# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _publ_contact_author 'Robert M. Adlington' _publ_contact_author_email robert.adlington@chem.ox.ac.uk loop_ _publ_author_name _publ_author_address M.W.Jones ; Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA. UK. ; J.E.Baldwin ; Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA. UK. ; A.R.Cowley ; Chemical Crystallography Department, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA. UK. ; J.R.Dilworth ; Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA. UK. ; A.Karpov ; Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA. UK. ; ; N.Smiljanic ; ; Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA. UK. ; A.L.Thompson ; Chemical Crystallography Department, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA. UK. ; R.M.Adlington ; Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA. UK. ; _journal_volume ? _journal_page_first ? _journal_page_last ? _ccdc_journal_depnumber ? _publ_section_title ; Synthesis of new bulky bispyrazolylmethanecarboxylates and their complexes with iron, manganese and nickel ; _publ_section_abstract ; Three new sterically demanding ligands based on the bispyrazolylacetic acid motif have been prepared and complexes with Fe(II), Fe(III), Ni(II) and Mn(II) have been synthesised and characterised. Single crystal X-ray structures are also included for two of the ligands in the protonated form and ten complexes. Additionally, a route to amide derivatives has been established, a range of amide derivatives synthesised and their coordination chemistry investigated. Only one metal complex was synthesised from the amide ligands, and was bound via the hydroxylamine groups in preference to the pyrazole and carboxylate donor set. ; _publ_contact_author_name 'Robert M. Adlington' #============================================================================== data_HL1b _database_code_depnum_ccdc_archive 'CCDC 896640' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _oxford_structure_analysis_title arc1308 #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; . ; _chemical_melting_point 'not measured' _exptl_crystal_thermal_history ; The material was crystallised at ambient temperature. A suitable crystal was cooled rapidly to 150K for single-crystal X-ray diffraction analysis. ; _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_special_details ; The hydroxyl hydrogen atoms were located in a difference Fourier map and their coordinates and isotropic thermal parameters subsequently refined. Other hydrogen atoms were positioned geometrically. ; #============================================================= _cell_length_a 12.1397(2) _cell_angle_alpha 91.9180(3) _cell_length_b 12.9915(2) _cell_angle_beta 94.7670(3) _cell_length_c 19.7574(2) _cell_angle_gamma 93.8292(5) _cell_volume 3095.90(8) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C36 H32 N4 O6 ' _chemical_formula_moiety ' C36 H32 N4 O6 ' _chemical_compound_source ; synthesis as described ; _chemical_formula_weight 616.67 _cell_measurement_reflns_used 48725 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' block ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_max 0.38 _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_meas 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.091 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.97 _exptl_absorpt_correction_T_max 0.98 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 48725 _reflns_number_total 14010 _diffrn_reflns_av_R_equivalents 0.044 _diffrn_reflns_theta_min 5.106 _diffrn_reflns_theta_max 27.485 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.485 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _reflns_limit_h_min -15 _reflns_limit_h_max 15 _reflns_limit_k_min -16 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 25 _refine_diff_density_min -0.20 _refine_diff_density_max 0.17 _refine_ls_number_reflns 8303 _refine_ls_number_restraints 0 _refine_ls_number_parameters 837 #_refine_ls_R_factor_ref 0.0366 _refine_ls_wR_factor_ref 0.0428 _refine_ls_goodness_of_fit_ref 1.1004 #_reflns_number_all 14010 _refine_ls_R_factor_all 0.0759 _refine_ls_wR_factor_all 0.0750 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 8303 _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_gt 0.0428 _refine_ls_shift/su_max 0.028381 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.622 0.386 0.332 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type C1 C 0.61034(13) 0.38482(11) 0.16831(8) 0.0226 1.0000 Uani C2 C 0.59984(15) 0.35568(13) 0.24240(9) 0.0315 1.0000 Uani O1 O 0.66865(12) 0.38791(11) 0.28662(7) 0.0456 1.0000 Uani O2 O 0.51336(12) 0.29232(10) 0.25440(7) 0.0392 1.0000 Uani N1 N 0.56170(10) 0.30522(9) 0.11929(7) 0.0213 1.0000 Uani N2 N 0.45378(10) 0.27114(10) 0.12222(7) 0.0222 1.0000 Uani C3 C 0.43127(12) 0.20154(11) 0.07022(8) 0.0214 1.0000 Uani C4 C 0.52520(13) 0.19293(12) 0.03388(8) 0.0231 1.0000 Uani C5 C 0.60827(12) 0.25856(11) 0.06696(8) 0.0209 1.0000 Uani C6 C 0.32159(13) 0.14359(12) 0.06300(8) 0.0232 1.0000 Uani C7 C 0.25257(14) 0.15115(13) 0.11546(9) 0.0284 1.0000 Uani C8 C 0.15264(14) 0.09295(14) 0.11457(10) 0.0332 1.0000 Uani C9 C 0.11972(14) 0.02599(15) 0.05977(10) 0.0363 1.0000 Uani C10 C 0.18500(14) 0.01763(14) 0.00591(9) 0.0327 1.0000 Uani C11 C 0.28567(13) 0.07665(13) 0.00682(9) 0.0260 1.0000 Uani O3 O 0.35363(9) 0.07259(9) -0.04500(6) 0.0307 1.0000 Uani C12 C 0.31683(15) 0.00490(14) -0.10253(9) 0.0329 1.0000 Uani C13 C 0.72595(12) 0.27018(11) 0.05364(8) 0.0220 1.0000 Uani C14 C 0.75324(13) 0.28374(13) -0.01260(9) 0.0270 1.0000 Uani C15 C 0.86206(15) 0.28133(14) -0.02957(10) 0.0330 1.0000 Uani C16 C 0.94433(14) 0.26495(14) 0.02074(11) 0.0353 1.0000 Uani C17 C 0.92051(14) 0.25273(13) 0.08749(10) 0.0319 1.0000 Uani C18 C 0.81149(13) 0.25467(12) 0.10444(9) 0.0250 1.0000 Uani O4 O 0.77932(10) 0.23882(9) 0.16799(6) 0.0317 1.0000 Uani C19 C 0.86291(18) 0.21944(19) 0.22085(11) 0.0510 1.0000 Uani N3 N 0.56277(10) 0.48344(10) 0.15791(7) 0.0226 1.0000 Uani N4 N 0.47635(11) 0.50776(10) 0.19334(7) 0.0238 1.0000 Uani C20 C 0.44714(12) 0.59844(12) 0.16970(8) 0.0223 1.0000 Uani C21 C 0.51488(12) 0.63120(12) 0.11882(8) 0.0229 1.0000 Uani C22 C 0.58820(12) 0.55607(11) 0.11167(8) 0.0213 1.0000 Uani C23 C 0.34986(13) 0.64365(13) 0.19614(8) 0.0245 1.0000 Uani C24 C 0.27399(14) 0.57900(14) 0.22733(9) 0.0307 1.0000 Uani C25 C 0.18134(15) 0.61654(16) 0.25350(10) 0.0375 1.0000 Uani C26 C 0.16195(15) 0.71972(16) 0.24801(10) 0.0387 1.0000 Uani C27 C 0.23483(15) 0.78555(14) 0.21699(9) 0.0338 1.0000 Uani C28 C 0.32830(13) 0.74828(13) 0.19106(8) 0.0260 1.0000 Uani O5 O 0.40352(9) 0.80929(9) 0.15953(6) 0.0305 1.0000 Uani C29 C 0.37796(16) 0.91343(14) 0.14756(11) 0.0405 1.0000 Uani C30 C 0.67309(12) 0.54852(11) 0.06298(8) 0.0217 1.0000 Uani C31 C 0.64392(13) 0.56547(12) -0.00500(8) 0.0237 1.0000 Uani C32 C 0.72142(14) 0.56738(13) -0.05301(9) 0.0283 1.0000 Uani C33 C 0.83066(14) 0.55228(13) -0.03214(9) 0.0312 1.0000 Uani C34 C 0.86307(13) 0.53647(13) 0.03566(10) 0.0300 1.0000 Uani C35 C 0.78534(13) 0.53471(12) 0.08296(9) 0.0245 1.0000 Uani O6 O 0.80960(9) 0.52322(9) 0.15123(6) 0.0303 1.0000 Uani C36 C 0.92332(15) 0.52862(16) 0.17652(11) 0.0413 1.0000 Uani C37 C 0.14928(12) 0.17428(12) 0.36559(8) 0.0233 1.0000 Uani C38 C 0.19983(14) 0.19064(14) 0.29773(9) 0.0315 1.0000 Uani O7 O 0.17393(12) 0.26014(11) 0.26225(7) 0.0444 1.0000 Uani O8 O 0.27408(11) 0.12519(12) 0.28141(7) 0.0405 1.0000 Uani N5 N 0.22340(11) 0.12618(10) 0.41471(7) 0.0229 1.0000 Uani N6 N 0.25180(11) 0.02874(10) 0.39955(7) 0.0256 1.0000 Uani C39 C 0.31297(13) 0.00206(12) 0.45506(9) 0.0250 1.0000 Uani C40 C 0.32334(13) 0.08310(13) 0.50478(8) 0.0272 1.0000 Uani C41 C 0.26658(13) 0.16214(12) 0.47747(8) 0.0239 1.0000 Uani C42 C 0.35860(13) -0.10045(13) 0.45526(10) 0.0293 1.0000 Uani C43 C 0.36334(15) -0.15562(14) 0.39401(11) 0.0363 1.0000 Uani C44 C 0.40432(16) -0.25309(15) 0.39171(12) 0.0440 1.0000 Uani C45 C 0.44182(16) -0.29564(14) 0.45132(13) 0.0458 1.0000 Uani C46 C 0.43651(16) -0.24401(15) 0.51335(12) 0.0456 1.0000 Uani C47 C 0.39431(15) -0.14609(14) 0.51588(10) 0.0353 1.0000 Uani O9 O 0.38607(13) -0.09056(11) 0.57453(7) 0.0490 1.0000 Uani C48 C 0.4147(3) -0.1383(2) 0.63749(13) 0.0736 1.0000 Uani C49 C 0.25827(13) 0.26730(13) 0.50600(8) 0.0268 1.0000 Uani C50 C 0.23087(16) 0.28041(15) 0.57254(9) 0.0368 1.0000 Uani C51 C 0.2378(2) 0.37800(17) 0.60462(10) 0.0476 1.0000 Uani C52 C 0.27097(19) 0.46317(16) 0.56937(11) 0.0469 1.0000 Uani C53 C 0.29666(16) 0.45276(14) 0.50291(10) 0.0377 1.0000 Uani C54 C 0.29188(14) 0.35485(13) 0.47102(9) 0.0289 1.0000 Uani O10 O 0.32086(10) 0.33643(9) 0.40648(6) 0.0323 1.0000 Uani C55 C 0.36596(19) 0.42177(16) 0.37132(11) 0.0482 1.0000 Uani N7 N 0.04435(11) 0.11340(10) 0.35252(7) 0.0234 1.0000 Uani N8 N 0.03172(11) 0.04379(10) 0.29932(7) 0.0239 1.0000 Uani C56 C -0.06672(13) -0.00691(12) 0.30481(8) 0.0248 1.0000 Uani C57 C -0.11529(13) 0.02962(12) 0.36271(9) 0.0268 1.0000 Uani C58 C -0.04232(13) 0.10720(12) 0.39236(8) 0.0243 1.0000 Uani C59 C -0.10757(14) -0.08408(12) 0.25045(9) 0.0282 1.0000 Uani C60 C -0.04212(15) -0.10181(13) 0.19714(10) 0.0342 1.0000 Uani C61 C -0.07751(17) -0.16930(15) 0.14259(11) 0.0432 1.0000 Uani C62 C -0.18101(19) -0.22133(15) 0.14113(12) 0.0476 1.0000 Uani C63 C -0.24689(18) -0.20786(15) 0.19374(11) 0.0453 1.0000 Uani C64 C -0.21240(15) -0.13841(14) 0.24764(10) 0.0346 1.0000 Uani O11 O -0.27656(11) -0.11678(12) 0.29934(7) 0.0489 1.0000 Uani C65 C -0.38654(19) -0.1647(2) 0.29537(12) 0.0654 1.0000 Uani C66 C -0.05135(13) 0.17484(13) 0.45236(9) 0.0264 1.0000 Uani C67 C -0.06902(14) 0.13325(14) 0.51490(9) 0.0319 1.0000 Uani C68 C -0.08386(17) 0.19588(16) 0.57089(10) 0.0400 1.0000 Uani C69 C -0.08213(19) 0.30118(17) 0.56459(11) 0.0469 1.0000 Uani C70 C -0.06488(18) 0.34543(15) 0.50280(11) 0.0419 1.0000 Uani C71 C -0.04926(14) 0.28244(14) 0.44702(9) 0.0310 1.0000 Uani O12 O -0.03413(12) 0.31735(9) 0.38336(7) 0.0384 1.0000 Uani C72 C -0.0053(2) 0.42475(16) 0.37736(12) 0.0557 1.0000 Uani H1 H 0.462(3) 0.280(3) 0.2055(18) 0.103(11) 1.0000 Uiso H2 H 0.278(3) 0.070(3) 0.3184(18) 0.100(11) 1.0000 Uiso H11 H 0.6907 0.3913 0.1603 0.0269 1.0000 Uiso H41 H 0.5308 0.1482 -0.0077 0.0276 1.0000 Uiso H71 H 0.2758 0.2001 0.1550 0.0343 1.0000 Uiso H81 H 0.1048 0.0993 0.1531 0.0401 1.0000 Uiso H91 H 0.0480 -0.0169 0.0590 0.0431 1.0000 Uiso H101 H 0.1601 -0.0307 -0.0337 0.0384 1.0000 Uiso H121 H 0.3733 0.0088 -0.1366 0.0388 1.0000 Uiso H122 H 0.3070 -0.0676 -0.0874 0.0388 1.0000 Uiso H123 H 0.2446 0.0263 -0.1237 0.0388 1.0000 Uiso H141 H 0.6934 0.2955 -0.0488 0.0322 1.0000 Uiso H151 H 0.8804 0.2913 -0.0774 0.0397 1.0000 Uiso H161 H 1.0225 0.2619 0.0088 0.0422 1.0000 Uiso H171 H 0.9814 0.2425 0.1234 0.0378 1.0000 Uiso H191 H 0.8279 0.2093 0.2644 0.0611 1.0000 Uiso H192 H 0.9191 0.2796 0.2266 0.0611 1.0000 Uiso H193 H 0.9000 0.1559 0.2083 0.0611 1.0000 Uiso H211 H 0.5105 0.6960 0.0931 0.0272 1.0000 Uiso H241 H 0.2869 0.5041 0.2308 0.0369 1.0000 Uiso H251 H 0.1288 0.5692 0.2762 0.0453 1.0000 Uiso H261 H 0.0949 0.7469 0.2665 0.0471 1.0000 Uiso H271 H 0.2203 0.8601 0.2132 0.0409 1.0000 Uiso H291 H 0.4391 0.9492 0.1244 0.0487 1.0000 Uiso H292 H 0.3699 0.9504 0.1919 0.0487 1.0000 Uiso H293 H 0.3070 0.9134 0.1180 0.0487 1.0000 Uiso H311 H 0.5650 0.5766 -0.0198 0.0283 1.0000 Uiso H321 H 0.6987 0.5794 -0.1018 0.0338 1.0000 Uiso H331 H 0.8870 0.5527 -0.0663 0.0378 1.0000 Uiso H341 H 0.9424 0.5264 0.0501 0.0361 1.0000 Uiso H361 H 0.9289 0.5191 0.2267 0.0486 1.0000 Uiso H362 H 0.9592 0.5976 0.1670 0.0486 1.0000 Uiso H363 H 0.9616 0.4730 0.1536 0.0486 1.0000 Uiso H371 H 0.1367 0.2433 0.3864 0.0275 1.0000 Uiso H401 H 0.3640 0.0832 0.5509 0.0325 1.0000 Uiso H431 H 0.3366 -0.1244 0.3506 0.0439 1.0000 Uiso H441 H 0.4064 -0.2917 0.3472 0.0532 1.0000 Uiso H451 H 0.4733 -0.3648 0.4499 0.0550 1.0000 Uiso H461 H 0.4628 -0.2766 0.5564 0.0544 1.0000 Uiso H481 H 0.4049 -0.0893 0.6763 0.0879 1.0000 Uiso H482 H 0.4936 -0.1564 0.6393 0.0879 1.0000 Uiso H483 H 0.3653 -0.2024 0.6407 0.0879 1.0000 Uiso H501 H 0.2058 0.2188 0.5977 0.0444 1.0000 Uiso H511 H 0.2190 0.3864 0.6527 0.0572 1.0000 Uiso H521 H 0.2764 0.5333 0.5924 0.0556 1.0000 Uiso H531 H 0.3187 0.5152 0.4776 0.0446 1.0000 Uiso H551 H 0.3833 0.3975 0.3251 0.0583 1.0000 Uiso H552 H 0.4353 0.4520 0.3974 0.0583 1.0000 Uiso H553 H 0.3108 0.4755 0.3669 0.0583 1.0000 Uiso H571 H -0.1878 0.0043 0.3789 0.0320 1.0000 Uiso H601 H 0.0329 -0.0646 0.1982 0.0405 1.0000 Uiso H611 H -0.0289 -0.1802 0.1049 0.0514 1.0000 Uiso H621 H -0.2081 -0.2690 0.1016 0.0553 1.0000 Uiso H631 H -0.3200 -0.2483 0.1932 0.0522 1.0000 Uiso H651 H -0.4241 -0.1425 0.3360 0.0758 1.0000 Uiso H652 H -0.3832 -0.2415 0.2941 0.0758 1.0000 Uiso H653 H -0.4292 -0.1437 0.2532 0.0758 1.0000 Uiso H671 H -0.0710 0.0567 0.5194 0.0385 1.0000 Uiso H681 H -0.0958 0.1650 0.6156 0.0485 1.0000 Uiso H691 H -0.0934 0.3465 0.6050 0.0568 1.0000 Uiso H701 H -0.0638 0.4220 0.4988 0.0511 1.0000 Uiso H721 H 0.0031 0.4394 0.3286 0.0689 1.0000 Uiso H722 H -0.0649 0.4658 0.3942 0.0689 1.0000 Uiso H723 H 0.0662 0.4443 0.4051 0.0689 1.0000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0263(8) 0.0172(7) 0.0237(8) -0.0009(6) -0.0021(6) 0.0045(6) C2 0.0415(10) 0.0262(8) 0.0266(9) 0.0002(7) -0.0016(8) 0.0078(7) O1 0.0589(9) 0.0456(8) 0.0294(7) -0.0020(6) -0.0131(6) 0.0042(7) O2 0.0518(8) 0.0376(7) 0.0286(7) 0.0082(6) 0.0042(6) 0.0011(6) N1 0.0213(6) 0.0185(6) 0.0239(7) 0.0007(5) 0.0008(5) 0.0016(5) N2 0.0207(6) 0.0224(6) 0.0237(7) 0.0026(5) 0.0027(5) 0.0011(5) C3 0.0240(7) 0.0177(7) 0.0226(8) 0.0033(6) 0.0007(6) 0.0029(6) C4 0.0248(8) 0.0220(7) 0.0223(8) 0.0003(6) 0.0003(6) 0.0028(6) C5 0.0248(8) 0.0178(7) 0.0203(8) 0.0028(6) 0.0002(6) 0.0048(6) C6 0.0225(7) 0.0203(7) 0.0267(8) 0.0049(6) -0.0008(6) 0.0031(6) C7 0.0281(8) 0.0285(8) 0.0291(9) 0.0039(7) 0.0023(7) 0.0039(7) C8 0.0242(8) 0.0396(10) 0.0365(10) 0.0085(8) 0.0040(7) 0.0031(7) C9 0.0236(8) 0.0429(10) 0.0412(11) 0.0090(8) -0.0019(7) -0.0052(7) C10 0.0277(9) 0.0345(9) 0.0337(10) 0.0033(8) -0.0056(7) -0.0053(7) C11 0.0233(8) 0.0277(8) 0.0268(9) 0.0054(7) -0.0007(6) 0.0019(6) O3 0.0290(6) 0.0341(6) 0.0272(6) -0.0060(5) -0.0006(5) -0.0048(5) C12 0.0330(9) 0.0311(9) 0.0330(10) -0.0065(7) -0.0033(7) 0.0021(7) C13 0.0215(7) 0.0184(7) 0.0258(8) -0.0018(6) 0.0003(6) 0.0025(6) C14 0.0259(8) 0.0267(8) 0.0280(9) -0.0028(7) 0.0017(7) 0.0006(6) C15 0.0312(9) 0.0332(9) 0.0348(10) -0.0048(8) 0.0090(8) -0.0019(7) C16 0.0236(8) 0.0313(9) 0.0507(12) -0.0085(8) 0.0078(8) -0.0003(7) C17 0.0229(8) 0.0279(9) 0.0438(11) -0.0038(8) -0.0038(7) 0.0051(6) C18 0.0261(8) 0.0198(7) 0.0288(9) -0.0013(6) -0.0005(7) 0.0039(6) O4 0.0333(6) 0.0351(7) 0.0269(6) 0.0053(5) -0.0049(5) 0.0104(5) C19 0.0484(12) 0.0657(14) 0.0386(12) 0.0173(10) -0.0137(9) 0.0162(10) N3 0.0232(6) 0.0196(6) 0.0250(7) 0.0001(5) 0.0011(5) 0.0046(5) N4 0.0251(7) 0.0236(7) 0.0229(7) -0.0014(5) 0.0018(5) 0.0037(5) C20 0.0229(7) 0.0208(7) 0.0223(8) -0.0018(6) -0.0032(6) 0.0023(6) C21 0.0213(7) 0.0209(7) 0.0258(8) 0.0005(6) -0.0018(6) 0.0021(6) C22 0.0206(7) 0.0199(7) 0.0225(8) 0.0005(6) -0.0025(6) -0.0003(6) C23 0.0225(8) 0.0314(8) 0.0193(8) -0.0010(6) -0.0026(6) 0.0052(6) C24 0.0287(9) 0.0366(9) 0.0270(9) 0.0017(7) 0.0017(7) 0.0040(7) C25 0.0300(9) 0.0533(12) 0.0299(10) 0.0047(9) 0.0039(8) 0.0055(8) C26 0.0306(9) 0.0563(12) 0.0309(10) -0.0016(9) 0.0035(8) 0.0169(8) C27 0.0324(9) 0.0401(10) 0.0298(9) -0.0032(8) 0.0002(7) 0.0142(8) C28 0.0258(8) 0.0298(8) 0.0221(8) -0.0010(7) -0.0032(6) 0.0061(6) O5 0.0294(6) 0.0228(6) 0.0398(7) 0.0010(5) 0.0008(5) 0.0074(5) C29 0.0396(10) 0.0254(9) 0.0568(13) 0.0032(8) 0.0006(9) 0.0088(7) C30 0.0206(7) 0.0169(7) 0.0273(8) 0.0002(6) 0.0003(6) 0.0005(5) C31 0.0226(7) 0.0202(7) 0.0280(9) 0.0014(6) 0.0003(6) 0.0013(6) C32 0.0299(8) 0.0284(8) 0.0262(9) 0.0020(7) 0.0017(7) 0.0006(7) C33 0.0276(8) 0.0298(9) 0.0370(10) 0.0006(7) 0.0077(7) 0.0028(7) C34 0.0214(8) 0.0270(8) 0.0419(10) 0.0026(7) 0.0013(7) 0.0042(6) C35 0.0231(8) 0.0186(7) 0.0308(9) 0.0008(6) -0.0025(7) 0.0004(6) O6 0.0226(6) 0.0355(7) 0.0312(7) 0.0047(5) -0.0068(5) 0.0000(5) C36 0.0255(9) 0.0497(12) 0.0463(12) 0.0080(9) -0.0131(8) 0.0016(8) C37 0.0219(7) 0.0238(8) 0.0231(8) 0.0018(6) -0.0036(6) -0.0004(6) C38 0.0292(9) 0.0385(10) 0.0252(9) 0.0044(8) -0.0019(7) -0.0052(7) O7 0.0556(9) 0.0445(8) 0.0333(7) 0.0155(6) 0.0024(6) -0.0010(6) O8 0.0335(7) 0.0594(9) 0.0301(7) 0.0049(6) 0.0075(6) 0.0065(6) N5 0.0236(6) 0.0229(6) 0.0216(7) 0.0012(5) -0.0014(5) 0.0011(5) N6 0.0249(7) 0.0231(7) 0.0287(7) 0.0015(6) 0.0013(6) 0.0014(5) C39 0.0220(7) 0.0255(8) 0.0275(9) 0.0050(7) 0.0018(6) 0.0000(6) C40 0.0281(8) 0.0281(8) 0.0250(9) 0.0061(7) -0.0013(7) 0.0016(6) C41 0.0227(7) 0.0265(8) 0.0221(8) 0.0012(6) 0.0010(6) -0.0008(6) C42 0.0211(8) 0.0259(8) 0.0411(10) 0.0071(7) 0.0034(7) -0.0006(6) C43 0.0334(9) 0.0300(9) 0.0464(11) 0.0006(8) 0.0081(8) 0.0031(7) C44 0.0335(10) 0.0319(10) 0.0676(15) -0.0034(10) 0.0133(10) 0.0015(8) C45 0.0294(9) 0.0246(9) 0.0834(17) 0.0032(10) 0.0047(10) 0.0015(7) C46 0.0344(10) 0.0330(10) 0.0685(15) 0.0181(10) -0.0071(10) 0.0010(8) C47 0.0311(9) 0.0293(9) 0.0449(11) 0.0087(8) -0.0029(8) 0.0001(7) O9 0.0697(10) 0.0411(8) 0.0358(8) 0.0144(6) -0.0094(7) 0.0115(7) C48 0.114(2) 0.0613(16) 0.0443(14) 0.0249(12) -0.0173(14) 0.0161(15) C49 0.0267(8) 0.0289(8) 0.0238(8) -0.0018(7) -0.0037(7) 0.0026(6) C50 0.0444(10) 0.0388(10) 0.0277(9) 0.0004(8) 0.0026(8) 0.0080(8) C51 0.0648(14) 0.0491(12) 0.0290(10) -0.0108(9) 0.0026(10) 0.0128(10) C52 0.0575(13) 0.0359(11) 0.0456(13) -0.0146(9) -0.0031(10) 0.0073(9) C53 0.0420(10) 0.0276(9) 0.0417(11) -0.0040(8) -0.0032(8) 0.0012(7) C54 0.0275(8) 0.0289(9) 0.0293(9) -0.0023(7) -0.0022(7) 0.0014(6) O10 0.0405(7) 0.0269(6) 0.0289(7) 0.0030(5) 0.0042(5) -0.0044(5) C55 0.0628(14) 0.0364(11) 0.0466(12) 0.0102(9) 0.0158(10) -0.0051(9) N7 0.0221(6) 0.0256(7) 0.0218(7) -0.0003(5) -0.0004(5) -0.0013(5) N8 0.0225(6) 0.0257(7) 0.0223(7) -0.0009(5) -0.0029(5) 0.0003(5) C56 0.0234(8) 0.0233(8) 0.0272(9) 0.0059(6) -0.0031(6) 0.0005(6) C57 0.0236(8) 0.0266(8) 0.0299(9) 0.0061(7) 0.0005(7) -0.0002(6) C58 0.0230(8) 0.0257(8) 0.0246(8) 0.0048(6) 0.0010(6) 0.0035(6) C59 0.0310(8) 0.0198(8) 0.0322(9) 0.0037(7) -0.0075(7) 0.0010(6) C60 0.0329(9) 0.0278(9) 0.0407(11) -0.0079(8) -0.0036(8) 0.0064(7) C61 0.0489(11) 0.0319(10) 0.0476(12) -0.0142(9) -0.0045(9) 0.0126(8) C62 0.0591(13) 0.0253(9) 0.0537(13) -0.0100(9) -0.0169(11) 0.0019(9) C63 0.0511(12) 0.0292(10) 0.0502(13) 0.0060(9) -0.0155(10) -0.0139(8) C64 0.0379(10) 0.0309(9) 0.0321(10) 0.0097(7) -0.0083(8) -0.0080(7) O11 0.0363(7) 0.0732(10) 0.0323(7) 0.0088(7) -0.0026(6) -0.0284(7) C65 0.0386(12) 0.103(2) 0.0474(13) 0.0147(13) -0.0076(10) -0.0358(13) C66 0.0222(8) 0.0275(8) 0.0297(9) 0.0010(7) 0.0026(7) 0.0019(6) C67 0.0291(9) 0.0334(9) 0.0337(10) 0.0043(7) 0.0067(7) -0.0006(7) C68 0.0471(11) 0.0434(11) 0.0306(10) 0.0017(8) 0.0145(8) -0.0023(8) C69 0.0590(13) 0.0445(12) 0.0386(11) -0.0072(9) 0.0199(10) -0.0017(10) C70 0.0547(12) 0.0314(10) 0.0416(11) -0.0035(8) 0.0164(10) 0.0041(8) C71 0.0332(9) 0.0323(9) 0.0287(9) 0.0053(7) 0.0060(7) 0.0055(7) O12 0.0559(8) 0.0297(7) 0.0314(7) 0.0074(5) 0.0062(6) 0.0098(6) C72 0.0890(18) 0.0303(10) 0.0529(14) 0.0138(10) 0.0241(13) 0.0141(11) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 . C2 . 1.538(2) yes C1 . N1 . 1.4533(19) yes C1 . N3 . 1.4540(19) yes C1 . H11 . 1.000 no C2 . O1 . 1.202(2) yes C2 . O2 . 1.332(2) yes O2 . H1 . 1.11(4) no N1 . N2 . 1.3611(18) yes N1 . C5 . 1.363(2) yes N2 . C3 . 1.344(2) yes C3 . C4 . 1.406(2) yes C3 . C6 . 1.479(2) yes C4 . C5 . 1.382(2) yes C4 . H41 . 1.000 no C5 . C13 . 1.473(2) yes C6 . C7 . 1.391(2) yes C6 . C11 . 1.408(2) yes C7 . C8 . 1.385(2) yes C7 . H71 . 1.000 no C8 . C9 . 1.381(3) yes C8 . H81 . 1.000 no C9 . C10 . 1.384(3) yes C9 . H91 . 1.000 no C10 . C11 . 1.397(2) yes C10 . H101 . 1.000 no C11 . O3 . 1.369(2) yes O3 . C12 . 1.436(2) yes C12 . H121 . 1.000 no C12 . H122 . 1.000 no C12 . H123 . 1.000 no C13 . C14 . 1.390(2) yes C13 . C18 . 1.412(2) yes C14 . C15 . 1.392(2) yes C14 . H141 . 1.000 no C15 . C16 . 1.381(3) yes C15 . H151 . 1.000 no C16 . C17 . 1.385(3) yes C16 . H161 . 1.000 no C17 . C18 . 1.394(2) yes C17 . H171 . 1.000 no C18 . O4 . 1.364(2) yes O4 . C19 . 1.435(2) yes C19 . H191 . 1.000 no C19 . H192 . 1.000 no C19 . H193 . 1.000 no N3 . N4 . 1.3573(19) yes N3 . C22 . 1.373(2) yes N4 . C20 . 1.341(2) yes C20 . C21 . 1.410(2) yes C20 . C23 . 1.479(2) yes C21 . C22 . 1.376(2) yes C21 . H211 . 1.000 no C22 . C30 . 1.473(2) yes C23 . C24 . 1.400(2) yes C23 . C28 . 1.407(2) yes C24 . C25 . 1.387(3) yes C24 . H241 . 1.000 no C25 . C26 . 1.383(3) yes C25 . H251 . 1.000 no C26 . C27 . 1.383(3) yes C26 . H261 . 1.000 no C27 . C28 . 1.392(2) yes C27 . H271 . 1.000 no C28 . O5 . 1.371(2) yes O5 . C29 . 1.431(2) yes C29 . H291 . 1.000 no C29 . H292 . 1.000 no C29 . H293 . 1.000 no C30 . C31 . 1.389(2) yes C30 . C35 . 1.412(2) yes C31 . C32 . 1.390(2) yes C31 . H311 . 1.000 no C32 . C33 . 1.384(2) yes C32 . H321 . 1.000 no C33 . C34 . 1.390(3) yes C33 . H331 . 1.000 no C34 . C35 . 1.382(2) yes C34 . H341 . 1.000 no C35 . O6 . 1.372(2) yes O6 . C36 . 1.425(2) yes C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no C37 . C38 . 1.536(2) yes C37 . N5 . 1.453(2) yes C37 . N7 . 1.4533(19) yes C37 . H371 . 1.000 no C38 . O7 . 1.204(2) yes C38 . O8 . 1.331(2) yes O8 . H2 . 1.04(3) no N5 . N6 . 1.3643(18) yes N5 . C41 . 1.361(2) yes N6 . C39 . 1.341(2) yes C39 . C40 . 1.408(2) yes C39 . C42 . 1.476(2) yes C40 . C41 . 1.375(2) yes C40 . H401 . 1.000 no C41 . C49 . 1.473(2) yes C42 . C43 . 1.393(3) yes C42 . C47 . 1.404(3) yes C43 . C44 . 1.392(3) yes C43 . H431 . 1.000 no C44 . C45 . 1.374(3) yes C44 . H441 . 1.000 no C45 . C46 . 1.386(3) yes C45 . H451 . 1.000 no C46 . C47 . 1.404(3) yes C46 . H461 . 1.000 no C47 . O9 . 1.359(2) yes O9 . C48 . 1.436(3) yes C48 . H481 . 1.000 no C48 . H482 . 1.000 no C48 . H483 . 1.000 no C49 . C50 . 1.390(3) yes C49 . C54 . 1.405(2) yes C50 . C51 . 1.393(3) yes C50 . H501 . 1.000 no C51 . C52 . 1.382(3) yes C51 . H511 . 1.000 no C52 . C53 . 1.379(3) yes C52 . H521 . 1.000 no C53 . C54 . 1.396(2) yes C53 . H531 . 1.000 no C54 . O10 . 1.369(2) yes O10 . C55 . 1.430(2) yes C55 . H551 . 1.000 no C55 . H552 . 1.000 no C55 . H553 . 1.000 no N7 . N8 . 1.3555(19) yes N7 . C58 . 1.365(2) yes N8 . C56 . 1.340(2) yes C56 . C57 . 1.412(2) yes C56 . C59 . 1.476(2) yes C57 . C58 . 1.378(2) yes C57 . H571 . 1.000 no C58 . C66 . 1.468(2) yes C59 . C60 . 1.393(3) yes C59 . C64 . 1.409(2) yes C60 . C61 . 1.387(3) yes C60 . H601 . 1.000 no C61 . C62 . 1.384(3) yes C61 . H611 . 1.000 no C62 . C63 . 1.377(3) yes C62 . H621 . 1.000 no C63 . C64 . 1.391(3) yes C63 . H631 . 1.000 no C64 . O11 . 1.368(2) yes O11 . C65 . 1.430(2) yes C65 . H651 . 1.000 no C65 . H652 . 1.000 no C65 . H653 . 1.000 no C66 . C67 . 1.392(2) yes C66 . C71 . 1.404(2) yes C67 . C68 . 1.382(3) yes C67 . H671 . 1.000 no C68 . C69 . 1.377(3) yes C68 . H681 . 1.000 no C69 . C70 . 1.392(3) yes C69 . H691 . 1.000 no C70 . C71 . 1.384(3) yes C70 . H701 . 1.000 no C71 . O12 . 1.374(2) yes O12 . C72 . 1.427(2) yes C72 . H721 . 1.000 no C72 . H722 . 1.000 no C72 . H723 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 . C1 . N1 . 113.04(13) yes C2 . C1 . N3 . 108.60(13) yes N1 . C1 . N3 . 112.14(12) yes C2 . C1 . H11 . 108.588 no N1 . C1 . H11 . 104.773 no N3 . C1 . H11 . 109.558 no C1 . C2 . O1 . 120.47(17) yes C1 . C2 . O2 . 117.08(15) yes O1 . C2 . O2 . 122.44(17) yes C2 . O2 . H1 . 106.6(17) no C1 . N1 . N2 . 118.79(12) yes C1 . N1 . C5 . 129.09(13) yes N2 . N1 . C5 . 112.10(12) yes N1 . N2 . C3 . 105.47(12) yes N2 . C3 . C4 . 110.11(13) yes N2 . C3 . C6 . 118.56(14) yes C4 . C3 . C6 . 131.17(14) yes C3 . C4 . C5 . 106.42(14) yes C3 . C4 . H41 . 126.792 no C5 . C4 . H41 . 126.792 no N1 . C5 . C4 . 105.88(13) yes N1 . C5 . C13 . 125.85(13) yes C4 . C5 . C13 . 128.05(14) yes C3 . C6 . C7 . 118.81(14) yes C3 . C6 . C11 . 123.01(15) yes C7 . C6 . C11 . 118.09(15) yes C6 . C7 . C8 . 121.95(16) yes C6 . C7 . H71 . 119.026 no C8 . C7 . H71 . 119.026 no C7 . C8 . C9 . 119.22(17) yes C7 . C8 . H81 . 120.392 no C9 . C8 . H81 . 120.392 no C8 . C9 . C10 . 120.64(16) yes C8 . C9 . H91 . 119.682 no C10 . C9 . H91 . 119.682 no C9 . C10 . C11 . 120.06(17) yes C9 . C10 . H101 . 119.971 no C11 . C10 . H101 . 119.971 no C6 . C11 . C10 . 120.01(16) yes C6 . C11 . O3 . 117.03(14) yes C10 . C11 . O3 . 122.96(15) yes C11 . O3 . C12 . 117.13(13) yes O3 . C12 . H121 . 109.467 no O3 . C12 . H122 . 109.467 no H121 . C12 . H122 . 109.476 no O3 . C12 . H123 . 109.466 no H121 . C12 . H123 . 109.476 no H122 . C12 . H123 . 109.476 no C5 . C13 . C14 . 119.07(14) yes C5 . C13 . C18 . 121.74(14) yes C14 . C13 . C18 . 118.68(14) yes C13 . C14 . C15 . 121.45(16) yes C13 . C14 . H141 . 119.276 no C15 . C14 . H141 . 119.277 no C14 . C15 . C16 . 118.96(17) yes C14 . C15 . H151 . 120.521 no C16 . C15 . H151 . 120.522 no C15 . C16 . C17 . 121.21(16) yes C15 . C16 . H161 . 119.397 no C17 . C16 . H161 . 119.396 no C16 . C17 . C18 . 119.83(16) yes C16 . C17 . H171 . 120.084 no C18 . C17 . H171 . 120.084 no C13 . C18 . C17 . 119.86(16) yes C13 . C18 . O4 . 116.02(14) yes C17 . C18 . O4 . 124.07(15) yes C18 . O4 . C19 . 118.05(14) yes O4 . C19 . H191 . 109.467 no O4 . C19 . H192 . 109.467 no H191 . C19 . H192 . 109.476 no O4 . C19 . H193 . 109.467 no H191 . C19 . H193 . 109.476 no H192 . C19 . H193 . 109.476 no C1 . N3 . N4 . 119.00(13) yes C1 . N3 . C22 . 128.22(13) yes N4 . N3 . C22 . 112.58(12) yes N3 . N4 . C20 . 104.79(13) yes N4 . C20 . C21 . 110.88(14) yes N4 . C20 . C23 . 118.03(14) yes C21 . C20 . C23 . 130.98(14) yes C20 . C21 . C22 . 106.16(13) yes C20 . C21 . H211 . 126.917 no C22 . C21 . H211 . 126.918 no N3 . C22 . C21 . 105.58(14) yes N3 . C22 . C30 . 125.41(13) yes C21 . C22 . C30 . 128.93(14) yes C20 . C23 . C24 . 118.55(15) yes C20 . C23 . C28 . 123.63(15) yes C24 . C23 . C28 . 117.82(15) yes C23 . C24 . C25 . 121.47(17) yes C23 . C24 . H241 . 119.264 no C25 . C24 . H241 . 119.263 no C24 . C25 . C26 . 119.67(17) yes C24 . C25 . H251 . 120.163 no C26 . C25 . H251 . 120.163 no C25 . C26 . C27 . 120.31(16) yes C25 . C26 . H261 . 119.843 no C27 . C26 . H261 . 119.843 no C26 . C27 . C28 . 120.17(17) yes C26 . C27 . H271 . 119.915 no C28 . C27 . H271 . 119.915 no C23 . C28 . C27 . 120.55(16) yes C23 . C28 . O5 . 116.37(14) yes C27 . C28 . O5 . 123.08(15) yes C28 . O5 . C29 . 117.51(13) yes O5 . C29 . H291 . 109.467 no O5 . C29 . H292 . 109.467 no H291 . C29 . H292 . 109.476 no O5 . C29 . H293 . 109.467 no H291 . C29 . H293 . 109.476 no H292 . C29 . H293 . 109.476 no C22 . C30 . C31 . 118.55(13) yes C22 . C30 . C35 . 123.06(14) yes C31 . C30 . C35 . 118.10(14) yes C30 . C31 . C32 . 121.83(14) yes C30 . C31 . H311 . 119.085 no C32 . C31 . H311 . 119.085 no C31 . C32 . C33 . 118.81(16) yes C31 . C32 . H321 . 120.593 no C33 . C32 . H321 . 120.593 no C32 . C33 . C34 . 120.90(16) yes C32 . C33 . H331 . 119.550 no C34 . C33 . H331 . 119.550 no C33 . C34 . C35 . 119.81(15) yes C33 . C34 . H341 . 120.095 no C35 . C34 . H341 . 120.095 no C30 . C35 . C34 . 120.53(15) yes C30 . C35 . O6 . 115.22(14) yes C34 . C35 . O6 . 124.21(14) yes C35 . O6 . C36 . 117.91(14) yes O6 . C36 . H361 . 109.467 no O6 . C36 . H362 . 109.467 no H361 . C36 . H362 . 109.476 no O6 . C36 . H363 . 109.466 no H361 . C36 . H363 . 109.476 no H362 . C36 . H363 . 109.476 no C38 . C37 . N5 . 112.48(13) yes C38 . C37 . N7 . 108.70(13) yes N5 . C37 . N7 . 111.26(12) yes C38 . C37 . H371 . 108.583 no N5 . C37 . H371 . 105.885 no N7 . C37 . H371 . 109.867 no C37 . C38 . O7 . 121.01(17) yes C37 . C38 . O8 . 116.37(15) yes O7 . C38 . O8 . 122.61(17) yes C38 . O8 . H2 . 107.6(18) no C37 . N5 . N6 . 117.99(12) yes C37 . N5 . C41 . 129.31(13) yes N6 . N5 . C41 . 112.61(13) yes N5 . N6 . C39 . 104.80(13) yes N6 . C39 . C40 . 110.37(14) yes N6 . C39 . C42 . 118.82(15) yes C40 . C39 . C42 . 130.80(15) yes C39 . C40 . C41 . 106.55(14) yes C39 . C40 . H401 . 126.725 no C41 . C40 . H401 . 126.725 no N5 . C41 . C40 . 105.66(14) yes N5 . C41 . C49 . 125.35(14) yes C40 . C41 . C49 . 128.87(15) yes C39 . C42 . C43 . 119.58(16) yes C39 . C42 . C47 . 121.85(17) yes C43 . C42 . C47 . 118.53(16) yes C42 . C43 . C44 . 121.67(19) yes C42 . C43 . H431 . 119.165 no C44 . C43 . H431 . 119.165 no C43 . C44 . C45 . 119.2(2) yes C43 . C44 . H441 . 120.418 no C45 . C44 . H441 . 120.418 no C44 . C45 . C46 . 120.86(18) yes C44 . C45 . H451 . 119.570 no C46 . C45 . H451 . 119.570 no C45 . C46 . C47 . 120.09(19) yes C45 . C46 . H461 . 119.953 no C47 . C46 . H461 . 119.953 no C42 . C47 . C46 . 119.65(19) yes C42 . C47 . O9 . 116.61(16) yes C46 . C47 . O9 . 123.74(18) yes C47 . O9 . C48 . 117.79(17) yes O9 . C48 . H481 . 109.467 no O9 . C48 . H482 . 109.466 no H481 . C48 . H482 . 109.476 no O9 . C48 . H483 . 109.467 no H481 . C48 . H483 . 109.476 no H482 . C48 . H483 . 109.476 no C41 . C49 . C50 . 119.28(15) yes C41 . C49 . C54 . 121.41(15) yes C50 . C49 . C54 . 118.74(16) yes C49 . C50 . C51 . 121.00(18) yes C49 . C50 . H501 . 119.500 no C51 . C50 . H501 . 119.500 no C50 . C51 . C52 . 119.40(18) yes C50 . C51 . H511 . 120.299 no C52 . C51 . H511 . 120.299 no C51 . C52 . C53 . 120.89(18) yes C51 . C52 . H521 . 119.557 no C53 . C52 . H521 . 119.557 no C52 . C53 . C54 . 119.86(18) yes C52 . C53 . H531 . 120.071 no C54 . C53 . H531 . 120.070 no C49 . C54 . C53 . 120.09(17) yes C49 . C54 . O10 . 115.86(14) yes C53 . C54 . O10 . 124.03(16) yes C54 . O10 . C55 . 117.91(14) yes O10 . C55 . H551 . 109.467 no O10 . C55 . H552 . 109.467 no H551 . C55 . H552 . 109.476 no O10 . C55 . H553 . 109.466 no H551 . C55 . H553 . 109.476 no H552 . C55 . H553 . 109.476 no C37 . N7 . N8 . 118.72(13) yes C37 . N7 . C58 . 127.92(13) yes N8 . N7 . C58 . 112.85(12) yes N7 . N8 . C56 . 104.77(13) yes N8 . C56 . C57 . 110.75(14) yes N8 . C56 . C59 . 117.49(15) yes C57 . C56 . C59 . 131.68(15) yes C56 . C57 . C58 . 105.94(14) yes C56 . C57 . H571 . 127.030 no C58 . C57 . H571 . 127.030 no N7 . C58 . C57 . 105.67(14) yes N7 . C58 . C66 . 124.32(14) yes C57 . C58 . C66 . 129.97(15) yes C56 . C59 . C60 . 119.02(15) yes C56 . C59 . C64 . 123.46(17) yes C60 . C59 . C64 . 117.46(16) yes C59 . C60 . C61 . 122.20(17) yes C59 . C60 . H601 . 118.898 no C61 . C60 . H601 . 118.898 no C60 . C61 . C62 . 119.0(2) yes C60 . C61 . H611 . 120.486 no C62 . C61 . H611 . 120.486 no C61 . C62 . C63 . 120.45(18) yes C61 . C62 . H621 . 119.776 no C63 . C62 . H621 . 119.776 no C62 . C63 . C64 . 120.44(18) yes C62 . C63 . H631 . 119.779 no C64 . C63 . H631 . 119.779 no C59 . C64 . C63 . 120.36(19) yes C59 . C64 . O11 . 116.25(16) yes C63 . C64 . O11 . 123.38(17) yes C64 . O11 . C65 . 117.65(17) yes O11 . C65 . H651 . 109.467 no O11 . C65 . H652 . 109.467 no H651 . C65 . H652 . 109.476 no O11 . C65 . H653 . 109.466 no H651 . C65 . H653 . 109.476 no H652 . C65 . H653 . 109.476 no C58 . C66 . C67 . 120.58(15) yes C58 . C66 . C71 . 120.74(15) yes C67 . C66 . C71 . 118.56(16) yes C66 . C67 . C68 . 121.15(17) yes C66 . C67 . H671 . 119.423 no C68 . C67 . H671 . 119.423 no C67 . C68 . C69 . 119.46(18) yes C67 . C68 . H681 . 120.270 no C69 . C68 . H681 . 120.270 no C68 . C69 . C70 . 120.94(18) yes C68 . C69 . H691 . 119.528 no C70 . C69 . H691 . 119.528 no C69 . C70 . C71 . 119.37(18) yes C69 . C70 . H701 . 120.313 no C71 . C70 . H701 . 120.313 no C66 . C71 . C70 . 120.51(16) yes C66 . C71 . O12 . 115.10(15) yes C70 . C71 . O12 . 124.37(16) yes C71 . O12 . C72 . 117.91(15) yes O12 . C72 . H721 . 109.467 no O12 . C72 . H722 . 109.467 no H721 . C72 . H722 . 109.476 no O12 . C72 . H723 . 109.467 no H721 . C72 . H723 . 109.476 no H722 . C72 . H723 . 109.476 no loop_ _geom_hbond_atom_site_label_d _geom_hbond_atom_site_label_h _geom_hbond_atom_site_label_a _geom_hbond_distance_dh _geom_hbond_distance_ha _geom_hbond_distance_da _geom_hbond_angle_dha _geom_hbond_publ_flag O2 H1 N2 1.11(4) 1.64(4) 2.6515(19) 149(3) yes O8 H2 N6 1.04(3) 1.76(4) 2.711(2) 151(3) yes _chemical_name_common . #============================================================================== data_HL1c _database_code_depnum_ccdc_archive 'CCDC 896641' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 11-01-27 _audit_creation_method CRYSTALS_ver_14.05 _oxford_structure_analysis_title 003mwj11 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 13.9875(1) _cell_length_b 17.3504(2) _cell_length_c 16.4504(2) _cell_angle_alpha 90 _cell_angle_beta 102.2764(6) _cell_angle_gamma 90 _cell_volume 3901.03(7) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,-y+1/2,z+1/2 -x+1/2,y+1/2,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C39 N5 O10 # Dc = 1.19 Fooo = 1552.00 Mu = 0.89 M = 698.46 # Found Formula = C44 H48 N4 O6 # Dc = 1.24 FOOO = 1552.00 Mu = 0.83 M = 728.89 _chemical_formula_sum 'C44 H48 N4 O6' _chemical_formula_moiety 'C44 H48 N4 O6' _chemical_compound_source . _chemical_formula_weight 728.89 _cell_measurement_reflns_used 9075 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.130 _exptl_crystal_size_mid 0.230 _exptl_crystal_size_max 0.380 _exptl_crystal_density_diffrn 1.241 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1552 _exptl_absorpt_coefficient_mu 0.083 # Sheldrick geometric approximatio 0.98 0.99 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.98 _exptl_absorpt_correction_T_max 0.99 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 63778 _reflns_number_total 8830 _diffrn_reflns_av_R_equivalents 0.035 # Number of reflections with Friedels Law is 8830 # Theoretical number of reflections is about 8908 _diffrn_reflns_theta_min 5.169 _diffrn_reflns_theta_max 27.440 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.891 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _reflns_limit_h_min -18 _reflns_limit_h_max 17 _reflns_limit_k_min 0 _reflns_limit_k_max 22 _reflns_limit_l_min 0 _reflns_limit_l_max 21 _oxford_diffrn_Wilson_B_factor 2.65 _oxford_diffrn_Wilson_scale 10.11 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.36 _refine_diff_density_max 0.37 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 8826 _refine_ls_number_restraints 0 _refine_ls_number_parameters 488 _oxford_refine_ls_R_factor_ref 0.0774 _refine_ls_wR_factor_ref 0.1044 _refine_ls_goodness_of_fit_ref 0.9270 _refine_ls_shift/su_max 0.0004727 # The values computed from all data _oxford_reflns_number_all 8826 _refine_ls_R_factor_all 0.0774 _refine_ls_wR_factor_all 0.1044 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 6318 _refine_ls_R_factor_gt 0.0480 _refine_ls_wR_factor_gt 0.0949 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 1.93P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens O1 O 0.39670(7) 0.52182(6) 0.09718(6) 0.0302 1.0000 Uani . . . . . . . C2 C 0.41182(10) 0.57234(8) 0.16270(9) 0.0256 1.0000 Uani . . . . . . . C3 C 0.47536(10) 0.54588(8) 0.23558(9) 0.0245 1.0000 Uani . . . . . . . C4 C 0.49215(10) 0.59299(9) 0.30587(9) 0.0293 1.0000 Uani . . . . . . . C5 C 0.44907(11) 0.66479(9) 0.30472(10) 0.0345 1.0000 Uani . . . . . . . C6 C 0.38794(11) 0.69037(9) 0.23263(10) 0.0339 1.0000 Uani . . . . . . . C7 C 0.36925(11) 0.64478(9) 0.16163(10) 0.0304 1.0000 Uani . . . . . . . C8 C 0.52990(10) 0.47256(8) 0.23893(8) 0.0239 1.0000 Uani . . . . . . . N9 N 0.48888(8) 0.40205(7) 0.21811(7) 0.0245 1.0000 Uani . . . . . . . N10 N 0.55675(8) 0.34456(7) 0.23216(7) 0.0265 1.0000 Uani . . . . . . . C11 C 0.64250(10) 0.37922(9) 0.26090(8) 0.0264 1.0000 Uani . . . . . . . C12 C 0.62875(10) 0.45960(9) 0.26549(9) 0.0271 1.0000 Uani . . . . . . . C13 C 0.72981(11) 0.33000(9) 0.28711(9) 0.0304 1.0000 Uani . . . . . . . C14 C 0.71667(12) 0.25455(10) 0.31129(10) 0.0391 1.0000 Uani . . . . . . . C15 C 0.79527(14) 0.20558(11) 0.33775(12) 0.0494 1.0000 Uani . . . . . . . C16 C 0.88869(14) 0.23197(12) 0.33956(12) 0.0508 1.0000 Uani . . . . . . . C17 C 0.90447(12) 0.30668(11) 0.31643(11) 0.0447 1.0000 Uani . . . . . . . C18 C 0.82504(11) 0.35625(10) 0.29078(9) 0.0347 1.0000 Uani . . . . . . . O19 O 0.83369(8) 0.43071(7) 0.26539(7) 0.0416 1.0000 Uani . . . . . . . C20 C 0.92729(12) 0.46981(11) 0.28598(11) 0.0441 1.0000 Uani . . . . . . . C21 C 0.91175(14) 0.54334(13) 0.23726(14) 0.0575 1.0000 Uani . . . . . . . C22 C 0.95715(15) 0.48306(13) 0.37898(13) 0.0581 1.0000 Uani . . . . . . . C23 C 0.38579(10) 0.38125(8) 0.20189(8) 0.0242 1.0000 Uani . . . . . . . N24 N 0.35433(8) 0.36478(7) 0.27866(7) 0.0247 1.0000 Uani . . . . . . . N25 N 0.39456(9) 0.30369(7) 0.32537(7) 0.0264 1.0000 Uani . . . . . . . C26 C 0.35627(10) 0.30631(8) 0.39310(8) 0.0251 1.0000 Uani . . . . . . . C27 C 0.29109(11) 0.36887(8) 0.38867(9) 0.0286 1.0000 Uani . . . . . . . C28 C 0.29122(10) 0.40589(8) 0.31531(8) 0.0244 1.0000 Uani . . . . . . . C29 C 0.23789(10) 0.47434(8) 0.27684(9) 0.0249 1.0000 Uani . . . . . . . C30 C 0.18345(10) 0.47304(9) 0.19517(9) 0.0284 1.0000 Uani . . . . . . . C31 C 0.13544(11) 0.53825(9) 0.15905(9) 0.0319 1.0000 Uani . . . . . . . C32 C 0.14000(11) 0.60499(9) 0.20522(10) 0.0323 1.0000 Uani . . . . . . . C33 C 0.19204(11) 0.60783(9) 0.28677(9) 0.0306 1.0000 Uani . . . . . . . C34 C 0.24185(10) 0.54294(8) 0.32299(9) 0.0273 1.0000 Uani . . . . . . . O35 O 0.29791(8) 0.54004(6) 0.40149(6) 0.0362 1.0000 Uani . . . . . . . C36 C 0.30497(12) 0.60664(9) 0.45558(9) 0.0361 1.0000 Uani . . . . . . . C37 C 0.39665(14) 0.59266(11) 0.52123(11) 0.0485 1.0000 Uani . . . . . . . C38 C 0.21467(14) 0.61291(12) 0.49128(11) 0.0505 1.0000 Uani . . . . . . . C39 C 0.38952(10) 0.24968(8) 0.46018(8) 0.0259 1.0000 Uani . . . . . . . C40 C 0.48175(11) 0.21582(9) 0.46887(9) 0.0312 1.0000 Uani . . . . . . . C41 C 0.51622(12) 0.16287(9) 0.53125(10) 0.0367 1.0000 Uani . . . . . . . C42 C 0.45817(12) 0.14277(10) 0.58609(10) 0.0396 1.0000 Uani . . . . . . . C43 C 0.36653(12) 0.17523(9) 0.57915(10) 0.0359 1.0000 Uani . . . . . . . C44 C 0.33204(10) 0.22855(8) 0.51660(9) 0.0282 1.0000 Uani . . . . . . . O45 O 0.23897(7) 0.25886(6) 0.50318(6) 0.0323 1.0000 Uani . . . . . . . C46 C 0.20067(11) 0.28400(10) 0.57398(9) 0.0343 1.0000 Uani . . . . . . . C47 C 0.26555(13) 0.34519(12) 0.62169(11) 0.0483 1.0000 Uani . . . . . . . C48 C 0.09892(12) 0.31317(11) 0.53717(12) 0.0435 1.0000 Uani . . . . . . . C49 C 0.35803(11) 0.31189(9) 0.14293(9) 0.0295 1.0000 Uani . . . . . . . O50 O 0.27407(8) 0.30404(7) 0.10779(7) 0.0436 1.0000 Uani . . . . . . . O51 O 0.42682(8) 0.26267(6) 0.13487(7) 0.0404 1.0000 Uani . . . . . . . C52 C 0.34000(12) 0.54608(10) 0.01695(9) 0.0371 1.0000 Uani . . . . . . . C53 C 0.40362(15) 0.59230(11) -0.02817(11) 0.0504 1.0000 Uani . . . . . . . C54 C 0.30375(17) 0.47241(12) -0.02805(12) 0.0619 1.0000 Uani . . . . . . . H41 H 0.5351 0.5740 0.3560 0.0342 1.0000 Uiso R . . . . . . H51 H 0.4616 0.6962 0.3533 0.0413 1.0000 Uiso R . . . . . . H61 H 0.3574 0.7402 0.2320 0.0400 1.0000 Uiso R . . . . . . H71 H 0.3274 0.6631 0.1118 0.0367 1.0000 Uiso R . . . . . . H121 H 0.6763 0.4978 0.2820 0.0327 1.0000 Uiso R . . . . . . H141 H 0.6515 0.2362 0.3111 0.0469 1.0000 Uiso R . . . . . . H151 H 0.7841 0.1547 0.3551 0.0588 1.0000 Uiso R . . . . . . H161 H 0.9434 0.1981 0.3560 0.0621 1.0000 Uiso R . . . . . . H171 H 0.9689 0.3258 0.3178 0.0525 1.0000 Uiso R . . . . . . H201 H 0.9766 0.4367 0.2674 0.0516 1.0000 Uiso R . . . . . . H212 H 0.9705 0.5765 0.2516 0.0846 1.0000 Uiso R . . . . . . H211 H 0.8558 0.5724 0.2497 0.0844 1.0000 Uiso R . . . . . . H213 H 0.8981 0.5327 0.1769 0.0840 1.0000 Uiso R . . . . . . H222 H 1.0209 0.5076 0.3921 0.0875 1.0000 Uiso R . . . . . . H221 H 0.9090 0.5181 0.3967 0.0864 1.0000 Uiso R . . . . . . H223 H 0.9598 0.4330 0.4096 0.0862 1.0000 Uiso R . . . . . . H231 H 0.3488 0.4252 0.1750 0.0266 1.0000 Uiso R . . . . . . H271 H 0.2541 0.3832 0.4284 0.0334 1.0000 Uiso R . . . . . . H301 H 0.1800 0.4259 0.1646 0.0336 1.0000 Uiso R . . . . . . H311 H 0.0988 0.5370 0.1027 0.0378 1.0000 Uiso R . . . . . . H321 H 0.1077 0.6500 0.1814 0.0386 1.0000 Uiso R . . . . . . H331 H 0.1944 0.6541 0.3171 0.0370 1.0000 Uiso R . . . . . . H361 H 0.3123 0.6539 0.4236 0.0413 1.0000 Uiso R . . . . . . H371 H 0.4066 0.6345 0.5620 0.0721 1.0000 Uiso R . . . . . . H373 H 0.4546 0.5906 0.4956 0.0715 1.0000 Uiso R . . . . . . H372 H 0.3895 0.5429 0.5496 0.0708 1.0000 Uiso R . . . . . . H381 H 0.2181 0.6582 0.5266 0.0756 1.0000 Uiso R . . . . . . H383 H 0.2104 0.5659 0.5239 0.0751 1.0000 Uiso R . . . . . . H382 H 0.1567 0.6163 0.4460 0.0743 1.0000 Uiso R . . . . . . H401 H 0.5212 0.2304 0.4303 0.0363 1.0000 Uiso R . . . . . . H411 H 0.5797 0.1410 0.5363 0.0442 1.0000 Uiso R . . . . . . H421 H 0.4812 0.1053 0.6294 0.0470 1.0000 Uiso R . . . . . . H431 H 0.3259 0.1615 0.6161 0.0426 1.0000 Uiso R . . . . . . H461 H 0.1978 0.2379 0.6102 0.0402 1.0000 Uiso R . . . . . . H472 H 0.2371 0.3631 0.6683 0.0720 1.0000 Uiso R . . . . . . H471 H 0.3330 0.3261 0.6433 0.0709 1.0000 Uiso R . . . . . . H473 H 0.2682 0.3899 0.5852 0.0716 1.0000 Uiso R . . . . . . H482 H 0.0686 0.3295 0.5823 0.0642 1.0000 Uiso R . . . . . . H481 H 0.1026 0.3582 0.5004 0.0645 1.0000 Uiso R . . . . . . H483 H 0.0604 0.2727 0.5055 0.0646 1.0000 Uiso R . . . . . . H521 H 0.2839 0.5769 0.0260 0.0431 1.0000 Uiso R . . . . . . H531 H 0.3616 0.6082 -0.0828 0.0752 1.0000 Uiso R . . . . . . H533 H 0.4301 0.6394 0.0048 0.0759 1.0000 Uiso R . . . . . . H532 H 0.4587 0.5592 -0.0375 0.0751 1.0000 Uiso R . . . . . . H541 H 0.2655 0.4863 -0.0835 0.0922 1.0000 Uiso R . . . . . . H543 H 0.3597 0.4394 -0.0334 0.0920 1.0000 Uiso R . . . . . . H542 H 0.2626 0.4453 0.0023 0.0925 1.0000 Uiso R . . . . . . H511 H 0.4820 0.2779 0.1693 0.0611 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0393(6) 0.0260(5) 0.0227(5) 0.0008(4) 0.0009(4) 0.0019(5) C2 0.0262(7) 0.0253(7) 0.0257(7) 0.0002(6) 0.0066(6) -0.0031(6) C3 0.0228(7) 0.0240(7) 0.0271(7) 0.0004(6) 0.0063(5) -0.0028(6) C4 0.0285(7) 0.0293(8) 0.0293(7) -0.0024(6) 0.0042(6) -0.0039(6) C5 0.0359(8) 0.0309(8) 0.0372(9) -0.0086(7) 0.0086(7) -0.0040(7) C6 0.0359(8) 0.0229(8) 0.0442(9) -0.0014(7) 0.0115(7) 0.0009(6) C7 0.0288(7) 0.0271(8) 0.0349(8) 0.0050(6) 0.0060(6) 0.0007(6) C8 0.0266(7) 0.0262(7) 0.0189(6) 0.0008(6) 0.0047(5) -0.0006(6) N9 0.0249(6) 0.0225(6) 0.0262(6) 0.0018(5) 0.0058(5) 0.0019(5) N10 0.0286(6) 0.0258(6) 0.0254(6) 0.0028(5) 0.0067(5) 0.0063(5) C11 0.0284(7) 0.0322(8) 0.0186(6) 0.0006(6) 0.0048(5) 0.0026(6) C12 0.0266(7) 0.0294(8) 0.0244(7) -0.0023(6) 0.0033(6) -0.0008(6) C13 0.0321(8) 0.0356(9) 0.0221(7) -0.0037(6) 0.0028(6) 0.0073(7) C14 0.0401(9) 0.0376(9) 0.0358(9) 0.0014(7) -0.0003(7) 0.0095(7) C15 0.0525(11) 0.0414(11) 0.0490(11) 0.0013(9) -0.0012(9) 0.0147(9) C16 0.0465(11) 0.0519(12) 0.0478(11) -0.0054(9) -0.0040(8) 0.0232(9) C17 0.0324(9) 0.0576(12) 0.0407(9) -0.0096(9) 0.0004(7) 0.0131(8) C18 0.0342(8) 0.0409(9) 0.0281(8) -0.0038(7) 0.0043(6) 0.0091(7) O19 0.0252(6) 0.0475(7) 0.0507(7) 0.0008(6) 0.0049(5) 0.0020(5) C20 0.0255(8) 0.0583(12) 0.0494(10) -0.0076(9) 0.0096(7) -0.0009(8) C21 0.0380(10) 0.0693(14) 0.0682(13) 0.0051(11) 0.0180(9) -0.0082(10) C22 0.0522(11) 0.0629(13) 0.0560(12) -0.0119(10) 0.0043(9) -0.0069(10) C23 0.0246(7) 0.0241(7) 0.0237(7) 0.0005(6) 0.0047(5) -0.0012(6) N24 0.0287(6) 0.0201(6) 0.0260(6) 0.0037(5) 0.0070(5) 0.0026(5) N25 0.0307(6) 0.0207(6) 0.0278(6) 0.0043(5) 0.0062(5) 0.0021(5) C26 0.0293(7) 0.0230(7) 0.0227(7) -0.0002(6) 0.0045(6) -0.0018(6) C27 0.0351(8) 0.0263(8) 0.0260(7) 0.0005(6) 0.0097(6) 0.0037(6) C28 0.0267(7) 0.0209(7) 0.0254(7) -0.0013(6) 0.0052(6) 0.0004(6) C29 0.0249(7) 0.0239(7) 0.0266(7) 0.0024(6) 0.0072(6) 0.0013(6) C30 0.0265(7) 0.0283(8) 0.0295(7) -0.0020(6) 0.0040(6) 0.0008(6) C31 0.0269(7) 0.0373(9) 0.0297(8) 0.0042(7) 0.0021(6) 0.0033(7) C32 0.0307(8) 0.0295(8) 0.0374(8) 0.0087(7) 0.0087(6) 0.0066(6) C33 0.0366(8) 0.0231(7) 0.0337(8) 0.0009(6) 0.0112(6) 0.0036(6) C34 0.0301(7) 0.0278(8) 0.0249(7) 0.0016(6) 0.0079(6) 0.0013(6) O35 0.0543(7) 0.0277(6) 0.0237(5) -0.0034(4) 0.0018(5) 0.0067(5) C36 0.0549(10) 0.0260(8) 0.0278(8) -0.0044(6) 0.0100(7) -0.0027(7) C37 0.0640(12) 0.0459(11) 0.0326(9) -0.0044(8) 0.0038(8) -0.0076(9) C38 0.0653(12) 0.0522(12) 0.0385(10) -0.0064(9) 0.0212(9) 0.0018(10) C39 0.0314(8) 0.0229(7) 0.0219(7) -0.0005(6) 0.0023(6) -0.0013(6) C40 0.0333(8) 0.0302(8) 0.0289(8) 0.0014(6) 0.0036(6) 0.0002(6) C41 0.0359(8) 0.0363(9) 0.0343(8) 0.0045(7) -0.0005(7) 0.0058(7) C42 0.0444(9) 0.0380(9) 0.0322(8) 0.0110(7) -0.0011(7) 0.0018(8) C43 0.0394(9) 0.0384(9) 0.0284(8) 0.0078(7) 0.0040(7) -0.0057(7) C44 0.0297(7) 0.0281(8) 0.0247(7) -0.0002(6) 0.0008(6) -0.0025(6) O45 0.0303(5) 0.0408(6) 0.0252(5) 0.0033(5) 0.0043(4) -0.0001(5) C46 0.0369(8) 0.0397(9) 0.0280(8) 0.0010(7) 0.0107(6) -0.0050(7) C47 0.0465(10) 0.0560(12) 0.0409(10) -0.0138(9) 0.0062(8) -0.0069(9) C48 0.0358(9) 0.0444(10) 0.0516(10) -0.0033(8) 0.0124(8) -0.0020(8) C49 0.0335(8) 0.0273(8) 0.0291(8) -0.0008(6) 0.0097(6) -0.0018(6) O50 0.0367(7) 0.0411(7) 0.0491(7) -0.0128(6) 0.0003(5) -0.0041(5) O51 0.0382(6) 0.0350(6) 0.0486(7) -0.0146(5) 0.0103(5) -0.0001(5) C52 0.0450(9) 0.0380(9) 0.0241(7) 0.0031(7) -0.0020(7) 0.0080(8) C53 0.0741(13) 0.0448(11) 0.0354(9) 0.0118(8) 0.0186(9) 0.0153(10) C54 0.0743(14) 0.0568(13) 0.0412(11) -0.0083(9) -0.0179(10) -0.0020(11) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.3072(2) loop_ _oxford_twin_element_scale_factors 1.06274(10) 0.00008(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 . C2 . 1.3704(17) yes O1 . C52 . 1.4501(17) yes C2 . C3 . 1.4089(19) yes C2 . C7 . 1.389(2) yes C3 . C4 . 1.394(2) yes C3 . C8 . 1.4784(19) yes C4 . C5 . 1.382(2) yes C4 . H41 . 0.969 no C5 . C6 . 1.380(2) yes C5 . H51 . 0.953 no C6 . C7 . 1.389(2) yes C6 . H61 . 0.963 no C7 . H71 . 0.955 no C8 . N9 . 1.3636(18) yes C8 . C12 . 1.3770(19) yes N9 . N10 . 1.3625(16) yes N9 . C23 . 1.4551(17) yes N10 . C11 . 1.3352(18) yes C11 . C12 . 1.412(2) yes C11 . C13 . 1.477(2) yes C12 . H121 . 0.938 no C13 . C14 . 1.392(2) yes C13 . C18 . 1.397(2) yes C14 . C15 . 1.384(2) yes C14 . H141 . 0.965 no C15 . C16 . 1.379(3) yes C15 . H151 . 0.950 no C16 . C17 . 1.382(3) yes C16 . H161 . 0.957 no C17 . C18 . 1.397(2) yes C17 . H171 . 0.957 no C18 . O19 . 1.371(2) yes O19 . C20 . 1.4493(19) yes C20 . C21 . 1.498(3) yes C20 . C22 . 1.515(3) yes C20 . H201 . 0.994 no C21 . H212 . 0.990 no C21 . H211 . 0.987 no C21 . H213 . 0.988 no C22 . H222 . 0.970 no C22 . H221 . 0.996 no C22 . H223 . 1.000 no C23 . N24 . 1.4513(17) yes C23 . C49 . 1.543(2) yes C23 . H231 . 0.973 no N24 . N25 . 1.3590(16) yes N24 . C28 . 1.3704(17) yes N25 . C26 . 1.3357(18) yes C26 . C27 . 1.410(2) yes C26 . C39 . 1.4769(19) yes C27 . C28 . 1.3675(19) yes C27 . H271 . 0.949 no C28 . C29 . 1.4720(19) yes C29 . C30 . 1.396(2) yes C29 . C34 . 1.407(2) yes C30 . C31 . 1.384(2) yes C30 . H301 . 0.956 no C31 . C32 . 1.379(2) yes C31 . H311 . 0.959 no C32 . C33 . 1.385(2) yes C32 . H321 . 0.945 no C33 . C34 . 1.390(2) yes C33 . H331 . 0.942 no C34 . O35 . 1.3618(17) yes O35 . C36 . 1.4488(18) yes C36 . C37 . 1.510(2) yes C36 . C38 . 1.506(2) yes C36 . H361 . 0.992 no C37 . H371 . 0.977 no C37 . H373 . 0.991 no C37 . H372 . 0.997 no C38 . H381 . 0.972 no C38 . H383 . 0.985 no C38 . H382 . 0.980 no C39 . C40 . 1.397(2) yes C39 . C44 . 1.400(2) yes C40 . C41 . 1.385(2) yes C40 . H401 . 0.959 no C41 . C42 . 1.381(2) yes C41 . H411 . 0.953 no C42 . C43 . 1.382(2) yes C42 . H421 . 0.967 no C43 . C44 . 1.392(2) yes C43 . H431 . 0.947 no C44 . O45 . 1.3777(17) yes O45 . C46 . 1.4488(18) yes C46 . C47 . 1.505(2) yes C46 . C48 . 1.511(2) yes C46 . H461 . 1.003 no C47 . H472 . 0.987 no C47 . H471 . 0.992 no C47 . H473 . 0.986 no C48 . H482 . 0.972 no C48 . H481 . 0.996 no C48 . H483 . 0.967 no C49 . O50 . 1.2014(18) yes C49 . O51 . 1.3140(18) yes O51 . H511 . 0.895 no C52 . C53 . 1.506(2) yes C52 . C54 . 1.510(3) yes C52 . H521 . 0.987 no C53 . H531 . 1.002 no C53 . H533 . 1.007 no C53 . H532 . 0.998 no C54 . H541 . 0.985 no C54 . H543 . 0.990 no C54 . H542 . 0.962 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 . O1 . C52 . 119.56(11) yes O1 . C2 . C3 . 115.15(12) yes O1 . C2 . C7 . 125.07(13) yes C3 . C2 . C7 . 119.78(13) yes C2 . C3 . C4 . 118.63(13) yes C2 . C3 . C8 . 122.63(12) yes C4 . C3 . C8 . 118.61(12) yes C3 . C4 . C5 . 121.39(14) yes C3 . C4 . H41 . 118.1 no C5 . C4 . H41 . 120.5 no C4 . C5 . C6 . 119.36(14) yes C4 . C5 . H51 . 120.2 no C6 . C5 . H51 . 120.5 no C5 . C6 . C7 . 120.75(14) yes C5 . C6 . H61 . 119.4 no C7 . C6 . H61 . 119.9 no C2 . C7 . C6 . 120.07(14) yes C2 . C7 . H71 . 119.7 no C6 . C7 . H71 . 120.2 no C3 . C8 . N9 . 125.20(12) yes C3 . C8 . C12 . 128.88(13) yes N9 . C8 . C12 . 105.88(12) yes C8 . N9 . N10 . 111.93(11) yes C8 . N9 . C23 . 128.04(12) yes N10 . N9 . C23 . 118.49(11) yes N9 . N10 . C11 . 105.74(11) yes N10 . C11 . C12 . 109.97(12) yes N10 . C11 . C13 . 117.88(13) yes C12 . C11 . C13 . 131.98(13) yes C11 . C12 . C8 . 106.46(13) yes C11 . C12 . H121 . 128.2 no C8 . C12 . H121 . 125.4 no C11 . C13 . C14 . 118.42(14) yes C11 . C13 . C18 . 123.07(14) yes C14 . C13 . C18 . 118.49(14) yes C13 . C14 . C15 . 121.53(17) yes C13 . C14 . H141 . 119.4 no C15 . C14 . H141 . 119.0 no C14 . C15 . C16 . 119.24(18) yes C14 . C15 . H151 . 119.6 no C16 . C15 . H151 . 121.1 no C15 . C16 . C17 . 120.77(16) yes C15 . C16 . H161 . 119.9 no C17 . C16 . H161 . 119.3 no C16 . C17 . C18 . 119.82(17) yes C16 . C17 . H171 . 121.6 no C18 . C17 . H171 . 118.6 no C17 . C18 . C13 . 120.13(16) yes C17 . C18 . O19 . 123.78(15) yes C13 . C18 . O19 . 116.05(13) yes C18 . O19 . C20 . 120.24(13) yes O19 . C20 . C21 . 104.63(14) yes O19 . C20 . C22 . 110.39(14) yes C21 . C20 . C22 . 112.86(17) yes O19 . C20 . H201 . 108.0 no C21 . C20 . H201 . 111.1 no C22 . C20 . H201 . 109.7 no C20 . C21 . H212 . 110.4 no C20 . C21 . H211 . 110.8 no H212 . C21 . H211 . 108.0 no C20 . C21 . H213 . 110.8 no H212 . C21 . H213 . 108.8 no H211 . C21 . H213 . 108.1 no C20 . C22 . H222 . 109.5 no C20 . C22 . H221 . 109.2 no H222 . C22 . H221 . 108.3 no C20 . C22 . H223 . 110.4 no H222 . C22 . H223 . 109.6 no H221 . C22 . H223 . 109.7 no N9 . C23 . N24 . 111.18(11) yes N9 . C23 . C49 . 114.58(11) yes N24 . C23 . C49 . 108.13(11) yes N9 . C23 . H231 . 107.5 no N24 . C23 . H231 . 108.6 no C49 . C23 . H231 . 106.7 no C23 . N24 . N25 . 118.68(11) yes C23 . N24 . C28 . 128.55(12) yes N25 . N24 . C28 . 112.66(11) yes N24 . N25 . C26 . 104.71(11) yes N25 . C26 . C27 . 110.66(12) yes N25 . C26 . C39 . 118.83(12) yes C27 . C26 . C39 . 130.43(13) yes C26 . C27 . C28 . 106.56(12) yes C26 . C27 . H271 . 127.4 no C28 . C27 . H271 . 126.0 no N24 . C28 . C27 . 105.41(12) yes N24 . C28 . C29 . 123.08(12) yes C27 . C28 . C29 . 131.51(13) yes C28 . C29 . C30 . 121.56(13) yes C28 . C29 . C34 . 119.51(12) yes C30 . C29 . C34 . 118.93(13) yes C29 . C30 . C31 . 121.04(14) yes C29 . C30 . H301 . 118.4 no C31 . C30 . H301 . 120.5 no C30 . C31 . C32 . 119.26(14) yes C30 . C31 . H311 . 120.5 no C32 . C31 . H311 . 120.2 no C31 . C32 . C33 . 121.13(14) yes C31 . C32 . H321 . 120.3 no C33 . C32 . H321 . 118.6 no C32 . C33 . C34 . 119.93(14) yes C32 . C33 . H331 . 119.7 no C34 . C33 . H331 . 120.4 no C29 . C34 . C33 . 119.71(13) yes C29 . C34 . O35 . 115.42(12) yes C33 . C34 . O35 . 124.86(13) yes C34 . O35 . C36 . 120.21(12) yes O35 . C36 . C37 . 104.35(13) yes O35 . C36 . C38 . 110.11(14) yes C37 . C36 . C38 . 