# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1_Zn-NO3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Complex 1' _chemical_melting_point ? _chemical_formula_moiety 'C38 H30 N6 O8 Zn2' _chemical_formula_sum 'C38 H30 N6 O8 Zn2' _chemical_formula_weight 829.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 14.5074(4) _cell_length_b 11.5459(4) _cell_length_c 21.8496(8) _cell_angle_alpha 90.00 _cell_angle_beta 96.259(3) _cell_angle_gamma 90.00 _cell_volume 3638.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6769 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 22.34 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.514 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 1.380 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.569 _exptl_absorpt_correction_T_max 0.720 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker 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_% 0.0(1) _diffrn_reflns_number 12435 _diffrn_reflns_av_R_equivalents 0.1052 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 28.90 _reflns_number_total 4805 _reflns_number_gt 3307 _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^)+(0.0529P)^2^+0.2551P] 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 4805 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0716 _refine_ls_wR_factor_gt 0.0694 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _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 Zn1 Zn 0.14308(2) 0.23316(3) 0.496868(15) 0.0498(3) Uani 1 1 d . . . C6 C 0.0597(2) 0.0649(3) 0.40123(14) 0.0497(9) Uani 1 1 d . . . H6 H 0.0154 0.0028 0.4069 0.060 Uiso 1 1 calc R . . C19 C 0.2752(2) 0.0614(3) 0.56379(15) 0.0514(9) Uani 1 1 d . . . C12 C 0.1812(3) 0.1037(3) 0.32971(17) 0.0643(10) Uani 1 1 d . . . H12 H 0.1975 0.1707 0.3519 0.077 Uiso 1 1 calc R . . C1 C -0.0309(3) 0.3560(3) 0.42966(18) 0.0680(10) Uani 1 1 d . . . H1 H -0.0220 0.4121 0.4603 0.082 Uiso 1 1 calc R . . C5 C 0.0062(2) 0.1777(3) 0.39234(16) 0.0502(9) Uani 1 1 d . . . C7 C 0.1105(2) 0.0340(3) 0.34668(14) 0.0449(8) Uani 1 1 d . . . C18 C 0.3403(2) 0.0363(4) 0.61379(16) 0.0617(10) Uani 1 1 d . . . H18 H 0.3742 0.0969 0.6332 0.074 Uiso 1 1 calc R . . C13 C 0.1545(2) -0.0206(4) 0.48343(16) 0.0573(10) Uani 1 1 d . . . H13 H 0.1297 -0.0891 0.4663 0.069 Uiso 1 1 calc R . . C14 C 0.2225(2) -0.0323(3) 0.53616(15) 0.0540(9) Uani 1 1 d . . . C15 C 0.2390(3) -0.1441(4) 0.56016(19) 0.0754(11) Uani 1 1 d . . . H15 H 0.2043 -0.2056 0.5426 0.090 Uiso 1 1 calc R . . C11 C 0.2274(3) 0.0742(4) 0.28008(19) 0.0737(11) Uani 1 1 d . . . H11 H 0.2743 0.1218 0.2685 0.088 Uiso 1 1 calc R . . C9 C 0.1352(3) -0.0954(4) 0.26407(18) 0.0714(11) Uani 1 1 d . . . H9 H 0.1197 -0.1626 0.2418 0.086 Uiso 1 1 calc R . . C17 C 0.3561(3) -0.0738(5) 0.63542(18) 0.0784(12) Uani 1 1 d . . . H17 H 0.4013 -0.0872 0.6682 0.094 Uiso 1 1 calc R . . C3 C -0.1065(3) 0.2958(4) 0.3350(2) 0.0832(12) Uani 1 1 d . . . H3 H -0.1483 0.3086 0.3003 0.100 Uiso 1 1 calc R . . C4 C -0.0559(3) 0.1946(3) 0.34083(18) 0.0730(11) Uani 1 1 d . . . H4 H -0.0636 0.1383 0.3103 0.088 Uiso 1 1 calc R . . C10 C 0.2040(3) -0.0257(5) 0.24756(17) 0.0772(12) Uani 1 1 d . . . H10 H 0.2355 -0.0456 0.2142 0.093 Uiso 1 1 calc R . . C8 C 0.0881(2) -0.0667(3) 0.31394(17) 0.0563(9) Uani 1 1 d . . . H8 H 0.0415 -0.1150 0.3253 0.068 Uiso 1 1 calc R . . C2 C -0.0947(3) 0.3764(4) 0.3803(2) 0.0748(11) Uani 1 1 d . . . H2 H -0.1293 0.4443 0.3777 0.090 Uiso 1 1 calc R . . C16 C 0.3048(3) -0.1652(4) 0.6087(2) 0.0859(13) Uani 1 1 d . . . H16 H 0.3150 -0.2401 0.6235 0.103 Uiso 1 1 calc R . . N2 N 0.12452(18) 0.0732(2) 0.45755(12) 0.0486(7) Uani 1 1 d . . . N1 N 0.0200(2) 0.2573(2) 0.43609(13) 0.0526(8) Uani 1 1 d . . . O1 O 0.26411(14) 0.1705(2) 0.54378(9) 0.0524(6) Uani 1 1 d . . . O2 O 0.11363(16) 0.3530(2) 0.56395(10) 0.0613(7) Uani 1 1 d . . . N3 N 0.0807(2) 0.2845(3) 0.60182(17) 0.0587(8) Uani 1 1 d . . . O4 O 0.06420(17) 0.3185(2) 0.65217(13) 0.0784(8) Uani 1 1 d . . . O3 O 0.06887(19) 0.1815(3) 0.58540(12) 0.0825(8) 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 0.0507(4) 0.0411(4) 0.0560(4) -0.00504(17) -0.0016(2) -0.00115(16) C6 0.046(2) 0.041(2) 0.060(2) -0.0062(17) -0.001(2) -0.0095(18) C19 0.052(2) 0.061(3) 0.041(2) 0.008(2) 0.008(2) 0.012(2) C12 0.062(3) 0.069(3) 0.060(3) -0.001(2) -0.003(2) -0.003(2) C1 0.062(3) 0.045(3) 0.094(3) -0.019(2) -0.004(2) 0.003(2) C5 0.041(2) 0.041(2) 0.066(2) -0.004(2) -0.0070(19) -0.0013(18) C7 0.046(2) 0.040(2) 0.046(2) -0.0018(19) -0.0082(18) 0.0012(19) C18 0.062(3) 0.062(3) 0.061(3) 0.013(2) 0.005(2) 0.0035(19) C13 0.072(3) 0.042(3) 0.058(2) -0.009(2) 0.007(2) -0.002(2) C14 0.072(3) 0.042(3) 0.048(2) 0.002(2) 0.003(2) 0.007(2) C15 0.100(3) 0.048(3) 0.077(3) 0.009(2) 0.006(3) 0.011(2) C11 0.062(3) 0.089(4) 0.069(3) 0.009(2) 0.003(2) -0.004(2) C9 0.087(3) 0.063(3) 0.058(3) -0.014(2) -0.015(2) 0.020(3) C17 0.075(3) 0.093(4) 0.066(3) 0.018(3) 0.002(2) 0.020(3) C3 0.064(3) 0.077(3) 0.100(3) -0.009(3) -0.029(2) 0.010(3) C4 0.065(3) 0.058(3) 0.090(3) -0.017(2) -0.020(2) 0.010(2) C10 0.074(3) 0.100(4) 0.056(3) 0.010(3) 0.004(2) 0.029(3) C8 0.060(2) 0.048(3) 0.058(2) 0.000(2) -0.007(2) 0.0076(18) C2 0.057(3) 0.053(3) 0.108(3) -0.002(3) -0.017(2) 0.014(2) C16 0.106(3) 0.065(3) 0.086(3) 0.027(3) 0.009(3) 0.033(3) N2 0.0573(18) 0.0381(19) 0.0481(18) -0.0009(14) -0.0044(15) 0.0004(14) N1 0.051(2) 0.0370(19) 0.067(2) -0.0113(16) -0.0065(16) 0.0009(15) O1 0.0553(15) 0.0455(17) 0.0541(14) 0.0088(12) -0.0048(11) -0.0001(12) O2 0.0735(17) 0.0503(16) 0.0608(15) 0.0035(13) 0.0105(13) -0.0038(13) N3 0.053(2) 0.064(3) 0.059(2) -0.007(2) 0.0076(17) 0.0079(18) O4 0.091(2) 0.081(2) 0.0654(18) -0.0082(15) 0.0216(15) 0.0070(15) O3 0.102(2) 0.0475(18) 0.103(2) -0.0144(16) 0.0340(16) -0.0159(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 2.025(2) 7_556 ? Zn1 N2 2.043(3) . ? Zn1 O1 2.065(2) . ? Zn1 O2 2.094(2) . ? Zn1 N1 2.124(3) . ? Zn1 O3 2.390(3) . ? Zn1 Zn1 3.1146(7) 7_556 ? C6 N2 1.468(4) . ? C6 C7 1.511(4) . ? C6 C5 1.518(4) . ? C19 O1 1.337(4) . ? C19 C18 1.394(4) . ? C19 C14 1.420(4) . ? C12 C11 1.378(5) . ? C12 C7 1.385(5) . ? C1 N1 1.357(4) . ? C1 C2 1.363(5) . ? C5 N1 1.325(4) . ? C5 C4 1.376(4) . ? C7 C8 1.385(4) . ? C18 C17 1.367(5) . ? C13 N2 1.276(4) . ? C13 C14 1.439(4) . ? C14 C15 1.404(5) . ? C15 C16 1.369(5) . ? C11 C10 1.378(5) . ? C9 C10 1.362(5) . ? C9 C8 1.388(5) . ? C17 C16 1.383(5) . ? C3 C2 1.356(5) . ? C3 C4 1.378(5) . ? O1 Zn1 2.025(2) 7_556 ? O2 N3 1.275(3) . ? N3 O4 1.217(3) . ? N3 O3 1.248(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 N2 112.08(9) 7_556 . ? O1 Zn1 O1 80.81(10) 7_556 . ? N2 Zn1 O1 87.58(10) . . ? O1 Zn1 O2 98.05(10) 7_556 . ? N2 Zn1 O2 149.85(10) . . ? O1 Zn1 O2 96.41(8) . . ? O1 Zn1 N1 101.96(10) 7_556 . ? N2 Zn1 N1 78.02(11) . . ? O1 Zn1 N1 165.35(10) . . ? O2 Zn1 N1 97.42(10) . . ? O1 Zn1 O3 150.69(9) 7_556 . ? N2 Zn1 O3 93.69(10) . . ? O1 Zn1 O3 86.82(9) . . ? O2 Zn1 O3 56.90(9) . . ? N1 Zn1 O3 96.71(10) . . ? O1 Zn1 Zn1 40.88(6) 7_556 7_556 ? N2 Zn1 Zn1 102.50(8) . 7_556 ? O1 Zn1 Zn1 39.93(6) . 7_556 ? O2 Zn1 Zn1 99.50(7) . 7_556 ? N1 Zn1 Zn1 140.92(8) . 7_556 ? O3 Zn1 Zn1 122.01(7) . 7_556 ? N2 C6 C7 110.7(2) . . ? N2 C6 C5 108.9(2) . . ? C7 C6 C5 112.8(3) . . ? O1 C19 C18 119.9(3) . . ? O1 C19 C14 122.6(3) . . ? C18 C19 C14 117.5(3) . . ? C11 C12 C7 120.3(3) . . ? N1 C1 C2 122.8(3) . . ? N1 C5 C4 121.7(3) . . ? N1 C5 C6 117.9(3) . . ? C4 C5 C6 120.4(3) . . ? C12 C7 C8 119.3(3) . . ? C12 C7 C6 120.9(3) . . ? C8 C7 C6 119.8(3) . . ? C17 C18 C19 122.5(4) . . ? N2 C13 C14 127.2(3) . . ? C15 C14 C19 118.7(3) . . ? C15 C14 C13 117.3(4) . . ? C19 C14 C13 124.0(3) . . ? C16 C15 C14 121.9(4) . . ? C10 C11 C12 120.0(4) . . ? C10 C9 C8 120.3(4) . . ? C18 C17 C16 120.1(4) . . ? C2 C3 C4 119.3(3) . . ? C5 C4 C3 119.4(3) . . ? C9 C10 C11 120.3(4) . . ? C7 C8 C9 119.8(3) . . ? C3 C2 C1 118.7(4) . . ? C15 C16 C17 119.3(4) . . ? C13 N2 C6 118.2(3) . . ? C13 N2 Zn1 123.9(2) . . ? C6 N2 Zn1 117.0(2) . . ? C5 N1 C1 118.0(3) . . ? C5 N1 Zn1 114.3(2) . . ? C1 N1 Zn1 125.9(2) . . ? C19 O1 Zn1 126.81(19) . 