# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Liu, Qingxiang' _publ_contact_author_email tjnulqx@163.com _publ_author_name 'Qingxiang Liu' # Attachment '- complex 10.cif' data_080118b _database_code_depnum_ccdc_archive 'CCDC 760076' #TrackingRef '- complex 10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H36 Ag F6 N4 O2 P' _chemical_formula_weight 701.44 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.0951(12) _cell_length_b 12.3444(18) _cell_length_c 15.870(2) _cell_angle_alpha 108.903(3) _cell_angle_beta 94.498(3) _cell_angle_gamma 102.542(2) _cell_volume 1445.4(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2088 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 22.64 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.612 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 0.824 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.821 _exptl_absorpt_correction_T_max 0.862 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7347 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0647 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.37 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5118 _reflns_number_gt 3184 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. 2 restraints were used while dealing with C25, C26 and C27. The C-C distance was restrained to 1.55 \%A. dfix 1.55 0.01 c25 c26 c26 c27 ; _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^)+(0.0899P)^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 5085 _refine_ls_number_parameters 372 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0983 _refine_ls_R_factor_gt 0.0560 _refine_ls_wR_factor_ref 0.1667 _refine_ls_wR_factor_gt 0.1384 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.000 _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 Ag1 Ag 1.03281(7) 0.49977(4) 0.24424(3) 0.0536(2) Uani 1 1 d . . . P1 P 0.4770(3) 1.00120(16) 0.25554(14) 0.0588(5) Uani 1 1 d . . . F1 F 0.4172(8) 1.0509(4) 0.3491(4) 0.121(2) Uani 1 1 d . . . F2 F 0.4378(11) 1.1081(5) 0.2331(4) 0.155(3) Uani 1 1 d . . . F3 F 0.5330(12) 0.9521(5) 0.1647(5) 0.179(4) Uani 1 1 d . . . F4 F 0.5037(12) 0.8927(6) 0.2781(5) 0.173(3) Uani 1 1 d . . . F5 F 0.2954(8) 0.9237(6) 0.2148(5) 0.155(3) Uani 1 1 d . . . F6 F 0.6531(8) 1.0829(7) 0.2969(6) 0.195(4) Uani 1 1 d . . . N1 N 0.7981(6) 0.3952(4) 0.0577(3) 0.0447(12) Uani 1 1 d . . . N2 N 0.8865(6) 0.5862(4) 0.1003(3) 0.0408(12) Uani 1 1 d . . . N3 N 1.2864(6) 0.5977(4) 0.4227(3) 0.0396(11) Uani 1 1 d . . . N4 N 1.1199(6) 0.4301(4) 0.4103(3) 0.0437(12) Uani 1 1 d . . . C1 C 0.6233(12) 0.2290(7) 0.0881(7) 0.097(3) Uani 1 1 d . . . H1A H 0.6231 0.2801 0.1483 0.145 Uiso 1 1 calc R . . H1B H 0.6197 0.1507 0.0879 0.145 Uiso 1 1 calc R . . H1C H 0.5248 0.2263 0.0489 0.145 Uiso 1 1 calc R . . C2 C 0.7794(10) 0.2745(6) 0.0563(5) 0.0621(19) Uani 1 1 d . . . H2A H 0.8781 0.2724 0.0940 0.075 Uiso 1 1 calc R . . H2B H 0.7779 0.2230 -0.0048 0.075 Uiso 1 1 calc R . . C3 C 0.7268(7) 0.4266(5) -0.0104(4) 0.0407(14) Uani 1 1 d . . . C4 C 0.6209(8) 0.3583(6) -0.0931(4) 0.0511(16) Uani 1 1 d . . . H4 H 0.5831 0.2762 -0.1113 0.061 Uiso 1 1 calc R . . C5 C 0.5761(9) 0.4196(7) -0.1458(4) 0.0568(18) Uani 1 1 d . . . H5 H 0.5057 0.3778 -0.2012 0.068 Uiso 1 1 calc R . . C6 C 0.6321(9) 0.5408(7) -0.1191(4) 0.0600(19) Uani 1 1 d . . . H6 H 0.5974 0.5780 -0.1572 0.072 Uiso 1 1 calc R . . C7 C 0.7376(9) 0.6099(6) -0.0381(4) 0.0525(16) Uani 1 1 d . . . H7 H 0.7761 0.6918 -0.0209 0.063 Uiso 1 1 calc R . . C8 C 0.7822(7) 0.5479(5) 0.0159(4) 0.0405(14) Uani 1 1 d . . . C9 C 0.8947(8) 0.4935(6) 0.1247(4) 0.0462(15) Uani 1 1 d . . . C10 C 0.9756(8) 0.7095(5) 0.1511(4) 0.0518(16) Uani 1 1 d . . . H10A H 1.0191 0.7469 0.1093 0.062 Uiso 1 1 calc R . . H10B H 1.0733 0.7117 0.1917 0.062 Uiso 1 1 calc R . . C11 C 0.8661(9) 0.7795(5) 0.2049(4) 0.0539(17) Uani 1 1 d . . . H11A H 0.9268 0.8628 0.2281 0.065 Uiso 1 1 calc R . . H11B H 0.7617 0.7704 0.1659 0.065 Uiso 1 1 calc R . . O1 O 0.8235(6) 0.7423(4) 0.2777(3) 0.0586(12) Uani 1 1 d . . . C12 C 0.8718(8) 0.8357(6) 0.3643(4) 0.0548(17) Uani 1 1 d . . . H12A H 0.8125 0.8094 0.4078 0.066 Uiso 1 1 calc R . . H12B H 0.8349 0.9038 0.3604 0.066 Uiso 1 1 calc R . . C13 C 1.0591(9) 0.8722(6) 0.3973(5) 0.0576(18) Uani 1 1 d . . . H13A H 1.1190 0.9037 0.3563 0.069 Uiso 1 1 calc R . . H13B H 1.0839 0.9343 0.4562 0.069 Uiso 1 1 calc R . . O2 O 1.1173(6) 0.7749(4) 0.4033(3) 0.0668(14) Uani 1 1 d . . . C14 C 1.2936(8) 0.8057(6) 0.4432(5) 0.0556(17) Uani 1 1 d . . . H14A H 1.3031 0.8260 0.5081 0.067 Uiso 1 1 calc R . . H14B H 1.3570 0.8738 0.4310 0.067 Uiso 1 1 calc R . . C15 C 1.3654(8) 0.7025(6) 0.4040(4) 0.0525(17) Uani 1 1 d . . . H15A H 1.3528 0.6829 0.3391 0.063 Uiso 1 1 calc R . . H15B H 1.4871 0.7254 0.4272 0.063 Uiso 1 1 calc R . . C16 C 1.3275(7) 0.5795(5) 0.5035(4) 0.0395(14) Uani 1 1 d . . . C17 C 1.4452(8) 0.6475(6) 0.5810(4) 0.0457(15) Uani 1 1 d . . . H17 H 1.5183 0.7195 0.5861 0.055 Uiso 1 1 calc R . . C18 C 1.4483(9) 0.6033(6) 0.6493(4) 0.0525(17) Uani 1 1 d . . . H18 H 1.5273 0.6457 0.7018 0.063 Uiso 1 1 calc R . . C19 C 1.3378(9) 0.4974(7) 0.6431(5) 0.0577(18) Uani 1 1 d . . . H19 H 1.3431 0.4713 0.6918 0.069 Uiso 1 1 calc R . . C20 C 1.2188(8) 0.4289(6) 0.5657(5) 0.0520(17) Uani 1 1 d . . . H20 H 1.1435 0.3580 0.5613 0.062 Uiso 1 1 calc R . . C21 C 1.2195(7) 0.4730(5) 0.4956(4) 0.0406(14) Uani 1 1 d . . . C22 C 1.1614(7) 0.5061(5) 0.3665(4) 0.0432(15) Uani 1 1 d . . . C23 C 0.9889(8) 0.3165(5) 0.3734(5) 0.0566(18) Uani 1 1 d . . . H23A H 0.9076 0.3193 0.3264 0.068 Uiso 1 1 calc R . . H23B H 0.9269 0.3042 0.4208 0.068 Uiso 1 1 calc R . . C24 C 1.0659(11) 0.2143(7) 0.3350(7) 0.119(4) Uani 1 1 d . . . H24A H 1.1190 0.2227 0.2847 0.179 Uiso 1 1 calc R . . H24B H 0.9775 0.1415 0.3153 0.179 Uiso 1 1 calc R . . H24C H 1.1504 0.2134 0.3806 0.179 Uiso 1 1 calc R . . C25 C 0.0067(15) -0.0098(8) 0.9108(6) 0.116(4) Uani 1 1 d D . . H25A H 0.0976 -0.0497 0.8984 0.139 Uiso 1 1 calc R . . H25B H -0.0342 0.0029 0.8565 0.139 Uiso 1 1 calc R . . C26 C 0.0727(9) 0.1038(5) 0.9841(5) 0.0571(18) Uani 1 1 d D . . H26A H 0.1657 0.1530 0.9675 0.068 Uiso 1 1 calc R . . H26B H -0.0173 0.1447 0.9956 0.068 Uiso 1 1 calc R . . C27 C 0.1335(13) 0.0832(8) 1.0638(7) 0.117(4) Uani 1 1 d D . . H27A H 0.1788 0.1583 1.1129 0.141 Uiso 1 1 calc R . . H27B H 0.2251 0.0438 1.0524 0.141 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 Ag1 0.0486(3) 0.0640(4) 0.0482(3) 0.0176(3) 0.0004(2) 0.0199(3) P1 0.0562(11) 0.0441(10) 0.0666(12) 0.0109(9) 0.0060(9) 0.0079(9) F1 0.161(6) 0.076(3) 0.109(4) 0.013(3) 0.057(4) 0.015(3) F2 0.271(9) 0.085(4) 0.121(5) 0.044(4) 0.030(5) 0.058(5) F3 0.283(10) 0.093(4) 0.138(6) 0.006(4) 0.126(6) 0.022(5) F4 0.295(10) 0.115(5) 0.139(6) 0.044(4) 0.032(6) 0.118(6) F5 0.096(5) 0.124(5) 0.181(7) 0.010(5) -0.018(4) -0.024(4) F6 0.072(4) 0.176(7) 0.228(9) -0.034(6) 0.011(5) -0.026(4) N1 0.050(3) 0.039(3) 0.043(3) 0.011(2) 0.004(2) 0.013(2) N2 0.041(3) 0.040(3) 0.042(3) 0.011(2) 0.009(2) 0.015(2) N3 0.033(3) 0.045(3) 0.042(3) 0.016(2) 0.005(2) 0.011(2) N4 0.034(3) 0.043(3) 0.052(3) 0.012(3) 0.006(2) 0.012(2) C1 0.113(8) 0.079(6) 0.134(8) 0.061(6) 0.065(7) 0.044(6) C2 0.072(5) 0.048(4) 0.070(5) 0.020(4) 0.015(4) 0.023(4) C3 0.040(3) 0.040(4) 0.038(3) 0.009(3) 0.009(3) 0.011(3) C4 0.045(4) 0.052(4) 0.048(4) 0.006(3) 0.009(3) 0.014(3) C5 0.054(4) 0.072(5) 0.037(4) 0.006(4) 0.005(3) 0.022(4) C6 0.065(5) 0.081(6) 0.047(4) 0.032(4) 0.013(4) 0.030(4) C7 0.057(4) 0.054(4) 0.053(4) 0.023(4) 0.015(3) 0.018(3) C8 0.041(4) 0.043(3) 0.038(3) 0.010(3) 0.011(3) 0.016(3) C9 0.043(4) 0.050(4) 0.042(4) 0.012(3) 0.009(3) 0.012(3) C10 0.050(4) 0.042(4) 0.051(4) 0.005(3) 0.000(3) 0.004(3) C11 0.073(5) 0.039(4) 0.046(4) 0.016(3) 0.006(3) 0.007(3) O1 0.066(3) 0.046(3) 0.061(3) 0.015(2) 0.011(2) 0.012(2) C12 0.057(4) 0.056(4) 0.053(4) 0.013(4) 0.012(3) 0.028(3) C13 0.064(5) 0.044(4) 0.055(4) 0.004(3) 0.003(3) 0.018(3) O2 0.048(3) 0.046(3) 0.104(4) 0.029(3) -0.004(3) 0.010(2) C14 0.049(4) 0.052(4) 0.063(4) 0.025(4) 0.001(3) 0.003(3) C15 0.041(4) 