# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- _cell_length_a 10.8863(5) _cell_length_b 11.9081(6) _cell_length_c 17.5294(8) _cell_angle_alpha 71.881(4) _cell_angle_beta 87.938(4) _cell_angle_gamma 76.949(4) _cell_volume 2102.52(19) _cell_measurement_reflns_used 5510 _cell_measurement_theta_min 1.8810 _cell_measurement_theta_max 25.4930 _cell_oxdiff_length_a 10.8863(5) _cell_oxdiff_length_b 11.9081(6) _cell_oxdiff_length_c 17.5294(8) _cell_oxdiff_angle_alpha 71.881(4) _cell_oxdiff_angle_beta 87.938(4) _cell_oxdiff_angle_gamma 76.949(4) _cell_oxdiff_volume 2102.52(18) _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' 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' Zn 0.2839 1.4301 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097 1.3041 '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 _chemical_formula_sum 'C40 H34 F6 N10 O6 S2 Zn' _chemical_formula_moiety 'C38 H34 N10 Zn, 0.5(C2 F6 O6 S2), C F3 O3 S' _chemical_compound_source ? _chemical_formula_weight 994.30 _cell_measurement_temperature 175 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_min 0.200 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_max 0.400 _exptl_absorpt_correction_T_min 0.97270 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.771 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini' _diffrn_detector_area_resol_mean 16.0143 _diffrn_measurement_device Area _diffrn_radiation_wavelength 0.71073 #montpellier_reflns_maxres is minimum d (highest resolution) #where <= 2.0 #(Z. Dauter, Acta Cryst. D55, 1703-1717, 1999) _montpellier_reflns_maxres 0.79 _montpellier_reflns_completeness_maxres 79.62 _montpellier_reflns_redundancy_maxres 2.01 #montpellier_diffrn_reflns_class_completeness_shell is completeness in shell #montpellier_diffrn_class_reflns_cumul_completeness is cumulative #completeness to resolution of shell #Note: completeness percentage takes into account the fact whether #group is centrosymmetric or not loop_ _montpellier_diffrn_reflns_class_number _montpellier_diffrn_reflns_class_d_res_high _montpellier_diffrn_reflns_class_d_res_low _montpellier_diffrn_reflns_class_redundancy _montpellier_diffrn_reflns_class_av_I/uI _diffrn_reflns_class_av_R_eq _montpellier_diffrn_reflns_class_completeness_shell _montpellier_diffrn_reflns_class_cumul_completeness 0 100.0 1.83 3.0 54.27 0.016 99.7 99.72 1 1.83 1.46 3.3 34.38 0.030 100.0 99.86 2 1.46 1.27 2.6 24.12 0.035 100.0 99.91 3 1.27 1.16 2.3 19.90 0.038 100.0 99.93 4 1.16 1.07 2.0 14.69 0.053 100.0 99.94 5 1.07 1.01 1.6 10.63 0.052 100.0 99.95 6 1.01 0.96 1.5 8.85 0.056 100.0 99.96 7 0.96 0.92 1.4 7.12 0.077 99.9 99.95 8 0.92 0.88 1.3 5.82 0.081 88.1 98.48 9 0.88 0.79 1.1 3.89 0.141 29.3 79.62 #End reflection statistics _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _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_orient_matrix_UB_11 -0.0248083000 _diffrn_orient_matrix_UB_12 0.0459621000 _diffrn_orient_matrix_UB_13 -0.0361025000 _diffrn_orient_matrix_UB_21 -0.0279307000 _diffrn_orient_matrix_UB_22 0.0389374000 _diffrn_orient_matrix_UB_23 0.0224274000 _diffrn_orient_matrix_UB_31 0.0555327000 _diffrn_orient_matrix_UB_32 0.0225949000 _diffrn_orient_matrix_UB_33 -0.0029488000 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 27.00 77.00 1.0000 455.3100 omega____ theta____ kappa____ phi______ frames - 9.3506 57.0000 60.0000 50 #__ type_ start__ end____ width___ exp.time_ 2 omega -6.00 77.00 1.0000 455.3100 omega____ theta____ kappa____ phi______ frames - 9.3506 57.0000 150.0000 83 #__ type_ start__ end____ width___ exp.time_ 3 omega -24.00 12.00 1.0000 455.3100 omega____ theta____ kappa____ phi______ frames - 9.3506 -99.0000 -120.0000 36 #__ type_ start__ end____ width___ exp.time_ 4 omega 2.00 56.00 1.0000 455.3100 omega____ theta____ kappa____ phi______ frames - 9.3506 57.0000 30.0000 54 #__ type_ start__ end____ width___ exp.time_ 5 omega -2.00 38.00 1.0000 455.3100 omega____ theta____ kappa____ phi______ frames - 9.3506 57.0000 -120.0000 40 #__ type_ start__ end____ width___ exp.time_ 6 omega -25.00 48.00 1.0000 455.3100 omega____ theta____ kappa____ phi______ frames - 9.3506 -99.0000 -60.0000 73 ; _diffrn_measurement_method '\w scans' _diffrn_ambient_temperature 175 _diffrn_reflns_number 14302 _reflns_number_total 7133 _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_av_sigmaI/netI 0.0438 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 7133 # Theoretical number of reflections is about 17919 _diffrn_reflns_theta_min 1.847 _diffrn_reflns_theta_max 26.763 _diffrn_measured_fraction_theta_max 0.796 _diffrn_reflns_theta_full 23.050 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _reflns_limit_h_min -13 _reflns_limit_h_max 13 _reflns_limit_k_min -12 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 21 _oxford_diffrn_Wilson_B_factor 2.03 _oxford_diffrn_Wilson_scale 0.78 _atom_sites_solution_primary iterative #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.43 _refine_diff_density_max 0.70 # 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 5969 _refine_ls_number_restraints 171 _refine_ls_number_parameters 658 _oxford_refine_ls_R_factor_ref 0.0430 _refine_ls_wR_factor_ref 0.0451 _refine_ls_goodness_of_fit_ref 1.1870 _refine_ls_shift/su_max 0.0005476 _refine_ls_shift/su_mean 0.0000204 # The values computed with all filters except I/sigma _oxford_reflns_number_all 7133 _refine_ls_R_factor_all 0.0556 _refine_ls_wR_factor_all 0.0494 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5969 _refine_ls_R_factor_gt 0.0430 _refine_ls_wR_factor_gt 0.0451 # 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 #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: 4.35 -0.398 3.46 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Zn1 Zn 0.27748(3) 0.48067(3) 0.241699(18) 0.0237 1.0000 Uani . . . . . . N2 N 0.3135(2) 0.5475(2) 0.34183(13) 0.0261 1.0000 Uani . . . . . . C3 C 0.2963(3) 0.6624(2) 0.32146(16) 0.0287 1.0000 Uani . . . . . . C4 C 0.2528(3) 0.7338(2) 0.23793(17) 0.0295 1.0000 Uani . . . . . . N5 N 0.2396(2) 0.66587(19) 0.19225(13) 0.0251 1.0000 Uani . . . . . . C6 C 0.2043(2) 0.7167(2) 0.11461(16) 0.0287 1.0000 Uani . . . . . . C7 C 0.1808(3) 0.8420(3) 0.07899(19) 0.0383 1.0000 Uani . . . . . . C8 C 0.1928(3) 0.9124(3) 0.1261(2) 0.0458 1.0000 Uani . . . . . . C9 C 0.2298(3) 0.8594(3) 0.2064(2) 0.0386 1.0000 Uani . . . . . . C10 C 0.1897(2) 0.6279(3) 0.07426(16) 0.0297 1.0000 Uani . . . . . . N11 N 0.2107(2) 0.5170(2) 0.11599(13) 0.0268 1.0000 Uani . . . . . . C12 C 0.1934(3) 0.4272(3) 0.07823(18) 0.0340 1.0000 Uani . . . . . . C13 C 0.3168(3) 0.3402(3) 0.07755(16) 0.0306 1.0000 Uani . . . . . . C14 C 0.3353(3) 0.2153(3) 0.11083(18) 0.0423 1.0000 Uani . . . . . . C15 C 0.4531(4) 0.1430(3) 0.1070(2) 0.0516 1.0000 Uani . . . . . . C16 C 0.5477(4) 0.1974(3) 0.07055(19) 0.0497 1.0000 Uani . . . . . . N17 N 0.5331(3) 0.3167(3) 0.03714(16) 0.0465 1.0000 Uani . . . . . . C18 C 0.4189(3) 0.3845(3) 0.04153(17) 0.0355 1.0000 Uani . . . . . . C19 C 0.3679(3) 0.4755(3) 0.42260(17) 0.0352 1.0000 Uani . . . . . . C20 C 0.2909(3) 0.3872(3) 0.46811(16) 0.0315 1.0000 Uani . . . . . . C21 C 0.1761(3) 0.4270(3) 0.4981(2) 0.0456 1.0000 Uani . . . . . . N22 N 0.1066(3) 0.3538(3) 0.5444(2) 0.0633 1.0000 Uani . . . . . . C23 C 0.1533(4) 0.2347(4) 0.5595(2) 0.0595 1.0000 Uani . . . . . . C24 C 0.2652(4) 0.1862(3) 0.5315(2) 0.0502 1.0000 Uani . . . . . . C25 C 0.3360(3) 0.2631(3) 0.48522(18) 0.0391 1.0000 Uani . . . . . . N26 N 0.3330(2) 0.29514(19) 0.28389(12) 0.0239 1.0000 Uani . . . . . . C27 C 0.2472(3) 0.2309(2) 0.31461(15) 0.0293 1.0000 Uani . . . . . . C28 C 0.2808(3) 0.1059(3) 0.34506(19) 0.0425 1.0000 Uani . . . . . . C29 C 0.4060(3) 0.0486(3) 0.34634(19) 0.0448 1.0000 Uani . . . . . . C30 C 0.4944(3) 0.1153(3) 0.31508(18) 0.0377 1.0000 Uani . . . . . . C31 C 0.4539(3) 0.2409(2) 0.28192(15) 0.0285 1.0000 Uani . . . . . . C32 C 0.5354(3) 0.3235(2) 0.24180(16) 0.0283 1.0000 Uani . . . . . . N33 N 0.4861(2) 0.4365(2) 0.21563(13) 0.0255 1.0000 Uani . . . . . . C34 C 0.5652(3) 0.5174(3) 0.16963(18) 0.0345 1.0000 Uani . . . . . . C35 C 0.5738(2) 0.6133(2) 0.20706(16) 0.0271 1.0000 Uani . . . . . . C36 C 0.5456(3) 0.7343(3) 0.1624(2) 0.0423 1.0000 Uani . . . . . . N37 N 0.5521(3) 0.8252(3) 0.1898(2) 0.0619 1.0000 Uani . . . . . . C38 C 0.5902(4) 0.7939(4) 0.2660(3) 0.0649 1.0000 Uani . . . . . . C39 C 0.6196(4) 0.6776(4) 0.3162(2) 0.0585 1.0000 Uani . . . . . . C40 C 0.6134(3) 0.5848(3) 0.28647(18) 0.0395 1.0000 Uani . . . . . . C41 C 0.1195(3) 0.3051(3) 0.31652(16) 0.0333 1.0000 Uani . . . . . . N42 N 0.1028(2) 0.4193(2) 0.29402(13) 0.0304 1.0000 Uani . . . . . . C43 C -0.0235(3) 0.4922(3) 0.30071(18) 0.0406 1.0000 Uani . . . . . . C44 C -0.0680(2) 0.5878(3) 0.22221(17) 0.0336 1.0000 Uani . . . . . . C45 C -0.0810(3) 0.7102(3) 0.21168(19) 0.0403 1.0000 Uani . . . . . . C46 C -0.1199(3) 0.7929(3) 0.1370(2) 0.0527 1.0000 Uani . . . . . . C47 C -0.1432(4) 0.7507(4) 0.0756(2) 0.0578 1.0000 Uani . . . . . . N48 N -0.1335(3) 0.6344(3) 0.08414(18) 0.0548 1.0000 Uani . . . . . . C49 C -0.0973(3) 0.5562(3) 0.1566(2) 0.0415 1.0000 Uani . . . . . . S50 S -0.06407(7) 0.17824(7) 0.16289(5) 0.0389 1.0000 Uani . . . . . . O51 O 0.0555(3) 0.1752(3) 0.1950(2) 0.0773 1.0000 Uani . . . . . . O52 O -0.1606(3) 0.2854(2) 0.1534(2) 0.0756 1.0000 Uani . . . . . . O53 O -0.0558(3) 0.1317(3) 0.09664(14) 0.0688 1.0000 Uani . . . . . . C54 C -0.1195(3) 0.0636(3) 0.2420(2) 0.0448 1.0000 Uani . . . . . . F55 F -0.2275(2) 0.0463(3) 0.2198(2) 0.0926 1.0000 Uani . . . . . . F56 F -0.1420(3) 0.0927(3) 0.30721(15) 0.1035 1.0000 Uani . . . . . . F57 F -0.0383(2) -0.04317(19) 0.26059(14) 0.0681 1.0000 Uani . . . . . . H17 H -0.0176 0.5294 0.3419 0.0495 1.0000 Uiso R . . . . . H26 H 0.2931 0.1041 0.5428 0.0600 1.0000 Uiso R . . . . . H27 H 0.1641 0.6548 0.0202 0.0354 1.0000 Uiso R . . . . . H28 H 0.2397 0.9062 0.2376 0.0462 1.0000 Uiso R . . . . . H32 H 0.4081 0.4683 0.0185 0.0427 1.0000 Uiso R . . . . . H34 H 0.3771 0.5278 0.4531 0.0418 1.0000 Uiso R . . . . . H35 H 0.6281 0.1480 0.0692 0.0600 1.0000 Uiso R . . . . . H36 H 0.1592 0.4674 0.0245 0.0411 1.0000 Uiso R . . . . . H42 H 0.6197 0.2944 0.2359 0.0334 1.0000 Uiso R . . . . . H48 H 0.1762 0.9972 0.1037 0.0548 1.0000 Uiso R . . . . . H50 H 0.6344 0.5053 0.3182 0.0475 1.0000 Uiso R . . . . . H53 H -0.0824 0.4401 0.3173 0.0492 1.0000 Uiso R . . . . . H57 H 0.5803 0.0797 0.3156 0.0452 1.0000 Uiso R . . . . . H61 H 0.2701 0.1819 0.1353 0.0498 1.0000 Uiso R . . . . . H67 H 0.1562 0.8759 0.0251 0.0460 1.0000 Uiso R . . . . . H68 H 0.1441 0.5111 0.4851 0.0553 1.0000 Uiso R . . . . . H69 H 0.4498 0.4299 0.4158 0.0421 1.0000 Uiso R . . . . . H70 H 0.6496 0.4710 0.1658 0.0414 1.0000 Uiso R . . . . . H5 H 0.2190 0.0630 0.3641 0.0504 1.0000 Uiso R . . . . . H7 H 0.5203 0.7537 0.1093 0.0494 1.0000 Uiso R . . . . . H8 H -0.0907 0.4744 0.1638 0.0500 1.0000 Uiso R . . . . . H9 H 0.4283 -0.0333 0.3679 0.0541 1.0000 Uiso R . . . . . H10 H 0.4115 0.2299 0.4658 0.0465 1.0000 Uiso R . . . . . H12 H -0.0628 0.7346 0.2547 0.0489 1.0000 Uiso R . . . . . H13 H 0.1348 0.3835 0.1082 0.0404 1.0000 Uiso R . . . . . H14 H 0.3117 0.7023 0.3573 0.0351 1.0000 Uiso R . . . . . H15 H 0.6439 0.6612 0.3696 0.0714 1.0000 Uiso R . . . . . H16 H 0.0545 0.2667 0.3346 0.0406 1.0000 Uiso R . . . . . H18 H 0.4673 0.0587 0.1285 0.0623 1.0000 Uiso R . . . . . H20 H 0.5251 0.5587 0.1167 0.0419 1.0000 Uiso R . . . . . H21 H -0.1690 0.8065 0.0250 0.0694 1.0000 Uiso R . . . . . H22 H 0.5975 0.8552 0.2869 0.0781 1.0000 Uiso R . . . . . H24 H 0.1071 0.1820 0.5925 0.0719 1.0000 Uiso R . . . . . H25 H -0.1294 0.8743 0.1286 0.0631 1.0000 Uiso R . . . . . S101 S 0.6885(2) 0.2072(2) 0.47110(18) 0.0349 0.5000 Uani . U . . . . O102 O 0.6700(9) 0.2976(7) 0.3921(4) 0.0806 0.5000 Uani . U . . . . O103 O 0.6746(5) 0.0928(5) 0.4697(3) 0.0585 0.5000 Uani . U . . . . O104 O 0.6283(14) 0.2440(10) 0.5370(8) 0.0588 0.5000 Uani . U . . . . C105 C 0.8535(8) 0.1847(7) 0.4938(6) 0.0458 0.5000 Uani . U . . . . F106 F 0.8844(6) 0.2897(5) 0.4855(4) 0.1056 0.5000 Uani . U . . . . F107 F 0.9309(14) 0.1372(9) 0.4452(10) 0.0799 0.5000 Uani . U . . . . F108 F 0.9055(15) 0.1254(14) 0.5650(10) 0.0861 0.5000 Uani . U . . . . S201 S 0.7047(3) 0.2478(2) 0.4738(2) 0.0453 0.5000 Uani . U . . . . O202 O 0.6545(8) 0.2376(7) 0.4050(4) 0.0716 0.5000 Uani . U . . . . O203 O 0.7388(8) 0.3611(5) 0.4614(4) 0.0890 0.5000 Uani . U . . . . O204 O 0.6407(12) 0.2049(8) 0.5466(7) 0.0497 0.5000 Uani . U . . . . C205 C 0.8563(8) 0.1380(7) 0.4943(6) 0.0447 0.5000 Uani . U . . . . F206 F 0.8414(4) 0.0312(4) 0.4930(3) 0.0710 0.5000 Uani . U . . . . F207 F 0.8834(12) 0.1102(12) 0.5681(9) 0.0697 0.5000 Uani . U . . . . F208 F 0.9361(14) 0.1789(9) 0.4405(10) 0.0803 0.5000 Uani . U . . . . 