Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_section_title ; Coordination architectures of 2-(1H-tetrazol-5-yl)pyrazine with group IIB metal ions: luminescence and structural dependence on the metal ions and preparing conditions ; _publ_contact_author ; Prof. Xian-He Bu Department of Chemistry, Nankai University, Tianjin 300071, China ; _publ_contact_author_email buxh@nankai.edu.cn _publ_contact_author_name 'Prof. Xian-He Bu' loop_ _publ_author_name 'Xian-He Bu' 'Jian-Rong Li' 'Wei-Chao Song' 'Ying Tao' 'Xiao-Lan Tong' ; Qun Yu ; data_4 _database_code_depnum_ccdc_archive 'CCDC 645487' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H6 Hg N12' _chemical_formula_sum 'C10 H6 Hg N12 O0' _chemical_formula_weight 494.86 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' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.0337(18) _cell_length_b 9.843(2) _cell_length_c 15.579(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.85(3) _cell_angle_gamma 90.00 _cell_volume 1384.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11315,CELMIN=6.12,CELMAX=55.04 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 27.52 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.374 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 11.139 _exptl_absorpt_correction_type 'Multi-scan ' _exptl_absorpt_correction_T_min 0.2101 _exptl_absorpt_correction_T_max 0.3214 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13214 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3160 _reflns_number_gt 2793 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0156P)^2^+1.1965P] 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 3160 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0267 _refine_ls_R_factor_gt 0.0215 _refine_ls_wR_factor_ref 0.0460 _refine_ls_wR_factor_gt 0.0443 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean <0.001 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 -0.468993(14) 0.882542(13) 0.121614(8) 0.03352(6) Uani 1 1 d . . . N1 N -0.3170(3) 0.9333(3) 0.00978(18) 0.0332(6) Uani 1 1 d . . . N2 N -0.3380(3) 0.9811(3) -0.07013(18) 0.0375(7) Uani 1 1 d . . . N3 N -0.2179(4) 0.9613(4) -0.1136(2) 0.0455(8) Uani 1 1 d . . . N4 N -0.1168(4) 0.8997(4) -0.0633(2) 0.0460(8) Uani 1 1 d . . . N5 N 0.0829(4) 0.7074(4) 0.1629(3) 0.0628(11) Uani 1 1 d . . . N6 N -0.2002(3) 0.8142(3) 0.1570(2) 0.0413(7) Uani 1 1 d . . . N7 N -0.5328(3) 0.6810(3) 0.17048(18) 0.0317(6) Uani 1 1 d . . . N8 N -0.5015(3) 0.6375(3) 0.24978(18) 0.0385(7) Uani 1 1 d . . . N9 N -0.5534(3) 0.5139(3) 0.25510(19) 0.0394(7) Uani 1 1 d . . . N10 N -0.6183(3) 0.4739(3) 0.18034(19) 0.0403(7) Uani 1 1 d . . . N11 N -0.7907(5) 0.4947(5) -0.0795(3) 0.0723(12) Uani 1 1 d . . . N12 N -0.6133(4) 0.6957(4) -0.0042(2) 0.0473(8) Uani 1 1 d . . . C1 C -0.1796(4) 0.8838(3) 0.0116(2) 0.0335(7) Uani 1 1 d . . . C2 C -0.1141(4) 0.8207(4) 0.0891(2) 0.0357(8) Uani 1 1 d . . . C3 C 0.0265(4) 0.7687(5) 0.0933(3) 0.0503(10) Uani 1 1 d . . . H3A H 0.0849 0.7766 0.0454 0.060 Uiso 1 1 calc R . . C4 C -0.0047(5) 0.6996(5) 0.2293(3) 0.0563(11) Uani 1 1 d . . . H4A H 0.0300 0.6564 0.2790 0.068 Uiso 1 1 calc R . . C5 C -0.1439(5) 0.7527(5) 0.2270(3) 0.0492(10) Uani 1 1 