# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 #TrackingRef '17959_web_deposit_cif_file_0_Dr.PrasantaGhosh_1361518156.cif(1,3).txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H20 Cl2 N4 O Zn' _chemical_formula_weight 528.72 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 C2/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 30.490(12) _cell_length_b 8.823(3) _cell_length_c 21.293(8) _cell_angle_alpha 90.00 _cell_angle_beta 127.172(14) _cell_angle_gamma 90.00 _cell_volume 4564(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 39783 _cell_measurement_theta_min 2.6256 _cell_measurement_theta_max 35.9998 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.539 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2160 _exptl_absorpt_coefficient_mu 1.337 _exptl_absorpt_correction_type gaussian _exptl_absorpt_correction_T_min 0.665 _exptl_absorpt_correction_T_max 0.741 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS Enraf-Nonius KappaCCD' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 18.02 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11295 _diffrn_reflns_av_R_equivalents 0.0638 _diffrn_reflns_av_sigmaI/netI 0.0694 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4004 _reflns_number_gt 3077 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DATCOL (Bruker AXS, 2006)' _computing_cell_refinement 'DENZO (Bruker AXS, 2006)' _computing_data_reduction 'DENZO (Bruker AXS, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0889P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4004 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0743 _refine_ls_R_factor_gt 0.0545 _refine_ls_wR_factor_ref 0.1629 _refine_ls_wR_factor_gt 0.1360 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _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 0.06564(2) 0.71725(6) 0.37737(3) 0.0194(2) Uani 1 1 d . . . Cl1 Cl -0.01770(5) 0.62013(13) 0.31998(7) 0.0260(3) Uani 1 1 d . . . Cl2 Cl 0.13633(5) 0.57062(13) 0.41862(7) 0.0259(3) Uani 1 1 d . . . N1 N 0.07196(15) 0.9320(4) 0.3456(2) 0.0199(9) Uani 1 1 d . . . N2 N 0.08609(15) 0.8443(4) 0.4760(2) 0.0181(8) Uani 1 1 d . . . N3 N 0.13454(16) 1.0163(4) 0.6126(2) 0.0182(8) Uani 1 1 d . . . N4 N 0.1924(2) 1.3036(5) 0.5798(3) 0.0394(12) Uani 1 1 d . . . O1 O 0.08767(13) 1.2205(3) 0.52399(18) 0.0195(7) Uani 1 1 d . . . C1 C 0.06149(19) 0.9708(6) 0.2765(3) 0.0223(11) Uani 1 1 d . . . H1A H 0.0541 0.8933 