7_556 ? C19 O1 Zn1 123.88(19) . . ? Zn1 O1 Zn1 99.19(10) 7_556 . ? N3 O2 Zn1 99.4(2) . . ? O4 N3 O3 122.2(3) . . ? O4 N3 O2 120.7(3) . . ? O3 N3 O2 117.0(3) . . ? N3 O3 Zn1 86.3(2) . . ? _diffrn_measured_fraction_theta_max 1.00 _diffrn_reflns_theta_full 28.09 _diffrn_measured_fraction_theta_full 1.00 _refine_diff_density_max 0.281 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.052 #===END _database_code_depnum_ccdc_archive 'CCDC 953886' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2_Zn-N3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Complex 2' _chemical_melting_point ? _chemical_formula_moiety 'C38 H30 N10 O2 Zn2' _chemical_formula_sum 'C38 H30 N10 O2 Zn2' _chemical_formula_weight 788.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 14.3323(3) _cell_length_b 9.2491(2) _cell_length_c 15.9719(3) _cell_angle_alpha 90.00 _cell_angle_beta 123.4570(10) _cell_angle_gamma 90.00 _cell_volume 1766.42(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7213 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 25.13 _exptl_crystal_description Block _exptl_crystal_colour White _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.492 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 1.408 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.536 _exptl_absorpt_correction_T_max 0.684 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker 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_% 0.0(1) _diffrn_reflns_number 4035 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0029 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 27.45 _reflns_number_total 4035 _reflns_number_gt 4034 _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^)+(0.0000P)^2^+4.0243P] 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 4035 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0516 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1187 _refine_ls_wR_factor_gt 0.1187 _refine_ls_goodness_of_fit_ref 1.372 _refine_ls_restrained_S_all 1.372 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.04086(4) 1.00805(6) 0.42551(4) 0.04786(15) Uani 1 1 d . . . O1 O -0.0617(2) 0.8869(3) 0.4557(2) 0.0515(7) Uani 1 1 d . . . N1 N 0.1715(3) 1.0766(4) 0.4073(3) 0.0540(9) Uani 1 1 d . . . N2 N 0.1155(3) 0.8120(4) 0.4314(3) 0.0498(8) Uani 1 1 d . . . N3 N -0.0806(4) 1.0951(6) 0.2959(3) 0.0751(14) Uani 1 1 d . . . N4 N -0.1757(4) 1.0895(4) 0.2669(3) 0.0563(9) Uani 1 1 d . . . N5 N -0.2702(4) 1.0855(6) 0.2337(4) 0.0858(15) Uani 1 1 d . . . C1 C 0.1850(5) 1.2097(6) 0.3816(4) 0.0650(13) Uani 1 1 d . . . H1 H 0.1330 1.2808 0.3692 0.078 Uiso 1 1 calc R . . C2 C 0.2714(5) 1.2447(6) 0.3730(4) 0.0746(16) Uani 1 1 d . . . H2 H 0.2789 1.3383 0.3562 0.089 Uiso 1 1 calc R . . C3 C 0.3474(5) 1.1399(7) 0.3894(5) 0.0853(19) Uani 1 1 d . . . H3 H 0.4086 1.1630 0.3864 0.102 Uiso 1 1 calc R . . C4 C 0.3330(4) 1.0010(7) 0.4104(5) 0.0826(18) Uani 1 1 d . . . H4 H 0.3832 0.9288 0.4202 0.099 Uiso 1 1 calc R . . C5 C 0.2427(4) 0.9700(5) 0.4169(3) 0.0545(11) Uani 1 1 d . . . C6 C 0.2200(4) 0.8153(5) 0.4331(3) 0.0504(10) Uani 1 1 d . . . H6 H 0.2084 0.7566 0.3771 0.060 Uiso 1 1 calc R . . C7 C 0.3193(3) 0.7537(5) 0.5295(4) 0.0514(10) Uani 1 1 d . . . C8 C 0.3793(4) 0.6394(6) 0.5212(5) 0.0703(14) Uani 1 1 d . . . H8 H 0.3575 0.6029 0.4587 0.084 Uiso 1 1 calc R . . C9 C 0.4721(4) 0.5827(6) 0.6090(5) 0.0762(16) Uani 1 1 d . . . H9 H 0.5130 0.5075 0.6056 0.091 Uiso 1 1 calc R . . C10 C 0.5015(4) 0.6370(6) 0.6976(5) 0.0768(17) Uani 1 1 d . . . H10 H 0.5645 0.6008 0.7557 0.092 Uiso 1 1 calc R . . C11 C 0.4405(5) 0.7458(6) 0.7051(5) 0.0792(16) Uani 1 1 d . . . H11 H 0.4609 0.7797 0.7678 0.095 Uiso 1 1 calc R . . C12 C 0.3507(4) 0.8032(5) 0.6205(4) 0.0652(13) Uani 1 1 d . . . H12 H 0.3105 0.8775 0.6257 0.078 Uiso 1 1 calc R . . C13 C 0.0658(4) 0.6883(5) 0.4104(3) 0.0519(10) Uani 1 1 d . . . H13 H 0.1010 0.6115 0.4008 0.062 Uiso 1 1 calc R . . C14 C -0.0378(3) 0.6571(5) 0.4001(3) 0.0481(9) Uani 1 1 d . . . C15 C -0.0799(4) 0.5176(5) 0.3659(4) 0.0610(12) Uani 1 1 d . . . H15 H -0.0392 0.4537 0.3529 0.073 Uiso 1 1 calc R . . C16 C -0.1792(5) 0.4724(6) 0.3508(4) 0.0713(15) Uani 1 1 d . . . H16 H -0.2047 0.3786 0.3297 0.086 Uiso 1 1 calc R . . C17 C -0.2401(4) 0.5687(6) 0.3677(4) 0.0652(13) Uani 1 1 d . . . H17 H -0.3086 0.5403 0.3557 0.078 Uiso 1 1 calc R . . C18 C -0.2015(4) 0.7068(5) 0.4020(3) 0.0573(11) Uani 1 1 d . . . H18 H -0.2445 0.7695 0.4128 0.069 Uiso 1 1 calc R . . C19 C -0.0990(3) 0.7546(5) 0.4208(3) 0.0470(9) 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 0.0462(3) 0.0485(3) 0.0509(3) 0.0064(2) 0.0280(2) -0.0066(2) O1 0.0521(16) 0.0510(17) 0.0549(17) -0.0062(14) 0.0318(14) -0.0197(14) N1 0.055(2) 0.050(2) 0.062(2) 0.0066(18) 0.0353(19) -0.0089(17) N2 0.0409(17) 0.045(2) 0.058(2) 0.0023(17) 0.0236(16) -0.0078(15) N3 0.055(2) 0.102(4) 0.064(3) 0.032(3) 0.030(2) 0.002(2) N4 0.068(3) 0.049(2) 0.050(2) 0.0005(17) 0.032(2) -0.0019(19) N5 0.055(3) 0.111(4) 0.082(3) -0.011(3) 0.032(2) -0.003(3) C1 0.076(3) 0.054(3) 0.076(3) 0.004(2) 0.049(3) -0.011(3) C2 0.083(4) 0.065(3) 0.083(4) 0.014(3) 0.050(3) -0.018(3) C3 0.072(4) 0.090(4) 0.108(5) 0.019(4) 0.059(4) -0.019(3) C4 0.066(3) 0.086(4) 0.113(5) 0.035(4) 0.060(3) 0.003(3) C5 0.052(2) 0.059(3) 0.054(2) 0.004(2) 0.030(2) -0.007(2) C6 0.051(2) 0.048(2) 0.057(2) -0.012(2) 0.033(2) -0.0095(19) C7 0.042(2) 0.042(2) 0.071(3) 0.005(2) 0.032(2) -0.0050(18) C8 0.064(3) 0.063(3) 0.092(4) -0.004(3) 0.048(3) -0.005(3) C9 0.055(3) 0.057(3) 0.114(5) 0.018(3) 0.045(3) 0.011(2) C10 0.045(3) 0.058(3) 0.098(4) 0.030(3) 0.021(3) -0.001(2) C11 0.078(4) 0.052(3) 0.083(4) -0.002(3) 0.028(3) -0.009(3) C12 0.071(3) 0.047(3) 0.066(3) -0.004(2) 0.030(3) -0.005(2) C13 0.050(2) 0.041(2) 0.062(3) 0.004(2) 0.029(2) 0.0011(19) C14 0.045(2) 0.044(2) 0.050(2) 0.0052(19) 0.0231(19) -0.0032(18) C15 0.069(3) 0.040(2) 0.074(3) 0.000(2) 0.039(3) -0.003(2) C16 0.083(4) 0.050(3) 0.079(3) -0.013(3) 0.044(3) -0.030(3) C17 0.054(3) 0.063(3) 0.076(3) -0.009(3) 0.035(3) -0.022(2) C18 0.050(2) 0.059(3) 0.062(3) -0.005(2) 0.030(2) -0.016(2) C19 0.042(2) 0.052(2) 0.044(2) 0.0024(18) 0.0210(17) -0.0110(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N3 1.997(4) . ? Zn1 O1 2.002(3) 3_576 ? Zn1 N2 2.081(4) . ? Zn1 O1 2.105(3) . ? Zn1 N1 2.143(4) . ? O1 C19 1.328(5) . ? O1 Zn1 2.002(3) 3_576 ? N1 C1 1.345(6) . ? N1 C5 1.365(6) . ? N2 C13 1.290(5) . ? N2 C6 1.483(5) . ? N3 N4 1.174(5) . ? N4 N5 1.151(6) . ? C1 C2 1.359(7) . ? C1 H1 0.9300 . ? C2 C3 1.370(8) . ? C2 H2 0.9300 . ? C3 C4 1.372(8) . ? C3 H3 0.9300 . ? C4 C5 1.385(6) . ? C4 H4 0.9300 . ? C5 C6 1.521(6) . ? C6 C7 1.518(6) . ? C6 H6 0.9800 . ? C7 C12 1.343(7) . ? C7 C8 1.414(7) . ? C8 C9 1.398(8) . ? C8 H8 0.9300 . ? C9 C10 1.332(8) . ? C9 H9 0.9300 . ? C10 C11 1.380(8) . ? C10 H10 0.9300 . ? C11 C12 1.359(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.432(6) . ? C13 H13 0.9300 . ? C14 C15 1.401(6) . ? C14 C19 1.418(6) . ? C15 C16 1.371(7) . ? C15 H15 0.9300 . ? C16 C17 1.373(7) . ? C16 H16 0.9300 . ? C17 C18 1.380(7) . ? C17 H17 0.9300 . ? C18 C19 1.398(6) . ? C18 H18 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 N3 Zn1 O1 112.07(18) . 3_576 ? N3 Zn1 N2 122.08(19) . . ? O1 Zn1 N2 125.12(14) 3_576 . ? N3 Zn1 O1 97.58(15) . . ? O1 Zn1 O1 78.44(12) 3_576 . ? N2 Zn1 O1 86.11(13) . . ? N3 Zn1 N1 93.88(16) . . ? O1 Zn1 N1 107.46(13) 3_576 . ? N2 Zn1 N1 78.37(14) . . ? O1 Zn1 N1 164.03(14) . . ? C19 O1 Zn1 131.3(3) . 