0.063(4) 0.059(4) 0.028(4) 0.011(3) 0.015(3) C16 0.030(3) 0.047(4) 0.046(4) 0.014(3) 0.012(3) 0.020(3) C17 0.036(3) 0.051(4) 0.045(4) 0.009(3) 0.005(3) 0.014(3) C18 0.048(4) 0.065(5) 0.040(4) 0.010(3) 0.002(3) 0.023(4) C19 0.066(5) 0.074(5) 0.053(4) 0.031(4) 0.019(4) 0.039(4) C20 0.052(4) 0.057(4) 0.064(5) 0.031(4) 0.023(3) 0.028(3) C21 0.035(3) 0.046(4) 0.045(4) 0.014(3) 0.015(3) 0.021(3) C22 0.031(3) 0.052(4) 0.046(4) 0.016(3) 0.001(3) 0.014(3) C23 0.040(4) 0.049(4) 0.067(5) 0.010(4) -0.003(3) 0.003(3) C24 0.056(6) 0.064(5) 0.179(11) -0.031(6) 0.019(6) 0.007(4) C25 0.145(10) 0.099(8) 0.113(8) 0.056(7) 0.022(7) 0.019(7) C26 0.066(5) 0.030(3) 0.083(5) 0.032(4) 0.009(4) 0.009(3) C27 0.096(8) 0.078(7) 0.153(10) 0.043(7) -0.020(7) -0.018(6) _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 Ag1 C9 2.095(6) . ? Ag1 C22 2.099(6) . ? P1 F6 1.510(6) . ? P1 F3 1.518(6) . ? P1 F5 1.528(6) . ? P1 F4 1.548(6) . ? P1 F2 1.561(6) . ? P1 F1 1.571(5) . ? N1 C9 1.356(7) . ? N1 C3 1.387(7) . ? N1 C2 1.457(7) . ? N2 C9 1.335(7) . ? N2 C8 1.403(7) . ? N2 C10 1.457(7) . ? N3 C22 1.344(7) . ? N3 C16 1.399(7) . ? N3 C15 1.447(7) . ? N4 C22 1.341(8) . ? N4 C21 1.393(7) . ? N4 C23 1.469(7) . ? C1 C2 1.463(10) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.375(8) . ? C3 C4 1.401(8) . ? C4 C5 1.373(9) . ? C4 H4 0.9300 . ? C5 C6 1.375(9) . ? C5 H5 0.9300 . ? C6 C7 1.381(9) . ? C6 H6 0.9300 . ? C7 C8 1.395(8) . ? C7 H7 0.9300 . ? C10 C11 1.495(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 O1 1.416(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? O1 C12 1.436(7) . ? C12 C13 1.484(9) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 O2 1.410(7) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? O2 C14 1.431(7) . ? C14 C15 1.487(9) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C21 1.373(8) . ? C16 C17 1.387(8) . ? C17 C18 1.363(9) . ? C17 H17 0.9300 . ? C18 C19 1.383(10) . ? C18 H18 0.9300 . ? C19 C20 1.393(9) . ? C19 H19 0.9300 . ? C20 C21 1.388(8) . ? C20 H20 0.9300 . ? C23 C24 1.501(10) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.457(8) . ? C25 C27 1.460(13) 2_557 ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.440(8) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C25 1.460(13) 2_557 ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? 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 C9 Ag1 C22 177.5(2) . . ? F6 P1 F3 92.1(5) . . ? F6 P1 F5 177.3(4) . . ? F3 P1 F5 89.3(5) . . ? F6 P1 F4 98.0(6) . . ? F3 P1 F4 89.8(4) . . ? F5 P1 F4 84.4(5) . . ? F6 P1 F2 85.2(5) . . ? F3 P1 F2 91.9(4) . . ? F5 P1 F2 92.4(4) . . ? F4 P1 F2 176.4(4) . . ? F6 P1 F1 88.5(4) . . ? F3 P1 F1 179.4(4) . . ? F5 P1 F1 90.1(4) . . ? F4 P1 F1 90.1(4) . . ? F2 P1 F1 88.2(4) . . ? C9 N1 C3 109.8(5) . . ? C9 N1 C2 124.6(5) . . ? C3 N1 C2 125.5(5) . . ? C9 N2 C8 110.0(5) . . ? C9 N2 C10 126.0(5) . . ? C8 N2 C10 124.0(5) . . ? C22 N3 C16 110.7(5) . . ? C22 N3 C15 125.1(5) . . ? C16 N3 C15 124.2(5) . . ? C22 N4 C21 110.7(5) . . ? C22 N4 C23 124.9(5) . . ? C21 N4 C23 124.4(5) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 113.0(6) . . ? N1 C2 H2A 109.0 . . ? C1 C2 H2A 109.0 . . ? N1 C2 H2B 109.0 . . ? C1 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? C8 C3 N1 106.8(5) . . ? C8 C3 C4 121.6(6) . . ? N1 C3 C4 131.6(6) . . ? C5 C4 C3 116.0(6) . . ? C5 C4 H4 122.0 . . ? C3 C4 H4 122.0 . . ? C4 C5 C6 122.1(6) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C5 C6 C7 122.9(6) . . ? C5 C6 H6 118.6 . . ? C7 C6 H6 118.6 . . ? C6 C7 C8 115.2(6) . . ? C6 C7 H7 122.4 . . ? C8 C7 H7 122.4 . . ? C3 C8 C7 122.2(6) . . ? C3 C8 N2 106.2(5) . . ? C7 C8 N2 131.6(6) . . ? N2 C9 N1 107.2(5) . . ? N2 C9 Ag1 126.1(4) . . ? N1 C9 Ag1 126.7(4) . . ? N2 C10 C11 113.9(5) . . ? N2 C10 H10A 108.8 . . ? C11 C10 H10A 108.8 . . ? N2 C10 H10B 108.8 . . ? C11 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? O1 C11 C10 111.6(5) . . ? O1 C11 H11A 109.3 . . ? C10 C11 H11A 109.3 . . ? O1 C11 H11B 109.3 . . ? C10 C11 H11B 109.3 . . ? H11A C11 H11B 108.0 . . ? C11 O1 C12 113.9(5) . . ? O1 C12 C13 113.2(5) . . ? O1 C12 H12A 108.9 . . ? C13 C12 H12A 108.9 . . ? O1 C12 H12B 108.9 . . ? C13 C12 H12B 108.9 . . ? H12A C12 H12B 107.8 . . ? O2 C13 C12 110.4(5) . . ? O2 C13 H13A 109.6 . . ? C12 C13 H13A 109.6 . . ? O2 C13 H13B 109.6 . . ? C12 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? C13 O2 C14 113.7(5) . . ? O2 C14 C15 108.5(5) . . ? O2 C14 H14A 110.0 . . ? C15 C14 H14A 110.0 . . ? O2 C14 H14B 110.0 . . ? C15 C14 H14B 110.0 . . ? H14A C14 H14B 108.4 . . ? N3 C15 C14 114.6(5) . . ? N3 C15 H15A 108.6 . . ? C14 C15 H15A 108.6 . . ? N3 C15 H15B 108.6 . . ? C14 C15 H15B 108.6 . . ? H15A C15 H15B 107.6 . . ? C21 C16 C17 122.0(6) . . ? C21 C16 N3 105.8(5) . . ? C17 C16 N3 132.2(6) . . ? C18 C17 C16 116.6(6) . . ? C18 C17 H17 121.7 . . ? C16 C17 H17 121.7 . . ? C17 C18 C19 122.1(6) . . ? C17 C18 H18 118.9 . . ? C19 C18 H18 118.9 . . ? C18 C19 C20 121.6(6) . . ? C18 C19 H19 119.2 . . ? C20 C19 H19 119.2 . . ? C21 C20 C19 115.9(6) . . ? C21 C20 H20 122.0 . . ? C19 C20 H20 122.0 . . ? C16 C21 C20 121.7(6) . . ? C16 C21 N4 106.5(5) . . ? C20 C21 N4 131.7(6) . . ? N4 C22 N3 106.3(5) . . ? N4 C22 Ag1 127.4(4) . . ? N3 C22 Ag1 125.6(4) . . ? N4 C23 C24 112.0(6) . . ? N4 C23 H23A 109.2 . . ? C24 C23 H23A 109.2 . . ? N4 C23 H23B 109.2 . . ? C24 C23 H23B 109.2 . . ? H23A C23 H23B 107.9 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C27 109.6(8) . 2_557 ? C26 C25 H25A 109.8 . . ? C27 C25 H25A 109.8 2_557 . ? C26 C25 H25B 109.8 . . ? C27 C25 H25B 109.8 2_557 . ? H25A C25 H25B 108.2 . . ? C27 C26 C25 108.9(7) . . ? C27 C26 H26A 109.9 . . ? C25 C26 H26A 109.9 . . ? C27 C26 H26B 109.9 . . ? C25 C26 H26B 109.9 . . ? H26A C26 H26B 108.3 . . ? C26 C27 C25 110.0(7) . 2_557 ? C26 C27 H27A 109.7 . . ? C25 C27 H27A 109.7 2_557 . ? C26 C27 H27B 109.7 . . ? C25 C27 H27B 109.7 2_557 . ? H27A C27 H27B 108.2 . . ? 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 C9 N1 C2 C1 97.5(8) . . . . ? C3 N1 C2 C1 -85.5(8) . . . . ? C9 N1 C3 C8 0.2(7) . . . . ? C2 N1 C3 C8 -177.2(6) . . . . ? C9 N1 C3 C4 179.1(6) . . . . ? C2 N1 C3 C4 1.7(10) . . . . ? C8 C3 C4 C5 0.0(9) . . . . ? N1 C3 C4 C5 -178.8(6) . . . . ? C3 C4 C5 C6 0.1(10) . . . . ? C4 C5 C6 C7 0.3(11) . . . . ? C5 C6 C7 C8 -0.8(10) . . . . ? N1 C3 C8 C7 178.5(5) . . . . ? C4 C3 C8 C7 -0.5(9) . . . . ? N1 C3 C8 N2 0.0(6) . . . . ? C4 C3 C8 N2 -179.1(5) . . . . ? C6 C7 C8 C3 0.9(9) . . . . ? C6 C7 C8 N2 179.1(6) . . . . ? C9 N2 C8 C3 -0.1(6) . . . . ? C10 N2 C8 C3 178.1(5) . . . . ? C9 N2 C8 C7 -178.5(6) . . . . ? C10 N2 C8 C7 -0.2(10) . . . . ? C8 N2 C9 N1 0.2(7) . . . . ? C10 N2 C9 N1 -178.0(5) . . . . ? C8 N2 C9 Ag1 179.8(4) . . . . ? C10 N2 C9 Ag1 1.7(9) . . . . ? C3 N1 C9 N2 -0.2(7) . . . . ? C2 N1 C9 N2 177.2(6) . . . . ? C3 N1 C9 Ag1 -179.9(4) . . . . ? C2 N1 C9 Ag1 -2.5(9) . . . . ? C22 Ag1 C9 N2 95(5) . . . . ? C22 Ag1 C9 N1 -85(5) . . . . ? C9 N2 C10 C11 -99.6(7) . . . . ? C8 N2 C10 C11 82.5(7) . . . . ? N2 C10 C11 O1 68.9(7) . . . . ? C10 C11 O1 C12 123.8(6) . . . . ? C11 O1 C12 C13 -73.9(7) . . . . ? O1 C12 C13 O2 -58.3(8) . . . . ? C12 C13 O2 C14 -174.1(6) . . . . ? C13 O2 C14 C15 -149.9(6) . . . . ? C22 N3 C15 C14 97.2(7) . . . . ? C16 N3 C15 C14 -81.1(7) . . . . ? O2 C14 C15 N3 -63.0(7) . . . . ? C22 N3 C16 C21 -1.2(6) . . . . ? C15 N3 C16 C21 177.4(5) . . . . ? C22 N3 C16 C17 -179.7(6) . . . . ? C15 N3 C16 C17 -1.2(9) . . . . ? C21 C16 C17 C18 -0.1(8) . . . . ? N3 C16 C17 C18 178.3(6) . . . . ? C16 C17 C18 C19 -1.3(9) . . . . ? C17 C18 C19 C20 1.1(10) . . . . ? C18 C19 C20 C21 0.5(9) . . . . ? C17 C16 C21 C20 1.8(9) . . . . ? N3 C16 C21 C20 -177.0(5) . . . . ? C17 C16 C21 N4 179.7(5) . . . . ? N3 C16 C21 N4 1.0(6) . . . . ? C19 C20 C21 C16 -1.9(8) . . . . ? C19 C20 C21 N4 -179.3(6) . . . . ? C22 N4 C21 C16 -0.5(6) . . . . ? C23 N4 C21 C16 178.8(5) . . . . ? C22 N4 C21 C20 177.1(6) . . . . ? C23 N4 C21 C20 -3.6(9) . . . . ? C21 N4 C22 N3 -0.2(6) . . . . ? C23 N4 C22 N3 -179.5(5) . . . . ? C21 N4 C22 Ag1 -171.0(4) . . . . ? C23 N4 C22 Ag1 9.7(8) . . . . ? C16 N3 C22 N4 0.8(6) . . . . ? C15 N3 C22 N4 -177.7(5) . . . . ? C16 N3 C22 Ag1 171.8(4) . . . . ? C15 N3 C22 Ag1 -6.7(8) . . . . ? C9 Ag1 C22 N4 57(6) . . . . ? C9 Ag1 C22 N3 -113(5) . . . . ? C22 N4 C23 C24 97.6(8) . . . . ? C21 N4 C23 C24 -81.6(9) . . . . ? C27 C25 C26 C27 59.7(12) 2_557 . . . ? C25 C26 C27 C25 -59.9(13) . . . 