d . . . H5A H -0.2011 0.7459 0.2754 0.059 Uiso 1 1 calc R . . C6 C -0.6036(4) 0.5804(3) 0.1297(2) 0.0306(7) Uani 1 1 d . . . C7 C -0.6566(4) 0.5880(4) 0.0397(2) 0.0347(8) Uani 1 1 d . . . C8 C -0.7449(5) 0.4893(5) 0.0029(3) 0.0571(11) Uani 1 1 d . . . H8A H -0.7738 0.4162 0.0362 0.069 Uiso 1 1 calc R . . C9 C -0.7466(6) 0.6011(5) -0.1235(3) 0.0635(13) Uani 1 1 d . . . H9A H -0.7750 0.6091 -0.1812 0.076 Uiso 1 1 calc R . . C10 C -0.6599(6) 0.6999(5) -0.0858(3) 0.0616(12) Uani 1 1 d . . . H10A H -0.6323 0.7735 -0.1191 0.074 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg1 0.03806(8) 0.02799(8) 0.03450(8) 0.00277(6) 0.00124(6) 0.00033(6) N1 0.0341(14) 0.0307(16) 0.0347(15) 0.0006(13) -0.0013(13) -0.0007(12) N2 0.0433(16) 0.0340(17) 0.0352(15) 0.0016(13) -0.0009(14) 0.0016(13) N3 0.0480(18) 0.051(2) 0.0379(16) 0.0024(15) 0.0057(15) 0.0042(16) N4 0.0419(16) 0.054(2) 0.0427(17) 0.0028(15) 0.0046(15) 0.0064(15) N5 0.0400(18) 0.077(3) 0.071(3) 0.017(2) -0.0046(19) 0.0121(19) N6 0.0406(16) 0.044(2) 0.0397(16) 0.0022(14) 0.0037(14) 0.0066(14) N7 0.0355(14) 0.0274(15) 0.0323(14) 0.0013(12) 0.0018(12) -0.0019(12) N8 0.0460(17) 0.0323(17) 0.0369(16) 0.0018(13) -0.0029(14) -0.0028(14) N9 0.0483(17) 0.0346(17) 0.0350(16) 0.0043(13) -0.0017(14) -0.0043(14) N10 0.0499(18) 0.0309(17) 0.0397(16) 0.0024(13) -0.0037(15) -0.0045(14) N11 0.100(3) 0.062(3) 0.053(2) -0.003(2) -0.026(2) -0.012(2) N12 0.058(2) 0.042(2) 0.0416(18) 0.0064(15) 0.0044(16) -0.0095(16) C1 0.0330(16) 0.0268(18) 0.0407(18) -0.0003(15) 0.0014(15) -0.0021(14) C2 0.0349(17) 0.0291(19) 0.0432(19) 0.0008(15) 0.0000(16) -0.0025(15) C3 0.0346(19) 0.059(3) 0.058(2) 0.013(2) 0.0063(19) 0.0059(18) C4 0.050(2) 0.064(3) 0.055(2) 0.016(2) -0.011(2) 0.003(2) C5 0.049(2) 0.055(3) 0.043(2) 0.0128(19) 0.0026(19) 0.005(2) C6 0.0309(16) 0.0266(17) 0.0344(17) 0.0024(14) 0.0015(14) 0.0021(14) C7 0.0399(18) 0.0293(19) 0.0349(18) -0.0015(14) 0.0008(16) 0.0024(15) C8 0.079(3) 0.042(2) 0.050(2) 0.005(2) -0.016(2) -0.019(2) C9 0.086(3) 0.065(3) 0.038(2) 0.002(2) -0.011(2) 0.008(3) C10 0.086(3) 0.060(3) 0.039(2) 0.016(2) 0.004(2) -0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 N7 2.208(3) . ? Hg1 N1 2.307(3) . ? Hg1 N9 2.319(3) 2_455 ? Hg1 N2 2.323(3) 3_475 ? Hg1 N6 2.562(3) . ? N1 C1 1.333(4) . ? N1 N2 1.339(4) . ? N2 N3 1.312(4) . ? N2 Hg1 2.323(3) 3_475 ? N3 N4 1.330(5) . ? N4 C1 1.323(5) . ? N5 C4 1.324(6) . ? N5 C3 1.328(6) . ? N6 C2 1.334(4) . ? N6 C5 1.334(5) . ? N7 N8 1.329(4) . ? N7 C6 1.329(4) . ? N8 N9 1.307(4) . ? N9 N10 1.346(4) . ? N9 Hg1 2.319(3) 2_445 ? N10 C6 1.321(4) . ? N11 C9 1.320(6) . ? N11 C8 1.336(5) . ? N12 C7 1.327(5) . ? N12 C10 1.328(5) . ? C1 C2 1.466(5) . ? C2 C3 1.369(5) . ? C3 H3A 0.9300 . ? C4 C5 1.361(6) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 C7 1.469(5) . ? C7 C8 1.371(5) . ? C8 H8A 0.9300 . ? C9 C10 1.368(7) . ? C9 H9A 0.9300 . ? C10 H10A 0.9300 . ? 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 N7 Hg1 N1 128.54(10) . . ? N7 Hg1 N9 103.43(11) . 2_455 ? N1 Hg1 N9 117.81(11) . 2_455 ? N7 Hg1 N2 115.91(10) . 3_475 ? N1 Hg1 N2 94.16(10) . 