# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email dsun@sdu.edu.cn _publ_contact_author_name 'Di Sun' loop_ _publ_author_name 'Di Sun' 'Daofeng Sun' data_p1 _database_code_depnum_ccdc_archive 'CCDC 880881' #TrackingRef '- p1-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H26 Cd N4 O4' _chemical_formula_sum 'C30 H26 Cd N4 O4' _chemical_formula_weight 618.95 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.995(2) _cell_length_b 11.410(3) _cell_length_c 11.572(3) _cell_angle_alpha 87.877(4) _cell_angle_beta 88.749(4) _cell_angle_gamma 83.876(3) _cell_volume 1311.1(6) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2710 _cell_measurement_theta_min 4.943 _cell_measurement_theta_max 47.728 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.568 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 0.877 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9174 _exptl_absorpt_correction_T_max 0.9412 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6456 _diffrn_reflns_av_R_equivalents 0.0174 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4534 _reflns_number_gt 3810 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0533P)^2^+0.8301P] 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 4534 _refine_ls_number_parameters 354 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1043 _refine_ls_wR_factor_gt 0.0961 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.044 _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 Cd1 Cd 0.76711(3) 0.23396(3) 0.29270(3) 0.05109(13) Uani 1 1 d . . . C1 C 0.6166(6) -0.0318(5) 0.3898(5) 0.0897(18) Uani 1 1 d . . . H1A H 0.5971 0.0494 0.4089 0.135 Uiso 1 1 calc R . . H1B H 0.6609 -0.0751 0.4534 0.135 Uiso 1 1 calc R . . H1C H 0.5342 -0.0642 0.3746 0.135 Uiso 1 1 calc R . . C2 C 0.7055(4) -0.0405(4) 0.2856(4) 0.0544(10) Uani 1 1 d . . . C3 C 0.8464(5) -0.0011(4) 0.1505(4) 0.0628(12) Uani 1 1 d . . . H3 H 0.9046 0.0389 0.1037 0.075 Uiso 1 1 calc R . . C4 C 0.8176(5) -0.1104(4) 0.1355(4) 0.0644(12) Uani 1 1 d . . . H4 H 0.8523 -0.1604 0.0780 0.077 Uiso 1 1 calc R . . C5 C 0.6743(5) -0.2484(4) 0.2420(5) 0.0712(13) Uani 1 1 d . . . H5A H 0.6646 -0.2851 0.1688 0.085 Uiso 1 1 calc R . . H5B H 0.5859 -0.2360 0.2787 0.085 Uiso 1 1 calc R . . C6 C 0.7664(5) -0.3286(4) 0.3181(4) 0.0579(11) Uani 1 1 d . . . C7 C 0.7452(5) -0.3376(5) 0.4354(5) 0.0710(13) Uani 1 1 d . . . H7 H 0.6685 -0.2976 0.4682 0.085 Uiso 1 1 calc R . . C8 C 0.8348(5) -0.4043(4) 0.5053(4) 0.0683(13) Uani 1 1 d . . . H8 H 0.8167 -0.4087 0.5844 0.082 Uiso 1 1 calc R . . C9 C 0.9513(4) -0.4654(3) 0.4622(3) 0.0462(9) Uani 1 1 d . . . C10 C 0.9689(5) -0.4585(4) 0.3437(4) 0.0670(13) Uani 1 1 d . . . H10 H 1.0444 -0.4996 0.3102 0.080 Uiso 1 1 calc R . . C11 C 0.8779(6) -0.3926(5) 0.2741(4) 0.0743(14) Uani 1 1 d . . . H11 H 0.8927 -0.3915 0.1945 0.089 Uiso 1 1 calc R . . C12 C 0.9473(5) 0.1472(5) 0.5627(4) 0.0731(14) Uani 1 1 d . . . H12A H 0.9840 0.1497 0.4854 0.110 Uiso 1 1 calc R . . H12B H 0.9241 0.0692 0.5818 0.110 Uiso 1 1 calc R . . H12C H 1.0128 0.1675 0.6158 0.110 Uiso 1 1 calc R . . C13 C 0.8248(4) 0.2328(4) 0.5704(4) 0.0517(10) Uani 1 1 d . . . C14 C 0.6496(5) 0.3518(4) 0.5260(4) 0.0601(11) Uani 1 1 d . . . H14 H 0.5829 0.3954 0.4830 0.072 Uiso 1 1 calc R . . C15 C 