# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_e2268 _database_code_depnum_ccdc_archive 'CCDC 899822' #TrackingRef '13686_web_deposit_cif_file_0_BulachVeronique_1346675197.CIF-Hosseini-Dalton 2012.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C53 H40 Cl2 N6 Zn' _chemical_formula_weight 897.18 _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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n _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 11.3103(9) _cell_length_b 13.8466(12) _cell_length_c 15.1616(12) _cell_angle_alpha 90.00 _cell_angle_beta 102.876(4) _cell_angle_gamma 90.00 _cell_volume 2314.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3445 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 23.01 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.287 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 0.688 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9098 _exptl_absorpt_correction_T_max 0.9534 _exptl_absorpt_process_details sadabs _exptl_special_details ; No Hydrogen atoms have been introduced on the disordered solvent molecules. However they have been introduced into the formula ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 25988 _diffrn_reflns_av_R_equivalents 0.0921 _diffrn_reflns_av_sigmaI/netI 0.0906 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _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 2.02 _diffrn_reflns_theta_max 29.90 _reflns_number_total 6496 _reflns_number_gt 3894 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1316P)^2^+7.0777P] 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 6496 _refine_ls_number_parameters 298 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1676 _refine_ls_R_factor_gt 0.1061 _refine_ls_wR_factor_ref 0.3070 _refine_ls_wR_factor_gt 0.2744 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.147 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _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 0.0000 0.0000 0.0000 0.0292(3) Uani 1 2 d S . . N1 N 0.0599(4) -0.0466(3) 0.1308(3) 0.0303(10) Uani 1 1 d . . . N2 N 0.1542(4) 0.0857(3) 0.0142(3) 0.0290(10) Uani 1 1 d . . . C1 C 0.0000(5) -0.1065(4) 0.1769(4) 0.0350(12) Uani 1 1 d . . . C2 C 0.0707(6) -0.1232(5) 0.2673(4) 0.0488(16) Uani 1 1 d . . . H2 H 0.0494 -0.1629 0.3124 0.059 Uiso 1 1 calc R . . C3 C 0.1741(6) -0.0705(5) 0.2751(4) 0.0476(16) Uani 1 1 d . . . H3 H 0.2391 -0.0665 0.3269 0.057 Uiso 1 1 calc R . . C4 C 0.1661(6) -0.0216(4) 0.1895(4) 0.0366(13) Uani 1 1 d . . . C5 C 0.2540(5) 0.0443(5) 0.1714(4) 0.0365(12) Uani 1 1 d . . . C6 C 0.2476(5) 0.0926(4) 0.0890(4) 0.0322(12) Uani 1 1 d . . . C7 C 0.3421(5) 0.1535(4) 0.0684(4) 0.0375(13) Uani 1 1 d . . . H7 H 0.4156 0.1716 0.1088 0.045 Uiso 1 1 calc R . . C8 C 0.3061(6) 0.1794(5) -0.0183(4) 0.0404(14) Uani 1 1 d . . . H8 H 0.3500 0.2183 -0.0515 0.048 Uiso 1 1 calc R . . C9 C 0.1876(4) 0.1371(4) -0.0525(4) 0.0293(11) Uani 1 1 d . . . C10 C 0.1160(6) 0.1463(4) -0.1422(4) 0.0374(13) Uani 1 1 d . . . C11 C 0.3623(6) 0.0625(5) 0.2476(4) 0.0457(15) Uani 1 1 d . . . C12 C 0.3528(7) 0.1276(6) 0.3176(4) 0.0546(18) Uani 1 1 d . . . C13 C 0.4506(9) 0.1368(7) 0.3920(5) 0.071(3) Uani 1 1 d . . . H13 H 0.4452 0.1813 0.4386 0.085 Uiso 1 1 calc R . . C14 C 0.5552(9) 0.0825(8) 0.3990(6) 0.079(3) Uani 1 1 d . . . C15 C 0.5654(8) 0.0217(6) 0.3280(7) 0.076(3) Uani 1 1 d . . . H15 H 0.6384 -0.0135 0.3317 0.091 Uiso 1 1 calc R . . C16 C 0.4696(7) 0.0105(6) 0.2498(6) 0.060(2) Uani 1 1 d . . . C17 C 0.2404(9) 0.1870(7) 0.3143(6) 0.075(3) Uani 1 1 d . . . H17A H 0.2531 0.2297 0.3672 0.112 Uiso 1 1 calc R . . H17B H 0.1716 0.1441 0.3147 0.112 Uiso 1 1 calc R . . H17C H 0.2232 0.2260 0.2590 0.112 Uiso 1 1 calc R . . C18 C 0.6575(11) 0.0883(9) 0.4828(8) 0.128(6) Uani 1 1 d . . . H18A H 0.6375 0.1366 0.5244 0.192 Uiso 1 1 calc R . . H18B H 0.7327 0.1070 0.4654 0.192 Uiso 1 1 calc R . . H18C H 0.6683 0.0252 0.5127 0.192 Uiso 1 1 calc R . . C19 C 0.4826(7) -0.0573(6) 0.1748(7) 0.070(2) Uani 1 1 d . . . H19A H 0.4223 -0.1090 0.1695 0.105 Uiso 1 1 calc R . . H19B H 0.5642 -0.0853 0.1885 0.105 Uiso 1 1 calc R . . H19C H 0.4698 -0.0216 0.1177 0.105 Uiso 1 1 calc R . . C20 C 0.1697(6) 0.1991(5) -0.2060(4) 0.0421(14) Uani 1 1 d . . . C21 C 0.2152(7) 0.2368(6) -0.2605(4) 0.0533(18) Uani 1 1 d . . . C22 C 0.2745(5) 0.2835(5) -0.3228(4) 0.0396(14) Uani 1 1 d . . . C23 C 0.2097(6) 0.3364(7) -0.3946(6) 0.076(3) Uani 1 1 d . . . H23 H 0.1242 0.3430 -0.4038 0.091 Uiso 1 1 calc R . . C24 C -0.2281(6) 0.1204(7) 0.0471(6) 0.072(3) Uani 1 1 d . . . H24 H -0.2741 0.0873 -0.0041 0.086 Uiso 1 1 calc R . . N3 N -0.1103(5) 0.1220(4) 0.0577(3) 0.0425(12) Uani 1 1 d . . . C25 C -0.0510(6) 0.1784(7) 0.1210(6) 0.071(3) Uani 1 1 d . . . H25 H 0.0333 0.1875 0.1248 0.086 Uiso 1 1 calc R . . C26 C 0.3981(7) 0.2750(7) -0.3182(7) 0.089(4) Uani 1 1 d . . . H26 H 0.4469 0.2364 -0.2723 0.106 Uiso 1 1 calc R . . C27 C 1.0057(11) 1.0177(11) 0.4520(9) 0.171(19) Uani 0.50 1 d PD . . Cl1 Cl 0.9402(6) 0.9103(5) 0.4791(4) 0.104(2) Uani 0.50 1 d PD . . Cl2 Cl 0.9030(6) 1.0578(6) 0.3579(5) 0.124(2) Uani 0.50 1 d PD . . _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 0.0324(5) 0.0346(5) 0.0261(4) 0.0015(4) 0.0182(3) -0.0012(4) N1 0.029(2) 0.038(2) 0.026(2) 