0.2403 0.027 Uiso 1 1 calc R . . C2 C 0.06129(18) 1.1213(5) 0.2567(3) 0.0214(10) Uani 1 1 d . . . H2A H 0.0541 1.1467 0.2079 0.026 Uiso 1 1 calc R . . C3 C 0.07174(19) 1.2329(5) 0.3096(3) 0.0217(11) Uani 1 1 d . . . H3A H 0.0704 1.3366 0.2967 0.026 Uiso 1 1 calc R . . C4 C 0.08413(19) 1.1929(5) 0.3816(3) 0.0189(10) Uani 1 1 d . . . H4B H 0.0924 1.2689 0.4189 0.023 Uiso 1 1 calc R . . C5 C 0.08442(18) 1.0420(5) 0.3987(3) 0.0188(10) Uani 1 1 d . . . C6 C 0.09683(18) 0.9855(5) 0.4742(3) 0.0172(10) Uani 1 1 d . . . C7 C 0.12268(19) 1.0939(5) 0.5435(3) 0.0174(10) Uani 1 1 d . . . C8 C 0.17626(18) 1.1534(5) 0.5611(2) 0.0163(10) Uani 1 1 d . . . C9 C 0.20482(16) 1.0473(4) 0.5576(2) 0.0082(8) Uani 1 1 d . . . H9A H 0.1912 0.9464 0.5438 0.010 Uiso 1 1 calc R . . C10 C 0.2527(2) 1.0825(6) 0.5737(3) 0.0264(12) Uani 1 1 d . . . H10A H 0.2734 1.0046 0.5719 0.032 Uiso 1 1 calc R . . C11 C 0.2738(2) 1.2277(6) 0.5929(3) 0.0259(11) Uani 1 1 d . . . H11A H 0.3082 1.2501 0.6036 0.031 Uiso 1 1 calc R . . C12 C 0.2434(2) 1.3399(6) 0.5962(3) 0.0261(11) Uani 1 1 d . . . H12A H 0.2569 1.4409 0.6093 0.031 Uiso 1 1 calc R . . C13 C 0.12136(18) 0.8662(5) 0.6129(3) 0.0179(10) Uani 1 1 d . . . C14 C 0.09734(19) 0.7797(5) 0.5443(3) 0.0183(10) Uani 1 1 d . . . C15 C 0.08478(19) 0.6269(5) 0.5437(3) 0.0210(10) Uani 1 1 d . . . H15A H 0.0684 0.5693 0.4968 0.025 Uiso 1 1 calc R . . C16 C 0.0956(2) 0.5592(5) 0.6093(3) 0.0219(11) Uani 1 1 d . . . H16A H 0.0871 0.4553 0.6084 0.026 Uiso 1 1 calc R . . C17 C 0.1194(2) 0.6450(5) 0.6779(3) 0.0223(11) Uani 1 1 d . . . H17A H 0.1263 0.5992 0.7235 0.027 Uiso 1 1 calc R . . C18 C 0.13297(19) 0.7956(5) 0.6804(3) 0.0190(10) Uani 1 1 d . . . H18A H 0.1503 0.8513 0.7280 0.023 Uiso 1 1 calc R . . C19 C 0.16727(19) 1.0971(5) 0.6873(3) 0.0188(10) Uani 1 1 d . . . C20 C 0.2240(2) 1.0810(5) 0.7358(3) 0.0226(11) Uani 1 1 d . . . H20A H 0.2417 1.0222 0.7196 0.027 Uiso 1 1 calc R . . C21 C 0.2546(2) 1.1526(5) 0.8086(3) 0.0233(11) Uani 1 1 d . . . H21A H 0.2935 1.1435 0.8422 0.028 Uiso 1 1 calc R . . C22 C 0.2291(2) 1.2371(5) 0.8330(3) 0.0287(12) Uani 1 1 d . . . H22A H 0.2504 1.2843 0.8833 0.034 Uiso 1 1 calc R . . C23 C 0.1724(2) 1.2525(5) 0.7835(3) 0.0271(12) Uani 1 1 d . . . H23A H 0.1549 1.3116 0.7999 0.032 Uiso 1 1 calc R . . C24 C 0.1409(2) 1.1823(5) 0.7104(3) 0.0220(11) Uani 1 1 d . . . H24A H 0.1019 1.1923 0.6767 0.026 Uiso 1 1 calc R . . C25 C 0.0340(2) 1.1856(6) 0.4990(3) 