3_576 ? C19 O1 Zn1 124.4(3) . . ? Zn1 O1 Zn1 101.56(12) 3_576 . ? C1 N1 C5 118.1(4) . . ? C1 N1 Zn1 126.6(3) . . ? C5 N1 Zn1 115.2(3) . . ? C13 N2 C6 115.4(4) . . ? C13 N2 Zn1 124.4(3) . . ? C6 N2 Zn1 118.1(3) . . ? N4 N3 Zn1 123.4(3) . . ? N5 N4 N3 176.6(5) . . ? N1 C1 C2 122.8(5) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C1 C2 C3 119.0(5) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C4 C3 C2 119.9(5) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 119.0(6) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 120.9(5) . . ? N1 C5 C6 118.8(4) . . ? C4 C5 C6 120.3(5) . . ? N2 C6 C7 112.6(4) . . ? N2 C6 C5 109.0(4) . . ? C7 C6 C5 110.9(4) . . ? N2 C6 H6 108.1 . . ? C7 C6 H6 108.1 . . ? C5 C6 H6 108.1 . . ? C12 C7 C8 119.9(5) . . ? C12 C7 C6 122.4(4) . . ? C8 C7 C6 117.6(5) . . ? C9 C8 C7 118.5(6) . . ? C9 C8 H8 120.7 . . ? C7 C8 H8 120.7 . . ? C10 C9 C8 119.6(6) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C11 121.5(5) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C12 C11 C10 119.8(6) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C7 C12 C11 120.7(5) . . ? C7 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? N2 C13 C14 126.6(4) . . ? N2 C13 H13 116.7 . . ? C14 C13 H13 116.7 . . ? C15 C14 C19 119.3(4) . . ? C15 C14 C13 115.2(4) . . ? C19 C14 C13 125.6(4) . . ? C16 C15 C14 122.0(5) . . ? C16 C15 H15 119.0 . . ? C14 C15 H15 119.0 . . ? C15 C16 C17 118.6(5) . . ? C15 C16 H16 120.7 . . ? C17 C16 H16 120.7 . . ? C18 C17 C16 121.3(5) . . ? C18 C17 H17 119.4 . . ? C16 C17 H17 119.4 . . ? C17 C18 C19 121.4(5) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? O1 C19 C18 120.9(4) . . ? O1 C19 C14 121.7(4) . . ? C18 C19 C14 117.4(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 N3 Zn1 O1 C19 86.0(3) . . . . ? O1 Zn1 O1 C19 -162.9(4) 3_576 . . . ? N2 Zn1 O1 C19 -35.8(3) . . . . ? N1 Zn1 O1 C19 -49.4(6) . . . . ? N3 Zn1 O1 Zn1 -111.08(19) . . . 3_576 ? O1 Zn1 O1 Zn1 0.0 3_576 . . 3_576 ? N2 Zn1 O1 Zn1 127.05(15) . . . 3_576 ? N1 Zn1 O1 Zn1 113.5(5) . . . 3_576 ? N3 Zn1 N1 C1 48.1(4) . . . . ? O1 Zn1 N1 C1 -66.5(4) 3_576 . . . ? N2 Zn1 N1 C1 170.0(4) . . . . ? O1 Zn1 N1 C1 -176.1(4) . . . . ? N3 Zn1 N1 C5 -127.5(4) . . . . ? O1 Zn1 N1 C5 117.9(3) 3_576 . . . ? N2 Zn1 N1 C5 -5.5(3) . . . . ? O1 Zn1 N1 C5 8.3(7) . . . . ? N3 Zn1 N2 C13 -68.8(4) . . . . ? O1 Zn1 N2 C13 100.7(4) 3_576 . . . ? O1 Zn1 N2 C13 27.8(4) . . . . ? N1 Zn1 N2 C13 -156.0(4) . . . . ? N3 Zn1 N2 C6 94.2(3) . . . . ? O1 Zn1 N2 C6 -96.3(3) 3_576 . . . ? O1 Zn1 N2 C6 -169.3(3) . . . . ? N1 Zn1 N2 C6 6.9(3) . . . . ? O1 Zn1 N3 N4 -69.0(5) 3_576 . . . ? N2 Zn1 N3 N4 101.7(5) . . . . ? O1 Zn1 N3 N4 11.5(5) . . . . ? N1 Zn1 N3 N4 -179.6(5) . . . . ? C5 N1 C1 C2 -5.5(8) . . . . ? Zn1 N1 C1 C2 179.1(4) . . . . ? N1 C1 C2 C3 1.1(9) . . . . ? C1 C2 C3 C4 2.5(10) . . . . ? C2 C3 C4 C5 -1.5(10) . . . . ? C1 N1 C5 C4 6.4(7) . . . . ? Zn1 N1 C5 C4 -177.7(4) . . . . ? C1 N1 C5 C6 -172.5(4) . . . . ? Zn1 N1 C5 C6 3.5(5) . . . . ? C3 C4 C5 N1 -3.0(9) . . . . ? C3 C4 C5 C6 175.9(5) . . . . ? C13 N2 C6 C7 -79.0(5) . . . . ? Zn1 N2 C6 C7 116.5(3) . . . . ? C13 N2 C6 C5 157.5(4) . . . . ? Zn1 N2 C6 C5 -6.9(5) . . . . ? N1 C5 C6 N2 2.0(6) . . . . ? C4 C5 C6 N2 -176.8(5) . . . . ? N1 C5 C6 C7 -122.4(4) . . . . ? C4 C5 C6 C7 58.7(6) . . . . ? N2 C6 C7 C12 -55.0(6) . . . . ? C5 C6 C7 C12 67.4(6) . . . . ? N2 C6 C7 C8 124.6(4) . . . . ? C5 C6 C7 C8 -113.0(5) . . . . ? C12 C7 C8 C9 -1.3(7) . . . . ? C6 C7 C8 C9 179.0(4) . . . . ? C7 C8 C9 C10 0.0(8) . . . . ? C8 C9 C10 C11 1.8(9) . . . . ? C9 C10 C11 C12 -2.4(9) . . . . ? C8 C7 C12 C11 0.8(8) . . . . ? C6 C7 C12 C11 -179.6(5) . . . . ? C10 C11 C12 C7 1.0(8) . . . . ? C6 N2 C13 C14 -177.5(4) . . . . ? Zn1 N2 C13 C14 -14.1(7) . . . . ? N2 C13 C14 C15 173.2(5) . . . . ? N2 C13 C14 C19 -6.3(8) . . . . ? C19 C14 C15 C16 0.6(7) . . . . ? C13 C14 C15 C16 -179.0(5) . . . . ? C14 C15 C16 C17 1.6(8) . . . . ? C15 C16 C17 C18 -2.0(8) . . . . ? C16 C17 C18 C19 0.1(8) . . . . ? Zn1 O1 C19 C18 52.7(6) 3_576 . . . ? Zn1 O1 C19 C18 -149.8(3) . . . . ? Zn1 O1 C19 C14 -128.1(4) 3_576 . . . ? Zn1 O1 C19 C14 29.4(5) . . . . ? C17 C18 C19 O1 -178.7(4) . . . . ? C17 C18 C19 C14 2.0(7) . . . . ? C15 C14 C19 O1 178.4(4) . . . . ? C13 C14 C19 O1 -2.1(7) . . . . ? C15 C14 C19 C18 -2.3(6) . . . . ? C13 C14 C19 C18 177.1(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.515 _refine_diff_density_min -0.513 _refine_diff_density_rms 0.073 #===END _database_code_depnum_ccdc_archive 'CCDC 953887' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3_Zn-NCS _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Complex 3' _chemical_melting_point ? _chemical_formula_moiety 'C40 H30 N6 O2 S2 Zn2' _chemical_formula_sum 'C40 H30 N6 O2 S2 Zn2' _chemical_formula_weight 821.62 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' S S 0.1246 0.1234 '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_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8651(3) _cell_length_b 8.9933(3) _cell_length_c 11.7540(4) _cell_angle_alpha 88.581(2) _cell_angle_beta 80.825(2) _cell_angle_gamma 83.676(2) _cell_volume 919.46(5) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4642 _cell_measurement_theta_min 2.13 _cell_measurement_theta_max 21.02 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 420 _exptl_absorpt_coefficient_mu 1.462 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.510 _exptl_absorpt_correction_T_max 0.664 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker 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_% 0.0(1) _diffrn_reflns_number 9701 _diffrn_reflns_av_R_equivalents 0.0218 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.72 _reflns_number_total 3504 _reflns_number_gt 2819 _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^)+(0.0705P)^2^+0.1600P] 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 3504 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.1026 _refine_ls_wR_factor_gt 0.0881 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 Zn1 Zn 0.87278(4) 0.12960(3) 0.47662(3) 0.04223(16) Uani 1 1 d . . . S1 S 0.67248(15) 0.35652(13) 0.82476(10) 0.0825(3) Uani 1 1 d . . . O1 O 1.0772(2) 0.0887(2) 0.54735(18) 0.0446(5) Uani 1 1 d . . . N1 N 0.7163(3) 0.1918(3) 0.3588(2) 0.0495(6) Uani 1 1 d . . . N2 N 0.9909(3) 0.2736(2) 0.36717(19) 0.0384(5) Uani 1 1 d . . . N3 N 0.7449(3) 0.1901(4) 0.6241(3) 0.0659(8) Uani 1 1 d . . . C1 C 0.5726(4) 0.1520(4) 0.3656(3) 0.0632(10) Uani 1 1 d . . . H1 H 0.5288 0.1073 0.4332 0.076 Uiso 1 1 calc R . . C2 C 0.4891(4) 0.1745(5) 0.2781(4) 0.0736(11) Uani 1 1 d . . . H2 H 0.3909 0.1444 0.2857 0.088 Uiso 1 1 calc R . . C3 C 0.5512(5) 0.2418(5) 0.1790(4) 0.0765(12) Uani 1 1 d . . . H3 H 0.4960 0.2587 0.1181 0.092 Uiso 1 1 calc R . . C4 C 0.6969(4) 0.2844(4) 0.1708(3) 0.0641(10) Uani 1 1 d . . . H4 H 0.7414 0.3305 0.1040 0.077 Uiso 1 1 calc R . . C5 C 0.7764(3) 0.2583(3) 0.2620(3) 0.0454(7) Uani 1 1 d . . . C6 C 0.9339(3) 0.3121(3) 0.2580(2) 0.0424(7) Uani 1 1 d . . . H6 H 0.9230 0.4213 0.2496 0.051 Uiso 1 1 calc R . . C7 C 1.0489(4) 0.2470(3) 0.1572(2) 0.0454(7) Uani 1 1 d . . . C8 C 1.1203(4) 0.3416(4) 0.0776(3) 0.0619(9) Uani 1 1 d . . . H8 H 1.0941 0.4444 0.0838 0.074 Uiso 1 1 calc R . . C9 C 1.2311(5) 0.2846(5) -0.0120(3) 0.0829(12) Uani 1 1 d . . . H9 H 1.2787 0.3493 -0.0655 0.100 Uiso 1 1 calc R . . C10 C 1.2706(5) 0.1347(5) -0.0219(3) 0.0775(12) Uani 1 1 d . . . H10 H 1.3446 0.0967 -0.0823 0.093 Uiso 1 1 calc R . . C11 C 1.2003(5) 0.0387(5) 0.0582(4) 0.0782(12) Uani 1 1 d . . . H11 H 1.2275 -0.0639 0.0519 0.094 Uiso 1 1 calc R . . C12 C 1.0895(4) 0.0950(4) 0.1479(3) 0.0650(10) Uani 1 1 d . . . H12 H 1.0425 0.0301 0.2017 0.078 Uiso 1 1 calc R . . C13 C 1.0975(3) 0.3467(3) 0.3928(2) 0.0411(7) Uani 1 1 d . . . H13 H 1.1281 0.4229 0.3424 0.049 Uiso 1 1 calc R . . C14 C 1.1740(3) 0.3225(3) 0.4915(2) 0.0377(6) Uani 1 1 d . . . C15 C 1.2733(3) 0.4279(3) 0.5120(3) 0.0473(8) Uani 1 1 d . . . H15 H 1.2845 0.5094 0.4623 0.057 Uiso 1 1 calc R . . C16 C 1.3531(4) 0.4141(3) 0.6022(3) 0.0503(8) Uani 1 1 d . . . H16 H 1.4188 0.4844 0.6131 0.060 Uiso 1 1 calc R . . C17 C 1.3354(4) 0.2950(4) 0.6770(3) 0.0499(8) Uani 1 1 d . . . H17 H 1.3880 0.2860 0.7396 0.060 Uiso 1 1 calc R . . C18 C 1.2400(4) 0.1884(4) 0.6600(3) 0.0477(8) Uani 1 1 d . . . H18 H 1.2283 0.1095 0.7122 0.057 Uiso 1 1 calc R . . C19 C 1.1614(3) 0.1972(3) 0.5664(2) 0.0393(7) Uani 1 1 d . . . C20 C 0.7168(4) 0.2582(4) 0.7088(3) 0.0558(8) 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 0.0402(2) 0.0419(2) 0.0453(3) 0.00681(15) -0.00723(17) -0.00828(14) S1 0.0977(9) 0.0862(7) 0.0670(7) -0.0127(5) -0.0186(6) -0.0138(6) O1 