# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Pedro T. Gomes' _publ_contact_author_email pedro.t.gomes@ist.utl.pt loop_ _publ_author_name 'Lidong Li' C.S.B.Gomes P.T.Gomes M.T.Duarte 'Zhiqiang Fan' data_1a _database_code_depnum_ccdc_archive 'CCDC 789956' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C15 H14 N4' _chemical_formula_sum 'C15 H14 N4' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour colourless _diffrn_ambient_temperature 150(2) _chemical_formula_weight 250.30 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.720(3) _cell_length_b 6.1010(10) _cell_length_c 15.250(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.47(3) _cell_angle_gamma 90.00 _cell_volume 1350.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2543 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 25.81 _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9901 _exptl_absorpt_correction_T_max 0.9969 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11481 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 25.67 _reflns_number_total 2539 _reflns_number_gt 1462 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SIR2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material enCIFer _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^ > 2\s(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^)+(0.0571P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2539 _refine_ls_number_parameters 180 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0941 _refine_ls_R_factor_gt 0.0445 _refine_ls_wR_factor_ref 0.1178 _refine_ls_wR_factor_gt 0.1051 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _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 N1 N 0.85442(18) -0.0133(3) 0.44373(13) 0.0752(6) Uani 1 1 d . . . H01 H 0.9129(15) 0.019(3) 0.4490(13) 0.063(7) Uiso 1 1 d . . . H02 H 0.8277(14) -0.122(3) 0.4674(13) 0.072(7) Uiso 1 1 d . . . N2 N 0.99439(13) 0.2638(3) 0.41135(11) 0.0731(5) Uani 1 1 d . . . N3 N 1.07425(13) 0.3618(3) 0.40766(11) 0.0771(5) Uani 1 1 d . . . N4 N 1.05396(12) 0.5605(3) 0.37118(9) 0.0612(4) Uani 1 1 d . . . C1 C 0.79365(14) 0.1473(3) 0.40650(10) 0.0536(5) Uani 1 1 d . . . C2 C 0.69869(15) 0.1133(3) 0.40067(12) 0.0644(5) Uani 1 1 d . . . H2 H 0.6779 -0.0174 0.4217 0.077 Uiso 1 1 calc R . . C3 C 0.63522(15) 0.2688(3) 0.36446(12) 0.0683(6) Uani 1 1 d . . . H3 H 0.5726 0.2433 0.3623 0.082 Uiso 1 1 calc R . . C4 C 0.66512(15) 0.4643(3) 0.33110(12) 0.0656(6) Uani 1 1 d . . . H4 H 0.6227 0.5693 0.3063 0.079 Uiso 1 1 calc R . . C5 C 0.75830(14) 0.5002(3) 0.33528(11) 0.0567(5) Uani 1 1 d . . . H5 H 0.7778 0.6298 0.3122 0.068 Uiso 1 1 calc R . . C6 C 0.82492(12) 0.3467(3) 0.37332(10) 0.0489(5) Uani 1 1 d . . . C7 C 0.92310(13) 0.3997(3) 0.37750(10) 0.0509(5) Uani 1 1 d . . . C8 C 0.96312(14) 0.5897(3) 0.35232(12) 0.0622(5) Uani 1 1 d . . . H8 H 0.9326 0.7137 0.3271 0.075 Uiso 1 1 calc R . . C9 C 1.12776(15) 0.7145(4) 0.35827(13) 0.0772(6) Uani 1 1 d . . . H9A H 1.1868 0.6521 0.3838 0.093 Uiso 1 1 calc R . . H9B H 1.1200 0.8498 0.3897 0.093 Uiso 1 1 calc R . . C10 C 1.12816(13) 0.7656(3) 0.26152(12) 0.0585(5) Uani 1 1 d . . . C11 C 1.09950(16) 0.9681(3) 0.22521(16) 0.0802(7) Uani 1 1 d . . . H11 H 1.0787 1.0753 0.2605 0.096 Uiso 1 1 calc R . . C12 C 1.10202(19) 1.0107(4) 0.13448(19) 0.0954(8) Uani 1 1 d . . . H12 H 1.0832 1.1459 0.1098 0.115 Uiso 1 1 calc R . . C13 C 1.1324(2) 0.8512(5) 0.08348(17) 0.1026(8) Uani 1 1 d . . . H13 H 1.1334 0.8772 0.0236 0.123 Uiso 1 1 calc R . . C14 C 1.1612(2) 0.6540(4) 0.12007(17) 0.1085(9) Uani 1 1 d . . . H14 H 1.1826 0.5472 0.0850 0.130 Uiso 1 1 calc R . . C15 C 1.15899(16) 0.6121(4) 0.20709(15) 0.0804(7) Uani 1 1 d . . . H15 H 1.1788 0.4763 0.2305 0.096 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 N1 0.0803(17) 0.0583(12) 0.0832(13) 0.0148(10) 0.0025(12) 0.0037(11) N2 0.0632(12) 0.0774(11) 0.0776(11) 0.0139(9) 0.0087(9) 0.0140(10) N3 0.0645(13) 0.0893(13) 0.0765(12) 0.0142(10) 0.0088(9) 0.0173(11) N4 0.0558(11) 0.0800(11) 0.0476(9) -0.0036(8) 0.0078(7) 0.0031(9) C1 0.0702(14) 0.0523(11) 0.0363(9) -0.0014(8) 0.0026(9) 0.0085(10) C2 0.0778(16) 0.0666(12) 0.0492(11) 0.0040(9) 0.0115(10) -0.0028(12) C3 0.0614(14) 0.0833(14) 0.0610(12) -0.0009(11) 0.0120(10) -0.0030(12) C4 0.0592(15) 0.0683(13) 0.0669(13) 0.0060(10) 0.0030(10) 0.0106(10) C5 0.0597(14) 0.0566(11) 0.0522(11) 0.0025(9) 0.0045(9) 0.0069(10) C6 0.0587(13) 0.0528(10) 0.0343(9) -0.0045(8) 0.0045(8) 0.0071(9) C7 0.0605(13) 0.0535(11) 0.0378(9) -0.0037(8) 0.0055(8) 0.0102(10) C8 0.0593(14) 0.0672(13) 0.0593(12) 0.0012(9) 0.0071(10) 0.0111(10) C9 0.0596(14) 0.1024(16) 0.0685(14) -0.0160(11) 0.0069(11) -0.0120(12) C10 0.0502(12) 0.0624(12) 0.0635(12) -0.0080(10) 0.0109(9) -0.0051(9) C11 0.0751(17) 0.0652(14) 0.0987(19) -0.0165(13) 0.0092(13) -0.0062(11) C12 0.095(2) 0.0736(16) 0.112(2) 0.0247(15) -0.0004(16) -0.0113(14) C13 0.127(2) 0.109(2) 0.0767(17) 0.0080(16) 0.0302(15) -0.0183(18) C14 0.151(3) 0.104(2) 0.0836(18) -0.0010(16) 0.0557(17) 0.0064(19) C15 0.0965(19) 0.0730(14) 0.0783(15) -0.0016(11) 0.0341(13) 0.0084(12) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C1 1.384(2) . ? N1 H01 0.87(2) . ? N1 H02 0.88(2) . ? N2 N3 1.328(2) . ? N2 C7 1.370(2) . ? N3 N4 1.347(2) . ? N4 C8 1.333(2) . ? N4 C9 1.474(2) . ? C1 C2 1.401(3) . ? C1 C6 1.423(2) . ? C2 C3 1.381(3) . ? C2 H2 0.9300 . ? C3 C4 1.396(3) . ? C3 H3 0.9300 . ? C4 C5 1.380(3) . ? C4 H4 0.9300 . ? C5 C6 1.410(2) . ? C5 H5 0.9300 . ? C6 C7 1.472(2) . ? C7 C8 1.383(3) . ? C8 H8 0.9300 . ? C9 C10 1.509(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C15 1.377(3) . ? C10 C11 1.391(3) . ? C11 C12 1.414(3) . ? C11 H11 0.9300 . ? C12 C13 1.366(3) . ? C12 H12 0.9300 . ? C13 C14 1.364(3) . ? C13 H13 0.9300 . ? C14 C15 1.357(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 H01 116.2(12) . . ? C1 N1 H02 113.6(13) . . ? H01 N1 H02 129.2(19) . . ? N3 N2 C7 109.88(16) . . ? N2 N3 N4 106.56(16) . . ? C8 N4 N3 110.83(16) . . ? C8 N4 C9 128.44(18) . . ? N3 N4 C9 120.72(17) . . ? N1 C1 C2 119.5(2) . . ? N1 C1 C6 121.7(2) . . ? C2 C1 C6 118.79(16) . . ? C3 C2 C1 121.71(19) . . ? C3 C2 H2 119.1 . . ? C1 C2 H2 119.1 . . ? C2 C3 C4 120.0(2) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 119.28(18) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 122.18(17) . . ? C4 C5 H5 118.9 . . ? C6 C5 H5 118.9 . . ? C5 C6 C1 118.05(17) . . ? C5 C6 C7 118.92(16) . . ? C1 C6 C7 123.03(15) . . ? N2 C7 C8 106.08(17) . . ? N2 C7 C6 124.68(17) . . ? C8 C7 C6 129.21(16) . . ? N4 C8 C7 106.65(16) . . ? N4 C8 H8 126.7 . . ? C7 C8 H8 126.7 . . ? N4 C9 C10 112.56(15) . . ? N4 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N4 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C15 C10 C11 118.20(19) . . ? C15 C10 C9 120.27(19) . . ? C11 C10 C9 121.52(18) . . ? C10 C11 C12 119.8(2) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C13 C12 C11 119.3(2) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C14 C13 C12 120.3(2) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C15 C14 C13 120.7(2) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C10 121.7(2) . . ? C14 C15 H15 119.2 . . ? C10 C15 H15 119.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 N2 N3 N4 -0.1(2) . . . . ? N2 N3 N4 C8 0.3(2) . . . . ? N2 N3 N4 C9 179.29(15) . . . . ? N1 C1 C2 C3 179.71(17) . . . . ? C6 C1 C2 C3 -0.6(2) . . . . ? C1 C2 C3 C4 1.1(3) . . . . ? C2 C3 C4 C5 -0.4(3) . . . . ? C3 C4 C5 C6 -0.9(3) . . . . ? C4 C5 C6 C1 1.3(2) . . . . ? C4 C5 C6 C7 -178.32(15) . . . . ? N1 C1 C6 C5 179.09(16) . . . . ? C2 C1 C6 C5 -0.6(2) . . . . ? N1 C1 C6 C7 -1.3(2) . . . . ? C2 C1 C6 C7 179.06(15) . . . . ? N3 N2 C7 C8 0.0(2) . . . . ? N3 N2 C7 C6 -178.33(15) . . . . ? C5 C6 C7 N2 -178.87(16) . . . . ? C1 C6 C7 N2 1.5(2) . . . . ? C5 C6 C7 C8 3.3(2) . . . . ? C1 C6 C7 C8 -176.35(16) . . . . ? N3 N4 C8 C7 -0.34(19) . . . . ? C9 N4 C8 C7 -179.23(15) . . . . ? N2 C7 C8 N4 0.23(19) . . . . ? C6 C7 C8 N4 178.40(15) . . . . ? C8 N4 C9 C10 -64.5(2) . . . . ? N3 N4 C9 C10 116.75(19) . . . . ? N4 C9 C10 C15 -73.8(2) . . . . ? N4 C9 C10 C11 107.5(2) . . . . ? C15 C10 C11 C12 0.4(3) . . . . ? C9 C10 C11 C12 179.2(2) . . . . ? C10 C11 C12 C13 0.2(4) . . . . ? C11 C12 C13 C14 -0.9(4) . . . . ? C12 C13 C14 C15 0.9(4) . . . . ? C13 C14 C15 C10 -0.2(4) . . . . ? C11 C10 C15 C14 -0.5(3) . . . . ? C9 C10 C15 C14 -179.2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.67 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.120 _refine_diff_density_min -0.129 _refine_diff_density_rms 0.027 ################################################ data_1c _database_code_depnum_ccdc_archive 'CCDC 789957' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C14 H12 N4' _chemical_formula_sum 'C14 H12 N4' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour white _diffrn_ambient_temperature 150(2) _chemical_formula_weight 236.28 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 10.882(2) _cell_length_b 9.5745(19) _cell_length_c 11.431(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.539(7) _cell_angle_gamma 90.00 _cell_volume 1170.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 998 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 21.35 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.340 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9792 _exptl_absorpt_correction_T_max 0.9900 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6774 _diffrn_reflns_av_R_equivalents 0.0676 _diffrn_reflns_av_sigmaI/netI 0.0989 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.79 _diffrn_reflns_theta_max 25.73 _reflns_number_total 2215 _reflns_number_gt 1143 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SIR2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material enCIFer _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^ > 2\s(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. Three restraints were used in the refinement, namely two DFIX between atoms H01-N1 and between H02-N1 and one DANG restraint between atoms H01-H02. ; _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^)+(0.1164P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2215 _refine_ls_number_parameters 169 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1452 _refine_ls_R_factor_gt 0.0681 _refine_ls_wR_factor_ref 0.2030 _refine_ls_wR_factor_gt 0.1727 _refine_ls_goodness_of_fit_ref 0.940 _refine_ls_restrained_S_all 0.943 _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 N1 N -0.1081(3) 0.3569(4) 1.0801(3) 0.0562(10) Uani 1 1 d D . . N2 N 0.0208(2) 0.3353(3) 0.8901(3) 0.0394(8) Uani 1 1 d . . . N3 N 0.1212(3) 0.3376(3) 0.8419(3) 0.0404(8) Uani 1 1 d . . . N4 N 0.1443(2) 0.2050(3) 0.8113(3) 0.0323(7) Uani 1 1 d . . . C1 C -0.1673(3) 0.2399(3) 1.0340(3) 0.0332(8) Uani 1 1 d . . . C2 C -0.2694(3) 0.1924(4) 1.0805(3) 0.0402(10) Uani 1 1 d . . . H2 H -0.2943 0.2421 1.1421 0.048 Uiso 1 1 calc R . . C3 C -0.3335(3) 0.0761(4) 1.0387(3) 0.0397(10) Uani 1 1 d . . . H3 H -0.4014 0.0479 1.0717 0.048 Uiso 1 1 calc R . . C4 C -0.3000(3) -0.0004(4) 0.9487(3) 0.0397(9) Uani 1 1 d . . . H4 H -0.3443 -0.0803 0.9204 0.048 Uiso 1 1 calc R . . C5 C -0.1993(3) 0.0433(4) 0.9009(3) 0.0349(9) Uani 1 1 d . . . H5 H -0.1760 -0.0081 0.8395 0.042 Uiso 1 1 calc R . . C6 C -0.1311(3) 0.1624(3) 0.9418(3) 0.0288(8) Uani 1 1 d . . . C7 C -0.0206(3) 0.2011(3) 0.8913(3) 0.0247(8) Uani 1 1 d . . . C8 C 0.0572(3) 0.1180(4) 0.8409(3) 0.0298(8) Uani 1 1 d . . . H8 H 0.0515 0.0219 0.8293 0.036 Uiso 1 1 calc R . . C9 C 0.2512(3) 0.1722(3) 0.7599(3) 0.0287(8) Uani 1 1 d . . . C10 C 0.3644(3) 0.2385(4) 0.8034(3) 0.0390(9) Uani 1 1 d . . . H10 H 0.3707 0.3052 0.8634 0.047 Uiso 1 1 calc R . . C11 C 0.4677(3) 0.2016(4) 0.7541(4) 0.0446(10) Uani 1 1 d . . . H11 H 0.5441 0.2450 0.7810 0.054 Uiso 1 1 calc R . . C12 C 0.4588(3) 0.1033(4) 0.6674(4) 0.0469(11) Uani 1 1 d . . . H12 H 0.5293 0.0793 0.6365 0.056 Uiso 1 1 calc R . . C13 C 0.3454(3) 0.0380(4) 0.6242(4) 0.0450(10) Uani 1 1 d . . . H13 H 0.3395 -0.0290 0.5646 0.054 Uiso 1 1 calc R . . C14 C 0.2413(3) 0.0743(4) 0.6716(3) 0.0368(9) Uani 1 1 d . . . H14 H 0.1647 0.0320 0.6434 0.044 Uiso 1 1 calc R . . H01 H -0.057(5) 0.410(5) 1.034(5) 0.150 Uiso 1 1 d D . . H02 H -0.145(5) 0.428(5) 1.129(4) 0.130 Uiso 1 1 d 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 N1 0.055(2) 0.060(2) 0.055(2) -0.0069(19) 0.0147(18) -0.0096(19) N2 0.0357(17) 0.0382(18) 0.050(2) -0.0006(15) 0.0225(15) -0.0001(14) N3 0.0427(17) 0.0329(17) 0.051(2) 0.0009(15) 0.0239(15) 0.0014(14) N4 0.0305(15) 0.0341(17) 0.0343(18) 0.0025(13) 0.0108(13) 0.0000(12) C1 0.040(2) 0.0300(19) 0.029(2) -0.0017(16) 0.0035(16) 0.0017(16) C2 0.042(2) 0.046(2) 0.037(2) 0.0061(18) 0.0183(18) 0.0177(18) C3 0.0255(18) 0.048(2) 0.045(2) 0.0111(19) 0.0070(16) 0.0034(16) C4 0.0276(19) 0.050(2) 0.042(2) 0.0022(19) 0.0063(17) -0.0034(17) C5 0.0321(18) 0.040(2) 0.032(2) -0.0005(16) 0.0052(15) -0.0004(16) C6 0.0271(17) 0.0330(19) 0.028(2) 0.0043(15) 0.0079(14) 0.0060(14) C7 0.0254(16) 0.0244(18) 0.0248(18) 0.0008(14) 0.0057(14) -0.0019(13) C8 0.0277(17) 0.0328(18) 0.029(2) -0.0010(15) 0.0062(14) -0.0048(15) C9 0.0250(17) 0.0329(18) 0.029(2) 0.0061(15) 0.0067(14) 0.0019(14) C10 0.038(2) 0.039(2) 0.040(2) 0.0018(17) 0.0099(17) -0.0095(17) C11 0.0261(19) 0.049(2) 0.059(3) 0.001(2) 0.0085(18) -0.0112(16) C12 0.0295(19) 0.047(2) 0.068(3) -0.001(2) 0.0204(19) -0.0010(17) C13 0.033(2) 0.050(2) 0.055(3) -0.0100(19) 0.0153(18) 0.0010(17) C14 0.0236(17) 0.045(2) 0.042(2) -0.0013(18) 0.0064(15) -0.0025(15) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C1 1.350(5) . ? N1 H01 0.98(4) . ? N1 H02 1.01(4) . ? N2 N3 1.311(4) . ? N2 C7 1.363(4) . ? N3 N4 1.352(4) . ? N4 C8 1.350(4) . ? N4 C9 1.431(4) . ? C1 C2 1.393(5) . ? C1 C6 1.404(5) . ? C2 C3 1.354(5) . ? C2 H2 0.9300 . ? C3 C4 1.365(5) . ? C3 H3 0.9300 . ? C4 C5 1.377(5) . ? C4 H4 0.9300 . ? C5 C6 1.393(5) . ? C5 H5 0.9300 . ? C6 C7 1.473(4) . ? C7 C8 1.363(4) . ? C8 H8 0.9300 . ? C9 C14 1.367(5) . ? C9 C10 1.395(4) . ? C10 C11 1.392(5) . ? C10 H10 0.9300 . ? C11 C12 1.358(5) . ? C11 H11 0.9300 . ? C12 C13 1.391(5) . ? C12 H12 0.9300 . ? C13 C14 1.387(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 H01 120(3) . . ? C1 N1 H02 124(3) . . ? H01 N1 H02 106(3) . . ? N3 N2 C7 108.8(3) . . ? N2 N3 N4 107.5(3) . . ? C8 N4 N3 110.0(3) . . ? C8 N4 C9 128.9(3) . . ? N3 N4 C9 121.0(3) . . ? N1 C1 C2 118.6(3) . . ? N1 C1 C6 123.5(3) . . ? C2 C1 C6 117.9(3) . . ? C3 C2 C1 121.9(3) . . ? C3 C2 H2 119.0 . . ? C1 C2 H2 119.0 . . ? C2 C3 C4 121.1(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C3 C4 C5 118.5(3) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C4 C5 C6 122.0(3) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C5 C6 C1 118.6(3) . . ? C5 C6 C7 119.8(3) . . ? C1 C6 C7 121.5(3) . . ? N2 C7 C8 108.3(3) . . ? N2 C7 C6 122.4(3) . . ? C8 C7 C6 129.3(3) . . ? N4 C8 C7 105.3(3) . . ? N4 C8 H8 127.3 . . ? C7 C8 H8 127.3 . . ? C14 C9 C10 121.4(3) . . ? C14 C9 N4 119.6(3) . . ? C10 C9 N4 119.0(3) . . ? C11 C10 C9 117.8(3) . . ? C11 C10 H10 121.1 . . ? C9 C10 H10 121.1 . . ? C12 C11 C10 121.1(3) . . ? C12 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? C11 C12 C13 120.7(3) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C14 C13 C12 119.0(4) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C9 C14 C13 120.0(3) . . ? C9 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 N2 N3 N4 0.4(4) . . . . ? N2 N3 N4 C8 -0.1(4) . . . . ? N2 N3 N4 C9 -177.8(3) . . . . ? N1 C1 C2 C3 179.8(3) . . . . ? C6 C1 C2 C3 -0.5(5) . . . . ? C1 C2 C3 C4 0.3(5) . . . . ? C2 C3 C4 C5 -0.1(5) . . . . ? C3 C4 C5 C6 0.2(5) . . . . ? C4 C5 C6 C1 -0.4(5) . . . . ? C4 C5 C6 C7 177.2(3) . . . . ? N1 C1 C6 C5 -179.8(3) . . . . ? C2 C1 C6 C5 0.5(5) . . . . ? N1 C1 C6 C7 2.6(5) . . . . ? C2 C1 C6 C7 -177.0(3) . . . . ? N3 N2 C7 C8 -0.5(4) . . . . ? N3 N2 C7 C6 178.9(3) . . . . ? C5 C6 C7 N2 154.0(3) . . . . ? C1 C6 C7 N2 -28.5(5) . . . . ? C5 C6 C7 C8 -26.7(5) . . . . ? C1 C6 C7 C8 150.8(4) . . . . ? N3 N4 C8 C7 -0.2(4) . . . . ? C9 N4 C8 C7 177.3(3) . . . . ? N2 C7 C8 N4 0.5(4) . . . . ? C6 C7 C8 N4 -178.9(3) . . . . ? C8 N4 C9 C14 40.8(5) . . . . ? N3 N4 C9 C14 -141.9(3) . . . . ? C8 N4 C9 C10 -137.5(4) . . . . ? N3 N4 C9 C10 39.8(4) . . . . ? C14 C9 C10 C11 -0.1(5) . . . . ? N4 C9 C10 C11 178.2(3) . . . . ? C9 C10 C11 C12 -0.7(6) . . . . ? C10 C11 C12 C13 0.9(6) . . . . ? C11 C12 C13 C14 -0.3(6) . . . . ? C10 C9 C14 C13 0.7(5) . . . . ? N4 C9 C14 C13 -177.6(3) . . . . ? C12 C13 C14 C9 -0.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.959 _refine_diff_density_min -0.315 _refine_diff_density_rms 0.067 ############################################### data_2b _database_code_depnum_ccdc_archive 'CCDC 789958' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C44 H33 Cl N8 Zn, 0.5(Cl6 Zn2), 2(C H2 Cl2)' _chemical_formula_sum 'C46 H37 Cl8 N8 Zn2' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour orange _diffrn_ambient_temperature 150(2) _chemical_formula_weight 1116.18 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' Cl Cl 0.1484 0.1585 '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' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.339(4) _cell_length_b 14.079(2) _cell_length_c 14.760(2) _cell_angle_alpha 115.860(7) _cell_angle_beta 106.66(1) _cell_angle_gamma 95.185(10) _cell_volume 2313.9(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1775 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 18.90 _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1130 _exptl_absorpt_coefficient_mu 1.543 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7903 _exptl_absorpt_correction_T_max 0.8610 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21962 _diffrn_reflns_av_R_equivalents 0.1256 _diffrn_reflns_av_sigmaI/netI 0.2365 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 25.53 _reflns_number_total 8406 _reflns_number_gt 3168 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SIR92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material enCIFer _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^ > 2\s(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. The restraints used account for the disorder of the methyl group, the disorder of the CH2Cl2 solvent molecule, and also the restraints applied in the refinement of the phenyl rings that were refined in an idealised planar six-ring geometry. ; _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^)+(0.1156P)^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 8406 _refine_ls_number_parameters 576 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.2465 _refine_ls_R_factor_gt 0.0849 _refine_ls_wR_factor_ref 0.2361 _refine_ls_wR_factor_gt 0.1953 _refine_ls_goodness_of_fit_ref 0.899 _refine_ls_restrained_S_all 0.907 _refine_ls_shift/su_max 0.004 _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 C39 C -0.3980(6) 0.3499(7) 0.4200(6) 0.058(3) Uani 1 1 d GU . . C40 C -0.3857(6) 0.3846(8) 0.5272(6) 0.113(6) Uani 1 1 d GU . . H40 H -0.3171 0.4157 0.5808 0.136 Uiso 1 1 calc R . . C41 C -0.4759(8) 0.3729(9) 0.5543(6) 0.108(6) Uani 1 1 d GU . . H41 H -0.4677 0.3962 0.6260 0.129 Uiso 1 1 calc R . . C42 C -0.5784(6) 0.3265(8) 0.4742(8) 0.083(4) Uani 1 1 d GU . . H42 H -0.6387 0.3186 0.4923 0.099 Uiso 1 1 calc R . . C43 C -0.5907(5) 0.2917(9) 0.3669(7) 0.135(7) Uani 1 1 d GU . . H43 H -0.6593 0.2606 0.3133 0.162 Uiso 1 1 calc R . . C44 C -0.5005(7) 0.3034(8) 0.3398(5) 0.103(5) Uani 1 1 d GU . . H44 H -0.5087 0.2801 0.2681 0.124 Uiso 1 1 calc R . . C28 C -0.3757(9) 0.1670(9) 0.6652(11) 0.131(6) Uani 1 1 d GU . . H28 H -0.3719 0.2173 0.6405 0.157 Uiso 1 1 calc R . . C23 C -0.3579(7) 0.0652(11) 0.6093(7) 0.071(4) Uani 1 1 d GU B . C24 C -0.3635(11) -0.0099(9) 0.6462(11) 0.228(11) Uani 1 1 d GU . . H24 H -0.3516 -0.0780 0.6088 0.274 Uiso 1 1 calc R . . C25 C -0.3868(12) 0.0168(13) 0.7390(12) 0.250(12) Uani 1 1 d GU . . H25 H -0.3906 -0.0334 0.7637 0.300 Uiso 1 1 calc R . . C26 C -0.4046(9) 0.1186(14) 0.7949(8) 0.130(6) Uani 1 1 d GU . . H26 H -0.4202 0.1364 0.8570 0.156 Uiso 1 1 calc R . . C27 C -0.3990(9) 0.1937(9) 0.7580(10) 0.145(7) Uani 1 1 d GU . . H27 H -0.4109 0.2618 0.7954 0.174 Uiso 1 1 calc R . . Zn1 Zn 0.05332(9) 0.32505(9) 0.64103(8) 0.0347(3) Uani 1 1 d . . . Zn2 Zn 0.43297(10) 0.09305(10) 0.01701(10) 0.0518(4) Uani 1 1 d . . . Cl1 Cl 0.1447(2) 0.2768(2) 0.52981(18) 0.0424(7) Uani 1 1 d . . . Cl2 Cl 0.4986(2) 0.2469(2) 0.0259(2) 0.0704(10) Uani 1 1 d . . . Cl3 Cl 0.5664(2) 0.0618(2) 0.1355(2) 0.0617(9) Uani 1 1 d . . . Cl4 Cl 0.2769(3) 0.0727(2) 0.0365(3) 0.0697(9) Uani 1 1 d . . . N2 N 0.1055(6) 0.4829(6) 0.7889(6) 0.036(2) Uani 1 1 d . . . N1 N 0.1407(6) 0.2916(6) 0.7670(5) 0.036(2) Uani 1 1 d . . . N3 N -0.0570(6) 0.1879(6) 0.6125(5) 0.032(2) Uani 1 1 d . . . N4 N -0.1651(7) 0.1704(7) 0.5686(5) 0.038(2) Uani 1 1 d . . . C18 C 0.0777(8) 0.0950(8) 0.6713(6) 0.035(2) Uani 1 1 d . . . N5 N -0.2055(7) 0.0727(7) 0.5528(6) 0.040(2) Uani 1 1 d . B . C29 C 0.1067(8) 0.5860(7) 0.7940(7) 0.034(2) Uani 1 1 d . . . C34 C 0.0331(8) 0.5986(8) 0.7136(7) 0.041(3) Uani 1 1 d . . . N8 N -0.1980(7) 0.4050(8) 0.4752(7) 0.052(2) Uani 1 1 d . . . N6 N -0.0583(7) 0.3976(7) 0.5840(6) 0.046(2) Uani 1 1 d . . . N7 N -0.1488(7) 0.3364(7) 0.4955(6) 0.051(2) Uani 1 1 d . . . C7 C 0.1613(7) 0.4711(7) 1.0341(7) 0.034(2) Uani 1 1 d . . . C10 C 0.1135(7) 0.6348(7) 1.0401(7) 0.041(3) Uani 1 1 d . . . H10 H 0.0946 0.6779 1.0081 0.049 Uiso 1 1 calc R . . C11 C 0.1365(7) 0.5371(8) 0.9870(7) 0.036(3) Uani 1 1 d . . . C3 C 0.2014(8) 0.3027(8) 1.0072(8) 0.049(3) Uani 1 1 d . . . H3 H 0.2126 0.2364 0.9635 0.059 Uiso 1 1 calc R . . C2 C 0.1766(8) 0.3704(8) 0.9679(7) 0.037(3) Uani 1 1 d . . . C9 C 0.1206(9) 0.6660(9) 1.1485(8) 0.053(3) Uani 1 1 d . . . H9 H 0.1057 0.7318 1.1878 0.063 Uiso 1 1 calc R . . C17 C 0.0988(9) -0.0075(9) 0.6496(7) 0.050(3) Uani 1 1 d . . . H17 H 0.0430 -0.0705 0.6052 0.060 Uiso 1 1 calc R . . C8 C 0.1481(7) 0.6042(9) 1.1967(8) 0.043(3) Uani 1 1 d . . . H8 H 0.1537 0.6298 1.2681 0.051 Uiso 1 1 calc R . . C19 C -0.0337(9) 0.1008(8) 0.6226(6) 0.036(3) Uani 1 1 d . B . C12 C 0.1290(7) 0.4707(7) 0.8726(7) 0.033(2) Uani 1 1 d . . . C6 C 0.1682(9) 0.5033(8) 1.1414(7) 0.048(3) Uani 1 1 d . . . C36 C -0.1465(8) 0.5085(9) 0.5459(8) 0.044(3) Uani 1 1 d . . . H36 H -0.1669 0.5706 0.5480 0.053 Uiso 1 1 calc R . . C22 C -0.3236(8) 0.0322(10) 0.5141(8) 0.051(3) Uani 1 1 d . . . C14 C 0.2649(8) 0.1780(9) 0.7869(7) 0.043(3) Uani 1 1 d . . . H14 H 0.3215 0.2400 0.8335 0.052 Uiso 1 1 calc R . . C1 C 0.1506(7) 0.3642(7) 0.8602(7) 0.034(2) Uani 1 1 d . . . C13 C 0.1634(8) 0.1895(7) 0.7442(7) 0.035(2) Uani 1 1 d . . . C35 C -0.0556(8) 0.5028(9) 0.6158(8) 0.041(3) Uani 1 1 d . . . C16 C 0.1998(9) -0.0143(8) 0.6930(7) 0.047(3) Uani 1 1 d . . . H16 H 0.2131 -0.0826 0.6758 0.056 Uiso 1 1 calc R . . C20 C -0.1304(8) 0.0272(8) 0.5845(7) 0.043(3) Uani 1 1 d . . . H20 H -0.1408 -0.0404 0.5816 0.052 Uiso 1 1 calc R B . C30 C 0.1921(8) 0.6767(9) 0.8762(8) 0.051(3) Uani 1 1 d . . . H30 H 0.2437 0.6691 0.9287 0.062 Uiso 1 1 calc R . . C4 C 0.2108(9) 0.3300(9) 1.1126(8) 0.059(3) Uani 1 1 d . . . H4 H 0.2278 0.2821 1.1390 0.070 Uiso 1 1 calc R . . C31 C 0.1994(9) 0.7758(9) 0.8792(8) 0.055(3) Uani 1 1 d . . . H31 H 0.2556 0.8352 0.9342 0.066 Uiso 1 1 calc R . . C38 C -0.3034(8) 0.3613(12) 0.3815(10) 0.071(4) Uani 1 1 d . . . H38 H -0.3039 0.2874 0.3307 0.085 Uiso 1 1 calc R . . C5 C 0.1943(8) 0.4310(8) 1.1787(7) 0.047(3) Uani 1 1 d . . . H5 H 0.2012 0.4492 1.2492 0.056 Uiso 1 1 calc R . . C33 C 0.0420(9) 0.7000(9) 0.7179(9) 0.056(3) Uani 1 1 d . . . H33 H -0.0075 0.7083 0.6646 0.067 Uiso 1 1 calc R . . C15 C 0.2843(10) 0.0777(9) 0.7625(8) 0.053(3) Uani 1 1 d . . . H15 H 0.3534 0.0714 0.7921 0.063 Uiso 1 1 calc R . . C32 C 0.1246(9) 0.7884(9) 0.8017(9) 0.060(3) Uani 1 1 d . . . H32 H 0.1294 0.8565 0.8055 0.072 Uiso 1 1 calc R . . C37 C -0.3128(11) 0.4212(15) 0.3248(11) 0.124(7) Uani 1 1 d . . . H37A H -0.3115 0.4949 0.3720 0.186 Uiso 1 1 calc R . . H37B H -0.3798 0.3884 0.2639 0.186 Uiso 1 1 calc R . . H37C H -0.2537 0.4209 0.3000 0.186 Uiso 1 1 calc R . . Cl6 Cl 0.4035(6) 0.4189(7) 0.7751(7) 0.256(4) Uani 1 1 d U . . Cl5 Cl 0.5807(8) 0.4424(10) 0.9569(12) 0.327(6) Uani 1 1 d U . . C45 C 0.5346(18) 0.490(2) 0.8638(19) 0.218(13) Uani 1 1 d . . . H45A H 0.5374 0.5669 0.9027 0.261 Uiso 1 1 calc R . . H45B H 0.5819 0.4820 0.8232 0.261 Uiso 1 1 calc R . . Cl7 Cl 0.0278(3) 0.8932(3) 0.0971(3) 0.1100(14) Uani 1 1 d . . . Cl8 Cl 0.1276(4) 1.1162(3) 0.2555(3) 0.1077(14) Uani 1 1 d . . . C46 C 0.142(2) 0.983(2) 0.163(2) 0.072(12) Uani 0.43(2) 1 d P A 1 H46A H 0.1708 0.9907 0.1122 0.086 Uiso 0.43(2) 1 calc PR A 1 H46B H 0.1935 0.9584 0.2040 0.086 Uiso 0.43(2) 1 calc PR A 1 C46B C 0.051(3) 1.019(2) 0.116(2) 0.109(13) Uani 0.57(2) 1 d P A 2 H46D H -0.0176 1.0360 0.0934 0.131 Uiso 0.57(2) 1 calc PR A 2 H46C H 0.0901 1.0236 0.0715 0.131 Uiso 0.57(2) 1 calc PR A 2 C21 C -0.3481(14) -0.0909(17) 0.4518(17) 0.077(8) Uani 0.611(18) 1 d P B 3 H21A H -0.3283 -0.1124 0.3893 0.116 Uiso 0.611(18) 1 calc PR B 3 H21C H -0.4239 -0.1212 0.4294 0.116 Uiso 0.611(18) 1 calc PR B 3 H21B H -0.3075 -0.1171 0.4971 0.116 Uiso 0.611(18) 1 calc PR B 3 C21B C -0.384(2) 0.095(2) 0.453(2) 0.062(11) Uani 0.389(18) 1 d P B 4 H21D H -0.3592 0.1721 0.5008 0.092 Uiso 0.389(18) 1 calc PR B 4 H21E H -0.4605 0.0723 0.4334 0.092 Uiso 0.389(18) 1 calc PR B 4 H21F H -0.3674 0.0772 0.3893 0.092 Uiso 0.389(18) 1 calc PR B 4 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C39 0.048(7) 0.075(8) 0.058(7) 0.043(6) 0.013(6) 0.010(6) C40 0.070(10) 0.186(15) 0.043(7) 0.032(9) 0.016(7) -0.012(10) C41 0.085(11) 0.149(13) 0.059(8) 0.034(9) 0.027(8) -0.019(10) C42 0.059(9) 0.103(11) 0.105(10) 0.057(9) 0.047(8) 0.015(8) C43 0.076(11) 0.222(17) 0.080(11) 0.066(11) 0.014(9) -0.003(11) C44 0.039(8) 0.172(14) 0.066(9) 0.044(9) 0.007(7) -0.002(9) C28 0.133(9) 0.132(10) 0.124(9) 0.042(7) 0.080(8) 0.021(8) C23 0.026(6) 0.135(12) 0.097(9) 0.091(9) 0.024(6) 0.029(7) C24 0.235(14) 0.247(14) 0.223(13) 0.120(9) 0.096(10) 0.078(9) C25 0.254(15) 0.260(15) 0.243(15) 0.128(10) 0.078(10) 0.095(10) C26 0.130(9) 0.158(10) 0.086(8) 0.051(7) 0.029(7) 0.030(8) C27 0.134(10) 0.141(10) 0.132(10) 0.037(7) 0.071(8) -0.007(8) Zn1 0.0366(7) 0.0344(7) 0.0209(6) 0.0090(5) 0.0024(5) 0.0044(5) Zn2 0.0554(9) 0.0484(8) 0.0424(7) 0.0192(6) 0.0094(6) 0.0146(7) Cl1 0.0474(16) 0.0456(16) 0.0321(13) 0.0167(11) 0.0153(12) 0.0103(13) Cl2 0.074(2) 0.0547(19) 0.0523(17) 0.0240(15) -0.0084(15) -0.0028(16) Cl3 0.075(2) 0.066(2) 0.0373(14) 0.0222(14) 0.0112(14) 0.0324(17) Cl4 0.077(2) 0.062(2) 0.084(2) 0.0377(18) 0.0398(19) 0.0277(17) N2 0.037(5) 0.036(5) 0.027(4) 0.013(4) 0.003(4) 0.006(4) N1 0.033(5) 0.035(5) 0.018(4) 0.000(4) 0.000(3) 0.001(4) N3 0.036(5) 0.040(5) 0.014(4) 0.006(3) 0.014(4) 0.003(4) N4 0.044(6) 0.039(6) 0.021(4) 0.011(4) 0.003(4) 0.007(4) C18 0.049(7) 0.035(6) 0.016(4) 0.009(4) 0.011(5) 0.008(5) N5 0.039(6) 0.036(5) 0.030(4) 0.007(4) 0.008(4) 0.006(5) C29 0.041(6) 0.026(6) 0.031(5) 0.013(4) 0.012(5) 0.002(5) C34 0.045(7) 0.044(7) 0.032(5) 0.020(5) 0.011(5) 0.007(5) N8 0.044(6) 0.060(7) 0.050(6) 0.030(5) 0.008(5) 0.001(5) N6 0.051(6) 0.039(6) 0.042(5) 0.021(4) 0.010(4) 0.005(4) N7 0.051(6) 0.059(6) 0.026(4) 0.023(4) -0.007(4) 0.000(5) C7 0.032(6) 0.031(6) 0.029(5) 0.009(5) 0.005(4) 0.008(5) C10 0.043(6) 0.029(6) 0.022(5) 0.002(4) -0.007(4) 0.001(5) C11 0.033(6) 0.035(6) 0.021(5) 0.003(4) 0.002(4) 0.002(5) C3 0.059(8) 0.038(7) 0.035(6) 0.005(5) 0.015(5) 0.009(6) C2 0.044(6) 0.046(7) 0.020(5) 0.017(5) 0.006(4) 0.013(5) C9 0.057(7) 0.039(7) 0.045(7) 0.009(5) 0.014(6) 0.013(6) C17 0.062(8) 0.059(8) 0.027(5) 0.017(5) 0.017(5) 0.022(6) C8 0.033(6) 0.055(7) 0.027(5) 0.013(5) 0.006(5) 0.006(5) C19 0.066(8) 0.030(6) 0.015(4) 0.014(4) 0.015(5) 0.017(6) C12 0.027(5) 0.037(6) 0.026(5) 0.012(4) 0.003(4) 0.002(4) C6 0.062(7) 0.031(6) 0.023(5) 0.001(5) 0.000(5) 0.006(5) C36 0.051(7) 0.054(8) 0.047(6) 0.036(6) 0.022(6) 0.021(6) C22 0.033(7) 0.062(8) 0.044(6) 0.013(6) 0.021(5) -0.006(6) C14 0.036(6) 0.060(8) 0.029(5) 0.022(5) 0.004(5) 0.014(6) C1 0.029(6) 0.021(5) 0.040(6) 0.015(5) -0.001(4) 0.000(4) C13 0.059(7) 0.020(5) 0.022(5) 0.008(4) 0.012(5) 0.003(5) C35 0.030(6) 0.066(8) 0.041(6) 0.035(6) 0.016(5) 0.015(6) C16 0.075(8) 0.041(7) 0.029(5) 0.017(5) 0.021(6) 0.024(6) C20 0.044(7) 0.037(6) 0.035(6) 0.012(5) 0.010(5) 0.001(6) C30 0.049(7) 0.042(7) 0.033(6) 0.006(5) -0.003(5) 0.000(6) C4 0.076(9) 0.062(8) 0.034(6) 0.029(6) 0.007(6) 0.017(7) C31 0.057(8) 0.048(8) 0.041(6) 0.018(6) 0.006(6) -0.008(6) C38 0.032(7) 0.113(11) 0.075(9) 0.071(8) -0.007(6) 0.008(7) C5 0.062(7) 0.042(7) 0.024(5) 0.010(5) 0.011(5) 0.009(6) C33 0.067(8) 0.046(7) 0.055(7) 0.027(6) 0.018(6) 0.016(6) C15 0.073(8) 0.042(7) 0.036(6) 0.014(5) 0.013(6) 0.032(6) C32 0.071(9) 0.038(7) 0.066(8) 0.028(6) 0.019(7) 0.006(6) C37 0.062(10) 0.192(19) 0.061(9) 0.053(11) -0.025(8) -0.027(11) Cl6 0.191(7) 0.230(8) 0.240(8) 0.063(7) 0.042(7) -0.034(6) Cl5 0.216(9) 0.382(14) 0.491(18) 0.346(15) 0.070(10) 0.031(9) C45 0.16(2) 0.23(3) 0.16(2) 0.09(2) -0.037(17) -0.06(2) Cl7 0.110(3) 0.093(3) 0.096(3) 0.036(2) 0.015(2) 0.012(3) Cl8 0.121(3) 0.087(3) 0.091(3) 0.029(2) 0.032(2) 0.017(2) C46 0.045(19) 0.06(2) 0.08(2) 0.018(16) -0.004(15) 0.006(15) C46B 0.18(3) 0.07(2) 0.079(18) 0.038(15) 0.04(2) 0.05(2) C21 0.038(12) 0.083(18) 0.082(15) 0.031(13) 0.000(11) 0.004(11) C21B 0.038(18) 0.06(2) 0.051(18) 0.005(15) 0.006(14) -0.020(15) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C39 C40 1.3900 . ? C39 C44 1.3900 . ? C39 C38 1.548(14) . ? C40 C41 1.3900 . ? C40 H40 0.9300 . ? C41 C42 1.3900 . ? C41 H41 0.9300 . ? C42 C43 1.3900 . ? C42 H42 0.9300 . ? C43 C44 1.3900 . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C28 C23 1.3900 . ? C28 C27 1.3900 . ? C28 H28 0.9300 . ? C23 C24 1.3900 . ? C23 C22 1.496(12) . ? C24 C25 1.3900 . ? C24 H24 0.9300 . ? C25 C26 1.3900 . ? C25 H25 0.9300 . ? C26 C27 1.3900 . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? Zn1 N6 2.068(9) . ? Zn1 N3 2.120(8) . ? Zn1 N1 2.158(8) . ? Zn1 N2 2.192(7) . ? Zn1 Cl1 2.229(3) . ? Zn2 Cl4 2.192(4) . ? Zn2 Cl2 2.195(3) . ? Zn2 Cl3 2.334(3) . ? Zn2 Cl3 2.357(3) 2_655 ? Cl3 Zn2 2.357(3) 2_655 ? N2 C12 1.275(11) . ? N2 C29 1.418(11) . ? N1 C1 1.264(11) . ? N1 C13 1.410(11) . ? N3 N4 1.350(10) . ? N3 C19 1.352(11) . ? N4 N5 1.323(10) . ? C18 C17 1.409(13) . ? C18 C13 1.416(12) . ? C18 C19 1.480(13) . ? N5 C20 1.320(12) . ? N5 C22 1.473(12) . ? C29 C34 1.396(13) . ? C29 C30 1.412(12) . ? C34 C33 1.394(14) . ? C34 C35 1.529(13) . ? N8 N7 1.307(11) . ? N8 C36 1.328(12) . ? N8 C38 1.502(13) . ? N6 C35 1.337(12) . ? N6 N7 1.354(10) . ? C7 C11 1.394(13) . ? C7 C2 1.401(13) . ? C7 C6 1.416(13) . ? C10 C11 1.369(13) . ? C10 C9 1.434(14) . ? C10 H10 0.9300 . ? C11 C12 1.498(12) . ? C3 C2 1.335(14) . ? C3 C4 1.393(14) . ? C3 H3 0.9300 . ? C2 C1 1.487(13) . ? C9 C8 1.358(14) . ? C9 H9 0.9300 . ? C17 C16 1.348(13) . ? C17 H17 0.9300 . ? C8 C6 1.392(13) . ? C8 H8 0.9300 . ? C19 C20 1.374(13) . ? C12 C1 1.496(12) . ? C6 C5 1.380(14) . ? C36 C35 1.382(13) . ? C36 H36 0.9300 . ? C22 C21 1.51(2) . ? C22 C21B 1.62(3) . ? C14 C15 1.367(13) . ? C14 C13 1.376(13) . ? C14 H14 0.9300 . ? C16 C15 1.384(14) . ? C16 H16 0.9300 . ? C20 H20 0.9300 . ? C30 C31 1.371(14) . ? C30 H30 0.9300 . ? C4 C5 1.411(14) . ? C4 H4 0.9300 . ? C31 C32 1.375(15) . ? C31 H31 0.9300 . ? C38 C37 1.414(18) . ? C38 H38 0.9800 . ? C5 H5 0.9300 . ? C33 C32 1.386(14) . ? C33 H33 0.9300 . ? C15 H15 0.9300 . ? C32 H32 0.9300 . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? Cl6 C45 1.73(2) . ? Cl5 C45 1.76(2) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? Cl7 C46 1.61(3) . ? Cl7 C46B 1.65(3) . ? Cl8 C46B 1.80(3) . ? Cl8 C46 1.85(3) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C46B H46D 0.9700 . ? C46B H46C 0.9700 . ? C21 H21A 0.9600 . ? C21 H21C 0.9600 . ? C21 H21B 0.9600 . ? C21B H21D 0.9600 . ? C21B H21E 0.9600 . ? C21B H21F 0.9600 . ? 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 C40 C39 C44 120.0 . . ? C40 C39 C38 124.2(7) . . ? C44 C39 C38 115.8(7) . . ? C39 C40 C41 120.0 . . ? C39 C40 H40 120.0 . . ? C41 C40 H40 120.0 . . ? C40 C41 C42 120.0 . . ? C40 C41 H41 120.0 . . ? C42 C41 H41 120.0 . . ? C43 C42 C41 120.0 . . ? C43 C42 H42 120.0 . . ? C41 C42 H42 120.0 . . ? C44 C43 C42 120.0 . . ? C44 C43 H43 120.0 . . ? C42 C43 H43 120.0 . . ? C43 C44 C39 120.0 . . ? C43 C44 H44 120.0 . . ? C39 C44 H44 120.0 . . ? C23 C28 C27 120.0 . . ? C23 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C24 C23 C28 120.0 . . ? C24 C23 C22 115.8(10) . . ? C28 C23 C22 124.0(10) . . ? C23 C24 C25 120.0 . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C26 C25 C24 120.0 . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 C27 120.0 . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C26 C27 C28 120.0 . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? N6 Zn1 N3 97.9(3) . . ? N6 Zn1 N1 150.4(3) . . ? N3 Zn1 N1 77.9(3) . . ? N6 Zn1 N2 82.7(3) . . ? N3 Zn1 N2 123.5(3) . . ? N1 Zn1 N2 75.8(3) . . ? N6 Zn1 Cl1 105.8(2) . . ? N3 Zn1 Cl1 111.39(19) . . ? N1 Zn1 Cl1 102.9(2) . . ? N2 Zn1 Cl1 122.7(2) . . ? Cl4 Zn2 Cl2 117.52(13) . . ? Cl4 Zn2 Cl3 112.31(13) . . ? Cl2 Zn2 Cl3 108.34(12) . . ? Cl4 Zn2 Cl3 110.41(12) . 2_655 ? Cl2 Zn2 Cl3 113.05(13) . 2_655 ? Cl3 Zn2 Cl3 92.47(10) . 2_655 ? Zn2 Cl3 Zn2 87.53(10) . 2_655 ? C12 N2 C29 122.8(8) . . ? C12 N2 Zn1 111.1(6) . . ? C29 N2 Zn1 126.0(6) . . ? C1 N1 C13 124.0(8) . . ? C1 N1 Zn1 112.7(6) . . ? C13 N1 Zn1 122.1(5) . . ? N4 N3 C19 109.4(8) . . ? N4 N3 Zn1 122.8(7) . . ? C19 N3 Zn1 127.4(7) . . ? N5 N4 N3 105.1(8) . . ? C17 C18 C13 118.3(9) . . ? C17 C18 C19 119.3(9) . . ? C13 C18 C19 122.3(9) . . ? C20 N5 N4 112.9(8) . . ? C20 N5 C22 127.6(10) . . ? N4 N5 C22 119.2(9) . . ? C34 C29 C30 118.5(9) . . ? C34 C29 N2 122.1(8) . . ? C30 C29 N2 119.0(9) . . ? C33 C34 C29 120.2(9) . . ? C33 C34 C35 117.4(9) . . ? C29 C34 C35 122.3(9) . . ? N7 N8 C36 112.9(9) . . ? N7 N8 C38 119.0(10) . . ? C36 N8 C38 128.1(10) . . ? C35 N6 N7 108.4(8) . . ? C35 N6 Zn1 130.7(7) . . ? N7 N6 Zn1 120.7(7) . . ? N8 N7 N6 106.2(8) . . ? C11 C7 C2 115.8(8) . . ? C11 C7 C6 121.8(9) . . ? C2 C7 C6 122.4(9) . . ? C11 C10 C9 115.3(10) . . ? C11 C10 H10 122.3 . . ? C9 C10 H10 122.3 . . ? C10 C11 C7 122.1(9) . . ? C10 C11 C12 132.5(10) . . ? C7 C11 C12 105.0(8) . . ? C2 C3 C4 121.0(10) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C3 C2 C7 119.6(9) . . ? C3 C2 C1 135.2(9) . . ? C7 C2 C1 105.0(9) . . ? C8 C9 C10 123.2(10) . . ? C8 C9 H9 118.4 . . ? C10 C9 H9 118.4 . . ? C16 C17 C18 120.1(10) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C9 C8 C6 121.4(10) . . ? C9 C8 H8 119.3 . . ? C6 C8 H8 119.3 . . ? N3 C19 C20 107.0(9) . . ? N3 C19 C18 123.3(9) . . ? C20 C19 C18 129.7(10) . . ? N2 C12 C1 117.4(8) . . ? N2 C12 C11 135.8(9) . . ? C1 C12 C11 106.8(8) . . ? C5 C6 C8 127.8(10) . . ? C5 C6 C7 116.0(9) . . ? C8 C6 C7 116.1(10) . . ? N8 C36 C35 104.3(10) . . ? N8 C36 H36 127.8 . . ? C35 C36 H36 127.8 . . ? N5 C22 C23 109.1(8) . . ? N5 C22 C21 106.6(11) . . ? C23 C22 C21 109.3(12) . . ? N5 C22 C21B 110.0(12) . . ? C23 C22 C21B 103.5(13) . . ? C21 C22 C21B 118.2(14) . . ? C15 C14 C13 121.6(10) . . ? C15 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? N1 C1 C2 135.1(9) . . ? N1 C1 C12 117.7(8) . . ? C2 C1 C12 107.1(8) . . ? C14 C13 N1 123.0(8) . . ? C14 C13 C18 119.2(9) . . ? N1 C13 C18 117.8(9) . . ? N6 C35 C36 108.2(9) . . ? N6 C35 C34 124.9(9) . . ? C36 C35 C34 126.9(10) . . ? C17 C16 C15 121.7(10) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? N5 C20 C19 105.5(9) . . ? N5 C20 H20 127.2 . . ? C19 C20 H20 127.2 . . ? C31 C30 C29 120.4(10) . . ? C31 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? C3 C4 C5 119.3(11) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C30 C31 C32 120.7(10) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? C37 C38 N8 112.5(10) . . ? C37 C38 C39 114.5(11) . . ? N8 C38 C39 109.6(9) . . ? C37 C38 H38 106.6 . . ? N8 C38 H38 106.6 . . ? C39 C38 H38 106.6 . . ? C6 C5 C4 121.7(9) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C32 C33 C34 119.9(11) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C14 C15 C16 119.0(10) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? C31 C32 C33 120.2(11) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? C38 C37 H37A 109.5 . . ? C38 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C38 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? Cl6 C45 Cl5 111.4(15) . . ? Cl6 C45 H45A 109.3 . . ? Cl5 C45 H45A 109.3 . . ? Cl6 C45 H45B 109.3 . . ? Cl5 C45 H45B 109.3 . . ? H45A C45 H45B 108.0 . . ? C46 Cl7 C46B 53.5(14) . . ? C46B Cl8 C46 47.4(11) . . ? Cl7 C46 Cl8 110.9(16) . . ? Cl7 C46 H46A 109.5 . . ? Cl8 C46 H46A 109.5 . . ? Cl7 C46 H46B 109.5 . . ? Cl8 C46 H46B 109.5 . . ? H46A C46 H46B 108.0 . . ? Cl7 C46B Cl8 111.7(15) . . ? Cl7 C46B H46D 109.3 . . ? Cl8 C46B H46D 109.3 . . ? Cl7 C46B H46C 109.3 . . ? Cl8 C46B H46C 109.3 . . ? H46D C46B H46C 107.9 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21C 109.5 . . ? C22 C21 H21B 109.5 . . ? C22 C21B H21D 109.5 . . ? C22 C21B H21E 109.5 . . ? C22 C21B H21F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C44 C39 C40 C41 0.0 . . . . ? C38 C39 C40 C41 178.6(10) . . . . ? C39 C40 C41 C42 0.0 . . . . ? C40 C41 C42 C43 0.0 . . . . ? C41 C42 C43 C44 0.0 . . . . ? C42 C43 C44 C39 0.0 . . . . ? C40 C39 C44 C43 0.0 . . . . ? C38 C39 C44 C43 -178.7(9) . . . . ? C27 C28 C23 C24 0.0 . . . . ? C27 C28 C23 C22 -174.8(9) . . . . ? C28 C23 C24 C25 0.0 . . . . ? C22 C23 C24 C25 175.3(8) . . . . ? C23 C24 C25 C26 0.0 . . . . ? C24 C25 C26 C27 0.0 . . . . ? C25 C26 C27 C28 0.0 . . . . ? C23 C28 C27 C26 0.0 . . . . ? Cl4 Zn2 Cl3 Zn2 113.26(13) . . . 2_655 ? Cl2 Zn2 Cl3 Zn2 -115.28(14) . . . 2_655 ? Cl3 Zn2 Cl3 Zn2 0.0 2_655 . . 2_655 ? N6 Zn1 N2 C12 139.7(7) . . . . ? N3 Zn1 N2 C12 45.0(8) . . . . ? N1 Zn1 N2 C12 -19.7(6) . . . . ? Cl1 Zn1 N2 C12 -116.1(6) . . . . ? N6 Zn1 N2 C29 -36.0(7) . . . . ? N3 Zn1 N2 C29 -130.7(7) . . . . ? N1 Zn1 N2 C29 164.6(8) . . . . ? Cl1 Zn1 N2 C29 68.2(8) . . . . ? N6 Zn1 N1 C1 -26.0(11) . . . . ? N3 Zn1 N1 C1 -110.8(7) . . . . ? N2 Zn1 N1 C1 18.7(7) . . . . ? Cl1 Zn1 N1 C1 139.7(7) . . . . ? N6 Zn1 N1 C13 141.8(7) . . . . ? N3 Zn1 N1 C13 56.9(7) . . . . ? N2 Zn1 N1 C13 -173.5(8) . . . . ? Cl1 Zn1 N1 C13 -52.6(7) . . . . ? N6 Zn1 N3 N4 0.2(6) . . . . ? N1 Zn1 N3 N4 150.4(6) . . . . ? N2 Zn1 N3 N4 86.7(6) . . . . ? Cl1 Zn1 N3 N4 -110.3(6) . . . . ? N6 Zn1 N3 C19 172.4(7) . . . . ? N1 Zn1 N3 C19 -37.4(6) . . . . ? N2 Zn1 N3 C19 -101.1(7) . . . . ? Cl1 Zn1 N3 C19 61.9(7) . . . . ? C19 N3 N4 N5 0.0(9) . . . . ? Zn1 N3 N4 N5 173.4(5) . . . . ? N3 N4 N5 C20 0.5(9) . . . . ? N3 N4 N5 C22 174.6(7) . . . . ? C12 N2 C29 C34 -145.2(10) . . . . ? Zn1 N2 C29 C34 30.1(13) . . . . ? C12 N2 C29 C30 42.1(13) . . . . ? Zn1 N2 C29 C30 -142.7(7) . . . . ? C30 C29 C34 C33 -2.7(15) . . . . ? N2 C29 C34 C33 -175.5(9) . . . . ? C30 C29 C34 C35 174.3(9) . . . . ? N2 C29 C34 C35 1.4(15) . . . . ? N3 Zn1 N6 C35 146.8(8) . . . . ? N1 Zn1 N6 C35 67.3(11) . . . . ? N2 Zn1 N6 C35 23.9(9) . . . . ? Cl1 Zn1 N6 C35 -98.2(8) . . . . ? N3 Zn1 N6 N7 -38.5(7) . . . . ? N1 Zn1 N6 N7 -118.1(8) . . . . ? N2 Zn1 N6 N7 -161.5(7) . . . . ? Cl1 Zn1 N6 N7 76.5(7) . . . . ? C36 N8 N7 N6 -1.0(11) . . . . ? C38 N8 N7 N6 -178.9(8) . . . . ? C35 N6 N7 N8 0.6(11) . . . . ? Zn1 N6 N7 N8 -175.2(6) . . . . ? C9 C10 C11 C7 2.2(14) . . . . ? C9 C10 C11 C12 173.5(10) . . . . ? C2 C7 C11 C10 176.3(9) . . . . ? C6 C7 C11 C10 -2.5(15) . . . . ? C2 C7 C11 C12 2.9(12) . . . . ? C6 C7 C11 C12 -175.8(9) . . . . ? C4 C3 C2 C7 0.9(16) . . . . ? C4 C3 C2 C1 -173.2(11) . . . . ? C11 C7 C2 C3 179.5(9) . . . . ? C6 C7 C2 C3 -1.8(16) . . . . ? C11 C7 C2 C1 -4.8(12) . . . . ? C6 C7 C2 C1 173.9(9) . . . . ? C11 C10 C9 C8 0.0(15) . . . . ? C13 C18 C17 C16 -3.6(14) . . . . ? C19 C18 C17 C16 179.8(9) . . . . ? C10 C9 C8 C6 -2.1(17) . . . . ? N4 N3 C19 C20 -0.4(9) . . . . ? Zn1 N3 C19 C20 -173.4(6) . . . . ? N4 N3 C19 C18 -178.0(7) . . . . ? Zn1 N3 C19 C18 9.0(11) . . . . ? C17 C18 C19 N3 -160.5(8) . . . . ? C13 C18 C19 N3 23.1(13) . . . . ? C17 C18 C19 C20 22.5(14) . . . . ? C13 C18 C19 C20 -153.9(9) . . . . ? C29 N2 C12 C1 -165.6(8) . . . . ? Zn1 N2 C12 C1 18.5(10) . . . . ? C29 N2 C12 C11 18.0(17) . . . . ? Zn1 N2 C12 C11 -157.9(9) . . . . ? C10 C11 C12 N2 4.6(19) . . . . ? C7 C11 C12 N2 177.0(11) . . . . ? C10 C11 C12 C1 -172.1(10) . . . . ? C7 C11 C12 C1 0.3(10) . . . . ? C9 C8 C6 C5 -178.4(11) . . . . ? C9 C8 C6 C7 1.8(15) . . . . ? C11 C7 C6 C5 -179.4(9) . . . . ? C2 C7 C6 C5 1.9(15) . . . . ? C11 C7 C6 C8 0.4(15) . . . . ? C2 C7 C6 C8 -178.3(9) . . . . ? N7 N8 C36 C35 1.0(11) . . . . ? C38 N8 C36 C35 178.7(10) . . . . ? C20 N5 C22 C23 82.9(12) . . . . ? N4 N5 C22 C23 -90.2(11) . . . . ? C20 N5 C22 C21 -34.9(15) . . . . ? N4 N5 C22 C21 151.9(11) . . . . ? C20 N5 C22 C21B -164.2(13) . . . . ? N4 N5 C22 C21B 22.7(15) . . . . ? C24 C23 C22 N5 -92.3(10) . . . . ? C28 C23 C22 N5 82.7(12) . . . . ? C24 C23 C22 C21 23.9(12) . . . . ? C28 C23 C22 C21 -161.1(10) . . . . ? C24 C23 C22 C21B 150.6(11) . . . . ? C28 C23 C22 C21B -34.3(13) . . . . ? C13 N1 C1 C2 -5.7(17) . . . . ? Zn1 N1 C1 C2 161.8(9) . . . . ? C13 N1 C1 C12 176.9(8) . . . . ? Zn1 N1 C1 C12 -15.6(11) . . . . ? C3 C2 C1 N1 2(2) . . . . ? C7 C2 C1 N1 -173.0(11) . . . . ? C3 C2 C1 C12 179.3(12) . . . . ? C7 C2 C1 C12 4.6(10) . . . . ? N2 C12 C1 N1 -2.4(13) . . . . ? C11 C12 C1 N1 175.0(8) . . . . ? N2 C12 C1 C2 179.6(8) . . . . ? C11 C12 C1 C2 -3.1(10) . . . . ? C15 C14 C13 N1 -179.4(9) . . . . ? C15 C14 C13 C18 -1.5(14) . . . . ? C1 N1 C13 C14 -63.2(13) . . . . ? Zn1 N1 C13 C14 130.4(8) . . . . ? C1 N1 C13 C18 118.8(10) . . . . ? Zn1 N1 C13 C18 -47.6(10) . . . . ? C17 C18 C13 C14 3.2(13) . . . . ? C19 C18 C13 C14 179.6(8) . . . . ? C17 C18 C13 N1 -178.8(8) . . . . ? C19 C18 C13 N1 -2.3(12) . . . . ? N7 N6 C35 C36 0.1(11) . . . . ? Zn1 N6 C35 C36 175.2(7) . . . . ? N7 N6 C35 C34 179.4(8) . . . . ? Zn1 N6 C35 C34 -5.4(14) . . . . ? N8 C36 C35 N6 -0.6(11) . . . . ? N8 C36 C35 C34 180.0(9) . . . . ? C33 C34 C35 N6 161.5(10) . . . . ? C29 C34 C35 N6 -15.4(15) . . . . ? C33 C34 C35 C36 -19.2(15) . . . . ? C29 C34 C35 C36 163.8(10) . . . . ? C18 C17 C16 C15 2.4(15) . . . . ? N4 N5 C20 C19 -0.8(10) . . . . ? C22 N5 C20 C19 -174.3(8) . . . . ? N3 C19 C20 N5 0.7(10) . . . . ? C18 C19 C20 N5 178.1(8) . . . . ? C34 C29 C30 C31 2.7(15) . . . . ? N2 C29 C30 C31 175.8(9) . . . . ? C2 C3 C4 C5 -0.3(17) . . . . ? C29 C30 C31 C32 -0.7(17) . . . . ? N7 N8 C38 C37 -141.0(13) . . . . ? C36 N8 C38 C37 41.4(18) . . . . ? N7 N8 C38 C39 90.3(12) . . . . ? C36 N8 C38 C39 -87.3(13) . . . . ? C40 C39 C38 C37 -122.1(11) . . . . ? C44 C39 C38 C37 56.5(14) . . . . ? C40 C39 C38 N8 5.4(14) . . . . ? C44 C39 C38 N8 -175.9(8) . . . . ? C8 C6 C5 C4 179.0(11) . . . . ? C7 C6 C5 C4 -1.3(16) . . . . ? C3 C4 C5 C6 0.5(17) . . . . ? C29 C34 C33 C32 0.6(16) . . . . ? C35 C34 C33 C32 -176.5(9) . . . . ? C13 C14 C15 C16 0.1(15) . . . . ? C17 C16 C15 C14 -0.6(16) . . . . ? C30 C31 C32 C33 -1.5(18) . . . . ? C34 C33 C32 C31 1.5(17) . . . . ? C46B Cl7 C46 Cl8 46.2(16) . . . . ? C46B Cl8 C46 Cl7 -46.1(17) . . . . ? C46 Cl7 C46B Cl8 -48.1(19) . . . . ? C46 Cl8 C46B Cl7 45.2(17) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 25.53 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 1.109 _refine_diff_density_min -0.907 _refine_diff_density_rms 0.128 ############################################### data_3a _database_code_depnum_ccdc_archive 'CCDC 789959' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C17 H16 N4 O' _chemical_formula_sum 'C17 H16 N4 O' _chemical_melting_point ? _exptl_crystal_description block _exptl_crystal_colour colourless _diffrn_ambient_temperature 150(2) _chemical_formula_weight 292.34 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 9.1248(13) _cell_length_b 19.257(2) _cell_length_c 8.5252(13) _cell_angle_alpha 90.00 _cell_angle_beta 100.611(9) _cell_angle_gamma 90.00 _cell_volume 1472.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7051 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 25.7 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9830 _exptl_absorpt_correction_T_max 0.9898 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7051 _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_sigmaI/netI 0.0673 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 25.67 _reflns_number_total 2769 _reflns_number_gt 1820 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART (Bruker, 1997)' _computing_cell_refinement 'Bruker SMART (Bruker, 1997)' _computing_data_reduction 'Bruker SAINT (Bruker, 1997)' _computing_structure_solution 'SIR2004 (Burla et al., 2005)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material 'enCIFer (Allen et al., 2004)' _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^ > 2\s(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^)+(0.0480P)^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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef ? _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2769 _refine_ls_number_parameters 204 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0851 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1094 _refine_ls_wR_factor_gt 0.0985 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 O1 O 0.84979(17) 0.10430(9) 0.87902(18) 0.0422(5) Uani 1 1 d . . . N1 N 0.6993(2) 0.06659(9) 0.6541(2) 0.0236(4) Uani 1 1 d . . . N2 N 0.65480(19) -0.03721(8) 0.4099(2) 0.0265(4) Uani 1 1 d . . . N3 N 0.65453(19) -0.10196(8) 0.3572(2) 0.0284(5) Uani 1 1 d . . . N4 N 0.77683(18) -0.10921(8) 0.29208(19) 0.0229(4) Uani 1 1 d . . . C1 C 0.7684(2) 0.10389(10) 0.5441(2) 0.0200(5) Uani 1 1 d . . . C2 C 0.7955(2) 0.17441(10) 0.5667(3) 0.0250(5) Uani 1 1 d . . . H2 H 0.7655 0.1968 0.6521 0.030 Uiso 1 1 calc R . . C3 C 0.8667(2) 0.21200(11) 0.4641(3) 0.0269(5) Uani 1 1 d . . . H3 H 0.8844 0.2592 0.4806 0.032 Uiso 1 1 calc R . . C4 C 0.9111(2) 0.17872(10) 0.3367(3) 0.0276(5) Uani 1 1 d . . . H4 H 0.9621 0.2032 0.2695 0.033 Uiso 1 1 calc R . . C5 C 0.8796(2) 0.10913(11) 0.3094(2) 0.0252(5) Uani 1 1 d . . . H5 H 0.9067 0.0877 0.2213 0.030 Uiso 1 1 calc R . . C6 C 0.8081(2) 0.07033(10) 0.4116(2) 0.0194(5) Uani 1 1 d . . . C7 C 0.7769(2) -0.00377(10) 0.3758(2) 0.0196(5) Uani 1 1 d . . . C8 C 0.8550(2) -0.04990(10) 0.3003(2) 0.0234(5) Uani 1 1 d . . . H8 H 0.9430 -0.0418 0.2629 0.028 Uiso 1 1 calc R . . C9 C 0.8005(3) -0.17378(10) 0.2079(2) 0.0291(5) Uani 1 1 d . . . H9A H 0.7595 -0.2126 0.2580 0.035 Uiso 1 1 calc R . . H9B H 0.9065 -0.1817 0.2154 0.035 Uiso 1 1 calc R . . C10 C 0.7266(2) -0.16953(10) 0.0347(3) 0.0243(5) Uani 1 1 d . . . C11 C 0.8051(2) -0.14462(10) -0.0783(3) 0.0280(5) Uani 1 1 d . . . H11 H 0.9053 -0.1331 -0.0480 0.034 Uiso 1 1 calc R . . C12 C 0.7351(2) -0.13667(11) -0.2364(3) 0.0291(5) Uani 1 1 d . . . H12 H 0.7885 -0.1197 -0.3112 0.035 Uiso 1 1 calc R . . C13 C 0.5866(2) -0.15391(11) -0.2826(3) 0.0299(5) Uani 1 1 d . . . H13 H 0.5399 -0.1488 -0.3885 0.036 Uiso 1 1 calc R . . C14 C 0.5082(2) -0.17862(11) -0.1714(3) 0.0326(6) Uani 1 1 d . . . H14 H 0.4080 -0.1900 -0.2024 0.039 Uiso 1 1 calc R . . C15 C 0.5768(2) -0.18676(11) -0.0134(3) 0.0301(6) Uani 1 1 d . . . H15 H 0.5227 -0.2038 0.0607 0.036 Uiso 1 1 calc R . . C16 C 0.7409(2) 0.07067(11) 0.8148(3) 0.0256(5) Uani 1 1 d . . . C17 C 0.6461(2) 0.03108(11) 0.9101(3) 0.0300(5) Uani 1 1 d . . . H17A H 0.7089 0.0048 0.9917 0.045 Uiso 1 1 calc R . . H17B H 0.5816 0.0001 0.8411 0.045 Uiso 1 1 calc R . . H17C H 0.5870 0.0630 0.9587 0.045 Uiso 1 1 calc R . . H01 H 0.634(2) 0.0392(11) 0.621(3) 0.027(7) Uiso 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 O1 0.0369(10) 0.0607(11) 0.0258(9) -0.0015(8) -0.0025(8) -0.0201(9) N1 0.0230(10) 0.0270(10) 0.0209(11) -0.0052(8) 0.0044(8) -0.0088(9) N2 0.0299(10) 0.0250(10) 0.0259(10) -0.0042(8) 0.0084(9) -0.0049(8) N3 0.0344(11) 0.0255(10) 0.0273(11) -0.0045(8) 0.0110(9) -0.0035(9) N4 0.0272(10) 0.0211(9) 0.0196(10) 0.0003(7) 0.0020(8) 0.0031(8) C1 0.0153(10) 0.0252(11) 0.0179(11) 0.0000(9) -0.0012(9) -0.0027(9) C2 0.0242(12) 0.0268(12) 0.0231(12) -0.0038(9) 0.0017(10) 0.0003(10) C3 0.0290(12) 0.0206(11) 0.0289(13) -0.0017(9) -0.0007(10) -0.0035(10) C4 0.0267(12) 0.0291(12) 0.0273(13) 0.0080(10) 0.0053(10) -0.0064(10) C5 0.0256(12) 0.0294(12) 0.0207(12) 0.0007(9) 0.0042(10) 0.0008(10) C6 0.0156(10) 0.0225(11) 0.0180(11) 0.0006(8) -0.0023(9) 0.0010(9) C7 0.0194(11) 0.0251(11) 0.0134(10) 0.0015(9) 0.0006(9) 0.0002(9) C8 0.0224(11) 0.0265(12) 0.0204(12) 0.0019(9) 0.0017(9) 0.0012(10) C9 0.0378(14) 0.0199(11) 0.0274(13) -0.0021(9) 0.0000(11) 0.0081(10) C10 0.0298(12) 0.0159(11) 0.0255(12) -0.0022(9) 0.0003(10) 0.0056(10) C11 0.0214(12) 0.0292(12) 0.0323(14) -0.0040(10) 0.0020(10) 0.0028(10) C12 0.0289(13) 0.0329(13) 0.0250(13) -0.0003(10) 0.0039(10) 0.0029(10) C13 0.0307(13) 0.0305(13) 0.0259(13) -0.0017(10) -0.0015(10) 0.0049(11) C14 0.0230(12) 0.0332(13) 0.0381(15) -0.0020(11) -0.0035(11) -0.0033(11) C15 0.0304(13) 0.0306(13) 0.0295(14) 0.0014(10) 0.0062(11) 0.0006(10) C16 0.0229(12) 0.0286(12) 0.0248(13) -0.0032(10) 0.0032(10) 0.0012(10) C17 0.0333(13) 0.0322(13) 0.0253(13) -0.0003(10) 0.0072(11) 0.0001(11) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 C16 1.227(2) . ? N1 C16 1.355(3) . ? N1 C1 1.418(2) . ? N1 H01 0.81(2) . ? N2 N3 1.325(2) . ? N2 C7 1.363(2) . ? N3 N4 1.342(2) . ? N4 C8 1.342(2) . ? N4 C9 1.471(2) . ? C1 C2 1.388(3) . ? C1 C6 1.405(3) . ? C2 C3 1.386(3) . ? C2 H2 0.9300 . ? C3 C4 1.384(3) . ? C3 H3 0.9300 . ? C4 C5 1.381(3) . ? C4 H4 0.9300 . ? C5 C6 1.398(3) . ? C5 H5 0.9300 . ? C6 C7 1.476(3) . ? C7 C8 1.372(3) . ? C8 H8 0.9300 . ? C9 C10 1.508(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.387(3) . ? C10 C15 1.393(3) . ? C11 C12 1.389(3) . ? C11 H11 0.9300 . ? C12 C13 1.380(3) . ? C12 H12 0.9300 . ? C13 C14 1.374(3) . ? C13 H13 0.9300 . ? C14 C15 1.385(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.499(3) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? 