data_global _journal_name_full 'New J.Chem.(Nouv.J.Chim.)' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Biing-Chiau Tzeng' _publ_contact_author_address ; Department of Chemistry and Biochemistry National Chung Cheng University 168, University Rd., Min-Hsiung Chia-Yi 621 TAIWAN ; _publ_contact_author_email CHEBCT@CCU.EDU.TW _publ_section_title ; Anion-Directed Assembly of Supramolecular Zinc(II) Halides with N,N'-Bis-4-methyl-pyridyl Oxalamide ; loop_ _publ_author_name 'Biing-Chiau Tzeng' 'Bo-So Chen' 'Shih-Yang Lee' 'Gene-Hsiang Lee' ; Wei-Hsin Liu ; 'Shie-Ming Peng' data_boso081m _database_code_depnum_ccdc_archive 'CCDC 269329' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H22 Br2 N4 O4 Zn' _chemical_formula_weight 559.57 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnna loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 7.5852(11) _cell_length_b 12.1545(17) _cell_length_c 22.829(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2104.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used all _cell_measurement_theta_min 1.78 _cell_measurement_theta_max 28.36 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.075 _exptl_crystal_size_min 0.070 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 4.974 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _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 'NONIUS KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11990 _diffrn_reflns_av_R_equivalents 0.0708 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2294 _reflns_number_gt 1614 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0463P)^2^+0.9609P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0000(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2547 _refine_ls_number_parameters 126 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0484 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0887 _refine_ls_wR_factor_gt 0.0812 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 8.275 _refine_ls_shift/su_mean 0.144 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 0.2500 0.5000 0.248954(16) 0.04025(14) Uani 1 2 d S . . Br1 Br 0.02124(5) 0.59037(3) 0.300248(14) 0.06276(14) Uani 1 1 d . . . O1 O 0.6136(3) 0.88584(17) -0.02644(9) 0.0653(6) Uani 1 1 d . . . N1 N 0.3796(3) 0.60995(17) 0.19662(9) 0.0410(5) Uani 1 1 d . . . N2 N 0.5544(3) 0.93471(19) 0.06700(10) 0.0464(5) Uani 1 1 d . . . H2A H 0.4943 0.9788 0.0887 0.056 Uiso 1 1 calc R . . C1 C 0.2935(4) 0.6755(2) 0.15959(13) 0.0537(7) Uani 1 1 d . . . H1 H 0.1719 0.6680 0.1566 0.064 Uiso 1 1 calc R . . C2 C 0.3754(4) 0.7538(2) 0.12553(13) 0.0539(7) Uani 1 1 d . . . H2 H 0.3098 0.7972 0.1000 0.065 