#------------------------------------------------------------------------------ #$Date: 2019-11-17 08:47:32 +0200 (Sun, 17 Nov 2019) $ #$Revision: 228937 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229928.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_7229928 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 'C13 H12 Hg I2 N4 O' _chemical_formula_sum 'C13 H12 Hg I2 N4 O' _chemical_formula_weight 694.66 _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' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 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 96.913(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.4971(10) _cell_length_b 19.796(2) _cell_length_c 9.2661(10) _cell_measurement_reflns_used 2442 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 27 _cell_measurement_theta_min 4 _cell_volume 1729.4(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 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Nonius CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0464 _diffrn_reflns_av_sigmaI/netI 0.0262 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 75755 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 28.000 _diffrn_reflns_theta_min 2.057 _exptl_absorpt_coefficient_mu 12.473 _exptl_absorpt_correction_T_max 0.222 _exptl_absorpt_correction_T_min 0.027 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details sadabs _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.668 _exptl_crystal_description block _exptl_crystal_F_000 1248 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _refine_diff_density_max 1.589 _refine_diff_density_min -1.311 _refine_diff_density_rms 0.116 _refine_ls_extinction_coef 0.00304(16) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 192 _refine_ls_number_reflns 4179 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.055 _refine_ls_R_factor_all 0.0352 _refine_ls_R_factor_gt 0.0254 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0106P)^2^+1.6142P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0753 _refine_ls_wR_factor_ref 0.0779 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3652 _reflns_number_total 4179 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02166f2.cif _cod_data_source_block 3 _cod_depositor_comments 'Adding full bibliography for 7229927--7229931.cif.' _cod_database_code 7229928 _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 (I) OLEX2: imported from CIF CELL 0.71069 9.4971 19.796 9.2661 90 96.913 90 ZERR 4 0.0010 0.002 0.0010 0 0.010 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Hg I N O UNIT 52 48 4 8 16 4 omit 0 56 TEMP 22 acta 50 l.s. 4 fmap plan -10 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 EQIV $1 -x+1, -y+2, -z+1 HTAB C3 I2_$1 EQIV $2 -x+2, -y+2, -z+1 HTAB C71 I2_$2 EQIV $3 x, -y+3/2, z-1/2 HTAB N9 N13_$3 EQIV $4 x+1, -y+3/2, z+1/2 HTAB C14 I1_$4 HTAB C15 I1_$4 WGHT 0.010567 1.614155 EXTI 0.003043 FVAR 0.80211 HG1 3 0.835733 0.882692 0.741687 11.00000 0.03174 0.04009 = 0.04069 0.00637 0.00893 0.00531 I1 4 0.863344 0.754157 0.820319 11.00000 0.04766 0.03623 = 0.07277 0.01288 -0.00408 -0.00583 