# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_IFMC-6 _database_code_depnum_ccdc_archive 'CCDC 867609' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H24 N14 O2 Zn' _chemical_formula_sum 'C17 H24 N14 O2 Zn' _chemical_formula_weight 521.87 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 tetagonal _symmetry_space_group_name_H-M p42/mnm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-y, -x, -z' 'y, x, -z' 'y+1/2, -x+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' '-x, -y, -z' 'x, y, -z' '-x-1/2, y-1/2, z-1/2' 'x-1/2, -y-1/2, z-1/2' 'y, x, z' '-y, -x, z' '-y-1/2, x-1/2, -z-1/2' 'y-1/2, -x-1/2, -z-1/2' _cell_length_a 15.605(3) _cell_length_b 15.605(4) _cell_length_c 13.601(4) _cell_angle_alpha 90.000 _cell_angle_beta 90.000 _cell_angle_gamma 90.000 _cell_volume 3312.1(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.52 _cell_measurement_theta_max 30.85 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.047 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 0.774 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8458 _exptl_absorpt_correction_T_max 0.9227 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15841 _diffrn_reflns_av_R_equivalents 0.0839 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.06 _reflns_number_total 1628 _reflns_number_gt 1006 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0913P)^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 1628 _refine_ls_number_parameters 68 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0829 _refine_ls_R_factor_gt 0.0523 _refine_ls_wR_factor_ref 0.1498 _refine_ls_wR_factor_gt 0.1418 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_restrained_S_all 0.971 _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 C5 C 0.8388(3) 0.1612(3) 0.5000 0.0540(19) Uani 1 4 d S . . C4 C 0.7715(3) 0.2285(3) 0.5000 0.060(2) Uani 1 4 d S . . C3 C 0.7410(2) 0.2590(2) 0.5883(3) 0.0631(15) Uani 1 2 d S . . H11 H 0.7621 0.2379 0.6475 0.076 Uiso 1 2 calc SR . . C2 C 0.6782(2) 0.3218(2) 0.5873(4) 0.0653(16) Uani 1 2 d S . . C1 C 0.6478(3) 0.3522(3) 0.5000 0.063(2) Uani 1 4 d S . . H9 H 0.6056 0.3944 0.5000 0.076 Uiso 1 4 calc SR . . N2 N 0.92883(16) 0.07117(16) 0.4514(2) 0.0457(10) Uani 1 2 d S . . N1 N 0.87171(18) 0.12829(18) 0.4184(3) 0.0550(11) Uani 1 2 d S . . Zn1 Zn 1.0000 0.0000 0.35876(5) 0.0377(3) Uani 1 4 d S . . N4 N 1.07620(19) 0.07620(19) 0.2865(3) 0.0580(12) Uani 1 2 d S . . N3 N 1.08556(17) 0.08556(17) 0.1909(3) 0.0556(12) Uani 1 2 d S . . N6 N 1.1720(3) 0.1720(3) 0.2685(4) 0.207(5) Uani 1 2 d S . . N5 N 1.1256(3) 0.1256(3) 0.3324(4) 0.180(5) Uani 1 2 d S . . C6 C 1.1442(3) 0.1442(3) 0.1822(5) 0.0687(16) Uiso 1 2 d S . . 