3_475 ? N9 Hg1 N2 90.47(11) 2_455 3_475 ? N7 Hg1 N6 86.91(10) . . ? N1 Hg1 N6 68.67(10) . . ? N9 Hg1 N6 84.93(11) 2_455 . ? N2 Hg1 N6 157.15(11) 3_475 . ? C1 N1 N2 104.6(3) . . ? C1 N1 Hg1 118.7(2) . . ? N2 N1 Hg1 135.1(2) . . ? N3 N2 N1 109.5(3) . . ? N3 N2 Hg1 122.1(2) . 3_475 ? N1 N2 Hg1 127.3(2) . 3_475 ? N2 N3 N4 109.0(3) . . ? C1 N4 N3 105.6(3) . . ? C4 N5 C3 116.2(4) . . ? C2 N6 C5 116.9(3) . . ? C2 N6 Hg1 113.0(2) . . ? C5 N6 Hg1 128.9(2) . . ? N8 N7 C6 106.8(3) . . ? N8 N7 Hg1 124.0(2) . . ? C6 N7 Hg1 129.2(2) . . ? N9 N8 N7 107.0(3) . . ? N8 N9 N10 111.4(3) . . ? N8 N9 Hg1 123.3(2) . 2_445 ? N10 N9 Hg1 125.2(2) . 2_445 ? C6 N10 N9 103.6(3) . . ? C9 N11 C8 116.2(4) . . ? C7 N12 C10 115.4(4) . . ? N4 C1 N1 111.3(3) . . ? N4 C1 C2 127.1(3) . . ? N1 C1 C2 121.6(3) . . ? N6 C2 C3 120.6(3) . . ? N6 C2 C1 116.3(3) . . ? C3 C2 C1 123.1(3) . . ? N5 C3 C2 122.6(4) . . ? N5 C3 H3A 118.7 . . ? C2 C3 H3A 118.7 . . ? N5 C4 C5 122.1(4) . . ? N5 C4 H4A 118.9 . . ? C5 C4 H4A 118.9 . . ? N6 C5 C4 121.5(4) . . ? N6 C5 H5A 119.2 . . ? C4 C5 H5A 119.2 . . ? N10 C6 N7 111.2(3) . . ? N10 C6 C7 125.1(3) . . ? N7 C6 C7 123.7(3) . . ? N12 C7 C8 121.8(4) . . ? N12 C7 C6 116.1(3) . . ? C8 C7 C6 122.0(3) . . ? N11 C8 C7 122.1(4) . . ? N11 C8 H8A 118.9 . . ? C7 C8 H8A 118.9 . . ? N11 C9 C10 121.3(4) . . ? N11 C9 H9A 119.4 . . ? C10 C9 H9A 119.4 . . ? N12 C10 C9 123.3(4) . . ? N12 C10 H10A 118.4 . . ? C9 C10 H10A 118.4 . . ? 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 N7 Hg1 N1 C1 -56.1(3) . . . . ? N9 Hg1 N1 C1 83.0(3) 2_455 . . . ? N2 Hg1 N1 C1 175.7(3) 3_475 . . . ? N6 Hg1 N1 C1 11.2(2) . . . . ? N7 Hg1 N1 N2 107.3(3) . . . . ? N9 Hg1 N1 N2 -113.6(3) 2_455 . . . ? N2 Hg1 N1 N2 -20.9(4) 3_475 . . . ? N6 Hg1 N1 N2 174.7(4) . . . . ? C1 N1 N2 N3 -0.3(4) . . . . ? Hg1 N1 N2 N3 -165.3(3) . . . . ? C1 N1 N2 Hg1 -168.4(2) . . . 3_475 ? Hg1 N1 N2 Hg1 26.5(5) . . . 3_475 ? N1 N2 N3 N4 0.3(4) . . . . ? Hg1 N2 N3 N4 169.2(2) 3_475 . . . ? N2 N3 N4 C1 -0.3(4) . . . . ? N7 Hg1 N6 C2 123.1(3) . . . . ? N1 Hg1 N6 C2 -10.6(2) . . . . ? N9 Hg1 N6 C2 -133.1(3) 2_455 . . . ? N2 Hg1 N6 C2 -54.0(4) 3_475 . . . ? N7 Hg1 N6 C5 -44.0(4) . . . . ? N1 Hg1 N6 C5 -177.7(4) . . . . ? N9 Hg1 N6 C5 59.8(4) 2_455 . . . ? N2 Hg1 N6 C5 138.9(4) 3_475 . . . ? N1 Hg1 N7 N8 118.5(3) . . . . ? N9 Hg1 N7 N8 -25.0(3) 2_455 . . . ? N2 Hg1 N7 N8 -122.2(3) 3_475 . . . ? N6 Hg1 N7 N8 59.1(3) . . . . ? N1 Hg1 N7 C6 -59.9(3) . . . . ? N9 Hg1 N7 C6 156.6(3) 2_455 . . . ? N2 Hg1 N7 C6 59.4(3) 3_475 . . . ? N6 Hg1 N7 C6 -119.3(3) . . . . ? C6 N7 N8 N9 -0.1(4) . . . . ? Hg1 N7 N8 N9 -178.8(2) . . . . ? N7 N8 N9 N10 0.3(4) . . . . ? N7 N8 N9 Hg1 179.4(2) . . . 2_445 ? N8 N9 N10 C6 -0.4(4) . . . . ? Hg1 N9 N10 C6 -179.5(2) 2_445 . . . ? N3 N4 C1 N1 0.1(4) . . . . ? N3 N4 C1 C2 179.9(3) . . . . ? N2 N1 C1 N4 0.1(4) . . . . ? Hg1 N1 C1 N4 168.1(2) . . . . ? N2 N1 C1 C2 -179.7(3) . . . . ? Hg1 N1 C1 C2 -11.7(4) . . . . ? C5 N6 C2 C3 -1.5(6) . . . . ? Hg1 N6 C2 C3 -170.2(3) . . . . ? C5 N6 C2 C1 177.7(4) . . . . ? Hg1 N6 C2 C1 8.9(4) . . . . ? N4 C1 C2 N6 -179.0(4) . . . . ? N1 C1 C2 N6 0.8(5) . . . . ? N4 C1 C2 C3 0.2(6) . . . . ? N1 C1 C2 C3 179.9(4) . . . . ? C4 N5 C3 C2 -0.3(7) . . . . ? N6 C2 C3 N5 1.5(7) . . . . ? C1 C2 C3 N5 -177.5(4) . . . . ? C3 N5 C4 C5 -0.8(7) . . . . ? C2 N6 C5 