#------------------------------------------------------------------------------ #$Date: 2020-08-02 05:22:13 +0300 (Sun, 02 Aug 2020) $ #$Revision: 254738 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/49/7704987.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7704987 loop_ _publ_author_name 'Samie, Ali' 'Salimi, Alireza' 'Garrison, Jered C.' _publ_section_title ; Coordination Chemistry of Mercury (II) Halide complexes: A Combined Experimental, Theoretical and (ICSD & CSD) Database study on the Relationship between Inorganic and Organic Units ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D0DT01541E _journal_year 2020 _chemical_formula_moiety 'C16 H11 Br2 Hg N O2' _chemical_formula_sum 'C16 H11 Br2 Hg N O2' _chemical_formula_weight 609.67 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-07-13 deposited with the CCDC. 2020-07-31 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 96.403(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.8352(6) _cell_length_b 3.9583(2) _cell_length_c 22.5679(8) _cell_measurement_reflns_used 5167 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 75.3050 _cell_measurement_theta_min 3.8620 _cell_volume 1583.29(11) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_molecular_graphics 'ORTEP-3 for windows (Farrugia, 2012)' _computing_publication_material 'WinGx (Farrugia, 2012)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2005)' _diffrn_ambient_temperature 100(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.2603 _diffrn_detector_type Onyx _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.974 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Onyx, Ultra' _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0700 _diffrn_reflns_av_unetI/netI 0.0501 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.974 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 9870 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.974 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.107 _diffrn_reflns_theta_min 3.942 _diffrn_source_type 'Enhance Ultra (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 23.401 _exptl_absorpt_correction_T_max 0.1516 _exptl_absorpt_correction_T_min 0.0522 _exptl_absorpt_correction_type sphere _exptl_absorpt_process_details ; Interpolation using Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3 for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959) p.302; Table 5.3.6 B for muR in the range 2.6-10.0. The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975) A31,146-148) is used with some modification. ; _exptl_crystal_colour 'clear colourless' _exptl_crystal_density_diffrn 2.558 _exptl_crystal_description block _exptl_crystal_F_000 1120 _exptl_crystal_size_max 0.150 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.030 _exptl_crystal_size_rad 0.1000 _refine_diff_density_max 5.688 _refine_diff_density_min -3.039 _refine_diff_density_rms 0.477 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 199 _refine_ls_number_reflns 3193 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.092 _refine_ls_R_factor_all 0.0806 _refine_ls_R_factor_gt 0.0767 