112.82(14) yes O35 . C36 . H361 . 109.5 no C37 . C36 . H361 . 110.1 no C38 . C36 . H361 . 109.7 no C36 . C37 . H371 . 110.3 no C36 . C37 . H373 . 110.4 no H371 . C37 . H373 . 108.0 no C36 . C37 . H372 . 108.6 no H371 . C37 . H372 . 109.6 no H373 . C37 . H372 . 109.9 no C36 . C38 . H381 . 110.7 no C36 . C38 . H383 . 107.8 no H381 . C38 . H383 . 110.1 no C36 . C38 . H382 . 109.6 no H381 . C38 . H382 . 109.5 no H383 . C38 . H382 . 109.1 no C26 . C39 . C40 . 119.57(13) yes C26 . C39 . C44 . 122.38(13) yes C40 . C39 . C44 . 118.05(13) yes C39 . C40 . C41 . 121.54(14) yes C39 . C40 . H401 . 118.0 no C41 . C40 . H401 . 120.4 no C40 . C41 . C42 . 119.41(15) yes C40 . C41 . H411 . 120.0 no C42 . C41 . H411 . 120.6 no C41 . C42 . C43 . 120.46(15) yes C41 . C42 . H421 . 120.0 no C43 . C42 . H421 . 119.5 no C42 . C43 . C44 . 120.09(14) yes C42 . C43 . H431 . 121.1 no C44 . C43 . H431 . 118.8 no C39 . C44 . C43 . 120.45(14) yes C39 . C44 . O45 . 116.76(12) yes C43 . C44 . O45 . 122.64(13) yes C44 . O45 . C46 . 118.98(11) yes O45 . C46 . C47 . 110.28(13) yes O45 . C46 . C48 . 104.86(12) yes C47 . C46 . C48 . 112.65(15) yes O45 . C46 . H461 . 107.8 no C47 . C46 . H461 . 110.4 no C48 . C46 . H461 . 110.6 no C46 . C47 . H472 . 109.2 no C46 . C47 . H471 . 111.9 no H472 . C47 . H471 . 109.7 no C46 . C47 . H473 . 109.5 no H472 . C47 . H473 . 107.4 no H471 . C47 . H473 . 109.0 no C46 . C48 . H482 . 108.5 no C46 . C48 . H481 . 109.9 no H482 . C48 . H481 . 108.9 no C46 . C48 . H483 . 110.0 no H482 . C48 . H483 . 109.8 no H481 . C48 . H483 . 109.7 no C23 . C49 . O50 . 118.72(13) yes C23 . C49 . O51 . 118.60(13) yes O50 . C49 . O51 . 122.66(14) yes C49 . O51 . H511 . 107.2 no O1 . C52 . C53 . 109.70(14) yes O1 . C52 . C54 . 105.20(13) yes C53 . C52 . C54 . 112.42(16) yes O1 . C52 . H521 . 108.5 no C53 . C52 . H521 . 111.0 no C54 . C52 . H521 . 109.8 no C52 . C53 . H531 . 107.0 no C52 . C53 . H533 . 110.8 no H531 . C53 . H533 . 109.8 no C52 . C53 . H532 . 109.0 no H531 . C53 . H532 . 110.2 no H533 . C53 . H532 . 109.9 no C52 . C54 . H541 . 107.8 no C52 . C54 . H543 . 110.2 no H541 . C54 . H543 . 110.1 no C52 . C54 . H542 . 109.6 no H541 . C54 . H542 . 109.5 no H543 . C54 . H542 . 109.6 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C7 . H71 . O45 4_555 157 0.96 2.54 3.437(2) yes C23 . H231 . O1 . 129 0.97 2.29 3.008(2) yes C23 . H231 . C30 . 127 0.97 2.54 3.229(2) yes O51 . H511 . N10 . 154 0.89 1.74 2.578(2) yes _chemical_name_common . #============================================================================== data_4b _database_code_depnum_ccdc_archive 'CCDC 896642' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _oxford_structure_analysis_title arc1342 #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point 'not measured' _exptl_crystal_thermal_history ; The material was crystallised at ambient temperature. A suitable crystal was cooled rapidly to 150K for single-crystal X-ray diffraction analysis. ; _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref #============================================================= _cell_length_a 11.2058(2) _cell_angle_alpha 68.4885(9) _cell_length_b 11.4803(2) _cell_angle_beta 76.8457(8) _cell_length_c 12.5044(2) _cell_angle_gamma 78.7278(8) _cell_volume 1446.14(4) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 2 _chemical_formula_sum ' C35 H32 N4 O4 ' _chemical_formula_moiety ' C35 H32 N4 O4 ' _chemical_compound_source ; synthesis as described ; _chemical_formula_weight 572.66 _cell_measurement_reflns_used 20353 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' block ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_max 0.26 _exptl_crystal_density_diffrn 1.315 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 0.087 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.97 _exptl_absorpt_correction_T_max 0.98 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 20353 _reflns_number_total 6563 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_theta_min 5.175 _diffrn_reflns_theta_max 27.465 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.465 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -13 _reflns_limit_h_max 14 _reflns_limit_k_min -13 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 16 _refine_diff_density_min -0.26 _refine_diff_density_max 0.23 _refine_ls_number_reflns 4266 _refine_ls_number_restraints 0 _refine_ls_number_parameters 388 #_refine_ls_R_factor_ref 0.0384 _refine_ls_wR_factor_ref 0.0429 _refine_ls_goodness_of_fit_ref 1.1164 #_reflns_number_all 6563 _refine_ls_R_factor_all 0.0687 _refine_ls_wR_factor_all 0.0723 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 4266 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_gt 0.0429 _refine_ls_shift/su_max 0.002111 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.516 0.177 0.216 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type C1 C 0.59925(13) 0.39479(13) 0.12326(12) 0.0191 1.0000 Uani N1 N 0.49098(11) 0.36286(11) 0.09962(10) 0.0187 1.0000 Uani N2 N 0.37894(11) 0.41551(11) 0.14133(11) 0.0196 1.0000 Uani C2 C 0.29678(13) 0.35471(14) 0.12658(12) 0.0197 1.0000 Uani C3 C 0.35698(14) 0.26216(14) 0.07626(13) 0.0220 1.0000 Uani C4 C 0.48138(14) 0.26880(14) 0.06106(13) 0.0202 1.0000 Uani C5 C 0.16452(13) 0.38944(14) 0.16732(13) 0.0211 1.0000 Uani C6 C 0.13339(14) 0.45594(15) 0.24580(14) 0.0248 1.0000 Uani C7 C 0.01115(16) 0.48894(16) 0.28994(15) 0.0305 1.0000 Uani C8 C -0.08245(15) 0.45492(17) 0.25623(16) 0.0331 1.0000 Uani C9 C -0.05458(15) 0.38941(16) 0.17769(16) 0.0310 1.0000 Uani C10 C 0.06821(14) 0.35664(14) 0.13294(14) 0.0241 1.0000 Uani O1 O 0.10177(10) 0.29080(11) 0.05659(10) 0.0298 1.0000 Uani C11 C 0.00469(16) 0.26578(18) 0.01392(16) 0.0339 1.0000 Uani C12 C 0.59134(14) 0.19717(14) 0.01355(13) 0.0216 1.0000 Uani C13 C 0.67825(14) 0.26068(15) -0.07859(13) 0.0247 1.0000 Uani C14 C 0.78494(16) 0.19518(16) -0.12121(14) 0.0298 1.0000 Uani C15 C 0.80568(15) 0.06508(16) -0.07219(15) 0.0301 1.0000 Uani C16 C 0.71939(16) 0.00030(15) 0.01751(15) 0.0281 1.0000 Uani C17 C 0.61209(14) 0.06577(14) 0.05967(14) 0.0240 1.0000 Uani O2 O 0.52479(11) -0.00329(11) 0.14388(11) 0.0329 1.0000 Uani C18 C 0.51158(17) 0.00294(17) 0.25842(16) 0.0352 1.0000 Uani C19 C 0.71929(14) 0.14076(14) 0.34633(13) 0.0218 1.0000 Uani N3 N 0.63207(11) 0.31012(11) 0.23410(10) 0.0197 1.0000 Uani N4 N 0.71688(11) 0.20782(11) 0.23369(11) 0.0199 1.0000 Uani C20 C 0.63405(15) 0.20014(15) 0.41867(13) 0.0250 1.0000 Uani C21 C 0.57894(14) 0.30800(14) 0.34464(13) 0.0215 1.0000 Uani C22 C 0.80051(14) 0.01944(14) 0.37656(13) 0.0233 1.0000 Uani C23 C 0.84016(15) -0.04192(15) 0.29451(14) 0.0274 1.0000 Uani C24 C 0.91369(16) -0.15806(16) 0.31995(16) 0.0328 1.0000 Uani C25 C 0.94908(16) -0.21355(16) 0.42812(16) 0.0335 1.0000 Uani C26 C 0.91232(16) -0.15479(16) 0.51142(15) 0.0319 1.0000 Uani C27 C 0.83769(15) -0.03875(15) 0.48641(14) 0.0250 1.0000 Uani O3 O 0.79762(11) 0.02574(11) 0.56332(10) 0.0309 1.0000 Uani C28 C 0.83570(17) -0.02843(18) 0.67471(15) 0.0357 1.0000 Uani C29 C 0.48118(14) 0.40362(15) 0.37418(13) 0.0234 1.0000 Uani C30 C 0.37228(15) 0.36462(17) 0.44899(14) 0.0295 1.0000 Uani C31 C 0.28123(16) 0.4519(2) 0.48409(16) 0.0366 1.0000 Uani C32 C 0.29922(17) 0.57694(19) 0.44440(16) 0.0374 1.0000 Uani C33 C 0.40621(17) 0.61804(16) 0.36963(15) 0.0325 1.0000 Uani C34 C 0.49772(15) 0.53114(15) 0.33509(13) 0.0251 1.0000 Uani O4 O 0.60727(11) 0.56161(10) 0.26394(10) 0.0297 1.0000 Uani C35 C 0.63045(18) 0.68985(16) 0.22417(16) 0.0362 1.0000 Uani H11 H 0.5817 0.4830 0.1250 0.0223 1.0000 Uiso H12 H 0.6703 0.3894 0.0596 0.0223 1.0000 Uiso H31 H 0.3174 0.2039 0.0559 0.0268 1.0000 Uiso H61 H 0.2008 0.4803 0.2707 0.0289 1.0000 Uiso H71 H -0.0090 0.5369 0.3456 0.0352 1.0000 Uiso H81 H -0.1706 0.4775 0.2884 0.0369 1.0000 Uiso H91 H -0.1228 0.3657 0.1532 0.0362 1.0000 Uiso H111 H 0.0409 0.2175 -0.0406 0.0433 1.0000 Uiso H112 H -0.0418 0.3474 -0.0284 0.0433 1.0000 Uiso H113 H -0.0528 0.2150 0.0810 0.0433 1.0000 Uiso H131 H 0.6634 0.3546 -0.1143 0.0286 1.0000 Uiso H141 H 0.8464 0.2417 -0.1869 0.0349 1.0000 Uiso H151 H 0.8831 0.0178 -0.1016 0.0369 1.0000 Uiso H161 H 0.7343 -0.0937 0.0520 0.0344 1.0000 Uiso H181 H 0.4467 -0.0498 0.3124 0.0391 1.0000 Uiso H182 H 0.5920 -0.0295 0.2874 0.0391 1.0000 Uiso H183 H 0.4869 0.0925 0.2555 0.0391 1.0000 Uiso H201 H 0.6173 0.1699 0.5059 0.0286 1.0000 Uiso H231 H 0.8152 -0.0016 0.2159 0.0326 1.0000 Uiso H241 H 0.9407 -0.2010 0.2603 0.0394 1.0000 Uiso H251 H 1.0018 -0.2971 0.4466 0.0382 1.0000 Uiso H261 H 0.9392 -0.1954 0.5892 0.0356 1.0000 Uiso H281 H 0.8000 0.0282 0.7218 0.0420 1.0000 Uiso H282 H 0.9279 -0.0385 0.6639 0.0420 1.0000 Uiso H283 H 0.8059 -0.1129 0.7164 0.0420 1.0000 Uiso H301 H 0.3593 0.2737 0.4776 0.0356 1.0000 Uiso H311 H 0.2035 0.4235 0.5377 0.0448 1.0000 Uiso H321 H 0.2341 0.6391 0.4699 0.0465 1.0000 Uiso H331 H 0.4178 0.7094 0.3406 0.0401 1.0000 Uiso H351 H 0.7134 0.6987 0.1732 0.0434 1.0000 Uiso H352 H 0.6288 0.7156 0.2928 0.0434 1.0000 Uiso H353 H 0.5654 0.7451 0.1787 0.0434 1.0000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0180(7) 0.0196(7) 0.0183(7) -0.0043(5) -0.0041(5) -0.0020(5) N1 0.0176(6) 0.0188(6) 0.0193(6) -0.0070(5) -0.0031(5) 0.0002(5) N2 0.0158(6) 0.0210(6) 0.0201(6) -0.0076(5) -0.0016(5) 0.0015(5) C2 0.0196(7) 0.0204(7) 0.0173(7) -0.0051(6) -0.0026(6) -0.0012(5) C3 0.0201(7) 0.0236(7) 0.0234(7) -0.0101(6) -0.0025(6) -0.0022(6) C4 0.0207(7) 0.0205(7) 0.0194(7) -0.0081(6) -0.0031(6) -0.0005(6) C5 0.0183(7) 0.0208(7) 0.0203(7) -0.0048(6) -0.0016(6) 0.0003(6) C6 0.0208(7) 0.0269(8) 0.0245(8) -0.0088(6) -0.0011(6) -0.0009(6) C7 0.0268(8) 0.0317(9) 0.0296(9) -0.0129(7) 0.0011(7) 0.0023(7) C8 0.0192(8) 0.0363(9) 0.0369(9) -0.0117(8) 0.0037(7) 0.0015(7) C9 0.0184(8) 0.0340(9) 0.0382(9) -0.0104(7) -0.0031(7) -0.0033(7) C10 0.0211(7) 0.0233(7) 0.0257(8) -0.0068(6) -0.0033(6) -0.0013(6) O1 0.0208(6) 0.0378(6) 0.0371(7) -0.0199(5) -0.0064(5) -0.0020(5) C11 0.0262(9) 0.0409(10) 0.0410(10) -0.0182(8) -0.0108(8) -0.0039(7) C12 0.0202(7) 0.0246(7) 0.0218(7) -0.0113(6) -0.0034(6) -0.0005(6) C13 0.0244(8) 0.0249(8) 0.0222(7) -0.0086(6) -0.0002(6) -0.0007(6) C14 0.0269(8) 0.0341(9) 0.0262(8) -0.0125(7) 0.0023(7) -0.0021(7) C15 0.0250(8) 0.0359(9) 0.0313(9) -0.0196(7) -0.0020(7) 0.0046(7) C16 0.0310(9) 0.0228(8) 0.0322(9) -0.0132(7) -0.0068(7) 0.0022(6) C17 0.0240(8) 0.0248(8) 0.0256(8) -0.0117(6) -0.0023(6) -0.0042(6) O2 0.0354(7) 0.0268(6) 0.0353(7) -0.0106(5) 0.0029(5) -0.0110(5) C18 0.0315(9) 0.0357(9) 0.0307(9) -0.0041(7) -0.0010(7) -0.0058(7) C19 0.0214(7) 0.0228(7) 0.0206(7) -0.0069(6) -0.0041(6) -0.0017(6) N3 0.0165(6) 0.0219(6) 0.0190(6) -0.0071(5) -0.0022(5) 0.0010(5) N4 0.0171(6) 0.0210(6) 0.0209(6) -0.0077(5) -0.0035(5) 0.0005(5) C20 0.0274(8) 0.0253(8) 0.0188(7) -0.0069(6) -0.0024(6) 0.0018(6) C21 0.0207(7) 0.0251(7) 0.0184(7) -0.0083(6) -0.0014(6) -0.0023(6) C22 0.0207(7) 0.0222(7) 0.0255(8) -0.0071(6) -0.0045(6) -0.0003(6) C23 0.0246(8) 0.0286(8) 0.0282(8) -0.0105(7) -0.0055(7) 0.0013(6) C24 0.0306(9) 0.0286(8) 0.0393(10) -0.0161(7) -0.0044(8) 0.0035(7) C25 0.0301(9) 0.0252(8) 0.0401(10) -0.0084(7) -0.0078(8) 0.0055(7) C26 0.0289(9) 0.0294(8) 0.0308(9) -0.0034(7) -0.0080(7) 0.0012(7) C27 0.0232(8) 0.0249(8) 0.0250(8) -0.0073(6) -0.0038(6) -0.0011(6) O3 0.0367(7) 0.0324(6) 0.0216(6) -0.0080(5) -0.0101(5) 0.0042(5) C28 0.0396(10) 0.0429(10) 0.0224(8) -0.0071(7) -0.0112(7) -0.0015(8) C29 0.0232(7) 0.0279(8) 0.0183(7) -0.0096(6) -0.0041(6) 0.0028(6) C30 0.0247(8) 0.0389(9) 0.0255(8) -0.0144(7) -0.0007(7) -0.0023(7) C31 0.0240(9) 0.0563(12) 0.0317(9) -0.0236(9) 0.0012(7) 0.0001(8) C32 0.0302(9) 0.0499(11) 0.0364(10) -0.0268(9) -0.0072(8) 0.0118(8) C33 0.0363(10) 0.0323(9) 0.0316(9) -0.0169(7) -0.0105(8) 0.0072(7) C34 0.0252(8) 0.0300(8) 0.0212(7) -0.0119(6) -0.0051(6) 0.0024(6) O4 0.0322(6) 0.0241(6) 0.0311(6) -0.0109(5) 0.0015(5) -0.0042(5) C35 0.0485(11) 0.0237(8) 0.0362(10) -0.0087(7) -0.0065(8) -0.0076(8) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 . N1 . 1.4528(18) yes C1 . N3 . 1.4509(18) yes C1 . H11 . 1.000 no C1 . H12 . 1.000 no N1 . N2 . 1.3602(17) yes N1 . C4 . 1.3641(19) yes N2 . C2 . 1.3385(19) yes C2 . C3 . 1.413(2) yes C2 . C5 . 1.480(2) yes C3 . C4 . 1.377(2) yes C3 . H31 . 1.000 no C4 . C12 . 1.475(2) yes C5 . C6 . 1.399(2) yes C5 . C10 . 1.407(2) yes C6 . C7 . 1.390(2) yes C6 . H61 . 1.000 no C7 . C8 . 1.383(3) yes C7 . H71 . 1.000 no C8 . C9 . 1.392(3) yes C8 . H81 . 1.000 no C9 . C10 . 1.396(2) yes C9 . H91 . 1.000 no C10 . O1 . 1.3706(19) yes O1 . C11 . 1.4316(19) yes C11 . H111 . 1.000 no C11 . H112 . 1.000 no C11 . H113 . 1.000 no C12 . C13 . 1.399(2) yes C12 . C17 . 1.396(2) yes C13 . C14 . 1.390(2) yes C13 . H131 . 1.000 no C14 . C15 . 1.385(2) yes C14 . H141 . 1.000 no C15 . C16 . 1.386(2) yes C15 . H151 . 1.000 no C16 . C17 . 1.392(2) yes C16 . H161 . 1.000 no C17 . O2 . 1.3843(19) yes O2 . C18 . 1.433(2) yes C18 . H181 . 1.000 no C18 . H182 . 1.000 no C18 . H183 . 1.000 no C19 . N4 . 1.3384(19) yes C19 . C20 . 1.414(2) yes C19 . C22 . 1.478(2) yes N3 . N4 . 1.3596(17) yes N3 . C21 . 1.3682(19) yes C20 . C21 . 1.376(2) yes C20 . H201 . 1.000 no C21 . C29 . 1.478(2) yes C22 . C23 . 1.395(2) yes C22 . C27 . 1.409(2) yes C23 . C24 . 1.392(2) yes C23 . H231 . 1.000 no C24 . C25 . 1.381(3) yes C24 . H241 . 1.000 no C25 . C26 . 1.386(3) yes C25 . H251 . 1.000 no C26 . C27 . 1.396(2) yes C26 . H261 . 1.000 no C27 . O3 . 1.3676(19) yes O3 . C28 . 1.4284(19) yes C28 . H281 . 1.000 no C28 . H282 . 1.000 no C28 . H283 . 1.000 no C29 . C30 . 1.397(2) yes C29 . C34 . 1.399(2) yes C30 . C31 . 1.398(2) yes C30 . H301 . 1.000 no C31 . C32 . 1.376(3) yes C31 . H311 . 1.000 no C32 . C33 . 1.386(3) yes C32 . H321 . 1.000 no C33 . C34 . 1.396(2) yes C33 . H331 . 1.000 no C34 . O4 . 1.3650(19) yes O4 . C35 . 1.427(2) yes C35 . H351 . 1.000 no C35 . H352 . 1.000 no C35 . H353 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 . C1 . N3 . 111.83(12) yes N1 . C1 . H11 . 108.880 no N3 . C1 . H11 . 108.880 no N1 . C1 . H12 . 108.880 no N3 . C1 . H12 . 108.880 no H11 . C1 . H12 . 109.467 no C1 . N1 . N2 . 117.06(12) yes C1 . N1 . C4 . 129.28(12) yes N2 . N1 . C4 . 112.34(12) yes N1 . N2 . C2 . 104.94(11) yes N2 . C2 . C3 . 110.81(13) yes N2 . C2 . C5 . 117.71(13) yes C3 . C2 . C5 . 131.43(14) yes C2 . C3 . C4 . 105.72(13) yes C2 . C3 . H31 . 127.138 no C4 . C3 . H31 . 127.138 no N1 . C4 . C3 . 106.17(13) yes N1 . C4 . C12 . 121.75(13) yes C3 . C4 . C12 . 132.08(14) yes C2 . C5 . C6 . 118.50(13) yes C2 . C5 . C10 . 123.27(14) yes C6 . C5 . C10 . 118.22(14) yes C5 . C6 . C7 . 121.64(15) yes C5 . C6 . H61 . 119.182 no C7 . C6 . H61 . 119.182 no C6 . C7 . C8 . 119.46(15) yes C6 . C7 . H71 . 120.272 no C8 . C7 . H71 . 120.271 no C7 . C8 . C9 . 120.32(15) yes C7 . C8 . H81 . 119.841 no C9 . C8 . H81 . 119.841 no C8 . C9 . C10 . 120.27(15) yes C8 . C9 . H91 . 119.867 no C10 . C9 . H91 . 119.868 no C5 . C10 . C9 . 120.09(15) yes C5 . C10 . O1 . 116.80(13) yes C9 . C10 . O1 . 123.10(14) yes C10 . O1 . C11 . 117.17(13) yes O1 . C11 . H111 . 109.467 no O1 . C11 . H112 . 109.467 no H111 . C11 . H112 . 109.476 no O1 . C11 . H113 . 109.467 no H111 . C11 . H113 . 109.476 no H112 . C11 . H113 . 109.476 no C4 . C12 . C13 . 120.18(13) yes C4 . C12 . C17 . 121.26(14) yes C13 . C12 . C17 . 118.55(14) yes C12 . C13 . C14 . 120.98(15) yes C12 . C13 . H131 . 119.509 no C14 . C13 . H131 . 119.509 no C13 . C14 . C15 . 119.66(15) yes C13 . C14 . H141 . 120.170 no C15 . C14 . H141 . 120.170 no C14 . C15 . C16 . 120.18(15) yes C14 . C15 . H151 . 119.912 no C16 . C15 . H151 . 119.912 no C15 . C16 . C17 . 120.18(15) yes C15 . C16 . H161 . 119.908 no C17 . C16 . H161 . 119.908 no C12 . C17 . C16 . 120.40(15) yes C12 . C17 . O2 . 121.36(14) yes C16 . C17 . O2 . 118.17(14) yes C17 . O2 . C18 . 115.77(13) yes O2 . C18 . H181 . 109.467 no O2 . C18 . H182 . 109.467 no H181 . C18 . H182 . 109.476 no O2 . C18 . H183 . 109.466 no H181 . C18 . H183 . 109.476 no H182 . C18 . H183 . 109.476 no N4 . C19 . C20 . 110.63(13) yes N4 . C19 . C22 . 118.79(14) yes C20 . C19 . C22 . 130.50(14) yes C1 . N3 . N4 . 117.91(11) yes C1 . N3 . C21 . 129.20(12) yes N4 . N3 . C21 . 112.36(12) yes C19 . N4 . N3 . 105.06(12) yes C19 . C20 . C21 . 106.01(13) yes C19 . C20 . H201 . 126.994 no C21 . C20 . H201 . 126.994 no N3 . C21 . C20 . 105.92(13) yes N3 . C21 . C29 . 125.42(13) yes C20 . C21 . C29 . 128.66(14) yes C19 . C22 . C23 . 119.11(14) yes C19 . C22 . C27 . 122.62(14) yes C23 . C22 . C27 . 118.26(14) yes C22 . C23 . C24 . 121.31(15) yes C22 . C23 . H231 . 119.346 no C24 . C23 . H231 . 119.346 no C23 . C24 . C25 . 119.54(16) yes C23 . C24 . H241 . 120.231 no C25 . C24 . H241 . 120.231 no C24 . C25 . C26 . 120.73(15) yes C24 . C25 . H251 . 119.634 no C26 . C25 . H251 . 119.634 no C25 . C26 . C27 . 119.82(15) yes C25 . C26 . H261 . 120.089 no C27 . C26 . H261 . 120.089 no C22 . C27 . C26 . 120.33(15) yes C22 . C27 . O3 . 116.05(13) yes C26 . C27 . O3 . 123.61(14) yes C27 . O3 . C28 . 117.88(13) yes O3 . C28 . H281 . 109.467 no O3 . C28 . H282 . 109.467 no H281 . C28 . H282 . 109.476 no O3 . C28 . H283 . 109.467 no H281 . C28 . H283 . 109.476 no H282 . C28 . H283 . 109.476 no C21 . C29 . C30 . 119.12(14) yes C21 . C29 . C34 . 121.78(14) yes C30 . C29 . C34 . 118.98(14) yes C29 . C30 . C31 . 120.45(16) yes C29 . C30 . H301 . 119.777 no C31 . C30 . H301 . 119.777 no C30 . C31 . C32 . 119.65(16) yes C30 . C31 . H311 . 120.175 no C32 . C31 . H311 . 120.175 no C31 . C32 . C33 . 120.97(16) yes C31 . C32 . H321 . 119.513 no C33 . C32 . H321 . 119.514 no C32 . C33 . C34 . 119.56(16) yes C32 . C33 . H331 . 120.220 no C34 . C33 . H331 . 120.220 no C29 . C34 . C33 . 120.39(15) yes C29 . C34 . O4 . 115.57(13) yes C33 . C34 . O4 . 124.04(15) yes C34 . O4 . C35 . 117.91(13) yes O4 . C35 . H351 . 109.467 no O4 . C35 . H352 . 109.467 no H351 . C35 . H352 . 109.476 no O4 . C35 . H353 . 109.467 no H351 . C35 . H353 . 109.476 no H352 . C35 . H353 . 109.476 no #============================================================================== data_12 _database_code_depnum_ccdc_archive 'CCDC 896643' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _oxford_structure_analysis_title arc1390 #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point 'not measured' _exptl_crystal_thermal_history ; The material was crystallised at ambient temperature. A suitable crystal was cooled rapidly to 150K for single-crystal X-ray diffraction analysis. ; _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_special_details ; Geometric restraints were applied to the disordered phenyl group. The C-C bond lengths were restrained to 1.39(2) \%A and the C-C-C angles to 120(2) \%. Similarity restraints were applied to the displacement parameters of directly-bonded atoms. There are close contacts between the disordered atoms C31, C32 and C33. The model proposed for the disorder does not require these sites to be simultaneously occupied ; #============================================================= _cell_length_a 31.0387(4) _cell_angle_alpha 90 _cell_length_b 12.8870(3) _cell_angle_beta 108.5904(10) _cell_length_c 14.3510(2) _cell_angle_gamma 90 _cell_volume 5440.82(17) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'Mn ' 0.3368 0.7283 11.2819 5.3409 7.3573 0.3432 3.0193 17.8674 2.2441 83.7543 1.0896 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C64.56 H47.13 Cl1.13 Mn N8 O4 ' _chemical_formula_moiety ' C64 H46 Mn N8 O4, 0.56(C H2 Cl2) ' _chemical_compound_source ; synthesis as described ; _chemical_formula_weight 1094.03 _cell_measurement_reflns_used 27287 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' fragment ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.24 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_max 0.28 _exptl_crystal_density_diffrn 1.336 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2266.8 _exptl_absorpt_coefficient_mu 0.356 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.91 _exptl_absorpt_correction_T_max 0.92 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 27287 _reflns_number_total 6190 #6456 unqiue reflections including absences _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_theta_min 5.103 _diffrn_reflns_theta_max 27.476 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.476 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _reflns_limit_h_min -40 _reflns_limit_h_max 38 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 18 _refine_diff_density_min -0.46 _refine_diff_density_max 1.15 _refine_ls_number_reflns 4371 _refine_ls_number_restraints 36 _refine_ls_number_parameters 423 #_refine_ls_R_factor_ref 0.0435 _refine_ls_wR_factor_ref 0.0518 _refine_ls_goodness_of_fit_ref 1.0548 #_reflns_number_all 6190 _refine_ls_R_factor_all 0.0657 _refine_ls_wR_factor_all 0.0636 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 4371 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_gt 0.0518 _refine_ls_shift/su_max 0.014615 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.50 0.795 1.12 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_disorder_assembly _atom_site_refinement_disorder_group Mn1 Mn 0.2500 0.2500 0.0000 0.0268 1.0000 Uani S . . . . C1 C 0.34357(5) 0.14960(12) 0.12774(12) 0.0271 1.0000 Uani . . . . . C2 C 0.34696(6) 0.18646(13) 0.02748(13) 0.0303 1.0000 Uani . . . . . O1 O 0.31043(4) 0.22087(9) -0.03373(9) 0.0300 1.0000 Uani . . . . . O2 O 0.38418(5) 0.17936(15) 0.01597(12) 0.0554 1.0000 Uani . . . . . N1 N 0.30926(5) 0.06914(10) 0.11610(11) 0.0269 1.0000 Uani . . . . . N2 N 0.26398(5) 0.08711(10) 0.06960(10) 0.0267 1.0000 Uani . . . . . C3 C 0.24383(6) -0.00608(13) 0.06602(13) 0.0278 1.0000 Uani . . . . . C4 C 0.27618(6) -0.08220(13) 0.11016(13) 0.0304 1.0000 Uani . . . . . C5 C 0.31764(6) -0.03330(13) 0.14046(13) 0.0285 1.0000 Uani . . . . . C6 C 0.19497(6) -0.02570(13) 0.01803(13) 0.0298 1.0000 Uani . . . . . C7 C 0.16174(6) 0.04891(15) 0.01161(15) 0.0354 1.0000 Uani . . . . . C8 C 0.11615(7) 0.02634(18) -0.03582(18) 0.0466 1.0000 Uani . . . . . C9 C 0.10349(7) -0.07136(19) -0.07599(19) 0.0528 1.0000 Uani . . . . . C10 C 0.13618(8) -0.14669(19) -0.06833(18) 0.0508 1.0000 Uani . . . . . C11 C 0.18164(7) -0.12446(15) -0.02211(15) 0.0378 1.0000 Uani . . . . . C12 C 0.36284(6) -0.07872(13) 0.18801(14) 0.0313 1.0000 Uani . . . . . C13 C 0.36957(6) -0.13992(15) 0.27202(14) 0.0358 1.0000 Uani . . . . . C14 C 0.41034(7) -0.19187(16) 0.31318(16) 0.0430 1.0000 Uani . . . . . C15 C 0.44464(7) -0.18247(18) 0.2713(2) 0.0508 1.0000 Uani . . . . . C16 C 0.43877(7) -0.12001(18) 0.1900(2) 0.0515 1.0000 Uani . . . . . C17 C 0.39785(7) -0.06870(15) 0.14741(16) 0.0390 1.0000 Uani . . . . . N3 N 0.33732(5) 0.23770(10) 0.18599(11) 0.0276 1.0000 Uani . . . . . N4 N 0.30140(5) 0.30447(11) 0.14996(11) 0.0272 1.0000 Uani . . . . . C18 C 0.31081(6) 0.38490(13) 0.21303(13) 0.0282 1.0000 Uani . . . . . C19 C 0.35240(6) 0.36953(14) 0.28761(13) 0.0320 1.0000 Uani . . . . . C20 C 0.36914(6) 0.27618(13) 0.26838(13) 0.0309 1.0000 Uani . . . . . C21 C 0.28126(6) 0.47706(13) 0.20088(13) 0.0285 1.0000 Uani . . . . . C22 C 0.23479(7) 0.47227(14) 0.15315(14) 0.0347 1.0000 Uani . . . . . C23 C 0.20786(7) 0.56098(16) 0.14064(15) 0.0400 1.0000 Uani . . . . . C24 C 0.22737(8) 0.65494(14) 0.17916(15) 0.0403 1.0000 Uani . . . . . C25 C 0.27328(8) 0.65956(14) 0.23009(15) 0.0401 1.0000 Uani . . . . . C26 C 0.30044(7) 0.57190(14) 0.23991(14) 0.0348 1.0000 Uani . . . . . C27 C 0.41262(7) 0.22504(16) 0.32116(15) 0.0404 1.0000 Uani D U . . . C28 C 0.41270(14) 0.1181(3) 0.3543(3) 0.0450 0.537(4) Uani D U P 1 1 C29 C 0.45289(18) 0.0717(4) 0.4089(3) 0.0628 0.537(4) Uani D U P 1 1 C30 C 0.4923(3) 0.1293(7) 0.4413(5) 0.0773 0.537(4) Uani D U P 1 1 C31 C 0.49099(16) 0.2331(5) 0.4193(4) 0.0747 0.537(4) Uani D U P 1 1 C32 C 0.45088(15) 0.2807(4) 0.3622(4) 0.0591 0.537(4) Uani D U P 1 1 C38 C 0.42656(17) 0.2009(5) 0.4126(4) 0.0541 0.463(4) Uani D U P 1 -2 C39 C 0.4699(2) 0.1636(7) 0.4598(4) 0.0703 0.463(4) Uani D U P 1 -2 C40 C 0.5011(2) 0.1511(6) 0.4098(5) 0.0519 0.463(4) Uani D U P 1 -2 C41 C 0.48857(15) 0.1754(4) 0.3116(4) 0.0476 0.463(4) Uani D U P 1 -2 C42 C 0.44513(14) 0.2133(4) 0.2635(3) 0.0430 0.463(4) Uani D U P 1 -2 C33 C 0.4845(5) 0.4386(13) 0.4417(13) 0.1036 0.282(3) Uani . . P 1 -2 Cl1 Cl 0.51680(13) 0.4441(3) 0.5675(4) 0.0825 0.282(3) Uani . . P 1 -2 Cl2 Cl 0.46586(17) 0.5486(4) 0.3812(4) 0.0960 0.282(3) Uani . . P 1 -2 H11 H 0.3731 0.1163 0.1654 0.0319 1.0000 Uiso . . . . . H41 H 0.2702 -0.1574 0.1180 0.0363 1.0000 Uiso . . . . . H71 H 0.1707 0.1191 0.0412 0.0424 1.0000 Uiso . . . . . H81 H 0.0925 0.0806 -0.0410 0.0540 1.0000 Uiso . . . . . H91 H 0.0707 -0.0873 -0.1105 0.0599 1.0000 Uiso . . . . . H101 H 0.1269 -0.2174 -0.0963 0.0589 1.0000 Uiso . . . . . H111 H 0.2051 -0.1791 -0.0173 0.0452 1.0000 Uiso . . . . . H131 H 0.3449 -0.1462 0.3025 0.0423 1.0000 Uiso . . . . . H141 H 0.4150 -0.2360 0.3729 0.0488 1.0000 Uiso . . . . . H151 H 0.4738 -0.2211 0.3001 0.0585 1.0000 Uiso . . . . . H161 H 0.4641 -0.1117 0.1617 0.0632 1.0000 Uiso . . . . . H171 H 0.3935 -0.0247 0.0877 0.0474 1.0000 Uiso . . . . . H191 H 0.3670 0.4172 0.3438 0.0375 1.0000 Uiso . . . . . H221 H 0.2204 0.4042 0.1274 0.0422 1.0000 Uiso . . . . . H231 H 0.1746 0.5569 0.1040 0.0479 1.0000 Uiso . . . . . H241 H 0.2083 0.7190 0.1701 0.0501 1.0000 Uiso . . . . . H251 H 0.2871 0.7266 0.2602 0.0490 1.0000 Uiso . . . . . H261 H 0.3338 0.5768 0.2751 0.0414 1.0000 Uiso . . . . . H281 H 0.3836 0.0783 0.3375 0.0514 0.537 Uiso . . . 1 1 H291 H 0.4534 -0.0039 0.4249 0.0700 0.537 Uiso . . . 1 1 H301 H 0.5215 0.0958 0.4805 0.0846 0.537 Uiso . . . 1 1 H311 H 0.5193 0.2755 0.4447 0.0828 0.537 Uiso . . . 1 1 H321 H 0.4504 0.3574 0.3515 0.0652 0.537 Uiso . . . 1 1 H381 H 0.4052 0.2095 0.4516 0.0639 0.463 Uiso . . . 1 -2 H391 H 0.4788 0.1454 0.5311 0.0816 0.463 Uiso . . . 1 -2 H401 H 0.5324 0.1248 0.4449 0.0590 0.463 Uiso . . . 1 -2 H411 H 0.5107 0.1657 0.2746 0.0566 0.463 Uiso . . . 1 -2 H421 H 0.4358 0.2323 0.1923 0.0502 0.463 Uiso . . . 1 -2 H331 H 0.5037 0.4032 0.4071 0.1171 0.282 Uiso . . . 1 -2 H332 H 0.4571 0.3952 0.4364 0.1171 0.282 Uiso . . . 1 -2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.02423(18) 0.02165(17) 0.0331(2) -0.00020(14) 0.00712(13) 0.00159(14) C1 0.0237(7) 0.0215(7) 0.0346(8) -0.0032(6) 0.0071(6) -0.0003(6) C2 0.0281(8) 0.0272(8) 0.0351(9) -0.0025(7) 0.0096(7) -0.0002(6) O1 0.0275(6) 0.0263(6) 0.0347(6) -0.0006(5) 0.0079(5) 0.0010(4) O2 0.0312(7) 0.0906(13) 0.0477(8) 0.0163(8) 0.0174(7) 0.0152(8) N1 0.0241(7) 0.0215(7) 0.0340(7) -0.0006(5) 0.0076(6) 0.0008(5) N2 0.0237(6) 0.0234(7) 0.0317(7) -0.0003(5) 0.0068(6) 0.0000(5) C3 0.0288(8) 0.0242(8) 0.0308(8) -0.0007(6) 0.0101(7) -0.0006(6) C4 0.0320(9) 0.0233(8) 0.0353(9) 0.0020(6) 0.0100(7) 0.0007(6) C5 0.0292(8) 0.0243(8) 0.0320(8) 0.0012(6) 0.0096(7) 0.0034(6) C6 0.0292(8) 0.0293(8) 0.0300(8) 0.0029(6) 0.0083(7) -0.0028(6) C7 0.0305(9) 0.0301(9) 0.0456(10) 0.0053(8) 0.0119(8) -0.0021(7) C8 0.0280(9) 0.0462(12) 0.0608(13) 0.0093(10) 0.0073(9) 0.0005(8) C9 0.0331(10) 0.0528(13) 0.0639(14) -0.0003(11) 0.0034(10) -0.0136(9) C10 0.0452(12) 0.0457(11) 0.0563(13) -0.0101(10) 0.0089(10) -0.0151(9) C11 0.0392(10) 0.0320(9) 0.0418(10) -0.0052(8) 0.0121(8) -0.0068(7) C12 0.0293(8) 0.0245(8) 0.0387(9) 0.0000(7) 0.0088(7) 0.0021(6) C13 0.0332(9) 0.0336(9) 0.0389(9) 0.0036(7) 0.0092(8) 0.0002(7) C14 0.0366(10) 0.0375(10) 0.0479(11) 0.0091(8) 0.0037(9) 0.0007(8) C15 0.0261(9) 0.0446(12) 0.0756(15) 0.0169(11) 0.0076(10) 0.0056(8) C16 0.0326(10) 0.0449(12) 0.0806(16) 0.0176(11) 0.0233(11) 0.0093(9) C17 0.0356(10) 0.0316(9) 0.0515(11) 0.0103(8) 0.0161(9) 0.0063(7) N3 0.0245(6) 0.0230(7) 0.0320(7) -0.0033(5) 0.0043(5) 0.0017(5) N4 0.0255(7) 0.0222(7) 0.0327(7) 0.0007(5) 0.0077(6) 0.0026(5) C18 0.0305(8) 0.0237(8) 0.0319(8) -0.0008(6) 0.0119(7) -0.0015(6) C19 0.0328(9) 0.0283(9) 0.0327(8) -0.0052(7) 0.0074(7) -0.0014(7) C20 0.0289(8) 0.0295(8) 0.0322(8) -0.0036(6) 0.0069(7) -0.0025(6) C21 0.0352(9) 0.0223(8) 0.0303(8) -0.0017(6) 0.0138(7) 0.0004(6) C22 0.0376(10) 0.0287(9) 0.0392(9) -0.0069(7) 0.0142(8) 0.0015(7) C23 0.0379(10) 0.0372(10) 0.0445(10) -0.0025(8) 0.0128(8) 0.0091(8) C24 0.0564(12) 0.0267(9) 0.0420(10) 0.0024(8) 0.0216(9) 0.0106(8) C25 0.0581(12) 0.0208(8) 0.0435(10) -0.0015(7) 0.0193(9) -0.0001(8) C26 0.0407(10) 0.0264(8) 0.0364(9) -0.0027(7) 0.0110(8) -0.0022(7) C27 0.0314(9) 0.0391(10) 0.0423(9) -0.0094(8) 0.0000(8) 0.0034(7) C28 0.050(2) 0.0460(17) 0.0329(18) -0.0005(15) 0.0042(15) 0.0055(16) C29 0.069(3) 0.065(3) 0.041(2) -0.008(2) -0.001(2) 0.027(2) C30 0.052(4) 0.108(4) 0.051(4) -0.023(3) -0.012(3) 0.029(3) C31 0.034(2) 0.104(4) 0.069(3) -0.033(3) -0.008(2) 0.004(2) C32 0.041(2) 0.058(3) 0.065(3) -0.027(2) -0.0033(19) -0.0023(16) C38 0.037(2) 0.079(4) 0.0430(18) 0.002(2) 0.0093(19) 0.018(2) C39 0.044(3) 0.124(6) 0.036(3) 0.016(3) 0.003(2) 0.027(4) C40 0.027(3) 0.070(4) 0.051(3) 0.005(3) 0.000(2) 0.012(2) C41 0.0313(19) 0.058(3) 0.052(2) 0.006(2) 0.0116(18) 0.0057(19) C42 0.0309(19) 0.050(2) 0.045(2) 0.0082(19) 0.0071(15) -0.0006(17) C33 0.069(8) 0.108(11) 0.116(11) -0.042(9) 0.004(7) -0.006(7) Cl1 0.058(2) 0.0695(19) 0.124(3) -0.018(2) 0.035(2) -0.0131(16) Cl2 0.084(3) 0.068(2) 0.130(4) 0.002(2) 0.026(2) -0.003(2) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Mn1 . O1 . 2.1148(12) yes Mn1 . O1 4_555 2.1148(12) yes Mn1 . N2 . 2.3057(14) yes Mn1 . N2 4_555 2.3057(14) yes Mn1 . N4 . 2.3411(14) yes Mn1 . N4 4_555 2.3411(14) yes C1 . C2 . 1.550(2) yes C1 . N1 . 1.457(2) yes C1 . N3 . 1.459(2) yes C1 . H11 . 1.000 no C2 . O1 . 1.272(2) yes C2 . O2 . 1.221(2) yes N1 . N2 . 1.3696(19) yes N1 . C5 . 1.369(2) yes N2 . C3 . 1.347(2) yes C3 . C4 . 1.402(2) yes C3 . C6 . 1.474(2) yes C4 . C5 . 1.373(2) yes C4 . H41 . 1.000 no C5 . C12 . 1.472(2) yes C6 . C7 . 1.391(3) yes C6 . C11 . 1.404(3) yes C7 . C8 . 1.391(3) yes C7 . H71 . 1.000 no C8 . C9 . 1.388(3) yes C8 . H81 . 1.000 no C9 . C10 . 1.383(4) yes C9 . H91 . 1.000 no C10 . C11 . 1.384(3) yes C10 . H101 . 1.000 no C11 . H111 . 1.000 no C12 . C13 . 1.399(3) yes C12 . C17 . 1.393(3) yes C13 . C14 . 1.386(3) yes C13 . H131 . 1.000 no C14 . C15 . 1.384(3) yes C14 . H141 . 1.000 no C15 . C16 . 1.381(3) yes C15 . H151 . 1.000 no C16 . C17 . 1.389(3) yes C16 . H161 . 1.000 no C17 . H171 . 1.000 no N3 . N4 . 1.3723(19) yes N3 . C20 . 1.369(2) yes N4 . C18 . 1.345(2) yes C18 . C19 . 1.404(3) yes C18 . C21 . 1.477(2) yes C19 . C20 . 1.373(2) yes C19 . H191 . 1.000 no C20 . C27 . 1.476(3) yes C21 . C22 . 1.387(3) yes C21 . C26 . 1.396(2) yes C22 . C23 . 1.394(3) yes C22 . H221 . 1.000 no C23 . C24 . 1.387(3) yes C23 . H231 . 1.000 no C24 . C25 . 1.380(3) yes C24 . H241 . 1.000 no C25 . C26 . 1.390(3) yes C25 . H251 . 1.000 no C26 . H261 . 1.000 no C27 . C28 . 1.458(5) yes C27 . C32 . 1.351(5) yes C27 . C38 . 1.282(5) yes C27 . C42 . 1.503(5) yes C28 . C29 . 1.380(6) yes C28 . H281 . 1.000 no C29 . C30 . 1.378(9) yes C29 . H291 . 1.000 no C30 . C31 . 1.372(10) yes C30 . H301 . 1.000 no C31 . C32 . 1.395(7) yes C31 . H311 . 1.000 no C32 . H321 . 1.000 no C38 . C39 . 1.385(7) yes C38 . H381 . 1.000 no C39 . C40 . 1.386(8) yes C39 . H391 . 1.000 no C40 . C41 . 1.373(8) yes C40 . H401 . 1.000 no C41 . C42 . 1.393(6) yes C41 . H411 . 1.000 no C33 . Cl1 . 1.766(17) yes C33 . Cl2 . 1.666(19) yes C33 . H331 . 1.000 no C33 . H332 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 . Mn1 . O1 4_555 179.995 yes O1 . Mn1 . N2 . 83.07(5) yes O1 4_555 Mn1 . N2 . 96.93(5) yes O1 . Mn1 . N2 4_555 96.93(5) yes O1 4_555 Mn1 . N2 4_555 83.07(5) yes N2 . Mn1 . N2 4_555 179.995 yes O1 . Mn1 . N4 . 82.50(5) yes O1 4_555 Mn1 . N4 . 97.50(5) yes N2 . Mn1 . N4 . 84.02(5) yes N2 4_555 Mn1 . N4 . 95.98(5) yes O1 . Mn1 . N4 4_555 97.50(5) yes O1 4_555 Mn1 . N4 4_555 82.50(5) yes N2 . Mn1 . N4 4_555 95.98(5) yes N2 4_555 Mn1 . N4 4_555 84.02(5) yes N4 . Mn1 . N4 4_555 179.995 yes C2 . C1 . N1 . 112.03(13) yes C2 . C1 . N3 . 110.74(13) yes N1 . C1 . N3 . 113.18(13) yes C2 . C1 . H11 . 108.174 no N1 . C1 . H11 . 105.443 no N3 . C1 . H11 . 106.882 no C1 . C2 . O1 . 116.00(14) yes C1 . C2 . O2 . 116.72(16) yes O1 . C2 . O2 . 127.29(17) yes Mn1 . O1 . C2 . 124.33(11) yes C1 . N1 . N2 . 122.30(13) yes C1 . N1 . C5 . 125.76(14) yes N2 . N1 . C5 . 111.67(13) yes Mn1 . N2 . N1 . 112.78(9) yes Mn1 . N2 . C3 . 140.71(12) yes N1 . N2 . C3 . 105.04(13) yes N2 . C3 . C4 . 110.46(15) yes N2 . C3 . C6 . 124.51(15) yes C4 . C3 . C6 . 124.96(15) yes C3 . C4 . C5 . 106.61(15) yes C3 . C4 . H41 . 126.696 no C5 . C4 . H41 . 126.696 no N1 . C5 . C4 . 106.20(14) yes N1 . C5 . C12 . 125.25(15) yes C4 . C5 . C12 . 128.53(16) yes C3 . C6 . C7 . 122.89(16) yes C3 . C6 . C11 . 118.16(16) yes C7 . C6 . C11 . 118.95(17) yes C6 . C7 . C8 . 120.31(18) yes C6 . C7 . H71 . 119.844 no C8 . C7 . H71 . 119.844 no C7 . C8 . C9 . 120.1(2) yes C7 . C8 . H81 . 119.948 no C9 . C8 . H81 . 119.948 no C8 . C9 . C10 . 120.0(2) yes C8 . C9 . H91 . 119.986 no C10 . C9 . H91 . 119.987 no C9 . C10 . C11 . 120.2(2) yes C9 . C10 . H101 . 119.912 no C11 . C10 . H101 . 119.912 no C6 . C11 . C10 . 120.41(19) yes C6 . C11 . H111 . 119.797 no C10 . C11 . H111 . 119.796 no C5 . C12 . C13 . 118.82(16) yes C5 . C12 . C17 . 121.64(16) yes C13 . C12 . C17 . 119.36(17) yes C12 . C13 . C14 . 120.30(18) yes C12 . C13 . H131 . 119.848 no C14 . C13 . H131 . 119.848 no C13 . C14 . C15 . 119.78(19) yes C13 . C14 . H141 . 120.111 no C15 . C14 . H141 . 120.110 no C14 . C15 . C16 . 120.33(19) yes C14 . C15 . H151 . 119.833 no C16 . C15 . H151 . 119.833 no C15 . C16 . C17 . 120.35(19) yes C15 . C16 . H161 . 119.826 no C17 . C16 . H161 . 119.826 no C12 . C17 . C16 . 119.84(18) yes C12 . C17 . H171 . 120.082 no C16 . C17 . H171 . 120.083 no C1 . N3 . N4 . 120.82(13) yes C1 . N3 . C20 . 125.85(14) yes N4 . N3 . C20 . 111.96(13) yes Mn1 . N4 . N3 . 113.09(10) yes Mn1 . N4 . C18 . 141.96(11) yes N3 . N4 . C18 . 104.69(13) yes N4 . C18 . C19 . 110.73(15) yes N4 . C18 . C21 . 123.14(15) yes C19 . C18 . C21 . 126.10(15) yes C18 . C19 . C20 . 106.57(15) yes C18 . C19 . H191 . 126.713 no C20 . C19 . H191 . 126.712 no N3 . C20 . C19 . 106.02(15) yes N3 . C20 . C27 . 124.85(15) yes C19 . C20 . C27 . 129.11(16) yes C18 . C21 . C22 . 122.12(15) yes C18 . C21 . C26 . 119.16(17) yes C22 . C21 . C26 . 118.71(16) yes C21 . C22 . C23 . 120.91(17) yes C21 . C22 . H221 . 119.544 no C23 . C22 . H221 . 119.545 no C22 . C23 . C24 . 119.80(19) yes C22 . C23 . H231 . 120.100 no C24 . C23 . H231 . 120.101 no C23 . C24 . C25 . 119.64(17) yes C23 . C24 . H241 . 120.179 no C25 . C24 . H241 . 120.180 no C24 . C25 . C26 . 120.61(17) yes C24 . C25 . H251 . 119.693 no C26 . C25 . H251 . 119.692 no C21 . C26 . C25 . 120.24(18) yes C21 . C26 . H261 . 119.881 no C25 . C26 . H261 . 119.881 no C20 . C27 . C28 . 119.7(2) yes C20 . C27 . C32 . 121.3(3) yes C28 . C27 . C32 . 116.7(3) yes C20 . C27 . C38 . 126.1(3) yes C20 . C27 . C42 . 115.3(2) yes C38 . C27 . C42 . 118.2(3) yes C27 . C28 . C29 . 120.1(4) yes C27 . C28 . H281 . 119.931 no C29 . C28 . H281 . 119.931 no C28 . C29 . C30 . 120.1(5) yes C28 . C29 . H291 . 119.929 no C30 . C29 . H291 . 119.930 no C29 . C30 . C31 . 119.3(6) yes C29 . C30 . H301 . 120.327 no C31 . C30 . H301 . 120.330 no C30 . C31 . C32 . 121.2(5) yes C30 . C31 . H311 . 119.377 no C32 . C31 . H311 . 119.375 no C27 . C32 . C31 . 121.2(5) yes C27 . C32 . H321 . 119.392 no C31 . C32 . H321 . 119.393 no C27 . C38 . C39 . 122.8(4) yes C27 . C38 . H381 . 118.576 no C39 . C38 . H381 . 118.576 no C38 . C39 . C40 . 121.2(5) yes C38 . C39 . H391 . 119.409 no C40 . C39 . H391 . 119.407 no C39 . C40 . C41 . 119.3(5) yes C39 . C40 . H401 . 120.370 no C41 . C40 . H401 . 120.373 no C40 . C41 . C42 . 120.1(5) yes C40 . C41 . H411 . 119.968 no C42 . C41 . H411 . 119.968 no C27 . C42 . C41 . 118.4(4) yes C27 . C42 . H421 . 120.782 no C41 . C42 . H421 . 120.783 no Cl1 . C33 . Cl2 . 119.3(9) yes Cl1 . C33 . H331 . 106.984 no Cl2 . C33 . H331 . 106.945 no Cl1 . C33 . H332 . 106.993 no Cl2 . C33 . H332 . 106.956 no H331 . C33 . H332 . 109.476 no #============================================================================== data_13 _database_code_depnum_ccdc_archive 'CCDC 896644' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _oxford_structure_analysis_title arc1380 #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point 'not measured' _exptl_crystal_thermal_history ; The material was crystallised at ambient temperature. A suitable crystal was cooled rapidly to 150K for single-crystal X-ray diffraction analysis. ; _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_special_details ; The C and Cl atoms of the solvent were located in a difference Fourier map. One of the solvent molecules was seen to be disordered over two orienations related by a crystallographic inversion, and the heights of the Fourier peaks suggested that this molecule had only partial site occupancy. The coordinates, anisotropic thermal parameters and site occupancies of the disordered non-hydrogen atoms were refined, subject to restraint of the C-Cl distances to 1.78(2) \%A and of the Cl-C-Cl angle to 112(2)\%. Similarity restraints were applied to the thermal parameters. The dimeric Mn complex is located on a crystallographic centre of inversion. The Mn???Mn distance is 3.5810(12) \%A. In addition to the 5 well-defined bonds to coordinated atoms, the Mn atom is also situated close to two methoxyl O atoms (Mn(1)???O(3) 2.870(3) \%A, Mn(1)???O(5) 2.951(4) \%A). ; #============================================================= _cell_length_a 11.7772(3) _cell_angle_alpha 90 _cell_length_b 19.0933(5) _cell_angle_beta 95.7201(11) _cell_length_c 16.9997(4) _cell_angle_gamma 90 _cell_volume 3803.61(17) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'Mn ' 0.3368 0.7283 11.2819 5.3409 7.3573 0.3432 3.0193 17.8674 2.2441 83.7543 1.0896 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 2 _chemical_formula_sum ' C74.734 H67.468 Cl7.468 Mn2 N8 O12 ' _chemical_formula_moiety ' C72 H62 Cl2 Mn2 N8 O12, 2.734( C H2 Cl2) ' _chemical_compound_source ; ? ; _chemical_formula_weight 1644.37 _cell_measurement_reflns_used 40355 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' fragment ' _exptl_crystal_colour ' pale brown ' _exptl_crystal_size_min 0.12 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_max 0.16 _exptl_crystal_density_diffrn 1.436 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1689.732 _exptl_absorpt_coefficient_mu 0.660 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.90 _exptl_absorpt_correction_T_max 0.92 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 40355 _reflns_number_total 8666 #8931 unique reflections including absences _diffrn_reflns_av_R_equivalents 0.059 _diffrn_reflns_theta_min 5.123 _diffrn_reflns_theta_max 27.491 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.491 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _reflns_limit_h_min -15 _reflns_limit_h_max 15 _reflns_limit_k_min 0 _reflns_limit_k_max 24 _reflns_limit_l_min 0 _reflns_limit_l_max 22 _refine_diff_density_min -0.90 _refine_diff_density_max 1.06 _refine_ls_number_reflns 4706 _refine_ls_number_restraints 15 _refine_ls_number_parameters 488 #_refine_ls_R_factor_ref 0.0623 _refine_ls_wR_factor_ref 0.0744 _refine_ls_goodness_of_fit_ref 1.1019 #_reflns_number_all 8666 _refine_ls_R_factor_all 0.1129 _refine_ls_wR_factor_all 0.1159 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 4706 _refine_ls_R_factor_gt 0.0623 _refine_ls_wR_factor_gt 0.0744 _refine_ls_shift/su_max 0.035153 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.22 0.800 0.700 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_disorder_assembly _atom_site_refinement_disorder_group Mn1 Mn 0.55335(5) 0.43454(3) 0.43784(4) 0.0371 1.0000 Uani . . . . . Cl1 Cl 0.70531(8) 0.38206(6) 0.37918(7) 0.0458 1.0000 Uani . . . . . C1 C 0.2806(3) 0.3989(2) 0.4053(2) 0.0353 1.0000 Uani . . . . . C2 C 0.2920(3) 0.4617(2) 0.4640(3) 0.0404 1.0000 Uani . . . . . O1 O 0.3952(2) 0.48201(14) 0.48493(17) 0.0369 1.0000 Uani . . . . . O2 O 0.2057(3) 0.4879(2) 0.4835(3) 0.0716 1.0000 Uani . . . . . N1 N 0.3369(3) 0.33651(18) 0.4384(2) 0.0367 1.0000 Uani . . . . . N2 N 0.4522(3) 0.33848(18) 0.4604(2) 0.0362 1.0000 Uani . . . . . C3 C 0.4808(3) 0.2736(2) 0.4837(3) 0.0404 1.0000 Uani . . . . . C4 C 0.3836(4) 0.2304(2) 0.4767(3) 0.0476 1.0000 Uani . . . . . C5 C 0.2935(4) 0.2708(2) 0.4468(3) 0.0432 1.0000 Uani . . . . . C6 C 0.5989(4) 0.2535(2) 0.5090(3) 0.0414 1.0000 Uani . . . . . C7 C 0.6400(4) 0.1889(2) 0.4860(3) 0.0524 1.0000 Uani . . . . . C8 C 0.7504(4) 0.1673(3) 0.5093(3) 0.0565 1.0000 Uani . . . . . C9 C 0.8215(4) 0.2099(2) 0.5562(3) 0.0487 1.0000 Uani . . . . . C10 C 0.7839(3) 0.2748(2) 0.5808(3) 0.0415 1.0000 Uani . . . . . C11 C 0.6734(4) 0.2964(2) 0.5573(3) 0.0390 1.0000 Uani . . . . . O3 O 0.6294(2) 0.35897(15) 0.57932(18) 0.0430 1.0000 Uani . . . . . C12 C 0.6901(4) 0.3942(2) 0.6450(3) 0.0493 1.0000 Uani . . . . . C13 C 0.1756(4) 0.2484(3) 0.4203(3) 0.0501 1.0000 Uani . . . . . C14 C 0.1657(5) 0.1845(3) 0.3778(4) 0.0686 1.0000 Uani . . . . . C15 C 0.0568(6) 0.1588(3) 0.3504(4) 0.0780 1.0000 Uani . . . . . C16 C -0.0371(5) 0.1956(4) 0.3651(4) 0.0749 1.0000 Uani . . . . . C17 C -0.0317(4) 0.2576(4) 0.4058(3) 0.0661 1.0000 Uani . . . . . C18 C 0.0770(4) 0.2841(3) 0.4352(3) 0.0536 1.0000 Uani . . . . . O4 O 0.0908(3) 0.3420(2) 0.4779(2) 0.0621 1.0000 Uani . . . . . C19 C -0.0085(5) 0.3866(4) 0.4816(4) 0.0790 1.0000 Uani . . . . . N3 N 0.3218(3) 0.41689(17) 0.3301(2) 0.0345 1.0000 Uani . . . . . N4 N 0.4310(3) 0.43928(17) 0.3265(2) 0.0363 1.0000 Uani . . . . . C20 C 0.4408(4) 0.4480(2) 0.2494(3) 0.0398 1.0000 Uani . . . . . C21 C 0.3385(4) 0.4308(3) 0.2041(3) 0.0442 1.0000 Uani . . . . . C22 C 0.2634(4) 0.4111(2) 0.2570(3) 0.0410 1.0000 Uani . . . . . C23 C 0.5457(4) 0.4734(3) 0.2183(3) 0.0517 1.0000 Uani . . . . . C24 C 0.5682(5) 0.4447(4) 0.1408(4) 0.0734 1.0000 Uani . . . . . C25 C 0.6659(6) 0.4698(4) 0.1084(4) 0.0827 1.0000 Uani . . . . . C26 C 0.7303(5) 0.5186(4) 0.1458(4) 0.0672 1.0000 Uani . . . . . C27 C 0.7132(5) 0.5475(3) 0.2175(4) 0.0690 1.0000 Uani . . . . . C28 C 0.6156(4) 0.5230(3) 0.2551(3) 0.0503 1.0000 Uani . . . . . O5 O 0.5866(3) 0.54664(19) 0.3229(2) 0.0568 1.0000 Uani . . . . . C29 C 0.6458(5) 0.6077(3) 0.3566(4) 0.0647 1.0000 Uani . . . . . C30 C 0.1438(4) 0.3871(2) 0.2444(3) 0.0428 1.0000 Uani . . . . . C31 C 0.1178(4) 0.3247(3) 0.2056(3) 0.0552 1.0000 Uani . . . . . C32 C 0.0045(5) 0.3026(3) 0.1909(3) 0.0652 1.0000 Uani . . . . . C33 C -0.0814(4) 0.3429(3) 0.2145(3) 0.0636 1.0000 Uani . . . . . C34 C -0.0582(4) 0.4058(3) 0.2529(4) 0.0645 1.0000 Uani . . . . . C35 C 0.0547(4) 0.4281(3) 0.2677(3) 0.0593 1.0000 Uani . . . . . O6 O 0.0883(3) 0.4890(2) 0.3050(3) 0.0948 1.0000 Uani . . . . . C36 C -0.0009(6) 0.5355(5) 0.3251(8) 0.1471 1.0000 Uani . . . . . C37 C 0.5706(9) 0.2649(5) 0.2512(6) 0.1258 1.0000 Uani . . . . . Cl2 Cl 0.61280(15) 0.23058(10) 0.16459(12) 0.0909 1.0000 Uani . . . . . Cl3 Cl 0.4488(2) 0.2333(2) 0.27953(13) 0.1512 1.0000 Uani . . . . . C38 C 0.5106(15) 0.0338(8) 0.5617(9) 0.0876 0.367(9) Uani D U P 1 -1 Cl4 Cl 0.4390(11) 0.0207(4) 0.4677(5) 0.1605 0.367(9) Uani D U P 1 -1 Cl5 Cl 0.5969(10) -0.0352(5) 0.5945(9) 0.2148 0.367(9) Uani D U P 1 -1 H11 H 0.1973 0.3880 0.3954 0.0420 1.0000 Uiso . . . . . H41 H 0.3809 0.1796 0.4908 0.0567 1.0000 Uiso . . . . . H71 H 0.5883 0.1574 0.4518 0.0618 1.0000 Uiso . . . . . H81 H 0.7780 0.1208 0.4918 0.0673 1.0000 Uiso . . . . . H91 H 0.9013 0.1944 0.5731 0.0584 1.0000 Uiso . . . . . H101 H 0.8364 0.3057 0.6152 0.0496 1.0000 Uiso . . . . . H121 H 0.6501 0.4390 0.6555 0.0580 1.0000 Uiso . . . . . H122 H 0.7695 0.4047 0.6326 0.0580 1.0000 Uiso . . . . . H123 H 0.6929 0.3636 0.6929 0.0580 1.0000 Uiso . . . . . H141 H 0.2357 0.1578 0.3674 0.0807 1.0000 Uiso . . . . . H151 H 0.0488 0.1138 0.3203 0.0920 1.0000 Uiso . . . . . H161 H -0.1139 0.1767 0.3454 0.0898 1.0000 Uiso . . . . . H171 H -0.1029 0.2837 0.4147 0.0792 1.0000 Uiso . . . . . H191 H 0.0130 0.4283 0.5155 0.0964 1.0000 Uiso . . . . . H192 H -0.0699 0.3597 0.5049 0.0964 1.0000 Uiso . . . . . H193 H -0.0369 0.4025 0.4271 0.0964 1.0000 Uiso . . . . . H211 H 0.3232 0.4325 0.1452 0.0528 1.0000 Uiso . . . . . H241 H 0.5165 0.4092 0.1126 0.0910 1.0000 Uiso . . . . . H251 H 0.6866 0.4506 0.0570 0.1007 1.0000 Uiso . . . . . H261 H 0.7972 0.5358 0.1194 0.0818 1.0000 Uiso . . . . . H271 H 0.7659 0.5840 0.2428 0.0815 1.0000 Uiso . . . . . H291 H 0.6156 0.6199 0.4077 0.0774 1.0000 Uiso . . . . . H292 H 0.7293 0.5974 0.3662 0.0774 1.0000 Uiso . . . . . H293 H 0.6335 0.6479 0.3190 0.0774 1.0000 Uiso . . . . . H311 H 0.1805 0.2951 0.1877 0.0666 1.0000 Uiso . . . . . H321 H -0.0136 0.2572 0.1632 0.0781 1.0000 Uiso . . . . . H331 H -0.1622 0.3268 0.2039 0.0754 1.0000 Uiso . . . . . H341 H -0.1217 0.4352 0.2699 0.0764 1.0000 Uiso . . . . . H361 H 0.0339 0.5781 0.3520 0.1745 1.0000 Uiso . . . . . H362 H -0.0497 0.5110 0.3614 0.1745 1.0000 Uiso . . . . . H363 H -0.0489 0.5498 0.2759 0.1745 1.0000 Uiso . . . . . H371 H 0.6325 0.2553 0.2945 0.1501 1.0000 Uiso . . . . . H372 H 0.5614 0.3166 0.2440 0.1501 1.0000 Uiso . . . . . H381 H 0.5590 0.0767 0.5601 0.1075 0.367 Uiso . . . 1 -1 H382 H 0.4525 0.0410 0.6000 0.1075 0.367 Uiso . . . 1 -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0235(3) 0.0368(3) 0.0505(4) -0.0086(3) 0.0017(2) -0.0028(2) Cl1 0.0288(5) 0.0492(6) 0.0595(7) -0.0055(5) 0.0053(4) 0.0051(4) C1 0.0260(17) 0.035(2) 0.044(2) -0.0048(17) -0.0005(16) -0.0035(15) C2 0.0254(19) 0.044(2) 0.052(3) -0.008(2) 0.0015(17) -0.0069(17) O1 0.0252(12) 0.0369(15) 0.0475(16) -0.0035(13) -0.0010(11) -0.0031(11) O2 0.0290(16) 0.081(3) 0.106(3) -0.049(2) 0.0097(17) -0.0070(16) N1 0.0273(15) 0.0384(18) 0.0435(19) 0.0001(15) -0.0018(13) -0.0062(14) N2 0.0249(15) 0.0379(18) 0.0450(19) -0.0017(15) -0.0009(13) 0.0012(13) C3 0.039(2) 0.037(2) 0.044(2) -0.0014(19) -0.0014(17) -0.0015(17) C4 0.044(2) 0.036(2) 0.061(3) 0.005(2) -0.001(2) -0.0071(19) C5 0.038(2) 0.040(2) 0.050(3) 0.0006(19) 0.0015(19) -0.0074(18) C6 0.040(2) 0.036(2) 0.047(2) 0.0059(19) -0.0003(18) 0.0001(17) C7 0.054(3) 0.038(2) 0.063(3) -0.002(2) -0.006(2) 0.004(2) C8 0.056(3) 0.039(2) 0.073(3) -0.004(2) 0.000(2) 0.013(2) C9 0.045(2) 0.044(3) 0.057(3) 0.007(2) 0.005(2) 0.010(2) C10 0.034(2) 0.044(2) 0.046(2) 0.005(2) 0.0018(17) -0.0002(18) C11 0.040(2) 0.035(2) 0.041(2) 0.0065(18) 0.0031(17) 0.0013(17) O3 0.0355(15) 0.0369(16) 0.0546(18) -0.0050(14) -0.0050(13) 0.0018(12) C12 0.046(2) 0.045(3) 0.054(3) -0.007(2) -0.009(2) 0.001(2) C13 0.040(2) 0.048(3) 0.061(3) 0.007(2) -0.003(2) -0.019(2) C14 0.069(3) 0.062(3) 0.071(4) -0.003(3) -0.013(3) -0.033(3) C15 0.074(4) 0.067(4) 0.089(4) -0.007(3) -0.012(3) -0.033(3) C16 0.053(3) 0.085(4) 0.086(4) 0.000(4) 0.006(3) -0.028(3) C17 0.045(3) 0.090(4) 0.063(3) 0.009(3) 0.004(2) -0.013(3) C18 0.048(3) 0.058(3) 0.056(3) 0.008(2) 0.011(2) -0.014(2) O4 0.0449(19) 0.078(3) 0.064(2) -0.011(2) 0.0085(16) -0.0112(17) C19 0.053(3) 0.086(5) 0.102(5) -0.008(4) 0.028(3) -0.006(3) N3 0.0261(15) 0.0343(18) 0.0431(19) -0.0028(14) 0.0026(13) -0.0028(13) N4 0.0263(15) 0.0319(17) 0.051(2) 0.0016(16) 0.0038(14) 0.0003(13) C20 0.040(2) 0.034(2) 0.047(2) 0.0037(18) 0.0078(18) 0.0078(17) C21 0.041(2) 0.050(3) 0.040(2) -0.004(2) 0.0020(18) 0.003(2) C22 0.037(2) 0.042(2) 0.043(2) -0.0056(19) -0.0035(18) 0.0003(18) C23 0.037(2) 0.055(3) 0.064(3) 0.021(2) 0.012(2) 0.011(2) C24 0.060(3) 0.093(4) 0.074(3) 0.040(3) 0.042(3) 0.033(3) C25 0.076(4) 0.099(5) 0.077(4) 0.013(4) 0.024(3) 0.016(4) C26 0.067(3) 0.076(4) 0.062(3) 0.019(3) 0.020(3) 0.016(3) C27 0.048(3) 0.062(3) 0.094(5) 0.023(3) -0.010(3) 0.009(2) C28 0.035(2) 0.050(3) 0.066(3) 0.018(2) 0.004(2) 0.006(2) O5 0.0456(18) 0.053(2) 0.071(2) 0.0021(17) 0.0003(16) -0.0066(15) C29 0.055(3) 0.063(3) 0.075(4) -0.003(3) 0.003(3) -0.014(3) C30 0.034(2) 0.052(3) 0.042(2) -0.003(2) -0.0023(17) -0.0041(18) C31 0.049(3) 0.065(3) 0.052(3) -0.016(2) 0.009(2) -0.019(2) C32 0.054(3) 0.077(4) 0.064(3) -0.015(3) 0.004(2) -0.028(3) C33 0.045(3) 0.083(4) 0.061(3) 0.005(3) -0.006(2) -0.013(3) C34 0.033(2) 0.077(4) 0.081(4) -0.008(3) -0.007(2) 0.001(2) C35 0.036(2) 0.064(3) 0.075(3) -0.014(3) -0.009(2) 0.005(2) O6 0.0344(18) 0.081(3) 0.164(5) -0.059(3) -0.020(2) 0.0151(18) C36 0.053(4) 0.105(6) 0.279(13) -0.103(8) -0.010(6) 0.018(4) C37 0.142(8) 0.107(7) 0.127(7) -0.052(6) 0.003(6) -0.016(6) Cl2 0.0668(9) 0.0941(12) 0.1116(14) -0.0173(11) 0.0076(9) 0.0090(9) Cl3 0.1090(16) 0.269(4) 0.0755(13) -0.0411(18) 0.0095(11) -0.033(2) C38 0.121(15) 0.053(9) 0.094(9) -0.010(8) 0.041(7) -0.016(7) Cl4 0.239(12) 0.102(6) 0.131(7) 0.001(5) -0.026(6) -0.046(6) Cl5 0.212(11) 0.117(7) 0.284(14) -0.094(8) -0.133(10) 0.055(6) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Mn1 . Cl1 . 2.3574(12) yes Mn1 . O1 . 2.286(3) yes Mn1 . O1 2_666 2.114(3) yes Mn1 . N2 . 2.241(3) yes Mn1 . N4 . 2.264(3) yes C1 . C2 . 1.557(6) yes C1 . N1 . 1.449(5) yes C1 . N3 . 1.453(5) yes C1 . H11 . 1.000 no C2 . O1 . 1.292(5) yes C2 . O2 . 1.209(5) yes N1 . N2 . 1.373(4) yes N1 . C5 . 1.367(5) yes N2 . C3 . 1.334(5) yes C3 . C4 . 1.407(6) yes C3 . C6 . 1.466(6) yes C4 . C5 . 1.368(6) yes C4 . H41 . 1.000 no C5 . C13 . 1.481(6) yes C6 . C7 . 1.395(6) yes C6 . C11 . 1.404(6) yes C7 . C8 . 1.384(7) yes C7 . H71 . 1.000 no C8 . C9 . 1.367(7) yes C8 . H81 . 1.000 no C9 . C10 . 1.394(6) yes C9 . H91 . 1.000 no C10 . C11 . 1.385(6) yes C10 . H101 . 1.000 no C11 . O3 . 1.369(5) yes O3 . C12 . 1.433(5) yes C12 . H121 . 1.000 no C12 . H122 . 1.000 no C12 . H123 . 1.000 no C13 . C14 . 1.415(8) yes C13 . C18 . 1.392(7) yes C14 . C15 . 1.409(7) yes C14 . H141 . 1.000 no C15 . C16 . 1.355(10) yes C15 . H151 . 1.000 no C16 . C17 . 1.368(9) yes C16 . H161 . 1.000 no C17 . C18 . 1.420(7) yes C17 . H171 . 1.000 no C18 . O4 . 1.323(6) yes O4 . C19 . 1.453(7) yes C19 . H191 . 1.000 no C19 . H192 . 1.000 no C19 . H193 . 1.000 no N3 . N4 . 1.362(4) yes N3 . C22 . 1.364(5) yes N4 . C20 . 1.337(5) yes C20 . C21 . 1.403(6) yes C20 . C23 . 1.474(6) yes C21 . C22 . 1.375(7) yes C21 . H211 . 1.000 no C22 . C30 . 1.476(6) yes C23 . C24 . 1.475(8) yes C23 . C28 . 1.365(7) yes C24 . C25 . 1.408(9) yes C24 . H241 . 1.000 no C25 . C26 . 1.324(10) yes C25 . H251 . 1.000 no C26 . C27 . 1.373(9) yes C26 . H261 . 1.000 no C27 . C28 . 1.448(8) yes C27 . H271 . 1.000 no C28 . O5 . 1.314(6) yes O5 . C29 . 1.446(6) yes C29 . H291 . 1.000 no C29 . H292 . 1.000 no C29 . H293 . 1.000 no C30 . C31 . 1.381(7) yes C30 . C35 . 1.398(7) yes C31 . C32 . 1.398(7) yes C31 . H311 . 1.000 no C32 . C33 . 1.363(9) yes C32 . H321 . 1.000 no C33 . C34 . 1.381(8) yes C33 . H331 . 1.000 no C34 . C35 . 1.394(7) yes C34 . H341 . 1.000 no C35 . O6 . 1.364(6) yes O6 . C36 . 1.443(8) yes C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no C37 . Cl2 . 1.730(10) yes C37 . Cl3 . 1.670(11) yes C37 . H371 . 1.000 no C37 . H372 . 1.000 no C38 . Cl4 . 1.748(15) yes C38 . Cl5 . 1.722(15) yes C38 . H381 . 1.000 no C38 . H382 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl1 . Mn1 . O1 . 174.75(8) yes Cl1 . Mn1 . O1 2_666 113.61(8) yes O1 . Mn1 . O1 2_666 71.13(11) yes Cl1 . Mn1 . N2 . 99.42(9) yes O1 . Mn1 . N2 . 78.41(11) yes O1 2_666 Mn1 . N2 . 129.39(12) yes Cl1 . Mn1 . N4 . 96.32(9) yes O1 . Mn1 . N4 . 78.71(11) yes O1 2_666 Mn1 . N4 . 