2_557 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.725 _refine_diff_density_min -0.607 _refine_diff_density_rms 0.103 # Attachment '- complex 7.cif' data_080310c _database_code_depnum_ccdc_archive 'CCDC 760077' #TrackingRef '- complex 7.cif' _audit_update_record ; 2011-03-14 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 Hg2 I4 N4 O2 S' _chemical_formula_weight 1349.38 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' S S 0.1246 0.1234 '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' 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 11.475(3) _cell_length_b 17.199(5) _cell_length_c 19.604(4) _cell_angle_alpha 90.00 _cell_angle_beta 117.849(12) _cell_angle_gamma 90.00 _cell_volume 3420.9(15) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6079 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 27.61 _exptl_crystal_description BLCOK _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 2.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2432 _exptl_absorpt_coefficient_mu 12.662 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.067 _exptl_absorpt_correction_T_max 0.132 _exptl_absorpt_process_details SADABS _exptl_special_details ; The Rint is higher than 0.1 is due to poor data of diffraction ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16489 _diffrn_reflns_av_R_equivalents 0.1456 _diffrn_reflns_av_sigmaI/netI 0.1338 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6044 _reflns_number_gt 4501 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. 42 restraints were used while dealing with disordered CH~3~-SO-CH~3~. CH~3~-SO-CH~3~ are disordered in two positions with the occupancy factors of 0.70 and 0.30. The C-S and S-O distances were restrained to 1.79 \%A and 1.45 \%A, respectively. The thermal parameters of disordered atoms were refined with isotropy. isor 0.005 n3 DFIX 2.74 0.01 C23 C24 C23' C24' DFIX 2.66 0.01 C23 O2 C24 O2 C23' O2' C24' O2' DFIX 1.79 0.01 C23 S1 C24 S1 C23' S1' C24' S1' DFIX 1.45 0.01 S1 O2 S1' O2' ISOR 0.005 S1' > LAST ; _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^)+(0.1263P)^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 SHELXL _refine_ls_extinction_coef 0.00176(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6044 _refine_ls_number_parameters 373 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.1002 _refine_ls_R_factor_gt 0.0807 _refine_ls_wR_factor_ref 0.2077 _refine_ls_wR_factor_gt 0.1920 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 0.999 _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 0.94099(6) 0.84113(4) 0.70318(3) 0.0313(3) Uani 1 1 d . . . Hg2 Hg 0.84193(6) 0.58601(4) 0.74053(4) 0.0395(3) Uani 1 1 d . . . I1 I 0.67510(15) 0.63586(9) 0.59412(7) 0.0664(5) Uani 1 1 d . . . I2 I 0.92697(12) 0.72047(7) 0.83346(6) 0.0440(4) Uani 1 1 d . . . I3 I 0.76076(12) 0.48260(7) 0.81759(7) 0.0455(4) Uani 1 1 d . . . I4 I 1.05051(10) 0.51338(6) 0.72581(7) 0.0407(3) Uani 1 1 d . . . O1 O 0.9583(12) 0.8232(7) 0.5710(7) 0.043(3) Uani 1 1 d . . . N1 N 0.6297(12) 0.8553(7) 0.6103(7) 0.025(3) Uani 1 1 d . . . N2 N 0.7323(12) 0.9078(6) 0.5526(7) 0.023(3) Uani 1 1 d . . . N3 N 1.1664(12) 0.7486(7) 0.7072(7) 0.028(3) Uani 1 1 d U . . N4 N 1.2406(13) 0.8144(7) 0.8128(7) 0.034(3) Uani 1 1 d . . . C1 C 0.582(3) 0.8824(13) 0.7151(13) 0.071(7) Uani 1 1 d . . . H1A H 0.6652 0.9047 0.7503 0.107 Uiso 1 1 calc R . . H1B H 0.5415 0.8598 0.7438 0.107 Uiso 1 1 calc R . . H1C H 0.5254 0.9221 0.6816 0.107 Uiso 1 1 calc R . . C2 C 0.6024(17) 0.8214(9) 0.6686(10) 0.035(4) Uani 1 1 d . . . H2A H 0.6755 0.7885 0.7021 0.042 Uiso 1 1 calc R . . H2B H 0.5242 0.7892 0.6441 0.042 Uiso 1 1 calc R . . C3 C 0.5351(15) 0.8763(8) 0.5373(9) 0.029(3) Uani 1 1 d . . . C4 C 0.3997(15) 0.8691(9) 0.5012(10) 0.034(4) Uani 1 1 d . . . H4 H 0.3566 0.8475 0.5268 0.041 Uiso 1 1 calc R . . C5 C 0.3305(16) 0.8948(10) 0.4265(11) 0.042(4) Uani 1 1 d . . . H5 H 0.2392 0.8899 0.4003 0.051 Uiso 1 1 calc R . . C6 C 0.3970(18) 0.9280(9) 0.3901(9) 0.038(4) Uani 1 1 d . . . H6 H 0.3477 0.9459 0.3398 0.046 Uiso 1 1 calc R . . C7 C 0.5312(17) 0.9359(9) 0.4240(9) 0.034(4) Uani 1 1 d . . . H7 H 0.5742 0.9569 0.3981 0.041 Uiso 1 1 calc R . . C8 C 0.5999(14) 0.9099(8) 0.5013(8) 0.023(3) Uani 1 1 d . . . C9 C 0.7494(15) 0.8724(9) 0.6193(9) 0.028(3) Uani 1 1 d . . . C10 C 0.8379(14) 0.9397(9) 0.5376(10) 0.033(4) Uani 1 1 d . . . H10A H 0.9031 0.9644 0.5844 0.040 Uiso 1 1 calc R . . H10B H 0.8001 0.9797 0.4984 0.040 Uiso 1 1 calc R . . C11 C 0.9065(15) 0.8821(9) 0.5118(9) 0.032(3) Uani 1 1 d . . . H11A H 0.8452 0.8594 0.4627 0.038 Uiso 1 1 calc R . . H11B H 0.9773 0.9069 0.5060 0.038 Uiso 1 1 calc R . . C12 C 1.0445(17) 0.7683(10) 0.5662(9) 0.036(4) Uani 1 1 d . . . H12A H 1.1230 0.7934 0.5700 0.043 Uiso 1 1 calc R . . H12B H 1.0020 0.7402 0.5178 0.043 Uiso 1 1 calc R . . C13 C 1.0786(16) 0.7146(9) 0.6329(9) 0.034(4) Uani 1 1 d . . . H13A H 0.9979 0.6986 0.6333 0.041 Uiso 1 1 calc R . . H13B H 1.1197 0.6684 0.6254 0.041 Uiso 1 1 calc R . . C14 C 1.3058(14) 0.7376(9) 0.7464(9) 0.028(3) Uani 1 1 d . . . C15 C 1.3842(17) 0.6919(10) 0.7270(11) 0.042(4) Uani 1 1 d . . . H15 H 1.3503 0.6633 0.6815 0.051 Uiso 1 1 calc R . . C16 C 1.519(2) 0.6912(12) 0.7808(14) 0.058(6) Uani 1 1 d . . . H16 H 1.5778 0.6620 0.7707 0.069 Uiso 1 1 calc R . . C17 C 1.5663(16) 0.7340(10) 0.8491(13) 0.051(5) Uani 1 1 d . . . H17 H 1.6562 0.7331 0.8830 0.061 Uiso 1 1 calc R . . C18 C 1.4847(18) 0.7779(10) 0.8689(12) 0.050(5) Uani 1 1 d . . . H18 H 1.5173 0.8066 0.9143 0.060 Uiso 1 1 calc R . . C19 C 1.3493(16) 0.7760(9) 0.8156(10) 0.037(4) Uani 1 1 d . . . C20 C 1.2461(18) 0.8672(10) 0.8739(10) 0.044(4) Uani 1 1 d . . . H20A H 1.1623 0.8940 0.8551 0.053 Uiso 1 1 calc R . . H20B H 1.3136 0.9061 0.8844 0.053 Uiso 1 1 calc R . . C21 C 1.275(2) 0.8260(14) 0.9481(13) 0.070(6) Uani 1 1 d . . . H21A H 1.2110 0.7859 0.9379 0.105 Uiso 1 1 calc R . . H21B H 1.2718 0.8626 0.9840 0.105 Uiso 1 1 calc R . . H21C H 1.3616 0.8033 0.9696 0.105 Uiso 1 1 calc R . . C22 C 1.1332(12) 0.7979(7) 0.7490(7) 0.017(3) Uani 1 1 d . . . S1 S 0.7451(11) 1.0036(5) 0.8870(6) 0.078(3) Uani 0.70 1 d PD A 1 O2 O 0.800(2) 1.0771(8) 0.9251(15) 0.075(9) Uani 0.70 1 d PD A 1 C23 C 0.599(2) 0.982(2) 0.895(2) 0.091(17) Uani 0.70 1 d PD A 1 H23A H 0.5323 1.0200 0.8663 0.136 Uiso 0.70 1 calc PR A 1 H23B H 0.6185 0.9834 0.9479 0.136 Uiso 0.70 1 calc PR A 1 H23C H 0.5675 0.9313 0.8739 0.136 Uiso 0.70 1 calc PR A 1 C24 C 0.849(3) 0.9256(13) 0.944(2) 0.11(2) Uani 0.70 1 d PD A 1 H24A H 0.9331 0.9295 0.9450 0.171 Uiso 0.70 1 calc PR A 1 H24B H 0.8085 0.8768 0.9210 0.171 Uiso 0.70 1 calc PR A 1 H24C H 0.8594 0.9286 0.9952 0.171 Uiso 0.70 1 calc PR A 1 S1' S 0.777(2) 1.0097(12) 0.9641(12) 0.069(5) Uani 0.30 1 d PDU B 2 O2' O 0.844(5) 1.069(3) 0.943(3) 0.06(2) Uani 0.30 1 d PDU B 2 C23' C 0.607(3) 1.005(4) 0.894(4) 0.06(3) Uani 0.30 1 d PDU B 2 H23D H 0.5646 1.0531 0.8934 0.093 Uiso 0.30 1 calc PR B 2 H23E H 0.5652 0.9631 0.9062 0.093 Uiso 0.30 1 calc PR B 2 H23F H 0.6005 0.9962 0.8436 0.093 Uiso 0.30 1 calc PR B 2 C24' C 0.830(7) 0.915(2) 0.952(5) 0.09(4) Uani 0.30 1 d PDU B 2 H24D H 0.9227 0.9094 0.9865 0.128 Uiso 0.30 1 calc PR B 2 H24E H 0.8151 0.9095 0.8997 0.128 Uiso 0.30 1 calc PR B 2 H24F H 0.7817 0.8763 0.9630 0.128 Uiso 0.30 1 calc PR B 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 0.0356(4) 0.0348(4) 0.0230(4) 0.0045(2) 0.0134(3) 0.0096(2) Hg2 0.0461(4) 0.0342(4) 0.0353(4) 0.0047(3) 0.0167(3) 0.0037(3) I1 0.0801(10) 0.0673(10) 0.0283(7) 0.0018(6) 0.0057(6) 0.0295(7) I2 0.0667(8) 0.0357(6) 0.0268(6) -0.0024(5) 0.0194(5) -0.0173(5) I3 0.0599(7) 0.0346(7) 0.0554(8) -0.0013(5) 0.0382(6) -0.0028(5) I4 0.0392(6) 0.0307(6) 