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1477P)^2^+2.2811P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1907 _refine_ls_wR_factor_ref 0.1966 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2922 _reflns_number_total 3193 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt01541e2.cif _cod_data_source_block shelx5 _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7704987 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.127 _shelx_estimated_absorpt_t_max 0.540 _exptl_absorpt_correction_t_ave 0.1055 _shelx_res_file ; TITL iran-as14 in P 21/c shelx.res created by SHELXL-2018/3 at 22:48:07 on 09-Jul-2020 CELL 1.54184 17.8352 3.9583 22.5679 90.000 96.403 90.000 ZERR 4.00 0.0006 0.0002 0.0008 0.000 0.003 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H BR HG N O UNIT 64 44 8 4 4 8 MERG 2 OMIT 7 0 24 OMIT 8 0 24 FMAP 2 PLAN 20 SIZE 0.030 0.100 0.150 ACTA BOND BOND $H CONF L.S. 10 TEMP -173.00 WGHT 0.147700 2.281100 FVAR 1.33308 HG1 4 0.469804 0.422766 0.838855 11.00000 0.03084 0.04408 = 0.04237 -0.00194 -0.00008 -0.00223 BR2 3 0.556946 -0.190832 0.900309 11.00000 0.03278 0.04555 = 0.04459 -0.00022 -0.00458 -0.00203 BR1 3 0.402875 0.028241 0.765054 11.00000 0.03250 0.04322 = 0.03980 -0.00080 -0.00053 -0.00054 C15 1 0.315205 0.673253 0.989949 11.00000 0.03611 0.04209 = 0.04513 -0.00390 -0.00110 0.00050 AFIX 43 H15 2 0.323978 0.773837 1.028316 11.00000 -1.20000 AFIX 0 C13 1 0.294499 0.386561 0.879437 11.00000 0.03892 0.05273 = 0.03621 -0.00497 -0.00192 -0.00974 AFIX 43 H13 2 0.286907 0.287134 0.840921 11.00000 -1.20000 AFIX 0 O2B 6 0.101089 0.438707 0.908832 11.00000 0.02465 0.05523 = 0.04025 -0.00169 0.00055 0.00069 O1 6 0.150034 0.134795 0.837968 11.00000 0.04105 0.05790 = 0.04655 -0.00684 -0.00386 -0.00001 N1 5 0.365271 0.474311 0.901114 11.00000 0.02631 0.05094 = 0.04143 0.00023 0.00283 -0.00693 C12 1 0.232827 0.432470 0.909748 11.00000 0.03106 0.03295 = 0.04276 0.00087 -0.00127 -0.00178 C14 1 0.374102 0.612725 0.956459 11.00000 0.03087 0.04173 = 0.04224 -0.00500 -0.00232 -0.00195 AFIX 43 H14 2 0.423649 0.671416 0.973149 11.00000 -1.20000 AFIX 0 C16 1 0.243217 0.583621 0.966160 11.00000 0.03095 0.04584 = 0.03822 0.00086 -0.00041 -0.00190 AFIX 43 H16 2 0.201345 0.623985 0.987778 11.00000 -1.20000 AFIX 0 C11 1 0.157965 0.316733 0.880650 11.00000 0.02887 0.03991 = 0.03985 -0.00125 0.00076 -0.00409 C2 1 0.026100 0.378452 0.882276 11.00000 0.02752 0.04798 = 0.04380 -0.00236 0.00084 0.00121 C4 1 -0.068635 0.465176 0.801024 11.00000 0.03852 0.04742 = 0.03823 0.00139 0.00013 0.01021 AFIX 43 H4 2 -0.084666 0.553842 0.762576 11.00000 -1.20000 AFIX 0 C8 1 -0.221698 -0.077874 0.894790 11.00000 0.03202 0.03778 = 0.05478 -0.00545 0.00717 -0.00660 AFIX 43 H8 2 -0.256039 -0.200137 0.915945 11.00000 -1.20000 AFIX 0 C5 1 -0.121206 0.281837 0.832366 11.00000 0.03790 0.04544 = 0.04199 -0.00242 -0.00098 0.00309 C3 1 0.003455 0.514267 0.825226 11.00000 0.03035 0.05314 = 0.04690 -0.00633 0.00441 -0.00417 AFIX 43 H3 2 0.037972 0.637114 0.804333 11.00000 -1.20000 AFIX 0 C9 1 -0.148410 -0.027836 0.920800 11.00000 0.03746 0.05210 = 0.04599 -0.00160 0.00150 0.00126 