#------------------------------------------------------------------------------ #$Date: 2019-11-17 08:47:32 +0200 (Sun, 17 Nov 2019) $ #$Revision: 228937 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229931.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_7229931 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 H14 Hg I2 N4 O, C H4 O' _chemical_formula_sum 'C19 H18 Hg I2 N4 O2' _chemical_formula_weight 788.76 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2017-11-06 deposited with the CCDC. 2018-01-09 downloaded from the CCDC. ; _cell_angle_alpha 91.65(2) _cell_angle_beta 110.98(2) _cell_angle_gamma 106.46(2) _cell_formula_units_Z 2 _cell_length_a 9.9325(18) _cell_length_b 10.233(2) _cell_length_c 12.755(3) _cell_measurement_reflns_used 1274 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 22 _cell_measurement_theta_min 3 _cell_volume 1148.5(5) _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 0.941 _diffrn_measured_fraction_theta_max 0.941 _diffrn_measurement_device_type 'Bruker APEX-II 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 0.1292 _diffrn_reflns_av_unetI/netI 0.1857 _diffrn_reflns_Laue_measured_fraction_full 0.941 _diffrn_reflns_Laue_measured_fraction_max 0.941 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 7502 _diffrn_reflns_point_group_measured_fraction_full 0.941 _diffrn_reflns_point_group_measured_fraction_max 0.941 _diffrn_reflns_theta_full 24.999 _diffrn_reflns_theta_max 24.999 _diffrn_reflns_theta_min 2.098 _exptl_absorpt_coefficient_mu 9.409 _exptl_absorpt_correction_T_max 0.85 _exptl_absorpt_correction_T_min 0.42 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS, Bruker-AXS, 2010' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.281 _exptl_crystal_description block _exptl_crystal_F_000 724 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.12 _refine_diff_density_max 1.285 _refine_diff_density_min -2.245 _refine_diff_density_rms 0.258 _refine_ls_extinction_coef 0.0060(5) _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 0.825 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 253 _refine_ls_number_reflns 3802 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 0.824 _refine_ls_R_factor_all 0.1182 _refine_ls_R_factor_gt 0.0622 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0600P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1458 _refine_ls_wR_factor_ref 0.1577 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1774 _reflns_number_total 3802 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02166f2.cif _cod_data_source_block 4 _cod_depositor_comments 'Adding full bibliography for 7229927--7229931.cif.' _cod_original_cell_volume 1148.5(4) _cod_database_code 7229931 _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 