0.0537(8) 0.0115(5) 0.0230(5) 0.0055(4) O1 0.065(8) 0.037(7) 0.040(7) 0.018(6) 0.036(6) 0.018(6) N1 0.039(7) 0.021(6) 0.024(7) 0.008(5) 0.021(5) 0.012(5) N2 0.035(6) 0.014(6) 0.020(6) -0.003(5) 0.014(5) 0.003(5) N3 0.030(4) 0.021(4) 0.029(5) 0.006(4) 0.011(3) 0.008(4) N4 0.050(8) 0.021(7) 0.027(7) 0.014(6) 0.014(6) 0.007(6) C1 0.13(2) 0.053(13) 0.067(15) 0.009(12) 0.077(16) 0.003(14) C2 0.052(10) 0.026(8) 0.040(10) 0.009(7) 0.032(8) 0.015(7) C3 0.034(8) 0.014(7) 0.045(10) -0.003(7) 0.024(7) 0.002(6) C4 0.036(8) 0.021(8) 0.051(11) 0.004(7) 0.026(8) 0.001(7) C5 0.032(8) 0.027(9) 0.053(11) -0.014(9) 0.008(8) 0.004(7) C6 0.059(11) 0.020(8) 0.021(8) -0.009(7) 0.007(7) 0.011(8) C7 0.050(10) 0.022(8) 0.028(9) 0.004(7) 0.015(7) 0.015(7) C8 0.037(8) 0.011(7) 0.027(8) -0.002(6) 0.020(6) 0.004(6) C9 0.040(8) 0.023(8) 0.028(8) 0.005(7) 0.022(7) 0.002(6) C10 0.028(7) 0.021(8) 0.043(10) 0.007(7) 0.010(7) 0.004(6) C11 0.034(8) 0.036(9) 0.033(9) -0.001(7) 0.021(7) -0.001(7) C12 0.048(9) 0.035(9) 0.025(8) 0.010(7) 0.017(7) 0.013(8) C13 0.041(8) 0.026(8) 0.035(9) -0.011(7) 0.018(7) 0.008(7) C14 0.032(7) 0.025(8) 0.032(9) 0.010(7) 0.019(7) 0.009(6) C15 0.051(10) 0.025(9) 0.062(12) 0.022(8) 0.037(9) 0.010(8) C16 0.059(11) 0.040(11) 0.086(17) 0.048(12) 0.043(12) 0.021(10) C17 0.029(8) 0.029(9) 0.083(15) 0.023(10) 0.016(9) 0.005(7) C18 0.048(10) 0.026(9) 0.058(12) 0.029(9) 0.010(9) 0.001(8) C19 0.038(9) 0.022(8) 0.042(10) 0.009(7) 0.012(7) 0.004(7) C20 0.056(10) 0.034(10) 0.036(10) 0.017(8) 0.016(8) 0.025(8) C21 0.083(16) 0.070(15) 0.056(14) -0.024(12) 0.032(12) -0.008(13) C22 0.027(6) 0.014(7) 0.011(6) 0.000(5) 0.009(5) -0.001(5) S1 0.112(8) 0.052(5) 0.089(7) -0.001(5) 0.062(6) -0.011(5) O2 0.063(17) 0.038(13) 0.12(2) 0.019(13) 0.043(18) -0.005(12) C23 0.09(3) 0.06(3) 0.09(3) -0.03(2) 0.01(2) 0.00(2) C24 0.10(3) 0.031(18) 0.23(7) 0.01(3) 0.09(4) -0.001(19) S1' 0.072(6) 0.069(7) 0.067(7) 0.002(5) 0.034(5) 0.000(4) O2' 0.06(2) 0.06(2) 0.06(2) 0.001(5) 0.028(11) 0.001(5) C23' 0.06(3) 0.06(3) 0.06(3) 0.000(5) 0.029(13) 0.000(5) C24' 0.08(4) 0.09(4) 0.09(4) 0.000(5) 0.040(18) 0.000(5) _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 C22 2.091(13) . ? Hg1 C9 2.109(15) . ? Hg1 I4 3.2554(15) 2_756 ? Hg2 I1 2.7395(15) . ? Hg2 I3 2.7617(14) . ? Hg2 I2 2.8211(14) . ? Hg2 I4 2.8315(14) . ? I4 Hg1 3.2554(15) 2_746 ? O1 C12 1.402(19) . ? O1 C11 1.442(19) . ? N1 C9 1.334(19) . ? N1 C3 1.38(2) . ? N1 C2 1.441(19) . ? N2 C9 1.371(18) . ? N2 C8 1.376(19) . ? N2 C10 1.48(2) . ? N3 C22 1.352(17) . ? N3 C14 1.427(19) . ? N3 C13 1.453(19) . ? N4 C22 1.312(18) . ? N4 C19 1.39(2) . ? N4 C20 1.48(2) . ? C1 C2 1.48(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.37(2) . ? C3 C4 1.38(2) . ? C4 C5 1.37(2) . ? C4 H4 0.9300 . ? C5 C6 1.39(3) . ? C5 H5 0.9300 . ? C6 C7 1.37(2) . ? C6 H6 0.9300 . ? C7 C8 1.41(2) . ? C7 H7 0.9300 . ? C10 C11 1.49(2) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.50(2) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.38(2) . ? C14 C19 1.38(2) . ? C15 C16 1.41(3) . ? C15 H15 0.9300 . ? C16 C17 1.40(3) . ? C16 H16 0.9300 . ? C17 C18 1.39(3) . ? C17 H17 0.9300 . ? C18 C19 1.41(2) . ? C18 H18 0.9300 . ? C20 C21 1.51(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? S1 O2 1.453(10) . ? S1 C23 1.791(10) . ? S1 C24 1.792(10) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? S1' O2' 1.450(10) . ? S1' C24' 1.789(10) . ? S1' C23' 1.790(10) . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 0.9600 . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? 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 C22 Hg1 C9 158.7(5) . . ? C22 Hg1 I4 108.9(3) . 2_756 ? C9 Hg1 I4 85.0(4) . 2_756 ? I1 Hg2 I3 121.70(6) . . ? I1 Hg2 I2 106.36(5) . . ? I3 Hg2 I2 106.14(4) . . ? I1 Hg2 I4 103.98(5) . . ? I3 Hg2 I4 106.79(4) . . ? I2 Hg2 I4 111.94(5) . . ? Hg2 I4 Hg1 102.46(4) . 2_746 ? C12 O1 C11 117.2(12) . . ? C9 N1 C3 110.0(12) . . ? C9 N1 C2 125.2(13) . . ? C3 N1 C2 124.8(13) . . ? C9 N2 C8 109.1(12) . . ? C9 N2 C10 126.1(12) . . ? C8 N2 C10 124.9(12) . . ? C22 N3 C14 108.6(12) . . ? C22 N3 C13 126.9(12) . . ? C14 N3 C13 124.4(12) . . ? C22 N4 C19 111.2(13) . . ? C22 N4 C20 124.7(14) . . ? C19 N4 C20 124.1(14) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 111.0(14) . . ? N1 C2 H2A 109.4 . . ? C1 C2 H2A 109.4 . . ? N1 C2 H2B 109.4 . . ? C1 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? C8 C3 C4 121.8(15) . . ? C8 C3 N1 107.0(13) . . ? C4 C3 N1 131.3(15) . . ? C5 C4 C3 118.0(16) . . ? C5 C4 H4 121.0 . . ? C3 C4 H4 121.0 . . ? C4 C5 C6 119.8(15) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C7 C6 C5 123.7(16) . . ? C7 C6 H6 118.1 . . ? C5 C6 H6 118.1 . . ? C6 C7 C8 115.2(16) . . ? C6 C7 H7 122.4 . . ? C8 C7 H7 122.4 . . ? C3 C8 N2 107.0(13) . . ? C3 C8 C7 121.4(15) . . ? N2 C8 C7 131.6(14) . . ? N1 C9 N2 107.0(12) . . ? N1 C9 Hg1 132.9(10) . . ? N2 C9 Hg1 119.3(10) . . ? N2 C10 C11 115.6(13) . . ? N2 C10 H10A 108.4 . . ? C11 C10 H10A 108.4 . . ? N2 C10 H10B 108.4 . . ? C11 C10 H10B 108.4 . . ? H10A C10 H10B 107.4 . . ? O1 C11 C10 106.1(13) . . ? O1 C11 H11A 110.5 . . ? C10 C11 H11A 110.5 . . ? O1 C11 H11B 110.5 . . ? C10 C11 H11B 110.5 . . ? H11A C11 H11B 108.7 . . ? O1 C12 C13 105.2(13) . . ? O1 C12 H12A 110.7 . . ? C13 C12 H12A 110.7 . . ? O1 C12 H12B 110.7 . . ? C13 C12 H12B 110.7 . . ? H12A C12 H12B 108.8 . . ? N3 C13 C12 113.8(14) . . ? N3 C13 H13A 108.8 . . ? C12 C13 H13A 108.8 . . ? N3 C13 H13B 108.8 . . ? C12 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? C15 C14 C19 124.4(15) . . ? C15 C14 N3 129.8(15) . . ? C19 C14 N3 105.4(13) . . ? C14 C15 C16 115.5(19) . . ? C14 C15 H15 122.3 . . ? C16 C15 H15 122.3 . . ? C17 C16 C15 120.6(19) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C18 C17 C16 123.0(17) . . ? C18 C17 H17 118.5 . . ? C16 C17 H17 118.5 . . ? C17 C18 C19 115.7(19) . . ? C17 C18 H18 122.2 . . ? C19 C18 H18 122.2 . . ? C14 C19 N4 106.5(13) . . ? C14 C19 C18 120.5(17) . . ? N4 C19 C18 132.6(17) . . ? N4 C20 C21 113.4(15) . . ? N4 C20 H20A 108.9 . . ? C21 C20 H20A 108.9 . . ? N4 C20 H20B 108.9 . . ? C21 C20 H20B 108.9 . . ? H20A C20 H20B 107.7 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N4 C22 N3 107.9(12) . . ? N4 C22 Hg1 131.7(11) . . ? N3 C22 Hg1 120.1(9) . . ? O2 S1 C23 109.6(9) . . ? O2 S1 C24 109.3(9) . . ? C23 S1 C24 99.7(7) . . ? S1 C23 H23A 109.5 . . ? S1 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? S1 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? S1 C24 H24A 109.5 . . ? S1 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? S1 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O2' S1' C24' 110.0(10) . . ? O2' S1' C23' 109.9(10) . . ? C24' S1' C23' 99.9(8) . . ? S1' C23' H23D 109.5 . . ? S1' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? S1' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? S1' C24' H24D 109.5 . . ? S1' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? S1' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? 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 I1 Hg2 I4 Hg1 -125.29(5) . . . 2_746 ? I3 Hg2 I4 Hg1 4.55(5) . . . 2_746 ? I2 Hg2 I4 Hg1 120.31(4) . . . 