AFIX 43 H9 2 -0.132836 -0.116563 0.959324 11.00000 -1.20000 AFIX 0 C6 1 -0.196357 0.226363 0.806528 11.00000 0.03733 0.04537 = 0.05169 -0.00635 0.00103 0.01031 AFIX 43 H6 2 -0.212812 0.310502 0.767833 11.00000 -1.20000 AFIX 0 C10 1 -0.097094 0.154495 0.890097 11.00000 0.03765 0.04139 = 0.04571 0.00501 0.00419 0.00510 C7 1 -0.245877 0.047174 0.838444 11.00000 0.02712 0.06075 = 0.05837 -0.00831 -0.00244 0.00262 AFIX 43 H7 2 -0.296418 0.010505 0.821535 11.00000 -1.20000 AFIX 0 C1 1 -0.021054 0.201882 0.913954 11.00000 0.03884 0.04815 = 0.03891 -0.00013 0.00281 0.00807 AFIX 43 H1 2 -0.003152 0.110801 0.951851 11.00000 -1.20000 AFIX 0 HKLF 4 REM iran-as14 in P 21/c REM wR2 = 0.1966, GooF = S = 1.092, Restrained GooF = 1.092 for all data REM R1 = 0.0767 for 2922 Fo > 4sig(Fo) and 0.0806 for all 3193 data REM 199 parameters refined using 0 restraints END WGHT 0.1515 1.2526 REM Highest difference peak 5.688, deepest hole -3.039, 1-sigma level 0.477 Q1 1 0.4709 0.1983 0.8390 11.00000 0.05 5.69 Q2 1 0.4722 0.6282 0.8327 11.00000 0.05 5.63 Q3 1 0.4020 -0.1967 0.7721 11.00000 0.05 3.21 Q4 1 0.4032 0.2574 0.7645 11.00000 0.05 2.69 Q5 1 0.5520 0.0375 0.9022 11.00000 0.05 2.48 Q6 1 0.5579 -0.4110 0.9065 11.00000 0.05 2.46 Q7 1 0.4131 0.4191 0.8286 11.00000 0.05 2.24 Q8 1 0.5282 0.4213 0.8449 11.00000 0.05 2.23 Q9 1 0.4794 -0.0717 0.8209 11.00000 0.05 1.44 Q10 1 0.3521 0.4363 0.8595 11.00000 0.05 1.22 Q11 1 0.4748 0.0329 0.7801 11.00000 0.05 1.21 Q12 1 0.5023 0.1518 0.7373 11.00000 0.05 1.11 Q13 1 0.3449 0.0382 0.7602 11.00000 0.05 1.04 Q14 1 0.5091 0.1894 0.7678 11.00000 0.05 1.03 Q15 1 0.6062 -0.1691 0.9171 11.00000 0.05 0.99 Q16 1 0.3601 0.9120 0.9345 11.00000 0.05 0.97 Q17 1 0.4127 -0.1184 0.6822 11.00000 0.05 0.94 Q18 1 0.4454 0.6487 0.9113 11.00000 0.05 0.88 Q19 1 0.3536 0.0184 0.7328 11.00000 0.05 0.87 Q20 1 0.4015 -0.4467 0.7642 11.00000 0.05 0.84 ; _shelx_res_checksum 91095 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg 0.46980(2) 0.42277(11) 0.83885(2) 0.0394(2) Uani 1 1 d . . . . . Br2 Br 0.55695(5) -0.1908(3) 0.90031(4) 0.0416(3) Uani 1 1 d . . . . . Br1 Br 0.40287(6) 0.0282(3) 0.76505(4) 0.0389(3) Uani 1 1 d . . . . . C15 C 0.3152(6) 0.673(3) 0.9899(5) 0.042(2) Uani 1 1 d . . . . . H15 H 0.323978 0.773837 1.028316 0.050 Uiso 1 1 calc R U . . . C13 C 0.2945(6) 0.387(3) 0.8794(5) 0.043(2) Uani 1 1 d . . . . . H13 H 0.286907 0.287134 0.840921 0.052 Uiso 1 1 calc R U . . . O2B O 0.1011(4) 0.439(2) 0.9088(3) 0.0403(16) Uani 1 1 d . . . . . O1 O 0.1500(5) 0.135(2) 0.8380(4) 0.0492(18) Uani 1 1 d . . . . . N1 N 0.3653(5) 0.474(2) 0.9011(4) 0.0396(17) Uani 1 1 d . . . . . C12 C 0.2328(6) 0.432(2) 0.9097(5) 0.036(2) Uani 1 1 d . . . . . C14 C 0.3741(6) 0.613(3) 0.9565(5) 0.039(2) Uani 1 1 d . . . . . H14 H 0.423649 0.671416 0.973149 0.047 Uiso 1 1 calc R U . . . C16 C 0.2432(6) 0.584(3) 0.9662(5) 0.039(2) Uani 1 1 d . . . . . H16 H 0.201345 0.623985 0.987778 0.046 Uiso 1 1 calc R U . . . C11 C 0.1580(5) 0.317(3) 0.8806(4) 0.0364(18) Uani 1 1 d . . . . . C2 C 0.0261(6) 0.378(3) 0.8823(5) 0.040(2) Uani 1 1 d . . . . . C4 C -0.0686(6) 0.465(3) 0.8010(5) 0.042(2) Uani 1 