# Supplementary Material (ESI) for Chemical Science # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 1475 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Serpell, Christopher' 'Cookson, James' 'Thompson, Amber' 'Beer, P D' _publ_contact_author_name 'Paul D. Beer' _publ_contact_author_email paul.beer@chem.ox.ac.uk _publ_section_title ; A Dual-Functional Tetrakis-Imidazolium Macrocycle for Supramolecular Assembly ; # Attachment 'Crystallographicdata.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 796359' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 10-07-23 _audit_creation_method CRYSTALS_ver_14.07 _oxford_structure_analysis_title 035CJS10 _chemical_name_systematic . _chemical_melting_point . # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material 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 0.500 0.500 0.500 205 63 ' ' 2 0.500 0.500 0.000 280 85 ' ' _platon_squeeze_details ; Large volumes containing diffuse electron density were observed. Attempts to model these volumes as solvent molecules failed, and consequently SQUEEZE was used in order to consider these volumes in the refinement. ; # start Validation Reply Form _vrf_PLAT026_5 ; PROBLEM: Ratio Observed / Unique Reflections too Low .... 25 Perc. RESPONSE: Due to the poorly crystalline nature of the sample, data at high angles was absent, even using synchrotron radiation. ; # end Validation Reply Form _refine_special_details ; After initial structure solution, and correction of the space group to P-1 from P1 (suggested by Superflip), the remaining atoms were located by cycles of Fourier refinement. High levels of disorder were associated with the anions, and each was modelled over two sites, with the occupancies refined. Disorder was also located in the macrocycle ring, which was similarly taken into consideration. Hydrogens were located geometrically and constrained using rides. ; _cell_length_a 10.061(10) _cell_length_b 10.107(9) _cell_length_c 30.25(3) _cell_angle_alpha 94.45(3) _cell_angle_beta 97.31(4) _cell_angle_gamma 95.24(4) _cell_volume 3026(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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 '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' 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' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 1 # Given Formula = C226 Cl6 F40 N38 O4 P20 S2 # Dc = 2.73 Fooo = 1332.00 Mu = 6.23 M = 2483.49 # Found Formula = C82 H74 Cl6 F48 N16 P8 # Dc = 1.46 FOOO = 1332.00 Mu = 3.68 M = 1328.00 _chemical_formula_sum 'C82 H74 Cl6 F48 N16 P8' _chemical_formula_moiety 'C80 H72 N16, 8(F6 P), 2(C H Cl3)' _chemical_compound_source . _chemical_formula_weight 2656.01 _cell_measurement_reflns_used 5682 _cell_measurement_theta_min 2 _cell_measurement_theta_max 32 _cell_measurement_temperature 100 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_min 0.005 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_max 0.060 _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1332.000 _exptl_absorpt_coefficient_mu 0.368 # Sheldrick geometric approximatio 0.98 1.00 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'CrystalClear (Rigaku, 1997--2002)' _exptl_absorpt_correction_T_min 0.76 _exptl_absorpt_correction_T_max 1.00 _diffrn_measurement_device_type Unknown _diffrn_measurement_device Serial _diffrn_radiation_monochromator 'Si(1 1 1) double-crystal monochromator' _diffrn_radiation_type Synchrotron _diffrn_radiation_wavelength 0.68890 _diffrn_measurement_method \w-scans # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'CrystalClear (Rigaku, 1997--2002)' _computing_cell_refinement 'CrystalClear (Rigaku, 1997--2002)' _computing_data_reduction 'CrystalClear (Rigaku, 1997--2002)' _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 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_ambient_temperature 100 _diffrn_reflns_number 38030 _reflns_number_total 27918 _diffrn_reflns_av_R_equivalents 0.075 # Number of reflections without Friedels Law is 27918 # Number of reflections with Friedels Law is 19055 # Theoretical number of reflections is about 22826 _diffrn_reflns_theta_min 2.032 _diffrn_reflns_theta_max 33.006 _diffrn_measured_fraction_theta_max 0.834 _diffrn_reflns_theta_full 25.084 _diffrn_measured_fraction_theta_full 0.969 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -46 _diffrn_reflns_limit_l_max 46 _reflns_limit_h_min -14 _reflns_limit_h_max 14 _reflns_limit_k_min -9 _reflns_limit_k_max 13 _reflns_limit_l_min -45 _reflns_limit_l_max 44 _oxford_diffrn_Wilson_B_factor 3.51 _oxford_diffrn_Wilson_scale 14.14 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.25 _refine_diff_density_max 1.35 # 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 8500 _refine_ls_number_restraints 590 _refine_ls_number_parameters 969 _oxford_refine_ls_R_factor_ref 0.1182 _refine_ls_wR_factor_ref 0.2124 _refine_ls_goodness_of_fit_ref 1.0207 _refine_ls_shift/su_max 0.0008348 _refine_ls_shift/su_mean 0.0000283 # The values computed from all data _oxford_reflns_number_all 8500 _refine_ls_R_factor_all 0.1182 _refine_ls_wR_factor_all 0.2124 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 6911 _refine_ls_R_factor_gt 0.1042 _refine_ls_wR_factor_gt 0.1993 # 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: 35.1 44.8 15.1 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Rigaku 2009, CrystalClear-SM Expert 2.0 r4. 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. 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 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 N1 N 0.1889(6) -0.1112(7) 0.16720(19) 0.0513 1.0000 Uani . . . . . . . C2 C 0.1359(7) -0.0437(8) 0.1990(2) 0.0452 1.0000 Uani . . . . . . . N3 N 0.0797(6) -0.1291(6) 0.22321(19) 0.0515 1.0000 Uani . . . . . . . C4 C 0.0973(8) -0.2574(8) 0.2075(3) 0.0646 1.0000 Uani . . . . . . . C5 C 0.1644(8) -0.2451(9) 0.1727(3) 0.0621 1.0000 Uani . . . . . . . C6 C 0.0221(7) -0.0941(8) 0.2624(2) 0.0524 1.0000 Uani . . . . . . . C7 C -0.0686(8) -0.0006(8) 0.2631(2) 0.0632 1.0000 Uani . . . . . . . C8 C -0.1211(8) 0.0340(9) 0.3022(3) 0.0675 1.0000 Uani . . . . . . . C9 C -0.0755(8) -0.0247(8) 0.3406(2) 0.0539 1.0000 Uani . . . . . . . C10 C 0.0105(9) -0.1159(9) 0.3400(2) 0.0703 1.0000 Uani . . . . . . . C11 C 0.0656(9) -0.1515(9) 0.3017(3) 0.0734 1.0000 Uani . . . . . . . N12 N -0.1283(7) 0.0094(7) 0.3805(2) 0.0629 1.0000 Uani . . . . . . . C13 C -0.2550(10) 0.0103(9) 0.3859(3) 0.0793 1.0000 Uani . . . . . . . N14 N -0.2664(10) 0.0424(8) 0.4286(3) 0.0915 1.0000 Uani . . . . . . . C15 C -0.1424(14) 0.0635(11) 0.4507(3) 0.1058 1.0000 Uani . . . . . . . C16 C -0.0529(11) 0.0417(10) 0.4220(3) 0.0941 1.0000 Uani . . . . . . . C17 C -0.3950(10) 0.0454(13) 0.4479(3) 0.1179 1.0000 Uani . . . . . . . C18 C -0.4862(13) 0.1308(14) 0.4228(3) 0.0874 1.0000 Uani . . . . . . . C19 C -0.4602(10) 0.2660(14) 0.4252(3) 0.0975 1.0000 Uani . . . . . . . C20 C -0.5397(9) 0.3426(9) 0.4006(3) 0.0791 1.0000 Uani . . . . . . . C21 C -0.6527(8) 0.2839(9) 0.3716(2) 0.0576 1.0000 Uani . . . . . . . C22 C -0.6821(10) 0.1487(11) 0.3692(3) 0.0815 1.0000 Uani . . . . . . . C23 C -0.5947(14) 0.0731(11) 0.3958(4) 0.0980 1.0000 Uani . . . . . . . C24 C -0.7337(8) 0.3671(9) 0.3431(3) 0.0672 1.0000 Uani . . . . . . . N25 N -0.6525(6) 0.4396(7) 0.31413(19) 0.0526 1.0000 Uani . . . . . . . C26 C -0.5860(7) 0.3843(8) 0.2841(3) 0.0521 1.0000 Uani . U . . . . . N27 N -0.5296(6) 0.4782(6) 0.26263(19) 0.0508 1.0000 Uani . U . . . . . C28 C -0.5609(9) 0.5973(8) 0.2798(3) 0.0817 1.0000 Uani . U . . . . . C29 C -0.6391(9) 0.5733(10) 0.3117(3) 0.0743 1.0000 Uani . . . . . . . C30 C -0.4519(6) 0.4554(6) 0.2265(2) 0.0437 1.0000 Uani D U . . . . . C33 C -0.3093(6) 0.4127(6) 0.1564(2) 0.0448 1.0000 Uani D U . . . . . N36 N -0.2383(6) 0.3905(6) 0.11836(18) 0.0476 1.0000 Uani D U . . . . . C37 C -0.1893(7) 0.2759(8) 0.1071(3) 0.0486 1.0000 Uani D U . . . . . N38 N -0.1269(6) 0.2920(7) 0.0724(2) 0.0563 1.0000 Uani D . . . . . . C39 C -0.1374(10) 0.4155(10) 0.0609(3) 0.0854 1.0000 Uani D . . . . . . C40 C -0.2079(10) 0.4780(9) 0.0885(3) 0.0811 1.0000 Uani D U . . . . . C41 C -0.0559(8) 0.1894(8) 0.0509(2) 0.0668 1.0000 Uani D . . . . . . C42 C -0.1102(9) 0.1555(8) 0.0028(2) 0.0606 1.0000 Uani D . . . . . . C43 C -0.2452(9) 0.1108(9) -0.0104(3) 0.0782 1.0000 Uani D . . . . . . C44 C -0.2972(8) 0.0787(9) -0.0547(3) 0.0725 1.0000 Uani D . . . . . . C45 C -0.2129(8) 0.0900(7) -0.0877(2) 0.0540 1.0000 Uani D . . . . . . C46 C -0.0774(9) 0.1312(8) -0.0751(3) 0.0659 1.0000 Uani D . . . . . . C47 C -0.0271(8) 0.1671(8) -0.0294(3) 0.0633 1.0000 Uani D . . . . . . C48 C -0.2705(7) 0.0528(8) -0.1353(2) 0.0559 1.0000 Uani D . . . . . . P100 P 0.7101(5) -0.0947(6) 0.1259(2) 0.0463 0.586(10) Uani D U P . 1 . . F101 F 0.8183(9) -0.2003(9) 0.1329(4) 0.0871 0.586(10) Uani D U P . 1 . . F102 F 0.7851(11) -0.0464(10) 0.0831(3) 0.0946 0.586(10) Uani D U P . 1 . . F103 F 0.6257(12) -0.2132(10) 0.0869(4) 0.1160 0.586(10) Uani D U P . 1 . . F104 F 0.6014(9) 0.0005(10) 0.1092(4) 0.0926 0.586(10) Uani D U P . 1 . . F105 F 0.6228(13) -0.1551(10) 0.1564(4) 0.1213 0.586(10) Uani D U P . 1 . . F106 F 0.7855(14) 0.0122(10) 0.1556(3) 0.1174 0.586(10) Uani D U P . 1 . . P107 P 0.2636(10) 0.7297(8) 0.43624(17) 0.0743 0.546(9) Uani D U P 1 3 . . F108 F 0.1274(14) 0.6436(14) 0.4126(5) 0.0942 0.546(9) Uani D U P 1 3 . . F109 F 0.2861(12) 0.7722(11) 0.3890(3) 0.1024 0.546(9) Uani D U P 1 3 . . F110 F 0.3444(12) 0.5978(17) 0.4286(6) 0.1073 0.546(9) Uani D U P 1 3 . . F111 F 0.3946(10) 0.8112(12) 0.4586(3) 0.1020 0.546(9) Uani D U P 1 3 . . F112 F 0.2309(18) 0.683(2) 0.4825(5) 0.0883 0.546(9) Uani D U P 1 3 . . F113 F 0.176(2) 0.8541(18) 0.4432(7) 0.0967 0.546(9) Uani D U P 1 3 . . P114 P 0.5004(6) 0.0166(5) 0.73452(17) 0.0515 0.660(8) Uani D U P 1 1 . . F115 F 0.6059(7) -0.0733(7) 0.7559(3) 0.0734 0.660(8) Uani D U P 1 1 . . F116 F 0.6123(8) 0.0819(8) 0.7065(3) 0.0732 0.660(8) Uani D U P 1 1 . . F117 F 0.4474(8) -0.0938(8) 0.6940(3) 0.0646 0.660(8) Uani D U P 1 1 . . F118 F 0.3970(8) 0.1128(8) 0.7116(3) 0.0621 0.660(8) Uani D U P 1 1 . . F119 F 0.3892(7) -0.0410(6) 0.7616(2) 0.0667 0.660(8) Uani D U P 1 1 . . F120 F 0.5495(7) 0.1335(6) 0.7738(2) 0.0620 0.660(8) Uani D U P 1 1 . . P121 P 0.1184(10) 0.3525(16) 0.1869(7) 0.0618 0.602(9) Uani D U P . 3 . . F122 F 0.1218(10) 0.4433(9) 0.2331(3) 0.0842 0.602(9) Uani D U P . 3 . . F123 F 0.2536(8) 0.4474(9) 0.1780(3) 0.0841 0.602(9) Uani D U P . 3 . . F124 F 0.2221(12) 0.2587(9) 0.2111(5) 0.1136 0.602(9) Uani D U P . 3 . . F125 F 0.1249(12) 0.2652(12) 0.1408(4) 0.1043 0.602(9) Uani D U P . 3 . . F126 F 0.0357(8) 0.4474(7) 0.1622(3) 0.0687 0.602(9) Uani D U P . 3 . . F127 F -0.0023(9) 0.2646(10) 0.1957(3) 0.0957 0.602(9) Uani D U P . 3 . . P200 P 0.7111(7) -0.1209(8) 0.1197(2) 0.0707 0.414(10) Uani D U P . 2 . . F201 F 0.7883(7) -0.2258(8) 0.1096(2) 0.1355 0.414(10) Uani D U P . 2 . . F202 F 0.7071(7) -0.0659(8) 0.0794(2) 0.1389 0.414(10) Uani D U P . 2 . . F203 F 0.5824(7) -0.2029(8) 0.1153(2) 0.1154 0.414(10) Uani D U P . 2 . . F204 F 0.6336(7) 0.0022(8) 0.1405(2) 0.1233 0.414(10) Uani D U P . 2 . . F205 F 0.7281(7) -0.1581(8) 0.1746(2) 0.0922 0.414(10) Uani D U P . 2 . . F206 F 0.8486(7) -0.0137(8) 0.1380(2) 0.0735 0.414(10) Uani D U P . 2 . . P207 P 0.1743(10) 0.6622(10) 0.4375(2) 0.0726 0.454(9) Uani D U P 1 4 . . F208 F 0.143(3) 0.5089(15) 0.4319(4) 0.1854 0.454(9) Uani D U P 1 4 . . F209 F 0.1667(14) 0.6639(15) 0.3836(4) 0.0928 0.454(9) Uani D U P 1 4 . . F210 F 0.310(2) 0.630(4) 0.4397(8) 0.1710 0.454(9) Uani D U P 1 4 . . F211 F 0.216(3) 0.817(2) 0.4429(9) 0.1217 0.454(9) Uani D U P 1 4 . . F212 F 0.1781(19) 0.663(2) 0.4896(5) 0.0874 0.454(9) Uani D U P 1 4 . . F213 F 0.0257(12) 0.6933(17) 0.4314(4) 0.1272 0.454(9) Uani D U P 1 4 . . P214 P 0.5366(7) 0.0323(7) 0.7290(2) 0.0589 0.340(8) Uani D U P 1 2 . . F215 F 0.5296(7) -0.0351(7) 0.7761(2) 0.0994 0.340(8) Uani D U P 1 2 . . F216 F 0.6650(7) -0.0524(7) 0.7229(2) 0.0764 0.340(8) Uani D U P 1 2 . . F217 F 0.4517(7) -0.1018(7) 0.7047(2) 0.0815 0.340(8) Uani D U P 1 2 . . F218 F 0.5481(7) 0.0857(7) 0.6825(2) 0.0908 0.340(8) Uani D U P 1 2 . . F219 F 0.4043(7) 0.1029(7) 0.7339(2) 0.0861 0.340(8) Uani D U P 1 2 . . F220 F 0.6303(7) 0.1497(7) 0.7538(2) 0.0721 0.340(8) Uani D U P 1 2 . . P221 P 0.1524(17) 0.349(2) 0.1833(9) 0.0481 0.398(9) Uani D U P . 4 . . F222 F 0.2145(14) 0.4744(12) 0.2121(5) 0.0760 0.398(9) Uani D U P . 4 . . F223 F 0.2842(11) 0.2959(14) 0.1791(4) 0.0732 0.398(9) Uani D U P . 4 . . F224 F 0.1359(13) 0.2723(12) 0.2289(3) 0.0583 0.398(9) Uani D U P . 4 . . F225 F 0.1489(13) 0.4150(12) 0.1371(4) 0.0785 0.398(9) Uani D U P . 4 . . F226 F -0.0025(13) 0.3923(16) 0.1891(5) 0.0793 0.398(9) Uani D U P . 4 . . F227 F 0.0723(14) 0.2128(13) 0.1552(4) 0.0564 0.398(9) Uani D U P . 4 . . C309 C 0.8622(2) 0.5126(3) 0.33986(8) 0.1500 1.0000 Uani D U . . . . . Cl310 Cl 0.7540(2) 0.6242(3) 0.32994(8) 0.2260 1.0000 Uani D U . . . . . Cl311 Cl 0.9368(2) 0.4619(3) 0.29417(8) 0.1426 1.0000 Uani D . . . . . . Cl312 Cl 0.7715(2) 0.3746(3) 0.35578(8) 0.2694 1.0000 Uani D . . . . . . H21 H 0.1392 0.0490 0.2029 0.0559 1.0000 Uiso DR . . . . . . H41 H 0.0675 -0.3361 0.2189 0.0742 1.0000 Uiso DR . . . . . . H51 H 0.1920 -0.3137 0.1553 0.0781 1.0000 Uiso DR . . . . . . H71 H -0.0982 0.0388 0.2372 0.0740 1.0000 Uiso DR . . . . . . H81 H -0.1834 0.0954 0.3025 0.0811 1.0000 Uiso DR . . . . . . H101 H 0.0363 -0.1547 0.3661 0.0811 1.0000 Uiso DR . . . . . . H111 H 0.1321 -0.2110 0.3020 0.0850 1.0000 Uiso DR . . . . . . H131 H -0.3273 -0.0110 0.3632 0.0960 1.0000 Uiso DR . . . . . . H151 H -0.1210 0.0882 0.4808 0.1210 1.0000 Uiso DR . . . . . . H161 H 0.0426 0.0475 0.4288 0.1088 1.0000 Uiso DR . . . . . . H171 H -0.3753 0.0843 0.4784 0.1460 1.0000 Uiso DR . . . . . . H172 H -0.4391 -0.0448 0.4470 0.1459 1.0000 Uiso DR . . . . . . H191 H -0.3858 0.3070 0.4448 0.1199 1.0000 Uiso DR . . . . . . H201 H -0.5182 0.4343 0.4029 0.0983 1.0000 Uiso DR . . . . . . H221 H -0.7573 0.1067 0.3503 0.0971 1.0000 Uiso DR . . . . . . H231 H -0.6140 -0.0194 0.3937 0.1230 1.0000 Uiso DR . . . . . . H242 H -0.7739 0.4305 0.3617 0.0819 1.0000 Uiso DR . . . . . . H241 H -0.8044 0.3081 0.3245 0.0818 1.0000 Uiso DR . . . . . . H261 H -0.5813 0.2932 0.2787 0.0633 1.0000 Uiso DR . . . . . . H281 H -0.5339 0.6788 0.2707 0.0982 1.0000 Uiso DR . . . . . . H291 H -0.6781 0.6358 0.3289 0.0891 1.0000 Uiso DR . . . . . . H371 H -0.1971 0.1989 0.1216 0.0588 1.0000 Uiso DR . . . . . . H391 H -0.1007 0.4505 0.0374 0.1058 1.0000 Uiso DR . . . . . . H401 H -0.2299 0.5656 0.0883 0.0978 1.0000 Uiso DR . . . . . . H411 H 0.0392 0.2242 0.0530 0.0810 1.0000 Uiso DR . . . . . . H412 H -0.0634 0.1102 0.0670 0.0811 1.0000 Uiso DR . . . . . . H431 H -0.3033 0.0994 0.0115 0.0928 1.0000 Uiso DR . . . . . . H441 H -0.3888 0.0517 -0.0626 0.0872 1.0000 Uiso DR . . . . . . H461 H -0.0172 0.1345 -0.0970 0.0795 1.0000 Uiso DR . . . . . . H471 H 0.0627 0.1996 -0.0213 0.0750 1.0000 Uiso DR . . . . . . H481 H -0.3597 0.0816 -0.1408 0.0658 1.0000 Uiso DR . . . . . . H482 H -0.2760 -0.0444 -0.1408 0.0660 1.0000 Uiso DR . . . . . . H3091 H 0.9323 0.5471 0.3647 0.1699 1.0000 Uiso DR . . . . . . C34 C -0.374(2) 0.5280(14) 0.1611(8) 0.0464 0.39(2) Uani D U P 2 2 . . C434 C -0.3048(16) 0.5415(10) 0.1763(4) 0.0514 0.61(2) Uani D U P 2 1 . . C35 C -0.442(2) 0.5539(17) 0.1977(6) 0.0482 0.39(2) Uani D U P 2 2 . . C435 C -0.3753(16) 0.5612(12) 0.2124(5) 0.0543 0.61(2) Uani D U P 2 1 . . C431 C -0.4539(17) 0.3266(9) 0.2065(5) 0.0537 0.61(2) Uani D U P 2 1 . . C31 C -0.382(2) 0.3432(15) 0.2246(6) 0.0399 0.39(2) Uani D U P 2 2 . . C432 C -0.3835(14) 0.3059(10) 0.1702(5) 0.0476 0.61(2) Uani D U P 2 1 . . C32 C -0.309(2) 0.3231(16) 0.1890(5) 0.0420 0.39(2) Uani D U P 2 2 . . H341 H -0.3727 0.5885 0.1392 0.0510 0.39(2) Uiso R . P 2 2 . . H4341 H -0.2568 0.6125 0.1654 0.0713 0.61(2) Uiso R . P 2 1 . . H351 H -0.4796 0.6338 0.2023 0.0501 0.39(2) Uiso R . P 2 2 . . H4351 H -0.3724 0.6466 0.2267 0.0762 0.61(2) Uiso R . P 2 1 . . H4311 H -0.5025 0.2540 0.2171 0.0801 0.61(2) Uiso R . P 2 1 . . H311 H -0.3828 0.2832 0.2465 0.0461 0.39(2) Uiso R . P 2 2 . . H4321 H -0.3866 0.2214 0.1555 0.0713 0.61(2) Uiso R . P 2 1 . . H321 H -0.2602 0.2489 0.1869 0.0480 0.39(2) Uiso R . P 2 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 N1 0.063(4) 0.046(5) 0.045(4) 0.006(3) 0.010(3) 0.003(3) C2 0.051(5) 0.049(5) 0.032(4) -0.004(4) 0.003(4) -0.002(4) N3 0.073(4) 0.042(5) 0.043(4) -0.001(4) 0.019(3) 0.013(4) C4 0.098(7) 0.037(6) 0.064(6) 0.010(4) 0.026(5) 0.007(5) C5 0.081(6) 0.048(7) 0.055(5) -0.006(4) 0.007(5) 0.009(5) C6 0.053(5) 0.050(5) 0.054(5) 0.011(4) -0.001(4) 0.010(4) C7 0.072(6) 0.070(6) 0.049(5) 0.006(4) -0.001(4) 0.026(5) C8 0.061(5) 0.085(7) 0.058(6) -0.005(5) 0.011(4) 0.023(5) C9 0.063(5) 0.065(6) 0.035(5) 0.007(4) 0.003(4) 0.017(5) C10 0.095(6) 0.082(7) 0.042(5) 0.011(4) 0.014(4) 0.041(6) C11 0.091(6) 0.065(6) 0.072(6) 0.018(5) 0.020(5) 0.030(5) N12 0.066(5) 0.085(5) 0.039(5) 0.003(3) 0.011(4) 0.012(4) C13 0.082(8) 0.108(8) 0.049(6) 0.020(5) 0.007(5) 0.010(6) N14 0.121(8) 0.113(7) 0.061(6) 0.027(4) 0.034(5) 0.074(6) C15 0.136(10) 0.127(10) 0.064(7) 0.008(6) 0.023(8) 0.057(9) C16 0.124(8) 0.107(9) 0.056(6) -0.008(5) 0.028(7) 0.031(7) C17 0.126(9) 0.190(12) 0.070(6) 0.056(7) 0.045(6) 0.106(9) C18 0.123(10) 0.112(11) 0.036(6) 0.007(6) 0.024(6) 0.040(8) C19 0.102(8) 0.107(10) 0.075(7) -0.003(7) -0.016(6) 0.018(8) C20 0.080(6) 0.068(7) 0.085(6) 0.010(5) -0.021(5) 0.028(6) C21 0.058(5) 0.070(7) 0.048(5) 0.005(5) 0.012(4) 0.021(5) C22 0.096(7) 0.064(8) 0.084(7) 0.004(6) 0.021(5) 0.001(6) C23 0.146(10) 0.067(8) 0.098(8) 0.022(7) 0.048(8) 0.043(8) C24 0.064(5) 0.082(7) 0.060(5) -0.001(5) 0.013(5) 0.028(5) N25 0.059(4) 0.057(5) 0.041(4) -0.002(3) 0.005(3) 0.013(4) C26 0.047(5) 0.047(5) 0.060(5) 0.010(4) -0.007(4) 0.006(4) N27 0.053(4) 0.039(4) 0.058(4) -0.003(3) 0.001(3) 0.008(3) C28 0.100(7) 0.019(5) 0.134(8) -0.006(5) 0.050(6) 0.009(5) C29 0.080(6) 0.052(7) 0.089(7) -0.012(5) 0.016(5) 0.008(5) C30 0.041(4) 0.037(3) 0.049(4) 0.000(2) -0.011(3) 0.006(3) C33 0.037(4) 0.046(3) 0.047(3) 0.005(2) -0.014(2) 0.003(3) N36 0.054(4) 0.039(4) 0.046(3) 0.009(3) -0.007(2) 0.004(3) C37 0.052(5) 0.037(5) 0.054(5) 0.007(4) 0.000(4) 0.000(4) N38 0.084(5) 0.042(5) 0.048(4) 0.008(3) 0.013(4) 0.023(4) C39 0.135(9) 0.072(8) 0.067(6) 0.024(6) 0.051(6) 0.038(6) C40 0.135(8) 0.052(6) 0.065(5) 0.032(5) 0.022(5) 0.018(6) C41 0.089(6) 0.069(6) 0.043(5) 0.005(4) 0.004(4) 0.017(5) C42 0.071(6) 0.070(6) 0.049(5) 0.015(4) 0.020(5) 0.025(5) C43 0.076(7) 0.105(8) 0.053(6) 0.004(5) 0.019(5) -0.002(6) C44 0.070(6) 0.103(8) 0.044(5) -0.001(5) 0.017(5) -0.003(5) C45 0.065(6) 0.054(5) 0.042(5) 0.002(4) -0.003(4) 0.016(4) C46 0.079(7) 0.071(6) 0.051(6) 0.004(4) 0.008(4) 0.026(5) C47 0.057(5) 0.065(6) 0.065(6) 0.002(4) -0.004(5) 0.012(4) C48 0.064(5) 0.055(5) 0.049(5) 0.005(4) 0.009(4) 0.009(4) P100 0.041(3) 0.028(3) 0.070(4) -0.0114(19) 0.015(2) 0.0033(19) F101 0.067(5) 0.051(6) 0.151(9) 0.047(5) 0.011(5) 0.021(4) F102 0.127(9) 0.069(7) 0.107(6) 0.042(5) 0.056(6) 0.030(5) F103 0.141(9) 0.054(5) 0.126(8) -0.025(5) -0.043(6) -0.018(5) F104 0.066(5) 0.057(5) 0.157(10) 0.021(5) 0.004(5) 0.021(4) F105 0.172(11) 0.067(7) 0.159(9) 0.035(6) 0.121(9) 0.040(6) F106 0.197(11) 0.044(5) 0.083(6) -0.003(4) -0.070(7) -0.010(5) P107 0.106(5) 0.068(4) 0.050(3) 0.000(3) 0.010(3) 0.024(4) F108 0.104(6) 0.106(8) 0.069(7) 0.007(8) -0.014(6) 0.026(5) F109 0.159(9) 0.102(8) 0.054(4) 0.001(4) 0.035(4) 0.034(6) F110 0.109(8) 0.105(7) 0.118(10) 0.007(5) 0.026(7) 0.052(6) F111 0.099(6) 0.129(8) 0.076(5) -0.011(5) 0.021(4) 0.007(5) F112 0.112(11) 0.102(9) 0.050(4) 0.010(4) 0.003(4) 0.017(7) F113 0.143(9) 0.111(8) 0.044(6) -0.002(6) 0.009(5) 0.066(7) P114 0.060(3) 0.033(3) 0.058(3) 0.0010(17) 0.0004(17) 0.0001(17) F115 0.075(4) 0.041(4) 0.094(6) -0.007(3) -0.021(3) 0.010(3) F116 0.080(5) 0.050(5) 0.091(5) -0.008(3) 0.034(4) -0.003(3) F117 0.072(5) 0.053(4) 0.064(4) -0.014(3) 0.000(3) 0.010(4) F118 0.069(4) 0.043(4) 0.070(5) 0.007(3) -0.007(3) 0.005(3) F119 0.084(4) 0.052(4) 0.067(4) 0.008(3) 0.019(3) 0.004(3) F120 0.084(5) 0.041(4) 0.055(4) -0.002(3) -0.008(3) 0.007(3) P121 0.050(5) 0.045(4) 0.081(6) 0.005(3) -0.025(4) 0.004(3) F122 0.094(7) 0.080(6) 0.070(4) 0.005(4) -0.013(4) -0.004(5) F123 0.064(4) 0.076(6) 0.108(7) 0.015(5) -0.004(4) -0.004(4) F124 0.109(7) 0.042(5) 0.166(10) 0.018(5) -0.079(8) 0.005(5) F125 0.110(9) 0.078(8) 0.111(6) -0.028(6) -0.021(5) 0.022(5) F126 0.073(5) 0.040(5) 0.084(6) 0.013(3) -0.027(4) 0.002(4) F127 0.094(5) 0.069(6) 0.111(7) 0.042(4) -0.032(4) -0.029(4) P200 0.097(7) 0.038(5) 0.074(5) -0.010(4) 0.025(5) -0.015(4) F201 0.171(15) 0.052(7) 0.198(16) -0.033(8) 0.119(14) -0.004(7) F202 0.167(18) 0.147(14) 0.082(8) 0.027(7) -0.007(8) -0.074(11) F203 0.097(8) 0.106(10) 0.131(13) 0.047(11) -0.017(9) -0.037(7) F204 0.084(9) 0.082(9) 0.225(19) 0.037(10) 0.064(12) 0.044(8) F205 0.125(11) 0.066(9) 0.083(6) 0.010(6) 0.010(7) -0.005(8) F206 0.057(6) 0.045(7) 0.116(11) 0.011(6) 0.001(5) 0.010(4) P207 0.077(5) 0.095(5) 0.048(3) 0.005(4) 0.004(3) 0.030(5) F208 0.41(2) 0.087(5) 0.066(8) 0.004(5) 0.030(12) 0.049(10) F209 0.125(10) 0.113(10) 0.050(4) 0.009(6) 0.017(5) 0.055(9) F210 0.145(8) 0.32(3) 0.097(12) 0.083(17) 0.046(8) 0.168(12) F211 0.18(2) 0.105(7) 0.078(10) 0.003(8) 0.024(16) -0.009(14) F212 0.105(13) 0.111(11) 0.049(4) 0.005(6) 0.011(6) 0.025(10) F213 0.071(6) 0.235(14) 0.084(7) 0.026(9) 0.016(5) 0.042(8) P214 0.074(7) 0.034(5) 0.069(5) 0.019(4) 0.008(5) 0.001(4) F215 0.189(19) 0.056(10) 0.055(7) 0.008(6) 0.033(8) 0.000(10) F216 0.073(7) 0.066(9) 0.087(10) 0.004(7) -0.003(6) 0.012(6) F217 0.081(10) 0.051(8) 0.099(11) -0.012(8) -0.035(10) 0.021(6) F218 0.128(14) 0.096(12) 0.052(6) 0.021(6) 0.007(7) 0.030(9) F219 0.072(7) 0.055(11) 0.124(15) -0.025(10) 0.013(8) -0.003(7) F220 0.078(8) 0.054(7) 0.077(9) 0.009(6) -0.014(7) 0.002(5) P221 0.042(6) 0.043(5) 0.055(4) -0.003(3) -0.003(6) -0.002(5) F222 0.081(8) 0.044(5) 0.089(8) -0.007(5) -0.019(7) -0.013(5) F223 0.046(5) 0.085(10) 0.089(9) 0.008(6) 0.006(5) 0.012(5) F224 0.063(8) 0.058(7) 0.045(4) -0.007(4) -0.006(5) -0.012(6) F225 0.093(9) 0.067(8) 0.074(6) 0.022(5) 0.000(5) 0.000(6) F226 0.054(5) 0.077(11) 0.104(10) -0.011(7) 0.000(5) 0.020(6) F227 0.064(7) 0.044(6) 0.052(6) -0.003(4) -0.022(5) 0.004(5) C309 0.191(13) 0.093(10) 0.167(12) -0.013(8) 0.037(10) 0.018(7) Cl310 0.117(3) 0.234(5) 0.283(5) -0.122(4) -0.085(3) 0.061(3) Cl311 0.119(2) 0.174(4) 0.138(3) 0.030(2) 0.0022(19) 0.044(2) Cl312 0.449(9) 0.119(4) 0.269(6) -0.028(4) 0.221(6) -0.021(5) C34 0.035(13) 0.025(9) 0.074(12) 0.002(7) 0.001(9) -0.016(8) C434 0.045(9) 0.048(4) 0.051(8) -0.004(5) -0.010(6) -0.014(6) C35 0.060(15) 0.031(9) 0.047(12) -0.003(7) -0.013(9) 0.003(9) C435 0.073(11) 0.046(5) 0.038(8) 0.003(5) -0.008(6) -0.004(6) C431 0.058(10) 0.039(4) 0.065(9) 0.000(5) 0.009(7) 0.012(6) C31 0.023(12) 0.045(10) 0.048(10) 0.003(7) -0.011(7) 0.006(8) C432 0.042(9) 0.036(5) 0.064(9) -0.002(5) 0.002(6) 0.009(5) C32 0.040(13) 0.053(10) 0.026(9) -0.002(6) -0.020(7) 0.011(9) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.5409(14) 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 N1 . C48 2_555 1.467(9) yes N1 . C2 . 1.330(8) yes N1 . C5 . 1.380(9) yes C2 . N3 . 1.311(9) yes C2 . H21 . 0.933 no N3 . C4 . 1.381(9) yes N3 . C6 . 1.419(9) yes C4 . C5 . 1.330(10) yes C4 . H41 . 0.931 no C5 . H51 . 0.922 no C6 . C7 . 1.373(10) yes C6 . C11 . 1.401(10) yes C7 . C8 . 1.388(10) yes C7 . H71 . 0.934 no C8 . C9 . 1.391(10) yes C8 . H81 . 0.921 no C9 . C10 . 1.321(10) yes C9 . N12 . 1.409(9) yes C10 . C11 . 1.386(10) yes C10 . H101 . 0.925 no C11 . H111 . 0.939 no N12 . C13 . 1.307(10) yes N12 . C16 . 1.381(11) yes C13 . N14 . 1.329(10) yes C13 . H131 . 0.932 no N14 . C15 . 1.328(12) yes N14 . C17 . 1.486(11) yes C15 . C16 . 1.348(12) yes C15 . H151 . 0.919 no C16 . H161 . 0.953 no C17 . C18 . 1.494(13) yes C17 . H171 . 0.964 no C17 . H172 . 0.974 no C18 . C19 . 1.362(14) yes C18 . C23 . 1.336(14) yes C19 . C20 . 1.358(12) yes C19 . H191 . 0.935 no C20 . C21 . 1.398(11) yes C20 . H201 . 0.928 no C21 . C22 . 1.366(11) yes C21 . C24 . 1.476(10) yes C22 . C23 . 1.429(13) yes C22 . H221 . 0.934 no C23 . H231 . 0.933 no C24 . N25 . 1.464(10) yes C24 . H242 . 0.969 no C24 . H241 . 0.973 no N25 . C26 . 1.316(8) yes N25 . C29 . 1.354(10) yes C26 . N27 . 1.317(9) yes C26 . H261 . 0.929 no N27 . C28 . 1.355(9) yes N27 . C30 . 1.439(8) yes C28 . C29 . 1.342(11) yes C28 . H281 . 0.917 no C29 . H291 . 0.933 no C30 . C435 . 1.387(8) yes C30 . C431 . 1.390(8) yes C30 . C35 . 1.378(9) yes C30 . C31 . 1.391(9) yes C33 . N36 . 1.443(8) yes C33 . C434 . 1.385(8) yes C33 . C432 . 1.378(8) yes C33 . N36 . 1.443(8) yes C33 . C34 . 1.393(9) yes C33 . C32 . 1.389(9) yes N36 . C37 . 1.337(8) yes N36 . C40 . 1.356(9) yes C37 . N38 . 1.304(8) yes C37 . H371 . 0.925 no N38 . C39 . 1.331(10) yes N38 . C41 . 1.469(9) yes C39 . C40 . 1.323(10) yes C39 . H391 . 0.920 no C40 . H401 . 0.932 no C41 . C42 . 1.490(10) yes C41 . H411 . 0.982 no C41 . H412 . 0.969 no C42 . C43 . 1.390(11) yes C42 . C47 . 1.367(10) yes C43 . C44 . 1.379(10) yes C43 . H431 . 0.943 no C44 . C45 . 1.394(10) yes C44 . H441 . 0.932 no C45 . C46 . 1.384(10) yes C45 . C48 . 1.489(9) yes C46 . C47 . 1.418(10) yes C46 . H461 . 0.953 no C47 . H471 . 0.929 no C48 . H481 . 0.968 no C48 . H482 . 0.979 no P100 . F101 . 1.599(9) yes P100 . F102 . 1.663(10) yes P100 . F103 . 1.700(10) yes P100 . F104 . 1.583(10) yes P100 . F105 . 1.479(10) yes P100 . F106 . 1.441(10) yes P107 . F108 . 1.606(15) yes P107 . F109 . 1.563(11) yes P107 . F110 . 1.640(15) yes P107 . F111 . 1.537(14) yes P107 . F112 . 1.574(13) yes P107 . F113 . 1.614(19) yes P114 . F115 . 1.569(8) yes P114 . F116 . 1.617(8) yes P114 . F117 . 1.596(7) yes P114 . F118 . 1.616(8) yes P114 . F119 . 1.566(9) yes P114 . F120 . 1.606(7) yes P121 . F122 . 1.606(19) yes P121 . F123 . 1.654(15) yes P121 . F124 . 1.619(18) yes P121 . F125 . 1.60(2) yes P121 . F126 . 1.504(19) yes P121 . F127 . 1.503(15) yes P200 . F201 . 1.4084(9) yes P200 . F202 . 1.3768(11) yes P200 . F203 . 1.4576(12) yes P200 . F204 . 1.6524(11) yes P200 . F205 . 1.7219(15) yes P200 . F206 . 1.6824(13) yes P207 . F208 . 1.544(18) yes P207 . F209 . 1.623(14) yes P207 . F210 . 1.429(19) yes P207 . F211 . 1.58(3) yes P207 . F212 . 1.570(15) yes P207 . F213 . 1.547(15) yes P214 . F215 . 1.6344(13) yes P214 . F216 . 1.6337(12) yes P214 . F217 . 1.6062(11) yes P214 . F218 . 1.5575(13) yes P214 . F219 . 1.5850(12) yes P214 . F220 . 1.5290(11) yes P221 . F222 . 1.52(2) yes P221 . F223 . 1.49(2) yes P221 . F224 . 1.65(3) yes P221 . F225 . 1.59(3) yes P221 . F226 . 1.683(17) yes P221 . F227 . 1.65(3) yes C309 . Cl310 . 1.6549(11) yes C309 . Cl311 . 1.7209(13) yes C309 . Cl312 . 1.7304(12) yes C309 . H3091 . 0.981 no C34 . C35 . 1.391(9) yes C34 . H341 . 0.936 no C434 . C435 . 1.387(8) yes C434 . H4341 . 0.933 no C35 . H351 . 0.931 no C435 . H4351 . 0.931 no C431 . C432 . 1.394(8) yes C431 . H4311 . 0.944 no C31 . C32 . 1.391(9) yes C31 . H311 . 0.934 no C432 . H4321 . 0.928 no C32 . H321 . 0.935 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 C48 2_555 N1 . C2 . 125.9(7) yes C48 2_555 N1 . C5 . 126.5(7) yes C2 . N1 . C5 . 107.4(6) yes N1 . C2 . N3 . 108.6(6) yes N1 . C2 . H21 . 124.8 no N3 . C2 . H21 . 126.6 no C2 . N3 . C4 . 109.7(6) yes C2 . N3 . C6 . 124.9(7) yes C4 . N3 . C6 . 125.1(7) yes N3 . C4 . C5 . 105.8(7) yes N3 . C4 . H41 . 126.9 no C5 . C4 . H41 . 127.3 no N1 . C5 . C4 . 108.6(6) yes N1 . C5 . H51 . 125.2 no C4 . C5 . H51 . 126.3 no N3 . C6 . C7 . 121.6(7) yes N3 . C6 . C11 . 118.5(7) yes C7 . C6 . C11 . 119.8(7) yes C6 . C7 . C8 . 120.4(8) yes C6 . C7 . H71 . 120.8 no C8 . C7 . H71 . 118.7 no C7 . C8 . C9 . 118.2(7) yes C7 . C8 . H81 . 120.4 no C9 . C8 . H81 . 121.4 no C8 . C9 . C10 . 121.7(7) yes C8 . C9 . N12 . 118.8(7) yes C10 . C9 . N12 . 119.5(7) yes C9 . C10 . C11 . 121.4(8) yes C9 . C10 . H101 . 119.2 no C11 . C10 . H101 . 119.4 no C6 . C11 . C10 . 118.4(7) yes C6 . C11 . H111 . 120.4 no C10 . C11 . H111 . 121.2 no C9 . N12 . C13 . 127.5(7) yes C9 . N12 . C16 . 125.2(8) yes C13 . N12 . C16 . 107.2(7) yes N12 . C13 . N14 . 110.5(8) yes N12 . C13 . H131 . 124.8 no N14 . C13 . H131 . 124.7 no C13 . N14 . C15 . 107.0(8) yes C13 . N14 . C17 . 125.7(10) yes C15 . N14 . C17 . 127.1(9) yes N14 . C15 . C16 . 109.3(9) yes N14 . C15 . H151 . 125.3 no C16 . C15 . H151 . 125.4 no N12 . C16 . C15 . 105.8(9) yes N12 . C16 . H161 . 127.0 no C15 . C16 . H161 . 127.2 no N14 . C17 . C18 . 110.6(8) yes N14 . C17 . H171 . 108.6 no C18 . C17 . H171 . 107.7 no N14 . C17 . H172 . 110.0 no C18 . C17 . H172 . 110.1 no H171 . C17 . H172 . 109.9 no C17 . C18 . C19 . 122.3(12) yes C17 . C18 . C23 . 119.2(12) yes C19 . C18 . C23 . 118.4(10) yes C18 . C19 . C20 . 122.1(10) yes C18 . C19 . H191 . 118.6 no C20 . C19 . H191 . 119.3 no C19 . C20 . C21 . 120.4(9) yes C19 . C20 . H201 . 119.6 no C21 . C20 . H201 . 120.0 no C20 . C21 . C22 . 118.6(8) yes C20 . C21 . C24 . 119.9(9) yes C22 . C21 . C24 . 121.4(8) yes C21 . C22 . C23 . 118.5(9) yes C21 . C22 . H221 . 120.5 no C23 . C22 . H221 . 121.0 no C22 . C23 . C18 . 122.0(10) yes C22 . C23 . H231 . 118.5 no C18 . C23 . H231 . 119.5 no C21 . C24 . N25 . 111.8(6) yes C21 . C24 . H242 . 109.7 no N25 . C24 . H242 . 109.2 no C21 . C24 . H241 . 107.6 no N25 . C24 . H241 . 108.9 no H242 . C24 . H241 . 109.6 no C24 . N25 . C26 . 125.4(7) yes C24 . N25 . C29 . 126.3(7) yes C26 . N25 . C29 . 108.3(7) yes N25 . C26 . N27 . 109.3(7) yes N25 . C26 . H261 . 124.9 no N27 . C26 . H261 . 125.9 no C26 . N27 . C28 . 107.9(7) yes C26 . N27 . C30 . 125.2(6) yes C28 . N27 . C30 . 126.9(7) yes N27 . C28 . C29 . 107.5(8) yes N27 . C28 . H281 . 125.4 no C29 . C28 . H281 . 127.1 no N25 . C29 . C28 . 107.0(7) yes N25 . C29 . H291 . 125.8 no C28 . C29 . H291 . 127.1 no N27 . C30 . C435 . 119.9(7) yes N27 . C30 . C431 . 119.1(7) yes C435 . C30 . C431 . 121.0(9) yes N27 . C30 . C35 . 117.2(10) yes N27 . C30 . C31 . 119.3(9) yes C35 . C30 . C31 . 123.3(12) yes N36 . C33 . C434 . 118.6(8) yes N36 . C33 . C432 . 118.7(7) yes C434 . C33 . C432 . 122.7(9) yes N36 . C33 . C34 . 119.3(10) yes N36 . C33 . C32 . 120.6(8) yes C34 . C33 . C32 . 120.1(12) yes C33 . N36 . C37 . 124.1(6) yes C33 . N36 . C40 . 127.8(7) yes C37 . N36 . C40 . 108.1(6) yes N36 . C37 . N38 . 108.0(7) yes N36 . C37 . H371 . 126.2 no N38 . C37 . H371 . 125.8 no C37 . N38 . C39 . 108.6(6) yes C37 . N38 . C41 . 124.4(7) yes C39 . N38 . C41 . 127.1(7) yes N38 . C39 . C40 . 109.1(7) yes N38 . C39 . H391 . 124.6 no C40 . C39 . H391 . 126.4 no N36 . C40 . C39 . 106.2(7) yes N36 . C40 . H401 . 126.4 no C39 . C40 . H401 . 127.3 no N38 . C41 . C42 . 112.4(6) yes N38 . C41 . H411 . 107.8 no C42 . C41 . H411 . 108.5 no N38 . C41 . H412 . 108.6 no C42 . C41 . H412 . 109.9 no H411 . C41 . H412 . 109.6 no C41 . C42 . C43 . 121.2(7) yes C41 . C42 . C47 . 120.3(8) yes C43 . C42 . C47 . 118.4(7) yes C42 . C43 . C44 . 122.0(7) yes C42 . C43 . H431 . 119.6 no C44 . C43 . H431 . 118.4 no C43 . C44 . C45 . 119.7(8) yes C43 . C44 . H441 . 119.9 no C45 . C44 . H441 . 120.3 no C44 . C45 . C46 . 119.1(7) yes C44 . C45 . C48 . 118.9(7) yes C46 . C45 . C48 . 122.0(7) yes C45 . C46 . C47 . 120.0(7) yes C45 . C46 . H461 . 120.3 no C47 . C46 . H461 . 119.7 no C46 . C47 . C42 . 120.6(8) yes C46 . C47 . H471 . 119.7 no C42 . C47 . H471 . 119.7 no C45 . C48 . N1 2_555 113.4(6) yes C45 . C48 . H481 . 109.7 no N1 2_555 C48 . H481 . 108.1 no C45 . C48 . H482 . 107.9 no N1 2_555 C48 . H482 . 108.1 no H481 . C48 . H482 . 109.6 no F101 . P100 . F102 . 87.9(5) yes F101 . P100 . F103 . 84.7(6) yes F102 . P100 . F103 . 83.5(6) yes F101 . P100 . F104 . 168.9(7) yes F102 . P100 . F104 . 84.2(6) yes F103 . P100 . F104 . 86.7(6) yes F101 . P100 . F105 . 93.7(6) yes F102 . P100 . F105 . 167.6(8) yes F103 . P100 . F105 . 84.4(7) yes F104 . P100 . F105 . 92.4(6) yes F101 . P100 . F106 . 96.5(7) yes F102 . P100 . F106 . 91.4(7) yes F103 . P100 . F106 . 174.7(8) yes F104 . P100 . F106 . 91.4(6) yes F105 . P100 . F106 . 100.6(8) yes F108 . P107 . F109 . 87.6(7) yes F108 . P107 . F110 . 88.8(9) yes F109 . P107 . F110 . 91.1(8) yes F108 . P107 . F111 . 179.5(8) yes F109 . P107 . F111 . 92.3(7) yes F110 . P107 . F111 . 90.7(8) yes F108 . P107 . F112 . 88.6(10) yes F109 . P107 . F112 . 176.1(10) yes F110 . P107 . F112 . 89.6(9) yes F111 . P107 . F112 . 91.5(8) yes F108 . P107 . F113 . 88.1(10) yes F109 . P107 . F113 . 89.7(9) yes F110 . P107 . F113 . 176.8(12) yes F111 . P107 . F113 . 92.4(9) yes F112 . P107 . F113 . 89.4(10) yes F115 . P114 . F116 . 89.8(6) yes F115 . P114 . F117 . 92.3(4) yes F116 . P114 . F117 . 90.9(5) yes F115 . P114 . F118 . 177.5(6) yes F116 . P114 . F118 . 87.7(5) yes F117 . P114 . F118 . 88.1(5) yes F115 . P114 . F119 . 92.3(5) yes F116 . P114 . F119 . 177.6(5) yes F117 . P114 . F119 . 90.1(5) yes F118 . P114 . F119 . 90.2(5) yes F115 . P114 . F120 . 90.7(4) yes F116 . P114 . F120 . 88.3(5) yes F117 . P114 . F120 . 176.9(5) yes F118 . P114 . F120 . 88.8(4) yes F119 . P114 . F120 . 90.5(5) yes F122 . P121 . F123 . 87.7(9) yes F122 . P121 . F124 . 90.7(12) yes F123 . P121 . F124 . 86.3(7) yes F122 . P121 . F125 . 176.3(10) yes F123 . P121 . F125 . 88.9(11) yes F124 . P121 . F125 . 87.8(9) yes F122 . P121 . F126 . 90.5(9) yes F123 . P121 . F126 . 87.3(11) yes F124 . P121 . F126 . 173.4(13) yes F125 . P121 . F126 . 90.6(13) yes F122 . P121 . F127 . 92.0(10) yes F123 . P121 . F127 . 178.6(14) yes F124 . P121 . F127 . 92.3(12) yes F125 . P121 . F127 . 91.3(11) yes F126 . P121 . F127 . 94.1(8) yes F201 . P200 . F202 . 97.65(5) yes F201 . P200 . F203 . 96.14(9) yes F202 . P200 . F203 . 103.09(7) yes F201 . P200 . F204 . 170.173(10) yes F202 . P200 . F204 . 90.67(5) yes F203 . P200 . F204 . 87.01(6) yes F201 . P200 . F205 . 89.14(5) yes F202 . P200 . F205 . 168.649(12) yes F203 . P200 . F205 . 85.11(8) yes F204 . P200 . F205 . 81.84(9) yes F201 . P200 . F206 . 92.82(7) yes F202 . P200 . F206 . 87.50(9) yes F203 . P200 . F206 . 165.047(16) yes F204 . P200 . F206 . 82.27(7) yes F205 . P200 . F206 . 83.07(6) yes F208 . P207 . F209 . 90.0(8) yes F208 . P207 . F210 . 82.8(15) yes F209 . P207 . F210 . 89.5(10) yes F208 . P207 . F211 . 176.4(14) yes F209 . P207 . F211 . 89.4(11) yes F210 . P207 . F211 . 93.6(19) yes F208 . P207 . F212 . 90.6(11) yes F209 . P207 . F212 . 178.4(11) yes F210 . P207 . F212 . 92.0(11) yes F211 . P207 . F212 . 90.1(12) yes F208 . P207 . F213 . 95.9(13) yes F209 . P207 . F213 . 86.4(8) yes F210 . P207 . F213 . 175.7(12) yes F211 . P207 . F213 . 87.6(11) yes F212 . P207 . F213 . 92.1(10) yes F215 . P214 . F216 . 86.65(8) yes F215 . P214 . F217 . 87.00(9) yes F216 . P214 . F217 . 83.11(9) yes F215 . P214 . F218 . 175.209(4) yes F216 . P214 . F218 . 89.22(8) yes F217 . P214 . F218 . 90.09(5) yes F215 . P214 . F219 . 91.86(8) yes F216 . P214 . F219 . 175.157(4) yes F217 . P214 . F219 . 92.22(6) yes F218 . P214 . F219 . 92.07(7) yes F215 . P214 . F220 . 89.80(6) yes F216 . P214 . F220 . 90.87(9) yes F217 . P214 . F220 . 173.327(5) yes F218 . P214 . F220 . 92.69(5) yes F219 . P214 . F220 . 93.74(6) yes F222 . P221 . F223 . 94.5(13) yes F222 . P221 . F224 . 89.9(15) yes F223 . P221 . F224 . 91.9(18) yes F222 . P221 . F225 . 95.4(15) yes F223 . P221 . F225 . 93.0(12) yes F224 . P221 . F225 . 172.5(15) yes F222 . P221 . F226 . 90.1(12) yes F223 . P221 . F226 . 173.8(18) yes F224 . P221 . F226 . 83.9(10) yes F225 . P221 . F226 . 90.8(14) yes F222 . P221 . F227 . 174.1(14) yes F223 . P221 . F227 . 90.2(13) yes F224 . P221 . F227 . 86.4(12) yes F225 . P221 . F227 . 87.9(15) yes F226 . P221 . F227 . 85.0(11) yes Cl310 . C309 . Cl311 . 114.07(4) yes Cl310 . C309 . Cl312 . 106.46(8) yes Cl311 . C309 . Cl312 . 107.99(4) yes Cl310 . C309 . H3091 . 110.4 no Cl311 . C309 . H3091 . 109.3 no Cl312 . C309 . H3091 . 108.5 no C33 . C34 . C35 . 120.9(18) yes C33 . C34 . H341 . 119.4 no C35 . C34 . H341 . 119.6 no C33 . C434 . C435 . 117.8(12) yes C33 . C434 . H4341 . 120.8 no C435 . C434 . H4341 . 121.4 no C34 . C35 . C30 . 117.0(17) yes C34 . C35 . H351 . 121.5 no C30 . C35 . H351 . 121.5 no C434 . C435 . C30 . 120.4(12) yes C434 . C435 . H4351 . 119.4 no C30 . C435 . H4351 . 120.1 no C30 . C431 . C432 . 118.9(10) yes C30 . C431 . H4311 . 120.9 no C432 . C431 . H4311 . 120.2 no C30 . C31 . C32 . 117.9(15) yes C30 . C31 . H311 . 121.4 no C32 . C31 . H311 . 120.7 no C431 . C432 . C33 . 119.1(10) yes C431 . C432 . H4321 . 120.5 no C33 . C432 . H4321 . 120.4 no C31 . C32 . C33 . 120.0(15) yes C31 . C32 . H321 . 119.9 no C33 . C32 . H321 . 