# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2009 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Halcrow, Malcolm A' _publ_contact_author_email M.A.Halcrow@leeds.ac.uk _publ_section_title ; The Effect of Different Ligand Substituents on the Chemistry of a Zinc/Pyrazole Anion Host ; loop_ _publ_author_name J.Day K.Marriott C.Kilner M.Halcrow # Attachment '- Zn pyrazole NJC.cif' data_km01 _database_code_depnum_ccdc_archive 'CCDC 744620' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dichloro-bis-(5-phenylpyrazole)zinc chloroform solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H16 Cl2 N4 Zn, 2[C H Cl3]' _chemical_formula_sum 'C19 H17 Cl5 N4 Zn' _chemical_formula_weight 543.99 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' 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 Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8197(11) _cell_length_b 12.0309(13) _cell_length_c 12.1267(15) _cell_angle_alpha 98.231(6) _cell_angle_beta 104.297(6) _cell_angle_gamma 104.816(6) _cell_volume 1175.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 16132 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 29.39 _exptl_crystal_description Fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 548 _exptl_absorpt_coefficient_mu 1.626 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.856 _exptl_absorpt_correction_T_max 1.013 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16132 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0466 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 29.39 _reflns_number_total 6145 _reflns_number_gt 4595 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _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. No disorder is present in the model, and no restraints were applied. All non-H atoms were refined anisotropically, while H atoms were placed in calculated positions adn refined using a riding model. ; _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^)+(0.0338P)^2^+0.0148P] 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 6145 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0811 _refine_ls_wR_factor_gt 0.0737 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.42131(3) 0.68576(2) 0.41747(2) 0.02353(7) Uani 1 1 d . . . Cl2 Cl 0.55850(6) 0.55573(4) 0.36511(4) 0.02645(12) Uani 1 1 d . . . Cl3 Cl 0.39083(6) 0.82517(4) 0.31627(4) 0.02954(12) Uani 1 1 d . . . N4 N 0.5668(2) 0.77113(15) 0.58162(14) 0.0269(4) Uani 1 1 d . . . N5 N 0.6421(2) 0.72021(14) 0.66549(14) 0.0249(4) Uani 1 1 d . . . H5 H 0.6131 0.6439 0.6622 0.030 Uiso 1 1 calc R . . C6 C 0.7660(2) 0.80025(17) 0.75416(17) 0.0242(4) Uani 1 1 d . . . C7 C 0.7699(3) 0.90871(19) 0.72596(19) 0.0331(5) Uani 1 1 d . . . H7 H 0.8422 0.9836 0.7698 0.040 Uiso 1 1 calc R . . C8 C 0.6450(3) 0.88593(18) 0.61911(18) 0.0309(5) Uani 1 1 d . . . H8 H 0.6204 0.9448 0.5796 0.037 Uiso 1 1 calc R . . C9 C 0.8694(2) 0.76524(18) 0.85282(17) 0.0254(4) Uani 1 1 d . . . C10 C 1.0243(3) 0.8428(2) 0.91953(19) 0.0330(5) Uani 1 1 d . . . H10 H 1.0605 0.9185 0.9034 0.040 Uiso 1 1 calc R . . C11 C 1.1268(3) 0.8102(2) 1.0099(2) 0.0388(6) Uani 1 1 d . . . H11 H 1.2308 0.8640 1.0541 0.047 Uiso 1 1 calc R . . C12 C 1.0763(3) 0.7000(2) 1.03455(19) 0.0380(6) Uani 1 1 d . . . H12 H 1.1459 0.6772 1.0945 0.046 Uiso 1 1 calc R . . C13 C 0.9222(3) 0.6231(2) 0.97010(19) 0.0369(6) Uani 1 1 d . . . H13 H 0.8860 0.5478 0.9870 0.044 Uiso 1 1 calc R . . C14 C 0.8189(3) 0.65591(19) 0.87957(18) 0.0303(5) Uani 1 1 d . . . H14 H 0.7139 0.6025 0.8367 0.036 Uiso 1 1 calc R . . N15 N 0.1913(2) 0.58010(15) 0.38685(15) 0.0264(4) Uani 1 1 d . . . N16 N 0.1527(2) 0.47280(14) 0.41474(15) 0.0244(4) Uani 1 1 d . . . H16 H 0.2216 0.4475 0.4630 0.029 Uiso 1 1 calc R . . C17 C -0.0070(2) 0.40972(19) 0.35788(18) 0.0265(4) Uani 1 1 d . . . C18 C -0.0747(3) 0.4796(2) 0.28993(19) 0.0333(5) Uani 1 1 d . . . H18 H -0.1839 0.4602 0.2403 0.040 Uiso 1 1 calc R . . C19 C 0.0518(3) 0.5834(2) 0.31043(19) 0.0324(5) Uani 1 1 d . . . H19 H 0.0422 0.6482 0.2756 0.039 Uiso 1 1 calc R . . C20 C -0.0777(3) 0.28977(19) 0.37255(18) 0.0287(5) Uani 1 1 d . . . C21 C 0.0023(3) 0.2447(2) 0.4632(2) 0.0346(5) Uani 1 1 d . . . H21 H 0.1045 0.2921 0.5168 0.042 Uiso 1 1 calc R . . C22 C -0.0676(3) 0.1312(2) 0.4747(2) 0.0442(6) Uani 1 1 d . . . H22 H -0.0140 0.1008 0.5360 0.053 Uiso 1 1 calc R . . C23 C -0.2175(3) 0.0624(2) 0.3948(2) 0.0474(7) Uani 1 1 d . . . H23 H -0.2659 -0.0154 0.4021 0.057 Uiso 1 1 calc R . . C24 C -0.2977(3) 0.1064(2) 0.3042(2) 0.0443(6) Uani 1 1 d . . . H24 H -0.3997 0.0585 0.2507 0.053 Uiso 1 1 calc R . . C25 C -0.2290(3) 0.2193(2) 0.2924(2) 0.0379(6) Uani 1 1 d . . . H25 H -0.2832 0.2491 0.2309 0.045 Uiso 1 1 calc R . . C26 C 0.5999(3) 0.7852(2) 0.1070(2) 0.0465(6) Uani 1 1 d . . . H26 H 0.5422 0.8087 0.1635 0.056 Uiso 1 1 calc R . . Cl27 Cl 0.49495(10) 0.63807(7) 0.03259(8) 0.0722(2) Uani 1 1 d . . . Cl28 Cl 0.80559(10) 0.80066(8) 0.18608(7) 0.0682(2) Uani 1 1 d . . . Cl29 Cl 0.59396(9) 0.87752(7) 0.00532(7) 0.0582(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 0.02335(13) 0.01794(12) 0.02584(13) 0.00577(9) 0.00216(9) 0.00480(9) Cl2 0.0238(3) 0.0212(2) 0.0318(3) 0.0051(2) 0.0042(2) 0.0068(2) Cl3 0.0333(3) 0.0208(2) 0.0314(3) 0.0098(2) 0.0031(2) 0.0068(2) N4 0.0315(10) 0.0205(9) 0.0262(9) 0.0054(7) 0.0026(7) 0.0092(8) N5 0.0291(10) 0.0169(8) 0.0242(9) 0.0032(7) 0.0008(7) 0.0066(7) C6 0.0253(11) 0.0205(10) 0.0228(10) 0.0004(8) 0.0052(8) 0.0045(8) C7 0.0394(13) 0.0190(11) 0.0314(12) 0.0019(9) 0.0028(10) 0.0019(10) C8 0.0404(13) 0.0185(10) 0.0305(12) 0.0039(9) 0.0067(10) 0.0079(9) C9 0.0254(11) 0.0274(11) 0.0210(10) 0.0006(8) 0.0057(8) 0.0079(9) C10 0.0274(12) 0.0321(12) 0.0326(12) 0.0046(10) 0.0050(9) 0.0024(10) C11 0.0248(12) 0.0459(15) 0.0347(13) 0.0053(11) -0.0008(10) 0.0032(11) C12 0.0340(13) 0.0490(15) 0.0285(12) 0.0067(11) -0.0005(10) 0.0188(11) C13 0.0383(14) 0.0341(13) 0.0338(13) 0.0072(10) 0.0020(10) 0.0117(11) C14 0.0293(12) 0.0274(11) 0.0278(12) 0.0028(9) -0.0001(9) 0.0074(9) N15 0.0251(9) 0.0221(9) 0.0313(10) 0.0076(8) 0.0056(8) 0.0076(7) N16 0.0203(9) 0.0204(9) 0.0307(10) 0.0065(7) 0.0056(7) 0.0045(7) C17 0.0205(10) 0.0301(12) 0.0274(11) 0.0026(9) 0.0085(8) 0.0057(9) C18 0.0212(11) 0.0400(13) 0.0347(13) 0.0082(10) 0.0030(9) 0.0074(10) C19 0.0276(12) 0.0361(13) 0.0361(13) 0.0132(10) 0.0067(10) 0.0139(10) C20 0.0220(11) 0.0302(12) 0.0312(12) 0.0004(9) 0.0127(9) 0.0019(9) C21 0.0303(12) 0.0272(12) 0.0363(13) 0.0003(10) 0.0061(10) -0.0012(10) C22 0.0465(16) 0.0311(13) 0.0480(16) 0.0088(12) 0.0120(12) 0.0018(12) C23 0.0488(16) 0.0327(14) 0.0501(16) 0.0024(12) 0.0197(13) -0.0067(12) C24 0.0316(13) 0.0385(14) 0.0457(15) -0.0028(12) 0.0117(11) -0.0123(11) C25 0.0278(12) 0.0422(14) 0.0329(13) 0.0018(11) 0.0060(10) -0.0012(11) C26 0.0469(16) 0.0458(16) 0.0518(16) 0.0078(13) 0.0201(13) 0.0186(13) Cl27 0.0611(5) 0.0407(4) 0.1087(7) 0.0061(4) 0.0317(5) 0.0042(4) Cl28 0.0606(5) 0.0732(5) 0.0642(5) 0.0019(4) 0.0002(4) 0.0341(4) Cl29 0.0576(5) 0.0532(4) 0.0628(5) 0.0214(4) 0.0143(4) 0.0140(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 Zn1 N15 2.0105(17) . ? Zn1 N4 2.0355(17) . ? Zn1 Cl3 2.2470(5) . ? Zn1 Cl2 2.3189(6) . ? N4 C8 1.330(3) . ? N4 N5 1.379(2) . ? N5 C6 1.365(2) . ? C6 C7 1.390(3) . ? C6 C9 1.497(3) . ? C7 C8 1.416(3) . ? C9 C14 1.388(3) . ? C9 C10 1.407(3) . ? C10 C11 1.409(3) . ? C11 C12 1.388(3) . ? C12 C13 1.392(3) . ? C13 C14 1.416(3) . ? N15 C19 1.359(2) . ? N15 N16 1.361(2) . ? N16 C17 1.364(2) . ? C17 C18 1.398(3) . ? C17 C20 1.473(3) . ? C18 C19 1.389(3) . ? C20 C21 1.408(3) . ? C20 C25 1.411(3) . ? C21 C22 1.389(3) . ? C22 C23 1.396(3) . ? C23 C24 1.401(4) . ? C24 C25 1.382(3) . ? C26 Cl27 1.759(3) . ? C26 Cl29 1.774(3) . ? C26 Cl28 1.778(3) . ? 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 N15 Zn1 N4 121.96(7) . . ? N15 Zn1 Cl3 104.38(5) . . ? N4 Zn1 Cl3 106.80(5) . . ? N15 Zn1 Cl2 103.06(5) . . ? N4 Zn1 Cl2 101.94(5) . . ? Cl3 Zn1 Cl2 119.86(2) . . ? C8 N4 N5 104.57(16) . . ? C8 N4 Zn1 127.05(14) . . ? N5 N4 Zn1 126.00(13) . . ? C6 N5 N4 113.15(16) . . ? N5 C6 C7 104.74(17) . . ? N5 C6 C9 122.75(17) . . ? C7 C6 C9 132.47(19) . . ? C6 C7 C8 106.65(18) . . ? N4 C8 C7 110.89(18) . . ? C14 C9 C10 118.06(19) . . ? C14 C9 C6 121.90(18) . . ? C10 C9 C6 120.02(19) . . ? C9 C10 C11 121.2(2) . . ? C12 C11 C10 120.3(2) . . ? C11 C12 C13 119.0(2) . . ? C12 C13 C14 120.7(2) . . ? C9 C14 C13 120.7(2) . . ? C19 N15 N16 105.58(17) . . ? C19 N15 Zn1 127.58(14) . . ? N16 N15 Zn1 124.67(12) . . ? N15 N16 C17 110.96(16) . . ? N16 C17 C18 107.20(18) . . ? N16 C17 C20 121.24(18) . . ? C18 C17 C20 131.55(19) . . ? C19 C18 C17 105.25(18) . . ? N15 C19 C18 111.01(19) . . ? C21 C20 C25 120.0(2) . . ? C21 C20 C17 121.75(19) . . ? C25 C20 C17 118.3(2) . . ? C22 C21 C20 120.4(2) . . ? C21 C22 C23 119.1(2) . . ? C22 C23 C24 120.9(2) . . ? C25 C24 C23 120.3(2) . . ? C24 C25 C20 119.4(2) . . ? Cl27 C26 Cl29 109.24(15) . . ? Cl27 C26 Cl28 110.97(14) . . ? Cl29 C26 Cl28 111.17(15) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 H5 Cl2 0.88 2.42 3.2569(17) 160.2 2_666 N16 H16 Cl2 0.88 2.48 3.3292(17) 161.1 2_666 C26 H26 Cl3 1.00 2.55 3.534(3) 167.8 . _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 29.39 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 0.415 _refine_diff_density_min -0.492 _refine_diff_density_rms 0.069 # Attachment '- CCDC 744621 revised.CIF' data_jd4 _database_code_depnum_ccdc_archive 'CCDC 744621' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(5-cyclohexylpyrazole)dichlorozinc(II) ; _chemical_name_common Bis(5-cyclohexylpyrazole)dichlorozinc(ii) _chemical_melting_point ? _chemical_formula_moiety 'C18 H28 Cl2 N4 Zn' _chemical_formula_sum 'C18 H28 Cl2 N4 Zn' _chemical_formula_weight 436.71 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' 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 10.6333(9) _cell_length_b 11.5074(11) _cell_length_c 17.8610(17) _cell_angle_alpha 90.00 _cell_angle_beta 97.665(5) _cell_angle_gamma 90.00 _cell_volume 2166.