0.6607(5) 0.3537(4) 0.6393(4) 0.0629(12) Uani 1 1 d . . . H15 H 0.6037 0.3971 0.6902 0.076 Uiso 1 1 calc R . . C16 C 0.8172(5) 0.2506(5) 0.7859(4) 0.0659(12) Uani 1 1 d . . . H16A H 0.8198 0.3232 0.8264 0.079 Uiso 1 1 calc R . . H16B H 0.9074 0.2097 0.7846 0.079 Uiso 1 1 calc R . . C17 C 0.7233(4) 0.1745(4) 0.8495(4) 0.0545(10) Uani 1 1 d . . . C18 C 0.7018(7) 0.0678(5) 0.8143(5) 0.097(2) Uani 1 1 d . . . H18 H 0.7493 0.0388 0.7496 0.117 Uiso 1 1 calc R . . C19 C 0.6130(6) -0.0011(5) 0.8688(5) 0.0902(19) Uani 1 1 d . . . H19 H 0.5977 -0.0729 0.8387 0.108 Uiso 1 1 calc R . . C20 C 0.5465(4) 0.0372(4) 0.9687(3) 0.0464(9) Uani 1 1 d . . . C21 C 0.5683(5) 0.1444(4) 1.0034(4) 0.0686(13) Uani 1 1 d . . . H21 H 0.5226 0.1738 1.0688 0.082 Uiso 1 1 calc R . . C22 C 0.6553(5) 0.2122(4) 0.9463(4) 0.0689(13) Uani 1 1 d . . . H22 H 0.6682 0.2854 0.9744 0.083 Uiso 1 1 calc R . . C23 C 0.5035(4) 0.3135(4) 0.2444(4) 0.0543(11) Uani 1 1 d . . . C24 C 0.3721(4) 0.3488(3) 0.1863(3) 0.0447(9) Uani 1 1 d . . . C25 C 0.3650(4) 0.4298(4) 0.0943(4) 0.0573(11) Uani 1 1 d . . . H25 H 0.4398 0.4684 0.0735 0.069 Uiso 1 1 calc R . . C26 C 0.2467(5) 0.4541(4) 0.0323(4) 0.0619(12) Uani 1 1 d . . . H26 H 0.2428 0.5069 -0.0310 0.074 Uiso 1 1 calc R . . C27 C 0.1357(4) 0.3989(4) 0.0660(4) 0.0532(10) Uani 1 1 d . . . H27 H 0.0567 0.4147 0.0247 0.064 Uiso 1 1 calc R . . C28 C 0.1392(4) 0.3209(4) 0.1595(3) 0.0446(9) Uani 1 1 d . . . C29 C 0.2589(4) 0.2947(3) 0.2177(3) 0.0444(9) Uani 1 1 d . . . H29 H 0.2631 0.2395 0.2791 0.053 Uiso 1 1 calc R . . C30 C 0.0133(4) 0.2723(4) 0.2037(4) 0.0562(11) Uani 1 1 d . . . N1 N 0.7770(4) 0.0441(3) 0.2459(3) 0.0559(9) Uani 1 1 d . . . N2 N 0.7269(4) -0.1355(3) 0.2212(3) 0.0560(9) Uani 1 1 d . . . N3 N 0.7520(3) 0.2750(3) 0.4810(3) 0.0525(8) Uani 1 1 d . . . N4 N 0.7736(4) 0.2786(3) 0.6671(3) 0.0553(9) Uani 1 1 d . . . O1 O 0.6011(3) 0.3651(3) 0.2139(3) 0.0733(9) Uani 1 1 d U . . O2 O 0.5099(3) 0.2297(3) 0.3152(4) 0.0795(10) Uani 1 1 d U . . O3 O 0.0165(4) 0.2134(4) 0.2945(3) 0.0874(12) Uani 1 1 d . . . O4 O -0.0917(3) 0.2994(3) 0.1496(3) 0.0798(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.04104(19) 0.0643(2) 0.0485(2) -0.00326(14) -0.00130(12) -0.00787(13) C1 0.104(4) 0.083(4) 0.080(4) 0.008(3) 0.037(3) -0.009(3) C2 0.052(2) 0.057(3) 0.054(2) 0.003(2) -0.003(2) -0.001(2) C3 0.063(3) 0.065(3) 0.057(3) 0.003(2) 0.013(2) 0.005(2) C4 0.070(3) 0.062(3) 0.058(3) -0.008(2) -0.001(2) 0.008(2) C5 0.067(3) 0.065(3) 0.083(3) 0.003(3) -0.022(3) -0.013(2) C6 0.061(3) 0.049(2) 0.066(3) 0.000(2) -0.012(2) -0.012(2) C7 0.066(3) 0.070(3) 0.074(3) 0.004(3) 0.007(3) 0.004(2) C8 0.076(3) 0.073(3) 0.053(3) 0.002(2) 0.011(2) 0.003(3) C9 0.058(2) 0.037(2) 0.045(2) -0.0074(16) 0.0034(18) -0.0087(17) C10 0.082(3) 0.064(3) 0.051(3) -0.012(2) 0.002(2) 0.013(2) C11 0.100(4) 0.071(3) 0.049(3) -0.006(2) -0.011(3) 0.010(3) C12 0.061(3) 0.085(4) 0.070(3) -0.003(3) -0.002(2) 0.006(3) C13 0.050(2) 0.060(3) 0.048(2) -0.0032(19) -0.0005(19) -0.017(2) C14 0.058(3) 0.062(3) 0.059(3) -0.009(2) -0.001(2) 0.003(2) C15 0.067(3) 0.058(3) 0.064(3) -0.015(2) 0.005(2) -0.007(2) C16 0.064(3) 0.090(4) 0.047(3) -0.005(2) -0.003(2) -0.021(2) C17 0.061(3) 0.062(3) 0.043(2) -0.0072(19) -0.006(2) -0.014(2) C18 0.131(5) 0.089(4) 0.079(4) -0.038(3) 