# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name G.Lahiri _publ_contact_author_name 'Lahiri, Goutam' _publ_contact_author_email lahiri@chem.iitb.ac.in data_1 _database_code_depnum_ccdc_archive 'CCDC 768937' #TrackingRef '1-3-1regenerated CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Cl4 Hg2 N2 O2' _chemical_formula_weight 789.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3890 9.2270 '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 7.5938(2) _cell_length_b 9.2613(2) _cell_length_c 14.6635(3) _cell_angle_alpha 102.200(2) _cell_angle_beta 104.045(2) _cell_angle_gamma 90.508(2) _cell_volume 975.87(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8778 _cell_measurement_theta_min 3.2831 _cell_measurement_theta_max 32.8589 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.686 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 16.270 _exptl_absorpt_correction_T_min 0.0751 _exptl_absorpt_correction_T_max 0.1314 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11023 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 32.87 _reflns_number_total 6469 _reflns_number_gt 5834 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0493P)^2^+2.1312P] 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 6469 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0329 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0799 _refine_ls_wR_factor_gt 0.0786 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _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 Hg1 Hg 0.12440(2) 0.152536(16) 0.282610(11) 0.01429(5) Uani 1 1 d . . . Hg2 Hg 0.61970(2) 0.033802(16) 0.286928(11) 0.01419(5) Uani 1 1 d . . . Cl1 Cl -0.03990(15) -0.04876(12) 0.16429(8) 0.0192(2) Uani 1 1 d . . . Cl2 Cl -0.10749(14) 0.17415(12) 0.40516(7) 0.01579(18) Uani 1 1 d . . . Cl3 Cl 0.39150(13) 0.10381(12) 0.40765(7) 0.01526(18) Uani 1 1 d . . . Cl4 Cl 0.45965(15) 0.15443(12) 0.16643(8) 0.01850(19) Uani 1 1 d . . . O1 O 0.1055(5) 0.3985(4) 0.0361(3) 0.0224(7) Uani 1 1 d . . . H01A H 0.1905 0.3613 0.0134 0.034 Uiso 0.50 1 calc PR A 1 H01B H 0.0293 0.4346 -0.0035 0.034 Uiso 0.50 1 d PR A 2 O2 O 0.6049(5) -0.3727(4) 0.0365(3) 0.0211(7) Uani 1 1 d . . . H02A H 0.6749 -0.3528 0.0038 0.032 Uiso 0.50 1 calc PR B 1 H02B H 0.5305 -0.4352 -0.0052 0.032 Uiso 0.50 1 d PR B 2 N1 N 0.1422(5) 0.3956(4) 0.2947(3) 0.0112(6) Uani 1 1 d . . . N2 N 0.6349(4) -0.2003(4) 0.2977(2) 0.0083(6) Uani 1 1 d . . . C1 C 0.2551(6) 0.4777(5) 0.3766(3) 0.0168(8) Uani 1 1 d . . . H1 H 0.3245 0.4292 0.4230 0.020 Uiso 1 1 calc R . . C2 C 0.2705(7) 0.6309(5) 0.3932(3) 0.0194(9) Uani 1 1 d . . . H2 H 0.3478 0.6874 0.4510 0.023 Uiso 1 1 calc R . . C3 C 0.1710(7) 0.7002(5) 0.3240(4) 0.0196(9) Uani 1 1 d . . . H3 H 0.1806 0.8049 0.3331 0.024 Uiso 1 1 calc R . . C4 C 0.0576(7) 0.6142(5) 0.2414(3) 0.0174(8) Uani 1 1 d . . . H4 H -0.0100 0.6604 0.1931 0.021 Uiso 1 1 calc R . . C5 C 0.0416(5) 0.4602(4) 0.2283(3) 0.0107(7) Uani 1 1 d . . . C6 C -0.0842(5) 0.3647(5) 0.1409(3) 0.0129(7) Uani 1 1 d . . . H6A H -0.1763 0.4265 0.1103 0.015 Uiso 1 1 calc R . . H6B H -0.1490 0.2885 0.1610 0.015 Uiso 1 1 calc R . . C7 C 0.0158(6) 0.2884(5) 0.0669(3) 0.0141(7) Uani 1 1 d . . . H7A H 0.1061 0.2241 0.0960 0.017 Uiso 1 1 calc R . . H7B H -0.0719 0.2258 0.0109 0.017 Uiso 1 1 calc R . . C8 C 0.7483(6) -0.2303(5) 0.3766(3) 0.0130(7) Uani 1 1 d . . . H8 H 0.8169 -0.1511 0.4246 0.016 Uiso 1 1 calc R . . C9 C 0.7674(6) -0.3734(5) 0.3895(3) 0.0150(7) Uani 1 1 d . . . H9 H 0.8475 -0.3928 0.4457 0.018 Uiso 1 1 calc R . . C10 C 0.6668(6) -0.4888(5) 0.3182(3) 0.0157(8) Uani 1 1 d . . . H10 H 0.6767 -0.5883 0.3252 0.019 Uiso 1 1 calc R . . C11 C 0.5519(6) -0.4559(5) 0.2370(3) 0.0137(7) Uani 1 1 d . . . H11 H 0.4835 -0.5335 0.1876 0.016 Uiso 1 1 calc R . . C12 C 0.5365(5) -0.3099(4) 0.2276(3) 0.0097(6) Uani 1 1 d . . . C13 C 0.4132(5) -0.2717(4) 0.1404(3) 0.0110(7) Uani 1 1 d . . . H13A H 0.3508 -0.1818 0.1611 0.013 Uiso 1 1 calc R . . H13B H 0.3190 -0.3535 0.1094 0.013 Uiso 1 1 calc R . . C14 C 0.5141(6) -0.2444(4) 0.0667(3) 0.0118(7) Uani 1 1 d . . . H14A H 0.4266 -0.2213 0.0103 0.014 Uiso 1 1 calc R . . H14B H 0.6037 -0.1588 0.0957 0.014 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 0.01610(8) 0.01198(8) 0.01335(8) 0.00247(5) 0.00128(6) -0.00106(5) Hg2 0.01596(8) 0.01093(8) 0.01410(8) 0.00227(5) 0.00122(6) 0.00130(5) Cl1 0.0209(5) 0.0143(4) 0.0187(5) -0.0004(3) 0.0017(4) -0.0041(4) Cl2 0.0129(4) 0.0213(5) 0.0112(4) -0.0001(3) 0.0025(3) -0.0028(3) Cl3 0.0133(4) 0.0213(5) 0.0106(4) 0.0033(3) 0.0020(3) 0.0029(3) Cl4 0.0200(5) 0.0175(5) 0.0178(5) 0.0073(3) 0.0013(4) 0.0047(4) O1 0.0255(17) 0.0264(18) 0.0205(16) 0.0078(13) 0.0133(14) -0.0044(14) O2 0.0277(17) 0.0181(16) 0.0203(16) 0.0013(12) 0.0136(14) 0.0077(13) N1 0.0115(15) 0.0087(14) 0.0154(16) 0.0027(11) 0.0073(12) -0.0009(11) N2 0.0116(14) 0.0087(14) 0.0050(13) 0.0026(10) 0.0019(11) 0.0009(11) C1 0.0185(19) 0.020(2) 0.0126(18) 0.0008(15) 0.0081(15) -0.0023(15) C2 0.022(2) 0.0158(19) 0.019(2) -0.0046(15) 0.0094(17) -0.0047(16) C3 0.023(2) 0.0104(18) 0.026(2) -0.0015(15) 0.0121(18) -0.0017(15) C4 0.024(2) 0.0102(18) 0.022(2) 0.0045(15) 0.0130(17) 0.0047(15) C5 0.0137(17) 0.0091(16) 0.0092(16) -0.0002(12) 0.0046(13) -0.0007(13) C6 0.0106(16) 0.0178(18) 0.0099(17) 0.0040(13) 0.0011(13) -0.0002(13) C7 0.0153(18) 0.0140(18) 0.0142(18) 0.0044(14) 0.0048(14) 0.0024(14) C8 0.0166(18) 0.0132(17) 0.0080(16) 0.0016(13) 0.0016(14) 0.0035(14) C9 0.0170(18) 0.0175(19) 0.0121(18) 0.0062(14) 0.0042(15) 0.0016(15) C10 0.024(2) 0.0146(18) 0.0121(18) 0.0036(14) 0.0101(16) 0.0023(15) C11 0.0160(18) 0.0104(17) 0.0154(18) 0.0021(13) 0.0062(15) 0.0013(14) C12 0.0092(15) 0.0107(16) 0.0087(16) 0.0012(12) 0.0019(12) 0.0004(12) C13 0.0108(16) 0.0111(16) 0.0095(16) -0.0001(12) 0.0019(13) 0.0001(13) C14 0.0128(16) 0.0126(17) 0.0099(16) 0.0010(12) 0.0041(13) 0.0000(13) _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 2.220(3) . ? Hg1 Cl1 2.3629(10) . ? Hg1 Cl3 2.4980(10) . ? Hg1 Cl2 2.7858(10) . ? Hg2 N2 2.209(3) . ? Hg2 Cl4 2.3798(10) . ? Hg2 Cl2 2.4987(10) 1_655 ? Hg2 Cl3 2.7533(10) . ? Cl2 Hg2 2.4987(10) 1_455 ? O1 C7 1.428(5) . ? O1 H01A 0.8400 . ? O1 H01B 0.8400 . ? O2 C14 1.423(5) . ? O2 H02A 0.8400 . ? O2 H02B 0.8400 . ? N1 C5 1.336(5) . ? N1 C1 1.363(6) . ? N2 C8 1.346(5) . ? N2 C12 1.349(5) . ? C1 C2 1.386(6) . ? C1 H1 0.9500 . ? C2 C3 1.387(7) . ? C2 H2 0.9500 . ? C3 C4 1.384(7) . ? C3 H3 0.9500 . ? C4 C5 1.399(6) . ? C4 H4 0.9500 . ? C5 C6 1.500(6) . ? C6 C7 1.529(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.382(6) . ? C8 H8 0.9500 . ? C9 C10 1.394(6) . ? C9 H9 0.9500 . ? C10 C11 1.388(6) . ? C10 H10 0.9500 . ? C11 C12 1.390(6) . ? C11 H11 0.9500 . ? C12 C13 1.501(6) . ? C13 C14 1.527(6) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? 