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 C16 N1 C1 124.31(19) . . ? C16 N1 H01 116.4(15) . . ? C1 N1 H01 119.2(15) . . ? N3 N2 C7 108.85(16) . . ? N2 N3 N4 106.76(15) . . ? C8 N4 N3 111.37(16) . . ? C8 N4 C9 128.36(17) . . ? N3 N4 C9 119.84(16) . . ? C2 C1 C6 119.74(18) . . ? C2 C1 N1 119.56(18) . . ? C6 C1 N1 120.70(18) . . ? C3 C2 C1 121.04(19) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C4 C3 C2 119.50(19) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C5 C4 C3 119.96(19) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 121.35(19) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C5 C6 C1 118.31(19) . . ? C5 C6 C7 118.86(18) . . ? C1 C6 C7 122.83(17) . . ? N2 C7 C8 108.04(17) . . ? N2 C7 C6 123.15(16) . . ? C8 C7 C6 128.76(18) . . ? N4 C8 C7 104.98(17) . . ? N4 C8 H8 127.5 . . ? C7 C8 H8 127.5 . . ? N4 C9 C10 110.65(16) . . ? N4 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N4 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C11 C10 C15 118.8(2) . . ? C11 C10 C9 120.2(2) . . ? C15 C10 C9 120.83(19) . . ? C10 C11 C12 120.5(2) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 120.1(2) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C14 C13 C12 119.7(2) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 120.7(2) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C14 C15 C10 120.1(2) . . ? C14 C15 H15 119.9 . . ? C10 C15 H15 119.9 . . ? O1 C16 N1 122.3(2) . . ? O1 C16 C17 121.8(2) . . ? N1 C16 C17 115.87(19) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 N2 N3 N4 0.7(2) . . . . ? N2 N3 N4 C8 -0.7(2) . . . . ? N2 N3 N4 C9 -173.79(16) . . . . ? C16 N1 C1 C2 -47.6(3) . . . . ? C16 N1 C1 C6 133.2(2) . . . . ? C6 C1 C2 C3 -2.6(3) . . . . ? N1 C1 C2 C3 178.14(19) . . . . ? C1 C2 C3 C4 0.2(3) . . . . ? C2 C3 C4 C5 2.3(3) . . . . ? C3 C4 C5 C6 -2.4(3) . . . . ? C4 C5 C6 C1 0.0(3) . . . . ? C4 C5 C6 C7 179.76(19) . . . . ? C2 C1 C6 C5 2.5(3) . . . . ? N1 C1 C6 C5 -178.24(18) . . . . ? C2 C1 C6 C7 -177.29(18) . . . . ? N1 C1 C6 C7 2.0(3) . . . . ? N3 N2 C7 C8 -0.4(2) . . . . ? N3 N2 C7 C6 177.15(17) . . . . ? C5 C6 C7 N2 -147.03(19) . . . . ? C1 C6 C7 N2 32.8(3) . . . . ? C5 C6 C7 C8 30.0(3) . . . . ? C1 C6 C7 C8 -150.2(2) . . . . ? N3 N4 C8 C7 0.5(2) . . . . ? C9 N4 C8 C7 172.81(18) . . . . ? N2 C7 C8 N4 0.0(2) . . . . ? C6 C7 C8 N4 -177.40(18) . . . . ? C8 N4 C9 C10 -84.0(3) . . . . ? N3 N4 C9 C10 87.8(2) . . . . ? N4 C9 C10 C11 90.7(2) . . . . ? N4 C9 C10 C15 -85.7(2) . . . . ? C15 C10 C11 C12 0.3(3) . . . . ? C9 C10 C11 C12 -176.14(18) . . . . ? C10 C11 C12 C13 -0.3(3) . . . . ? C11 C12 C13 C14 0.3(3) . . . . ? C12 C13 C14 C15 -0.3(3) . . . . ? C13 C14 C15 C10 0.3(3) . . . . ? C11 C10 C15 C14 -0.3(3) . . . . ? C9 C10 C15 C14 176.12(18) . . . . ? C1 N1 C16 O1 -4.8(3) . . . . ? C1 N1 C16 C17 175.63(17) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.67 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.231 _refine_diff_density_min -0.196 _refine_diff_density_rms 0.047 ################################################# data_4a _database_code_depnum_ccdc_archive 'CCDC 789960' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C42 H30 Cl N8 Zn, C2 H3 Cl3 N Zn, 2(C2 H3 N)' _chemical_formula_sum 'C48 H39 Cl4 N11 Zn2' _chemical_melting_point ? _exptl_crystal_description block _exptl_crystal_colour orange-red _diffrn_ambient_temperature 150(2) _chemical_formula_weight 1042.44 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' Cl Cl 0.1484 0.1585 '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' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.5240(2) _cell_length_b 15.4750(3) _cell_length_c 15.8961(3) _cell_angle_alpha 109.561(2) _cell_angle_beta 107.565(1) _cell_angle_gamma 101.401(1) _cell_volume 2401.73(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8644 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 26.36 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.441 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 1.268 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7023 _exptl_absorpt_correction_T_max 0.7856 _exptl_absorpt_process_details 'SADABS (Sheldric, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27199 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.0427 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 26.36 _reflns_number_total 9760 _reflns_number_gt 7694 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material enCIFer _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^ > 2\s(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^)+(0.0458P)^2^+0.3813P] 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 9760 _refine_ls_number_parameters 589 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.0912 _refine_ls_wR_factor_gt 0.0868 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.045 _refine_ls_shift/su_mean 0.002 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 0.67967(2) -0.002998(18) 0.255585(17) 0.01828(8) Uani 1 1 d . . . Zn2 Zn -0.07755(3) 0.55337(2) 0.35072(2) 0.02817(9) Uani 1 1 d . . . Cl1 Cl 0.81407(5) 0.03190(4) 0.18409(4) 0.02496(13) Uani 1 1 d . . . Cl2 Cl 0.09063(8) 0.69062(5) 0.44015(6) 0.0514(2) Uani 1 1 d . . . Cl3 Cl -0.24489(6) 0.55746(5) 0.39356(5) 0.04053(17) Uani 1 1 d . . . Cl4 Cl -0.13283(7) 0.50241(6) 0.18980(5) 0.04569(19) Uani 1 1 d . . . N1 N 0.62668(17) 0.12333(13) 0.29590(13) 0.0203(4) Uani 1 1 d . . . N2 N 0.72776(17) 0.04209(13) 0.41228(13) 0.0185(4) Uani 1 1 d . . . N3 N 0.49053(18) -0.05676(14) 0.14641(13) 0.0195(4) Uani 1 1 d . . . N4 N 0.41139(18) -0.14747(14) 0.10414(13) 0.0219(4) Uani 1 1 d . . . N5 N 0.30938(18) -0.15136(14) 0.03350(13) 0.0228(4) Uani 1 1 d . . . N6 N 0.69026(18) -0.13303(13) 0.25744(13) 0.0206(4) Uani 1 1 d . . . N7 N 0.64945(19) -0.20898(14) 0.17311(13) 0.0229(4) Uani 1 1 d . . . N8 N 0.67529(18) -0.28093(13) 0.19422(13) 0.0222(4) Uani 1 1 d . . . N9 N -0.0250(2) 0.44022(16) 0.37375(16) 0.0320(5) Uani 1 1 d . . . N10 N 0.2170(4) 0.3415(3) 0.2707(3) 0.0971(13) Uani 1 1 d . . . N11 N 0.6865(3) 0.9880(2) 0.7333(2) 0.0572(8) Uani 1 1 d . . . C1 C 0.6170(2) 0.14959(16) 0.37779(16) 0.0205(5) Uani 1 1 d . . . C2 C 0.5598(2) 0.21627(18) 0.42826(17) 0.0271(5) Uani 1 1 d . . . C3 C 0.4978(3) 0.2785(2) 0.40755(19) 0.0380(7) Uani 1 1 d . . . H3 H 0.4879 0.2878 0.3513 0.046 Uiso 1 1 calc R . . C4 C 0.4495(3) 0.3281(2) 0.4743(2) 0.0475(8) Uani 1 1 d . . . H4 H 0.4070 0.3701 0.4607 0.057 Uiso 1 1 calc R . . C5 C 0.4627(3) 0.3168(2) 0.5579(2) 0.0443(8) Uani 1 1 d . . . H5 H 0.4308 0.3518 0.6002 0.053 Uiso 1 1 calc R . . C6 C 0.5244(2) 0.2523(2) 0.58073(19) 0.0334(6) Uani 1 1 d . . . C7 C 0.5711(2) 0.20255(18) 0.51358(17) 0.0254(5) Uani 1 1 d . . . C8 C 0.5428(2) 0.2310(2) 0.66283(19) 0.0366(7) Uani 1 1 d . . . H8 H 0.5188 0.2651 0.7114 0.044 Uiso 1 1 calc R . . C9 C 0.5953(2) 0.1612(2) 0.67158(19) 0.0356(6) Uani 1 1 d . . . H9 H 0.6017 0.1463 0.7245 0.043 Uiso 1 1 calc R . . C10 C 0.6403(2) 0.11059(19) 0.60301(17) 0.0292(6) Uani 1 1 d . . . H10 H 0.6745 0.0626 0.6101 0.035 Uiso 1 1 calc R . . C11 C 0.6325(2) 0.13386(17) 0.52585(16) 0.0223(5) Uani 1 1 d . . . C12 C 0.6685(2) 0.10032(16) 0.44188(16) 0.0202(5) Uani 1 1 d . . . C13 C 0.5867(2) 0.16439(17) 0.22870(16) 0.0209(5) Uani 1 1 d . . . C14 C 0.6420(2) 0.26267(17) 0.25443(18) 0.0277(5) Uani 1 1 d . . . H14 H 0.7021 0.3032 0.3174 0.033 Uiso 1 1 calc R . . C15 C 0.6080(2) 0.30035(19) 0.18687(19) 0.0322(6) Uani 1 1 d . . . H15 H 0.6467 0.3659 0.2039 0.039 Uiso 1 1 calc R . . C16 C 0.5158(2) 0.24014(18) 0.09315(18) 0.0291(6) Uani 1 1 d . . . H16 H 0.4909 0.2658 0.0481 0.035 Uiso 1 1 calc R . . C17 C 0.4612(2) 0.14229(18) 0.06718(17) 0.0237(5) Uani 1 1 d . . . H17 H 0.3993 0.1027 0.0046 0.028 Uiso 1 1 calc R . . C18 C 0.4974(2) 0.10179(17) 0.13326(16) 0.0196(5) Uani 1 1 d . . . C19 C 0.4374(2) -0.00297(16) 0.10319(15) 0.0190(5) Uani 1 1 d . . . C20 C 0.3210(2) -0.06477(17) 0.02967(16) 0.0227(5) Uani 1 1 d . . . H20 H 0.2627 -0.0500 -0.0136 0.027 Uiso 1 1 calc R . . C21 C 0.1974(2) -0.24185(18) -0.02407(18) 0.0302(6) Uani 1 1 d . . . H21A H 0.2254 -0.2970 -0.0243 0.036 Uiso 1 1 calc R . . H21B H 0.1605 -0.2499 -0.0908 0.036 Uiso 1 1 calc R . . C22 C 0.0968(3) -0.2391(2) 0.0178(2) 0.0417(7) Uani 1 1 d . . . C23 C 0.0003(3) -0.2023(3) -0.0166(4) 0.0838(14) Uani 1 1 d . . . H23 H -0.0017 -0.1836 -0.0667 0.101 Uiso 1 1 calc R . . C24 C -0.0896(5) -0.1930(4) 0.0198(6) 0.127(3) Uani 1 1 d . . . H24 H -0.1543 -0.1697 -0.0050 0.153 Uiso 1 1 calc R . . C25 C -0.0825(6) -0.2190(4) 0.0946(5) 0.129(3) Uani 1 1 d . . . H25 H -0.1418 -0.2097 0.1227 0.155 Uiso 1 1 calc R . . C26 C 0.0101(6) -0.2595(4) 0.1323(4) 0.126(3) Uani 1 1 d . . . H26 H 0.0104 -0.2794 0.1815 0.151 Uiso 1 1 calc R . . C27 C 0.1023(4) -0.2678(3) 0.0899(2) 0.0691(11) Uani 1 1 d . . . H27 H 0.1663 -0.2929 0.1119 0.083 Uiso 1 1 calc R . . C28 C 0.7983(2) 0.00460(17) 0.47395(16) 0.0206(5) Uani 1 1 d . . . C29 C 0.8748(2) 0.06672(18) 0.57221(16) 0.0239(5) Uani 1 1 d . . . H29 H 0.8796 0.1316 0.5962 0.029 Uiso 1 1 calc R . . C30 C 0.9432(2) 0.03229(19) 0.63349(17) 0.0261(5) Uani 1 1 d . . . H30 H 0.9929 0.0738 0.6987 0.031 Uiso 1 1 calc R . . C31 C 0.9381(2) -0.06333(19) 0.59850(17) 0.0299(6) Uani 1 1 d . . . H31 H 0.9805 -0.0872 0.6407 0.036 Uiso 1 1 calc R . . C32 C 0.8702(2) -0.12354(18) 0.50087(17) 0.0276(5) Uani 1 1 d . . . H32 H 0.8699 -0.1873 0.4774 0.033 Uiso 1 1 calc R . . C33 C 0.8010(2) -0.09014(17) 0.43582(16) 0.0202(5) Uani 1 1 d . . . C34 C 0.7415(2) -0.15720(16) 0.33208(16) 0.0193(5) Uani 1 1 d . . . C35 C 0.7317(2) -0.25310(17) 0.29105(16) 0.0229(5) Uani 1 1 d . . . H35 H 0.7582 -0.2907 0.3230 0.028 Uiso 1 1 calc R . . C36 C 0.6270(2) -0.37987(17) 0.11604(17) 0.0252(5) Uani 1 1 d . . . H36A H 0.6892 -0.4127 0.1293 0.030 Uiso 1 1 calc R . . H36B H 0.6165 -0.3763 0.0546 0.030 Uiso 1 1 calc R . . C37 C 0.5001(2) -0.43667(16) 0.10893(16) 0.0234(5) Uani 1 1 d . . . C38 C 0.3857(2) -0.42424(19) 0.06078(18) 0.0297(6) Uani 1 1 d . . . H38 H 0.3880 -0.3802 0.0328 0.036 Uiso 1 1 calc R . . C39 C 0.2698(3) -0.4766(2) 0.05443(19) 0.0382(7) Uani 1 1 d . . . H39 H 0.1942 -0.4673 0.0229 0.046 Uiso 1 1 calc R . . C40 C 0.2650(3) -0.5431(2) 0.0948(2) 0.0435(7) Uani 1 1 d . . . H40 H 0.1862 -0.5794 0.0893 0.052 Uiso 1 1 calc R . . C41 C 0.3776(3) -0.5555(2) 0.1431(2) 0.0423(7) Uani 1 1 d . . . H41 H 0.3749 -0.5996 0.1710 0.051 Uiso 1 1 calc R . . C42 C 0.4943(3) -0.50226(19) 0.15019(19) 0.0328(6) Uani 1 1 d . . . H42 H 0.5699 -0.5107 0.1831 0.039 Uiso 1 1 calc R . . C43 C 0.0111(3) 0.2790(2) 0.3679(2) 0.0421(7) Uani 1 1 d . . . H43A H -0.0369 0.2292 0.3028 0.063 Uiso 1 1 calc R . . H43B H -0.0185 0.2607 0.4118 0.063 Uiso 1 1 calc R . . H43C H 0.1011 0.2866 0.3862 0.063 Uiso 1 1 calc R . . C44 C -0.0078(2) 0.37033(19) 0.37214(18) 0.0303(6) Uani 1 1 d . . . C45 C 0.2167(4) 0.5169(3) 0.3105(3) 0.0793(13) Uani 1 1 d . . . H45A H 0.2799 0.5499 0.2939 0.119 Uiso 1 1 calc R . . H45B H 0.2363 0.5511 0.3785 0.119 Uiso 1 1 calc R . . H45C H 0.1326 0.5147 0.2727 0.119 Uiso 1 1 calc R . . C46 C 0.2184(4) 0.4183(3) 0.2898(3) 0.0637(10) Uani 1 1 d . . . C47 C 0.8507(4) 0.9195(3) 0.8145(4) 0.0857(14) Uani 1 1 d . . . H47A H 0.8639 0.9410 0.8818 0.129 Uiso 1 1 calc R . . H47B H 0.9312 0.9424 0.8098 0.129 Uiso 1 1 calc R . . H47C H 0.8179 0.8497 0.7830 0.129 Uiso 1 1 calc R . . C48 C 0.7590(3) 0.9578(2) 0.7676(2) 0.0455(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02297(15) 0.01684(14) 0.01338(13) 0.00641(10) 0.00439(11) 0.00768(11) Zn2 0.02910(17) 0.02317(16) 0.02881(17) 0.01061(13) 0.00633(13) 0.01058(13) Cl1 0.0237(3) 0.0324(3) 0.0176(3) 0.0123(2) 0.0057(2) 0.0079(3) Cl2 0.0485(5) 0.0278(4) 0.0594(5) 0.0081(3) 0.0196(4) -0.0036(3) Cl3 0.0335(4) 0.0463(4) 0.0388(4) 0.0125(3) 0.0119(3) 0.0208(3) Cl4 0.0516(4) 0.0566(5) 0.0295(4) 0.0198(3) 0.0112(3) 0.0243(4) N1 0.0217(10) 0.0188(10) 0.0144(9) 0.0054(8) 0.0019(8) 0.0058(8) N2 0.0210(10) 0.0166(9) 0.0143(9) 0.0062(8) 0.0039(8) 0.0043(8) N3 0.0219(10) 0.0193(10) 0.0179(10) 0.0086(8) 0.0077(8) 0.0069(8) N4 0.0230(10) 0.0220(11) 0.0175(10) 0.0078(8) 0.0053(8) 0.0064(9) N5 0.0222(10) 0.0233(11) 0.0181(10) 0.0068(8) 0.0055(8) 0.0053(9) N6 0.0270(11) 0.0165(10) 0.0153(9) 0.0057(8) 0.0055(8) 0.0073(8) N7 0.0299(11) 0.0174(10) 0.0186(10) 0.0066(8) 0.0059(9) 0.0098(9) N8 0.0252(11) 0.0191(10) 0.0196(10) 0.0068(8) 0.0058(9) 0.0094(9) N9 0.0333(12) 0.0306(12) 0.0340(12) 0.0161(10) 0.0109(10) 0.0141(10) N10 0.155(4) 0.095(3) 0.106(3) 0.066(3) 0.093(3) 0.067(3) N11 0.0652(19) 0.074(2) 0.0658(19) 0.0463(17) 0.0424(17) 0.0342(17) C1 0.0190(11) 0.0184(11) 0.0170(11) 0.0047(9) 0.0023(9) 0.0045(9) C2 0.0260(13) 0.0267(13) 0.0230(12) 0.0058(11) 0.0065(11) 0.0111(11) C3 0.0465(17) 0.0441(17) 0.0294(14) 0.0153(13) 0.0138(13) 0.0295(15) C4 0.0516(18) 0.055(2) 0.0464(18) 0.0207(16) 0.0198(15) 0.0402(17) C5 0.0419(17) 0.0522(19) 0.0376(16) 0.0079(14) 0.0187(14) 0.0277(15) C6 0.0248(13) 0.0378(16) 0.0303(14) 0.0048(12) 0.0120(11) 0.0110(12) C7 0.0203(12) 0.0270(13) 0.0200(12) 0.0041(10) 0.0048(10) 0.0050(10) C8 0.0274(14) 0.0491(18) 0.0261(14) 0.0051(13) 0.0150(12) 0.0101(13) C9 0.0330(15) 0.0482(17) 0.0251(14) 0.0133(13) 0.0160(12) 0.0091(13) C10 0.0270(13) 0.0331(14) 0.0249(13) 0.0113(11) 0.0102(11) 0.0065(11) C11 0.0190(12) 0.0234(12) 0.0172(11) 0.0041(10) 0.0054(10) 0.0028(10) C12 0.0204(12) 0.0188(12) 0.0154(11) 0.0047(9) 0.0044(9) 0.0031(10) C13 0.0244(12) 0.0224(12) 0.0200(12) 0.0108(10) 0.0095(10) 0.0116(10) C14 0.0274(13) 0.0214(13) 0.0254(13) 0.0065(11) 0.0037(11) 0.0070(11) C15 0.0357(15) 0.0222(13) 0.0425(16) 0.0188(12) 0.0139(13) 0.0107(12) C16 0.0368(15) 0.0305(14) 0.0300(14) 0.0205(12) 0.0137(12) 0.0170(12) C17 0.0244(12) 0.0295(13) 0.0190(12) 0.0110(10) 0.0086(10) 0.0113(11) C18 0.0193(11) 0.0245(12) 0.0189(11) 0.0110(10) 0.0089(10) 0.0103(10) C19 0.0221(12) 0.0242(12) 0.0135(11) 0.0094(9) 0.0080(9) 0.0096(10) C20 0.0233(12) 0.0269(13) 0.0171(11) 0.0106(10) 0.0054(10) 0.0086(11) C21 0.0273(13) 0.0244(13) 0.0225(13) 0.0030(11) 0.0013(11) 0.0012(11) C22 0.0302(15) 0.0257(15) 0.0457(17) -0.0040(13) 0.0147(13) -0.0038(12) C23 0.038(2) 0.050(2) 0.155(4) 0.036(3) 0.033(2) 0.0182(18) C24 0.068(3) 0.074(4) 0.218(8) 0.013(4) 0.084(4) 0.022(3) C25 0.082(4) 0.075(4) 0.146(6) -0.052(4) 0.087(4) -0.034(3) C26 0.115(5) 0.104(4) 0.070(3) -0.028(3) 0.054(3) -0.056(4) C27 0.068(2) 0.064(2) 0.040(2) 0.0016(18) 0.0227(18) -0.014(2) C28 0.0205(12) 0.0266(13) 0.0158(11) 0.0113(10) 0.0060(9) 0.0076(10) C29 0.0247(12) 0.0235(13) 0.0171(11) 0.0054(10) 0.0052(10) 0.0058(10) C30 0.0226(12) 0.0332(14) 0.0140(11) 0.0073(10) 0.0016(10) 0.0057(11) C31 0.0322(14) 0.0375(15) 0.0211(13) 0.0163(11) 0.0048(11) 0.0157(12) C32 0.0316(14) 0.0260(13) 0.0229(13) 0.0106(11) 0.0057(11) 0.0126(11) C33 0.0204(12) 0.0231(12) 0.0175(11) 0.0099(10) 0.0064(10) 0.0073(10) C34 0.0190(11) 0.0215(12) 0.0177(11) 0.0097(10) 0.0053(9) 0.0081(10) C35 0.0251(13) 0.0228(12) 0.0204(12) 0.0103(10) 0.0053(10) 0.0108(11) C36 0.0335(14) 0.0204(12) 0.0199(12) 0.0053(10) 0.0088(11) 0.0137(11) C37 0.0314(13) 0.0169(12) 0.0165(11) 0.0021(10) 0.0076(10) 0.0092(10) C38 0.0340(14) 0.0311(14) 0.0252(13) 0.0122(11) 0.0098(11) 0.0155(12) C39 0.0338(15) 0.0457(17) 0.0322(15) 0.0124(13) 0.0114(13) 0.0172(14) C40 0.0387(17) 0.0443(18) 0.0436(17) 0.0139(15) 0.0210(14) 0.0063(14) C41 0.058(2) 0.0373(16) 0.0466(18) 0.0270(14) 0.0296(16) 0.0168(15) C42 0.0387(15) 0.0299(14) 0.0289(14) 0.0141(12) 0.0090(12) 0.0141(12) C43 0.064(2) 0.0302(15) 0.0363(16) 0.0158(13) 0.0186(15) 0.0231(15) C44 0.0326(14) 0.0292(14) 0.0279(14) 0.0125(11) 0.0092(12) 0.0114(12) C45 0.064(2) 0.058(2) 0.093(3) 0.001(2) 0.047(2) 0.003(2) C46 0.070(2) 0.073(3) 0.063(2) 0.030(2) 0.042(2) 0.026(2) C47 0.068(3) 0.104(4) 0.124(4) 0.070(3) 0.046(3) 0.055(3) C48 0.0490(19) 0.0501(19) 0.057(2) 0.0297(17) 0.0358(17) 0.0199(16) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N6 2.0492(18) . ? Zn1 N1 2.1153(17) . ? Zn1 N3 2.1185(18) . ? Zn1 N2 2.2019(18) . ? Zn1 Cl1 2.2638(6) . ? Zn2 N9 2.069(2) . ? Zn2 Cl2 2.2306(8) . ? Zn2 Cl3 2.2359(7) . ? Zn2 Cl4 2.2445(7) . ? N1 C1 1.274(3) . ? N1 C13 1.425(3) . ? N2 C12 1.286(3) . ? N2 C28 1.430(3) . ? N3 N4 1.321(3) . ? N3 C19 1.367(3) . ? N4 N5 1.333(3) . ? N5 C20 1.344(3) . ? N5 C21 1.476(3) . ? N6 N7 1.321(3) . ? N6 C34 1.363(3) . ? N7 N8 1.327(2) . ? N8 C35 1.349(3) . ? N8 C36 1.473(3) . ? N9 C44 1.131(3) . ? N10 C46 1.119(5) . ? N11 C48 1.125(4) . ? C1 C2 1.476(3) . ? C1 C12 1.518(3) . ? C2 C3 1.374(3) . ? C2 C7 1.414(3) . ? C3 C4 1.417(4) . ? C3 H3 0.9300 . ? C4 C5 1.365(4) . ? C4 H4 0.9300 . ? C5 C6 1.414(4) . ? C5 H5 0.9300 . ? C6 C7 1.407(3) . ? C6 C8 1.416(4) . ? C7 C11 1.422(3) . ? C8 C9 1.364(4) . ? C8 H8 0.9300 . ? C9 C10 1.414(3) . ? C9 H9 0.9300 . ? C10 C11 1.372(3) . ? C10 H10 0.9300 . ? C11 C12 1.476(3) . ? C13 C14 1.389(3) . ? C13 C18 1.407(3) . ? C14 C15 1.379(3) . ? C14 H14 0.9300 . ? C15 C16 1.393(4) . ? C15 H15 0.9300 . ? C16 C17 1.381(3) . ? C16 H16 0.9300 . ? C17 C18 1.396(3) . ? C17 H17 0.9300 . ? C18 C19 1.474(3) . ? C19 C20 1.370(3) . ? C20 H20 0.9300 . ? C21 C22 1.502(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C27 1.351(5) . ? C22 C23 1.397(4) . ? C23 C24 1.339(6) . ? C23 H23 0.9300 . ? C24 C25 1.363(9) . ? C24 H24 0.9300 . ? C25 C26 1.422(9) . ? C25 H25 0.9300 . ? C26 C27 1.424(6) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C33 1.397(3) . ? C28 C29 1.403(3) . ? C29 C30 1.380(3) . ? C29 H29 0.9300 . ? C30 C31 1.377(4) . ? C30 H30 0.9300 . ? C31 C32 1.378(3) . ? C31 H31 0.9300 . ? C32 C33 1.413(3) . ? C32 H32 0.9300 . ? C33 C34 1.469(3) . ? C34 C35 1.372(3) . ? C35 H35 0.9300 . ? C36 C37 1.500(4) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C42 1.382(3) . ? C37 C38 1.397(3) . ? C38 C39 1.374(4) . ? C38 H38 0.9300 . ? C39 C40 1.384(4) . ? C39 H39 0.9300 . ? C40 C41 1.380(4) . ? C40 H40 0.9300 . ? C41 C42 1.382(4) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 C44 1.455(4) . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C45 C46 1.456(6) . ? C45 H45A 0.9600 . ? C45 H45B 0.9600 . ? C45 H45C 0.9600 . ? C47 C48 1.446(4) . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? 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 N6 Zn1 N1 153.67(7) . . ? N6 Zn1 N3 97.52(7) . . ? N1 Zn1 N3 80.36(7) . . ? N6 Zn1 N2 83.45(7) . . ? N1 Zn1 N2 76.80(7) . . ? N3 Zn1 N2 125.24(7) . . ? N6 Zn1 Cl1 103.35(5) . . ? N1 Zn1 Cl1 102.45(5) . . ? N3 Zn1 Cl1 105.78(5) . . ? N2 Zn1 Cl1 127.40(5) . . ? N9 Zn2 Cl2 109.08(7) . . ? N9 Zn2 Cl3 105.35(6) . . ? Cl2 Zn2 Cl3 112.83(3) . . ? N9 Zn2 Cl4 101.58(6) . . ? Cl2 Zn2 Cl4 113.71(3) . . ? Cl3 Zn2 Cl4 113.24(3) . . ? C1 N1 C13 124.05(18) . . ? C1 N1 Zn1 114.34(15) . . ? C13 N1 Zn1 120.93(13) . . ? C12 N2 C28 121.38(18) . . ? C12 N2 Zn1 110.49(14) . . ? C28 N2 Zn1 127.56(13) . . ? N4 N3 C19 109.97(18) . . ? N4 N3 Zn1 125.98(14) . . ? C19 N3 Zn1 123.81(15) . . ? N3 N4 N5 106.00(17) . . ? N4 N5 C20 111.94(19) . . ? N4 N5 C21 119.91(19) . . ? C20 N5 C21 128.0(2) . . ? N7 N6 C34 110.13(18) . . ? N7 N6 Zn1 118.01(14) . . ? C34 N6 Zn1 131.69(15) . . ? N6 N7 N8 106.05(17) . . ? N7 N8 C35 111.97(18) . . ? N7 N8 C36 119.63(18) . . ? C35 N8 C36 127.86(19) . . ? C44 N9 Zn2 169.8(2) . . ? N1 C1 C2 135.5(2) . . ? N1 C1 C12 117.09(18) . . ? C2 C1 C12 107.37(19) . . ? C3 C2 C7 119.4(2) . . ? C3 C2 C1 135.0(2) . . ? C7 C2 C1 105.45(19) . . ? C2 C3 C4 118.2(3) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C5 C4 C3 122.6(2) . . ? C5 C4 H4 118.7 . . ? C3 C4 H4 118.7 . . ? C4 C5 C6 120.7(2) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C7 C6 C5 116.4(2) . . ? C7 C6 C8 116.3(2) . . ? C5 C6 C8 127.3(2) . . ? C6 C7 C2 122.7(2) . . ? C6 C7 C11 122.6(2) . . ? C2 C7 C11 114.7(2) . . ? C9 C8 C6 120.8(2) . . ? C9 C8 H8 119.6 . . ? C6 C8 H8 119.6 . . ? C8 C9 C10 122.3(3) . . ? C8 C9 H9 118.8 . . ? C10 C9 H9 118.8 . . ? C11 C10 C9 118.6(2) . . ? C11 C10 H10 120.7 . . ? C9 C10 H10 120.7 . . ? C10 C11 C7 119.1(2) . . ? C10 C11 C12 135.3(2) . . ? C7 C11 C12 105.6(2) . . ? N2 C12 C11 136.3(2) . . ? N2 C12 C1 116.89(19) . . ? C11 C12 C1 106.78(18) . . ? C14 C13 C18 120.6(2) . . ? C14 C13 N1 120.8(2) . . ? C18 C13 N1 118.4(2) . . ? C15 C14 C13 120.2(2) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 119.9(2) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C17 C16 C15 120.0(2) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C16 C17 C18 121.1(2) . . ? C16 C17 H17 119.4 . . ? C18 C17 H17 119.4 . . ? C17 C18 C13 118.1(2) . . ? C17 C18 C19 119.8(2) . . ? C13 C18 C19 122.1(2) . . ? N3 C19 C20 106.9(2) . . ? N3 C19 C18 124.85(19) . . ? C20 C19 C18 128.3(2) . . ? N5 C20 C19 105.19(19) . . ? N5 C20 H20 127.4 . . ? C19 C20 H20 127.4 . . ? N5 C21 C22 110.6(2) . . ? N5 C21 H21A 109.5 . . ? C22 C21 H21A 109.5 . . ? N5 C21 H21B 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? C27 C22 C23 120.5(3) . . ? C27 C22 C21 120.8(3) . . ? C23 C22 C21 118.6(3) . . ? C24 C23 C22 122.5(5) . . ? C24 C23 H23 118.7 . . ? C22 C23 H23 118.7 . . ? C23 C24 C25 117.4(6) . . ? C23 C24 H24 121.3 . . ? C25 C24 H24 121.3 . . ? C24 C25 C26 123.8(5) . . ? C24 C25 H25 118.1 . . ? C26 C25 H25 118.1 . . ? C25 C26 C27 115.8(6) . . ? C25 C26 H26 122.1 . . ? C27 C26 H26 122.1 . . ? C22 C27 C26 119.9(5) . . ? C22 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C33 C28 C29 119.6(2) . . ? C33 C28 N2 120.82(19) . . ? C29 C28 N2 119.3(2) . . ? C30 C29 C28 120.5(2) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C31 C30 C29 120.3(2) . . ? C31 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? C30 C31 C32 119.9(2) . . ? C30 C31 H31 120.0 . . ? C32 C31 H31 120.0 . . ? C31 C32 C33 121.2(2) . . ? C31 C32 H32 119.4 . . ? C33 C32 H32 119.4 . . ? C28 C33 C32 118.1(2) . . ? C28 C33 C34 125.03(19) . . ? C32 C33 C34 116.8(2) . . ? N6 C34 C35 106.91(19) . . ? N6 C34 C33 125.3(2) . . ? C35 C34 C33 127.7(2) . . ? N8 C35 C34 104.94(19) . . ? N8 C35 H35 127.5 . . ? C34 C35 H35 127.5 . . ? N8 C36 C37 110.37(18) . . ? N8 C36 H36A 109.6 . . ? C37 C36 H36A 109.6 . . ? N8 C36 H36B 109.6 . . ? C37 C36 H36B 109.6 . . ? H36A C36 H36B 108.1 . . ? C42 C37 C38 118.7(2) . . ? C42 C37 C36 120.5(2) . . ? C38 C37 C36 120.8(2) . . ? C39 C38 C37 120.5(2) . . ? C39 C38 H38 119.8 . . ? C37 C38 H38 119.8 . . ? C38 C39 C40 120.3(3) . . ? C38 C39 H39 119.9 . . ? C40 C39 H39 119.9 . . ? C41 C40 C39 119.7(3) . . ? C41 C40 H40 120.1 . . ? C39 C40 H40 120.1 . . ? C40 C41 C42 120.0(3) . . ? C40 C41 H41 120.0 . . ? C42 C41 H41 120.0 . . ? C41 C42 C37 120.8(2) . . ? C41 C42 H42 119.6 . . ? C37 C42 H42 119.6 . . ? C44 C43 H43A 109.5 . . ? C44 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C44 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N9 C44 C43 178.5(3) . . ? C46 C45 H45A 109.5 . . ? C46 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C46 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N10 C46 C45 177.6(5) . . ? C48 C47 H47A 109.5 . . ? C48 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C48 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? N11 C48 C47 178.0(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N6 Zn1 N1 C1 26.6(3) . . . . ? N3 Zn1 N1 C1 114.04(17) . . . . ? N2 Zn1 N1 C1 -15.83(16) . . . . ? Cl1 Zn1 N1 C1 -141.77(16) . . . . ? N6 Zn1 N1 C13 -144.33(18) . . . . ? N3 Zn1 N1 C13 -56.86(17) . . . . ? N2 Zn1 N1 C13 173.27(18) . . . . ? Cl1 Zn1 N1 C13 47.32(17) . . . . ? N6 Zn1 N2 C12 -144.04(16) . . . . ? N1 Zn1 N2 C12 18.44(16) . . . . ? N3 Zn1 N2 C12 -49.45(18) . . . . ? Cl1 Zn1 N2 C12 114.15(15) . . . . ? N6 Zn1 N2 C28 27.24(18) . . . . ? N1 Zn1 N2 C28 -170.28(19) . . . . ? N3 Zn1 N2 C28 121.83(18) . . . . ? Cl1 Zn1 N2 C28 -74.57(19) . . . . ? N6 Zn1 N3 N4 4.22(17) . . . . ? N1 Zn1 N3 N4 -149.23(17) . . . . ? N2 Zn1 N3 N4 -83.04(18) . . . . ? Cl1 Zn1 N3 N4 110.44(16) . . . . ? N6 Zn1 N3 C19 -169.49(16) . . . . ? N1 Zn1 N3 C19 37.05(16) . . . . ? N2 Zn1 N3 C19 103.25(17) . . . . ? Cl1 Zn1 N3 C19 -63.27(16) . . . . ? C19 N3 N4 N5 0.9(2) . . . . ? Zn1 N3 N4 N5 -173.56(13) . . . . ? N3 N4 N5 C20 -0.2(2) . . . . ? N3 N4 N5 C21 -175.66(18) . . . . ? N1 Zn1 N6 N7 128.41(18) . . . . ? N3 Zn1 N6 N7 44.97(17) . . . . ? N2 Zn1 N6 N7 169.77(17) . . . . ? Cl1 Zn1 N6 N7 -63.29(16) . . . . ? N1 Zn1 N6 C34 -56.9(3) . . . . ? N3 Zn1 N6 C34 -140.3(2) . . . . ? N2 Zn1 N6 C34 -15.5(2) . . . . ? Cl1 Zn1 N6 C34 111.42(19) . . . . ? C34 N6 N7 N8 -0.3(2) . . . . ? Zn1 N6 N7 N8 175.52(13) . . . . ? N6 N7 N8 C35 0.3(3) . . . . ? N6 N7 N8 C36 172.49(19) . . . . ? Cl2 Zn2 N9 C44 -144.4(12) . . . . ? Cl3 Zn2 N9 C44 94.2(12) . . . . ? Cl4 Zn2 N9 C44 -24.1(12) . . . . ? C13 N1 C1 C2 5.8(4) . . . . ? Zn1 N1 C1 C2 -164.8(2) . . . . ? C13 N1 C1 C12 -178.1(2) . . . . ? Zn1 N1 C1 C12 11.4(3) . . . . ? N1 C1 C2 C3 -2.5(5) . . . . ? C12 C1 C2 C3 -178.9(3) . . . . ? N1 C1 C2 C7 173.5(3) . . . . ? C12 C1 C2 C7 -2.9(3) . . . . ? C7 C2 C3 C4 1.2(4) . . . . ? C1 C2 C3 C4 176.7(3) . . . . ? C2 C3 C4 C5 0.3(5) . . . . ? C3 C4 C5 C6 -1.2(5) . . . . ? C4 C5 C6 C7 0.5(4) . . . . ? C4 C5 C6 C8 -178.4(3) . . . . ? C5 C6 C7 C2 1.0(4) . . . . ? C8 C6 C7 C2 -180.0(2) . . . . ? C5 C6 C7 C11 -178.5(2) . . . . ? C8 C6 C7 C11 0.6(4) . . . . ? C3 C2 C7 C6 -1.8(4) . . . . ? C1 C2 C7 C6 -178.6(2) . . . . ? C3 C2 C7 C11 177.7(2) . . . . ? C1 C2 C7 C11 0.9(3) . . . . ? C7 C6 C8 C9 -4.2(4) . . . . ? C5 C6 C8 C9 174.8(3) . . . . ? C6 C8 C9 C10 3.6(4) . . . . ? C8 C9 C10 C11 1.0(4) . . . . ? C9 C10 C11 C7 -4.6(4) . . . . ? C9 C10 C11 C12 179.3(3) . . . . ? C6 C7 C11 C10 3.8(4) . . . . ? C2 C7 C11 C10 -175.7(2) . . . . ? C6 C7 C11 C12 -179.0(2) . . . . ? C2 C7 C11 C12 1.5(3) . . . . ? C28 N2 C12 C11 -11.7(4) . . . . ? Zn1 N2 C12 C11 160.2(2) . . . . ? C28 N2 C12 C1 169.5(2) . . . . ? Zn1 N2 C12 C1 -18.6(2) . . . . ? C10 C11 C12 N2 -5.6(5) . . . . ? C7 C11 C12 N2 177.9(3) . . . . ? C10 C11 C12 C1 173.3(3) . . . . ? C7 C11 C12 C1 -3.2(2) . . . . ? N1 C1 C12 N2 5.8(3) . . . . ? C2 C1 C12 N2 -177.0(2) . . . . ? N1 C1 C12 C11 -173.3(2) . . . . ? C2 C1 C12 C11 3.9(2) . . . . ? C1 N1 C13 C14 60.8(3) . . . . ? Zn1 N1 C13 C14 -129.21(19) . . . . ? C1 N1 C13 C18 -124.2(2) . . . . ? Zn1 N1 C13 C18 45.8(2) . . . . ? C18 C13 C14 C15 1.1(3) . . . . ? N1 C13 C14 C15 176.1(2) . . . . ? C13 C14 C15 C16 1.5(4) . . . . ? C14 C15 C16 C17 -1.9(4) . . . . ? C15 C16 C17 C18 -0.4(3) . . . . ? C16 C17 C18 C13 3.0(3) . . . . ? C16 C17 C18 C19 -179.9(2) . . . . ? C14 C13 C18 C17 -3.3(3) . . . . ? N1 C13 C18 C17 -178.39(19) . . . . ? C14 C13 C18 C19 179.6(2) . . . . ? N1 C13 C18 C19 4.6(3) . . . . ? N4 N3 C19 C20 -1.2(2) . . . . ? Zn1 N3 C19 C20 173.41(14) . . . . ? N4 N3 C19 C18 178.35(19) . . . . ? Zn1 N3 C19 C18 -7.1(3) . . . . ? C17 C18 C19 N3 157.6(2) . . . . ? C13 C18 C19 N3 -25.4(3) . . . . ? C17 C18 C19 C20 -23.0(3) . . . . ? C13 C18 C19 C20 154.0(2) . . . . ? N4 N5 C20 C19 -0.5(2) . . . . ? C21 N5 C20 C19 174.5(2) . . . . ? N3 C19 C20 N5 1.0(2) . . . . ? C18 C19 C20 N5 -178.5(2) . . . . ? N4 N5 C21 C22 94.6(3) . . . . ? C20 N5 C21 C22 -80.0(3) . . . . ? N5 C21 C22 C27 -86.5(3) . . . . ? N5 C21 C22 C23 90.9(3) . . . . ? C27 C22 C23 C24 0.6(6) . . . . ? C21 C22 C23 C24 -176.8(4) . . . . ? C22 C23 C24 C25 1.4(7) . . . . ? C23 C24 C25 C26 -3.2(9) . . . . ? C24 C25 C26 C27 3.0(8) . . . . ? C23 C22 C27 C26 -0.8(5) . . . . ? C21 C22 C27 C26 176.5(3) . . . . ? C25 C26 C27 C22 -0.8(6) . . . . ? C12 N2 C28 C33 144.1(2) . . . . ? Zn1 N2 C28 C33 -26.3(3) . . . . ? C12 N2 C28 C29 -41.6(3) . . . . ? Zn1 N2 C28 C29 147.93(17) . . . . ? C33 C28 C29 C30 -6.2(3) . . . . ? N2 C28 C29 C30 179.6(2) . . . . ? C28 C29 C30 C31 0.8(4) . . . . ? C29 C30 C31 C32 3.5(4) . . . . ? C30 C31 C32 C33 -2.4(4) . . . . ? C29 C28 C33 C32 7.1(3) . . . . ? N2 C28 C33 C32 -178.7(2) . . . . ? C29 C28 C33 C34 -170.3(2) . . . . ? N2 C28 C33 C34 3.9(4) . . . . ? C31 C32 C33 C28 -2.9(4) . . . . ? C31 C32 C33 C34 174.7(2) . . . . ? N7 N6 C34 C35 0.1(3) . . . . ? Zn1 N6 C34 C35 -174.88(16) . . . . ? N7 N6 C34 C33 177.5(2) . . . . ? Zn1 N6 C34 C33 2.4(3) . . . . ? C28 C33 C34 N6 9.1(4) . . . . ? C32 C33 C34 N6 -168.3(2) . . . . ? C28 C33 C34 C35 -174.2(2) . . . . ? C32 C33 C34 C35 8.4(4) . . . . ? N7 N8 C35 C34 -0.2(3) . . . . ? C36 N8 C35 C34 -171.6(2) . . . . ? N6 C34 C35 N8 0.0(2) . . . . ? C33 C34 C35 N8 -177.2(2) . . . . ? N7 N8 C36 C37 -93.8(2) . . . . ? C35 N8 C36 C37 77.0(3) . . . . ? N8 C36 C37 C42 -99.9(2) . . . . ? N8 C36 C37 C38 79.9(3) . . . . ? C42 C37 C38 C39 -0.2(3) . . . . ? C36 C37 C38 C39 179.9(2) . . . . ? C37 C38 C39 C40 -0.7(4) . . . . ? C38 C39 C40 C41 1.2(4) . . . . ? C39 C40 C41 C42 -0.7(4) . . . . ? C40 C41 C42 C37 -0.3(4) . . . . ? C38 C37 C42 C41 0.7(4) . . . . ? C36 C37 C42 C41 -179.