0.055(4) -0.042(4) C19 0.123(5) 0.072(3) 0.082(4) -0.036(3) 0.049(4) -0.037(3) C20 0.051(2) 0.051(2) 0.035(2) -0.0029(17) -0.0055(17) 0.0031(18) C21 0.088(3) 0.063(3) 0.057(3) -0.023(2) 0.020(3) -0.018(3) C22 0.091(4) 0.059(3) 0.060(3) -0.017(2) 0.012(3) -0.023(3) C23 0.043(2) 0.066(3) 0.055(3) -0.020(2) -0.003(2) -0.008(2) C24 0.040(2) 0.050(2) 0.044(2) -0.0107(18) 0.0040(17) -0.0011(17) C25 0.053(2) 0.064(3) 0.055(3) -0.003(2) 0.010(2) -0.012(2) C26 0.068(3) 0.065(3) 0.051(3) 0.012(2) -0.004(2) -0.006(2) C27 0.048(2) 0.060(3) 0.051(2) -0.006(2) -0.0107(19) 0.002(2) C28 0.039(2) 0.052(2) 0.043(2) -0.0082(18) 0.0018(17) -0.0009(17) C29 0.044(2) 0.048(2) 0.040(2) -0.0063(17) 0.0013(17) -0.0010(17) C30 0.045(2) 0.064(3) 0.061(3) -0.016(2) 0.005(2) -0.011(2) N1 0.053(2) 0.063(2) 0.050(2) 0.0028(17) -0.0013(17) -0.0029(17) N2 0.054(2) 0.053(2) 0.061(2) 0.0016(18) -0.0134(18) -0.0051(17) N3 0.052(2) 0.059(2) 0.048(2) -0.0051(16) -0.0012(16) -0.0088(17) N4 0.061(2) 0.066(2) 0.0417(19) -0.0063(16) -0.0004(16) -0.0194(19) O1 0.0474(17) 0.098(2) 0.077(2) -0.0043(18) -0.0031(15) -0.0178(16) O2 0.065(2) 0.078(2) 0.096(2) 0.004(2) -0.0340(18) -0.0080(17) O3 0.065(2) 0.140(4) 0.064(2) 0.012(2) 0.0016(18) -0.046(2) O4 0.0422(18) 0.095(3) 0.103(3) 0.012(2) -0.0087(18) -0.0118(17) _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 Cd1 N3 2.244(3) . y Cd1 N1 2.244(4) . y Cd1 O1 2.293(3) . y Cd1 O4 2.308(4) 1_655 y Cd1 O3 2.479(4) 1_655 y Cd1 O2 2.584(4) . y C1 C2 1.483(7) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N1 1.324(6) . ? C2 N2 1.334(6) . ? C3 C4 1.329(7) . ? C3 N1 1.377(6) . ? C3 H3 0.9300 . ? C4 N2 1.371(6) . ? C4 H4 0.9300 . ? C5 N2 1.452(6) . ? C5 C6 1.502(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C11 1.366(7) . ? C6 C7 1.371(7) . ? C7 C8 1.369(7) . ? C7 H7 0.9300 . ? C8 C9 1.385(6) . ? C8 H8 0.9300 . ? C9 C10 1.378(6) . ? C9 C9 1.470(8) 2_746 ? C10 C11 1.373(7) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.486(6) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 N4 1.322(5) . ? C13 N3 1.324(5) . ? C14 C15 1.319(7) . ? C14 N3 1.380(5) . ? C14 H14 0.9300 . ? C15 N4 1.379(6) . ? C15 H15 0.9300 . ? C16 N4 1.464(6) . ? C16 C17 1.508(7) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.338(7) . ? C17 C22 1.357(6) . ? C18 C19 1.376(7) . ? C18 H18 0.9300 . ? C19 C20 1.383(6) . ? C19 H19 0.9300 . ? C20 C21 1.343(6) . ? C20 C20 1.484(8) 2_657 ? C21 C22 1.368(7) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 O1 1.231(5) . ? C23 O2 1.232(6) . ? C23 C24 1.498(6) . ? C24 C29 1.382(5) . ? C24 C25 1.381(6) . ? C25 C26 1.394(6) . ? C25 H25 0.9300 . ? C26 C27 1.375(6) . ? C26 H26 0.9300 . ? C27 C28 1.374(6) . ? C27 H27 0.9300 . ? C28 C29 1.384(5) . ? C28 C30 1.501(6) . ? C29 H29 0.9300 . ? C30 O3 1.225(6) . ? C30 O4 1.239(5) . ? C30 Cd1 2.719(4) 1_455 ? O3 Cd1 2.479(4) 1_455 ? O4 Cd1 2.308(4) 1_455 ? 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 N3 Cd1 N1 117.79(13) . . y N3 Cd1 O1 102.51(13) . . y N1 Cd1 O1 118.44(13) . . y N3 Cd1 O4 129.74(13) . 1_655 y N1 Cd1 O4 98.91(14) . 1_655 y O1 Cd1 O4 86.80(12) . 1_655 y N3 Cd1 O3 92.20(13) . 1_655 y N1 Cd1 O3 88.56(14) . 1_655 y O1 Cd1 O3 136.28(13) . 