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 Cl1 133.93(10) . . ? N1 Hg1 Cl3 105.24(10) . . ? Cl1 Hg1 Cl3 119.16(4) . . ? N1 Hg1 Cl2 92.59(9) . . ? Cl1 Hg1 Cl2 96.43(4) . . ? Cl3 Hg1 Cl2 93.17(3) . . ? N2 Hg2 Cl4 133.48(9) . . ? N2 Hg2 Cl2 107.32(9) . 1_655 ? Cl4 Hg2 Cl2 116.57(4) . 1_655 ? N2 Hg2 Cl3 95.22(9) . . ? Cl4 Hg2 Cl3 95.87(4) . . ? Cl2 Hg2 Cl3 94.63(3) 1_655 . ? Hg2 Cl2 Hg1 98.14(3) 1_455 . ? Hg1 Cl3 Hg2 96.37(3) . . ? C7 O1 H01A 109.5 . . ? C7 O1 H01B 109.5 . . ? C14 O2 H02A 109.5 . . ? C14 O2 H02B 109.5 . . ? C5 N1 C1 121.0(4) . . ? C5 N1 Hg1 122.5(3) . . ? C1 N1 Hg1 116.5(3) . . ? C8 N2 C12 120.9(3) . . ? C8 N2 Hg2 117.5(3) . . ? C12 N2 Hg2 121.6(3) . . ? N1 C1 C2 121.2(4) . . ? N1 C1 H1 119.4 . . ? C2 C1 H1 119.4 . . ? C1 C2 C3 118.8(4) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C4 C3 C2 118.9(4) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C3 C4 C5 120.7(4) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? N1 C5 C4 119.4(4) . . ? N1 C5 C6 118.8(3) . . ? C4 C5 C6 121.8(4) . . ? C5 C6 C7 112.6(3) . . ? C5 C6 H6A 109.1 . . ? C7 C6 H6A 109.1 . . ? C5 C6 H6B 109.1 . . ? C7 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? O1 C7 C6 109.1(3) . . ? O1 C7 H7A 109.9 . . ? C6 C7 H7A 109.9 . . ? O1 C7 H7B 109.9 . . ? C6 C7 H7B 109.9 . . ? H7A C7 H7B 108.3 . . ? N2 C8 C9 121.7(4) . . ? N2 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C8 C9 C10 118.6(4) . . ? C8 C9 H9 120.7 . . ? C10 C9 H9 120.7 . . ? C11 C10 C9 118.9(4) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C10 C11 C12 120.4(4) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? N2 C12 C11 119.6(4) . . ? N2 C12 C13 119.1(3) . . ? C11 C12 C13 121.3(4) . . ? C12 C13 C14 113.0(3) . . ? C12 C13 H13A 109.0 . . ? C14 C13 H13A 109.0 . . ? C12 C13 H13B 109.0 . . ? C14 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? O2 C14 C13 109.6(3) . . ? O2 C14 H14A 109.8 . . ? C13 C14 H14A 109.8 . . ? O2 C14 H14B 109.8 . . ? C13 C14 H14B 109.8 . . ? H14A C14 H14B 108.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Hg1 Cl2 Hg2 116.12(10) . . . 1_455 ? Cl1 Hg1 Cl2 Hg2 -18.62(4) . . . 1_455 ? Cl3 Hg1 Cl2 Hg2 -138.44(4) . . . 1_455 ? N1 Hg1 Cl3 Hg2 -95.33(9) . . . . ? Cl1 Hg1 Cl3 Hg2 71.95(5) . . . . ? Cl2 Hg1 Cl3 Hg2 171.11(3) . . . . ? N2 Hg2 Cl3 Hg1 -113.90(9) . . . . ? Cl4 Hg2 Cl3 Hg1 20.85(4) . . . . ? Cl2 Hg2 Cl3 Hg1 138.21(4) 1_655 . . . ? Cl1 Hg1 N1 C5 3.2(4) . . . . ? Cl3 Hg1 N1 C5 167.7(3) . . . . ? Cl2 Hg1 N1 C5 -98.3(3) . . . . ? Cl1 Hg1 N1 C1 179.9(2) . . . . ? Cl3 Hg1 N1 C1 -15.6(3) . . . . ? Cl2 Hg1 N1 C1 78.4(3) . . . . ? Cl4 Hg2 N2 C8 177.1(2) . . . . ? Cl2 Hg2 N2 C8 16.8(3) 1_655 . . . ? Cl3 Hg2 N2 C8 -79.7(3) . . . . ? Cl4 Hg2 N2 C12 -2.0(4) . . . . ? Cl2 Hg2 N2 C12 -162.4(3) 1_655 . . . ? Cl3 Hg2 N2 C12 101.1(3) . . . . ? C5 N1 C1 C2 -0.6(6) . . . . ? Hg1 N1 C1 C2 -177.3(3) . . . . ? N1 C1 C2 C3 -1.2(7) . . . . ? C1 C2 C3 C4 1.0(7) . . . . ? C2 C3 C4 C5 0.8(7) . . . . ? C1 N1 C5 C4 2.4(6) . . . . ? Hg1 N1 C5 C4 178.9(3) . . . . ? C1 N1 C5 C6 -178.3(4) . . . . ? Hg1 N1 C5 C6 -1.8(5) . . . . ? C3 C4 C5 N1 -2.5(7) . . . . ? C3 C4 C5 C6 178.2(4) . . . . ? N1 C5 C6 C7 -77.3(5) . . . . ? C4 C5 C6 C7 102.0(5) . . . . ? C5 C6 C7 O1 -60.2(5) . . . . ? C12 N2 C8 C9 -0.6(6) . . . . ? Hg2 N2 C8 C9 -179.7(3) . . . . ? N2 C8 C9 C10 0.4(6) . . . . ? C8 C9 C10 C11 0.2(6) . . . . ? C9 C10 C11 C12 -0.7(6) . . . . ? C8 N2 C12 C11 0.2(6) . . . . ? Hg2 N2 C12 C11 179.3(3) . . . . ? C8 N2 C12 C13 -179.3(4) . . . . ? Hg2 N2 C12 C13 -0.3(5) . . . . ? C10 C11 C12 N2 0.4(6) . . . . ? C10 C11 C12 C13 180.0(4) . . . . ? N2 C12 C13 C14 80.2(4) . . . . ? C11 C12 C13 C14 -99.3(4) . . . . ? C12 C13 C14 O2 58.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.888 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.901 _refine_diff_density_min -2.296 _refine_diff_density_rms 0.264 #===END #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 768938' #TrackingRef '- 1-3-1regenerated CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Br4 Hg2 N2 O2' _chemical_formula_weight 967.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2900 2.4600 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3890 9.2270 '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 7.8101(2) _cell_length_b 9.3923(2) _cell_length_c 14.8571(3) _cell_angle_alpha 101.709(2) _cell_angle_beta 102.871(2) _cell_angle_gamma 90.718(2) _cell_volume 1038.44(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7203 _cell_measurement_theta_min 3.2333 _cell_measurement_theta_max 32.6881 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.093 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 22.471 _exptl_absorpt_correction_T_min 0.0788 _exptl_absorpt_correction_T_max 0.1450 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10708 _diffrn_reflns_av_R_equivalents 0.0551 _diffrn_reflns_av_sigmaI/netI 0.0604 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 32.73 _reflns_number_total 6765 _reflns_number_gt 5121 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.1237P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6765 _refine_ls_number_parameters 219 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0754 _refine_ls_R_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.1824 _refine_ls_wR_factor_gt 0.1760 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 0.13004(5) 0.14786(4) 0.28136(3) 0.02554(12) Uani 1 1 d . . . Hg2 Hg 0.62657(5) 0.03128(4) 0.28415(3) 0.02493(12) Uani 1 1 d . . . Br1 Br -0.04807(14) -0.04645(11) 