120.1 no #===END #============================================================================== data_1.MeCN _database_code_depnum_ccdc_archive 'CCDC 796360' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 10-05-05 _audit_creation_method CRYSTALS_ver_14.07 _oxford_structure_analysis_title 5756 _chemical_name_systematic . _chemical_melting_point . _cell_length_a 9.8471(2) _cell_length_b 11.4921(2) _cell_length_c 12.2245(2) _cell_angle_alpha 68.0681(10) _cell_angle_beta 89.3833(9) _cell_angle_gamma 85.0539(8) _cell_volume 1278.13(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 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 '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 = C60 H52 F6 N10 O2 P1 # Dc = 1.42 Fooo = 652.00 Mu = 1.33 M = 545.05 # Found Formula = C44 H42 F24 N10 P4 # Dc = 1.68 FOOO = 652.00 Mu = 2.82 M = 645.37 _chemical_formula_sum 'C44 H42 F24 N10 P4' _chemical_formula_moiety 'C40 H36 N8, C4 H6 N2, 4(F6 P)' _chemical_compound_source ? _chemical_formula_weight 1290.73 _cell_measurement_reflns_used 5378 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour clear_pale_colourless _exptl_crystal_size_min 0.180 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_max 0.260 _exptl_crystal_density_diffrn 1.677 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 0.282 # Sheldrick geometric approximatio 0.95 0.95 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.88 _exptl_absorpt_correction_T_max 0.95 # 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 21390 _reflns_number_total 5808 _diffrn_reflns_av_R_equivalents 0.020 # Number of reflections without Friedels Law is 9843 # Number of reflections with Friedels Law is 5808 # Theoretical number of reflections is about 5891 _diffrn_reflns_theta_min 5.212 _diffrn_reflns_theta_max 27.531 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.429 _diffrn_measured_fraction_theta_full 0.990 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min -13 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 15 _oxford_diffrn_Wilson_B_factor 3.24 _oxford_diffrn_Wilson_scale 0.82 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.66 _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>2.0\s(I) _refine_ls_number_reflns 4769 _refine_ls_number_restraints 10 _refine_ls_number_parameters 381 _oxford_refine_ls_R_factor_ref 0.0592 _refine_ls_wR_factor_ref 0.0679 _refine_ls_goodness_of_fit_ref 1.1314 _refine_ls_shift/su_max 0.0003840 _refine_ls_shift/su_mean 0.0000192 # The values computed from all data _oxford_reflns_number_all 5808 _refine_ls_R_factor_all 0.0717 _refine_ls_wR_factor_all 0.0796 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4769 _refine_ls_R_factor_gt 0.0592 _refine_ls_wR_factor_gt 0.0679 # 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: 0.998 0.536 0.500 ; # 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 P1 P 0.89089(6) 0.83135(5) 0.17852(5) 0.0332 1.0000 Uani . . . . . . . F2 F 0.76664(15) 0.74459(14) 0.22467(14) 0.0436 1.0000 Uani . . . . . . . F3 F 0.79910(17) 0.91928(15) 0.06486(14) 0.0492 1.0000 Uani . . . . . . . F4 F 0.94400(19) 0.74533(17) 0.10837(18) 0.0595 1.0000 Uani . . . . . . . F5 F 0.8309(2) 0.91969(17) 0.24489(16) 0.0603 1.0000 Uani . . . . . . . F6 F 0.97824(18) 0.74380(16) 0.29252(18) 0.0605 1.0000 Uani . . . . . . . F7 F 1.01349(18) 0.91641(16) 0.13212(18) 0.0577 1.0000 Uani . . . . . . . P8 P 0.45306(8) 0.35022(6) 0.30835(6) 0.0418 1.0000 Uani . . . . . . . F9 F 0.4955(2) 0.3887(2) 0.17458(16) 0.0629 1.0000 Uani . . . . . . . F10 F 0.4967(3) 0.48258(18) 0.30612(18) 0.0721 1.0000 Uani . . . . . . . F11 F 0.4115(3) 0.2194(2) 0.31081(19) 0.0776 1.0000 Uani . . . . . . . F12 F 0.4092(4) 0.3172(2) 0.44027(17) 0.1097 1.0000 Uani . . . . . . . F13 F 0.3063(2) 0.4159(3) 0.2660(2) 0.0951 1.0000 Uani . . . . . . . F14 F 0.6027(3) 0.2912(3) 0.3496(3) 0.1095 1.0000 Uani . . . . . . . N15 N 0.54095(19) -0.11801(17) 0.90173(16) 0.0295 1.0000 Uani . . . . . . . C16 C 0.6096(2) -0.2267(2) 0.9801(2) 0.0344 1.0000 Uani . . . . . . . C17 C 0.5143(3) -0.3004(2) 1.0428(2) 0.0368 1.0000 Uani . . . . . . . N18 N 0.38858(19) -0.23677(18) 1.00306(16) 0.0313 1.0000 Uani . . . . . . . C19 C 0.4073(2) -0.1277(2) 0.9177(2) 0.0340 1.0000 Uani . . . . . . . C20 C 0.2536(2) -0.2812(2) 1.0440(2) 0.0355 1.0000 Uani . . . . . . . C21 C 0.1852(2) -0.3205(2) 0.9551(2) 0.0317 1.0000 Uani . . . . . . . C22 C 0.0952(3) -0.2360(2) 0.8701(2) 0.0394 1.0000 Uani . . . . . . . C23 C 0.0394(3) -0.2705(2) 0.7845(2) 0.0401 1.0000 Uani . . . . . . . C24 C 0.0724(2) -0.3894(2) 0.7822(2) 0.0331 1.0000 Uani . . . . . . . C25 C 0.1597(3) -0.4746(2) 0.8690(2) 0.0408 1.0000 Uani . . . . . . . C26 C 0.2160(3) -0.4404(2) 0.9554(2) 0.0394 1.0000 Uani . . . . . . . C27 C 0.0170(3) -0.4249(3) 0.6856(2) 0.0392 1.0000 Uani . . . . . . . N28 N 0.1112(2) -0.39747(19) 0.58560(17) 0.0336 1.0000 Uani . . . . . . . C29 C 0.1436(2) -0.2832(2) 0.5183(2) 0.0353 1.0000 Uani . . . . . . . N30 N 0.23195(19) -0.29260(18) 0.43796(16) 0.0297 1.0000 Uani . . . . . . . C31 C 0.2884(2) -0.1889(2) 0.34932(19) 0.0297 1.0000 Uani . . . . . . . C32 C 0.2172(2) -0.0709(2) 0.3110(2) 0.0360 1.0000 Uani . . . . . . . C33 C 0.2745(2) 0.0302(2) 0.2289(2) 0.0354 1.0000 Uani . . . . . . . C34 C 0.3993(2) 0.0125(2) 0.18262(18) 0.0284 1.0000 Uani . . . . . . . C35 C 0.4681(2) -0.1065(2) 0.2168(2) 0.0342 1.0000 Uani . . . . . . . C36 C 0.4134(2) -0.2078(2) 0.3027(2) 0.0348 1.0000 Uani . . . . . . . C37 C 0.2563(3) -0.4187(2) 0.4555(2) 0.0388 1.0000 Uani . . . . . . . C38 C 0.1810(3) -0.4834(2) 0.5474(2) 0.0399 1.0000 Uani . . . . . . . N390 N 0.9188(8) 0.9430(9) 0.4960(7) 0.0877 0.5000 Uani D U . . 1 . . C400 C 0.8087(7) 0.9623(8) 0.4669(10) 0.0584 0.5000 Uani D U . . 1 . . C410 C 0.6682(2) 0.9902(2) 0.4297(2) 0.0705 0.5000 Uani D U . . 1 . . N391 N 0.8740(9) 0.8528(14) 0.5252(8) 0.1366 0.5000 Uani D U . . 2 . . C401 C 0.7833(9) 0.9138(10) 0.4821(12) 0.0697 0.5000 Uani D U . . 2 . . C411 C 0.6682(2) 0.9902(2) 0.4297(2) 0.0664 0.5000 Uani D U . . 2 . . H161 H 0.7042 -0.2433 0.9867 0.0394 1.0000 Uiso R . . . . . . H171 H 0.5277 -0.3794 1.1027 0.0429 1.0000 Uiso R . . . . . . H191 H 0.3379 -0.0677 0.8752 0.0391 1.0000 Uiso R . . . . . . H201 H 0.2678 -0.3523 1.1190 0.0441 1.0000 Uiso R . . . . . . H202 H 0.1993 -0.2132 1.0559 0.0440 1.0000 Uiso R . . . . . . H221 H 0.0730 -0.1558 0.8720 0.0484 1.0000 Uiso R . . . . . . H231 H -0.0210 -0.2138 0.7280 0.0475 1.0000 Uiso R . . . . . . H251 H 0.1797 -0.5552 0.8692 0.0502 1.0000 Uiso R . . . . . . H261 H 0.2748 -0.4994 1.0141 0.0460 1.0000 Uiso R . . . . . . H271 H 0.0057 -0.5150 0.7153 0.0495 1.0000 Uiso R . . . . . . H272 H -0.0695 -0.3782 0.6559 0.0487 1.0000 Uiso R . . . . . . H291 H 0.1108 -0.2080 0.5264 0.0441 1.0000 Uiso R . . . . . . H321 H 0.1320 -0.0596 0.3409 0.0438 1.0000 Uiso R . . . . . . H331 H 0.2292 0.1101 0.2045 0.0422 1.0000 Uiso R . . . . . . H351 H 0.5514 -0.1175 0.1832 0.0398 1.0000 Uiso R . . . . . . H361 H 0.4600 -0.2889 0.3291 0.0401 1.0000 Uiso R . . . . . . H371 H 0.3143 -0.4514 0.4126 0.0461 1.0000 Uiso R . . . . . . H381 H 0.1739 -0.5704 0.5803 0.0466 1.0000 Uiso R . . . . . . H4101 H 0.6410 0.9374 0.3926 0.0804 0.5000 Uiso . . . . 1 . . H4102 H 0.6595 1.0793 0.3743 0.0814 0.5000 Uiso . . . . 1 . . H4103 H 0.6071 0.9825 0.4970 0.0805 0.5000 Uiso . . . . 1 . . H4111 H 0.6446 1.0462 0.4759 0.0749 0.5000 Uiso . . . . 2 . . H4112 H 0.6898 1.0437 0.3496 0.0751 0.5000 Uiso . . . . 2 . . H4113 H 0.5938 0.9442 0.4317 0.0743 0.5000 Uiso . . . . 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 P1 0.0315(3) 0.0302(3) 0.0404(3) -0.0158(2) 0.0005(2) -0.0034(2) F2 0.0331(7) 0.0454(8) 0.0452(8) -0.0079(6) 0.0040(6) -0.0077(6) F3 0.0539(9) 0.0468(9) 0.0408(8) -0.0080(7) -0.0052(7) -0.0095(7) F4 0.0584(10) 0.0534(10) 0.0835(13) -0.0439(10) 0.0268(9) -0.0122(8) F5 0.0852(13) 0.0500(10) 0.0527(10) -0.0305(8) 0.0009(9) 0.0088(9) F6 0.0519(10) 0.0431(9) 0.0731(12) -0.0056(8) -0.0283(9) -0.0037(7) F7 0.0469(9) 0.0478(9) 0.0768(12) -0.0178(9) 0.0018(8) -0.0214(7) P8 0.0554(4) 0.0359(3) 0.0342(3) -0.0138(3) -0.0025(3) -0.0002(3) F9 0.0669(11) 0.0836(13) 0.0525(10) -0.0390(10) 0.0198(9) -0.0226(10) F10 0.1180(18) 0.0472(10) 0.0590(11) -0.0260(9) 0.0205(11) -0.0229(11) F11 0.1148(18) 0.0630(12) 0.0705(13) -0.0366(11) 0.0069(12) -0.0363(12) F12 0.235(4) 0.0609(13) 0.0381(10) -0.0172(9) 0.0366(15) -0.0479(17) F13 0.0463(11) 0.118(2) 0.1013(19) -0.0242(16) 0.0087(12) 0.0162(12) F14 0.1005(19) 0.0803(16) 0.144(3) -0.0432(17) -0.0732(19) 0.0269(14) N15 0.0304(9) 0.0277(9) 0.0307(9) -0.0115(7) 0.0001(7) -0.0009(7) C16 0.0341(11) 0.0299(11) 0.0358(11) -0.0092(9) -0.0057(9) 0.0015(9) C17 0.0420(13) 0.0319(11) 0.0332(11) -0.0083(9) -0.0040(9) -0.0030(9) N18 0.0335(9) 0.0319(9) 0.0302(9) -0.0131(7) 0.0046(7) -0.0053(7) C19 0.0302(11) 0.0325(11) 0.0365(11) -0.0099(9) 0.0039(9) -0.0018(8) C20 0.0361(12) 0.0400(12) 0.0345(11) -0.0169(10) 0.0102(9) -0.0115(10) C21 0.0334(11) 0.0320(11) 0.0315(10) -0.0129(9) 0.0099(8) -0.0086(8) C22 0.0455(13) 0.0339(12) 0.0416(13) -0.0184(10) 0.0051(10) 0.0007(10) C23 0.0416(13) 0.0400(13) 0.0361(12) -0.0129(10) 0.0007(10) 0.0036(10) C24 0.0315(11) 0.0376(11) 0.0325(11) -0.0140(9) 0.0080(8) -0.0112(9) C25 0.0516(14) 0.0298(11) 0.0434(13) -0.0158(10) 0.0000(11) -0.0068(10) C26 0.0453(13) 0.0307(11) 0.0404(12) -0.0115(10) -0.0025(10) -0.0025(10) C27 0.0374(12) 0.0482(14) 0.0377(12) -0.0196(11) 0.0097(10) -0.0182(10) N28 0.0329(9) 0.0405(10) 0.0303(9) -0.0147(8) 0.0044(7) -0.0126(8) C29 0.0351(11) 0.0388(12) 0.0365(11) -0.0178(10) 0.0072(9) -0.0110(9) N30 0.0303(9) 0.0329(9) 0.0274(8) -0.0126(7) 0.0017(7) -0.0042(7) C31 0.0308(10) 0.0321(11) 0.0274(10) -0.0120(8) 0.0007(8) -0.0047(8) C32 0.0311(11) 0.0380(12) 0.0398(12) -0.0161(10) 0.0076(9) -0.0020(9) C33 0.0313(11) 0.0316(11) 0.0418(12) -0.0129(9) 0.0047(9) 0.0016(9) C34 0.0267(10) 0.0307(10) 0.0282(10) -0.0113(8) -0.0003(8) -0.0025(8) C35 0.0286(10) 0.0329(11) 0.0399(12) -0.0124(9) 0.0078(9) -0.0024(8) C36 0.0317(11) 0.0294(11) 0.0402(12) -0.0102(9) 0.0032(9) 0.0005(8) C37 0.0468(13) 0.0320(11) 0.0354(11) -0.0105(9) 0.0071(10) -0.0017(10) C38 0.0477(14) 0.0337(12) 0.0352(12) -0.0093(10) 0.0032(10) -0.0042(10) N390 0.088(3) 0.122(7) 0.056(4) -0.047(5) -0.016(4) 0.044(5) C400 0.082(3) 0.054(5) 0.037(4) -0.022(4) -0.004(4) 0.027(4) C410 0.0653(6) 0.0653(6) 0.0653(6) -0.0091(6) 0.0124(6) 0.0063(6) N391 0.082(6) 0.215(14) 0.054(4) 0.003(6) 0.004(4) 0.055(6) C401 0.064(4) 0.089(8) 0.043(4) -0.012(6) -0.003(3) 0.004(4) C411 0.0611(6) 0.0611(6) 0.0611(6) -0.0076(6) 0.0123(6) 0.0067(6) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.896(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 P1 . F2 . 1.6077(15) yes P1 . F3 . 1.6092(16) yes P1 . F4 . 1.5876(16) yes P1 . F5 . 1.5937(17) yes P1 . F6 . 1.5885(17) yes P1 . F7 . 1.5841(16) yes P8 . F9 . 1.5880(18) yes P8 . F10 . 1.6064(19) yes P8 . F11 . 1.5815(19) yes P8 . F12 . 1.577(2) yes P8 . F13 . 1.569(2) yes P8 . F14 . 1.573(3) yes N15 . C34 2_656 1.434(3) yes N15 . C16 . 1.382(3) yes N15 . C19 . 1.336(3) yes C16 . C17 . 1.350(3) yes C16 . H161 . 0.932 no C17 . N18 . 1.377(3) yes C17 . H171 . 0.929 no N18 . C19 . 1.324(3) yes N18 . C20 . 1.480(3) yes C19 . H191 . 0.934 no C20 . C21 . 1.508(3) yes C20 . H201 . 0.976 no C20 . H202 . 0.964 no C21 . C22 . 1.388(3) yes C21 . C26 . 1.384(3) yes C22 . C23 . 1.384(4) yes C22 . H221 . 0.937 no C23 . C24 . 1.387(4) yes C23 . H231 . 0.928 no C24 . C25 . 1.386(4) yes C24 . C27 . 1.508(3) yes C25 . C26 . 1.392(4) yes C25 . H251 . 0.929 no C26 . H261 . 0.942 no C27 . N28 . 1.480(3) yes C27 . H271 . 0.977 no C27 . H272 . 0.963 no N28 . C29 . 1.327(3) yes N28 . C38 . 1.373(3) yes C29 . N30 . 1.334(3) yes C29 . H291 . 0.936 no N30 . C31 . 1.428(3) yes N30 . C37 . 1.383(3) yes C31 . C32 . 1.385(3) yes C31 . C36 . 1.384(3) yes C32 . C33 . 1.381(3) yes C32 . H321 . 0.930 no C33 . C34 . 1.378(3) yes C33 . H331 . 0.926 no C34 . C35 . 1.386(3) yes C35 . C36 . 1.390(3) yes C35 . H351 . 0.934 no C36 . H361 . 0.943 no C37 . C38 . 1.349(3) yes C37 . H371 . 0.920 no C38 . H381 . 0.937 no N390 . C400 . 1.122(7) yes C400 . C410 . 1.432(7) yes C410 . H4101 . 0.939 no C410 . H4102 . 0.991 no C410 . H4103 . 0.995 no N391 . C401 . 1.093(7) yes C401 . C411 . 1.374(7) yes C411 . H4111 . 1.015 no C411 . H4112 . 0.975 no C411 . H4113 . 0.934 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 F2 . P1 . F3 . 89.36(8) yes F2 . P1 . F4 . 88.95(9) yes F3 . P1 . F4 . 89.28(10) yes F2 . P1 . F5 . 89.78(10) yes F3 . P1 . F5 . 88.15(10) yes F4 . P1 . F5 . 177.14(11) yes F2 . P1 . F6 . 89.44(9) yes F3 . P1 . F6 . 178.61(10) yes F4 . P1 . F6 . 91.40(11) yes F5 . P1 . F6 . 91.14(11) yes F2 . P1 . F7 . 179.49(10) yes F3 . P1 . F7 . 90.45(10) yes F4 . P1 . F7 . 90.58(10) yes F5 . P1 . F7 . 90.69(11) yes F6 . P1 . F7 . 90.75(10) yes F9 . P8 . F10 . 89.40(10) yes F9 . P8 . F11 . 90.56(11) yes F10 . P8 . F11 . 179.48(14) yes F9 . P8 . F12 . 177.92(13) yes F10 . P8 . F12 . 88.88(11) yes F11 . P8 . F12 . 91.18(12) yes F9 . P8 . F13 . 89.44(13) yes F10 . P8 . F13 . 88.26(15) yes F11 . P8 . F13 . 92.25(15) yes F12 . P8 . F13 . 89.35(17) yes F9 . P8 . F14 . 90.07(16) yes F10 . P8 . F14 . 88.83(14) yes F11 . P8 . F14 . 90.66(14) yes F12 . P8 . F14 . 91.0(2) yes F13 . P8 . F14 . 177.05(16) yes C34 2_656 N15 . C16 . 126.67(19) yes C34 2_656 N15 . C19 . 125.29(19) yes C16 . N15 . C19 . 108.03(19) yes N15 . C16 . C17 . 107.0(2) yes N15 . C16 . H161 . 124.9 no C17 . C16 . H161 . 128.1 no C16 . C17 . N18 . 107.5(2) yes C16 . C17 . H171 . 128.0 no N18 . C17 . H171 . 124.5 no C17 . N18 . C19 . 108.34(19) yes C17 . N18 . C20 . 127.1(2) yes C19 . N18 . C20 . 124.5(2) yes N15 . C19 . N18 . 109.2(2) yes N15 . C19 . H191 . 125.7 no N18 . C19 . H191 . 125.1 no N18 . C20 . C21 . 110.98(18) yes N18 . C20 . H201 . 107.7 no C21 . C20 . H201 . 110.3 no N18 . C20 . H202 . 107.7 no C21 . C20 . H202 . 110.6 no H201 . C20 . H202 . 109.6 no C20 . C21 . C22 . 120.6(2) yes C20 . C21 . C26 . 119.8(2) yes C22 . C21 . C26 . 119.6(2) yes C21 . C22 . C23 . 120.1(2) yes C21 . C22 . H221 . 118.9 no C23 . C22 . H221 . 121.0 no C22 . C23 . C24 . 120.7(2) yes C22 . C23 . H231 . 119.8 no C24 . C23 . H231 . 119.5 no C23 . C24 . C25 . 119.0(2) yes C23 . C24 . C27 . 120.7(2) yes C25 . C24 . C27 . 120.2(2) yes C24 . C25 . C26 . 120.5(2) yes C24 . C25 . H251 . 119.2 no C26 . C25 . H251 . 120.2 no C25 . C26 . C21 . 120.0(2) yes C25 . C26 . H261 . 119.7 no C21 . C26 . H261 . 120.3 no C24 . C27 . N28 . 111.15(18) yes C24 . C27 . H271 . 110.2 no N28 . C27 . H271 . 107.7 no C24 . C27 . H272 . 110.6 no N28 . C27 . H272 . 107.9 no H271 . C27 . H272 . 109.3 no C27 . N28 . C29 . 124.8(2) yes C27 . N28 . C38 . 126.8(2) yes C29 . N28 . C38 . 108.4(2) yes N28 . C29 . N30 . 109.1(2) yes N28 . C29 . H291 . 125.7 no N30 . C29 . H291 . 125.2 no C29 . N30 . C31 . 125.1(2) yes C29 . N30 . C37 . 107.9(2) yes C31 . N30 . C37 . 127.04(19) yes N30 . C31 . C32 . 119.5(2) yes N30 . C31 . C36 . 119.6(2) yes C32 . C31 . C36 . 120.9(2) yes C31 . C32 . C33 . 119.4(2) yes C31 . C32 . H321 . 120.4 no C33 . C32 . H321 . 120.2 no C32 . C33 . C34 . 120.0(2) yes C32 . C33 . H331 . 120.3 no C34 . C33 . H331 . 119.7 no N15 2_656 C34 . C33 . 119.8(2) yes N15 2_656 C34 . C35 . 119.45(19) yes C33 . C34 . C35 . 120.7(2) yes C34 . C35 . C36 . 119.5(2) yes C34 . C35 . H351 . 119.9 no C36 . C35 . H351 . 120.6 no C35 . C36 . C31 . 119.3(2) yes C35 . C36 . H361 . 120.8 no C31 . C36 . H361 . 119.8 no N30 . C37 . C38 . 107.2(2) yes N30 . C37 . H371 . 125.8 no C38 . C37 . H371 . 127.0 no N28 . C38 . C37 . 107.4(2) yes N28 . C38 . H381 . 124.5 no C37 . C38 . H381 . 128.1 no N390 . C400 . C410 . 178.5(10) yes C400 . C410 . H4101 . 112.0 no C400 . C410 . H4102 . 105.7 no H4101 . C410 . H4102 . 110.7 no C400 . C410 . H4103 . 111.7 no H4101 . C410 . H4103 . 108.5 no H4102 . C410 . H4103 . 108.2 no N391 . C401 . C411 . 179.1(14) yes C401 . C411 . H4111 . 107.2 no C401 . C411 . H4112 . 108.5 no H4111 . C411 . H4112 . 108.2 no C401 . C411 . H4113 . 112.3 no H4111 . C411 . H4113 . 108.2 no H4112 . C411 . H4113 . 112.4 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 C23 . H231 . N391 1_445 147 0.93 2.51 3.326(4) yes C27 . H272 . N391 1_445 130 0.96 2.55 3.259(4) yes C29 . H291 . N390 1_445 145 0.94 2.39 3.198(4) yes C29 . H291 . N391 1_445 122 0.94 2.37 2.979(4) yes #===END #============================================================================== data_1.AcetoneI _database_code_depnum_ccdc_archive 'CCDC 796361' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 09-01-09 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 006CJS08 _chemical_name_systematic . _chemical_melting_point . # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material 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 0.500 0.069 0.250 179 16 ' ' 2 0.500 -0.069 0.750 179 16 ' ' 3 0.000 0.431 0.750 179 16 ' ' 4 0.000 0.569 0.250 179 16 ' ' _platon_squeeze_details ; It was found after refinement of the main residue, counter anions and two equivalents of acetone that there was some residual electron density to be accounted for. However, it was not possible to create a sensible solvent disorder system to take this into account, and therefore Platon Squeeze was applied in order to include this information in the refinement. ; _cell_length_a 23.7695(4) _cell_length_b 11.2232(2) _cell_length_c 24.0588(5) _cell_angle_alpha 90 _cell_angle_beta 114.5895(9) _cell_angle_gamma 90 _cell_volume 5836.11(19) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _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 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' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 '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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C82 F20 N32 O32 P8 # Dc = 1.46 Fooo = 2688.00 Mu = 2.37 M = 643.21 # Found Formula = C92 H96 F48 N16 O4 P8 # Dc = 1.51 FOOO = 2688.00 Mu = 2.51 M = 662.39 _chemical_formula_sum 'C46 H48 F24 N8 O2 P4' _chemical_formula_moiety 'C40 H36 N8, 2(C3 H6 O), 4(F6 P)' _chemical_compound_source ? _chemical_formula_weight 1324.80 _cell_measurement_reflns_used 6846 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description needle _exptl_crystal_colour clear_dark_red _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_max 0.38 _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2688 _exptl_absorpt_coefficient_mu 0.251 # Sheldrick geometric approximatio 0.97 0.98 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_T_max 0.98 # 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, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _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 39540 _reflns_number_total 6634 _diffrn_reflns_av_R_equivalents 0.067 # Number of reflections with Friedels Law is 6634 # Number of reflections without Friedels Law is 6634 # Theoretical number of reflections is about 6684 _diffrn_reflns_theta_min 5.104 _diffrn_reflns_theta_max 27.471 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.921 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 31 _reflns_limit_h_min -30 _reflns_limit_h_max 28 _reflns_limit_k_min 0 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 31 _oxford_diffrn_Wilson_B_factor 3.54 _oxford_diffrn_Wilson_scale 48.75 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.10 _refine_diff_density_max 1.21 # 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 6634 _refine_ls_number_restraints 0 _refine_ls_number_parameters 379 _oxford_refine_ls_R_factor_ref 0.1201 _refine_ls_wR_factor_ref 0.2254 _refine_ls_goodness_of_fit_ref 0.9391 _refine_ls_shift/su_max 0.005040 # The values computed from all data _oxford_reflns_number_all 6634 _refine_ls_R_factor_all 0.1201 _refine_ls_wR_factor_all 0.2254 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4167 _refine_ls_R_factor_gt 0.0766 _refine_ls_wR_factor_gt 0.1963 # 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^) + ( 0.11P)^2^ +25.20P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). 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 P1 P 0.63386(5) 0.00775(10) 0.48742(5) 0.0428 1.0000 Uani . . . . . . . F2 F 0.66917(13) -0.0586(3) 0.55084(12) 0.0643 1.0000 Uani . . . . . . . F3 F 0.57037(11) -0.0022(3) 0.49402(11) 0.0540 1.0000 Uani . . . . . . . F4 F 0.69764(12) 0.0211(3) 0.48000(15) 0.0727 1.0000 Uani . . . . . . . F5 F 0.62167(15) -0.1164(3) 0.45271(14) 0.0725 1.0000 Uani . . . . . . . F6 F 0.64721(14) 0.1324(2) 0.52372(14) 0.0692 1.0000 Uani . . . . . . . F7 F 0.59931(13) 0.0787(3) 0.42464(13) 0.0752 1.0000 Uani . . . . . . . P8 P 0.60139(7) 0.43185(11) 0.69876(5) 0.0542 1.0000 Uani . . . . . . . F9 F 0.65421(12) 0.3699(2) 0.75614(12) 0.0610 1.0000 Uani . . . . . . . F10 F 0.63077(14) 0.3911(3) 0.65405(13) 0.0698 1.0000 Uani . . . . . . . F11 F 0.63584(15) 0.5533(3) 0.71121(17) 0.0860 1.0000 Uani . . . . . . . F12 F 0.55914(13) 0.3170(3) 0.68415(13) 0.0690 1.0000 Uani . . . . . . . F13 F 0.56711(18) 0.4782(4) 0.73968(16) 0.0974 1.0000 Uani . . . . . . . F14 F 0.54433(14) 0.4940(3) 0.63986(14) 0.0760 1.0000 Uani . . . . . . . O15 O 0.27099(16) 0.4298(3) 0.36188(15) 0.0636 1.0000 Uani . . . . . . . C16 C 0.2303(2) 0.3791(4) 0.3695(2) 0.0503 1.0000 Uani . . . . . . . C17 C 0.1636(2) 0.4061(5) 0.3302(2) 0.0600 1.0000 Uani . . . . . . . C18 C 0.2444(3) 0.2884(5) 0.4196(3) 0.0820 1.0000 Uani . . . . . . . N21 N 0.45962(14) 0.2783(3) 0.43538(14) 0.0383 1.0000 Uani . . . . . . . C22 C 0.45667(18) 0.2286(4) 0.37675(17) 0.0414 1.0000 Uani . . . . . . . C23 C 0.41054(17) 0.1290(4) 0.35424(16) 0.0373 1.0000 Uani . . . . . . . C24 C 0.34971(19) 0.1525(4) 0.31400(18) 0.0453 1.0000 Uani . . . . . . . C25 C 0.30661(19) 0.0625(4) 0.29440(18) 0.0453 1.0000 Uani . . . . . . . C26 C 0.32275(17) -0.0533(4) 0.31531(15) 0.0374 1.0000 Uani . . . . . . . C27 C 0.27597(18) -0.1511(4) 0.29423(17) 0.0408 1.0000 Uani . . . . . . . N28 N 0.24491(14) -0.1695(3) 0.33556(13) 0.0358 1.0000 Uani . . . . . . . C29 C 0.21797(18) -0.0846(4) 0.35423(17) 0.0394 1.0000 Uani . . . . . . . N30 N 0.19265(14) -0.1329(3) 0.38908(14) 0.0371 1.0000 Uani . . . . . . . C31 C 0.2048(2) -0.2543(4) 0.3929(2) 0.0464 1.0000 Uani . . . . . . . C32 C 0.23716(19) -0.2758(4) 0.35947(18) 0.0440 1.0000 Uani . . . . . . . C33 C 0.15962(17) -0.0678(3) 0.41757(17) 0.0369 1.0000 Uani . . . . . . . C34 C 0.1267(2) 0.0323(4) 0.38852(18) 0.0503 1.0000 Uani . . . . . . . C35 C 0.0965(2) 0.0989(4) 0.41625(18) 0.0502 1.0000 Uani . . . . . . . C36 C 0.09801(17) 0.0617(4) 0.47163(17) 0.0380 1.0000 Uani . . . . . . . N37 N 0.06522(14) 0.1307(3) 0.49873(14) 0.0378 1.0000 Uani . . . . . . . C38 C 0.08300(17) 0.1530(4) 0.55822(17) 0.0409 1.0000 Uani . . . . . . . C39 C 0.0106(2) 0.1895(4) 0.46690(19) 0.0534 1.0000 Uani . . . . . . . C40 C -0.0050(2) 0.2447(4) 0.50834(19) 0.0496 1.0000 Uani . . . . . . . C41 C 0.12997(19) -0.0397(4) 0.49995(19) 0.0448 1.0000 Uani . . . . . . . C42 C 0.16154(19) -0.1049(4) 0.47308(18) 0.0440 1.0000 Uani . . . . . . . C43 C 0.38370(18) -0.0771(4) 0.35479(17) 0.0419 1.0000 Uani . . . . . . . C44 C 0.42702(18) 0.0132(4) 0.37389(18) 0.0437 1.0000 Uani . . . . . . . H173 H 0.1432 0.4244 0.3556 0.0929 1.0000 Uiso R . . . . . . H172 H 0.1632 0.4739 0.3045 0.0930 1.0000 Uiso R . . . . . . H171 H 0.1469 0.3363 0.3055 0.0932 1.0000 Uiso R . . . . . . H183 H 0.2156 0.2228 0.4040 0.1406 1.0000 Uiso R . . . . . . H182 H 0.2402 0.3233 0.4557 0.1403 1.0000 Uiso R . . . . . . H181 H 0.2862 0.2582 0.4315 0.1401 1.0000 Uiso R . . . . . . H222 H 0.4985 0.1996 0.3865 0.0538 1.0000 Uiso R . . . . . . H221 H 0.4435 0.2938 0.3479 0.0544 1.0000 Uiso R . . . . . . H241 H 0.3403 0.2315 0.3001 0.0564 1.0000 Uiso R . . . . . . H251 H 0.2661 0.0801 0.2672 0.0556 1.0000 Uiso R . . . . . . H272 H 0.2980 -0.2263 0.2940 0.0551 1.0000 Uiso R . . . . . . H271 H 0.2440 -0.1343 0.2530 0.0556 1.0000 Uiso R . . . . . . H291 H 0.2163 -0.0034 0.3438 0.0511 1.0000 Uiso R . . . . . . H311 H 0.1923 -0.3085 0.4153 0.0597 1.0000 Uiso R . . . . . . H321 H 0.2512 -0.3501 0.3521 0.0544 1.0000 Uiso R . . . . . . H341 H 0.1249 0.0550 0.3492 0.0625 1.0000 Uiso R . . . . . . H351 H 0.0743 0.1697 0.3992 0.0645 1.0000 Uiso R . . . . . . H381 H 0.1196 0.1246 0.5907 0.0540 1.0000 Uiso R . . . . . . H391 H -0.0110 0.1898 0.4238 0.0625 1.0000 Uiso R . . . . . . H401 H -0.0409 0.2911 0.5012 0.0587 1.0000 Uiso R . . . . . . H411 H 0.1297 -0.0636 0.5375 0.0597 1.0000 Uiso R . . . . . . H421 H 0.1845 -0.1742 0.4919 0.0580 1.0000 Uiso R . . . . . . H431 H 0.3952 -0.1549 0.3686 0.0491 1.0000 Uiso R . . . . . . H441 H 0.4686 -0.0032 0.3996 0.0532 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 P1 0.0373(5) 0.0459(6) 0.0456(6) 0.0039(5) 0.0177(4) 0.0050(5) F2 0.0636(17) 0.0701(18) 0.0542(15) 0.0154(13) 0.0195(13) 0.0259(14) F3 0.0398(12) 0.0718(17) 0.0540(14) -0.0032(13) 0.0230(11) 0.0005(12) F4 0.0482(15) 0.085(2) 0.095(2) 0.0124(17) 0.0402(15) 0.0039(15) F5 0.083(2) 0.070(2) 0.0779(19) -0.0270(15) 0.0467(17) -0.0134(16) F6 0.0706(18) 0.0486(16) 0.083(2) -0.0089(14) 0.0266(15) -0.0025(14) F7 0.0590(17) 0.106(3) 0.0571(16) 0.0317(16) 0.0205(14) 0.0157(17) P8 0.0767(9) 0.0408(6) 0.0494(6) -0.0081(5) 0.0304(6) -0.0071(6) F9 0.0571(15) 0.0582(16) 0.0590(15) -0.0040(13) 0.0154(13) -0.0012(13) F10 0.0761(19) 0.076(2) 0.0715(18) 0.0029(15) 0.0447(16) 0.0104(16) F11 0.072(2) 0.0506(17) 0.103(2) -0.0042(16) 0.0042(18) -0.0042(15) F12 0.0632(17) 0.079(2) 0.0591(16) -0.0022(14) 0.0200(14) -0.0160(15) F13 0.100(3) 0.116(3) 0.085(2) -0.019(2) 0.047(2) 0.021(2) F14 0.0710(19) 0.068(2) 0.076(2) 0.0010(16) 0.0180(16) 0.0020(16) O15 0.0571(19) 0.076(2) 0.063(2) 0.0131(17) 0.0308(17) 0.0024(18) C16 0.055(3) 0.050(3) 0.055(2) -0.002(2) 0.032(2) 0.008(2) C17 0.056(3) 0.073(3) 0.058(3) -0.004(2) 0.030(2) 0.002(2) C18 0.078(4) 0.062(3) 0.122(5) 0.038(3) 0.056(4) 0.023(3) N21 0.0357(16) 0.0432(18) 0.0379(16) -0.0021(13) 0.0172(14) 0.0037(14) C22 0.040(2) 0.051(2) 0.039(2) -0.0024(17) 0.0229(17) 0.0039(18) C23 0.0379(19) 0.048(2) 0.0299(17) -0.0035(15) 0.0177(15) 0.0055(17) C24 0.046(2) 0.044(2) 0.044(2) 0.0084(17) 0.0164(18) 0.0118(19) C25 0.038(2) 0.054(3) 0.038(2) 0.0061(18) 0.0087(16) 0.0102(19) C26 0.0356(19) 0.049(2) 0.0286(17) -0.0040(15) 0.0141(15) 0.0078(17) C27 0.0388(19) 0.049(2) 0.0369(19) -0.0058(17) 0.0187(16) 0.0049(18) N28 0.0356(16) 0.0392(17) 0.0321(15) -0.0027(13) 0.0135(13) 0.0070(14) C29 0.043(2) 0.039(2) 0.0381(19) 0.0008(16) 0.0192(17) 0.0095(17) N30 0.0387(16) 0.0386(17) 0.0364(15) 0.0009(13) 0.0181(13) 0.0067(14) C31 0.054(2) 0.039(2) 0.052(2) 0.0043(18) 0.029(2) 0.0084(19) C32 0.049(2) 0.041(2) 0.044(2) 0.0009(17) 0.0207(18) 0.0091(18) C33 0.0333(18) 0.042(2) 0.0394(19) -0.0001(16) 0.0190(16) 0.0061(16) C34 0.061(3) 0.059(3) 0.036(2) 0.0081(18) 0.0253(19) 0.022(2) C35 0.058(3) 0.054(3) 0.041(2) 0.0055(19) 0.0225(19) 0.019(2) C36 0.0351(19) 0.041(2) 0.0394(19) -0.0028(16) 0.0171(16) 0.0050(16) N37 0.0359(16) 0.0428(18) 0.0380(16) -0.0018(14) 0.0185(13) 0.0061(14) C38 0.0355(19) 0.054(2) 0.0355(19) 0.0018(17) 0.0166(16) 0.0085(18) C39 0.042(2) 0.071(3) 0.038(2) -0.009(2) 0.0083(18) 0.020(2) C40 0.041(2) 0.059(3) 0.044(2) -0.0075(19) 0.0115(18) 0.014(2) C41 0.048(2) 0.050(2) 0.043(2) 0.0047(18) 0.0267(19) 0.0056(19) C42 0.048(2) 0.044(2) 0.046(2) 0.0088(18) 0.0257(18) 0.0121(19) C43 0.040(2) 0.043(2) 0.040(2) 0.0010(17) 0.0128(17) 0.0109(18) C44 0.0346(19) 0.050(2) 0.041(2) -0.0010(18) 0.0109(16) 0.0111(18) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.16878(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 P1 . F2 . 1.588(3) yes P1 . F3 . 1.586(3) yes P1 . F4 . 1.605(3) yes P1 . F5 . 1.588(3) yes P1 . F6 . 1.609(3) yes P1 . F7 . 1.599(3) yes P8 . F9 . 1.588(3) yes P8 . F10 . 1.574(3) yes P8 . F11 . 1.554(3) yes P8 . F12 . 1.581(3) yes P8 . F13 . 1.604(4) yes P8 . F14 . 1.654(3) yes O15 . C16 . 1.200(5) yes C16 . C17 . 1.500(7) yes C16 . C18 . 1.506(7) yes C17 . H173 . 0.947 no C17 . H172 . 0.979 no C17 . H171 . 0.963 no C18 . H183 . 0.969 no C18 . H182 . 0.994 no C18 . H181 . 0.972 no N21 . C40 4_556 1.360(5) yes N21 . C38 4_556 1.332(5) yes N21 . C22 . 1.491(5) yes C22 . C23 . 1.501(6) yes C22 . H222 . 0.977 no C22 . H221 . 0.967 no C23 . C24 . 1.390(5) yes C23 . C44 . 1.382(6) yes C24 . C25 . 1.375(6) yes C24 . H241 . 0.941 no C25 . C26 . 1.388(6) yes C25 . H251 . 0.933 no C26 . C27 . 1.493(6) yes C26 . C43 . 1.388(5) yes C27 . N28 . 1.479(5) yes C27 . H272 . 0.994 no C27 . H271 . 0.984 no N28 . C29 . 1.326(5) yes N28 . C32 . 1.370(5) yes C29 . N30 . 1.334(5) yes C29 . H291 . 0.942 no N30 . C31 . 1.388(5) yes N30 . C33 . 1.438(5) yes C31 . C32 . 1.347(6) yes C31 . H311 . 0.939 no C32 . H321 . 0.942 no C33 . C34 . 1.381(5) yes C33 . C42 . 1.382(5) yes C34 . C35 . 1.384(6) yes C34 . H341 . 0.964 no C35 . C36 . 1.383(5) yes C35 . H351 . 0.948 no C36 . N37 . 1.434(5) yes C36 . C41 . 1.381(6) yes N37 . C38 . 1.337(5) yes N37 . C39 . 1.372(5) yes C38 . H381 . 0.950 no C39 . C40 . 1.350(6) yes C39 . H391 . 0.947 no C40 . H401 . 0.951 no C41 . C42 . 1.386(6) yes C41 . H411 . 0.944 no C42 . H421 . 0.949 no C43 . C44 . 1.380(6) yes C43 . H431 . 0.934 no C44 . H441 . 0.941 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 F2 . P1 . F3 . 90.87(15) yes F2 . P1 . F4 . 90.27(16) yes F3 . P1 . F4 . 178.57(17) yes F2 . P1 . F5 . 90.09(17) yes F3 . P1 . F5 . 91.01(16) yes F4 . P1 . F5 . 89.86(17) yes F2 . P1 . F6 . 88.88(16) yes F3 . P1 . F6 . 89.32(16) yes F4 . P1 . F6 . 89.83(17) yes F5 . P1 . F6 . 178.92(18) yes F2 . P1 . F7 . 178.10(19) yes F3 . P1 . F7 . 89.64(15) yes F4 . P1 . F7 . 89.20(16) yes F5 . P1 . F7 . 91.74(19) yes F6 . P1 . F7 . 89.29(18) yes F9 . P8 . F10 . 92.98(17) yes F9 . P8 . F11 . 93.09(17) yes F10 . P8 . F11 . 92.2(2) yes F9 . P8 . F12 . 92.05(16) yes F10 . P8 . F12 . 91.88(17) yes F11 . P8 . F12 . 173.3(2) yes F9 . P8 . F13 . 91.61(18) yes F10 . P8 . F13 . 175.4(2) yes F11 . P8 . F13 . 87.6(2) yes F12 . P8 . F13 . 87.9(2) yes F9 . P8 . F14 . 177.72(18) yes F10 . P8 . F14 . 88.61(17) yes F11 . P8 . F14 . 88.48(17) yes F12 . P8 . F14 . 86.27(17) yes F13 . P8 . F14 . 86.8(2) yes O15 . C16 . C17 . 121.1(4) yes O15 . C16 . C18 . 121.2(4) yes C17 . C16 . C18 . 117.8(4) yes C16 . C17 . H173 . 109.1 no C16 . C17 . H172 . 106.6 no H173 . C17 . H172 . 111.5 no C16 . C17 . H171 . 106.3 no H173 . C17 . H171 . 112.6 no H172 . C17 . H171 . 110.4 no C16 . C18 . H183 . 108.5 no C16 . C18 . H182 . 111.3 no H183 . C18 . H182 . 109.0 no C16 . C18 . H181 . 109.3 no H183 . C18 . H181 . 108.6 no H182 . C18 . H181 . 110.0 no C40 4_556 N21 . C38 4_556 108.7(3) yes C40 4_556 N21 . C22 . 125.2(3) yes C38 4_556 N21 . C22 . 125.9(3) yes N21 . C22 . C23 . 111.1(3) yes N21 . C22 . H222 . 104.7 no C23 . C22 . H222 . 110.8 no N21 . C22 . H221 . 105.7 no C23 . C22 . H221 . 109.6 no H222 . C22 . H221 . 114.7 no C22 . C23 . C24 . 120.1(4) yes C22 . C23 . C44 . 121.1(3) yes C24 . C23 . C44 . 118.8(4) yes C23 . C24 . C25 . 120.7(4) yes C23 . C24 . H241 . 116.8 no C25 . C24 . H241 . 122.5 no C24 . C25 . C26 . 120.6(4) yes C24 . C25 . H251 . 119.3 no C26 . C25 . H251 . 120.1 no C25 . C26 . C27 . 120.7(3) yes C25 . C26 . C43 . 118.7(4) yes C27 . C26 . C43 . 120.6(4) yes C26 . C27 . N28 . 112.6(3) yes C26 . C27 . H272 . 107.8 no N28 . C27 . H272 . 107.3 no C26 . C27 . H271 . 110.8 no N28 . C27 . H271 . 108.2 no H272 . C27 . H271 . 110.2 no C27 . N28 . C29 . 125.0(3) yes C27 . N28 . C32 . 126.6(3) yes C29 . N28 . C32 . 108.4(3) yes N28 . C29 . N30 . 109.2(3) yes N28 . C29 . H291 . 125.3 no N30 . C29 . H291 . 125.4 no C29 . N30 . C31 . 107.8(3) yes C29 . N30 . C33 . 124.9(3) yes C31 . N30 . C33 . 127.3(3) yes N30 . C31 . C32 . 106.9(4) yes N30 . C31 . H311 . 124.6 no C32 . C31 . H311 . 128.5 no N28 . C32 . C31 . 107.8(4) yes N28 . C32 . H321 . 124.8 no C31 . C32 . H321 . 127.4 no N30 . C33 . C34 . 118.6(3) yes N30 . C33 . C42 . 120.2(3) yes C34 . C33 . C42 . 121.2(3) yes C33 . C34 . C35 . 119.6(4) yes C33 . C34 . H341 . 119.7 no C35 . C34 . H341 . 120.7 no C34 . C35 . C36 . 119.4(4) yes C34 . C35 . H351 . 123.5 no C36 . C35 . H351 . 117.2 no C35 . C36 . N37 . 118.3(3) yes C35 . C36 . C41 . 120.9(4) yes N37 . C36 . C41 . 120.8(3) yes C36 . N37 . C38 . 126.8(3) yes C36 . N37 . C39 . 125.0(3) yes C38 . N37 . C39 . 108.1(3) yes N37 . C38 . N21 4_556 108.4(3) yes N37 . C38 . H381 . 126.2 no N21 4_556 C38 . H381 . 125.4 no N37 . C39 . C40 . 107.2(4) yes N37 . C39 . H391 . 124.7 no C40 . C39 . H391 . 128.1 no N21 4_556 C40 . C39 . 107.5(4) yes N21 4_556 C40 . H401 . 124.4 no C39 . C40 . H401 . 128.2 no C36 . C41 . C42 . 119.9(4) yes C36 . C41 . H411 . 119.0 no C42 . C41 . H411 . 121.1 no C41 . C42 . C33 . 119.0(4) yes C41 . C42 . H421 . 121.7 no C33 . C42 . H421 . 119.3 no C26 . C43 . C44 . 120.5(4) yes C26 . C43 . H431 . 119.4 no C44 . C43 . H431 . 120.1 no C23 . C44 . C43 . 120.7(4) yes C23 . C44 . H441 . 118.7 no C43 . C44 . H441 . 120.6 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 C32 . H321 . O15 1_545 157 0.94 2.51 3.395(6) yes C38 . H381 . O15 4_556 154 0.95 2.44 3.325(6) yes #===END #============================================================================== data_1.H2O _database_code_depnum_ccdc_archive 'CCDC 796362' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 09-06-26 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 013CJS08 _chemical_name_systematic . _chemical_melting_point . _refine_special_details ; The structure was refined against all data. Anisotropic temperature factors could be calculated for all non-solvent atoms, however those found for the co-crystallised water molecules were not phyisically reasonable so isotropic refinement was used in this case. Main residue hydrogen atoms were located in the difference map, then positioned geometrically and refined against the data using restraints. Water hydrogen atoms could not be observed in the Fourier difference map and were positioned geometrically with the aim of constructing a sensible hydrogen-bonding network. This was not entirely satisfactory due to the ambiguity of direction introduced by the partial occupancies of O(50) and O(52). In the final refinement the hydrogen atoms were constrained using rides. ; # start Validation Reply Form _vrf_PLAT417_1.H2O ; PROBLEM: Short Inter D-H..H-D H522 .. H531 .. 1.34 Ang. RESPONSE: This contact occurs in the disordered solvent volume of the structure and can be regarded as spurious. ; # end Validation Reply Form _cell_length_a 8.2914(2) _cell_length_b 19.8515(4) _cell_length_c 16.9016(4) _cell_angle_alpha 90 _cell_angle_beta 97.5218(10) _cell_angle_gamma 90 _cell_volume 2758.01(11) _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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 '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 2 # Given Formula = C46 H42 F24 N8 O2 P4 # Dc = 1.59 Fooo = 1336.00 Mu = 2.65 M = 659.37 # Found Formula = C40 H48 F24 N8 O6 P4 # Dc = 1.59 FOOO = 1336.00 Mu = 2.70 M = 658.36 _chemical_formula_sum 'C40 H48 F24 N8 O6 P4' _chemical_formula_moiety 'C40 H36 N8, 4(F6 P), 6(H2 O)' _chemical_compound_source . _chemical_formula_weight 1316.72 _cell_measurement_reflns_used 6241 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_min 0.14 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_max 0.54 _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 0.270 # Sheldrick geometric approximatio 0.94 0.96 _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 0.96 # 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, 1997-2001).' _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 29821 _reflns_number_total 6262 _diffrn_reflns_av_R_equivalents 0.048 # Number of reflections with Friedels Law is 6262 # Number of reflections without Friedels Law is 11403 # Theoretical number of reflections is about 5192 _diffrn_reflns_theta_min 5.105 _diffrn_reflns_theta_max 27.489 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.664 _diffrn_measured_fraction_theta_full 0.990 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _reflns_limit_h_min -10 _reflns_limit_h_max 10 _reflns_limit_k_min 0 _reflns_limit_k_max 25 _reflns_limit_l_min 0 _reflns_limit_l_max 21 _oxford_diffrn_Wilson_B_factor 3.41 _oxford_diffrn_Wilson_scale 8.85 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.06 _refine_diff_density_max 1.41 # 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 5126 _refine_ls_number_restraints 0 _refine_ls_number_parameters 360 _oxford_refine_ls_R_factor_ref 0.0936 _refine_ls_wR_factor_ref 0.2086 _refine_ls_goodness_of_fit_ref 0.9560 _refine_ls_shift/su_max 0.000634 # The values computed from all data _oxford_reflns_number_all 5126 _refine_ls_R_factor_all 0.0936 _refine_ls_wR_factor_all 0.2086 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3902 _refine_ls_R_factor_gt 0.0745 _refine_ls_wR_factor_gt 0.1946 # 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^) + ( 0.12P)^2^ + 6.31P] ,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 (1997-2001). 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 P1 P 0.38135(11) 0.00962(5) 0.15392(6) 0.0340 1.0000 Uani . . . . . . . F2 F 0.2416(3) 0.05152(13) 0.10078(14) 0.0527 1.0000 Uani . . . . . . . F3 F 0.2649(3) 0.00023(19) 0.21955(17) 0.0762 1.0000 Uani . . . . . . . F4 F 0.5218(3) -0.03095(15) 0.2049(2) 0.0747 1.0000 Uani . . . . . . . F5 F 0.3101(4) -0.05685(13) 0.1099(2) 0.0793 1.0000 Uani . . . . . . . F6 F 0.4948(4) 0.0216(2) 0.0862(2) 0.0946 1.0000 Uani . . . . . . . F7 F 0.4485(4) 0.07701(13) 0.19617(17) 0.0645 1.0000 Uani . . . . . . . P8 P 0.46749(13) 0.23405(7) 0.46226(7) 0.0492 1.0000 Uani . . . . . . . F9 F 0.3214(3) 0.27364(16) 0.4923(2) 0.0755 1.0000 Uani . . . . . . . F10 F 0.3451(3) 0.17509(14) 0.43176(18) 0.0631 1.0000 Uani . . . . . . . F11 F 0.5041(4) 0.1995(2) 0.54639(18) 0.0828 1.0000 Uani . . . . . . . F12 F 0.5852(4) 0.2949(2) 0.4940(2) 0.0879 1.0000 Uani . . . . . . . F13 F 0.4332(5) 0.2692(2) 0.37779(19) 0.0922 1.0000 Uani . . . . . . . F14 F 0.6153(4) 0.1939(3) 0.4340(3) 0.1122 1.0000 Uani . . . . . . . N19 N 0.1285(3) -0.03154(15) 0.86308(16) 0.0292 1.0000 Uani . . . . . . . C20 C 0.1009(4) -0.01146(17) 0.7876(2) 0.0304 1.0000 Uani . . . . . . . N21 N 0.0784(3) 0.05532(14) 0.78716(17) 0.0290 1.0000 Uani . . . . . . . C22 C 0.0438(4) 0.09750(17) 0.7180(2) 0.0283 1.0000 Uani . . . . . . . C23 C 0.1504(5) 0.0989(2) 0.6615(2) 0.0379 1.0000 Uani . . . . . . . C24 C 0.1225(5) 0.14446(19) 0.5986(2) 0.0369 1.0000 Uani . . . . . . . C25 C -0.0114(4) 0.18660(17) 0.5943(2) 0.0288 1.0000 Uani . . . . . . . N26 N -0.0320(3) 0.23837(14) 0.53435(16) 0.0277 1.0000 Uani . . . . . . . C27 C -0.0116(4) 0.23193(17) 0.4582(2) 0.0297 1.0000 Uani . . . . . . . N28 N -0.0254(3) 0.29226(14) 0.42453(17) 0.0299 1.0000 Uani . . . . . . . C29 C -0.0556(4) 0.33915(18) 0.4811(2) 0.0315 1.0000 Uani . . . . . . . C30 C -0.0619(4) 0.30557(17) 0.5493(2) 0.0309 1.0000 Uani . . . . . . . C31 C 0.0049(5) 0.30962(19) 0.3429(2) 0.0401 1.0000 Uani . . . . . . . C32 C -0.0369(4) 0.25290(17) 0.28503(19) 0.0298 1.0000 Uani . . . . . . . C33 C -0.1966(5) 0.2328(2) 0.2651(2) 0.0368 1.0000 Uani . . . . . . . C34 C -0.2356(5) 0.1821(2) 0.2096(2) 0.0376 1.0000 Uani . . . . . . . C35 C -0.1151(4) 0.15254(18) 0.1715(2) 0.0317 1.0000 Uani . . . . . . . C36 C -0.1574(5) 0.10106(19) 0.1075(2) 0.0402 1.0000 Uani . . . . . . . C37 C 0.0457(5) 0.1713(2) 0.1934(2) 0.0370 1.0000 Uani . . . . . . . C38 C 0.0840(5) 0.2207(2) 0.2508(2) 0.0364 1.0000 Uani . . . . . . . C39 C -0.1211(4) 0.18314(19) 0.6492(2) 0.0346 1.0000 Uani . . . . . . . C40 C -0.0930(4) 0.13807(19) 0.7118(2) 0.0349 1.0000 Uani . . . . . . . C41 C 0.0933(4) 0.07799(18) 0.8653(2) 0.0325 1.0000 Uani . . . . . . . C42 C 0.1248(4) 0.02358(18) 0.9125(2) 0.0319 1.0000 Uani . . . . . . . O50 O 0.3371(14) -0.0625(6) 0.5312(7) 0.104(5) 0.452(16) Uiso . . P . 1 . . O51 O 0.3232(9) 0.0212(4) 0.3930(4) 0.153(3) 1.0000 Uiso . . . . . . . O52 O 0.209(3) -0.0264(11) 0.4949(12) 0.228(10) 0.548(16) Uiso . . P . 2 . . O53 O -0.0199(6) 0.0790(3) 0.3882(3) 0.1014(15) 1.0000 Uiso . . . . . . . H201 H 0.0965 -0.0389 0.7422 0.0375 1.0000 Uiso R . . . . . . H231 H 0.2413 0.0697 0.6664 0.0465 1.0000 Uiso R . . . . . . H241 H 0.1933 0.1477 0.5592 0.0445 1.0000 Uiso R . . . . . . H271 H 0.0087 0.1916 0.4327 0.0362 1.0000 Uiso R . . . . . . H291 H -0.0708 0.3850 0.4722 0.0385 1.0000 Uiso R . . . . . . H301 H -0.0818 0.3238 0.5988 0.0379 1.0000 Uiso R . . . . . . H312 H -0.0661 0.3487 0.3258 0.0511 1.0000 Uiso R . . . . . . H311 H 0.1198 0.3206 0.3454 0.0513 1.0000 Uiso R . . . . . . H331 H -0.2811 0.2536 0.2890 0.0454 1.0000 Uiso R . . . . . . H341 H -0.3437 0.1671 0.1975 0.0465 1.0000 Uiso R . . . . . . H361 H -0.2731 0.1045 0.0878 0.0501 1.0000 Uiso R . . . . . . H362 H -0.0966 0.1098 0.0625 0.0505 1.0000 Uiso R . . . . . . H371 H 0.1290 0.1506 0.1696 0.0444 1.0000 Uiso R . . . . . . H381 H 0.1927 0.2326 0.2662 0.0442 1.0000 Uiso R . . . . . . H391 H -0.2133 0.2114 0.6430 0.0405 1.0000 Uiso R . . . . . . H401 H -0.1649 0.1350 0.7496 0.0420 1.0000 Uiso R . . . . . . H411 H 0.0834 0.1228 0.8816 0.0396 1.0000 Uiso R . . . . . . H421 H 0.1452 0.0228 0.9691 0.0402 1.0000 Uiso R . . . . . . H532 H 0.0649 0.0527 0.4161 0.1228 1.0000 Uiso R . . . . . . H531 H -0.1222 0.0619 0.3985 0.1228 1.0000 Uiso R . . . . . . H511 H 0.4004 0.0562 0.4059 0.2029 1.0000 Uiso R . . . . . . H512 H 0.3395 -0.0131 0.4324 0.2029 1.0000 Uiso R . . . . . . H522 H 0.1797 -0.0225 0.5473 0.2657 0.548(16) Uiso R . P . 