Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Ali Morsali' _publ_contact_author_address ; Department of Chemistry Tarbiat Modares University Tehran 14155-4838 IRAN ; _publ_contact_author_email MORSALI_A@YAHOO.COM _publ_section_title ; Mercury(II) Coordination Polymers Generated from 1,4-bis(2 or 3 or 4-pyridyl)-2,3-diaza-1,3-butadiene Ligands ; loop_ _publ_author_name 'Ali Morsali' 'Allen Hunter' 'Ghodrat Mahmoudi' 'Matthias Zeller' data_06mz348m _database_code_depnum_ccdc_archive 'CCDC 626692' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 Hg N6 S2' _chemical_formula_weight 526.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 14.3627(14) _cell_length_b 7.0254(7) _cell_length_c 16.8441(16) _cell_angle_alpha 90.00 _cell_angle_beta 98.104(2) _cell_angle_gamma 90.00 _cell_volume 1682.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8738 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 30.57 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 9.402 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.106 _exptl_absorpt_correction_T_max 0.202 _exptl_absorpt_process_details 'SADABS in SAINT+ (Bruker, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 8400 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 28.28 _reflns_number_total 2089 _reflns_number_gt 2074 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0230P)^2^+3.2557P] 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 2089 _refine_ls_number_parameters 105 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0174 _refine_ls_R_factor_gt 0.0172 _refine_ls_wR_factor_ref 0.0425 _refine_ls_wR_factor_gt 0.0425 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.102 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.61413(17) 0.3441(4) 0.88289(15) 0.0188(5) Uani 1 1 d . . . H1 H 0.6673 0.2647 0.8808 0.023 Uiso 1 1 calc R . . C2 C 0.6259(2) 0.5108(4) 0.92745(17) 0.0188(5) Uani 1 1 d . . . H2 H 0.6858 0.5443 0.9553 0.023 Uiso 1 1 calc R . . C3 C 0.54805(17) 0.6285(3) 0.93051(14) 0.0162(4) Uani 1 1 d . . . C4 C 0.46166(18) 0.5716(4) 0.88947(15) 0.0185(5) Uani 1 1 d . . . H4 H 0.4071 0.6472 0.8910 0.022 Uiso 1 1 calc R . . C5 C 0.45642(17) 0.4026(4) 0.84629(15) 0.0185(5) Uani 1 1 d . . . H5 H 0.3973 0.3651 0.8181 0.022 Uiso 1 1 calc R . . C6 C 0.55786(18) 0.8049(4) 0.97776(14) 0.0178(5) Uani 1 1 d . . . H6 H 0.6154 0.8326 1.0109 0.021 Uiso 1 1 calc R . . C7 C 0.29567(17) -0.0853(4) 0.67452(16) 0.0201(5) Uani 1 1 d . . . Hg1 Hg 0.5000 0.026595(17) 0.7500 0.01608(5) Uani 1 2 d S . . N1 N 0.53106(14) 0.2900(3) 0.84260(12) 0.0167(4) Uani 1 1 d . . . N2 N 0.48901(16) 0.9213(3) 0.97440(14) 0.0205(4) Uani 1 1 d . . . N3 N 0.26080(16) -0.1004(4) 0.60895(15) 0.0259(5) Uani 1 1 d . . . S1 S 0.34209(5) -0.06103(12) 0.77174(4) 0.02900(16) 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 0.0180(11) 0.0197(12) 0.0184(11) -0.0029(9) 0.0014(9) 0.0014(9) C2 0.0165(12) 0.0197(12) 0.0197(13) -0.0032(9) 0.0006(10) -0.0008(9) C3 0.0200(11) 0.0169(11) 0.0124(10) 0.0005(8) 0.0049(9) -0.0004(9) C4 0.0183(11) 0.0208(12) 0.0167(11) -0.0014(10) 0.0031(9) 0.0036(10) C5 0.0170(11) 0.0210(12) 0.0170(11) -0.0046(9) 0.0009(9) -0.0004(9) C6 0.0202(11) 0.0185(12) 0.0149(11) -0.0016(9) 0.0031(9) -0.0011(9) C7 0.0138(10) 0.0188(12) 0.0275(13) 0.0031(10) 0.0022(9) -0.0018(9) Hg1 0.01456(7) 0.01504(8) 0.01717(8) 0.000 -0.00287(5) 0.000 N1 0.0182(10) 0.0187(10) 0.0131(9) -0.0018(7) 0.0022(7) 0.0004(8) N2 0.0253(11) 0.0184(10) 0.0177(10) -0.0029(9) 0.0026(8) 0.0001(9) N3 0.0174(10) 0.0312(13) 0.0277(12) -0.0003(10) -0.0011(9) -0.0019(9) S1 0.0230(3) 0.0430(4) 0.0201(3) 0.0063(3) -0.0002(3) -0.0116(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.342(3) . ? C1 C2 1.389(3) . ? C1 H1 0.9500 . ? C2 C3 1.397(4) . ? C2 H2 0.9500 . ? C3 C4 1.391(4) . ? C3 C6 1.469(3) . ? C4 C5 1.389(4) . ? C4 H4 0.9500 . ? C5 N1 1.341(3) . ? C5 H5 0.9500 . ? C6 N2 1.278(3) . ? C6 H6 0.9500 . ? C7 N3 1.151(4) . ? C7 S1 1.687(3) . ? Hg1 N1 2.421(2) . ? Hg1 N1 2.421(2) 2_656 ? Hg1 S1 2.4272(7) . ? Hg1 S1 2.4272(7) 2_656 ? N2 N2 1.410(4) 5_677 ? 