0.0277(12) Uiso 1 1 d . . . H25A H 0.0132 1.2797 0.4871 0.042 Uiso 1 1 calc R . . H25B H 0.0363 1.1307 0.5409 0.042 Uiso 1 1 calc R . . H25C H 0.0152 1.1223 0.4515 0.042 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 0.0200(4) 0.0158(3) 0.0233(4) -0.0022(2) 0.0137(3) -0.0006(2) Cl1 0.0206(7) 0.0255(6) 0.0291(7) -0.0031(5) 0.0135(6) -0.0060(5) Cl2 0.0254(7) 0.0220(6) 0.0351(7) 0.0029(5) 0.0207(6) 0.0054(5) N1 0.016(2) 0.019(2) 0.023(2) -0.0013(16) 0.0112(19) 0.0009(16) N2 0.016(2) 0.018(2) 0.020(2) 0.0007(16) 0.0110(18) 0.0010(16) N3 0.022(2) 0.018(2) 0.016(2) -0.0020(15) 0.0124(18) -0.0020(17) N4 0.044(3) 0.038(3) 0.036(3) 0.000(2) 0.024(3) -0.006(2) O1 0.0159(17) 0.0167(17) 0.0260(18) 0.0016(13) 0.0127(16) 0.0030(13) C1 0.018(3) 0.034(3) 0.015(2) -0.005(2) 0.010(2) -0.002(2) C2 0.018(3) 0.029(3) 0.017(2) 0.000(2) 0.011(2) -0.004(2) C3 0.014(2) 0.027(3) 0.022(3) 0.003(2) 0.010(2) -0.002(2) C4 0.015(2) 0.019(2) 0.017(2) -0.0004(18) 0.007(2) 0.001(2) C5 0.015(2) 0.022(2) 0.018(2) -0.0077(19) 0.010(2) -0.005(2) C6 0.009(2) 0.017(2) 0.022(2) -0.0025(19) 0.008(2) 0.0011(18) C7 0.020(3) 0.016(2) 0.019(2) 0.0000(18) 0.013(2) 0.0019(19) C8 0.018(2) 0.019(2) 0.011(2) -0.0003(18) 0.009(2) -0.0027(19) C9 0.008(2) 0.0081(19) 0.009(2) 0.0008(15) 0.0052(18) -0.0006(16) C10 0.028(3) 0.028(3) 0.027(3) 0.007(2) 0.018(3) 0.007(2) C11 0.020(3) 0.039(3) 0.021(3) 0.003(2) 0.013(2) 0.000(2) C12 0.024(3) 0.027(3) 0.029(3) -0.006(2) 0.017(2) -0.011(2) C13 0.011(2) 0.019(2) 0.024(3) 0.0005(19) 0.011(2) -0.0005(19) C14 0.016(2) 0.020(2) 0.021(2) 0.0034(19) 0.013(2) 0.0042(19) C15 0.022(3) 0.019(2) 0.026(3) -0.001(2) 0.017(2) 0.004(2) C16 0.027(3) 0.015(2) 0.028(3) -0.001(2) 0.019(2) -0.003(2) C17 0.030(3) 0.020(2) 0.027(3) 0.003(2) 0.023(2) 0.004(2) C18 0.022(3) 0.017(2) 0.020(2) 0.0005(18) 0.014(2) -0.001(2) C19 0.023(3) 0.018(2) 0.017(2) -0.0010(18) 0.013(2) -0.005(2) C20 0.025(3) 0.021(3) 0.022(3) -0.001(2) 0.014(2) -0.004(2) C21 0.024(3) 0.022(3) 0.026(3) 0.001(2) 0.016(2) -0.004(2) C22 0.044(4) 0.018(2) 0.021(3) -0.003(2) 0.018(3) -0.008(2) C23 0.040(3) 0.021(3) 0.024(3) 0.002(2) 0.021(3) 0.003(2) C24 0.026(3) 0.020(2) 0.021(3) 0.0001(19) 0.015(2) -0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.059(4) . ? Zn1 N2 2.115(4) . ? Zn1 Cl2 2.1915(14) . ? Zn1 Cl1 2.2208(15) . ? N1 C1 1.348(6) . ? N1 C5 1.358(6) . ? N2 C6 1.294(6) . ? N2 C14 1.398(6) . ? N3 C13 1.385(6) . ? N3 C19 