2 . . H521 H 0.1769 -0.0695 0.4738 0.2657 0.548(16) Uiso R . P . 2 . . H502 H 0.3155 -0.0623 0.5850 0.1390 0.452(16) Uiso R . P . 1 . . H501 H 0.3200 -0.1066 0.5097 0.1390 0.452(16) Uiso R . P . 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 P1 0.0310(5) 0.0288(5) 0.0423(6) -0.0012(4) 0.0050(4) 0.0000(4) F2 0.0651(16) 0.0440(14) 0.0456(13) -0.0037(11) -0.0054(11) 0.0171(12) F3 0.0528(16) 0.124(3) 0.0539(16) 0.0232(17) 0.0163(13) -0.0214(17) F4 0.0608(17) 0.0524(17) 0.101(2) 0.0043(16) -0.0286(16) 0.0146(13) F5 0.085(2) 0.0338(14) 0.106(2) -0.0183(15) -0.0381(18) 0.0077(13) F6 0.0620(19) 0.156(4) 0.072(2) -0.002(2) 0.0349(16) 0.006(2) F7 0.0769(19) 0.0428(15) 0.0687(18) -0.0085(13) -0.0094(14) -0.0182(13) P8 0.0321(6) 0.0650(8) 0.0492(7) 0.0116(6) 0.0008(4) -0.0099(5) F9 0.0464(15) 0.069(2) 0.108(3) -0.0263(18) -0.0007(15) 0.0001(13) F10 0.0605(17) 0.0554(17) 0.0743(18) -0.0084(14) 0.0121(14) -0.0144(13) F11 0.079(2) 0.103(3) 0.0634(19) 0.0289(18) -0.0047(16) 0.0033(19) F12 0.0611(18) 0.117(3) 0.080(2) 0.008(2) -0.0108(15) -0.0480(19) F13 0.106(3) 0.103(3) 0.0604(18) 0.0317(18) -0.0180(17) -0.048(2) F14 0.0554(19) 0.169(4) 0.118(3) -0.012(3) 0.034(2) 0.017(2) N19 0.0318(15) 0.0279(15) 0.0271(14) -0.0002(12) 0.0014(11) -0.0023(12) C20 0.0354(18) 0.0273(18) 0.0277(17) 0.0008(14) 0.0014(14) -0.0003(14) N21 0.0317(15) 0.0248(15) 0.0303(15) 0.0017(12) 0.0035(11) -0.0004(11) C22 0.0302(17) 0.0247(17) 0.0300(17) 0.0013(13) 0.0034(13) -0.0013(13) C23 0.038(2) 0.035(2) 0.042(2) 0.0079(16) 0.0095(16) 0.0102(16) C24 0.040(2) 0.034(2) 0.039(2) 0.0076(16) 0.0158(16) 0.0064(15) C25 0.0311(17) 0.0265(17) 0.0279(17) 0.0018(14) 0.0010(13) -0.0005(13) N26 0.0298(15) 0.0249(15) 0.0282(14) -0.0001(11) 0.0027(11) 0.0010(11) C27 0.0333(18) 0.0236(17) 0.0322(18) -0.0007(14) 0.0050(14) -0.0005(13) N28 0.0356(16) 0.0237(15) 0.0301(15) -0.0022(12) 0.0028(12) -0.0031(12) C29 0.0333(18) 0.0247(17) 0.0352(18) -0.0042(14) -0.0006(14) 0.0014(14) C30 0.0322(18) 0.0264(18) 0.0331(18) -0.0033(14) 0.0008(14) 0.0036(14) C31 0.061(3) 0.0288(19) 0.0306(19) 0.0009(15) 0.0076(17) -0.0101(17) C32 0.0383(19) 0.0251(17) 0.0255(16) 0.0030(13) 0.0022(14) -0.0039(14) C33 0.0358(19) 0.039(2) 0.0352(19) -0.0005(16) 0.0037(15) 0.0070(16) C34 0.0332(19) 0.039(2) 0.0381(19) 0.0007(16) -0.0048(15) -0.0038(15) C35 0.042(2) 0.0250(17) 0.0270(17) 0.0035(14) -0.0004(14) 0.0006(15) C36 0.059(2) 0.0267(19) 0.0313(19) 0.0023(15) -0.0062(17) 0.0001(17) C37 0.038(2) 0.037(2) 0.038(2) -0.0024(16) 0.0089(15) 0.0026(16) C38 0.0319(18) 0.041(2) 0.0367(19) -0.0018(16) 0.0042(15) -0.0084(16) C39 0.0307(18) 0.039(2) 0.0346(19) 0.0032(15) 0.0054(14) 0.0064(15) C40 0.0321(18) 0.041(2) 0.0325(18) 0.0047(16) 0.0080(14) 0.0026(15) C41 0.0379(19) 0.0288(18) 0.0306(18) -0.0049(14) 0.0044(14) -0.0023(14) C42 0.0351(18) 0.0340(19) 0.0260(17) -0.0044(15) 0.0018(14) -0.0034(15) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.3539(9) 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 P1 . F2 . 1.603(2) yes P1 . F3 . 1.574(3) yes P1 . F4 . 1.576(3) yes P1 . F5 . 1.590(3) yes P1 . F6 . 1.592(3) yes P1 . F7 . 1.583(3) yes P8 . F9 . 1.583(3) yes P8 . F10 . 1.590(3) yes P8 . F11 . 1.572(3) yes P8 . F12 . 1.601(3) yes P8 . F13 . 1.581(3) yes P8 . F14 . 1.588(4) yes N19 . C36 2_556 1.476(5) yes N19 . C20 . 1.328(4) yes N19 . C42 . 1.379(5) yes C20 . N21 . 1.339(4) yes C20 . H201 . 0.936 no N21 . C22 . 1.435(4) yes N21 . C41 . 1.386(4) yes C22 . C23 . 1.384(5) yes C22 . C40 . 1.384(5) yes C23 . C24 . 1.392(5) yes C23 . H231 . 0.947 no C24 . C25 . 1.385(5) yes C24 . H241 . 0.946 no C25 . N26 . 1.437(4) yes C25 . C39 . 1.383(5) yes N26 . C27 . 1.326(4) yes N26 . C30 . 1.386(4) yes C27 . N28 . 1.325(4) yes C27 . H271 . 0.935 no N28 . C29 . 1.380(4) yes N28 . C31 . 1.474(4) yes C29 . C30 . 1.339(5) yes C29 . H291 . 0.928 no C30 . H301 . 0.945 no C31 . C32 . 1.502(5) yes C31 . H312 . 0.994 no C31 . H311 . 0.973 no C32 . C33 . 1.382(5) yes C32 . C38 . 1.379(5) yes C33 . C34 . 1.385(5) yes C33 . H331 . 0.948 no C34 . C35 . 1.388(5) yes C34 . H341 . 0.941 no C35 . C36 . 1.496(5) yes C35 . C37 . 1.387(5) yes C36 . H361 . 0.976 no C36 . H362 . 0.980 no C37 . C38 . 1.386(5) yes C37 . H371 . 0.938 no C38 . H381 . 0.935 no C39 . C40 . 1.382(5) yes C39 . H391 . 0.943 no C40 . H401 . 0.931 no C41 . C42 . 1.347(5) yes C41 . H411 . 0.938 no C42 . H421 . 0.950 no O50 . H502 . 0.950 no O50 . H501 . 0.950 no O51 . H511 . 0.950 no O51 . H512 . 0.950 no O52 . H522 . 0.950 no O52 . H521 . 0.950 no O53 . H532 . 0.950 no O53 . H531 . 0.950 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 F2 . P1 . F3 . 89.50(16) yes F2 . P1 . F4 . 178.63(18) yes F3 . P1 . F4 . 91.82(19) yes F2 . P1 . F5 . 88.37(14) yes F3 . P1 . F5 . 90.4(2) yes F4 . P1 . F5 . 91.98(16) yes F2 . P1 . F6 . 88.36(18) yes F3 . P1 . F6 . 177.7(2) yes F4 . P1 . F6 . 90.3(2) yes F5 . P1 . F6 . 90.4(2) yes F2 . P1 . F7 . 89.99(15) yes F3 . P1 . F7 . 89.66(18) yes F4 . P1 . F7 . 89.66(16) yes F5 . P1 . F7 . 178.36(16) yes F6 . P1 . F7 . 89.5(2) yes F9 . P8 . F10 . 89.24(16) yes F9 . P8 . F11 . 89.5(2) yes F10 . P8 . F11 . 90.66(18) yes F9 . P8 . F12 . 88.6(2) yes F10 . P8 . F12 . 177.9(2) yes F11 . P8 . F12 . 89.36(19) yes F9 . P8 . F13 . 90.9(2) yes F10 . P8 . F13 . 90.02(17) yes F11 . P8 . F13 . 179.20(18) yes F12 . P8 . F13 . 89.97(18) yes F9 . P8 . F14 . 178.8(2) yes F10 . P8 . F14 . 91.0(2) yes F11 . P8 . F14 . 89.3(2) yes F12 . P8 . F14 . 91.1(2) yes F13 . P8 . F14 . 90.3(2) yes C36 2_556 N19 . C20 . 127.2(3) yes C36 2_556 N19 . C42 . 123.6(3) yes C20 . N19 . C42 . 109.2(3) yes N19 . C20 . N21 . 108.0(3) yes N19 . C20 . H201 . 126.5 no N21 . C20 . H201 . 125.5 no C20 . N21 . C22 . 126.5(3) yes C20 . N21 . C41 . 108.8(3) yes C22 . N21 . C41 . 124.7(3) yes N21 . C22 . C23 . 119.8(3) yes N21 . C22 . C40 . 118.4(3) yes C23 . C22 . C40 . 121.8(3) yes C22 . C23 . C24 . 118.9(3) yes C22 . C23 . H231 . 120.0 no C24 . C23 . H231 . 121.0 no C23 . C24 . C25 . 119.0(3) yes C23 . C24 . H241 . 121.7 no C25 . C24 . H241 . 119.3 no C24 . C25 . N26 . 119.3(3) yes C24 . C25 . C39 . 121.9(3) yes N26 . C25 . C39 . 118.7(3) yes C25 . N26 . C27 . 126.6(3) yes C25 . N26 . C30 . 124.5(3) yes C27 . N26 . C30 . 108.6(3) yes N26 . C27 . N28 . 108.3(3) yes N26 . C27 . H271 . 125.7 no N28 . C27 . H271 . 125.9 no C27 . N28 . C29 . 109.0(3) yes C27 . N28 . C31 . 126.7(3) yes C29 . N28 . C31 . 124.0(3) yes N28 . C29 . C30 . 107.0(3) yes N28 . C29 . H291 . 125.6 no C30 . C29 . H291 . 127.4 no N26 . C30 . C29 . 107.1(3) yes N26 . C30 . H301 . 125.9 no C29 . C30 . H301 . 127.1 no N28 . C31 . C32 . 112.4(3) yes N28 . C31 . H312 . 106.8 no C32 . C31 . H312 . 108.5 no N28 . C31 . H311 . 107.4 no C32 . C31 . H311 . 109.6 no H312 . C31 . H311 . 112.2 no C31 . C32 . C33 . 120.5(3) yes C31 . C32 . C38 . 120.2(3) yes C33 . C32 . C38 . 119.3(3) yes C32 . C33 . C34 . 120.4(4) yes C32 . C33 . H331 . 120.5 no C34 . C33 . H331 . 119.0 no C33 . C34 . C35 . 120.2(3) yes C33 . C34 . H341 . 120.6 no C35 . C34 . H341 . 119.2 no C34 . C35 . C36 . 120.6(3) yes C34 . C35 . C37 . 119.2(3) yes C36 . C35 . C37 . 120.2(3) yes C35 . C36 . N19 2_556 112.5(3) yes C35 . C36 . H361 . 109.0 no N19 2_556 C36 . H361 . 106.9 no C35 . C36 . H362 . 110.1 no N19 2_556 C36 . H362 . 110.4 no H361 . C36 . H362 . 107.8 no C35 . C37 . C38 . 120.0(3) yes C35 . C37 . H371 . 120.2 no C38 . C37 . H371 . 119.7 no C37 . C38 . C32 . 120.6(3) yes C37 . C38 . H381 . 119.9 no C32 . C38 . H381 . 119.5 no C25 . C39 . C40 . 119.1(3) yes C25 . C39 . H391 . 119.5 no C40 . C39 . H391 . 121.4 no C22 . C40 . C39 . 119.3(3) yes C22 . C40 . H401 . 120.1 no C39 . C40 . H401 . 120.6 no N21 . C41 . C42 . 106.8(3) yes N21 . C41 . H411 . 125.9 no C42 . C41 . H411 . 127.2 no N19 . C42 . C41 . 107.2(3) yes N19 . C42 . H421 . 125.6 no C41 . C42 . H421 . 127.1 no H502 . O50 . H501 . 109.5 no H511 . O51 . H512 . 109.5 no H522 . O52 . H521 . 109.5 no H532 . O53 . H531 . 109.5 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 C20 . H201 . O53 2_556 160 0.94 2.35 3.247(5) yes C27 . H271 . O53 . 160 0.94 2.36 3.257(5) yes O53 . H532 . O51 . 135 0.95 2.31 3.058(5) yes O53 . H532 . O52 . 164 0.95 2.29 3.214(5) yes O53 . H531 . O50 2_556 151 0.95 2.27 3.133(5) yes O53 . H531 . O52 2_556 133 0.95 2.14 2.872(5) yes O51 . H511 . O50 2_656 136 0.95 2.30 3.050(5) yes O51 . H512 . O50 . 162 0.95 1.94 2.858(5) yes O51 . H512 . O52 . 122 0.95 1.63 2.280(5) yes O52 . H522 . O53 2_556 133 0.95 2.14 2.872(5) yes #===END #============================================================================== data_1.AcetoneII _database_code_depnum_ccdc_archive 'CCDC 796363' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 09-01-08 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 016CJS08 _chemical_name_systematic . _chemical_melting_point . _cell_length_a 9.58970(10) _cell_length_b 10.4314(2) _cell_length_c 32.0723(5) _cell_angle_alpha 90 _cell_angle_beta 97.2039(7) _cell_angle_gamma 90 _cell_volume 3182.99(9) _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' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 '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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C72 H68 Co4 F24 N8 O16 P4 # Dc = 1.10 Fooo = 1472.00 Mu = 6.43 M = 529.24 # Found Formula = C104 H120 F48 N16 O8 P8 # Dc = 1.50 FOOO = 1472.00 Mu = 2.39 M = 720.47 _chemical_formula_sum 'C52 H60 F24 N8 O4 P4 ' _chemical_formula_moiety 'C40 H36 N8, 4(C3 H6 O), 4(F6 P)' _chemical_compound_source . _chemical_formula_weight 1440.96 _cell_measurement_reflns_used 5652 _cell_measurement_theta_min 5 _cell_measurement_theta_max 25 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour clear_pink _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.30 _exptl_crystal_density_diffrn 1.503 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 0.239 # Sheldrick geometric approximatio 0.95 0.98 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.85 _exptl_absorpt_correction_T_max 0.98 # 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, 1997-2001).' _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 'CRYSTALMAKER (CrystalMaker,2005)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 27120 _reflns_number_total 5760 _diffrn_reflns_av_R_equivalents 0.063 # Number of reflections with Friedels Law is 5760 # Number of reflections without Friedels Law is 10243 # Theoretical number of reflections is about 5818 _diffrn_reflns_theta_min 5.099 _diffrn_reflns_theta_max 25.333 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.333 _diffrn_measured_fraction_theta_full 0.988 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 38 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 12 _reflns_limit_l_min 0 _reflns_limit_l_max 38 _oxford_diffrn_Wilson_B_factor 3.59 _oxford_diffrn_Wilson_scale 13.83 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.62 _refine_diff_density_max 0.73 # 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 5760 _refine_ls_number_restraints 0 _refine_ls_number_parameters 415 _oxford_refine_ls_R_factor_ref 0.0962 _refine_ls_wR_factor_ref 0.1538 _refine_ls_goodness_of_fit_ref 0.9884 _refine_ls_shift/su_max 0.000436 # The values computed from all data _oxford_reflns_number_all 5760 _refine_ls_R_factor_all 0.0962 _refine_ls_wR_factor_all 0.1538 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4004 _refine_ls_R_factor_gt 0.0622 _refine_ls_wR_factor_gt 0.1357 # 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^) + ( 0.05P)^2^ + 6.38P] ,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 (1997-2001). 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. CrystalMaker (2005). CrystalMaker Software Limited, Yarnton England. URL: www.CrystalMaker.co.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 N1 N 0.7696(3) 0.6610(3) 0.46786(8) 0.0329 1.0000 Uani . . . . . . . C2 C 0.2109(3) 1.2652(3) 0.49391(10) 0.0324 1.0000 Uani . . . . . . . C3 C 0.0983(4) 1.2970(3) 0.46427(11) 0.0381 1.0000 Uani . . . . . . . C4 C 0.0726(4) 1.2247(3) 0.42812(11) 0.0382 1.0000 Uani . . . . . . . C5 C 0.1616(4) 1.1243(3) 0.42212(10) 0.0355 1.0000 Uani . . . . . . . C6 C 0.2768(4) 1.0942(3) 0.45098(11) 0.0382 1.0000 Uani . . . . . . . C7 C 0.2999(4) 1.1652(3) 0.48789(11) 0.0360 1.0000 Uani . . . . . . . N8 N 0.1304(3) 1.0483(3) 0.38451(8) 0.0364 1.0000 Uani . . . . . . . C9 C 0.0746(4) 1.0952(4) 0.34552(11) 0.0445 1.0000 Uani . . . . . . . C10 C 0.0494(4) 0.9936(4) 0.31984(11) 0.0453 1.0000 Uani . . . . . . . N11 N 0.0897(3) 0.8856(3) 0.34292(9) 0.0407 1.0000 Uani . . . . . . . C12 C 0.1387(4) 0.9205(3) 0.38177(11) 0.0390 1.0000 Uani . . . . . . . C13 C 0.0761(4) 0.7516(4) 0.32728(12) 0.0454 1.0000 Uani . . . . . . . C14 C 0.2041(4) 0.6749(3) 0.34335(11) 0.0390 1.0000 Uani . . . . . . . C15 C 0.3355(4) 0.7124(4) 0.33418(12) 0.0453 1.0000 Uani . . . . . . . C16 C 0.4543(4) 0.6432(4) 0.34915(12) 0.0434 1.0000 Uani . . . . . . . C17 C 0.4431(3) 0.5352(3) 0.37407(10) 0.0347 1.0000 Uani . . . . . . . C18 C 0.3128(4) 0.4982(4) 0.38331(12) 0.0435 1.0000 Uani . . . . . . . C19 C 0.1936(4) 0.5675(4) 0.36776(12) 0.0455 1.0000 Uani . . . . . . . C20 C 0.5721(4) 0.4613(3) 0.39075(11) 0.0380 1.0000 Uani . . . . . . . N21 N 0.6749(3) 0.5423(3) 0.41688(8) 0.0343 1.0000 Uani . . . . . . . C22 C 0.8158(4) 0.5508(4) 0.41331(11) 0.0403 1.0000 Uani . . . . . . . C23 C 0.8752(4) 0.6241(4) 0.44488(11) 0.0413 1.0000 Uani . . . . . . . C24 C 0.6491(4) 0.6097(3) 0.45006(10) 0.0348 1.0000 Uani . . . . . . . C25 C 0.3292(11) 0.2487(7) 0.2609(2) 0.1665 1.0000 Uani . . . . . . . C26 C 0.3083(5) 0.3556(5) 0.23129(16) 0.0642 1.0000 Uani . . . . . . . C27 C 0.3422(10) 0.4825(6) 0.2499(2) 0.1347 1.0000 Uani . . . . . . . O28 O 0.2619(5) 0.3438(4) 0.19491(12) 0.0950 1.0000 Uani . . . . . . . C29 C 0.2279(6) 0.4742(6) 0.09753(17) 0.0819 1.0000 Uani . . . . . . . C30 C 0.3844(5) 0.4767(5) 0.10438(14) 0.0622 1.0000 Uani . . . . . . . C31 C 0.4521(7) 0.5805(6) 0.1309(2) 0.1047 1.0000 Uani . . . . . . . O32 O 0.4544(4) 0.3994(4) 0.08862(11) 0.0831 1.0000 Uani . . . . . . . P33 P 0.28424(10) 0.73413(9) 0.50015(3) 0.0377 1.0000 Uani . . . . . . . F34 F 0.2029(2) 0.6039(2) 0.48631(7) 0.0540 1.0000 Uani . . . . . . . F35 F 0.4237(2) 0.6525(2) 0.51514(6) 0.0452 1.0000 Uani . . . . . . . F36 F 0.2364(2) 0.7203(2) 0.54586(7) 0.0508 1.0000 Uani . . . . . . . F37 F 0.3654(2) 0.8629(2) 0.51450(7) 0.0513 1.0000 Uani . . . . . . . F38 F 0.1452(2) 0.8137(2) 0.48439(7) 0.0506 1.0000 Uani . . . . . . . F39 F 0.3325(2) 0.7467(2) 0.45447(7) 0.0532 1.0000 Uani . . . . . . . P40 P 0.83109(12) 0.38605(10) 0.29376(3) 0.0486 1.0000 Uani . . . . 1 . . F41 F 0.9583(3) 0.4705(4) 0.28313(9) 0.1092 1.0000 Uani . . . . 1 . . F42 F 0.8989(5) 0.2625(3) 0.27727(9) 0.1219 1.0000 Uani . . . . 1 . . F43 F 0.9098(3) 0.3617(3) 0.34013(7) 0.0804 1.0000 Uani . . . . 1 . . F44 F 0.7020(4) 0.3079(4) 0.30504(11) 0.1221 1.0000 Uani . . . . 1 . . F45 F 0.7655(4) 0.5106(3) 0.31134(8) 0.0878 1.0000 Uani . . . . 1 . . F46 F 0.7564(3) 0.4127(3) 0.24765(7) 0.0683 1.0000 Uani . . . . 1 . . H31 H 0.0410 1.3644 0.4686 0.0457 1.0000 Uiso R . . . . . . H41 H -0.0021 1.2434 0.4078 0.0445 1.0000 Uiso R . . . . . . H61 H 0.3356 1.0259 0.4459 0.0459 1.0000 Uiso R . . . . . . H71 H 0.3751 1.1465 0.5084 0.0428 1.0000 Uiso R . . . . . . H91 H 0.0597 1.1814 0.3394 0.0535 1.0000 Uiso R . . . . . . H101 H 0.0127 0.9947 0.2915 0.0534 1.0000 Uiso R . . . . . . H121 H 0.1724 0.8659 0.4040 0.0461 1.0000 Uiso R . . . . . . H131 H -0.0064 0.7120 0.3371 0.0526 1.0000 Uiso R . . . . . . H132 H 0.0650 0.7526 0.2972 0.0526 1.0000 Uiso R . . . . . . H151 H 0.3430 0.7833 0.3177 0.0539 1.0000 Uiso R . . . . . . H161 H 0.5423 0.6675 0.3431 0.0514 1.0000 Uiso R . . . . . . H181 H 0.3037 0.4268 0.4004 0.0517 1.0000 Uiso R . . . . . . H191 H 0.1053 0.5410 0.3740 0.0553 1.0000 Uiso R . . . . . . H201 H 0.5475 0.3915 0.4087 0.0449 1.0000 Uiso R . . . . . . H202 H 0.6200 0.4292 0.3681 0.0449 1.0000 Uiso R . . . . . . H221 H 0.8590 0.5124 0.3918 0.0488 1.0000 Uiso R . . . . . . H231 H 0.9691 0.6464 0.4508 0.0498 1.0000 Uiso R . . . . . . H241 H 0.5622 0.6194 0.4593 0.0419 1.0000 Uiso R . . . . . . H251 H 0.2941 0.1701 0.2477 0.2371 1.0000 Uiso R . . . . . . H253 H 0.4275 0.2398 0.2706 0.2371 1.0000 Uiso R . . . . . . H252 H 0.2804 0.2662 0.2847 0.2370 1.0000 Uiso R . . . . . . H271 H 0.3128 0.5478 0.2293 0.1941 1.0000 Uiso R . . . . . . H272 H 0.4423 0.4868 0.2575 0.1943 1.0000 Uiso R . . . . . . H273 H 0.2951 0.4944 0.2744 0.1943 1.0000 Uiso R . . . . . . H292 H 0.1958 0.4006 0.0810 0.1255 1.0000 Uiso R . . . . . . H291 H 0.1914 0.5507 0.0829 0.1256 1.0000 Uiso R . . . . . . H293 H 0.1940 0.4710 0.1245 0.1250 1.0000 Uiso R . . . . . . H312 H 0.5502 0.5592 0.1389 0.1601 1.0000 Uiso R . . . . . . H311 H 0.4457 0.6584 0.1150 0.1603 1.0000 Uiso R . . . . . . H313 H 0.4040 0.5904 0.1553 0.1599 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 N1 0.0324(15) 0.0315(15) 0.0348(15) -0.0008(12) 0.0047(12) 0.0014(13) C2 0.0319(18) 0.0291(18) 0.0363(19) -0.0014(15) 0.0039(14) -0.0050(15) C3 0.0373(19) 0.0337(19) 0.043(2) -0.0026(16) 0.0048(16) 0.0047(16) C4 0.0380(19) 0.040(2) 0.0351(19) 0.0008(16) -0.0004(15) 0.0045(16) C5 0.042(2) 0.0314(19) 0.0333(18) -0.0021(15) 0.0071(15) 0.0009(16) C6 0.0370(19) 0.037(2) 0.041(2) 0.0000(16) 0.0036(15) 0.0056(16) C7 0.0339(19) 0.0350(19) 0.0381(19) 0.0012(16) 0.0006(15) 0.0019(16) N8 0.0394(16) 0.0365(17) 0.0325(16) -0.0025(13) 0.0021(12) 0.0042(13) C9 0.056(2) 0.041(2) 0.035(2) 0.0022(17) 0.0024(17) 0.0105(19) C10 0.054(2) 0.046(2) 0.035(2) -0.0026(18) -0.0006(17) 0.0117(19) N11 0.0461(18) 0.0382(17) 0.0355(16) -0.0034(14) -0.0036(13) 0.0113(14) C12 0.040(2) 0.036(2) 0.039(2) -0.0005(16) -0.0019(15) 0.0062(16) C13 0.050(2) 0.039(2) 0.044(2) -0.0115(17) -0.0075(17) 0.0074(18) C14 0.041(2) 0.037(2) 0.0372(19) -0.0094(16) -0.0025(16) 0.0027(17) C15 0.053(2) 0.039(2) 0.043(2) 0.0090(17) 0.0045(17) 0.0030(19) C16 0.040(2) 0.042(2) 0.049(2) 0.0049(18) 0.0077(17) -0.0002(17) C17 0.0366(19) 0.0316(19) 0.0348(18) -0.0062(15) 0.0007(14) 0.0011(16) C18 0.042(2) 0.037(2) 0.052(2) 0.0029(17) 0.0068(17) 0.0018(17) C19 0.033(2) 0.048(2) 0.055(2) -0.0016(19) 0.0047(17) -0.0037(17) C20 0.0369(19) 0.036(2) 0.040(2) -0.0045(16) 0.0007(15) 0.0011(16) N21 0.0333(15) 0.0330(16) 0.0360(16) -0.0040(13) 0.0025(12) 0.0014(13) C22 0.0350(19) 0.047(2) 0.040(2) -0.0045(17) 0.0079(15) 0.0033(17) C23 0.0355(19) 0.046(2) 0.043(2) -0.0032(18) 0.0070(16) 0.0013(17) C24 0.0326(18) 0.0339(19) 0.0379(19) 0.0019(16) 0.0049(15) 0.0014(16) C25 0.270(11) 0.083(5) 0.124(6) 0.022(4) -0.067(7) -0.061(6) C26 0.066(3) 0.055(3) 0.069(3) -0.007(2) -0.003(2) 0.001(2) C27 0.208(8) 0.073(4) 0.108(5) -0.012(4) -0.038(5) 0.006(5) O28 0.128(3) 0.075(3) 0.074(3) -0.007(2) -0.017(2) -0.007(2) C29 0.083(4) 0.083(4) 0.083(4) 0.009(3) 0.027(3) 0.009(3) C30 0.080(3) 0.053(3) 0.056(3) 0.010(2) 0.022(2) 0.012(3) C31 0.122(5) 0.081(4) 0.118(5) -0.031(4) 0.042(4) -0.017(4) O32 0.101(3) 0.075(2) 0.075(2) -0.0044(19) 0.019(2) 0.036(2) P33 0.0355(5) 0.0355(5) 0.0418(5) 0.0034(4) 0.0040(4) -0.0001(4) F34 0.0510(13) 0.0370(12) 0.0712(15) -0.0002(11) -0.0031(11) -0.0078(10) F35 0.0366(11) 0.0458(13) 0.0534(13) 0.0071(10) 0.0067(9) 0.0076(9) F36 0.0470(13) 0.0586(14) 0.0486(13) 0.0077(11) 0.0128(10) 0.0102(11) F37 0.0478(13) 0.0387(12) 0.0658(14) -0.0031(10) 0.0007(11) -0.0063(10) F38 0.0393(12) 0.0468(13) 0.0642(14) 0.0122(11) -0.0001(10) 0.0068(10) F39 0.0601(14) 0.0559(14) 0.0447(13) 0.0065(10) 0.0106(10) 0.0052(11) P40 0.0645(7) 0.0437(6) 0.0368(6) -0.0036(5) 0.0027(5) 0.0039(5) F41 0.093(2) 0.168(4) 0.0669(18) -0.012(2) 0.0098(16) -0.058(2) F42 0.218(4) 0.094(2) 0.0479(16) -0.0164(15) -0.007(2) 0.091(3) F43 0.124(2) 0.0734(18) 0.0398(13) -0.0067(12) -0.0067(14) 0.0442(17) F44 0.150(3) 0.136(3) 0.086(2) -0.012(2) 0.034(2) -0.081(3) F45 0.139(3) 0.0675(18) 0.0554(16) -0.0018(13) 0.0074(16) 0.0439(18) F46 0.0857(18) 0.0695(17) 0.0455(14) -0.0020(12) -0.0085(12) 0.0036(14) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2967(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 N1 . C2 2_676 1.440(4) yes N1 . C23 . 1.380(4) yes N1 . C24 . 1.335(4) yes C2 . C3 . 1.387(5) yes C2 . C7 . 1.376(5) yes C3 . C4 . 1.380(5) yes C3 . H31 . 0.914 no C4 . C5 . 1.379(5) yes C4 . H41 . 0.927 no C5 . C6 . 1.385(5) yes C5 . N8 . 1.443(4) yes C6 . C7 . 1.390(5) yes C6 . H61 . 0.935 no C7 . H71 . 0.934 no N8 . C9 . 1.386(4) yes N8 . C12 . 1.339(4) yes C9 . C10 . 1.345(5) yes C9 . H91 . 0.928 no C10 . N11 . 1.377(5) yes C10 . H101 . 0.933 no N11 . C12 . 1.326(4) yes N11 . C13 . 1.485(5) yes C12 . H121 . 0.937 no C13 . C14 . 1.501(5) yes C13 . H131 . 0.979 no C13 . H132 . 0.957 no C14 . C15 . 1.386(5) yes C14 . C19 . 1.378(5) yes C15 . C16 . 1.382(5) yes C15 . H151 . 0.918 no C16 . C17 . 1.393(5) yes C16 . H161 . 0.925 no C17 . C18 . 1.375(5) yes C17 . C20 . 1.498(5) yes C18 . C19 . 1.391(5) yes C18 . H181 . 0.935 no C19 . H191 . 0.936 no C20 . N21 . 1.477(4) yes C20 . H201 . 0.975 no C20 . H202 . 0.968 no N21 . C22 . 1.374(4) yes N21 . C24 . 1.325(4) yes C22 . C23 . 1.337(5) yes C22 . H221 . 0.936 no C23 . H231 . 0.927 no C24 . H241 . 0.925 no C25 . C26 . 1.462(8) yes C25 . H251 . 0.964 no C25 . H253 . 0.959 no C25 . H252 . 0.961 no C26 . C27 . 1.471(8) yes C26 . O28 . 1.202(5) yes C27 . H271 . 0.966 no C27 . H272 . 0.961 no C27 . H273 . 0.965 no C29 . C30 . 1.490(7) yes C29 . H292 . 0.962 no C29 . H291 . 0.968 no C29 . H293 . 0.961 no C30 . C31 . 1.476(7) yes C30 . O32 . 1.200(5) yes C31 . H312 . 0.970 no C31 . H311 . 0.957 no C31 . H313 . 0.963 no P33 . F34 . 1.602(2) yes P33 . F35 . 1.607(2) yes P33 . F36 . 1.597(2) yes P33 . F37 . 1.592(2) yes P33 . F38 . 1.598(2) yes P33 . F39 . 1.596(2) yes P40 . F41 . 1.576(3) yes P40 . F42 . 1.565(3) yes P40 . F43 . 1.601(3) yes P40 . F44 . 1.562(3) yes P40 . F45 . 1.578(3) yes P40 . F46 . 1.585(2) yes 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 2_676 N1 . C23 . 125.3(3) yes C2 2_676 N1 . C24 . 126.3(3) yes C23 . N1 . C24 . 108.3(3) yes N1 2_676 C2 . C3 . 117.5(3) yes N1 2_676 C2 . C7 . 120.5(3) yes C3 . C2 . C7 . 121.9(3) yes C2 . C3 . C4 . 119.1(3) yes C2 . C3 . H31 . 120.7 no C4 . C3 . H31 . 120.1 no C3 . C4 . C5 . 119.0(3) yes C3 . C4 . H41 . 121.1 no C5 . C4 . H41 . 119.9 no C4 . C5 . C6 . 122.3(3) yes C4 . C5 . N8 . 117.8(3) yes C6 . C5 . N8 . 119.9(3) yes C5 . C6 . C7 . 118.5(3) yes C5 . C6 . H61 . 120.3 no C7 . C6 . H61 . 121.2 no C6 . C7 . C2 . 119.2(3) yes C6 . C7 . H71 . 121.1 no C2 . C7 . H71 . 119.8 no C5 . N8 . C9 . 125.2(3) yes C5 . N8 . C12 . 126.5(3) yes C9 . N8 . C12 . 108.1(3) yes N8 . C9 . C10 . 107.1(3) yes N8 . C9 . H91 . 124.3 no C10 . C9 . H91 . 128.6 no C9 . C10 . N11 . 107.4(3) yes C9 . C10 . H101 . 127.1 no N11 . C10 . H101 . 125.5 no C10 . N11 . C12 . 108.8(3) yes C10 . N11 . C13 . 125.6(3) yes C12 . N11 . C13 . 125.6(3) yes N8 . C12 . N11 . 108.6(3) yes N8 . C12 . H121 . 125.0 no N11 . C12 . H121 . 126.5 no N11 . C13 . C14 . 110.6(3) yes N11 . C13 . H131 . 109.3 no C14 . C13 . H131 . 108.9 no N11 . C13 . H132 . 108.9 no C14 . C13 . H132 . 109.5 no H131 . C13 . H132 . 109.6 no C13 . C14 . C15 . 120.2(3) yes C13 . C14 . C19 . 120.9(3) yes C15 . C14 . C19 . 118.9(3) yes C14 . C15 . C16 . 120.7(3) yes C14 . C15 . H151 . 119.2 no C16 . C15 . H151 . 120.1 no C15 . C16 . C17 . 120.1(3) yes C15 . C16 . H161 . 121.1 no C17 . C16 . H161 . 118.7 no C16 . C17 . C18 . 119.2(3) yes C16 . C17 . C20 . 120.1(3) yes C18 . C17 . C20 . 120.7(3) yes C17 . C18 . C19 . 120.3(4) yes C17 . C18 . H181 . 120.3 no C19 . C18 . H181 . 119.4 no C18 . C19 . C14 . 120.8(3) yes C18 . C19 . H191 . 119.7 no C14 . C19 . H191 . 119.6 no C17 . C20 . N21 . 111.8(3) yes C17 . C20 . H201 . 110.2 no N21 . C20 . H201 . 106.6 no C17 . C20 . H202 . 111.0 no N21 . C20 . H202 . 106.2 no H201 . C20 . H202 . 111.0 no C20 . N21 . C22 . 125.7(3) yes C20 . N21 . C24 . 125.5(3) yes C22 . N21 . C24 . 108.5(3) yes N21 . C22 . C23 . 107.7(3) yes N21 . C22 . H221 . 124.3 no C23 . C22 . H221 . 128.0 no N1 . C23 . C22 . 107.0(3) yes N1 . C23 . H231 . 125.4 no C22 . C23 . H231 . 127.6 no N1 . C24 . N21 . 108.5(3) yes N1 . C24 . H241 . 125.8 no N21 . C24 . H241 . 125.7 no C26 . C25 . H251 . 110.5 no C26 . C25 . H253 . 109.5 no H251 . C25 . H253 . 109.5 no C26 . C25 . H252 . 109.3 no H251 . C25 . H252 . 109.4 no H253 . C25 . H252 . 108.6 no C25 . C26 . C27 . 114.7(5) yes C25 . C26 . O28 . 123.8(5) yes C27 . C26 . O28 . 121.4(5) yes C26 . C27 . H271 . 109.1 no C26 . C27 . H272 . 107.9 no H271 . C27 . H272 . 109.7 no C26 . C27 . H273 . 110.2 no H271 . C27 . H273 . 109.9 no H272 . C27 . H273 . 110.0 no C30 . C29 . H292 . 110.0 no C30 . C29 . H291 . 110.7 no H292 . C29 . H291 . 108.6 no C30 . C29 . H293 . 108.4 no H292 . C29 . H293 . 110.3 no H291 . C29 . H293 . 108.7 no C29 . C30 . C31 . 117.4(5) yes C29 . C30 . O32 . 122.2(5) yes C31 . C30 . O32 . 120.5(5) yes C30 . C31 . H312 . 109.0 no C30 . C31 . H311 . 108.8 no H312 . C31 . H311 . 109.3 no C30 . C31 . H313 . 109.1 no H312 . C31 . H313 . 111.0 no H311 . C31 . H313 . 109.7 no F34 . P33 . F35 . 89.50(12) yes F34 . P33 . F36 . 89.51(13) yes F35 . P33 . F36 . 90.08(11) yes F34 . P33 . F37 . 179.28(13) yes F35 . P33 . F37 . 90.16(12) yes F36 . P33 . F37 . 89.85(13) yes F34 . P33 . F38 . 89.68(12) yes F35 . P33 . F38 . 178.83(13) yes F36 . P33 . F38 . 90.74(12) yes F37 . P33 . F38 . 90.67(12) yes F34 . P33 . F39 . 90.14(13) yes F35 . P33 . F39 . 89.55(12) yes F36 . P33 . F39 . 179.49(13) yes F37 . P33 . F39 . 90.50(13) yes F38 . P33 . F39 . 89.62(12) yes F41 . P40 . F42 . 91.2(2) yes F41 . P40 . F43 . 90.11(17) yes F42 . P40 . F43 . 90.91(15) yes F41 . P40 . F44 . 177.4(2) yes F42 . P40 . F44 . 91.4(2) yes F43 . P40 . F44 . 89.84(19) yes F41 . P40 . F45 . 88.4(2) yes F42 . P40 . F45 . 178.63(18) yes F43 . P40 . F45 . 87.79(14) yes F44 . P40 . F45 . 89.1(2) yes F41 . P40 . F46 . 88.36(16) yes F42 . P40 . F46 . 89.28(15) yes F43 . P40 . F46 . 178.46(17) yes F44 . P40 . F46 . 91.68(18) yes F45 . P40 . F46 . 92.01(15) yes #===END #============================================================================== data_1.DMF.H2O _database_code_depnum_ccdc_archive 'CCDC 796364' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 10-04-16 _audit_creation_method CRYSTALS_ver_12.87 _oxford_structure_analysis_title 017cjs08 _chemical_name_systematic . _chemical_melting_point . _cell_length_a 16.7324(3) _cell_length_b 20.1029(3) _cell_length_c 17.8841(3) _cell_angle_alpha 90 _cell_angle_beta 108.4741(7) _cell_angle_gamma 90 _cell_volume 5705.67(16) _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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 '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 4 # Given Formula = C60 H52 Cl1 F18 N10 O2 P3 # Dc = 1.65 Fooo = 2832.00 Mu = 2.68 M = 1415.48 # Found Formula = C46 H54 F24 N10 O4 P4 # Dc = 1.62 FOOO = 2832.00 Mu = 2.64 M = 1390.85 _chemical_formula_sum 'C46 H54 F24 N10 O4 P4' _chemical_formula_moiety 'C40 H36 N8, 4(F6 P), 2(C3 H7 N O), 2(H2 O)' _chemical_compound_source . _chemical_formula_weight 1390.85 _cell_measurement_reflns_used 13520 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_min 0.160 _exptl_crystal_size_mid 0.220 _exptl_crystal_size_max 0.580 _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2832.000 _exptl_absorpt_coefficient_mu 0.264 # Sheldrick geometric approximatio 0.94 0.96 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.88 _exptl_absorpt_correction_T_max 0.96 # 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 85501 _reflns_number_total 13493 _diffrn_reflns_av_R_equivalents 0.080 # Number of reflections without Friedels Law is 13493 # Number of reflections with Friedels Law is 23313 # Theoretical number of reflections is about 9405 _diffrn_reflns_theta_min 5.099 _diffrn_reflns_theta_max 27.876 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.319 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _reflns_limit_h_min -22 _reflns_limit_h_max 20 _reflns_limit_k_min 0 _reflns_limit_k_max 26 _reflns_limit_l_min 0 _reflns_limit_l_max 23 _oxford_diffrn_Wilson_B_factor 3.46 _oxford_diffrn_Wilson_scale 34.21 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.08 _refine_diff_density_max 1.41 # 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 9323 _refine_ls_number_restraints 150 _refine_ls_number_parameters 848 _oxford_refine_ls_R_factor_ref 0.1162 _refine_ls_wR_factor_ref 0.2246 _refine_ls_goodness_of_fit_ref 0.8573 _refine_ls_shift/su_max 0.0004303 _refine_ls_shift/su_mean 1.6639410 # The values computed from all data _oxford_reflns_number_all 9325 _refine_ls_R_factor_all 0.1162 _refine_ls_wR_factor_all 0.2248 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5743 _refine_ls_R_factor_gt 0.0742 _refine_ls_wR_factor_gt 0.1933 # 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^) + ( 0.12P)^2^ +21.15P] ,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 P1 P 0.38542(8) 0.49391(6) 0.14941(7) 0.0355 1.0000 Uani . . . . . . . F2 F 0.3349(2) 0.53374(16) 0.1963(2) 0.0663 1.0000 Uani . . . . . . . F3 F 0.3832(2) 0.42902(15) 0.20016(19) 0.0601 1.0000 Uani . . . . . . . F4 F 0.4351(2) 0.45281(16) 0.10109(18) 0.0578 1.0000 Uani . . . . . . . F5 F 0.2995(2) 0.4715(2) 0.0862(2) 0.0771 1.0000 Uani . . . . . . . F6 F 0.4715(2) 0.5153(2) 0.21137(19) 0.0710 1.0000 Uani . . . . . . . F7 F 0.3881(2) 0.55752(16) 0.0968(2) 0.0654 1.0000 Uani . . . . . . . P8 P -0.11888(8) 0.49049(6) 0.14063(7) 0.0356 1.0000 Uani . . . . . . . F9 F -0.0693(2) 0.44782(15) 0.09376(17) 0.0531 1.0000 Uani . . . . . . . F10 F -0.03200(18) 0.51093(18) 0.20357(17) 0.0584 1.0000 Uani . . . . . . . F11 F -0.1696(2) 0.53227(16) 0.1868(2) 0.0609 1.0000 Uani . . . . . . . F12 F -0.20544(19) 0.46923(18) 0.07708(19) 0.0654 1.0000 Uani . . . . . . . F13 F -0.1140(2) 0.55368(15) 0.0888(2) 0.0620 1.0000 Uani . . . . . . . F14 F -0.1236(2) 0.42632(15) 0.19141(19) 0.0593 1.0000 Uani . . . . . . . P15 P 0.49507(8) 0.74387(7) 0.52276(8) 0.0412 1.0000 Uani . . . . . . . F16 F 0.44864(19) 0.68264(15) 0.5488(2) 0.0586 1.0000 Uani . . . . . . . F17 F 0.4676(3) 0.71751(19) 0.4352(2) 0.0847 1.0000 Uani . . . . . . . F18 F 0.5393(2) 0.80560(18) 0.4962(2) 0.0705 1.0000 Uani . . . . . . . F19 F 0.5780(2) 0.7001(2) 0.5407(3) 0.0892 1.0000 Uani . . . . . . . F20 F 0.4117(2) 0.78583(19) 0.5032(3) 0.0837 1.0000 Uani . . . . . . . F21 F 0.5242(3) 0.7693(2) 0.6106(2) 0.0960 1.0000 Uani . . . . . . . P22 P 0.00264(10) 0.74437(8) 0.53604(10) 0.0615 1.0000 Uani D U . . . . . F23 F -0.0557(3) 0.6883(2) 0.5507(3) 0.0774 0.723(7) Uani D U P . 1 . . F24 F 0.0605(3) 0.8000(2) 0.5215(3) 0.1401 0.723(7) Uani D U P . 1 . . F25 F 0.0804(3) 0.6942(3) 0.5596(3) 0.1089 0.723(7) Uani D U P . 1 . . F26 F -0.0740(3) 0.7939(2) 0.5128(3) 0.1160 0.723(7) Uani D U P . 1 . . F27 F 0.0248(3) 0.7665(2) 0.6234(3) 0.1107 0.723(7) Uani D U P . 1 . . F28 F -0.0201(4) 0.7218(2) 0.4465(3) 0.1048 0.723(7) Uani D U P . 1 . . N29 N 0.6426(2) 0.56057(18) 0.2092(2) 0.0292 1.0000 Uani . . . . . . . C30 C 0.6586(3) 0.6043(2) 0.2761(2) 0.0295 1.0000 Uani . . . . . . . C31 C 0.5996(3) 0.6518(2) 0.2772(3) 0.0373 1.0000 Uani . . . . . . . C32 C 0.6172(3) 0.6958(2) 0.3398(3) 0.0342 1.0000 Uani . . . . . . . C33 C 0.6942(3) 0.6932(2) 0.3982(3) 0.0302 1.0000 Uani . . . . . . . N34 N 0.7151(2) 0.74298(18) 0.4589(2) 0.0302 1.0000 Uani . . . . . . . C35 C 0.7595(3) 0.7338(2) 0.5348(3) 0.0322 1.0000 Uani . . . . . . . N36 N 0.7710(2) 0.79270(19) 0.5697(2) 0.0332 1.0000 Uani . . . . . . . C37 C 0.7326(3) 0.8412(2) 0.5155(3) 0.0360 1.0000 Uani . . . . . . . C38 C 0.6970(3) 0.8108(2) 0.4465(3) 0.0331 1.0000 Uani . . . . . . . C39 C 0.8233(3) 0.8074(2) 0.6518(3) 0.0421 1.0000 Uani . . . . . . . C40 C 0.8311(3) 0.7495(2) 0.7062(3) 0.0340 1.0000 Uani . . . . . . . C41 C 0.9095(3) 0.7202(3) 0.7414(3) 0.0434 1.0000 Uani . . . . . . . C42 C 0.9192(3) 0.6710(3) 0.7966(3) 0.0424 1.0000 Uani . . . . . . . C43 C 0.8510(3) 0.6479(2) 0.8170(3) 0.0373 1.0000 Uani . . . . . . . C44 C 0.8629(4) 0.5977(2) 0.8810(3) 0.0464 1.0000 Uani . . . . . . . N45 N 0.8654(2) 0.52817(19) 0.8534(2) 0.0325 1.0000 Uani . . . . . . . C46 C 0.8427(3) 0.5071(2) 0.7797(3) 0.0330 1.0000 Uani . . . . . . . N47 N 0.8554(2) 0.44128(19) 0.7808(2) 0.0306 1.0000 Uani . . . . . . . C48 C 0.8385(3) 0.3971(2) 0.7141(3) 0.0312 1.0000 Uani . . . . . . . C49 C 0.8990(3) 0.3509(2) 0.7121(3) 0.0361 1.0000 Uani . . . . . . . C50 C 0.8811(3) 0.3056(3) 0.6509(3) 0.0383 1.0000 Uani . . . . . . . C51 C 0.8029(3) 0.3069(2) 0.5935(3) 0.0312 1.0000 Uani . . . . . . . N52 N 0.7822(2) 0.25718(18) 0.5334(2) 0.0304 1.0000 Uani . . . . . . . C53 C 0.7344(3) 0.2661(2) 0.4579(3) 0.0332 1.0000 Uani . . . . . . . N54 N 0.7224(2) 0.20741(18) 0.4226(2) 0.0323 1.0000 Uani . . . . . . . C55 C 0.7648(3) 0.1592(2) 0.4754(3) 0.0329 1.0000 Uani . . . . . . . C56 C 0.8019(3) 0.1898(2) 0.5439(3) 0.0352 1.0000 Uani . . . . . . . C57 C 0.6670(3) 0.1938(2) 0.3416(3) 0.0422 1.0000 Uani . . . . . . . C58 C 0.6612(3) 0.2515(2) 0.2872(3) 0.0343 1.0000 Uani . . . . . . . C59 C 0.5864(3) 0.2873(2) 0.2596(3) 0.0374 1.0000 Uani . . . . . . . C60 C 0.5776(3) 0.3373(2) 0.2045(3) 0.0376 1.0000 Uani . . . . . . . C61 C 0.6434(3) 0.3531(2) 0.1768(3) 0.0346 1.0000 Uani . . . . . . . C62 C 0.7203(3) 0.3196(3) 0.2079(3) 0.0426 1.0000 Uani . . . . . . . C63 C 0.7277(3) 0.2688(3) 0.2614(3) 0.0447 1.0000 Uani . . . . . . . C64 C 0.6317(4) 0.4028(2) 0.1113(3) 0.0418 1.0000 Uani . . . . . . . N65 N 0.6315(2) 0.47276(19) 0.1380(2) 0.0319 1.0000 Uani . . . . . . . C66 C 0.6549(3) 0.4948(2) 0.2109(3) 0.0309 1.0000 Uani . . . . . . . C67 C 0.6045(3) 0.5254(2) 0.0874(3) 0.0348 1.0000 Uani . . . . . . . C68 C 0.6100(3) 0.5804(2) 0.1309(3) 0.0339 1.0000 Uani . . . . . . . C69 C 0.7438(3) 0.3547(2) 0.5941(3) 0.0387 1.0000 Uani . . . . . . . C70 C 0.7614(3) 0.4006(2) 0.6553(3) 0.0386 1.0000 Uani . . . . . . . C71 C 0.8866(3) 0.4207(3) 0.8589(3) 0.0385 1.0000 Uani . . . . . . . C72 C 0.8926(3) 0.4755(3) 0.9034(3) 0.0381 1.0000 Uani . . . . . . . C73 C 0.7713(3) 0.6740(3) 0.7776(3) 0.0448 1.0000 Uani . . . . . . . C74 C 0.7617(3) 0.7249(3) 0.7232(3) 0.0445 1.0000 Uani . . . . . . . C75 C 0.7529(3) 0.6444(3) 0.3981(3) 0.0445 1.0000 Uani . . . . . . . C76 C 0.7340(3) 0.6000(3) 0.3358(3) 0.0436 1.0000 Uani . . . . . . . O8 O 0.1615(3) 0.5105(2) 0.4979(2) 0.0634 1.0000 Uani . . . . . . . N9 N 0.4970(3) 0.4956(2) 0.3974(3) 0.0535 1.0000 Uani . . . . . . . N10 N 0.0288(3) 0.5223(2) 0.4115(3) 0.0526 1.0000 Uani . . . . . . . C13 C 0.0985(4) 0.5442(3) 0.4648(3) 0.0536 1.0000 Uani . . . . . . . O15 O 0.3616(3) 0.4754(2) 0.3920(3) 0.0847 1.0000 Uani . . . . . . . C17 C 0.4881(5) 0.5659(3) 0.4053(4) 0.0684 1.0000 Uani . . . . . . . C18 C -0.0419(4) 0.5665(3) 0.3805(4) 0.0674 1.0000 Uani . . . . . . . C20 C 0.4310(4) 0.4553(3) 0.3893(4) 0.0644 1.0000 Uani . . . . . . . C23 C 0.5740(4) 0.4695(3) 0.3917(4) 0.0663 1.0000 Uani . . . . . . . C24 C 0.0206(5) 0.4544(3) 0.3879(4) 0.0707 1.0000 Uani . . . . . . . O1 O 0.2530(3) 0.5856(2) 0.6267(2) 0.0720 1.0000 Uani . . . . . . . O2 O 0.2214(3) 0.4158(2) 0.4028(3) 0.0701 1.0000 Uani . . . . . . . F100 F 0.0853(8) 0.7671(5) 0.6038(7) 0.1021 0.277(7) Uani D U P . 2 . . F102 F -0.0774(7) 0.7224(5) 0.4704(7) 0.1571 0.277(7) Uani D U P . 2 . . F101 F -0.0183(8) 0.6954(6) 0.5939(7) 0.1416 0.277(7) Uani D U P . 2 . . F104 F 0.0233(8) 0.7928(6) 0.4789(6) 0.0996 0.277(7) Uani D U P . 2 . . F105 F -0.0488(8) 0.8000(5) 0.5612(9) 0.1177 0.277(7) Uani D U P . 2 . . F103 F 0.0534(8) 0.6895(5) 0.5112(8) 0.1123 0.277(7) Uani D U P . 