# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 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_1decb _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H48 Co N12 O8' _chemical_formula_weight 979.91 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'I 4 1/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z' '-y+3/4, x+1/4, z+1/4' 'y+1/4, -x+1/4, z+1/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1, z+1/2' '-y+5/4, x+3/4, z+3/4' 'y+3/4, -x+3/4, z+3/4' '-x, -y, -z' 'x, y-1/2, -z' 'y-3/4, -x-1/4, -z-1/4' '-y-1/4, x-1/4, -z-1/4' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' '-y+1/4, x+1/4, -z+1/4' _cell_length_a 17.158(3) _cell_length_b 17.158(3) _cell_length_c 15.910(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4683.6(19) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 28.0 _exptl_crystal_description block _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.390 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2044 _exptl_absorpt_coefficient_mu 0.434 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9417 _exptl_absorpt_correction_T_max 0.9661 _exptl_absorpt_process_details 'SADABS 2.05 (Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11937 _diffrn_reflns_av_R_equivalents 0.0856 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 25.48 _reflns_number_total 2174 _reflns_number_gt 1674 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL 5.1, XP (Sheldrick, 1994)' _computing_publication_material SHELXS-97 _refine_special_details ; There is a crystallographic disorder in the C=N-N=C bond. 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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0865P)^2^+5.9960P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2174 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0771 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1615 _refine_ls_wR_factor_gt 0.1446 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Co1 Co 0.0000 0.2500 0.1250 0.0200(3) Uani 1 4 d S . . N1 N 0.07792(15) 0.33448(14) 0.13194(15) 0.0205(6) Uani 1 1 d . . . N2 N 0.28035(15) 0.26221(15) 0.11605(16) 0.0243(6) Uani 1 1 d . . . N3 N 0.0000 0.2500 0.26898(19) 0.0128(7) Uani 1 2 d S . . O1 O 0.31734(12) 0.22344(13) 0.16636(15) 0.0311(6) Uani 1 1 d . . . O2 O 0.30890(13) 0.30370(14) 0.06117(14) 0.0316(6) Uani 1 1 d . . . C1 C 0.06187(17) 0.41119(17) 0.15180(18) 0.0217(7) Uani 1 1 d . . . C2 C 0.13018(18) 0.44875(18) 0.18840(19) 0.0241(7) Uani 1 1 d . . . C3 C 0.18954(17) 0.39649(17) 0.18298(18) 0.0221(7) Uani 1 1 d . . . C4 C 0.15658(17) 0.32660(17) 0.14513(19) 0.0211(7) Uani 1 1 d . . . C5 C 0.19404(17) 0.25870(18) 0.11996(18) 0.0216(7) Uani 1 1 d . . . C6 C 0.27116(17) 0.40936(18) 0.2161(2) 0.0272(7) Uani 1 1 d . . . H6A H 0.2977 0.3583 0.2208 0.033 Uiso 1 1 calc R . . H6B H 0.2678 0.4320 0.2733 0.033 Uiso 1 1 calc R . . C7 C 0.32058(19) 0.46341(19) 0.1606(2) 0.0325(8) Uani 1 1 d . . . H7A H 0.3713 0.4722 0.1874 0.049 Uiso 1 1 calc R . . H7B H 0.2936 0.5133 0.1536 0.049 Uiso 1 1 calc R . . H7C H 0.3284 0.4391 0.1055 0.049 Uiso 1 1 calc R . . C8 C 0.13250(19) 0.52488(18) 0.2363(2) 0.0291(8) Uani 1 1 d . . . H8A H 0.1086 0.5664 0.2016 0.035 Uiso 1 1 calc R . . H8B H 0.1874 0.5394 0.2470 0.035 Uiso 1 1 calc R . . C9 C 0.0890(2) 0.5192(2) 0.3202(2) 0.0370(9) Uani 1 1 d . . . H9A H 0.0930 0.5689 0.3501 0.055 Uiso 1 1 calc R . . H9B H 0.1120 0.4777 0.3544 0.055 Uiso 1 1 calc R . . H9C H 0.0339 0.5073 0.3096 0.055 Uiso 1 1 calc R . . C10 C -0.01345(19) 0.3151(2) 0.3128(2) 0.0307(8) Uani 1 1 d . . . H10A H -0.0242 0.3617 0.2828 0.037 Uiso 1 1 calc R . . C11 C -0.0126(2) 0.3181(3) 0.3987(2) 0.0428(10) Uani 1 1 d . . . H11A H -0.0206 0.3661 0.4272 0.051 Uiso 1 1 calc R . . C12 C 0.0000 0.2500 0.4436(4) 0.0554(17) Uani 1 2 d S . . C13 C 0.0000 0.2500 0.5359(6) 0.142(5) Uani 1 2 d S . . N4 N 0.0103(9) 0.2101(6) 0.5808(6) 0.132(6) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0197(3) 0.0197(3) 0.0205(5) 0.000 0.000 0.000 N1 0.0234(13) 0.0205(13) 0.0176(13) 0.0006(10) -0.0016(10) 0.0009(10) N2 0.0245(14) 0.0236(14) 0.0248(15) -0.0029(11) -0.0027(11) 0.0003(11) N3 0.0099(15) 0.0169(16) 0.0114(17) 0.000 0.000 -0.0034(13) O1 0.0262(12) 0.0328(13) 0.0343(14) -0.0005(10) -0.0066(10) 0.0036(10) O2 0.0276(12) 0.0348(13) 0.0325(13) 0.0043(10) 0.0034(10) -0.0056(10) C1 0.0242(16) 0.0228(16) 0.0180(16) -0.0004(12) 0.0025(12) -0.0040(12) C2 0.0268(16) 0.0235(16) 0.0221(16) 0.0016(12) -0.0025(13) -0.0034(13) C3 0.0238(16) 0.0246(16) 0.0181(16) 0.0033(12) -0.0010(12) -0.0026(13) C4 0.0222(15) 0.0211(15) 0.0198(16) 0.0028(12) -0.0005(12) 0.0005(12) C5 0.0196(15) 0.0248(16) 0.0203(16) 0.0030(12) 0.0002(12) 0.0002(12) C6 0.0242(17) 0.0271(17) 0.0302(18) 0.0004(14) -0.0082(13) -0.0039(13) C7 0.0248(17) 0.0337(19) 0.039(2) 0.0037(15) -0.0070(15) -0.0061(15) C8 0.0290(17) 0.0252(17) 0.0329(19) -0.0049(14) -0.0051(14) -0.0022(14) C9 0.036(2) 0.039(2) 0.035(2) -0.0093(16) -0.0014(16) 0.0012(16) C10 0.0256(17) 0.0347(19) 0.032(2) -0.0031(15) 0.0033(14) 0.0003(14) C11 0.039(2) 0.058(3) 0.032(2) -0.0165(18) 0.0020(16) 0.0097(19) C12 0.058(4) 0.083(5) 0.025(3) 0.000 0.000 0.014(3) C13 0.211(13) 0.203(13) 0.010(4) 0.000 0.000 0.046(10) N4 0.304(18) 0.078(7) 0.014(4) -0.006(4) -0.001(7) 0.078(9) _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 Co1 N1 1.975(2) . ? Co1 N1 1.975(2) 15 ? Co1 N1 1.975(2) 16 ? Co1 N1 1.975(2) 2 ? Co1 N3 2.291(3) . ? Co1 N3 2.291(3) 15 ? N1 C4 1.372(4) . ? N1 C1 1.381(4) . ? N2 O1 1.219(3) . ? N2 O2 1.228(3) . ? N2 C5 1.483(4) . ? N3 C10 1.337(4) 2 ? N3 C10 1.337(4) . ? C1 C5 1.380(4) 16 ? C1 C2 1.459(4) . ? C2 C3 1.360(4) . ? C2 C8 1.512(4) . ? C3 C4 1.456(4) . ? C3 C6 1.513(4) . ? C4 C5 1.390(4) . ? C5 C1 1.380(4) 15 ? C6 C7 1.536(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.533(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.367(5) . ? C10 H10A 0.9500 . ? C11 C12 1.387(5) . ? C11 H11A 0.9500 . ? C12 C11 1.387(5) 2 ? C12 C13 1.469(10) . ? C13 N4 1.005(9) . ? C13 N4 1.005(9) 2 ? N4 N4 1.414(18) 2 ? N4 N4 1.725(15) 15_556 ? N4 N4 1.725(15) 16_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 N1 Co1 N1 90.177(8) . 15 ? N1 Co1 N1 90.178(8) . 16 ? N1 Co1 N1 173.59(14) 15 16 ? N1 Co1 N1 173.59(14) . 2 ? N1 Co1 N1 90.181(8) 15 2 ? N1 Co1 N1 90.181(8) 16 2 ? N1 Co1 N3 86.80(7) . . ? N1 Co1 N3 93.21(7) 15 . ? N1 Co1 N3 93.21(7) 16 . ? N1 Co1 N3 86.80(7) 2 . ? N1 Co1 N3 93.20(7) . 15 ? N1 Co1 N3 86.80(7) 15 15 ? N1 Co1 N3 86.79(7) 16 15 ? N1 Co1 N3 93.20(7) 2 15 ? N3 Co1 N3 180.0 . 15 ? C4 N1 C1 104.8(2) . . ? C4 N1 Co1 127.0(2) . . ? C1 N1 Co1 125.3(2) . . ? O1 N2 O2 125.1(3) . . ? O1 N2 C5 118.0(2) . . ? O2 N2 C5 116.8(2) . . ? C10 N3 C10 117.1(4) 2 . ? C10 N3 Co1 121.47(19) 2 . ? C10 N3 Co1 121.47(19) . . ? C5 C1 N1 120.5(3) 16 . ? C5 C1 C2 128.7(3) 16 . ? N1 C1 C2 110.6(3) . . ? C3 C2 C1 106.6(3) . . ? C3 C2 C8 125.6(3) . . ? C1 C2 C8 127.1(3) . . ? C2 C3 C4 106.2(3) . . ? C2 C3 C6 125.1(3) . . ? C4 C3 C6 128.6(3) . . ? N1 C4 C5 119.6(3) . . ? N1 C4 C3 111.4(3) . . ? C5 C4 C3 129.0(3) . . ? C1 C5 C4 128.3(3) 15 . ? C1 C5 N2 115.7(3) 15 . ? C4 C5 N2 116.1(3) . . ? C3 C6 C7 113.5(3) . . ? C3 C6 H6A 108.9 . . ? C7 C6 H6A 108.9 . . ? C3 C6 H6B 108.9 . . ? C7 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C2 C8 C9 111.8(3) . . ? C2 C8 H8A 109.3 . . ? C9 C8 H8A 109.3 . . ? C2 C8 H8B 109.3 . . ? C9 C8 H8B 109.3 . . ? H8A C8 H8B 107.9 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N3 C10 C11 123.5(3) . . ? N3 C10 H10A 118.3 . . ? C11 C10 H10A 118.3 . . ? C10 C11 C12 118.9(4) . . ? C10 C11 H11A 120.5 . . ? C12 C11 H11A 120.5 . . ? C11 C12 C11 118.0(5) . 2 ? C11 C12 C13 121.0(3) . . ? C11 C12 C13 121.0(3) 2 . ? N4 C13 N4 89.3(11) . 2 ? N4 C13 C12 135.3(6) . . ? N4 C13 C12 135.3(6) 2 . ? C13 N4 N4 45.3(6) . 2 ? C13 N4 N4 106.9(8) . 15_556 ? N4 N4 N4 65.8(3) 2 15_556 ? C13 N4 N4 106.9(8) . 16_556 ? N4 N4 N4 65.8(3) 2 16_556 ? N4 N4 N4 48.4(7) 15_556 16_556 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.711 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.083 _database_code_depnum_ccdc_archive 'CCDC 945370' ####################################################################### # # 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_5janbm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47.50 H49.50 Cl4.50 Co N12 O8' _chemical_formula_weight 1134.95 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' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.274(5) _cell_length_b 13.707(5) _cell_length_c 18.913(5) _cell_angle_alpha 107.964(5) _cell_angle_beta 104.161(5) _cell_angle_gamma 98.063(5) _cell_volume 2853.4(17) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 27.8 _exptl_crystal_description block _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172 _exptl_absorpt_coefficient_mu 0.570 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9214 _exptl_absorpt_correction_T_max 0.9452 _exptl_absorpt_process_details 'SADABS 2.05 (Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15230 _diffrn_reflns_av_R_equivalents 0.0457 _diffrn_reflns_av_sigmaI/netI 0.1066 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 25.50 _reflns_number_total 10363 _reflns_number_gt 6125 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL 5.1, XP (Sheldrick, 1994)' _computing_publication_material SHELXS-97 _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1458P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10363 _refine_ls_number_parameters 612 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1188 _refine_ls_R_factor_gt 0.0815 _refine_ls_wR_factor_ref 0.2400 _refine_ls_wR_factor_gt 0.2135 _refine_ls_goodness_of_fit_ref 0.939 _refine_ls_restrained_S_all 0.939 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Co1 Co 0.49832(5) 0.48927(5) 0.74839(4) 0.0262(2) Uani 1 1 d . . . N1 N 0.5773(3) 0.6023(3) 0.7209(2) 0.0285(9) Uani 1 1 d . . . N2 N 0.4573(3) 0.5967(3) 0.8280(2) 0.0287(9) Uani 1 1 d . . . N3 N 0.4353(3) 0.3777(3) 0.7831(2) 0.0262(8) Uani 1 1 d . . . N4 N 0.5230(3) 0.3788(3) 0.6603(2) 0.0265(8) Uani 1 1 d . . . N5 N 0.5744(4) 0.8694(3) 0.8469(3) 0.0437(11) Uani 1 1 d . . . N6 N 0.3048(4) 0.4793(3) 0.9388(2) 0.0346(9) Uani 1 1 d . . . N7 N 0.4443(4) 0.1102(3) 0.6644(2) 0.0357(10) Uani 1 1 d . . . N8 N 0.6751(3) 0.4943(3) 0.5488(2) 0.0332(9) Uani 1 1 d . . . N9 N 0.3233(3) 0.4783(3) 0.6663(2) 0.0302(9) Uani 1 1 d . . . N10 N 0.6739(3) 0.5044(3) 0.8296(2) 0.0298(9) Uani 1 1 d . . . N11 N 0.0096(3) 0.4569(3) 0.5016(2) 0.0355(9) Uani 1 1 d . . . N12 N 0.9920(3) 0.5406(3) 0.9934(2) 0.0376(10) Uani 1 1 d . . . O1 O 0.5330(3) 0.9120(3) 0.8017(3) 0.0546(11) Uani 1 1 d . . . O2 O 0.6332(4) 0.9143(3) 0.9156(3) 0.0561(11) Uani 1 1 d . . . O3 O 0.3537(3) 0.5360(3) 1.0070(2) 0.0398(8) Uani 1 1 d . . . O4 O 0.2081(3) 0.4200(3) 0.9152(2) 0.0436(9) Uani 1 1 d . . . O5 O 0.3487(3) 0.0562(3) 0.6494(2) 0.0450(9) Uani 1 1 d . . . O6 O 0.5307(3) 0.0757(3) 0.6608(2) 0.0462(9) Uani 1 1 d . . . O7 O 0.6378(3) 0.5394(3) 0.5047(2) 0.0397(8) Uani 1 1 d . . . O8 O 0.7555(3) 0.4512(3) 0.5468(2) 0.0453(9) Uani 1 1 d . . . C1 C 0.6417(4) 0.5889(4) 0.6701(3) 0.0297(10) Uani 1 1 d . . . C2 C 0.7232(4) 0.6872(4) 0.6857(3) 0.0314(11) Uani 1 1 d . . . C3 C 0.7003(4) 0.7620(4) 0.7432(3) 0.0302(10) Uani 1 1 d . . . C4 C 0.6090(4) 0.7094(4) 0.7639(3) 0.0280(10) Uani 1 1 d . . . C5 C 0.5493(4) 0.7526(4) 0.8143(3) 0.0326(11) Uani 1 1 d . . . C6 C 0.4678(4) 0.7008(3) 0.8391(3) 0.0317(11) Uani 1 1 d . . . C7 C 0.3880(4) 0.7446(4) 0.8788(3) 0.0352(11) Uani 1 1 d . . . C8 C 0.3294(4) 0.6644(4) 0.8930(3) 0.0336(11) Uani 1 1 d . . . C9 C 0.3790(4) 0.5752(3) 0.8661(3) 0.0276(10) Uani 1 1 d . . . C10 C 0.3648(4) 0.4816(4) 0.8813(3) 0.0288(10) Uani 1 1 d . . . C11 C 0.4020(4) 0.3933(4) 0.8494(3) 0.0309(10) Uani 1 1 d . . . C12 C 0.4083(4) 0.3029(4) 0.8755(3) 0.0336(11) Uani 1 1 d . . . C13 C 0.4407(4) 0.2307(4) 0.8211(3) 0.0318(11) Uani 1 1 d . . . C14 C 0.4511(4) 0.2763(3) 0.7625(3) 0.0284(10) Uani 1 1 d . . . C15 C 0.4606(4) 0.2264(3) 0.6893(3) 0.0291(10) Uani 1 1 d . . . C16 C 0.4811(4) 0.2729(3) 0.6368(3) 0.0271(10) Uani 1 1 d . . . C17 C 0.4735(4) 0.2215(4) 0.5556(3) 0.0325(11) Uani 1 1 d . . . C18 C 0.5205(4) 0.2974(4) 0.5318(3) 0.0319(11) Uani 1 1 d . . . C19 C 0.5556(4) 0.3946(4) 0.6003(3) 0.0306(10) Uani 1 1 d . . . C20 C 0.6209(4) 0.4921(4) 0.6099(3) 0.0309(11) Uani 1 1 d . . . C21 C 0.8212(4) 0.7042(4) 0.6541(3) 0.0400(12) Uani 1 1 d . . . H21A H 0.8452 0.7801 0.6629 0.048 Uiso 1 1 calc R . . H21B H 0.7952 0.6648 0.5971 0.048 Uiso 1 1 calc R . . C22 C 0.9243(4) 0.6681(5) 0.6924(4) 0.0513(15) Uani 1 1 d . . . H22A H 0.9847 0.6757 0.6674 0.077 Uiso 1 1 calc R . . H22B H 0.9000 0.5940 0.6862 0.077 Uiso 1 1 calc R . . H22C H 0.9548 0.7115 0.7480 0.077 Uiso 1 1 calc R . . C23 C 0.7666(4) 0.8767(4) 0.7802(3) 0.0377(12) Uani 1 1 d . . . H23A H 0.8502 0.8798 0.7900 0.045 Uiso 1 1 calc R . . H23B H 0.7538 0.9083 0.8313 0.045 Uiso 1 1 calc R . . C24 C 0.7308(5) 0.9436(4) 0.7292(4) 0.0478(14) Uani 1 1 d . . . H24A H 0.7708 1.0178 0.7582 0.072 Uiso 1 1 calc R . . H24B H 0.6471 0.9368 0.7159 0.072 Uiso 1 1 calc R . . H24C H 0.7521 0.9182 0.6811 0.072 Uiso 1 1 calc R . . C25 C 0.3616(5) 0.8525(4) 0.8925(4) 0.0516(15) Uani 1 1 d . . . H25A H 0.3287 0.8697 0.9364 0.062 Uiso 1 1 calc R . . H25B H 0.4349 0.9056 0.9081 0.062 Uiso 1 1 calc R . . C26 C 0.2797(7) 