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 37946 _cell_measurement_theta_min 2.11 _cell_measurement_theta_max 27.95 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.389 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.889 _exptl_absorpt_correction_T_max 0.963 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37946 _diffrn_reflns_av_R_equivalents 0.0271 _diffrn_reflns_av_sigmaI/netI 0.0162 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 27.95 _reflns_number_total 5178 _reflns_number_gt 4562 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _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. No disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, while H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0223P)^2^+0.6971P] 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 5178 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0256 _refine_ls_R_factor_gt 0.0203 _refine_ls_wR_factor_ref 0.0532 _refine_ls_wR_factor_gt 0.0505 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 -0.105921(13) 0.680454(12) 0.561548(8) 0.02599(5) Uani 1 1 d . . . Cl2 Cl -0.16234(3) 0.57108(2) 0.453845(16) 0.02691(7) Uani 1 1 d . . . Cl3 Cl -0.24348(3) 0.81978(3) 0.584966(19) 0.03793(8) Uani 1 1 d . . . N4 N -0.10045(10) 0.56996(9) 0.65108(6) 0.0288(2) Uani 1 1 d . . . N5 N -0.03468(10) 0.46788(9) 0.66309(6) 0.0278(2) Uani 1 1 d . . . H5 H 0.0223 0.4438 0.6351 0.033 Uiso 1 1 calc R . . C6 C -0.06765(12) 0.40778(10) 0.72352(6) 0.0266(2) Uani 1 1 d . . . C7 C -0.16063(13) 0.47412(11) 0.75147(7) 0.0338(3) Uani 1 1 d . . . H7 H -0.2038 0.4560 0.7932 0.041 Uiso 1 1 calc R . . C8 C -0.17754(13) 0.57342(11) 0.70524(7) 0.0342(3) Uani 1 1 d . . . H8 H -0.2354 0.6345 0.7113 0.041 Uiso 1 1 calc R . . C9 C -0.01031(11) 0.29059(10) 0.74727(7) 0.0263(2) Uani 1 1 d . . . H9 H -0.0436 0.2675 0.7949 0.032 Uiso 1 1 calc R . . C10 C -0.05255(13) 0.19638(11) 0.68721(8) 0.0336(3) Uani 1 1 d . . . H10A H -0.1464 0.1927 0.6785 0.040 Uiso 1 1 calc R . . H10B H -0.0225 0.2177 0.6389 0.040 Uiso 1 1 calc R . . C11 C 0.00096(16) 0.07621(12) 0.71283(9) 0.0445(3) Uani 1 1 d . . . H11A H -0.0346 0.0519 0.7589 0.053 Uiso 1 1 calc R . . H11B H -0.0250 0.0183 0.6728 0.053 Uiso 1 1 calc R . . C12 C 0.14593(17) 0.07970(15) 0.72936(11) 0.0576(5) Uani 1 1 d . . . H12A H 0.1817 0.0967 0.6821 0.069 Uiso 1 1 calc R . . H12B H 0.1778 0.0027 0.7480 0.069 Uiso 1 1 calc R . . C13 C 0.19027(16) 0.17298(15) 0.78874(11) 0.0562(5) Uani 1 1 d . . . H13A H 0.2841 0.1766 0.7961 0.067 Uiso 1 1 calc R . . H13B H 0.1625 0.1512 0.8376 0.067 Uiso 1 1 calc R . . C14 C 0.13597(13) 0.29413(13) 0.76440(9) 0.0410(3) Uani 1 1 d . . . H14A H 0.1614 0.3509 0.8052 0.049 Uiso 1 1 calc R . . H14B H 0.1718 0.3201 0.7188 0.049 Uiso 1 1 calc R . . N15 N 0.05955(10) 0.76019(9) 0.54658(6) 0.0287(2) Uani 1 1 d . . . N16 N 0.16357(10) 0.71095(9) 0.52146(6) 0.0274(2) Uani 1 1 d . . . H16 H 0.1729 0.6358 0.5151 0.033 Uiso 1 1 calc R . . C17 C 0.25088(12) 0.79224(11) 0.50747(7) 0.0286(2) Uani 1 1 d . . . C18 C 0.19955(14) 0.90004(12) 0.52348(8) 0.0381(3) Uani 1 1 d . . . H18 H 0.2368 0.9744 0.5191 0.046 Uiso 1 1 calc R . . C19 C 0.08197(14) 0.87576(11) 0.54725(8) 0.0367(3) Uani 1 1 d . . . H19 H 0.0256 0.9329 0.5619 0.044 Uiso 1 1 calc R . . C20 C 0.37470(12) 0.75982(12) 0.47918(7) 0.0323(3) Uani 1 1 d . . . H20 H 0.4420 0.7558 0.5239 0.039 Uiso 1 1 calc R . . C21 C 0.36712(12) 0.63908(13) 0.44030(8) 0.0371(3) Uani 1 1 d . . . H21A H 0.3496 0.5789 0.4772 0.045 Uiso 1 1 calc R . . H21B H 0.2962 0.6387 0.3983 0.045 Uiso 1 1 calc R . . C22 C 0.49156(15) 0.60977(16) 0.40945(10) 0.0521(4) Uani 1 1 d . . . H22A H 0.4831 0.5334 0.3837 0.063 Uiso 1 1 calc R . . H22B H 0.5613 0.6040 0.4519 0.063 Uiso 1 1 calc R . . C23 C 0.52450(15) 0.70332(17) 0.35344(10) 0.0548(4) Uani 1 1 d . . . H23A H 0.6058 0.6834 0.3352 0.066 Uiso 1 1 calc R . . H23B H 0.4576 0.7057 0.3093 0.066 Uiso 1 1 calc R . . C24 C 0.53563(14) 0.82272(16) 0.39172(10) 0.0517(4) Uani 1 1 d . . . H24A H 0.5524 0.8822 0.3543 0.062 Uiso 1 1 calc R . . H24B H 0.6085 0.8222 0.4325 0.062 Uiso 1 1 calc R . . C25 C 0.41376(13) 0.85563(13) 0.42544(8) 0.0398(3) Uani 1 1 d . . . H25A H 0.3437 0.8681 0.3839 0.048 Uiso 1 1 calc R . . H25B H 0.4280 0.9295 0.4537 0.048 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 0.03311(8) 0.02120(8) 0.02563(8) 0.00167(5) 0.01122(6) 0.00200(5) Cl2 0.02965(14) 0.02529(14) 0.02750(14) -0.00129(11) 0.01007(11) 0.00172(11) Cl3 0.04961(19) 0.02956(16) 0.03758(17) -0.00147(13) 0.01672(14) 0.01242(13) N4 0.0374(5) 0.0245(5) 0.0269(5) 0.0027(4) 0.0127(4) 0.0037(4) N5 0.0329(5) 0.0268(5) 0.0261(5) 0.0030(4) 0.0124(4) 0.0026(4) C6 0.0338(6) 0.0253(6) 0.0215(5) 0.0004(4) 0.0069(5) -0.0034(5) C7 0.0468(7) 0.0308(7) 0.0276(6) 0.0016(5) 0.0187(6) 0.0017(6) C8 0.0450(7) 0.0296(7) 0.0317(6) 0.0008(5) 0.0187(6) 0.0053(5) C9 0.0323(6) 0.0246(6) 0.0224(5) 0.0019(4) 0.0047(5) -0.0026(5) C10 0.0363(7) 0.0305(7) 0.0328(7) -0.0042(5) -0.0004(5) -0.0013(5) C11 0.0590(9) 0.0279(7) 0.0469(8) -0.0065(6) 0.0079(7) 0.0029(6) C12 0.0568(10) 0.0458(9) 0.0731(12) 0.0099(8) 0.0191(9) 0.0224(8) C13 0.0381(8) 0.0596(11) 0.0664(11) 0.0191(9) -0.0096(8) 0.0061(7) C14 0.0346(7) 0.0415(8) 0.0429(8) 0.0068(6) -0.0092(6) -0.0072(6) N15 0.0349(5) 0.0227(5) 0.0300(5) -0.0003(4) 0.0100(4) -0.0001(4) N16 0.0310(5) 0.0213(5) 0.0308(5) 0.0001(4) 0.0069(4) -0.0009(4) C17 0.0329(6) 0.0279(6) 0.0245(6) 0.0022(5) 0.0018(5) -0.0066(5) C18 0.0484(8) 0.0237(6) 0.0434(8) -0.0003(6) 0.0108(6) -0.0096(6) C19 0.0506(8) 0.0222(6) 0.0394(7) -0.0018(5) 0.0135(6) 0.0004(6) C20 0.0258(6) 0.0398(7) 0.0302(6) 0.0056(5) 0.0002(5) -0.0057(5) C21 0.0296(6) 0.0376(7) 0.0454(8) 0.0063(6) 0.0100(6) 0.0035(5) C22 0.0382(8) 0.0594(10) 0.0624(10) 0.0108(8) 0.0199(7) 0.0137(7) C23 0.0370(8) 0.0782(12) 0.0527(9) 0.0137(9) 0.0187(7) 0.0097(8) C24 0.0302(7) 0.0754(12) 0.0498(9) 0.0206(8) 0.0066(6) -0.0108(7) C25 0.0342(7) 0.0434(8) 0.0419(8) 0.0086(6) 0.0055(6) -0.0112(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 N15 2.0334(10) . ? Zn1 N4 2.0378(10) . ? Zn1 Cl3 2.2469(4) . ? Zn1 Cl2 2.3101(4) . ? N4 C8 1.3493(15) . ? N4 N5 1.3692(14) . ? N5 C6 1.3665(14) . ? C6 C7 1.3932(17) . ? C6 C9 1.5170(17) . ? C7 C8 1.4071(18) . ? C9 C14 1.5452(18) . ? C9 C10 1.5489(17) . ? C10 C11 1.5414(19) . ? C11 C12 1.531(2) . ? C12 C13 1.538(3) . ? C13 C14 1.549(2) . ? N15 C19 1.3509(17) . ? N15 N16 1.3704(14) . ? N16 C17 1.3643(15) . ? C17 C18 1.4000(19) . ? C17 C20 1.5184(18) . ? C18 C19 1.401(2) . ? C20 C21 1.550(2) . ? C20 C25 1.5544(18) . ? C21 C22 1.5371(19) . ? C22 C23 1.541(2) . ? C23 C24 1.532(3) . ? C24 C25 1.547(2) . ? 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 N15 Zn1 N4 116.75(4) . . ? N15 Zn1 Cl3 107.38(3) . . ? N4 Zn1 Cl3 104.50(3) . . ? N15 Zn1 Cl2 105.64(3) . . ? N4 Zn1 Cl2 106.89(3) . . ? Cl3 Zn1 Cl2 116.141(14) . . ? C8 N4 N5 105.04(10) . . ? C8 N4 Zn1 125.99(9) . . ? N5 N4 Zn1 128.22(7) . . ? C6 N5 N4 112.23(10) . . ? N5 C6 C7 105.95(11) . . ? N5 C6 C9 122.34(10) . . ? C7 C6 C9 131.67(11) . . ? C6 C7 C8 106.02(10) . . ? N4 C8 C7 110.76(11) . . ? C6 C9 C14 112.86(10) . . ? C6 C9 C10 111.09(10) . . ? C14 C9 C10 110.29(11) . . ? C11 C10 C9 111.15(11) . . ? C12 C11 C10 110.86(13) . . ? C11 C12 C13 111.06(13) . . ? C12 C13 C14 111.48(13) . . ? C9 C14 C13 111.07(12) . . ? C19 N15 N16 105.11(10) . . ? C19 N15 Zn1 126.72(9) . . ? N16 N15 Zn1 127.36(8) . . ? C17 N16 N15 112.03(10) . . ? N16 C17 C18 106.07(11) . . ? N16 C17 C20 122.27(11) . . ? C18 C17 C20 131.66(12) . . ? C17 C18 C19 105.85(11) . . ? N15 C19 C18 110.93(12) . . ? C17 C20 C21 111.94(10) . . ? C17 C20 C25 110.26(11) . . ? C21 C20 C25 111.18(11) . . ? C22 C21 C20 111.19(12) . . ? C21 C22 C23 111.13(13) . . ? C24 C23 C22 110.32(14) . . ? C23 C24 C25 111.99(12) . . ? C24 C25 C20 111.92(12) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 H5 Cl2 0.88 2.32 3.1811(10) 164.5 3_566 N16 H16 Cl2 0.88 2.45 3.2755(11) 156.4 3_566 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.95 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.282 _refine_diff_density_min -0.207 _refine_diff_density_rms 0.039 #=END data_km07 _database_code_depnum_ccdc_archive 'CCDC 744622' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dichloro-bis-(5-{2-thienyl}pyrazole)zinc ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H12 Cl2 N4 S2 Zn' _chemical_formula_sum 'C14 H12 Cl2 N4 S2 Zn' _chemical_formula_weight 436.67 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' 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' S S 0.1246 0.1234 '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' 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 13.0349(13) _cell_length_b 20.252(2) _cell_length_c 14.7727(17) _cell_angle_alpha 90.00 _cell_angle_beta 113.506(5) _cell_angle_gamma 90.00 _cell_volume 3576.1(7) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 31466 _cell_measurement_theta_min 1.81 _cell_measurement_theta_max 27.93 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.622 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 1.908 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.779 _exptl_absorpt_correction_T_max 0.904 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 2 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31466 _diffrn_reflns_av_R_equivalents 0.0649 _diffrn_reflns_av_sigmaI/netI 0.0746 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.93 _reflns_number_total 8216 _reflns_number_gt 4725 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _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. There are two molecules in the asymmetric unit, labelled 'A' and 'B', that are associated into a unique dimer by N---H...Cl hydrogen bonding. Two of the four unique thienyl groups in the model are disordered over two sites: C9A-C13A (refined occupancy 0.73) and C9A, S10C-C13C (0.27) and C9B-C13B (refined occupancy 0.80) and C9B, S10D-C13D (0.20) so the ipso C atoms C9A and C9B are wholly occupied and shared between both disorder sites. The following restraints were applied to these residues: C---S = 1.72(2), thienyl C2---C3 = C4---C5 = 1.36(2) and thienyl C3---C4 = 1.42(2)\%A. All non-H atoms with occupancy >0.5 were refined anisotropically, while all H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0409P)^2^+3.5482P] 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 8216 _refine_ls_number_parameters 448 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.1094 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1164 _refine_ls_wR_factor_gt 0.0883 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.023 _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 