127.45(12) yes N2 . Mn1 . N4 . 82.59(12) yes C2 . C1 . N1 . 112.1(3) yes C2 . C1 . N3 . 111.5(3) yes N1 . C1 . N3 . 110.9(3) yes C2 . C1 . H11 . 106.685 no N1 . C1 . H11 . 107.344 no N3 . C1 . H11 . 108.046 no C1 . C2 . O1 . 115.3(3) yes C1 . C2 . O2 . 118.3(3) yes O1 . C2 . O2 . 126.4(4) yes Mn1 . O1 . Mn1 2_666 108.87(11) yes Mn1 . O1 . C2 . 124.1(3) yes Mn1 2_666 O1 . C2 . 127.0(3) yes C1 . N1 . N2 . 119.0(3) yes C1 . N1 . C5 . 129.3(3) yes N2 . N1 . C5 . 111.5(3) yes Mn1 . N2 . N1 . 120.3(2) yes Mn1 . N2 . C3 . 133.5(3) yes N1 . N2 . C3 . 105.6(3) yes N2 . C3 . C4 . 109.9(4) yes N2 . C3 . C6 . 122.4(4) yes C4 . C3 . C6 . 127.7(4) yes C3 . C4 . C5 . 107.2(4) yes C3 . C4 . H41 . 126.422 no C5 . C4 . H41 . 126.423 no N1 . C5 . C4 . 105.8(4) yes N1 . C5 . C13 . 125.6(4) yes C4 . C5 . C13 . 128.3(4) yes C3 . C6 . C7 . 119.6(4) yes C3 . C6 . C11 . 122.5(4) yes C7 . C6 . C11 . 117.8(4) yes C6 . C7 . C8 . 121.7(4) yes C6 . C7 . H71 . 119.154 no C8 . C7 . H71 . 119.154 no C7 . C8 . C9 . 119.5(4) yes C7 . C8 . H81 . 120.241 no C9 . C8 . H81 . 120.241 no C8 . C9 . C10 . 120.7(4) yes C8 . C9 . H91 . 119.666 no C10 . C9 . H91 . 119.666 no C9 . C10 . C11 . 119.7(4) yes C9 . C10 . H101 . 120.134 no C11 . C10 . H101 . 120.135 no C6 . C11 . C10 . 120.6(4) yes C6 . C11 . O3 . 116.0(4) yes C10 . C11 . O3 . 123.5(4) yes C11 . O3 . C12 . 116.7(3) yes O3 . C12 . H121 . 109.466 no O3 . C12 . H122 . 109.467 no H121 . C12 . H122 . 109.475 no O3 . C12 . H123 . 109.467 no H121 . C12 . H123 . 109.475 no H122 . C12 . H123 . 109.477 no C5 . C13 . C14 . 115.6(5) yes C5 . C13 . C18 . 125.2(5) yes C14 . C13 . C18 . 119.2(4) yes C13 . C14 . C15 . 119.7(6) yes C13 . C14 . H141 . 120.164 no C15 . C14 . H141 . 120.165 no C14 . C15 . C16 . 119.4(6) yes C14 . C15 . H151 . 120.314 no C16 . C15 . H151 . 120.312 no C15 . C16 . C17 . 123.0(5) yes C15 . C16 . H161 . 118.513 no C17 . C16 . H161 . 118.510 no C16 . C17 . C18 . 118.8(5) yes C16 . C17 . H171 . 120.602 no C18 . C17 . H171 . 120.601 no C13 . C18 . C17 . 119.9(5) yes C13 . C18 . O4 . 116.8(4) yes C17 . C18 . O4 . 123.2(5) yes C18 . O4 . C19 . 117.3(4) yes O4 . C19 . H191 . 109.463 no O4 . C19 . H192 . 109.465 no H191 . C19 . H192 . 109.477 no O4 . C19 . H193 . 109.465 no H191 . C19 . H193 . 109.477 no H192 . C19 . H193 . 109.480 no C1 . N3 . N4 . 120.9(3) yes C1 . N3 . C22 . 126.9(3) yes N4 . N3 . C22 . 112.1(3) yes Mn1 . N4 . N3 . 118.3(3) yes Mn1 . N4 . C20 . 135.6(3) yes N3 . N4 . C20 . 105.0(3) yes N4 . C20 . C21 . 110.8(4) yes N4 . C20 . C23 . 123.4(4) yes C21 . C20 . C23 . 125.8(4) yes C20 . C21 . C22 . 106.2(4) yes C20 . C21 . H211 . 126.925 no C22 . C21 . H211 . 126.924 no N3 . C22 . C21 . 106.0(4) yes N3 . C22 . C30 . 123.0(4) yes C21 . C22 . C30 . 131.1(4) yes C20 . C23 . C24 . 115.5(5) yes C20 . C23 . C28 . 123.5(5) yes C24 . C23 . C28 . 120.9(5) yes C23 . C24 . C25 . 116.7(7) yes C23 . C24 . H241 . 121.660 no C25 . C24 . H241 . 121.662 no C24 . C25 . C26 . 120.2(6) yes C24 . C25 . H251 . 119.877 no C26 . C25 . H251 . 119.879 no C25 . C26 . C27 . 125.6(6) yes C25 . C26 . H261 . 117.180 no C27 . C26 . H261 . 117.191 no C26 . C27 . C28 . 117.1(6) yes C26 . C27 . H271 . 121.470 no C28 . C27 . H271 . 121.477 no C23 . C28 . C27 . 119.4(5) yes C23 . C28 . O5 . 116.3(4) yes C27 . C28 . O5 . 124.2(5) yes C28 . O5 . C29 . 117.8(4) yes O5 . C29 . H291 . 109.467 no O5 . C29 . H292 . 109.467 no H291 . C29 . H292 . 109.477 no O5 . C29 . H293 . 109.466 no H291 . C29 . H293 . 109.475 no H292 . C29 . H293 . 109.476 no C22 . C30 . C31 . 120.0(4) yes C22 . C30 . C35 . 121.1(4) yes C31 . C30 . C35 . 118.8(4) yes C30 . C31 . C32 . 120.5(5) yes C30 . C31 . H311 . 119.755 no C32 . C31 . H311 . 119.755 no C31 . C32 . C33 . 120.0(5) yes C31 . C32 . H321 . 119.993 no C33 . C32 . H321 . 119.991 no C32 . C33 . C34 . 120.8(5) yes C32 . C33 . H331 . 119.579 no C34 . C33 . H331 . 119.574 no C33 . C34 . C35 . 119.4(5) yes C33 . C34 . H341 . 120.316 no C35 . C34 . H341 . 120.318 no C30 . C35 . C34 . 120.5(5) yes C30 . C35 . O6 . 114.7(4) yes C34 . C35 . O6 . 124.8(5) yes C35 . O6 . C36 . 116.8(4) yes O6 . C36 . H361 . 109.469 no O6 . C36 . H362 . 109.457 no H361 . C36 . H362 . 109.463 no O6 . C36 . H363 . 109.477 no H361 . C36 . H363 . 109.489 no H362 . C36 . H363 . 109.473 no Cl2 . C37 . Cl3 . 115.9(5) yes Cl2 . C37 . H371 . 107.837 no Cl3 . C37 . H371 . 107.851 no Cl2 . C37 . H372 . 107.835 no Cl3 . C37 . H372 . 107.844 no H371 . C37 . H372 . 109.470 no Cl4 . C38 . Cl5 . 113.8(10) yes Cl4 . C38 . H381 . 108.411 no Cl5 . C38 . H381 . 108.395 no Cl4 . C38 . H382 . 108.379 no Cl5 . C38 . H382 . 108.360 no H381 . C38 . H382 . 109.483 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag Mn1 O3 2.870(3) yes Mn1 O5 2.951(4) yes #============================================================================== data_14 _database_code_depnum_ccdc_archive 'CCDC 896645' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 11-02-17 _audit_creation_method CRYSTALS_ver_14.18 _oxford_structure_analysis_title 002mwj11/6329 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 12.6238(3) _cell_length_b 13.0182(3) _cell_length_c 14.6494(4) _cell_angle_alpha 79.745(2) _cell_angle_beta 66.043(2) _cell_angle_gamma 84.906(2) _cell_volume 2164.56(10) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Mn -0.5299 2.8052 11.2819 5.3409 7.3573 0.3432 3.0193 17.8674 2.2441 83.7543 1.0896 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 1 # Given Formula = C88 H94 Cl1 Mn1 N8 O12 # Dc = 1.19 Fooo = 883.00 Mu = 20.26 M = 773.07 # Found Formula = C90 H98 Cl4 Mn1 N8 O12 # Dc = 1.29 FOOO = 883.00 Mu = 28.99 M = 840.28 _chemical_formula_sum 'C90 H98 Cl4 Mn1 N8 O12' _chemical_formula_moiety 'C88 H94 Mn N8 O12, 2(C H2 Cl2)' _chemical_compound_source . _chemical_formula_weight 1680.55 _cell_measurement_reflns_used 24723 _cell_measurement_theta_min 3 _cell_measurement_theta_max 77 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_pale_colourless _exptl_crystal_size_min 0.050 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_max 0.200 _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 883 _exptl_absorpt_coefficient_mu 2.899 # Sheldrick geometric approximatio 0.75 0.87 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies (Oxford Diffraction, 2002), Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.72 _exptl_absorpt_correction_T_max 0.87 _diffrn_measurement_device_type 'Oxford Diffraction SuperNova' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54180 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SuperNova, (Oxford Diffraction, 2010)' _computing_cell_refinement 'CrysAlis, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis, (Oxford Diffraction, 2002)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 101578 _reflns_number_total 9047 _diffrn_reflns_av_R_equivalents 0.056 # Number of reflections with Friedels Law is 9047 # Theoretical number of reflections is about 18267 _diffrn_reflns_theta_min 3.342 _diffrn_reflns_theta_max 76.817 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 75.281 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _reflns_limit_h_min -14 _reflns_limit_h_max 15 _reflns_limit_k_min -15 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 18 _oxford_diffrn_Wilson_B_factor 2.69 _oxford_diffrn_Wilson_scale 0.05 _atom_sites_solution_primary Direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.39 _refine_diff_density_max 0.32 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 9045 _refine_ls_number_restraints 68 _refine_ls_number_parameters 548 _oxford_refine_ls_R_factor_ref 0.0527 _refine_ls_wR_factor_ref 0.0983 _refine_ls_goodness_of_fit_ref 1.0142 _refine_ls_shift/su_max 0.0006932 _refine_ls_shift/su_mean 0.0000386 # The values computed from all data _oxford_reflns_number_all 9047 _refine_ls_R_factor_all 0.0528 _refine_ls_wR_factor_all 0.0984 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 7555 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_gt 0.0926 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 1.00P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Oxford Diffraction, (2010). CrysAlisPro. Oxford Diffraction, (2010). Supernova User Manual. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Mn1 Mn 0.0000 1.0000 0.5000 0.0231 1.0000 Uani S . . . . . O2 O -0.01765(9) 0.84222(8) 0.55510(8) 0.0265 1.0000 Uani . . . . . . C3 C -0.02088(13) 0.77393(12) 0.50389(12) 0.0250 1.0000 Uani . . . . . . O4 O -0.06128(11) 0.68657(9) 0.53642(9) 0.0353 1.0000 Uani . . . . . . C5 C 0.03519(12) 0.80442(12) 0.38669(12) 0.0233 1.0000 Uani . . . . . . N6 N 0.15270(11) 0.84385(10) 0.35048(10) 0.0234 1.0000 Uani . . . . . . N7 N 0.17072(11) 0.93709(10) 0.37211(10) 0.0238 1.0000 Uani . . . . . . C8 C 0.28568(13) 0.95228(12) 0.32136(12) 0.0247 1.0000 Uani . . . . . . C9 C 0.33832(13) 0.87021(13) 0.26754(13) 0.0277 1.0000 Uani . . . . . . C10 C 0.25213(13) 0.80212(12) 0.28641(12) 0.0248 1.0000 Uani . . . . . . C11 C 0.25877(13) 0.70302(12) 0.24905(13) 0.0269 1.0000 Uani . . . . . . C12 C 0.21737(14) 0.61031(13) 0.31373(15) 0.0331 1.0000 Uani . . . . . . C13 C 0.22771(16) 0.51747(14) 0.27622(17) 0.0422 1.0000 Uani . . . . . . C14 C 0.28158(17) 0.51777(16) 0.17314(19) 0.0480 1.0000 Uani . . . . . . C15 C 0.32387(17) 0.60859(16) 0.10674(17) 0.0442 1.0000 Uani . . . . . . C16 C 0.31191(15) 0.70232(14) 0.14387(14) 0.0341 1.0000 Uani . . . . . . O17 O 0.34565(12) 0.79702(11) 0.08686(10) 0.0441 1.0000 Uani . . . . . . C18 C 0.41076(19) 0.8082(2) -0.02086(15) 0.0533 1.0000 Uani . . . . . . C19 C 0.3977(2) 0.9231(2) -0.05666(18) 0.0696 1.0000 Uani . . . . . . C20 C 0.5349(2) 0.7741(3) -0.0439(2) 0.0809 1.0000 Uani . . . . . . C21 C 0.34175(13) 1.04501(12) 0.32623(12) 0.0256 1.0000 Uani . . . . . . C22 C 0.45573(14) 1.03784(13) 0.32281(13) 0.0285 1.0000 Uani . . . . . . O23 O 0.50769(10) 0.94172(9) 0.31401(11) 0.0368 1.0000 Uani . . . . . . C24 C 0.62654(14) 0.92460(14) 0.30370(15) 0.0346 1.0000 Uani . . . . . . C25 C 0.62922(17) 0.90001(17) 0.40728(16) 0.0435 1.0000 Uani . . . . . . C26 C 0.67086(17) 0.83559(16) 0.24344(17) 0.0458 1.0000 Uani . . . . . . C27 C 0.50821(15) 1.12561(14) 0.32644(14) 0.0346 1.0000 Uani . . . . . . C28 C 0.44927(16) 1.22094(14) 0.33246(15) 0.0376 1.0000 Uani . . . . . . C29 C 0.33813(15) 1.22926(14) 0.33491(15) 0.0361 1.0000 Uani . . . . . . C30 C 0.28541(14) 1.14163(13) 0.33167(13) 0.0300 1.0000 Uani . . . . . . N31 N -0.03422(11) 0.87982(10) 0.34744(10) 0.0235 1.0000 Uani . . . . . . N32 N -0.07444(11) 0.96892(10) 0.38912(10) 0.0238 1.0000 Uani . . . . . . C33 C -0.10670(13) 1.03276(12) 0.32174(13) 0.0256 1.0000 Uani . . . . . . C34 C -0.16597(13) 1.13382(12) 0.34450(13) 0.0266 1.0000 Uani . . . . . . C35 C -0.13895(14) 1.22280(13) 0.27119(14) 0.0312 1.0000 Uani . . . . . . O36 O -0.05333(11) 1.22094(10) 0.17585(10) 0.0368 1.0000 Uani . . . . . . C37 C 0.06495(16) 1.20854(15) 0.17001(16) 0.0404 1.0000 Uani . . . . . . C38 C 0.1365(2) 1.1802(2) 0.0666(2) 0.0634 1.0000 Uani . . . . . . C39 C 0.1038(2) 1.30636(17) 0.18812(19) 0.0540 1.0000 Uani . . . . . . C40 C -0.20281(17) 1.31478(14) 0.29183(16) 0.0405 1.0000 Uani . . . . . . C41 C -0.29121(17) 1.31920(15) 0.38594(17) 0.0426 1.0000 Uani . . . . . . C42 C -0.31639(15) 1.23264(15) 0.46031(16) 0.0372 1.0000 Uani . . . . . . C43 C -0.25490(14) 1.14005(13) 0.43897(13) 0.0304 1.0000 Uani . . . . . . C44 C -0.08391(14) 0.98565(13) 0.23671(13) 0.0276 1.0000 Uani . . . . . . C45 C -0.03745(13) 0.88858(13) 0.25418(12) 0.0259 1.0000 Uani . . . . . . C46 C 0.00175(14) 0.80693(13) 0.18860(13) 0.0286 1.0000 Uani . . . . . . C47 C -0.04060(14) 0.70485(13) 0.22268(14) 0.0309 1.0000 Uani . . . . . . O48 O -0.11623(10) 0.68630(9) 0.32119(9) 0.0336 1.0000 Uani . . . . . . C49 C -0.16809(15) 0.58435(13) 0.36463(15) 0.0347 1.0000 Uani . . . . . . C50 C -0.27301(17) 0.60286(16) 0.45822(16) 0.0443 1.0000 Uani . . . . . . C51 C -0.08292(18) 0.50740(15) 0.38909(17) 0.0427 1.0000 Uani . . . . . . C52 C -0.00703(17) 0.63315(15) 0.15539(16) 0.0402 1.0000 Uani . . . . . . C53 C 0.06686(19) 0.66313(17) 0.05545(16) 0.0463 1.0000 Uani . . . . . . C54 C 0.10820(18) 0.76297(17) 0.02090(15) 0.0443 1.0000 Uani . . . . . . C55 C 0.07574(16) 0.83457(15) 0.08754(14) 0.0361 1.0000 Uani . . . . . . H51 H 0.0429 0.7421 0.3577 0.0269 1.0000 Uiso R . . . . . H91 H 0.4188 0.8626 0.2262 0.0327 1.0000 Uiso R . . . . . H121 H 0.1812 0.6115 0.3847 0.0389 1.0000 Uiso R . . . . . H131 H 0.1977 0.4553 0.3206 0.0517 1.0000 Uiso R . . . . . H141 H 0.2890 0.4556 0.1482 0.0580 1.0000 Uiso R . . . . . H151 H 0.3610 0.6078 0.0361 0.0531 1.0000 Uiso R . . . . . H181 H 0.3735 0.7643 -0.0483 0.0631 1.0000 Uiso R . . . . . H193 H 0.4458 0.9383 -0.1291 0.1036 1.0000 Uiso R . . . . . H191 H 0.4222 0.9653 -0.0200 0.1040 1.0000 Uiso R . . . . . H192 H 0.3163 0.9382 -0.0445 0.1040 1.0000 Uiso R . . . . . H201 H 0.5790 0.7842 -0.1158 0.1202 1.0000 Uiso R . . . . . H202 H 0.5690 0.8155 -0.0137 0.1205 1.0000 Uiso R . . . . . H203 H 0.5421 0.7011 -0.0181 0.1197 1.0000 Uiso R . . . . . H241 H 0.6716 0.9891 0.2657 0.0410 1.0000 Uiso R . . . . . H252 H 0.7071 0.8814 0.4011 0.0645 1.0000 Uiso R . . . . . H253 H 0.6020 0.9607 0.4433 0.0647 1.0000 Uiso R . . . . . H251 H 0.5792 0.8411 0.4473 0.0645 1.0000 Uiso R . . . . . H261 H 0.7513 0.8187 0.2334 0.0690 1.0000 Uiso R . . . . . H263 H 0.6652 0.8554 0.1780 0.0684 1.0000 Uiso R . . . . . H262 H 0.6243 0.7742 0.2786 0.0686 1.0000 Uiso R . . . . . H271 H 0.5846 1.1209 0.3252 0.0420 1.0000 Uiso R . . . . . H281 H 0.4850 1.2797 0.3365 0.0446 1.0000 Uiso R . . . . . H291 H 0.2976 1.2941 0.3376 0.0433 1.0000 Uiso R . . . . . H301 H 0.2098 1.1478 0.3338 0.0363 1.0000 Uiso R . . . . . H371 H 0.0676 1.1495 0.2228 0.0471 1.0000 Uiso R . . . . . H383 H 0.2167 1.1666 0.0577 0.0943 1.0000 Uiso R . . . . . H381 H 0.1343 1.2389 0.0142 0.0944 1.0000 Uiso R . . . . . H382 H 0.1064 1.1169 0.0593 0.0946 1.0000 Uiso R . . . . . H391 H 0.1846 1.2961 0.1817 0.0802 1.0000 Uiso R . . . . . H392 H 0.1001 1.3628 0.1345 0.0794 1.0000 Uiso R . . . . . H393 H 0.0525 1.3231 0.2554 0.0806 1.0000 Uiso R . . . . . H401 H -0.1840 1.3734 0.2406 0.0492 1.0000 Uiso R . . . . . H411 H -0.3343 1.3819 0.3979 0.0503 1.0000 Uiso R . . . . . H421 H -0.3748 1.2365 0.5249 0.0446 1.0000 Uiso R . . . . . H431 H -0.2743 1.0781 0.4888 0.0354 1.0000 Uiso R . . . . . H441 H -0.0994 1.0128 0.1804 0.0326 1.0000 Uiso R . . . . . H491 H -0.1919 0.5615 0.3150 0.0408 1.0000 Uiso R . . . . . H502 H -0.3108 0.5360 0.4935 0.0653 1.0000 Uiso R . . . . . H503 H -0.2486 0.6316 0.5038 0.0649 1.0000 Uiso R . . . . . H501 H -0.3282 0.6517 0.4415 0.0657 1.0000 Uiso R . . . . . H511 H -0.1182 0.4384 0.4163 0.0631 1.0000 Uiso R . . . . . H513 H -0.0620 0.5314 0.4387 0.0628 1.0000 Uiso R . . . . . H512 H -0.0143 0.5010 0.3286 0.0639 1.0000 Uiso R . . . . . H521 H -0.0350 0.5640 0.1766 0.0484 1.0000 Uiso R . . . . . H531 H 0.0875 0.6129 0.0106 0.0561 1.0000 Uiso R . . . . . H541 H 0.1575 0.7834 -0.0482 0.0524 1.0000 Uiso R . . . . . H551 H 0.1033 0.9047 0.0656 0.0424 1.0000 Uiso R . . . . . Cl560 Cl 0.5298(2) 0.56040(19) 0.3380(3) 0.0673 0.507(11) Uani D . P 1 1 . Cl561 Cl 0.5322(4) 0.5549(4) 0.3270(4) 0.1307 0.493(11) Uani D . P 1 2 . C570 C 0.5413(4) 0.5838(6) 0.2143(4) 0.0759 0.507(11) Uani D . P 1 1 . C571 C 0.5252(5) 0.5371(12) 0.2200(7) 0.1250 0.493(11) Uani D . P 1 2 . Cl580 Cl 0.6745(4) 0.5577(5) 0.1257(4) 0.1370 0.507(11) Uani D . P 1 1 . Cl581 Cl 0.6503(5) 0.5052(6) 0.1311(4) 0.1297 0.493(11) Uani D . P 1 2 . H5701 H 0.5346 0.6592 0.1978 0.0896 0.507(11) Uiso R . P 1 1 . H5702 H 0.4803 0.5516 0.2052 0.0905 0.507(11) Uiso R . P 1 1 . H5711 H 0.4933 0.6010 0.1926 0.1583 0.493(11) Uiso R . P 1 2 . H5712 H 0.4750 0.4772 0.2383 0.1589 0.493(11) Uiso R . P 1 2 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.02138(17) 0.02515(18) 0.0256(2) -0.00620(15) -0.01121(15) -0.00058(14) O2 0.0254(5) 0.0284(6) 0.0271(6) -0.0056(5) -0.0111(5) -0.0013(4) C3 0.0192(7) 0.0266(8) 0.0304(9) -0.0035(6) -0.0116(6) 0.0011(6) O4 0.0419(7) 0.0279(6) 0.0338(7) -0.0022(5) -0.0125(6) -0.0070(5) C5 0.0190(7) 0.0244(7) 0.0285(8) -0.0053(6) -0.0112(6) -0.0005(6) N6 0.0186(6) 0.0256(6) 0.0265(7) -0.0067(5) -0.0085(5) -0.0010(5) N7 0.0202(6) 0.0254(6) 0.0282(7) -0.0060(5) -0.0112(5) -0.0013(5) C8 0.0212(7) 0.0289(8) 0.0251(8) -0.0038(6) -0.0101(6) -0.0015(6) C9 0.0201(7) 0.0335(8) 0.0278(9) -0.0080(7) -0.0063(6) -0.0014(6) C10 0.0221(7) 0.0289(8) 0.0237(8) -0.0054(6) -0.0090(6) 0.0006(6) C11 0.0196(7) 0.0292(8) 0.0313(9) -0.0076(7) -0.0087(6) 0.0011(6) C12 0.0265(8) 0.0313(9) 0.0397(10) -0.0058(7) -0.0118(7) 0.0021(7) C13 0.0317(9) 0.0287(9) 0.0643(14) -0.0067(9) -0.0180(9) 0.0018(7) C14 0.0370(10) 0.0370(10) 0.0751(16) -0.0281(10) -0.0202(10) 0.0020(8) C15 0.0356(10) 0.0506(11) 0.0472(12) -0.0257(10) -0.0096(9) -0.0033(8) C16 0.0288(8) 0.0378(9) 0.0354(10) -0.0121(8) -0.0091(7) -0.0044(7) O17 0.0512(8) 0.0479(8) 0.0265(7) -0.0077(6) -0.0046(6) -0.0173(6) C18 0.0490(12) 0.0783(16) 0.0274(10) -0.0095(10) -0.0060(9) -0.0179(11) C19 0.0755(17) 0.0859(19) 0.0346(12) 0.0099(12) -0.0115(12) -0.0272(15) C20 0.0476(14) 0.118(3) 0.0560(17) -0.0104(16) 0.0020(12) -0.0116(15) C21 0.0218(7) 0.0297(8) 0.0246(8) -0.0045(6) -0.0078(6) -0.0041(6) C22 0.0231(7) 0.0296(8) 0.0323(9) -0.0051(7) -0.0103(7) -0.0016(6) O23 0.0236(6) 0.0327(6) 0.0604(9) -0.0109(6) -0.0218(6) 0.0008(5) C24 0.0224(8) 0.0380(9) 0.0468(11) -0.0075(8) -0.0172(8) 0.0010(7) C25 0.0355(10) 0.0513(11) 0.0472(12) -0.0052(9) -0.0201(9) -0.0063(8) C26 0.0344(10) 0.0493(11) 0.0605(14) -0.0171(10) -0.0245(10) 0.0089(8) C27 0.0262(8) 0.0376(9) 0.0427(11) -0.0089(8) -0.0144(8) -0.0050(7) C28 0.0355(9) 0.0328(9) 0.0466(11) -0.0097(8) -0.0158(8) -0.0074(7) C29 0.0335(9) 0.0295(9) 0.0446(11) -0.0090(8) -0.0136(8) 0.0001(7) C30 0.0229(7) 0.0330(8) 0.0327(9) -0.0057(7) -0.0095(7) -0.0008(6) N31 0.0218(6) 0.0248(6) 0.0275(7) -0.0069(5) -0.0126(5) 0.0003(5) N32 0.0204(6) 0.0248(6) 0.0290(7) -0.0063(5) -0.0121(5) 0.0004(5) C33 0.0213(7) 0.0275(8) 0.0301(9) -0.0027(6) -0.0128(6) -0.0029(6) C34 0.0245(7) 0.0277(8) 0.0339(9) -0.0052(7) -0.0181(7) -0.0002(6) C35 0.0296(8) 0.0318(8) 0.0363(10) -0.0036(7) -0.0174(7) -0.0029(7) O36 0.0348(6) 0.0402(7) 0.0350(7) -0.0002(5) -0.0153(6) -0.0030(5) C37 0.0314(9) 0.0400(10) 0.0471(12) -0.0025(8) -0.0136(8) -0.0061(7) C38 0.0373(11) 0.0791(17) 0.0674(17) -0.0252(14) -0.0073(11) -0.0074(11) C39 0.0484(12) 0.0490(12) 0.0650(15) -0.0072(11) -0.0210(11) -0.0134(10) C40 0.0427(10) 0.0284(9) 0.0535(12) -0.0009(8) -0.0248(10) -0.0003(7) C41 0.0374(10) 0.0322(9) 0.0628(14) -0.0146(9) -0.0233(10) 0.0078(8) C42 0.0294(9) 0.0410(10) 0.0446(11) -0.0157(8) -0.0150(8) 0.0025(7) C43 0.0281(8) 0.0329(8) 0.0345(9) -0.0064(7) -0.0164(7) -0.0008(7) C44 0.0265(8) 0.0323(8) 0.0277(9) -0.0034(7) -0.0149(7) -0.0023(6) C45 0.0225(7) 0.0309(8) 0.0268(8) -0.0050(6) -0.0117(6) -0.0033(6) C46 0.0267(8) 0.0345(8) 0.0306(9) -0.0093(7) -0.0162(7) 0.0014(6) C47 0.0296(8) 0.0344(9) 0.0352(10) -0.0110(7) -0.0177(7) 0.0020(7) O48 0.0348(6) 0.0302(6) 0.0363(7) -0.0086(5) -0.0123(5) -0.0046(5) C49 0.0352(9) 0.0289(8) 0.0450(11) -0.0061(8) -0.0198(8) -0.0059(7) C50 0.0383(10) 0.0420(10) 0.0498(12) -0.0064(9) -0.0137(9) -0.0071(8) C51 0.0433(10) 0.0365(10) 0.0534(13) -0.0076(9) -0.0244(10) -0.0001(8) C52 0.0427(10) 0.0383(10) 0.0478(12) -0.0168(9) -0.0225(9) 0.0011(8) C53 0.0500(12) 0.0544(12) 0.0428(12) -0.0251(10) -0.0212(10) 0.0059(10) C54 0.0468(11) 0.0586(13) 0.0299(10) -0.0151(9) -0.0147(9) 0.0007(9) C55 0.0365(9) 0.0431(10) 0.0316(10) -0.0072(8) -0.0158(8) -0.0017(8) Cl560 0.0544(12) 0.0526(12) 0.0935(18) 0.0165(10) -0.0369(11) -0.0129(8) Cl561 0.129(3) 0.149(4) 0.113(3) 0.002(2) -0.059(2) 0.004(2) C570 0.061(3) 0.082(3) 0.107(3) -0.024(3) -0.053(2) 0.005(2) C571 0.109(4) 0.153(5) 0.140(4) -0.046(4) -0.071(3) 0.007(4) Cl580 0.0966(17) 0.126(3) 0.143(3) 0.002(2) -0.0144(16) 0.018(2) Cl581 0.128(3) 0.144(3) 0.149(3) -0.075(3) -0.080(2) 0.064(2) _refine_ls_extinction_method None _oxford_refine_ls_scale 3.96(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Mn1 . N32 2_576 2.2861(13) yes Mn1 . O2 2_576 2.0652(11) yes Mn1 . N7 2_576 2.4040(13) yes Mn1 . O2 . 2.0652(11) yes Mn1 . N7 . 2.4040(13) yes Mn1 . N32 . 2.2861(13) yes O2 . C3 . 1.2742(19) yes C3 . O4 . 1.2220(19) yes C3 . C5 . 1.558(2) yes C5 . N6 . 1.4645(18) yes C5 . N31 . 1.4551(19) yes C5 . H51 . 0.961 no N6 . N7 . 1.3675(17) yes N6 . C10 . 1.362(2) yes N7 . C8 . 1.3492(19) yes C8 . C9 . 1.398(2) yes C8 . C21 . 1.479(2) yes C9 . C10 . 1.373(2) yes C9 . H91 . 0.955 no C10 . C11 . 1.472(2) yes C11 . C12 . 1.389(2) yes C11 . C16 . 1.410(2) yes C12 . C13 . 1.389(3) yes C12 . H121 . 0.953 no C13 . C14 . 1.381(3) yes C13 . H131 . 0.942 no C14 . C15 . 1.382(3) yes C14 . H141 . 0.928 no C15 . C16 . 1.394(3) yes C15 . H151 . 0.948 no C16 . O17 . 1.355(2) yes O17 . C18 . 1.440(2) yes C18 . C19 . 1.513(4) yes C18 . C20 . 1.505(4) yes C18 . H181 . 0.996 no C19 . H193 . 0.978 no C19 . H191 . 0.978 no C19 . H192 . 0.976 no C20 . H201 . 0.962 no C20 . H202 . 0.976 no C20 . H203 . 0.970 no C21 . C22 . 1.414(2) yes C21 . C30 . 1.388(2) yes C22 . O23 . 1.362(2) yes C22 . C27 . 1.390(2) yes O23 . C24 . 1.4464(19) yes C24 . C25 . 1.508(3) yes C24 . C26 . 1.511(3) yes C24 . H241 . 1.000 no C25 . H252 . 0.963 no C25 . H253 . 0.987 no C25 . H251 . 0.978 no C26 . H261 . 0.976 no C26 . H263 . 0.977 no C26 . H262 . 0.969 no C27 . C28 . 1.387(3) yes C27 . H271 . 0.954 no C28 . C29 . 1.384(2) yes C28 . H281 . 0.944 no C29 . C30 . 1.388(2) yes C29 . H291 . 0.946 no C30 . H301 . 0.940 no N31 . N32 . 1.3681(18) yes N31 . C45 . 1.368(2) yes N32 . C33 . 1.344(2) yes C33 . C34 . 1.477(2) yes C33 . C44 . 1.400(2) yes C34 . C35 . 1.393(2) yes C34 . C43 . 1.394(2) yes C35 . O36 . 1.379(2) yes C35 . C40 . 1.391(3) yes O36 . C37 . 1.456(2) yes C37 . C38 . 1.509(3) yes C37 . C39 . 1.507(3) yes C37 . H371 . 0.998 no C38 . H383 . 0.971 no C38 . H381 . 0.989 no C38 . H382 . 0.977 no C39 . H391 . 0.984 no C39 . H392 . 0.989 no C39 . H393 . 0.986 no C40 . C41 . 1.385(3) yes C40 . H401 . 0.941 no C41 . C42 . 1.379(3) yes C41 . H411 . 0.943 no C42 . C43 . 1.387(2) yes C42 . H421 . 0.941 no C43 . H431 . 0.961 no C44 . C45 . 1.372(2) yes C44 . H441 . 0.927 no C45 . C46 . 1.477(2) yes C46 . C47 . 1.405(2) yes C46 . C55 . 1.393(3) yes C47 . O48 . 1.360(2) yes C47 . C52 . 1.393(3) yes O48 . C49 . 1.453(2) yes C49 . C50 . 1.509(3) yes C49 . C51 . 1.511(3) yes C49 . H491 . 0.989 no C50 . H502 . 0.982 no C50 . H503 . 0.978 no C50 . H501 . 0.976 no C51 . H511 . 0.981 no C51 . H513 . 0.973 no C51 . H512 . 0.965 no C52 . C53 . 1.385(3) yes C52 . H521 . 0.948 no C53 . C54 . 1.375(3) yes C53 . H531 . 0.954 no C54 . C55 . 1.386(3) yes C54 . H541 . 0.951 no C55 . H551 . 0.959 no Cl560 . C570 . 1.730(5) yes Cl561 . C571 . 1.661(6) yes C570 . Cl580 . 1.706(5) yes C570 . H5701 . 0.973 no C570 . H5702 . 0.973 no C571 . Cl581 . 1.663(6) yes C571 . H5711 . 0.983 no C571 . H5712 . 0.979 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N32 2_576 Mn1 . O2 2_576 86.56(4) yes N32 2_576 Mn1 . N7 2_576 79.46(4) yes O2 2_576 Mn1 . N7 2_576 81.24(4) yes N32 2_576 Mn1 . O2 . 93.44(4) yes O2 2_576 Mn1 . O2 . 179.994 yes N7 2_576 Mn1 . O2 . 98.76(4) yes N32 2_576 Mn1 . N7 . 100.54(4) yes O2 2_576 Mn1 . N7 . 98.76(4) yes N7 2_576 Mn1 . N7 . 179.995 yes O2 . Mn1 . N7 . 81.24(4) yes N32 2_576 Mn1 . N32 . 179.995 yes O2 2_576 Mn1 . N32 . 93.44(4) yes N7 2_576 Mn1 . N32 . 100.54(4) yes O2 . Mn1 . N32 . 86.56(4) yes N7 . Mn1 . N32 . 79.46(4) yes Mn1 . O2 . C3 . 123.59(10) yes O2 . C3 . O4 . 127.26(16) yes O2 . C3 . C5 . 116.33(13) yes O4 . C3 . C5 . 116.40(14) yes C3 . C5 . N6 . 112.37(12) yes C3 . C5 . N31 . 113.19(12) yes N6 . C5 . N31 . 109.31(12) yes C3 . C5 . H51 . 107.7 no N6 . C5 . H51 . 106.0 no N31 . C5 . H51 . 107.9 no C5 . N6 . N7 . 120.58(12) yes C5 . N6 . C10 . 126.86(13) yes N7 . N6 . C10 . 112.27(12) yes N6 . N7 . Mn1 . 111.95(9) yes N6 . N7 . C8 . 104.55(12) yes Mn1 . N7 . C8 . 142.66(10) yes N7 . C8 . C9 . 110.54(13) yes N7 . C8 . C21 . 121.82(14) yes C9 . C8 . C21 . 127.63(14) yes C8 . C9 . C10 . 106.71(14) yes C8 . C9 . H91 . 126.6 no C10 . C9 . H91 . 126.6 no C9 . C10 . N6 . 105.91(14) yes C9 . C10 . C11 . 129.79(14) yes N6 . C10 . C11 . 124.30(13) yes C10 . C11 . C12 . 122.34(16) yes C10 . C11 . C16 . 118.42(15) yes C12 . C11 . C16 . 119.22(16) yes C11 . C12 . C13 . 120.96(18) yes C11 . C12 . H121 . 118.7 no C13 . C12 . H121 . 120.3 no C12 . C13 . C14 . 119.12(18) yes C12 . C13 . H131 . 120.3 no C14 . C13 . H131 . 120.6 no C13 . C14 . C15 . 121.38(18) yes C13 . C14 . H141 . 119.1 no C15 . C14 . H141 . 119.6 no C14 . C15 . C16 . 119.73(19) yes C14 . C15 . H151 . 120.7 no C16 . C15 . H151 . 119.6 no C11 . C16 . C15 . 119.58(17) yes C11 . C16 . O17 . 114.87(15) yes C15 . C16 . O17 . 125.54(18) yes C16 . O17 . C18 . 121.60(16) yes O17 . C18 . C19 . 103.61(19) yes O17 . C18 . C20 . 110.1(2) yes C19 . C18 . C20 . 113.0(2) yes O17 . C18 . H181 . 107.6 no C19 . C18 . H181 . 111.3 no C20 . C18 . H181 . 110.9 no C18 . C19 . H193 . 108.6 no C18 . C19 . H191 . 110.2 no H193 . C19 . H191 . 109.8 no C18 . C19 . H192 . 108.4 no H193 . C19 . H192 . 109.9 no H191 . C19 . H192 . 109.9 no C18 . C20 . H201 . 110.0 no C18 . C20 . H202 . 109.9 no H201 . C20 . H202 . 108.6 no C18 . C20 . H203 . 112.4 no H201 . C20 . H203 . 107.7 no H202 . C20 . H203 . 108.1 no C8 . C21 . C22 . 120.64(14) yes C8 . C21 . C30 . 121.07(14) yes C22 . C21 . C30 . 118.27(14) yes C21 . C22 . O23 . 115.40(14) yes C21 . C22 . C27 . 120.26(15) yes O23 . C22 . C27 . 124.33(15) yes C22 . O23 . C24 . 121.28(13) yes O23 . C24 . C25 . 109.29(15) yes O23 . C24 . C26 . 104.84(14) yes C25 . C24 . C26 . 113.25(17) yes O23 . C24 . H241 . 109.3 no C25 . C24 . H241 . 109.6 no C26 . C24 . H241 . 110.4 no C24 . C25 . H252 . 109.7 no C24 . C25 . H253 . 110.8 no H252 . C25 . H253 . 109.2 no C24 . C25 . H251 . 110.1 no H252 . C25 . H251 . 108.4 no H253 . C25 . H251 . 108.6 no C24 . C26 . H261 . 110.0 no C24 . C26 . H263 . 109.5 no H261 . C26 . H263 . 109.9 no C24 . C26 . H262 . 110.4 no H261 . C26 . H262 . 109.1 no H263 . C26 . H262 . 108.0 no C22 . C27 . C28 . 120.03(16) yes C22 . C27 . H271 . 120.6 no C28 . C27 . H271 . 119.4 no C27 . C28 . C29 . 120.30(16) yes C27 . C28 . H281 . 119.3 no C29 . C28 . H281 . 120.3 no C28 . C29 . C30 . 119.76(16) yes C28 . C29 . H291 . 121.1 no C30 . C29 . H291 . 119.1 no C29 . C30 . C21 . 121.37(15) yes C29 . C30 . H301 . 119.2 no C21 . C30 . H301 . 119.4 no C5 . N31 . N32 . 119.72(12) yes C5 . N31 . C45 . 125.87(13) yes N32 . N31 . C45 . 111.60(12) yes Mn1 . N32 . N31 . 115.37(9) yes Mn1 . N32 . C33 . 132.40(10) yes N31 . N32 . C33 . 105.06(13) yes N32 . C33 . C34 . 121.25(15) yes N32 . C33 . C44 . 110.54(14) yes C34 . C33 . C44 . 128.04(15) yes C33 . C34 . C35 . 121.12(16) yes C33 . C34 . C43 . 119.95(15) yes C35 . C34 . C43 . 118.84(15) yes C34 . C35 . O36 . 121.47(15) yes C34 . C35 . C40 . 119.96(17) yes O36 . C35 . C40 . 118.50(16) yes C35 . O36 . C37 . 115.83(14) yes O36 . C37 . C38 . 105.18(17) yes O36 . C37 . C39 . 110.91(16) yes C38 . C37 . C39 . 113.54(18) yes O36 . C37 . H371 . 108.6 no C38 . C37 . H371 . 109.5 no C39 . C37 . H371 . 109.0 no C37 . C38 . H383 . 110.6 no C37 . C38 . H381 . 109.4 no H383 . C38 . H381 . 108.3 no C37 . C38 . H382 . 109.5 no H383 . C38 . H382 . 108.1 no H381 . C38 . H382 . 110.9 no C37 . C39 . H391 . 108.9 no C37 . C39 . H392 . 106.6 no H391 . C39 . H392 . 109.3 no C37 . C39 . H393 . 110.4 no H391 . C39 . H393 . 111.1 no H392 . C39 . H393 . 110.5 no C35 . C40 . C41 . 120.29(18) yes C35 . C40 . H401 . 118.3 no C41 . C40 . H401 . 121.4 no C40 . C41 . C42 . 120.35(17) yes C40 . C41 . H411 . 118.9 no C42 . C41 . H411 . 120.8 no C41 . C42 . C43 . 119.42(18) yes C41 . C42 . H421 . 120.2 no C43 . C42 . H421 . 120.4 no C34 . C43 . C42 . 121.09(17) yes C34 . C43 . H431 . 118.5 no C42 . C43 . H431 . 120.3 no C33 . C44 . C45 . 106.53(14) yes C33 . C44 . H441 . 127.4 no C45 . C44 . H441 . 126.0 no C44 . C45 . N31 . 106.23(14) yes C44 . C45 . C46 . 128.71(15) yes N31 . C45 . C46 . 125.06(14) yes C45 . C46 . C47 . 122.07(15) yes C45 . C46 . C55 . 118.65(15) yes C47 . C46 . C55 . 119.07(16) yes C46 . C47 . O48 . 114.95(15) yes C46 . C47 . C52 . 119.58(17) yes O48 . C47 . C52 . 125.43(16) yes C47 . O48 . C49 . 120.12(13) yes O48 . C49 . C50 . 104.75(14) yes O48 . C49 . C51 . 110.52(14) yes C50 . C49 . C51 . 112.07(17) yes O48 . C49 . H491 . 107.7 no C50 . C49 . H491 . 110.5 no C51 . C49 . H491 . 111.1 no C49 . C50 . H502 . 109.3 no C49 . C50 . H503 . 109.5 no H502 . C50 . H503 . 108.3 no C49 . C50 . H501 . 111.4 no H502 . C50 . H501 . 109.7 no H503 . C50 . H501 . 108.6 no C49 . C51 . H511 . 109.6 no C49 . C51 . H513 . 109.2 no H511 . C51 . H513 . 109.9 no C49 . C51 . H512 . 110.2 no H511 . C51 . H512 . 108.1 no H513 . C51 . H512 . 109.8 no C47 . C52 . C53 . 119.88(18) yes C47 . C52 . H521 . 121.0 no C53 . C52 . H521 . 119.1 no C52 . C53 . C54 . 121.15(18) yes C52 . C53 . H531 . 118.3 no C54 . C53 . H531 . 120.6 no C53 . C54 . C55 . 119.30(19) yes C53 . C54 . H541 . 120.6 no C55 . C54 . H541 . 120.1 no C46 . C55 . C54 . 121.02(18) yes C46 . C55 . H551 . 117.8 no C54 . C55 . H551 . 121.2 no Cl560 . C570 . Cl580 . 115.30(7) yes Cl560 . C570 . H5701 . 105.6 no Cl580 . C570 . H5701 . 102.0 no Cl560 . C570 . H5702 . 113.1 no Cl580 . C570 . H5702 . 111.2 no H5701 . C570 . H5702 . 108.6 no Cl561 . C571 . Cl581 . 115.33(7) yes Cl561 . C571 . H5711 . 108.9 no Cl581 . C571 . H5711 . 109.1 no Cl561 . C571 . H5712 . 105.5 no Cl581 . C571 . H5712 . 105.8 no H5711 . C571 . H5712 . 112.3 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C5 . H51 . O48 . 120.76 0.961 2.4739 3.078(3) yes C19 . H193 . C22 2_675 169.97 0.978 2.566 3.534(3) yes C30 . H301 . O2 2_576 141.83 0.940 2.3156 3.109(3) yes C37 . H371 . C33 . 120.29 0.998 2.544 3.167(3) yes _iucr_refine_instruction_details_constraints ; # # Punched on 17/02/11 at 19:44:04 # #LIST 12 BLOCK SCALE X'S, U'S EQUIV PART(1001,OCC) PART(1002,OCC) WEIGHT -1 PART(1002,OCC) REM RIDE CL ( 560,U'S) CL ( 561,U'S) RIDE C ( 5,X'S) H ( 51,X'S) RIDE C ( 9,X'S) H ( 91,X'S) RIDE C ( 12,X'S) H ( 121,X'S) RIDE C ( 13,X'S) H ( 131,X'S) RIDE C ( 14,X'S) H ( 141,X'S) RIDE C ( 15,X'S) H ( 151,X'S) RIDE C ( 18,X'S) H ( 181,X'S) RIDE C ( 19,X'S) H ( 193,X'S) H ( 191,X'S) H ( 192,X'S) RIDE C ( 20,X'S) H ( 201,X'S) H ( 202,X'S) H ( 203,X'S) RIDE C ( 24,X'S) H ( 241,X'S) RIDE C ( 25,X'S) H ( 252,X'S) H ( 253,X'S) H ( 251,X'S) RIDE C ( 26,X'S) H ( 261,X'S) H ( 263,X'S) H ( 262,X'S) RIDE C ( 27,X'S) H ( 271,X'S) RIDE C ( 28,X'S) H ( 281,X'S) RIDE C ( 29,X'S) H ( 291,X'S) RIDE C ( 30,X'S) H ( 301,X'S) RIDE C ( 37,X'S) H ( 371,X'S) RIDE C ( 38,X'S) H ( 383,X'S) H ( 381,X'S) H ( 382,X'S) RIDE C ( 39,X'S) H ( 391,X'S) H ( 392,X'S) H ( 393,X'S) RIDE C ( 40,X'S) H ( 401,X'S) RIDE C ( 41,X'S) H ( 411,X'S) RIDE C ( 42,X'S) H ( 421,X'S) RIDE C ( 43,X'S) H ( 431,X'S) RIDE C ( 44,X'S) H ( 441,X'S) RIDE C ( 49,X'S) H ( 491,X'S) RIDE C ( 50,X'S) H ( 502,X'S) H ( 503,X'S) H ( 501,X'S) RIDE C ( 51,X'S) H ( 511,X'S) H ( 513,X'S) H ( 512,X'S) RIDE C ( 52,X'S) H ( 521,X'S) RIDE C ( 53,X'S) H ( 531,X'S) RIDE C ( 54,X'S) H ( 541,X'S) RIDE C ( 55,X'S) H ( 551,X'S) RIDE C ( 570,X'S) H (5701,X'S) H (5702,X'S) RIDE C ( 571,X'S) H (5711,X'S) H (5712,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 17/02/11 at 19:44:04 # #LIST 16 SAME CL(560) C(570) CL(580) AND CONT CL(580) C(570) CL(560) AND CONT CL(561) C(571) CL(581) AND CONT CL(581) C(571) CL(561) SIMU 0.01 CL(560) C(570) CL(580) AND CONT CL(580) C(570) CL(560) AND CONT CL(561) C(571) CL(581) AND CONT CL(581) C(571) CL(561) DELU 0.01 CL(560) C(570) CL(580) AND CONT CL(580) C(570) CL(560) AND CONT CL(561) C(571) CL(581) AND CONT CL(581) C(571) CL(561) REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _chemical_name_common . #============================================================================== data_15 _database_code_depnum_ccdc_archive 'CCDC 896646' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 12-04-17 _audit_creation_method CRYSTALS_ver_14.40 _oxford_structure_analysis_title 014mwj12 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 13.8206(2) _cell_length_b 12.3235(2) _cell_length_c 15.5858(2) _cell_angle_alpha 90 _cell_angle_beta 95.0494(6) _cell_angle_gamma 90 _cell_volume 2644.24(7) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x,-y+1/2,z+1/2 -x,y+1/2,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C64 H44 Fe1 N8 O4 # Dc = 1.31 Fooo = 1088.00 Mu = 3.43 M = 522.48 # Found Formula = C64 H46 Fe1 N8 O4 # Dc = 1.31 FOOO = 1088.00 Mu = 3.44 M = 523.48 _chemical_formula_sum 'C64 H46 Fe1 N8 O4' _chemical_formula_moiety 'C64 H46 Fe1 N8 O4' _chemical_compound_source . _chemical_formula_weight 1046.97 _cell_measurement_reflns_used 6964 _cell_measurement_theta_min 5 _cell_measurement_theta_max 29 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour clear_pale_green _exptl_crystal_size_min 0.100 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_max 0.200 _exptl_crystal_density_diffrn 1.315 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 0.344 # Sheldrick geometric approximatio 0.94 0.97 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.92 _exptl_absorpt_correction_T_max 0.97 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 58363 _reflns_number_total 6705 _diffrn_reflns_av_R_equivalents 0.020 # Number of reflections without Friedels Law is 13090 # Number of reflections with Friedels Law is 6705 # Theoretical number of reflections is about 6768 _diffrn_reflns_theta_min 5.134 _diffrn_reflns_theta_max 28.599 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.027 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -18 _reflns_limit_h_max 18 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _oxford_diffrn_Wilson_B_factor 2.22 _oxford_diffrn_Wilson_scale 4.88 _atom_sites_solution_primary Other #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.37 _refine_diff_density_max 0.40 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 6705 _refine_ls_number_restraints 256 _refine_ls_number_parameters 403 _oxford_refine_ls_R_factor_ref 0.0516 _refine_ls_wR_factor_ref 0.0941 _refine_ls_goodness_of_fit_ref 0.9298 _refine_ls_shift/su_max 0.0034395 _refine_ls_shift/su_mean 0.0001825 # The values computed with all filters except I/sigma _oxford_reflns_number_all 6705 _refine_ls_R_factor_all 0.0516 _refine_ls_wR_factor_all 0.0941 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5355 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_gt 0.0800 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr #undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 17.8 26.3 12.6 3.22 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786-790. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Fe1 Fe 1.0000 0.0000 0.5000 0.0200 1.0000 Uani S . . . . . N1 N 0.87655(8) 0.20042(10) 0.52921(8) 0.0207 1.0000 Uani . . . . . . N2 N 0.97383(8) 0.17634(10) 0.53412(8) 0.0212 1.0000 Uani . . . . . . N3 N 0.81105(8) 0.08438(10) 0.41283(8) 0.0217 1.0000 Uani . . . . . . N4 N 0.89069(9) 0.02878(10) 0.38995(8) 0.0218 1.0000 Uani . . . . . . O1 O 0.88392(7) -0.03622(9) 0.56535(7) 0.0238 1.0000 Uani . . . . . . O2 O 0.74054(9) 0.01159(11) 0.60986(9) 0.0388 1.0000 Uani . . . . . . C1 C 0.80389(10) 0.11963(12) 0.50096(9) 0.0211 1.0000 Uani . . . . . . C2 C 0.80837(10) 0.02263(12) 0.56468(10) 0.0238 1.0000 Uani . . . . . . C3 C 1.01812(10) 0.26711(12) 0.56594(9) 0.0234 1.0000 Uani . . . . . . C4 C 0.94908(11) 0.34737(13) 0.58106(10) 0.0274 1.0000 Uani . . . . . . C5 C 0.85966(10) 0.30251(12) 0.55847(9) 0.0236 1.0000 Uani . . . . . . C6 C 1.12398(10) 0.27912(12) 0.58773(10) 0.0253 1.0000 Uani . . . . . . C7 C 1.15430(12) 0.34536(16) 0.65724(12) 0.0379 1.0000 Uani . . . . . . C8 C 1.25218(14) 0.35941(19) 0.68327(14) 0.0473 1.0000 Uani . . . . . . C9 C 1.32095(13) 0.30646(18) 0.64002(13) 0.0440 1.0000 Uani . . . . . . C10 C 1.29233(12) 0.24134(17) 0.57005(13) 0.0412 1.0000 Uani . . . . . . C11 C 1.19425(11) 0.22789(14) 0.54341(12) 0.0330 1.0000 Uani . . . . . . C12 C 0.76196(11) 0.34694(13) 0.56748(10) 0.0253 1.0000 Uani . . . . . . C13 C 0.73767(12) 0.44984(14) 0.53527(11) 0.0330 1.0000 Uani . . . . . . C14 C 0.64688(14) 0.49323(16) 0.54668(13) 0.0406 1.0000 Uani . . . . . . C15 C 0.58079(13) 0.43512(17) 0.58961(13) 0.0420 1.0000 Uani . . . . . . C16 C 0.60473(12) 0.33372(16) 0.62275(12) 0.0377 1.0000 Uani . . . . . . C17 C 0.69535(11) 0.28967(14) 0.61226(11) 0.0301 1.0000 Uani . . . . . . C18 C 0.86501(11) -0.00883(12) 0.31024(9) 0.0237 1.0000 Uani . . . . . . C19 C 0.76870(11) 0.01981(14) 0.28353(10) 0.0298 1.0000 Uani . . . . . . C20 C 0.73572(10) 0.07921(12) 0.34957(10) 0.0267 1.0000 Uani D . . . . . C21 C 0.93102(12) -0.07278(13) 0.26086(9) 0.0263 1.0000 Uani . . . . . . C22 C 1.03001(12) -0.05172(14) 0.26629(10) 0.0292 1.0000 Uani . . . . . . C23 C 1.09183(14) -0.11618(16) 0.22230(11) 0.0388 1.0000 Uani . . . . . . C24 C 1.05460(16) -0.20120(17) 0.17210(13) 0.0452 1.0000 Uani . . . . . . C25 C 0.95635(16) -0.22132(17) 0.16441(13) 0.0468 1.0000 Uani . . . . . . C26 C 0.89400(14) -0.15683(15) 0.20802(11) 0.0380 1.0000 Uani . . . . . . C27 C 0.6420(2) 0.1375(2) 0.3567(6) 0.0317 0.6024 Uani D . . 1 1 . C28 C 0.5573(3) 0.0791(3) 0.3623(5) 0.0488 0.6024 Uani D . . 1 1 . C29 C 0.4685(3) 0.1344(4) 0.3637(5) 0.0597 0.6024 Uani D . . 1 1 . C30 C 0.4663(3) 0.2449(4) 0.3596(5) 0.0610 0.6024 Uani D . . 1 1 . C31 C 0.5496(4) 0.3032(3) 0.3528(4) 0.0624 0.6024 Uani D . . 1 1 . C32 C 0.6388(3) 0.2496(3) 0.3518(4) 0.0479 0.6024 Uani D . . 1 1 . C33 C 0.6380(3) 0.1208(3) 0.3564(9) 0.0332 0.3976 Uani D . . 1 2 . C34 C 0.5593(4) 0.0513(4) 0.3469(6) 0.0408 0.3976 Uani D . . 1 2 . C35 C 0.4660(4) 0.0917(5) 0.3532(6) 0.0513 0.3976 Uani D . . 1 2 . C36 C 0.4524(4) 0.2005(6) 0.3654(7) 0.0557 0.3976 Uani D . . 1 2 . C37 C 0.5298(4) 0.2700(5) 0.3751(5) 0.0553 0.3976 Uani D . . 1 2 . C38 C 0.6238(4) 0.2305(4) 0.3712(6) 0.0433 0.3976 Uani D . . 1 2 . H11 H 0.7404 0.1550 0.5020 0.0243 1.0000 Uiso R . . . . . H41 H 0.9614 0.4184 0.6034 0.0338 1.0000 Uiso R . . . . . H71 H 1.1068 0.3818 0.6892 0.0460 1.0000 Uiso R . . . . . H81 H 1.2707 0.4038 0.7313 0.0573 1.0000 Uiso R . . . . . H91 H 1.3881 0.3143 0.6585 0.0536 1.0000 Uiso R . . . . . H101 H 1.3391 0.2051 0.5384 0.0499 1.0000 Uiso R . . . . . H111 H 1.1744 0.1830 0.4952 0.0397 1.0000 Uiso R . . . . . H131 H 0.7832 0.4895 0.5065 0.0409 1.0000 Uiso R . . . . . H141 H 0.6312 0.5644 0.5259 0.0496 1.0000 Uiso R . . . . . H151 H 0.5184 0.4645 0.5952 0.0505 1.0000 Uiso R . . . . . H161 H 0.5593 0.2945 0.6543 0.0459 1.0000 Uiso R . . . . . H171 H 0.7121 0.2197 0.6349 0.0362 1.0000 Uiso R . . . . . H191 H 0.7343 0.0057 0.2297 0.0366 1.0000 Uiso R . . . . . H221 H 1.0558 0.0069 0.2993 0.0358 1.0000 Uiso R . . . . . H231 H 1.1605 -0.1004 0.2269 0.0467 1.0000 Uiso R . . . . . H241 H 1.0979 -0.2460 0.1421 0.0544 1.0000 Uiso R . . . . . H251 H 0.9298 -0.2797 0.1297 0.0565 1.0000 Uiso R . . . . . H261 H 0.8268 -0.1705 0.2029 0.0448 1.0000 Uiso R . . . . . H281 H 0.5606 0.0018 0.3677 0.0533 0.6024 Uiso R . . 1 1 . H291 H 0.4105 0.0967 0.3687 0.0695 0.6024 Uiso R . . 1 1 . H301 H 0.4069 0.2821 0.3617 0.0709 0.6024 Uiso R . . 1 1 . H311 H 0.5474 0.3801 0.3497 0.0731 0.6024 Uiso R . . 1 1 . H321 H 0.6975 0.2900 0.3459 0.0602 0.6024 Uiso R . . 1 1 . H341 H 0.5691 -0.0240 0.3354 0.0540 0.3976 Uiso R . . 1 2 . H351 H 0.4130 0.0442 0.3495 0.0652 0.3976 Uiso R . . 1 2 . H361 H 0.3893 0.2282 0.3680 0.0681 0.3976 Uiso R . . 1 2 . H371 H 0.5198 0.3440 0.3858 0.0662 0.3976 Uiso R . . 1 2 . H381 H 0.6779 0.2783 0.3792 0.0477 0.3976 Uiso R . . 1 2 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01778(13) 0.02070(13) 0.02169(13) 0.00029(11) 0.00300(10) 0.00131(11) N1 0.0158(5) 0.0201(6) 0.0261(6) -0.0010(5) 0.0022(4) 0.0014(4) N2 0.0158(5) 0.0230(6) 0.0249(6) 0.0004(5) 0.0020(4) 0.0011(4) N3 0.0183(5) 0.0240(6) 0.0229(6) -0.0012(5) 0.0022(4) 0.0015(4) N4 0.0203(5) 0.0227(6) 0.0227(6) -0.0007(4) 0.0032(4) 0.0020(4) O1 0.0222(5) 0.0238(5) 0.0261(5) 0.0019(4) 0.0061(4) 0.0018(4) O2 0.0298(6) 0.0426(7) 0.0468(7) 0.0136(6) 0.0186(5) 0.0037(5) C1 0.0169(6) 0.0231(6) 0.0235(6) -0.0018(5) 0.0036(5) -0.0005(5) C2 0.0211(6) 0.0251(7) 0.0255(7) -0.0008(5) 0.0044(5) -0.0024(5) C3 0.0198(6) 0.0242(7) 0.0264(7) -0.0017(5) 0.0027(5) -0.0005(5) C4 0.0237(7) 0.0235(7) 0.0349(8) -0.0038(6) 0.0025(6) 0.0012(6) C5 0.0221(7) 0.0223(7) 0.0264(7) -0.0012(5) 0.0025(5) 0.0023(5) C6 0.0197(6) 0.0253(7) 0.0311(7) 0.0013(6) 0.0026(5) -0.0018(5) C7 0.0263(8) 0.0480(10) 0.0390(9) -0.0127(8) 0.0005(7) -0.0019(7) C8 0.0291(9) 0.0625(13) 0.0490(11) -0.0171(10) -0.0046(8) -0.0067(9) C9 0.0220(8) 0.0574(12) 0.0516(11) -0.0006(9) -0.0026(7) -0.0057(8) C10 0.0216(8) 0.0470(10) 0.0556(11) -0.0044(9) 0.0061(7) 0.0008(7) C11 0.0216(7) 0.0338(8) 0.0438(9) -0.0060(7) 0.0035(6) -0.0008(6) C12 0.0217(7) 0.0264(7) 0.0275(7) -0.0039(6) 0.0004(5) 0.0045(5) C13 0.0313(8) 0.0301(8) 0.0373(8) 0.0006(7) 0.0010(6) 0.0064(7) C14 0.0383(9) 0.0347(9) 0.0475(10) 0.0004(8) -0.0036(8) 0.0166(8) C15 0.0245(8) 0.0472(11) 0.0534(11) -0.0080(9) -0.0011(7) 0.0153(7) C16 0.0241(8) 0.0425(10) 0.0470(10) -0.0068(8) 0.0062(7) 0.0047(7) C17 0.0245(7) 0.0300(8) 0.0360(8) -0.0034(6) 0.0039(6) 0.0046(6) C18 0.0250(7) 0.0244(7) 0.0218(6) 0.0002(5) 0.0024(5) -0.0005(6) C19 0.0260(7) 0.0377(9) 0.0248(7) -0.0029(6) -0.0023(6) 0.0021(6) C20 0.0207(7) 0.0319(8) 0.0270(7) -0.0001(6) -0.0010(5) 0.0005(6) C21 0.0326(8) 0.0256(7) 0.0205(6) 0.0005(5) 0.0017(6) 0.0048(6) C22 0.0325(8) 0.0317(8) 0.0242(7) -0.0039(6) 0.0058(6) 0.0017(6) C23 0.0371(9) 0.0464(10) 0.0338(8) -0.0052(8) 0.0087(7) 0.0085(8) C24 0.0556(12) 0.0424(10) 0.0391(9) -0.0105(8) 0.0132(8) 0.0133(9) C25 0.0606(13) 0.0398(10) 0.0404(10) -0.0192(8) 0.0065(9) 0.0008(9) C26 0.0421(10) 0.0372(9) 0.0345(9) -0.0096(7) 0.0020(7) -0.0019(8) C27 0.0186(17) 0.0434(17) 0.032(2) -0.0053(18) -0.0028(16) 0.0049(13) C28 0.0299(19) 0.062(2) 0.054(3) -0.006(2) 0.0039(17) -0.0005(17) C29 0.0301(19) 0.078(3) 0.070(3) -0.012(3) 0.0010(18) 0.000(2) C30 0.036(2) 0.078(3) 0.067(3) -0.021(3) -0.003(2) 0.022(2) C31 0.052(2) 0.058(3) 0.077(3) -0.014(2) 0.004(2) 0.022(2) C32 0.039(2) 0.0450(19) 0.060(3) -0.0076(19) 0.0044(18) 0.0147(16) C33 0.027(3) 0.050(3) 0.022(3) -0.005(3) -0.001(2) 0.007(2) C34 0.023(2) 0.068(3) 0.030(3) 0.000(3) -0.0003(18) -0.002(2) C35 0.022(2) 0.086(5) 0.046(3) -0.006(3) 0.002(2) -0.003(3) C36 0.025(3) 0.088(5) 0.052(3) -0.013(4) -0.006(2) 0.015(3) C37 0.035(3) 0.074(4) 0.056(3) -0.013(3) -0.005(3) 0.024(3) C38 0.027(2) 0.060(3) 0.041(3) -0.009(3) -0.005(2) 0.012(2) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.4405(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 . N4 2_756 2.2122(12) yes Fe1 . N2 2_756 2.2737(12) yes Fe1 . O1 2_756 2.0243(10) yes Fe1 . N2 . 2.2737(12) yes Fe1 . N4 . 2.2122(12) yes Fe1 . O1 . 2.0243(10) yes N1 . N2 . 1.3724(15) yes N1 . C1 . 1.4546(18) yes N1 . C5 . 1.3652(18) yes N2 . C3 . 1.3486(18) yes N3 . N4 . 1.3702(16) yes N3 . C1 . 1.4522(18) yes N3 . C20 . 1.3709(18) yes N4 . C18 . 1.3441(18) yes O1 . C2 . 1.2707(18) yes O2 . C2 . 1.2285(18) yes C1 . C2 . 1.552(2) yes C1 . H11 . 0.981 no C3 . C4 . 1.409(2) yes C3 . C6 . 1.4799(19) yes C4 . C5 . 1.371(2) yes C4 . H41 . 0.951 no C5 . C12 . 1.4751(19) yes C6 . C7 . 1.391(2) yes C6 . C11 . 1.392(2) yes C7 . C8 . 1.388(2) yes C7 . H71 . 0.968 no C8 . C9 . 1.377(3) yes C8 . H81 . 0.944 no C9 . C10 . 1.383(3) yes C9 . H91 . 0.952 no C10 . C11 . 1.392(2) yes C10 . H101 . 0.958 no C11 . H111 . 0.954 no C12 . C13 . 1.394(2) yes C12 . C17 . 1.395(2) yes C13 . C14 . 1.390(2) yes C13 . H131 . 0.942 no C14 . C15 . 1.379(3) yes C14 . H141 . 0.954 no C15 . C16 . 1.381(3) yes C15 . H151 . 0.946 no C16 . C17 . 1.388(2) yes C16 . H161 . 0.961 no C17 . H171 . 0.953 no C18 . C19 . 1.404(2) yes C18 . C21 . 1.473(2) yes C19 . C20 . 1.373(2) yes C19 . H191 . 0.943 no C20 . C27 . 1.494(3) yes C20 . C33 . 1.457(5) yes C21 . C22 . 1.388(2) yes C21 . C26 . 1.392(2) yes C22 . C23 . 1.391(2) yes C22 . H221 . 0.939 no C23 . C24 . 1.380(3) yes C23 . H231 . 0.965 no C24 . C25 . 1.375(3) yes C24 . H241 . 0.964 no C25 . C26 . 1.392(3) yes C25 . H251 . 0.954 no C26 . H261 . 0.940 no C27 . C28 . 1.383(4) yes C27 . C32 . 1.384(4) yes C28 . C29 . 1.405(4) yes C28 . H281 . 0.957 no C29 . C30 . 1.364(4) yes C29 . H291 . 0.936 no C30 . C31 . 1.369(4) yes C30 . H301 . 0.943 no C31 . C32 . 1.399(4) yes C31 . H311 . 0.949 no C32 . H321 . 0.963 no C33 . C34 . 1.382(5) yes C33 . C38 . 1.388(5) yes C34 . C35 . 1.394(5) yes C34 . H341 . 0.957 no C35 . C36 . 1.369(5) yes C35 . H351 . 0.936 no C36 . C37 . 1.369(5) yes C36 . H361 . 0.940 no C37 . C38 . 1.393(5) yes C37 . H371 . 0.940 no C38 . H381 . 0.952 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N4 2_756 Fe1 . N2 2_756 85.20(4) yes N4 2_756 Fe1 . O1 2_756 84.73(4) yes N2 2_756 Fe1 . O1 2_756 86.77(4) yes N4 2_756 Fe1 . N2 . 94.80(4) yes N2 2_756 Fe1 . N2 . 179.995 yes O1 2_756 Fe1 . N2 . 93.23(4) yes N4 2_756 Fe1 . N4 . 179.995 yes N2 2_756 Fe1 . N4 . 94.80(4) yes O1 2_756 Fe1 . N4 . 95.27(4) yes N2 . Fe1 . N4 . 85.20(4) yes N4 2_756 Fe1 . O1 . 95.27(4) yes N2 2_756 Fe1 . O1 . 93.23(4) yes O1 2_756 Fe1 . O1 . 179.994 yes N2 . Fe1 . O1 . 86.77(4) yes N4 . Fe1 . O1 . 84.73(4) yes N2 . N1 . C1 . 121.04(11) yes N2 . N1 . C5 . 112.09(11) yes C1 . N1 . C5 . 126.74(12) yes Fe1 . N2 . N1 . 111.65(8) yes Fe1 . N2 . C3 . 143.36(10) yes N1 . N2 . C3 . 104.59(11) yes N4 . N3 . C1 . 121.26(11) yes N4 . N3 . C20 . 111.48(12) yes C1 . N3 . C20 . 125.70(12) yes Fe1 . N4 . N3 . 112.82(8) yes Fe1 . N4 . C18 . 140.18(10) yes N3 . N4 . C18 . 105.08(11) yes Fe1 . O1 . C2 . 123.86(9) yes N1 . C1 . N3 . 112.85(11) yes N1 . C1 . C2 . 110.24(11) yes N3 . C1 . C2 . 111.88(11) yes N1 . C1 . H11 . 106.6 no N3 . C1 . H11 . 106.5 no C2 . C1 . H11 . 108.5 no C1 . C2 . O1 . 115.55(12) yes C1 . C2 . O2 . 117.56(13) yes O1 . C2 . O2 . 126.87(14) yes N2 . C3 . C4 . 110.59(13) yes N2 . C3 . C6 . 125.10(13) yes C4 . C3 . C6 . 124.19(13) yes C3 . C4 . C5 . 106.41(13) yes C3 . C4 . H41 . 127.2 no C5 . C4 . H41 . 126.3 no C4 . C5 . N1 . 106.30(12) yes C4 . C5 . C12 . 129.62(14) yes N1 . C5 . C12 . 123.96(13) yes C3 . C6 . C7 . 117.47(14) yes C3 . C6 . C11 . 124.03(14) yes C7 . C6 . C11 . 118.49(14) yes C6 . C7 . C8 . 121.31(17) yes C6 . C7 . H71 . 120.0 no C8 . C7 . H71 . 118.6 no C7 . C8 . C9 . 119.64(18) yes C7 . C8 . H81 . 119.5 no C9 . C8 . H81 . 120.8 no C8 . C9 . C10 . 119.93(16) yes C8 . C9 . H91 . 120.0 no C10 . C9 . H91 . 120.1 no C9 . C10 . C11 . 120.50(17) yes C9 . C10 . H101 . 121.2 no C11 . C10 . H101 . 118.3 no C10 . C11 . C6 . 120.11(16) yes C10 . C11 . H111 . 120.6 no C6 . C11 . H111 . 119.3 no C5 . C12 . C13 . 119.79(14) yes C5 . C12 . C17 . 120.65(14) yes C13 . C12 . C17 . 119.46(14) yes C12 . C13 . C14 . 119.70(17) yes C12 . C13 . H131 . 119.6 no C14 . C13 . H131 . 120.7 no C13 . C14 . C15 . 120.42(17) yes C13 . C14 . H141 . 119.4 no C15 . C14 . H141 . 120.2 no C14 . C15 . C16 . 120.28(16) yes C14 . C15 . H151 . 119.6 no C16 . C15 . H151 . 120.1 no C15 . C16 . C17 . 119.91(17) yes C15 . C16 . H161 . 120.0 no C17 . C16 . H161 . 120.1 no C12 . C17 . C16 . 120.22(16) yes C12 . C17 . H171 . 119.6 no C16 . C17 . H171 . 120.2 no N4 . C18 . C19 . 110.71(13) yes N4 . C18 . C21 . 122.84(13) yes C19 . C18 . C21 . 126.44(13) yes C18 . C19 . C20 . 106.27(13) yes C18 . C19 . H191 . 127.4 no C20 . C19 . H191 . 126.2 no C19 . C20 . N3 . 106.42(13) yes C19 . C20 . C27 . 131.2(4) yes N3 . C20 . C27 . 122.2(4) yes C19 . C20 . N3 . 106.42(13) yes C19 . C20 . C33 . 127.8(5) yes N3 . C20 . C33 . 125.5(5) yes C18 . C21 . C22 . 121.38(14) yes C18 . C21 . C26 . 119.67(15) yes C22 . C21 . C26 . 118.95(15) yes C21 . C22 . C23 . 120.55(16) yes C21 . C22 . H221 . 120.1 no C23 . C22 . H221 . 119.3 no C22 . C23 . C24 . 119.91(18) yes C22 . C23 . H231 . 119.4 no C24 . C23 . H231 . 120.7 no C23 . C24 . C25 . 120.16(17) yes C23 . C24 . H241 . 119.6 no C25 . C24 . H241 . 120.3 no C24 . C25 . C26 . 120.22(18) yes C24 . C25 . H251 . 120.9 no C26 . C25 . H251 . 118.9 no C25 . C26 . C21 . 120.15(18) yes C25 . C26 . H261 . 120.4 no C21 . C26 . H261 . 119.5 no C20 . C27 . C28 . 119.95(6) yes C20 . C27 . C32 . 119.97(6) yes C28 . C27 . C32 . 119.93(6) yes C27 . C28 . C29 . 119.61(6) yes C27 . C28 . H281 . 119.3 no C29 . C28 . H281 . 121.1 no C28 . C29 . C30 . 119.96(6) yes C28 . C29 . H291 . 121.1 no C30 . C29 . H291 . 118.9 no C29 . C30 . C31 . 120.81(6) yes C29 . C30 . H301 . 119.9 no C31 . C30 . H301 . 119.3 no C30 . C31 . C32 . 120.02(6) yes C30 . C31 . H311 . 120.3 no C32 . C31 . H311 . 119.7 no C31 . C32 . C27 . 119.66(6) yes C31 . C32 . H321 . 120.5 no C27 . C32 . H321 . 119.9 no C20 . C33 . C34 . 119.97(6) yes C20 . C33 . C38 . 120.02(6) yes C34 . C33 . C38 . 120.00(5) yes C33 . C34 . C35 . 119.63(6) yes C33 . C34 . H341 . 119.9 no C35 . C34 . H341 . 120.5 no C34 . C35 . C36 . 119.97(6) yes C34 . C35 . H351 . 119.7 no C36 . C35 . H351 . 120.3 no C35 . C36 . C37 . 120.80(6) yes C35 . C36 . H361 . 120.1 no C37 . C36 . H361 . 119.1 no C36 . C37 . C38 . 119.95(6) yes C36 . C37 . H371 . 120.1 no C38 . C37 . H371 . 120.0 no C37 . C38 . C33 . 119.59(6) yes C37 . C38 . H381 . 120.2 no C33 . C38 . H381 . 120.2 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C1 . H11 . C17 . 