I2 4 0.646318 0.974391 0.802846 11.00000 0.03972 0.05150 = 0.05746 0.01237 0.02276 0.01481 N1 5 0.849285 0.915788 0.491542 11.00000 0.03246 0.03813 = 0.03230 -0.00241 0.00550 0.00303 C2 1 0.735366 0.932629 0.400172 11.00000 0.02909 0.05327 = 0.04135 0.00003 0.00511 0.00760 AFIX 43 H2 2 0.647542 0.933819 0.434963 11.00000 -1.20000 AFIX 0 C3 1 0.742397 0.948409 0.255711 11.00000 0.04819 0.05508 = 0.03211 0.00037 -0.00085 0.01419 AFIX 43 H3 2 0.660619 0.959454 0.194701 11.00000 -1.20000 AFIX 0 C4 1 0.868472 0.947552 0.205072 11.00000 0.05211 0.03794 = 0.02771 0.00542 0.00183 0.00595 AFIX 43 H4 2 0.875196 0.957702 0.108145 11.00000 -1.20000 AFIX 0 C5 1 0.988887 0.931416 0.298252 11.00000 0.03975 0.03530 = 0.02827 0.00211 0.00545 0.00308 AFIX 43 H5 2 1.077466 0.931359 0.265015 11.00000 -1.20000 AFIX 0 C6 1 0.975950 0.915470 0.440580 11.00000 0.03250 0.02482 = 0.02588 -0.00142 0.00311 0.00308 C7 1 1.100905 0.897069 0.545209 11.00000 0.03013 0.02751 = 0.02847 0.00044 0.00155 0.00300 C71 1 1.240112 0.886032 0.492295 11.00000 0.03520 0.06611 = 0.03981 0.01338 0.01668 0.01473 AFIX 137 H71A 2 1.313578 0.886898 0.573070 11.00000 -1.50000 H71B 2 1.256827 0.921082 0.424806 11.00000 -1.50000 H71C 2 1.240193 0.842961 0.444698 11.00000 -1.50000 AFIX 0 N8 5 1.076251 0.892575 0.677550 11.00000 0.02870 0.02895 = 0.02770 0.00060 0.00150 0.00421 N9 5 1.183113 0.870165 0.780269 11.00000 0.02468 0.03753 = 0.02323 0.00331 0.00288 0.00597 AFIX 43 H9 2 1.261083 0.854134 0.756019 11.00000 -1.20000 AFIX 0 C10 1 1.159550 0.874580 0.920625 11.00000 0.02924 0.02892 = 0.02789 -0.00289 0.00470 -0.00465 O10 6 1.060417 0.904608 0.962263 11.00000 0.03880 0.04930 = 0.03110 -0.00377 0.00854 0.01163 C11 1 1.269173 0.837843 1.019178 11.00000 0.02903 0.03390 = 0.02584 -0.00124 0.00237 -0.00517 C12 1 1.225626 0.792123 1.117143 11.00000 0.03237 0.04144 = 0.03530 0.00694 0.00204 -0.00592 AFIX 43 H12 2 1.129167 0.788421 1.124690 11.00000 -1.20000 AFIX 0 N13 5 1.316015 0.752789 1.201955 11.00000 0.03543 0.05298 = 0.04576 0.01913 -0.00097 -0.00812 C14 1 1.453976 0.762279 1.193044 11.00000 0.03834 0.05222 = 0.05670 0.01697 -0.00658 -0.00060 AFIX 43 H14 2 1.518590 0.736894 1.254025 11.00000 -1.20000 AFIX 0 C15 1 1.506251 0.806629 1.100648 11.00000 0.02553 0.06493 = 0.05365 0.01258 -0.00348 -0.00655 AFIX 43 H15 2 1.603491 0.810800 1.098336 11.00000 -1.20000 AFIX 0 C16 1 1.412528 0.845073 1.010950 11.00000 0.03141 0.05234 = 0.04210 0.01104 0.00251 -0.01002 AFIX 43 H16 2 1.445019 0.875424 0.945851 11.00000 -1.20000 AFIX 0 HKLF 3 REM (I) OLEX2: imported from CIF REM R1 = 0.0254 for 3652 Fo > 4sig(Fo) and 0.0352 for all 4179 data REM 192 parameters refined using 0 restraints END WGHT 0.0000 0.8594 REM Highest difference peak 1.589, deepest hole -1.311, 1-sigma level 0.116 Q1 1 0.5999 0.9557 0.7364 11.00000 0.05 1.59 Q2 1 0.8118 0.8713 0.7978 11.00000 0.05 1.26 Q3 1 0.8307 0.8591 0.6815 11.00000 0.05 1.07 Q4 1 0.8224 0.7737 0.8773 11.00000 0.05 0.81 Q5 1 0.8530 0.7677 0.7536 11.00000 0.05 0.69 Q6 1 0.7056 0.9834 0.7842 11.00000 0.05 0.58 Q7 1 0.8358 0.9139 0.7150 11.00000 0.05 0.55 Q8 1 0.6419 0.9718 