0.15540(8) 0.0298(2) Uani 1 1 d . . . Br2 Br -0.10942(12) 0.17233(12) 0.40958(7) 0.0273(2) Uani 1 1 d . . . Br3 Br 0.38908(12) 0.09703(12) 0.41037(7) 0.0263(2) Uani 1 1 d . . . Br4 Br 0.45476(14) 0.14428(12) 0.15702(8) 0.0287(2) Uani 1 1 d . . . O1 O 0.1076(10) 0.4035(9) 0.0373(6) 0.0317(17) Uani 1 1 d . . . H01A H 0.1696 0.3639 0.0008 0.048 Uiso 0.50 1 calc PR A 1 H01B H 0.0340 0.4479 0.0044 0.048 Uiso 0.50 1 d PR A 2 O2 O 0.6056(11) -0.3767(9) 0.0372(6) 0.0328(17) Uani 1 1 d . . . H02A H 0.6758 -0.3551 0.0059 0.049 Uiso 0.50 1 calc PR B 1 H02B H 0.5372 -0.4348 -0.0069 0.049 Uiso 0.50 1 d PR B 2 N1 N 0.1436(11) 0.3910(9) 0.2936(6) 0.0220(16) Uani 1 1 d . . . N2 N 0.6377(10) -0.2049(9) 0.2919(5) 0.0186(14) Uani 1 1 d . . . C1 C 0.2534(16) 0.4711(13) 0.3711(8) 0.031(2) Uani 1 1 d . . . H1A H 0.3221 0.4231 0.4159 0.037 Uiso 1 1 calc R . . C2 C 0.2683(16) 0.6214(13) 0.3868(9) 0.037(3) Uani 1 1 d . . . H2A H 0.3439 0.6760 0.4427 0.045 Uiso 1 1 calc R . . C3 C 0.1728(16) 0.6916(11) 0.3209(9) 0.034(3) Uani 1 1 d . . . H3 H 0.1833 0.7947 0.3301 0.041 Uiso 1 1 calc R . . C4 C 0.0611(16) 0.6089(12) 0.2409(9) 0.032(2) Uani 1 1 d . . . H4 H -0.0058 0.6558 0.1949 0.039 Uiso 1 1 calc R . . C5 C 0.0462(13) 0.4580(11) 0.2275(7) 0.0212(17) Uani 1 1 d . . . C6 C -0.0759(12) 0.3667(11) 0.1420(7) 0.0227(18) Uani 1 1 d . . . H6A H -0.1657 0.4289 0.1144 0.027 Uiso 1 1 calc R . . H6B H -0.1378 0.2900 0.1618 0.027 Uiso 1 1 calc R . . C7 C 0.0186(13) 0.2946(11) 0.0661(8) 0.0243(19) Uani 1 1 d . . . H7A H 0.1041 0.2277 0.0918 0.029 Uiso 1 1 calc R . . H7B H -0.0679 0.2371 0.0113 0.029 Uiso 1 1 calc R . . C8 C 0.7456(13) -0.2350(11) 0.3683(7) 0.0233(18) Uani 1 1 d . . . H8 H 0.8124 -0.1567 0.4138 0.028 Uiso 1 1 calc R . . C9 C 0.7647(14) -0.3753(12) 0.3842(8) 0.027(2) Uani 1 1 d . . . H9 H 0.8413 -0.3931 0.4396 0.032 Uiso 1 1 calc R . . C10 C 0.6667(15) -0.4899(13) 0.3154(8) 0.030(2) Uani 1 1 d . . . H10 H 0.6762 -0.5879 0.3226 0.035 Uiso 1 1 calc R . . C11 C 0.5534(13) -0.4555(11) 0.2352(8) 0.0242(19) Uani 1 1 d . . . H11 H 0.4863 -0.5313 0.1876 0.029 Uiso 1 1 calc R . . C12 C 0.5395(11) -0.3131(10) 0.2254(6) 0.0179(16) Uani 1 1 d . . . C13 C 0.4185(12) -0.2756(10) 0.1401(7) 0.0204(17) Uani 1 1 d . . . H13A H 0.3269 -0.3558 0.1115 0.024 Uiso 1 1 calc R . . H13B H 0.3588 -0.1864 0.1605 0.024 Uiso 1 1 calc R . . C14 C 0.5151(12) -0.2514(10) 0.0673(7) 0.0203(17) Uani 1 1 d . . . H14A H 0.4304 -0.2295 0.0122 0.024 Uiso 1 1 calc R . . H14B H 0.6007 -0.1665 0.0942 0.024 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 0.0267(2) 0.0183(2) 0.0300(2) 0.00607(14) 0.00226(14) -0.00080(13) Hg2 0.0264(2) 0.01651(19) 0.0303(2) 0.00529(14) 0.00297(14) 0.00267(13) Br1 0.0306(5) 0.0208(5) 0.0348(6) 0.0000(4) 0.0067(4) -0.0048(4) Br2 0.0216(4) 0.0334(6) 0.0245(5) -0.0001(4) 0.0063(3) -0.0036(4) Br3 0.0219(4) 0.0340(6) 0.0241(5) 0.0077(4) 0.0060(3) 0.0070(4) Br4 0.0306(5) 0.0237(5) 0.0346(5) 0.0126(4) 0.0073(4) 0.0073(4) O1 0.034(4) 0.026(4) 0.047(5) 0.020(3) 0.022(4) 0.007(3) O2 0.039(4) 0.028(4) 0.035(4) 0.000(3) 0.021(3) 0.011(3) N1 0.028(4) 0.019(4) 0.021(4) 0.004(3) 0.009(3) -0.003(3) N2 0.025(4) 0.016(4) 0.015(3) 0.000(3) 0.008(3) 0.000(3) C1 0.037(5) 0.028(6) 0.030(5) 0.004(4) 0.016(4) -0.003(4) C2 0.042(6) 0.025(6) 0.045(7) -0.007(5) 0.025(5) -0.012(5) C3 0.044(6) 0.009(4) 0.054(7) 0.001(4) 0.028(6) -0.003(4) C4 0.042(6) 0.017(5) 0.049(7) 0.010(4) 0.029(5) 0.006(4) C5 0.026(4) 0.017(4) 0.025(4) 0.007(3) 0.014(4) 0.002(3) C6 0.019(4) 0.021(5) 0.032(5) 0.011(4) 0.009(3) 0.003(3) C7 0.023(4) 0.018(5) 0.036(5) 0.010(4) 0.011(4) 0.004(3) C8 0.027(4) 0.021(5) 0.021(4) 0.004(3) 0.001(3) 0.005(4) C9 0.036(5) 0.025(5) 0.026(5) 0.011(4) 0.015(4) 0.010(4) C10 0.039(6) 0.027(6) 0.028(5) 0.011(4) 0.013(4) 0.009(4) C11 0.028(5) 0.013(4) 0.032(5) 0.003(3) 0.009(4) 0.004(3) C12 0.018(4) 0.017(4) 0.021(4) 0.002(3) 0.011(3) 0.003(3) C13 0.019(4) 0.019(4) 0.025(4) 0.003(3) 0.010(3) 0.003(3) C14 0.023(4) 0.018(4) 0.021(4) 0.004(3) 0.008(3) 0.002(3) _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 2.253(8) . ? Hg1 Br1 2.4815(11) . ? Hg1 Br3 2.5812(10) . ? Hg1 Br2 2.9325(10) . ? Hg2 N2 2.246(8) . ? Hg2 Br4 2.4930(10) . ? Hg2 Br2 2.5879(10) 1_655 ? Hg2 Br3 2.9063(10) . ? Br2 Hg2 2.5879(10) 1_455 ? O1 C7 1.416(11) . ? O1 H01A 0.8400 . ? O1 H01B 0.8400 . ? O2 C14 1.425(12) . ? O2 H02A 0.8400 . ? O2 H02B 0.8400 . ? N1 C1 1.349(14) . ? N1 C5 1.367(12) . ? N2 C8 1.337(12) . ? N2 C12 1.353(11) . ? C1 C2 1.383(16) . ? C1 H1A 0.9500 . ? C2 C3 1.377(19) . ? C2 H2A 0.9500 . ? C3 C4 1.387(18) . ? C3 H3 0.9500 . ? C4 C5 1.390(14) . ? C4 H4 0.9500 . ? C5 C6 1.502(14) . ? C6 C7 1.533(14) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.390(14) . ? C8 H8 0.9500 . ? C9 C10 1.404(16) . ? C9 H9 0.9500 . ? C10 C11 1.415(15) . ? C10 H10 0.9500 . ? C11 C12 1.378(13) . ? C11 H11 0.9500 . ? C12 C13 1.509(13) . ? C13 C14 1.501(12) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? 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 Br1 129.8(2) . . ? N1 Hg1 Br3 105.8(2) . . ? Br1 Hg1 Br3 123.40(4) . . ? N1 Hg1 Br2 91.2(2) . . ? Br1 Hg1 Br2 96.45(3) . . ? Br3 Hg1 Br2 91.70(3) . . ? N2 Hg2 Br4 129.1(2) . . ? N2 Hg2 Br2 107.7(2) . 1_655 ? Br4 Hg2 Br2 121.33(4) . 1_655 ? N2 Hg2 Br3 94.64(19) . . ? Br4 Hg2 Br3 95.94(3) . . ? Br2 Hg2 Br3 92.48(3) 1_655 . ? Hg2 Br2 Hg1 95.10(3) 1_455 . ? Hg1 Br3 Hg2 94.52(3) . . ? C7 O1 H01A 109.5 . . ? C7 O1 H01B 109.6 . . ? H01A O1 H01B 104.9 . . ? C14 O2 H02A 109.5 . . ? C14 O2 H02B 109.5 . . ? H02A O2 H02B 97.6 . . ? C1 N1 C5 120.0(9) . . ? C1 N1 Hg1 116.8(7) . . ? C5 N1 Hg1 123.2(6) . . ? C8 N2 C12 120.4(8) . . ? C8 N2 Hg2 116.2(6) . . ? C12 N2 Hg2 123.3(6) . . ? N1 C1 C2 121.5(11) . . ? N1 C1 H1A 119.3 . . ? C2 C1 H1A 119.3 . . ? C3 C2 C1 119.6(11) . . ? C3 C2 H2A 120.2 . . ? C1 C2 H2A 120.2 . . ? C2 C3 C4 118.8(10) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C3 C4 C5 120.5(11) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? N1 C5 C4 119.6(10) . . ? N1 C5 C6 119.1(8) . . ? C4 C5 C6 121.3(9) . . ? C5 C6 C7 113.2(8) . . ? C5 C6 H6A 108.9 . . ? C7 C6 H6A 108.9 . . ? C5 C6 H6B 108.9 . . ? C7 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? O1 C7 C6 109.4(8) . . ? O1 C7 H7A 109.8 . . ? C6 C7 H7A 109.8 . . ? O1 C7 H7B 109.8 . . ? C6 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? N2 C8 C9 123.2(10) . . ? N2 C8 H8 118.4 . . ? C9 C8 H8 118.4 . . ? C8 C9 C10 117.6(10) . . ? C8 C9 H9 121.2 . . ? C10 C9 H9 121.2 . . ? C9 C10 C11 118.3(10) . . ? C9 C10 H10 120.9 . . ? C11 C10 H10 120.9 . . ? C12 C11 C10 120.6(10) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? N2 C12 C11 119.9(9) . . ? N2 C12 C13 119.2(8) . . ? C11 C12 C13 120.9(9) . . ? C14 C13 C12 112.2(7) . . ? C14 C13 H13A 109.2 . . ? C12 C13 H13A 109.2 . . ? C14 C13 H13B 109.2 . . ? C12 C13 H13B 109.2 . . ? H13A C13 H13B 107.9 . . ? O2 C14 C13 111.0(8) . . ? O2 C14 H14A 109.4 . . ? C13 C14 H14A 109.4 . . ? O2 C14 H14B 109.4 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Hg1 Br2 Hg2 115.2(2) . . . 