2_746 ? C9 N1 C2 C1 90(2) . . . . ? C3 N1 C2 C1 -88(2) . . . . ? C9 N1 C3 C8 -2.0(16) . . . . ? C2 N1 C3 C8 176.8(12) . . . . ? C9 N1 C3 C4 178.7(16) . . . . ? C2 N1 C3 C4 -2(3) . . . . ? C8 C3 C4 C5 2(2) . . . . ? N1 C3 C4 C5 -179.0(15) . . . . ? C3 C4 C5 C6 -1(2) . . . . ? C4 C5 C6 C7 1(2) . . . . ? C5 C6 C7 C8 -2(2) . . . . ? C4 C3 C8 N2 -179.9(14) . . . . ? N1 C3 C8 N2 0.7(15) . . . . ? C4 C3 C8 C7 -3(2) . . . . ? N1 C3 C8 C7 177.9(13) . . . . ? C9 N2 C8 C3 0.7(15) . . . . ? C10 N2 C8 C3 -178.7(12) . . . . ? C9 N2 C8 C7 -176.1(15) . . . . ? C10 N2 C8 C7 5(2) . . . . ? C6 C7 C8 C3 3(2) . . . . ? C6 C7 C8 N2 179.1(14) . . . . ? C3 N1 C9 N2 2.4(16) . . . . ? C2 N1 C9 N2 -176.3(12) . . . . ? C3 N1 C9 Hg1 -167.0(12) . . . . ? C2 N1 C9 Hg1 14(2) . . . . ? C8 N2 C9 N1 -2.0(15) . . . . ? C10 N2 C9 N1 177.5(12) . . . . ? C8 N2 C9 Hg1 169.2(9) . . . . ? C10 N2 C9 Hg1 -11.4(18) . . . . ? C22 Hg1 C9 N1 126.6(16) . . . . ? I4 Hg1 C9 N1 -101.0(14) 2_756 . . . ? C22 Hg1 C9 N2 -42(2) . . . . ? I4 Hg1 C9 N2 90.5(11) 2_756 . . . ? C9 N2 C10 C11 82.9(18) . . . . ? C8 N2 C10 C11 -97.7(16) . . . . ? C12 O1 C11 C10 -170.6(13) . . . . ? N2 C10 C11 O1 -57.0(17) . . . . ? C11 O1 C12 C13 -178.6(13) . . . . ? C22 N3 C13 C12 79.4(19) . . . . ? C14 N3 C13 C12 -97.1(16) . . . . ? O1 C12 C13 N3 -72.6(17) . . . . ? C22 N3 C14 C15 178.8(15) . . . . ? C13 N3 C14 C15 -4(2) . . . . ? C22 N3 C14 C19 5.9(16) . . . . ? C13 N3 C14 C19 -177.0(14) . . . . ? C19 C14 C15 C16 -5(2) . . . . ? N3 C14 C15 C16 -176.9(15) . . . . ? C14 C15 C16 C17 1(2) . . . . ? C15 C16 C17 C18 1(3) . . . . ? C16 C17 C18 C19 1(2) . . . . ? C15 C14 C19 N4 -179.2(14) . . . . ? N3 C14 C19 N4 -5.8(16) . . . . ? C15 C14 C19 C18 8(2) . . . . ? N3 C14 C19 C18 -179.1(14) . . . . ? C22 N4 C19 C14 4.0(17) . . . . ? C20 N4 C19 C14 -175.7(14) . . . . ? C22 N4 C19 C18 176.1(17) . . . . ? C20 N4 C19 C18 -4(3) . . . . ? C17 C18 C19 C14 -5(2) . . . . ? C17 C18 C19 N4 -176.1(17) . . . . ? C22 N4 C20 C21 111.6(18) . . . . ? C19 N4 C20 C21 -69(2) . . . . ? C19 N4 C22 N3 -0.2(16) . . . . ? C20 N4 C22 N3 179.5(14) . . . . ? C19 N4 C22 Hg1 -174.2(11) . . . . ? C20 N4 C22 Hg1 5(2) . . . . ? C14 N3 C22 N4 -3.6(15) . . . . ? C13 N3 C22 N4 179.4(14) . . . . ? C14 N3 C22 Hg1 171.3(9) . . . . ? C13 N3 C22 Hg1 -5.7(19) . . . . ? C9 Hg1 C22 N4 152.6(14) . . . . ? I4 Hg1 C22 N4 23.7(14) 2_756 . . . ? C9 Hg1 C22 N3 -21(2) . . . . ? I4 Hg1 C22 N3 -149.8(9) 2_756 . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 4.411 _refine_diff_density_min -4.569 _refine_diff_density_rms 0.439 # Attachment '- complex 8.cif' data_80416a _database_code_depnum_ccdc_archive 'CCDC 760078' #TrackingRef '- complex 8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H46 Cu Hg I4 N4 O3 S2' _chemical_formula_weight 1346.56 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' S S 0.1246 0.1234 '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' Cu Cu 0.3201 1.2651 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.465(6) _cell_length_b 11.488(4) _cell_length_c 19.833(9) _cell_angle_alpha 90.00 _cell_angle_beta 115.192(4) _cell_angle_gamma 90.00 _cell_volume 4219(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3796 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 25.41 _exptl_crystal_description BLOCK _exptl_crystal_colour PALE-YELLOW _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 2.120 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2524 _exptl_absorpt_coefficient_mu 7.197 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.208 _exptl_absorpt_correction_T_max 0.237 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10069 _diffrn_reflns_av_R_equivalents 0.0528 _diffrn_reflns_av_sigmaI/netI 0.0657 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3695 _reflns_number_gt 2215 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. 1 restraint was used while dealing with C8 and C9. The C-C distance was restrained to 1.50 \%A. dfix 1.50 0.01 c8 c9 ; _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^)+(0.0543P)^2^+229.1900P] 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 3695 _refine_ls_number_parameters 208 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1232 _refine_ls_R_factor_gt 0.0753 _refine_ls_wR_factor_ref 0.2161 _refine_ls_wR_factor_gt 0.1843 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 Cu1 Cu 0.5000 0.3174(3) 0.2500 0.0601(9) Uani 1 2 d S . . Hg1 Hg 0.5000 0.62325(14) 0.2500 0.0864(5) Uani 1 2 d S . . I1 I 0.52108(7) 0.47784(14) 0.14349(7) 0.0757(5) Uani 1 1 d . . . I2 I 0.62881(8) 0.73562(16) 0.32342(10) 0.0947(6) Uani 1 1 d . . . S1 S 0.0743(4) 0.6486(6) 0.0371(4) 0.0924(19) Uani 1 1 d . . . O1 O 0.5000 0.120(2) 0.2500 0.093(7) Uani 1 2 d S . . O3 O 0.1041(8) 0.5362(15) 0.0257(9) 0.094(5) Uani 1 1 d . . . N1 N 0.3094(11) 0.3120(15) 0.1511(9) 0.069(5) Uani 1 1 d . . . N2 N 0.3752(9) 0.1898(15) 0.1209(8) 0.066(4) Uani 1 1 d . . . C1 C 0.2637(11) 0.2278(18) 0.1032(9) 0.061(5) Uani 1 1 d . . . C2 C 0.3040(9) 0.1528(18) 0.0852(8) 0.054(5) Uani 1 1 d . . . C3 C 0.2734(10) 0.0581(19) 0.0361(10) 0.066(5) Uani 1 1 d . . . H3 H 0.3016 0.0058 0.0243 0.079 Uiso 1 1 calc R . . C4 C 0.2010(12) 0.048(2) 0.0074(10) 0.072(6) Uani 1 1 d . . . H4 H 0.1788 -0.0121 -0.0257 0.086 Uiso 1 1 calc R . . C5 C 0.1594(12) 0.123(2) 0.0250(11) 0.084(7) Uani 1 1 d . . . H5 H 0.1097 0.1110 0.0048 0.101 Uiso 1 1 calc R . . C6 C 0.1898(12) 0.219(2) 0.0736(11) 0.083(7) Uani 1 1 d . . . H6 H 0.1615 0.2718 0.0847 0.100 Uiso 1 1 calc R . . C7 C 0.3702(16) 0.285(2) 0.1598(12) 0.093(8) Uani 1 1 d . . . C8 C 0.4376(11) 0.134(2) 0.1196(11) 0.085(7) Uani 1 1 d D . . H8A H 0.4723 0.1926 0.1212 0.102 Uiso 1 1 calc R . . H8B H 0.4234 0.0906 0.0735 0.102 Uiso 1 1 calc R . . C9 C 0.4722(13) 0.053(2) 0.1846(15) 0.107(9) Uani 1 1 d D . . H9A H 0.4368 -0.0021 0.1861 0.129 Uiso 1 1 calc R . . H9B H 0.5107 0.0092 0.1801 0.129 Uiso 1 1 calc R . . C10 C 0.2879(14) 0.411(2) 0.1818(12) 0.088(7) Uani 1 1 d . . . H10A H 0.2449 0.4455 0.1436 0.106 Uiso 1 1 calc R . . H10B H 0.3260 0.4688 0.1978 0.106 Uiso 1 1 calc R . . C11 C 0.2730(13) 0.376(2) 0.2468(11) 0.081(6) Uani 1 1 d . . . H11A H 0.3160 0.3410 0.2850 0.097 Uiso 1 1 calc R . . H11B H 0.2348 0.3181 0.2309 0.097 Uiso 1 1 calc R . . C12 C 0.2499(14) 0.484(2) 0.2802(13) 0.092(7) Uani 1 1 d . . . H12A H 0.2446 0.4596 0.3244 0.111 Uiso 1 1 calc R . . H12B H 0.2884 0.5414 0.2956 0.111 Uiso 1 1 calc R . . C13 C 0.1818(15) 0.541(3) 0.2286(15) 0.115(9) Uani 1 1 d . . . H13A H 0.1727 0.6078 0.2525 0.173 Uiso 1 1 calc R . . H13B H 0.1425 0.4869 0.2158 0.173 Uiso 1 1 calc R . . H13C H 0.1860 0.5649 0.1843 0.173 Uiso 1 1 calc R . . C14 C 0.0051(11) 0.6822(19) -0.0463(12) 0.076(6) Uani 1 1 d . . . H14A H 0.0237 0.6957 -0.0826 0.114 Uiso 1 1 calc R . . H14B H -0.0189 0.7511 -0.0411 0.114 Uiso 1 1 calc R . . H14C H -0.0287 0.6188 -0.0624 0.114 Uiso 1 1 calc R . . C15 C 0.1407(16) 0.754(3) 0.0455(15) 0.117(10) Uani 1 1 d . . . H15A H 0.1879 0.7218 0.0733 0.176 Uiso 1 1 calc R . . H15B H 0.1346 0.8213 0.0709 0.176 Uiso 1 1 calc R . . H15C H 0.1355 0.7761 -0.0033 0.176 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 Cu1 0.0405(15) 0.079(2) 0.0471(16) 0.000 0.0058(13) 0.000 Hg1 0.0635(7) 0.1147(12) 0.0755(8) 0.000 0.0243(6) 0.000 I1 0.0672(8) 0.0963(11) 0.0597(8) -0.0115(7) 0.0233(6) -0.0116(7) I2 0.0696(9) 0.1023(13) 0.1116(12) -0.0200(10) 0.0380(9) -0.0143(9) S1 0.110(5) 0.097(5) 0.094(4) 0.002(4) 0.067(4) 0.003(4) O1 0.081(14) 0.12(2) 0.050(11) 0.000 0.002(10) 0.000 O3 0.090(11) 0.104(13) 0.089(10) -0.021(9) 0.038(9) 0.017(9) N1 0.094(13) 0.063(11) 0.067(10) -0.008(9) 0.051(10) -0.007(10) N2 0.072(10) 0.081(12) 0.046(8) -0.015(8) 0.026(8) -0.023(9) C1 0.075(13) 0.068(13) 0.028(8) 0.002(8) 0.010(8) -0.015(11) C2 0.050(10) 0.074(13) 0.032(8) -0.002(8) 0.011(8) -0.015(9) C3 0.059(11) 0.085(15) 0.050(10) -0.020(10) 0.020(9) -0.021(10) C4 0.088(15) 0.080(16) 0.039(9) -0.020(10) 0.019(10) -0.026(12) C5 0.065(13) 0.11(2) 0.058(12) -0.017(13) 0.008(10) -0.020(13) C6 0.087(15) 0.12(2) 0.053(11) 0.014(12) 0.037(11) 0.031(14) C7 0.14(2) 0.097(19) 0.068(14) -0.025(13) 0.069(16) -0.041(17) C8 0.060(12) 0.13(2) 0.078(14) -0.045(15) 0.041(11) -0.029(13) C9 0.064(15) 0.12(2) 0.15(3) -0.02(2) 0.055(17) 0.002(15) C10 0.106(18) 0.103(19) 0.066(13) -0.017(13) 0.047(13) -0.015(15) C11 0.112(17) 0.083(16) 0.050(11) -0.009(11) 0.038(12) -0.017(13) C12 0.098(18) 0.11(2) 0.076(15) -0.025(14) 0.044(14) -0.015(15) C13 0.11(2) 0.13(3) 0.086(17) -0.014(17) 0.029(17) 0.008(19) C14 0.074(13) 0.075(15) 0.088(15) 0.021(12) 0.043(12) 0.020(11) C15 0.15(3) 0.11(2) 0.103(19) -0.024(17) 0.067(19) -0.03(2) _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 Cu1 O1 2.26(3) . ? Cu1 C7 2.52(3) 2_655 ? Cu1 C7 2.52(3) . ? Cu1 I1 2.970(3) 2_655 ? Cu1 I1 2.970(3) . ? Hg1 I2 2.7328(18) 2_655 ? Hg1 I2 2.7329(18) . ? Hg1 I1 2.8660(19) 2_655 ? Hg1 I1 2.8661(19) . ? S1 O3 1.485(17) . ? S1 C14 1.70(2) . ? S1 C15 1.77(3) . ? O1 C9 1.41(3) . ? O1 C9 1.41(3) 2_655 ? N1 C7 1.22(3) . ? N1 C1 1.40(2) . ? N1 C10 1.44(3) . ? N2 C7 1.36(3) . ? N2 C2 1.39(2) . ? N2 C8 1.44(3) . ? C1 C2 1.34(3) . ? C1 C6 1.37(3) . ? C2 C3 1.42(3) . ? C3 C4 1.35(3) . ? C3 H3 0.9300 . ? C4 C5 1.35(3) . ? C4 H4 0.9300 . ? C5 C6 1.42(3) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C8 C9 1.503(10) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.50(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.57(3) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.48(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? 