Zn1A Zn 0.43901(4) 0.71307(2) 0.87334(4) 0.02606(13) Uani 1 1 d . . . Cl2A Cl 0.33299(8) 0.70884(5) 0.70214(7) 0.0276(2) Uani 1 1 d . . . Cl3A Cl 0.58263(9) 0.78344(5) 0.92866(9) 0.0384(3) Uani 1 1 d . . . N4A N 0.3205(3) 0.74746(16) 0.9179(3) 0.0276(8) Uani 1 1 d . . . N5A N 0.2189(3) 0.71829(15) 0.8995(2) 0.0279(8) Uani 1 1 d . . . H5A H 0.2050 0.6760 0.8870 0.033 Uiso 1 1 calc R . . C6A C 0.1422(4) 0.7631(2) 0.9030(3) 0.0271(9) Uani 1 1 d . A . C7A C 0.1965(4) 0.8238(2) 0.9247(3) 0.0376(11) Uani 1 1 d . . . H7A H 0.1659 0.8650 0.9324 0.045 Uiso 1 1 calc R . . C8A C 0.3057(4) 0.8118(2) 0.9329(3) 0.0355(11) Uani 1 1 d . . . H8A H 0.3620 0.8446 0.9472 0.043 Uiso 1 1 calc R . . C9A C 0.0278(4) 0.7437(2) 0.8844(3) 0.0306(10) Uani 1 1 d D . . S10A S -0.0798(3) 0.79944(13) 0.8616(2) 0.0391(7) Uani 0.73 1 d PD A 1 C11A C -0.1774(5) 0.7376(4) 0.8478(5) 0.0353(16) Uani 0.73 1 d PD A 1 H11A H -0.2539 0.7459 0.8340 0.042 Uiso 0.73 1 calc PR A 1 C12A C -0.1322(6) 0.6755(4) 0.8590(6) 0.0366(18) Uani 0.73 1 d PD A 1 H12A H -0.1728 0.6355 0.8519 0.044 Uiso 0.73 1 calc PR A 1 C13A C -0.0109(12) 0.6800(7) 0.8836(12) 0.055(4) Uani 0.73 1 d PD A 1 H13A H 0.0365 0.6423 0.8977 0.066 Uiso 0.73 1 calc PR A 1 S10C S -0.0260(11) 0.6701(5) 0.8685(9) 0.043(2) Uiso 0.27 1 d PD A 2 C11C C -0.1542(19) 0.6986(11) 0.854(2) 0.044(8) Uiso 0.27 1 d PD A 2 H11C H -0.2174 0.6718 0.8448 0.053 Uiso 0.27 1 calc PR A 2 C12C C -0.152(2) 0.7675(11) 0.8573(16) 0.045(6) Uiso 0.27 1 d PD A 2 H12C H -0.2155 0.7942 0.8493 0.054 Uiso 0.27 1 calc PR A 2 C13C C -0.054(2) 0.7904(15) 0.873(3) 0.040(10) Uiso 0.27 1 d PD A 2 H13C H -0.0386 0.8365 0.8764 0.048 Uiso 0.27 1 calc PR A 2 N14A N 0.5083(3) 0.62116(15) 0.8991(2) 0.0263(8) Uani 1 1 d . . . N15A N 0.4556(3) 0.56137(15) 0.8816(2) 0.0252(8) Uani 1 1 d . . . H15A H 0.3837 0.5561 0.8666 0.030 Uiso 1 1 calc R . . C16A C 0.5280(3) 0.51059(19) 0.8902(3) 0.0252(9) Uani 1 1 d . . . C17A C 0.6325(4) 0.5391(2) 0.9149(3) 0.0314(10) Uani 1 1 d . . . H17A H 0.7008 0.5169 0.9267 0.038 Uiso 1 1 calc R . . C18A C 0.6165(3) 0.6075(2) 0.9191(3) 0.0292(10) Uani 1 1 d . . . H18A H 0.6740 0.6397 0.9340 0.035 Uiso 1 1 calc R . . C19A C 0.4883(4) 0.44147(19) 0.8740(3) 0.0257(9) Uani 1 1 d . . . S20A S 0.57921(10) 0.37817(5) 0.87497(10) 0.0409(3) Uani 1 1 d . . . C21A C 0.4756(4) 0.3198(2) 0.8538(3) 0.0382(12) Uani 1 1 d . . . H21A H 0.4862 0.2737 0.8484 0.046 Uiso 1 1 calc R . . C22A C 0.3774(4) 0.3473(2) 0.8456(3) 0.0337(11) Uani 1 1 d . . . H22A H 0.3113 0.3226 0.8334 0.040 Uiso 1 1 calc R . . C23A C 0.3836(4) 0.4173(2) 0.8573(3) 0.0296(10) Uani 1 1 d . . . H23A H 0.3224 0.4442 0.8539 0.036 Uiso 1 1 calc R . . Zn1B Zn 0.09217(4) 0.55583(2) 0.67832(4) 0.02847(14) Uani 1 1 d . . . Cl2B Cl 0.19554(8) 0.56308(5) 0.84940(7) 0.0276(2) Uani 1 1 d . . . Cl3B Cl -0.04365(9) 0.48052(5) 0.63328(9) 0.0395(3) Uani 1 1 d . . . N4B N 0.2088(3) 0.52445(16) 0.6301(2) 0.0284(8) Uani 1 1 d . . . N5B N 0.3081(3) 0.55366(16) 0.6419(2) 0.0274(8) Uani 1 1 d . . . H5B H 0.3244 0.5952 0.6588 0.033 Uiso 1 1 calc R . . C6B C 0.3788(4) 0.5106(2) 0.6243(3) 0.0282(10) Uani 1 1 d . B . C7B C 0.3220(4) 0.4504(2) 0.5998(3) 0.0372(11) Uani 1 1 d . . . H7B H 0.3483 0.4102 0.5835 0.045 Uiso 1 1 calc R . . C8B C 0.2183(4) 0.4616(2) 0.6045(3) 0.0351(11) Uani 1 1 d . . . H8B H 0.1617 0.4291 0.5912 0.042 Uiso 1 1 calc R . . C9B C 0.4903(4) 0.5304(2) 0.6342(3) 0.0344(11) Uani 1 1 d D . . S10B S 0.5925(2) 0.47405(9) 0.64351(17) 0.0419(5) Uani 0.80 1 d PD B 1 C11B C 0.6897(5) 0.5341(4) 0.6529(5) 0.0436(16) Uani 0.80 1 d PD B 1 H11B H 0.7638 0.5249 0.6594 0.052 Uiso 0.80 1 calc PR B 1 C12B C 0.6480(5) 0.5967(3) 0.6498(5) 0.0364(15) Uani 0.80 1 d PD B 1 H12B H 0.6889 0.6361 0.6532 0.044 Uiso 0.80 1 calc PR B 1 C13B C 0.5283(9) 0.5944(6) 0.6402(10) 0.042(3) Uani 0.80 1 d PD B 1 H13B H 0.4847 0.6323 0.6385 0.050 Uiso 0.80 1 calc PR B 1 S10D S 0.5479(14) 0.6013(7) 0.6433(13) 0.047(4) Uiso 0.20 1 d PD B 2 C11D C 0.669(2) 0.5658(15) 0.652(3) 0.046(11) Uiso 0.20 1 d PD B 2 H11D H 0.7335 0.5908 0.6596 0.055 Uiso 0.20 1 calc PR B 2 C12D C 0.666(3) 0.4976(15) 0.646(2) 0.050(8) Uiso 0.20 1 d PD B 2 H12D H 0.7261 0.4694 0.6506 0.060 Uiso 0.20 1 calc PR B 2 C13D C 0.553(4) 0.4774(19) 0.630(4) 0.08(2) Uiso 0.20 1 d PD B 2 H13D H 0.5265 0.4332 0.6186 0.095 Uiso 0.20 1 calc PR B 2 N14B N 0.0178(3) 0.64503(16) 0.6370(2) 0.0278(8) Uani 1 1 d . . . N15B N 0.0662(3) 0.70667(15) 0.6470(2) 0.0276(8) Uani 1 1 d . . . H15B H 0.1383 0.7134 0.6647 0.033 Uiso 1 1 calc R . . C16B C -0.0120(3) 0.7562(2) 0.6259(3) 0.0257(9) Uani 1 1 d . . . C17B C -0.1153(4) 0.7251(2) 0.6006(3) 0.0313(10) Uani 1 1 d . . . H17B H -0.1861 0.7459 0.5819 0.038 Uiso 1 1 calc R . . C18B C -0.0934(4) 0.6568(2) 0.6082(3) 0.0324(10) Uani 1 1 d . . . H18B H -0.1488 0.6235 0.5951 0.039 Uiso 1 1 calc R . . C19B C 0.0198(3) 0.82593(19) 0.6282(3) 0.0251(9) Uani 1 1 d . . . S20B S -0.07993(10) 0.88730(6) 0.60967(10) 0.0421(3) Uani 1 1 d . . . C21B C 0.0144(4) 0.9483(2) 0.6158(4) 0.0432(12) Uani 1 1 d . . . H21B H -0.0036 0.9939 0.6077 0.052 Uiso 1 1 calc R . . C22B C 0.1181(4) 0.9236(2) 0.6336(4) 0.0440(13) Uani 1 1 d . . . H22B H 0.1809 0.9502 0.6410 0.053 Uiso 1 1 calc R . . C23B C 0.1215(4) 0.8529(2) 0.6400(3) 0.0365(11) Uani 1 1 d . . . H23B H 0.1866 0.8275 0.6511 0.044 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 Zn1A 0.0200(3) 0.0166(2) 0.0408(3) 0.0007(2) 0.0112(2) -0.00029(19) Cl2A 0.0215(5) 0.0221(5) 0.0369(6) -0.0006(4) 0.0093(4) 0.0003(4) Cl3A 0.0265(6) 0.0264(6) 0.0575(8) -0.0005(5) 0.0116(5) -0.0088(5) N4A 0.0196(19) 0.0215(18) 0.043(2) 0.0018(15) 0.0141(17) -0.0013(14) N5A 0.026(2) 0.0149(16) 0.041(2) -0.0008(15) 0.0123(17) 0.0005(14) C6A 0.027(2) 0.030(2) 0.027(2) 0.0025(18) 0.0135(19) 0.0061(19) C7A 0.041(3) 0.022(2) 0.050(3) -0.001(2) 0.018(2) 0.007(2) C8A 0.037(3) 0.020(2) 0.047(3) -0.0005(19) 0.014(2) -0.001(2) C9A 0.026(3) 0.035(3) 0.031(2) 0.0001(19) 0.012(2) 0.008(2) S10A 0.0330(14) 0.0328(12) 0.0581(15) 0.0074(9) 0.0250(12) 0.0153(11) C11A 0.022(4) 0.039(5) 0.051(4) 0.006(4) 0.021(3) -0.003(4) C12A 0.025(4) 0.047(5) 0.038(4) -0.001(4) 0.013(3) 0.003(4) C13A 0.019(6) 0.079(9) 0.059(8) -0.012(6) 0.008(5) -0.004(5) N14A 0.0243(19) 0.0187(17) 0.035(2) 0.0020(14) 0.0115(16) -0.0017(14) N15A 0.0197(18) 0.0188(17) 0.035(2) 0.0032(15) 0.0086(15) -0.0007(14) C16A 0.024(2) 0.024(2) 0.029(2) 0.0041(17) 0.0113(18) 0.0069(17) C17A 0.023(2) 0.030(2) 0.042(3) 0.0015(19) 0.014(2) 0.0081(18) C18A 0.019(2) 0.030(2) 0.043(3) 0.0020(19) 0.017(2) -0.0012(18) C19A 0.029(2) 0.022(2) 0.027(2) 0.0006(17) 0.0122(19) 0.0049(18) S20A 0.0392(7) 0.0237(6) 0.0656(9) 0.0000(5) 0.0270(6) 0.0082(5) C21A 0.051(3) 0.021(2) 0.046(3) -0.004(2) 0.023(2) 0.000(2) C22A 0.033(3) 0.028(2) 0.041(3) -0.005(2) 0.017(2) -0.005(2) C23A 0.024(2) 0.024(2) 0.040(3) -0.0021(18) 0.012(2) 0.0045(18) Zn1B 0.0215(3) 0.0197(2) 0.0435(3) 0.0005(2) 0.0123(2) -0.0012(2) Cl2B 0.0213(5) 0.0211(5) 0.0399(6) -0.0010(4) 0.0117(5) 0.0004(4) Cl3B 0.0293(6) 0.0299(6) 0.0548(7) -0.0007(5) 0.0123(5) -0.0095(5) N4B 0.027(2) 0.0202(18) 0.037(2) -0.0022(15) 0.0106(17) -0.0022(15) N5B 0.024(2) 0.0188(17) 0.041(2) -0.0040(15) 0.0146(16) -0.0019(15) C6B 0.028(3) 0.028(2) 0.030(2) 0.0010(18) 0.0139(19) 0.0094(19) C7B 0.046(3) 0.024(2) 0.044(3) -0.003(2) 0.019(2) 0.006(2) C8B 0.045(3) 0.020(2) 0.041(3) -0.0037(19) 0.018(2) -0.005(2) C9B 0.029(3) 0.043(3) 0.034(3) 0.002(2) 0.015(2) 0.011(2) S10B 0.0392(13) 0.0360(10) 0.0572(12) 0.0041(7) 0.0263(10) 0.0133(9) C11B 0.037(4) 0.041(5) 0.060(5) 0.010(4) 0.026(3) 0.006(4) C12B 0.022(4) 0.042(4) 0.046(4) 0.000(3) 0.014(3) -0.002(3) C13B 0.013(5) 0.055(6) 0.063(6) 0.001(4) 0.021(4) -0.011(3) N14B 0.0195(19) 0.0234(18) 0.037(2) 0.0035(15) 0.0081(16) -0.0009(15) N15B 0.0154(18) 0.0234(18) 0.041(2) 0.0040(15) 0.0084(16) -0.0007(14) C16B 0.023(2) 0.027(2) 0.026(2) 0.0029(17) 0.0098(18) 0.0040(18) C17B 0.021(2) 0.035(3) 0.039(3) -0.0009(19) 0.013(2) 0.0015(19) C18B 0.020(2) 0.034(3) 0.044(3) 0.000(2) 0.013(2) -0.0009(19) C19B 0.025(2) 0.021(2) 0.030(2) 0.0015(17) 0.0121(19) 0.0044(17) S20B 0.0360(7) 0.0282(6) 0.0626(8) -0.0008(6) 0.0201(6) 0.0067(5) C21B 0.050(3) 0.023(2) 0.061(3) 0.001(2) 0.028(3) -0.001(2) C22B 0.041(3) 0.031(3) 0.064(3) -0.001(2) 0.026(3) -0.010(2) C23B 0.032(3) 0.028(2) 0.055(3) 0.005(2) 0.022(2) 0.003(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 Zn1A N4A 2.029(3) . ? Zn1A N14A 2.038(3) . ? Zn1A Cl3A 2.2322(11) . ? Zn1A Cl2A 2.3506(11) . ? N4A C8A 1.348(5) . ? N4A N5A 1.375(4) . ? N5A C6A 1.366(5) . ? C6A C7A 1.392(6) . ? C6A C9A 1.458(6) . ? C7A C8A 1.401(6) . ? C9A C13C 1.382(17) . ? C9A C13A 1.385(12) . ? C9A S10C 1.624(10) . ? C9A S10A 1.725(5) . ? S10A C11A 1.739(7) . ? C11A C12A 1.371(9) . ? C12A C13A 1.477(16) . ? S10C C11C 1.699(18) . ? C11C C12C 1.395(13) . ? C12C C13C 1.30(4) . ? N14A C18A 1.349(5) . ? N14A N15A 1.365(4) . ? N15A C16A 1.367(5) . ? C16A C17A 1.387(6) . ? C16A C19A 1.478(5) . ? C17A C18A 1.407(5) . ? C19A C23A 1.376(6) . ? C19A S20A 1.742(4) . ? S20A C21A 1.727(5) . ? C21A C22A 1.357(6) . ? C22A C23A 1.425(5) . ? Zn1B N4B 2.021(4) . ? Zn1B N14B 2.026(3) . ? Zn1B Cl3B 2.2279(12) . ? Zn1B Cl2B 2.3469(11) . ? N4B C8B 1.347(5) . ? N4B N5B 1.370(4) . ? N5B C6B 1.367(5) . ? C6B C7B 1.397(6) . ? C6B C9B 1.457(6) . ? C7B C8B 1.400(6) . ? C9B C13D 1.365(19) . ? C9B C13B 1.378(11) . ? C9B S10D 1.601(13) . ? C9B S10B 1.718(5) . ? S10B C11B 1.721(7) . ? C11B C12B 1.373(8) . ? C12B C13B 1.510(13) . ? S10D C11D 1.691(19) . ? C11D C12D 1.384(14) . ? C12D C13D 1.45(5) . ? N14B C18B 1.359(5) . ? N14B N15B 1.380(4) . ? N15B C16B 1.374(5) . ? C16B C17B 1.395(6) . ? C16B C19B 1.469(5) . ? C17B C18B 1.408(6) . ? C19B C23B 1.379(6) . ? C19B S20B 1.740(4) . ? S20B C21B 1.720(5) . ? C21B C22B 1.364(7) . ? C22B C23B 1.434(6) . ? 