1_655 y O4 Cd1 O3 53.59(12) 1_655 1_655 y N3 Cd1 O2 83.24(12) . . y N1 Cd1 O2 86.90(12) . . y O1 Cd1 O2 52.43(12) . . y O4 Cd1 O2 134.73(12) 1_655 . y O3 Cd1 O2 171.16(12) 1_655 . y N3 Cd1 C30 110.70(13) . 1_655 ? N1 Cd1 C30 96.29(13) . 1_655 ? O1 Cd1 C30 111.22(14) . 1_655 ? O4 Cd1 C30 26.99(13) 1_655 1_655 ? O3 Cd1 C30 26.77(13) 1_655 1_655 ? O2 Cd1 C30 161.71(14) . 1_655 ? N3 Cd1 C23 95.56(13) . . ? N1 Cd1 C23 101.65(13) . . ? O1 Cd1 C23 26.24(13) . . ? O4 Cd1 C23 110.07(13) 1_655 . ? O3 Cd1 C23 162.39(14) 1_655 . ? O2 Cd1 C23 26.43(12) . . ? C30 Cd1 C23 136.24(15) 1_655 . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 111.0(4) . . ? N1 C2 C1 124.4(4) . . ? N2 C2 C1 124.6(4) . . ? C4 C3 N1 109.7(4) . . ? C4 C3 H3 125.2 . . ? N1 C3 H3 125.2 . . ? C3 C4 N2 106.9(4) . . ? C3 C4 H4 126.6 . . ? N2 C4 H4 126.6 . . ? N2 C5 C6 110.8(4) . . ? N2 C5 H5A 109.5 . . ? C6 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 108.1 . . ? C11 C6 C7 116.9(4) . . ? C11 C6 C5 121.4(5) . . ? C7 C6 C5 121.6(5) . . ? C8 C7 C6 121.3(5) . . ? C8 C7 H7 119.3 . . ? C6 C7 H7 119.3 . . ? C7 C8 C9 122.3(4) . . ? C7 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? C10 C9 C8 115.7(4) . . ? C10 C9 C9 122.2(5) . 2_746 ? C8 C9 C9 122.1(5) . 2_746 ? C11 C10 C9 121.7(5) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C6 C11 C10 122.1(5) . . ? C6 C11 H11 119.0 . . ? C10 C11 H11 119.0 . . ? C13 C12 H12A 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C13 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N4 C13 N3 110.3(4) . . ? N4 C13 C12 125.0(4) . . ? N3 C13 C12 124.7(4) . . ? C15 C14 N3 109.6(4) . . ? C15 C14 H14 125.2 . . ? N3 C14 H14 125.2 . . ? C14 C15 N4 106.4(4) . . ? C14 C15 H15 126.8 . . ? N4 C15 H15 126.8 . . ? N4 C16 C17 111.2(4) . . ? N4 C16 H16A 109.4 . . ? C17 C16 H16A 109.4 . . ? N4 C16 H16B 109.4 . . ? C17 C16 H16B 109.4 . . ? H16A C16 H16B 108.0 . . ? C18 C17 C22 116.6(4) . . ? C18 C17 C16 122.6(4) . . ? C22 C17 C16 120.9(4) . . ? C17 C18 C19 123.4(5) . . ? C17 C18 H18 118.3 . . ? C19 C18 H18 118.3 . . ? C18 C19 C20 119.4(5) . . ? C18 C19 H19 120.3 . . ? C20 C19 H19 120.3 . . ? C21 C20 C19 116.8(4) . . ? C21 C20 C20 122.7(5) . 2_657 ? C19 C20 C20 120.5(5) . 2_657 ? C20 C21 C22 122.5(4) . . ? C20 C21 H21 118.7 . . ? C22 C21 H21 118.7 . . ? C17 C22 C21 121.2(4) . . ? C17 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? O1 C23 O2 123.5(4) . . ? O1 C23 C24 118.1(4) . . ? O2 C23 C24 118.2(4) . . ? O1 C23 Cd1 55.4(2) . . ? O2 C23 Cd1 69.0(3) . . ? C24 C23 Cd1 164.8(3) . . ? C29 C24 C25 118.9(4) . . ? C29 C24 C23 120.7(4) . . ? C25 C24 C23 120.2(4) . . ? C24 C25 C26 120.5(4) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C27 C26 C25 119.1(4) . . ? C27 C26 H26 120.5 . . ? C25 C26 H26 120.5 . . ? C26 C27 C28 121.4(4) . . ? C26 C27 H27 119.3 . . ? C28 C27 H27 119.3 . . ? C27 C28 C29 118.8(4) . . ? C27 C28 C30 120.7(4) . . ? C29 C28 C30 120.3(4) . . ? C24 C29 C28 121.3(4) . . ? C24 C29 H29 119.4 . . ? C28 C29 H29 119.4 . . ? O3 C30 O4 122.7(4) . . ? O3 C30 C28 119.2(4) . . ? O4 C30 C28 118.0(4) . . ? O3 C30 Cd1 65.6(2) . 1_455 ? O4 C30 Cd1 57.7(2) . 1_455 ? C28 C30 Cd1 167.6(3) . 