0.8407 11.00000 0.05 0.54 Q9 1 0.9131 0.7533 0.8347 11.00000 0.05 0.46 Q10 1 0.4843 0.8806 0.7220 11.00000 0.05 0.39 ; _shelx_res_checksum 26579 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 Hg1 Hg 0.83573(2) 0.88269(2) 0.74169(2) 0.03713(8) Uani 1 1 d . . I1 I 0.86334(4) 0.75416(2) 0.82032(5) 0.05314(12) Uani 1 1 d . . I2 I 0.64632(4) 0.97439(2) 0.80285(4) 0.04818(11) Uani 1 1 d . . N1 N 0.8493(4) 0.9158(2) 0.4915(4) 0.0342(8) Uani 1 1 d . . C2 C 0.7354(5) 0.9326(3) 0.4002(6) 0.0412(11) Uani 1 1 d . . H2 H 0.6475 0.9338 0.4350 0.049 Uiso 1 1 calc R U C3 C 0.7424(6) 0.9484(3) 0.2557(6) 0.0456(12) Uani 1 1 d . . H3 H 0.6606 0.9595 0.1947 0.055 Uiso 1 1 calc R U C4 C 0.8685(6) 0.9476(3) 0.2051(5) 0.0395(11) Uani 1 1 d . . H4 H 0.8752 0.9577 0.1081 0.047 Uiso 1 1 calc R U C5 C 0.9889(5) 0.9314(2) 0.2983(5) 0.0343(9) Uani 1 1 d . . H5 H 1.0775 0.9314 0.2650 0.041 Uiso 1 1 calc R U C6 C 0.9760(5) 0.9155(2) 0.4406(4) 0.0278(8) Uani 1 1 d . . C7 C 1.1009(5) 0.8971(2) 0.5452(5) 0.0289(8) Uani 1 1 d . . C71 C 1.2401(6) 0.8860(3) 0.4923(6) 0.0461(13) Uani 1 1 d . . H71A H 1.3136 0.8869 0.5731 0.069 Uiso 1 1 calc R U H71B H 1.2568 0.9211 0.4248 0.069 Uiso 1 1 calc R U H71C H 1.2402 0.8430 0.4447 0.069 Uiso 1 1 calc R U N8 N 1.0763(4) 0.89257(19) 0.6776(4) 0.0286(7) Uani 1 1 d . . N9 N 1.1831(4) 0.8702(2) 0.7803(4) 0.0285(7) Uani 1 1 d . . H9 H 1.2611 0.8541 0.7560 0.034 Uiso 1 1 calc R U C10 C 1.1595(5) 0.8746(2) 0.9206(5) 0.0286(8) Uani 1 1 d . . O10 O 1.0604(4) 0.9046(2) 0.9623(4) 0.0394(8) Uani 1 1 d . . C11 C 1.2692(5) 0.8378(2) 1.0192(5) 0.0297(8) Uani 1 1 d . . C12 C 1.2256(5) 0.7921(3) 1.1171(5) 0.0365(10) Uani 1 1 d . . H12 H 1.1292 0.7884 1.1247 0.044 Uiso 1 1 calc R U N13 N 1.3160(5) 0.7528(3) 1.2020(5) 0.0452(11) Uani 1 1 d . . C14 C 1.4540(6) 0.7623(3) 1.1930(7) 0.0501(14) Uani 1 1 d . . H14 H 1.5186 0.7369 1.2540 0.060 Uiso 1 1 calc R U C15 C 1.5063(6) 0.8066(3) 1.1006(7) 0.0487(13) Uani 1 1 d . . H15 H 1.6035 0.8108 1.0983 0.058 Uiso 1 1 calc R U C16 C 1.4125(5) 0.8451(3) 1.0110(6) 0.0421(11) Uani 1 1 d . . H16 H 1.4450 0.8754 0.9459 0.051 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 0.03174(11) 0.04009(12) 0.04069(12) 0.00637(7) 0.00893(7) 0.00531(7) I1 0.0477(2) 0.03623(18) 0.0728(3) 0.01288(16) -0.00408(18) -0.00583(15) I2 0.03972(18) 0.0515(2) 0.0575(2) 0.01237(16) 0.02276(15) 0.01481(15) N1 0.0325(19) 0.038(2) 0.0323(18) -0.0024(16) 0.0055(15) 0.0030(17) C2 0.029(2) 0.053(3) 0.041(3) 0.000(2) 0.0051(19) 0.008(2) C3 0.048(3) 0.055(3) 0.032(2) 0.000(2) -0.001(2) 0.014(3) C4 0.052(3) 0.038(2) 0.028(2) 0.0054(18) 0.002(2) 0.006(2) C5 0.040(2) 0.035(2) 0.028(2) 0.0021(17) 0.0055(18) 0.0031(19) C6 0.032(2) 0.0248(18) 0.0259(18) -0.0014(15) 0.0031(16) 0.0031(16) C7 0.030(2) 0.0275(19) 0.0285(19) 0.0004(15) 0.0015(16) 0.0030(16) C71 0.035(3) 0.066(4) 0.040(3) 0.013(2) 0.017(2) 0.015(2) N8 0.0287(17) 0.0290(17) 0.0277(17) 0.0006(13) 0.0015(14) 0.0042(14) N9 0.0247(16) 0.0375(19) 0.0232(16) 0.0033(14) 0.0029(13) 0.0060(14) C10 0.029(2) 0.0289(19) 0.0279(19) -0.0029(15) 0.0047(16) -0.0046(16) O10 0.0388(18) 0.049(2) 0.0311(16) -0.0038(14) 