0.0038(19) 0.0112(18) -0.0002(19) N2 0.026(2) 0.033(2) 0.032(2) 0.0017(18) 0.0164(19) 0.0027(18) C1 0.039(3) 0.041(3) 0.028(3) 0.007(2) 0.015(2) 0.001(2) C2 0.056(4) 0.059(4) 0.034(3) 0.018(3) 0.014(3) -0.003(3) C3 0.054(4) 0.059(4) 0.028(3) 0.013(3) 0.005(3) -0.007(3) C4 0.040(3) 0.043(3) 0.029(3) 0.006(2) 0.012(2) -0.002(2) C5 0.036(3) 0.041(3) 0.035(3) -0.002(2) 0.012(2) -0.003(3) C6 0.028(3) 0.036(3) 0.037(3) -0.001(2) 0.016(2) 0.003(2) C7 0.029(3) 0.044(3) 0.042(3) -0.001(3) 0.013(2) -0.006(2) C8 0.041(3) 0.043(3) 0.043(3) -0.002(3) 0.022(3) -0.010(3) C9 0.019(2) 0.040(3) 0.032(3) 0.001(2) 0.013(2) -0.004(2) C10 0.046(3) 0.040(3) 0.034(3) 0.004(2) 0.024(3) -0.005(3) C11 0.038(3) 0.054(4) 0.041(3) 0.008(3) 0.001(3) -0.011(3) C12 0.061(5) 0.067(5) 0.031(3) 0.001(3) 0.001(3) -0.019(4) C13 0.084(6) 0.078(6) 0.043(4) 0.005(4) -0.003(4) -0.030(5) C14 0.077(6) 0.085(7) 0.058(5) 0.025(5) -0.021(5) -0.040(5) C15 0.051(5) 0.067(6) 0.092(7) 0.030(5) -0.019(5) -0.016(4) C16 0.043(4) 0.056(5) 0.074(5) 0.007(4) -0.001(4) -0.011(3) C17 0.088(6) 0.086(6) 0.055(5) -0.021(4) 0.027(5) -0.008(5) C18 0.112(9) 0.130(10) 0.101(8) 0.044(8) -0.062(7) -0.062(8) C19 0.043(4) 0.070(5) 0.091(6) 0.009(5) 0.004(4) 0.014(4) C20 0.043(3) 0.054(4) 0.032(3) 0.005(3) 0.015(3) -0.008(3) C21 0.059(4) 0.065(5) 0.040(4) 0.010(3) 0.018(3) -0.011(4) C22 0.036(3) 0.053(4) 0.031(3) 0.014(3) 0.011(2) -0.007(3) C23 0.029(3) 0.100(7) 0.099(7) 0.060(6) 0.017(4) -0.004(4) C24 0.027(3) 0.110(7) 0.071(5) -0.058(5) -0.003(3) 0.011(4) N3 0.043(3) 0.050(3) 0.037(3) -0.011(2) 0.015(2) 0.001(2) C25 0.034(4) 0.090(6) 0.097(6) -0.058(5) 0.029(4) -0.014(4) C26 0.036(4) 0.116(8) 0.111(7) 0.084(7) 0.009(4) -0.001(4) C27 0.101(16) 0.33(4) 0.115(18) 0.18(3) 0.090(15) 0.15(2) Cl1 0.101(4) 0.137(5) 0.078(3) 0.003(4) 0.030(3) 0.038(4) Cl2 0.093(4) 0.159(7) 0.121(5) 0.019(5) 0.024(4) 0.031(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.051(4) . ? Zn1 N1 2.051(4) 3 ? Zn1 N2 2.080(4) 3 ? Zn1 N2 2.080(4) . ? Zn1 N3 2.380(5) 3 ? Zn1 N3 2.380(5) . ? N1 C1 1.359(7) . ? N1 C4 1.371(8) . ? N2 C9 1.358(6) . ? N2 C6 1.370(7) . ? C1 C10 1.412(9) 3 ? C1 C2 1.444(8) . ? C2 C3 1.360(9) . ? C2 H2 0.9500 . ? C3 C4 1.449(8) . ? C3 H3 0.9500 . ? C4 C5 1.420(8) . ? C5 C6 1.405(8) . ? C5 C11 1.506(9) . ? C6 C7 1.450(7) . ? C7 C8 1.336(9) . ? C7 H7 0.9500 . ? C8 C9 1.448(8) . ? C8 H8 0.9500 . ? C9 C10 1.425(8) . ? C10 C1 1.412(9) 3 ? C10 C20 1.450(7) . ? C11 C16 1.405(10) . ? C11 C12 1.414(10) . ? C12 C13 1.397(11) . ? C12 C17 1.507(12) . ? C13 C14 1.387(14) . ? C13 H13 0.9500 . ? C14 C15 1.392(15) . ? C14 C18 1.518(12) . ? C15 C16 1.424(12) . ? C15 H15 0.9500 . ? C16 C19 1.507(12) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.187(8) . ? C21 C22 1.429(8) . ? C22 C23 1.379(9) . ? C22 C26 1.390(10) . ? C23 C24 1.383(9) 4_665 ? C23 H23 0.9500 . ? C24 N3 1.305(8) . ? C24 C23 1.383(9) 4_566 ? C24 H24 0.9500 . ? N3 C25 1.302(9) . ? C25 C26 1.354(10) 4_566 ? C25 H25 0.9500 . ? C26 C25 1.354(10) 4_665 ? C26 H26 0.9500 . ? C27 Cl1 1.47(2) 3_776 ? C27 C27 1.57(2) 3_776 ? C27 Cl2 1.718(9) . ? C27 Cl1 1.750(10) . ? Cl1 C27 1.47(2) 3_776 ? _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N1 180.0 . 3 ? N1 Zn1 N2 90.55(18) . 3 ? N1 Zn1 N2 89.45(18) 3 3 ? N1 Zn1 N2 89.45(18) . . ? N1 Zn1 N2 90.55(18) 3 . ? N2 Zn1 N2 180.0(2) 3 . ? N1 Zn1 N3 92.56(18) . 3 ? N1 Zn1 N3 87.44(18) 3 3 ? N2 Zn1 N3 93.06(17) 3 3 ? N2 Zn1 N3 86.94(17) . 3 ? N1 Zn1 N3 87.44(18) . . ? N1 Zn1 N3 92.56(18) 3 . ? N2 Zn1 N3 86.94(17) 3 . ? N2 Zn1 N3 93.06(17) . . ? N3 Zn1 N3 180.0 3 . ? C1 N1 C4 106.6(4) . . ? C1 N1 Zn1 126.4(4) . . ? C4 N1 Zn1 127.0(4) . . ? C9 N2 C6 106.8(4) . . ? C9 N2 Zn1 126.0(4) . . ? C6 N2 Zn1 126.9(3) . . ? N1 C1 C10 125.1(5) . 3 ? N1 C1 C2 110.6(5) . . ? C10 C1 C2 124.3(5) 3 . ? C3 C2 C1 106.3(5) . . ? C3 C2 H2 126.9 . . ? C1 C2 H2 126.9 . . ? C2 C3 C4 107.0(6) . . ? C2 C3 H3 126.5 . . ? C4 C3 H3 126.5 . . ? N1 C4 C5 125.9(5) . . ? N1 C4 C3 109.5(5) . . ? C5 C4 C3 124.5(6) . . ? C6 C5 C4 125.3(6) . . ? C6 C5 C11 118.3(5) . . ? C4 C5 C11 116.4(5) . . ? N2 C6 C5 125.5(5) . . ? N2 C6 C7 109.4(5) . . ? C5 C6 C7 125.0(5) . . ? C8 C7 C6 106.8(5) . . ? C8 C7 H7 126.6 . . ? C6 C7 H7 126.6 . . ? C7 C8 C9 107.4(5) . . ? C7 C8 H8 126.3 . . ? C9 C8 H8 126.3 . . ? N2 C9 C10 124.4(5) . . ? N2 C9 C8 109.6(5) . . ? C10 C9 C8 126.1(5) . . ? C1 C10 C9 127.1(5) 3 . ? C1 C10 C20 116.1(5) 3 . ? C9 C10 C20 116.7(5) . . ? C16 C11 C12 121.2(7) . . ? C16 C11 C5 118.9(6) . . ? C12 C11 C5 119.8(6) . . ? C13 C12 C11 119.0(8) . . ? C13 C12 C17 119.1(8) . . ? C11 C12 C17 121.9(6) . . ? C14 C13 C12 121.4(9) . . ? C14 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C13 C14 C15 119.0(8) . . ? C13 C14 C18 120.9(11) . . ? C15 C14 C18 120.1(11) . . ? C14 C15 C16 122.1(9) . . ? C14 C15 H15 119.0 . . ? C16 C15 H15 119.0 . . ? C11 C16 C15 117.2(8) . . ? C11 C16 C19 122.0(7) . . ? C15 C16 C19 120.7(8) . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C10 175.8(8) . . ? C20 C21 C22 177.4(8) . . ? C23 C22 C26 115.9(6) . . ? C23 C22 C21 121.2(6) . . ? C26 C22 C21 122.9(6) . . ? C22 C23 C24 118.6(6) . 4_665 ? C22 C23 H23 120.7 . . ? C24 C23 H23 120.7 4_665 . ? N3 C24 C23 124.3(7) . 