C4 0.3(6) . . . . ? Hg1 N6 C5 C4 167.0(3) . . . . ? N5 C4 C5 N6 0.9(8) . . . . ? N9 N10 C6 N7 0.3(4) . . . . ? N9 N10 C6 C7 179.8(3) . . . . ? N8 N7 C6 N10 -0.2(4) . . . . ? Hg1 N7 C6 N10 178.5(2) . . . . ? N8 N7 C6 C7 -179.6(3) . . . . ? Hg1 N7 C6 C7 -1.0(5) . . . . ? C10 N12 C7 C8 -0.8(6) . . . . ? C10 N12 C7 C6 178.8(4) . . . . ? N10 C6 C7 N12 -170.8(3) . . . . ? N7 C6 C7 N12 8.6(5) . . . . ? N10 C6 C7 C8 8.8(6) . . . . ? N7 C6 C7 C8 -171.8(4) . . . . ? C9 N11 C8 C7 -0.3(8) . . . . ? N12 C7 C8 N11 1.0(7) . . . . ? C6 C7 C8 N11 -178.6(4) . . . . ? C8 N11 C9 C10 -0.5(8) . . . . ? C7 N12 C10 C9 0.0(7) . . . . ? N11 C9 C10 N12 0.6(8) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.873 _refine_diff_density_min -0.531 _refine_diff_density_rms 0.101 #=====end data_5 _database_code_depnum_ccdc_archive 'CCDC 645488' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H6 Hg N12 O0' _chemical_formula_weight 494.86 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' _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 10.235(2) _cell_length_b 9.3638(19) _cell_length_c 13.445(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.34(3) _cell_angle_gamma 90.00 _cell_volume 1286.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10600 _cell_measurement_theta_min 3.04 _cell_measurement_theta_max 27.53 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.555 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 11.988 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.5081 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 Smart 1000 CCD area detector' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12376 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _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 3.04 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2950 _reflns_number_gt 2664 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+3.0677P] 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 2950 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0265 _refine_ls_R_factor_gt 0.0228 _refine_ls_wR_factor_ref 0.0448 _refine_ls_wR_factor_gt 0.0436 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg 0.754242(14) 0.082349(16) 0.235414(10) 0.02762(5) Uani 1 1 d . . . N1 N 0.9475(3) -0.1089(3) 0.2675(2) 0.0260(7) Uani 1 1 d . . . N2 N 1.0385(3) -0.1803(4) 0.2215(2) 0.0284(7) Uani 1 1 d . . . N3 N 1.1010(3) -0.2625(3) 0.2890(2) 0.0248(6) Uani 1 1 d . . . N4 N 1.0540(3) -0.2473(4) 0.3792(2) 0.0277(7) Uani 1 1 d . . . N5 N 0.7856(3) 0.0001(4) 0.4148(2) 0.0285(7) Uani 1 1 d . . . N6 N 0.8118(4) -0.1116(4) 0.6079(3) 0.0389(9) Uani 1 1 d . . . N7 N 0.4662(3) -0.2136(4) 0.1314(2) 0.0328(8) Uani 1 1 d . . . N8 N 0.4315(3) -0.1979(4) 0.2265(3) 0.0335(8) Uani 1 1 d . . . N9 N 0.5066(3) -0.1061(3) 0.2745(2) 0.0292(7) Uani 1 1 d . . . N10 N 0.5937(3) -0.0585(3) 0.2104(2) 0.0240(6) Uani 1 1 d . . . N11 N 0.7374(3) -0.0085(4) 0.0431(2) 0.0321(7) Uani 1 1 d . . . N12 N 0.6711(4) -0.1469(4) -0.1362(2) 0.0356(8) Uani 1 1 d . . . C1 C 0.9590(3) -0.1514(4) 0.3629(3) 0.0236(7) Uani 1 1 d . . . C2 C 0.8760(4) -0.0994(4) 0.4406(3) 0.0249(8) Uani 1 1 d . . . C3 C 0.8893(4) -0.1523(4) 0.5371(3) 0.0304(8) Uani 1 1 d . . . H3A H 0.9549 -0.2187 0.5529 0.036 Uiso 1 1 calc R . . C4 C 0.7203(4) -0.0158(5) 0.5806(3) 0.0412(10) Uani 1 1 d . . . H4A H 0.6628 0.0143 0.6274 0.049 Uiso 1 1 calc R . . C5 C 0.7078(4) 0.0404(5) 0.4860(3) 0.0375(10) Uani 1 1 d . . . H5A H 0.6433 0.1083 0.4712 0.045 Uiso 1 1 calc R . . C6 C 0.5666(3) -0.1267(4) 0.1241(3) 0.0233(7) Uani 1 1 d . . . C7 C 0.6381(4) -0.1018(4) 0.0346(3) 0.0243(7) Uani 1 1 d . . . C8 C 0.6055(4) -0.1690(4) -0.0550(3) 0.0321(9) Uani 1 1 d . . . H8A H 0.5351 -0.2320 -0.0587 0.039 Uiso 1 1 calc R . . C9 C 0.7704(4) -0.0554(4) -0.1268(3) 0.0341(9) Uani 1 1 d . . . H9A H 0.8196 -0.0379 -0.1815 0.041 Uiso 1 1 calc R . . C10 C 0.8031(4) 0.0151(5) -0.0377(3) 0.0361(9) Uani 1 1 d . . . H10A H 0.8721 0.0798 -0.0346 0.043 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg1 0.02726(8) 0.03149(8) 0.02438(8) 0.00117(6) 0.00374(6) -0.00843(6) N1 0.0258(16) 0.0291(18) 0.0236(15) 0.0013(12) 0.0063(13) 0.0070(13) N2 0.0287(17) 0.0340(19) 0.0230(16) 0.0016(13) 0.0054(13) 0.0042(14) N3 0.0241(15) 0.0246(16) 0.0264(15) 0.0008(12) 0.0068(13) 0.0018(13) N4 0.0274(16) 0.0338(18) 0.0224(15) 0.0033(13) 0.0070(13) 0.0095(14) N5 0.0280(16) 0.0327(19) 0.0251(16) -0.0002(13) 0.0036(13) 0.0063(14) N6 0.045(2) 0.044(2) 0.0289(18) 0.0018(15) 0.0108(16) 0.0090(17) N7 0.0302(17) 0.0330(19) 0.0358(18) -0.0017(14) 0.0063(15) -0.0117(14) N8 0.0259(17) 0.036(2) 0.0395(19) 0.0044(15) 0.0085(15) -0.0043(14) N9 0.0285(17) 0.0301(19) 0.0299(17) 0.0046(13) 0.0105(14) 0.0025(13) N10 0.0230(15) 0.0261(17) 0.0238(15) 0.0008(12) 0.0080(13) -0.0006(12) N11 0.0335(18) 0.035(2) 0.0281(17) -0.0004(14) 0.0058(15) -0.0085(15) N12 0.042(2) 0.039(2) 0.0269(17) -0.0044(14) 0.0094(15) -0.0056(16) C1 0.0230(18) 0.0251(19) 0.0227(18) 0.0011(14) 0.0032(15) 0.0020(14) C2 0.0226(17) 0.029(2) 0.0238(18) -0.0051(14) 0.0037(15) 0.0013(15) C3 0.030(2) 0.037(2) 0.0242(19) 0.0033(16) 0.0036(16) 0.0097(17) C4 0.041(2) 0.049(3) 0.036(2) -0.0025(19) 0.017(2) 0.012(2) C5 0.041(2) 0.041(2) 0.032(2) -0.0004(17) 0.0107(19) 0.0149(19) C6 0.0211(17) 0.0238(18) 0.0254(18) 0.0002(13) 0.0047(15) -0.0014(14) C7 0.0226(17) 0.026(2) 0.0245(18) 0.0014(14) 0.0042(15) -0.0007(14) C8 0.033(2) 0.033(2) 0.030(2) -0.0044(16) 0.0025(17) -0.0040(17) C9 0.039(2) 0.035(2) 0.030(2) 0.0023(16) 0.0115(18) -0.0007(18) C10 0.034(2) 0.041(2) 0.034(2) 0.0004(18) 0.0087(18) -0.0125(19) _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 N3 2.115(3) 2_755 ? Hg1 N10 2.119(3) . ? Hg1 N5 2.534(3) . ? Hg1 N1 2.684(3) . ? N1 N2 1.328(4) . ? N1 C1 1.342(5) . ? N2 N3 1.325(4) . ? N3 N4 1.338(4) . ? N3 Hg1 2.115(3) 2_745 ? N4 C1 1.333(5) . ? N5 C5 1.335(5) . ? N5 C2 1.344(5) . ? N6 C3 1.330(5) . ? N6 C4 1.333(6) . ? N7 C6 1.319(5) . ? N7 N8 1.355(5) . ? N8 N9 1.299(5) . ? N9 N10 1.351(4) . ? N10 C6 1.339(5) . ? N11 C10 1.329(5) . ? N11 C7 1.340(5) . ? N12 C9 1.330(5) . ? N12 C8 1.331(5) . ? C1 C2 1.468(5) . ? C2 C3 1.388(5) . ? C3 H3A 0.9300 . ? C4 C5 1.376(6) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 C7 1.464(5) . ? C7 C8 1.383(5) . ? C8 H8A 0.9300 . ? C9 C10 1.390(6) . ? C9 H9A 0.9300 . ? C10 H10A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Hg1 N10 161.30(11) 2_755 . ? N3 Hg1 N5 107.78(11) 2_755 . ? N10 Hg1 N5 90.91(11) . . ? N3 Hg1 N1 88.10(11) 2_755 . ? N10 Hg1 N1 99.64(11) . . ? N5 Hg1 N1 65.98(10) . . ? N2 N1 C1 105.7(3) . . ? N2 N1 Hg1 142.3(2) . . ? C1 N1 Hg1 112.0(2) . . ? N3 N2 N1 107.3(3) . . ? N2 N3 N4 112.0(3) . . ? N2 N3 Hg1 127.4(2) . 