1_455 ? Br1 Hg1 Br2 Hg2 -15.08(4) . . . 1_455 ? Br3 Hg1 Br2 Hg2 -138.97(4) . . . 1_455 ? N1 Hg1 Br3 Hg2 -95.5(2) . . . . ? Br1 Hg1 Br3 Hg2 73.91(5) . . . . ? Br2 Hg1 Br3 Hg2 172.78(3) . . . . ? N2 Hg2 Br3 Hg1 -113.1(2) . . . . ? Br4 Hg2 Br3 Hg1 17.03(4) . . . . ? Br2 Hg2 Br3 Hg1 138.88(4) 1_655 . . . ? Br1 Hg1 N1 C1 179.8(6) . . . . ? Br3 Hg1 N1 C1 -11.7(8) . . . . ? Br2 Hg1 N1 C1 80.4(7) . . . . ? Br1 Hg1 N1 C5 0.4(8) . . . . ? Br3 Hg1 N1 C5 169.0(7) . . . . ? Br2 Hg1 N1 C5 -99.0(7) . . . . ? Br4 Hg2 N2 C8 178.4(6) . . . . ? Br2 Hg2 N2 C8 14.1(7) 1_655 . . . ? Br3 Hg2 N2 C8 -80.1(7) . . . . ? Br4 Hg2 N2 C12 -3.1(8) . . . . ? Br2 Hg2 N2 C12 -167.5(6) 1_655 . . . ? Br3 Hg2 N2 C12 98.4(7) . . . . ? C5 N1 C1 C2 1.1(15) . . . . ? Hg1 N1 C1 C2 -178.3(8) . . . . ? N1 C1 C2 C3 -1.7(17) . . . . ? C1 C2 C3 C4 1.2(17) . . . . ? C2 C3 C4 C5 -0.1(16) . . . . ? C1 N1 C5 C4 0.0(14) . . . . ? Hg1 N1 C5 C4 179.4(7) . . . . ? C1 N1 C5 C6 -179.7(9) . . . . ? Hg1 N1 C5 C6 -0.3(11) . . . . ? C3 C4 C5 N1 -0.5(15) . . . . ? C3 C4 C5 C6 179.1(9) . . . . ? N1 C5 C6 C7 -79.1(10) . . . . ? C4 C5 C6 C7 101.2(11) . . . . ? C5 C6 C7 O1 -58.7(11) . . . . ? C12 N2 C8 C9 0.3(14) . . . . ? Hg2 N2 C8 C9 178.8(8) . . . . ? N2 C8 C9 C10 0.8(15) . . . . ? C8 C9 C10 C11 -0.8(15) . . . . ? C9 C10 C11 C12 -0.3(15) . . . . ? C8 N2 C12 C11 -1.5(13) . . . . ? Hg2 N2 C12 C11 -179.9(7) . . . . ? C8 N2 C12 C13 179.7(8) . . . . ? Hg2 N2 C12 C13 1.4(11) . . . . ? C10 C11 C12 N2 1.5(14) . . . . ? C10 C11 C12 C13 -179.8(9) . . . . ? N2 C12 C13 C14 79.5(10) . . . . ? C11 C12 C13 C14 -99.3(10) . . . . ? C12 C13 C14 O2 57.8(10) . . . . ? _diffrn_measured_fraction_theta_max 0.882 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 5.270 _refine_diff_density_min -5.650 _refine_diff_density_rms 0.538 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 768939' #TrackingRef '- 1-3-1regenerated CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Hg2 I4 N2 O2' _chemical_formula_weight 1155.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4740 1.8120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3890 9.2270 '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 8.2332(2) _cell_length_b 9.5688(2) _cell_length_c 15.3779(3) _cell_angle_alpha 101.358(2) _cell_angle_beta 99.013(2) _cell_angle_gamma 90.974(2) _cell_volume 1171.67(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8238 _cell_measurement_theta_min 3.3291 _cell_measurement_theta_max 32.7134 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.274 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 18.366 _exptl_absorpt_correction_T_min 0.0793 _exptl_absorpt_correction_T_max 0.1367 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13453 _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_sigmaI/netI 0.0501 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.33 _diffrn_reflns_theta_max 32.80 _reflns_number_total 7673 _reflns_number_gt 5984 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0847P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7673 _refine_ls_number_parameters 219 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0652 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1337 _refine_ls_wR_factor_gt 0.1280 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 0.14016(4) 0.14745(3) 0.28206(2) 0.03008(9) Uani 1 1 d . . . Hg2 Hg 0.63964(4) 0.03204(3) 0.28447(2) 0.02867(9) Uani 1 1 d . . . I1 I -0.01467(7) -0.04697(6) 0.14663(4) 0.03185(13) Uani 1 1 d . . . I2 I -0.10989(6) 0.17396(6) 0.41341(3) 0.02758(12) Uani 1 1 d . . . I3 I 0.38652(6) 0.09338(6) 0.41133(3) 0.02834(12) Uani 1 1 d . . . I4 I 0.49056(7) 0.13896(6) 0.14802(4) 0.02995(13) Uani 1 1 d . . . O1 O 0.1188(8) 0.4272(7) 0.0429(4) 0.0351(14) Uani 1 1 d . . . H01A H 0.1642 0.3918 -0.0011 0.053 Uiso 0.50 1 calc PR A 1 H01B H 0.0447 0.4645 0.0123 0.053 Uiso 0.50 1 d PR A 2 O2 O 0.6171(8) -0.3974(7) 0.0442(4) 0.0359(14) Uani 1 1 d . . . H02A H 0.6803 -0.3855 0.0081 0.054 Uiso 0.50 1 calc PR B 1 H02B H 0.5469 -0.4516 0.0066 0.054 Uiso 0.50 1 d PR B 2 N1 N 0.1587(9) 0.3905(7) 0.2912(5) 0.0265(14) Uani 1 1 d . . . N2 N 0.6538(8) -0.2041(7) 0.2909(4) 0.0221(12) Uani 1 1 d . . . C1 C 0.2611(14) 0.4635(10) 0.3641(7) 0.041(2) Uani 1 1 d . . . H1 H 0.3228 0.4135 0.4046 0.050 Uiso 1 1 calc R . . C2 C 0.2763(14) 0.6147(11) 0.3799(8) 0.044(3) Uani 1 1 d . . . H2 H 0.3463 0.6666 0.4316 0.053 Uiso 1 1 calc R . . C3 C 0.1900(15) 0.6837(10) 0.3208(8) 0.050(3) Uani 1 1 d . . . H3 H 0.2011 0.7847 0.3299 0.060 Uiso 1 1 calc R . . C4 C 0.0880(15) 0.6090(10) 0.2486(8) 0.043(2) Uani 1 1 d . . . H4 H 0.0267 0.6588 0.2079 0.051 Uiso 1 1 calc R . . C5 C 0.0705(11) 0.4589(8) 0.2324(6) 0.0275(16) Uani 1 1 d . . . C6 C -0.0426(10) 0.3758(9) 0.1526(6) 0.0271(16) Uani 1 1 d . . . H6A H -0.1275 0.4389 0.1314 0.033 Uiso 1 1 calc R . . H6B H -0.0993 0.2970 0.1709 0.033 Uiso 1 1 calc R . . C7 C 0.0467(11) 0.3147(10) 0.0763(6) 0.0298(17) Uani 1 1 d . . . H7A H 0.1340 0.2537 0.0974 0.036 Uiso 1 1 calc R . . H7B H -0.0315 0.2546 0.0271 0.036 Uiso 1 1 calc R . . C8 C 0.7562(11) -0.2345(9) 0.3620(6) 0.0301(17) Uani 1 1 d . . . H8 H 0.8183 -0.1578 0.4031 0.036 Uiso 1 1 calc R . . C9 C 0.7755(12) -0.3729(10) 0.3784(7) 0.0340(19) Uani 1 1 d . . . H9 H 0.8478 -0.3904 0.4293 0.041 Uiso 1 1 