0.0471(12) 0.0394(10) 0.0524(13) 0.0059(9) -0.0194(10) -0.0123(9) N1 0.0416(15) 0.0467(14) 0.0600(18) 0.0030(12) -0.0100(13) -0.0018(11) N2 0.0427(14) 0.0386(12) 0.0336(14) 0.0013(10) -0.0064(11) -0.0031(10) N3 0.060(2) 0.079(2) 0.0530(19) 0.0066(16) -0.0002(15) 0.0025(15) C1 0.041(2) 0.069(2) 0.078(3) 0.0056(19) -0.0084(19) -0.0029(16) C2 0.041(2) 0.086(3) 0.097(3) -0.025(2) -0.023(2) 0.0030(18) C3 0.055(3) 0.106(3) 0.071(3) -0.015(2) -0.031(2) 0.011(2) C4 0.064(2) 0.080(2) 0.050(2) 0.0008(18) -0.0204(19) 0.0030(19) C5 0.0439(18) 0.0451(16) 0.0472(19) -0.0028(13) -0.0129(15) 0.0047(13) C6 0.0487(18) 0.0378(15) 0.0407(17) 0.0030(12) -0.0097(14) -0.0015(12) C7 0.0484(19) 0.0526(17) 0.0362(17) 0.0020(13) -0.0118(14) -0.0032(14) C8 0.078(3) 0.058(2) 0.048(2) 0.0051(16) -0.0044(18) -0.0103(17) C9 0.097(3) 0.093(3) 0.052(2) 0.009(2) 0.012(2) -0.013(2) C10 0.079(3) 0.099(3) 0.045(2) -0.007(2) 0.006(2) 0.008(2) C11 0.090(3) 0.070(2) 0.067(3) -0.008(2) -0.003(2) 0.012(2) C12 0.078(3) 0.0531(19) 0.058(2) 0.0023(16) 0.0028(19) 0.0002(17) C13 0.0428(17) 0.0380(14) 0.0410(18) 0.0053(12) -0.0013(14) -0.0070(12) C14 0.0345(16) 0.0384(14) 0.0398(16) -0.0027(12) -0.0029(13) -0.0057(11) C15 0.0432(18) 0.0410(16) 0.058(2) 0.0016(13) -0.0035(16) -0.0123(13) C16 0.0423(18) 0.0503(18) 0.060(2) -0.0117(15) -0.0053(16) -0.0140(14) C17 0.0450(18) 0.065(2) 0.0425(19) -0.0085(15) -0.0105(15) -0.0116(15) C18 0.0496(19) 0.0560(18) 0.0404(18) 0.0036(14) -0.0106(15) -0.0138(14) C19 0.0371(16) 0.0383(14) 0.0424(18) -0.0038(12) -0.0032(13) -0.0069(12) C20 0.044(2) 0.064(2) 0.059(2) 0.0163(17) -0.0078(17) -0.0073(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N3 1.967(3) . ? Zn1 O1 1.9810(19) 2_756 ? Zn1 N2 2.053(2) . ? Zn1 O1 2.105(2) . ? Zn1 N1 2.136(3) . ? S1 C20 1.615(4) . ? O1 C19 1.336(3) . ? O1 Zn1 1.9810(19) 2_756 ? N1 C5 1.334(4) . ? N1 C1 1.350(4) . ? N2 C13 1.286(4) . ? N2 C6 1.473(4) . ? N3 C20 1.160(4) . ? C1 C2 1.359(5) . ? C1 H1 0.9300 . ? C2 C3 1.364(6) . ? C2 H2 0.9300 . ? C3 C4 1.375(5) . ? C3 H3 0.9300 . ? C4 C5 1.376(4) . ? C4 H4 0.9300 . ? C5 C6 1.521(4) . ? C6 C7 1.518(4) . ? C6 H6 0.9800 . ? C7 C8 1.375(4) . ? C7 C12 1.378(4) . ? C8 C9 1.386(5) . ? C8 H8 0.9300 . ? C9 C10 1.358(6) . ? C9 H9 0.9300 . ? C10 C11 1.382(6) . ? C10 H10 0.9300 . ? C11 C12 1.385(5) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.435(4) . ? C13 H13 0.9300 . ? C14 C15 1.412(4) . ? C14 C19 1.415(4) . ? C15 C16 1.361(4) . ? C15 H15 0.9300 . ? C16 C17 1.376(4) . ? C16 H16 0.9300 . ? C17 C18 1.383(4) . ? C17 H17 0.9300 . ? C18 C19 1.390(4) . ? C18 H18 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 N3 Zn1 O1 115.89(11) . 2_756 ? N3 Zn1 N2 123.86(11) . . ? O1 Zn1 N2 118.87(9) 2_756 . ? N3 Zn1 O1 94.33(11) . . ? O1 Zn1 O1 78.64(8) 2_756 . ? N2 Zn1 O1 85.05(8) . . ? N3 Zn1 N1 101.05(12) . . ? O1 Zn1 N1 103.21(9) 2_756 . ? N2 Zn1 N1 78.01(9) . . ? O1 Zn1 N1 161.58(9) . . ? C19 O1 Zn1 132.79(18) . 2_756 ? C19 O1 Zn1 122.85(17) . . ? Zn1 O1 Zn1 101.36(8) 2_756 . ? C5 N1 C1 117.8(3) . . ? C5 N1 Zn1 115.1(2) . . ? C1 N1 Zn1 126.4(2) . . ? C13 N2 C6 117.5(2) . . ? C13 N2 Zn1 124.85(19) . . ? C6 N2 Zn1 117.05(17) . . ? C20 N3 Zn1 153.4(3) . . ? N1 C1 C2 123.0(4) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 119.1(4) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C4 118.8(4) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C3 C4 C5 119.6(4) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? N1 C5 C4 121.8(3) . . ? N1 C5 C6 117.5(3) . . ? C4 C5 C6 120.7(3) . . ? N2 C6 C7 110.1(2) . . ? N2 C6 C5 109.5(2) . . ? C7 C6 C5 112.3(2) . . ? N2 C6 H6 108.3 . . ? C7 C6 H6 108.3 . . ? C5 C6 H6 108.3 . . ? C8 C7 C12 119.4(3) . . ? C8 C7 C6 119.5(3) . . ? C12 C7 C6 121.0(3) . . ? C7 C8 C9 120.4(3) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C10 C9 C8 120.4(4) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 119.7(4) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C10 C11 C12 120.3(4) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C7 C12 C11 119.9(3) . . ? C7 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? N2 C13 C14 126.6(2) . . ? N2 C13 H13 116.7 . . ? C14 C13 H13 116.7 . . ? C15 C14 C19 118.1(3) . . ? C15 C14 C13 117.5(3) . . ? C19 C14 C13 124.4(2) . . ? C16 C15 C14 122.1(3) . . ? C16 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? C15 C16 C17 119.2(3) . . ? C15 C16 H16 120.4 . . ? C17 C16 H16 120.4 . . ? C16 C17 C18 120.7(3) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C17 C18 C19 121.2(3) . . ? C17 C18 H18 119.4 . . ? C19 C18 H18 119.4 . . ? O1 C19 C18 120.4(3) . . ? O1 C19 C14 121.0(3) . . ? C18 C19 C14 118.6(3) . . ? N3 C20 S1 177.9(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 N3 Zn1 O1 C19 -81.8(2) . . . . ? O1 Zn1 O1 C19 162.6(3) 2_756 . . . ? N2 Zn1 O1 C19 41.9(2) . . . . ? N1 Zn1 O1 C19 64.9(4) . . . . ? N3 Zn1 O1 Zn1 115.56(12) . . . 2_756 ? O1 Zn1 O1 Zn1 0.0 2_756 . . 2_756 ? N2 Zn1 O1 Zn1 -120.78(10) . . . 2_756 ? N1 Zn1 O1 Zn1 -97.7(3) . . . 2_756 ? N3 Zn1 N1 C5 137.4(2) . . . . ? O1 Zn1 N1 C5 -102.4(2) 2_756 . . . ? N2 Zn1 N1 C5 14.8(2) . . . . ? O1 Zn1 N1 C5 -8.7(4) . . . . ? N3 Zn1 N1 C1 -52.5(3) . . . . ? O1 Zn1 N1 C1 67.7(3) 2_756 . . . ? N2 Zn1 N1 C1 -175.1(3) . . . . ? O1 Zn1 N1 C1 161.4(3) . . . . ? N3 Zn1 N2 C13 61.3(3) . . . . ? O1 Zn1 N2 C13 -104.7(2) 2_756 . . . ? O1 Zn1 N2 C13 -30.6(2) . . . . ? N1 Zn1 N2 C13 156.6(2) . . . . ? N3 Zn1 N2 C6 -109.5(2) . . . . ? O1 Zn1 N2 C6 84.52(19) 2_756 . . . ? O1 Zn1 N2 C6 158.65(19) . . . . ? N1 Zn1 N2 C6 -14.09(18) . . . . ? O1 Zn1 N3 C20 129.1(6) 2_756 . . . ? N2 Zn1 N3 C20 -37.3(7) . . . . ? O1 Zn1 N3 C20 49.6(7) . . . . ? N1 Zn1 N3 C20 -120.2(7) . . . . ? C5 N1 C1 C2 1.2(5) . . . . ? Zn1 N1 C1 C2 -168.7(3) . . . . ? N1 C1 C2 C3 -0.9(6) . . . . ? C1 C2 C3 C4 0.2(6) . . . . ? C2 C3 C4 C5 0.0(6) . . . . ? C1 N1 C5 C4 -0.9(4) . . . . ? Zn1 N1 C5 C4 170.1(2) . . . . ? C1 N1 C5 C6 176.0(3) . . . . ? Zn1 N1 C5 C6 -13.0(3) . . . . ? C3 C4 C5 N1 0.3(5) . . . . ? C3 C4 C5 C6 -176.5(3) . . . . ? C13 N2 C6 C7 76.1(3) . . . . ? Zn1 N2 C6 C7 -112.5(2) . . . . ? C13 N2 C6 C5 -160.0(2) . . . . ? Zn1 N2 C6 C5 11.5(3) . . . . ? N1 C5 C6 N2 1.4(3) . . . . ? C4 C5 C6 N2 178.4(3) . . . . ? N1 C5 C6 C7 124.1(3) . . . . ? C4 C5 C6 C7 -58.9(4) . . . . ? N2 C6 C7 C8 -115.8(3) . . . . ? C5 C6 C7 C8 121.9(3) . . . . ? N2 C6 C7 C12 60.4(4) . . . . ? C5 C6 C7 C12 -61.9(4) . . . . ? C12 C7 C8 C9 0.6(5) . . . . ? C6 C7 C8 C9 176.9(3) . . . . ? C7 C8 C9 C10 -0.1(6) . . . . ? C8 C9 C10 C11 -0.3(7) . . . . ? C9 C10 C11 C12 0.3(7) . . . . ? C8 C7 C12 C11 -0.6(5) . . . . ? C6 C7 C12 C11 -176.8(3) . . . . ? C10 C11 C12 C7 0.1(6) . . . . ? C6 N2 C13 C14 -176.8(3) . . . . ? Zn1 N2 C13 C14 12.5(4) . . . . ? N2 C13 C14 C15 -171.7(3) . . . . ? N2 C13 C14 C19 11.0(5) . . . . ? C19 C14 C15 C16 -1.6(4) . . . . ? C13 C14 C15 C16 -179.0(3) . . . . ? C14 C15 C16 C17 -0.9(5) . . . . ? C15 C16 C17 C18 1.3(5) . . . . ? C16 C17 C18 C19 1.0(5) . . . . ? Zn1 O1 C19 C18 -57.4(4) 2_756 . . . ? Zn1 O1 C19 C18 146.1(2) . . . . ? Zn1 O1 C19 C14 121.9(3) 2_756 . . . ? Zn1 O1 C19 C14 -34.6(3) . . . . ? C17 C18 C19 O1 175.9(3) . . . . ? C17 C18 C19 C14 -3.4(4) . . . . ? C15 C14 C19 O1 -175.7(3) . . . . ? C13 C14 C19 O1 1.6(4) . . . . ? C15 C14 C19 C18 3.7(4) . . . . ? C13 C14 C19 C18 -179.1(3) . . . . ? _diffrn_measured_fraction_theta_max 1.00 _diffrn_reflns_theta_full 25.72 _diffrn_measured_fraction_theta_full 1.00 _refine_diff_density_max 0.412 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.074 #===END _database_code_depnum_ccdc_archive 'CCDC 953888' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4_Zn-NO3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Complex 4' _chemical_melting_point ? _chemical_formula_moiety 'C46 H34 N6 O8 Zn2' _chemical_formula_sum 'C46 H34 N6 O8 Zn2' _chemical_formula_weight 929.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.625(3) _cell_length_b 8.3854(8) _cell_length_c 22.904(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.515(13) _cell_angle_gamma 90.00 _cell_volume 3953.