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 Zn1 0.02712(17) 0.02132(16) 0.02223(16) -0.00552(11) 0.00100(11) -0.00620(11) N2 0.0229(11) 0.0341(13) 0.0239(11) -0.0116(10) 0.0031(9) -0.0084(9) C3 0.0303(14) 0.0323(15) 0.0312(14) -0.0202(12) 0.0056(12) -0.0083(11) C4 0.0262(14) 0.0279(14) 0.0368(15) -0.0144(12) 0.0083(12) -0.0058(11) N5 0.0241(11) 0.0232(11) 0.0265(11) -0.0071(9) 0.0034(9) -0.0036(9) C6 0.0236(13) 0.0309(14) 0.0264(14) -0.0037(11) 0.0047(11) -0.0035(11) C7 0.0370(16) 0.0306(15) 0.0359(16) 0.0008(13) 0.0054(13) -0.0015(12) C8 0.050(2) 0.0201(14) 0.056(2) -0.0022(14) 0.0080(16) -0.0004(13) C9 0.0397(17) 0.0294(15) 0.0502(18) -0.0191(14) 0.0088(14) -0.0068(12) C10 0.0263(14) 0.0412(16) 0.0182(12) -0.0042(12) 0.0005(11) -0.0076(12) N11 0.0250(11) 0.0356(13) 0.0228(11) -0.0114(10) 0.0028(9) -0.0096(9) C12 0.0302(15) 0.0466(17) 0.0323(15) -0.0172(13) 0.0009(12) -0.0159(13) C13 0.0389(16) 0.0388(16) 0.0215(13) -0.0153(12) 0.0025(12) -0.0155(12) C14 0.058(2) 0.0442(18) 0.0326(16) -0.0156(14) 0.0069(15) -0.0224(16) C15 0.077(3) 0.0357(17) 0.0354(17) -0.0085(14) 0.0015(17) -0.0033(17) C16 0.053(2) 0.054(2) 0.0328(16) -0.0132(15) 0.0029(15) 0.0052(16) N17 0.0458(16) 0.0555(17) 0.0349(14) -0.0133(13) 0.0094(12) -0.0070(13) C18 0.0416(17) 0.0380(16) 0.0276(14) -0.0102(12) 0.0058(13) -0.0112(13) C19 0.0312(15) 0.0471(17) 0.0277(14) -0.0088(13) -0.0021(12) -0.0130(13) C20 0.0289(15) 0.0425(16) 0.0218(13) -0.0081(12) -0.0073(11) -0.0072(12) C21 0.0361(17) 0.0472(19) 0.0473(19) -0.0070(15) -0.0003(15) -0.0076(14) N22 0.0391(17) 0.079(2) 0.063(2) -0.0066(18) 0.0101(15) -0.0188(16) C23 0.057(2) 0.074(3) 0.046(2) -0.0007(19) -0.0048(18) -0.037(2) C24 0.070(3) 0.0426(19) 0.0406(18) -0.0079(15) -0.0149(17) -0.0229(17) C25 0.0441(18) 0.0460(18) 0.0298(15) -0.0159(13) -0.0031(13) -0.0092(14) N26 0.0302(12) 0.0233(11) 0.0194(10) -0.0065(9) -0.0024(9) -0.0081(9) C27 0.0426(16) 0.0278(14) 0.0203(13) -0.0044(11) -0.0005(11) -0.0174(12) C28 0.055(2) 0.0364(17) 0.0352(16) -0.0025(13) 0.0018(14) -0.0199(15) C29 0.065(2) 0.0231(15) 0.0408(17) -0.0032(13) 0.0013(16) -0.0088(14) C30 0.0450(18) 0.0286(15) 0.0345(15) -0.0075(12) -0.0043(13) -0.0007(13) C31 0.0359(16) 0.0271(14) 0.0229(13) -0.0092(11) -0.0024(11) -0.0054(11) C32 0.0234(13) 0.0326(15) 0.0305(14) -0.0152(12) -0.0010(11) -0.0018(11) N33 0.0280(12) 0.0290(12) 0.0231(11) -0.0113(9) 0.0030(9) -0.0091(9) C34 0.0382(16) 0.0355(16) 0.0312(15) -0.0107(12) 0.0117(13) -0.0123(13) C35 0.0200(13) 0.0322(14) 0.0294(14) -0.0094(11) 0.0068(11) -0.0076(11) C36 0.0426(18) 0.0363(17) 0.0454(18) -0.0080(14) -0.0053(14) -0.0095(14) N37 0.0566(19) 0.0340(16) 0.098(3) -0.0269(17) -0.0012(18) -0.0072(13) C38 0.060(2) 0.072(3) 0.094(3) -0.059(3) 0.025(2) -0.034(2) C39 0.056(2) 0.101(3) 0.0441(19) -0.040(2) 0.0137(17) -0.047(2) C40 0.0383(17) 0.0542(19) 0.0278(15) -0.0075(14) 0.0012(13) -0.0216(14) C41 0.0326(15) 0.0417(17) 0.0269(14) -0.0047(12) 0.0059(12) -0.0204(13) N42 0.0270(12) 0.0385(14) 0.0264(11) -0.0099(10) 0.0057(9) -0.0099(10) C43 0.0323(16) 0.0521(19) 0.0357(16) -0.0115(14) 0.0113(13) -0.0108(14) C44 0.0177(13) 0.0500(18) 0.0366(16) -0.0187(14) 0.0064(12) -0.0081(12) C45 0.0344(16) 0.0496(19) 0.0433(18) -0.0233(15) 0.0022(14) -0.0097(14) C46 0.050(2) 0.0411(19) 0.061(2) -0.0108(17) -0.0010(17) -0.0039(15) C47 0.047(2) 0.071(3) 0.044(2) -0.0108(18) -0.0088(16) -0.0003(18) N48 0.0453(17) 0.076(2) 0.0439(17) -0.0264(16) -0.0105(13) -0.0036(15) C49 0.0275(15) 0.0516(19) 0.052(2) -0.0263(16) 0.0029(14) -0.0087(13) S50 0.0367(4) 0.0366(4) 0.0412(4) -0.0080(3) 0.0017(3) -0.0096(3) O51 0.0540(17) 0.093(2) 0.088(2) -0.0132(17) -0.0058(15) -0.0419(16) O52 0.0713(19) 0.0383(14) 0.106(2) -0.0161(15) 0.0146(17) -0.0015(13) O53 0.087(2) 0.0747(18) 0.0303(12) -0.0113(12) -0.0006(13) 0.0042(15) C54 0.0439(19) 0.0426(18) 0.0476(19) -0.0157(15) 0.0122(15) -0.0083(15) F55 0.0531(14) 0.0842(18) 0.137(3) -0.0154(17) 0.0101(15) -0.0373(13) F56 0.151(3) 0.103(2) 0.0538(15) -0.0335(15) 0.0489(17) -0.018(2) F57 0.0703(15) 0.0446(12) 0.0669(14) 0.0031(10) 0.0193(11) 0.0002(10) S101 0.0388(9) 0.0308(12) 0.0311(8) -0.0103(10) -0.0069(7) 0.0024(9) O102 0.089(4) 0.070(4) 0.0492(17) 0.017(2) -0.021(2) 0.001(4) O103 0.067(2) 0.065(2) 0.066(3) -0.043(2) 0.002(3) -0.027(2) O104 0.055(3) 0.069(6) 0.063(4) -0.047(5) 0.002(3) 0.002(4) C105 0.0459(14) 0.042(2) 0.0449(19) -0.002(3) -0.0014(14) -0.016(2) F106 0.111(3) 0.080(3) 0.142(5) -0.025(3) -0.014(3) -0.066(3) F107 0.055(3) 0.091(6) 0.080(3) -0.015(6) 0.028(3) -0.010(4) F108 0.046(4) 0.143(6) 0.0558(19) 0.007(3) -0.019(3) -0.045(4) S201 0.0548(11) 0.0369(13) 0.0399(9) -0.0120(11) -0.0050(8) -0.0005(9) O202 0.068(3) 0.100(4) 0.0360(19) -0.013(2) -0.016(2) -0.007(3) O203 0.140(4) 0.0262(19) 0.093(4) -0.011(2) 0.011(3) -0.0156(18) O204 0.051(3) 0.059(6) 0.044(2) -0.028(3) 0.003(3) -0.005(4) C205 0.0375(16) 0.043(2) 0.0454(19) 0.000(3) 0.0034(14) -0.0114(17) F206 0.072(2) 0.0333(17) 0.096(3) -0.014(2) 0.026(2) -0.0010(15) F207 0.045(5) 0.095(4) 0.0516(16) 0.015(2) -0.018(3) -0.028(3) F208 0.054(2) 0.092(5) 0.074(3) 0.008(4) 0.022(2) -0.026(4) _refine_ls_extinction_method None _oxford_refine_ls_scale 1.2925(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 Zn1 . N2 . 2.219(2) yes Zn1 . N5 . 2.052(2) yes Zn1 . N11 . 2.225(2) yes Zn1 . N26 . 2.051(2) yes Zn1 . N33 . 2.276(2) yes Zn1 . N42 . 2.253(2) yes N2 . C3 . 1.273(3) yes N2 . C19 . 1.472(4) yes C3 . C4 . 1.478(4) yes C3 . H14 . 0.937 no C4 . N5 . 1.334(3) yes C4 . C9 . 1.390(4) yes N5 . C6 . 1.337(3) yes C6 . C7 . 1.393(4) yes C6 . C10 . 1.481(4) yes C7 . C8 . 1.375(5) yes C7 . H67 . 0.927 no C8 . C9 . 1.384(5) yes C8 . H48 . 0.940 no C9 . H28 . 0.918 no C10 . N11 . 1.267(4) yes C10 . H27 . 0.932 no N11 . C12 . 1.470(3) yes C12 . C13 . 1.502(4) yes C12 . H36 . 0.959 no C12 . H13 . 0.953 no C13 . C14 . 1.389(4) yes C13 . C18 . 1.385(4) yes C14 . C15 . 1.387(5) yes C14 . H61 . 0.920 no C15 . C16 . 1.373(5) yes C15 . H18 . 0.934 no C16 . N17 . 1.332(5) yes C16 . H35 . 0.942 no N17 . C18 . 1.335(4) yes C18 . H32 . 0.934 no C19 . C20 . 1.509(4) yes C19 . H34 . 0.960 no C19 . H69 . 0.958 no C20 . C21 . 1.379(4) yes C20 . C25 . 1.386(4) yes C21 . N22 . 1.345(5) yes C21 . H68 . 0.939 no N22 . C23 . 1.338(5) yes C23 . C24 . 1.369(6) yes C23 . H24 . 0.937 no C24 . C25 . 1.379(5) yes C24 . H26 . 0.914 no C25 . H10 . 0.930 no N26 . C27 . 1.333(3) yes N26 . C31 . 1.334(4) yes C27 . C28 . 1.381(4) yes C27 . C41 . 1.475(4) yes C28 . C29 . 1.377(5) yes C28 . H5 . 0.927 no C29 . C30 . 1.377(5) yes C29 . H9 . 0.907 no C30 . C31 . 1.397(4) yes C30 . H57 . 0.935 no C31 . C32 . 1.472(4) yes C32 . N33 . 1.272(3) yes C32 . H42 . 0.919 no N33 . C34 . 1.470(4) yes C34 . C35 . 1.505(4) yes C34 . H70 . 0.971 no C34 . H20 . 0.970 no C35 . C36 . 1.378(4) yes C35 . C40 . 1.386(4) yes C36 . N37 . 1.330(4) yes C36 . H7 . 0.922 no N37 . C38 . 1.325(6) yes C38 . C39 . 1.362(6) yes C38 . H22 . 0.931 no C39 . C40 . 1.376(5) yes C39 . H15 . 0.930 no C40 . H50 . 0.917 no C41 . N42 . 1.264(4) yes C41 . H16 . 0.922 no N42 . C43 . 1.473(4) yes C43 . C44 . 1.500(4) yes C43 . H17 . 0.967 no C43 . H53 . 0.966 no C44 . C45 . 1.385(4) yes C44 . C49 . 1.385(4) yes C45 . C46 . 1.384(5) yes C45 . H12 . 0.931 no C46 . C47 . 1.374(5) yes C46 . H25 . 0.916 no C47 . N48 . 1.325(5) yes C47 . H21 . 0.936 no N48 . C49 . 1.330(5) yes C49 . H8 . 0.929 no S50 . O51 . 1.426(3) yes S50 . O52 . 1.427(3) yes S50 . O53 . 1.426(3) yes S50 . C54 . 1.812(3) yes C54 . F55 . 1.330(4) yes C54 . F56 . 1.294(4) yes C54 . F57 . 1.326(4) yes S101 . O102 . 1.453(7) yes S101 . O103 . 1.412(5) yes S101 . O104 . 1.445(11) yes S101 . C105 . 1.795(9) yes S101 . O202 . 1.150(6) yes S101 . O203 . 1.985(6) yes S101 . O204 . 1.399(10) yes S101 . C205 . 1.829(9) yes O102 . S201 . 1.398(7) yes O103 . S201 . 1.968(5) yes O103 . O202 . 1.714(9) yes O103 . F206 . 1.808(7) yes O104 . S201 . 1.357(10) yes C105 . F106 . 1.330(9) yes C105 . F107 . 1.338(15) yes C105 . F108 . 1.304(16) yes C105 . S201 . 1.624(9) yes C105 . F207 . 1.331(18) yes C105 . F208 . 1.279(13) yes F106 . S201 . 2.157(6) yes F106 . O203 . 1.622(10) yes F106 . F208 . 1.719(12) yes F107 . C205 . 1.162(12) yes F107 . F206 . 1.756(9) yes F108 . C205 . 1.320(18) yes S201 . O202 . 1.392(7) yes S201 . O203 . 1.430(6) yes S201 . O204 . 1.437(11) yes S201 . C205 . 1.827(9) yes C205 . F206 . 1.325(9) yes C205 . F207 . 1.260(17) yes C205 . F208 . 1.314(14) 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 N2 . Zn1 . N5 . 75.46(8) yes N2 . Zn1 . N11 . 150.22(8) yes N5 . Zn1 . N11 . 74.90(8) yes N2 . Zn1 . N26 . 106.38(8) yes N5 . Zn1 . N26 . 173.67(9) yes N11 . Zn1 . N26 . 103.40(8) yes N2 . Zn1 . N33 . 92.65(8) yes N5 . Zn1 . N33 . 99.31(8) yes N11 . Zn1 . N33 . 94.89(8) yes N26 . Zn1 . N33 . 74.65(8) yes N2 . Zn1 . N42 . 94.61(8) yes N5 . Zn1 . N42 . 110.65(9) yes N11 . Zn1 . N42 . 93.09(8) yes N26 . Zn1 . N42 . 75.41(9) yes N33 . Zn1 . N42 . 150.03(8) yes Zn1 . N2 . C3 . 113.30(18) yes Zn1 . N2 . C19 . 127.92(18) yes C3 . N2 . C19 . 118.3(2) yes N2 . C3 . C4 . 118.3(2) yes N2 . C3 . H14 . 122.2 no C4 . C3 . H14 . 119.6 no C3 . C4 . N5 . 113.6(2) yes C3 . C4 . C9 . 125.2(3) yes N5 . C4 . C9 . 121.1(3) yes C4 . N5 . Zn1 . 119.33(18) yes C4 . N5 . C6 . 120.9(2) yes Zn1 . N5 . C6 . 119.76(18) yes N5 . C6 . C7 . 121.0(3) yes N5 . C6 . C10 . 113.4(2) yes C7 . C6 . C10 . 125.6(3) yes C6 . C7 . C8 . 118.3(3) yes C6 . C7 . H67 . 120.0 no C8 . C7 . H67 . 121.7 no C7 . C8 . C9 . 120.5(3) yes C7 . C8 . H48 . 120.0 no C9 . C8 . H48 . 119.5 no C4 . C9 . C8 . 118.2(3) yes C4 . C9 . H28 . 121.2 no C8 . C9 . H28 . 120.6 no C6 . C10 . N11 . 117.8(2) yes C6 . C10 . H27 . 119.8 no N11 . C10 . H27 . 122.4 no Zn1 . N11 . C10 . 113.94(18) yes Zn1 . N11 . C12 . 126.96(18) yes C10 . N11 . C12 . 119.1(2) yes N11 . C12 . C13 . 110.3(2) yes N11 . C12 . H36 . 110.0 no C13 . C12 . H36 . 110.1 no N11 . C12 . H13 . 108.7 no C13 . C12 . H13 . 109.4 no H36 . C12 . H13 . 108.2 no C12 . C13 . C14 . 123.5(3) yes C12 . C13 . C18 . 119.6(3) yes C14 . C13 . C18 . 116.9(3) yes C13 . C14 . C15 . 118.9(3) yes C13 . C14 . H61 . 119.9 no C15 . C14 . H61 . 121.1 no C14 . C15 . C16 . 118.9(3) yes C14 . C15 . H18 . 120.3 no C16 . C15 . H18 . 120.8 no C15 . C16 . N17 . 123.9(3) yes C15 . C16 . H35 . 118.5 no N17 . C16 . H35 . 117.6 no C16 . N17 . C18 . 116.2(3) yes C13 . C18 . N17 . 125.2(3) yes C13 . C18 . H32 . 118.2 no N17 . C18 . H32 . 116.7 no N2 . C19 . C20 . 112.6(2) yes N2 . C19 . H34 . 110.5 no C20 . C19 . H34 . 109.7 no N2 . C19 . H69 . 107.2 no C20 . C19 . H69 . 108.0 no H34 . C19 . H69 . 108.8 no C19 . C20 . C21 . 120.9(3) yes C19 . C20 . C25 . 121.3(3) yes C21 . C20 . C25 . 117.7(3) yes C20 . C21 . N22 . 124.5(3) yes C20 . C21 . H68 . 117.8 no N22 . C21 . H68 . 117.7 no C21 . N22 . C23 . 115.9(3) yes N22 . C23 . C24 . 124.0(3) yes N22 . C23 . H24 . 117.3 no C24 . C23 . H24 . 118.6 no C23 . C24 . C25 . 119.0(3) yes C23 . C24 . H26 . 121.0 no C25 . C24 . H26 . 120.0 no C20 . C25 . C24 . 118.8(3) yes C20 . C25 . H10 . 122.3 no C24 . C25 . H10 . 118.9 no Zn1 . N26 . C27 . 119.04(18) yes Zn1 . N26 . C31 . 119.84(17) yes C27 . N26 . C31 . 121.1(2) yes N26 . C27 . C28 . 121.0(3) yes N26 . C27 . C41 . 114.2(2) yes C28 . C27 . C41 . 124.7(3) yes C27 . C28 . C29 . 118.8(3) yes C27 . C28 . H5 . 119.4 no C29 . C28 . H5 . 121.8 no C28 . C29 . C30 . 120.0(3) yes C28 . C29 . H9 . 118.7 no C30 . C29 . H9 . 121.3 no C29 . C30 . C31 . 118.6(3) yes C29 . C30 . H57 . 122.5 no C31 . C30 . H57 . 119.0 no C30 . C31 . N26 . 120.4(3) yes C30 . C31 . C32 . 125.0(3) yes N26 . C31 . C32 . 114.6(2) yes C31 . C32 . N33 . 118.2(2) yes C31 . C32 . H42 . 121.1 no N33 . C32 . H42 . 120.7 no Zn1 . N33 . C32 . 112.52(18) yes Zn1 . N33 . C34 . 129.40(18) yes C32 . N33 . C34 . 117.9(2) yes N33 . C34 . C35 . 111.9(2) yes N33 . C34 . H70 . 110.2 no C35 . C34 . H70 . 109.1 no N33 . C34 . H20 . 107.5 no C35 . C34 . H20 . 107.2 no H70 . C34 . H20 . 110.9 no C34 . C35 . C36 . 120.7(3) yes C34 . C35 . C40 . 122.1(3) yes C36 . C35 . C40 . 117.1(3) yes C35 . C36 . N37 . 125.1(3) yes C35 . C36 . H7 . 117.5 no N37 . C36 . H7 . 117.5 no C36 . N37 . C38 . 115.9(3) yes N37 . C38 . C39 . 124.3(3) yes N37 . C38 . H22 . 118.1 no C39 . C38 . H22 . 117.5 no C38 . C39 . C40 . 118.9(3) yes C38 . C39 . H15 . 120.5 no C40 . C39 . H15 . 120.5 no C35 . C40 . C39 . 118.7(3) yes C35 . C40 . H50 . 120.1 no C39 . C40 . H50 . 121.2 no C27 . C41 . N42 . 119.0(2) yes C27 . C41 . H16 . 119.0 no N42 . C41 . H16 . 122.0 no Zn1 . N42 . C41 . 111.99(19) yes Zn1 . N42 . C43 . 129.45(19) yes C41 . N42 . C43 . 118.5(2) yes N42 . C43 . C44 . 110.7(2) yes N42 . C43 . H17 . 107.7 no C44 . C43 . H17 . 110.2 no N42 . C43 . H53 . 109.9 no C44 . C43 . H53 . 110.1 no H17 . C43 . H53 . 108.2 no C43 . C44 . C45 . 122.2(3) yes C43 . C44 . C49 . 120.6(3) yes C45 . C44 . C49 . 117.2(3) yes C44 . C45 . C46 . 118.9(3) yes C44 . C45 . H12 . 119.4 no C46 . C45 . H12 . 121.7 no C45 . C46 . C47 . 118.8(3) yes C45 . C46 . H25 . 120.5 no C47 . C46 . H25 . 120.8 no C46 . C47 . N48 . 123.7(3) yes C46 . C47 . H21 . 118.9 no N48 . C47 . H21 . 117.4 no C47 . N48 . C49 . 116.7(3) yes C44 . C49 . N48 . 124.7(3) yes C44 . C49 . H8 . 117.4 no N48 . C49 . H8 . 117.9 no O51 . S50 . O52 . 117.1(2) yes O51 . S50 . O53 . 113.7(2) yes O52 . S50 . O53 . 114.41(19) yes O51 . S50 . C54 . 102.37(17) yes O52 . S50 . C54 . 103.76(17) yes O53 . S50 . C54 . 102.92(17) yes S50 . C54 . F55 . 111.1(3) yes S50 . C54 . F56 . 113.0(3) yes F55 . C54 . F56 . 105.8(3) yes S50 . C54 . F57 . 112.1(2) yes F55 . C54 . F57 . 106.5(3) yes F56 . C54 . F57 . 108.0(3) yes O102 . S101 . O103 . 112.7(5) yes O102 . S101 . O104 . 117.0(6) yes O103 . S101 . O104 . 114.2(6) yes O102 . S101 . C105 . 103.2(5) yes O103 . S101 . C105 . 104.4(4) yes O104 . S101 . C105 . 103.3(7) yes O102 . S101 . O202 . 30.1(5) yes O103 . S101 . O202 . 83.3(5) yes O104 . S101 . O202 . 128.9(8) yes C105 . S101 . O202 . 118.8(6) yes O102 . S101 . O203 . 63.8(4) yes O103 . S101 . O203 . 168.7(4) yes O104 . S101 . O203 . 76.0(5) yes C105 . S101 . O203 . 67.4(3) yes O202 . S101 . O203 . 93.8(5) yes O102 . S101 . O204 . 134.0(6) yes O103 . S101 . O204 . 99.4(5) yes O104 . S101 . O204 . 17.4(8) yes C105 . S101 . O204 . 99.6(7) yes O202 . S101 . O204 . 139.8(7) yes O102 . S101 . C205 . 110.7(5) yes O103 . S101 . C205 . 87.1(4) yes O104 . S101 . C205 . 111.3(8) yes C105 . S101 . C205 . 17.3(3) yes O202 . S101 . C205 . 117.4(5) yes O203 . S101 . O204 . 89.9(5) yes O203 . S101 . C205 . 84.5(3) yes O204 . S101 . C205 . 102.8(7) yes S101 . O102 . S201 . 22.76(14) yes S101 . O103 . S201 . 3.44(19) yes S101 . O103 . O202 . 41.8(3) yes S201 . O103 . O202 . 43.8(3) yes S101 . O103 . F206 . 90.2(3) yes S201 . O103 . F206 . 86.8(3) yes O202 . O103 . F206 . 108.5(4) yes S101 . O104 . S201 . 23.0(2) yes S101 . C105 . F106 . 111.1(6) yes S101 . C105 . F107 . 114.7(10) yes F106 . C105 . F107 . 103.8(8) yes S101 . C105 . F108 . 123.1(10) yes F106 . C105 . F108 . 97.9(10) yes F107 . C105 . F108 . 103.4(14) yes S101 . C105 . S201 . 18.16(13) yes F106 . C105 . S201 . 93.3(6) yes F107 . C105 . S201 . 124.8(11) yes F108 . C105 . S201 . 125.9(11) yes S101 . C105 . F207 . 110.4(9) yes F106 . C105 . F207 . 109.9(10) yes F107 . C105 . F207 . 106.6(11) yes F108 . C105 . F207 . 14.2(12) yes S201 . C105 . F207 . 116.0(10) yes S101 . C105 . F208 . 121.6(11) yes F106 . C105 . F208 . 82.4(7) yes F107 . C105 . F208 . 21.6(6) yes F108 . C105 . F208 . 109.6(12) yes S201 . C105 . F208 . 124.4(11) yes F207 . C105 . F208 . 117.5(13) yes C105 . F106 . S201 . 48.7(4) yes C105 . F106 . O203 . 90.2(5) yes S201 . F106 . O203 . 41.5(3) yes C105 . F106 . F208 . 47.5(5) yes S201 . F106 . F208 . 82.3(5) yes O203 . F106 . F208 . 113.3(7) yes C105 . F107 . C205 . 24.0(5) yes C105 . F107 . F206 . 72.8(6) yes C205 . F107 . F206 . 49.0(5) yes C105 . F108 . C205 . 24.1(5) yes O103 . S201 . C105 . 89.7(3) yes O103 . S201 . F106 . 127.1(3) yes C105 . S201 . F106 . 38.0(3) yes O103 . S201 . O102 . 88.5(4) yes C105 . S201 . O102 . 