1.454(5) . ? N3 C7 1.456(5) . ? N4 C8 1.385(6) . ? N4 C12 1.410(7) . ? O1 C25 1.416(6) . ? O1 C7 1.423(5) . ? C1 C2 1.392(7) . ? C2 C3 1.380(6) . ? C3 C4 1.385(6) . ? C4 C5 1.379(6) . ? C5 C6 1.497(6) . ? C6 C7 1.519(6) . ? C7 C8 1.532(6) . ? C8 C9 1.310(6) . ? C9 C10 1.319(6) . ? C10 C11 1.381(7) . ? C11 C12 1.387(7) . ? C13 C14 1.401(6) . ? C13 C18 1.401(6) . ? C14 C15 1.399(6) . ? C15 C16 1.364(6) . ? C16 C17 1.397(6) . ? C17 C18 1.383(6) . ? C19 C20 1.387(7) . ? C19 C24 1.391(6) . ? C20 C21 1.387(6) . ? C21 C22 1.383(7) . ? C22 C23 1.386(8) . ? C23 C24 1.387(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N2 78.95(14) . . ? N1 Zn1 Cl2 114.22(11) . . ? N2 Zn1 Cl2 106.64(11) . . ? N1 Zn1 Cl1 118.50(11) . . ? N2 Zn1 Cl1 107.69(11) . . ? Cl2 Zn1 Cl1 120.93(6) . . ? C1 N1 C5 119.3(4) . . ? C1 N1 Zn1 125.8(3) . . ? C5 N1 Zn1 114.8(3) . . ? C6 N2 C14 121.0(4) . . ? C6 N2 Zn1 114.2(3) . . ? C14 N2 Zn1 123.8(3) . . ? C13 N3 C19 118.2(3) . . ? C13 N3 C7 123.9(4) . . ? C19 N3 C7 117.5(3) . . ? C8 N4 C12 115.8(4) . . ? C25 O1 C7 115.6(3) . . ? N1 C1 C2 121.9(4) . . ? C3 C2 C1 118.5(4) . . ? C2 C3 C4 119.7(4) . . ? C5 C4 C3 119.5(4) . . ? N1 C5 C4 121.1(4) . . ? N1 C5 C6 114.7(4) . . ? C4 C5 C6 124.2(4) . . ? N2 C6 C5 116.6(4) . . ? N2 C6 C7 124.7(4) . . ? C5 C6 C7 118.7(4) . . ? O1 C7 N3 110.4(3) . . ? O1 C7 C6 110.7(4) . . ? N3 C7 C6 110.6(4) . . ? O1 C7 C8 107.7(3) . . ? N3 C7 C8 109.7(4) . . ? C6 C7 C8 107.7(3) . . ? C9 C8 N4 124.6(4) . . ? C9 C8 C7 112.8(4) . . ? N4 C8 C7 122.6(4) . . ? C8 C9 C10 119.1(4) . . ? C9 C10 C11 122.7(5) . . ? C10 C11 C12 118.0(5) . . ? C11 C12 N4 119.8(5) . . ? N3 C13 C14 119.1(4) . . ? N3 C13 C18 122.4(4) . . ? C14 C13 C18 118.5(4) . . ? N2 C14 C15 119.3(4) . . ? N2 C14 C13 120.5(4) . . ? C15 C14 C13 120.1(4) . . ? C16 C15 C14 121.1(4) . . ? C15 C16 C17 119.0(4) . . ? C18 C17 C16 121.0(4) . . ? C17 C18 C13 120.2(4) . . ? C20 C19 C24 121.3(4) . . ? C20 C19 N3 119.2(4) . . ? C24 C19 N3 119.4(4) . . ? C19 C20 C21 118.6(5) . . ? C22 C21 C20 121.0(5) . . ? C21 C22 C23 119.6(5) . . ? C22 C23 C24 120.6(5) . . ? C23 C24 C19 118.8(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.804 _refine_diff_density_min -0.939 _refine_diff_density_rms 0.166 _database_code_depnum_ccdc_archive 'CCDC 926082' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 #TrackingRef '17959_web_deposit_cif_file_0_Dr.PrasantaGhosh_1361518156.cif(1,3).txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H40 