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.613 _refine_diff_density_min -0.660 _refine_diff_density_rms 0.064 ################################################ data_4c _database_code_depnum_ccdc_archive 'CCDC 789961' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C40 H26 Cl N8 Zn, C2 H3 Cl3 N Zn' _chemical_formula_sum 'C42 H29 Cl4 N9 Zn2' _chemical_melting_point ? _exptl_crystal_description plate _exptl_crystal_colour orange _diffrn_ambient_temperature 150(2) _chemical_formula_weight 932.28 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' Cl Cl 0.1484 0.1585 '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' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.8970(10) _cell_length_b 13.2519(12) _cell_length_c 15.2286(18) _cell_angle_alpha 64.537(3) _cell_angle_beta 73.910(6) _cell_angle_gamma 76.324(4) _cell_volume 2063.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7792 _cell_measurement_theta_min 3.02 _cell_measurement_theta_max 25.77 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 1.464 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7583 _exptl_absorpt_correction_T_max 0.8918 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34985 _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_sigmaI/netI 0.0462 _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 -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.77 _reflns_number_total 7792 _reflns_number_gt 5682 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART (Bruker, 1997)' _computing_cell_refinement 'Bruker SMART (Bruker, 1997)' _computing_data_reduction 'Bruker SAINT (Bruker, 1997)' _computing_structure_solution SIR92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material enCIFer _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^ > 2\s(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^)+(0.0930P)^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 7792 _refine_ls_number_parameters 515 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0711 _refine_ls_R_factor_gt 0.0506 _refine_ls_wR_factor_ref 0.1517 _refine_ls_wR_factor_gt 0.1431 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 0.42970(4) 1.07571(3) -0.16755(3) 0.02432(14) Uani 1 1 d . . . Zn2 Zn 1.12287(5) -0.26484(4) 0.70823(4) 0.04269(17) Uani 1 1 d . . . Cl1 Cl 0.61789(8) 1.08185(8) -0.17460(7) 0.0316(2) Uani 1 1 d . . . Cl2 Cl 1.18307(12) -0.28821(10) 0.84263(9) 0.0561(3) Uani 1 1 d . . . Cl3 Cl 1.00862(10) -0.38743(9) 0.72540(9) 0.0457(3) Uani 1 1 d . . . Cl4 Cl 1.26750(14) -0.25680(15) 0.57781(12) 0.0758(4) Uani 1 1 d . . . N1 N 0.3946(3) 0.9083(3) -0.0666(2) 0.0277(7) Uani 1 1 d . . . N2 N 0.2816(3) 1.1042(2) -0.0547(2) 0.0238(7) Uani 1 1 d . . . N3 N 0.4055(3) 1.0068(3) -0.2636(2) 0.0296(7) Uani 1 1 d . . . N4 N 0.3627(3) 1.0713(3) -0.3449(2) 0.0315(8) Uani 1 1 d . . . N5 N 0.3568(3) 1.0014(3) -0.3857(2) 0.0331(8) Uani 1 1 d . . . N6 N 0.3698(3) 1.2410(3) -0.2557(2) 0.0283(7) Uani 1 1 d . . . N7 N 0.4057(3) 1.2785(3) -0.3525(2) 0.0323(8) Uani 1 1 d . . . N8 N 0.3485(3) 1.3834(3) -0.3885(2) 0.0280(7) Uani 1 1 d . . . N9 N 1.0286(4) -0.1025(3) 0.6668(3) 0.0555(11) Uani 1 1 d . . . C1 C 0.2937(3) 0.9067(3) -0.0088(3) 0.0269(8) Uani 1 1 d . . . C2 C 0.2163(3) 0.8193(3) 0.0529(3) 0.0279(9) Uani 1 1 d . . . C3 C 0.2210(4) 0.7087(3) 0.0681(3) 0.0341(9) Uani 1 1 d . . . H3 H 0.2863 0.6723 0.0377 0.041 Uiso 1 1 calc R . . C4 C 0.1241(4) 0.6514(4) 0.1310(3) 0.0424(11) Uani 1 1 d . . . H4 H 0.1265 0.5762 0.1423 0.051 Uiso 1 1 calc R . . C5 C 0.0267(4) 0.7039(4) 0.1757(3) 0.0380(10) Uani 1 1 d . . . H5 H -0.0339 0.6627 0.2186 0.046 Uiso 1 1 calc R . . C6 C 0.0162(3) 0.8178(3) 0.1586(3) 0.0305(9) Uani 1 1 d . . . C7 C 0.1140(3) 0.8744(3) 0.0970(3) 0.0287(9) Uani 1 1 d . . . C8 C -0.0818(3) 0.8847(3) 0.1943(3) 0.0326(9) Uani 1 1 d . . . H8 H -0.1469 0.8509 0.2380 0.039 Uiso 1 1 calc R . . C9 C -0.0825(3) 0.9983(4) 0.1657(3) 0.0327(9) Uani 1 1 d . . . H9 H -0.1494 1.0402 0.1885 0.039 Uiso 1 1 calc R . . C10 C 0.0167(3) 1.0537(3) 0.1018(3) 0.0307(9) Uani 1 1 d . . . H10 H 0.0141 1.1309 0.0825 0.037 Uiso 1 1 calc R . . C11 C 0.1162(3) 0.9912(3) 0.0694(2) 0.0258(8) Uani 1 1 d . . . C12 C 0.2310(3) 1.0158(3) 0.0002(3) 0.0261(8) Uani 1 1 d . . . C13 C 0.4586(3) 0.8086(3) -0.0794(3) 0.0286(9) Uani 1 1 d . . . C14 C 0.5062(4) 0.7210(3) -0.0032(3) 0.0386(11) Uani 1 1 d . . . H14 H 0.4972 0.7267 0.0572 0.046 Uiso 1 1 calc R . . C15 C 0.5681(4) 0.6237(4) -0.0178(4) 0.0459(12) Uani 1 1 d . . . H15 H 0.5993 0.5639 0.0335 0.055 Uiso 1 1 calc R . . C16 C 0.5824(4) 0.6167(4) -0.1070(4) 0.0493(13) Uani 1 1 d . . . H16 H 0.6229 0.5516 -0.1161 0.059 Uiso 1 1 calc R . . C17 C 0.5377(4) 0.7048(4) -0.1838(4) 0.0430(11) Uani 1 1 d . . . H17 H 0.5493 0.6993 -0.2446 0.052 Uiso 1 1 calc R . . C18 C 0.4750(3) 0.8026(3) -0.1711(3) 0.0294(9) Uani 1 1 d . . . C19 C 0.4261(3) 0.8961(3) -0.2536(3) 0.0282(8) Uani 1 1 d . . . C20 C 0.3938(3) 0.8939(4) -0.3314(3) 0.0356(10) Uani 1 1 d . . . H20 H 0.3968 0.8308 -0.3445 0.043 Uiso 1 1 calc R . . C21 C 0.3150(4) 1.0491(4) -0.4776(3) 0.0436(12) Uani 1 1 d . . . C22 C 0.2432(5) 1.1509(6) -0.4989(4) 0.0743(18) Uani 1 1 d . . . H22 H 0.2216 1.1857 -0.4540 0.089 Uiso 1 1 calc R . . C23 C 0.2028(7) 1.2017(7) -0.5872(5) 0.103(3) Uani 1 1 d . . . H23 H 0.1547 1.2710 -0.6029 0.123 Uiso 1 1 calc R . . C24 C 0.2360(6) 1.1465(7) -0.6512(4) 0.084(2) Uani 1 1 d . . . H24 H 0.2094 1.1795 -0.7107 0.101 Uiso 1 1 calc R . . C25 C 0.3072(5) 1.0443(6) -0.6296(4) 0.0674(18) Uani 1 1 d . . . H25 H 0.3276 1.0080 -0.6733 0.081 Uiso 1 1 calc R . . C26 C 0.3487(4) 0.9957(5) -0.5405(3) 0.0511(13) Uani 1 1 d . . . H26 H 0.3988 0.9277 -0.5251 0.061 Uiso 1 1 calc R . . C27 C 0.2396(3) 1.2083(3) -0.0427(3) 0.0253(8) Uani 1 1 d . . . C28 C 0.2024(3) 1.2090(3) 0.0522(3) 0.0319(9) Uani 1 1 d . . . H28 H 0.2072 1.1413 0.1071 0.038 Uiso 1 1 calc R . . C29 C 0.1588(4) 1.3077(4) 0.0663(3) 0.0353(10) Uani 1 1 d . . . H29 H 0.1329 1.3066 0.1302 0.042 Uiso 1 1 calc R . . C30 C 0.1536(4) 1.4092(4) -0.0156(3) 0.0370(10) Uani 1 1 d . . . H30 H 0.1201 1.4759 -0.0068 0.044 Uiso 1 1 calc R . . C31 C 0.1975(3) 1.4110(3) -0.1091(3) 0.0315(9) Uani 1 1 d . . . H31 H 0.1976 1.4801 -0.1630 0.038 Uiso 1 1 calc R . . C32 C 0.2428(3) 1.3113(3) -0.1263(3) 0.0272(8) Uani 1 1 d . . . C33 C 0.2912(3) 1.3220(3) -0.2288(3) 0.0258(8) Uani 1 1 d . . . C34 C 0.2773(4) 1.4130(3) -0.3151(3) 0.0301(9) Uani 1 1 d . . . H34 H 0.2289 1.4811 -0.3217 0.036 Uiso 1 1 calc R . . C35 C 0.3677(4) 1.4468(3) -0.4941(3) 0.0352(10) Uani 1 1 d . . . C36 C 0.3179(8) 1.5545(4) -0.5316(4) 0.098(3) Uani 1 1 d . . . H36 H 0.2670 1.5880 -0.4901 0.117 Uiso 1 1 calc R . . C37 C 0.3442(10) 1.6150(5) -0.6340(5) 0.128(4) Uani 1 1 d . . . H37 H 0.3133 1.6908 -0.6598 0.153 Uiso 1 1 calc R . . C38 C 0.4107(8) 1.5690(5) -0.6952(4) 0.091(2) Uani 1 1 d . . . H38 H 0.4174 1.6077 -0.7634 0.109 Uiso 1 1 calc R . . C39 C 0.4694(6) 1.4643(5) -0.6571(4) 0.0712(18) Uani 1 1 d . . . H39 H 0.5248 1.4344 -0.6993 0.085 Uiso 1 1 calc R . . C40 C 0.4477(5) 1.4006(5) -0.5550(4) 0.0664(16) Uani 1 1 d . . . H40 H 0.4870 1.3280 -0.5289 0.080 Uiso 1 1 calc R . . C41 C 0.9175(5) 0.1006(4) 0.6238(5) 0.0665(16) Uani 1 1 d . . . H41A H 0.8509 0.1004 0.6768 0.100 Uiso 1 1 calc R . . H41B H 0.8905 0.1262 0.5629 0.100 Uiso 1 1 calc R . . H41C H 0.9692 0.1503 0.6171 0.100 Uiso 1 1 calc R . . C42 C 0.9804(4) -0.0124(4) 0.6460(4) 0.0482(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0215(2) 0.0235(2) 0.0190(2) 0.00111(17) -0.00337(17) -0.00600(17) Zn2 0.0410(3) 0.0290(3) 0.0492(3) -0.0080(2) -0.0073(2) -0.0049(2) Cl1 0.0253(5) 0.0383(5) 0.0253(5) -0.0028(4) -0.0070(4) -0.0103(4) Cl2 0.0651(8) 0.0465(7) 0.0539(7) -0.0071(6) -0.0217(6) -0.0154(6) Cl3 0.0430(6) 0.0359(6) 0.0529(7) -0.0077(5) -0.0154(5) -0.0075(5) Cl4 0.0642(9) 0.0963(12) 0.0768(10) -0.0520(9) 0.0169(8) -0.0296(8) N1 0.0252(17) 0.0296(17) 0.0219(15) -0.0011(13) -0.0053(13) -0.0091(13) N2 0.0217(16) 0.0273(16) 0.0174(14) 0.0001(13) -0.0066(12) -0.0085(13) N3 0.0244(17) 0.0324(18) 0.0281(17) -0.0050(14) -0.0090(14) -0.0059(14) N4 0.0268(17) 0.0396(19) 0.0230(16) -0.0049(15) -0.0078(14) -0.0063(14) N5 0.0273(18) 0.045(2) 0.0258(17) -0.0092(16) -0.0076(14) -0.0094(15) N6 0.0299(17) 0.0250(16) 0.0188(15) 0.0019(13) -0.0019(13) -0.0073(13) N7 0.0371(19) 0.0260(17) 0.0236(16) 0.0003(13) -0.0032(14) -0.0090(14) N8 0.0362(18) 0.0233(16) 0.0211(16) -0.0004(13) -0.0085(14) -0.0111(14) N9 0.065(3) 0.036(2) 0.065(3) -0.020(2) -0.013(2) -0.003(2) C1 0.024(2) 0.033(2) 0.0177(17) 0.0023(15) -0.0076(15) -0.0113(16) C2 0.024(2) 0.031(2) 0.0220(18) 0.0008(16) -0.0071(15) -0.0106(16) C3 0.029(2) 0.033(2) 0.034(2) -0.0054(18) -0.0046(18) -0.0097(17) C4 0.034(2) 0.033(2) 0.049(3) -0.001(2) -0.005(2) -0.0184(19) C5 0.026(2) 0.038(2) 0.039(2) 0.0008(19) -0.0066(18) -0.0170(18) C6 0.024(2) 0.038(2) 0.0219(19) 0.0013(16) -0.0069(16) -0.0142(17) C7 0.026(2) 0.034(2) 0.0174(17) 0.0042(16) -0.0096(15) -0.0105(16) C8 0.023(2) 0.043(2) 0.0251(19) -0.0027(18) -0.0027(16) -0.0163(17) C9 0.0174(19) 0.046(2) 0.026(2) -0.0072(18) -0.0001(15) -0.0073(17) C10 0.028(2) 0.031(2) 0.027(2) -0.0003(17) -0.0082(17) -0.0114(17) C11 0.027(2) 0.030(2) 0.0151(17) 0.0010(15) -0.0070(15) -0.0117(16) C12 0.0244(19) 0.031(2) 0.0182(17) -0.0004(15) -0.0084(15) -0.0095(16) C13 0.0148(18) 0.0247(19) 0.039(2) -0.0022(17) -0.0050(16) -0.0098(15) C14 0.030(2) 0.036(2) 0.039(2) 0.0049(19) -0.0135(19) -0.0152(18) C15 0.030(2) 0.030(2) 0.062(3) 0.004(2) -0.018(2) -0.0070(18) C16 0.034(3) 0.032(2) 0.073(4) -0.014(2) -0.014(2) 0.0003(19) C17 0.039(2) 0.035(2) 0.053(3) -0.016(2) -0.009(2) -0.0050(19) C18 0.0222(19) 0.029(2) 0.033(2) -0.0050(17) -0.0067(16) -0.0089(16) C19 0.0180(18) 0.034(2) 0.031(2) -0.0090(17) -0.0055(16) -0.0060(15) C20 0.027(2) 0.042(2) 0.039(2) -0.016(2) -0.0054(18) -0.0078(18) C21 0.033(2) 0.070(3) 0.025(2) -0.009(2) -0.0077(18) -0.019(2) C22 0.073(4) 0.093(5) 0.051(3) -0.022(3) -0.038(3) 0.017(3) C23 0.113(6) 0.137(7) 0.055(4) -0.034(4) -0.055(4) 0.027(5) C24 0.058(4) 0.142(7) 0.044(3) -0.014(4) -0.027(3) -0.023(4) C25 0.045(3) 0.134(6) 0.035(3) -0.034(3) 0.006(2) -0.047(4) C26 0.041(3) 0.082(4) 0.033(2) -0.020(2) -0.002(2) -0.025(3) C27 0.0188(18) 0.028(2) 0.0230(18) -0.0028(15) -0.0034(15) -0.0076(15) C28 0.028(2) 0.039(2) 0.0235(19) -0.0049(17) -0.0028(16) -0.0131(18) C29 0.027(2) 0.048(3) 0.032(2) -0.018(2) -0.0004(17) -0.0111(18) C30 0.032(2) 0.039(2) 0.044(3) -0.021(2) -0.0116(19) 0.0005(18) C31 0.031(2) 0.028(2) 0.031(2) -0.0051(17) -0.0123(17) -0.0032(17) C32 0.0198(18) 0.031(2) 0.0255(19) -0.0025(16) -0.0085(15) -0.0060(15) C33 0.0222(19) 0.0227(19) 0.0287(19) -0.0035(16) -0.0076(16) -0.0060(15) C34 0.034(2) 0.025(2) 0.027(2) -0.0043(16) -0.0085(17) -0.0039(16) C35 0.055(3) 0.026(2) 0.0199(19) 0.0018(16) -0.0084(19) -0.0164(19) C36 0.202(8) 0.033(3) 0.025(3) -0.003(2) -0.015(4) 0.018(4) C37 0.258(12) 0.039(3) 0.044(4) 0.012(3) -0.045(5) 0.018(5) C38 0.186(8) 0.047(3) 0.021(2) 0.003(3) -0.013(4) -0.023(4) C39 0.096(5) 0.085(5) 0.029(3) -0.009(3) -0.001(3) -0.046(4) C40 0.078(4) 0.061(3) 0.034(3) 0.005(2) -0.007(3) -0.013(3) C41 0.066(4) 0.042(3) 0.088(4) -0.015(3) -0.031(3) 0.001(3) C42 0.048(3) 0.044(3) 0.056(3) -0.017(2) -0.019(2) -0.007(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N6 2.090(3) . ? Zn1 N3 2.135(3) . ? Zn1 N1 2.147(3) . ? Zn1 N2 2.182(3) . ? Zn1 Cl1 2.2308(10) . ? Zn2 N9 2.090(4) . ? Zn2 Cl4 2.2196(15) . ? Zn2 Cl2 2.2272(14) . ? Zn2 Cl3 2.2443(12) . ? N1 C1 1.275(5) . ? N1 C13 1.424(5) . ? N2 C12 1.283(5) . ? N2 C27 1.423(5) . ? N3 N4 1.326(4) . ? N3 C19 1.376(5) . ? N4 N5 1.341(5) . ? N5 C20 1.341(5) . ? N5 C21 1.442(5) . ? N6 N7 1.313(4) . ? N6 C33 1.373(5) . ? N7 N8 1.341(4) . ? N8 C34 1.347(5) . ? N8 C35 1.439(5) . ? N9 C42 1.143(6) . ? C1 C2 1.470(5) . ? C1 C12 1.507(6) . ? C2 C3 1.372(6) . ? C2 C7 1.419(5) . ? C3 C4 1.414(6) . ? C3 H3 0.9300 . ? C4 C5 1.371(6) . ? C4 H4 0.9300 . ? C5 C6 1.397(6) . ? C5 H5 0.9300 . ? C6 C7 1.413(5) . ? C6 C8 1.420(6) . ? C7 C11 1.425(5) . ? C8 C9 1.375(6) . ? C8 H8 0.9300 . ? C9 C10 1.428(5) . ? C9 H9 0.9300 . ? C10 C11 1.378(6) . ? C10 H10 0.9300 . ? C11 C12 1.482(5) . ? C13 C14 1.382(5) . ? C13 C18 1.391(6) . ? C14 C15 1.400(6) . ? C14 H14 0.9300 . ? C15 C16 1.363(7) . ? C15 H15 0.9300 . ? C16 C17 1.375(6) . ? C16 H16 0.9300 . ? C17 C18 1.397(6) . ? C17 H17 0.9300 . ? C18 C19 1.475(5) . ? C19 C20 1.357(6) . ? C20 H20 0.9300 . ? C21 C26 1.348(7) . ? C21 C22 1.374(8) . ? C22 C23 1.386(7) . ? C22 H22 0.9300 . ? C23 C24 1.379(10) . ? C23 H23 0.9300 . ? C24 C25 1.375(9) . ? C24 H24 0.9300 . ? C25 C26 1.403(7) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.392(5) . ? C27 C32 1.411(5) . ? C28 C29 1.373(6) . ? C28 H28 0.9300 . ? C29 C30 1.389(6) . ? C29 H29 0.9300 . ? C30 C31 1.365(6) . ? C30 H30 0.9300 . ? C31 C32 1.411(6) . ? C31 H31 0.9300 . ? C32 C33 1.461(5) . ? C33 C34 1.368(5) . ? C34 H34 0.9300 . ? C35 C36 1.341(7) . ? C35 C40 1.365(7) . ? C36 C37 1.395(8) . ? C36 H36 0.9300 . ? C37 C38 1.311(10) . ? C37 H37 0.9300 . ? C38 C39 1.350(9) . ? C38 H38 0.9300 . ? C39 C40 1.397(7) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 C42 1.447(7) . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? 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 N6 Zn1 N3 93.63(12) . . ? N6 Zn1 N1 150.03(12) . . ? N3 Zn1 N1 77.69(12) . . ? N6 Zn1 N2 83.51(11) . . ? N3 Zn1 N2 119.99(12) . . ? N1 Zn1 N2 76.57(12) . . ? N6 Zn1 Cl1 103.46(9) . . ? N3 Zn1 Cl1 114.28(9) . . ? N1 Zn1 Cl1 106.26(9) . . ? N2 Zn1 Cl1 124.69(8) . . ? N9 Zn2 Cl4 104.33(13) . . ? N9 Zn2 Cl2 103.66(13) . . ? Cl4 Zn2 Cl2 114.29(6) . . ? N9 Zn2 Cl3 109.40(13) . . ? Cl4 Zn2 Cl3 106.98(6) . . ? Cl2 Zn2 Cl3 117.32(5) . . ? C1 N1 C13 121.0(3) . . ? C1 N1 Zn1 112.9(3) . . ? C13 N1 Zn1 123.9(2) . . ? C12 N2 C27 121.8(3) . . ? C12 N2 Zn1 112.4(3) . . ? C27 N2 Zn1 125.8(2) . . ? N4 N3 C19 109.5(3) . . ? N4 N3 Zn1 121.6(3) . . ? C19 N3 Zn1 128.9(2) . . ? N3 N4 N5 105.9(3) . . ? C20 N5 N4 111.6(3) . . ? C20 N5 C21 130.1(4) . . ? N4 N5 C21 118.3(3) . . ? N7 N6 C33 110.5(3) . . ? N7 N6 Zn1 119.7(2) . . ? C33 N6 Zn1 129.8(2) . . ? N6 N7 N8 106.0(3) . . ? N7 N8 C34 111.4(3) . . ? N7 N8 C35 119.3(3) . . ? C34 N8 C35 129.3(3) . . ? C42 N9 Zn2 176.8(4) . . ? N1 C1 C2 134.1(4) . . ? N1 C1 C12 117.9(3) . . ? C2 C1 C12 107.9(3) . . ? C3 C2 C7 119.8(3) . . ? C3 C2 C1 134.6(4) . . ? C7 C2 C1 105.4(3) . . ? C2 C3 C4 118.4(4) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C5 C4 C3 121.7(4) . . ? C5 C4 H4 119.2 . . ? C3 C4 H4 119.2 . . ? C4 C5 C6 121.7(4) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? C5 C6 C7 116.4(4) . . ? C5 C6 C8 127.9(4) . . ? C7 C6 C8 115.6(4) . . ? C6 C7 C2 121.9(4) . . ? C6 C7 C11 123.6(4) . . ? C2 C7 C11 114.4(3) . . ? C9 C8 C6 121.4(3) . . ? C9 C8 H8 119.3 . . ? C6 C8 H8 119.3 . . ? C8 C9 C10 121.7(4) . . ? C8 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? C11 C10 C9 119.0(4) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C10 C11 C7 118.5(3) . . ? C10 C11 C12 135.8(3) . . ? C7 C11 C12 105.4(3) . . ? N2 C12 C11 136.1(4) . . ? N2 C12 C1 116.8(3) . . ? C11 C12 C1 106.9(3) . . ? C14 C13 C18 120.7(4) . . ? C14 C13 N1 120.7(4) . . ? C18 C13 N1 118.5(3) . . ? C13 C14 C15 119.4(4) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 120.0(4) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 120.7(4) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C16 C17 C18 120.5(5) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C13 C18 C17 118.6(4) . . ? C13 C18 C19 121.3(4) . . ? C17 C18 C19 120.1(4) . . ? C20 C19 N3 107.1(3) . . ? C20 C19 C18 129.6(4) . . ? N3 C19 C18 123.3(3) . . ? N5 C20 C19 105.9(4) . . ? N5 C20 H20 127.1 . . ? C19 C20 H20 127.1 . . ? C26 C21 C22 122.0(5) . . ? C26 C21 N5 120.2(4) . . ? C22 C21 N5 117.8(5) . . ? C21 C22 C23 120.1(6) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C24 C23 C22 118.0(7) . . ? C24 C23 H23 121.0 . . ? C22 C23 H23 121.0 . . ? C25 C24 C23 122.0(5) . . ? C25 C24 H24 119.0 . . ? C23 C24 H24 119.0 . . ? C24 C25 C26 118.9(6) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? C21 C26 C25 119.1(5) . . ? C21 C26 H26 120.5 . . ? C25 C26 H26 120.5 . . ? C28 C27 C32 119.7(4) . . ? C28 C27 N2 120.0(3) . . ? C32 C27 N2 120.3(3) . . ? C29 C28 C27 121.4(4) . . ? C29 C28 H28 119.3 . . ? C27 C28 H28 119.3 . . ? C28 C29 C30 119.4(4) . . ? C28 C29 H29 120.3 . . ? C30 C29 H29 120.3 . . ? C31 C30 C29 120.1(4) . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C30 C31 C32 121.9(4) . . ? C30 C31 H31 119.0 . . ? C32 C31 H31 119.0 . . ? C27 C32 C31 117.2(3) . . ? C27 C32 C33 124.8(4) . . ? C31 C32 C33 117.9(3) . . ? C34 C33 N6 106.4(3) . . ? C34 C33 C32 129.0(4) . . ? N6 C33 C32 124.4(3) . . ? N8 C34 C33 105.7(3) . . ? N8 C34 H34 127.2 . . ? C33 C34 H34 127.2 . . ? C36 C35 C40 120.1(4) . . ? C36 C35 N8 120.3(4) . . ? C40 C35 N8 119.1(4) . . ? C35 C36 C37 118.6(6) . . ? C35 C36 H36 120.7 . . ? C37 C36 H36 120.7 . . ? C38 C37 C36 122.4(6) . . ? C38 C37 H37 118.8 . . ? C36 C37 H37 118.8 . . ? C37 C38 C39 118.7(5) . . ? C37 C38 H38 120.7 . . ? C39 C38 H38 120.7 . . ? C38 C39 C40 120.6(6) . . ? C38 C39 H39 119.7 . . ? C40 C39 H39 119.7 . . ? C35 C40 C39 118.8(5) . . ? C35 C40 H40 120.6 . . ? C39 C40 H40 120.6 . . ? C42 C41 H41A 109.5 . . ? C42 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C42 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N9 C42 C41 177.7(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N6 Zn1 N1 C1 -33.6(4) . . . . ? N3 Zn1 N1 C1 -109.2(3) . . . . ? N2 Zn1 N1 C1 16.2(3) . . . . ? Cl1 Zn1 N1 C1 138.8(2) . . . . ? N6 Zn1 N1 C13 129.6(3) . . . . ? N3 Zn1 N1 C13 54.0(3) . . . . ? N2 Zn1 N1 C13 179.3(3) . . . . ? Cl1 Zn1 N1 C13 -58.0(3) . . . . ? N6 Zn1 N2 C12 143.0(2) . . . . ? N3 Zn1 N2 C12 52.5(3) . . . . ? N1 Zn1 N2 C12 -14.5(2) . . . . ? Cl1 Zn1 N2 C12 -115.1(2) . . . . ? N6 Zn1 N2 C27 -34.8(3) . . . . ? N3 Zn1 N2 C27 -125.2(3) . . . . ? N1 Zn1 N2 C27 167.8(3) . . . . ? Cl1 Zn1 N2 C27 67.1(3) . . . . ? N6 Zn1 N3 N4 -1.0(3) . . . . ? N1 Zn1 N3 N4 150.0(3) . . . . ? N2 Zn1 N3 N4 83.6(3) . . . . ? Cl1 Zn1 N3 N4 -107.6(3) . . . . ? N6 Zn1 N3 C19 -179.3(3) . . . . ? N1 Zn1 N3 C19 -28.3(3) . . . . ? N2 Zn1 N3 C19 -94.7(3) . . . . ? Cl1 Zn1 N3 C19 74.2(3) . . . . ? C19 N3 N4 N5 0.0(4) . . . . ? Zn1 N3 N4 N5 -178.6(2) . . . . ? N3 N4 N5 C20 0.5(4) . . . . ? N3 N4 N5 C21 -178.7(3) . . . . ? N3 Zn1 N6 N7 -43.9(3) . . . . ? N1 Zn1 N6 N7 -115.4(3) . . . . ? N2 Zn1 N6 N7 -163.7(3) . . . . ? Cl1 Zn1 N6 N7 72.1(3) . . . . ? N3 Zn1 N6 C33 133.6(3) . . . . ? N1 Zn1 N6 C33 62.1(4) . . . . ? N2 Zn1 N6 C33 13.8(3) . . . . ? Cl1 Zn1 N6 C33 -110.4(3) . . . . ? C33 N6 N7 N8 -1.1(4) . . . . ? Zn1 N6 N7 N8 176.9(2) . . . . ? N6 N7 N8 C34 0.5(4) . . . . ? N6 N7 N8 C35 -178.8(3) . . . . ? C13 N1 C1 C2 -2.3(6) . . . . ? Zn1 N1 C1 C2 161.4(3) . . . . ? C13 N1 C1 C12 -179.5(3) . . . . ? Zn1 N1 C1 C12 -15.8(4) . . . . ? N1 C1 C2 C3 -3.4(7) . . . . ? C12 C1 C2 C3 174.0(4) . . . . ? N1 C1 C2 C7 -178.2(4) . . . . ? C12 C1 C2 C7 -0.8(4) . . . . ? C7 C2 C3 C4 -2.3(6) . . . . ? C1 C2 C3 C4 -176.6(4) . . . . ? C2 C3 C4 C5 0.5(6) . . . . ? C3 C4 C5 C6 2.4(7) . . . . ? C4 C5 C6 C7 -3.3(6) . . . . ? C4 C5 C6 C8 175.6(4) . . . . ? C5 C6 C7 C2 1.4(5) . . . . ? C8 C6 C7 C2 -177.6(3) . . . . ? C5 C6 C7 C11 177.8(3) . . . . ? C8 C6 C7 C11 -1.2(5) . . . . ? C3 C2 C7 C6 1.4(5) . . . . ? C1 C2 C7 C6 177.1(3) . . . . ? C3 C2 C7 C11 -175.3(3) . . . . ? C1 C2 C7 C11 0.4(4) . . . . ? C5 C6 C8 C9 -175.5(4) . . . . ? C7 C6 C8 C9 3.4(5) . . . . ? C6 C8 C9 C10 -2.4(6) . . . . ? C8 C9 C10 C11 -1.0(6) . . . . ? C9 C10 C11 C7 3.1(5) . . . . ? C9 C10 C11 C12 175.4(4) . . . . ? C6 C7 C11 C10 -2.0(5) . . . . ? C2 C7 C11 C10 174.6(3) . . . . ? C6 C7 C11 C12 -176.5(3) . . . . ? C2 C7 C11 C12 0.1(4) . . . . ? C27 N2 C12 C11 14.9(6) . . . . ? Zn1 N2 C12 C11 -162.9(4) . . . . ? C27 N2 C12 C1 -171.0(3) . . . . ? Zn1 N2 C12 C1 11.2(4) . . . . ? C10 C11 C12 N2 0.9(7) . . . . ? C7 C11 C12 N2 173.9(4) . . . . ? C10 C11 C12 C1 -173.6(4) . . . . ? C7 C11 C12 C1 -0.6(4) . . . . ? N1 C1 C12 N2 3.1(5) . . . . ? C2 C1 C12 N2 -174.9(3) . . . . ? N1 C1 C12 C11 178.8(3) . . . . ? C2 C1 C12 C11 0.9(4) . . . . ? C1 N1 C13 C14 -69.3(5) . . . . ? Zn1 N1 C13 C14 128.8(3) . . . . ? C1 N1 C13 C18 112.5(4) . . . . ? Zn1 N1 C13 C18 -49.4(4) . . . . ? C18 C13 C14 C15 -2.3(6) . . . . ? N1 C13 C14 C15 179.6(3) . . . . ? C13 C14 C15 C16 1.0(6) . . . . ? C14 C15 C16 C17 0.6(7) . . . . ? C15 C16 C17 C18 -1.1(7) . . . . ? C14 C13 C18 C17 1.8(5) . . . . ? N1 C13 C18 C17 -180.0(3) . . . . ? C14 C13 C18 C19 -179.1(3) . . . . ? N1 C13 C18 C19 -0.9(5) . . . . ? C16 C17 C18 C13 -0.2(6) . . . . ? C16 C17 C18 C19 -179.2(4) . . . . ? N4 N3 C19 C20 -0.4(4) . . . . ? Zn1 N3 C19 C20 178.0(3) . . . . ? N4 N3 C19 C18 179.4(3) . . . . ? Zn1 N3 C19 C18 -2.2(5) . . . . ? C13 C18 C19 C20 -153.0(4) . . . . ? C17 C18 C19 C20 26.0(6) . . . . ? C13 C18 C19 N3 27.2(5) . . . . ? C17 C18 C19 N3 -153.8(4) . . . . ? N4 N5 C20 C19 -0.8(4) . . . . ? C21 N5 C20 C19 178.4(4) . . . . ? N3 C19 C20 N5 0.7(4) . . . . ? C18 C19 C20 N5 -179.1(4) . . . . ? C20 N5 C21 C26 -25.2(7) . . . . ? N4 N5 C21 C26 153.9(4) . . . . ? C20 N5 C21 C22 156.4(5) . . . . ? N4 N5 C21 C22 -24.5(6) . . . . ? C26 C21 C22 C23 0.1(9) . . . . ? N5 C21 C22 C23 178.5(6) . . . . ? C21 C22 C23 C24 0.7(11) . . . . ? C22 C23 C24 C25 -0.2(12) . . . . ? C23 C24 C25 C26 -1.0(9) . . . . ? C22 C21 C26 C25 -1.3(7) . . . . ? N5 C21 C26 C25 -179.7(4) . . . . ? C24 C25 C26 C21 1.8(7) . . . . ? C12 N2 C27 C28 41.4(5) . . . . ? Zn1 N2 C27 C28 -141.0(3) . . . . ? C12 N2 C27 C32 -142.8(3) . . . . ? Zn1 N2 C27 C32 34.8(4) . . . . ? C32 C27 C28 C29 5.8(6) . . . . ? N2 C27 C28 C29 -178.4(3) . . . . ? C27 C28 C29 C30 -1.2(6) . . . . ? C28 C29 C30 C31 -3.6(6) . . . . ? C29 C30 C31 C32 3.7(6) . . . . ? C28 C27 C32 C31 -5.5(5) . . . . ? N2 C27 C32 C31 178.7(3) . . . . ? C28 C27 C32 C33 173.4(3) . . . . ? N2 C27 C32 C33 -2.3(5) . . . . ? C30 C31 C32 C27 0.8(6) . . . . ? C30 C31 C32 C33 -178.2(4) . . . . ? N7 N6 C33 C34 1.2(4) . . . . ? Zn1 N6 C33 C34 -176.4(3) . . . . ? N7 N6 C33 C32 -174.2(3) . . . . ? Zn1 N6 C33 C32 8.1(5) . . . . ? C27 C32 C33 C34 165.2(4) . . . . ? C31 C32 C33 C34 -15.9(6) . . . . ? C27 C32 C33 N6 -20.5(6) . . . . ? C31 C32 C33 N6 158.5(4) . . . . ? N7 N8 C34 C33 0.2(4) . . . . ? C35 N8 C34 C33 179.4(4) . . . . ? N6 C33 C34 N8 -0.9(4) . . . . ? C32 C33 C34 N8 174.3(4) . . . . ? N7 N8 C35 C36 -175.4(6) . . . . ? C34 N8 C35 C36 5.5(8) . . . . ? N7 N8 C35 C40 -2.9(6) . . . . ? C34 N8 C35 C40 177.9(4) . . . . ? C40 C35 C36 C37 3.9(11) . . . . ? N8 C35 C36 C37 176.3(7) . . . . ? C35 C36 C37 C38 3.5(15) . . . . ? C36 C37 C38 C39 -9.6(15) . . . . ? C37 C38 C39 C40 8.4(12) . . . . ? C36 C35 C40 C39 -4.9(9) . . . . ? N8 C35 C40 C39 -177.4(5) . . . . ? C38 C39 C40 C35 -1.2(9) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.77 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.351 _refine_diff_density_min -0.950 _refine_diff_density_rms 0.098 # 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 0.500 142 24 ' ' _platon_squeeze_details ; ; ############################################################ data_5a _database_code_depnum_ccdc_archive 'CCDC 789962' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C42 H30 N8' _chemical_formula_sum 'C42 H30 N8' _chemical_melting_point ? _exptl_crystal_description needle _exptl_crystal_colour orange-yellow _diffrn_ambient_temperature 150(2) _chemical_formula_weight 646.74 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.264(3) _cell_length_b 11.425(3) _cell_length_c 16.053(5) _cell_angle_alpha 79.809(18) _cell_angle_beta 82.010(17) _cell_angle_gamma 83.249(19) _cell_volume 1648.5(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 785 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 18.72 _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 676 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9795 _exptl_absorpt_correction_T_max 0.9968 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17711 _diffrn_reflns_av_R_equivalents 0.1317 _diffrn_reflns_av_sigmaI/netI 0.1964 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5814 _reflns_number_gt 2349 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART (Bruker, 1997)' _computing_cell_refinement 'Bruker SMART (Bruker, 1997)' _computing_data_reduction 'Bruker SAINT (Bruker, 1997)' _computing_structure_solution 'SIR2004 (Burla et al., 2005)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material enCIFer _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^ > 2\s(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^)+(0.0395P)^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 SHELXL _refine_ls_extinction_coef 0.0073(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5814 _refine_ls_number_parameters 452 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2017 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1243 _refine_ls_wR_factor_gt 0.0997 _refine_ls_goodness_of_fit_ref 0.832 _refine_ls_restrained_S_all 0.832 _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 N1 N 0.1193(3) 0.2675(2) 0.28380(18) 0.0280(8) Uani 1 1 d . . . N2 N 0.0658(3) 0.0688(2) 0.21466(18) 0.0271(7) Uani 1 1 d . . . N3 N 0.1323(3) 0.1743(3) 0.5438(2) 0.0419(9) Uani 1 1 d . . . N4 N 0.1534(3) 0.0559(3) 0.5656(2) 0.0438(9) Uani 1 1 d . . . N5 N 0.1997(3) 0.0122(3) 0.4939(2) 0.0321(8) Uani 1 1 d . . . N6 N 0.2910(3) 0.0028(3) -0.0229(2) 0.0437(9) Uani 1 1 d . . . N7 N 0.3863(3) 0.0823(3) -0.0539(2) 0.0457(9) Uani 1 1 d . . . N8 N 0.3768(3) 0.1562(3) 0.0037(2) 0.0348(8) Uani 1 1 d . . . C1 C -0.0114(4) 0.2451(3) 0.2792(2) 0.0239(9) Uani 1 1 d . . . C2 C -0.1553(3) 0.3042(3) 0.3076(2) 0.0248(9) Uani 1 1 d . . . C3 C -0.2020(4) 0.3976(3) 0.3510(2) 0.0334(10) Uani 1 1 d . . . H3 H -0.1346 0.4355 0.3720 0.040 Uiso 1 1 calc R . . C4 C -0.3532(4) 0.4361(3) 0.3636(2) 0.0408(11) Uani 1 1 d . . . H4 H -0.3848 0.4993 0.3932 0.049 Uiso 1 1 calc R . . C5 C -0.4536(4) 0.3812(3) 0.3326(3) 0.0409(11) Uani 1 1 d . . . H5 H -0.5522 0.4090 0.3406 0.049 Uiso 1 1 calc R . . C6 C -0.4109(4) 0.2844(3) 0.2892(2) 0.0302(9) Uani 1 1 d . . . C7 C -0.2616(4) 0.2480(3) 0.2771(2) 0.0261(9) Uani 1 1 d . . . C8 C -0.5017(4) 0.2212(3) 0.2522(2) 0.0369(10) Uani 1 1 d . . . H8 H -0.6023 0.2419 0.2570 0.044 Uiso 1 1 calc R . . C9 C -0.4428(4) 0.1311(3) 0.2102(3) 0.0402(11) Uani 1 1 d . . . H9 H -0.5054 0.0912 0.1871 0.048 Uiso 1 1 calc R . . C10 C -0.2910(4) 0.0941(3) 0.1995(2) 0.0336(10) Uani 1 1 d . . . H10 H -0.2544 0.0317 0.1700 0.040 Uiso 1 1 calc R . . C11 C -0.2000(3) 0.1537(3) 0.2342(2) 0.0260(9) Uani 1 1 d . . . C12 C -0.0402(4) 0.1425(3) 0.2371(2) 0.0242(9) Uani 1 1 d . . . C13 C 0.1370(3) 0.3603(3) 0.3297(2) 0.0277(9) Uani 1 1 d . . . C14 C 0.1416(3) 0.4765(3) 0.2879(2) 0.0345(10) Uani 1 1 d . . . H14 H 0.1327 0.4950 0.2299 0.041 Uiso 1 1 calc R . . C15 C 0.1594(4) 0.5653(3) 0.3330(3) 0.0411(11) Uani 1 1 d . . . H15 H 0.1583 0.6442 0.3057 0.049 Uiso 1 1 calc R . . C16 C 0.1787(4) 0.5378(3) 0.4174(3) 0.0417(11) Uani 1 1 d . . . H16 H 0.1919 0.5979 0.4471 0.050 Uiso 1 1 calc R . . C17 C 0.1784(4) 0.4204(3) 0.4587(3) 0.0377(10) Uani 1 1 d . . . H17 H 0.1902 0.4026 0.5163 0.045 Uiso 1 1 calc R . . C18 C 0.1608(3) 0.3290(3) 0.4152(2) 0.0273(9) Uani 1 1 d . . . C19 C 0.1650(3) 0.2041(3) 0.4582(2) 0.0284(9) Uani 1 1 d . . . C20 C 0.2070(4) 0.0998(3) 0.4262(2) 0.0340(10) Uani 1 1 d . . . H20 H 0.2348 0.0916 0.3695 0.041 Uiso 1 1 calc R . . C21 C 0.2314(4) -0.1178(3) 0.4975(2) 0.0383(10) Uani 1 1 d . . . H21A H 0.1406 -0.1535 0.5000 0.046 Uiso 1 1 calc R . . H21B H 0.2754 -0.1517 0.5489 0.046 Uiso 1 1 calc R . . C22 C 0.3329(4) -0.1474(3) 0.4215(2) 0.0301(9) Uani 1 1 d . . . C23 C 0.4816(4) -0.1721(3) 0.4245(3) 0.0427(11) Uani 1 1 d . . . H23 H 0.5190 -0.1754 0.4758 0.051 Uiso 1 1 calc R . . C24 C 0.5755(4) -0.1919(3) 0.3531(3) 0.0475(12) Uani 1 1 d . . . H24 H 0.6755 -0.2083 0.3563 0.057 Uiso 1 1 calc R . . C25 C 0.5209(4) -0.1874(3) 0.2769(3) 0.0449(11) Uani 1 1 d . . . H25 H 0.5840 -0.1992 0.2281 0.054 Uiso 1 1 calc R . . C26 C 0.3734(4) -0.1655(3) 0.2733(3) 0.0435(11) Uani 1 1 d . . . H26 H 0.3364 -0.1632 0.2220 0.052 Uiso 1 1 calc R . . C27 C 0.2793(4) -0.1470(3) 0.3448(3) 0.0388(11) Uani 1 1 d . . . H27 H 0.1790 -0.1340 0.3418 0.047 Uiso 1 1 calc R . . C28 C 0.0399(4) -0.0336(3) 0.1812(2) 0.0275(9) Uani 1 1 d . . . C29 C -0.0480(3) -0.1186(3) 0.2290(2) 0.0318(9) Uani 1 1 d . . . H29 H -0.0920 -0.1081 0.2832 0.038 Uiso 1 1 calc R . . C30 C -0.0698(4) -0.2173(3) 0.1968(2) 0.0372(10) Uani 1 1 d . . . H30 H -0.1273 -0.2744 0.2293 0.045 Uiso 1 1 calc R . . C31 C -0.0065(4) -0.2314(3) 0.1163(3) 0.0411(11) Uani 1 1 d . . . H31 H -0.0257 -0.2961 0.0931 0.049 Uiso 1 1 calc R . . C32 C 0.0850(4) -0.1508(3) 0.0696(3) 0.0385(10) Uani 1 1 d . . . 