#------------------------------------------------------------------------------ #$Date: 2019-11-17 08:47:32 +0200 (Sun, 17 Nov 2019) $ #$Revision: 228937 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229929.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_7229929 loop_ _publ_author_name 'Mahmoudi, Ghodrat' 'Zar\;eba, Jan K.' 'Bauz\'a, Antonio' 'Kubicki, Maciej' 'Bartyzel, Agata' 'Keramidas, Anastasios D.' 'Butusov, Leonid' 'Miros\/law, Barbara' 'Frontera, Antonio' _publ_section_title ; Recurrent supramolecular motifs in discrete complexes and coordination polymers based on mercury halides: prevalence of chelate ring stacking and substituent effects ; _journal_issue 8 _journal_name_full CrystEngComm _journal_page_first 1065 _journal_paper_doi 10.1039/C7CE02166F _journal_volume 20 _journal_year 2018 _chemical_formula_moiety 'C18 H13 Br Hg N4 O' _chemical_formula_sum 'C18 H13 Br Hg N4 O' _chemical_formula_weight 581.82 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2017-11-04 deposited with the CCDC. 2018-01-09 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 108.659(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.8009(10) _cell_length_b 15.0130(13) _cell_length_c 11.3474(10) _cell_measurement_reflns_used 2988 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 25.00 _cell_measurement_theta_min 2.25 _cell_volume 1743.3(3) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Mercury (MacRae et al., 2009)' _computing_publication_material 'SHELXL-2013 (Sheldrick, 2013)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_structure_solution 'SHELXT-2013 (Sheldrick, 2013)' _diffrn_ambient_temperature 295(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker Smart APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0657 _diffrn_reflns_av_unetI/netI 0.0451 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_number 33100 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.000 _diffrn_reflns_theta_min 2.267 _exptl_absorpt_coefficient_mu 11.134 _exptl_absorpt_correction_T_max 0.6531 _exptl_absorpt_correction_T_min 0.3511 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SAINT' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.217 _exptl_crystal_description Plate _exptl_crystal_F_000 1088 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _refine_diff_density_max 3.133 _refine_diff_density_min -3.438 _refine_diff_density_rms 0.496 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.974 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 227 _refine_ls_number_reflns 3069 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.974 _refine_ls_R_factor_all 0.0876 _refine_ls_R_factor_gt 0.0758 _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^)+(0.0800P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2154 _refine_ls_wR_factor_ref 0.2184 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2709 _reflns_number_total 3419 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02166f2.cif _cod_data_source_block 2 _cod_depositor_comments 'Adding full bibliography for 7229927--7229931.cif.' _cod_database_code 7229929 _shelx_shelxl_version_number 2014/7 _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_res_file ; shelx.res created by SHELXL-2014/7 TITL twin4 in P21/n #14 CELL 0.71073 10.8009 15.0130 11.3474 90.000 108.659 90.000 ZERR 4.00 0.0010 0.0013 0.0010 0.000 0.002 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H BR HG N O UNIT 72 52 4 4 16 4 omit 0 50 FMAP 2 PLAN -10 L.S. 12 bond $h conf mpla n1 c2 c3 c4 c5 c6 mpla c6 c7 n8 n9 c10 c11 mpla c11 c12 n13 c14 c15 c16 mpla n1 c2 c3 c4 c5 c6 mpla c71 c72 c73 c74 c75 c76 acta 50 rem EXTI 0.004117 WGHT 0.080000 BASF 0.13162 FVAR 3.39193 HG1 4 0.140521 0.091685 0.694385 11.00000 0.04616 0.03850 = 0.03159 -0.00179 0.01061 0.00374 BR1 3 0.118271 0.113552 0.901525 11.00000 0.09159 0.06687 = 0.04714 -0.00091 0.03462 0.00967 N1 5 0.301139 -0.031088 0.745927 11.00000 0.03894 0.04094 = 0.04267 0.00366 0.01112 0.00720 C2 1 0.362242 -0.061691 0.862510 11.00000 0.06052 0.05723 = 0.03324 0.00137 -0.00833 0.00295 AFIX 43 H2 2 0.342373 -0.036486 0.929150 11.00000 -1.20000 AFIX 0 C3 1 0.452667 -0.128955 0.884407 11.00000 0.04314 0.07367 = 0.03286 0.02139 0.01233 0.01378 AFIX 43 H3 2 0.496046 -0.147756 0.965203 11.00000 -1.20000 AFIX 0 C4 1 0.478371 -0.168339 0.784877 11.00000 0.05439 0.04129 = 0.06951 0.01704 0.00933 0.01493 AFIX 43 H4 2 0.538091 -0.214846 0.797546 11.00000 -1.20000 AFIX 0 C5 1 0.414096 -0.137722 0.665866 11.00000 0.04603 0.03815 = 0.04916 0.00379 0.00845 0.00566 AFIX 43 H5 2 0.430939 -0.162946 0.597697 11.00000 -1.20000 AFIX 0 C6 1 0.324441 -0.069113 0.649478 11.00000 0.03205 0.03319 = 0.03492 0.00051 0.01422 -0.00628 C7 1 0.249310 -0.033057 0.524168 11.00000 0.02950 0.02707 = 0.03443 -0.00908 0.00457 -0.00286 C71 1 0.274333 -0.068920 0.412829 11.00000 0.02617 0.03718 = 0.03467 -0.00121 0.00806 0.00739 C72 1 0.326111 -0.014883 0.340314 11.00000 0.07075 0.04363 = 0.06799 -0.00667 0.04268 -0.00978 AFIX 43 H72 2 0.340321 0.045251 0.359575 11.00000 -1.20000 AFIX 0 C73 1 0.356303 -0.049153 0.241166 11.00000 0.08597 0.06902 = 0.06876 0.00578 0.05107 -0.01738 AFIX 43 H73 2 0.392633 -0.011932 0.195497 11.00000 -1.20000 AFIX 