Uiso 1 1 calc R . . C3 C 0.5544(4) 0.7672(2) 0.12954(11) 0.0437(6) Uani 1 1 d . . . C4 C 0.6424(4) 0.7012(3) 0.16871(15) 0.0693(10) Uani 1 1 d . . . H4 H 0.7636 0.7088 0.1733 0.083 Uiso 1 1 calc R . . C5 C 0.5527(4) 0.6244(3) 0.20106(15) 0.0641(9) Uani 1 1 d . . . H5 H 0.6156 0.5807 0.2272 0.077 Uiso 1 1 calc R . . C6 C 0.6573(4) 0.8499(3) 0.09470(14) 0.0625(9) Uani 1 1 d . . . H6A H 0.7424 0.8846 0.1205 0.075 Uiso 1 1 calc R . . H6B H 0.7229 0.8111 0.0646 0.075 Uiso 1 1 calc R . . C7 C 0.5484(3) 0.9477(2) 0.00928(11) 0.0401(5) Uani 1 1 d . . . C8 C 0.919(6) 0.578(5) 0.0445(14) 0.94(8) Uani 1 1 d . . . H8A H 0.9372 0.6260 0.0773 1.409 Uiso 1 1 calc R . . H8B H 0.8639 0.5114 0.0574 1.409 Uiso 1 1 calc R . . H8C H 0.8453 0.6138 0.0162 1.409 Uiso 1 1 calc R . . O2 O 1.105(7) 0.5497(15) 0.0153(15) 0.78(4) Uani 1 1 d . . . H2B H 1.1683 0.5194 0.0395 1.166 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 0.0445(2) 0.0384(2) 0.0379(2) 0.000 0.000 -0.00801(17) Br1 0.0667(2) 0.0611(2) 0.0605(2) -0.01761(14) 0.01840(14) -0.00536(14) O1 0.0853(16) 0.0556(12) 0.0550(12) 0.0037(10) 0.0166(11) 0.0182(11) N1 0.0424(12) 0.0385(10) 0.0420(11) 0.0055(8) 0.0003(9) -0.0054(8) N2 0.0483(13) 0.0492(12) 0.0417(12) 0.0122(9) -0.0016(10) -0.0072(10) C1 0.0345(14) 0.0586(17) 0.0679(18) 0.0182(14) -0.0014(12) -0.0035(12) C2 0.0437(15) 0.0581(17) 0.0599(17) 0.0235(13) -0.0085(13) -0.0009(12) C3 0.0406(13) 0.0463(14) 0.0442(13) 0.0096(11) -0.0038(11) -0.0038(11) C4 0.0414(16) 0.079(2) 0.088(2) 0.0442(19) -0.0152(15) -0.0159(15) C5 0.0468(17) 0.070(2) 0.075(2) 0.0371(16) -0.0143(15) -0.0099(15) C6 0.0421(16) 0.075(2) 0.070(2) 0.0380(16) -0.0097(14) -0.0108(14) C7 0.0376(13) 0.0393(13) 0.0435(13) 0.0068(10) 0.0019(11) -0.0082(10) C8 0.88(8) 1.53(18) 0.40(4) -0.27(6) -0.18(4) 0.89(11) O2 1.29(10) 0.42(3) 0.62(4) -0.30(3) -0.21(6) 0.21(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 N1 2.044(2) 2_565 ? Zn1 N1 2.044(2) . ? Zn1 Br1 2.3640(4) . ? Zn1 Br1 2.3640(4) 2_565 ? O1 C7 1.214(3) . ? N1 C5 1.329(4) . ? N1 C1 1.333(3) . ? N2 C7 1.328(3) . ? N2 C6 1.440(4) . ? C1 C2 1.377(4) . ? C2 C3 1.371(4) . ? C3 C4 1.374(4) . ? C3 C6 1.501(4) . ? C4 C5 1.371(4) . ? C7 C7 1.529(5) 5_675 ? C8 O2 1.59(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 N1 Zn1 N1 108.48(12) 2_565 . ? N1 Zn1 Br1 103.90(6) 2_565 . ? N1 Zn1 Br1 109.80(6) . . ? N1 Zn1 Br1 109.80(6) 2_565 2_565 ? N1 Zn1 Br1 103.90(6) . 2_565 ? Br1 Zn1 Br1 120.62(3) . 2_565 ? C5 N1 C1 116.9(2) . . ? C5 N1 Zn1 121.15(18) . . ? C1 N1 Zn1 121.75(18) . . ? C7 N2 C6 122.6(3) . . ? N1 C1 C2 123.4(3) . . ? C3 C2 C1 119.4(2) . . ? C2 C3 C4 117.1(2) . . ? C2 C3 C6 124.0(2) . . ? C4 C3 C6 118.9(3) . . ? C5 C4 C3 120.5(3) . . ? N1 C5 C4 122.6(3) . . ? N2 C6 C3 115.5(2) . . ? O1 C7 N2 125.4(3) . . ? O1 C7 C7 121.6(3) . 