GM340 STOE IPDS MEASUREMENT CELL 0.71073 9.9325 10.233 12.755 91.65 110.98 106.46 ZERR 2 0.0018 0.002 0.003 0.02 0.02 0.02 LATT 1 SFAC C H HG I N O UNIT 38 36 2 4 8 4 omit 0 50 PLAN -10 FMAP 2 L.S. 20 BOND $H CONF ACTA 50 dfix 1.45 0.01 o1a c1a o1a c1a' eqiv $1 1-x,1-y,1-z EQIV $2 x+1, y, z HTAB C5 I1_$2 HTAB C14 I2_$1 HTAB N9 o1a HTAB O1a N13_$1 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 WGHT 0.060000 EXTI 0.005970 FVAR 0.31755 HG1 3 0.151461 -0.058008 0.191971 11.00000 0.05313 0.05713 = 0.07146 0.01092 0.02495 0.01113 I1 4 -0.042795 -0.247477 0.247141 11.00000 0.05349 0.06609 = 0.08819 0.02263 0.02708 0.01287 I2 4 0.217518 0.160445 0.091531 11.00000 0.07062 0.05868 = 0.06764 0.01286 0.02409 0.01020 N1 5 0.277680 -0.203803 0.127766 11.00000 0.06853 0.06174 = 0.06756 0.00383 0.03016 0.01590 C2 1 0.203146 -0.316307 0.054660 11.00000 0.07062 0.06355 = 0.06948 -0.01753 0.02964 0.00271 AFIX 43 H2 2 0.097622 -0.343147 0.026931 11.00000 -1.20000 AFIX 0 C3 1 0.270030 -0.400169 0.014521 11.00000 0.10001 0.04348 = 0.16883 -0.04001 0.02889 0.01885 AFIX 43 H3 2 0.213662 -0.482502 -0.034401 11.00000 -1.20000 AFIX 0 C4 1 0.431043 -0.348206 0.055178 11.00000 0.14425 0.13302 = 0.15088 -0.00168 0.07887 0.08159 AFIX 43 H4 2 0.481969 -0.394533 0.027084 11.00000 -1.20000 AFIX 0 C5 1 0.509695 -0.239142 0.129641 11.00000 0.08554 0.09237 = 0.10315 -0.02511 0.03062 0.05058 AFIX 43 H5 2 0.615237 -0.213057 0.159884 11.00000 -1.20000 AFIX 0 C6 1 0.434648 -0.161424 0.163911 11.00000 0.06382 0.04444 = 0.04936 0.00135 0.01306 0.02628 C7 1 0.517920 -0.037151 0.248386 11.00000 0.07800 0.06045 = 0.08187 0.02541 0.03857 0.02476 C71 1 0.685039 0.036427 0.269408 11.00000 0.05330 0.04190 = 0.05631 0.01868 0.02165 0.02000 C72 1 0.794931 0.060776 0.374454 11.00000 0.06060 0.07660 = 0.05252 0.01844 0.03325 0.02761 AFIX 43 H72 2 0.769890 0.035739 0.436260 11.00000 -1.20000 AFIX 0 C73 1 0.947581 0.124318 0.389608 11.00000 0.05078 0.07963 = 0.06776 0.00591 0.01751 0.00936 AFIX 43 H73 2 1.024605 0.135559 0.460499 11.00000 -1.20000 AFIX 0 C74 1 0.980977 0.168013 0.302417 11.00000 0.05523 0.04759 = 0.12109 0.02663 0.04242 0.01559 AFIX 43 H74 2 1.080826 0.216679 0.313905 11.00000 -1.20000 AFIX 0 C75 1 0.865331 0.141300 0.190665 11.00000 0.04949 0.13381 = 0.07635 0.03146 0.03586 0.03995 AFIX 43 H75 2 0.886672 0.169789 0.128160 11.00000 -1.20000 AFIX 0 C76 1 0.719258 0.070043 0.181886 11.00000 0.07923 0.10079 = 0.06321 0.01847 0.03866 0.03893 AFIX 43 H76 2 0.641923 0.044996 0.110129 11.00000 -1.20000 AFIX 0 N8 5 0.445421 -0.002767 0.305276 11.00000 0.04131 0.04877 = 0.07344 0.01230 0.03355 0.03107 N9 5 0.514761 0.114676 0.387578 11.00000 0.02790 0.05695 = 0.07859 0.00459 0.02731 0.01161 AFIX 43 H9 2 0.607756 0.164077 0.405140 11.00000 -1.20000 