0.0085(14) 0.0116(16) C11 0.029(2) 0.034(2) 0.0258(18) -0.0012(16) 0.0024(16) -0.0052(17) C12 0.032(2) 0.041(3) 0.035(2) 0.0069(19) 0.0020(18) -0.006(2) N13 0.035(2) 0.053(3) 0.046(2) 0.019(2) -0.0010(19) -0.008(2) C14 0.038(3) 0.052(3) 0.057(3) 0.017(3) -0.007(2) -0.001(2) C15 0.026(2) 0.065(4) 0.054(3) 0.013(3) -0.003(2) -0.007(2) C16 0.031(2) 0.052(3) 0.042(3) 0.011(2) 0.003(2) -0.010(2) 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' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N1 Hg1 N8 65.56(13) N1 Hg1 I1 120.45(10) N8 Hg1 I1 94.56(9) N1 Hg1 I2 97.70(10) N8 Hg1 I2 132.38(9) I1 Hg1 I2 129.978(16) C2 N1 C6 118.0(4) C2 N1 Hg1 122.8(3) C6 N1 Hg1 119.1(3) N1 C2 C3 122.7(5) N1 C2 H2 118.6 C3 C2 H2 118.6 C4 C3 C2 119.1(5) C4 C3 H3 120.5 C2 C3 H3 120.5 C3 C4 C5 119.4(5) C3 C4 H4 120.3 C5 C4 H4 120.3 C6 C5 C4 119.2(5) C6 C5 H5 120.4 C4 C5 H5 120.4 N1 C6 C5 121.5(4) N1 C6 C7 116.8(4) C5 C6 C7 121.7(4) N8 C7 C71 125.5(4) N8 C7 C6 114.8(4) C71 C7 C6 119.7(4) C7 C71 H71A 109.5 C7 C71 H71B 109.5 H71A C71 H71B 109.5 C7 C71 H71C 109.5 H71A C71 H71C 109.5 H71B C71 H71C 109.5 C7 N8 N9 118.7(4) C7 N8 Hg1 121.6(3) N9 N8 Hg1 116.1(3) C10 N9 N8 116.8(4) C10 N9 H9 121.6 N8 N9 H9 121.6 O10 C10 N9 124.2(4) O10 C10 C11 123.7(4) N9 C10 C11 112.0(4) C12 C11 C16 118.7(4) C12 C11 C10 118.7(4) C16 C11 C10 122.5(4) N13 C12 C11 123.0(5) N13 C12 H12 118.5 C11 C12 H12 118.5 C14 N13 C12 116.5(5) N13 C14 C15 124.4(5) N13 C14 H14 117.8 C15 C14 H14 117.8 C14 C15 C16 118.7(5) C14 C15 H15 120.7 C16 C15 H15 120.7 C15 C16 C11 118.8(5) C15 C16 H16 120.6 C11 C16 H16 120.6 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Hg1 N1 2.427(4) Hg1 N8 2.436(4) Hg1 I1 2.6510(5) Hg1 I2 2.6642(5) N1 C2 1.333(6) N1 C6 1.344(6) C2 C3 1.384(7) C2 H2 0.9300 C3 C4 1.338(8) C3 H3 0.9300 C4 C5 1.385(7) C4 H4 0.9300 C5 C6 1.376(6) C5 H5 0.9300 C6 C7 1.485(6) C7 N8 1.279(6) C7 C71 1.481(7) C71 H71A 0.9600 C71 H71B 0.9600 C71 H71C 0.9600 N8 N9 1.378(5) N9 C10 1.349(5) N9 H9 0.8600 C10 O10 1.215(6) C10 C11 1.489(6) C11 C12 1.380(6) C11 C16 1.380(7) C12 N13 1.341(7) C12 H12 0.9300 N13 C14 1.336(7) C14 C15 1.361(8) C14 H14 0.9300 C15 C16 1.373(8) C15 H15 0.9300 C16 H16 0.9300 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9 N13 0.86 2.25 2.875(6) 129.4 4_575 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 C6 N1 C2 C3 1.2(8) Hg1 N1 C2 C3 -176.9(4) N1 C2 C3 C4 -0.7(9) C2 C3 C4 C5 -0.5(9) C3 C4 C5 C6 1.1(8) C2 N1 C6 C5 -0.5(7) Hg1 N1 C6 C5 177.6(3) C2 N1 C6 C7 179.5(5) Hg1 N1 C6 C7 -2.3(5) C4 C5 C6 N1 -0.6(7) C4 C5 C6 C7 179.4(4) N1 C6 C7 N8 -9.2(6) C5 C6 C7 N8 170.8(4) N1 C6 C7 C71 171.2(5) C5 C6 C7 C71 -8.8(7) C71 C7 N8 N9 -5.9(7) C6 C7 N8 N9 174.6(4) C71 C7 N8 Hg1 -163.7(4) C6 C7 N8 Hg1 16.8(5) C7 N8 N9 C10 171.5(4) Hg1 N8 N9 C10 -29.5(5) N8 N9 C10 O10 -10.1(7) N8 N9 C10 C11 169.6(4) O10 C10 C11 C12 50.9(7) N9 C10 C11 C12 -128.8(5) O10 C10 C11 C16 -132.7(6) N9 C10 C11 C16 47.6(6) C16 C11 C12 N13 -2.1(8) C10 C11 C12 N13 174.5(5) C11 C12 N13 C14 3.4(9) C12 N13 C14 C15 -2.7(10) N13 C14 C15 C16 0.7(11) C14 C15 C16 C11 0.8(10) C12 C11 C16 C15 -0.1(8) C10 C11 C16 C15 -176.5(5)