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 C5 0.061(3) 0.061(3) 0.040(4) 0.000 0.000 0.023(4) C4 0.067(3) 0.067(3) 0.047(4) 0.000 0.000 0.030(4) C3 0.080(2) 0.080(2) 0.029(3) -0.0001(18) 0.0001(18) 0.033(3) C2 0.083(3) 0.083(3) 0.030(3) -0.0048(17) 0.0048(17) 0.043(3) C1 0.075(4) 0.075(4) 0.039(4) 0.000 0.000 0.044(4) N2 0.0533(14) 0.0533(14) 0.0305(17) 0.0016(13) -0.0016(13) 0.008(2) N1 0.0675(18) 0.0675(18) 0.030(2) 0.0023(14) -0.0023(14) 0.028(2) Zn1 0.0457(3) 0.0457(3) 0.0217(4) 0.000 0.000 0.0007(4) N4 0.0722(19) 0.0722(19) 0.030(2) 0.0013(14) 0.0013(14) -0.029(3) N3 0.0679(19) 0.0679(19) 0.031(2) 0.0011(14) 0.0011(14) -0.029(2) N6 0.293(8) 0.293(8) 0.036(3) 0.001(2) 0.001(2) -0.249(9) N5 0.251(7) 0.251(7) 0.040(3) 0.004(2) 0.004(2) -0.196(8) _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 C5 N1 1.327(5) 10_556 ? C5 N1 1.327(5) . ? C5 C4 1.484(9) . ? C4 C3 1.377(5) . ? C4 C3 1.377(5) 10_556 ? C3 C2 1.386(7) . ? C3 H11 0.9300 . ? C2 C1 1.365(6) . ? C2 C6 1.493(7) 12_566 ? C1 C2 1.365(6) 10_556 ? C1 H9 0.9300 . ? N2 N2 1.321(6) 10_556 ? N2 N1 1.338(5) . ? N2 Zn1 2.014(3) . ? Zn1 N4 1.948(4) 2_755 ? Zn1 N4 1.948(4) . ? Zn1 N2 2.014(3) 2_755 ? N4 N5 1.257(6) . ? N4 N3 1.317(5) . ? N3 C6 1.300(7) . ? N6 C6 1.325(7) . ? N6 N5 1.343(7) . ? C6 C2 1.493(7) 12_665 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C5 N1 113.6(6) 10_556 . ? N1 C5 C4 123.2(3) 10_556 . ? N1 C5 C4 123.2(3) . . ? C3 C4 C3 121.4(6) . 10_556 ? C3 C4 C5 119.3(3) . . ? C3 C4 C5 119.3(3) 10_556 . ? C4 C3 C2 118.8(5) . . ? C4 C3 H11 120.6 . . ? C2 C3 H11 120.6 . . ? C1 C2 C3 120.0(5) . . ? C1 C2 C6 120.3(5) . 12_566 ? C3 C2 C6 119.6(5) . 12_566 ? C2 C1 C2 121.0(7) 10_556 . ? C2 C1 H9 119.5 10_556 . ? C2 C1 H9 119.5 . . ? N2 N2 N1 109.6(2) 10_556 . ? N2 N2 Zn1 128.75(10) 10_556 . ? N1 N2 Zn1 121.6(3) . . ? C5 N1 N2 103.6(4) . . ? N4 Zn1 N4 119.4(2) 2_755 . ? N4 Zn1 N2 108.40(8) 2_755 2_755 ? N4 Zn1 N2 108.40(8) . 2_755 ? N4 Zn1 N2 108.40(8) 2_755 . ? N4 Zn1 N2 108.40(8) . . ? N2 Zn1 N2 102.5(2) 2_755 . ? N5 N4 N3 110.7(4) . . ? N5 N4 Zn1 119.9(3) . . ? N3 N4 Zn1 129.3(3) . . ? C6 N3 N4 104.2(5) . . ? C6 N6 N5 102.7(5) . . ? N4 N5 N6 109.9(5) . . ? N3 C6 N6 112.4(6) . . ? N3 C6 C2 125.4(6) . 12_665 ? N6 C6 C2 122.2(5) . 12_665 ? 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 N1 C5 C4 C3 0.000(2) 10_556 . . . ? N1 C5 C4 C3 180.000(1) . . . . ? N1 C5 C4 C3 180.0 10_556 . . 10_556 ? N1 C5 C4 C3 0.000(2) . . . 10_556 ? C3 C4 C3 C2 0.000(2) 10_556 . . . ? C5 C4 C3 C2 180.000(1) . . . . ? C4 C3 C2 C1 0.000(2) . . . . ? C4 C3 C2 C6 180.000(1) . . . 12_566 ? C3 C2 C1 C2 0.000(3) . . . 10_556 ? C6 C2 C1 C2 180.000(2) 12_566 . . 10_556 ? N1 C5 N1 N2 0.000(1) 10_556 . . . ? C4 C5 N1 N2 180.000(1) . . . . ? N2 N2 N1 C5 0.0 10_556 . . . ? Zn1 N2 N1 C5 180.0 . . . . ? N2 N2 Zn1 N4 114.50(11) 10_556 . . 2_755 ? N1 N2 Zn1 N4 -65.50(11) . . . 2_755 ? N2 N2 Zn1 N4 -114.50(11) 10_556 . . . ? N1 N2 Zn1 N4 65.50(11) . . . . ? N2 N2 Zn1 N2 0.0 10_556 . . 2_755 ? N1 N2 Zn1 N2 180.0 . . . 