125.60 0.981 2.507 3.179(4) yes C11 . H111 . O1 2_756 154.05 0.954 2.163 3.049(4) yes C22 . H221 . O1 2_756 137.37 0.939 2.229 2.988(4) yes C25 . H251 . O1 3_544 165.56 0.954 2.538 3.470(4) yes C29 . H291 . O2 2_656 176.27 0.936 2.524 3.459(4) yes C35 . H291 . O2 2_656 143.1 0.827 2.524 3.224(4) yes C35 . H351 . O2 2_656 151.66 0.936 2.369 3.224(4) yes _iucr_refine_instruction_details_constraints ; # # Punched on 17/04/12 at 22:23:14 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 1,X'S) H ( 11,X'S) RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 7,X'S) H ( 71,X'S) RIDE C ( 8,X'S) H ( 81,X'S) RIDE C ( 9,X'S) H ( 91,X'S) RIDE C ( 10,X'S) H ( 101,X'S) RIDE C ( 11,X'S) H ( 111,X'S) RIDE C ( 13,X'S) H ( 131,X'S) RIDE C ( 14,X'S) H ( 141,X'S) RIDE C ( 15,X'S) H ( 151,X'S) RIDE C ( 16,X'S) H ( 161,X'S) RIDE C ( 17,X'S) H ( 171,X'S) RIDE C ( 19,X'S) H ( 191,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 23,X'S) H ( 231,X'S) RIDE C ( 24,X'S) H ( 241,X'S) RIDE C ( 25,X'S) H ( 251,X'S) RIDE C ( 26,X'S) H ( 261,X'S) RIDE C ( 28,X'S) H ( 281,X'S) RIDE C ( 29,X'S) H ( 291,X'S) RIDE C ( 30,X'S) H ( 301,X'S) RIDE C ( 31,X'S) H ( 311,X'S) RIDE C ( 32,X'S) H ( 321,X'S) RIDE C ( 34,X'S) H ( 341,X'S) RIDE C ( 35,X'S) H ( 351,X'S) RIDE C ( 36,X'S) H ( 361,X'S) RIDE C ( 37,X'S) H ( 371,X'S) RIDE C ( 38,X'S) H ( 381,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 17/04/12 at 22:23:14 # #LIST 16 SAME C(20) C(27) C(28) C(29) C(30) C(31) C(32) AND CONT C(20) C(27) C(32) C(31) C(30) C(29) C(28) AND CONT C(20) C(33) C(34) C(35) C(36) C(37) C(38) AND CONT C(20) C(33) C(38) C(37) C(36) C(35) C(34) SIMU 0.01 C(20) C(27) C(28) C(29) C(30) C(31) C(32) AND CONT C(20) C(27) C(32) C(31) C(30) C(29) C(28) AND CONT C(20) C(33) C(34) C(35) C(36) C(37) C(38) AND CONT C(20) C(33) C(38) C(37) C(36) C(35) C(34) DELU 0.01 C(20) C(27) C(28) C(29) C(30) C(31) C(32) AND CONT C(20) C(27) C(32) C(31) C(30) C(29) C(28) AND CONT C(20) C(33) C(34) C(35) C(36) C(37) C(38) AND CONT C(20) C(33) C(38) C(37) C(36) C(35) C(34) REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _chemical_name_common . #============================================================================== data_16 _database_code_depnum_ccdc_archive 'CCDC 896647' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _oxford_structure_analysis_title arc1395 #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point 'not measured' _exptl_crystal_thermal_history ; The material was crystallised at ambient temperature. A suitable crystal was cooled rapidly to 150K for single-crystal X-ray diffraction analysis. ; _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_special_details ; The OH hydrogen atoms were located in a difference Fourier map and their coordinates and isotropic displacement parameters subsequently refined. Other hydrogen atoms were positioned geometrically. The dimeric Fe complex is located on a crystallographic centre of inversion. The Fe???Fe distance is 3.4063(7) \%A. In addition to the 5 well-defined bonds to coordinated atoms (see Table 5 below), the Fe atom is also situated close to two methoxyl O atoms (Fe(1)???O(3) 2.762(2) \%A, Fe(1)???O(5) 3.294(2) \%A). The coordinated water molecule forms hydrogen bonds with both protons. One of these is formed to the free O atom of the carboxylate ligand triply-coordinated to the second Fe atom in the complex (O(7)???O(2)' 2.740(3) \%A, symmetry opertaor -x, -y, 1-z) and the second to the O atom of a molecule of Et2O (O(7)???O(8) 2.632(4) \%A. ; #============================================================= _cell_length_a 12.7160(2) _cell_angle_alpha 69.5889(6) _cell_length_b 13.7894(2) _cell_angle_beta 68.2544(6) _cell_length_c 15.7739(2) _cell_angle_gamma 77.5909(6) _cell_volume 2396.07(6) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'Fe ' 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 1 _chemical_formula_sum ' C82 H90 Cl12 Fe4 N8 O16 ' _chemical_formula_moiety ' C72 H66 Fe2 N8 O14, 2(C4 H10 O), 2(Cl4 Fe), 2(C H2 Cl2) ' _chemical_compound_source ; synthesis as described ; _chemical_formula_weight 2092.48 _cell_measurement_reflns_used 35573 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' fragment ' _exptl_crystal_colour ' yellow ' _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_max 0.26 _exptl_crystal_density_diffrn 1.450 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1074 _exptl_absorpt_coefficient_mu 0.992 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.77 _exptl_absorpt_correction_T_max 0.82 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 35573 _reflns_number_total 10885 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_theta_min 5.114 _diffrn_reflns_theta_max 27.495 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.495 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -15 _reflns_limit_h_max 16 _reflns_limit_k_min -16 _reflns_limit_k_max 17 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _refine_diff_density_min -1.19 _refine_diff_density_max 1.33 _refine_ls_number_reflns 8077 _refine_ls_number_restraints 0 _refine_ls_number_parameters 558 #_refine_ls_R_factor_ref 0.0482 _refine_ls_wR_factor_ref 0.0596 _refine_ls_goodness_of_fit_ref 1.0600 #_reflns_number_all 10885 _refine_ls_R_factor_all 0.0656 _refine_ls_wR_factor_all 0.0730 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 8077 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_gt 0.0596 _refine_ls_shift/su_max 0.015584 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.19 0.764 0.738 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Fe1 Fe 0.08308(3) 0.08340(3) 0.40199(2) 0.0237 1.0000 Uani C1 C 0.15000(19) 0.14433(18) 0.54584(16) 0.0215 1.0000 Uani C2 C 0.0610(2) 0.06451(19) 0.60497(17) 0.0246 1.0000 Uani O1 O 0.01925(14) 0.03622(14) 0.55530(12) 0.0254 1.0000 Uani O2 O 0.03709(17) 0.03359(16) 0.69184(13) 0.0333 1.0000 Uani N1 N 0.10438(16) 0.23778(15) 0.48691(14) 0.0224 1.0000 Uani N2 N 0.07388(17) 0.23179(16) 0.41489(14) 0.0236 1.0000 Uani C3 C 0.1011(2) 0.33806(19) 0.48411(17) 0.0251 1.0000 Uani C4 C 0.0659(2) 0.39915(19) 0.40717(18) 0.0281 1.0000 Uani C5 C 0.04952(19) 0.32997(19) 0.36650(17) 0.0248 1.0000 Uani C6 C 0.0092(2) 0.35637(19) 0.28405(17) 0.0267 1.0000 Uani C7 C 0.0445(2) 0.4446(2) 0.20758(18) 0.0322 1.0000 Uani C8 C -0.0003(3) 0.4785(2) 0.13279(19) 0.0372 1.0000 Uani C9 C -0.0807(3) 0.4239(3) 0.1347(2) 0.0412 1.0000 Uani C10 C -0.1156(3) 0.3347(3) 0.2089(2) 0.0390 1.0000 Uani C11 C -0.0705(2) 0.3001(2) 0.28356(18) 0.0295 1.0000 Uani O3 O -0.10115(17) 0.21228(15) 0.35977(13) 0.0338 1.0000 Uani C12 C -0.2039(2) 0.1727(2) 0.3737(2) 0.0378 1.0000 Uani C13 C 0.1320(2) 0.3678(2) 0.55260(19) 0.0278 1.0000 Uani C14 C 0.2134(2) 0.4372(2) 0.5186(2) 0.0364 1.0000 Uani C15 C 0.2422(3) 0.4678(3) 0.5817(3) 0.0458 1.0000 Uani C16 C 0.1900(3) 0.4286(3) 0.6788(3) 0.0461 1.0000 Uani C17 C 0.1082(3) 0.3595(3) 0.7147(2) 0.0408 1.0000 Uani C18 C 0.0778(2) 0.3299(2) 0.65199(19) 0.0308 1.0000 Uani O4 O -0.00411(18) 0.26521(17) 0.67924(14) 0.0382 1.0000 Uani C19 C -0.0650(3) 0.2279(3) 0.7795(2) 0.0494 1.0000 Uani N3 N 0.25225(16) 0.09865(15) 0.48670(14) 0.0212 1.0000 Uani N4 N 0.24412(17) 0.05451(15) 0.42403(14) 0.0224 1.0000 Uani C20 C 0.3515(2) 0.03401(18) 0.37111(16) 0.0228 1.0000 Uani C21 C 0.4282(2) 0.0674(2) 0.39796(18) 0.0261 1.0000 Uani C22 C 0.36298(19) 0.10975(19) 0.47112(17) 0.0243 1.0000 Uani C23 C 0.38057(19) -0.01442(19) 0.29423(17) 0.0238 1.0000 Uani C24 C 0.4669(2) 0.0243(2) 0.20887(18) 0.0287 1.0000 Uani C25 C 0.5013(2) -0.0206(2) 0.13528(19) 0.0325 1.0000 Uani C26 C 0.4499(2) -0.1051(2) 0.14676(19) 0.0344 1.0000 Uani C27 C 0.3636(2) -0.1454(2) 0.2313(2) 0.0333 1.0000 Uani C28 C 0.3285(2) -0.0996(2) 0.30457(18) 0.0274 1.0000 Uani O5 O 0.24633(16) -0.13527(16) 0.39016(14) 0.0356 1.0000 Uani C29 C 0.2058(3) -0.2325(2) 0.4100(2) 0.0411 1.0000 Uani C30 C 0.3982(2) 0.1655(2) 0.51902(19) 0.0284 1.0000 Uani C31 C 0.4703(2) 0.2441(2) 0.4608(2) 0.0373 1.0000 Uani C32 C 0.5068(3) 0.2994(3) 0.5020(3) 0.0484 1.0000 Uani C33 C 0.4712(3) 0.2769(3) 0.6002(3) 0.0473 1.0000 Uani C34 C 0.4006(3) 0.1991(3) 0.6595(2) 0.0428 1.0000 Uani C35 C 0.3645(2) 0.1426(2) 0.6185(2) 0.0319 1.0000 Uani O6 O 0.29776(18) 0.06260(17) 0.66944(14) 0.0378 1.0000 Uani C36 C 0.2434(3) 0.0473(3) 0.7702(2) 0.0475 1.0000 Uani O7 O 0.12578(19) 0.09435(18) 0.26283(15) 0.0348 1.0000 Uani Fe2 Fe 0.71989(4) 0.28018(4) 0.04810(3) 0.0374 1.0000 Uani Cl1 Cl 0.70173(10) 0.44917(7) -0.00735(7) 0.0651 1.0000 Uani Cl2 Cl 0.62902(7) 0.23606(7) 0.20247(5) 0.0472 1.0000 Uani Cl3 Cl 0.90047(8) 0.22357(10) 0.02063(8) 0.0680 1.0000 Uani Cl4 Cl 0.64659(10) 0.21528(9) -0.02303(7) 0.0651 1.0000 Uani O8 O 0.2487(3) 0.1855(3) 0.0867(2) 0.0762 1.0000 Uani C37 C 0.2183(5) 0.1732(5) 0.0110(4) 0.0847 1.0000 Uani C38 C 0.1785(6) 0.0656(6) 0.0417(4) 0.1034 1.0000 Uani C39 C 0.2954(6) 0.2772(4) 0.0684(4) 0.1010 1.0000 Uani C40 C 0.3247(4) 0.2836(3) 0.1484(4) 0.0764 1.0000 Uani C41 C 0.4646(5) 0.5298(5) 0.1779(4) 0.0813 1.0000 Uani Cl5 Cl 0.32392(17) 0.5264(3) 0.25230(11) 0.1782 1.0000 Uani Cl6 Cl 0.5497(2) 0.5616(2) 0.22667(17) 0.1359 1.0000 Uani H1 H 0.089(4) 0.061(4) 0.256(3) 0.056(12) 1.0000 Uiso H2 H 0.162(3) 0.125(3) 0.217(3) 0.040(10) 1.0000 Uiso H11 H 0.1702 0.1644 0.5926 0.0262 1.0000 Uiso H41 H 0.0545 0.4768 0.3849 0.0339 1.0000 Uiso H71 H 0.1027 0.4840 0.2066 0.0381 1.0000 Uiso H81 H 0.0254 0.5418 0.0782 0.0431 1.0000 Uiso H91 H -0.1143 0.4491 0.0817 0.0501 1.0000 Uiso H101 H -0.1731 0.2954 0.2087 0.0489 1.0000 Uiso H121 H -0.2175 0.1094 0.4306 0.0460 1.0000 Uiso H122 H -0.2694 0.2271 0.3846 0.0460 1.0000 Uiso H123 H -0.1963 0.1542 0.3157 0.0460 1.0000 Uiso H141 H 0.2516 0.4653 0.4482 0.0466 1.0000 Uiso H151 H 0.3005 0.5180 0.5568 0.0615 1.0000 Uiso H161 H 0.2114 0.4504 0.7240 0.0640 1.0000 Uiso H171 H 0.0714 0.3312 0.7852 0.0527 1.0000 Uiso H191 H -0.1221 0.1816 0.7896 0.0564 1.0000 Uiso H192 H -0.1050 0.2882 0.8042 0.0564 1.0000 Uiso H193 H -0.0103 0.1877 0.8144 0.0564 1.0000 Uiso H211 H 0.5130 0.0617 0.3698 0.0326 1.0000 Uiso H241 H 0.5044 0.0851 0.2007 0.0353 1.0000 Uiso H251 H 0.5628 0.0080 0.0745 0.0390 1.0000 Uiso H261 H 0.4748 -0.1377 0.0940 0.0439 1.0000 Uiso H271 H 0.3272 -0.2069 0.2392 0.0440 1.0000 Uiso H291 H 0.1464 -0.2492 0.4744 0.0501 1.0000 Uiso H292 H 0.2706 -0.2886 0.4090 0.0501 1.0000 Uiso H293 H 0.1722 -0.2278 0.3603 0.0501 1.0000 Uiso H311 H 0.4955 0.2605 0.3897 0.0480 1.0000 Uiso H321 H 0.5586 0.3552 0.4606 0.0641 1.0000 Uiso H331 H 0.4968 0.3176 0.6292 0.0662 1.0000 Uiso H341 H 0.3758 0.1836 0.7305 0.0578 1.0000 Uiso H361 H 0.1975 -0.0136 0.7982 0.0552 1.0000 Uiso H362 H 0.3025 0.0337 0.8018 0.0552 1.0000 Uiso H363 H 0.1922 0.1110 0.7809 0.0552 1.0000 Uiso H371 H 0.2861 0.1811 -0.0482 0.0950 1.0000 Uiso H372 H 0.1555 0.2275 -0.0024 0.0950 1.0000 Uiso H381 H 0.1578 0.0576 -0.0106 0.1279 1.0000 Uiso H382 H 0.2412 0.0112 0.0550 0.1279 1.0000 Uiso H383 H 0.1106 0.0577 0.1008 0.1279 1.0000 Uiso H391 H 0.3663 0.2821 0.0119 0.1067 1.0000 Uiso H392 H 0.2389 0.3376 0.0529 0.1067 1.0000 Uiso H401 H 0.3572 0.3508 0.1295 0.0823 1.0000 Uiso H402 H 0.3821 0.2243 0.1644 0.0823 1.0000 Uiso H403 H 0.2546 0.2798 0.2055 0.0823 1.0000 Uiso H411 H 0.4679 0.5829 0.1149 0.0979 1.0000 Uiso H412 H 0.4940 0.4598 0.1682 0.0979 1.0000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.02380(17) 0.02852(18) 0.02071(16) -0.00926(13) -0.00441(12) -0.00808(13) C1 0.0214(10) 0.0243(11) 0.0198(10) -0.0093(9) -0.0058(8) -0.0014(8) C2 0.0248(11) 0.0270(11) 0.0235(11) -0.0116(9) -0.0052(9) -0.0030(9) O1 0.0276(8) 0.0307(9) 0.0212(8) -0.0099(7) -0.0054(6) -0.0102(7) O2 0.0399(10) 0.0409(10) 0.0217(8) -0.0082(7) -0.0064(7) -0.0175(8) N1 0.0231(9) 0.0242(9) 0.0219(9) -0.0097(8) -0.0073(7) -0.0013(7) N2 0.0239(9) 0.0279(10) 0.0208(9) -0.0097(8) -0.0073(7) -0.0017(7) C3 0.0235(11) 0.0255(11) 0.0272(11) -0.0124(9) -0.0057(9) -0.0007(9) C4 0.0315(12) 0.0256(12) 0.0276(12) -0.0092(10) -0.0099(10) -0.0005(9) C5 0.0228(11) 0.0271(12) 0.0237(11) -0.0095(9) -0.0051(9) -0.0016(9) C6 0.0271(11) 0.0292(12) 0.0223(11) -0.0097(9) -0.0067(9) 0.0015(9) C7 0.0353(13) 0.0350(14) 0.0250(12) -0.0095(10) -0.0073(10) -0.0042(11) C8 0.0466(16) 0.0392(15) 0.0220(12) -0.0053(11) -0.0097(11) -0.0051(12) C9 0.0518(17) 0.0491(17) 0.0243(12) -0.0065(12) -0.0167(12) -0.0075(14) C10 0.0441(15) 0.0495(17) 0.0286(13) -0.0101(12) -0.0149(12) -0.0116(13) C11 0.0320(12) 0.0336(13) 0.0226(11) -0.0082(10) -0.0073(9) -0.0057(10) O3 0.0379(10) 0.0369(10) 0.0289(9) -0.0041(8) -0.0140(8) -0.0120(8) C12 0.0324(13) 0.0424(15) 0.0402(15) -0.0091(12) -0.0124(11) -0.0107(11) C13 0.0288(12) 0.0264(12) 0.0334(13) -0.0165(10) -0.0123(10) 0.0039(9) C14 0.0375(14) 0.0348(14) 0.0441(15) -0.0193(12) -0.0144(12) -0.0030(11) C15 0.0460(17) 0.0459(17) 0.062(2) -0.0293(16) -0.0225(15) -0.0055(13) C16 0.0501(17) 0.0521(18) 0.0578(19) -0.0358(16) -0.0295(15) 0.0065(14) C17 0.0489(16) 0.0442(16) 0.0386(15) -0.0261(13) -0.0196(13) 0.0099(13) C18 0.0331(13) 0.0313(13) 0.0312(13) -0.0173(10) -0.0102(10) 0.0038(10) O4 0.0413(11) 0.0470(12) 0.0260(9) -0.0164(8) -0.0023(8) -0.0095(9) C19 0.0493(18) 0.065(2) 0.0263(14) -0.0170(14) 0.0007(12) -0.0089(16) N3 0.0207(9) 0.0238(9) 0.0222(9) -0.0117(7) -0.0065(7) -0.0007(7) N4 0.0245(9) 0.0243(9) 0.0207(9) -0.0112(7) -0.0053(7) -0.0031(7) C20 0.0237(10) 0.0239(11) 0.0218(10) -0.0090(9) -0.0065(8) -0.0017(8) C21 0.0243(11) 0.0290(12) 0.0282(12) -0.0144(10) -0.0077(9) -0.0004(9) C22 0.0215(10) 0.0268(11) 0.0272(11) -0.0105(9) -0.0087(9) -0.0018(9) C23 0.0212(10) 0.0282(11) 0.0248(11) -0.0126(9) -0.0078(9) 0.0007(9) C24 0.0283(12) 0.0326(13) 0.0273(12) -0.0128(10) -0.0074(9) -0.0031(10) C25 0.0314(12) 0.0409(14) 0.0251(12) -0.0136(11) -0.0059(10) -0.0034(11) C26 0.0324(13) 0.0472(16) 0.0301(13) -0.0236(12) -0.0071(10) -0.0020(11) C27 0.0290(12) 0.0421(15) 0.0390(14) -0.0248(12) -0.0098(11) -0.0044(11) C28 0.0217(11) 0.0352(13) 0.0278(12) -0.0147(10) -0.0052(9) -0.0041(9) O5 0.0320(9) 0.0410(11) 0.0357(10) -0.0220(9) 0.0032(8) -0.0153(8) C29 0.0386(15) 0.0431(16) 0.0436(16) -0.0220(13) 0.0006(12) -0.0178(12) C30 0.0212(11) 0.0347(13) 0.0383(13) -0.0225(11) -0.0127(10) 0.0044(9) C31 0.0269(12) 0.0435(16) 0.0495(16) -0.0278(13) -0.0076(11) -0.0047(11) C32 0.0334(15) 0.0553(19) 0.072(2) -0.0371(17) -0.0149(14) -0.0073(13) C33 0.0405(16) 0.0539(19) 0.071(2) -0.0408(18) -0.0284(16) 0.0051(14) C34 0.0443(16) 0.0517(18) 0.0486(17) -0.0319(15) -0.0282(14) 0.0154(14) C35 0.0290(12) 0.0376(14) 0.0384(14) -0.0203(12) -0.0190(11) 0.0079(10) O6 0.0429(11) 0.0453(11) 0.0276(9) -0.0126(8) -0.0155(8) 0.0013(9) C36 0.0443(16) 0.067(2) 0.0272(14) -0.0142(14) -0.0116(12) 0.0040(15) O7 0.0371(10) 0.0463(12) 0.0220(9) -0.0110(9) -0.0030(8) -0.0168(9) Fe2 0.0422(2) 0.0456(2) 0.0280(2) -0.01126(17) -0.00778(16) -0.01738(18) Cl1 0.0831(7) 0.0458(5) 0.0587(5) -0.0020(4) -0.0190(5) -0.0207(4) Cl2 0.0531(4) 0.0622(5) 0.0286(3) -0.0114(3) -0.0062(3) -0.0265(4) Cl3 0.0470(5) 0.1046(8) 0.0602(6) -0.0436(6) -0.0133(4) 0.0022(5) Cl4 0.0801(6) 0.0883(7) 0.0452(4) -0.0236(5) -0.0172(4) -0.0440(6) O8 0.0669(18) 0.094(2) 0.0469(15) 0.0068(15) -0.0088(13) -0.0309(16) C37 0.079(3) 0.092(4) 0.066(3) -0.017(3) -0.013(2) -0.005(3) C38 0.107(4) 0.140(6) 0.073(3) -0.053(4) -0.028(3) 0.003(4) C39 0.136(5) 0.059(3) 0.072(3) -0.007(2) 0.012(3) -0.041(3) C40 0.056(2) 0.045(2) 0.105(4) -0.006(2) -0.015(2) -0.0073(17) C41 0.077(3) 0.109(4) 0.058(3) -0.031(3) -0.015(2) -0.012(3) Cl5 0.0976(12) 0.369(4) 0.0501(7) -0.0387(14) 0.0025(7) -0.0743(18) Cl6 0.1325(15) 0.184(2) 0.1421(17) -0.0929(16) -0.0540(13) -0.0251(14) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 . O1 . 2.1461(17) yes Fe1 . O1 2_556 2.0894(17) yes Fe1 . N2 . 2.101(2) yes Fe1 . N4 . 2.134(2) yes Fe1 . O7 . 2.014(2) yes C1 . C2 . 1.549(3) yes C1 . N1 . 1.450(3) yes C1 . N3 . 1.455(3) yes C1 . H11 . 1.000 no C2 . O1 . 1.287(3) yes C2 . O2 . 1.221(3) yes N1 . N2 . 1.361(3) yes N1 . C3 . 1.360(3) yes N2 . C5 . 1.336(3) yes C3 . C4 . 1.382(4) yes C3 . C13 . 1.478(3) yes C4 . C5 . 1.406(3) yes C4 . H41 . 1.000 no C5 . C6 . 1.473(3) yes C6 . C7 . 1.395(4) yes C6 . C11 . 1.406(4) yes C7 . C8 . 1.390(4) yes C7 . H71 . 1.000 no C8 . C9 . 1.380(5) yes C8 . H81 . 1.000 no C9 . C10 . 1.388(4) yes C9 . H91 . 1.000 no C10 . C11 . 1.391(4) yes C10 . H101 . 1.000 no C11 . O3 . 1.380(3) yes O3 . C12 . 1.436(3) yes C12 . H121 . 1.000 no C12 . H122 . 1.000 no C12 . H123 . 1.000 no C13 . C14 . 1.389(4) yes C13 . C18 . 1.410(4) yes C14 . C15 . 1.390(4) yes C14 . H141 . 1.000 no C15 . C16 . 1.379(5) yes C15 . H151 . 1.000 no C16 . C17 . 1.387(5) yes C16 . H161 . 1.000 no C17 . C18 . 1.389(4) yes C17 . H171 . 1.000 no C18 . O4 . 1.365(3) yes O4 . C19 . 1.436(3) yes C19 . H191 . 1.000 no C19 . H192 . 1.000 no C19 . H193 . 1.000 no N3 . N4 . 1.371(3) yes N3 . C22 . 1.370(3) yes N4 . C20 . 1.339(3) yes C20 . C21 . 1.407(3) yes C20 . C23 . 1.476(3) yes C21 . C22 . 1.383(3) yes C21 . H211 . 1.000 no C22 . C30 . 1.472(3) yes C23 . C24 . 1.399(3) yes C23 . C28 . 1.401(3) yes C24 . C25 . 1.389(4) yes C24 . H241 . 1.000 no C25 . C26 . 1.382(4) yes C25 . H251 . 1.000 no C26 . C27 . 1.397(4) yes C26 . H261 . 1.000 no C27 . C28 . 1.394(3) yes C27 . H271 . 1.000 no C28 . O5 . 1.367(3) yes O5 . C29 . 1.431(3) yes C29 . H291 . 1.000 no C29 . H292 . 1.000 no C29 . H293 . 1.000 no C30 . C31 . 1.403(4) yes C30 . C35 . 1.400(4) yes C31 . C32 . 1.392(4) yes C31 . H311 . 1.000 no C32 . C33 . 1.381(5) yes C32 . H321 . 1.000 no C33 . C34 . 1.386(5) yes C33 . H331 . 1.000 no C34 . C35 . 1.400(4) yes C34 . H341 . 1.000 no C35 . O6 . 1.364(4) yes O6 . C36 . 1.437(3) yes C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no O7 . H1 . 0.78(5) no O7 . H2 . 0.73(4) no Fe2 . Cl1 . 2.1784(11) yes Fe2 . Cl2 . 2.1951(8) yes Fe2 . Cl3 . 2.1905(11) yes Fe2 . Cl4 . 2.1823(9) yes O8 . C37 . 1.456(7) yes O8 . C39 . 1.406(6) yes C37 . C38 . 1.526(10) yes C37 . H371 . 1.000 no C37 . H372 . 1.000 no C38 . H381 . 1.000 no C38 . H382 . 1.000 no C38 . H383 . 1.000 no C39 . C40 . 1.476(9) yes C39 . H391 . 1.000 no C39 . H392 . 1.000 no C40 . H401 . 1.000 no C40 . H402 . 1.000 no C40 . H403 . 1.000 no C41 . Cl5 . 1.738(6) yes C41 . Cl6 . 1.735(6) yes C41 . H411 . 1.000 no C41 . H412 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 . Fe1 . O1 2_556 72.94(7) yes O1 . Fe1 . N2 . 84.54(7) yes O1 2_556 Fe1 . N2 . 140.37(7) yes O1 . Fe1 . N4 . 83.27(7) yes O1 2_556 Fe1 . N4 . 121.63(7) yes N2 . Fe1 . N4 . 86.35(8) yes O1 . Fe1 . O7 . 165.13(8) yes O1 2_556 Fe1 . O7 . 92.41(8) yes N2 . Fe1 . O7 . 109.12(9) yes N4 . Fe1 . O7 . 102.96(8) yes C2 . C1 . N1 . 111.93(18) yes C2 . C1 . N3 . 111.05(18) yes N1 . C1 . N3 . 110.02(18) yes C2 . C1 . H11 . 106.852 no N1 . C1 . H11 . 107.950 no N3 . C1 . H11 . 108.890 no C1 . C2 . O1 . 114.9(2) yes C1 . C2 . O2 . 119.2(2) yes O1 . C2 . O2 . 126.0(2) yes Fe1 . O1 . Fe1 2_556 107.06(7) yes Fe1 . O1 . C2 . 121.88(15) yes Fe1 2_556 O1 . C2 . 129.40(15) yes C1 . N1 . N2 . 119.47(18) yes C1 . N1 . C3 . 128.2(2) yes N2 . N1 . C3 . 111.70(19) yes Fe1 . N2 . N1 . 117.48(15) yes Fe1 . N2 . C5 . 136.67(16) yes N1 . N2 . C5 . 105.76(19) yes N1 . C3 . C4 . 106.2(2) yes N1 . C3 . C13 . 123.5(2) yes C4 . C3 . C13 . 130.3(2) yes C3 . C4 . C5 . 106.1(2) yes C3 . C4 . H41 . 126.967 no C5 . C4 . H41 . 126.967 no N2 . C5 . C4 . 110.3(2) yes N2 . C5 . C6 . 122.4(2) yes C4 . C5 . C6 . 127.4(2) yes C5 . C6 . C7 . 118.8(2) yes C5 . C6 . C11 . 121.9(2) yes C7 . C6 . C11 . 119.1(2) yes C6 . C7 . C8 . 120.8(3) yes C6 . C7 . H71 . 119.589 no C8 . C7 . H71 . 119.590 no C7 . C8 . C9 . 119.3(3) yes C7 . C8 . H81 . 120.358 no C9 . C8 . H81 . 120.358 no C8 . C9 . C10 . 121.1(3) yes C8 . C9 . H91 . 119.436 no C10 . C9 . H91 . 119.436 no C9 . C10 . C11 . 119.8(3) yes C9 . C10 . H101 . 120.124 no C11 . C10 . H101 . 120.124 no C6 . C11 . C10 . 119.9(2) yes C6 . C11 . O3 . 117.0(2) yes C10 . C11 . O3 . 123.1(2) yes C11 . O3 . C12 . 116.5(2) yes O3 . C12 . H121 . 109.467 no O3 . C12 . H122 . 109.467 no H121 . C12 . H122 . 109.476 no O3 . C12 . H123 . 109.467 no H121 . C12 . H123 . 109.476 no H122 . C12 . H123 . 109.476 no C3 . C13 . C14 . 119.6(2) yes C3 . C13 . C18 . 121.3(2) yes C14 . C13 . C18 . 119.1(2) yes C13 . C14 . C15 . 120.5(3) yes C13 . C14 . H141 . 119.756 no C15 . C14 . H141 . 119.756 no C14 . C15 . C16 . 119.8(3) yes C14 . C15 . H151 . 120.083 no C16 . C15 . H151 . 120.083 no C15 . C16 . C17 . 120.9(3) yes C15 . C16 . H161 . 119.568 no C17 . C16 . H161 . 119.568 no C16 . C17 . C18 . 119.6(3) yes C16 . C17 . H171 . 120.179 no C18 . C17 . H171 . 120.179 no C13 . C18 . C17 . 120.0(3) yes C13 . C18 . O4 . 115.5(2) yes C17 . C18 . O4 . 124.5(3) yes C18 . O4 . C19 . 117.5(2) yes O4 . C19 . H191 . 109.466 no O4 . C19 . H192 . 109.467 no H191 . C19 . H192 . 109.476 no O4 . C19 . H193 . 109.467 no H191 . C19 . H193 . 109.476 no H192 . C19 . H193 . 109.476 no C1 . N3 . N4 . 119.73(18) yes C1 . N3 . C22 . 127.57(19) yes N4 . N3 . C22 . 111.56(18) yes Fe1 . N4 . N3 . 115.76(14) yes Fe1 . N4 . C20 . 134.41(16) yes N3 . N4 . C20 . 105.50(18) yes N4 . C20 . C21 . 110.5(2) yes N4 . C20 . C23 . 122.9(2) yes C21 . C20 . C23 . 126.6(2) yes C20 . C21 . C22 . 106.3(2) yes C20 . C21 . H211 . 126.829 no C22 . C21 . H211 . 126.830 no N3 . C22 . C21 . 106.0(2) yes N3 . C22 . C30 . 124.3(2) yes C21 . C22 . C30 . 129.4(2) yes C20 . C23 . C24 . 118.3(2) yes C20 . C23 . C28 . 122.8(2) yes C24 . C23 . C28 . 118.9(2) yes C23 . C24 . C25 . 121.0(2) yes C23 . C24 . H241 . 119.490 no C25 . C24 . H241 . 119.490 no C24 . C25 . C26 . 119.5(2) yes C24 . C25 . H251 . 120.255 no C26 . C25 . H251 . 120.255 no C25 . C26 . C27 . 120.7(2) yes C25 . C26 . H261 . 119.646 no C27 . C26 . H261 . 119.646 no C26 . C27 . C28 . 119.6(2) yes C26 . C27 . H271 . 120.180 no C28 . C27 . H271 . 120.180 no C23 . C28 . C27 . 120.3(2) yes C23 . C28 . O5 . 116.3(2) yes C27 . C28 . O5 . 123.4(2) yes C28 . O5 . C29 . 117.8(2) yes O5 . C29 . H291 . 109.467 no O5 . C29 . H292 . 109.466 no H291 . C29 . H292 . 109.476 no O5 . C29 . H293 . 109.467 no H291 . C29 . H293 . 109.476 no H292 . C29 . H293 . 109.476 no C22 . C30 . C31 . 117.4(2) yes C22 . C30 . C35 . 123.1(2) yes C31 . C30 . C35 . 119.4(2) yes C30 . C31 . C32 . 120.1(3) yes C30 . C31 . H311 . 119.953 no C32 . C31 . H311 . 119.953 no C31 . C32 . C33 . 119.7(3) yes C31 . C32 . H321 . 120.166 no C33 . C32 . H321 . 120.166 no C32 . C33 . C34 . 121.5(3) yes C32 . C33 . H331 . 119.257 no C34 . C33 . H331 . 119.256 no C33 . C34 . C35 . 119.1(3) yes C33 . C34 . H341 . 120.452 no C35 . C34 . H341 . 120.452 no C30 . C35 . C34 . 120.2(3) yes C30 . C35 . O6 . 115.4(2) yes C34 . C35 . O6 . 124.4(3) yes C35 . O6 . C36 . 118.1(2) yes O6 . C36 . H361 . 109.467 no O6 . C36 . H362 . 109.467 no H361 . C36 . H362 . 109.476 no O6 . C36 . H363 . 109.467 no H361 . C36 . H363 . 109.476 no H362 . C36 . H363 . 109.476 no Fe1 . O7 . H1 . 111(3) no Fe1 . O7 . H2 . 137(3) no H1 . O7 . H2 . 112(4) no Cl1 . Fe2 . Cl2 . 108.26(4) yes Cl1 . Fe2 . Cl3 . 109.63(5) yes Cl2 . Fe2 . Cl3 . 110.12(4) yes Cl1 . Fe2 . Cl4 . 109.06(5) yes Cl2 . Fe2 . Cl4 . 110.13(4) yes Cl3 . Fe2 . Cl4 . 109.62(5) yes C37 . O8 . C39 . 117.9(4) yes O8 . C37 . C38 . 109.8(4) yes O8 . C37 . H371 . 109.384 no C38 . C37 . H371 . 109.385 no O8 . C37 . H372 . 109.386 no C38 . C37 . H372 . 109.384 no H371 . C37 . H372 . 109.467 no C37 . C38 . H381 . 109.467 no C37 . C38 . H382 . 109.466 no H381 . C38 . H382 . 109.476 no C37 . C38 . H383 . 109.467 no H381 . C38 . H383 . 109.476 no H382 . C38 . H383 . 109.476 no O8 . C39 . C40 . 114.6(4) yes O8 . C39 . H391 . 108.171 no C40 . C39 . H391 . 108.172 no O8 . C39 . H392 . 108.173 no C40 . C39 . H392 . 108.172 no H391 . C39 . H392 . 109.467 no C39 . C40 . H401 . 109.467 no C39 . C40 . H402 . 109.467 no H401 . C40 . H402 . 109.476 no C39 . C40 . H403 . 109.467 no H401 . C40 . H403 . 109.475 no H402 . C40 . H403 . 109.476 no Cl5 . C41 . Cl6 . 111.5(3) yes Cl5 . C41 . H411 . 108.961 no Cl6 . C41 . H411 . 108.962 no Cl5 . C41 . H412 . 108.961 no Cl6 . C41 . H412 . 108.961 no H411 . C41 . H412 . 109.467 no loop_ _geom_hbond_atom_site_label_d _geom_hbond_atom_site_label_h _geom_hbond_atom_site_label_a _geom_hbond_site_symmetry_a _geom_hbond_distance_dh _geom_hbond_distance_ha _geom_hbond_distance_da _geom_hbond_angle_dha _geom_hbond_publ_flag O7 H1 O2 2_556 0.78(5) 2.03(5) 2.740(3) 151(4) yes O7 H2 O8 . 0.73(4) 1.92(4) 2.632(4) 168(4) yes #============================================================================== data_17 _database_code_depnum_ccdc_archive 'CCDC 896648' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 10-05-18 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title 6266-MJ2/5-3 _chemical_name_systematic . _chemical_melting_point 'not measured' _refine_special_details ; The crystals, although of a reasonable size gave very weak diffraction with very little data at high angle. Consequently, some of the high angle data is missing as time constraints meant it was more productive to spend the available time acquiring the low angle data than obtaining more high angle data. Even then, the data were noisy leading to elevated R-indices. Despite the paucity of data, however, there seems little doubt that the gross connectivity is correct. ; _cell_length_a 11.167(2) _cell_length_b 12.168(2) _cell_length_c 13.514(2) _cell_angle_alpha 110.506(6) _cell_angle_beta 111.012(8) _cell_angle_gamma 99.483(8) _cell_volume 1514.4(5) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4' B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403 -0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 1 # Given Formula = C35 H35 B1 F4 Fe1 N4 O8 # Dc = 1.72 Fooo = 672.00 Mu = 5.90 M = 782.34 # Found Formula = C36 H31 Fe0.50 N4 O6 # Dc = 1.41 FOOO = 672.00 Mu = 3.24 M = 643.59 _chemical_formula_sum 'C72 H62 Fe N8 O12 ' _chemical_formula_moiety 'C72 H62 Fe N8 O12 ' _chemical_compound_source . _chemical_formula_weight 1287.18 _cell_measurement_reflns_used 4602 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour clear_intense_green _exptl_crystal_size_min 0.19 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.21 _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 0.324 # Sheldrick geometric approximatio 0.94 0.94 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.76 _exptl_absorpt_correction_T_max 0.94 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 18323 _reflns_number_total 6073 _diffrn_reflns_av_R_equivalents 0.096 # Number of reflections without Friedels Law is 10307 # Number of reflections with Friedels Law is 6073 # Theoretical number of reflections is about 7043 _diffrn_reflns_theta_min 5.125 _diffrn_reflns_theta_max 27.621 _diffrn_measured_fraction_theta_max 0.861 _diffrn_reflns_theta_full 25.135 _diffrn_measured_fraction_theta_full 0.909 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min -14 _reflns_limit_h_max 13 _reflns_limit_k_min -15 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _oxford_diffrn_Wilson_B_factor 2.39 _oxford_diffrn_Wilson_scale 11.08 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.90 _refine_diff_density_max 1.20 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 3974 _refine_ls_number_restraints 0 _refine_ls_number_parameters 421 _oxford_refine_ls_R_factor_ref 0.1793 _refine_ls_wR_factor_ref 0.3120 _refine_ls_goodness_of_fit_ref 1.0060 _refine_ls_shift/su_max 0.0002281 _refine_ls_shift/su_mean 0.0000508 # The values computed from all data _oxford_reflns_number_all 3978 _refine_ls_R_factor_all 0.1795 _refine_ls_wR_factor_all 0.3122 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2949 _refine_ls_R_factor_gt 0.1458 _refine_ls_wR_factor_gt 0.2998 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 68.3 106. 65.7 27.8 6.62 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Fe1 Fe 0.0000 0.0000 0.0000 0.0423 1.0000 Uani S . . . . . . O2 O 0.0501(7) 0.0916(6) -0.0847(6) 0.0449 1.0000 Uani . . . . . . . C3 C 0.0416(12) 0.0356(10) -0.1875(10) 0.0444 1.0000 Uani . . . . . . . O4 O 0.0888(8) 0.0849(7) -0.2380(7) 0.0563 1.0000 Uani . . . . . . . C5 C -0.0466(11) -0.1016(10) -0.2596(10) 0.0429 1.0000 Uani . . . . . . . N6 N -0.1804(9) -0.1220(8) -0.2684(7) 0.0422 1.0000 Uani . . . . . . . N7 N -0.1986(8) -0.1136(8) -0.1702(7) 0.0401 1.0000 Uani . . . . . . . C8 C -0.3334(11) -0.1533(9) -0.2094(9) 0.0433 1.0000 Uani . . . . . . . C9 C -0.3966(11) -0.1767(10) -0.1380(9) 0.0454 1.0000 Uani . . . . . . . C10 C -0.5154(10) -0.1469(9) -0.1406(9) 0.0375 1.0000 Uani . . . . . . . O11 O -0.5497(8) -0.0750(7) -0.1985(7) 0.0534 1.0000 Uani . . . . . . . C12 C -0.6646(12) -0.0378(11) -0.1980(10) 0.0550 1.0000 Uani . . . . . . . C13 C -0.5823(13) -0.1853(11) -0.0872(9) 0.0516 1.0000 Uani . . . . . . . C14 C -0.5370(12) -0.2570(11) -0.0302(10) 0.0551 1.0000 Uani . . . . . . . C15 C -0.4253(13) -0.2865(11) -0.0246(11) 0.0523 1.0000 Uani . . . . . . . C16 C -0.3543(12) -0.2466(10) -0.0772(9) 0.0496 1.0000 Uani . . . . . . . C17 C -0.4027(12) -0.1831(10) -0.3335(10) 0.0515 1.0000 Uani . . . . . . . C18 C -0.3045(11) -0.1655(10) -0.3669(9) 0.0402 1.0000 Uani . . . . . . . C19 C -0.3127(11) -0.1871(10) -0.4829(8) 0.0429 1.0000 Uani . . . . . . . C20 C -0.2262(13) -0.0994(12) -0.4944(11) 0.0589 1.0000 Uani . . . . . . . C21 C -0.2292(14) -0.1255(13) -0.6080(10) 0.0592 1.0000 Uani . . . . . . . C22 C -0.3213(15) -0.2333(12) -0.7027(11) 0.0647 1.0000 Uani . . . . . . . C23 C -0.4066(14) -0.3211(14) -0.6953(10) 0.0658 1.0000 Uani . . . . . . . C24 C -0.4039(11) -0.2961(10) -0.5852(9) 0.0473 1.0000 Uani . . . . . . . O25 O -0.4879(8) -0.3784(7) -0.5678(7) 0.0589 1.0000 Uani . . . . . . . C26 C -0.5699(13) -0.4967(12) -0.6638(12) 0.0705 1.0000 Uani . . . . . . . N27 N 0.0165(9) -0.1802(8) -0.2123(7) 0.0420 1.0000 Uani . . . . . . . N28 N 0.0689(9) -0.1437(9) -0.0945(8) 0.0488 1.0000 Uani . . . . . . . C29 C 0.0847(12) -0.2445(11) -0.0769(10) 0.0483 1.0000 Uani . . . . . . . C30 C 0.0355(11) -0.3470(10) -0.1888(10) 0.0475 1.0000 Uani . . . . . . . C31 C -0.0107(11) -0.3050(10) -0.2756(10) 0.0445 1.0000 Uani . . . . . . . C32 C -0.0785(11) -0.3756(10) -0.4025(10) 0.0431 1.0000 Uani . . . . . . . C33 C -0.0489(11) -0.3440(9) -0.4816(10) 0.0462 1.0000 Uani . . . . . . . O34 O 0.0590(8) -0.2372(7) -0.4333(7) 0.0553 1.0000 Uani . . . . . . . C35 C 0.1054(15) -0.2078(12) -0.5102(11) 0.0654 1.0000 Uani . . . . . . . C36 C -0.1235(12) -0.4183(11) -0.6029(9) 0.0520 1.0000 Uani . . . . . . . C37 C -0.2228(13) -0.5250(12) -0.6457(11) 0.0600 1.0000 Uani . . . . . . . C38 C -0.2497(12) -0.5622(11) -0.5701(12) 0.0648 1.0000 Uani . . . . . . . C39 C -0.1851(12) -0.4897(11) -0.4496(11) 0.0585 1.0000 Uani . . . . . . . C40 C 0.1431(13) -0.2372(11) 0.0411(10) 0.0502 1.0000 Uani . . . . . . . C41 C 0.2727(12) -0.1519(11) 0.1256(10) 0.0526 1.0000 Uani . . . . . . . C42 C 0.3312(13) -0.1444(12) 0.2396(11) 0.0603 1.0000 Uani . . . . . . . C43 C 0.2565(14) -0.2165(12) 0.2706(12) 0.0660 1.0000 Uani . . . . . . . C44 C 0.1253(13) -0.2964(12) 0.1897(11) 0.0580 1.0000 Uani . . . . . . . C45 C 0.0692(12) -0.3051(11) 0.0776(11) 0.0568 1.0000 Uani . . . . . . . O46 O -0.0578(9) -0.3831(8) -0.0086(7) 0.0605 1.0000 Uani . . . . . . . C47 C -0.1483(14) -0.4257(14) 0.0324(14) 0.0739 1.0000 Uani . . . . . . . H51 H -0.0542 -0.1282 -0.3399 0.0534 1.0000 Uiso R . . . . . . H121 H -0.6817 0.0060 -0.2457 0.0841 1.0000 Uiso R . . . . . . H123 H -0.7438 -0.1093 -0.2313 0.0840 1.0000 Uiso R . . . . . . H122 H -0.6465 0.0160 -0.1192 0.0841 1.0000 Uiso R . . . . . . H131 H -0.6596 -0.1642 -0.0898 0.0591 1.0000 Uiso R . . . . . . H141 H -0.5860 -0.2847 0.0049 0.0633 1.0000 Uiso R . . . . . . H151 H -0.3938 -0.3328 0.0151 0.0591 1.0000 Uiso R . . . . . . H161 H -0.2767 -0.2671 -0.0731 0.0513 1.0000 Uiso R . . . . . . H171 H -0.4971 -0.2093 -0.3799 0.0521 1.0000 Uiso R . . . . . . H201 H -0.1658 -0.0247 -0.4278 0.0640 1.0000 Uiso R . . . . . . H211 H -0.1695 -0.0697 -0.6155 0.0713 1.0000 Uiso R . . . . . . H221 H -0.3242 -0.2490 -0.7766 0.0771 1.0000 Uiso R . . . . . . H231 H -0.4685 -0.3953 -0.7625 0.0740 1.0000 Uiso R . . . . . . H261 H -0.6162 -0.5461 -0.6383 0.1021 1.0000 Uiso R . . . . . . H262 H -0.6353 -0.4879 -0.7277 0.1021 1.0000 Uiso R . . . . . . H263 H -0.5135 -0.5376 -0.6912 0.1020 1.0000 Uiso R . . . . . . H301 H 0.0339 -0.4284 -0.2017 0.0542 1.0000 Uiso R . . . . . . H352 H 0.1916 -0.1415 -0.4631 0.0990 1.0000 Uiso R . . . . . . H351 H 0.1151 -0.2799 -0.5624 0.0990 1.0000 Uiso R . . . . . . H353 H 0.0396 -0.1807 -0.5562 0.0990 1.0000 Uiso R . . . . . . H361 H -0.1025 -0.3943 -0.6548 0.0722 1.0000 Uiso R . . . . . . H371 H -0.2752 -0.5727 -0.7271 0.0731 1.0000 Uiso R . . . . . . H381 H -0.3139 -0.6399 -0.5998 0.0752 1.0000 Uiso R . . . . . . H391 H -0.2084 -0.5149 -0.3990 0.0691 1.0000 Uiso R . . . . . . H411 H 0.3201 -0.1001 0.1048 0.0601 1.0000 Uiso R . . . . . . H421 H 0.4200 -0.0913 0.2934 0.0733 1.0000 Uiso R . . . . . . H431 H 0.2937 -0.2123 0.3462 0.0812 1.0000 Uiso R . . . . . . H441 H 0.0740 -0.3426 0.2118 0.0703 1.0000 Uiso R . . . . . . H471 H -0.2374 -0.4686 -0.0340 0.1122 1.0000 Uiso R . . . . . . H472 H -0.1170 -0.4816 0.0638 0.1119 1.0000 Uiso R . . . . . . H473 H -0.1503 -0.3558 0.0933 0.1121 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0417(15) 0.0413(14) 0.0346(13) 0.0054(10) 0.0202(12) 0.0101(11) O2 0.037(4) 0.037(4) 0.041(4) 0.003(3) 0.015(4) 0.005(3) C3 0.054(7) 0.041(7) 0.042(7) 0.018(6) 0.024(6) 0.020(6) O4 0.063(6) 0.045(5) 0.051(5) 0.009(4) 0.032(4) 0.005(4) C5 0.051(7) 0.041(6) 0.042(6) 0.016(5) 0.031(6) 0.010(6) N6 0.044(6) 0.043(5) 0.040(5) 0.013(4) 0.024(5) 0.016(5) N7 0.030(5) 0.041(5) 0.042(5) 0.007(4) 0.021(4) 0.006(4) C8 0.045(7) 0.031(6) 0.039(6) 0.002(5) 0.019(6) 0.006(5) C9 0.048(7) 0.036(6) 0.026(5) -0.007(5) 0.015(5) 0.000(5) C10 0.026(6) 0.033(6) 0.031(5) -0.001(5) 0.007(5) 0.005(5) O11 0.046(5) 0.047(5) 0.053(5) 0.011(4) 0.022(4) 0.010(4) C12 0.053(8) 0.056(8) 0.051(7) 0.017(6) 0.026(6) 0.017(6) C13 0.063(8) 0.053(7) 0.030(6) 0.012(6) 0.022(6) 0.013(6) C14 0.049(8) 0.053(7) 0.044(7) 0.002(6) 0.029(6) -0.001(6) C15 0.066(8) 0.055(7) 0.062(8) 0.032(6) 0.045(7) 0.031(7) C16 0.048(7) 0.047(7) 0.039(6) 0.008(6) 0.016(6) 0.012(6) C17 0.043(7) 0.046(7) 0.042(7) 0.005(5) 0.012(6) 0.006(6) C18 0.041(7) 0.039(6) 0.036(6) 0.012(5) 0.016(6) 0.015(5) C19 0.042(7) 0.050(7) 0.025(6) 0.007(5) 0.014(5) 0.009(6) C20 0.062(8) 0.053(7) 0.048(7) 0.014(6) 0.026(7) 0.003(7) C21 0.073(9) 0.071(9) 0.043(7) 0.025(7) 0.034(7) 0.026(7) C22 0.088(10) 0.067(9) 0.042(7) 0.017(7) 0.041(8) 0.021(8) C23 0.061(9) 0.083(10) 0.039(7) 0.007(7) 0.027(7) 0.026(8) C24 0.043(7) 0.046(7) 0.038(6) 0.012(5) 0.013(5) 0.006(6) O25 0.061(5) 0.050(5) 0.047(5) 0.006(4) 0.026(4) 0.005(4) C26 0.049(8) 0.068(9) 0.066(8) 0.006(7) 0.025(7) 0.009(7) N27 0.040(5) 0.045(6) 0.040(5) 0.012(5) 0.025(4) 0.012(4) N28 0.043(6) 0.054(6) 0.039(6) 0.008(5) 0.022(5) 0.012(5) C29 0.056(8) 0.046(7) 0.059(8) 0.026(6) 0.038(7) 0.019(6) C30 0.050(7) 0.033(6) 0.060(8) 0.021(6) 0.028(6) 0.009(6) C31 0.040(7) 0.032(6) 0.052(7) 0.005(6) 0.026(6) 0.010(5) C32 0.036(7) 0.033(6) 0.049(7) 0.006(5) 0.021(6) 0.010(5) C33 0.041(7) 0.028(6) 0.053(7) 0.006(5) 0.020(6) 0.002(5) O34 0.052(5) 0.048(5) 0.056(5) 0.011(4) 0.030(4) 0.009(4) C35 0.082(10) 0.065(8) 0.068(9) 0.026(7) 0.056(8) 0.025(7) C36 0.050(8) 0.049(7) 0.032(6) -0.002(6) 0.012(6) 0.014(6) C37 0.054(8) 0.055(8) 0.039(7) 0.002(6) 0.011(6) 0.007(7) C38 0.026(7) 0.041(7) 0.080(10) -0.001(7) 0.011(7) -0.010(5) C39 0.045(7) 0.049(7) 0.058(8) 0.002(6) 0.022(7) 0.012(6) C40 0.062(8) 0.047(7) 0.043(7) 0.017(6) 0.030(7) 0.014(6) C41 0.052(8) 0.059(8) 0.051(7) 0.019(6) 0.030(7) 0.026(7) C42 0.048(8) 0.071(9) 0.052(8) 0.020(7) 0.018(7) 0.021(7) C43 0.065(9) 0.062(8) 0.050(8) 0.013(7) 0.020(7) 0.012(7) C44 0.052(8) 0.068(8) 0.063(9) 0.029(7) 0.034(7) 0.024(7) C45 0.044(8) 0.049(7) 0.053(8) 0.005(6) 0.014(7) 0.013(6) O46 0.057(6) 0.062(5) 0.062(5) 0.026(5) 0.029(5) 0.015(5) C47 0.053(9) 0.085(10) 0.091(10) 0.040(9) 0.041(8) 0.021(8) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.433(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 . N28 2_555 2.206(9) yes Fe1 . N7 2_555 2.286(8) yes Fe1 . O2 2_555 2.003(8) yes Fe1 . O2 . 2.003(8) yes Fe1 . N7 . 2.286(8) yes Fe1 . N28 . 2.206(9) yes O2 . C3 . 1.275(12) yes C3 . O4 . 1.243(13) yes C3 . C5 . 1.529(15) yes C5 . N6 . 1.428(14) yes C5 . N27 . 1.465(14) yes C5 . H51 . 0.984 no N6 . N7 . 1.384(12) yes N6 . C18 . 1.384(13) yes N7 . C8 . 1.337(13) yes C8 . C9 . 1.458(15) yes C8 . C17 . 1.447(15) yes C9 . C10 . 1.423(15) yes C9 . C16 . 1.402(16) yes C10 . O11 . 1.378(13) yes C10 . C13 . 1.344(15) yes O11 . C12 . 1.430(13) yes C12 . H121 . 0.960 no C12 . H123 . 0.963 no C12 . H122 . 0.958 no C13 . C14 . 1.395(17) yes C13 . H131 . 0.933 no C14 . C15 . 1.338(16) yes C14 . H141 . 0.935 no C15 . C16 . 1.375(16) yes C15 . H151 . 0.933 no C16 . H161 . 0.929 no C17 . C18 . 1.340(15) yes C17 . H171 . 0.938 no C18 . C19 . 1.461(14) yes C19 . C20 . 1.408(15) yes C19 . C24 . 1.403(14) yes C20 . C21 . 1.440(16) yes C20 . H201 . 0.939 no C21 . C22 . 1.361(18) yes C21 . H211 . 0.930 no C22 . C23 . 1.366(18) yes C22 . H221 . 0.936 no C23 . C24 . 1.399(16) yes C23 . H231 . 0.942 no C24 . O25 . 1.397(13) yes O25 . C26 . 1.414(14) yes C26 . H261 . 0.957 no C26 . H262 . 0.963 no C26 . H263 . 0.960 no N27 . N28 . 1.352(12) yes N27 . C31 . 1.372(13) yes N28 . C29 . 1.355(14) yes C29 . C30 . 1.414(16) yes C29 . C40 . 1.453(16) yes C30 . C31 . 1.406(16) yes C30 . H301 . 0.940 no C31 . C32 . 1.440(15) yes C32 . C33 . 1.378(16) yes C32 . C39 . 1.429(16) yes C33 . O34 . 1.376(12) yes C33 . C36 . 1.390(15) yes O34 . C35 . 1.436(13) yes C35 . H352 . 0.963 no C35 . H351 . 0.965 no C35 . H353 . 0.966 no C36 . C37 . 1.337(17) yes C36 . H361 . 0.934 no C37 . C38 . 1.356(18) yes C37 . H371 . 0.932 no C38 . C39 . 1.376(17) yes C38 . H381 . 0.935 no C39 . H391 . 0.937 no C40 . C41 . 1.402(16) yes C40 . C45 . 1.400(17) yes C41 . C42 . 1.404(16) yes C41 . H411 . 0.936 no C42 . C43 . 1.380(18) yes C42 . H421 . 0.934 no C43 . C44 . 1.388(17) yes C43 . H431 . 0.933 no C44 . C45 . 1.372(17) yes C44 . H441 . 0.931 no C45 . O46 . 1.366(14) yes O46 . C47 . 1.424(14) yes C47 . H471 . 0.963 no C47 . H472 . 0.969 no C47 . H473 . 0.965 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N28 2_555 Fe1 . N7 2_555 81.1(3) yes N28 2_555 Fe1 . O2 2_555 85.7(3) yes N7 2_555 Fe1 . O2 2_555 86.5(3) yes N28 2_555 Fe1 . O2 . 94.3(3) yes N7 2_555 Fe1 . O2 . 93.5(3) yes O2 2_555 Fe1 . O2 . 179.994 yes N28 2_555 Fe1 . N7 . 98.9(3) yes N7 2_555 Fe1 . N7 . 179.995 yes O2 2_555 Fe1 . N7 . 93.5(3) yes O2 . Fe1 . N7 . 86.5(3) yes N28 2_555 Fe1 . N28 . 179.995 yes N7 2_555 Fe1 . N28 . 98.9(3) yes O2 2_555 Fe1 . N28 . 94.3(3) yes O2 . Fe1 . N28 . 85.7(3) yes N7 . Fe1 . N28 . 81.1(3) yes Fe1 . O2 . C3 . 122.4(7) yes O2 . C3 . O4 . 125.8(10) yes O2 . C3 . C5 . 116.8(10) yes O4 . C3 . C5 . 117.1(9) yes C3 . C5 . N6 . 112.4(9) yes C3 . C5 . N27 . 112.0(9) yes N6 . C5 . N27 . 109.8(8) yes C3 . C5 . H51 . 107.3 no N6 . C5 . H51 . 108.3 no N27 . C5 . H51 . 106.8 no C5 . N6 . N7 . 119.1(8) yes C5 . N6 . C18 . 129.7(9) yes N7 . N6 . C18 . 110.7(8) yes Fe1 . N7 . N6 . 111.1(6) yes Fe1 . N7 . C8 . 141.6(7) yes N6 . N7 . C8 . 105.2(8) yes N7 . C8 . C9 . 122.9(10) yes N7 . C8 . C17 . 110.4(9) yes C9 . C8 . C17 . 126.3(10) yes C8 . C9 . C10 . 122.1(11) yes C8 . C9 . C16 . 120.5(11) yes C10 . C9 . C16 . 116.7(10) yes C9 . C10 . O11 . 114.1(10) yes C9 . C10 . C13 . 120.6(11) yes O11 . C10 . C13 . 125.2(10) yes C10 . O11 . C12 . 115.9(9) yes O11 . C12 . H121 . 107.5 no O11 . C12 . H123 . 110.7 no H121 . C12 . H123 . 109.1 no O11 . C12 . H122 . 110.8 no H121 . C12 . H122 . 109.3 no H123 . C12 . H122 . 109.3 no C10 . C13 . C14 . 120.1(12) yes C10 . C13 . H131 . 119.1 no C14 . C13 . H131 . 120.9 no C13 . C14 . C15 . 121.5(12) yes C13 . C14 . H141 . 119.0 no C15 . C14 . H141 . 119.6 no C14 . C15 . C16 . 119.4(12) yes C14 . C15 . H151 . 121.5 no C16 . C15 . H151 . 119.2 no C9 . C16 . C15 . 121.7(11) yes C9 . C16 . H161 . 119.0 no C15 . C16 . H161 . 119.3 no C8 . C17 . C18 . 105.7(10) yes C8 . C17 . H171 . 126.3 no C18 . C17 . H171 . 127.9 no N6 . C18 . C17 . 108.0(9) yes N6 . C18 . C19 . 121.3(9) yes C17 . C18 . C19 . 130.8(10) yes C18 . C19 . C20 . 120.5(10) yes C18 . C19 . C24 . 121.5(10) yes C20 . C19 . C24 . 118.0(10) yes C19 . C20 . C21 . 119.9(11) yes C19 . C20 . H201 . 119.8 no C21 . C20 . H201 . 120.3 no C20 . C21 . C22 . 118.2(12) yes C20 . C21 . H211 . 120.3 no C22 . C21 . H211 . 121.5 no C21 . C22 . C23 . 123.7(12) yes C21 . C22 . H221 . 117.9 no C23 . C22 . H221 . 118.4 no C22 . C23 . C24 . 118.2(12) yes C22 . C23 . H231 . 121.6 no C24 . C23 . H231 . 120.2 no C19 . C24 . C23 . 121.9(11) yes C19 . C24 . O25 . 115.1(9) yes C23 . C24 . O25 . 123.0(10) yes C24 . O25 . C26 . 118.0(9) yes O25 . C26 . H261 . 109.5 no O25 . C26 . H262 . 110.0 no H261 . C26 . H262 . 109.8 no O25 . C26 . H263 . 109.4 no H261 . C26 . H263 . 109.0 no H262 . C26 . H263 . 109.2 no C5 . N27 . N28 . 118.5(8) yes C5 . N27 . C31 . 125.2(9) yes N28 . N27 . C31 . 112.6(9) yes Fe1 . N28 . N27 . 114.6(7) yes Fe1 . N28 . C29 . 126.9(7) yes N27 . N28 . C29 . 107.1(9) yes N28 . C29 . C30 . 108.1(10) yes N28 . C29 . C40 . 121.7(10) yes C30 . C29 . C40 . 130.2(11) yes C29 . C30 . C31 . 107.8(10) yes C29 . C30 . H301 . 125.4 no C31 . C30 . H301 . 126.7 no C30 . C31 . N27 . 104.3(9) yes C30 . C31 . C32 . 129.0(10) yes N27 . C31 . C32 . 126.7(11) yes C31 . C32 . C33 . 126.1(10) yes C31 . C32 . C39 . 116.3(11) yes C33 . C32 . C39 . 117.6(10) yes C32 . C33 . O34 . 116.2(9) yes C32 . C33 . C36 . 121.1(10) yes O34 . C33 . C36 . 122.8(11) yes C33 . O34 . C35 . 118.7(9) yes O34 . C35 . H352 . 109.2 no O34 . C35 . H351 . 110.5 no H352 . C35 . H351 . 109.7 no O34 . C35 . H353 . 108.4 no H352 . C35 . H353 . 109.3 no H351 . C35 . H353 . 109.7 no C33 . C36 . C37 . 120.7(12) yes C33 . C36 . H361 . 119.5 no C37 . C36 . H361 . 119.8 no C36 . C37 . C38 . 119.7(11) yes C36 . C37 . H371 . 120.4 no C38 . C37 . H371 . 119.8 no C37 . C38 . C39 . 122.4(11) yes C37 . C38 . H381 . 119.7 no C39 . C38 . H381 . 117.9 no C32 . C39 . C38 . 118.3(12) yes C32 . C39 . H391 . 120.4 no C38 . C39 . H391 . 121.2 no C29 . C40 . C41 . 119.9(11) yes C29 . C40 . C45 . 122.0(11) yes C41 . C40 . C45 . 117.8(11) yes C40 . C41 . C42 . 120.6(12) yes C40 . C41 . H411 . 119.0 no C42 . C41 . H411 . 120.4 no C41 . C42 . C43 . 119.4(12) yes C41 . C42 . H421 . 119.8 no C43 . C42 . H421 . 120.8 no C42 . C43 . C44 . 120.5(13) yes C42 . C43 . H431 . 120.5 no C44 . C43 . H431 . 119.0 no C43 . C44 . C45 . 120.0(13) yes C43 . C44 . H441 . 120.2 no C45 . C44 . H441 . 119.7 no C40 . C45 . C44 . 121.4(12) yes C40 . C45 . O46 . 114.4(11) yes C44 . C45 . O46 . 124.2(12) yes C45 . O46 . C47 . 115.3(10) yes O46 . C47 . H471 . 107.7 no O46 . C47 . H472 . 108.8 no H471 . C47 . H472 . 110.6 no O46 . C47 . H473 . 109.8 no H471 . C47 . H473 . 110.0 no H472 . C47 . H473 . 109.9 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C5 . H51 . C20 . 123 0.98 2.46 3.099(19) yes C5 . H51 . O34 . 132 0.98 2.34 3.088(19) yes C12 . H123 . O34 1_455 134 0.96 2.51 3.258(19) yes C21 . H211 . O4 2_554 134 0.93 2.42 3.137(19) yes C41 . H411 . O11 2_555 139 0.94 2.59 3.355(19) yes _chemical_name_common . #============================================================================== data_18 _database_code_depnum_ccdc_archive 'CCDC 896649' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 11-02-16 _audit_creation_method CRYSTALS_ver_14.18 _oxford_structure_analysis_title 037mwj10/6328 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 12.5703(5) _cell_length_b 13.0224(5) _cell_length_c 14.5998(6) _cell_angle_alpha 80.272(3) _cell_angle_beta 66.147(4) _cell_angle_gamma 85.055(3) _cell_volume 2153.94(16) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Fe -1.1336 3.1974 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 1 # Given Formula = C88 H98 Cl2 Fe2 N8 O14 # Dc = 1.29 Fooo = 884.00 Mu = 38.11 M = 837.20 # Found Formula = C90 H98 Cl4.00 Fe1 N8 O12 # Dc = 1.30 FOOO = 884.00 Mu = 30.71 M = 840.74 _chemical_formula_sum 'C90 H98 Cl4 Fe1 N8 O12' _chemical_formula_moiety 'C88 H94 Fe N8 O12, 2(C H2 Cl2)' _chemical_compound_source . _chemical_formula_weight 1681.47 _cell_measurement_reflns_used 8705 _cell_measurement_theta_min 3 _cell_measurement_theta_max 76 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_pale_yellow _exptl_crystal_size_min 0.040 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_max 0.140 _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 884 _exptl_absorpt_coefficient_mu 3.071 # Sheldrick geometric approximatio 0.78 0.88 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies (Oxford Diffraction, 2002), Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.52 _exptl_absorpt_correction_T_max 0.88 _diffrn_measurement_device_type 'Oxford Diffraction SuperNova' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54180 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SuperNova, (Oxford Diffraction, 2010)' _computing_cell_refinement 'CrysAlis, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis, (Oxford Diffraction, 2002)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 22779 _reflns_number_total 8892 _diffrn_reflns_av_R_equivalents 0.035 # Number of reflections with Friedels Law is 8892 # Theoretical number of reflections is about 17962 _diffrn_reflns_theta_min 3.346 _diffrn_reflns_theta_max 75.879 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 73.603 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min -14 _reflns_limit_h_max 15 _reflns_limit_k_min -15 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 18 _oxford_diffrn_Wilson_B_factor 2.81 _oxford_diffrn_Wilson_scale 0.09 _atom_sites_solution_primary Direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.48 _refine_diff_density_max 0.58 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 8891 _refine_ls_number_restraints 68 _refine_ls_number_parameters 548 _oxford_refine_ls_R_factor_ref 0.0544 _refine_ls_wR_factor_ref 0.1233 _refine_ls_goodness_of_fit_ref 1.0007 _refine_ls_shift/su_max 0.0038675 _refine_ls_shift/su_mean 0.0000839 # The values computed from all data _oxford_reflns_number_all 8892 _refine_ls_R_factor_all 0.0544 _refine_ls_wR_factor_all 0.1234 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 7313 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_gt 0.1172 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.05P)^2^ + 1.29P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Oxford Diffraction, (2010). CrysAlisPro. Oxford Diffraction, (2010). Supernova User Manual. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Fe1 Fe 0.5000 0.5000 0.5000 0.0238 1.0000 Uani S . . . . . O2 O 0.47998(12) 0.34870(11) 0.55696(11) 0.0269 1.0000 Uani . . . . . . C3 C 0.47883(16) 0.27830(16) 0.50621(15) 0.0256 1.0000 Uani . . . . . . O4 O 0.44192(15) 0.19057(12) 0.53980(12) 0.0361 1.0000 Uani . . . . . . C5 C 0.53311(16) 0.30745(15) 0.38915(15) 0.0249 1.0000 Uani . . . . . . N6 N 0.65093(14) 0.34776(13) 0.35245(13) 0.0245 1.0000 Uani . . . . . . N7 N 0.66829(14) 0.44071(13) 0.37491(13) 0.0252 1.0000 Uani . . . . . . C8 C 0.78308(17) 0.45696(16) 0.32265(15) 0.0266 1.0000 Uani . . . . . . C9 C 0.83644(17) 0.37567(17) 0.26713(16) 0.0291 1.0000 Uani . . . . . . C10 C 0.75022(17) 0.30663(17) 0.28701(15) 0.0274 1.0000 Uani . . . . . . C11 C 0.75725(17) 0.20733(17) 0.24914(17) 0.0292 1.0000 Uani . . . . . . C12 C 0.71716(19) 0.11483(18) 0.31410(19) 0.0346 1.0000 Uani . . . . . . C13 C 0.7278(2) 0.02160(19) 0.2762(2) 0.0436 1.0000 Uani . . . . . . C14 C 0.7807(2) 0.0215(2) 0.1726(2) 0.0482 1.0000 Uani . . . . . . C15 C 0.8214(2) 0.1122(2) 0.1065(2) 0.0461 1.0000 Uani . . . . . . C16 C 0.80936(19) 0.20617(19) 0.14402(18) 0.0354 1.0000 Uani . . . . . . O17 O 0.84149(17) 0.30081(15) 0.08682(13) 0.0446 1.0000 Uani . . . . . . C18 C 0.9078(3) 0.3111(3) -0.0204(2) 0.0547 1.0000 Uani . . . . . . C19 C 0.8944(3) 0.4258(3) -0.0570(2) 0.0685 1.0000 Uani . . . . . . C20 C 1.0324(3) 0.2778(4) -0.0426(3) 0.0802 1.0000 Uani . . . . . . C21 C 0.84058(17) 0.54986(16) 0.32638(15) 0.0269 1.0000 Uani . . . . . . C22 C 0.78648(18) 0.64781(18) 0.32866(16) 0.0318 1.0000 Uani . . . . . . C23 C 0.8418(2) 0.73522(18) 0.32925(19) 0.0373 1.0000 Uani . . . . . . C24 C 0.9530(2) 0.72569(19) 0.3277(2) 0.0387 1.0000 Uani . . . . . . C25 C 1.0097(2) 0.62964(19) 0.32522(18) 0.0357 1.0000 Uani . . . . . . C26 C 0.95479(18) 0.54139(17) 0.32388(16) 0.0302 1.0000 Uani . . . . . . O27 O 1.00416(13) 0.44439(13) 0.31854(14) 0.0387 1.0000 Uani . . . . . . C28 C 1.12390(19) 0.42598(19) 0.30721(19) 0.0350 1.0000 Uani . . . . . . C29 C 1.1282(2) 0.4029(2) 0.4103(2) 0.0436 1.0000 Uani . . . . . . C30 C 1.1656(2) 0.3357(2) 0.2477(2) 0.0467 1.0000 Uani . . . . . . N31 N 0.46304(14) 0.38257(13) 0.35051(13) 0.0254 1.0000 Uani . . . . . . N32 N 0.42428(14) 0.47205(13) 0.39227(13) 0.0250 1.0000 Uani . . . . . . C33 C 0.39153(17) 0.53572(16) 0.32538(16) 0.0266 1.0000 Uani . . . . . . C34 C 0.33260(18) 0.63694(16) 0.34767(16) 0.0288 1.0000 Uani . . . . . . C35 C 0.24358(19) 0.64463(18) 0.44208(17) 0.0325 1.0000 Uani . . . . . . C36 C 0.1817(2) 0.7371(2) 0.4627(2) 0.0386 1.0000 Uani . . . . . . C37 C 0.2071(2) 0.8228(2) 0.3877(2) 0.0446 1.0000 Uani . . . . . . C38 C 0.2959(2) 0.81684(19) 0.2933(2) 0.0421 1.0000 Uani . . . . . . C39 C 0.36003(19) 0.72519(18) 0.27338(17) 0.0329 1.0000 Uani . . . . . . O40 O 0.44531(14) 0.72176(13) 0.17820(13) 0.0377 1.0000 Uani . . . . . . C41 C 0.5643(2) 0.7096(2) 0.1725(2) 0.0410 1.0000 Uani . . . . . . C42 C 0.6045(3) 0.8088(2) 0.1875(3) 0.0550 1.0000 Uani . . . . . . C43 C 0.6359(3) 0.6784(3) 0.0696(3) 0.0633 1.0000 Uani . . . . . . C44 C 0.41340(18) 0.48791(17) 0.23997(16) 0.0289 1.0000 Uani . . . . . . C45 C 0.45922(17) 0.39089(16) 0.25746(16) 0.0273 1.0000 Uani . . . . . . C46 C 0.49779(18) 0.30869(17) 0.19130(16) 0.0301 1.0000 Uani . . . . . . C47 C 0.45586(19) 0.20673(18) 0.22560(17) 0.0318 1.0000 Uani . . . . . . O48 O 0.38112(14) 0.18842(12) 0.32424(12) 0.0344 1.0000 Uani . . . . . . C49 C 0.3296(2) 0.08630(18) 0.36723(19) 0.0356 1.0000 Uani . . . . . . C50 C 0.2247(2) 0.1048(2) 0.4615(2) 0.0448 1.0000 Uani . . . . . . C51 C 0.4160(2) 0.0103(2) 0.3916(2) 0.0434 1.0000 Uani . . . . . . H51 H 0.5379 0.2457 0.3607 0.0300 1.0000 Uiso R . . . . . C52 C 0.4894(2) 0.1348(2) 0.1576(2) 0.0412 1.0000 Uani . . . . . . C53 C 0.5627(3) 0.1645(2) 0.0572(2) 0.0473 1.0000 Uani . . . . . . C54 C 0.6033(2) 0.2646(2) 0.02266(19) 0.0455 1.0000 Uani . . . . . . C55 C 0.5709(2) 0.3361(2) 0.09018(18) 0.0375 1.0000 Uani . . . . . . H91 H 0.9156 0.3693 0.2251 0.0346 1.0000 Uiso R . . . . . H121 H 0.6828 0.1156 0.3843 0.0417 1.0000 Uiso R . . . . . H131 H 0.7001 -0.0393 0.3196 0.0527 1.0000 Uiso R . . . . . H141 H 0.7880 -0.0417 0.1486 0.0585 1.0000 Uiso R . . . . . H151 H 0.8562 0.1111 0.0361 0.0550 1.0000 Uiso R . . . . . H181 H 0.8720 0.2671 -0.0486 0.0657 1.0000 Uiso R . . . . . H191 H 0.9431 0.4416 -0.1283 0.1018 1.0000 Uiso R . . . . . H192 H 0.8141 0.4414 -0.0465 0.1018 1.0000 Uiso R . . . . . H193 H 0.9170 0.4675 -0.0195 0.1013 1.0000 Uiso R . . . . . H201 H 1.0788 0.2908 -0.1145 0.1188 1.0000 Uiso R . . . . . H202 H 1.0361 0.2043 -0.0186 0.1182 1.0000 Uiso R . . . . . H203 H 1.0638 0.3163 -0.0081 0.1189 1.0000 Uiso R . . . . . H221 H 0.7104 0.6538 0.3304 0.0375 1.0000 Uiso R . . . . . H231 H 0.8046 0.8002 0.3304 0.0445 1.0000 Uiso R . . . . . H241 H 0.9906 0.7847 0.3276 0.0453 1.0000 Uiso R . . . . . H251 H 1.0858 0.6240 0.3250 0.0428 1.0000 Uiso R . . . . . H281 H 1.1696 0.4878 0.2676 0.0411 1.0000 Uiso R . . . . . H291 H 1.0796 0.3451 0.4491 0.0639 1.0000 Uiso R . . . . . H292 H 1.2070 0.3846 0.4038 0.0647 1.0000 Uiso R . . . . . H293 H 1.1021 0.4641 0.4442 0.0649 1.0000 Uiso R . . . . . H301 H 1.1588 0.3546 0.1837 0.0689 1.0000 Uiso R . . . . . H302 H 1.2452 0.3189 0.2365 0.0697 1.0000 Uiso R . . . . . H303 H 1.1191 0.2761 0.2855 0.0700 1.0000 Uiso R . . . . . H351 H 0.2248 0.5843 0.4923 0.0394 1.0000 Uiso R . . . . . H361 H 0.1232 0.7414 0.5275 0.0458 1.0000 Uiso R . . . . . H371 H 0.1659 0.8845 0.4000 0.0539 1.0000 Uiso R . . . . . H381 H 0.3127 0.8740 0.2433 0.0509 1.0000 Uiso R . . . . . H411 H 0.5671 0.6536 0.2252 0.0490 1.0000 Uiso R . . . . . H421 H 0.6851 0.8018 0.1784 0.0819 1.0000 Uiso R . . . . . H422 H 0.5547 0.8240 0.2550 0.0818 1.0000 Uiso R . . . . . H423 H 0.5967 0.8624 0.1361 0.0812 1.0000 Uiso R . . . . . H431 H 0.7158 0.6664 0.0616 0.0939 1.0000 Uiso R . . . . . H432 H 0.6325 0.7326 0.0157 0.0942 1.0000 Uiso R . . . . . H433 H 0.6069 0.6146 0.0648 0.0936 1.0000 Uiso R . . . . . H441 H 0.3972 0.5162 0.1835 0.0350 1.0000 Uiso R . . . . . H491 H 0.3066 0.0609 0.3189 0.0414 1.0000 Uiso R . . . . . H501 H 0.2506 0.1346 0.5050 0.0667 1.0000 Uiso R . . . . . H502 H 0.1711 0.1528 0.4434 0.0668 1.0000 Uiso R . . . . . H503 H 0.1881 0.0398 0.4965 0.0664 1.0000 Uiso R . . . . . H511 H 0.4401 0.0361 0.4386 0.0649 1.0000 Uiso R . . . . . H512 H 0.4824 0.0036 0.3303 0.0652 1.0000 Uiso R . . . . . H513 H 0.3806 -0.0568 0.4199 0.0642 1.0000 Uiso R . . . . . H521 H 0.4635 0.0670 0.1786 0.0483 1.0000 Uiso R . . . . . H531 H 0.5836 0.1148 0.0122 0.0570 1.0000 Uiso R . . . . . H541 H 0.6513 0.2848 -0.0448 0.0532 1.0000 Uiso R . . . . . H551 H 0.5978 0.4048 0.0681 0.0443 1.0000 Uiso R . . . . . Cl560 Cl 0.0238(6) 0.0557(5) 0.3301(3) 0.0921 0.587(13) Uani D . P 1 1 . C570 C 0.0443(5) 0.0882(8) 0.2062(4) 0.0812 0.587(13) Uani D . P 1 1 . Cl580 Cl 0.1771(4) 0.0567(7) 0.1203(3) 0.1421 0.587(13) Uani D . P 1 1 . H5701 H 0.0352 0.1634 0.1930 0.0953 0.587(13) Uiso R . P 1 1 . H5702 H -0.0137 0.0537 0.1940 0.0953 0.587(13) Uiso R . P 1 1 . Cl561 Cl 0.0401(7) 0.0616(6) 0.3316(5) 0.0850 0.413(13) Uani D . P 1 2 . C571 C 0.0254(6) 0.0392(15) 0.2257(10) 0.1046 0.413(13) Uani D . P 1 2 . Cl581 Cl 0.1490(7) 0.0035(7) 0.1317(6) 0.1134 0.413(13) Uani D . P 1 2 . H5711 H -0.0046 0.1030 0.1988 0.1270 0.413(13) Uiso R . P 1 2 . H5712 H -0.0299 -0.0167 0.2454 0.1271 0.413(13) Uiso R . P 1 2 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0212(2) 0.0265(2) 0.0257(2) -0.00322(16) -0.01141(17) -0.00094(16) O2 0.0251(7) 0.0290(7) 0.0276(7) -0.0036(5) -0.0118(6) 0.0001(5) C3 0.0184(8) 0.0284(10) 0.0315(10) -0.0025(8) -0.0122(7) 0.0005(7) O4 0.0427(9) 0.0301(8) 0.0338(8) -0.0007(6) -0.0141(7) -0.0054(7) C5 0.0207(9) 0.0270(9) 0.0301(10) -0.0043(7) -0.0131(8) -0.0013(7) N6 0.0193(7) 0.0288(8) 0.0265(8) -0.0051(6) -0.0094(6) -0.0010(6) N7 0.0204(7) 0.0287(8) 0.0280(8) -0.0033(6) -0.0112(6) -0.0008(6) C8 0.0225(9) 0.0320(10) 0.0256(9) -0.0027(8) -0.0105(7) -0.0003(7) C9 0.0212(9) 0.0349(11) 0.0298(10) -0.0064(8) -0.0075(8) -0.0022(8) C10 0.0234(9) 0.0328(10) 0.0255(9) -0.0034(8) -0.0098(8) 0.0019(8) C11 0.0204(9) 0.0315(10) 0.0354(11) -0.0055(8) -0.0106(8) 0.0001(7) C12 0.0282(10) 0.0336(11) 0.0410(12) -0.0037(9) -0.0139(9) 0.0015(8) C13 0.0339(12) 0.0304(11) 0.0651(17) -0.0038(11) -0.0195(12) -0.0010(9) C14 0.0382(13) 0.0388(13) 0.0730(19) -0.0254(13) -0.0216(13) 0.0020(10) C15 0.0382(13) 0.0532(15) 0.0476(14) -0.0235(12) -0.0115(11) -0.0017(11) C16 0.0275(10) 0.0409(12) 0.0376(12) -0.0103(9) -0.0104(9) -0.0043(9) O17 0.0504(10) 0.0488(10) 0.0279(8) -0.0059(7) -0.0061(7) -0.0142(8) C18 0.0486(15) 0.082(2) 0.0290(12) -0.0101(12) -0.0069(11) -0.0162(14) C19 0.075(2) 0.085(2) 0.0343(14) 0.0105(14) -0.0134(14) -0.0243(19) C20 0.0465(18) 0.119(3) 0.0544(19) -0.010(2) 0.0023(15) -0.0101(19) C21 0.0216(9) 0.0317(10) 0.0264(9) -0.0026(8) -0.0084(7) -0.0045(8) C22 0.0237(9) 0.0373(11) 0.0327(10) -0.0040(9) -0.0099(8) -0.0008(8) C23 0.0338(11) 0.0320(11) 0.0454(13) -0.0068(9) -0.0151(10) 0.0014(9) C24 0.0355(12) 0.0341(11) 0.0476(13) -0.0065(10) -0.0157(10) -0.0088(9) C25 0.0276(10) 0.0400(12) 0.0424(12) -0.0067(9) -0.0160(9) -0.0045(9) C26 0.0234(9) 0.0336(11) 0.0327(10) -0.0042(8) -0.0102(8) -0.0010(8) O27 0.0256(7) 0.0342(8) 0.0629(11) -0.0085(7) -0.0238(7) -0.0001(6) C28 0.0234(10) 0.0383(11) 0.0462(13) -0.0051(10) -0.0175(9) 0.0009(8) C29 0.0349(12) 0.0517(14) 0.0471(14) -0.0029(11) -0.0197(11) -0.0064(10) C30 0.0384(13) 0.0512(15) 0.0573(16) -0.0168(12) -0.0248(12) 0.0109(11) N31 0.0232(8) 0.0280(8) 0.0281(8) -0.0041(6) -0.0131(7) -0.0005(6) N32 0.0213(7) 0.0277(8) 0.0288(8) -0.0044(6) -0.0129(6) 0.0004(6) C33 0.0216(9) 0.0308(10) 0.0304(10) -0.0019(8) -0.0137(8) -0.0036(7) C34 0.0270(10) 0.0311(10) 0.0344(10) -0.0033(8) -0.0193(8) 0.0004(8) C35 0.0290(10) 0.0366(11) 0.0364(11) -0.0040(9) -0.0180(9) -0.0012(8) C36 0.0304(11) 0.0426(13) 0.0472(13) -0.0140(10) -0.0176(10) 0.0027(9) C37 0.0408(13) 0.0331(12) 0.0649(17) -0.0115(11) -0.0259(12) 0.0074(10) C38 0.0455(13) 0.0310(11) 0.0542(15) 0.0000(10) -0.0273(12) 0.0021(10) C39 0.0310(10) 0.0352(11) 0.0360(11) -0.0012(9) -0.0181(9) -0.0023(8) O40 0.0355(8) 0.0416(9) 0.0357(8) 0.0021(7) -0.0166(7) -0.0026(7) C41 0.0339(12) 0.0416(13) 0.0457(13) 0.0008(10) -0.0160(10) -0.0051(10) C42 0.0483(15) 0.0523(16) 0.0629(18) -0.0037(14) -0.0204(14) -0.0112(13) C43 0.0385(14) 0.080(2) 0.0645(19) -0.0202(17) -0.0089(13) -0.0059(14) C44 0.0282(10) 0.0330(10) 0.0288(10) -0.0012(8) -0.0157(8) -0.0021(8) C45 0.0236(9) 0.0321(10) 0.0286(10) -0.0035(8) -0.0123(8) -0.0040(8) C46 0.0288(10) 0.0370(11) 0.0305(10) -0.0073(8) -0.0175(8) 0.0018(8) C47 0.0307(10) 0.0365(11) 0.0342(11) -0.0092(9) -0.0182(9) 0.0029(8) O48 0.0362(8) 0.0310(8) 0.0365(8) -0.0060(6) -0.0139(7) -0.0040(6) C49 0.0360(11) 0.0311(11) 0.0429(12) -0.0049(9) -0.0185(10) -0.0035(9) C50 0.0401(13) 0.0414(13) 0.0479(14) -0.0044(11) -0.0121(11) -0.0063(10) C51 0.0431(13) 0.0376(12) 0.0537(15) -0.0032(11) -0.0246(12) -0.0015(10) C52 0.0443(13) 0.0402(12) 0.0463(13) -0.0134(10) -0.0231(11) 0.0014(10) C53 0.0519(15) 0.0551(15) 0.0425(13) -0.0224(12) -0.0221(12) 0.0056(12) C54 0.0464(14) 0.0611(16) 0.0298(11) -0.0115(11) -0.0143(10) -0.0002(12) C55 0.0389(12) 0.0446(13) 0.0326(11) -0.0066(9) -0.0173(10) -0.0018(10) Cl560 0.0633(16) 0.103(3) 0.095(2) 0.0227(18) -0.0286(17) -0.0134(14) C570 0.064(3) 0.092(4) 0.100(3) -0.006(3) -0.050(3) 0.003(3) Cl580 0.096(2) 0.140(4) 0.141(3) 0.010(2) -0.0134(18) 0.020(2) Cl561 0.087(3) 0.059(2) 0.131(4) 0.010(2) -0.074(3) -0.0081(19) C571 0.097(5) 0.103(5) 0.130(5) -0.018(4) -0.064(4) 0.011(4) Cl581 0.117(3) 0.118(4) 0.127(4) -0.055(3) -0.064(3) 0.044(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 3.80(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 . N32 2_666 2.2307(16) yes Fe1 . N7 2_666 2.3403(17) yes Fe1 . O2 2_666 1.9999(14) yes Fe1 . O2 . 