0 C74 1 0.334587 -0.136369 0.207491 11.00000 0.05976 0.08718 = 0.04585 -0.02590 0.02485 0.00162 AFIX 43 H74 2 0.354091 -0.158405 0.138881 11.00000 -1.20000 AFIX 0 C75 1 0.282277 -0.191959 0.278545 11.00000 0.05597 0.05120 = 0.05328 -0.02148 0.02983 -0.00057 AFIX 43 H75 2 0.268389 -0.251920 0.257978 11.00000 -1.20000 AFIX 0 C76 1 0.250790 -0.158347 0.379821 11.00000 0.04560 0.03980 = 0.05128 -0.01217 0.01883 -0.00293 AFIX 43 H76 2 0.214140 -0.195461 0.425348 11.00000 -1.20000 AFIX 0 N8 5 0.166368 0.029441 0.521755 11.00000 0.03217 0.02856 = 0.02915 -0.00046 -0.00434 0.00615 N9 5 0.098970 0.063828 0.404575 11.00000 0.03895 0.03540 = 0.03875 -0.00040 0.01888 0.00790 C10 1 0.015777 0.130261 0.417955 11.00000 0.01908 0.03437 = 0.02847 -0.00425 0.01038 0.00225 O10 6 0.000575 0.161489 0.510477 11.00000 0.04854 0.03937 = 0.02976 0.00006 0.00672 0.01201 C11 1 -0.052129 0.174587 0.293983 11.00000 0.02946 0.03167 = 0.03123 -0.00419 0.01218 -0.00039 C12 1 -0.135300 0.244894 0.290836 11.00000 0.03249 0.03651 = 0.03935 -0.00333 0.01422 -0.00105 AFIX 43 H12 2 -0.149270 0.260971 0.364721 11.00000 -1.20000 AFIX 0 N13 5 -0.197641 0.291811 0.187656 11.00000 0.02645 0.04718 = 0.03057 0.00866 0.01130 0.00647 C14 1 -0.173777 0.268110 0.082600 11.00000 0.04082 0.06143 = 0.03036 0.00276 0.01141 0.01714 AFIX 43 H14 2 -0.211894 0.301755 0.011377 11.00000 -1.20000 AFIX 0 C15 1 -0.096009 0.196755 0.074027 11.00000 0.05380 0.06926 = 0.02757 -0.00040 0.00147 0.01483 AFIX 43 H15 2 -0.085240 0.181578 -0.001557 11.00000 -1.20000 AFIX 0 C16 1 -0.033653 0.147747 0.182447 11.00000 0.03776 0.04594 = 0.04604 -0.00466 0.01238 0.00660 AFIX 43 H16 2 0.018427 0.098858 0.180209 11.00000 -1.20000 AFIX 0 HKLF 5 REM twin4 in P21/n #14 REM R1 = 0.0758 for 2506 Fo > 4sig(Fo) and 0.0876 for all 3069 data REM 227 parameters refined using 0 restraints END WGHT 0.2000 0.0000 REM Highest difference peak 3.133, deepest hole -3.438, 1-sigma level 0.496 Q1 1 0.0404 0.0905 0.7022 11.00000 0.05 3.13 Q2 1 0.2270 0.0908 0.6728 11.00000 0.05 2.59 Q3 1 0.1151 0.0577 0.7861 11.00000 0.05 2.40 Q4 1 0.1164 0.1266 0.7843 11.00000 0.05 2.28 Q5 1 0.1946 0.0962 0.8848 11.00000 0.05 2.16 Q6 1 0.1854 0.1566 0.7182 11.00000 0.05 2.15 Q7 1 0.2393 0.0952 0.8001 11.00000 0.05 2.06 Q8 1 0.1210 0.0496 0.6779 11.00000 0.05 2.03 Q9 1 0.6007 -0.0910 1.0573 11.00000 0.05 1.98 Q10 1 0.2597 0.0905 0.5997 11.00000 0.05 1.91 ; _shelx_res_checksum 4406 loop_ _space_group_symop_operation_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' 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 Hg1 Hg 0.14052(6) 0.09169(4) 0.69439(5) 0.0392(3) Uani 