2_755 ? N4 Zn1 N4 N5 180.0 2_755 . . . ? N2 Zn1 N4 N5 -55.28(10) 2_755 . . . ? N2 Zn1 N4 N5 55.28(10) . . . . ? N4 Zn1 N4 N3 0.000(2) 2_755 . . . ? N2 Zn1 N4 N3 124.72(10) 2_755 . . . ? N2 Zn1 N4 N3 -124.72(10) . . . . ? N5 N4 N3 C6 0.0 . . . . ? Zn1 N4 N3 C6 180.000(1) . . . . ? N3 N4 N5 N6 0.0 . . . . ? Zn1 N4 N5 N6 180.000(1) . . . . ? C6 N6 N5 N4 0.0 . . . . ? N4 N3 C6 N6 0.0 . . . . ? N4 N3 C6 C2 180.000(1) . . . 12_665 ? N5 N6 C6 N3 0.0 . . . . ? N5 N6 C6 C2 180.000(1) . . . 12_665 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.564 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.064 data_IFMC-7 _database_code_depnum_ccdc_archive 'CCDC 867610' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C131 H204 N90 O23 Zn7' _chemical_formula_sum 'C131 H204 N90 O23 Zn7' _chemical_formula_weight 3865.43 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 trigonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 29.667(4) _cell_length_b 29.667(4) _cell_length_c 22.161(6) _cell_angle_alpha 90.000 _cell_angle_beta 90.000 _cell_angle_gamma 120.000 _cell_volume 16891(6) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.52 _cell_measurement_theta_max 30.85 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.140 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6042 _exptl_absorpt_coefficient_mu 0.802 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9052 _exptl_absorpt_correction_T_max 0.9428 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28890 _diffrn_reflns_av_R_equivalents 0.1278 _diffrn_reflns_av_sigmaI/netI 0.1240 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 25.10 _reflns_number_total 6684 _reflns_number_gt 3273 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^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 6684 _refine_ls_number_parameters 224 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.2034 _refine_ls_R_factor_gt 0.1147 _refine_ls_wR_factor_ref 0.3820 _refine_ls_wR_factor_gt 0.3185 _refine_ls_goodness_of_fit_ref 1.181 _refine_ls_restrained_S_all 1.181 _refine_ls_shift/su_max 0.091 _refine_ls_shift/su_mean 0.005 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 0.43538(4) 0.00002(4) 0.00000(5) 0.0410(4) Uani 1 1 d . . . Zn2 Zn 0.6667 0.3333 0.8333 0.178(3) Uiso 1 6 d S . . N1 N 0.4776(3) 0.0302(3) -0.1224(3) 0.056(2) Uani 1 1 d . . . C2 C 0.3890(5) 0.1948(4) -0.1153(4) 0.059(3) Uani 1 1 d . . . C4 C 0.4151(4) 0.1670(4) -0.0266(4) 0.057(3) Uani 1 1 d . . . C7 C 0.4149(4) 0.2481(4) -0.0265(4) 0.058(3) Uani 1 1 d . . . N6 N 0.4316(3) 0.0627(3) 0.0191(4) 0.056(2) Uani 1 1 d . . . N5 N 0.4155(3) 0.0848(3) -0.0225(4) 0.059(2) Uani 1 1 d . . . N4 N 0.4468(3) -0.0309(3) 0.1222(3) 0.055(2) Uani 1 1 d . . . C3 C 0.3981(5) 0.1584(4) -0.0859(4) 0.064(3) Uani 1 1 d . . . H3 H 0.3928 0.1286 -0.1061 0.077 Uiso 1 1 calc R . . N3 N 0.4697(3) -0.0154(3) 0.0689(3) 0.0467(19) Uani 1 1 d . . . C9 C 0.3980(4) 0.2394(4) -0.0855(5) 0.062(3) Uani 1 1 d . . . H9 H 0.3926 0.2638 -0.1055 0.074 Uiso 1 1 calc R . . N2 N 0.4850(3) 0.0152(3) -0.0687(3) 0.0464(19) Uani 1 1 d . . . C1 C 0.5194(4) 0.0389(4) -0.1537(5) 0.055(3) Uani 1 1 d . . . C6 C 0.4241(4) 0.2118(4) 0.0032(4) 0.064(3) Uani 1 1 d . . . H6 H 0.4363 0.2178 0.0427 0.076 Uiso 1 1 calc R . . N8 N 0.4444(5) 0.1335(4) 0.0585(4) 0.096(4) Uani 1 1 d . . . C5 C 0.4251(5) 0.1280(4) 0.0038(5) 0.061(3) Uani 1 1 d . . . N7 N 0.4489(5) 0.0920(4) 0.0674(4) 0.097(4) Uani 1 1 d . . . N12 N 0.3308(3) -0.0848(3) 0.0225(3) 0.058(2) Uani 1 1 d . . . C8 C 0.2971(4) -0.1276(4) -0.0033(4) 0.055(3) Uani 1 1 d . . . N9 N 0.3112(4) -0.1336(4) -0.0585(4) 0.105(4) Uani 1 1 d . . . N11 N 0.3691(3) -0.0620(3) -0.0187(4) 0.056(2) Uani 1 1 d . . . N10 N 0.3570(4) -0.0916(4) -0.0675(5) 0.095(4) Uani 1 1 d . . . O01 O 0.7026(6) 0.2985(6) 0.7800(7) 0.204(6) Uiso 1 1 d D . . N01 N 0.7385(9) 0.2701(8) 0.7238(8) 0.224(9) Uiso 1 1 d D . . C01 C 0.714(3) 0.2620(17) 0.770(2) 0.62(6) Uiso 1 1 d D . . C04 C 0.672(3) 0.212(3) 0.744(3) 0.59(5) Uiso 1 1 d D . . H04A H 0.6406 0.2000 0.7679 0.886 Uiso 1 1 calc R . . H04B H 0.6822 0.1860 0.7455 0.886 Uiso 1 1 calc R . . H04C H 0.6648 0.2169 0.7033 0.886 Uiso 1 1 calc R . . C05 C 0.7585(12) 0.2375(11) 0.6969(11) 0.289(16) Uiso 1 1 d D . . H05A H 0.7900 0.2593 0.6751 0.433 Uiso 1 1 calc R . . H05B H 0.7330 0.2125 0.6699 0.433 Uiso 1 1 calc R . . H05C H 0.7655 0.2197 0.7285 0.433 Uiso 1 1 calc R . . C02 C 0.783(4) 0.323(2) 0.707(4) 1.09(14) Uiso 1 1 d D . . H02A H 0.8043 0.3190 0.6768 1.638 Uiso 1 1 calc R . . H02B H 0.8039 0.3395 0.7419 1.638 Uiso 1 1 calc R . . H02C H 0.7698 0.3441 0.6908 1.638 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0362(6) 0.0404(7) 0.0481(7) 0.0142(5) 0.0069(5) 0.0205(5) N1 0.048(5) 0.080(6) 0.051(5) 0.023(4) 0.012(4) 0.039(5) C2 0.097(8) 0.051(6) 0.047(6) -0.016(5) -0.032(6) 0.051(6) C4 0.094(8) 0.055(6) 0.038(5) -0.005(5) -0.019(5) 0.050(6) C7 0.081(8) 0.047(6) 0.050(6) -0.012(5) -0.014(5) 0.037(6) N6 0.070(6) 0.055(5) 0.057(5) 0.002(4) -0.011(4) 0.042(5) N5 0.088(7) 0.058(5) 0.055(5) -0.005(4) -0.021(5) 0.054(5) N4 0.057(5) 0.081(6) 0.046(5) 0.027(4) 0.015(4) 0.047(5) C3 0.103(9) 0.048(6) 0.057(6) -0.013(5) -0.028(6) 0.050(6) N3 0.044(5) 0.057(5) 0.047(5) 0.016(4) 0.009(4) 0.031(4) C9 0.091(8) 0.056(6) 0.062(7) -0.017(5) -0.031(6) 0.054(6) N2 0.043(5) 0.054(5) 0.044(5) 0.019(4) 0.008(4) 0.026(4) C1 0.049(6) 0.064(7) 0.060(6) 0.026(5) 0.017(5) 0.034(5) C6 0.102(9) 0.062(7) 0.043(6) -0.012(5) -0.026(6) 0.052(7) N8 0.189(12) 0.081(7) 0.061(6) -0.020(5) -0.050(7) 0.099(8) C5 0.093(9) 0.053(6) 0.054(7) -0.014(5) -0.024(6) 0.051(6) N7 0.172(11) 0.085(8) 0.065(6) -0.015(6) -0.048(7) 0.088(8) N12 0.040(5) 0.056(5) 0.055(5) -0.006(4) 0.016(4) 0.006(4) C8 0.042(6) 0.045(6) 0.053(6) -0.011(5) 0.010(5) 0.002(5) N9 0.087(8) 0.086(7) 0.058(6) -0.022(5) 0.036(6) -0.019(6) N11 0.046(5) 0.051(5) 0.056(5) -0.003(4) 0.005(4) 0.013(4) N10 0.074(7) 0.079(7) 0.070(7) -0.011(6) 