115.2(6) yes F106 . S201 . O102 . 105.4(4) yes O103 . S201 . O104 . 90.5(5) yes C105 . S201 . O104 . 117.3(8) yes F106 . S201 . O104 . 116.3(7) yes O102 . S201 . O104 . 127.5(8) yes O103 . S201 . O202 . 58.4(4) yes C105 . S201 . O202 . 115.6(6) yes F106 . S201 . O202 . 126.3(4) yes O102 . S201 . O202 . 30.6(4) yes O104 . S201 . O202 . 117.1(8) yes O103 . S201 . O203 . 168.2(4) yes C105 . S201 . O203 . 86.7(4) yes F106 . S201 . O203 . 48.8(4) yes O102 . S201 . O203 . 82.9(5) yes O104 . S201 . O203 . 101.2(6) yes O103 . S201 . O204 . 76.3(4) yes C105 . S201 . O204 . 106.3(7) yes F106 . S201 . O204 . 117.1(7) yes O102 . S201 . O204 . 135.6(8) yes O104 . S201 . O204 . 17.6(7) yes O103 . S201 . C205 . 72.7(3) yes C105 . S201 . C205 . 17.0(3) yes F106 . S201 . C205 . 54.8(3) yes O102 . S201 . C205 . 113.6(6) yes O104 . S201 . C205 . 116.0(7) yes O202 . S201 . O203 . 113.4(5) yes O202 . S201 . O204 . 115.7(7) yes O203 . S201 . O204 . 115.6(5) yes O202 . S201 . C205 . 105.1(5) yes O203 . S201 . C205 . 103.4(4) yes O204 . S201 . C205 . 101.4(6) yes O103 . O202 . S201 . 77.9(4) yes O103 . O202 . S101 . 54.9(3) yes S201 . O202 . S101 . 23.3(2) yes S101 . O203 . F106 . 91.3(3) yes S101 . O203 . S201 . 3.7(2) yes F106 . O203 . S201 . 89.7(4) yes S201 . O204 . S101 . 22.94(19) yes S101 . C205 . S201 . 17.78(11) yes S101 . C205 . F108 . 119.7(10) yes S201 . C205 . F108 . 111.2(10) yes S101 . C205 . F107 . 123.1(11) yes S201 . C205 . F107 . 121.5(10) yes F108 . C205 . F107 . 113.2(15) yes S101 . C205 . F206 . 92.1(5) yes S201 . C205 . F206 . 109.9(6) yes F108 . C205 . F206 . 109.0(9) yes F107 . C205 . F206 . 89.5(8) yes S101 . C205 . F207 . 111.9(9) yes S201 . C205 . F207 . 107.5(9) yes F108 . C205 . F207 . 14.3(13) yes F107 . C205 . F207 . 124.0(13) yes F206 . C205 . F207 . 98.4(9) yes S101 . C205 . F208 . 117.1(10) yes S201 . C205 . F208 . 108.9(9) yes F108 . C205 . F208 . 106.6(12) yes F107 . C205 . F208 . 22.0(7) yes F206 . C205 . F208 . 111.3(9) yes F207 . C205 . F208 . 120.2(13) yes C205 . F206 . F107 . 41.5(5) yes C205 . F206 . O103 . 90.6(5) yes F107 . F206 . O103 . 111.6(6) yes C105 . F207 . C205 . 24.2(5) yes C205 . F208 . C105 . 24.3(4) yes C205 . F208 . F106 . 74.2(7) yes C105 . F208 . F106 . 50.1(6) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C24 . H26 . O103 2_656 160.16(15) 0.914 2.370 3.244(5) yes C19 . H34 . O203 2_666 142.0(2) 0.960 2.435 3.246(5) yes C40 . H50 . O102 . 173.6(2) 0.917 2.357 3.270(5) yes C14 . H61 . O51 . 157.91(10) 0.920 2.533 3.402(5) yes C7 . H67 . O53 2_565 150.61(10) 0.927 2.468 3.308(5) yes C49 . H8 . O52 . 156.58(10) 0.929 2.591 3.464(5) yes C29 . H9 . O204 2_656 143.4(3) 0.907 2.386 3.161(5) yes C3 . H14 . O104 2_666 166.8(3) 0.937 2.298 3.217(5) yes C3 . H14 . O204 2_666 176.9(3) 0.937 2.410 3.346(5) yes _iucr_refine_instruction_details_constraints ; # # Punched on 03/12/13 at 14:24:56 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 3,X'S) H ( 14,X'S) RIDE C ( 7,X'S) H ( 67,X'S) RIDE C ( 8,X'S) H ( 48,X'S) RIDE C ( 9,X'S) H ( 28,X'S) RIDE C ( 10,X'S) H ( 27,X'S) RIDE C ( 12,X'S) H ( 36,X'S) H ( 13,X'S) RIDE C ( 14,X'S) H ( 61,X'S) RIDE C ( 15,X'S) H ( 18,X'S) RIDE C ( 16,X'S) H ( 35,X'S) RIDE C ( 18,X'S) H ( 32,X'S) RIDE C ( 19,X'S) H ( 34,X'S) H ( 69,X'S) RIDE C ( 21,X'S) H ( 68,X'S) RIDE C ( 23,X'S) H ( 24,X'S) RIDE C ( 24,X'S) H ( 26,X'S) RIDE C ( 25,X'S) H ( 10,X'S) RIDE C ( 28,X'S) H ( 5,X'S) RIDE C ( 29,X'S) H ( 9,X'S) RIDE C ( 30,X'S) H ( 57,X'S) RIDE C ( 32,X'S) H ( 42,X'S) RIDE C ( 34,X'S) H ( 70,X'S) H ( 20,X'S) RIDE C ( 36,X'S) H ( 7,X'S) RIDE C ( 38,X'S) H ( 22,X'S) RIDE C ( 39,X'S) H ( 15,X'S) RIDE C ( 40,X'S) H ( 50,X'S) RIDE C ( 41,X'S) H ( 16,X'S) RIDE C ( 43,X'S) H ( 17,X'S) H ( 53,X'S) RIDE C ( 45,X'S) H ( 12,X'S) RIDE C ( 46,X'S) H ( 25,X'S) RIDE C ( 47,X'S) H ( 21,X'S) RIDE C ( 49,X'S) H ( 8,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 03/12/13 at 14:24:56 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) SAME 0.01,0.1 = CONT S(101) UNTIL F(108) AND CONT S(102) UNTIL F(208) REM HREST END (DO NOT REMOVE THIS LINE) REM DELU START (DO NOT REMOVE THIS LINE) VIBR .0, 0.00200 = S(101) TO O(102) VIBR .0, 0.00200 = S(101) TO O(103) VIBR .0, 0.00200 = S(101) TO O(104) VIBR .0, 0.00200 = S(101) TO C(105) VIBR .0, 0.00200 = S(101) TO O(202) VIBR .0, 0.00200 = S(101) TO O(203) VIBR .0, 0.00200 = S(101) TO O(204) VIBR .0, 0.00200 = S(101) TO C(205) VIBR .0, 0.00500 = O(103) TO O(102) VIBR .0, 0.00500 = O(104) TO O(102) VIBR .0, 0.00500 = O(104) TO O(103) VIBR .0, 0.00500 = C(105) TO O(102) VIBR .0, 0.00500 = C(105) TO O(103) VIBR .0, 0.00500 = C(105) TO O(104) VIBR .0, 0.00500 = O(202) TO O(102) VIBR .0, 0.00500 = O(202) TO O(103) VIBR .0, 0.00500 = O(202) TO O(104) VIBR .0, 0.00500 = O(202) TO C(105) VIBR .0, 0.00500 = O(203) TO O(102) VIBR .0, 0.00500 = O(203) TO O(103) VIBR .0, 0.00500 = O(203) TO O(104) VIBR .0, 0.00500 = O(203) TO C(105) VIBR .0, 0.00500 = O(203) TO O(202) VIBR .0, 0.00500 = O(204) TO O(102) VIBR .0, 0.00500 = O(204) TO O(103) VIBR .0, 0.00500 = O(204) TO O(104) VIBR .0, 0.00500 = O(204) TO C(105) VIBR .0, 0.00500 = O(204) TO O(202) VIBR .0, 0.00500 = O(204) TO O(203) VIBR .0, 0.00500 = C(205) TO O(102) VIBR .0, 0.00500 = C(205) TO O(103) VIBR .0, 0.00500 = C(205) TO O(104) VIBR .0, 0.00500 = C(205) TO C(105) VIBR .0, 0.00500 = C(205) TO O(202) VIBR .0, 0.00500 = C(205) TO O(203) VIBR .0, 0.00500 = C(205) TO O(204) VIBR .0, 0.00200 = O(102) TO S(201) VIBR .0, 0.00200 = O(102) TO O(203) VIBR .0, 0.00500 = S(201) TO S(101) VIBR .0, 0.00500 = O(203) TO S(101) VIBR .0, 0.00500 = O(203) TO S(201) VIBR .0, 0.00200 = O(103) TO S(201) VIBR .0, 0.00200 = O(103) TO O(202) VIBR .0, 0.00200 = O(103) TO F(206) VIBR .0, 0.00500 = S(201) TO S(101) VIBR .0, 0.00500 = O(202) TO S(101) VIBR .0, 0.00500 = O(202) TO S(201) VIBR .0, 0.00500 = F(206) TO S(101) VIBR .0, 0.00500 = F(206) TO S(201) VIBR .0, 0.00500 = F(206) TO O(202) VIBR .0, 0.00200 = O(104) TO S(201) VIBR .0, 0.00500 = S(201) TO S(101) VIBR .0, 0.00200 = C(105) TO F(106) VIBR .0, 0.00200 = C(105) TO F(107) VIBR .0, 0.00200 = C(105) TO F(108) VIBR .0, 0.00200 = C(105) TO S(201) VIBR .0, 0.00200 = C(105) TO F(207) VIBR .0, 0.00200 = C(105) TO F(208) VIBR .0, 0.00500 = F(106) TO S(101) VIBR .0, 0.00500 = F(107) TO S(101) VIBR .0, 0.00500 = F(107) TO F(106) VIBR .0, 0.00500 = F(108) TO S(101) VIBR .0, 0.00500 = F(108) TO F(106) VIBR .0, 0.00500 = F(108) TO F(107) VIBR .0, 0.00500 = S(201) TO S(101) VIBR .0, 0.00500 = S(201) TO F(106) VIBR .0, 0.00500 = S(201) TO F(107) VIBR .0, 0.00500 = S(201) TO F(108) VIBR .0, 0.00500 = F(207) TO S(101) VIBR .0, 0.00500 = F(207) TO F(106) VIBR .0, 0.00500 = F(207) TO F(107) VIBR .0, 0.00500 = F(207) TO F(108) VIBR .0, 0.00500 = F(207) TO S(201) VIBR .0, 0.00500 = F(208) TO S(101) VIBR .0, 0.00500 = F(208) TO F(106) VIBR .0, 0.00500 = F(208) TO F(107) VIBR .0, 0.00500 = F(208) TO F(108) VIBR .0, 0.00500 = F(208) TO S(201) VIBR .0, 0.00500 = F(208) TO F(207) VIBR .0, 0.00200 = F(106) TO S(201) VIBR .0, 0.00200 = F(106) TO O(203) VIBR .0, 0.00200 = F(106) TO F(208) VIBR .0, 0.00500 = S(201) TO C(105) VIBR .0, 0.00500 = O(203) TO C(105) VIBR .0, 0.00500 = O(203) TO S(201) VIBR .0, 0.00500 = F(208) TO C(105) VIBR .0, 0.00500 = F(208) TO S(201) VIBR .0, 0.00500 = F(208) TO O(203) VIBR .0, 0.00200 = F(107) TO C(205) VIBR .0, 0.00500 = C(205) TO C(105) VIBR .0, 0.00200 = F(108) TO C(205) VIBR .0, 0.00500 = C(205) TO C(105) VIBR .0, 0.00200 = S(201) TO O(202) VIBR .0, 0.00200 = S(201) TO O(203) VIBR .0, 0.00200 = S(201) TO O(204) VIBR .0, 0.00200 = S(201) TO C(205) VIBR .0, 0.00500 = C(105) TO O(103) VIBR .0, 0.00500 = F(106) TO O(103) VIBR .0, 0.00500 = F(106) TO C(105) VIBR .0, 0.00500 = O(102) TO O(103) VIBR .0, 0.00500 = O(102) TO C(105) VIBR .0, 0.00500 = O(102) TO F(106) VIBR .0, 0.00500 = O(104) TO O(103) VIBR .0, 0.00500 = O(104) TO C(105) VIBR .0, 0.00500 = O(104) TO F(106) VIBR .0, 0.00500 = O(104) TO O(102) VIBR .0, 0.00500 = O(202) TO O(103) VIBR .0, 0.00500 = O(202) TO C(105) VIBR .0, 0.00500 = O(202) TO F(106) VIBR .0, 0.00500 = O(202) TO O(102) VIBR .0, 0.00500 = O(202) TO O(104) VIBR .0, 0.00500 = O(203) TO O(103) VIBR .0, 0.00500 = O(203) TO C(105) VIBR .0, 0.00500 = O(203) TO F(106) VIBR .0, 0.00500 = O(203) TO O(102) VIBR .0, 0.00500 = O(203) TO O(104) VIBR .0, 0.00500 = O(203) TO O(202) VIBR .0, 0.00500 = O(204) TO O(103) VIBR .0, 0.00500 = O(204) TO C(105) VIBR .0, 0.00500 = O(204) TO F(106) VIBR .0, 0.00500 = O(204) TO O(102) VIBR .0, 0.00500 = O(204) TO O(104) VIBR .0, 0.00500 = O(204) TO O(202) VIBR .0, 0.00500 = O(204) TO O(203) VIBR .0, 0.00500 = C(205) TO O(103) VIBR .0, 0.00500 = C(205) TO C(105) VIBR .0, 0.00500 = C(205) TO F(106) VIBR .0, 0.00500 = C(205) TO O(102) VIBR .0, 0.00500 = C(205) TO O(104) VIBR .0, 0.00500 = C(205) TO O(202) VIBR .0, 0.00500 = C(205) TO O(203) VIBR .0, 0.00500 = C(205) TO O(204) VIBR .0, 0.00500 = S(201) TO O(103) VIBR .0, 0.00500 = S(101) TO O(103) VIBR .0, 0.00500 = S(101) TO S(201) VIBR .0, 0.00500 = F(106) TO S(101) VIBR .0, 0.00500 = O(102) TO S(101) VIBR .0, 0.00500 = O(102) TO F(106) VIBR .0, 0.00500 = S(201) TO S(101) VIBR .0, 0.00500 = S(201) TO F(106) VIBR .0, 0.00500 = S(201) TO O(102) VIBR .0, 0.00500 = S(101) TO S(201) VIBR .0, 0.00200 = C(205) TO F(206) VIBR .0, 0.00200 = C(205) TO F(207) VIBR .0, 0.00200 = C(205) TO F(208) VIBR .0, 0.00500 = S(201) TO S(101) VIBR .0, 0.00500 = F(108) TO S(101) VIBR .0, 0.00500 = F(108) TO S(201) VIBR .0, 0.00500 = F(107) TO S(101) VIBR .0, 0.00500 = F(107) TO S(201) VIBR .0, 0.00500 = F(107) TO F(108) VIBR .0, 0.00500 = F(206) TO S(101) VIBR .0, 0.00500 = F(206) TO S(201) VIBR .0, 0.00500 = F(206) TO F(108) VIBR .0, 0.00500 = F(206) TO F(107) VIBR .0, 0.00500 = F(207) TO S(101) VIBR .0, 0.00500 = F(207) TO S(201) VIBR .0, 0.00500 = F(207) TO F(108) VIBR .0, 0.00500 = F(207) TO F(107) VIBR .0, 0.00500 = F(207) TO F(206) VIBR .0, 0.00500 = F(208) TO S(101) VIBR .0, 0.00500 = F(208) TO S(201) VIBR .0, 0.00500 = F(208) TO F(108) VIBR .0, 0.00500 = F(208) TO F(107) VIBR .0, 0.00500 = F(208) TO F(206) VIBR .0, 0.00500 = F(208) TO F(207) VIBR .0, 0.00500 = O(103) TO C(205) VIBR .0, 0.00500 = C(105) TO C(205) VIBR .0, 0.00500 = F(106) TO C(205) VIBR .0, 0.00500 = C(105) TO C(205) VIBR .0, 0.00500 = C(105) TO F(106) REM DELU END (DO NOT REMOVE THIS LINE) END ; # start Validation Reply Form _vrf_PLAT027_1 ; PROBLEM: _diffrn_reflns_theta_full (too) Low ............ 23.05 Deg. RESPONSE: Although of reasonable size, the crystal was a weak scatterer so that full data only were collected up to 23.05 degrees (0.9 angstrom resolution). ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 975179' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- _cell_length_a 9.2473(3) _cell_length_b 10.7831(4) _cell_length_c 12.8209(5) _cell_angle_alpha 94.960(3) _cell_angle_beta 107.524(3) _cell_angle_gamma 110.985(3) _cell_volume 1110.81(8) _cell_measurement_reflns_used 9119 _cell_measurement_theta_min 2.4770 _cell_measurement_theta_max 28.8980 _cell_oxdiff_length_a 9.2473(3) _cell_oxdiff_length_b 10.7831(4) _cell_oxdiff_length_c 12.8209(5) _cell_oxdiff_angle_alpha 94.960(3) _cell_oxdiff_angle_beta 107.524(3) _cell_oxdiff_angle_gamma 110.986(3) _cell_oxdiff_volume 1110.81(7) _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' Ag -0.8971 1.1015 19.2808 0.6446 16.6885 7.4726 4.8045 24.6605 1.0463 99.8156 5.1790 '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' 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 _chemical_formula_sum 'C20 H17 Ag F3 N5 O3 S' _chemical_formula_moiety 'C19 H17 Ag N5, C F3 O3 S' _chemical_compound_source ? _chemical_formula_weight 572.33 _cell_measurement_temperature 175 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_min 0.200 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_max 0.400 _exptl_absorpt_correction_T_min 0.98422 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_density_diffrn 1.711 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 1.059 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini' _diffrn_detector_area_resol_mean 16.0143 _diffrn_measurement_device Area _diffrn_radiation_wavelength 0.71073 #montpellier_reflns_maxres is minimum d (highest resolution) #where <= 2.0 #(Z. Dauter, Acta Cryst. D55, 1703-1717, 1999) _montpellier_reflns_maxres 0.73 _montpellier_reflns_completeness_maxres 88.57 _montpellier_reflns_redundancy_maxres 3.67 #montpellier_diffrn_reflns_class_completeness_shell is completeness in shell #montpellier_diffrn_class_reflns_cumul_completeness is cumulative #completeness to resolution of shell #Note: completeness percentage takes into account the fact whether #group is centrosymmetric or not loop_ _montpellier_diffrn_reflns_class_number _montpellier_diffrn_reflns_class_d_res_high _montpellier_diffrn_reflns_class_d_res_low _montpellier_diffrn_reflns_class_redundancy _montpellier_diffrn_reflns_class_av_I/uI _diffrn_reflns_class_av_R_eq _montpellier_diffrn_reflns_class_completeness_shell _montpellier_diffrn_reflns_class_cumul_completeness 0 100.0 1.62 6.7 75.98 0.022 100.0 100.00 1 1.62 1.29 5.2 46.37 0.029 100.0 100.00 2 1.29 1.13 4.6 32.62 0.036 100.0 100.00 3 1.13 1.02 3.9 24.14 0.040 100.0 100.00 4 1.02 0.95 3.5 18.15 0.050 100.0 100.00 5 0.95 0.89 3.3 14.62 0.060 100.0 100.00 6 0.89 0.85 3.0 10.78 0.077 100.0 100.00 7 0.85 0.81 2.9 9.41 0.086 100.0 100.00 8 0.81 0.78 2.3 7.70 0.095 93.4 99.23 9 0.78 0.73 1.3 4.98 0.108 45.0 88.57 #End reflection statistics _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _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_orient_matrix_UB_11 0.0583228000 _diffrn_orient_matrix_UB_12 -0.0273477000 _diffrn_orient_matrix_UB_13 0.0242083000 _diffrn_orient_matrix_UB_21 -0.0018424000 _diffrn_orient_matrix_UB_22 0.0197963000 _diffrn_orient_matrix_UB_23 0.0536413000 _diffrn_orient_matrix_UB_31 -0.0658023000 _diffrn_orient_matrix_UB_32 -0.0638110000 _diffrn_orient_matrix_UB_33 -0.0084110000 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -3.00 81.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - 15.4892 38.0000 90.0000 84 #__ type_ start__ end____ width___ exp.time_ 2 omega -46.00 0.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - 15.4892 -57.0000 150.0000 46 #__ type_ start__ end____ width___ exp.time_ 3 omega -1.00 31.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - 15.4892 -57.0000 -60.0000 32 #__ type_ start__ end____ width___ exp.time_ 4 omega 36.00 63.