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1695 _cell_measurement_theta_min 2.01 _cell_measurement_theta_max 20.21 _exptl_crystal_description Needle _exptl_crystal_colour White _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 1.280 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.590 _exptl_absorpt_correction_T_max 0.699 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker 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_% 0.0(1) _diffrn_reflns_number 8798 _diffrn_reflns_av_R_equivalents 0.0558 _diffrn_reflns_av_sigmaI/netI 0.0834 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 26.52 _reflns_number_total 4120 _reflns_number_gt 2082 _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^)+(0.0350P)^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 4120 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0998 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.0981 _refine_ls_wR_factor_gt 0.0844 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 1.03717(2) 0.65125(6) 1.03431(2) 0.04596(18) Uani 1 1 d . . . C23 C 0.89216(17) 0.6552(5) 0.95844(17) 0.0409(10) Uani 1 1 d . . . C5 C 1.12912(17) 0.8431(5) 1.00634(16) 0.0387(10) Uani 1 1 d . . . C13 C 0.95336(17) 0.8283(4) 0.91455(16) 0.0401(10) Uani 1 1 d . . . H13 H 0.9496 0.8943 0.8806 0.048 Uiso 1 1 calc R . . C15 C 0.83241(17) 0.8326(4) 0.86722(15) 0.0363(9) Uani 1 1 d . . . C7 C 1.07096(16) 0.8285(5) 0.88670(17) 0.0404(10) Uani 1 1 d . . . C14 C 0.89390(17) 0.7695(4) 0.91494(16) 0.0347(9) Uani 1 1 d . . . C6 C 1.06558(16) 0.8779(5) 0.94787(16) 0.0405(10) Uani 1 1 d . . . H6 H 1.0580 0.9933 0.9460 0.049 Uiso 1 1 calc R . . C12 C 1.07134(17) 0.6695(5) 0.87147(18) 0.0485(11) Uani 1 1 d . . . H12 H 1.0677 0.5916 0.8987 0.058 Uiso 1 1 calc R . . C20 C 0.77342(18) 0.7832(5) 0.86935(18) 0.0443(11) Uani 1 1 d . . . C19 C 0.71292(19) 0.8366(5) 0.82117(19) 0.0545(12) Uani 1 1 d . . . H19 H 0.6743 0.8042 0.8228 0.065 Uiso 1 1 calc R . . C16 C 0.82802(18) 0.9361(5) 0.81740(17) 0.0497(11) Uani 1 1 d . . . H16 H 0.8658 0.9739 0.8154 0.060 Uiso 1 1 calc R . . C22 C 0.83265(19) 0.6206(5) 0.96207(19) 0.0553(12) Uani 1 1 d . . . H22 H 0.8324 0.5546 0.9946 0.066 Uiso 1 1 calc R . . C17 C 0.7678(2) 0.9829(5) 0.77100(18) 0.0580(13) Uani 1 1 d . . . H17 H 0.7659 1.0490 0.7377 0.070 Uiso 1 1 calc R . . C1 C 1.1835(2) 0.7198(5) 1.10400(18) 0.0578(13) Uani 1 1 d . . . H1 H 1.1821 0.6551 1.1364 0.069 Uiso 1 1 calc R . . C18 C 0.7109(2) 0.9327(5) 0.77360(19) 0.0575(13) Uani 1 1 d . . . H18 H 0.6711 0.9656 0.7423 0.069 Uiso 1 1 calc R . . C4 C 1.18708(19) 0.9061(6) 1.00960(19) 0.0582(13) Uani 1 1 d . . . H4 H 1.1880 0.9703 0.9769 0.070 Uiso 1 1 calc R . . C21 C 0.77534(18) 0.6824(5) 0.9185(2) 0.0564(13) Uani 1 1 d . . . H21 H 0.7368 0.6566 0.9217 0.068 Uiso 1 1 calc R . . C11 C 1.07712(18) 0.6252(6) 0.8154(2) 0.0609(13) Uani 1 1 d . . . H11 H 1.0769 0.5180 0.8048 0.073 Uiso 1 1 calc R . . C2 C 1.24209(19) 0.7778(5) 1.11030(19) 0.0553(13) Uani 1 1 d . . . H2 H 1.2798 0.7537 1.1463 0.066 Uiso 1 1 calc R . . C10 C 1.0832(2) 0.7414(8) 0.7755(2) 0.0702(16) Uani 1 1 d . . . H10 H 1.0874 0.7123 0.7383 0.084 Uiso 1 1 calc R . . C3 C 1.24407(19) 0.8707(6) 1.0633(2) 0.0652(14) Uani 1 1 d . . . H3 H 1.2836 0.9114 1.0666 0.078 Uiso 1 1 calc R . . C8 C 1.07623(18) 0.9436(6) 0.84570(19) 0.0567(13) Uani 1 1 d . . . H8 H 1.0752 1.0511 0.8552 0.068 Uiso 1 1 calc R . . C9 C 1.0830(2) 0.8993(7) 0.7906(2) 0.0718(15) Uani 1 1 d . . . H9 H 1.0875 0.9770 0.7638 0.086 Uiso 1 1 calc R . . N1 N 1.12707(14) 0.7520(4) 1.05265(14) 0.0455(9) Uani 1 1 d . . . N2 N 1.01132(14) 0.7988(4) 0.95647(13) 0.0377(8) Uani 1 1 d . . . N3 N 1.04537(17) 0.6901(5) 1.15055(17) 0.0589(11) Uani 1 1 d . . . O1 O 0.94437(11) 0.5732(3) 0.99744(11) 0.0427(7) Uani 1 1 d . . . O2 O 1.06327(13) 0.5638(4) 1.13173(13) 0.0580(8) Uani 1 1 d . . . O3 O 1.02338(14) 0.8002(4) 1.10985(13) 0.0681(9) Uani 1 1 d . . . O4 O 1.05066(17) 0.7037(4) 1.20523(14) 0.0892(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 0.0347(3) 0.0533(3) 0.0385(3) 0.0100(3) 0.00389(19) -0.0004(3) C23 0.033(2) 0.047(2) 0.040(2) 0.004(2) 0.0119(18) 0.001(2) C5 0.031(2) 0.044(2) 0.035(2) -0.004(2) 0.0075(17) -0.001(2) C13 0.042(2) 0.041(2) 0.034(2) 0.0049(19) 0.0117(18) 0.002(2) C15 0.035(2) 0.040(2) 0.0288(19) -0.0067(19) 0.0077(16) 0.001(2) C7 0.021(2) 0.058(3) 0.037(2) 0.007(2) 0.0077(17) 0.003(2) C14 0.027(2) 0.038(2) 0.032(2) -0.0030(19) 0.0055(17) 0.0015(18) C6 0.030(2) 0.042(3) 0.044(2) 0.003(2) 0.0097(18) -0.0005(19) C12 0.037(2) 0.059(3) 0.044(2) -0.001(2) 0.0111(18) 0.005(2) C20 0.035(3) 0.044(2) 0.047(2) -0.003(2) 0.010(2) 0.003(2) C19 0.033(2) 0.058(3) 0.058(3) -0.009(3) 0.005(2) 0.002(2) C16 0.040(3) 0.061(3) 0.039(2) 0.004(2) 0.007(2) 0.007(2) C22 0.042(3) 0.067(3) 0.060(3) 0.019(3) 0.024(2) 0.007(2) C17 0.050(3) 0.068(3) 0.040(2) 0.008(2) 0.004(2) 0.013(3) C1 0.045(3) 0.069(3) 0.044(2) 0.005(2) 0.002(2) -0.001(2) C18 0.038(3) 0.062(3) 0.046(3) -0.001(2) -0.009(2) 0.013(2) C4 0.043(3) 0.075(3) 0.051(3) -0.001(2) 0.014(2) -0.009(2) C21 0.028(2) 0.066(3) 0.075(3) 0.007(3) 0.022(2) -0.001(2) C11 0.040(3) 0.078(4) 0.052(3) -0.011(3) 0.008(2) 0.002(2) C2 0.032(3) 0.072(3) 0.046(2) -0.013(3) 0.000(2) 0.002(2) C10 0.041(3) 0.126(5) 0.037(3) -0.001(3) 0.010(2) 0.011(3) C3 0.034(3) 0.092(4) 0.061(3) -0.020(3) 0.011(2) -0.017(3) C8 0.047(3) 0.077(4) 0.045(2) 0.009(3) 0.017(2) 0.003(2) C9 0.058(3) 0.106(5) 0.052(3) 0.019(3) 0.023(2) 0.006(3) N1 0.0296(19) 0.056(2) 0.0373(17) 0.0029(18) -0.0003(15) 0.0017(17) N2 0.0271(18) 0.046(2) 0.0338(16) 0.0018(15) 0.0060(14) -0.0052(15) N3 0.052(2) 0.075(3) 0.042(2) 0.001(2) 0.0124(19) 0.003(2) O1 0.0282(15) 0.0496(17) 0.0426(14) 0.0120(14) 0.0068(12) 0.0075(13) O2 0.056(2) 0.056(2) 0.0555(18) 0.0012(17) 0.0162(15) 0.0080(16) O3 0.074(2) 0.064(2) 0.0595(19) 0.0190(18) 0.0213(16) 0.0119(17) O4 0.117(3) 0.100(3) 0.052(2) 0.001(2) 0.036(2) 0.018(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 2.019(2) . ? Zn1 N2 2.046(3) . ? Zn1 N1 2.078(3) . ? Zn1 O1 2.121(3) 5_767 ? Zn1 O2 2.184(3) . ? Zn1 O3 2.258(3) . ? Zn1 Zn1 3.0885(10) 5_767 ? C23 O1 1.338(4) . ? C23 C14 1.395(5) . ? C23 C22 1.413(5) . ? C5 N1 1.323(4) . ? C5 C4 1.387(5) . ? C5 C6 1.532(4) . ? C13 N2 1.287(4) . ? C13 C14 1.436(5) . ? C15 C16 1.404(5) . ? C15 C20 1.418(5) . ? C15 C14 1.466(4) . ? C7 C12 1.379(5) . ? C7 C8 1.386(5) . ? C7 C6 1.514(5) . ? C6 N2 1.478(4) . ? C12 C11 1.395(5) . ? C20 C21 1.394(5) . ? C20 C19 1.428(5) . ? C19 C18 1.341(5) . ? C16 C17 1.392(4) . ? C22 C21 1.368(5) . ? C17 C18 1.379(5) . ? C1 N1 1.356(4) . ? C1 C2 1.363(5) . ? C4 C3 1.396(5) . ? C11 C10 1.380(6) . ? C2 C3 1.344(6) . ? C10 C9 1.369(7) . ? C8 C9 1.383(6) . ? N3 O4 1.213(4) . ? N3 O3 1.259(4) . ? N3 O2 1.271(4) . ? O1 Zn1 2.121(3) 5_767 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 N2 87.70(10) . . ? O1 Zn1 N1 167.65(11) . . ? N2 Zn1 N1 80.33(12) . . ? O1 Zn1 O1 83.55(10) . 5_767 ? N2 Zn1 O1 105.29(11) . 5_767 ? N1 Zn1 O1 96.58(11) . 5_767 ? O1 Zn1 O2 96.42(10) . . ? N2 Zn1 O2 162.07(12) . . ? N1 Zn1 O2 95.91(11) . . ? O1 Zn1 O2 92.52(11) 5_767 . ? O1 Zn1 O3 92.82(11) . . ? N2 Zn1 O3 104.64(12) . . ? N1 Zn1 O3 93.16(12) . . ? O1 Zn1 O3 149.66(10) 5_767 . ? O2 Zn1 O3 57.84(11) . . ? O1 Zn1 Zn1 43.03(7) . 5_767 ? N2 Zn1 Zn1 98.91(8) . 5_767 ? N1 Zn1 Zn1 135.85(9) . 5_767 ? O1 Zn1 Zn1 40.52(6) 5_767 5_767 ? O2 Zn1 Zn1 95.93(8) . 5_767 ? O3 Zn1 Zn1 128.67(8) . 