Cl4 Hg2 N8 O2' _chemical_formula_weight 1327.88 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' Hg Hg -2.3894 9.2266 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/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 30.948(4) _cell_length_b 9.0839(11) _cell_length_c 20.878(3) _cell_angle_alpha 90.00 _cell_angle_beta 127.402(4) _cell_angle_gamma 90.00 _cell_volume 4662.8(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 39853 _cell_measurement_theta_min 2.6256 _cell_measurement_theta_max 35.9998 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.892 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2560 _exptl_absorpt_coefficient_mu 6.857 _exptl_absorpt_correction_type gaussian _exptl_absorpt_correction_T_min 0.15521 _exptl_absorpt_correction_T_max 0.22105 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS Enraf-Nonius KappaCCD' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 18.02 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14679 _diffrn_reflns_av_R_equivalents 0.0436 _diffrn_reflns_av_sigmaI/netI 0.0493 _diffrn_reflns_limit_h_min -41 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 28.36 _reflns_number_total 5732 _reflns_number_gt 4551 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DATCOL (Bruker AXS, 2006)' _computing_cell_refinement 'DENZO (Bruker AXS, 2006)' _computing_data_reduction 'DENZO (Bruker AXS, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1689P)^2^+60.8093P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5732 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0836 _refine_ls_R_factor_gt 0.0540 _refine_ls_wR_factor_ref 0.2627 _refine_ls_wR_factor_gt 0.1574 _refine_ls_goodness_of_fit_ref 1.192 _refine_ls_restrained_S_all 1.192 _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 Hg1 Hg 0.063152(15) 0.30527(4) 0.36115(2) 0.0245(2) Uani 1 1 d . . . Cl1 Cl -0.03114(11) 0.3757(3) 0.30157(16) 0.0282(5) Uani 1 1 d . . . Cl2 Cl 0.14352(11) 0.4492(3) 0.43354(18) 0.0329(6) Uani 1 1 d . . . N1 N 0.0704(3) 0.0588(9) 0.3405(5) 0.0216(16) Uiso 1 1 d . . . N2 N 0.0819(3) 0.1503(9) 0.4725(5) 0.0226(17) Uani 1 1 d . . . N3 N 0.1377(3) -0.0065(8) 0.6174(5) 0.0206(16) Uani 1 1 d . . . N4 N 0.1951(5) -0.2850(11) 0.5836(7) 0.035(2) Uani 1 1 d . . . O1 O 0.0913(3) -0.2109(8) 0.5312(5) 0.0260(16) Uani 1 1 d . . . C1 C 0.0598(4) 0.0133(13) 0.2711(7) 0.028(2) Uani 1 1 d . . . H1A H 0.0519 