4_566 ? N3 C24 H24 117.8 . . ? C23 C24 H24 117.8 4_566 . ? C25 N3 C24 116.5(6) . . ? C25 N3 Zn1 118.1(4) . . ? C24 N3 Zn1 123.1(5) . . ? N3 C25 C26 124.1(7) . 4_566 ? N3 C25 H25 118.0 . . ? C26 C25 H25 118.0 4_566 . ? C25 C26 C22 120.1(7) 4_665 . ? C25 C26 H26 120.0 4_665 . ? C22 C26 H26 120.0 . . ? Cl1 C27 C27 70.2(12) 3_776 3_776 ? Cl1 C27 Cl2 117.8(10) 3_776 . ? C27 C27 Cl2 133.8(13) 3_776 . ? Cl1 C27 Cl1 122.6(8) 3_776 . ? C27 C27 Cl1 52.4(8) 3_776 . ? Cl2 C27 Cl1 103.1(7) . . ? C27 Cl1 C27 57.4(9) 3_776 . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 29.90 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 2.239 _refine_diff_density_min -1.213 _refine_diff_density_rms 0.128 data_e2269a _database_code_depnum_ccdc_archive 'CCDC 899823' #TrackingRef '13686_web_deposit_cif_file_0_BulachVeronique_1346675197.CIF-Hosseini-Dalton 2012.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H38 N6 Zn' _chemical_formula_weight 812.25 _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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _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 10.7971(19) _cell_length_b 14.170(3) _cell_length_c 14.493(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.694(4) _cell_angle_gamma 90.00 _cell_volume 2087.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4328 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 24.42 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.292 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 844 _exptl_absorpt_coefficient_mu 0.632 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9167 _exptl_absorpt_correction_T_max 0.9571 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 18727 _diffrn_reflns_av_R_equivalents 0.0550 _diffrn_reflns_av_sigmaI/netI 0.0532 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 27.55 _reflns_number_total 4637 _reflns_number_gt 3039 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0483P)^2^+2.9001P] 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 4637 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0920 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1333 _refine_ls_wR_factor_gt 0.1088 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.050 _refine_ls_shift/su_mean 0.001 _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 0.0000 0.0000 0.0000 0.03024(15) Uani 1 2 d S . . N1 N 0.0894(2) -0.06571(17) 0.13153(17) 0.0281(5) Uani 1 1 d . . . N2 N 0.1668(2) 0.07889(16) 0.02179(17) 0.0270(5) Uani 1 1 d . . . C1 C 0.0319(3) -0.1281(2) 0.1767(2) 0.0313(7) Uani 1 1 d . . . C2 C 0.1229(3) -0.1534(2) 0.2713(2) 0.0394(8) Uani 1 1 d . . . H2 H 0.1067 -0.1954 0.3171 0.047 Uiso 1 1 calc R . . C3 C 0.2354(3) -0.1062(2) 0.2827(2) 0.0392(8) Uani 1 1 d . . . H3 H 0.3144 -0.1097 0.3374 0.047 Uiso 1 1 calc R . . C4 C 0.2136(3) -0.0495(2) 0.1962(2) 0.0288(6) Uani 1 1 d . . . C5 C 0.3038(3) 0.0155(2) 0.1827(2) 0.0292(6) Uani 1 1 d . . . C6 C 0.2807(3) 0.0750(2) 0.1010(2) 0.0275(6) Uani 1 1 d . . . C7 C 0.3759(3) 0.1389(2) 0.0862(2) 0.0334(7) Uani 1 1 d . . . H7 H 0.4621 0.1505 0.1305 0.040 Uiso 1 1 calc R . . C8 C 0.3201(3) 0.1789(2) -0.0021(2) 0.0344(7) Uani 1 1 d . . . H8 H 0.3595 0.2239 -0.0322 0.041 Uiso 1 1 calc R . . C9 C 0.1895(3) 0.1409(2) -0.0425(2) 0.0287(6) Uani 1 1 d . . . C10 C 0.0990(3) 0.1618(2) -0.1365(2) 0.0302(6) Uani 1 1 d . . . C11 C 0.4374(3) 0.0214(2) 0.2611(2) 0.0330(7) Uani 1 1 d . . . C12 C 0.5414(3) -0.0276(3) 0.2482(3) 0.0427(8) Uani 1 1 d . . . C13 C 0.6656(3) -0.0221(3) 0.3204(3) 0.0474(9) Uani 1 1 d . . . H13 H 0.7370 -0.0555 0.3114 0.057 Uiso 1 1 calc R . . C14 C 0.6872(3) 0.0304(3) 0.4039(3) 0.0471(9) Uani 1 1 d . . . C15 C 0.5825(3) 0.0787(3) 0.4157(2) 0.0450(8) Uani 1 1 d . . . H15 H 0.5964 0.1152 0.4733 0.054 Uiso 1 1 calc R . . C16 C 0.4569(3) 0.0754(2) 0.3457(2) 0.0362(7) Uani 1 1 d . . . C17 C 0.5243(4) -0.0872(3) 0.1585(3) 0.0652(12) Uani 1 1 d . . . H17A H 0.4626 -0.1387 0.1560 0.098 Uiso 1 1 calc R . . H17B H 0.6095 -0.1135 0.1616 0.098 Uiso 1 1 calc R . . H17C H 0.4896 -0.0480 0.0997 0.098 Uiso 1 1 calc R . . C18 C 0.8242(4) 0.0362(4) 0.4806(3) 0.0671(12) Uani 1 1 d . . . H18A H 0.8858 -0.0008 0.4587 0.101 Uiso 1 1 calc R . . H18B H 0.8220 0.0108 0.5429 0.101 Uiso 1 1 calc R . . H18C H 0.8530 0.1022 0.4895 0.101 Uiso 1 1 calc R . . C19 C 0.3470(3) 0.1302(3) 0.3622(3) 0.0490(9) Uani 1 1 d . . . H19A H 0.3834 0.1738 0.4172 0.074 Uiso 1 1 calc R . . H19B H 0.2862 0.0864 0.3773 0.074 Uiso 1 1 calc R . . H19C H 0.2997 0.1660 0.3029 0.074 Uiso 1 1 calc R . . C20 C 0.1485(3) 0.2175(2) -0.1991(2) 0.0344(7) Uani 1 1 d . . . C21 C 0.1980(3) 0.2576(2) -0.2499(3) 0.0407(8) Uani 1 1 d . . . C22 C 0.2678(3) 0.3030(2) -0.3058(2) 0.0383(8) Uani 1 1 d . . . C23 C 0.2213(3) 0.3059(3) -0.4069(3) 0.0495(9) Uani 1 1 d . . . H23 H 0.1393 0.2778 -0.4428 0.059 Uiso 1 1 calc R . . C24 C -0.2040(3) 0.1496(3) 0.0448(3) 0.0462(9) Uani 1 1 d . . . H24 H -0.2378 0.1486 -0.0248 0.055 Uiso 1 1 calc R . . N3 N -0.0898(2) 0.1088(2) 0.0882(2) 0.0393(6) Uani 1 1 d . . . C25 C -0.0449(4) 0.1132(3) 0.1859(3) 0.0582(11) Uani 1 1 d . . . H25 H 0.0388 0.0865 0.2195 0.070 Uiso 1 1 calc R . . C26 C 0.3878(4) 0.3459(3) -0.2590(3) 0.0575(11) Uani 1 1 d . . . H26 H 0.4234 0.3471 -0.1895 0.069 Uiso 1 1 calc R . . _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 