2 . . H311 H 0.5481 0.6540 0.2357 0.0475 1.0000 Uiso R . . . . . . H321 H 0.5776 0.7272 0.3429 0.0449 1.0000 Uiso R . . . . . . H351 H 0.7794 0.6938 0.5589 0.0412 1.0000 Uiso R . . . . . . H371 H 0.7332 0.8875 0.5266 0.0472 1.0000 Uiso R . . . . . . H381 H 0.6650 0.8307 0.3985 0.0444 1.0000 Uiso R . . . . . . H391 H 0.8796 0.8193 0.6504 0.0522 1.0000 Uiso R . . . . . . H392 H 0.7989 0.8455 0.6708 0.0524 1.0000 Uiso R . . . . . . H411 H 0.9563 0.7342 0.7272 0.0514 1.0000 Uiso R . . . . . . H421 H 0.9726 0.6523 0.8206 0.0513 1.0000 Uiso R . . . . . . H441 H 0.8150 0.6005 0.9009 0.0611 1.0000 Uiso R . . . . . . H442 H 0.9151 0.6067 0.9237 0.0615 1.0000 Uiso R . . . . . . H461 H 0.8211 0.5343 0.7349 0.0425 1.0000 Uiso R . . . . . . H491 H 0.9521 0.3506 0.7514 0.0475 1.0000 Uiso R . . . . . . H501 H 0.9203 0.2739 0.6475 0.0457 1.0000 Uiso R . . . . . . H531 H 0.7131 0.3061 0.4344 0.0423 1.0000 Uiso R . . . . . . H551 H 0.7654 0.1129 0.4647 0.0433 1.0000 Uiso R . . . . . . H561 H 0.8361 0.1711 0.5913 0.0483 1.0000 Uiso R . . . . . . H572 H 0.6894 0.1550 0.3217 0.0528 1.0000 Uiso R . . . . . . H571 H 0.6111 0.1834 0.3445 0.0526 1.0000 Uiso R . . . . . . H591 H 0.5413 0.2774 0.2782 0.0477 1.0000 Uiso R . . . . . . H601 H 0.5268 0.3602 0.1848 0.0492 1.0000 Uiso R . . . . . . H621 H 0.7662 0.3326 0.1919 0.0553 1.0000 Uiso R . . . . . . H631 H 0.7792 0.2451 0.2812 0.0563 1.0000 Uiso R . . . . . . H642 H 0.5788 0.3937 0.0698 0.0553 1.0000 Uiso R . . . . . . H641 H 0.6798 0.3989 0.0914 0.0549 1.0000 Uiso R . . . . . . H661 H 0.6759 0.4678 0.2565 0.0393 1.0000 Uiso R . . . . . . H671 H 0.5859 0.5220 0.0324 0.0441 1.0000 Uiso R . . . . . . H681 H 0.5956 0.6241 0.1132 0.0441 1.0000 Uiso R . . . . . . H691 H 0.6914 0.3555 0.5539 0.0495 1.0000 Uiso R . . . . . . H701 H 0.7217 0.4327 0.6569 0.0490 1.0000 Uiso R . . . . . . H711 H 0.8996 0.3764 0.8762 0.0483 1.0000 Uiso R . . . . . . H721 H 0.9120 0.4785 0.9589 0.0478 1.0000 Uiso R . . . . . . H731 H 0.7237 0.6564 0.7883 0.0617 1.0000 Uiso R . . . . . . H741 H 0.7091 0.7438 0.6987 0.0565 1.0000 Uiso R . . . . . . H751 H 0.8045 0.6414 0.4386 0.0532 1.0000 Uiso R . . . . . . H761 H 0.7730 0.5676 0.3349 0.0533 1.0000 Uiso R . . . . . . H131 H 0.1002 0.5913 0.4789 0.0677 1.0000 Uiso R . . . . . . H171 H 0.5443 0.5834 0.4354 0.1175 1.0000 Uiso R . . . . . . H172 H 0.4665 0.5858 0.3530 0.1172 1.0000 Uiso R . . . . . . H173 H 0.4484 0.5717 0.4346 0.1170 1.0000 Uiso R . . . . . . H182 H -0.0589 0.5660 0.3226 0.1103 1.0000 Uiso R . . . . . . H181 H -0.0874 0.5497 0.3992 0.1102 1.0000 Uiso R . . . . . . H183 H -0.0242 0.6114 0.4015 0.1102 1.0000 Uiso R . . . . . . H201 H 0.4381 0.4082 0.3806 0.0847 1.0000 Uiso R . . . . . . H231 H 0.5688 0.4217 0.3858 0.1171 1.0000 Uiso R . . . . . . H232 H 0.5849 0.4887 0.3464 0.1172 1.0000 Uiso R . . . . . . H233 H 0.6190 0.4814 0.4404 0.1174 1.0000 Uiso R . . . . . . H241 H -0.0237 0.4518 0.3373 0.1030 1.0000 Uiso R . . . . . . H242 H 0.0081 0.4288 0.4292 0.1030 1.0000 Uiso R . . . . . . H243 H 0.0765 0.4426 0.3839 0.1022 1.0000 Uiso R . . . . . . H11 H 0.2518 0.5632 0.5881 0.0780 1.0000 Uiso R . . . . . . H21 H 0.2113 0.4318 0.4410 0.0853 1.0000 Uiso R . . . . . . H22 H 0.2644 0.4326 0.3986 0.0853 1.0000 Uiso R . . . . . . H12 H 0.2113 0.6120 0.6107 0.0870 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 P1 0.0336(7) 0.0331(7) 0.0386(7) 0.0004(6) 0.0095(6) 0.0011(6) F2 0.076(2) 0.050(2) 0.092(3) -0.0105(18) 0.053(2) 0.0035(17) F3 0.081(2) 0.0439(19) 0.065(2) 0.0135(16) 0.0369(18) 0.0006(17) F4 0.075(2) 0.053(2) 0.0523(18) 0.0087(15) 0.0292(16) 0.0233(17) F5 0.0446(19) 0.101(3) 0.069(2) -0.016(2) -0.0067(17) -0.0063(19) F6 0.0448(19) 0.110(3) 0.0515(19) -0.0095(19) 0.0065(15) -0.0293(19) F7 0.096(3) 0.0407(19) 0.070(2) 0.0171(16) 0.041(2) 0.0152(18) P8 0.0342(7) 0.0317(7) 0.0391(7) -0.0022(5) 0.0093(6) -0.0010(5) F9 0.061(2) 0.0521(19) 0.0496(17) -0.0010(15) 0.0218(15) 0.0162(16) F10 0.0412(17) 0.083(2) 0.0475(18) -0.0117(16) 0.0092(14) -0.0157(16) F11 0.057(2) 0.054(2) 0.082(2) -0.0193(17) 0.0371(18) -0.0024(16) F12 0.0428(18) 0.079(2) 0.061(2) -0.0155(18) -0.0028(15) -0.0048(17) F13 0.079(2) 0.0393(18) 0.070(2) 0.0142(16) 0.0281(18) 0.0062(16) F14 0.074(2) 0.0459(19) 0.061(2) 0.0117(15) 0.0263(17) -0.0065(16) P15 0.0404(8) 0.0401(8) 0.0461(8) -0.0027(6) 0.0181(6) -0.0083(6) F16 0.0517(19) 0.0453(19) 0.077(2) 0.0154(16) 0.0186(16) -0.0075(15) F17 0.129(4) 0.068(3) 0.056(2) -0.0114(19) 0.028(2) -0.008(2) F18 0.075(2) 0.065(2) 0.081(2) 0.0021(19) 0.039(2) -0.0290(19) F19 0.054(2) 0.101(3) 0.118(3) 0.033(3) 0.035(2) 0.014(2) F20 0.071(2) 0.068(2) 0.134(3) 0.050(2) 0.063(2) 0.028(2) F21 0.156(4) 0.080(3) 0.056(2) -0.022(2) 0.040(2) -0.053(3) P22 0.0663(10) 0.0535(10) 0.0821(11) -0.0220(8) 0.0482(9) -0.0247(7) F23 0.053(3) 0.052(3) 0.119(4) 0.016(3) 0.014(3) -0.019(2) F24 0.179(6) 0.114(4) 0.185(7) -0.058(4) 0.140(6) -0.097(4) F25 0.060(3) 0.150(5) 0.116(5) -0.024(4) 0.027(3) 0.012(3) F26 0.161(5) 0.084(4) 0.149(5) 0.058(4) 0.114(4) 0.049(4) F27 0.128(5) 0.133(6) 0.093(3) -0.057(3) 0.067(3) -0.054(4) F28 0.145(6) 0.099(5) 0.074(2) -0.016(3) 0.040(3) 0.002(4) N29 0.028(2) 0.028(2) 0.030(2) 0.0015(16) 0.0067(16) -0.0011(16) C30 0.029(2) 0.028(3) 0.029(2) 0.0007(19) 0.0059(19) 0.000(2) C31 0.030(3) 0.039(3) 0.038(3) -0.002(2) 0.005(2) 0.002(2) C32 0.031(3) 0.034(3) 0.038(3) -0.001(2) 0.012(2) 0.007(2) C33 0.031(2) 0.028(3) 0.032(2) -0.0022(19) 0.011(2) -0.002(2) N34 0.031(2) 0.028(2) 0.031(2) 0.0004(16) 0.0090(16) -0.0003(17) C35 0.036(3) 0.030(3) 0.031(2) 0.001(2) 0.011(2) 0.000(2) N36 0.041(2) 0.029(2) 0.029(2) 0.0001(17) 0.0106(17) -0.0006(18) C37 0.041(3) 0.031(3) 0.039(3) 0.002(2) 0.016(2) 0.001(2) C38 0.036(3) 0.029(3) 0.036(3) 0.003(2) 0.014(2) 0.004(2) C39 0.058(3) 0.029(3) 0.034(3) -0.001(2) 0.008(2) -0.007(2) C40 0.045(3) 0.029(3) 0.030(2) -0.005(2) 0.014(2) -0.003(2) C41 0.038(3) 0.046(3) 0.045(3) 0.002(2) 0.010(2) -0.011(2) C42 0.033(3) 0.047(3) 0.040(3) 0.006(2) 0.002(2) 0.004(2) C43 0.053(3) 0.026(3) 0.034(3) -0.002(2) 0.017(2) -0.001(2) C44 0.074(4) 0.031(3) 0.037(3) -0.004(2) 0.021(3) -0.002(3) N45 0.034(2) 0.031(2) 0.033(2) 0.0016(17) 0.0127(17) -0.0038(18) C46 0.033(3) 0.032(3) 0.032(2) 0.001(2) 0.007(2) 0.000(2) N47 0.028(2) 0.030(2) 0.032(2) 0.0037(17) 0.0062(16) 0.0010(17) C48 0.032(3) 0.028(3) 0.034(2) 0.002(2) 0.010(2) -0.001(2) C49 0.028(2) 0.039(3) 0.038(3) 0.000(2) 0.006(2) 0.002(2) C50 0.032(3) 0.042(3) 0.038(3) 0.001(2) 0.008(2) 0.008(2) C51 0.032(3) 0.029(3) 0.034(2) 0.001(2) 0.012(2) -0.001(2) N52 0.031(2) 0.029(2) 0.031(2) 0.0012(16) 0.0098(16) 0.0012(17) C53 0.031(2) 0.029(3) 0.038(3) 0.004(2) 0.009(2) -0.001(2) N54 0.035(2) 0.029(2) 0.033(2) 0.0021(17) 0.0110(17) -0.0020(17) C55 0.034(3) 0.026(3) 0.039(3) 0.006(2) 0.012(2) 0.005(2) C56 0.035(3) 0.033(3) 0.040(3) 0.008(2) 0.015(2) 0.005(2) C57 0.051(3) 0.032(3) 0.037(3) 0.003(2) 0.005(2) -0.005(2) C58 0.043(3) 0.029(3) 0.028(2) -0.001(2) 0.008(2) -0.005(2) C59 0.029(2) 0.043(3) 0.041(3) 0.003(2) 0.011(2) -0.008(2) C60 0.033(3) 0.039(3) 0.038(3) 0.002(2) 0.008(2) 0.003(2) C61 0.046(3) 0.029(3) 0.028(2) -0.006(2) 0.012(2) -0.002(2) C62 0.041(3) 0.047(3) 0.047(3) 0.000(2) 0.024(2) -0.003(2) C63 0.046(3) 0.041(3) 0.048(3) 0.004(2) 0.015(2) 0.012(2) C64 0.062(3) 0.032(3) 0.033(3) -0.003(2) 0.017(2) -0.001(2) N65 0.036(2) 0.031(2) 0.029(2) -0.0011(17) 0.0105(17) -0.0025(17) C66 0.029(2) 0.034(3) 0.029(2) 0.001(2) 0.0080(19) -0.001(2) C67 0.040(3) 0.039(3) 0.026(2) 0.004(2) 0.011(2) -0.002(2) C68 0.036(3) 0.031(3) 0.035(3) 0.006(2) 0.012(2) 0.001(2) C69 0.032(3) 0.035(3) 0.040(3) 0.000(2) 0.000(2) 0.004(2) C70 0.030(3) 0.032(3) 0.048(3) -0.001(2) 0.005(2) 0.004(2) C71 0.039(3) 0.037(3) 0.037(3) 0.008(2) 0.009(2) 0.000(2) C72 0.040(3) 0.043(3) 0.030(2) 0.004(2) 0.009(2) 0.000(2) C73 0.050(3) 0.046(3) 0.048(3) 0.000(3) 0.029(3) -0.002(3) C74 0.038(3) 0.052(3) 0.045(3) 0.003(3) 0.015(2) 0.010(3) C75 0.037(3) 0.045(3) 0.044(3) -0.009(2) 0.002(2) 0.006(2) C76 0.040(3) 0.038(3) 0.047(3) -0.008(2) 0.006(2) 0.010(2) O8 0.050(2) 0.067(3) 0.067(3) -0.005(2) 0.010(2) 0.006(2) N9 0.056(3) 0.057(3) 0.057(3) 0.009(2) 0.031(2) 0.002(3) N10 0.055(3) 0.054(3) 0.052(3) -0.002(2) 0.020(2) -0.001(2) C13 0.054(4) 0.055(4) 0.051(3) -0.006(3) 0.017(3) -0.003(3) O15 0.061(3) 0.071(3) 0.135(4) 0.031(3) 0.049(3) 0.019(2) C17 0.084(5) 0.054(4) 0.080(5) 0.001(3) 0.043(4) 0.000(3) C18 0.060(4) 0.076(5) 0.065(4) -0.005(3) 0.018(3) 0.006(4) C20 0.058(4) 0.054(4) 0.091(5) 0.017(3) 0.038(4) 0.011(3) C23 0.058(4) 0.077(5) 0.071(4) 0.024(4) 0.029(3) 0.004(3) C24 0.084(5) 0.053(4) 0.063(4) 0.003(3) 0.006(3) -0.008(4) O1 0.080(3) 0.057(3) 0.063(3) -0.002(2) -0.001(2) 0.012(2) O2 0.078(3) 0.052(3) 0.085(3) -0.003(2) 0.032(2) -0.001(2) F100 0.138(8) 0.055(8) 0.071(7) -0.003(5) -0.027(6) 0.014(6) F102 0.094(8) 0.184(14) 0.168(11) -0.046(9) 0.004(7) -0.051(8) F101 0.196(14) 0.091(9) 0.187(11) 0.047(9) 0.130(9) 0.010(9) F104 0.065(8) 0.155(10) 0.080(8) 0.059(7) 0.024(6) 0.013(7) F105 0.128(10) 0.074(8) 0.193(14) -0.001(8) 0.110(9) 0.015(7) F103 0.115(10) 0.076(7) 0.171(12) -0.070(7) 0.082(9) -0.025(6) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.17653(19) 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 P1 . F2 . 1.585(3) yes P1 . F3 . 1.596(3) yes P1 . F4 . 1.605(3) yes P1 . F5 . 1.587(3) yes P1 . F6 . 1.573(3) yes P1 . F7 . 1.597(3) yes P8 . F9 . 1.603(3) yes P8 . F10 . 1.585(3) yes P8 . F11 . 1.597(3) yes P8 . F12 . 1.590(3) yes P8 . F13 . 1.590(3) yes P8 . F14 . 1.594(3) yes P15 . F16 . 1.602(3) yes P15 . F17 . 1.577(4) yes P15 . F18 . 1.593(3) yes P15 . F19 . 1.588(4) yes P15 . F20 . 1.573(4) yes P15 . F21 . 1.576(4) yes P22 . F23 . 1.566(4) yes P22 . F24 . 1.554(5) yes P22 . F25 . 1.594(6) yes P22 . F26 . 1.572(6) yes P22 . F27 . 1.552(5) yes P22 . F28 . 1.590(5) yes N29 . C30 . 1.440(6) yes N29 . C66 . 1.336(6) yes N29 . C68 . 1.390(6) yes C30 . C31 . 1.377(6) yes C30 . C76 . 1.374(6) yes C31 . C32 . 1.383(6) yes C31 . H311 . 0.943 no C32 . C33 . 1.379(6) yes C32 . H321 . 0.930 no C33 . N34 . 1.435(6) yes C33 . C75 . 1.389(7) yes N34 . C35 . 1.338(6) yes N34 . C38 . 1.399(6) yes C35 . N36 . 1.324(6) yes C35 . H351 . 0.922 no N36 . C37 . 1.381(6) yes N36 . C39 . 1.482(6) yes C37 . C38 . 1.337(6) yes C37 . H371 . 0.951 no C38 . H381 . 0.944 no C39 . C40 . 1.495(6) yes C39 . H391 . 0.980 no C39 . H392 . 0.978 no C40 . C41 . 1.393(7) yes C40 . C74 . 1.382(7) yes C41 . C42 . 1.372(7) yes C41 . H411 . 0.939 no C42 . C43 . 1.383(7) yes C42 . H421 . 0.939 no C43 . C44 . 1.490(7) yes C43 . C73 . 1.397(7) yes C44 . N45 . 1.488(6) yes C44 . H441 . 0.976 no C44 . H442 . 0.978 no N45 . C46 . 1.320(6) yes N45 . C72 . 1.367(6) yes C46 . N47 . 1.340(6) yes C46 . H461 . 0.943 no N47 . C48 . 1.441(6) yes N47 . C71 . 1.390(6) yes C48 . C49 . 1.383(6) yes C48 . C70 . 1.384(6) yes C49 . C50 . 1.382(7) yes C49 . H491 . 0.941 no C50 . C51 . 1.383(6) yes C50 . H501 . 0.930 no C51 . N52 . 1.428(6) yes C51 . C69 . 1.381(7) yes N52 . C53 . 1.345(6) yes N52 . C56 . 1.393(6) yes C53 . N54 . 1.323(6) yes C53 . H531 . 0.925 no N54 . C55 . 1.383(6) yes N54 . C57 . 1.476(6) yes C55 . C56 . 1.334(7) yes C55 . H551 . 0.951 no C56 . H561 . 0.939 no C57 . C58 . 1.498(6) yes C57 . H572 . 0.981 no C57 . H571 . 0.976 no C58 . C59 . 1.393(7) yes C58 . C63 . 1.376(7) yes C59 . C60 . 1.381(7) yes C59 . H591 . 0.938 no C60 . C61 . 1.381(7) yes C60 . H601 . 0.933 no C61 . C62 . 1.402(7) yes C61 . C64 . 1.505(6) yes C62 . C63 . 1.378(7) yes C62 . H621 . 0.938 no C63 . H631 . 0.950 no C64 . N65 . 1.486(6) yes C64 . H642 . 0.975 no C64 . H641 . 0.981 no N65 . C66 . 1.315(6) yes N65 . C67 . 1.371(6) yes C66 . H661 . 0.949 no C67 . C68 . 1.339(7) yes C67 . H671 . 0.935 no C68 . H681 . 0.938 no C69 . C70 . 1.391(7) yes C69 . H691 . 0.941 no C70 . H701 . 0.933 no C71 . C72 . 1.343(7) yes C71 . H711 . 0.946 no C72 . H721 . 0.943 no C73 . C74 . 1.386(7) yes C73 . H731 . 0.945 no C74 . H741 . 0.931 no C75 . C76 . 1.383(7) yes C75 . H751 . 0.937 no C76 . H761 . 0.925 no O8 . C13 . 1.235(7) yes N9 . C17 . 1.433(8) yes N9 . C20 . 1.341(8) yes N9 . C23 . 1.424(7) yes N10 . C13 . 1.325(7) yes N10 . C18 . 1.442(7) yes N10 . C24 . 1.422(8) yes C13 . H131 . 0.977 no O15 . C20 . 1.244(7) yes C17 . H171 . 0.989 no C17 . H172 . 0.976 no C17 . H173 . 0.974 no C18 . H182 . 0.982 no C18 . H181 . 0.984 no C18 . H183 . 0.987 no C20 . H201 . 0.973 no C23 . H231 . 0.968 no C23 . H232 . 0.966 no C23 . H233 . 0.983 no C24 . H241 . 0.971 no C24 . H242 . 0.975 no C24 . H243 . 0.991 no O1 . H11 . 0.820 no O1 . H12 . 0.850 no O2 . H21 . 0.820 no O2 . H22 . 0.820 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 F2 . P1 . F3 . 89.94(18) yes F2 . P1 . F4 . 179.0(2) yes F3 . P1 . F4 . 89.71(17) yes F2 . P1 . F5 . 90.3(2) yes F3 . P1 . F5 . 89.6(2) yes F4 . P1 . F5 . 88.7(2) yes F2 . P1 . F6 . 90.7(2) yes F3 . P1 . F6 . 90.3(2) yes F4 . P1 . F6 . 90.3(2) yes F5 . P1 . F6 . 179.0(2) yes F2 . P1 . F7 . 91.53(19) yes F3 . P1 . F7 . 178.40(19) yes F4 . P1 . F7 . 88.80(17) yes F5 . P1 . F7 . 89.7(2) yes F6 . P1 . F7 . 90.3(2) yes F9 . P8 . F10 . 89.99(17) yes F9 . P8 . F11 . 179.09(19) yes F10 . P8 . F11 . 90.84(18) yes F9 . P8 . F12 . 89.29(18) yes F10 . P8 . F12 . 179.3(2) yes F11 . P8 . F12 . 89.88(19) yes F9 . P8 . F13 . 89.54(18) yes F10 . P8 . F13 . 90.15(19) yes F11 . P8 . F13 . 90.86(19) yes F12 . P8 . F13 . 90.1(2) yes F9 . P8 . F14 . 89.56(18) yes F10 . P8 . F14 . 90.29(18) yes F11 . P8 . F14 . 90.04(19) yes F12 . P8 . F14 . 89.50(19) yes F13 . P8 . F14 . 179.00(19) yes F16 . P15 . F17 . 90.9(2) yes F16 . P15 . F18 . 178.8(2) yes F17 . P15 . F18 . 89.0(2) yes F16 . P15 . F19 . 89.4(2) yes F17 . P15 . F19 . 88.6(2) yes F18 . P15 . F19 . 91.9(2) yes F16 . P15 . F20 . 89.92(18) yes F17 . P15 . F20 . 90.1(2) yes F18 . P15 . F20 . 88.8(2) yes F19 . P15 . F20 . 178.5(3) yes F16 . P15 . F21 . 89.1(2) yes F17 . P15 . F21 . 178.9(3) yes F18 . P15 . F21 . 91.0(2) yes F19 . P15 . F21 . 90.2(3) yes F20 . P15 . F21 . 91.1(3) yes F23 . P22 . F24 . 179.993 yes F23 . P22 . F25 . 90.000 yes F24 . P22 . F25 . 90.000 yes F23 . P22 . F26 . 90.000 yes F24 . P22 . F26 . 90.000 yes F25 . P22 . F26 . 179.993 yes F23 . P22 . F27 . 90.000 yes F24 . P22 . F27 . 90.000 yes F25 . P22 . F27 . 90.000 yes F26 . P22 . F27 . 90.000 yes F23 . P22 . F28 . 90.000 yes F24 . P22 . F28 . 90.000 yes F25 . P22 . F28 . 90.000 yes F26 . P22 . F28 . 90.000 yes F27 . P22 . F28 . 179.993 yes C30 . N29 . C66 . 126.7(4) yes C30 . N29 . C68 . 124.9(4) yes C66 . N29 . C68 . 108.4(4) yes N29 . C30 . C31 . 119.3(4) yes N29 . C30 . C76 . 119.3(4) yes C31 . C30 . C76 . 121.2(4) yes C30 . C31 . C32 . 119.0(4) yes C30 . C31 . H311 . 120.0 no C32 . C31 . H311 . 121.0 no C31 . C32 . C33 . 119.8(4) yes C31 . C32 . H321 . 120.7 no C33 . C32 . H321 . 119.5 no C32 . C33 . N34 . 119.5(4) yes C32 . C33 . C75 . 121.1(4) yes N34 . C33 . C75 . 119.4(4) yes C33 . N34 . C35 . 126.5(4) yes C33 . N34 . C38 . 124.8(4) yes C35 . N34 . C38 . 108.6(4) yes N34 . C35 . N36 . 107.8(4) yes N34 . C35 . H351 . 126.6 no N36 . C35 . H351 . 125.6 no C35 . N36 . C37 . 109.6(4) yes C35 . N36 . C39 . 126.7(4) yes C37 . N36 . C39 . 123.5(4) yes N36 . C37 . C38 . 107.3(4) yes N36 . C37 . H371 . 125.0 no C38 . C37 . H371 . 127.7 no N34 . C38 . C37 . 106.7(4) yes N34 . C38 . H381 . 126.1 no C37 . C38 . H381 . 127.2 no N36 . C39 . C40 . 113.1(4) yes N36 . C39 . H391 . 107.1 no C40 . C39 . H391 . 108.7 no N36 . C39 . H392 . 108.7 no C40 . C39 . H392 . 110.1 no H391 . C39 . H392 . 109.0 no C39 . C40 . C41 . 119.9(5) yes C39 . C40 . C74 . 121.0(5) yes C41 . C40 . C74 . 119.1(5) yes C40 . C41 . C42 . 120.6(5) yes C40 . C41 . H411 . 119.9 no C42 . C41 . H411 . 119.5 no C41 . C42 . C43 . 120.9(5) yes C41 . C42 . H421 . 119.7 no C43 . C42 . H421 . 119.4 no C42 . C43 . C44 . 120.5(5) yes C42 . C43 . C73 . 118.4(4) yes C44 . C43 . C73 . 121.0(5) yes C43 . C44 . N45 . 113.1(4) yes C43 . C44 . H441 . 108.4 no N45 . C44 . H441 . 106.7 no C43 . C44 . H442 . 110.1 no N45 . C44 . H442 . 108.7 no H441 . C44 . H442 . 109.7 no C44 . N45 . C46 . 127.1(4) yes C44 . N45 . C72 . 123.4(4) yes C46 . N45 . C72 . 109.6(4) yes N45 . C46 . N47 . 107.9(4) yes N45 . C46 . H461 . 125.1 no N47 . C46 . H461 . 127.0 no C46 . N47 . C48 . 127.5(4) yes C46 . N47 . C71 . 108.4(4) yes C48 . N47 . C71 . 124.1(4) yes N47 . C48 . C49 . 118.8(4) yes N47 . C48 . C70 . 119.3(4) yes C49 . C48 . C70 . 121.9(4) yes C48 . C49 . C50 . 119.1(4) yes C48 . C49 . H491 . 120.6 no C50 . C49 . H491 . 120.3 no C49 . C50 . C51 . 119.4(4) yes C49 . C50 . H501 . 121.4 no C51 . C50 . H501 . 119.1 no C50 . C51 . N52 . 119.4(4) yes C50 . C51 . C69 . 121.3(4) yes N52 . C51 . C69 . 119.3(4) yes C51 . N52 . C53 . 126.0(4) yes C51 . N52 . C56 . 126.1(4) yes C53 . N52 . C56 . 107.7(4) yes N52 . C53 . N54 . 108.2(4) yes N52 . C53 . H531 . 126.4 no N54 . C53 . H531 . 125.4 no C53 . N54 . C55 . 109.3(4) yes C53 . N54 . C57 . 125.9(4) yes C55 . N54 . C57 . 124.6(4) yes N54 . C55 . C56 . 107.0(4) yes N54 . C55 . H551 . 125.8 no C56 . C55 . H551 . 127.2 no N52 . C56 . C55 . 107.7(4) yes N52 . C56 . H561 . 124.2 no C55 . C56 . H561 . 128.1 no N54 . C57 . C58 . 112.6(4) yes N54 . C57 . H572 . 108.2 no C58 . C57 . H572 . 109.5 no N54 . C57 . H571 . 107.6 no C58 . C57 . H571 . 109.5 no H572 . C57 . H571 . 109.4 no C57 . C58 . C59 . 119.8(4) yes C57 . C58 . C63 . 121.4(5) yes C59 . C58 . C63 . 118.8(4) yes C58 . C59 . C60 . 120.6(4) yes C58 . C59 . H591 . 119.9 no C60 . C59 . H591 . 119.5 no C59 . C60 . C61 . 120.4(4) yes C59 . C60 . H601 . 120.5 no C61 . C60 . H601 . 119.1 no C60 . C61 . C62 . 118.9(4) yes C60 . C61 . C64 . 120.7(4) yes C62 . C61 . C64 . 120.3(4) yes C61 . C62 . C63 . 120.0(5) yes C61 . C62 . H621 . 118.8 no C63 . C62 . H621 . 121.2 no C62 . C63 . C58 . 121.1(5) yes C62 . C63 . H631 . 120.0 no C58 . C63 . H631 . 118.9 no C61 . C64 . N65 . 113.1(4) yes C61 . C64 . H642 . 109.4 no N65 . C64 . H642 . 109.1 no C61 . C64 . H641 . 108.1 no N65 . C64 . H641 . 106.1 no H642 . C64 . H641 . 111.1 no C64 . N65 . C66 . 127.4(4) yes C64 . N65 . C67 . 123.5(4) yes C66 . N65 . C67 . 109.0(4) yes N29 . C66 . N65 . 108.4(4) yes N29 . C66 . H661 . 126.8 no N65 . C66 . H661 . 124.8 no N65 . C67 . C68 . 107.9(4) yes N65 . C67 . H671 . 124.5 no C68 . C67 . H671 . 127.6 no N29 . C68 . C67 . 106.3(4) yes N29 . C68 . H681 . 125.7 no C67 . C68 . H681 . 127.9 no C51 . C69 . C70 . 119.6(4) yes C51 . C69 . H691 . 120.2 no C70 . C69 . H691 . 120.1 no C69 . C70 . C48 . 118.6(4) yes C69 . C70 . H701 . 120.6 no C48 . C70 . H701 . 120.9 no N47 . C71 . C72 . 106.5(4) yes N47 . C71 . H711 . 125.6 no C72 . C71 . H711 . 127.8 no N45 . C72 . C71 . 107.6(4) yes N45 . C72 . H721 . 124.8 no C71 . C72 . H721 . 127.6 no C43 . C73 . C74 . 120.7(5) yes C43 . C73 . H731 . 119.2 no C74 . C73 . H731 . 120.1 no C73 . C74 . C40 . 120.0(5) yes C73 . C74 . H741 . 120.9 no C40 . C74 . H741 . 119.0 no C33 . C75 . C76 . 118.4(4) yes C33 . C75 . H751 . 121.5 no C76 . C75 . H751 . 120.1 no C75 . C76 . C30 . 120.3(5) yes C75 . C76 . H761 . 119.0 no C30 . C76 . H761 . 120.7 no C17 . N9 . C20 . 119.9(5) yes C17 . N9 . C23 . 119.7(5) yes C20 . N9 . C23 . 120.2(5) yes C13 . N10 . C18 . 120.0(5) yes C13 . N10 . C24 . 120.9(5) yes C18 . N10 . C24 . 119.0(5) yes N10 . C13 . O8 . 125.9(6) yes N10 . C13 . H131 . 117.0 no O8 . C13 . H131 . 117.1 no N9 . C17 . H171 . 107.1 no N9 . C17 . H172 . 109.3 no H171 . C17 . H172 . 112.0 no N9 . C17 . H173 . 106.3 no H171 . C17 . H173 . 110.9 no H172 . C17 . H173 . 111.0 no N10 . C18 . H182 . 109.2 no N10 . C18 . H181 . 106.7 no H182 . C18 . H181 . 111.0 no N10 . C18 . H183 . 107.9 no H182 . C18 . H183 . 111.2 no H181 . C18 . H183 . 110.8 no N9 . C20 . O15 . 123.1(6) yes N9 . C20 . H201 . 117.8 no O15 . C20 . H201 . 119.0 no N9 . C23 . H231 . 108.8 no N9 . C23 . H232 . 109.1 no H231 . C23 . H232 . 110.0 no N9 . C23 . H233 . 107.6 no H231 . C23 . H233 . 110.8 no H232 . C23 . H233 . 110.4 no N10 . C24 . H241 . 107.6 no N10 . C24 . H242 . 107.8 no H241 . C24 . H242 . 113.2 no N10 . C24 . H243 . 104.3 no H241 . C24 . H243 . 112.3 no H242 . C24 . H243 . 111.1 no H11 . O1 . H12 . 105.1 no H21 . O2 . H22 . 109.5 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 C35 . H351 . O2 2_666 159 0.92 2.31 3.187(7) yes C46 . H461 . O2 2_666 165 0.94 2.54 3.463(7) yes C53 . H531 . O1 2_666 145 0.92 2.58 3.382(7) yes C66 . H661 . O1 2_666 170 0.95 2.31 3.253(7) yes C70 . H701 . O15 2_666 153 0.93 2.31 3.171(7) yes C24 . H243 . O2 . 168 0.99 2.40 3.377(7) yes O1 . H11 . O8 . 138 0.82 2.11 2.773(7) yes O2 . H21 . O8 . 152 0.82 2.18 2.933(7) yes O2 . H22 . O15 . 177 0.82 1.88 2.696(7) yes #===END #============================================================================== data_1.9 _database_code_depnum_ccdc_archive 'CCDC 796365' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 09-04-27 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 005CJS08 _chemical_name_systematic . _chemical_melting_point . _cell_length_a 17.5254(2) _cell_length_b 12.73450(10) _cell_length_c 30.6082(4) _cell_angle_alpha 90 _cell_angle_beta 90.6673(6) _cell_angle_gamma 90 _cell_volume 6830.59(13) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 c 1 ' _symmetry_space_group_name_Hall 'C -2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z x+1/2,y+1/2,z x,-y,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' 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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C60 H52 F24 N10 O2 P4 # Dc = 1.48 Fooo = 3352.00 Mu = 2.26 M = 1524.99 # Found Formula = C66 H64 F24.00 N10 O4.00 P4 # Dc = 1.60 FOOO = 3352.00 Mu = 2.34 M = 1641.15 _chemical_formula_sum 'C66 H64 F24.00 N10 O4.00 P4' _chemical_formula_moiety 'C40 H36 N8, C20 H16 N2 O2, 4(F6 P), 2(C3 H6 O)' _chemical_compound_source . _chemical_formula_weight 1641.15 _cell_measurement_reflns_used 4110 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_min 0.17 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_max 0.42 _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 3352.000 _exptl_absorpt_coefficient_mu 0.234 # Sheldrick geometric approximatio 0.91 0.96 _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 0.96 # 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, 1997-2001).' _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 'CRYSTALMAKER (CrystalMaker, 2005)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 20671 _reflns_number_total 15120 _diffrn_reflns_av_R_equivalents 0.162 # Number of reflections with Friedels Law is 7735 # Number of reflections without Friedels Law is 15120 # Theoretical number of reflections is about 7821 _diffrn_reflns_theta_min 5.110 _diffrn_reflns_theta_max 27.468 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.919 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 39 _reflns_limit_h_min -22 _reflns_limit_h_max 22 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min -39 _reflns_limit_l_max 39 _oxford_diffrn_Wilson_B_factor 3.24 _oxford_diffrn_Wilson_scale 65.83 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.51 _refine_diff_density_max 0.52 # 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 14772 _refine_ls_number_restraints 463 _refine_ls_number_parameters 1083 _oxford_refine_ls_R_factor_ref 0.0833 _refine_ls_wR_factor_ref 0.1591 _refine_ls_goodness_of_fit_ref 0.8531 _refine_ls_shift/su_max 0.005594 # The values computed from all data _oxford_reflns_number_all 14772 _refine_ls_R_factor_all 0.0833 _refine_ls_wR_factor_all 0.1591 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 10034 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_gt 0.1190 _refine_ls_abs_structure_Flack 0.51(10) _refine_ls_abs_structure_details 'Flack (1983), 7385 Friedel-pairs' # 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 ad _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, 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: 11.3 15.8 7.70 1.96 ; # 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. Flack, H. D. (1983). Acta Cryst. A39, 876-881. Nonius (1997-2001). 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. CrystalMaker (2005). CrystalMaker Software Limited, Yarnton England. URL: www.CrystalMaker.co.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 P1 P 0.38824(8) 0.41750(9) 0.53915(5) 0.0416 1.0000 Uani . . . . . . . F2 F 0.30433(17) 0.4547(3) 0.52380(12) 0.0657 1.0000 Uani . . . . . . . F3 F 0.47120(19) 0.3824(3) 0.55379(13) 0.0710 1.0000 Uani . . . . . . . F4 F 0.3998(2) 0.5272(2) 0.56336(13) 0.0717 1.0000 Uani . . . . . . . F5 F 0.42171(19) 0.4680(2) 0.49537(11) 0.0587 1.0000 Uani . . . . . . . F6 F 0.3756(2) 0.3086(2) 0.51473(11) 0.0654 1.0000 Uani . . . . . . . F7 F 0.3531(2) 0.3673(2) 0.58244(10) 0.0610 1.0000 Uani . . . . . . . P8 P 0.53686(8) 0.52871(9) 0.31675(5) 0.0384 1.0000 Uani . . . . . . . F9 F 0.5435(2) 0.5866(3) 0.27134(11) 0.0755 1.0000 Uani . . . . . . . F10 F 0.5299(2) 0.4766(3) 0.36383(12) 0.0725 1.0000 Uani . . . . . . . F11 F 0.62509(17) 0.5525(3) 0.32698(11) 0.0579 1.0000 Uani . . . . . . . F12 F 0.51632(18) 0.6403(2) 0.33857(12) 0.0583 1.0000 Uani . . . . . . . F13 F 0.44878(17) 0.5087(2) 0.30802(12) 0.0612 1.0000 Uani . . . . . . . F14 F 0.5584(2) 0.4199(3) 0.29628(14) 0.0808 1.0000 Uani . . . . . . . P15 P 0.45141(9) 1.08006(11) 0.36685(5) 0.0479 1.0000 Uani . U . . . . . F16 F 0.4244(2) 1.1764(3) 0.33756(16) 0.0893 1.0000 Uani . U . . . . . F17 F 0.4800(2) 0.9824(4) 0.39420(17) 0.1078 1.0000 Uani . U . . . . . F18 F 0.4189(3) 1.1345(6) 0.40761(16) 0.1485 1.0000 Uani . U . . . . . F19 F 0.53207(19) 1.1348(3) 0.37449(12) 0.0668 1.0000 Uani . U . . . . . F20 F 0.4850(3) 1.0300(4) 0.32376(13) 0.0912 1.0000 Uani . U . . . . . F21 F 0.3726(2) 1.0240(4) 0.35716(17) 0.1064 1.0000 Uani . U . . . . . P22 P 0.57953(8) 0.15333(10) 0.64463(5) 0.0449 1.0000 Uani . U . . . . . F23 F 0.6090(2) 0.2228(3) 0.60547(12) 0.0737 1.0000 Uani . U . . 1 . . F24 F 0.5504(2) 0.0831(4) 0.68375(14) 0.0974 1.0000 Uani . U . . 1 . . F25 F 0.6125(15) 0.2452(14) 0.6747(4) 0.1030 0.40(2) Uani . . P . 2 . . F26 F 0.5058(6) 0.2189(14) 0.6381(8) 0.1029 0.40(2) Uani . . P . 2 . . F27 F 0.5499(14) 0.0660(11) 0.6157(5) 0.0995 0.40(2) Uani . . P . 2 . . F28 F 0.6556(7) 0.0975(18) 0.6542(9) 0.1233 0.40(2) Uani . . P . 2 . . F29 F 0.5411(10) 0.2422(8) 0.6693(5) 0.1192 0.60(2) Uani . U P . 1 . . F30 F 0.5034(7) 0.1244(15) 0.6188(4) 0.1287 0.60(2) Uani . U P . 1 . . F31 F 0.6202(12) 0.0604(8) 0.6205(5) 0.1465 0.60(2) Uani . U P . 1 . . F32 F 0.6554(6) 0.1771(16) 0.6692(3) 0.1059 0.60(2) Uani . U P . 1 . . C33 C 0.4651(3) 0.4864(4) 0.67078(18) 0.0494 1.0000 Uani . . . . . . . C34 C 0.3966(3) 0.5541(3) 0.67872(14) 0.0372 1.0000 Uani . . . . . . . C35 C 0.3199(3) 0.5022(4) 0.6761(2) 0.0548 1.0000 Uani . . . . . . . O36 O 0.40216(18) 0.6469(2) 0.68640(12) 0.0459 1.0000 Uani . . . . . . . C37 C 0.5001(3) 1.1312(4) 0.5116(2) 0.0590 1.0000 Uani . . . . . . . C38 C 0.5631(3) 1.0538(4) 0.50644(16) 0.0444 1.0000 Uani . . . . . . . C39 C 0.6437(3) 1.0933(5) 0.5108(2) 0.0635 1.0000 Uani . . . . . . . O40 O 0.5503(2) 0.9616(3) 0.49969(14) 0.0586 1.0000 Uani . . . . . . . C41 C 0.7664(3) 1.3542(3) 0.77396(15) 0.0416 1.0000 Uani . . . . . . . N42 N 0.8127(2) 1.3718(3) 0.73400(12) 0.0346 1.0000 Uani . . . . . . . C43 C 0.8789(3) 1.4310(4) 0.73223(15) 0.0398 1.0000 Uani . . . . . . . C44 C 0.9003(3) 1.4317(3) 0.68983(15) 0.0391 1.0000 Uani . . . . . . . N45 N 0.8470(2) 1.3724(2) 0.66644(12) 0.0331 1.0000 Uani . . . . . . . C46 C 0.7948(2) 1.3387(3) 0.69430(14) 0.0339 1.0000 Uani . . . . . . . C47 C 0.8494(2) 1.3486(3) 0.62058(13) 0.0313 1.0000 Uani . . . . . . . C48 C 0.8969(3) 1.4049(3) 0.59379(15) 0.0386 1.0000 Uani . . . . . . . C49 C 0.9012(3) 1.3796(3) 0.55000(15) 0.0386 1.0000 Uani . . . . . . . C50 C 0.8574(2) 1.2987(3) 0.53320(14) 0.0351 1.0000 Uani . . . . . . . C51 C 0.8085(3) 1.2432(3) 0.56001(14) 0.0382 1.0000 Uani . . . . . . . C52 C 0.8048(2) 1.2673(3) 0.60406(14) 0.0378 1.0000 Uani . . . . . . . N53 N 0.8654(2) 1.2709(3) 0.48774(12) 0.0345 1.0000 Uani . . . . . . . C54 C 0.8933(3) 1.3358(3) 0.45551(14) 0.0407 1.0000 Uani . . . . . . . C55 C 0.8947(3) 1.2800(3) 0.41859(15) 0.0394 1.0000 Uani . . . . . . . N56 N 0.8682(2) 1.1801(3) 0.42838(12) 0.0373 1.0000 Uani . . . . . . . C57 C 0.8509(3) 1.1769(3) 0.47016(14) 0.0379 1.0000 Uani . . . . . . . C58 C 0.8716(3) 1.0907(4) 0.39760(15) 0.0443 1.0000 Uani . . . . . . . C59 C 0.8096(3) 1.0104(3) 0.40261(13) 0.0369 1.0000 Uani . . . . . . . C60 C 0.8286(3) 0.9055(4) 0.40222(15) 0.0417 1.0000 Uani . . . . . . . C61 C 0.7736(3) 0.8280(4) 0.40113(15) 0.0449 1.0000 Uani . . . . . . . C62 C 0.6969(3) 0.8560(4) 0.40060(14) 0.0406 1.0000 Uani . . . . . . . C63 C 0.6765(3) 0.9613(4) 0.40241(15) 0.0413 1.0000 Uani . . . . . . . C64 C 0.7324(3) 1.0380(4) 0.40267(14) 0.0394 1.0000 Uani . . . . . . . C65 C 0.6359(3) 0.7719(4) 0.39821(15) 0.0492 1.0000 Uani . . . . . . . N66 N 0.6141(2) 0.7345(3) 0.44235(12) 0.0398 1.0000 Uani . . . . . . . C67 C 0.5670(3) 0.6497(3) 0.44948(15) 0.0423 1.0000 Uani . . . . . . . C68 C 0.5573(3) 0.6427(4) 0.49289(16) 0.0446 1.0000 Uani . . . . . . . N69 N 0.5984(2) 0.7233(3) 0.51207(12) 0.0350 1.0000 Uani . . . . . . . C70 C 0.6326(3) 0.7770(3) 0.48068(14) 0.0363 1.0000 Uani . . . . . . . C71 C 0.6001(2) 0.7481(3) 0.55798(13) 0.0319 1.0000 Uani . . . . . . . C72 C 0.6615(2) 0.8029(3) 0.57600(14) 0.0364 1.0000 Uani . . . . . . . C73 C 0.6624(3) 0.8241(3) 0.62023(15) 0.0372 1.0000 Uani . . . . . . . C74 C 0.6023(2) 0.7926(3) 0.64621(14) 0.0317 1.0000 Uani . . . . . . . C75 C 0.5405(3) 0.7401(4) 0.62785(15) 0.0393 1.0000 Uani . . . . . . . C76 C 0.5402(3) 0.7171(4) 0.58377(15) 0.0399 1.0000 Uani . . . . . . . N77 N 0.6032(2) 0.8107(3) 0.69239(11) 0.0325 1.0000 Uani . . . . . . . C78 C 0.5595(3) 0.7544(3) 0.72258(15) 0.0393 1.0000 Uani . . . . . . . C79 C 0.5765(3) 0.7925(3) 0.76233(15) 0.0381 1.0000 Uani . . . . . . . N80 N 0.6301(2) 0.8702(3) 0.75722(12) 0.0348 1.0000 Uani . . . . . . . C81 C 0.6449(2) 0.8800(3) 0.71503(13) 0.0352 1.0000 Uani . . . . . . . C82 C 0.6694(3) 0.9219(3) 0.79496(14) 0.0395 1.0000 Uani . . . . . . . C83 C 0.6942(2) 1.0332(3) 0.78597(13) 0.0336 1.0000 Uani . . . . . . . C84 C 0.7718(3) 1.0578(3) 0.78803(14) 0.0377 1.0000 Uani . . . . . . . C85 C 0.7950(3) 1.1615(3) 0.78421(14) 0.0370 1.0000 Uani . . . . . . . C86 C 0.7421(3) 1.2404(3) 0.77747(13) 0.0355 1.0000 Uani . . . . . . . C87 C 0.6653(3) 1.2151(4) 0.77423(16) 0.0416 1.0000 Uani . . . . . . . C88 C 0.6413(3) 1.1113(4) 0.77882(16) 0.0422 1.0000 Uani . . . . . . . C89 C 0.2220(3) 0.1579(4) 0.85695(16) 0.0479 1.0000 Uani . U . . . . . O90 O 0.2855(2) 0.2154(3) 0.84006(10) 0.0456 1.0000 Uani . U . . . . . C91 C 0.2998(3) 0.2035(3) 0.79593(14) 0.0375 1.0000 Uani . U . . . . . C92 C 0.3673(3) 0.2533(4) 0.78224(15) 0.0441 1.0000 Uani . U . . . . . C93 C 0.3884(3) 0.2542(4) 0.73937(15) 0.0444 1.0000 Uani . U . . . . . C94 C 0.3400(3) 0.2049(3) 0.70934(14) 0.0384 1.0000 Uani . U . . . . . C95 C 0.2737(2) 0.1512(3) 0.72239(14) 0.0350 1.0000 Uani . U . . . . . C96 C 0.2531(2) 0.1516(3) 0.76654(14) 0.0346 1.0000 Uani . U . . . . . N97 N 0.3467(2) 0.1974(3) 0.66428(12) 0.0408 1.0000 Uani . U . . . . . C98 C 0.2882(3) 0.1347(3) 0.64887(14) 0.0360 1.0000 Uani . U . . . . . C99 C 0.2412(2) 0.1033(3) 0.68364(14) 0.0338 1.0000 Uani . U . . . . . C100 C 0.1801(2) 0.0331(3) 0.67609(15) 0.0368 1.0000 Uani . U . . . . . C101 C 0.1668(3) -0.0051(4) 0.63485(15) 0.0396 1.0000 Uani . U . . . . . C102 C 0.2115(3) 0.0291(3) 0.59929(14) 0.0369 1.0000 Uani . U . . . . . C103 C 0.2705(3) 0.1017(3) 0.60676(14) 0.0369 1.0000 Uani . U . . . . . N104 N 0.3050(2) 0.1254(3) 0.56723(12) 0.0431 1.0000 Uani . U . . . . . C105 C 0.2590(5) 0.0721(6) 0.5344(3) 0.0349 0.567(10) Uani D U P . 4 . . C106 C 0.2071(5) 0.0032(6) 0.5546(2) 0.0378 0.567(10) Uani D U P . 4 . . C107 C 0.1714(4) -0.0747(6) 0.5303(2) 0.0362 0.567(10) Uani D U P . 4 . . C108 C 0.1871(3) -0.0852(5) 0.48575(17) 0.0374 0.567(10) Uani D U P . 4 . . C109 C 0.2379(4) -0.0154(6) 0.4656(2) 0.0416 0.567(10) Uani D U P . 4 . . C110 C 0.2736(4) 0.0627(6) 0.4900(3) 0.0424 0.567(10) Uani D U P . 4 . . O111 O 0.1549(3) -0.1670(5) 0.4619(2) 0.0533 0.567(10) Uani D U P . 4 . . C112 C 0.0847(11) -0.1513(16) 0.4437(7) 0.0758 0.567(10) Uani . U P . 4 . . C113 C 0.2792(6) 0.0712(7) 0.5353(4) 0.0357 0.433(10) Uani D U P . 3 . . C114 C 0.2182(6) 0.0115(8) 0.5499(3) 0.0410 0.433(10) Uani D U P . 3 . . C115 C 0.1724(5) -0.0422(7) 0.5201(3) 0.0444 0.433(10) Uani D U P . 3 . . C116 C 0.1873(4) -0.0353(6) 0.4756(2) 0.0447 0.433(10) Uani D U P . 3 . . C117 C 0.2475(5) 0.0258(7) 0.4610(3) 0.0514 0.433(10) Uani D U P . 3 . . C118 C 0.2934(5) 0.0790(7) 0.4908(4) 0.0421 0.433(10) Uani D U P . 3 . . O119 O 0.1437(4) -0.0896(7) 0.4463(3) 0.0662 0.433(10) Uani D U P . 3 . . C120 C 0.0757(15) -0.1370(16) 0.4572(7) 0.0527 0.433(10) Uani . U P . 3 . . H331 H 0.5063 0.5283 0.6603 0.0754 1.0000 Uiso R . . . . . . H333 H 0.4817 0.4526 0.6973 0.0755 1.0000 Uiso R . . . . . . H332 H 0.4537 0.4337 0.6491 0.0754 1.0000 Uiso R . . . . . . H352 H 0.2813 0.5500 0.6867 0.0841 1.0000 Uiso R . . . . . . H351 H 0.3203 0.4410 0.6945 0.0843 1.0000 Uiso R . . . . . . H353 H 0.3085 0.4822 0.6463 0.0841 1.0000 Uiso R . . . . . . H372 H 0.4539 1.0959 0.5204 0.0890 1.0000 Uiso R . . . . . . H373 H 0.5129 1.1841 0.5327 0.0892 1.0000 Uiso R . . . . . . H371 H 0.4903 1.1650 0.4840 0.0889 1.0000 Uiso R . . . . . . H393 H 0.6787 1.0377 0.5035 0.0972 1.0000 Uiso R . . . . . . H391 H 0.6529 1.1162 0.5402 0.0973 1.0000 Uiso R . . . . . . H392 H 0.6507 1.1519 0.4911 0.0972 1.0000 Uiso R . . . . . . H411 H 0.7967 1.3752 0.7996 0.0508 1.0000 Uiso R . . . . . . H412 H 0.7223 1.4003 0.7717 0.0512 1.0000 Uiso R . . . . . . H431 H 0.9033 1.4641 0.7564 0.0491 1.0000 Uiso R . . . . . . H441 H 0.9424 1.4656 0.6779 0.0489 1.0000 Uiso R . . . . . . H461 H 0.7526 1.2989 0.6873 0.0419 1.0000 Uiso R . . . . . . H481 H 0.9270 1.4602 0.6056 0.0469 1.0000 Uiso R . . . . . . H491 H 0.9342 1.4168 0.5320 0.0469 1.0000 Uiso R . . . . . . H511 H 0.7786 1.1898 0.5480 0.0469 1.0000 Uiso R . . . . . . H521 H 0.7722 1.2297 0.6228 0.0466 1.0000 Uiso R . . . . . . H541 H 0.9083 1.4053 0.4593 0.0511 1.0000 Uiso R . . . . . . H551 H 0.9101 1.3040 0.3913 0.0498 1.0000 Uiso R . . . . . . H571 H 0.8332 1.1187 0.4849 0.0479 1.0000 Uiso R . . . . . . H582 H 0.9212 1.0556 0.4013 0.0565 1.0000 Uiso R . . . . . . H581 H 0.8685 1.1218 0.3682 0.0562 1.0000 Uiso R . . . . . . H601 H 0.8803 0.8864 0.4024 0.0501 1.0000 Uiso R . . . . . . H611 H 0.7886 0.7575 0.4008 0.0561 1.0000 Uiso R . . . . . . H631 H 0.6248 0.9802 0.4033 0.0521 1.0000 Uiso R . . . . . . H641 H 0.7186 1.1094 0.4022 0.0476 1.0000 Uiso R . . . . . . H652 H 0.6560 0.7123 0.3822 0.0600 1.0000 Uiso R . . . . . . H651 H 0.5904 0.7989 0.3833 0.0603 1.0000 Uiso R . . . . . . H671 H 0.5477 0.6058 0.4275 0.0533 1.0000 Uiso R . . . . . . H681 H 0.5285 0.5938 0.5078 0.0533 1.0000 Uiso R . . . . . . H701 H 0.6643 0.8342 0.4851 0.0454 1.0000 Uiso R . . . . . . H721 H 0.7014 0.8234 0.5579 0.0451 1.0000 Uiso R . . . . . . H731 H 0.7039 0.8600 0.6329 0.0464 1.0000 Uiso R . . . . . . H751 H 0.5001 0.7191 0.6458 0.0490 1.0000 Uiso R . . . . . . H761 H 0.4991 0.6808 0.5711 0.0489 1.0000 Uiso R . . . . . . H781 H 0.5252 0.7024 0.7154 0.0494 1.0000 Uiso R . . . . . . H791 H 0.5556 0.7720 0.7886 0.0471 1.0000 Uiso R . . . . . . H811 H 0.6785 0.9275 0.7031 0.0445 1.0000 Uiso R . . . . . . H822 H 0.6344 0.9193 0.8191 0.0497 1.0000 Uiso R . . . . . . H821 H 0.7135 0.8799 0.8023 0.0503 1.0000 Uiso R . . . . . . H841 H 0.8080 1.0049 0.7921 0.0455 1.0000 Uiso R . . . . . . H851 H 0.8471 1.1786 0.7869 0.0455 1.0000 Uiso R . . . . . . H871 H 0.6292 1.2680 0.7691 0.0509 1.0000 Uiso R . . . . . . H881 H 0.5896 1.0952 0.7774 0.0522 1.0000 Uiso R . . . . . . H893 H 0.2207 0.1670 0.8883 0.0737 1.0000 Uiso R . . . . . . H891 H 0.2262 0.0848 0.8495 0.0738 1.0000 Uiso R . . . . . . H892 H 0.1757 0.1862 0.8443 0.0740 1.0000 Uiso R . . . . . . H921 H 0.3980 0.2869 0.8034 0.0550 1.0000 Uiso R . . . . . . H931 H 0.4335 0.2860 0.7305 0.0550 1.0000 Uiso R . . . . . . H961 H 0.2094 0.1172 0.7763 0.0440 1.0000 Uiso R . . . . . . H1001 H 0.1493 0.0125 0.6994 0.0446 1.0000 Uiso R . . . . . . H1011 H 0.1282 -0.0523 0.6296 0.0493 1.0000 Uiso R . . . . . . H1071 H 0.1364 -0.1195 0.5437 0.0409 0.567(10) Uiso R . P . 4 . . H1091 H 0.2478 -0.0221 0.4359 0.0480 0.567(10) Uiso R . P . 4 . . H1101 H 0.3076 0.1079 0.4767 0.0538 0.567(10) Uiso R . P . 4 . . H1121 H 0.0679 -0.2138 0.4291 0.1180 0.567(10) Uiso R . P . 4 . . H1123 H 0.0483 -0.1318 0.4656 0.1181 0.567(10) Uiso R . P . 4 . . H1122 H 0.0890 -0.0958 0.4225 0.1180 0.567(10) Uiso R . P . 4 . . H1151 H 0.1325 -0.0836 0.5299 0.0548 0.433(10) Uiso R . P . 3 . . H1171 H 0.2570 0.0301 0.4312 0.0629 0.433(10) Uiso R . P . 3 . . H1181 H 0.3329 0.1204 0.4807 0.0518 0.433(10) Uiso R . P . 3 . . H1202 H 0.0597 -0.1800 0.4330 0.0920 0.433(10) Uiso R . P . 3 . . H1203 H 0.0826 -0.1798 0.4829 0.0920 0.433(10) Uiso R . P . 3 . . H1201 H 0.0375 -0.0846 0.4626 0.0920 0.433(10) Uiso R . P . 3 . . H971 H 0.3829 0.2226 0.6491 0.0502 1.0000 Uiso R . . . . . . H1041 H 0.3418 0.1700 0.5645 0.0549 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 P1 0.0408(6) 0.0310(5) 0.0529(7) 0.0033(5) 0.0016(5) -0.0014(5) F2 0.0399(16) 0.068(2) 0.089(2) 0.0181(18) 0.0027(15) 0.0051(14) F3 0.0497(18) 0.079(2) 0.084(2) 0.0065(19) -0.0105(16) 0.0139(16) F4 0.083(2) 0.0410(16) 0.091(3) -0.0163(16) 0.0075(19) -0.0110(16) F5 0.0558(18) 0.0551(17) 0.0654(19) 0.0136(14) 0.0104(14) -0.0037(14) F6 0.093(3) 0.0384(15) 0.065(2) -0.0037(14) 0.0001(18) -0.0051(15) F7 0.076(2) 0.0563(18) 0.0505(17) 0.0055(14) 0.0075(15) -0.0122(16) P8 0.0359(6) 0.0373(6) 0.0421(6) -0.0009(5) 0.0016(4) 0.0032(5) F9 0.095(3) 0.087(2) 0.0438(18) 0.0150(16) -0.0114(17) -0.029(2) F10 0.084(3) 0.073(2) 0.062(2) 0.0210(17) 0.0059(18) -0.0038(19) F11 0.0350(14) 0.0650(18) 0.074(2) 0.0003(15) -0.0009(13) 0.0045(13) F12 0.0496(17) 0.0432(15) 0.082(2) -0.0187(14) -0.0057(15) 0.0046(13) F13 0.0375(15) 0.0522(17) 0.094(2) -0.0106(16) -0.0094(15) -0.0059(13) F14 0.073(2) 0.0533(19) 0.116(3) -0.039(2) 0.015(2) 0.0063(17) P15 0.0412(6) 0.0579(8) 0.0446(7) 0.0096(6) -0.0006(5) 0.0028(5) F16 0.078(2) 0.067(2) 0.123(3) 0.032(2) -0.024(2) 0.0098(18) F17 0.066(2) 0.114(3) 0.143(3) 0.090(3) -0.024(2) -0.018(2) F18 0.090(3) 0.280(7) 0.076(3) -0.050(3) 0.015(2) 0.062(4) F19 0.0542(16) 0.0589(18) 0.087(2) -0.0037(16) -0.0121(15) -0.0050(13) F20 0.094(3) 0.105(3) 0.074(2) -0.033(2) 0.0069(19) 0.008(2) F21 0.0509(19) 0.127(3) 0.141(4) 0.058(3) -0.027(2) -0.030(2) P22 0.0372(6) 0.0397(6) 0.0579(7) 0.0028(5) -0.0015(5) -0.0058(5) F23 0.080(2) 0.082(2) 0.0596(19) 0.0100(15) 0.0074(16) -0.0291(19) F24 0.087(3) 0.112(3) 0.092(3) 0.051(2) -0.022(2) -0.051(2) F25 0.15(2) 0.099(10) 0.065(7) -0.013(6) -0.002(9) -0.076(11) F26 0.036(6) 0.100(11) 0.173(18) 0.071(13) 0.041(8) 0.030(6) F27 0.144(19) 0.057(7) 0.097(9) -0.018(6) -0.021(10) -0.050(9) F28 0.041(6) 0.118(14) 0.21(2) 0.077(15) -0.014(9) 0.019(7) F29 0.149(11) 0.083(4) 0.127(9) -0.006(5) 0.077(9) 0.029(6) F30 0.093(6) 0.179(15) 0.112(7) 0.066(7) -0.054(5) -0.086(8) F31 0.201(14) 0.066(4) 0.174(11) -0.032(5) 0.047(10) 0.038(7) F32 0.057(4) 0.186(16) 0.074(5) 0.030(6) -0.015(4) -0.059(7) C33 0.039(2) 0.046(3) 0.064(3) 0.001(2) 0.000(2) -0.001(2) C34 0.037(2) 0.038(2) 0.036(2) 0.0044(17) 0.0019(17) -0.0047(18) C35 0.040(3) 0.051(3) 0.074(4) -0.013(3) 0.008(2) -0.012(2) O36 0.0382(17) 0.0377(16) 0.062(2) -0.0024(15) 0.0050(15) -0.0049(13) C37 0.052(3) 0.042(3) 0.083(4) -0.003(3) 0.001(3) 0.007(2) C38 0.045(3) 0.045(2) 0.043(2) 0.001(2) 0.005(2) 0.000(2) C39 0.044(3) 0.070(4) 0.077(4) -0.015(3) 0.005(3) -0.009(3) O40 0.053(2) 0.0412(19) 0.082(3) -0.0020(18) 0.0157(19) -0.0044(16) C41 0.052(3) 0.038(2) 0.035(2) -0.0034(18) 0.0066(19) -0.005(2) N42 0.0375(19) 0.0285(16) 0.0379(19) 0.0007(14) 0.0033(14) -0.0024(14) C43 0.038(2) 0.042(2) 0.039(2) -0.0032(18) -0.0037(18) -0.0038(19) C44 0.036(2) 0.034(2) 0.047(3) 0.0014(18) -0.0032(19) -0.0067(17) N45 0.0350(18) 0.0253(15) 0.0390(18) 0.0016(13) -0.0015(14) -0.0016(13) C46 0.035(2) 0.0282(19) 0.038(2) -0.0012(16) 0.0019(17) -0.0064(16) C47 0.0285(19) 0.0293(18) 0.036(2) 0.0017(15) -0.0003(15) -0.0002(15) C48 0.044(2) 0.029(2) 0.043(2) 0.0005(17) -0.0004(19) -0.0073(17) C49 0.043(2) 0.0298(19) 0.043(2) 0.0008(17) 0.0031(18) -0.0058(17) C50 0.038(2) 0.031(2) 0.037(2) 0.0010(16) 0.0039(17) -0.0032(16) C51 0.041(2) 0.036(2) 0.037(2) -0.0045(17) -0.0002(18) -0.0113(18) C52 0.035(2) 0.042(2) 0.036(2) -0.0028(18) 0.0033(17) -0.0095(18) N53 0.0376(19) 0.0285(16) 0.0375(19) 0.0028(14) 0.0041(14) -0.0030(14) C54 0.048(3) 0.036(2) 0.038(2) 0.0070(18) 0.0023(19) -0.0041(19) C55 0.044(2) 0.039(2) 0.035(2) 0.0037(17) 0.0031(18) -0.0058(19) N56 0.0388(19) 0.0382(18) 0.0349(19) -0.0024(15) 0.0050(15) -0.0052(15) C57 0.046(2) 0.031(2) 0.037(2) 0.0024(16) 0.0022(18) -0.0033(18) C58 0.051(3) 0.046(3) 0.036(2) -0.0091(19) 0.010(2) -0.006(2) C59 0.042(2) 0.043(2) 0.0257(19) -0.0033(16) 0.0030(16) -0.0020(19) C60 0.042(2) 0.044(2) 0.039(2) -0.0034(18) 0.0028(19) 0.0027(19) C61 0.056(3) 0.037(2) 0.042(3) -0.0002(18) 0.005(2) -0.001(2) C62 0.047(3) 0.044(2) 0.030(2) -0.0039(18) -0.0003(18) -0.010(2) C63 0.039(2) 0.049(2) 0.036(2) -0.0012(19) -0.0028(18) 0.002(2) C64 0.044(2) 0.037(2) 0.037(2) -0.0020(18) -0.0015(18) 0.0050(19) C65 0.061(3) 0.052(3) 0.035(2) -0.004(2) 0.002(2) -0.022(2) N66 0.044(2) 0.0357(18) 0.040(2) -0.0050(15) -0.0019(16) -0.0094(16) C67 0.044(2) 0.035(2) 0.047(3) -0.0047(18) -0.008(2) -0.0105(19) C68 0.050(3) 0.037(2) 0.047(3) -0.0010(19) -0.003(2) -0.014(2) N69 0.0358(19) 0.0305(17) 0.0388(19) 0.0005(14) -0.0035(15) -0.0037(14) C70 0.039(2) 0.035(2) 0.035(2) -0.0050(16) 0.0003(17) -0.0045(18) C71 0.034(2) 0.0286(18) 0.033(2) 0.0023(15) -0.0045(16) 0.0007(16) C72 0.030(2) 0.039(2) 0.040(2) -0.0009(18) 0.0069(17) -0.0054(17) C73 0.034(2) 0.038(2) 0.040(2) -0.0045(17) -0.0005(17) -0.0094(17) C74 0.033(2) 0.0257(18) 0.036(2) 0.0034(15) -0.0020(16) -0.0004(15) C75 0.034(2) 0.043(2) 0.040(2) 0.0049(18) -0.0011(17) -0.0082(18) C76 0.034(2) 0.043(2) 0.043(2) 0.0016(19) -0.0031(18) -0.0097(18) N77 0.0320(17) 0.0313(16) 0.0342(18) 0.0006(13) 0.0031(14) -0.0014(13) C78 0.045(2) 0.034(2) 0.039(2) 0.0037(17) 0.0045(18) -0.0117(18) C79 0.038(2) 0.034(2) 0.043(2) 0.0026(17) 0.0072(18) -0.0077(17) N80 0.0367(19) 0.0301(17) 0.0377(19) 0.0033(13) 0.0019(15) -0.0037(14) C81 0.036(2) 0.035(2) 0.035(2) 0.0034(16) 0.0009(17) -0.0074(17) C82 0.049(3) 0.034(2) 0.036(2) 0.0045(17) -0.0032(19) -0.0071(19) C83 0.040(2) 0.032(2) 0.0286(19) 0.0000(16) -0.0033(16) -0.0037(17) C84 0.040(2) 0.039(2) 0.034(2) 0.0005(17) 0.0018(17) -0.0032(18) C85 0.038(2) 0.036(2) 0.037(2) 0.0001(17) -0.0012(17) -0.0038(18) C86 0.046(2) 0.032(2) 0.029(2) -0.0023(16) 0.0019(17) -0.0040(17) C87 0.038(2) 0.036(2) 0.050(3) 0.0013(19) -0.0022(19) 0.0057(18) C88 0.037(2) 0.041(2) 0.049(3) -0.0004(19) -0.0048(19) -0.0038(19) C89 0.053(3) 0.049(3) 0.041(2) 0.004(2) 0.006(2) -0.007(2) O90 0.0527(19) 0.0489(18) 0.0351(14) -0.0014(13) 0.0020(13) -0.0097(15) C91 0.044(2) 0.035(2) 0.0342(16) -0.0008(15) 0.0013(14) -0.0020(16) C92 0.045(2) 0.046(2) 0.0412(18) -0.0033(19) 0.0000(17) -0.0104(18) C93 0.045(2) 0.046(2) 0.0429(18) -0.0028(19) 0.0023(16) -0.0128(19) C94 0.044(2) 0.034(2) 0.0373(16) -0.0004(16) 0.0001(15) -0.0024(16) C95 0.0360(19) 0.0305(18) 0.0385(15) -0.0006(15) -0.0045(14) 0.0032(14) C96 0.035(2) 0.0292(18) 0.0402(16) 0.0002(15) -0.0003(14) -0.0002(15) N97 0.050(2) 0.0347(18) 0.0380(15) -0.0019(14) 0.0054(15) -0.0096(15) C98 0.044(2) 0.0274(18) 0.0363(15) -0.0003(14) 0.0006(14) -0.0004(15) C99 0.037(2) 0.0277(18) 0.0364(16) 0.0034(14) -0.0025(14) 0.0010(13) C100 0.0314(19) 0.037(2) 0.0417(18) -0.0016(16) -0.0026(16) 0.0015(14) C101 0.034(2) 0.040(2) 0.0448(19) -0.0062(16) -0.0010(15) 0.0047(16) C102 0.038(2) 0.0352(19) 0.0373(17) -0.0043(15) -0.0052(14) 0.0096(14) C103 0.045(2) 0.0307(19) 0.0346(14) 0.0023(14) -0.0023(15) 0.0049(14) N104 0.060(2) 0.0341(18) 0.0356(15) 0.0014(14) 0.0029(15) 0.0023(15) C105 0.024(5) 0.044(4) 0.037(3) -0.004(3) -0.010(3) 0.012(3) C106 0.028(4) 0.050(6) 0.035(4) -0.007(3) 0.000(4) 0.012(3) C107 0.034(4) 0.045(5) 0.029(3) 0.001(3) 0.004(3) 0.002(3) C108 0.041(4) 0.045(4) 0.027(3) 0.000(3) -0.003(3) 0.001(3) C109 0.034(5) 0.060(6) 0.031(4) -0.007(3) 0.009(3) -0.001(3) C110 0.035(5) 0.055(5) 0.037(3) 0.002(3) -0.003(4) -0.002(4) O111 0.060(4) 0.051(4) 0.048(4) -0.013(3) -0.008(3) -0.001(3) C112 0.059(8) 0.056(7) 0.112(17) -0.044(9) -0.023(9) 0.005(5) C113 0.016(5) 0.054(6) 0.037(3) -0.007(3) -0.001(3) 0.025(3) C114 0.026(6) 0.059(9) 0.039(3) -0.009(5) -0.003(4) 0.015(4) C115 0.038(6) 0.061(8) 0.033(4) 0.002(5) -0.011(4) 0.009(4) C116 0.046(6) 0.052(7) 0.035(4) -0.002(4) -0.004(4) 0.004(4) C117 0.047(7) 0.067(9) 0.040(5) -0.011(5) 0.005(4) -0.001(5) C118 0.026(5) 0.062(8) 0.038(3) -0.006(5) 0.003(4) 0.011(4) O119 0.048(5) 0.112(9) 0.039(4) -0.025(5) 0.005(3) -0.012(5) C120 0.072(8) 0.035(9) 0.051(10) -0.012(7) 0.005(6) -0.014(7) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.13559(5) 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 P1 . F2 . 