2_745 ? N4 N3 Hg1 120.4(2) . 2_745 ? C1 N4 N3 102.7(3) . . ? C5 N5 C2 116.2(3) . . ? C5 N5 Hg1 123.3(3) . . ? C2 N5 Hg1 120.3(2) . . ? C3 N6 C4 115.8(4) . . ? C6 N7 N8 104.6(3) . . ? N9 N8 N7 111.1(3) . . ? N8 N9 N10 107.2(3) . . ? C6 N10 N9 106.5(3) . . ? C6 N10 Hg1 123.6(2) . . ? N9 N10 Hg1 129.7(2) . . ? C10 N11 C7 117.1(3) . . ? C9 N12 C8 116.2(3) . . ? N4 C1 N1 112.3(3) . . ? N4 C1 C2 123.6(3) . . ? N1 C1 C2 124.1(3) . . ? N5 C2 C3 121.2(3) . . ? N5 C2 C1 117.6(3) . . ? C3 C2 C1 121.2(3) . . ? N6 C3 C2 122.4(4) . . ? N6 C3 H3A 118.8 . . ? C2 C3 H3A 118.8 . . ? N6 C4 C5 122.6(4) . . ? N6 C4 H4A 118.7 . . ? C5 C4 H4A 118.7 . . ? N5 C5 C4 121.8(4) . . ? N5 C5 H5A 119.1 . . ? C4 C5 H5A 119.1 . . ? N7 C6 N10 110.7(3) . . ? N7 C6 C7 126.0(3) . . ? N10 C6 C7 123.3(3) . . ? N11 C7 C8 120.9(4) . . ? N11 C7 C6 116.5(3) . . ? C8 C7 C6 122.5(3) . . ? N12 C8 C7 122.4(4) . . ? N12 C8 H8A 118.8 . . ? C7 C8 H8A 118.8 . . ? N12 C9 C10 122.1(4) . . ? N12 C9 H9A 118.9 . . ? C10 C9 H9A 118.9 . . ? N11 C10 C9 121.1(4) . . ? N11 C10 H10A 119.4 . . ? C9 C10 H10A 119.4 . . ? 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 N3 Hg1 N1 N2 -69.2(4) 2_755 . . . ? N10 Hg1 N1 N2 93.7(4) . . . . ? N5 Hg1 N1 N2 -179.7(4) . . . . ? N3 Hg1 N1 C1 111.6(3) 2_755 . . . ? N10 Hg1 N1 C1 -85.5(3) . . . . ? N5 Hg1 N1 C1 1.2(2) . . . . ? C1 N1 N2 N3 0.1(4) . . . . ? Hg1 N1 N2 N3 -179.1(3) . . . . ? N1 N2 N3 N4 -0.2(4) . . . . ? N1 N2 N3 Hg1 174.0(2) . . . 2_745 ? N2 N3 N4 C1 0.2(4) . . . . ? Hg1 N3 N4 C1 -174.5(2) 2_745 . . . ? N3 Hg1 N5 C5 104.7(3) 2_755 . . . ? N10 Hg1 N5 C5 -75.6(3) . . . . ? N1 Hg1 N5 C5 -175.7(4) . . . . ? N3 Hg1 N5 C2 -81.9(3) 2_755 . . . ? N10 Hg1 N5 C2 97.8(3) . . . . ? N1 Hg1 N5 C2 -2.4(3) . . . . ? C6 N7 N8 N9 0.1(4) . . . . ? N7 N8 N9 N10 0.2(4) . . . . ? N8 N9 N10 C6 -0.4(4) . . . . ? N8 N9 N10 Hg1 -175.9(2) . . . . ? N3 Hg1 N10 C6 34.5(5) 2_755 . . . ? N5 Hg1 N10 C6 -144.7(3) . . . . ? N1 Hg1 N10 C6 -78.9(3) . . . . ? N3 Hg1 N10 N9 -150.7(3) 2_755 . . . ? N5 Hg1 N10 N9 30.1(3) . . . . ? N1 Hg1 N10 N9 95.9(3) . . . . ? N3 N4 C1 N1 -0.1(4) . . . . ? N3 N4 C1 C2 179.5(3) . . . . ? N2 N1 C1 N4 0.0(4) . . . . ? Hg1 N1 C1 N4 179.5(2) . . . . ? N2 N1 C1 C2 -179.6(3) . . . . ? Hg1 N1 C1 C2 -0.1(4) . . . . ? C5 N5 C2 C3 -2.2(6) . . . . ? Hg1 N5 C2 C3 -176.0(3) . . . . ? C5 N5 C2 C1 177.1(4) . . . . ? Hg1 N5 C2 C1 3.3(4) . . . . ? N4 C1 C2 N5 178.4(4) . . . . ? N1 C1 C2 N5 -2.1(6) . . . . ? N4 C1 C2 C3 -2.3(6) . . . . ? N1 C1 C2 C3 177.2(4) . . . . ? C4 N6 C3 C2 -0.3(6) . . . . ? N5 C2 C3 N6 2.2(6) . . . . ? C1 C2 C3 N6 -177.1(4) . . . . ? C3 N6 C4 C5 -1.3(7) . . . . ? C2 N5 C5 C4 0.6(6) . . . . ? Hg1 N5 C5 C4 174.2(3) . . . . ? N6 C4 C5 N5 1.2(8) . . . . ? N8 N7 C6 N10 -0.3(4) . . . . ? N8 N7 C6 C7 -178.4(3) . . . . ? N9 N10 C6 N7 0.4(4) . . . . ? Hg1 N10 C6 N7 176.3(2) . . . . ? N9 N10 C6 C7 178.6(3) . . . . ? Hg1 N10 C6 C7 -5.6(5) . . . . ? C10 N11 C7 C8 -0.6(6) . . . . ? C10 N11 C7 