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 122.9(2) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 118.8(2) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C4 C3 C2 118.3(2) . . ? C4 C3 C6 121.5(2) . . ? C2 C3 C6 120.2(2) . . ? C5 C4 C3 119.0(2) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? N1 C5 C4 123.0(2) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? N2 C6 C3 120.1(2) . . ? N2 C6 H6 120.0 . . ? C3 C6 H6 120.0 . . ? N3 C7 S1 177.5(2) . . ? N1 Hg1 N1 80.28(10) . 2_656 ? N1 Hg1 S1 100.83(5) . . ? N1 Hg1 S1 101.53(5) 2_656 . ? N1 Hg1 S1 101.53(5) . 2_656 ? N1 Hg1 S1 100.83(5) 2_656 2_656 ? S1 Hg1 S1 150.61(4) . 2_656 ? C5 N1 C1 118.0(2) . . ? C5 N1 Hg1 113.88(16) . . ? C1 N1 Hg1 127.74(17) . . ? C6 N2 N2 111.7(3) . 5_677 ? C7 S1 Hg1 97.41(9) . . ? 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 C3 -0.2(4) . . . . ? C1 C2 C3 C4 0.9(4) . . . . ? C1 C2 C3 C6 179.4(2) . . . . ? C2 C3 C4 C5 -1.0(4) . . . . ? C6 C3 C4 C5 -179.5(2) . . . . ? C3 C4 C5 N1 0.4(4) . . . . ? C4 C3 C6 N2 -8.2(4) . . . . ? C2 C3 C6 N2 173.3(2) . . . . ? C4 C5 N1 C1 0.3(4) . . . . ? C4 C5 N1 Hg1 -173.4(2) . . . . ? C2 C1 N1 C5 -0.4(4) . . . . ? C2 C1 N1 Hg1 172.25(19) . . . . ? N1 Hg1 N1 C5 61.60(16) 2_656 . . . ? S1 Hg1 N1 C5 -38.40(18) . . . . ? S1 Hg1 N1 C5 160.79(16) 2_656 . . . ? N1 Hg1 N1 C1 -111.3(2) 2_656 . . . ? S1 Hg1 N1 C1 148.7(2) . . . . ? S1 Hg1 N1 C1 -12.1(2) 2_656 . . . ? C3 C6 N2 N2 178.2(3) . . . 5_677 ? N3 C7 S1 Hg1 -154(6) . . . . ? N1 Hg1 S1 C7 135.11(11) . . . . ? N1 Hg1 S1 C7 52.95(11) 2_656 . . . ? S1 Hg1 S1 C7 -85.91(10) 2_656 . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.122 _refine_diff_density_min -0.933 _refine_diff_density_rms 0.116 # Attachment '157-G_06mz350m.cif' data_06mz350m _database_code_depnum_ccdc_archive 'CCDC 626693' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 Hg N6 S2' _chemical_formula_weight 526.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.1971(7) _cell_length_b 12.6635(5) _cell_length_c 7.7778(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.5800(10) _cell_angle_gamma 90.00 _cell_volume 1587.76(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7216 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 30.49 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.205 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 9.963 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.062 _exptl_absorpt_correction_T_max 0.151 _exptl_absorpt_process_details 'SADABS in SAINT+ (Bruker, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 8096 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0315 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 28.28 _reflns_number_total 3911 _reflns_number_gt 3696 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0131P)^2^+3.7443P] 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 3911 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0241 _refine_ls_R_factor_gt 0.0220 _refine_ls_wR_factor_ref 0.0553 _refine_ls_wR_factor_gt 0.0481 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.139 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1331(2) 1.1468(3) 0.4006(5) 0.0148(7) Uani 1 1 d . . . H1 H 0.1550 1.1843 0.3095 0.018 Uiso 1 1 calc R . . C2 C 0.0779(2) 1.1980(3) 0.4979(5) 0.0151(7) Uani 1 1 d . . . H2 H 0.0611 1.2685 0.4713 0.018 Uiso 1 1 calc R . . C3 C 0.0479(2) 1.1454(3) 0.6330(4) 0.0132(7) Uani 1 1 d . . . H3 H 0.0095 1.1787 0.7002 0.016 Uiso 1 1 calc R . . C4 C 0.0746(2) 1.0423(3) 0.6707(4) 0.0111(7) Uani 1 1 d . . . C5 C 0.1277(2) 0.9953(3) 0.5624(4) 0.0125(7) Uani 1 1 d . . . H5 H 0.1440 0.9240 0.5833 0.015 Uiso 1 1 calc R . . C6 C 0.0489(2) 0.9850(3) 0.8207(5) 0.0127(7) Uani 1 1 d . . . H6 H 0.0625 0.9124 0.8362 0.015 Uiso 1 1 calc R . . C7 C 0.4049(2) 0.8556(3) 0.3225(5) 0.0156(7) Uani 1 1 d . . . H7 H 0.3966 0.8259 0.2100 0.019 Uiso 1 1 calc R . . C8 C 0.4742(2) 0.8264(3) 0.4296(5) 0.0176(7) Uani 1 1 d . . . H8 H 0.5129 0.7777 0.3907 0.021 Uiso 1 1 calc R . . C9 C 0.4865(2) 0.8688(3) 0.5937(5) 0.0153(7) Uani 1 1 d . . . H9 H 0.5339 0.8497 0.6689 0.018 Uiso 1 1 calc R . . C10 C 0.4286(2) 0.9397(3) 0.6475(5) 0.0134(7) Uani 1 1 d . . . C11 C 0.3608(2) 0.9655(3) 0.5327(5) 