1.9999(14) yes Fe1 . N7 . 2.3403(17) yes Fe1 . N32 . 2.2307(16) yes O2 . C3 . 1.277(3) yes C3 . O4 . 1.216(3) yes C3 . C5 . 1.553(3) yes C5 . N6 . 1.467(2) yes C5 . N31 . 1.455(2) yes C5 . H51 . 0.953 no N6 . N7 . 1.363(2) yes N6 . C10 . 1.360(3) yes N7 . C8 . 1.348(3) yes C8 . C9 . 1.398(3) yes C8 . C21 . 1.481(3) yes C9 . C10 . 1.376(3) yes C9 . H91 . 0.940 no C10 . C11 . 1.472(3) yes C11 . C12 . 1.392(3) yes C11 . C16 . 1.406(3) yes C12 . C13 . 1.391(4) yes C12 . H121 . 0.939 no C13 . C14 . 1.386(4) yes C13 . H131 . 0.922 no C14 . C15 . 1.381(4) yes C14 . H141 . 0.930 no C15 . C16 . 1.396(4) yes C15 . H151 . 0.943 no C16 . O17 . 1.358(3) yes O17 . C18 . 1.435(3) yes C18 . C19 . 1.518(5) yes C18 . C20 . 1.506(5) yes C18 . H181 . 0.987 no C19 . H191 . 0.968 no C19 . H192 . 0.966 no C19 . H193 . 0.964 no C20 . H201 . 0.965 no C20 . H202 . 0.965 no C20 . H203 . 0.970 no C21 . C22 . 1.392(3) yes C21 . C26 . 1.416(3) yes C22 . C23 . 1.387(3) yes C22 . H221 . 0.943 no C23 . C24 . 1.384(3) yes C23 . H231 . 0.931 no C24 . C25 . 1.383(4) yes C24 . H241 . 0.936 no C25 . C26 . 1.397(3) yes C25 . H251 . 0.952 no C26 . O27 . 1.359(3) yes O27 . C28 . 1.449(2) yes C28 . C29 . 1.506(3) yes C28 . C30 . 1.511(4) yes C28 . H281 . 0.982 no C29 . H291 . 0.958 no C29 . H292 . 0.968 no C29 . H293 . 0.972 no C30 . H301 . 0.962 no C30 . H302 . 0.958 no C30 . H303 . 0.961 no N31 . N32 . 1.367(2) yes N31 . C45 . 1.364(3) yes N32 . C33 . 1.343(3) yes C33 . C34 . 1.474(3) yes C33 . C44 . 1.405(3) yes C34 . C35 . 1.394(3) yes C34 . C39 . 1.400(3) yes C35 . C36 . 1.385(3) yes C35 . H351 . 0.953 no C36 . C37 . 1.383(4) yes C36 . H361 . 0.942 no C37 . C38 . 1.389(4) yes C37 . H371 . 0.921 no C38 . C39 . 1.386(3) yes C38 . H381 . 0.922 no C39 . O40 . 1.375(3) yes O40 . C41 . 1.461(3) yes C41 . C42 . 1.507(4) yes C41 . C43 . 1.510(4) yes C41 . H411 . 0.976 no C42 . H421 . 0.965 no C42 . H422 . 0.973 no C42 . H423 . 0.964 no C43 . H431 . 0.965 no C43 . H432 . 0.975 no C43 . H433 . 0.960 no C44 . C45 . 1.370(3) yes C44 . H441 . 0.936 no C45 . C46 . 1.482(3) yes C46 . C47 . 1.405(3) yes C46 . C55 . 1.390(3) yes C47 . O48 . 1.357(3) yes C47 . C52 . 1.396(3) yes O48 . C49 . 1.456(3) yes C49 . C50 . 1.510(4) yes C49 . C51 . 1.514(3) yes C49 . H491 . 0.976 no C50 . H501 . 0.966 no C50 . H502 . 0.964 no C50 . H503 . 0.960 no C51 . H511 . 0.970 no C51 . H512 . 0.956 no C51 . H513 . 0.964 no C52 . C53 . 1.388(4) yes C52 . H521 . 0.926 no C53 . C54 . 1.378(4) yes C53 . H531 . 0.944 no C54 . C55 . 1.387(4) yes C54 . H541 . 0.929 no C55 . H551 . 0.941 no Cl560 . C570 . 1.704(5) yes C570 . Cl580 . 1.700(5) yes C570 . H5701 . 0.971 no C570 . H5702 . 0.976 no Cl561 . C571 . 1.703(6) yes C571 . Cl581 . 1.698(6) yes C571 . H5711 . 0.971 no C571 . H5712 . 0.975 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N32 2_666 Fe1 . N7 2_666 81.06(6) yes N32 2_666 Fe1 . O2 2_666 88.32(6) yes N7 2_666 Fe1 . O2 2_666 83.57(6) yes N32 2_666 Fe1 . O2 . 91.68(6) yes N7 2_666 Fe1 . O2 . 96.43(6) yes O2 2_666 Fe1 . O2 . 179.994 yes N32 2_666 Fe1 . N7 . 98.94(6) yes N7 2_666 Fe1 . N7 . 179.995 yes O2 2_666 Fe1 . N7 . 96.43(6) yes O2 . Fe1 . N7 . 83.57(6) yes N32 2_666 Fe1 . N32 . 179.995 yes N7 2_666 Fe1 . N32 . 98.94(6) yes O2 2_666 Fe1 . N32 . 91.68(6) yes O2 . Fe1 . N32 . 88.32(6) yes N7 . Fe1 . N32 . 81.06(6) yes Fe1 . O2 . C3 . 123.37(13) yes O2 . C3 . O4 . 126.9(2) yes O2 . C3 . C5 . 116.24(17) yes O4 . C3 . C5 . 116.86(18) yes C3 . C5 . N6 . 111.83(15) yes C3 . C5 . N31 . 113.40(16) yes N6 . C5 . N31 . 108.83(16) yes C3 . C5 . H51 . 107.7 no N6 . C5 . H51 . 108.2 no N31 . C5 . H51 . 106.6 no C5 . N6 . N7 . 120.53(16) yes C5 . N6 . C10 . 126.53(17) yes N7 . N6 . C10 . 112.61(16) yes Fe1 . N7 . N6 . 111.37(11) yes Fe1 . N7 . C8 . 143.67(14) yes N6 . N7 . C8 . 104.34(16) yes N7 . C8 . C9 . 110.84(18) yes N7 . C8 . C21 . 122.61(19) yes C9 . C8 . C21 . 126.56(19) yes C8 . C9 . C10 . 106.35(18) yes C8 . C9 . H91 . 126.7 no C10 . C9 . H91 . 126.9 no C9 . C10 . N6 . 105.84(18) yes C9 . C10 . C11 . 129.69(19) yes N6 . C10 . C11 . 124.47(18) yes C10 . C11 . C12 . 122.1(2) yes C10 . C11 . C16 . 118.51(19) yes C12 . C11 . C16 . 119.4(2) yes C11 . C12 . C13 . 120.8(2) yes C11 . C12 . H121 . 119.3 no C13 . C12 . H121 . 119.9 no C12 . C13 . C14 . 119.1(2) yes C12 . C13 . H131 . 120.4 no C14 . C13 . H131 . 120.5 no C13 . C14 . C15 . 121.2(2) yes C13 . C14 . H141 . 118.0 no C15 . C14 . H141 . 120.8 no C14 . C15 . C16 . 119.9(3) yes C14 . C15 . H151 . 120.3 no C16 . C15 . H151 . 119.8 no C11 . C16 . C15 . 119.6(2) yes C11 . C16 . O17 . 115.0(2) yes C15 . C16 . O17 . 125.4(2) yes C16 . O17 . C18 . 121.6(2) yes O17 . C18 . C19 . 103.8(3) yes O17 . C18 . C20 . 110.3(3) yes C19 . C18 . C20 . 113.0(3) yes O17 . C18 . H181 . 107.9 no C19 . C18 . H181 . 111.0 no C20 . C18 . H181 . 110.7 no C18 . C19 . H191 . 109.6 no C18 . C19 . H192 . 109.5 no H191 . C19 . H192 . 109.4 no C18 . C19 . H193 . 109.6 no H191 . C19 . H193 . 109.5 no H192 . C19 . H193 . 109.3 no C18 . C20 . H201 . 110.4 no C18 . C20 . H202 . 109.5 no H201 . C20 . H202 . 109.3 no C18 . C20 . H203 . 109.7 no H201 . C20 . H203 . 109.0 no H202 . C20 . H203 . 108.9 no C8 . C21 . C22 . 121.43(18) yes C8 . C21 . C26 . 120.27(19) yes C22 . C21 . C26 . 118.25(19) yes C21 . C22 . C23 . 121.3(2) yes C21 . C22 . H221 . 118.5 no C23 . C22 . H221 . 120.2 no C22 . C23 . C24 . 119.8(2) yes C22 . C23 . H231 . 120.3 no C24 . C23 . H231 . 119.9 no C23 . C24 . C25 . 120.5(2) yes C23 . C24 . H241 . 119.9 no C25 . C24 . H241 . 119.6 no C24 . C25 . C26 . 120.0(2) yes C24 . C25 . H251 . 119.7 no C26 . C25 . H251 . 120.3 no C21 . C26 . C25 . 120.1(2) yes C21 . C26 . O27 . 115.41(19) yes C25 . C26 . O27 . 124.49(19) yes C26 . O27 . C28 . 121.29(17) yes O27 . C28 . C29 . 109.4(2) yes O27 . C28 . C30 . 104.71(18) yes C29 . C28 . C30 . 113.3(2) yes O27 . C28 . H281 . 109.3 no C29 . C28 . H281 . 110.6 no C30 . C28 . H281 . 109.4 no C28 . C29 . H291 . 109.4 no C28 . C29 . H292 . 110.1 no H291 . C29 . H292 . 108.2 no C28 . C29 . H293 . 109.5 no H291 . C29 . H293 . 110.3 no H292 . C29 . H293 . 109.2 no C28 . C30 . H301 . 109.3 no C28 . C30 . H302 . 109.9 no H301 . C30 . H302 . 109.6 no C28 . C30 . H303 . 109.2 no H301 . C30 . H303 . 109.9 no H302 . C30 . H303 . 108.9 no C5 . N31 . N32 . 119.48(16) yes C5 . N31 . C45 . 125.83(18) yes N32 . N31 . C45 . 111.66(16) yes Fe1 . N32 . N31 . 114.64(12) yes Fe1 . N32 . C33 . 133.14(14) yes N31 . N32 . C33 . 105.12(16) yes N32 . C33 . C34 . 121.91(19) yes N32 . C33 . C44 . 110.39(18) yes C34 . C33 . C44 . 127.52(19) yes C33 . C34 . C35 . 120.0(2) yes C33 . C34 . C39 . 121.0(2) yes C35 . C34 . C39 . 118.8(2) yes C34 . C35 . C36 . 121.2(2) yes C34 . C35 . H351 . 118.6 no C36 . C35 . H351 . 120.2 no C35 . C36 . C37 . 119.5(2) yes C35 . C36 . H361 . 120.0 no C37 . C36 . H361 . 120.5 no C36 . C37 . C38 . 120.2(2) yes C36 . C37 . H371 . 120.4 no C38 . C37 . H371 . 119.4 no C37 . C38 . C39 . 120.4(2) yes C37 . C38 . H381 . 120.1 no C39 . C38 . H381 . 119.5 no C34 . C39 . C38 . 119.9(2) yes C34 . C39 . O40 . 121.5(2) yes C38 . C39 . O40 . 118.6(2) yes C39 . O40 . C41 . 115.60(18) yes O40 . C41 . C42 . 110.8(2) yes O40 . C41 . C43 . 105.2(2) yes C42 . C41 . C43 . 112.9(2) yes O40 . C41 . H411 . 108.9 no C42 . C41 . H411 . 109.2 no C43 . C41 . H411 . 109.7 no C41 . C42 . H421 . 110.2 no C41 . C42 . H422 . 108.4 no H421 . C42 . H422 . 111.4 no C41 . C42 . H423 . 106.3 no H421 . C42 . H423 . 109.4 no H422 . C42 . H423 . 111.1 no C41 . C43 . H431 . 109.7 no C41 . C43 . H432 . 111.0 no H431 . C43 . H432 . 109.3 no C41 . C43 . H433 . 109.1 no H431 . C43 . H433 . 108.1 no H432 . C43 . H433 . 109.7 no C33 . C44 . C45 . 106.38(18) yes C33 . C44 . H441 . 126.5 no C45 . C44 . H441 . 127.1 no C44 . C45 . N31 . 106.39(18) yes C44 . C45 . C46 . 128.51(19) yes N31 . C45 . C46 . 125.10(19) yes C45 . C46 . C47 . 122.1(2) yes C45 . C46 . C55 . 118.4(2) yes C47 . C46 . C55 . 119.3(2) yes C46 . C47 . O48 . 115.16(19) yes C46 . C47 . C52 . 119.3(2) yes O48 . C47 . C52 . 125.5(2) yes C47 . O48 . C49 . 119.93(18) yes O48 . C49 . C50 . 104.64(19) yes O48 . C49 . C51 . 110.31(19) yes C50 . C49 . C51 . 111.7(2) yes O48 . C49 . H491 . 109.4 no C50 . C49 . H491 . 111.0 no C51 . C49 . H491 . 109.7 no C49 . C50 . H501 . 108.4 no C49 . C50 . H502 . 109.7 no H501 . C50 . H502 . 109.3 no C49 . C50 . H503 . 109.6 no H501 . C50 . H503 . 109.0 no H502 . C50 . H503 . 110.7 no C49 . C51 . H511 . 109.8 no C49 . C51 . H512 . 108.8 no H511 . C51 . H512 . 109.4 no C49 . C51 . H513 . 109.2 no H511 . C51 . H513 . 110.8 no H512 . C51 . H513 . 108.8 no C47 . C52 . C53 . 120.0(2) yes C47 . C52 . H521 . 120.8 no C53 . C52 . H521 . 119.2 no C52 . C53 . C54 . 121.1(2) yes C52 . C53 . H531 . 118.7 no C54 . C53 . H531 . 120.2 no C53 . C54 . C55 . 119.1(2) yes C53 . C54 . H541 . 121.1 no C55 . C54 . H541 . 119.8 no C46 . C55 . C54 . 121.2(2) yes C46 . C55 . H551 . 118.5 no C54 . C55 . H551 . 120.3 no Cl560 . C570 . Cl580 . 115.79(7) yes Cl560 . C570 . H5701 . 107.6 no Cl580 . C570 . H5701 . 106.6 no Cl560 . C570 . H5702 . 109.2 no Cl580 . C570 . H5702 . 107.3 no H5701 . C570 . H5702 . 110.3 no Cl561 . C571 . Cl581 . 115.82(7) yes Cl561 . C571 . H5711 . 107.6 no Cl581 . C571 . H5711 . 107.9 no Cl561 . C571 . H5712 . 108.1 no Cl581 . C571 . H5712 . 107.3 no H5711 . C571 . H5712 . 110.1 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C5 . H51 . O48 . 123.33 0.953 2.441 3.070(4) yes C19 . H191 . C26 2_765 168.08 0.968 2.593 3.545(4) yes C22 . H221 . O2 2_666 140.81 0.943 2.290 3.080(4) yes C41 . H411 . C33 . 120.13 0.976 2.565 3.169(4) yes _iucr_refine_instruction_details_constraints ; # # Punched on 16/02/11 at 18:13:19 # #LIST 12 BLOCK SCALE X'S, U'S EQUIV PART(1001,OCC) PART(1002,OCC) WEIGHT -1 PART(1002,OCC) RIDE C ( 5,X'S) H ( 51,X'S) RIDE C ( 9,X'S) H ( 91,X'S) RIDE C ( 12,X'S) H ( 121,X'S) RIDE C ( 13,X'S) H ( 131,X'S) RIDE C ( 14,X'S) H ( 141,X'S) RIDE C ( 15,X'S) H ( 151,X'S) RIDE C ( 18,X'S) H ( 181,X'S) RIDE C ( 19,X'S) H ( 191,X'S) H ( 193,X'S) H ( 192,X'S) RIDE C ( 20,X'S) H ( 201,X'S) H ( 203,X'S) H ( 202,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 23,X'S) H ( 231,X'S) RIDE C ( 24,X'S) H ( 241,X'S) RIDE C ( 25,X'S) H ( 251,X'S) RIDE C ( 28,X'S) H ( 281,X'S) RIDE C ( 29,X'S) H ( 292,X'S) H ( 293,X'S) H ( 291,X'S) RIDE C ( 30,X'S) H ( 302,X'S) H ( 303,X'S) H ( 301,X'S) RIDE C ( 35,X'S) H ( 351,X'S) RIDE C ( 36,X'S) H ( 361,X'S) RIDE C ( 37,X'S) H ( 371,X'S) RIDE C ( 38,X'S) H ( 381,X'S) RIDE C ( 41,X'S) H ( 411,X'S) RIDE C ( 42,X'S) H ( 421,X'S) H ( 422,X'S) H ( 423,X'S) RIDE C ( 43,X'S) H ( 431,X'S) H ( 432,X'S) H ( 433,X'S) RIDE C ( 44,X'S) H ( 441,X'S) RIDE C ( 49,X'S) H ( 491,X'S) RIDE C ( 50,X'S) H ( 503,X'S) H ( 501,X'S) H ( 502,X'S) RIDE C ( 51,X'S) H ( 513,X'S) H ( 511,X'S) H ( 512,X'S) RIDE C ( 52,X'S) H ( 521,X'S) RIDE C ( 53,X'S) H ( 531,X'S) RIDE C ( 54,X'S) H ( 541,X'S) RIDE C ( 55,X'S) H ( 551,X'S) RIDE C ( 570,X'S) H (5701,X'S) H (5702,X'S) RIDE C ( 571,X'S) H (5711,X'S) H (5712,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 16/02/11 at 18:13:19 # #LIST 16 SAME CL(560) C(570) CL(580) AND CONT CL(580) C(570) CL(560) AND CONT CL(561) C(571) CL(581) AND CONT CL(581) C(571) CL(561) SIMU 0.01 CL(560) C(570) CL(580) AND CONT CL(580) C(570) CL(560) AND CONT CL(561) C(571) CL(581) AND CONT CL(581) C(571) CL(561) DELU 0.01 CL(560) C(570) CL(580) AND CONT CL(580) C(570) CL(560) AND CONT CL(561) C(571) CL(581) AND CONT CL(581) C(571) CL(561) REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _chemical_name_common . #============================================================================== data_19 _database_code_depnum_ccdc_archive 'CCDC 896650' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 11-06-20 _audit_creation_method CRYSTALS_ver_14.23 _oxford_structure_analysis_title arc1364 _chemical_name_systematic . _chemical_melting_point 'not measured' _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_special_details ; The NH hydrogen atoms of the protonated pyrazole were located in a difference Fourier map and their coordinates and isotropic thermal paramaeters subsequently refined. All CH hydrogen atoms were positioned geometrically. An isolated atom, presumed to be the oxygen atom of a molecule of water was found.This occupied a site with no crystallographic symmetry, but lay relatively close to crystallographic centre of inversion, resulting in a short O...O contact (c. 2.61(2) A symmetry operator 2-x, -y, 2-z) indicative of hydrogen bonding. The H atoms attached to the water oxygen O9 could neither be located in a difference Fourier map nor positioned geometrically. They have been omitted from the model but are included in calculations of the formula weight, density etc. Again, the large thermal parameters of this atom indicated unresolved disorder. A second, triclinic (P-1) structural modification was observed with: cell_length_a 12.1307(2) cell_length_b 12.1604(2) cell_length_c 24.2684(4) cell_angle_alpha 85.7243(6) cell_angle_beta 89.3018(6) cell_angle_gamma 85.1615(6) cell_volume 3557.18(10) It contained two half molecules in the asymmetric unit, however, the oxidation state was open to debate as there was considerable diffuse disorder in the cavity. ; #============================================================= _cell_length_a 12.0788(2) _cell_angle_alpha 65.7920(5) _cell_length_b 14.7551(2) _cell_angle_beta 83.7864(4) _cell_length_c 17.4330(2) _cell_angle_gamma 86.3306(5) _cell_volume 2816.45(7) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'Fe ' 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 1 _chemical_formula_sum ' C108 H102 Cl12 Fe3 N12 O18 ' # This formula includes the unlocated water H atoms attached to O9 _chemical_compound_source 'synthesis as described' _chemical_formula_weight 2451.06 _cell_measurement_reflns_used 48417 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' prism ' _exptl_crystal_colour ' yellow ' _exptl_crystal_size_min 0.08 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_max 0.26 _exptl_crystal_density_diffrn 1.445 _exptl_crystal_density_meas 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1262 _exptl_absorpt_coefficient_mu 0.736 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Denzo/Scalepack (Otwinowski & Minor, 1996)' _exptl_absorpt_correction_T_min 0.83 _exptl_absorpt_correction_T_max 0.94 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 48417 _reflns_number_total 12808 _diffrn_reflns_av_R_equivalents 0.038 _diffrn_reflns_theta_min 5.141 _diffrn_reflns_theta_max 27.485 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.485 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _reflns_limit_h_min -15 _reflns_limit_h_max 15 _reflns_limit_k_min -17 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 22 _refine_diff_density_min -1.45 _refine_diff_density_max 1.57 _refine_ls_number_reflns 8626 _refine_ls_number_restraints 0 _refine_ls_number_parameters 699 #_refine_ls_R_factor_ref 0.0621 _refine_ls_wR_factor_ref 0.0747 _refine_ls_goodness_of_fit_ref 1.0486 #_reflns_number_all 12808 _refine_ls_R_factor_all 0.0878 _refine_ls_wR_factor_all 0.0947 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 8626 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_gt 0.0747 _refine_ls_shift/su_max 0.021924 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.22 0.858 0.714 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_attached_hydrogens Fe1 Fe 0.0000 0.5000 0.5000 0.0185 1.0000 Uani S . C1 C 0.1818(2) 0.6155(2) 0.36319(19) 0.0195 1.0000 Uani . . C2 C 0.1562(3) 0.6619(2) 0.42842(19) 0.0205 1.0000 Uani . . O1 O 0.07874(18) 0.62585(16) 0.48634(14) 0.0221 1.0000 Uani . . O2 O 0.2141(2) 0.73376(17) 0.41735(15) 0.0281 1.0000 Uani . . N1 N 0.2223(2) 0.51282(19) 0.40008(16) 0.0201 1.0000 Uani . . N2 N 0.1584(2) 0.44350(19) 0.46465(16) 0.0198 1.0000 Uani . . C3 C 0.2068(3) 0.3550(2) 0.4750(2) 0.0226 1.0000 Uani . . C4 C 0.2998(3) 0.3687(2) 0.4161(2) 0.0272 1.0000 Uani . . C5 C 0.3083(3) 0.4693(2) 0.3689(2) 0.0233 1.0000 Uani . . C6 C 0.1631(3) 0.2628(2) 0.5444(2) 0.0251 1.0000 Uani . . C7 C 0.1575(3) 0.2528(3) 0.6276(2) 0.0313 1.0000 Uani . . C8 C 0.1147(4) 0.1684(3) 0.6946(2) 0.0375 1.0000 Uani . . C9 C 0.0762(4) 0.0933(3) 0.6773(2) 0.0386 1.0000 Uani . . C10 C 0.0826(3) 0.1001(3) 0.5952(3) 0.0352 1.0000 Uani . . C11 C 0.1254(3) 0.1851(2) 0.5284(2) 0.0264 1.0000 Uani . . O3 O 0.1323(2) 0.19882(18) 0.44549(16) 0.0341 1.0000 Uani . . C12 C 0.1151(3) 0.1143(3) 0.4282(3) 0.0371 1.0000 Uani . . C13 C 0.3859(3) 0.5261(2) 0.2957(2) 0.0252 1.0000 Uani . . C14 C 0.4023(3) 0.4995(3) 0.2273(2) 0.0283 1.0000 Uani . . C15 C 0.4764(3) 0.5492(3) 0.1579(2) 0.0347 1.0000 Uani . . C16 C 0.5344(3) 0.6283(3) 0.1567(2) 0.0370 1.0000 Uani . . C17 C 0.5224(3) 0.6551(3) 0.2248(2) 0.0338 1.0000 Uani . . C18 C 0.4486(3) 0.6039(2) 0.2949(2) 0.0267 1.0000 Uani . . O4 O 0.4324(2) 0.62267(19) 0.36579(17) 0.0322 1.0000 Uani . . C19 C 0.4919(4) 0.7035(3) 0.3657(3) 0.0467 1.0000 Uani . . N3 N 0.0854(2) 0.62399(19) 0.31701(16) 0.0212 1.0000 Uani . . N4 N -0.0055(2) 0.56601(19) 0.35677(16) 0.0213 1.0000 Uani . . C20 C -0.0670(3) 0.5742(2) 0.2940(2) 0.0234 1.0000 Uani . . C21 C -0.0148(3) 0.6378(2) 0.2153(2) 0.0273 1.0000 Uani . . C22 C 0.0818(3) 0.6678(2) 0.2316(2) 0.0253 1.0000 Uani . . C23 C -0.1718(3) 0.5205(2) 0.3103(2) 0.0258 1.0000 Uani . . C24 C -0.2406(3) 0.5003(3) 0.3846(2) 0.0277 1.0000 Uani . . C25 C -0.3368(3) 0.4460(3) 0.4035(2) 0.0325 1.0000 Uani . . C26 C -0.3645(3) 0.4095(3) 0.3466(3) 0.0357 1.0000 Uani . . C27 C -0.2997(3) 0.4296(3) 0.2712(3) 0.0358 1.0000 Uani . . C28 C -0.2053(3) 0.4858(3) 0.2517(2) 0.0287 1.0000 Uani . . O5 O -0.1379(2) 0.5096(2) 0.17847(17) 0.0388 1.0000 Uani . . C29 C -0.1746(4) 0.4843(3) 0.1147(3) 0.0450 1.0000 Uani . . C30 C 0.1697(3) 0.7340(2) 0.1740(2) 0.0272 1.0000 Uani . . C31 C 0.2069(4) 0.8136(3) 0.1874(2) 0.0340 1.0000 Uani . . C32 C 0.2909(4) 0.8738(3) 0.1333(3) 0.0433 1.0000 Uani . . C33 C 0.3365(4) 0.8553(3) 0.0648(2) 0.0417 1.0000 Uani . . C34 C 0.3005(3) 0.7775(3) 0.0489(2) 0.0366 1.0000 Uani . . C35 C 0.2176(3) 0.7167(3) 0.1037(2) 0.0308 1.0000 Uani . . O6 O 0.1776(3) 0.6370(2) 0.09567(17) 0.0420 1.0000 Uani . . C36 C 0.2264(4) 0.6138(3) 0.0272(3) 0.0438 1.0000 Uani . . N5 N 0.1266(3) 0.7585(2) 0.60899(18) 0.0272 1.0000 Uani . . N6 N 0.2047(2) 0.7888(2) 0.54305(19) 0.0274 1.0000 Uani . . C37 C 0.2808(3) 0.8390(2) 0.5592(2) 0.0275 1.0000 Uani . . C38 C 0.2498(3) 0.8414(3) 0.6372(2) 0.0293 1.0000 Uani . . C39 C 0.1502(3) 0.7896(3) 0.6682(2) 0.0291 1.0000 Uani . . C40 C 0.3824(3) 0.8761(2) 0.5016(2) 0.0290 1.0000 Uani . . C41 C 0.4848(3) 0.8632(3) 0.5350(3) 0.0366 1.0000 Uani . . C42 C 0.5822(3) 0.8915(3) 0.4822(3) 0.0429 1.0000 Uani . . C43 C 0.5763(3) 0.9342(3) 0.3954(3) 0.0462 1.0000 Uani . . C44 C 0.4744(4) 0.9518(3) 0.3607(3) 0.0407 1.0000 Uani . . C45 C 0.3768(3) 0.9231(3) 0.4138(2) 0.0309 1.0000 Uani . . O7 O 0.2721(2) 0.93809(19) 0.38826(16) 0.0339 1.0000 Uani . . C46 C 0.2611(4) 0.9651(3) 0.3008(3) 0.0475 1.0000 Uani . . C47 C 0.0802(3) 0.7708(3) 0.7466(2) 0.0322 1.0000 Uani . . C48 C 0.1052(4) 0.8164(3) 0.7991(3) 0.0416 1.0000 Uani . . C49 C 0.0418(5) 0.8008(5) 0.8739(3) 0.0597 1.0000 Uani . . C50 C -0.0497(5) 0.7398(5) 0.8974(3) 0.0635 1.0000 Uani . . C51 C -0.0764(4) 0.6923(4) 0.8480(3) 0.0487 1.0000 Uani . . C52 C -0.0112(3) 0.7073(3) 0.7729(2) 0.0369 1.0000 Uani . . O8 O -0.0315(2) 0.6640(2) 0.72022(17) 0.0367 1.0000 Uani . . C53 C -0.1197(3) 0.5943(3) 0.7459(3) 0.0457 1.0000 Uani . . Fe2 Fe 0.43883(4) 0.24646(4) 0.15186(3) 0.0286 1.0000 Uani . . Cl1 Cl 0.37617(11) 0.38641(8) 0.05871(7) 0.0504 1.0000 Uani . . Cl2 Cl 0.61361(9) 0.26025(12) 0.16765(8) 0.0611 1.0000 Uani . . Cl3 Cl 0.42330(12) 0.12906(9) 0.10798(8) 0.0565 1.0000 Uani . . Cl4 Cl 0.34595(8) 0.21295(7) 0.27547(6) 0.0391 1.0000 Uani . . C54 C 0.2948(12) 0.1122(8) 0.9158(8) 0.1802 1.0000 Uani . . Cl5 Cl 0.3568(3) 0.0739(2) 0.8479(2) 0.1567 1.0000 Uani . . Cl6 Cl 0.2180(2) 0.2122(2) 0.8952(2) 0.1442 1.0000 Uani . . O9 O 0.9762(6) 0.0131(5) 0.9248(7) 0.1784 1.0000 Uani . 2 H1 H 0.075(4) 0.725(3) 0.612(3) 0.026(10) 1.0000 Uiso . . H2 H 0.211(4) 0.775(4) 0.497(3) 0.047(13) 1.0000 Uiso . . H11 H 0.2439 0.6546 0.3228 0.0236 1.0000 Uiso . . H41 H 0.3504 0.3154 0.4097 0.0327 1.0000 Uiso . . H71 H 0.1850 0.3077 0.6397 0.0366 1.0000 Uiso . . H81 H 0.1119 0.1623 0.7541 0.0422 1.0000 Uiso . . H91 H 0.0433 0.0332 0.7246 0.0419 1.0000 Uiso . . H101 H 0.0567 0.0441 0.5839 0.0396 1.0000 Uiso . . H121 H 0.1223 0.1342 0.3658 0.0468 1.0000 Uiso . . H122 H 0.1720 0.0614 0.4546 0.0468 1.0000 Uiso . . H123 H 0.0388 0.0884 0.4522 0.0468 1.0000 Uiso . . H141 H 0.3596 0.4431 0.2282 0.0343 1.0000 Uiso . . H151 H 0.4878 0.5286 0.1096 0.0416 1.0000 Uiso . . H161 H 0.5856 0.6665 0.1059 0.0419 1.0000 Uiso . . H171 H 0.5664 0.7108 0.2237 0.0387 1.0000 Uiso . . H191 H 0.4733 0.7097 0.4207 0.0597 1.0000 Uiso . . H192 H 0.5738 0.6907 0.3580 0.0597 1.0000 Uiso . . H193 H 0.4702 0.7665 0.3184 0.0597 1.0000 Uiso . . H211 H -0.0428 0.6571 0.1586 0.0327 1.0000 Uiso . . H241 H -0.2198 0.5260 0.4259 0.0329 1.0000 Uiso . . H251 H -0.3852 0.4335 0.4570 0.0376 1.0000 Uiso . . H261 H -0.4321 0.3681 0.3601 0.0424 1.0000 Uiso . . H271 H -0.3213 0.4033 0.2305 0.0459 1.0000 Uiso . . H291 H -0.1182 0.5055 0.0646 0.0587 1.0000 Uiso . . H292 H -0.2475 0.5188 0.0974 0.0587 1.0000 Uiso . . H293 H -0.1840 0.4107 0.1375 0.0587 1.0000 Uiso . . H311 H 0.1728 0.8273 0.2365 0.0409 1.0000 Uiso . . H321 H 0.3181 0.9300 0.1437 0.0507 1.0000 Uiso . . H331 H 0.3968 0.8988 0.0258 0.0467 1.0000 Uiso . . H341 H 0.3339 0.7656 -0.0013 0.0420 1.0000 Uiso . . H361 H 0.1898 0.5542 0.0284 0.0559 1.0000 Uiso . . H362 H 0.2156 0.6716 -0.0275 0.0559 1.0000 Uiso . . H363 H 0.3078 0.5993 0.0328 0.0559 1.0000 Uiso . . H381 H 0.2906 0.8739 0.6658 0.0367 1.0000 Uiso . . H411 H 0.4881 0.8332 0.5977 0.0452 1.0000 Uiso . . H421 H 0.6558 0.8813 0.5062 0.0525 1.0000 Uiso . . H431 H 0.6466 0.9527 0.3570 0.0569 1.0000 Uiso . . H441 H 0.4715 0.9848 0.2980 0.0501 1.0000 Uiso . . H461 H 0.1804 0.9738 0.2907 0.0568 1.0000 Uiso . . H462 H 0.3001 1.0289 0.2664 0.0568 1.0000 Uiso . . H463 H 0.2951 0.9116 0.2840 0.0568 1.0000 Uiso . . H481 H 0.1704 0.8612 0.7818 0.0524 1.0000 Uiso . . H491 H 0.0615 0.8330 0.9109 0.0766 1.0000 Uiso . . H501 H -0.0971 0.7300 0.9508 0.0759 1.0000 Uiso . . H511 H -0.1419 0.6477 0.8661 0.0554 1.0000 Uiso . . H531 H -0.1247 0.5689 0.7013 0.0533 1.0000 Uiso . . H532 H -0.1918 0.6279 0.7541 0.0533 1.0000 Uiso . . H533 H -0.1042 0.5375 0.8001 0.0533 1.0000 Uiso . . H541 H 0.3553 0.1193 0.9477 0.1780 1.0000 Uiso . . H542 H 0.2455 0.0566 0.9542 0.1780 1.0000 Uiso . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0187(3) 0.0187(3) 0.0192(3) -0.0091(2) 0.0005(2) -0.0018(2) C1 0.0199(14) 0.0184(14) 0.0207(14) -0.0087(11) 0.0000(11) -0.0015(11) C2 0.0226(14) 0.0190(14) 0.0205(14) -0.0082(12) -0.0046(11) 0.0006(11) O1 0.0233(11) 0.0213(10) 0.0224(11) -0.0101(9) 0.0010(8) -0.0023(8) O2 0.0306(12) 0.0256(11) 0.0311(12) -0.0148(10) 0.0036(10) -0.0090(9) N1 0.0199(12) 0.0184(12) 0.0215(12) -0.0082(10) 0.0021(10) -0.0034(10) N2 0.0213(12) 0.0183(12) 0.0180(12) -0.0060(10) 0.0015(10) -0.0028(10) C3 0.0211(14) 0.0212(15) 0.0263(15) -0.0108(12) 0.0001(12) -0.0020(11) C4 0.0237(16) 0.0217(15) 0.0363(18) -0.0137(14) 0.0042(13) -0.0007(12) C5 0.0199(14) 0.0232(15) 0.0297(16) -0.0144(13) 0.0013(12) -0.0020(12) C6 0.0214(15) 0.0200(15) 0.0323(17) -0.0099(13) -0.0007(13) 0.0035(12) C7 0.0349(18) 0.0240(16) 0.0326(18) -0.0105(14) 0.0011(14) 0.0017(14) C8 0.048(2) 0.0294(18) 0.0282(18) -0.0067(15) 0.0028(16) 0.0025(16) C9 0.044(2) 0.0281(18) 0.0328(19) -0.0026(15) 0.0024(16) -0.0018(16) C10 0.038(2) 0.0217(16) 0.040(2) -0.0050(15) -0.0028(16) -0.0057(14) C11 0.0231(15) 0.0223(15) 0.0313(17) -0.0090(13) -0.0007(13) 0.0005(12) O3 0.0463(15) 0.0255(12) 0.0324(13) -0.0134(10) 0.0001(11) -0.0093(11) C12 0.041(2) 0.0296(18) 0.046(2) -0.0207(17) -0.0033(17) -0.0035(15) C13 0.0233(15) 0.0238(15) 0.0273(16) -0.0102(13) 0.0027(12) -0.0011(12) C14 0.0242(16) 0.0296(17) 0.0318(17) -0.0144(14) 0.0025(13) -0.0015(13) C15 0.0297(18) 0.043(2) 0.0316(18) -0.0160(16) 0.0027(14) -0.0010(15) C16 0.0338(19) 0.037(2) 0.0342(19) -0.0105(16) 0.0101(15) -0.0060(15) C17 0.0307(18) 0.0269(17) 0.039(2) -0.0104(15) 0.0074(15) -0.0070(14) C18 0.0248(16) 0.0234(15) 0.0309(17) -0.0116(13) 0.0041(13) -0.0011(13) O4 0.0304(13) 0.0323(13) 0.0400(14) -0.0221(11) 0.0070(10) -0.0099(10) C19 0.045(2) 0.045(2) 0.060(3) -0.032(2) 0.011(2) -0.0200(19) N3 0.0227(13) 0.0205(12) 0.0199(12) -0.0077(10) 0.0005(10) -0.0044(10) N4 0.0206(12) 0.0229(13) 0.0218(13) -0.0106(10) -0.0010(10) -0.0023(10) C20 0.0247(15) 0.0239(15) 0.0237(15) -0.0114(12) -0.0032(12) -0.0016(12) C21 0.0352(18) 0.0251(16) 0.0214(15) -0.0080(13) -0.0060(13) -0.0023(13) C22 0.0346(17) 0.0224(15) 0.0202(15) -0.0099(12) -0.0013(13) -0.0034(13) C23 0.0261(16) 0.0222(15) 0.0316(17) -0.0116(13) -0.0106(13) 0.0013(12) C24 0.0269(16) 0.0273(16) 0.0282(16) -0.0095(14) -0.0069(13) 0.0008(13) C25 0.0254(17) 0.0321(18) 0.0365(19) -0.0096(15) -0.0061(14) -0.0007(14) C26 0.0297(18) 0.0279(17) 0.048(2) -0.0117(16) -0.0138(16) -0.0028(14) C27 0.0346(19) 0.0332(19) 0.047(2) -0.0204(17) -0.0179(16) 0.0008(15) C28 0.0302(17) 0.0270(16) 0.0310(17) -0.0131(14) -0.0099(14) 0.0052(13) O5 0.0412(15) 0.0532(17) 0.0334(14) -0.0272(13) -0.0084(11) -0.0048(12) C29 0.059(3) 0.052(2) 0.036(2) -0.0267(19) -0.0199(19) 0.003(2) C30 0.0344(18) 0.0244(16) 0.0205(15) -0.0067(12) -0.0004(13) -0.0044(13) C31 0.051(2) 0.0272(17) 0.0239(16) -0.0107(14) 0.0030(15) -0.0107(16) C32 0.059(3) 0.0328(19) 0.035(2) -0.0101(16) 0.0047(18) -0.0217(18) C33 0.052(2) 0.035(2) 0.0295(19) -0.0057(16) 0.0075(17) -0.0144(18) C34 0.046(2) 0.037(2) 0.0218(16) -0.0090(15) 0.0062(15) -0.0043(16) C35 0.0412(19) 0.0256(16) 0.0228(16) -0.0074(13) 0.0007(14) -0.0047(14) O6 0.0617(18) 0.0380(14) 0.0316(14) -0.0216(12) 0.0123(13) -0.0150(13) C36 0.063(3) 0.046(2) 0.0310(19) -0.0256(18) 0.0026(18) -0.003(2) N5 0.0283(15) 0.0265(14) 0.0302(15) -0.0143(12) -0.0021(12) -0.0062(12) N6 0.0318(15) 0.0265(14) 0.0270(14) -0.0137(12) -0.0009(12) -0.0050(11) C37 0.0284(17) 0.0224(15) 0.0342(18) -0.0132(14) -0.0055(14) -0.0014(13) C38 0.0319(18) 0.0300(17) 0.0299(17) -0.0154(14) -0.0044(14) -0.0030(14) C39 0.0301(17) 0.0283(17) 0.0317(18) -0.0146(14) -0.0053(14) 0.0011(13) C40 0.0311(17) 0.0208(15) 0.0372(18) -0.0144(14) 0.0004(14) -0.0030(13) C41 0.0298(18) 0.0292(18) 0.054(2) -0.0199(17) -0.0046(16) -0.0006(14) C42 0.0280(19) 0.0325(19) 0.071(3) -0.024(2) -0.0006(18) -0.0022(15) C43 0.035(2) 0.033(2) 0.075(3) -0.030(2) 0.017(2) -0.0110(16) C44 0.047(2) 0.0288(18) 0.050(2) -0.0220(17) 0.0143(18) -0.0114(16) C45 0.0371(19) 0.0228(16) 0.0385(19) -0.0191(15) 0.0042(15) -0.0073(14) O7 0.0395(14) 0.0334(13) 0.0295(13) -0.0125(11) -0.0029(10) -0.0075(11) C46 0.070(3) 0.045(2) 0.0274(19) -0.0114(17) -0.0048(19) -0.020(2) C47 0.0305(18) 0.0357(18) 0.0294(17) -0.0122(15) -0.0040(14) 0.0014(14) C48 0.041(2) 0.052(2) 0.037(2) -0.0244(19) -0.0028(17) -0.0017(18) C49 0.062(3) 0.083(4) 0.046(3) -0.040(3) 0.003(2) -0.004(3) C50 0.063(3) 0.085(4) 0.041(3) -0.029(3) 0.015(2) -0.008(3) C51 0.040(2) 0.056(3) 0.042(2) -0.014(2) 0.0037(18) -0.003(2) C52 0.0339(19) 0.039(2) 0.0333(19) -0.0096(16) -0.0044(15) 0.0013(15) O8 0.0320(13) 0.0384(14) 0.0364(14) -0.0106(12) -0.0027(11) -0.0099(11) C53 0.0292(19) 0.035(2) 0.069(3) -0.018(2) 0.0051(19) -0.0084(16) Fe2 0.0304(3) 0.0298(3) 0.0253(2) -0.0114(2) 0.00191(19) -0.0038(2) Cl1 0.0665(7) 0.0397(5) 0.0336(5) -0.0055(4) -0.0005(5) 0.0073(5) Cl2 0.0350(5) 0.1031(10) 0.0470(6) -0.0312(6) -0.0021(4) -0.0125(6) Cl3 0.0832(8) 0.0452(6) 0.0492(6) -0.0302(5) 0.0179(6) -0.0216(6) Cl4 0.0455(5) 0.0391(5) 0.0296(4) -0.0136(4) 0.0081(4) -0.0023(4) C54 0.193(12) 0.106(7) 0.146(10) 0.012(7) 0.087(9) 0.059(8) Cl5 0.177(3) 0.114(2) 0.152(3) -0.0403(19) 0.025(2) 0.0173(19) Cl6 0.1057(18) 0.1081(18) 0.189(3) -0.0331(19) -0.0068(18) 0.0026(14) O9 0.116(5) 0.081(4) 0.233(9) 0.044(5) -0.035(6) 0.014(4) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 . O1 . 2.055(2) yes Fe1 . O1 2_566 2.055(2) yes Fe1 . N2 . 2.167(3) yes Fe1 . N2 2_566 2.167(3) yes Fe1 . N4 . 2.285(3) yes Fe1 . N4 2_566 2.285(3) yes C1 . C2 . 1.547(4) yes C1 . N1 . 1.456(4) yes C1 . N3 . 1.456(4) yes C1 . H11 . 1.000 no C2 . O1 . 1.263(4) yes C2 . O2 . 1.245(4) yes N1 . N2 . 1.370(3) yes N1 . C5 . 1.366(4) yes N2 . C3 . 1.345(4) yes C3 . C4 . 1.402(5) yes C3 . C6 . 1.483(4) yes C4 . C5 . 1.374(5) yes C4 . H41 . 1.000 no C5 . C13 . 1.475(4) yes C6 . C7 . 1.391(5) yes C6 . C11 . 1.399(5) yes C7 . C8 . 1.394(5) yes C7 . H71 . 1.000 no C8 . C9 . 1.380(6) yes C8 . H81 . 1.000 no C9 . C10 . 1.386(6) yes C9 . H91 . 1.000 no C10 . C11 . 1.397(5) yes C10 . H101 . 1.000 no C11 . O3 . 1.369(4) yes O3 . C12 . 1.429(4) yes C12 . H121 . 1.000 no C12 . H122 . 1.000 no C12 . H123 . 1.000 no C13 . C14 . 1.392(5) yes C13 . C18 . 1.410(5) yes C14 . C15 . 1.387(5) yes C14 . H141 . 1.000 no C15 . C16 . 1.391(6) yes C15 . H151 . 1.000 no C16 . C17 . 1.389(6) yes C16 . H161 . 1.000 no C17 . C18 . 1.397(5) yes C17 . H171 . 1.000 no C18 . O4 . 1.365(4) yes O4 . C19 . 1.430(4) yes C19 . H191 . 1.000 no C19 . H192 . 1.000 no C19 . H193 . 1.000 no N3 . N4 . 1.374(4) yes N3 . C22 . 1.362(4) yes N4 . C20 . 1.349(4) yes C20 . C21 . 1.412(5) yes C20 . C23 . 1.476(4) yes C21 . C22 . 1.371(5) yes C21 . H211 . 1.000 no C22 . C30 . 1.480(5) yes C23 . C24 . 1.393(5) yes C23 . C28 . 1.418(5) yes C24 . C25 . 1.386(5) yes C24 . H241 . 1.000 no C25 . C26 . 1.386(6) yes C25 . H251 . 1.000 no C26 . C27 . 1.384(6) yes C26 . H261 . 1.000 no C27 . C28 . 1.381(5) yes C27 . H271 . 1.000 no C28 . O5 . 1.365(5) yes O5 . C29 . 1.429(4) yes C29 . H291 . 1.000 no C29 . H292 . 1.000 no C29 . H293 . 1.000 no C30 . C31 . 1.397(5) yes C30 . C35 . 1.409(5) yes C31 . C32 . 1.390(5) yes C31 . H311 . 1.000 no C32 . C33 . 1.382(6) yes C32 . H321 . 1.000 no C33 . C34 . 1.390(6) yes C33 . H331 . 1.000 no C34 . C35 . 1.388(5) yes C34 . H341 . 1.000 no C35 . O6 . 1.363(4) yes O6 . C36 . 1.431(4) yes C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no N5 . N6 . 1.345(4) yes N5 . C39 . 1.352(4) yes N5 . H1 . 0.80(4) no N6 . C37 . 1.337(4) yes N6 . H2 . 0.90(5) no C37 . C38 . 1.385(5) yes C37 . C40 . 1.477(5) yes C38 . C39 . 1.400(5) yes C38 . H381 . 1.000 no C39 . C47 . 1.460(5) yes C40 . C41 . 1.393(5) yes C40 . C45 . 1.405(5) yes C41 . C42 . 1.386(6) yes C41 . H411 . 1.000 no C42 . C43 . 1.388(7) yes C42 . H421 . 1.000 no C43 . C44 . 1.392(7) yes C43 . H431 . 1.000 no C44 . C45 . 1.391(5) yes C44 . H441 . 1.000 no C45 . O7 . 1.361(5) yes O7 . C46 . 1.428(5) yes C46 . H461 . 1.000 no C46 . H462 . 1.000 no C46 . H463 . 1.000 no C47 . C48 . 1.405(5) yes C47 . C52 . 1.405(5) yes C48 . C49 . 1.378(6) yes C48 . H481 . 1.000 no C49 . C50 . 1.388(8) yes C49 . H491 . 1.000 no C50 . C51 . 1.385(8) yes C50 . H501 . 1.000 no C51 . C52 . 1.396(6) yes C51 . H511 . 1.000 no C52 . O8 . 1.364(5) yes O8 . C53 . 1.432(5) yes C53 . H531 . 1.000 no C53 . H532 . 1.000 no C53 . H533 . 1.000 no Fe2 . Cl1 . 2.1885(12) yes Fe2 . Cl2 . 2.1910(12) yes Fe2 . Cl3 . 2.1864(11) yes Fe2 . Cl4 . 2.1956(10) yes C54 . Cl5 . 1.608(12) yes C54 . Cl6 . 1.621(10) yes C54 . H541 . 1.000 no C54 . H542 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 . Fe1 . O1 2_566 179.994 yes O1 . Fe1 . N2 . 88.78(9) yes O1 2_566 Fe1 . N2 . 91.22(9) yes O1 . Fe1 . N2 2_566 91.22(9) yes O1 2_566 Fe1 . N2 2_566 88.78(9) yes N2 . Fe1 . N2 2_566 179.995 yes O1 . Fe1 . N4 . 88.29(9) yes O1 2_566 Fe1 . N4 . 91.71(9) yes N2 . Fe1 . N4 . 80.50(9) yes N2 2_566 Fe1 . N4 . 99.50(9) yes O1 . Fe1 . N4 2_566 91.71(9) yes O1 2_566 Fe1 . N4 2_566 88.29(9) yes N2 . Fe1 . N4 2_566 99.50(9) yes N2 2_566 Fe1 . N4 2_566 80.50(9) yes N4 . Fe1 . N4 2_566 179.995 yes C2 . C1 . N1 . 113.3(2) yes C2 . C1 . N3 . 111.0(2) yes N1 . C1 . N3 . 110.7(2) yes C2 . C1 . H11 . 106.137 no N1 . C1 . H11 . 106.380 no N3 . C1 . H11 . 108.989 no C1 . C2 . O1 . 118.4(3) yes C1 . C2 . O2 . 115.6(3) yes O1 . C2 . O2 . 125.9(3) yes Fe1 . O1 . C2 . 120.33(19) yes C1 . N1 . N2 . 119.3(2) yes C1 . N1 . C5 . 127.9(3) yes N2 . N1 . C5 . 111.6(2) yes Fe1 . N2 . N1 . 114.74(18) yes Fe1 . N2 . C3 . 138.1(2) yes N1 . N2 . C3 . 105.5(2) yes N2 . C3 . C4 . 109.9(3) yes N2 . C3 . C6 . 120.0(3) yes C4 . C3 . C6 . 130.0(3) yes C3 . C4 . C5 . 107.0(3) yes C3 . C4 . H41 . 126.513 no C5 . C4 . H41 . 126.513 no N1 . C5 . C4 . 106.0(3) yes N1 . C5 . C13 . 123.0(3) yes C4 . C5 . C13 . 130.9(3) yes C3 . C6 . C7 . 119.9(3) yes C3 . C6 . C11 . 121.5(3) yes C7 . C6 . C11 . 118.6(3) yes C6 . C7 . C8 . 121.8(3) yes C6 . C7 . H71 . 119.107 no C8 . C7 . H71 . 119.107 no C7 . C8 . C9 . 118.7(4) yes C7 . C8 . H81 . 120.664 no C9 . C8 . H81 . 120.664 no C8 . C9 . C10 . 121.0(3) yes C8 . C9 . H91 . 119.514 no C10 . C9 . H91 . 119.514 no C9 . C10 . C11 . 119.9(3) yes C9 . C10 . H101 . 120.029 no C11 . C10 . H101 . 120.029 no C6 . C11 . C10 . 120.0(3) yes C6 . C11 . O3 . 116.2(3) yes C10 . C11 . O3 . 123.7(3) yes C11 . O3 . C12 . 117.4(3) yes O3 . C12 . H121 . 109.467 no O3 . C12 . H122 . 109.467 no H121 . C12 . H122 . 109.475 no O3 . C12 . H123 . 109.467 no H121 . C12 . H123 . 109.475 no H122 . C12 . H123 . 109.476 no C5 . C13 . C14 . 119.6(3) yes C5 . C13 . C18 . 121.6(3) yes C14 . C13 . C18 . 118.8(3) yes C13 . C14 . C15 . 121.6(3) yes C13 . C14 . H141 . 119.177 no C15 . C14 . H141 . 119.178 no C14 . C15 . C16 . 118.8(3) yes C14 . C15 . H151 . 120.591 no C16 . C15 . H151 . 120.591 no C15 . C16 . C17 . 121.0(3) yes C15 . C16 . H161 . 119.494 no C17 . C16 . H161 . 119.495 no C16 . C17 . C18 . 119.8(3) yes C16 . C17 . H171 . 120.089 no C18 . C17 . H171 . 120.089 no C13 . C18 . C17 . 119.8(3) yes C13 . C18 . O4 . 115.7(3) yes C17 . C18 . O4 . 124.5(3) yes C18 . O4 . C19 . 117.0(3) yes O4 . C19 . H191 . 109.466 no O4 . C19 . H192 . 109.467 no H191 . C19 . H192 . 109.475 no O4 . C19 . H193 . 109.467 no H191 . C19 . H193 . 109.475 no H192 . C19 . H193 . 109.476 no C1 . N3 . N4 . 119.8(2) yes C1 . N3 . C22 . 126.6(3) yes N4 . N3 . C22 . 112.0(3) yes Fe1 . N4 . N3 . 110.74(18) yes Fe1 . N4 . C20 . 144.2(2) yes N3 . N4 . C20 . 105.0(2) yes N4 . C20 . C21 . 110.1(3) yes N4 . C20 . C23 . 122.2(3) yes C21 . C20 . C23 . 127.7(3) yes C20 . C21 . C22 . 106.6(3) yes C20 . C21 . H211 . 126.699 no C22 . C21 . H211 . 126.699 no N3 . C22 . C21 . 106.4(3) yes N3 . C22 . C30 . 122.8(3) yes C21 . C22 . C30 . 130.8(3) yes C20 . C23 . C24 . 121.1(3) yes C20 . C23 . C28 . 121.4(3) yes C24 . C23 . C28 . 117.5(3) yes C23 . C24 . C25 . 122.5(3) yes C23 . C24 . H241 . 118.754 no C25 . C24 . H241 . 118.754 no C24 . C25 . C26 . 118.5(3) yes C24 . C25 . H251 . 120.754 no C26 . C25 . H251 . 120.754 no C25 . C26 . C27 . 120.9(3) yes C25 . C26 . H261 . 119.574 no C27 . C26 . H261 . 119.573 no C26 . C27 . C28 . 120.4(3) yes C26 . C27 . H271 . 119.803 no C28 . C27 . H271 . 119.803 no C23 . C28 . C27 . 120.2(3) yes C23 . C28 . O5 . 115.9(3) yes C27 . C28 . O5 . 123.9(3) yes C28 . O5 . C29 . 117.4(3) yes O5 . C29 . H291 . 109.467 no O5 . C29 . H292 . 109.467 no H291 . C29 . H292 . 109.475 no O5 . C29 . H293 . 109.467 no H291 . C29 . H293 . 109.475 no H292 . C29 . H293 . 109.476 no C22 . C30 . C31 . 121.6(3) yes C22 . C30 . C35 . 119.4(3) yes C31 . C30 . C35 . 118.9(3) yes C30 . C31 . C32 . 120.7(3) yes C30 . C31 . H311 . 119.658 no C32 . C31 . H311 . 119.658 no C31 . C32 . C33 . 119.3(4) yes C31 . C32 . H321 . 120.343 no C33 . C32 . H321 . 120.343 no C32 . C33 . C34 . 121.5(3) yes C32 . C33 . H331 . 119.256 no C34 . C33 . H331 . 119.257 no C33 . C34 . C35 . 119.1(3) yes C33 . C34 . H341 . 120.446 no C35 . C34 . H341 . 120.446 no C30 . C35 . C34 . 120.5(3) yes C30 . C35 . O6 . 115.2(3) yes C34 . C35 . O6 . 124.3(3) yes C35 . O6 . C36 . 117.5(3) yes O6 . C36 . H361 . 109.467 no O6 . C36 . H362 . 109.467 no H361 . C36 . H362 . 109.476 no O6 . C36 . H363 . 109.467 no H361 . C36 . H363 . 109.475 no H362 . C36 . H363 . 109.476 no N6 . N5 . C39 . 110.4(3) yes N6 . N5 . H1 . 123(3) no C39 . N5 . H1 . 127(3) no N5 . N6 . C37 . 108.3(3) yes N5 . N6 . H2 . 128(3) no C37 . N6 . H2 . 123(3) no N6 . C37 . C38 . 108.6(3) yes N6 . C37 . C40 . 121.7(3) yes C38 . C37 . C40 . 129.6(3) yes C37 . C38 . C39 . 106.7(3) yes C37 . C38 . H381 . 126.638 no C39 . C38 . H381 . 126.638 no N5 . C39 . C38 . 106.1(3) yes N5 . C39 . C47 . 123.9(3) yes C38 . C39 . C47 . 130.0(3) yes C37 . C40 . C41 . 119.4(3) yes C37 . C40 . C45 . 120.7(3) yes C41 . C40 . C45 . 119.9(3) yes C40 . C41 . C42 . 120.5(4) yes C40 . C41 . H411 . 119.751 no C42 . C41 . H411 . 119.751 no C41 . C42 . C43 . 119.1(4) yes C41 . C42 . H421 . 120.451 no C43 . C42 . H421 . 120.451 no C42 . C43 . C44 . 121.4(4) yes C42 . C43 . H431 . 119.317 no C44 . C43 . H431 . 119.317 no C43 . C44 . C45 . 119.4(4) yes C43 . C44 . H441 . 120.289 no C45 . C44 . H441 . 120.290 no C40 . C45 . C44 . 119.6(4) yes C40 . C45 . O7 . 115.1(3) yes C44 . C45 . O7 . 125.3(4) yes C45 . O7 . C46 . 117.8(3) yes O7 . C46 . H461 . 109.466 no O7 . C46 . H462 . 109.466 no H461 . C46 . H462 . 109.476 no O7 . C46 . H463 . 109.467 no H461 . C46 . H463 . 109.476 no H462 . C46 . H463 . 109.476 no C39 . C47 . C48 . 119.2(3) yes C39 . C47 . C52 . 122.7(3) yes C48 . C47 . C52 . 118.2(4) yes C47 . C48 . C49 . 121.4(4) yes C47 . C48 . H481 . 119.325 no C49 . C48 . H481 . 119.324 no C48 . C49 . C50 . 119.4(4) yes C48 . C49 . H491 . 120.281 no C50 . C49 . H491 . 120.280 no C49 . C50 . C51 . 121.0(4) yes C49 . C50 . H501 . 119.488 no C51 . C50 . H501 . 119.487 no C50 . C51 . C52 . 119.4(4) yes C50 . C51 . H511 . 120.301 no C52 . C51 . H511 . 120.302 no C47 . C52 . C51 . 120.6(4) yes C47 . C52 . O8 . 116.0(3) yes C51 . C52 . O8 . 123.4(4) yes C52 . O8 . C53 . 118.4(3) yes O8 . C53 . H531 . 109.466 no O8 . C53 . H532 . 109.467 no H531 . C53 . H532 . 109.475 no O8 . C53 . H533 . 109.467 no H531 . C53 . H533 . 109.475 no H532 . C53 . H533 . 109.476 no Cl1 . Fe2 . Cl2 . 110.15(6) yes Cl1 . Fe2 . Cl3 . 108.68(5) yes Cl2 . Fe2 . Cl3 . 109.96(6) yes Cl1 . Fe2 . Cl4 . 109.71(4) yes Cl2 . Fe2 . Cl4 . 106.60(5) yes Cl3 . Fe2 . Cl4 . 111.73(4) yes Cl5 . C54 . Cl6 . 126.2(9) yes Cl5 . C54 . H541 . 105.137 no Cl6 . C54 . H541 . 105.140 no Cl5 . C54 . H542 . 105.133 no Cl6 . C54 . H542 . 105.136 no H541 . C54 . H542 . 109.469 no loop_ _geom_hbond_atom_site_label_d _geom_hbond_atom_site_label_h _geom_hbond_atom_site_label_a _geom_hbond_site_symmetry_a _geom_hbond_distance_dh _geom_hbond_distance_ha _geom_hbond_distance_da _geom_hbond_angle_dha _geom_hbond_publ_flag N6 H2 O2 . 0.90(5) 1.72(5) 2.621(4) 172(5) yes _chemical_name_common . #============================================================================== data_20 _database_code_depnum_ccdc_archive 'CCDC 896651' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 09-06-24 _audit_creation_method CRYSTALS_ver_12.87 _oxford_structure_analysis_title 6136 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 13.8042(2) _cell_length_b 11.9718(2) _cell_length_c 15.9231(3) _cell_angle_alpha 90 _cell_angle_beta 96.2482(9) _cell_angle_gamma 90 _cell_volume 2615.84(8) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C64 H46 N8 Ni1 O4 # Dc = 1.33 Fooo = 1092.00 Mu = 4.30 M = 524.92 # Found Formula = C64 H46 N8 Ni1 O4 # Dc = 1.33 FOOO = 1092.00 Mu = 4.30 M = 524.92 _chemical_formula_sum 'C64 H46 N8 Ni1 O4' _chemical_formula_moiety 'C64 H46 N8 Ni1 O4' _chemical_compound_source . _chemical_formula_weight 1049.83 _cell_measurement_reflns_used 6194 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour clear_pale_green _exptl_crystal_size_min 0.060 _exptl_crystal_size_mid 0.090 _exptl_crystal_size_max 0.120 _exptl_crystal_density_diffrn 1.333 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1092 _exptl_absorpt_coefficient_mu 0.430 # Sheldrick geometric approximatio 0.96 0.97 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.92 _exptl_absorpt_correction_T_max 0.97 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 45801 _reflns_number_total 5958 _diffrn_reflns_av_R_equivalents 0.070 # Number of reflections with Friedels Law is 5958 # Number of reflections without Friedels Law is 11565 # Theoretical number of reflections is about 6000 _diffrn_reflns_theta_min 5.151 _diffrn_reflns_theta_max 27.485 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.485 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -17 _reflns_limit_h_max 17 _reflns_limit_k_min 0 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _oxford_diffrn_Wilson_B_factor 2.42 _oxford_diffrn_Wilson_scale 14.76 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.49 _refine_diff_density_max 0.46 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 5957 _refine_ls_number_restraints 108 _refine_ls_number_parameters 397 _oxford_refine_ls_R_factor_ref 0.0636 _refine_ls_wR_factor_ref 0.1154 _refine_ls_goodness_of_fit_ref 0.9422 _refine_ls_shift/su_max 0.0040187 # The values computed from all data _oxford_reflns_number_all 5957 _refine_ls_R_factor_all 0.0636 _refine_ls_wR_factor_all 0.1154 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4457 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_gt 0.0962 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 8.88 13.0 6.39 1.75 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Ni1 Ni 0.0000 0.5000 0.5000 0.0236 1.0000 Uani S . . . . . . O2 O -0.11298(10) 0.45447(13) 0.56089(9) 0.0270 1.0000 Uani . . . . . . . C3 C -0.19058(14) 0.51165(18) 0.55852(13) 0.0273 1.0000 Uani . . . . . . . O4 O -0.25987(12) 0.49510(15) 0.59907(11) 0.0397 1.0000 Uani . . . . . . . C5 C -0.19512(14) 0.61423(18) 0.49903(12) 0.0258 1.0000 Uani . . . . . . . N6 N -0.18605(12) 0.58046(15) 0.41241(11) 0.0252 1.0000 Uani . . . . . . . N7 N -0.10438(12) 0.52710(14) 0.39173(11) 0.0253 1.0000 Uani . . . . . . . C8 C -0.12696(15) 0.49304(19) 0.31131(13) 0.0278 1.0000 Uani . . . . . . . C9 C -0.22348(16) 0.5225(2) 0.28254(14) 0.0355 1.0000 Uani . . . . . . . C10 C -0.25955(15) 0.5781(2) 0.34778(14) 0.0312 1.0000 Uani . . . . . . . C17 C -0.05914(16) 0.43203(19) 0.26204(13) 0.0293 1.0000 Uani . . . . . . . C18 C 0.04002(17) 0.4544(2) 0.27023(14) 0.0329 1.0000 Uani . . . . . . . C19 C 0.10201(18) 0.3940(2) 0.22453(15) 0.0397 1.0000 Uani . . . . . . . C20 C 0.0649(2) 0.3114(2) 0.16949(16) 0.0443 1.0000 Uani . . . . . . . C21 C -0.0338(2) 0.2901(2) 0.15876(17) 0.0467 1.0000 Uani . . . . . . . C22 C -0.09598(18) 0.3508(2) 0.20411(15) 0.0384 1.0000 Uani . . . . . . . N23 N -0.12215(12) 0.69611(14) 0.52969(11) 0.0247 1.0000 Uani . . . . . . . N24 N -0.02497(12) 0.67070(14) 0.53470(11) 0.0253 1.0000 Uani . . . . . . . C25 C 0.02088(15) 0.76279(18) 0.56763(13) 0.0280 1.0000 Uani . . . . . . . C26 C -0.04762(15) 0.84523(19) 0.58346(14) 0.0319 1.0000 Uani . . . . . . . C27 C -0.13772(15) 0.80044(18) 0.56032(13) 0.0286 1.0000 Uani . . . . . . . C28 C -0.23603(15) 0.84578(19) 0.56817(13) 0.0302 1.0000 Uani . . . . . . . C29 C -0.26116(18) 0.9519(2) 0.53781(16) 0.0377 1.0000 Uani . . . . . . . C30 C -0.35249(19) 0.9953(2) 0.54821(18) 0.0457 1.0000 Uani . . . . . . . C31 C -0.41853(18) 0.9336(2) 0.58854(18) 0.0468 1.0000 Uani . . . . . . . C32 C -0.39348(18) 0.8288(2) 0.61928(17) 0.0431 1.0000 Uani . . . . . . . C33 C -0.30245(16) 0.7845(2) 0.60974(15) 0.0348 1.0000 Uani . . . . . . . C34 C 0.12746(15) 0.77498(18) 0.59118(14) 0.0299 1.0000 Uani . . . . . . . C35 C 0.15665(17) 0.8316(2) 0.66609(15) 0.0373 1.0000 Uani . . . . . . . C36 C 0.25451(18) 0.8470(3) 0.69395(17) 0.0461 1.0000 Uani . . . . . . . C37 C 0.32493(17) 0.8051(2) 0.64678(17) 0.0445 1.0000 Uani . . . . . . . C38 C 0.29696(17) 0.7501(2) 0.57196(17) 0.0405 1.0000 Uani . . . . . . . C39 C 0.19898(16) 0.7357(2) 0.54317(15) 0.0348 1.0000 Uani . . . . . . . C110 C -0.3557(4) 0.6353(8) 0.35421(14) 0.0359 0.59(3) Uani D . P 1 1 . . C120 C -0.4362(6) 0.5740(10) 0.3694(9) 0.0655 0.59(3) Uani D . P 1 1 . . C130 C -0.5258(5) 0.6273(13) 0.3724(8) 0.0765 0.59(3) Uani D . P 1 1 . . C140 C -0.5349(5) 0.7389(12) 0.3596(8) 0.0682 0.59(3) Uani D . P 1 1 . . C150 C -0.4558(6) 0.7998(8) 0.3440(9) 0.0716 0.59(3) Uani D . P 1 1 . . C160 C -0.3654(5) 0.7493(7) 0.3403(8) 0.0565 0.59(3) Uani D . P 1 1 . . C111 C -0.3578(6) 0.6170(12) 0.35421(14) 0.0359 0.41(3) Uani D . P 1 2 . . C121 C -0.4343(7) 0.5421(11) 0.3486(8) 0.0413 0.41(3) Uani D . P 1 2 . . C131 C -0.5287(6) 0.5802(15) 0.3556(7) 0.0553 0.41(3) Uani D . P 1 2 . . C141 C -0.5464(7) 0.6894(16) 0.3680(10) 0.0571 0.41(3) Uani D . P 1 2 . . C151 C -0.4710(9) 0.7641(14) 0.3726(10) 0.0621 0.41(3) Uani D . P 1 2 . . C161 C -0.3759(7) 0.7287(12) 0.3677(10) 0.0485 0.41(3) Uani D . P 1 2 . . H51 H -0.2598 0.6489 0.5002 0.0307 1.0000 Uiso R . . . . . . H91 H -0.2570 0.5070 0.2267 0.0428 1.0000 Uiso R . . . . . . H181 H 0.0654 0.5127 0.3082 0.0402 1.0000 Uiso R . . . . . . H191 H 0.1714 0.4100 0.2307 0.0485 1.0000 Uiso R . . . . . . H201 H 0.1078 0.2682 0.1389 0.0538 1.0000 Uiso R . . . . . . H211 H -0.0601 0.2338 0.1199 0.0560 1.0000 Uiso R . . . . . . H221 H -0.1643 0.3362 0.1969 0.0475 1.0000 Uiso R . . . . . . H261 H -0.0347 0.9181 0.6059 0.0376 1.0000 Uiso R . . . . . . H291 H -0.2145 0.9953 0.5108 0.0468 1.0000 Uiso R . . . . . . H301 H -0.3697 1.0682 0.5288 0.0534 1.0000 Uiso R . . . . . . H311 H -0.4821 0.9638 0.5928 0.0545 1.0000 Uiso R . . . . . . H321 H -0.4394 0.7867 0.6491 0.0512 1.0000 Uiso R . . . . . . H331 H -0.2843 0.7126 0.6315 0.0427 1.0000 Uiso R . . . . . . H351 H 0.1078 0.8604 0.6998 0.0455 1.0000 Uiso R . . . . . . H361 H 0.2737 0.8858 0.7454 0.0564 1.0000 Uiso R . . . . . . H371 H 0.3928 0.8142 0.6661 0.0531 1.0000 Uiso R . . . . . . H381 H 0.3460 0.7218 0.5397 0.0481 1.0000 Uiso R . . . . . . H391 H 0.1793 0.6976 0.4899 0.0433 1.0000 Uiso R . . . . . . H1201 H -0.4307 0.4952 0.3763 0.0694 0.59(3) Uiso R . P 1 1 . . H1301 H -0.5806 0.5867 0.3868 0.0836 0.59(3) Uiso R . P 1 1 . . H1401 H -0.5972 0.7748 0.3591 0.0814 0.59(3) Uiso R . P 1 1 . . H1501 H -0.4623 0.8775 0.3353 0.0814 0.59(3) Uiso R . P 1 1 . . H1601 H -0.3108 0.7915 0.3280 0.0672 0.59(3) Uiso R . P 1 1 . . H1211 H -0.4230 0.4656 0.3366 0.0511 0.41(3) Uiso R . P 1 2 . . H1311 H -0.5802 0.5293 0.3523 0.0552 0.41(3) Uiso R . P 1 2 . . H1411 H -0.6111 0.7133 0.3730 0.0612 0.41(3) Uiso R . P 1 2 . . H1511 H -0.4840 0.8397 0.3822 0.0682 0.41(3) Uiso R . P 1 2 . . H1611 H -0.3249 0.7802 0.3748 0.0563 0.41(3) Uiso R . P 1 2 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02180(17) 0.02453(18) 0.02480(17) 0.00010(15) 0.00357(12) 0.00104(15) O2 0.0267(7) 0.0266(7) 0.0284(7) 0.0011(6) 0.0060(6) 0.0008(6) C3 0.0225(9) 0.0305(11) 0.0294(9) -0.0036(8) 0.0054(7) -0.0020(8) O4 0.0319(8) 0.0426(9) 0.0471(9) 0.0107(8) 0.0154(7) 0.0020(8) C5 0.0217(9) 0.0285(10) 0.0279(10) -0.0032(8) 0.0051(7) 0.0001(8) N6 0.0216(8) 0.0272(8) 0.0268(8) -0.0006(7) 0.0020(6) 0.0018(7) N7 0.0229(8) 0.0274(9) 0.0260(8) 0.0005(6) 0.0043(6) 0.0017(6) C8 0.0271(9) 0.0296(10) 0.0267(9) 0.0006(9) 0.0034(7) -0.0016(9) C9 0.0314(11) 0.0451(14) 0.0290(10) -0.0021(9) -0.0010(8) 0.0025(9) C10 0.0255(10) 0.0370(12) 0.0307(10) 0.0005(9) 0.0014(8) -0.0002(9) C17 0.0321(11) 0.0322(11) 0.0237(9) 0.0000(8) 0.0037(8) 0.0015(9) C18 0.0359(11) 0.0343(11) 0.0289(10) -0.0025(9) 0.0053(9) 0.0024(9) C19 0.0365(12) 0.0464(14) 0.0370(12) -0.0049(11) 0.0074(10) 0.0047(11) C20 0.0505(15) 0.0437(14) 0.0403(13) -0.0089(11) 0.0127(11) 0.0080(12) C21 0.0551(16) 0.0446(14) 0.0410(13) -0.0138(11) 0.0072(11) -0.0036(12) C22 0.0403(12) 0.0415(13) 0.0338(11) -0.0063(10) 0.0057(9) -0.0030(10) N23 0.0196(8) 0.0251(8) 0.0297(8) -0.0014(7) 0.0033(6) 0.0024(6) N24 0.0218(8) 0.0253(8) 0.0293(8) 0.0003(7) 0.0046(6) 0.0015(7) C25 0.0260(10) 0.0298(10) 0.0282(10) -0.0017(8) 0.0033(8) -0.0007(8) C26 0.0291(10) 0.0283(11) 0.0384(12) -0.0051(9) 0.0044(9) 0.0005(8) C27 0.0271(10) 0.0273(10) 0.0315(10) -0.0008(8) 0.0045(8) 0.0026(8) C28 0.0275(10) 0.0311(11) 0.0314(10) -0.0039(8) 0.0012(8) 0.0046(8) C29 0.0354(12) 0.0329(12) 0.0443(13) -0.0011(10) 0.0022(10) 0.0054(10) C30 0.0394(12) 0.0383(13) 0.0581(15) 0.0008(12) -0.0005(11) 0.0167(12) C31 0.0296(12) 0.0505(16) 0.0601(16) -0.0071(13) 0.0036(11) 0.0121(11) C32 0.0306(12) 0.0467(14) 0.0534(15) -0.0033(12) 0.0105(11) 0.0038(11) C33 0.0296(11) 0.0342(12) 0.0412(12) -0.0019(10) 0.0072(9) 0.0052(9) C34 0.0262(10) 0.0281(10) 0.0354(11) 0.0017(9) 0.0035(8) -0.0012(8) C35 0.0305(11) 0.0447(13) 0.0364(12) -0.0064(10) 0.0028(9) -0.0009(10) C36 0.0333(12) 0.0594(17) 0.0441(14) -0.0115(12) -0.0024(10) -0.0052(12) C37 0.0250(11) 0.0534(15) 0.0541(15) -0.0020(12) -0.0013(10) -0.0025(11) C38 0.0283(11) 0.0441(14) 0.0500(14) -0.0026(11) 0.0084(10) 0.0006(10) C39 0.0282(11) 0.0338(12) 0.0428(12) -0.0040(10) 0.0056(9) -0.0017(9) C110 0.0270(11) 0.049(3) 0.0305(11) -0.0044(11) -0.0019(9) 0.0061(14) C120 0.037(3) 0.069(5) 0.093(7) 0.004(5) 0.019(4) 0.000(3) C130 0.030(3) 0.098(8) 0.104(7) -0.016(6) 0.014(4) 0.001(4) C140 0.037(4) 0.091(7) 0.074(5) -0.027(5) -0.004(3) 0.023(4) C150 0.068(4) 0.064(4) 0.084(6) -0.005(4) 0.011(4) 0.034(3) C160 0.051(3) 0.053(4) 0.068(5) -0.003(3) 0.020(3) 0.020(3) C111 0.0270(11) 0.049(3) 0.0305(11) -0.0044(11) -0.0019(9) 0.0061(14) C121 0.017(3) 0.064(5) 0.042(4) 0.005(4) 0.000(3) 0.007(3) C131 0.028(4) 0.089(8) 0.048(5) -0.004(5) 0.003(3) 0.003(4) C141 0.029(4) 0.088(10) 0.052(5) -0.019(7) -0.003(4) 0.023(5) C151 0.048(5) 0.070(7) 0.067(7) -0.014(5) 0.001(5) 0.030(5) C161 0.035(4) 0.059(6) 0.049(6) -0.010(5) -0.006(4) 0.011(4) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2549(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 . N24 2_566 2.1545(17) yes Ni1 . N7 2_566 2.1478(17) yes Ni1 . O2 2_566 1.9996(14) yes Ni1 . O2 . 