5_675 ? N2 C7 C7 112.9(3) . 5_675 ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.773 _refine_diff_density_min -0.321 _refine_diff_density_rms 0.079 data_ic9393 _database_code_depnum_ccdc_archive 'CCDC 269330' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H22 Cl2 N4 O4 Zn' _chemical_formula_weight 470.65 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnna loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 7.4152(2) _cell_length_b 11.8222(3) _cell_length_c 22.7057(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1990.47(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used all _cell_measurement_theta_min 1.79 _cell_measurement_theta_max 27.50 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.571 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 1.532 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.733 _exptl_absorpt_correction_T_max 0.938 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'NONIUS KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11990 _diffrn_reflns_av_R_equivalents 0.0708 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2294 _reflns_number_gt 1614 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0532P)^2^+2.1317P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0066(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2294 _refine_ls_number_parameters 122 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0891 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1287 _refine_ls_wR_factor_gt 0.1152 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.102 _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 0.2500 0.0000 -0.25884(2) 0.0359(2) Uani 1 2 d S . . Cl1 Cl 0.02555(14) 0.08538(9) -0.30692(4) 0.0501(3) Uani 1 1 d . . . O1 O 0.6127(4) 0.3824(2) 0.02765(11) 0.0496(7) Uani 1 1 d . . . N1 N 0.3811(4) 0.1099(2) -0.20436(12) 0.0349(7) Uani 1 1 d . . . N2 N 0.5590(4) 0.4325(3) -0.06677(12) 0.0389(7) Uani 1 1 d . . . H2A H 0.4994 0.4794 -0.0897 0.047 Uiso 1 1 calc R . . C1 C 0.5589(5) 0.1224(4) -0.20683(18) 0.0530(11) Uani 1 1 d . . . H1A H 0.6254 0.0780 -0.2341 0.064 Uiso 1 1 calc R . . C2 C 0.6493(5) 0.1964(4) -0.1716(2) 0.0633(14) Uani 1 1 d . . . H2B H 0.7767 0.2025 -0.1748 0.076 Uiso 1 1 calc R . . C3 C 0.5596(5) 0.2623(3) -0.13161(16) 0.0396(9) Uani 1 1 d . . . C4 C 0.3764(5) 0.2508(3) -0.12922(16) 0.0399(9) Uani 1 1 d . . . H4A H 0.3075 0.2949 -0.1024 0.048 Uiso 1 1 calc R . . C5 C 0.2927(5) 0.1747(3) -0.16607(18) 0.0439(9) Uani 1 1 d . . . H5A H 0.1652 0.1681 -0.1641 0.053 Uiso 1 1 calc R . . C6 C 0.6639(5) 0.3431(4) -0.09331(19) 0.0618(14) Uani 1 1 d . . . H6A H 0.7228 0.2993 -0.0615 0.074 Uiso 1 1 calc R . . H6B H 0.7605 0.3779 -0.1174 0.074 Uiso 1 1 calc R . . C7 C 0.5496(4) 0.4463(3) -0.00870(15) 0.0320(8) Uani 1 1 d . . . O2A O 0.948(4) 0.060(3) -0.0681(11) 0.313(14) Uiso 0.50 1 d PD A 1 H2C H 0.9025 0.0720 -0.1012 0.469 Uiso 0.50 1 d P B 1 C8A C 0.824(5) 0.0948(17) -0.019(2) 0.37(3) Uiso 0.50 1 d PD A 1 H8AA H 0.6857 0.0587 -0.0449 0.559 Uiso 0.50 1 d P C 1 H8AB H 0.8060 0.1363 -0.0041 0.559 Uiso 0.50 1 d P D 1 H8AC H 0.8134 0.0062 0.0037 0.559 Uiso 0.50 1 d P E 1 O2B O 1.119(4) 0.036(3) -0.0046(14) 0.352(14) Uiso 0.50 1 d PD F 2 H2D H 1.2079 0.0399 -0.0192 0.528 Uiso 0.50 1 d P G 2 C8B C 1.011(6) 0.124(3) -0.037(2) 0.32(2) Uiso 0.50 1 d PD F 2 H8BA H 1.0866 0.1892 -0.0526 0.474 Uiso 0.50 1 d P H 2 H8BB H 0.9296 0.1759 -0.0048 0.474 Uiso 0.50 1 d P I 2 H8BC H 0.9198 0.1068 -0.0653 0.474 Uiso 0.50 1 d P J 2 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 0.0379(4) 0.0390(4) 0.0309(3) 0.000 0.000 -0.0093(3) Cl1 0.0516(6) 0.0564(6) 0.0423(5) 0.0121(4) -0.0124(4) -0.0110(5) O1 0.0525(17) 0.0474(17) 0.0490(16) -0.0020(13) -0.0142(14) 0.0068(14) N1 0.0347(16) 0.0375(17) 0.0325(15) -0.0014(13) -0.0007(13) -0.0034(13) N2 0.0325(16) 0.050(2) 0.0340(16) -0.0114(14) 0.0014(13) -0.0064(14) C1 0.037(2) 0.064(3) 0.058(3) -0.028(2) 0.0103(19) -0.002(2) C2 0.027(2) 0.086(3) 0.077(3) -0.048(3) 0.010(2) -0.008(2) C3 0.0319(19) 0.049(2) 0.038(2) -0.0098(17) -0.0008(15) -0.0045(16) C4 0.0289(17) 0.048(2) 0.043(2) -0.0137(18) 0.0045(16) 0.0035(17) C5 0.0258(18) 0.049(2) 0.057(2) -0.015(2) 0.0010(17) -0.0002(16) C6 0.030(2) 0.090(4) 0.066(3) -0.045(3) 0.005(2) -0.005(2) C7 0.0222(15) 0.039(2) 0.0350(18) -0.0038(16) -0.0024(15) -0.0080(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 N1 2.041(3) . ? Zn1 N1 2.041(3) 2 ? Zn1 Cl1 2.2317(10) . ? Zn1 Cl1 2.2317(10) 2 ? O1 C7 1.213(4) . ? N1 C1 1.328(5) . ? N1 C5 1.331(4) . ? N2 C7 1.330(4) . ? N2 C6 1.444(5) . ? C1 C2 1.362(5) . ? C2 C3 1.368(5) . ? C3 C4 1.366(5) . ? C3 C6 1.506(5) . ? C4 C5 1.376(5) . ? C7 C7 1.519(7) 5_665 ? O2A C8A 1.496(10) . ? O2B C8B 1.501(10) . ? 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 N1 105.36(16) . 2 ? N1 Zn1 Cl1 111.33(9) . . ? N1 Zn1 Cl1 103.26(9) 2 . ? N1 Zn1 Cl1 103.26(9) . 2 ? N1 Zn1 Cl1 111.33(9) 2 2 ? Cl1 Zn1 Cl1 121.43(6) . 2 ? C1 N1 C5 116.9(3) . . ? C1 N1 Zn1 121.2(2) . . ? C5 N1 Zn1 121.9(2) . . ? C7 N2 C6 122.1(4) . . ? N1 C1 C2 122.3(4) . . ? C1 C2 C3 121.1(4) . . ? C4 C3 C2 116.9(3) . . ? C4 C3 C6 123.4(3) . . ? C2 C3 C6 119.6(3) . . ? C3 C4 C5 119.3(3) . . ? N1 C5 C4 123.5(3) . . ? N2 C6 C3 115.4(3) . . ? O1 C7 N2 125.3(3) . . ? O1 C7 C7 122.0(4) . 