calc R . . C10 C 0.6843(13) -0.4828(10) 0.3170(7) 0.037(2) Uani 1 1 d . . . H10 H 0.6942 -0.5785 0.3250 0.044 Uiso 1 1 calc R . . C11 C 0.5778(11) -0.4529(8) 0.2435(6) 0.0275(16) Uani 1 1 d . . . H11 H 0.5141 -0.5281 0.2019 0.033 Uiso 1 1 calc R . . C12 C 0.5652(10) -0.3117(8) 0.2312(6) 0.0239(15) Uani 1 1 d . . . C13 C 0.4532(9) -0.2784(8) 0.1526(5) 0.0232(14) Uani 1 1 d . . . H13A H 0.4008 -0.1875 0.1716 0.028 Uiso 1 1 calc R . . H13B H 0.3649 -0.3546 0.1314 0.028 Uiso 1 1 calc R . . C14 C 0.5457(10) -0.2660(9) 0.0750(5) 0.0262(15) Uani 1 1 d . . . H14A H 0.4686 -0.2407 0.0250 0.031 Uiso 1 1 calc R . . H14B H 0.6333 -0.1891 0.0957 0.031 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 0.03436(18) 0.02040(15) 0.03177(17) 0.00620(11) -0.00666(13) -0.00241(11) Hg2 0.03306(18) 0.01962(14) 0.03059(17) 0.00612(10) -0.00441(12) 0.00080(11) I1 0.0358(3) 0.0209(2) 0.0343(3) -0.00044(19) 0.0004(2) -0.0044(2) I2 0.0222(2) 0.0339(3) 0.0243(2) 0.00111(18) 0.00288(18) -0.00314(19) I3 0.0228(2) 0.0405(3) 0.0226(2) 0.00823(19) 0.00328(18) 0.0067(2) I4 0.0360(3) 0.0247(2) 0.0301(3) 0.01154(19) 0.0007(2) 0.0039(2) O1 0.039(4) 0.038(4) 0.035(3) 0.018(3) 0.011(3) 0.007(3) O2 0.036(3) 0.037(4) 0.033(3) -0.003(2) 0.014(3) 0.001(3) N1 0.033(4) 0.020(3) 0.027(3) 0.001(2) 0.012(3) -0.004(3) N2 0.031(3) 0.017(3) 0.018(3) 0.002(2) 0.003(2) 0.005(2) C1 0.052(6) 0.029(5) 0.040(5) -0.006(4) 0.015(5) -0.008(4) C2 0.052(6) 0.030(5) 0.050(6) -0.007(4) 0.026(5) -0.011(4) C3 0.072(8) 0.015(4) 0.066(7) -0.004(4) 0.039(6) -0.009(4) C4 0.062(7) 0.017(4) 0.055(6) 0.011(4) 0.024(5) 0.010(4) C5 0.035(4) 0.017(3) 0.037(4) 0.011(3) 0.021(4) 0.004(3) C6 0.027(4) 0.023(4) 0.038(4) 0.016(3) 0.013(3) 0.010(3) C7 0.033(4) 0.033(4) 0.026(4) 0.011(3) 0.005(3) 0.008(3) C8 0.039(5) 0.021(4) 0.032(4) 0.006(3) 0.012(4) 0.009(3) C9 0.043(5) 0.029(4) 0.035(5) 0.015(3) 0.009(4) 0.012(4) C10 0.046(5) 0.020(4) 0.050(6) 0.017(3) 0.013(4) 0.005(3) C11 0.032(4) 0.017(3) 0.036(4) 0.007(3) 0.010(3) 0.002(3) C12 0.029(4) 0.015(3) 0.031(4) 0.004(3) 0.015(3) 0.001(3) C13 0.021(3) 0.021(3) 0.028(4) 0.006(3) 0.004(3) 0.000(3) C14 0.027(4) 0.027(4) 0.024(4) 0.002(3) 0.007(3) -0.006(3) _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 2.303(7) . ? Hg1 I1 2.6429(6) . ? Hg1 I3 2.7406(6) . ? Hg1 I2 3.0824(6) . ? Hg2 N2 2.285(6) . ? Hg2 I4 2.6528(6) . ? Hg2 I2 2.7553(6) 1_655 ? Hg2 I3 3.0591(6) . ? I2 Hg2 2.7553(6) 1_455 ? O1 C7 1.437(11) . ? O1 H01A 0.8400 . ? O1 H01B 0.8400 . ? O2 C14 1.424(10) . ? O2 H02A 0.8400 . ? O2 H02B 0.8400 . ? N1 C5 1.348(11) . ? N1 C1 1.353(12) . ? N2 C12 1.351(10) . ? N2 C8 1.355(11) . ? C1 C2 1.419(14) . ? C1 H1 0.9500 . ? C2 C3 1.348(18) . ? C2 H2 0.9500 . ? C3 C4 1.350(17) . ? C3 H3 0.9500 . ? C4 C5 1.409(11) . ? C4 H4 0.9500 . ? C5 C6 1.495(13) . ? C6 C7 1.509(12) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.403(11) . ? C8 H8 0.9500 . ? C9 C10 1.386(14) . ? C9 H9 0.9500 . ? C10 C11 1.398(14) . ? C10 H10 0.9500 . ? C11 C12 1.404(10) . ? C11 H11 0.9500 . ? C12 C13 1.492(11) . ? C13 C14 1.535(11) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? 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 I1 127.14(18) . . ? N1 Hg1 I3 105.45(19) . . ? I1 Hg1 I3 124.82(2) . . ? N1 Hg1 I2 92.38(17) . . ? I1 Hg1 I2 100.88(2) . . ? I3 Hg1 I2 91.442(18) . . ? N2 Hg2 I4 126.52(16) . . ? N2 Hg2 I2 106.31(17) . 1_655 ? I4 Hg2 I2 124.02(2) . 1_655 ? N2 Hg2 I3 94.97(16) . . ? I4 Hg2 I3 99.554(19) . . ? I2 Hg2 I3 92.301(18) 1_655 . ? Hg2 I2 Hg1 93.438(18) 1_455 . ? Hg1 I3 Hg2 94.742(18) . . ? C7 O1 H01A 109.5 . . ? C7 O1 H01B 109.5 . . ? H01A O1 H01B 94.6 . . ? C14 O2 H02A 109.5 . . ? C14 O2 H02B 109.5 . . ? H02A O2 H02B 96.5 . . ? C5 N1 C1 121.1(8) . . ? C5 N1 Hg1 124.2(5) . . ? C1 N1 Hg1 114.6(7) . . ? C12 N2 C8 119.2(7) . . ? C12 N2 Hg2 124.8(5) . . ? C8 N2 Hg2 116.0(5) . . ? N1 C1 C2 120.0(11) . . ? N1 C1 H1 120.0 . . ? C2 C1 H1 120.0 . . ? C3 C2 C1 119.2(11) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 119.9(9) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C3 C4 C5 121.6(10) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? N1 C5 C4 118.2(9) . . ? N1 C5 C6 120.1(7) . . ? C4 C5 C6 121.7(8) . . ? C5 C6 C7 112.6(7) . . ? C5 C6 H6A 109.1 . . ? C7 C6 H6A 109.1 . . ? C5 C6 H6B 109.1 . . ? C7 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? O1 C7 C6 110.5(7) . . ? O1 C7 H7A 109.6 . . ? C6 C7 H7A 109.6 . . ? O1 C7 H7B 109.6 . . ? C6 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? N2 C8 C9 123.7(8) . . ? N2 C8 H8 118.2 . . ? C9 C8 H8 118.2 . . ? C10 C9 C8 116.9(9) . . ? C10 C9 H9 121.5 . . ? C8 C9 H9 121.5 . . ? C9 C10 C11 120.0(8) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C11 C12 119.9(8) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? N2 C12 C11 120.3(8) . . ? N2 C12 C13 119.2(7) . . ? C11 C12 C13 120.5(7) . . ? C12 C13 C14 111.8(7) . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? O2 C14 C13 110.4(7) . . ? O2 C14 H14A 109.6 . . ? C13 C14 H14A 109.6 . . ? O2 C14 H14B 109.6 . . ? C13 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Hg1 I2 Hg2 114.38(19) . . . 1_455 ? I1 Hg1 I2 Hg2 -14.19(2) . . . 1_455 ? I3 Hg1 I2 Hg2 -140.09(2) . . . 1_455 ? N1 Hg1 I3 Hg2 -92.84(17) . . . . ? I1 Hg1 I3 Hg2 69.95(3) . . . . ? I2 Hg1 I3 Hg2 174.283(17) . . . . ? N2 Hg2 I3 Hg1 -113.33(16) . . . . ? I4 Hg2 I3 Hg1 15.01(2) . . . . ? I2 Hg2 I3 Hg1 140.07(2) 1_655 . . . ? I1 Hg1 N1 C5 10.3(7) . . . . ? I3 Hg1 N1 C5 172.5(6) . . . . ? I2 Hg1 N1 C5 -95.3(6) . . . . ? I1 Hg1 N1 C1 -172.9(6) . . . . ? I3 Hg1 N1 C1 -10.7(7) . . . . ? I2 Hg1 N1 C1 81.5(6) . . . . ? I4 Hg2 N2 C12 -11.1(7) . . . . ? I2 Hg2 N2 C12 -171.5(6) 1_655 . . . ? I3 Hg2 N2 C12 94.7(6) . . . . ? I4 Hg2 N2 C8 170.9(5) . . . . ? I2 Hg2 N2 C8 10.5(6) 1_655 . . . ? I3 Hg2 N2 C8 -83.3(6) . . . . ? C5 N1 C1 C2 0.4(13) . . . . ? Hg1 N1 C1 C2 -176.6(7) . . . . ? N1 C1 C2 C3 -1.2(15) . . . . ? C1 C2 C3 C4 1.5(16) . . . . ? C2 C3 C4 C5 -0.9(16) . . . . ? C1 N1 C5 C4 0.2(12) . . . . ? Hg1 N1 C5 C4 176.8(6) . . . . ? C1 N1 C5 C6 -179.7(8) . . . . ? Hg1 N1 C5 C6 -3.0(10) . . . . ? C3 C4 C5 N1 0.0(14) . . . . ? C3 C4 C5 C6 179.9(9) . . . . ? N1 C5 C6 C7 -81.3(9) . . . . ? C4 C5 C6 C7 98.8(9) . . . . ? C5 C6 C7 O1 -63.7(9) . . . . ? C12 N2 C8 C9 -0.5(12) . . . . ? Hg2 N2 C8 C9 177.6(7) . . . . ? N2 C8 C9 C10 0.5(14) . . . . ? C8 C9 C10 C11 -0.7(14) . . . . ? C9 C10 C11 C12 0.9(14) . . . . ? C8 N2 C12 C11 0.7(11) . . . . ? Hg2 N2 C12 C11 -177.2(6) . . . . ? C8 N2 C12 C13 -179.7(7) . . . . ? Hg2 N2 C12 C13 2.4(10) . . . . ? C10 C11 C12 N2 -0.9(12) . . . . ? C10 C11 C12 C13 179.5(8) . . . . ? N2 C12 C13 C14 83.5(9) . . . . ? C11 C12 C13 C14 -97.0(8) . . . . ? C12 C13 C14 O2 61.1(8) . . . . ? _diffrn_measured_fraction_theta_max 0.881 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 3.897 _refine_diff_density_min -3.656 _refine_diff_density_rms 0.395 #===END data_1-Regenerated _database_code_depnum_ccdc_archive 'CCDC 768940' #TrackingRef '- 1-3-1regenerated CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Cl4 Hg2 N2 O2' _chemical_formula_weight 789.