AFIX 0 C10 1 0.426885 0.145276 0.437335 11.00000 0.06031 0.04880 = 0.02682 0.00904 0.00903 0.02649 O10 6 0.293639 0.074689 0.412844 11.00000 0.03818 0.07148 = 0.07661 0.01907 0.03071 0.01225 C11 1 0.496424 0.265840 0.521487 11.00000 0.03285 0.02898 = 0.05501 -0.00855 0.01171 0.00290 C12 1 0.406901 0.335543 0.547292 11.00000 0.06206 0.08920 = 0.05485 0.01296 0.02150 0.03976 AFIX 43 H12 2 0.302375 0.303135 0.507019 11.00000 -1.20000 AFIX 0 N13 5 0.463919 0.446703 0.627099 11.00000 0.10669 0.05591 = 0.08370 0.00386 0.03236 0.02812 C14 1 0.614670 0.489931 0.683439 11.00000 0.08579 0.05743 = 0.07069 -0.00735 0.01155 0.00781 AFIX 43 H14 2 0.656323 0.569304 0.736388 11.00000 -1.20000 AFIX 0 C15 1 0.713062 0.425971 0.669111 11.00000 0.07634 0.06351 = 0.06997 -0.00187 -0.00856 0.01968 AFIX 43 H15 2 0.816636 0.459837 0.712716 11.00000 -1.20000 AFIX 0 C16 1 0.654627 0.311493 0.589198 11.00000 0.06506 0.05115 = 0.05897 0.00150 0.02707 0.01340 AFIX 43 H16 2 0.717486 0.264157 0.579275 11.00000 -1.20000 AFIX 0 O1A 6 0.697769 0.370468 0.363410 11.00000 0.09703 0.05842 = 0.10351 0.00868 0.04974 0.01224 AFIX 3 H1A 2 0.668829 0.430888 0.386850 11.00000 -1.20000 AFIX 0 part 1 C1A 1 0.857083 0.449818 0.404975 10.50000 0.13589 AFIX 3 H1A1 2 0.868757 0.546440 0.408833 10.50000 -1.50000 H1A2 2 0.902464 0.425414 0.355528 10.50000 -1.50000 H1A3 2 0.906122 0.429454 0.479499 10.50000 -1.50000 AFIX 0 part 2 C1A' 1 0.694284 0.397964 0.252053 10.50000 0.11475 AFIX 3 H1A4 2 0.592423 0.369707 0.196126 10.50000 -1.50000 H1A5 2 0.752047 0.348107 0.231712 10.50000 -1.50000 H1A6 2 0.740545 0.494900 0.255537 10.50000 -1.50000 AFIX 0 HKLF 4 REM GM340 STOE IPDS MEASUREMENT REM R1 = 0.0622 for 1774 Fo > 4sig(Fo) and 0.1182 for all 3802 data REM 253 parameters refined using 2 restraints END WGHT 0.0739 0.0000 REM Highest difference peak 1.285, deepest hole -2.245, 1-sigma level 0.258 Q1 1 0.1753 0.0867 0.0433 11.00000 0.05 1.29 Q2 1 0.1697 -0.0766 0.2344 11.00000 0.05 1.22 Q3 1 0.1229 -0.1371 0.1333 11.00000 0.05 1.21 Q4 1 0.2020 -0.0437 0.3192 11.00000 0.05 1.13 Q5 1 0.0995 -0.0430 0.1748 11.00000 0.05 1.04 Q6 1 0.1926 0.0355 0.2652 11.00000 0.05 1.04 Q7 1 -0.0977 -0.3517 0.1592 11.00000 0.05 1.04 Q8 1 1.0699 0.5024 0.5171 11.00000 0.05 0.97 Q9 1 0.2026 -0.1640 0.2885 11.00000 0.05 0.96 Q10 1 -0.0051 -0.2428 0.3631 11.00000 0.05 0.94 ; _shelx_res_checksum 29831 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 0.15146(9) -0.05801(7) 0.19197(7) 0.0616(3) Uani 1 1 d . . . . . I1 I -0.04280(15) -0.24748(13) 0.24714(12) 0.0703(4) Uani 1 1 d . . . . . I2 I 0.21752(16) 0.16044(12) 0.09153(10) 0.0685(4) Uani 1 1 d . . . . . N1 N 0.278(2) -0.2038(15) 0.1278(13) 0.066(4) Uani 1 1 d . . . . . C2 C 0.203(3) -0.316(2) 0.0547(16) 0.072(6) Uani 1 1 d . . . . . H2 