data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H10 Cl4 N4 Zn' _chemical_formula_sum 'C10 H10 Cl4 N4 Zn' _chemical_formula_weight 393.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source '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' 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'Cc' 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' _cell_length_a 12.8854(4) _cell_length_b 15.2961(5) _cell_length_c 7.8566(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.047(1) _cell_angle_gamma 90.00 _cell_volume 1508.53(9) _cell_formula_units_Z 4 _cell_measurement_temperature 295 _cell_measurement_reflns_used 11668 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 30.0 _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 2.326 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.630 _exptl_absorpt_correction_T_max 0.712 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295 _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 Kappa CCD' _diffrn_measurement_method '\f scans and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11668 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_sigmaI/netI 0.0745 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 30.00 _reflns_number_total 3678 _reflns_number_gt 2571 _reflns_threshold_expression 'I>2sigma(I)' _computing_data_collection 'Kappa CCD server software (Nonius, 1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al.,1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPIII (Burnett & Johnson, 1996)' _computing_publication_material ; SHELXL-97 (Sheldrick, 1997); WINGX (Farrugia, 1999) ; _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^)+(0.0145P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0099(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.020(10) _refine_ls_number_reflns 3678 _refine_ls_number_parameters 189 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0609 _refine_ls_wR_factor_gt 0.0533 _refine_ls_goodness_of_fit_ref 0.964 _refine_ls_restrained_S_all 0.963 _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 0.65082(3) 0.79399(2) 0.41599(4) 0.03947(12) Uani 1 1 d . . . Cl1 Cl 0.77476(6) 0.72676(5) 0.30802(11) 0.0478(2) Uani 1 1 d . . . Cl2 Cl 0.49138(7) 0.81555(6) 0.23896(13) 0.0630(3) Uani 1 1 d . . . Cl3 Cl 1.00359(9) 0.93954(7) 0.83953(16) 0.0798(4) Uani 1 1 d . . . Cl4 Cl 0.79864(10) 0.52695(8) 0.89529(16) 0.0841(4) Uani 1 1 d . . . N1 N 0.7201(2) 0.90911(15) 0.5215(3) 0.0409(6) Uani 1 1 d . . . N2 N 0.6382(2) 0.72492(17) 0.6339(4) 0.0410(6) Uani 1 1 d . . . N3 N 0.5889(3) 1.0055(2) 0.3841(5) 0.0650(10) Uani 1 1 d D . . N4 N 0.4997(3) 0.8135(2) 0.6795(6) 0.0660(9) Uani 1 1 d D . . C1 C 0.6851(3) 0.9917(2) 0.4899(4) 0.0433(8) Uani 1 1 d . . . C2 C 0.7475(3) 1.0621(2) 0.5694(5) 0.0531(9) Uani 1 1 d . . . H2 H 0.7220 1.1189 0.5489 0.064 Uiso 1 1 calc R . . C3 C 0.8443(3) 1.0480(2) 0.6755(5) 0.0562(10) Uani 1 1 d . . . H3 H 0.8862 1.0946 0.7270 0.067 Uiso 1 1 calc R . . C4 C 0.8801(3) 0.9625(2) 0.7060(5) 0.0505(9) Uani 1 1 d . . . C5 C 0.8170(3) 0.8960(2) 0.6287(5) 0.0447(8) Uani 1 1 d . . . H5 H 0.8413 0.8390 0.6502 0.054 Uiso 1 1 calc R . . C6 C 0.5676(3) 0.7449(2) 0.7319(5) 0.0491(9) Uani 1 1 d . . . C7 C 0.5666(4) 0.6996(3) 0.8843(5) 0.0614(11) Uani 1 1 d . . . H7 H 0.5176 0.7146 0.9499 0.074 Uiso 1 1 calc R . . C8 C 0.6369(4) 0.6331(3) 0.9388(5) 0.0610(12) Uani 1 1 d . . . H8 H 0.6371 0.6028 1.0415 0.073 Uiso 1 1 calc R . . C9 C 0.7089(3) 0.6119(2) 0.8351(5) 0.0504(9) Uani 1 1 d . . . C10 C 0.7078(3) 0.6579(2) 0.6879(4) 0.0439(8) Uani 