1_455 ? C2 N1 C3 105.3(4) . . ? C2 N1 Cd1 130.2(3) . . ? C3 N1 Cd1 123.5(3) . . ? C2 N2 C4 107.1(4) . . ? C2 N2 C5 127.2(4) . . ? C4 N2 C5 125.6(4) . . ? C13 N3 C14 105.8(4) . . ? C13 N3 Cd1 131.6(3) . . ? C14 N3 Cd1 122.5(3) . . ? C13 N4 C15 107.8(4) . . ? C13 N4 C16 128.3(4) . . ? C15 N4 C16 123.7(4) . . ? C23 O1 Cd1 98.3(3) . . ? C23 O2 Cd1 84.6(3) . . ? C30 O3 Cd1 87.6(3) . 1_455 ? C30 O4 Cd1 95.3(3) . 1_455 ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.524 _refine_diff_density_min -0.503 _refine_diff_density_rms 0.067 data_p2 _database_code_depnum_ccdc_archive 'CCDC 880882' #TrackingRef '- p1-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H22 Br4 N4 O4 Zn' _chemical_formula_sum 'C30 H22 Br4 N4 O4 Zn' _chemical_formula_weight 887.53 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.237(12) _cell_length_b 11.827(14) _cell_length_c 14.256(16) _cell_angle_alpha 91.67(2) _cell_angle_beta 109.35(2) _cell_angle_gamma 103.26(2) _cell_volume 1575(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1408 _cell_measurement_theta_min 4.366 _cell_measurement_theta_max 43.062 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.872 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 5.897 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5380 _exptl_absorpt_correction_T_max 0.5901 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7596 _diffrn_reflns_av_R_equivalents 0.0501 _diffrn_reflns_av_sigmaI/netI 0.1377 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5390 _reflns_number_gt 2665 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0632P)^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 5390 _refine_ls_number_parameters 390 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1194 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.1523 _refine_ls_wR_factor_gt 0.1195 _refine_ls_goodness_of_fit_ref 0.887 _refine_ls_restrained_S_all 0.887 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 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 0.18605(12) 0.04829(9) 0.81822(7) 0.0372(3) Uani 1 1 d . . . Br1 Br 0.22758(13) 0.20403(9) 0.44094(8) 0.0561(3) Uani 1 1 d . . . Br2 Br 0.10548(13) 0.26038(9) 0.62396(7) 0.0571(4) Uani 1 1 d . . . Br3 Br 0.38780(12) 0.73094(8) 0.92598(8) 0.0562(4) Uani 1 1 d . . . Br4 Br 0.17823(11) 0.46537(8) 0.83554(7) 0.0515(3) Uani 1 1 d . . . C1 C -0.0256(13) -0.1938(10) 0.8836(7) 0.076(4) Uani 1 1 d . . . H1A H -0.1015 -0.1783 0.9032 0.113 Uiso 1 1 calc R . . H1B H -0.0314 -0.2761 0.8814 0.113 Uiso 1 1 calc R . . H1C H -0.0346 -0.1695 0.8186 0.113 Uiso 1 1 calc R . . C2 C 0.1136(11) -0.1287(9) 0.9567(7) 0.040(2) Uani 1 1 d . . . C3 C 0.3163(12) -0.0053(9) 1.0259(9) 0.065(3) Uani 1 1 d . . . H3 H 0.3969 0.0556 1.0353 0.078 Uiso 1 1 calc R . . C4 C 0.2918(13) -0.0701(10) 1.0969(8) 0.069(4) Uani 1 1 d . . . H4 H 0.3496 -0.0620 1.1639 0.083 Uiso 1 1 calc R . . C5 C 0.0952(12) -0.2369(9) 1.1042(7) 0.056(3) Uani 1 1 d . . . H5A H 0.0053 -0.2841 1.0574 0.068 Uiso 1 1 calc R . . H5B H 0.0743 -0.1956 1.1551 0.068 Uiso 1 1 calc R . . C6 C 0.1912(12) -0.3175(8) 1.1539(7) 0.053(3) Uani 1 1 d . . . C7 C 0.2730(12) -0.2982(9) 1.2553(7) 0.057(3) Uani 1 1 d . . . H7 H 0.2734 -0.2339 1.2946 0.068 Uiso 1 1 calc R . . C8 C 0.3530(12) -0.3740(9) 1.2972(7) 0.059(3) Uani 1 1 d . . . H8 H 0.4081 -0.3592 1.3649 0.071 Uiso 1 1 calc R . . C9 C 0.3546(10) -0.4703(8) 1.2432(6) 0.037(2) Uani 1 1 d . . . C10 C 0.2773(11) -0.4862(8) 1.1422(7) 