0.0268(2) 0.0375(3) 0.0259(3) 0.0063(2) 0.00810(18) -0.0029(2) N1 0.0282(12) 0.0344(13) 0.0230(13) 0.0018(10) 0.0103(10) 0.0006(10) N2 0.0276(12) 0.0303(13) 0.0244(13) 0.0007(10) 0.0105(10) 0.0003(10) C1 0.0326(15) 0.0341(16) 0.0284(17) 0.0038(13) 0.0120(13) 0.0019(12) C2 0.0397(17) 0.0439(19) 0.0324(19) 0.0116(15) 0.0093(14) -0.0031(14) C3 0.0375(17) 0.049(2) 0.0270(18) 0.0083(14) 0.0052(13) -0.0020(14) C4 0.0287(14) 0.0325(16) 0.0248(16) 0.0003(12) 0.0083(12) 0.0031(12) C5 0.0264(13) 0.0380(18) 0.0234(15) -0.0032(12) 0.0085(11) 0.0020(12) C6 0.0285(14) 0.0296(15) 0.0257(16) -0.0033(12) 0.0108(12) 0.0005(12) C7 0.0297(15) 0.0396(17) 0.0309(18) -0.0049(14) 0.0101(13) -0.0067(13) C8 0.0356(16) 0.0376(17) 0.0326(18) -0.0019(14) 0.0149(14) -0.0079(13) C9 0.0336(15) 0.0289(15) 0.0279(17) -0.0015(12) 0.0159(13) -0.0005(12) C10 0.0340(15) 0.0313(15) 0.0287(17) 0.0044(13) 0.0149(13) 0.0021(12) C11 0.0299(14) 0.0414(19) 0.0253(17) 0.0009(13) 0.0060(12) -0.0035(12) C12 0.0334(16) 0.056(2) 0.036(2) -0.0027(15) 0.0076(14) 0.0024(14) C13 0.0330(16) 0.066(3) 0.039(2) 0.0013(17) 0.0068(15) 0.0063(15) C14 0.0342(17) 0.064(2) 0.037(2) 0.0058(17) 0.0040(14) -0.0069(16) C15 0.0462(19) 0.057(2) 0.0283(19) -0.0029(16) 0.0076(15) -0.0128(17) C16 0.0355(16) 0.0431(18) 0.0294(18) 0.0005(14) 0.0101(13) -0.0049(14) C17 0.048(2) 0.087(3) 0.051(3) -0.022(2) 0.0046(18) 0.024(2) C18 0.042(2) 0.097(3) 0.048(3) -0.001(2) -0.0050(18) -0.010(2) C19 0.048(2) 0.060(2) 0.040(2) -0.0116(17) 0.0170(16) -0.0034(17) C20 0.0332(16) 0.0397(18) 0.0302(18) 0.0051(14) 0.0104(13) -0.0001(13) C21 0.0387(16) 0.0450(19) 0.041(2) 0.0127(16) 0.0160(15) 0.0038(14) C22 0.0362(17) 0.0411(18) 0.041(2) 0.0123(15) 0.0179(14) 0.0036(14) C23 0.0366(18) 0.069(3) 0.041(2) 0.0142(18) 0.0107(15) -0.0105(17) C24 0.0420(19) 0.062(2) 0.032(2) -0.0097(17) 0.0091(15) 0.0074(17) N3 0.0337(14) 0.0491(17) 0.0366(17) -0.0074(13) 0.0138(12) 0.0020(12) C25 0.046(2) 0.082(3) 0.040(2) -0.016(2) 0.0066(17) 0.020(2) C26 0.058(2) 0.073(3) 0.039(2) 0.0131(19) 0.0140(18) -0.020(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.048(2) . ? Zn1 N1 2.048(2) 3 ? Zn1 N2 2.052(2) 3 ? Zn1 N2 2.052(2) . ? Zn1 N3 2.405(3) . ? Zn1 N3 2.405(3) 3 ? N1 C1 1.367(4) . ? N1 C4 1.372(4) . ? N2 C9 1.362(4) . ? N2 C6 1.372(3) . ? C1 C10 1.418(4) 3 ? C1 C2 1.438(4) . ? C2 C3 1.348(4) . ? C2 H2 0.9500 . ? C3 C4 1.439(4) . ? C3 H3 0.9500 . ? C4 C5 1.401(4) . ? C5 C6 1.407(4) . ? C5 C11 1.508(4) . ? C6 C7 1.439(4) . ? C7 C8 1.342(4) . ? C7 H7 0.9500 . ? C8 C9 1.436(4) . ? C8 H8 0.9500 . ? C9 C10 1.415(4) . ? C10 C1 1.418(4) 3 ? C10 C20 1.434(4) . ? C11 C12 1.386(4) . ? C11 C16 1.399(4) . ? C12 C13 1.397(4) . ? C12 C17 1.508(5) . ? C13 C14 1.373(5) . ? C13 H13 0.9500 . ? C14 C15 1.380(5) . ? C14 C18 1.524(5) . ? C15 C16 1.394(4) . ? C15 H15 0.9500 . ? C16 C19 1.503(5) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.191(4) . ? C21 C22 1.431(4) . ? C22 C23 1.381(5) . ? C22 C26 1.384(5) . ? C23 C24 1.385(5) 4_665 ? C23 H23 0.9500 . ? C24 N3 1.315(4) . ? C24 C23 1.385(5) 4_566 ? C24 H24 0.9500 . ? N3 C25 1.335(4) . ? C25 C26 1.374(5) 4_566 ? C25 H25 0.9500 . ? C26 C25 1.375(5) 4_665 ? C26 H26 0.9500 . ? _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N1 180.0 . 3 ? N1 Zn1 N2 90.56(9) . 3 ? N1 Zn1 N2 89.44(9) 3 3 ? N1 Zn1 N2 89.44(9) . . ? N1 Zn1 N2 90.55(9) 3 . ? N2 Zn1 N2 180.0 3 . ? N1 Zn1 N3 86.83(9) . . ? N1 Zn1 N3 93.17(9) 3 . ? N2 Zn1 N3 86.61(9) 3 . ? N2 Zn1 N3 93.39(9) . . ? N1 Zn1 N3 93.17(9) . 3 ? N1 Zn1 N3 86.83(9) 3 3 ? N2 Zn1 N3 93.39(9) 3 3 ? N2 Zn1 N3 86.61(9) . 3 ? N3 Zn1 N3 180.0 . 3 ? C1 N1 C4 106.1(2) . . ? C1 N1 Zn1 126.28(19) . . ? C4 N1 Zn1 127.30(19) . . ? C9 N2 C6 106.3(2) . . ? C9 N2 Zn1 126.69(19) . . ? C6 N2 Zn1 126.89(19) . . ? N1 C1 C10 124.9(3) . 3 ? N1 C1 C2 110.1(3) . . ? C10 C1 C2 125.0(3) 3 . ? C3 C2 C1 106.9(3) . . ? C3 C2 H2 126.6 . . ? C1 C2 H2 126.6 . . ? C2 C3 C4 107.1(3) . . ? C2 C3 H3 126.4 . . ? C4 C3 H3 126.4 . . ? N1 C4 C5 125.4(3) . . ? N1 C4 C3 109.7(3) . . ? C5 C4 C3 124.8(3) . . ? C4 C5 C6 125.3(3) . . ? C4 C5 C11 117.7(3) . . ? C6 C5 C11 117.0(3) . . ? N2 C6 C5 125.6(3) . . ? N2 C6 C7 109.6(3) . . ? C5 C6 C7 124.8(3) . . ? C8 C7 C6 107.1(3) . . ? C8 C7 H7 126.5 . . ? C6 C7 H7 126.5 . . ? C7 C8 C9 107.1(3) . . ? C7 C8 H8 126.4 . . ? C9 C8 H8 126.4 . . ? N2 C9 C10 124.7(3) . . ? N2 C9 C8 109.9(3) . . ? C10 C9 C8 125.3(3) . . ? C9 C10 C1 126.5(3) . 3 ? C9 C10 C20 116.1(3) . . ? C1 C10 C20 117.3(3) 3 . ? C12 C11 C16 120.2(3) . . ? C12 C11 C5 118.9(3) . . ? C16 C11 C5 120.9(3) . . ? C11 C12 C13 119.2(3) . . ? C11 C12 C17 121.8(3) . . ? C13 C12 C17 119.0(3) . . ? C14 C13 C12 121.7(3) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C13 C14 C15 118.4(3) . . ? C13 C14 C18 120.4(4) . . ? C15 C14 C18 121.2(4) . . ? C14 C15 C16 122.0(3) . . ? C14 C15 H15 119.0 . . ? C16 C15 H15 119.0 . . ? C15 C16 C11 118.6(3) . . ? C15 C16 C19 119.6(3) . . ? C11 C16 C19 121.9(3) . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C10 174.1(3) . . ? C20 C21 C22 175.2(4) . . ? C23 C22 C26 116.9(3) . . ? C23 C22 C21 122.7(3) . . ? C26 C22 C21 120.4(3) . . ? C22 C23 C24 119.0(3) . 4_665 ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 4_665 . ? N3 C24 C23 124.8(3) . 