1 1 d . . . H10 H 0.7562 0.6433 0.6209 0.053 Uiso 1 1 calc R . . H1N H 0.579(4) 1.0624(14) 0.363(6) 0.074(13) Uiso 1 1 d D . . H2N H 0.548(3) 0.966(2) 0.320(6) 0.103(18) Uiso 1 1 d D . . H3N H 0.491(4) 0.825(3) 0.565(3) 0.075(15) Uiso 1 1 d D . . H4N H 0.444(3) 0.816(2) 0.729(5) 0.075(13) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03324(19) 0.04018(19) 0.0450(2) -0.00597(19) 0.00897(13) -0.00139(18) Cl1 0.0411(5) 0.0535(5) 0.0518(5) -0.0059(4) 0.0170(4) 0.0031(4) Cl2 0.0408(5) 0.0681(6) 0.0712(6) -0.0204(5) -0.0060(4) 0.0075(4) Cl3 0.0552(6) 0.0717(7) 0.0974(8) -0.0177(6) -0.0144(6) -0.0068(5) Cl4 0.0911(8) 0.0762(7) 0.0849(8) 0.0325(6) 0.0193(7) 0.0051(6) N1 0.0406(16) 0.0365(15) 0.0452(17) -0.0029(12) 0.0091(13) -0.0007(11) N2 0.0354(15) 0.0429(16) 0.0484(16) -0.0104(12) 0.0172(12) -0.0083(12) N3 0.056(2) 0.042(2) 0.087(3) -0.0038(18) -0.006(2) 0.0103(17) N4 0.052(2) 0.073(2) 0.085(3) -0.013(2) 0.0400(19) 0.0008(17) C1 0.048(2) 0.0382(19) 0.047(2) -0.0006(15) 0.0180(15) 0.0004(15) C2 0.064(2) 0.0345(18) 0.062(2) -0.0066(17) 0.0166(19) -0.0006(16) C3 0.058(3) 0.042(2) 0.069(3) -0.0174(17) 0.017(2) -0.0128(17) C4 0.045(2) 0.051(2) 0.053(2) -0.0070(17) 0.0059(16) -0.0071(16) C5 0.045(2) 0.0382(18) 0.050(2) -0.0032(15) 0.0076(15) 0.0016(15) C6 0.044(2) 0.049(2) 0.059(2) -0.0196(17) 0.0205(17) -0.0202(17) C7 0.063(3) 0.075(3) 0.056(2) -0.021(2) 0.034(2) -0.027(2) C8 0.076(3) 0.072(3) 0.036(2) -0.009(2) 0.017(2) -0.032(2) C9 0.054(2) 0.051(2) 0.045(2) -0.0023(17) 0.0078(17) -0.0148(16) C10 0.0435(19) 0.0445(19) 0.046(2) -0.0058(16) 0.0156(15) -0.0076(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 N2 2.049(3) . ? Zn1 N1 2.062(2) . ? Zn1 Cl1 2.2224(9) . ? Zn1 Cl2 2.2303(9) . ? Cl3 C4 1.733(4) . ? Cl4 C9 1.733(4) . ? N1 C1 1.346(4) . ? N1 C5 1.354(4) . ? N2 C6 1.353(4) . ? N2 C10 1.365(4) . ? N3 C1 1.344(4) . ? N3 H1N 0.890(19) . ? N3 H2N 0.878(19) . ? N4 C6 1.369(5) . ? N4 H3N 0.897(19) . ? N4 H4N 0.891(19) . ? C1 C2 1.403(5) . ? C2 C3 1.353(5) . ? C2 H2 0.9300 . ? C3 C4 1.389(5) . ? C3 H3 0.9300 . ? C4 C5 1.358(4) . ? C5 H5 0.9300 . ? C6 C7 1.386(6) . ? C7 C8 1.365(6) . ? C7 H7 0.9300 . ? C8 C9 1.404(6) . ? C8 H8 0.9300 . ? C9 C10 1.351(5) . ? C10 H10 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 N2 Zn1 N1 102.30(10) . . ? N2 Zn1 Cl1 106.24(8) . . ? N1 Zn1 Cl1 105.41(8) . . ? N2 Zn1 Cl2 111.20(8) . . ? N1 Zn1 Cl2 112.25(7) . . ? Cl1 Zn1 Cl2 118.07(4) . . ? C1 N1 C5 118.5(3) . . ? C1 N1 Zn1 129.1(2) . . ? C5 N1 Zn1 112.2(2) . . ? C6 N2 C10 118.1(3) . . ? C6 N2 Zn1 123.3(2) . . ? C10 N2 Zn1 118.5(2) . . ? C1 N3 H1N 110(3) . . ? C1 N3 H2N 126(3) . . ? H1N N3 H2N 122(4) . . ? C6 N4 H3N 112(3) . . ? C6 N4 H4N 115(3) . . ? H3N N4 H4N 120(4) . . ? N3 C1 N1 119.1(3) . . ? N3 C1 C2 120.7(3) . . ? N1 C1 C2 120.3(3) . . ? C3 C2 C1 120.5(3) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 118.7(3) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C5 C4 C3 119.1(3) . . ? C5 C4 Cl3 119.6(3) . . ? C3 C4 Cl3 121.3(3) . . ? N1 C5 C4 122.9(3) . . ? N1 C5 H5 118.6 . . ? C4 C5 H5 118.6 . . ? N2 C6 N4 117.9(4) . . ? N2 C6 C7 121.1(4) . . ? N4 C6 C7 120.9(4) . . ? C8 C7 C6 120.6(4) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C8 C9 117.9(4) . . ? C7 C8 H8 121.0 . . ? C9 C8 H8 121.0 . . ? C10 C9 C8 119.8(4) . . ? C10 C9 Cl4 120.1(3) . . ? C8 C9 Cl4 120.2(3) . . ? C9 C10 N2 122.4(3) . . ? C9 C10 H10 118.8 . . ? N2 C10 H10 118.8 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.537 _refine_diff_density_min -0.698 _refine_diff_density_rms 0.156