1 d . . . . . H4 H -0.084666 0.553842 0.762576 0.050 Uiso 1 1 calc R U . . . C8 C -0.2217(6) -0.078(3) 0.8948(5) 0.041(2) Uani 1 1 d . . . . . H8 H -0.256039 -0.200137 0.915945 0.050 Uiso 1 1 calc R U . . . C5 C -0.1212(6) 0.282(3) 0.8324(4) 0.042(2) Uani 1 1 d . . . . . C3 C 0.0035(6) 0.514(3) 0.8252(5) 0.043(2) Uani 1 1 d . . . . . H3 H 0.037972 0.637114 0.804333 0.052 Uiso 1 1 calc R U . . . C9 C -0.1484(7) -0.028(3) 0.9208(5) 0.045(2) Uani 1 1 d . . . . . H9 H -0.132836 -0.116563 0.959324 0.055 Uiso 1 1 calc R U . . . C6 C -0.1964(6) 0.226(3) 0.8065(5) 0.045(2) Uani 1 1 d . . . . . H6 H -0.212812 0.310502 0.767833 0.054 Uiso 1 1 calc R U . . . C10 C -0.0971(6) 0.154(3) 0.8901(5) 0.042(2) Uani 1 1 d . . . . . C7 C -0.2459(6) 0.047(3) 0.8384(6) 0.049(3) Uani 1 1 d . . . . . H7 H -0.296418 0.010505 0.821535 0.059 Uiso 1 1 calc R U . . . C1 C -0.0211(6) 0.202(3) 0.9140(4) 0.042(2) Uani 1 1 d . . . . . H1 H -0.003152 0.110801 0.951851 0.050 Uiso 1 1 calc R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg1 0.0308(3) 0.0441(4) 0.0424(3) -0.00194(14) -0.00008(19) -0.00223(13) Br2 0.0328(5) 0.0456(6) 0.0446(5) -0.0002(4) -0.0046(4) -0.0020(4) Br1 0.0325(5) 0.0432(6) 0.0398(5) -0.0008(4) -0.0005(4) -0.0005(4) C15 0.036(4) 0.042(5) 0.045(5) -0.004(4) -0.001(4) 0.001(4) C13 0.039(5) 0.053(6) 0.036(5) -0.005(4) -0.002(4) -0.010(4) O2B 0.025(3) 0.055(5) 0.040(3) -0.002(3) 0.001(3) 0.001(3) O1 0.041(4) 0.058(5) 0.047(4) -0.007(3) -0.004(3) 0.000(3) N1 0.026(4) 0.051(5) 0.041(4) 0.000(4) 0.003(3) -0.007(3) C12 0.031(5) 0.033(5) 0.043(5) 0.001(3) -0.001(4) -0.002(3) C14 0.031(4) 0.042(5) 0.042(5) -0.005(4) -0.002(4) -0.002(4) C16 0.031(4) 0.046(6) 0.038(5) 0.001(4) 0.000(4) -0.002(3) C11 0.029(4) 0.040(5) 0.040(4) -0.001(4) 0.001(3) -0.004(4) C2 0.028(4) 0.048(6) 0.044(5) -0.002(4) 0.001(4) 0.001(4) C4 0.039(5) 0.047(6) 0.038(5) 0.001(4) 0.000(4) 0.010(4) C8 0.032(5) 0.038(5) 0.055(6) -0.005(4) 0.007(4) -0.007(3) C5 0.038(4) 0.045(6) 0.042(5) -0.002(4) -0.001(4) 0.003(4) C3 0.030(4) 0.053(6) 0.047(5) -0.006(4) 0.004(4) -0.004(4) C9 0.037(5) 0.052(6) 0.046(5) -0.002(4) 0.001(4) 0.001(4) C6 0.037(5) 0.045(6) 0.052(5) -0.006(4) 0.001(4) 0.010(4) C10 0.038(5) 0.041(5) 0.046(5) 0.005(4) 0.004(4) 0.005(4) C7 0.027(5) 0.061(7) 0.058(6) -0.008(5) -0.002(4) 0.003(4) C1 0.039(5) 0.048(6) 0.039(4) 0.000(4) 0.003(4) 0.008(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -4.2923 7.6849 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 95.5(2) . . ? N1 Hg1 Br2 95.5(2) . 1_565 ? Br1 Hg1 Br2 168.92(4) . 1_565 ? N1 Hg1 Br1 88.4(2) . 1_565 ? Br1 Hg1 Br1 89.91(3) . 1_565 ? Br2 Hg1 Br1 90.19(3) 1_565 1_565 ? N1 Hg1 Br2 100.5(2) . . ? Br1 Hg1 Br2 89.26(3) . . ? Br2 Hg1 Br2 88.94(3) 1_565 . ? Br1 Hg1 Br2 171.15(3) 1_565 . ? Hg1 Br2 Hg1 88.94(3) 1_545 . ? Hg1 Br1 Hg1 89.91(3) . 