32 H 0.1291 -0.1629 0.0157 0.046 Uiso 1 1 calc R . . C33 C 0.1125(4) -0.0516(3) 0.1019(2) 0.0268(9) Uani 1 1 d . . . C34 C 0.2196(4) 0.0273(3) 0.0525(2) 0.0309(9) Uani 1 1 d . . . C35 C 0.2753(4) 0.1259(3) 0.0698(2) 0.0318(9) Uani 1 1 d . . . H35 H 0.2482 0.1635 0.1172 0.038 Uiso 1 1 calc R . . C36 C 0.4691(4) 0.2556(3) -0.0117(3) 0.0458(11) Uani 1 1 d . . . H36A H 0.5383 0.2503 -0.0624 0.055 Uiso 1 1 calc R . . H36B H 0.5241 0.2511 0.0362 0.055 Uiso 1 1 calc R . . C37 C 0.3752(4) 0.3715(3) -0.0230(3) 0.0398(11) Uani 1 1 d . . . C38 C 0.3421(4) 0.4397(4) 0.0413(3) 0.0506(12) Uani 1 1 d . . . H38 H 0.3819 0.4146 0.0923 0.061 Uiso 1 1 calc R . . C39 C 0.2511(5) 0.5443(4) 0.0312(3) 0.0592(13) Uani 1 1 d . . . H39 H 0.2306 0.5892 0.0751 0.071 Uiso 1 1 calc R . . C40 C 0.1908(5) 0.5822(4) -0.0432(3) 0.0640(14) Uani 1 1 d . . . H40 H 0.1291 0.6527 -0.0500 0.077 Uiso 1 1 calc R . . C41 C 0.2216(6) 0.5165(4) -0.1068(3) 0.0728(15) Uani 1 1 d . . . H41 H 0.1799 0.5414 -0.1573 0.087 Uiso 1 1 calc R . . C42 C 0.3144(5) 0.4126(4) -0.0974(3) 0.0614(14) Uani 1 1 d . . . H42 H 0.3362 0.3695 -0.1423 0.074 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 N1 0.0246(18) 0.0269(18) 0.035(2) -0.0113(15) -0.0030(15) -0.0055(14) N2 0.0302(18) 0.0272(18) 0.0245(19) -0.0085(15) 0.0017(14) -0.0050(15) N3 0.047(2) 0.044(2) 0.034(2) -0.0095(18) -0.0017(18) -0.0011(18) N4 0.053(2) 0.048(2) 0.029(2) -0.0069(18) 0.0000(18) -0.0048(18) N5 0.0337(19) 0.036(2) 0.025(2) -0.0007(17) -0.0003(16) -0.0091(15) N6 0.044(2) 0.043(2) 0.044(2) -0.0166(19) 0.0104(18) -0.0075(17) N7 0.051(2) 0.047(2) 0.040(2) -0.0192(19) 0.0136(18) -0.0095(18) N8 0.0321(19) 0.035(2) 0.038(2) -0.0158(17) 0.0061(16) -0.0058(15) C1 0.025(2) 0.028(2) 0.019(2) -0.0061(17) -0.0016(17) -0.0044(17) C2 0.025(2) 0.025(2) 0.025(2) -0.0047(18) 0.0007(17) -0.0052(17) C3 0.030(2) 0.033(2) 0.038(3) -0.012(2) 0.0031(19) -0.0040(18) C4 0.032(2) 0.040(3) 0.055(3) -0.026(2) -0.001(2) -0.0001(19) C5 0.023(2) 0.045(3) 0.056(3) -0.015(2) -0.003(2) 0.0022(19) C6 0.021(2) 0.031(2) 0.038(3) -0.008(2) -0.0012(18) -0.0023(17) C7 0.023(2) 0.027(2) 0.029(2) -0.0094(18) 0.0018(17) -0.0048(17) C8 0.021(2) 0.037(2) 0.053(3) -0.009(2) -0.006(2) -0.0003(18) C9 0.029(2) 0.038(3) 0.058(3) -0.009(2) -0.013(2) -0.0104(19) C10 0.029(2) 0.032(2) 0.041(3) -0.011(2) -0.0051(19) -0.0022(18) C11 0.025(2) 0.027(2) 0.028(2) -0.0069(19) -0.0038(17) -0.0051(17) C12 0.025(2) 0.027(2) 0.021(2) -0.0074(18) 0.0019(17) -0.0072(17) C13 0.017(2) 0.028(2) 0.040(3) -0.011(2) 0.0000(18) -0.0050(16) C14 0.031(2) 0.034(2) 0.041(3) -0.011(2) -0.0036(19) -0.0050(18) C15 0.039(3) 0.025(2) 0.062(3) -0.009(2) -0.013(2) -0.0050(19) C16 0.046(3) 0.031(3) 0.054(3) -0.026(2) -0.003(2) -0.006(2) C17 0.033(2) 0.044(3) 0.042(3) -0.023(2) -0.005(2) -0.0036(19) C18 0.018(2) 0.032(2) 0.034(3) -0.013(2) 0.0007(18) -0.0036(17) C19 0.021(2) 0.040(3) 0.026(2) -0.013(2) 0.0018(18) -0.0064(18) C20 0.041(2) 0.034(2) 0.027(2) -0.006(2) 0.001(2) -0.0066(19) C21 0.041(2) 0.031(2) 0.041(3) -0.002(2) 0.002(2) -0.0067(19) C22 0.036(2) 0.021(2) 0.033(3) -0.0025(18) -0.004(2) -0.0048(18) C23 0.037(3) 0.049(3) 0.045(3) -0.005(2) -0.014(2) -0.006(2) C24 0.032(3) 0.054(3) 0.057(3) -0.007(2) -0.006(2) -0.006(2) C25 0.047(3) 0.041(3) 0.048(3) -0.016(2) -0.001(2) 0.001(2) C26 0.046(3) 0.041(3) 0.048(3) -0.014(2) -0.013(2) -0.005(2) C27 0.033(2) 0.032(2) 0.051(3) -0.003(2) -0.008(2) -0.0052(19) C28 0.023(2) 0.028(2) 0.034(3) -0.014(2) -0.0082(19) 0.0067(17) C29 0.024(2) 0.040(2) 0.031(2) -0.012(2) 0.0021(18) -0.0016(18) C30 0.038(2) 0.033(2) 0.042(3) -0.012(2) 0.001(2) -0.0080(19) C31 0.042(3) 0.037(3) 0.049(3) -0.021(2) 0.001(2) -0.010(2) C32 0.042(3) 0.037(2) 0.040(3) -0.020(2) 0.001(2) -0.003(2) C33 0.028(2) 0.025(2) 0.029(2) -0.0085(19) -0.0028(18) -0.0031(17) C34 0.029(2) 0.036(2) 0.028(3) -0.010(2) -0.0036(19) 0.0022(18) C35 0.025(2) 0.038(2) 0.033(3) -0.015(2) 0.0063(19) -0.0040(18) C36 0.041(3) 0.037(3) 0.058(3) -0.008(2) 0.006(2) -0.016(2) C37 0.044(3) 0.038(3) 0.039(3) -0.008(2) 0.006(2) -0.019(2) C38 0.053(3) 0.049(3) 0.049(3) -0.008(3) -0.007(2) -0.003(2) C39 0.069(3) 0.047(3) 0.059(4) -0.015(3) 0.007(3) -0.005(3) C40 0.090(4) 0.035(3) 0.061(4) 0.001(3) -0.008(3) 0.002(3) C41 0.119(5) 0.044(3) 0.054(4) 0.005(3) -0.019(3) -0.010(3) C42 0.104(4) 0.036(3) 0.048(3) -0.011(2) -0.010(3) -0.015(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C1 1.281(4) . ? N1 C13 1.430(4) . ? N2 C12 1.272(4) . ? N2 C28 1.429(4) . ? N3 N4 1.333(4) . ? N3 C19 1.357(4) . ? N4 N5 1.332(4) . ? N5 C20 1.341(4) . ? N5 C21 1.472(4) . ? N6 N7 1.326(4) . ? N6 C34 1.354(4) . ? N7 N8 1.346(4) . ? N8 C35 1.341(4) . ? N8 C36 1.468(4) . ? C1 C2 1.473(4) . ? C1 C12 1.518(4) . ? C2 C3 1.372(4) . ? C2 C7 1.420(4) . ? C3 C4 1.416(4) . ? C3 H3 0.9300 . ? C4 C5 1.372(4) . ? C4 H4 0.9300 . ? C5 C6 1.399(5) . ? C5 H5 0.9300 . ? C6 C7 1.394(4) . ? C6 C8 1.420(4) . ? C7 C11 1.403(4) . ? C8 C9 1.350(5) . ? C8 H8 0.9300 . ? C9 C10 1.415(5) . ? C9 H9 0.9300 . ? C10 C11 1.373(4) . ? C10 H10 0.9300 . ? C11 C12 1.478(4) . ? C13 C14 1.381(4) . ? C13 C18 1.397(5) . ? C14 C15 1.382(4) . ? C14 H14 0.9300 . ? C15 C16 1.367(5) . ? C15 H15 0.9300 . ? C16 C17 1.387(5) . ? C16 H16 0.9300 . ? C17 C18 1.391(4) . ? C17 H17 0.9300 . ? C18 C19 1.470(5) . ? C19 C20 1.373(4) . ? C20 H20 0.9300 . ? C21 C22 1.497(5) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.379(5) . ? C22 C27 1.389(5) . ? C23 C24 1.374(5) . ? C23 H23 0.9300 . ? C24 C25 1.379(5) . ? C24 H24 0.9300 . ? C25 C26 1.367(5) . ? C25 H25 0.9300 . ? C26 C27 1.373(5) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C33 1.391(4) . ? C28 C29 1.394(5) . ? C29 C30 1.366(4) . ? C29 H29 0.9300 . ? C30 C31 1.371(5) . ? C30 H30 0.9300 . ? C31 C32 1.375(5) . ? C31 H31 0.9300 . ? C32 C33 1.390(4) . ? C32 32 0.9300 . ? C33 C34 1.471(5) . ? C34 C35 1.378(4) . ? C35 H35 0.9300 . ? C36 C37 1.494(5) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C42 1.376(5) . ? C37 C38 1.381(5) . ? C38 C39 1.377(5) . ? C38 H38 0.9300 . ? C39 C40 1.368(6) . ? C39 H39 0.9300 . ? C40 C41 1.353(6) . ? C40 H40 0.9300 . ? C41 C42 1.379(6) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C13 117.8(3) . . ? C12 N2 C28 120.6(3) . . ? N4 N3 C19 109.2(3) . . ? N5 N4 N3 106.7(3) . . ? N4 N5 C20 111.1(3) . . ? N4 N5 C21 119.5(3) . . ? C20 N5 C21 129.4(3) . . ? N7 N6 C34 109.8(3) . . ? N6 N7 N8 106.3(3) . . ? C35 N8 N7 111.1(3) . . ? C35 N8 C36 128.8(3) . . ? N7 N8 C36 120.1(3) . . ? N1 C1 C2 131.8(3) . . ? N1 C1 C12 121.3(3) . . ? C2 C1 C12 106.9(3) . . ? C3 C2 C7 118.5(3) . . ? C3 C2 C1 134.9(3) . . ? C7 C2 C1 106.6(3) . . ? C2 C3 C4 119.7(3) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 120.6(3) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 121.5(3) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C7 C6 C5 117.1(3) . . ? C7 C6 C8 115.3(3) . . ? C5 C6 C8 127.5(3) . . ? C6 C7 C11 124.6(3) . . ? C6 C7 C2 122.5(3) . . ? C11 C7 C2 112.9(3) . . ? C9 C8 C6 120.4(3) . . ? C9 C8 H8 119.8 . . ? C6 C8 H8 119.8 . . ? C8 C9 C10 123.6(3) . . ? C8 C9 H9 118.2 . . ? C10 C9 H9 118.2 . . ? C11 C10 C9 117.5(3) . . ? C11 C10 H10 121.2 . . ? C9 C10 H10 121.2 . . ? C10 C11 C7 118.6(3) . . ? C10 C11 C12 133.9(3) . . ? C7 C11 C12 107.5(3) . . ? N2 C12 C11 134.4(3) . . ? N2 C12 C1 119.7(3) . . ? C11 C12 C1 105.8(3) . . ? C14 C13 C18 121.3(3) . . ? C14 C13 N1 120.0(3) . . ? C18 C13 N1 118.5(3) . . ? C13 C14 C15 119.4(4) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 120.5(4) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C17 119.9(4) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C18 121.0(4) . . ? C16 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C17 C18 C13 117.7(3) . . ? C17 C18 C19 121.1(4) . . ? C13 C18 C19 121.2(3) . . ? N3 C19 C20 107.3(3) . . ? N3 C19 C18 122.1(3) . . ? C20 C19 C18 130.5(4) . . ? N5 C20 C19 105.7(3) . . ? N5 C20 H20 127.2 . . ? C19 C20 H20 127.2 . . ? N5 C21 C22 111.5(3) . . ? N5 C21 H21A 109.3 . . ? C22 C21 H21A 109.3 . . ? N5 C21 H21B 109.3 . . ? C22 C21 H21B 109.3 . . ? H21A C21 H21B 108.0 . . ? C23 C22 C27 118.2(4) . . ? C23 C22 C21 121.4(4) . . ? C27 C22 C21 120.3(3) . . ? C24 C23 C22 121.2(4) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C23 C24 C25 119.8(4) . . ? C23 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C26 C25 C24 119.7(4) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C25 C26 C27 120.6(4) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C26 C27 C22 120.4(4) . . ? C26 C27 H27 119.8 . . ? C22 C27 H27 119.8 . . ? C33 C28 C29 120.2(3) . . ? C33 C28 N2 118.6(3) . . ? C29 C28 N2 121.0(3) . . ? C30 C29 C28 120.5(4) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C29 C30 C31 119.5(4) . . ? C29 C30 H30 120.2 . . ? C31 C30 H30 120.2 . . ? C30 C31 C32 120.7(3) . . ? C30 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? C31 C32 C33 120.8(4) . . ? C31 C32 32 119.6 . . ? C33 C32 32 119.6 . . ? C32 C33 C28 118.0(3) . . ? C32 C33 C34 118.9(3) . . ? C28 C33 C34 123.1(3) . . ? N6 C34 C35 107.3(3) . . ? N6 C34 C33 120.4(3) . . ? C35 C34 C33 132.1(3) . . ? N8 C35 C34 105.4(3) . . ? N8 C35 H35 127.3 . . ? C34 C35 H35 127.3 . . ? N8 C36 C37 109.6(3) . . ? N8 C36 H36A 109.8 . . ? C37 C36 H36A 109.8 . . ? N8 C36 H36B 109.8 . . ? C37 C36 H36B 109.8 . . ? H36A C36 H36B 108.2 . . ? C42 C37 C38 117.3(4) . . ? C42 C37 C36 121.0(4) . . ? C38 C37 C36 121.7(4) . . ? C39 C38 C37 121.1(4) . . ? C39 C38 H38 119.4 . . ? C37 C38 H38 119.4 . . ? C40 C39 C38 120.3(4) . . ? C40 C39 H39 119.9 . . ? C38 C39 H39 119.9 . . ? C41 C40 C39 119.5(5) . . ? C41 C40 H40 120.3 . . ? C39 C40 H40 120.3 . . ? C40 C41 C42 120.4(5) . . ? C40 C41 H41 119.8 . . ? C42 C41 H41 119.8 . . ? C37 C42 C41 121.4(4) . . ? C37 C42 H42 119.3 . . ? C41 C42 H42 119.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C19 N3 N4 N5 0.3(4) . . . . ? N3 N4 N5 C20 -0.8(4) . . . . ? N3 N4 N5 C21 -179.5(3) . . . . ? C34 N6 N7 N8 1.2(4) . . . . ? N6 N7 N8 C35 -1.1(4) . . . . ? N6 N7 N8 C36 -179.9(3) . . . . ? C13 N1 C1 C2 5.6(5) . . . . ? C13 N1 C1 C12 -175.7(3) . . . . ? N1 C1 C2 C3 -3.4(7) . . . . ? C12 C1 C2 C3 177.7(4) . . . . ? N1 C1 C2 C7 173.7(4) . . . . ? C12 C1 C2 C7 -5.3(4) . . . . ? C7 C2 C3 C4 -0.5(5) . . . . ? C1 C2 C3 C4 176.4(4) . . . . ? C2 C3 C4 C5 -0.3(6) . . . . ? C3 C4 C5 C6 1.3(6) . . . . ? C4 C5 C6 C7 -1.5(6) . . . . ? C4 C5 C6 C8 -178.5(4) . . . . ? C5 C6 C7 C11 -179.3(4) . . . . ? C8 C6 C7 C11 -1.9(5) . . . . ? C5 C6 C7 C2 0.7(5) . . . . ? C8 C6 C7 C2 178.1(3) . . . . ? C3 C2 C7 C6 0.2(5) . . . . ? C1 C2 C7 C6 -177.4(3) . . . . ? C3 C2 C7 C11 -179.8(3) . . . . ? C1 C2 C7 C11 2.6(4) . . . . ? C7 C6 C8 C9 1.2(5) . . . . ? C5 C6 C8 C9 178.2(4) . . . . ? C6 C8 C9 C10 -0.4(6) . . . . ? C8 C9 C10 C11 0.1(6) . . . . ? C9 C10 C11 C7 -0.7(5) . . . . ? C9 C10 C11 C12 179.8(4) . . . . ? C6 C7 C11 C10 1.7(6) . . . . ? C2 C7 C11 C10 -178.2(3) . . . . ? C6 C7 C11 C12 -178.7(3) . . . . ? C2 C7 C11 C12 1.3(4) . . . . ? C28 N2 C12 C11 -3.3(6) . . . . ? C28 N2 C12 C1 175.0(3) . . . . ? C10 C11 C12 N2 -6.6(7) . . . . ? C7 C11 C12 N2 174.0(4) . . . . ? C10 C11 C12 C1 174.9(4) . . . . ? C7 C11 C12 C1 -4.5(4) . . . . ? N1 C1 C12 N2 8.2(5) . . . . ? C2 C1 C12 N2 -172.7(3) . . . . ? N1 C1 C12 C11 -173.1(3) . . . . ? C2 C1 C12 C11 6.0(4) . . . . ? C1 N1 C13 C14 -89.8(4) . . . . ? C1 N1 C13 C18 95.1(4) . . . . ? C18 C13 C14 C15 -4.7(5) . . . . ? N1 C13 C14 C15 -179.7(3) . . . . ? C13 C14 C15 C16 2.8(5) . . . . ? C14 C15 C16 C17 -0.9(6) . . . . ? C15 C16 C17 C18 0.9(6) . . . . ? C16 C17 C18 C13 -2.7(5) . . . . ? C16 C17 C18 C19 178.1(3) . . . . ? C14 C13 C18 C17 4.7(5) . . . . ? N1 C13 C18 C17 179.7(3) . . . . ? C14 C13 C18 C19 -176.1(3) . . . . ? N1 C13 C18 C19 -1.1(5) . . . . ? N4 N3 C19 C20 0.3(4) . . . . ? N4 N3 C19 C18 -176.4(3) . . . . ? C17 C18 C19 N3 24.7(5) . . . . ? C13 C18 C19 N3 -154.4(3) . . . . ? C17 C18 C19 C20 -151.1(4) . . . . ? C13 C18 C19 C20 29.7(5) . . . . ? N4 N5 C20 C19 1.0(4) . . . . ? C21 N5 C20 C19 179.5(3) . . . . ? N3 C19 C20 N5 -0.8(4) . . . . ? C18 C19 C20 N5 175.6(3) . . . . ? N4 N5 C21 C22 -158.1(3) . . . . ? C20 N5 C21 C22 23.5(5) . . . . ? N5 C21 C22 C23 96.6(4) . . . . ? N5 C21 C22 C27 -81.4(4) . . . . ? C27 C22 C23 C24 2.1(6) . . . . ? C21 C22 C23 C24 -175.9(3) . . . . ? C22 C23 C24 C25 -0.1(6) . . . . ? C23 C24 C25 C26 -1.3(6) . . . . ? C24 C25 C26 C27 0.6(6) . . . . ? C25 C26 C27 C22 1.5(6) . . . . ? C23 C22 C27 C26 -2.8(5) . . . . ? C21 C22 C27 C26 175.2(3) . . . . ? C12 N2 C28 C33 125.0(4) . . . . ? C12 N2 C28 C29 -59.5(5) . . . . ? C33 C28 C29 C30 -3.4(5) . . . . ? N2 C28 C29 C30 -178.9(3) . . . . ? C28 C29 C30 C31 -1.0(5) . . . . ? C29 C30 C31 C32 3.6(6) . . . . ? C30 C31 C32 C33 -1.7(6) . . . . ? C31 C32 C33 C28 -2.7(5) . . . . ? C31 C32 C33 C34 175.5(3) . . . . ? C29 C28 C33 C32 5.2(5) . . . . ? N2 C28 C33 C32 -179.3(3) . . . . ? C29 C28 C33 C34 -172.9(3) . . . . ? N2 C28 C33 C34 2.6(5) . . . . ? N7 N6 C34 C35 -1.0(4) . . . . ? N7 N6 C34 C33 -177.1(3) . . . . ? C32 C33 C34 N6 -0.5(5) . . . . ? C28 C33 C34 N6 177.5(3) . . . . ? C32 C33 C34 C35 -175.6(4) . . . . ? C28 C33 C34 C35 2.5(6) . . . . ? N7 N8 C35 C34 0.5(4) . . . . ? C36 N8 C35 C34 179.2(3) . . . . ? N6 C34 C35 N8 0.3(4) . . . . ? C33 C34 C35 N8 175.8(3) . . . . ? C35 N8 C36 C37 -64.5(5) . . . . ? N7 N8 C36 C37 114.1(4) . . . . ? N8 C36 C37 C42 -75.3(5) . . . . ? N8 C36 C37 C38 102.6(4) . . . . ? C42 C37 C38 C39 0.3(6) . . . . ? C36 C37 C38 C39 -177.6(3) . . . . ? C37 C38 C39 C40 0.4(6) . . . . ? C38 C39 C40 C41 -0.2(7) . . . . ? C39 C40 C41 C42 -0.8(7) . . . . ? C38 C37 C42 C41 -1.3(6) . . . . ? C36 C37 C42 C41 176.7(4) . . . . ? C40 C41 C42 C37 1.6(7) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.238 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.054 ############################################## data_5c _database_code_depnum_ccdc_archive 'CCDC 789963' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C40 H26 N8' _chemical_formula_sum 'C40 H26 N8' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour orange _diffrn_ambient_temperature 150(2) _chemical_formula_weight 618.69 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 14.5150(18) _cell_length_b 11.7900(14) _cell_length_c 18.222(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.602(5) _cell_angle_gamma 90.00 _cell_volume 3054.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 23540 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 26.4 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.345 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9716 _exptl_absorpt_correction_T_max 0.9918 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23540 _diffrn_reflns_av_R_equivalents 0.0565 _diffrn_reflns_av_sigmaI/netI 0.0680 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 26.39 _reflns_number_total 6232 _reflns_number_gt 3691 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART (Bruker, 1997)' _computing_cell_refinement 'Bruker SMART (Bruker, 1997)' _computing_data_reduction 'Bruker SAINT (Bruker, 1997)' _computing_structure_solution 'SIR2004 (Burla et al., 2005)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material 'enCIFer (Allen et al., 2004)' _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^ > 2\s(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^)+(0.0478P)^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 6232 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1021 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.1020 _refine_ls_wR_factor_gt 0.0894 _refine_ls_goodness_of_fit_ref 0.947 _refine_ls_restrained_S_all 0.947 _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 N1 N 1.20919(10) 0.11503(13) 0.39396(7) 0.0294(4) Uani 1 1 d . . . N2 N 1.26144(10) 0.29754(13) 0.49094(7) 0.0302(4) Uani 1 1 d . . . N3 N 0.91491(10) 0.09348(13) 0.34936(8) 0.0371(4) Uani 1 1 d . . . N4 N 0.87892(11) 0.15822(14) 0.39512(9) 0.0396(4) Uani 1 1 d . . . N5 N 0.95228(10) 0.19411(12) 0.44903(8) 0.0312(4) Uani 1 1 d . . . N6 N 1.48581(11) 0.21407(15) 0.66758(9) 0.0428(4) Uani 1 1 d . . . N7 N 1.50795(11) 0.10657(15) 0.66360(9) 0.0449(4) Uani 1 1 d . . . N8 N 1.45012(10) 0.06333(13) 0.60214(7) 0.0320(4) Uani 1 1 d . . . C1 C 1.22367(11) 0.21315(16) 0.36812(9) 0.0260(4) Uani 1 1 d . . . C2 C 1.21480(11) 0.25882(15) 0.29160(9) 0.0265(4) Uani 1 1 d . . . C3 C 1.18051(12) 0.21742(16) 0.22066(9) 0.0328(5) Uani 1 1 d . . . H3 H 1.1533 0.1458 0.2139 0.039 Uiso 1 1 calc R . . C4 C 1.18748(13) 0.28591(17) 0.15866(10) 0.0358(5) Uani 1 1 d . . . H4 H 1.1634 0.2588 0.1107 0.043 Uiso 1 1 calc R . . C5 C 1.22849(13) 0.39128(17) 0.16650(10) 0.0361(5) Uani 1 1 d . . . H5 H 1.2315 0.4338 0.1241 0.043 Uiso 1 1 calc R . . C6 C 1.26617(12) 0.43589(15) 0.23817(10) 0.0300(4) Uani 1 1 d . . . C7 C 1.25612(11) 0.36811(15) 0.29950(9) 0.0259(4) Uani 1 1 d . . . C8 C 1.31329(13) 0.54066(16) 0.25516(11) 0.0370(5) Uani 1 1 d . . . H8 H 1.3211 0.5890 0.2165 0.044 Uiso 1 1 calc R . . C9 C 1.34740(13) 0.57148(17) 0.32801(11) 0.0392(5) Uani 1 1 d . . . H9 H 1.3798 0.6396 0.3377 0.047 Uiso 1 1 calc R . . C10 C 1.33491(12) 0.50308(16) 0.38896(10) 0.0336(5) Uani 1 1 d . . . H10 H 1.3578 0.5266 0.4379 0.040 Uiso 1 1 calc R . . C11 C 1.28858(12) 0.40148(15) 0.37492(9) 0.0265(4) Uani 1 1 d . . . C12 C 1.26191(11) 0.30897(15) 0.42134(9) 0.0265(4) Uani 1 1 d . . . C13 C 1.16530(13) 0.02982(15) 0.34334(9) 0.0287(4) Uani 1 1 d . . . C14 C 1.21797(14) -0.04123(16) 0.30675(10) 0.0361(5) Uani 1 1 d . . . H14 H 1.2829 -0.0328 0.3147 0.043 Uiso 1 1 calc R . . C15 C 1.17381(15) -0.12470(16) 0.25843(10) 0.0407(5) Uani 1 1 d . . . H15 H 1.2090 -0.1715 0.2335 0.049 Uiso 1 1 calc R . . C16 C 1.07736(15) -0.13802(16) 0.24749(10) 0.0389(5) Uani 1 1 d . . . H16 H 1.0476 -0.1934 0.2147 0.047 Uiso 1 1 calc R . . C17 C 1.02498(14) -0.06922(15) 0.28514(9) 0.0347(5) Uani 1 1 d . . . H17 H 0.9603 -0.0796 0.2779 0.042 Uiso 1 1 calc R . . C18 C 1.06781(12) 0.01541(15) 0.33373(9) 0.0289(4) Uani 1 1 d . . . C19 C 1.01045(12) 0.08714(15) 0.37343(9) 0.0293(4) Uani 1 1 d . . . C20 C 1.03407(13) 0.15245(15) 0.43637(9) 0.0320(5) Uani 1 1 d . . . H20 H 1.0940 0.1654 0.4646 0.038 Uiso 1 1 calc R . . C21 C 0.93653(13) 0.26424(16) 0.50935(9) 0.0318(4) Uani 1 1 d . . . C22 C 0.99821(13) 0.35188(16) 0.53404(10) 0.0375(5) Uani 1 1 d . . . H22 H 1.0479 0.3673 0.5104 0.045 Uiso 1 1 calc R . . C23 C 0.98475(15) 0.41650(18) 0.59474(11) 0.0449(5) Uani 1 1 d . . . H23 H 1.0259 0.4754 0.6122 0.054 Uiso 1 1 calc R . . C24 C 0.91010(15) 0.39329(19) 0.62927(11) 0.0478(6) Uani 1 1 d . . . H24 H 0.9016 0.4360 0.6703 0.057 Uiso 1 1 calc R . . C25 C 0.84855(15) 0.30700(18) 0.60278(11) 0.0454(5) Uani 1 1 d . . . H25 H 0.7977 0.2928 0.6254 0.054 Uiso 1 1 calc R . . C26 C 0.86133(13) 0.24127(17) 0.54293(10) 0.0393(5) Uani 1 1 d . . . H26 H 0.8200 0.1825 0.5255 0.047 Uiso 1 1 calc R . . C27 C 1.29579(12) 0.38268(16) 0.54456(9) 0.0286(4) Uani 1 1 d . . . C28 C 1.25103(13) 0.48685(16) 0.54454(10) 0.0340(5) Uani 1 1 d . . . H28 H 1.1999 0.5039 0.5065 0.041 Uiso 1 1 calc R . . C29 C 1.28175(13) 0.56548(17) 0.60054(9) 0.0364(5) Uani 1 1 d . . . H29 H 1.2511 0.6348 0.6004 0.044 Uiso 1 1 calc R . . C30 C 1.35838(13) 0.54030(17) 0.65688(10) 0.0371(5) Uani 1 1 d . . . H30 H 1.3802 0.5933 0.6941 0.045 Uiso 1 1 calc R . . C31 C 1.40200(13) 0.43666(17) 0.65757(9) 0.0341(5) Uani 1 1 d . . . H31 H 1.4536 0.4210 0.6955 0.041 Uiso 1 1 calc R . . C32 C 1.37124(12) 0.35418(16) 0.60307(9) 0.0295(4) Uani 1 1 d . . . C33 C 1.41390(12) 0.24121(16) 0.60913(9) 0.0306(4) Uani 1 1 d . . . C34 C 1.39273(12) 0.14469(16) 0.56702(9) 0.0311(4) Uani 1 1 d . . . H34 H 1.3478 0.1371 0.5231 0.037 Uiso 1 1 calc R . . C35 C 1.45447(12) -0.05389(17) 0.58328(10) 0.0315(4) Uani 1 1 d . . . C36 C 1.51020(13) -0.12716(18) 0.63331(10) 0.0403(5) Uani 1 1 d . . . H36 H 1.5452 -0.0998 0.6782 0.048 Uiso 1 1 calc R . . C37 C 1.51307(14) -0.24073(18) 0.61566(11) 0.0429(5) Uani 1 1 d . . . H37 H 1.5494 -0.2901 0.6494 0.052 Uiso 1 1 calc R . . C38 C 1.46285(13) -0.28204(18) 0.54864(11) 0.0415(5) Uani 1 1 d . . . H38 H 1.4660 -0.3584 0.5367 0.050 Uiso 1 1 calc R . . C39 C 1.40783(13) -0.20835(18) 0.49952(11) 0.0416(5) Uani 1 1 d . . . H39 H 1.3734 -0.2359 0.4544 0.050 Uiso 1 1 calc R . . C40 C 1.40310(13) -0.09446(17) 0.51619(10) 0.0368(5) Uani 1 1 d . . . H40 H 1.3658 -0.0456 0.4827 0.044 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 N1 0.0276(8) 0.0329(9) 0.0278(8) -0.0031(7) 0.0060(6) -0.0028(7) N2 0.0267(8) 0.0377(10) 0.0243(8) -0.0042(7) 0.0004(6) -0.0008(7) N3 0.0318(9) 0.0355(10) 0.0418(9) -0.0049(8) 0.0018(7) -0.0026(8) N4 0.0309(9) 0.0417(11) 0.0436(10) -0.0081(8) 0.0012(8) -0.0034(8) N5 0.0274(9) 0.0336(10) 0.0312(8) -0.0027(7) 0.0025(7) -0.0013(7) N6 0.0426(10) 0.0419(11) 0.0372(9) 0.0000(8) -0.0079(8) -0.0042(9) N7 0.0433(10) 0.0459(11) 0.0366(9) -0.0011(9) -0.0129(8) -0.0048(9) N8 0.0259(8) 0.0422(11) 0.0259(8) 0.0004(8) 0.0002(7) -0.0021(8) C1 0.0201(9) 0.0311(11) 0.0264(9) -0.0008(8) 0.0034(7) 0.0006(8) C2 0.0225(9) 0.0325(11) 0.0239(9) -0.0027(8) 0.0031(7) 0.0028(8) C3 0.0360(11) 0.0328(11) 0.0278(10) -0.0050(9) 0.0022(8) 0.0036(9) C4 0.0388(11) 0.0452(13) 0.0229(10) -0.0047(9) 0.0053(8) 0.0094(10) C5 0.0397(11) 0.0434(13) 0.0282(10) 0.0040(9) 0.0138(8) 0.0132(10) C6 0.0279(10) 0.0302(11) 0.0344(10) 0.0008(9) 0.0125(8) 0.0064(9) C7 0.0205(9) 0.0295(11) 0.0282(9) -0.0011(8) 0.0063(7) 0.0057(8) C8 0.0400(12) 0.0339(12) 0.0426(12) 0.0055(10) 0.0215(9) 0.0057(9) C9 0.0336(11) 0.0365(13) 0.0519(13) -0.0042(10) 0.0187(10) -0.0054(9) C10 0.0286(10) 0.0375(12) 0.0352(11) -0.0059(9) 0.0079(8) -0.0005(9) C11 0.0219(9) 0.0288(10) 0.0289(10) -0.0030(8) 0.0053(7) 0.0014(8) C12 0.0190(9) 0.0322(11) 0.0260(10) -0.0028(8) -0.0011(7) 0.0007(8) C13 0.0375(11) 0.0251(11) 0.0229(9) 0.0025(8) 0.0046(8) -0.0040(8) C14 0.0401(11) 0.0342(12) 0.0366(11) -0.0004(10) 0.0139(9) -0.0026(9) C15 0.0574(14) 0.0324(12) 0.0363(11) -0.0045(9) 0.0188(10) -0.0020(10) C16 0.0557(14) 0.0311(12) 0.0294(10) -0.0044(9) 0.0072(9) -0.0105(10) C17 0.0400(12) 0.0326(12) 0.0303(10) 0.0007(9) 0.0044(9) -0.0071(9) C18 0.0348(11) 0.0272(11) 0.0234(9) 0.0030(8) 0.0026(8) -0.0035(9) C19 0.0302(10) 0.0286(11) 0.0277(9) 0.0015(9) 0.0021(8) -0.0045(8) C20 0.0262(10) 0.0383(12) 0.0299(10) 0.0009(9) 