5_767 ? O1 C23 C14 123.4(3) . . ? O1 C23 C22 117.0(4) . . ? C14 C23 C22 119.5(3) . . ? N1 C5 C4 121.6(3) . . ? N1 C5 C6 118.6(3) . . ? C4 C5 C6 119.9(4) . . ? N2 C13 C14 126.6(3) . . ? C16 C15 C20 117.3(3) . . ? C16 C15 C14 123.7(4) . . ? C20 C15 C14 119.0(3) . . ? C12 C7 C8 119.4(4) . . ? C12 C7 C6 120.7(4) . . ? C8 C7 C6 119.9(4) . . ? C23 C14 C13 123.0(3) . . ? C23 C14 C15 118.8(3) . . ? C13 C14 C15 118.3(3) . . ? N2 C6 C7 113.0(3) . . ? N2 C6 C5 109.1(3) . . ? C7 C6 C5 110.5(3) . . ? C7 C12 C11 120.2(4) . . ? C21 C20 C15 119.4(3) . . ? C21 C20 C19 120.9(4) . . ? C15 C20 C19 119.7(4) . . ? C18 C19 C20 121.0(4) . . ? C17 C16 C15 120.7(4) . . ? C21 C22 C23 121.1(4) . . ? C18 C17 C16 121.1(4) . . ? N1 C1 C2 123.0(4) . . ? C19 C18 C17 120.1(4) . . ? C5 C4 C3 118.2(4) . . ? C22 C21 C20 121.4(4) . . ? C10 C11 C12 119.6(5) . . ? C3 C2 C1 118.4(4) . . ? C9 C10 C11 120.3(5) . . ? C2 C3 C4 120.2(4) . . ? C9 C8 C7 120.3(5) . . ? C10 C9 C8 120.2(5) . . ? C5 N1 C1 118.5(4) . . ? C5 N1 Zn1 115.4(2) . . ? C1 N1 Zn1 125.7(3) . . ? C13 N2 C6 117.4(3) . . ? C13 N2 Zn1 126.9(3) . . ? C6 N2 Zn1 115.7(2) . . ? O4 N3 O3 122.3(4) . . ? O4 N3 O2 121.3(4) . . ? O3 N3 O2 116.3(4) . . ? C23 O1 Zn1 126.1(2) . . ? C23 O1 Zn1 118.2(2) . 5_767 ? Zn1 O1 Zn1 96.45(10) . 5_767 ? N3 O2 Zn1 94.4(2) . . ? N3 O3 Zn1 91.4(3) . . ? _diffrn_measured_fraction_theta_max 1.00 _diffrn_reflns_theta_full 26.52 _diffrn_measured_fraction_theta_full 1.00 _refine_diff_density_max 0.289 _refine_diff_density_min -0.450 _refine_diff_density_rms 0.070 #===END _database_code_depnum_ccdc_archive 'CCDC 953889' ####################################################################### # # 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_5_Zn-N3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Complex 5' _chemical_melting_point ? _chemical_formula_moiety 'C46 H34 N10 O2 Zn2' _chemical_formula_sum 'C46 H34 N10 O2 Zn2' _chemical_formula_weight 889.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 11.0381(10) _cell_length_b 13.9811(12) _cell_length_c 13.0736(11) _cell_angle_alpha 90.00 _cell_angle_beta 96.529(5) _cell_angle_gamma 90.00 _cell_volume 2004.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7651 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 21.03 _exptl_crystal_description block _exptl_crystal_colour White _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.250 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.575 _exptl_absorpt_correction_T_max 0.714 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker 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_% 0.0(1) _diffrn_reflns_number 23401 _diffrn_reflns_av_R_equivalents 0.0693 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.78 _reflns_number_total 3838 _reflns_number_gt 3060 _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^)+(0.0523P)^2^+1.3915P] 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 3838 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0375 _refine_ls_wR_factor_ref 0.1054 _refine_ls_wR_factor_gt 0.0960 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.07367(4) 0.55438(3) 0.59382(3) 0.04329(18) Uani 1 1 d . . . C5 C 0.3373(3) 0.5975(2) 0.6031(2) 0.0396(8) Uani 1 1 d . . . C4 C 0.4508(3) 0.6195(3) 0.5738(3) 0.0524(10) Uani 1 1 d . . . H4 H 0.5162 0.6325 0.6232 0.063 Uiso 1 1 calc R . . C1 C 0.2600(4) 0.5791(3) 0.4330(3) 0.0654(12) Uani 1 1 d . . . H1 H 0.1948 0.5639 0.3842 0.078 Uiso 1 1 calc R . . C2 C 0.3686(4) 0.6008(3) 0.4000(3) 0.0666(12) Uani 1 1 d . . . H2 H 0.3772 0.6015 0.3300 0.080 Uiso 1 1 calc R . . C3 C 0.4655(4) 0.6217(3) 0.4715(3) 0.0621(11) Uani 1 1 d . . . H3 H 0.5408 0.6373 0.4505 0.075 Uiso 1 1 calc R . . C6 C 0.3173(3) 0.5934(2) 0.7163(2) 0.0389(8) Uani 1 1 d . . . H6 H 0.3478 0.6532 0.7491 0.047 Uiso 1 1 calc R . . C12 C 0.3587(3) 0.4181(3) 0.7462(3) 0.0506(10) Uani 1 1 d . . . H12 H 0.2925 0.4049 0.6977 0.061 Uiso 1 1 calc R . . C7 C 0.3886(3) 0.5110(3) 0.7694(2) 0.0388(8) Uani 1 1 d . . . C8 C 0.4863(4) 0.5288(3) 0.8422(3) 0.0676(12) Uani 1 1 d . . . H8 H 0.5073 0.5916 0.8598 0.081 Uiso 1 1 calc R . . C9 C 0.5530(5) 0.4548(4) 0.8891(4) 0.0882(16) Uani 1 1 d . . . H9 H 0.6192 0.4681 0.9376 0.106 Uiso 1 1 calc R . . C11 C 0.4258(4) 0.3432(3) 0.7940(3) 0.0638(11) Uani 1 1 d . . . H11 H 0.4047 0.2802 0.7776 0.077 Uiso 1 1 calc R . . C10 C 0.5237(4) 0.3628(4) 0.8657(3) 0.0758(14) Uani 1 1 d . . . H10 H 0.5695 0.3132 0.8978 0.091 Uiso 1 1 calc R . . C13 C 0.1505(3) 0.6057(2) 0.8134(2) 0.0409(8) Uani 1 1 d . . . H13 H 0.2119 0.6161 0.8671 0.049 Uiso 1 1 calc R . . C14 C 0.0287(3) 0.6122(2) 0.8389(3) 0.0410(8) Uani 1 1 d . . . C20 C -0.1115(4) 0.6378(3) 0.9716(3) 0.0600(11) Uani 1 1 d . . . C23 C -0.0708(3) 0.6133(3) 0.7613(3) 0.0521(10) Uani 1 1 d . . . C15 C 0.0082(3) 0.6241(2) 0.9466(3) 0.0486(9) Uani 1 1 d . . . C16 C 0.1011(4) 0.6220(3) 1.0285(3) 0.0637(11) Uani 1 1 d . . . H16 H 0.1814 0.6144 1.0149 0.076 Uiso 1 1 calc R . . C21 C -0.2071(4) 0.6429(3) 0.8910(4) 0.0797(14) Uani 1 1 d . . . H21 H -0.2856 0.6546 0.9073 0.096 Uiso 1 1 calc R . . C18 C -0.0412(6) 0.6424(3) 1.1516(4) 0.0923(17) Uani 1 1 d . . . H18 H -0.0569 0.6480 1.2197 0.111 Uiso 1 1 calc R . . C22 C -0.1902(4) 0.6316(3) 0.7912(4) 0.0756(14) Uani 1 1 d . . . H22 H -0.2567 0.6357 0.7409 0.091 Uiso 1 1 calc R . . C19 C -0.1336(5) 0.6456(3) 1.0753(4) 0.0818(15) Uani 1 1 d . . . H19 H -0.2131 0.6531 1.0911 0.098 Uiso 1 1 calc R . . C17 C 0.0766(5) 0.6309(4) 1.1288(3) 0.0847(15) Uani 1 1 d . . . H17 H 0.1403 0.6290 1.1818 0.102 Uiso 1 1 calc R . . N2 N 0.1857(2) 0.58694(19) 0.7247(2) 0.0379(7) Uani 1 1 d . . . N1 N 0.2417(3) 0.5784(2) 0.5336(2) 0.0478(8) Uani 1 1 d . . . O1 O -0.0639(2) 0.6003(2) 0.66340(19) 0.0611(7) Uani 1 1 d . . . N4 N 0.0891(3) 0.3441(3) 0.5691(2) 0.0667(10) Uani 1 1 d . . . N3 N 0.0312(3) 0.4145(2) 0.5532(2) 0.0489(8) Uani 1 1 d . . . N5 N 0.1459(5) 0.2753(3) 0.5843(3) 0.127(2) 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 0.0436(3) 0.0477(3) 0.0366(3) -0.00684(18) -0.00368(18) 0.00272(19) C5 0.044(2) 0.0345(19) 0.0413(19) 0.0040(16) 0.0088(17) 0.0036(17) C4 0.048(2) 0.055(2) 0.056(2) 0.0024(19) 0.0117(18) 0.0001(19) C1 0.070(3) 0.086(3) 0.040(2) 0.004(2) 0.005(2) 0.000(2) C2 0.081(3) 0.077(3) 0.046(2) 0.010(2) 0.027(2) 0.003(3) C3 0.060(3) 0.059(3) 0.073(3) 0.007(2) 0.031(2) 0.002(2) C6 0.034(2) 0.042(2) 0.0405(19) -0.0051(16) -0.0001(15) -0.0016(16) C12 0.043(2) 0.052(2) 0.057(2) -0.0001(19) 0.0094(18) -0.0015(19) C7 0.032(2) 0.046(2) 0.0387(18) -0.0009(16) 0.0061(15) 0.0017(17) C8 0.061(3) 0.067(3) 0.068(3) -0.004(2) -0.020(2) 0.005(2) C9 0.076(4) 0.105(4) 0.075(3) 0.005(3) -0.030(3) 0.022(3) C11 0.068(3) 0.049(3) 0.080(3) 0.010(2) 0.032(2) 0.007(2) C10 0.077(3) 0.082(4) 0.070(3) 0.031(3) 0.016(3) 0.031(3) C13 0.045(2) 0.039(2) 0.0366(19) -0.0028(16) -0.0032(16) 0.0013(17) C14 0.037(2) 0.040(2) 0.046(2) -0.0083(16) 0.0090(16) 0.0015(16) C20 0.066(3) 0.047(2) 0.073(3) -0.011(2) 0.035(2) -0.010(2) C23 0.041(2) 0.053(2) 0.063(3) -0.015(2) 0.0072(19) -0.0017(18) C15 0.062(3) 0.036(2) 0.051(2) -0.0035(17) 0.0208(19) -0.0040(18) C16 0.081(3) 0.070(3) 0.042(2) 0.005(2) 0.019(2) 0.011(2) C21 0.048(3) 0.082(3) 0.115(4) -0.032(3) 0.038(3) -0.008(2) C18 0.154(6) 0.067(3) 0.067(3) 0.000(3) 0.059(4) 0.007(3) C22 0.036(3) 0.097(4) 0.094(3) -0.035(3) 0.009(2) -0.003(2) C19 0.100(4) 0.065(3) 0.091(4) -0.011(3) 0.061(3) -0.012(3) C17 0.125(5) 0.084(4) 0.048(2) 0.003(2) 0.021(3) 0.021(3) N2 0.0339(17) 0.0436(16) 0.0353(16) -0.0047(13) -0.0001(12) 0.0013(13) N1 0.053(2) 0.0554(19) 0.0352(16) 0.0003(14) 0.0040(14) -0.0012(15) O1 0.0389(15) 0.087(2) 0.0556(17) -0.0187(15) -0.0042(12) 0.0098(14) N4 0.091(3) 0.055(2) 0.0453(19) -0.0097(17) -0.0281(18) 0.010(2) N3 0.052(2) 0.0464(19) 0.0444(17) -0.0022(15) -0.0114(14) 0.0089(16) N5 0.194(5) 0.069(3) 0.098(3) -0.019(2) -0.065(3) 0.052(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.964(2) . ? Zn1 N2 2.045(3) . ? Zn1 N3 2.067(3) . ? Zn1 N1 2.122(3) . ? Zn1 N3 2.172(3) 3_566 ? C5 N1 1.339(4) . ? C5 C4 1.386(5) . ? C5 C6 1.523(4) . ? C4 C3 1.366(5) . ? C1 N1 1.352(5) . ? C1 C2 1.355(6) . ? C2 C3 1.370(6) . ? C6 N2 1.472(4) . ? C6 C7 1.519(5) . ? C12 C7 1.365(5) . ? C12 C11 1.391(5) . ? C7 C8 1.377(5) . ? C8 C9 1.374(6) . ? C9 C10 1.353(6) . ? C11 C10 1.375(6) . ? C13 N2 1.292(4) . ? C13 C14 1.424(5) . ? C14 C23 1.408(5) . ? C14 C15 1.460(5) . ? C20 C21 1.406(6) . ? C20 C19 1.408(6) . ? C20 C15 1.410(5) . ? C23 O1 1.303(4) . ? C23 C22 1.440(5) . ? C15 C16 1.397(5) . ? C16 C17 1.373(5) . ? C21 C22 1.348(6) . ? C18 C19 1.344(7) . ? C18 C17 1.376(7) . ? N4 N5 1.153(5) . ? N4 N3 1.179(4) . ? N3 Zn1 2.172(3) 3_566 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 N2 88.03(10) . . ? O1 Zn1 N3 105.31(12) . . ? N2 Zn1 N3 121.57(11) . . ? O1 Zn1 N1 150.93(12) . . ? N2 Zn1 N1 78.71(11) . . ? N3 Zn1 N1 103.67(12) . . ? O1 Zn1 N3 88.97(11) . 