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - 15.4892 179.0000 -90.0000 27 #__ type_ start__ end____ width___ exp.time_ 5 omega -48.00 29.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - 15.4892 -57.0000 -90.0000 77 #__ type_ start__ end____ width___ exp.time_ 6 omega -66.00 -13.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - -16.2704 118.0000 157.0000 53 #__ type_ start__ end____ width___ exp.time_ 7 omega -16.00 22.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - -16.2704 -99.0000 60.0000 38 #__ type_ start__ end____ width___ exp.time_ 8 omega -14.00 87.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - 15.4892 19.0000 -60.0000 101 #__ type_ start__ end____ width___ exp.time_ 9 omega -1.00 83.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - 15.4892 57.0000 -180.0000 84 #__ type_ start__ end____ width___ exp.time_ 10 omega -25.00 23.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - -16.2704 -99.0000 -90.0000 48 #__ type_ start__ end____ width___ exp.time_ 11 omega -35.00 53.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - -16.2704 38.0000 -180.0000 88 #__ type_ start__ end____ width___ exp.time_ 12 omega -68.00 -16.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - -16.2704 122.0000 -145.9292 52 #__ type_ start__ end____ width___ exp.time_ 13 omega -76.00 -24.00 1.0000 19.4500 omega____ theta____ kappa____ phi______ frames - -16.2704 135.0000 -14.1159 52 ; _diffrn_measurement_method '\w scans' _diffrn_ambient_temperature 175 _diffrn_reflns_number 19879 _reflns_number_total 5410 _diffrn_reflns_av_R_equivalents 0.031 _diffrn_reflns_av_sigmaI/netI 0.0442 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 5410 # Theoretical number of reflections is about 12032 _diffrn_reflns_theta_min 1.707 _diffrn_reflns_theta_max 29.336 _diffrn_measured_fraction_theta_max 0.886 _diffrn_reflns_theta_full 26.000 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min -12 _reflns_limit_h_max 11 _reflns_limit_k_min -14 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _oxford_diffrn_Wilson_B_factor 2.27 _oxford_diffrn_Wilson_scale 0.53 _atom_sites_solution_primary iterative #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.39 _refine_diff_density_max 0.71 # 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>2.0\s(I) _refine_ls_number_reflns 4818 _refine_ls_number_restraints 0 _refine_ls_number_parameters 298 _oxford_refine_ls_R_factor_ref 0.0296 _refine_ls_wR_factor_ref 0.0368 _refine_ls_goodness_of_fit_ref 1.0846 _refine_ls_shift/su_max 0.0005894 _refine_ls_shift/su_mean 0.0000242 # The values computed with all filters except I/sigma _oxford_reflns_number_all 5410 _refine_ls_R_factor_all 0.0358 _refine_ls_wR_factor_all 0.0401 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4818 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_gt 0.0368 # 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 #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: 13.5 7.12 11.4 5.02 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens S1 S 0.72009(6) 0.91646(5) 0.30305(4) 0.0264 1.0000 Uani . . . . . . O2 O 0.5759(2) 0.90964(19) 0.21476(15) 0.0418 1.0000 Uani . . . . . . O3 O 0.6875(2) 0.81290(17) 0.36658(15) 0.0422 1.0000 Uani . . . . . . O4 O 0.8645(2) 0.9430(2) 0.27368(17) 0.0453 1.0000 Uani . . . . . . C5 C 0.7755(4) 1.0710(3) 0.4024(3) 0.0482 1.0000 Uani . . . . . . F6 F 0.7997(4) 1.1771(2) 0.3544(3) 0.0970 1.0000 Uani . . . . . . F7 F 0.9108(2) 1.0996(2) 0.48993(17) 0.0691 1.0000 Uani . . . . . . F8 F 0.6554(3) 1.0605(3) 0.4430(2) 0.0828 1.0000 Uani . . . . . . N9 N -0.00404(18) 0.16563(15) 0.02377(13) 0.0211 1.0000 Uani . . . . . . C10 C -0.1154(2) 0.11822(18) 0.07317(16) 0.0234 1.0000 Uani . . . . . . C11 C -0.2753(2) 0.02233(19) 0.01642(18) 0.0257 1.0000 Uani . . . . . . C12 C -0.3230(2) -0.02706(18) -0.09730(17) 0.0245 1.0000 Uani . . . . . . C13 C -0.2090(2) 0.01981(18) -0.15095(15) 0.0215 1.0000 Uani . . . . . . C14 C -0.0511(2) 0.11590(17) -0.08617(16) 0.0214 1.0000 Uani . . . . . . C15 C -0.2537(3) -0.03626(19) -0.27338(17) 0.0274 1.0000 Uani . . . . . . N16 N -0.2697(2) -0.17793(16) -0.28842(14) 0.0247 1.0000 Uani . . . . . . C17 C -0.2439(3) -0.2238(2) -0.37149(16) 0.0282 1.0000 Uani . . . . . . C18 C -0.2609(3) -0.3661(2) -0.39316(17) 0.0287 1.0000 Uani . . . . . . N19 N -0.2654(2) -0.43190(16) -0.30935(14) 0.0250 1.0000 Uani . . . . . . C20 C -0.2858(3) -0.5626(2) -0.32766(17) 0.0270 1.0000 Uani . . . . . . C21 C -0.2834(2) -0.63033(19) -0.23242(17) 0.0249 1.0000 Uani . . . . . . N22 N -0.2358(2) -0.56278(16) -0.13375(14) 0.0232 1.0000 Uani . . . . . . C23 C -0.2333(2) -0.63875(19) -0.04368(17) 0.0243 1.0000 Uani . . . . . . C24 C -0.2841(2) -0.57879(17) 0.04264(15) 0.0211 1.0000 Uani . . . . . . C25 C -0.4415(2) -0.64107(17) 0.04589(16) 0.0221 1.0000 Uani . . . . . . N26 N -0.49369(19) -0.59001(16) 0.11987(14) 0.0235 1.0000 Uani . . . . . . C27 C -0.3873(2) -0.4728(2) 0.19306(16) 0.0253 1.0000 Uani . . . . . . C28 C -0.2274(2) -0.4035(2) 0.19623(18) 0.0294 1.0000 Uani . . . . . . C29 C -0.1757(2) -0.4579(2) 0.11972(18) 0.0293 1.0000 Uani . . . . . . C30 C -0.3066(4) -0.6327(2) -0.4313(2) 0.0431 1.0000 Uani . . . . . . C31 C -0.2988(4) -0.5637(3) -0.5171(2) 0.0503 1.0000 Uani . . . . . . C32 C -0.2733(4) -0.4285(3) -0.49753(19) 0.0419 1.0000 Uani . . . . . . Ag33 Ag 0.251831(17) 0.318149(15) 0.133535(12) 0.0290 1.0000 Uani . . . . . . H12 H -0.5140 -0.7227 -0.0033 0.0267 1.0000 Uiso R . . . . . H15 H -0.0810 0.1522 0.1495 0.0284 1.0000 Uiso R . . . . . H16 H -0.1678 0.0180 -0.2989 0.0332 1.0000 Uiso R . . . . . H18 H -0.4213 -0.4367 0.2445 0.0309 1.0000 Uiso R . . . . . H19 H 0.0272 0.1475 -0.1206 0.0265 1.0000 Uiso R . . . . . H23 H -0.0700 -0.4140 0.1198 0.0352 1.0000 Uiso R . . . . . H24 H -0.3214 -0.7260 -0.2468 0.0302 1.0000 Uiso R . . . . . H28 H -0.1567 -0.3232 0.2484 0.0353 1.0000 Uiso R . . . . . H34 H -0.1211 -0.6303 -0.0094 0.0287 1.0000 Uiso R . . . . . H36 H -0.3091 -0.6055 -0.5871 0.0605 1.0000 Uiso R . . . . . H37 H -0.3237 -0.7251 -0.4404 0.0518 1.0000 Uiso R . . . . . H27 H -0.3070 -0.7347 -0.0759 0.0295 1.0000 Uiso R . . . . . H29 H -0.3474 -0.0077 0.0555 0.0312 1.0000 Uiso R . . . . . H1 H -0.2650 -0.3786 -0.5521 0.0507 1.0000 Uiso R . . . . . H32 H -0.4304 -0.0902 -0.1386 0.0308 1.0000 Uiso R . . . . . H33 H -0.3603 -0.0362 -0.3159 0.0339 1.0000 Uiso R . . . . . H2 H -0.2128 -0.1681 -0.4203 0.0361 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 S1 0.0308(2) 0.0261(2) 0.0231(2) 0.00712(18) 0.00969(18) 0.01195(18) O2 0.0353(8) 0.0466(9) 0.0344(8) 0.0143(7) 0.0042(7) 0.0122(7) O3 0.0581(10) 0.0334(8) 0.0343(8) 0.0138(7) 0.0171(8) 0.0159(8) O4 0.0436(9) 0.0562(11) 0.0443(10) 0.0137(8) 0.0236(8) 0.0221(8) C5 0.0492(14) 0.0338(12) 0.0554(16) -0.0032(11) 0.0075(12) 0.0222(10) F6 0.134(2) 0.0343(9) 0.103(2) 0.0123(11) 0.0180(17) 0.0322(12) F7 0.0554(10) 0.0647(11) 0.0537(10) -0.0215(9) -0.0095(8) 0.0188(9) F8 0.0709(13) 0.0991(16) 0.0791(15) -0.0247(13) 0.0229(11) 0.0484(12) N9 0.0216(7) 0.0186(6) 0.0233(7) 0.0056(5) 0.0076(5) 0.0085(5) C10 0.0272(8) 0.0228(8) 0.0247(8) 0.0087(7) 0.0124(7) 0.0120(7) C11 0.0256(8) 0.0247(8) 0.0332(10) 0.0125(7) 0.0160(7) 0.0113(7) C12 0.0220(8) 0.0213(8) 0.0291(9) 0.0066(7) 0.0079(7) 0.0085(6) C13 0.0253(8) 0.0200(7) 0.0215(8) 0.0068(6) 0.0073(6) 0.0119(6) C14 0.0233(8) 0.0177(7) 0.0262(8) 0.0078(6) 0.0111(6) 0.0092(6) C15 0.0358(9) 0.0209(8) 0.0236(9) 0.0062(7) 0.0069(7) 0.0121(7) N16 0.0293(7) 0.0211(7) 0.0204(7) 0.0029(6) 0.0073(6) 0.0080(6) C17 0.0366(10) 0.0281(9) 0.0210(9) 0.0086(7) 0.0107(7) 0.0131(8) C18 0.0381(10) 0.0281(9) 0.0226(9) 0.0053(7) 0.0125(7) 0.0150(8) N19 0.0309(8) 0.0241(7) 0.0213(7) 0.0043(6) 0.0112(6) 0.0112(6) C20 0.0343(9) 0.0243(8) 0.0241(9) 0.0046(7) 0.0111(7) 0.0134(7) C21 0.0300(9) 0.0212(8) 0.0281(9) 0.0072(7) 0.0137(7) 0.0123(7) N22 0.0274(7) 0.0226(7) 0.0264(8) 0.0080(6) 0.0155(6) 0.0122(6) C23 0.0291(8) 0.0242(8) 0.0284(9) 0.0112(7) 0.0166(7) 0.0142(7) C24 0.0247(8) 0.0197(7) 0.0231(8) 0.0094(6) 0.0115(6) 0.0103(6) C25 0.0239(8) 0.0164(7) 0.0245(8) 0.0029(6) 0.0094(6) 0.0064(6) N26 0.0235(7) 0.0242(7) 0.0251(7) 0.0071(6) 0.0114(6) 0.0095(6) C27 0.0252(8) 0.0281(9) 0.0233(8) 0.0026(7) 0.0100(7) 0.0108(7) C28 0.0249(9) 0.0259(9) 0.0294(10) -0.0033(7) 0.0098(7) 0.0034(7) C29 0.0199(8) 0.0318(9) 0.0339(10) 0.0043(8) 0.0111(7) 0.0073(7) C30 0.0753(17) 0.0310(10) 0.0303(11) 0.0049(9) 0.0211(11) 0.0280(11) C31 0.091(2) 0.0429(13) 0.0270(11) 0.0061(10) 0.0268(12) 0.0340(14) C32 0.0736(17) 0.0388(11) 0.0232(10) 0.0093(9) 0.0236(11) 0.0277(12) Ag33 0.02513(8) 0.02876(9) 0.02608(9) -0.00157(5) 0.01277(6) 0.00190(6) _refine_ls_extinction_method None _oxford_refine_ls_scale 3.930(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1 . O2 . 1.4394(17) yes S1 . O3 . 1.4370(16) yes S1 . O4 . 1.4332(18) yes S1 . C5 . 1.814(3) yes C5 . F6 . 1.326(4) yes C5 . F7 . 1.318(3) yes C5 . F8 . 1.337(4) yes N9 . C10 . 1.340(2) yes N9 . C14 . 1.340(2) yes N9 . Ag33 . 2.2563(15) yes C10 . C11 . 1.382(3) yes C10 . H15 . 0.927 no C11 . C12 . 1.384(3) yes C11 . H29 . 0.936 no C12 . C13 . 1.398(3) yes C12 . H32 . 0.931 no C13 . C14 . 1.390(2) yes C13 . C15 . 1.505(3) yes C14 . H19 . 0.936 no C15 . N16 . 1.471(2) yes C15 . H16 . 0.968 no C15 . H33 . 0.973 no N16 . Ag33 2_555 2.5995(16) yes N16 . C17 . 1.258(3) yes C17 . C18 . 1.478(3) yes C17 . H2 . 0.941 no C18 . N19 . 1.341(3) yes C18 . C32 . 1.397(3) yes N19 . Ag33 2_555 2.4171(16) yes N19 . C20 . 1.343(2) yes C20 . C21 . 1.474(3) yes C20 . C30 . 1.393(3) yes C21 . N22 . 1.265(3) yes C21 . H24 . 0.943 no N22 . Ag33 2_555 2.6945(15) yes N22 . C23 . 1.472(2) yes C23 . C24 . 1.507(2) yes C23 . H34 . 0.964 no C23 . H27 . 0.978 no C24 . C25 . 1.383(2) yes C24 . C29 . 1.387(3) yes C25 . N26 . 1.346(2) yes C25 . H12 . 0.921 no N26 . Ag33 1_445 2.2712(15) yes N26 . C27 . 1.339(2) yes C27 . C28 . 1.383(3) yes C27 . H18 . 0.923 no C28 . C29 . 1.386(3) yes C28 . H28 . 0.925 no C29 . H23 . 0.921 no C30 . C31 . 1.386(4) yes C30 . H37 . 0.942 no C31 . C32 . 1.378(3) yes C31 . H36 . 0.930 no C32 . H1 . 0.922 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 O2 . S1 . O3 . 114.55(11) yes O2 . S1 . O4 . 115.07(12) yes O3 . S1 . O4 . 115.34(12) yes O2 . S1 . C5 . 102.86(12) yes O3 . S1 . C5 . 103.26(13) yes O4 . S1 . C5 . 103.31(13) yes S1 . C5 . F6 . 111.1(2) yes S1 . C5 . F7 . 112.97(18) yes F6 . C5 . F7 . 107.8(3) yes S1 . C5 . F8 . 111.1(2) yes F6 . C5 . F8 . 107.4(3) yes F7 . C5 . F8 . 106.2(3) yes C10 . N9 . C14 . 117.70(15) yes C10 . N9 . Ag33 . 117.37(13) yes C14 . N9 . Ag33 . 124.90(12) yes N9 . C10 . C11 . 123.38(18) yes N9 . C10 . H15 . 117.0 no C11 . C10 . H15 . 119.6 no C10 . C11 . C12 . 118.37(17) yes C10 . C11 . H29 . 119.6 no C12 . C11 . H29 . 122.0 no C11 . C12 . C13 . 119.52(17) yes C11 . C12 . H32 . 120.7 no C13 . C12 . H32 . 119.7 no C12 . C13 . C14 . 117.59(17) yes C12 . C13 . C15 . 121.09(17) yes C14 . C13 . C15 . 121.27(17) yes C13 . C14 . N9 . 123.42(16) yes C13 . C14 . H19 . 118.7 no N9 . C14 . H19 . 117.9 no C13 . C15 . N16 . 108.92(15) yes C13 . C15 . H16 . 109.5 no N16 . C15 . H16 . 109.9 no C13 . C15 . H33 . 109.5 no N16 . C15 . H33 . 108.0 no H16 . C15 . H33 . 110.9 no C15 . N16 . Ag33 2_555 126.02(12) yes C15 . N16 . C17 . 117.28(17) yes Ag33 2_555 N16 . C17 . 113.65(13) yes N16 . C17 . C18 . 120.30(18) yes N16 . C17 . H2 . 120.6 no C18 . C17 . H2 . 119.1 no C17 . C18 . N19 . 117.22(17) yes C17 . C18 . C32 . 120.70(19) yes N19 . C18 . C32 . 122.08(19) yes Ag33 2_555 N19 . C18 . 119.78(13) yes Ag33 2_555 N19 . C20 . 121.57(13) yes C18 . N19 . C20 . 118.58(17) yes N19 . C20 . C21 . 117.19(17) yes N19 . C20 . C30 . 122.26(19) yes C21 . C20 . C30 . 120.55(18) yes C20 . C21 . N22 . 121.15(17) yes C20 . C21 . H24 . 118.5 no N22 . C21 . H24 . 120.3 no Ag33 2_555 N22 . C21 . 111.51(12) yes Ag33 2_555 N22 . C23 . 127.93(11) yes C21 . N22 . C23 . 117.25(16) yes N22 . C23 . C24 . 110.16(14) yes N22 . C23 . H34 . 107.1 no C24 . C23 . H34 . 109.5 no N22 . C23 . H27 . 109.4 no C24 . C23 . H27 . 111.1 no H34 . C23 . H27 . 109.5 no C23 . C24 . C25 . 120.97(17) yes C23 . C24 . C29 . 121.05(16) yes C25 . C24 . C29 . 117.96(17) yes C24 . C25 . N26 . 123.16(17) yes C24 . C25 . H12 . 119.1 no N26 . C25 . H12 . 117.7 no Ag33 1_445 N26 . C25 . 126.54(12) yes Ag33 1_445 N26 . C27 . 115.60(12) yes C25 . N26 . C27 . 117.87(16) yes N26 . C27 . C28 . 123.04(17) yes N26 . C27 . H18 . 118.8 no C28 . C27 . H18 . 118.1 no C27 . C28 . C29 . 118.27(18) yes C27 . C28 . H28 . 120.8 no C29 . C28 . H28 . 120.9 no C24 . C29 . C28 . 119.71(17) yes C24 . C29 . H23 . 120.1 no C28 . C29 . H23 . 120.2 no C20 . C30 . C31 . 119.0(2) yes C20 . C30 . H37 . 118.9 no C31 . C30 . H37 . 122.1 no C30 . C31 . C32 . 118.8(2) yes C30 . C31 . H36 . 122.1 no C32 . C31 . H36 . 119.0 no C18 . C32 . C31 . 119.2(2) yes C18 . C32 . H1 . 119.5 no C31 . C32 . H1 . 121.3 no N19 2_555 Ag33 . N16 2_555 66.21(5) yes N19 2_555 Ag33 . N26 1_665 108.35(6) yes N16 2_555 Ag33 . N26 1_665 108.07(5) yes N19 2_555 Ag33 . N9 . 114.30(6) yes N16 2_555 Ag33 . N9 . 92.93(5) yes N26 1_665 Ag33 . N9 . 