C6 180.0(4) . . . . ? N7 C6 C7 N11 179.8(4) . . . . ? N10 C6 C7 N11 2.0(5) . . . . ? N7 C6 C7 C8 0.4(6) . . . . ? N10 C6 C7 C8 -177.4(4) . . . . ? C9 N12 C8 C7 -0.3(6) . . . . ? N11 C7 C8 N12 1.1(6) . . . . ? C6 C7 C8 N12 -179.6(4) . . . . ? C8 N12 C9 C10 -0.9(6) . . . . ? C7 N11 C10 C9 -0.5(6) . . . . ? N12 C9 C10 N11 1.3(7) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.214 _refine_diff_density_min -1.070 _refine_diff_density_rms 0.114 #====end data_6 _database_code_depnum_ccdc_archive 'CCDC 645489' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H3 Br Hg N6' _chemical_formula_weight 427.63 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, z' 'x, -y+1/2, z+1/2' '-x+1/2, -y, z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, -z' '-x, y-1/2, -z-1/2' 'x-1/2, y, -z-1/2' _cell_length_a 6.7077(13) _cell_length_b 11.695(2) _cell_length_c 23.855(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1871.4(7) _cell_formula_units_Z 8 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 3225 _cell_measurement_theta_min 1.7075 _cell_measurement_theta_max 27.8325 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.036 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 20.681 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.2885 _exptl_absorpt_correction_T_max 0.4917 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart 1000 CCD area detector' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9051 _diffrn_reflns_av_R_equivalents 0.0743 _diffrn_reflns_av_sigmaI/netI 0.0601 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 27.40 _reflns_number_total 2023 _reflns_number_gt 1434 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0821P)^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 2023 _refine_ls_number_parameters 119 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0833 _refine_ls_R_factor_gt 0.0556 _refine_ls_wR_factor_ref 0.1514 _refine_ls_wR_factor_gt 0.1342 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg 0.66464(7) 0.21238(5) 0.612871(19) 0.0410(2) Uani 1 1 d . . . Br1 Br 0.8937(2) 0.18825(15) 0.69162(6) 0.0619(5) Uani 1 1 d . . . N1 N 0.4869(15) 0.1667(8) 0.5403(4) 0.040(2) Uani 1 1 d . . . N2 N 0.4959(16) 0.2101(8) 0.4884(4) 0.041(2) Uani 1 1 d . . . N3 N 0.3621(15) 0.1531(10) 0.4568(5) 0.048(3) Uani 1 1 d . . . N4 N 0.2671(16) 0.0731(9) 0.4888(4) 0.041(2) Uani 1 1 d . . . N5 N 0.3791(16) 0.0415(9) 0.6388(4) 0.042(3) Uani 1 1 d . . . N6 N 0.0803(17) -0.1306(9) 0.6303(4) 0.042(2) Uani 1 1 d . . . C1 C 0.3466(15) 0.0856(10) 0.5391(5) 0.032(3) Uani 1 1 d . . . C2 C 0.2849(18) 0.0175(10) 0.5881(5) 0.035(3) Uani 1 1 d . . . C3 C 0.1425(18) -0.0652(11) 0.5859(5) 0.039(3) Uani 1 1 d . . . H1 H 0.0823 -0.0784 0.5513 0.047 Uiso 1 1 calc R . . C4 C 0.180(2) -0.1083(14) 0.6780(6) 0.056(4) Uani 1 1 d . . . H2 H 0.1515 -0.1521 0.7095 0.067 Uiso 1 1 calc R . . C5 C 0.3238(19) -0.0232(13) 0.6827(6) 0.049(4) Uani 1 1 d . . . H3 H 0.3836 -0.0106 0.7173 0.059 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg1 0.0403(3) 0.0444(4) 0.0384(3) 0.00351(19) -0.00714(18) -0.0022(2) Br1 0.0637(10) 0.0722(11) 0.0498(8) 0.0040(7) -0.0222(7) 0.0016(8) N1 0.034(5) 0.043(6) 0.043(6) -0.012(4) -0.004(4) -0.005(5) N2 