4_566 ? N3 C24 H24 117.6 . . ? C23 C24 H24 117.6 4_566 . ? C24 N3 C25 115.6(3) . . ? C24 N3 Zn1 120.6(2) . . ? C25 N3 Zn1 121.8(2) . . ? N3 C25 C26 124.2(3) . 4_566 ? N3 C25 H25 117.9 . . ? C26 C25 H25 117.9 4_566 . ? C25 C26 C22 119.4(4) 4_665 . ? C25 C26 H26 120.3 4_665 . ? C22 C26 H26 120.3 . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.652 _refine_diff_density_min -0.510 _refine_diff_density_rms 0.068 data_e2294a _database_code_depnum_ccdc_archive 'CCDC 899824' #TrackingRef '13686_web_deposit_cif_file_0_BulachVeronique_1346675197.CIF-Hosseini-Dalton 2012.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H39 Cl3 N6 Zn' _chemical_formula_weight 907.60 _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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pccn _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 19.7276(4) _cell_length_b 30.6924(6) _cell_length_c 14.4077(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8723.7(3) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9588 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 26.72 _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas non _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3744 _exptl_absorpt_coefficient_mu 0.791 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9111 _exptl_absorpt_correction_T_max 0.9394 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 124534 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.56 _reflns_number_total 9810 _reflns_number_gt 7691 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0943P)^2^+26.6335P] 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 9810 _refine_ls_number_parameters 556 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0864 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.1978 _refine_ls_wR_factor_gt 0.1809 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.000 _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 0.46087(2) 0.140258(12) 0.43059(3) 0.02472(13) Uani 1 1 d . . . N1 N 0.54024(14) 0.10686(9) 0.4890(2) 0.0253(6) Uani 1 1 d . . . N2 N 0.39787(15) 0.08992(9) 0.4667(2) 0.0252(6) Uani 1 1 d . . . N3 N 0.38746(15) 0.16351(9) 0.3429(2) 0.0258(6) Uani 1 1 d . . . N4 N 0.53028(14) 0.18098(9) 0.3662(2) 0.0252(6) Uani 1 1 d . . . C1 C 0.60749(18) 0.11930(12) 0.4889(2) 0.0291(7) Uani 1 1 d . . . C2 C 0.6460(2) 0.08989(12) 0.5463(3) 0.0357(8) Uani 1 1 d . . . H2 H 0.6935 0.0909 0.5572 0.043 Uiso 1 1 calc R . . C3 C 0.6021(2) 0.06072(13) 0.5816(3) 0.0350(8) Uani 1 1 d . . . H3 H 0.6127 0.0375 0.6228 0.042 Uiso 1 1 calc R . . C4 C 0.53627(18) 0.07117(11) 0.5451(2) 0.0268(7) Uani 1 1 d . . . C5 C 0.47665(19) 0.04724(11) 0.5631(2) 0.0268(7) Uani 1 1 d . . . C6 C 0.41227(18) 0.05585(10) 0.5242(2) 0.0261(7) Uani 1 1 d . . . C7 C 0.3523(2) 0.02987(12) 0.5394(3) 0.0322(8) Uani 1 1 d . . . H7 H 0.3491 0.0042 0.5760 0.039 Uiso 1 1 calc R . . C8 C 0.3016(2) 0.04905(12) 0.4916(3) 0.0325(8) Uani 1 1 d . . . H8 H 0.2559 0.0396 0.4885 0.039 Uiso 1 1 calc R . . C9 C 0.33015(18) 0.08671(11) 0.4459(2) 0.0272(7) Uani 1 1 d . . . C10 C 0.29361(18) 0.11489(11) 0.3887(2) 0.0273(7) Uani 1 1 d . . . C11 C 0.32119(18) 0.15038(12) 0.3405(2) 0.0281(7) Uani 1 1 d . . . C12 C 0.28330(19) 0.17823(13) 0.2789(3) 0.0360(8) Uani 1 1 d . . . H12 H 0.2363 0.1762 0.2654 0.043 Uiso 1 1 calc R . . C13 C 0.32698(19) 0.20762(13) 0.2441(3) 0.0348(8) Uani 1 1 d . . . H13 H 0.3166 0.2302 0.2012 0.042 Uiso 1 1 calc R . . C14 C 0.39258(18) 0.19847(11) 0.2842(2) 0.0268(7) Uani 1 1 d . . . C15 C 0.45220(17) 0.22154(10) 0.2651(2) 0.0247(7) Uani 1 1 d . . . C16 C 0.51599(18) 0.21319(11) 0.3029(2) 0.0259(7) Uani 1 1 d . . . C17 C 0.57731(19) 0.23616(12) 0.2796(3) 0.0320(8) Uani 1 1 d . . . H17 H 0.5814 0.2598 0.2373 0.038 Uiso 1 1 calc R . . C18 C 0.6281(2) 0.21774(12) 0.3292(3) 0.0340(8) Uani 1 1 d . . . H18 H 0.6744 0.2261 0.3289 0.041 Uiso 1 1 calc R . . C19 C 0.59801(18) 0.18296(11) 0.3827(2) 0.0283(7) Uani 1 1 d . . . C20 C 0.63501(18) 0.15436(12) 0.4406(3) 0.0288(7) Uani 1 1 d . . . C21 C 0.48295(19) 0.01094(11) 0.6242(3) 0.0295(7) Uani 1 1 d . . . C22 C 0.4905(2) -0.01881(11) 0.6767(3) 0.0317(8) Uani 1 1 d . . . C23 C 0.5014(2) -0.05401(11) 0.7403(3) 0.0311(8) Uani 1 1 d . . . C24 C 0.5609(2) -0.05645(16) 0.7930(3) 0.0502(11) Uani 1 1 d . . . H24 H 0.5954 -0.0351 0.7867 0.060 Uiso 1 1 calc R . . C25 C 0.5683(3) -0.09061(18) 0.8542(4) 0.0623(14) Uani 1 1 d . . . H25 H 0.6088 -0.0919 0.8896 0.075 Uiso 1 1 calc R . . N5 N 0.5225(2) -0.12200(13) 0.8674(3) 0.0534(10) Uani 1 1 d . . . C26 C 0.4673(3) -0.11918(14) 0.8164(3) 0.0478(11) Uani 1 1 d . . . H26 H 0.4337 -0.1411 0.8242 0.057 Uiso 1 1 calc R . . C27 C 0.4546(2) -0.08673(13) 0.7527(3) 0.0407(9) Uani 1 1 d . . . H27 H 0.4139 -0.0869 0.7175 0.049 Uiso 1 1 calc R . . C28 C 0.21912(18) 0.10691(12) 0.3758(2) 0.0286(7) Uani 1 1 d . . . C29 C 0.1721(2) 0.12945(13) 0.4303(3) 0.0341(8) Uani 1 1 d . . . C30 C 0.1959(3) 0.16049(17) 0.5043(4) 0.0556(13) Uani 1 1 d . . . H30A H 0.2121 0.1874 0.4753 0.083 Uiso 1 1 calc R . . H30B H 0.2329 0.1471 0.5396 0.083 Uiso 1 1 calc R . . H30C H 0.1582 0.1672 0.5463 0.083 Uiso 1 1 calc R . . C31 C 0.1033(2) 0.12288(14) 0.4144(3) 0.0370(9) Uani 1 1 d . . . H31 H 0.0712 0.1383 0.4511 0.044 Uiso 1 1 calc R . . C32 C 0.0802(2) 0.09457(14) 