H 0.0976 -0.3431 0.0269 0.086 Uiso 1 1 calc R U . . . C3 C 0.270(3) -0.400(2) 0.015(3) 0.113(10) Uani 1 1 d . . . . . H3 H 0.2137 -0.4825 -0.0344 0.135 Uiso 1 1 calc R U . . . C4 C 0.431(4) -0.348(3) 0.055(3) 0.128(11) Uani 1 1 d . . . . . H4 H 0.4820 -0.3945 0.0271 0.154 Uiso 1 1 calc R U . . . C5 C 0.510(3) -0.239(2) 0.130(2) 0.091(8) Uani 1 1 d . . . . . H5 H 0.6152 -0.2131 0.1599 0.109 Uiso 1 1 calc R U . . . C6 C 0.435(2) -0.1614(16) 0.1639(14) 0.053(5) Uani 1 1 d . . . . . C7 C 0.518(3) -0.0372(19) 0.2484(17) 0.070(6) Uani 1 1 d . . . . . C71 C 0.685(2) 0.0364(15) 0.2694(15) 0.049(4) Uani 1 1 d . . . . . C72 C 0.795(2) 0.0608(19) 0.3745(15) 0.058(5) Uani 1 1 d . . . . . H72 H 0.7699 0.0357 0.4363 0.070 Uiso 1 1 calc R U . . . C73 C 0.948(2) 0.124(2) 0.3896(17) 0.070(6) Uani 1 1 d . . . . . H73 H 1.0246 0.1356 0.4605 0.084 Uiso 1 1 calc R U . . . C74 C 0.981(2) 0.1680(17) 0.302(2) 0.072(6) Uani 1 1 d . . . . . H74 H 1.0808 0.2167 0.3139 0.086 Uiso 1 1 calc R U . . . C75 C 0.865(2) 0.141(2) 0.1907(19) 0.080(6) Uani 1 1 d . . . . . H75 H 0.8867 0.1698 0.1282 0.096 Uiso 1 1 calc R U . . . C76 C 0.719(3) 0.070(2) 0.1819(18) 0.075(6) Uani 1 1 d . . . . . H76 H 0.6419 0.0450 0.1101 0.090 Uiso 1 1 calc R U . . . N8 N 0.4454(16) -0.0028(13) 0.3053(12) 0.047(3) Uani 1 1 d . . . . . N9 N 0.5148(16) 0.1147(14) 0.3876(12) 0.053(4) Uani 1 1 d . . . . . H9 H 0.6078 0.1641 0.4051 0.064 Uiso 1 1 calc R U . . . C10 C 0.427(2) 0.1453(16) 0.4373(12) 0.045(4) Uani 1 1 d . . . . . O10 O 0.2936(14) 0.0747(12) 0.4128(10) 0.060(3) Uani 1 1 d . . . . . C11 C 0.4964(18) 0.2658(14) 0.5215(13) 0.042(4) Uani 1 1 d . . . . . C12 C 0.407(3) 0.336(2) 0.5473(15) 0.065(5) Uani 1 1 d . . . . . H12 H 0.3024 0.3031 0.5070 0.078 Uiso 1 1 calc R U . . . N13 N 0.464(3) 0.4467(17) 0.6271(16) 0.083(6) Uani 1 1 d . . . . . C14 C 0.615(3) 0.490(2) 0.6834(18) 0.080(7) Uani 1 1 d . . . . . H14 H 0.6563 0.5693 0.7364 0.096 Uiso 1 1 calc R U . . . C15 C 0.713(3) 0.426(2) 0.6691(17) 0.081(7) Uani 1 1 d . . . . . H15 H 0.8166 0.4598 0.7127 0.098 Uiso 1 1 calc R U . . . C16 C 0.655(2) 0.3115(17) 0.5892(14) 0.059(5) Uani 1 1 d . . . . . H16 H 0.7175 0.2642 0.5793 0.070 Uiso 1 1 calc R U . . . O1A O 0.6978(18) 0.3705(13) 0.3634(12) 0.086(4) Uani 1 1 d D . . . . H1A H 0.6688 0.4309 0.3869 0.103 Uiso 1 1 d R U . A . C1A C 0.857(3) 0.450(6) 0.405(5) 0.14(2) Uiso 0.5 1 d D . P A 1 H1A1 H 0.8688 0.5464 0.4088 0.204 Uiso 0.5 1 d R U P A 1 H1A2 H 0.9025 0.4254 0.3555 0.204 Uiso 0.5 1 d R U P A 1 H1A3 H 0.9061 0.4295 0.4795 0.204 Uiso 0.5 1 d R U P A 1 C1A' C 0.694(7) 0.398(6) 0.252(2) 0.115(17) Uiso 0.5 1 d D . P A 2 H1A4 H 0.5924 0.3697 0.1961 0.172 Uiso 0.5 1 d R U P A 2 H1A5 H 0.7520 0.3481 0.2317 0.172 Uiso 0.5 1 d R U P A 2 H1A6 H 0.7405 0.4949 0.2555 0.172 Uiso 