1 1 d . . Br1 Br 0.1183(2) 0.11355(15) 0.90153(19) 0.0656(6) Uani 1 1 d . . N1 N 0.3011(12) -0.0311(8) 0.7459(12) 0.041(3) Uani 1 1 d . . C2 C 0.3622(18) -0.0617(12) 0.8625(17) 0.056(5) Uani 1 1 d . . H2 H 0.3424 -0.0365 0.9292 0.067 Uiso 1 1 calc R U C3 C 0.4527(17) -0.1290(13) 0.8844(16) 0.050(4) Uani 1 1 d . . H3 H 0.4960 -0.1478 0.9652 0.060 Uiso 1 1 calc R U C4 C 0.4784(18) -0.1683(11) 0.7849(18) 0.058(5) Uani 1 1 d . . H4 H 0.5381 -0.2148 0.7975 0.069 Uiso 1 1 calc R U C5 C 0.4141(16) -0.1377(10) 0.6659(16) 0.046(4) Uani 1 1 d . . H5 H 0.4309 -0.1629 0.5977 0.055 Uiso 1 1 calc R U C6 C 0.3244(14) -0.0691(10) 0.6495(14) 0.033(3) Uani 1 1 d . . C7 C 0.2493(13) -0.0331(8) 0.5242(13) 0.032(3) Uani 1 1 d . . C71 C 0.2743(13) -0.0689(10) 0.4128(14) 0.033(3) Uani 1 1 d . . C72 C 0.3261(19) -0.0149(12) 0.3403(18) 0.056(5) Uani 1 1 d . . H72 H 0.3403 0.0453 0.3596 0.067 Uiso 1 1 calc R U C73 C 0.356(2) -0.0492(15) 0.241(2) 0.068(6) Uani 1 1 d . . H73 H 0.3926 -0.0119 0.1955 0.082 Uiso 1 1 calc R U C74 C 0.3346(19) -0.1364(15) 0.2075(17) 0.062(5) Uani 1 1 d . . H74 H 0.3541 -0.1584 0.1389 0.075 Uiso 1 1 calc R U C75 C 0.2823(17) -0.1920(12) 0.2785(16) 0.051(4) Uani 1 1 d . . H75 H 0.2684 -0.2519 0.2580 0.061 Uiso 1 1 calc R U C76 C 0.2508(15) -0.1583(10) 0.3798(16) 0.045(4) Uani 1 1 d . . H76 H 0.2141 -0.1955 0.4253 0.054 Uiso 1 1 calc R U N8 N 0.1664(11) 0.0294(7) 0.5218(10) 0.033(3) Uani 1 1 d . . N9 N 0.0990(12) 0.0638(8) 0.4046(12) 0.036(3) Uani 1 1 d . . C10 C 0.0158(12) 0.1303(9) 0.4180(13) 0.027(3) Uani 1 1 d . . O10 O 0.0006(10) 0.1615(6) 0.5105(9) 0.041(3) Uani 1 1 d . . C11 C -0.0521(13) 0.1746(9) 0.2940(13) 0.030(3) Uani 1 1 d . . C12 C -0.1353(12) 0.2449(11) 0.2908(13) 0.035(4) Uani 1 1 d . . H12 H -0.1493 0.2610 0.3647 0.043 Uiso 1 1 calc R U N13 N -0.1976(11) 0.2918(8) 0.1877(10) 0.034(3) Uani 1 1 d . . C14 C -0.1738(15) 0.2681(12) 0.0826(14) 0.044(4) Uani 1 1 d . . H14 H -0.2119 0.3018 0.0114 0.053 Uiso 1 1 calc R U C15 C -0.0960(17) 0.1968(12) 0.0740(15) 0.053(5) Uani 1 1 d . . H15 H -0.0852 0.1816 -0.0016 0.064 Uiso 1 1 calc R U C16 C -0.0337(15) 0.1477(11) 0.1824(15) 0.043(4) Uani 1 1 d . . H16 H 0.0184 0.0989 0.1802 0.052 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 0.0462(5) 0.0385(4) 0.0316(4) -0.0018(2) 0.0106(3) 0.0037(2) Br1 0.0916(16) 0.0669(12) 0.0471(11) -0.0009(9) 0.0346(11) 0.0097(11) N1 0.039(7) 0.041(7) 0.043(8) 0.004(6) 0.011(7) 0.007(6) C2 0.061(12) 0.057(10) 0.033(9) 0.001(8) -0.008(9) 0.003(9) C3 0.043(9) 0.074(12) 0.033(9) 0.021(9) 0.012(8) 0.014(9) C4 0.054(10) 0.041(9) 0.070(13) 0.017(9) 0.009(10) 0.015(8) C5 