0.0146(7) Uani 1 1 d . . . H11 H 0.3211 1.0139 0.5685 0.018 Uiso 1 1 calc R . . C12 C 0.4375(2) 0.9906(3) 0.8176(5) 0.0146(7) Uani 1 1 d . . . H12 H 0.3961 1.0380 0.8494 0.018 Uiso 1 1 calc R . . C13 C 0.2305(2) 0.7175(3) 0.3208(5) 0.0182(8) Uani 1 1 d . . . C14 C 0.2938(2) 1.1872(3) 0.1098(5) 0.0154(7) Uani 1 1 d . . . Hg1 Hg 0.229674(8) 0.956984(10) 0.193912(16) 0.01187(5) Uani 1 1 d . . . N1 N 0.15681(19) 1.0465(2) 0.4299(4) 0.0131(6) Uani 1 1 d . . . N2 N 0.00817(19) 1.0330(2) 0.9310(4) 0.0136(6) Uani 1 1 d . . . N3 N 0.34891(19) 0.9245(2) 0.3724(4) 0.0136(6) Uani 1 1 d . . . N4 N 0.5010(2) 0.9709(3) 0.9228(4) 0.0177(7) Uani 1 1 d . . . N5 N 0.2818(2) 0.6641(3) 0.3877(6) 0.0298(9) Uani 1 1 d . . . N6 N 0.3318(2) 1.2506(3) 0.1872(5) 0.0265(8) Uani 1 1 d . . . S1 S 0.15250(6) 0.79113(7) 0.22478(12) 0.01723(18) Uani 1 1 d . . . S2 S 0.23573(6) 1.09914(7) -0.01119(11) 0.01541(18) 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 0.0170(17) 0.0118(17) 0.0160(16) 0.0003(14) 0.0030(13) -0.0009(14) C2 0.0189(18) 0.0102(16) 0.0157(16) 0.0003(13) 0.0002(13) 0.0036(14) C3 0.0137(16) 0.0123(17) 0.0138(15) -0.0025(13) 0.0022(13) 0.0016(13) C4 0.0081(15) 0.0136(17) 0.0111(15) -0.0025(13) -0.0015(12) -0.0026(13) C5 0.0132(16) 0.0116(16) 0.0125(15) 0.0020(13) -0.0003(13) 0.0000(13) C6 0.0115(16) 0.0116(16) 0.0148(16) 0.0006(13) -0.0008(13) -0.0013(13) C7 0.0158(17) 0.0139(17) 0.0175(17) -0.0034(14) 0.0026(13) -0.0035(14) C8 0.0153(18) 0.0146(17) 0.0230(18) -0.0003(15) 0.0028(14) 0.0021(14) C9 0.0106(16) 0.0167(18) 0.0179(17) 0.0049(15) -0.0020(13) -0.0012(14) C10 0.0128(17) 0.0146(17) 0.0127(16) 0.0034(13) 0.0010(13) -0.0028(13) C11 0.0147(17) 0.0146(17) 0.0148(16) -0.0011(13) 0.0027(13) -0.0005(14) C12 0.0133(17) 0.0190(18) 0.0113(15) 0.0008(14) -0.0003(13) -0.0013(14) C13 0.0215(19) 0.0098(17) 0.0250(19) -0.0005(15) 0.0116(16) -0.0019(15) C14 0.0118(16) 0.0142(17) 0.0210(17) 0.0007(15) 0.0057(14) 0.0008(14) Hg1 0.01251(7) 0.01004(7) 0.01288(7) 0.00059(5) 0.00032(5) -0.00004(5) N1 0.0134(14) 0.0131(15) 0.0131(14) -0.0006(11) 0.0028(11) 0.0022(11) N2 0.0133(15) 0.0134(15) 0.0142(14) 0.0017(12) 0.0024(11) -0.0018(12) N3 0.0138(15) 0.0129(14) 0.0132(14) -0.0009(12) -0.0029(11) 0.0003(12) N4 0.0166(16) 0.0233(17) 0.0128(15) -0.0011(13) -0.0011(12) -0.0004(13) N5 0.0248(19) 0.0201(18) 0.047(2) 0.0091(17) 0.0152(17) 0.0047(15) N6 0.0244(18) 0.0238(19) 0.0317(19) -0.0072(16) 0.0046(15) -0.0049(15) S1 0.0172(4) 0.0134(4) 0.0212(4) -0.0001(3) 0.0025(3) -0.0038(3) S2 0.0181(4) 0.0133(4) 0.0143(4) 0.0017(3) -0.0012(3) -0.0027(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.339(5) . ? C1 C2 1.388(5) . ? C1 H1 0.9500 . ? C2 C3 1.372(5) . ? C2 H2 0.9500 . ? C3 C4 1.397(5) . ? C3 H3 0.9500 . ? C4 C5 1.396(5) . ? C4 C6 1.468(5) . ? C5 N1 1.341(5) . ? C5 H5 0.9500 . ? C6 N2 1.285(5) . ? C6 H6 0.9500 . ? C7 N3 1.343(5) . ? C7 C8 1.380(5) . ? C7 H7 0.9500 . ? C8 C9 1.381(5) . ? C8 H8 0.9500 . ? C9 C10 1.391(5) . ? C9 H9 0.9500 . ? C10 C11 1.386(5) . ? C10 C12 1.466(5) . ? C11 N3 1.347(5) . ? C11 H11 0.9500 . ? C12 N4 1.275(5) . ? C12 H12 0.9500 . ? C13 N5 1.154(5) . ? C13 S1 1.686(4) . ? C14 N6 1.146(5) . ? C14 S2 1.686(4) . ? Hg1 N3 2.303(3) . ? Hg1 S2 2.4136(9) . ? Hg1 S1 2.4677(9) . ? Hg1 N1 2.543(3) . ? N2 N2 1.405(6) 3_577 ? N4 N4 1.412(6) 3_677 ? 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 122.6(3) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 119.1(3) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.3(3) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 118.0(3) . . ? C5 C4 C6 120.5(3) . . ? C3 C4 C6 121.5(3) . . ? N1 C5 C4 122.7(3) . . ? N1 C5 H5 118.6 . . ? C4 C5 H5 118.6 . . ? N2 C6 C4 120.0(3) . . ? N2 C6 H6 120.0 . . ? C4 C6 H6 120.0 . . ? N3 C7 C8 122.1(3) . . ? N3 C7 H7 118.9 . . ? C8 C7 H7 118.9 . . ? C7 C8 C9 119.3(3) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C8 C9 C10 119.2(3) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 118.2(3) . . ? C11 C10 C12 118.7(3) . . ? C9 C10 C12 123.1(3) . . ? N3 C11 C10 122.6(3) . . ? N3 C11 H11 118.7 . . ? C10 C11 H11 118.7 . . ? N4 C12 C10 119.7(3) . . ? N4 C12 H12 120.2 . . ? C10 C12 H12 120.2 . . ? N5 C13 S1 177.4(4) . . ? N6 C14 S2 176.9(4) . . ? N3 Hg1 S2 116.48(8) . . ? N3 Hg1 S1 101.10(8) . . ? S2 Hg1 S1 138.82(3) . . ? N3 Hg1 N1 93.76(10) . . ? S2 Hg1 N1 101.30(7) . . ? S1 Hg1 N1 91.96(7) . . ? C1 N1 C5 118.2(3) . . ? C1 N1 Hg1 116.4(2) . . ? C5 N1 Hg1 124.1(2) . . ? C6 N2 N2 112.1(4) . 