0.0018(8) 0.0010(9) C21 0.0315(10) 0.0344(12) 0.0290(10) 0.0029(9) 0.0046(8) 0.0068(9) C22 0.0322(11) 0.0423(13) 0.0365(11) -0.0021(10) 0.0034(9) 0.0032(10) C23 0.0440(13) 0.0445(14) 0.0406(12) -0.0063(10) -0.0045(10) 0.0087(10) C24 0.0514(14) 0.0583(15) 0.0312(11) -0.0027(11) 0.0020(10) 0.0247(12) C25 0.0465(13) 0.0508(14) 0.0415(12) 0.0086(11) 0.0151(10) 0.0144(12) C26 0.0374(12) 0.0388(13) 0.0426(12) 0.0079(10) 0.0099(9) 0.0049(10) C27 0.0281(10) 0.0343(11) 0.0232(9) -0.0024(8) 0.0047(8) -0.0065(9) C28 0.0315(11) 0.0425(13) 0.0264(10) -0.0022(9) 0.0019(8) -0.0038(10) C29 0.0400(12) 0.0428(13) 0.0278(10) -0.0056(9) 0.0101(9) -0.0015(10) C30 0.0368(11) 0.0488(13) 0.0267(10) -0.0113(10) 0.0086(9) -0.0071(10) C31 0.0295(10) 0.0503(13) 0.0218(9) -0.0063(9) 0.0035(8) -0.0057(10) C32 0.0253(10) 0.0413(12) 0.0224(9) -0.0017(9) 0.0059(7) -0.0076(9) C33 0.0238(10) 0.0432(13) 0.0237(9) 0.0004(9) 0.0020(7) -0.0059(9) C34 0.0252(10) 0.0423(12) 0.0240(9) -0.0011(9) 0.0009(8) -0.0007(9) C35 0.0250(10) 0.0407(12) 0.0292(10) 0.0006(9) 0.0065(8) -0.0016(9) C36 0.0337(11) 0.0529(14) 0.0330(11) -0.0026(10) 0.0036(9) 0.0046(10) C37 0.0359(11) 0.0468(14) 0.0456(12) 0.0045(11) 0.0070(9) 0.0098(10) C38 0.0347(11) 0.0416(13) 0.0506(13) -0.0037(11) 0.0142(10) -0.0008(10) C39 0.0360(12) 0.0472(14) 0.0403(11) -0.0035(11) 0.0046(9) -0.0077(10) C40 0.0331(11) 0.0412(13) 0.0332(11) 0.0028(9) 0.0002(9) -0.0043(9) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C1 1.282(2) . ? N1 C13 1.425(2) . ? N2 C12 1.277(2) . ? N2 C27 1.419(2) . ? N3 N4 1.314(2) . ? N3 C19 1.370(2) . ? N4 N5 1.3628(19) . ? N5 C20 1.347(2) . ? N5 C21 1.430(2) . ? N6 N7 1.313(2) . ? N6 C33 1.371(2) . ? N7 N8 1.3568(19) . ? N8 C34 1.345(2) . ? N8 C35 1.429(2) . ? C1 C2 1.476(2) . ? C1 C12 1.519(2) . ? C2 C3 1.378(2) . ? C2 C7 1.416(2) . ? C3 C4 1.409(3) . ? C3 H3 0.9300 . ? C4 C5 1.372(3) . ? C4 H4 0.9300 . ? C5 C6 1.412(2) . ? C5 H5 0.9300 . ? C6 C7 1.405(2) . ? C6 C8 1.416(3) . ? C7 C11 1.416(2) . ? C8 C9 1.369(2) . ? C8 H8 0.9300 . ? C9 C10 1.413(2) . ? C9 H9 0.9300 . ? C10 C11 1.372(2) . ? C10 H10 0.9300 . ? C11 C12 1.479(2) . ? C13 C14 1.391(2) . ? C13 C18 1.401(2) . ? C14 C15 1.388(2) . ? C14 H14 0.9300 . ? C15 C16 1.383(3) . ? C15 H15 0.9300 . ? C16 C17 1.384(3) . ? C16 H16 0.9300 . ? C17 C18 1.395(2) . ? C17 H17 0.9300 . ? C18 C19 1.474(2) . ? C19 C20 1.367(2) . ? C20 H20 0.9300 . ? C21 C26 1.381(3) . ? C21 C22 1.382(3) . ? C22 C23 1.389(3) . ? C22 H22 0.9300 . ? C23 C24 1.385(3) . ? C23 H23 0.9300 . ? C24 C25 1.376(3) . ? C24 H24 0.9300 . ? C25 C26 1.380(3) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.389(2) . ? C27 C32 1.407(2) . ? C28 C29 1.384(2) . ? C28 H28 0.9300 . ? C29 C30 1.386(2) . ? C29 H29 0.9300 . ? C30 C31 1.375(3) . ? C30 H30 0.9300 . ? C31 C32 1.397(2) . ? C31 H31 0.9300 . ? C32 C33 1.464(3) . ? C33 C34 1.372(2) . ? C34 H34 0.9300 . ? C35 C40 1.383(2) . ? C35 C36 1.391(3) . ? C36 C37 1.380(3) . ? C36 H36 0.9300 . ? C37 C38 1.379(3) . ? C37 H37 0.9300 . ? C38 C39 1.381(3) . ? C38 H38 0.9300 . ? C39 C40 1.381(3) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C13 118.91(14) . . ? C12 N2 C27 122.53(15) . . ? N4 N3 C19 109.56(14) . . ? N3 N4 N5 106.56(14) . . ? C20 N5 N4 110.56(14) . . ? C20 N5 C21 128.69(15) . . ? N4 N5 C21 120.73(15) . . ? N7 N6 C33 109.82(15) . . ? N6 N7 N8 106.89(14) . . ? C34 N8 N7 110.24(16) . . ? C34 N8 C35 128.95(15) . . ? N7 N8 C35 120.81(15) . . ? N1 C1 C2 133.35(16) . . ? N1 C1 C12 120.16(15) . . ? C2 C1 C12 106.44(15) . . ? C3 C2 C7 118.91(16) . . ? C3 C2 C1 134.71(17) . . ? C7 C2 C1 106.33(14) . . ? C2 C3 C4 118.60(18) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 122.33(17) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 120.84(17) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 116.16(17) . . ? C7 C6 C8 116.44(16) . . ? C5 C6 C8 127.41(17) . . ? C6 C7 C11 123.12(16) . . ? C6 C7 C2 123.10(15) . . ? C11 C7 C2 113.76(15) . . ? C9 C8 C6 120.54(18) . . ? C9 C8 H8 119.7 . . ? C6 C8 H8 119.7 . . ? C8 C9 C10 122.13(18) . . ? C8 C9 H9 118.9 . . ? C10 C9 H9 118.9 . . ? C11 C10 C9 119.15(17) . . ? C11 C10 H10 120.4 . . ? C9 C10 H10 120.4 . . ? C10 C11 C7 118.58(16) . . ? C10 C11 C12 135.40(16) . . ? C7 C11 C12 106.02(15) . . ? N2 C12 C11 134.45(16) . . ? N2 C12 C1 118.77(16) . . ? C11 C12 C1 106.71(14) . . ? C14 C13 C18 120.38(17) . . ? C14 C13 N1 121.17(16) . . ? C18 C13 N1 118.38(16) . . ? C15 C14 C13 120.17(18) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C16 C15 C14 119.79(18) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C15 C16 C17 120.20(18) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C16 C17 C18 120.98(18) . . ? C16 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C17 C18 C13 118.44(17) . . ? C17 C18 C19 119.89(16) . . ? C13 C18 C19 121.67(16) . . ? C20 C19 N3 107.75(16) . . ? C20 C19 C18 131.59(16) . . ? N3 C19 C18 120.62(15) . . ? N5 C20 C19 105.56(15) . . ? N5 C20 H20 127.2 . . ? C19 C20 H20 127.2 . . ? C26 C21 C22 121.35(18) . . ? C26 C21 N5 119.33(17) . . ? C22 C21 N5 119.30(17) . . ? C21 C22 C23 118.94(19) . . ? C21 C22 H22 120.5 . . ? C23 C22 H22 120.5 . . ? C24 C23 C22 120.1(2) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 119.92(19) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 120.8(2) . . ? C24 C25 H25 119.6 . . ? C26 C25 H25 119.6 . . ? C25 C26 C21 118.93(19) . . ? C25 C26 H26 120.5 . . ? C21 C26 H26 120.5 . . ? C28 C27 C32 120.26(16) . . ? C28 C27 N2 121.70(15) . . ? C32 C27 N2 117.71(16) . . ? C29 C28 C27 120.69(17) . . ? C29 C28 H28 119.7 . . ? C27 C28 H28 119.7 . . ? C28 C29 C30 119.62(18) . . ? C28 C29 H29 120.2 . . ? C30 C29 H29 120.2 . . ? C31 C30 C29 119.78(17) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C30 C31 C32 122.08(16) . . ? C30 C31 H31 119.0 . . ? C32 C31 H31 119.0 . . ? C31 C32 C27 117.46(17) . . ? C31 C32 C33 120.65(15) . . ? C27 C32 C33 121.83(16) . . ? N6 C33 C34 106.91(17) . . ? N6 C33 C32 121.03(16) . . ? C34 C33 C32 131.96(16) . . ? N8 C34 C33 106.12(15) . . ? N8 C34 H34 126.9 . . ? C33 C34 H34 126.9 . . ? C40 C35 C36 120.24(19) . . ? C40 C35 N8 120.35(16) . . ? C36 C35 N8 119.42(16) . . ? C37 C36 C35 119.39(18) . . ? C37 C36 H36 120.3 . . ? C35 C36 H36 120.3 . . ? C38 C37 C36 120.93(19) . . ? C38 C37 H37 119.5 . . ? C36 C37 H37 119.5 . . ? C37 C38 C39 119.05(19) . . ? C37 C38 H38 120.5 . . ? C39 C38 H38 120.5 . . ? C38 C39 C40 121.12(18) . . ? C38 C39 H39 119.4 . . ? C40 C39 H39 119.4 . . ? C39 C40 C35 119.26(18) . . ? C39 C40 H40 120.4 . . ? C35 C40 H40 120.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C19 N3 N4 N5 0.19(19) . . . . ? N3 N4 N5 C20 0.6(2) . . . . ? N3 N4 N5 C21 -178.17(15) . . . . ? C33 N6 N7 N8 0.0(2) . . . . ? N6 N7 N8 C34 1.0(2) . . . . ? N6 N7 N8 C35 -178.06(15) . . . . ? C13 N1 C1 C2 -8.8(3) . . . . ? C13 N1 C1 C12 174.30(14) . . . . ? N1 C1 C2 C3 6.9(3) . . . . ? C12 C1 C2 C3 -175.93(18) . . . . ? N1 C1 C2 C7 -170.29(18) . . . . ? C12 C1 C2 C7 6.88(17) . . . . ? C7 C2 C3 C4 -0.4(2) . . . . ? C1 C2 C3 C4 -177.27(18) . . . . ? C2 C3 C4 C5 1.1(3) . . . . ? C3 C4 C5 C6 0.2(3) . . . . ? C4 C5 C6 C7 -2.0(3) . . . . ? C4 C5 C6 C8 177.57(18) . . . . ? C5 C6 C7 C11 -178.89(16) . . . . ? C8 C6 C7 C11 1.4(2) . . . . ? C5 C6 C7 C2 2.8(2) . . . . ? C8 C6 C7 C2 -176.83(16) . . . . ? C3 C2 C7 C6 -1.7(3) . . . . ? C1 C2 C7 C6 176.04(15) . . . . ? C3 C2 C7 C11 179.90(15) . . . . ? C1 C2 C7 C11 -2.38(19) . . . . ? C7 C6 C8 C9 0.7(3) . . . . ? C5 C6 C8 C9 -178.93(18) . . . . ? C6 C8 C9 C10 -2.0(3) . . . . ? C8 C9 C10 C11 1.2(3) . . . . ? C9 C10 C11 C7 0.9(3) . . . . ? C9 C10 C11 C12 -179.84(18) . . . . ? C6 C7 C11 C10 -2.3(3) . . . . ? C2 C7 C11 C10 176.15(15) . . . . ? C6 C7 C11 C12 178.29(15) . . . . ? C2 C7 C11 C12 -3.29(19) . . . . ? C27 N2 C12 C11 -3.6(3) . . . . ? C27 N2 C12 C1 179.98(14) . . . . ? C10 C11 C12 N2 11.3(4) . . . . ? C7 C11 C12 N2 -169.36(18) . . . . ? C10 C11 C12 C1 -171.89(19) . . . . ? C7 C11 C12 C1 7.41(17) . . . . ? N1 C1 C12 N2 -13.9(2) . . . . ? C2 C1 C12 N2 168.49(15) . . . . ? N1 C1 C12 C11 168.74(15) . . . . ? C2 C1 C12 C11 -8.88(17) . . . . ? C1 N1 C13 C14 87.8(2) . . . . ? C1 N1 C13 C18 -95.19(19) . . . . ? C18 C13 C14 C15 2.1(3) . . . . ? N1 C13 C14 C15 179.13(16) . . . . ? C13 C14 C15 C16 -0.8(3) . . . . ? C14 C15 C16 C17 -0.7(3) . . . . ? C15 C16 C17 C18 0.9(3) . . . . ? C16 C17 C18 C13 0.4(2) . . . . ? C16 C17 C18 C19 -179.69(16) . . . . ? C14 C13 C18 C17 -1.9(2) . . . . ? N1 C13 C18 C17 -178.95(15) . . . . ? C14 C13 C18 C19 178.18(16) . . . . ? N1 C13 C18 C19 1.1(2) . . . . ? N4 N3 C19 C20 -0.9(2) . . . . ? N4 N3 C19 C18 177.30(15) . . . . ? C17 C18 C19 C20 160.11(19) . . . . ? C13 C18 C19 C20 -19.9(3) . . . . ? C17 C18 C19 N3 -17.5(2) . . . . ? C13 C18 C19 N3 162.41(16) . . . . ? N4 N5 C20 C19 -1.1(2) . . . . ? C21 N5 C20 C19 177.54(16) . . . . ? N3 C19 C20 N5 1.2(2) . . . . ? C18 C19 C20 N5 -176.72(17) . . . . ? C20 N5 C21 C26 -137.35(19) . . . . ? N4 N5 C21 C26 41.1(2) . . . . ? C20 N5 C21 C22 41.1(3) . . . . ? N4 N5 C21 C22 -140.44(17) . . . . ? C26 C21 C22 C23 1.1(3) . . . . ? N5 C21 C22 C23 -177.25(16) . . . . ? C21 C22 C23 C24 -0.4(3) . . . . ? C22 C23 C24 C25 -0.8(3) . . . . ? C23 C24 C25 C26 1.4(3) . . . . ? C24 C25 C26 C21 -0.7(3) . . . . ? C22 C21 C26 C25 -0.6(3) . . . . ? N5 C21 C26 C25 177.81(16) . . . . ? C12 N2 C27 C28 67.0(2) . . . . ? C12 N2 C27 C32 -119.64(18) . . . . ? C32 C27 C28 C29 2.1(3) . . . . ? N2 C27 C28 C29 175.30(15) . . . . ? C27 C28 C29 C30 0.5(3) . . . . ? C28 C29 C30 C31 -1.4(3) . . . . ? C29 C30 C31 C32 -0.4(3) . . . . ? C30 C31 C32 C27 2.9(3) . . . . ? C30 C31 C32 C33 -174.54(17) . . . . ? C28 C27 C32 C31 -3.7(2) . . . . ? N2 C27 C32 C31 -177.18(15) . . . . ? C28 C27 C32 C33 173.68(16) . . . . ? N2 C27 C32 C33 0.2(2) . . . . ? N7 N6 C33 C34 -1.0(2) . . . . ? N7 N6 C33 C32 175.80(16) . . . . ? C31 C32 C33 N6 -1.0(3) . . . . ? C27 C32 C33 N6 -178.34(16) . . . . ? C31 C32 C33 C34 174.84(18) . . . . ? C27 C32 C33 C34 -2.5(3) . . . . ? N7 N8 C34 C33 -1.6(2) . . . . ? C35 N8 C34 C33 177.37(16) . . . . ? N6 C33 C34 N8 1.52(19) . . . . ? C32 C33 C34 N8 -174.76(18) . . . . ? C34 N8 C35 C40 8.6(3) . . . . ? N7 N8 C35 C40 -172.57(16) . . . . ? C34 N8 C35 C36 -170.83(17) . . . . ? N7 N8 C35 C36 8.0(3) . . . . ? C40 C35 C36 C37 -0.6(3) . . . . ? N8 C35 C36 C37 178.86(17) . . . . ? C35 C36 C37 C38 1.2(3) . . . . ? C36 C37 C38 C39 -1.2(3) . . . . ? C37 C38 C39 C40 0.6(3) . . . . ? C38 C39 C40 C35 0.0(3) . . . . ? C36 C35 C40 C39 0.0(3) . . . . ? N8 C35 C40 C39 -179.44(17) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.39 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.162 _refine_diff_density_min -0.196 _refine_diff_density_rms 0.042 ############################################## data_6a _database_code_depnum_ccdc_archive 'CCDC 789964' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C42 H30 Br2 N8 Ni, C2 H3 N' _chemical_formula_sum 'C44 H33 Br2 N9 Ni' _chemical_melting_point ? _exptl_crystal_description block _exptl_crystal_colour brown _diffrn_ambient_temperature 150(2) _chemical_formula_weight 906.32 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' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.9100(12) _cell_length_b 15.452(2) _cell_length_c 15.745(2) _cell_angle_alpha 109.997(8) _cell_angle_beta 103.44(1) _cell_angle_gamma 94.450(8) _cell_volume 2170.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3230 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 22.53 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 916 _exptl_absorpt_coefficient_mu 2.329 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4560 _exptl_absorpt_correction_T_max 0.6531 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8154 _diffrn_reflns_av_R_equivalents 0.0600 _diffrn_reflns_av_sigmaI/netI 0.1028 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 25.78 _reflns_number_total 8154 _reflns_number_gt 4784 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SIR2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material enCIFer _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^ > 2\s(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^)+(0.0995P)^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 8154 _refine_ls_number_parameters 506 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1156 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1735 _refine_ls_wR_factor_gt 0.1546 _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_restrained_S_all 0.944 _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 Br1 Br -0.08021(6) 1.06326(4) -0.26669(4) 0.03188(18) Uani 1 1 d . . . Br2 Br 0.25658(7) 1.37804(5) -0.18584(6) 0.0566(2) Uani 1 1 d . . . N1 N 0.1119(5) 1.2460(3) -0.0829(3) 0.0321(11) Uani 1 1 d . . . N2 N 0.2482(5) 1.1583(3) -0.2045(3) 0.0310(11) Uani 1 1 d . . . N3 N -0.0897(5) 1.2933(3) -0.2143(3) 0.0302(11) Uani 1 1 d . . . N4 N -0.1852(5) 1.2902(3) -0.2887(3) 0.0334(11) Uani 1 1 d . . . N5 N -0.2938(5) 1.3236(4) -0.2597(4) 0.0383(12) Uani 1 1 d . . . N6 N 0.0671(5) 1.1809(3) -0.3634(3) 0.0289(11) Uani 1 1 d . . . N7 N -0.0452(5) 1.1792(3) -0.4284(3) 0.0342(12) Uani 1 1 d . . . N8 N -0.0286(5) 1.1252(4) -0.5098(3) 0.0365(12) Uani 1 1 d . . . N9 N 0.2644(10) 0.2965(6) 0.5201(7) 0.101(3) Uani 1 1 d . . . Ni1 Ni 0.08522(7) 1.23138(5) -0.22234(5) 0.0278(2) Uani 1 1 d . . . C1 C 0.1649(5) 1.1772(4) -0.0701(4) 0.0310(13) Uani 1 1 d . . . C2 C 0.1697(6) 1.1269(4) -0.0054(4) 0.0378(15) Uani 1 1 d . . . C3 C 0.1090(7) 1.1322(5) 0.0664(4) 0.0444(17) Uani 1 1 d . . . H3 H 0.0610 1.1808 0.0883 0.053 Uiso 1 1 calc R . . C4 C 0.1207(8) 1.0637(5) 0.1055(5) 0.055(2) Uani 1 1 d . . . H4 H 0.0773 1.0667 0.1526 0.066 Uiso 1 1 calc R . . C5 C 0.1928(8) 0.9930(5) 0.0775(5) 0.0542(19) Uani 1 1 d . . . H5 H 0.2007 0.9499 0.1068 0.065 Uiso 1 1 calc R . . C6 C 0.2564(7) 0.9846(5) 0.0034(5) 0.0457(17) Uani 1 1 d . . . C7 C 0.2436(6) 1.0524(4) -0.0365(4) 0.0370(15) Uani 1 1 d . . . C8 C 0.3264(7) 0.9104(5) -0.0388(5) 0.0460(17) Uani 1 1 d . . . H8 H 0.3389 0.8631 -0.0153 0.055 Uiso 1 1 calc R . . C9 C 0.3742(6) 0.9092(5) -0.1128(5) 0.0485(18) Uani 1 1 d . . . H9 H 0.4180 0.8599 -0.1395 0.058 Uiso 1 1 calc R . . C10 C 0.3611(6) 0.9785(4) -0.1513(5) 0.0410(15) Uani 1 1 d . . . H10 H 0.3975 0.9756 -0.2014 0.049 Uiso 1 1 calc R . . C11 C 0.2937(6) 1.0507(4) -0.1142(4) 0.0345(14) Uani 1 1 d . . . C12 C 0.2443(5) 1.1270(4) -0.1385(4) 0.0303(13) Uani 1 1 d . . . C13 C 0.0643(6) 1.3118(4) -0.0133(4) 0.0343(14) Uani 1 1 d . . . C14 C 0.1422(7) 1.3434(4) 0.0812(4) 0.0451(16) Uani 1 1 d . . . H14 H 0.2219 1.3182 0.0979 0.054 Uiso 1 1 calc R . . C15 C 0.1033(8) 1.4109(5) 0.1503(5) 0.0541(19) Uani 1 1 d . . . H15 H 0.1550 1.4299 0.2129 0.065 Uiso 1 1 calc R . . C16 C -0.0103(9) 1.4495(5) 0.1263(5) 0.059(2) Uani 1 1 d . . . H16 H -0.0378 1.4946 0.1726 0.071 Uiso 1 1 calc R . . C17 C -0.0859(8) 1.4216(5) 0.0328(4) 0.0481(17) Uani 1 1 d . . . H17 H -0.1624 1.4499 0.0172 0.058 Uiso 1 1 calc R . . C18 C -0.0509(7) 1.3524(4) -0.0387(4) 0.0360(14) Uani 1 1 d . . . C19 C -0.1332(6) 1.3314(4) -0.1356(4) 0.0351(14) Uani 1 1 d . . . C20 C -0.2648(7) 1.3503(5) -0.1663(4) 0.0463(17) Uani 1 1 d . . . H20 H -0.3228 1.3765 -0.1293 0.056 Uiso 1 1 calc R . . C21 C -0.4184(6) 1.3298(5) -0.3268(5) 0.0444(16) Uani 1 1 d . . . H21A H -0.4990 1.3280 -0.3020 0.053 Uiso 1 1 calc R . . H21B H -0.4373 1.2763 -0.3853 0.053 Uiso 1 1 calc R . . C22 C -0.3990(7) 1.4178(5) -0.3457(5) 0.0518(18) Uani 1 1 d . . . C23 C -0.3098(8) 1.4258(6) -0.4001(5) 0.065(2) Uani 1 1 d . . . H23 H -0.2620 1.3775 -0.4233 0.078 Uiso 1 1 calc R . . C24 C -0.2930(13) 1.5062(8) -0.4194(7) 0.097(4) Uani 1 1 d . . . H24 H -0.2319 1.5111 -0.4549 0.116 Uiso 1 1 calc R . . C25 C -0.3587(12) 1.5748(9) -0.3901(9) 0.097(4) Uani 1 1 d . . . H25 H -0.3470 1.6264 -0.4069 0.116 Uiso 1 1 calc R . . C26 C -0.4465(11) 1.5719(8) -0.3338(10) 0.116(4) Uani 1 1 d . . . H26 H -0.4909 1.6222 -0.3108 0.139 Uiso 1 1 calc R . . C27 C -0.4679(8) 1.4893(7) -0.3113(7) 0.081(3) Uani 1 1 d . . . H27 H -0.5271 1.4851 -0.2743 0.097 Uiso 1 1 calc R . . C28 C 0.3414(6) 1.1351(4) -0.2608(5) 0.0375(15) Uani 1 1 d . . . C29 C 0.4832(6) 1.1338(5) -0.2182(5) 0.0439(16) Uani 1 1 d . . . H29 H 0.5132 1.1473 -0.1538 0.053 Uiso 1 1 calc R . . C30 C 0.5755(7) 1.1132(5) -0.2704(6) 0.056(2) Uani 1 1 d . . . H30 H 0.6681 1.1110 -0.2423 0.067 Uiso 1 1 calc R . . C31 C 0.5320(8) 1.0953(5) -0.3656(6) 0.063(2) Uani 1 1 d . . . H31 H 0.5960 1.0812 -0.4011 0.076 Uiso 1 1 calc R . . C32 C 0.3935(7) 1.0981(5) -0.4095(5) 0.0468(17) Uani 1 1 d . . . H32 H 0.3653 1.0843 -0.4739 0.056 Uiso 1 1 calc R . . C33 C 0.2979(6) 1.1214(4) -0.3567(5) 0.0372(15) Uani 1 1 d . . . C34 C 0.1572(6) 1.1298(4) -0.4050(4) 0.0334(14) Uani 1 1 d . . . C35 C 0.0928(6) 1.0936(5) -0.4992(4) 0.0412(16) Uani 1 1 d . . . H35 H 0.1267 1.0548 -0.5463 0.049 Uiso 1 1 calc R . . C36 C -0.1338(7) 1.1095(5) -0.5972(4) 0.0472(17) Uani 1 1 d . . . H36A H -0.2266 1.1009 -0.5880 0.057 Uiso 1 1 calc R . . H36B H -0.1251 1.0522 -0.6449 0.057 Uiso 1 1 calc R . . C37 C -0.1216(8) 1.1881(5) -0.6324(5) 0.0480(17) Uani 1 1 d . . . C38 C -0.0265(9) 1.1944(5) -0.6816(5) 0.062(2) Uani 1 1 d . . . H38 H 0.0297 1.1487 -0.6938 0.074 Uiso 1 1 calc R . . C39 C -0.0114(11) 1.2645(6) -0.7129(5) 0.077(3) Uani 1 1 d . . . H39 H 0.0569 1.2672 -0.7441 0.092 Uiso 1 1 calc R . . C40 C -0.0924(12) 1.3300(7) -0.7001(7) 0.086(3) Uani 1 1 d . . . H40 H -0.0824 1.3771 -0.7236 0.103 Uiso 1 1 calc R . . C41 C -0.1840(12) 1.3277(7) -0.6554(8) 0.095(3) Uani 1 1 d . . . H41 H -0.2390 1.3744 -0.6462 0.115 Uiso 1 1 calc R . . C42 C -0.2068(10) 1.2538(6) -0.6172(6) 0.078(3) Uani 1 1 d . . . H42 H -0.2744 1.2524 -0.5853 0.094 Uiso 1 1 calc R . . C43 C 0.0871(12) 0.3956(7) 0.5865(8) 0.103(4) Uani 1 1 d . . . H43A H -0.0056 0.3676 0.5453 0.155 Uiso 1 1 calc R . . H43B H 0.1093 0.4582 0.5888 0.155 Uiso 1 1 calc R . . H43C H 0.0905 0.3973 0.6485 0.155 Uiso 1 1 calc R . . C44 C 0.1826(12) 0.3442(7) 0.5536(7) 0.079(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0249(3) 0.0384(4) 0.0335(3) 0.0123(3) 0.0106(2) 0.0091(3) Br2 0.0473(4) 0.0394(4) 0.0809(6) 0.0182(4) 0.0217(4) 0.0017(3) N1 0.028(3) 0.032(3) 0.027(3) 0.003(2) 0.003(2) 0.005(2) N2 0.023(2) 0.032(3) 0.035(3) 0.007(2) 0.009(2) 0.010(2) N3 0.035(3) 0.025(3) 0.032(3) 0.008(2) 0.011(2) 0.011(2) N4 0.032(3) 0.039(3) 0.035(3) 0.016(2) 0.013(2) 0.016(2) N5 0.034(3) 0.047(3) 0.047(3) 0.024(3) 0.018(2) 0.026(2) N6 0.034(3) 0.029(3) 0.029(3) 0.014(2) 0.012(2) 0.008(2) N7 0.033(3) 0.035(3) 0.035(3) 0.014(2) 0.011(2) 0.008(2) N8 0.044(3) 0.040(3) 0.025(3) 0.009(2) 0.013(2) 0.010(3) N9 0.102(7) 0.076(6) 0.105(7) 0.047(6) -0.014(6) -0.023(5) Ni1 0.0232(4) 0.0316(4) 0.0319(4) 0.0125(3) 0.0108(3) 0.0101(3) C1 0.019(3) 0.036(3) 0.028(3) 0.007(3) -0.006(2) 0.009(3) C2 0.037(3) 0.036(4) 0.037(4) 0.015(3) -0.003(3) 0.015(3) C3 0.058(4) 0.053(4) 0.027(3) 0.020(3) 0.008(3) 0.017(3) C4 0.078(5) 0.063(5) 0.035(4) 0.030(4) 0.012(4) 0.025(4) C5 0.068(5) 0.062(5) 0.037(4) 0.031(4) 0.002(4) 0.019(4) C6 0.044(4) 0.042(4) 0.045(4) 0.020(3) -0.005(3) 0.014(3) C7 0.030(3) 0.042(4) 0.028(3) 0.009(3) -0.006(3) 0.006(3) C8 0.044(4) 0.043(4) 0.050(4) 0.026(3) -0.002(3) 0.011(3) C9 0.031(3) 0.045(4) 0.056(4) 0.010(4) -0.002(3) 0.014(3) C10 0.028(3) 0.041(4) 0.050(4) 0.013(3) 0.006(3) 0.015(3) C11 0.020(3) 0.039(4) 0.037(3) 0.013(3) -0.002(3) 0.005(3) C12 0.017(3) 0.034(3) 0.032(3) 0.007(3) -0.002(2) 0.009(2) C13 0.036(3) 0.033(3) 0.031(3) 0.009(3) 0.010(3) 0.002(3) C14 0.044(4) 0.039(4) 0.031(3) -0.001(3) -0.005(3) 0.003(3) C15 0.063(5) 0.047(4) 0.035(4) 0.004(3) 0.001(3) 0.003(4) C16 0.101(6) 0.044(4) 0.032(4) 0.009(3) 0.020(4) 0.035(4) C17 0.061(4) 0.041(4) 0.042(4) 0.010(3) 0.016(3) 0.025(3) C18 0.044(4) 0.034(4) 0.029(3) 0.008(3) 0.011(3) 0.010(3) C19 0.042(4) 0.031(3) 0.040(4) 0.014(3) 0.021(3) 0.021(3) C20 0.049(4) 0.067(5) 0.036(4) 0.022(3) 0.022(3) 0.035(4) C21 0.036(4) 0.050(4) 0.057(4) 0.028(4) 0.014(3) 0.019(3) C22 0.042(4) 0.066(5) 0.050(4) 0.030(4) 0.001(3) 0.021(4) C23 0.064(5) 0.061(5) 0.064(5) 0.021(4) 0.015(4) 0.004(4) C24 0.109(9) 0.095(9) 0.068(6) 0.039(6) -0.006(6) -0.028(7) C25 0.079(8) 0.092(9) 0.118(9) 0.061(8) 0.000(7) -0.004(7) C26 0.072(7) 0.096(8) 0.192(13) 0.076(9) 0.014(8) 0.056(6) C27 0.050(5) 0.089(7) 0.119(8) 0.055(6) 0.017(5) 0.039(5) C28 0.027(3) 0.032(3) 0.057(4) 0.013(3) 0.020(3) 0.011(3) C29 0.027(3) 0.052(4) 0.059(4) 0.024(4) 0.015(3) 0.012(3) C30 0.028(4) 0.063(5) 0.103(6) 0.048(5) 0.036(4) 0.022(3) C31 0.060(5) 0.069(5) 0.101(7) 0.050(5) 0.061(5) 0.037(4) C32 0.046(4) 0.055(4) 0.060(4) 0.030(4) 0.034(4) 0.021(3) C33 0.032(3) 0.036(4) 0.059(4) 0.027(3) 0.024(3) 0.013(3) C34 0.040(3) 0.026(3) 0.044(4) 0.017(3) 0.022(3) 0.011(3) C35 0.043(4) 0.047(4) 0.044(4) 0.020(3) 0.023(3) 0.017(3) C36 0.049(4) 0.047(4) 0.036(4) 0.006(3) 0.007(3) 0.006(3) C37 0.056(4) 0.037(4) 0.036(4) 0.006(3) -0.003(3) 0.010(3) C38 0.091(6) 0.056(5) 0.048(4) 0.020(4) 0.036(4) 0.021(4) C39 0.134(8) 0.055(5) 0.056(5) 0.030(4) 0.036(5) 0.029(6) C40 0.114(9) 0.066(6) 0.083(7) 0.036(5) 0.020(6) 0.029(6) C41 0.103(8) 0.067(7) 0.122(9) 0.048(7) 0.013(7) 0.045(6) C42 0.075(6) 0.073(6) 0.081(6) 0.020(5) 0.021(5) 0.030(5) C43 0.118(9) 0.068(7) 0.124(9) 0.040(7) 0.021(8) 0.030(7) C44 0.088(8) 0.062(7) 0.080(7) 0.041(6) -0.007(6) -0.009(6) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Br1 Ni1 2.7368(10) . ? Br2 Ni1 2.5313(10) . ? N1 C1 1.278(7) . ? N1 C13 1.418(7) . ? N1 Ni1 2.078(5) . ? N2 C12 1.294(7) . ? N2 C28 1.407(7) . ? N2 Ni1 2.062(4) . ? N3 N4 1.308(6) . ? N3 C19 1.363(7) . ? N3 Ni1 2.052(5) . ? N4 N5 1.336(6) . ? N5 C20 1.336(8) . ? N5 C21 1.459(7) . ? N6 N7 1.317(6) . ? N6 C34 1.370(7) . ? N6 Ni1 2.044(4) . ? N7 N8 1.325(6) . ? N8 C35 1.329(7) . ? N8 C36 1.450(8) . ? N9 C44 1.226(13) . ? C1 C2 1.474(8) . ? C1 C12 1.516(8) . ? C2 C3 1.380(8) . ? C2 C7 1.419(8) . ? C3 C4 1.393(9) . ? C3 H3 0.9300 . ? C4 C5 1.355(10) . ? C4 H4 0.9300 . ? C5 C6 1.423(9) . ? C5 H5 0.9300 . ? C6 C7 1.394(8) . ? C6 C8 1.433(9) . ? C7 C11 1.417(8) . ? C8 C9 1.350(9) . ? C8 H8 0.9300 . ? C9 C10 1.400(9) . ? C9 H9 0.9300 . ? C10 C11 1.373(8) . ? C10 H10 0.9300 . ? C11 C12 1.445(8) . ? C13 C18 1.388(8) . ? C13 C14 1.400(8) . ? C14 C15 1.378(9) . ? C14 H14 0.9300 . ? C15 C16 1.351(10) . ? C15 H15 0.9300 . ? C16 C17 1.385(9) . ? C16 H16 0.9300 . ? C17 C18 1.396(8) . ? C17 H17 0.9300 . ? C18 C19 1.463(8) . ? C19 C20 1.372(8) . ? C20 H20 0.9300 . ? C21 C22 1.497(9) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C27 1.363(11) . ? C22 C23 1.392(10) . ? C23 C24 1.382(12) . ? C23 H23 0.9300 . ? C24 C25 1.294(15) . ? C24 H24 0.9300 . ? C25 C26 1.387(15) . ? C25 H25 0.9300 . ? C26 C27 1.450(13) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C33 1.405(9) . ? C28 C29 1.414(8) . ? C29 C30 1.354(9) . ? C29 H29 0.9300 . ? C30 C31 1.380(11) . ? C30 H30 0.9300 . ? C31 C32 1.396(10) . ? C31 H31 0.9300 . ? C32 C33 1.391(8) . ? C32 H32 0.9300 . ? C33 C34 1.464(8) . ? C34 C35 1.362(8) . ? C35 H35 0.9300 . ? C36 C37 1.505(9) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C42 1.364(10) . ? C37 C38 1.370(10) . ? C38 C39 1.347(10) . ? C38 H38 0.9300 . ? C39 C40 1.331(12) . ? C39 H39 0.9300 . ? C40 C41 1.277(13) . ? C40 H40 0.9300 . ? C41 C42 1.486(13) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 C44 1.363(15) . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? 