137.15(6) yes N19 2_555 Ag33 . N22 2_555 64.97(5) yes N16 2_555 Ag33 . N22 2_555 131.14(5) yes N26 1_665 Ag33 . N22 2_555 88.86(5) yes N9 . Ag33 . N22 2_555 105.09(5) 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 C15 . H16 . O4 2_665 137.60(6) 0.968 2.595 3.374(3) yes C23 . H27 . O2 2_555 148.72(6) 0.978 2.511 3.385(3) yes C11 . H29 . O2 1_445 154.49(6) 0.936 2.490 3.359(3) yes C32 . H1 . O3 1_444 146.89(7) 0.922 2.509 3.320(3) yes C17 . H2 . O3 1_444 135.81(6) 0.941 2.571 3.311(3) yes _iucr_refine_instruction_details_constraints ; # # Punched on 03/12/13 at 13:55:07 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 10,X'S) H ( 15,X'S) RIDE C ( 11,X'S) H ( 29,X'S) RIDE C ( 12,X'S) H ( 32,X'S) RIDE C ( 14,X'S) H ( 19,X'S) RIDE C ( 15,X'S) H ( 16,X'S) H ( 33,X'S) RIDE C ( 17,X'S) H ( 2,X'S) RIDE C ( 21,X'S) H ( 24,X'S) RIDE C ( 23,X'S) H ( 34,X'S) H ( 27,X'S) RIDE C ( 25,X'S) H ( 12,X'S) RIDE C ( 27,X'S) H ( 18,X'S) RIDE C ( 28,X'S) H ( 28,X'S) RIDE C ( 29,X'S) H ( 23,X'S) RIDE C ( 30,X'S) H ( 37,X'S) RIDE C ( 31,X'S) H ( 36,X'S) RIDE C ( 32,X'S) H ( 1,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 03/12/13 at 13:55:07 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _database_code_depnum_ccdc_archive 'CCDC 975180' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- _cell_length_a 23.4956(5) _cell_length_b 11.8708(3) _cell_length_c 31.4169(10) _cell_angle_alpha 90 _cell_angle_beta 98.953(3) _cell_angle_gamma 90 _cell_volume 8655.8(4) _cell_measurement_reflns_used 7771 _cell_measurement_theta_min 2.0330 _cell_measurement_theta_max 28.8330 _cell_oxdiff_length_a 23.4906(7) _cell_oxdiff_length_b 11.8687(3) _cell_oxdiff_length_c 31.4291(11) _cell_oxdiff_angle_alpha 90.004(2) _cell_oxdiff_angle_beta 98.952(3) _cell_oxdiff_angle_gamma 90.000(2) _cell_oxdiff_volume 8655.8(4) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'I 2/c ' _symmetry_space_group_name_Hall '-I 2yc' 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,-y,z+1/2 -x,y,-z+1/2 x+1/2,-y+1/2,z+1 -x+1/2,y+1/2,-z+1 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' 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' 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' Pb -3.3944 10.1111 31.0617 0.6902 13.0637 2.3576 18.4420 8.6180 5.9696 47.2579 13.4118 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 _chemical_formula_sum 'C80 H68 F12 N20 O12 Pb2 S4' _chemical_formula_moiety 'C76 H68 N20 Pb2, 4(C F3 O3 S1)' _chemical_compound_source ? _chemical_formula_weight 2272.22 _cell_measurement_temperature 175 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_min 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_max 0.300 _exptl_absorpt_correction_T_min 0.60340 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_density_diffrn 1.743 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 4480 _exptl_absorpt_coefficient_mu 4.080 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini' _diffrn_detector_area_resol_mean 16.0143 _diffrn_measurement_device Area _diffrn_radiation_wavelength 0.71073 #montpellier_reflns_maxres is minimum d (highest resolution) #where <= 2.0 #(Z. Dauter, Acta Cryst. D55, 1703-1717, 1999) _montpellier_reflns_maxres 0.73 _montpellier_reflns_completeness_maxres 86.14 _montpellier_reflns_redundancy_maxres 2.43 #montpellier_diffrn_reflns_class_completeness_shell is completeness in shell #montpellier_diffrn_class_reflns_cumul_completeness is cumulative #completeness to resolution of shell #Note: completeness percentage takes into account the fact whether #group is centrosymmetric or not loop_ _montpellier_diffrn_reflns_class_number _montpellier_diffrn_reflns_class_d_res_high _montpellier_diffrn_reflns_class_d_res_low _montpellier_diffrn_reflns_class_redundancy _montpellier_diffrn_reflns_class_av_I/uI _diffrn_reflns_class_av_R_eq _montpellier_diffrn_reflns_class_completeness_shell _montpellier_diffrn_reflns_class_cumul_completeness 0 100.0 1.67 4.1 53.59 0.023 99.7 99.72 1 1.67 1.32 3.4 33.47 0.029 100.0 99.86 2 1.32 1.15 3.0 24.86 0.035 100.0 99.91 3 1.15 1.04 2.5 18.24 0.041 100.0 99.93 4 1.04 0.97 2.3 14.03 0.052 100.0 99.94 5 0.97 0.91 2.2 11.21 0.062 100.0 99.95 6 0.91 0.86 2.0 9.40 0.073 100.0 99.96 7 0.86 0.82 1.9 8.11 0.086 100.0 99.96 8 0.82 0.79 1.7 6.95 0.090 93.9 99.26 9 0.79 0.73 1.2 4.54 0.109 39.5 86.14 #End reflection statistics _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _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_orient_matrix_UB_11 0.0138745000 _diffrn_orient_matrix_UB_12 -0.0315222000 _diffrn_orient_matrix_UB_13 0.0178215000 _diffrn_orient_matrix_UB_21 0.0182606000 _diffrn_orient_matrix_UB_22 -0.0249719000 _diffrn_orient_matrix_UB_23 -0.0133240000 _diffrn_orient_matrix_UB_31 0.0202090000 _diffrn_orient_matrix_UB_32 0.0442072000 _diffrn_orient_matrix_UB_33 0.0051829000 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -14.00 82.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 15.6454 19.0000 -150.0000 96 #__ type_ start__ end____ width___ exp.time_ 2 omega -49.00 40.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 15.6454 -19.0000 0.0000 89 #__ type_ start__ end____ width___ exp.time_ 3 omega -25.00 4.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -16.4267 -99.0000 -180.0000 29 #__ type_ start__ end____ width___ exp.time_ 4 omega -43.00 7.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -16.4267 77.0000 150.0000 50 ; _diffrn_measurement_method '\w scans' _diffrn_ambient_temperature 175 _diffrn_reflns_number 25217 _reflns_number_total 10192 _diffrn_reflns_av_R_equivalents 0.034 _diffrn_reflns_av_sigmaI/netI 0.0515 # Number of reflections without Friedels Law is 15074 # Number of reflections with Friedels Law is 10192 # Theoretical number of reflections is about 11786 _diffrn_reflns_theta_min 1.755 _diffrn_reflns_theta_max 29.329 _diffrn_measured_fraction_theta_max 0.859 _diffrn_reflns_theta_full 26.000 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 42 _reflns_limit_h_min -32 _reflns_limit_h_max 31 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 42 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary iterative #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.97 _refine_diff_density_max 1.48 # 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 8239 _refine_ls_number_restraints 0 _refine_ls_number_parameters 658 _oxford_refine_ls_R_factor_ref 0.0331 _refine_ls_wR_factor_ref 0.0394 _refine_ls_goodness_of_fit_ref 0.9956 _refine_ls_shift/su_max 0.0024532 _refine_ls_shift/su_mean 0.0000313 # The values computed with all filters except I/sigma _oxford_reflns_number_all 10192 _refine_ls_R_factor_all 0.0487 _refine_ls_wR_factor_all 0.0512 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 8239 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_gt 0.0394 # 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 #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: 18.3 9.89 12.5 9.29 0.559 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Pb1 Pb 0.628370(6) 0.560663(12) 0.589170(4) 0.0215 1.0000 Uani . . . . . . O4 O 0.68541(19) 0.3570(4) 0.59398(16) 0.0588 1.0000 Uani . . . . . . S5 S 0.72551(6) 0.28332(10) 0.57735(4) 0.0353 1.0000 Uani . . . . . . O6 O 0.7532(2) 0.3304(4) 0.54424(13) 0.0607 1.0000 Uani . . . . . . C58 C 0.7835(2) 0.2714(5) 0.62305(18) 0.0438 1.0000 Uani . . . . . . F8 F 0.7636(2) 0.2284(4) 0.65698(11) 0.0714 1.0000 Uani . . . . . . F9 F 0.82521(15) 0.2056(3) 0.61429(14) 0.0684 1.0000 Uani . . . . . . F10 F 0.8058(2) 0.3716(3) 0.63431(15) 0.0786 1.0000 Uani . . . . . . N15 N 0.55495(14) 0.6360(3) 0.63838(11) 0.0231 1.0000 Uani . . . . . . C16 C 0.52289(17) 0.5723(4) 0.66104(13) 0.0281 1.0000 Uani . . . . . . C17 C 0.53470(18) 0.4501(4) 0.66404(13) 0.0294 1.0000 Uani . . . . . . N18 N 0.56292(17) 0.3993(3) 0.63930(12) 0.0309 1.0000 Uani . . . . . . C19 C 0.5725(2) 0.2776(4) 0.64654(15) 0.0366 1.0000 Uani . . . . . . C20 C 0.5369(2) 0.2069(4) 0.61316(16) 0.0358 1.0000 Uani . . . . . . C21 C 0.4770(3) 0.2037(5) 0.6085(2) 0.0490 1.0000 Uani . . . . . . C22 C 0.5628(2) 0.1385(4) 0.58557(16) 0.0386 1.0000 Uani . . . . . . N2 N 0.5338(2) 0.0709(4) 0.55554(16) 0.0479 1.0000 Uani . . . . . . C24 C 0.4768(3) 0.0699(4) 0.55184(18) 0.0439 1.0000 Uani . . . . . . C25 C 0.48030(19) 0.6186(5) 0.68198(15) 0.0367 1.0000 Uani . . . . . . C26 C 0.4692(2) 0.7323(5) 0.67887(18) 0.0436 1.0000 Uani . . . . . . C27 C 0.50125(19) 0.7981(4) 0.65513(16) 0.0361 1.0000 Uani . . . . . . C28 C 0.54367(17) 0.7467(4) 0.63552(14) 0.0267 1.0000 Uani . . . . . . C32 C 0.39965(18) 0.6219(4) 0.51227(14) 0.0288 1.0000 Uani . . . . . . C33 C 0.43511(19) 0.7150(4) 0.50926(14) 0.0332 1.0000 Uani . . . . . . C34 C 0.4933(2) 0.7067(4) 0.52474(14) 0.0318 1.0000 Uani . . . . . . N35 N 0.51737(15) 0.6129(3) 0.54315(11) 0.0282 1.0000 Uani . . . . . . C36 C 0.48309(18) 0.5244(4) 0.54569(13) 0.0268 1.0000 Uani . . . . . . C37 C 0.42416(17) 0.5229(4) 0.53024(12) 0.0237 1.0000 Uani . . . . . . C38 C 0.38900(18) 0.4192(4) 0.53343(13) 0.0271 1.0000 Uani . . . . . . N39 N 0.34708(14) 0.4051(3) 0.49417(11) 0.0246 1.0000 Uani . . . . . . C40 C 0.29406(17) 0.4043(4) 0.49777(13) 0.0252 1.0000 Uani . . . . . . C41 C 0.24942(17) 0.3932(3) 0.45993(13) 0.0232 1.0000 Uani . . . . . . N42 N 0.26676(14) 0.3868(3) 0.42168(11) 0.0229 1.0000 Uani . . . . . . C43 C 0.22705(18) 0.3754(4) 0.38650(14) 0.0269 1.0000 Uani . . . . . . C44 C 0.2481(2) 0.3645(5) 0.34488(15) 0.0382 1.0000 Uani . . . . . . N45 N 0.30063(17) 0.3788(4) 0.34123(13) 0.0403 1.0000 Uani . . . . . . C46 C 0.16856(19) 0.3696(4) 0.38807(16) 0.0342 1.0000 Uani . . . . . . C47 C 0.15052(19) 0.3762(4) 0.42787(16) 0.0355 1.0000 Uani . . . . . . C48 C 0.19094(18) 0.3878(4) 0.46437(15) 0.0311 1.0000 Uani . . . . . . N49 N 0.80737(19) 0.9143(4) 0.58800(16) 0.0434 1.0000 Uani . . . . . . C50 C 0.7539(2) 0.8869(4) 0.56951(16) 0.0326 1.0000 Uani . . . . . . C51 C 0.70689(19) 0.8822(3) 0.59062(14) 0.0276 1.0000 Uani . . . . . . C52 C 0.7153(2) 0.9088(5) 0.63409(16) 0.0424 1.0000 Uani . . . . . . C53 C 0.7696(2) 0.9374(5) 0.65361(17) 0.0468 1.0000 Uani . . . . . . C54 C 0.8141(2) 0.9389(5) 0.62984(18) 0.0459 1.0000 Uani . . . . . . C55 C 0.3089(2) 0.5666(7) 0.28165(19) 0.0611 1.0000 Uani . . . . . . F56 F 0.4833(3) 0.9441(6) 0.7507(3) 0.0631 0.5000 Uani . . . . . . C57 C 0.3695(3) 0.6416(6) 0.23485(18) 0.0561 1.0000 Uani . . . . . . O2 O 0.70566(17) 0.1692(3) 0.56965(13) 0.0456 1.0000 Uani . . . . . . N5 N 0.3956(2) 0.5429(5) 0.23110(15) 0.0481 1.0000 Uani . . . . . . C59 C 0.3779(2) 0.4557(6) 0.25236(16) 0.0445 1.0000 Uani . . . . . . C7 C 0.3349(2) 0.4635(6) 0.27819(14) 0.0463 1.0000 Uani . . . . . . C11 C 0.4464(3) 0.1348(5) 0.5773(2) 0.0546 1.0000 Uani . . . . . . C12 C 0.3266(3) 0.6571(7) 0.2600(2) 0.0631 1.0000 Uani . . . . . . N1 N 0.61691(14) 0.7739(3) 0.59038(11) 0.0247 1.0000 Uani . . . . . . C2 C 0.57859(18) 0.8158(4) 0.61065(13) 0.0277 1.0000 Uani . . . . . . C3 C 0.64807(19) 0.8530(4) 0.56606(14) 0.0299 1.0000 Uani . . . . . . C4 C 0.3168(2) 0.3568(6) 0.29877(16) 0.0546 1.0000 Uani . . . . . . F4 F 0.4326(4) 1.0269(8) 0.6985(3) 0.0769 0.5000 Uani . . . . . . C6 C 0.4391(5) 1.0138(10) 0.7404(4) 0.0470 0.5000 Uani . . . . . . H171 H 0.5205 0.4104 0.6856 0.0361 1.0000 Uiso R . . . . . H191 H 0.5636 0.2588 0.6748 0.0441 1.0000 Uiso R . . . . . H192 H 0.6128 0.2618 0.6458 0.0441 1.0000 Uiso R . . . . . H211 H 0.4577 0.2478 0.6260 0.0591 1.0000 Uiso R . . . . . H221 H 0.6027 0.1391 0.5882 0.0457 1.0000 Uiso R . . . . . H241 H 0.4560 0.0226 0.5311 0.0529 1.0000 Uiso R . . . . . H251 H 0.4595 0.5723 0.6977 0.0439 1.0000 Uiso R . . . . . H261 H 0.4405 0.7644 0.6923 0.0534 1.0000 Uiso R . . . . . H271 H 0.4947 0.8753 0.6519 0.0427 1.0000 Uiso R . . . . . H321 H 0.3601 0.6269 0.5026 0.0341 1.0000 Uiso R . . . . . H331 H 0.4196 0.7820 0.4971 0.0399 1.0000 Uiso R . . . . . H341 H 0.5164 0.7690 0.5223 0.0381 1.0000 Uiso R . . . . . H361 H 0.4995 0.4592 0.5583 0.0322 1.0000 Uiso R . . . . . H381 H 0.3688 0.4242 0.5580 0.0329 1.0000 Uiso R . . . . . H382 H 0.4137 0.3541 0.5367 0.0331 1.0000 Uiso R . . . . . H401 H 0.2828 0.4110 0.5248 0.0298 1.0000 Uiso R . . . . . H441 H 0.2218 0.3465 0.3204 0.0461 1.0000 Uiso R . . . . . H461 H 0.1427 0.3616 0.3628 0.0410 1.0000 Uiso R . . . . . H471 H 0.1115 0.3714 0.4302 0.0422 1.0000 Uiso R . . . . . H481 H 0.1801 0.3922 0.4916 0.0367 1.0000 Uiso R . . . . . H501 H 0.7488 0.8687 0.5404 0.0389 1.0000 Uiso R . . . . . H521 H 0.6849 0.9069 0.6498 0.0509 1.0000 Uiso R . . . . . H541 H 0.8507 0.9575 0.6434 0.0551 1.0000 Uiso R . . . . . H551 H 0.2797 0.5746 0.2983 0.0728 1.0000 Uiso R . . . . . H571 H 0.3806 0.7025 0.2199 0.0680 1.0000 Uiso R . . . . . H591 H 0.3950 0.3854 0.2493 0.0539 1.0000 Uiso R . . . . . H121 H 0.3101 0.7273 0.2618 0.0769 1.0000 Uiso R . . . . . H21 H 0.5721 0.8931 0.6098 0.0327 1.0000 Uiso R . . . . . H31 H 0.6257 0.9214 0.5603 0.0358 1.0000 Uiso R . . . . . H32 H 0.6527 0.8179 0.5389 0.0361 1.0000 Uiso R . . . . . H41 H 0.3487 0.3042 0.3017 0.0649 1.0000 Uiso R . . . . . H42 H 0.2843 0.3246 0.2801 0.0649 1.0000 Uiso R . . . . . H27 H 0.7764 0.9557 0.6827 0.0562 1.0000 Uiso R . . . . . H26 H 0.4062 0.1321 0.5741 0.0651 1.0000 Uiso R . . . . . O3 O 0.2996(3) 0.8876(7) 0.7583(3) 0.0478 0.5000 Uani . . . . . . O5 O 0.3294(4) 1.0290(8) 0.7411(4) 0.0585 0.5000 Uani . . . . . . F5 F 0.3334(4) 1.1049(8) 0.7281(4) 0.0893 0.5000 Uani . . . . . . F6 F 0.3457(6) 1.0952(11) 0.7950(5) 0.1287 0.5000 Uani . . . . . . C5 C 0.3672(9) 1.0568(12) 0.7627(6) 0.0729 0.5000 Uani . . . . . . S290 S 0.35968(14) 0.9057(3) 0.75816(11) 0.0362 0.5000 Uani . . . . . . S291 S 0.37376(14) 0.9530(3) 0.75625(10) 0.0358 0.5000 Uani . . . . . . F30 F 0.4204(5) 1.0939(9) 0.7619(5) 0.0915 0.5000 Uani . . . . . . F31 F 0.4523(5) 1.1114(8) 0.7593(4) 0.0773 0.5000 Uani . . . . . . O10 O 0.3882(5) 0.9494(11) 0.8023(3) 0.0648 0.5000 Uani . . . . . . O11 O 0.3953(5) 0.8738(15) 0.7965(5) 0.1120 0.5000 Uani . . . . . . O300 O 0.3684(7) 0.8470(11) 0.7338(5) 0.0576 0.5000 Uani . . . . . . O301 O 0.3760(7) 0.8772(18) 0.7186(6) 0.1044 0.5000 Uani . . . . . . 