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 N4A Zn1A N14A 126.25(13) . . ? N4A Zn1A Cl3A 107.33(10) . . ? N14A Zn1A Cl3A 105.68(10) . . ? N4A Zn1A Cl2A 99.49(10) . . ? N14A Zn1A Cl2A 101.19(10) . . ? Cl3A Zn1A Cl2A 117.68(4) . . ? C8A N4A N5A 104.9(3) . . ? C8A N4A Zn1A 124.2(3) . . ? N5A N4A Zn1A 125.9(3) . . ? C6A N5A N4A 111.7(3) . . ? N5A C6A C7A 106.4(4) . . ? N5A C6A C9A 121.6(4) . . ? C7A C6A C9A 132.0(4) . . ? C6A C7A C8A 105.8(4) . . ? N4A C8A C7A 111.2(4) . . ? C13C C9A C13A 112.1(18) . . ? C13C C9A C6A 121.2(16) . . ? C13A C9A C6A 126.4(7) . . ? C13C C9A S10C 110.1(17) . . ? C6A C9A S10C 128.6(6) . . ? C13A C9A S10A 110.1(7) . . ? C6A C9A S10A 123.5(3) . . ? S10C C9A S10A 107.5(5) . . ? C9A S10A C11A 93.0(3) . . ? C12A C11A S10A 112.8(5) . . ? C11A C12A C13A 109.9(8) . . ? C9A C13A C12A 114.2(12) . . ? C9A S10C C11C 93.0(11) . . ? C12C C11C S10C 109.5(19) . . ? C13C C12C C11C 111(2) . . ? C12C C13C C9A 116(3) . . ? C18A N14A N15A 105.2(3) . . ? C18A N14A Zn1A 125.1(3) . . ? N15A N14A Zn1A 128.5(3) . . ? N14A N15A C16A 111.9(3) . . ? N15A C16A C17A 106.3(3) . . ? N15A C16A C19A 120.9(4) . . ? C17A C16A C19A 132.8(4) . . ? C16A C17A C18A 105.9(4) . . ? N14A C18A C17A 110.6(4) . . ? C23A C19A C16A 128.6(4) . . ? C23A C19A S20A 111.2(3) . . ? C16A C19A S20A 120.1(3) . . ? C21A S20A C19A 91.3(2) . . ? C22A C21A S20A 112.1(3) . . ? C21A C22A C23A 113.1(4) . . ? C19A C23A C22A 112.3(4) . . ? N4B Zn1B N14B 120.73(14) . . ? N4B Zn1B Cl3B 107.41(10) . . ? N14B Zn1B Cl3B 107.03(10) . . ? N4B Zn1B Cl2B 102.10(10) . . ? N14B Zn1B Cl2B 105.60(10) . . ? Cl3B Zn1B Cl2B 114.26(4) . . ? C8B N4B N5B 104.8(3) . . ? C8B N4B Zn1B 124.2(3) . . ? N5B N4B Zn1B 128.7(2) . . ? C6B N5B N4B 112.0(3) . . ? N5B C6B C7B 106.1(4) . . ? N5B C6B C9B 121.8(4) . . ? C7B C6B C9B 132.1(4) . . ? C6B C7B C8B 105.6(4) . . ? N4B C8B C7B 111.5(4) . . ? C13D C9B C13B 122(2) . . ? C13D C9B C6B 112(2) . . ? C13B C9B C6B 125.7(6) . . ? C13D C9B S10D 116(2) . . ? C6B C9B S10D 132.1(7) . . ? C13B C9B S10B 111.8(6) . . ? C6B C9B S10B 122.4(4) . . ? S10D C9B S10B 105.5(7) . . ? C9B S10B C11B 93.4(3) . . ? C12B C11B S10B 112.4(5) . . ? C11B C12B C13B 110.8(7) . . ? C9B C13B C12B 111.5(10) . . ? C9B S10D C11D 90.9(14) . . ? C12D C11D S10D 115(3) . . ? C11D C12D C13D 107(3) . . ? C9B C13D C12D 111(3) . . ? C18B N14B N15B 105.1(3) . . ? C18B N14B Zn1B 125.0(3) . . ? N15B N14B Zn1B 129.1(3) . . ? C16B N15B N14B 111.7(3) . . ? N15B C16B C17B 106.3(4) . . ? N15B C16B C19B 121.3(4) . . ? C17B C16B C19B 132.3(4) . . ? C16B C17B C18B 106.2(4) . . ? N14B C18B C17B 110.7(4) . . ? C23B C19B C16B 129.2(4) . . ? C23B C19B S20B 110.9(3) . . ? C16B C19B S20B 119.8(3) . . ? C21B S20B C19B 91.8(2) . . ? C22B C21B S20B 112.3(3) . . ? C21B C22B C23B 112.4(4) . . ? C19B C23B C22B 112.6(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5A H5A Cl2B 0.88 2.34 3.216(3) 170.4 . C7A H7A Cl3B 0.95 2.78 3.662(4) 155.1 2_556 N15A H15A Cl2B 0.88 2.37 3.230(4) 167.1 . N5B H5B Cl2A 0.88 2.38 3.247(3) 169.1 . C7B H7B Cl3A 0.95 2.75 3.684(4) 167.5 2_646 N15B H15B Cl2A 0.88 2.37 3.240(3) 168.2 . _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 27.93 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 0.866 _refine_diff_density_min -0.849 _refine_diff_density_rms 0.108 #=END data_km12 _database_code_depnum_ccdc_archive 'CCDC 744623' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Chloro-tris(5-phenylpyrazole)zinc(II) chloride ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H24 Cl N6 Zn, Cl' _chemical_formula_sum 'C27 H24 Cl2 N6 Zn' _chemical_formula_weight 568.79 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a' 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 17.685(2) _cell_length_b 17.185(2) _cell_length_c 17.758(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5397.0(13) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 124368 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 28.09 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.400 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2336 _exptl_absorpt_coefficient_mu 1.135 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.779 _exptl_absorpt_correction_T_max 0.984 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 124368 _diffrn_reflns_av_R_equivalents 0.0613 _diffrn_reflns_av_sigmaI/netI 0.0250 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 28.09 _reflns_number_total 6562 _reflns_number_gt 4845 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _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. This structure was originally solved in P 21/c with Z = 8, then transformed up to P b c a using the ADSYMM routine in PLATON (Spek, 2003). No disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, and all H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0304P)^2^+2.7267P] 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 6562 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0542 _refine_ls_R_factor_gt 0.0301 _refine_ls_wR_factor_ref 0.0766 _refine_ls_wR_factor_gt 0.0660 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 0.102000(11) 0.874130(12) 0.388953(13) 0.02937(7) Uani 1 1 d . . . Cl2 Cl 0.14248(3) 0.91980(3) 0.49928(3) 0.04268(13) Uani 1 1 d . . . N3 N 0.03771(9) 0.77929(9) 0.40839(9) 0.0317(4) Uani 1 1 d . . . N4 N -0.00826(8) 0.74344(9) 0.35741(9) 0.0300(3) Uani 1 1 d . . . H4 H -0.0093 0.7545 0.3090 0.036 Uiso 1 1 calc R . . C5 C -0.05226(10) 0.68837(10) 0.39077(11) 0.0310(4) Uani 1 1 d . . . C6 C -0.03313(11) 0.68899(11) 0.46681(12) 0.0365(4) Uani 1 1 d . . . H6 H -0.0537 0.6569 0.5053 0.044 Uiso 1 1 calc R . . C7 C 0.02219(11) 0.74601(12) 0.47517(12) 0.0355(4) Uani 1 1 d . . . H7 H 0.0456 0.7595 0.5215 0.043 Uiso 1 1 calc R . . C8 C -0.10722(10) 0.64076(10) 0.34801(12) 0.0317(4) Uani 1 1 d . . . C9 C -0.11002(11) 0.64152(11) 0.26899(13) 0.0370(5) Uani 1 1 d . . . H9 H -0.0767 0.6743 0.2415 0.044 Uiso 1 1 calc R . . C10 C -0.16146(12) 0.59435(13) 0.23053(14) 0.0434(5) Uani 1 1 d . . . H10 H -0.1627 0.5948 0.1771 0.052 Uiso 1 1 calc R . . C11 C -0.21094(12) 0.54674(12) 0.27041(14) 0.0456(6) Uani 1 1 d . . . H11 H -0.2456 0.5144 0.2441 0.055 Uiso 1 1 calc R . . C12 C -0.20971(12) 0.54649(13) 0.34854(15) 0.0478(6) Uani 1 1 d . . . H12 H -0.2438 0.5143 0.3757 0.057 Uiso 1 1 calc R . . C13 C -0.15842(12) 0.59350(12) 0.38729(13) 0.0402(5) Uani 1 1 d . . . H13 H -0.1582 0.5935 0.4408 0.048 Uiso 1 1 calc R . . N14 N 0.03399(8) 0.95592(9) 0.34216(9) 0.0305(3) Uani 1 1 d . . . N15 N 0.00834(8) 0.96017(9) 0.27009(9) 0.0288(3) Uani 1 1 d . . . H15 H 0.0196 0.9263 0.2347 0.035 Uiso 1 1 calc R . . C16 C -0.03687(10) 1.02314(10) 0.25935(11) 0.0302(4) Uani 1 1 d . . . C17 C -0.04035(11) 1.06147(12) 0.32844(12) 0.0376(5) Uani 1 1 d . . . H17 H -0.0675 1.1077 0.3397 0.045 Uiso 1 1 calc R . . C18 C 0.00415(11) 1.01790(12) 0.37750(12) 0.0355(4) Uani 1 1 d . . . H18 H 0.0123 1.0303 0.4290 0.043 Uiso 1 1 calc R . . C19 C -0.07162(10) 1.04126(11) 0.18597(11) 0.0309(4) Uani 1 1 d . . . C20 C -0.05402(12) 1.00017(12) 0.12029(12) 0.0390(5) Uani 1 1 d . . . H20 H -0.0179 0.9593 0.1220 0.047 Uiso 1 1 calc R . . C21 C -0.08907(13) 1.01873(13) 0.05222(13) 0.0458(5) Uani 1 1 d . . . H21 H -0.0768 0.9903 0.0080 0.055 Uiso 1 1 calc R . . C22 C -0.14193(13) 1.07854(14) 0.04874(14) 0.0494(6) Uani 1 1 d . . . H22 H -0.1665 1.0903 0.0026 0.059 Uiso 1 1 calc R . . C23 C -0.15853(12) 1.12089(14) 0.11327(14) 0.0498(6) Uani 1 1 d . . . H23 H -0.1939 1.1624 0.1109 0.060 Uiso 1 1 calc R . . C24 C -0.12371(11) 1.10297(12) 0.18118(13) 0.0405(5) Uani 1 1 d . . . H24 H -0.1352 1.1327 0.2248 0.049 Uiso 1 1 calc R . . N25 N 0.19481(8) 0.85427(9) 0.32562(9) 0.0315(4) Uani 1 1 d . . . N26 N 0.19700(8) 0.83630(9) 0.25080(9) 0.0290(3) Uani 1 1 d . . . H26 H 0.1569 0.8243 0.2238 0.035 Uiso 1 1 calc R . . C27 C 0.26853(10) 0.83913(10) 0.22305(11) 0.0290(4) Uani 1 1 d . . . C28 C 0.31509(10) 0.85902(11) 0.28356(12) 0.0352(5) Uani 1 1 d . . . H28 H 0.3685 0.8650 0.2829 0.042 Uiso 1 1 calc R . . C29 C 0.26713(10) 0.86825(11) 0.34513(12) 0.0354(4) Uani 1 1 d . . . H29 H 0.2833 0.8825 0.3943 0.042 Uiso 1 1 calc R . . C30 C 0.28478(10) 0.82570(10) 0.14253(11) 0.0290(4) Uani 1 1 d . . . C31 C 0.24394(11) 0.77128(11) 0.09991(11) 0.0332(4) Uani 1 1 d . . . H31 H 0.2048 0.7418 0.1230 0.040 Uiso 1 1 calc R . . C32 C 0.26050(11) 0.76025(13) 0.02389(12) 0.0388(5) Uani 1 1 d . . . H32 H 0.2327 0.7232 -0.0046 0.047 Uiso 1 1 calc R . . C33 C 0.31758(12) 0.80338(13) -0.01041(12) 0.0411(5) Uani 1 1 d . . . H33 H 0.3290 0.7955 -0.0621 0.049 Uiso 1 1 calc R . . C34 C 0.35782(12) 0.85801(12) 0.03126(13) 0.0417(5) Uani 1 1 d . . . H34 H 0.3963 0.8879 0.0077 0.050 Uiso 1 1 calc R . . C35 C 0.34193(11) 0.86907(11) 0.10727(12) 0.0355(4) Uani 1 1 d . . . H35 H 0.3699 0.9062 0.1354 0.043 Uiso 1 1 calc R . . Cl36 Cl 0.03450(2) 0.79909(3) 0.19045(3) 0.03175(11) 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 0.02577(10) 0.02914(11) 0.03321(13) -0.00275(9) -0.00132(9) 0.00050(9) Cl2 0.0436(3) 0.0468(3) 0.0376(3) -0.0118(2) -0.0077(2) 0.0052(2) N3 0.0296(8) 0.0301(8) 0.0354(9) -0.0033(7) -0.0005(7) 0.0003(6) N4 0.0284(7) 0.0288(8) 0.0329(9) -0.0011(7) 0.0005(7) 0.0013(6) C5 0.0291(9) 0.0225(9) 0.0412(11) -0.0012(8) 0.0067(8) 0.0040(7) C6 0.0388(10) 0.0303(10) 0.0403(12) 0.0024(9) 0.0045(9) -0.0005(8) C7 0.0379(10) 0.0328(10) 0.0357(11) 0.0010(9) 0.0003(8) 0.0031(8) C8 0.0270(9) 0.0222(9) 0.0458(12) -0.0011(8) 0.0016(8) 0.0050(7) C9 0.0321(10) 0.0305(10) 0.0483(13) -0.0002(9) 0.0008(9) -0.0002(8) C10 0.0413(11) 0.0391(12) 0.0497(14) -0.0033(10) -0.0060(10) 0.0003(9) C11 0.0355(11) 0.0324(11) 0.0691(17) -0.0048(11) -0.0096(11) -0.0008(9) C12 0.0370(11) 0.0350(12) 0.0714(17) 0.0038(11) 0.0042(11) -0.0068(9) C13 0.0382(10) 0.0333(10) 0.0490(13) 0.0010(10) 0.0063(10) -0.0007(9) N14 0.0295(8) 0.0282(8) 0.0338(9) -0.0020(7) -0.0021(7) -0.0002(6) N15 0.0272(7) 0.0262(8) 0.0330(9) -0.0026(7) -0.0021(6) -0.0005(6) C16 0.0242(8) 0.0255(9) 0.0409(11) 0.0017(8) 0.0018(8) -0.0027(7) C17 0.0397(11) 0.0305(10) 0.0426(12) -0.0025(9) 0.0053(9) 0.0066(8) C18 0.0380(10) 0.0342(11) 0.0345(11) -0.0054(9) 0.0013(9) 0.0011(8) C19 0.0247(8) 0.0277(9) 0.0403(11) 0.0061(8) 0.0005(8) -0.0060(7) C20 0.0420(11) 0.0300(10) 0.0450(13) 0.0060(9) -0.0043(9) -0.0004(9) C21 0.0554(13) 0.0418(12) 0.0403(13) 0.0047(10) -0.0070(10) -0.0045(10) C22 0.0441(12) 0.0534(14) 0.0506(15) 0.0161(12) -0.0129(11) -0.0037(11) C23 0.0363(11) 0.0508(14) 0.0622(16) 0.0166(12) -0.0015(11) 0.0091(10) C24 0.0312(10) 0.0413(12) 0.0490(13) 0.0065(10) 0.0022(9) 0.0048(8) N25 0.0251(7) 0.0346(9) 0.0347(9) -0.0024(7) -0.0021(7) -0.0015(6) N26 0.0217(7) 0.0324(8) 0.0328(9) -0.0035(7) -0.0028(6) -0.0016(6) C27 0.0227(8) 0.0224(9) 0.0418(11) -0.0007(8) 0.0010(8) -0.0002(7) C28 0.0213(8) 0.0377(11) 0.0465(12) -0.0011(9) -0.0037(8) -0.0018(8) C29 0.0283(9) 0.0381(11) 0.0397(12) -0.0018(9) -0.0078(8) -0.0008(8) C30 0.0236(8) 0.0239(9) 0.0393(11) 0.0022(8) 0.0009(8) 0.0038(7) C31 0.0286(9) 0.0294(10) 0.0417(12) 0.0007(9) 0.0007(8) -0.0008(7) C32 0.0364(10) 0.0405(12) 0.0396(12) -0.0031(10) -0.0033(9) 0.0034(9) C33 0.0400(11) 0.0476(13) 0.0359(12) 0.0060(10) 0.0026(9) 0.0115(10) C34 0.0340(10) 0.0405(12) 0.0507(13) 0.0126(10) 0.0100(10) 0.0028(9) C35 0.0284(9) 0.0283(10) 0.0499(12) 0.0002(9) 0.0028(9) -0.0012(8) Cl36 0.0269(2) 0.0345(2) 0.0339(3) -0.0055(2) -0.00123(18) -0.00189(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 2.0169(16) . ? Zn1 N25 2.0187(16) . ? Zn1 N14 2.0279(15) . ? Zn1 Cl2 2.2286(6) . ? N3 C7 1.345(3) . ? N3 N4 1.364(2) . ? N4 C5 1.361(2) . ? C5 C6 1.392(3) . ? C5 C8 1.480(3) . ? C6 C7 1.393(3) . ? C8 C13 1.402(3) . ? C8 C9 1.404(3) . ? C9 C10 1.397(3) . ? C10 C11 1.392(3) . ? C11 C12 1.388(3) . ? C12 C13 1.396(3) . ? N14 C18 1.344(2) . ? N14 N15 1.360(2) . ? N15 C16 1.359(2) . ? C16 C17 1.394(3) . ? C16 C19 1.474(3) . ? C17 C18 1.393(3) . ? C19 C20 1.398(3) . ? C19 C24 1.407(3) . ? C20 C21 1.395(3) . ? C21 C22 1.391(3) . ? C22 C23 1.389(3) . ? C23 C24 1.389(3) . ? N25 C29 1.347(2) . ? N25 N26 1.365(2) . ? N26 C27 1.358(2) . ? C27 C28 1.396(3) . ? C27 C30 1.477(3) . ? C28 C29 1.393(3) . ? C30 C35 1.403(3) . ? C30 C31 1.403(3) . ? C31 C32 1.394(3) . ? C32 C33 1.393(3) . ? C33 C34 1.391(3) . ? C34 C35 1.392(3) . ? 