0.049(3) Uani 1 1 d . . . H10 H 0.2804 -0.5488 1.1027 0.059 Uiso 1 1 calc R . . C11 C 0.1953(12) -0.4116(9) 1.0981(7) 0.056(3) Uani 1 1 d . . . H11 H 0.1424 -0.4254 1.0300 0.067 Uiso 1 1 calc R . . C12 C 0.4420(11) -0.5525(9) 1.2921(7) 0.045(3) Uani 1 1 d . . . C13 C 0.5580(14) -0.5180(10) 1.3774(9) 0.079(4) Uani 1 1 d . . . H13 H 0.5879 -0.4401 1.4047 0.095 Uiso 1 1 calc R . . C14 C 0.6327(15) -0.5967(11) 1.4246(8) 0.090(5) Uani 1 1 d . . . H14 H 0.7162 -0.5697 1.4796 0.108 Uiso 1 1 calc R . . C15 C 0.5843(12) -0.7156(10) 1.3907(7) 0.053(3) Uani 1 1 d . . . C16 C 0.4712(12) -0.7477(9) 1.3027(8) 0.059(3) Uani 1 1 d . . . H16 H 0.4403 -0.8257 1.2756 0.070 Uiso 1 1 calc R . . C17 C 0.4005(12) -0.6682(9) 1.2522(8) 0.056(3) Uani 1 1 d . . . H17 H 0.3253 -0.6929 1.1917 0.068 Uiso 1 1 calc R . . C18 C 0.6587(13) -0.8025(10) 1.4472(7) 0.061(3) Uani 1 1 d . . . H18A H 0.7556 -0.7615 1.4885 0.074 Uiso 1 1 calc R . . H18B H 0.6092 -0.8352 1.4915 0.074 Uiso 1 1 calc R . . C19 C 0.5811(13) -1.0105(10) 1.3676(8) 0.061(3) Uani 1 1 d . . . H19 H 0.5122 -1.0407 1.3956 0.073 Uiso 1 1 calc R . . C20 C 0.6220(13) -1.0678(10) 1.3027(7) 0.056(3) Uani 1 1 d . . . H20 H 0.5862 -1.1471 1.2800 0.067 Uiso 1 1 calc R . . C21 C 0.7446(12) -0.8926(9) 1.3270(7) 0.046(3) Uani 1 1 d . . . C22 C 0.8508(11) -0.7796(8) 1.3194(7) 0.059(3) Uani 1 1 d . . . H22A H 0.8002 -0.7209 1.2970 0.089 Uiso 1 1 calc R . . H22B H 0.8949 -0.7962 1.2724 0.089 Uiso 1 1 calc R . . H22C H 0.9232 -0.7519 1.3839 0.089 Uiso 1 1 calc R . . C23 C -0.1033(12) 0.0463(8) 0.6644(7) 0.039(2) Uani 1 1 d . . . C24 C -0.0487(10) 0.0233(7) 0.5779(6) 0.035(2) Uani 1 1 d . . . C25 C 0.0468(12) 0.1106(8) 0.5519(6) 0.044(3) Uani 1 1 d . . . C26 C 0.0957(10) 0.0872(7) 0.4759(6) 0.039(3) Uani 1 1 d . . . C27 C 0.3073(10) 0.2658(8) 0.9303(7) 0.032(2) Uani 1 1 d . . . C28 C 0.4121(10) 0.3883(8) 0.9627(6) 0.037(2) Uani 1 1 d . . . C29 C 0.3658(10) 0.4864(8) 0.9296(6) 0.036(2) Uani 1 1 d . . . C30 C 0.4536(10) 0.5969(7) 0.9667(6) 0.038(2) Uani 1 1 d . . . N1 N 0.2029(10) -0.0430(7) 0.9361(6) 0.051(2) Uani 1 1 d . . . N2 N 0.1644(10) -0.1505(7) 1.0504(6) 0.048(2) Uani 1 1 d . . . N3 N 0.6644(10) -0.8975(8) 1.3828(6) 0.052(2) Uani 1 1 d . . . N4 N 0.7227(8) -0.9933(7) 1.2752(5) 0.0360(19) Uani 1 1 d . . . O1 O -0.0150(7) 0.0438(5) 0.7518(4) 0.0460(18) Uani 1 1 d . . . O2 O -0.2187(8) 0.0660(6) 0.6421(5) 0.058(2) Uani 1 1 d . . . O3 O 0.3156(7) 0.2061(5) 0.8590(5) 0.0493(18) Uani 1 1 d . . . O4 O 0.2304(8) 0.2362(6) 0.9788(5) 0.0519(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0416(8) 0.0274(6) 0.0375(6) -0.0017(5) 0.0065(5) 0.0103(5) Br1 0.0667(9) 0.0417(6) 0.0537(6) 0.0037(5) 0.0201(6) 0.0028(6) Br2 0.0838(10) 0.0323(6) 0.0478(6) -0.0093(5) 0.0171(6) 0.0107(6) Br3 0.0490(7) 0.0289(6) 0.0759(7) 0.0071(5) 0.0005(6) 0.0127(5) Br4 0.0447(7) 0.0370(6) 0.0538(6) -0.0036(5) -0.0070(5) 0.0111(5) C1 0.084(10) 0.069(8) 0.043(6) -0.001(6) -0.004(6) 0.000(7) C2 0.035(7) 0.042(6) 0.049(6) 0.005(5) 0.017(5) 0.019(5) C3 0.034(7) 0.045(7) 0.091(9) 0.029(6) -0.001(7) -0.006(5) C4 0.060(9) 0.051(7) 0.059(7) 0.003(6) -0.020(6) 0.002(6) C5 0.065(8) 0.056(7) 0.053(6) 0.008(5) 0.012(6) 0.037(6) C6 0.089(9) 0.036(6) 0.039(6) 0.015(5) 0.018(6) 0.033(6) C7 0.092(10) 0.042(6) 0.047(6) 0.009(5) 