3_577 ? C7 N3 C11 118.5(3) . . ? C7 N3 Hg1 119.5(2) . . ? C11 N3 Hg1 121.7(2) . . ? C12 N4 N4 111.1(4) . 3_677 ? C13 S1 Hg1 98.57(13) . . ? C14 S2 Hg1 100.42(13) . . ? 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 C3 2.0(6) . . . . ? C1 C2 C3 C4 0.9(5) . . . . ? C2 C3 C4 C5 -3.3(5) . . . . ? C2 C3 C4 C6 175.8(3) . . . . ? C3 C4 C5 N1 3.1(5) . . . . ? C6 C4 C5 N1 -175.9(3) . . . . ? C5 C4 C6 N2 171.8(3) . . . . ? C3 C4 C6 N2 -7.3(5) . . . . ? N3 C7 C8 C9 0.3(6) . . . . ? C7 C8 C9 C10 0.2(6) . . . . ? C8 C9 C10 C11 -0.4(5) . . . . ? C8 C9 C10 C12 -178.5(3) . . . . ? C9 C10 C11 N3 0.1(5) . . . . ? C12 C10 C11 N3 178.3(3) . . . . ? C11 C10 C12 N4 -177.4(4) . . . . ? C9 C10 C12 N4 0.7(6) . . . . ? C2 C1 N1 C5 -2.2(5) . . . . ? C2 C1 N1 Hg1 165.8(3) . . . . ? C4 C5 N1 C1 -0.4(5) . . . . ? C4 C5 N1 Hg1 -167.4(3) . . . . ? N3 Hg1 N1 C1 120.4(3) . . . . ? S2 Hg1 N1 C1 2.4(3) . . . . ? S1 Hg1 N1 C1 -138.4(3) . . . . ? N3 Hg1 N1 C5 -72.4(3) . . . . ? S2 Hg1 N1 C5 169.6(3) . . . . ? S1 Hg1 N1 C5 28.8(3) . . . . ? C4 C6 N2 N2 -177.7(3) . . . 3_577 ? C8 C7 N3 C11 -0.6(5) . . . . ? C8 C7 N3 Hg1 -174.6(3) . . . . ? C10 C11 N3 C7 0.4(5) . . . . ? C10 C11 N3 Hg1 174.3(3) . . . . ? S2 Hg1 N3 C7 -90.2(3) . . . . ? S1 Hg1 N3 C7 72.5(3) . . . . ? N1 Hg1 N3 C7 165.2(3) . . . . ? S2 Hg1 N3 C11 96.0(3) . . . . ? S1 Hg1 N3 C11 -101.4(3) . . . . ? N1 Hg1 N3 C11 -8.6(3) . . . . ? C10 C12 N4 N4 178.7(4) . . . 3_677 ? N3 Hg1 S1 C13 -13.60(16) . . . . ? S2 Hg1 S1 C13 142.49(14) . . . . ? N1 Hg1 S1 C13 -107.82(15) . . . . ? N3 Hg1 S2 C14 -38.55(15) . . . . ? S1 Hg1 S2 C14 167.83(13) . . . . ? N1 Hg1 S2 C14 61.48(15) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.370 _refine_diff_density_min -1.009 _refine_diff_density_rms 0.141 # Attachment '160-G_06mz282m.cif' data_06mz282m _database_code_depnum_ccdc_archive 'CCDC 626694' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 Br2 Hg N4' _chemical_formula_weight 570.65 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' Br Br -0.2901 2.4595 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 4.9173(4) _cell_length_b 23.3133(17) _cell_length_c 12.9459(9) _cell_angle_alpha 90.00 _cell_angle_beta 93.3320(10) _cell_angle_gamma 90.00 _cell_volume 1481.59(19) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7951 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 30.60 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.558 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 15.773 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.047 _exptl_absorpt_correction_T_max 0.110 _exptl_absorpt_process_details 'SADABS in SAINT+ (Bruker, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 12211 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 28.28 _reflns_number_total 3668 _reflns_number_gt 3283 _reflns_threshold_expression >I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0279P)^2^+0.2234P] 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 3668 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0295 _refine_ls_R_factor_gt 0.0241 _refine_ls_wR_factor_ref 0.0548 _refine_ls_wR_factor_gt 0.0532 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br -0.10714(8) 0.402450(16) 0.06234(3) 0.01736(9) Uani 1 1 d . . . Br2 Br 0.07125(8) 0.383176(17) 0.43057(3) 0.02079(9) Uani 1 1 d . . . C1 C 0.4458(8) 0.29274(16) 0.1160(3) 0.0178(8) Uani 1 1 d . . . H1 H 0.3340 0.3073 0.0598 0.021 Uiso 1 1 calc R . . C2 C 0.6315(8) 0.25028(16) 0.0965(3) 0.0193(8) Uani 1 1 d . . . H2 H 0.6435 0.2357 0.0284 0.023 Uiso 1 1 calc R . . C3 C 0.8007(7) 0.22914(15) 0.1773(3) 0.0166(8) Uani 1 1 d . . . C4 C 0.7683(8) 0.25161(17) 0.2761(3) 0.0198(8) Uani 1 1 d . . . H4 H 0.8796 0.2384 0.3337 0.024 Uiso 1 1 calc R . . C5 C 0.5722(8) 0.29325(16) 0.2891(3) 0.0190(8) Uani 1 1 d . . . H5 H 0.5485 0.3073 0.3569 0.023 Uiso 1 