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 O1 Cu1 C7 81.4(7) . 2_655 ? O1 Cu1 C7 81.4(7) . . ? C7 Cu1 C7 162.8(13) 2_655 . ? O1 Cu1 I1 128.36(6) . 2_655 ? C7 Cu1 I1 90.9(5) 2_655 2_655 ? C7 Cu1 I1 99.7(6) . 2_655 ? O1 Cu1 I1 128.36(6) . . ? C7 Cu1 I1 99.7(6) 2_655 . ? C7 Cu1 I1 90.9(5) . . ? I1 Cu1 I1 103.28(13) 2_655 . ? I2 Hg1 I2 123.63(10) 2_655 . ? I2 Hg1 I1 104.73(5) 2_655 2_655 ? I2 Hg1 I1 107.24(5) . 2_655 ? I2 Hg1 I1 107.24(5) 2_655 . ? I2 Hg1 I1 104.73(5) . . ? I1 Hg1 I1 108.70(9) 2_655 . ? Hg1 I1 Cu1 74.01(7) . . ? O3 S1 C14 106.0(10) . . ? O3 S1 C15 105.1(13) . . ? C14 S1 C15 102.9(13) . . ? C9 O1 C9 113(3) . 2_655 ? C9 O1 Cu1 123.5(14) . . ? C9 O1 Cu1 123.5(14) 2_655 . ? C7 N1 C1 105.3(19) . . ? C7 N1 C10 128(2) . . ? C1 N1 C10 127(2) . . ? C7 N2 C2 102.6(18) . . ? C7 N2 C8 130.3(19) . . ? C2 N2 C8 126.9(17) . . ? C2 C1 C6 121.9(18) . . ? C2 C1 N1 108.4(17) . . ? C6 C1 N1 130(2) . . ? C1 C2 N2 107.3(16) . . ? C1 C2 C3 122.2(17) . . ? N2 C2 C3 130.4(18) . . ? C4 C3 C2 116.1(19) . . ? C4 C3 H3 121.9 . . ? C2 C3 H3 121.9 . . ? C3 C4 C5 122.5(19) . . ? C3 C4 H4 118.7 . . ? C5 C4 H4 118.7 . . ? C4 C5 C6 122(2) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C1 C6 C5 116(2) . . ? C1 C6 H6 122.2 . . ? C5 C6 H6 122.2 . . ? N1 C7 N2 116(2) . . ? N1 C7 Cu1 139.8(17) . . ? N2 C7 Cu1 102.1(18) . . ? N2 C8 C9 111.0(16) . . ? N2 C8 H8A 109.4 . . ? C9 C8 H8A 109.4 . . ? N2 C8 H8B 109.4 . . ? C9 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? O1 C9 C8 108(2) . . ? O1 C9 H9A 110.1 . . ? C8 C9 H9A 110.1 . . ? O1 C9 H9B 110.1 . . ? C8 C9 H9B 110.1 . . ? H9A C9 H9B 108.5 . . ? N1 C10 C11 111(2) . . ? N1 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? N1 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C10 C11 C12 110.9(19) . . ? C10 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.0 . . ? C13 C12 C11 115(2) . . ? C13 C12 H12A 108.6 . . ? C11 C12 H12A 108.6 . . ? C13 C12 H12B 108.6 . . ? C11 C12 H12B 108.6 . . ? H12A C12 H12B 107.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? S1 C14 H14A 109.5 . . ? S1 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? S1 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? S1 C15 H15A 109.5 . . ? S1 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? S1 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? 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 I2 Hg1 I1 Cu1 -112.71(6) 2_655 . . . ? I2 Hg1 I1 Cu1 114.36(6) . . . . ? I1 Hg1 I1 Cu1 0.0 2_655 . . . ? O1 Cu1 I1 Hg1 180.0 . . . . ? C7 Cu1 I1 Hg1 -93.3(6) 2_655 . . . ? C7 Cu1 I1 Hg1 100.2(6) . . . . ? I1 Cu1 I1 Hg1 -0.001(1) 2_655 . . . ? C7 Cu1 O1 C9 -131.4(12) 2_655 . . . ? C7 Cu1 O1 C9 48.6(12) . . . . ? I1 Cu1 O1 C9 144.3(11) 2_655 . . . ? I1 Cu1 O1 C9 -35.7(11) . . . . ? C7 Cu1 O1 C9 48.6(12) 2_655 . . 2_655 ? C7 Cu1 O1 C9 -131.4(12) . . . 2_655 ? I1 Cu1 O1 C9 -35.7(11) 2_655 . . 2_655 ? I1 Cu1 O1 C9 144.3(11) . . . 2_655 ? C7 N1 C1 C2 -1(2) . . . . ? C10 N1 C1 C2 177.9(18) . . . . ? C7 N1 C1 C6 -178(2) . . . . ? C10 N1 C1 C6 1(3) . . . . ? C6 C1 C2 N2 176.7(17) . . . . ? N1 C1 C2 N2 -1(2) . . . . ? C6 C1 C2 C3 -2(3) . . . . ? N1 C1 C2 C3 -178.8(16) . . . . ? C7 N2 C2 C1 2(2) . . . . ? C8 N2 C2 C1 178.0(18) . . . . ? C7 N2 C2 C3 180(2) . . . . ? C8 N2 C2 C3 -4(3) . . . . ? C1 C2 C3 C4 1(3) . . . . ? N2 C2 C3 C4 -176.9(18) . . . . ? C2 C3 C4 C5 -1(3) . . . . ? C3 C4 C5 C6 2(3) . . . . ? C2 C1 C6 C5 2(3) . . . . ? N1 C1 C6 C5 178.7(19) . . . . ? C4 C5 C6 C1 -2(3) . . . . ? C1 N1 C7 N2 2(3) . . . . ? C10 N1 C7 N2 -176.6(18) . . . . ? C1 N1 C7 Cu1 -159(2) . . . . ? C10 N1 C7 Cu1 22(4) . . . . ? C2 N2 C7 N1 -3(3) . . . . ? C8 N2 C7 N1 -179(2) . . . . ? C2 N2 C7 Cu1 165.2(11) . . . . ? C8 N2 C7 Cu1 -11(2) . . . . ? O1 Cu1 C7 N1 126(3) . . . . ? C7 Cu1 C7 N1 126(3) 2_655 . . . ? I1 Cu1 C7 N1 -2(3) 2_655 . . . ? I1 Cu1 C7 N1 -106(3) . . . . ? O1 Cu1 C7 N2 -37.4(12) . . . . ? C7 Cu1 C7 N2 -37.4(12) 2_655 . . . ? I1 Cu1 C7 N2 -165.0(12) 2_655 . . . ? I1 Cu1 C7 N2 91.3(13) . . . . ? C7 N2 C8 C9 82(3) . . . . ? C2 N2 C8 C9 -93(2) . . . . ? C9 O1 C9 C8 174(2) 2_655 . . . ? Cu1 O1 C9 C8 -6(2) . . . . ? N2 C8 C9 O1 -66(2) . . . . ? C7 N1 C10 C11 -102(3) . . . . ? C1 N1 C10 C11 79(3) . . . . ? N1 C10 C11 C12 179.8(19) . . . . ? C10 C11 C12 C13 63(3) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.598 _refine_diff_density_min -1.785 _refine_diff_density_rms 0.185 data_90914c _database_code_depnum_ccdc_archive 'CCDC 760079' #TrackingRef '- complex 6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H36 Hg2 I6 N4 O' _chemical_formula_weight 1583.17 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' I I -0.4742 1.8119 '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 Orthorhombic _symmetry_space_group_name_H-M Pccn 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 13.4814(9) _cell_length_b 15.3581(11) _cell_length_c 19.0334(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3940.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8835 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 27.83 _exptl_crystal_description BLOCK _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 2.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2824 _exptl_absorpt_coefficient_mu 12.506 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.102 _exptl_absorpt_correction_T_max 0.135 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18567 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3479 _reflns_number_gt 2833 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. 18 restraints were used while dealing with C11, C12 and C13. The thermal parameters of atoms were refined with isotropy. ISOR 0.01 C11 C12 C13 ; _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^)+(0.0255P)^2^+15.7552P] 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 3479 _refine_ls_number_parameters 178 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0382 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0679 _refine_ls_wR_factor_gt 0.0627 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.994 _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 -0.001178(19) 0.96260(2) 0.398127(15) 0.06606(11) Uani 1 1 d . . . I1 I 0.16868(4) 0.95049(4) 0.32424(3) 0.07633(17) Uani 1 1 d . . . I2 I -0.16645(4) 0.90645(4) 0.33027(3) 0.07422(16) Uani 1 1 d . . . I3 I 0.01868(3) 0.87096(3) 0.53094(2) 0.05888(13) Uani 1 1 d . . . O1 O 0.7500 0.7500 0.5496(3) 0.0619(16) Uani 1 2 d S . . N1 N 0.9949(4) 0.6627(4) 0.4275(3) 0.0577(13) Uani 1 1 d . . . N2 N 0.8874(4) 0.6196(3) 0.5055(3) 0.0576(13) Uani 1 1 d . . . C1 C 1.0492(4) 0.6342(4) 0.4846(3) 0.0469(14) Uani 1 1 d . . . C2 C 0.9813(5) 0.6069(4) 0.5349(3) 0.0498(14) Uani 1 1 d . . . C3 C 1.0106(6) 0.5750(5) 0.5994(4) 0.0674(19) Uani 1 1 d . . . H3 H 0.9650 0.5572 0.6331 0.081 Uiso 1 1 calc R . . C4 C 1.1110(7) 0.5709(6) 0.6108(4) 0.084(2) Uani 1 1 d . . . H4 H 1.1345 0.5490 0.6532 0.101 Uiso 1 1 calc R . . C5 C 1.1778(6) 0.5987(6) 0.5605(5) 0.081(2) Uani 1 1 d . . . H5 H 1.2452 0.5963 0.5710 0.097 Uiso 1 1 calc R . . C6 C 1.1502(5) 0.6291(4) 0.4971(4) 0.0628(17) Uani 1 1 d . . . H6 H 1.1965 0.6459 0.4635 0.075 Uiso 1 1 calc R . . C7 C 0.9000(5) 0.6534(5) 0.4421(4) 0.0622(17) Uani 1 1 d . . . H7 H 0.8486 0.6685 0.4119 0.075 Uiso 1 1 calc R . . C8 C 0.7934(5) 0.6030(5) 0.5404(4) 0.071(2) Uani 1 1 d . . . H8A H 0.7974 0.5485 0.5659 0.085 Uiso 1 1 calc R . . H8B H 0.7415 0.5975 0.5054 0.085 Uiso 1 1 calc R . . C9 C 0.7672(5) 0.6751(5) 