0.046(9) 0.038(9) 0.049(10) 0.004(7) 0.008(8) 0.006(7) C6 0.032(8) 0.033(7) 0.035(8) 0.001(6) 0.014(7) -0.006(6) C7 0.030(7) 0.027(7) 0.034(8) -0.009(6) 0.005(6) -0.003(6) C71 0.026(7) 0.037(8) 0.035(8) -0.001(6) 0.008(7) 0.007(6) C72 0.071(12) 0.044(10) 0.068(12) -0.007(9) 0.043(11) -0.010(9) C73 0.086(15) 0.069(14) 0.069(13) 0.006(11) 0.051(12) -0.017(12) C74 0.060(12) 0.087(15) 0.046(11) -0.026(10) 0.025(10) 0.002(11) C75 0.056(10) 0.051(10) 0.053(10) -0.021(8) 0.030(9) -0.001(8) C76 0.046(9) 0.040(9) 0.051(10) -0.012(7) 0.019(8) -0.003(7) N8 0.032(6) 0.029(6) 0.029(6) 0.000(5) -0.004(5) 0.006(5) N9 0.039(7) 0.035(6) 0.039(7) 0.000(6) 0.019(6) 0.008(6) C10 0.019(6) 0.034(7) 0.028(7) -0.004(6) 0.010(6) 0.002(5) O10 0.049(6) 0.039(6) 0.030(5) 0.000(5) 0.007(5) 0.012(5) C11 0.029(7) 0.032(7) 0.031(7) -0.004(6) 0.012(6) 0.000(6) C12 0.032(8) 0.037(8) 0.039(9) -0.003(6) 0.014(7) -0.001(6) N13 0.026(6) 0.047(7) 0.031(7) 0.009(5) 0.011(5) 0.006(5) C14 0.041(9) 0.061(11) 0.030(8) 0.003(7) 0.011(7) 0.017(8) C15 0.054(10) 0.069(11) 0.028(8) 0.000(8) 0.001(8) 0.015(9) C16 0.038(8) 0.046(9) 0.046(9) -0.005(7) 0.012(8) 0.007(7) 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' 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' 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' 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_3 N8 Hg1 O10 69.2(4) . N8 Hg1 Br1 163.2(3) . O10 Hg1 Br1 123.2(3) . N8 Hg1 N1 68.0(4) . O10 Hg1 N1 137.2(4) . Br1 Hg1 N1 98.6(3) . N8 Hg1 N13 88.9(4) 4_666 O10 Hg1 N13 85.4(4) 4_666 Br1 Hg1 N13 102.7(3) 4_666 N1 Hg1 N13 94.9(4) 4_666 C6 N1 C2 119.8(14) . C6 N1 Hg1 115.4(9) . C2 N1 Hg1 124.7(12) . N1 C2 C3 121.5(18) . N1 C2 H2 119.2 . C3 C2 H2 119.2 . C2 C3 C4 119.1(15) . C2 C3 H3 120.5 . C4 C3 H3 120.5 . C3 C4 C5 119.1(16) . C3 C4 H4 120.4 . C5 C4 H4 120.4 . C4 C5 C6 119.3(17) . C4 C5 H5 120.4 . C6 C5 H5 120.4 . N1 C6 C5 121.2(14) . N1 C6 C7 116.1(13) . C5 C6 C7 122.7(14) . N8 C7 C71 124.2(12) . N8 C7 C6 116.4(13) . C71 C7 C6 119.3(12) . C72 C71 C76 118.3(15) . C72 C71 C7 120.7(14) . C76 C71 C7 120.9(14) . C73 C72 C71 120.9(16) . C73 C72 H72 119.6 . C71 C72 H72 119.6 . C74 C73 C72 121.8(19) . C74 C73 H73 119.1 . C72 C73 H73 119.1 . C73 C74 C75 118.5(17) . C73 C74 H74 120.8 . C75 C74 H74 120.8 . C76 C75 C74 120.6(17) . C76 C75 H75 119.7 . C74 C75 H75 119.7 . C75 C76 C71 119.9(16) . C75 C76 H76 120.1 . C71 C76 H76 120.1 . C7 N8 N9 115.9(12) . C7 N8 Hg1 123.9(9) . N9 N8 Hg1 120.0(8) . C10 N9 N8 108.8(11) . O10 C10 N9 130.5(12) . O10 C10 C11 118.4(12) . N9 C10 C11 110.7(12) . C10 O10 Hg1 111.4(8) . C12 C11 C16 118.4(13) . C12 C11 C10 118.5(13) . C16 C11 C10 123.0(12) . N13 C12 C11 124.3(14) . N13 C12 H12 117.9 . C11 C12 H12 117.9 . C14 N13 C12 116.6(12) . C14 N13 Hg1 123.2(9) 4_565 C12 N13 Hg1 120.1(10) 4_565 N13 C14 C15 124.0(14) . N13 C14 H14 118.0 . C15 C14 H14 118.0 . C14 C15 C16 118.4(16) . C14 C15 H15 120.8 . C16 C15 H15 120.8 . C11 C16 C15 118.2(14) . C11 C16 H16 120.9 . C15 C16 H16 120.9 . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Hg1 N8 2.267(12) . Hg1 O10 2.392(9) . Hg1 Br1 2.460(2) . Hg1 N1 2.470(12) . Hg1 N13 2.491(12) 4_666 N1 C6 1.33(2) . N1 C2 1.36(2) . C2 C3 1.37(3) . C2 H2 0.9300 . C3 C4 1.38(3) . C3 H3 0.9300 . C4 C5 1.38(2) . C4 H4 0.9300 . C5 C6 1.38(2) . C5 H5 0.9300 . C6 C7 1.50(2) . C7 N8 1.291(17) . C7 C71 1.48(2) . C71 C72 1.39(2) . C71 C76 1.40(2) . C72 C73 1.37(3) . C72 H72 0.9300 . C73 C74 1.36(3) . C73 H73 0.9300 . C74 C75 1.40(3) . C74 H74 0.9300 . C75 C76 1.39(2) . C75 H75 0.9300 . C76 H76 0.9300 . N8 N9 1.395(16) . N9 C10 1.383(18) . C10 O10 1.208(16) . C10 C11 1.516(19) . C11 C12 1.38(2) . C11 C16 1.40(2) . C12 N13 1.348(17) . C12 H12 0.9300 . N13 C14 1.346(19) . N13 Hg1 2.491(12) 4_565 C14 C15 1.38(2) . C14 H14 0.9300 . C15 C16 1.41(2) . C15 H15 0.9300 . C16 H16 0.9300 . 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_4 C6 N1 C2 C3 3(3) . . Hg1 N1 C2 C3 -178.5(14) . . N1 C2 C3 C4 -2(3) . . C2 C3 C4 C5 1(3) . . C3 C4 C5 C6 -1(3) . . C2 N1 C6 C5 -2(2) . . Hg1 N1 C6 C5 178.9(12) . . C2 N1 C6 C7 178.0(14) . . Hg1 N1 C6 C7 -0.7(16) . . C4 C5 C6 N1 1(2) . . C4 C5 C6 C7 -179.0(15) . . N1 C6 C7 N8 -2.1(19) . . C5 C6 C7 N8 178.3(14) . . N1 C6 C7 C71 177.1(13) . . C5 C6 C7 C71 -2(2) . . N8 C7 C71 C72 64(2) . . C6 C7 C71 C72 -115.6(16) . . N8 C7 C71 C76 -118.5(16) . . C6 C7 C71 C76 62.3(18) . . C76 C71 C72 C73 -2(3) . . C7 C71 C72 C73 176.3(17) . . C71 C72 C73 C74 1(3) . . C72 C73 C74 C75 -1(3) . . C73 C74 C75 C76 1(3) . . C74 C75 C76 C71 -2(2) . . C72 C71 C76 C75 2(2) . . C7 C71 C76 C75 -176.3(14) . . C71 C7 N8 N9 -1(2) . . C6 C7 N8 N9 178.7(12) . . C71 C7 N8 Hg1 -174.8(10) . . C6 C7 N8 Hg1 4.3(17) . . C7 N8 N9 C10 -179.3(12) . . Hg1 N8 N9 C10 -4.8(15) . . N8 N9 C10 O10 3(2) . . N8 N9 C10 C11 175.7(11) . . N9 C10 O10 Hg1 0(2) . . C11 C10 O10 Hg1 -172.2(9) . . O10 C10 C11 C12 -4(2) . . N9 C10 C11 C12 -177.6(13) . . O10 C10 C11 C16 175.3(14) . . N9 C10 C11 C16 2.0(19) . . C16 C11 C12 N13 -2(2) . . C10 C11 C12 N13 177.5(12) . . C11 C12 N13 C14 -1(2) . . C11 C12 N13 Hg1 174.7(11) . 4_565 C12 N13 C14 C15 4(2) . . Hg1 N13 C14 C15 -172.1(13) 4_565 . N13 C14 C15 C16 -3(3) . . C12 C11 C16 C15 3(2) . . C10 C11 C16 C15 -176.5(14) . . C14 C15 C16 C11 -1(2) . .