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3890 9.2270 '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 7.5737(11) _cell_length_b 9.2458(10) _cell_length_c 14.6588(13) _cell_angle_alpha 102.113(8) _cell_angle_beta 103.806(10) _cell_angle_gamma 90.655(10) _cell_volume 972.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4721 _cell_measurement_theta_min 3.2415 _cell_measurement_theta_max 32.3379 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.695 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 16.325 _exptl_absorpt_correction_T_min 0.1112 _exptl_absorpt_correction_T_max 0.1475 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11683 _diffrn_reflns_av_R_equivalents 0.0904 _diffrn_reflns_av_sigmaI/netI 0.0838 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 33.29 _reflns_number_total 6339 _reflns_number_gt 4708 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.1491P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6339 _refine_ls_number_parameters 216 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0934 _refine_ls_R_factor_gt 0.0734 _refine_ls_wR_factor_ref 0.2547 _refine_ls_wR_factor_gt 0.2137 _refine_ls_goodness_of_fit_ref 1.262 _refine_ls_restrained_S_all 1.262 _refine_ls_shift/su_max 0.002 _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 0.12563(6) 0.15204(5) 0.28260(3) 0.02628(16) Uani 1 1 d . . . Hg2 Hg 0.62081(6) 0.03475(5) 0.28684(3) 0.02588(16) Uani 1 1 d . . . Cl1 Cl -0.0386(4) -0.0479(4) 0.1645(2) 0.0324(6) Uani 1 1 d . . . Cl2 Cl -0.1072(4) 0.1746(4) 0.4046(2) 0.0287(6) Uani 1 1 d . . . Cl3 Cl 0.3923(4) 0.1041(3) 0.40713(19) 0.0263(6) Uani 1 1 d . . . Cl4 Cl 0.4612(4) 0.1545(4) 0.1673(2) 0.0307(6) Uani 1 1 d . . . O1 O 0.1042(12) 0.3985(11) 0.0361(7) 0.0312(19) Uani 1 1 d . . . H01A H 0.1411 0.3587 -0.0124 0.047 Uiso 0.50 1 calc PR A 1 H01B H 0.0288 0.4591 0.0183 0.047 Uiso 0.50 1 d PR A 2 O2 O 0.6049(13) -0.3723(12) 0.0354(7) 0.033(2) Uani 1 1 d . . . H02A H 0.6341 -0.4186 0.0797 0.050 Uiso 0.50 1 calc PR B 1 H02B H 0.7195 -0.3569 0.0550 0.050 Uiso 0.50 1 d PR B 2 N1 N 0.1417(13) 0.3929(10) 0.2954(7) 0.0181(17) Uani 1 1 d . . . N2 N 0.6348(11) -0.2001(10) 0.2975(6) 0.0155(16) Uiso 1 1 d . . . C1 C 0.2538(18) 0.4786(16) 0.3759(9) 0.029(3) Uani 1 1 d . . . H1 H 0.3243 0.4309 0.4225 0.035 Uiso 1 1 calc R . . C2 C 0.2697(18) 0.6299(15) 0.3928(10) 0.033(3) Uani 1 1 d . . . H2 H 0.3478 0.6858 0.4505 0.039 Uiso 1 1 calc R . . C3 C 0.1704(19) 0.7001(16) 0.3249(10) 0.034(3) Uani 1 1 d . . . H3 H 0.1786 0.8050 0.3346 0.041 Uiso 1 1 calc R . . C4 C 0.0588(18) 0.6135(16) 0.2422(10) 0.031(3) Uani 1 1 d . . . H4 H -0.0079 0.6598 0.1938 0.038 Uiso 1 1 calc R . . C5 C 0.0420(15) 0.4586(13) 0.2284(8) 0.022(2) Uani 1 1 d . . . C6 C -0.0802(14) 0.3644(12) 0.1409(7) 0.0193(19) Uani 1 1 d . . . H6A H -0.1725 0.4265 0.1109 0.023 Uiso 1 1 calc R . . H6B H -0.1454 0.2871 0.1604 0.023 Uiso 1 1 calc R . . C7 C 0.0169(15) 0.2901(13) 0.0670(8) 0.022(2) Uani 1 1 d . . . H7A H 0.1078 0.2255 0.0954 0.027 Uiso 1 1 calc R . . H7B H -0.0717 0.2275 0.0114 0.027 Uiso 1 1 calc R . . C8 C 0.7475(15) -0.2301(13) 0.3760(8) 0.022(2) Uani 1 1 d . . . H8 H 0.8156 -0.1505 0.4239 0.026 Uiso 1 1 calc R . . C9 C 0.7677(16) -0.3731(13) 0.3893(8) 0.023(2) Uani 1 1 d . . . H9 H 0.8473 -0.3918 0.4457 0.028 Uiso 1 1 calc R . . C10 C 0.6699(17) -0.4883(12) 0.3188(9) 0.025(2) Uani 1 1 d . . . H10 H 0.6801 -0.5879 0.3258 0.030 Uiso 1 1 calc R . . C11 C 0.5551(16) -0.4544(11) 0.2369(8) 0.020(2) Uani 1 1 d . . . H11 H 0.4888 -0.5321 0.1867 0.024 Uiso 1 1 calc R . . C12 C 0.5375(15) -0.3095(13) 0.2284(8) 0.020(2) Uani 1 1 d . . . C13 C 0.4122(15) -0.2711(12) 0.1407(8) 0.022(2) Uani 1 1 d . . . H13A H 0.3497 -0.1810 0.1611 0.026 Uiso 1 1 calc R . . H13B H 0.3180 -0.3532 0.1096 0.026 Uiso 1 1 calc R . . C14 C 0.5178(16) -0.2440(13) 0.0676(8) 0.022(2) Uani 1 1 d . . . H14A H 0.4326 -0.2172 0.0119 0.026 Uiso 1 1 calc R . . H14B H 0.6100 -0.1603 0.0980 0.026 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 0.0308(3) 0.0235(3) 0.0189(2) -0.00112(18) 0.00011(17) 0.00528(17) Hg2 0.0307(3) 0.0210(2) 0.0203(2) -0.00139(17) 0.00019(17) 0.00852(17) Cl1 0.0383(15) 0.0240(14) 0.0257(14) -0.0055(11) 0.0004(11) -0.0021(11) Cl2 0.0256(12) 0.0374(16) 0.0157(12) -0.0068(11) 0.0021(9) 0.0022(11) Cl3 0.0265(12) 0.0338(15) 0.0144(11) -0.0007(10) 0.0016(9) 0.0110(11) Cl4 0.0381(15) 0.0273(14) 0.0244(13) 0.0073(11) 0.0013(11) 0.0124(12) O1 0.035(5) 0.035(5) 0.028(5) 0.007(4) 0.014(4) 0.007(4) O2 0.033(4) 0.040(5) 0.025(4) -0.002(4) 0.013(4) 0.008(4) N1 0.025(4) 0.010(4) 0.017(4) -0.004(3) 0.007(3) -0.005(3) C1 0.034(6) 0.032(7) 0.015(5) -0.007(5) 0.004(4) 0.006(5) C2 0.036(6) 0.026(6) 0.027(6) -0.017(5) 0.012(5) 0.000(5) C3 0.039(7) 0.027(6) 0.032(7) -0.006(5) 0.012(6) 0.012(5) C4 0.034(6) 0.034(7) 0.028(6) 0.003(5) 0.015(5) 0.016(5) C5 0.027(5) 0.023(5) 0.017(5) 0.001(4) 0.009(4) 0.009(4) C6 0.019(4) 0.022(5) 0.013(4) 0.000(4) -0.001(3) 0.006(4) C7 0.022(5) 0.021(5) 0.017(5) -0.003(4) -0.002(4) 0.005(4) C8 0.024(5) 0.021(5) 0.014(5) -0.001(4) -0.005(4) 0.007(4) C9 0.026(5) 0.025(6) 0.019(5) 0.004(4) 0.005(4) 0.009(4) C10 0.035(6) 0.010(4) 0.026(6) -0.002(4) 0.006(5) 0.003(4) C11 0.032(5) 0.004(4) 0.019(5) -0.004(4) 