0.023(6) 0.039(6) C8 0.078(9) 0.061(8) 0.040(6) 0.004(5) 0.010(6) 0.036(7) C9 0.037(6) 0.037(6) 0.035(5) 0.008(4) 0.007(5) 0.011(5) C10 0.067(8) 0.040(6) 0.049(6) 0.006(5) 0.022(6) 0.028(6) C11 0.081(9) 0.051(7) 0.040(6) 0.009(5) 0.017(6) 0.033(6) C12 0.055(8) 0.044(6) 0.039(6) 0.002(5) 0.014(5) 0.021(5) C13 0.092(11) 0.042(7) 0.078(8) -0.013(6) -0.011(8) 0.032(7) C14 0.111(12) 0.073(9) 0.060(8) -0.017(7) -0.020(7) 0.053(9) C15 0.062(8) 0.063(8) 0.040(6) 0.000(5) 0.010(6) 0.043(6) C16 0.052(8) 0.041(7) 0.074(8) -0.008(6) 0.008(6) 0.018(6) C17 0.056(8) 0.046(7) 0.065(7) 0.014(5) 0.009(6) 0.025(6) C18 0.087(10) 0.073(8) 0.045(6) 0.020(6) 0.027(6) 0.052(7) C19 0.072(9) 0.061(8) 0.056(7) 0.014(6) 0.020(6) 0.033(7) C20 0.073(9) 0.042(7) 0.055(7) 0.013(5) 0.017(6) 0.026(6) C21 0.058(8) 0.048(7) 0.035(6) 0.006(5) 0.007(5) 0.032(6) C22 0.064(9) 0.038(6) 0.060(7) -0.001(5) 0.002(6) 0.010(6) C23 0.047(7) 0.026(5) 0.040(6) 0.000(4) 0.009(5) 0.011(5) C24 0.050(7) 0.022(5) 0.027(5) 0.006(4) 0.005(5) 0.012(5) C25 0.071(8) 0.031(6) 0.025(5) -0.008(4) -0.002(5) 0.031(6) C26 0.053(7) 0.023(5) 0.029(5) 0.004(4) -0.001(5) 0.009(5) C27 0.024(6) 0.034(6) 0.042(6) 0.011(5) 0.012(5) 0.012(4) C28 0.036(6) 0.034(6) 0.036(5) -0.005(4) 0.007(5) 0.009(5) C29 0.027(6) 0.030(5) 0.043(5) -0.001(4) -0.002(4) 0.011(4) C30 0.041(7) 0.024(5) 0.046(6) 0.002(4) 0.008(5) 0.013(4) N1 0.066(7) 0.038(5) 0.051(5) 0.015(4) 0.017(5) 0.019(5) N2 0.068(7) 0.034(5) 0.047(5) 0.016(4) 0.020(5) 0.024(5) N3 0.071(7) 0.057(6) 0.040(5) 0.011(4) 0.018(5) 0.043(6) N4 0.034(5) 0.035(5) 0.039(4) 0.005(4) 0.012(4) 0.012(4) O1 0.053(5) 0.046(4) 0.033(4) -0.001(3) 0.005(3) 0.017(4) O2 0.064(6) 0.069(5) 0.047(4) -0.002(4) 0.010(4) 0.041(4) O3 0.059(5) 0.037(4) 0.050(4) -0.006(3) 0.016(4) 0.013(3) O4 0.043(5) 0.045(4) 0.066(5) 0.000(3) 0.024(4) 0.001(3) _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 O1 1.947(7) . ? Zn1 O3 1.967(7) . ? Zn1 N1 2.004(8) . ? Zn1 N4 2.030(8) 2_647 ? Br1 C26 1.900(10) . ? Br2 C25 1.884(8) . ? Br3 C30 1.894(8) . ? Br4 C29 1.898(9) . ? C1 C2 1.476(14) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N1 1.311(12) . ? C2 N2 1.320(11) . ? C3 C4 1.342(15) . ? C3 N1 1.389(12) . ? C3 H3 0.9300 . ? C4 N2 1.366(13) . ? C4 H4 0.9300 . ? C5 N2 1.486(13) . ? C5 C6 1.545(12) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C11 1.365(12) . ? C6 C7 1.390(12) . ? C7 C8 1.369(13) . ? C7 H7 0.9300 . ? C8 C9 1.363(12) . ? C8 H8 0.9300 . ? C9 C10 1.377(12) . ? C9 C12 1.502(12) . ? C10 C11 1.379(12) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.359(13) . ? C12 C17 1.380(13) . ? C13 C14 1.388(14) . ? C13 H13 0.9300 . ? C14 C15 1.392(15) . ? C14 H14 0.9300 . ? C15 C16 1.365(13) . ? C15 C18 1.512(13) . ? C16 C17 1.390(13) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 N3 1.455(12) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.356(13) . ? C19 N3 1.377(14) . ? C19 H19 0.9300 . ? C20 N4 1.365(13) . ? C20 H20 0.9300 . ? C21 N3 1.313(12) . ? C21 N4 1.316(11) . ? C21 C22 1.549(15) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 O2 1.197(11) . ? C23 O1 1.280(10) . ? C23 C24 1.555(13) . ? C24 C26 1.391(11) 2_556 ? C24 C25 1.399(14) . ? C25 C26 1.382(12) . ? C26 C24 1.391(11) 2_556 ? C27 O4 1.212(10) . ? C27 O3 1.258(10) . ? C27 C28 1.543(12) . ? C28 C30 1.377(11) 2_667 ? C28 C29 1.389(11) . ? C29 C30 1.379(12) . ? C30 C28 1.377(11) 2_667 ? N4 Zn1 2.030(8) 2_647 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O3 115.0(3) . . ? O1 Zn1 N1 108.3(3) . . ? O3 Zn1 N1 110.8(3) . . ? O1 Zn1 N4 113.2(3) . 