0.5906(4) 0.0662(18) Uani 1 1 d . . . H9A H 0.7082 0.6601 0.6171 0.079 Uiso 1 1 calc R . . H9B H 0.8212 0.6852 0.6232 0.079 Uiso 1 1 calc R . . C10 C 1.0357(6) 0.6989(5) 0.3609(4) 0.072(2) Uani 1 1 d . . . H10A H 1.0172 0.7598 0.3573 0.086 Uiso 1 1 calc R . . H10B H 1.1076 0.6959 0.3625 0.086 Uiso 1 1 calc R . . C11 C 1.0008(9) 0.6530(9) 0.2989(6) 0.137(4) Uani 1 1 d U . . H11A H 0.9304 0.6410 0.3035 0.164 Uiso 1 1 calc R . . H11B H 1.0353 0.5979 0.2947 0.164 Uiso 1 1 calc R . . C12 C 1.0212(9) 0.7146(10) 0.2247(7) 0.134(4) Uani 1 1 d U . . H12A H 0.9823 0.6948 0.1849 0.161 Uiso 1 1 calc R . . H12B H 1.0098 0.7762 0.2326 0.161 Uiso 1 1 calc R . . C13 C 1.1218(11) 0.6947(9) 0.2177(7) 0.154(5) Uani 1 1 d U . . H13A H 1.1570 0.7147 0.2584 0.231 Uiso 1 1 calc R . . H13B H 1.1478 0.7228 0.1766 0.231 Uiso 1 1 calc R . . H13C H 1.1297 0.6328 0.2132 0.231 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 0.05806(17) 0.0875(2) 0.05258(17) -0.00785(14) 0.00243(12) -0.00385(14) I1 0.0635(3) 0.1095(4) 0.0560(3) -0.0206(3) 0.0137(2) -0.0127(3) I2 0.0541(3) 0.0946(4) 0.0740(3) -0.0124(3) -0.0108(2) 0.0042(2) I3 0.0782(3) 0.0512(2) 0.0473(2) 0.00234(18) -0.0025(2) 0.0029(2) O1 0.053(4) 0.059(4) 0.073(4) 0.000 0.000 -0.004(3) N1 0.062(3) 0.061(3) 0.051(3) 0.001(3) 0.004(3) -0.008(3) N2 0.053(3) 0.052(3) 0.067(4) -0.001(3) 0.005(3) -0.007(2) C1 0.051(3) 0.044(3) 0.046(3) -0.006(3) 0.001(3) 0.004(3) C2 0.060(4) 0.043(3) 0.047(3) -0.003(3) 0.004(3) 0.005(3) C3 0.085(6) 0.061(4) 0.056(4) 0.003(3) 0.006(4) 0.012(4) C4 0.105(7) 0.087(6) 0.061(5) 0.001(4) -0.016(5) 0.026(5) C5 0.061(5) 0.089(6) 0.094(6) -0.012(5) -0.014(4) 0.015(4) C6 0.053(4) 0.063(4) 0.072(5) -0.012(4) 0.005(3) 0.005(3) C7 0.055(4) 0.068(4) 0.063(4) 0.002(4) -0.004(3) -0.002(3) C8 0.057(4) 0.064(4) 0.091(5) -0.003(4) 0.021(4) -0.006(3) C9 0.057(4) 0.066(4) 0.076(5) 0.005(4) 0.014(3) 0.002(3) C10 0.082(5) 0.079(5) 0.054(4) 0.011(4) 0.001(4) -0.013(4) C11 0.163(8) 0.149(8) 0.097(7) -0.014(6) 0.025(6) -0.051(7) C12 0.127(7) 0.163(8) 0.114(7) -0.036(7) 0.013(6) -0.008(7) C13 0.162(8) 0.165(9) 0.135(8) -0.027(7) -0.024(7) 0.022(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 I1 2.6937(6) . ? Hg1 I2 2.7160(6) . ? Hg1 I3 2.9005(6) 5_576 ? Hg1 I3 2.9056(5) . ? I3 Hg1 2.9006(6) 5_576 ? O1 C9 1.408(8) 2_665 ? O1 C9 1.408(8) . ? N1 C7 1.317(8) . ? N1 C1 1.382(8) . ? N1 C10 1.489(9) . ? N2 C7 1.325(8) . ? N2 C2 1.398(8) . ? N2 C8 1.453(8) . ? C1 C6 1.385(9) . ? C1 C2 1.389(8) . ? C2 C3 1.379(9) . ? C3 C4 1.372(10) . ? C3 H3 0.9300 . ? C4 C5 1.382(12) . ? C4 H4 0.9300 . ? C5 C6 1.347(10) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.504(10) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.454(13) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.722(18) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.396(15) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? 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 I1 Hg1 I2 115.293(19) . . ? I1 Hg1 I3 111.901(18) . 5_576 ? I2 Hg1 I3 115.748(18) . 5_576 ? I1 Hg1 I3 110.025(19) . . ? I2 Hg1 I3 109.606(18) . . ? I3 Hg1 I3 91.685(15) 5_576 . ? Hg1 I3 Hg1 88.315(15) 5_576 . ? C9 O1 C9 112.8(7) 2_665 . ? C7 N1 C1 108.3(5) . . ? C7 N1 C10 125.4(6) . . ? C1 N1 C10 126.3(6) . . ? C7 N2 C2 107.7(5) . . ? C7 N2 C8 126.6(6) . . ? C2 N2 C8 125.7(6) . . ? N1 C1 C6 132.4(6) . . ? N1 C1 C2 106.8(5) . . ? C6 C1 C2 120.8(6) . . ? C3 C2 C1 122.2(6) . . ? C3 C2 N2 131.7(6) . . ? C1 C2 N2 106.2(5) . . ? C4 C3 C2 116.0(7) . . ? C4 C3 H3 122.0 . . ? C2 C3 H3 122.0 . . ? C3 C4 C5 121.4(8) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C6 C5 C4 123.1(7) . . ? C6 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? C5 C6 C1 116.5(7) . . ? C5 C6 H6 121.7 . . ? C1 C6 H6 121.7 . . ? N1 C7 N2 111.1(6) . . ? N1 C7 H7 124.5 . . ? N2 C7 H7 124.5 . . ? N2 C8 C9 111.4(6) . . ? N2 C8 H8A 109.3 . . ? C9 C8 H8A 109.3 . . ? N2 C8 H8B 109.3 . . ? C9 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? O1 C9 C8 106.8(6) . . ? O1 C9 H9A 110.4 . . ? C8 C9 H9A 110.4 . . ? O1 C9 H9B 110.4 . . ? C8 C9 H9B 110.4 . . ? H9A C9 H9B 108.6 . . ? C11 C10 N1 113.0(7) . . ? C11 C10 H10A 109.0 . . ? N1 C10 H10A 109.0 . . ? C11 C10 H10B 109.0 . . ? N1 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C10 C11 C12 110.4(10) . . ? C10 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? C10 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? C13 C12 C11 96.5(12) . . ? C13 C12 H12A 112.5 . . ? C11 C12 H12A 112.5 . . ? C13 C12 H12B 112.5 . . ? C11 C12 H12B 112.5 . . ? H12A C12 H12B 110.0 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? 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 I1 Hg1 I3 Hg1 114.073(19) . . . 5_576 ? I2 Hg1 I3 Hg1 -118.153(19) . . . 5_576 ? I3 Hg1 I3 Hg1 0.0 5_576 . . 5_576 ? C7 N1 C1 C6 179.7(7) . . . . ? C10 N1 C1 C6 -1.0(11) . . . . ? C7 N1 C1 C2 0.0(7) . . . . ? C10 N1 C1 C2 179.3(6) . . . . ? N1 C1 C2 C3 -179.4(6) . . . . ? C6 C1 C2 C3 0.8(10) . . . . ? N1 C1 C2 N2 0.5(7) . . . . ? C6 C1 C2 N2 -179.3(5) . . . . ? C7 N2 C2 C3 179.1(7) . . . . ? C8 N2 C2 C3 2.2(11) . . . . ? C7 N2 C2 C1 -0.8(7) . . . . ? C8 N2 C2 C1 -177.7(6) . . . . ? C1 C2 C3 C4 -0.5(10) . . . . ? N2 C2 C3 C4 179.6(7) . . . . ? C2 C3 C4 C5 0.9(12) . . . . ? C3 C4 C5 C6 -1.8(13) . . . . ? C4 C5 C6 C1 2.0(12) . . . . ? N1 C1 C6 C5 178.8(7) . . . . ? C2 C1 C6 C5 -1.5(10) . . . . ? C1 N1 C7 N2 -0.5(8) . . . . ? C10 N1 C7 N2 -179.8(6) . . . . ? C2 N2 C7 N1 0.8(8) . . . . ? C8 N2 C7 N1 177.6(6) . . . . ? C7 N2 C8 C9 -97.9(8) . . . . ? C2 N2 C8 C9 78.4(8) . . . . ? C9 O1 C9 C8 -174.9(6) 2_665 . . . ? N2 C8 C9 O1 66.3(7) . . . . ? C7 N1 C10 C11 -55.8(11) . . . . ? C1 N1 C10 C11 125.0(9) . . . . ? N1 C10 C11 C12 163.2(8) . . . . ? C10 C11 C12 C13 79.4(13) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 2.193 _refine_diff_density_min -0.714 _refine_diff_density_rms 0.100 # Attachment '- complex 9.cif' data_090628c _database_code_depnum_ccdc_archive 'CCDC 800065' #TrackingRef '- complex 9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H38 Hg2 I3 N4 O4.50' _chemical_formula_weight 1380.58 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' I I -0.4742 1.8119 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.510(2) _cell_length_b 11.811(2) _cell_length_c 15.423(3) _cell_angle_alpha 84.823(3) _cell_angle_beta 87.271(3) _cell_angle_gamma 81.578(3) _cell_volume 2064.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4046 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 25.81 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.220 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272.0 _exptl_absorpt_coefficient_mu 9.713 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.035 _exptl_absorpt_correction_T_max 0.054 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10580 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0761 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 25.03 _reflns_number_total 7288 _reflns_number_gt 5461 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. 