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 C1 N1 C13 122.4(5) . . ? C1 N1 Ni1 108.8(4) . . ? C13 N1 Ni1 128.3(4) . . ? C12 N2 C28 123.3(5) . . ? C12 N2 Ni1 109.5(3) . . ? C28 N2 Ni1 126.8(4) . . ? N4 N3 C19 110.3(5) . . ? N4 N3 Ni1 122.8(3) . . ? C19 N3 Ni1 126.4(4) . . ? N3 N4 N5 107.1(4) . . ? N4 N5 C20 110.1(5) . . ? N4 N5 C21 120.6(5) . . ? C20 N5 C21 129.3(5) . . ? N7 N6 C34 109.7(4) . . ? N7 N6 Ni1 124.2(3) . . ? C34 N6 Ni1 125.2(4) . . ? N6 N7 N8 106.0(4) . . ? N7 N8 C35 112.1(5) . . ? N7 N8 C36 120.4(5) . . ? C35 N8 C36 127.5(5) . . ? N6 Ni1 N3 102.92(18) . . ? N6 Ni1 N2 88.46(18) . . ? N3 Ni1 N2 165.31(18) . . ? N6 Ni1 N1 164.42(18) . . ? N3 Ni1 N1 87.36(18) . . ? N2 Ni1 N1 79.70(18) . . ? N6 Ni1 Br2 94.88(13) . . ? N3 Ni1 Br2 96.95(13) . . ? N2 Ni1 Br2 91.22(13) . . ? N1 Ni1 Br2 95.45(13) . . ? N6 Ni1 Br1 82.79(13) . . ? N3 Ni1 Br1 88.49(13) . . ? N2 Ni1 Br1 83.70(13) . . ? N1 Ni1 Br1 85.86(13) . . ? Br2 Ni1 Br1 174.45(3) . . ? N1 C1 C2 137.6(5) . . ? N1 C1 C12 116.8(5) . . ? C2 C1 C12 105.6(5) . . ? C3 C2 C7 119.0(6) . . ? C3 C2 C1 134.5(6) . . ? C7 C2 C1 106.2(5) . . ? C2 C3 C4 119.2(6) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 122.5(7) . . ? C5 C4 H4 118.7 . . ? C3 C4 H4 118.7 . . ? C4 C5 C6 120.2(6) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C7 C6 C5 117.4(6) . . ? C7 C6 C8 115.6(6) . . ? C5 C6 C8 126.9(6) . . ? C6 C7 C11 124.2(6) . . ? C6 C7 C2 121.8(6) . . ? C11 C7 C2 114.0(5) . . ? C9 C8 C6 120.0(6) . . ? C9 C8 H8 120.0 . . ? C6 C8 H8 120.0 . . ? C8 C9 C10 123.4(6) . . ? C8 C9 H9 118.3 . . ? C10 C9 H9 118.3 . . ? C11 C10 C9 119.1(6) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C10 C11 C7 117.7(6) . . ? C10 C11 C12 136.5(6) . . ? C7 C11 C12 105.4(5) . . ? N2 C12 C11 135.4(5) . . ? N2 C12 C1 115.7(5) . . ? C11 C12 C1 108.8(5) . . ? C18 C13 C14 119.3(6) . . ? C18 C13 N1 120.6(5) . . ? C14 C13 N1 119.8(6) . . ? C15 C14 C13 121.5(6) . . ? C15 C14 H14 119.3 . . ? C13 C14 H14 119.3 . . ? C16 C15 C14 119.6(6) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 119.9(6) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C16 C17 C18 122.1(6) . . ? C16 C17 H17 119.0 . . ? C18 C17 H17 119.0 . . ? C13 C18 C17 117.6(6) . . ? C13 C18 C19 124.6(5) . . ? C17 C18 C19 117.7(6) . . ? N3 C19 C20 105.7(5) . . ? N3 C19 C18 126.1(5) . . ? C20 C19 C18 128.0(5) . . ? N5 C20 C19 106.8(5) . . ? N5 C20 H20 126.6 . . ? C19 C20 H20 126.6 . . ? N5 C21 C22 111.5(5) . . ? N5 C21 H21A 109.3 . . ? C22 C21 H21A 109.3 . . ? N5 C21 H21B 109.3 . . ? C22 C21 H21B 109.3 . . ? H21A C21 H21B 108.0 . . ? C27 C22 C23 119.9(8) . . ? C27 C22 C21 121.1(7) . . ? C23 C22 C21 119.0(7) . . ? C24 C23 C22 119.5(9) . . ? C24 C23 H23 120.3 . . ? C22 C23 H23 120.3 . . ? C25 C24 C23 122.7(11) . . ? C25 C24 H24 118.6 . . ? C23 C24 H24 118.6 . . ? C24 C25 C26 120.5(11) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C25 C26 C27 119.0(10) . . ? C25 C26 H26 120.5 . . ? C27 C26 H26 120.5 . . ? C22 C27 C26 118.3(9) . . ? C22 C27 H27 120.9 . . ? C26 C27 H27 120.9 . . ? C33 C28 N2 120.5(5) . . ? C33 C28 C29 120.0(5) . . ? N2 C28 C29 119.2(6) . . ? C30 C29 C28 120.4(7) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C29 C30 C31 119.9(6) . . ? C29 C30 H30 120.1 . . ? C31 C30 H30 120.1 . . ? C30 C31 C32 121.1(6) . . ? C30 C31 H31 119.4 . . ? C32 C31 H31 119.4 . . ? C33 C32 C31 119.9(7) . . ? C33 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? C32 C33 C28 118.4(6) . . ? C32 C33 C34 117.6(6) . . ? C28 C33 C34 124.0(5) . . ? C35 C34 N6 106.5(5) . . ? C35 C34 C33 127.7(5) . . ? N6 C34 C33 125.8(5) . . ? N8 C35 C34 105.7(5) . . ? N8 C35 H35 127.1 . . ? C34 C35 H35 127.1 . . ? N8 C36 C37 113.5(5) . . ? N8 C36 H36A 108.9 . . ? C37 C36 H36A 108.9 . . ? N8 C36 H36B 108.9 . . ? C37 C36 H36B 108.9 . . ? H36A C36 H36B 107.7 . . ? C42 C37 C38 118.5(7) . . ? C42 C37 C36 120.7(7) . . ? C38 C37 C36 120.8(7) . . ? C39 C38 C37 122.4(8) . . ? C39 C38 H38 118.8 . . ? C37 C38 H38 118.8 . . ? C40 C39 C38 121.2(9) . . ? C40 C39 H39 119.4 . . ? C38 C39 H39 119.4 . . ? C41 C40 C39 119.5(10) . . ? C41 C40 H40 120.3 . . ? C39 C40 H40 120.3 . . ? C40 C41 C42 123.0(9) . . ? C40 C41 H41 118.5 . . ? C42 C41 H41 118.5 . . ? C37 C42 C41 115.3(8) . . ? C37 C42 H42 122.3 . . ? C41 C42 H42 122.3 . . ? C44 C43 H43A 109.5 . . ? C44 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C44 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N9 C44 C43 177.2(11) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C19 N3 N4 N5 -1.9(6) . . . . ? Ni1 N3 N4 N5 170.2(4) . . . . ? N3 N4 N5 C20 1.8(7) . . . . ? N3 N4 N5 C21 179.7(5) . . . . ? C34 N6 N7 N8 2.1(6) . . . . ? Ni1 N6 N7 N8 -167.5(4) . . . . ? N6 N7 N8 C35 -1.3(6) . . . . ? N6 N7 N8 C36 -179.0(5) . . . . ? N7 N6 Ni1 N3 -9.2(4) . . . . ? C34 N6 Ni1 N3 -177.3(4) . . . . ? N7 N6 Ni1 N2 161.4(4) . . . . ? C34 N6 Ni1 N2 -6.6(5) . . . . ? N7 N6 Ni1 N1 121.1(7) . . . . ? C34 N6 Ni1 N1 -46.9(9) . . . . ? N7 N6 Ni1 Br2 -107.5(4) . . . . ? C34 N6 Ni1 Br2 84.5(4) . . . . ? N7 N6 Ni1 Br1 77.6(4) . . . . ? C34 N6 Ni1 Br1 -90.5(4) . . . . ? N4 N3 Ni1 N6 3.6(5) . . . . ? C19 N3 Ni1 N6 174.4(5) . . . . ? N4 N3 Ni1 N2 -136.4(7) . . . . ? C19 N3 Ni1 N2 34.4(10) . . . . ? N4 N3 Ni1 N1 -164.6(4) . . . . ? C19 N3 Ni1 N1 6.3(5) . . . . ? N4 N3 Ni1 Br2 100.3(4) . . . . ? C19 N3 Ni1 Br2 -88.9(5) . . . . ? N4 N3 Ni1 Br1 -78.7(4) . . . . ? C19 N3 Ni1 Br1 92.2(5) . . . . ? C12 N2 Ni1 N6 -144.2(4) . . . . ? C28 N2 Ni1 N6 28.8(5) . . . . ? C12 N2 Ni1 N3 -3.0(9) . . . . ? C28 N2 Ni1 N3 170.1(6) . . . . ? C12 N2 Ni1 N1 25.6(4) . . . . ? C28 N2 Ni1 N1 -161.3(5) . . . . ? C12 N2 Ni1 Br2 120.9(4) . . . . ? C28 N2 Ni1 Br2 -66.0(5) . . . . ? C12 N2 Ni1 Br1 -61.3(4) . . . . ? C28 N2 Ni1 Br1 111.8(5) . . . . ? C1 N1 Ni1 N6 15.0(9) . . . . ? C13 N1 Ni1 N6 -156.8(6) . . . . ? C1 N1 Ni1 N3 146.9(4) . . . . ? C13 N1 Ni1 N3 -24.9(5) . . . . ? C1 N1 Ni1 N2 -26.1(4) . . . . ? C13 N1 Ni1 N2 162.1(5) . . . . ? C1 N1 Ni1 Br2 -116.4(4) . . . . ? C13 N1 Ni1 Br2 71.9(5) . . . . ? C1 N1 Ni1 Br1 58.2(4) . . . . ? C13 N1 Ni1 Br1 -113.5(5) . . . . ? C13 N1 C1 C2 16.8(10) . . . . ? Ni1 N1 C1 C2 -155.5(6) . . . . ? C13 N1 C1 C12 -165.0(5) . . . . ? Ni1 N1 C1 C12 22.6(6) . . . . ? N1 C1 C2 C3 4.6(12) . . . . ? C12 C1 C2 C3 -173.7(7) . . . . ? N1 C1 C2 C7 177.0(7) . . . . ? C12 C1 C2 C7 -1.3(6) . . . . ? C7 C2 C3 C4 -0.7(9) . . . . ? C1 C2 C3 C4 170.9(7) . . . . ? C2 C3 C4 C5 1.8(11) . . . . ? C3 C4 C5 C6 -2.1(11) . . . . ? C4 C5 C6 C7 1.4(10) . . . . ? C4 C5 C6 C8 -174.9(7) . . . . ? C5 C6 C7 C11 -176.1(6) . . . . ? C8 C6 C7 C11 0.5(9) . . . . ? C5 C6 C7 C2 -0.3(9) . . . . ? C8 C6 C7 C2 176.3(6) . . . . ? C3 C2 C7 C6 0.0(9) . . . . ? C1 C2 C7 C6 -173.8(5) . . . . ? C3 C2 C7 C11 176.2(5) . . . . ? C1 C2 C7 C11 2.4(7) . . . . ? C7 C6 C8 C9 -0.4(9) . . . . ? C5 C6 C8 C9 175.9(6) . . . . ? C6 C8 C9 C10 0.9(10) . . . . ? C8 C9 C10 C11 -1.5(9) . . . . ? C9 C10 C11 C7 1.5(8) . . . . ? C9 C10 C11 C12 -171.0(6) . . . . ? C6 C7 C11 C10 -1.1(9) . . . . ? C2 C7 C11 C10 -177.2(5) . . . . ? C6 C7 C11 C12 173.6(6) . . . . ? C2 C7 C11 C12 -2.5(7) . . . . ? C28 N2 C12 C11 -17.7(10) . . . . ? Ni1 N2 C12 C11 155.6(6) . . . . ? C28 N2 C12 C1 165.4(5) . . . . ? Ni1 N2 C12 C1 -21.2(6) . . . . ? C10 C11 C12 N2 -2.3(12) . . . . ? C7 C11 C12 N2 -175.5(6) . . . . ? C10 C11 C12 C1 174.7(6) . . . . ? C7 C11 C12 C1 1.5(6) . . . . ? N1 C1 C12 N2 -1.2(7) . . . . ? C2 C1 C12 N2 177.5(5) . . . . ? N1 C1 C12 C11 -178.9(5) . . . . ? C2 C1 C12 C11 -0.2(6) . . . . ? C1 N1 C13 C18 -146.1(6) . . . . ? Ni1 N1 C13 C18 24.7(8) . . . . ? C1 N1 C13 C14 40.4(8) . . . . ? Ni1 N1 C13 C14 -148.8(5) . . . . ? C18 C13 C14 C15 2.9(10) . . . . ? N1 C13 C14 C15 176.5(6) . . . . ? C13 C14 C15 C16 -1.7(11) . . . . ? C14 C15 C16 C17 -0.7(12) . . . . ? C15 C16 C17 C18 1.7(12) . . . . ? C14 C13 C18 C17 -1.8(9) . . . . ? N1 C13 C18 C17 -175.4(6) . . . . ? C14 C13 C18 C19 174.5(6) . . . . ? N1 C13 C18 C19 1.0(9) . . . . ? C16 C17 C18 C13 -0.4(10) . . . . ? C16 C17 C18 C19 -177.0(7) . . . . ? N4 N3 C19 C20 1.3(7) . . . . ? Ni1 N3 C19 C20 -170.5(4) . . . . ? N4 N3 C19 C18 -175.4(6) . . . . ? Ni1 N3 C19 C18 12.8(9) . . . . ? C13 C18 C19 N3 -20.8(10) . . . . ? C17 C18 C19 N3 155.6(6) . . . . ? C13 C18 C19 C20 163.2(7) . . . . ? C17 C18 C19 C20 -20.4(10) . . . . ? N4 N5 C20 C19 -1.0(7) . . . . ? C21 N5 C20 C19 -178.6(6) . . . . ? N3 C19 C20 N5 -0.2(7) . . . . ? C18 C19 C20 N5 176.4(6) . . . . ? N4 N5 C21 C22 -84.1(7) . . . . ? C20 N5 C21 C22 93.3(8) . . . . ? N5 C21 C22 C27 -107.6(7) . . . . ? N5 C21 C22 C23 72.9(8) . . . . ? C27 C22 C23 C24 -0.5(11) . . . . ? C21 C22 C23 C24 178.9(7) . . . . ? C22 C23 C24 C25 -1.1(14) . . . . ? C23 C24 C25 C26 2.6(17) . . . . ? C24 C25 C26 C27 -2.4(17) . . . . ? C23 C22 C27 C26 0.6(12) . . . . ? C21 C22 C27 C26 -178.8(8) . . . . ? C25 C26 C27 C22 0.8(15) . . . . ? C12 N2 C28 C33 142.9(6) . . . . ? Ni1 N2 C28 C33 -29.3(8) . . . . ? C12 N2 C28 C29 -42.8(8) . . . . ? Ni1 N2 C28 C29 145.1(5) . . . . ? C33 C28 C29 C30 -4.5(10) . . . . ? N2 C28 C29 C30 -179.0(6) . . . . ? C28 C29 C30 C31 1.5(11) . . . . ? C29 C30 C31 C32 -0.1(11) . . . . ? C30 C31 C32 C33 1.7(11) . . . . ? C31 C32 C33 C28 -4.6(10) . . . . ? C31 C32 C33 C34 175.7(6) . . . . ? N2 C28 C33 C32 -179.6(6) . . . . ? C29 C28 C33 C32 6.0(9) . . . . ? N2 C28 C33 C34 0.1(9) . . . . ? C29 C28 C33 C34 -174.3(6) . . . . ? N7 N6 C34 C35 -2.1(6) . . . . ? Ni1 N6 C34 C35 167.4(4) . . . . ? N7 N6 C34 C33 174.8(5) . . . . ? Ni1 N6 C34 C33 -15.7(8) . . . . ? C32 C33 C34 C35 19.9(9) . . . . ? C28 C33 C34 C35 -159.9(6) . . . . ? C32 C33 C34 N6 -156.4(6) . . . . ? C28 C33 C34 N6 23.9(9) . . . . ? N7 N8 C35 C34 0.1(7) . . . . ? C36 N8 C35 C34 177.5(6) . . . . ? N6 C34 C35 N8 1.2(7) . . . . ? C33 C34 C35 N8 -175.6(5) . . . . ? N7 N8 C36 C37 80.4(7) . . . . ? C35 N8 C36 C37 -96.9(8) . . . . ? N8 C36 C37 C42 -99.4(8) . . . . ? N8 C36 C37 C38 81.7(8) . . . . ? C42 C37 C38 C39 2.0(12) . . . . ? C36 C37 C38 C39 -179.0(7) . . . . ? C37 C38 C39 C40 -2.3(14) . . . . ? C38 C39 C40 C41 1.6(16) . . . . ? C39 C40 C41 C42 -0.8(17) . . . . ? C38 C37 C42 C41 -1.1(11) . . . . ? C36 C37 C42 C41 179.9(7) . . . . ? C40 C41 C42 C37 0.6(14) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.78 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.062 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.121 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.500 1.000 350 63 ' ' _platon_squeeze_details ; ; ########################################################### data_7a _database_code_depnum_ccdc_archive 'CCDC 789965' #TrackingRef '- Compounds_1a_1c_2b_3a_4a_4c_5a_5c_6a_7a_revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C42 H30 N8 Ni O2, 2(Br)' _chemical_formula_sum 'C42 H30 Br2 N8 Ni O2' _chemical_melting_point ? _exptl_crystal_description plate _exptl_crystal_colour brown _diffrn_ambient_temperature 150(2) _chemical_formula_weight 897.24 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' Ni Ni 0.3393 1.1124 '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' O O 0.0106 0.0060 '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' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 16.0297(17) _cell_length_b 16.1944(17) _cell_length_c 17.5912(18) _cell_angle_alpha 98.066(6) _cell_angle_beta 97.010(10) _cell_angle_gamma 105.495(6) _cell_volume 4295.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7160 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 21.63 _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 2.355 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5795 _exptl_absorpt_correction_T_max 0.8340 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 58414 _diffrn_reflns_av_R_equivalents 0.0677 _diffrn_reflns_av_sigmaI/netI 0.1069 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.19 _diffrn_reflns_theta_max 25.74 _reflns_number_total 16079 _reflns_number_gt 9091 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material enCIFer _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^ > 2\s(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^)+(0.1098P)^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 SHELXL _refine_ls_extinction_coef ? _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 16079 _refine_ls_number_parameters 992 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1112 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.1830 _refine_ls_wR_factor_gt 0.1664 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _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 Ni1 Ni 0.97867(5) 0.54346(4) 0.80877(4) 0.02189(19) Uani 1 1 d . . . Br1 Br 0.67488(8) 0.28777(7) 0.49290(5) 0.0924(4) Uani 1 1 d . . . Br2 Br 0.92750(4) 0.28227(4) 0.92643(3) 0.02844(17) Uani 1 1 d . . . O1 O 1.0798(2) 0.5949(2) 0.90556(19) 0.0234(9) Uani 1 1 d . . . O2 O 0.9069(2) 0.4596(2) 0.8715(2) 0.0273(9) Uani 1 1 d . . . N1 N 1.0434(3) 0.6000(3) 0.7260(3) 0.0260(11) Uani 1 1 d . . . N2 N 0.8752(3) 0.5193(3) 0.7168(3) 0.0306(12) Uani 1 1 d . . . N3 N 1.0502(3) 0.4581(3) 0.7779(2) 0.0230(11) Uani 1 1 d . . . N4 N 1.0304(3) 0.3754(3) 0.7849(2) 0.0229(11) Uani 1 1 d . . . N5 N 1.1042(3) 0.3524(3) 0.7846(2) 0.0262(11) Uani 1 1 d . . . N6 N 0.9175(3) 0.6333(3) 0.8483(2) 0.0249(11) Uani 1 1 d . . . N7 N 0.9585(3) 0.7082(3) 0.8952(3) 0.0266(11) Uani 1 1 d . . . N8 N 0.8954(3) 0.7390(3) 0.9199(3) 0.0299(12) Uani 1 1 d . . . C1 C 0.9946(4) 0.5870(4) 0.6592(3) 0.0294(14) Uani 1 1 d . . . C2 C 1.0075(5) 0.6047(4) 0.5799(3) 0.0379(16) Uani 1 1 d . . . C3 C 1.0803(5) 0.6331(4) 0.5460(4) 0.0463(18) Uani 1 1 d . . . H3 H 1.1368 0.6439 0.5730 0.056 Uiso 1 1 calc R . . C4 C 1.0648(6) 0.6451(4) 0.4670(4) 0.051(2) Uani 1 1 d . . . H4 H 1.1123 0.6619 0.4414 0.061 Uiso 1 1 calc R . . C5 C 0.9811(6) 0.6322(5) 0.4280(4) 0.059(2) Uani 1 1 d . . . H5 H 0.9745 0.6443 0.3779 0.070 Uiso 1 1 calc R . . C6 C 0.9040(5) 0.6013(4) 0.4608(3) 0.0455(18) Uani 1 1 d . . . C7 C 0.9219(5) 0.5867(4) 0.5384(3) 0.0393(17) Uani 1 1 d . . . C8 C 0.8163(6) 0.5805(5) 0.4284(4) 0.065(2) Uani 1 1 d . . . H8 H 0.8023 0.5881 0.3775 0.078 Uiso 1 1 calc R . . C9 C 0.7488(6) 0.5492(6) 0.4674(4) 0.068(2) Uani 1 1 d . . . H9 H 0.6910 0.5373 0.4431 0.082 Uiso 1 1 calc R . . C10 C 0.7668(5) 0.5347(5) 0.5446(4) 0.052(2) Uani 1 1 d . . . H10 H 0.7213 0.5130 0.5711 0.063 Uiso 1 1 calc R . . C11 C 0.8526(5) 0.5535(4) 0.5793(3) 0.0400(17) Uani 1 1 d . . . C12 C 0.8975(4) 0.5488(4) 0.6555(3) 0.0331(15) Uani 1 1 d . . . C13 C 1.1346(4) 0.6322(4) 0.7384(3) 0.0313(15) Uani 1 1 d . . . C14 C 1.1778(4) 0.7169(4) 0.7316(3) 0.0364(16) Uani 1 1 d . . . H14 H 1.1456 0.7537 0.7168 0.044 Uiso 1 1 calc R . . C15 C 1.2677(5) 0.7463(5) 0.7466(4) 0.0474(18) Uani 1 1 d . . . H15 H 1.2970 0.8029 0.7423 0.057 Uiso 1 1 calc R . . C16 C 1.3140(5) 0.6901(5) 0.7682(4) 0.0479(19) Uani 1 1 d . . . H16 H 1.3751 0.7096 0.7778 0.058 Uiso 1 1 calc R . . C17 C 1.2729(4) 0.6066(4) 0.7759(3) 0.0363(16) Uani 1 1 d . . . H17 H 1.3058 0.5700 0.7899 0.044 Uiso 1 1 calc R . . C18 C 1.1831(4) 0.5775(4) 0.7627(3) 0.0279(14) Uani 1 1 d . . . C19 C 1.1386(4) 0.4868(4) 0.7722(3) 0.0253(13) Uani 1 1 d . . . C20 C 1.1719(4) 0.4183(4) 0.7774(3) 0.0266(13) Uani 1 1 d . . . H20 H 1.2296 0.4176 0.7761 0.032 Uiso 1 1 calc R . . C21 C 1.1019(4) 0.2604(4) 0.7862(3) 0.0315(14) Uani 1 1 d . . . H21A H 1.0532 0.2330 0.8106 0.038 Uiso 1 1 calc R . . H21B H 1.1558 0.2586 0.8168 0.038 Uiso 1 1 calc R . . C22 C 1.0917(4) 0.2112(4) 0.7045(3) 0.0324(15) Uani 1 1 d . . . C23 C 1.1653(4) 0.2175(4) 0.6679(4) 0.0458(18) Uani 1 1 d . . . H23 H 1.2206 0.2501 0.6948 0.055 Uiso 1 1 calc R . . C24 C 1.1563(5) 0.1756(5) 0.5921(4) 0.061(2) Uani 1 1 d . . . H24 H 1.2049 0.1812 0.5671 0.073 Uiso 1 1 calc R . . C25 C 1.0730(6) 0.1247(5) 0.5533(4) 0.059(2) Uani 1 1 d . . . H25 H 1.0668 0.0948 0.5028 0.071 Uiso 1 1 calc R . . C26 C 1.0023(5) 0.1184(5) 0.5879(4) 0.054(2) Uani 1 1 d . . . H26 H 0.9475 0.0842 0.5614 0.064 Uiso 1 1 calc R . . C27 C 1.0108(4) 0.1637(4) 0.6651(4) 0.0432(17) Uani 1 1 d . . . H27 H 0.9614 0.1609 0.6884 0.052 Uiso 1 1 calc R . . C28 C 0.7852(4) 0.4912(4) 0.7297(3) 0.0307(14) Uani 1 1 d . . . C29 C 0.7247(4) 0.4196(4) 0.6837(4) 0.0375(16) Uani 1 1 d . . . H29 H 0.7391 0.3884 0.6412 0.045 Uiso 1 1 calc R . . C30 C 0.6414(5) 0.3955(5) 0.7027(4) 0.0488(19) Uani 1 1 d . . . H30 H 0.5990 0.3483 0.6711 0.059 Uiso 1 1 calc R . . C31 C 0.6191(4) 0.4373(5) 0.7650(5) 0.0505(19) Uani 1 1 d . . . H31 H 0.5625 0.4185 0.7759 0.061 Uiso 1 1 calc R . . C32 C 0.6802(4) 0.5085(4) 0.8131(4) 0.0405(16) Uani 1 1 d . . . H32 H 0.6652 0.5367 0.8569 0.049 Uiso 1 1 calc R . . C33 C 0.7649(4) 0.5375(4) 0.7949(3) 0.0294(14) Uani 1 1 d . . . C34 C 0.8280(4) 0.6170(4) 0.8430(3) 0.0263(13) Uani 1 1 d . . . C35 C 0.8140(4) 0.6835(4) 0.8891(4) 0.0335(15) Uani 1 1 d . . . H35 H 0.7601 0.6904 0.8983 0.040 Uiso 1 1 calc R . . C36 C 0.9192(4) 0.8233(4) 0.9737(4) 0.0377(16) Uani 1 1 d . . . H36A H 0.9748 0.8315 1.0069 0.045 Uiso 1 1 calc R . . H36B H 0.8749 0.8229 1.0067 0.045 Uiso 1 1 calc R . . C37 C 0.9266(4) 0.8977(4) 0.9301(3) 0.0346(15) Uani 1 1 d . . . C38 C 0.8783(4) 0.9540(4) 0.9438(4) 0.0410(17) Uani 1 1 d . . . H38 H 0.8377 0.9437 0.9775 0.049 Uiso 1 1 calc R . . C39 C 0.8887(5) 1.0274(5) 0.9081(4) 0.0491(18) Uani 1 1 d . . . H39 H 0.8567 1.0667 0.9181 0.059 Uiso 1 1 calc R . . C40 C 0.9496(5) 1.0393(5) 0.8565(4) 0.055(2) Uani 1 1 d . . . H40 H 0.9584 1.0876 0.8322 0.066 Uiso 1 1 calc R . . C41 C 0.9944(5) 0.9835(5) 0.8421(4) 0.059(2) Uani 1 1 d . . . H41 H 1.0338 0.9924 0.8073 0.071 Uiso 1 1 calc R . . C42 C 0.9837(5) 0.9131(5) 0.8774(4) 0.056(2) Uani 1 1 d . . . H42 H 1.0157 0.8741 0.8659 0.068 Uiso 1 1 calc R . . Ni1A Ni 0.44579(5) 0.14879(5) 0.75619(4) 0.0250(2) Uani 1 1 d . . . Br3 Br 0.28554(5) 0.22733(5) 0.92888(4) 0.0479(2) Uani 1 1 d . . . Br4 Br 0.38772(5) 0.43587(6) 0.72827(6) 0.0716(3) Uani 1 1 d . . . O3 O 0.4027(3) 0.1463(3) 0.6401(2) 0.0395(11) Uani 1 1 d . . . O4 O 0.4058(3) 0.2599(3) 0.7850(2) 0.0434(11) Uani 1 1 d . . . N1A N 0.3328(3) 0.0685(3) 0.7831(2) 0.0245(11) Uani 1 1 d . . . N2A N 0.4786(3) 0.1648(3) 0.8778(2) 0.0233(10) Uani 1 1 d . . . N3A N 0.4557(3) 0.0212(3) 0.7162(2) 0.0252(11) Uani 1 1 d . . . N4A N 0.5307(3) 0.0017(3) 0.7113(3) 0.0292(12) Uani 1 1 d . . . N5A N 0.5089(3) -0.0801(3) 0.6743(3) 0.0333(12) Uani 1 1 d . . . N6A N 0.5771(3) 0.1996(3) 0.7557(3) 0.0270(11) Uani 1 1 d . . . N7A N 0.6133(3) 0.1840(3) 0.6933(3) 0.0357(13) Uani 1 1 d . . . N8A N 0.7001(3) 0.2088(4) 0.7184(3) 0.0393(14) Uani 1 1 d . . . C1A C 0.3438(3) 0.0522(3) 0.8519(3) 0.0217(12) Uani 1 1 d . . . C2A C 0.2984(3) -0.0158(4) 0.8930(3) 0.0260(13) Uani 1 1 d . . . C3A C 0.2270(4) -0.0865(4) 0.8730(3) 0.0317(14) Uani 1 1 d . . . H3A H 0.1922 -0.0985 0.8242 0.038 Uiso 1 1 calc R . . C4A C 0.2064(4) -0.1417(4) 0.9275(4) 0.0437(17) Uani 1 1 d . . . H4A H 0.1571 -0.1899 0.9141 0.052 Uiso 1 1 calc R . . C5A C 0.2572(4) -0.1263(4) 1.0004(4) 0.0377(16) Uani 1 1 d . . . H5A H 0.2420 -0.1646 1.0346 0.045 Uiso 1 1 calc R . . C6A C 0.3316(4) -0.0532(4) 1.0230(3) 0.0296(14) Uani 1 1 d . . . C7A C 0.3493(4) 0.0012(4) 0.9677(3) 0.0260(13) Uani 1 1 d . . . C8A C 0.3915(4) -0.0283(4) 1.0942(3) 0.0318(14) Uani 1 1 d . . . H8A H 0.3820 -0.0611 1.1333 0.038 Uiso 1 1 calc R . . C9A C 0.4623(4) 0.0428(4) 1.1058(3) 0.0314(14) Uani 1 1 d . . . H9A H 0.5007 0.0564 1.1528 0.038 Uiso 1 1 calc R . . C10A C 0.4807(4) 0.0969(4) 1.0510(3) 0.0271(13) Uani 1 1 d . . . H10A H 0.5301 0.1452 1.0611 0.033 Uiso 1 1 calc R . . C11A C 0.4238(4) 0.0767(3) 0.9819(3) 0.0232(13) Uani 1 1 d . . . C12A C 0.4228(4) 0.1098(4) 0.9070(3) 0.0245(13) Uani 1 1 d . . . C13A C 0.2659(3) 0.0079(4) 0.7237(3) 0.0251(13) Uani 1 1 d . . . C14A C 0.1800(4) 0.0101(4) 0.7157(4) 0.0365(15) Uani 1 1 d . . . H14A H 0.1640 0.0520 0.7477 0.044 Uiso 1 1 calc R . . C15A C 0.1167(4) -0.0523(4) 0.6581(4) 0.0417(17) Uani 1 1 d . . . H15A H 0.0580 -0.0533 0.6525 0.050 Uiso 1 1 calc R . . C16A C 0.1431(4) -0.1112(4) 0.6108(3) 0.0359(16) Uani 1 1 d . . . H16A H 0.1016 -0.1525 0.5728 0.043 Uiso 1 1 calc R . . C17A C 0.2294(4) -0.1110(4) 0.6178(3) 0.0327(15) Uani 1 1 d . . . H17A H 0.2452 -0.1523 0.5848 0.039 Uiso 1 1 calc R . . C18A C 0.2937(3) -0.0496(4) 0.6738(3) 0.0248(13) Uani 1 1 d . . . C19A C 0.3865(4) -0.0482(4) 0.6816(3) 0.0270(14) Uani 1 1 d . . . C20A C 0.4206(4) -0.1141(4) 0.6544(3) 0.0336(15) Uani 1 1 d . . . H20A H 0.3897 -0.1699 0.6279 0.040 Uiso 1 1 calc R . . C21A C 0.5763(4) -0.1226(4) 0.6613(4) 0.0437(17) Uani 1 1 d . . . H2AA H 0.6317 -0.0786 0.6639 0.052 Uiso 1 1 calc R . . H2BA H 0.5610 -0.1578 0.6095 0.052 Uiso 1 1 calc R . . C22A C 0.5873(4) -0.1800(4) 0.7209(4) 0.0409(17) Uani 1 1 d . . . C23A C 0.5350(5) -0.2658(5) 0.7101(5) 0.0514(19) Uani 1 1 d . . . H23A H 0.4959 -0.2911 0.6639 0.062 Uiso 1 1 calc R . . C24A C 0.5421(5) -0.3133(5) 0.7692(5) 0.060(2) Uani 1 1 d . . . H24A H 0.5057 -0.3699 0.7635 0.072 Uiso 1 1 calc R . . C25A C 0.6013(5) -0.2778(6) 0.8348(5) 0.055(2) Uani 1 1 d . . . H25A H 0.6062 -0.3110 0.8732 0.066 Uiso 1 1 calc R . . C26A C 0.6524(5) -0.1971(5) 0.8456(4) 0.0527(19) Uani 1 1 d . . . H26A H 0.6924 -0.1738 0.8915 0.063 Uiso 1 1 calc R . . C27A C 0.6466(4) -0.1470(5) 0.7888(4) 0.0467(18) Uani 1 1 d . . . H27A H 0.6833 -0.0902 0.7966 0.056 Uiso 1 1 calc R . . C28A C 0.5463(4) 0.2332(3) 0.9245(3) 0.0233(13) Uani 1 1 d . . . C29A C 0.5322(4) 0.2755(4) 0.9957(3) 0.0322(14) Uani 1 1 d . . . H29A H 0.4782 0.2570 1.0119 0.039 Uiso 1 1 calc R . . C30A C 0.5976(4) 0.3439(4) 1.0414(3) 0.0367(16) Uani 1 1 d . . . H30A H 0.5876 0.3717 1.0879 0.044 Uiso 1 1 calc R . . C31A C 0.6776(4) 0.3709(4) 1.0182(4) 0.0463(18) Uani 1 1 d . . . H31A H 0.7230 0.4146 1.0505 0.056 Uiso 1 1 calc R . . C32A C 0.6909(4) 0.3336(4) 0.9472(4) 0.0397(16) Uani 1 1 d . . . H32A H 0.7453 0.3535 0.9321 0.048 Uiso 1 1 calc R . . C33A C 0.6255(4) 0.2670(4) 0.8973(3) 0.0264(13) Uani 1 1 d . . . C34A C 0.6415(4) 0.2355(4) 0.8196(3) 0.0287(14) Uani 1 1 d . . . C35A C 0.7198(4) 0.2397(4) 0.7940(4) 0.0341(15) Uani 1 1 d . . . H35A H 0.7756 0.2603 0.8239 0.041 Uiso 1 1 calc R . . C36A C 0.7599(4) 0.1976(5) 0.6627(4) 0.051(2) Uani 1 1 d . . . H3AA H 0.8187 0.2339 0.6854 0.061 Uiso 1 1 calc R . . H3BA H 0.7419 0.2180 0.6159 0.061 Uiso 1 1 calc R . . C37A C 0.7622(4) 0.1067(5) 0.6411(4) 0.050(2) Uani 1 1 d . . . C38A C 0.7338(5) 0.0609(6) 0.5644(4) 0.061(2) Uani 1 1 d . . . H38A H 0.7084 0.0866 0.5274 0.073 Uiso 1 1 calc R . . C39A C 0.7424(5) -0.0213(6) 0.5422(4) 0.065(2) Uani 1 1 d . . . H39A H 0.7230 -0.0499 0.4908 0.078 Uiso 1 1 calc R . . C40A C 0.7789(5) -0.0604(6) 0.5948(5) 0.061(2) Uani 1 1 d . . . H40A H 0.7851 -0.1155 0.5797 0.074 Uiso 1 1 calc R . . C41A C 0.8076(5) -0.0168(6) 0.6736(5) 0.056(2) Uani 1 1 d . . . H41A H 0.8334 -0.0430 0.7099 0.067 Uiso 1 1 calc R . . C42A C 0.7972(4) 0.0640(5) 0.6960(4) 0.0485(19) Uani 1 1 d . . . H42A H 0.8135 0.0909 0.7480 0.058 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 Ni1 0.0298(4) 0.0221(4) 0.0151(4) 0.0059(3) 0.0060(3) 0.0075(3) Br1 0.1386(9) 0.0789(7) 0.0513(5) -0.0277(5) -0.0324(5) 0.0593(7) Br2 0.0350(4) 0.0237(3) 0.0271(3) 0.0083(2) 0.0096(3) 0.0054(3) O1 0.022(2) 0.028(2) 0.0183(19) 0.0034(16) 0.0039(15) 0.0039(17) O2 0.028(2) 0.031(2) 0.022(2) 0.0092(17) 0.0064(17) 0.0044(18) N1 0.035(3) 0.026(3) 0.022(3) 0.007(2) 0.009(2) 0.014(2) N2 0.044(3) 0.028(3) 0.019(3) 0.003(2) 0.002(2) 0.011(2) N3 0.033(3) 0.023(3) 0.013(2) 0.0047(19) 0.006(2) 0.006(2) N4 0.032(3) 0.023(3) 0.018(2) 0.008(2) 0.014(2) 0.008(2) N5 0.036(3) 0.030(3) 0.020(2) 0.009(2) 0.013(2) 0.015(2) N6 0.035(3) 0.024(3) 0.019(2) 0.004(2) 0.009(2) 0.011(2) N7 0.033(3) 0.024(3) 0.024(3) 0.005(2) 0.002(2) 0.010(2) N8 0.041(3) 0.022(3) 0.033(3) 0.007(2) 0.011(2) 0.015(3) C1 0.053(4) 0.021(3) 0.019(3) 0.008(2) 0.008(3) 0.016(3) C2 0.069(5) 0.024(3) 0.026(3) 0.009(3) 0.023(3) 0.014(3) C3 0.072(5) 0.035(4) 0.032(4) 0.010(3) 0.016(3) 0.010(4) C4 0.090(6) 0.037(4) 0.029(4) 0.006(3) 0.024(4) 0.018(4) C5 0.114(7) 0.040(4) 0.022(4) 0.006(3) 0.016(4) 0.021(5) C6 0.080(6) 0.036(4) 0.019(3) 0.006(3) 0.005(4) 0.015(4) C7 0.072(5) 0.025(3) 0.020(3) 0.004(3) 0.002(3) 0.015(3) C8 0.101(7) 0.068(6) 0.026(4) 0.011(4) -0.009(4) 0.035(5) C9 0.080(6) 0.076(6) 0.044(5) 0.021(4) -0.003(4) 0.016(5) C10 0.060(5) 0.059(5) 0.030(4) 0.015(3) -0.007(3) 0.008(4) C11 0.062(5) 0.033(4) 0.024(3) 0.005(3) 0.006(3) 0.012(3) C12 0.049(4) 0.029(3) 0.022(3) 0.005(3) 0.004(3) 0.013(3) C13 0.039(4) 0.032(4) 0.027(3) 0.005(3) 0.018(3) 0.013(3) C14 0.046(4) 0.033(4) 0.036(4) 0.015(3) 0.017(3) 0.012(3) C15 0.045(4) 0.047(4) 0.052(4) 0.018(4) 0.026(4) 0.004(4) C16 0.034(4) 0.053(5) 0.055(5) 0.000(4) 0.019(3) 0.009(4) C17 0.036(4) 0.031(4) 0.042(4) 0.009(3) 0.017(3) 0.004(3) C18 0.037(4) 0.025(3) 0.025(3) 0.008(3) 0.020(3) 0.006(3) C19 0.036(4) 0.028(3) 0.014(3) 0.002(2) 0.011(2) 0.009(3) C20 0.032(3) 0.029(3) 0.021(3) 0.005(3) 0.012(3) 0.008(3) C21 0.041(4) 0.027(3) 0.030(3) 0.010(3) 0.006(3) 0.014(3) C22 0.052(4) 0.019(3) 0.031(3) 0.006(3) 0.014(3) 0.013(3) C23 0.031(4) 0.044(4) 0.053(4) -0.010(3) 0.010(3) 0.003(3) C24 0.062(5) 0.066(5) 0.052(5) -0.007(4) 0.032(4) 0.016(4) C25 0.074(6) 0.051(5) 0.038(4) -0.015(4) 0.001(4) 0.010(4) C26 0.038(4) 0.046(5) 0.059(5) 0.005(4) -0.018(4) -0.004(4) C27 0.028(4) 0.040(4) 0.055(5) 0.002(3) 0.003(3) 0.004(3) C28 0.026(3) 0.032(3) 0.032(3) 0.011(3) -0.004(3) 0.007(3) C29 0.047(4) 0.026(4) 0.033(4) 0.008(3) -0.004(3) 0.005(3) C30 0.045(5) 0.034(4) 0.052(5) 0.006(4) -0.022(4) 0.000(4) C31 0.027(4) 0.040(4) 0.075(6) 0.016(4) -0.007(4) -0.002(3) C32 0.025(4) 0.037(4) 0.062(5) 0.018(3) 0.003(3) 0.011(3) C33 0.030(3) 0.026(3) 0.034(3) 0.010(3) 0.003(3) 0.010(3) C34 0.032(4) 0.026(3) 0.022(3) 0.008(3) -0.001(3) 0.011(3) C35 0.032(4) 0.028(4) 0.044(4) 0.011(3) 0.007(3) 0.013(3) C36 0.053(4) 0.031(4) 0.033(4) 0.001(3) 0.014(3) 0.019(3) C37 0.045(4) 0.028(4) 0.031(3) 0.000(3) 0.008(3) 0.013(3) C38 0.049(4) 0.035(4) 0.038(4) 0.007(3) 0.013(3) 0.010(3) C39 0.059(5) 0.037(4) 0.052(4) 0.010(3) 0.007(4) 0.016(4) C40 0.069(5) 0.042(5) 0.041(4) 0.010(4) -0.002(4) -0.004(4) C41 0.079(6) 0.049(5) 0.060(5) 0.014(4) 0.037(4) 0.024(5) C42 0.071(5) 0.048(5) 0.071(5) 0.028(4) 0.045(4) 0.029(4) Ni1A 0.0279(4) 0.0239(4) 0.0226(4) 0.0095(3) 0.0050(3) 0.0035(3) Br3 0.0489(4) 0.0597(5) 0.0441(4) 0.0046(3) 0.0101(3) 0.0325(4) Br4 0.0559(5) 0.0591(5) 0.1201(8) 0.0442(5) 0.0353(5) 0.0273(4) O3 0.047(3) 0.047(3) 0.023(2) 0.012(2) -0.0017(19) 0.011(2) O4 0.051(3) 0.039(3) 0.046(3) 0.019(2) 0.011(2) 0.015(2) N1A 0.033(3) 0.027(3) 0.017(2) 0.006(2) 0.007(2) 0.011(2) N2A 0.022(3) 0.022(3) 0.026(3) 0.009(2) 0.004(2) 0.005(2) N3A 0.036(3) 0.023(3) 0.016(2) 0.008(2) 0.008(2) 0.003(2) N4A 0.028(3) 0.031(3) 0.030(3) 0.005(2) 0.010(2) 0.009(2) N5A 0.030(3) 0.030(3) 0.040(3) 0.002(2) 0.011(2) 0.009(2) N6A 0.031(3) 0.026(3) 0.029(3) 0.015(2) 0.013(2) 0.008(2) N7A 0.039(3) 0.034(3) 0.037(3) 0.019(2) 0.015(3) 0.005(3) N8A 0.033(3) 0.049(4) 0.043(3) 0.027(3) 0.018(3) 0.009(3) C1A 0.021(3) 0.016(3) 0.028(3) 0.004(2) 0.006(2) 0.004(2) C2A 0.017(3) 0.035(4) 0.029(3) 0.008(3) 0.011(2) 0.010(3) C3A 0.027(3) 0.030(3) 0.033(3) 0.008(3) 0.007(3) -0.001(3) C4A 0.034(4) 0.042(4) 0.055(5) 0.013(3) 0.012(3) 0.006(3) C5A 0.041(4) 0.030(4) 0.048(4) 0.018(3) 0.027(3) 0.007(3) C6A 0.031(3) 0.029(3) 0.038(4) 0.014(3) 0.021(3) 0.013(3) C7A 0.029(3) 0.025(3) 0.024(3) 0.005(2) 0.011(3) 0.005(3) C8A 0.038(4) 0.037(4) 0.031(3) 0.016(3) 0.014(3) 0.019(3) C9A 0.035(4) 0.037(4) 0.024(3) 0.007(3) 0.004(3) 0.014(3) C10A 0.030(3) 0.024(3) 0.028(3) 0.007(3) 0.008(3) 0.008(3) C11A 0.029(3) 0.021(3) 0.026(3) 0.007(2) 0.017(3) 0.012(3) C12A 0.028(3) 0.023(3) 0.024(3) 0.007(2) 0.010(2) 0.008(3) C13A 0.021(3) 0.028(3) 0.023(3) 0.011(3) -0.002(2) 0.001(3) C14A 0.032(4) 0.039(4) 0.045(4) 0.013(3) 0.014(3) 0.016(3) C15A 0.030(4) 0.041(4) 0.050(4) 0.018(3) -0.002(3) 0.002(3) C16A 0.032(4) 0.038(4) 0.028(3) 0.002(3) -0.001(3) -0.002(3) C17A 0.040(4) 0.034(4) 0.023(3) 0.003(3) 0.007(3) 0.009(3) C18A 0.022(3) 0.026(3) 0.022(3) 0.007(3) 0.006(2) -0.002(3) C19A 0.033(4) 0.026(3) 0.018(3) 0.002(3) 0.005(3) 0.002(3) C20A 0.032(4) 0.035(4) 0.031(3) 0.004(3) 0.008(3) 0.005(3) C21A 0.044(4) 0.042(4) 0.049(4) 0.007(3) 0.018(3) 0.015(3) C22A 0.023(3) 0.047(4) 0.056(4) 0.004(4) 0.014(3) 0.015(3) C23A 0.040(4) 0.038(4) 0.073(5) 0.003(4) 0.012(4) 0.010(4) C24A 0.059(5) 0.039(4) 0.090(6) 0.019(5) 0.028(5) 0.018(4) C25A 0.045(5) 0.073(6) 0.063(5) 0.025(5) 0.013(4) 0.035(5) C26A 0.045(5) 0.062(5) 0.060(5) 0.018(4) 0.004(4) 0.028(4) C27A 0.033(4) 0.052(5) 0.051(4) -0.007(4) 0.005(3) 0.015(3) C28A 0.028(3) 0.016(3) 