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 N25 114.65(6) . . ? N3 Zn1 N14 107.21(6) . . ? N25 Zn1 N14 111.79(7) . . ? N3 Zn1 Cl2 108.37(5) . . ? N25 Zn1 Cl2 106.75(5) . . ? N14 Zn1 Cl2 107.85(5) . . ? C7 N3 N4 105.75(15) . . ? C7 N3 Zn1 127.57(14) . . ? N4 N3 Zn1 125.97(13) . . ? C5 N4 N3 111.47(16) . . ? N4 C5 C6 106.13(17) . . ? N4 C5 C8 122.46(18) . . ? C6 C5 C8 131.41(18) . . ? C5 C6 C7 106.23(18) . . ? N3 C7 C6 110.41(18) . . ? C13 C8 C9 118.67(19) . . ? C13 C8 C5 119.28(19) . . ? C9 C8 C5 122.05(17) . . ? C10 C9 C8 120.4(2) . . ? C11 C10 C9 120.1(2) . . ? C12 C11 C10 120.0(2) . . ? C11 C12 C13 120.1(2) . . ? C12 C13 C8 120.6(2) . . ? C18 N14 N15 105.42(15) . . ? C18 N14 Zn1 126.22(14) . . ? N15 N14 Zn1 128.37(12) . . ? C16 N15 N14 111.79(15) . . ? N15 C16 C17 106.19(17) . . ? N15 C16 C19 122.51(17) . . ? C17 C16 C19 131.30(17) . . ? C18 C17 C16 105.76(17) . . ? N14 C18 C17 110.85(18) . . ? C20 C19 C24 118.40(19) . . ? C20 C19 C16 122.55(17) . . ? C24 C19 C16 119.04(18) . . ? C21 C20 C19 120.5(2) . . ? C22 C21 C20 120.4(2) . . ? C23 C22 C21 119.5(2) . . ? C22 C23 C24 120.4(2) . . ? C23 C24 C19 120.7(2) . . ? C29 N25 N26 105.30(15) . . ? C29 N25 Zn1 126.77(14) . . ? N26 N25 Zn1 127.14(11) . . ? C27 N26 N25 111.81(15) . . ? N26 C27 C28 106.19(17) . . ? N26 C27 C30 121.80(16) . . ? C28 C27 C30 131.97(16) . . ? C29 C28 C27 105.84(16) . . ? N25 C29 C28 110.85(18) . . ? C35 C30 C31 118.95(18) . . ? C35 C30 C27 119.30(17) . . ? C31 C30 C27 121.75(17) . . ? C32 C31 C30 120.31(18) . . ? C33 C32 C31 120.2(2) . . ? C34 C33 C32 119.8(2) . . ? C33 C34 C35 120.32(19) . . ? C34 C35 C30 120.38(19) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4 Cl36 0.88 2.37 3.2058(18) 158.4 . N15 H15 Cl36 0.88 2.34 3.1428(16) 152.2 . N26 H26 Cl36 0.88 2.29 3.1332(15) 161.5 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.09 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.825 _refine_diff_density_min -0.238 _refine_diff_density_rms 0.054 #=END data_jd11 _database_code_depnum_ccdc_archive 'CCDC 744624' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Chloro-tris(5-cyclohexylpyrazole)zinc(II) nitrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H42 Cl N6 Zn, N O3' _chemical_formula_sum 'C27 H42 Cl N7 O3 Zn' _chemical_formula_weight 613.50 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 Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.9059(9) _cell_length_b 12.3024(9) _cell_length_c 12.4108(9) _cell_angle_alpha 66.546(3) _cell_angle_beta 74.875(4) _cell_angle_gamma 71.417(4) _cell_volume 1561.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 55714 _cell_measurement_theta_min 1.81 _cell_measurement_theta_max 28.75 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.305 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 0.910 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.779 _exptl_absorpt_correction_T_max 0.995 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 55714 _diffrn_reflns_av_R_equivalents 0.0391 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 28.75 _reflns_number_total 7719 _reflns_number_gt 6077 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _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. Two of the three cyclohexyl substituents in the complex are disordered, both over two sites, labelled 'A' and 'B': C19--C24 (refined A:B occupancies 0.61:0.39) and C30--C35 (0.50:0.50). All disordered C---C bonds were restrained to 1.52(2)\%A, and non-bonded 1,3-C...C contacts within each partial residue to 2.48(2)%A. All crystallographically ordered non-H atoms were refined anisotropically, while all H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0381P)^2^+1.5670P] 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 7719 _refine_ls_number_parameters 341 _refine_ls_number_restraints 60 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.1078 _refine_ls_wR_factor_gt 0.0973 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.061 _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 0.25587(2) 0.14658(3) 0.31616(2) 0.03270(9) Uani 1 1 d . . . Cl2 Cl 0.10536(6) 0.21011(7) 0.44704(6) 0.04724(17) Uani 1 1 d . . . N3 N 0.25420(16) -0.02348(18) 0.33412(16) 0.0320(4) Uani 1 1 d . . . N4 N 0.33002(17) -0.09442(18) 0.27059(16) 0.0331(4) Uani 1 1 d . . . H4 H 0.3971 -0.0784 0.2247 0.040 Uiso 1 1 calc R . . C5 C 0.2902(2) -0.1921(2) 0.2863(2) 0.0348(5) Uani 1 1 d . . . C6 C 0.1827(2) -0.1857(2) 0.3664(2) 0.0393(6) Uani 1 1 d . . . H6 H 0.1326 -0.2413 0.3963 0.047 Uiso 1 1 calc R . . C7 C 0.1644(2) -0.0807(2) 0.3928(2) 0.0354(5) Uani 1 1 d . . . H7 H 0.0978 -0.0529 0.4451 0.043 Uiso 1 1 calc R . . C8 C 0.3562(3) -0.2807(2) 0.2210(2) 0.0454(6) Uani 1 1 d . . . H8 H 0.4212 -0.2460 0.1602 0.054 Uiso 1 1 calc R . . C9 C 0.4160(3) -0.4069(3) 0.3060(3) 0.0651(9) Uani 1 1 d . . . H9A H 0.3541 -0.4410 0.3705 0.078 Uiso 1 1 calc R . . H9B H 0.4748 -0.3967 0.3427 0.078 Uiso 1 1 calc R . . C10 C 0.4804(4) -0.4964(3) 0.2365(4) 0.0884(14) Uani 1 1 d . . . H10A H 0.5478 -0.4662 0.1779 0.106 Uiso 1 1 calc R . . H10B H 0.5140 -0.5775 0.2926 0.106 Uiso 1 1 calc R . . C11 C 0.3951(5) -0.5093(3) 0.1716(4) 0.0906(14) Uani 1 1 d . . . H11A H 0.3319 -0.5469 0.2305 0.109 Uiso 1 1 calc R . . H11B H 0.4400 -0.5639 0.1256 0.109 Uiso 1 1 calc R . . C12 C 0.3368(4) -0.3847(3) 0.0873(3) 0.0778(11) Uani 1 1 d . . . H12A H 0.2790 -0.3949 0.0496 0.093 Uiso 1 1 calc R . . H12B H 0.3993 -0.3508 0.0237 0.093 Uiso 1 1 calc R . . C13 C 0.2713(3) -0.2949(3) 0.1549(3) 0.0572(8) Uani 1 1 d . . . H13A H 0.2036 -0.3249 0.2130 0.069 Uiso 1 1 calc R . . H13B H 0.2380 -0.2142 0.0980 0.069 Uiso 1 1 calc R . . N14 N 0.40647(17) 0.15485(18) 0.35614(16) 0.0324(4) Uani 1 1 d . A . N15 N 0.52118(17) 0.12926(19) 0.29843(17) 0.0337(4) Uani 1 1 d . A . H15 H 0.5398 0.1134 0.2319 0.040 Uiso 1 1 calc R . . C16 C 0.6032(2) 0.1311(2) 0.3561(2) 0.0362(5) Uani 1 1 d D . . C17 C 0.5377(2) 0.1600(2) 0.4559(2) 0.0419(6) Uani 1 1 d . A . H17 H 0.5686 0.1689 0.5144 0.050 Uiso 1 1 calc R . . C18 C 0.4171(2) 0.1735(2) 0.4527(2) 0.0386(5) Uani 1 1 d . . . H18 H 0.3519 0.1931 0.5104 0.046 Uiso 1 1 calc R A . C19A C 0.7436(4) 0.0945(4) 0.3055(4) 0.0302(10) Uiso 0.61 1 d PD A 1 H19A H 0.7848 0.0375 0.3752 0.036 Uiso 0.61 1 calc PR A 1 C20A C 0.7922(4) 0.2112(4) 0.2552(4) 0.0420(10) Uiso 0.61 1 d PD A 1 H20A H 0.7515 0.2714 0.1873 0.050 Uiso 0.61 1 calc PR A 1 H20B H 0.7738 0.2483 0.3173 0.050 Uiso 0.61 1 calc PR A 1 C21A C 0.9294(4) 0.1813(4) 0.2135(5) 0.0428(10) Uiso 0.61 1 d PD A 1 H21A H 0.9564 0.2582 0.1749 0.051 Uiso 0.61 1 calc PR A 1 H21B H 0.9708 0.1311 0.2835 0.051 Uiso 0.61 1 calc PR A 1 C22A C 0.9636(4) 0.1132(5) 0.1272(4) 0.0476(11) Uiso 0.61 1 d PD A 1 H22A H 1.0521 0.0894 0.1082 0.057 Uiso 0.61 1 calc PR A 1 H22B H 0.9320 0.1680 0.0524 0.057 Uiso 0.61 1 calc PR A 1 C23A C 0.9147(4) -0.0019(5) 0.1775(4) 0.0457(11) Uiso 0.61 1 d PD A 1 H23A H 0.9536 -0.0613 0.2468 0.055 Uiso 0.61 1 calc PR A 1 H23B H 0.9341 -0.0404 0.1163 0.055 Uiso 0.61 1 calc PR A 1 C24A C 0.7772(4) 0.0303(5) 0.2160(4) 0.0368(10) Uiso 0.61 1 d PD A 1 H24A H 0.7379 0.0838 0.1453 0.044 Uiso 0.61 1 calc PR A 1 H24B H 0.7482 -0.0454 0.2513 0.044 Uiso 0.61 1 calc PR A 1 C19B C 0.7277(5) 0.1215(6) 0.3197(5) 0.0248(14) Uiso 0.39 1 d PD A 2 H19B H 0.7695 0.0567 0.3861 0.030 Uiso 0.39 1 calc PR A 2 C20B C 0.7697(5) 0.2370(6) 0.2879(6) 0.0332(13) Uiso 0.39 1 d PD A 2 H20C H 0.7470 0.2639 0.3577 0.040 Uiso 0.39 1 calc PR A 2 H20D H 0.7293 0.3030 0.2225 0.040 Uiso 0.39 1 calc PR A 2 C21B C 0.9066(6) 0.2146(6) 0.2494(6) 0.0392(14) Uiso 0.39 1 d PD A 2 H21C H 0.9309 0.2916 0.2268 0.047 Uiso 0.39 1 calc PR A 2 H21D H 0.9470 0.1535 0.3171 0.047 Uiso 0.39 1 calc PR A 2 C22B C 0.9462(6) 0.1695(6) 0.1460(6) 0.0385(14) Uiso 0.39 1 d PD A 2 H22C H 1.0347 0.1514 0.1267 0.046 Uiso 0.39 1 calc PR A 2 H22D H 0.9131 0.2344 0.0756 0.046 Uiso 0.39 1 calc PR A 2 C23B C 0.9043(6) 0.0538(7) 0.1731(6) 0.0444(16) Uiso 0.39 1 d PD A 2 H23C H 0.9445 -0.0141 0.2376 0.053 Uiso 0.39 1 calc PR A 2 H23D H 0.9273 0.0299 0.1016 0.053 Uiso 0.39 1 calc PR A 2 C24B C 0.7670(5) 0.0766(7) 0.2110(6) 0.0337(15) Uiso 0.39 1 d PD A 2 H24C H 0.7423 0.0001 0.2325 0.040 Uiso 0.39 1 calc PR A 2 H24D H 0.7268 0.1388 0.1437 0.040 Uiso 0.39 1 calc PR A 2 N25 N 0.2298(2) 0.26217(19) 0.14874(18) 0.0398(5) Uani 1 1 d . B . N26 N 0.24260(19) 0.24034(18) 0.04571(17) 0.0358(4) Uani 1 1 d . B . H26 H 0.2756 0.1685 0.0377 0.043 Uiso 1 1 calc R . . C27 C 0.1983(3) 0.3428(2) -0.0426(2) 0.0542(8) Uani 1 1 d D . . C28 C 0.1548(5) 0.4351(3) 0.0064(3) 0.0838(14) Uani 1 1 d . B . H28 H 0.1187 0.5184 -0.0327 0.101 Uiso 1 1 calc R . . C29 C 0.1748(4) 0.3810(3) 0.1242(3) 0.0663(10) Uani 1 1 d . . . H29 H 0.1526 0.4227 0.1795 0.080 Uiso 1 1 calc R B . C30A C 0.2159(5) 0.3488(4) -0.1729(4) 0.0299(11) Uiso 0.50 1 d PD B 1 H30A H 0.2995 0.3050 -0.1967 0.036 Uiso 0.50 1 calc PR B 1 C31A C 0.1239(4) 0.2805(4) -0.1705(4) 0.0357(10) Uiso 0.50 1 d PD B 1 H31A H 0.1457 