0.045(6) 0.037(6) 0.041(6) 0.002(4) -0.004(5) -0.006(5) N3 0.045(7) 0.054(8) 0.046(6) 0.008(5) 0.003(5) 0.006(5) N4 0.034(6) 0.048(7) 0.041(6) 0.005(4) -0.006(4) -0.002(6) N5 0.044(6) 0.042(7) 0.040(6) -0.002(5) -0.005(5) -0.014(5) N6 0.047(7) 0.039(6) 0.041(6) 0.007(4) -0.004(5) -0.010(5) C1 0.032(7) 0.027(7) 0.038(6) 0.001(5) -0.002(4) 0.005(5) C2 0.037(7) 0.032(7) 0.035(6) 0.004(5) -0.005(5) 0.000(6) C3 0.050(8) 0.032(8) 0.036(7) 0.003(5) 0.000(5) -0.002(6) C4 0.070(11) 0.063(11) 0.034(7) -0.002(6) -0.005(6) 0.001(8) C5 0.067(10) 0.045(9) 0.036(7) 0.006(5) -0.012(6) -0.007(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 N1 2.168(9) . ? Hg1 Br1 2.4431(15) . ? Hg1 N6 2.499(10) 2 ? Hg1 N3 2.643(11) 6_666 ? N1 C1 1.336(15) . ? N1 N2 1.339(14) . ? N2 N3 1.349(15) . ? N3 N4 1.367(15) . ? N3 Hg1 2.643(11) 6_566 ? N4 C1 1.321(14) . ? N5 C5 1.345(17) . ? N5 C2 1.392(16) . ? N6 C4 1.346(16) . ? N6 C3 1.373(16) . ? N6 Hg1 2.499(10) 2_545 ? C1 C2 1.473(16) . ? C2 C3 1.360(18) . ? C3 H1 0.9300 . ? C4 C5 1.39(2) . ? C4 H2 0.9300 . ? C5 H3 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Hg1 Br1 158.6(3) . . ? N1 Hg1 N6 87.3(4) . 2 ? Br1 Hg1 N6 111.7(2) . 2 ? N1 Hg1 N3 85.4(4) . 6_666 ? Br1 Hg1 N3 103.7(2) . 6_666 ? N6 Hg1 N3 89.8(4) 2 6_666 ? C1 N1 N2 106.3(9) . . ? C1 N1 Hg1 125.4(8) . . ? N2 N1 Hg1 128.3(8) . . ? N1 N2 N3 107.5(9) . . ? N2 N3 N4 109.5(10) . . ? N2 N3 Hg1 113.1(8) . 6_566 ? N4 N3 Hg1 121.7(7) . 6_566 ? C1 N4 N3 104.2(10) . . ? C5 N5 C2 115.9(11) . . ? C4 N6 C3 113.2(12) . . ? C4 N6 Hg1 127.6(9) . 2_545 ? C3 N6 Hg1 118.7(8) . 2_545 ? N4 C1 N1 112.5(10) . . ? N4 C1 C2 123.1(11) . . ? N1 C1 C2 124.4(11) . . ? C3 C2 N5 119.8(11) . . ? C3 C2 C1 123.4(11) . . ? N5 C2 C1 116.8(11) . . ? C2 C3 N6 125.4(11) . . ? C2 C3 H1 117.3 . . ? N6 C3 H1 117.3 . . ? N6 C4 C5 123.5(13) . . ? N6 C4 H2 118.3 . . ? C5 C4 H2 118.3 . . ? N5 C5 C4 122.2(12) . . ? N5 C5 H3 118.9 . . ? C4 C5 H3 118.9 . . ? 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 Br1 Hg1 N1 C1 57.0(14) . . . . ? N6 Hg1 N1 C1 -96.3(10) 2 . . . ? N3 Hg1 N1 C1 173.6(10) 6_666 . . . ? Br1 Hg1 N1 N2 -121.4(10) . . . . ? N6 Hg1 N1 N2 85.3(10) 2 . . . ? N3 Hg1 N1 N2 -4.8(10) 6_666 . . . ? C1 N1 N2 N3 -0.7(12) . . . . ? Hg1 N1 N2 N3 178.0(8) . . . . ? N1 N2 N3 N4 0.1(13) . . . . ? N1 N2 N3 Hg1 139.3(8) . . . 6_566 ? N2 N3 N4 C1 0.5(13) . . . . ? Hg1 N3 N4 C1 -134.5(8) 6_566 . . . ? N3 N4 C1 N1 -1.0(13) . . . . ? N3 N4 C1 C2 178.6(11) . . . . ? N2 N1 C1 N4 1.1(13) . . . . ? Hg1 N1 C1 N4 -177.6(8) . . . . ? N2 N1 C1 C2 -178.6(11) . . . . ? Hg1 N1 C1 C2 2.8(16) . . . . ? C5 N5 C2 C3 1.8(18) . . . . ? C5 N5 C2 C1 -178.6(12) . . . . ? N4 C1 C2 C3 0.8(19) . . . . ? N1 C1 C2 C3 -179.6(12) . . . . ? N4 C1 C2 N5 -178.8(11) . . . . ? N1 C1 C2 N5 0.8(17) . . . . ? N5 C2 C3 N6 0(2) . . . . ? C1 C2 C3 N6 -180.0(12) . . . . ? C4 N6 C3 C2 -2(2) . . . . ? Hg1 N6 C3 C2 -175.1(10) 2_545 . . . ? C3 N6 C4 C5 3(2) . . . . ? Hg1 N6 C4 C5 175.6(11) 2_545 . . . ? C2 N5 C5 C4 -1(2) . . . . ? N6 C4 C5 N5 -2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 27.40 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 2.753 _refine_diff_density_min -2.120 _refine_diff_density_rms 0.269