# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_kh-h1-abs1 _database_code_depnum_ccdc_archive 'CCDC 865861' #TrackingRef '- compounds 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H22 Hg2 I4 N6 O4' _chemical_formula_sum 'C24 H22 Hg2 I4 N6 O4' _chemical_formula_weight 1367.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.9418(11) _cell_length_b 7.9241(11) _cell_length_c 16.6673(19) _cell_angle_alpha 82.282(10) _cell_angle_beta 82.029(11) _cell_angle_gamma 66.661(11) _cell_volume 830.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.734 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 12.987 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.1869 _exptl_absorpt_correction_T_max 0.3799 _exptl_absorpt_process_details 'shape of crystal determined optically' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'STOE IPDS II' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean '0.15 mm' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9339 _diffrn_reflns_av_R_equivalents 0.0847 _diffrn_reflns_av_sigmaI/netI 0.0617 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 29.21 _reflns_number_total 4426 _reflns_number_gt 3652 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_cell_refinement 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_data_reduction 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0772P)^2^+2.3245P] 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 4426 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_gt 0.0617 _refine_ls_wR_factor_ref 0.1611 _refine_ls_wR_factor_gt 0.1521 _refine_ls_goodness_of_fit_ref 1.149 _refine_ls_restrained_S_all 1.149 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg 0.69278(7) 0.16490(6) 0.45070(2) 0.05935(16) Uani 1 1 d . . . I1 I 0.56867(18) 0.49526(11) 0.37496(5) 0.0831(3) Uani 1 1 d . . . I2 I 0.77466(11) -0.10114(11) 0.56950(4) 0.0609(2) Uani 1 1 d . . . C1 C 0.055(2) 1.4084(16) 0.1047(7) 0.076(4) Uani 1 1 d . . . H1A H 0.1770 1.4120 0.1241 0.092 Uiso 1 1 calc R . . H1B H -0.0386 1.3906 0.1501 0.092 Uiso 1 1 calc R . . H1C H -0.0161 1.5226 0.0736 0.092 Uiso 1 1 calc R . . C2 C 0.2212(13) 1.0877(11) 0.0895(5) 0.0400(15) Uani 1 1 d . . . C3 C 0.2661(14) 1.0415(13) 0.1703(5) 0.0454(17) Uani 1 1 d . . . H3 H 0.2237 1.1337 0.2057 0.054 Uiso 1 1 calc R . . C4 C 0.3744(15) 0.8576(15) 0.1989(6) 0.051(2) Uani 1 1 d . . . H4 H 0.4052 0.8283 0.2528 0.061 Uiso 1 1 calc R . . C5 C 0.4343(17) 0.7222(14) 0.1480(6) 0.057(2) Uani 1 1 d . . . H5 H 0.5041 0.6001 0.1676 0.068 Uiso 1 1 calc R . . C6 C 0.3925(14) 0.7637(11) 0.0663(5) 0.0447(17) Uani 1 1 d . . . H6 H 0.4368 0.6697 0.0318 0.054 Uiso 1 1 calc R . . C7 C 0.2844(12) 0.9458(11) 0.0368(4) 0.0376(14) Uani 1 1 d . . . C8 C 0.2814(14) 0.9025(13) -0.1076(5) 0.0446(17) Uani 1 1 d . . . C9 C 0.2084(13) 1.0128(13) -0.1850(5) 0.0428(16) Uani 1 1 d . . . C10 C 0.2566(15) 0.9230(14) -0.2565(5) 0.0476(18) Uani 1 1 d . . . H10 H 0.3322 0.7961 -0.2541 0.057 Uiso 1 1 calc R . . C11 C 0.0867(17) 1.1930(15) -0.3280(6) 0.056(2) Uani 1 1 d . . . H11 H 0.0408 1.2599 -0.3767 0.068 Uiso 1 1 calc R . . C12 C 0.0368(16) 1.2846(15) -0.2578(6) 0.056(2) Uani 1 1 d . . . H12 H -0.0417 1.4110 -0.2605 0.067 Uiso 1 1 calc R . . N1 N 0.2348(11) 1.0035(10) -0.0433(4) 0.0404(13) Uani 1 1 d . . . H1D H 0.1647 1.1198 -0.0531 0.048 Uiso 1 1 calc R . . N2 N 0.1972(12) 1.0141(11) -0.3273(4) 0.0463(15) Uani 1 1 d . . . N3 N 0.1004(13) 1.1932(12) -0.1859(5) 0.0500(16) Uani 1 1 d . . . O1 O 0.1182(12) 1.2598(9) 0.0546(4) 0.0581(18) Uani 1 1 d . . . O2 O 0.3797(15) 0.7344(10) -0.1063(4) 0.066(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg1 0.0826(3) 0.0498(2) 0.03952(19) 0.00433(13) -0.01196(15) -0.01961(18) I1 0.1383(8) 0.0457(4) 0.0491(4) 0.0039(3) -0.0124(4) -0.0198(4) I2 0.0606(4) 0.0703(5) 0.0501(3) 0.0194(3) -0.0155(3) -0.0279(3) C1 0.106(9) 0.041(5) 0.056(6) -0.017(4) -0.016(6) 0.005(6) C2 0.046(4) 0.034(4) 0.037(3) -0.004(3) -0.007(3) -0.011(3) C3 0.050(4) 0.049(5) 0.036(4) -0.009(3) -0.005(3) -0.016(4) C4 0.050(4) 0.056(5) 0.045(4) 0.003(4) -0.014(3) -0.019(4) C5 0.068(6) 0.038(4) 0.055(5) 0.005(4) -0.008(4) -0.012(4) C6 0.051(4) 0.026(3) 0.052(4) -0.007(3) -0.004(3) -0.009(3) C7 0.043(4) 0.039(4) 0.032(3) -0.003(3) -0.005(3) -0.017(3) C8 0.052(4) 0.043(4) 0.040(4) -0.010(3) -0.004(3) -0.018(4) C9 0.047(4) 0.049(4) 0.039(3) -0.008(3) -0.004(3) -0.024(4) C10 0.057(5) 0.048(5) 0.038(4) -0.009(3) -0.002(3) -0.020(4) C11 0.066(6) 0.050(5) 0.050(5) -0.006(4) -0.010(4) -0.018(4) C12 0.062(5) 0.048(5) 0.050(5) -0.006(4) -0.017(4) -0.009(4) N1 0.045(3) 0.038(3) 0.035(3) -0.009(2) -0.006(2) -0.010(3) N2 0.051(4) 0.046(4) 0.040(3) -0.011(3) -0.003(3) -0.014(3) N3 0.058(4) 0.048(4) 0.044(4) -0.008(3) -0.008(3) -0.017(3) O1 0.082(5) 0.034(3) 0.041(3) -0.009(2) -0.018(3) 0.000(3) O2 0.101(6) 0.039(3) 0.052(4) -0.012(3) -0.015(4) -0.014(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 N2 2.513(7) 2_665 ? Hg1 I1 2.6107(9) . ? Hg1 I2 2.6323(8) . ? C1 O1 1.424(12) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.356(10) . ? C2 C3 1.393(11) . ? C2 C7 1.413(11) . ? C3 C4 1.400(13) . ? C3 H3 0.9300 . ? C4 C5 1.355(16) . ? C4 H4 0.9300 . ? C5 C6 1.400(14) . ? C5 H5 0.9300 . ? C6 C7 1.393(11) . ? C6 H6 0.9300 . ? C7 N1 1.396(10) . ? C8 O2 1.231(12) . ? C8 N1 1.349(10) . ? C8 C9 1.488(12) . ? C9 N3 1.325(12) . ? C9 C10 1.401(12) . ? C10 N2 1.325(12) . ? C10 H10 0.9300 . ? C11 N2 1.317(13) . ? C11 C12 1.389(14) . ? C11 H11 0.9300 . ? C12 N3 1.348(12) . ? C12 H12 0.9300 . ? N1 H1D 0.8600 . ? N2 Hg1 2.513(7) 2_665 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Hg1 I1 97.62(19) 2_665 . ? N2 Hg1 I2 101.79(19) 2_665 . ? I1 Hg1 I2 160.59(3) . . ? O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 126.3(7) . . ? O1 C2 C7 114.7(7) . . ? C3 C2 C7 119.0(7) . . ? C2 C3 C4 120.7(8) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 120.0(9) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.9(9) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 120.0(8) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C6 C7 N1 125.0(7) . . ? C6 C7 C2 119.5(7) . . ? N1 C7 C2 115.5(7) . . ? O2 C8 N1 125.5(8) . . ? O2 C8 C9 120.3(8) . . ? N1 C8 C9 114.2(8) . . ? N3 C9 C10 120.9(8) . . ? N3 C9 C8 120.0(7) . . ? C10 C9 C8 119.0(9) . . ? N2 C10 C9 121.7(9) . . ? N2 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? N2 C11 C12 121.8(10) . . ? N2 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? N3 C12 C11 121.1(10) . . ? N3 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C8 N1 C7 129.2(8) . . ? C8 N1 H1D 115.4 . . ? C7 N1 H1D 115.4 . . ? C11 N2 C10 117.3(8) . . ? C11 N2 Hg1 124.8(6) . 2_665 ? C10 N2 Hg1 117.9(6) . 2_665 ? C9 N3 C12 117.0(8) . . ? C2 O1 C1 116.9(7) . . ? 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 O1 C2 C3 C4 -179.9(9) . . . . ? C7 C2 C3 C4 0.7(13) . . . . ? C2 C3 C4 C5 -0.8(14) . . . . ? C3 C4 C5 C6 1.1(16) . . . . ? C4 C5 C6 C7 -1.2(15) . . . . ? C5 C6 C7 N1 179.7(9) . . . . ? C5 C6 C7 C2 1.1(13) . . . . ? O1 C2 C7 C6 179.7(8) . . . . ? C3 C2 C7 C6 -0.9(12) . . . . ? O1 C2 C7 N1 0.9(11) . . . . ? C3 C2 C7 N1 -179.6(7) . . . . ? O2 C8 C9 N3 179.1(9) . . . . ? N1 C8 C9 N3 -2.5(12) . . . . ? O2 C8 C9 C10 -1.2(14) . . . . ? N1 C8 C9 C10 177.2(8) . . . . ? N3 C9 C10 N2 0.2(14) . . . . ? C8 C9 C10 N2 -179.5(8) . . . . ? N2 C11 C12 N3 0.1(17) . . . . ? O2 C8 N1 C7 0.2(16) . . . . ? C9 C8 N1 C7 -178.1(8) . . . . ? C6 C7 N1 C8 -1.5(14) . . . . ? C2 C7 N1 C8 177.1(8) . . . . ? C12 C11 N2 C10 1.2(15) . . . . ? C12 C11 N2 Hg1 -177.9(8) . . . 2_665 ? C9 C10 N2 C11 -1.4(14) . . . . ? C9 C10 N2 Hg1 177.8(6) . . . 2_665 ? C10 C9 N3 C12 1.1(13) . . . . ? C8 C9 N3 C12 -179.2(9) . . . . ? C11 C12 N3 C9 -1.2(15) . . . . ? C3 C2 O1 C1 1.9(15) . . . . ? C7 C2 O1 C1 -178.7(10) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 29.21 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.983 _refine_diff_density_min -0.945 _refine_diff_density_rms 0.295 data_kh-h2-abs1 _database_code_depnum_ccdc_archive 'CCDC 865862' #TrackingRef '- compounds 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C12 H11 N3 O2), Cl2 Hg' _chemical_formula_sum 'C24 H22 Cl2 Hg1 N6 O4' _chemical_formula_weight 729.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbna _symmetry_space_group_name_Hall '-P 2ac 2b' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x, y-1/2, z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.7123(6) _cell_length_b 13.9195(17) _cell_length_c 26.783(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2502.