0.024(3) 0.004(2) -0.006(2) 0.008(3) C29A 0.032(4) 0.028(3) 0.037(4) 0.009(3) 0.006(3) 0.008(3) C30A 0.037(4) 0.032(4) 0.029(3) -0.006(3) 0.001(3) -0.002(3) C31A 0.042(4) 0.038(4) 0.044(4) -0.005(3) -0.001(3) -0.004(3) C32A 0.027(4) 0.037(4) 0.046(4) 0.010(3) -0.001(3) -0.005(3) C33A 0.022(3) 0.022(3) 0.031(3) 0.009(3) -0.002(3) 0.001(3) C34A 0.028(3) 0.020(3) 0.037(4) 0.013(3) 0.005(3) 0.001(3) C35A 0.034(4) 0.033(4) 0.037(4) 0.014(3) 0.009(3) 0.005(3) C36A 0.038(4) 0.075(6) 0.048(4) 0.032(4) 0.028(3) 0.011(4) C37A 0.038(4) 0.071(5) 0.052(5) 0.018(4) 0.035(4) 0.019(4) C38A 0.070(6) 0.092(7) 0.038(5) 0.025(4) 0.026(4) 0.038(5) C39A 0.060(5) 0.102(7) 0.031(4) 0.002(5) 0.012(4) 0.023(5) C40A 0.049(5) 0.074(6) 0.064(6) 0.004(5) 0.026(4) 0.019(4) C41A 0.042(4) 0.072(6) 0.060(5) 0.022(4) 0.020(4) 0.016(4) C42A 0.037(4) 0.074(6) 0.036(4) 0.016(4) 0.014(3) 0.013(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Ni1 N6 2.050(5) . ? Ni1 N1 2.066(4) . ? Ni1 O2 2.070(3) . ? Ni1 N3 2.076(5) . ? Ni1 N2 2.085(5) . ? Ni1 O1 2.104(4) . ? N1 C1 1.285(7) . ? N1 C13 1.393(7) . ? N2 C12 1.290(7) . ? N2 C28 1.448(7) . ? N3 N4 1.318(6) . ? N3 C19 1.389(7) . ? N4 N5 1.333(6) . ? N5 C20 1.337(7) . ? N5 C21 1.484(7) . ? N6 N7 1.322(6) . ? N6 C34 1.377(7) . ? N7 N8 1.332(6) . ? N8 C35 1.368(7) . ? N8 C36 1.475(7) . ? C1 C2 1.492(8) . ? C1 C12 1.503(9) . ? C2 C3 1.374(9) . ? C2 C7 1.408(9) . ? C3 C4 1.431(9) . ? C3 H3 0.9300 . ? C4 C5 1.379(11) . ? C4 H4 0.9300 . ? C5 C6 1.426(10) . ? C5 H5 0.9300 . ? C6 C8 1.383(11) . ? C6 C7 1.427(8) . ? C7 C11 1.422(9) . ? C8 C9 1.372(11) . ? C8 H8 0.9300 . ? C9 C10 1.418(10) . ? C9 H9 0.9300 . ? C10 C11 1.369(9) . ? C10 H10 0.9300 . ? C11 C12 1.465(8) . ? C13 C14 1.392(8) . ? C13 C18 1.401(8) . ? C14 C15 1.371(9) . ? C14 H14 0.9300 . ? C15 C16 1.383(10) . ? C15 H15 0.9300 . ? C16 C17 1.370(9) . ? C16 H16 0.9300 . ? C17 C18 1.369(8) . ? C17 H17 0.9300 . ? C18 C19 1.495(8) . ? C19 C20 1.363(8) . ? C20 H20 0.9300 . ? C21 C22 1.511(8) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C27 1.361(9) . ? C22 C23 1.397(8) . ? C23 C24 1.382(9) . ? C23 H23 0.9300 . ? C24 C25 1.399(10) . ? C24 H24 0.9300 . ? C25 C26 1.338(10) . ? C25 H25 0.9300 . ? C26 C27 1.422(10) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.373(8) . ? C28 C33 1.401(8) . ? C29 C30 1.384(9) . ? C29 H29 0.9300 . ? C30 C31 1.342(10) . ? C30 H30 0.9300 . ? C31 C32 1.387(9) . ? C31 H31 0.9300 . ? C32 C33 1.405(8) . ? C32 H32 0.9300 . ? C33 C34 1.478(8) . ? C34 C35 1.341(8) . ? C35 H35 0.9300 . ? C36 C37 1.503(8) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.361(9) . ? C37 C42 1.383(9) . ? C38 C39 1.402(9) . ? C38 H38 0.9300 . ? C39 C40 1.407(10) . ? C39 H39 0.9300 . ? C40 C41 1.313(10) . ? C40 H40 0.9300 . ? C41 C42 1.355(10) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? Ni1A N6A 2.047(5) . ? Ni1A O3 2.066(4) . ? Ni1A N1A 2.079(4) . ? Ni1A O4 2.084(4) . ? Ni1A N2A 2.103(4) . ? Ni1A N3A 2.141(5) . ? N1A C1A 1.275(7) . ? N1A C13A 1.443(7) . ? N2A C12A 1.292(6) . ? N2A C28A 1.402(7) . ? N3A N4A 1.333(6) . ? N3A C19A 1.358(7) . ? N4A N5A 1.325(6) . ? N5A C20A 1.355(7) . ? N5A C21A 1.451(8) . ? N6A N7A 1.328(6) . ? N6A C34A 1.371(7) . ? N7A N8A 1.339(7) . ? N8A C35A 1.321(8) . ? N8A C36A 1.478(8) . ? C1A C2A 1.479(7) . ? C1A C12A 1.492(8) . ? C2A C3A 1.355(8) . ? C2A C7A 1.408(8) . ? C3A C4A 1.409(8) . ? C3A H3A 0.9300 . ? C4A C5A 1.384(9) . ? C4A H4A 0.9300 . ? C5A C6A 1.407(8) . ? C5A H5A 0.9300 . ? C6A C7A 1.406(8) . ? C6A C8A 1.418(8) . ? C7A C11A 1.430(7) . ? C8A C9A 1.355(8) . ? C8A H8A 0.9300 . ? C9A C10A 1.398(8) . ? C9A H9A 0.9300 . ? C10A C11A 1.368(8) . ? C10A H10A 0.9300 . ? C11A C12A 1.492(7) . ? C13A C14A 1.379(8) . ? C13A C18A 1.386(8) . ? C14A C15A 1.411(9) . ? C14A H14A 0.9300 . ? C15A C16A 1.363(9) . ? C15A H15A 0.9300 . ? C16A C17A 1.373(8) . ? C16A H16A 0.9300 . ? C17A C18A 1.397(8) . ? C17A H17A 0.9300 . ? C18A C19A 1.471(8) . ? C19A C20A 1.377(8) . ? C20A H20A 0.9300 . ? C21A C22A 1.520(9) . ? C21A H2AA 0.9700 . ? C21A H2BA 0.9700 . ? C22A C27A 1.375(9) . ? C22A C23A 1.391(9) . ? C23A C24A 1.387(10) . ? C23A H23A 0.9300 . ? C24A C25A 1.349(11) . ? C24A H24A 0.9300 . ? C25A C26A 1.317(10) . ? C25A H25A 0.9300 . ? C26A C27A 1.382(10) . ? C26A H26A 0.9300 . ? C27A H27A 0.9300 . ? C28A C33A 1.411(8) . ? C28A C29A 1.415(8) . ? C29A C30A 1.377(8) . ? C29A H29A 0.9300 . ? C30A C31A 1.371(9) . ? C30A H30A 0.9300 . ? C31A C32A 1.375(9) . ? C31A H31A 0.9300 . ? C32A C33A 1.393(8) . ? C32A H32A 0.9300 . ? C33A C34A 1.467(8) . ? C34A C35A 1.373(8) . ? C35A H35A 0.9300 . ? C36A C37A 1.481(10) . ? C36A H3AA 0.9700 . ? C36A H3BA 0.9700 . ? C37A C38A 1.401(10) . ? C37A C42A 1.411(10) . ? C38A C39A 1.382(11) . ? C38A H38A 0.9300 . ? C39A C40A 1.354(11) . ? C39A H39A 0.9300 . ? C40A C41A 1.424(10) . ? C40A H40A 0.9300 . ? C41A C42A 1.371(10) . ? C41A H41A 0.9300 . ? C42A H42A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N6 Ni1 N1 102.46(18) . . ? N6 Ni1 O2 87.99(16) . . ? N1 Ni1 O2 166.05(17) . . ? N6 Ni1 N3 174.45(18) . . ? N1 Ni1 N3 78.22(17) . . ? O2 Ni1 N3 92.27(16) . . ? N6 Ni1 N2 79.34(19) . . ? N1 Ni1 N2 78.89(19) . . ? O2 Ni1 N2 94.24(17) . . ? N3 Ni1 N2 106.15(18) . . ? N6 Ni1 O1 89.59(16) . . ? N1 Ni1 O1 98.43(16) . . ? O2 Ni1 O1 90.76(14) . . ? N3 Ni1 O1 84.86(16) . . ? N2 Ni1 O1 167.67(17) . . ? C1 N1 C13 123.8(5) . . ? C1 N1 Ni1 113.8(4) . . ? C13 N1 Ni1 121.0(4) . . ? C12 N2 C28 123.7(5) . . ? C12 N2 Ni1 114.4(4) . . ? C28 N2 Ni1 120.2(3) . . ? N4 N3 C19 108.8(5) . . ? N4 N3 Ni1 125.7(3) . . ? C19 N3 Ni1 122.3(4) . . ? N3 N4 N5 106.6(4) . . ? N4 N5 C20 112.1(5) . . ? N4 N5 C21 119.5(5) . . ? C20 N5 C21 128.2(5) . . ? N7 N6 C34 110.2(4) . . ? N7 N6 Ni1 124.0(4) . . ? C34 N6 Ni1 124.6(4) . . ? N6 N7 N8 105.7(4) . . ? N7 N8 C35 111.3(5) . . ? N7 N8 C36 119.7(5) . . ? C35 N8 C36 129.0(5) . . ? N1 C1 C2 136.5(6) . . ? N1 C1 C12 116.9(5) . . ? C2 C1 C12 106.5(5) . . ? C3 C2 C7 121.7(6) . . ? C3 C2 C1 133.8(7) . . ? C7 C2 C1 104.6(5) . . ? C2 C3 C4 116.7(7) . . ? C2 C3 H3 121.6 . . ? C4 C3 H3 121.6 . . ? C5 C4 C3 121.5(7) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 C6 123.3(6) . . ? C4 C5 H5 118.3 . . ? C6 C5 H5 118.3 . . ? C8 C6 C5 130.4(7) . . ? C8 C6 C7 116.0(7) . . ? C5 C6 C7 113.6(7) . . ? C2 C7 C11 115.8(5) . . ? C2 C7 C6 123.1(6) . . ? C11 C7 C6 121.1(7) . . ? C9 C8 C6 123.5(7) . . ? C9 C8 H8 118.3 . . ? C6 C8 H8 118.3 . . ? C8 C9 C10 120.4(8) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C11 C10 C9 118.6(7) . . ? C11 C10 H10 120.7 . . ? C9 C10 H10 120.7 . . ? C10 C11 C7 120.5(6) . . ? C10 C11 C12 135.3(6) . . ? C7 C11 C12 104.2(6) . . ? N2 C12 C11 136.6(6) . . ? N2 C12 C1 114.9(5) . . ? C11 C12 C1 108.5(5) . . ? C14 C13 N1 122.4(6) . . ? C14 C13 C18 119.9(6) . . ? N1 C13 C18 117.7(5) . . ? C15 C14 C13 120.1(6) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 118.7(6) . . ? C14 C15 H15 120.6 . . ? C16 C15 H15 120.6 . . ? C17 C16 C15 122.2(6) . . ? C17 C16 H16 118.9 . . ? C15 C16 H16 118.9 . . ? C18 C17 C16 119.4(6) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C13 119.6(5) . . ? C17 C18 C19 119.2(6) . . ? C13 C18 C19 121.1(5) . . ? C20 C19 N3 107.1(5) . . ? C20 C19 C18 129.8(5) . . ? N3 C19 C18 123.2(5) . . ? N5 C20 C19 105.4(5) . . ? N5 C20 H20 127.3 . . ? C19 C20 H20 127.3 . . ? N5 C21 C22 110.3(4) . . ? N5 C21 H21A 109.6 . . ? C22 C21 H21A 109.6 . . ? N5 C21 H21B 109.6 . . ? C22 C21 H21B 109.6 . . ? H21A C21 H21B 108.1 . . ? C27 C22 C23 119.9(6) . . ? C27 C22 C21 120.3(6) . . ? C23 C22 C21 119.8(6) . . ? C24 C23 C22 120.3(6) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 C25 119.1(6) . . ? C23 C24 H24 120.4 . . ? C25 C24 H24 120.4 . . ? C26 C25 C24 120.8(7) . . ? C26 C25 H25 119.6 . . ? C24 C25 H25 119.6 . . ? C25 C26 C27 120.3(6) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C22 C27 C26 119.6(6) . . ? C22 C27 H27 120.2 . . ? C26 C27 H27 120.2 . . ? C29 C28 C33 121.8(6) . . ? C29 C28 N2 121.8(6) . . ? C33 C28 N2 116.3(5) . . ? C28 C29 C30 117.6(6) . . ? C28 C29 H29 121.2 . . ? C30 C29 H29 121.2 . . ? C31 C30 C29 122.7(6) . . ? C31 C30 H30 118.6 . . ? C29 C30 H30 118.6 . . ? C30 C31 C32 120.3(7) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C31 C32 C33 119.3(7) . . ? C31 C32 H32 120.4 . . ? C33 C32 H32 120.4 . . ? C28 C33 C32 118.3(6) . . ? C28 C33 C34 122.5(5) . . ? C32 C33 C34 119.2(5) . . ? C35 C34 N6 107.1(5) . . ? C35 C34 C33 130.3(6) . . ? N6 C34 C33 122.6(5) . . ? C34 C35 N8 105.6(5) . . ? C34 C35 H35 127.2 . . ? N8 C35 H35 127.2 . . ? N8 C36 C37 111.3(5) . . ? N8 C36 H36A 109.4 . . ? C37 C36 H36A 109.4 . . ? N8 C36 H36B 109.4 . . ? C37 C36 H36B 109.4 . . ? H36A C36 H36B 108.0 . . ? C38 C37 C42 118.0(6) . . ? C38 C37 C36 120.0(5) . . ? C42 C37 C36 121.9(6) . . ? C37 C38 C39 121.0(6) . . ? C37 C38 H38 119.5 . . ? C39 C38 H38 119.5 . . ? C38 C39 C40 117.4(7) . . ? C38 C39 H39 121.3 . . ? C40 C39 H39 121.3 . . ? C41 C40 C39 121.2(7) . . ? C41 C40 H40 119.4 . . ? C39 C40 H40 119.4 . . ? C40 C41 C42 120.6(7) . . ? C40 C41 H41 119.7 . . ? C42 C41 H41 119.7 . . ? C41 C42 C37 121.7(7) . . ? C41 C42 H42 119.1 . . ? C37 C42 H42 119.1 . . ? N6A Ni1A O3 97.29(17) . . ? N6A Ni1A N1A 157.75(18) . . ? O3 Ni1A N1A 99.44(17) . . ? N6A Ni1A O4 102.61(18) . . ? O3 Ni1A O4 89.18(17) . . ? N1A Ni1A O4 92.20(17) . . ? N6A Ni1A N2A 86.74(17) . . ? O3 Ni1A N2A 171.30(18) . . ? N1A Ni1A N2A 78.79(17) . . ? O4 Ni1A N2A 82.40(17) . . ? N6A Ni1A N3A 89.66(18) . . ? O3 Ni1A N3A 84.60(17) . . ? N1A Ni1A N3A 77.48(17) . . ? O4 Ni1A N3A 166.88(18) . . ? N2A Ni1A N3A 103.19(17) . . ? C1A N1A C13A 119.8(5) . . ? C1A N1A Ni1A 112.7(4) . . ? C13A N1A Ni1A 121.8(3) . . ? C12A N2A C28A 122.3(5) . . ? C12A N2A Ni1A 112.3(4) . . ? C28A N2A Ni1A 124.9(3) . . ? N4A N3A C19A 110.1(5) . . ? N4A N3A Ni1A 124.9(4) . . ? C19A N3A Ni1A 124.4(4) . . ? N5A N4A N3A 106.4(4) . . ? N4A N5A C20A 111.5(5) . . ? N4A N5A C21A 120.3(5) . . ? C20A N5A C21A 128.2(5) . . ? N7A N6A C34A 109.8(5) . . ? N7A N6A Ni1A 122.1(4) . . ? C34A N6A Ni1A 126.5(4) . . ? N6A N7A N8A 105.8(5) . . ? C35A N8A N7A 111.9(5) . . ? C35A N8A C36A 128.6(6) . . ? N7A N8A C36A 119.5(5) . . ? N1A C1A C2A 135.4(5) . . ? N1A C1A C12A 117.0(5) . . ? C2A C1A C12A 107.5(4) . . ? C3A C2A C7A 119.3(5) . . ? C3A C2A C1A 134.8(5) . . ? C7A C2A C1A 105.8(5) . . ? C2A C3A C4A 118.8(6) . . ? C2A C3A H3A 120.6 . . ? C4A C3A H3A 120.6 . . ? C5A C4A C3A 122.2(6) . . ? C5A C4A H4A 118.9 . . ? C3A C4A H4A 118.9 . . ? C4A C5A C6A 120.4(6) . . ? C4A C5A H5A 119.8 . . ? C6A C5A H5A 119.8 . . ? C7A C6A C5A 115.9(6) . . ? C7A C6A C8A 116.0(5) . . ? C5A C6A C8A 128.1(5) . . ? C6A C7A C2A 123.4(5) . . ? C6A C7A C11A 122.1(5) . . ? C2A C7A C11A 114.4(5) . . ? C9A C8A C6A 120.8(5) . . ? C9A C8A H8A 119.6 . . ? C6A C8A H8A 119.6 . . ? C8A C9A C10A 123.6(6) . . ? C8A C9A H9A 118.2 . . ? C10A C9A H9A 118.2 . . ? C11A C10A C9A 117.9(5) . . ? C11A C10A H10A 121.1 . . ? C9A C10A H10A 121.1 . . ? C10A C11A C7A 119.6(5) . . ? C10A C11A C12A 135.3(5) . . ? C7A C11A C12A 104.7(5) . . ? N2A C12A C11A 134.9(5) . . ? N2A C12A C1A 116.5(5) . . ? C11A C12A C1A 107.5(4) . . ? C14A C13A C18A 122.5(5) . . ? C14A C13A N1A 121.1(5) . . ? C18A C13A N1A 116.4(5) . . ? C13A C14A C15A 118.8(6) . . ? C13A C14A H14A 120.6 . . ? C15A C14A H14A 120.6 . . ? C16A C15A C14A 118.9(6) . . ? C16A C15A H15A 120.5 . . ? C14A C15A H15A 120.5 . . ? C15A C16A C17A 121.7(6) . . ? C15A C16A H16A 119.2 . . ? C17A C16A H16A 119.2 . . ? C16A C17A C18A 120.8(6) . . ? C16A C17A H17A 119.6 . . ? C18A C17A H17A 119.6 . . ? C13A C18A C17A 117.2(5) . . ? C13A C18A C19A 121.4(5) . . ? C17A C18A C19A 121.4(5) . . ? N3A C19A C20A 106.8(5) . . ? N3A C19A C18A 125.2(5) . . ? C20A C19A C18A 127.9(5) . . ? N5A C20A C19A 105.3(5) . . ? N5A C20A H20A 127.4 . . ? C19A C20A H20A 127.4 . . ? N5A C21A C22A 112.0(5) . . ? N5A C21A H2AA 109.2 . . ? C22A C21A H2AA 109.2 . . ? N5A C21A H2BA 109.2 . . ? C22A C21A H2BA 109.2 . . ? H2AA C21A H2BA 107.9 . . ? C27A C22A C23A 118.2(7) . . ? C27A C22A C21A 120.6(6) . . ? C23A C22A C21A 121.2(6) . . ? C24A C23A C22A 119.0(7) . . ? C24A C23A H23A 120.5 . . ? C22A C23A H23A 120.5 . . ? C25A C24A C23A 120.4(8) . . ? C25A C24A H24A 119.8 . . ? C23A C24A H24A 119.8 . . ? C26A C25A C24A 121.4(8) . . ? C26A C25A H25A 119.3 . . ? C24A C25A H25A 119.3 . . ? C25A C26A C27A 120.1(7) . . ? C25A C26A H26A 120.0 . . ? C27A C26A H26A 120.0 . . ? C22A C27A C26A 120.8(7) . . ? C22A C27A H27A 119.6 . . ? C26A C27A H27A 119.6 . . ? N2A C28A C33A 120.5(5) . . ? N2A C28A C29A 120.0(5) . . ? C33A C28A C29A 119.1(5) . . ? C30A C29A C28A 120.6(5) . . ? C30A C29A H29A 119.7 . . ? C28A C29A H29A 119.7 . . ? C31A C30A C29A 119.9(6) . . ? C31A C30A H30A 120.1 . . ? C29A C30A H30A 120.1 . . ? C30A C31A C32A 120.2(6) . . ? C30A C31A H31A 119.9 . . ? C32A C31A H31A 119.9 . . ? C31A C32A C33A 122.1(6) . . ? C31A C32A H32A 119.0 . . ? C33A C32A H32A 119.0 . . ? C32A C33A C28A 117.6(5) . . ? C32A C33A C34A 119.2(5) . . ? C28A C33A C34A 123.2(5) . . ? N6A C34A C35A 106.2(5) . . ? N6A C34A C33A 124.5(5) . . ? C35A C34A C33A 129.2(5) . . ? N8A C35A C34A 106.3(5) . . ? N8A C35A H35A 126.8 . . ? C34A C35A H35A 126.8 . . ? N8A C36A C37A 114.0(5) . . ? N8A C36A H3AA 108.7 . . ? C37A C36A H3AA 108.7 . . ? N8A C36A H3BA 108.7 . . ? C37A C36A H3BA 108.7 . . ? H3AA C36A H3BA 107.6 . . ? C38A C37A C42A 117.2(7) . . ? C38A C37A C36A 121.5(7) . . ? C42A C37A C36A 121.2(7) . . ? C39A C38A C37A 122.0(8) . . ? C39A C38A H38A 119.0 . . ? C37A C38A H38A 119.0 . . ? C40A C39A C38A 120.3(7) . . ? C40A C39A H39A 119.9 . . ? C38A C39A H39A 119.9 . . ? C39A C40A C41A 119.7(8) . . ? C39A C40A H40A 120.2 . . ? C41A C40A H40A 120.2 . . ? C42A C41A C40A 120.0(8) . . ? C42A C41A H41A 120.0 . . ? C40A C41A H41A 120.0 . . ? C41A C42A C37A 120.8(7) . . ? C41A C42A H42A 119.6 . . ? C37A C42A H42A 119.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N6 Ni1 N1 C1 -82.5(4) . . . . ? O2 Ni1 N1 C1 55.3(9) . . . . ? N3 Ni1 N1 C1 103.1(4) . . . . ? N2 Ni1 N1 C1 -6.2(4) . . . . ? O1 Ni1 N1 C1 -174.0(4) . . . . ? N6 Ni1 N1 C13 110.4(4) . . . . ? O2 Ni1 N1 C13 -111.8(7) . . . . ? N3 Ni1 N1 C13 -64.0(4) . . . . ? N2 Ni1 N1 C13 -173.3(4) . . . . ? O1 Ni1 N1 C13 18.9(4) . . . . ? N6 Ni1 N2 C12 104.9(4) . . . . ? N1 Ni1 N2 C12 -0.2(4) . . . . ? O2 Ni1 N2 C12 -167.9(4) . . . . ? N3 Ni1 N2 C12 -74.3(4) . . . . ? O1 Ni1 N2 C12 78.4(9) . . . . ? N6 Ni1 N2 C28 -61.0(4) . . . . ? N1 Ni1 N2 C28 -166.1(4) . . . . ? O2 Ni1 N2 C28 26.1(4) . . . . ? N3 Ni1 N2 C28 119.7(4) . . . . ? O1 Ni1 N2 C28 -87.6(9) . . . . ? N1 Ni1 N3 N4 -155.5(4) . . . . ? O2 Ni1 N3 N4 14.2(4) . . . . ? N2 Ni1 N3 N4 -80.9(4) . . . . ? O1 Ni1 N3 N4 104.7(4) . . . . ? N1 Ni1 N3 C19 46.8(4) . . . . ? O2 Ni1 N3 C19 -143.5(4) . . . . ? N2 Ni1 N3 C19 121.4(4) . . . . ? O1 Ni1 N3 C19 -53.0(4) . . . . ? C19 N3 N4 N5 0.8(5) . . . . ? Ni1 N3 N4 N5 -159.4(3) . . . . ? N3 N4 N5 C20 -0.2(5) . . . . ? N3 N4 N5 C21 -175.9(4) . . . . ? N1 Ni1 N6 N7 -74.9(4) . . . . ? O2 Ni1 N6 N7 114.4(4) . . . . ? N2 Ni1 N6 N7 -150.9(4) . . . . ? O1 Ni1 N6 N7 23.6(4) . . . . ? N1 Ni1 N6 C34 119.0(4) . . . . ? O2 Ni1 N6 C34 -51.7(4) . . . . ? N2 Ni1 N6 C34 43.0(4) . . . . ? O1 Ni1 N6 C34 -142.5(4) . . . . ? C34 N6 N7 N8 0.3(5) . . . . ? Ni1 N6 N7 N8 -167.6(3) . . . . ? N6 N7 N8 C35 0.5(6) . . . . ? N6 N7 N8 C36 -179.7(5) . . . . ? C13 N1 C1 C2 -6.8(10) . . . . ? Ni1 N1 C1 C2 -173.5(6) . . . . ? C13 N1 C1 C12 177.8(5) . . . . ? Ni1 N1 C1 C12 11.0(6) . . . . ? N1 C1 C2 C3 9.7(12) . . . . ? C12 C1 C2 C3 -174.5(7) . . . . ? N1 C1 C2 C7 -169.6(7) . . . . ? C12 C1 C2 C7 6.2(6) . . . . ? C7 C2 C3 C4 1.3(9) . . . . ? C1 C2 C3 C4 -177.9(6) . . . . ? C2 C3 C4 C5 2.5(10) . . . . ? C3 C4 C5 C6 -3.9(11) . . . . ? C4 C5 C6 C8 -175.9(8) . . . . ? C4 C5 C6 C7 1.2(10) . . . . ? C3 C2 C7 C11 176.8(6) . . . . ? C1 C2 C7 C11 -3.8(7) . . . . ? C3 C2 C7 C6 -4.1(10) . . . . ? C1 C2 C7 C6 175.3(6) . . . . ? C8 C6 C7 C2 -179.8(6) . . . . ? C5 C6 C7 C2 2.7(9) . . . . ? C8 C6 C7 C11 -0.7(10) . . . . ? C5 C6 C7 C11 -178.2(6) . . . . ? C5 C6 C8 C9 178.4(8) . . . . ? C7 C6 C8 C9 1.3(12) . . . . ? C6 C8 C9 C10 -1.3(13) . . . . ? C8 C9 C10 C11 0.6(12) . . . . ? C9 C10 C11 C7 0.0(11) . . . . ? C9 C10 C11 C12 179.4(7) . . . . ? C2 C7 C11 C10 179.2(6) . . . . ? C6 C7 C11 C10 0.1(10) . . . . ? C2 C7 C11 C12 -0.4(7) . . . . ? C6 C7 C11 C12 -179.5(6) . . . . ? C28 N2 C12 C11 -11.0(11) . . . . ? Ni1 N2 C12 C11 -176.4(6) . . . . ? C28 N2 C12 C1 171.0(5) . . . . ? Ni1 N2 C12 C1 5.7(6) . . . . ? C10 C11 C12 N2 6.9(14) . . . . ? C7 C11 C12 N2 -173.6(7) . . . . ? C10 C11 C12 C1 -175.1(8) . . . . ? C7 C11 C12 C1 4.4(7) . . . . ? N1 C1 C12 N2 -11.5(8) . . . . ? C2 C1 C12 N2 171.8(5) . . . . ? N1 C1 C12 C11 170.0(5) . . . . ? C2 C1 C12 C11 -6.7(6) . . . . ? C1 N1 C13 C14 67.6(8) . . . . ? Ni1 N1 C13 C14 -126.6(5) . . . . ? C1 N1 C13 C18 -115.9(6) . . . . ? Ni1 N1 C13 C18 49.9(6) . . . . ? N1 C13 C14 C15 178.2(5) . . . . ? C18 C13 C14 C15 1.7(9) . . . . ? C13 C14 C15 C16 0.2(9) . . . . ? C14 C15 C16 C17 -0.8(10) . . . . ? C15 C16 C17 C18 -0.7(10) . . . . ? C16 C17 C18 C13 2.6(9) . . . . ? C16 C17 C18 C19 -179.2(5) . . . . ? C14 C13 C18 C17 -3.2(8) . . . . ? N1 C13 C18 C17 -179.8(5) . . . . ? C14 C13 C18 C19 178.8(5) . . . . ? N1 C13 C18 C19 2.2(8) . . . . ? N4 N3 C19 C20 -1.1(6) . . . . ? Ni1 N3 C19 C20 159.9(3) . . . . ? N4 N3 C19 C18 179.3(5) . . . . ? Ni1 N3 C19 C18 -19.7(6) . . . . ? C17 C18 C19 C20 -14.8(9) . . . . ? C13 C18 C19 C20 163.2(6) . . . . ? C17 C18 C19 N3 164.6(5) . . . . ? C13 C18 C19 N3 -17.3(8) . . . . ? N4 N5 C20 C19 -0.5(6) . . . . ? C21 N5 C20 C19 174.7(5) . . . . ? N3 C19 C20 N5 1.0(6) . . . . ? C18 C19 C20 N5 -179.5(5) . . . . ? N4 N5 C21 C22 94.7(6) . . . . ? C20 N5 C21 C22 -80.2(7) . . . . ? N5 C21 C22 C27 -95.4(7) . . . . ? N5 C21 C22 C23 81.7(7) . . . . ? C27 C22 C23 C24 -0.2(11) . . . . ? C21 C22 C23 C24 -177.4(6) . . . . ? C22 C23 C24 C25 -1.9(12) . . . . ? C23 C24 C25 C26 2.0(13) . . . . ? C24 C25 C26 C27 0.1(12) . . . . ? C23 C22 C27 C26 2.3(10) . . . . ? C21 C22 C27 C26 179.4(6) . . . . ? C25 C26 C27 C22 -2.2(11) . . . . ? C12 N2 C28 C29 65.9(8) . . . . ? Ni1 N2 C28 C29 -129.5(5) . . . . ? C12 N2 C28 C33 -118.1(6) . . . . ? Ni1 N2 C28 C33 46.5(6) . . . . ? C33 C28 C29 C30 1.4(9) . . . . ? N2 C28 C29 C30 177.2(5) . . . . ? C28 C29 C30 C31 -2.1(10) . . . . ? C29 C30 C31 C32 0.7(11) . . . . ? C30 C31 C32 C33 1.4(10) . . . . ? C29 C28 C33 C32 0.6(9) . . . . ? N2 C28 C33 C32 -175.4(5) . . . . ? C29 C28 C33 C34 -177.2(5) . . . . ? N2 C28 C33 C34 6.8(8) . . . . ? C31 C32 C33 C28 -2.1(9) . . . . ? C31 C32 C33 C34 175.8(6) . . . . ? N7 N6 C34 C35 -0.9(6) . . . . ? Ni1 N6 C34 C35 166.9(4) . . . . ? N7 N6 C34 C33 -179.7(5) . . . . ? Ni1 N6 C34 C33 -11.9(7) . . . . ? C28 C33 C34 C35 155.8(6) . . . . ? C32 C33 C34 C35 -22.0(9) . . . . ? C28 C33 C34 N6 -25.7(8) . . . . ? C32 C33 C34 N6 156.5(5) . . . . ? N6 C34 C35 N8 1.1(6) . . . . ? C33 C34 C35 N8 179.8(5) . . . . ? N7 N8 C35 C34 -1.0(6) . . . . ? C36 N8 C35 C34 179.1(5) . . . . ? N7 N8 C36 C37 89.2(6) . . . . ? C35 N8 C36 C37 -90.9(7) . . . . ? N8 C36 C37 C38 124.4(6) . . . . ? N8 C36 C37 C42 -57.8(9) . . . . ? C42 C37 C38 C39 -2.6(10) . . . . ? C36 C37 C38 C39 175.3(6) . . . . ? C37 C38 C39 C40 1.3(10) . . . . ? C38 C39 C40 C41 0.5(11) . . . . ? C39 C40 C41 C42 -0.8(12) . . . . ? C40 C41 C42 C37 -0.6(13) . . . . ? C38 C37 C42 C41 2.3(11) . . . . ? C36 C37 C42 C41 -175.6(7) . . . . ? N6A Ni1A N1A C1A 35.8(7) . . . . ? O3 Ni1A N1A C1A 174.1(4) . . . . ? O4 Ni1A N1A C1A -96.4(4) . . . . ? N2A Ni1A N1A C1A -14.6(4) . . . . ? N3A Ni1A N1A C1A 91.8(4) . . . . ? N6A Ni1A N1A C13A -117.6(5) . . . . ? O3 Ni1A N1A C13A 20.7(4) . . . . ? O4 Ni1A N1A C13A 110.3(4) . . . . ? N2A Ni1A N1A C13A -167.9(4) . . . . ? N3A Ni1A N1A C13A -61.6(4) . . . . ? N6A Ni1A N2A C12A -152.8(4) . . . . ? N1A Ni1A N2A C12A 10.2(4) . . . . ? O4 Ni1A N2A C12A 104.0(4) . . . . ? N3A Ni1A N2A C12A -63.9(4) . . . . ? N6A Ni1A N2A C28A 34.7(4) . . . . ? N1A Ni1A N2A C28A -162.3(4) . . . . ? O4 Ni1A N2A C28A -68.5(4) . . . . ? N3A Ni1A N2A C28A 123.6(4) . . . . ? N6A Ni1A N3A N4A 9.0(4) . . . . ? O3 Ni1A N3A N4A 106.3(4) . . . . ? N1A Ni1A N3A N4A -152.7(4) . . . . ? O4 Ni1A N3A N4A 168.4(6) . . . . ? N2A Ni1A N3A N4A -77.6(4) . . . . ? N6A Ni1A N3A C19A -160.7(4) . . . . ? O3 Ni1A N3A C19A -63.3(4) . . . . ? N1A Ni1A N3A C19A 37.6(4) . . . . ? O4 Ni1A N3A C19A -1.2(9) . . . . ? N2A Ni1A N3A C19A 112.8(4) . . . . ? C19A N3A N4A N5A -0.6(6) . . . . ? Ni1A N3A N4A N5A -171.5(3) . . . . ? N3A N4A N5A C20A 0.6(6) . . . . ? N3A N4A N5A C21A -178.2(5) . . . . ? O3 Ni1A N6A N7A -31.1(4) . . . . ? N1A Ni1A N6A N7A 107.4(6) . . . . ? O4 Ni1A N6A N7A -121.9(4) . . . . ? N2A Ni1A N6A N7A 156.6(4) . . . . ? N3A Ni1A N6A N7A 53.4(4) . . . . ? O3 Ni1A N6A C34A 164.5(5) . . . . ? N1A Ni1A N6A C34A -56.9(7) . . . . ? O4 Ni1A N6A C34A 73.7(5) . . . . ? N2A Ni1A N6A C34A -7.7(5) . . . . ? N3A Ni1A N6A C34A -110.9(5) . . . . ? C34A N6A N7A N8A 1.0(6) . . . . ? Ni1A N6A N7A N8A -165.7(4) . . . . ? N6A N7A N8A C35A -0.4(6) . . . . ? N6A N7A N8A C36A 178.4(5) . . . . ? C13A N1A C1A C2A -5.8(9) . . . . ? Ni1A N1A C1A C2A -159.7(5) . . . . ? C13A N1A C1A C12A 170.4(5) . . . . ? Ni1A N1A C1A C12A 16.5(6) . . . . ? N1A C1A C2A C3A -0.5(12) . . . . ? C12A C1A C2A C3A -177.0(6) . . . . ? N1A C1A C2A C7A 175.8(6) . . . . ? C12A C1A C2A C7A -0.7(6) . . . . ? C7A C2A C3A C4A -0.7(9) . . . . ? C1A C2A C3A C4A 175.1(6) . . . . ? C2A C3A C4A C5A -0.6(10) . . . . ? C3A C4A C5A C6A 0.9(10) . . . . ? C4A C5A C6A C7A 0.3(9) . . . . ? C4A C5A C6A C8A -178.9(6) . . . . ? C5A C6A C7A C2A -1.7(8) . . . . ? C8A C6A C7A C2A 177.6(5) . . . . ? C5A C6A C7A C11A -178.5(5) . . . . ? C8A C6A C7A C11A 0.7(8) . . . . ? C3A C2A C7A C6A 2.0(9) . . . . ? C1A C2A C7A C6A -175.0(5) . . . . ? C3A C2A C7A C11A 179.0(5) . . . . ? C1A C2A C7A C11A 2.1(6) . . . . ? C7A C6A C8A C9A -1.7(8) . . . . ? C5A C6A C8A C9A 177.4(6) . . . . ? C6A C8A C9A C10A 1.3(9) . . . . ? C8A C9A C10A C11A 0.1(9) . . . . ? C9A C10A C11A C7A -1.1(8) . . . . ? C9A C10A C11A C12A -172.7(6) . . . . ? C6A C7A C11A C10A 0.6(8) . . . . ? C2A C7A C11A C10A -176.4(5) . . . . ? C6A C7A C11A C12A 174.6(5) . . . . ? C2A C7A C11A C12A -2.5(6) . . . . ? C28A N2A C12A C11A -25.8(10) . . . . ? Ni1A N2A C12A C11A 161.6(5) . . . . ? C28A N2A C12A C1A 167.7(5) . . . . ? Ni1A N2A C12A C1A -5.0(6) . . . . ? C10A C11A C12A N2A 7.0(11) . . . . ? C7A C11A C12A N2A -165.5(6) . . . . ? C10A C11A C12A C1A 174.4(6) . . . . ? C7A C11A C12A C1A 1.9(6) . . . . ? N1A C1A C12A N2A -7.9(7) . . . . ? C2A C1A C12A N2A 169.3(5) . . . . ? N1A C1A C12A C11A -178.0(5) . . . . ? C2A C1A C12A C11A -0.7(6) . . . . ? C1A N1A C13A C14A 84.6(7) . . . . ? Ni1A N1A C13A C14A -123.9(5) . . . . ? C1A N1A C13A C18A -98.0(6) . . . . ? Ni1A N1A C13A C18A 53.6(6) . . . . ? C18A C13A C14A C15A 4.5(9) . . . . ? N1A C13A C14A C15A -178.1(5) . . . . ? C13A C14A C15A C16A -1.8(9) . . . . ? C14A C15A C16A C17A -0.2(9) . . . . ? C15A C16A C17A C18A -0.4(9) . . . . ? C14A C13A C18A C17A -5.0(8) . . . . ? N1A C13A C18A C17A 177.5(5) . . . . ? C14A C13A C18A C19A 177.5(5) . . . . ? N1A C13A C18A C19A 0.0(7) . . . . ? C16A C17A C18A C13A 2.9(8) . . . . ? C16A C17A C18A C19A -179.6(5) . . . . ? N4A N3A C19A C20A 0.4(6) . . . . ? Ni1A N3A C19A C20A 171.4(4) . . . . ? N4A N3A C19A C18A -178.0(5) . . . . ? Ni1A N3A C19A C18A -7.1(7) . . . . ? C13A C18A C19A N3A -23.2(8) . . . . ? C17A C18A C19A N3A 159.4(5) . . . . ? C13A C18A C19A C20A 158.7(6) . . . . ? C17A C18A C19A C20A -18.7(9) . . . . ? N4A N5A C20A C19A -0.4(6) . . . . ? C21A N5A C20A C19A 178.4(5) . . . . ? N3A C19A C20A N5A 0.0(6) . . . . ? C18A C19A C20A N5A 178.4(5) . . . . ? N4A N5A C21A C22A 99.0(6) . . . . ? C20A N5A C21A C22A -79.6(8) . . . . ? N5A C21A C22A C27A -91.0(7) . . . . ? N5A C21A C22A C23A 86.0(7) . . . . ? C27A C22A C23A C24A 2.7(9) . . . . ? C21A C22A C23A C24A -174.3(6) . . . . ? C22A C23A C24A C25A -2.7(11) . . . . ? C23A C24A C25A C26A 1.6(12) . . . . ? C24A C25A C26A C27A -0.6(11) . . . . ? C23A C22A C27A C26A -1.7(9) . . . . ? C21A C22A C27A C26A 175.4(6) . . . . ? C25A C26A C27A C22A 0.6(10) . . . . ? C12A N2A C28A C33A 152.0(5) . . . . ? Ni1A N2A C28A C33A -36.2(7) . . . . ? C12A N2A C28A C29A -35.2(8) . . . . ? Ni1A N2A C28A C29A 136.6(4) . . . . ? N2A C28A C29A C30A -178.8(5) . . . . ? C33A C28A C29A C30A -5.8(9) . . . . ? C28A C29A C30A C31A -0.6(10) . . . . ? C29A C30A C31A C32A 4.1(10) . . . . ? C30A C31A C32A C33A -1.0(11) . . . . ? C31A C32A C33A C28A -5.3(9) . . . . ? C31A C32A C33A C34A 174.7(6) . . . . ? N2A C28A C33A C32A -178.5(5) . . . . ? C29A C28A C33A C32A 8.6(8) . . . . ? N2A C28A C33A C34A 1.5(8) . . . . ? C29A C28A C33A C34A -171.4(5) . . . . ? N7A N6A C34A C35A -1.3(6) . . . . ? Ni1A N6A C34A C35A 164.7(4) . . . . ? N7A N6A C34A C33A 175.1(5) . . . . ? Ni1A N6A C34A C33A -18.9(8) . . . . ? C32A C33A C34A N6A -152.0(6) . . . . ? C28A C33A C34A N6A 28.0(9) . . . . ? C32A C33A C34A C35A 23.5(9) . . . . ? C28A C33A C34A C35A -156.5(6) . . . . ? N7A N8A C35A C34A -0.4(7) . . . . ? C36A N8A C35A C34A -179.0(6) . . . . ? N6A C34A C35A N8A 1.0(6) . . . . ? C33A C34A C35A N8A -175.2(6) . . . . ? C35A N8A C36A C37A 102.7(8) . . . . ? N7A N8A C36A C37A -75.8(8) . . . . ? N8A C36A C37A C38A 116.3(7) . . . . ? N8A C36A C37A C42A -67.0(8) . . . . ? C42A C37A C38A C39A -2.3(10) . . . . ? C36A C37A C38A C39A 174.5(7) . . . . ? C37A C38A C39A C40A 0.2(12) . . . . ? C38A C39A C40A C41A 0.6(11) . . . . ? C39A C40A C41A C42A 0.9(10) . . . . ? C40A C41A C42A C37A -3.1(10) . . . . ? C38A C37A C42A C41A 3.8(10) . . . . ? C36A C37A C42A C41A -173.1(6) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.74 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.507 _refine_diff_density_min -1.902 _refine_diff_density_rms 0.127 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.500 0.500 422 56 ' ' 2 0.500 0.500 1.000 201 38 ' ' 3 0.500 0.000 0.500 61 2 ' ' _platon_squeeze_details ; ;