0.003(4) 0.000(4) C12 0.029(5) 0.018(5) 0.014(4) 0.004(4) 0.007(4) 0.010(4) C13 0.026(5) 0.020(5) 0.015(4) -0.002(4) 0.003(4) 0.007(4) C14 0.029(5) 0.025(5) 0.014(4) 0.003(4) 0.011(4) 0.009(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 2.194(9) . ? Hg1 Cl1 2.353(3) . ? Hg1 Cl3 2.492(3) . ? Hg1 Cl2 2.777(3) . ? Hg2 N2 2.212(9) . ? Hg2 Cl4 2.365(3) . ? Hg2 Cl2 2.490(3) 1_655 ? Hg2 Cl3 2.743(3) . ? Cl2 Hg2 2.490(3) 1_455 ? O1 C7 1.402(15) . ? O1 H01A 0.8400 . ? O1 H01B 0.8400 . ? O2 C14 1.413(14) . ? O2 H02A 0.8400 . ? O2 H02B 0.8469 . ? N1 C5 1.346(14) . ? N1 C1 1.362(15) . ? N2 C12 1.337(14) . ? N2 C8 1.342(13) . ? C1 C2 1.367(18) . ? C1 H1 0.9500 . ? C2 C3 1.38(2) . ? C2 H2 0.9500 . ? C3 C4 1.38(2) . ? C3 H3 0.9500 . ? C4 C5 1.403(18) . ? C4 H4 0.9500 . ? C5 C6 1.485(15) . ? C6 C7 1.506(15) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.381(16) . ? C8 H8 0.9500 . ? C9 C10 1.380(16) . ? C9 H9 0.9500 . ? C10 C11 1.401(17) . ? C10 H10 0.9500 . ? C11 C12 1.376(14) . ? C11 H11 0.9500 . ? C12 C13 1.516(15) . ? C13 C14 1.539(16) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? 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 Cl1 133.7(3) . . ? N1 Hg1 Cl3 105.2(3) . . ? Cl1 Hg1 Cl3 119.56(11) . . ? N1 Hg1 Cl2 91.8(2) . . ? Cl1 Hg1 Cl2 96.59(10) . . ? Cl3 Hg1 Cl2 93.40(9) . . ? N2 Hg2 Cl4 133.2(2) . . ? N2 Hg2 Cl2 107.4(2) . 1_655 ? Cl4 Hg2 Cl2 116.84(12) . 1_655 ? N2 Hg2 Cl3 95.1(2) . . ? Cl4 Hg2 Cl3 95.73(10) . . ? Cl2 Hg2 Cl3 94.58(9) 1_655 . ? Hg2 Cl2 Hg1 98.04(9) 1_455 . ? Hg1 Cl3 Hg2 96.40(9) . . ? C7 O1 H01A 109.5 . . ? C7 O1 H01B 109.4 . . ? C14 O2 H02A 109.5 . . ? C14 O2 H02B 110.4 . . ? C5 N1 C1 119.2(10) . . ? C5 N1 Hg1 122.6(7) . . ? C1 N1 Hg1 118.2(8) . . ? C12 N2 C8 120.6(10) . . ? C12 N2 Hg2 122.0(7) . . ? C8 N2 Hg2 117.4(7) . . ? N1 C1 C2 123.1(13) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 118.9(13) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C4 118.2(13) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C3 C4 C5 121.3(13) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? N1 C5 C4 119.2(11) . . ? N1 C5 C6 118.8(10) . . ? C4 C5 C6 122.0(11) . . ? C5 C6 C7 114.0(9) . . ? C5 C6 H6A 108.8 . . ? C7 C6 H6A 108.8 . . ? C5 C6 H6B 108.8 . . ? C7 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? O1 C7 C6 109.3(9) . . ? O1 C7 H7A 109.8 . . ? C6 C7 H7A 109.8 . . ? O1 C7 H7B 109.8 . . ? C6 C7 H7B 109.8 . . ? H7A C7 H7B 108.3 . . ? N2 C8 C9 122.1(10) . . ? N2 C8 H8 119.0 . . ? C9 C8 H8 119.0 . . ? C10 C9 C8 118.6(11) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? C9 C10 C11 118.3(11) . . ? C9 C10 H10 120.9 . . ? C11 C10 H10 120.9 . . ? C12 C11 C10 120.5(10) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? N2 C12 C11 119.9(10) . . ? N2 C12 C13 119.0(10) . . ? C11 C12 C13 121.1(10) . . ? C12 C13 C14 111.6(9) . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 108.0 . . ? O2 C14 C13 110.5(10) . . ? O2 C14 H14A 109.5 . . ? C13 C14 H14A 109.5 . . ? O2 C14 H14B 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 108.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Hg1 Cl2 Hg2 116.1(3) . . . 1_455 ? Cl1 Hg1 Cl2 Hg2 -18.36(13) . . . 1_455 ? Cl3 Hg1 Cl2 Hg2 -138.65(12) . . . 1_455 ? N1 Hg1 Cl3 Hg2 -95.9(3) . . . . ? Cl1 Hg1 Cl3 Hg2 71.80(14) . . . . ? Cl2 Hg1 Cl3 Hg2 171.36(10) . . . . ? N2 Hg2 Cl3 Hg1 -113.6(2) . . . . ? Cl4 Hg2 Cl3 Hg1 20.86(13) . . . . ? Cl2 Hg2 Cl3 Hg1 138.45(12) 1_655 . . . ? Cl1 Hg1 N1 C5 1.7(10) . . . . ? Cl3 Hg1 N1 C5 166.9(8) . . . . ? Cl2 Hg1 N1 C5 -99.1(8) . . . . ? Cl1 Hg1 N1 C1 179.9(7) . . . . ? Cl3 Hg1 N1 C1 -14.9(9) . . . . ? Cl2 Hg1 N1 C1 79.1(8) . . . . ? Cl4 Hg2 N2 C12 -1.7(9) . . . . ? Cl2 Hg2 N2 C12 -162.4(7) 1_655 . . . ? Cl3 Hg2 N2 C12 101.1(8) . . . . ? Cl4 Hg2 N2 C8 177.4(7) . . . . ? Cl2 Hg2 N2 C8 16.6(8) 1_655 . . . ? Cl3 Hg2 N2 C8 -79.8(8) . . . . ? C5 N1 C1 C2 0.5(18) . . . . ? Hg1 N1 C1 C2 -177.8(10) . . . . ? N1 C1 C2 C3 -1(2) . . . . ? C1 C2 C3 C4 0(2) . . . . ? C2 C3 C4 C5 2(2) . . . . ? C1 N1 C5 C4 1.2(16) . . . . ? Hg1 N1 C5 C4 179.5(8) . . . . ? C1 N1 C5 C6 -179.9(10) . . . . ? Hg1 N1 C5 C6 -1.7(13) . . . . ? C3 C4 C5 N1 -2.4(18) . . . . ? C3 C4 C5 C6 178.7(11) . . . . ? N1 C5 C6 C7 -77.8(13) . . . . ? C4 C5 C6 C7 101.0(13) . . . . ? C5 C6 C7 O1 -60.7(12) . . . . ? C12 N2 C8 C9 -0.3(17) . . . . ? Hg2 N2 C8 C9 -179.4(9) . . . . ? N2 C8 C9 C10 0.7(18) . . . . ? C8 C9 C10 C11 0.3(18) . . . . ? C9 C10 C11 C12 -1.6(19) . . . . ? C8 N2 C12 C11 -1.1(16) . . . . ? Hg2 N2 C12 C11 178.0(8) . . . . ? C8 N2 C12 C13 -179.8(10) . . . . ? Hg2 N2 C12 C13 -0.7(13) . . . . ? C10 C11 C12 N2 2.1(18) . . . . ? C10 C11 C12 C13 -179.3(11) . . . . ? N2 C12 C13 C14 80.3(12) . . . . ? C11 C12 C13 C14 -98.4(13) . . . . ? C12 C13 C14 O2 60.4(12) . . . . ? _diffrn_measured_fraction_theta_max 0.844 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 5.750 _refine_diff_density_min -10.174 _refine_diff_density_rms 0.587 #===END #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 768941' #TrackingRef '- ALL.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H9 Cl4 Hg2 N O' _chemical_formula_weight 666.13 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' Hg Hg -2.3894 9.2266 '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 7.4719(14) _cell_length_b 9.6025(15) _cell_length_c 9.6934(17) _cell_angle_alpha 75.965(14) _cell_angle_beta 78.872(15) _cell_angle_gamma 87.877(14) _cell_volume 662.