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 Pb1 0.01872(7) 0.02555(8) 0.02115(7) -0.00302(7) 0.00600(4) -0.00146(7) O4 0.052(2) 0.048(2) 0.078(3) 0.000(2) 0.011(2) 0.0261(19) S5 0.0456(6) 0.0308(6) 0.0298(5) 0.0052(4) 0.0068(5) 0.0112(5) O6 0.093(3) 0.050(2) 0.040(2) 0.0096(19) 0.017(2) -0.002(2) C58 0.052(3) 0.036(3) 0.040(3) -0.003(2) -0.003(2) 0.012(2) F8 0.101(3) 0.080(3) 0.0301(16) 0.0126(17) 0.0008(18) 0.019(2) F9 0.0473(19) 0.067(2) 0.089(3) -0.008(2) 0.0019(18) 0.0251(18) F10 0.088(3) 0.048(2) 0.089(3) -0.018(2) -0.019(2) -0.009(2) N15 0.0192(15) 0.0292(17) 0.0221(15) -0.0013(14) 0.0065(12) 0.0012(13) C16 0.0218(18) 0.041(2) 0.0236(18) -0.0042(18) 0.0090(14) -0.0035(17) C17 0.030(2) 0.037(2) 0.0228(18) 0.0013(18) 0.0075(15) -0.0069(18) N18 0.040(2) 0.0262(17) 0.0280(18) 0.0001(15) 0.0094(15) -0.0039(16) C19 0.046(3) 0.031(2) 0.031(2) 0.0000(19) 0.001(2) -0.002(2) C20 0.044(3) 0.026(2) 0.038(2) 0.0087(19) 0.009(2) 0.0029(19) C21 0.053(3) 0.042(3) 0.053(3) -0.008(3) 0.012(3) -0.002(2) C22 0.045(3) 0.034(2) 0.037(2) 0.000(2) 0.009(2) -0.001(2) N2 0.056(3) 0.038(2) 0.051(3) -0.005(2) 0.011(2) -0.002(2) C24 0.059(3) 0.025(2) 0.046(3) -0.001(2) 0.003(2) -0.008(2) C25 0.026(2) 0.055(3) 0.032(2) 0.000(2) 0.0154(18) -0.004(2) C26 0.032(2) 0.055(3) 0.048(3) -0.006(2) 0.019(2) 0.008(2) C27 0.028(2) 0.041(3) 0.040(2) -0.005(2) 0.0072(18) 0.0070(19) C28 0.0221(18) 0.031(2) 0.027(2) -0.0056(17) 0.0040(15) 0.0016(16) C32 0.0238(19) 0.035(2) 0.026(2) 0.0023(17) 0.0002(15) 0.0013(17) C33 0.032(2) 0.036(2) 0.030(2) 0.0049(19) 0.0019(17) 0.0040(18) C34 0.034(2) 0.033(2) 0.029(2) -0.0022(18) 0.0035(17) -0.0082(18) N35 0.0237(16) 0.039(2) 0.0211(16) -0.0078(15) 0.0023(13) -0.0015(15) C36 0.0252(19) 0.034(2) 0.0200(18) -0.0037(16) -0.0001(14) 0.0008(17) C37 0.0221(17) 0.034(2) 0.0152(16) -0.0018(15) 0.0052(13) 0.0002(16) C38 0.0271(19) 0.033(2) 0.0224(18) 0.0036(16) 0.0066(15) -0.0025(16) N39 0.0217(15) 0.0306(17) 0.0223(16) 0.0013(13) 0.0065(12) -0.0030(13) C40 0.0237(18) 0.0285(19) 0.0258(19) -0.0059(16) 0.0119(15) -0.0045(16) C41 0.0217(18) 0.0213(17) 0.0279(19) 0.0020(15) 0.0078(15) -0.0014(15) N42 0.0200(14) 0.0275(17) 0.0214(15) -0.0001(14) 0.0039(12) -0.0028(13) C43 0.0239(19) 0.029(2) 0.028(2) -0.0002(17) 0.0055(16) -0.0032(16) C44 0.028(2) 0.057(3) 0.029(2) -0.004(2) 0.0058(17) -0.007(2) N45 0.0290(19) 0.065(3) 0.0283(19) -0.0109(19) 0.0085(15) -0.0075(19) C46 0.023(2) 0.039(2) 0.038(2) 0.005(2) -0.0019(17) -0.0053(18) C47 0.0218(19) 0.043(3) 0.044(3) 0.008(2) 0.0098(18) -0.0014(18) C48 0.0239(19) 0.036(2) 0.037(2) -0.0015(19) 0.0135(17) -0.0029(17) N49 0.036(2) 0.041(2) 0.057(3) 0.004(2) 0.018(2) -0.0071(18) C50 0.037(2) 0.027(2) 0.036(2) 0.0003(18) 0.0146(19) -0.0062(19) C51 0.034(2) 0.0214(19) 0.030(2) 0.0008(16) 0.0116(17) -0.0056(16) C52 0.046(3) 0.054(3) 0.030(2) -0.005(2) 0.013(2) -0.018(2) C53 0.049(3) 0.058(3) 0.032(2) -0.004(2) 0.001(2) -0.021(3) C54 0.036(2) 0.052(3) 0.048(3) 0.001(3) -0.001(2) -0.016(2) C55 0.032(3) 0.114(6) 0.038(3) -0.022(4) 0.006(2) 0.010(3) F56 0.040(4) 0.061(4) 0.092(5) 0.005(4) 0.025(5) 0.008(3) C57 0.050(3) 0.086(5) 0.030(3) -0.003(3) 0.002(2) 0.007(3) O2 0.053(2) 0.0367(19) 0.048(2) -0.0017(17) 0.0096(17) 0.0012(17) N5 0.037(2) 0.073(3) 0.037(2) -0.009(2) 0.0117(18) 0.002(2) C59 0.029(2) 0.076(4) 0.029(2) -0.017(3) 0.0073(18) 0.001(2) C7 0.027(2) 0.094(5) 0.0181(19) -0.019(2) 0.0041(16) -0.008(3) C11 0.041(3) 0.045(3) 0.076(4) -0.006(3) 0.004(3) -0.007(2) C12 0.049(3) 0.099(6) 0.042(3) -0.004(3) 0.007(3) 0.025(4) N1 0.0236(16) 0.0285(17) 0.0222(15) 0.0004(14) 0.0041(13) -0.0045(13) C2 0.030(2) 0.0242(19) 0.0271(19) -0.0038(17) -0.0023(15) 0.0003(17) C3 0.033(2) 0.029(2) 0.028(2) 0.0038(17) 0.0063(17) -0.0067(17) C4 0.038(3) 0.101(5) 0.027(2) -0.026(3) 0.011(2) -0.019(3) F4 0.102(7) 0.086(6) 0.047(4) 0.020(4) 0.028(4) -0.008(5) C6 0.048(6) 0.039(5) 0.054(7) -0.011(5) 0.009(5) 0.002(5) O3 0.041(4) 0.054(5) 0.047(4) 0.009(4) 0.002(3) -0.004(4) O5 0.048(5) 0.049(5) 0.075(6) 0.000(5) -0.001(5) 0.016(4) F5 0.083(6) 0.049(5) 0.129(9) 0.027(5) -0.006(6) 0.020(5) F6 0.118(9) 0.106(8) 0.173(13) -0.084(9) 0.057(9) -0.018(7) C5 0.099(13) 0.038(7) 0.090(11) -0.012(8) 0.043(11) -0.001(8) S290 0.0355(15) 0.0283(14) 0.0432(15) 0.0056(14) 0.0010(12) 0.0073(13) S291 0.0344(15) 0.0366(17) 0.0368(14) 0.0015(13) 0.0066(11) 0.0080(12) F30 0.069(7) 0.059(6) 0.146(10) -0.008(6) 0.012(7) -0.025(5) F31 0.067(6) 0.050(5) 0.118(8) -0.023(5) 0.026(6) -0.016(5) O10 0.055(5) 0.104(9) 0.040(4) 0.034(6) 0.022(4) 0.017(6) O11 0.055(7) 0.144(13) 0.118(11) 0.107(11) -0.045(7) -0.037(8) O300 0.051(7) 0.042(5) 0.084(10) 0.008(6) 0.023(6) 0.015(4) O301 0.047(6) 0.164(18) 0.102(13) -0.109(13) 0.011(8) -0.007(10) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.7360(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 Pb1 . N42 2_666 2.615(3) yes Pb1 . N45 2_666 2.635(4) yes Pb1 . N39 2_666 2.797(3) yes Pb1 . O4 . 2.757(4) yes Pb1 . N15 . 2.645(3) yes Pb1 . N35 . 2.847(4) yes Pb1 . N1 . 2.546(4) yes O4 . S5 . 1.442(4) yes S5 . O6 . 1.424(4) yes S5 . C58 . 1.824(5) yes S5 . O2 . 1.440(4) yes C58 . F8 . 1.330(7) yes C58 . F9 . 1.316(6) yes C58 . F10 . 1.325(7) yes N15 . C16 . 1.346(5) yes N15 . C28 . 1.340(6) yes C16 . C17 . 1.477(6) yes C16 . C25 . 1.393(6) yes C17 . N18 . 1.252(6) yes C17 . H171 . 0.928 no N18 . C19 . 1.474(6) yes C19 . C20 . 1.494(7) yes C19 . H191 . 0.970 no C19 . H192 . 0.971 no C20 . C21 . 1.390(8) yes C20 . C22 . 1.396(7) yes C21 . C11 . 1.388(8) yes C21 . H211 . 0.928 no C22 . N2 . 1.341(7) yes C22 . H221 . 0.927 no N2 . C24 . 1.325(8) yes C24 . C11 . 1.387(9) yes C24 . H241 . 0.939 no C25 . C26 . 1.375(8) yes C25 . H251 . 0.928 no C26 . C27 . 1.381(7) yes C26 . H261 . 0.932 no C27 . C28 . 1.391(6) yes C27 . H271 . 0.933 no C28 . C2 . 1.468(6) yes C32 . C33 . 1.396(6) yes C32 . C37 . 1.390(6) yes C32 . H321 . 0.934 no C33 . C34 . 1.381(6) yes C33 . H331 . 0.931 no C34 . N35 . 1.339(6) yes C34 . H341 . 0.927 no N35 . C36 . 1.334(6) yes C36 . C37 . 1.394(6) yes C36 . H361 . 0.926 no C37 . C38 . 1.494(6) yes C38 . N39 . 1.463(5) yes C38 . H381 . 0.969 no C38 . H382 . 0.963 no N39 . C40 . 1.268(5) yes C40 . C41 . 1.464(6) yes C40 . H401 . 0.930 no C41 . N42 . 1.330(5) yes C41 . C48 . 1.404(5) yes N42 . C43 . 1.338(5) yes C43 . C44 . 1.474(6) yes C43 . C46 . 1.385(6) yes C44 . N45 . 1.268(6) yes C44 . H441 . 0.934 no N45 . C4 . 1.466(6) yes C46 . C47 . 1.384(7) yes C46 . H461 . 0.925 no C47 . C48 . 1.377(7) yes C47 . H471 . 0.933 no C48 . H481 . 0.932 no N49 . C50 . 1.339(7) yes N49 . C54 . 1.332(7) yes C50 . C51 . 1.376(6) yes C50 . H501 . 0.929 no C51 . C52 . 1.386(6) yes C51 . C3 . 1.514(6) yes C52 . C53 . 1.368(7) yes C52 . H521 . 0.930 no C53 . C54 . 1.377(8) yes C53 . H27 . 0.929 no C54 . H541 . 0.925 no C55 . C7 . 1.379(10) yes C55 . C12 . 1.371(11) yes C55 . H551 . 0.930 no F56 . F56 6_656 0.791(12) yes F56 . C6 . 1.329(13) yes C57 . N5 . 1.336(8) yes C57 . C12 . 1.384(8) yes C57 . H571 . 0.921 no N5 . C59 . 1.333(8) yes C59 . C7 . 1.394(6) yes C59 . H591 . 0.938 no C7 . C4 . 1.514(9) yes C11 . H26 . 0.934 no C12 . H121 . 0.925 no N1 . C2 . 1.281(5) yes N1 . C3 . 1.475(5) yes C2 . H21 . 0.931 no C3 . H31 . 0.969 no C3 . H32 . 0.972 no C4 . H41 . 0.968 no C4 . H42 . 0.965 no F4 . C6 . 1.313(14) yes C6 . S291 . 1.833(13) yes C6 . F30 . 1.282(16) yes C6 . F31 . 1.317(15) yes O3 . S290 . 1.428(8) yes O3 . S291 . 1.917(9) yes O5 . F5 . 1.001(12) yes O5 . C5 . 1.08(2) yes O5 . S290 . 1.678(10) yes O5 . S291 . 1.404(9) yes F5 . C5 . 1.37(2) yes F5 . S291 . 2.162(9) yes F6 . C5 . 1.283(18) yes C5 . S290 . 1.806(14) yes C5 . S291 . 1.263(14) yes C5 . F30 . 1.33(2) yes C5 . O10 . 1.80(2) yes S290 . O10 . 1.535(12) yes S290 . O11 . 1.408(11) yes S290 . O300 . 1.077(15) yes S290 . O301 . 1.397(16) yes S291 . F30 . 1.992(11) yes S291 . O10 . 1.436(11) yes S291 . O11 . 1.594(10) yes S291 . O300 . 1.437(16) yes S291 . O301 . 1.492(13) yes F30 . F31 . 0.796(11) yes O10 . O11 . 0.94(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 N42 2_666 Pb1 . N45 2_666 63.61(11) yes N42 2_666 Pb1 . N39 2_666 60.50(10) yes N45 2_666 Pb1 . N39 2_666 122.75(11) yes N42 2_666 Pb1 . O4 . 75.90(13) yes N45 2_666 Pb1 . O4 . 87.37(15) yes N39 2_666 Pb1 . O4 . 90.54(13) yes N42 2_666 Pb1 . N15 . 135.15(11) yes N45 2_666 Pb1 . N15 . 78.99(11) yes N39 2_666 Pb1 . N15 . 138.27(10) yes O4 . Pb1 . N15 . 128.34(13) yes N42 2_666 Pb1 . N35 . 133.57(11) yes N45 2_666 Pb1 . N35 . 140.68(12) yes N39 2_666 Pb1 . N35 . 78.40(10) yes O4 . Pb1 . N35 . 128.17(13) yes N15 . Pb1 . N35 . 66.04(10) yes N42 2_666 Pb1 . N1 . 82.47(11) yes N45 2_666 Pb1 . N1 . 76.78(14) yes N39 2_666 Pb1 . N1 . 84.68(11) yes O4 . Pb1 . N1 . 157.30(13) yes N15 . Pb1 . N1 . 64.84(11) yes N35 . Pb1 . N1 . 72.56(11) yes Pb1 . O4 . S5 . 148.4(3) yes O4 . S5 . O6 . 115.2(3) yes O4 . S5 . C58 . 102.2(3) yes O6 . S5 . C58 . 103.6(3) yes O4 . S5 . O2 . 114.7(3) yes O6 . S5 . O2 . 114.8(3) yes C58 . S5 . O2 . 104.0(2) yes S5 . C58 . F8 . 110.4(4) yes S5 . C58 . F9 . 111.8(4) yes F8 . C58 . F9 . 107.8(5) yes S5 . C58 . F10 . 110.9(4) yes F8 . C58 . F10 . 107.7(5) yes F9 . C58 . F10 . 108.2(5) yes Pb1 . N15 . C16 . 126.0(3) yes Pb1 . N15 . C28 . 115.6(3) yes C16 . N15 . C28 . 117.7(4) yes N15 . C16 . C17 . 118.1(4) yes N15 . C16 . C25 . 122.0(4) yes C17 . C16 . C25 . 119.9(4) yes C16 . C17 . N18 . 123.1(4) yes C16 . C17 . H171 . 117.4 no N18 . C17 . H171 . 119.5 no C17 . N18 . C19 . 117.3(4) yes N18 . C19 . C20 . 112.8(4) yes N18 . C19 . H191 . 108.5 no C20 . C19 . H191 . 109.6 no N18 . C19 . H192 . 108.2 no C20 . C19 . H192 . 108.5 no H191 . C19 . H192 . 109.2 no C19 . C20 . C21 . 122.4(5) yes C19 . C20 . C22 . 120.8(5) yes C21 . C20 . C22 . 116.8(5) yes C20 . C21 . C11 . 119.7(5) yes C20 . C21 . H211 . 120.2 no C11 . C21 . H211 . 120.1 no C20 . C22 . N2 . 124.1(5) yes C20 . C22 . H221 . 118.3 no N2 . C22 . H221 . 117.6 no C22 . N2 . C24 . 117.6(5) yes N2 . C24 . C11 . 123.3(5) yes N2 . C24 . H241 . 118.5 no C11 . C24 . H241 . 118.2 no C16 . C25 . C26 . 119.7(4) yes C16 . C25 . H251 . 119.7 no C26 . C25 . H251 . 120.7 no C25 . C26 . C27 . 118.7(4) yes C25 . C26 . H261 . 120.7 no C27 . C26 . H261 . 120.6 no C26 . C27 . C28 . 118.7(5) yes C26 . C27 . H271 . 121.3 no C28 . C27 . H271 . 120.0 no C27 . C28 . N15 . 123.2(4) yes C27 . C28 . C2 . 119.3(4) yes N15 . C28 . C2 . 117.5(4) yes C33 . C32 . C37 . 118.9(4) yes C33 . C32 . H321 . 120.1 no C37 . C32 . H321 . 121.0 no C32 . C33 . C34 . 119.2(4) yes C32 . C33 . H331 . 120.3 no C34 . C33 . H331 . 120.5 no C33 . C34 . N35 . 122.7(4) yes C33 . C34 . H341 . 118.3 no N35 . C34 . H341 . 119.0 no C34 . N35 . Pb1 . 133.8(3) yes C34 . N35 . C36 . 117.5(4) yes Pb1 . N35 . C36 . 108.2(3) yes N35 . C36 . C37 . 124.5(4) yes N35 . C36 . H361 . 118.0 no C37 . C36 . H361 . 117.5 no C36 . C37 . C32 . 117.2(4) yes C36 . C37 . C38 . 121.1(4) yes C32 . C37 . C38 . 121.7(4) yes C37 . C38 . N39 . 110.2(3) yes C37 . C38 . H381 . 110.3 no N39 . C38 . H381 . 109.3 no C37 . C38 . H382 . 109.7 no N39 . C38 . H382 . 108.3 no H381 . C38 . H382 . 109.0 no C38 . N39 . Pb1 2_666 124.2(2) yes C38 . N39 . C40 . 117.9(3) yes Pb1 2_666 N39 . C40 . 115.7(3) yes N39 . C40 . C41 . 121.2(4) yes N39 . C40 . H401 . 120.2 no C41 . C40 . H401 . 118.6 no C40 . C41 . N42 . 117.2(3) yes C40 . C41 . C48 . 120.8(4) yes N42 . C41 . C48 . 122.0(4) yes C41 . N42 . Pb1 2_666 122.1(3) yes C41 . N42 . C43 . 118.7(3) yes Pb1 2_666 N42 . C43 . 117.8(3) yes N42 . C43 . C44 . 117.0(4) yes N42 . C43 . C46 . 123.0(4) yes C44 . C43 . C46 . 120.0(4) yes C43 . C44 . N45 . 122.3(4) yes C43 . C44 . H441 . 118.6 no N45 . C44 . H441 . 119.1 no Pb1 2_666 N45 . C44 . 117.4(3) yes Pb1 2_666 N45 . C4 . 125.7(3) yes C44 . N45 . C4 . 116.9(4) yes C43 . C46 . C47 . 118.4(4) yes C43 . C46 . H461 . 119.8 no C47 . C46 . H461 . 121.9 no C46 . C47 . C48 . 119.3(4) yes C46 . C47 . H471 . 120.6 no C48 . C47 . H471 . 120.1 no C41 . C48 . C47 . 118.7(4) yes C41 . C48 . H481 . 120.0 no C47 . C48 . H481 . 121.2 no C50 . N49 . C54 . 116.2(4) yes N49 . C50 . C51 . 124.7(5) yes N49 . C50 . H501 . 117.0 no C51 . C50 . H501 . 118.3 no C50 . C51 . C52 . 117.6(4) yes C50 . C51 . C3 . 120.1(4) yes C52 . C51 . C3 . 122.3(4) yes C51 . C52 . C53 . 118.6(5) yes C51 . C52 . H521 . 120.9 no C53 . C52 . H521 . 120.5 no C52 . C53 . C54 . 119.6(5) yes C52 . C53 . H27 . 120.4 no C54 . C53 . H27 . 120.0 no C53 . C54 . N49 . 123.3(5) yes C53 . C54 . H541 . 118.9 no N49 . C54 . H541 . 117.8 no C7 . C55 . C12 . 118.9(5) yes C7 . C55 . H551 . 120.6 no C12 . C55 . H551 . 120.5 no F56 6_656 F56 . C6 . 136.9(9) yes N5 . C57 . C12 . 123.4(7) yes N5 . C57 . H571 . 118.2 no C12 . C57 . H571 . 118.4 no C57 . N5 . C59 . 117.0(5) yes N5 . C59 . C7 . 123.4(6) yes N5 . C59 . H591 . 117.9 no C7 . C59 . H591 . 118.7 no C59 . C7 . C55 . 118.4(6) yes C59 . C7 . C4 . 118.0(6) yes C55 . C7 . C4 . 123.5(5) yes C21 . C11 . C24 . 118.4(6) yes C21 . C11 . H26 . 120.1 no C24 . C11 . H26 . 121.4 no C57 . C12 . C55 . 118.9(7) yes C57 . C12 . H121 . 120.2 no C55 . C12 . H121 . 120.9 no Pb1 . N1 . C2 . 118.5(3) yes Pb1 . N1 . C3 . 124.3(3) yes C2 . N1 . C3 . 117.0(4) yes C28 . C2 . N1 . 122.8(4) yes C28 . C2 . H21 . 117.6 no N1 . C2 . H21 . 119.6 no C51 . C3 . N1 . 111.6(3) yes C51 . C3 . H31 . 109.2 no N1 . C3 . H31 . 109.4 no C51 . C3 . H32 . 109.2 no N1 . C3 . H32 . 108.3 no H31 . C3 . H32 . 109.1 no C7 . C4 . N45 . 111.7(5) yes C7 . C4 . H41 . 108.4 no N45 . C4 . H41 . 109.5 no C7 . C4 . H42 . 108.7 no N45 . C4 . H42 . 109.3 no H41 . C4 . H42 . 109.3 no F56 . C6 . F4 . 106.4(10) yes F56 . C6 . S291 . 110.2(8) yes F4 . C6 . S291 . 110.4(9) yes F56 . C6 . F30 . 130.8(12) yes F4 . C6 . F30 . 116.4(12) yes S291 . C6 . F30 . 77.3(8) yes F56 . C6 . F31 . 108.4(10) yes F4 . C6 . F31 . 109.4(11) yes S291 . C6 . F31 . 111.9(9) yes F30 . C6 . F31 . 35.6(6) yes S290 . O3 . S291 . 15.34(19) yes F5 . O5 . C5 . 82.1(13) yes F5 . O5 . S290 . 148.8(11) yes C5 . O5 . S290 . 78.5(10) yes F5 . O5 . S291 . 127.4(11) yes C5 . O5 . S291 . 59.4(9) yes S290 . O5 . S291 . 22.5(2) yes O5 . F5 . C5 . 51.5(9) yes O5 . F5 . S291 . 31.1(6) yes C5 . F5 . S291 . 33.2(7) yes F5 . C5 . F6 . 103.2(15) yes F5 . C5 . O5 . 46.4(11) yes F6 . C5 . O5 . 102.7(17) yes F5 . C5 . S290 . 108.3(13) yes F6 . C5 . S290 . 111.7(12) yes O5 . C5 . S290 . 65.6(9) yes F5 . C5 . S291 . 110.5(15) yes F6 . C5 . S291 . 123.2(15) yes O5 . C5 . S291 . 73.1(11) yes S290 . C5 . S291 . 14.2(3) yes F5 . C5 . F30 . 106.1(13) yes F6 . C5 . F30 . 112.6(16) yes O5 . C5 . F30 . 140.4(18) yes S290 . C5 . F30 . 114.1(11) yes S291 . C5 . F30 . 100.4(13) yes F5 . C5 . O10 . 155.5(15) yes F6 . C5 . O10 . 78.8(12) yes O5 . C5 . O10 . 109.2(13) yes S290 . C5 . O10 . 50.4(6) yes S291 . C5 . O10 . 52.5(8) yes F30 . C5 . O10 . 95.2(14) yes C5 . S290 . O5 . 35.9(7) yes C5 . S290 . O3 . 103.5(7) yes O5 . S290 . O3 . 76.2(5) yes C5 . S290 . O10 . 64.5(8) yes O5 . S290 . O10 . 95.6(6) yes O3 . S290 . O10 . 109.9(5) yes C5 . S290 . O11 . 99.3(10) yes O5 . S290 . O11 . 132.3(10) yes O3 . S290 . O11 . 114.4(7) yes O10 . S290 . O11 . 36.8(8) yes C5 . S290 . O300 . 132.2(8) yes O5 . S290 . O300 . 117.1(8) yes O3 . S290 . O300 . 101.7(9) yes O10 . S290 . O300 . 139.1(10) yes O11 . S290 . O300 . 106.3(12) yes C5 . S290 . O301 . 105.9(11) yes O5 . S290 . O301 . 95.1(10) yes O3 . S290 . O301 . 112.0(8) yes O10 . S290 . O301 . 138.1(8) yes O11 . S290 . O301 . 119.2(12) yes O300 . S290 . O301 . 26.3(11) yes O3 . S291 . C6 . 166.4(5) yes O3 . S291 . F5 . 90.5(4) yes C6 . S291 . F5 . 83.8(5) yes O3 . S291 . O5 . 69.0(5) yes C6 . S291 . O5 . 105.3(6) yes F5 . S291 . O5 . 21.6(5) yes O3 . S291 . C5 . 104.7(9) yes C6 . S291 . C5 . 77.8(9) yes F5 . S291 . C5 . 36.4(10) yes O5 . S291 . C5 . 47.5(10) yes O3 . S291 . F30 . 145.7(5) yes C6 . S291 . F30 . 38.9(5) yes F5 . S291 . F30 . 62.4(5) yes O5 . S291 . F30 . 81.9(6) yes C5 . S291 . F30 . 41.0(9) yes O3 . S291 . O10 . 91.6(5) yes C6 . S291 . O10 . 102.1(6) yes F5 . S291 . O10 . 