2_647 ? O3 Zn1 N4 96.6(3) . 2_647 ? N1 Zn1 N4 112.7(3) . 2_647 ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 111.8(9) . . ? N1 C2 C1 124.0(10) . . ? N2 C2 C1 124.2(11) . . ? C4 C3 N1 109.6(10) . . ? C4 C3 H3 125.2 . . ? N1 C3 H3 125.2 . . ? C3 C4 N2 105.7(9) . . ? C3 C4 H4 127.1 . . ? N2 C4 H4 127.1 . . ? N2 C5 C6 111.9(9) . . ? N2 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? N2 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? C11 C6 C7 118.5(8) . . ? C11 C6 C5 119.8(9) . . ? C7 C6 C5 121.7(9) . . ? C8 C7 C6 119.9(9) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C9 C8 C7 122.3(9) . . ? C9 C8 H8 118.8 . . ? C7 C8 H8 118.8 . . ? C8 C9 C10 117.2(8) . . ? C8 C9 C12 120.8(8) . . ? C10 C9 C12 121.9(8) . . ? C9 C10 C11 121.6(9) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C6 C11 C10 120.4(9) . . ? C6 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C17 118.4(9) . . ? C13 C12 C9 122.1(9) . . ? C17 C12 C9 119.4(9) . . ? C12 C13 C14 121.3(11) . . ? C12 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? C13 C14 C15 121.0(11) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C16 C15 C14 116.5(9) . . ? C16 C15 C18 122.6(10) . . ? C14 C15 C18 120.9(9) . . ? C15 C16 C17 122.5(10) . . ? C15 C16 H16 118.8 . . ? C17 C16 H16 118.8 . . ? C12 C17 C16 119.9(10) . . ? C12 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? N3 C18 C15 113.7(8) . . ? N3 C18 H18A 108.8 . . ? C15 C18 H18A 108.8 . . ? N3 C18 H18B 108.8 . . ? C15 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? C20 C19 N3 104.7(11) . . ? C20 C19 H19 127.6 . . ? N3 C19 H19 127.6 . . ? C19 C20 N4 110.8(10) . . ? C19 C20 H20 124.6 . . ? N4 C20 H20 124.6 . . ? N3 C21 N4 113.0(11) . . ? N3 C21 C22 124.1(9) . . ? N4 C21 C22 122.9(10) . . ? 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 . . ? O2 C23 O1 128.5(9) . . ? O2 C23 C24 117.3(8) . . ? O1 C23 C24 114.2(9) . . ? C26 C24 C25 118.6(8) 2_556 . ? C26 C24 C23 119.4(9) 2_556 . ? C25 C24 C23 122.0(8) . . ? C26 C25 C24 120.9(8) . . ? C26 C25 Br2 121.4(8) . . ? C24 C25 Br2 117.7(7) . . ? C25 C26 C24 120.6(9) . 2_556 ? C25 C26 Br1 121.4(7) . . ? C24 C26 Br1 118.0(8) 2_556 . ? O4 C27 O3 127.3(9) . . ? O4 C27 C28 116.5(8) . . ? O3 C27 C28 116.2(9) . . ? C30 C28 C29 119.0(8) 2_667 . ? C30 C28 C27 120.6(8) 2_667 . ? C29 C28 C27 119.9(8) . . ? C30 C29 C28 120.3(8) . . ? C30 C29 Br4 120.8(6) . . ? C28 C29 Br4 118.8(7) . . ? C28 C30 C29 120.6(7) 2_667 . ? C28 C30 Br3 118.9(6) 2_667 . ? C29 C30 Br3 120.5(7) . . ? C2 N1 C3 104.8(8) . . ? C2 N1 Zn1 133.1(8) . . ? C3 N1 Zn1 121.1(8) . . ? C2 N2 C4 108.1(9) . . ? C2 N2 C5 128.7(10) . . ? C4 N2 C5 122.9(9) . . ? C21 N3 C19 107.3(9) . . ? C21 N3 C18 127.6(10) . . ? C19 N3 C18 125.1(10) . . ? C21 N4 C20 104.0(9) . . ? C21 N4 Zn1 133.5(8) . 2_647 ? C20 N4 Zn1 122.3(7) . 2_647 ? C23 O1 Zn1 140.0(7) . . ? C27 O3 Zn1 117.0(6) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.878 _refine_diff_density_min -1.058 _refine_diff_density_rms 0.159