# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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 _database_code_depnum_ccdc_archive 'CCDC 951691' _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C61 H53 Co2 N7 O19' _chemical_formula_sum 'C61 H53 Co2 N7 O19' _chemical_formula_weight 1305.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 11.4985(3) _cell_length_b 21.2760(6) _cell_length_c 21.4387(6) _cell_angle_alpha 77.071(2) _cell_angle_beta 80.672(2) _cell_angle_gamma 88.411(2) _cell_volume 5044.0(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used 16822 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 29.0905 _cell_measurement_theta_min 2.3786 _exptl_absorpt_coefficient_mu 0.377 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.82333 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour red _exptl_crystal_density_diffrn 0.860 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1348 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_unetI/netI 0.0613 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 33967 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 2.39 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 16.2116 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -48.00 -18.75 0.7500 8.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 -77.0000 -120.0000 39 #__ type_ start__ end____ width___ exp.time_ 2 omega -48.00 -21.00 0.7500 8.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 -77.0000 -150.0000 36 #__ type_ start__ end____ width___ exp.time_ 3 omega -12.00 81.00 0.7500 8.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 77.0000 90.0000 124 #__ type_ start__ end____ width___ exp.time_ 4 omega 10.00 70.00 0.7500 8.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 77.0000 150.0000 80 #__ type_ start__ end____ width___ exp.time_ 5 omega 3.00 83.25 0.7500 8.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 77.0000 -120.0000 107 #__ type_ start__ end____ width___ exp.time_ 6 omega -50.00 43.75 0.7500 8.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 -77.0000 -30.0000 125 ; _diffrn_measurement_device_type 'SuperNova, Single source at offset), Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0344318350 _diffrn_orient_matrix_UB_12 -0.0265811112 _diffrn_orient_matrix_UB_13 0.0195657706 _diffrn_orient_matrix_UB_21 -0.0513252951 _diffrn_orient_matrix_UB_22 0.0142566875 _diffrn_orient_matrix_UB_23 -0.0115758390 _diffrn_orient_matrix_UB_31 0.0100034941 _diffrn_orient_matrix_UB_32 -0.0162219219 _diffrn_orient_matrix_UB_33 -0.0259238420 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'SuperNova (Mo) X-ray Source' _diffrn_standards_decay_% . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_number . _reflns_number_gt 12041 _reflns_number_total 17764 _reflns_odcompleteness_completeness 99.88 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 1.436 _refine_diff_density_min -0.592 _refine_diff_density_rms 0.076 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.922 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 808 _refine_ls_number_reflns 17764 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0756 _refine_ls_R_factor_gt 0.0565 _refine_ls_restrained_S_all 0.922 _refine_ls_shift/su_max 0.139 _refine_ls_shift/su_mean 0.002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1290P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1683 _refine_ls_wR_factor_ref 0.1788 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: C9(H9), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16), C35(H35), C36(H36), C37(H37), C40(H40), C41(H41), C42(H42) 2.b Aromatic/amide H refined with riding coordinates: C3(H3), C4(H4), C6(H6), C7(H7), C18(H18), C19(H19), C22(H22), C23(H23), C25(H25), C26(H26), C29(H29), C30(H30), C32(H32), C33(H33), C44(H44), C45(H45), C48(H48), C49(H49), C51(H51), C52(H52), C53(H53), C56(H56), C59(H59) 2.c Idealised Me refined as rotating group: C54(H54A,H54B,H54C), C55(H55A,H55B,H55C), C57(H57A,H57B,H57C), C58(H58A,H58B, H58C), C60(H60A,H60B,H60C), C61(H61A,H61B,H61C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co2 Co 0.91113(3) 0.20514(2) 0.201017(18) 0.02573(12) Uani 1 1 d . . . Co1 Co 0.67040(3) 0.112056(18) 0.255535(18) 0.02126(12) Uani 1 1 d . . . C1 C 0.6621(3) 0.25028(15) 0.25152(15) 0.0296(7) Uani 1 1 d . . . C2 C 0.5991(3) 0.30561(15) 0.27348(15) 0.0332(7) Uani 1 1 d . . . C3 C 0.6511(4) 0.36643(17) 0.25832(19) 0.0506(10) Uani 1 1 d . . . H3 H 0.7238 0.3737 0.2315 0.061 Uiso 1 1 calc R . . C4 C 0.5946(4) 0.41680(18) 0.2833(2) 0.0590(12) Uani 1 1 d . . . H4 H 0.6286 0.4578 0.2725 0.071 Uiso 1 1 calc R . . C5 C 0.4877(3) 0.40483(17) 0.32414(18) 0.0451(9) Uani 1 1 d . . . C6 C 0.4356(3) 0.34609(17) 0.33777(19) 0.0462(9) Uani 1 1 d . . . H6 H 0.3626 0.3391 0.3643 0.055 Uiso 1 1 calc R . . C7 C 0.4894(3) 0.29661(17) 0.31269(17) 0.0422(9) Uani 1 1 d . . . H7 H 0.4520 0.2566 0.3221 0.051 Uiso 1 1 calc R . . C8 C 0.3342(4) 0.48878(18) 0.3376(2) 0.0509(10) Uani 1 1 d . . . C9 C 0.3079(4) 0.53659(17) 0.38024(19) 0.0491(10) Uani 1 1 d . . . H9 H 0.2296 0.5279 0.4065 0.059 Uiso 1 1 calc R . . C10 C 0.3151(3) 0.60686(16) 0.34058(17) 0.0426(9) Uani 1 1 d . . . H10 H 0.2587 0.6148 0.3101 0.051 Uiso 1 1 calc R . . C11 C 0.2923(3) 0.65063(16) 0.38940(17) 0.0404(8) Uani 1 1 d . . . H11 H 0.2133 0.6426 0.4149 0.048 Uiso 1 1 calc R . . C12 C 0.3075(3) 0.72082(16) 0.35544(17) 0.0397(8) Uani 1 1 d . . . C13 C 0.4473(4) 0.70236(16) 0.42565(18) 0.0437(9) Uani 1 1 d . . . C14 C 0.3862(3) 0.63863(16) 0.43408(16) 0.0434(9) Uani 1 1 d . . . H14 H 0.3484 0.6238 0.4792 0.052 Uiso 1 1 calc R . . C15 C 0.4741(3) 0.58745(15) 0.41460(16) 0.0394(8) Uani 1 1 d . . . H15 H 0.5376 0.5808 0.4408 0.047 Uiso 1 1 calc R . . C16 C 0.4025(4) 0.52599(16) 0.42442(17) 0.0453(9) Uani 1 1 d . . . H16 H 0.3656 0.5123 0.4699 0.054 Uiso 1 1 calc R . . C17 C 0.4789(4) 0.47278(17) 0.40427(18) 0.0493(10) Uani 1 1 d . . . C18 C 0.5219(3) 0.61022(17) 0.34332(16) 0.0407(8) Uani 1 1 d . . . H18 H 0.6018 0.6171 0.3274 0.049 Uiso 1 1 calc R . . C19 C 0.4405(3) 0.61933(17) 0.30599(17) 0.0442(9) Uani 1 1 d . . . H19 H 0.4587 0.6326 0.2611 0.053 Uiso 1 1 calc R . . C20 C 0.5909(3) 1.00004(15) 0.28602(14) 0.0255(7) Uani 1 1 d . . . C21 C 0.5388(3) 0.93426(15) 0.30762(15) 0.0280(7) Uani 1 1 d . . . C22 C 0.4189(3) 0.92540(14) 0.33316(14) 0.0288(7) Uani 1 1 d . . . H22 H 0.3705 0.9610 0.3348 0.035 Uiso 1 1 calc R . . C23 C 0.3724(3) 0.86381(15) 0.35593(16) 0.0330(7) Uani 1 1 d . . . H23 H 0.2929 0.8581 0.3734 0.040 Uiso 1 1 calc R . . C24 C 0.4421(3) 0.81126(15) 0.35306(17) 0.0377(8) Uani 1 1 d . . . C25 C 0.5602(3) 0.81903(18) 0.3258(2) 0.0520(10) Uani 1 1 d . . . H25 H 0.6072 0.7833 0.3221 0.062 Uiso 1 1 calc R . . C26 C 0.6068(3) 0.88051(17) 0.30444(19) 0.0462(9) Uani 1 1 d . . . H26 H 0.6865 0.8858 0.2874 0.055 Uiso 1 1 calc R . . C27 C 0.7514(3) 0.12829(14) 0.13723(14) 0.0263(7) Uani 1 1 d . . . C28 C 0.8066(3) 0.12214(15) 0.07091(14) 0.0276(7) Uani 1 1 d . . . C29 C 0.9284(3) 0.11463(15) 0.05524(14) 0.0284(7) Uani 1 1 d . . . H29 H 0.9775 0.1193 0.0844 0.034 Uiso 1 1 calc R . . C30 C 0.9763(3) 0.10033(16) -0.00326(14) 0.0306(7) Uani 1 1 d . . . H30 H 1.0571 0.0949 -0.0137 0.037 Uiso 1 1 calc R . . C31 C 0.9012(3) 0.09419(16) -0.04594(14) 0.0312(7) Uani 1 1 d . . . C32 C 0.7841(3) 0.10385(17) -0.03336(15) 0.0370(8) Uani 1 1 d . . . H32 H 0.7363 0.1012 -0.0638 0.044 Uiso 1 1 calc R . . C33 C 0.7352(3) 0.11795(17) 0.02621(15) 0.0349(8) Uani 1 1 d . . . H33 H 0.6545 0.1245 0.0356 0.042 Uiso 1 1 calc R . . C34 C 0.9064(3) 0.01804(17) -0.11916(15) 0.0334(7) Uani 1 1 d . . . C35 C 0.9743(3) 0.01081(16) -0.18333(14) 0.0309(7) Uani 1 1 d . . . H35 H 1.0166 -0.0302 -0.1774 0.037 Uiso 1 1 calc R . . C36 C 0.8940(3) 0.01318(15) -0.23416(14) 0.0278(7) Uani 1 1 d . . . H36 H 0.8321 -0.0201 -0.2198 0.033 Uiso 1 1 calc R . . C37 C 0.9766(3) 0.00389(15) -0.29556(14) 0.0295(7) Uani 1 1 d . . . H37 H 1.0163 -0.0378 -0.2865 0.035 Uiso 1 1 calc R . . C38 C 0.9123(3) 0.00799(16) -0.35225(14) 0.0289(7) Uani 1 1 d . . . C39 C 1.0536(3) 0.09066(17) -0.38512(14) 0.0329(8) Uani 1 1 d . . . C40 C 1.0687(3) 0.05866(16) -0.31701(14) 0.0291(7) Uani 1 1 d . . . H40 H 1.1481 0.0408 -0.3167 0.035 Uiso 1 1 calc R . . C41 C 1.0471(3) 0.10583(16) -0.27191(14) 0.0293(7) Uani 1 1 d . . . H41 H 1.1024 0.1424 -0.2864 0.035 Uiso 1 1 calc R . . C42 C 1.0629(3) 0.06631(16) -0.20395(14) 0.0312(7) Uani 1 1 d . . . H42 H 1.1432 0.0495 -0.2050 0.037 Uiso 1 1 calc R . . C43 C 1.0366(3) 0.10475(17) -0.15293(15) 0.0334(8) Uani 1 1 d . . . C44 C 0.9218(3) 0.12799(16) -0.26924(14) 0.0324(7) Uani 1 1 d . . . H44 H 0.9011 0.1711 -0.2807 0.039 Uiso 1 1 calc R . . C45 C 0.8432(3) 0.08026(16) -0.24904(14) 0.0306(7) Uani 1 1 d . . . H45 H 0.7624 0.0875 -0.2444 0.037 Uiso 1 1 calc R . . C46 C 0.8418(3) 0.12169(15) -0.65896(14) 0.0272(7) Uani 1 1 d . . . C47 C 0.8764(3) 0.10356(15) -0.59273(14) 0.0268(7) Uani 1 1 d . . . C48 C 0.9890(3) 0.11473(17) -0.58214(14) 0.0347(8) Uani 1 1 d . . . H48 H 1.0457 0.1332 -0.6171 0.042 Uiso 1 1 calc R . . C49 C 1.0183(3) 0.09920(18) -0.52153(15) 0.0373(8) Uani 1 1 d . . . H49 H 1.0947 0.1068 -0.5157 0.045 Uiso 1 1 calc R . . C50 C 0.9350(3) 0.07197(15) -0.46824(14) 0.0280(7) Uani 1 1 d . . . C51 C 0.8240(3) 0.0600(2) -0.47809(16) 0.0483(10) Uani 1 1 d . . . H51 H 0.7673 0.0418 -0.4430 0.058 Uiso 1 1 calc R . . C52 C 0.7957(3) 0.07492(19) -0.53946(16) 0.0442(9) Uani 1 1 d . . . H52 H 0.7203 0.0655 -0.5454 0.053 Uiso 1 1 calc R . . C53 C 1.0054(4) 0.2645(2) 0.0642(2) 0.0647(12) Uani 1 1 d . . . H53 H 1.0776 0.2618 0.0788 0.078 Uiso 1 1 calc R . . C54 C 0.9013(7) 0.2826(3) -0.0256(3) 0.131(3) Uani 1 1 d . . . H54A H 0.8702 0.2400 -0.0201 0.197 Uiso 1 1 calc R . . H54B H 0.9168 0.3028 -0.0710 0.197 Uiso 1 1 calc R . . H54C H 0.8451 0.3076 -0.0035 0.197 Uiso 1 1 calc R . . C55 C 1.1104(8) 0.2846(5) -0.0464(4) 0.180(4) Uani 1 1 d . . . H55A H 1.1559 0.2460 -0.0377 0.270 Uiso 1 1 calc R . . H55B H 1.1562 0.3208 -0.0442 0.270 Uiso 1 1 calc R . . H55C H 1.0897 0.2907 -0.0890 0.270 Uiso 1 1 calc R . . C56 C 1.1519(3) 0.15698(17) 0.20514(17) 0.0402(8) Uani 1 1 d . . . H56 H 1.1319 0.1599 0.2482 0.048 Uiso 1 1 calc R . . C57 C 1.2990(4) 0.1441(3) 0.1176(3) 0.0821(16) Uani 1 1 d . . . H57A H 1.2321 0.1493 0.0953 0.123 Uiso 1 1 calc R . . H57B H 1.3330 0.1025 0.1170 0.123 Uiso 1 1 calc R . . H57C H 1.3565 0.1771 0.0964 0.123 Uiso 1 1 calc R . . C58 C 1.3481(4) 0.1448(4) 0.2294(3) 0.115(2) Uani 1 1 d . . . H58A H 1.3070 0.1449 0.2720 0.172 Uiso 1 1 calc R . . H58B H 1.4014 0.1809 0.2150 0.172 Uiso 1 1 calc R . . H58C H 1.3918 0.1055 0.2304 0.172 Uiso 1 1 calc R . . C59 C 1.0144(6) 0.2866(3) 0.2710(4) 0.112(2) Uani 1 1 d . . . H59 H 0.9484 0.2715 0.3014 0.134 Uiso 1 1 calc R . . C60 C 1.0951(9) 0.3260(5) 0.3576(4) 0.179(4) Uani 1 1 d . . . H60A H 1.0811 0.3702 0.3597 0.269 Uiso 1 1 calc R . . H60B H 1.1703 0.3132 0.3699 0.269 Uiso 1 1 calc R . . H60C H 1.0343 0.2992 0.3865 0.269 Uiso 1 1 calc R . . C61 C 1.2061(6) 0.3367(4) 0.2444(4) 0.131(3) Uani 1 1 d . . . H61A H 1.2469 0.2982 0.2375 0.197 Uiso 1 1 calc R . . H61B H 1.2551 0.3619 0.2620 0.197 Uiso 1 1 calc R . . H61C H 1.1883 0.3615 0.2039 0.197 Uiso 1 1 calc R . . N1 N 0.4369(3) 0.45454(14) 0.35352(15) 0.0500(8) Uani 1 1 d . . . N2 N 0.3975(3) 0.74710(13) 0.37734(14) 0.0415(7) Uani 1 1 d . . . N3 N 0.9485(2) 0.07308(13) -0.10505(12) 0.0311(6) Uani 1 1 d . . . N4 N 0.9663(2) 0.05605(12) -0.40490(11) 0.0277(6) Uani 1 1 d . . . N5 N 1.0944(6) 0.3189(4) 0.2907(3) 0.140(2) Uani 1 1 d . . . N6 N 1.2618(2) 0.14930(17) 0.18390(16) 0.0543(9) Uani 1 1 d . . . N7 N 1.0064(5) 0.2789(2) 0.0002(2) 0.0924(15) Uani 1 1 d . . . O1 O 0.69783(18) 1.00648(10) 0.26040(11) 0.0347(5) Uani 1 1 d . . . O2 O 0.52912(17) 1.04835(9) 0.29324(10) 0.0275(5) Uani 1 1 d . . . O3 O 0.76697(19) 0.25885(11) 0.22568(11) 0.0385(6) Uani 1 1 d . . . O4 O 0.60407(18) 0.19862(10) 0.26114(11) 0.0357(5) Uani 1 1 d . . . O5 O 0.5611(3) 0.44935(13) 0.42690(13) 0.0643(8) Uani 1 1 d . . . O6 O 0.2841(3) 0.48086(14) 0.29543(16) 0.0679(8) Uani 1 1 d . . . O7 O 0.5244(3) 0.71521(13) 0.45131(15) 0.0639(8) Uani 1 1 d . . . O8 O 0.2539(2) 0.75001(12) 0.31447(14) 0.0561(7) Uani 1 1 d . . . O9 O 0.81732(17) 0.13043(9) 0.17972(9) 0.0248(4) Uani 1 1 d . . . O10 O 0.64208(17) 0.12519(11) 0.15302(10) 0.0312(5) Uani 1 1 d . . . O11 O 1.0818(2) 0.15481(14) -0.15156(12) 0.0554(7) Uani 1 1 d . . . O12 O 0.8281(2) -0.01620(13) -0.08565(11) 0.0484(6) Uani 1 1 d . . . O13 O 1.1038(2) 0.13843(13) -0.41816(11) 0.0508(7) Uani 1 1 d . . . O14 O 0.8283(2) -0.02376(11) -0.35309(10) 0.0392(6) Uani 1 1 d . . . O15 O 0.91390(18) 0.15445(11) -0.70363(10) 0.0339(5) Uani 1 1 d . . . O16 O 0.74399(19) 0.10109(12) -0.66410(10) 0.0400(6) Uani 1 1 d . . . O17 O 0.9166(2) 0.25440(11) 0.10491(10) 0.0376(5) Uani 1 1 d . . . O18 O 1.07043(18) 0.16077(11) 0.17260(11) 0.0370(5) Uani 1 1 d . . . O19 O 1.0182(2) 0.27486(13) 0.21827(13) 0.0496(7) Uani 1 1 d . . . 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 Co2 0.0249(2) 0.0338(3) 0.0195(2) -0.00836(17) -0.00288(17) -0.00191(17) Co1 0.0224(2) 0.0262(2) 0.0181(2) -0.01030(16) -0.00438(16) 0.00168(15) C1 0.0397(19) 0.0284(18) 0.0235(16) -0.0100(13) -0.0080(14) 0.0015(14) C2 0.044(2) 0.0254(17) 0.0316(17) -0.0118(13) -0.0021(15) 0.0042(14) C3 0.063(3) 0.035(2) 0.050(2) -0.0157(17) 0.011(2) -0.0069(18) C4 0.083(3) 0.030(2) 0.057(3) -0.0120(18) 0.015(2) -0.0074(19) C5 0.062(2) 0.031(2) 0.042(2) -0.0136(16) -0.0009(18) 0.0116(17) C6 0.046(2) 0.038(2) 0.053(2) -0.0195(17) 0.0107(18) 0.0042(16) C7 0.049(2) 0.0298(19) 0.049(2) -0.0176(16) 0.0028(18) -0.0025(15) C8 0.063(3) 0.034(2) 0.057(3) -0.0177(18) -0.002(2) 0.0064(18) C9 0.063(2) 0.032(2) 0.051(2) -0.0165(17) 0.004(2) 0.0074(17) C10 0.059(2) 0.0316(19) 0.0374(19) -0.0108(15) -0.0068(17) 0.0102(16) C11 0.049(2) 0.0273(18) 0.043(2) -0.0101(15) -0.0018(17) 0.0079(15) C12 0.043(2) 0.0315(19) 0.044(2) -0.0111(16) -0.0054(17) 0.0105(16) C13 0.067(3) 0.0229(18) 0.039(2) -0.0051(15) -0.0055(19) 0.0090(17) C14 0.071(3) 0.0277(19) 0.0292(18) -0.0066(14) -0.0028(17) 0.0083(17) C15 0.062(2) 0.0260(18) 0.0303(18) -0.0072(14) -0.0063(16) 0.0105(16) C16 0.077(3) 0.0257(18) 0.0297(18) -0.0086(14) 0.0020(18) 0.0118(17) C17 0.085(3) 0.0247(19) 0.037(2) -0.0086(15) -0.008(2) 0.0208(19) C18 0.044(2) 0.042(2) 0.0335(19) -0.0073(15) -0.0025(16) 0.0142(16) C19 0.063(2) 0.040(2) 0.0268(18) -0.0093(15) 0.0005(18) 0.0126(17) C20 0.0259(17) 0.0321(18) 0.0195(15) -0.0063(12) -0.0058(13) 0.0015(13) C21 0.0260(16) 0.0294(17) 0.0294(16) -0.0067(13) -0.0071(13) 0.0061(13) C22 0.0332(17) 0.0247(17) 0.0292(16) -0.0081(13) -0.0055(14) 0.0072(13) C23 0.0293(17) 0.0306(18) 0.0380(18) -0.0054(14) -0.0057(14) 0.0009(13) C24 0.041(2) 0.0242(18) 0.043(2) -0.0002(14) -0.0054(16) 0.0056(14) C25 0.045(2) 0.035(2) 0.073(3) -0.0130(19) -0.003(2) 0.0161(17) C26 0.0339(19) 0.036(2) 0.065(3) -0.0114(18) 0.0030(18) 0.0054(15) C27 0.0362(18) 0.0268(17) 0.0197(15) -0.0110(12) -0.0080(13) 0.0025(13) C28 0.0268(16) 0.0340(18) 0.0223(15) -0.0087(13) -0.0016(13) 0.0015(13) C29 0.0318(17) 0.0354(18) 0.0206(15) -0.0097(13) -0.0078(13) 0.0024(13) C30 0.0283(16) 0.045(2) 0.0191(15) -0.0096(13) -0.0020(13) 0.0075(14) C31 0.0355(18) 0.0397(19) 0.0190(15) -0.0104(13) -0.0014(13) 0.0048(14) C32 0.0343(19) 0.057(2) 0.0257(17) -0.0186(16) -0.0104(14) 0.0043(16) C33 0.0260(17) 0.056(2) 0.0264(17) -0.0185(15) -0.0038(14) 0.0073(15) C34 0.0372(19) 0.043(2) 0.0217(16) -0.0106(14) -0.0063(14) 0.0089(15) C35 0.0390(18) 0.0368(19) 0.0172(15) -0.0078(13) -0.0043(13) 0.0121(14) C36 0.0241(16) 0.0382(18) 0.0217(15) -0.0099(13) -0.0009(12) 0.0000(13) C37 0.0327(17) 0.0352(18) 0.0227(15) -0.0109(13) -0.0054(13) 0.0093(13) C38 0.0283(17) 0.0405(19) 0.0200(15) -0.0111(13) -0.0044(13) 0.0051(14) C39 0.0302(17) 0.054(2) 0.0172(15) -0.0133(15) -0.0036(13) -0.0013(15) C40 0.0200(15) 0.048(2) 0.0202(15) -0.0104(14) -0.0042(12) 0.0047(13) C41 0.0288(16) 0.0391(19) 0.0203(15) -0.0074(13) -0.0031(13) -0.0013(13) C42 0.0241(16) 0.051(2) 0.0207(15) -0.0119(14) -0.0057(13) 0.0095(14) C43 0.0314(17) 0.048(2) 0.0228(16) -0.0108(15) -0.0067(14) 0.0041(15) C44 0.0391(19) 0.0386(19) 0.0226(16) -0.0105(14) -0.0105(14) 0.0139(15) C45 0.0247(16) 0.048(2) 0.0233(16) -0.0159(14) -0.0060(13) 0.0086(14) C46 0.0307(17) 0.0331(18) 0.0202(15) -0.0116(13) -0.0047(13) 0.0075(13) C47 0.0266(16) 0.0381(18) 0.0177(15) -0.0106(13) -0.0034(12) 0.0029(13) C48 0.0312(17) 0.054(2) 0.0176(15) -0.0070(14) 0.0010(13) -0.0095(15) C49 0.0247(17) 0.061(2) 0.0276(17) -0.0132(16) -0.0043(14) -0.0030(15) C50 0.0277(16) 0.0405(19) 0.0174(15) -0.0093(13) -0.0042(13) 0.0025(13) C51 0.0339(19) 0.086(3) 0.0222(17) -0.0089(18) 0.0001(15) -0.0115(18) C52 0.0318(18) 0.073(3) 0.0301(19) -0.0102(17) -0.0112(15) -0.0080(17) C53 0.071(3) 0.067(3) 0.050(3) -0.001(2) -0.007(2) -0.008(2) C54 0.209(8) 0.122(6) 0.062(4) 0.010(4) -0.057(5) -0.035(5) C55 0.192(8) 0.191(9) 0.110(6) 0.001(6) 0.069(6) -0.016(7) C56 0.0326(19) 0.048(2) 0.0374(19) -0.0030(16) -0.0069(16) -0.0008(15) C57 0.044(3) 0.099(4) 0.101(4) -0.029(3) 0.004(3) -0.001(2) C58 0.050(3) 0.172(7) 0.112(5) 0.006(4) -0.036(3) 0.013(3) C59 0.088(4) 0.096(5) 0.157(7) -0.038(5) -0.017(5) -0.016(3) C60 0.219(10) 0.220(11) 0.131(7) -0.099(7) -0.048(7) 0.054(8) C61 0.106(5) 0.158(7) 0.136(6) -0.042(5) -0.016(5) -0.046(5) N1 0.076(2) 0.0300(17) 0.0452(18) -0.0170(14) -0.0017(17) 0.0099(15) N2 0.0487(18) 0.0281(16) 0.0475(18) -0.0084(13) -0.0079(14) 0.0060(13) N3 0.0317(14) 0.0439(17) 0.0210(13) -0.0143(12) -0.0050(11) 0.0064(12) N4 0.0246(13) 0.0420(16) 0.0177(12) -0.0097(11) -0.0030(10) 0.0025(11) N5 0.130(5) 0.177(6) 0.124(5) -0.062(5) 0.000(4) -0.059(4) N6 0.0265(17) 0.073(2) 0.057(2) -0.0035(17) -0.0061(15) 0.0039(15) N7 0.122(4) 0.097(3) 0.042(2) 0.000(2) 0.012(3) -0.012(3) O1 0.0279(12) 0.0356(13) 0.0411(13) -0.0101(10) -0.0056(10) 0.0059(9) O2 0.0258(11) 0.0251(11) 0.0333(12) -0.0092(9) -0.0066(9) 0.0051(9) O3 0.0352(13) 0.0386(14) 0.0413(14) -0.0157(11) 0.0045(11) -0.0011(10) O4 0.0326(12) 0.0344(13) 0.0453(14) -0.0222(11) -0.0032(10) 0.0019(10) O5 0.107(2) 0.0447(17) 0.0473(16) -0.0194(13) -0.0222(16) 0.0350(16) O6 0.079(2) 0.0562(19) 0.082(2) -0.0400(17) -0.0189(18) 0.0122(15) O7 0.095(2) 0.0397(16) 0.0681(19) -0.0146(14) -0.0429(18) 0.0085(15) O8 0.0594(17) 0.0371(15) 0.0743(19) -0.0076(14) -0.0263(15) 0.0102(12) O9 0.0278(11) 0.0305(12) 0.0186(10) -0.0106(8) -0.0037(9) 0.0002(8) O10 0.0227(12) 0.0476(14) 0.0264(11) -0.0162(10) -0.0019(9) 0.0022(9) O11 0.0655(18) 0.069(2) 0.0347(14) -0.0215(13) -0.0007(13) -0.0172(15) O12 0.0568(16) 0.0575(17) 0.0296(13) -0.0154(12) 0.0061(12) -0.0094(13) O13 0.0600(16) 0.0660(18) 0.0266(13) -0.0081(12) -0.0066(12) -0.0233(14) O14 0.0420(14) 0.0506(15) 0.0266(12) -0.0109(10) -0.0052(10) -0.0086(11) O15 0.0355(12) 0.0471(14) 0.0189(11) -0.0047(10) -0.0065(10) -0.0051(10) O16 0.0353(13) 0.0621(16) 0.0243(12) -0.0092(11) -0.0083(10) -0.0132(11) O17 0.0381(13) 0.0462(14) 0.0259(12) -0.0053(10) -0.0009(11) -0.0022(10) O18 0.0264(12) 0.0525(15) 0.0359(13) -0.0149(11) -0.0100(10) 0.0033(10) O19 0.0552(16) 0.0634(18) 0.0356(14) -0.0187(13) -0.0092(12) -0.0164(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co2 O3 2.053(2) . ? Co2 O9 2.116(2) . ? Co2 O15 2.092(2) 1_556 ? Co2 O17 2.084(2) . ? Co2 O18 2.102(2) . ? Co2 O19 2.085(3) . ? Co1 C20 2.484(3) 1_545 ? Co1 O1 2.241(2) 1_545 ? Co1 O2 2.082(2) 1_545 ? Co1 O4 1.995(2) . ? Co1 O9 2.1239(18) . ? Co1 O10 2.228(2) . ? Co1 O16 2.005(2) 1_556 ? C1 C2 1.491(4) . ? C1 O3 1.243(4) . ? C1 O4 1.261(4) . ? C2 C3 1.389(5) . ? C2 C7 1.390(4) . ? C3 H3 0.9300 . ? C3 C4 1.401(5) . ? C4 H4 0.9300 . ? C4 C5 1.383(5) . ? C5 C6 