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.938 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1416 _exptl_absorpt_coefficient_mu 6.409 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.4110 _exptl_absorpt_correction_T_max 0.6644 _exptl_absorpt_process_details 'shape of crystal determined optically' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'STOE IPDS II' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean '0.15 mm' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6872 _diffrn_reflns_av_R_equivalents 0.0990 _diffrn_reflns_av_sigmaI/netI 0.0656 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 29.29 _reflns_number_total 3261 _reflns_number_gt 2430 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_cell_refinement 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_data_reduction 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1095P)^2^+8.9608P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0031(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3261 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0776 _refine_ls_R_factor_gt 0.0616 _refine_ls_wR_factor_ref 0.1904 _refine_ls_wR_factor_gt 0.1810 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _refine_ls_shift/su_max 0.005 _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 1.0000 1.0000 1.0000 0.0207(2) Uani 1 2 d S . . C1 C 1.2079(10) 0.8018(5) 0.7840(2) 0.0303(14) Uani 1 1 d . . . H1A H 1.2319 0.7820 0.7502 0.036 Uiso 1 1 calc R . . H1B H 1.3327 0.8097 0.8010 0.036 Uiso 1 1 calc R . . H1C H 1.1370 0.8617 0.7841 0.036 Uiso 1 1 calc R . . C2 C 1.1715(8) 0.6390(5) 0.8121(2) 0.0210(11) Uani 1 1 d . . . C3 C 1.3464(9) 0.6103(5) 0.7892(2) 0.0255(13) Uani 1 1 d . . . H3 H 1.4177 0.6533 0.7696 0.031 Uiso 1 1 calc R . . C4 C 1.4153(11) 0.5169(5) 0.7957(2) 0.0264(13) Uani 1 1 d . . . H4 H 1.5333 0.4973 0.7806 0.032 Uiso 1 1 calc R . . C5 C 1.3068(9) 0.4531(5) 0.8247(2) 0.0240(12) Uani 1 1 d . . . H5 H 1.3527 0.3906 0.8290 0.029 Uiso 1 1 calc R . . C6 C 1.1318(10) 0.4811(5) 0.8473(2) 0.0230(12) Uani 1 1 d . . . H6 H 1.0604 0.4374 0.8665 0.028 Uiso 1 1 calc R . . C7 C 1.0609(9) 0.5749(4) 0.8415(2) 0.0197(11) Uani 1 1 d . . . C8 C 0.7539(9) 0.5639(5) 0.8924(2) 0.0212(11) Uani 1 1 d . . . C9 C 0.5758(9) 0.6220(4) 0.9083(2) 0.0200(11) Uani 1 1 d . . . C10 C 0.4314(9) 0.5770(5) 0.9371(2) 0.0236(12) Uani 1 1 d . . . H10 H 0.4473 0.5127 0.9457 0.028 Uiso 1 1 calc R . . C11 C 0.2576(9) 0.7166(5) 0.9393(2) 0.0253(13) Uani 1 1 d . . . H11 H 0.1472 0.7520 0.9494 0.030 Uiso 1 1 calc R . . C12 C 0.4031(12) 0.7611(5) 0.9110(3) 0.0262(14) Uani 1 1 d . . . H12 H 0.3893 0.8260 0.9035 0.031 Uiso 1 1 calc R . . N1 N 0.8831(7) 0.6105(4) 0.86222(18) 0.0233(10) Uani 1 1 d . . . H1D H 0.8530 0.6688 0.8548 0.028 Uiso 1 1 calc R . . N2 N 0.2712(8) 0.6241(4) 0.95261(19) 0.0252(11) Uani 1 1 d . . . N3 N 0.5638(8) 0.7138(4) 0.89402(19) 0.0220(10) Uani 1 1 d . . . O2 O 0.7760(7) 0.4804(4) 0.90702(18) 0.0278(10) Uani 1 1 d . . . O1 O 1.0918(7) 0.7304(3) 0.80905(17) 0.0228(9) Uani 1 1 d . . . Cl1 Cl 1.1871(2) 1.13119(11) 1.02355(5) 0.0244(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 0.0160(3) 0.0268(3) 0.0192(3) 0.00061(10) -0.00166(10) -0.00138(11) C1 0.032(3) 0.032(3) 0.027(3) 0.010(2) 0.007(3) -0.004(3) C2 0.013(2) 0.033(3) 0.017(2) -0.001(2) -0.002(2) 0.000(2) C3 0.018(3) 0.040(4) 0.019(2) 0.004(2) 0.003(2) -0.006(2) C4 0.022(3) 0.034(3) 0.023(3) -0.004(2) 0.009(3) 0.004(3) C5 0.019(3) 0.032(3) 0.021(2) -0.002(2) 0.003(2) 0.004(2) C6 0.019(3) 0.031(3) 0.019(3) -0.005(2) 0.003(2) 0.001(2) C7 0.018(3) 0.028(3) 0.014(2) 0.001(2) 0.000(2) -0.001(2) C8 0.017(2) 0.028(3) 0.018(2) 0.000(2) 0.004(2) 0.000(2) C9 0.018(3) 0.025(3) 0.017(2) 0.001(2) -0.002(2) -0.001(2) C10 0.019(3) 0.030(3) 0.022(3) 0.005(2) 0.001(2) 0.002(2) C11 0.023(3) 0.035(4) 0.018(3) 0.001(2) -0.001(2) 0.005(3) C12 0.030(4) 0.025(3) 0.024(3) -0.004(2) -0.002(3) 0.004(3) N1 0.018(2) 0.033(3) 0.019(2) 0.005(2) 0.0009(18) 0.004(2) N2 0.017(2) 0.037(3) 0.022(2) -0.001(2) 0.0031(19) -0.003(2) N3 0.017(2) 0.037(3) 0.022(2) -0.001(2) 0.0031(19) -0.003(2) O2 0.024(2) 0.028(2) 0.031(2) 0.0061(19) 0.007(2) 0.0042(19) O1 0.020(2) 0.025(2) 0.024(2) 0.0043(17) 0.0044(18) -0.0032(18) Cl1 0.0199(6) 0.0255(7) 0.0279(7) -0.0014(5) -0.0031(5) -0.0004(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 Cl1 2.3044(15) 5_777 ? Hg1 Cl1 2.3044(15) . ? C1 O1 1.430(7) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.383(8) . ? C2 C3 1.383(8) . ? C2 C7 1.402(8) . ? C3 C4 1.391(10) . ? C3 H3 0.9300 . ? C4 C5 1.387(9) . ? C4 H4 0.9300 . ? C5 C6 1.377(8) . ? C5 H5 0.9300 . ? C6 C7 1.398(9) . ? C6 H6 0.9300 . ? C7 N1 1.406(8) . ? C8 O2 1.235(8) . ? C8 N1 1.352(8) . ? C8 C9 1.504(8) . ? C9 N3 1.337(8) . ? C9 C10 1.389(8) . ? C10 N2 1.327(8) . ? C10 H10 0.9300 . ? C11 N2 1.339(9) . ? C11 C12 1.382(10) . ? C11 H11 0.9300 . ? C12 N3 1.344(10) . ? C12 H12 0.9300 . ? N1 H1D 0.8600 . ? 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 Cl1 Hg1 Cl1 180.0 5_777 . ? O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 124.6(6) . . ? O1 C2 C7 114.4(5) . . ? C3 C2 C7 121.0(6) . . ? C2 C3 C4 119.8(6) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 119.6(6) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C6 C5 C4 120.9(6) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 120.4(6) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C6 C7 C2 118.4(6) . . ? C6 C7 N1 125.0(5) . . ? C2 C7 N1 116.5(5) . . ? O2 C8 N1 124.4(6) . . ? O2 C8 C9 120.8(5) . . ? N1 C8 C9 114.9(5) . . ? N3 C9 C10 123.2(6) . . ? N3 C9 C8 118.8(5) . . ? C10 C9 C8 118.0(5) . . ? N2 C10 C9 121.1(6) . . ? N2 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? N2 C11 C12 121.9(6) . . ? N2 C11 H11 119.0 . . ? C12 C11 H11 119.0 . . ? N3 C12 C11 122.3(6) . . ? N3 C12 H12 118.9 . . ? C11 C12 H12 118.9 . . ? C8 N1 C7 127.7(5) . . ? C8 N1 H1D 116.2 . . ? C7 N1 H1D 116.2 . . ? C10 N2 C11 116.6(5) . . ? C9 N3 C12 114.8(5) . . ? C2 O1 C1 117.2(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 O1 C2 C3 C4 178.6(6) . . . . ? C7 C2 C3 C4 -0.6(9) . . . . ? C2 C3 C4 C5 0.5(10) . . . . ? C3 C4 C5 C6 -0.1(10) . . . . ? C4 C5 C6 C7 -0.4(9) . . . . ? C5 C6 C7 C2 0.3(9) . . . . ? C5 C6 C7 N1 179.0(6) . . . . ? O1 C2 C7 C6 -179.1(5) . . . . ? C3 C2 C7 C6 0.2(8) . . . . ? O1 C2 C7 N1 2.1(7) . . . . ? C3 C2 C7 N1 -178.6(5) . . . . ? O2 C8 C9 N3 176.1(6) . . . . ? N1 C8 C9 N3 -3.4(8) . . . . ? O2 C8 C9 C10 -4.0(9) . . . . ? N1 C8 C9 C10 176.6(5) . . . . ? N3 C9 C10 N2 -0.4(9) . . . . ? C8 C9 C10 N2 179.6(5) . . . . ? N2 C11 C12 N3 1.9(10) . . . . ? O2 C8 N1 C7 0.8(10) . . . . ? C9 C8 N1 C7 -179.8(5) . . . . ? C6 C7 N1 C8 2.7(10) . . . . ? C2 C7 N1 C8 -178.5(5) . . . . ? C9 C10 N2 C11 -0.5(9) . . . . ? C12 C11 N2 C10 -0.2(9) . . . . ? C10 C9 N3 C12 2.0(9) . . . . ? C8 C9 N3 C12 -178.1(6) . . . . ? C11 C12 N3 C9 -2.7(9) . . . . ? C3 C2 O1 C1 -5.7(8) . . . . ? C7 C2 O1 C1 173.6(5) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 29.29 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.927 _refine_diff_density_min -0.949 _refine_diff_density_rms 0.288 data_kh-h3 _database_code_depnum_ccdc_archive 'CCDC 865863' #TrackingRef '- compounds 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H11 Br2 Hg1 N3 O2' _chemical_formula_sum 'C12 H11 Br2 Hg1 N3 O2' _chemical_formula_weight 589.63 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' Hg Hg -2.3894 9.2266 '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' Br Br -0.2901 2.4595 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9158(9) _cell_length_b 8.1142(8) _cell_length_c 13.4426(17) _cell_angle_alpha 98.167(9) _cell_angle_beta 94.158(10) _cell_angle_gamma 115.388(8) _cell_volume 763.49(15) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.565 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 540 _exptl_absorpt_coefficient_mu 15.316 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.1513 _exptl_absorpt_correction_T_max 0.2176 _exptl_absorpt_process_details 'shape of crystal determined optically' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'STOE IPDS II' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean '0.15 mm' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8760 _diffrn_reflns_av_R_equivalents 0.0959 _diffrn_reflns_av_sigmaI/netI 0.0798 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 29.24 _reflns_number_total 4073 _reflns_number_gt 3564 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_cell_refinement 