117.2(6) yes O5 . S291 . O10 . 114.0(6) yes C5 . S291 . O10 . 83.2(10) yes O3 . S291 . O11 . 85.0(5) yes C6 . S291 . O11 . 105.8(6) yes F5 . S291 . O11 . 151.8(9) yes O5 . S291 . O11 . 140.8(8) yes C5 . S291 . O11 . 118.6(12) yes O3 . S291 . O300 . 69.6(6) yes C6 . S291 . O300 . 103.0(6) yes F5 . S291 . O300 . 122.0(7) yes O5 . S291 . O300 . 113.1(8) yes C5 . S291 . O300 . 158.4(12) yes O3 . S291 . O301 . 85.8(7) yes C6 . S291 . O301 . 83.6(8) yes F5 . S291 . O301 . 104.2(10) yes O5 . S291 . O301 . 103.6(9) yes C5 . S291 . O301 . 137.4(13) yes F30 . S291 . O10 . 84.0(7) yes F30 . S291 . O11 . 108.8(7) yes O10 . S291 . O11 . 35.5(8) yes F30 . S291 . O300 . 141.6(7) yes O10 . S291 . O300 . 117.2(8) yes O11 . S291 . O300 . 82.3(10) yes F30 . S291 . O301 . 119.4(9) yes O10 . S291 . O301 . 138.5(11) yes O11 . S291 . O301 . 103.1(12) yes O300 . S291 . O301 . 25.3(9) yes S291 . F30 . C5 . 38.6(7) yes S291 . F30 . C6 . 63.8(7) yes C5 . F30 . C6 . 99.5(10) yes S291 . F30 . F31 . 136.4(15) yes C5 . F30 . F31 . 173.8(19) yes C6 . F30 . F31 . 74.6(14) yes C6 . F31 . F30 . 69.8(13) yes C5 . O10 . S290 . 65.1(7) yes C5 . O10 . S291 . 44.3(6) yes S290 . O10 . S291 . 25.4(2) yes C5 . O10 . O11 . 125.7(15) yes S290 . O10 . O11 . 64.2(12) yes S291 . O10 . O11 . 81.5(13) yes S291 . O11 . S290 . 24.4(2) yes S291 . O11 . O10 . 63.0(9) yes S290 . O11 . O10 . 79.0(11) yes S291 . O300 . S290 . 25.6(4) yes S291 . O301 . S290 . 26.1(3) 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 C22 . H221 . O2 . 160.67(14) 0.927 2.600 3.488(8) yes C25 . H251 . N5 5_565 172.52(16) 0.928 2.391 3.313(8) yes C26 . H261 . O300 . 175.6(4) 0.932 2.494 3.424(8) yes C26 . H261 . O301 . 167.7(6) 0.932 2.273 3.190(8) yes C44 . H441 . O3 8_545 140.9(2) 0.934 2.494 3.273(8) yes C44 . H441 . O300 8_545 160.4(3) 0.934 2.504 3.398(8) yes C44 . H441 . O301 8_545 145.7(5) 0.934 2.456 3.270(8) yes C46 . H461 . O301 8_545 147.7(4) 0.925 2.535 3.354(8) yes C48 . H481 . O2 7_454 144.45(13) 0.932 2.539 3.341(8) yes C52 . H521 . O10 6_656 165.7(3) 0.930 2.503 3.413(8) yes C4 . H41 . O11 5_564 156.4(3) 0.968 2.397 3.307(8) yes C4 . H42 . O3 8_545 136.9(3) 0.965 2.274 3.051(8) yes _iucr_refine_instruction_details_constraints ; # # Punched on 03/12/13 at 16:40:54 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 17,X'S) H ( 171,X'S) RIDE C ( 19,X'S) H ( 191,X'S) H ( 192,X'S) RIDE C ( 21,X'S) H ( 211,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 24,X'S) H ( 241,X'S) RIDE C ( 25,X'S) H ( 251,X'S) RIDE C ( 26,X'S) H ( 261,X'S) RIDE C ( 27,X'S) H ( 271,X'S) RIDE C ( 32,X'S) H ( 321,X'S) RIDE C ( 33,X'S) H ( 331,X'S) RIDE C ( 34,X'S) H ( 341,X'S) RIDE C ( 36,X'S) H ( 361,X'S) RIDE C ( 38,X'S) H ( 381,X'S) H ( 382,X'S) RIDE C ( 40,X'S) H ( 401,X'S) RIDE C ( 44,X'S) H ( 441,X'S) RIDE C ( 46,X'S) H ( 461,X'S) RIDE C ( 47,X'S) H ( 471,X'S) RIDE C ( 48,X'S) H ( 481,X'S) RIDE C ( 50,X'S) H ( 501,X'S) RIDE C ( 52,X'S) H ( 521,X'S) RIDE C ( 53,X'S) H ( 27,X'S) RIDE C ( 54,X'S) H ( 541,X'S) RIDE C ( 55,X'S) H ( 551,X'S) RIDE C ( 57,X'S) H ( 571,X'S) RIDE C ( 59,X'S) H ( 591,X'S) RIDE C ( 11,X'S) H ( 26,X'S) RIDE C ( 12,X'S) H ( 121,X'S) RIDE C ( 2,X'S) H ( 21,X'S) RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S) RIDE C ( 4,X'S) H ( 41,X'S) H ( 42,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 03/12/13 at 16:40:54 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) REM DELU START (DO NOT REMOVE THIS LINE) REM THERMSIM END (DO NOT REMOVE THIS LINE) END ; _database_code_depnum_ccdc_archive 'CCDC 975181' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- _cell_length_a 12.4851(4) _cell_length_b 12.9394(3) _cell_length_c 13.0853(5) _cell_angle_alpha 111.257(3) _cell_angle_beta 105.181(3) _cell_angle_gamma 103.697(3) _cell_volume 1767.31(13) _cell_measurement_reflns_used 4863 _cell_measurement_theta_min 1.8120 _cell_measurement_theta_max 29.0780 _cell_oxdiff_length_a 12.4851(4) _cell_oxdiff_length_b 12.9394(3) _cell_oxdiff_length_c 13.0853(5) _cell_oxdiff_angle_alpha 111.257(3) _cell_oxdiff_angle_beta 105.181(3) _cell_oxdiff_angle_gamma 103.697(3) _cell_oxdiff_volume 1767.31(10) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 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' 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' Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 '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 _chemical_formula_sum 'C48 H52 Cu3 F18 N12 O24 S6' _chemical_formula_moiety 'C42 H48 Cu3 N12 O4, 6(C F3 O3 S), 2(H2 O)' _chemical_compound_source ? _chemical_formula_weight 1906.09 _cell_measurement_temperature 175 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_min 0.200 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_max 0.400 _exptl_absorpt_correction_T_min 0.83328 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_density_diffrn 1.791 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 961 _exptl_absorpt_coefficient_mu 1.203 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini' _diffrn_detector_area_resol_mean 16.0143 _diffrn_measurement_device Area _diffrn_radiation_wavelength 0.71073 _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; #montpellier_reflns_maxres is minimum d (highest resolution) #where <= 2.0 #(Z. Dauter, Acta Cryst. D55, 1703-1717, 1999) _montpellier_reflns_maxres 1.00 _montpellier_reflns_completeness_maxres 88.00 _montpellier_reflns_redundancy_maxres 1.63 #montpellier_diffrn_reflns_class_completeness_shell is completeness in shell #montpellier_diffrn_class_reflns_cumul_completeness is cumulative #completeness to resolution of shell #Note: completeness percentage takes into account the fact whether #group is centrosymmetric or not loop_ _montpellier_diffrn_reflns_class_number _montpellier_diffrn_reflns_class_d_res_high _montpellier_diffrn_reflns_class_d_res_low _montpellier_diffrn_reflns_class_redundancy _montpellier_diffrn_reflns_class_av_I/uI _diffrn_reflns_class_av_R_eq _montpellier_diffrn_reflns_class_completeness_shell _montpellier_diffrn_reflns_class_cumul_completeness 0 100.0 1.73 2.1 13.76 0.085 91.5 91.50 1 1.73 1.37 1.7 6.56 0.174 90.4 90.93 2 1.37 1.19 1.6 4.83 0.205 88.9 90.25 3 1.19 1.08 1.5 3.44 0.322 85.2 88.93 4 1.08 1.00 1.4 2.53 0.355 84.4 88.00 5 1.00 0.93 1.3 1.96 0.340 80.7 86.69 6 0.93 0.88 1.2 1.67 0.288 79.6 85.61 7 0.88 0.84 1.1 1.45 0.400 75.9 84.26 8 0.84 0.80 1.1 1.27 0.448 71.5 82.62 9 0.80 0.63 1.1 1.05 0.558 8.8 45.02 #End reflection statistics _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_orient_matrix_UB_11 -0.0596868000 _diffrn_orient_matrix_UB_12 -0.0345785000 _diffrn_orient_matrix_UB_13 -0.0412366000 _diffrn_orient_matrix_UB_21 0.0060138000 _diffrn_orient_matrix_UB_22 0.0354817000 _diffrn_orient_matrix_UB_23 -0.0301835000 _diffrn_orient_matrix_UB_31 0.0203007000 _diffrn_orient_matrix_UB_32 -0.0393669000 _diffrn_orient_matrix_UB_33 -0.0368328000 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 22.00 50.00 1.0000 112.0000 omega____ theta____ kappa____ phi______ frames - 15.4892 -99.0000 60.0000 28 #__ type_ start__ end____ width___ exp.time_ 2 omega -25.00 7.00 1.0000 112.0000 omega____ theta____ kappa____ phi______ frames - 15.4892 -99.0000 60.0000 32 #__ type_ start__ end____ width___ exp.time_ 3 omega 41.00 86.00 1.0000 112.0000 omega____ theta____ kappa____ phi______ frames - 15.4892 179.0000 90.0000 45 #__ type_ start__ end____ width___ exp.time_ 4 omega -56.00 37.00 1.0000 112.0000 omega____ theta____ kappa____ phi______ frames - 15.4892 -19.0000 60.0000 93 #__ type_ start__ end____ width___ exp.time_ 5 omega -3.00 85.00 1.0000 112.0000 omega____ theta____ kappa____ phi______ frames - 15.4892 38.0000 -120.0000 88 #__ type_ start__ end____ width___ exp.time_ 6 omega 52.00 86.00 1.0000 112.0000 omega____ theta____ kappa____ phi______ frames - 15.4892 179.0000 30.0000 34 #__ type_ start__ end____ width___ exp.time_ 7 omega -11.00 23.00 1.0000 112.0000 omega____ theta____ kappa____ phi______ frames - -16.2704 -99.0000 60.0000 34 #__ type_ start__ end____ width___ exp.time_ 8 omega -21.00 5.00 1.0000 112.0000 omega____ theta____ kappa____ phi______ frames - -16.2704 -99.0000 -120.0000 26 ; _diffrn_measurement_method '\w scans' _diffrn_ambient_temperature 175 _diffrn_reflns_number 15005 _reflns_number_total 8031 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_av_sigmaI/netI 0.0481 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 8031 # Theoretical number of reflections is about 19122 _diffrn_reflns_theta_min 1.809 _diffrn_reflns_theta_max 29.182 _diffrn_measured_fraction_theta_max 0.840 _diffrn_reflns_theta_full 26.000 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -16 _reflns_limit_h_max 14 _reflns_limit_k_min -17 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _oxford_diffrn_Wilson_B_factor 1.84 _oxford_diffrn_Wilson_scale 0.23 _atom_sites_solution_primary Iterative #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.43 _refine_diff_density_max 0.69 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>2.0\s(I) _refine_ls_number_reflns 6523 _refine_ls_number_restraints 0 _refine_ls_number_parameters 502 _oxford_refine_ls_R_factor_ref 0.0494 _refine_ls_wR_factor_ref 0.0494 _refine_ls_goodness_of_fit_ref 0.9997 _refine_ls_shift/su_max 0.0008202 _refine_ls_shift/su_mean 0.0000219 # The values computed with all filters except I/sigma _oxford_reflns_number_all 8031 _refine_ls_R_factor_all 0.0655 _refine_ls_wR_factor_all 0.0557 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 6523 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_gt 0.0494 # 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 #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: 9.15 -4.17 6.63 0.473 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Cu1 Cu 0.76419(3) 0.07028(3) 0.20150(3) 0.0198 1.0000 Uani . . . . . . O2 O 0.6420(2) -0.0952(2) 0.1897(2) 0.0308 1.0000 Uani . . . . . . N3 N 0.7673(2) -0.0283(2) 0.0361(2) 0.0200 1.0000 Uani . . . . . . C4 C 0.8558(2) -0.0628(3) 0.0452(3) 0.0226 1.0000 Uani . . . . . . C5 C 0.9397(2) -0.0255(3) 0.1659(3) 0.0209 1.0000 Uani . . . . . . N6 N 0.9075(2) 0.0386(2) 0.2495(2) 0.0194 1.0000 Uani . . . . . . C7 C 0.9738(2) 0.0854(3) 0.3638(3) 0.0213 1.0000 Uani . . . . . . C8 C 0.9195(3) 0.1509(3) 0.4399(3) 0.0240 1.0000 Uani . . . . . . N9 N 0.8222(2) 0.1598(2) 0.3862(2) 0.0215 1.0000 Uani . . . . . . C10 C 0.7603(3) 0.2148(3) 0.4594(3) 0.0259 1.0000 Uani . . . . . . C11 C 0.7485(3) 0.3253(3) 0.4511(2) 0.0228 1.0000 Uani . . . . . . C12 C 0.6536(2) 0.3567(3) 0.4694(3) 0.0216 1.0000 Uani . . . . . . N13 N 0.6389(2) 0.4566(2) 0.4694(2) 0.0217 1.0000 Uani . . . . . . Cu14 Cu 0.5000 0.5000 0.5000 0.0201 1.0000 Uani S . . . . . O15 O 0.38827(18) 0.33116(19) 0.38450(19) 0.0266 1.0000 Uani . . . . . . N16 N 0.4662(3) 0.5469(3) 0.3369(3) 0.0330 1.0000 Uani . . . . . . C17 C 0.4563(3) 0.5428(3) 0.2467(3) 0.0298 1.0000 Uani . . . . . . C18 C 0.4439(3) 0.5365(4) 0.1308(3) 0.0382 1.0000 Uani . . . . . . C19 C 0.7194(3) 0.5275(3) 0.4491(3) 0.0260 1.0000 Uani . . . . . . C20 C 0.8165(3) 0.5027(3) 0.4314(3) 0.0283 1.0000 Uani . . . . . . C21 C 0.8324(3) 0.4017(3) 0.4327(3) 0.0261 1.0000 Uani . . . . . . C22 C 1.0809(3) 0.0694(3) 0.4020(3) 0.0266 1.0000 Uani . . . . . . C23 C 1.1151(3) 0.0017(3) 0.3159(3) 0.0302 1.0000 Uani . . . . . . C24 C 1.0444(3) -0.0468(3) 0.1961(3) 0.0261 1.0000 Uani . . . . . . C25 C 0.6875(3) -0.0566(3) -0.0830(3) 0.0248 1.0000 Uani . . . . . . C26 C 0.5597(2) -0.1252(3) -0.1082(2) 0.0207 1.0000 Uani . . . . . . C27 C 0.4725(2) -0.0794(3) -0.1344(2) 0.0195 1.0000 Uani . . . . . . N28 N 0.3574(2) -0.1362(2) -0.1559(2) 0.0193 1.0000 Uani . . . . . . C29 C 0.3272(3) -0.2398(3) -0.1514(3) 0.0271 1.0000 Uani . . . . . . C30 C 0.4092(3) -0.2924(3) -0.1285(3) 0.0347 1.0000 Uani . . . . . . C31 C 0.5265(3) -0.2341(3) -0.1064(3) 0.0301 1.0000 Uani . . . . . . S32 S 1.03988(6) 0.27002(7) 0.19492(6) 0.0230 1.0000 Uani . . . . . . O33 O 0.9589(3) 0.2915(3) 0.2529(3) 0.0472 1.0000 Uani . . . . . . O34 O 0.9830(2) 0.1765(2) 0.0756(2) 0.0401 1.0000 Uani . . . . . . O35 O 1.1467(2) 0.2652(3) 0.2646(3) 0.0510 1.0000 Uani . . . . . . C36 C 1.0946(3) 0.4030(3) 0.1753(3) 0.0370 1.0000 Uani . . . . . . F37 F 1.1456(3) 0.5000(2) 0.2787(2) 0.0683 1.0000 Uani . . . . . . F38 F 1.1747(2) 0.3929(2) 0.1262(3) 0.0593 1.0000 Uani . . . . . . F39 F 1.0078(2) 0.4157(2) 0.1050(2) 0.0535 1.0000 Uani . . . . . . S40 S 0.41079(8) -0.12021(8) 0.31424(8) 0.0303 1.0000 Uani . . . . . . O41 O 0.3682(3) -0.1155(3) 0.4062(3) 0.0481 1.0000 Uani . . . . . . O42 O 0.4279(3) -0.0167(2) 0.2932(2) 0.0430 1.0000 Uani . . . . . . O43 O 0.5073(2) -0.1642(3) 0.3149(3) 0.0441 1.0000 Uani . . . . . . C44 C 0.2871(3) -0.2358(3) 0.1777(4) 0.0407 1.0000 Uani . . . . . . F45 F 0.1936(2) -0.2049(3) 0.1598(3) 0.0735 1.0000 Uani . . . . . . F46 F 0.2563(3) -0.3383(2) 0.1833(3) 0.0635 1.0000 Uani . . . . . . F47 F 0.3185(3) -0.2531(2) 0.0855(2) 0.0611 1.0000 Uani . . . . . . S48 S 0.79156(8) 0.70522(8) 0.22780(8) 0.0323 1.0000 Uani . . . . . . O49 O 0.7232(3) 0.6328(4) 0.2650(4) 0.0791 1.0000 Uani . . . . . . O50 O 0.7245(3) 0.7153(2) 0.1264(2) 0.0438 1.0000 Uani . . . . . . O51 O 0.8793(3) 0.8171(3) 0.3217(2) 0.0512 1.0000 Uani . . . . . . C52 C 0.8805(3) 0.6220(3) 0.1753(3) 0.0412 1.0000 Uani . . . . . . F53 F 0.9520(2) 0.6125(3) 0.2643(2) 0.0639 1.0000 Uani . . . . . . F54 F 0.8133(3) 0.5143(2) 0.0905(3) 0.0818 1.0000 Uani . . . . . . F55 F 0.9483(3) 0.6736(3) 0.1333(3) 0.0774 1.0000 Uani . . . . . . O56 O 0.3943(2) 0.1717(2) 0.4636(3) 0.0449 1.0000 Uani . . . . . . H1 H 0.6917 0.0160 -0.0872 0.0297 1.0000 Uiso R . . . . . H2 H 0.8980 0.3849 0.4207 0.0304 1.0000 Uiso R . . . . . H3 H 0.7078 0.5961 0.4454 0.0305 1.0000 Uiso R . . . . . H4 H 0.8682 0.5528 0.4162 0.0343 1.0000 Uiso R . . . . . H5 H 0.9339 0.1633 0.5213 0.0299 1.0000 Uiso R . . . . . H6 H 0.7128 -0.1027 -0.1413 0.0301 1.0000 Uiso R . . . . . H8 H 1.1274 0.1021 0.4824 0.0320 1.0000 Uiso R . . . . . H9 H 0.4917 -0.0070 -0.1382 0.0229 1.0000 Uiso R . . . . . H10 H 0.2481 -0.2783 -0.1642 0.0322 1.0000 Uiso R . . . . . H11 H 0.3850 -0.3653 -0.1271 0.0407 1.0000 Uiso R . . . . . H12 H 0.5981 0.3075 0.4838 0.0258 1.0000 Uiso R . . . . . H13 H 0.6808 0.1561 0.4289 0.0312 1.0000 Uiso R . . . . . H14 H 0.8549 -0.1136 -0.0301 0.0278 1.0000 Uiso R . . . . . H15 H 1.1858 -0.0093 0.3384 0.0361 1.0000 Uiso R . . . . . H16 H 0.3880 0.2773 0.4031 