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2619 _cell_measurement_theta_min 3.4455 _cell_measurement_theta_max 32.5621 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.342 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 588 _exptl_absorpt_coefficient_mu 23.942 _exptl_absorpt_correction_T_min 0.0524 _exptl_absorpt_correction_T_max 0.0815 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8766 _diffrn_reflns_av_R_equivalents 0.0240 _diffrn_reflns_av_sigmaI/netI 0.0456 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 32.63 _reflns_number_total 4329 _reflns_number_gt 2605 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0712P)^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 SHELXL _refine_ls_extinction_coef 0.0048(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4329 _refine_ls_number_parameters 138 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0656 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.1160 _refine_ls_wR_factor_gt 0.1097 _refine_ls_goodness_of_fit_ref 0.878 _refine_ls_restrained_S_all 0.878 _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 Hg1 Hg 0.74476(5) 0.90023(3) 0.57380(4) 0.05418(14) Uani 1 1 d . . . Hg2 Hg 0.26824(4) 0.98062(3) 0.95730(4) 0.05476(14) Uani 1 1 d . . . Cl1 Cl 0.8615(3) 1.0774(2) 0.6574(3) 0.0543(5) Uani 1 1 d . . . Cl2 Cl 0.3625(3) 0.9356(2) 0.6824(2) 0.0483(4) Uani 1 1 d . . . Cl3 Cl 0.4393(2) 1.18698(19) 0.9397(2) 0.0480(4) Uani 1 1 d . . . O1 O 0.9371(10) 0.7063(8) 0.7610(8) 0.0706(18) Uani 1 1 d . . . H101 H 1.0015 0.7364 0.8101 0.106 Uiso 1 1 calc R . . N1 N 0.7239(8) 0.6935(6) 0.5307(7) 0.0368(12) Uani 1 1 d . . . C1 C 0.7577(11) 0.6827(8) 0.3922(9) 0.0454(17) Uani 1 1 d . . . H1 H 0.7748 0.7683 0.3172 0.055 Uiso 1 1 calc R . . C2 C 0.7686(12) 0.5543(9) 0.3550(9) 0.053(2) Uani 1 1 d . . . H2 H 0.7930 0.5503 0.2562 0.063 Uiso 1 1 calc R . . C3 C 0.7436(12) 0.4301(9) 0.4640(10) 0.052(2) Uani 1 1 d . . . H3 H 0.7514 0.3388 0.4417 0.063 Uiso 1 1 calc R . . C4 C 0.7073(11) 0.4410(8) 0.6039(10) 0.050(2) Uani 1 1 d . . . H4 H 0.6895 0.3562 0.6798 0.060 Uiso 1 1 calc R . . C5 C 0.6958(10) 0.5735(7) 0.6377(8) 0.0392(15) Uani 1 1 d . . . C6 C 0.6549(12) 0.5862(9) 0.7902(10) 0.057(2) Uani 1 1 d . . . H6A H 0.5768 0.5042 0.8503 0.068 Uiso 1 1 calc R . . H6B H 0.5862 0.6755 0.7955 0.068 Uiso 1 1 calc R . . C7 C 0.8275(16) 0.5885(11) 0.8509(11) 0.069(3) Uani 1 1 d . . . H7A H 0.7965 0.5998 0.9516 0.083 Uiso 1 1 calc R . . H7B H 0.8944 0.4975 0.8513 0.083 Uiso 1 1 calc R . . Cl4 Cl 0.0488(2) 0.7980(2) 1.0391(2) 0.0483(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 Hg1 0.0757(2) 0.03730(17) 0.0532(2) -0.01709(14) -0.01135(17) -0.00870(14) Hg2 0.04768(19) 0.04382(18) 0.0702(3) -0.00302(16) -0.01695(15) -0.00812(13) Cl1 0.0641(11) 0.0444(10) 0.0616(14) -0.0244(9) -0.0131(10) -0.0059(9) Cl2 0.0510(9) 0.0567(11) 0.0352(10) -0.0084(8) -0.0075(8) 0.0063(8) Cl3 0.0458(9) 0.0372(8) 0.0611(13) -0.0097(8) -0.0130(9) 0.0003(7) O1 0.092(5) 0.071(4) 0.057(4) -0.021(4) -0.026(4) -0.005(4) N1 0.047(3) 0.028(3) 0.033(3) -0.008(2) -0.001(2) -0.004(2) C1 0.062(4) 0.035(3) 0.038(4) -0.009(3) -0.008(4) -0.003(3) C2 0.071(5) 0.053(5) 0.038(5) -0.023(4) -0.006(4) -0.003(4) C3 0.068(5) 0.041(4) 0.048(5) -0.016(4) -0.004(4) 0.003(4) C4 0.056(4) 0.031(3) 0.057(6) -0.007(3) -0.002(4) 0.000(3) C5 0.049(4) 0.029(3) 0.034(4) -0.005(3) 0.003(3) -0.002(3) C6 0.080(6) 0.039(4) 0.050(5) -0.017(4) -0.003(4) -0.004(4) C7 0.105(8) 0.057(6) 0.049(6) -0.017(5) -0.024(5) 0.030(5) Cl4 0.0504(9) 0.0450(9) 0.0472(11) -0.0072(8) -0.0063(8) -0.0110(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 Hg1 N1 2.143(6) . ? Hg1 Cl1 2.316(2) . ? Hg1 Cl2 2.8408(19) 2_676 ? Hg1 Cl2 2.885(2) . ? Hg2 Cl4 2.3300(18) . ? Hg2 Cl3 2.3512(19) . ? Hg2 Cl2 2.756(2) . ? Hg2 Cl3 2.8575(19) 2_677 ? Cl2 Hg1 2.8408(19) 2_676 ? Cl3 Hg2 2.8575(19) 2_677 ? O1 C7 1.423(13) . ? O1 H101 0.8400 . ? N1 C5 1.343(9) . ? N1 C1 1.346(10) . ? C1 C2 1.362(11) . ? C1 H1 0.9500 . ? C2 C3 1.379(12) . ? C2 H2 0.9500 . ? C3 C4 1.360(13) . ? C3 H3 0.9500 . ? C4 C5 1.384(10) . ? C4 H4 0.9500 . ? C5 C6 1.484(11) . ? C6 C7 1.520(14) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? 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 Cl1 157.48(17) . . ? N1 Hg1 Cl2 97.00(17) . 2_676 ? Cl1 Hg1 Cl2 101.28(7) . 2_676 ? N1 Hg1 Cl2 97.47(16) . . ? Cl1 Hg1 Cl2 98.59(7) . . ? Cl2 Hg1 Cl2 79.90(6) 2_676 . ? Cl4 Hg2 Cl3 161.85(8) . . ? Cl4 Hg2 Cl2 94.71(7) . . ? Cl3 Hg2 Cl2 102.61(7) . . ? Cl4 Hg2 Cl3 96.29(6) . 2_677 ? Cl3 Hg2 Cl3 87.97(6) . 2_677 ? Cl2 Hg2 Cl3 94.04(6) . 2_677 ? Hg2 Cl2 Hg1 127.27(7) . 2_676 ? Hg2 Cl2 Hg1 117.13(7) . . ? Hg1 Cl2 Hg1 100.10(6) 2_676 . ? Hg2 Cl3 Hg2 92.03(6) . 2_677 ? C7 O1 H101 109.5 . . ? C5 N1 C1 119.3(6) . . ? C5 N1 Hg1 121.7(5) . . ? C1 N1 Hg1 118.7(5) . . ? N1 C1 C2 122.7(7) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C1 C2 C3 118.6(8) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C4 C3 C2 118.7(8) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C3 C4 C5 121.2(7) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? N1 C5 C4 119.5(7) . . ? N1 C5 C6 119.0(6) . . ? C4 C5 C6 121.5(7) . . ? C5 C6 C7 111.9(8) . . ? C5 C6 H6A 109.2 . . ? C7 C6 H6A 109.2 . . ? C5 C6 H6B 109.2 . . ? C7 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? O1 C7 C6 107.6(7) . . ? O1 C7 H7A 110.2 . . ? C6 C7 H7A 110.2 . . ? O1 C7 H7B 110.2 . . ? C6 C7 H7B 110.2 . . ? H7A C7 H7B 108.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl4 Hg2 Cl2 Hg1 102.23(10) . . . 2_676 ? Cl3 Hg2 Cl2 Hg1 -72.29(10) . . . 2_676 ? Cl3 Hg2 Cl2 Hg1 -161.11(9) 2_677 . . 2_676 ? Cl4 Hg2 Cl2 Hg1 -128.15(8) . . . . ? Cl3 Hg2 Cl2 Hg1 57.33(9) . . . . ? Cl3 Hg2 Cl2 Hg1 -31.49(8) 2_677 . . . ? N1 Hg1 Cl2 Hg2 122.68(18) . . . . ? Cl1 Hg1 Cl2 Hg2 -41.47(9) . . . . ? Cl2 Hg1 Cl2 Hg2 -141.49(12) 2_676 . . . ? N1 Hg1 Cl2 Hg1 -95.82(17) . . . 2_676 ? Cl1 Hg1 Cl2 Hg1 100.02(8) . . . 2_676 ? Cl2 Hg1 Cl2 Hg1 0.0 2_676 . . 2_676 ? Cl4 Hg2 Cl3 Hg2 104.1(2) . . . 2_677 ? Cl2 Hg2 Cl3 Hg2 -93.69(6) . . . 2_677 ? Cl3 Hg2 Cl3 Hg2 0.0 2_677 . . 2_677 ? Cl1 Hg1 N1 C5 60.4(8) . . . . ? Cl2 Hg1 N1 C5 -155.4(5) 2_676 . . . ? Cl2 Hg1 N1 C5 -74.7(5) . . . . ? Cl1 Hg1 N1 C1 -112.9(6) . . . . ? Cl2 Hg1 N1 C1 31.2(6) 2_676 . . . ? Cl2 Hg1 N1 C1 111.9(5) . . . . ? C5 N1 C1 C2 -1.4(11) . . . . ? Hg1 N1 C1 C2 172.2(6) . . . . ? N1 C1 C2 C3 0.1(13) . . . . ? C1 C2 C3 C4 0.6(13) . . . . ? C2 C3 C4 C5 -0.1(12) . . . . ? C1 N1 C5 C4 1.8(11) . . . . ? Hg1 N1 C5 C4 -171.5(6) . . . . ? C1 N1 C5 C6 -178.8(7) . . . . ? Hg1 N1 C5 C6 7.9(9) . . . . ? C3 C4 C5 N1 -1.1(12) . . . . ? C3 C4 C5 C6 179.5(8) . . . . ? N1 C5 C6 C7 -88.8(9) . . . . ? C4 C5 C6 C7 90.6(10) . . . . ? C5 C6 C7 O1 58.2(9) . . . . ? _diffrn_measured_fraction_theta_max 0.893 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.248 _refine_diff_density_min -3.209 _refine_diff_density_rms 0.250