0.0854 0.2323 0.034 Uiso 1 1 calc R . . C2 C 0.0600(5) -0.1317(13) 0.2535(7) 0.029(2) Uani 1 1 d . . . H2A H 0.0521 -0.1586 0.2034 0.035 Uiso 1 1 calc R . . C3 C 0.0719(4) -0.2415(10) 0.3102(7) 0.025(2) Uani 1 1 d . . . H3A H 0.0720 -0.3431 0.2995 0.031 Uiso 1 1 calc R . . C4 C 0.0835(4) -0.1926(8) 0.3833(6) 0.0125(16) Uiso 1 1 d . . . H4B H 0.0917 -0.2620 0.4234 0.015 Uiso 1 1 calc R . . C5 C 0.0830(4) -0.0382(13) 0.3973(6) 0.028(2) Uani 1 1 d . . . C6 C 0.0949(4) 0.0169(12) 0.4734(6) 0.024(2) Uani 1 1 d . . . C7 C 0.1235(4) -0.0854(11) 0.5459(6) 0.024(2) Uani 1 1 d . . . C8 C 0.1769(4) -0.1393(10) 0.5637(5) 0.0184(18) Uani 1 1 d . . . C9 C 0.2024(4) -0.0355(11) 0.5543(6) 0.0189(18) Uani 1 1 d . . . H9A H 0.1872 0.0603 0.5371 0.023 Uiso 1 1 calc R . . C10 C 0.2499(4) -0.0668(12) 0.5692(7) 0.027(2) Uani 1 1 d . . . H10A H 0.2688 0.0093 0.5644 0.033 Uiso 1 1 calc R . . C11 C 0.2727(4) -0.2085(12) 0.5917(7) 0.026(2) Uani 1 1 d . . . H11A H 0.3065 -0.2293 0.6019 0.032 Uiso 1 1 calc R . . C12 C 0.2441(5) -0.3171(12) 0.5985(7) 0.026(2) Uani 1 1 d . . . H12A H 0.2584 -0.4141 0.6136 0.031 Uiso 1 1 calc R . . C13 C 0.1222(4) 0.1376(11) 0.6156(6) 0.0201(18) Uani 1 1 d . . . C14 C 0.0945(5) 0.2167(12) 0.5430(6) 0.026(2) Uani 1 1 d . . . C15 C 0.0796(5) 0.3653(12) 0.5407(7) 0.027(2) Uani 1 1 d . . . H15A H 0.0606 0.4186 0.4915 0.032 Uiso 1 1 calc R . . C16 C 0.0925(5) 0.4317(12) 0.6083(7) 0.029(2) Uani 1 1 d . . . H16A H 0.0829 0.5316 0.6070 0.035 Uiso 1 1 calc R . . C17 C 0.1194(5) 0.3528(12) 0.6789(7) 0.027(2) Uani 1 1 d . . . H17A H 0.1269 0.3990 0.7255 0.033 Uiso 1 1 calc R . . C18 C 0.1361(5) 0.2083(11) 0.6849(7) 0.024(2) Uani 1 1 d . . . H18A H 0.1567 0.1587 0.7353 0.029 Uiso 1 1 calc R . . C19 C 0.1718(4) -0.0806(10) 0.6941(6) 0.0223(19) Uani 1 1 d . . . C20 C 0.2282(4) -0.0634(12) 0.7430(6) 0.024(2) Uani 1 1 d . . . H20A H 0.2441 -0.0032 0.7252 0.029 Uiso 1 1 calc R . . C21 C 0.2611(4) -0.1324(12) 0.8168(7) 0.026(2) Uani 1 1 d . . . H21A H 0.2994 -0.1190 0.8496 0.031 Uiso 1 1 calc R . . C22 C 0.2382(5) -0.2219(13) 0.8432(7) 0.031(2) Uani 1 1 d . . . H22A H 0.2606 -0.2707 0.8938 0.037 Uiso 1 1 calc R . . C23 C 0.1823(5) -0.2385(14) 0.7945(8) 0.033(2) Uani 1 1 d . . . H23A H 0.1665 -0.2967 0.8132 0.040 Uiso 1 1 calc R . . C24 C 0.1482(5) -0.1720(12) 0.7182(7) 0.025(2) Uani 1 1 d . . . H24A H 0.1101 -0.1891 0.6842 0.029 Uiso 1 1 calc R . . C25 C 0.0380(5) -0.1749(14) 0.5080(7) 