0.0402 1.0000 Uiso R . . . . . H17 H 1.0662 -0.0935 0.1360 0.0317 1.0000 Uiso R . . . . . H18 H 0.8019 0.2350 0.5426 0.0314 1.0000 Uiso R . . . . . H19 H 0.3185 0.3164 0.3497 0.0400 1.0000 Uiso R . . . . . H21 H 0.5838 -0.2669 -0.0901 0.0362 1.0000 Uiso R . . . . . H22 H 0.6102 -0.1036 0.2349 0.0460 1.0000 Uiso R . . . . . H25 H 0.6568 -0.1546 0.1640 0.0461 1.0000 Uiso R . . . . . H31 H 0.4144 0.1208 0.4242 0.0668 1.0000 Uiso R . . . . . H32 H 0.4022 0.1680 0.5263 0.0670 1.0000 Uiso R . . . . . H33 H 0.3658 0.4864 0.0767 0.0591 1.0000 Uiso R . . . . . H34 H 0.4600 0.6140 0.1370 0.0584 1.0000 Uiso R . . . . . H37 H 0.4992 0.5052 0.1085 0.0587 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 Cu1 0.01440(16) 0.02759(19) 0.02009(17) 0.00995(14) 0.00715(13) 0.01274(14) O2 0.0275(11) 0.0331(12) 0.0448(13) 0.0226(11) 0.0220(10) 0.0155(10) N3 0.0139(10) 0.0238(12) 0.0199(11) 0.0092(9) 0.0053(9) 0.0055(9) C4 0.0177(13) 0.0254(14) 0.0241(14) 0.0084(12) 0.0104(11) 0.0091(11) C5 0.0157(12) 0.0225(14) 0.0226(13) 0.0070(11) 0.0072(10) 0.0090(11) N6 0.0144(10) 0.0193(11) 0.0220(11) 0.0067(9) 0.0061(9) 0.0070(9) C7 0.0150(12) 0.0224(14) 0.0244(14) 0.0078(11) 0.0062(10) 0.0093(11) C8 0.0240(14) 0.0273(15) 0.0213(14) 0.0093(12) 0.0090(11) 0.0128(12) N9 0.0191(11) 0.0245(12) 0.0238(12) 0.0102(10) 0.0099(9) 0.0121(10) C10 0.0267(15) 0.0359(17) 0.0270(15) 0.0165(13) 0.0166(12) 0.0204(13) C11 0.0198(13) 0.0311(15) 0.0178(13) 0.0092(12) 0.0077(11) 0.0123(12) C12 0.0182(13) 0.0257(14) 0.0217(13) 0.0085(11) 0.0107(11) 0.0095(11) N13 0.0166(11) 0.0247(12) 0.0214(12) 0.0064(10) 0.0081(9) 0.0092(9) Cu14 0.0147(2) 0.0206(2) 0.0231(2) 0.00646(19) 0.00760(18) 0.00861(18) O15 0.0179(10) 0.0243(10) 0.0291(11) 0.0069(9) 0.0037(8) 0.0081(8) N16 0.0280(14) 0.0411(16) 0.0321(15) 0.0154(13) 0.0128(12) 0.0166(12) C17 0.0251(15) 0.0308(16) 0.0315(17) 0.0116(13) 0.0084(12) 0.0135(13) C18 0.041(2) 0.044(2) 0.0284(17) 0.0152(15) 0.0106(15) 0.0198(16) C19 0.0253(15) 0.0284(15) 0.0259(15) 0.0112(12) 0.0127(12) 0.0108(12) C20 0.0238(15) 0.0292(16) 0.0333(16) 0.0135(13) 0.0162(13) 0.0073(12) C21 0.0178(13) 0.0358(17) 0.0249(14) 0.0104(13) 0.0109(11) 0.0129(12) C22 0.0159(13) 0.0339(16) 0.0231(14) 0.0082(12) 0.0022(11) 0.0112(12) C23 0.0176(14) 0.0383(18) 0.0304(16) 0.0105(14) 0.0045(12) 0.0167(13) C24 0.0175(13) 0.0312(16) 0.0274(15) 0.0085(13) 0.0084(11) 0.0133(12) C25 0.0187(14) 0.0360(16) 0.0216(14) 0.0128(12) 0.0085(11) 0.0126(12) C26 0.0155(12) 0.0275(14) 0.0151(12) 0.0059(11) 0.0038(10) 0.0096(11) C27 0.0178(13) 0.0247(14) 0.0174(12) 0.0101(11) 0.0066(10) 0.0097(11) N28 0.0136(10) 0.0246(12) 0.0185(11) 0.0079(9) 0.0052(8) 0.0090(9) C29 0.0177(13) 0.0305(16) 0.0274(15) 0.0124(13) 0.0043(11) 0.0054(12) C30 0.0279(16) 0.0265(16) 0.048(2) 0.0215(15) 0.0053(14) 0.0095(13) C31 0.0238(15) 0.0309(16) 0.0379(17) 0.0169(14) 0.0077(13) 0.0161(13) S32 0.0172(3) 0.0264(4) 0.0247(3) 0.0096(3) 0.0092(3) 0.0088(3) O33 0.0524(17) 0.0672(19) 0.0479(16) 0.0302(15) 0.0394(14) 0.0356(15) O34 0.0446(15) 0.0275(12) 0.0332(13) 0.0035(10) 0.0149(11) 0.0049(11) O35 0.0216(12) 0.0542(17) 0.074(2) 0.0407(16) 0.0006(12) 0.0108(12) C36 0.0373(19) 0.0314(17) 0.0315(17) 0.0121(14) 0.0048(14) 0.0080(14) F37 0.098(2) 0.0238(11) 0.0397(13) 0.0030(10) -0.0014(13) 0.0011(12) F38 0.0486(14) 0.0641(16) 0.0780(18) 0.0439(15) 0.0352(14) 0.0111(12) F39 0.0652(16) 0.0492(14) 0.0475(13) 0.0251(11) 0.0096(12) 0.0319(12) S40 0.0316(4) 0.0382(4) 0.0332(4) 0.0218(4) 0.0190(3) 0.0168(3) O41 0.0541(17) 0.0608(18) 0.0450(15) 0.0292(14) 0.0339(14) 0.0219(14) O42 0.0581(17) 0.0405(14) 0.0382(14) 0.0221(12) 0.0231(13) 0.0194(13) O43 0.0348(14) 0.0588(17) 0.0549(17) 0.0333(14) 0.0221(12) 0.0263(13) C44 0.0359(19) 0.039(2) 0.050(2) 0.0189(17) 0.0170(17) 0.0205(16) F45 0.0416(14) 0.0659(18) 0.085(2) 0.0124(15) 0.0012(14) 0.0334(13) F46 0.0619(17) 0.0387(13) 0.086(2) 0.0267(13) 0.0294(15) 0.0133(12) F47 0.0781(19) 0.0586(16) 0.0368(13) 0.0122(11) 0.0219(13) 0.0241(14) S48 0.0297(4) 0.0395(4) 0.0354(4) 0.0215(4) 0.0136(3) 0.0169(3) O49 0.059(2) 0.111(3) 0.138(4) 0.101(3) 0.062(2) 0.051(2) O50 0.0521(16) 0.0359(14) 0.0337(13) 0.0104(11) 0.0034(12) 0.0233(12) O51 0.0594(18) 0.0498(17) 0.0257(13) 0.0021(12) 0.0054(12) 0.0258(14) C52 0.0376(19) 0.0385(19) 0.0346(18) 0.0084(15) 0.0069(15) 0.0137(16) F53 0.0586(16) 0.088(2) 0.0500(15) 0.0256(14) 0.0140(12) 0.0520(16) F54 0.0691(19) 0.0388(14) 0.079(2) -0.0097(13) -0.0133(15) 0.0282(13) F55 0.083(2) 0.092(2) 0.080(2) 0.0361(18) 0.0612(19) 0.0423(19) O56 0.0444(15) 0.0325(13) 0.0488(16) 0.0181(12) 0.0043(12) 0.0150(12) _refine_ls_extinction_method None _oxford_refine_ls_scale 1.857(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 Cu1 . N28 2_655 1.974(2) yes Cu1 . O2 . 2.242(2) yes Cu1 . N3 . 2.093(2) yes Cu1 . C4 . 2.840(3) yes Cu1 . C5 . 2.821(3) yes Cu1 . N6 . 1.926(2) yes Cu1 . C7 . 2.818(3) yes Cu1 . C8 . 2.845(3) yes Cu1 . N9 . 2.089(2) yes O2 . H22 . 0.818 no O2 . H25 . 0.807 no N3 . C4 . 1.280(4) yes N3 . C25 . 1.468(4) yes C4 . C5 . 1.471(4) yes C4 . H14 . 0.961 no C5 . N6 . 1.333(4) yes C5 . C24 . 1.386(4) yes N6 . C7 . 1.321(4) yes C7 . C8 . 1.478(4) yes C7 . C22 . 1.392(4) yes C8 . N9 . 1.288(4) yes C8 . H5 . 0.977 no N9 . C10 . 1.474(4) yes C10 . C11 . 1.510(4) yes C10 . H13 . 0.968 no C10 . H18 . 0.978 no C11 . C12 . 1.390(4) yes C11 . C21 . 1.396(4) yes C12 . N13 . 1.348(4) yes C12 . H12 . 0.933 no N13 . Cu14 . 2.036(2) yes N13 . C19 . 1.343(4) yes Cu14 . N16 2_666 2.386(3) yes Cu14 . O15 2_666 2.015(2) yes Cu14 . O15 . 2.015(2) yes Cu14 . N16 . 2.386(3) yes O15 . H16 . 0.816 no O15 . H19 . 0.808 no N16 . C17 . 1.134(4) yes C17 . C18 . 1.453(5) yes C18 . H33 . 0.938 no C18 . H34 . 0.943 no C18 . H37 . 0.938 no C19 . C20 . 1.379(4) yes C19 . H3 . 0.948 no C20 . C21 . 1.372(5) yes C20 . H4 . 0.916 no C21 . H2 . 0.932 no C22 . C23 . 1.391(4) yes C22 . H8 . 0.929 no C23 . C24 . 1.389(4) yes C23 . H15 . 0.917 no C24 . H17 . 0.949 no C25 . C26 . 1.510(4) yes C25 . H1 . 0.950 no C25 . H6 . 0.961 no C26 . C27 . 1.383(4) yes C26 . C31 . 1.383(4) yes C27 . N28 . 1.349(4) yes C27 . H9 . 0.934 no N28 . C29 . 1.331(4) yes C29 . C30 . 1.385(4) yes C29 . H10 . 0.934 no C30 . C31 . 1.377(5) yes C30 . H11 . 0.929 no C31 . H21 . 0.931 no S32 . O33 . 1.435(2) yes S32 . O34 . 1.431(2) yes S32 . O35 . 1.434(2) yes S32 . C36 . 1.829(4) yes C36 . F37 . 1.323(4) yes C36 . F38 . 1.329(5) yes C36 . F39 . 1.312(4) yes S40 . O41 . 1.425(3) yes S40 . O42 . 1.441(3) yes S40 . O43 . 1.449(3) yes S40 . C44 . 1.827(4) yes C44 . F45 . 1.313(4) yes C44 . F46 . 1.325(5) yes C44 . F47 . 1.325(5) yes S48 . O49 . 1.419(3) yes S48 . O50 . 1.440(3) yes S48 . O51 . 1.435(3) yes S48 . C52 . 1.815(4) yes C52 . F53 . 1.334(5) yes C52 . F54 . 1.309(5) yes C52 . F55 . 1.306(5) yes O56 . H31 . 0.814 no O56 . H32 . 0.822 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N28 2_655 Cu1 . O2 . 97.73(9) yes N28 2_655 Cu1 . N3 . 100.94(9) yes O2 . Cu1 . N3 . 90.62(9) yes N28 2_655 Cu1 . C4 . 124.96(9) yes O2 . Cu1 . C4 . 92.15(8) yes N3 . Cu1 . C4 . 24.63(9) yes N28 2_655 Cu1 . C5 . 153.00(9) yes O2 . Cu1 . C5 . 94.38(8) yes N3 . Cu1 . C5 . 54.75(9) yes C4 . Cu1 . C5 . 30.13(8) yes N28 2_655 Cu1 . N6 . 166.94(10) yes O2 . Cu1 . N6 . 95.33(9) yes N3 . Cu1 . N6 . 79.23(10) yes C4 . Cu1 . N6 . 54.62(9) yes C5 . Cu1 . N6 . 24.49(9) yes N28 2_655 Cu1 . C7 . 151.59(9) yes O2 . Cu1 . C7 . 96.60(8) yes N3 . Cu1 . C7 . 103.32(9) yes C4 . Cu1 . C7 . 78.72(8) yes C5 . Cu1 . C7 . 48.60(8) yes N28 2_655 Cu1 . C8 . 123.84(9) yes O2 . Cu1 . C8 . 94.57(9) yes N3 . Cu1 . C8 . 133.56(9) yes C4 . Cu1 . C8 . 108.96(8) yes C5 . Cu1 . C8 . 78.83(8) yes N28 2_655 Cu1 . N9 . 99.86(9) yes O2 . Cu1 . N9 . 92.91(9) yes N3 . Cu1 . N9 . 158.23(9) yes C4 . Cu1 . N9 . 133.66(9) yes C5 . Cu1 . N9 . 103.54(9) yes N6 . Cu1 . C7 . 24.14(9) yes N6 . Cu1 . C8 . 54.35(9) yes C7 . Cu1 . C8 . 30.24(8) yes N6 . Cu1 . N9 . 79.05(10) yes C7 . Cu1 . N9 . 54.94(9) yes C8 . Cu1 . N9 . 24.71(9) yes Cu1 . O2 . H22 . 130.0 no Cu1 . O2 . H25 . 116.3 no H22 . O2 . H25 . 104.8 no Cu1 . N3 . C4 . 112.44(19) yes Cu1 . N3 . C25 . 129.29(18) yes C4 . N3 . C25 . 118.2(2) yes N3 . C4 . Cu1 . 42.93(14) yes N3 . C4 . C5 . 117.1(3) yes Cu1 . C4 . C5 . 74.22(15) yes N3 . C4 . H14 . 113.3 no Cu1 . C4 . H14 . 156.0 no C5 . C4 . H14 . 129.5 no C4 . C5 . Cu1 . 75.65(15) yes C4 . C5 . N6 . 112.4(2) yes Cu1 . C5 . N6 . 36.78(13) yes C4 . C5 . C24 . 126.7(3) yes Cu1 . C5 . C24 . 157.6(2) yes N6 . C5 . C24 . 120.9(3) yes C5 . N6 . Cu1 . 118.74(19) yes C5 . N6 . C7 . 121.9(2) yes Cu1 . N6 . C7 . 119.27(19) yes N6 . C7 . Cu1 . 36.59(13) yes N6 . C7 . C8 . 112.4(2) yes Cu1 . C7 . C8 . 75.87(16) yes N6 . C7 . C22 . 121.1(3) yes Cu1 . C7 . C22 . 157.5(2) yes C8 . C7 . C22 . 126.6(3) yes C7 . C8 . Cu1 . 73.89(16) yes C7 . C8 . N9 . 116.5(3) yes Cu1 . C8 . N9 . 42.67(14) yes C7 . C8 . H5 . 124.6 no Cu1 . C8 . H5 . 151.7 no N9 . C8 . H5 . 115.4 no C8 . N9 . Cu1 . 112.62(19) yes C8 . N9 . C10 . 117.5(3) yes Cu1 . N9 . C10 . 129.28(19) yes N9 . C10 . C11 . 112.7(2) yes N9 . C10 . H13 . 106.6 no C11 . C10 . H13 . 108.1 no N9 . C10 . H18 . 110.6 no C11 . C10 . H18 . 109.1 no H13 . C10 . H18 . 109.7 no C10 . C11 . C12 . 118.9(3) yes C10 . C11 . C21 . 123.1(3) yes C12 . C11 . C21 . 117.9(3) yes C11 . C12 . N13 . 123.1(3) yes C11 . C12 . H12 . 118.8 no N13 . C12 . H12 . 118.0 no C12 . N13 . Cu14 . 121.45(19) yes C12 . N13 . C19 . 117.8(2) yes Cu14 . N13 . C19 . 120.7(2) yes N16 2_666 Cu14 . N13 2_666 89.34(10) yes N16 2_666 Cu14 . N13 . 90.66(10) yes N13 2_666 Cu14 . N13 . 179.994 yes N16 2_666 Cu14 . O15 2_666 88.02(10) yes N13 2_666 Cu14 . O15 2_666 89.46(9) yes N13 . Cu14 . O15 2_666 90.54(9) yes N16 2_666 Cu14 . O15 . 91.98(10) yes N13 2_666 Cu14 . O15 . 90.54(9) yes N13 . Cu14 . O15 . 89.46(9) yes O15 2_666 Cu14 . O15 . 179.994 yes N16 2_666 Cu14 . N16 . 179.995 yes N13 2_666 Cu14 . N16 . 90.66(10) yes N13 . Cu14 . N16 . 89.34(10) yes O15 2_666 Cu14 . N16 . 91.98(10) yes O15 . Cu14 . N16 . 88.02(10) yes Cu14 . O15 . H16 . 120.1 no Cu14 . O15 . H19 . 120.6 no H16 . O15 . H19 . 104.2 no Cu14 . N16 . C17 . 161.9(3) yes N16 . C17 . C18 . 179.4(4) yes C17 . C18 . H33 . 108.9 no C17 . C18 . H34 . 108.8 no H33 . C18 . H34 . 110.4 no C17 . C18 . H37 . 107.0 no H33 . C18 . H37 . 110.7 no H34 . C18 . H37 . 111.0 no N13 . C19 . C20 . 122.3(3) yes N13 . C19 . H3 . 118.3 no C20 . C19 . H3 . 119.3 no C19 . C20 . C21 . 120.0(3) yes C19 . C20 . H4 . 119.2 no C21 . C20 . H4 . 120.7 no C11 . C21 . C20 . 118.8(3) yes C11 . C21 . H2 . 121.2 no C20 . C21 . H2 . 120.0 no C7 . C22 . C23 . 117.7(3) yes C7 . C22 . H8 . 121.0 no C23 . C22 . H8 . 121.3 no C22 . C23 . C24 . 120.5(3) yes C22 . C23 . H15 . 119.6 no C24 . C23 . H15 . 119.9 no C23 . C24 . C5 . 117.9(3) yes C23 . C24 . H17 . 121.7 no C5 . C24 . H17 . 120.4 no N3 . C25 . C26 . 111.2(2) yes N3 . C25 . H1 . 108.6 no C26 . C25 . H1 . 108.6 no N3 . C25 . H6 . 109.4 no C26 . C25 . H6 . 109.7 no H1 . C25 . H6 . 109.3 no C25 . C26 . C27 . 120.0(3) yes C25 . C26 . C31 . 121.7(3) yes C27 . C26 . C31 . 118.3(3) yes C26 . C27 . N28 . 122.4(3) yes C26 . C27 . H9 . 120.4 no N28 . C27 . H9 . 117.3 no C27 . N28 . Cu1 2_655 120.21(19) yes C27 . N28 . C29 . 118.7(2) yes Cu1 2_655 N28 . C29 . 121.0(2) yes N28 . C29 . C30 . 122.2(3) yes N28 . C29 . H10 . 118.9 no C30 . C29 . H10 . 118.9 no C29 . C30 . C31 . 118.9(3) yes C29 . C30 . H11 . 120.1 no C31 . C30 . H11 . 120.9 no C26 . C31 . C30 . 119.5(3) yes C26 . C31 . H21 . 119.6 no C30 . C31 . H21 . 120.9 no O33 . S32 . O34 . 113.80(17) yes O33 . S32 . O35 . 115.14(19) yes O34 . S32 . O35 . 114.28(19) yes O33 . S32 . C36 . 105.27(18) yes O34 . S32 . C36 . 102.97(16) yes O35 . S32 . C36 . 103.50(16) yes S32 . C36 . F37 . 110.8(3) yes S32 . C36 . F38 . 109.4(3) yes F37 . C36 . F38 . 108.7(3) yes S32 . C36 . F39 . 111.4(3) yes F37 . C36 . F39 . 108.7(3) yes F38 . C36 . F39 . 107.8(3) yes O41 . S40 . O42 . 115.43(18) yes O41 . S40 . O43 . 115.36(18) yes O42 . S40 . O43 . 113.56(17) yes O41 . S40 . C44 . 104.59(19) yes O42 . S40 . C44 . 102.48(18) yes O43 . S40 . C44 . 103.16(17) yes S40 . C44 . F45 . 110.7(3) yes S40 . C44 . F46 . 110.7(3) yes F45 . C44 . F46 . 108.5(3) yes S40 . C44 . F47 . 110.2(3) yes F45 . C44 . F47 . 108.5(4) yes F46 . C44 . F47 . 108.0(3) yes O49 . S48 . O50 . 115.4(2) yes O49 . S48 . O51 . 115.0(2) yes O50 . S48 . O51 . 113.27(17) yes O49 . S48 . C52 . 103.1(2) yes O50 . S48 . C52 . 104.56(17) yes O51 . S48 . C52 . 103.50(17) yes S48 . C52 . F53 . 110.0(3) yes S48 . C52 . F54 . 111.6(3) yes F53 . C52 . F54 . 108.2(3) yes S48 . C52 . F55 . 112.4(3) yes F53 . C52 . F55 . 107.3(3) yes F54 . C52 . F55 . 107.1(4) yes H31 . O56 . H32 . 107.5 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 C21 . H2 . O33 . 139.22(10) 0.932 2.498 3.262(5) yes C8 . H5 . O51 2_766 129.29(10) 0.977 2.561 3.268(5) yes C22 . H8 . O51 2_766 142.87(10) 0.929 2.425 3.215(5) yes C27 . H9 . O2 2_655 128.70(8) 0.934 2.468 3.138(5) yes C27 . H9 . O42 2_655 120.78(9) 0.934 2.566 3.148(5) yes C29 . H10 . O33 2_655 143.28(10) 0.934 2.476 3.272(5) yes C4 . H14 . O34 2_755 128.83(9) 0.961 2.485 3.177(5) yes O15 . H16 . O56 . 172.83(11) 0.816 1.817 2.629(5) yes C24 . H17 . O34 2_755 141.57(9) 0.949 2.417 3.215(5) yes O15 . H19 . O35 1_455 174.36(10) 0.808 1.955 2.760(5) yes O2 . H22 . O43 . 166.28(11) 0.818 2.045 2.846(5) yes O2 . H25 . O50 1_545 168.96(10) 0.807 2.019 2.815(5) yes O56 . H31 . O42 . 166.32(11) 0.814 2.053 2.850(5) yes O56 . H32 . O43 2_656 156.18(11) 0.822 2.113 2.885(5) yes _iucr_refine_instruction_details_constraints ; # # Punched on 03/12/13 at 16:39:43 # #LIST 12 BLOCK SCALE X'S, U'S RIDE O ( 2,X'S) H ( 22,X'S) H ( 25,X'S) RIDE C ( 4,X'S) H ( 14,X'S) RIDE C ( 8,X'S) H ( 5,X'S) RIDE C ( 10,X'S) H ( 13,X'S) H ( 18,X'S) RIDE C ( 12,X'S) H ( 12,X'S) RIDE O ( 15,X'S) H ( 16,X'S) H ( 19,X'S) RIDE C ( 18,X'S) H ( 33,X'S) H ( 34,X'S) H ( 37,X'S) RIDE C ( 19,X'S) H ( 3,X'S) RIDE C ( 20,X'S) H ( 4,X'S) RIDE C ( 21,X'S) H ( 2,X'S) RIDE C ( 22,X'S) H ( 8,X'S) RIDE C ( 23,X'S) H ( 15,X'S) RIDE C ( 24,X'S) H ( 17,X'S) RIDE C ( 25,X'S) H ( 1,X'S) H ( 6,X'S) RIDE C ( 27,X'S) H ( 9,X'S) RIDE C ( 29,X'S) H ( 10,X'S) RIDE C ( 30,X'S) H ( 11,X'S) RIDE C ( 31,X'S) H ( 21,X'S) RIDE O ( 56,X'S) H ( 31,X'S) H ( 32,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 03/12/13 at 16:39:43 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _database_code_depnum_ccdc_archive 'CCDC 975182'