1.610(3) yes P1 . F3 . 1.581(3) yes P1 . F4 . 1.594(3) yes P1 . F5 . 1.604(3) yes P1 . F6 . 1.589(3) yes P1 . F7 . 1.601(3) yes P8 . F9 . 1.579(3) yes P8 . F10 . 1.593(3) yes P8 . F11 . 1.603(3) yes P8 . F12 . 1.613(3) yes P8 . F13 . 1.584(3) yes P8 . F14 . 1.569(3) yes P15 . F16 . 1.588(4) yes P15 . F17 . 1.577(4) yes P15 . F18 . 1.542(5) yes P15 . F19 . 1.591(3) yes P15 . F20 . 1.585(4) yes P15 . F21 . 1.579(4) yes P22 . F23 . 1.581(3) yes P22 . F24 . 1.584(4) yes P22 . F29 . 1.521(8) yes P22 . F30 . 1.586(7) yes P22 . F31 . 1.570(8) yes P22 . F32 . 1.550(8) yes C33 . C34 . 1.500(7) yes C33 . H331 . 0.957 no C33 . H333 . 0.961 no C33 . H332 . 0.963 no C34 . C35 . 1.500(6) yes C34 . O36 . 1.209(5) yes C35 . H352 . 0.968 no C35 . H351 . 0.961 no C35 . H353 . 0.965 no C37 . C38 . 1.489(7) yes C37 . H372 . 0.968 no C37 . H373 . 0.958 no C37 . H371 . 0.961 no C38 . C39 . 1.503(7) yes C38 . O40 . 1.213(6) yes C39 . H393 . 0.965 no C39 . H391 . 0.957 no C39 . H392 . 0.968 no C41 . N42 . 1.493(6) yes C41 . C86 . 1.515(6) yes C41 . H411 . 0.980 no C41 . H412 . 0.972 no N42 . C43 . 1.384(6) yes N42 . C46 . 1.320(5) yes C43 . C44 . 1.355(6) yes C43 . H431 . 0.948 no C44 . N45 . 1.392(5) yes C44 . H441 . 0.932 no N45 . C46 . 1.330(5) yes N45 . C47 . 1.437(5) yes C46 . H461 . 0.920 no C47 . C48 . 1.376(6) yes C47 . C52 . 1.389(6) yes C48 . C49 . 1.382(6) yes C48 . H481 . 0.949 no C49 . C50 . 1.380(6) yes C49 . H491 . 0.934 no C50 . C51 . 1.387(6) yes C50 . N53 . 1.444(5) yes C51 . C52 . 1.385(6) yes C51 . H511 . 0.931 no C52 . H521 . 0.945 no N53 . C54 . 1.381(5) yes N53 . C57 . 1.336(5) yes C54 . C55 . 1.335(6) yes C54 . H541 . 0.930 no C55 . N56 . 1.388(5) yes C55 . H551 . 0.931 no N56 . C57 . 1.318(6) yes N56 . C58 . 1.480(5) yes C57 . H571 . 0.923 no C58 . C59 . 1.501(6) yes C58 . H582 . 0.983 no C58 . H581 . 0.985 no C59 . C60 . 1.376(6) yes C59 . C64 . 1.398(6) yes C60 . C61 . 1.379(7) yes C60 . H601 . 0.939 no C61 . C62 . 1.391(7) yes C61 . H611 . 0.935 no C62 . C63 . 1.389(7) yes C62 . C65 . 1.514(6) yes C63 . C64 . 1.384(7) yes C63 . H631 . 0.938 no C64 . H641 . 0.940 no C65 . N66 . 1.487(6) yes C65 . H652 . 0.972 no C65 . H651 . 0.978 no N66 . C67 . 1.378(6) yes N66 . C70 . 1.328(5) yes C67 . C68 . 1.344(7) yes C67 . H671 . 0.935 no C68 . N69 . 1.380(5) yes C68 . H681 . 0.926 no N69 . C70 . 1.328(5) yes N69 . C71 . 1.440(5) yes C70 . H701 . 0.925 no C71 . C72 . 1.391(6) yes C71 . C76 . 1.379(6) yes C72 . C73 . 1.380(6) yes C72 . H721 . 0.934 no C73 . C74 . 1.387(6) yes C73 . H731 . 0.938 no C74 . C75 . 1.386(6) yes C74 . N77 . 1.432(5) yes C75 . C76 . 1.381(6) yes C75 . H751 . 0.940 no C76 . H761 . 0.935 no N77 . C78 . 1.403(5) yes N77 . C81 . 1.336(5) yes C78 . C79 . 1.340(6) yes C78 . H781 . 0.919 no C79 . N80 . 1.374(5) yes C79 . H791 . 0.926 no N80 . C81 . 1.326(5) yes N80 . C82 . 1.492(5) yes C81 . H811 . 0.922 no C82 . C83 . 1.508(6) yes C82 . H822 . 0.967 no C82 . H821 . 0.965 no C83 . C84 . 1.396(6) yes C83 . C88 . 1.375(6) yes C84 . C85 . 1.387(6) yes C84 . H841 . 0.933 no C85 . C86 . 1.382(6) yes C85 . H851 . 0.942 no C86 . C87 . 1.385(6) yes C87 . C88 . 1.395(6) yes C87 . H871 . 0.936 no C88 . H881 . 0.930 no C89 . O90 . 1.433(6) yes C89 . H893 . 0.967 no C89 . H891 . 0.962 no C89 . H892 . 0.966 no O90 . C91 . 1.385(5) yes C91 . C92 . 1.410(6) yes C91 . C96 . 1.378(6) yes C92 . C93 . 1.368(7) yes C92 . H921 . 0.939 no C93 . C94 . 1.392(6) yes C93 . H931 . 0.932 no C94 . C95 . 1.410(6) yes C94 . N97 . 1.389(6) yes C95 . C96 . 1.403(6) yes C95 . C99 . 1.445(6) yes C96 . H961 . 0.935 no N97 . C98 . 1.378(6) yes N97 . H971 . 0.853 no C98 . C99 . 1.411(6) yes C98 . C103 . 1.387(6) yes C99 . C100 . 1.412(6) yes C100 . C101 . 1.370(6) yes C100 . H1001 . 0.937 no C101 . C102 . 1.417(6) yes C101 . H1011 . 0.917 no C102 . C103 . 1.404(6) yes C102 . C114 . 1.535(10) yes C103 . N104 . 1.392(6) yes N104 . C113 . 1.276(10) yes N104 . H1041 . 0.864 no C105 . C106 . 1.412(6) yes C105 . C110 . 1.393(6) yes C106 . C107 . 1.385(6) yes C107 . C108 . 1.400(6) yes C107 . H1071 . 0.934 no C108 . C109 . 1.406(6) yes C108 . O111 . 1.389(8) yes C109 . C110 . 1.387(6) yes C109 . H1091 . 0.932 no C110 . H1101 . 0.926 no O111 . C112 . 1.36(2) yes C112 . H1121 . 0.956 no C112 . H1123 . 0.965 no C112 . H1122 . 0.964 no C113 . C114 . 1.391(7) yes C113 . C118 . 1.391(7) yes C114 . C115 . 1.387(7) yes C115 . C116 . 1.392(7) yes C115 . H1151 . 0.929 no C116 . C117 . 1.388(7) yes C116 . O119 . 1.359(11) yes C117 . C118 . 1.385(7) yes C117 . H1171 . 0.931 no C118 . H1181 . 0.925 no O119 . C120 . 1.38(2) yes C120 . H1202 . 0.960 no C120 . H1203 . 0.963 no C120 . H1201 . 0.961 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 F2 . P1 . F3 . 179.1(2) yes F2 . P1 . F4 . 89.4(2) yes F3 . P1 . F4 . 90.2(2) yes F2 . P1 . F5 . 88.86(18) yes F3 . P1 . F5 . 90.33(19) yes F4 . P1 . F5 . 89.49(19) yes F2 . P1 . F6 . 89.9(2) yes F3 . P1 . F6 . 90.5(2) yes F4 . P1 . F6 . 179.2(2) yes F5 . P1 . F6 . 90.40(19) yes F2 . P1 . F7 . 90.00(18) yes F3 . P1 . F7 . 90.8(2) yes F4 . P1 . F7 . 90.76(19) yes F5 . P1 . F7 . 178.83(19) yes F6 . P1 . F7 . 89.33(18) yes F9 . P8 . F10 . 176.8(2) yes F9 . P8 . F11 . 90.2(2) yes F10 . P8 . F11 . 89.18(19) yes F9 . P8 . F12 . 88.4(2) yes F10 . P8 . F12 . 88.4(2) yes F11 . P8 . F12 . 88.40(17) yes F9 . P8 . F13 . 90.4(2) yes F10 . P8 . F13 . 90.1(2) yes F11 . P8 . F13 . 177.69(19) yes F12 . P8 . F13 . 89.40(16) yes F9 . P8 . F14 . 92.3(2) yes F10 . P8 . F14 . 90.8(2) yes F11 . P8 . F14 . 90.49(19) yes F12 . P8 . F14 . 178.7(2) yes F13 . P8 . F14 . 91.70(19) yes F16 . P15 . F17 . 177.5(3) yes F16 . P15 . F18 . 90.0(3) yes F17 . P15 . F18 . 92.5(4) yes F16 . P15 . F19 . 90.1(2) yes F17 . P15 . F19 . 89.5(2) yes F18 . P15 . F19 . 91.2(3) yes F16 . P15 . F20 . 87.3(3) yes F17 . P15 . F20 . 90.3(3) yes F18 . P15 . F20 . 177.0(4) yes F19 . P15 . F20 . 87.7(2) yes F16 . P15 . F21 . 89.4(2) yes F17 . P15 . F21 . 90.9(2) yes F18 . P15 . F21 . 91.4(3) yes F19 . P15 . F21 . 177.4(3) yes F20 . P15 . F21 . 89.7(3) yes F23 . P22 . F24 . 179.6(3) yes F23 . P22 . F29 . 96.3(4) yes F24 . P22 . F29 . 84.1(5) yes F23 . P22 . F30 . 91.8(3) yes F24 . P22 . F30 . 88.2(4) yes F29 . P22 . F30 . 92.6(9) yes F23 . P22 . F31 . 84.9(5) yes F24 . P22 . F31 . 94.7(5) yes F29 . P22 . F31 . 178.3(9) yes F30 . P22 . F31 . 88.5(10) yes F23 . P22 . F32 . 88.4(4) yes F24 . P22 . F32 . 91.5(4) yes F29 . P22 . F32 . 89.8(9) yes F30 . P22 . F32 . 177.5(11) yes F31 . P22 . F32 . 89.1(9) yes C34 . C33 . H331 . 110.0 no C34 . C33 . H333 . 110.8 no H331 . C33 . H333 . 108.1 no C34 . C33 . H332 . 110.6 no H331 . C33 . H332 . 108.1 no H333 . C33 . H332 . 109.2 no C33 . C34 . C35 . 117.1(4) yes C33 . C34 . O36 . 122.1(4) yes C35 . C34 . O36 . 120.8(4) yes C34 . C35 . H352 . 109.5 no C34 . C35 . H351 . 109.0 no H352 . C35 . H351 . 108.4 no C34 . C35 . H353 . 110.0 no H352 . C35 . H353 . 110.1 no H351 . C35 . H353 . 109.8 no C38 . C37 . H372 . 110.2 no C38 . C37 . H373 . 111.7 no H372 . C37 . H373 . 109.1 no C38 . C37 . H371 . 109.2 no H372 . C37 . H371 . 108.2 no H373 . C37 . H371 . 108.4 no C37 . C38 . C39 . 117.8(5) yes C37 . C38 . O40 . 121.5(5) yes C39 . C38 . O40 . 120.7(5) yes C38 . C39 . H393 . 109.5 no C38 . C39 . H391 . 109.5 no H393 . C39 . H391 . 109.9 no C38 . C39 . H392 . 109.2 no H393 . C39 . H392 . 109.6 no H391 . C39 . H392 . 109.2 no N42 . C41 . C86 . 111.0(3) yes N42 . C41 . H411 . 108.7 no C86 . C41 . H411 . 110.8 no N42 . C41 . H412 . 106.9 no C86 . C41 . H412 . 111.0 no H411 . C41 . H412 . 108.3 no C41 . N42 . C43 . 125.3(4) yes C41 . N42 . C46 . 125.5(4) yes C43 . N42 . C46 . 109.2(4) yes N42 . C43 . C44 . 106.4(4) yes N42 . C43 . H431 . 125.6 no C44 . C43 . H431 . 128.0 no C43 . C44 . N45 . 107.3(4) yes C43 . C44 . H441 . 127.4 no N45 . C44 . H441 . 125.3 no C44 . N45 . C46 . 107.9(4) yes C44 . N45 . C47 . 126.1(4) yes C46 . N45 . C47 . 125.9(3) yes N45 . C46 . N42 . 109.2(4) yes N45 . C46 . H461 . 125.9 no N42 . C46 . H461 . 124.9 no N45 . C47 . C48 . 119.8(4) yes N45 . C47 . C52 . 119.4(4) yes C48 . C47 . C52 . 120.9(4) yes C47 . C48 . C49 . 119.8(4) yes C47 . C48 . H481 . 119.8 no C49 . C48 . H481 . 120.4 no C48 . C49 . C50 . 119.9(4) yes C48 . C49 . H491 . 119.7 no C50 . C49 . H491 . 120.3 no C49 . C50 . C51 . 120.3(4) yes C49 . C50 . N53 . 118.9(4) yes C51 . C50 . N53 . 120.8(4) yes C50 . C51 . C52 . 119.9(4) yes C50 . C51 . H511 . 119.1 no C52 . C51 . H511 . 121.0 no C47 . C52 . C51 . 119.2(4) yes C47 . C52 . H521 . 119.9 no C51 . C52 . H521 . 121.0 no C50 . N53 . C54 . 125.5(3) yes C50 . N53 . C57 . 126.0(3) yes C54 . N53 . C57 . 108.4(4) yes N53 . C54 . C55 . 107.2(4) yes N53 . C54 . H541 . 125.6 no C55 . C54 . H541 . 127.2 no C54 . C55 . N56 . 107.2(4) yes C54 . C55 . H551 . 126.3 no N56 . C55 . H551 . 126.5 no C55 . N56 . C57 . 108.6(4) yes C55 . N56 . C58 . 123.5(4) yes C57 . N56 . C58 . 127.2(4) yes N53 . C57 . N56 . 108.6(4) yes N53 . C57 . H571 . 125.8 no N56 . C57 . H571 . 125.6 no N56 . C58 . C59 . 115.1(4) yes N56 . C58 . H582 . 108.6 no C59 . C58 . H582 . 108.6 no N56 . C58 . H581 . 105.6 no C59 . C58 . H581 . 109.6 no H582 . C58 . H581 . 109.1 no C58 . C59 . C60 . 119.0(4) yes C58 . C59 . C64 . 122.0(4) yes C60 . C59 . C64 . 118.6(4) yes C59 . C60 . C61 . 121.8(5) yes C59 . C60 . H601 . 119.0 no C61 . C60 . H601 . 119.2 no C60 . C61 . C62 . 119.4(4) yes C60 . C61 . H611 . 119.5 no C62 . C61 . H611 . 121.1 no C61 . C62 . C63 . 119.8(4) yes C61 . C62 . C65 . 120.1(4) yes C63 . C62 . C65 . 120.1(5) yes C62 . C63 . C64 . 119.9(4) yes C62 . C63 . H631 . 119.9 no C64 . C63 . H631 . 120.2 no C59 . C64 . C63 . 120.5(4) yes C59 . C64 . H641 . 119.5 no C63 . C64 . H641 . 120.0 no C62 . C65 . N66 . 111.8(4) yes C62 . C65 . H652 . 108.5 no N66 . C65 . H652 . 107.8 no C62 . C65 . H651 . 110.3 no N66 . C65 . H651 . 108.7 no H652 . C65 . H651 . 109.7 no C65 . N66 . C67 . 123.8(4) yes C65 . N66 . C70 . 127.5(4) yes C67 . N66 . C70 . 108.6(4) yes N66 . C67 . C68 . 106.9(4) yes N66 . C67 . H671 . 124.5 no C68 . C67 . H671 . 128.6 no C67 . C68 . N69 . 107.4(4) yes C67 . C68 . H681 . 127.5 no N69 . C68 . H681 . 125.0 no C68 . N69 . C70 . 108.2(4) yes C68 . N69 . C71 . 125.7(4) yes C70 . N69 . C71 . 126.0(3) yes N66 . C70 . N69 . 108.8(4) yes N66 . C70 . H701 . 126.1 no N69 . C70 . H701 . 125.1 no N69 . C71 . C72 . 120.3(4) yes N69 . C71 . C76 . 119.2(4) yes C72 . C71 . C76 . 120.5(4) yes C71 . C72 . C73 . 119.1(4) yes C71 . C72 . H721 . 119.1 no C73 . C72 . H721 . 121.8 no C72 . C73 . C74 . 120.4(4) yes C72 . C73 . H731 . 120.0 no C74 . C73 . H731 . 119.6 no C73 . C74 . C75 . 120.1(4) yes C73 . C74 . N77 . 121.4(4) yes C75 . C74 . N77 . 118.5(4) yes C74 . C75 . C76 . 119.6(4) yes C74 . C75 . H751 . 119.4 no C76 . C75 . H751 . 121.0 no C75 . C76 . C71 . 120.2(4) yes C75 . C76 . H761 . 120.2 no C71 . C76 . H761 . 119.5 no C74 . N77 . C78 . 124.6(3) yes C74 . N77 . C81 . 128.2(3) yes C78 . N77 . C81 . 107.2(3) yes N77 . C78 . C79 . 107.2(4) yes N77 . C78 . H781 . 124.8 no C79 . C78 . H781 . 128.0 no C78 . C79 . N80 . 107.6(4) yes C78 . C79 . H791 . 126.9 no N80 . C79 . H791 . 125.5 no C79 . N80 . C81 . 108.7(4) yes C79 . N80 . C82 . 122.7(4) yes C81 . N80 . C82 . 128.2(4) yes N77 . C81 . N80 . 109.3(4) yes N77 . C81 . H811 . 125.1 no N80 . C81 . H811 . 125.6 no N80 . C82 . C83 . 113.9(3) yes N80 . C82 . H822 . 106.5 no C83 . C82 . H822 . 111.0 no N80 . C82 . H821 . 107.3 no C83 . C82 . H821 . 109.4 no H822 . C82 . H821 . 108.5 no C82 . C83 . C84 . 119.0(4) yes C82 . C83 . C88 . 120.9(4) yes C84 . C83 . C88 . 119.9(4) yes C83 . C84 . C85 . 119.8(4) yes C83 . C84 . H841 . 120.4 no C85 . C84 . H841 . 119.8 no C84 . C85 . C86 . 120.5(4) yes C84 . C85 . H851 . 119.9 no C86 . C85 . H851 . 119.6 no C41 . C86 . C85 . 121.2(4) yes C41 . C86 . C87 . 119.4(4) yes C85 . C86 . C87 . 119.4(4) yes C86 . C87 . C88 . 120.4(4) yes C86 . C87 . H871 . 120.0 no C88 . C87 . H871 . 119.6 no C87 . C88 . C83 . 119.9(4) yes C87 . C88 . H881 . 119.9 no C83 . C88 . H881 . 120.2 no O90 . C89 . H893 . 109.0 no O90 . C89 . H891 . 110.3 no H893 . C89 . H891 . 110.7 no O90 . C89 . H892 . 108.5 no H893 . C89 . H892 . 108.9 no H891 . C89 . H892 . 109.4 no C89 . O90 . C91 . 116.5(3) yes O90 . C91 . C92 . 113.7(4) yes O90 . C91 . C96 . 125.2(4) yes C92 . C91 . C96 . 121.0(4) yes C91 . C92 . C93 . 121.7(4) yes C91 . C92 . H921 . 118.4 no C93 . C92 . H921 . 119.8 no C92 . C93 . C94 . 117.4(4) yes C92 . C93 . H931 . 121.6 no C94 . C93 . H931 . 120.9 no C93 . C94 . C95 . 121.9(4) yes C93 . C94 . N97 . 129.0(4) yes C95 . C94 . N97 . 109.1(4) yes C94 . C95 . C96 . 119.6(4) yes C94 . C95 . C99 . 106.9(4) yes C96 . C95 . C99 . 133.5(4) yes C95 . C96 . C91 . 118.2(4) yes C95 . C96 . H961 . 121.8 no C91 . C96 . H961 . 119.9 no C94 . N97 . C98 . 108.0(4) yes C94 . N97 . H971 . 125.9 no C98 . N97 . H971 . 125.9 no N97 . C98 . C99 . 110.2(4) yes N97 . C98 . C103 . 130.6(4) yes C99 . C98 . C103 . 119.2(4) yes C95 . C99 . C98 . 105.7(4) yes C95 . C99 . C100 . 133.8(4) yes C98 . C99 . C100 . 120.3(4) yes C99 . C100 . C101 . 119.7(4) yes C99 . C100 . H1001 . 119.7 no C101 . C100 . H1001 . 120.5 no C100 . C101 . C102 . 120.6(4) yes C100 . C101 . H1011 . 120.7 no C102 . C101 . H1011 . 118.7 no C101 . C102 . C103 . 119.3(4) yes C101 . C102 . C114 . 139.6(6) yes C103 . C102 . C114 . 101.1(6) yes C102 . C103 . C98 . 120.5(4) yes C102 . C103 . N104 . 109.1(4) yes C98 . C103 . N104 . 130.3(4) yes C103 . N104 . C113 . 113.3(7) yes C103 . N104 . H1041 . 123.8 no C113 . N104 . H1041 . 122.7 no N104 . C105 . C106 . 110.1(6) yes N104 . C105 . C110 . 127.6(6) yes C106 . C105 . C110 . 120.04(9) yes C105 . C106 . C102 . 104.5(5) yes C105 . C106 . C107 . 119.95(9) yes C102 . C106 . C107 . 135.2(5) yes C106 . C107 . C108 . 119.91(9) yes C106 . C107 . H1071 . 119.6 no C108 . C107 . H1071 . 120.5 no C107 . C108 . C109 . 120.00(9) yes C107 . C108 . O111 . 120.03(14) yes C109 . C108 . O111 . 119.92(10) yes C108 . C109 . C110 . 120.07(9) yes C108 . C109 . H1091 . 119.8 no C110 . C109 . H1091 . 120.1 no C105 . C110 . C109 . 120.02(9) yes C105 . C110 . H1101 . 120.0 no C109 . C110 . H1101 . 120.0 no C108 . O111 . C112 . 117.8(9) yes O111 . C112 . H1121 . 110.0 no O111 . C112 . H1123 . 110.8 no H1121 . C112 . H1123 . 109.6 no O111 . C112 . H1122 . 107.8 no H1121 . C112 . H1122 . 108.9 no H1123 . C112 . H1122 . 109.7 no N104 . C113 . C114 . 108.4(8) yes N104 . C113 . C118 . 130.3(8) yes C114 . C113 . C118 . 120.00(9) yes C102 . C114 . C113 . 107.7(7) yes C102 . C114 . C115 . 132.1(7) yes C113 . C114 . C115 . 119.94(9) yes C114 . C115 . C116 . 119.92(9) yes C114 . C115 . H1151 . 119.8 no C116 . C115 . H1151 . 120.3 no C115 . C116 . C117 . 120.06(9) yes C115 . C116 . O119 . 120.10(10) yes C117 . C116 . O119 . 119.83(13) yes C116 . C117 . C118 . 120.05(9) yes C116 . C117 . H1171 . 119.6 no C118 . C117 . H1171 . 120.3 no C113 . C118 . C117 . 120.02(9) yes C113 . C118 . H1181 . 120.6 no C117 . C118 . H1181 . 119.4 no C116 . O119 . C120 . 123.0(10) yes O119 . C120 . H1202 . 107.9 no O119 . C120 . H1203 . 110.1 no H1202 . C120 . H1203 . 109.9 no O119 . C120 . H1201 . 110.0 no H1202 . C120 . H1201 . 109.4 no H1203 . C120 . H1201 . 109.5 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 C39 . H392 . O111 2_565 161 0.97 2.48 3.407(8) yes C49 . H491 . O40 2_555 157 0.93 2.34 3.223(8) yes C75 . H751 . O36 . 173 0.94 2.32 3.256(8) yes C78 . H781 . O36 . 151 0.92 2.43 3.261(8) yes C89 . H893 . O111 3_555 154 0.97 2.54 3.435(8) yes C89 . H893 . O119 3_555 134 0.97 2.45 3.196(8) yes #===END #============================================================================== data_11 _database_code_depnum_ccdc_archive 'CCDC 796366' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 09-04-18 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 012CJS08 _chemical_name_systematic . _chemical_melting_point . _refine_special_details ; Dispite the presence of cobalt, and the use of a fairly large crystal, the diffraction data were weak. The initial solution of the structure generated by SIR92 clearly resolved the macrocycle and counter-anions. However, the naphthalene-based thread was depicted symmetrically (as required by the space group). By examination of the thermal parameters and effects on the R-factor upon changing the occupancy to 0.5, it was clear that an asymmetric thread was indeed present. It was concluded that the orientation of the thread was disordered - half 'up' and half 'down.' This resulted in a confusion of both possibilities in the Fourier map, which caused the model to be less stable. Since the structure of the thread has been determined independently, it was possible to pick out atoms from the Fourier difference map to match this model. Upon refinement, this was found to produce a stable model without restraints. However, to ensure sensible bond lengths and angle, restraints were applied in the final refinement. Additionally, this portion could only be modelled with isotropic displacement factors. Following this, the possibility that the thread could be completely absent was considered by refining the occupancy of the entire thread to 0.394. Finally, a residual electron density due to disordered solvent was modelled using Platon Squeeze since it could not be fitted to a sensible scheme. Subsequent filtering of poor reflections using the Wilson plot improved the R-factor. That this was still fairly large is attributed to the difficulty of modelling the disorder and its effect on the strength of diffraction. ; # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material 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 0.500 0.000 0.165 844 63 ' ' 2 0.000 0.500 0.239 844 63 ' ' _platon_squeeze_details ; After full modelling of the structure, some residual electron density was observed, but could not be fitted to any sensible solvent scheme. Instead, Platon Squeeze was used to include this data in the refinement. ; _cell_length_a 22.9688(10) _cell_length_b 18.0778(6) _cell_length_c 21.4031(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 8887.1(6) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'I b a m ' _symmetry_space_group_name_Hall '-I 2 2c' 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 -x+1/2,y+1/2,z x+1/2,-y+1/2,-z -x+1,y+1,z+1/2 x+1,-y+1,-z+1/2 x+1/2,-y+1/2,z -x+1/2,y+1/2,-z x+1,-y+1,z+1/2 -x+1,y+1,-z+1/2 -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' 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' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 '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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C288 H272 Co16 F96 N32 O64 P16 # Dc = 6.33 Fooo = 3260.47 Mu = 36.84 M = 2116.96 # Found Formula = C56.14 H47.03 Co1.58 F24 N8 O7.09 P4 # Dc = 1.21 FOOO = 3260.47 Mu = 4.62 M = 404.97 _chemical_formula_sum 'C56.15 H47.03 Co1.58 F24 N8 O7.09 P4' _chemical_formula_moiety '0.39(C41 H28 Co4 O18), C40 H36 N8, 4(F6 P)' _chemical_compound_source . _chemical_formula_weight 1620.12 _cell_measurement_reflns_used 4682 _cell_measurement_theta_min 5 _cell_measurement_theta_max 26 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_min 0.30 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_max 0.50 _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 3260.474 _exptl_absorpt_coefficient_mu 0.462 # Sheldrick geometric approximatio 0.83 0.87 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.80 _exptl_absorpt_correction_T_max 0.87 # 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, 1997-2001).' _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 8504 _reflns_number_total 4570 _diffrn_reflns_av_R_equivalents 0.076 # Number of reflections with Friedels Law is 4570 # Number of reflections without Friedels Law is 8733 # Theoretical number of reflections is about 2986 _diffrn_reflns_theta_min 5.173 _diffrn_reflns_theta_max 26.411 _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.354 _diffrn_measured_fraction_theta_full 0.977 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 26 _reflns_limit_h_min 0 _reflns_limit_h_max 27 _reflns_limit_k_min -22 _reflns_limit_k_max 22 _reflns_limit_l_min 0 _reflns_limit_l_max 26 _oxford_diffrn_Wilson_B_factor 4.03 _oxford_diffrn_Wilson_scale 79.34 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.06 _refine_diff_density_max 1.93 # 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 4100 _refine_ls_number_restraints 427 _refine_ls_number_parameters 263 _oxford_refine_ls_R_factor_ref 0.1542 _refine_ls_wR_factor_ref 0.1803 _refine_ls_goodness_of_fit_ref 1.0106 _refine_ls_shift/su_max 0.001629 # The values computed from all data _oxford_reflns_number_all 5596 _refine_ls_R_factor_all 0.1821 _refine_ls_wR_factor_all 0.2606 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4100 _refine_ls_R_factor_gt 0.1542 _refine_ls_wR_factor_gt 0.1803 # 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 constr # 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: 3.78 2.46 2.05 ; # 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 (1997-2001). 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 C1 C 0.5062(3) 0.5761(3) 0.8342(3) 0.0657 1.0000 Uani . U . . . . . C2 C 0.5551(3) 0.5321(3) 0.8334(2) 0.0616 1.0000 Uani . U . . . . . C3 C 0.5483(2) 0.4557(3) 0.8334(2) 0.0557 1.0000 Uani . U . . . . . N4 N 0.5995(2) 0.4093(2) 0.83153(18) 0.0578 1.0000 Uani . U . . . . . C5 C 0.6024(3) 0.3383(3) 0.8064(3) 0.0797 1.0000 Uani . U . . . . . C6 C 0.6560(3) 0.3145(3) 0.8147(3) 0.0730 1.0000 Uani . U . . . . . N7 N 0.6882(2) 0.3702(2) 0.84298(17) 0.0579 1.0000 Uani . U . . . . . C8 C 0.6516(2) 0.4270(3) 0.8527(2) 0.0552 1.0000 Uani . U . . . . . C9 C 0.7479(2) 0.3682(3) 0.8642(2) 0.0646 1.0000 Uani . U . . . . . C10 C 0.7511(2) 0.3666(3) 0.9343(2) 0.0554 1.0000 Uani . U . . . . . C11 C 0.7358(3) 0.3039(3) 0.9682(3) 0.0782 1.0000 Uani . U . . . . . C12 C 0.7693(3) 0.4291(3) 0.9678(3) 0.0646 1.0000 Uani . U . . . . . P13 P 0.75688(10) 0.11700(9) 0.83603(8) 0.0846 1.0000 Uani . U . . . . . F14 F 0.7924(3) 0.1890(3) 0.8464(4) 0.1570 1.0000 Uani . U . . . . . F15 F 0.7279(3) 0.1509(3) 0.7763(2) 0.1329 1.0000 Uani . U . . . . . F16 F 0.7077(3) 0.1533(3) 0.8771(2) 0.1242 1.0000 Uani . U . . . . . F17 F 0.8070(3) 0.0801(3) 0.7951(2) 0.1299 1.0000 Uani . U . . . . . F18 F 0.7866(3) 0.0813(3) 0.89586(19) 0.1216 1.0000 Uani . U . . . . . F19 F 0.7186(3) 0.0424(2) 0.8319(3) 0.1324 1.0000 Uani . U . . . . . Co20 Co 0.94376(11) 0.30421(15) 1.05762(13) 0.0936(12) 0.394(5) Uiso . U P . . . . C21 C 0.9420(9) 0.3980(12) 1.0713(10) 0.0962(15) 0.394(5) Uiso . U P . . . . O22 O 0.9395(6) 0.4599(8) 1.0804(7) 0.102(2) 0.394(5) Uiso . U P . . . . C23 C 1.0173(9) 0.2665(11) 1.0738(10) 0.0949(16) 0.394(5) Uiso . U P . . . . O24 O 1.0563(6) 0.2343(7) 1.0752(6) 0.096(2) 0.394(5) Uiso . U P . . . . C25 C 0.9082(8) 0.2811(11) 1.1263(10) 0.0971(16) 0.394(5) Uiso . U P . . . . O26 O 0.8959(6) 0.2660(7) 1.1771(7) 0.103(2) 0.394(5) Uiso . U P . . . . C27 C 0.8920(14) 0.3026(16) 1.000000(7) 0.0939(14) 0.394(5) Uiso S U P . . . . C28 C 0.9061(12) 0.2363(16) 1.0000 0.0934(14) 0.394(5) Uiso S U P . . . . C29 C 0.8939(12) 0.1543(15) 1.000000(10) 0.0923(14) 0.394(5) Uiso S U P . . . . O30 O 0.9443(2) 0.1114(10) 1.0000 0.0912(14) 0.394(5) Uiso DS U P . . . . C31 C 0.94650(8) 0.03593(18) 1.0000 0.0907(14) 0.394(5) Uiso DS U P . . . . C32 C 0.89526(4) -0.0050(3) 1.000000(7) 0.0903(15) 0.394(5) Uiso DS U P . . . . C33 C 0.89752(17) -0.0818(3) 1.0000 0.0901(16) 0.394(5) Uiso DS U P . . . . C34 C 0.9510(2) -0.11772(16) 1.000000(7) 0.0901(16) 0.394(5) Uiso DS U P . . . . C35 C 1.00226(15) -0.07682(4) 1.0000 0.0905(15) 0.394(5) Uiso DS U P . . . . C36 C 1.0000 0.0000 1.0000 0.0899(16) 0.394(5) Uiso DS U P . . . . C37 C 1.05125(9) 0.04091(17) 1.000000(7) 0.0904(15) 0.394(5) Uiso DS U P . . . . C38 C 1.10475(4) 0.0050(3) 1.000000(7) 0.0903(15) 0.394(5) Uiso DS U P . . . . C39 C 1.10701(15) -0.0719(4) 1.000000(7) 0.0912(14) 0.394(5) Uiso DS U P . . . . C40 C 1.0558(2) -0.11276(19) 1.0000 0.0913(14) 0.394(5) Uiso DS U P . . . . O41 O 1.0578(4) -0.1828(7) 1.0000 0.0929(14) 0.394(5) Uiso DS U P . . . . C42 C 1.1236(8) -0.2096(8) 1.000000(10) 0.0936(14) 0.394(5) Uiso DS U P . . . . C43 C 1.1263(8) -0.2930(8) 1.000000(10) 0.0942(14) 0.394(5) Uiso DS U P . . . . O44 O 1.0645(8) -0.3254(8) 1.000000(7) 0.0958(15) 0.394(5) Uiso DS U P . . . . H11 H 0.5098 0.6276 0.8351 0.0722 1.0000 Uiso R . . . . . . H21 H 0.5927 0.5520 0.8329 0.0702 1.0000 Uiso R . . . . . . H51 H 0.5724 0.3129 0.7871 0.0911 1.0000 Uiso R . . . . . . H61 H 0.6703 0.2686 0.8032 0.0841 1.0000 Uiso R . . . . . . H81 H 0.6613 0.4719 0.8706 0.0623 1.0000 Uiso R . . . . . . H91 H 0.7686 0.4123 0.8488 0.0730 1.0000 Uiso R . . . . . . H92 H 0.7661 0.3243 0.8473 0.0732 1.0000 Uiso R . . . . . . H111 H 0.7248 0.2611 0.9466 0.0883 1.0000 Uiso R . . . . . . H121 H 0.7818 0.4713 0.9465 0.0736 1.0000 Uiso R . . . . . . H271 H 0.8379 0.3144 1.0000 0.1430 0.394(5) Uiso RS . P . . . . H291 H 0.8715 0.1437 1.0362 0.1126 0.394(5) Uiso R . P . . . . H321 H 0.8586 0.0195 1.0000 0.1104 0.394(5) Uiso RS . P . . . . H331 H 0.8627 -0.1102 1.0000 0.1102 0.394(5) Uiso . . P . . . . H341 H 0.9527 -0.1702 1.0000 0.1103 0.394(5) Uiso RS . P . . . . H391 H 1.1436 -0.0963 1.0000 0.1114 0.394(5) Uiso RS . P . . . . H381 H 1.1397 0.0331 1.0000 0.1104 0.394(5) Uiso RS . P . . . . H371 H 1.0496 0.0934 1.0000 0.1106 0.394(5) Uiso RS . P . . . . H421 H 1.1425 -0.1912 1.0362 0.1140 0.394(5) Uiso R . P . . . . H431 H 1.1465 -0.3092 1.0362 0.1147 0.394(5) Uiso R . P . . . . H441 H 1.0668 -0.3779 1.0000 0.1166 0.394(5) Uiso RS . P . . . . 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 0.076(2) 0.055(3) 0.066(3) 0.001(2) -0.001(3) 0.0103(16) C2 0.070(3) 0.060(2) 0.055(3) 0.000(2) -0.001(2) 0.0075(18) C3 0.073(2) 0.0590(19) 0.035(2) 0.0013(19) 0.001(2) 0.0125(16) N4 0.0743(19) 0.0538(19) 0.045(2) -0.0033(16) -0.0025(18) 0.0111(16) C5 0.089(3) 0.067(3) 0.083(4) -0.026(3) -0.017(3) 0.019(3) C6 0.084(3) 0.066(3) 0.069(3) -0.015(2) -0.003(3) 0.017(2) N7 0.075(2) 0.062(2) 0.037(2) -0.0004(16) 0.0046(16) 0.0138(15) C8 0.073(2) 0.054(2) 0.039(2) 0.0011(18) 0.001(2) 0.0096(17) C9 0.076(2) 0.071(3) 0.047(2) -0.002(2) 0.002(2) 0.016(2) C10 0.062(3) 0.058(2) 0.046(2) 0.0003(15) 0.0049(19) 0.007(2) C11 0.127(5) 0.057(3) 0.050(2) -0.0063(19) 0.008(3) -0.012(3) C12 0.090(4) 0.052(2) 0.052(2) 0.0047(18) 0.003(3) 0.001(2) P13 0.1422(18) 0.0558(10) 0.0559(10) -0.0017(6) 0.0028(8) 0.0113(8) F14 0.201(5) 0.078(2) 0.191(6) 0.005(3) 0.006(4) -0.032(3) F15 0.184(5) 0.142(4) 0.072(2) 0.022(2) 0.011(2) 0.078(3) F16 0.184(4) 0.098(3) 0.091(3) -0.012(2) 0.040(3) 0.021(3) F17 0.172(4) 0.129(3) 0.089(3) 0.021(2) 0.025(2) 0.066(3) F18 0.192(5) 0.107(3) 0.066(2) 0.0089(19) -0.021(2) 0.006(3) F19 0.182(4) 0.080(2) 0.135(4) -0.021(2) -0.021(3) -0.016(2) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.412(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 C1 . C3 13_665 1.377(8) yes C1 . C2 . 1.377(8) yes C1 . H11 . 0.935 no C2 . C3 . 1.390(8) yes C2 . H21 . 0.935 no C3 . N4 . 1.445(7) yes N4 . C5 . 1.394(7) yes N4 . C8 . 1.318(7) yes C5 . C6 . 1.315(8) yes C5 . H51 . 0.925 no C6 . N7 . 1.389(7) yes C6 . H61 . 0.926 no N7 . C8 . 1.344(6) yes N7 . C9 . 1.445(7) yes C8 . H81 . 0.925 no C9 . C10 . 1.504(8) yes C9 . H91 . 0.983 no C9 . H92 . 0.967 no C10 . C11 . 1.391(8) yes C10 . C12 . 1.402(7) yes C11 . C11 14_557 1.360(12) yes C11 . H111 . 0.935 no C12 . C12 14_557 1.380(11) yes C12 . H121 . 0.933 no P13 . F14 . 1.551(5) yes P13 . F15 . 1.565(5) yes P13 . F16 . 1.574(5) yes P13 . F17 . 1.593(5) yes P13 . F18 . 1.588(5) yes P13 . F19 . 1.612(5) yes Co20 . C43 2_757 2.037(14) yes Co20 . O41 2_757 2.517(12) yes Co20 . Co20 14_557 2.466(6) yes Co20 . C42 13_755 2.614(13) yes Co20 . O44 13_755 1.305(5) yes Co20 . C21 . 1.72(2) yes Co20 . C23 . 1.85(2) yes Co20 . C25 . 1.73(2) yes Co20 . C27 . 1.71(2) yes Co20 . C28 . 1.94(2) yes C21 . O22 . 1.14(2) yes C23 . O24 . 1.07(2) yes C25 . O26 . 1.16(2) yes C27 . C28 . 1.24(4) yes C27 . H271 . 1.260 no C28 . C29 . 1.51(4) yes C29 . C39 2_757 1.49(3) yes C29 . H291 14_557 0.950 no C29 . O30 . 1.39(3) yes C29 . H291 . 0.950 no O30 . C39 13_755 1.378(9) yes O30 . C35 13_755 1.378(9) yes O30 . C31 . 1.366(18) yes C31 . C38 13_755 1.3902(9) yes C31 . C37 13_755 1.3901(6) yes C31 . C39 2_757 1.3899(12) yes C31 . C35 2_757 1.3899(5) yes C31 . C40 2_757 1.3898(9) yes C31 . C32 . 1.3898(8) yes C31 . C36 . 1.3900(8) yes C32 . C37 2_757 1.3898(9) yes C32 . C39 13_755 1.3896(11) yes C32 . C33 . 1.3898(8) yes C32 . H321 . 0.950 no C33 . C38 13_755 1.3896(11) yes C33 . C37 2_757 1.3895(12) yes C33 . C34 . 1.3900(8) yes C33 . H331 . 0.950 no C34 . C37 2_757 1.3896(9) yes C34 . C35 . 1.3899(8) yes C34 . H341 . 0.950 no C35 . H371 2_757 1.228 no C35 . C37 13_755 1.3900(5) yes C35 . C36 . 1.3897(7) yes C35 . C40 . 1.3901(8) yes C36 . C37 2_757 1.3902(8) yes C36 . C37 . 1.3902(8) yes C37 . C38 . 1.3899(8) yes C37 . H371 . 0.950 no C38 . H321 13_755 0.950 no C38 . C39 . 1.3899(8) yes C38 . H381 . 0.950 no C39 . H321 2_757 1.233 no C39 . C40 . 1.3901(8) yes C39 . H391 . 0.950 no C40 . O41 . 1.268(14) yes O41 . C42 . 1.59(2) yes C42 . H421 14_557 0.950 no C42 . C43 . 1.508(9) yes C42 . H421 . 0.950 no C43 . H431 14_557 0.950 no C43 . O44 . 1.54(3) yes C43 . H431 . 0.950 no O44 . H441 . 0.950 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 C3 13_665 C1 . C2 . 120.0(5) yes C3 13_665 C1 . H11 . 119.8 no C2 . C1 . H11 . 120.2 no C1 . C2 . C3 . 118.9(5) yes C1 . C2 . H21 . 122.0 no C3 . C2 . H21 . 119.1 no C2 . C3 . C1 13_665 121.1(5) yes C2 . C3 . N4 . 119.0(5) yes C1 13_665 C3 . N4 . 119.9(5) yes C3 . N4 . C5 . 125.7(5) yes C3 . N4 . C8 . 126.0(4) yes C5 . N4 . C8 . 108.2(4) yes N4 . C5 . C6 . 107.0(5) yes N4 . C5 . H51 . 126.4 no C6 . C5 . H51 . 126.6 no C5 . C6 . N7 . 108.7(5) yes C5 . C6 . H61 . 126.0 no N7 . C6 . H61 . 125.2 no C6 . N7 . C8 . 106.7(5) yes C6 . N7 . C9 . 128.7(4) yes C8 . N7 . C9 . 124.3(4) yes N7 . C8 . N4 . 109.2(4) yes N7 . C8 . H81 . 125.8 no N4 . C8 . H81 . 125.0 no N7 . C9 . C10 . 111.1(4) yes N7 . C9 . H91 . 109.5 no C10 . C9 . H91 . 109.0 no N7 . C9 . H92 . 108.2 no C10 . C9 . H92 . 109.7 no H91 . C9 . H92 . 109.4 no C9 . C10 . C11 . 121.6(5) yes C9 . C10 . C12 . 120.5(5) yes C11 . C10 . C12 . 117.8(5) yes C10 . C11 . C11 14_557 121.4(3) yes C10 . C11 . H111 . 119.0 no C11 14_557 C11 . H111 . 119.6 no C10 . C12 . C12 14_557 120.7(3) yes C10 . C12 . H121 . 120.1 no C12 14_557 C12 . H121 . 119.2 no F14 . P13 . F15 . 90.7(4) yes F14 . P13 . F16 . 87.0(4) yes F15 . P13 . F16 . 89.3(3) yes F14 . P13 . F17 . 92.9(4) yes F15 . P13 . F17 . 91.2(3) yes F16 . P13 . F17 . 179.5(3) yes F14 . P13 . F18 . 90.0(4) yes F15 . P13 . F18 . 178.9(3) yes F16 . P13 . F18 . 91.6(3) yes F17 . P13 . F18 . 87.9(3) yes F14 . P13 . F19 . 174.8(4) yes F15 . P13 . F19 . 92.9(3) yes F16 . P13 . F19 . 89.3(3) yes F17 . P13 . F19 . 90.7(3) yes F18 . P13 . F19 . 86.5(3) yes Co20 14_557 Co20 . C21 . 99.8(7) yes Co20 14_557 Co20 . C23 . 100.7(6) yes Co20 14_557 Co20 . C25 . 148.0(7) yes Co20 14_557 Co20 . C27 . 44.0(8) yes Co20 14_557 Co20 . C28 . 50.6(5) yes C21 . Co20 . C23 . 110.6(9) yes C21 . Co20 . C25 . 94.7(10) yes C23 . Co20 . C25 . 100.5(9) yes C21 . Co20 . C27 . 97.0(12) yes C23 . Co20 . C27 . 139.5(11) yes C25 . Co20 . C27 . 106.2(10) yes C21 . Co20 . C28 . 136.1(10) yes C23 . Co20 . C28 . 106.9(10) yes C25 . Co20 . C28 . 100.1(9) yes C27 . Co20 . C28 . 39.1(11) yes Co20 . C21 . O22 . 178.4(18) yes Co20 . C23 . O24 . 165.9(19) yes Co20 . C25 . O26 . 165.8(18) yes Co20 14_557 C27 . Co20 . 92.1(15) yes Co20 14_557 C27 . C28 . 80.5(16) yes Co20 14_557 C27 . H271 . 132.9 no Co20 . C27 . C28 . 80.5(16) yes Co20 . C27 . H271 . 132.9 no C28 . C27 . H271 . 114.9 no Co20 14_557 C28 . Co20 . 78.8(11) yes Co20 14_557 C28 . C27 . 60.4(14) yes Co20 . C28 . C27 . 60.4(14) yes Co20 14_557 C28 . C29 . 134.7(10) yes Co20 . C28 . C29 . 134.7(10) yes C27 . C28 . C42 2_757 110(3) yes C27 . C28 . C29 . 154(3) yes C28 . C29 . C39 2_757 170(2) yes C28 . C29 . H291 14_557 107.4 no C39 2_757 C29 . H291 14_557 77.9 no C28 . C29 . C40 13_755 112(2) yes C39 2_757 C29 . C40 13_755 57.8(10) yes H291 14_557 C29 . C40 13_755 110.1 no C28 . C29 . O41 2_757 54.3(16) yes C39 2_757 C29 . O41 2_757 116(2) yes H291 14_557 C29 . O41 2_757 125.1 no C40 13_755 C29 . O41 2_757 57.9(14) yes C28 . C29 . C42 2_757 32.5(15) yes C39 2_757 C29 . C42 2_757 157(3) yes H291 14_557 C29 . C42 2_757 89.3 no C40 13_755 C29 . C42 2_757 145(3) yes O41 2_757 C29 . C42 2_757 87(2) yes C28 . C29 . O30 . 113(2) yes C39 2_757 C29 . O30 . 57.0(11) yes H291 14_557 C29 . O30 . 109.7 no C40 13_755 C29 . O30 . 0.8(6) yes O41 2_757 C29 . O30 . 58.7(15) yes C28 . C29 . H291 . 107.4 no C39 2_757 C29 . H291 . 77.9 no H291 14_557 C29 . H291 . 109.5 no C40 13_755 C29 . H291 . 110.1 no O41 2_757 C29 . H291 . 125.1 no C42 2_757 C29 . O30 . 146(3) yes C42 2_757 C29 . H291 . 89.3 no O30 . C29 . H291 . 109.7 no C29 . O30 . C39 13_755 65.1(12) yes C29 . O30 . C35 13_755 173.2(16) yes C39 13_755 O30 . C35 13_755 121.7(13) yes C29 . O30 . O41 2_757 54.1(12) yes C39 13_755 O30 . O41 2_757 119.1(7) yes C35 13_755 O30 . O41 2_757 119.1(7) yes C29 . O30 . C31 . 125.9(12) yes C39 13_755 O30 . C31 . 60.9(7) yes C35 13_755 O30 . C31 . 60.9(6) yes O41 2_757 O30 . C31 . 179.992(7) yes C38 13_755 C31 . C37 13_755 59.99(4) yes C38 13_755 C31 . C39 2_757 59.99(5) yes C37 13_755 C31 . C39 2_757 119.98(6) yes C38 13_755 C31 . C35 2_757 179.99(7) yes C37 13_755 C31 . C35 2_757 120.00(7) yes C39 2_757 C31 . C35 2_757 120.02(6) yes C38 13_755 C31 . C40 2_757 120.00(7) yes C37 13_755 C31 . C40 2_757 179.99(7) yes C39 2_757 C31 . C40 2_757 60.01(5) yes C35 2_757 C31 . C40 2_757 60.01(4) yes C38 13_755 C31 . O30 . 120.00(4) yes C37 13_755 C31 . O30 . 179.99(4) yes C39 2_757 C31 . O30 . 60.01(3) yes C35 2_757 C31 . O30 . 60.01(4) yes C37 13_755 C31 . C32 . 59.99(4) yes C39 2_757 C31 . C32 . 59.99(3) yes C35 2_757 C31 . C32 . 179.99(4) yes C40 2_757 C31 . C32 . 120.00(4) yes C38 13_755 C31 . C36 . 120.00(4) yes C37 13_755 C31 . C36 . 60.01(4) yes C39 2_757 C31 . C36 . 179.99(3) yes C35 2_757 C31 . C36 . 59.99(4) yes C40 2_757 C31 . C36 . 120.00(4) yes O30 . C31 . C32 . 120.000 yes O30 . C31 . C36 . 120.000 yes C32 . C31 . C36 . 120.000(3) yes H381 13_755 C32 . C37 2_757 119.8 no H381 13_755 C32 . C31 . 179.8 no C37 2_757 C32 . C31 . 60.01(4) yes H381 13_755 C32 . C39 13_755 120.2 no C37 2_757 C32 . C39 13_755 120.02(8) yes C31 . C32 . C39 13_755 60.01(5) yes H381 13_755 C32 . C33 . 59.8 no C37 2_757 C32 . C33 . 59.99(4) yes C31 . C32 . C33 . 120.000(3) yes C39 13_755 C32 . C33 . 179.99(5) yes H381 13_755 C32 . H321 . 60.0 no C37 2_757 C32 . H321 . 179.8 no C31 . C32 . H321 . 120.2 no C39 13_755 C32 . H321 . 60.2 no C33 . C32 . H321 . 119.8 no H381 13_755 C33 . H371 2_757 144.0 no H381 13_755 C33 . C32 . 42.0 no H371 2_757 C33 . C32 . 102.0 no H381 13_755 C33 . C38 13_755 42.0 no H371 2_757 C33 . C38 13_755 102.0 no H381 13_755 C33 . C37 2_757 102.0 no H371 2_757 C33 . C37 2_757 41.9 no C32 . C33 . C37 2_757 60.01(3) yes C38 13_755 C33 . C37 2_757 60.02(5) yes H381 13_755 C33 . C34 . 162.0 no H371 2_757 C33 . C34 . 18.0 no C32 . C33 . C34 . 120.000 yes C38 13_755 C33 . C34 . 120.01(5) yes C37 2_757 C33 . C34 . 59.99(3) yes H381 13_755 C33 . H331 . 78.6 no H371 2_757 C33 . H331 . 137.4 no C32 . C33 . H331 . 120.6 no C38 13_755 C33 . H331 . 120.6 no C37 2_757 C33 . H331 . 179.3 no C34 . C33 . H331 . 119.4 no C33 . C34 . C37 2_757 59.99(4) yes C33 . C34 . C35 . 120.000 yes C37 2_757 C34 . C35 . 60.01(4) yes C33 . C34 . H341 . 120.2 no C37 2_757 C34 . H341 . 179.8 no C35 . C34 . H341 . 