1.352(5) . ? C5 N1 1.414(4) . ? C6 H6 0.9300 . ? C6 C7 1.375(5) . ? C7 H7 0.9300 . ? C8 C9 1.507(5) . ? C8 N1 1.419(5) . ? C8 O6 1.192(5) . ? C9 H9 0.9800 . ? C9 C10 1.543(5) . ? C9 C16 1.535(6) . ? C10 H10 0.9800 . ? C10 C11 1.538(5) . ? C10 C19 1.512(5) . ? C11 H11 0.9800 . ? C11 C12 1.509(5) . ? C11 C14 1.536(5) . ? C12 N2 1.383(5) . ? C12 O8 1.203(4) . ? C13 C14 1.506(5) . ? C13 N2 1.424(5) . ? C13 O7 1.184(5) . ? C14 H14 0.9800 . ? C14 C15 1.545(5) . ? C15 H15 0.9800 . ? C15 C16 1.521(5) . ? C15 C18 1.511(5) . ? C16 H16 0.9800 . ? C16 C17 1.511(5) . ? C17 N1 1.392(5) . ? C17 O5 1.179(5) . ? C18 H18 0.9300 . ? C18 C19 1.310(5) . ? C19 H19 0.9300 . ? C20 Co1 2.484(3) 1_565 ? C20 C21 1.483(4) . ? C20 O1 1.260(3) . ? C20 O2 1.257(3) . ? C21 C22 1.400(4) . ? C21 C26 1.376(4) . ? C22 H22 0.9300 . ? C22 C23 1.381(4) . ? C23 H23 0.9300 . ? C23 C24 1.365(4) . ? C24 C25 1.387(5) . ? C24 N2 1.425(4) . ? C25 H25 0.9300 . ? C25 C26 1.378(5) . ? C26 H26 0.9300 . ? C27 C28 1.493(4) . ? C27 O9 1.284(3) . ? C27 O10 1.248(3) . ? C28 C29 1.400(4) . ? C28 C33 1.378(4) . ? C29 H29 0.9300 . ? C29 C30 1.380(4) . ? C30 H30 0.9300 . ? C30 C31 1.384(4) . ? C31 C32 1.350(4) . ? C31 N3 1.456(4) . ? C32 H32 0.9300 . ? C32 C33 1.402(4) . ? C33 H33 0.9300 . ? C34 C35 1.505(4) . ? C34 N3 1.391(4) . ? C34 O12 1.204(4) . ? C35 H35 0.9800 . ? C35 C36 1.531(4) . ? C35 C42 1.521(5) . ? C36 H36 0.9800 . ? C36 C37 1.541(4) . ? C36 C45 1.513(4) . ? C37 H37 0.9800 . ? C37 C38 1.507(4) . ? C37 C40 1.537(4) . ? C38 N4 1.413(4) . ? C38 O14 1.199(4) . ? C39 C40 1.502(4) . ? C39 N4 1.431(4) . ? C39 O13 1.203(4) . ? C40 H40 0.9800 . ? C40 C41 1.532(4) . ? C41 H41 0.9800 . ? C41 C42 1.547(4) . ? C41 C44 1.500(4) . ? C42 H42 0.9800 . ? C42 C43 1.495(4) . ? C43 N3 1.387(4) . ? C43 O11 1.206(4) . ? C44 H44 0.9300 . ? C44 C45 1.328(4) . ? C45 H45 0.9300 . ? C46 C47 1.501(4) . ? C46 O15 1.252(4) . ? C46 O16 1.248(4) . ? C47 C48 1.386(4) . ? C47 C52 1.383(4) . ? C48 H48 0.9300 . ? C48 C49 1.362(4) . ? C49 H49 0.9300 . ? C49 C50 1.392(4) . ? C50 C51 1.367(4) . ? C50 N4 1.426(4) . ? C51 H51 0.9300 . ? C51 C52 1.373(5) . ? C52 H52 0.9300 . ? C53 H53 0.9300 . ? C53 N7 1.334(6) . ? C53 O17 1.221(5) . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? C54 N7 1.402(8) . ? C55 H55A 0.9600 . ? C55 H55B 0.9600 . ? C55 H55C 0.9600 . ? C55 N7 1.419(7) . ? C56 H56 0.9300 . ? C56 N6 1.291(4) . ? C56 O18 1.246(4) . ? C57 H57A 0.9600 . ? C57 H57B 0.9600 . ? C57 H57C 0.9600 . ? C57 N6 1.444(6) . ? C58 H58A 0.9600 . ? C58 H58B 0.9600 . ? C58 H58C 0.9600 . ? C58 N6 1.487(6) . ? C59 H59 0.9300 . ? C59 N5 1.337(8) . ? C59 O19 1.205(8) . ? C60 H60A 0.9600 . ? C60 H60B 0.9600 . ? C60 H60C 0.9600 . ? C60 N5 1.477(9) . ? C61 H61A 0.9600 . ? C61 H61B 0.9600 . ? C61 H61C 0.9600 . ? C61 N5 1.491(8) . ? O1 Co1 2.241(2) 1_565 ? O2 Co1 2.082(2) 1_565 ? O15 Co2 2.092(2) 1_554 ? O16 Co1 2.005(2) 1_554 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Co2 O9 96.68(8) . . ? O3 Co2 O15 94.07(9) . 1_556 ? O3 Co2 O17 88.47(9) . . ? O3 Co2 O18 173.02(9) . . ? O3 Co2 O19 88.70(10) . . ? O15 Co2 O9 92.58(8) 1_556 . ? O15 Co2 O18 88.77(9) 1_556 . ? O17 Co2 O9 87.99(8) . . ? O17 Co2 O15 177.31(9) . 1_556 ? O17 Co2 O18 88.61(9) . . ? O17 Co2 O19 91.27(10) . . ? O18 Co2 O9 89.55(8) . . ? O19 Co2 O9 174.54(9) . . ? O19 Co2 O15 87.91(10) . 1_556 ? O19 Co2 O18 85.02(10) . . ? O1 Co1 C20 30.38(8) 1_545 1_545 ? O2 Co1 C20 30.36(8) 1_545 1_545 ? O2 Co1 O1 60.73(7) 1_545 1_545 ? O2 Co1 O9 141.40(8) 1_545 . ? O2 Co1 O10 94.62(8) 1_545 . ? O4 Co1 C20 134.98(9) . 1_545 ? O4 Co1 O1 165.36(8) . 1_545 ? O4 Co1 O2 104.63(8) . 1_545 ? O4 Co1 O9 105.20(8) . . ? O4 Co1 O10 92.02(9) . . ? O4 Co1 O16 94.48(10) . 1_556 ? O9 Co1 C20 116.03(9) . 1_545 ? O9 Co1 O1 88.14(8) . 1_545 ? O9 Co1 O10 60.50(7) . . ? O10 Co1 C20 92.97(9) . 1_545 ? O10 Co1 O1 89.36(8) . 1_545 ? O16 Co1 C20 92.98(10) 1_556 1_545 ? O16 Co1 O1 88.12(9) 1_556 1_545 ? O16 Co1 O2 98.18(9) 1_556 1_545 ? O16 Co1 O9 103.30(8) 1_556 . ? O16 Co1 O10 163.68(8) 1_556 . ? O3 C1 C2 117.4(3) . . ? O3 C1 O4 125.7(3) . . ? O4 C1 C2 116.9(3) . . ? C3 C2 C1 120.9(3) . . ? C7 C2 C1 120.5(3) . . ? C7 C2 C3 118.4(3) . . ? C2 C3 H3 119.9 . . ? C2 C3 C4 120.3(3) . . ? C4 C3 H3 119.9 . . ? C3 C4 H4 120.4 . . ? C5 C4 C3 119.1(4) . . ? C5 C4 H4 120.4 . . ? C4 C5 N1 118.4(3) . . ? C6 C5 C4 120.7(3) . . ? C6 C5 N1 120.8(3) . . ? C5 C6 H6 119.7 . . ? C5 C6 C7 120.6(3) . . ? C7 C6 H6 119.7 . . ? C2 C7 H7 119.6 . . ? C6 C7 C2 120.8(3) . . ? C6 C7 H7 119.6 . . ? N1 C8 C9 108.0(4) . . ? O6 C8 C9 128.6(4) . . ? O6 C8 N1 123.4(3) . . ? C8 C9 H9 109.9 . . ? C8 C9 C10 112.1(3) . . ? C8 C9 C16 105.7(3) . . ? C10 C9 H9 109.9 . . ? C16 C9 H9 109.9 . . ? C16 C9 C10 109.4(3) . . ? C9 C10 H10 111.6 . . ? C11 C10 C9 107.0(3) . . ? C11 C10 H10 111.6 . . ? C19 C10 C9 107.5(3) . . ? C19 C10 H10 111.6 . . ? C19 C10 C11 107.2(3) . . ? C10 C11 H11 110.4 . . ? C12 C11 C10 111.1(3) . . ? C12 C11 H11 110.4 . . ? C12 C11 C14 104.6(3) . . ? C14 C11 C10 109.6(3) . . ? C14 C11 H11 110.4 . . ? N2 C12 C11 108.9(3) . . ? O8 C12 C11 126.9(4) . . ? O8 C12 N2 124.2(3) . . ? N2 C13 C14 106.8(3) . . ? O7 C13 C14 129.2(3) . . ? O7 C13 N2 124.0(3) . . ? C11 C14 H14 109.9 . . ? C11 C14 C15 109.8(3) . . ? C13 C14 C11 106.4(3) . . ? C13 C14 H14 109.9 . . ? C13 C14 C15 111.0(3) . . ? C15 C14 H14 109.9 . . ? C14 C15 H15 111.3 . . ? C16 C15 C14 106.1(3) . . ? C16 C15 H15 111.3 . . ? C18 C15 C14 107.5(3) . . ? C18 C15 H15 111.3 . . ? C18 C15 C16 109.0(3) . . ? C9 C16 H16 110.1 . . ? C15 C16 C9 110.4(3) . . ? C15 C16 H16 110.1 . . ? C17 C16 C9 105.1(3) . . ? C17 C16 C15 110.9(3) . . ? C17 C16 H16 110.1 . . ? N1 C17 C16 108.9(3) . . ? O5 C17 C16 127.0(4) . . ? O5 C17 N1 124.1(3) . . ? C15 C18 H18 123.1 . . ? C19 C18 C15 113.9(3) . . ? C19 C18 H18 123.1 . . ? C10 C19 H19 122.2 . . ? C18 C19 C10 115.6(3) . . ? C18 C19 H19 122.2 . . ? C21 C20 Co1 176.5(2) . 1_565 ? O1 C20 Co1 64.07(16) . 1_565 ? O1 C20 C21 118.8(3) . . ? O1 C20 O2 120.9(3) . . ? O2 C20 Co1 56.84(15) . 1_565 ? O2 C20 C21 120.3(3) . . ? C22 C21 C20 120.5(3) . . ? C26 C21 C20 121.2(3) . . ? C26 C21 C22 118.3(3) . . ? C21 C22 H22 120.0 . . ? C23 C22 C21 120.0(3) . . ? C23 C22 H22 120.0 . . ? C22 C23 H23 119.7 . . ? C24 C23 C22 120.6(3) . . ? C24 C23 H23 119.7 . . ? C23 C24 C25 120.3(3) . . ? C23 C24 N2 122.0(3) . . ? C25 C24 N2 117.7(3) . . ? C24 C25 H25 120.5 . . ? C26 C25 C24 118.9(3) . . ? C26 C25 H25 120.5 . . ? C21 C26 H26 119.1 . . ? C25 C26 C21 121.8(3) . . ? C25 C26 H26 119.1 . . ? O9 C27 C28 119.5(3) . . ? O10 C27 C28 120.0(3) . . ? O10 C27 O9 120.1(3) . . ? C29 C28 C27 121.2(3) . . ? C33 C28 C27 119.2(3) . . ? C33 C28 C29 119.4(3) . . ? C28 C29 H29 119.8 . . ? C30 C29 C28 120.4(3) . . ? C30 C29 H29 119.8 . . ? C29 C30 H30 120.8 . . ? C29 C30 C31 118.5(3) . . ? C31 C30 H30 120.8 . . ? C30 C31 N3 119.2(3) . . ? C32 C31 C30 122.4(3) . . ? C32 C31 N3 118.3(3) . . ? C31 C32 H32 120.4 . . ? C31 C32 C33 119.1(3) . . ? C33 C32 H32 120.4 . . ? C28 C33 C32 120.1(3) . . ? C28 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? N3 C34 C35 107.7(3) . . ? O12 C34 C35 127.4(3) . . ? O12 C34 N3 125.0(3) . . ? C34 C35 H35 109.4 . . ? C34 C35 C36 112.0(3) . . ? C34 C35 C42 105.5(3) . . ? C36 C35 H35 109.4 . . ? C42 C35 H35 109.4 . . ? C42 C35 C36 111.0(2) . . ? C35 C36 H36 111.9 . . ? C35 C36 C37 105.1(2) . . ? C37 C36 H36 111.9 . . ? C45 C36 C35 108.2(3) . . ? C45 C36 H36 111.9 . . ? C45 C36 C37 107.7(2) . . ? C36 C37 H37 109.8 . . ? C38 C37 C36 112.4(2) . . ? C38 C37 H37 109.8 . . ? C38 C37 C40 105.6(2) . . ? C40 C37 C36 109.4(2) . . ? C40 C37 H37 109.8 . . ? N4 C38 C37 109.0(3) . . ? O14 C38 C37 126.1(3) . . ? O14 C38 N4 124.9(3) . . ? N4 C39 C40 109.1(3) . . ? O13 C39 C40 126.5(3) . . ? O13 C39 N4 124.4(3) . . ? C37 C40 H40 109.9 . . ? C39 C40 C37 105.2(3) . . ? C39 C40 H40 109.9 . . ? C39 C40 C41 111.5(3) . . ? C41 C40 C37 110.3(2) . . ? C41 C40 H40 109.9 . . ? C40 C41 H41 111.3 . . ? C40 C41 C42 105.8(3) . . ? C42 C41 H41 111.3 . . ? C44 C41 C40 108.5(3) . . ? C44 C41 H41 111.3 . . ? C44 C41 C42 108.4(2) . . ? C35 C42 C41 109.2(3) . . ? C35 C42 H42 109.9 . . ? C41 C42 H42 109.9 . . ? C43 C42 C35 105.2(2) . . ? C43 C42 C41 112.5(3) . . ? C43 C42 H42 109.9 . . ? N3 C43 C42 108.4(3) . . ? O11 C43 C42 127.8(3) . . ? O11 C43 N3 123.8(3) . . ? C41 C44 H44 123.1 . . ? C45 C44 C41 113.7(3) . . ? C45 C44 H44 123.1 . . ? C36 C45 H45 122.3 . . ? C44 C45 C36 115.4(3) . . ? C44 C45 H45 122.3 . . ? O15 C46 C47 117.5(3) . . ? O15 C46 O16 126.4(3) . . ? O16 C46 C47 116.1(3) . . ? C48 C47 C46 122.0(3) . . ? C48 C47 C52 117.3(3) . . ? C52 C47 C46 120.6(3) . . ? C47 C48 H48 119.3 . . ? C49 C48 C47 121.3(3) . . ? C49 C48 H48 119.3 . . ? C48 C49 H49 119.7 . . ? C48 C49 C50 120.6(3) . . ? C50 C49 H49 119.7 . . ? C49 C50 N4 120.2(3) . . ? C51 C50 C49 118.7(3) . . ? C51 C50 N4 121.0(3) . . ? C50 C51 H51 119.8 . . ? C50 C51 C52 120.3(3) . . ? C52 C51 H51 119.8 . . ? C47 C52 H52 119.1 . . ? C51 C52 C47 121.7(3) . . ? C51 C52 H52 119.1 . . ? N7 C53 H53 117.6 . . ? O17 C53 H53 117.6 . . ? O17 C53 N7 124.8(5) . . ? H54A C54 H54B 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? N7 C54 H54A 109.5 . . ? N7 C54 H54B 109.5 . . ? N7 C54 H54C 109.5 . . ? H55A C55 H55B 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? N7 C55 H55A 109.5 . . ? N7 C55 H55B 109.5 . . ? N7 C55 H55C 109.5 . . ? N6 C56 H56 117.4 . . ? O18 C56 H56 117.4 . . ? O18 C56 N6 125.3(4) . . ? H57A C57 H57B 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? N6 C57 H57A 109.5 . . ? N6 C57 H57B 109.5 . . ? N6 C57 H57C 109.5 . . ? H58A C58 H58B 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? N6 C58 H58A 109.5 . . ? N6 C58 H58B 109.5 . . ? N6 C58 H58C 109.5 . . ? N5 C59 H59 116.3 . . ? O19 C59 H59 116.3 . . ? O19 C59 N5 127.3(7) . . ? H60A C60 H60B 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? N5 C60 H60A 109.5 . . ? N5 C60 H60B 109.5 . . ? N5 C60 H60C 109.5 . . ? H61A C61 H61B 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? N5 C61 H61A 109.5 . . ? N5 C61 H61B 109.5 . . ? N5 C61 H61C 109.5 . . ? C5 N1 C8 124.4(3) . . ? C17 N1 C5 123.3(3) . . ? C17 N1 C8 112.3(3) . . ? C12 N2 C13 113.2(3) . . ? C12 N2 C24 124.9(3) . . ? C24 N2 C13 121.9(3) . . ? C34 N3 C31 121.9(3) . . ? C43 N3 C31 125.0(3) . . ? C43 N3 C34 113.1(3) . . ? C38 N4 C39 110.5(2) . . ? C38 N4 C50 126.0(3) . . ? C50 N4 C39 123.4(2) . . ? C59 N5 C60 126.3(7) . . ? C59 N5 C61 116.2(6) . . ? C60 N5 C61 116.0(6) . . ? C56 N6 C57 120.3(4) . . ? C56 N6 C58 118.6(4) . . ? C57 N6 C58 121.1(4) . . ? C53 N7 C54 121.1(5) . . ? C53 N7 C55 124.0(6) . . ? C54 N7 C55 114.6(6) . . ? C20 O1 Co1 85.54(17) . 