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_data_reduction 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1531P)^2^+2.7838P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.027(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4073 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0991 _refine_ls_R_factor_gt 0.0942 _refine_ls_wR_factor_ref 0.1987 _refine_ls_wR_factor_gt 0.1882 _refine_ls_goodness_of_fit_ref 1.146 _refine_ls_restrained_S_all 1.146 _refine_ls_shift/su_max 0.003 _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 C1 C 0.884(3) 0.987(2) 0.6263(17) 0.081(5) Uani 1 1 d . . . H1A H 0.9353 1.0205 0.6971 0.097 Uiso 1 1 calc R . . H1B H 0.7684 0.9997 0.6180 0.097 Uiso 1 1 calc R . . H1C H 0.9729 1.0678 0.5893 0.097 Uiso 1 1 calc R . . C2 C 0.7243(17) 0.6660(17) 0.6320(9) 0.045(2) Uani 1 1 d . . . C3 C 0.656(2) 0.693(2) 0.7242(12) 0.061(3) Uani 1 1 d . . . H3 H 0.6942 0.8128 0.7607 0.073 Uiso 1 1 calc R . . C4 C 0.534(2) 0.543(2) 0.7592(11) 0.060(3) Uani 1 1 d . . . H4 H 0.4842 0.5621 0.8180 0.072 Uiso 1 1 calc R . . C5 C 0.483(2) 0.365(2) 0.7099(11) 0.059(3) Uani 1 1 d . . . H5 H 0.4058 0.2659 0.7381 0.071 Uiso 1 1 calc R . . C6 C 0.5445(18) 0.3311(17) 0.6182(10) 0.048(2) Uani 1 1 d . . . H6 H 0.5045 0.2103 0.5830 0.058 Uiso 1 1 calc R . . C7 C 0.6674(15) 0.4826(16) 0.5806(9) 0.043(2) Uani 1 1 d . . . C8 C 0.7226(17) 0.3160(16) 0.4280(10) 0.047(2) Uani 1 1 d . . . C9 C 0.8215(16) 0.3562(15) 0.3350(9) 0.041(2) Uani 1 1 d . . . C10 C 0.7849(19) 0.2101(16) 0.2569(10) 0.050(2) Uani 1 1 d . . . H10 H 0.7068 0.0887 0.2626 0.060 Uiso 1 1 calc R . . C11 C 0.983(2) 0.4189(18) 0.1690(12) 0.055(3) Uani 1 1 d . . . H11 H 1.0444 0.4441 0.1125 0.066 Uiso 1 1 calc R . . C12 C 1.018(2) 0.5616(17) 0.2482(11) 0.053(3) Uani 1 1 d . . . H12 H 1.1000 0.6824 0.2436 0.064 Uiso 1 1 calc R . . N1 N 0.7457(14) 0.4680(14) 0.4913(8) 0.048(2) Uani 1 1 d . . . H1D H 0.8186 0.5717 0.4753 0.058 Uiso 1 1 calc R . . N2 N 0.8641(16) 0.2458(15) 0.1723(9) 0.052(2) Uani 1 1 d . . . N3 N 0.9369(15) 0.5318(13) 0.3315(9) 0.048(2) Uani 1 1 d . . . Hg1 Hg 0.75625(6) 0.00730(6) 0.01741(4) 0.0524(3) Uani 1 1 d . . . O1 O 0.8457(18) 0.8019(15) 0.5889(10) 0.067(3) Uani 1 1 d . . . O2 O 0.631(2) 0.1538(14) 0.4376(10) 0.077(4) Uani 1 1 d . . . Br1 Br 0.8390(2) -0.2376(2) 0.05696(14) 0.0633(4) Uani 1 1 d . . . Br2 Br 0.63458(18) 0.1642(2) -0.09248(14) 0.0626(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 C1 0.094(12) 0.039(7) 0.092(12) 0.003(7) 0.021(10) 0.017(7) C2 0.050(6) 0.044(5) 0.043(5) 0.007(4) 0.010(4) 0.022(4) C3 0.061(7) 0.063(8) 0.059(7) 0.002(6) 0.017(6) 0.030(6) C4 0.057(7) 0.076(9) 0.053(7) 0.012(6) 0.013(5) 0.035(7) C5 0.063(7) 0.073(9) 0.054(7) 0.024(6) 0.025(6) 0.035(7) C6 0.054(6) 0.043(5) 0.052(6) 0.016(5) 0.012(5) 0.024(5) C7 0.044(5) 0.047(5) 0.050(6) 0.015(4) 0.015(4) 0.027(4) C8 0.053(6) 0.036(5) 0.055(6) 0.019(5) 0.020(5) 0.019(4) C9 0.044(5) 0.039(5) 0.045(5) 0.009(4) 0.010(4) 0.023(4) C10 0.064(7) 0.036(5) 0.049(6) 0.007(4) 0.012(5) 0.021(5) C11 0.064(7) 0.044(6) 0.062(7) 0.014(5) 0.018(6) 0.027(5) C12 0.058(6) 0.038(5) 0.065(7) 0.011(5) 0.017(6) 0.021(5) N1 0.058(6) 0.039(4) 0.050(5) 0.013(4) 0.018(4) 0.021(4) N2 0.057(5) 0.042(5) 0.062(6) 0.003(4) 0.016(5) 0.027(4) N3 0.053(5) 0.035(4) 0.058(6) 0.012(4) 0.015(4) 0.020(4) Hg1 0.0501(3) 0.0519(4) 0.0651(4) 0.0107(2) 0.0119(2) 0.0316(2) O1 0.080(7) 0.044(5) 0.076(7) 0.006(5) 0.023(5) 0.025(5) O2 0.109(9) 0.035(5) 0.083(7) 0.019(5) 0.049(7) 0.021(5) Br1 0.0619(7) 0.0608(8) 0.0906(10) 0.0294(7) 0.0311(7) 0.0415(6) Br2 0.0434(6) 0.0696(9) 0.0841(10) 0.0399(8) 0.0187(6) 0.0245(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.407(18) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.352(16) . ? C2 C7 1.408(16) . ? C2 C3 1.413(18) . ? C3 C4 1.36(2) . ? C3 H3 0.9300 . ? C4 C5 1.37(2) . ? C4 H4 0.9300 . ? C5 C6 1.394(18) . ? C5 H5 0.9300 . ? C6 C7 1.391(15) . ? C6 H6 0.9300 . ? C7 N1 1.404(14) . ? C8 O2 1.232(14) . ? C8 N1 1.328(16) . ? C8 C9 1.523(15) . ? C9 N3 1.332(14) . ? C9 C10 1.378(16) . ? C10 N2 1.347(17) . ? C10 H10 0.9300 . ? C11 N2 1.324(17) . ? C11 C12 1.374(19) . ? C11 H11 0.9300 . ? C12 N3 1.330(17) . ? C12 H12 0.9300 . ? N1 H1D 0.8600 . ? N2 Hg1 2.447(11) . ? Hg1 Br1 2.4549(14) . ? Hg1 Br2 2.4716(15) . ? Hg1 Br2 3.1123(13) 2_655 ? Br2 Hg1 3.1123(14) 2_655 ? 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 O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C7 115.9(10) . . ? O1 C2 C3 125.6(12) . . ? C7 C2 C3 118.4(12) . . ? C4 C3 C2 119.6(14) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 121.5(13) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C4 C5 C6 121.1(13) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 118.1(13) . . ? C7 C6 H6 120.9 . . ? C5 C6 H6 120.9 . . ? C6 C7 N1 124.1(11) . . ? C6 C7 C2 121.2(11) . . ? N1 C7 C2 114.7(10) . . ? O2 C8 N1 126.8(12) . . ? O2 C8 C9 119.7(12) . . ? N1 C8 C9 113.5(9) . . ? N3 C9 C10 122.6(11) . . ? N3 C9 C8 118.7(10) . . ? C10 C9 C8 118.7(10) . . ? N2 C10 C9 119.0(11) . . ? N2 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? N2 C11 C12 120.6(13) . . ? N2 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? N3 C12 C11 121.9(12) . . ? N3 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C8 N1 C7 128.9(10) . . ? C8 N1 H1D 115.6 . . ? C7 N1 H1D 115.6 . . ? C11 N2 C10 118.9(11) . . ? C11 N2 Hg1 119.4(9) . . ? C10 N2 Hg1 121.0(8) . . ? C12 N3 C9 116.9(11) . . ? N2 Hg1 Br1 106.3(3) . . ? N2 Hg1 Br2 97.9(3) . . ? Br1 Hg1 Br2 155.69(7) . . ? N2 Hg1 Br2 87.1(3) . 2_655 ? Br1 Hg1 Br2 93.82(4) . 2_655 ? Br2 Hg1 Br2 89.28(4) . 2_655 ? C2 O1 C1 118.8(13) . . ? Hg1 Br2 Hg1 90.72(4) . 2_655 ? 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 O1 C2 C3 C4 -179.8(14) . . . . ? C7 C2 C3 C4 -2(2) . . . . ? C2 C3 C4 C5 3(2) . . . . ? C3 C4 C5 C6 -4(2) . . . . ? C4 C5 C6 C7 3(2) . . . . ? C5 C6 C7 N1 177.6(12) . . . . ? C5 C6 C7 C2 -1.8(18) . . . . ? O1 C2 C7 C6 179.3(12) . . . . ? C3 C2 C7 C6 1.1(18) . . . . ? O1 C2 C7 N1 -0.2(16) . . . . ? C3 C2 C7 N1 -178.3(12) . . . . ? O2 C8 C9 N3 -172.6(13) . . . . ? N1 C8 C9 N3 8.1(16) . . . . ? O2 C8 C9 C10 8.7(19) . . . . ? N1 C8 C9 C10 -170.5(11) . . . . ? N3 C9 C10 N2 -2.0(19) . . . . ? C8 C9 C10 N2 176.5(11) . . . . ? N2 C11 C12 N3 1(2) . . . . ? O2 C8 N1 C7 -3(2) . . . . ? C9 C8 N1 C7 176.4(11) . . . . ? C6 C7 N1 C8 -1(2) . . . . ? C2 C7 N1 C8 178.5(12) . . . . ? C12 C11 N2 C10 -4(2) . . . . ? C12 C11 N2 Hg1 167.3(11) . . . . ? C9 C10 N2 C11 3.9(19) . . . . ? C9 C10 N2 Hg1 -166.9(9) . . . . ? C11 C12 N3 C9 1(2) . . . . ? C10 C9 N3 C12 -0.2(18) . . . . ? C8 C9 N3 C12 -178.8(11) . . . . ? C11 N2 Hg1 Br1 123.3(10) . . . . ? C10 N2 Hg1 Br1 -66.0(10) . . . . ? C11 N2 Hg1 Br2 -54.7(10) . . . . ? C10 N2 Hg1 Br2 116.1(10) . . . . ? C11 N2 Hg1 Br2 -143.6(10) . . . 2_655 ? C10 N2 Hg1 Br2 27.2(10) . . . 2_655 ? C7 C2 O1 C1 169.5(15) . . . . ? C3 C2 O1 C1 -12(2) . . . . ? N2 Hg1 Br2 Hg1 -87.0(3) . . . 2_655 ? Br1 Hg1 Br2 Hg1 97.70(12) . . . 2_655 ? Br2 Hg1 Br2 Hg1 0.0 2_655 . . 2_655 ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 29.24 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.969 _refine_diff_density_min -0.946 _refine_diff_density_rms 0.518 data_kh-h21-abs1 _database_code_depnum_ccdc_archive 'CCDC 865864' #TrackingRef '- compounds 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H13 Hg1 I2 N3 O2' _chemical_formula_sum 'C13 H13 Hg1 I2 N3 O2' _chemical_formula_weight 697.