0.5 1 d R U P A 2 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 0.0531(6) 0.0571(5) 0.0715(5) 0.0109(3) 0.0250(4) 0.0111(3) I1 0.0535(9) 0.0661(8) 0.0882(9) 0.0226(7) 0.0271(7) 0.0129(6) I2 0.0706(10) 0.0587(8) 0.0676(8) 0.0129(6) 0.0241(7) 0.0102(6) N1 0.069(13) 0.062(10) 0.068(10) 0.004(8) 0.030(9) 0.016(8) C2 0.071(16) 0.064(12) 0.069(12) -0.018(10) 0.030(11) 0.003(11) C3 0.10(2) 0.043(12) 0.17(3) -0.040(14) 0.029(19) 0.019(13) C4 0.14(3) 0.13(3) 0.15(3) 0.00(2) 0.08(2) 0.08(2) C5 0.086(19) 0.092(17) 0.103(17) -0.025(14) 0.031(14) 0.051(14) C6 0.064(15) 0.044(9) 0.049(10) 0.001(8) 0.013(9) 0.026(9) C7 0.078(17) 0.060(12) 0.082(14) 0.025(10) 0.039(12) 0.025(11) C71 0.053(12) 0.042(9) 0.056(11) 0.019(8) 0.022(9) 0.020(8) C72 0.061(14) 0.077(12) 0.053(11) 0.018(9) 0.033(10) 0.028(10) C73 0.051(14) 0.080(13) 0.068(13) 0.006(11) 0.018(11) 0.009(10) C74 0.055(15) 0.048(11) 0.121(19) 0.027(11) 0.042(14) 0.016(9) C75 0.049(16) 0.13(2) 0.076(15) 0.031(13) 0.036(12) 0.040(13) C76 0.079(18) 0.101(16) 0.063(13) 0.018(11) 0.039(12) 0.039(13) N8 0.041(9) 0.049(8) 0.073(9) 0.012(7) 0.034(7) 0.031(7) N9 0.028(9) 0.057(9) 0.079(10) 0.005(7) 0.027(7) 0.012(6) C10 0.060(14) 0.049(10) 0.027(8) 0.009(7) 0.009(8) 0.026(9) O10 0.038(9) 0.071(8) 0.077(8) 0.019(6) 0.031(7) 0.012(6) C11 0.033(10) 0.029(8) 0.055(10) -0.009(7) 0.012(8) 0.003(7) C12 0.062(15) 0.089(14) 0.055(11) 0.013(10) 0.022(10) 0.040(11) N13 0.107(18) 0.056(10) 0.084(13) 0.004(9) 0.032(12) 0.028(10) C14 0.09(2) 0.057(12) 0.071(14) -0.007(10) 0.012(13) 0.008(12) C15 0.076(17) 0.064(13) 0.070(14) -0.002(11) -0.009(12) 0.020(12) C16 0.065(14) 0.051(10) 0.059(11) 0.002(9) 0.027(10) 0.013(9) O1A 0.097(13) 0.058(8) 0.104(11) 0.009(7) 0.050(9) 0.012(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' 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 I1 99.9(4) N1 Hg1 N8 63.2(5) I1 Hg1 N8 120.1(3) N1 Hg1 I2 100.6(4) I1 Hg1 I2 151.04(6) N8 Hg1 I2 87.5(3) C2 N1 C6 116.7(17) C2 N1 Hg1 123.3(15) C6 N1 Hg1 119.8(11) N1 C2 C3 125(2) N1 C2 H2 117.5 C3 C2 H2 117.5 C2 C3 C4 114(2) C2 C3 H3 122.9 C4 C3 H3 122.9 C5 C4 C3 123(2) C5 C4 H4 118.7 C3 C4 H4 118.7 C4 C5 C6 119(2) C4 C5 H5 120.4 C6 C5 H5 120.4 C5 C6 N1 121.7(18) C5 C6 C7 122(2) N1 C6 C7 116.5(17) N8 C7 C6 116.2(19) N8 C7 C71 124.6(18) C6 C7 C71 119.0(18) C76 C71 C72 121(2) C76 C71 C7 118.0(18) C72 C71 C7 121.3(16) C71 C72 C73 119.5(17) C71 C72 H72 120.2 C73 C72 H72 120.2 C74 C73 C72 119.7(19) C74 C73 H73 120.1 C72 C73 H73 120.1 C73 C74 C75 121(2) C73 C74 H74 119.6 C75 C74 H74 119.6 C76 C75 C74 115.6(19) C76 C75 H75 122.2 C74 C75 H75 122.2 C71 C76 C75 123(2) C71 C76 H76 118.4 C75 C76 H76 118.4 C7 N8 N9 120.6(16) C7 N8 Hg1 115.1(13) N9 N8 Hg1 115.4(9) C10 N9 N8 115.8(13) C10 N9 H9 122.1 N8 N9 H9 122.1 O10 C10 N9 