3_566 ? N2 Zn1 N3 155.00(12) . 3_566 ? N3 Zn1 N3 83.10(13) . 3_566 ? N1 Zn1 N3 92.30(11) . 3_566 ? N1 C5 C4 121.7(3) . . ? N1 C5 C6 117.5(3) . . ? C4 C5 C6 120.8(3) . . ? C3 C4 C5 119.1(4) . . ? N1 C1 C2 123.2(4) . . ? C1 C2 C3 118.7(4) . . ? C4 C3 C2 119.6(4) . . ? N2 C6 C7 112.6(3) . . ? N2 C6 C5 109.1(3) . . ? C7 C6 C5 110.4(3) . . ? C7 C12 C11 120.9(4) . . ? C12 C7 C8 118.5(3) . . ? C12 C7 C6 121.3(3) . . ? C8 C7 C6 120.1(3) . . ? C9 C8 C7 120.6(4) . . ? C10 C9 C8 120.9(4) . . ? C10 C11 C12 119.6(4) . . ? C9 C10 C11 119.6(4) . . ? N2 C13 C14 127.7(3) . . ? C23 C14 C13 120.8(3) . . ? C23 C14 C15 120.0(3) . . ? C13 C14 C15 119.1(3) . . ? C21 C20 C19 121.4(4) . . ? C21 C20 C15 118.4(4) . . ? C19 C20 C15 120.3(4) . . ? O1 C23 C14 125.3(3) . . ? O1 C23 C22 116.7(3) . . ? C14 C23 C22 118.0(4) . . ? C16 C15 C20 116.7(3) . . ? C16 C15 C14 123.8(3) . . ? C20 C15 C14 119.5(3) . . ? C17 C16 C15 121.5(4) . . ? C22 C21 C20 123.1(4) . . ? C19 C18 C17 119.9(5) . . ? C21 C22 C23 121.0(4) . . ? C18 C19 C20 120.8(5) . . ? C16 C17 C18 120.7(5) . . ? C13 N2 C6 117.1(3) . . ? C13 N2 Zn1 125.5(2) . . ? C6 N2 Zn1 117.4(2) . . ? C5 N1 C1 117.7(3) . . ? C5 N1 Zn1 115.7(2) . . ? C1 N1 Zn1 126.5(3) . . ? C23 O1 Zn1 129.4(2) . . ? N5 N4 N3 179.8(5) . . ? N4 N3 Zn1 129.9(3) . . ? N4 N3 Zn1 123.2(2) . 3_566 ? Zn1 N3 Zn1 96.90(13) . 3_566 ? _diffrn_measured_fraction_theta_max 1.00 _diffrn_reflns_theta_full 25.78 _diffrn_measured_fraction_theta_full 1.00 _refine_diff_density_max 0.549 _refine_diff_density_min -0.370 _refine_diff_density_rms 0.055 #===END _database_code_depnum_ccdc_archive 'CCDC 953890' ####################################################################### # # 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_6_Zn-NCS _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Complex 6' _chemical_melting_point ? _chemical_formula_moiety 'C27 H24 N4 O2 S Zn' _chemical_formula_sum 'C27 H24 N4 O2 S Zn' _chemical_formula_weight 533.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' S S 0.1246 0.1234 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 24.6911(18) _cell_length_b 10.2087(8) _cell_length_c 20.4419(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5152.7(7) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5621 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 21.04 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208.0 _exptl_absorpt_coefficient_mu 1.065 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.644 _exptl_absorpt_correction_T_max 0.741 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker 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_% 0.0(1) _diffrn_reflns_number 25452 _diffrn_reflns_av_R_equivalents 0.1197 _diffrn_reflns_av_sigmaI/netI 0.0764 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4793 _reflns_number_gt 3599 _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^)+(0.0626P)^2^+3.4986P] 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 4793 _refine_ls_number_parameters 318 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1044 _refine_ls_R_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.1418 _refine_ls_wR_factor_gt 0.1201 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.33500(3) 0.28420(9) 0.49505(4) 0.0625(4) Uani 1 1 d . . . S1 S 0.43178(11) 0.4854(3) 0.32497(13) 0.1240(12) Uani 1 1 d . . . O2 O 0.3856(2) 0.2786(6) 0.5745(3) 0.0774(17) Uani 1 1 d . . . O1 O 0.2854(2) 0.4097(5) 0.5397(2) 0.0640(15) Uani 1 1 d . . . N2 N 0.2672(3) 0.1867(6) 0.4649(3) 0.0558(17) Uani 1 1 d . . . N3 N 0.3757(3) 0.4040(7) 0.4346(3) 0.072(2) Uani 1 1 d . . . N1 N 0.3682(3) 0.1050(6) 0.4551(3) 0.0600(18) Uani 1 1 d . . . N4 N 0.4144(3) 0.3619(8) 0.6716(4) 0.086(2) Uani 1 1 d . . . C26 C 0.4568(4) 0.2649(12) 0.6781(5) 0.133(4) Uani 1 1 d . . . H26A H 0.4555 0.2058 0.6416 0.199 Uiso 1 1 calc R . . H26B H 0.4517 0.2167 0.7180 0.199 Uiso 1 1 calc R . . H26C H 0.4914 0.3077 0.6791 0.199 Uiso 1 1 calc R . . C27 C 0.4088(4) 0.4619(13) 0.7219(5) 0.150(5) Uani 1 1 d . . . H27A H 0.3821 0.5249 0.7085 0.225 Uiso 1 1 calc R . . H27B H 0.4429 0.5051 0.7282 0.225 Uiso 1 1 calc R . . H27C H 0.3976 0.4217 0.7622 0.225 Uiso 1 1 calc R . . C25 C 0.3825(3) 0.3559(10) 0.6194(5) 0.079(3) Uani 1 1 d . . . H25 H 0.3548 0.4175 0.6170 0.095 Uiso 1 1 calc R . . C1 C 0.4193(4) 0.0615(11) 0.4598(4) 0.083(3) Uani 1 1 d . . . H1 H 0.4440 0.1091 0.4846 0.099 Uiso 1 1 calc R . . C2 C 0.4365(4) -0.0515(13) 0.4291(5) 0.098(3) Uani 1 1 d . . . H2 H 0.4720 -0.0804 0.4335 0.117 Uiso 1 1 calc R . . C4 C 0.3484(4) -0.0775(10) 0.3877(4) 0.074(3) Uani 1 1 d . . . H4 H 0.3232 -0.1242 0.3633 0.089 Uiso 1 1 calc R . . C5 C 0.3332(4) 0.0358(8) 0.4197(3) 0.057(2) Uani 1 1 d . . . C6 C 0.2762(3) 0.0849(8) 0.4150(3) 0.058(2) Uani 1 1 d . . . H6 H 0.2516 0.0117 0.4238 0.069 Uiso 1 1 calc R . . C3 C 0.4000(5) -0.1203(10) 0.3919(5) 0.091(3) Uani 1 1 d . . . H3 H 0.4107 -0.1956 0.3698 0.109 Uiso 1 1 calc R . . C7 C 0.2625(3) 0.1417(8) 0.3474(3) 0.057(2) Uani 1 1 d . . . C8 C 0.2963(3) 0.2245(9) 0.3144(4) 0.083(3) Uani 1 1 d . . . H8 H 0.3302 0.2442 0.3316 0.099 Uiso 1 1 calc R . . C9 C 0.2803(5) 0.2801(9) 0.2548(4) 0.096(3) Uani 1 1 d . . . H9 H 0.3034 0.3365 0.2326 0.116 Uiso 1 1 calc R . . C10 C 0.2309(5) 0.2512(11) 0.2299(4) 0.097(3) Uani 1 1 d . . . H10 H 0.2207 0.2873 0.1900 0.117 Uiso 1 1 calc R . . C11 C 0.1963(4) 0.1713(11) 0.2615(4) 0.094(3) Uani 1 1 d . . . H11 H 0.1622 0.1542 0.2442 0.113 Uiso 1 1 calc R . . C12 C 0.2120(4) 0.1153(8) 0.3200(4) 0.076(3) Uani 1 1 d . . . H12 H 0.1884 0.0587 0.3415 0.092 Uiso 1 1 calc R . . C13 C 0.2190(3) 0.1964(7) 0.4891(3) 0.056(2) Uani 1 1 d . . . H13 H 0.1935 0.1364 0.4741 0.068 Uiso 1 1 calc R . . C14 C 0.2008(3) 0.2889(8) 0.5360(3) 0.0490(19) Uani 1 1 d . . . C23 C 0.2352(4) 0.3928(8) 0.5569(3) 0.059(2) Uani 1 1 d . . . C22 C 0.2116(4) 0.4938(8) 0.5981(3) 0.063(2) Uani 1 1 d . . . H22 H 0.2324 0.5660 0.6097 0.075 Uiso 1 1 calc R . . C21 C 0.1603(4) 0.4855(8) 0.6198(3) 0.064(2) Uani 1 1 d . . . H21 H 0.1468 0.5512 0.6468 0.077 Uiso 1 1 calc R . . C15 C 0.1450(3) 0.2803(9) 0.5598(3) 0.059(2) Uani 1 1 d . . . C20 C 0.1266(3) 0.3803(9) 0.6028(3) 0.060(2) Uani 1 1 d . . . C19 C 0.0729(4) 0.3693(10) 0.6269(4) 0.084(3) Uani 1 1 d . . . H19 H 0.0601 0.4348 0.6545 0.101 Uiso 1 1 calc R . . C18 C 0.0398(4) 0.2704(12) 0.6123(5) 0.094(3) Uani 1 1 d . . . H18 H 0.0050 0.2661 0.6296 0.113 Uiso 1 1 calc R . . C16 C 0.1097(4) 0.1791(9) 0.5450(4) 0.080(3) Uani 1 1 d . . . H16 H 0.1213 0.1131 0.5170 0.096 Uiso 1 1 calc R . . C17 C 0.0592(4) 0.1727(10) 0.5697(5) 0.097(3) Uani 1 1 d . . . H17 H 0.0369 0.1029 0.5584 0.117 Uiso 1 1 calc R . . C24 C 0.3998(3) 0.4361(8) 0.3900(4) 0.070(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 Zn1 0.0718(6) 0.0593(7) 0.0563(6) -0.0027(5) 0.0033(5) -0.0058(5) S1 0.103(2) 0.146(3) 0.123(2) 0.045(2) 0.0509(17) 0.0182(19) O2 0.093(4) 0.073(5) 0.066(4) -0.020(3) -0.010(3) 0.002(3) O1 0.067(4) 0.061(4) 0.064(3) -0.005(3) 0.005(3) -0.004(3) N2 0.074(5) 0.054(5) 0.040(3) -0.006(3) 0.007(3) -0.003(3) N3 0.080(5) 0.067(6) 0.068(5) 0.003(4) 0.018(4) 0.002(4) N1 0.062(4) 0.064(6) 0.054(4) -0.001(4) 0.002(4) 0.002(4) N4 0.094(6) 0.089(7) 0.076(6) -0.010(5) -0.002(5) -0.016(5) C26 0.133(10) 0.110(11) 0.155(10) 0.006(8) -0.066(8) -0.002(8) C27 0.129(9) 0.227(15) 0.093(8) -0.076(9) -0.001(7) -0.006(9) C25 0.094(7) 0.075(8) 0.070(6) 0.003(6) -0.013(6) -0.006(6) C1 0.068(7) 0.095(9) 0.085(7) 0.001(6) -0.006(5) 0.001(6) C2 0.087(8) 0.112(11) 0.093(8) 0.017(7) 0.017(6) 0.048(7) C4 0.069(7) 0.074(8) 0.078(6) 0.004(5) 0.004(5) 0.008(5) C5 0.079(7) 0.049(7) 0.042(5) -0.001(4) 0.021(5) -0.001(5) C6 0.069(6) 0.052(6) 0.053(5) 0.003(4) 0.010(4) -0.007(5) C3 0.109(9) 0.076(9) 0.088(7) -0.015(6) 0.016(6) 0.007(7) C7 0.068(6) 0.053(6) 0.051(5) -0.006(4) 0.009(5) -0.008(5) C8 0.086(7) 0.096(8) 0.066(6) 0.005(6) 