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9431(7) _cell_length_b 8.9284(8) _cell_length_c 12.9309(12) _cell_angle_alpha 93.369(7) _cell_angle_beta 97.228(7) _cell_angle_gamma 104.449(7) _cell_volume 877.10(14) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3233 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 29.31 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.642 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 12.300 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.021 _exptl_absorpt_correction_T_max 0.043 _exptl_absorpt_process_details 'shape of crystal determined optically' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'STOE IPDS II' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean '0.15 mm' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10037 _diffrn_reflns_av_R_equivalents 0.1004 _diffrn_reflns_av_sigmaI/netI 0.0643 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 29.31 _reflns_number_total 4664 _reflns_number_gt 4100 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_cell_refinement 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_data_reduction 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0880P)^2^+1.7793P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0164(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4664 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0660 _refine_ls_R_factor_gt 0.0598 _refine_ls_wR_factor_ref 0.1669 _refine_ls_wR_factor_gt 0.1602 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.023 _refine_ls_shift/su_mean 0.003 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 C1 C 0.7993(13) 1.0756(11) 0.2733(8) 0.064(2) Uani 1 1 d . . . H1 H 0.8722 1.1547 0.2436 0.077 Uiso 1 1 calc R . . C2 C 0.6785(13) 0.9542(10) 0.2076(7) 0.0617(19) Uani 1 1 d . . . H2 H 0.6745 0.9536 0.1353 0.074 Uiso 1 1 calc R . . C3 C 0.5811(11) 0.8461(9) 0.3501(6) 0.0534(16) Uani 1 1 d . . . H3 H 0.5067 0.7686 0.3802 0.064 Uiso 1 1 calc R . . C4 C 0.7020(10) 0.9657(9) 0.4144(6) 0.0496(15) Uani 1 1 d . . . C5 C 0.7137(11) 0.9647(10) 0.5314(7) 0.0557(17) Uani 1 1 d . . . C6 C 0.8847(10) 1.1254(10) 0.6918(6) 0.0515(15) Uani 1 1 d . . . C7 C 0.8074(12) 1.0363(11) 0.7671(7) 0.0612(19) Uani 1 1 d . . . H7 H 0.7174 0.9466 0.7465 0.073 Uiso 1 1 calc R . . C8 C 0.8665(14) 1.0831(15) 0.8743(8) 0.074(3) Uani 1 1 d . . . H8 H 0.8145 1.0255 0.9249 0.088 Uiso 1 1 calc R . . C9 C 1.0029(14) 1.2159(14) 0.9038(8) 0.072(2) Uani 1 1 d . . . H9 H 1.0434 1.2458 0.9745 0.087 Uiso 1 1 calc R . . C10 C 1.0794(12) 1.3039(11) 0.8297(7) 0.063(2) Uani 1 1 d . . . H10 H 1.1696 1.3933 0.8508 0.075 Uiso 1 1 calc R . . C11 C 1.0222(10) 1.2598(9) 0.7233(6) 0.0509(15) Uani 1 1 d . . . C12 C 1.2202(11) 1.4794(10) 0.6652(8) 0.064(2) Uani 1 1 d . . . H12A H 1.3216 1.4638 0.7091 0.076 Uiso 1 1 calc R . . H12B H 1.1771 1.5571 0.7017 0.076 Uiso 1 1 calc R . . C13 C 1.2689(15) 1.5311(14) 0.5641(10) 0.081(3) Uani 1 1 d . . . H13A H 1.1674 1.5453 0.5212 0.097 Uiso 1 1 calc R . . H13B H 1.3127 1.4539 0.5292 0.097 Uiso 1 1 calc R . . H13C H 1.3583 1.6275 0.5763 0.097 Uiso 1 1 calc R . . N1 N 0.8111(9) 1.0790(8) 0.3764(6) 0.0572(15) Uani 1 1 d . . . N2 N 0.5699(10) 0.8405(8) 0.2471(6) 0.0566(15) Uani 1 1 d . . . N3 N 0.8365(9) 1.0900(8) 0.5837(5) 0.0535(14) Uani 1 1 d . . . H3A H 0.8913 1.1555 0.5453 0.064 Uiso 1 1 calc R . . O1 O 0.6143(11) 0.8654(9) 0.5714(6) 0.080(2) Uani 1 1 d . . . O2 O 1.0849(8) 1.3357(7) 0.6430(5) 0.0617(14) Uani 1 1 d . . . I1 I 0.23501(9) 0.43401(8) 0.25646(6) 0.0723(2) Uani 1 1 d . . . I2 I 0.43908(11) 0.72454(8) -0.05337(5) 0.0729(2) Uani 1 1 d . . . Hg1 Hg 0.35351(5) 0.62369(4) 0.12302(2) 0.06271(17) 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 C1 0.062(5) 0.053(4) 0.066(5) -0.004(4) 0.008(4) -0.002(4) C2 0.073(5) 0.050(4) 0.054(4) 0.001(3) 0.004(4) 0.004(4) C3 0.055(4) 0.045(3) 0.050(4) -0.004(3) 0.001(3) 0.001(3) C4 0.051(4) 0.041(3) 0.050(4) -0.003(3) 0.001(3) 0.005(3) C5 0.048(4) 0.051(4) 0.057(4) -0.009(3) 0.000(3) 0.000(3) C6 0.053(4) 0.052(4) 0.047(3) -0.005(3) 0.002(3) 0.011(3) C7 0.061(5) 0.061(5) 0.054(4) 0.005(3) 0.002(3) 0.004(4) C8 0.071(6) 0.086(7) 0.058(5) 0.014(5) 0.011(4) 0.005(5) C9 0.071(6) 0.081(7) 0.056(5) -0.008(4) 0.000(4) 0.011(5) C10 0.062(5) 0.063(5) 0.052(4) -0.015(4) -0.003(3) 0.007(4) C11 0.048(3) 0.048(4) 0.052(4) -0.008(3) 0.001(3) 0.010(3) C12 0.050(4) 0.050(4) 0.077(5) -0.009(4) -0.004(4) -0.004(3) C13 0.068(6) 0.073(6) 0.086(7) 0.014(5) 0.001(5) -0.009(5) N1 0.053(3) 0.046(3) 0.061(4) -0.001(3) 0.000(3) -0.003(3) N2 0.059(4) 0.048(3) 0.053(3) -0.008(3) -0.002(3) 0.003(3) N3 0.052(3) 0.047(3) 0.049(3) -0.004(3) -0.001(2) -0.003(3) O1 0.081(5) 0.070(4) 0.062(4) -0.006(3) 0.004(3) -0.027(3) O2 0.061(3) 0.050(3) 0.058(3) -0.006(2) 0.000(2) -0.009(2) I1 0.0657(4) 0.0694(4) 0.0762(4) 0.0112(3) 0.0168(3) 0.0030(3) I2 0.0955(5) 0.0641(4) 0.0482(3) -0.0019(2) 0.0048(3) 0.0049(3) Hg1 0.0644(2) 0.0631(2) 0.0509(2) -0.00140(14) 0.00328(13) 0.00252(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.323(12) . ? C1 C2 1.409(12) . ? C1 H1 0.9300 . ? C2 N2 1.331(12) . ? C2 H2 0.9300 . ? C3 N2 1.321(10) . ? C3 C4 1.392(10) . ? C3 H3 0.9300 . ? C4 N1 1.321(11) . ? C4 C5 1.505(11) . ? C5 O1 1.218(11) . ? C5 N3 1.364(9) . ? C6 N3 1.397(10) . ? C6 C7 1.399(12) . ? C6 C11 1.406(11) . ? C7 C8 1.410(14) . ? C7 H7 0.9300 . ? C8 C9 1.388(16) . ? C8 H8 0.9300 . ? C9 C10 1.379(15) . ? C9 H9 0.9300 . ? C10 C11 1.394(11) . ? C10 H10 0.9300 . ? C11 O2 1.353(11) . ? C12 O2 1.440(9) . ? C12 C13 1.476(15) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? N2 Hg1 2.561(7) . ? N3 H3A 0.8600 . ? I1 Hg1 2.5861(8) . ? I2 Hg1 2.6079(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 C1 C2 121.2(9) . . ? N1 C1 H1 119.4 . . ? C2 C1 H1 119.4 . . ? N2 C2 C1 121.1(9) . . ? N2 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? N2 C3 C4 121.2(8) . . ? N2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? N1 C4 C3 122.3(8) . . ? N1 C4 C5 118.3(7) . . ? C3 C4 C5 119.4(8) . . ? O1 C5 N3 125.8(8) . . ? O1 C5 C4 121.5(7) . . ? N3 C5 C4 112.6(7) . . ? N3 C6 C7 124.5(8) . . ? N3 C6 C11 115.6(7) . . ? C7 C6 C11 119.9(7) . . ? C6 C7 C8 119.7(9) . . ? C6 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C9 C8 C7 119.5(9) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C10 C9 C8 120.9(9) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 120.4(9) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? O2 C11 C10 126.4(8) . . ? O2 C11 C6 114.0(7) . . ? C10 C11 C6 119.6(8) . . ? O2 C12 C13 107.4(8) . . ? O2 C12 H12A 110.2 . . ? C13 C12 H12A 110.2 . . ? O2 C12 H12B 110.2 . . ? C13 C12 H12B 110.2 . . ? H12A C12 H12B 108.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C4 N1 C1 116.9(7) . . ? C3 N2 C2 117.2(7) . . ? C3 N2 Hg1 123.3(6) . . ? C2 N2 Hg1 119.4(6) . . ? C5 N3 C6 128.2(8) . . ? C5 N3 H3A 115.9 . . ? C6 N3 H3A 115.9 . . ? C11 O2 C12 119.3(7) . . ? N2 Hg1 I1 100.16(17) . . ? N2 Hg1 I2 98.02(17) . . ? I1 Hg1 I2 160.00(3) . . ? 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 C1 C2 N2 1.3(16) . . . . ? N2 C3 C4 N1 0.0(14) . . . . ? N2 C3 C4 C5 -178.2(8) . . . . ? N1 C4 C5 O1 178.4(9) . . . . ? C3 C4 C5 O1 -3.3(14) . . . . ? N1 C4 C5 N3 2.4(11) . . . . ? C3 C4 C5 N3 -179.3(8) . . . . ? N3 C6 C7 C8 -179.9(9) . . . . ? C11 C6 C7 C8 0.8(14) . . . . ? C6 C7 C8 C9 -1.1(17) . . . . ? C7 C8 C9 C10 1.1(18) . . . . ? C8 C9 C10 C11 -0.8(16) . . . . ? C9 C10 C11 O2 179.7(9) . . . . ? C9 C10 C11 C6 0.5(14) . . . . ? N3 C6 C11 O2 0.9(10) . . . . ? C7 C6 C11 O2 -179.8(8) . . . . ? N3 C6 C11 C10 -179.8(8) . . . . ? C7 C6 C11 C10 -0.5(12) . . . . ? C3 C4 N1 C1 0.9(13) . . . . ? C5 C4 N1 C1 179.1(8) . . . . ? C2 C1 N1 C4 -1.5(14) . . . . ? C4 C3 N2 C2 -0.3(13) . . . . ? C4 C3 N2 Hg1 179.4(6) . . . . ? C1 C2 N2 C3 -0.3(14) . . . . ? C1 C2 N2 Hg1 180.0(7) . . . . ? O1 C5 N3 C6 5.4(16) . . . . ? C4 C5 N3 C6 -178.8(8) . . . . ? C7 C6 N3 C5 -2.1(14) . . . . ? C11 C6 N3 C5 177.2(8) . . . . ? C10 C11 O2 C12 -2.2(13) . . . . ? C6 C11 O2 C12 177.0(8) . . . . ? C13 C12 O2 C11 177.1(8) . . . . ? C3 N2 Hg1 I1 -8.7(7) . . . . ? C2 N2 Hg1 I1 171.0(7) . . . . ? C3 N2 Hg1 I2 179.7(7) . . . . ? C2 N2 Hg1 I2 -0.6(7) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 29.31 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 1.642 _refine_diff_density_min -2.125 _refine_diff_density_rms 0.254 data_kh-h24 _database_code_depnum_ccdc_archive 'CCDC 865865' #TrackingRef '- compounds 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H13 Br2 Hg N3 O2' _chemical_formula_sum 'C13 H13 Br2 Hg N3 O2' _chemical_formula_weight 603.