0.032(5) -0.008(6) _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 N11 1.951(8) . ? Zn1 N6 1.963(8) . ? Zn1 N2 2.006(7) . ? Zn1 N3 2.010(7) . ? Zn2 O01 2.168(16) 16_656 ? Zn2 O01 2.168(16) . ? Zn2 O01 2.168(16) 2_655 ? Zn2 O01 2.168(16) 3_665 ? Zn2 O01 2.168(16) 18_546 ? Zn2 O01 2.168(16) 17_556 ? N1 N2 1.327(9) . ? N1 C1 1.330(11) . ? C2 C9 1.381(12) . ? C2 C3 1.398(12) . ? C2 C1 1.490(13) 17_554 ? C4 C6 1.383(12) . ? C4 C3 1.386(12) . ? C4 C5 1.492(12) . ? C7 C9 1.377(12) . ? C7 C6 1.402(13) . ? C7 C8 1.486(12) 12 ? N6 N7 1.313(11) . ? N6 N5 1.350(9) . ? N5 C5 1.302(11) . ? N4 N3 1.326(9) . ? N4 C1 1.334(11) 10_655 ? C3 H3 0.9300 . ? N3 N2 1.342(10) 10_655 ? C9 H9 0.9300 . ? N2 N3 1.342(10) 10_655 ? C1 N4 1.334(11) 10_655 ? C1 C2 1.490(13) 18_544 ? C6 H6 0.9300 . ? N8 N7 1.317(12) . ? N8 C5 1.316(12) . ? N12 C8 1.292(11) . ? N12 N11 1.346(10) . ? C8 N9 1.335(12) . ? C8 C7 1.486(12) 11 ? N9 N10 1.320(12) . ? N11 N10 1.325(11) . ? O01 C01 1.308(10) . ? N01 C01 1.199(10) . ? N01 C05 1.490(9) . ? N01 C02 1.511(10) . ? N01 C04 1.93(7) . ? C01 C04 1.499(10) . ? C04 H04A 0.9600 . ? C04 H04B 0.9600 . ? C04 H04C 0.9600 . ? C05 H05A 0.9600 . ? C05 H05B 0.9600 . ? C05 H05C 0.9600 . ? C02 H02A 0.9600 . ? C02 H02B 0.9600 . ? C02 H02C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 Zn1 N6 115.5(3) . . ? N11 Zn1 N2 109.3(3) . . ? N6 Zn1 N2 109.5(3) . . ? N11 Zn1 N3 109.5(3) . . ? N6 Zn1 N3 109.1(3) . . ? N2 Zn1 N3 103.3(3) . . ? O01 Zn2 O01 180.0(7) 16_656 . ? O01 Zn2 O01 86.9(6) 16_656 2_655 ? O01 Zn2 O01 93.1(6) . 2_655 ? O01 Zn2 O01 86.9(6) 16_656 3_665 ? O01 Zn2 O01 93.1(6) . 3_665 ? O01 Zn2 O01 93.1(6) 2_655 3_665 ? O01 Zn2 O01 93.1(6) 16_656 18_546 ? O01 Zn2 O01 86.9(6) . 18_546 ? O01 Zn2 O01 86.9(6) 2_655 18_546 ? O01 Zn2 O01 179.996(3) 3_665 18_546 ? O01 Zn2 O01 93.1(6) 16_656 17_556 ? O01 Zn2 O01 86.9(6) . 17_556 ? O01 Zn2 O01 179.996(3) 2_655 17_556 ? O01 Zn2 O01 86.9(6) 3_665 17_556 ? O01 Zn2 O01 93.1(6) 18_546 17_556 ? N2 N1 C1 103.7(7) . . ? C9 C2 C3 119.8(9) . . ? C9 C2 C1 120.8(8) . 17_554 ? C3 C2 C1 119.3(8) . 17_554 ? C6 C4 C3 120.4(9) . . ? C6 C4 C5 120.8(8) . . ? C3 C4 C5 118.7(8) . . ? C9 C7 C6 119.6(9) . . ? C9 C7 C8 118.7(9) . 12 ? C6 C7 C8 121.7(8) . 12 ? N7 N6 N5 110.5(8) . . ? N7 N6 Zn1 128.0(6) . . ? N5 N6 Zn1 121.0(6) . . ? C5 N5 N6 102.5(8) . . ? N3 N4 C1 103.2(7) . 10_655 ? C4 C3 C2 119.5(9) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? N4 N3 N2 110.0(7) . 10_655 ? N4 N3 Zn1 121.8(6) . . ? N2 N3 Zn1 128.1(5) 10_655 . ? C7 C9 C2 120.8(9) . . ? C7 C9 H9 119.6 . . ? C2 C9 H9 119.6 . . ? N1 N2 N3 109.2(7) . 10_655 ? N1 N2 Zn1 122.0(6) . . ? N3 N2 Zn1 128.7(5) 10_655 . ? N1 C1 N4 113.9(8) . 10_655 ? N1 C1 C2 122.9(8) . 18_544 ? N4 C1 C2 123.3(8) 10_655 18_544 ? C4 C6 C7 119.8(8) . . ? C4 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? N7 N8 C5 105.2(9) . . ? N5 C5 N8 113.8(9) . . ? N5 C5 C4 122.0(8) . . ? N8 C5 C4 124.2(9) . . ? N6 N7 N8 108.0(8) . . ? C8 N12 N11 103.7(7) . . ? N12 C8 N9 113.4(8) . . ? N12 C8 C7 123.1(8) . 