1.9996(14) yes Ni1 . N7 . 2.1478(17) yes Ni1 . N24 . 2.1545(17) yes O2 . C3 . 1.268(3) yes C3 . O4 . 1.227(3) yes C3 . C5 . 1.548(3) yes C5 . N6 . 1.456(2) yes C5 . N23 . 1.451(3) yes C5 . H51 . 0.986 no N6 . N7 . 1.367(2) yes N6 . C10 . 1.365(3) yes N7 . C8 . 1.348(3) yes C8 . C9 . 1.406(3) yes C8 . C17 . 1.478(3) yes C9 . C10 . 1.373(3) yes C9 . H91 . 0.974 no C10 . C110 . 1.507(6) yes C10 . C111 . 1.448(8) yes C17 . C18 . 1.387(3) yes C17 . C22 . 1.398(3) yes C18 . C19 . 1.386(3) yes C18 . H181 . 0.964 no C19 . C20 . 1.382(4) yes C19 . H191 . 0.971 no C20 . C21 . 1.379(4) yes C20 . H201 . 0.958 no C21 . C22 . 1.386(3) yes C21 . H211 . 0.959 no C22 . H221 . 0.954 no N23 . N24 . 1.369(2) yes N23 . C27 . 1.366(3) yes N24 . C25 . 1.349(3) yes C25 . C26 . 1.408(3) yes C25 . C34 . 1.485(3) yes C26 . C27 . 1.368(3) yes C26 . H261 . 0.952 no C27 . C28 . 1.480(3) yes C28 . C29 . 1.389(3) yes C28 . C33 . 1.396(3) yes C29 . C30 . 1.390(3) yes C29 . H291 . 0.965 no C30 . C31 . 1.385(4) yes C30 . H301 . 0.948 no C31 . C32 . 1.377(4) yes C31 . H311 . 0.959 no C32 . C33 . 1.387(3) yes C32 . H321 . 0.973 no C33 . H331 . 0.952 no C34 . C35 . 1.393(3) yes C34 . C39 . 1.394(3) yes C35 . C36 . 1.388(3) yes C35 . H351 . 0.970 no C36 . C37 . 1.385(4) yes C36 . H361 . 0.955 no C37 . C38 . 1.379(4) yes C37 . H371 . 0.960 no C38 . C39 . 1.391(3) yes C38 . H381 . 0.955 no C39 . H391 . 0.975 no C110 . C120 . 1.374(6) yes C110 . C160 . 1.386(6) yes C120 . C130 . 1.398(6) yes C120 . H1201 . 0.951 no C130 . C140 . 1.354(6) yes C130 . H1301 . 0.949 no C140 . C150 . 1.358(6) yes C140 . H1401 . 0.961 no C150 . C160 . 1.394(6) yes C150 . H1501 . 0.943 no C160 . H1601 . 0.946 no C111 . C121 . 1.381(7) yes C111 . C161 . 1.382(7) yes C121 . C131 . 1.397(7) yes C121 . H1211 . 0.952 no C131 . C141 . 1.348(7) yes C131 . H1311 . 0.933 no C141 . C151 . 1.367(7) yes C141 . H1411 . 0.949 no C151 . C161 . 1.390(7) yes C151 . H1511 . 0.938 no C161 . H1611 . 0.933 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N24 2_566 Ni1 . N7 2_566 87.17(6) yes N24 2_566 Ni1 . O2 2_566 88.81(6) yes N7 2_566 Ni1 . O2 2_566 86.55(6) yes N24 2_566 Ni1 . O2 . 91.19(6) yes N7 2_566 Ni1 . O2 . 93.45(6) yes O2 2_566 Ni1 . O2 . 179.994 yes N24 2_566 Ni1 . N7 . 92.83(6) yes N7 2_566 Ni1 . N7 . 179.995 yes O2 2_566 Ni1 . N7 . 93.45(6) yes O2 . Ni1 . N7 . 86.55(6) yes N24 2_566 Ni1 . N24 . 179.995 yes N7 2_566 Ni1 . N24 . 92.83(6) yes O2 2_566 Ni1 . N24 . 91.19(6) yes O2 . Ni1 . N24 . 88.81(6) yes N7 . Ni1 . N24 . 87.17(6) yes Ni1 . O2 . C3 . 122.63(13) yes O2 . C3 . O4 . 127.0(2) yes O2 . C3 . C5 . 115.10(17) yes O4 . C3 . C5 . 117.91(19) yes C3 . C5 . N6 . 110.95(16) yes C3 . C5 . N23 . 110.46(16) yes N6 . C5 . N23 . 112.22(16) yes C3 . C5 . H51 . 107.4 no N6 . C5 . H51 . 107.8 no N23 . C5 . H51 . 107.8 no C5 . N6 . N7 . 121.08(16) yes C5 . N6 . C10 . 125.92(17) yes N7 . N6 . C10 . 111.95(16) yes N6 . N7 . Ni1 . 112.09(12) yes N6 . N7 . C8 . 105.00(16) yes Ni1 . N7 . C8 . 141.50(14) yes N7 . C8 . C9 . 110.30(18) yes N7 . C8 . C17 . 124.02(18) yes C9 . C8 . C17 . 125.68(19) yes C8 . C9 . C10 . 106.50(19) yes C8 . C9 . H91 . 126.1 no C10 . C9 . H91 . 127.4 no C9 . C10 . N6 . 106.23(18) yes C9 . C10 . C110 . 131.8(2) yes N6 . C10 . C110 . 121.8(2) yes C9 . C10 . N6 . 106.23(18) yes C9 . C10 . C111 . 129.0(3) yes N6 . C10 . C111 . 124.4(2) yes C8 . C17 . C18 . 122.0(2) yes C8 . C17 . C22 . 119.2(2) yes C18 . C17 . C22 . 118.7(2) yes C17 . C18 . C19 . 120.6(2) yes C17 . C18 . H181 . 119.1 no C19 . C18 . H181 . 120.2 no C18 . C19 . C20 . 120.0(2) yes C18 . C19 . H191 . 120.1 no C20 . C19 . H191 . 119.9 no C19 . C20 . C21 . 120.2(2) yes C19 . C20 . H201 . 120.1 no C21 . C20 . H201 . 119.6 no C20 . C21 . C22 . 119.9(2) yes C20 . C21 . H211 . 120.6 no C22 . C21 . H211 . 119.5 no C17 . C22 . C21 . 120.5(2) yes C17 . C22 . H221 . 119.4 no C21 . C22 . H221 . 120.1 no C5 . N23 . N24 . 120.61(16) yes C5 . N23 . C27 . 127.38(17) yes N24 . N23 . C27 . 111.92(16) yes N23 . N24 . Ni1 . 112.26(12) yes N23 . N24 . C25 . 104.85(16) yes Ni1 . N24 . C25 . 142.54(14) yes N24 . C25 . C26 . 110.28(18) yes N24 . C25 . C34 . 126.05(19) yes C26 . C25 . C34 . 123.49(19) yes C25 . C26 . C27 . 106.60(19) yes C25 . C26 . H261 . 127.4 no C27 . C26 . H261 . 126.0 no C26 . C27 . N23 . 106.31(18) yes C26 . C27 . C28 . 130.5(2) yes N23 . C27 . C28 . 123.16(19) yes C27 . C28 . C29 . 120.2(2) yes C27 . C28 . C33 . 120.2(2) yes C29 . C28 . C33 . 119.6(2) yes C28 . C29 . C30 . 119.7(2) yes C28 . C29 . H291 . 119.7 no C30 . C29 . H291 . 120.6 no C29 . C30 . C31 . 120.4(2) yes C29 . C30 . H301 . 120.2 no C31 . C30 . H301 . 119.3 no C30 . C31 . C32 . 119.9(2) yes C30 . C31 . H311 . 119.1 no C32 . C31 . H311 . 121.0 no C31 . C32 . C33 . 120.3(2) yes C31 . C32 . H321 . 119.6 no C33 . C32 . H321 . 120.1 no C28 . C33 . C32 . 120.0(2) yes C28 . C33 . H331 . 119.2 no C32 . C33 . H331 . 120.7 no C25 . C34 . C35 . 116.77(19) yes C25 . C34 . C39 . 124.7(2) yes C35 . C34 . C39 . 118.5(2) yes C34 . C35 . C36 . 121.3(2) yes C34 . C35 . H351 . 119.5 no C36 . C35 . H351 . 119.2 no C35 . C36 . C37 . 119.7(2) yes C35 . C36 . H361 . 120.6 no C37 . C36 . H361 . 119.7 no C36 . C37 . C38 . 119.6(2) yes C36 . C37 . H371 . 120.2 no C38 . C37 . H371 . 120.1 no C37 . C38 . C39 . 121.0(2) yes C37 . C38 . H381 . 119.1 no C39 . C38 . H381 . 119.9 no C34 . C39 . C38 . 119.9(2) yes C34 . C39 . H391 . 119.2 no C38 . C39 . H391 . 120.9 no C10 . C110 . C120 . 120.2(5) yes C10 . C110 . C160 . 120.4(5) yes C120 . C110 . C160 . 119.25(9) yes C110 . C120 . C130 . 119.76(9) yes C110 . C120 . H1201 . 119.7 no C130 . C120 . H1201 . 120.6 no C120 . C130 . C140 . 120.90(9) yes C120 . C130 . H1301 . 120.4 no C140 . C130 . H1301 . 118.6 no C130 . C140 . C150 . 119.58(9) yes C130 . C140 . H1401 . 120.7 no C150 . C140 . H1401 . 119.7 no C140 . C150 . C160 . 121.05(9) yes C140 . C150 . H1501 . 119.4 no C160 . C150 . H1501 . 119.5 no C150 . C160 . C110 . 119.44(9) yes C150 . C160 . H1601 . 121.0 no C110 . C160 . H1601 . 119.6 no C10 . C111 . C121 . 120.2(7) yes C10 . C111 . C161 . 120.6(7) yes C121 . C111 . C161 . 119.25(9) yes C111 . C121 . C131 . 119.77(9) yes C111 . C121 . H1211 . 119.8 no C131 . C121 . H1211 . 120.4 no C121 . C131 . C141 . 120.89(9) yes C121 . C131 . H1311 . 119.5 no C141 . C131 . H1311 . 119.6 no C131 . C141 . C151 . 119.58(9) yes C131 . C141 . H1411 . 119.4 no C151 . C141 . H1411 . 121.0 no C141 . C151 . C161 . 121.03(9) yes C141 . C151 . H1511 . 118.9 no C161 . C151 . H1511 . 120.0 no C151 . C161 . C111 . 119.42(9) yes C151 . C161 . H1611 . 119.8 no C111 . C161 . H1611 . 120.7 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C5 . H51 . C33 . 125 0.99 2.50 3.166(7) yes C18 . H181 . O2 2_566 142 0.96 2.15 2.974(7) yes C21 . H211 . O2 4_554 161 0.96 2.52 3.439(7) yes C39 . H391 . O2 2_566 142 0.97 2.16 2.985(7) yes C130 . H1301 . O4 2_466 168 0.95 2.44 3.377(7) yes C131 . H1301 . O4 2_466 141 0.92 2.44 3.211(7) yes C131 . H1311 . O4 2_466 140 0.93 2.44 3.211(7) yes _chemical_name_common . #============================================================================== data_21 _database_code_depnum_ccdc_archive 'CCDC 896652' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 10-05-18 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title 6267 _chemical_name_systematic . _chemical_melting_point 'not measured' _refine_special_details ; The difference map indicated the presence of diffuse electron density believed to be disordered solvent. SQUEEZE was used leaving a void from which the electron density was removed. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.025 0.047 0.500 818 155 ' ' _platon_squeeze_details ; The discrete Fourier transform of the void region were treated as contributions to the A and B parts of the calculated structure factors. The data are very weak with the mean I/sigma(I) falling below 2 at theta = 21 degrees. This does not in itself explain the elevated R-indices; examination of the Fo/Fc plot shows the data are noisy, but usual causes are not responsible (e.g. twinning, missing atoms in the model etc). The cause is probably inherent data quality exacerbated by inadequacies in the model caused by a paucity of good data. However, despite this there seems little doubt that the gross connectivity is correct. ; _cell_length_a 11.4357(3) _cell_length_b 13.5314(3) _cell_length_c 16.1192(6) _cell_angle_alpha 109.6213(10) _cell_angle_beta 94.1992(11) _cell_angle_gamma 108.888(2) _cell_volume 2176.15(12) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 1 # Given Formula = C98 N8 Ni1 O12 # Dc = 1.17 Fooo = 674.00 Mu = 2.87 M = 769.92 # Found Formula = C72 H62 N8 Ni1 O12 # Dc = 0.98 FOOO = 674.00 Mu = 2.75 M = 645.02 _chemical_formula_sum 'C72 H62 N8 Ni1 O12' _chemical_formula_moiety 'C72 H62 N8 Ni1 O12' _chemical_compound_source . _chemical_formula_weight 1290.04 _cell_measurement_reflns_used 7880 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour clear_intense_green _exptl_crystal_size_min 0.120 _exptl_crystal_size_mid 0.130 _exptl_crystal_size_max 0.140 _exptl_crystal_density_diffrn 0.984 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 674 _exptl_absorpt_coefficient_mu 0.275 # Sheldrick geometric approximatio 0.96 0.97 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 0.97 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 33033 _reflns_number_total 9622 _diffrn_reflns_av_R_equivalents 0.091 # Number of reflections without Friedels Law is 17303 # Number of reflections with Friedels Law is 9622 # Theoretical number of reflections is about 9910 _diffrn_reflns_theta_min 5.157 _diffrn_reflns_theta_max 27.411 _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 25.219 _diffrn_measured_fraction_theta_full 0.981 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -14 _reflns_limit_h_max 14 _reflns_limit_k_min -17 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _oxford_diffrn_Wilson_B_factor 2.57 _oxford_diffrn_Wilson_scale 14.89 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.93 _refine_diff_density_max 0.87 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 6495 _refine_ls_number_restraints 0 _refine_ls_number_parameters 421 _oxford_refine_ls_R_factor_ref 0.1178 _refine_ls_wR_factor_ref 0.3102 _refine_ls_goodness_of_fit_ref 0.9801 _refine_ls_shift/su_max 0.0001056 _refine_ls_shift/su_mean 0.0000120 # The values computed from all data _oxford_reflns_number_all 6495 _refine_ls_R_factor_all 0.1178 _refine_ls_wR_factor_all 0.3102 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4671 _refine_ls_R_factor_gt 0.0936 _refine_ls_wR_factor_gt 0.2623 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 34.8 53.5 26.0 6.64 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Ni1 Ni 0.0000 0.5000 0.0000 0.0370 1.0000 Uani S . . . . . . O2 O 0.1011(4) 0.5592(3) 0.1246(3) 0.0417 1.0000 Uani . . . . . . . C3 C 0.1852(6) 0.6578(5) 0.1599(4) 0.0410 1.0000 Uani . . . . . . . O4 O 0.2669(5) 0.6955(4) 0.2278(4) 0.0592 1.0000 Uani . . . . . . . C5 C 0.1797(6) 0.7398(5) 0.1137(4) 0.0412 1.0000 Uani . . . . . . . N6 N 0.2150(5) 0.7109(4) 0.0262(3) 0.0379 1.0000 Uani . . . . . . . N7 N 0.1604(5) 0.5999(4) -0.0328(4) 0.0414 1.0000 Uani . . . . . . . C8 C 0.1829(6) 0.6012(5) -0.1123(4) 0.0412 1.0000 Uani . . . . . . . C9 C 0.1399(6) 0.4945(5) -0.1927(4) 0.0427 1.0000 Uani . . . . . . . C10 C 0.1848(6) 0.4111(6) -0.1955(5) 0.0477 1.0000 Uani . . . . . . . C11 C 0.1431(8) 0.3084(7) -0.2693(6) 0.0617 1.0000 Uani . . . . . . . C12 C 0.0563(9) 0.2922(7) -0.3401(6) 0.0694 1.0000 Uani . . . . . . . C13 C 0.0082(8) 0.3746(7) -0.3389(5) 0.0633 1.0000 Uani . . . . . . . C14 C 0.0502(7) 0.4764(6) -0.2644(5) 0.0501 1.0000 Uani . . . . . . . O15 O 0.0081(5) 0.5617(4) -0.2577(3) 0.0575 1.0000 Uani . . . . . . . C16 C -0.0987(9) 0.5379(9) -0.3232(7) 0.0834 1.0000 Uani . . . . . . . C17 C 0.2485(6) 0.7120(6) -0.1046(5) 0.0468 1.0000 Uani . . . . . . . C18 C 0.2657(6) 0.7803(5) -0.0169(5) 0.0420 1.0000 Uani . . . . . . . C19 C 0.3195(6) 0.9071(6) 0.0234(5) 0.0492 1.0000 Uani . . . . . . . C20 C 0.2890(7) 0.9623(6) -0.0262(6) 0.0568 1.0000 Uani . . . . . . . C21 C 0.3344(8) 1.0790(7) 0.0044(7) 0.0676 1.0000 Uani . . . . . . . C22 C 0.4130(8) 1.1413(7) 0.0892(8) 0.0752 1.0000 Uani . . . . . . . C23 C 0.4494(7) 1.0896(6) 0.1400(6) 0.0607 1.0000 Uani . . . . . . . C24 C 0.4030(6) 0.9713(6) 0.1067(5) 0.0512 1.0000 Uani . . . . . . . O25 O 0.4367(4) 0.9129(4) 0.1521(4) 0.0572 1.0000 Uani . . . . . . . C26 C 0.5164(10) 0.9778(8) 0.2408(7) 0.0855 1.0000 Uani . . . . . . . N27 N 0.0541(5) 0.7452(4) 0.1036(3) 0.0373 1.0000 Uani . . . . . . . N28 N -0.0419(5) 0.6560(4) 0.0405(3) 0.0375 1.0000 Uani . . . . . . . C29 C -0.1373(6) 0.6944(5) 0.0365(4) 0.0398 1.0000 Uani . . . . . . . C30 C -0.0991(6) 0.8055(5) 0.0971(4) 0.0433 1.0000 Uani . . . . . . . C31 C 0.0233(6) 0.8371(5) 0.1387(5) 0.0424 1.0000 Uani . . . . . . . C32 C 0.1096(6) 0.9439(5) 0.2102(5) 0.0442 1.0000 Uani . . . . . . . C33 C 0.1729(7) 0.9453(6) 0.2872(5) 0.0565 1.0000 Uani . . . . . . . C34 C 0.2528(8) 1.0453(7) 0.3550(6) 0.0716 1.0000 Uani . . . . . . . C35 C 0.2686(8) 1.1458(7) 0.3456(6) 0.0689 1.0000 Uani . . . . . . . C36 C 0.2068(7) 1.1478(6) 0.2693(6) 0.0636 1.0000 Uani . . . . . . . C37 C 0.1279(6) 1.0490(5) 0.2028(5) 0.0462 1.0000 Uani . . . . . . . O38 O 0.0607(5) 1.0410(4) 0.1244(4) 0.0572 1.0000 Uani . . . . . . . C39 C 0.0784(9) 1.1436(6) 0.1124(6) 0.0676 1.0000 Uani . . . . . . . C40 C -0.2575(6) 0.6305(5) -0.0319(5) 0.0412 1.0000 Uani . . . . . . . C41 C -0.2572(6) 0.5819(5) -0.1206(4) 0.0422 1.0000 Uani . . . . . . . C42 C -0.3664(7) 0.5351(6) -0.1865(5) 0.0499 1.0000 Uani . . . . . . . C43 C -0.4780(7) 0.5384(6) -0.1613(5) 0.0540 1.0000 Uani . . . . . . . C44 C -0.4810(6) 0.5871(5) -0.0723(5) 0.0476 1.0000 Uani . . . . . . . C45 C -0.3716(6) 0.6342(5) -0.0064(4) 0.0396 1.0000 Uani . . . . . . . O46 O -0.3678(4) 0.6838(4) 0.0833(3) 0.0469 1.0000 Uani . . . . . . . C47 C -0.4811(7) 0.6946(7) 0.1095(6) 0.0587 1.0000 Uani . . . . . . . H51 H 0.2411 0.8156 0.1537 0.0490 1.0000 Uiso R . . . . . . H101 H 0.2427 0.4234 -0.1453 0.0565 1.0000 Uiso R . . . . . . H111 H 0.1742 0.2528 -0.2707 0.0710 1.0000 Uiso R . . . . . . H121 H 0.0299 0.2246 -0.3911 0.0849 1.0000 Uiso R . . . . . . H131 H -0.0536 0.3603 -0.3894 0.0788 1.0000 Uiso R . . . . . . H162 H -0.1214 0.6038 -0.3088 0.1278 1.0000 Uiso R . . . . . . H161 H -0.0808 0.5187 -0.3830 0.1280 1.0000 Uiso R . . . . . . H163 H -0.1690 0.4762 -0.3221 0.1278 1.0000 Uiso R . . . . . . H171 H 0.2746 0.7351 -0.1508 0.0551 1.0000 Uiso R . . . . . . H201 H 0.2380 0.9191 -0.0837 0.0675 1.0000 Uiso R . . . . . . H211 H 0.3100 1.1162 -0.0298 0.0801 1.0000 Uiso R . . . . . . H221 H 0.4430 1.2212 0.1123 0.0839 1.0000 Uiso R . . . . . . H231 H 0.5059 1.1340 0.1969 0.0707 1.0000 Uiso R . . . . . . H261 H 0.5284 0.9269 0.2679 0.1260 1.0000 Uiso R . . . . . . H262 H 0.5979 1.0261 0.2386 0.1257 1.0000 Uiso R . . . . . . H263 H 0.4798 1.0252 0.2799 0.1260 1.0000 Uiso R . . . . . . H301 H -0.1469 0.8507 0.1092 0.0506 1.0000 Uiso R . . . . . . H331 H 0.1613 0.8755 0.2932 0.0688 1.0000 Uiso R . . . . . . H341 H 0.2940 1.0456 0.4089 0.0881 1.0000 Uiso R . . . . . . H351 H 0.3234 1.2140 0.3912 0.0810 1.0000 Uiso R . . . . . . H361 H 0.2197 1.2154 0.2628 0.0717 1.0000 Uiso R . . . . . . H391 H 0.0308 1.1260 0.0544 0.1023 1.0000 Uiso R . . . . . . H392 H 0.0486 1.1914 0.1596 0.1019 1.0000 Uiso R . . . . . . H393 H 0.1690 1.1824 0.1150 0.1015 1.0000 Uiso R . . . . . . H411 H -0.1820 0.5816 -0.1380 0.0491 1.0000 Uiso R . . . . . . H421 H -0.3633 0.4995 -0.2479 0.0612 1.0000 Uiso R . . . . . . H431 H -0.5533 0.5061 -0.2060 0.0607 1.0000 Uiso R . . . . . . H441 H -0.5579 0.5893 -0.0562 0.0582 1.0000 Uiso R . . . . . . H471 H -0.4640 0.7315 0.1756 0.0938 1.0000 Uiso R . . . . . . H472 H -0.5068 0.7407 0.0823 0.0938 1.0000 Uiso R . . . . . . H473 H -0.5462 0.6208 0.0889 0.0940 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0319(6) 0.0296(6) 0.0450(7) 0.0155(5) 0.0006(5) 0.0058(4) O2 0.038(2) 0.035(2) 0.048(2) 0.0151(19) 0.0026(19) 0.0103(19) C3 0.038(3) 0.033(3) 0.038(3) 0.004(3) -0.007(3) 0.008(3) O4 0.055(3) 0.046(3) 0.063(3) 0.020(2) -0.016(3) 0.008(2) C5 0.036(3) 0.029(3) 0.048(4) 0.010(3) -0.005(3) 0.005(3) N6 0.034(3) 0.026(2) 0.044(3) 0.009(2) 0.001(2) 0.005(2) N7 0.034(3) 0.032(3) 0.052(3) 0.017(2) 0.001(2) 0.006(2) C8 0.039(3) 0.042(3) 0.044(4) 0.020(3) 0.007(3) 0.014(3) C9 0.043(4) 0.041(3) 0.046(4) 0.020(3) 0.012(3) 0.012(3) C10 0.044(4) 0.046(4) 0.052(4) 0.021(3) 0.011(3) 0.013(3) C11 0.067(5) 0.052(4) 0.066(5) 0.020(4) 0.019(4) 0.022(4) C12 0.078(6) 0.048(4) 0.060(5) 0.002(4) 0.007(4) 0.017(4) C13 0.065(5) 0.059(5) 0.049(4) 0.014(4) -0.001(4) 0.011(4) C14 0.045(4) 0.049(4) 0.051(4) 0.021(3) 0.002(3) 0.010(3) O15 0.050(3) 0.060(3) 0.059(3) 0.023(2) -0.002(2) 0.020(2) C16 0.075(6) 0.100(7) 0.073(6) 0.028(5) -0.008(5) 0.041(6) C17 0.043(4) 0.044(4) 0.056(4) 0.027(3) 0.009(3) 0.009(3) C18 0.032(3) 0.030(3) 0.060(4) 0.019(3) 0.004(3) 0.006(2) C19 0.031(3) 0.042(4) 0.077(5) 0.023(3) 0.015(3) 0.015(3) C20 0.052(4) 0.049(4) 0.085(5) 0.040(4) 0.017(4) 0.021(3) C21 0.053(5) 0.048(4) 0.109(7) 0.039(5) 0.015(5) 0.018(4) C22 0.057(5) 0.042(4) 0.141(9) 0.048(5) 0.037(6) 0.019(4) C23 0.042(4) 0.039(4) 0.102(6) 0.030(4) 0.015(4) 0.011(3) C24 0.038(4) 0.039(4) 0.076(5) 0.021(3) 0.004(3) 0.016(3) O25 0.042(3) 0.039(2) 0.076(3) 0.016(2) -0.008(2) 0.007(2) C26 0.081(6) 0.058(5) 0.086(6) 0.008(5) -0.034(5) 0.018(5) N27 0.035(3) 0.028(2) 0.042(3) 0.010(2) 0.000(2) 0.009(2) N28 0.038(3) 0.026(2) 0.043(3) 0.011(2) -0.001(2) 0.009(2) C29 0.036(3) 0.036(3) 0.047(4) 0.020(3) 0.001(3) 0.010(3) C30 0.043(4) 0.035(3) 0.049(4) 0.013(3) 0.001(3) 0.015(3) C31 0.041(3) 0.034(3) 0.051(4) 0.017(3) 0.002(3) 0.013(3) C32 0.035(3) 0.034(3) 0.052(4) 0.008(3) -0.002(3) 0.009(3) C33 0.063(5) 0.044(4) 0.053(4) 0.010(3) 0.000(4) 0.019(3) C34 0.068(5) 0.059(5) 0.058(5) 0.001(4) -0.021(4) 0.015(4) C35 0.054(5) 0.044(4) 0.074(5) -0.006(4) -0.014(4) 0.009(3) C36 0.051(4) 0.037(4) 0.088(6) 0.010(4) 0.003(4) 0.013(3) C37 0.040(4) 0.036(3) 0.055(4) 0.010(3) 0.002(3) 0.013(3) O38 0.064(3) 0.032(2) 0.066(3) 0.016(2) -0.001(3) 0.012(2) C39 0.075(5) 0.045(4) 0.086(6) 0.032(4) 0.014(5) 0.020(4) C40 0.038(3) 0.028(3) 0.056(4) 0.019(3) -0.002(3) 0.009(3) C41 0.037(3) 0.039(3) 0.047(4) 0.016(3) -0.002(3) 0.012(3) C42 0.050(4) 0.047(4) 0.049(4) 0.020(3) 0.000(3) 0.013(3) C43 0.044(4) 0.052(4) 0.062(5) 0.027(4) -0.004(3) 0.011(3) C44 0.040(4) 0.040(3) 0.060(4) 0.020(3) -0.003(3) 0.014(3) C45 0.038(3) 0.025(3) 0.053(4) 0.016(3) -0.001(3) 0.009(2) O46 0.043(3) 0.041(2) 0.054(3) 0.015(2) 0.005(2) 0.016(2) C47 0.047(4) 0.059(5) 0.075(5) 0.026(4) 0.014(4) 0.025(4) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2905(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 . N28 2_565 2.211(5) yes Ni1 . N7 2_565 2.119(5) yes Ni1 . O2 2_565 1.997(4) yes Ni1 . O2 . 1.997(4) yes Ni1 . N7 . 2.119(5) yes Ni1 . N28 . 2.211(5) yes O2 . C3 . 1.268(7) yes C3 . O4 . 1.224(8) yes C3 . C5 . 1.544(9) yes C5 . N6 . 1.456(9) yes C5 . N27 . 1.462(8) yes C5 . H51 . 0.992 no N6 . N7 . 1.377(7) yes N6 . C18 . 1.359(8) yes N7 . C8 . 1.329(8) yes C8 . C9 . 1.482(9) yes C8 . C17 . 1.400(9) yes C9 . C10 . 1.372(10) yes C9 . C14 . 1.386(10) yes C10 . C11 . 1.396(10) yes C10 . H101 . 0.938 no C11 . C12 . 1.365(12) yes C11 . H111 . 0.926 no C12 . C13 . 1.390(12) yes C12 . H121 . 0.940 no C13 . C14 . 1.394(11) yes C13 . H131 . 0.960 no C14 . O15 . 1.364(9) yes O15 . C16 . 1.428(9) yes C16 . H162 . 0.968 no C16 . H161 . 0.966 no C16 . H163 . 0.960 no C17 . C18 . 1.362(10) yes C17 . H171 . 0.933 no C18 . C19 . 1.501(9) yes C19 . C20 . 1.359(10) yes C19 . C24 . 1.401(10) yes C20 . C21 . 1.385(11) yes C20 . H201 . 0.936 no C21 . C22 . 1.393(14) yes C21 . H211 . 0.943 no C22 . C23 . 1.362(12) yes C22 . H221 . 0.947 no C23 . C24 . 1.402(10) yes C23 . H231 . 0.955 no C24 . O25 . 1.361(9) yes O25 . C26 . 1.446(10) yes C26 . H261 . 0.969 no C26 . H262 . 0.961 no C26 . H263 . 0.962 no N27 . N28 . 1.360(7) yes N27 . C31 . 1.353(8) yes N28 . C29 . 1.357(8) yes C29 . C30 . 1.390(9) yes C29 . C40 . 1.491(9) yes C30 . C31 . 1.369(9) yes C30 . H301 . 0.928 no C31 . C32 . 1.478(9) yes C32 . C33 . 1.382(10) yes C32 . C37 . 1.417(9) yes C33 . C34 . 1.385(10) yes C33 . H331 . 0.950 no C34 . C35 . 1.375(13) yes C34 . H341 . 0.954 no C35 . C36 . 1.384(12) yes C35 . H351 . 0.942 no C36 . C37 . 1.366(10) yes C36 . H361 . 0.923 no C37 . O38 . 1.382(8) yes O38 . C39 . 1.418(9) yes C39 . H391 . 0.958 no C39 . H392 . 0.982 no C39 . H393 . 0.989 no C40 . C41 . 1.359(10) yes C40 . C45 . 1.407(9) yes C41 . C42 . 1.389(9) yes C41 . H411 . 0.925 no C42 . C43 . 1.378(11) yes C42 . H421 . 0.954 no C43 . C44 . 1.371(11) yes C43 . H431 . 0.951 no C44 . C45 . 1.391(9) yes C44 . H441 . 0.942 no C45 . O46 . 1.366(8) yes O46 . C47 . 1.428(9) yes C47 . H471 . 0.986 no C47 . H472 . 0.975 no C47 . H473 . 0.960 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N28 2_565 Ni1 . N7 2_565 83.13(19) yes N28 2_565 Ni1 . O2 2_565 87.43(17) yes N7 2_565 Ni1 . O2 2_565 87.77(19) yes N28 2_565 Ni1 . O2 . 92.57(17) yes N7 2_565 Ni1 . O2 . 92.23(19) yes O2 2_565 Ni1 . O2 . 179.994 yes N28 2_565 Ni1 . N7 . 96.87(19) yes N7 2_565 Ni1 . N7 . 179.995 yes O2 2_565 Ni1 . N7 . 92.23(19) yes O2 . Ni1 . N7 . 87.77(19) yes N28 2_565 Ni1 . N28 . 179.995 yes N7 2_565 Ni1 . N28 . 96.87(19) yes O2 2_565 Ni1 . N28 . 92.57(17) yes O2 . Ni1 . N28 . 87.43(17) yes N7 . Ni1 . N28 . 83.13(19) yes Ni1 . O2 . C3 . 121.8(4) yes O2 . C3 . O4 . 127.1(6) yes O2 . C3 . C5 . 115.8(5) yes O4 . C3 . C5 . 117.0(5) yes C3 . C5 . N6 . 113.0(5) yes C3 . C5 . N27 . 111.0(5) yes N6 . C5 . N27 . 109.2(5) yes C3 . C5 . H51 . 106.7 no N6 . C5 . H51 . 108.1 no N27 . C5 . H51 . 108.6 no C5 . N6 . N7 . 117.4(5) yes C5 . N6 . C18 . 128.5(5) yes N7 . N6 . C18 . 111.3(5) yes N6 . N7 . Ni1 . 115.1(4) yes N6 . N7 . C8 . 105.2(5) yes Ni1 . N7 . C8 . 130.2(4) yes N7 . C8 . C9 . 120.4(5) yes N7 . C8 . C17 . 110.2(6) yes C9 . C8 . C17 . 129.4(6) yes C8 . C9 . C10 . 120.4(6) yes C8 . C9 . C14 . 120.2(6) yes C10 . C9 . C14 . 119.4(6) yes C9 . C10 . C11 . 121.6(7) yes C9 . C10 . H101 . 118.3 no C11 . C10 . H101 . 120.1 no C10 . C11 . C12 . 118.5(8) yes C10 . C11 . H111 . 121.1 no C12 . C11 . H111 . 120.4 no C11 . C12 . C13 . 121.2(7) yes C11 . C12 . H121 . 119.3 no C13 . C12 . H121 . 119.5 no C12 . C13 . C14 . 119.6(7) yes C12 . C13 . H131 . 119.2 no C14 . C13 . H131 . 121.2 no C13 . C14 . C9 . 119.7(7) yes C13 . C14 . O15 . 123.4(7) yes C9 . C14 . O15 . 116.9(6) yes C14 . O15 . C16 . 117.6(6) yes O15 . C16 . H162 . 109.1 no O15 . C16 . H161 . 111.5 no H162 . C16 . H161 . 108.9 no O15 . C16 . H163 . 109.7 no H162 . C16 . H163 . 108.5 no H161 . C16 . H163 . 109.1 no C8 . C17 . C18 . 107.1(6) yes C8 . C17 . H171 . 126.7 no C18 . C17 . H171 . 126.2 no C17 . C18 . N6 . 106.1(5) yes C17 . C18 . C19 . 127.4(6) yes N6 . C18 . C19 . 126.3(6) yes C18 . C19 . C20 . 117.5(7) yes C18 . C19 . C24 . 124.0(6) yes C20 . C19 . C24 . 118.4(6) yes C19 . C20 . C21 . 122.1(8) yes C19 . C20 . H201 . 118.2 no C21 . C20 . H201 . 119.7 no C20 . C21 . C22 . 118.5(8) yes C20 . C21 . H211 . 121.2 no C22 . C21 . H211 . 120.2 no C21 . C22 . C23 . 121.4(7) yes C21 . C22 . H221 . 120.0 no C23 . C22 . H221 . 118.6 no C22 . C23 . C24 . 118.7(8) yes C22 . C23 . H231 . 120.0 no C24 . C23 . H231 . 121.3 no C23 . C24 . C19 . 120.8(7) yes C23 . C24 . O25 . 122.6(7) yes C19 . C24 . O25 . 116.7(6) yes C24 . O25 . C26 . 117.2(6) yes O25 . C26 . H261 . 109.5 no O25 . C26 . H262 . 111.9 no H261 . C26 . H262 . 108.3 no O25 . C26 . H263 . 112.0 no H261 . C26 . H263 . 107.9 no H262 . C26 . H263 . 107.2 no C5 . N27 . N28 . 118.8(5) yes C5 . N27 . C31 . 127.4(5) yes N28 . N27 . C31 . 112.7(5) yes Ni1 . N28 . N27 . 111.8(3) yes Ni1 . N28 . C29 . 142.6(4) yes N27 . N28 . C29 . 104.4(5) yes N28 . C29 . C30 . 109.9(5) yes N28 . C29 . C40 . 123.8(5) yes C30 . C29 . C40 . 125.8(6) yes C29 . C30 . C31 . 107.3(6) yes C29 . C30 . H301 . 127.4 no C31 . C30 . H301 . 125.3 no C30 . C31 . N27 . 105.7(5) yes C30 . C31 . C32 . 130.8(6) yes N27 . C31 . C32 . 123.5(6) yes C31 . C32 . C33 . 121.5(6) yes C31 . C32 . C37 . 120.8(6) yes C33 . C32 . C37 . 117.7(6) yes C32 . C33 . C34 . 121.8(7) yes C32 . C33 . H331 . 118.6 no C34 . C33 . H331 . 119.6 no C33 . C34 . C35 . 119.0(8) yes C33 . C34 . H341 . 121.3 no C35 . C34 . H341 . 119.7 no C34 . C35 . C36 . 120.9(7) yes C34 . C35 . H351 . 119.4 no C36 . C35 . H351 . 119.7 no C35 . C36 . C37 . 119.9(7) yes C35 . C36 . H361 . 120.3 no C37 . C36 . H361 . 119.7 no C32 . C37 . C36 . 120.7(7) yes C32 . C37 . O38 . 114.4(5) yes C36 . C37 . O38 . 124.9(7) yes C37 . O38 . C39 . 116.7(6) yes O38 . C39 . H391 . 108.3 no O38 . C39 . H392 . 109.5 no H391 . C39 . H392 . 109.9 no O38 . C39 . H393 . 109.1 no H391 . C39 . H393 . 109.4 no H392 . C39 . H393 . 110.5 no C29 . C40 . C41 . 121.1(6) yes C29 . C40 . C45 . 119.4(6) yes C41 . C40 . C45 . 118.9(6) yes C40 . C41 . C42 . 121.9(7) yes C40 . C41 . H411 . 119.3 no C42 . C41 . H411 . 118.8 no C41 . C42 . C43 . 119.1(7) yes C41 . C42 . H421 . 119.6 no C43 . C42 . H421 . 121.2 no C42 . C43 . C44 . 120.2(7) yes C42 . C43 . H431 . 119.6 no C44 . C43 . H431 . 120.1 no C43 . C44 . C45 . 120.6(7) yes C43 . C44 . H441 . 119.3 no C45 . C44 . H441 . 120.1 no C40 . C45 . C44 . 119.3(6) yes C40 . C45 . O46 . 117.0(5) yes C44 . C45 . O46 . 123.7(6) yes C45 . O46 . C47 . 117.5(5) yes O46 . C47 . H471 . 108.3 no O46 . C47 . H472 . 109.4 no H471 . C47 . H472 . 109.9 no O46 . C47 . H473 . 108.9 no H471 . C47 . H473 . 111.0 no H472 . C47 . H473 . 109.4 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C5 . H51 . O25 . 133 0.99 2.21 2.968(12) yes C47 . H472 . O25 1_455 131 0.97 2.54 3.257(12) yes _chemical_name_common . #============================================================================== data_22 _database_code_depnum_ccdc_archive 'CCDC 896653' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 11-02-21 _audit_creation_method CRYSTALS_ver_14.05 _oxford_structure_analysis_title '1241508 001mwj11' _chemical_name_systematic . _chemical_melting_point . _refine_special_details ; ; # End of 'script/refcif.dat' #end of refcif _cell_length_a 13.8101(2) _cell_length_b 16.6015(3) _cell_length_c 18.5646(3) _cell_angle_alpha 90 _cell_angle_beta 96.6213(9) _cell_angle_gamma 90 _cell_volume 4227.89(12) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C89 H96 Cl2 N4 Ni1 O6 # Dc = 1.14 Fooo = 1764.00 Mu = 3.45 M = 723.69 # Found Formula = C96 H110 N8 Ni1 O14 # Dc = 1.30 FOOO = 1764.00 Mu = 3.01 M = 829.34 _chemical_formula_sum 'C96 H110 N8 Ni1 O14' _chemical_formula_moiety 'C88 H94 N8 Ni1 O12, 2(C4 H8 O)' _chemical_compound_source . _chemical_formula_weight 1658.68 _cell_measurement_reflns_used 9492 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour 'pale green' _exptl_crystal_size_min 0.240 _exptl_crystal_size_mid 0.270 _exptl_crystal_size_max 0.280 _exptl_crystal_density_diffrn 1.303 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1764 _exptl_absorpt_coefficient_mu 0.301 # Sheldrick geometric approximatio 0.92 0.93 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.83 _exptl_absorpt_correction_T_max 0.93 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 42745 _reflns_number_total 9640 _diffrn_reflns_av_R_equivalents 0.031 # Number of reflections without Friedels Law is 17797 # Number of reflections with Friedels Law is 9640 # Theoretical number of reflections is about 9746 _diffrn_reflns_theta_min 5.127 _diffrn_reflns_theta_max 27.534 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.983 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _reflns_limit_h_min -17 _reflns_limit_h_max 17 _reflns_limit_k_min 0 _reflns_limit_k_max 21 _reflns_limit_l_min 0 _reflns_limit_l_max 24 _oxford_diffrn_Wilson_B_factor 2.21 _oxford_diffrn_Wilson_scale 8.32 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.67 _refine_diff_density_max 0.82 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 9638 _refine_ls_number_restraints 44 _refine_ls_number_parameters 538 _oxford_refine_ls_R_factor_ref 0.0698 _refine_ls_wR_factor_ref 0.1118 _refine_ls_goodness_of_fit_ref 1.0326 _refine_ls_shift/su_max 0.0009288 _refine_ls_shift/su_mean 3.7043433 # The values computed from all data _oxford_reflns_number_all 9640 _refine_ls_R_factor_all 0.0699 _refine_ls_wR_factor_all 0.1120 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 7608 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_gt 0.0986 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 10.9 13.6 4.17 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Ni1 Ni 0.5000 0.5000 0.5000 0.0187 1.0000 Uani S . . . . . . O2 O 0.55313(11) 0.43852(10) 0.42181(8) 0.0214 1.0000 Uani . . . . . . . C3 C 0.50262(17) 0.39209(14) 0.37831(12) 0.0217 1.0000 Uani . . . . . . . O4 O 0.52929(13) 0.35372(12) 0.32773(10) 0.0338 1.0000 Uani . . . . . . . C5 C 0.39463(16) 0.38053(13) 0.39201(11) 0.0192 1.0000 Uani . . . . . . . N6 N 0.39015(14) 0.34354(12) 0.46285(10) 0.0203 1.0000 Uani . . . . . . . N7 N 0.41445(14) 0.38776(12) 0.52460(9) 0.0200 1.0000 Uani . . . . . . . C8 C 0.38199(16) 0.34293(14) 0.57811(12) 0.0218 1.0000 Uani . . . . . . . C9 C 0.33952(18) 0.27100(15) 0.54935(13) 0.0265 1.0000 Uani . . . . . . . C10 C 0.34539(17) 0.27303(14) 0.47597(12) 0.0225 1.0000 Uani . . . . . . . C11 C 0.31492(18) 0.21442(14) 0.41855(13) 0.0257 1.0000 Uani . . . . . . . C12 C 0.3801(2) 0.18607(16) 0.37268(14) 0.0309 1.0000 Uani . . . . . . . C13 C 0.3511(2) 0.13012(18) 0.31843(16) 0.0397 1.0000 Uani . . . . . . . C14 C 0.2562(3) 0.10373(19) 0.30955(16) 0.0439 1.0000 Uani . . . . . . . C15 C 0.1895(2) 0.13108(19) 0.35449(15) 0.0395 1.0000 Uani . . . . . . . C16 C 0.2186(2) 0.18527(16) 0.41009(14) 0.0306 1.0000 Uani . . . . . . . O17 O 0.16025(13) 0.21439(12) 0.45827(10) 0.0356 1.0000 Uani . . . . . . . C18 C 0.06029(19) 0.18693(18) 0.45560(15) 0.0349 1.0000 Uani . . . . . . . C19 C 0.0118(2) 0.2488(2) 0.49940(16) 0.0403 1.0000 Uani . . . . . . . C20 C 0.0559(3) 0.1032(2) 0.48655(17) 0.0468 1.0000 Uani . . . . . . . C21 C 0.39335(17) 0.36958(14) 0.65425(12) 0.0227 1.0000 Uani . . . . . . . C22 C 0.46968(18) 0.42062(15) 0.67930(13) 0.0260 1.0000 Uani . . . . . . . C23 C 0.4802(2) 0.45093(17) 0.74927(14) 0.0326 1.0000 Uani . . . . . . . C24 C 0.4139(2) 0.42884(18) 0.79626(13) 0.0349 1.0000 Uani . . . . . . . C25 C 0.3392(2) 0.37578(17) 0.77406(13) 0.0321 1.0000 Uani . . . . . . . C26 C 0.32827(18) 0.34509(16) 0.70355(12) 0.0261 1.0000 Uani . . . . . . . O27 O 0.25673(13) 0.29283(13) 0.67777(9) 0.0345 1.0000 Uani . . . . . . . C28 C 0.1941(2) 0.25657(18) 0.72644(13) 0.0340 1.0000 Uani . . . . . . . C29 C 0.1623(2) 0.1772(2) 0.69231(15) 0.0424 1.0000 Uani . . . . . . . C30 C 0.1098(2) 0.3113(2) 0.73640(18) 0.0482 1.0000 Uani . . . . . . . N31 N 0.33850(13) 0.45480(11) 0.38746(10) 0.0192 1.0000 Uani . . . . . . . N32 N 0.37170(14) 0.51865(11) 0.43044(10) 0.0197 1.0000 Uani . . . . . . . C33 C 0.29585(16) 0.56875(14) 0.43033(12) 0.0209 1.0000 Uani . . . . . . . C34 C 0.30359(17) 0.64567(14) 0.47071(12) 0.0227 1.0000 Uani . . . . . . . C35 C 0.24055(17) 0.66142(15) 0.52280(13) 0.0252 1.0000 Uani . . . . . . . O36 O 0.16989(12) 0.60698(11) 0.53691(9) 0.0280 1.0000 Uani . . . . . . . C37 C 0.20657(18) 0.53600(16) 0.57869(13) 0.0278 1.0000 Uani . . . . . . . C38 C 0.2345(2) 0.55908(18) 0.65698(14) 0.0356 1.0000 Uani . . . . . . . C39 C 0.1265(2) 0.4742(2) 0.56837(16) 0.0425 1.0000 Uani . . . . . . . C40 C 0.2472(2) 0.73440(16) 0.55986(14) 0.0323 1.0000 Uani . . . . . . . C41 C 0.3166(2) 0.79102(17) 0.54648(15) 0.0376 1.0000 Uani . . . . . . . C42 C 0.3803(2) 0.77528(16) 0.49579(15) 0.0331 1.0000 Uani . . . . . . . C43 C 0.37314(18) 0.70309(15) 0.45772(13) 0.0267 1.0000 Uani . . . . . . . C44 C 0.21374(17) 0.53697(15) 0.38827(13) 0.0244 1.0000 Uani . . . . . . . C45 C 0.24140(16) 0.46369(14) 0.36245(12) 0.0218 1.0000 Uani . . . . . . . C46 C 0.17881(17) 0.40244(15) 0.32279(13) 0.0251 1.0000 Uani . . . . . . . C47 C 0.09068(18) 0.38546(17) 0.35016(14) 0.0305 1.0000 Uani . . . . . . . C48 C 0.02380(19) 0.33161(18) 0.31628(16) 0.0372 1.0000 Uani . . . . . . . C49 C 0.0452(2) 0.2930(2) 0.25447(17) 0.0431 1.0000 Uani . . . . . . . C50 C 0.1317(2) 0.30894(19) 0.22569(15) 0.0384 1.0000 Uani . . . . . . . C51 C 0.19838(18) 0.36414(16) 0.25862(13) 0.0273 1.0000 Uani . . . . . . . O52 O 0.28294(13) 0.38619(11) 0.23182(9) 0.0308 1.0000 Uani . . . . . . . C53 C 0.3020(2) 0.35079(17) 0.16273(14) 0.0330 1.0000 Uani . . . . . . . C54 C 0.3447(2) 0.26788(19) 0.17471(17) 0.0451 1.0000 Uani . . . . . . . C55 C 0.3711(3) 0.4073(2) 0.13118(18) 0.0524 1.0000 Uani . . . . . . . C401 C 0.9041(6) 0.4807(4) 0.1703(4) 0.1192 1.0000 Uani D U . . . . . C301 C 0.9507(6) 0.4526(5) 0.1046(4) 0.1600 1.0000 Uani D U . . . . . C501 C 0.8121(6) 0.5059(5) 0.1293(5) 0.1607 1.0000 Uani D U . . . . . C201 C 0.8874(7) 0.4685(4) 0.0290(3) 0.1484 1.0000 Uani D U . . . . . O101 O 0.7971(5) 0.4742(4) 0.0574(4) 0.1918 1.0000 Uani D U . . . . . H51 H 0.3630 0.3456 0.3556 0.0223 1.0000 Uiso . . . . . . . H91 H 0.3114 0.2299 0.5744 0.0320 1.0000 Uiso . . . . . . . H121 H 0.4440 0.2045 0.3788 0.0367 1.0000 Uiso . . . . . . . H131 H 0.3965 0.1116 0.2873 0.0479 1.0000 Uiso . . . . . . . H141 H 0.2365 0.0651 0.2725 0.0530 1.0000 Uiso . . . . . . . H151 H 0.1241 0.1133 0.3477 0.0468 1.0000 Uiso . . . . . . . H181 H 0.0286 0.1877 0.4041 0.0416 1.0000 Uiso . . . . . . . H191 H -0.0544 0.2320 0.5033 0.0607 1.0000 Uiso . . . . . . . H193 H 0.0474 0.2529 0.5478 0.0605 1.0000 Uiso . . . . . . . H192 H 0.0120 0.3007 0.4755 0.0602 1.0000 Uiso . . . . . . . H201 H -0.0122 0.0868 0.4825 0.0702 1.0000 Uiso . . . . . . . H203 H 0.0821 0.1031 0.5373 0.0698 1.0000 Uiso . . . . . . . H202 H 0.0925 0.0654 0.4596 0.0696 1.0000 Uiso . . . . . . . H221 H 0.5148 0.4347 0.6473 0.0312 1.0000 Uiso . . . . . . . H231 H 0.5325 0.4868 0.7656 0.0387 1.0000 Uiso . . . . . . . H241 H 0.4196 0.4510 0.8436 0.0427 1.0000 Uiso . . . . . . . H251 H 0.2937 0.3610 0.8065 0.0391 1.0000 Uiso . . . . . . . H281 H 0.2326 0.2462 0.7740 0.0406 1.0000 Uiso . . . . . . . H292 H 0.1190 0.1497 0.7221 0.0633 1.0000 Uiso . . . . . . . H291 H 0.2201 0.1432 0.6881 0.0634 1.0000 Uiso . . . . . . . H293 H 0.1278 0.1866 0.6441 0.0638 1.0000 Uiso . . . . . . . H302 H 0.0690 0.2876 0.7693 0.0716 1.0000 Uiso . . . . . . . H301 H 0.1336 0.3638 0.7556 0.0717 1.0000 Uiso . . . . . . . H303 H 0.0708 0.3184 0.6897 0.0717 1.0000 Uiso . . . . . . . H371 H 0.2634 0.5157 0.5582 0.0327 1.0000 Uiso . . . . . . . H381 H 0.2580 0.5100 0.6838 0.0539 1.0000 Uiso . . . . . . . H382 H 0.2889 0.5990 0.6604 0.0539 1.0000 Uiso . . . . . . . H383 H 0.1780 0.5810 0.6767 0.0541 1.0000 Uiso . . . . . . . H391 H 0.1506 0.4241 0.5917 0.0638 1.0000 Uiso . . . . . . . H393 H 0.0702 0.4932 0.5902 0.0642 1.0000 Uiso . . . . . . . H392 H 0.1084 0.4654 0.5177 0.0636 1.0000 Uiso . . . . . . . H401 H 0.2026 0.7435 0.5935 0.0390 1.0000 Uiso . . . . . . . H411 H 0.3205 0.8418 0.5722 0.0447 1.0000 Uiso . . . . . . . H421 H 0.4290 0.8140 0.4876 0.0407 1.0000 Uiso . . . . . . . H431 H 0.4161 0.6929 0.4215 0.0314 1.0000 Uiso . . . . . . . H441 H 0.1510 0.5597 0.3800 0.0290 1.0000 Uiso . . . . . . . H471 H 0.0753 0.4116 0.3931 0.0368 1.0000 Uiso . . . . . . . H481 H -0.0344 0.3221 0.3359 0.0451 1.0000 Uiso . . . . . . . H491 H 0.0002 0.2545 0.2320 0.0525 1.0000 Uiso . . . . . . . H501 H 0.1464 0.2824 0.1834 0.0461 1.0000 Uiso . . . . . . . H531 H 0.2392 0.3473 0.1299 0.0398 1.0000 Uiso . . . . . . . H541 H 0.3569 0.2462 0.1280 0.0683 1.0000 Uiso . . . . . . . H543 H 0.4055 0.2714 0.2067 0.0679 1.0000 Uiso . . . . . . . H542 H 0.2986 0.2321 0.1962 0.0678 1.0000 Uiso . . . . . . . H551 H 0.3816 0.3884 0.0824 0.0790 1.0000 Uiso . . . . . . . H553 H 0.4343 0.4075 0.1623 0.0790 1.0000 Uiso . . . . . . . H552 H 0.3429 0.4619 0.1283 0.0790 1.0000 Uiso . . . . . . . H4011 H 0.9365 0.5223 0.1923 0.1441 1.0000 Uiso . . . . . . . H4012 H 0.8909 0.4369 0.1987 0.1441 1.0000 Uiso . . . . . . . H3011 H 1.0081 0.4835 0.1084 0.1916 1.0000 Uiso . . . . . . . H3012 H 0.9633 0.3977 0.1128 0.1915 1.0000 Uiso . . . . . . . H5012 H 0.8170 0.5669 0.1272 0.1932 1.0000 Uiso . . . . . . . H5011 H 0.7583 0.4886 0.1592 0.1932 1.0000 Uiso . . . . . . . H2011 H 0.9020 0.5194 0.0089 0.1779 1.0000 Uiso . . . . . . . H2012 H 0.8848 0.4264 -0.0065 0.1788 1.0000 Uiso . . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01907(19) 0.0213(2) 0.01567(18) -0.00051(15) 0.00166(14) 0.00084(16) O2 0.0205(8) 0.0253(8) 0.0187(7) -0.0013(6) 0.0033(6) 0.0008(6) C3 0.0232(11) 0.0237(11) 0.0186(10) 0.0015(9) 0.0048(8) 0.0020(9) O4 0.0303(9) 0.0407(11) 0.0325(10) -0.0152(8) 0.0121(8) -0.0028(8) C5 0.0228(11) 0.0203(11) 0.0148(9) 0.0001(8) 0.0035(8) 0.0001(8) N6 0.0242(9) 0.0213(9) 0.0156(8) 0.0000(7) 0.0030(7) -0.0006(8) N7 0.0230(9) 0.0234(9) 0.0134(8) -0.0009(7) 0.0015(7) 0.0000(8) C8 0.0225(11) 0.0237(11) 0.0193(10) 0.0013(9) 0.0031(8) 0.0008(9) C9 0.0312(12) 0.0257(12) 0.0237(11) 0.0025(9) 0.0079(9) -0.0045(10) C10 0.0232(11) 0.0219(11) 0.0230(11) 0.0002(9) 0.0047(9) -0.0013(9) C11 0.0340(13) 0.0208(11) 0.0229(11) -0.0010(9) 0.0061(9) -0.0033(10) C12 0.0366(14) 0.0274(13) 0.0302(13) -0.0019(10) 0.0104(11) -0.0038(11) C13 0.0540(18) 0.0328(14) 0.0359(15) -0.0103(12) 0.0206(13) -0.0036(13) C14 0.061(2) 0.0363(16) 0.0369(15) -0.0128(12) 0.0165(14) -0.0150(14) C15 0.0444(16) 0.0406(16) 0.0347(14) -0.0110(12) 0.0096(12) -0.0155(13) C16 0.0371(14) 0.0278(13) 0.0282(12) -0.0040(10) 0.0091(10) -0.0060(11) O17 0.0291(9) 0.0427(11) 0.0363(10) -0.0147(9) 0.0098(8) -0.0098(8) C18 0.0274(13) 0.0455(16) 0.0316(13) -0.0024(12) 0.0033(10) -0.0113(12) C19 0.0329(14) 0.0527(18) 0.0360(14) 0.0027(13) 0.0074(11) 0.0040(13) C20 0.0555(19) 0.0461(18) 0.0406(16) -0.0045(14) 0.0134(14) -0.0127(15) C21 0.0251(11) 0.0252(11) 0.0174(10) 0.0027(9) 0.0008(8) 0.0022(9) C22 0.0297(12) 0.0273(12) 0.0204(11) 0.0043(9) 0.0005(9) -0.0004(10) C23 0.0394(14) 0.0340(14) 0.0227(12) 0.0013(10) -0.0039(10) -0.0027(11) C24 0.0458(16) 0.0397(15) 0.0181(11) -0.0022(10) -0.0006(10) 0.0041(12) C25 0.0354(14) 0.0415(15) 0.0201(11) 0.0044(11) 0.0061(10) 0.0036(12) C26 0.0255(12) 0.0333(13) 0.0196(11) 0.0034(10) 0.0025(9) 0.0016(10) O27 0.0331(10) 0.0523(12) 0.0190(8) 0.0010(8) 0.0070(7) -0.0136(9) C28 0.0328(13) 0.0491(17) 0.0218(12) 0.0059(11) 0.0109(10) -0.0072(12) C29 0.0514(18) 0.0483(18) 0.0279(14) 0.0051(12) 0.0069(12) -0.0123(14) C30 0.0390(16) 0.062(2) 0.0461(18) 0.0030(16) 0.0174(14) -0.0035(15) N31 0.0200(9) 0.0210(9) 0.0162(8) -0.0015(7) 0.0008(7) 0.0002(7) N32 0.0217(9) 0.0204(9) 0.0171(8) -0.0013(7) 0.0026(7) -0.0007(7) C33 0.0220(10) 0.0233(11) 0.0177(10) 0.0008(8) 0.0033(8) 0.0016(9) C34 0.0246(11) 0.0227(11) 0.0197(10) 0.0020(9) -0.0020(9) 0.0048(9) C35 0.0255(11) 0.0268(12) 0.0221(11) 0.0005(9) -0.0016(9) 0.0061(10) O36 0.0261(9) 0.0310(9) 0.0270(9) 0.0024(7) 0.0036(7) 0.0042(7) C37 0.0287(12) 0.0296(13) 0.0258(12) 0.0017(10) 0.0060(10) 0.0039(10) C38 0.0375(14) 0.0437(16) 0.0258(13) 0.0015(11) 0.0040(11) 0.0070(12) C39 0.0420(16) 0.0446(17) 0.0401(16) 0.0052(13) 0.0018(13) -0.0108(13) C40 0.0397(14) 0.0306(13) 0.0260(12) -0.0056(10) 0.0014(10) 0.0106(11) C41 0.0501(17) 0.0260(13) 0.0343(14) -0.0060(11) -0.0051(12) 0.0023(12) C42 0.0375(14) 0.0253(12) 0.0343(13) 0.0020(11) -0.0050(11) -0.0028(11) C43 0.0313(12) 0.0238(12) 0.0238(11) 0.0035(9) -0.0016(9) 0.0029(10) C44 0.0230(11) 0.0254(12) 0.0243(11) -0.0003(9) 0.0000(9) 0.0042(9) C45 0.0219(11) 0.0274(12) 0.0160(10) 0.0003(9) 0.0013(8) -0.0007(9) C46 0.0245(11) 0.0265(12) 0.0233(11) -0.0022(9) -0.0019(9) 0.0004(9) C47 0.0247(12) 0.0352(14) 0.0317(13) -0.0051(11) 0.0034(10) -0.0010(10) C48 0.0247(13) 0.0430(16) 0.0437(16) -0.0057(13) 0.0029(11) -0.0060(11) C49 0.0344(15) 0.0477(18) 0.0456(17) -0.0132(14) -0.0031(12) -0.0131(13) C50 0.0379(15) 0.0437(16) 0.0329(14) -0.0149(12) 0.0015(11) -0.0067(13) C51 0.0256(12) 0.0325(13) 0.0231(11) -0.0037(10) -0.0006(9) -0.0005(10) O52 0.0333(9) 0.0372(10) 0.0225(8) -0.0090(7) 0.0060(7) -0.0047(8) C53 0.0401(15) 0.0378(15) 0.0222(12) -0.0091(11) 0.0080(10) -0.0024(12) C54 0.0520(18) 0.0405(17) 0.0431(17) -0.0091(13) 0.0072(14) 0.0043(14) C55 0.075(2) 0.0456(18) 0.0421(17) -0.0129(14) 0.0298(17) -0.0152(17) C401 0.140(5) 0.111(5) 0.112(5) 0.017(4) 0.040(4) -0.001(4) C301 0.179(7) 0.179(7) 0.126(5) -0.050(5) 0.034(5) -0.011(6) C501 0.174(7) 0.126(6) 0.201(7) 0.007(6) 0.098(6) -0.007(5) C201 0.251(8) 0.111(5) 0.096(4) -0.048(4) 0.074(5) -0.077(6) O101 0.200(6) 0.146(5) 0.214(6) -0.020(5) -0.040(5) -0.062(5) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.3438(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 . N7 2_666 2.2805(19) yes Ni1 . N32 2_666 2.0917(18) yes Ni1 . O2 2_666 1.9831(15) yes Ni1 . O2 . 1.9831(15) yes Ni1 . N7 . 2.2805(19) yes Ni1 . N32 . 2.0917(18) yes O2 . C3 . 1.266(3) yes C3 . O4 . 1.226(3) yes C3 . C5 . 1.553(3) yes C5 . N6 . 1.459(3) yes C5 . N31 . 1.454(3) yes C5 . H51 . 0.957 no N6 . N7 . 1.370(2) yes N6 . C10 . 1.359(3) yes N7 . C8 . 1.358(3) yes C8 . C9 . 1.408(3) yes C8 . C21 . 1.472(3) yes C9 . C10 . 1.375(3) yes C9 . H91 . 0.935 no C10 . C11 . 1.469(3) yes C11 . C12 . 1.391(3) yes C11 . C16 . 1.407(4) yes C12 . C13 . 1.394(4) yes C12 . H121 . 0.929 no C13 . C14 . 1.374(4) yes C13 . H131 . 0.952 no C14 . C15 . 1.389(4) yes C14 . H141 . 0.956 no C15 . C16 . 1.393(4) yes C15 . H151 . 0.944 no C16 . O17 . 1.360(3) yes O17 . C18 . 1.449(3) yes C18 . C19 . 1.514(4) yes C18 . C20 . 1.508(4) yes C18 . H181 . 1.004 no C19 . H191 . 0.967 no C19 . H193 . 0.975 no C19 . H192 . 0.969 no C20 . H201 . 0.973 no C20 . H203 . 0.970 no C20 . H202 . 0.979 no C21 . C22 . 1.390(3) yes C21 . C26 . 1.414(3) yes C22 . C23 . 1.385(3) yes C22 . H221 . 0.938 no C23 . C24 . 1.385(4) yes C23 . H231 . 0.958 no C24 . C25 . 1.383(4) yes C24 . H241 . 0.947 no C25 . C26 . 1.396(3) yes C25 . H251 . 0.952 no C26 . O27 . 1.360(3) yes O27 . C28 . 1.452(3) yes C28 . C29 . 1.506(4) yes C28 . C30 . 1.505(4) yes C28 . H281 . 0.992 no C29 . H292 . 0.974 no C29 . H291 . 0.988 no C29 . H293 . 0.977 no C30 . H302 . 0.961 no C30 . H301 . 0.984 no C30 . H303 . 0.973 no N31 . N32 . 1.373(2) yes N31 . C45 . 1.375(3) yes N32 . C33 . 1.337(3) yes C33 . C34 . 1.478(3) yes C33 . C44 . 1.403(3) yes C34 . C35 . 1.398(3) yes C34 . C43 . 1.394(3) yes C35 . O36 . 1.377(3) yes C35 . C40 . 1.391(3) yes O36 . C37 . 1.469(3) yes C37 . C38 . 1.509(3) yes C37 . C39 . 1.505(4) yes C37 . H371 . 0.972 no C38 . H381 . 0.990 no C38 . H382 . 0.998 no C38 . H383 . 0.970 no C39 . H391 . 0.978 no C39 . H393 . 0.970 no C39 . H392 . 0.957 no C40 . C41 . 1.385(4) yes C40 . H401 . 0.938 no C41 . C42 . 1.385(4) yes C41 . H411 . 0.968 no C42 . C43 . 1.389(4) yes C42 . H421 . 0.955 no C43 . H431 . 0.961 no C44 . C45 . 1.378(3) yes C44 . H441 . 0.942 no C45 . C46 . 1.475(3) yes C46 . C47 . 1.401(3) yes C46 . C51 . 1.404(3) yes C47 . C48 . 1.383(4) yes C47 . H471 . 0.953 no C48 . C49 . 1.376(4) yes C48 . H481 . 0.933 no C49 . C50 . 1.388(4) yes C49 . H491 . 0.953 no C50 . C51 . 1.390(4) yes C50 . H501 . 0.942 no C51 . O52 . 1.371(3) yes O52 . C53 . 1.462(3) yes C53 . C54 . 1.504(4) yes C53 . C55 . 1.504(4) yes C53 . H531 . 1.002 no C54 . H541 . 0.971 no C54 . H543 . 0.973 no C54 . H542 . 0.987 no C55 . H551 . 0.984 no C55 . H553 . 0.989 no C55 . H552 . 0.985 no C401 . C301 . 1.515(7) yes C401 . C501 . 1.464(6) yes C401 . H4011 . 0.895 no C401 . H4012 . 0.929 no C301 . C201 . 1.588(6) yes C301 . H3011 . 0.940 no C301 . H3012 . 0.937 no C501 . O101 . 1.427(6) yes C501 . H5012 . 1.015 no C501 . H5011 . 1.019 no C201 . O101 . 1.412(6) yes C201 . H2011 . 0.954 no C201 . H2012 . 0.959 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N7 2_666 Ni1 . N32 2_666 79.81(7) yes N7 2_666 Ni1 . O2 2_666 88.28(7) yes N32 2_666 Ni1 . O2 2_666 89.02(7) yes N7 2_666 Ni1 . O2 . 91.72(7) yes N32 2_666 Ni1 . O2 . 90.98(7) yes O2 2_666 Ni1 . O2 . 179.994 yes N7 2_666 Ni1 . N7 . 179.995 yes N32 2_666 Ni1 . N7 . 100.19(7) yes O2 2_666 Ni1 . N7 . 91.72(7) yes O2 . Ni1 . N7 . 88.28(7) yes N7 2_666 Ni1 . N32 . 100.19(7) yes N32 2_666 Ni1 . N32 . 179.995 yes O2 2_666 Ni1 . N32 . 90.98(7) yes O2 . Ni1 . N32 . 89.02(7) yes N7 . Ni1 . N32 . 79.81(7) yes Ni1 . O2 . C3 . 123.86(14) yes O2 . C3 . O4 . 127.8(2) yes O2 . C3 . C5 . 116.07(19) yes O4 . C3 . C5 . 116.1(2) yes C3 . C5 . N6 . 109.93(17) yes C3 . C5 . N31 . 113.66(18) yes N6 . C5 . N31 . 109.37(17) yes C3 . C5 . H51 . 109.1 no N6 . C5 . H51 . 108.5 no N31 . C5 . H51 . 106.1 no C5 . N6 . N7 . 119.79(18) yes C5 . N6 . C10 . 126.27(19) yes N7 . N6 . C10 . 112.60(18) yes Ni1 . N7 . N6 . 110.66(13) yes Ni1 . N7 . C8 . 144.74(15) yes N6 . N7 . C8 . 104.40(18) yes N7 . C8 . C9 . 110.2(2) yes N7 . C8 . C21 . 122.0(2) yes C9 . C8 . C21 . 127.8(2) yes C8 . C9 . C10 . 106.6(2) yes C8 . C9 . H91 . 127.5 no C10 . C9 . H91 . 125.9 no C9 . C10 . N6 . 106.2(2) yes C9 . C10 . C11 . 131.2(2) yes N6 . C10 . C11 . 122.6(2) yes C10 . C11 . C12 . 121.1(2) yes C10 . C11 . C16 . 119.8(2) yes C12 . C11 . C16 . 119.0(2) yes C11 . C12 . C13 . 121.1(2) yes C11 . C12 . H121 . 119.1 no C13 . C12 . H121 . 119.8 no C12 . C13 . C14 . 119.3(3) yes C12 . C13 . H131 . 120.0 no C14 . C13 . H131 . 120.7 no C13 . C14 . C15 . 120.9(3) yes C13 . C14 . H141 . 119.2 no C15 . C14 . H141 . 119.9 no C14 . C15 . C16 . 120.1(3) yes C14 . C15 . H151 . 120.5 no C16 . C15 . H151 . 119.4 no C11 . C16 . C15 . 119.6(2) yes C11 . C16 . O17 . 115.4(2) yes C15 . C16 . O17 . 125.0(2) yes C16 . O17 . C18 . 120.0(2) yes O17 . C18 . C19 . 104.3(2) yes O17 . C18 . C20 . 110.9(2) yes C19 . C18 . C20 . 112.4(2) yes O17 . C18 . H181 . 109.7 no C19 . C18 . H181 . 109.3 no C20 . C18 . H181 . 110.0 no C18 . C19 . H191 . 109.0 no C18 . C19 . H193 . 109.6 no H191 . C19 . H193 . 109.3 no C18 . C19 . H192 . 109.4 no H191 . C19 . H192 . 110.1 no H193 . C19 . H192 . 109.4 no C18 . C20 . H201 . 108.0 no C18 . C20 . H203 . 110.1 no H201 . C20 . H203 . 108.9 no C18 . C20 . H202 . 110.5 no H201 . C20 . H202 . 109.4 no H203 . C20 . H202 . 109.8 no C8 . C21 . C22 . 119.8(2) yes C8 . C21 . C26 . 122.0(2) yes C22 . C21 . C26 . 118.2(2) yes C21 . C22 . C23 . 121.9(2) yes C21 . C22 . H221 . 118.3 no C23 . C22 . H221 . 119.8 no C22 . C23 . C24 . 119.2(2) yes C22 . C23 . H231 . 121.2 no C24 . C23 . H231 . 119.6 no C23 . C24 . C25 . 120.4(2) yes C23 . C24 . H241 . 119.4 no C25 . C24 . H241 . 120.2 no C24 . C25 . C26 . 120.6(2) yes C24 . C25 . H251 . 120.0 no C26 . C25 . H251 . 119.4 no C21 . C26 . C25 . 119.6(2) yes C21 . C26 . O27 . 116.5(2) yes C25 . C26 . O27 . 124.0(2) yes C26 . O27 . C28 . 120.43(19) yes O27 . C28 . C29 . 105.5(2) yes O27 . C28 . C30 . 110.6(2) yes C29 . C28 . C30 . 112.8(3) yes O27 . C28 . H281 . 109.2 no C29 . C28 . H281 . 108.8 no C30 . C28 . H281 . 109.8 no C28 . C29 . H292 . 109.8 no C28 . C29 . H291 . 109.6 no H292 . C29 . H291 . 109.4 no C28 . C29 . H293 . 109.5 no H292 . C29 . H293 . 109.2 no H291 . C29 . H293 . 109.3 no C28 . C30 . H302 . 110.4 no C28 . C30 . H301 . 110.4 no H302 . C30 . H301 . 109.2 no C28 . C30 . H303 . 108.6 no H302 . C30 . H303 . 108.1 no H301 . C30 . H303 . 110.0 no C5 . N31 . N32 . 118.74(17) yes C5 . N31 . C45 . 127.10(19) yes N32 . N31 . C45 . 111.13(18) yes N31 . N32 . Ni1 . 116.54(14) yes N31 . N32 . C33 . 105.67(18) yes Ni1 . N32 . C33 . 134.47(15) yes N32 . C33 . C34 . 121.7(2) yes N32 . C33 . C44 . 110.5(2) yes C34 . C33 . C44 . 127.8(2) yes C33 . C34 . C35 . 119.9(2) yes C33 . C34 . C43 . 120.9(2) yes C35 . C34 . C43 . 119.2(2) yes C34 . C35 . O36 . 121.3(2) yes C34 . C35 . C40 . 119.6(2) yes O36 . C35 . C40 . 119.0(2) yes C35 . O36 . C37 . 114.72(18) yes O36 . C37 . C38 . 109.8(2) yes O36 . C37 . C39 . 106.1(2) yes C38 . C37 . C39 . 