0.8614(6) 0.8233(5) 0.087(2) Uani 1 1 d . . . H26A H 0.2688 0.9336 0.8360 0.130 Uiso 1 1 calc R . . H26B H 0.2051 0.8121 0.8092 0.130 Uiso 1 1 calc R . . H26C H 0.3112 0.8443 0.7793 0.130 Uiso 1 1 calc R . . C27 C 0.2229(4) 0.6641(4) 0.9175(3) 0.0381(12) Uani 1 1 d . . . H27A H 0.2160 0.7376 0.9400 0.046 Uiso 1 1 calc R . . H27B H 0.2285 0.6324 0.9583 0.046 Uiso 1 1 calc R . . C28 C 0.1149(4) 0.6014(5) 0.8478(3) 0.0501(14) Uani 1 1 d . . . H28A H 0.0458 0.6043 0.8650 0.075 Uiso 1 1 calc R . . H28B H 0.1199 0.5278 0.8271 0.075 Uiso 1 1 calc R . . H28C H 0.1100 0.6320 0.8070 0.075 Uiso 1 1 calc R . . C29 C 0.3917(5) 0.2888(4) 0.9480(3) 0.0393(12) Uani 1 1 d . . . H29A H 0.3902 0.3577 0.9846 0.047 Uiso 1 1 calc R . . H29B H 0.4588 0.2660 0.9736 0.047 Uiso 1 1 calc R . . C30 C 0.2810(5) 0.2083(4) 0.9331(3) 0.0488(14) Uani 1 1 d . . . H30A H 0.2811 0.1954 0.9813 0.073 Uiso 1 1 calc R . . H30B H 0.2772 0.1421 0.8923 0.073 Uiso 1 1 calc R . . H30C H 0.2137 0.2359 0.9162 0.073 Uiso 1 1 calc R . . C31 C 0.4859(4) 0.1383(4) 0.8331(3) 0.0354(11) Uani 1 1 d . . . H31A H 0.4588 0.0774 0.7833 0.042 Uiso 1 1 calc R . . H31B H 0.4559 0.1177 0.8717 0.042 Uiso 1 1 calc R . . C32 C 0.6177(5) 0.1679(4) 0.8621(3) 0.0461(14) Uani 1 1 d . . . H32A H 0.6462 0.1108 0.8757 0.069 Uiso 1 1 calc R . . H32B H 0.6443 0.2328 0.9083 0.069 Uiso 1 1 calc R . . H32C H 0.6473 0.1792 0.8209 0.069 Uiso 1 1 calc R . . C33 C 0.4058(4) 0.1109(4) 0.5021(3) 0.0387(12) Uani 1 1 d . . . H33A H 0.4262 0.0925 0.4529 0.046 Uiso 1 1 calc R . . H33B H 0.4272 0.0600 0.5274 0.046 Uiso 1 1 calc R . . C34 C 0.2770(5) 0.1024(4) 0.4840(3) 0.0461(13) Uani 1 1 d . . . H34A H 0.2355 0.0339 0.4434 0.069 Uiso 1 1 calc R . . H34B H 0.2573 0.1591 0.4656 0.069 Uiso 1 1 calc R . . H34C H 0.2547 0.1087 0.5313 0.069 Uiso 1 1 calc R . . C35 C 0.5223(4) 0.2813(4) 0.4506(3) 0.0354(11) Uani 1 1 d . . . H35A H 0.5382 0.3511 0.4454 0.043 Uiso 1 1 calc R . . H35B H 0.4444 0.2421 0.4143 0.043 Uiso 1 1 calc R . . C36 C 0.6114(5) 0.2212(4) 0.4250(4) 0.0517(15) Uani 1 1 d . . . H36A H 0.6004 0.2071 0.3694 0.078 Uiso 1 1 calc R . . H36B H 0.6008 0.1543 0.4340 0.078 Uiso 1 1 calc R . . H36C H 0.6896 0.2640 0.4555 0.078 Uiso 1 1 calc R . . C37 C 0.2944(4) 0.5679(4) 0.6591(3) 0.0347(11) Uani 1 1 d . . . H37A H 0.3468 0.6338 0.6907 0.042 Uiso 1 1 calc R . . C38 C 0.1926(4) 0.5670(4) 0.6081(3) 0.0371(12) Uani 1 1 d . . . H38A H 0.1747 0.6312 0.6054 0.045 Uiso 1 1 calc R . . C39 C 0.1159(4) 0.4704(4) 0.5603(3) 0.0319(11) Uani 1 1 d . . . C40 C 0.1440(4) 0.3784(4) 0.5672(3) 0.0377(12) Uani 1 1 d . . . H40A H 0.0935 0.3114 0.5358 0.045 Uiso 1 1 calc R . . C41 C 0.2482(4) 0.3869(4) 0.6213(3) 0.0349(11) Uani 1 1 d . . . H41A H 0.2668 0.3239 0.6265 0.042 Uiso 1 1 calc R . . C42 C 0.7214(4) 0.4220(4) 0.8244(3) 0.0351(11) Uani 1 1 d . . . H42A H 0.6823 0.3564 0.7836 0.042 Uiso 1 1 calc R . . C43 C 0.8270(4) 0.4285(4) 0.8771(3) 0.0396(12) Uani 1 1 d . . . H43A H 0.8582 0.3680 0.8727 0.048 Uiso 1 1 calc R . . C44 C 0.8852(4) 0.5237(4) 0.9355(3) 0.0365(11) Uani 1 1 d . . . C45 C 0.8380(4) 0.6102(4) 0.9388(3) 0.0355(11) Uani 1 1 d . . . H45A H 0.8773 0.6780 0.9766 0.043 Uiso 1 1 calc R . . C46 C 0.7313(4) 0.5948(4) 0.8852(3) 0.0374(12) Uani 1 1 d . . . H46A H 0.6975 0.6537 0.8890 0.045 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0256(3) 0.0279(3) 0.0280(4) 0.0135(3) 0.0069(3) 0.0090(3) N1 0.0249(19) 0.0276(19) 0.032(2) 0.0120(17) 0.0033(17) 0.0104(16) N2 0.0256(19) 0.0262(19) 0.034(2) 0.0153(17) 0.0027(17) 0.0063(16) N3 0.0267(19) 0.0275(19) 0.025(2) 0.0101(16) 0.0066(16) 0.0097(16) N4 0.0268(19) 0.029(2) 0.030(2) 0.0167(17) 0.0087(16) 0.0118(16) N5 0.044(3) 0.032(2) 0.063(3) 0.021(2) 0.023(2) 0.010(2) N6 0.039(2) 0.030(2) 0.036(2) 0.0131(19) 0.011(2) 0.0104(19) N7 0.048(3) 0.034(2) 0.027(2) 0.0116(18) 0.012(2) 0.013(2) N8 0.028(2) 0.042(2) 0.030(2) 0.0162(19) 0.0052(18) 0.0093(18) N9 0.030(2) 0.038(2) 0.028(2) 0.0149(18) 0.0118(17) 0.0110(18) N10 0.029(2) 0.031(2) 0.028(2) 0.0115(17) 0.0054(17) 0.0080(17) N11 0.029(2) 0.046(2) 0.036(2) 0.020(2) 0.0089(18) 0.0145(19) N12 0.033(2) 0.043(2) 0.040(2) 0.015(2) 0.0127(19) 0.0125(19) O1 0.055(2) 0.038(2) 0.092(3) 0.040(2) 0.032(2) 0.0218(18) O2 0.065(3) 0.0302(19) 0.056(3) 0.0001(19) 0.017(2) -0.0044(18) O3 0.048(2) 0.0379(19) 0.030(2) 0.0089(16) 0.0118(17) 0.0073(16) O4 0.040(2) 0.044(2) 0.045(2) 0.0131(17) 0.0169(17) 0.0036(17) O5 0.049(2) 0.0317(18) 0.045(2) 0.0096(17) 0.0081(18) 0.0004(17) O6 0.055(2) 0.044(2) 0.050(2) 0.0196(18) 0.0193(19) 0.0283(18) O7 0.0387(19) 0.049(2) 0.037(2) 0.0251(17) 0.0112(16) 0.0076(16) O8 0.042(2) 0.059(2) 0.045(2) 0.0246(19) 0.0186(18) 0.0218(19) C1 0.029(2) 0.033(2) 0.031(3) 0.019(2) 0.005(2) 0.012(2) C2 0.026(2) 0.038(3) 0.034(3) 0.021(2) 0.005(2) 0.007(2) C3 0.023(2) 0.033(2) 0.038(3) 0.018(2) 0.007(2) 0.0072(19) C4 0.024(2) 0.034(2) 0.030(3) 0.018(2) 0.006(2) 0.0082(19) C5 0.031(2) 0.035(3) 0.037(3) 0.018(2) 0.008(2) 0.014(2) C6 0.027(2) 0.028(2) 0.039(3) 0.014(2) 0.004(2) 0.0076(19) C7 0.034(3) 0.027(2) 0.045(3) 0.012(2) 0.011(2) 0.013(2) C8 0.032(3) 0.038(3) 0.032(3) 0.012(2) 0.009(2) 0.013(2) C9 0.024(2) 0.028(2) 0.027(2) 0.0066(19) 0.0052(19) 0.0077(18) C10 0.030(2) 0.034(2) 0.023(2) 0.011(2) 0.008(2) 0.009(2) C11 0.029(2) 0.035(3) 0.032(3) 0.017(2) 0.007(2) 0.008(2) C12 0.040(3) 0.030(2) 0.036(3) 0.016(2) 0.014(2) 0.008(2) C13 0.037(3) 0.029(2) 0.030(3) 0.014(2) 0.007(2) 0.006(2) C14 0.025(2) 0.032(2) 0.030(3) 0.012(2) 0.007(2) 0.0114(19) C15 0.028(2) 0.027(2) 0.032(3) 0.011(2) 0.006(2) 0.0114(19) C16 0.024(2) 0.033(2) 0.028(2) 0.015(2) 0.0044(19) 0.0143(19) C17 0.034(3) 0.032(2) 0.034(3) 0.012(2) 0.011(2) 0.014(2) C18 0.032(2) 0.033(2) 0.030(3) 0.011(2) 0.006(2) 0.015(2) C19 0.032(2) 0.036(3) 0.029(3) 0.016(2) 0.008(2) 0.017(2) C20 0.030(2) 0.035(3) 0.031(3) 0.015(2) 0.006(2) 0.014(2) C21 0.033(3) 0.043(3) 0.039(3) 0.013(2) 0.007(2) 0.003(2) C22 0.029(3) 0.059(4) 0.064(4) 0.022(3) 0.012(3) 0.011(3) C23 0.036(3) 0.034(3) 0.044(3) 0.017(2) 0.013(2) 0.003(2) C24 0.055(3) 0.038(3) 0.057(4) 0.027(3) 0.016(3) 0.010(3) C25 0.048(3) 0.041(3) 0.080(5) 0.026(3) 0.031(3) 0.021(3) C26 0.075(5) 0.071(5) 0.117(7) 0.047(5) 0.008(5) 0.034(4) C27 0.037(3) 0.039(3) 0.045(3) 0.017(2) 0.019(2) 0.016(2) C28 0.031(3) 0.071(4) 0.054(4) 0.028(3) 0.013(3) 0.015(3) C29 0.051(3) 0.035(3) 0.035(3) 0.017(2) 0.011(2) 0.009(2) C30 0.064(4) 0.043(3) 0.047(3) 0.020(3) 0.029(3) 0.003(3) C31 0.043(3) 0.031(2) 0.034(3) 0.017(2) 0.009(2) 0.009(2) C32 0.047(3) 0.034(3) 0.051(3) 0.021(3) -0.003(3) 0.010(2) C33 0.048(3) 0.036(3) 0.031(3) 0.009(2) 0.013(2) 0.009(2) C34 0.043(3) 0.046(3) 0.041(3) 0.011(3) 0.007(3) 0.005(2) C35 0.043(3) 0.037(3) 0.029(3) 0.014(2) 0.011(2) 0.011(2) C36 0.068(4) 0.046(3) 0.049(4) 0.017(3) 0.030(3) 0.017(3) C37 0.037(3) 0.036(3) 0.035(3) 0.018(2) 0.009(2) 0.014(2) C38 0.040(3) 0.043(3) 0.036(3) 0.021(2) 0.011(2) 0.018(2) C39 0.027(2) 0.043(3) 0.032(3) 0.018(2) 0.009(2) 0.015(2) C40 0.030(3) 0.039(3) 0.042(3) 0.016(2) 0.008(2) 0.005(2) C41 0.030(2) 0.033(3) 0.041(3) 0.017(2) 0.003(2) 0.011(2) C42 0.038(3) 0.035(3) 0.034(3) 0.014(2) 0.008(2) 0.015(2) C43 0.038(3) 0.040(3) 0.041(3) 0.015(2) 0.005(2) 0.018(2) C44 0.029(3) 0.047(3) 0.036(3) 0.020(2) 0.007(2) 0.011(2) C45 0.032(3) 0.037(3) 0.035(3) 0.010(2) 0.008(2) 0.011(2) C46 0.048(3) 0.038(3) 0.033(3) 0.016(2) 0.014(2) 0.020(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 Co1 N2 1.975(4) . ? Co1 N3 1.976(4) . ? Co1 N1 1.984(4) . ? Co1 N4 1.996(4) . ? Co1 N10 2.260(4) . ? Co1 N9 2.277(4) . ? N1 C1 1.373(6) . ? N1 C4 1.384(6) . ? N2 C6 1.360(6) . ? N2 C9 1.386(6) . ? N3 C11 1.376(6) . ? N3 C14 1.378(5) . ? N4 C19 1.358(6) . ? N4 C16 1.361(6) . ? N5 O1 1.228(6) . ? N5 O2 1.230(6) . ? N5 C5 1.483(6) . ? N6 O3 1.225(5) . ? N6 O4 1.231(5) . ? N6 C10 1.461(6) . ? N7 O5 1.211(5) . ? N7 O6 1.229(5) . ? N7 C15 1.484(6) . ? N8 O8 1.221(5) . ? N8 O7 1.224(5) . ? N8 C20 1.475(6) . ? N9 C41 1.333(6) . ? N9 C37 1.361(6) . ? N10 C46 1.314(6) . ? N10 C42 1.330(6) . ? N11 N11 1.253(8) 2_566 ? N11 C39 1.437(6) . ? N12 N12 1.246(8) 2_767 ? N12 C44 1.423(6) . ? C1 C20 1.397(6) . ? C1 C2 1.461(6) . ? C2 C3 1.362(7) . ? C2 C21 1.490(7) . ? C3 C4 1.446(6) . ? C3 C23 1.519(6) . ? C4 C5 1.383(7) . ? C5 C6 1.399(7) . ? C6 C7 1.461(7) . ? C7 C8 1.361(7) . ? C7 C25 1.517(6) . ? C8 C9 1.449(6) . ? C8 C27 1.489(7) . ? C9 C10 1.396(6) . ? C10 C11 1.369(6) . ? C11 C12 1.474(6) . ? C12 C13 1.369(7) . ? C12 C29 1.500(7) . ? C13 C14 1.452(6) . ? C13 C31 1.509(6) . ? C14 C15 1.385(6) . ? C15 C16 1.385(6) . ? C16 C17 1.453(7) . ? C17 C18 1.366(7) . ? C17 C33 1.516(7) . ? C18 C19 1.462(7) . ? C18 C35 1.490(7) . ? C19 C20 1.392(7) . ? C21 C22 1.523(7) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.554(7) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.492(9) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.536(7) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.531(7) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.526(7) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.513(7) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.540(7) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.374(7) . ? C37 H37A 0.9500 . ? C38 C39 1.397(7) . ? C38 H38A 0.9500 . ? C39 C40 1.389(7) . ? C40 C41 1.394(6) . ? C40 H40A 0.9500 . ? C41 H41A 0.9500 . ? C42 C43 1.401(7) . ? C42 H42A 0.9500 . ? C43 C44 1.377(7) . ? C43 H43A 0.9500 . ? C44 C45 1.381(7) . ? C45 C46 1.389(7) . ? C45 H45A 0.9500 . ? C46 H46A 0.9500 . ? 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 N2 Co1 N3 90.66(15) . . ? N2 Co1 N1 89.78(16) . . ? N3 Co1 N1 174.10(14) . . ? N2 Co1 N4 173.88(14) . . ? N3 Co1 N4 89.36(15) . . ? N1 Co1 N4 90.82(15) . . ? N2 Co1 N10 93.81(15) . . ? N3 Co1 N10 88.27(14) . . ? N1 Co1 N10 85.83(14) . . ? N4 Co1 N10 92.30(14) . . ? N2 Co1 N9 85.82(14) . . ? N3 Co1 N9 93.26(14) . . ? N1 Co1 N9 92.64(14) . . ? N4 Co1 N9 88.08(14) . . ? N10 Co1 N9 178.43(14) . . ? C1 N1 C4 104.7(4) . . ? C1 N1 Co1 125.8(3) . . ? C4 N1 Co1 126.9(3) . . ? C6 N2 C9 104.4(4) . . ? C6 N2 Co1 127.8(3) . . ? C9 N2 Co1 124.9(3) . . ? C11 N3 C14 104.8(4) . . ? C11 N3 Co1 125.9(3) . . ? C14 N3 Co1 126.1(3) . . ? C19 N4 C16 105.6(4) . . ? C19 N4 Co1 125.9(3) . . ? C16 N4 Co1 126.2(3) . . ? O1 N5 O2 126.2(5) . . ? O1 N5 C5 115.9(5) . . ? O2 N5 C5 117.9(4) . . ? O3 N6 O4 124.4(4) . . ? O3 N6 C10 118.2(4) . . ? O4 N6 C10 117.4(4) . . ? O5 N7 O6 124.6(4) . . ? O5 N7 C15 118.8(4) . . ? O6 N7 C15 116.5(4) . . ? O8 N8 O7 125.0(4) . . ? O8 N8 C20 116.7(4) . . ? O7 N8 C20 118.3(4) . . ? C41 N9 C37 117.4(4) . . ? C41 N9 Co1 123.0(3) . . ? C37 N9 Co1 119.5(3) . . ? C46 N10 C42 117.7(4) . . ? C46 N10 Co1 120.8(3) . . ? C42 N10 Co1 121.5(3) . . ? N11 N11 C39 112.3(5) 2_566 . ? N12 N12 C44 113.2(5) 2_767 . ? N1 C1 C20 120.6(4) . . ? N1 C1 C2 111.3(4) . . ? C20 C1 C2 127.9(4) . . ? C3 C2 C1 105.7(4) . . ? C3 C2 C21 125.0(4) . . ? C1 C2 C21 128.9(5) . . ? C2 C3 C4 107.0(4) . . ? C2 C3 C23 124.5(4) . . ? C4 C3 C23 128.3(4) . . ? C5 C4 N1 119.9(4) . . ? C5 C4 C3 129.0(4) . . ? N1 C4 C3 111.0(4) . . ? C4 C5 C6 128.7(4) . . ? C4 C5 N5 116.1(4) . . ? C6 C5 N5 115.1(4) . . ? N2 C6 C5 120.1(4) . . ? N2 C6 C7 111.5(4) . . ? C5 C6 C7 128.3(4) . . ? C8 C7 C6 106.3(4) . . ? C8 C7 C25 125.3(4) . . ? C6 C7 C25 127.9(5) . . ? C7 C8 C9 105.9(4) . . ? C7 C8 C27 126.0(4) . . ? C9 C8 C27 127.3(4) . . ? N2 C9 C10 120.5(4) . . ? N2 C9 C8 111.4(4) . . ? C10 C9 C8 127.8(4) . . ? C11 C10 C9 127.4(4) . . ? C11 C10 N6 117.0(4) . . ? C9 C10 N6 115.5(4) . . ? C10 C11 N3 121.3(4) . . ? C10 C11 C12 127.8(4) . . ? N3 C11 C12 110.8(4) . . ? C13 C12 C11 106.0(4) . . ? C13 C12 C29 123.9(4) . . ? C11 C12 C29 130.0(4) . . ? C12 C13 C14 106.2(4) . . ? C12 C13 C31 124.6(4) . . ? C14 C13 C31 127.4(4) . . ? N3 C14 C15 120.0(4) . . ? N3 C14 C13 111.7(4) . . ? C15 C14 C13 127.8(4) . . ? C14 C15 C16 127.1(4) . . ? C14 C15 N7 115.7(4) . . ? C16 C15 N7 117.2(4) . . ? N4 C16 C15 121.0(4) . . ? N4 C16 C17 110.6(4) . . ? C15 C16 C17 128.1(4) . . ? C18 C17 C16 106.8(4) . . ? C18 C17 C33 125.2(4) . . ? C16 C17 C33 126.9(4) . . ? C17 C18 C19 105.0(4) . . ? C17 C18 C35 125.0(4) . . ? C19 C18 C35 129.7(4) . . ? N4 C19 C20 120.6(4) . . ? N4 C19 C18 111.4(4) . . ? C20 C19 C18 127.9(4) . . ? C19 C20 C1 128.5(4) . . ? C19 C20 N8 116.2(4) . . ? C1 C20 N8 115.3(4) . . ? C2 C21 C22 111.9(4) . . ? C2 C21 H21A 109.2 . . ? C22 C21 H21A 109.2 . . ? C2 C21 H21B 109.2 . . ? C22 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C3 C23 C24 113.4(4) . . ? C3 C23 H23A 108.9 . . ? C24 C23 H23A 108.9 . . ? C3 C23 H23B 108.9 . . ? C24 C23 H23B 108.9 . . ? H23A C23 H23B 107.7 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C7 114.2(5) . . ? C26 C25 H25A 108.7 . . ? C7 C25 H25A 108.7 . . ? C26 C25 H25B 108.7 . . ? C7 C25 H25B 108.7 . . ? H25A C25 H25B 107.6 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C8 C27 C28 110.9(4) . . ? C8 C27 H27A 109.4 . . ? C28 C27 H27A 109.4 . . ? C8 C27 H27B 109.4 . . ? C28 C27 H27B 109.4 . . ? H27A C27 H27B 108.0 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C12 C29 C30 113.8(4) . . ? C12 C29 H29A 108.8 . . ? C30 C29 H29A 108.8 . . ? C12 C29 H29B 108.8 . . ? C30 C29 H29B 108.8 . . ? H29A C29 H29B 107.7 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C13 C31 C32 109.9(4) . . ? C13 C31 H31A 109.7 . . ? C32 C31 H31A 109.7 . . ? C13 C31 H31B 109.7 . . ? C32 C31 H31B 109.7 . . ? H31A C31 H31B 108.2 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C34 C33 C17 111.2(4) . . ? C34 C33 H33A 109.4 . . ? C17 C33 H33A 109.4 . . ? C34 C33 H33B 109.4 . . ? C17 C33 H33B 109.4 . . ? H33A C33 H33B 108.0 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C18 C35 C36 115.2(4) . . ? C18 C35 H35A 108.5 . . ? C36 C35 H35A 108.5 . . ? C18 C35 H35B 108.5 . . ? C36 C35 H35B 108.5 . . ? H35A C35 H35B 107.5 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N9 C37 C38 122.8(5) . . ? N9 C37 H37A 118.6 . . ? C38 C37 H37A 118.6 . . ? C37 C38 C39 119.1(4) . . ? C37 C38 H38A 120.4 . . ? C39 C38 H38A 120.4 . . ? C40 C39 C38 118.7(4) . . ? C40 C39 N11 115.9(4) . . ? C38 C39 N11 125.3(4) . . ? C39 C40 C41 118.2(5) . . ? C39 C40 H40A 120.9 . . ? C41 C40 H40A 120.9 . . ? N9 C41 C40 123.7(4) . . ? N9 C41 H41A 118.1 . . ? C40 C41 H41A 118.1 . . ? N10 C42 C43 122.2(5) . . ? N10 C42 H42A 118.9 . . ? C43 C42 H42A 118.9 . . ? C44 C43 C42 119.2(4) . . ? C44 C43 H43A 120.4 . . ? C42 C43 H43A 120.4 . . ? C43 C44 C45 118.5(4) . . ? C43 C44 N12 124.8(4) . . ? C45 C44 N12 116.7(4) . . ? C44 C45 C46 117.9(5) . . ? C44 C45 H45A 121.1 . . ? C46 C45 H45A 121.1 . . ? N10 C46 C45 124.5(4) . . ? N10 C46 H46A 117.8 . . ? C45 C46 H46A 117.8 . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.674 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.107 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.005 835 185 ' ' _platon_squeeze_details ; three solvent CHCl3 molecules are present per unit cell ; _database_code_depnum_ccdc_archive 'CCDC 945371' ####################################################################### # # 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_5novc _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C84 H90 N20 O16 Zn2' _chemical_formula_weight 1766.50 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.924(3) _cell_length_b 13.663(3) _cell_length_c 13.678(3) _cell_angle_alpha 69.774(4) _cell_angle_beta 66.261(4) _cell_angle_gamma 85.852(4) _cell_volume 2068.3(8) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 27.6 _exptl_crystal_description block _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 922 _exptl_absorpt_coefficient_mu 0.660 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9075 _exptl_absorpt_correction_T_max 0.9369 _exptl_absorpt_process_details 'SADABS 2.05 (Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10632 _diffrn_reflns_av_R_equivalents 0.0360 _diffrn_reflns_av_sigmaI/netI 0.0728 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25.25 _reflns_number_total 7237 _reflns_number_gt 5945 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXS-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL 5.1, XP (Sheldrick, 1994)' _computing_publication_material SHELXS-97 _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0795P)^2^+9.8271P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7237 _refine_ls_number_parameters 558 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0799 _refine_ls_R_factor_gt 0.0676 _refine_ls_wR_factor_ref 0.1974 _refine_ls_wR_factor_gt 0.1885 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Zn1 Zn 0.83049(5) 0.17776(4) 0.77490(4) 0.01539(18) Uani 1 1 d . . . O1 O 1.1334(3) 0.5000(3) 0.4342(3) 0.0264(8) Uani 1 1 d . . . O2 O 1.2266(3) 0.4437(3) 0.5415(3) 0.0252(8) Uani 1 1 d . . . O3 O 0.9277(3) 0.2560(3) 1.1063(3) 0.0293(9) Uani 1 1 d . . . O4 O 0.7443(3) 0.2448(3) 1.1677(3) 0.0288(9) Uani 1 1 d . . . O5 O 0.5128(3) -0.1366(3) 1.1109(3) 0.0261(8) Uani 1 1 d . . . O6 O 0.6259(3) -0.2297(3) 1.0169(3) 0.0255(8) Uani 1 1 d . . . O7 O 0.8546(3) -0.0002(3) 0.4556(3) 0.0260(8) Uani 1 1 d . . . O8 O 0.8382(3) 0.1648(3) 0.3756(3) 0.0283(9) Uani 1 1 d . . . N1 N 0.9381(3) 0.2223(3) 0.6036(3) 0.0159(8) Uani 1 1 d . . . N2 N 0.9333(3) 0.2724(3) 0.7961(3) 0.0153(8) Uani 1 1 d . . . N3 N 0.7769(3) 0.0911(3) 0.9475(3) 0.0159(8) Uani 1 1 d . . . N4 N 0.7668(3) 0.0538(3) 0.7552(3) 0.0167(8) Uani 1 1 d . . . N5 N 1.1447(4) 0.4392(3) 0.5190(3) 0.0197(9) Uani 1 1 d . . . N6 N 0.8400(4) 0.2405(3) 1.0986(3) 0.0202(9) Uani 1 1 d . . . N7 N 0.5987(4) -0.1462(3) 1.0322(3) 0.0194(9) Uani 1 1 d . . . N8 N 0.8466(3) 0.0911(3) 0.4539(3) 0.0196(9) Uani 1 1 d . . . N9 N 0.7052(3) 0.2851(3) 0.7676(3) 0.0181(9) Uani 1 1 d . . . N10 N 0.5062(4) 0.4912(4) 0.5515(4) 0.0327(11) Uani 1 1 d . . . C1 C 0.9405(4) 0.1756(4) 0.5285(4) 0.0173(10) Uani 1 1 d . . . C2 C 1.0495(4) 0.2033(4) 0.4294(4) 0.0181(10) Uani 1 1 d . . . C3 C 1.1099(4) 0.2712(4) 0.4445(4) 0.0190(10) Uani 1 1 d . . . C4 C 1.0360(4) 0.2850(4) 0.5517(4) 0.0167(10) Uani 1 1 d . . . C5 C 1.0557(4) 0.3552(4) 0.5995(4) 0.0171(10) Uani 1 1 d . . . C6 C 1.0007(4) 0.3571(4) 0.7103(4) 0.0149(9) Uani 1 1 d . . . C7 C 1.0029(4) 0.4409(4) 0.7528(4) 0.0199(10) Uani 1 1 d . . . C8 C 0.9379(4) 0.4022(4) 0.8673(4) 0.0179(10) Uani 1 1 d . . . C9 C 0.9005(4) 0.2945(4) 0.8936(4) 0.0166(10) Uani 1 1 d . . . C10 C 0.8486(4) 0.2151(4) 0.9992(4) 0.0178(10) Uani 1 1 d . . . C11 C 0.8065(4) 0.1137(4) 1.0233(4) 0.0170(10) Uani 1 1 d . . . C12 C 0.7846(4) 0.0220(4) 1.1252(4) 0.0187(10) Uani 1 1 d . . . C13 C 0.7379(4) -0.0557(4) 1.1104(4) 0.0184(10) Uani 1 1 d . . . C14 C 0.7298(4) -0.0099(4) 1.0003(4) 0.0156(10) Uani 1 1 d . . . C15 C 0.6747(4) -0.0522(4) 0.9521(4) 0.0167(10) Uani 1 1 d . . . C16 C 0.6810(4) -0.0178(4) 0.8407(4) 0.0161(10) Uani 1 1 d . . . C17 C 0.6087(4) -0.0495(4) 0.7962(4) 0.0187(10) Uani 1 1 d . . . C18 C 0.6562(4) 0.0031(4) 0.6811(4) 0.0184(10) Uani 1 1 d . . . C19 C 0.7581(4) 0.0628(4) 0.6557(4) 0.0180(10) Uani 1 1 d . . . C20 C 0.8476(4) 0.1125(4) 0.5518(4) 0.0190(10) Uani 1 1 d . . . C21 C 1.0965(4) 0.1571(4) 0.3362(4) 0.0205(11) Uani 1 1 d . . . H21A H 1.0478 0.0936 0.3588 0.025 Uiso 1 1 calc R . . H21B H 1.1730 0.1349 0.3295 0.025 Uiso 1 1 calc R . . C22 C 1.1053(5) 0.2300(4) 0.2197(4) 0.0261(12) Uani 1 1 d . . . H22A H 1.1340 0.1929 0.1652 0.039 Uiso 1 1 calc R . . H22B H 1.1572 0.2911 0.1939 0.039 Uiso 1 1 calc R . . H22C H 1.0301 0.2528 0.2250 0.039 Uiso 1 1 calc R . . C23 C 1.2344(4) 0.3061(4) 0.3762(4) 0.0218(11) Uani 1 1 d . . . H23A H 1.2450 0.3829 0.3537 0.026 Uiso 1 1 calc R . . H23B H 1.2612 0.2887 0.3058 0.026 Uiso 1 1 calc R . . C24 C 1.3052(5) 0.2534(5) 0.4441(5) 0.0293(12) Uani 1 1 d . . . H24A H 1.3847 0.2808 0.3990 0.044 Uiso 1 1 calc R . . H24B H 1.2995 0.1777 0.4614 0.044 Uiso 1 1 calc R . . H24C H 1.2769 0.2682 0.5153 0.044 Uiso 1 1 calc R . . C25 C 1.0605(5) 0.5503(4) 0.6887(4) 0.0227(11) Uani 1 1 d . . . H25A H 1.0060 0.6009 0.7123 0.027 Uiso 1 1 calc R . . H25B H 1.0830 0.5665 0.6061 0.027 Uiso 1 1 calc R . . C26 C 1.1656(5) 0.5632(4) 0.7099(5) 0.0309(13) Uani 1 1 d . . . H26A H 1.1977 0.6359 0.6700 0.046 Uiso 1 1 calc R . . H26B H 1.2221 0.5168 0.6815 0.046 Uiso 1 1 calc R . . H26C H 1.1441 0.5450 0.7918 0.046 Uiso 1 1 calc R . . C27 C 0.9005(5) 0.4671(4) 0.9435(4) 0.0228(11) Uani 1 1 d . . . H27A H 0.9476 0.5343 0.9042 0.027 Uiso 1 1 calc R . . H27B H 0.9122 0.4297 1.0140 0.027 Uiso 1 1 calc R . . C28 C 0.7741(5) 0.4891(5) 0.9750(5) 0.0326(13) Uani 1 1 d . . . H28A H 0.7543 0.5357 1.0195 0.049 Uiso 1 1 calc R . . H28B H 0.7267 0.4231 1.0202 0.049 Uiso 1 1 calc R . . H28C H 0.7613 0.5225 0.9053 0.049 Uiso 1 1 calc R . . C29 C 0.8235(4) 0.0089(4) 1.2189(4) 0.0218(11) Uani 1 1 d . . . H29A H 0.7811 -0.0531 1.2856 0.026 Uiso 1 1 calc R . . H29B H 0.8063 0.0711 1.2425 0.026 Uiso 1 1 calc R . . C30 C 0.9509(5) -0.0047(5) 1.1808(5) 0.0296(13) Uani 1 1 d . . . H30A H 0.9735 -0.0103 1.2427 0.044 Uiso 1 1 calc R . . H30B H 0.9931 0.0559 1.1138 0.044 Uiso 1 1 calc R . . H30C H 0.9675 -0.0684 1.1614 0.044 Uiso 1 1 calc R . . C31 C 0.7174(4) -0.1695(4) 1.1854(4) 0.0227(11) Uani 1 1 d . . . H31A H 0.6430 -0.1973 1.1970 0.027 Uiso 1 1 calc R . . H31B H 0.7143 -0.1754 1.2607 0.027 Uiso 1 1 calc R . . C32 C 0.8098(5) -0.2356(4) 1.1342(5) 0.0312(13) Uani 1 1 d . . . H32A H 0.7926 -0.3087 1.1852 0.047 Uiso 1 1 calc R . . H32B H 0.8832 -0.2097 1.1246 0.047 Uiso 1 1 calc R . . H32C H 0.8126 -0.2306 1.0599 0.047 Uiso 1 1 calc R . . C33 C 0.5013(4) -0.1203(4) 0.8592(4) 0.0223(11) Uani 1 1 d . . . H33A H 0.4437 -0.0863 0.8306 0.027 Uiso 1 1 calc R . . H33B H 0.4720 -0.1294 0.9410 0.027 Uiso 1 1 calc R . . C34 C 0.5165(5) -0.2277(4) 0.8469(4) 0.0255(12) Uani 1 1 d . . . H34A H 0.4433 -0.2691 0.8880 0.038 Uiso 1 1 calc R . . H34B H 0.5703 -0.2636 0.8787 0.038 Uiso 1 1 calc R . . H34C H 0.5457 -0.2195 0.7662 0.038 Uiso 1 1 calc R . . C35 C 0.6002(5) 0.0099(4) 0.6008(4) 0.0239(11) Uani 1 1 d . . . H35A H 0.5385 -0.0465 0.6380 0.029 Uiso 1 1 calc R . . H35B H 0.6566 -0.0008 0.5313 0.029 Uiso 1 1 calc R . . C36 C 0.5516(6) 0.1156(5) 0.5677(6) 0.0429(16) Uani 1 1 d . . . H36A H 0.5143 0.1166 0.5177 0.064 Uiso 1 1 calc R . . H36B H 0.6131 0.1714 0.5277 0.064 Uiso 1 1 calc R . . H36C H 0.4963 0.1267 0.6364 0.064 Uiso 1 1 calc R . . C37 C 0.6603(4) 0.3307(4) 0.8458(4) 0.0242(11) Uani 1 1 d . . . H37A H 0.6827 0.3113 0.9077 0.029 Uiso 1 1 calc R . . C38 C 0.5820(5) 0.4054(4) 0.8401(5) 0.0315(13) Uani 1 1 d . . . H38A H 0.5516 0.4363 0.8974 0.038 Uiso 1 1 calc R . . C39 C 0.5494(5) 0.4340(4) 0.7518(5) 0.0324(13) Uani 1 1 d . . . H39A H 0.4968 0.4857 0.7460 0.039 Uiso 1 1 calc R . . C40 C 0.5945(4) 0.3859(4) 0.6694(4) 0.0241(11) Uani 1 1 d . . . C41 C 0.5666(5) 0.4151(4) 0.5712(5) 0.0297(12) Uani 1 1 d . . . H41A H 0.5937 0.3768 0.5206 0.036 Uiso 1 1 calc R . . C42 C 0.6723(4) 0.3119(4) 0.6810(4) 0.0189(10) Uani 1 1 d . . . H42A H 0.7034 0.2791 0.6256 0.023 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0168(3) 0.0167(3) 0.0137(3) -0.0057(2) -0.0066(2) 0.0005(2) O1 0.030(2) 0.0235(19) 0.0216(19) -0.0034(16) -0.0091(17) -0.0019(16) O2 0.0196(19) 0.027(2) 0.0260(19) -0.0091(16) -0.0057(16) -0.0050(15) O3 0.034(2) 0.036(2) 0.026(2) -0.0111(17) -0.0182(18) -0.0027(18) O4 0.033(2) 0.035(2) 0.0208(19) -0.0145(17) -0.0094(18) 0.0077(17) O5 0.0208(19) 0.032(2) 0.0217(19) -0.0095(16) -0.0037(16) -0.0017(16) O6 0.027(2) 0.0185(18) 0.029(2) -0.0058(16) -0.0115(17) -0.0010(15) O7 0.035(2) 0.0222(19) 0.0249(19) -0.0130(16) -0.0123(17) 0.0008(16) O8 0.042(2) 0.025(2) 0.0225(19) -0.0044(16) -0.0211(18) 0.0018(17) N1 0.013(2) 0.019(2) 0.016(2) -0.0079(17) -0.0041(17) -0.0004(16) N2 0.016(2) 0.016(2) 0.016(2) -0.0055(16) -0.0073(17) 0.0006(16) N3 0.016(2) 0.017(2) 0.017(2) -0.0049(16) -0.0087(17) -0.0019(16) N4 0.015(2) 0.018(2) 0.015(2) -0.0054(16) -0.0036(17) -0.0004(16) N5 0.021(2) 0.019(2) 0.017(2) -0.0071(18) -0.0041(18) -0.0039(17) N6 0.026(2) 0.020(2) 0.017(2) -0.0065(17) -0.0114(19) 0.0010(18) N7 0.020(2) 0.019(2) 0.015(2) -0.0030(17) -0.0054(18) -0.0046(17) N8 0.019(2) 0.024(2) 0.018(2) -0.0083(18) -0.0081(18) 0.0002(18) N9 0.014(2) 0.020(2) 0.016(2) -0.0032(17) -0.0052(17) -0.0024(17) N10 0.034(3) 0.036(3) 0.033(3) -0.007(2) -0.022(2) 0.006(2) C1 0.018(2) 0.017(2) 0.016(2) -0.0029(19) -0.008(2) 0.0025(19) C2 0.020(3) 0.018(2) 0.017(2) -0.005(2) -0.009(2) 0.003(2) C3 0.020(3) 0.020(2) 0.013(2) -0.003(2) -0.006(2) 0.003(2) C4 0.020(2) 0.016(2) 0.014(2) -0.0059(19) -0.006(2) 0.0027(19) C5 0.017(2) 0.013(2) 0.017(2) -0.0031(19) -0.004(2) -0.0026(19) C6 0.013(2) 0.015(2) 0.017(2) -0.0046(19) -0.0071(19) 0.0009(18) C7 0.023(3) 0.020(3) 0.019(2) -0.007(2) -0.010(2) 0.001(2) C8 0.022(3) 0.019(2) 0.018(2) -0.009(2) -0.013(2) 0.005(2) C9 0.016(2) 0.022(2) 0.014(2) -0.007(2) -0.007(2) 0.002(2) C10 0.016(2) 0.024(3) 0.017(2) -0.010(2) -0.007(2) 0.002(2) C11 0.016(2) 0.022(2) 0.014(2) -0.008(2) -0.005(2) 0.0018(19) C12 0.015(2) 0.024(3) 0.015(2) -0.006(2) -0.005(2) 0.005(2) C13 0.015(2) 0.021(3) 0.013(2) -0.004(2) -0.0027(19) 0.003(2) C14 0.013(2) 0.018(2) 0.013(2) -0.0041(19) -0.0019(19) -0.0021(19) C15 0.014(2) 0.016(2) 0.018(2) -0.0045(19) -0.004(2) -0.0003(19) C16 0.015(2) 0.016(2) 0.016(2) -0.0080(19) -0.003(2) 0.0006(19) C17 0.015(2) 0.020(2) 0.021(2) -0.009(2) -0.006(2) 0.004(2) C18 0.016(2) 0.020(2) 0.019(2) -0.009(2) -0.007(2) 0.003(2) C19 0.018(2) 0.016(2) 0.022(2) -0.008(2) -0.009(2) 0.0041(19) C20 0.022(3) 0.021(3) 0.017(2) -0.010(2) -0.009(2) 0.004(2) C21 0.021(3) 0.021(3) 0.020(2) -0.010(2) -0.007(2) 0.003(2) C22 0.027(3) 0.031(3) 0.019(3) -0.011(2) -0.006(2) 0.002(2) C23 0.020(3) 0.026(3) 0.018(2) -0.010(2) -0.005(2) 0.000(2) C24 0.020(3) 0.035(3) 0.037(3) -0.022(3) -0.009(2) 0.007(2) C25 0.027(3) 0.014(2) 0.024(3) -0.005(2) -0.008(2) -0.001(2) C26 0.033(3) 0.024(3) 0.036(3) -0.013(2) -0.010(3) -0.005(2) C27 0.031(3) 0.021(3) 0.021(3) -0.012(2) -0.011(2) -0.001(2) C28 0.032(3) 0.030(3) 0.033(3) -0.020(3) -0.003(3) 0.004(3) C29 0.027(3) 0.024(3) 0.015(2) -0.005(2) -0.010(2) 0.006(2) C30 0.030(3) 0.039(3) 0.031(3) -0.016(3) -0.022(3) 0.011(3) C31 0.023(3) 0.022(3) 0.019(3) -0.004(2) -0.007(2) 0.001(2) C32 0.035(3) 0.020(3) 0.036(3) -0.006(2) -0.016(3) 0.005(2) C33 0.014(2) 0.031(3) 0.023(3) -0.013(2) -0.005(2) -0.002(2) C34 0.024(3) 0.031(3) 0.021(3) -0.012(2) -0.004(2) -0.008(2) C35 0.024(3) 0.030(3) 0.024(3) -0.012(2) -0.012(2) -0.001(2) C36 0.048(4) 0.052(4) 0.053(4) -0.025(3) -0.041(4) 0.023(3) C37 0.021(3) 0.027(3) 0.024(3) -0.011(2) -0.006(2) -0.001(2) C38 0.029(3) 0.029(3) 0.031(3) -0.014(3) -0.005(3) 0.003(2) C39 0.022(3) 0.022(3) 0.039(3) -0.003(2) -0.005(3) 0.005(2) C40 0.015(3) 0.024(3) 0.022(3) 0.003(2) -0.005(2) -0.003(2) C41 0.026(3) 0.031(3) 0.030(3) -0.007(2) -0.012(3) 0.002(2) C42 0.016(2) 0.019(2) 0.019(2) -0.004(2) -0.006(2) 0.001(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 Zn1 N1 2.076(4) . ? Zn1 N4 2.077(4) . ? Zn1 N3 2.079(4) . ? Zn1 N2 2.083(4) . ? Zn1 N9 2.114(4) . ? O1 N5 1.228(5) . ? O2 N5 1.226(5) . ? O3 N6 1.219(5) . ? O4 N6 1.230(6) . ? O5 N7 1.234(5) . ? O6 N7 1.232(5) . ? O7 N8 1.238(5) . ? O8 N8 1.227(5) . ? N1 C4 1.361(6) . ? N1 C1 1.374(6) . ? N2 C9 1.362(6) . ? N2 C6 1.363(6) . ? N3 C11 1.369(6) . ? N3 C14 1.369(6) . ? N4 C16 1.370(6) . ? N4 C19 1.373(6) . ? N5 C5 1.467(6) . ? N6 C10 1.477(6) . ? N7 C15 1.469(6) . ? N8 C20 1.471(6) . ? N9 C37 1.333(7) . ? N9 C42 1.342(6) . ? N10 C41 1.274(7) . ? N10 N10 1.418(9) 2_666 ? C1 C20 1.392(7) . ? C1 C2 1.466(7) . ? C2 C3 1.371(7) . ? C2 C21 1.508(7) . ? C3 C4 1.460(7) . ? C3 C23 1.510(7) . ? C4 C5 1.419(7) . ? C5 C6 1.400(7) . ? C6 C7 1.459(7) . ? C7 C8 1.368(7) . ? C7 C25 1.512(7) . ? C8 C9 1.457(7) . ? C8 C27 1.509(7) . ? C9 C10 1.398(7) . ? C10 C11 1.405(7) . ? C11 C12 1.456(7) . ? C12 C13 1.368(7) . ? C12 C29 1.508(7) . ? C13 C14 1.461(7) . ? C13 C31 1.509(7) . ? C14 C15 1.405(7) . ? C15 C16 1.400(7) . ? C16 C17 1.459(7) . ? C17 C18 1.370(7) . ? C17 C33 1.504(7) . ? C18 C19 1.453(7) . ? C18 C35 1.515(7) . ? C19 C20 1.394(7) . ? C21 C22 1.522(7) . ? C23 C24 1.532(8) . ? C25 C26 1.532(8) . ? C27 C28 1.547(8) . ? C29 C30 1.533(7) . ? C31 C32 1.529(7) . ? C33 C34 1.524(7) . ? C35 C36 1.527(8) . ? C37 C38 1.390(8) . ? C38 C39 1.360(9) . ? C39 C40 1.402(8) . ? C40 C42 1.389(7) . ? C40 C41 1.447(8) . ? 