11 ? N9 C8 C7 123.5(9) . 11 ? N10 N9 C8 104.8(9) . . ? N10 N11 N12 109.8(8) . . ? N10 N11 Zn1 127.6(7) . . ? N12 N11 Zn1 121.9(6) . . ? N9 N10 N11 108.3(8) . . ? C01 O01 Zn2 152.1(11) . . ? C01 N01 C05 127.2(13) . . ? C01 N01 C02 123.2(14) . . ? C05 N01 C02 98(5) . . ? C01 N01 C04 51(3) . . ? C05 N01 C04 94(3) . . ? C02 N01 C04 165(6) . . ? N01 C01 O01 111.4(12) . . ? N01 C01 C04 90(4) . . ? O01 C01 C04 117(6) . . ? C01 C04 N01 38.5(17) . . ? C01 C04 H04A 109.5 . . ? N01 C04 H04A 145.6 . . ? C01 C04 H04B 109.5 . . ? N01 C04 H04B 97.0 . . ? H04A C04 H04B 109.5 . . ? C01 C04 H04C 109.4 . . ? N01 C04 H04C 80.5 . . ? H04A C04 H04C 109.5 . . ? H04B C04 H04C 109.5 . . ? N01 C05 H05A 109.5 . . ? N01 C05 H05B 109.4 . . ? H05A C05 H05B 109.5 . . ? N01 C05 H05C 109.5 . . ? H05A C05 H05C 109.5 . . ? H05B C05 H05C 109.5 . . ? N01 C02 H02A 109.6 . . ? N01 C02 H02B 109.2 . . ? H02A C02 H02B 109.5 . . ? N01 C02 H02C 109.6 . . ? H02A C02 H02C 109.5 . . ? H02B C02 H02C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 Zn1 N6 N7 125.2(10) . . . . ? N2 Zn1 N6 N7 -110.9(10) . . . . ? N3 Zn1 N6 N7 1.4(11) . . . . ? N11 Zn1 N6 N5 -63.7(8) . . . . ? N2 Zn1 N6 N5 60.2(8) . . . . ? N3 Zn1 N6 N5 172.6(7) . . . . ? N7 N6 N5 C5 0.9(12) . . . . ? Zn1 N6 N5 C5 -171.6(7) . . . . ? C6 C4 C3 C2 -1.5(18) . . . . ? C5 C4 C3 C2 -179.4(11) . . . . ? C9 C2 C3 C4 1.4(18) . . . . ? C1 C2 C3 C4 178.2(11) 17_554 . . . ? C1 N4 N3 N2 1.0(10) 10_655 . . 10_655 ? C1 N4 N3 Zn1 177.5(7) 10_655 . . . ? N11 Zn1 N3 N4 -59.0(8) . . . . ? N6 Zn1 N3 N4 68.2(8) . . . . ? N2 Zn1 N3 N4 -175.4(7) . . . . ? N11 Zn1 N3 N2 116.8(7) . . . 10_655 ? N6 Zn1 N3 N2 -116.0(7) . . . 10_655 ? N2 Zn1 N3 N2 0.4(9) . . . 10_655 ? C6 C7 C9 C2 1.4(17) . . . . ? C8 C7 C9 C2 179.1(11) 12 . . . ? C3 C2 C9 C7 -1.4(18) . . . . ? C1 C2 C9 C7 -178.2(11) 17_554 . . . ? C1 N1 N2 N3 0.3(10) . . . 10_655 ? C1 N1 N2 Zn1 176.8(7) . . . . ? N11 Zn1 N2 N1 67.4(8) . . . . ? N6 Zn1 N2 N1 -60.0(8) . . . . ? N3 Zn1 N2 N1 -176.1(7) . . . . ? N11 Zn1 N2 N3 -116.9(8) . . . 10_655 ? N6 Zn1 N2 N3 115.7(7) . . . 10_655 ? N3 Zn1 N2 N3 -0.4(9) . . . 10_655 ? N2 N1 C1 N4 -1.0(12) . . . 10_655 ? N2 N1 C1 C2 178.6(10) . . . 18_544 ? C3 C4 C6 C7 1.6(18) . . . . ? C5 C4 C6 C7 179.4(10) . . . . ? C9 C7 C6 C4 -1.5(17) . . . . ? C8 C7 C6 C4 -179.2(10) 12 . . . ? N6 N5 C5 N8 -1.7(14) . . . . ? N6 N5 C5 C4 178.0(10) . . . . ? N7 N8 C5 N5 1.9(16) . . . . ? N7 N8 C5 C4 -177.8(12) . . . . ? C6 C4 C5 N5 178.0(11) . . . . ? C3 C4 C5 N5 -4.2(17) . . . . ? C6 C4 C5 N8 -2.4(19) . . . . ? C3 C4 C5 N8 175.5(13) . . . . ? N5 N6 N7 N8 0.2(14) . . . . ? Zn1 N6 N7 N8 172.1(9) . . . . ? C5 N8 N7 N6 -1.2(15) . . . . ? N11 N12 C8 N9 -0.4(14) . . . . ? N11 N12 C8 C7 178.3(10) . . . 