1_565 ? C20 O2 Co1 92.80(17) . 1_565 ? C1 O3 Co2 138.9(2) . . ? C1 O4 Co1 126.2(2) . . ? Co2 O9 Co1 104.04(8) . . ? C27 O9 Co2 133.88(19) . . ? C27 O9 Co1 91.25(16) . . ? C27 O10 Co1 87.50(17) . . ? C46 O15 Co2 136.1(2) . 1_554 ? C46 O16 Co1 127.8(2) . 1_554 ? C53 O17 Co2 125.1(3) . . ? C56 O18 Co2 120.2(2) . . ? C59 O19 Co2 122.8(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Co1 C20 C21 C22 38(4) 1_565 . . . ? Co1 C20 C21 C26 -141(3) 1_565 . . . ? C1 C2 C3 C4 -175.3(4) . . . . ? C1 C2 C7 C6 174.2(3) . . . . ? C2 C1 O3 Co2 165.1(2) . . . . ? C2 C1 O4 Co1 -165.7(2) . . . . ? C2 C3 C4 C5 1.2(7) . . . . ? C3 C2 C7 C6 -2.3(6) . . . . ? C3 C4 C5 C6 -2.8(7) . . . . ? C3 C4 C5 N1 174.4(4) . . . . ? C4 C5 C6 C7 1.8(6) . . . . ? C4 C5 N1 C8 110.0(5) . . . . ? C4 C5 N1 C17 -73.8(5) . . . . ? C5 C6 C7 C2 0.8(6) . . . . ? C6 C5 N1 C8 -72.8(5) . . . . ? C6 C5 N1 C17 103.4(5) . . . . ? C7 C2 C3 C4 1.2(6) . . . . ? C8 C9 C10 C11 -177.5(3) . . . . ? C8 C9 C10 C19 -62.6(4) . . . . ? C8 C9 C16 C15 120.1(3) . . . . ? C8 C9 C16 C17 0.5(4) . . . . ? C9 C8 N1 C5 179.1(3) . . . . ? C9 C8 N1 C17 2.5(4) . . . . ? C9 C10 C11 C12 175.3(3) . . . . ? C9 C10 C11 C14 60.1(4) . . . . ? C9 C10 C19 C18 -57.6(4) . . . . ? C9 C16 C17 N1 1.0(4) . . . . ? C9 C16 C17 O5 -178.8(4) . . . . ? C10 C9 C16 C15 -0.7(4) . . . . ? C10 C9 C16 C17 -120.4(3) . . . . ? C10 C11 C12 N2 -118.6(3) . . . . ? C10 C11 C12 O8 59.3(5) . . . . ? C10 C11 C14 C13 121.2(3) . . . . ? C10 C11 C14 C15 1.0(4) . . . . ? C11 C10 C19 C18 57.1(4) . . . . ? C11 C12 N2 C13 -1.5(4) . . . . ? C11 C12 N2 C24 175.7(3) . . . . ? C11 C14 C15 C16 -62.0(3) . . . . ? C11 C14 C15 C18 54.4(4) . . . . ? C12 C11 C14 C13 2.0(4) . . . . ? C12 C11 C14 C15 -118.2(3) . . . . ? C13 C14 C15 C16 -179.4(3) . . . . ? C13 C14 C15 C18 -62.9(4) . . . . ? C14 C11 C12 N2 -0.4(4) . . . . ? C14 C11 C12 O8 177.5(3) . . . . ? C14 C13 N2 C12 2.8(4) . . . . ? C14 C13 N2 C24 -174.5(3) . . . . ? C14 C15 C16 C9 61.7(3) . . . . ? C14 C15 C16 C17 177.8(3) . . . . ? C14 C15 C18 C19 -58.4(4) . . . . ? C15 C16 C17 N1 -118.3(3) . . . . ? C15 C16 C17 O5 61.9(5) . . . . ? C15 C18 C19 C10 1.1(4) . . . . ? C16 C9 C10 C11 -60.7(4) . . . . ? C16 C9 C10 C19 54.2(4) . . . . ? C16 C15 C18 C19 56.2(4) . . . . ? C16 C17 N1 C5 -178.8(3) . . . . ? C16 C17 N1 C8 -2.2(4) . . . . ? C18 C15 C16 C9 -53.8(4) . . . . ? C18 C15 C16 C17 62.3(4) . . . . ? C19 C10 C11 C12 60.2(4) . . . . ? C19 C10 C11 C14 -54.9(4) . . . . ? C20 Co1 O4 C1 169.1(2) 1_545 . . . ? C20 Co1 O9 Co2 -150.57(9) 1_545 . . . ? C20 Co1 O9 C27 73.36(18) 1_545 . . . ? C20 Co1 O10 C27 -113.75(18) 1_545 . . . ? C20 C21 C22 C23 -177.0(3) . . . . ? C20 C21 C26 C25 178.3(3) . . . . ? C21 C20 O1 Co1 -177.8(2) . . . 1_565 ? C21 C20 O2 Co1 177.7(2) . . . 1_565 ? C21 C22 C23 C24 -0.8(5) . . . . ? C22 C21 C26 C25 -0.3(6) . . . . ? C22 C23 C24 C25 -1.5(5) . . . . ? C22 C23 C24 N2 178.7(3) . . . . ? C23 C24 C25 C26 2.8(6) . . . . ? C23 C24 N2 C12 60.2(5) . . . . ? C23 C24 N2 C13 -122.9(4) . . . . ? C24 C25 C26 C21 -1.9(6) . . . . ? C25 C24 N2 C12 -119.7(4) . . . . ? C25 C24 N2 C13 57.2(5) . . . . ? C26 C21 C22 C23 1.7(5) . . . . ? C27 C28 C29 C30 171.2(3) . . . . ? C27 C28 C33 C32 -171.8(3) . . . . ? C28 C27 O9 Co2 83.9(3) . . . . ? C28 C27 O9 Co1 -165.1(2) . . . . ? C28 C27 O10 Co1 165.4(3) . . . . ? C28 C29 C30 C31 0.5(5) . . . . ? C29 C28 C33 C32 2.4(5) . . . . ? C29 C30 C31 C32 2.3(5) . . . . ? C29 C30 C31 N3 -174.2(3) . . . . ? C30 C31 C32 C33 -2.8(5) . . . . ? C30 C31 N3 C34 121.4(3) . . . . ? C30 C31 N3 C43 -59.6(4) . . . . ? C31 C32 C33 C28 0.3(5) . . . . ? C32 C31 N3 C34 -55.2(4) . . . . ? C32 C31 N3 C43 123.8(3) . . . . ? C33 C28 C29 C30 -2.8(5) . . . . ? C34 C35 C36 C37 -179.0(3) . . . . ? C34 C35 C36 C45 66.2(3) . . . . ? C34 C35 C42 C41 -124.3(3) . . . . ? C34 C35 C42 C43 -3.4(3) . . . . ? C35 C34 N3 C31 179.9(3) . . . . ? C35 C34 N3 C43 0.8(4) . . . . ? C35 C36 C37 C38 -177.4(3) . . . . ? C35 C36 C37 C40 -60.4(3) . . . . ? C35 C36 C45 C44 56.8(3) . . . . ? C35 C42 C43 N3 4.0(3) . . . . ? C35 C42 C43 O11 -176.1(3) . . . . ? C36 C35 C42 C41 -2.8(3) . . . . ? C36 C35 C42 C43 118.2(3) . . . . ? C36 C37 C38 N4 124.2(3) . . . . ? C36 C37 C38 O14 -55.4(4) . . . . ? C36 C37 C40 C39 -121.9(3) . . . . ? C36 C37 C40 C41 -1.6(3) . . . . ? C37 C36 C45 C44 -56.3(3) . . . . ? C37 C38 N4 C39 -7.5(3) . . . . ? C37 C38 N4 C50 176.4(3) . . . . ? C37 C40 C41 C42 62.3(3) . . . . ? C37 C40 C41 C44 -54.0(3) . . . . ? C38 C37 C40 C39 -0.8(3) . . . . ? C38 C37 C40 C41 119.6(3) . . . . ? C39 C40 C41 C42 178.8(2) . . . . ? C39 C40 C41 C44 62.6(3) . . . . ? C40 C37 C38 N4 5.0(3) . . . . ? C40 C37 C38 O14 -174.6(3) . . . . ? C40 C39 N4 C38 7.0(3) . . . . ? C40 C39 N4 C50 -176.8(3) . . . . ? C40 C41 C42 C35 -59.7(3) . . . . ? C40 C41 C42 C43 -176.2(2) . . . . ? C40 C41 C44 C45 58.0(3) . . . . ? C41 C42 C43 N3 122.8(3) . . . . ? C41 C42 C43 O11 -57.2(5) . . . . ? C41 C44 C45 C36 -1.3(4) . . . . ? C42 C35 C36 C37 63.4(3) . . . . ? C42 C35 C36 C45 -51.4(3) . . . . ? C42 C41 C44 C45 -56.5(4) . . . . ? C42 C43 N3 C31 177.8(3) . . . . ? C42 C43 N3 C34 -3.1(4) . . . . ? C44 C41 C42 C35 56.6(3) . . . . ? C44 C41 C42 C43 -59.9(3) . . . . ? C45 C36 C37 C38 -62.2(3) . . . . ? C45 C36 C37 C40 54.7(3) . . . . ? C46 C47 C48 C49 178.6(3) . . . . ? C46 C47 C52 C51 -177.6(3) . . . . ? C47 C46 O15 Co2 -169.0(2) . . . 1_554 ? C47 C46 O16 Co1 -177.44(19) . . . 1_554 ? C47 C48 C49 C50 -0.5(5) . . . . ? C48 C47 C52 C51 2.2(5) . . . . ? C48 C49 C50 C51 1.2(5) . . . . ? C48 C49 C50 N4 -179.8(3) . . . . ? C49 C50 C51 C52 -0.2(6) . . . . ? C49 C50 N4 C38 -153.8(3) . . . . ? C49 C50 N4 C39 30.6(4) . . . . ? C50 C51 C52 C47 -1.6(6) . . . . ? C51 C50 N4 C38 25.2(5) . . . . ? C51 C50 N4 C39 -150.4(3) . . . . ? C52 C47 C48 C49 -1.2(5) . . . . ? N1 C5 C6 C7 -175.4(4) . . . . ? N1 C8 C9 C10 117.3(4) . . . . ? N1 C8 C9 C16 -1.8(4) . . . . ? N2 C13 C14 C11 -2.9(4) . . . . ? N2 C13 C14 C15 116.5(3) . . . . ? N2 C24 C25 C26 -177.3(4) . . . . ? N3 C31 C32 C33 173.7(3) . . . . ? N3 C34 C35 C36 -119.2(3) . . . . ? N3 C34 C35 C42 1.7(3) . . . . ? N4 C39 C40 C37 -3.6(3) . . . . ? N4 C39 C40 C41 -123.2(3) . . . . ? N4 C50 C51 C52 -179.2(3) . . . . ? N5 C59 O19 Co2 163.9(6) . . . . ? N6 C56 O18 Co2 -158.0(3) . . . . ? N7 C53 O17 Co2 160.0(4) . . . . ? O1 Co1 O4 C1 170.2(3) 1_545 . . . ? O1 Co1 O9 Co2 -138.13(9) 1_545 . . . ? O1 Co1 O9 C27 85.80(17) 1_545 . . . ? O1 Co1 O10 C27 -83.58(17) 1_545 . . . ? O1 C20 C21 C22 -176.6(3) . . . . ? O1 C20 C21 C26 4.8(5) . . . . ? O1 C20 O2 Co1 -2.4(3) . . . 1_565 ? O2 Co1 O4 C1 170.1(2) 1_545 . . . ? O2 Co1 O9 Co2 -172.54(9) 1_545 . . . ? O2 Co1 O9 C27 51.4(2) 1_545 . . . ? O2 Co1 O10 C27 -144.14(17) 1_545 . . . ? O2 C20 C21 C22 3.3(4) . . . . ? O2 C20 C21 C26 -175.3(3) . . . . ? O2 C20 O1 Co1 2.2(3) . . . 1_565 ? O3 Co2 O9 Co1 -42.68(10) . . . . ? O3 Co2 O9 C27 63.1(3) . . . . ? O3 Co2 O17 C53 151.6(3) . . . . ? O3 Co2 O18 C56 69.2(8) . . . . ? O3 Co2 O19 C59 63.6(5) . . . . ? O3 C1 C2 C3 7.9(5) . . . . ? O3 C1 C2 C7 -168.6(3) . . . . ? O3 C1 O4 Co1 13.9(5) . . . . ? O4 Co1 O9 Co2 47.98(10) . . . . ? O4 Co1 O9 C27 -88.09(17) . . . . ? O4 Co1 O10 C27 111.00(18) . . . . ? O4 C1 C2 C3 -172.5(3) . . . . ? O4 C1 C2 C7 11.1(5) . . . . ? O4 C1 O3 Co2 -14.5(5) . . . . ? O5 C17 N1 C5 1.0(6) . . . . ? O5 C17 N1 C8 177.6(4) . . . . ? O6 C8 C9 C10 -59.6(6) . . . . ? O6 C8 C9 C16 -178.7(4) . . . . ? O6 C8 N1 C5 -3.8(6) . . . . ? O6 C8 N1 C17 179.6(4) . . . . ? O7 C13 C14 C11 179.1(4) . . . . ? O7 C13 C14 C15 -61.4(5) . . . . ? O7 C13 N2 C12 -179.1(4) . . . . ? O7 C13 N2 C24 3.6(6) . . . . ? O8 C12 N2 C13 -179.5(3) . . . . ? O8 C12 N2 C24 -2.3(6) . . . . ? O9 Co2 O3 C1 33.0(3) . . . . ? O9 Co2 O17 C53 -111.7(3) . . . . ? O9 Co2 O18 C56 -137.5(2) . . . . ? O9 Co2 O19 C59 -125.8(9) . . . . ? O9 Co1 O4 C1 -34.7(3) . . . . ? O9 Co1 O10 C27 4.65(16) . . . . ? O9 C27 C28 C29 4.0(4) . . . . ? O9 C27 C28 C33 178.1(3) . . . . ? O9 C27 O10 Co1 -7.7(3) . . . . ? O10 Co1 O4 C1 -94.6(3) . . . . ? O10 Co1 O9 Co2 131.56(11) . . . . ? O10 Co1 O9 C27 -4.51(16) . . . . ? O10 C27 C28 C29 -169.2(3) . . . . ? O10 C27 C28 C33 4.9(5) . . . . ? O10 C27 O9 Co2 -102.8(3) . . . . ? O10 C27 O9 Co1 8.1(3) . . . . ? O11 C43 N3 C31 -2.2(5) . . . . ? O11 C43 N3 C34 176.9(3) . . . . ? O12 C34 C35 C36 59.6(4) . . . . ? O12 C34 C35 C42 -179.5(3) . . . . ? O12 C34 N3 C31 1.1(5) . . . . ? O12 C34 N3 C43 -178.0(3) . . . . ? O13 C39 C40 C37 175.0(3) . . . . ? O13 C39 C40 C41 55.4(4) . . . . ? O13 C39 N4 C38 -171.6(3) . . . . ? O13 C39 N4 C50 4.6(5) . . . . ? O14 C38 N4 C39 172.0(3) . . . . ? O14 C38 N4 C50 -4.0(5) . . . . ? O15 Co2 O3 C1 -60.1(3) 1_556 . . . ? O15 Co2 O9 Co1 51.73(9) 1_556 . . . ? O15 Co2 O9 C27 157.5(2) 1_556 . . . ? O15 Co2 O17 C53 -9(2) 1_556 . . . ? O15 Co2 O18 C56 -44.9(2) 1_556 . . . ? O15 Co2 O19 C59 -30.5(5) 1_556 . . . ? O15 C46 C47 C48 -8.4(5) . . . . ? O15 C46 C47 C52 171.4(3) . . . . ? O15 C46 O16 Co1 0.9(5) . . . 1_554 ? O16 Co1 O4 C1 70.4(3) 1_556 . . . ? O16 Co1 O9 Co2 -50.50(11) 1_556 . . . ? O16 Co1 O9 C27 173.43(17) 1_556 . . . ? O16 Co1 O10 C27 -2.5(4) 1_556 . . . ? O16 C46 C47 C48 170.1(3) . . . . ? O16 C46 C47 C52 -10.1(4) . . . . ? O16 C46 O15 Co2 12.7(5) . . . 