113.5(2) yes O36 . C37 . H371 . 108.4 no C38 . C37 . H371 . 109.7 no C39 . C37 . H371 . 109.2 no C37 . C38 . H381 . 107.9 no C37 . C38 . H382 . 109.7 no H381 . C38 . H382 . 108.3 no C37 . C38 . H383 . 109.3 no H381 . C38 . H383 . 110.5 no H382 . C38 . H383 . 111.0 no C37 . C39 . H391 . 108.4 no C37 . C39 . H393 . 109.7 no H391 . C39 . H393 . 109.9 no C37 . C39 . H392 . 109.5 no H391 . C39 . H392 . 110.1 no H393 . C39 . H392 . 109.3 no C35 . C40 . C41 . 120.6(2) yes C35 . C40 . H401 . 117.3 no C41 . C40 . H401 . 122.0 no C40 . C41 . C42 . 120.0(2) yes C40 . C41 . H411 . 120.3 no C42 . C41 . H411 . 119.7 no C41 . C42 . C43 . 119.7(3) yes C41 . C42 . H421 . 119.7 no C43 . C42 . H421 . 120.6 no C34 . C43 . C42 . 120.8(2) yes C34 . C43 . H431 . 119.6 no C42 . C43 . H431 . 119.6 no C33 . C44 . C45 . 106.7(2) yes C33 . C44 . H441 . 127.6 no C45 . C44 . H441 . 125.7 no C44 . C45 . N31 . 106.0(2) yes C44 . C45 . C46 . 127.8(2) yes N31 . C45 . C46 . 125.9(2) yes C45 . C46 . C47 . 116.2(2) yes C45 . C46 . C51 . 125.2(2) yes C47 . C46 . C51 . 118.5(2) yes C46 . C47 . C48 . 121.9(2) yes C46 . C47 . H471 . 119.9 no C48 . C47 . H471 . 118.3 no C47 . C48 . C49 . 118.9(3) yes C47 . C48 . H481 . 119.5 no C49 . C48 . H481 . 121.6 no C48 . C49 . C50 . 120.6(3) yes C48 . C49 . H491 . 119.1 no C50 . C49 . H491 . 120.3 no C49 . C50 . C51 . 120.8(3) yes C49 . C50 . H501 . 120.6 no C51 . C50 . H501 . 118.6 no C46 . C51 . C50 . 119.3(2) yes C46 . C51 . O52 . 116.3(2) yes C50 . C51 . O52 . 124.4(2) yes C51 . O52 . C53 . 117.29(19) yes O52 . C53 . C54 . 110.2(2) yes O52 . C53 . C55 . 106.1(2) yes C54 . C53 . C55 . 111.9(3) yes O52 . C53 . H531 . 108.9 no C54 . C53 . H531 . 109.6 no C55 . C53 . H531 . 110.0 no C53 . C54 . H541 . 108.2 no C53 . C54 . H543 . 109.4 no H541 . C54 . H543 . 110.0 no C53 . C54 . H542 . 110.5 no H541 . C54 . H542 . 108.9 no H543 . C54 . H542 . 109.9 no C53 . C55 . H551 . 109.0 no C53 . C55 . H553 . 109.3 no H551 . C55 . H553 . 108.9 no C53 . C55 . H552 . 109.3 no H551 . C55 . H552 . 110.0 no H553 . C55 . H552 . 110.3 no C301 . C401 . C501 . 95.4(6) yes C301 . C401 . H4011 . 111.7 no C501 . C401 . H4011 . 112.0 no C301 . C401 . H4012 . 110.1 no C501 . C401 . H4012 . 107.6 no H4011 . C401 . H4012 . 117.7 no C401 . C301 . C201 . 114.7(6) yes C401 . C301 . H3011 . 101.8 no C201 . C301 . H3011 . 110.4 no C401 . C301 . H3012 . 104.9 no C201 . C301 . H3012 . 112.2 no H3011 . C301 . H3012 . 112.3 no C401 . C501 . O101 . 113.8(7) yes C401 . C501 . H5012 . 104.4 no O101 . C501 . H5012 . 109.5 no C401 . C501 . H5011 . 106.3 no O101 . C501 . H5011 . 111.7 no H5012 . C501 . H5011 . 111.0 no C301 . C201 . O101 . 95.8(5) yes C301 . C201 . H2011 . 111.9 no O101 . C201 . H2011 . 108.8 no C301 . C201 . H2012 . 117.4 no O101 . C201 . H2012 . 110.0 no H2011 . C201 . H2012 . 111.6 no C501 . O101 . C201 . 109.6(6) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C5 . H51 . O52 . 127 0.96 2.52 3.190(4) yes C22 . H221 . N32 2_666 175 0.94 2.38 3.316(4) yes C29 . H292 . O4 4_455 150 0.97 2.44 3.320(4) yes _chemical_name_common . #============================================================================== data_27 _database_code_depnum_ccdc_archive 'CCDC 896654' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 12-09-13 _audit_creation_method CRYSTALS_ver_14.40 _oxford_structure_analysis_title '2161757 014mwj09' _chemical_name_systematic . _chemical_melting_point 'not measured' _refine_special_details ; One of the solvating methanol molecules was disordered and has been modelled with the minor component ca. 10% occupied. Free refinement of the occupancy was unstable, so this was fixed to 0.1. The alcoholic proton was positioned based on chemistry and hydrogen bonding and refined using restraints. ; _cell_length_a 14.1426(2) _cell_length_b 22.5440(4) _cell_length_c 11.9542(2) _cell_angle_alpha 90 _cell_angle_beta 90.6030(10) _cell_angle_gamma 90 _cell_volume 3811.16(11) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C41 H47 N5 O7 # Dc = 1.26 Fooo = 1536.00 Mu = 0.87 M = 721.85 # Found Formula = C41 H47 N5 O7 # Dc = 1.26 FOOO = 1536.00 Mu = 0.87 M = 721.85 _chemical_formula_sum 'C41 H47 N5 O7' _chemical_formula_moiety 'C39 H39 N5 O5, 2(C H4 O)' _chemical_compound_source . _chemical_formula_weight 721.85 _cell_measurement_reflns_used 8642 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.170 _exptl_crystal_size_mid 0.190 _exptl_crystal_size_max 0.200 _exptl_crystal_density_diffrn 1.258 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.087 # Sheldrick geometric approximatio 0.98 0.99 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.89 _exptl_absorpt_correction_T_max 0.99 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 8649 _reflns_number_total 8649 _diffrn_reflns_av_R_equivalents 0.038 # Number of reflections without Friedels Law is 15661 # Number of reflections with Friedels Law is 8649 # Theoretical number of reflections is about 8731 _diffrn_reflns_theta_min 5.106 _diffrn_reflns_theta_max 27.472 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.922 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min 0 _reflns_limit_h_max 18 _reflns_limit_k_min -29 _reflns_limit_k_max 0 _reflns_limit_l_min -15 _reflns_limit_l_max 15 _oxford_diffrn_Wilson_B_factor 2.84 _oxford_diffrn_Wilson_scale 10.76 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.46 _refine_diff_density_max 0.49 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 8648 _refine_ls_number_restraints 693 _refine_ls_number_parameters 487 _oxford_refine_ls_R_factor_ref 0.0932 _refine_ls_wR_factor_ref 0.1651 _refine_ls_goodness_of_fit_ref 0.9587 _refine_ls_shift/su_max 0.0004006 _refine_ls_shift/su_mean 0.0000377 # The values computed with all filters except I/sigma _oxford_reflns_number_all 8648 _refine_ls_R_factor_all 0.0932 _refine_ls_wR_factor_all 0.1651 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5814 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_gt 0.1284 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr #undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 20.8 31.6 15.7 4.07 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens O1 O 1.13277(11) 0.48074(7) 0.89988(13) 0.0346 1.0000 Uani . . . . . . C2 C 1.21921(17) 0.46207(12) 0.9518(2) 0.0402 1.0000 Uani . . . . . . C3 C 1.09979(15) 0.53603(10) 0.92526(17) 0.0292 1.0000 Uani . . . . . . C4 C 1.01665(14) 0.55370(9) 0.86878(16) 0.0270 1.0000 Uani . . . . . . C5 C 0.98118(15) 0.61037(10) 0.88998(17) 0.0315 1.0000 Uani . . . . . . C6 C 1.02519(17) 0.64848(11) 0.96525(19) 0.0362 1.0000 Uani . . . . . . C7 C 1.10556(17) 0.62982(11) 1.02207(19) 0.0372 1.0000 Uani . . . . . . C8 C 1.14302(16) 0.57379(11) 1.00297(18) 0.0350 1.0000 Uani . . . . . . C9 C 0.96739(14) 0.51430(9) 0.78873(16) 0.0254 1.0000 Uani . . . . . . N10 N 0.87393(12) 0.51997(7) 0.77408(14) 0.0266 1.0000 Uani . . . . . . N11 N 0.85094(11) 0.47843(7) 0.69565(14) 0.0255 1.0000 Uani . . . . . . C12 C 0.92838(14) 0.44796(9) 0.65887(16) 0.0258 1.0000 Uani . . . . . . C13 C 1.00421(14) 0.47024(9) 0.71769(17) 0.0276 1.0000 Uani . . . . . . C14 C 0.92981(14) 0.40158(9) 0.57145(17) 0.0268 1.0000 Uani . . . . . . C15 C 0.87314(15) 0.35053(9) 0.57602(18) 0.0305 1.0000 Uani . . . . . . O16 O 0.81249(12) 0.34793(7) 0.66418(14) 0.0379 1.0000 Uani . . . . . . C17 C 0.7532(2) 0.29735(13) 0.6734(3) 0.0617 1.0000 Uani . . . . . . C18 C 0.88203(17) 0.30642(10) 0.4954(2) 0.0380 1.0000 Uani . . . . . . C19 C 0.94895(18) 0.31204(11) 0.4121(2) 0.0416 1.0000 Uani . . . . . . C20 C 1.00721(17) 0.36099(11) 0.40791(19) 0.0388 1.0000 Uani . . . . . . C21 C 0.99695(15) 0.40581(10) 0.48736(18) 0.0319 1.0000 Uani . . . . . . C22 C 0.75514(14) 0.47692(9) 0.65094(16) 0.0261 1.0000 Uani . . . . . . N23 N 0.74288(12) 0.51925(7) 0.55948(14) 0.0257 1.0000 Uani . . . . . . N24 N 0.75648(12) 0.57816(7) 0.57785(14) 0.0262 1.0000 Uani . . . . . . C25 C 0.75722(13) 0.60235(9) 0.47560(17) 0.0263 1.0000 Uani . . . . . . C26 C 0.74488(14) 0.55864(9) 0.39253(17) 0.0280 1.0000 Uani . . . . . . C27 C 0.73495(14) 0.50588(9) 0.44822(16) 0.0262 1.0000 Uani . . . . . . C28 C 0.71419(14) 0.44623(9) 0.40375(17) 0.0272 1.0000 Uani . . . . . . C29 C 0.63553(14) 0.41413(9) 0.44067(17) 0.0293 1.0000 Uani . . . . . . O30 O 0.58481(10) 0.44017(7) 0.52423(13) 0.0358 1.0000 Uani . . . . . . C31 C 0.49678(17) 0.41436(13) 0.5541(2) 0.0492 1.0000 Uani . . . . . . C32 C 0.61262(16) 0.36015(10) 0.3908(2) 0.0367 1.0000 Uani . . . . . . C33 C 0.66691(18) 0.33868(11) 0.3033(2) 0.0409 1.0000 Uani . . . . . . C34 C 0.74451(18) 0.36991(11) 0.2667(2) 0.0394 1.0000 Uani . . . . . . C35 C 0.76815(16) 0.42348(10) 0.31689(17) 0.0322 1.0000 Uani . . . . . . C36 C 0.76664(15) 0.66719(9) 0.46422(18) 0.0300 1.0000 Uani . . . . . . C37 C 0.81451(15) 0.69277(10) 0.37424(18) 0.0325 1.0000 Uani . . . . . . O38 O 0.84962(12) 0.65454(7) 0.29671(14) 0.0405 1.0000 Uani . . . . . . C39 C 0.9218(2) 0.67582(13) 0.2238(2) 0.0481 1.0000 Uani . . . . . . C40 C 0.82386(17) 0.75428(11) 0.3672(2) 0.0401 1.0000 Uani . . . . . . C41 C 0.78582(19) 0.79011(11) 0.4496(2) 0.0460 1.0000 Uani . . . . . . C42 C 0.7387(2) 0.76550(11) 0.5384(2) 0.0488 1.0000 Uani . . . . . . C43 C 0.72958(18) 0.70448(10) 0.5458(2) 0.0395 1.0000 Uani . . . . . . C44 C 0.68530(14) 0.48351(10) 0.74765(17) 0.0293 1.0000 Uani . . . . . . O45 O 0.67532(12) 0.44140(8) 0.81170(14) 0.0412 1.0000 Uani . . . . . . N46 N 0.63952(13) 0.53450(9) 0.75704(15) 0.0344 1.0000 Uani . . . . . . C47 C 0.57688(16) 0.54785(12) 0.85116(19) 0.0409 1.0000 Uani . . . . . . C48 C 0.47953(18) 0.52096(14) 0.8337(2) 0.0498 1.0000 Uani . . . . . . C49 C 0.5726(2) 0.61406(15) 0.8670(3) 0.0632 1.0000 Uani . . . . . . O50 O 0.57540(16) 0.34756(10) 0.89417(19) 0.0638 1.0000 Uani . . . . . . C51 C 0.6288(2) 0.31948(15) 0.9797(3) 0.0606 1.0000 Uani . . . . . . O52 O 0.52587(18) 0.27874(13) 0.7100(3) 0.0766 0.9000 Uani . . . 1 1 . C53 C 0.4285(2) 0.27371(17) 0.7095(3) 0.0717 1.0000 Uani . . . . . . O54 O 0.4803(17) 0.2522(10) 0.794(2) 0.0761 0.1000 Uani . . . 1 2 . H21 H 1.2334 0.4234 0.9206 0.0584 1.0000 Uiso R . . . . . H22 H 1.2691 0.4900 0.9337 0.0585 1.0000 Uiso R . . . . . H23 H 1.2112 0.4597 1.0331 0.0586 1.0000 Uiso R . . . . . H51 H 0.9253 0.6224 0.8515 0.0371 1.0000 Uiso R . . . . . H61 H 1.0003 0.6864 0.9765 0.0440 1.0000 Uiso R . . . . . H71 H 1.1353 0.6554 1.0752 0.0435 1.0000 Uiso R . . . . . H81 H 1.1979 0.5605 1.0409 0.0414 1.0000 Uiso R . . . . . H131 H 1.0673 0.4580 0.7126 0.0322 1.0000 Uiso R . . . . . H173 H 0.7126 0.3039 0.7393 0.0904 1.0000 Uiso R . . . . . H172 H 0.7948 0.2634 0.6863 0.0895 1.0000 Uiso R . . . . . H171 H 0.7149 0.2942 0.6067 0.0892 1.0000 Uiso R . . . . . H181 H 0.8433 0.2728 0.4997 0.0440 1.0000 Uiso R . . . . . H191 H 0.9549 0.2810 0.3573 0.0487 1.0000 Uiso R . . . . . H201 H 1.0547 0.3650 0.3532 0.0454 1.0000 Uiso R . . . . . H211 H 1.0377 0.4384 0.4846 0.0379 1.0000 Uiso R . . . . . H221 H 0.7455 0.4365 0.6206 0.0310 1.0000 Uiso R . . . . . H261 H 0.7435 0.5643 0.3147 0.0334 1.0000 Uiso R . . . . . H313 H 0.4689 0.4404 0.6105 0.0719 1.0000 Uiso R . . . . . H312 H 0.5088 0.3755 0.5865 0.0712 1.0000 Uiso R . . . . . H311 H 0.4564 0.4115 0.4890 0.0713 1.0000 Uiso R . . . . . H321 H 0.5607 0.3391 0.4166 0.0445 1.0000 Uiso R . . . . . H331 H 0.6494 0.3019 0.2684 0.0476 1.0000 Uiso R . . . . . H341 H 0.7829 0.3554 0.2074 0.0476 1.0000 Uiso R . . . . . H351 H 0.8212 0.4450 0.2913 0.0381 1.0000 Uiso R . . . . . H393 H 0.9423 0.6425 0.1792 0.0706 1.0000 Uiso R . . . . . H392 H 0.9718 0.6925 0.2685 0.0699 1.0000 Uiso R . . . . . H391 H 0.8934 0.7063 0.1758 0.0707 1.0000 Uiso R . . . . . H401 H 0.8569 0.7703 0.3061 0.0476 1.0000 Uiso R . . . . . H411 H 0.7912 0.8321 0.4432 0.0550 1.0000 Uiso R . . . . . H421 H 0.7129 0.7890 0.5961 0.0584 1.0000 Uiso R . . . . . H431 H 0.6972 0.6880 0.6072 0.0478 1.0000 Uiso R . . . . . H471 H 0.6065 0.5301 0.9192 0.0478 1.0000 Uiso R . . . . . H482 H 0.4404 0.5316 0.8975 0.0724 1.0000 Uiso R . . . . . H481 H 0.4515 0.5364 0.7651 0.0720 1.0000 Uiso R . . . . . H483 H 0.4831 0.4787 0.8262 0.0708 1.0000 Uiso R . . . . . H492 H 0.5361 0.6221 0.9360 0.0925 1.0000 Uiso R . . . . . H493 H 0.6367 0.6296 0.8765 0.0920 1.0000 Uiso R . . . . . H491 H 0.5437 0.6333 0.8036 0.0911 1.0000 Uiso R . . . . . H461 H 0.6577 0.5643 0.7180 0.0408 1.0000 Uiso R . . . . . H533 H 0.4015 0.3133 0.7282 0.1076 0.9000 Uiso R . . 1 1 . H513 H 0.6510 0.3492 1.0314 0.0888 1.0000 Uiso R . . . . . H531 H 0.4104 0.2455 0.7680 0.1082 0.9000 Uiso R . . 1 1 . H532 H 0.4079 0.2594 0.6364 0.1081 0.9000 Uiso R . . 1 1 . H512 H 0.5866 0.2909 1.0178 0.0892 1.0000 Uiso R . . . . . H501 H 0.6107 0.3740 0.8674 0.0952 1.0000 Uiso R . . . . . H511 H 0.6818 0.2983 0.9449 0.0894 1.0000 Uiso R . . . . . H521 H 0.5382 0.3019 0.7637 0.1185 0.9000 Uiso R . . 1 1 . H541 H 0.5036 0.2823 0.8236 0.1180 0.1000 Uiso R . . 1 2 . H534 H 0.3990 0.2418 0.6706 0.0862 0.1000 Uiso R . . 1 2 . H535 H 0.3814 0.2996 0.7377 0.0862 0.1000 Uiso R . . 1 2 . H536 H 0.4681 0.2949 0.6598 0.0862 0.1000 Uiso R . . 1 2 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0325(8) 0.0335(8) 0.0377(8) 0.0005(7) -0.0079(6) 0.0047(6) C2 0.0331(11) 0.0483(14) 0.0391(12) 0.0032(11) -0.0063(9) 0.0091(10) C3 0.0284(10) 0.0315(11) 0.0280(10) 0.0007(8) 0.0021(8) -0.0013(8) C4 0.0273(10) 0.0288(10) 0.0249(9) 0.0011(8) 0.0014(7) -0.0029(8) C5 0.0321(10) 0.0334(11) 0.0289(10) -0.0029(9) 0.0006(8) -0.0003(8) C6 0.0419(12) 0.0336(11) 0.0333(11) -0.0066(9) 0.0027(9) -0.0002(9) C7 0.0403(12) 0.0413(13) 0.0301(10) -0.0066(9) -0.0009(9) -0.0069(10) C8 0.0340(11) 0.0412(12) 0.0296(10) 0.0022(9) -0.0033(9) -0.0072(9) C9 0.0253(9) 0.0256(10) 0.0253(9) 0.0028(8) 0.0004(7) -0.0007(7) N10 0.0285(8) 0.0262(8) 0.0250(8) -0.0008(7) -0.0005(7) -0.0001(7) N11 0.0230(8) 0.0266(8) 0.0269(8) -0.0027(7) -0.0027(6) 0.0007(6) C12 0.0255(9) 0.0256(10) 0.0262(9) 0.0002(8) 0.0004(7) 0.0017(7) C13 0.0260(9) 0.0269(10) 0.0302(10) 0.0001(8) 0.0017(8) -0.0003(8) C14 0.0263(9) 0.0255(10) 0.0284(10) -0.0006(8) -0.0025(7) 0.0019(8) C15 0.0303(10) 0.0276(10) 0.0334(11) 0.0007(8) -0.0004(8) 0.0018(8) O16 0.0431(9) 0.0278(8) 0.0431(9) -0.0008(7) 0.0111(7) -0.0081(7) C17 0.0684(18) 0.0404(15) 0.077(2) -0.0076(14) 0.0238(16) -0.0246(14) C18 0.0395(12) 0.0279(11) 0.0464(13) -0.0074(10) -0.0040(10) 0.0019(9) C19 0.0490(13) 0.0369(12) 0.0390(12) -0.0138(10) -0.0030(10) 0.0107(10) C20 0.0407(12) 0.0430(13) 0.0327(11) -0.0031(10) 0.0044(9) 0.0081(10) C21 0.0330(10) 0.0310(10) 0.0318(10) 0.0009(9) 0.0025(8) 0.0043(8) C22 0.0252(9) 0.0257(10) 0.0272(9) 0.0029(8) -0.0023(7) -0.0005(7) N23 0.0282(8) 0.0232(8) 0.0258(8) 0.0005(6) 0.0005(6) -0.0015(6) N24 0.0276(8) 0.0230(8) 0.0279(8) -0.0020(7) 0.0004(6) -0.0005(6) C25 0.0232(9) 0.0270(10) 0.0286(9) 0.0020(8) 0.0022(7) 0.0000(7) C26 0.0268(10) 0.0308(10) 0.0263(9) 0.0031(8) 0.0017(8) -0.0017(8) C27 0.0242(9) 0.0287(10) 0.0256(9) -0.0019(8) 0.0008(7) -0.0010(8) C28 0.0270(10) 0.0273(10) 0.0271(9) 0.0007(8) -0.0039(8) -0.0004(8) C29 0.0283(10) 0.0292(11) 0.0303(10) 0.0002(8) -0.0034(8) -0.0003(8) O30 0.0266(7) 0.0392(9) 0.0417(9) -0.0056(7) 0.0062(6) -0.0059(6) C31 0.0330(12) 0.0575(16) 0.0573(16) -0.0042(13) 0.0116(11) -0.0109(11) C32 0.0356(11) 0.0309(11) 0.0434(12) 0.0014(9) -0.0043(10) -0.0061(9) C33 0.0493(13) 0.0304(12) 0.0428(13) -0.0071(10) -0.0070(11) -0.0017(10) C34 0.0475(13) 0.0352(12) 0.0356(12) -0.0060(10) 0.0006(10) 0.0033(10) C35 0.0374(11) 0.0323(11) 0.0269(10) -0.0013(8) 0.0008(8) -0.0004(9) C36 0.0302(10) 0.0260(10) 0.0339(11) 0.0011(8) -0.0010(8) -0.0022(8) C37 0.0312(10) 0.0303(11) 0.0359(11) 0.0035(9) -0.0012(9) -0.0011(8) O38 0.0478(9) 0.0346(8) 0.0393(9) 0.0045(7) 0.0169(7) -0.0027(7) C39 0.0489(14) 0.0485(15) 0.0471(14) 0.0171(12) 0.0172(11) 0.0057(12) C40 0.0410(12) 0.0323(12) 0.0471(13) 0.0078(10) 0.0016(10) -0.0053(9) C41 0.0504(14) 0.0285(12) 0.0592(16) 0.0019(11) 0.0025(12) -0.0027(10) C42 0.0587(16) 0.0325(13) 0.0554(15) -0.0093(11) 0.0103(13) -0.0018(11) C43 0.0464(13) 0.0312(12) 0.0409(12) -0.0027(10) 0.0080(10) -0.0018(10) C44 0.0234(9) 0.0364(11) 0.0281(10) 0.0042(8) -0.0018(8) -0.0018(8) O45 0.0367(9) 0.0487(10) 0.0384(9) 0.0173(8) 0.0053(7) 0.0003(7) N46 0.0305(9) 0.0402(10) 0.0327(9) 0.0045(8) 0.0060(7) 0.0033(8) C47 0.0321(11) 0.0600(16) 0.0307(11) 0.0002(11) 0.0040(9) 0.0083(11) C48 0.0338(12) 0.0683(18) 0.0475(14) 0.0109(13) 0.0076(11) 0.0053(12) C49 0.0491(16) 0.075(2) 0.0655(19) -0.0277(16) 0.0114(14) 0.0037(15) O50 0.0645(13) 0.0614(13) 0.0654(13) 0.0178(11) -0.0088(10) -0.0168(10) C51 0.0620(18) 0.0660(19) 0.0538(16) 0.0114(15) 0.0042(14) 0.0044(15) O52 0.0559(14) 0.0784(18) 0.095(2) -0.0152(16) -0.0057(13) 0.0054(13) C53 0.0588(19) 0.073(2) 0.084(2) 0.0054(19) 0.0014(17) -0.0148(16) O54 0.073(6) 0.050(7) 0.104(8) 0.031(7) -0.025(8) -0.002(7) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.3053(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 . C2 . 1.429(3) yes O1 . C3 . 1.366(3) yes C2 . H21 . 0.970 no C2 . H22 . 0.972 no C2 . H23 . 0.981 no C3 . C4 . 1.407(3) yes C3 . C8 . 1.396(3) yes C4 . C5 . 1.397(3) yes C4 . C9 . 1.475(3) yes C5 . C6 . 1.387(3) yes C5 . H51 . 0.951 no C6 . C7 . 1.384(3) yes C6 . H61 . 0.935 no C7 . C8 . 1.390(3) yes C7 . H71 . 0.952 no C8 . H81 . 0.944 no C9 . N10 . 1.338(3) yes C9 . C13 . 1.410(3) yes N10 . N11 . 1.362(2) yes N11 . C12 . 1.369(2) yes N11 . C22 . 1.452(2) yes C12 . C13 . 1.371(3) yes C12 . C14 . 1.479(3) yes C13 . H131 . 0.936 no C14 . C15 . 1.404(3) yes C14 . C21 . 1.393(3) yes C15 . O16 . 1.367(3) yes C15 . C18 . 1.391(3) yes O16 . C17 . 1.420(3) yes C17 . H173 . 0.991 no C17 . H172 . 0.977 no C17 . H171 . 0.962 no C18 . C19 . 1.387(4) yes C18 . H181 . 0.937 no C19 . C20 . 1.378(4) yes C19 . H191 . 0.962 no C20 . C21 . 1.395(3) yes C20 . H201 . 0.946 no C21 . H211 . 0.936 no C22 . N23 . 1.460(2) yes C22 . C44 . 1.536(3) yes C22 . H221 . 0.990 no N23 . N24 . 1.360(2) yes N23 . C27 . 1.367(2) yes N24 . C25 . 1.339(3) yes C25 . C26 . 1.409(3) yes C25 . C36 . 1.474(3) yes C26 . C27 . 1.371(3) yes C26 . H261 . 0.940 no C27 . C28 . 1.474(3) yes C28 . C29 . 1.402(3) yes C28 . C35 . 1.393(3) yes C29 . O30 . 1.368(3) yes C29 . C32 . 1.392(3) yes O30 . C31 . 1.423(3) yes C31 . H313 . 0.979 no C31 . H312 . 0.973 no C31 . H311 . 0.963 no C32 . C33 . 1.391(4) yes C32 . H321 . 0.930 no C33 . C34 . 1.379(4) yes C33 . H331 . 0.960 no C34 . C35 . 1.388(3) yes C34 . H341 . 0.954 no C35 . H351 . 0.947 no C36 . C37 . 1.401(3) yes C36 . C43 . 1.394(3) yes C37 . O38 . 1.363(3) yes C37 . C40 . 1.395(3) yes O38 . C39 . 1.431(3) yes C39 . H393 . 0.968 no C39 . H392 . 0.959 no C39 . H391 . 0.980 no C40 . C41 . 1.386(4) yes C40 . H401 . 0.943 no C41 . C42 . 1.376(4) yes C41 . H411 . 0.954 no C42 . C43 . 1.385(3) yes C42 . H421 . 0.946 no C43 . H431 . 0.945 no C44 . O45 . 1.229(3) yes C44 . N46 . 1.325(3) yes N46 . C47 . 1.471(3) yes N46 . H461 . 0.859 no C47 . C48 . 1.517(4) yes C47 . C49 . 1.506(4) yes C47 . H471 . 0.995 no C48 . H482 . 0.978 no C48 . H481 . 0.972 no C48 . H483 . 0.957 no C49 . H492 . 0.994 no C49 . H493 . 0.978 no C49 . H491 . 0.960 no O50 . C51 . 1.414(4) yes O50 . H501 . 0.843 no C51 . H513 . 0.962 no C51 . H512 . 0.993 no C51 . H511 . 0.983 no O52 . C53 . 1.382(4) yes O52 . H521 . 0.844 no C53 . H533 . 0.998 no C53 . H531 . 0.981 no C53 . H532 . 0.973 no C53 . O54 . 1.33(2) yes C53 . H534 . 0.950 no C53 . H535 . 0.950 no C53 . H536 . 0.950 no O54 . H541 . 0.832 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 . O1 . C3 . 117.70(17) yes O1 . C2 . H21 . 106.1 no O1 . C2 . H22 . 109.4 no H21 . C2 . H22 . 110.1 no O1 . C2 . H23 . 109.8 no H21 . C2 . H23 . 111.1 no H22 . C2 . H23 . 110.3 no O1 . C3 . C4 . 115.93(18) yes O1 . C3 . C8 . 123.78(19) yes C4 . C3 . C8 . 120.3(2) yes C3 . C4 . C5 . 118.15(19) yes C3 . C4 . C9 . 121.83(18) yes C5 . C4 . C9 . 120.02(18) yes C4 . C5 . C6 . 121.7(2) yes C4 . C5 . H51 . 118.2 no C6 . C5 . H51 . 120.1 no C5 . C6 . C7 . 119.4(2) yes C5 . C6 . H61 . 119.6 no C7 . C6 . H61 . 121.0 no C6 . C7 . C8 . 120.6(2) yes C6 . C7 . H71 . 119.9 no C8 . C7 . H71 . 119.6 no C3 . C8 . C7 . 119.9(2) yes C3 . C8 . H81 . 118.6 no C7 . C8 . H81 . 121.4 no C4 . C9 . N10 . 119.13(18) yes C4 . C9 . C13 . 129.79(18) yes N10 . C9 . C13 . 111.04(17) yes C9 . N10 . N11 . 104.65(16) yes N10 . N11 . C12 . 112.33(15) yes N10 . N11 . C22 . 118.99(16) yes C12 . N11 . C22 . 128.07(17) yes N11 . C12 . C13 . 106.00(17) yes N11 . C12 . C14 . 126.77(17) yes C13 . C12 . C14 . 127.22(18) yes C9 . C13 . C12 . 105.96(18) yes C9 . C13 . H131 . 127.2 no C12 . C13 . H131 . 126.8 no C12 . C14 . C15 . 122.70(18) yes C12 . C14 . C21 . 118.42(19) yes C15 . C14 . C21 . 118.55(19) yes C14 . C15 . O16 . 115.35(18) yes C14 . C15 . C18 . 120.2(2) yes O16 . C15 . C18 . 124.4(2) yes C15 . O16 . C17 . 118.0(2) yes O16 . C17 . H173 . 106.9 no O16 . C17 . H172 . 106.7 no H173 . C17 . H172 . 110.2 no O16 . C17 . H171 . 108.8 no H173 . C17 . H171 . 110.0 no H172 . C17 . H171 . 114.0 no C15 . C18 . C19 . 120.0(2) yes C15 . C18 . H181 . 118.9 no C19 . C18 . H181 . 121.1 no C18 . C19 . C20 . 120.8(2) yes C18 . C19 . H191 . 119.2 no C20 . C19 . H191 . 120.0 no C19 . C20 . C21 . 119.2(2) yes C19 . C20 . H201 . 122.0 no C21 . C20 . H201 . 118.8 no C20 . C21 . C14 . 121.2(2) yes C20 . C21 . H211 . 118.5 no C14 . C21 . H211 . 120.3 no N11 . C22 . N23 . 111.31(16) yes N11 . C22 . C44 . 109.01(16) yes N23 . C22 . C44 . 115.36(16) yes N11 . C22 . H221 . 106.3 no N23 . C22 . H221 . 108.2 no C44 . C22 . H221 . 106.1 no C22 . N23 . N24 . 120.14(16) yes C22 . N23 . C27 . 126.31(17) yes N24 . N23 . C27 . 112.49(16) yes N23 . N24 . C25 . 104.65(16) yes N24 . C25 . C26 . 110.89(18) yes N24 . C25 . C36 . 119.33(18) yes C26 . C25 . C36 . 129.74(19) yes C25 . C26 . C27 . 106.09(18) yes C25 . C26 . H261 . 127.2 no C27 . C26 . H261 . 126.7 no C26 . C27 . N23 . 105.86(17) yes C26 . C27 . C28 . 129.58(18) yes N23 . C27 . C28 . 124.46(18) yes C27 . C28 . C29 . 120.85(19) yes C27 . C28 . C35 . 119.73(19) yes C29 . C28 . C35 . 119.17(19) yes C28 . C29 . O30 . 115.60(18) yes C28 . C29 . C32 . 119.9(2) yes O30 . C29 . C32 . 124.49(19) yes C29 . O30 . C31 . 118.32(18) yes O30 . C31 . H313 . 106.7 no O30 . C31 . H312 . 108.6 no H313 . C31 . H312 . 109.6 no O30 . C31 . H311 . 109.8 no H313 . C31 . H311 . 110.9 no H312 . C31 . H311 . 111.2 no C29 . C32 . C33 . 119.9(2) yes C29 . C32 . H321 . 119.0 no C33 . C32 . H321 . 121.1 no C32 . C33 . C34 . 120.6(2) yes C32 . C33 . H331 . 119.1 no C34 . C33 . H331 . 120.3 no C33 . C34 . C35 . 119.7(2) yes C33 . C34 . H341 . 121.4 no C35 . C34 . H341 . 118.9 no C28 . C35 . C34 . 120.8(2) yes C28 . C35 . H351 . 119.6 no C34 . C35 . H351 . 119.6 no C25 . C36 . C37 . 121.59(19) yes C25 . C36 . C43 . 119.9(2) yes C37 . C36 . C43 . 118.5(2) yes C36 . C37 . O38 . 116.36(19) yes C36 . C37 . C40 . 120.1(2) yes O38 . C37 . C40 . 123.5(2) yes C37 . O38 . C39 . 117.96(19) yes O38 . C39 . H393 . 107.1 no O38 . C39 . H392 . 108.6 no H393 . C39 . H392 . 112.8 no O38 . C39 . H391 . 107.6 no H393 . C39 . H391 . 110.2 no H392 . C39 . H391 . 110.3 no C37 . C40 . C41 . 119.9(2) yes C37 . C40 . H401 . 118.4 no C41 . C40 . H401 . 121.7 no C40 . C41 . C42 . 120.5(2) yes C40 . C41 . H411 . 119.4 no C42 . C41 . H411 . 120.1 no C41 . C42 . C43 . 119.7(2) yes C41 . C42 . H421 . 122.0 no C43 . C42 . H421 . 118.2 no C36 . C43 . C42 . 121.2(2) yes C36 . C43 . H431 . 119.7 no C42 . C43 . H431 . 119.1 no C22 . C44 . O45 . 118.25(19) yes C22 . C44 . N46 . 117.81(18) yes O45 . C44 . N46 . 123.9(2) yes C44 . N46 . C47 . 122.78(19) yes C44 . N46 . H461 . 118.9 no C47 . N46 . H461 . 116.2 no N46 . C47 . C48 . 111.5(2) yes N46 . C47 . C49 . 108.9(2) yes C48 . C47 . C49 . 112.1(2) yes N46 . C47 . H471 . 107.0 no C48 . C47 . H471 . 109.0 no C49 . C47 . H471 . 108.3 no C47 . C48 . H482 . 108.4 no C47 . C48 . H481 . 109.6 no H482 . C48 . H481 . 109.9 no C47 . C48 . H483 . 111.2 no H482 . C48 . H483 . 110.3 no H481 . C48 . H483 . 107.5 no C47 . C49 . H492 . 107.9 no C47 . C49 . H493 . 109.4 no H492 . C49 . H493 . 109.0 no C47 . C49 . H491 . 111.5 no H492 . C49 . H491 . 110.6 no H493 . C49 . H491 . 108.5 no C51 . O50 . H501 . 106.1 no O50 . C51 . H513 . 108.7 no O50 . C51 . H512 . 107.6 no H513 . C51 . H512 . 110.5 no O50 . C51 . H511 . 108.4 no H513 . C51 . H511 . 111.4 no H512 . C51 . H511 . 110.1 no C53 . O52 . H521 . 104.6 no O52 . C53 . H533 . 108.0 no O52 . C53 . H531 . 108.4 no H533 . C53 . H531 . 108.5 no O52 . C53 . H532 . 108.6 no H533 . C53 . H532 . 112.8 no H531 . C53 . H532 . 110.4 no O54 . C53 . H534 . 109.3 no O54 . C53 . H535 . 109.7 no H534 . C53 . H535 . 109.5 no O54 . C53 . H536 . 109.5 no H534 . C53 . H536 . 109.5 no H535 . C53 . H536 . 109.5 no C53 . O54 . H541 . 103.8 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C8 . H81 . O45 2_767 157.59(7) 0.944 2.500 3.392(3) yes C22 . H221 . O16 . 132.10 0.990 2.268 3.023(3) yes N46 . H461 . N24 . 135.70 0.859 2.215 2.893(3) yes O50 . H501 . O45 . 171.53 0.843 1.897 2.734(3) yes O52 . H521 . O50 . 173.28(11) 0.844 1.937 2.777(3) yes O54 . H541 . O50 . 172.1(7) 0.832 1.972 2.799(3) yes _iucr_refine_instruction_details_constraints ; # # Punched on 13/09/12 at 14:27:18 # #LIST 12 BLOCK SCALE X'S, U'S REM EQUIV PART(1001,OCC) PART(1002,OCC) REM WEIGHT -1 PART(1002,OCC) RIDE C ( 2,X'S) H ( 21,X'S) H ( 22,X'S) H ( 23,X'S) RIDE C ( 5,X'S) H ( 51,X'S) RIDE C ( 6,X'S) H ( 61,X'S) RIDE C ( 7,X'S) H ( 71,X'S) RIDE C ( 8,X'S) H ( 81,X'S) RIDE C ( 13,X'S) H ( 131,X'S) RIDE C ( 17,X'S) H ( 173,X'S) H ( 172,X'S) H ( 171,X'S) RIDE C ( 18,X'S) H ( 181,X'S) RIDE C ( 19,X'S) H ( 191,X'S) RIDE C ( 20,X'S) H ( 201,X'S) RIDE C ( 21,X'S) H ( 211,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 26,X'S) H ( 261,X'S) RIDE C ( 31,X'S) H ( 313,X'S) H ( 312,X'S) H ( 311,X'S) RIDE C ( 32,X'S) H ( 321,X'S) RIDE C ( 33,X'S) H ( 331,X'S) RIDE C ( 34,X'S) H ( 341,X'S) RIDE C ( 35,X'S) H ( 351,X'S) RIDE C ( 39,X'S) H ( 393,X'S) H ( 392,X'S) H ( 391,X'S) RIDE C ( 40,X'S) H ( 401,X'S) RIDE C ( 41,X'S) H ( 411,X'S) RIDE C ( 42,X'S) H ( 421,X'S) RIDE C ( 43,X'S) H ( 431,X'S) RIDE N ( 46,X'S) H ( 461,X'S) RIDE C ( 47,X'S) H ( 471,X'S) RIDE C ( 48,X'S) H ( 482,X'S) H ( 481,X'S) H ( 483,X'S) RIDE C ( 49,X'S) H ( 492,X'S) H ( 493,X'S) H ( 491,X'S) RIDE O ( 50,X'S) H ( 501,X'S) RIDE C ( 51,X'S) H ( 513,X'S) H ( 512,X'S) H ( 511,X'S) RIDE O ( 52,X'S) H ( 521,X'S) RIDE C ( 53,X'S) H ( 533,X'S) H ( 531,X'S) H ( 532,X'S) CONT H ( 534,X'S) H ( 535,X'S) H ( 536,X'S) RIDE O ( 54,X'S) H ( 541,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 13/09/12 at 14:27:18 # #LIST 16 NO REM SHIFTLIMIT START (DO NOT REMOVE THIS LINE) LIMIT 0.01000000 U[ISO] LIMIT 0.01000000 X LIMIT 0.01000000 Y LIMIT 0.01000000 Z LIMIT 0.01000000 U[11] LIMIT 0.01000000 U[22] LIMIT 0.01000000 U[33] LIMIT 0.01000000 U[12] LIMIT 0.01000000 U[13] LIMIT 0.01000000 U[23] LIMIT 0.01000000 OCC REM SHIFTLIMIT END (DO NOT REMOVE THIS LINE) END ; # Manually omitted reflections loop_ _oxford_refln_omitted_index_h _oxford_refln_omitted_index_k _oxford_refln_omitted_index_l _oxford_refln_omitted_flag _oxford_refln_omitted_details 7 -21 -9 x . _chemical_name_common . #============================================================================== data_32 _database_code_depnum_ccdc_archive 'CCDC 896655' #TrackingRef 'CrystallographicData_revised.cif' #============================================================================== _audit_creation_date 09-07-02 _audit_creation_method CRYSTALS_ver_12.87 _refine_special_details ; These data are very weak at high angle due to the disorder in the ligands and the solvent sphere (leading to a low data to parameter ratio and poor R-indices). The disorder in the ligands was modeled using same distance and thermal similarity restraints to maintain sensible geometries and thermal parameters. Due to the close proximity of the components of the disorder, it was necessary to use isotropic displacement parameters. Although the data and the model of low quality, there seems little doubt that the overall connectivity is correct. ; _oxford_structure_analysis_title 6104 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 20.2222(4) _cell_length_b 23.5384(5) _cell_length_c 23.4924(5) _cell_angle_alpha 90 _cell_angle_beta 92.4789(9) _cell_angle_gamma 90 _cell_volume 11171.9(4) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,-y+1/2,z+1/2 -x+1/2,y+1/2,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C105 Fe1 N13 O15 # Dc = 1.03 Fooo = 4580.00 Mu = 1.95 M = 1739.08 # Found Formula = C117 H118.00 Cl2 Fe1 N15.00 O20.00 # Dc = 1.30 FOOO = 4580.00 Mu = 2.58 M = 2181.07 _chemical_formula_sum 'C117 H118 Cl2 Fe1 N15 O20' _chemical_formula_moiety 'C108 H96 Fe N15 O18, 2(C4 H10 O), C H2 Cl2' _chemical_compound_source . _chemical_formula_weight 2181.07 _cell_measurement_reflns_used 20180 _cell_measurement_theta_min 5 _cell_measurement_theta_max 25 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_intense_orange _exptl_crystal_size_min 0.040 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_max 0.340 _exptl_crystal_density_diffrn 1.297 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 4579.999 _exptl_absorpt_coefficient_mu 0.258 # Sheldrick geometric approximatio 0.98 0.99 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.83 _exptl_absorpt_correction_T_max 0.99 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 95334 _reflns_number_total 20309 _diffrn_reflns_av_R_equivalents 0.152 # Number of reflections with Friedels Law is 20309 # Number of reflections without Friedels Law is 39255 # Theoretical number of reflections is about 20482 _diffrn_reflns_theta_min 5.114 _diffrn_reflns_theta_max 25.372 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.372 _diffrn_measured_fraction_theta_full 0.989 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _reflns_limit_h_min -24 _reflns_limit_h_max 24 _reflns_limit_k_min 0 _reflns_limit_k_max 28 _reflns_limit_l_min 0 _reflns_limit_l_max 28 _oxford_diffrn_Wilson_B_factor 2.93 _oxford_diffrn_Wilson_scale 150.03 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.98 _refine_diff_density_max 1.69 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>2.0\s(I) _refine_ls_number_reflns 10056 _refine_ls_number_restraints 973 _refine_ls_number_parameters 1267 _oxford_refine_ls_R_factor_ref 0.1212 _refine_ls_wR_factor_ref 0.0577 _refine_ls_goodness_of_fit_ref 0.9920 _refine_ls_shift/su_max 0.0011963 _refine_ls_shift/su_mean 4.7438626 # The values computed from all data _oxford_reflns_number_all 20309 _refine_ls_R_factor_all 0.2089 _refine_ls_wR_factor_all 0.0881 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 10056 _refine_ls_R_factor_gt 0.1212 _refine_ls_wR_factor_gt 0.0577 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: -1.23 -3.10 -1.86 -0.989 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Fe1 Fe 0.31344(5) 0.84709(4) 0.70074(4) 0.0396 1.0000 Uani . . . . . . . O101 O 0.37693(19) 0.88569(16) 0.76004(16) 0.0408 1.0000 Uani D . . . . . . C102 C 0.35734(17) 0.87743(19) 0.81029(13) 0.0367 1.0000 Uani D . . . . . . N103 N 0.3008(2) 0.8527(2) 0.81706(14) 0.0416 1.0000 Uani D . . . . . . O104 O 0.2641(2) 0.83735(17) 0.77062(17) 0.0437 1.0000 Uani D . . . . . . C105 C 0.39992(19) 0.89875(18) 0.86057(18) 0.0381 1.0000 Uani D . . . . . . N106 N 0.39943(15) 0.95979(11) 0.86356(18) 0.0365 1.0000 Uani D . . . . . . N107 N 0.34119(16) 0.98677(14) 0.8721(2) 0.0364 1.0000 Uani D . . . . . . C108 C 0.35692(19) 1.04201(15) 0.8735(2) 0.0373 1.0000 Uani D . . . . . . C109 C 0.4246(2) 1.04968(14) 0.8656(3) 0.0411 1.0000 Uani D . . . . . . C110 C 0.45067(16) 0.99598(12) 0.85807(19) 0.0370 1.0000 Uani D . . . . . . C111 C 0.51961(16) 0.97835(16) 0.84798(14) 0.0434 1.0000 Uani D . . . . . . C112 C 0.5317(2) 0.9498(2) 0.79745(17) 0.0508 1.0000 Uani D . . . . . . C113 C 0.5951(3) 0.9316(2) 0.78687(19) 0.0640 1.0000 Uani D . . . . . . C114 C 0.6465(2) 0.9411(3) 0.8269(2) 0.0644 1.0000 Uani D . . . . . . C115 C 0.63403(19) 0.9685(2) 0.8778(2) 0.0582 1.0000 Uani D . . . . . . C116 C 0.5705(2) 0.9862(2) 0.88863(16) 0.0465 1.0000 Uani D . . . . . . O117 O 0.5546(2) 1.01302(19) 0.93760(17) 0.0569 1.0000 Uani D . . . . . . C118 C 0.6026(4) 1.0160(4) 0.9825(3) 0.0613 1.0000 Uani D . . . . . . C119 C 0.3039(2) 1.08349(18) 0.8856(2) 0.0396 1.0000 Uani D . . . . . . C120 C 0.2520(3) 1.0657(2) 0.9179(2) 0.0528 1.0000 Uani D . . . . . . C121 C 0.2032(3) 1.1034(2) 0.9331(2) 0.0586 1.0000 Uani D . . . . . . C122 C 0.2061(3) 1.1596(2) 0.9160(3) 0.0634 1.0000 Uani D . . . . . . C123 C 0.2580(3) 1.1779(2) 0.8834(2) 0.0526 1.0000 Uani D . . . . . . C124 C 0.3064(3) 1.1405(2) 0.8681(2) 0.0427 1.0000 Uani D . . . . . . O125 O 0.3569(2) 1.15643(16) 0.83540(18) 0.0515 1.0000 Uani D . . . . . . C126 C 0.3577(5) 1.2132(2) 0.8139(4) 0.0687 1.0000 Uani D . . . . . . N127 N 0.3877(2) 0.8702(2) 0.91379(16) 0.0388 1.0000 Uani D . . . . . . N128 N 0.3253(2) 0.8678(2) 0.93172(18) 0.0457 1.0000 Uani D . . . . . . C129 C 0.3306(2) 0.8395(3) 0.9815(2) 0.0466 1.0000 Uani D . . . . . . C130 C 0.3968(3) 0.8258(3) 0.9953(2) 0.0490 1.0000 Uani D . . . . . . C131 C 0.43285(19) 0.8451(3) 0.9509(2) 0.0443 1.0000 Uani D . . . . . . C132 C 0.5050(2) 0.8409(2) 0.9434(2) 0.0419 1.0000 Uani D . . . . . . C133 C 0.5489(3) 0.8595(2) 0.9860(2) 0.0521 1.0000 Uani D . . . . . . C134 C 0.6166(3) 0.8512(3) 0.9816(2) 0.0649 1.0000 Uani D . . . . . . C135 C 0.6402(3) 0.8248(3) 0.9335(3) 0.0609 1.0000 Uani D . . . . . . C136 C 0.5960(3) 0.8068(2) 0.8899(2) 0.0556 1.0000 Uani D . . . . . . C137 C 0.5289(3) 0.8141(2) 0.8951(2) 0.0418 1.0000 Uani D . . . . . . O138 O 0.4832(2) 0.79668(16) 0.85442(16) 0.0472 1.0000 Uani D . . . . . . C139 C 0.5046(4) 0.7783(4) 0.8005(3) 0.0650 1.0000 Uani D . . . . . . C140 C 0.2689(3) 0.8280(2) 1.0120(2) 0.0552 1.0000 Uani D . . . . . . C141 C 0.2121(3) 0.8578(3) 0.9973(3) 0.0758 1.0000 Uani D . . . . . . C142 C 0.1538(3) 0.8478(3) 1.0252(3) 0.0920 1.0000 Uani D . . . . . . C143 C 0.1529(3) 0.8082(3) 1.0683(3) 0.0767 1.0000 Uani D . . . . . . C144 C 0.2101(3) 0.7777(3) 1.0834(3) 0.0785 1.0000 Uani D . . . . . . C145 C 0.2676(3) 0.7875(3) 1.0555(3) 0.0701 1.0000 Uani D . . . . . . O146 O 0.3243(3) 0.7581(2) 1.0690(3) 0.1102 1.0000 Uani D . . . . . . C147 C 0.3222(7) 0.7104(6) 1.1060(7) 0.1727 1.0000 Uani D . . . . . . O201 O 0.2894(2) 0.92659(14) 0.67334(19) 0.0458 1.0000 Uani D . . . . . . C202 C 0.2374(2) 0.92762(12) 0.64260(19) 0.0425 1.0000 Uani D . . . . . . N203 N 0.2073(2) 0.87994(17) 0.6296(2) 0.0450 1.0000 Uani D . . . . . . O204 O 0.2336(2) 0.83052(15) 0.65063(18) 0.0454 1.0000 Uani D . . . . . . C205 C 0.2128(2) 0.98456(17) 0.6189(2) 0.0452 1.0000 Uani D . . . . . . N206 N 0.2454(2) 0.99934(14) 0.56756(13) 0.0471 1.0000 Uani D . . . . . . N207 N 0.2435(4) 0.96195(16) 0.52407(19) 0.0762 1.0000 Uani D . . . . . . C208 C 0.2681(5) 0.9907(2) 0.48026(17) 0.0897 1.0000 Uani D . . . . . . C209 C 0.2906(4) 1.0449(2) 0.4980(2) 0.0759 1.0000 Uani D . . . . . . C210 C 0.2737(3) 1.05058(15) 0.55361(14) 0.0517 1.0000 Uani D . . . . . . C211 C 0.2769(2) 1.10144(13) 0.59124(14) 0.0491 1.0000 Uani D . . . . . . C212 C 0.2557(3) 1.15306(19) 0.56847(17) 0.0580 1.0000 Uani D . . . . . . C213 C 0.2590(3) 1.20193(16) 0.6018(2) 0.0806 1.0000 Uani D . . . . . . C214 C 0.2843(3) 1.19924(17) 0.6575(2) 0.0803 1.0000 Uani D . . . . . . C215 C 0.3065(3) 1.14760(19) 0.68005(17) 0.0690 1.0000 Uani D . . . . . . C216 C 0.3040(3) 1.09906(15) 0.64664(19) 0.0529 1.0000 Uani D . . . . . . O217 O 0.3263(2) 1.04820(17) 0.66624(17) 0.0546 1.0000 Uani D . . . . . . C218 C 0.3566(5) 1.0440(4) 0.7223(3) 0.0759 1.0000 Uani D . . . . . . C219 C 0.2510(4) 0.9601(3) 0.4251(3) 0.0889(14) 0.712(6) Uiso D . P 2 1 . . C220 C 0.1954(4) 0.9263(4) 0.4147(4) 0.0889(14) 0.712(6) Uiso D . P 2 1 . . C221 C 0.1849(4) 0.9006(3) 0.3615(4) 0.0889(14) 0.712(6) Uiso D . P 2 1 . . C222 C 0.2294(5) 0.9087(3) 0.3195(3) 0.0889(14) 0.712(6) Uiso D . P 2 1 . . C223 C 0.2855(4) 0.9415(3) 0.3299(3) 0.0889(14) 0.712(6) Uiso D . P 2 1 . . C224 C 0.2962(4) 0.9677(3) 0.3825(4) 0.0889(14) 0.712(6) Uiso D . P 2 1 . . O225 O 0.3501(4) 1.0002(3) 0.3935(4) 0.0889(14) 0.712(6) Uiso D . P 2 1 . . C226 C 0.3898(7) 1.0058(7) 0.3450(5) 0.0889(14) 0.712(6) Uiso D . P 2 1 . . N227 N 0.1398(2) 0.9836(2) 0.6087(2) 0.0525 1.0000 Uani D . . . . . . N228 N 0.1125(3) 0.9439(2) 0.5732(2) 0.0612 1.0000 Uani D . . . . . . C229 C 0.0472(3) 0.9506(3) 0.5774(3) 0.0621 1.0000 Uani D . . . . . . C230 C 0.0336(2) 0.9945(3) 0.6158(3) 0.0602 1.0000 Uani D . . . . . . C231 C 0.0939(3) 1.0151(2) 0.6355(3) 0.0583 1.0000 Uani D . . . . . . C232 C 0.1139(3) 1.0594(2) 0.6777(2) 0.0514 1.0000 Uani D . . . . . . C233 C 0.0997(3) 1.1160(2) 0.6668(2) 0.0616 1.0000 Uani D . . . . . . C234 C 0.1195(3) 1.1576(2) 0.7061(3) 0.0620 1.0000 Uani D . . . . . . C235 C 0.1531(3) 1.1422(2) 0.7562(3) 0.0695 1.0000 Uani D . . . . . . C236 C 0.1666(3) 1.0852(2) 0.7680(2) 0.0599 1.0000 Uani D . . . . . . C237 C 0.1466(3) 1.0441(2) 0.7287(2) 0.0517 1.0000 Uani D . . . . . . O238 O 0.1594(2) 0.98728(18) 0.73772(19) 0.0591 1.0000 Uani D . . . . . . C239 C 0.1979(5) 0.9709(4) 0.7880(3) 0.0788 1.0000 Uani D . . . . . . C240 C 0.0002(3) 0.9125(2) 0.5461(3) 0.0644 1.0000 Uani D . . . . . . C241 C -0.0615(3) 0.9336(2) 0.5282(3) 0.0855 1.0000 Uani D . . . . . . C242 C -0.1062(3) 0.8994(3) 0.4973(3) 0.0895 1.0000 Uani D . . . . . . C243 C -0.0896(3) 0.8438(3) 0.4855(3) 0.0884 1.0000 Uani D . . . . . . C244 C -0.0284(3) 0.8224(2) 0.5029(3) 0.0728 1.0000 Uani D . . . . . . C245 C 0.0165(3) 0.8566(2) 0.5332(3) 0.0640 1.0000 Uani D . . . . . . O246 O 0.0764(2) 0.83579(19) 0.5523(2) 0.0685 1.0000 Uani D . . . . . . C247 C 0.0933(5) 0.7794(3) 0.5373(4) 0.0814 1.0000 Uani D . . . . . . O301 O 0.3824(5) 0.8449(4) 0.6373(5) 0.042(4) 0.554(8) Uiso D . P 1 1 . . C302 C 0.4098(5) 0.7961(3) 0.6373(4) 0.046(4) 0.554(8) Uiso D . P 1 1 . . N303 N 0.3863(5) 0.7558(2) 0.6678(4) 0.035(3) 0.554(8) Uiso D . P 1 1 . . O304 O 0.3386(4) 0.7688(3) 0.7047(3) 0.026(2) 0.554(8) Uiso D . P 1 1 . . C305 C 0.4677(4) 0.7858(3) 0.5976(3) 0.049(4) 0.554(8) Uiso D . P 1 1 . . N306 N 0.4747(4) 0.7252(2) 0.5841(3) 0.050(3) 0.554(8) Uiso D . P 1 1 . . N307 N 0.4882(6) 0.6883(3) 0.6273(3) 0.053(3) 0.554(8) Uiso D . P 1 1 . . C308 C 0.4842(6) 0.6367(3) 0.6028(3) 0.044(3) 0.554(8) Uiso D . P 1 1 . . C309 C 0.4695(6) 0.6415(2) 0.5438(3) 0.049(3) 0.554(8) Uiso D . P 1 1 . . C310 C 0.4637(5) 0.6987(2) 0.5325(3) 0.049(3) 0.554(8) Uiso D . P 1 1 . . C311 C 0.4467(3) 0.7285(3) 0.4778(3) 0.057(3) 0.554(8) Uiso D . P 1 1 . . C312 C 0.4819(4) 0.7140(4) 0.4303(3) 0.075(4) 0.554(8) Uiso D . P 1 1 . . C313 C 0.4639(5) 0.7368(4) 0.3772(3) 0.093(5) 0.554(8) Uiso D . P 1 1 . . C314 C 0.4111(5) 0.7741(4) 0.3717(3) 0.090(4) 0.554(8) Uiso D . P 1 1 . . C315 C 0.3753(4) 0.7880(4) 0.4190(3) 0.080(4) 0.554(8) Uiso D . P 1 1 . . C316 C 0.3931(4) 0.7651(3) 0.4719(3) 0.062(3) 0.554(8) Uiso D . P 1 1 . . O317 O 0.3576(4) 0.7777(3) 0.5186(3) 0.054(3) 0.554(8) Uiso D . P 1 1 . . C318 C 0.3017(7) 0.8152(6) 0.5134(7) 0.061(4) 0.554(8) Uiso D . P 1 1 . . C319 C 0.4952(4) 0.5851(3) 0.6377(4) 0.047(3) 0.554(8) Uiso D . P 1 1 . . C320 C 0.5190(4) 0.5929(4) 0.6932(5) 0.081(5) 0.554(8) Uiso D . P 1 1 . . C321 C 0.5247(4) 0.5470(5) 0.7301(4) 0.078(5) 0.554(8) Uiso D . P 1 1 . . C322 C 0.5065(4) 0.4931(4) 0.7112(5) 0.087(5) 0.554(8) Uiso D . P 1 1 . . C323 C 0.4824(4) 0.4851(3) 0.6552(5) 0.068(5) 0.554(8) Uiso D . P 1 1 . . C324 C 0.4769(4) 0.5311(4) 0.6186(4) 0.065(4) 0.554(8) Uiso D . P 1 1 . . O325 O 0.4536(4) 0.5246(4) 0.5638(4) 0.067(3) 0.554(8) Uiso D . P 1 1 . . C326 C 0.4257(9) 0.4715(6) 0.5459(9) 0.089(5) 0.554(8) Uiso D . P 1 1 . . N327 N 0.5355(5) 0.8054(6) 0.6164(5) 0.059(4) 0.554(8) Uiso D . P 1 1 . . N328 N 0.5670(6) 0.7918(5) 0.6665(4) 0.049(4) 0.554(8) Uiso D . P 1 1 . . C329 C 0.6250(6) 0.8194(7) 0.6656(5) 0.060(5) 0.554(8) Uiso D . P 1 1 . . C330 C 0.6286(6) 0.8520(7) 0.6156(6) 0.059(6) 0.554(8) Uiso D . P 1 1 . . C331 C 0.5725(7) 0.8399(7) 0.5831(4) 0.058(6) 0.554(8) Uiso D . P 1 1 . . C332 C 0.5483(4) 0.8677(3) 0.5290(3) 0.053(3) 0.554(8) Uiso D . P 1 1 . . C333 C 0.5726(4) 0.8477(4) 0.4786(4) 0.072(4) 0.554(8) Uiso D . P 1 1 . . C334 C 0.5476(5) 0.8690(5) 0.4266(4) 0.093(6) 0.554(8) Uiso D . P 1 1 . . C335 C 0.4976(5) 0.9092(4) 0.4255(4) 0.083(5) 0.554(8) Uiso D . P 1 1 . . C336 C 0.4737(4) 0.9299(4) 0.4762(4) 0.076(5) 0.554(8) Uiso D . P 1 1 . . C337 C 0.4983(4) 0.9085(4) 0.5278(4) 0.072(4) 0.554(8) Uiso D . P 1 1 . . O338 O 0.4760(4) 0.9274(3) 0.5783(4) 0.061(3) 0.554(8) Uiso D . P 1 1 . . C339 C 0.4171(6) 0.9600(7) 0.5806(8) 0.079(5) 0.554(8) Uiso D . P 1 1 . . C340 C 0.6748(4) 0.8074(4) 0.7113(3) 0.069(5) 0.554(8) Uiso D . P 1 1 . . C341 C 0.6703(5) 0.7602(4) 0.7457(4) 0.068(4) 0.554(8) Uiso D . P 1 1 . . C342 C 0.7176(6) 0.7507(4) 0.7894(4) 0.068(4) 0.554(8) Uiso D . P 1 1 . . C343 C 0.7699(5) 0.7885(5) 0.7978(4) 0.083(5) 0.554(8) Uiso D . P 1 1 . . C344 C 0.7745(5) 0.8358(4) 0.7628(4) 0.092(6) 0.554(8) Uiso D . P 1 1 . . C345 C 0.7271(5) 0.8454(4) 0.7196(4) 0.052(4) 0.554(8) Uiso D . P 1 1 . . O346 O 0.7307(6) 0.8909(4) 0.6845(4) 0.078(4) 0.554(8) Uiso D . P 1 1 . . C347 C 0.7895(11) 0.9243(13) 0.6909(15) 0.130(13) 0.554(8) Uiso D . P 1 1 . . O401 O 0.3933(6) 0.8478(4) 0.6466(5) 0.034(4) 0.446(8) Uiso D . P 1 2 . . C402 C 0.4171(7) 0.7992(3) 0.6403(4) 0.037(4) 0.446(8) Uiso D . P 1 2 . . N403 N 0.4029(6) 0.7588(3) 0.6761(4) 0.033(4) 0.446(8) Uiso D . P 1 2 . . O404 O 0.3563(6) 0.7691(4) 0.7150(4) 0.034(3) 0.446(8) Uiso D . P 1 2 . . C405 C 0.4604(5) 0.7881(4) 0.5886(3) 0.043(4) 0.446(8) Uiso D . P 1 2 . . N406 N 0.4556(4) 0.7292(2) 0.5699(3) 0.033(3) 0.446(8) Uiso D . P 1 2 . . N407 N 0.4692(6) 0.6876(3) 0.6084(3) 0.036(3) 0.446(8) Uiso D . P 1 2 . . C408 C 0.4703(7) 0.6398(3) 0.5773(4) 0.037(3) 0.446(8) Uiso D . P 1 2 . . C409 C 0.4560(7) 0.6514(3) 0.5194(3) 0.038(3) 0.446(8) Uiso D . P 1 2 . . C410 C 0.4458(5) 0.7091(2) 0.5155(3) 0.036(3) 0.446(8) Uiso D . P 1 2 . . C411 C 0.4263(4) 0.7444(3) 0.4655(3) 0.044(3) 0.446(8) Uiso D . P 1 2 . . C412 C 0.4612(4) 0.7375(4) 0.4162(3) 0.071(4) 0.446(8) Uiso D . P 1 2 . . C413 C 0.4422(5) 0.7672(4) 0.3671(3) 0.078(5) 0.446(8) Uiso D . P 1 2 . . C414 C 0.3876(5) 0.8030(4) 0.3669(3) 0.078(5) 0.446(8) Uiso D . P 1 2 . . C415 C 0.3521(4) 0.8090(4) 0.4158(4) 0.065(4) 0.446(8) Uiso D . P 1 2 . . C416 C 0.3713(4) 0.7795(3) 0.4650(3) 0.043(3) 0.446(8) Uiso D . P 1 2 . . O417 O 0.3363(4) 0.7855(3) 0.5131(4) 0.057(4) 0.446(8) Uiso D . P 1 2 . . C418 C 0.2755(8) 0.8158(9) 0.5139(10) 0.074(6) 0.446(8) Uiso D . P 1 2 . . C419 C 0.4767(4) 0.5859(3) 0.6106(4) 0.045(4) 0.446(8) Uiso D . P 1 2 . . C420 C 0.5022(4) 0.5879(4) 0.6663(5) 0.048(4) 0.446(8) Uiso D . P 1 2 . . C421 C 0.5093(5) 0.5384(6) 0.6980(5) 0.092(7) 0.446(8) Uiso D . P 1 2 . . C422 C 0.4919(5) 0.4865(5) 0.6737(6) 0.089(8) 0.446(8) Uiso D . P 1 2 . . C423 C 0.4664(5) 0.4842(4) 0.6177(5) 0.081(6) 0.446(8) Uiso D . P 1 2 . . C424 C 0.4591(4) 0.5336(4) 0.5863(5) 0.058(5) 0.446(8) Uiso D . P 1 2 . . O425 O 0.4341(4) 0.5328(4) 0.5317(4) 0.062(3) 0.446(8) Uiso D . P 1 2 . . C426 C 0.4043(11) 0.4827(8) 0.5071(11) 0.090(7) 0.446(8) Uiso D . P 1 2 . . N427 N 0.5215(5) 0.8113(6) 0.6082(5) 0.031(3) 0.446(8) Uiso D . P 1 2 . . N428 N 0.5496(6) 0.7937(5) 0.6583(4) 0.031(3) 0.446(8) Uiso D . P 1 2 . . C429 C 0.6118(6) 0.8139(7) 0.6584(5) 0.034(4) 0.446(8) Uiso D . P 1 2 . . C430 C 0.6227(7) 0.8433(11) 0.6076(7) 0.078(9) 0.446(8) Uiso D . P 1 2 . . C431 C 0.5630(9) 0.8442(10) 0.5774(5) 0.080(10) 0.446(8) Uiso D . P 1 2 . . C432 C 0.5480(5) 0.8504(4) 0.5157(4) 0.078(6) 0.446(8) Uiso D . P 1 2 . . C433 C 0.5820(5) 0.8276(4) 0.4712(6) 0.080(6) 0.446(8) Uiso D . P 1 2 . . C434 C 0.5671(6) 0.8455(5) 0.4158(5) 0.102(8) 0.446(8) Uiso D . P 1 2 . . C435 C 0.5185(7) 0.8862(5) 0.4053(4) 0.092(7) 0.446(8) Uiso D . P 1 2 . . C436 C 0.4845(5) 0.9091(4) 0.4498(5) 0.081(6) 0.446(8) Uiso D . P 1 2 . . C437 C 0.4993(5) 0.8914(4) 0.5054(5) 0.074(6) 0.446(8) Uiso D . P 1 2 . . O438 O 0.4664(5) 0.9134(4) 0.5491(5) 0.078(4) 0.446(8) Uiso D . P 1 2 . . C439 C 0.4090(10) 0.9477(10) 0.5400(13) 0.104(8) 0.446(8) Uiso D . P 1 2 . . C440 C 0.6587(5) 0.8000(4) 0.7067(3) 0.041(4) 0.446(8) Uiso D . P 1 2 . . C441 C 0.6504(5) 0.7480(4) 0.7335(5) 0.056(4) 0.446(8) Uiso D . P 1 2 . . C442 C 0.6952(7) 0.7305(5) 0.7764(4) 0.076(6) 0.446(8) Uiso D . P 1 2 . . C443 C 0.7490(6) 0.7646(6) 0.7922(4) 0.079(6) 0.446(8) Uiso D . P 1 2 . . C444 C 0.7576(5) 0.8164(5) 0.7653(4) 0.077(6) 0.446(8) Uiso D . P 1 2 . . C445 C 0.7127(5) 0.8340(4) 0.7226(4) 0.067(6) 0.446(8) Uiso D . P 1 2 . . O446 O 0.7210(6) 0.8849(4) 0.6963(5) 0.081(6) 0.446(8) Uiso D . P 1 2 . . C447 C 0.7792(11) 0.9189(11) 0.7065(14) 0.081(8) 0.446(8) Uiso D . P 1 2 . . C519 C 0.2895(7) 0.9631(6) 0.4278(4) 0.0889(14) 0.288(6) Uiso D . P 2 2 . . C520 C 0.2420(7) 0.9223(6) 0.4141(6) 0.0889(14) 0.288(6) Uiso D . P 2 2 . . C521 C 0.2424(8) 0.8945(5) 0.3619(7) 0.0889(14) 0.288(6) Uiso D . P 2 2 . . C522 C 0.2910(9) 0.9072(6) 0.3239(5) 0.0889(14) 0.288(6) Uiso D . P 2 2 . . C523 C 0.3383(8) 0.9483(6) 0.3375(5) 0.0889(14) 0.288(6) Uiso D . P 2 2 . . C524 C 0.3375(7) 0.9765(5) 0.3894(5) 0.0889(14) 0.288(6) Uiso D . P 2 2 . . O525 O 0.3840(7) 1.0161(5) 0.4033(8) 0.0889(14) 0.288(6) Uiso D . P 2 2 . . C526 C 0.4292(16) 1.0322(16) 0.3613(14) 0.0889(14) 0.288(6) Uiso D . P 2 2 . . H1031 H 0.2862 0.8484 0.8508 0.0498 1.0000 Uiso R . . . . . . H1051 H 0.4449 0.8888 0.8521 0.0456 1.0000 Uiso R . . . . . . H1091 H 0.4472 1.0839 0.8652 0.0489 1.0000 Uiso R . . . . . . H1121 H 0.4971 0.9441 0.7705 0.0610 1.0000 Uiso R . . . . . . H1131 H 0.6036 0.9129 0.7530 0.0769 1.0000 Uiso R . . . . . . H1141 H 0.6891 0.9288 0.8196 0.0778 1.0000 Uiso R . . . . . . H1151 H 0.6685 0.9746 0.9045 0.0699 1.0000 Uiso R . . . . . . H1183 H 0.5833 1.0329 1.0154 0.0930 1.0000 Uiso R . . . . . . H1181 H 0.6391 1.0390 0.9718 0.0931 1.0000 Uiso R . . . . . . H1182 H 0.6183 0.9787 0.9926 0.0931 1.0000 Uiso R . . . . . . H1201 H 0.2498 1.0280 0.9296 0.0628 1.0000 Uiso R . . . . . . H1211 H 0.1685 1.0908 0.9543 0.0702 1.0000 Uiso R . . . . . . H1221 H 0.1731 1.1849 0.9265 0.0760 1.0000 Uiso R . . . . . . H1231 H 0.2598 1.2157 0.8714 0.0633 1.0000 Uiso R . . . . . . H1262 H 0.3932 1.2170 0.7880 0.1028 1.0000 Uiso R . . . . . . H1261 H 0.3649 1.2394 0.8453 0.1029 1.0000 Uiso R . . . . . . H1263 H 0.3164 1.2215 0.7937 0.1032 1.0000 Uiso R . . . . . . H1301 H 0.4137 0.8076 1.0284 0.0591 1.0000 Uiso R . . . . . . H1331 H 0.5330 0.8778 1.0177 0.0626 1.0000 Uiso R . . . . . . H1341 H 0.6460 0.8634 1.0105 0.0780 1.0000 Uiso R . . . . . . H1351 H 0.6860 0.8195 0.9306 0.0741 1.0000 Uiso R . . . . . . H1361 H 0.6118 0.7901 0.8575 0.0672 1.0000 Uiso R . . . . . . H1392 H 0.4674 0.7766 0.7739 0.0970 1.0000 Uiso R . . . . . . H1393 H 0.5367 0.8050 0.7873 0.0970 1.0000 Uiso R . . . . . . H1391 H 0.5245 0.7413 0.8045 0.0969 1.0000 Uiso R . . . . . . H1411 H 0.2129 0.8850 0.9681 0.0920 1.0000 Uiso R . . . . . . H1421 H 0.1150 0.8672 1.0142 0.1111 1.0000 Uiso R . . . . . . H1431 H 0.1139 0.8020 1.0872 0.0920 1.0000 Uiso R . . . . . . H1441 H 0.2096 0.7502 1.1126 0.0941 1.0000 Uiso R . . . . . . H1471 H 0.3666 0.6988 1.1165 0.2630 1.0000 Uiso R . . . . . . H1472 H 0.2991 0.6800 1.0863 0.2630 1.0000 Uiso R . . . . . . H1473 H 0.2993 0.7203 1.1396 0.2630 1.0000 Uiso R . . . . . . H2031 H 0.1692 0.8800 0.6114 0.0542 1.0000 Uiso R . . . . . . H2051 H 0.2239 1.0144 0.6474 0.0541 1.0000 Uiso R . . . . . . H2091 H 0.3125 1.0717 0.4765 0.0909 1.0000 Uiso R . . . . . . H2121 H 0.2398 1.1546 0.5309 0.0690 1.0000 Uiso R . . . . . . H2131 H 0.2447 1.2362 0.5863 0.0961 1.0000 Uiso R . . . . . . H2141 H 0.2865 1.2319 0.6799 0.0960 1.0000 Uiso R . . . . . . H2151 H 0.3223 1.1452 0.7179 0.0831 1.0000 Uiso R . . . . . . H2181 H 0.3712 1.0057 0.7289 0.1139 1.0000 Uiso R . . . . . . H2182 H 0.3941 1.0690 0.7261 0.1140 1.0000 Uiso R . . . . . . H2183 H 0.3249 1.0539 0.7502 0.1140 1.0000 Uiso R . . . . . . H2201 H 0.1648 0.9213 0.4428 0.1066 0.712(6) Uiso R . P 2 1 . . H2211 H 0.1472 0.8781 0.3546 0.1070 0.712(6) Uiso R . P 2 1 . . H2221 H 0.2212 0.8920 0.2838 0.1072 0.712(6) Uiso R . P 2 1 . . H2231 H 0.3161 0.9461 0.3016 0.1069 0.712(6) Uiso R . P 2 1 . . H2262 H 0.4342 1.0161 0.3573 0.1339 0.712(6) Uiso R . P 2 1 . . H2263 H 0.3711 1.0346 0.3202 0.1340 0.712(6) Uiso R . P 2 1 . . H2261 H 0.3900 0.9698 0.3255 0.1339 0.712(6) Uiso R . P 2 1 . . H2301 H -0.0080 1.0066 0.6256 0.0720 1.0000 Uiso R . . . . . . H2331 H 0.0766 1.1264 0.6327 0.0741 1.0000 Uiso R . . . . . . H2341 H 0.1104 1.1955 0.6983 0.0743 1.0000 Uiso R . . . . . . H2351 H 0.1672 1.1701 0.7826 0.0830 1.0000 Uiso R . . . . . . H2361 H 0.1893 1.0750 0.8019 0.0719 1.0000 Uiso R . . . . . . H2393 H 0.2036 0.9302 0.7880 0.1179 1.0000 Uiso R . . . . . . H2391 H 0.1754 0.9816 0.8216 0.1179 1.0000 Uiso R . . . . . . H2392 H 0.2407 0.9889 0.7884 0.1179 1.0000 Uiso R . . . . . . H2411 H -0.0730 0.9708 0.5375 0.1031 1.0000 Uiso R . . . . . . H2421 H -0.1475 0.9137 0.4852 0.1070 1.0000 Uiso R . . . . . . H2431 H -0.1199 0.8210 0.4656 0.1063 1.0000 Uiso R . . . . . . H2441 H -0.0178 0.7851 0.4940 0.0872 1.0000 Uiso R . . . . . . H2472 H 0.1353 0.7706 0.5565 0.1220 1.0000 Uiso R . . . . . . H2471 H 0.0596 0.7534 0.5489 0.1220 1.0000 Uiso R . . . . . . H2473 H 0.0976 0.7772 0.4966 0.1219 1.0000 Uiso R . . . . . . H3031 H 0.4046 0.7225 0.6682 0.0419 0.554(8) Uiso R . P 1 1 . . H3051 H 0.4557 0.8060 0.5622 0.0590 0.554(8) Uiso R . P 1 1 . . H3091 H 0.4650 0.6118 0.5178 0.0593 0.554(8) Uiso R . P 1 1 . . H3121 H 0.5175 0.6890 0.4342 0.0909 0.554(8) Uiso R . P 1 1 . . H3131 H 0.4871 0.7271 0.3452 0.1110 0.554(8) Uiso R . P 1 1 . . H3141 H 0.3997 0.7898 0.3364 0.1071 0.554(8) Uiso R . P 1 1 . . H3151 H 0.3397 0.8131 0.4148 0.0959 0.554(8) Uiso R . P 1 1 . . H3182 H 0.2754 0.8114 0.5463 0.0910 0.554(8) Uiso R . P 1 1 . . H3181 H 0.3167 0.8539 0.5107 0.0910 0.554(8) Uiso R . P 1 1 . . H3183 H 0.2750 0.8058 0.4799 0.0911 0.554(8) Uiso R . P 1 1 . . H3201 H 0.5312 0.6292 0.7058 0.0961 0.554(8) Uiso R . P 1 1 . . H3211 H 0.5407 0.5525 0.7674 0.0918 0.554(8) Uiso R . P 1 1 . . H3221 H 0.5107 0.4626 0.7362 0.1051 0.554(8) Uiso R . P 1 1 . . H3231 H 0.4700 0.4490 0.6426 0.0819 0.554(8) Uiso R . P 1 1 . . H3261 H 0.4316 0.4662 0.5058 0.1350 0.554(8) Uiso R . P 1 1 . . H3262 H 0.4477 0.4414 0.5667 0.1350 0.554(8) Uiso R . P 1 1 . . H3263 H 0.3792 0.4711 0.5532 0.1350 0.554(8) Uiso R . P 1 1 . . H3301 H 0.6624 0.8770 0.6067 0.0708 0.554(8) Uiso R . P 1 1 . . H3331 H 0.6056 0.8199 0.4794 0.0870 0.554(8) Uiso R . P 1 1 . . H3341 H 0.5640 0.8559 0.3926 0.1111 0.554(8) Uiso R . P 1 1 . . H3351 H 0.4801 0.9226 0.3908 0.0990 0.554(8) Uiso R . P 1 1 . . H3361 H 0.4413 0.9576 0.4757 0.0909 0.554(8) Uiso R . P 1 1 . . H3392 H 0.4105 0.9704 0.6195 0.1189 0.554(8) Uiso R . P 1 1 . . H3393 H 0.4212 0.9939 0.5580 0.1190 0.554(8) Uiso R . P 1 1 . . H3391 H 0.3800 0.9380 0.5664 0.1190 0.554(8) Uiso R . P 1 1 . . H3411 H 0.6355 0.7343 0.7398 0.0820 0.554(8) Uiso R . P 1 1 . . H3421 H 0.7144 0.7187 0.8129 0.0820 0.554(8) Uiso R . P 1 1 . . H3431 H 0.8018 0.7822 0.8266 0.0989 0.554(8) Uiso R . P 1 1 . . H3441 H 0.8097 0.8610 0.7684 0.1110 0.554(8) Uiso R . P 1 1 . . H3471 H 0.7916 0.9504 0.6596 0.1930 0.554(8) Uiso R . P 1 1 . . H3472 H 0.8278 0.9002 0.6915 0.1929 0.554(8) Uiso R . P 1 1 . . H3473 H 0.7888 0.9451 0.7259 0.1930 0.554(8) Uiso R . P 1 1 . . H4031 H 0.4194 0.7251 0.6727 0.0399 0.446(8) Uiso R . P 1 2 . . H4051 H 0.4426 0.8123 0.5577 0.0520 0.446(8) Uiso R . P 1 2 . . H4091 H 0.4534 0.6256 0.4892 0.0460 0.446(8) Uiso R . P 1 2 . . H4121 H 0.4974 0.7132 0.4161 0.0860 0.446(8) Uiso R . P 1 2 . . H4131 H 0.4659 0.7630 0.3344 0.0940 0.446(8) Uiso R . P 1 2 . . H4141 H 0.3750 0.8230 0.3339 0.0940 0.446(8) Uiso R . P 1 2 . . H4151 H 0.3154 0.8328 0.4154 0.0779 0.446(8) Uiso R . P 1 2 . . H4181 H 0.2616 0.8189 0.5524 0.1120 0.446(8) Uiso R . P 1 2 . . H4183 H 0.2815 0.8531 0.4985 0.1120 0.446(8) Uiso R . P 1 2 . . H4182 H 0.2420 0.7961 0.4911 0.1120 0.446(8) Uiso R . P 1 2 . . H4201 H 0.5145 0.6227 0.6823 0.0581 0.446(8) Uiso R . P 1 2 . . H4211 H 0.5258 0.5400 0.7355 0.1121 0.446(8) Uiso R . P 1 2 . . H4221 H 0.4967 0.4530 0.6947 0.1071 0.446(8) Uiso R . P 1 2 . . H4231 H 0.4542 0.4496 0.6014 0.0971 0.446(8) Uiso R . P 1 2 . . H4262 H 0.3839 0.4917 0.4706 0.1370 0.446(8) Uiso R . P 1 2 . . H4263 H 0.3712 0.4688 0.5318 0.1370 0.446(8) Uiso R . P 1 2 . . H4301 H 0.6623 0.8591 0.5967 0.0940 0.446(8) Uiso R . P 1 2 . . H4261 H 0.4376 0.4539 0.5026 0.1370 0.446(8) Uiso R . P 1 2 . . H4331 H 0.6147 0.8003 0.4784 0.0959 0.446(8) Uiso R . P 1 2 . . H4341 H 0.5895 0.8299 0.3857 0.1210 0.446(8) Uiso R . P 1 2 . . H4351 H 0.5084 0.8980 0.3681 0.1101 0.446(8) Uiso R . P 1 2 . . H4361 H 0.4522 0.9363 0.4427 0.0969 0.446(8) Uiso R . P 1 2 . . H4391 H 0.3883 0.9539 0.5756 0.1590 0.446(8) Uiso R . P 1 2 . . H4393 H 0.4216 0.9836 0.5241 0.1590 0.446(8) Uiso R . P 1 2 . . H4392 H 0.3785 0.9288 0.5139 0.1590 0.446(8) Uiso R . P 1 2 . . H4411 H 0.6146 0.7246 0.7228 0.0669 0.446(8) Uiso R . P 1 2 . . H4421 H 0.6892 0.6960 0.7949 0.0909 0.446(8) Uiso R . P 1 2 . . H4431 H 0.7789 0.7530 0.8209 0.0940 0.446(8) Uiso R . P 1 2 . . H4441 H 0.7937 0.8390 0.7757 0.0930 0.446(8) Uiso R . P 1 2 . . H4472 H 0.7752 0.9531 0.6845 0.1229 0.446(8) Uiso R . P 1 2 . . H4471 H 0.7839 0.9284 0.7462 0.1230 0.446(8) Uiso R . P 1 2 . . H4473 H 0.8177 0.8983 0.6956 0.1230 0.446(8) Uiso R . P 1 2 . . H5201 H 0.2093 0.9138 0.4393 0.1070 0.288(6) Uiso R . P 2 2 . . H5211 H 0.2097 0.8681 0.3521 0.1070 0.288(6) Uiso R . P 2 2 . . H5221 H 0.2916 0.8884 0.2890 0.1070 0.288(6) Uiso R . P 2 2 . . H5231 H 0.3714 0.9562 0.3123 0.1070 0.288(6) Uiso R . P 2 2 . . H5261 H 0.4041 1.0638 0.3355 0.1340 0.288(6) Uiso R . P 2 2 . . H5262 H 0.4392 0.9942 0.3379 0.1340 0.288(6) Uiso R . P 2 2 . . H5263 H 0.4728 1.0487 0.3834 0.1340 0.288(6) Uiso R . P 2 2 . . C601 C -0.0461(8) 0.8572(15) 0.6943(8) 0.335(17) 1.0000 Uiso D . . . . . . C602 C 0.0247(5) 0.8419(5) 0.7060(4) 0.094(3) 1.0000 Uiso D . . . . . . O603 O 0.0382(6) 0.8391(6) 0.7656(4) 0.210(5) 1.0000 Uiso D . . . . . . C604 C 0.1040(6) 0.8401(8) 0.7809(5) 0.165(6) 1.0000 Uiso D . . . . . . C605 C 0.1127(6) 0.8386(7) 0.8434(5) 0.137(5) 1.0000 Uiso D . . . . . . C606 C 0.8227(7) 0.8799(4) 0.9069(6) 0.133(5) 1.0000 Uiso D . . . . . . C607 C 0.8525(6) 0.9370(6) 0.8997(9) 0.201(8) 1.0000 Uiso D . . . . . . O608 O 0.8076(5) 0.9721(3) 0.8707(4) 0.129(3) 1.0000 Uiso D . . . . . . C609 C 0.8321(6) 1.0261(5) 0.8613(8) 0.164(6) 1.0000 Uiso D . . . . . . C610 C 0.7795(10) 1.0619(6) 0.8336(10) 0.224(9) 1.0000 Uiso D . . . . . . H6011 H -0.0499 0.8979 0.6895 0.5160 1.0000 Uiso R . . . . . . H6012 H -0.0715 0.8452 0.7260 0.5160 1.0000 Uiso R . . . . . . H6013 H -0.0619 0.8381 0.6601 0.5161 1.0000 Uiso R . . . . . . H6021 H 0.0336 0.8063 0.6883 0.1130 1.0000 Uiso R . . . . . . H6022 H 0.0521 0.8709 0.6907 0.1129 1.0000 Uiso R . . . . . . H6041 H 0.1231 0.8750 0.7660 0.1981 1.0000 Uiso R . . . . . . H6042 H 0.1263 0.8075 0.7647 0.1981 1.0000 Uiso R . . . . . . H6051 H 0.0734 0.8525 0.8600 0.2052 1.0000 Uiso R . . . . . . H6052 H 0.1494 0.8615 0.8564 0.2050 1.0000 Uiso R . . . . . . H6053 H 0.1205 0.8002 0.8556 0.2052 1.0000 Uiso R . . . . . . H6061 H 0.8265 0.8698 0.9465 0.2010 1.0000 Uiso R . . . . . . H6062 H 0.8469 0.8530 0.8847 0.2010 1.0000 Uiso R . . . . . . H6063 H 0.7766 0.8809 0.8941 0.2010 1.0000 Uiso R . . . . . . H6071 H 0.8630 0.9531 0.9370 0.2421 1.0000 Uiso R . . . . . . H6072 H 0.8920 0.9333 0.8781 0.2421 1.0000 Uiso R . . . . . . H6091 H 0.8690 1.0238 0.8364 0.1963 1.0000 Uiso R . . . . . . H6092 H 0.8462 1.0429 0.8977 0.1961 1.0000 Uiso R . . . . . . H6102 H 0.7885 1.1009 0.8421 0.3350 1.0000 Uiso R . . . . . . H6103 H 0.7798 1.0561 0.7932 0.3350 1.0000 Uiso R . . . . . . H6101 H 0.7375 1.0511 0.8476 0.3351 1.0000 Uiso R . . . . . . C611 C 0.4056(4) 0.8609(3) 0.1547(3) 0.129(5) 1.0000 Uiso D . . . . . . Cl612 Cl 0.4698(2) 0.8113(2) 0.1493(2) 0.1638(16) 1.0000 Uiso D . . . . . . Cl613 Cl 0.3491(5) 0.8366(6) 0.2041(5) 0.225(5) 0.5000 Uiso D . . 