11 ? N12 C8 N9 N10 0.3(16) . . . . ? C7 C8 N9 N10 -178.4(11) 11 . . . ? C8 N12 N11 N10 0.3(12) . . . . ? C8 N12 N11 Zn1 -171.3(7) . . . . ? N6 Zn1 N11 N10 125.6(10) . . . . ? N2 Zn1 N11 N10 1.6(11) . . . . ? N3 Zn1 N11 N10 -110.8(10) . . . . ? N6 Zn1 N11 N12 -64.3(8) . . . . ? N2 Zn1 N11 N12 171.7(7) . . . . ? N3 Zn1 N11 N12 59.2(8) . . . . ? C8 N9 N10 N11 -0.1(16) . . . . ? N12 N11 N10 N9 -0.2(14) . . . . ? Zn1 N11 N10 N9 170.9(9) . . . . ? O01 Zn2 O01 C01 31(26) 16_656 . . . ? O01 Zn2 O01 C01 172(8) 2_655 . . . ? O01 Zn2 O01 C01 -95(9) 3_665 . . . ? O01 Zn2 O01 C01 85(9) 18_546 . . . ? O01 Zn2 O01 C01 -8(8) 17_556 . . . ? C05 N01 C01 O01 180(4) . . . . ? C02 N01 C01 O01 44(10) . . . . ? C04 N01 C01 O01 -119(8) . . . . ? C05 N01 C01 C04 -61(6) . . . . ? C02 N01 C01 C04 163(7) . . . . ? Zn2 O01 C01 N01 179(3) . . . . ? Zn2 O01 C01 C04 77(9) . . . . ? O01 C01 C04 N01 114(4) . . . . ? C05 N01 C04 C01 136(4) . . . . ? C02 N01 C04 C01 -72(14) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.748 _refine_diff_density_min -2.909 _refine_diff_density_rms 0.254 data_IFMC-8 _database_code_depnum_ccdc_archive 'CCDC 867611' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H35 Cl2 N15 O4 Zn2' _chemical_formula_sum 'C22 H35 Cl2 N15 O4 Zn2' _chemical_formula_weight 775.29 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 28.993(3) _cell_length_b 28.993(3) _cell_length_c 21.958(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 15985(3) _cell_formula_units_Z 18 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.52 _cell_measurement_theta_max 30.85 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.450 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7164 _exptl_absorpt_coefficient_mu 1.551 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9153 _exptl_absorpt_correction_T_max 0.9321 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26637 _diffrn_reflns_av_R_equivalents 0.1107 _diffrn_reflns_av_sigmaI/netI 0.0713 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 25.18 _reflns_number_total 3207 _reflns_number_gt 1993 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1184P)^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 3207 _refine_ls_number_parameters 111 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1032 _refine_ls_R_factor_gt 0.0643 _refine_ls_wR_factor_ref 0.2220 _refine_ls_wR_factor_gt 0.2026 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _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 0.55952(3) 0.55143(3) 0.95263(3) 0.0397(3) Uani 1 1 d G . . C1 C 0.4319(2) 0.4396(2) 0.8621(3) 0.0352(15) Uani 1 1 d G . . C6 C 0.6211(3) 0.6667 0.9167 0.0256(18) Uani 1 2 d S . . C5 C 0.6724(3) 0.6667 0.9167 0.0294(19) Uani 1 2 d S . . C4 C 0.6941(3) 0.6604(3) 0.9705(3) 0.0356(16) Uani 1 1 d . . . H4 H 0.6756 0.6548 1.0068 0.043 Uiso 1 1 calc R . . C2 C 0.7421(2) 0.6622(2) 0.9709(3) 0.0308(14) Uani 1 1 d . . . C3 C 0.7677(3) 0.6667 0.9167 0.037(2) Uani 1 2 d S . . H3 H 0.7998 