119.8 no H371 2_757 C35 . C37 13_755 42.0 no H371 2_757 C35 . C31 13_755 162.0 no C37 13_755 C35 . C31 13_755 120.03(7) yes H371 2_757 C35 . C34 . 18.0 no C37 13_755 C35 . C34 . 59.98(4) yes C31 13_755 C35 . C34 . 179.99(4) yes H371 2_757 C35 . O30 2_757 138.9 no C37 13_755 C35 . O30 2_757 179.2(7) yes C31 13_755 C35 . O30 2_757 59.1(6) yes C34 . C35 . O30 2_757 120.9(6) yes H371 2_757 C35 . C36 . 102.0 no C37 13_755 C35 . C36 . 60.02(4) yes C31 13_755 C35 . C36 . 60.01(4) yes C34 . C35 . C36 . 120.000(3) yes O30 2_757 C35 . C36 . 119.1(6) yes H371 2_757 C35 . C40 . 138.0 no C37 13_755 C35 . C40 . 179.98(4) yes C31 13_755 C35 . C40 . 59.99(4) yes C34 . C35 . C40 . 120.000(3) yes O30 2_757 C35 . C40 . 0.9(6) yes C36 . C35 . C40 . 120.000 yes C37 2_757 C36 . C31 13_755 120.000(3) yes C37 2_757 C36 . C31 . 60.000(3) yes C31 13_755 C36 . C31 . 179.992 yes C37 2_757 C36 . C35 13_755 120.000(3) yes C31 13_755 C36 . C35 13_755 120.000 yes C31 . C36 . C35 13_755 60.000 yes C37 2_757 C36 . C35 . 60.000(3) yes C31 13_755 C36 . C35 . 60.000 yes C31 . C36 . C35 . 120.000 yes C35 13_755 C36 . C35 . 179.992 yes C37 2_757 C36 . C37 . 179.992 yes C31 13_755 C36 . C37 . 60.000(3) yes C31 . C36 . C37 . 120.000(3) yes C35 13_755 C36 . C37 . 60.000 yes C35 . C36 . C37 . 120.000 yes C36 . C37 . C31 2_757 59.99(4) yes C36 . C37 . C35 2_757 59.98(4) yes C31 2_757 C37 . C35 2_757 119.98(7) yes C36 . C37 . C32 2_757 119.99(4) yes C31 2_757 C37 . C32 2_757 59.99(4) yes C35 2_757 C37 . C32 2_757 179.97(7) yes C36 . C37 . C34 13_755 119.99(4) yes C31 2_757 C37 . C34 13_755 179.98(7) yes C35 2_757 C37 . C34 13_755 60.00(4) yes C32 2_757 C37 . C34 13_755 120.03(7) yes C36 . C37 . C33 13_755 179.99(3) yes C31 2_757 C37 . C33 13_755 120.00(6) yes C35 2_757 C37 . C33 13_755 120.02(6) yes C32 2_757 C37 . C33 13_755 60.01(5) yes C34 13_755 C37 . C33 13_755 60.02(5) yes C36 . C37 . C38 . 120.000(3) yes C31 2_757 C37 . C38 . 60.01(4) yes C35 2_757 C37 . C38 . 179.98(4) yes C32 2_757 C37 . C38 . 0.01(4) yes C34 13_755 C37 . C38 . 120.01(4) yes C36 . C37 . H371 . 119.8 no C31 2_757 C37 . H371 . 179.8 no C35 2_757 C37 . H371 . 59.9 no C32 2_757 C37 . H371 . 120.2 no C34 13_755 C37 . H371 . 0.2 no C33 13_755 C37 . C38 . 59.99(3) yes C33 13_755 C37 . H371 . 60.2 no C38 . C37 . H371 . 120.2 no H321 13_755 C38 . C31 13_755 120.1 no H321 13_755 C38 . C37 . 179.9 no C31 13_755 C38 . C37 . 60.00(4) yes H321 13_755 C38 . C33 2_757 119.9 no C31 13_755 C38 . C33 2_757 119.99(8) yes C37 . C38 . C33 2_757 59.99(5) yes H321 13_755 C38 . C39 . 60.1 no C31 13_755 C38 . C39 . 60.00(4) yes C37 . C38 . C39 . 120.000 yes C33 2_757 C38 . C39 . 179.99(5) yes H321 13_755 C38 . H381 . 60.0 no C31 13_755 C38 . H381 . 179.8 no C37 . C38 . H381 . 119.8 no C33 2_757 C38 . H381 . 59.8 no C39 . C38 . H381 . 120.2 no C29 2_757 C39 . H321 2_757 141.0 no C29 2_757 C39 . C31 13_755 117.1(11) yes H321 2_757 C39 . C31 13_755 101.9 no C29 2_757 C39 . C38 . 177.1(11) yes H321 2_757 C39 . C38 . 41.9 no C31 13_755 C39 . C38 . 60.01(3) yes C29 2_757 C39 . C32 2_757 177.1(11) yes H321 2_757 C39 . C32 2_757 41.9 no C31 13_755 C39 . C32 2_757 60.00(5) yes C29 2_757 C39 . O30 2_757 58.0(13) yes H321 2_757 C39 . O30 2_757 161.1 no C31 13_755 C39 . O30 2_757 59.1(6) yes C38 . C39 . O30 2_757 119.1(7) yes C32 2_757 C39 . O30 2_757 119.1(7) yes C29 2_757 C39 . C40 . 57.1(11) yes H321 2_757 C39 . C40 . 161.9 no C31 13_755 C39 . C40 . 59.99(3) yes C38 . C39 . C40 . 120.000 yes C32 2_757 C39 . C40 . 119.99(5) yes C29 2_757 C39 . H391 . 63.1 no H321 2_757 C39 . H391 . 77.9 no C31 13_755 C39 . H391 . 179.8 no C38 . C39 . H391 . 119.8 no C32 2_757 C39 . H391 . 119.8 no O30 2_757 C39 . C40 . 0.9(7) yes O30 2_757 C39 . H391 . 121.0 no C40 . C39 . H391 . 120.2 no C39 . C40 . C35 . 120.000(3) yes C39 . C40 . C31 13_755 60.00(4) yes C35 . C40 . C31 13_755 60.00(4) yes C39 . C40 . C29 2_757 65.1(12) yes C35 . C40 . C29 2_757 174.9(12) yes C31 13_755 C40 . C29 2_757 125.1(12) yes C39 . C40 . O41 . 120.000(3) yes C35 . C40 . O41 . 120.000 yes C31 13_755 C40 . O41 . 179.991(5) yes C29 2_757 C40 . O41 . 54.9(12) yes O30 2_757 O41 . C28 2_757 141.6(13) yes C28 2_757 O41 . C40 . 141.6(13) yes O30 2_757 O41 . C29 2_757 67.2(13) yes C28 2_757 O41 . C29 2_757 74.3(19) yes C40 . O41 . C29 2_757 67.2(13) yes O30 2_757 O41 . Co20 2_757 150.52(17) yes C28 2_757 O41 . Co20 2_757 49.3(10) yes C40 . O41 . Co20 2_757 150.52(17) yes C29 2_757 O41 . Co20 2_757 112.4(12) yes O30 2_757 O41 . Co20 13_755 150.52(17) yes C28 2_757 O41 . Co20 13_755 49.3(10) yes C40 . O41 . Co20 13_755 150.52(17) yes C29 2_757 O41 . Co20 13_755 112.4(12) yes Co20 2_757 O41 . Co20 13_755 58.7(3) yes O30 2_757 O41 . C42 . 109.94(19) yes C28 2_757 O41 . C42 . 31.6(13) yes C40 . O41 . C42 . 109.94(18) yes C29 2_757 O41 . C42 . 42.7(13) yes Co20 2_757 O41 . C42 . 75.4(4) yes Co20 13_755 O41 . C42 . 75.4(4) yes O41 . C42 . H421 14_557 109.2 no O41 . C42 . C27 13_755 95.8(13) yes H421 14_557 C42 . C27 13_755 116.0 no O41 . C42 . Co20 2_757 68.7(4) yes H421 14_557 C42 . Co20 2_757 96.6 no C27 13_755 C42 . Co20 2_757 40.3(8) yes O41 . C42 . Co20 13_755 68.7(4) yes H421 14_557 C42 . Co20 13_755 152.4 no C27 13_755 C42 . Co20 13_755 40.3(8) yes Co20 2_757 C42 . Co20 13_755 56.3(3) yes O41 . C42 . C29 13_755 50.4(17) yes H421 14_557 C42 . C29 13_755 81.0 no C27 13_755 C42 . C29 13_755 146(2) yes Co20 2_757 C42 . C29 13_755 112.8(16) yes Co20 13_755 C42 . C29 13_755 112.8(16) yes O41 . C42 . C28 2_757 53(2) yes H421 14_557 C42 . C28 2_757 125.2 no C27 13_755 C42 . C28 2_757 43(2) yes Co20 2_757 C42 . C28 2_757 30.6(8) yes Co20 13_755 C42 . C28 2_757 30.6(8) yes O41 . C42 . C43 . 110.18(19) yes H421 14_557 C42 . C43 . 109.4 no C27 13_755 C42 . C43 . 14.4(12) yes Co20 2_757 C42 . C43 . 51.0(3) yes Co20 13_755 C42 . C43 . 51.0(3) yes O41 . C42 . H421 . 109.2 no H421 14_557 C42 . H421 . 109.5 no C27 13_755 C42 . H421 . 116.0 no Co20 2_757 C42 . H421 . 152.4 no Co20 13_755 C42 . H421 . 96.6 no C29 13_755 C42 . C28 2_757 104(3) yes C29 13_755 C42 . C43 . 160.6(18) yes C28 2_757 C42 . C43 . 57(2) yes C29 13_755 C42 . H421 . 81.0 no C28 2_757 C42 . H421 . 125.2 no C43 . C42 . H421 . 109.4 no C42 . C43 . H431 14_557 109.2 no C42 . C43 . Co20 13_755 93.8(4) yes H431 14_557 C43 . Co20 13_755 148.0 no C42 . C43 . Co20 2_757 93.8(4) yes H431 14_557 C43 . Co20 2_757 82.0 no Co20 13_755 C43 . Co20 2_757 74.5(6) yes C42 . C43 . H271 2_757 117.6 no H431 14_557 C43 . H271 2_757 55.0 no Co20 13_755 C43 . H271 2_757 132.2 no Co20 2_757 C43 . H271 2_757 132.2 no C42 . C43 . C28 2_757 33.6(13) yes H431 14_557 C43 . C28 2_757 122.5 no Co20 13_755 C43 . C28 2_757 67.4(10) yes Co20 2_757 C43 . C28 2_757 67.4(10) yes H271 2_757 C43 . C28 2_757 151.3 no C42 . C43 . O44 . 110.10(19) yes H431 14_557 C43 . O44 . 109.4 no Co20 13_755 C43 . O44 . 39.8(3) yes Co20 2_757 C43 . O44 . 39.8(3) yes H271 2_757 C43 . O44 . 132.3 no C42 . C43 . H431 . 109.2 no H431 14_557 C43 . H431 . 109.5 no Co20 13_755 C43 . H431 . 82.0 no Co20 2_757 C43 . H431 . 148.0 no H271 2_757 C43 . H431 . 55.0 no C28 2_757 C43 . O44 . 76.5(13) yes C28 2_757 C43 . H431 . 122.5 no O44 . C43 . H431 . 109.4 no C43 . O44 . C28 2_757 44.8(11) yes C43 . O44 . C27 13_755 0.1(19) yes C28 2_757 O44 . C27 13_755 44.9(19) yes C43 . O44 . Co20 13_755 91.2(9) yes C28 2_757 O44 . Co20 13_755 77.6(7) yes C27 13_755 O44 . Co20 13_755 91.3(11) yes C43 . O44 . Co20 2_757 91.2(9) yes C28 2_757 O44 . Co20 2_757 77.6(7) yes C27 13_755 O44 . Co20 2_757 91.3(11) yes Co20 13_755 O44 . Co20 2_757 141.7(12) yes C43 . O44 . H441 . 109.2 no C28 2_757 O44 . H441 . 154.0 no C27 13_755 O44 . H441 . 109.2 no Co20 13_755 O44 . H441 . 107.6 no Co20 2_757 O44 . H441 . 107.6 no C27 . H271 . C43 2_757 15.5 no C32 . H321 . C38 2_757 0.0 no C32 . H321 . C39 2_757 77.9 no C38 2_757 H321 . C39 2_757 77.9 no C33 13_755 H381 . C32 13_755 78.2 no C33 13_755 H381 . C38 . 78.2 no C35 13_755 H371 . C37 . 78.2 no C35 13_755 H371 . C33 2_757 156.0 no C37 . H371 . C33 2_757 77.9 no C27 2_757 H431 . C43 . 21.3 no Co20 2_757 H441 . Co20 13_755 84.6 no Co20 2_757 H441 . O44 . 42.8 no Co20 13_755 H441 . O44 . 42.8 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 C43 2_757 H271 . C11 . 146 0.91 2.45 3.246(11) yes C43 2_757 H271 . C11 14_557 146 0.91 2.45 3.246(11) yes C34 . H341 . C23 2_757 136 0.95 2.45 3.202(11) yes C34 . H341 . C23 13_755 136 0.95 2.45 3.202(11) yes C34 . H341 . O24 2_757 125 0.95 1.99 2.658(11) yes C34 . H341 . O24 13_755 125 0.95 1.99 2.658(11) yes O44 . H441 . O22 2_757 130 0.95 2.28 2.979(11) yes O44 . H441 . O22 13_755 130 0.95 2.28 2.979(11) yes #===END #============================================================================== data_1.Cl _database_code_depnum_ccdc_archive 'CCDC 796367' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 09-05-04 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 007CJS08 _chemical_name_systematic . _chemical_melting_point . _refine_special_details ; After structure solution using SIR92, the macrocycle, anion and water atoms were located and refined anisotropically. Significant additional peaks were observed in the fourier difference map within the macrocycle cavity. Examination of the electron density led to the assignment of these to four partially occupied dimethylformamide (DMF) molecules from the solvent used in crystallisation. Due to the very diffuse nature of the peaks in this region, restraints were applied to the DMFs to maintain their shape and reasonable thermal parameters. One molecule required isotropic refinement to prevent excessively large thermal parameters. Hydrogen atoms were located geometrically on the main residue and DMF moieties. After refinement, the water protons were visible in the Fourier difference map, and their positions were found to fit in with expected hydrogen bonding patterns. The positions of all hydrogen atoms were then contrained using rides for the final refinement (in which two outlying reflections were omitted). ; _cell_length_a 10.19200(10) _cell_length_b 20.0159(3) _cell_length_c 24.1601(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4928.71(12) _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c m b ' _symmetry_space_group_name_Hall '-P 2bc 2c' 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 x,-y+1/2,z -x,y+1/2,-z -x,y,z+1/2 x,-y,-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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 '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' 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 = C51 Cl4 N4 O2 # Dc = 1.14 Fooo = 1994.89 Mu = 2.79 M = 421.20 # Found Formula = C44.40 H54.28 Cl4 N9.47 O5.47 # Dc = 1.28 FOOO = 1994.89 Mu = 2.94 M = 474.98 _chemical_formula_sum 'C44.40 H54.28 Cl4 N9.47 O5.47' _chemical_formula_moiety 'C40 H36 N8, C4.40 H10.28 N1.47 O1.47, 4(H2 O), 4(Cl)' _chemical_compound_source . _chemical_formula_weight 949.96 _cell_measurement_reflns_used 6061 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_max 0.42 _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1994.891 _exptl_absorpt_coefficient_mu 0.294 # Sheldrick geometric approximatio 0.95 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, 1997-2001).' _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 'CRYSTALMAKER (CrystalMaker,2005)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 44344 _reflns_number_total 5738 _diffrn_reflns_av_R_equivalents 0.061 # Number of reflections with Friedels Law is 5738 # Number of reflections without Friedels Law is 11085 # Theoretical number of reflections is about 5637 _diffrn_reflns_theta_min 5.095 _diffrn_reflns_theta_max 27.457 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.908 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _reflns_limit_h_min 0 _reflns_limit_h_max 13 _reflns_limit_k_min 0 _reflns_limit_k_max 25 _reflns_limit_l_min 0 _reflns_limit_l_max 31 _oxford_diffrn_Wilson_B_factor 2.29 _oxford_diffrn_Wilson_scale 29.64 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.00 _refine_diff_density_max 1.37 # 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 5736 _refine_ls_number_restraints 136 _refine_ls_number_parameters 373 _oxford_refine_ls_R_factor_ref 0.1013 _refine_ls_wR_factor_ref 0.2127 _refine_ls_goodness_of_fit_ref 0.9493 _refine_ls_shift/su_max 0.004909 # The values computed from all data _oxford_reflns_number_all 5736 _refine_ls_R_factor_all 0.1013 _refine_ls_wR_factor_all 0.2127 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3825 _refine_ls_R_factor_gt 0.0679 _refine_ls_wR_factor_gt 0.1932 # 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^) + ( 0.13P)^2^ + 5.67P] ,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 (1997-2001). 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. CrystalMaker (2005). CrystalMaker Software Limited, Yarnton England. URL: www.CrystalMaker.co.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 Cl1 Cl 1.08243(7) 0.56973(4) 0.55523(3) 0.0323 1.0000 Uani . . . . . . . Cl2 Cl 0.56640(7) 0.56017(4) 0.36457(3) 0.0345 1.0000 Uani . . . . . . . N3 N 0.3397(2) 0.58338(11) 0.09953(9) 0.0258 1.0000 Uani . . . . . . . C4 C 0.2903(3) 0.58505(14) 0.15519(11) 0.0278 1.0000 Uani . . . . . . . C5 C 0.1557(3) 0.58545(16) 0.16424(12) 0.0345 1.0000 Uani . . . . . . . C6 C 0.1088(3) 0.58600(17) 0.21808(12) 0.0363 1.0000 Uani . . . . . . . C7 C 0.1960(3) 0.58674(13) 0.26217(11) 0.0265 1.0000 Uani . . . . . . . N8 N 0.1471(2) 0.58762(11) 0.31793(9) 0.0258 1.0000 Uani . . . . . . . C9 C 0.0209(3) 0.59432(13) 0.33282(11) 0.0279 1.0000 Uani . . . . . . . N10 N 0.0134(2) 0.59228(11) 0.38758(9) 0.0261 1.0000 Uani . . . . . . . C11 C -0.1056(3) 0.60553(14) 0.42029(12) 0.0278 1.0000 Uani . . . . . . . C12 C -0.1216(3) 0.68057(14) 0.42596(11) 0.0270 1.0000 Uani . . . . . . . C13 C -0.1930(3) 0.71541(15) 0.38645(12) 0.0326 1.0000 Uani . . . . . . . C14 C -0.0563(3) 0.71525(15) 0.46700(13) 0.0389 1.0000 Uani . . . . . . . C15 C 0.1374(3) 0.58424(16) 0.40868(12) 0.0352 1.0000 Uani . . . . . . . C16 C 0.2219(3) 0.58052(17) 0.36588(11) 0.0368 1.0000 Uani . . . . . . . C17 C 0.3300(3) 0.58586(16) 0.25312(12) 0.0335 1.0000 Uani . . . . . . . C18 C 0.3768(3) 0.58455(16) 0.19938(12) 0.0339 1.0000 Uani . . . . . . . C19 C 0.2694(3) 0.56602(14) 0.05225(11) 0.0291 1.0000 Uani . . . . . . . C20 C 0.3550(3) 0.56938(14) 0.00965(12) 0.0296 1.0000 Uani . . . . . . . N21 N 0.4749(2) 0.58901(11) 0.03050(9) 0.0263 1.0000 Uani . . . . . . . C22 C 0.4638(3) 0.59749(14) 0.08491(11) 0.0280 1.0000 Uani . . . . . . . C23 C 0.5927(3) 0.60541(14) -0.00249(12) 0.0286 1.0000 Uani . . . . . . . C24 C 0.6044(3) 0.68059(14) -0.00766(11) 0.0273 1.0000 Uani . . . . . . . C25 C 0.6918(3) 0.71521(14) 0.02553(13) 0.0336 1.0000 Uani . . . . . . . C26 C 0.5230(3) 0.71543(15) -0.04293(13) 0.0398 1.0000 Uani . . . . . . . O27 O 0.7219(2) 0.42690(12) 0.34438(9) 0.0442 1.0000 Uani . . . . . . . O28 O 0.7693(2) 0.60212(15) 0.26669(10) 0.0584 1.0000 Uani . . . . . . . C29 C -0.2476(9) 0.750000(7) 0.1823(5) 0.0671 0.384(9) Uani DS TU P . 3 . . N30 N -0.1175(9) 0.7500 0.1899(3) 0.0605 0.384(9) Uani DS TU P . 3 . . C31 C -0.0363(11) 0.750000(7) 0.1458(3) 0.0622 0.384(9) Uani DS TU P . 3 . . C32 C -0.0686(13) 0.750000(7) 0.2406(4) 0.0883 0.384(9) Uani DS TU P . 3 . . O33 O 0.0515(16) 0.7500 0.2501(5) 0.1223 0.384(9) Uani DS TU P . 3 . . C34 C 0.2069(13) 0.750000(7) 0.3658(4) 0.0517 0.291(9) Uani DS TU P . 2 . . N35 N 0.2626(9) 0.7500 0.3152(4) 0.0527 0.291(9) Uani DS TU P . 2 . . C36 C 0.3935(9) 0.750000(7) 0.3102(6) 0.0500 0.291(9) Uani DS TU P . 2 . . C37 C 0.1867(12) 0.750000(7) 0.2696(4) 0.0523 0.291(9) Uani DS TU P . 2 . . O38 O 0.0655(12) 0.7500 0.2716(6) 0.0676 0.291(9) Uani DS TU P . 2 . . C39 C 0.517(3) 0.750000(7) 0.2884(9) 0.189(11) 0.413(18) Uiso DS U P . 4 . . N40 N 0.5272(19) 0.7500 0.2331(9) 0.189(11) 0.413(18) Uiso DS U P . 4 . . C41 C 0.6467(17) 0.750000(7) 0.2092(10) 0.189(11) 0.413(18) Uiso DS U P . 4 . . C42 C 0.4192(17) 0.750000(7) 0.2017(11) 0.189(11) 0.413(18) Uiso DS U P . 4 . . O43 O 0.423(2) 0.7500 0.1504(11) 0.189(11) 0.413(18) Uiso DS U P . 4 . . C44 C 0.1109(8) 0.750000(7) 0.1168(5) 0.0625 0.380(8) Uani DS TU P . 1 . . N45 N 0.2416(8) 0.7500 0.1111(3) 0.0679 0.380(8) Uani DS TU P . 1 . . C46 C 0.2955(10) 0.750000(7) 0.0601(3) 0.0533 0.380(8) Uani DS TU P . 1 . . C47 C 0.3204(11) 0.750000(7) 0.1569(4) 0.0759 0.380(8) Uani DS TU P . 1 . . O48 O 0.4450(12) 0.7500 0.1540(5) 0.0837 0.380(8) Uani DS TU P . 1 . . H51 H 0.0957 0.5845 0.1339 0.0436 1.0000 Uiso R . . . . . . H61 H 0.0137 0.5850 0.2242 0.0455 1.0000 Uiso R . . . . . . H91 H -0.0500 0.6013 0.3074 0.0368 1.0000 Uiso R . . . . . . H111 H -0.0934 0.5854 0.4574 0.0346 1.0000 Uiso R . . . . . . H112 H -0.1804 0.5848 0.4023 0.0355 1.0000 Uiso R . . . . . . H131 H -0.2407 0.6909 0.3597 0.0404 1.0000 Uiso R . . . . . . H141 H -0.0099 0.6902 0.4949 0.0499 1.0000 Uiso R . . . . . . H151 H 0.1584 0.5809 0.4467 0.0446 1.0000 Uiso R . . . . . . H161 H 0.3115 0.5730 0.3673 0.0465 1.0000 Uiso R . . . . . . H171 H 0.3899 0.5861 0.2823 0.0417 1.0000 Uiso R . . . . . . H181 H 0.4652 0.5839 0.1920 0.0396 1.0000 Uiso R . . . . . . H191 H 0.1790 0.5543 0.0503 0.0352 1.0000 Uiso R . . . . . . H201 H 0.3353 0.5597 -0.0285 0.0369 1.0000 Uiso R . . . . . . H221 H 0.5331 0.6106 0.1090 0.0357 1.0000 Uiso R . . . . . . H231 H 0.6679 0.5874 0.0176 0.0354 1.0000 Uiso R . . . . . . H232 H 0.5868 0.5826 -0.0387 0.0355 1.0000 Uiso R . . . . . . H251 H 0.7530 0.6909 0.0476 0.0415 1.0000 Uiso R . . . . . . H261 H 0.4661 0.6919 -0.0680 0.0478 1.0000 Uiso R . . . . . . H281 H 0.7085 0.5864 0.2938 0.0604 1.0000 Uiso R . . . . . . H282 H 0.7402 0.5923 0.2300 0.0609 1.0000 Uiso R . . . . . . H291 H -0.2683 0.7500 0.1440 0.0652 0.384(9) Uiso RS . P . 3 . . H292 H -0.2836 0.7112 0.1992 0.0652 0.384(9) Uiso R . P . 3 . . H311 H 0.0527 0.7500 0.1575 0.0660 0.384(9) Uiso RS . P . 3 . . H312 H -0.0530 0.7112 0.1243 0.0660 0.384(9) Uiso R . P . 3 . . H321 H -0.1261 0.7500 0.2715 0.0689 0.384(9) Uiso RS . P . 3 . . H341 H 0.2744 0.7500 0.3929 0.0502 0.291(9) Uiso RS . P . 2 . . H342 H 0.1541 0.7112 0.3702 0.0502 0.291(9) Uiso R . P . 2 . . H361 H 0.4153 0.7500 0.2720 0.0500 0.291(9) Uiso RS . P . 2 . . H362 H 0.4289 0.7112 0.3273 0.0500 0.291(9) Uiso R . P . 2 . . H371 H 0.2269 0.7500 0.2341 0.0527 0.291(9) Uiso RS . P . 2 . . H441 H 0.0921 0.7500 0.1553 0.0737 0.380(8) Uiso RS . P . 1 . . H442 H 0.0742 0.7112 0.1002 0.0737 0.380(8) Uiso R . P . 1 . . H461 H 0.2259 0.7500 0.0340 0.0706 0.380(8) Uiso RS . P . 1 . . H462 H 0.3480 0.7112 0.0550 0.0706 0.380(8) Uiso R . P . 1 . . H471 H 0.2831 0.7500 0.1929 0.0754 0.380(8) Uiso RS . P . 1 . . H271 H 0.6867 0.4712 0.3542 0.0500 1.0000 Uiso R . . . . . . H272 H 0.7839 0.4385 0.3715 0.0500 1.0000 Uiso R . . . . . . H391 H 0.4269 0.7500 0.2990 0.2138 0.413(18) Uiso RS . P . 4 . . H392 H 0.5585 0.7112 0.3027 0.2138 0.413(18) Uiso R . P . 4 . . H411 H 0.7134 0.7500 0.2367 0.2138 0.413(18) Uiso RS . P . 4 . . H412 H 0.6552 0.7112 0.1868 0.2138 0.413(18) Uiso R . P . 4 . . H421 H 0.3366 0.7500 0.2199 0.2138 0.413(18) Uiso RS . P . 4 . . 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 Cl1 0.0281(3) 0.0405(4) 0.0284(4) 0.0042(3) 0.0020(3) -0.0019(3) Cl2 0.0273(3) 0.0471(4) 0.0293(4) -0.0052(3) -0.0035(3) 0.0031(3) N3 0.0242(11) 0.0345(12) 0.0189(11) -0.0002(9) -0.0021(9) 0.0004(10) C4 0.0295(15) 0.0322(14) 0.0217(13) 0.0033(11) 0.0037(11) 0.0015(12) C5 0.0248(15) 0.0546(19) 0.0240(14) 0.0002(13) -0.0019(12) 0.0016(14) C6 0.0222(14) 0.061(2) 0.0259(15) -0.0010(14) 0.0009(12) 0.0004(13) C7 0.0270(14) 0.0304(14) 0.0220(13) -0.0005(11) 0.0018(11) 0.0031(11) N8 0.0244(12) 0.0341(12) 0.0189(11) 0.0011(9) -0.0011(9) 0.0016(10) C9 0.0267(14) 0.0326(14) 0.0245(14) 0.0006(11) 0.0002(11) 0.0002(12) N10 0.0247(12) 0.0311(12) 0.0226(11) 0.0006(9) 0.0024(9) 0.0006(10) C11 0.0251(14) 0.0312(14) 0.0271(14) -0.0001(12) 0.0038(11) -0.0011(11) C12 0.0239(13) 0.0304(14) 0.0268(14) -0.0004(11) 0.0040(11) 0.0005(11) C13 0.0306(15) 0.0367(14) 0.0304(15) -0.0035(13) -0.0068(12) -0.0016(12) C14 0.0488(19) 0.0372(16) 0.0308(16) 0.0045(13) -0.0122(14) 0.0039(14) C15 0.0278(15) 0.0533(18) 0.0244(14) -0.0002(13) -0.0026(12) 0.0051(14) C16 0.0268(15) 0.062(2) 0.0212(14) 0.0020(13) -0.0030(12) 0.0062(14) C17 0.0263(14) 0.0476(17) 0.0267(14) -0.0018(13) -0.0019(12) 0.0002(13) C18 0.0250(14) 0.0514(18) 0.0252(14) -0.0020(13) -0.0012(12) 0.0001(13) C19 0.0247(13) 0.0387(15) 0.0240(14) 0.0021(12) -0.0022(11) -0.0010(12) C20 0.0257(14) 0.0395(15) 0.0236(14) 0.0000(12) -0.0010(11) -0.0026(12) N21 0.0254(12) 0.0303(12) 0.0232(11) 0.0008(10) 0.0000(9) 0.0021(10) C22 0.0245(14) 0.0351(14) 0.0245(14) -0.0005(12) -0.0001(11) -0.0026(11) C23 0.0265(14) 0.0309(14) 0.0285(14) -0.0003(12) 0.0035(11) 0.0008(11) C24 0.0237(13) 0.0326(14) 0.0255(14) -0.0008(11) 0.0051(11) 0.0001(11) C25 0.0275(15) 0.0359(14) 0.0373(16) 0.0028(13) -0.0042(12) 0.0025(12) C26 0.0443(19) 0.0357(15) 0.0393(18) -0.0009(13) -0.0170(14) -0.0027(14) O27 0.0420(13) 0.0542(14) 0.0362(12) -0.0087(10) -0.0029(10) 0.0060(11) O28 0.0427(14) 0.096(2) 0.0361(13) 0.0019(13) -0.0078(10) -0.0219(14) C29 0.105(7) 0.029(6) 0.068(10) 0.0000 0.006(6) 0.0000 N30 0.112(7) 0.024(5) 0.045(5) 0.0000 -0.019(4) 0.0000 C31 0.082(9) 0.043(7) 0.062(7) 0.0000 -0.020(6) 0.0000 C32 0.188(13) 0.026(6) 0.051(6) 0.0000 -0.041(7) 0.0000 O33 0.206(14) 0.092(11) 0.069(10) 0.0000 -0.087(10) 0.0000 C34 0.077(11) 0.024(7) 0.054(6) 0.0000 0.008(7) 0.0000 N35 0.074(6) 0.026(6) 0.059(6) 0.0000 0.013(5) 0.0000 C36 0.073(7) 0.008(6) 0.069(11) 0.0000 0.012(6) 0.0000 C37 0.078(7) 0.031(7) 0.048(7) 0.0000 0.019(6) 0.0000 O38 0.077(7) 0.062(7) 0.064(8) 0.0000 0.009(6) 0.0000 C44 0.088(6) 0.046(8) 0.053(8) 0.0000 -0.004(6) 0.0000 N45 0.086(6) 0.041(6) 0.077(6) 0.0000 -0.016(4) 0.0000 C46 0.043(7) 0.041(7) 0.076(6) 0.0000 -0.026(5) 0.0000 C47 0.094(7) 0.055(9) 0.078(8) 0.0000 -0.020(7) 0.0000 O48 0.094(7) 0.045(6) 0.112(11) 0.0000 -0.023(7) 0.0000 _refine_ls_extinction_method None _oxford_refine_ls_scale 0.194 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 N3 . C4 . 1.436(3) yes N3 . C19 . 1.393(3) yes N3 . C22 . 1.343(3) yes C4 . C5 . 1.390(4) yes C4 . C18 . 1.385(4) yes C5 . C6 . 1.386(4) yes C5 . H51 . 0.955 no C6 . C7 . 1.387(4) yes C6 . H61 . 0.981 no C7 . N8 . 1.437(3) yes C7 . C17 . 1.384(4) yes N8 . C9 . 1.342(3) yes N8 . C16 . 1.394(3) yes C9 . N10 . 1.326(4) yes C9 . H91 . 0.958 no N10 . C11 . 1.471(3) yes N10 . C15 . 1.373(4) yes C11 . C12 . 1.517(4) yes C11 . H111 . 0.991 no C11 . H112 . 0.971 no C12 . C13 . 1.388(4) yes C12 . C14 . 1.381(4) yes C13 . C13 5_565 1.385(6) yes C13 . H131 . 0.946 no C14 . C14 5_565 1.391(6) yes C14 . H141 . 0.964 no C15 . C16 . 1.348(4) yes C15 . H151 . 0.945 no C16 . H161 . 0.926 no C17 . C18 . 1.383(4) yes C17 . H171 . 0.932 no C18 . H181 . 0.918 no C19 . C20 . 1.351(4) yes C19 . H191 . 0.952 no C20 . N21 . 1.378(4) yes C20 . H201 . 0.963 no N21 . C22 . 1.330(4) yes N21 . C23 . 1.479(3) yes C22 . H221 . 0.953 no C23 . C24 . 1.515(4) yes C23 . H231 . 0.976 no C23 . H232 . 0.989 no C24 . C25 . 1.385(4) yes C24 . C26 . 1.379(4) yes C25 . C25 5_565 1.393(6) yes C25 . H251 . 0.955 no C26 . C26 5_565 1.384(6) yes C26 . H261 . 0.961 no O27 . H271 . 0.985 no O27 . H272 . 0.939 no O28 . H281 . 0.955 no O28 . H282 . 0.954 no C29 . H292 5_565 0.950 no C29 . N30 . 1.33926(10) yes C29 . H291 . 0.950 no C29 . H292 . 0.950 no N30 . C31 . 1.34771(10) yes N30 . C32 . 1.322(8) yes C31 . H312 5_565 0.950 no C31 . H311 . 0.950 no C31 . H312 . 0.950 no C32 . O33 . 1.245(9) yes C32 . H321 . 0.950 no C34 . H342 5_565 0.950 no C34 . N35 . 1.34771(10) yes C34 . H341 . 0.950 no C34 . H342 . 0.950 no N35 . C36 . 1.33926(10) yes N35 . C37 . 1.345(9) yes C36 . H362 5_565 0.950 no C36 . H361 . 0.950 no C36 . H362 . 0.950 no C37 . O38 . 1.236(9) yes C37 . H371 . 0.950 no C39 . H392 5_565 0.950 no C39 . N40 . 1.33926(10) yes C39 . H391 . 0.950 no C39 . H392 . 0.950 no N40 . C41 . 1.34771(10) yes N40 . C42 . 1.338(9) yes C41 . H412 5_565 0.950 no C41 . H411 . 0.950 no C41 . H412 . 0.950 no C42 . O43 . 1.239(10) yes C42 . H421 . 0.950 no C44 . H442 5_565 0.950 no C44 . N45 . 1.33926(10) yes C44 . H441 . 0.950 no C44 . H442 . 0.950 no N45 . C46 . 1.34770(10) yes N45 . C47 . 1.367(8) yes C46 . H462 5_565 0.950 no C46 . H461 . 0.950 no C46 . H462 . 0.950 no C47 . O48 . 1.272(9) yes C47 . H471 . 0.950 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 C4 . N3 . C19 . 126.4(2) yes C4 . N3 . C22 . 124.9(2) yes C19 . N3 . C22 . 108.8(2) yes N3 . C4 . C5 . 119.6(2) yes N3 . C4 . C18 . 119.9(2) yes C5 . C4 . C18 . 120.5(3) yes C4 . C5 . C6 . 119.2(3) yes C4 . C5 . H51 . 120.7 no C6 . C5 . H51 . 120.1 no C5 . C6 . C7 . 120.0(3) yes C5 . C6 . H61 . 118.8 no C7 . C6 . H61 . 121.1 no C6 . C7 . N8 . 119.9(2) yes C6 . C7 . C17 . 120.7(3) yes N8 . C7 . C17 . 119.4(2) yes C7 . N8 . C9 . 125.8(2) yes C7 . N8 . C16 . 126.0(2) yes C9 . N8 . C16 . 108.2(2) yes N8 . C9 . N10 . 108.6(2) yes N8 . C9 . H91 . 124.4 no N10 . C9 . H91 . 126.9 no C9 . N10 . C11 . 125.3(2) yes C9 . N10 . C15 . 108.8(2) yes C11 . N10 . C15 . 125.5(2) yes N10 . C11 . C12 . 108.4(2) yes N10 . C11 . H111 . 108.1 no C12 . C11 . H111 . 109.5 no N10 . C11 . H112 . 109.3 no C12 . C11 . H112 . 112.3 no H111 . C11 . H112 . 109.2 no C11 . C12 . C13 . 119.4(3) yes C11 . C12 . C14 . 120.7(3) yes C13 . C12 . C14 . 119.6(3) yes C12 . C13 . C13 5_565 120.15(17) yes C12 . C13 . H131 . 118.6 no C13 5_565 C13 . H131 . 121.3 no C14 5_565 C14 . C12 . 120.18(17) yes C14 5_565 C14 . H141 . 121.3 no C12 . C14 . H141 . 118.5 no N10 . C15 . C16 . 108.1(3) yes N10 . C15 . H151 . 125.2 no C16 . C15 . H151 . 126.7 no N8 . C16 . C15 . 106.4(3) yes N8 . C16 . H161 . 125.9 no C15 . C16 . H161 . 127.7 no C7 . C17 . C18 . 119.3(3) yes C7 . C17 . H171 . 121.8 no C18 . C17 . H171 . 119.0 no C4 . C18 . C17 . 120.3(3) yes C4 . C18 . H181 . 118.4 no C17 . C18 . H181 . 121.3 no N3 . C19 . C20 . 106.2(2) yes N3 . C19 . H191 . 126.9 no C20 . C19 . H191 . 126.8 no C19 . C20 . N21 . 108.0(2) yes C19 . C20 . H201 . 125.8 no N21 . C20 . H201 . 126.3 no C20 . N21 . C22 . 108.8(2) yes C20 . N21 . C23 . 125.9(2) yes C22 . N21 . C23 . 125.0(2) yes N3 . C22 . N21 . 108.2(2) yes N3 . C22 . H221 . 126.5 no N21 . C22 . H221 . 125.2 no N21 . C23 . C24 . 109.2(2) yes N21 . C23 . H231 . 106.7 no C24 . C23 . H231 . 110.3 no N21 . C23 . H232 . 108.9 no C24 . C23 . H232 . 113.0 no H231 . C23 . H232 . 108.5 no C23 . C24 . C25 . 120.0(3) yes C23 . C24 . C26 . 120.4(3) yes C25 . C24 . C26 . 119.5(3) yes C25 5_565 C25 . C24 . 120.02(17) yes C25 5_565 C25 . H251 . 120.7 no C24 . C25 . H251 . 119.3 no C26 5_565 C26 . C24 . 120.38(17) yes C26 5_565 C26 . H261 . 119.3 no C24 . C26 . H261 . 120.3 no H271 . O27 . H272 . 81.6 no H281 . O28 . H282 . 111.5 no H292 5_565 C29 . N30 . 108.9 no H292 5_565 C29 . H291 . 109.5 no N30 . C29 . H291 . 110.6 no H292 5_565 C29 . H292 . 109.5 no N30 . C29 . H292 . 108.9 no H291 . C29 . H292 . 109.5 no C29 . N30 . C31 . 120.00(8) yes C29 . N30 . C32 . 120.00(8) yes C31 . N30 . C32 . 120.00(8) yes H312 5_565 C31 . N30 . 108.9 no H312 5_565 C31 . H311 . 109.5 no N30 . C31 . H311 . 110.6 no H312 5_565 C31 . H312 . 109.5 no N30 . C31 . H312 . 108.9 no H311 . C31 . H312 . 109.5 no N30 . C32 . O33 . 122.78(10) yes N30 . C32 . H321 . 119.8 no O33 . C32 . H321 . 117.4 no H342 5_565 C34 . N35 . 109.9 no H342 5_565 C34 . H341 . 109.5 no N35 . C34 . H341 . 108.7 no H342 5_565 C34 . H342 . 109.5 no N35 . C34 . H342 . 109.9 no H341 . C34 . H342 . 109.5 no C34 . N35 . C36 . 120.04(8) yes C34 . N35 . C37 . 120.00(8) yes C36 . N35 . C37 . 119.96(8) yes H362 5_565 C36 . N35 . 109.9 no H362 5_565 C36 . H361 . 109.5 no N35 . C36 . H361 . 108.7 no H362 5_565 C36 . H362 . 109.5 no N35 . C36 . H362 . 109.9 no H361 . C36 . H362 . 109.5 no N35 . C37 . O38 . 122.88(10) yes N35 . C37 . H371 . 119.4 no O38 . C37 . H371 . 117.7 no H392 5_565 C39 . N40 . 109.1 no H392 5_565 C39 . H391 . 109.5 no N40 . C39 . H391 . 110.3 no H392 5_565 C39 . H392 . 109.5 no N40 . C39 . H392 . 109.1 no H391 . C39 . H392 . 109.5 no C39 . N40 . C41 . 120.01(8) yes C39 . N40 . C42 . 120.01(8) yes C41 . N40 . C42 . 119.98(8) yes H412 5_565 C41 . N40 . 109.0 no H412 5_565 C41 . H411 . 109.5 no N40 . C41 . H411 . 110.3 no H412 5_565 C41 . H412 . 109.5 no N40 . C41 . H412 . 109.0 no H411 . C41 . H412 . 109.5 no N40 . C42 . O43 . 122.77(10) yes N40 . C42 . H421 . 117.8 no O43 . C42 . H421 . 119.4 no H442 5_565 C44 . N45 . 110.4 no H442 5_565 C44 . H441 . 109.5 no N45 . C44 . H441 . 107.6 no H442 5_565 C44 . H442 . 109.5 no N45 . C44 . H442 . 110.4 no H441 . C44 . H442 . 109.5 no C44 . N45 . C46 . 120.01(8) yes C44 . N45 . C47 . 119.99(8) yes C46 . N45 . C47 . 120.00(8) yes H462 5_565 C46 . N45 . 110.4 no H462 5_565 C46 . H461 . 109.5 no N45 . C46 . H461 . 107.6 no H462 5_565 C46 . H462 . 109.4 no N45 . C46 . H462 . 110.4 no H461 . C46 . H462 . 109.5 no N45 . C47 . O48 . 122.86(10) yes N45 . C47 . H471 . 120.5 no O48 . C47 . H471 . 116.7 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 C9 . H91 . O28 1_455 165 0.96 2.09 3.025(7) yes C22 . H221 . O27 8_565 144 0.95 2.35 3.175(7) yes O28 . H282 . O27 8_565 168 0.95 1.85 2.788(7) yes C44 . H311 . N30 . 145 1.15 1.90 2.922(7) yes C44 . H311 . C32 . 179 1.15 2.36 3.506(7) yes C44 . H311 . O33 . 149 1.15 2.24 3.277(7) yes C31 . H311 . N45 . 133 0.95 2.23 2.955(7) yes C39 . H361 . N35 . 125 1.11 1.87 2.670(7) yes C39 . H361 . C37 . 160 1.11 2.33 3.394(7) yes C36 . H361 . N40 . 143 0.95 1.48 2.308(7) yes C36 . H361 . C42 . 168 0.95 1.70 2.636(7) yes C37 . H371 . C42 . 137 0.95 2.11 2.883(7) yes C37 . H371 . C47 . 178 0.95 2.10 3.046(7) yes C44 . H441 . N30 . 123 0.95 2.29 2.922(7) yes C44 . H441 . O33 . 179 0.95 2.33 3.277(7) yes C46 . H461 . C14 4_564 164 0.95 2.47 3.389(7) yes C46 . H461 . C14 7_554 164 0.95 2.47 3.389(7) yes C47 . H471 . C37 . 176 0.95 2.10 3.046(7) yes C39 . H391 . N35 . 177 0.95 1.72 2.670(7) yes C39 . H391 . C37 . 148 0.95 2.55 3.394(7) yes C41 . H411 . C32 1_655 138 0.95 2.22 2.999(7) yes C42 . H421 . N35 . 136 0.95 2.42 3.173(7) yes C42 . H421 . C37 . 169 0.95 1.94 2.883(7) yes #===END #============================================================================== data_1.N3 _database_code_depnum_ccdc_archive 'CCDC 796368' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 08-09-16 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 002CJS08 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 8.01430(10) _cell_length_b 22.0345(3) _cell_length_c 13.2696(2) _cell_angle_alpha 90 _cell_angle_beta 93.0774(5) _cell_angle_gamma 90 _cell_volume 2339.91(6) _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' 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 = C40 H36 N11 O4 # Dc = 1.04 Fooo = 1011.36 Mu = 0.71 M = 367.40 # Found Formula = C46 H52.71 N20.71 O4 # Dc = 1.36 FOOO = 1011.36 Mu = 0.94 M = 479.86 _chemical_formula_sum 'C46 H52.71 N20.71 O4' _chemical_formula_moiety ; C40 H36 N8, 2(H2 O), 4(N3), 1.29(C3 H6 O) 0.71(C3 H7 N O) ; _chemical_compound_source . _chemical_formula_weight 959.71 _cell_measurement_reflns_used 5478 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_pale_colourless _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_max 0.20 _exptl_crystal_density_diffrn 1.362 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1011.363 _exptl_absorpt_coefficient_mu 0.094 # Sheldrick geometric approximatio 0.99 0.99 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.90 _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, 1997-2001).' _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 45230 _reflns_number_total 5343 _diffrn_reflns_av_R_equivalents 0.053 # Number of reflections with Friedels Law is 5343 # Number of reflections without Friedels Law is 9973 # Theoretical number of reflections is about 5367 _diffrn_reflns_theta_min 5.151 _diffrn_reflns_theta_max 27.483 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.934 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min -10 _reflns_limit_h_max 10 _reflns_limit_k_min 0 _reflns_limit_k_max 28 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _oxford_diffrn_Wilson_B_factor 2.29 _oxford_diffrn_Wilson_scale 12.28 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.61 _refine_diff_density_max 0.96 # 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 5343 _refine_ls_number_restraints 10 _refine_ls_number_parameters 318 _oxford_refine_ls_R_factor_ref 0.0820 _refine_ls_wR_factor_ref 0.1487 _refine_ls_goodness_of_fit_ref 0.9538 _refine_ls_shift/su_max 0.000581 # The values computed from all data _oxford_reflns_number_all 5343 _refine_ls_R_factor_all 0.0820 _refine_ls_wR_factor_all 0.1487 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3798 _refine_ls_R_factor_gt 0.0553 _refine_ls_wR_factor_gt 0.1362 # 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^) + ( 0.08P)^2^ + 1.48P] ,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 (1997-2001). 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 N1 N -0.28563(18) 0.67039(7) 1.28069(11) 0.0262 1.0000 Uani . . . . . . . C2 C -0.3854(2) 0.70888(8) 1.22164(13) 0.0283 1.0000 Uani . . . . . . . C3 C -0.3065(2) 0.71875(9) 1.13602(14) 0.0297 1.0000 Uani . . . . . . . N4 N -0.15980(18) 0.68540(7) 1.14298(11) 0.0261 1.0000 Uani . . . . . . . C5 C -0.1500(2) 0.65647(8) 1.23180(13) 0.0270 1.0000 Uani . . . . . . . C6 C -0.0415(2) 0.68092(8) 1.06553(13) 0.0272 1.0000 Uani . . . . . . . C7 C -0.1025(2) 0.67832(8) 0.96595(13) 0.0283 1.0000 Uani . . . . . . . C8 C 0.0085(2) 0.67430(9) 0.88960(13) 0.0286 1.0000 Uani . . . . . . . C9 C 0.1782(2) 0.67267(9) 0.91506(13) 0.0282 1.0000 Uani . . . . . . . N10 N 0.29377(18) 0.66813(7) 0.83607(11) 0.0273 1.0000 Uani . . . . . . . C11 C 0.4427(2) 0.69937(9) 0.83175(14) 0.0303 1.0000 Uani . . . . . . . C12 C 0.5125(2) 0.68265(8) 0.74582(14) 0.0288 1.0000 Uani . . . . . . . N13 N 0.40525(18) 0.64098(7) 0.69860(11) 0.0256 1.0000 Uani . . . . . . . C14 C 0.2740(2) 0.63276(8) 0.75423(13) 0.0266 1.0000 Uani . . . . . . . C15 C 0.4308(2) 0.61117(8) 0.59993(13) 0.0286 1.0000 Uani . . . . . . . C16 C 0.4013(2) 0.54383(8) 0.60483(12) 0.0251 1.0000 Uani . . . . . . . C17 C 0.2549(2) 0.51830(9) 0.56283(14) 0.0303 1.0000 Uani . . . . . . . C18 C 0.2294(2) 0.45626(9) 0.56739(14) 0.0305 1.0000 Uani . . . . . . . C19 C 0.3501(2) 0.41871(8) 0.61385(13) 0.0259 1.0000 Uani . . . . . . . C20 C 0.3233(2) 0.35097(8) 0.61725(13) 0.0290 1.0000 Uani . . . . . . . C21 C 0.4974(2) 0.44399(8) 0.65540(13) 0.0284 1.0000 Uani . . . . . . . C22 C 0.5221(2) 0.50615(8) 0.65077(13) 0.0276 1.0000 Uani . . . . . . . C23 C 0.2391(2) 0.67494(11) 1.01481(15) 0.0398 1.0000 Uani . . . . . . . C24 C 0.1279(2) 0.67944(10) 1.09097(15) 0.0378 1.0000 Uani . . . . . . . N25 N 0.82533(18) 0.31205(7) 0.59988(11) 0.0278 1.0000 Uani . . . . . . . N26 N 0.7356(2) 0.30344(8) 0.66536(13) 0.0401 1.0000 Uani . . . . . . . N27 N 0.9180(2) 0.31942(8) 0.53438(13) 0.0386 1.0000 Uani . . . . . . . N28 N -0.06718(19) 0.50299(8) 0.72139(14) 0.0368 1.0000 Uani . . . . . . . N29 N -0.0880(2) 0.45043(8) 0.72481(18) 0.0512 1.0000 Uani . . . . . . . N30 N -0.0479(2) 0.55630(8) 0.71960(15) 0.0445 1.0000 Uani . . . . . . . O31 O 0.36051(18) 0.83148(7) 0.13336(11) 0.0410 1.0000 Uani . . . . . . . O32 O 0.5851(4) 0.58833(13) 0.0367(2) 0.0617(9) 0.645(5) Uiso D . P . 1 . . C33 C 0.6755(5) 0.5451(2) 0.0214(3) 0.0442(9) 0.645(5) Uiso D . P . 1 . . C34 C 0.7462(6) 0.5054(2) 0.1064(4) 0.0653(13) 0.645(5) Uiso D . P . 1 . . C35 C 0.7241(7) 0.5255(3) -0.0817(4) 0.0830(16) 0.645(5) Uiso D . P . 1 . . O36 O 0.5540(6) 0.6027(2) -0.0284(4) 0.0593(16) 0.355(5) Uiso . . P . 2 . . N37 N 0.7188(6) 0.5229(2) 0.0194(4) 0.0353(13) 0.355(5) Uiso D . P . 2 . . C38 C 0.6512(11) 0.5606(4) -0.0497(6) 0.080(3) 0.355(5) Uiso D . P . 2 . . C39 C 0.6855(14) 0.5265(5) 0.1186(5) 0.087(3) 0.355(5) Uiso D . P . 2 . . C40 C 0.818(2) 0.4759(6) -0.0109(10) 0.171(7) 0.355(5) Uiso D . P . 2 . . H21 H -0.4897 0.7235 1.2422 0.0331 1.0000 Uiso R . . . . . . H31 H -0.3392 0.7439 1.0806 0.0356 1.0000 Uiso R . . . . . . H51 H -0.0630 0.6301 1.2544 0.0308 1.0000 Uiso R . . . . . . H71 H -0.2194 0.6792 0.9511 0.0332 1.0000 Uiso R . . . . . . H81 H -0.0288 0.6726 0.8215 0.0330 1.0000 Uiso R . . . . . . H111 H 0.4812 0.7272 0.8809 0.0354 1.0000 Uiso R . . . . . . H121 H 0.6139 0.6949 0.7207 0.0326 1.0000 Uiso R . . . . . . H141 H 0.1829 0.6064 0.7389 0.0317 1.0000 Uiso R . . . . . . H151 H 0.5471 0.6199 0.5836 0.0328 1.0000 Uiso R . . . . . . H152 H 0.3503 0.6298 0.5505 0.0331 1.0000 Uiso R . . . . . . H171 H 0.1735 0.5437 0.5304 0.0355 1.0000 Uiso R . . . . . . H181 H 0.1315 0.4393 0.5388 0.0363 1.0000 Uiso R . . . . . . H201 H 0.4253 0.3303 0.5998 0.0342 1.0000 Uiso R . . . . . . H202 H 0.2306 0.3391 0.5711 0.0342 1.0000 Uiso R . . . . . . H211 H 0.5829 0.4180 0.6858 0.0328 1.0000 Uiso R . . . . . . H221 H 0.6237 0.5232 0.6775 0.0327 1.0000 Uiso R . . . . . . H231 H 0.3551 0.6729 1.0304 0.0449 1.0000 Uiso R . . . . . . H241 H 0.1678 0.6822 1.1594 0.0442 1.0000 Uiso R . . . . . . H341 H 0.7288 0.4629 0.0926 0.0970 0.645(5) Uiso R . P . 1 . . H342 H 0.8649 0.5127 0.1131 0.0968 0.645(5) Uiso R . P . 1 . . H343 H 0.6948 0.5146 0.1697 0.0979 0.645(5) Uiso R . P . 1 . . H351 H 0.7210 0.4823 -0.0856 0.1200 0.645(5) Uiso R . P . 1 . . H352 H 0.8349 0.5382 -0.0904 0.1210 0.645(5) Uiso R . P . 1 . . H353 H 0.6474 0.5427 -0.1299 0.1206 0.645(5) Uiso R . P . 1 . . H381 H 0.6743 0.5548 -0.1165 0.0956 0.355(5) Uiso R . P . 2 . . H391 H 0.7888 0.5348 0.1583 0.1262 0.355(5) Uiso R . P . 2 . . H392 H 0.6057 0.5591 0.1275 0.1259 0.355(5) Uiso R . P . 2 . . H393 H 0.6375 0.4883 0.1391 0.1260 0.355(5) Uiso R . P . 2 . . H403 H 0.8171 0.4433 0.0370 0.2280 0.355(5) Uiso R . P . 2 . . H402 H 0.9308 0.4903 -0.0165 0.2280 0.355(5) Uiso R . P . 2 . . H401 H 0.7727 0.4628 -0.0756 0.2278 0.355(5) Uiso R . P . 