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7934(10) _cell_length_b 8.7382(12) _cell_length_c 12.4967(14) _cell_angle_alpha 93.388(10) _cell_angle_beta 96.104(10) _cell_angle_gamma 103.975(10) _cell_volume 817.98(18) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1432 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 29.19 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.451 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 14.299 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.022 _exptl_absorpt_correction_T_max 0.065 _exptl_absorpt_process_details 'shape of crystal determined optically' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'STOE IPDS II' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean '0.15 mm' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9135 _diffrn_reflns_av_R_equivalents 0.0895 _diffrn_reflns_av_sigmaI/netI 0.0641 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 29.19 _reflns_number_total 4369 _reflns_number_gt 3731 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_cell_refinement 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_data_reduction 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0830P)^2^+1.2981P] 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 4369 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0727 _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.1629 _refine_ls_wR_factor_gt 0.1554 _refine_ls_goodness_of_fit_ref 1.182 _refine_ls_restrained_S_all 1.182 _refine_ls_shift/su_max 0.006 _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 C1 C 0.2076(13) 0.4233(11) 0.7414(7) 0.0523(19) Uani 1 1 d . . . H1 H 0.1362 0.3417 0.7733 0.063 Uiso 1 1 calc R . . C2 C 0.3293(13) 0.5449(10) 0.8072(7) 0.0492(18) Uani 1 1 d . . . H2 H 0.3382 0.5429 0.8818 0.059 Uiso 1 1 calc R . . C3 C 0.4194(11) 0.6607(10) 0.6559(6) 0.0437(16) Uani 1 1 d . . . H3 H 0.4920 0.7414 0.6240 0.052 Uiso 1 1 calc R . . C4 C 0.2991(10) 0.5391(8) 0.5917(6) 0.0372(14) Uani 1 1 d . . . C5 C 0.2887(11) 0.5382(9) 0.4705(6) 0.0412(15) Uani 1 1 d . . . C6 C 0.1211(9) 0.3771(9) 0.3057(6) 0.0386(14) Uani 1 1 d . . . C7 C 0.1924(11) 0.4705(10) 0.2265(7) 0.0452(16) Uani 1 1 d . . . H7 H 0.2743 0.5675 0.2459 0.054 Uiso 1 1 calc R . . C8 C 0.1396(16) 0.4169(15) 0.1190(8) 0.064(3) Uani 1 1 d . . . H8 H 0.1951 0.4743 0.0664 0.076 Uiso 1 1 calc R . . C9 C 0.0080(14) 0.2818(14) 0.0877(8) 0.062(2) Uani 1 1 d . . . H9 H -0.0284 0.2513 0.0147 0.074 Uiso 1 1 calc R . . C10 C -0.0717(13) 0.1899(12) 0.1650(7) 0.052(2) Uani 1 1 d . . . H10 H -0.1610 0.0979 0.1442 0.063 Uiso 1 1 calc R . . C11 C -0.0145(11) 0.2389(10) 0.2752(6) 0.0409(15) Uani 1 1 d . . . C12 C -0.2167(12) 0.0158(10) 0.3369(9) 0.055(2) Uani 1 1 d . . . H12A H -0.1700 -0.0640 0.3010 0.067 Uiso 1 1 calc R . . H12B H -0.3182 0.0307 0.2904 0.067 Uiso 1 1 calc R . . C13 C -0.2708(14) -0.0345(13) 0.4417(10) 0.063(2) Uani 1 1 d . . . H13A H -0.3171 0.0452 0.4763 0.076 Uiso 1 1 calc R . . H13B H -0.1694 -0.0489 0.4869 0.076 Uiso 1 1 calc R . . H13C H -0.3611 -0.1325 0.4300 0.076 Uiso 1 1 calc R . . N1 N 0.1912(9) 0.4213(8) 0.6342(6) 0.0454(14) Uani 1 1 d . . . N2 N 0.4324(11) 0.6632(9) 0.7642(6) 0.0500(16) Uani 1 1 d . . . N3 N 0.1638(9) 0.4159(8) 0.4168(5) 0.0427(14) Uani 1 1 d . . . H3A H 0.1017 0.3529 0.4566 0.051 Uiso 1 1 calc R . . O1 O 0.3875(11) 0.6407(9) 0.4289(6) 0.067(2) Uani 1 1 d . . . O2 O -0.0822(8) 0.1617(7) 0.3586(5) 0.0491(13) Uani 1 1 d . . . Hg1 Hg 0.64459(5) 0.88961(4) 0.88427(3) 0.05173(15) Uani 1 1 d . . . Br1 Br 0.56098(17) 0.79092(13) 1.05526(7) 0.0632(3) Uani 1 1 d . . . Br2 Br 0.76012(16) 1.06190(14) 0.75073(10) 0.0667(3) 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 C1 0.060(5) 0.046(4) 0.044(4) 0.005(3) 0.012(4) -0.002(4) C2 0.061(5) 0.045(4) 0.039(4) 0.003(3) 0.009(3) 0.006(4) C3 0.043(4) 0.045(4) 0.038(4) -0.003(3) 0.004(3) 0.004(3) C4 0.040(3) 0.032(3) 0.037(3) -0.002(3) 0.005(3) 0.006(3) C5 0.044(4) 0.040(3) 0.034(3) 0.001(3) 0.004(3) -0.001(3) C6 0.033(3) 0.040(3) 0.042(4) -0.001(3) 0.007(3) 0.005(3) C7 0.041(4) 0.046(4) 0.041(4) 0.000(3) 0.005(3) -0.003(3) C8 0.075(6) 0.076(7) 0.038(4) 0.006(4) 0.019(4) 0.009(5) C9 0.065(6) 0.075(7) 0.037(4) -0.008(4) 0.001(4) 0.009(5) C10 0.054(4) 0.055(5) 0.040(4) -0.012(3) -0.002(3) 0.005(4) C11 0.044(4) 0.041(4) 0.034(3) 0.002(3) 0.001(3) 0.006(3) C12 0.048(4) 0.037(4) 0.067(6) -0.009(4) 0.003(4) -0.010(3) C13 0.055(5) 0.054(5) 0.072(6) 0.011(5) 0.016(4) -0.009(4) N1 0.045(3) 0.039(3) 0.045(4) 0.000(3) 0.008(3) -0.003(3) N2 0.056(4) 0.047(4) 0.040(3) -0.003(3) -0.005(3) 0.005(3) N3 0.046(3) 0.038(3) 0.033(3) -0.003(2) 0.001(2) -0.006(3) O1 0.077(5) 0.057(4) 0.046(3) 0.004(3) 0.005(3) -0.024(4) O2 0.051(3) 0.043(3) 0.039(3) -0.003(2) 0.001(2) -0.012(2) Hg1 0.0550(2) 0.0546(2) 0.03802(19) -0.00356(13) 0.00240(12) 0.00240(14) Br1 0.0863(7) 0.0597(5) 0.0364(4) -0.0013(4) 0.0044(4) 0.0071(5) Br2 0.0682(6) 0.0662(6) 0.0640(6) 0.0125(5) 0.0196(5) 0.0072(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.332(11) . ? C1 C2 1.395(12) . ? C1 H1 0.9300 . ? C2 N2 1.327(12) . ? C2 H2 0.9300 . ? C3 N2 1.344(11) . ? C3 C4 1.382(10) . ? C3 H3 0.9300 . ? C4 N1 1.338(10) . ? C4 C5 1.507(11) . ? C5 O1 1.214(10) . ? C5 N3 1.346(9) . ? C6 C7 1.395(11) . ? C6 N3 1.395(10) . ? C6 C11 1.402(10) . ? C7 C8 1.382(12) . ? C7 H7 0.9300 . ? C8 C9 1.369(16) . ? C8 H8 0.9300 . ? C9 C10 1.393(15) . ? C9 H9 0.9300 . ? C10 C11 1.410(11) . ? C10 H10 0.9300 . ? C11 O2 1.360(10) . ? C12 O2 1.432(9) . ? C12 C13 1.477(15) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? N2 Hg1 2.538(7) . ? N3 H3A 0.8600 . ? Hg1 Br2 2.4133(12) . ? Hg1 Br1 2.4447(11) . ? 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 C1 C2 121.5(8) . . ? N1 C1 H1 119.2 . . ? C2 C1 H1 119.2 . . ? N2 C2 C1 120.7(8) . . ? N2 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? N2 C3 C4 120.5(8) . . ? N2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? N1 C4 C3 121.8(8) . . ? N1 C4 C5 118.8(6) . . ? C3 C4 C5 119.5(7) . . ? O1 C5 N3 125.3(8) . . ? O1 C5 C4 120.8(7) . . ? N3 C5 C4 113.9(7) . . ? C7 C6 N3 125.0(7) . . ? C7 C6 C11 119.6(7) . . ? N3 C6 C11 115.1(7) . . ? C8 C7 C6 119.0(8) . . ? C8 C7 H7 120.5 . . ? C6 C7 H7 120.5 . . ? C9 C8 C7 121.9(10) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C8 C9 C10 120.2(9) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C9 C10 C11 118.8(8) . . ? C9 C10 H10 120.6 . . ? C11 C10 H10 120.6 . . ? O2 C11 C6 115.0(7) . . ? O2 C11 C10 124.9(8) . . ? C6 C11 C10 120.2(8) . . ? O2 C12 C13 107.3(7) . . ? O2 C12 H12A 110.2 . . ? C13 C12 H12A 110.2 . . ? O2 C12 H12B 110.2 . . ? C13 C12 H12B 110.2 . . ? H12A C12 H12B 108.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C1 N1 C4 117.3(7) . . ? C2 N2 C3 118.2(7) . . ? C2 N2 Hg1 120.5(6) . . ? C3 N2 Hg1 121.2(6) . . ? C5 N3 C6 129.1(7) . . ? C5 N3 H3A 115.5 . . ? C6 N3 H3A 115.5 . . ? C11 O2 C12 119.7(7) . . ? Br2 Hg1 Br1 162.34(5) . . ? Br2 Hg1 N2 100.75(19) . . ? Br1 Hg1 N2 95.86(19) . . ? 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 C1 C2 N2 0.3(15) . . . . ? N2 C3 C4 N1 0.5(13) . . . . ? N2 C3 C4 C5 -179.3(7) . . . . ? N1 C4 C5 O1 -178.1(8) . . . . ? C3 C4 C5 O1 1.7(14) . . . . ? N1 C4 C5 N3 1.6(11) . . . . ? C3 C4 C5 N3 -178.6(8) . . . . ? N3 C6 C7 C8 179.3(9) . . . . ? C11 C6 C7 C8 -6.1(13) . . . . ? C6 C7 C8 C9 5.9(17) . . . . ? C7 C8 C9 C10 -2.9(18) . . . . ? C8 C9 C10 C11 0.1(16) . . . . ? C7 C6 C11 O2 -176.1(7) . . . . ? N3 C6 C11 O2 -1.0(11) . . . . ? C7 C6 C11 C10 3.4(12) . . . . ? N3 C6 C11 C10 178.6(8) . . . . ? C9 C10 C11 O2 179.1(9) . . . . ? C9 C10 C11 C6 -0.4(14) . . . . ? C2 C1 N1 C4 1.4(14) . . . . ? C3 C4 N1 C1 -1.8(13) . . . . ? C5 C4 N1 C1 178.0(8) . . . . ? C1 C2 N2 C3 -1.6(14) . . . . ? C1 C2 N2 Hg1 177.5(7) . . . . ? C4 C3 N2 C2 1.2(13) . . . . ? C4 C3 N2 Hg1 -177.9(6) . . . . ? O1 C5 N3 C6 1.1(16) . . . . ? C4 C5 N3 C6 -178.5(8) . . . . ? C7 C6 N3 C5 -6.5(14) . . . . ? C11 C6 N3 C5 178.6(8) . . . . ? C6 C11 O2 C12 -177.6(8) . . . . ? C10 C11 O2 C12 2.8(13) . . . . ? C13 C12 O2 C11 -176.8(8) . . . . ? C2 N2 Hg1 Br2 -175.2(7) . . . . ? C3 N2 Hg1 Br2 3.9(7) . . . . ? C2 N2 Hg1 Br1 -1.2(7) . . . . ? C3 N2 Hg1 Br1 177.9(7) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 29.19 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 3.974 _refine_diff_density_min -3.194 _refine_diff_density_rms 0.303 data_kh-h25h _database_code_depnum_ccdc_archive 'CCDC 865866' #TrackingRef '- compounds 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 Cl2 Hg N6 O4' _chemical_formula_sum 'C26 H26 Cl2 Hg N6 O4' _chemical_formula_weight 758.02 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 Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.662(3) _cell_length_b 28.360(6) _cell_length_c 14.515(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.78(3) _cell_angle_gamma 90.00 _cell_volume 5480(2) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3276 _cell_measurement_theta_min 1.69 _cell_measurement_theta_max 29.24 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.838 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2960 _exptl_absorpt_coefficient_mu 5.857 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.153 _exptl_absorpt_correction_T_max 0.241 _exptl_absorpt_process_details 'shape of crystal determined optically' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'STOE IPDS II' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean '0.15 mm' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43989 _diffrn_reflns_av_R_equivalents 0.0667 _diffrn_reflns_av_sigmaI/netI 