5_665 ? N2 C7 C7 112.7(4) . 5_665 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.435 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.089 data_ic11247 _database_code_depnum_ccdc_archive 'CCDC 272141' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 I4 N8 O6 Zn2' _chemical_formula_weight 1263.00 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' I I -0.4742 1.8119 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2323(1) _cell_length_b 10.9481(1) _cell_length_c 12.0332(2) _cell_angle_alpha 105.9078(10) _cell_angle_beta 96.5427(9) _cell_angle_gamma 102.9071(8) _cell_volume 998.73(2) _cell_formula_units_Z 1 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used all _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.100 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 600 _exptl_absorpt_coefficient_mu 4.343 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.249 _exptl_absorpt_correction_T_max 0.344 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _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 'NONIUS KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14409 _diffrn_reflns_av_R_equivalents 0.0488 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4568 _reflns_number_gt 4082 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _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^)+(0.0379P)^2^+2.2556P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0045(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4568 _refine_ls_number_parameters 236 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0825 _refine_ls_wR_factor_gt 0.0801 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.96226(3) 1.22063(2) 0.72573(2) 0.02840(10) Uani 1 1 d . . . I2 I 0.50123(3) 1.11012(2) 0.87215(2) 0.02672(10) Uani 1 1 d . . . Zn1 Zn 0.72896(5) 1.04473(4) 0.75969(4) 0.02128(12) Uani 1 1 d . . . O1 O 0.6560(4) 0.4642(3) 0.3109(3) 0.0382(7) Uani 1 1 d . . . O2 O 0.6920(3) 0.4820(3) 0.0274(2) 0.0259(6) Uani 1 1 d . . . N1 N 0.6153(4) 0.9045(3) 0.6004(3) 0.0255(7) Uani 1 1 d . . . N2 N 0.5114(4) 0.5554(3) 0.1988(3) 0.0241(7) Uani 1 1 d . . . H2A H 0.5036 0.5782 0.1341 0.029 Uiso 1 1 calc R . . N3 N 0.8452(4) 0.4024(3) 0.1466(3) 0.0246(7) Uani 1 1 d . . . H3A H 0.8585 0.3890 0.2155 0.029 Uiso 1 1 calc R . . N4 N 1.1580(4) 0.0674(3) 0.1591(3) 0.0213(6) Uani 1 1 d . . . C1 C 0.6857(5) 0.8960(4) 0.5049(4) 0.0279(8) Uani 1 1 d . . . H1A H 0.7850 0.9622 0.5090 0.033 Uiso 1 1 calc R . . C2 C 0.6209(5) 0.7951(4) 0.4003(3) 0.0277(8) Uani 1 1 d . . . H2B H 0.6752 0.7932 0.3345 0.033 Uiso 1 1 calc R . . C3 C 0.4775(5) 0.6975(4) 