2 . . H312 H 0.4276 0.8274 0.0865 0.0599 1.0000 Uiso R . . . . . . H311 H 0.3747 0.8674 0.1530 0.0606 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 N1 0.0258(7) 0.0310(8) 0.0222(7) -0.0016(6) 0.0050(6) -0.0024(6) C2 0.0244(9) 0.0342(10) 0.0267(9) -0.0016(8) 0.0036(7) 0.0024(7) C3 0.0267(9) 0.0355(10) 0.0270(9) 0.0009(8) 0.0033(7) 0.0041(7) N4 0.0236(7) 0.0322(8) 0.0230(7) 0.0005(6) 0.0049(6) 0.0020(6) C5 0.0276(9) 0.0278(9) 0.0257(9) -0.0004(7) 0.0039(7) 0.0015(7) C6 0.0253(9) 0.0325(10) 0.0242(9) -0.0006(7) 0.0064(7) 0.0011(7) C7 0.0226(8) 0.0359(10) 0.0266(9) 0.0015(8) 0.0034(7) 0.0003(7) C8 0.0270(9) 0.0367(10) 0.0222(8) 0.0001(8) 0.0033(7) -0.0012(7) C9 0.0251(9) 0.0355(10) 0.0245(9) -0.0045(7) 0.0069(7) -0.0012(7) N10 0.0239(7) 0.0329(8) 0.0257(8) -0.0034(6) 0.0058(6) -0.0016(6) C11 0.0240(9) 0.0345(10) 0.0325(10) -0.0051(8) 0.0041(7) -0.0040(7) C12 0.0220(8) 0.0325(10) 0.0321(9) -0.0001(8) 0.0044(7) -0.0027(7) N13 0.0262(7) 0.0277(8) 0.0235(7) 0.0012(6) 0.0061(6) 0.0013(6) C14 0.0245(9) 0.0302(9) 0.0255(9) -0.0008(7) 0.0038(7) -0.0014(7) C15 0.0329(9) 0.0319(10) 0.0216(9) 0.0002(7) 0.0075(7) 0.0025(7) C16 0.0272(9) 0.0306(9) 0.0180(8) -0.0001(7) 0.0064(7) 0.0026(7) C17 0.0258(9) 0.0361(10) 0.0287(9) 0.0004(8) -0.0008(7) 0.0053(7) C18 0.0236(9) 0.0401(10) 0.0276(9) -0.0024(8) -0.0001(7) -0.0022(8) C19 0.0276(9) 0.0317(10) 0.0189(8) -0.0014(7) 0.0061(7) -0.0016(7) C20 0.0339(10) 0.0339(10) 0.0198(8) -0.0019(7) 0.0064(7) -0.0046(8) C21 0.0262(9) 0.0323(10) 0.0265(9) 0.0017(7) 0.0005(7) 0.0018(7) C22 0.0219(8) 0.0341(10) 0.0267(9) -0.0012(7) 0.0009(7) -0.0018(7) C23 0.0219(9) 0.0671(14) 0.0306(10) -0.0078(10) 0.0023(7) 0.0004(9) C24 0.0271(9) 0.0624(14) 0.0239(9) -0.0057(9) 0.0019(7) 0.0039(9) N25 0.0252(8) 0.0311(8) 0.0269(8) -0.0012(6) -0.0015(6) 0.0024(6) N26 0.0325(9) 0.0506(11) 0.0381(10) -0.0022(8) 0.0105(7) -0.0023(8) N27 0.0396(9) 0.0473(10) 0.0296(9) 0.0021(7) 0.0083(7) -0.0004(8) N28 0.0202(8) 0.0419(11) 0.0481(11) 0.0003(8) 0.0010(7) 0.0009(7) N29 0.0333(10) 0.0329(10) 0.0872(16) 0.0000(10) -0.0008(9) 0.0019(8) N30 0.0351(9) 0.0352(10) 0.0631(12) 0.0013(9) 0.0015(8) -0.0057(7) O31 0.0410(8) 0.0484(9) 0.0346(8) -0.0032(6) 0.0118(6) -0.0046(6) _refine_ls_extinction_coef 250(70) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.4221(9) 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 N1 . C20 2_567 1.480(2) yes N1 . C2 . 1.380(2) yes N1 . C5 . 1.331(2) yes C2 . C3 . 1.347(3) yes C2 . H21 . 0.950 no C3 . N4 . 1.385(2) yes C3 . H31 . 0.946 no N4 . C5 . 1.338(2) yes N4 . C6 . 1.439(2) yes C5 . H51 . 0.943 no C6 . C7 . 1.385(3) yes C6 . C24 . 1.382(3) yes C7 . C8 . 1.387(2) yes C7 . H71 . 0.947 no C8 . C9 . 1.384(2) yes C8 . H81 . 0.937 no C9 . N10 . 1.439(2) yes C9 . C23 . 1.387(3) yes N10 . C11 . 1.382(2) yes N10 . C14 . 1.339(2) yes C11 . C12 . 1.348(3) yes C11 . H111 . 0.935 no C12 . N13 . 1.384(2) yes C12 . H121 . 0.935 no N13 . C14 . 1.329(2) yes N13 . C15 . 1.489(2) yes C14 . H141 . 0.948 no C15 . C16 . 1.504(3) yes C15 . H151 . 0.987 no C15 . H152 . 0.984 no C16 . C17 . 1.390(3) yes C16 . C22 . 1.391(2) yes C17 . C18 . 1.384(3) yes C17 . H171 . 0.946 no C18 . C19 . 1.392(3) yes C18 . H181 . 0.932 no C19 . C20 . 1.509(3) yes C19 . C21 . 1.392(2) yes C20 . H201 . 0.974 no C20 . H202 . 0.973 no C21 . C22 . 1.386(3) yes C21 . H211 . 0.964 no C22 . H221 . 0.948 no C23 . C24 . 1.386(3) yes C23 . H231 . 0.943 no C24 . H241 . 0.948 no N25 . N26 . 1.173(2) yes N25 . N27 . 1.185(2) yes N28 . N29 . 1.171(2) yes N28 . N30 . 1.185(2) yes O31 . H312 . 0.848 no O31 . H311 . 0.839 no O32 . C33 . 1.219(5) yes C33 . C34 . 1.515(5) yes C33 . C35 . 1.505(5) yes C34 . H341 . 0.962 no C34 . H342 . 0.964 no C34 . H343 . 0.977 no C35 . H351 . 0.955 no C35 . H352 . 0.944 no C35 . H353 . 0.942 no O36 . C38 . 1.253(10) yes N37 . C38 . 1.330(7) yes N37 . C39 . 1.358(7) yes N37 . C40 . 1.379(7) yes C38 . H381 . 0.925 no C39 . H391 . 0.975 no C39 . H392 . 0.973 no C39 . H393 . 0.971 no C40 . H403 . 0.960 no C40 . H402 . 0.963 no C40 . H401 . 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 C20 2_567 N1 . C2 . 125.06(15) yes C20 2_567 N1 . C5 . 125.77(15) yes C2 . N1 . C5 . 109.16(14) yes N1 . C2 . C3 . 107.11(15) yes N1 . C2 . H21 . 122.5 no C3 . C2 . H21 . 130.4 no C2 . C3 . N4 . 107.04(16) yes C2 . C3 . H31 . 128.8 no N4 . C3 . H31 . 124.1 no C3 . N4 . C5 . 108.72(14) yes C3 . N4 . C6 . 125.33(15) yes C5 . N4 . C6 . 125.91(15) yes N4 . C5 . N1 . 107.96(15) yes N4 . C5 . H51 . 125.5 no N1 . C5 . H51 . 126.5 no N4 . C6 . C7 . 118.16(15) yes N4 . C6 . C24 . 120.25(16) yes C7 . C6 . C24 . 121.60(16) yes C6 . C7 . C8 . 119.48(17) yes C6 . C7 . H71 . 119.5 no C8 . C7 . H71 . 121.0 no C7 . C8 . C9 . 118.94(16) yes C7 . C8 . H81 . 121.6 no C9 . C8 . H81 . 119.5 no C8 . C9 . N10 . 119.10(15) yes C8 . C9 . C23 . 121.52(17) yes N10 . C9 . C23 . 119.38(16) yes C9 . N10 . C11 . 125.93(15) yes C9 . N10 . C14 . 125.36(15) yes C11 . N10 . C14 . 108.71(15) yes N10 . C11 . C12 . 107.30(16) yes N10 . C11 . H111 . 123.4 no C12 . C11 . H111 . 129.3 no C11 . C12 . N13 . 106.79(15) yes C11 . C12 . H121 . 129.1 no N13 . C12 . H121 . 124.1 no C12 . N13 . C14 . 109.23(14) yes C12 . N13 . C15 . 125.41(14) yes C14 . N13 . C15 . 125.34(15) yes N10 . C14 . N13 . 107.98(15) yes N10 . C14 . H141 . 126.0 no N13 . C14 . H141 . 126.0 no N13 . C15 . C16 . 111.58(14) yes N13 . C15 . H151 . 106.4 no C16 . C15 . H151 . 110.8 no N13 . C15 . H152 . 106.6 no C16 . C15 . H152 . 109.9 no H151 . C15 . H152 . 111.4 no C15 . C16 . C17 . 120.86(16) yes C15 . C16 . C22 . 120.01(16) yes C17 . C16 . C22 . 119.13(17) yes C16 . C17 . C18 . 120.36(17) yes C16 . C17 . H171 . 119.3 no C18 . C17 . H171 . 120.3 no C17 . C18 . C19 . 120.39(17) yes C17 . C18 . H181 . 120.1 no C19 . C18 . H181 . 119.5 no C18 . C19 . C20 . 120.30(16) yes C18 . C19 . C21 . 119.47(17) yes C20 . C19 . C21 . 120.21(16) yes C19 . C20 . N1 2_567 112.23(14) yes C19 . C20 . H201 . 109.4 no N1 2_567 C20 . H201 . 106.5 no C19 . C20 . H202 . 110.7 no N1 2_567 C20 . H202 . 107.7 no H201 . C20 . H202 . 110.3 no C19 . C21 . C22 . 119.88(16) yes C19 . C21 . H211 . 119.8 no C22 . C21 . H211 . 120.3 no C16 . C22 . C21 . 120.77(16) yes C16 . C22 . H221 . 119.4 no C21 . C22 . H221 . 119.8 no C9 . C23 . C24 . 119.43(17) yes C9 . C23 . H231 . 120.0 no C24 . C23 . H231 . 120.6 no C23 . C24 . C6 . 119.03(17) yes C23 . C24 . H241 . 120.4 no C6 . C24 . H241 . 120.6 no N26 . N25 . N27 . 178.33(19) yes N29 . N28 . N30 . 178.7(2) yes H312 . O31 . H311 . 104.2 no O32 . C33 . C34 . 121.9(4) yes O32 . C33 . C35 . 124.1(4) yes C34 . C33 . C35 . 114.0(4) yes C33 . C34 . H341 . 112.1 no C33 . C34 . H342 . 107.4 no H341 . C34 . H342 . 108.2 no C33 . C34 . H343 . 111.3 no H341 . C34 . H343 . 107.6 no H342 . C34 . H343 . 110.3 no C33 . C35 . H351 . 109.2 no C33 . C35 . H352 . 108.5 no H351 . C35 . H352 . 108.2 no C33 . C35 . H353 . 108.1 no H351 . C35 . H353 . 110.5 no H352 . C35 . H353 . 112.4 no C38 . N37 . C39 . 122.5(7) yes C38 . N37 . C40 . 119.2(7) yes C39 . N37 . C40 . 118.3(7) yes N37 . C38 . O36 . 122.8(8) yes N37 . C38 . H381 . 118.6 no O36 . C38 . H381 . 118.5 no N37 . C39 . H391 . 109.3 no N37 . C39 . H392 . 109.0 no H391 . C39 . H392 . 109.9 no N37 . C39 . H393 . 108.8 no H391 . C39 . H393 . 110.4 no H392 . C39 . H393 . 109.5 no N37 . C40 . H403 . 110.1 no N37 . C40 . H402 . 109.5 no H403 . C40 . H402 . 109.8 no N37 . C40 . H401 . 106.9 no H403 . C40 . H401 . 110.5 no H402 . C40 . H401 . 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 C2 . H21 . N26 2_567 144 0.95 2.45 3.264(5) yes C3 . H31 . N27 3_556 170 0.95 2.32 3.258(5) yes C5 . H51 . N29 2_567 161 0.94 2.16 3.066(5) yes C7 . H71 . O36 1_456 133 0.95 2.50 3.222(5) yes C11 . H111 . N25 3_656 140 0.94 2.43 3.203(5) yes C11 . H111 . N27 3_656 163 0.94 2.44 3.344(5) yes C12 . H121 . O31 4_565 148 0.94 2.42 3.248(5) yes C14 . H141 . N30 . 170 0.95 2.16 3.095(5) yes C20 . H202 . N27 1_455 151 0.97 2.56 3.443(5) yes C22 . H221 . N28 1_655 145 0.95 2.55 3.374(5) yes C23 . H231 . O36 1_556 129 0.94 2.38 3.064(5) yes C24 . H241 . N26 2_667 176 0.95 2.43 3.378(5) yes C40 . H402 . C40 2_765 166 0.96 2.16 3.101(5) yes O31 . H312 . N27 3_655 177 0.85 2.09 2.932(5) yes O31 . H311 . N30 4_564 166 0.84 1.98 2.806(5) yes #===END #============================================================================== data_1.BzO _database_code_depnum_ccdc_archive 'CCDC 796369' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 10-05-05 _audit_creation_method CRYSTALS_ver_14.07 _oxford_structure_analysis_title 5973 _chemical_name_systematic . _chemical_melting_point . _cell_length_a 9.1698(2) _cell_length_b 16.1629(3) _cell_length_c 23.2751(5) _cell_angle_alpha 101.4334(8) _cell_angle_beta 93.1531(8) _cell_angle_gamma 105.6044(9) _cell_volume 3235.03(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' 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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 1 # Given Formula = C147 H223 F24 N13 O10 P4 # Dc = 1.49 Fooo = 1393.02 Mu = 1.63 M = 1456.16 # Found Formula = C136 H157.00 N16 O38.50 # Dc = 1.35 FOOO = 1393.02 Mu = 1.00 M = 1315.93 _chemical_formula_sum 'C136 H157.00 N16 O38.50' _chemical_formula_moiety 'C40 H36 N8, 4(C7 H5 O2), 11.25(H2 O)' _chemical_compound_source ? _chemical_formula_weight 2631.86 _cell_measurement_reflns_used 11585 _cell_measurement_theta_min 5 _cell_measurement_theta_max 26 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_min 0.030 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_max 0.220 _exptl_crystal_density_diffrn 1.351 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1393.019 _exptl_absorpt_coefficient_mu 0.100 # Sheldrick geometric approximatio 0.99 1.00 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.90 _exptl_absorpt_correction_T_max 1.00 # 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 42347 _reflns_number_total 21249 _diffrn_reflns_av_R_equivalents 0.074 # Number of reflections without Friedels Law is 12073 # Number of reflections with Friedels Law is 21249 # Theoretical number of reflections is about 9743 _diffrn_reflns_theta_min 5.099 _diffrn_reflns_theta_max 25.634 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.121 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min -19 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 28 _oxford_diffrn_Wilson_B_factor 2.37 _oxford_diffrn_Wilson_scale 29.16 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.63 _refine_diff_density_max 1.09 # 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 9654 _refine_ls_number_restraints 0 _refine_ls_number_parameters 876 _oxford_refine_ls_R_factor_ref 0.0833 _refine_ls_wR_factor_ref 0.1551 _refine_ls_goodness_of_fit_ref 0.9619 _refine_ls_shift/su_max 0.0006531 _refine_ls_shift/su_mean 0.0000554 # The values computed from all data _oxford_reflns_number_all 9654 _refine_ls_R_factor_all 0.0833 _refine_ls_wR_factor_all 0.1551 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 6781 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_gt 0.1244 # 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: 17.2 26.0 12.8 3.32 ; # 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 O1 O 1.4539(3) 0.79851(16) 0.62236(11) 0.0416 1.0000 Uani . . . . . . . C2 C 1.4855(4) 0.8644(2) 0.59930(18) 0.0414 1.0000 Uani . . . . . . . O3 O 1.4161(3) 0.9229(2) 0.60774(17) 0.0685 1.0000 Uani . . . . . . . C4 C 1.6132(4) 0.8757(2) 0.56115(15) 0.0367 1.0000 Uani . . . . . . . C5 C 1.7049(4) 0.8191(2) 0.55579(15) 0.0391 1.0000 Uani . . . . . . . C6 C 1.8255(5) 0.8318(3) 0.52115(18) 0.0563 1.0000 Uani . . . . . . . C7 C 1.8498(6) 0.8998(4) 0.49124(19) 0.0744 1.0000 Uani . . . . . . . C8 C 1.7587(6) 0.9554(4) 0.4967(2) 0.0688 1.0000 Uani . . . . . . . C9 C 1.6418(5) 0.9440(3) 0.53167(18) 0.0529 1.0000 Uani . . . . . . . O10 O 1.8792(3) 1.22395(15) 0.87437(10) 0.0376 1.0000 Uani . . . . . . . C11 C 1.9236(4) 1.2991(2) 0.90897(14) 0.0301 1.0000 Uani . . . . . . . O12 O 1.8462(3) 1.35383(15) 0.91495(11) 0.0365 1.0000 Uani . . . . . . . C13 C 2.0784(4) 1.3261(2) 0.94421(14) 0.0268 1.0000 Uani . . . . . . . C14 C 2.1388(4) 1.4118(2) 0.97803(14) 0.0293 1.0000 Uani . . . . . . . C15 C 2.2840(4) 1.4391(2) 1.00784(15) 0.0341 1.0000 Uani . . . . . . . C16 C 2.3713(4) 1.3809(2) 1.00522(14) 0.0336 1.0000 Uani . . . . . . . C17 C 2.3107(4) 1.2943(2) 0.97321(15) 0.0337 1.0000 Uani . . . . . . . C18 C 2.1660(4) 1.2676(2) 0.94291(14) 0.0295 1.0000 Uani . . . . . . . O20 O 0.8473(3) 0.57184(18) 0.71979(11) 0.0515 1.0000 Uani . . . . . . . C20 C 0.7255(4) 0.5450(2) 0.68584(15) 0.0414 1.0000 Uani . . . . . . . O21 O 0.6358(4) 0.59090(18) 0.68065(12) 0.0611 1.0000 Uani . . . . . . . C22 C 0.6807(4) 0.4519(2) 0.64863(14) 0.0296 1.0000 Uani . . . . . . . C23 C 0.5918(4) 0.4314(2) 0.59418(15) 0.0329 1.0000 Uani . . . . . . . C24 C 0.5438(4) 0.3459(2) 0.56124(15) 0.0383 1.0000 Uani . . . . . . . C25 C 0.5802(4) 0.2791(2) 0.58232(16) 0.0427 1.0000 Uani . . . . . . . C26 C 0.6695(4) 0.2983(2) 0.63624(16) 0.0407 1.0000 Uani . . . . . . . C27 C 0.7207(4) 0.3846(2) 0.66891(15) 0.0353 1.0000 Uani . . . . . . . O28 O 1.2337(3) 0.92215(15) 0.77708(10) 0.0351 1.0000 Uani . . . . . . . C29 C 1.1335(3) 0.9291(2) 0.81084(14) 0.0271 1.0000 Uani . . . . . . . O30 O 1.0711(3) 0.99047(14) 0.81665(10) 0.0351 1.0000 Uani . . . . . . . C31 C 1.0843(3) 0.8610(2) 0.84719(14) 0.0270 1.0000 Uani . . . . . . . C32 C 1.0200(4) 0.8805(2) 0.89922(15) 0.0306 1.0000 Uani . . . . . . . C33 C 0.9755(4) 0.8178(2) 0.93280(15) 0.0348 1.0000 Uani . . . . . . . C34 C 0.9920(4) 0.7341(2) 0.91378(16) 0.0382 1.0000 Uani . . . . . . . C35 C 1.0551(4) 0.7142(2) 0.86212(16) 0.0362 1.0000 Uani . . . . . . . C36 C 1.1029(4) 0.7770(2) 0.82909(15) 0.0314 1.0000 Uani . . . . . . . N37 N 0.5874(3) 0.67069(16) 0.84452(11) 0.0255 1.0000 Uani . . . . . . . C38 C 0.6879(4) 0.7147(2) 0.81123(15) 0.0302 1.0000 Uani . . . . . . . C39 C 0.6879(4) 0.7998(2) 0.82485(14) 0.0288 1.0000 Uani . . . . . . . N40 N 0.5861(3) 0.80687(16) 0.86600(11) 0.0251 1.0000 Uani . . . . . . . C41 C 0.5275(3) 0.72805(19) 0.87761(13) 0.0242 1.0000 Uani . . . . . . . C42 C 0.5485(4) 0.8889(2) 0.89265(14) 0.0285 1.0000 Uani . . . . . . . C43 C 0.5365(4) 0.89480(19) 0.95757(14) 0.0263 1.0000 Uani . . . . . . . C44 C 0.6666(4) 0.9280(2) 0.99846(14) 0.0281 1.0000 Uani . . . . . . . C45 C 0.6560(4) 0.9284(2) 1.05750(14) 0.0295 1.0000 Uani . . . . . . . C46 C 0.5153(3) 0.89547(19) 1.07694(14) 0.0253 1.0000 Uani . . . . . . . C47 C 0.3857(4) 0.8643(2) 1.03670(14) 0.0287 1.0000 Uani . . . . . . . C48 C 0.3956(4) 0.8636(2) 0.97737(14) 0.0286 1.0000 Uani . . . . . . . C49 C 0.5048(4) 0.8919(2) 1.14129(14) 0.0278 1.0000 Uani . . . . . . . N50 N 0.4371(3) 0.17917(16) 0.84396(11) 0.0261 1.0000 Uani . . . . . . . C51 C 0.2926(4) 0.1685(2) 0.81665(13) 0.0272 1.0000 Uani . . . . . . . C52 C 0.2845(3) 0.24927(19) 0.81258(13) 0.0260 1.0000 Uani . . . . . . . N53 N 0.4247(3) 0.30829(16) 0.83702(11) 0.0240 1.0000 Uani . . . . . . . C54 C 0.5148(4) 0.2639(2) 0.85616(13) 0.0252 1.0000 Uani . . . . . . . C55 C 0.4681(4) 0.40138(19) 0.83991(13) 0.0248 1.0000 Uani . . . . . . . C56 C 0.3592(3) 0.4461(2) 0.84948(13) 0.0267 1.0000 Uani . . . . . . . C57 C 0.3987(4) 0.5349(2) 0.84964(14) 0.0282 1.0000 Uani . . . . . . . C58 C 0.5471(3) 0.57773(19) 0.84246(13) 0.0249 1.0000 Uani . . . . . . . C59 C 0.6559(4) 0.5330(2) 0.83344(14) 0.0287 1.0000 Uani . . . . . . . C60 C 0.6154(4) 0.4435(2) 0.83128(14) 0.0286 1.0000 Uani . . . . . . . N61 N 1.0244(3) 0.91339(16) 0.66793(11) 0.0257 1.0000 Uani . . . . . . . C62 C 1.1030(4) 0.8568(2) 0.64883(14) 0.0279 1.0000 Uani . . . . . . . N63 N 1.0283(3) 0.77887(16) 0.65775(11) 0.0278 1.0000 Uani . . . . . . . C64 C 0.8981(4) 0.7853(2) 0.68322(14) 0.0293 1.0000 Uani . . . . . . . C65 C 0.8960(4) 0.8697(2) 0.68992(14) 0.0303 1.0000 Uani . . . . . . . C66 C 1.0736(4) 0.6966(2) 0.63944(14) 0.0306 1.0000 Uani . . . . . . . C67 C 1.0175(4) 0.65356(19) 0.57511(14) 0.0270 1.0000 Uani . . . . . . . C68 C 0.8627(4) 0.6175(2) 0.55635(14) 0.0337 1.0000 Uani . . . . . . . C69 C 0.8129(4) 0.5796(2) 0.49753(15) 0.0357 1.0000 Uani . . . . . . . C70 C 0.9164(4) 0.57820(19) 0.45566(14) 0.0278 1.0000 Uani . . . . . . . C71 C 1.0700(4) 0.6133(2) 0.47491(15) 0.0354 1.0000 Uani . . . . . . . C72 C 1.1205(4) 0.6509(2) 0.53414(16) 0.0374 1.0000 Uani . . . . . . . C73 C 0.8622(4) 0.5413(2) 0.39120(14) 0.0339 1.0000 Uani . . . . . . . N74 N 1.1898(3) 1.39361(16) 0.63557(11) 0.0273 1.0000 Uani . . . . . . . C75 C 1.3195(4) 1.4117(2) 0.67412(14) 0.0304 1.0000 Uani . . . . . . . C76 C 1.3260(4) 1.3351(2) 0.68687(14) 0.0284 1.0000 Uani . . . . . . . N77 N 1.1999(3) 1.27036(17) 0.65634(11) 0.0277 1.0000 Uani . . . . . . . C78 C 1.1189(4) 1.3080(2) 0.62556(15) 0.0315 1.0000 Uani . . . . . . . C79 C 1.1541(4) 1.1793(2) 0.66021(13) 0.0266 1.0000 Uani . . . . . . . C80 C 1.0018(4) 1.1366(2) 0.65989(15) 0.0328 1.0000 Uani . . . . . . . C81 C 0.9585(4) 1.0480(2) 0.66202(15) 0.0335 1.0000 Uani . . . . . . . C82 C 1.0695(4) 1.0051(2) 0.66614(13) 0.0260 1.0000 Uani . . . . . . . C83 C 1.2220(4) 1.0492(2) 0.66877(15) 0.0317 1.0000 Uani . . . . . . . C84 C 1.2653(4) 1.1365(2) 0.66450(14) 0.0310 1.0000 Uani . . . . . . . O85 O 0.8411(3) 1.04523(16) 0.86081(12) 0.0434 1.0000 Uani . . . . . . . O86 O 1.0134(3) 0.51128(15) 0.88075(11) 0.0419 1.0000 Uani . . . . . . . O87 O 1.2631(3) 0.63675(16) 0.96229(11) 0.0411 1.0000 Uani . . . . . . . O88 O 1.4175(3) 0.82495(16) 0.74021(11) 0.0411 1.0000 Uani . . . . . . . O89 O 1.0812(3) 0.51786(16) 0.75928(11) 0.0472 1.0000 Uani . . . . . . . O90 O 0.9580(3) 0.66406(17) 0.24539(12) 0.0477 1.0000 Uani . . . . . . . O91 O 0.7443(3) 0.24845(17) 0.77040(11) 0.0466 1.0000 Uani . . . . . . . O92 O 0.6709(3) 0.97642(16) 0.75235(12) 0.0454 1.0000 Uani . . . . . . . O93 O 0.3461(3) 0.64090(18) 0.73606(13) 0.0577 1.0000 Uani . . . . . . . O94 O 1.6148(3) 1.0870(2) 0.68314(16) 0.0676 1.0000 Uani . . . . 4 . . O95 O 0.4674(6) 0.6220(3) 0.5859(3) 0.0436 0.626(15) Uani . . P . 1 . . O96 O 0.4309(9) 0.6258(5) 0.6277(7) 0.0596 0.374(15) Uani . . P . 2 . . O98 O 0.8125(15) 0.1645(8) 0.5312(7) 0.0742 0.251(11) Uani . . P 1 1 . . H51 H 1.6865 0.7725 0.5762 0.0466 1.0000 Uiso R . . . . . . H61 H 1.8882 0.7941 0.5180 0.0686 1.0000 Uiso R . . . . . . H71 H 1.9298 0.9079 0.4682 0.0882 1.0000 Uiso R . . . . . . H81 H 1.7761 1.0015 0.4764 0.0838 1.0000 Uiso R . . . . . . H91 H 1.5807 0.9823 0.5350 0.0650 1.0000 Uiso R . . . . . . H141 H 2.0791 1.4514 0.9804 0.0339 1.0000 Uiso R . . . . . . H151 H 2.3251 1.4980 1.0294 0.0404 1.0000 Uiso R . . . . . . H161 H 2.4705 1.3987 1.0242 0.0406 1.0000 Uiso R . . . . . . H171 H 2.3682 1.2545 0.9725 0.0411 1.0000 Uiso R . . . . . . H181 H 2.1255 1.2089 0.9211 0.0357 1.0000 Uiso R . . . . . . H231 H 0.5627 0.4768 0.5803 0.0392 1.0000 Uiso R . . . . . . H241 H 0.4865 0.3327 0.5246 0.0468 1.0000 Uiso R . . . . . . H251 H 0.5449 0.2209 0.5604 0.0503 1.0000 Uiso R . . . . . . H261 H 0.6943 0.2526 0.6507 0.0491 1.0000 Uiso R . . . . . . H271 H 0.7799 0.3974 0.7046 0.0428 1.0000 Uiso R . . . . . . H321 H 1.0063 0.9371 0.9114 0.0365 1.0000 Uiso R . . . . . . H331 H 0.9355 0.8321 0.9688 0.0418 1.0000 Uiso R . . . . . . H341 H 0.9604 0.6911 0.9361 0.0457 1.0000 Uiso R . . . . . . H351 H 1.0682 0.6567 0.8487 0.0430 1.0000 Uiso R . . . . . . H361 H 1.1483 0.7629 0.7937 0.0366 1.0000 Uiso R . . . . . . H381 H 0.7440 0.6891 0.7857 0.0372 1.0000 Uiso R . . . . . . H391 H 0.7437 0.8482 0.8098 0.0339 1.0000 Uiso R . . . . . . H411 H 0.4578 0.7140 0.9046 0.0300 1.0000 Uiso R . . . . . . H421 H 0.6290 0.9390 0.8861 0.0338 1.0000 Uiso R . . . . . . H422 H 0.4513 0.8874 0.8718 0.0347 1.0000 Uiso R . . . . . . H441 H 0.7623 0.9512 0.9853 0.0347 1.0000 Uiso R . . . . . . H451 H 0.7410 0.9502 1.0847 0.0356 1.0000 Uiso R . . . . . . H471 H 0.2896 0.8426 1.0498 0.0351 1.0000 Uiso R . . . . . . H481 H 0.3067 0.8408 0.9501 0.0345 1.0000 Uiso R . . . . . . H492 H 0.5650 0.9473 1.1666 0.0322 1.0000 Uiso R . . . . . . H491 H 0.3995 0.8796 1.1490 0.0327 1.0000 Uiso R . . . . . . H511 H 0.2179 0.1140 0.8051 0.0334 1.0000 Uiso R . . . . . . H521 H 0.2023 0.2654 0.7969 0.0336 1.0000 Uiso R . . . . . . H541 H 0.6158 0.2876 0.8738 0.0302 1.0000 Uiso R . . . . . . H561 H 0.2598 0.4167 0.8555 0.0308 1.0000 Uiso R . . . . . . H571 H 0.3264 0.5661 0.8533 0.0343 1.0000 Uiso R . . . . . . H591 H 0.7551 0.5634 0.8285 0.0357 1.0000 Uiso R . . . . . . H601 H 0.6847 0.4119 0.8243 0.0340 1.0000 Uiso R . . . . . . H621 H 1.1949 0.8698 0.6321 0.0338 1.0000 Uiso R . . . . . . H641 H 0.8286 0.7384 0.6940 0.0358 1.0000 Uiso R . . . . . . H651 H 0.8213 0.8957 0.7061 0.0364 1.0000 Uiso R . . . . . . H662 H 1.1845 0.7132 0.6456 0.0367 1.0000 Uiso R . . . . . . H661 H 1.0278 0.6571 0.6646 0.0365 1.0000 Uiso R . . . . . . H681 H 0.7925 0.6195 0.5839 0.0411 1.0000 Uiso R . . . . . . H691 H 0.7084 0.5532 0.4849 0.0436 1.0000 Uiso R . . . . . . H711 H 1.1414 0.6102 0.4472 0.0442 1.0000 Uiso R . . . . . . H721 H 1.2256 0.6757 0.5465 0.0460 1.0000 Uiso R . . . . . . H731 H 0.9441 0.5269 0.3705 0.0401 1.0000 Uiso R . . . . . . H732 H 0.7771 0.4900 0.3864 0.0391 1.0000 Uiso R . . . . . . H751 H 1.3870 1.4674 0.6873 0.0366 1.0000 Uiso R . . . . . . H761 H 1.4015 1.3247 0.7111 0.0340 1.0000 Uiso R . . . . . . H781 H 1.0278 1.2793 0.6022 0.0377 1.0000 Uiso R . . . . . . H801 H 0.9282 1.1667 0.6592 0.0392 1.0000 Uiso R . . . . . . H811 H 0.8554 1.0179 0.6597 0.0402 1.0000 Uiso R . . . . . . H831 H 1.2957 1.0198 0.6738 0.0380 1.0000 Uiso R . . . . . . H841 H 1.3695 1.1669 0.6645 0.0376 1.0000 Uiso R . . . . . . H862 H 1.0291 0.5025 0.8452 0.0647 1.0000 Uiso R . . . . . . H882 H 1.3544 0.8543 0.7502 0.0630 1.0000 Uiso R . . . . . . H901 H 0.9455 0.6085 0.2416 0.0734 1.0000 Uiso R . . . . . . H851 H 0.8605 1.1003 0.8624 0.0683 1.0000 Uiso R . . . . . . H872 H 1.2394 0.6436 0.9965 0.0639 1.0000 Uiso R . . . . . . H881 H 1.4200 0.8257 0.7042 0.0635 1.0000 Uiso R . . . . . . H911 H 0.7781 0.2318 0.7995 0.0727 1.0000 Uiso R . . . . . . H921 H 0.5929 0.9336 0.7548 0.0692 1.0000 Uiso R . . . . . . H891 H 1.1642 0.5511 0.7530 0.0726 1.0000 Uiso R . . . . . . H861 H 0.9587 0.4676 0.8907 0.0641 1.0000 Uiso R . . . . . . H852 H 0.9145 1.0260 0.8490 0.0681 1.0000 Uiso R . . . . . . H902 H 1.0496 0.6903 0.2397 0.0734 1.0000 Uiso R . . . . . . H892 H 1.0109 0.5343 0.7437 0.0727 1.0000 Uiso R . . . . . . H922 H 0.7179 0.9999 0.7867 0.0700 1.0000 Uiso R . . . . . . H912 H 0.7032 0.1981 0.7471 0.0726 1.0000 Uiso R . . . . . . H871 H 1.1843 0.6011 0.9421 0.0643 1.0000 Uiso R . . . . . . H951 H 0.5036 0.6067 0.6137 0.0688 0.626(15) Uiso R . P . 1 . . H952 H 0.4825 0.6773 0.5978 0.0687 0.626(15) Uiso R . P . 1 . . H961 H 0.5128 0.6202 0.6395 0.0581 0.374(15) Uiso R . P . 2 . . H962 H 0.4043 0.6680 0.6169 0.0583 0.374(15) Uiso R . P . 2 . . H931 H 0.3667 0.6959 0.7377 0.0643 1.0000 Uiso R . . . . . . H932 H 0.3732 0.6364 0.7015 0.0643 1.0000 Uiso R . . . . . . H941 H 1.6321 1.0529 0.7045 0.0801 1.0000 Uiso R . . . 4 . . H942 H 1.5573 1.0395 0.6614 0.0801 1.0000 Uiso R . . . 4 . . H981 H 0.7581 0.1437 0.4980 0.0870 0.251(11) Uiso R . P 1 1 . . H982 H 0.7735 0.1492 0.5611 0.0870 0.251(11) Uiso R . P 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 O1 0.0448(15) 0.0326(13) 0.0479(15) 0.0111(11) 0.0134(12) 0.0088(11) C2 0.0309(19) 0.039(2) 0.057(2) 0.0138(18) 0.0091(17) 0.0113(17) O3 0.0471(17) 0.0522(18) 0.125(3) 0.0398(18) 0.0363(18) 0.0254(15) C4 0.0288(18) 0.042(2) 0.0360(19) 0.0093(16) -0.0028(15) 0.0052(16) C5 0.0344(19) 0.046(2) 0.0300(18) 0.0003(16) -0.0008(15) 0.0065(16) C6 0.038(2) 0.069(3) 0.043(2) -0.014(2) 0.0079(18) 0.002(2) C7 0.062(3) 0.086(4) 0.036(2) -0.016(2) 0.023(2) -0.026(3) C8 0.072(3) 0.075(3) 0.042(3) 0.018(2) 0.006(2) -0.011(3) C9 0.044(2) 0.058(3) 0.053(3) 0.027(2) -0.0007(19) 0.0003(19) O10 0.0400(14) 0.0269(13) 0.0408(14) 0.0045(11) 0.0012(11) 0.0039(10) C11 0.0322(18) 0.0260(18) 0.0319(18) 0.0104(14) 0.0078(14) 0.0043(15) O12 0.0300(12) 0.0307(13) 0.0489(15) 0.0088(11) 0.0017(11) 0.0093(10) C13 0.0293(17) 0.0257(16) 0.0269(16) 0.0101(13) 0.0090(13) 0.0062(14) C14 0.0306(17) 0.0282(17) 0.0326(18) 0.0103(14) 0.0075(14) 0.0107(14) C15 0.0356(19) 0.0318(18) 0.0303(18) 0.0079(14) -0.0007(15) 0.0023(15) C16 0.0291(17) 0.045(2) 0.0297(18) 0.0154(15) 0.0038(14) 0.0106(15) C17 0.0347(19) 0.0386(19) 0.0350(19) 0.0125(15) 0.0108(15) 0.0178(16) C18 0.0317(18) 0.0280(17) 0.0295(17) 0.0073(14) 0.0093(14) 0.0078(14) O20 0.0492(16) 0.0493(16) 0.0391(15) 0.0091(12) -0.0071(13) -0.0115(13) C20 0.048(2) 0.038(2) 0.0284(19) 0.0115(16) -0.0027(17) -0.0059(18) O21 0.096(2) 0.0345(15) 0.0474(17) 0.0037(12) -0.0205(16) 0.0196(16) C22 0.0247(16) 0.0304(17) 0.0300(18) 0.0064(14) 0.0027(13) 0.0019(14) C23 0.0293(18) 0.0369(19) 0.0317(18) 0.0100(15) 0.0043(14) 0.0064(15) C24 0.037(2) 0.042(2) 0.0304(19) 0.0047(16) 0.0016(15) 0.0051(16) C25 0.044(2) 0.036(2) 0.040(2) 0.0021(16) 0.0034(17) 0.0016(17) C26 0.046(2) 0.035(2) 0.042(2) 0.0111(16) 0.0057(17) 0.0110(17) C27 0.0322(18) 0.039(2) 0.0336(19) 0.0105(15) 0.0026(15) 0.0074(15) O28 0.0362(13) 0.0352(13) 0.0350(13) 0.0108(10) 0.0104(11) 0.0086(10) C29 0.0246(16) 0.0265(17) 0.0264(17) 0.0044(13) -0.0003(14) 0.0029(14) O30 0.0378(13) 0.0286(12) 0.0394(13) 0.0098(10) 0.0063(10) 0.0083(11) C31 0.0210(16) 0.0280(17) 0.0310(17) 0.0102(14) -0.0002(13) 0.0031(13) C32 0.0276(17) 0.0288(17) 0.0359(19) 0.0098(14) 0.0032(14) 0.0069(14) C33 0.0327(18) 0.041(2) 0.0328(18) 0.0148(15) 0.0091(15) 0.0077(15) C34 0.0364(19) 0.040(2) 0.042(2) 0.0242(17) 0.0050(16) 0.0068(16) C35 0.0383(19) 0.0292(18) 0.043(2) 0.0124(15) 0.0031(16) 0.0094(15) C36 0.0290(17) 0.0301(18) 0.0347(18) 0.0075(14) 0.0035(14) 0.0077(14) N37 0.0272(14) 0.0202(13) 0.0276(14) 0.0050(11) 0.0038(11) 0.0047(11) C38 0.0319(18) 0.0244(17) 0.0353(18) 0.0074(14) 0.0115(14) 0.0076(14) C39 0.0277(17) 0.0276(17) 0.0299(17) 0.0094(14) 0.0041(14) 0.0036(14) N40 0.0275(14) 0.0218(13) 0.0259(14) 0.0048(11) 0.0037(11) 0.0072(11) C41 0.0263(16) 0.0204(16) 0.0258(16) 0.0053(13) 0.0050(13) 0.0062(13) C42 0.0352(18) 0.0210(16) 0.0309(17) 0.0075(13) 0.0033(14) 0.0096(14) C43 0.0318(17) 0.0191(15) 0.0296(17) 0.0066(13) 0.0066(14) 0.0087(13) C44 0.0289(17) 0.0255(16) 0.0285(17) 0.0064(13) 0.0050(14) 0.0050(14) C45 0.0287(17) 0.0239(16) 0.0316(18) 0.0051(14) 0.0000(14) 0.0018(14) C46 0.0314(17) 0.0169(15) 0.0311(17) 0.0080(13) 0.0057(14) 0.0103(13) C47 0.0268(17) 0.0268(17) 0.0339(18) 0.0084(14) 0.0066(14) 0.0083(14) C48 0.0285(17) 0.0262(17) 0.0304(18) 0.0051(13) 0.0010(14) 0.0076(14) C49 0.0368(18) 0.0199(15) 0.0308(17) 0.0086(13) 0.0072(14) 0.0121(14) N50 0.0310(14) 0.0218(14) 0.0256(14) 0.0078(11) 0.0045(11) 0.0055(11) C51 0.0291(17) 0.0234(16) 0.0268(17) 0.0061(13) 0.0044(13) 0.0031(13) C52 0.0258(16) 0.0255(17) 0.0241(16) 0.0045(13) 0.0004(13) 0.0040(13) N53 0.0254(13) 0.0221(13) 0.0251(14) 0.0071(11) 0.0056(11) 0.0056(11) C54 0.0258(16) 0.0252(16) 0.0267(16) 0.0086(13) 0.0074(13) 0.0079(13) C55 0.0319(17) 0.0191(15) 0.0220(15) 0.0052(12) 0.0042(13) 0.0041(13) C56 0.0220(16) 0.0267(17) 0.0291(17) 0.0069(13) 0.0059(13) 0.0021(13) C57 0.0269(17) 0.0261(17) 0.0328(18) 0.0072(14) 0.0068(14) 0.0084(14) C58 0.0302(17) 0.0179(15) 0.0257(16) 0.0063(12) 0.0029(13) 0.0044(13) C59 0.0245(16) 0.0238(16) 0.0385(19) 0.0096(14) 0.0084(14) 0.0052(13) C60 0.0248(16) 0.0264(17) 0.0367(18) 0.0090(14) 0.0078(14) 0.0087(13) N61 0.0265(14) 0.0206(13) 0.0290(14) 0.0050(11) 0.0039(11) 0.0051(11) C62 0.0305(17) 0.0245(17) 0.0261(17) 0.0040(13) 0.0010(13) 0.0049(14) N63 0.0331(15) 0.0227(14) 0.0270(14) 0.0053(11) 0.0028(12) 0.0074(12) C64 0.0346(18) 0.0247(17) 0.0259(17) 0.0051(13) 0.0042(14) 0.0041(14) C65 0.0289(17) 0.0325(18) 0.0275(17) 0.0071(14) 0.0045(14) 0.0053(14) C66 0.0358(18) 0.0238(16) 0.0306(18) 0.0055(14) -0.0009(14) 0.0074(14) C67 0.0315(17) 0.0194(15) 0.0290(17) 0.0053(13) 0.0016(14) 0.0056(13) C68 0.0297(18) 0.0381(19) 0.0278(18) 0.0049(15) 0.0069(14) 0.0014(15) C69 0.0254(17) 0.041(2) 0.036(2) 0.0060(16) 0.0026(15) 0.0024(15) C70 0.0356(18) 0.0171(15) 0.0307(17) 0.0048(13) 0.0031(14) 0.0081(13) C71 0.0300(18) 0.043(2) 0.0338(19) 0.0072(16) 0.0076(15) 0.0109(16) C72 0.0257(18) 0.040(2) 0.043(2) 0.0045(16) 0.0018(15) 0.0080(15) C73 0.045(2) 0.0283(17) 0.0294(18) 0.0084(14) 0.0028(15) 0.0104(15) N74 0.0337(15) 0.0223(14) 0.0250(14) 0.0052(11) 0.0034(11) 0.0064(11) C75 0.0290(17) 0.0268(17) 0.0317(18) 0.0064(14) 0.0029(14) 0.0018(14) C76 0.0247(16) 0.0295(17) 0.0296(17) 0.0084(14) 0.0032(13) 0.0043(14) N77 0.0291(14) 0.0251(14) 0.0288(14) 0.0072(11) 0.0058(11) 0.0066(12) C78 0.0336(18) 0.0254(17) 0.0340(18) 0.0070(14) 0.0021(14) 0.0060(14) C79 0.0320(17) 0.0222(16) 0.0249(16) 0.0046(13) 0.0036(13) 0.0071(13) C80 0.0301(18) 0.0285(18) 0.042(2) 0.0097(15) 0.0042(15) 0.0113(15) C81 0.0244(17) 0.0306(18) 0.044(2) 0.0101(15) 0.0016(14) 0.0044(14) C82 0.0303(17) 0.0221(16) 0.0237(16) 0.0046(12) 0.0033(13) 0.0048(13) C83 0.0293(18) 0.0300(18) 0.0366(19) 0.0058(14) 0.0055(14) 0.0105(14) C84 0.0274(17) 0.0284(17) 0.0364(19) 0.0077(14) 0.0075(14) 0.0055(14) O85 0.0376(14) 0.0297(13) 0.0625(17) 0.0076(12) 0.0121(12) 0.0095(11) O86 0.0476(15) 0.0340(13) 0.0415(14) 0.0127(11) 0.0048(11) 0.0045(11) O87 0.0378(14) 0.0389(14) 0.0438(14) 0.0053(11) 0.0047(11) 0.0090(11) O88 0.0367(14) 0.0477(15) 0.0440(15) 0.0179(12) 0.0068(11) 0.0144(12) O89 0.0478(15) 0.0415(15) 0.0467(15) 0.0104(12) 0.0043(12) 0.0032(12) O90 0.0353(14) 0.0447(15) 0.0673(18) 0.0187(13) 0.0140(13) 0.0122(12) O91 0.0468(15) 0.0485(15) 0.0457(15) 0.0171(12) 0.0082(12) 0.0101(12) O92 0.0408(14) 0.0412(15) 0.0498(16) 0.0070(12) 0.0067(12) 0.0064(12) O93 0.0633(19) 0.0456(16) 0.0563(17) 0.0225(14) -0.0047(14) -0.0033(14) O94 0.0565(18) 0.0471(17) 0.098(3) 0.0219(16) -0.0042(17) 0.0106(14) O95 0.049(3) 0.037(2) 0.046(4) 0.010(2) -0.003(3) 0.013(2) O96 0.041(5) 0.049(5) 0.091(12) 0.026(5) 0.000(5) 0.012(4) O98 0.070(10) 0.060(9) 0.093(11) -0.002(7) 0.011(7) 0.033(7) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.22556(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 O1 . C2 . 1.258(4) yes C2 . O3 . 1.266(4) yes C2 . C4 . 1.502(5) yes C4 . C5 . 1.392(5) yes C4 . C9 . 1.386(5) yes C5 . C6 . 1.399(5) yes C5 . H51 . 0.952 no C6 . C7 . 1.389(7) yes C6 . H61 . 0.939 no C7 . C8 . 1.376(8) yes C7 . H71 . 0.928 no C8 . C9 . 1.376(7) yes C8 . H81 . 0.943 no C9 . H91 . 0.936 no O10 . C11 . 1.264(4) yes C11 . O12 . 1.267(4) yes C11 . C13 . 1.509(5) yes C13 . C14 . 1.398(4) yes C13 . C18 . 1.393(4) yes C14 . C15 . 1.382(5) yes C14 . H141 . 0.943 no C15 . C16 . 1.385(5) yes C15 . H151 . 0.946 no C16 . C17 . 1.395(5) yes C16 . H161 . 0.932 no C17 . C18 . 1.383(5) yes C17 . H171 . 0.934 no C18 . H181 . 0.945 no O20 . C20 . 1.251(4) yes C20 . O21 . 1.263(5) yes C20 . C22 . 1.514(5) yes C22 . C23 . 1.398(5) yes C22 . C27 . 1.392(5) yes C23 . C24 . 1.381(5) yes C23 . H231 . 0.951 no C24 . C25 . 1.380(5) yes C24 . H241 . 0.931 no C25 . C26 . 1.392(5) yes C25 . H251 . 0.936 no C26 . C27 . 1.390(5) yes C26 . H261 . 0.945 no C27 . H271 . 0.922 no O28 . C29 . 1.255(4) yes C29 . O30 . 1.261(4) yes C29 . C31 . 1.508(4) yes C31 . C32 . 1.393(5) yes C31 . C36 . 1.398(5) yes C32 . C33 . 1.390(5) yes C32 . H321 . 0.947 no C33 . C34 . 1.388(5) yes C33 . H331 . 0.945 no C34 . C35 . 1.381(5) yes C34 . H341 . 0.942 no C35 . C36 . 1.386(5) yes C35 . H351 . 0.962 no C36 . H361 . 0.957 no N37 . C38 . 1.379(4) yes N37 . C41 . 1.339(4) yes N37 . C58 . 1.438(4) yes C38 . C39 . 1.348(4) yes C38 . H381 . 0.917 no C39 . N40 . 1.384(4) yes C39 . H391 . 0.954 no N40 . C41 . 1.330(4) yes N40 . C42 . 1.485(4) yes C41 . H411 . 0.936 no C42 . C43 . 1.507(4) yes C42 . H421 . 0.982 no C42 . H422 . 0.984 no C43 . C44 . 1.395(5) yes C43 . C48 . 1.394(4) yes C44 . C45 . 1.382(5) yes C44 . H441 . 0.950 no C45 . C46 . 1.394(4) yes C45 . H451 . 0.917 no C46 . C47 . 1.382(4) yes C46 . C49 . 1.518(4) yes C47 . C48 . 1.387(5) yes C47 . H471 . 0.948 no C48 . H481 . 0.945 no C49 . N50 2_667 1.479(4) yes C49 . H492 . 0.971 no C49 . H491 . 0.967 no N50 . C51 . 1.389(4) yes N50 . C54 . 1.328(4) yes C51 . C52 . 1.349(4) yes C51 . H511 . 0.937 no C52 . N53 . 1.390(4) yes C52 . H521 . 0.939 no N53 . C54 . 1.342(4) yes N53 . C55 . 1.436(4) yes C54 . H541 . 0.937 no C55 . C56 . 1.385(4) yes C55 . C60 . 1.385(4) yes C56 . C57 . 1.382(4) yes C56 . H561 . 0.940 no C57 . C58 . 1.386(4) yes C57 . H571 . 0.932 no C58 . C59 . 1.383(4) yes C59 . C60 . 1.383(4) yes C59 . H591 . 0.936 no C60 . H601 . 0.918 no N61 . C62 . 1.335(4) yes N61 . C65 . 1.382(4) yes N61 . C82 . 1.438(4) yes C62 . N63 . 1.324(4) yes C62 . H621 . 0.939 no N63 . C64 . 1.381(4) yes N63 . C66 . 1.488(4) yes C64 . C65 . 1.348(5) yes C64 . H641 . 0.936 no C65 . H651 . 0.954 no C66 . C67 . 1.516(4) yes C66 . H662 . 0.974 no C66 . H661 . 0.978 no C67 . C68 . 1.389(5) yes C67 . C72 . 1.381(5) yes C68 . C69 . 1.381(5) yes C68 . H681 . 0.935 no C69 . C70 . 1.398(5) yes C69 . H691 . 0.941 no C70 . C71 . 1.381(5) yes C70 . C73 . 1.502(5) yes C71 . C72 . 1.390(5) yes C71 . H711 . 0.948 no C72 . H721 . 0.943 no C73 . N74 2_776 1.490(4) yes C73 . H731 . 0.969 no C73 . H732 . 0.957 no N74 . C75 . 1.377(4) yes N74 . C78 . 1.327(4) yes C75 . C76 . 1.345(5) yes C75 . H751 . 0.926 no C76 . N77 . 1.378(4) yes C76 . H761 . 0.939 no N77 . C78 . 1.339(4) yes N77 . C79 . 1.440(4) yes C78 . H781 . 0.922 no C79 . C80 . 1.380(5) yes C79 . C84 . 1.388(5) yes C80 . C81 . 1.390(5) yes C80 . H801 . 0.933 no C81 . C82 . 1.386(5) yes C81 . H811 . 0.933 no C82 . C83 . 1.380(4) yes C83 . C84 . 1.385(5) yes C83 . H831 . 0.938 no C84 . H841 . 0.950 no O85 . H851 . 0.853 no O85 . H852 . 0.851 no O86 . H862 . 0.839 no O86 . H861 . 0.832 no O87 . H872 . 0.831 no O87 . H871 . 0.841 no O88 . H882 . 0.855 no O88 . H881 . 0.843 no O89 . H891 . 0.844 no O89 . H892 . 0.850 no O90 . H901 . 0.859 no O90 . H902 . 0.863 no O91 . H911 . 0.850 no O91 . H912 . 0.858 no O92 . H921 . 0.865 no O92 . H922 . 0.850 no O93 . H931 . 0.850 no O93 . H932 . 0.850 no O94 . H941 . 0.850 no O94 . H942 . 0.850 no O95 . H951 . 0.821 no O95 . H952 . 0.853 no O96 . H961 . 0.819 no O96 . H962 . 0.860 no O98 . H981 . 0.850 no O98 . H982 . 0.850 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 . C2 . O3 . 122.8(3) yes O1 . C2 . C4 . 119.0(3) yes O3 . C2 . C4 . 118.2(3) yes C2 . C4 . C5 . 120.7(3) yes C2 . C4 . C9 . 119.7(3) yes C5 . C4 . C9 . 119.5(4) yes C4 . C5 . C6 . 120.0(4) yes C4 . C5 . H51 . 120.0 no C6 . C5 . H51 . 120.0 no C5 . C6 . C7 . 119.3(4) yes C5 . C6 . H61 . 119.9 no C7 . C6 . H61 . 120.8 no C6 . C7 . C8 . 120.4(4) yes C6 . C7 . H71 . 119.1 no C8 . C7 . H71 . 120.4 no C7 . C8 . C9 . 120.3(5) yes C7 . C8 . H81 . 120.0 no C9 . C8 . H81 . 119.8 no C4 . C9 . C8 . 120.5(5) yes C4 . C9 . H91 . 120.1 no C8 . C9 . H91 . 119.4 no O10 . C11 . O12 . 123.6(3) yes O10 . C11 . C13 . 118.4(3) yes O12 . C11 . C13 . 118.0(3) yes C11 . C13 . C14 . 120.3(3) yes C11 . C13 . C18 . 121.3(3) yes C14 . C13 . C18 . 118.4(3) yes C13 . C14 . C15 . 121.0(3) yes C13 . C14 . H141 . 119.2 no C15 . C14 . H141 . 119.8 no C14 . C15 . C16 . 120.0(3) yes C14 . C15 . H151 . 120.2 no C16 . C15 . H151 . 119.7 no C15 . C16 . C17 . 119.6(3) yes C15 . C16 . H161 . 121.1 no C17 . C16 . H161 . 119.3 no C16 . C17 . C18 . 120.2(3) yes C16 . C17 . H171 . 119.6 no C18 . C17 . H171 . 120.2 no C13 . C18 . C17 . 120.8(3) yes C13 . C18 . H181 . 119.3 no C17 . C18 . H181 . 119.9 no O20 . C20 . O21 . 123.9(4) yes O20 . C20 . C22 . 118.9(4) yes O21 . C20 . C22 . 117.3(3) yes C20 . C22 . C23 . 120.1(3) yes C20 . C22 . C27 . 121.0(3) yes C23 . C22 . C27 . 118.8(3) yes C22 . C23 . C24 . 120.6(3) yes C22 . C23 . H231 . 119.3 no C24 . C23 . H231 . 120.0 no C23 . C24 . C25 . 120.3(3) yes C23 . C24 . H241 . 120.4 no C25 . C24 . H241 . 119.3 no C24 . C25 . C26 . 119.8(3) yes C24 . C25 . H251 . 120.1 no C26 . C25 . H251 . 120.0 no C25 . C26 . C27 . 119.9(3) yes C25 . C26 . H261 . 119.9 no C27 . C26 . H261 . 120.2 no C22 . C27 . C26 . 120.4(3) yes C22 . C27 . H271 . 119.5 no C26 . C27 . H271 . 120.0 no O28 . C29 . O30 . 123.8(3) yes O28 . C29 . C31 . 118.8(3) yes O30 . C29 . C31 . 117.4(3) yes C29 . C31 . C32 . 120.8(3) yes C29 . C31 . C36 . 120.3(3) yes C32 . C31 . C36 . 118.9(3) yes C31 . C32 . C33 . 120.7(3) yes C31 . C32 . H321 . 119.1 no C33 . C32 . H321 . 120.2 no C32 . C33 . C34 . 119.8(3) yes C32 . C33 . H331 . 120.3 no C34 . C33 . H331 . 119.8 no C33 . C34 . C35 . 119.8(3) yes C33 . C34 . H341 . 120.1 no C35 . C34 . H341 . 120.1 no C34 . C35 . C36 . 120.7(3) yes C34 . C35 . H351 . 120.6 no C36 . C35 . H351 . 118.7 no C31 . C36 . C35 . 120.1(3) yes C31 . C36 . H361 . 119.9 no C35 . C36 . H361 . 120.1 no C38 . N37 . C41 . 108.9(2) yes C38 . N37 . C58 . 126.1(3) yes C41 . N37 . C58 . 125.0(3) yes N37 . C38 . C39 . 107.0(3) yes N37 . C38 . H381 . 124.5 no C39 . C38 . H381 . 128.5 no C38 . C39 . N40 . 107.3(3) yes C38 . C39 . H391 . 129.2 no N40 . C39 . H391 . 123.5 no C39 . N40 . C41 . 108.7(3) yes C39 . N40 . C42 . 125.6(3) yes C41 . N40 . C42 . 125.7(3) yes N37 . C41 . N40 . 108.2(3) yes N37 . C41 . H411 . 124.8 no N40 . C41 . H411 . 127.0 no N40 . C42 . C43 . 110.2(2) yes N40 . C42 . H421 . 107.9 no C43 . C42 . H421 . 111.1 no N40 . C42 . H422 . 107.7 no C43 . C42 . H422 . 110.9 no H421 . C42 . H422 . 109.0 no C42 . C43 . C44 . 120.6(3) yes C42 . C43 . C48 . 120.3(3) yes C44 . C43 . C48 . 119.0(3) yes C43 . C44 . C45 . 120.4(3) yes C43 . C44 . H441 . 119.2 no C45 . C44 . H441 . 120.4 no C44 . C45 . C46 . 120.5(3) yes C44 . C45 . H451 . 120.9 no C46 . C45 . H451 . 118.6 no C45 . C46 . C47 . 119.2(3) yes C45 . C46 . C49 . 120.4(3) yes C47 . C46 . C49 . 120.3(3) yes C46 . C47 . C48 . 120.6(3) yes C46 . C47 . H471 . 119.6 no C48 . C47 . H471 . 119.8 no C43 . C48 . C47 . 120.3(3) yes C43 . C48 . H481 . 119.7 no C47 . C48 . H481 . 119.9 no C46 . C49 . N50 2_667 111.2(2) yes C46 . C49 . H492 . 110.2 no N50 2_667 C49 . H492 . 108.0 no C46 . C49 . H491 . 109.8 no N50 2_667 C49 . H491 . 107.4 no H492 . C49 . H491 . 110.3 no C49 2_667 N50 . C51 . 125.8(3) yes C49 2_667 N50 . C54 . 124.9(3) yes C51 . N50 . C54 . 109.4(3) yes N50 . C51 . C52 . 107.0(3) yes N50 . C51 . H511 . 123.6 no C52 . C51 . H511 . 129.4 no C51 . C52 . N53 . 106.9(3) yes C51 . C52 . H521 . 128.8 no N53 . C52 . H521 . 124.4 no C52 . N53 . C54 . 109.0(2) yes C52 . N53 . C55 . 125.6(3) yes C54 . N53 . C55 . 125.3(3) yes N53 . C54 . N50 . 107.8(3) yes N53 . C54 . H541 . 126.6 no N50 . C54 . H541 . 125.6 no N53 . C55 . C56 . 118.7(3) yes N53 . C55 . C60 . 119.5(3) yes C56 . C55 . C60 . 121.8(3) yes C55 . C56 . C57 . 118.9(3) yes C55 . C56 . H561 . 120.8 no C57 . C56 . H561 . 120.3 no C56 . C57 . C58 . 119.5(3) yes C56 . C57 . H571 . 121.0 no C58 . C57 . H571 . 119.5 no N37 . C58 . C57 . 118.7(3) yes N37 . C58 . C59 . 119.8(3) yes C57 . C58 . C59 . 121.5(3) yes C58 . C59 . C60 . 119.2(3) yes C58 . C59 . H591 . 119.7 no C60 . C59 . H591 . 121.1 no C55 . C60 . C59 . 119.2(3) yes C55 . C60 . H601 . 119.9 no C59 . C60 . H601 . 120.9 no C62 . N61 . C65 . 109.0(3) yes C62 . N61 . C82 . 124.6(3) yes C65 . N61 . C82 . 126.4(3) yes N61 . C62 . N63 . 107.9(3) yes N61 . C62 . H621 . 126.1 no N63 . C62 . H621 . 126.0 no C62 . N63 . C64 . 109.3(3) yes C62 . N63 . C66 . 124.8(3) yes C64 . N63 . C66 . 125.8(3) yes N63 . C64 . C65 . 106.9(3) yes N63 . C64 . H641 . 124.2 no C65 . C64 . H641 . 128.9 no N61 . C65 . C64 . 106.8(3) yes N61 . C65 . H651 . 125.2 no C64 . C65 . H651 . 128.0 no N63 . C66 . C67 . 111.1(3) yes N63 . C66 . H662 . 106.8 no C67 . C66 . H662 . 110.2 no N63 . C66 . H661 . 106.8 no C67 . C66 . H661 . 110.2 no H662 . C66 . H661 . 111.7 no C66 . C67 . C68 . 120.8(3) yes C66 . C67 . C72 . 120.1(3) yes C68 . C67 . C72 . 119.1(3) yes C67 . C68 . C69 . 120.3(3) yes C67 . C68 . H681 . 119.4 no C69 . C68 . H681 . 120.3 no C68 . C69 . C70 . 120.9(3) yes C68 . C69 . H691 . 120.4 no C70 . C69 . H691 . 118.7 no C69 . C70 . C71 . 118.3(3) yes C69 . C70 . C73 . 