0.009(5) -0.020(6) C9 0.139(10) 0.090(9) 0.060(6) 0.021(6) 0.018(6) -0.035(7) C10 0.140(10) 0.097(10) 0.055(6) -0.002(6) -0.024(7) -0.004(7) C11 0.113(8) 0.114(10) 0.056(6) -0.007(6) -0.012(6) -0.014(7) C12 0.097(7) 0.081(8) 0.051(6) -0.007(5) 0.006(5) -0.013(6) C13 0.071(6) 0.055(7) 0.043(5) -0.003(4) 0.003(4) -0.001(4) C14 0.070(6) 0.037(6) 0.040(4) 0.003(4) -0.003(4) 0.012(5) C23 0.091(7) 0.045(7) 0.039(5) 0.001(4) 0.003(5) 0.017(6) C22 0.080(6) 0.061(7) 0.047(5) -0.004(4) -0.002(5) -0.005(5) C21 0.090(7) 0.053(7) 0.048(5) -0.008(4) -0.006(5) 0.013(6) C15 0.062(6) 0.064(7) 0.051(5) 0.006(5) 0.010(4) 0.015(5) C20 0.064(6) 0.066(8) 0.049(5) 0.006(5) 0.007(4) 0.008(5) C19 0.103(8) 0.073(9) 0.078(6) -0.003(5) 0.013(6) 0.011(6) C18 0.085(7) 0.082(9) 0.115(8) 0.002(7) 0.034(6) 0.017(7) C16 0.063(6) 0.077(9) 0.100(7) -0.001(5) 0.021(5) -0.013(5) C17 0.083(8) 0.077(9) 0.132(8) -0.009(7) 0.011(6) -0.017(6) C24 0.064(6) 0.070(7) 0.075(6) -0.004(5) 0.012(5) 0.007(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.994(5) . ? Zn1 N3 2.009(7) . ? Zn1 N2 2.044(6) . ? Zn1 O2 2.049(5) . ? Zn1 N1 2.164(6) . ? S1 C24 1.626(9) . ? O2 C25 1.213(9) . ? O1 C23 1.299(8) . ? N2 C13 1.291(8) . ? N2 C6 1.473(9) . ? N3 C24 1.136(8) . ? N1 C5 1.331(9) . ? N1 C1 1.342(9) . ? N4 C25 1.328(9) . ? N4 C26 1.447(11) . ? N4 C27 1.456(11) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C25 H25 0.9300 . ? C1 C2 1.380(12) . ? C1 H1 0.9300 . ? C2 C3 1.373(12) . ? C2 H2 0.9300 . ? C4 C3 1.349(10) . ? C4 C5 1.381(10) . ? C4 H4 0.9300 . ? C5 C6 1.496(10) . ? C6 C7 1.537(9) . ? C6 H6 0.9800 . ? C3 H3 0.9300 . ? C7 C8 1.366(10) . ? C7 C12 1.394(9) . ? C8 C9 1.400(11) . ? C8 H8 0.9300 . ? C9 C10 1.353(12) . ? C9 H9 0.9300 . ? C10 C11 1.347(12) . ? C10 H10 0.9300 . ? C11 C12 1.381(10) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.420(10) . ? C13 H13 0.9300 . ? C14 C23 1.424(10) . ? C14 C15 1.464(9) . ? C23 C22 1.454(10) . ? C22 C21 1.344(9) . ? C22 H22 0.9300 . ? C21 C20 1.402(10) . ? C21 H21 0.9300 . ? C15 C16 1.385(10) . ? C15 C20 1.421(10) . ? C20 C19 1.418(10) . ? C19 C18 1.333(12) . ? C19 H19 0.9300 . ? C18 C17 1.408(12) . ? C18 H18 0.9300 . ? C16 C17 1.346(10) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 N3 101.4(2) . . ? O1 Zn1 N2 87.0(2) . . ? N3 Zn1 N2 121.4(2) . . ? O1 Zn1 O2 91.7(2) . . ? N3 Zn1 O2 101.5(2) . . ? N2 Zn1 O2 136.5(2) . . ? O1 Zn1 N1 161.5(2) . . ? N3 Zn1 N1 95.3(2) . . ? N2 Zn1 N1 77.6(3) . . ? O2 Zn1 N1 92.6(2) . . ? C25 O2 Zn1 122.9(6) . . ? C23 O1 Zn1 128.6(5) . . ? C13 N2 C6 117.3(6) . . ? C13 N2 Zn1 127.0(5) . . ? C6 N2 Zn1 115.3(5) . . ? C24 N3 Zn1 158.6(7) . . ? C5 N1 C1 118.3(8) . . ? C5 N1 Zn1 114.1(6) . . ? C1 N1 Zn1 127.5(7) . . ? C25 N4 C26 118.2(8) . . ? C25 N4 C27 122.9(9) . . ? C26 N4 C27 118.9(8) . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? O2 C25 N4 126.9(9) . . ? O2 C25 H25 116.5 . . ? N4 C25 H25 116.5 . . ? N1 C1 C2 122.2(9) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C3 C2 C1 118.6(9) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C3 C4 C5 119.9(9) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? N1 C5 C4 121.7(8) . . ? N1 C5 C6 117.9(7) . . ? C4 C5 C6 120.4(8) . . ? N2 C6 C5 109.6(6) . . ? N2 C6 C7 108.8(6) . . ? C5 C6 C7 113.0(6) . . ? N2 C6 H6 108.4 . . ? C5 C6 H6 108.4 . . ? C7 C6 H6 108.4 . . ? C4 C3 C2 119.3(9) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C8 C7 C12 117.9(7) . . ? C8 C7 C6 122.9(7) . . ? C12 C7 C6 119.0(7) . . ? C7 C8 C9 120.4(8) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C10 C9 C8 119.6(9) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C11 C10 C9 121.5(9) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C10 C11 C12 119.1(9) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C11 C12 C7 121.3(8) . . ? C11 C12 H12 119.3 . . ? C7 C12 H12 119.3 . . ? N2 C13 C14 127.0(7) . . ? N2 C13 H13 116.5 . . ? C14 C13 H13 116.5 . . ? C13 C14 C23 120.6(7) . . ? C13 C14 C15 118.9(8) . . ? C23 C14 C15 120.4(7) . . ? O1 C23 C14 125.9(7) . . ? O1 C23 C22 116.4(8) . . ? C14 C23 C22 117.5(8) . . ? C21 C22 C23 121.6(8) . . ? C21 C22 H22 119.2 . . ? C23 C22 H22 119.2 . . ? C22 C21 C20 121.8(8) . . ? C22 C21 H21 119.1 . . ? C20 C21 H21 119.1 . . ? C16 C15 C20 118.0(7) . . ? C16 C15 C14 124.4(8) . . ? C20 C15 C14 117.6(8) . . ? C21 C20 C19 122.0(9) . . ? C21 C20 C15 120.9(8) . . ? C19 C20 C15 117.1(8) . . ? C18 C19 C20 123.8(9) . . ? C18 C19 H19 118.1 . . ? C20 C19 H19 118.1 . . ? C19 C18 C17 117.8(9) . . ? C19 C18 H18 121.1 . . ? C17 C18 H18 121.1 . . ? C17 C16 C15 122.5(9) . . ? C17 C16 H16 118.8 . . ? C15 C16 H16 118.8 . . ? C16 C17 C18 120.8(9) . . ? C16 C17 H17 119.6 . . ? C18 C17 H17 119.6 . . ? N3 C24 S1 177.3(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Zn1 O2 C25 -12.5(7) . . . . ? N3 Zn1 O2 C25 89.5(7) . . . . ? N2 Zn1 O2 C25 -99.9(7) . . . . ? N1 Zn1 O2 C25 -174.5(7) . . . . ? N3 Zn1 O1 C23 141.7(6) . . . . ? N2 Zn1 O1 C23 20.3(6) . . . . ? O2 Zn1 O1 C23 -116.1(6) . . . . ? N1 Zn1 O1 C23 -12.8(10) . . . . ? O1 Zn1 N2 C13 -18.0(6) . . . . ? N3 Zn1 N2 C13 -119.6(6) . . . . ? O2 Zn1 N2 C13 71.3(7) . . . . ? N1 Zn1 N2 C13 151.7(6) . . . . ? O1 Zn1 N2 C6 169.0(5) . . . . ? N3 Zn1 N2 C6 67.5(5) . . . . ? O2 Zn1 N2 C6 -101.7(5) . . . . ? N1 Zn1 N2 C6 -21.2(5) . . . . ? O1 Zn1 N3 C24 -153.2(18) . . . . ? N2 Zn1 N3 C24 -59.8(19) . . . . ? O2 Zn1 N3 C24 112.6(18) . . . . ? N1 Zn1 N3 C24 18.9(18) . . . . ? O1 Zn1 N1 C5 47.4(9) . . . . ? N3 Zn1 N1 C5 -107.6(5) . . . . ? N2 Zn1 N1 C5 13.4(5) . . . . ? O2 Zn1 N1 C5 150.6(5) . . . . ? O1 Zn1 N1 C1 -135.9(8) . . . . ? N3 Zn1 N1 C1 69.1(7) . . . . ? N2 Zn1 N1 C1 -169.9(7) . . . . ? O2 Zn1 N1 C1 -32.7(6) . . . . ? Zn1 O2 C25 N4 -177.9(6) . . . . ? C26 N4 C25 O2 -2.1(14) . . . . ? C27 N4 C25 O2 177.5(9) . . . . ? C5 N1 C1 C2 0.2(12) . . . . ? Zn1 N1 C1 C2 -176.4(6) . . . . ? N1 C1 C2 C3 0.9(14) . . . . ? C1 N1 C5 C4 -0.6(11) . . . . ? Zn1 N1 C5 C4 176.5(6) . . . . ? C1 N1 C5 C6 179.7(6) . . . . ? Zn1 N1 C5 C6 -3.2(8) . . . . ? C3 C4 C5 N1 -0.1(12) . . . . ? C3 C4 C5 C6 179.5(7) . . . . ? C13 N2 C6 C5 -148.4(6) . . . . ? Zn1 N2 C6 C5 25.3(7) . . . . ? C13 N2 C6 C7 87.6(8) . . . . ? Zn1 N2 C6 C7 -98.8(6) . . . . ? N1 C5 C6 N2 -13.7(9) . . . . ? C4 C5 C6 N2 166.6(6) . . . . ? N1 C5 C6 C7 107.9(7) . . . . ? C4 C5 C6 C7 -71.8(9) . . . . ? C5 C4 C3 C2 1.2(14) . . . . ? C1 C2 C3 C4 -1.5(14) . . . . ? N2 C6 C7 C8 77.1(9) . . . . ? C5 C6 C7 C8 -44.9(10) . . . . ? N2 C6 C7 C12 -98.5(8) . . . . ? C5 C6 C7 C12 139.5(8) . . . . ? C12 C7 C8 C9 -0.2(12) . . . . ? C6 C7 C8 C9 -175.8(8) . . . . ? C7 C8 C9 C10 -0.1(14) . . . . ? C8 C9 C10 C11 1.0(16) . . . . ? C9 C10 C11 C12 -1.6(16) . . . . ? C10 C11 C12 C7 1.3(14) . . . . ? C8 C7 C12 C11 -0.4(12) . . . . ? C6 C7 C12 C11 175.4(8) . . . . ? C6 N2 C13 C14 -178.2(6) . . . . ? Zn1 N2 C13 C14 9.0(10) . . . . ? N2 C13 C14 C23 6.4(11) . . . . ? N2 C13 C14 C15 -177.2(6) . . . . ? Zn1 O1 C23 C14 -13.5(10) . . . . ? Zn1 O1 C23 C22 170.4(4) . . . . ? C13 C14 C23 O1 -4.3(11) . . . . ? C15 C14 C23 O1 179.3(6) . . . . ? C13 C14 C23 C22 171.8(6) . . . . ? C15 C14 C23 C22 -4.6(10) . . . . ? O1 C23 C22 C21 -178.9(6) . . . . ? C14 C23 C22 C21 4.7(10) . . . . ? C23 C22 C21 C20 -1.3(11) . . . . ? C13 C14 C15 C16 7.2(11) . . . . ? C23 C14 C15 C16 -176.3(7) . . . . ? C13 C14 C15 C20 -175.1(6) . . . . ? C23 C14 C15 C20 1.4(10) . . . . ? C22 C21 C20 C19 178.3(7) . . . . ? C22 C21 C20 C15 -2.3(11) . . . . ? C16 C15 C20 C21 180.0(7) . . . . ? C14 C15 C20 C21 2.2(10) . . . . ? C16 C15 C20 C19 -0.6(11) . . . . ? C14 C15 C20 C19 -178.4(6) . . . . ? C21 C20 C19 C18 -179.5(9) . . . . ? C15 C20 C19 C18 1.1(13) . . . . ? C20 C19 C18 C17 -1.0(15) . . . . ? C20 C15 C16 C17 0.0(12) . . . . ? C14 C15 C16 C17 177.7(7) . . . . ? C15 C16 C17 C18 0.1(14) . . . . ? C19 C18 C17 C16 0.4(15) . . . . ? _diffrn_measured_fraction_theta_max 1.00 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.00 _refine_diff_density_max 0.761 _refine_diff_density_min -0.371 _refine_diff_density_rms 0.057 #===END _database_code_depnum_ccdc_archive 'CCDC 953891'