1 calc R . . C6 C 1.0007(7) 0.18386(16) 0.1597(3) 0.0180(8) Uani 1 1 d . . . H6 H 1.0118 0.1676 0.0928 0.022 Uiso 1 1 calc R . . C7 C 1.4990(8) 0.10812(15) 0.2803(3) 0.0172(8) Uani 1 1 d . . . H7 H 1.4884 0.1273 0.3447 0.021 Uiso 1 1 calc R . . C8 C 1.9249(7) -0.01122(17) 0.1783(3) 0.0173(8) Uani 1 1 d . . . H8 H 1.9441 -0.0320 0.1160 0.021 Uiso 1 1 calc R . . C9 C 1.7269(7) 0.03167(16) 0.1796(3) 0.0179(8) Uani 1 1 d . . . H9 H 1.6111 0.0395 0.1200 0.021 Uiso 1 1 calc R . . C10 C 1.7033(7) 0.06273(15) 0.2706(3) 0.0147(7) Uani 1 1 d . . . C11 C 1.8782(7) 0.04966(16) 0.3558(3) 0.0156(7) Uani 1 1 d . . . H11 H 1.8686 0.0705 0.4185 0.019 Uiso 1 1 calc R . . C12 C 2.0667(7) 0.00576(16) 0.3480(3) 0.0168(8) Uani 1 1 d . . . H12 H 2.1843 -0.0033 0.4065 0.020 Uiso 1 1 calc R . . Hg1 Hg 0.11430(3) 0.394500(6) 0.240313(11) 0.01487(5) Uani 1 1 d . . . N1 N 0.4155(6) 0.31440(14) 0.2106(3) 0.0168(7) Uani 1 1 d . . . N2 N 1.1597(6) 0.16652(14) 0.2349(3) 0.0188(7) Uani 1 1 d . . . N3 N 1.3356(7) 0.12250(14) 0.2047(3) 0.0188(7) Uani 1 1 d . . . N4 N 2.0879(6) -0.02421(13) 0.2607(3) 0.0154(6) 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 Br1 0.01984(18) 0.01638(18) 0.01559(19) 0.00090(14) -0.00133(15) -0.00004(14) Br2 0.0303(2) 0.01722(19) 0.01468(19) 0.00114(14) 0.00021(16) 0.00055(15) C1 0.0203(18) 0.0132(18) 0.020(2) 0.0019(15) -0.0013(16) -0.0008(15) C2 0.0214(19) 0.0144(18) 0.022(2) -0.0034(16) 0.0013(16) 0.0015(15) C3 0.0159(17) 0.0090(17) 0.025(2) 0.0007(15) -0.0002(16) -0.0007(14) C4 0.0196(18) 0.018(2) 0.021(2) 0.0002(16) -0.0035(16) 0.0037(15) C5 0.0219(19) 0.0139(18) 0.021(2) -0.0030(15) 0.0003(16) 0.0002(15) C6 0.0203(18) 0.0100(17) 0.024(2) -0.0020(15) 0.0032(16) 0.0013(14) C7 0.0220(19) 0.0123(18) 0.018(2) 0.0044(15) 0.0042(16) 0.0019(14) C8 0.0178(18) 0.0165(19) 0.018(2) 0.0007(15) 0.0018(16) 0.0014(14) C9 0.0159(17) 0.0154(18) 0.022(2) 0.0012(16) -0.0015(15) 0.0002(14) C10 0.0165(17) 0.0100(17) 0.0178(19) 0.0031(14) 0.0031(15) -0.0010(14) C11 0.0218(18) 0.0109(17) 0.0143(19) 0.0014(14) 0.0025(15) 0.0029(14) C12 0.0178(17) 0.0147(18) 0.018(2) 0.0025(15) -0.0010(15) 0.0007(14) Hg1 0.01858(8) 0.01077(8) 0.01516(8) 0.00060(5) 0.00014(6) -0.00040(5) N1 0.0157(15) 0.0139(16) 0.0209(18) -0.0022(13) 0.0017(13) -0.0010(12) N2 0.0194(16) 0.0122(16) 0.0248(19) 0.0011(13) 0.0024(14) 0.0028(12) N3 0.0179(15) 0.0118(15) 0.027(2) -0.0003(14) 0.0056(14) 0.0007(12) N4 0.0152(15) 0.0121(15) 0.0190(17) 0.0003(13) 0.0014(13) -0.0020(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Hg1 2.4974(4) . ? Br2 Hg1 2.4984(4) . ? C1 N1 1.341(5) . ? C1 C2 1.380(5) . ? C1 H1 0.9500 . ? C2 C3 1.389(5) . ? C2 H2 0.9500 . ? C3 C4 1.400(6) . ? C3 C6 1.470(5) . ? C4 C5 1.385(5) . ? C4 H4 0.9500 . ? C5 N1 1.334(5) . ? C5 H5 0.9500 . ? C6 N2 1.278(5) . ? C6 H6 0.9500 . ? C7 N3 1.275(5) . ? C7 C10 1.469(5) . ? C7 H7 0.9500 . ? C8 N4 1.332(5) . ? C8 C9 1.396(5) . ? C8 H8 0.9500 . ? C9 C10 1.393(5) . ? C9 H9 0.9500 . ? C10 C11 1.392(5) . ? C11 C12 1.388(5) . ? C11 H11 0.9500 . ? C12 N4 1.338(5) . ? C12 H12 0.9500 . ? Hg1 N4 2.395(3) 2_755 ? Hg1 N1 2.428(3) . ? N2 N3 1.412(4) . ? N4 Hg1 2.395(3) 2_745 ? 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 123.2(4) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C1 C2 C3 119.3(4) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C2 C3 C4 117.4(3) . . ? C2 C3 C6 121.0(4) . . ? C4 C3 C6 121.6(4) . . ? C5 C4 C3 119.4(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 122.8(4) . . ? N1 C5 H5 118.6 . . ? C4 C5 H5 118.6 . . ? N2 C6 C3 119.6(4) . . ? N2 C6 H6 120.2 . . ? C3 C6 H6 120.2 . . ? N3 C7 C10 121.8(4) . . ? N3 C7 H7 119.1 . . ? C10 C7 H7 119.1 . . ? N4 C8 C9 122.7(4) . . ? N4 C8 H8 118.6 . . ? C9 C8 H8 118.6 . . ? C10 C9 C8 118.4(4) . . ? C10 C9 H9 120.8 . . ? C8 C9 H9 120.8 . . ? C11 C10 C9 118.5(3) . . ? C11 C10 C7 118.9(4) . . ? C9 C10 C7 122.5(4) . . ? C12 C11 C10 119.2(4) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? N4 C12 C11 122.1(4) . . ? N4 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? N4 Hg1 N1 103.24(11) 2_755 . ? N4 Hg1 Br1 99.80(8) 2_755 . ? N1 Hg1 Br1 98.53(8) . . ? N4 Hg1 Br2 100.12(8) 2_755 . ? N1 Hg1 Br2 99.33(8) . . ? Br1 Hg1 Br2 149.317(15) . . ? C5 N1 C1 117.8(3) . . ? C5 N1 Hg1 119.6(3) . . ? C1 N1 Hg1 122.4(3) . . ? C6 N2 N3 112.1(3) . . ? C7 N3 N2 110.3(3) . . ? C8 N4 C12 119.0(3) . . ? C8 N4 Hg1 121.0(3) . 