121.1(3) yes C71 . C70 . C73 . 120.7(3) yes C70 . C71 . C72 . 121.0(3) yes C70 . C71 . H711 . 119.0 no C72 . C71 . H711 . 120.0 no C71 . C72 . C67 . 120.5(3) yes C71 . C72 . H721 . 120.0 no C67 . C72 . H721 . 119.5 no C70 . C73 . N74 2_776 110.7(3) yes C70 . C73 . H731 . 110.1 no N74 2_776 C73 . H731 . 108.6 no C70 . C73 . H732 . 109.8 no N74 2_776 C73 . H732 . 107.4 no H731 . C73 . H732 . 110.3 no C73 2_776 N74 . C75 . 125.9(3) yes C73 2_776 N74 . C78 . 125.3(3) yes C75 . N74 . C78 . 108.7(3) yes N74 . C75 . C76 . 107.2(3) yes N74 . C75 . H751 . 123.9 no C76 . C75 . H751 . 129.0 no C75 . C76 . N77 . 107.5(3) yes C75 . C76 . H761 . 128.4 no N77 . C76 . H761 . 124.1 no C76 . N77 . C78 . 108.1(3) yes C76 . N77 . C79 . 126.7(3) yes C78 . N77 . C79 . 125.0(3) yes N77 . C78 . N74 . 108.6(3) yes N77 . C78 . H781 . 125.5 no N74 . C78 . H781 . 126.0 no N77 . C79 . C80 . 119.8(3) yes N77 . C79 . C84 . 118.8(3) yes C80 . C79 . C84 . 121.3(3) yes C79 . C80 . C81 . 119.3(3) yes C79 . C80 . H801 . 120.9 no C81 . C80 . H801 . 119.8 no C80 . C81 . C82 . 119.4(3) yes C80 . C81 . H811 . 119.8 no C82 . C81 . H811 . 120.9 no N61 . C82 . C81 . 119.2(3) yes N61 . C82 . C83 . 119.7(3) yes C81 . C82 . C83 . 121.0(3) yes C82 . C83 . C84 . 119.8(3) yes C82 . C83 . H831 . 119.8 no C84 . C83 . H831 . 120.5 no C79 . C84 . C83 . 119.1(3) yes C79 . C84 . H841 . 120.2 no C83 . C84 . H841 . 120.7 no H851 . O85 . H852 . 111.1 no H862 . O86 . H861 . 114.6 no H872 . O87 . H871 . 103.7 no H882 . O88 . H881 . 102.2 no H891 . O89 . H892 . 106.2 no H901 . O90 . H902 . 110.7 no H911 . O91 . H912 . 99.5 no H921 . O92 . H922 . 108.8 no H931 . O93 . H932 . 86.3 no H941 . O94 . H942 . 83.5 no H951 . O95 . H952 . 104.7 no H961 . O96 . H962 . 133.5 no H981 . O98 . H982 . 117.1 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 C35 . H351 . O86 . 138 0.96 2.54 3.316(5) yes C41 . H411 . O87 1_455 165 0.94 2.51 3.419(5) yes C42 . H421 . O85 . 171 0.98 2.41 3.384(5) yes C49 . H492 . O28 2_777 167 0.97 2.47 3.428(5) yes C51 . H511 . O30 1_445 156 0.94 2.16 3.043(5) yes C52 . H521 . O90 2_666 166 0.94 2.37 3.290(5) yes C54 . H541 . O12 1_445 175 0.94 2.16 3.098(5) yes C62 . H621 . O3 . 168 0.94 2.13 3.059(5) yes C64 . H641 . O21 . 158 0.94 2.51 3.391(5) yes C65 . H651 . O92 . 171 0.95 2.31 3.256(5) yes C66 . H661 . O20 . 163 0.98 2.45 3.397(5) yes C73 . H732 . O96 2_666 176 0.96 2.24 3.195(5) yes C78 . H781 . O98 1_565 163 0.92 2.55 3.449(5) yes C83 . H831 . O3 . 136 0.94 2.49 3.229(5) yes O86 . H862 . O89 . 165 0.84 2.13 2.944(5) yes O88 . H882 . O28 . 175 0.86 1.81 2.663(5) yes O90 . H901 . O89 2_766 175 0.86 1.99 2.844(5) yes O85 . H851 . O10 1_455 171 0.85 1.92 2.766(5) yes O87 . H872 . O12 2_877 173 0.83 2.24 3.069(5) yes O88 . H881 . O1 . 162 0.84 1.93 2.744(5) yes O91 . H911 . O10 1_445 166 0.85 1.97 2.803(5) yes O92 . H921 . O88 1_455 166 0.87 1.99 2.840(5) yes O89 . H891 . O93 1_655 173 0.84 2.01 2.850(5) yes O86 . H861 . O12 1_445 173 0.83 2.05 2.881(5) yes O85 . H852 . O30 . 174 0.85 1.83 2.677(5) yes O90 . H902 . O91 2_766 178 0.86 1.93 2.797(5) yes O89 . H892 . O20 . 172 0.85 1.86 2.705(5) yes O92 . H922 . O85 . 173 0.85 1.90 2.751(5) yes O91 . H912 . O94 1_445 172 0.86 2.03 2.883(5) yes O87 . H871 . O86 . 170 0.84 2.08 2.908(5) yes O95 . H951 . O21 . 167 0.82 2.02 2.826(5) yes O95 . H952 . O1 1_455 164 0.85 2.02 2.849(5) yes O96 . H961 . O21 . 158 0.82 1.66 2.441(5) yes O96 . H962 . O1 1_455 147 0.86 2.01 2.771(5) yes O93 . H931 . O88 1_455 179 0.85 2.00 2.849(5) yes O93 . H932 . O96 . 180 0.85 1.81 2.664(5) yes O94 . H941 . O92 1_655 180 0.85 1.91 2.756(5) yes O94 . H942 . O3 . 180 0.85 2.09 2.939(5) yes #===END #============================================================================== data_1.AuCl2.2Cl.PF6 _database_code_depnum_ccdc_archive 'CCDC 796370' #TrackingRef 'Crystallographicdata.cif' #============================================================================== _audit_creation_date 08-12-15 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 004CJS08 _chemical_name_systematic . _chemical_melting_point . _cell_length_a 34.1635(6) _cell_length_b 12.0970(2) _cell_length_c 12.7837(2) _cell_angle_alpha 90 _cell_angle_beta 106.8314(8) _cell_angle_gamma 90 _cell_volume 5056.87(15) _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 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' Au -2.0133 8.8022 16.8819 0.4611 18.5913 8.6216 25.5582 1.4826 5.8600 36.3956 12.0658 '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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 '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' 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 = C46 H50 Au1 Cl4 F6 N10 O2 P1 # Dc = 1.65 Fooo = 2512.00 Mu = 32.24 M = 629.35 # Found Formula = C46 H50 Au1 Cl4 F6 N10 O2 P1 # Dc = 1.65 FOOO = 2512.00 Mu = 32.24 M = 629.35 _chemical_formula_sum 'C46 H50 Au1 Cl4 F6 N10 O2 P1' _chemical_formula_moiety 'C40 H36 N8, 2(C3 H7 N O), F6 P, Au Cl2, 2(Cl)' _chemical_compound_source . _chemical_formula_weight 1258.71 _cell_measurement_reflns_used 5998 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_pale_colourless _exptl_crystal_size_min 0.02 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_max 0.12 _exptl_crystal_density_diffrn 1.653 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2512 _exptl_absorpt_coefficient_mu 3.224 # Sheldrick geometric approximatio 0.68 0.94 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.79 _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 '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, 1997-2001).' _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 62641 _reflns_number_total 5738 _diffrn_reflns_av_R_equivalents 0.053 # Number of reflections with Friedels Law is 5738 # Number of reflections without Friedels Law is 11462 # Theoretical number of reflections is about 5782 _diffrn_reflns_theta_min 5.134 _diffrn_reflns_theta_max 27.455 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.906 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -43 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -44 _reflns_limit_h_max 42 _reflns_limit_k_min 0 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 16 _oxford_diffrn_Wilson_B_factor 3.50 _oxford_diffrn_Wilson_scale 67.29 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.87 _refine_diff_density_max 1.71 # 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 5737 _refine_ls_number_restraints 0 _refine_ls_number_parameters 319 _oxford_refine_ls_R_factor_ref 0.0508 _refine_ls_wR_factor_ref 0.0914 _refine_ls_goodness_of_fit_ref 0.9639 _refine_ls_shift/su_max 0.001336 # The values computed from all data _oxford_reflns_number_all 5737 _refine_ls_R_factor_all 0.0508 _refine_ls_wR_factor_all 0.0914 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4648 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_gt 0.0857 # 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^ +20.02P] ,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 (1997-2001). 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 Au1 Au 0.7500 0.2500 0.5000 0.0488 1.0000 Uani S . . . . . . Cl2 Cl 0.70014(3) 0.29345(13) 0.57822(10) 0.0686 1.0000 Uani . . . . . . . Cl3 Cl 0.66712(2) 0.70366(6) 0.55630(6) 0.0291 1.0000 Uani . . . . . . . P4 P 0.5000 -0.00744(11) 0.2500 0.0353 1.0000 Uani S T . . . . . F5 F 0.5000 -0.1392(3) 0.2500 0.0632 1.0000 Uani S T . . . . . F6 F 0.45185(6) -0.0090(2) 0.23701(19) 0.0554 1.0000 Uani . . . . . . . F7 F 0.50877(7) -0.0080(3) 0.37883(18) 0.0649 1.0000 Uani . . . . . . . F8 F 0.5000 0.1230(3) 0.2500 0.0900 1.0000 Uani S T . . . . . O9 O 0.42111(10) 0.3069(3) 0.2237(2) 0.0636 1.0000 Uani . . . . . . . C10 C 0.42533(17) 0.2869(5) 0.3235(5) 0.0720 1.0000 Uani . . . . . . . N11 N 0.45158(12) 0.3372(4) 0.4024(4) 0.0680 1.0000 Uani . . . . . . . C12 C 0.47744(14) 0.4222(4) 0.3716(4) 0.0660 1.0000 Uani . . . . . . . C13 C 0.45285(17) 0.3231(6) 0.5164(4) 0.0799 1.0000 Uani . . . . . . . N14 N 0.62617(7) 0.0355(2) 0.4443(2) 0.0270 1.0000 Uani . . . . . . . C15 C 0.62284(10) -0.0353(3) 0.5269(3) 0.0324 1.0000 Uani . . . . . . . C16 C 0.59584(10) 0.0118(3) 0.5723(3) 0.0329 1.0000 Uani . . . . . . . N17 N 0.58297(7) 0.1093(2) 0.5181(2) 0.0282 1.0000 Uani . . . . . . . C18 C 0.60138(9) 0.1221(3) 0.4408(3) 0.0298 1.0000 Uani . . . . . . . C19 C 0.55454(9) 0.1913(3) 0.5421(3) 0.0319 1.0000 Uani . . . . . . . C20 C 0.57822(9) 0.2863(3) 0.6085(3) 0.0297 1.0000 Uani . . . . . . . C21 C 0.59419(9) 0.3695(3) 0.5568(3) 0.0312 1.0000 Uani . . . . . . . C22 C 0.61862(10) 0.4520(3) 0.6178(3) 0.0326 1.0000 Uani . . . . . . . C23 C 0.62729(9) 0.4534(3) 0.7312(3) 0.0297 1.0000 Uani . . . . . . . C24 C 0.65596(9) 0.5409(3) 0.7972(3) 0.0321 1.0000 Uani . . . . . . . N25 N 0.69904(7) 0.5077(2) 0.8160(2) 0.0294 1.0000 Uani . . . . . . . C26 C 0.72265(9) 0.5384(3) 0.7555(3) 0.0304 1.0000 Uani . . . . . . . N27 N 0.75827(8) 0.4842(2) 0.7904(2) 0.0290 1.0000 Uani . . . . . . . C28 C 0.75673(10) 0.4152(3) 0.8761(3) 0.0337 1.0000 Uani . . . . . . . C29 C 0.71958(10) 0.4299(3) 0.8921(3) 0.0345 1.0000 Uani . . . . . . . C30 C 0.78989(9) 0.4843(3) 0.7372(2) 0.0288 1.0000 Uani . . . . . . . C31 C 0.80265(9) 0.5818(3) 0.6996(3) 0.0314 1.0000 Uani . . . . . . . C32 C 0.83131(9) 0.5766(3) 0.6409(3) 0.0303 1.0000 Uani . . . . . . . C33 C 0.84628(8) 0.4741(3) 0.6216(2) 0.0272 1.0000 Uani . . . . . . . C34 C 0.83452(10) 0.3776(3) 0.6629(3) 0.0314 1.0000 Uani . . . . . . . C35 C 0.80621(10) 0.3831(3) 0.7209(3) 0.0316 1.0000 Uani . . . . . . . C36 C 0.61052(9) 0.3730(3) 0.7820(3) 0.0332 1.0000 Uani . . . . . . . C37 C 0.58618(10) 0.2897(3) 0.7211(3) 0.0333 1.0000 Uani . . . . . . . H101 H 0.4084 0.2343 0.3410 0.1055 1.0000 Uiso R . . . . . . H122 H 0.5063 0.4057 0.4010 0.1060 1.0000 Uiso R . . . . . . H121 H 0.4696 0.4226 0.2910 0.1060 1.0000 Uiso R . . . . . . H123 H 0.4703 0.4954 0.3954 0.1060 1.0000 Uiso R . . . . . . H132 H 0.4782 0.3475 0.5654 0.1170 1.0000 Uiso R . . . . . . H131 H 0.4511 0.2439 0.5260 0.1171 1.0000 Uiso R . . . . . . H133 H 0.4302 0.3564 0.5344 0.1171 1.0000 Uiso R . . . . . . H151 H 0.6369 -0.0999 0.5474 0.0379 1.0000 Uiso R . . . . . . H161 H 0.5876 -0.0148 0.6313 0.0368 1.0000 Uiso R . . . . . . H181 H 0.5976 0.1835 0.3925 0.0348 1.0000 Uiso R . . . . . . H192 H 0.5370 0.1570 0.5794 0.0380 1.0000 Uiso R . . . . . . H191 H 0.5376 0.2211 0.4723 0.0376 1.0000 Uiso R . . . . . . H211 H 0.5884 0.3674 0.4809 0.0381 1.0000 Uiso R . . . . . . H221 H 0.6299 0.5070 0.5851 0.0356 1.0000 Uiso R . . . . . . H241 H 0.6517 0.6101 0.7550 0.0400 1.0000 Uiso R . . . . . . H242 H 0.6505 0.5548 0.8668 0.0403 1.0000 Uiso R . . . . . . H261 H 0.7154 0.5907 0.6971 0.0372 1.0000 Uiso R . . . . . . H281 H 0.7775 0.3705 0.9144 0.0400 1.0000 Uiso R . . . . . . H291 H 0.7098 0.3962 0.9449 0.0420 1.0000 Uiso R . . . . . . H311 H 0.7921 0.6525 0.7136 0.0379 1.0000 Uiso R . . . . . . H321 H 0.8406 0.6434 0.6157 0.0369 1.0000 Uiso R . . . . . . H341 H 0.8460 0.3080 0.6519 0.0367 1.0000 Uiso R . . . . . . H351 H 0.7971 0.3168 0.7459 0.0377 1.0000 Uiso R . . . . . . H361 H 0.6160 0.3714 0.8578 0.0390 1.0000 Uiso R . . . . . . H371 H 0.5757 0.2360 0.7595 0.0402 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 Au1 0.04069(12) 0.06115(16) 0.04144(12) -0.00315(10) 0.00697(8) 0.00655(10) Cl2 0.0491(6) 0.0979(9) 0.0605(7) -0.0195(6) 0.0183(5) 0.0041(6) Cl3 0.0328(4) 0.0254(3) 0.0292(3) 0.0008(3) 0.0091(3) 0.0006(3) P4 0.0298(6) 0.0442(7) 0.0341(6) 0.0000 0.0127(5) 0.0000 F5 0.062(2) 0.0439(19) 0.088(3) 0.0000 0.0273(19) 0.0000 F6 0.0313(10) 0.0871(18) 0.0500(13) 0.0062(12) 0.0155(9) 0.0088(11) F7 0.0495(13) 0.114(2) 0.0337(12) -0.0113(13) 0.0158(10) -0.0211(14) F8 0.127(4) 0.041(2) 0.139(4) 0.0000 0.096(3) 0.0000 O9 0.0646(19) 0.067(2) 0.0486(17) -0.0231(15) -0.0009(14) 0.0220(16) C10 0.067(3) 0.062(3) 0.082(4) -0.021(3) 0.014(3) 0.012(3) N11 0.055(2) 0.075(3) 0.074(3) -0.010(2) 0.018(2) 0.009(2) C12 0.045(2) 0.080(3) 0.075(3) -0.014(3) 0.021(2) -0.016(2) C13 0.072(3) 0.106(5) 0.064(3) 0.011(3) 0.023(3) 0.010(3) N14 0.0256(12) 0.0269(13) 0.0286(13) 0.0028(10) 0.0082(10) 0.0004(10) C15 0.0340(16) 0.0308(17) 0.0339(16) 0.0078(13) 0.0122(13) 0.0028(13) C16 0.0355(16) 0.0319(17) 0.0341(17) 0.0069(13) 0.0148(13) 0.0032(13) N17 0.0257(12) 0.0259(13) 0.0335(13) 0.0005(11) 0.0095(10) 0.0003(10) C18 0.0273(14) 0.0268(15) 0.0364(16) 0.0037(13) 0.0109(12) 0.0006(12) C19 0.0230(14) 0.0315(17) 0.0421(17) -0.0012(14) 0.0110(13) 0.0016(12) C20 0.0223(14) 0.0304(15) 0.0368(16) 0.0018(13) 0.0094(12) 0.0040(12) C21 0.0320(15) 0.0315(17) 0.0318(16) 0.0015(13) 0.0121(13) 0.0011(13) C22 0.0313(15) 0.0311(17) 0.0378(17) 0.0026(14) 0.0138(13) -0.0008(13) C23 0.0223(13) 0.0307(16) 0.0360(16) 0.0008(13) 0.0083(12) 0.0043(12) C24 0.0250(14) 0.0335(17) 0.0388(17) -0.0029(14) 0.0106(13) 0.0022(12) N25 0.0243(12) 0.0322(14) 0.0316(13) 0.0005(11) 0.0079(10) -0.0002(10) C26 0.0275(14) 0.0324(17) 0.0314(16) 0.0019(13) 0.0086(12) 0.0013(12) N27 0.0256(12) 0.0325(14) 0.0297(13) 0.0047(11) 0.0095(10) 0.0006(10) C28 0.0307(15) 0.0392(18) 0.0312(16) 0.0089(14) 0.0091(13) 0.0035(13) C29 0.0331(16) 0.0393(19) 0.0317(16) 0.0092(14) 0.0104(13) 0.0018(14) C30 0.0236(14) 0.0370(17) 0.0253(14) 0.0038(13) 0.0062(11) 0.0019(12) C31 0.0311(16) 0.0276(16) 0.0368(17) 0.0032(13) 0.0119(13) 0.0026(12) C32 0.0308(15) 0.0273(16) 0.0351(16) 0.0034(13) 0.0131(13) -0.0002(12) C33 0.0218(13) 0.0329(16) 0.0270(15) 0.0023(12) 0.0072(11) 0.0001(12) C34 0.0336(16) 0.0275(16) 0.0350(16) 0.0027(13) 0.0128(13) 0.0005(13) C35 0.0325(16) 0.0298(16) 0.0344(16) 0.0077(13) 0.0127(13) 0.0005(13) C36 0.0299(15) 0.0386(18) 0.0307(16) 0.0036(14) 0.0083(12) 0.0016(13) C37 0.0317(16) 0.0314(16) 0.0387(17) 0.0061(14) 0.0132(13) 0.0000(13) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.12664(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 Au1 . Cl2 4_656 2.2723(11) yes Au1 . Cl2 . 2.2723(11) yes P4 . F6 5_655 1.605(2) yes P4 . F7 5_655 1.586(2) yes P4 . F5 . 1.594(4) yes P4 . F6 . 1.605(2) yes P4 . F7 . 1.586(2) yes P4 . F8 . 1.578(4) yes O9 . C10 . 1.265(7) yes C10 . N11 . 1.292(7) yes C10 . H101 . 0.930 no N11 . C12 . 1.481(6) yes N11 . C13 . 1.456(6) yes C12 . H122 . 0.968 no C12 . H121 . 0.986 no C12 . H123 . 0.990 no C13 . H132 . 0.957 no C13 . H131 . 0.969 no C13 . H133 . 0.958 no N14 . C33 4_656 1.438(4) yes N14 . C15 . 1.390(4) yes N14 . C18 . 1.339(4) yes C15 . C16 . 1.350(4) yes C15 . H151 . 0.915 no C16 . N17 . 1.374(4) yes C16 . H161 . 0.936 no N17 . C18 . 1.325(4) yes N17 . C19 . 1.481(4) yes C18 . H181 . 0.950 no C19 . C20 . 1.515(5) yes C19 . H192 . 0.962 no C19 . H191 . 0.981 no C20 . C21 . 1.399(4) yes C20 . C37 . 1.386(5) yes C21 . C22 . 1.387(5) yes C21 . H211 . 0.932 no C22 . C23 . 1.394(4) yes C22 . H221 . 0.927 no C23 . C24 . 1.520(4) yes C23 . C36 . 1.382(4) yes C24 . N25 . 1.476(4) yes C24 . H241 . 0.984 no C24 . H242 . 0.976 no N25 . C26 . 1.323(4) yes N25 . C29 . 1.389(4) yes C26 . N27 . 1.340(4) yes C26 . H261 . 0.955 no N27 . C28 . 1.391(4) yes N27 . C30 . 1.433(4) yes C28 . C29 . 1.355(4) yes C28 . H281 . 0.915 no C29 . H291 . 0.930 no C30 . C31 . 1.391(4) yes C30 . C35 . 1.386(5) yes C31 . C32 . 1.397(4) yes C31 . H311 . 0.965 no C32 . C33 . 1.389(4) yes C32 . H321 . 0.958 no C33 . C34 . 1.388(4) yes C34 . C35 . 1.380(4) yes C34 . H341 . 0.957 no C35 . H351 . 0.950 no C36 . C37 . 1.392(5) yes C36 . H361 . 0.932 no C37 . H371 . 0.945 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 Cl2 4_656 Au1 . Cl2 . 179.995 yes F6 5_655 P4 . F7 5_655 89.26(12) yes F6 5_655 P4 . F5 . 89.33(11) yes F7 5_655 P4 . F5 . 89.77(12) yes F6 5_655 P4 . F6 . 178.7(2) yes F7 5_655 P4 . F6 . 90.73(12) yes F5 . P4 . F6 . 89.33(11) yes F6 5_655 P4 . F7 . 90.73(12) yes F7 5_655 P4 . F7 . 179.5(2) yes F5 . P4 . F7 . 89.77(12) yes F6 . P4 . F7 . 89.26(12) yes F6 5_655 P4 . F8 . 90.67(11) yes F7 5_655 P4 . F8 . 90.23(12) yes F5 . P4 . F8 . 179.993 yes F6 . P4 . F8 . 90.67(11) yes F7 . P4 . F8 . 90.23(12) yes O9 . C10 . N11 . 123.2(6) yes O9 . C10 . H101 . 118.5 no N11 . C10 . H101 . 118.2 no C10 . N11 . C12 . 116.9(5) yes C10 . N11 . C13 . 122.7(5) yes C12 . N11 . C13 . 120.0(4) yes N11 . C12 . H122 . 111.8 no N11 . C12 . H121 . 106.1 no H122 . C12 . H121 . 110.2 no N11 . C12 . H123 . 108.7 no H122 . C12 . H123 . 112.3 no H121 . C12 . H123 . 107.4 no N11 . C13 . H132 . 112.2 no N11 . C13 . H131 . 104.9 no H132 . C13 . H131 . 107.3 no N11 . C13 . H133 . 113.6 no H132 . C13 . H133 . 110.8 no H131 . C13 . H133 . 107.6 no C33 4_656 N14 . C15 . 127.3(3) yes C33 4_656 N14 . C18 . 124.0(3) yes C15 . N14 . C18 . 108.5(2) yes N14 . C15 . C16 . 106.4(3) yes N14 . C15 . H151 . 126.3 no C16 . C15 . H151 . 127.2 no C15 . C16 . N17 . 107.7(3) yes C15 . C16 . H161 . 127.2 no N17 . C16 . H161 . 125.0 no C16 . N17 . C18 . 108.9(3) yes C16 . N17 . C19 . 127.1(3) yes C18 . N17 . C19 . 123.9(3) yes N14 . C18 . N17 . 108.4(3) yes N14 . C18 . H181 . 126.7 no N17 . C18 . H181 . 124.9 no N17 . C19 . C20 . 110.4(2) yes N17 . C19 . H192 . 110.7 no C20 . C19 . H192 . 111.0 no N17 . C19 . H191 . 107.9 no C20 . C19 . H191 . 108.1 no H192 . C19 . H191 . 108.6 no C19 . C20 . C21 . 119.9(3) yes C19 . C20 . C37 . 121.1(3) yes C21 . C20 . C37 . 118.9(3) yes C20 . C21 . C22 . 120.4(3) yes C20 . C21 . H211 . 118.5 no C22 . C21 . H211 . 121.1 no C21 . C22 . C23 . 120.4(3) yes C21 . C22 . H221 . 121.6 no C23 . C22 . H221 . 118.0 no C22 . C23 . C24 . 119.6(3) yes C22 . C23 . C36 . 119.2(3) yes C24 . C23 . C36 . 121.2(3) yes C23 . C24 . N25 . 110.7(3) yes C23 . C24 . H241 . 108.6 no N25 . C24 . H241 . 107.7 no C23 . C24 . H242 . 111.2 no N25 . C24 . H242 . 110.1 no H241 . C24 . H242 . 108.4 no C24 . N25 . C26 . 125.2(3) yes C24 . N25 . C29 . 125.2(3) yes C26 . N25 . C29 . 109.3(3) yes N25 . C26 . N27 . 108.4(3) yes N25 . C26 . H261 . 125.4 no N27 . C26 . H261 . 126.2 no C26 . N27 . C28 . 108.6(2) yes C26 . N27 . C30 . 125.3(3) yes C28 . N27 . C30 . 125.4(3) yes N27 . C28 . C29 . 106.9(3) yes N27 . C28 . H281 . 125.2 no C29 . C28 . H281 . 127.9 no N25 . C29 . C28 . 106.8(3) yes N25 . C29 . H291 . 126.1 no C28 . C29 . H291 . 127.1 no N27 . C30 . C31 . 121.3(3) yes N27 . C30 . C35 . 117.6(3) yes C31 . C30 . C35 . 121.1(3) yes C30 . C31 . C32 . 119.1(3) yes C30 . C31 . H311 . 121.1 no C32 . C31 . H311 . 119.8 no C31 . C32 . C33 . 119.1(3) yes C31 . C32 . H321 . 119.6 no C33 . C32 . H321 . 121.2 no N14 4_656 C33 . C32 . 120.9(3) yes N14 4_656 C33 . C34 . 117.7(3) yes C32 . C33 . C34 . 121.4(3) yes C33 . C34 . C35 . 119.2(3) yes C33 . C34 . H341 . 120.6 no C35 . C34 . H341 . 120.2 no C30 . C35 . C34 . 119.9(3) yes C30 . C35 . H351 . 120.7 no C34 . C35 . H351 . 119.3 no C23 . C36 . C37 . 120.6(3) yes C23 . C36 . H361 . 121.2 no C37 . C36 . H361 . 118.2 no C36 . C37 . C20 . 120.5(3) yes C36 . C37 . H371 . 117.6 no C20 . C37 . H371 . 121.9 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 C18 . H181 . O9 5_655 170 0.95 2.07 3.013(5) yes #===END #===END #============================================================================== data_11I _database_code_depnum_ccdc_archive 'CCDC 802075' #TrackingRef '- Crystallographicdata.cif' #============================================================================== _audit_creation_date 09-04-10 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 028CJS08 _chemical_name_systematic . _chemical_melting_point . _cell_length_a 12.9114(3) _cell_length_b 10.3713(3) _cell_length_c 12.8078(3) _cell_angle_alpha 90 _cell_angle_beta 119.7800(12) _cell_angle_gamma 90 _cell_volume 1488.57(7) _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' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 '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 = C76 Co8 O8 # Dc = 1.69 Fooo = 800.00 Mu = 22.31 M = 378.07 # Found Formula = C56 H24 Co8 O28 # Dc = 1.80 FOOO = 800.00 Mu = 22.60 M = 404.06 _chemical_formula_sum 'C28 H12 Co4 O14' _chemical_formula_moiety 'C28 H12 Co4 O14' _chemical_compound_source . _chemical_formula_weight 808.1272 _cell_measurement_reflns_used 36334 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_min 0.24 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_max 0.37 _exptl_crystal_density_diffrn 1.803 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 2.260 # Sheldrick geometric approximatio 0.56 0.58 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.56 _exptl_absorpt_correction_T_max 0.58 # 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, 1997-2001).' _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 23475 _reflns_number_total 3515 _diffrn_reflns_av_R_equivalents 0.047 # Number of reflections with Friedels Law is 3515 # Number of reflections without Friedels Law is 23521 # Theoretical number of reflections is about 3540 _diffrn_reflns_theta_min 5.204 _diffrn_reflns_theta_max 27.847 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.847 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min 0 _reflns_limit_h_max 16 _reflns_limit_k_min -13 _reflns_limit_k_max 0 _reflns_limit_l_min -16 _reflns_limit_l_max 14 _oxford_diffrn_Wilson_B_factor 1.96 _oxford_diffrn_Wilson_scale 1.89 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.63 _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 3515 _refine_ls_number_restraints 0 _refine_ls_number_parameters 208 _oxford_refine_ls_R_factor_ref 0.0358 _refine_ls_wR_factor_ref 0.0702 _refine_ls_goodness_of_fit_ref 0.9862 _refine_ls_shift/su_max 0.002175 # The values computed from all data _oxford_reflns_number_all 3515 _refine_ls_R_factor_all 0.0358 _refine_ls_wR_factor_all 0.0702 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2979 _refine_ls_R_factor_gt 0.0277 _refine_ls_wR_factor_gt 0.0663 # 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^ + 0.96P] ,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 (1997-2001). 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 Co1 Co 0.85818(2) 0.75722(2) 0.99493(2) 0.0258 1.0000 Uani . . . . . . . Co2 Co 0.78405(2) 0.58441(3) 1.07250(2) 0.0271 1.0000 Uani . . . . . . . C3 C 0.69337(16) 0.70589(19) 0.94065(16) 0.0270 1.0000 Uani . . . . . . . C4 C 0.73958(17) 0.76614(19) 1.04684(17) 0.0305 1.0000 Uani . . . . . . . C5 C 0.58431(17) 0.7003(2) 0.82058(16) 0.0296 1.0000 Uani . . . . . . . O6 O 0.60187(12) 0.60497(14) 0.74990(11) 0.0332 1.0000 Uani . . . . . . . C7 C 0.51625(16) 0.59753(19) 0.63020(16) 0.0288 1.0000 Uani . . . . . . . C8 C 0.41557(18) 0.6718(2) 0.57686(18) 0.0380 1.0000 Uani . . . . . . . C9 C 0.66434(19) 0.3409(2) 0.54804(19) 0.0420 1.0000 Uani . . . . . . . C10 C 0.64342(17) 0.4253(2) 0.61661(17) 0.0344 1.0000 Uani . . . . . . . C11 C 0.54080(15) 0.50523(18) 0.56313(15) 0.0266 1.0000 Uani . . . . . . . C12 C 0.6734(2) 0.5316(2) 1.10801(19) 0.0409 1.0000 Uani . . . . . . . O13 O 0.60269(16) 0.5050(2) 1.13294(17) 0.0639 1.0000 Uani . . . . . . . C14 C 0.91528(18) 0.57684(19) 1.22153(18) 0.0322 1.0000 Uani . . . . . . . O15 O 0.99838(14) 0.57624(15) 1.31388(13) 0.0423 1.0000 Uani . . . . . . . C16 C 0.79839(18) 0.4480(2) 0.99163(18) 0.0334 1.0000 Uani . . . . . . . O17 O 0.80835(15) 0.36530(16) 0.93975(15) 0.0465 1.0000 Uani . . . . . . . C18 C 0.83538(18) 0.9196(2) 0.93972(17) 0.0336 1.0000 Uani . . . . . . . O19 O 0.81734(16) 1.02324(16) 0.90712(15) 0.0480 1.0000 Uani . . . . . . . C20 C 1.00453(18) 0.7771(2) 1.12749(18) 0.0326 1.0000 Uani . . . . . . . O21 O 1.09508(14) 0.78770(16) 1.21168(14) 0.0444 1.0000 Uani . . . . . . . C22 C 0.88761(17) 0.6681(2) 0.88997(17) 0.0324 1.0000 Uani . . . . . . . O23 O 0.90468(15) 0.60988(17) 0.82500(14) 0.0445 1.0000 Uani . . . . . . . H41 H 0.7160 0.8329 1.0861 0.0346 1.0000 Uiso R . . . . . . H52 H 0.5726 0.7856 0.7816 0.0319 1.0000 Uiso R . . . . . . H51 H 0.5150 0.6765 0.8294 0.0327 1.0000 Uiso R . . . . . . H81 H 0.3992 0.7319 0.6229 0.0397 1.0000 Uiso R . . . . . . H91 H 0.7343 0.2887 0.5848 0.0432 1.0000 Uiso R . . . . . . H101 H 0.6971 0.4309 0.7012 0.0354 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 Co1 0.02364(14) 0.03021(15) 0.01839(13) -0.00082(9) 0.00656(10) -0.00128(9) Co2 0.02548(14) 0.03268(15) 0.01902(13) 0.00114(9) 0.00796(10) -0.00077(10) C3 0.0231(9) 0.0314(9) 0.0226(8) 0.0001(7) 0.0084(7) 0.0002(7) C4 0.0288(10) 0.0342(10) 0.0242(9) -0.0011(7) 0.0100(8) 0.0029(8) C5 0.0243(9) 0.0358(10) 0.0211(8) -0.0023(7) 0.0054(7) 0.0026(7) O6 0.0257(7) 0.0418(8) 0.0179(6) -0.0058(5) 0.0001(5) 0.0061(6) C7 0.0222(8) 0.0368(10) 0.0175(8) -0.0013(7) 0.0024(7) -0.0008(7) C8 0.0307(10) 0.0452(12) 0.0257(10) -0.0066(8) 0.0045(8) 0.0081(9) C9 0.0300(10) 0.0505(13) 0.0268(10) -0.0040(9) -0.0002(9) 0.0146(9) C10 0.0268(9) 0.0404(11) 0.0207(9) -0.0017(8) 0.0002(8) 0.0038(8) C11 0.0212(8) 0.0297(9) 0.0213(9) 0.0002(7) 0.0048(7) -0.0022(7) C12 0.0337(11) 0.0536(13) 0.0278(10) 0.0032(9) 0.0096(9) -0.0043(10) O13 0.0459(10) 0.0989(16) 0.0516(11) 0.0089(10) 0.0277(9) -0.0163(10) C14 0.0337(10) 0.0341(10) 0.0267(9) 0.0032(8) 0.0134(8) 0.0006(8) O15 0.0372(8) 0.0528(9) 0.0248(7) 0.0058(6) 0.0063(7) 0.0008(7) C16 0.0324(10) 0.0339(10) 0.0287(10) 0.0021(8) 0.0113(8) -0.0021(8) O17 0.0542(10) 0.0388(8) 0.0460(9) -0.0066(7) 0.0246(8) -0.0014(7) C18 0.0344(10) 0.0391(11) 0.0236(9) -0.0013(8) 0.0117(8) -0.0030(8) O19 0.0614(11) 0.0375(9) 0.0439(9) 0.0082(7) 0.0253(8) 0.0030(8) C20 0.0316(10) 0.0347(10) 0.0268(10) 0.0012(8) 0.0108(9) -0.0027(8) O21 0.0324(8) 0.0503(9) 0.0316(8) 0.0032(7) 0.0015(7) -0.0058(7) C22 0.0272(9) 0.0403(11) 0.0242(9) 0.0034(8) 0.0086(8) 0.0005(8) O23 0.0452(9) 0.0550(10) 0.0354(8) -0.0060(7) 0.0216(7) 0.0046(7) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.5389(8) 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 Co1 . Co2 . 2.4616(4) yes Co1 . C3 . 1.9558(18) yes Co1 . C4 . 1.951(2) yes Co1 . C18 . 1.793(2) yes Co1 . C20 . 1.819(2) yes Co1 . C22 . 1.820(2) yes Co2 . C3 . 1.9611(19) yes Co2 . C4 . 1.950(2) yes Co2 . C12 . 1.787(2) yes Co2 . C14 . 1.819(2) yes Co2 . C16 . 1.816(2) yes C3 . C4 . 1.338(3) yes C3 . C5 . 1.483(2) yes C4 . H41 . 0.989 no C5 . O6 . 1.433(2) yes C5 . H52 . 0.990 no C5 . H51 . 0.987 no O6 . C7 . 1.377(2) yes C7 . C8 . 1.367(3) yes C7 . C11 . 1.423(3) yes C8 . C9 2_666 1.415(3) yes C8 . H81 . 0.951 no C9 . C10 . 1.359(3) yes C9 . H91 . 0.953 no C10 . C11 . 1.418(3) yes C10 . H101 . 0.955 no C11 . C11 2_666 1.430(3) yes C12 . O13 . 1.140(3) yes C14 . O15 . 1.136(2) yes C16 . O17 . 1.131(3) yes C18 . O19 . 1.134(3) yes C20 . O21 . 1.135(2) yes C22 . O23 . 1.135(3) yes 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 Co2 . Co1 . C3 . 51.16(6) yes Co2 . Co1 . C4 . 50.86(6) yes C3 . Co1 . C4 . 40.05(8) yes Co2 . Co1 . C18 . 145.31(7) yes C3 . Co1 . C18 . 100.31(9) yes C4 . Co1 . C18 . 94.98(9) yes Co2 . Co1 . C20 . 97.91(7) yes C3 . Co1 . C20 . 143.61(9) yes C4 . Co1 . C20 . 107.69(9) yes C18 . Co1 . C20 . 98.79(9) yes Co2 . Co1 . C22 . 101.19(7) yes C3 . Co1 . C22 . 100.88(8) yes C4 . Co1 . C22 . 139.72(9) yes C18 . Co1 . C22 . 103.84(9) yes C20 . Co1 . C22 . 104.22(9) yes Co1 . Co2 . C3 . 50.97(5) yes Co1 . Co2 . C4 . 50.89(6) yes C3 . Co2 . C4 . 40.01(8) yes Co1 . Co2 . C12 . 147.79(8) yes C3 . Co2 . C12 . 101.84(9) yes C4 . Co2 . C12 . 97.67(10) yes Co1 . Co2 . C14 . 96.24(6) yes C3 . Co2 . C14 . 141.08(8) yes C4 . Co2 . C14 . 105.15(9) yes C12 . Co2 . C14 . 99.53(9) yes Co1 . Co2 . C16 . 99.61(7) yes C3 . Co2 . C16 . 101.29(8) yes C4 . Co2 . C16 . 139.61(9) yes C12 . Co2 . C16 . 103.13(10) yes C14 . Co2 . C16 . 105.02(9) yes Co2 . C3 . Co1 . 77.87(7) yes Co2 . C3 . C4 . 69.55(12) yes Co1 . C3 . C4 . 69.78(12) yes Co2 . C3 . C5 . 136.15(15) yes Co1 . C3 . C5 . 133.17(14) yes C4 . C3 . C5 . 141.86(19) yes C3 . C4 . Co1 . 70.17(12) yes C3 . C4 . Co2 . 70.44(12) yes Co1 . C4 . Co2 . 78.25(7) yes C3 . C4 . H41 . 138.6 no Co1 . C4 . H41 . 134.3 no Co2 . C4 . H41 . 136.9 no C3 . C5 . O6 . 108.38(15) yes C3 . C5 . H52 . 108.5 no O6 . C5 . H52 . 109.3 no C3 . C5 . H51 . 109.8 no O6 . C5 . H51 . 109.7 no H52 . C5 . H51 . 111.2 no C5 . O6 . C7 . 116.80(14) yes O6 . C7 . C8 . 124.28(18) yes O6 . C7 . C11 . 114.43(16) yes C8 . C7 . C11 . 121.29(17) yes C9 2_666 C8 . C7 . 119.39(19) yes C9 2_666 C8 . H81 . 120.0 no C7 . C8 . H81 . 120.6 no C8 2_666 C9 . C10 . 121.58(19) yes C8 2_666 C9 . H91 . 119.0 no C10 . C9 . H91 . 119.4 no C9 . C10 . C11 . 120.16(17) yes C9 . C10 . H101 . 120.4 no C11 . C10 . H101 . 119.4 no C11 2_666 C11 . C7 . 118.3(2) yes C11 2_666 C11 . C10 . 119.3(2) yes C7 . C11 . C10 . 122.44(16) yes Co2 . C12 . O13 . 176.0(2) yes Co2 . C14 . O15 . 177.59(19) yes Co2 . C16 . O17 . 178.12(19) yes Co1 . C18 . O19 . 176.6(2) yes Co1 . C20 . O21 . 178.43(19) yes Co1 . C22 . O23 . 178.26(19) 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 C9 . H91 . O21 2_767 143 0.95 2.56 3.377(3) yes #===END #============================================================================== data_11II _database_code_depnum_ccdc_archive 'CCDC 802076' #TrackingRef '- Crystallographicdata.cif' #============================================================================== _audit_creation_date 08-12-15 _audit_creation_method CRYSTALS_ver_12.86 _refine_special_details ; The crystals were needle shaped and fragmented when cut, so the smallest crystal possible was chosen so that changes in illuminated volume were kept to a minimum, and were taken into account (G\"orbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). ; _oxford_structure_analysis_title 032CJS08 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 9.6916(2) _cell_length_b 13.8803(3) _cell_length_c 10.9660(3) _cell_angle_alpha 90 _cell_angle_beta 94.1530(10) _cell_angle_gamma 90 _cell_volume 1471.30(6) _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' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 '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' 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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C36 Co4 N6 # Dc = 1.70 Fooo = 800.00 Mu = 22.53 M = 376.08 # Found Formula = C28 H12 Co4 O14 # Dc = 1.82 FOOO = 800.00 Mu = 22.87 M = 404.06 _chemical_formula_sum 'C28 H12 Co4 O14' _chemical_formula_moiety 'C28 H12 Co4 O14' _chemical_compound_source . _chemical_formula_weight 808.13 _cell_measurement_reflns_used 3304 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description needle _exptl_crystal_colour clear_dark_red _exptl_crystal_size_min 0.11 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_max 0.82 _exptl_crystal_density_diffrn 1.824 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 2.287 # Sheldrick geometric approximatio 0.60 0.78 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.67 _exptl_absorpt_correction_T_max 0.78 # 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, 1997-2001).' _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 15310 _reflns_number_total 3330 _diffrn_reflns_av_R_equivalents 0.030 # Number of reflections with Friedels Law is 3330 # Number of reflections without Friedels Law is 6414 # Theoretical number of reflections is about 3367 _diffrn_reflns_theta_min 5.141 _diffrn_reflns_theta_max 27.461 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.088 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 18 _reflns_limit_l_min 0 _reflns_limit_l_max 14 _oxford_diffrn_Wilson_B_factor 1.49 _oxford_diffrn_Wilson_scale 2.31 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.40 _refine_diff_density_max 0.33 # 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 3330 _refine_ls_number_restraints 0 _refine_ls_number_parameters 208 _oxford_refine_ls_R_factor_ref 0.0278 _refine_ls_wR_factor_ref 0.0565 _refine_ls_goodness_of_fit_ref 0.9888 _refine_ls_shift/su_max 0.001202 # The values computed from all data _oxford_reflns_number_all 3330 _refine_ls_R_factor_all 0.0278 _refine_ls_wR_factor_all 0.0565 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2969 _refine_ls_R_factor_gt 0.0229 _refine_ls_wR_factor_gt 0.0540 # 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^) + ( 0.02P)^2^ + 1.12P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # 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. G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786-790. Nonius (1997-2001). 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 Co1 Co 0.04064(2) 0.234708(16) 0.73201(2) 0.0204 1.0000 Uani . . . . . . . Co2 Co 0.08216(2) 0.365162(16) 0.88413(2) 0.0214 1.0000 Uani . . . . . . . C3 C 0.21678(16) 0.28569(12) 0.80314(15) 0.0213 1.0000 Uani . . . . . . . C4 C 0.15538(17) 0.23335(12) 0.88625(16) 0.0240 1.0000 Uani . . . . . . . C5 C 0.35553(16) 0.30809(12) 0.76255(15) 0.0223 1.0000 Uani . . . . . . . O6 O 0.34070(11) 0.37298(8) 0.66073(10) 0.0215 1.0000 Uani . . . . . . . C7 C 0.46039(16) 0.41271(11) 0.62336(14) 0.0182 1.0000 Uani . . . . . . . C8 C 0.59012(16) 0.39509(12) 0.67696(15) 0.0208 1.0000 Uani . . . . . . . C9 C 0.70583(16) 0.44162(12) 0.63248(15) 0.0206 1.0000 Uani . . . . . . . C10 C 0.69258(15) 0.50345(11) 0.53532(14) 0.0192 1.0000 Uani . . . . . . . C11 C 0.55937(15) 0.52268(11) 0.47827(14) 0.0165 1.0000 Uani . . . . . . . C12 C -0.0747(2) 0.35231(14) 0.96347(18) 0.0340 1.0000 Uani . . . . . . . O13 O -0.17167(17) 0.34060(12) 1.01394(16) 0.0537 1.0000 Uani . . . . . . . C14 C 0.06675(18) 0.46908(13) 0.78305(17) 0.0276 1.0000 Uani . . . . . . . O15 O 0.06178(17) 0.53355(11) 0.72003(14) 0.0461 1.0000 Uani . . . . . . . C16 C 0.1946(2) 0.41623(14) 1.00405(17) 0.0319 1.0000 Uani . . . . . . . O17 O 0.26785(17) 0.44751(12) 1.07952(14) 0.0486 1.0000 Uani . . . . . . . C18 C -0.13555(18) 0.20914(12) 0.76915(17) 0.0266 1.0000 Uani . . . . . . . O19 O -0.24564(13) 0.19493(10) 0.79349(14) 0.0392 1.0000 Uani . . . . . . . C20 C 0.02532(17) 0.29872(13) 0.58658(16) 0.0269 1.0000 Uani . . . . . . . O21 O 0.01784(16) 0.33721(12) 0.49527(13) 0.0448 1.0000 Uani . . . . . . . C22 C 0.08379(18) 0.11660(13) 0.67954(17) 0.0276 1.0000 Uani . . . . . . . O23 O 0.11048(15) 0.04151(10) 0.64793(14) 0.0414 1.0000 Uani . . . . . . . H41 H 0.1772 0.1862 0.9511 0.0297 1.0000 Uiso R . . . . . . H52 H 0.4110 0.3393 0.8316 0.0260 1.0000 Uiso R . . . . . . H51 H 0.4018 0.2490 0.7385 0.0273 1.0000 Uiso R . . . . . . H81 H 0.6025 0.3514 0.7436 0.0258 1.0000 Uiso R . . . . . . H91 H 0.7938 0.4298 0.6718 0.0240 1.0000 Uiso R . . . . . . H101 H 0.7738 0.5338 0.5064 0.0237 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 Co1 0.01921(12) 0.01839(12) 0.02424(12) 0.00327(8) 0.00544(8) -0.00019(8) Co2 0.02275(12) 0.02094(12) 0.02112(12) 0.00287(8) 0.00504(9) 0.00013(8) C3 0.0200(7) 0.0209(8) 0.0232(8) 0.0032(6) 0.0027(6) 0.0015(6) C4 0.0245(8) 0.0230(8) 0.0249(8) 0.0074(7) 0.0032(6) 0.0014(6) C5 0.0190(7) 0.0234(8) 0.0248(8) 0.0081(7) 0.0038(6) 0.0012(6) O6 0.0160(5) 0.0246(6) 0.0243(6) 0.0095(5) 0.0033(4) -0.0016(4) C7 0.0171(7) 0.0178(7) 0.0204(7) -0.0005(6) 0.0055(6) -0.0009(6) C8 0.0203(7) 0.0212(8) 0.0209(8) 0.0037(6) 0.0025(6) 0.0016(6) C9 0.0146(7) 0.0240(8) 0.0229(8) -0.0017(6) -0.0001(6) 0.0008(6) C10 0.0156(7) 0.0201(8) 0.0221(8) -0.0010(6) 0.0026(6) -0.0011(6) C11 0.0161(7) 0.0156(7) 0.0181(7) -0.0023(6) 0.0029(6) 0.0001(6) C12 0.0410(11) 0.0270(9) 0.0357(10) -0.0030(8) 0.0144(9) 0.0004(8) O13 0.0524(10) 0.0484(9) 0.0656(11) -0.0061(8) 0.0404(9) -0.0045(8) C14 0.0253(8) 0.0265(9) 0.0304(9) -0.0008(8) -0.0022(7) -0.0005(7) O15 0.0565(10) 0.0331(8) 0.0471(9) 0.0175(7) -0.0070(7) -0.0001(7) C16 0.0380(10) 0.0306(10) 0.0272(9) 0.0050(8) 0.0028(8) 0.0035(8) O17 0.0571(10) 0.0508(9) 0.0354(8) -0.0003(7) -0.0153(7) -0.0031(8) C18 0.0274(9) 0.0203(8) 0.0326(9) 0.0026(7) 0.0064(7) 0.0014(7) O19 0.0255(7) 0.0346(8) 0.0593(9) 0.0055(7) 0.0152(6) -0.0003(6) C20 0.0237(8) 0.0279(9) 0.0291(9) 0.0017(7) 0.0017(7) -0.0035(7) O21 0.0465(9) 0.0557(9) 0.0314(8) 0.0151(7) -0.0019(6) -0.0059(7) C22 0.0230(8) 0.0280(9) 0.0329(9) 0.0034(7) 0.0099(7) -0.0015(7) O23 0.0445(8) 0.0264(7) 0.0554(9) -0.0034(6) 0.0184(7) 0.0045(6) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.6344(9) 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 Co1 . Co2 . 2.4751(3) yes Co1 . C3 . 1.9571(16) yes Co1 . C4 . 1.9559(17) yes Co1 . C18 . 1.8188(18) yes Co1 . C20 . 1.8222(18) yes Co1 . C22 . 1.7967(19) yes Co2 . C3 . 1.9687(16) yes Co2 . C4 . 1.9619(17) yes Co2 . C12 . 1.8139(19) yes Co2 . C14 . 1.8187(18) yes Co2 . C16 . 1.792(2) yes C3 . C4 . 1.338(2) yes C3 . C5 . 1.480(2) yes C4 . H41 . 0.978 no C5 . O6 . 1.4337(19) yes C5 . H52 . 0.995 no C5 . H51 . 0.980 no O6 . C7 . 1.3735(18) yes C7 . C11 2_666 1.433(2) yes C7 . C8 . 1.371(2) yes C8 . C9 . 1.411(2) yes C8 . H81 . 0.950 no C9 . C10 . 1.367(2) yes C9 . H91 . 0.941 no C10 . C11 . 1.419(2) yes C10 . H101 . 0.966 no C11 . C11 2_666 1.424(3) yes C12 . O13 . 1.137(2) yes C14 . O15 . 1.129(2) yes C16 . O17 . 1.137(2) yes C18 . O19 . 1.136(2) yes C20 . O21 . 1.133(2) yes C22 . O23 . 1.134(2) yes 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 Co2 . Co1 . C3 . 51.12(5) yes Co2 . Co1 . C4 . 50.93(5) yes C3 . Co1 . C4 . 40.00(7) yes Co2 . Co1 . C18 . 95.81(6) yes C3 . Co1 . C18 . 141.92(8) yes C4 . Co1 . C18 . 106.78(8) yes Co2 . Co1 . C20 . 103.42(6) yes C3 . Co1 . C20 . 100.71(7) yes C4 . Co1 . C20 . 140.06(7) yes C18 . Co1 . C20 . 105.83(8) yes Co2 . Co1 . C22 . 148.55(6) yes C3 . Co1 . C22 . 103.94(7) yes C4 . Co1 . C22 . 97.89(8) yes C18 . Co1 . C22 . 97.92(8) yes C20 . Co1 . C22 . 99.83(8) yes Co1 . Co2 . C3 . 50.71(5) yes Co1 . Co2 . C4 . 50.71(5) yes C3 . Co2 . C4 . 39.81(7) yes Co1 . Co2 . C12 . 98.65(6) yes C3 . Co2 . C12 . 140.08(8) yes C4 . Co2 . C12 . 102.56(8) yes Co1 . Co2 . C14 . 99.63(6) yes C3 . Co2 . C14 . 101.38(7) yes C4 . Co2 . C14 . 139.51(8) yes C12 . Co2 . C14 . 109.61(8) yes Co1 . Co2 . C16 . 147.62(6) yes C3 . Co2 . C16 . 99.50(8) yes C4 . Co2 . C16 . 99.21(8) yes C12 . Co2 . C16 . 99.96(9) yes C14 . Co2 . C16 . 98.76(8) yes Co2 . C3 . Co1 . 78.17(6) yes Co2 . C3 . C4 . 69.82(10) yes Co1 . C3 . C4 . 69.95(10) yes Co2 . C3 . C5 . 131.63(12) yes Co1 . C3 . C5 . 137.86(12) yes C4 . C3 . C5 . 141.03(15) yes C3 . C4 . Co2 . 70.37(10) yes C3 . C4 . Co1 . 70.05(10) yes Co2 . C4 . Co1 . 78.36(6) yes C3 . C4 . H41 . 140.8 no Co2 . C4 . H41 . 133.8 no Co1 . C4 . H41 . 135.6 no C3 . C5 . O6 . 108.92(13) yes C3 . C5 . H52 . 108.4 no O6 . C5 . H52 . 109.7 no C3 . C5 . H51 . 110.4 no O6 . C5 . H51 . 109.7 no H52 . C5 . H51 . 109.7 no C5 . O6 . C7 . 116.45(12) yes C11 2_666 C7 . O6 . 114.54(13) yes C11 2_666 C7 . C8 . 120.80(14) yes O6 . C7 . C8 . 124.65(14) yes C7 . C8 . C9 . 119.82(14) yes C7 . C8 . H81 . 120.3 no C9 . C8 . H81 . 119.9 no C8 . C9 . C10 . 121.64(14) yes C8 . C9 . H91 . 118.6 no C10 . C9 . H91 . 119.8 no C9 . C10 . C11 . 119.54(14) yes C9 . C10 . H101 . 119.8 no C11 . C10 . H101 . 120.7 no C7 2_666 C11 . C11 2_666 118.13(17) yes C7 2_666 C11 . C10 . 121.80(14) yes C11 2_666 C11 . C10 . 120.07(17) yes Co2 . C12 . O13 . 177.35(18) yes Co2 . C14 . O15 . 177.72(17) yes Co2 . C16 . O17 . 178.70(18) yes Co1 . C18 . O19 . 178.62(16) yes Co1 . C20 . O21 . 178.53(17) yes Co1 . C22 . O23 . 179.03(16) yes