0.1943 -0.1180 0.043 Uiso 0.50 1 calc PR B 1 H31B H 0.0428 0.3186 -0.1373 0.043 Uiso 0.50 1 calc PR B 1 C32A C 0.1223(6) 0.2853(5) -0.2955(5) 0.0558(15) Uiso 0.50 1 d PD B 1 H32A H 0.2005 0.2378 -0.3242 0.067 Uiso 0.50 1 calc PR B 1 H32B H 0.0593 0.2468 -0.2917 0.067 Uiso 0.50 1 calc PR B 1 C33A C 0.0985(7) 0.4164(6) -0.3835(7) 0.0629(17) Uiso 0.50 1 d PD B 1 H33A H 0.0160 0.4610 -0.3607 0.076 Uiso 0.50 1 calc PR B 1 H33B H 0.1045 0.4151 -0.4640 0.076 Uiso 0.50 1 calc PR B 1 C34A C 0.1892(7) 0.4838(6) -0.3855(6) 0.0649(17) Uiso 0.50 1 d PD B 1 H34A H 0.2708 0.4446 -0.4167 0.078 Uiso 0.50 1 calc PR B 1 H34B H 0.1686 0.5698 -0.4390 0.078 Uiso 0.50 1 calc PR B 1 C35A C 0.1872(5) 0.4802(5) -0.2609(5) 0.0472(13) Uiso 0.50 1 d PD B 1 H35A H 0.1069 0.5244 -0.2324 0.057 Uiso 0.50 1 calc PR B 1 H35B H 0.2465 0.5226 -0.2638 0.057 Uiso 0.50 1 calc PR B 1 C30B C 0.1802(5) 0.3327(5) -0.1565(4) 0.0340(12) Uiso 0.50 1 d PD B 2 H30B H 0.2028 0.2445 -0.1483 0.041 Uiso 0.50 1 calc PR B 2 C31B C 0.0571(5) 0.3916(5) -0.1963(5) 0.0478(13) Uiso 0.50 1 d PD B 2 H31C H 0.0326 0.4784 -0.2023 0.057 Uiso 0.50 1 calc PR B 2 H31D H -0.0029 0.3496 -0.1367 0.057 Uiso 0.50 1 calc PR B 2 C32B C 0.0613(5) 0.3828(6) -0.3210(5) 0.0530(14) Uiso 0.50 1 d PD B 2 H32C H 0.0811 0.2962 -0.3148 0.064 Uiso 0.50 1 calc PR B 2 H32D H -0.0175 0.4241 -0.3484 0.064 Uiso 0.50 1 calc PR B 2 C33B C 0.1570(5) 0.4446(5) -0.4076(4) 0.0397(11) Uiso 0.50 1 d PD B 2 H33C H 0.1347 0.5315 -0.4145 0.048 Uiso 0.50 1 calc PR B 2 H33D H 0.1610 0.4415 -0.4870 0.048 Uiso 0.50 1 calc PR B 2 C34B C 0.2821(6) 0.3831(6) -0.3678(6) 0.0614(16) Uiso 0.50 1 d PD B 2 H34C H 0.3053 0.2960 -0.3602 0.074 Uiso 0.50 1 calc PR B 2 H34D H 0.3430 0.4237 -0.4276 0.074 Uiso 0.50 1 calc PR B 2 C35B C 0.2761(5) 0.3945(5) -0.2470(5) 0.0476(13) Uiso 0.50 1 d PD B 2 H35C H 0.3550 0.3548 -0.2194 0.057 Uiso 0.50 1 calc PR B 2 H35D H 0.2558 0.4817 -0.2553 0.057 Uiso 0.50 1 calc PR B 2 N36 N 0.58766(17) -0.0005(2) 0.07631(17) 0.0373(5) Uani 1 1 d . . . O37 O 0.57055(17) -0.09727(19) 0.15860(18) 0.0587(6) Uani 1 1 d . . . O38 O 0.52343(16) 0.10202(18) 0.08324(16) 0.0472(5) Uani 1 1 d . . . O39 O 0.66815(16) -0.00487(17) -0.01136(15) 0.0432(4) 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 0.02919(14) 0.04179(16) 0.02770(14) -0.00973(11) -0.00640(10) -0.01065(11) Cl2 0.0379(3) 0.0646(4) 0.0422(3) -0.0262(3) -0.0002(3) -0.0109(3) N3 0.0262(9) 0.0398(11) 0.0257(9) -0.0086(8) -0.0022(7) -0.0076(8) N4 0.0265(9) 0.0383(11) 0.0254(9) -0.0058(8) 0.0031(7) -0.0084(8) C5 0.0343(12) 0.0329(12) 0.0268(11) -0.0022(9) -0.0019(9) -0.0073(10) C6 0.0309(12) 0.0387(13) 0.0394(13) -0.0056(11) 0.0016(10) -0.0123(10) C7 0.0238(11) 0.0432(13) 0.0315(11) -0.0093(10) 0.0014(9) -0.0071(9) C8 0.0521(16) 0.0335(13) 0.0351(13) -0.0062(10) 0.0071(11) -0.0086(11) C9 0.066(2) 0.0437(17) 0.0524(18) -0.0042(14) 0.0014(15) 0.0059(14) C10 0.091(3) 0.0412(18) 0.086(3) -0.0117(18) 0.012(2) 0.0110(18) C11 0.122(4) 0.046(2) 0.090(3) -0.029(2) 0.011(3) -0.017(2) C12 0.121(3) 0.0509(19) 0.062(2) -0.0252(17) 0.003(2) -0.028(2) C13 0.081(2) 0.0413(16) 0.0455(16) -0.0122(13) -0.0051(15) -0.0173(15) N14 0.0316(10) 0.0407(11) 0.0262(9) -0.0094(8) -0.0066(8) -0.0113(8) N15 0.0292(10) 0.0467(12) 0.0258(9) -0.0084(8) -0.0061(7) -0.0139(8) C16 0.0371(12) 0.0377(13) 0.0325(12) 0.0015(10) -0.0163(10) -0.0161(10) C17 0.0503(15) 0.0444(14) 0.0376(13) -0.0100(11) -0.0202(11) -0.0145(12) C18 0.0453(14) 0.0423(14) 0.0326(12) -0.0135(10) -0.0115(10) -0.0110(11) N25 0.0533(13) 0.0375(11) 0.0347(11) -0.0079(9) -0.0188(9) -0.0150(10) N26 0.0454(12) 0.0301(10) 0.0333(10) -0.0079(8) -0.0146(9) -0.0082(9) C27 0.090(2) 0.0296(13) 0.0415(15) -0.0071(11) -0.0331(15) -0.0012(14) C28 0.173(4) 0.0257(14) 0.0528(19) -0.0089(13) -0.052(2) -0.0027(19) C29 0.128(3) 0.0360(15) 0.0492(17) -0.0142(13) -0.0386(19) -0.0197(17) N36 0.0269(10) 0.0500(13) 0.0289(10) -0.0082(9) -0.0068(8) -0.0062(9) O37 0.0338(10) 0.0566(12) 0.0526(12) 0.0076(10) 0.0040(8) -0.0106(9) O38 0.0413(10) 0.0561(12) 0.0397(10) -0.0213(9) -0.0144(8) 0.0070(9) O39 0.0433(10) 0.0457(10) 0.0311(9) -0.0108(8) 0.0056(7) -0.0105(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 Zn1 N3 2.020(2) . ? Zn1 N14 2.0229(19) . ? Zn1 N25 2.034(2) . ? Zn1 Cl2 2.2493(7) . ? N3 C7 1.354(3) . ? N3 N4 1.368(3) . ? N4 C5 1.355(3) . ? C5 C6 1.403(3) . ? C5 C8 1.512(4) . ? C6 C7 1.394(4) . ? C8 C13 1.544(4) . ? C8 C9 1.553(4) . ? C9 C10 1.556(5) . ? C10 C11 1.528(7) . ? C11 C12 1.533(6) . ? C12 C13 1.543(4) . ? N14 C18 1.349(3) . ? N14 N15 1.368(3) . ? N15 C16 1.363(3) . ? C16 C17 1.392(4) . ? C16 C19B 1.413(6) . ? C16 C19A 1.609(5) . ? C17 C18 1.401(4) . ? C19A C24A 1.511(6) . ? C19A C20A 1.553(6) . ? C20A C21A 1.549(6) . ? C21A C22A 1.512(6) . ? C22A C23A 1.538(6) . ? C23A C24A 1.546(6) . ? C19B C20B 1.527(8) . ? C19B C24B 1.562(8) . ? C20B C21B 1.541(8) . ? C21B C22B 1.503(8) . ? C22B C23B 1.539(9) . ? C23B C24B 1.544(8) . ? N25 C29 1.341(4) . ? N25 N26 1.370(3) . ? N26 C27 1.359(3) . ? C27 C28 1.393(4) . ? C27 C30B 1.540(5) . ? C27 C30A 1.550(5) . ? C28 C29 1.395(4) . ? C30A C35A 1.536(7) . ? C30A C31A 1.566(7) . ? C31A C32A 1.534(7) . ? C32A C33A 1.531(8) . ? C33A C34A 1.548(9) . ? C34A C35A 1.524(8) . ? C30B C31B 1.527(7) . ? C30B C35B 1.532(7) . ? C31B C32B 1.581(8) . ? C32B C33B 1.515(7) . ? C33B C34B 1.551(8) . ? C34B C35B 1.542(8) . ? N36 O39 1.255(3) . ? N36 O37 1.257(3) . ? N36 O38 1.273(3) . ? 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 N14 113.61(8) . . ? N3 Zn1 N25 109.70(8) . . ? N14 Zn1 N25 110.72(8) . . ? N3 Zn1 Cl2 108.52(6) . . ? N14 Zn1 Cl2 105.17(6) . . ? N25 Zn1 Cl2 108.92(7) . . ? C7 N3 N4 104.72(19) . . ? C7 N3 Zn1 126.79(16) . . ? N4 N3 Zn1 127.21(14) . . ? C5 N4 N3 112.40(18) . . ? N4 C5 C6 106.1(2) . . ? N4 C5 C8 122.1(2) . . ? C6 C5 C8 131.8(2) . . ? C7 C6 C5 105.7(2) . . ? N3 C7 C6 111.1(2) . . ? C5 C8 C13 110.7(2) . . ? C5 C8 C9 111.7(2) . . ? C13 C8 C9 110.8(3) . . ? C8 C9 C10 110.2(3) . . ? C11 C10 C9 111.8(3) . . ? C10 C11 C12 111.0(3) . . ? C11 C12 C13 110.9(3) . . ? C12 C13 C8 111.6(3) . . ? C18 N14 N15 105.15(19) . . ? C18 N14 Zn1 127.21(17) . . ? N15 N14 Zn1 127.27(14) . . ? C16 N15 N14 112.12(19) . . ? N15 C16 C17 105.9(2) . . ? N15 C16 C19B 129.3(3) . . ? C17 C16 C19B 124.4(3) . . ? N15 C16 C19A 119.0(3) . . ? C17 C16 C19A 135.0(2) . . ? C16 C17 C18 106.2(2) . . ? N14 C18 C17 110.6(2) . . ? C24A C19A C20A 111.0(4) . . ? C24A C19A C16 116.7(3) . . ? C20A C19A C16 108.2(3) . . ? C21A C20A C19A 111.2(4) . . ? C22A C21A C20A 111.5(4) . . ? C21A C22A C23A 112.1(4) . . ? C22A C23A C24A 110.8(4) . . ? C19A C24A C23A 111.0(4) . . ? C16 C19B C20B 116.3(5) . . ? C16 C19B C24B 107.8(5) . . ? C20B C19B C24B 109.5(5) . . ? C19B C20B C21B 111.1(5) . . ? C22B C21B C20B 111.4(5) . . ? C21B C22B C23B 111.8(5) . . ? C22B C23B C24B 110.6(6) . . ? C23B C24B C19B 110.5(5) . . ? C29 N25 N26 105.2(2) . . ? C29 N25 Zn1 122.64(19) . . ? N26 N25 Zn1 131.40(16) . . ? C27 N26 N25 112.0(2) . . ? N26 C27 C28 105.7(2) . . ? N26 C27 C30B 119.9(3) . . ? C28 C27 C30B 132.8(3) . . ? N26 C27 C30A 123.0(3) . . ? C28 C27 C30A 130.6(3) . . ? C27 C28 C29 106.4(3) . . ? N25 C29 C28 110.7(3) . . ? C35A C30A C27 112.9(4) . . ? C35A C30A C31A 109.3(4) . . ? C27 C30A C31A 103.9(4) . . ? C32A C31A C30A 111.3(4) . . ? C33A C32A C31A 111.9(5) . . ? C32A C33A C34A 111.2(5) . . ? C35A C34A C33A 110.4(5) . . ? C34A C35A C30A 112.0(5) . . ? C31B C30B C35B 111.3(4) . . ? C31B C30B C27 118.4(4) . . ? C35B C30B C27 100.2(4) . . ? C30B C31B C32B 110.3(4) . . ? C33B C32B C31B 107.3(5) . . ? C32B C33B C34B 112.0(5) . . ? C35B C34B C33B 108.6(5) . . ? C30B C35B C34B 109.0(5) . . ? O39 N36 O37 120.3(2) . . ? O39 N36 O38 120.2(2) . . ? O37 N36 O38 119.4(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4 O37 0.88 1.99 2.834(3) 160.7 . N15 H15 O38 0.88 1.97 2.813(3) 160.7 . N26 H26 O39 0.88 2.04 2.913(3) 172.4 2_655 _diffrn_measured_fraction_theta_max 0.953 _diffrn_reflns_theta_full 28.75 _diffrn_measured_fraction_theta_full 0.953 _refine_diff_density_max 0.603 _refine_diff_density_min -0.438 _refine_diff_density_rms 0.060 #=END data_jd10 _database_code_depnum_ccdc_archive 'CCDC 744625' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bromo-tris(5-cyclohexylpyrazole)zinc(II) nitrate hydrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H42 Br N6 Zn, NO3, H2O' _chemical_formula_sum 'C27 H44 Br N7 O4 Zn' _chemical_formula_weight 675.97 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 'P n m a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 11.5875(16) _cell_length_b 15.191(3) _cell_length_c 18.270(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3215.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 110627 _cell_measurement_theta_min 2.08 _cell_measurement_theta_max 29.16 _exptl_crystal_description Fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.396 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 2.048 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.797 _exptl_absorpt_correction_T_max 0.912 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 110627 _diffrn_reflns_av_R_equivalents 0.0540 _diffrn_reflns_av_sigmaI/netI 0.0213 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 29.16 _reflns_number_total 4191 _reflns_number_gt 3438 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _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. The asymmetric unit contains half a molecule, with Zn1, Br2, N14-C19, C22, nitrate ion N23-O26 and water molecule O27 all lying on the crystallographic mirror plane x, 1/4, z. No disorder was detected during refinement. All non-H atoms were refined anisotropically, while H atoms were placed in calculated positions and refined using a riding model. The positions of the H atoms in the half-water molecule O27 could not be refined successfully, so these were also placed in calculated positions and refined with a riding model, assuming a tetrahedral disposition of H atoms and H bonds to O27. This calculation procedure used means that the two O27---H bonds are artifically long, at 0.99 \%A (0.85 \%A would be a more meaningful value). That accounts for the apparent steric clash between H9A and H27A (only 2.3 \%A apart in the model), and means that the metric parameters for the two hydrogen bonds for the two hydrogen bonds donated by O27 should be treated with care. There are three residual Fourier peaks >1.0 e.