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 N1 Zn1 N4 87.45(15) . . ? N1 Zn1 N3 155.71(16) . . ? N4 Zn1 N3 88.48(15) . . ? N1 Zn1 N2 89.13(15) . . ? N4 Zn1 N2 162.72(16) . . ? N3 Zn1 N2 87.70(15) . . ? N1 Zn1 N9 100.34(15) . . ? N4 Zn1 N9 101.61(16) . . ? N3 Zn1 N9 103.94(15) . . ? N2 Zn1 N9 95.67(15) . . ? C4 N1 C1 106.0(4) . . ? C4 N1 Zn1 125.8(3) . . ? C1 N1 Zn1 126.5(3) . . ? C9 N2 C6 106.3(4) . . ? C9 N2 Zn1 121.8(3) . . ? C6 N2 Zn1 123.6(3) . . ? C11 N3 C14 106.2(4) . . ? C11 N3 Zn1 125.9(3) . . ? C14 N3 Zn1 126.2(3) . . ? C16 N4 C19 106.2(4) . . ? C16 N4 Zn1 123.9(3) . . ? C19 N4 Zn1 121.9(3) . . ? O2 N5 O1 124.2(4) . . ? O2 N5 C5 116.9(4) . . ? O1 N5 C5 118.9(4) . . ? O3 N6 O4 124.6(4) . . ? O3 N6 C10 118.0(4) . . ? O4 N6 C10 117.3(4) . . ? O6 N7 O5 124.4(4) . . ? O6 N7 C15 117.7(4) . . ? O5 N7 C15 118.0(4) . . ? O8 N8 O7 124.1(4) . . ? O8 N8 C20 118.1(4) . . ? O7 N8 C20 117.8(4) . . ? C37 N9 C42 118.5(4) . . ? C37 N9 Zn1 121.2(3) . . ? C42 N9 Zn1 120.3(3) . . ? C41 N10 N10 111.4(6) . 2_666 ? N1 C1 C20 120.6(4) . . ? N1 C1 C2 110.2(4) . . ? C20 C1 C2 129.2(4) . . ? C3 C2 C1 106.5(4) . . ? C3 C2 C21 124.6(4) . . ? C1 C2 C21 128.3(4) . . ? C2 C3 C4 105.7(4) . . ? C2 C3 C23 125.8(4) . . ? C4 C3 C23 127.4(4) . . ? N1 C4 C5 121.2(4) . . ? N1 C4 C3 111.3(4) . . ? C5 C4 C3 127.5(4) . . ? C6 C5 C4 129.5(4) . . ? C6 C5 N5 116.1(4) . . ? C4 C5 N5 114.3(4) . . ? N2 C6 C5 120.3(4) . . ? N2 C6 C7 110.6(4) . . ? C5 C6 C7 129.1(4) . . ? C8 C7 C6 105.9(4) . . ? C8 C7 C25 124.6(5) . . ? C6 C7 C25 129.6(4) . . ? C7 C8 C9 106.5(4) . . ? C7 C8 C27 124.4(5) . . ? C9 C8 C27 128.5(4) . . ? N2 C9 C10 119.7(4) . . ? N2 C9 C8 110.3(4) . . ? C10 C9 C8 129.7(4) . . ? C9 C10 C11 128.9(4) . . ? C9 C10 N6 115.4(4) . . ? C11 C10 N6 115.7(4) . . ? N3 C11 C10 120.7(4) . . ? N3 C11 C12 110.7(4) . . ? C10 C11 C12 128.5(4) . . ? C13 C12 C11 106.2(4) . . ? C13 C12 C29 126.1(4) . . ? C11 C12 C29 127.0(4) . . ? C12 C13 C14 106.5(4) . . ? C12 C13 C31 125.4(4) . . ? C14 C13 C31 127.5(4) . . ? N3 C14 C15 120.4(4) . . ? N3 C14 C13 110.2(4) . . ? C15 C14 C13 129.1(4) . . ? C16 C15 C14 129.8(4) . . ? C16 C15 N7 116.0(4) . . ? C14 C15 N7 114.2(4) . . ? N4 C16 C15 119.8(4) . . ? N4 C16 C17 110.8(4) . . ? C15 C16 C17 129.4(4) . . ? C18 C17 C16 105.5(4) . . ? C18 C17 C33 125.1(5) . . ? C16 C17 C33 129.4(4) . . ? C17 C18 C19 107.4(4) . . ? C17 C18 C35 124.8(5) . . ? C19 C18 C35 127.2(4) . . ? N4 C19 C20 119.5(4) . . ? N4 C19 C18 109.7(4) . . ? C20 C19 C18 130.2(4) . . ? C1 C20 C19 129.2(4) . . ? C1 C20 N8 115.4(4) . . ? C19 C20 N8 115.3(4) . . ? C2 C21 C22 115.0(4) . . ? C3 C23 C24 111.6(4) . . ? C7 C25 C26 112.3(4) . . ? C8 C27 C28 111.7(4) . . ? C12 C29 C30 111.8(4) . . ? C13 C31 C32 112.3(4) . . ? C17 C33 C34 113.6(4) . . ? C18 C35 C36 111.6(4) . . ? N9 C37 C38 122.5(5) . . ? C39 C38 C37 119.4(5) . . ? C38 C39 C40 119.0(5) . . ? C42 C40 C39 118.2(5) . . ? C42 C40 C41 119.8(5) . . ? C39 C40 C41 122.0(5) . . ? N10 C41 C40 121.0(5) . . ? N9 C42 C40 122.5(5) . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 1.205 _refine_diff_density_min -0.525 _refine_diff_density_rms 0.118 _database_code_depnum_ccdc_archive 'CCDC 945372' ####################################################################### # # 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_22octd _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C99.60 H121.20 N20 O16 Zn2' _chemical_formula_weight 1985.31 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2 1/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.9272(19) _cell_length_b 37.718(5) _cell_length_c 11.3170(15) _cell_angle_alpha 90.00 _cell_angle_beta 110.296(2) _cell_angle_gamma 90.00 _cell_volume 5575.8(13) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 24.4 _exptl_crystal_description block _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.182 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2094 _exptl_absorpt_coefficient_mu 0.497 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9312 _exptl_absorpt_correction_T_max 0.9520 _exptl_absorpt_process_details 'SADABS 2.05 (Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28518 _diffrn_reflns_av_R_equivalents 0.0686 _diffrn_reflns_av_sigmaI/netI 0.0852 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -44 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.00 _reflns_number_total 9804 _reflns_number_gt 6427 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL 5.1, XP (Sheldrick, 1994)' _computing_publication_material SHELXS-97 _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0691P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9804 _refine_ls_number_parameters 559 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0794 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.1334 _refine_ls_wR_factor_gt 0.1231 _refine_ls_goodness_of_fit_ref 0.916 _refine_ls_restrained_S_all 0.916 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 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 Zn1 Zn 0.56755(3) 0.666429(9) 0.93824(3) 0.02338(12) Uani 1 1 d . . . O1 O 0.1503(2) 0.64931(9) 0.7335(3) 0.0710(9) Uani 1 1 d . . . O2 O 0.1612(2) 0.67400(9) 0.9105(3) 0.0658(9) Uani 1 1 d . . . O3 O 0.56300(18) 0.78187(6) 0.6254(2) 0.0398(6) Uani 1 1 d . . . O4 O 0.46844(17) 0.74206(6) 0.50016(19) 0.0333(5) Uani 1 1 d . . . O5 O 0.96305(18) 0.71904(6) 1.0967(2) 0.0422(6) Uani 1 1 d . . . O6 O 0.99100(17) 0.66246(6) 1.0904(2) 0.0407(6) Uani 1 1 d . . . O7 O 0.6604(3) 0.56816(7) 1.3261(3) 0.0653(9) Uani 1 1 d . . . O8 O 0.5664(2) 0.60660(7) 1.3805(2) 0.0519(7) Uani 1 1 d . . . N1 N 0.4705(2) 0.64323(7) 1.0169(2) 0.0297(6) Uani 1 1 d . . . N2 N 0.44423(19) 0.69374(6) 0.8159(2) 0.0262(6) Uani 1 1 d . . . N3 N 0.66422(18) 0.69886(6) 0.8821(2) 0.0207(5) Uani 1 1 d . . . N4 N 0.69199(19) 0.65305(6) 1.0975(2) 0.0245(6) Uani 1 1 d . . . N5 N 0.1988(2) 0.66231(10) 0.8348(3) 0.0555(9) Uani 1 1 d . . . N6 N 0.5216(2) 0.75270(7) 0.6048(2) 0.0296(6) Uani 1 1 d . . . N7 N 0.9342(2) 0.68807(8) 1.0784(2) 0.0322(7) Uani 1 1 d . . . N8 N 0.6099(3) 0.59557(8) 1.3098(3) 0.0466(8) Uani 1 1 d . . . N9 N 0.5712(2) 0.62108(6) 0.8201(2) 0.0268(6) Uani 1 1 d . . . N10 N 0.4966(2) 0.51207(7) 0.5463(3) 0.0401(8) Uani 1 1 d . . . C1 C 0.5004(3) 0.61771(8) 1.1084(3) 0.0335(8) Uani 1 1 d . . . C2 C 0.4128(3) 0.59501(10) 1.1001(4) 0.0467(10) Uani 1 1 d . . . C3 C 0.3298(3) 0.60879(10) 1.0094(4) 0.0493(10) Uani 1 1 d . . . C4 C 0.3670(3) 0.63990(9) 0.9595(3) 0.0359(8) Uani 1 1 d . . . C5 C 0.3116(2) 0.66493(10) 0.8698(3) 0.0376(8) Uani 1 1 d . . . C6 C 0.3448(2) 0.69240(9) 0.8117(3) 0.0329(8) Uani 1 1 d . . . C7 C 0.2866(3) 0.72229(10) 0.7389(3) 0.0376(8) Uani 1 1 d . . . C8 C 0.3523(3) 0.74124(9) 0.6986(3) 0.0332(8) Uani 1 1 d . . . C9 C 0.4493(2) 0.72188(8) 0.7431(3) 0.0253(7) Uani 1 1 d . . . C10 C 0.5370(2) 0.72846(8) 0.7130(3) 0.0245(7) Uani 1 1 d . . . C11 C 0.6356(2) 0.71548(7) 0.7673(3) 0.0224(7) Uani 1 1 d . . . C12 C 0.7223(2) 0.71771(8) 0.7235(3) 0.0253(7) Uani 1 1 d . . . C13 C 0.8045(2) 0.70379(8) 0.8173(3) 0.0249(7) Uani 1 1 d . . . C14 C 0.7669(2) 0.69361(7) 0.9180(3) 0.0232(7) Uani 1 1 d . . . C15 C 0.8228(2) 0.68154(8) 1.0399(3) 0.0238(7) Uani 1 1 d . . . C16 C 0.7886(2) 0.66599(8) 1.1295(3) 0.0241(7) Uani 1 1 d . . . C17 C 0.8474(3) 0.65836(8) 1.2618(3) 0.0304(8) Uani 1 1 d . . . C18 C 0.7843(3) 0.63833(8) 1.3043(3) 0.0325(8) Uani 1 1 d . . . C19 C 0.6873(3) 0.63518(8) 1.2013(3) 0.0287(7) Uani 1 1 d . . . C20 C 0.5986(3) 0.61717(8) 1.1964(3) 0.0323(8) Uani 1 1 d . . . C21 C 0.4172(4) 0.55963(11) 1.1627(4) 0.0660(13) Uani 1 1 d . . . H21A H 0.3468 0.5518 1.1517 0.079 Uiso 1 1 calc R . . H21B H 0.4553 0.5621 1.2541 0.079 Uiso 1 1 calc R . . C22 C 0.4693(5) 0.53129(11) 1.1086(5) 0.0944(19) Uani 1 1 d . . . H22A H 0.4669 0.5084 1.1485 0.142 Uiso 1 1 calc R . . H22B H 0.5408 0.5380 1.1252 0.142 Uiso 1 1 calc R . . H22C H 0.4335 0.5294 1.0175 0.142 Uiso 1 1 calc R . . C23 C 0.2249(4) 0.59264(14) 0.9636(4) 0.0796(16) Uani 1 1 d . . . H23A H 0.1729 0.6118 0.9412 0.096 Uiso 1 1 calc R . . H23B H 0.2152 0.5785 1.0322 0.096 Uiso 1 1 calc R . . C24 C 0.2087(5) 0.56893(17) 0.8489(5) 0.114(2) Uani 1 1 d . . . H24A H 0.1424 0.5570 0.8269 0.171 Uiso 1 1 calc R . . H24B H 0.2634 0.5512 0.8685 0.171 Uiso 1 1 calc R . . H24C H 0.2100 0.5834 0.7776 0.171 Uiso 1 1 calc R . . C25 C 0.1789(3) 0.73417(12) 0.7201(3) 0.0540(11) Uani 1 1 d . . . H25A H 0.1351 0.7130 0.7125 0.065 Uiso 1 1 calc R . . H25B H 0.1519 0.7477 0.6403 0.065 Uiso 1 1 calc R . . C26 C 0.1730(3) 0.75740(13) 0.8285(4) 0.0690(14) Uani 1 1 d . . . H26A H 0.1020 0.7648 0.8110 0.103 Uiso 1 1 calc R . . H26B H 0.2163 0.7784 0.8366 0.103 Uiso 1 1 calc R . . H26C H 0.1968 0.7438 0.9072 0.103 Uiso 1 1 calc R . . C27 C 0.3334(3) 0.77757(9) 0.6419(3) 0.0433(9) Uani 1 1 d . . . H27A H 0.2589 0.7825 0.6112 0.052 Uiso 1 1 calc R . . H27B H 0.3566 0.7784 0.5686 0.052 Uiso 1 1 calc R . . C28 C 0.3893(3) 0.80630(9) 0.7367(3) 0.0500(10) Uani 1 1 d . . . H28A H 0.3709 0.8297 0.6978 0.075 Uiso 1 1 calc R . . H28B H 0.4634 0.8028 0.7613 0.075 Uiso 1 1 calc R . . H28C H 0.3692 0.8047 0.8114 0.075 Uiso 1 1 calc R . . C29 C 0.7217(3) 0.72843(9) 0.5944(3) 0.0323(8) Uani 1 1 d . . . H29A H 0.7930 0.7323 0.5982 0.039 Uiso 1 1 calc R . . H29B H 0.6843 0.7511 0.5698 0.039 Uiso 1 1 calc R . . C30 C 0.6717(3) 0.70048(10) 0.4945(3) 0.0415(9) Uani 1 1 d . . . H30A H 0.6722 0.7086 0.4125 0.062 Uiso 1 1 calc R . . H30B H 0.6008 0.6967 0.4898 0.062 Uiso 1 1 calc R . . H30C H 0.7098 0.6782 0.5169 0.062 Uiso 1 1 calc R . . C31 C 0.9055(2) 0.69341(9) 0.8063(3) 0.0333(8) Uani 1 1 d . . . H31A H 0.9617 0.6999 0.8847 0.040 Uiso 1 1 calc R . . H31B H 0.9154 0.7066 0.7357 0.040 Uiso 1 1 calc R . . C32 C 0.9093(2) 0.65353(9) 0.7834(3) 0.0357(8) Uani 1 1 d . . . H32A H 0.9737 0.6477 0.7709 0.054 Uiso 1 1 calc R . . H32B H 0.8515 0.6469 0.7082 0.054 Uiso 1 1 calc R . . H32C H 0.9051 0.6405 0.8564 0.054 Uiso 1 1 calc R . . C33 C 0.9483(3) 0.67338(9) 1.3444(3) 0.0366(8) Uani 1 1 d . . . H33A H 0.9956 0.6748 1.2965 0.044 Uiso 1 1 calc R . . H33B H 0.9792 0.6576 1.4176 0.044 Uiso 1 1 calc R . . C34 C 0.9326(3) 0.71053(10) 1.3906(4) 0.0495(10) Uani 1 1 d . . . H34A H 0.9984 0.7197 1.4470 0.074 Uiso 1 1 calc R . . H34B H 0.8843 0.7091 1.4361 0.074 Uiso 1 1 calc R . . H34C H 0.9053 0.7264 1.3181 0.074 Uiso 1 1 calc R . . C35 C 0.8173(3) 0.62532(10) 1.4391(3) 0.0455(10) Uani 1 1 d . . . H35A H 0.7557 0.6200 1.4604 0.055 Uiso 1 1 calc R . . H35B H 0.8555 0.6444 1.4959 0.055 Uiso 1 1 calc R . . C36 C 0.8848(4) 0.59214(12) 1.4620(4) 0.0700(14) Uani 1 1 d . . . H36A H 0.9005 0.5841 1.5490 0.105 Uiso 1 1 calc R . . H36B H 0.9486 0.5978 1.4477 0.105 Uiso 1 1 calc R . . H36C H 0.8484 0.5733 1.4039 0.105 Uiso 1 1 calc R . . C37 C 0.5069(3) 0.59377(8) 0.8053(3) 0.0347(8) Uani 1 1 d . . . H37A H 0.4624 0.5937 0.8526 0.042 Uiso 1 1 calc R . . C38 C 0.5014(3) 0.56569(8) 0.7256(3) 0.0349(8) Uani 1 1 d . . . H38A H 0.4533 0.5472 0.7176 0.042 Uiso 1 1 calc R . . C39 C 0.5673(3) 0.56475(8) 0.6566(3) 0.0290(7) Uani 1 1 d . . . C40 C 0.6349(3) 0.59273(8) 0.6737(3) 0.0309(8) Uani 1 1 d . . . H40A H 0.6817 0.5933 0.6296 0.037 Uiso 1 1 calc R . . C41 C 0.6340(2) 0.61994(8) 0.7554(3) 0.0257(7) Uani 1 1 d . . . H41A H 0.6812 0.6389 0.7655 0.031 Uiso 1 1 calc R . . C42 C 0.5634(3) 0.53662(8) 0.5660(3) 0.0325(8) Uani 1 1 d . . . H42A H 0.6103 0.5366 0.5220 0.039 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0249(2) 0.02174(19) 0.0244(2) -0.00220(15) 0.00958(15) -0.00267(15) O1 0.0361(17) 0.120(3) 0.0525(18) -0.0350(18) 0.0100(15) -0.0318(16) O2 0.0318(16) 0.120(3) 0.0514(17) -0.0221(17) 0.0216(14) -0.0188(16) O3 0.0486(16) 0.0244(13) 0.0408(14) 0.0042(11) 0.0086(12) 0.0001(11) O4 0.0364(14) 0.0380(13) 0.0209(12) 0.0004(10) 0.0039(11) 0.0046(10) O5 0.0339(15) 0.0459(15) 0.0403(14) -0.0024(12) 0.0048(11) -0.0149(11) O6 0.0273(14) 0.0565(16) 