0.3468(3) 0.0401(9) Uani 1 1 d . . . C33 C 0.0049(2) 0.08776(18) 0.3315(4) 0.0560(12) Uani 1 1 d . . . H33A H -0.0206 0.1038 0.3788 0.084 Uiso 1 1 calc R . . H33B H -0.0057 0.0566 0.3361 0.084 Uiso 1 1 calc R . . H33C H -0.0077 0.0984 0.2697 0.084 Uiso 1 1 calc R . . C34 C 0.1272(2) 0.07223(16) 0.2937(3) 0.0460(10) Uani 1 1 d . . . H34 H 0.1119 0.0526 0.2472 0.055 Uiso 1 1 calc R . . C35 C 0.1968(2) 0.07802(15) 0.3072(3) 0.0396(9) Uani 1 1 d . . . C36 C 0.2472(2) 0.05275(19) 0.2484(4) 0.0605(14) Uani 1 1 d . . . H36A H 0.2230 0.0310 0.2112 0.091 Uiso 1 1 calc R . . H36B H 0.2798 0.0380 0.2890 0.091 Uiso 1 1 calc R . . H36C H 0.2713 0.0729 0.2072 0.091 Uiso 1 1 calc R . . C37 C 0.44779(17) 0.25550(11) 0.1912(2) 0.0259(7) Uani 1 1 d . . . C38 C 0.4484(3) 0.29972(12) 0.2090(3) 0.0431(10) Uani 1 1 d . . . H38 H 0.4505 0.3101 0.2711 0.052 Uiso 1 1 calc R . . C40 C 0.4397(2) 0.22652(12) 0.5307(3) 0.0319(8) Uani 1 1 d . . . H40 H 0.4355 0.2360 0.4682 0.038 Uiso 1 1 calc R . . N6 N 0.44277(15) 0.18389(9) 0.5472(2) 0.0267(6) Uani 1 1 d . . . C39 C 0.4458(3) 0.17122(12) 0.6354(3) 0.0427(10) Uani 1 1 d . . . H39 H 0.4463 0.1409 0.6485 0.051 Uiso 1 1 calc R . . C41 C 0.44221(19) 0.24246(11) 0.0999(3) 0.0293(7) Uani 1 1 d . . . H41 H 0.4401 0.2124 0.0848 0.035 Uiso 1 1 calc R . . C42 C 0.70933(18) 0.16297(12) 0.4525(3) 0.0315(8) Uani 1 1 d . . . C43 C 0.7323(2) 0.18333(12) 0.5334(3) 0.0355(8) Uani 1 1 d . . . C44 C 0.6833(2) 0.19585(15) 0.6095(3) 0.0456(10) Uani 1 1 d . . . H44A H 0.6636 0.1695 0.6367 0.068 Uiso 1 1 calc R . . H44B H 0.6471 0.2140 0.5835 0.068 Uiso 1 1 calc R . . H44C H 0.7074 0.2122 0.6577 0.068 Uiso 1 1 calc R . . C45 C 0.8009(2) 0.19134(14) 0.5436(3) 0.0422(10) Uani 1 1 d . . . H45 H 0.8167 0.2043 0.5994 0.051 Uiso 1 1 calc R . . C46 C 0.8474(2) 0.18107(14) 0.4748(3) 0.0431(10) Uani 1 1 d . . . C47 C 0.9216(2) 0.19194(17) 0.4854(4) 0.0569(13) Uani 1 1 d . . . H47A H 0.9448 0.1679 0.5170 0.085 Uiso 1 1 calc R . . H47B H 0.9264 0.2186 0.5221 0.085 Uiso 1 1 calc R . . H47C H 0.9418 0.1963 0.4239 0.085 Uiso 1 1 calc R . . C48 C 0.8241(2) 0.16106(14) 0.3955(3) 0.0419(9) Uani 1 1 d . . . H48 H 0.8555 0.1539 0.3478 0.050 Uiso 1 1 calc R . . C49 C 0.7556(2) 0.15093(13) 0.3832(3) 0.0376(9) Uani 1 1 d . . . C50 C 0.7329(2) 0.12677(17) 0.2974(3) 0.0474(10) Uani 1 1 d . . . H50A H 0.7035 0.1456 0.2602 0.071 Uiso 1 1 calc R . . H50B H 0.7080 0.1005 0.3157 0.071 Uiso 1 1 calc R . . H50C H 0.7727 0.1185 0.2607 0.071 Uiso 1 1 calc R . . C51 C 0.6416(4) 0.0524(4) 0.0179(6) 0.117(3) Uani 1 1 d . . . H51 H 0.6248 0.0831 0.0128 0.140 Uiso 1 1 calc R . . Cl1 Cl 0.68447(11) 0.03766(7) -0.08244(15) 0.1002(6) Uani 1 1 d . . . Cl2 Cl 0.69063(10) 0.04608(10) 0.11842(18) 0.1248(9) Uani 1 1 d . . . Cl3 Cl 0.57232(17) 0.01585(13) 0.03069(19) 0.1775(17) Uani 1 1 d . . . _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 0.0274(2) 0.0238(2) 0.0229(2) 0.00363(14) -0.00210(15) -0.00245(14) N1 0.0287(14) 0.0225(13) 0.0246(15) 0.0017(11) 0.0017(11) -0.0003(11) N2 0.0303(14) 0.0248(13) 0.0203(14) 0.0001(11) -0.0004(11) -0.0025(11) N3 0.0293(14) 0.0271(14) 0.0210(15) 0.0021(11) -0.0023(11) -0.0028(11) N4 0.0278(14) 0.0262(14) 0.0215(15) 0.0036(11) -0.0003(11) -0.0019(11) C1 0.0314(18) 0.0312(17) 0.0246(19) 0.0012(14) 0.0000(14) 0.0020(14) C2 0.0305(18) 0.0348(19) 0.042(2) 0.0062(16) -0.0042(16) 0.0032(15) C3 0.038(2) 0.0349(19) 0.032(2) 0.0076(15) -0.0022(16) 0.0059(15) C4 0.0340(18) 0.0247(16) 0.0217(18) 0.0018(13) 0.0005(13) 0.0043(13) C5 0.0365(18) 0.0216(15) 0.0221(18) 0.0009(12) 0.0014(14) 0.0028(13) C6 0.0356(18) 0.0207(15) 0.0220(18) -0.0010(12) 0.0036(14) -0.0003(13) C7 0.041(2) 0.0271(17) 0.028(2) 0.0036(14) 0.0069(15) -0.0044(15) C8 0.0362(19) 0.0305(18) 0.031(2) 0.0028(14) 0.0044(15) -0.0079(15) C9 0.0304(17) 0.0293(17) 0.0217(18) -0.0018(13) 0.0013(13) -0.0048(13) C10 0.0286(17) 0.0329(17) 0.0205(18) -0.0003(13) 0.0000(13) -0.0039(13) C11 0.0280(17) 0.0347(17) 0.0216(18) 0.0029(14) -0.0011(13) -0.0028(14) C12 0.0295(18) 0.047(2) 0.031(2) 0.0116(16) -0.0044(15) -0.0012(16) C13 0.0322(19) 0.042(2) 0.030(2) 0.0110(16) -0.0018(15) 0.0015(15) C14 0.0331(18) 0.0279(16) 0.0194(17) 0.0025(12) -0.0014(13) -0.0002(13) C15 0.0322(17) 0.0234(15) 0.0186(17) 0.0024(12) 0.0002(13) -0.0001(13) C16 0.0333(17) 0.0242(15) 0.0204(17) 0.0018(12) 0.0012(13) -0.0027(13) C17 0.0325(18) 0.0311(17) 0.032(2) 0.0065(14) 0.0006(15) -0.0053(14) C18 0.0335(19) 0.0343(18) 0.034(2) 0.0057(15) -0.0002(15) -0.0082(15) C19 0.0289(17) 0.0298(17) 0.0262(19) 0.0018(13) 0.0007(14) -0.0015(13) C20 0.0265(17) 0.0330(17) 0.0269(19) 0.0025(14) -0.0004(14) 0.0016(13) C21 0.0358(18) 0.0268(17) 0.0259(19) -0.0019(14) 0.0028(14) 0.0023(14) C22 0.039(2) 0.0268(17) 0.029(2) 0.0007(14) 0.0033(15) 0.0015(14) C23 0.042(2) 0.0271(17) 0.0244(19) 0.0018(13) 0.0033(15) 0.0047(14) C24 0.043(2) 0.053(3) 0.054(3) 0.021(2) -0.003(2) -0.004(2) C25 0.052(3) 0.072(3) 0.063(3) 0.031(3) -0.014(2) 0.002(2) N5 0.072(3) 0.044(2) 0.044(2) 0.0146(17) -0.006(2) 0.0033(19) C26 0.071(3) 0.034(2) 0.038(3) 0.0069(18) -0.003(2) -0.014(2) C27 0.050(2) 0.037(2) 0.035(2) 0.0065(16) -0.0078(18) -0.0073(17) C28 0.0280(17) 0.0339(17) 0.0239(18) 0.0037(14) -0.0008(13) -0.0049(14) C29 0.0353(19) 0.0367(19) 0.030(2) 