0.3915(4) 0.0259(8) Uani 1 1 d . . . C4 C 0.4039(6) 0.7064(5) 0.4905(4) 0.0479(14) Uani 1 1 d . . . H4A H 0.3040 0.6416 0.4881 0.057 Uiso 1 1 calc R . . C5 C 0.4752(6) 0.8085(5) 0.5918(4) 0.0459(13) Uani 1 1 d . . . H5A H 0.4238 0.8117 0.6589 0.055 Uiso 1 1 calc R . . C6 C 0.3966(5) 0.5857(4) 0.2798(4) 0.0302(9) Uani 1 1 d . . . H6A H 0.2802 0.5388 0.2636 0.036 Uiso 1 1 calc R . . C7 C 0.6270(5) 0.4942(4) 0.2209(4) 0.0247(8) Uani 1 1 d . . . C8 C 0.7262(5) 0.4594(3) 0.1203(3) 0.0214(7) Uani 1 1 d . . . C9 C 0.9541(5) 0.3615(4) 0.0647(4) 0.0266(8) Uani 1 1 d . . . H9A H 0.9788 0.3973 0.0031 0.032 Uiso 1 1 calc R . . C10 C 1.2536(5) 0.1597(4) 0.1235(3) 0.0242(8) Uani 1 1 d . . . H10A H 1.3689 0.1608 0.1217 0.029 Uiso 1 1 calc R . . C11 C 1.1916(5) 0.2536(4) 0.0891(4) 0.0241(8) Uani 1 1 d . . . H11A H 1.2631 0.3174 0.0637 0.029 Uiso 1 1 calc R . . C12 C 1.0226(5) 0.2534(4) 0.0922(3) 0.0220(7) Uani 1 1 d . . . C13 C 0.9210(5) 0.1518(4) 0.1223(4) 0.0257(8) Uani 1 1 d . . . H13A H 0.8035 0.1447 0.1199 0.031 Uiso 1 1 calc R . . C14 C 0.9920(5) 0.0617(4) 0.1555(4) 0.0251(8) Uani 1 1 d . . . H14A H 0.9219 -0.0067 0.1766 0.030 Uiso 1 1 calc R . . C15 C 0.0666(12) 0.3082(7) 0.4223(5) 0.102(3) Uani 0.67 1 d PD . . C16 C 0.1444(13) 0.4428(9) 0.4849(8) 0.139(4) Uani 0.67 1 d PD . . C17 C 0.0284(9) 0.4164(6) 0.3780(5) 0.0767(18) Uani 0.67 1 d PD . . O3A O 0.0666(12) 0.3082(7) 0.4223(5) 0.102(3) Uani 0.33 1 d P . . O3B O 0.1444(13) 0.4428(9) 0.4849(8) 0.139(4) Uani 0.33 1 d P . . O3C O 0.0284(9) 0.4164(6) 0.3780(5) 0.0767(18) Uani 0.33 1 d P . . 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 I1 0.02703(15) 0.02486(15) 0.03326(17) 0.00887(11) 0.01056(11) 0.00450(10) I2 0.02398(14) 0.03109(15) 0.02858(16) 0.00937(11) 0.01038(11) 0.01134(11) Zn1 0.0206(2) 0.0220(2) 0.0211(2) 0.00516(17) 0.00486(17) 0.00677(17) O1 0.0451(18) 0.053(2) 0.0283(17) 0.0222(15) 0.0119(14) 0.0229(16) O2 0.0263(14) 0.0294(14) 0.0230(14) 0.0071(11) 0.0038(11) 0.0112(11) N1 0.0240(16) 0.0302(17) 0.0182(16) 0.0024(13) 0.0039(13) 0.0052(13) N2 0.0239(16) 0.0292(17) 0.0188(16) 0.0052(13) 0.0043(13) 0.0091(13) N3 0.0309(17) 0.0259(16) 0.0219(16) 0.0099(13) 0.0056(14) 0.0142(14) N4 0.0203(15) 0.0210(15) 0.0202(16) 0.0026(12) 0.0028(12) 0.0057(12) C1 0.027(2) 0.030(2) 0.026(2) 0.0095(16) 0.0075(16) 0.0046(16) C2 0.030(2) 0.032(2) 0.021(2) 0.0055(16) 0.0089(16) 0.0078(17) C3 0.0194(17) 0.033(2) 0.023(2) 0.0044(16) 0.0026(15) 0.0080(16) C4 0.039(3) 0.056(3) 0.024(2) -0.003(2) 0.010(2) -0.019(2) C5 0.039(3) 0.056(3) 0.028(2) 0.001(2) 0.018(2) -0.009(2) C6 0.0191(18) 0.036(2) 0.026(2) -0.0031(17) 0.0060(16) 0.0027(16) C7 0.0267(19) 0.0215(18) 0.024(2) 0.0055(15) 