0.0364(14) 0.0003(12) 0.0085(11) 0.0152(12) O7 0.102(3) 0.0349(16) 0.071(2) 0.0241(14) 0.0450(19) 0.0113(16) O8 0.0647(19) 0.0604(17) 0.0386(15) 0.0010(13) 0.0283(14) -0.0141(14) N1 0.0344(17) 0.0308(15) 0.0289(15) -0.0079(12) 0.0173(13) -0.0099(12) N2 0.0201(15) 0.0322(15) 0.0251(14) -0.0050(12) 0.0061(12) -0.0004(11) N3 0.0217(14) 0.0209(13) 0.0200(13) 0.0005(10) 0.0077(11) -0.0003(10) N4 0.0268(15) 0.0228(13) 0.0237(14) -0.0004(11) 0.0084(12) 0.0003(11) N5 0.0307(19) 0.089(3) 0.047(2) -0.0152(19) 0.0144(17) -0.0193(17) N6 0.0334(17) 0.0269(15) 0.0274(16) 0.0021(12) 0.0093(13) 0.0090(12) N7 0.0274(16) 0.0460(19) 0.0207(15) 0.0026(13) 0.0053(12) 0.0021(14) N8 0.066(2) 0.0432(19) 0.0400(19) 0.0077(15) 0.0304(18) -0.0111(17) N9 0.0304(16) 0.0227(14) 0.0274(15) -0.0024(11) 0.0100(13) -0.0026(11) N10 0.063(2) 0.0257(15) 0.0389(17) -0.0135(13) 0.0273(16) -0.0078(14) C1 0.053(2) 0.0250(17) 0.0297(19) -0.0058(15) 0.0241(18) -0.0128(15) C2 0.070(3) 0.043(2) 0.038(2) -0.0136(18) 0.033(2) -0.030(2) C3 0.060(3) 0.054(2) 0.041(2) -0.0093(19) 0.027(2) -0.029(2) C4 0.031(2) 0.049(2) 0.0322(19) -0.0146(17) 0.0165(17) -0.0181(16) C5 0.0210(18) 0.059(2) 0.0331(19) -0.0127(18) 0.0095(15) -0.0118(16) C6 0.0232(19) 0.049(2) 0.0246(17) -0.0124(16) 0.0058(15) -0.0033(15) C7 0.0231(19) 0.059(2) 0.0252(18) -0.0096(16) 0.0020(15) 0.0081(16) C8 0.028(2) 0.045(2) 0.0199(17) -0.0060(15) -0.0001(14) 0.0116(15) C9 0.0274(18) 0.0254(17) 0.0188(16) -0.0060(13) 0.0024(14) 0.0001(13) C10 0.0301(19) 0.0214(16) 0.0184(15) -0.0026(12) 0.0039(14) -0.0001(13) C11 0.0221(17) 0.0183(15) 0.0243(16) -0.0018(13) 0.0050(13) -0.0029(12) C12 0.0290(19) 0.0250(16) 0.0226(16) 0.0032(13) 0.0097(14) -0.0019(13) C13 0.0243(18) 0.0240(16) 0.0252(17) -0.0029(13) 0.0073(14) -0.0045(13) C14 0.0234(18) 0.0183(15) 0.0237(16) -0.0013(13) 0.0029(13) 0.0007(12) C15 0.0182(17) 0.0249(16) 0.0248(17) 0.0003(13) 0.0030(14) 0.0024(12) C16 0.0285(18) 0.0205(15) 0.0222(16) -0.0007(13) 0.0075(13) 0.0042(13) C17 0.038(2) 0.0277(18) 0.0232(17) 0.0007(14) 0.0073(15) 0.0094(14) C18 0.046(2) 0.0278(18) 0.0246(17) 0.0009(14) 0.0131(16) 0.0090(15) C19 0.041(2) 0.0228(17) 0.0228(17) 0.0021(13) 0.0120(15) 0.0052(14) C20 0.052(2) 0.0247(17) 0.0280(18) 0.0012(14) 0.0239(18) -0.0044(15) C21 0.096(4) 0.054(3) 0.054(3) -0.001(2) 0.032(3) -0.040(2) C22 0.173(6) 0.036(3) 0.079(4) 0.000(2) 0.049(4) -0.028(3) C23 0.073(3) 0.109(4) 0.056(3) -0.009(3) 0.021(3) -0.065(3) C24 0.123(5) 0.123(5) 0.081(4) -0.026(4) 0.017(4) -0.089(4) C25 0.033(2) 0.096(3) 0.030(2) 0.005(2) 0.0055(17) 0.023(2) C26 0.049(3) 0.120(4) 0.040(2) 0.010(2) 0.018(2) 0.049(3) C27 0.046(2) 0.056(2) 0.0249(18) 0.0046(17) 0.0086(17) 0.0241(18) C28 0.078(3) 0.038(2) 0.035(2) 0.0035(17) 0.020(2) 0.023(2) C29 0.031(2) 0.041(2) 0.0258(17) 0.0092(15) 0.0108(15) 0.0006(15) C30 0.041(2) 0.056(2) 0.0263(18) 0.0016(17) 0.0102(17) 0.0097(18) C31 0.0205(18) 0.046(2) 0.0323(19) 0.0034(16) 0.0075(15) -0.0034(14) C32 0.0228(19) 0.050(2) 0.0358(19) -0.0076(16) 0.0116(15) 0.0032(15) C33 0.035(2) 0.051(2) 0.0184(17) -0.0011(15) 0.0026(15) 0.0049(16) C34 0.042(2) 0.059(3) 0.045(2) -0.023(2) 0.0121(19) -0.0087(18) C35 0.058(3) 0.050(2) 0.033(2) 0.0114(17) 0.022(2) 0.0153(19) C36 0.081(4) 0.074(3) 0.058(3) 0.033(2) 0.029(3) 0.039(3) C37 0.044(2) 0.0298(18) 0.0366(19) -0.0094(16) 0.0224(17) -0.0109(16) C38 0.047(2) 0.0268(18) 0.0341(19) -0.0074(15) 0.0174(17) -0.0133(15) C39 0.041(2) 0.0216(17) 0.0259(17) 0.0003(13) 0.0141(16) -0.0020(14) C40 0.040(2) 0.0241(17) 0.0335(19) -0.0031(14) 0.0188(16) -0.0026(14) C41 0.0280(19) 0.0212(16) 0.0277(17) -0.0032(13) 0.0095(15) -0.0076(13) C42 0.049(2) 0.0237(17) 0.0303(18) -0.0046(14) 0.0202(17) -0.0044(15) _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 Zn1 N1 2.055(2) . ? Zn1 N2 2.068(3) . ? Zn1 N3 2.075(2) . ? Zn1 N4 2.083(3) . ? Zn1 N9 2.182(2) . ? O1 N5 1.214(4) . ? O2 N5 1.230(4) . ? O3 N6 1.227(3) . ? O4 N6 1.226(3) . ? O5 N7 1.229(3) . ? O6 N7 1.226(3) . ? O7 N8 1.228(4) . ? O8 N8 1.231(4) . ? N1 C4 1.365(4) . ? N1 C1 1.369(4) . ? N2 C9 1.360(4) . ? N2 C6 1.370(4) . ? N3 C14 1.359(4) . ? N3 C11 1.371(4) . ? N4 C16 1.358(4) . ? N4 C19 1.376(4) . ? N5 C5 1.484(4) . ? N6 C10 1.483(4) . ? N7 C15 1.479(4) . ? N8 C20 1.482(4) . ? N9 C41 1.321(4) . ? N9 C37 1.337(4) . ? N10 C42 1.276(4) . ? N10 N10 1.416(5) 3_666 ? C1 C20 1.385(5) . ? C1 C2 1.466(5) . ? C2 C3 1.356(6) . ? C2 C21 1.502(5) . ? C3 C4 1.472(5) . ? C3 C23 1.500(5) . ? C4 C5 1.406(5) . ? C5 C6 1.390(5) . ? C6 C7 1.464(5) . ? C7 C8 1.359(5) . ? C7 C25 1.507(5) . ? C8 C9 1.463(4) . ? C8 C27 1.497(5) . ? C9 C10 1.400(4) . ? C10 C11 1.384(4) . ? C11 C12 1.457(4) . ? C12 C13 1.367(4) . ? C12 C29 1.514(4) . ? C13 C14 1.461(4) . ? C13 C31 1.505(4) . ? C14 C15 1.404(4) . ? C15 C16 1.390(4) . ? C16 C17 1.464(4) . ? C17 C18 1.367(4) . ? C17 C33 1.502(5) . ? C18 C19 1.451(5) . ? C18 C35 1.514(4) . ? C19 C20 1.394(5) . ? C21 C22 1.533(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.527(6) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.533(5) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.533(5) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.526(5) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.530(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.537(5) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.532(5) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.376(4) . ? C37 H37A 0.9500 . ? C38 C39 1.396(4) . ? C38 H38A 0.9500 . ? C39 C40 1.382(4) . ? C39 C42 1.464(4) . ? C40 C41 1.384(4) . ? C40 H40A 0.9500 . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? 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 N1 Zn1 N2 89.07(11) . . ? N1 Zn1 N3 167.98(9) . . ? N2 Zn1 N3 88.72(10) . . ? N1 Zn1 N4 89.82(10) . . ? N2 Zn1 N4 161.47(9) . . ? N3 Zn1 N4 88.53(9) . . ? N1 Zn1 N9 95.20(9) . . ? N2 Zn1 N9 99.84(10) . . ? N3 Zn1 N9 96.82(9) . . ? N4 Zn1 N9 98.68(9) . . ? C4 N1 C1 106.8(3) . . ? C4 N1 Zn1 125.3(2) . . ? C1 N1 Zn1 123.6(2) . . ? C9 N2 C6 105.8(3) . . ? C9 N2 Zn1 126.0(2) . . ? C6 N2 Zn1 126.8(2) . . ? C14 N3 C11 106.2(2) . . ? C14 N3 Zn1 123.35(18) . . ? C11 N3 Zn1 123.61(19) . . ? C16 N4 C19 106.6(2) . . ? C16 N4 Zn1 126.42(19) . . ? C19 N4 Zn1 125.9(2) . . ? O1 N5 O2 124.8(3) . . ? O1 N5 C5 118.0(3) . . ? O2 N5 C5 117.2(3) . . ? O4 N6 O3 124.4(3) . . ? O4 N6 C10 117.5(2) . . ? O3 N6 C10 118.1(3) . . ? O6 N7 O5 124.7(3) . . ? O6 N7 C15 118.2(3) . . ? O5 N7 C15 117.1(3) . . ? O7 N8 O8 124.9(3) . . ? O7 N8 C20 118.5(3) . . ? O8 N8 C20 116.7(3) . . ? C41 N9 C37 116.7(3) . . ? C41 N9 Zn1 121.7(2) . . ? C37 N9 Zn1 121.6(2) . . ? C42 N10 N10 111.4(3) . 3_666 ? N1 C1 C20 121.4(3) . . ? N1 C1 C2 109.5(3) . . ? C20 C1 C2 129.0(3) . . ? C3 C2 C1 107.3(3) . . ? C3 C2 C21 125.6(4) . . ? C1 C2 C21 126.3(4) . . ? C2 C3 C4 105.9(3) . . ? C2 C3 C23 125.4(4) . . ? C4 C3 C23 128.5(4) . . ? N1 C4 C5 120.5(3) . . ? N1 C4 C3 110.2(3) . . ? C5 C4 C3 129.3(3) . . ? C6 C5 C4 130.8(3) . . ? C6 C5 N5 114.7(3) . . ? C4 C5 N5 114.5(3) . . ? N2 C6 C5 120.6(3) . . ? N2 C6 C7 110.3(3) . . ? C5 C6 C7 129.1(3) . . ? C8 C7 C6 106.7(3) . . ? C8 C7 C25 123.3(3) . . ? C6 C7 C25 129.6(3) . . ? C7 C8 C9 105.8(3) . . ? C7 C8 C27 125.9(3) . . ? C9 C8 C27 127.5(3) . . ? N2 C9 C10 121.3(3) . . ? N2 C9 C8 111.2(3) . . ? C10 C9 C8 127.4(3) . . ? C11 C10 C9 130.1(3) . . ? C11 C10 N6 115.0(3) . . ? C9 C10 N6 114.9(3) . . ? N3 C11 C10 120.0(3) . . ? N3 C11 C12 110.2(3) . . ? C10 C11 C12 129.8(3) . . ? C13 C12 C11 106.5(2) . . ? C13 C12 C29 125.0(3) . . ? C11 C12 C29 128.0(3) . . ? C12 C13 C14 106.0(3) . . ? C12 C13 C31 126.2(3) . . ? C14 C13 C31 126.4(3) . . ? N3 C14 C15 120.5(3) . . ? N3 C14 C13 110.7(2) . . ? C15 C14 C13 128.7(3) . . ? C16 C15 C14 129.8(3) . . ? C16 C15 N7 116.4(3) . . ? C14 C15 N7 113.7(3) . . ? N4 C16 C15 121.1(3) . . ? N4 C16 C17 110.7(3) . . ? C15 C16 C17 128.1(3) . . ? C18 C17 C16 105.6(3) . . ? C18 C17 C33 124.4(3) . . ? C16 C17 C33 129.3(3) . . ? C17 C18 C19 107.2(3) . . ? C17 C18 C35 121.8(3) . . ? C19 C18 C35 130.9(3) . . ? N4 C19 C20 120.6(3) . . ? N4 C19 C18 109.8(3) . . ? C20 C19 C18 129.6(3) . . ? C1 C20 C19 131.5(3) . . ? C1 C20 N8 114.4(3) . . ? C19 C20 N8 114.0(3) . . ? C2 C21 C22 112.3(3) . . ? C2 C21 H21A 109.2 . . ? C22 C21 H21A 109.2 . . ? C2 C21 H21B 109.2 . . ? C22 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C3 C23 C24 111.7(4) . . ? C3 C23 H23A 109.3 . . ? C24 C23 H23A 109.3 . . ? C3 C23 H23B 109.3 . . ? C24 C23 H23B 109.3 . . ? H23A C23 H23B 107.9 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C7 C25 C26 112.6(3) . . ? C7 C25 H25A 109.1 . . ? C26 C25 H25A 109.1 . . ? C7 C25 H25B 109.1 . . ? C26 C25 H25B 109.1 . . ? H25A C25 H25B 107.8 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C8 C27 C28 112.1(3) . . ? C8 C27 H27A 109.2 . . ? C28 C27 H27A 109.2 . . ? C8 C27 H27B 109.2 . . ? C28 C27 H27B 109.2 . . ? H27A C27 H27B 107.9 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C12 C29 C30 112.3(3) . . ? C12 C29 H29A 109.2 . . ? C30 C29 H29A 109.2 . . ? C12 C29 H29B 109.2 . . ? C30 C29 H29B 109.2 . . ? H29A C29 H29B 107.9 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C13 C31 C32 111.0(2) . . ? C13 C31 H31A 109.4 . . ? C32 C31 H31A 109.4 . . ? C13 C31 H31B 109.4 . . ? C32 C31 H31B 109.4 . . ? H31A C31 H31B 108.0 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C17 C33 C34 110.1(3) . . ? C17 C33 H33A 109.6 . . ? C34 C33 H33A 109.6 . . ? C17 C33 H33B 109.6 . . ? C34 C33 H33B 109.6 . . ? H33A C33 H33B 108.2 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C18 C35 C36 112.9(3) . . ? C18 C35 H35A 109.0 . . ? C36 C35 H35A 109.0 . . ? C18 C35 H35B 109.0 . . ? C36 C35 H35B 109.0 . . ? H35A C35 H35B 107.8 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N9 C37 C38 123.9(3) . . ? N9 C37 H37A 118.0 . . ? C38 C37 H37A 118.0 . . ? C37 C38 C39 119.2(3) . . ? C37 C38 H38A 120.4 . . ? C39 C38 H38A 120.4 . . ? C40 C39 C38 116.7(3) . . ? C40 C39 C42 120.6(3) . . ? C38 C39 C42 122.6(3) . . ? C39 C40 C41 119.8(3) . . ? C39 C40 H40A 120.1 . . ? C41 C40 H40A 120.1 . . ? N9 C41 C40 123.7(3) . . ? N9 C41 H41A 118.1 . . ? C40 C41 H41A 118.1 . . ? N10 C42 C39 119.8(3) . . ? N10 C42 H42A 120.1 . . ? C39 C42 H42A 120.1 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.433 _refine_diff_density_min -0.348 _refine_diff_density_rms 0.076 # SQUEEZE RESULTS (APPEND TO CIF) 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 0.000 0.000 -0.014 922.4 126.8 2 0.000 0.500 -0.101 922.7 126.4 _platon_squeeze_details ; 5.2 molecules of C6H12 are present per unit cell ; _database_code_depnum_ccdc_archive 'CCDC 945373' ####################################################################### # # 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_24sepc _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C86 H92 Cl12 N20 O16 Zn2' _chemical_formula_weight 2217.94 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2 1/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.3631(11) _cell_length_b 33.868(3) _cell_length_c 26.769(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.816(2) _cell_angle_gamma 90.00 _cell_volume 10083.6(17) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 28.0 _exptl_crystal_description block _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.461 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4560 _exptl_absorpt_coefficient_mu 0.865 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8560 _exptl_absorpt_correction_T_max 0.9175 _exptl_absorpt_process_details 'SADABS 2.05 (Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17739 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0848 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 25.00 _reflns_number_total 17739 _reflns_number_gt 10997 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL 5.1, XP (Sheldrick, 1994)' _computing_publication_material SHELXS-97 _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1220P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 17739 _refine_ls_number_parameters 1113 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1004 _refine_ls_R_factor_gt 0.0730 _refine_ls_wR_factor_ref 0.2020 _refine_ls_wR_factor_gt 0.1836 _refine_ls_goodness_of_fit_ref 0.969 _refine_ls_restrained_S_all 0.969 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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 Zn1 Zn 0.10298(4) 0.282444(12) -0.742248(16) 0.01708(14) Uani 1 1 d . . . Zn2 Zn -0.60301(4) -0.034088(12) -0.753817(15) 0.01614(14) Uani 1 1 d . . . O1 O 0.4599(4) 0.17051(10) -0.69355(13) 0.0531(10) Uani 1 1 d . . . O2 O 0.5447(3) 0.21179(12) -0.73697(14) 0.0540(10) Uani 1 1 d . . . O3 O 0.1897(3) 0.33830(8) -0.54186(11) 0.0354(8) Uani 1 1 d . . . O4 O 0.1598(3) 0.27537(9) -0.53355(10) 0.0323(7) Uani 1 1 d . . . O5 O -0.3178(3) 0.36403(8) -0.79374(11) 0.0291(7) Uani 1 1 d . . . O6 O -0.2117(3) 0.41005(8) -0.74810(11) 0.0286(7) Uani 1 1 d . . . O7 O -0.0205(3) 0.26206(9) -0.95057(11) 0.0372(8) Uani 1 1 d . . . O8 O 0.1561(3) 0.28700(9) -0.94413(11) 0.0370(8) Uani 1 1 d . . . O101 O -0.1817(3) -0.11633(8) -0.70970(11) 0.0281(7) Uani 1 1 d . . . O102 O -0.2911(3) -0.16180(8) -0.75379(11) 0.0300(7) Uani 1 1 d . . . O103 O -0.7073(3) -0.08941(8) -0.95429(10) 0.0314(7) Uani 1 1 d . . . O104 O -0.6771(3) -0.02683(8) -0.96410(10) 0.0283(7) Uani 1 1 d . . . O105 O -1.0392(3) 0.03930(12) -0.75401(14) 0.0557(10) Uani 