2_745 ? C12 N4 Hg1 119.7(2) . 2_745 ? 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 C3 -1.3(6) . . . . ? C1 C2 C3 C4 1.4(6) . . . . ? C1 C2 C3 C6 179.9(4) . . . . ? C2 C3 C4 C5 0.0(6) . . . . ? C6 C3 C4 C5 -178.4(4) . . . . ? C3 C4 C5 N1 -1.8(6) . . . . ? C2 C3 C6 N2 177.8(4) . . . . ? C4 C3 C6 N2 -3.8(6) . . . . ? N4 C8 C9 C10 1.2(6) . . . . ? C8 C9 C10 C11 0.1(5) . . . . ? C8 C9 C10 C7 -179.1(3) . . . . ? N3 C7 C10 C11 179.1(4) . . . . ? N3 C7 C10 C9 -1.7(6) . . . . ? C9 C10 C11 C12 -1.0(5) . . . . ? C7 C10 C11 C12 178.2(3) . . . . ? C10 C11 C12 N4 0.6(6) . . . . ? C4 C5 N1 C1 2.0(6) . . . . ? C4 C5 N1 Hg1 -173.3(3) . . . . ? C2 C1 N1 C5 -0.5(6) . . . . ? C2 C1 N1 Hg1 174.7(3) . . . . ? N4 Hg1 N1 C5 80.3(3) 2_755 . . . ? Br1 Hg1 N1 C5 -177.5(3) . . . . ? Br2 Hg1 N1 C5 -22.5(3) . . . . ? N4 Hg1 N1 C1 -94.9(3) 2_755 . . . ? Br1 Hg1 N1 C1 7.4(3) . . . . ? Br2 Hg1 N1 C1 162.3(3) . . . . ? C3 C6 N2 N3 179.2(3) . . . . ? C10 C7 N3 N2 179.5(3) . . . . ? C6 N2 N3 C7 177.1(3) . . . . ? C9 C8 N4 C12 -1.6(6) . . . . ? C9 C8 N4 Hg1 172.5(3) . . . 2_745 ? C11 C12 N4 C8 0.6(5) . . . . ? C11 C12 N4 Hg1 -173.6(3) . . . 2_745 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.806 _refine_diff_density_min -0.645 _refine_diff_density_rms 0.164 # Attachment '166G_06mz278m.cif' data_06mz278m _database_code_depnum_ccdc_archive 'CCDC 626695' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 Br2 Hg N4' _chemical_formula_weight 570.65 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' Br Br -0.2901 2.4595 '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 Orthorhombic _symmetry_space_group_name_H-M Pnma 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 8.3698(11) _cell_length_b 14.932(2) _cell_length_c 11.9038(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1487.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8049 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 30.65 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 15.708 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.024 _exptl_absorpt_correction_T_max 0.130 _exptl_absorpt_process_details 'SADABS in SAINT+ (Bruker, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 11759 _diffrn_reflns_av_R_equivalents 0.0407 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 28.28 _reflns_number_total 1915 _reflns_number_gt 1787 _reflns_threshold_expression >I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0564P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1915 _refine_ls_number_parameters 91 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0323 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0777 _refine_ls_wR_factor_gt 0.0761 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.33374(7) 0.7500 1.24758(5) 0.02383(16) Uani 1 2 d S . . Br2 Br 0.01056(7) 0.7500 0.91292(5) 0.01966(15) Uani 1 2 d S . . C1 C 0.3848(5) 0.6118(3) 0.8626(3) 0.0166(8) Uani 1 1 d . . . H1 H 0.2862 0.6273 0.8282 0.020 Uiso 1 1 calc R . . C2 C 0.4879(5) 0.5539(3) 0.8060(3) 0.0175(8) Uani 1 1 d . . . H2 H 0.4602 0.5303 0.7345 0.021 Uiso 1 1 calc R . . C3 C 0.6317(5) 0.5314(3) 0.8564(3) 0.0161(8) Uani 1 1 d . . . H3 H 0.7019 0.4900 0.8213 0.019 Uiso 1 1 calc R . . C4 C 0.6729(5) 0.5701(3) 0.9591(3) 0.0124(8) Uani 1 1 d . . . C5 C 0.5618(5) 0.6272(3) 1.0091(3) 0.0142(8) Uani 1 1 d . . . H5 H 0.5881 0.6539 1.0791 0.017 Uiso 1 1 calc R . . C6 C 0.8266(5) 0.5551(3) 1.0136(3) 0.0140(7) Uani 1 1 d . . . H6 H 0.8508 0.5846 1.0823 0.017 Uiso 1 1 calc R . . Hg1 Hg 0.22921(3) 0.7500 1.052729(18) 0.01546(10) Uani 1 2 d S . . N1 N 0.4194(4) 0.6461(2) 0.9629(3) 0.0146(7) Uani 1 1 d . . . N2 N 0.9302(4) 0.5017(2) 0.9685(3) 0.0144(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0140(3) 0.0400(4) 0.0176(3) 0.000 0.0002(2) 0.000 Br2 0.0081(3) 0.0214(3) 0.0295(3) 0.000 -0.0060(2) 0.000 C1 0.0077(18) 0.024(2) 0.0183(19) 0.0039(16) -0.0021(15) 0.0026(15) C2 0.0113(19) 