0.0041(16) 0.0048(15) C8 0.0212(17) 0.0181(17) 0.0230(19) 0.0043(14) 0.0011(15) 0.0053(14) C9 0.031(2) 0.0269(19) 0.031(2) 0.0145(16) 0.0118(17) 0.0144(16) C10 0.0182(17) 0.0276(19) 0.027(2) 0.0069(16) 0.0057(15) 0.0070(15) C11 0.0226(18) 0.0233(18) 0.026(2) 0.0071(15) 0.0068(15) 0.0047(15) C12 0.0242(18) 0.0198(17) 0.0201(18) 0.0034(14) 0.0020(15) 0.0064(14) C13 0.0211(18) 0.0268(19) 0.030(2) 0.0083(16) 0.0036(16) 0.0082(15) C14 0.0218(18) 0.0234(18) 0.030(2) 0.0082(16) 0.0048(16) 0.0062(15) C15 0.183(8) 0.098(5) 0.044(3) 0.017(3) 0.007(4) 0.091(6) C16 0.180(11) 0.130(8) 0.142(9) 0.053(7) 0.067(8) 0.076(8) C17 0.096(5) 0.086(4) 0.050(3) 0.018(3) -0.004(3) 0.042(4) O3A 0.183(8) 0.098(5) 0.044(3) 0.017(3) 0.007(4) 0.091(6) O3B 0.180(11) 0.130(8) 0.142(9) 0.053(7) 0.067(8) 0.076(8) O3C 0.096(5) 0.086(4) 0.050(3) 0.018(3) -0.004(3) 0.042(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 I1 Zn1 2.5539(5) . ? I2 Zn1 2.5506(5) . ? Zn1 N1 2.060(3) . ? Zn1 N4 2.071(3) 2_766 ? O1 C7 1.229(5) . ? O2 C8 1.225(5) . ? N1 C1 1.336(5) . ? N1 C5 1.348(6) . ? N2 C7 1.324(5) . ? N2 C6 1.458(5) . ? N3 C8 1.326(5) . ? N3 C9 1.454(5) . ? N4 C10 1.336(5) . ? N4 C14 1.349(5) . ? N4 Zn1 2.071(3) 2_766 ? C1 C2 1.382(6) . ? C2 C3 1.375(6) . ? C3 C4 1.387(6) . ? C3 C6 1.509(5) . ? C4 C5 1.370(7) . ? C7 C8 1.545(5) . ? C9 C12 1.517(5) . ? C10 C11 1.381(5) . ? C11 C12 1.395(5) . ? C12 C13 1.394(5) . ? C13 C14 1.377(5) . ? C15 C16 1.417(8) . ? C15 C17 1.504(7) . ? C16 C17 1.429(8) . ? 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 N4 99.77(13) . 2_766 ? N1 Zn1 I2 109.47(9) . . ? N4 Zn1 I2 108.04(9) 2_766 . ? N1 Zn1 I1 108.78(10) . . ? N4 Zn1 I1 108.44(9) 2_766 . ? I2 Zn1 I1 120.370(18) . . ? C1 N1 C5 117.0(4) . . ? C1 N1 Zn1 121.9(3) . . ? C5 N1 Zn1 120.7(3) . . ? C7 N2 C6 121.1(3) . . ? C8 N3 C9 121.8(3) . . ? C10 N4 C14 118.5(3) . . ? C10 N4 Zn1 119.9(2) . 2_766 ? C14 N4 Zn1 121.0(3) . 2_766 ? N1 C1 C2 123.0(4) . . ? C3 C2 C1 119.9(4) . . ? C2 C3 C4 117.2(4) . . ? C2 C3 C6 123.2(4) . . ? C4 C3 C6 119.6(4) . . ? C5 C4 C3 120.0(4) . . ? N1 C5 C4 122.9(4) . . ? N2 C6 C3 114.6(3) . . ? O1 C7 N2 125.3(4) . . ? O1 C7 C8 120.9(3) . . ? N2 C7 C8 113.8(3) . . ? O2 C8 N3 125.9(4) . . ? O2 C8 C7 121.6(3) . . ? N3 C8 C7 112.5(3) . . ? N3 C9 C12 110.0(3) . . ? N4 C10 C11 122.7(3) . . ? C10 C11 C12 119.1(4) . . ? C13 C12 C11 117.8(3) . . ? C13 C12 C9 121.7(3) . . ? C11 C12 C9 120.5(3) . . ? C14 C13 C12 119.6(3) . . ? N4 C14 C13 122.1(4) . . ? C16 C15 C17 58.5(4) . . ? C15 C16 C17 63.8(4) . . ? C16 C17 C15 57.7(4) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.234 _refine_diff_density_min -1.547 _refine_diff_density_rms 0.135