1 1 d . . . O106 O -0.9491(4) 0.08074(10) -0.79526(13) 0.0520(10) Uani 1 1 d . . . O107 O -0.4627(3) -0.01749(9) -0.54642(11) 0.0363(8) Uani 1 1 d . . . O108 O -0.6397(3) -0.04198(9) -0.54965(11) 0.0339(7) Uani 1 1 d . . . N1 N 0.1996(3) 0.25592(9) -0.79023(12) 0.0199(7) Uani 1 1 d . . . N2 N 0.2391(3) 0.26853(9) -0.68020(12) 0.0187(7) Uani 1 1 d . . . N3 N 0.0272(3) 0.31923(8) -0.69450(11) 0.0166(7) Uani 1 1 d . . . N4 N 0.0034(3) 0.31210(9) -0.80454(12) 0.0203(7) Uani 1 1 d . . . N5 N 0.4607(4) 0.20076(12) -0.71813(15) 0.0385(10) Uani 1 1 d . . . N6 N 0.1697(3) 0.30497(10) -0.55914(12) 0.0258(8) Uani 1 1 d . . . N7 N -0.2238(3) 0.37706(9) -0.76781(13) 0.0233(8) Uani 1 1 d . . . N8 N 0.0722(4) 0.27555(10) -0.92609(13) 0.0291(9) Uani 1 1 d . . . N9 N -0.0155(3) 0.23220(9) -0.73904(12) 0.0190(7) Uani 1 1 d . . . N10 N -0.2419(3) 0.13597(9) -0.72855(14) 0.0265(8) Uani 1 1 d . . . N11 N -0.2561(3) 0.11239(9) -0.76600(13) 0.0253(8) Uani 1 1 d . . . N12 N -0.4833(3) 0.01588(9) -0.75598(11) 0.0173(7) Uani 1 1 d . . . N101 N -0.5007(3) -0.06492(9) -0.69317(11) 0.0180(7) Uani 1 1 d . . . N102 N -0.5310(3) -0.06985(8) -0.80351(11) 0.0172(7) Uani 1 1 d . . . N103 N -0.7414(3) -0.01872(9) -0.81475(11) 0.0180(7) Uani 1 1 d . . . N104 N -0.6971(3) -0.00806(9) -0.70403(11) 0.0188(7) Uani 1 1 d . . . N105 N -0.2775(3) -0.12910(9) -0.73436(12) 0.0220(7) Uani 1 1 d . . . N106 N -0.6838(3) -0.05607(10) -0.93758(12) 0.0230(8) Uani 1 1 d . . . N107 N -0.9541(4) 0.04984(12) -0.77286(15) 0.0369(10) Uani 1 1 d . . . N108 N -0.5584(3) -0.03055(10) -0.56957(13) 0.0261(8) Uani 1 1 d . . . C1 C 0.1618(3) 0.25149(11) -0.84103(15) 0.0195(8) Uani 1 1 d . . . C2 C 0.2170(4) 0.21684(12) -0.85891(16) 0.0263(9) Uani 1 1 d . . . C3 C 0.2948(4) 0.20176(11) -0.81770(15) 0.0240(9) Uani 1 1 d . . . C4 C 0.2863(3) 0.22755(11) -0.77491(15) 0.0193(8) Uani 1 1 d . . . C5 C 0.3539(4) 0.22653(11) -0.72485(15) 0.0234(9) Uani 1 1 d . . . C6 C 0.3406(3) 0.24704(10) -0.68127(14) 0.0194(8) Uani 1 1 d . . . C7 C 0.4230(4) 0.24891(11) -0.63148(15) 0.0235(9) Uani 1 1 d . . . C8 C 0.3677(4) 0.27143(11) -0.60086(15) 0.0236(9) Uani 1 1 d . . . C9 C 0.2500(4) 0.28190(10) -0.63119(14) 0.0209(9) Uani 1 1 d . . . C10 C 0.1535(4) 0.30012(11) -0.61501(14) 0.0229(9) Uani 1 1 d . . . C11 C 0.0437(4) 0.31386(11) -0.64312(14) 0.0199(9) Uani 1 1 d . . . C12 C -0.0637(4) 0.32565(11) -0.62480(15) 0.0222(9) Uani 1 1 d . . . C13 C -0.1429(4) 0.34022(10) -0.66643(15) 0.0203(9) Uani 1 1 d . . . C14 C -0.0827(3) 0.33702(10) -0.70982(14) 0.0190(8) Uani 1 1 d . . . C15 C -0.1181(3) 0.35049(11) -0.75910(14) 0.0204(9) Uani 1 1 d . . . C16 C -0.0712(4) 0.34302(11) -0.80269(14) 0.0210(9) Uani 1 1 d . . . C17 C -0.0959(4) 0.36428(12) -0.85125(15) 0.0244(9) Uani 1 1 d . . . C18 C -0.0429(4) 0.34321(12) -0.88394(15) 0.0259(9) Uani 1 1 d . . . C19 C 0.0189(4) 0.31030(11) -0.85368(14) 0.0222(9) Uani 1 1 d . . . C20 C 0.0831(4) 0.27901(12) -0.86933(15) 0.0246(9) Uani 1 1 d . . . C21 C 0.1867(4) 0.19656(13) -0.91030(16) 0.0355(11) Uani 1 1 d . . . H21A H 0.2555 0.1799 -0.9146 0.043 Uiso 1 1 calc R . . H21B H 0.1742 0.2168 -0.9375 0.043 Uiso 1 1 calc R . . C22 C 0.0733(5) 0.17065(13) -0.91637(18) 0.0424(13) Uani 1 1 d . . . H22A H 0.0586 0.1577 -0.9498 0.064 Uiso 1 1 calc R . . H22B H 0.0041 0.1872 -0.9137 0.064 Uiso 1 1 calc R . . H22C H 0.0851 0.1505 -0.8895 0.064 Uiso 1 1 calc R . . C23 C 0.3642(4) 0.16396(13) -0.81742(19) 0.0443(13) Uani 1 1 d D . . H23A H 0.3140 0.1435 -0.8354 0.053 Uiso 0.61 1 d PD A 1 H23B H 0.3931 0.1548 -0.7827 0.053 Uiso 0.61 1 d PD B 1 H23C H 0.4450 0.1665 -0.7976 0.053 Uiso 0.39 1 d PD C 2 H23D H 0.3682 0.1557 -0.8512 0.053 Uiso 0.39 1 d PD D 2 C24 C 0.4806(7) 0.1719(2) -0.8438(3) 0.042(2) Uani 0.61 1 d P . . H24A H 0.4530 0.1823 -0.8784 0.063 Uiso 0.61 1 calc PR . . H24B H 0.5236 0.1470 -0.8456 0.063 Uiso 0.61 1 calc PR . . H24C H 0.5347 0.1910 -0.8233 0.063 Uiso 0.61 1 calc PR . . C24A C 0.2801(16) 0.1309(5) -0.7883(7) 0.078(5) Uiso 0.39 1 d P . . H24D H 0.2546 0.1440 -0.7597 0.117 Uiso 0.39 1 calc PR . . H24E H 0.3296 0.1079 -0.7757 0.117 Uiso 0.39 1 calc PR . . H24F H 0.2091 0.1224 -0.8133 0.117 Uiso 0.39 1 calc PR . . C25 C 0.5470(4) 0.23216(14) -0.61445(18) 0.0367(11) Uani 1 1 d . . . H25A H 0.5996 0.2524 -0.5946 0.044 Uiso 1 1 calc R . . H25B H 0.5802 0.2256 -0.6449 0.044 Uiso 1 1 calc R . . C26 C 0.5489(6) 0.19456(16) -0.5812(2) 0.0641(18) Uani 1 1 d . . . H26A H 0.6309 0.1840 -0.5726 0.096 Uiso 1 1 calc R . . H26B H 0.4951 0.1746 -0.6002 0.096 Uiso 1 1 calc R . . H26C H 0.5218 0.2013 -0.5497 0.096 Uiso 1 1 calc R . . C27 C 0.4279(4) 0.28618(12) -0.54865(16) 0.0295(10) Uani 1 1 d . . . H27A H 0.4916 0.2674 -0.5330 0.035 Uiso 1 1 calc R . . H27B H 0.3680 0.2875 -0.5266 0.035 Uiso 1 1 calc R . . C28 C 0.4826(5) 0.32661(14) -0.5515(2) 0.0517(15) Uani 1 1 d . . . H28A H 0.5176 0.3359 -0.5169 0.078 Uiso 1 1 calc R . . H28B H 0.4202 0.3451 -0.5678 0.078 Uiso 1 1 calc R . . H28C H 0.5456 0.3251 -0.5715 0.078 Uiso 1 1 calc R . . C29 C -0.1314(4) 0.27493(15) -0.56790(18) 0.0417(12) Uani 1 1 d . . . H29A H -0.1575 0.2717 -0.5355 0.063 Uiso 1 1 calc R . . H29B H -0.0627 0.2575 -0.5685 0.063 Uiso 1 1 calc R . . H29C H -0.1976 0.2680 -0.5962 0.063 Uiso 1 1 calc R . . C30 C -0.0937(4) 0.31865(13) -0.57370(16) 0.0306(10) Uani 1 1 d . . . H30A H -0.1602 0.3364 -0.5694 0.037 Uiso 1 1 calc R . . H30B H -0.0228 0.3250 -0.5466 0.037 Uiso 1 1 calc R . . C31 C -0.2707(4) 0.35107(12) -0.66813(16) 0.0275(10) Uani 1 1 d . . . H31A H -0.2900 0.3752 -0.6890 0.033 Uiso 1 1 calc R . . H31B H -0.2807 0.3573 -0.6331 0.033 Uiso 1 1 calc R . . C32 C -0.3597(4) 0.31869(14) -0.69019(19) 0.0383(11) Uani 1 1 d . . . H32A H -0.4419 0.3280 -0.6915 0.057 Uiso 1 1 calc R . . H32B H -0.3446 0.2952 -0.6685 0.057 Uiso 1 1 calc R . . H32C H -0.3498 0.3121 -0.7247 0.057 Uiso 1 1 calc R . . C33 C -0.1509(4) 0.40443(13) -0.86202(17) 0.0325(10) Uani 1 1 d . . . H33A H -0.2270 0.4056 -0.8495 0.039 Uiso 1 1 calc R . . H33B H -0.1701 0.4089 -0.8994 0.039 Uiso 1 1 calc R . . C34 C -0.0673(4) 0.43711(13) -0.83665(19) 0.0380(12) Uani 1 1 d . . . H34A H -0.1025 0.4629 -0.8477 0.057 Uiso 1 1 calc R . . H34B H 0.0109 0.4346 -0.8465 0.057 Uiso 1 1 calc R . . H34C H -0.0565 0.4349 -0.7995 0.057 Uiso 1 1 calc R . . C35 C -0.0394(4) 0.35620(13) -0.93769(15) 0.0320(10) Uani 1 1 d D . . H35A H -0.1151 0.3684 -0.9532 0.038 Uiso 0.60 1 d PD E 1 H35B H -0.0291 0.3337 -0.9584 0.038 Uiso 0.60 1 d PD F 1 H35C H 0.0323 0.3464 -0.9471 0.038 Uiso 0.40 1 d PD G 2 H35D H -0.0357 0.3847 -0.9387 0.038 Uiso 0.40 1 d PD H 2 C36 C 0.0621(8) 0.3858(2) -0.9396(3) 0.040(2) Uani 0.60 1 d P . . H36A H 0.1385 0.3752 -0.9206 0.060 Uiso 0.60 1 calc PR . . H36B H 0.0447 0.4109 -0.9243 0.060 Uiso 0.60 1 calc PR . . H36C H 0.0679 0.3903 -0.9752 0.060 Uiso 0.60 1 calc PR . . C36A C -0.1491(11) 0.3422(4) -0.9779(5) 0.044(3) Uiso 0.40 1 d P . . H36D H -0.1492 0.3554 -1.0105 0.066 Uiso 0.40 1 calc PR . . H36E H -0.2233 0.3487 -0.9664 0.066 Uiso 0.40 1 calc PR . . H36F H -0.1445 0.3136 -0.9824 0.066 Uiso 0.40 1 calc PR . . C37 C -0.0039(4) 0.19845(11) -0.76434(16) 0.0245(9) Uani 1 1 d . . . H37A H 0.0571 0.1971 -0.7838 0.029 Uiso 1 1 calc R . . C38 C -0.0757(4) 0.16574(12) -0.76348(16) 0.0266(9) Uani 1 1 d . . . H38A H -0.0658 0.1427 -0.7824 0.032 Uiso 1 1 calc R . . C39 C -0.1627(4) 0.16766(11) -0.73409(16) 0.0242(9) Uani 1 1 d . . . C40 C -0.1750(4) 0.20193(12) -0.70639(16) 0.0266(9) Uani 1 1 d . . . H40A H -0.2329 0.2036 -0.6854 0.032 Uiso 1 1 calc R . . C41 C -0.0999(3) 0.23302(11) -0.71080(15) 0.0215(9) Uani 1 1 d . . . H41A H -0.1086 0.2566 -0.6926 0.026 Uiso 1 1 calc R . . C42 C -0.3342(4) 0.08039(11) -0.76022(15) 0.0220(9) Uani 1 1 d . . . C43 C -0.3249(4) 0.04625(12) -0.78826(16) 0.0267(9) Uani 1 1 d . . . H43A H -0.2677 0.0446 -0.8095 0.032 Uiso 1 1 calc R . . C44 C -0.3997(3) 0.01518(12) -0.78460(15) 0.0238(9) Uani 1 1 d . . . H44A H -0.3919 -0.0081 -0.8034 0.029 Uiso 1 1 calc R . . C45 C -0.4934(4) 0.04919(11) -0.72988(15) 0.0242(9) Uani 1 1 d . . . H45A H -0.5527 0.0502 -0.7096 0.029 Uiso 1 1 calc R . . C46 C -0.4213(4) 0.08211(12) -0.73114(17) 0.0289(10) Uani 1 1 d . . . H46A H -0.4317 0.1053 -0.7124 0.035 Uiso 1 1 calc R . . C101 C -0.5127(4) -0.06334(11) -0.64367(15) 0.0224(9) Uani 1 1 d . . . C102 C -0.4483(4) -0.09624(12) -0.61490(15) 0.0265(9) Uani 1 1 d . . . C103 C -0.3983(4) -0.11730(11) -0.64847(15) 0.0235(9) Uani 1 1 d . . . C104 C -0.4268(3) -0.09580(11) -0.69666(15) 0.0203(8) Uani 1 1 d . . . C105 C -0.3826(3) -0.10284(11) -0.74089(14) 0.0200(9) Uani 1 1 d . . . C106 C -0.4213(4) -0.08871(10) -0.79013(14) 0.0192(8) Uani 1 1 d . . . C107 C -0.3651(4) -0.09149(11) -0.83438(15) 0.0216(9) Uani 1 1 d . . . C108 C -0.4476(4) -0.07670(10) -0.87503(15) 0.0212(9) Uani 1 1 d . . . C109 C -0.5521(4) -0.06458(10) -0.85486(14) 0.0199(9) Uani 1 1 d . . . C110 C -0.6625(4) -0.05031(11) -0.88170(14) 0.0201(9) Uani 1 1 d . . . C111 C -0.7571(3) -0.03206(11) -0.86375(14) 0.0200(8) Uani 1 1 d . . . C112 C -0.8750(4) -0.02066(11) -0.89239(14) 0.0213(9) Uani 1 1 d . . . C113 C -0.9260(4) 0.00201(11) -0.86090(15) 0.0218(9) Uani 1 1 d . . . C114 C -0.8397(3) 0.00308(11) -0.81196(14) 0.0207(9) Uani 1 1 d . . . C115 C -0.8496(4) 0.02274(11) -0.76660(15) 0.0240(9) Uani 1 1 d . . . C116 C -0.7818(4) 0.02075(11) -0.71712(15) 0.0209(9) Uani 1 1 d . . . C117 C -0.7879(4) 0.04530(12) -0.67345(15) 0.0264(9) Uani 1 1 d . . . C118 C -0.7084(4) 0.02971(12) -0.63295(16) 0.0259(9) Uani 1 1 d . . . C119 C -0.6548(3) -0.00494(11) -0.65231(14) 0.0193(8) Uani 1 1 d . . . C120 C -0.5761(3) -0.03267(11) -0.62592(14) 0.0186(8) Uani 1 1 d . . . C121 C -0.4479(4) -0.10910(14) -0.56008(16) 0.0366(11) Uani 1 1 d . . . H12A H -0.3732 -0.1240 -0.5467 0.044 Uiso 1 1 calc R . . H12B H -0.4478 -0.0853 -0.5385 0.044 Uiso 1 1 calc R . . C122 C -0.5553(5) -0.13461(16) -0.55608(19) 0.0521(15) Uani 1 1 d . . . H12C H -0.5501 -0.1424 -0.5204 0.078 Uiso 1 1 calc R . . H12D H -0.5557 -0.1583 -0.5772 0.078 Uiso 1 1 calc R . . H12E H -0.6296 -0.1196 -0.5680 0.078 Uiso 1 1 calc R . . C123 C -0.3427(4) -0.15730(12) -0.63905(16) 0.0311(10) Uani 1 1 d . . . H12F H -0.3201 -0.1620 -0.6018 0.037 Uiso 1 1 calc R . . H12G H -0.2685 -0.1582 -0.6530 0.037 Uiso 1 1 calc R . . C124 C -0.4279(4) -0.19006(13) -0.6636(2) 0.0425(12) Uani 1 1 d . . . H12H H -0.3913 -0.2158 -0.6537 0.064 Uiso 1 1 calc R . . H12I H -0.4429 -0.1874 -0.7008 0.064 Uiso 1 1 calc R . . H12J H -0.5041 -0.1879 -0.6521 0.064 Uiso 1 1 calc R . . C125 C -0.2378(4) -0.10299(12) -0.83528(16) 0.0298(10) Uani 1 1 d . . . H12K H -0.2311 -0.1084 -0.8709 0.036 Uiso 1 1 calc R . . H12L H -0.2176 -0.1276 -0.8154 0.036 Uiso 1 1 calc R . . C126 C -0.1482(4) -0.07116(13) -0.81334(18) 0.0351(11) Uani 1 1 d . . . H12M H -0.0665 -0.0804 -0.8135 0.053 Uiso 1 1 calc R . . H12N H -0.1554 -0.0653 -0.7782 0.053 Uiso 1 1 calc R . . H12O H -0.1647 -0.0472 -0.8341 0.053 Uiso 1 1 calc R . . C127 C -0.4232(4) -0.06924(12) -0.92731(15) 0.0269(10) Uani 1 1 d . . . H12P H -0.4961 -0.0754 -0.9534 0.032 Uiso 1 1 calc R . . H12Q H -0.3577 -0.0868 -0.9332 0.032 Uiso 1 1 calc R . . C128 C -0.3870(5) -0.02582(14) -0.93271(18) 0.0399(12) Uani 1 1 d . . . H12R H -0.3626 -0.0222 -0.9655 0.060 Uiso 1 1 calc R . . H12S H -0.3198 -0.0190 -0.9048 0.060 Uiso 1 1 calc R . . H12T H -0.4556 -0.0086 -0.9313 0.060 Uiso 1 1 calc R . . C129 C -0.9396(4) -0.03539(11) -0.94425(15) 0.0252(9) Uani 1 1 d . . . H12U H -0.8826 -0.0363 -0.9677 0.030 Uiso 1 1 calc R . . H12V H -1.0053 -0.0169 -0.9587 0.030 Uiso 1 1 calc R . . C130 C -0.9919(5) -0.07693(14) -0.93953(17) 0.0436(13) Uani 1 1 d . . . H13A H -1.0293 -0.0867 -0.9735 0.065 Uiso 1 1 calc R . . H13B H -1.0524 -0.0756 -0.9182 0.065 Uiso 1 1 calc R . . H13C H -0.9272 -0.0949 -0.9238 0.065 Uiso 1 1 calc R . . C131 C -1.0487(4) 0.02107(12) -0.87717(16) 0.0289(10) Uani 1 1 d . . . H13D H -1.0804 0.0276 -0.8464 0.035 Uiso 1 1 calc R . . H13E H -1.1045 0.0019 -0.8976 0.035 Uiso 1 1 calc R . . C132 C -1.0456(5) 0.05852(14) -0.90858(19) 0.0434(13) Uani 1 1 d . . . H13F H -1.1276 0.0684 -0.9204 0.065 Uiso 1 1 calc R . . H13G H -1.0100 0.0526 -0.9381 0.065 Uiso 1 1 calc R . . H13H H -0.9971 0.0786 -0.8874 0.065 Uiso 1 1 calc R . . C133 C -0.8550(5) 0.08313(15) -0.67139(17) 0.0483(14) Uani 1 1 d D . . H33C H -0.8629 0.0890 -0.6370 0.058 Uiso 0.57 1 d PD I 1 H33D H -0.9325 0.0824 -0.6930 0.058 Uiso 0.57 1 d PD J 1 H33E H -0.8783 0.0946 -0.7047 0.058 Uiso 0.43 1 d PD K 2 H33F H -0.8042 0.1023 -0.6498 0.058 Uiso 0.43 1 d PD L 2 C134 C -0.7702(10) 0.1177(2) -0.6922(4) 0.056(3) Uani 0.57 1 d P . . H13N H -0.7582 0.1105 -0.7263 0.084 Uiso 0.57 1 calc PR . . H13O H -0.6920 0.1194 -0.6687 0.084 Uiso 0.57 1 calc PR . . H13P H -0.8109 0.1433 -0.6938 0.084 Uiso 0.57 1 calc PR . . C34A C -0.9788(11) 0.0719(4) -0.6463(5) 0.051(3) Uiso 0.43 1 d P . . H34D H -1.0260 0.0513 -0.6670 0.077 Uiso 0.43 1 calc PR . . H34E H -1.0284 0.0956 -0.6464 0.077 Uiso 0.43 1 calc PR . . H34F H -0.9525 0.0624 -0.6112 0.077 Uiso 0.43 1 calc PR . . C135 C -0.6753(5) 0.04850(13) -0.58170(17) 0.0384(12) Uani 1 1 d . . . H13I H -0.6580 0.0281 -0.5548 0.046 Uiso 1 1 calc R . . H13J H -0.7420 0.0653 -0.5753 0.046 Uiso 1 1 calc R . . C136 C -0.5571(8) 0.0750(2) -0.5816(2) 0.098(3) Uani 1 1 d . . . H13K H -0.5272 0.0856 -0.5473 0.148 Uiso 1 1 calc R . . H13L H -0.5777 0.0969 -0.6059 0.148 Uiso 1 1 calc R . . H13M H -0.4947 0.0586 -0.5917 0.148 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0192(3) 0.0164(2) 0.0155(2) -0.00192(17) 0.00316(18) -0.00078(18) Zn2 0.0183(3) 0.0146(2) 0.0158(2) -0.00097(16) 0.00404(18) 0.00020(17) O1 0.073(3) 0.038(2) 0.046(2) 0.0040(17) 0.0062(19) 0.0294(19) O2 0.028(2) 0.081(3) 0.053(2) -0.002(2) 0.0102(18) 0.0156(19) O3 0.047(2) 0.0286(17) 0.0272(17) -0.0137(13) -0.0011(14) -0.0053(14) O4 0.0425(19) 0.0352(17) 0.0192(16) 0.0006(13) 0.0061(13) 0.0001(14) O5 0.0212(16) 0.0302(16) 0.0339(17) 0.0020(13) 0.0009(13) 0.0015(13) O6 0.0354(18) 0.0153(15) 0.0358(17) 0.0013(12) 0.0089(14) 0.0048(12) O7 0.041(2) 0.0420(19) 0.0247(17) -0.0101(14) -0.0019(15) -0.0108(15) O8 0.055(2) 0.0385(18) 0.0232(16) -0.0062(13) 0.0204(16) -0.0099(16) O101 0.0218(16) 0.0299(16) 0.0318(17) 0.0043(13) 0.0039(13) 0.0036(13) O102 0.0376(18) 0.0189(15) 0.0356(17) -0.0006(12) 0.0122(14) 0.0069(13) O103 0.047(2) 0.0236(16) 0.0232(16) -0.0072(12) 0.0066(14) -0.0063(14) O104 0.0331(17) 0.0335(16) 0.0198(15) 0.0052(12) 0.0090(13) -0.0022(13) O105 0.034(2) 0.094(3) 0.039(2) -0.007(2) 0.0084(17) 0.025(2) O106 0.081(3) 0.036(2) 0.036(2) -0.0024(16) 0.0035(18) 0.0298(19) O107 0.0375(19) 0.0444(19) 0.0249(16) -0.0080(14) 0.0011(14) -0.0039(15) O108 0.043(2) 0.0386(18) 0.0234(16) 0.0005(13) 0.0140(14) -0.0054(15) N1 0.0213(18) 0.0211(17) 0.0169(17) -0.0048(13) 0.0033(14) -0.0025(14) N2 0.0172(17) 0.0169(16) 0.0210(18) -0.0009(13) 0.0017(13) -0.0021(13) N3 0.0232(18) 0.0110(15) 0.0142(16) -0.0046(12) 0.0006(13) 0.0013(13) N4 0.0217(18) 0.0205(17) 0.0177(17) -0.0009(13) 0.0017(14) -0.0030(14) N5 0.036(2) 0.046(3) 0.031(2) -0.0059(19) 0.0008(19) 0.013(2) N6 0.025(2) 0.029(2) 0.0225(19) -0.0022(15) 0.0029(15) -0.0008(15) N7 0.024(2) 0.0212(18) 0.0281(19) 0.0031(14) 0.0132(16) 0.0038(15) N8 0.048(3) 0.0227(19) 0.0163(18) -0.0054(14) 0.0059(18) 0.0005(17) N9 0.0217(18) 0.0143(16) 0.0190(17) 0.0000(13) -0.0002(14) -0.0020(13) N10 0.0227(19) 0.0184(17) 0.038(2) -0.0024(15) 0.0043(16) -0.0019(14) N11 0.0225(19) 0.0152(16) 0.038(2) 0.0000(15) 0.0067(16) 0.0004(14) N12 0.0200(17) 0.0116(16) 0.0183(17) -0.0002(12) -0.0004(13) 0.0014(13) N101 0.0238(18) 0.0152(16) 0.0127(16) 0.0022(12) -0.0017(13) -0.0017(14) N102 0.0214(18) 0.0142(16) 0.0148(16) -0.0025(12) 0.0008(13) 0.0020(13) N103 0.0205(18) 0.0163(16) 0.0173(17) -0.0032(12) 0.0043(13) -0.0023(13) N104 0.0175(17) 0.0233(17) 0.0155(17) -0.0042(13) 0.0035(13) -0.0031(14) N105 0.029(2) 0.0174(18) 0.0211(18) 0.0045(14) 0.0082(15) 0.0045(15) N106 0.027(2) 0.0259(19) 0.0178(17) -0.0003(15) 0.0086(14) 0.0009(15) N107 0.039(3) 0.040(2) 0.031(2) -0.0033(18) 0.0059(19) 0.0154(19) N108 0.028(2) 0.0301(19) 0.0189(18) 0.0001(15) 0.0028(16) 0.0001(16) C1 0.016(2) 0.019(2) 0.026(2) -0.0078(16) 0.0089(16) -0.0055(16) C2 0.029(2) 0.024(2) 0.031(2) -0.0059(17) 0.0149(19) -0.0032(18) C3 0.026(2) 0.021(2) 0.025(2) -0.0038(16) 0.0056(18) -0.0001(17) C4 0.019(2) 0.0161(19) 0.024(2) -0.0014(15) 0.0072(17) 0.0021(16) C5 0.026(2) 0.019(2) 0.025(2) 0.0039(16) 0.0036(18) 0.0029(17) C6 0.022(2) 0.0150(19) 0.020(2) 0.0040(15) 0.0010(16) -0.0022(16) C7 0.022(2) 0.018(2) 0.028(2) 0.0035(16) 0.0007(18) -0.0002(16) C8 0.023(2) 0.021(2) 0.023(2) 0.0060(16) -0.0036(17) -0.0040(17) C9 0.025(2) 0.0161(19) 0.019(2) 0.0007(15) 0.0000(17) -0.0037(16) C10 0.037(3) 0.019(2) 0.0112(19) -0.0025(15) 0.0007(17) -0.0027(18) C11 0.025(2) 0.018(2) 0.018(2) -0.0064(15) 0.0061(17) -0.0011(17) C12 0.030(2) 0.016(2) 0.022(2) -0.0044(16) 0.0097(18) -0.0036(17) C13 0.027(2) 0.0109(18) 0.026(2) -0.0002(15) 0.0102(17) 0.0013(16) C14 0.025(2) 0.0121(18) 0.020(2) -0.0039(15) 0.0050(16) -0.0009(16) C15 0.020(2) 0.0155(19) 0.026(2) -0.0003(16) 0.0047(17) -0.0008(16) C16 0.022(2) 0.022(2) 0.019(2) 0.0009(16) 0.0036(16) -0.0009(17) C17 0.024(2) 0.026(2) 0.020(2) 0.0030(17) -0.0014(17) -0.0012(18) C18 0.026(2) 0.030(2) 0.022(2) 0.0012(17) 0.0038(18) -0.0031(18) C19 0.023(2) 0.024(2) 0.019(2) -0.0020(16) 0.0027(17) -0.0046(17) C20 0.029(2) 0.029(2) 0.017(2) -0.0075(17) 0.0083(18) -0.0081(18) C21 0.049(3) 0.034(3) 0.023(2) -0.0127(19) 0.007(2) 0.005(2) C22 0.062(3) 0.025(2) 0.037(3) -0.008(2) 0.003(2) -0.011(2) C23 0.046(3) 0.028(3) 0.057(3) -0.016(2) 0.007(3) 0.013(2) C24 0.040(5) 0.050(5) 0.039(5) -0.011(4) 0.016(4) 0.021(4) C25 0.029(3) 0.040(3) 0.036(3) 0.001(2) -0.002(2) 0.008(2) C26 0.089(5) 0.047(3) 0.049(3) 0.012(3) -0.003(3) 0.032(3) C27 0.028(2) 0.034(2) 0.023(2) -0.0017(18) -0.0025(18) -0.0030(19) C28 0.062(4) 0.034(3) 0.051(3) -0.014(2) -0.007(3) -0.014(3) C29 0.037(3) 0.059(3) 0.030(3) 0.021(2) 0.009(2) 0.001(2) C30 0.031(2) 0.042(3) 0.021(2) 0.0008(19) 0.0089(19) 0.011(2) C31 0.032(3) 0.024(2) 0.027(2) 0.0000(17) 0.0089(19) 0.0107(18) C32 0.025(2) 0.043(3) 0.047(3) 0.010(2) 0.008(2) -0.004(2) C33 0.030(3) 0.037(3) 0.031(2) 0.0148(19) 0.009(2) 0.011(2) C34 0.035(3) 0.029(2) 0.054(3) 0.017(2) 0.019(2) 0.005(2) C35 0.042(3) 0.039(3) 0.015(2) 0.0087(18) 0.0057(19) 0.008(2) C36 0.056(6) 0.043(5) 0.025(4) 0.011(3) 0.018(4) 0.006(4) C37 0.029(2) 0.017(2) 0.031(2) -0.0016(17) 0.0142(18) -0.0061(17) C38 0.025(2) 0.023(2) 0.033(2) -0.0083(18) 0.0082(19) -0.0004(18) C39 0.023(2) 0.019(2) 0.030(2) 0.0032(17) 0.0032(18) -0.0007(17) C40 0.021(2) 0.026(2) 0.034(2) -0.0014(18) 0.0090(18) 0.0009(18) C41 0.022(2) 0.020(2) 0.023(2) -0.0054(16) 0.0059(17) -0.0024(17) C42 0.023(2) 0.0141(19) 0.028(2) 0.0028(16) 0.0030(17) -0.0034(16) C43 0.022(2) 0.025(2) 0.036(2) -0.0009(18) 0.0118(19) -0.0020(18) C44 0.020(2) 0.025(2) 0.029(2) -0.0071(17) 0.0092(18) -0.0003(17) C45 0.025(2) 0.022(2) 0.028(2) -0.0070(17) 0.0110(18) 0.0011(17) C46 0.030(2) 0.024(2) 0.033(2) -0.0060(18) 0.0083(19) -0.0015(19) C101 0.020(2) 0.023(2) 0.022(2) -0.0003(16) -0.0006(17) -0.0008(17) C102 0.030(2) 0.025(2) 0.022(2) 0.0035(17) -0.0014(18) 0.0002(18) C103 0.023(2) 0.021(2) 0.025(2) 0.0020(17) 0.0033(17) 0.0011(17) C104 0.018(2) 0.021(2) 0.023(2) -0.0010(16) 0.0052(16) 0.0017(16) C105 0.015(2) 0.018(2) 0.027(2) 0.0009(16) 0.0029(17) 0.0009(16) C106 0.027(2) 0.0104(18) 0.020(2) -0.0016(15) 0.0062(17) -0.0028(16) C107 0.027(2) 0.0149(19) 0.024(2) -0.0019(16) 0.0067(17) -0.0010(16) C108 0.031(2) 0.0119(19) 0.023(2) -0.0002(15) 0.0116(18) -0.0033(17) C109 0.030(2) 0.0134(19) 0.017(2) -0.0006(15) 0.0078(17) -0.0020(16) C110 0.030(2) 0.0137(19) 0.0154(19) -0.0025(15) 0.0016(17) -0.0065(17) C111 0.022(2) 0.0177(19) 0.019(2) 0.0037(15) 0.0014(16) -0.0025(16) C112 0.023(2) 0.020(2) 0.020(2) 0.0068(16) 0.0020(17) -0.0021(17) C113 0.023(2) 0.022(2) 0.020(2) 0.0002(16) 0.0027(17) 0.0008(17) C114 0.019(2) 0.020(2) 0.022(2) 0.0038(16) 0.0026(16) 0.0000(17) C115 0.024(2) 0.020(2) 0.029(2) 0.0048(17) 0.0074(18) 0.0033(17) C116 0.024(2) 0.018(2) 0.023(2) -0.0017(16) 0.0099(17) 0.0032(17) C117 0.034(3) 0.024(2) 0.023(2) -0.0016(17) 0.0091(19) 0.0017(19) C118 0.027(2) 0.025(2) 0.028(2) -0.0085(17) 0.0103(18) 0.0003(18) C119 0.023(2) 0.0180(19) 0.019(2) -0.0037(15) 0.0095(16) -0.0040(16) C120 0.020(2) 0.020(2) 0.0151(19) -0.0053(15) 0.0017(16) -0.0070(16) C121 0.048(3) 0.042(3) 0.021(2) 0.0124(19) 0.011(2) 0.020(2) C122 0.084(4) 0.047(3) 0.028(3) 0.011(2) 0.019(3) 0.003(3) C123 0.034(3) 0.030(2) 0.031(2) 0.0140(19) 0.013(2) 0.015(2) C124 0.039(3) 0.029(3) 0.066(3) 0.010(2) 0.027(3) 0.006(2) C125 0.033(3) 0.031(2) 0.031(2) 0.0100(18) 0.021(2) 0.0133(19) C126 0.026(2) 0.041(3) 0.040(3) 0.011(2) 0.012(2) -0.006(2) C127 0.034(3) 0.028(2) 0.022(2) 0.0046(17) 0.0147(19) 0.0095(19) C128 0.051(3) 0.037(3) 0.031(3) 0.012(2) 0.008(2) -0.011(2) C129 0.028(2) 0.026(2) 0.018(2) 0.0000(16) -0.0033(17) 0.0007(18) C130 0.058(3) 0.042(3) 0.025(3) -0.001(2) -0.005(2) -0.021(3) C131 0.025(2) 0.030(2) 0.029(2) 0.0042(18) -0.0002(18) 0.0050(18) C132 0.046(3) 0.040(3) 0.040(3) 0.015(2) 0.000(2) 0.014(2) C133 0.063(4) 0.046(3) 0.031(3) -0.009(2) 0.000(2) 0.031(3) C134 0.082(8) 0.018(4) 0.070(7) 0.008(4) 0.020(6) 0.009(4) C135 0.051(3) 0.032(3) 0.029(3) -0.012(2) 0.001(2) 0.007(2) C136 0.181(9) 0.066(5) 0.042(4) -0.010(3) 0.009(5) -0.001(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 Zn1 N1 2.059(3) . ? Zn1 N4 2.073(3) . ? Zn1 N2 2.079(3) . ? Zn1 N3 2.092(3) . ? Zn1 N9 2.182(3) . ? Zn2 N104 2.068(3) . ? Zn2 N101 2.075(3) . ? Zn2 N102 2.086(3) . ? Zn2 N103 2.086(3) . ? Zn2 N12 2.180(3) . ? O1 N5 1.219(5) . ? O2 N5 1.226(5) . ? O3 N6 1.224(4) . ? O4 N6 1.232(4) . ? O5 N7 1.230(4) . ? O6 N7 1.231(4) . ? O7 N8 1.210(4) . ? O8 N8 1.217(5) . ? O101 N105 1.230(4) . ? O102 N105 1.220(4) . ? O103 N106 1.224(4) . ? O104 N106 1.230(4) . ? O105 N107 1.232(5) . ? O106 N107 1.213(5) . ? O107 N108 1.219(4) . ? O108 N108 1.220(5) . ? N1 C1 1.348(5) . ? N1 C4 1.377(5) . ? N2 C6 1.368(5) . ? N2 C9 1.369(5) . ? N3 C11 1.362(5) . ? N3 C14 1.371(5) . ? N4 C16 1.354(5) . ? N4 C19 1.364(5) . ? N5 C5 1.475(5) . ? N6 C10 1.478(5) . ? N7 C15 1.480(5) . ? N8 C20 1.504(5) . ? N9 C41 1.338(5) . ? N9 C37 1.349(5) . ? N10 N11 1.266(5) . ? N10 C39 1.428(5) . ? N11 C42 1.429(5) . ? N12 C44 1.337(5) . ? N12 C45 1.344(5) . ? N101 C104 1.356(5) . ? N101 C101 1.360(5) . ? N102 C109 1.358(5) . ? N102 C106 1.381(5) . ? N103 C114 1.354(5) . ? N103 C111 1.364(5) . ? N104 C116 1.365(5) . ? N104 C119 1.374(5) . ? N105 C105 1.470(5) . ? N106 C110 1.479(5) . ? N107 C115 1.483(5) . ? N108 C120 1.482(5) . ? C1 C20 1.402(6) . ? C1 C2 1.457(5) . ? C2 C3 1.363(6) . ? C2 C21 1.513(6) . ? C3 C4 1.459(5) . ? C3 C23 1.503(6) . ? C4 C5 1.402(5) . ? C5 C6 1.393(5) . ? C6 C7 1.465(5) . ? C7 C8 1.364(6) . ? C7 C25 1.500(6) . ? C8 C9 1.460(5) . ? C8 C27 1.510(5) . ? C9 C10 1.402(6) . ? C10 C11 1.398(6) . ? C11 C12 1.461(6) . ? C12 C13 1.373(5) . ? C12 C30 1.495(5) . ? C13 C14 1.468(5) . ? C13 C31 1.489(6) . ? C14 C15 1.376(5) . ? C15 C16 1.402(5) . ? C16 C17 1.462(5) . ? C17 C18 1.362(6) . ? C17 C33 1.500(6) . ? C18 C19 1.469(6) . ? C18 C35 1.512(6) . ? C19 C20 1.399(6) . ? C21 C22 1.540(7) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.645(9) . ? C23 C24A 1.755(19) . ? C23 H23A 0.9620 . ? C23 H23B 0.9710 . ? C23 H23C 0.9657 . ? C23 H23D 0.9565 . ? C24 H23C 1.3908 . ? C24 H23D 1.3665 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C24A H23A 1.4541 . ? C24A H23B 1.5000 . ? C24A H24D 0.9800 . ? C24A H24E 0.9800 . ? C24A H24F 0.9800 . ? C25 C26 1.552(7) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.512(6) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.558(6) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.526(6) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.525(6) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.539(9) . ? C35 C36A 1.546(12) . ? C35 H35A 0.9681 . ? C35 H35B 0.9628 . ? C35 H35C 0.9608 . ? C35 H35D 0.9656 . ? C36 H35C 1.3843 . ? C36 H35D 1.1180 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C36A H35A 1.1286 . ? C36A H35B 1.3873 . ? C36A H36D 0.9800 . ? C36A H36E 0.9800 . ? C36A H36F 0.9800 . ? C37 C38 1.379(6) . ? C37 H37A 0.9500 . ? C38 C39 1.386(6) . ? C38 H38A 0.9500 . ? C39 C40 1.400(6) . ? C40 C41 1.376(6) . ? C40 H40A 0.9500 . ? C41 H41A 0.9500 . ? C42 C46 1.380(6) . ? C42 C43 1.394(6) . ? C43 C44 1.369(6) . ? C43 H43A 0.9500 . ? C44 H44A 0.9500 . ? C45 C46 1.388(6) . ? C45 H45A 0.9500 . ? C46 H46A 0.9500 . ? C101 C120 1.402(6) . ? C101 C102 1.463(5) . ? C102 C103 1.359(6) . ? C102 C121 1.530(6) . ? C103 C104 1.459(5) . ? C103 C123 1.494(5) . ? C104 C105 1.398(5) . ? C105 C106 1.387(5) . ? C106 C107 1.460(5) . ? C107 C108 1.377(5) . ? C107 C125 1.504(6) . ? C108 C109 1.461(6) . ? C108 C127 1.503(5) . ? C109 C110 1.397(6) . ? C110 C111 1.408(6) . ? C111 C112 1.453(5) . ? C112 C113 1.355(6) . ? C112 C129 1.516(5) . ? C113 C114 1.467(5) . ? C113 C131 1.518(5) . ? C114 C115 1.409(6) . ? C115 C116 1.391(5) . ? C116 C117 1.448(5) . ? C117 C118 1.367(6) . ? C117 C133 1.498(6) . ? C118 C119 1.465(5) . ? C118 C135 1.489(6) . ? C119 C120 1.386(5) . ? C121 C122 1.517(7) . ? C121 H12A 0.9900 . ? C121 H12B 0.9900 . ? C122 H12C 0.9800 . ? C122 H12D 0.9800 . ? C122 H12E 0.9800 . ? C123 C124 1.529(7) . ? C123 H12F 0.9900 . ? C123 H12G 0.9900 . ? C124 H12H 0.9800 . ? C124 H12I 0.9800 . ? C124 H12J 0.9800 . ? C125 C126 1.516(6) . ? C125 H12K 0.9900 . ? C125 H12L 0.9900 . ? C126 H12M 0.9800 . ? C126 H12N 0.9800 . ? C126 H12O 0.9800 . ? C127 C128 1.542(6) . ? C127 H12P 0.9900 . ? C127 H12Q 0.9900 . ? C128 H12R 0.9800 . ? C128 H12S 0.9800 . ? C128 H12T 0.9800 . ? C129 C130 1.543(6) . ? C129 H12U 0.9900 . ? C129 H12V 0.9900 . ? C130 H13A 0.9800 . ? C130 H13B 0.9800 . ? C130 H13C 0.9800 . ? C131 C132 1.526(6) . ? C131 H13D 0.9900 . ? C131 H13E 0.9900 . ? C132 H13F 0.9800 . ? C132 H13G 0.9800 . ? C132 H13H 0.9800 . ? C133 C134 1.683(11) . ? C133 C34A 1.720(14) . ? C133 H33C 0.9646 . ? C133 H33D 0.9493 . ? C133 H33E 0.9599 . ? C133 H33F 0.9756 . ? C134 H33E 1.4359 . ? C134 H33F 1.3767 . ? C134 H13N 0.9800 . ? C134 H13O 0.9800 . ? C134 H13P 0.9800 . ? C34A H33C 1.4125 . ? C34A H33D 1.4936 . ? C34A H34D 0.9800 . ? C34A H34E 0.9800 . ? C34A H34F 0.9800 . ? C135 C136 1.615(9) . ? C135 H13I 0.9900 . ? C135 H13J 0.9900 . ? C136 H13K 0.9800 . ? C136 H13L 0.9800 . ? C136 H13M 0.9800 . ? 