1_554 ? O17 Co2 O3 C1 120.8(3) . . . . ? O17 Co2 O9 Co1 -130.90(9) . . . . ? O17 Co2 O9 C27 -25.1(3) . . . . ? O17 Co2 O18 C56 134.5(3) . . . . ? O17 Co2 O19 C59 152.1(5) . . . . ? O17 C53 N7 C54 -1.2(9) . . . . ? O17 C53 N7 C55 -173.9(6) . . . . ? O18 Co2 O3 C1 -173.9(6) . . . . ? O18 Co2 O9 Co1 140.48(9) . . . . ? O18 Co2 O9 C27 -113.7(3) . . . . ? O18 Co2 O17 C53 -22.1(3) . . . . ? O18 Co2 O19 C59 -119.5(5) . . . . ? O18 C56 N6 C57 -0.3(6) . . . . ? O18 C56 N6 C58 -179.1(4) . . . . ? O19 Co2 O3 C1 -147.9(3) . . . . ? O19 Co2 O9 Co1 146.7(9) . . . . ? O19 Co2 O9 C27 -107.5(10) . . . . ? O19 Co2 O17 C53 62.9(3) . . . . ? O19 Co2 O18 C56 43.1(2) . . . . ? O19 C59 N5 C60 -172.1(8) . . . . ? O19 C59 N5 C61 -6.5(12) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.050 0.416 0.493 2763 564 ' ' _platon_squeeze_details ; ; ####################################################################### # # 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_2 _database_code_depnum_ccdc_archive 'CCDC 951692' _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C26 H16 Cu N2 O9' _chemical_formula_sum 'C26 H16 Cu N2 O9' _chemical_formula_weight 563.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system orthorhombic _space_group_IT_number 72 _space_group_name_H-M_alt 'I b a m' _space_group_name_Hall '-I 2 2c' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, z' 3 'x, -y, -z+1/2' 4 '-x, y, -z+1/2' 5 'x+1/2, y+1/2, z+1/2' 6 '-x+1/2, -y+1/2, z+1/2' 7 'x+1/2, -y+1/2, -z+1' 8 '-x+1/2, y+1/2, -z+1' 9 '-x, -y, -z' 10 'x, y, -z' 11 '-x, y, z-1/2' 12 'x, -y, z-1/2' 13 '-x+1/2, -y+1/2, -z+1/2' 14 'x+1/2, y+1/2, -z+1/2' 15 '-x+1/2, y+1/2, z' 16 'x+1/2, -y+1/2, z' _cell_length_a 11.744(2) _cell_length_b 19.878(4) _cell_length_c 36.094(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8426(3) _cell_formula_units_Z 8 _cell_measurement_reflns_used ? _cell_measurement_temperature 293(2) _cell_measurement_theta_max ? _cell_measurement_theta_min ? _exptl_absorpt_coefficient_mu 0.553 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_crystal_colour ? _exptl_crystal_density_diffrn 0.889 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description ? _exptl_crystal_F_000 2296 _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0954 _diffrn_reflns_av_unetI/netI 0.0557 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_number 26474 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.01 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.980 _diffrn_measured_fraction_theta_max 0.980 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2145 _reflns_number_total 3706 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ? _computing_data_collection ? _computing_data_reduction ? _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.535 _refine_diff_density_min -0.348 _refine_diff_density_rms 0.053 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 175 _refine_ls_number_reflns 3706 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1248 _refine_ls_R_factor_gt 0.0793 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1251P)^2^+2.1191P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2195 _refine_ls_wR_factor_ref 0.2488 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 1.07068(8) 0.55226(5) 0.0000 0.0968(5) Uani 1 2 d S . . O1 O 0.9706(4) 0.5865(2) 0.03838(10) 0.1122(14) Uani 1 1 d . . . O2 O 0.8482(4) 0.4999(2) 0.03816(9) 0.1203(14) Uani 1 1 d . . . O4 O 0.7930(5) 0.6639(2) 0.21357(12) 0.1230(15) Uani 1 1 d . . . O5 O 0.4685(6) 0.6773(4) 0.14821(17) 0.218(4) Uani 1 1 d . . . O100 O 1.1840(5) 0.6360(3) 0.0000 0.1152(17) Uani 1 2 d S . . N1 N 0.6433(5) 0.6621(3) 0.17298(13) 0.130(2) Uani 1 1 d . . . C1 C 0.8849(7) 0.5558(4) 0.04992(15) 0.113(2) Uani 1 1 d . . . C2 C 0.8169(7) 0.5869(4) 0.08201(16) 0.123(2) Uani 1 1 d . . . C3 C 0.7154(7) 0.5578(4) 0.09172(19) 0.141(3) Uani 1 1 d . . . H3 H 0.6843 0.5220 0.0786 0.169 Uiso 1 1 calc R . . C4 C 0.6596(7) 0.5868(5) 0.1239(2) 0.162(3) Uani 1 1 d . . . H4 H 0.5910 0.5686 0.1320 0.195 Uiso 1 1 calc R . . C5 C 0.7036(8) 0.6381(4) 0.14192(16) 0.132(3) Uani 1 1 d . . . C6 C 0.8037(8) 0.6664(4) 0.12972(17) 0.141(3) Uani 1 1 d . . . H6 H 0.8331 0.7034 0.1422 0.169 Uiso 1 1 calc R . . C7 C 0.8607(7) 0.6420(4) 0.10019(16) 0.127(2) Uani 1 1 d . . . H7 H 0.9280 0.6619 0.0923 0.152 Uiso 1 1 calc R . . C8 C 0.5273(9) 0.6807(4) 0.17361(18) 0.148(3) Uani 1 1 d . . . C9 C 0.4992(8) 0.7099(3) 0.21020(17) 0.129(3) Uani 1 1 d . . . H9 H 0.4736 0.7564 0.2069 0.155 Uiso 1 1 calc R . . C10 C 0.6049(7) 0.7098(3) 0.23083(16) 0.119(2) Uani 1 1 d . . . H10 H 0.6269 0.7563 0.2362 0.142 Uiso 1 1 calc R . . C11 C 0.4077(6) 0.6705(3) 0.23188(15) 0.116(2) Uani 1 1 d . . . H11 H 0.3354 0.6691 0.2183 0.139 Uiso 1 1 calc R . . C12 C 0.4491(6) 0.6021(3) 0.24021(17) 0.124(3) Uani 1 1 d . . . H12 H 0.4111 0.5632 0.2331 0.148 Uiso 1 1 calc R . . C13 C 0.6946(9) 0.6778(3) 0.20608(18) 0.125(3) Uani 1 1 d . . . 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 0.1137(9) 0.1375(8) 0.0393(5) 0.000 0.000 0.0595(6) O1 0.129(4) 0.150(3) 0.057(2) -0.012(2) 0.020(2) 0.052(3) O2 0.134(3) 0.167(4) 0.059(2) -0.012(2) 0.024(2) 0.062(3) O4 0.165(5) 0.128(3) 0.076(3) -0.010(2) 0.031(3) 0.016(3) O5 0.169(6) 0.397(10) 0.089(4) -0.013(5) 0.049(4) 0.137(6) O100 0.130(5) 0.124(4) 0.091(4) 0.000 0.000 0.029(3) N1 0.140(5) 0.177(5) 0.073(3) 0.007(3) 0.049(3) 0.069(4) C1 0.144(6) 0.146(6) 0.049(3) -0.025(3) -0.001(4) 0.074(5) C2 0.139(6) 0.163(5) 0.068(3) 0.002(4) 0.032(4) 0.066(5) C3 0.127(6) 0.203(7) 0.093(4) -0.046(4) 0.037(4) 0.030(5) C4 0.123(6) 0.261(9) 0.104(5) -0.017(6) 0.057(5) 0.048(6) C5 0.174(8) 0.158(5) 0.063(3) -0.036(4) 0.024(4) 0.046(5) C6 0.176(8) 0.157(5) 0.091(4) -0.011(4) 0.066(5) 0.041(5) C7 0.139(6) 0.169(6) 0.072(4) -0.020(4) 0.024(4) 0.054(5) C8 0.187(9) 0.201(7) 0.054(3) 0.000(4) 0.030(4) 0.066(6) C9 0.158(6) 0.150(5) 0.079(4) 0.030(4) 0.074(4) 0.056(5) C10 0.178(7) 0.095(3) 0.083(4) 0.006(3) 0.083(5) 0.017(4) C11 0.155(6) 0.123(4) 0.070(3) -0.012(3) 0.039(4) 0.026(4) C12 0.183(8) 0.103(4) 0.085(5) -0.009(3) 0.030(4) -0.002(4) C13 0.191(8) 0.115(4) 0.068(4) 0.008(3) 0.044(5) 0.024(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 Cu1 2.660(2) 9_765 ? Cu1 O1 1.940(4) . ? Cu1 O1 1.940(4) 10 ? Cu1 O2 1.969(4) 2_765 ? Cu1 O2 1.969(4) 9_765 ? Cu1 O100 2.131(6) . ? O1 C1 1.249(9) . ? O2 Cu1 1.969(4) 9_765 ? O2 C1 1.267(8) . ? O4 C13 1.218(9) . ? O5 C8 1.150(9) . ? N1 C5 1.409(7) . ? N1 C8 1.412(11) . ? N1 C13 1.374(9) . ? C1 C2 1.536(8) . ? C2 C3 1.371(10) . ? C2 C7 1.376(10) . ? C3 H3 0.9300 . ? C3 C4 1.453(8) . ? C4 H4 0.9300 . ? C4 C5 1.316(11) . ? C5 C6 1.375(10) . ? C6 H6 0.9300 . ? C6 C7 1.348(8) . ? C7 H7 0.9300 . ? C8 C9 1.479(8) . ? C9 H9 0.9800 . ? C9 C10 1.447(10) . ? C9 C11 1.543(9) . ? C10 H10 0.9800 . ? C10 C11 1.563(7) 4_655 ? C10 C13 1.520(9) . ? C11 C10 1.563(7) 4_655 ? C11 H11 0.9800 . ? C11 C12 1.474(8) . ? C12 C12 1.389(13) 4_655 ? C12 H12 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 Cu1 84.04(17) . 9_765 ? O1 Cu1 Cu1 84.04(17) 10 9_765 ? O1 Cu1 O1 91.1(2) 10 . ? O1 Cu1 O2 88.77(16) . 2_765 ? O1 Cu1 O2 88.77(16) 10 9_765 ? O1 Cu1 O2 167.7(2) . 9_765 ? O1 Cu1 O2 167.7(2) 10 2_765 ? O1 Cu1 O100 95.99(19) . . ? O1 Cu1 O100 95.99(19) 10 . ? O2 Cu1 Cu1 83.75(16) 9_765 9_765 ? O2 Cu1 Cu1 83.75(16) 2_765 9_765 ? O2 Cu1 O2 88.7(2) 9_765 2_765 ? O2 Cu1 O100 96.22(19) 9_765 . ? O2 Cu1 O100 96.22(19) 2_765 . ? O100 Cu1 Cu1 179.96(15) . 9_765 ? C1 O1 Cu1 123.7(4) . . ? C1 O2 Cu1 122.1(4) . 9_765 ? C5 N1 C8 125.9(6) . . ? C13 N1 C5 123.3(7) . . ? C13 N1 C8 110.4(6) . . ? O1 C1 O2 126.3(5) . . ? O1 C1 C2 118.3(7) . . ? O2 C1 C2 115.4(8) . . ? C3 C2 C1 118.4(8) . . ? C3 C2 C7 122.6(6) . . ? C7 C2 C1 119.0(8) . . ? C2 C3 H3 122.3 . . ? C2 C3 C4 115.4(7) . . ? C4 C3 H3 122.3 . . ? C3 C4 H4 119.2 . . ? C5 C4 C3 121.7(8) . . ? C5 C4 H4 119.2 . . ? C4 C5 N1 117.2(8) . . ? C4 C5 C6 119.6(6) . . ? C6 C5 N1 123.1(7) . . ? C5 C6 H6 119.0 . . ? C7 C6 C5 122.0(8) . . ? C7 C6 H6 119.0 . . ? C2 C7 H7 120.7 . . ? C6 C7 C2 118.6(8) . . ? C6 C7 H7 120.7 . . ? O5 C8 N1 123.4(6) . . ? O5 C8 C9 127.0(8) . . ? N1 C8 C9 109.4(7) . . ? C8 C9 H9 109.1 . . ? C8 C9 C11 114.2(7) . . ? C10 C9 C8 105.5(6) . . ? C10 C9 H9 109.1 . . ? C10 C9 C11 109.6(5) . . ? C11 C9 H9 109.1 . . ? C9 C10 H10 109.1 . . ? C9 C10 C11 111.3(6) . 4_655 ? C9 C10 C13 107.0(6) . . ? C11 C10 H10 109.1 4_655 . ? C13 C10 H10 109.1 . . ? C13 C10 C11 111.3(5) . 4_655 ? C9 C11 C10 104.4(5) . 4_655 ? C9 C11 H11 111.3 . . ? C10 C11 H11 111.3 4_655 . ? C12 C11 C9 109.9(5) . . ? C12 C11 C10 108.4(5) . 4_655 ? C12 C11 H11 111.3 . . ? C11 C12 H12 123.6 . . ? C12 C12 C11 112.8(4) 4_655 . ? C12 C12 H12 123.6 4_655 . ? O4 C13 N1 123.8(6) . . ? O4 C13 C10 128.4(7) . . ? N1 C13 C10 107.6(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cu1 Cu1 O1 C1 -0.1(5) 9_765 . . . ? Cu1 O1 C1 O2 -2.1(9) . . . . ? Cu1 O1 C1 C2 176.5(4) . . . . ? Cu1 O2 C1 O1 3.7(9) 9_765 . . . ? Cu1 O2 C1 C2 -175.0(3) 9_765 . . . ? O1 Cu1 O1 C1 83.8(5) 10 . . . ? O1 C1 C2 C3 172.1(6) . . . . ? O1 C1 C2 C7 -8.7(9) . . . . ? O2 Cu1 O1 C1 -5.6(10) 9_765 . . . ? O2 Cu1 O1 C1 -83.9(5) 2_765 . . . ? O2 C1 C2 C3 -9.1(9) . . . . ? O2 C1 C2 C7 170.0(6) . . . . ? O5 C8 C9 C10 -173.1(10) . . . . ? O5 C8 C9 C11 66.5(12) . . . . ? O100 Cu1 O1 C1 179.9(5) . . . . ? N1 C5 C6 C7 179.1(6) . . . . ? N1 C8 C9 C10 1.9(8) . . . . ? N1 C8 C9 C11 -118.5(8) . . . . ? C1 C2 C3 C4 175.8(6) . . . . ? C1 C2 C7 C6 -176.1(6) . . . . ? C2 C3 C4 C5 1.0(12) . . . . ? C3 C2 C7 C6 3.0(11) . . . . ? C3 C4 C5 N1 -179.5(6) . . . . ? C3 C4 C5 C6 1.4(13) . . . . ? C4 C5 C6 C7 -1.8(12) . . . . ? C5 N1 C8 O5 1.1(15) . . . . ? C5 N1 C8 C9 -174.1(7) . . . . ? C5 N1 C13 O4 -10.7(11) . . . . ? C5 N1 C13 C10 173.1(6) . . . . ? C5 C6 C7 C2 -0.4(11) . . . . ? C7 C2 C3 C4 -3.3(11) . . . . ? C8 N1 C5 C4 -52.8(11) . . . . ? C8 N1 C5 C6 126.4(9) . . . . ? C8 N1 C13 O4 176.1(7) . . . . ? C8 N1 C13 C10 0.0(8) . . . . ? C8 C9 C10 C11 -123.6(5) . . . 