0.0025(15) 0.0037(15) -0.0026(15) C30 0.048(3) 0.063(3) 0.056(3) -0.025(2) 0.008(2) -0.002(2) C31 0.0333(19) 0.043(2) 0.035(2) 0.0039(16) 0.0093(16) 0.0027(16) C32 0.0306(19) 0.051(2) 0.038(2) 0.0056(18) 0.0001(16) -0.0051(17) C33 0.031(2) 0.077(3) 0.060(3) -0.005(3) 0.000(2) -0.009(2) C34 0.034(2) 0.067(3) 0.038(2) -0.014(2) -0.0031(17) -0.0084(19) C35 0.034(2) 0.056(2) 0.029(2) -0.0089(17) -0.0010(16) -0.0034(17) C36 0.042(2) 0.091(4) 0.049(3) -0.037(3) 0.000(2) 0.000(3) C37 0.0289(16) 0.0270(16) 0.0217(18) 0.0053(13) -0.0002(13) -0.0005(13) C38 0.081(3) 0.0280(18) 0.020(2) -0.0004(14) 0.0008(19) -0.0029(19) C40 0.045(2) 0.0293(17) 0.0210(18) 0.0015(14) -0.0008(15) 0.0045(15) N6 0.0333(15) 0.0263(14) 0.0206(15) -0.0030(11) 0.0002(12) -0.0002(11) C39 0.078(3) 0.0213(17) 0.029(2) 0.0000(14) 0.001(2) 0.0015(18) C41 0.0394(19) 0.0235(16) 0.0250(19) 0.0001(13) 0.0010(15) -0.0014(14) C42 0.0265(17) 0.0326(18) 0.035(2) 0.0074(15) -0.0016(14) -0.0005(14) C43 0.038(2) 0.0328(18) 0.035(2) 0.0036(15) -0.0059(16) -0.0011(15) C44 0.048(2) 0.048(2) 0.040(2) -0.0063(19) -0.0025(19) -0.0023(19) C45 0.040(2) 0.041(2) 0.046(3) 0.0040(18) -0.0146(19) -0.0052(17) C46 0.0300(19) 0.042(2) 0.057(3) 0.015(2) -0.0106(19) -0.0036(16) C47 0.033(2) 0.063(3) 0.075(4) 0.018(3) -0.015(2) -0.010(2) C48 0.0288(19) 0.048(2) 0.049(3) 0.0082(19) 0.0017(17) -0.0010(17) C49 0.0309(19) 0.043(2) 0.039(2) 0.0069(17) 0.0001(16) -0.0014(16) C50 0.039(2) 0.066(3) 0.037(2) -0.007(2) 0.0011(18) -0.003(2) C51 0.058(4) 0.203(10) 0.089(6) -0.027(6) 0.005(4) 0.029(5) Cl1 0.1031(14) 0.1006(14) 0.0968(14) 0.0062(11) 0.0265(11) 0.0156(11) Cl2 0.0652(11) 0.188(2) 0.1218(18) -0.0659(17) 0.0117(11) -0.0273(13) Cl3 0.162(3) 0.272(4) 0.0988(18) 0.017(2) -0.0130(17) -0.144(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; _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 N3 2.050(3) . ? Zn1 N2 2.050(3) . ? Zn1 N1 2.052(3) . ? Zn1 N4 2.073(3) . ? Zn1 N6 2.177(3) . ? N1 C4 1.364(4) . ? N1 C1 1.381(5) . ? N2 C6 1.364(4) . ? N2 C9 1.373(5) . ? N3 C11 1.369(4) . ? N3 C14 1.370(4) . ? N4 C19 1.358(4) . ? N4 C16 1.374(4) . ? C1 C20 1.392(5) . ? C1 C2 1.441(5) . ? C2 C3 1.345(6) . ? C2 H2 0.9500 . ? C3 C4 1.438(5) . ? C3 H3 0.9500 . ? C4 C5 1.411(5) . ? C5 C6 1.413(5) . ? C5 C21 1.426(5) . ? C6 C7 1.443(5) . ? C7 C8 1.349(6) . ? C7 H7 0.9500 . ? C8 C9 1.444(5) . ? C8 H8 0.9500 . ? C9 C10 1.395(5) . ? C10 C11 1.401(5) . ? C10 C28 1.501(5) . ? C11 C12 1.441(5) . ? C12 C13 1.344(5) . ? C12 H12 0.9500 . ? C13 C14 1.445(5) . ? C13 H13 0.9500 . ? C14 C15 1.400(5) . ? C15 C16 1.395(5) . ? C15 C37 1.493(4) . ? C16 C17 1.440(5) . ? C17 C18 1.354(5) . ? C17 H17 0.9500 . ? C18 C19 1.444(5) . ? C18 H18 0.9500 . ? C19 C20 1.414(5) . ? C20 C42 1.500(5) . ? C21 C22 1.195(5) . ? C22 C23 1.433(5) . ? C23 C27 1.375(5) . ? C23 C24 1.400(6) . ? C24 C25 1.378(6) . ? C24 H24 0.9500 . ? C25 N5 1.333(7) . ? C25 H25 0.9500 . ? N5 C26 1.318(6) . ? C26 C27 1.378(6) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C29 1.398(5) . ? C28 C35 1.400(5) . ? C29 C31 1.393(6) . ? C29 C30 1.505(6) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.383(6) . ? C31 H31 0.9500 . ? C32 C34 1.383(6) . ? C32 C33 1.516(6) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C35 1.399(6) . ? C34 H34 0.9500 . ? C35 C36 1.518(6) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C41 1.380(5) . ? C37 C38 1.382(5) . ? C38 C39 1.387(5) 7_565 ? C38 H38 0.9500 . ? C40 N6 1.331(5) . ? C40 C41 1.380(5) 7_566 ? C40 H40 0.9500 . ? N6 C39 1.331(5) . ? C39 C38 1.387(5) 7_566 ? C39 H39 0.9500 . ? C41 C40 1.379(5) 7_565 ? C41 H41 0.9500 . ? C42 C43 1.399(6) . ? C42 C49 1.402(6) . ? C43 C45 1.384(6) . ? C43 C44 1.511(6) . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 C46 1.386(7) . ? C45 H45 0.9500 . ? C46 C48 1.376(7) . ? C46 C47 1.509(6) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 C49 1.399(6) . ? C48 H48 0.9500 . ? C49 C50 1.508(6) . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 Cl1 1.735(8) . ? C51 Cl2 1.753(9) . ? C51 Cl3 1.777(10) . ? C51 H51 1.0000 . ? _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Zn1 N2 89.45(11) . . ? N3 Zn1 N1 164.95(12) . . ? N2 Zn1 N1 88.98(11) . . ? N3 Zn1 N4 88.91(11) . . ? N2 Zn1 N4 165.54(12) . . ? N1 Zn1 N4 88.89(11) . . ? N3 Zn1 N6 98.35(11) . . ? N2 Zn1 N6 99.70(11) . . ? N1 Zn1 N6 96.67(11) . . ? N4 Zn1 N6 94.75(11) . . ? C4 N1 C1 106.1(3) . . ? C4 N1 Zn1 126.9(2) . . ? C1 N1 Zn1 126.5(2) . . ? C6 N2 C9 106.3(3) . . ? C6 N2 Zn1 127.3(2) . . ? C9 N2 Zn1 126.1(2) . . ? C11 N3 C14 106.6(3) . . ? C11 N3 Zn1 126.0(2) . . ? C14 N3 Zn1 126.9(2) . . ? C19 N4 C16 106.6(3) . . ? C19 N4 Zn1 126.7(2) . . ? C16 N4 Zn1 126.5(2) . . ? N1 C1 C20 126.1(3) . . ? N1 C1 C2 109.5(3) . . ? C20 C1 C2 124.5(3) . . ? C3 C2 C1 107.1(3) . . ? C3 C2 H2 126.4 . . ? C1 C2 H2 126.4 . . ? C2 C3 C4 107.2(3) . . ? C2 C3 H3 126.4 . . ? C4 C3 H3 126.4 . . ? N1 C4 C5 125.1(3) . . ? N1 C4 C3 110.1(3) . . ? C5 C4 C3 124.8(3) . . ? C4 C5 C6 125.4(3) . . ? C4 C5 C21 116.6(3) . . ? C6 C5 C21 118.0(3) . . ? N2 C6 C5 124.9(3) . . ? N2 C6 C7 110.2(3) . . ? C5 C6 C7 125.0(3) . . ? C8 C7 C6 106.8(3) . . ? C8 C7 H7 126.6 . . ? C6 C7 H7 126.6 . . ? C7 C8 C9 107.1(3) . . ? C7 C8 H8 126.5 . . ? C9 C8 H8 126.5 . . ? N2 C9 