3 1 . . Cl614 Cl 0.4095(5) 0.8913(4) 0.2226(4) 0.205(4) 0.5000 Uiso D . . 3 2 . . H6111 H 0.4240 0.8970 0.1673 0.1560 0.5000 Uiso R . . 3 1 . . H6112 H 0.3831 0.8656 0.1176 0.1561 0.5000 Uiso R . . 3 1 . . H6113 H 0.4108 0.8905 0.1262 0.1561 0.5000 Uiso R . . 3 2 . . H6114 H 0.3632 0.8422 0.1480 0.1560 0.5000 Uiso R . . 3 2 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0598(6) 0.0240(4) 0.0353(5) -0.0006(4) 0.0056(4) -0.0008(4) O101 0.059(3) 0.031(2) 0.032(2) 0.0035(17) 0.007(2) 0.003(2) C102 0.057(4) 0.024(3) 0.028(3) 0.000(2) -0.001(3) 0.012(3) N103 0.057(3) 0.036(3) 0.033(3) 0.007(2) 0.011(2) -0.001(2) O104 0.053(3) 0.034(2) 0.044(3) -0.0016(19) 0.007(2) -0.001(2) C105 0.050(4) 0.031(3) 0.034(3) -0.001(2) 0.007(3) 0.008(3) N106 0.044(3) 0.032(3) 0.033(3) 0.003(2) 0.009(2) 0.002(2) N107 0.045(3) 0.029(2) 0.035(3) 0.005(2) 0.002(2) 0.007(2) C108 0.055(4) 0.032(3) 0.025(3) -0.002(2) 0.002(3) 0.000(3) C109 0.055(4) 0.025(3) 0.043(4) -0.002(3) 0.004(3) 0.002(3) C110 0.047(3) 0.035(3) 0.029(3) 0.004(2) 0.008(3) 0.006(3) C111 0.050(4) 0.034(3) 0.047(4) 0.005(3) 0.006(3) 0.005(3) C112 0.060(4) 0.056(4) 0.037(3) 0.007(3) 0.014(3) 0.000(3) C113 0.070(5) 0.071(5) 0.053(4) 0.002(4) 0.017(3) 0.017(4) C114 0.046(4) 0.076(5) 0.073(5) 0.011(4) 0.022(3) 0.008(4) C115 0.056(4) 0.059(5) 0.060(4) 0.009(3) 0.007(4) 0.001(4) C116 0.053(4) 0.037(3) 0.050(4) 0.013(3) 0.011(3) 0.005(3) O117 0.061(3) 0.062(3) 0.047(3) -0.018(2) -0.004(2) 0.011(3) C118 0.070(5) 0.065(5) 0.048(4) -0.017(4) -0.012(4) 0.009(4) C119 0.054(4) 0.032(3) 0.032(3) -0.001(3) -0.005(3) 0.004(3) C120 0.068(5) 0.045(4) 0.045(4) 0.012(3) 0.008(3) -0.003(4) C121 0.073(5) 0.051(4) 0.053(4) -0.004(3) 0.020(4) 0.022(4) C122 0.071(5) 0.052(5) 0.068(5) -0.005(4) 0.021(4) 0.028(4) C123 0.078(5) 0.039(4) 0.041(4) 0.002(3) 0.002(4) 0.021(4) C124 0.055(4) 0.031(3) 0.042(4) 0.002(3) -0.005(3) 0.006(3) O125 0.063(3) 0.026(2) 0.066(3) 0.004(2) 0.009(2) 0.006(2) C126 0.112(7) 0.029(4) 0.067(5) 0.001(3) 0.019(5) 0.007(4) N127 0.053(3) 0.036(3) 0.028(3) 0.005(2) 0.007(2) 0.002(2) N128 0.063(4) 0.036(3) 0.039(3) 0.005(2) 0.017(3) 0.001(3) C129 0.067(5) 0.033(3) 0.041(4) 0.001(3) 0.008(3) 0.003(3) C130 0.067(5) 0.045(4) 0.035(4) 0.013(3) 0.002(3) 0.004(3) C131 0.061(4) 0.032(3) 0.040(4) -0.001(3) 0.004(3) 0.004(3) C132 0.052(4) 0.032(3) 0.042(4) 0.004(3) 0.011(3) 0.001(3) C133 0.068(5) 0.051(4) 0.036(4) 0.007(3) -0.008(3) -0.002(4) C134 0.070(6) 0.060(5) 0.063(5) 0.015(4) -0.019(4) -0.012(4) C135 0.059(5) 0.059(5) 0.064(5) 0.011(4) 0.001(4) -0.007(4) C136 0.075(6) 0.035(4) 0.057(5) -0.001(3) 0.007(4) 0.009(3) C137 0.039(4) 0.039(4) 0.047(4) 0.010(3) -0.003(3) 0.003(3) O138 0.065(3) 0.032(2) 0.046(3) -0.0026(19) 0.010(2) 0.004(2) C139 0.072(6) 0.065(5) 0.059(5) -0.021(4) 0.020(4) -0.012(4) C140 0.073(5) 0.046(4) 0.049(4) 0.016(3) 0.028(4) 0.000(4) C141 0.070(6) 0.073(6) 0.087(6) 0.026(5) 0.031(5) 0.014(5) C142 0.080(7) 0.086(7) 0.112(8) 0.043(6) 0.030(6) 0.002(5) C143 0.074(6) 0.088(6) 0.070(6) 0.029(5) 0.033(5) -0.006(5) C144 0.097(7) 0.070(6) 0.071(6) 0.022(5) 0.021(5) -0.013(5) C145 0.072(6) 0.085(6) 0.055(5) 0.019(4) 0.017(4) -0.003(5) O146 0.094(5) 0.117(6) 0.123(6) 0.090(5) 0.043(4) 0.025(4) C147 0.158(13) 0.179(14) 0.185(14) 0.162(13) 0.060(11) 0.041(10) O201 0.064(3) 0.023(2) 0.050(3) 0.0020(18) -0.009(2) -0.002(2) C202 0.059(4) 0.028(3) 0.040(4) -0.005(3) 0.001(3) -0.001(3) N203 0.058(4) 0.028(3) 0.048(3) -0.005(2) -0.004(3) 0.001(2) O204 0.069(3) 0.024(2) 0.043(3) -0.0025(17) -0.004(2) -0.003(2) C205 0.068(5) 0.033(3) 0.034(3) -0.002(3) -0.009(3) -0.002(3) N206 0.073(4) 0.036(3) 0.032(3) 0.002(2) -0.006(3) -0.003(3) N207 0.145(7) 0.041(4) 0.041(3) -0.009(3) -0.012(4) 0.010(4) C208 0.188(10) 0.058(5) 0.021(4) -0.003(3) -0.013(5) 0.028(5) C209 0.133(8) 0.062(5) 0.033(4) 0.009(3) 0.010(4) 0.018(5) C210 0.077(5) 0.034(3) 0.043(4) 0.008(3) -0.006(3) -0.004(3) C211 0.068(5) 0.034(3) 0.045(4) 0.000(3) 0.000(3) -0.006(3) C212 0.060(5) 0.051(4) 0.062(5) 0.002(3) -0.011(4) 0.001(4) C213 0.118(7) 0.029(4) 0.092(6) 0.010(4) -0.031(6) -0.001(4) C214 0.129(8) 0.031(4) 0.079(5) -0.012(4) -0.026(5) -0.007(4) C215 0.106(7) 0.041(4) 0.057(5) 0.002(3) -0.022(4) -0.018(4) C216 0.069(5) 0.043(4) 0.046(4) 0.004(3) -0.006(3) -0.010(3) O217 0.083(4) 0.037(3) 0.042(3) 0.012(2) -0.014(2) -0.002(2) C218 0.105(7) 0.059(5) 0.060(5) 0.014(4) -0.031(5) -0.009(5) N227 0.062(4) 0.035(3) 0.060(4) -0.011(3) -0.013(3) 0.001(3) N228 0.071(5) 0.037(3) 0.074(4) -0.014(3) -0.024(3) -0.006(3) C229 0.064(5) 0.042(4) 0.078(6) 0.004(4) -0.026(4) -0.001(4) C230 0.050(5) 0.041(4) 0.088(6) -0.005(4) -0.013(4) 0.008(3) C231 0.056(5) 0.036(4) 0.081(6) -0.004(4) -0.013(4) -0.002(3) C232 0.048(4) 0.044(4) 0.061(5) -0.010(3) -0.005(3) 0.000(3) C233 0.068(5) 0.045(4) 0.071(5) 0.002(4) -0.006(4) 0.016(4) C234 0.064(5) 0.030(4) 0.091(6) -0.020(4) -0.009(4) 0.012(4) C235 0.074(6) 0.047(5) 0.087(6) -0.024(4) -0.006(5) -0.001(4) C236 0.059(5) 0.052(4) 0.068(5) -0.026(4) 0.000(4) 0.011(4) C237 0.060(5) 0.046(4) 0.049(4) -0.009(3) -0.001(3) 0.006(3) O238 0.077(4) 0.042(3) 0.058(3) -0.002(2) 0.005(3) 0.001(2) C239 0.099(7) 0.070(6) 0.067(6) 0.002(4) -0.002(5) 0.025(5) C240 0.082(6) 0.047(4) 0.062(5) -0.007(4) -0.022(4) -0.005(4) C241 0.076(6) 0.062(5) 0.114(8) -0.005(5) -0.043(6) -0.006(5) C242 0.092(7) 0.073(6) 0.098(7) -0.002(5) -0.053(6) -0.011(5) C243 0.090(7) 0.066(6) 0.105(7) -0.004(5) -0.048(6) -0.023(5) C244 0.090(7) 0.051(5) 0.076(6) -0.008(4) -0.021(5) -0.015(5) C245 0.079(6) 0.052(5) 0.059(5) -0.005(4) -0.017(4) -0.007(4) O246 0.082(4) 0.040(3) 0.081(4) -0.012(3) -0.018(3) -0.002(3) C247 0.114(8) 0.045(5) 0.084(6) -0.009(4) -0.007(6) 0.008(5) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.09397(18) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 . O101 . 2.064(4) yes Fe1 . O104 . 1.971(4) yes Fe1 . O201 . 2.031(4) yes Fe1 . O204 . 1.996(4) yes Fe1 . O301 . 2.085(9) yes Fe1 . O304 . 1.914(7) yes Fe1 . O101 . 2.064(4) yes Fe1 . O104 . 1.971(4) yes Fe1 . O201 . 2.031(4) yes Fe1 . O204 . 1.996(4) yes Fe1 . O401 . 2.098(10) yes Fe1 . O404 . 2.051(10) yes O101 . C102 . 1.276(4) yes C102 . N103 . 1.299(5) yes C102 . C105 . 1.517(5) yes N103 . O104 . 1.342(5) yes N103 . H1031 . 0.863 no C105 . N106 . 1.439(5) yes C105 . N127 . 1.450(5) yes C105 . H1051 . 0.967 no N106 . N107 . 1.361(4) yes N106 . C110 . 1.352(4) yes N107 . C108 . 1.339(4) yes C108 . C109 . 1.401(4) yes C108 . C119 . 1.486(5) yes C109 . C110 . 1.384(4) yes C109 . H1091 . 0.927 no C110 . C111 . 1.483(4) yes C111 . C112 . 1.395(4) yes C111 . C116 . 1.386(4) yes C112 . C113 . 1.385(4) yes C112 . H1121 . 0.933 no C113 . C114 . 1.389(4) yes C113 . H1131 . 0.932 no C114 . C115 . 1.391(4) yes C114 . H1141 . 0.931 no C115 . C116 . 1.384(4) yes C115 . H1151 . 0.928 no C116 . O117 . 1.363(5) yes O117 . C118 . 1.405(6) yes C118 . H1183 . 0.965 no C118 . H1181 . 0.958 no C118 . H1182 . 0.960 no C119 . C120 . 1.386(6) yes C119 . C124 . 1.404(5) yes C120 . C121 . 1.383(6) yes C120 . H1201 . 0.932 no C121 . C122 . 1.386(6) yes C121 . H1211 . 0.928 no C122 . C123 . 1.392(6) yes C122 . H1221 . 0.936 no C123 . C124 . 1.377(6) yes C123 . H1231 . 0.935 no C124 . O125 . 1.356(6) yes O125 . C126 . 1.429(6) yes C126 . H1262 . 0.965 no C126 . H1261 . 0.968 no C126 . H1263 . 0.963 no N127 . N128 . 1.348(5) yes N127 . C131 . 1.370(5) yes N128 . C129 . 1.347(5) yes C129 . C130 . 1.403(5) yes C129 . C140 . 1.489(5) yes C130 . C131 . 1.375(5) yes C130 . H1301 . 0.939 no C131 . C132 . 1.480(5) yes C132 . C133 . 1.381(6) yes C132 . C137 . 1.402(6) yes C133 . C134 . 1.390(6) yes C133 . H1331 . 0.929 no C134 . C135 . 1.392(6) yes C134 . H1341 . 0.928 no C135 . C136 . 1.397(6) yes C135 . H1351 . 0.939 no C136 . C137 . 1.378(6) yes C136 . H1361 . 0.926 no C137 . O138 . 1.364(6) yes O138 . C139 . 1.423(6) yes C139 . H1392 . 0.958 no C139 . H1393 . 0.966 no C139 . H1391 . 0.961 no C140 . C141 . 1.377(6) yes C140 . C145 . 1.398(6) yes C141 . C142 . 1.395(6) yes C141 . H1411 . 0.938 no C142 . C143 . 1.378(6) yes C142 . H1421 . 0.933 no C143 . C144 . 1.395(6) yes C143 . H1431 . 0.933 no C144 . C145 . 1.379(6) yes C144 . H1441 . 0.944 no C145 . O146 . 1.365(7) yes O146 . C147 . 1.421(7) yes C147 . H1471 . 0.960 no C147 . H1472 . 0.962 no C147 . H1473 . 0.961 no O201 . C202 . 1.249(5) yes C202 . N203 . 1.307(4) yes C202 . C205 . 1.526(5) yes N203 . O204 . 1.363(5) yes N203 . H2031 . 0.866 no C205 . N206 . 1.443(5) yes C205 . N227 . 1.485(6) yes C205 . H2051 . 0.989 no N206 . N207 . 1.348(4) yes N206 . C210 . 1.380(4) yes N207 . C208 . 1.346(4) yes C208 . C209 . 1.410(4) yes C208 . C219 . 1.511(7) yes C208 . C209 . 1.410(4) yes C208 . C519 . 1.475(8) yes C209 . C210 . 1.372(4) yes C209 . H2091 . 0.933 no C210 . C211 . 1.488(4) yes C211 . C212 . 1.388(4) yes C211 . C216 . 1.391(4) yes C212 . C213 . 1.391(4) yes C212 . H2121 . 0.926 no C213 . C214 . 1.386(4) yes C213 . H2131 . 0.927 no C214 . C215 . 1.392(4) yes C214 . H2141 . 0.932 no C215 . C216 . 1.386(4) yes C215 . H2151 . 0.933 no C216 . O217 . 1.354(5) yes O217 . C218 . 1.431(6) yes C218 . H2181 . 0.960 no C218 . H2182 . 0.961 no C218 . H2183 . 0.966 no C219 . C220 . 1.391(7) yes C219 . C224 . 1.394(7) yes C220 . C221 . 1.398(7) yes C220 . H2201 . 0.930 no C221 . C222 . 1.377(7) yes C221 . H2211 . 0.936 no C222 . C223 . 1.385(7) yes C222 . H2221 . 0.935 no C223 . C224 . 1.391(7) yes C223 . H2231 . 0.934 no C224 . O225 . 1.348(8) yes O225 . C226 . 1.428(8) yes C226 . H2262 . 0.962 no C226 . H2263 . 0.962 no C226 . H2261 . 0.963 no N227 . N228 . 1.355(5) yes N227 . C231 . 1.363(5) yes N228 . C229 . 1.337(5) yes C229 . C230 . 1.407(5) yes C229 . C240 . 1.479(5) yes C230 . C231 . 1.373(5) yes C230 . H2301 . 0.927 no C231 . C232 . 1.484(5) yes C232 . C233 . 1.384(6) yes C232 . C237 . 1.391(6) yes C233 . C234 . 1.392(6) yes C233 . H2331 . 0.942 no C234 . C235 . 1.383(6) yes C234 . H2341 . 0.927 no C235 . C236 . 1.395(6) yes C235 . H2351 . 0.938 no C236 . C237 . 1.385(6) yes C236 . H2361 . 0.934 no C237 . O238 . 1.377(6) yes O238 . C239 . 1.438(7) yes C239 . H2393 . 0.964 no C239 . H2391 . 0.963 no C239 . H2392 . 0.963 no C240 . C241 . 1.392(6) yes C240 . C245 . 1.392(6) yes C241 . C242 . 1.391(6) yes C241 . H2411 . 0.933 no C242 . C243 . 1.381(7) yes C242 . H2421 . 0.933 no C243 . C244 . 1.382(6) yes C243 . H2431 . 0.926 no C244 . C245 . 1.387(6) yes C244 . H2441 . 0.930 no C245 . O246 . 1.364(7) yes O246 . C247 . 1.420(7) yes C247 . H2472 . 0.966 no C247 . H2471 . 0.963 no C247 . H2473 . 0.963 no O301 . C302 . 1.275(7) yes C302 . N303 . 1.293(7) yes C302 . C305 . 1.547(7) yes N303 . O304 . 1.359(7) yes N303 . H3031 . 0.867 no C305 . N306 . 1.470(7) yes C305 . N327 . 1.496(12) yes C305 . H3051 . 0.979 no N306 . N307 . 1.355(5) yes N306 . C310 . 1.372(5) yes N307 . C308 . 1.346(5) yes C308 . C309 . 1.409(5) yes C308 . C319 . 1.478(7) yes C309 . C310 . 1.377(5) yes C309 . H3091 . 0.929 no C310 . C311 . 1.491(6) yes C311 . C312 . 1.392(5) yes C311 . C316 . 1.387(5) yes C312 . C313 . 1.391(5) yes C312 . H3121 . 0.931 no C313 . C314 . 1.384(5) yes C313 . H3131 . 0.933 no C314 . C315 . 1.390(5) yes C314 . H3141 . 0.927 no C315 . C316 . 1.389(5) yes C315 . H3151 . 0.933 no C316 . O317 . 1.369(7) yes O317 . C318 . 1.435(9) yes C318 . H3182 . 0.963 no C318 . H3181 . 0.963 no C318 . H3183 . 0.960 no C319 . C320 . 1.383(7) yes C319 . C324 . 1.393(7) yes C320 . C321 . 1.386(7) yes C320 . H3201 . 0.934 no C321 . C322 . 1.387(7) yes C321 . H3211 . 0.931 no C322 . C323 . 1.396(7) yes C322 . H3221 . 0.930 no C323 . C324 . 1.383(7) yes C323 . H3231 . 0.931 no C324 . O325 . 1.361(9) yes O325 . C326 . 1.427(9) yes C326 . H3261 . 0.963 no C326 . H3262 . 0.959 no C326 . H3263 . 0.963 no N327 . N328 . 1.352(7) yes N327 . C331 . 1.370(7) yes N328 . C329 . 1.341(7) yes C329 . C330 . 1.408(7) yes C329 . C340 . 1.467(8) yes C330 . C331 . 1.371(7) yes C330 . H3301 . 0.933 no C331 . C332 . 1.494(8) yes C332 . C333 . 1.384(7) yes C332 . C337 . 1.393(7) yes C333 . C334 . 1.394(7) yes C333 . H3331 . 0.934 no C334 . C335 . 1.384(7) yes C334 . H3341 . 0.930 no C335 . C336 . 1.393(7) yes C335 . H3351 . 0.930 no C336 . C337 . 1.384(7) yes C336 . H3361 . 0.924 no C337 . O338 . 1.362(9) yes O338 . C339 . 1.421(8) yes C339 . H3392 . 0.961 no C339 . H3393 . 0.963 no C339 . H3391 . 0.960 no C340 . C341 . 1.379(7) yes C340 . C345 . 1.393(7) yes C341 . C342 . 1.391(7) yes C341 . H3411 . 0.937 no C342 . C343 . 1.390(7) yes C342 . H3421 . 0.935 no C343 . C344 . 1.389(7) yes C343 . H3431 . 0.929 no C344 . C345 . 1.383(7) yes C344 . H3441 . 0.931 no C345 . O346 . 1.356(9) yes O346 . C347 . 1.430(9) yes C347 . H3471 . 0.960 no C347 . H3472 . 0.959 no C347 . H3473 . 0.958 no O401 . C402 . 1.251(8) yes C402 . N403 . 1.311(7) yes C402 . C405 . 1.549(7) yes N403 . O404 . 1.362(8) yes N403 . H4031 . 0.864 no C405 . N406 . 1.456(8) yes C405 . N427 . 1.409(13) yes C405 . H4051 . 0.979 no N406 . N407 . 1.353(5) yes N406 . C410 . 1.368(5) yes N407 . C408 . 1.343(5) yes C408 . C409 . 1.407(5) yes C408 . C419 . 1.492(7) yes C409 . C410 . 1.376(5) yes C409 . H4091 . 0.932 no C410 . C411 . 1.479(6) yes C411 . C412 . 1.392(5) yes C411 . C416 . 1.386(4) yes C412 . C413 . 1.387(5) yes C412 . H4121 . 0.930 no C413 . C414 . 1.388(5) yes C413 . H4131 . 0.929 no C414 . C415 . 1.388(5) yes C414 . H4141 . 0.933 no C415 . C416 . 1.391(4) yes C415 . H4151 . 0.928 no C416 . O417 . 1.365(7) yes O417 . C418 . 1.421(9) yes C418 . H4181 . 0.963 no C418 . H4183 . 0.961 no C418 . H4182 . 0.962 no C419 . C420 . 1.385(7) yes C419 . C424 . 1.398(7) yes C420 . C421 . 1.388(7) yes C420 . H4201 . 0.930 no C421 . C422 . 1.387(8) yes C421 . H4211 . 0.931 no C422 . C423 . 1.392(8) yes C422 . H4221 . 0.934 no C423 . C424 . 1.381(7) yes C423 . H4231 . 0.929 no C424 . O425 . 1.359(10) yes O425 . C426 . 1.434(9) yes C426 . H4262 . 0.961 no C426 . H4263 . 0.962 no C426 . H4261 . 0.963 no N427 . N428 . 1.349(7) yes N427 . C431 . 1.370(7) yes N428 . C429 . 1.345(7) yes C429 . C430 . 1.405(7) yes C429 . C440 . 1.485(8) yes C430 . C431 . 1.372(7) yes C430 . H4301 . 0.929 no C431 . C432 . 1.475(9) yes C432 . C433 . 1.384(7) yes C432 . C437 . 1.392(7) yes C433 . C434 . 1.390(8) yes C433 . H4331 . 0.932 no C434 . C435 . 1.387(8) yes C434 . H4341 . 0.932 no C435 . C436 . 1.386(7) yes C435 . H4351 . 0.932 no C436 . C437 . 1.391(7) yes C436 . H4361 . 0.924 no C437 . O438 . 1.351(10) yes O438 . C439 . 1.423(9) yes C439 . H4391 . 0.962 no C439 . H4393 . 0.963 no C439 . H4392 . 0.961 no C440 . C441 . 1.390(7) yes C440 . C445 . 1.391(7) yes C441 . C442 . 1.388(7) yes C441 . H4411 . 0.935 no C442 . C443 . 1.390(8) yes C442 . H4421 . 0.931 no C443 . C444 . 1.386(7) yes C443 . H4431 . 0.928 no C444 . C445 . 1.386(7) yes C444 . H4441 . 0.930 no C445 . O446 . 1.363(10) yes O446 . C447 . 1.435(9) yes C447 . H4472 . 0.959 no C447 . H4471 . 0.959 no C447 . H4473 . 0.961 no C519 . C520 . 1.387(8) yes C519 . C524 . 1.388(8) yes C520 . C521 . 1.388(8) yes C520 . H5201 . 0.929 no C521 . C522 . 1.388(8) yes C521 . H5211 . 0.930 no C522 . C523 . 1.389(8) yes C522 . H5221 . 0.933 no C523 . C524 . 1.390(8) yes C523 . H5231 . 0.930 no C524 . O525 . 1.355(10) yes O525 . C526 . 1.425(9) yes C526 . H5261 . 1.074 no C526 . H5262 . 1.074 no C526 . H5263 . 1.075 no C601 . C602 . 1.491(7) yes C601 . H6011 . 0.966 no C601 . H6012 . 0.965 no C601 . H6013 . 0.964 no C602 . O603 . 1.416(8) yes C602 . H6021 . 0.956 no C602 . H6022 . 0.959 no O603 . C604 . 1.364(8) yes C604 . C605 . 1.473(6) yes C604 . H6041 . 0.978 no C604 . H6042 . 0.977 no C605 . H6051 . 0.959 no C605 . H6052 . 0.957 no C605 . H6053 . 0.957 no C606 . C607 . 1.485(6) yes C606 . H6061 . 0.960 no C606 . H6062 . 0.966 no C606 . H6063 . 0.968 no C607 . O608 . 1.385(8) yes C607 . H6071 . 0.969 no C607 . H6072 . 0.968 no O608 . C609 . 1.386(8) yes C609 . C610 . 1.485(7) yes C609 . H6091 . 0.969 no C609 . H6092 . 0.973 no C610 . H6102 . 0.956 no C610 . H6103 . 0.960 no C610 . H6101 . 0.959 no C611 . Cl612 . 1.754(4) yes C611 . Cl613 . 1.762(5) yes C611 . H6111 . 0.969 no C611 . H6112 . 0.971 no C611 . Cl612 . 1.754(4) yes C611 . Cl614 . 1.747(5) yes C611 . H6113 . 0.974 no C611 . H6114 . 0.972 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O101 . Fe1 . O104 . 79.13(16) yes O101 . Fe1 . O201 . 86.68(16) yes O104 . Fe1 . O201 . 104.37(18) yes O101 . Fe1 . O204 . 161.48(17) yes O104 . Fe1 . O204 . 92.45(18) yes O201 . Fe1 . O204 . 79.42(16) yes O101 . Fe1 . O301 . 94.4(3) yes O104 . Fe1 . O301 . 166.1(3) yes O201 . Fe1 . O301 . 87.4(3) yes O204 . Fe1 . O301 . 97.1(4) yes O101 . Fe1 . O304 . 103.6(3) yes O104 . Fe1 . O304 . 89.4(2) yes O201 . Fe1 . O304 . 164.3(3) yes O204 . Fe1 . O304 . 92.7(3) yes O301 . Fe1 . O304 . 80.0(3) yes O101 . Fe1 . O104 . 79.13(16) yes O101 . Fe1 . O201 . 86.68(16) yes O104 . Fe1 . O201 . 104.37(18) yes O101 . Fe1 . O204 . 161.48(17) yes O104 . Fe1 . O204 . 92.45(18) yes O201 . Fe1 . O204 . 79.42(16) yes O101 . Fe1 . O401 . 86.1(4) yes O104 . Fe1 . O401 . 159.4(4) yes O201 . Fe1 . O401 . 88.9(3) yes O204 . Fe1 . O401 . 105.6(4) yes O101 . Fe1 . O404 . 92.1(4) yes O104 . Fe1 . O404 . 89.2(3) yes O201 . Fe1 . O404 . 165.9(3) yes O204 . Fe1 . O404 . 104.3(4) yes O401 . Fe1 . O404 . 77.0(3) yes Fe1 . O101 . C102 . 110.39(17) yes O101 . C102 . N103 . 119.44(8) yes O101 . C102 . C105 . 118.79(8) yes N103 . C102 . C105 . 121.74(8) yes C102 . N103 . O104 . 118.65(9) yes C102 . N103 . H1031 . 120.2 no O104 . N103 . H1031 . 121.0 no N103 . O104 . Fe1 . 111.35(19) yes C102 . C105 . N106 . 111.32(9) yes C102 . C105 . N127 . 113.9(3) yes N106 . C105 . N127 . 114.8(4) yes C102 . C105 . H1051 . 105.4 no N106 . C105 . H1051 . 105.1 no N127 . C105 . H1051 . 105.2 no C105 . N106 . N107 . 118.76(7) yes C105 . N106 . C110 . 128.15(7) yes N107 . N106 . C110 . 113.09(5) yes N106 . N107 . C108 . 104.53(6) yes N107 . C108 . C109 . 110.74(6) yes N107 . C108 . C119 . 118.0(3) yes C109 . C108 . C119 . 131.1(3) yes C108 . C109 . C110 . 106.21(6) yes C108 . C109 . H1091 . 126.8 no C110 . C109 . H1091 . 127.0 no C109 . C110 . N106 . 105.40(5) yes C109 . C110 . C111 . 129.92(7) yes N106 . C110 . C111 . 124.65(7) yes C110 . C111 . C112 . 118.12(8) yes C110 . C111 . C116 . 121.86(8) yes C112 . C111 . C116 . 119.89(7) yes C111 . C112 . C113 . 119.95(8) yes C111 . C112 . H1121 . 119.6 no C113 . C112 . H1121 . 120.4 no C112 . C113 . C114 . 119.99(8) yes C112 . C113 . H1131 . 120.3 no C114 . C113 . H1131 . 119.7 no C113 . C114 . C115 . 119.92(8) yes C113 . C114 . H1141 . 119.7 no C115 . C114 . H1141 . 120.4 no C114 . C115 . C116 . 120.09(8) yes C114 . C115 . H1151 . 119.5 no C116 . C115 . H1151 . 120.4 no C111 . C116 . C115 . 120.07(8) yes C111 . C116 . O117 . 116.5(3) yes C115 . C116 . O117 . 123.4(3) yes C116 . O117 . C118 . 118.4(5) yes O117 . C118 . H1183 . 109.4 no O117 . C118 . H1181 . 110.2 no H1183 . C118 . H1181 . 108.8 no O117 . C118 . H1182 . 110.5 no H1183 . C118 . H1182 . 108.6 no H1181 . C118 . H1182 . 109.3 no C108 . C119 . C120 . 118.4(4) yes C108 . C119 . C124 . 122.4(4) yes C120 . C119 . C124 . 119.1(4) yes C119 . C120 . C121 . 120.8(4) yes C119 . C120 . H1201 . 119.6 no C121 . C120 . H1201 . 119.6 no C120 . C121 . C122 . 119.9(4) yes C120 . C121 . H1211 . 119.9 no C122 . C121 . H1211 . 120.2 no C121 . C122 . C123 . 119.7(4) yes C121 . C122 . H1221 . 119.4 no C123 . C122 . H1221 . 120.8 no C122 . C123 . C124 . 120.5(4) yes C122 . C123 . H1231 . 120.0 no C124 . C123 . H1231 . 119.4 no C119 . C124 . C123 . 119.9(4) yes C119 . C124 . O125 . 117.9(4) yes C123 . C124 . O125 . 122.2(4) yes C124 . O125 . C126 . 118.7(5) yes O125 . C126 . H1262 . 109.3 no O125 . C126 . H1261 . 109.2 no H1262 . C126 . H1261 . 109.4 no O125 . C126 . H1263 . 109.8 no H1262 . C126 . H1263 . 108.9 no H1261 . C126 . H1263 . 110.2 no C105 . N127 . N128 . 119.1(3) yes C105 . N127 . C131 . 127.9(3) yes N128 . N127 . C131 . 112.99(8) yes N127 . N128 . C129 . 104.56(8) yes N128 . C129 . C130 . 110.75(8) yes N128 . C129 . C140 . 118.1(4) yes C130 . C129 . C140 . 131.1(4) yes C129 . C130 . C131 . 106.27(8) yes C129 . C130 . H1301 . 127.3 no C131 . C130 . H1301 . 126.4 no C130 . C131 . N127 . 105.38(8) yes C130 . C131 . C132 . 128.7(4) yes N127 . C131 . C132 . 125.9(4) yes C131 . C132 . C133 . 119.9(4) yes C131 . C132 . C137 . 120.2(4) yes C133 . C132 . C137 . 119.7(4) yes C132 . C133 . C134 . 120.4(4) yes C132 . C133 . H1331 . 119.5 no C134 . C133 . H1331 . 120.1 no C133 . C134 . C135 . 119.8(4) yes C133 . C134 . H1341 . 120.2 no C135 . C134 . H1341 . 120.0 no C134 . C135 . C136 . 119.9(4) yes C134 . C135 . H1351 . 119.6 no C136 . C135 . H1351 . 120.6 no C135 . C136 . C137 . 120.0(4) yes C135 . C136 . H1361 . 119.8 no C137 . C136 . H1361 . 120.2 no C132 . C137 . C136 . 120.2(4) yes C132 . C137 . O138 . 117.1(4) yes C136 . C137 . O138 . 122.7(4) yes C137 . O138 . C139 . 119.5(5) yes O138 . C139 . H1392 . 109.4 no O138 . C139 . H1393 . 108.8 no H1392 . C139 . H1393 . 109.7 no O138 . C139 . H1391 . 109.4 no H1392 . C139 . H1391 . 109.8 no H1393 . C139 . H1391 . 109.7 no C129 . C140 . C141 . 119.5(4) yes C129 . C140 . C145 . 121.2(4) yes C141 . C140 . C145 . 119.2(4) yes C140 . C141 . C142 . 120.7(4) yes C140 . C141 . H1411 . 119.4 no C142 . C141 . H1411 . 119.9 no C141 . C142 . C143 . 119.8(4) yes C141 . C142 . H1421 . 120.4 no C143 . C142 . H1421 . 119.8 no C142 . C143 . C144 . 119.9(4) yes C142 . C143 . H1431 . 119.6 no C144 . C143 . H1431 . 120.5 no C143 . C144 . C145 . 120.0(4) yes C143 . C144 . H1441 . 120.2 no C145 . C144 . H1441 . 119.8 no C140 . C145 . C144 . 120.3(4) yes C140 . C145 . O146 . 118.2(5) yes C144 . C145 . O146 . 121.4(5) yes C145 . O146 . C147 . 119.7(7) yes O146 . C147 . H1471 . 109.3 no O146 . C147 . H1472 . 108.7 no H1471 . C147 . H1472 . 110.0 no O146 . C147 . H1473 . 109.8 no H1471 . C147 . H1473 . 109.7 no H1472 . C147 . H1473 . 109.5 no Fe1 . O201 . C202 . 112.65(17) yes O201 . C202 . N203 . 119.37(8) yes O201 . C202 . C205 . 118.73(8) yes N203 . C202 . C205 . 121.84(8) yes C202 . N203 . O204 . 118.55(9) yes C202 . N203 . H2031 . 120.7 no O204 . N203 . H2031 . 120.3 no N203 . O204 . Fe1 . 109.87(17) yes C202 . C205 . N206 . 111.28(9) yes C202 . C205 . N227 . 110.6(3) yes N206 . C205 . N227 . 110.8(4) yes C202 . C205 . H2051 . 108.4 no N206 . C205 . H2051 . 107.2 no N227 . C205 . H2051 . 108.4 no C205 . N206 . N207 . 118.49(8) yes C205 . N206 . C210 . 128.19(8) yes N207 . N206 . C210 . 112.93(6) yes N206 . N207 . C208 . 104.55(6) yes N207 . C208 . C209 . 110.76(6) yes N207 . C208 . C219 . 109.7(5) yes C209 . C208 . C219 . 138.1(5) yes N207 . C208 . C209 . 110.76(6) yes N207 . C208 . C519 . 123.3(7) yes C209 . C208 . C519 . 122.9(8) yes C208 . C209 . C210 . 106.23(6) yes C208 . C209 . H2091 . 127.3 no C210 . C209 . H2091 . 126.4 no N206 . C210 . C209 . 105.28(6) yes N206 . C210 . C211 . 124.75(8) yes C209 . C210 . C211 . 129.68(8) yes C210 . C211 . C212 . 118.07(8) yes C210 . C211 . C216 . 121.93(8) yes C212 . C211 . C216 . 119.89(7) yes C211 . C212 . C213 . 120.03(8) yes C211 . C212 . H2121 . 119.3 no C213 . C212 . H2121 . 120.7 no C212 . C213 . C214 . 120.04(8) yes C212 . C213 . H2131 . 119.5 no C214 . C213 . H2131 . 120.4 no C213 . C214 . C215 . 119.89(8) yes C213 . C214 . H2141 . 120.1 no C215 . C214 . H2141 . 120.0 no C214 . C215 . C216 . 120.07(8) yes C214 . C215 . H2151 . 120.3 no C216 . C215 . H2151 . 119.6 no C211 . C216 . C215 . 120.01(8) yes C211 . C216 . O217 . 117.8(3) yes C215 . C216 . O217 . 122.2(3) yes C216 . O217 . C218 . 119.8(5) yes O217 . C218 . H2181 . 109.3 no O217 . C218 . H2182 . 110.5 no H2181 . C218 . H2182 . 108.7 no O217 . C218 . H2183 . 109.8 no H2181 . C218 . H2183 . 108.9 no H2182 . C218 . H2183 . 109.5 no C208 . C219 . C220 . 125.2(6) yes C208 . C219 . C224 . 114.9(6) yes C220 . C219 . C224 . 119.9(5) yes C219 . C220 . C221 . 119.6(5) yes C219 . C220 . H2201 . 120.3 no C221 . C220 . H2201 . 120.1 no C220 . C221 . C222 . 120.2(5) yes C220 . C221 . H2211 . 119.4 no C222 . C221 . H2211 . 120.4 no C221 . C222 . C223 . 120.5(5) yes C221 . C222 . H2221 . 119.3 no C223 . C222 . H2221 . 120.3 no C222 . C223 . C224 . 119.9(5) yes C222 . C223 . H2231 . 120.2 no C224 . C223 . H2231 . 119.9 no C219 . C224 . C223 . 119.9(5) yes C219 . C224 . O225 . 119.1(6) yes C223 . C224 . O225 . 121.0(6) yes C224 . O225 . C226 . 112.2(9) yes O225 . C226 . H2262 . 109.5 no O225 . C226 . H2263 . 109.2 no H2262 . C226 . H2263 . 110.0 no O225 . C226 . H2261 . 108.2 no H2262 . C226 . H2261 . 110.0 no H2263 . C226 . H2261 . 109.9 no C205 . N227 . N228 . 119.1(3) yes C205 . N227 . C231 . 127.6(3) yes N228 . N227 . C231 . 112.99(8) yes N227 . N228 . C229 . 104.56(8) yes N228 . C229 . C230 . 110.78(8) yes N228 . C229 . C240 . 120.5(5) yes C230 . C229 . C240 . 128.7(5) yes C229 . C230 . C231 . 106.27(8) yes C229 . C230 . H2301 . 126.1 no C231 . C230 . H2301 . 127.6 no C230 . C231 . N227 . 105.40(8) yes C230 . C231 . C232 . 133.3(4) yes N227 . C231 . C232 . 121.2(4) yes C231 . C232 . C233 . 120.3(5) yes C231 . C232 . C237 . 120.0(5) yes C233 . C232 . C237 . 119.7(4) yes C232 . C233 . C234 . 120.2(4) yes C232 . C233 . H2331 . 120.0 no C234 . C233 . H2331 . 119.8 no C233 . C234 . C235 . 119.8(4) yes C233 . C234 . H2341 . 119.8 no C235 . C234 . H2341 . 120.4 no C234 . C235 . C236 . 120.3(4) yes C234 . C235 . H2351 . 120.3 no C236 . C235 . H2351 . 119.4 no C235 . C236 . C237 . 119.4(4) yes C235 . C236 . H2361 . 120.1 no C237 . C236 . H2361 . 120.4 no C232 . C237 . C236 . 120.4(4) yes C232 . C237 . O238 . 117.6(4) yes C236 . C237 . O238 . 121.9(5) yes C237 . O238 . C239 . 118.5(5) yes O238 . C239 . H2393 . 109.1 no O238 . C239 . H2391 . 110.2 no H2393 . C239 . H2391 . 108.6 no O238 . C239 . H2392 . 110.3 no H2393 . C239 . H2392 . 109.2 no H2391 . C239 . H2392 . 109.4 no C229 . C240 . C241 . 118.9(5) yes C229 . C240 . C245 . 121.8(5) yes C241 . C240 . C245 . 119.3(4) yes C240 . C241 . C242 . 120.3(4) yes C240 . C241 . H2411 . 119.4 no C242 . C241 . H2411 . 120.3 no C241 . C242 . C243 . 119.7(4) yes C241 . C242 . H2421 . 120.1 no C243 . C242 . H2421 . 120.2 no C242 . C243 . C244 . 120.5(4) yes C242 . C243 . H2431 . 119.3 no C244 . C243 . H2431 . 120.1 no C243 . C244 . C245 . 119.9(4) yes C243 . C244 . H2441 . 119.3 no C245 . C244 . H2441 . 120.8 no C240 . C245 . C244 . 120.3(4) yes C240 . C245 . O246 . 118.9(5) yes C244 . C245 . O246 . 120.8(5) yes C245 . O246 . C247 . 118.3(6) yes O246 . C247 . H2472 . 107.5 no O246 . C247 . H2471 . 110.0 no H2472 . C247 . H2471 . 110.4 no O246 . C247 . H2473 . 109.2 no H2472 . C247 . H2473 . 109.7 no H2471 . C247 . H2473 . 110.0 no Fe1 . O301 . C302 . 109.1(3) yes O301 . C302 . N303 . 119.35(9) yes O301 . C302 . C305 . 118.76(9) yes N303 . C302 . C305 . 121.76(8) yes C302 . N303 . O304 . 118.56(10) yes C302 . N303 . H3031 . 120.0 no O304 . N303 . H3031 . 120.8 no N303 . O304 . Fe1 . 112.3(3) yes C302 . C305 . N306 . 111.36(10) yes C302 . C305 . N327 . 118.8(8) yes N306 . C305 . N327 . 105.5(8) yes C302 . C305 . H3051 . 105.7 no N306 . C305 . H3051 . 108.1 no N327 . C305 . H3051 . 107.0 no C305 . N306 . N307 . 118.60(8) yes C305 . N306 . C310 . 128.17(8) yes N307 . N306 . C310 . 112.98(6) yes N306 . N307 . C308 . 104.56(6) yes N307 . C308 . C309 . 110.79(6) yes N307 . C308 . C319 . 120.0(6) yes C309 . C308 . C319 . 129.2(6) yes C308 . C309 . C310 . 106.28(6) yes C308 . C309 . H3091 . 126.6 no C310 . C309 . H3091 . 127.1 no C309 . C310 . N306 . 105.38(6) yes C309 . C310 . C311 . 129.78(8) yes N306 . C310 . C311 . 124.81(7) yes C310 . C311 . C312 . 118.00(8) yes C310 . C311 . C316 . 121.83(8) yes C312 . C311 . C316 . 119.83(8) yes C311 . C312 . C313 . 120.02(8) yes C311 . C312 . H3121 . 119.7 no C313 . C312 . H3121 . 120.2 no C312 . C313 . C314 . 120.05(8) yes C312 . C313 . H3131 . 120.5 no C314 . C313 . H3131 . 119.5 no C313 . C314 . C315 . 119.92(8) yes C313 . C314 . H3141 . 119.8 no C315 . C314 . H3141 . 120.3 no C314 . C315 . C316 . 120.10(8) yes C314 . C315 . H3151 . 119.3 no C316 . C315 . H3151 . 120.5 no C315 . C316 . C311 . 120.06(8) yes C315 . C316 . O317 . 120.7(5) yes C311 . C316 . O317 . 119.3(5) yes C316 . O317 . C318 . 120.1(9) yes O317 . C318 . H3182 . 109.6 no O317 . C318 . H3181 . 109.8 no H3182 . C318 . H3181 . 109.0 no O317 . C318 . H3183 . 110.1 no H3182 . C318 . H3183 . 109.0 no H3181 . C318 . H3183 . 109.3 no C308 . C319 . C320 . 116.9(7) yes C308 . C319 . C324 . 122.7(7) yes C320 . C319 . C324 . 120.1(5) yes C319 . C320 . C321 . 120.1(5) yes C319 . C320 . H3201 . 119.8 no C321 . C320 . H3201 . 120.1 no C320 . C321 . C322 . 119.9(5) yes C320 . C321 . H3211 . 119.7 no C322 . C321 . H3211 . 120.3 no C321 . C322 . C323 . 120.1(5) yes C321 . C322 . H3221 . 119.3 no C323 . C322 . H3221 . 120.6 no C322 . C323 . C324 . 119.7(5) yes C322 . C323 . H3231 . 120.1 no C324 . C323 . H3231 . 120.2 no C319 . C324 . C323 . 120.0(5) yes C319 . C324 . O325 . 118.9(6) yes C323 . C324 . O325 . 121.1(6) yes C324 . O325 . C326 . 119.5(11) yes O325 . C326 . H3261 . 109.8 no O325 . C326 . H3262 . 109.1 no H3261 . C326 . H3262 . 109.2 no O325 . C326 . H3263 . 109.4 no H3261 . C326 . H3263 . 109.6 no H3262 . C326 . H3263 . 109.7 no C305 . N327 . N328 . 125.1(8) yes C305 . N327 . C331 . 122.0(8) yes N328 . N327 . C331 . 112.95(9) yes N327 . N328 . C329 . 104.51(9) yes N328 . C329 . C330 . 110.74(9) yes N328 . C329 . C340 . 118.0(9) yes C330 . C329 . C340 . 130.9(9) yes C329 . C330 . C331 . 106.20(9) yes C329 . C330 . H3301 . 126.7 no C331 . C330 . H3301 . 127.1 no C330 . C331 . N327 . 105.32(9) yes C330 . C331 . C332 . 128.0(9) yes N327 . C331 . C332 . 125.4(9) yes C331 . C332 . C333 . 117.6(9) yes C331 . C332 . C337 . 122.1(10) yes C333 . C332 . C337 . 120.1(5) yes C332 . C333 . C334 . 119.9(5) yes C332 . C333 . H3331 . 120.1 no C334 . C333 . H3331 . 120.1 no C333 . C334 . C335 . 119.9(5) yes C333 . C334 . H3341 . 120.3 no C335 . C334 . H3341 . 119.8 no C334 . C335 . C336 . 120.2(5) yes C334 . C335 . H3351 . 120.0 no C336 . C335 . H3351 . 119.9 no C335 . C336 . C337 . 119.8(5) yes C335 . C336 . H3361 . 120.5 no C337 . C336 . H3361 . 119.7 no C332 . C337 . C336 . 120.1(5) yes C332 . C337 . O338 . 118.2(6) yes C336 . C337 . O338 . 121.6(6) yes C337 . O338 . C339 . 121.2(10) yes O338 . C339 . H3392 . 109.1 no O338 . C339 . H3393 . 109.6 no H3392 . C339 . H3393 . 109.4 no O338 . C339 . H3391 . 109.8 no H3392 . C339 . H3391 . 109.2 no H3393 . C339 . H3391 . 109.8 no C329 . C340 . C341 . 121.5(8) yes C329 . C340 . C345 . 118.2(8) yes C341 . C340 . C345 . 120.3(5) yes C340 . C341 . C342 . 120.2(5) yes C340 . C341 . H3411 . 120.4 no C342 . C341 . H3411 . 119.5 no C341 . C342 . C343 . 119.7(5) yes C341 . C342 . H3421 . 120.2 no C343 . C342 . H3421 . 120.2 no C342 . C343 . C344 . 120.1(5) yes C342 . C343 . H3431 . 120.1 no C344 . C343 . H3431 . 119.9 no C343 . C344 . C345 . 120.1(5) yes C343 . C344 . H3441 . 119.9 no C345 . C344 . H3441 . 119.9 no C340 . C345 . C344 . 119.7(5) yes C340 . C345 . O346 . 118.8(6) yes C344 . C345 . O346 . 121.5(7) yes C345 . O346 . C347 . 115.9(16) yes O346 . C347 . H3471 . 109.6 no O346 . C347 . H3472 . 110.1 no H3471 . C347 . H3472 . 109.3 no O346 . C347 . H3473 . 109.0 no H3471 . C347 . H3473 . 109.6 no H3472 . C347 . H3473 . 109.3 no Fe1 . O401 . C402 . 112.1(5) yes O401 . C402 . N403 . 119.36(8) yes O401 . C402 . C405 . 118.75(8) yes N403 . C402 . C405 . 121.85(8) yes C402 . N403 . O404 . 118.51(10) yes C402 . N403 . H4031 . 120.6 no O404 . N403 . H4031 . 120.5 no Fe1 . O404 . N403 . 110.6(3) yes C402 . C405 . N406 . 111.39(10) yes C402 . C405 . N427 . 101.4(8) yes N406 . C405 . N427 . 120.8(9) yes C402 . C405 . H4051 . 106.3 no N406 . C405 . H4051 . 108.1 no N427 . C405 . H4051 . 107.8 no C405 . N406 . N407 . 118.53(9) yes C405 . N406 . C410 . 128.10(9) yes N407 . N406 . C410 . 112.96(6) yes N406 . N407 . C408 . 104.58(6) yes N407 . C408 . C409 . 110.78(6) yes N407 . C408 . C419 . 115.5(6) yes C409 . C408 . C419 . 133.0(6) yes C408 . C409 . C410 . 106.26(6) yes C408 . C409 . H4091 . 127.7 no C410 . C409 . H4091 . 126.1 no C409 . C410 . N406 . 105.38(6) yes C409 . C410 . C411 . 129.80(8) yes N406 . C410 . C411 . 124.79(7) yes C410 . C411 . C412 . 118.01(8) yes C410 . C411 . C416 . 121.84(8) yes C412 . C411 . C416 . 119.88(7) yes C411 . C412 . C413 . 120.04(8) yes C411 . C412 . H4121 . 120.1 no C413 . C412 . H4121 . 119.9 no C412 . C413 . C414 . 120.05(8) yes C412 . C413 . H4131 . 119.9 no C414 . C413 . H4131 . 120.1 no C413 . C414 . C415 . 119.92(8) yes C413 . C414 . H4141 . 119.9 no C415 . C414 . H4141 . 120.2 no C414 . C415 . C416 . 120.08(8) yes C414 . C415 . H4151 . 119.7 no C416 . C415 . H4151 . 120.2 no C415 . C416 . C411 . 119.998(18) yes C415 . C416 . O417 . 120.000(10) yes C411 . C416 . O417 . 119.999(10) yes C416 . O417 . C418 . 122.9(11) yes O417 . C418 . H4181 . 109.8 no O417 . C418 . H4183 . 109.3 no H4181 . C418 . H4183 . 109.3 no O417 . C418 . H4182 . 109.9 no H4181 . C418 . H4182 . 109.4 no H4183 . C418 . H4182 . 109.1 no C408 . C419 . C420 . 119.1(7) yes C408 . C419 . C424 . 121.3(7) yes C420 . C419 . C424 . 119.6(5) yes C419 . C420 . C421 . 120.2(5) yes C419 . C420 . H4201 . 119.7 no C421 . C420 . H4201 . 120.1 no C420 . C421 . C422 . 120.0(5) yes C420 . C421 . H4211 . 119.9 no C422 . C421 . H4211 . 120.1 no C421 . C422 . C423 . 120.0(5) yes C421 . C422 . H4221 . 120.5 no C423 . C422 . H4221 . 119.5 no C422 . C423 . C424 . 119.9(5) yes C422 . C423 . H4231 . 120.2 no C424 . C423 . H4231 . 119.8 no C419 . C424 . C423 . 120.3(5) yes C419 . C424 . O425 . 118.4(7) yes C423 . C424 . O425 . 121.3(7) yes C424 . O425 . C426 . 121.5(13) yes O425 . C426 . H4262 . 109.5 no O425 . C426 . H4263 . 109.2 no H4262 . C426 . H4263 . 109.3 no O425 . C426 . H4261 . 109.9 no H4262 . C426 . H4261 . 109.3 no H4263 . C426 . H4261 . 109.6 no C405 . N427 . N428 . 119.7(9) yes C405 . N427 . C431 . 126.5(9) yes N428 . N427 . C431 . 112.93(9) yes N427 . N428 . C429 . 104.50(9) yes N428 . C429 . C430 . 110.72(9) yes N428 . C429 . C440 . 119.4(9) yes C430 . C429 . C440 . 129.8(9) yes C429 . C430 . C431 . 106.19(9) yes C429 . C430 . H4301 . 126.8 no C431 . C430 . H4301 . 127.0 no C430 . C431 . N427 . 105.33(9) yes C430 . C431 . C432 . 130.3(12) yes N427 . C431 . C432 . 118.0(11) yes C431 . C432 . C433 . 128.0(12) yes C431 . C432 . C437 . 110.8(12) yes C433 . C432 . C437 . 120.5(5) yes C432 . C433 . C434 . 119.7(5) yes C432 . C433 . H4331 . 120.1 no C434 . C433 . H4331 . 120.2 no C433 . C434 . C435 . 120.0(5) yes C433 . C434 . H4341 . 120.0 no C435 . C434 . H4341 . 120.1 no C434 . C435 . C436 . 120.4(5) yes C434 . C435 . H4351 . 119.8 no C436 . C435 . H4351 . 119.7 no C435 . C436 . C437 . 119.8(5) yes C435 . C436 . H4361 . 120.2 no C437 . C436 . H4361 . 120.1 no C432 . C437 . C436 . 119.7(5) yes C432 . C437 . O438 . 120.0(7) yes C436 . C437 . O438 . 120.3(7) yes C437 . O438 . C439 . 121.9(15) yes O438 . C439 . H4391 . 109.8 no O438 . C439 . H4393 . 109.3 no H4391 . C439 . H4393 . 109.7 no O438 . C439 . H4392 . 109.3 no H4391 . C439 . H4392 . 109.4 no H4393 . C439 . H4392 . 109.3 no C429 . C440 . C441 . 117.0(9) yes C429 . C440 . C445 . 123.2(9) yes C441 . C440 . C445 . 119.6(5) yes C440 . C441 . C442 . 120.1(5) yes C440 . C441 . H4411 . 120.4 no C442 . C441 . H4411 . 119.5 no C441 . C442 . C443 . 120.1(5) yes C441 . C442 . H4421 . 120.2 no C443 . C442 . H4421 . 119.7 no C442 . C443 . C444 . 119.8(5) yes C442 . C443 . H4431 . 120.1 no C444 . C443 . H4431 . 120.1 no C443 . C444 . C445 . 120.1(5) yes C443 . C444 . H4441 . 119.8 no C445 . C444 . H4441 . 120.1 no C440 . C445 . C444 . 120.3(5) yes C440 . C445 . O446 . 119.6(7) yes C444 . C445 . O446 . 120.1(7) yes C445 . O446 . C447 . 122.0(16) yes O446 . C447 . H4472 . 109.1 no O446 . C447 . H4471 . 109.8 no H4472 . C447 . H4471 . 109.3 no O446 . C447 . H4473 . 110.1 no H4472 . C447 . H4473 . 109.3 no H4471 . C447 . H4473 . 109.3 no C208 . C519 . C520 . 105.9(11) yes C208 . C519 . C524 . 133.0(11) yes C520 . C519 . C524 . 120.2(5) yes C519 . C520 . C521 . 120.0(5) yes C519 . C520 . H5201 . 120.3 no C521 . C520 . H5201 . 119.6 no C520 . C521 . C522 . 119.8(5) yes C520 . C521 . H5211 . 120.2 no C522 . C521 . H5211 . 120.0 no C521 . C522 . C523 . 120.2(5) yes C521 . C522 . H5221 . 120.1 no C523 . C522 . H5221 . 119.7 no C522 . C523 . C524 . 119.9(5) yes C522 . C523 . H5231 . 120.1 no C524 . C523 . H5231 . 120.0 no C523 . C524 . C519 . 119.9(5) yes C523 . C524 . O525 . 120.3(7) yes C519 . C524 . O525 . 119.8(7) yes C524 . O525 . C526 . 118.5(20) yes O525 . C526 . H5261 . 105.9 no O525 . C526 . H5262 . 105.8 no H5261 . C526 . H5262 . 112.5 no O525 . C526 . H5263 . 107.5 no H5261 . C526 . H5263 . 112.3 no H5262 . C526 . H5263 . 112.3 no C602 . C601 . H6011 . 109.5 no C602 . C601 . H6012 . 109.1 no H6011 . C601 . H6012 . 109.7 no C602 . C601 . H6013 . 108.7 no H6011 . C601 . H6013 . 110.1 no H6012 . C601 . H6013 . 109.7 no C601 . C602 . O603 . 109.564(10) yes C601 . C602 . H6021 . 109.2 no O603 . C602 . H6021 . 111.0 no C601 . C602 . H6022 . 108.9 no O603 . C602 . H6022 . 108.3 no H6021 . C602 . H6022 . 109.8 no C602 . O603 . C604 . 113.7(10) yes O603 . C604 . C605 . 109.565(10) yes O603 . C604 . H6041 . 108.4 no C605 . C604 . H6041 . 110.3 no O603 . C604 . H6042 . 110.3 no C605 . C604 . H6042 . 109.4 no H6041 . C604 . H6042 . 109.0 no C604 . C605 . H6051 . 109.4 no C604 . C605 . H6052 . 111.2 no H6051 . C605 . H6052 . 108.9 no C604 . C605 . H6053 . 109.4 no H6051 . C605 . H6053 . 109.2 no H6052 . C605 . H6053 . 108.8 no C607 . C606 . H6061 . 108.6 no C607 . C606 . H6062 . 108.3 no H6061 . C606 . H6062 . 109.8 no C607 . C606 . H6063 . 109.5 no H6061 . C606 . H6063 . 110.0 no H6062 . C606 . H6063 . 110.7 no C606 . C607 . O608 . 109.565(10) yes C606 . C607 . H6071 . 109.0 no O608 . C607 . H6071 . 108.9 no C606 . C607 . H6072 . 109.1 no O608 . C607 . H6072 . 109.5 no H6071 . C607 . H6072 . 110.8 no C607 . O608 . C609 . 113.2(8) yes O608 . C609 . C610 . 109.565(10) yes O608 . C609 . H6091 . 109.6 no C610 . C609 . H6091 . 108.9 no O608 . C609 . H6092 . 109.1 no C610 . C609 . H6092 . 109.3 no H6091 . C609 . H6092 . 110.5 no C609 . C610 . H6102 . 109.1 no C609 . C610 . H6103 . 108.5 no H6102 . C610 . H6103 . 109.5 no C609 . C610 . H6101 . 109.3 no H6102 . C610 . H6101 . 110.1 no H6103 . C610 . H6101 . 110.3 no Cl612 . C611 . Cl613 . 109.500(5) yes Cl612 . C611 . H6111 . 109.3 no Cl613 . C611 . H6111 . 109.5 no Cl612 . C611 . H6112 . 109.4 no Cl613 . C611 . H6112 . 109.5 no H6111 . C611 . H6112 . 109.6 no Cl612 . C611 . Cl614 . 109.500(5) yes Cl612 . C611 . H6113 . 109.0 no Cl614 . C611 . H6113 . 109.4 no Cl612 . C611 . H6114 . 109.7 no Cl614 . C611 . H6114 . 109.6 no H6113 . C611 . H6114 . 109.6 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag N103 . H1031 . N128 . 133 0.86 2.08 2.741(13) yes C105 . H1051 . O138 . 123 0.97 2.30 2.941(13) yes C121 . H1211 . O425 4_556 153 0.93 2.52 3.371(13) yes C139 . H1392 . O404 . 172 0.96 2.59 3.544(13) yes N203 . H2031 . N228 . 133 0.87 2.07 2.734(13) yes N203 . H2031 . O246 . 154 0.87 2.51 3.312(13) yes C205 . H2051 . C216 . 132 0.99 2.57 3.314(13) yes C205 . H2051 . O217 . 124 0.99 2.24 2.921(13) yes C522 . H2231 . C226 . 125 1.18 2.26 3.090(13) yes C226 . H2261 . C522 . 121 0.96 2.49 3.090(13) yes C235 . H2351 . N303 4_556 136 0.94 2.59 3.329(13) yes C235 . H2351 . O304 4_556 140 0.94 2.35 3.118(13) yes C235 . H2351 . O404 4_556 130 0.94 2.38 3.070(13) yes C239 . H2393 . O104 . 156 0.96 2.55 3.448(13) yes N303 . H3031 . N307 . 133 0.87 2.14 2.802(13) yes N403 . H3031 . N307 . 120 0.87 2.14 2.685(13) yes N303 . H3031 . N407 . 128 0.87 2.12 2.746(13) yes N403 . H3031 . N407 . 123 0.87 2.12 2.704(13) yes C305 . H3051 . C437 . 137 0.98 2.59 3.375(13) yes C305 . H3051 . O438 . 124 0.98 2.56 3.210(13) yes C405 . H3051 . C332 . 121 0.75 2.52 2.974(13) yes C405 . H3051 . C432 . 122 0.75 2.44 2.913(13) yes C405 . H3051 . C437 . 146 0.75 2.59 3.238(13) yes C405 . H3051 . O438 . 130 0.75 2.56 3.095(13) yes C409 . H3091 . O325 . 145 0.95 2.34 3.163(13) yes C309 . H3091 . O425 . 128 0.93 1.99 2.668(13) yes C409 . H3091 . C424 . 134 0.95 2.45 3.187(13) yes C409 . H3091 . O425 . 148 0.95 1.99 2.843(13) yes C418 . H3183 . C315 . 127 0.83 2.57 3.140(13) yes C418 . H3183 . C415 . 132 0.83 2.22 2.836(13) yes C336 . H3361 . O525 . 136 0.92 2.44 3.174(13) yes N303 . H4031 . N307 . 138 0.99 1.99 2.802(13) yes N303 . H4031 . N407 . 126 0.99 2.05 2.746(13) yes N403 . H4031 . N307 . 137 0.86 1.99 2.685(13) yes N403 . H4031 . N407 . 132 0.86 2.05 2.704(13) yes C405 . H4051 . C437 . 129 0.98 2.53 3.238(13) yes C405 . H4051 . O438 . 124 0.98 2.44 3.095(13) yes C415 . H4151 . C520 . 162 0.93 2.58 3.472(13) yes C415 . H4151 . C521 . 148 0.93 2.39 3.213(13) yes C418 . H4181 . N203 . 148 0.96 2.59 3.449(13) yes C418 . H4181 . O204 . 176 0.96 2.42 3.376(13) yes C320 . H4201 . N307 . 159 0.75 2.07 2.784(13) yes C320 . H4201 . C308 . 120 0.75 1.97 2.438(13) yes C320 . H4201 . N407 . 149 0.75 2.46 3.129(13) yes C426 . H4262 . C607 3_464 149 0.96 2.43 3.289(13) yes C336 . H4361 . O525 . 134 0.90 2.48 3.174(13) yes C436 . H4361 . O525 . 165 0.92 2.48 3.387(13) yes C526 . H5263 . C337 2_676 138 1.07 2.37 3.248(13) yes C526 . H5263 . O338 2_676 170 1.07 1.46 2.521(13) yes C526 . H5263 . C339 2_676 152 1.07 2.36 3.344(13) yes C526 . H5263 . O438 2_676 159 1.07 2.16 3.184(13) yes C607 . H6071 . C426 3_565 160 0.97 2.36 3.289(13) yes #============================================================================== # start Validation Reply Form #============================================================================== _vrf_PLAT220_13 ; PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.2 Ratio RESPONSE: The large range of temperature factors is because there are carbon atoms restrained by geometry and OMe groups that are relatively free to move about. ; _vrf_PLAT230_13 ; PROBLEM: Hirshfeld Test Diff for C26 -- C27 .. 8.2 su RESPONSE: These atoms are at the end of a ligand that is librating leading to bonded atoms that have large Hirshfeld differences. ; _vrf_PLAT029_17 ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.91 RESPONSE: The crystals, although of a reasonable size gave very weak diffraction with very little data at high angle. Consequently, some of the high angle data is missing as time constraints meant it was more productive to spend the available time acquiring the low angle data than obtaining more high angle data. Despite the paucity of data, there seems little doubt that the gross connectivity is correct. ; _vrf_PLAT306_19 ; PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) ....... O9 RESPONSE: This is a severely disordered water molecule which is on a crystallographic centre of inversion. The H atoms attached to the water oxygen O9 could neither be located in a difference Fourier map nor positioned geometrically. They have been omitted from the model but are included in calculations of the formula weight, density etc. See the refine special details for further information. ; _vrf_PLAT430_19 ; PROBLEM: Short Inter D...A Contact O9 .. O9 .. 2.61 Ang. RESPONSE: This occupied a site with no crystallographic symmetry, but lay relatively close to crystallographic centre of inversion, resulting in a short O...O contact (c. 2.61(2) \%A; symmetry operator 2-x, -y, 2-z) indicative of hydrogen bonding. Again, the large thermal parameters of this atom indicated unresolved disorder. See the refine special details for further information. ; _vrf_PLAT411_22 ; PROBLEM: Short Inter H...H Contact H5012 .. H411 .. 1.83 Ang. RESPONSE: The presence of a disordered THF molecule in the solvent void manifests as a short contact between one of the aryl protons and one of the protons on the THF molecule. ; _vrf_PLAT793_27 ; PROBLEM: The Model has Chirality at C22 (Verify) .... S RESPONSE: The molecule is racemic and was prepared from achiral reagents. ; _vrf_PLAT201_32 ; PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 55 RESPONSE: There is a considerable amount of disorder present which is modeled using isotropic displacement parameters. See the refine special details for further information. ; _vrf_PLAT220_32 ; PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.17 Ratio RESPONSE: There is disorder in the solvent sphere leading to some large isotropic displacement parameters. See the refine special details for further information. ; _vrf_PLAT222_32 ; PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 6.28 Ratio RESPONSE: The hydrogen ADPs ride on those of the carbon, see above. ; _vrf_PLAT413_32 ; PROBLEM: Short Inter XH3 .. XHn H6071 .. H4262 .. 1.60 Ang. RESPONSE: There is considerable disorder leading to apparent close contacts. For example, H6071 is part of the disordered solvent and has very large ADPs and H4262 has an occupancy of 45% sugessting that the close contact happens only occasionally. ; _vrf_PLAT432_32 ; PROBLEM: Short Inter X...Y Contact O338 .. C526 .. 2.43 Ang. RESPONSE: There is considerable disorder leading to apparent close contacts. For example, O338 has an occupancy of 55% and C526 has an occupancy of 30%. ; _vrf_PLAT732_32 ; PROBLEM: Angle Calc 106.2(5), Rep 106.23(6) ...... 8.33 su-Ra RESPONSE: Copious restraints were necessary to ensure that geometries and temperature factors remained sensible throughout. The s.u.s included in the CIF are calculated using the full variance-covariance matrix. Co-variances are not included in the CIF and in the case of this structure the number of restraints makes these off-diagonal terms sizeable so they have a larger than usual influence on the uncertanties. ; _vrf_REFNR01_32 ; PROBLEM: Ratio of reflections to parameters is < 8 RESPONSE: These data are very weak at high angle due to the disorder in the ligands and the solvent sphere (leading to a low data to parameter ratio and poor R-indices). This is exacerbated by the number of atoms that are duplicated due to the presence of disorder. See the refine special details for further information. ; _vrf_PLAT088_32 ; PROBLEM: Ratio of reflections to parameters is < 8 RESPONSE: These data are very weak at high angle due to the disorder in the ligands and the solvent sphere (leading to a low data to parameter ratio and poor R-indices). This is exacerbated by the number of atoms that are duplicated due to the presence of disorder. See the refine special details for further information. ; #============================================================================== # end Validation Reply Form #============================================================================== _chemical_name_common .