4_655 ? C8 C9 C10 C13 -1.9(7) . . . . ? C8 C9 C11 C10 178.9(7) . . . 4_655 ? C8 C9 C11 C12 62.8(8) . . . . ? C9 C10 C13 O4 -174.7(7) . . . . ? C9 C10 C13 N1 1.3(7) . . . . ? C9 C11 C12 C12 56.8(9) . . . 4_655 ? C10 C9 C11 C10 60.8(6) . . . 4_655 ? C10 C9 C11 C12 -55.3(7) . . . . ? C10 C11 C12 C12 -56.7(9) 4_655 . . 4_655 ? C11 C9 C10 C11 -0.2(6) . . . 4_655 ? C11 C9 C10 C13 121.5(5) . . . . ? C11 C10 C13 O4 -52.9(10) 4_655 . . . ? C11 C10 C13 N1 123.0(6) 4_655 . . . ? C13 N1 C5 C4 135.2(8) . . . . ? C13 N1 C5 C6 -45.7(10) . . . . ? C13 N1 C8 O5 174.0(10) . . . . ? C13 N1 C8 C9 -1.2(9) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.065 0.020 -0.005 4889.5 1184.6 _platon_squeeze_details ; ? ; ####################################################################### # # 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_3 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_formula_moiety 'C17 H9 N2 O7 Zn, C3 H7 N O' _chemical_formula_sum 'C20 H16 N3 O8 Zn' _chemical_formula_weight 491.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system orthorhombic _space_group_IT_number 54 _space_group_name_H-M_alt 'P c c a' _space_group_name_Hall '-P 2a 2ac' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, -y, z' 3 'x+1/2, -y, -z+1/2' 4 '-x, y, -z+1/2' 5 '-x, -y, -z' 6 'x-1/2, y, -z' 7 '-x-1/2, y, z-1/2' 8 'x, -y, z-1/2' _cell_length_a 11.7133(3) _cell_length_b 18.7995(5) _cell_length_c 24.1755(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5323.5(2) _cell_formula_units_Z 8 _cell_measurement_reflns_used ? _cell_measurement_temperature 293(2) _cell_measurement_theta_max ? _cell_measurement_theta_min ? _exptl_absorpt_coefficient_mu 0.965 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type ? _exptl_absorpt_process_details ? _exptl_crystal_colour ? _exptl_crystal_density_diffrn 1.227 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description ? _exptl_crystal_F_000 2008 _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_unetI/netI 0.0591 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 15269 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 2.90 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3533 _reflns_number_total 4689 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ? _computing_data_collection ? _computing_data_reduction ? _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 1.033 _refine_diff_density_min -0.688 _refine_diff_density_rms 0.105 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 292 _refine_ls_number_reflns 4689 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0812 _refine_ls_R_factor_gt 0.0629 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0881P)^2^+13.4335P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1713 _refine_ls_wR_factor_ref 0.1834 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C5 C -0.0870(8) 0.1443(5) -0.4434(4) 0.086(3) Uani 1 1 d U . . C7 C 0.0974(12) 0.1195(7) -0.4944(6) 0.137(5) Uani 1 1 d U . . C8 C -0.0387(4) -0.0986(2) -0.16569(19) 0.0216(11) Uani 1 1 d . . . C9 C 0.1383(4) -0.4632(2) -0.02012(19) 0.0162(9) Uani 1 1 d . . . H9 H 0.1037 -0.4705 0.0163 0.019 Uiso 1 1 calc R . . C10 C 0.1795(4) 0.0939(3) -0.2376(2) 0.0226(11) Uani 1 1 d . . . H10 H 0.2519 0.1133 -0.2424 0.027 Uiso 1 1 calc R . . C12 C 0.0818(4) -0.2867(2) -0.08623(19) 0.0188(10) Uani 1 1 d . . . C13 C 0.0669(4) -0.4126(2) -0.05406(18) 0.0180(10) Uani 1 1 d . . . C15 C 0.1535(4) -0.2495(3) -0.1213(2) 0.0275(12) Uani 1 1 d . . . H15 H 0.2273 -0.2657 -0.1279 0.033 Uiso 1 1 calc R . . C16 C 0.2022(4) -0.5195(2) -0.10688(19) 0.0200(10) Uani 1 1 d . . . H16 H 0.1675 -0.5354 -0.1392 0.024 Uiso 1 1 calc R . . C17 C 0.2540(4) -0.4255(2) -0.01435(19) 0.0171(10) Uani 1 1 d . . . H17 H 0.2777 -0.4251 0.0245 0.021 Uiso 1 1 calc R . . C18 C 0.1550(4) -0.5356(2) -0.05000(18) 0.0174(10) Uani 1 1 d . . . H18 H 0.0835 -0.5626 -0.0520 0.021 Uiso 1 1 calc R . . C19 C -0.0269(4) -0.2634(2) -0.07511(19) 0.0213(10) Uani 1 1 d . . . H19 H -0.0731 -0.2878 -0.0502 0.026 Uiso 1 1 calc R . . C20 C 0.0034(4) -0.1645(3) -0.1367(2) 0.0221(11) Uani 1 1 d . . . C22 C 0.2327(4) -0.3509(2) -0.03371(19) 0.0198(10) Uani 1 1 d . . . C23 C 0.1146(4) -0.1882(3) -0.1462(2) 0.0310(13) Uani 1 1 d . . . H23 H 0.1626 -0.1626 -0.1695 0.037 Uiso 1 1 calc R . . C24 C 0.0649(5) 0.0768(3) -0.3991(2) 0.0367(14) Uani 1 1 d . . . C25 C -0.0667(4) -0.2026(2) -0.1018(2) 0.0229(11) Uani 1 1 d . . . H25 H -0.1413 -0.1875 -0.0959 0.028 Uiso 1 1 calc R . . N7 N 0.1259(3) -0.3488(2) -0.05935(15) 0.0174(8) Uani 1 1 d . . . N26 N 0.0257(5) 0.1120(3) -0.4426(2) 0.0576(15) Uani 1 1 d U . . O1 O 0.1461(2) 0.04659(15) -0.27262(12) 0.0157(7) Uani 1 1 d . . . O2 O -0.0273(3) -0.42377(17) -0.07356(14) 0.0230(8) Uani 1 1 d . . . O3 O -0.1444(3) -0.08815(19) -0.16500(16) 0.0324(9) Uani 1 1 d . . . O4 O 0.1229(3) 0.1147(2) -0.19894(14) 0.0340(9) Uani 1 1 d . . . O5 O 0.0353(3) -0.06079(18) -0.18903(15) 0.0287(8) Uani 1 1 d . . . O6 O 0.2959(3) -0.30018(17) -0.02958(15) 0.0287(8) Uani 1 1 d . . . O10 O 0.1589(3) 0.0483(3) -0.39744(16) 0.0536(13) Uani 1 1 d . . . Zn1 Zn 0.0000 0.00473(4) -0.2500 0.0137(2) Uani 1 2 d S . . Zn2 Zn 0.2500 0.0000 -0.33561(3) 0.0194(2) Uani 1 2 d S . . C1 C 0.6367(8) -0.2380(5) -0.1866(4) 0.088(3) Uani 1 1 d U . . H1A H 0.6925 -0.2087 -0.1685 0.132 Uiso 1 1 calc R . . H1B H 0.5785 -0.2084 -0.2025 0.132 Uiso 1 1 calc R . . H1C H 0.6729 -0.2652 -0.2153 0.132 Uiso 1 1 calc R . . C3 C 0.6342(7) -0.3092(4) -0.1005(3) 0.064(2) Uani 1 1 d U . . H3 H 0.7077 -0.2928 -0.0934 0.076 Uiso 1 1 calc R . . C6 C 0.4744(8) -0.3066(5) -0.1605(4) 0.093(3) Uani 1 1 d U . . H6A H 0.4311 -0.2657 -0.1715 0.139 Uiso 1 1 calc R . . H6B H 0.4389 -0.3283 -0.1289 0.139 Uiso 1 1 calc R . . H6C H 0.4771 -0.3401 -0.1904 0.139 Uiso 1 1 calc R . . N2 N 0.5856(5) -0.2857(3) -0.1467(2) 0.0495(14) Uani 1 1 d . . . O7 O 0.5947(4) -0.3494(2) -0.06645(17) 0.0504(12) Uani 1 1 d . . . 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 C5 0.083(3) 0.090(3) 0.084(3) 0.0032(19) 0.0014(19) 0.0112(19) C7 0.136(5) 0.140(5) 0.134(5) 0.005(2) 0.002(2) 0.004(2) C8 0.024(3) 0.016(2) 0.025(3) 0.004(2) -0.013(2) -0.003(2) C9 0.016(2) 0.013(2) 0.019(2) 0.0014(19) 0.0001(18) 0.0015(18) C10 0.017(3) 0.023(3) 0.028(3) -0.003(2) -0.001(2) -0.008(2) C12 0.020(2) 0.013(2) 0.024(2) 0.0034(19) -0.0052(19) 0.0013(19) C13 0.020(3) 0.016(2) 0.018(2) 0.0024(19) 0.003(2) -0.0014(19) C15 0.017(3) 0.029(3) 0.037(3) 0.008(2) 0.007(2) 0.003(2) C16 0.023(3) 0.018(2) 0.018(2) -0.002(2) -0.001(2) -0.0001(18) C17 0.019(3) 0.016(2) 0.017(2) 0.0022(19) -0.0062(18) 0.0016(18) C18 0.015(2) 0.018(2) 0.018(2) -0.0030(19) 0.0018(18) -0.0050(19) C19 0.022(3) 0.018(2) 0.023(2) 0.004(2) 0.002(2) -0.0038(19) C20 0.016(2) 0.026(3) 0.024(3) 0.009(2) -0.004(2) -0.0004(19) C22 0.019(3) 0.016(2) 0.025(2) -0.001(2) -0.0013(19) 0.0037(19) C23 0.024(3) 0.032(3) 0.038(3) 0.017(2) 0.006(2) 0.002(2) C24 0.047(4) 0.040(3) 0.024(3) 0.007(2) -0.003(3) 0.019(3) C25 0.017(2) 0.019(3) 0.033(3) 0.002(2) 0.000(2) -0.0023(19) N7 0.018(2) 0.0123(19) 0.0213(19) 0.0031(16) -0.0013(16) -0.0030(15) N26 0.0575(17) 0.0592(17) 0.0562(17) 0.0020(10) 0.0002(10) 0.0043(10) O1 0.0107(15) 0.0136(16) 0.0228(16) -0.0027(13) 0.0008(12) -0.0020(12) O2 0.0188(18) 0.0189(17) 0.0313(19) 0.0042(15) -0.0047(15) -0.0029(13) O3 0.0165(19) 0.027(2) 0.053(2) 0.0187(18) -0.0124(16) -0.0027(15) O4 0.030(2) 0.042(2) 0.030(2) -0.0188(18) 0.0105(17) -0.0093(17) O5 0.0198(18) 0.0235(19) 0.043(2) 0.0203(17) -0.0036(16) -0.0034(14) O6 0.0274(19) 0.0182(18) 0.041(2) 0.0041(16) -0.0096(16) -0.0061(15) O10 0.036(2) 0.092(4) 0.033(2) 0.019(2) 0.0025(18) 0.032(2) Zn1 0.0110(4) 0.0104(4) 0.0197(4) 0.000 0.0014(3) 0.000 Zn2 0.0130(4) 0.0266(5) 0.0186(4) 0.000 0.000 0.0039(3) C1 0.090(3) 0.088(3) 0.087(3) 0.005(2) -0.0023(19) -0.0053(19) C3 0.063(2) 0.064(2) 0.063(2) 0.0017(10) -0.0017(10) -0.0018(10) C6 0.092(3) 0.095(3) 0.092(3) 0.005(2) -0.0023(19) -0.002(2) N2 0.055(3) 0.048(3) 0.046(3) 0.024(3) -0.012(3) -0.019(3) O7 0.048(3) 0.058(3) 0.046(2) 0.031(2) -0.006(2) -0.006(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C5 N26 1.453(10) . ? C7 N26 1.514(14) . ? C8 C20 1.506(6) . ? C8 O3 1.254(6) . ? C8 O5 1.255(6) . ? C9 H9 0.9800 . ? C9 C13 1.510(6) . ? C9 C17 1.536(6) . ? C9 C18 1.553(6) . ? C10 H10 0.9300 . ? C10 O1 1.288(5) . ? C10 O4 1.212(6) . ? C12 C15 1.383(7) . ? C12 C19 1.372(6) . ? C12 N7 1.432(6) . ? C13 N7 1.389(6) . ? C13 O2 1.218(5) . ? C15 H15 0.9300 . ? C15 C23 1.378(7) . ? C16 C16 1.339(9) 2_545 ? C16 H16 0.9300 . ? C16 C18 1.513(6) . ? C17 H17 0.9800 . ? C17 C18 1.554(6) 2_545 ? C17 C22 1.499(6) . ? C18 C17 1.554(6) 2_545 ? C18 H18 0.9800 . ? C19 H19 0.9300 . ? C19 C25 1.393(6) . ? C20 C23 1.396(7) . ? C20 C25 1.379(6) . ? C22 N7 1.396(6) . ? C22 O6 1.212(6) . ? C23 H23 0.9300 . ? C24 N26 1.324(7) . ? C24 O10 1.226(6) . ? C25 H25 0.9300 . ? O1 Zn1 1.961(3) . ? O1 Zn2 2.137(3) . ? O3 Zn2 2.068(3) 3_454 ? O5 Zn1 1.965(3) . ? O10 Zn2 2.049(4) . ? Zn1 O1 1.961(3) 4_554 ? Zn1 O5 1.965(3) 4_554 ? Zn2 O1 2.137(3) 2 ? Zn2 O3 2.068(3) 4_554 ? Zn2 O3 2.068(3) 3_554 ? Zn2 O10 2.049(4) 2 ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C1 N2 1.447(10) . ? C3 H3 0.9300 . ? C3 N2 1.331(9) . ? C3 O7 1.208(8) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C6 N2 1.400(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 C8 C20 116.5(4) . . ? O3 C8 O5 126.8(4) . . ? O5 C8 C20 116.7(4) . . ? C13 C9 H9 110.4 . . ? C13 C9 C17 104.3(4) . . ? C13 C9 C18 111.7(4) . . ? C17 C9 H9 110.4 . . ? C17 C9 C18 109.6(4) . . ? C18 C9 H9 110.4 . . ? O1 C10 H10 117.9 . . ? O4 C10 H10 117.9 . . ? O4 C10 O1 124.3(4) . . ? C15 C12 N7 118.1(4) . . ? C19 C12 C15 121.4(4) . . ? C19 C12 N7 120.4(4) . . ? N7 C13 C9 108.6(4) . . ? O2 C13 C9 127.1(4) . . ? O2 C13 N7 124.3(4) . . ? C12 C15 H15 120.3 . . ? C23 C15 C12 119.4(5) . . ? C23 C15 H15 120.3 . . ? C16 C16 H16 122.7 2_545 . ? C16 C16 C18 114.5(2) 2_545 . ? C18 C16 H16 122.7 . . ? C9 C17 H17 109.9 . . ? C9 C17 C18 109.7(4) . 