0.026(2) 0.0155(18) 0.0003(16) 0.0015(15) -0.0022(16) C3 0.0071(18) 0.022(2) 0.0189(19) 0.0017(16) 0.0039(15) -0.0012(15) C4 0.0046(19) 0.019(2) 0.0140(17) 0.0022(14) 0.0018(13) 0.0002(15) C5 0.0098(19) 0.0169(19) 0.0158(18) -0.0019(14) -0.0020(15) -0.0007(14) C6 0.0070(18) 0.020(2) 0.0150(18) 0.0025(15) 0.0003(14) 0.0002(15) Hg1 0.00539(14) 0.02100(15) 0.01997(15) 0.000 -0.00035(7) 0.000 N1 0.0063(17) 0.0164(17) 0.0212(17) 0.0039(13) -0.0011(13) 0.0007(13) N2 0.0048(17) 0.0228(18) 0.0156(16) 0.0022(13) -0.0025(13) 0.0011(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Hg1 2.4790(7) . ? Br2 Hg1 2.4737(7) . ? C1 N1 1.332(5) . ? C1 C2 1.395(6) . ? C1 H1 0.9500 . ? C2 C3 1.386(6) . ? C2 H2 0.9500 . ? C3 C4 1.395(6) . ? C3 H3 0.9500 . ? C4 C5 1.394(6) . ? C4 C6 1.458(6) . ? C5 N1 1.342(5) . ? C5 H5 0.9500 . ? C6 N2 1.295(5) . ? C6 H6 0.9500 . ? Hg1 N1 2.466(4) 7_575 ? Hg1 N1 2.466(4) . ? N2 N2 1.390(7) 5_767 ? 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 122.5(4) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C3 C2 C1 118.6(4) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C2 C3 C4 119.6(4) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 117.5(4) . . ? C5 C4 C6 119.5(4) . . ? C3 C4 C6 123.0(4) . . ? N1 C5 C4 123.1(4) . . ? N1 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? N2 C6 C4 120.0(4) . . ? N2 C6 H6 120.0 . . ? C4 C6 H6 120.0 . . ? N1 Hg1 N1 77.95(16) 7_575 . ? N1 Hg1 Br2 100.71(8) 7_575 . ? N1 Hg1 Br2 100.71(8) . . ? N1 Hg1 Br1 100.24(8) 7_575 . ? N1 Hg1 Br1 100.24(8) . . ? Br2 Hg1 Br1 152.95(2) . . ? C1 N1 C5 118.6(4) . . ? C1 N1 Hg1 119.4(3) . . ? C5 N1 Hg1 121.9(3) . . ? C6 N2 N2 111.2(4) . 5_767 ? 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 C3 0.0(6) . . . . ? C1 C2 C3 C4 -2.9(6) . . . . ? C2 C3 C4 C5 2.9(6) . . . . ? C2 C3 C4 C6 -175.4(4) . . . . ? C3 C4 C5 N1 -0.1(6) . . . . ? C6 C4 C5 N1 178.3(4) . . . . ? C5 C4 C6 N2 179.5(4) . . . . ? C3 C4 C6 N2 -2.2(6) . . . . ? C2 C1 N1 C5 2.9(6) . . . . ? C2 C1 N1 Hg1 178.9(3) . . . . ? C4 C5 N1 C1 -2.8(6) . . . . ? C4 C5 N1 Hg1 -178.7(3) . . . . ? N1 Hg1 N1 C1 -96.5(3) 7_575 . . . ? Br2 Hg1 N1 C1 2.3(3) . . . . ? Br1 Hg1 N1 C1 165.1(3) . . . . ? N1 Hg1 N1 C5 79.4(3) 7_575 . . . ? Br2 Hg1 N1 C5 178.2(3) . . . . ? Br1 Hg1 N1 C5 -19.0(3) . . . . ? C4 C6 N2 N2 178.5(4) . . . 5_767 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 3.197 _refine_diff_density_min -2.345 _refine_diff_density_rms 0.234 # Attachment '189G_06mz347m.cif' data_06mz347m _database_code_depnum_ccdc_archive 'CCDC 626696' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H5 Br2 Hg N2' _chemical_formula_weight 465.51 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' S S 0.1246 0.1234 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 4.0783(8) _cell_length_b 9.1943(17) _cell_length_c 11.753(2) _cell_angle_alpha 87.235(3) _cell_angle_beta 88.002(3) _cell_angle_gamma 85.696(3) _cell_volume 438.75(14) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4103 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 30.38 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 410.0 _exptl_absorpt_coefficient_mu 26.582 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.026 _exptl_absorpt_correction_T_max 0.119 _exptl_absorpt_process_details 'SADABS in SAINT+ (Bruker, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 4498 _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 28.28 _reflns_number_total 2175 _reflns_number_gt 2085 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0622P)^2^+1.4819P] 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 2175 _refine_ls_number_parameters 100 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0428 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.1026 _refine_ls_wR_factor_gt 0.1015 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.54162(18) 0.17710(8) 0.37817(6) 0.01199(17) Uani 1 1 d . . . Br2 Br -0.06516(18) 0.34804(8) 0.09828(6) 0.01295(18) Uani 1 1 d . . . C1 C 0.0077(19) -0.1664(8) 0.3562(7) 0.0121(14) Uani 1 1 d . . . H1 H -0.1029 -0.1005 0.4071 0.015 Uiso 1 1 calc R . . C2 C 0.032(2) -0.3138(9) 0.3869(7) 0.0174(16) Uani 