0.6667 0.9167 0.045 Uiso 1 2 calc SR . . N1 N 0.48625(15) 0.49680(14) 0.92456(15) 0.0407(14) Uani 1 1 d G . . N2 N 0.44875(15) 0.45566(15) 0.95579(14) 0.0412(15) Uani 1 1 d G . . N3 N 0.41519(18) 0.41994(17) 0.91591(17) 0.0409(14) Uani 1 1 d G . . N4 N 0.47587(19) 0.48650(18) 0.86539(18) 0.0473(15) Uani 1 1 d G . . N5 N 0.57651(19) 0.6259(2) 0.9306(2) 0.0334(12) Uani 1 1 d . . . N6 N 0.5397(2) 0.6430(2) 0.9252(3) 0.0487(16) Uani 1 1 d . . . Cl1 Cl 0.61489(11) 0.52721(11) 0.91727(13) 0.0906(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 0.0458(5) 0.0347(5) 0.0221(4) 0.0000(3) 0.0003(3) 0.0078(4) C1 0.028(3) 0.035(4) 0.028(3) -0.002(3) -0.002(3) 0.005(3) C6 0.029(3) 0.039(5) 0.013(4) -0.003(3) -0.0016(17) 0.019(3) C5 0.032(4) 0.031(5) 0.024(4) -0.004(4) -0.0020(18) 0.016(2) C4 0.051(4) 0.047(4) 0.015(3) 0.006(3) 0.004(3) 0.030(4) C2 0.034(4) 0.042(4) 0.023(3) 0.005(3) 0.003(3) 0.024(3) C3 0.032(4) 0.062(7) 0.027(5) 0.003(4) 0.001(2) 0.031(3) N1 0.055(4) 0.031(3) 0.018(3) 0.001(2) -0.003(2) 0.008(3) N2 0.038(3) 0.043(3) 0.020(3) -0.006(2) -0.003(2) 0.004(3) N3 0.050(4) 0.036(3) 0.020(3) -0.005(2) -0.002(2) 0.009(3) N4 0.046(4) 0.049(4) 0.024(3) 0.003(3) 0.001(3) 0.006(3) N5 0.022(3) 0.040(3) 0.031(3) 0.003(2) -0.003(2) 0.011(3) N6 0.027(3) 0.060(4) 0.062(4) 0.007(3) 0.002(3) 0.024(3) Cl1 0.100(2) 0.0822(18) 0.0930(19) -0.0045(14) 0.0169(15) 0.0477(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.009(4) . ? Zn1 N5 2.018(5) . ? Zn1 N2 2.024(10) 19_667 ? Zn1 Cl1 2.191(3) . ? C1 N3 1.295(7) . ? C1 N4 1.322(7) . ? C1 C2 1.461(8) 30_455 ? C6 N5 1.278(6) . ? C6 N5 1.278(6) 11_566 ? C6 C5 1.488(11) . ? C5 C4 1.392(7) 11_566 ? C5 C4 1.392(7) . ? C4 C2 1.366(8) . ? C2 C3 1.375(7) . ? C2 C1 1.46(9) 36 ? C3 C2 1.375(7) 11_566 ? N1 N2 1.333(3) . ? N1 N4 1.333(3) . ? N2 N3 1.333(3) . ? N2 Zn1 2.024(3) 19_667 ? N5 N6 1.391(7) . ? N6 N6 1.244(11) 11_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 N1 Zn1 N5 111.48(18) . . ? N1 Zn1 N2 101.5(2) . 19_667 ? N5 Zn1 N2 107.4(4) . 19_667 ? N1 Zn1 Cl1 107.09(15) . . ? N5 Zn1 Cl1 115.59(16) . . ? N2 Zn1 Cl1 112.8(5) 19_667 . ? N3 C1 N4 111.0(5) . . ? N3 C1 C2 126.2(5) . 30_455 ? N4 C1 C2 122.6(5) . 30_455 ? N5 C6 N5 113.5(8) . 11_566 ? N5 C6 C5 123.2(4) . . ? N5 C6 C5 123.2(4) 11_566 . ? C4 C5 C4 117.7(8) 11_566 . ? C4 C5 C6 121.2(4) 11_566 . ? C4 C5 C6 121.2(4) . . ? C2 C4 C5 121.3(6) . . ? C4 C2 C3 119.3(6) . . ? C4 C2 C1 120(7) . 36 ? C3 C2 C1 121(7) . 36 ? C2 C3 C2 120.9(8) . 11_566 ? N2 N1 N4 108.0 . . ? N2 N1 Zn1 128.0(2) . . ? N4 N1 Zn1 120.4(2) . . ? N1 N2 N3 108.0 . . ? N1 N2 Zn1 127.2(2) . 19_667 ? N3 N2 Zn1 124.8(2) . 19_667 ? C1 N3 N2 106.9(3) . . ? C1 N4 N1 106.1(3) . . ? C6 N5 N6 104.5(5) . . ? C6 N5 Zn1 129.8(5) . . ? N6 N5 Zn1 125.7(4) . . ? N6 N6 N5 108.7(3) 11_566 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.715 _refine_diff_density_min -0.830 _refine_diff_density_rms 0.114