\%A^-3^ in the final difference map. Two of these lie in the nitrate ion, and may indicate a weak alternative disorder site for that group. The third peak lies 1.2 \%A from Br2. The deepest Fourier hole of -1.2 e.\%A^-3^ is <0.1 \%A from Zn1. ; _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^)+(0.0354P)^2^+4.8357P] 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 4191 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0535 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0928 _refine_ls_wR_factor_gt 0.0764 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _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 0.55863(3) 0.2500 0.469288(19) 0.01807(10) Uani 1 2 d S . . Br2 Br 0.67236(3) 0.2500 0.357698(17) 0.02660(10) Uani 1 2 d S . . N3 N 0.59954(16) 0.13564(12) 0.52154(10) 0.0199(4) Uani 1 1 d . . . N4 N 0.60399(17) 0.11491(13) 0.59536(10) 0.0219(4) Uani 1 1 d . . . H4 H 0.5845 0.1513 0.6307 0.026 Uiso 1 1 calc R . . C5 C 0.64247(19) 0.03096(15) 0.60629(12) 0.0208(4) Uani 1 1 d . . . C6 C 0.6638(2) -0.00481(16) 0.53687(13) 0.0257(5) Uani 1 1 d . . . H6 H 0.6910 -0.0623 0.5260 0.031 Uiso 1 1 calc R . . C7 C 0.6364(2) 0.06216(16) 0.48669(13) 0.0237(5) Uani 1 1 d . . . H7 H 0.6429 0.0566 0.4351 0.028 Uiso 1 1 calc R . . C8 C 0.6535(2) -0.00922(16) 0.68246(13) 0.0245(5) Uani 1 1 d . . . H8 H 0.6963 -0.0661 0.6773 0.029 Uiso 1 1 calc R . . C9 C 0.7236(2) 0.05020(17) 0.73502(14) 0.0316(6) Uani 1 1 d . . . H9A H 0.6873 0.1091 0.7373 0.038 Uiso 1 1 calc R . . H9B H 0.8029 0.0575 0.7157 0.038 Uiso 1 1 calc R . . C10 C 0.7295(3) 0.01054(19) 0.81332(14) 0.0354(6) Uani 1 1 d . . . H10A H 0.7735 -0.0453 0.8119 0.042 Uiso 1 1 calc R . . H10B H 0.7709 0.0518 0.8460 0.042 Uiso 1 1 calc R . . C11 C 0.6081(3) -0.0071(2) 0.84430(15) 0.0418(7) Uani 1 1 d . . . H11A H 0.5658 0.0493 0.8491 0.050 Uiso 1 1 calc R . . H11B H 0.6146 -0.0338 0.8935 0.050 Uiso 1 1 calc R . . C12 C 0.5403(3) -0.0699(2) 0.79308(15) 0.0417(7) Uani 1 1 d . . . H12A H 0.4616 -0.0790 0.8127 0.050 Uiso 1 1 calc R . . H12B H 0.5795 -0.1277 0.7912 0.050 Uiso 1 1 calc R . . C13 C 0.5325(2) -0.03064(19) 0.71453(14) 0.0321(6) Uani 1 1 d . . . H13A H 0.4929 -0.0732 0.6821 0.038 Uiso 1 1 calc R . . H13B H 0.4857 0.0238 0.7159 0.038 Uiso 1 1 calc R . . N14 N 0.3916(2) 0.2500 0.43061(14) 0.0192(5) Uani 1 2 d S . . N15 N 0.2901(2) 0.2500 0.46999(14) 0.0199(5) Uani 1 2 d S . . H15 H 0.2864 0.2500 0.5181 0.024 Uiso 1 2 calc SR . . C16 C 0.1956(3) 0.2500 0.42485(18) 0.0220(6) Uani 1 2 d S . . C17 C 0.2379(3) 0.2500 0.35315(18) 0.0258(7) Uani 1 2 d S . . H17 H 0.1940 0.2500 0.3092 0.031 Uiso 1 2 calc SR . . C18 C 0.3589(3) 0.2500 0.35952(18) 0.0253(7) Uani 1 2 d S . . H18 H 0.4108 0.2500 0.3193 0.030 Uiso 1 2 calc SR . . C19 C 0.0725(3) 0.2500 0.45430(19) 0.0254(7) Uani 1 2 d S . . H19 H 0.0193 0.2500 0.4112 0.031 Uiso 1 2 calc SR . . C20 C 0.0466(2) 0.16532(18) 0.49963(15) 0.0313(6) Uani 1 1 d . . . H20A H 0.0583 0.1128 0.4685 0.038 Uiso 1 1 calc R . . H20B H 0.1009 0.1616 0.5413 0.038 Uiso 1 1 calc R . . C21 C -0.0792(2) 0.1663(2) 0.52878(18) 0.0432(7) Uani 1 1 d . . . H21A H -0.1335 0.1640 0.4870 0.052 Uiso 1 1 calc R . . H21B H -0.0925 0.1135 0.5594 0.052 Uiso 1 1 calc R . . C22 C -0.1033(4) 0.2500 0.5746(2) 0.0469(11) Uani 1 2 d S . . H22A H -0.0535 0.2500 0.6186 0.056 Uiso 1 2 calc SR . . H22B H -0.1847 0.2500 0.5909 0.056 Uiso 1 2 calc SR . . N23 N 0.2979(3) 0.2500 0.66515(15) 0.0247(6) Uani 1 2 d S . . O24 O 0.3699(2) 0.2500 0.6184(2) 0.0537(9) Uani 1 2 d S . . O25 O 0.3407(3) 0.2500 0.73128(15) 0.0406(7) Uani 1 2 d S . . O26 O 0.1923(3) 0.2500 0.65757(17) 0.0453(7) Uani 1 2 d S . . O27 O 0.5730(2) 0.2500 0.70371(14) 0.0323(6) Uani 1 2 d S . . H27A H 0.6229 0.2500 0.7477 0.039 Uiso 1 2 calc SR . . H27B H 0.4910 0.2500 0.7189 0.039 Uiso 1 2 calc SR . . 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 0.02116(19) 0.01786(18) 0.01519(17) 0.000 0.00084(13) 0.000 Br2 0.03293(19) 0.02829(18) 0.01857(16) 0.000 0.00804(13) 0.000 N3 0.0229(9) 0.0208(9) 0.0159(8) 0.0010(7) -0.0001(7) 0.0006(7) N4 0.0305(10) 0.0200(9) 0.0152(9) -0.0004(7) 0.0030(7) 0.0024(8) C5 0.0192(10) 0.0196(10) 0.0237(11) 0.0029(9) -0.0007(8) -0.0009(9) C6 0.0295(12) 0.0196(11) 0.0278(12) -0.0021(9) 0.0031(10) 0.0028(9) C7 0.0271(12) 0.0240(11) 0.0199(10) -0.0040(9) 0.0023(9) 0.0011(9) C8 0.0281(12) 0.0211(11) 0.0241(11) 0.0049(9) -0.0027(9) -0.0001(9) C9 0.0363(14) 0.0296(13) 0.0290(13) 0.0080(10) -0.0111(11) -0.0082(11) C10 0.0443(16) 0.0345(14) 0.0273(13) 0.0068(11) -0.0134(11) -0.0053(12) C11 0.0520(18) 0.0522(18) 0.0213(12) 0.0067(12) -0.0004(12) 0.0036(15) C12 0.0399(16) 0.0518(18) 0.0335(14) 0.0170(13) 0.0013(12) -0.0119(13) C13 0.0304(13) 0.0388(14) 0.0270(12) 0.0073(11) -0.0024(10) -0.0091(11) N14 0.0205(13) 0.0191(13) 0.0178(12) 0.000 -0.0002(10) 0.000 N15 0.0217(13) 0.0219(13) 0.0161(12) 0.000 -0.0007(10) 0.000 C16 0.0253(17) 0.0187(15) 0.0219(15) 0.000 -0.0063(13) 0.000 C17 0.0297(18) 0.0279(17) 0.0198(15) 0.000 -0.0070(13) 0.000 C18 0.0331(18) 0.0233(16) 0.0194(15) 0.000 0.0019(13) 0.000 C19 0.0221(16) 0.0304(18) 0.0239(16) 0.000 -0.0068(13) 0.000 C20 0.0246(12) 0.0322(13) 0.0372(14) 0.0031(11) -0.0043(10) -0.0030(10) C21 0.0242(13) 0.0536(19) 0.0518(18) 0.0113(15) -0.0031(12) -0.0107(13) C22 0.0217(19) 0.076(3) 0.043(2) 0.000 0.0025(17) 0.000 N23 0.0315(16) 0.0258(14) 0.0170(13) 0.000 0.0003(11) 0.000 O24 0.0215(14) 0.066(2) 0.074(2) 0.000 0.0074(15) 0.000 O25 0.0397(16) 0.0565(19) 0.0257(13) 0.000 -0.0033(12) 0.000 O26 0.0355(17) 0.059(2) 0.0411(16) 0.000 -0.0065(13) 0.000 O27 0.0334(14) 0.0338(14) 0.0297(13) 0.000 -0.0002(11) 0.000 _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 2.0381(19) . ? Zn1 N14 2.060(3) . ? Zn1 Br2 2.4276(5) . ? N3 C7 1.354(3) . ? N3 N4 1.386(2) . ? N4 C5 1.366(3) . ? C5 C6 1.402(3) . ? C5 C8 1.525(3) . ? C6 C7 1.406(3) . ? C8 C9 1.548(3) . ? C8 C13 1.554(3) . ? C9 C10 1.554(3) . ? C10 C11 1.540(4) . ? C11 C12 1.550(4) . ? C12 C13 1.557(4) . ? N14 C18 1.353(4) . ? N14 N15 1.379(4) . ? N15 C16 1.370(4) . ? C16 C17 1.399(5) . ? C16 C19 1.524(5) . ? C17 C18 1.407(5) . ? C19 C20 1.559(3) . ? C20 C21 1.552(4) . ? C21 C22 1.547(4) . ? N23 O24 1.194(4) . ? N23 O26 1.231(4) . ? N23 O25 1.306(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 N3 Zn1 N3 116.94(10) 8_565 . ? N3 Zn1 N14 112.28(6) . . ? N3 Zn1 Br2 105.49(5) . . ? N14 Zn1 Br2 102.82(7) . . ? C7 N3 N4 104.98(18) . . ? C7 N3 Zn1 123.76(15) . . ? N4 N3 Zn1 131.16(14) . . ? C5 N4 N3 111.51(18) . . ? N4 C5 C6 106.7(2) . . ? N4 C5 C8 122.3(2) . . ? C6 C5 C8 131.0(2) . . ? C5 C6 C7 105.6(2) . . ? N3 C7 C6 111.2(2) . . ? C5 C8 C9 112.13(19) . . ? C5 C8 C13 110.61(19) . . ? C9 C8 C13 111.2(2) . . ? C8 C9 C10 111.6(2) . . ? C11 C10 C9 111.4(2) . . ? C10 C11 C12 110.4(2) . . ? C11 C12 C13 110.5(2) . . ? C8 C13 C12 112.1(2) . . ? C18 N14 N15 105.2(3) . . ? C18 N14 Zn1 126.3(2) . . ? N15 N14 Zn1 128.5(2) . . ? C16 N15 N14 111.6(3) . . ? N15 C16 C17 106.5(3) . . ? N15 C16 C19 122.3(3) . . ? C17 C16 C19 131.2(3) . . ? C16 C17 C18 105.8(3) . . ? N14 C18 C17 111.0(3) . . ? C16 C19 C20 111.56(18) . . ? C20 C19 C20 111.2(3) 8_565 . ? C21 C20 C19 110.8(2) . . ? C22 C21 C20 111.3(3) . . ? C21 C22 C21 110.5(4) . 8_565 ? O24 N23 O26 127.9(3) . . ? O24 N23 O25 113.3(3) . . ? O26 N23 O25 118.8(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4 O27 0.88 2.01 2.874(3) 166.5 . N15 H15 O24 0.88 2.07 2.865(5) 149.4 . O27 H27A O25 0.99 2.55 3.321(4) 134.3 3_556 O27 H27A O26 0.99 1.91 2.887(4) 169.2 3_556 O27 H27B O24 0.99 2.31 2.822(4) 111.2 . O27 H27B O25 0.99 1.76 2.739(4) 171.2 . _diffrn_measured_fraction_theta_max 0.933 _diffrn_reflns_theta_full 29.16 _diffrn_measured_fraction_theta_full 0.933 _refine_diff_density_max 2.322 _refine_diff_density_min -1.175 _refine_diff_density_rms 0.136 #=END data_jd5 _database_code_depnum_ccdc_archive 'CCDC 744626' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Chloro-tris(5-cyclohexylpyrazole)zinc(II) perchlorate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H42 Cl N6 Zn, Cl O4' _chemical_formula_sum 'C27 H42 Cl2 N6 O4 Zn' _chemical_formula_weight 650.94 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 Monoclinic _symmetry_space_group_name_H-M 'C 2/c' 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 24.414(3) _cell_length_b 16.933(2) _cell_length_c 19.071(4) _cell_angle_alpha 90.00 _cell_angle_beta 126.019(5) _cell_angle_gamma 90.00 _cell_volume 6376.6(18) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 113573 _cell_measurement_theta_min 1.58 _cell_measurement_theta_max 27.56 _exptl_crystal_description Fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2736 _exptl_absorpt_coefficient_mu 0.979 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.698 _exptl_absorpt_correction_T_max 0.887 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 4 kW. The slightly high value of R~int~ probably reflects the small size of the crystal, and the very high multiplicity of the resultant dataset. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 113573 _diffrn_reflns_av_R_equivalents 0.1083 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 27.56 _reflns_number_total 7384 _reflns_number_gt 4934 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _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. No disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, and all H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0226P)^2^+16.9045P] 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 7384 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0852 _refine_ls_R_factor_gt 0.0396 _refine_ls_wR_factor_ref 0.0887 _refine_ls_wR_factor_gt 0.0724 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 0.100274(14) 0.723991(18) 0.25798(2) 0.01980(8) Uani 1 1 d . . . Cl2 Cl 0.11537(3) 0.70981(4) 0.38867(4) 0.02487(16) Uani 1 1 d . . . N3 N 0.05771(10) 0.82999(13) 0.20275(14) 0.0199(5) Uani 1 1 d . . . N4 N -0.00935(10) 0.85312(13) 0.15028(14) 0.0212(5) Uani 1 1 d . . . H4 H -0.0436 0.8213 0.1331 0.025 Uiso 1 1 calc R . . C5 C -0.01634(13) 0.93107(16) 0.12815(16) 0.0211(6) Uani 1 1 d . . . C6 C 0.04937(14) 0.96069(17) 0.16897(18) 0.0282(7) Uani 1 1 d . . . H6 H 0.0618 1.0133 0.1668 0.034 Uiso 1 1 calc R . . C7 C 0.09309(14) 0.89645(17) 0.21384(18) 0.0253(6) Uani 1 1 d . . . H7 H 0.1411 0.8992 0.2475 0.030 Uiso 1 1 calc R . . C8 C -0.08432(14) 0.97169(17) 0.06527(18) 0.0259(6) Uani 1 1 d . . . H8 H -0.0821 1.0250 0.0895 0.031 Uiso 1 1 calc R . . C9 C -0.09685(14) 0.98402(19) -0.02372(19) 0.0319(7) Uani 1 1 d . . . H9A H -0.0588 1.0143 -0.0155 0.038 Uiso 1 1 calc R . . H9B H -0.0988 0.9321 -0.0489 0.038 Uiso 1 1 calc R . . C10 C -0.16394(15) 1.0291(2) -0.0869(2) 0.0425(9) Uani 1 1 d . . . H10A H -0.1606 1.0826 -0.0637 0.051 Uiso 1 1 calc R . . H10B H -0.1714 1.0350 -0.1436 0.051 Uiso 1 1 calc R . . C11 C -0.22473(15) 0.98514(18) -0.0999(2) 0.0354(8) Uani 1 1 d . . . H11A H -0.2664 1.0168 -0.1377 0.042 Uiso 1 1 calc R . . H11B H -0.2312 0.9339 -0.1288 0.042 Uiso 1 1 calc R . . C12 C -0.21306(16) 0.9707(2) -0.0125(2) 0.0464(9) Uani 1 1 d . . . H12A H -0.2510 0.9391 -0.0221 0.056 Uiso 1 1 calc R . . H12B H -0.2125 1.0220 0.0128 0.056 Uiso 1 1 calc R . . C13 C -0.14488(14) 0.9264(2) 0.0527(2) 0.0366(8) Uani 1 1 d . . . H13A H -0.1377 0.9213 0.1093 0.044 Uiso 1 1 calc R . . H13B H -0.1473 0.8727 0.0307 0.044 Uiso 1 1 calc R . . N14 N 0.05851(11) 0.62007(13) 0.19761(14) 0.0222(5) Uani 1 1 d . . . N15 N 0.00690(10) 0.60686(13) 0.11146(13) 0.0196(5) Uani 1 1 d . . . H15 H -0.0100 0.6435 0.0711 0.024 Uiso 1 1 calc R . . C16 C -0.01484(13) 0.53030(15) 0.09622(17) 0.0193(6) Uani 1 1 d . . . C17 C 0.02558(14) 0.49082(17) 0.17668(18) 0.0282(7) Uani 1 1 d . . . H17 H 0.0236 0.4366 0.1878 0.034 Uiso 1 1 calc R . . C18 C 0.06947(14) 0.54891(17) 0.23695(18) 0.0267(6) Uani 1 1 d . . . H18 H 0.1024 0.5396 0.2971 0.032 Uiso 1 1 calc R . . C19 C -0.07474(13) 0.50093(15) 0.00743(17) 0.0198(6) Uani 1 1 d . . . H19 H -0.0581 0.4577 -0.0113 0.024 Uiso 1 1 calc R . . C20 C -0.10566(14) 0.56596(17) -0.06249(18) 0.0280(7) Uani 1 1 d . . . H20A H -0.0709 0.5854 -0.0695 0.034 Uiso 1 1 calc R . . H20B H -0.1200 0.6109 -0.0436 0.034 Uiso 1 1 calc R . . C21 C -0.16758(15) 0.53452(19) -0.15093(19) 0.0350(7) Uani 1 1 d . . . H21A H -0.1875 0.5780 -0.1939 0.042 Uiso 1 1 calc R . . H21B H -0.1526 0.4927 -0.1724 0.042 Uiso 1 1 calc R . . C22 C -0.22179(14) 0.50069(19) -0.1413(2) 0.0346(7) Uani 1 1 d . . . H22A H -0.2395 0.5435 -0.1244 0.041 Uiso 1 1 calc R . . H22B H -0.2600 0.4791 -0.1976 0.041 Uiso 1 1 calc R . . C23 C -0.19110(14) 0.43481(18) -0.07193(19) 0.0311(7) Uani 1 1 d . . . H23A H -0.1770 0.3901 -0.0914 0.037 Uiso 1 1 calc R . . H23B H -0.2260 0.4153 -0.0651 0.037 Uiso 1 1 calc R . . C24 C -0.12923(14) 0.46512(17) 0.01646(19) 0.0269(6) Uani 1 1 d . . . H24A H -0.1091 0.4209 0.0584 0.032 Uiso 1 1 calc R . . H24B H -0.1441 0.5059 0.0391 0.032 Uiso 1 1 calc R . . N25 N 0.19701(10) 0.73647(13) 0.29319(14) 0.0221(5) Uani 1 1 d . . . N26 N 0.21813(11) 0.74195(14) 0.24052(14) 0.0252(5) Uani 1 1 d . . . H26 H 0.1906 0.7428 0.1835 0.030 Uiso 1 1 calc R . . C27 C 0.28746(13) 0.74592(16) 0.28775(19) 0.0249(6) Uani 1 1 d . . . C28 C 0.31190(13) 0.74182(17) 0.37437(19) 0.0267(6) Uani 1 1 d . . . H28 H 0.3580 0.7423 0.4233 0.032 Uiso 1 1 calc R . . C29 C 0.25485(13) 0.73672(16) 0.37521(17) 0.0240(6) Uani 1 1 d . . . H29 H 0.2565 0.7339 0.4262 0.029 Uiso 1 1 calc R . . C30 C 0.32663(15) 0.75430(18) 0.2484(2) 0.0321(7) Uani 1 1 d . . . H30 H 0.3629 0.7944 0.2842 0.039 Uiso 1 1 calc R . . C31 C 0.28394(16) 0.7854(2) 0.1550(2) 0.0380(8) Uani 1 1 d . . . H31A H 0.2639 0.8370 0.1528 0.046 Uiso 1 1 calc R . . H31B H 0.2465 0.7482 0.1171 0.046 Uiso 1 1 calc R . . C32 C 0.32837(19) 0.7953(2) 0.1210(2) 0.0519(10) Uani 1 1 d . . . H32A H 0.2993 0.8123 0.0597 0.062 Uiso 1 1 calc R . . H32B H 0.3627 0.8369 0.1550 0.062 Uiso 1 1 calc R . . C33 C 0.36423(19) 0.7177(3) 0.1285(2) 0.0579(11) Uani 1 1 d . . . H33A H 0.3299 0.6781 0.0888 0.069 Uiso 1 1 calc R . . H33B H 0.3942 0.7271 0.1104 0.069 Uiso 1 1 calc R . . C34 C 0.40593(17) 0.6852(2) 0.2204(2) 0.0482(9) Uani 1 1 d . . . H34A H 0.4444 0.7212 0.2586 0.058 Uiso 1 1 calc R . . H34B H 0.4247 0.6332 0.2210 0.058 Uiso 1 1 calc R . . C35 C 0.36342(15) 0.67579(19) 0.2565(2) 0.0328(7) Uani 1 1 d . . . H35A H 0.3935 0.6599 0.3182 0.039 Uiso 1 1 calc R . . H35B H 0.3294 0.6335 0.2242 0.039 Uiso 1 1 calc R . . Cl36 Cl 0.03248(3) 0.75433(4) -0.00983(4) 0.02552(16) Uani 1 1 d . . . O37 O 0.09829(12) 0.7343(2) 0.06920(17) 0.0779(10) Uani 1 1 d . . . O38 O -0.01781(10) 0.74811(12) 0.00897(14) 0.0357(5) Uani 1 1 d . . . O39 O 0.01641(12) 0.69755(13) -0.07618(15) 0.0454(6) Uani 1 1 d . . . O40 O 0.03190(13) 0.83346(14) -0.03838(19) 0.0583(7) 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 0.01321(14) 0.02335(17) 0.01989(16) -0.00039(14) 0.00809(13) -0.00037(13) Cl2 0.0241(3) 0.0305(4) 0.0221(3) 0.0012(3) 0.0147(3) 0.0026(3) N3 0.0124(10) 0.0248(13) 0.0182(11) 0.0005(9) 0.0067(10) -0.0011(9) N4 0.0143(11) 0.0244(13) 0.0214(12) 0.0011(10) 0.0084(10) -0.0010(9) C5 0.0238(14) 0.0209(15) 0.0155(13) -0.0018(11) 0.0097(12) 0.0009(11) C6 0.0255(15) 0.0226(16) 0.0301(16) 0.0001(12) 0.0128(14) -0.0060(12) C7 0.0189(14) 0.0289(16) 0.0231(15) -0.0002(12) 0.0096(12) -0.0055(11) C8 0.0246(15) 0.0221(15) 0.0268(15) -0.0022(12) 0.0127(13) 0.0030(11) C9 0.0249(15) 0.0381(19) 0.0298(17) 0.0107(14) 0.0144(14) 0.0013(13) C10 0.0266(17) 0.046(2) 0.0384(19) 0.0183(16) 0.0098(15) 0.0016(14) C11 0.0221(15) 0.0297(17) 0.0398(19) 0.0094(14) 0.0101(14) 0.0043(12) C12 0.0278(18) 0.062(2) 0.050(2) 0.0101(18) 0.0238(17) 0.0131(16) C13 0.0230(16) 0.056(2) 0.0337(17) 0.0131(16) 0.0181(14) 0.0092(14) N14 0.0183(11) 0.0259(13) 0.0197(12) -0.0020(10) 0.0096(10) -0.0008(9) N15 0.0164(11) 0.0230(12) 0.0167(11) 0.0011(9) 0.0082(10) 0.0012(9) C16 0.0199(13) 0.0189(14) 0.0237(14) -0.0007(11) 0.0154(12) 0.0008(10) C17 0.0315(16) 0.0216(16) 0.0293(16) 0.0038(12) 0.0167(14) 0.0001(12) C18 0.0240(15) 0.0282(16) 0.0217(15) 0.0037(12) 0.0100(13) 0.0019(12) C19 0.0185(13) 0.0198(14) 0.0231(14) -0.0057(11) 0.0134(12) -0.0019(10) C20 0.0278(16) 0.0265(16) 0.0242(15) -0.0017(12) 0.0121(13) -0.0078(12) C21 0.0354(18) 0.0358(18) 0.0224(16) -0.0005(13) 0.0107(14) -0.0104(14) C22 0.0232(16) 0.0358(19) 0.0317(17) -0.0039(14) 0.0090(14) -0.0042(13) C23 0.0249(15) 0.0325(17) 0.0362(17) -0.0037(14) 0.0181(14) -0.0088(13) C24 0.0231(15) 0.0295(16) 0.0288(16) 0.0007(13) 0.0157(13) -0.0020(12) N25 0.0142(11) 0.0308(14) 0.0202(11) -0.0013(10) 0.0095(10) -0.0009(9) N26 0.0206(12) 0.0363(15) 0.0190(11) 0.0034(10) 0.0118(10) 0.0036(10) C27 0.0194(14) 0.0230(15) 0.0335(16) 0.0050(12) 0.0162(13) 0.0034(11) C28 0.0139(13) 0.0297(17) 0.0282(15) 0.0020(12) 0.0078(12) -0.0011(11) C29 0.0186(13) 0.0293(16) 0.0194(13) -0.0013(12) 0.0085(12) -0.0009(11) C30 0.0288(16) 0.0349(18) 0.0394(18) 0.0054(14) 0.0238(15) 0.0036(13) C31 0.0369(18) 0.040(2) 0.0430(19) 0.0121(16) 0.0266(16) 0.0051(15) C32 0.051(2) 0.070(3) 0.047(2) 0.0189(19) 0.0354(19) -0.0008(19) C33 0.050(2) 0.088(3) 0.054(2) -0.008(2) 0.040(2) -0.005(2) C34 0.039(2) 0.061(2) 0.058(2) -0.0004(19) 0.0361(19) 0.0079(17) C35 0.0278(16) 0.0378(18) 0.0377(18) 0.0033(14) 0.0220(15) 0.0051(13) Cl36 0.0170(3) 0.0294(4) 0.0246(3) -0.0026(3) 0.0092(3) -0.0026(3) O37 0.0204(13) 0.119(3) 0.0492(16) -0.0120(17) -0.0048(12) 0.0160(14) O38 0.0349(12) 0.0399(13) 0.0433(13) 0.0086(10) 0.0291(11) 0.0066(9) O39 0.0635(16) 0.0392(14) 0.0432(14) -0.0090(11) 0.0367(13) -0.0021(11) O40 0.0742(18) 0.0282(14) 0.095(2) 0.0027(13) 0.0625(17) -0.0119(12) _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 N14 2.020(2) . ? Zn1 N3 2.031(2) . ? Zn1 N25 2.051(2) . ? Zn1 Cl2 2.3075(9) . ? N3 C7 1.357(3) . ? N3 N4 1.381(3) . ? N4 C5 1.366(3) . ? C5 C6 1.401(4) . ? C5 C8 1.525(4) . ? C6 C7 1.407(4) . ? C8 C9 1.551(4) . ? C8 C13 1.554(4) . ? C9 C10 1.548(4) . ? C10 C11 1.545(4) . ? C11 C12 1.535(5) . ? C12 C13 1.564(4) . ? N14 C18 1.360(3) . ? N14 N15 1.379(3) . ? N15 C16 1.366(3) . ? C16 C17 1.412(4) . ? C16 C19 1.530(4) . ? C17 C18 1.410(4) . ? C19 C20 1.542(4) . ? C19 C24 1.561(4) . ? C20 C21 1.554(4) . ? C21 C22 1.549(4) . ? C22 C23 1.546(4) . ? C23 C24 1.547(4) . ? N25 C29 1.357(3) . ? N25 N26 1.376(3) . ? N26 C27 1.374(3) . ? C27 C28 1.389(4) . ? C27 C30 1.531(4) . ? C28 C29 1.405(4) . ? C30 C31 1.534(4) . ? C30 C35 1.560(4) . ? C31 C32 1.565(4) . ? C32 C33 1.538(5) . ? C33 C34 1.520(5) . ? C34 C35 1.555(4) . ? Cl36 O40 1.443(2) . ? Cl36 O39 1.448(2) . ? Cl36 O37 1.456(2) . ? Cl36 O38 1.471(2) . ? 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 N14 Zn1 N3 122.78(8) . . ? N14 Zn1 N25 111.98(9) . . ? N3 Zn1 N25 102.60(9) . . ? N14 Zn1 Cl2 103.39(7) . . ? N3 Zn1 Cl2 111.12(6) . . ? N25 Zn1 Cl2 103.61(6) . . ? C7 N3 N4 104.6(2) . . ? C7 N3 Zn1 124.57(17) . . ? N4 N3 Zn1 130.79(16) . . ? C5 N4 N3 112.2(2) . . ? N4 C5 C6 106.3(2) . . ? N4 C5 C8 124.0(2) . . ? C6 C5 C8 129.5(3) . . ? C5 C6 C7 105.8(2) . . ? N3 C7 C6 111.1(2) . . ? C5 C8 C9 110.1(2) . . ? C5 C8 C13 113.3(2) . . ? C9 C8 C13 109.9(2) . . ? C10 C9 C8 110.9(3) . . ? C11 C10 C9 111.3(3) . . ? C12 C11 C10 110.8(3) . . ? C11 C12 C13 111.8(3) . . ? C8 C13 C12 110.9(3) . . ? C18 N14 N15 105.0(2) . . ? C18 N14 Zn1 125.98(18) . . ? N15 N14 Zn1 128.43(17) . . ? C16 N15 N14 112.1(2) . . ? N15 C16 C17 106.4(2) . . ? N15 C16 C19 122.9(2) . . ? C17 C16 C19 130.6(2) . . ? C18 C17 C16 105.4(2) . . ? N14 C18 C17 111.1(2) . . ? C16 C19 C20 112.8(2) . . ? C16 C19 C24 109.0(2) . . ? C20 C19 C24 110.9(2) . . ? C19 C20 C21 111.3(2) . . ? C22 C21 C20 110.6(2) . . ? C23 C22 C21 110.5(2) . . ? C22 C23 C24 111.4(2) . . ? C23 C24 C19 111.0(2) . . ? C29 N25 N26 105.0(2) . . ? C29 N25 Zn1 126.49(18) . . ? N26 N25 Zn1 128.44(16) . . ? C27 N26 N25 111.8(2) . . ? N26 C27 C28 106.2(2) . . ? N26 C27 C30 124.5(3) . . ? C28 C27 C30 129.2(3) . . ? C27 C28 C29 106.3(2) . . ? N25 C29 C28 110.7(2) . . ? C27 C30 C31 114.0(2) . . ? C27 C30 C35 111.2(2) . . ? C31 C30 C35 111.5(3) . . ? C30 C31 C32 110.7(3) . . ? C33 C32 C31 111.5(3) . . ? C34 C33 C32 112.0(3) . . ? C33 C34 C35 112.2(3) . . ? C34 C35 C30 111.3(3) . . ? O40 Cl36 O39 110.44(15) . . ? O40 Cl36 O37 111.50(18) . . ? O39 Cl36 O37 108.50(16) . . ? O40 Cl36 O38 109.51(14) . . ? O39 Cl36 O38 109.23(13) . . ? O37 Cl36 O38 107.58(16) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4 Cl2 0.88 2.44 3.298(2) 165.3 2 N15 H15 O38 0.88 2.08 2.919(3) 159.8 . N26 H26 O37 0.88 2.02 2.830(3) 152.9 . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.801 _refine_diff_density_min -0.424 _refine_diff_density_rms 0.077