2_545 ? C18 C17 H17 109.9 2_545 . ? C22 C17 C9 104.9(3) . . ? C22 C17 H17 109.9 . . ? C22 C17 C18 112.4(4) . 2_545 ? C9 C18 C17 104.0(3) . 2_545 ? C9 C18 H18 111.7 . . ? C16 C18 C9 107.1(4) . . ? C16 C18 C17 110.3(4) . 2_545 ? C16 C18 H18 111.7 . . ? C17 C18 H18 111.7 2_545 . ? C12 C19 H19 120.6 . . ? C12 C19 C25 118.9(4) . . ? C25 C19 H19 120.6 . . ? C23 C20 C8 119.5(4) . . ? C25 C20 C8 121.1(4) . . ? C25 C20 C23 119.4(4) . . ? N7 C22 C17 108.3(4) . . ? O6 C22 C17 127.5(4) . . ? O6 C22 N7 124.2(4) . . ? C15 C23 C20 120.3(5) . . ? C15 C23 H23 119.9 . . ? C20 C23 H23 119.9 . . ? O10 C24 N26 123.8(5) . . ? C19 C25 H25 119.7 . . ? C20 C25 C19 120.7(4) . . ? C20 C25 H25 119.7 . . ? C13 N7 C12 124.4(4) . . ? C13 N7 C22 112.4(4) . . ? C22 N7 C12 123.2(4) . . ? C5 N26 C7 117.0(8) . . ? C24 N26 C5 122.3(6) . . ? C24 N26 C7 120.7(7) . . ? C10 O1 Zn1 111.1(3) . . ? C10 O1 Zn2 125.2(3) . . ? Zn1 O1 Zn2 122.09(14) . . ? C8 O3 Zn2 135.7(3) . 3_454 ? C8 O5 Zn1 123.1(3) . . ? C24 O10 Zn2 133.4(4) . . ? O1 Zn1 O1 132.68(17) . 4_554 ? O1 Zn1 O5 106.08(13) . . ? O1 Zn1 O5 103.07(13) 4_554 . ? O1 Zn1 O5 103.07(13) . 4_554 ? O1 Zn1 O5 106.08(13) 4_554 4_554 ? O5 Zn1 O5 102.4(2) 4_554 . ? O1 Zn2 O1 89.13(16) 2 . ? O3 Zn2 O1 89.00(12) 3_554 2 ? O3 Zn2 O1 90.42(12) 4_554 2 ? O3 Zn2 O1 90.42(12) 3_554 . ? O3 Zn2 O1 89.00(12) 4_554 . ? O3 Zn2 O3 179.2(2) 4_554 3_554 ? O10 Zn2 O1 92.38(14) . . ? O10 Zn2 O1 176.47(15) 2 . ? O10 Zn2 O1 176.47(15) . 2 ? O10 Zn2 O1 92.38(14) 2 2 ? O10 Zn2 O3 87.81(17) 2 4_554 ? O10 Zn2 O3 92.79(18) . 4_554 ? O10 Zn2 O3 87.81(17) . 3_554 ? O10 Zn2 O3 92.79(18) 2 3_554 ? O10 Zn2 O10 86.3(2) . 2 ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C1 H1A 109.5 . . ? N2 C1 H1B 109.5 . . ? N2 C1 H1C 109.5 . . ? N2 C3 H3 116.0 . . ? O7 C3 H3 116.0 . . ? O7 C3 N2 128.0(7) . . ? H6A C6 H6B 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? C3 N2 C1 126.1(6) . . ? C3 N2 C6 120.3(6) . . ? C6 N2 C1 113.6(6) . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.021 0.500 0.250 525 70 ' ' 2 -0.018 0.500 0.750 525 70 ' ' 3 0.250 0.000 0.408 45 3 ' ' 4 0.250 0.000 0.908 45 3 ' ' 5 0.750 0.000 0.092 45 3 ' ' 6 0.750 0.000 0.592 45 3 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 951693' ####################################################################### # # 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_4 _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _chemical_formula_moiety 'C55 H41 Cd2 N5 O20' _chemical_formula_sum 'C55 H41 Cd2 N5 O20' _chemical_formula_weight 1316.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 13 _space_group_name_H-M_alt 'P 1 2/c 1' _space_group_name_Hall '-P 2yc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z+1/2' 3 '-x, -y, -z' 4 'x, -y, z-1/2' _cell_length_a 15.1796(7) _cell_length_b 15.6453(5) _cell_length_c 16.9840(15) _cell_angle_alpha 90.00 _cell_angle_beta 119.218(5) _cell_angle_gamma 90.00 _cell_volume 3520.3(4) _cell_formula_units_Z 2 _cell_measurement_reflns_used ? _cell_measurement_temperature 293(2) _cell_measurement_theta_max ? _cell_measurement_theta_min ? _exptl_absorpt_coefficient_mu 0.668 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type ? _exptl_absorpt_process_details ? _exptl_crystal_colour ? _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description ? _exptl_crystal_F_000 1324 _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_unetI/netI 0.0649 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 16450 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 2.83 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 4749 _reflns_number_total 6189 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ? _computing_data_collection ? _computing_data_reduction ? _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 2.026 _refine_diff_density_min -1.107 _refine_diff_density_rms 0.152 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 434 _refine_ls_number_reflns 6189 _refine_ls_number_restraints 606 _refine_ls_R_factor_all 0.1062 _refine_ls_R_factor_gt 0.0867 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1512P)^2^+14.5145P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2439 _refine_ls_wR_factor_ref 0.2622 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.298(3) 0.675(2) 0.2507(16) 0.038(7) Uani 0.25 1 d PDU A 2 H1A H -0.3367 0.6361 0.2025 0.057 Uiso 0.25 1 calc PR A 2 H1B H -0.2314 0.6809 0.2574 0.057 Uiso 0.25 1 calc PR A 2 H1C H -0.3302 0.7301 0.2371 0.057 Uiso 0.25 1 calc PR A 2 C4 C -0.324(3) 0.744(2) 0.399(2) 0.059(9) Uani 0.25 1 d PDU B 1 H4A H -0.2782 0.7916 0.4236 0.089 Uiso 0.25 1 calc PR B 1 H4B H -0.3280 0.7147 0.4463 0.089 Uiso 0.25 1 calc PR B 1 H4C H -0.3895 0.7649 0.3557 0.089 Uiso 0.25 1 calc PR B 1 C7 C -0.381(2) 0.632(2) 0.342(2) 0.051(8) Uani 0.25 1 d PDU A 2 H7A H -0.3903 0.6804 0.3717 0.077 Uiso 0.25 1 calc PR A 2 H7B H -0.3750 0.5811 0.3764 0.077 Uiso 0.25 1 calc PR A 2 H7C H -0.4389 0.6261 0.2828 0.077 Uiso 0.25 1 calc PR A 2 C8 C -0.1558(5) 0.4769(4) 0.6978(5) 0.0323(15) Uani 1 1 d U . . C9 C -0.334(3) 0.684(3) 0.2522(16) 0.054(9) Uani 0.25 1 d PDU B 1 H9A H -0.3930 0.6482 0.2274 0.081 Uiso 0.25 1 calc PR B 1 H9B H -0.2869 0.6616 0.2347 0.081 Uiso 0.25 1 calc PR B 1 H9C H -0.3525 0.7409 0.2299 0.081 Uiso 0.25 1 calc PR B 1 C11 C -0.7224(5) 0.7342(4) 0.5902(4) 0.0312(15) Uani 1 1 d U . . H11 H -0.7375 0.6994 0.6301 0.037 Uiso 1 1 calc R . . C12 C -0.3114(5) 0.5370(5) 0.5703(5) 0.0381(17) Uani 1 1 d U . . H12 H -0.2860 0.5202 0.5327 0.046 Uiso 1 1 calc R . . C16 C -0.8382(5) 0.8554(5) 0.5815(5) 0.0371(17) Uani 1 1 d U . . C17 C -0.8125(5) 0.7929(5) 0.5280(5) 0.0345(16) Uani 1 1 d U . . H17 H -0.8718 0.7580 0.4894 0.041 Uiso 1 1 calc R . . C18 C -0.5701(5) 0.7065(5) 0.4897(5) 0.0382(17) Uani 1 1 d U . . C19 C -0.6323(5) 0.7914(5) 0.6426(5) 0.0349(16) Uani 1 1 d U . . H19 H -0.5966 0.7927 0.7053 0.042 Uiso 1 1 calc R . . C20 C -0.7012(5) 0.6789(4) 0.5267(4) 0.0313(15) Uani 1 1 d U . . H20 H -0.7609 0.6445 0.4881 0.038 Uiso 1 1 calc R . . C21 C -0.7845(6) 0.8483(5) 0.4703(5) 0.0399(17) Uani 1 1 d U . . H21 H -0.8304 0.8364 0.4063 0.048 Uiso 1 1 calc R . . C22 C -0.3848(6) 0.5900(5) 0.6829(5) 0.0408(17) Uani 1 1 d U . . H22 H -0.4094 0.6092 0.7203 0.049 Uiso 1 1 calc R . . C24 C -0.2550(5) 0.5236(5) 0.6617(5) 0.0335(15) Uani 1 1 d U . . C25 C -0.6739(5) 0.7343(5) 0.4685(5) 0.0361(16) Uani 1 1 d U . . H25 H -0.7217 0.7248 0.4045 0.043 Uiso 1 1 calc R . . C26 C -0.2923(6) 0.5510(5) 0.7197(5) 0.0411(18) Uani 1 1 d U . . H26 H -0.2546 0.5426 0.7817 0.049 Uiso 1 1 calc R . . C27 C -0.4418(5) 0.6011(5) 0.5907(5) 0.0353(16) Uani 1 1 d U . . C28 C -0.4060(6) 0.5754(5) 0.5335(5) 0.0424(18) Uani 1 1 d U . . H28 H -0.4445 0.5836 0.4715 0.051 Uiso 1 1 calc R . . C29 C -0.9214(6) 1.2375(6) 0.6929(6) 0.048(2) Uani 1 1 d U . . C30 C -0.9243(6) 1.1518(6) 0.5663(6) 0.048(2) Uani 1 1 d U . . H30 H -0.9602 1.1961 0.5271 0.058 Uiso 1 1 calc R . . C32 C -0.9050(6) 1.0778(5) 0.5322(5) 0.0435(18) Uani 1 1 d U . . H32 H -0.9300 1.0719 0.4704 0.052 Uiso 1 1 calc R . . C33 C -0.6749(5) 0.8285(5) 0.4929(5) 0.0387(17) Uani 1 1 d U . . H33 H -0.6535 0.8657 0.4590 0.046 Uiso 1 1 calc R . . C34 C -0.6117(5) 0.6211(5) 0.5782(5) 0.0344(16) Uani 1 1 d U . . C35 C -0.7970(6) 0.9378(5) 0.4904(5) 0.0386(17) Uani 1 1 d U . . C36 C -0.6087(6) 0.8395(5) 0.5920(5) 0.0413(18) Uani 1 1 d U . . H36 H -0.5546 0.8774 0.6163 0.050 Uiso 1 1 calc R . . C37 C -0.8916(7) 1.1609(6) 0.6559(6) 0.053(2) Uani 1 1 d U . . C38 C -0.8489(6) 1.0134(5) 0.5900(5) 0.0447(19) Uani 1 1 d U . . C39 C -0.8333(7) 1.0942(7) 0.7143(7) 0.063(2) Uani 1 1 d U . . H39 H -0.8088 1.0998 0.7760 0.076 Uiso 1 1 calc R . . C42 C -0.8123(7) 1.0218(6) 0.6816(6) 0.059(2) Uani 1 1 d U . . H42 H -0.7736 0.9786 0.7208 0.071 Uiso 1 1 calc R . . C44 C -0.2006(10) 0.6245(9) 0.4099(9) 0.039(3) Uani 0.50 1 d PDU . . H44 H -0.1618 0.6033 0.3856 0.047 Uiso 0.25 1 calc PR C 1 H44A H -0.1447 0.6303 0.4016 0.047 Uiso 0.25 1 calc PR C 2 N2 N -0.2858(15) 0.6840(15) 0.3528(13) 0.035(5) Uani 0.25 1 d PDU B 1 N4 N -0.5391(5) 0.6409(4) 0.5532(4) 0.0371(14) Uani 1 1 d U . . N6 N -0.8291(5) 0.9373(4) 0.5562(4) 0.0407(15) Uani 1 1 d U . . N56 N -0.2897(12) 0.6429(15) 0.3343(12) 0.028(5) Uani 0.25 1 d PDU A 2 O1 O -0.0746(3) 0.4097(2) 0.4695(2) 0.0178(8) Uani 1 1 d U . . O2 O -0.6023(4) 0.5666(4) 0.6322(4) 0.0449(13) Uani 1 1 d U . . O3 O -0.0138(12) 0.6331(10) 0.6859(11) 0.079(4) Uani 0.50 1 d PU B . H3A H -0.0232 0.6877 0.6604 0.119 Uiso 0.50 1 d PR . . H3B H -0.0555 0.6320 0.7123 0.119 Uiso 0.50 1 d PR . . O7 O -0.8633(4) 0.8383(4) 0.6380(4) 0.0492(14) Uani 1 1 d U . . O10 O -0.5178(4) 0.7360(4) 0.4607(4) 0.0545(15) Uani 1 1 d U . . O14 O -0.8798(5) 1.2493(4) 0.7750(4) 0.0600(16) Uani 1 1 d U . . O23 O -0.9856(4) 1.2874(4) 0.6357(4) 0.0529(15) Uani 1 1 d U . . O31 O -0.7815(5) 1.0013(4) 0.4598(4) 0.0631(17) Uani 1 1 d U . . O41 O -0.1817(9) 0.6051(8) 0.4761(8) 0.054(3) Uani 0.50 1 d PU B . O55 O -0.1306(3) 0.4499(3) 0.6457(3) 0.0317(10) Uani 1 1 d U B . O59 O -0.1065(4) 0.4636(3) 0.7836(3) 0.0409(12) Uani 1 1 d U . . Cd1 Cd 0.0000 0.36185(4) 0.7500 0.0292(3) Uani 1 2 d SU . . Cd2 Cd -0.04018(8) 0.52570(7) 0.58591(7) 0.0362(3) Uani 0.50 1 d PU . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.038(7) 0.038(7) 0.038(7) 0.0001(10) 0.018(4) 0.0000(10) C4 0.059(9) 0.059(9) 0.059(9) 0.0000(10) 0.029(4) 0.0002(10) C7 0.051(8) 0.051(8) 0.051(8) 0.0002(10) 0.025(4) 0.0000(10) C8 0.0320(17) 0.0314(17) 0.0329(17) -0.0004(10) 0.0152(11) 0.0002(9) C9 0.054(9) 0.054(9) 0.054(9) 0.0000(10) 0.026(5) 0.0000(10) C11 0.0306(17) 0.0312(17) 0.0314(17) -0.0006(9) 0.0150(11) 0.0001(9) C12 0.0381(19) 0.0383(19) 0.0383(19) -0.0005(10) 0.0191(12) 0.0016(10) C16 0.0364(18) 0.0374(19) 0.0379(19) -0.0005(10) 0.0184(11) 0.0004(10) C17 0.0339(18) 0.0347(18) 0.0348(18) -0.0007(10) 0.0168(11) -0.0001(10) C18 0.0383(18) 0.0388(19) 0.0383(18) 0.0003(10) 0.0193(12) 0.0011(10) C19 0.0343(18) 0.0357(18) 0.0349(18) -0.0016(10) 0.0170(11) 0.0008(10) C20 0.0316(17) 0.0317(17) 0.0310(17) -0.0009(10) 0.0156(11) 0.0006(9) C21 0.0395(19) 0.0401(19) 0.0402(19) -0.0005(10) 0.0195(12) 0.0004(10) C22 0.0409(19) 0.041(2) 0.0408(19) -0.0006(10) 0.0204(12) 0.0013(10) C24 0.0337(17) 0.0338(18) 0.0335(17) -0.0004(10) 0.0167(11) 0.0009(10) C25 0.0360(18) 0.0365(18) 0.0357(18) -0.0003(10) 0.0175(11) 0.0011(10) C26 0.0414(19) 0.042(2) 0.0408(19) -0.0003(10) 0.0203(12) 0.0006(10) C27 0.0353(18) 0.0358(18) 0.0352(18) -0.0006(10) 0.0176(11) 0.0017(10) C28 0.043(2) 0.043(2) 0.041(2) -0.0005(10) 0.0209(12) 0.0021(10) C29 0.048(2) 0.047(2) 0.048(2) -0.0014(10) 0.0220(13) 0.0010(10) C30 0.048(2) 0.048(2) 0.049(2) -0.0007(10) 0.0233(13) 0.0008(10) C32 0.043(2) 0.043(2) 0.044(2) -0.0008(10) 0.0209(12) 0.0008(10) C33 0.0382(19) 0.0394(19) 0.0392(19) 0.0003(10) 0.0195(12) 0.0005(10) C34 0.0345(18) 0.0345(18) 0.0342(18) -0.0005(10) 0.0167(11) 0.0010(10) C35 0.0381(19) 0.0386(19) 0.0397(19) 0.0003(10) 0.0194(12) -0.0003(10) C36 0.0407(19) 0.041(2) 0.042(2) -0.0011(10) 0.0200(12) 0.0002(10) C37 0.053(2) 0.052(2) 0.053(2) -0.0010(10) 0.0248(13) 0.0008(10) C38 0.044(2) 0.045(2) 0.045(2) -0.0011(10) 0.0219(12) 0.0010(10) C39 0.064(3) 0.063(3) 0.063(3) -0.0014(10) 0.0303(15) 0.0015(10) C42 0.059(2) 0.059(3) 0.059(2) -0.0008(10) 0.0284(14) 0.0012(10) C44 0.039(3) 0.039(3) 0.039(3) 0.0001(10) 0.0193(18) -0.0002(10) N2 0.035(5) 0.035(5) 0.035(5) -0.0002(10) 0.017(3) -0.0005(10) N4 0.0375(16) 0.0379(17) 0.0367(16) -0.0001(9) 0.0188(11) 0.0020(9) N6 0.0404(17) 0.0400(17) 0.0415(17) -0.0005(9) 0.0199(11) 0.0009(9) N56 0.028(5) 0.028(5) 0.028(5) 0.0003(10) 0.014(2) -0.0001(10) O1 0.0182(11) 0.0208(12) 0.0165(11) -0.0002(8) 0.0101(8) -0.0022(8) O2 0.0455(15) 0.0455(16) 0.0445(15) 0.0004(9) 0.0226(10) 0.0011(9) O3 0.080(4) 0.080(4) 0.080(4) -0.0006(10) 0.039(2) 0.0006(10) O7 0.0488(16) 0.0499(16) 0.0499(16) -0.0010(9) 0.0250(10) 0.0010(9) O10 0.0543(17) 0.0558(17) 0.0553(17) 0.0020(10) 0.0282(11) 0.0025(9) O14 0.0598(18) 0.0581(18) 0.0598(18) -0.0024(10) 0.0275(11) 0.0026(10) O23 0.0519(17) 0.0510(17) 0.0532(17) -0.0022(9) 0.0237(11) 0.0028(9) O31 0.0631(19) 0.0629(19) 0.0650(19) 0.0002(10) 0.0326(12) 0.0012(10) O41 0.054(3) 0.055(3) 0.055(3) 0.0001(10) 0.0272(17) 0.0008(10) O55 0.0311(13) 0.0323(14) 0.0321(13) -0.0002(9) 0.0157(9) 0.0005(9) O59 0.0407(15) 0.0417(15) 0.0411(15) -0.0006(9) 0.0205(10) 0.0014(9) Cd1 0.0247(4) 0.0215(4) 0.0296(4) 0.000 0.0040(3) 0.000 Cd2 0.0363(5) 0.0399(6) 0.0370(5) 0.0046(4) 0.0213(4) 0.0015(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N56 1.455(18) . ? C4 N2 1.508(19) . ? C7 N56 1.472(18) . ? C8 C24 1.508(10) . ? C8 O55 1.199(8) . ? C8 O59 1.290(8) . ? C8 Cd1 2.752(7) . ? C9 N2 1.495(18) . ? C11 C17 1.556(9) . ? C11 C19 1.508(10) . ? C11 C20 1.534(10) . ? C12 C24 1.375(10) . ? C12 C28 1.392(11) . ? C16 C17 1.510(10) . ? C16 N6 1.381(10) . ? C16 O7 1.221(9) . ? C17 C21 1.518(11) . ? C18 C25 1.498(10) . ? C18 N4 1.393(10) . ? C18 O10 1.212(9) . ? C19 C36 1.316(11) . ? C20 C25 1.515(10) . ? C20 C34 1.505(10) . ? C21 C33 1.544(10) . ? C21 C35 1.475(11) . ? C22 C26 1.370(11) . ? C22 C27 1.382(10) . ? C24 C26 1.421(10) . ? C25 C33 1.534(10) . ? C27 C28 1.385(11) . ? C27 N4 1.434(9) . ? C29 C37 1.521(13) . ? C29 O14 1.232(10) . ? C29 O23 1.256(10) . ? C29 Cd1 2.698(9) 1_465 ? C30 C32 1.389(12) . ? C30 C37 1.358(12) . ? C32 C38 1.374(11) . ? C33 C36 1.491(10) . ? C34 N4 1.396(9) . ? C34 O2 1.209(9) . ? C35 N6 1.419(10) . ? C35 O31 1.198(10) . ? C37 C39 1.413(13) . ? C38 C42 1.380(12) . ? C38 N6 1.416(10) . ? C39 C42 1.365(14) . ? C44 N2 1.502(16) . ? C44 N56 1.367(16) . ? C44 O41 1.060(17) . ? O1 Cd2 2.558(4) 3_566 ? O1 Cd2 2.543(4) . ? O3 Cd2 2.281(16) . ? O14 Cd1 2.419(6) 1_465 ? O23 Cd1 2.364(6) 1_465 ? O41 Cd2 2.392(12) . ? O55 Cd1 2.353(5) . ? O55 Cd2 2.383(5) . ? O59 Cd1 2.524(5) . ? O59 Cd2 2.449(5) 2_556 ? Cd1 C8 2.752(7) 2_556 ? Cd1 C29 2.698(9) 2_446 ? Cd1 C29 2.698(9) 1_645 ? Cd1 O14 2.419(6) 1_645 ? Cd1 O14 2.419(6) 2_446 ? Cd1 O23 2.364(6) 1_645 ? Cd1 O23 2.364(6) 2_446 ? Cd1 O55 2.353(5) 2_556 ? Cd1 O59 2.524(5) 2_556 ? Cd2 O1 2.558(4) 3_566 ? Cd2 O59 2.449(5) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C24 C8 Cd1 168.0(5) . . ? O55 C8 C24 119.1(6) . . ? O55 C8 O59 123.9(6) . . ? O55 C8 Cd1 58.2(4) . . ? O59 C8 C24 116.8(6) . . ? O59 C8 Cd1 66.2(4) . . ? C19 C11 C17 107.1(6) . . ? C19 C11 C20 108.0(6) . . ? C20 C11 C17 105.9(5) . . ? C24 C12 C28 120.6(7) . . ? N6 C16 C17 108.5(6) . . ? O7 C16 C17 127.0(7) . . ? O7 C16 N6 124.4(7) . . ? C16 C17 C11 112.0(6) . . ? C16 C17 C21 104.8(6) . . ? C21 C17 C11 110.1(6) . . ? N4 C18 C25 108.6(6) . . ? O10 C18 C25 127.7(7) . . ? O10 C18 N4 123.7(7) . . ? C36 C19 C11 114.2(7) . . ? C25 C20 C11 110.7(6) . . ? C34 C20 C11 111.7(6) . . ? C34 C20 C25 105.4(6) . . ? C17 C21 C33 109.4(6) . . ? C35 C21 C17 106.5(6) . . ? C35 C21 C33 112.2(6) . . ? C26 C22 C27 120.5(7) . . ? C12 C24 C8 118.6(6) . . ? C12 C24 C26 119.9(7) . . ? C26 C24 C8 121.4(6) . . ? C18 C25 C20 105.5(6) . . ? C18 C25 C33 111.3(6) . . ? C20 C25 C33 109.4(6) . . ? C22 C26 C24 119.0(7) . . ? C22 C27 C28 121.1(7) . . ? C22 C27 N4 119.8(7) . . ? C28 C27 N4 119.1(6) . . ? C27 C28 C12 118.8(7) . . ? C37 C29 Cd1 171.7(6) . 1_465 ? O14 C29 C37 119.6(8) . . ? O14 C29 O23 123.9(8) . . ? O14 C29 Cd1 63.7(5) . 1_465 ? O23 C29 C37 116.5(7) . . ? O23 C29 Cd1 61.2(4) . 1_465 ? C37 C30 C32 121.2(8) . . ? C38 C32 C30 119.8(8) . . ? C25 C33 C21 106.1(6) . . ? C36 C33 C21 108.0(6) . . ? C36 C33 C25 109.0(6) . . ? N4 C34 C20 108.2(6) . . ? O2 C34 C20 127.1(7) . . ? O2 C34 N4 124.7(7) . . ? N6 C35 C21 108.1(6) . . ? O31 C35 C21 127.7(7) . . ? O31 C35 N6 124.2(7) . . ? C19 C36 C33 115.0(7) . . ? C30 C37 C29 121.6(8) . . ? C30 C37 C39 118.1(9) . . ? C39 C37 C29 120.2(8) . . ? C32 C38 C42 120.2(8) . . ? C32 C38 N6 120.5(7) . . ? C42 C38 N6 119.3(8) . . ? C42 C39 C37 121.2(10) . . ? C39 C42 C38 119.5(9) . . ? N56 C44 N2 27.9(11) . . ? O41 C44 N2 124.4(16) . . ? O41 C44 N56 133.5(17) . . ? C9 N2 C4 120(2) . . ? C9 N2 C44 121(2) . . ? C44 N2 C4 119(2) . . ? C18 N4 C27 123.3(6) . . ? C18 N4 C34 112.3(6) . . ? C34 N4 C27 124.3(6) . . ? C16 N6 C35 112.1(6) . . ? C16 N6 C38 125.4(7) . . ? C38 N6 C35 122.5(7) . . ? C1 N56 C7 120(2) . . ? C44 N56 C1 124(2) . . ? C44 N56 C7 116(2) . . ? Cd2 O1 Cd2 94.92(13) . 3_566 ? C29 O14 Cd1 89.1(5) . 1_465 ? C29 O23 Cd1 91.1(5) . 1_465 ? C44 O41 Cd2 130.6(12) . . ? C8 O55 Cd1 96.1(4) . . ? C8 O55 Cd2 126.6(4) . . ? Cd1 O55 Cd2 99.41(17) . . ? C8 O59 Cd1 85.9(4) . . ? C8 O59 Cd2 136.7(5) . 2_556 ? Cd2 O59 Cd1 93.16(17) 2_556 . ? C8 Cd1 C8 98.3(3) 2_556 . ? C29 Cd1 C8 97.3(2) 1_645 2_556 ? C29 Cd1 C8 144.8(2) 2_446 2_556 ? C29 Cd1 C8 144.8(2) 1_645 . ? C29 Cd1 C8 97.3(2) 2_446 . ? C29 Cd1 C29 87.7(4) 2_446 1_645 ? O14 Cd1 C8 87.9(2) 1_645 2_556 ? O14 Cd1 C8 171.3(2) 2_446 2_556 ? O14 Cd1 C8 171.3(2) 1_645 . ? O14 Cd1 C8 87.9(2) 2_446 . ? O14 Cd1 C29 27.2(2) 1_645 1_645 ? O14 Cd1 C29 80.8(2) 1_645 2_446 ? O14 Cd1 C29 27.2(2) 2_446 2_446 ? O14 Cd1 C29 80.8(2) 2_446 1_645 ? O14 Cd1 O14 86.6(3) 2_446 1_645 ? O14 Cd1 O59 89.3(2) 2_446 . ? O14 Cd1 O59 158.51(19) 1_645 . ? O14 Cd1 O59 89.3(2) 1_645 2_556 ? O14 Cd1 O59 158.51(19) 2_446 2_556 ? O23 Cd1 C8 117.9(2) 2_446 2_556 ? O23 Cd1 C8 117.9(2) 1_645 . ? O23 Cd1 C8 100.2(2) 2_446 . ? O23 Cd1 C8 100.2(2) 1_645 2_556 ? O23 Cd1 C29 100.1(2) 2_446 1_645 ? O23 Cd1 C29 27.7(2) 1_645 1_645 ? O23 Cd1 C29 100.1(2) 1_645 2_446 ? O23 Cd1 C29 27.7(2) 2_446 2_446 ? O23 Cd1 O14 82.1(2) 2_446 1_645 ? O23 Cd1 O14 54.6(2) 1_645 1_645 ? O23 Cd1 O14 54.6(2) 2_446 2_446 ? O23 Cd1 O14 82.1(2) 1_645 2_446 ? O23 Cd1 O23 121.0(3) 1_645 2_446 ? O23 Cd1 O59 145.34(18) 2_446 2_556 ? O23 Cd1 O59 78.39(19) 2_446 . ? O23 Cd1 O59 145.34(18) 1_645 . ? O23 Cd1 O59 78.39(19) 1_645 2_556 ? O55 Cd1 C8 25.68(18) 2_556 2_556 ? O55 Cd1 C8 25.68(18) . . ? O55 Cd1 C8 97.77(18) 2_556 . ? O55 Cd1 C8 97.77(18) . 2_556 ? O55 Cd1 C29 120.6(2) . 1_645 ? O55 Cd1 C29 109.6(2) 2_556 1_645 ? O55 Cd1 C29 109.6(2) . 2_446 ? O55 Cd1 C29 120.6(2) 2_556 2_446 ? O55 Cd1 O14 147.58(19) . 1_645 ? O55 Cd1 O14 90.45(19) 2_556 1_645 ? O55 Cd1 O14 147.58(19) 2_556 2_446 ? O55 Cd1 O14 90.45(19) . 2_446 ? O55 Cd1 O23 121.67(18) 2_556 1_645 ? O55 Cd1 O23 121.67(18) . 2_446 ? O55 Cd1 O23 92.98(18) 2_556 2_446 ? O55 Cd1 O23 92.98(18) . 1_645 ? O55 Cd1 O55 108.3(2) 2_556 . ? O55 Cd1 O59 53.41(16) 2_556 2_556 ? O55 Cd1 O59 81.83(16) 2_556 . ? O55 Cd1 O59 81.83(16) . 2_556 ? O55 Cd1 O59 53.41(16) . . ? O59 Cd1 C8 93.39(19) 2_556 . ? O59 Cd1 C8 27.87(18) . . ? O59 Cd1 C8 27.87(18) 2_556 2_556 ? O59 Cd1 C8 93.39(19) . 2_556 ? O59 Cd1 C29 85.9(2) . 2_446 ? O59 Cd1 C29 168.6(2) 2_556 2_446 ? O59 Cd1 C29 85.9(2) 2_556 1_645 ? O59 Cd1 C29 168.6(2) . 1_645 ? O59 Cd1 O59 101.8(2) . 2_556 ? O1 Cd2 O1 85.08(13) . 3_566 ? O3 Cd2 O1 94.5(4) . 3_566 ? O3 Cd2 O1 177.7(4) . . ? O3 Cd2 O41 87.8(5) . . ? O3 Cd2 O55 88.8(4) . . ? O3 Cd2 O59 82.4(4) . 2_556 ? O41 Cd2 O1 91.2(3) . 3_566 ? O41 Cd2 O1 89.9(3) . . ? O41 Cd2 O59 170.1(3) . 2_556 ? O55 Cd2 O1 91.92(14) . . ? O55 Cd2 O1 172.09(15) . 3_566 ? O55 Cd2 O41 96.1(3) . . ? O55 Cd2 O59 82.83(16) . 2_556 ? O59 Cd2 O1 90.46(15) 2_556 3_566 ? O59 Cd2 O1 99.87(15) 2_556 . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.029 0.000 0.233 957 106 ' ' _platon_squeeze_details ; ; #===end _database_code_depnum_ccdc_archive 'CCDC 951694'