122.5(15) O10 C10 C11 121.2(17) N9 C10 C11 116.3(16) C12 C11 C16 117.2(15) C12 C11 C10 120.4(17) C16 C11 C10 122.1(15) N13 C12 C11 123.5(19) N13 C12 H12 118.2 C11 C12 H12 118.2 C14 N13 C12 116(2) N13 C14 C15 125(2) N13 C14 H14 117.5 C15 C14 H14 117.5 C16 C15 C14 118(2) C16 C15 H15 120.8 C14 C15 H15 120.8 C15 C16 C11 119.1(19) C15 C16 H16 120.5 C11 C16 H16 120.5 C1A O1A H1A 96.5 C1A' O1A H1A 105.8 O1A C1A H1A1 110.1 O1A C1A H1A2 110.0 H1A1 C1A H1A2 109.5 O1A C1A H1A3 108.3 H1A1 C1A H1A3 109.5 H1A2 C1A H1A3 109.5 O1A C1A' H1A4 111.8 O1A C1A' H1A5 107.8 H1A4 C1A' H1A5 109.5 O1A C1A' H1A6 108.8 H1A4 C1A' H1A6 109.5 H1A5 C1A' H1A6 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Hg1 N1 2.489(16) Hg1 I1 2.6283(16) Hg1 N8 2.632(14) Hg1 I2 2.6466(15) N1 C2 1.31(2) N1 C6 1.39(2) C2 C3 1.41(3) C2 H2 0.9300 C3 C4 1.42(4) C3 H3 0.9300 C4 C5 1.29(4) C4 H4 0.9300 C5 C6 1.39(3) C5 H5 0.9300 C6 C7 1.47(3) C7 N8 1.29(2) C7 C71 1.53(3) C71 C76 1.31(2) C71 C72 1.35(2) C72 C73 1.41(3) C72 H72 0.9300 C73 C74 1.32(3) C73 H73 0.9300 C74 C75 1.43(3) C74 H74 0.9300 C75 C76 1.39(3) C75 H75 0.9300 C76 H76 0.9300 N8 N9 1.400(19) N9 C10 1.34(2) N9 H9 0.8600 C10 O10 1.23(2) C10 C11 1.44(2) C11 C12 1.40(2) C11 C16 1.42(2) C12 N13 1.34(3) C12 H12 0.9300 N13 C14 1.34(3) C14 C15 1.38(3) C14 H14 0.9300 C15 C16 1.37(3) C15 H15 0.9300 C16 H16 0.9300 O1A C1A 1.446(10) O1A C1A' 1.446(10) O1A H1A 0.8402 C1A H1A1 0.9600 C1A H1A2 0.9600 C1A H1A3 0.9600 C1A' H1A4 0.9600 C1A' H1A5 0.9600 C1A' H1A6 0.9600 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 C5 H5 I1 0.93 3.30 4.18(2) 158.3 1_655 C14 H14 I2 0.93 3.12 4.05(2) 177.3 2_666 N9 H9 O1A 0.86 2.21 2.829(18) 128.9 . O1A H1A N13 0.84 2.03 2.81(2) 155.2 2_666 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 3(3) Hg1 N1 C2 C3 178.7(19) N1 C2 C3 C4 -4(4) C2 C3 C4 C5 5(5) C3 C4 C5 C6 -6(5) C4 C5 C6 N1 6(4) C4 C5 C6 C7 180(2) C2 N1 C6 C5 -4(3) Hg1 N1 C6 C5 -179.6(15) C2 N1 C6 C7 -178.4(16) Hg1 N1 C6 C7 5.9(19) C5 C6 C7 N8 -154.7(19) N1 C6 C7 N8 20(2) C5 C6 C7 C71 21(3) N1 C6 C7 C71 -164.4(15) N8 C7 C71 C76 -132(2) C6 C7 C71 C76 53(2) N8 C7 C71 C72 51(3) C6 C7 C71 C72 -124.4(19) C76 C71 C72 C73 1(3) C7 C71 C72 C73 177.8(17) C71 C72 C73 C74 5(3) C72 C73 C74 C75 -5(3) C73 C74 C75 C76 1(3) C72 C71 C76 C75 -5(3) C7 C71 C76 C75 177.5(19) C74 C75 C76 C71 4(3) C6 C7 N8 N9 -179.7(14) C71 C7 N8 N9 5(2) C6 C7 N8 Hg1 -33.9(18) C71 C7 N8 Hg1 150.6(13) C7 N8 N9 C10 176.5(15) Hg1 N8 N9 C10 30.8(16) N8 N9 C10 O10 0(2) N8 N9 C10 C11 -179.7(13) O10 C10 C11 C12 -24(2) N9 C10 C11 C12 156.2(16) O10 C10 C11 C16 150.0(16) N9 C10 C11 C16 -30(2) C16 C11 C12 N13 4(3) C10 C11 C12 N13 178.2(16) C11 C12 N13 C14 0(3) C12 N13 C14 C15 -3(3) N13 C14 C15 C16 2(3) C14 C15 C16 C11 2(3) C12 C11 C16 C15 -5(2) C10 C11 C16 C15 -179.0(17)