0.0519 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 29.24 _reflns_number_total 14729 _reflns_number_gt 11974 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_cell_refinement 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_data_reduction 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0353P)^2^+27.2743P] 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 14729 _refine_ls_number_parameters 706 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0719 _refine_ls_R_factor_gt 0.0535 _refine_ls_wR_factor_ref 0.1153 _refine_ls_wR_factor_gt 0.1089 _refine_ls_goodness_of_fit_ref 1.147 _refine_ls_restrained_S_all 1.147 _refine_ls_shift/su_max 0.027 _refine_ls_shift/su_mean 0.003 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 C1 C -0.0695(4) 0.7878(2) 0.2705(5) 0.0230(11) Uani 1 1 d . . . H1 H -0.1189 0.8090 0.2682 0.028 Uiso 1 1 calc R . . C2 C 0.0206(4) 0.8051(2) 0.2749(5) 0.0248(12) Uani 1 1 d . . . H2 H 0.0295 0.8376 0.2744 0.030 Uiso 1 1 calc R . . C3 C 0.0786(4) 0.7305(2) 0.2812(5) 0.0251(12) Uani 1 1 d . . . H3 H 0.1292 0.7095 0.2862 0.030 Uiso 1 1 calc R . . C4 C -0.0127(4) 0.7130(2) 0.2750(5) 0.0210(11) Uani 1 1 d . . . C5 C -0.0267(4) 0.6609(2) 0.2766(5) 0.0233(12) Uani 1 1 d . . . C6 C -0.1565(4) 0.6025(2) 0.2697(4) 0.0204(11) Uani 1 1 d . . . C7 C -0.1073(4) 0.5610(2) 0.2667(4) 0.0216(11) Uani 1 1 d . . . H7 H -0.0440 0.5622 0.2663 0.026 Uiso 1 1 calc R . . C8 C -0.1534(4) 0.5173(2) 0.2641(5) 0.0233(12) Uani 1 1 d . . . H8 H -0.1200 0.4895 0.2635 0.028 Uiso 1 1 calc R . . C9 C -0.2491(4) 0.5155(2) 0.2625(5) 0.0241(12) Uani 1 1 d . . . H9 H -0.2796 0.4865 0.2600 0.029 Uiso 1 1 calc R . . C10 C -0.2988(4) 0.5568(2) 0.2646(5) 0.0247(12) Uani 1 1 d . . . H10 H -0.3627 0.5554 0.2635 0.030 Uiso 1 1 calc R . . C11 C -0.2532(4) 0.6004(2) 0.2684(4) 0.0205(11) Uani 1 1 d . . . C12 C -0.3912(4) 0.6452(2) 0.2725(5) 0.0242(12) Uani 1 1 d . . . H12A H -0.3910 0.6278 0.3300 0.029 Uiso 1 1 calc R . . H12B H -0.4416 0.6317 0.2108 0.029 Uiso 1 1 calc R . . C13 C -0.4131(5) 0.6963(2) 0.2806(5) 0.0292(13) Uani 1 1 d . . . H13A H -0.4135 0.7131 0.2230 0.035 Uiso 1 1 calc R . . H13B H -0.3623 0.7092 0.3416 0.035 Uiso 1 1 calc R . . H13C H -0.4776 0.6993 0.2824 0.035 Uiso 1 1 calc R . . C14 C 0.5983(4) 0.8348(2) 0.2758(5) 0.0212(11) Uani 1 1 d . . . H14 H 0.6477 0.8143 0.2757 0.025 Uiso 1 1 calc R . . C15 C 0.5125(4) 0.8165(2) 0.2818(4) 0.0216(11) Uani 1 1 d . . . H15 H 0.5065 0.7840 0.2853 0.026 Uiso 1 1 calc R . . C16 C 0.4524(4) 0.89055(19) 0.2794(4) 0.0173(10) Uani 1 1 d . . . H16 H 0.4039 0.9110 0.2820 0.021 Uiso 1 1 calc R . . C17 C 0.5368(4) 0.9089(2) 0.2723(4) 0.0171(10) Uani 1 1 d . . . C18 C 0.5470(4) 0.9615(2) 0.2671(5) 0.0210(11) Uani 1 1 d . . . C19 C 0.6582(4) 1.0205(2) 0.2388(5) 0.0201(11) Uani 1 1 d . . . C20 C 0.5992(4) 1.0604(2) 0.2235(5) 0.0257(12) Uani 1 1 d . . . H20 H 0.5353 1.0583 0.2220 0.031 Uiso 1 1 calc R . . C21 C 0.6370(5) 1.1038(2) 0.2103(5) 0.0280(13) Uani 1 1 d . . . H21 H 0.5970 1.1306 0.1982 0.034 Uiso 1 1 calc R . . C22 C 0.7324(4) 1.1077(2) 0.2148(5) 0.0234(12) Uani 1 1 d . . . H22 H 0.7567 1.1370 0.2068 0.028 Uiso 1 1 calc R . . C23 C 0.7920(4) 1.0681(2) 0.2312(4) 0.0222(11) Uani 1 1 d . . . H23 H 0.8568 1.0709 0.2351 0.027 Uiso 1 1 calc R . . C24 C 0.7557(4) 1.0244(2) 0.2419(4) 0.0185(10) Uani 1 1 d . . . C25 C 0.9102(4) 0.9842(2) 0.2724(5) 0.0241(12) Uani 1 1 d . . . H25A H 0.9477 1.0062 0.3262 0.029 Uiso 1 1 calc R . . H25B H 0.9142 0.9945 0.2105 0.029 Uiso 1 1 calc R . . C26 C 0.9522(5) 0.9351(2) 0.3003(5) 0.0296(14) Uani 1 1 d . . . H26A H 0.9137 0.9137 0.2470 0.036 Uiso 1 1 calc R . . H26B H 0.9487 0.9257 0.3622 0.036 Uiso 1 1 calc R . . H26C H 1.0209 0.9348 0.3094 0.036 Uiso 1 1 calc R . . C27 C 0.3410(4) 0.5236(2) 0.5195(5) 0.0223(11) Uani 1 1 d . . . H27 H 0.3903 0.5025 0.5215 0.027 Uiso 1 1 calc R . . C28 C 0.2464(4) 0.5065(2) 0.5038(5) 0.0230(11) Uani 1 1 d . . . H28 H 0.2345 0.4742 0.4964 0.028 Uiso 1 1 calc R . . C29 C 0.1939(4) 0.5811(2) 0.5125(4) 0.0206(11) Uani 1 1 d . . . H29 H 0.1448 0.6019 0.5122 0.025 Uiso 1 1 calc R . . C30 C 0.2879(4) 0.59869(19) 0.5270(4) 0.0178(10) Uani 1 1 d . . . C31 C 0.3066(4) 0.65087(19) 0.5379(4) 0.0176(10) Uani 1 1 d . . . C32 C 0.4281(4) 0.7094(2) 0.5281(4) 0.0193(10) Uani 1 1 d . . . C33 C 0.3751(4) 0.7507(2) 0.5241(5) 0.0222(11) Uani 1 1 d . . . H33 H 0.3126 0.7493 0.5263 0.027 Uiso 1 1 calc R . . C34 C 0.4167(5) 0.7942(2) 0.5169(5) 0.0247(12) Uani 1 1 d . . . H34 H 0.3804 0.8217 0.5120 0.030 Uiso 1 1 calc R . . C35 C 0.5102(4) 0.7969(2) 0.5171(5) 0.0242(12) Uani 1 1 d . . . H35 H 0.5370 0.8261 0.5131 0.029 Uiso 1 1 calc R . . C36 C 0.5654(4) 0.7558(2) 0.5234(5) 0.0230(11) Uani 1 1 d . . . H36 H 0.6291 0.7577 0.5242 0.028 Uiso 1 1 calc R . . C37 C 0.5245(4) 0.7123(2) 0.5283(4) 0.0194(10) Uani 1 1 d . . . C38 C 0.6748(4) 0.6695(2) 0.5563(5) 0.0270(13) Uani 1 1 d . . . H38A H 0.7124 0.6873 0.6177 0.032 Uiso 1 1 calc R . . H38B H 0.6855 0.6837 0.5009 0.032 Uiso 1 1 calc R . . C39 C 0.7084(6) 0.6185(3) 0.5699(7) 0.0429(19) Uani 1 1 d . . . H39A H 0.6694 0.6012 0.5092 0.052 Uiso 1 1 calc R . . H39B H 0.6989 0.6051 0.6259 0.052 Uiso 1 1 calc R . . H39C H 0.7782 0.6169 0.5831 0.052 Uiso 1 1 calc R . . C40 C 0.8343(4) 0.5211(2) -0.0003(5) 0.0223(11) Uani 1 1 d . . . H40 H 0.8805 0.5000 -0.0055 0.027 Uiso 1 1 calc R . . C41 C 0.7473(4) 0.5037(2) 0.0039(5) 0.0237(12) Uani 1 1 d . . . H41 H 0.7367 0.4713 0.0013 0.028 Uiso 1 1 calc R . . C42 C 0.6976(4) 0.5789(2) 0.0152(4) 0.0203(11) Uani 1 1 d . . . H42 H 0.6518 0.6001 0.0209 0.024 Uiso 1 1 calc R . . C43 C 0.7845(4) 0.5959(2) 0.0107(4) 0.0196(11) Uani 1 1 d . . . C44 C 0.8001(4) 0.6486(2) 0.0105(4) 0.0223(11) Uani 1 1 d . . . C45 C 0.9270(4) 0.7065(2) 0.0121(4) 0.0206(11) Uani 1 1 d . . . C46 C 0.8746(5) 0.7480(2) 0.0081(5) 0.0269(13) Uani 1 1 d . . . H46 H 0.8092 0.7469 0.0027 0.032 Uiso 1 1 calc R . . C47 C 0.9216(5) 0.7919(2) 0.0123(5) 0.0264(12) Uani 1 1 d . . . H47 H 0.8867 0.8197 0.0087 0.032 Uiso 1 1 calc R . . C48 C 1.0193(4) 0.7937(2) 0.0216(5) 0.0233(12) Uani 1 1 d . . . H48 H 1.0504 0.8227 0.0265 0.028 Uiso 1 1 calc R . . C49 C 1.0716(4) 0.7523(2) 0.0238(5) 0.0232(11) Uani 1 1 d . . . H49 H 1.1371 0.7539 0.0295 0.028 Uiso 1 1 calc R . . C50 C 1.0259(4) 0.7086(2) 0.0175(4) 0.0199(11) Uani 1 1 d . . . C51 C 1.1701(4) 0.6650(2) 0.0291(5) 0.0214(11) Uani 1 1 d . . . H51A H 1.2142 0.6772 0.0953 0.026 Uiso 1 1 calc R . . H51B H 1.1779 0.6843 -0.0224 0.026 Uiso 1 1 calc R . . C52 C 1.1959(4) 0.6145(2) 0.0190(5) 0.0257(12) Uani 1 1 d . . . H52A H 1.1516 0.6027 -0.0466 0.031 Uiso 1 1 calc R . . H52B H 1.1886 0.5958 0.0707 0.031 Uiso 1 1 calc R . . H52C H 1.2640 0.6126 0.0265 0.031 Uiso 1 1 calc R . . N1 N -0.0878(3) 0.74165(18) 0.2694(4) 0.0211(10) Uani 1 1 d . . . N2 N 0.0949(4) 0.77673(19) 0.2800(4) 0.0254(11) Uani 1 1 d . . . N3 N -0.1181(3) 0.64798(18) 0.2695(4) 0.0216(10) Uani 1 1 d . . . H3A H -0.1587 0.6708 0.2640 0.026 Uiso 1 1 calc R . . N4 N 0.6106(3) 0.88118(18) 0.2702(4) 0.0196(9) Uani 1 1 d . . . N5 N 0.4394(3) 0.84375(18) 0.2825(4) 0.0205(9) Uani 1 1 d . . . N6 N 0.6281(3) 0.97433(18) 0.2503(4) 0.0218(10) Uani 1 1 d . . . H6A H 0.6654 0.9518 0.2461 0.026 Uiso 1 1 calc R . . N7 N 0.3624(3) 0.56970(19) 0.5318(4) 0.0227(10) Uani 1 1 d . . . N8 N 0.1725(4) 0.53509(18) 0.4991(4) 0.0223(10) Uani 1 1 d . . . N9 N 0.3916(3) 0.66359(17) 0.5299(4) 0.0197(9) Uani 1 1 d . . . H9A H 0.4282 0.6408 0.5254 0.024 Uiso 1 1 calc R . . N10 N 0.8534(3) 0.56723(18) 0.0029(4) 0.0205(9) Uani 1 1 d . . . N11 N 0.6783(3) 0.53275(18) 0.0115(4) 0.0210(10) Uani 1 1 d . . . N12 N 0.8884(4) 0.66104(18) 0.0095(4) 0.0231(10) Uani 1 1 d . . . H12D H 0.9258 0.6382 0.0070 0.028 Uiso 1 1 calc R . . O1 O 0.0403(3) 0.63337(17) 0.2837(4) 0.0359(12) Uani 1 1 d . . . O2 O -0.2939(3) 0.64330(15) 0.2710(4) 0.0278(10) Uani 1 1 d . . . O3 O 0.4846(3) 0.98795(16) 0.2743(4) 0.0276(9) Uani 1 1 d . . . O4 O 0.8074(3) 0.98220(15) 0.2583(4) 0.0230(9) Uani 1 1 d . . . O5 O 0.2469(3) 0.67740(15) 0.5508(4) 0.0243(9) Uani 1 1 d . . . O6 O 0.5701(3) 0.66940(15) 0.5345(4) 0.0251(9) Uani 1 1 d . . . O7 O 0.7356(3) 0.67563(17) 0.0121(4) 0.0287(10) Uani 1 1 d . . . O8 O 1.0674(3) 0.66588(15) 0.0165(4) 0.0254(9) Uani 1 1 d . . . Cl1 Cl 0.20184(11) 0.88491(5) 0.25769(13) 0.0273(3) Uani 1 1 d . . . Cl2 Cl 0.31901(10) 0.73309(5) 0.26012(11) 0.0223(3) Uani 1 1 d . . . Cl3 Cl 0.04128(10) 0.42756(5) 0.45377(12) 0.0264(3) Uani 1 1 d . . . Cl4 Cl 0.45109(10) 0.57642(5) 0.01201(13) 0.0267(3) Uani 1 1 d . . . Hg1 Hg 0.261969(14) 0.809396(7) 0.257916(17) 0.02026(6) Uani 1 1 d . . . Hg2 Hg 0.0000 0.5000 0.5000 0.02277(7) Uani 1 2 d S . . Hg3 Hg 0.5000 0.5000 0.0000 0.02247(8) Uani 1 2 d S . . 