1_545 ? C14 C15 C16 118.2(10) . . ? C14 C15 H15 120.9 . . ? C16 C15 H15 120.9 . . ? N1 C13 C12 123.8(10) . . ? N1 C13 H13 118.1 . . ? C12 C13 H13 118.1 . . ? C11 O2B C2 117.6(8) . . ? C13 N1 C14 116.5(9) . . ? C13 N1 Hg1 120.6(7) . . ? C14 N1 Hg1 122.7(6) . . ? C13 C12 C16 118.6(9) . . ? C13 C12 C11 117.9(9) . . ? C16 C12 C11 123.5(9) . . ? N1 C14 C15 123.8(9) . . ? N1 C14 H14 118.1 . . ? C15 C14 H14 118.1 . . ? C15 C16 C12 119.1(10) . . ? C15 C16 H16 120.5 . . ? C12 C16 H16 120.5 . . ? O1 C11 O2B 124.6(9) . . ? O1 C11 C12 123.9(9) . . ? O2B C11 C12 111.5(8) . . ? C1 C2 C3 123.1(10) . . ? C1 C2 O2B 118.2(9) . . ? C3 C2 O2B 118.7(9) . . ? C3 C4 C5 121.2(10) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C9 C8 C7 121.3(11) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C10 C5 C6 119.9(10) . . ? C10 C5 C4 119.0(9) . . ? C6 C5 C4 121.1(10) . . ? C4 C3 C2 118.4(10) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.8 . . ? C8 C9 C10 119.9(11) . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? C7 C6 C5 119.4(10) . . ? C7 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? C9 C10 C1 121.9(10) . . ? C9 C10 C5 119.2(10) . . ? C1 C10 C5 118.8(10) . . ? C8 C7 C6 120.3(10) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C2 C1 C10 119.5(10) . . ? C2 C1 H1 120.3 . . ? C10 C1 H1 120.3 . . ? 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 2.465(9) . ? Hg1 Br1 2.4888(11) . ? Hg1 Br2 2.4895(11) 1_565 ? Hg1 Br1 3.0821(12) 1_565 ? Hg1 Br2 3.1237(12) . ? C15 C14 1.382(15) . ? C15 C16 1.382(14) . ? C15 H15 0.9500 . ? C13 N1 1.347(13) . ? C13 C12 1.371(15) . ? C13 H13 0.9500 . ? O2B C11 1.346(12) . ? O2B C2 1.423(12) . ? O1 C11 1.198(13) . ? N1 C14 1.357(14) . ? C12 C16 1.400(15) . ? C12 C11 1.493(13) . ? C14 H14 0.9500 . ? C16 H16 0.9500 . ? C2 C1 1.357(16) . ? C2 C3 1.412(16) . ? C4 C3 1.354(15) . ? C4 C5 1.433(17) . ? C4 H4 0.9500 . ? C8 C9 1.386(15) . ? C8 C7 1.388(17) . ? C8 H8 0.9500 . ? C5 C10 1.418(15) . ? C5 C6 1.418(14) . ? C3 H3 0.9500 . ? C9 C10 1.407(17) . ? C9 H9 0.9500 . ? C6 C7 1.394(18) . ? C6 H6 0.9500 . ? C10 C1 1.415(15) . ? C7 H7 0.9500 . ? C1 H1 0.9500 . ? 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 C12 C13 N1 C14 0.6(17) . . . . ? C12 C13 N1 Hg1 -174.8(8) . . . . ? N1 C13 C12 C16 1.0(17) . . . . ? N1 C13 C12 C11 -178.8(10) . . . . ? C13 N1 C14 C15 -1.6(16) . . . . ? Hg1 N1 C14 C15 173.7(9) . . . . ? C16 C15 C14 N1 0.9(18) . . . . ? C14 C15 C16 C12 0.7(16) . . . . ? C13 C12 C16 C15 -1.6(16) . . . . ? C11 C12 C16 C15 178.2(10) . . . . ? C2 O2B C11 O1 -7.3(16) . . . . ? C2 O2B C11 C12 173.5(8) . . . . ? C13 C12 C11 O1 13.8(16) . . . . ? C16 C12 C11 O1 -166.0(11) . . . . ? C13 C12 C11 O2B -167.0(10) . . . . ? C16 C12 C11 O2B 13.2(14) . . . . ? C11 O2B C2 C1 119.9(11) . . . . ? C11 O2B C2 C3 -62.2(14) . . . . ? C3 C4 C5 C10 0.9(17) . . . . ? C3 C4 C5 C6 -179.0(11) . . . . ? C5 C4 C3 C2 0.4(17) . . . . ? C1 C2 C3 C4 -0.1(17) . . . . ? O2B C2 C3 C4 -177.9(10) . . . . ? C7 C8 C9 C10 0.4(18) . . . . ? C10 C5 C6 C7 0.2(17) . . . . ? C4 C5 C6 C7 -179.9(11) . . . . ? C8 C9 C10 C1 -177.8(11) . . . . ? C8 C9 C10 C5 -0.7(17) . . . . ? C6 C5 C10 C9 0.4(16) . . . . ? C4 C5 C10 C9 -179.5(11) . . . . ? C6 C5 C10 C1 177.6(10) . . . . ? C4 C5 C10 C1 -2.3(16) . . . . ? C9 C8 C7 C6 0.2(18) . . . . ? C5 C6 C7 C8 -0.5(17) . . . . ? C3 C2 C1 C10 -1.3(17) . . . . ? O2B C2 C1 C10 176.5(10) . . . . ? C9 C10 C1 C2 179.7(11) . . . . ? C5 C10 C1 C2 2.6(16) . . . . ?