1 1 d . . . H2 H -0.0638 -0.3483 0.4570 0.021 Uiso 1 1 calc R . . C3 C 0.197(2) -0.4100(9) 0.3149(7) 0.0193(17) Uani 1 1 d . . . H3 H 0.2144 -0.5119 0.3338 0.023 Uiso 1 1 calc R . . C4 C 0.337(2) -0.3551(9) 0.2149(7) 0.0160(16) Uani 1 1 d . . . H4 H 0.4564 -0.4187 0.1644 0.019 Uiso 1 1 calc R . . C5 C 0.3015(18) -0.2076(8) 0.1888(6) 0.0101(14) Uani 1 1 d . . . C6 C 0.4508(19) -0.1502(9) 0.0816(7) 0.0127(14) Uani 1 1 d . . . H6 H 0.5696 -0.2159 0.0325 0.015 Uiso 1 1 calc R . . Hg1 Hg 0.11679(7) 0.13237(3) 0.22094(2) 0.01231(13) Uani 1 1 d . . . N1 N 0.1333(15) -0.1131(7) 0.2579(6) 0.0103(12) Uani 1 1 d . . . N2 N 0.4246(16) -0.0150(8) 0.0531(6) 0.0134(13) 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 Br1 0.0121(3) 0.0133(4) 0.0103(4) 0.0006(3) -0.0008(3) 0.0002(3) Br2 0.0163(4) 0.0087(4) 0.0131(4) 0.0029(3) -0.0007(3) 0.0020(3) C1 0.013(3) 0.011(3) 0.012(4) 0.001(3) 0.001(3) 0.002(3) C2 0.024(4) 0.014(4) 0.014(4) -0.001(3) -0.001(3) -0.002(3) C3 0.029(4) 0.010(4) 0.019(4) -0.001(3) 0.000(3) 0.001(3) C4 0.020(4) 0.014(4) 0.014(4) 0.001(3) -0.002(3) -0.002(3) C5 0.013(3) 0.009(3) 0.009(3) -0.005(3) -0.002(3) -0.001(3) C6 0.016(4) 0.011(3) 0.012(4) 0.000(3) -0.004(3) -0.002(3) Hg1 0.01714(18) 0.00785(17) 0.01140(18) 0.00231(11) -0.00124(11) 0.00132(11) N1 0.012(3) 0.008(3) 0.011(3) 0.001(2) -0.003(2) -0.002(2) N2 0.013(3) 0.014(3) 0.014(3) -0.002(3) 0.004(3) -0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Hg1 2.6438(9) . ? Br1 Hg1 2.9518(9) 1_655 ? Br2 Hg1 2.4777(8) . ? C1 N1 1.334(10) . ? C1 C2 1.383(11) . ? C1 H1 0.9500 . ? C2 C3 1.376(12) . ? C2 H2 0.9500 . ? C3 C4 1.379(12) . ? C3 H3 0.9500 . ? C4 C5 1.374(11) . ? C4 H4 0.9500 . ? C5 N1 1.351(10) . ? C5 C6 1.473(11) . ? C6 N2 1.269(10) . ? C6 H6 0.9500 . ? Hg1 N1 2.274(6) . ? Hg1 N2 2.670(7) . ? Hg1 Br1 2.9518(9) 1_455 ? N2 N2 1.397(13) 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 Hg1 Br1 Hg1 93.42(3) . 1_655 ? N1 C1 C2 122.5(7) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 119.3(8) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 118.5(8) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C5 C4 C3 119.4(8) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 122.4(7) . . ? N1 C5 C6 118.7(7) . . ? C4 C5 C6 119.0(7) . . ? N2 C6 C5 121.6(7) . . ? N2 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? N1 Hg1 Br2 149.05(16) . . ? N1 Hg1 Br1 94.40(16) . . ? Br2 Hg1 Br1 116.14(3) . . ? N1 Hg1 N2 68.1(2) . . ? Br2 Hg1 N2 95.36(15) . . ? Br1 Hg1 N2 109.55(15) . . ? N1 Hg1 Br1 90.91(16) . 1_455 ? Br2 Hg1 Br1 92.05(3) . 1_455 ? Br1 Hg1 Br1 93.42(3) . 1_455 ? N2 Hg1 Br1 149.44(14) . 1_455 ? C1 N1 C5 117.9(7) . . ? C1 N1 Hg1 120.0(5) . . ? C5 N1 Hg1 121.7(5) . . ? C6 N2 N2 112.1(8) . 2_655 ? C6 N2 Hg1 109.6(5) . . ? N2 N2 Hg1 138.3(7) 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 N1 C1 C2 C3 1.2(13) . . . . ? C1 C2 C3 C4 0.9(13) . . . . ? C2 C3 C4 C5 -1.4(13) . . . . ? C3 C4 C5 N1 -0.1(12) . . . . ? C3 C4 C5 C6 -179.8(7) . . . . ? N1 C5 C6 N2 0.0(11) . . . . ? C4 C5 C6 N2 179.7(7) . . . . ? Hg1 Br1 Hg1 N1 88.82(16) 1_655 . . . ? Hg1 Br1 Hg1 Br2 -86.03(3) 1_655 . . . ? Hg1 Br1 Hg1 N2 20.52(15) 1_655 . . . ? Hg1 Br1 Hg1 Br1 180.0 1_655 . . 1_455 ? C2 C1 N1 C5 -2.7(11) . . . . ? C2 C1 N1 Hg1 -175.1(6) . . . . ? C4 C5 N1 C1 2.1(11) . . . . ? C6 C5 N1 C1 -178.1(7) . . . . ? C4 C5 N1 Hg1 174.4(6) . . . . ? C6 C5 N1 Hg1 -5.8(9) . . . . ? Br2 Hg1 N1 C1 -120.6(5) . . . . ? Br1 Hg1 N1 C1 68.5(6) . . . . ? N2 Hg1 N1 C1 177.8(6) . . . . ? Br1 Hg1 N1 C1 -25.0(6) 1_455 . . . ? Br2 Hg1 N1 C5 67.3(7) . . . . ? Br1 Hg1 N1 C5 -103.7(5) . . . . ? N2 Hg1 N1 C5 5.7(5) . . . . ? Br1 Hg1 N1 C5 162.8(5) 1_455 . . . ? C5 C6 N2 N2 -178.1(8) . . . 2_655 ? C5 C6 N2 Hg1 4.5(9) . . . . ? N1 Hg1 N2 C6 -5.2(5) . . . . ? Br2 Hg1 N2 C6 -158.1(5) . . . . ? Br1 Hg1 N2 C6 81.7(5) . . . . ? Br1 Hg1 N2 C6 -54.9(7) 1_455 . . . ? N1 Hg1 N2 N2 178.5(11) . . . 2_655 ? Br2 Hg1 N2 N2 25.5(10) . . . 2_655 ? Br1 Hg1 N2 N2 -94.6(10) . . . 2_655 ? Br1 Hg1 N2 N2 128.8(9) 1_455 . . 2_655 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 4.465 _refine_diff_density_min -2.698 _refine_diff_density_rms 0.396