C10 126.0(3) . . ? N2 C9 C8 109.7(3) . . ? C10 C9 C8 124.4(3) . . ? C9 C10 C11 125.0(3) . . ? C9 C10 C28 118.5(3) . . ? C11 C10 C28 116.5(3) . . ? N3 C11 C10 126.0(3) . . ? N3 C11 C12 109.6(3) . . ? C10 C11 C12 124.4(3) . . ? C13 C12 C11 107.2(3) . . ? C13 C12 H12 126.4 . . ? C11 C12 H12 126.4 . . ? C12 C13 C14 107.1(3) . . ? C12 C13 H13 126.4 . . ? C14 C13 H13 126.4 . . ? N3 C14 C15 125.4(3) . . ? N3 C14 C13 109.4(3) . . ? C15 C14 C13 125.1(3) . . ? C16 C15 C14 126.0(3) . . ? C16 C15 C37 117.3(3) . . ? C14 C15 C37 116.4(3) . . ? N4 C16 C15 125.2(3) . . ? N4 C16 C17 109.6(3) . . ? C15 C16 C17 125.2(3) . . ? C18 C17 C16 107.1(3) . . ? C18 C17 H17 126.5 . . ? C16 C17 H17 126.5 . . ? C17 C18 C19 106.7(3) . . ? C17 C18 H18 126.7 . . ? C19 C18 H18 126.7 . . ? N4 C19 C20 125.7(3) . . ? N4 C19 C18 110.1(3) . . ? C20 C19 C18 124.2(3) . . ? C1 C20 C19 125.0(3) . . ? C1 C20 C42 117.4(3) . . ? C19 C20 C42 117.5(3) . . ? C22 C21 C5 177.4(4) . . ? C21 C22 C23 178.4(4) . . ? C27 C23 C24 116.9(4) . . ? C27 C23 C22 122.2(4) . . ? C24 C23 C22 120.9(4) . . ? C25 C24 C23 118.5(4) . . ? C25 C24 H24 120.8 . . ? C23 C24 H24 120.8 . . ? N5 C25 C24 124.8(5) . . ? N5 C25 H25 117.6 . . ? C24 C25 H25 117.6 . . ? C26 N5 C25 115.6(4) . . ? N5 C26 C27 124.7(4) . . ? N5 C26 H26 117.7 . . ? C27 C26 H26 117.7 . . ? C23 C27 C26 119.5(4) . . ? C23 C27 H27 120.2 . . ? C26 C27 H27 120.2 . . ? C29 C28 C35 120.1(3) . . ? C29 C28 C10 119.9(3) . . ? C35 C28 C10 119.9(3) . . ? C31 C29 C28 118.9(4) . . ? C31 C29 C30 120.8(4) . . ? C28 C29 C30 120.3(4) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C29 121.9(4) . . ? C32 C31 H31 119.1 . . ? C29 C31 H31 119.1 . . ? C31 C32 C34 118.7(4) . . ? C31 C32 C33 120.7(4) . . ? C34 C32 C33 120.5(4) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C32 C34 C35 121.2(4) . . ? C32 C34 H34 119.4 . . ? C35 C34 H34 119.4 . . ? C34 C35 C28 119.2(4) . . ? C34 C35 C36 120.0(4) . . ? C28 C35 C36 120.8(4) . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C41 C37 C38 117.6(3) . . ? C41 C37 C15 118.9(3) . . ? C38 C37 C15 123.5(3) . . ? C37 C38 C39 119.3(4) . 7_565 ? C37 C38 H38 120.4 . . ? C39 C38 H38 120.4 7_565 . ? N6 C40 C41 123.2(3) . 7_566 ? N6 C40 H40 118.4 . . ? C41 C40 H40 118.4 7_566 . ? C39 N6 C40 117.4(3) . . ? C39 N6 Zn1 123.3(2) . . ? C40 N6 Zn1 118.3(2) . . ? N6 C39 C38 123.0(3) . 7_566 ? N6 C39 H39 118.5 . . ? C38 C39 H39 118.5 7_566 . ? C40 C41 C37 119.5(3) 7_565 . ? C40 C41 H41 120.3 7_565 . ? C37 C41 H41 120.3 . . ? C43 C42 C49 120.1(4) . . ? C43 C42 C20 119.3(3) . . ? C49 C42 C20 120.6(4) . . ? C45 C43 C42 118.9(4) . . ? C45 C43 C44 120.3(4) . . ? C42 C43 C44 120.8(4) . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C43 C45 C46 122.1(4) . . ? C43 C45 H45 119.0 . . ? C46 C45 H45 119.0 . . ? C48 C46 C45 118.4(4) . . ? C48 C46 C47 120.4(5) . . ? C45 C46 C47 121.3(4) . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C46 C48 C49 121.8(4) . . ? C46 C48 H48 119.1 . . ? C49 C48 H48 119.1 . . ? C48 C49 C42 118.7(4) . . ? C48 C49 C50 120.0(4) . . ? C42 C49 C50 121.3(4) . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? Cl1 C51 Cl2 113.0(4) . . ? Cl1 C51 Cl3 107.3(5) . . ? Cl2 C51 Cl3 105.6(6) . . ? Cl1 C51 H51 110.3 . . ? Cl2 C51 H51 110.3 . . ? Cl3 C51 H51 110.3 . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 2.207 _refine_diff_density_min -1.849 _refine_diff_density_rms 0.102 data_e2297a _database_code_depnum_ccdc_archive 'CCDC 899825' #TrackingRef '13686_web_deposit_cif_file_0_BulachVeronique_1346675197.CIF-Hosseini-Dalton 2012.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H38 N6 Zn' _chemical_formula_weight 788.23 _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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pccn _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 16.1357(7) _cell_length_b 32.4593(14) _cell_length_c 15.6512(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8197.4(6) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2002 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 20.71 _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3280 _exptl_absorpt_coefficient_mu 0.642 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9270 _exptl_absorpt_correction_T_max 0.9504 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 21642 _diffrn_reflns_av_R_equivalents 0.0703 _diffrn_reflns_av_sigmaI/netI 0.1145 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 27.53 _reflns_number_total 9049 _reflns_number_gt 4864 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1146P)^2^+6.0058P] 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 9049 _refine_ls_number_parameters 520 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1488 _refine_ls_R_factor_gt 0.0782 _refine_ls_wR_factor_ref 0.2434 _refine_ls_wR_factor_gt 0.2045 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _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 s _atom_site_disorder_assembly _atom_site_disorder_group ell Ccell Space Gp. 899822 11.3103 13.8466 15.1616 P21/n 899823 10.7971 14.1700 14.4930 P21/n 899824 19.7276 30.6924 14.4077 Pccn 899825 16.1357 32.4593 15.6512 Pccn ======================================================================== CCDC Depository http://www.ccdc.cam.ac.uk/