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 N1 Zn1 N4 89.01(13) . . ? N1 Zn1 N2 89.70(12) . . ? N4 Zn1 N2 161.24(12) . . ? N1 Zn1 N3 168.39(12) . . ? N4 Zn1 N3 88.72(12) . . ? N2 Zn1 N3 88.79(12) . . ? N1 Zn1 N9 95.53(12) . . ? N4 Zn1 N9 99.78(12) . . ? N2 Zn1 N9 98.97(12) . . ? N3 Zn1 N9 96.08(12) . . ? N104 Zn2 N101 89.48(12) . . ? N104 Zn2 N102 168.55(12) . . ? N101 Zn2 N102 88.66(12) . . ? N104 Zn2 N103 89.51(12) . . ? N101 Zn2 N103 161.64(12) . . ? N102 Zn2 N103 88.71(12) . . ? N104 Zn2 N12 95.39(12) . . ? N101 Zn2 N12 99.14(11) . . ? N102 Zn2 N12 96.06(12) . . ? N103 Zn2 N12 99.21(11) . . ? C1 N1 C4 106.5(3) . . ? C1 N1 Zn1 125.3(3) . . ? C4 N1 Zn1 124.0(2) . . ? C6 N2 C9 106.6(3) . . ? C6 N2 Zn1 126.6(2) . . ? C9 N2 Zn1 126.6(3) . . ? C11 N3 C14 106.8(3) . . ? C11 N3 Zn1 123.3(2) . . ? C14 N3 Zn1 122.8(2) . . ? C16 N4 C19 106.0(3) . . ? C16 N4 Zn1 126.0(3) . . ? C19 N4 Zn1 126.7(3) . . ? O1 N5 O2 124.8(4) . . ? O1 N5 C5 117.8(4) . . ? O2 N5 C5 117.4(4) . . ? O3 N6 O4 124.9(3) . . ? O3 N6 C10 117.4(3) . . ? O4 N6 C10 117.7(3) . . ? O5 N7 O6 125.1(3) . . ? O5 N7 C15 117.0(3) . . ? O6 N7 C15 118.0(3) . . ? O7 N8 O8 124.8(4) . . ? O7 N8 C20 117.3(4) . . ? O8 N8 C20 117.8(4) . . ? C41 N9 C37 117.1(3) . . ? C41 N9 Zn1 121.7(2) . . ? C37 N9 Zn1 121.1(3) . . ? N11 N10 C39 111.9(4) . . ? N10 N11 C42 111.9(4) . . ? C44 N12 C45 117.3(3) . . ? C44 N12 Zn2 121.5(2) . . ? C45 N12 Zn2 121.2(3) . . ? C104 N101 C101 106.5(3) . . ? C104 N101 Zn2 126.1(3) . . ? C101 N101 Zn2 126.2(3) . . ? C109 N102 C106 106.6(3) . . ? C109 N102 Zn2 123.9(2) . . ? C106 N102 Zn2 123.7(2) . . ? C114 N103 C111 106.6(3) . . ? C114 N103 Zn2 126.2(2) . . ? C111 N103 Zn2 126.8(3) . . ? C116 N104 C119 106.6(3) . . ? C116 N104 Zn2 124.7(2) . . ? C119 N104 Zn2 124.2(3) . . ? O102 N105 O101 124.6(3) . . ? O102 N105 C105 118.0(3) . . ? O101 N105 C105 117.3(3) . . ? O103 N106 O104 124.5(3) . . ? O103 N106 C110 118.0(3) . . ? O104 N106 C110 117.5(3) . . ? O106 N107 O105 124.9(4) . . ? O106 N107 C115 118.2(4) . . ? O105 N107 C115 116.9(4) . . ? O107 N108 O108 124.7(4) . . ? O107 N108 C120 117.1(3) . . ? O108 N108 C120 118.2(3) . . ? N1 C1 C20 120.5(3) . . ? N1 C1 C2 110.6(3) . . ? C20 C1 C2 128.9(4) . . ? C3 C2 C1 106.7(4) . . ? C3 C2 C21 123.7(4) . . ? C1 C2 C21 129.1(4) . . ? C2 C3 C4 106.0(3) . . ? C2 C3 C23 125.1(4) . . ? C4 C3 C23 128.7(4) . . ? N1 C4 C5 121.4(3) . . ? N1 C4 C3 110.0(3) . . ? C5 C4 C3 128.6(3) . . ? C6 C5 C4 131.0(4) . . ? C6 C5 N5 114.9(3) . . ? C4 C5 N5 114.0(3) . . ? N2 C6 C5 121.3(3) . . ? N2 C6 C7 110.0(3) . . ? C5 C6 C7 128.6(4) . . ? C8 C7 C6 106.4(3) . . ? C8 C7 C25 123.3(4) . . ? C6 C7 C25 130.2(4) . . ? C7 C8 C9 106.5(3) . . ? C7 C8 C27 124.4(4) . . ? C9 C8 C27 128.6(4) . . ? N2 C9 C10 121.3(3) . . ? N2 C9 C8 110.2(3) . . ? C10 C9 C8 128.4(4) . . ? C11 C10 C9 130.4(4) . . ? C11 C10 N6 114.8(4) . . ? C9 C10 N6 114.7(3) . . ? N3 C11 C10 120.7(4) . . ? N3 C11 C12 110.6(3) . . ? C10 C11 C12 128.7(4) . . ? C13 C12 C11 106.2(3) . . ? C13 C12 C30 124.5(4) . . ? C11 C12 C30 128.8(4) . . ? C12 C13 C14 106.3(3) . . ? C12 C13 C31 125.9(4) . . ? C14 C13 C31 127.1(3) . . ? N3 C14 C15 120.2(4) . . ? N3 C14 C13 109.8(3) . . ? C15 C14 C13 129.9(4) . . ? C14 C15 C16 130.7(4) . . ? C14 C15 N7 114.9(3) . . ? C16 C15 N7 114.4(3) . . ? N4 C16 C15 121.2(3) . . ? N4 C16 C17 110.9(3) . . ? C15 C16 C17 127.9(4) . . ? C18 C17 C16 106.5(3) . . ? C18 C17 C33 125.0(4) . . ? C16 C17 C33 127.9(4) . . ? C17 C18 C19 105.5(4) . . ? C17 C18 C35 124.0(4) . . ? C19 C18 C35 130.0(4) . . ? N4 C19 C20 120.1(4) . . ? N4 C19 C18 110.9(3) . . ? C20 C19 C18 129.0(4) . . ? C19 C20 C1 131.0(4) . . ? C19 C20 N8 114.9(3) . . ? C1 C20 N8 113.9(3) . . ? C2 C21 C22 112.6(4) . . ? C2 C21 H21A 109.1 . . ? C22 C21 H21A 109.1 . . ? C2 C21 H21B 109.1 . . ? C22 C21 H21B 109.1 . . ? H21A C21 H21B 107.8 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C3 C23 C24 109.1(4) . . ? C3 C23 C24A 102.2(7) . . ? C24 C23 C24A 148.7(7) . . ? C3 C23 H23A 110.7 . . ? C24 C23 H23A 110.5 . . ? C24A C23 H23A 56.0 . . ? C3 C23 H23B 110.5 . . ? C24 C23 H23B 108.6 . . ? C24A C23 H23B 58.7 . . ? H23A C23 H23B 107.4 . . ? C3 C23 H23C 111.4 . . ? C24 C23 H23C 57.6 . . ? C24A C23 H23C 110.9 . . ? H23A C23 H23C 137.7 . . ? H23B C23 H23C 53.5 . . ? C3 C23 H23D 111.7 . . ? C24 C23 H23D 56.1 . . ? C24A C23 H23D 111.7 . . ? H23A C23 H23D 57.0 . . ? H23B C23 H23D 137.8 . . ? H23C C23 H23D 108.8 . . ? C23 C24 H23C 35.9 . . ? C23 C24 H23D 35.5 . . ? H23C C24 H23D 69.0 . . ? C23 C24 H24A 109.5 . . ? H23C C24 H24A 142.3 . . ? H23D C24 H24A 84.2 . . ? C23 C24 H24B 109.5 . . ? H23C C24 H24B 99.7 . . ? H23D C24 H24B 96.3 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H23C C24 H24C 81.4 . . ? H23D C24 H24C 143.7 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C24A H23A 33.2 . . ? C23 C24A H23B 33.6 . . ? H23A C24A H23B 63.6 . . ? C23 C24A H24D 109.5 . . ? C23 C24A H24E 109.5 . . ? H24D C24A H24E 109.5 . . ? C23 C24A H24F 109.5 . . ? H24D C24A H24F 109.5 . . ? H24E C24A H24F 109.5 . . ? C7 C25 C26 112.7(4) . . ? C7 C25 H25A 109.0 . . ? C26 C25 H25A 109.0 . . ? C7 C25 H25B 109.0 . . ? C26 C25 H25B 109.0 . . ? H25A C25 H25B 107.8 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C8 C27 C28 111.5(4) . . ? C8 C27 H27A 109.3 . . ? C28 C27 H27A 109.3 . . ? C8 C27 H27B 109.3 . . ? C28 C27 H27B 109.3 . . ? H27A C27 H27B 108.0 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C30 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C12 C30 C29 111.1(3) . . ? C12 C30 H30A 109.4 . . ? C29 C30 H30A 109.4 . . ? C12 C30 H30B 109.4 . . ? C29 C30 H30B 109.4 . . ? H30A C30 H30B 108.0 . . ? C13 C31 C32 113.5(3) . . ? C13 C31 H31A 108.9 . . ? C32 C31 H31A 108.9 . . ? C13 C31 H31B 108.9 . . ? C32 C31 H31B 108.9 . . ? H31A C31 H31B 107.7 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C17 C33 C34 112.1(4) . . ? C17 C33 H33A 109.2 . . ? C34 C33 H33A 109.2 . . ? C17 C33 H33B 109.2 . . ? C34 C33 H33B 109.2 . . ? H33A C33 H33B 107.9 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C18 C35 C36 112.8(4) . . ? C18 C35 C36A 113.5(6) . . ? C36 C35 C36A 132.9(6) . . ? C18 C35 H35A 109.8 . . ? C36 C35 H35A 108.2 . . ? C36A C35 H35A 46.7 . . ? C18 C35 H35B 110.4 . . ? C36 C35 H35B 108.4 . . ? C36A C35 H35B 62.1 . . ? H35A C35 H35B 107.1 . . ? C18 C35 H35C 109.7 . . ? C36 C35 H35C 62.3 . . ? C36A C35 H35C 108.5 . . ? H35A C35 H35C 139.7 . . ? H35B C35 H35C 50.5 . . ? C18 C35 H35D 109.1 . . ? C36 C35 H35D 46.4 . . ? C36A C35 H35D 108.7 . . ? H35A C35 H35D 66.4 . . ? H35B C35 H35D 139.6 . . ? H35C C35 H35D 107.1 . . ? C35 C36 H35C 37.9 . . ? C35 C36 H35D 38.7 . . ? H35C C36 H35D 75.7 . . ? C35 C36 H36A 109.5 . . ? H35C C36 H36A 83.4 . . ? H35D C36 H36A 139.0 . . ? C35 C36 H36B 109.5 . . ? H35C C36 H36B 146.3 . . ? H35D C36 H36B 74.6 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H35C C36 H36C 94.1 . . ? H35D C36 H36C 106.9 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C35 C36A H35A 38.6 . . ? C35 C36A H35B 37.8 . . ? H35A C36A H35B 75.5 . . ? C35 C36A H36D 109.5 . . ? C35 C36A H36E 109.5 . . ? H36D C36A H36E 109.5 . . ? C35 C36A H36F 109.5 . . ? H36D C36A H36F 109.5 . . ? H36E C36A H36F 109.5 . . ? N9 C37 C38 123.6(4) . . ? N9 C37 H37A 118.2 . . ? C38 C37 H37A 118.2 . . ? C37 C38 C39 117.7(4) . . ? C37 C38 H38A 121.1 . . ? C39 C38 H38A 121.1 . . ? C38 C39 C40 120.0(4) . . ? C38 C39 N10 124.2(4) . . ? C40 C39 N10 115.8(4) . . ? C41 C40 C39 117.3(4) . . ? C41 C40 H40A 121.4 . . ? C39 C40 H40A 121.4 . . ? N9 C41 C40 124.2(4) . . ? N9 C41 H41A 117.9 . . ? C40 C41 H41A 117.9 . . ? C46 C42 C43 118.7(4) . . ? C46 C42 N11 124.2(4) . . ? C43 C42 N11 117.0(4) . . ? C44 C43 C42 118.8(4) . . ? C44 C43 H43A 120.6 . . ? C42 C43 H43A 120.6 . . ? N12 C44 C43 123.5(4) . . ? N12 C44 H44A 118.2 . . ? C43 C44 H44A 118.2 . . ? N12 C45 C46 123.3(4) . . ? N12 C45 H45A 118.4 . . ? C46 C45 H45A 118.4 . . ? C42 C46 C45 118.3(4) . . ? C42 C46 H46A 120.8 . . ? C45 C46 H46A 120.8 . . ? N101 C101 C120 121.4(3) . . ? N101 C101 C102 110.1(3) . . ? C120 C101 C102 128.5(4) . . ? C103 C102 C101 106.4(4) . . ? C103 C102 C121 124.4(4) . . ? C101 C102 C121 128.7(4) . . ? C102 C103 C104 106.0(3) . . ? C102 C103 C123 125.7(4) . . ? C104 C103 C123 127.7(4) . . ? N101 C104 C105 121.6(3) . . ? N101 C104 C103 110.6(3) . . ? C105 C104 C103 127.6(3) . . ? C106 C105 C104 130.3(4) . . ? C106 C105 N105 114.4(3) . . ? C104 C105 N105 115.2(3) . . ? N102 C106 C105 120.0(3) . . ? N102 C106 C107 110.0(3) . . ? C105 C106 C107 130.0(4) . . ? C108 C107 C106 106.1(3) . . ? C108 C107 C125 125.7(4) . . ? C106 C107 C125 127.8(3) . . ? C107 C108 C109 106.5(3) . . ? C107 C108 C127 124.9(4) . . ? C109 C108 C127 128.0(4) . . ? N102 C109 C110 121.3(4) . . ? N102 C109 C108 110.4(3) . . ? C110 C109 C108 128.3(4) . . ? C109 C110 C111 130.1(4) . . ? C109 C110 N106 114.7(3) . . ? C111 C110 N106 115.1(3) . . ? N103 C111 C110 121.0(3) . . ? N103 C111 C112 110.2(3) . . ? C110 C111 C112 128.5(4) . . ? C113 C112 C111 106.7(3) . . ? C113 C112 C129 124.6(4) . . ? C111 C112 C129 128.1(4) . . ? C112 C113 C114 106.1(3) . . ? C112 C113 C131 123.2(4) . . ? C114 C113 C131 130.7(4) . . ? N103 C114 C115 121.2(3) . . ? N103 C114 C113 110.2(3) . . ? C115 C114 C113 128.6(4) . . ? C116 C115 C114 132.1(4) . . ? C116 C115 N107 114.3(3) . . ? C114 C115 N107 113.5(3) . . ? N104 C116 C115 120.2(3) . . ? N104 C116 C117 110.6(3) . . ? C115 C116 C117 129.2(4) . . ? C118 C117 C116 106.6(3) . . ? C118 C117 C133 124.1(4) . . ? C116 C117 C133 129.0(4) . . ? C117 C118 C119 106.5(3) . . ? C117 C118 C135 124.5(4) . . ? C119 C118 C135 128.6(4) . . ? N104 C119 C120 121.2(3) . . ? N104 C119 C118 109.5(3) . . ? C120 C119 C118 129.3(3) . . ? C119 C120 C101 130.7(4) . . ? C119 C120 N108 115.2(3) . . ? C101 C120 N108 114.1(3) . . ? C122 C121 C102 112.7(4) . . ? C122 C121 H12A 109.1 . . ? C102 C121 H12A 109.1 . . ? C122 C121 H12B 109.1 . . ? C102 C121 H12B 109.1 . . ? H12A C121 H12B 107.8 . . ? C121 C122 H12C 109.5 . . ? C121 C122 H12D 109.5 . . ? H12C C122 H12D 109.5 . . ? C121 C122 H12E 109.5 . . ? H12C C122 H12E 109.5 . . ? H12D C122 H12E 109.5 . . ? C103 C123 C124 112.2(4) . . ? C103 C123 H12F 109.2 . . ? C124 C123 H12F 109.2 . . ? C103 C123 H12G 109.2 . . ? C124 C123 H12G 109.2 . . ? H12F C123 H12G 107.9 . . ? C123 C124 H12H 109.5 . . ? C123 C124 H12I 109.5 . . ? H12H C124 H12I 109.5 . . ? C123 C124 H12J 109.5 . . ? H12H C124 H12J 109.5 . . ? H12I C124 H12J 109.5 . . ? C107 C125 C126 112.4(3) . . ? C107 C125 H12K 109.1 . . ? C126 C125 H12K 109.1 . . ? C107 C125 H12L 109.1 . . ? C126 C125 H12L 109.1 . . ? H12K C125 H12L 107.8 . . ? C125 C126 H12M 109.5 . . ? C125 C126 H12N 109.5 . . ? H12M C126 H12N 109.5 . . ? C125 C126 H12O 109.5 . . ? H12M C126 H12O 109.5 . . ? H12N C126 H12O 109.5 . . ? C108 C127 C128 110.6(3) . . ? C108 C127 H12P 109.5 . . ? C128 C127 H12P 109.5 . . ? C108 C127 H12Q 109.5 . . ? C128 C127 H12Q 109.5 . . ? H12P C127 H12Q 108.1 . . ? C127 C128 H12R 109.5 . . ? C127 C128 H12S 109.5 . . ? H12R C128 H12S 109.5 . . ? C127 C128 H12T 109.5 . . ? H12R C128 H12T 109.5 . . ? H12S C128 H12T 109.5 . . ? C112 C129 C130 110.3(3) . . ? C112 C129 H12U 109.6 . . ? C130 C129 H12U 109.6 . . ? C112 C129 H12V 109.6 . . ? C130 C129 H12V 109.6 . . ? H12U C129 H12V 108.1 . . ? C129 C130 H13A 109.5 . . ? C129 C130 H13B 109.5 . . ? H13A C130 H13B 109.5 . . ? C129 C130 H13C 109.5 . . ? H13A C130 H13C 109.5 . . ? H13B C130 H13C 109.5 . . ? C113 C131 C132 112.8(4) . . ? C113 C131 H13D 109.0 . . ? C132 C131 H13D 109.0 . . ? C113 C131 H13E 109.0 . . ? C132 C131 H13E 109.0 . . ? H13D C131 H13E 107.8 . . ? C131 C132 H13F 109.5 . . ? C131 C132 H13G 109.5 . . ? H13F C132 H13G 109.5 . . ? C131 C132 H13H 109.5 . . ? H13F C132 H13H 109.5 . . ? H13G C132 H13H 109.5 . . ? C117 C133 C134 104.6(5) . . ? C117 C133 C34A 106.7(6) . . ? C134 C133 C34A 148.5(6) . . ? C117 C133 H33C 111.0 . . ? C134 C133 H33C 110.2 . . ? C34A C133 H33C 55.2 . . ? C117 C133 H33D 111.8 . . ? C134 C133 H33D 109.9 . . ? C34A C133 H33D 60.1 . . ? H33C C133 H33D 109.3 . . ? C117 C133 H33E 111.0 . . ? C134 C133 H33E 58.4 . . ? C34A C133 H33E 111.2 . . ? H33C C133 H33E 138.0 . . ? H33D C133 H33E 53.2 . . ? C117 C133 H33F 110.2 . . ? C134 C133 H33F 54.9 . . ? C34A C133 H33F 110.3 . . ? H33C C133 H33F 57.0 . . ? H33D C133 H33F 137.9 . . ? H33E C133 H33F 107.4 . . ? C133 C134 H33E 34.7 . . ? C133 C134 H33F 35.4 . . ? H33E C134 H33F 67.3 . . ? C133 C134 H13N 109.5 . . ? H33E C134 H13N 85.6 . . ? H33F C134 H13N 142.2 . . ? C133 C134 H13O 109.5 . . ? H33E C134 H13O 143.3 . . ? H33F C134 H13O 82.0 . . ? H13N C134 H13O 109.5 . . ? C133 C134 H13P 109.5 . . ? H33E C134 H13P 95.6 . . ? H33F C134 H13P 99.4 . . ? H13N C134 H13P 109.5 . . ? H13O C134 H13P 109.5 . . ? C133 C34A H33C 34.1 . . ? C133 C34A H33D 33.4 . . ? H33C C34A H33D 64.9 . . ? C133 C34A H34D 109.5 . . ? C133 C34A H34E 109.5 . . ? H34D C34A H34E 109.5 . . ? C133 C34A H34F 109.5 . . ? H34D C34A H34F 109.5 . . ? H34E C34A H34F 109.5 . . ? C118 C135 C136 107.0(4) . . ? C118 C135 H13I 110.3 . . ? C136 C135 H13I 110.3 . . ? C118 C135 H13J 110.3 . . ? C136 C135 H13J 110.3 . . ? H13I C135 H13J 108.6 . . ? C135 C136 H13K 109.5 . . ? C135 C136 H13L 109.5 . . ? H13K C136 H13L 109.5 . . ? C135 C136 H13M 109.5 . . ? H13K C136 H13M 109.5 . . ? H13L C136 H13M 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 3.519 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.112 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.500 0.000 1254 454 ' ' 2 1.000 1.000 0.500 1254 454 ' ' _platon_squeeze_details ; sixteen CHCl3 molecules are present in the unit cell ; _database_code_depnum_ccdc_archive 'CCDC 945374'