0.030(3) Uani 1 1 d . . . H25A H 0.0179 -0.2659 0.4988 0.045 Uiso 1 1 calc R . . H25B H 0.0181 -0.1165 0.4583 0.045 Uiso 1 1 calc R . . H25C H 0.0418 -0.1181 0.5511 0.045 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 Hg1 0.0231(3) 0.0244(3) 0.0238(3) 0.00145(13) 0.0131(2) -0.00249(12) Cl1 0.0287(12) 0.0323(13) 0.0273(12) -0.0023(10) 0.0189(11) 0.0049(10) Cl2 0.0258(13) 0.0353(14) 0.0352(14) -0.0006(11) 0.0173(12) -0.0060(10) N2 0.022(4) 0.016(4) 0.028(4) -0.001(3) 0.014(4) 0.000(3) N3 0.027(4) 0.016(4) 0.017(4) 0.000(3) 0.013(3) -0.002(3) N4 0.034(6) 0.033(5) 0.039(6) -0.007(4) 0.022(5) 0.000(4) O1 0.022(4) 0.027(4) 0.030(4) -0.002(3) 0.016(4) -0.002(3) C1 0.020(5) 0.038(6) 0.032(6) 0.013(5) 0.019(5) 0.008(4) C2 0.032(6) 0.033(6) 0.030(6) -0.003(5) 0.022(5) 0.004(4) C3 0.032(5) 0.006(4) 0.044(6) 0.004(4) 0.026(5) 0.006(4) C5 0.013(4) 0.041(6) 0.025(5) -0.002(4) 0.008(4) 0.012(4) C6 0.014(4) 0.039(6) 0.024(5) -0.007(4) 0.013(4) -0.006(4) C7 0.025(5) 0.016(4) 0.027(5) 0.000(4) 0.014(4) -0.001(4) C8 0.026(5) 0.016(4) 0.008(4) -0.002(3) 0.008(4) 0.000(3) C9 0.017(4) 0.020(4) 0.025(5) -0.004(4) 0.016(4) -0.003(3) C10 0.031(5) 0.024(5) 0.027(5) -0.005(4) 0.017(5) -0.004(4) C11 0.011(4) 0.042(6) 0.024(5) -0.002(4) 0.010(4) -0.001(4) C12 0.027(6) 0.028(5) 0.013(5) 0.001(4) 0.007(4) 0.004(4) C13 0.023(5) 0.025(5) 0.022(5) 0.005(4) 0.018(4) 0.003(4) C14 0.023(5) 0.028(5) 0.013(5) 0.006(4) 0.004(4) 0.006(4) C15 0.040(6) 0.032(5) 0.029(5) 0.000(4) 0.031(5) -0.007(4) C16 0.036(6) 0.026(5) 0.034(6) 0.013(4) 0.026(5) 0.009(4) C17 0.037(6) 0.023(5) 0.033(6) -0.004(4) 0.027(5) 0.001(4) C18 0.024(5) 0.024(5) 0.025(6) 0.000(4) 0.015(5) -0.001(4) C19 0.027(5) 0.015(4) 0.026(5) 0.001(4) 0.016(4) 0.004(4) C20 0.026(5) 0.030(5) 0.016(4) -0.001(4) 0.012(4) 0.004(4) C21 0.022(5) 0.025(5) 0.031(5) -0.001(4) 0.016(4) 0.001(4) C22 0.036(6) 0.030(5) 0.019(5) -0.004(4) 0.013(5) 0.000(5) C23 0.040(6) 0.029(5) 0.035(6) 0.007(5) 0.025(6) 0.001(5) C24 0.030(6) 0.029(5) 0.027(5) 0.003(4) 0.023(5) 0.003(4) C25 0.026(6) 0.046(6) 0.027(6) 0.017(5) 0.021(5) 0.008(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 Hg1 N1 2.317(8) . ? Hg1 Cl2 2.369(3) . ? Hg1 Cl1 2.462(3) . ? Hg1 N2 2.467(9) . ? Hg1 Cl1 2.974(3) 2 ? Cl1 Hg1 2.974(3) 2 ? N1 C5 1.330(14) . ? N1 C1 1.343(14) . ? N2 C6 1.274(14) . ? N2 C14 1.409(14) . ? N3 C13 1.386(12) . ? N3 C19 1.442(13) . ? N3 C7 1.462(13) . ? N4 C12 1.382(17) . ? N4 C8 