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 C1 0.019(2) 0.024(3) 0.024(3) 0.002(2) 0.008(2) 0.001(2) C2 0.027(3) 0.024(3) 0.027(3) 0.000(2) 0.014(2) -0.006(2) C3 0.021(2) 0.024(3) 0.037(3) 0.002(2) 0.019(2) -0.002(2) C4 0.019(2) 0.020(3) 0.027(3) 0.001(2) 0.013(2) -0.003(2) C5 0.022(2) 0.024(3) 0.027(3) -0.001(2) 0.013(2) 0.001(2) C6 0.024(2) 0.015(3) 0.023(3) 0.002(2) 0.010(2) -0.001(2) C7 0.023(2) 0.018(3) 0.024(3) 0.000(2) 0.009(2) 0.003(2) C8 0.027(3) 0.015(3) 0.028(3) 0.001(2) 0.012(2) 0.005(2) C9 0.027(3) 0.021(3) 0.027(3) 0.003(2) 0.014(2) -0.004(2) C10 0.022(3) 0.023(3) 0.028(3) -0.003(2) 0.009(2) -0.007(2) C11 0.020(2) 0.022(3) 0.023(3) -0.002(2) 0.013(2) 0.000(2) C12 0.022(3) 0.023(3) 0.030(3) 0.001(2) 0.014(2) -0.001(2) C13 0.028(3) 0.025(3) 0.038(3) -0.001(3) 0.017(3) 0.005(2) C14 0.021(2) 0.013(3) 0.028(3) 0.000(2) 0.008(2) 0.0007(19) C15 0.021(2) 0.018(3) 0.025(3) 0.001(2) 0.010(2) 0.001(2) C16 0.019(2) 0.013(2) 0.021(3) -0.0061(19) 0.010(2) -0.0011(18) C17 0.018(2) 0.017(3) 0.018(2) -0.0023(19) 0.0094(19) -0.0013(19) C18 0.017(2) 0.016(3) 0.028(3) -0.002(2) 0.008(2) -0.0011(19) C19 0.027(3) 0.012(2) 0.024(3) -0.001(2) 0.013(2) -0.003(2) C20 0.021(3) 0.022(3) 0.038(3) -0.001(2) 0.016(2) 0.000(2) C21 0.031(3) 0.018(3) 0.040(4) 0.005(2) 0.020(3) 0.003(2) C22 0.030(3) 0.020(3) 0.025(3) 0.001(2) 0.017(2) -0.006(2) C23 0.022(2) 0.020(3) 0.025(3) 0.001(2) 0.009(2) -0.004(2) C24 0.020(2) 0.015(2) 0.020(3) 0.0003(19) 0.007(2) 0.0007(19) C25 0.012(2) 0.025(3) 0.035(3) -0.001(2) 0.009(2) -0.001(2) C26 0.026(3) 0.031(3) 0.033(3) 0.011(3) 0.013(2) 0.006(2) C27 0.025(3) 0.018(3) 0.026(3) -0.002(2) 0.013(2) 0.001(2) C28 0.028(3) 0.011(2) 0.030(3) -0.001(2) 0.012(2) -0.003(2) C29 0.022(2) 0.017(3) 0.025(3) -0.001(2) 0.012(2) 0.001(2) C30 0.020(2) 0.013(2) 0.021(3) -0.0040(19) 0.010(2) -0.0010(19) C31 0.024(2) 0.014(2) 0.021(3) -0.0004(19) 0.015(2) -0.0030(19) C32 0.021(2) 0.016(3) 0.023(3) -0.004(2) 0.011(2) -0.003(2) C33 0.024(2) 0.013(3) 0.034(3) -0.001(2) 0.016(2) 0.001(2) C34 0.033(3) 0.014(3) 0.032(3) 0.001(2) 0.018(3) 0.000(2) C35 0.033(3) 0.018(3) 0.025(3) 0.004(2) 0.015(2) -0.005(2) C36 0.020(2) 0.022(3) 0.031(3) -0.001(2) 0.015(2) -0.002(2) C37 0.023(2) 0.014(2) 0.023(3) -0.001(2) 0.012(2) 0.0012(19) C38 0.019(2) 0.032(3) 0.032(3) 0.003(3) 0.013(2) 0.003(2) C39 0.037(3) 0.044(4) 0.056(5) 0.020(4) 0.027(3) 0.018(3) C40 0.020(2) 0.024(3) 0.028(3) 0.002(2) 0.014(2) 0.004(2) C41 0.023(2) 0.020(3) 0.030(3) 0.001(2) 0.013(2) -0.002(2) C42 0.019(2) 0.021(3) 0.023(3) -0.002(2) 0.012(2) -0.003(2) C43 0.018(2) 0.020(3) 0.021(3) -0.002(2) 0.008(2) 0.0015(19) C44 0.018(2) 0.027(3) 0.021(3) -0.005(2) 0.007(2) -0.005(2) C45 0.022(2) 0.020(3) 0.023(3) -0.001(2) 0.012(2) 0.000(2) C46 0.027(3) 0.019(3) 0.040(4) -0.001(2) 0.019(3) -0.001(2) C47 0.032(3) 0.016(3) 0.039(4) -0.003(2) 0.023(3) 0.002(2) C48 0.029(3) 0.018(3) 0.023(3) 0.000(2) 0.012(2) -0.003(2) C49 0.026(3) 0.025(3) 0.022(3) -0.002(2) 0.013(2) -0.002(2) C50 0.019(2) 0.021(3) 0.022(3) -0.001(2) 0.010(2) -0.001(2) C51 0.019(2) 0.016(3) 0.027(3) -0.001(2) 0.008(2) 0.0003(19) C52 0.023(3) 0.021(3) 0.032(3) -0.003(2) 0.011(2) -0.001(2) N1 0.017(2) 0.022(2) 0.026(2) 0.0014(19) 0.0105(18) -0.0028(18) N2 0.026(2) 0.019(3) 0.036(3) 0.001(2) 0.019(2) -0.0020(19) N3 0.019(2) 0.018(2) 0.033(3) 0.0008(19) 0.016(2) 0.0046(17) N4 0.020(2) 0.017(2) 0.025(2) 0.0002(19) 0.0127(18) -0.0005(17) N5 0.019(2) 0.016(2) 0.026(2) 0.0026(18) 0.0091(18) -0.0038(17) N6 0.019(2) 0.014(2) 0.037(3) -0.0007(19) 0.017(2) -0.0001(17) N7 0.020(2) 0.021(2) 0.028(3) -0.001(2) 0.0106(19) -0.0009(18) N8 0.027(2) 0.014(2) 0.029(3) -0.0036(19) 0.015(2) -0.0039(18) N9 0.020(2) 0.014(2) 0.028(2) -0.0012(18) 0.0138(19) -0.0031(17) N10 0.020(2) 0.021(2) 0.023(2) -0.0001(19) 0.0116(18) 0.0005(18) N11 0.018(2) 0.022(3) 0.024(2) 0.0016(19) 0.0099(18) 0.0012(17) N12 0.023(2) 0.017(2) 0.034(3) -0.001(2) 0.016(2) 0.0004(18) O1 0.026(2) 0.024(2) 0.065(4) 0.001(2) 0.027(2) 0.0040(18) O2 0.024(2) 0.015(2) 0.051(3) -0.0023(18) 0.023(2) -0.0008(16) O3 0.026(2) 0.017(2) 0.046(3) -0.0018(19) 0.0203(19) 0.0022(16) O4 0.0187(18) 0.016(2) 0.037(2) 0.0030(17) 0.0141(17) -0.0006(15) O5 0.0242(19) 0.016(2) 0.038(2) -0.0001(17) 0.0193(18) -0.0012(15) O6 0.0204(18) 0.019(2) 0.040(3) 0.0012(18) 0.0171(18) 0.0008(15) O7 0.0227(19) 0.022(2) 0.046(3) -0.0037(19) 0.0193(19) -0.0003(16) O8 0.0196(18) 0.017(2) 0.042(3) 0.0006(18) 0.0157(18) 0.0010(15) Cl1 0.0272(6) 0.0161(6) 0.0445(9) -0.0004(6) 0.0209(6) 0.0013(5) Cl2 0.0235(6) 0.0146(6) 0.0293(7) -0.0011(5) 0.0115(5) -0.0014(5) Cl3 0.0272(6) 0.0183(6) 0.0370(8) -0.0050(6) 0.0169(6) -0.0038(5) Cl4 0.0259(6) 0.0141(6) 0.0453(9) 0.0006(6) 0.0199(6) 0.0012(5) Hg1 0.02033(9) 0.01463(9) 0.02813(11) -0.00031(9) 0.01242(8) -0.00135(8) Hg2 0.02394(13) 0.01750(15) 0.03096(17) -0.00409(12) 0.01552(12) -0.00402(11) Hg3 0.01902(12) 0.01311(14) 0.03746(18) 0.00154(12) 0.01399(12) 0.00043(10) _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 C1 N1 1.334(8) . ? C1 C2 1.387(8) . ? C1 H1 0.9300 . ? C2 N2 1.332(8) . ? C2 H2 0.9300 . ? C3 N2 1.333(8) . ? C3 C4 1.395(7) . ? C3 H3 0.9300 . ? C4 N1 1.342(7) . ? C4 C5 1.495(9) . ? C5 O1 1.225(7) . ? C5 N3 1.352(7) . ? C6 C7 1.390(8) . ? C6 N3 1.409(7) . ? C6 C11 1.411(8) . ? C7 C8 1.405(8) . ? C7 H7 0.9300 . ? C8 C9 1.393(8) . ? C8 H8 0.9300 . ? C9 C10 1.387(9) . ? C9 H9 0.9300 . ? C10 C11 1.397(8) . ? C10 H10 0.9300 . ? C11 O2 1.362(7) . ? C12 O2 1.437(7) . ? C12 C13 1.499(9) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 N4 1.335(7) . ? C14 C15 1.396(8) . ? C14 H14 0.9300 . ? C15 N5 1.326(7) . ? C15 H15 0.9300 . ? C16 N5 1.344(7) . ? C16 C17 1.386(7) . ? C16 H16 0.9300 . ? C17 N4 1.347(7) . ? C17 C18 1.503(8) . ? C18 O3 1.222(7) . ? C18 N6 1.361(7) . ? C19 C20 1.384(8) . ? C19 N6 1.414(7) . ? C19 C24 1.416(8) . ? C20 C21 1.397(9) . ? C20 H20 0.9300 . ? C21 C22 1.376(8) . ? C21 H21 0.9300 . ? C22 C23 1.380(9) . ? C22 H22 0.9300 . ? C23 C24 1.385(8) . ? C23 H23 0.9300 . ? C24 O4 1.383(7) . ? C25 O4 1.434(6) . ? C25 C26 1.508(9) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 N7 1.339(8) . ? C27 C28 1.396(8) . ? C27 H27 0.9300 . ? C28 N8 1.332(8) . ? C28 H28 0.9300 . ? C29 N8 1.336(7) . ? C29 C30 1.397(7) . ? C29 H29 0.9300 . ? C30 N7 1.345(7) . ? C30 C31 1.501(8) . ? C31 O5 1.226(7) . ? C31 N9 1.348(7) . ? C32 C33 1.393(8) . ? C32 N9 1.411(7) . ? C32 C37 1.414(8) . ? C33 C34 1.401(8) . ? C33 H33 0.9300 . ? C34 C35 1.372(9) . ? C34 H34 0.9300 . ? C35 C36 1.400(9) . ? C35 H35 0.9300 . ? C36 C37 1.387(8) . ? C36 H36 0.9300 . ? C37 O6 1.373(7) . ? C38 O6 1.431(7) . ? C38 C39 1.513(10) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 N10 1.333(8) . ? C40 C41 1.393(8) . ? C40 H40 0.9300 . ? C41 N11 1.345(8) . ? C41 H41 0.9300 . ? C42 N11 1.334(8) . ? C42 C43 1.390(8) . ? C42 H42 0.9300 . ? C43 N10 1.338(7) . ? C43 C44 1.512(8) . ? C44 O7 1.224(7) . ? C44 N12 1.348(7) . ? C45 C46 1.395(8) . ? C45 N12 1.402(8) . ? C45 C50 1.420(7) . ? C46 C47 1.410(9) . ? C46 H46 0.9300 . ? C47 C48 1.382(8) . ? C47 H47 0.9300 . ? C48 C49 1.394(9) . ? C48 H48 0.9300 . ? C49 C50 1.395(8) . ? C49 H49 0.9300 . ? C50 O8 1.359(7) . ? C51 O8 1.439(7) . ? C51 C52 1.505(8) . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? N3 H3A 0.8600 . ? N5 Hg1 2.658(5) . ? N6 H6A 0.8600 . ? N9 H9A 0.8600 . ? N12 H12D 0.8600 . ? Cl1 Hg1 2.3153(15) . ? Cl2 Hg1 2.3155(15) . ? Cl3 Hg2 2.3190(15) . ? Cl4 Hg3 2.3122(15) . ? Hg2 Cl3 2.3190(15) 3_566 ? Hg3 Cl4 2.3122(15) 3_665 ? 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 C1 C2 122.1(6) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? N2 C2 C1 122.0(6) . . ? N2 C2 H2 119.0 . . ? C1 C2 H2 119.0 . . ? N2 C3 C4 121.4(6) . . ? N2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? N1 C4 C3 122.0(6) . . ? N1 C4 C5 119.0(5) . . ? C3 C4 C5 119.0(5) . . ? O1 C5 N3 124.6(6) . . ? O1 C5 C4 121.4(5) . . ? N3 C5 C4 113.9(5) . . ? C7 C6 N3 124.2(5) . . ? C7 C6 C11 119.8(5) . . ? N3 C6 C11 116.0(5) . . ? C6 C7 C8 119.7(5) . . ? C6 C7 H7 120.1 . . ? C8 C7 H7 120.1 . . ? C9 C8 C7 120.2(5) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C10 C9 C8 120.2(6) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 120.1(5) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? O2 C11 C10 125.7(5) . . ? O2 C11 C6 114.3(5) . . ? C10 C11 C6 119.9(5) . . ? O2 C12 C13 106.6(5) . . ? O2 C12 H12A 110.4 . . ? C13 C12 H12A 110.4 . . ? O2 C12 H12B 110.4 . . ? C13 C12 H12B 110.4 . . ? H12A C12 H12B 108.6 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N4 C14 C15 121.2(5) . . ? N4 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? N5 C15 C14 122.5(5) . . ? N5 C15 H15 118.8 . . ? C14 C15 H15 118.8 . . ? N5 C16 C17 121.1(5) . . ? N5 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? N4 C17 C16 122.3(5) . . ? N4 C17 C18 118.7(5) . . ? C16 C17 C18 119.0(5) . . ? O3 C18 N6 126.3(6) . . ? O3 C18 C17 120.9(5) . . ? N6 C18 C17 112.8(5) . . ? C20 C19 N6 124.9(5) . . ? C20 C19 C24 119.8(5) . . ? N6 C19 C24 115.4(5) . . ? C19 C20 C21 119.1(5) . . ? C19 C20 H20 120.5 . . ? C21 C20 H20 120.5 . . ? C22 C21 C20 121.1(6) . . ? C22 C21 H21 119.4 . . ? C20 C21 H21 119.4 . . ? C21 C22 C23 120.1(6) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C24 120.1(5) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? O4 C24 C23 125.8(5) . . ? O4 C24 C19 114.4(5) . . ? C23 C24 C19 119.8(5) . . ? O4 C25 C26 106.7(5) . . ? O4 C25 H25A 110.4 . . ? C26 C25 H25A 110.4 . . ? O4 C25 H25B 110.4 . . ? C26 C25 H25B 110.4 . . ? H25A C25 H25B 108.6 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N7 C27 C28 121.5(5) . . ? N7 C27 H27 119.2 . . ? C28 C27 H27 119.2 . . ? N8 C28 C27 121.8(5) . . ? N8 C28 H28 119.1 . . ? C27 C28 H28 119.1 . . ? N8 C29 C30 121.9(5) . . ? N8 C29 H29 119.1 . . ? C30 C29 H29 119.1 . . ? N7 C30 C29 121.1(5) . . ? N7 C30 C31 119.3(5) . . ? C29 C30 C31 119.6(5) . . ? O5 C31 N9 126.4(5) . . ? O5 C31 C30 120.7(5) . . ? N9 C31 C30 112.9(5) . . ? C33 C32 N9 124.4(5) . . ? C33 C32 C37 119.5(5) . . ? N9 C32 C37 116.1(5) . . ? C32 C33 C34 119.4(5) . . ? C32 C33 H33 120.3 . . ? C34 C33 H33 120.3 . . ? C35 C34 C33 121.0(6) . . ? C35 C34 H34 119.5 . . ? C33 C34 H34 119.5 . . ? C34 C35 C36 120.3(6) . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? C37 C36 C35 119.5(5) . . ? C37 C36 H36 120.2 . . ? C35 C36 H36 120.2 . . ? O6 C37 C36 125.6(5) . . ? O6 C37 C32 114.1(5) . . ? C36 C37 C32 120.3(5) . . ? O6 C38 C39 106.7(5) . . ? O6 C38 H38A 110.4 . . ? C39 C38 H38A 110.4 . . ? O6 C38 H38B 110.4 . . ? C39 C38 H38B 110.4 . . ? H38A C38 H38B 108.6 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? N10 C40 C41 121.9(5) . . ? N10 C40 H40 119.0 . . ? C41 C40 H40 119.0 . . ? N11 C41 C40 121.4(6) . . ? N11 C41 H41 119.3 . . ? C40 C41 H41 119.3 . . ? N11 C42 C43 121.5(5) . . ? N11 C42 H42 119.3 . . ? C43 C42 H42 119.3 . . ? N10 C43 C42 122.1(6) . . ? N10 C43 C44 118.7(5) . . ? C42 C43 C44 119.1(5) . . ? O7 C44 N12 126.1(6) . . ? O7 C44 C43 120.0(5) . . ? N12 C44 C43 113.9(5) . . ? C46 C45 N12 124.5(5) . . ? C46 C45 C50 119.9(5) . . ? N12 C45 C50 115.6(5) . . ? C45 C46 C47 119.5(5) . . ? C45 C46 H46 120.3 . . ? C47 C46 H46 120.3 . . ? C48 C47 C46 120.3(6) . . ? C48 C47 H47 119.8 . . ? C46 C47 H47 119.8 . . ? C47 C48 C49 120.6(6) . . ? C47 C48 H48 119.7 . . ? C49 C48 H48 119.7 . . ? C48 C49 C50 120.2(5) . . ? C48 C49 H49 119.9 . . ? C50 C49 H49 119.9 . . ? O8 C50 C49 126.1(5) . . ? O8 C50 C45 114.5(5) . . ? C49 C50 C45 119.5(5) . . ? O8 C51 C52 107.2(5) . . ? O8 C51 H51A 110.3 . . ? C52 C51 H51A 110.3 . . ? O8 C51 H51B 110.3 . . ? C52 C51 H51B 110.3 . . ? H51A C51 H51B 108.5 . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C1 N1 C4 115.9(5) . . ? C2 N2 C3 116.6(5) . . ? C5 N3 C6 129.3(5) . . ? C5 N3 H3A 115.4 . . ? C6 N3 H3A 115.4 . . ? C14 N4 C17 116.3(5) . . ? C15 N5 C16 116.6(5) . . ? C15 N5 Hg1 122.3(4) . . ? C16 N5 Hg1 120.1(4) . . ? C18 N6 C19 127.5(5) . . ? C18 N6 H6A 116.2 . . ? C19 N6 H6A 116.2 . . ? C27 N7 C30 116.8(5) . . ? C28 N8 C29 116.8(5) . . ? C31 N9 C32 128.3(5) . . ? C31 N9 H9A 115.8 . . ? C32 N9 H9A 115.8 . . ? C40 N10 C43 116.4(5) . . ? C42 N11 C41 116.7(5) . . ? C44 N12 C45 128.2(5) . . ? C44 N12 H12D 115.9 . . ? C45 N12 H12D 115.9 . . ? C11 O2 C12 118.9(5) . . ? C24 O4 C25 117.2(4) . . ? C37 O6 C38 117.5(5) . . ? C50 O8 C51 117.6(4) . . ? Cl1 Hg1 Cl2 178.34(5) . . ? Cl1 Hg1 N5 90.67(12) . . ? Cl2 Hg1 N5 90.76(12) . . ? Cl3 Hg2 Cl3 180.0 3_566 . ? Cl4 Hg3 Cl4 180.0 . 3_665 ? 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 C1 C2 N2 -1.1(10) . . . . ? N2 C3 C4 N1 -1.2(10) . . . . ? N2 C3 C4 C5 -180.0(6) . . . . ? N1 C4 C5 O1 -178.5(6) . . . . ? C3 C4 C5 O1 0.3(10) . . . . ? N1 C4 C5 N3 1.6(9) . . . . ? C3 C4 C5 N3 -179.6(6) . . . . ? N3 C6 C7 C8 -178.1(6) . . . . ? C11 C6 C7 C8 -1.1(9) . . . . ? C6 C7 C8 C9 1.4(9) . . . . ? C7 C8 C9 C10 -0.8(9) . . . . ? C8 C9 C10 C11 0.0(9) . . . . ? C9 C10 C11 O2 -179.9(6) . . . . ? C9 C10 C11 C6 0.3(9) . . . . ? C7 C6 C11 O2 -179.5(5) . . . . ? N3 C6 C11 O2 -2.3(8) . . . . ? C7 C6 C11 C10 0.3(9) . . . . ? N3 C6 C11 C10 177.5(5) . . . . ? N4 C14 C15 N5 -0.2(9) . . . . ? N5 C16 C17 N4 -1.3(9) . . . . ? N5 C16 C17 C18 178.9(5) . . . . ? N4 C17 C18 O3 -176.0(6) . . . . ? C16 C17 C18 O3 3.8(9) . . . . ? N4 C17 C18 N6 6.3(8) . . . . ? C16 C17 C18 N6 -173.9(5) . . . . ? N6 C19 C20 C21 -178.1(6) . . . . ? C24 C19 C20 C21 0.6(9) . . . . ? C19 C20 C21 C22 -1.6(10) . . . . ? C20 C21 C22 C23 0.9(10) . . . . ? C21 C22 C23 C24 0.8(9) . . . . ? C22 C23 C24 O4 179.8(6) . . . . ? C22 C23 C24 C19 -1.8(9) . . . . ? C20 C19 C24 O4 179.6(6) . . . . ? N6 C19 C24 O4 -1.6(7) . . . . ? C20 C19 C24 C23 1.1(9) . . . . ? N6 C19 C24 C23 179.9(5) . . . . ? N7 C27 C28 N8 0.8(10) . . . . ? N8 C29 C30 N7 -2.4(9) . . . . ? N8 C29 C30 C31 177.7(5) . . . . ? N7 C30 C31 O5 -167.8(6) . . . . ? C29 C30 C31 O5 12.0(9) . . . . ? N7 C30 C31 N9 13.3(8) . . . . ? C29 C30 C31 N9 -166.8(5) . . . . ? N9 C32 C33 C34 -176.5(6) . . . . ? C37 C32 C33 C34 2.2(9) . . . . ? C32 C33 C34 C35 -2.2(10) . . . . ? C33 C34 C35 C36 0.8(10) . . . . ? C34 C35 C36 C37 0.7(9) . . . . ? C35 C36 C37 O6 179.9(6) . . . . ? C35 C36 C37 C32 -0.7(9) . . . . ? C33 C32 C37 O6 178.7(5) . . . . ? N9 C32 C37 O6 -2.5(8) . . . . ? C33 C32 C37 C36 -0.7(9) . . . . ? N9 C32 C37 C36 178.0(5) . . . . ? N10 C40 C41 N11 -0.1(10) . . . . ? N11 C42 C43 N10 -0.2(9) . . . . ? N11 C42 C43 C44 177.3(5) . . . . ? N10 C43 C44 O7 176.1(6) . . . . ? C42 C43 C44 O7 -1.5(9) . . . . ? N10 C43 C44 N12 -4.5(8) . . . . ? C42 C43 C44 N12 177.9(5) . . . . ? N12 C45 C46 C47 179.4(6) . . . . ? C50 C45 C46 C47 -1.7(10) . . . . ? C45 C46 C47 C48 -0.9(10) . . . . ? C46 C47 C48 C49 2.1(10) . . . . ? C47 C48 C49 C50 -0.6(9) . . . . ? C48 C49 C50 O8 178.4(6) . . . . ? C48 C49 C50 C45 -2.0(9) . . . . ? C46 C45 C50 O8 -177.2(6) . . . . ? N12 C45 C50 O8 1.8(8) . . . . ? C46 C45 C50 C49 3.1(9) . . . . ? N12 C45 C50 C49 -177.9(5) . . . . ? C2 C1 N1 C4 1.3(9) . . . . ? C3 C4 N1 C1 -0.3(9) . . . . ? C5 C4 N1 C1 178.6(6) . . . . ? C1 C2 N2 C3 -0.3(9) . . . . ? C4 C3 N2 C2 1.4(10) . . . . ? O1 C5 N3 C6 0.9(11) . . . . ? C4 C5 N3 C6 -179.3(6) . . . . ? C7 C6 N3 C5 -7.3(10) . . . . ? C11 C6 N3 C5 175.6(6) . . . . ? C15 C14 N4 C17 1.0(8) . . . . ? C16 C17 N4 C14 -0.3(8) . . . . ? C18 C17 N4 C14 179.5(5) . . . . ? C14 C15 N5 C16 -1.4(9) . . . . ? C14 C15 N5 Hg1 167.9(4) . . . . ? C17 C16 N5 C15 2.1(8) . . . . ? C17 C16 N5 Hg1 -167.4(4) . . . . ? O3 C18 N6 C19 0.8(10) . . . . ? C17 C18 N6 C19 178.3(5) . . . . ? C20 C19 N6 C18 -13.1(10) . . . . ? C24 C19 N6 C18 168.1(6) . . . . ? C28 C27 N7 C30 -0.8(9) . . . . ? C29 C30 N7 C27 1.6(9) . . . . ? C31 C30 N7 C27 -178.6(5) . . . . ? C27 C28 N8 C29 -1.5(9) . . . . ? C30 C29 N8 C28 2.3(9) . . . . ? O5 C31 N9 C32 -4.4(10) . . . . ? C30 C31 N9 C32 174.4(5) . . . . ? C33 C32 N9 C31 -6.8(10) . . . . ? C37 C32 N9 C31 174.5(6) . . . . ? C41 C40 N10 C43 0.3(9) . . . . ? C42 C43 N10 C40 -0.1(8) . . . . ? C44 C43 N10 C40 -177.6(5) . . . . ? C43 C42 N11 C41 0.4(9) . . . . ? C40 C41 N11 C42 -0.2(9) . . . . ? O7 C44 N12 C45 1.4(10) . . . . ? C43 C44 N12 C45 -177.9(6) . . . . ? C46 C45 N12 C44 -5.4(10) . . . . ? C50 C45 N12 C44 175.7(6) . . . . ? C10 C11 O2 C12 1.7(9) . . . . ? C6 C11 O2 C12 -178.5(5) . . . . ? C13 C12 O2 C11 177.1(5) . . . . ? C23 C24 O4 C25 4.5(8) . . . . ? C19 C24 O4 C25 -173.9(5) . . . . ? C26 C25 O4 C24 173.8(5) . . . . ? C36 C37 O6 C38 12.2(9) . . . . ? C32 C37 O6 C38 -167.3(5) . . . . ? C39 C38 O6 C37 174.1(6) . . . . ? C49 C50 O8 C51 4.0(9) . . . . ? C45 C50 O8 C51 -175.6(5) . . . . ? C52 C51 O8 C50 -176.7(5) . . . . ? C15 N5 Hg1 Cl1 -175.0(4) . . . . ? C16 N5 Hg1 Cl1 -6.2(4) . . . . ? C15 N5 Hg1 Cl2 5.8(4) . . . . ? C16 N5 Hg1 Cl2 174.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 29.24 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.643 _refine_diff_density_min -2.809 _refine_diff_density_rms 0.172