1.399(14) . ? O1 C7 1.418(12) . ? O1 C25 1.447(13) . ? C1 C2 1.368(16) . ? C2 C3 1.414(16) . ? C3 C4 1.411(15) . ? C4 C5 1.434(13) . ? C5 C6 1.484(14) . ? C6 C7 1.521(15) . ? C7 C8 1.539(14) . ? C8 C9 1.319(13) . ? C9 C10 1.333(14) . ? C10 C11 1.406(15) . ? C11 C12 1.390(16) . ? C13 C18 1.390(15) . ? C13 C14 1.404(13) . ? C14 C15 1.417(16) . ? C15 C16 1.354(15) . ? C16 C17 1.373(15) . ? C17 C18 1.389(14) . ? C19 C24 1.387(14) . ? C19 C20 1.396(14) . ? C20 C21 1.377(15) . ? C21 C22 1.394(17) . ? C22 C23 1.382(18) . ? C23 C24 1.405(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Hg1 Cl2 118.0(2) . . ? N1 Hg1 Cl1 112.1(2) . . ? Cl2 Hg1 Cl1 129.92(9) . . ? N1 Hg1 N2 68.3(3) . . ? Cl2 Hg1 N2 99.2(2) . . ? Cl1 Hg1 N2 98.8(2) . . ? N1 Hg1 Cl1 89.9(2) . 2 ? Cl2 Hg1 Cl1 95.87(9) . 2 ? Cl1 Hg1 Cl1 84.07(9) . 2 ? N2 Hg1 Cl1 157.5(2) . 2 ? Hg1 Cl1 Hg1 89.51(8) . 2 ? C5 N1 C1 120.3(9) . . ? C5 N1 Hg1 118.9(7) . . ? C1 N1 Hg1 120.7(7) . . ? C6 N2 C14 120.5(9) . . ? C6 N2 Hg1 116.6(7) . . ? C14 N2 Hg1 119.8(6) . . ? C13 N3 C19 118.6(8) . . ? C13 N3 C7 123.4(8) . . ? C19 N3 C7 117.9(8) . . ? C12 N4 C8 117.0(10) . . ? C7 O1 C25 113.5(8) . . ? N1 C1 C2 123.1(10) . . ? C1 C2 C3 119.7(11) . . ? C4 C3 C2 116.7(9) . . ? C3 C4 C5 120.0(9) . . ? N1 C5 C4 120.0(10) . . ? N1 C5 C6 118.6(10) . . ? C4 C5 C6 121.4(10) . . ? N2 C6 C5 115.8(10) . . ? N2 C6 C7 125.7(9) . . ? C5 C6 C7 118.4(9) . . ? O1 C7 N3 110.6(8) . . ? O1 C7 C6 111.6(8) . . ? N3 C7 C6 110.4(8) . . ? O1 C7 C8 107.9(8) . . ? N3 C7 C8 107.3(8) . . ? C6 C7 C8 108.9(8) . . ? C9 C8 N4 123.6(10) . . ? C9 C8 C7 112.9(8) . . ? N4 C8 C7 123.4(9) . . ? C8 C9 C10 119.1(10) . . ? C9 C10 C11 122.2(10) . . ? C12 C11 C10 117.5(10) . . ? N4 C12 C11 120.6(10) . . ? N3 C13 C18 121.6(9) . . ? N3 C13 C14 119.1(9) . . ? C18 C13 C14 119.2(10) . . ? C13 C14 N2 120.6(9) . . ? C13 C14 C15 119.8(10) . . ? N2 C14 C15 119.7(9) . . ? C16 C15 C14 120.4(10) . . ? C15 C16 C17 119.2(10) . . ? C16 C17 C18 122.7(11) . . ? C17 C18 C13 118.6(10) . . ? C24 C19 C20 120.0(10) . . ? C24 C19 N3 119.5(9) . . ? C20 C19 N3 120.5(9) . . ? C21 C20 C19 121.0(10) . . ? C20 C21 C22 120.0(10) . . ? C23 C22 C21 118.8(11) . . ? C22 C23 C24 122.0(11) . . ? C19 C24 C23 118.1(11) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 3.882 _refine_diff_density_min -4.016 _refine_diff_density_rms 0.556 #######################END############### _database_code_depnum_ccdc_archive 'CCDC 926083'