6 restraints were used while dealing with C17. The thermal parameters of atom were refined with isotropy. isor 0.005 c17 ; _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^)+(0.1109P)^2^+0.3456P] 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 7288 _refine_ls_number_parameters 452 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0801 _refine_ls_R_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.1789 _refine_ls_wR_factor_gt 0.1653 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.000 _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 0.27242(4) 0.30017(4) 0.25864(3) 0.03983(17) Uani 1 1 d . . . Hg2 Hg 0.39778(5) -0.06195(4) 0.27247(3) 0.05051(19) Uani 1 1 d . . . I1 I 0.36063(8) -0.06933(9) 0.44527(6) 0.0560(3) Uani 1 1 d . . . I2 I 0.20927(10) -0.01850(10) 0.17172(7) 0.0731(3) Uani 1 1 d . . . I3 I 0.58894(11) -0.19614(10) 0.20997(8) 0.0785(4) Uani 1 1 d . . . O1 O -0.0065(9) 0.4019(9) 0.2671(8) 0.070(3) Uani 1 1 d . . . O2 O 0.1448(11) 0.5571(9) 0.2675(8) 0.079(3) Uani 1 1 d . . . O3 O 0.4991(8) 0.2874(7) 0.2921(6) 0.048(2) Uani 1 1 d . . . O4 O 0.4433(7) 0.1371(7) 0.2413(6) 0.049(2) Uani 1 1 d . . . N1 N 0.2348(9) 0.2340(9) 0.4534(7) 0.046(3) Uani 1 1 d . . . N2 N 0.0848(8) 0.2037(8) 0.3823(6) 0.035(2) Uani 1 1 d . . . N3 N 0.3357(9) 0.5081(9) 0.1431(7) 0.044(2) Uani 1 1 d . . . N4 N 0.3082(8) 0.3751(8) 0.0621(7) 0.040(2) Uani 1 1 d . . . C1 C 0.2666(13) 0.4776(13) 0.4672(9) 0.053(3) Uani 1 1 d . . . H1 H 0.2186 0.4672 0.4226 0.064 Uiso 1 1 calc R . . C2 C 0.2676(16) 0.5854(13) 0.4924(11) 0.066(4) Uani 1 1 d . . . H2 H 0.2230 0.6479 0.4630 0.079 Uiso 1 1 calc R . . C3 C 0.3313(16) 0.6019(14) 0.5585(12) 0.067(4) Uani 1 1 d . . . H3 H 0.3289 0.6751 0.5768 0.081 Uiso 1 1 calc R . . C4 C 0.3976(15) 0.5144(18) 0.5976(11) 0.075(5) Uani 1 1 d . . . H4 H 0.4438 0.5271 0.6427 0.090 Uiso 1 1 calc R . . C5 C 0.4010(12) 0.4036(14) 0.5741(10) 0.059(4) Uani 1 1 d . . . H5 H 0.4475 0.3428 0.6039 0.071 Uiso 1 1 calc R . . C6 C 0.3356(11) 0.3845(11) 0.5067(8) 0.042(3) Uani 1 1 d . . . C7 C 0.3466(10) 0.2660(11) 0.4746(8) 0.043(3) Uani 1 1 d . . . H7A H 0.3986 0.2631 0.4233 0.051 Uiso 1 1 calc R . . H7B H 0.3824 0.2102 0.5192 0.051 Uiso 1 1 calc R . . C8 C 0.1534(11) 0.1957(10) 0.5130(8) 0.044(3) Uani 1 1 d . . . C9 C 0.1592(14) 0.1728(12) 0.6047(9) 0.058(4) Uani 1 1 d . . . H9 H 0.2236 0.1845 0.6351 0.070 Uiso 1 1 calc R . . C10 C 0.0623(14) 0.1320(12) 0.6455(9) 0.059(4) Uani 1 1 d . . . H10 H 0.0614 0.1162 0.7057 0.071 Uiso 1 1 calc R . . C11 C -0.0334(15) 0.1138(13) 0.6006(11) 0.068(5) Uani 1 1 d . . . H11 H -0.0956 0.0843 0.6310 0.082 Uiso 1 1 calc R . . C12 C -0.0385(12) 0.1385(11) 0.5114(10) 0.050(3) Uani 1 1 d . . . H12 H -0.1037 0.1283 0.4812 0.061 Uiso 1 1 calc R . . C13 C 0.0582(11) 0.1795(9) 0.4687(8) 0.038(3) Uani 1 1 d . . . C14 C 0.1943(11) 0.2370(9) 0.3733(8) 0.038(3) Uani 1 1 d . . . C15 C 0.0047(11) 0.2049(11) 0.3096(9) 0.047(3) Uani 1 1 d . . . H15A H 0.0509 0.1920 0.2562 0.057 Uiso 1 1 calc R . . H15B H -0.0421 0.1429 0.3213 0.057 Uiso 1 1 calc R . . C16 C -0.0741(12) 0.3154(14) 0.2980(10) 0.061(4) Uani 1 1 d . . . H16A H -0.1335 0.3100 0.2565 0.074 Uiso 1 1 calc R . . H16B H -0.1134 0.3338 0.3530 0.074 Uiso 1 1 calc R . . C17 C -0.044(2) 0.508(2) 0.2832(17) 0.114(7) Uani 1 1 d U . . H17A H -0.0497 0.5112 0.3459 0.136 Uiso 1 1 calc R . . H17B H -0.1220 0.5289 0.2612 0.136 Uiso 1 1 calc R . . C18 C 0.0271(16) 0.5906(14) 0.2475(17) 0.100(7) Uani 1 1 d . . . H18A H 0.0202 0.6004 0.1847 0.120 Uiso 1 1 calc R . . H18B H -0.0009 0.6639 0.2704 0.120 Uiso 1 1 calc R . . C19 C 0.2284(16) 0.6344(14) 0.2424(12) 0.074(5) Uani 1 1 d . . . H19A H 0.2384 0.6789 0.2908 0.089 Uiso 1 1 calc R . . H19B H 0.1992 0.6873 0.1940 0.089 Uiso 1 1 calc R . . C20 C 0.3400(15) 0.5715(13) 0.2176(10) 0.068(5) Uani 1 1 d . . . H20A H 0.3962 0.6250 0.2052 0.082 Uiso 1 1 calc R . . H20B H 0.3681 0.5185 0.2663 0.082 Uiso 1 1 calc R . . C21 C 0.3491(10) 0.5514(11) 0.0574(9) 0.046(3) Uani 1 1 d . . . C22 C 0.3773(11) 0.6588(13) 0.0210(10) 0.054(4) Uani 1 1 d . . . H22 H 0.3892 0.7172 0.0547 0.065 Uiso 1 1 calc R . . C23 C 0.3853(11) 0.6691(13) -0.0670(9) 0.055(4) Uani 1 1 d . . . H23 H 0.4039 0.7380 -0.0944 0.066 Uiso 1 1 calc R . . C24 C 0.3677(13) 0.5832(15) -0.1199(10) 0.066(4) Uani 1 1 d . . . H24 H 0.3746 0.5960 -0.1801 0.079 Uiso 1 1 calc R . . C25 C 0.3405(12) 0.4815(13) -0.0832(10) 0.059(4) Uani 1 1 d . . . H25 H 0.3292 0.4239 -0.1179 0.070 Uiso 1 1 calc R . . C26 C 0.3297(10) 0.4643(11) 0.0059(8) 0.044(3) Uani 1 1 d . . . C27 C 0.3086(10) 0.4025(10) 0.1445(8) 0.040(3) Uani 1 1 d . . . C28 C 0.2878(11) 0.2625(11) 0.0363(9) 0.045(3) Uani 1 1 d . . . H28A H 0.3105 0.2043 0.0832 0.054 Uiso 1 1 calc R . . H28B H 0.3379 0.2440 -0.0144 0.054 Uiso 1 1 calc R . . C29 C 0.1625(11) 0.2583(13) 0.0153(9) 0.054(4) Uani 1 1 d . . . C30 C 0.0698(13) 0.3290(14) 0.0491(12) 0.069(4) Uani 1 1 d . . . H30 H 0.0834 0.3899 0.0796 0.083 Uiso 1 1 calc R . . C31 C -0.0485(14) 0.3093(19) 0.0373(12) 0.084(6) Uani 1 1 d . . . H31 H -0.1116 0.3511 0.0655 0.101 Uiso 1 1 calc R . . C32 C -0.0661(17) 0.229(2) -0.0155(15) 0.102(7) Uani 1 1 d . . . H32 H -0.1425 0.2201 -0.0274 0.122 Uiso 1 1 calc R . . C33 C 0.023(2) 0.162(3) -0.0505(15) 0.129(10) Uani 1 1 d . . . H33 H 0.0073 0.1046 -0.0841 0.155 Uiso 1 1 calc R . . C34 C 0.1426(15) 0.1767(17) -0.0376(12) 0.079(5) Uani 1 1 d . . . H34 H 0.2048 0.1319 -0.0646 0.095 Uiso 1 1 calc R . . C35 C 0.5196(10) 0.1852(11) 0.2731(8) 0.041(3) Uani 1 1 d . . . C36 C 0.6379(12) 0.1217(13) 0.2843(11) 0.062(4) Uani 1 1 d . . . H36A H 0.6754 0.1523 0.3294 0.093 Uiso 1 1 calc R . . H36B H 0.6831 0.1292 0.2306 0.093 Uiso 1 1 calc R . . H36C H 0.6327 0.0421 0.3000 0.093 Uiso 1 1 calc R . . O5 O 0.546(4) 0.035(3) 0.020(2) 0.142(18) Uani 0.50 1 d P . . 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 0.0356(3) 0.0433(3) 0.0387(3) 0.0051(2) 0.0021(2) -0.0054(2) Hg2 0.0556(4) 0.0453(3) 0.0515(3) -0.0055(2) -0.0035(2) -0.0087(2) I1 0.0515(6) 0.0669(6) 0.0469(5) -0.0060(4) -0.0075(4) 0.0030(4) I2 0.0723(7) 0.0846(8) 0.0649(7) 0.0088(5) -0.0227(5) -0.0229(6) I3 0.0879(9) 0.0761(8) 0.0682(7) -0.0205(5) 0.0128(6) 0.0031(6) O1 0.058(7) 0.053(6) 0.093(8) 0.007(5) 0.007(6) 0.003(5) O2 0.091(9) 0.066(7) 0.081(8) 0.018(6) 0.008(6) -0.029(7) O3 0.049(5) 0.042(5) 0.055(6) -0.013(4) -0.005(4) -0.007(4) O4 0.036(5) 0.031(4) 0.081(7) -0.010(4) -0.007(4) 0.001(4) N1 0.047(6) 0.042(6) 0.050(7) -0.006(5) 0.002(5) -0.010(5) N2 0.032(5) 0.035(5) 0.039(6) -0.005(4) 0.003(4) -0.003(4) N3 0.040(6) 0.048(6) 0.040(6) 0.011(5) -0.002(5) -0.007(5) N4 0.030(5) 0.043(6) 0.041(6) 0.005(4) 0.004(4) 0.009(4) C1 0.055(9) 0.066(9) 0.035(7) -0.009(6) -0.011(6) 0.009(7) C2 0.086(12) 0.043(9) 0.065(10) 0.000(7) 0.007(9) 0.002(8) C3 0.081(12) 0.054(10) 0.071(11) -0.030(8) 0.015(9) -0.013(9) C4 0.055(10) 0.112(15) 0.068(11) -0.033(10) 0.010(8) -0.036(10) C5 0.046(8) 0.074(10) 0.058(9) -0.006(7) -0.002(7) -0.012(7) C6 0.038(7) 0.053(8) 0.036(7) -0.008(5) 0.019(5) -0.015(6) C7 0.029(6) 0.048(7) 0.046(7) 0.004(5) -0.005(5) 0.007(5) C8 0.045(8) 0.035(7) 0.046(7) 0.004(5) 0.015(6) 0.002(6) C9 0.069(10) 0.068(10) 0.038(8) -0.004(6) 0.001(7) -0.009(8) C10 0.073(11) 0.065(10) 0.036(8) 0.006(6) 0.011(7) -0.009(8) C11 0.072(11) 0.056(9) 0.069(11) 0.001(7) 0.040(9) -0.003(8) C12 0.039(7) 0.042(7) 0.068(10) -0.006(6) 0.018(6) -0.005(6) C13 0.043(7) 0.024(6) 0.043(7) 0.004(5) 0.012(5) -0.001(5) C14 0.049(7) 0.026(6) 0.038(7) -0.001(5) -0.011(5) 0.001(5) C15 0.043(8) 0.050(8) 0.050(8) 0.001(6) 0.002(6) -0.016(6) C16 0.043(8) 0.087(11) 0.052(9) 0.004(7) -0.005(7) -0.005(8) C17 0.110(8) 0.113(8) 0.116(8) -0.012(5) 0.000(5) -0.012(5) C18 0.064(12) 0.046(10) 0.18(2) -0.015(11) 0.010(13) 0.019(9) C19 0.090(13) 0.060(10) 0.073(11) -0.013(8) 0.012(9) -0.013(9) C20 0.089(13) 0.060(10) 0.063(10) 0.009(8) -0.021(9) -0.040(9) C21 0.028(6) 0.053(8) 0.054(8) 0.014(6) -0.001(6) -0.003(6) C22 0.041(8) 0.059(9) 0.059(9) 0.015(7) 0.002(6) -0.010(7) C23 0.030(7) 0.070(10) 0.055(9) 0.028(7) 0.003(6) 0.003(6) C24 0.066(10) 0.080(11) 0.048(9) 0.030(8) -0.012(7) -0.013(8) C25 0.051(9) 0.066(10) 0.053(9) 0.012(7) -0.008(7) 0.001(7) C26 0.023(6) 0.048(7) 0.050(8) 0.015(6) 0.012(5) 0.011(5) C27 0.023(6) 0.036(7) 0.057(8) 0.013(6) -0.007(5) 0.004(5) C28 0.036(7) 0.047(7) 0.051(8) -0.009(6) -0.005(6) 0.003(6) C29 0.029(7) 0.077(10) 0.049(8) 0.016(7) -0.005(6) 0.005(7) C30 0.040(9) 0.076(11) 0.090(13) -0.016(9) -0.006(8) 0.000(8) C31 0.038(9) 0.127(17) 0.077(12) 0.003(11) -0.011(8) 0.021(9) C32 0.054(12) 0.15(2) 0.108(17) -0.038(15) -0.028(12) 0.006(12) C33 0.107(18) 0.22(3) 0.084(16) -0.060(17) -0.042(13) -0.049(19) C34 0.058(11) 0.099(14) 0.084(13) -0.022(10) -0.022(9) -0.007(9) C35 0.034(7) 0.047(8) 0.042(7) 0.002(5) -0.008(5) -0.005(6) C36 0.047(9) 0.060(9) 0.078(11) -0.005(7) -0.016(7) 0.002(7) O5 0.21(5) 0.09(3) 0.09(3) 0.031(18) 0.06(3) 0.05(2) _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 C14 2.074(12) . ? Hg1 C27 2.104(12) . ? Hg1 O4 2.566(8) . ? Hg2 O4 2.483(8) . ? Hg2 I1 2.6747(12) . ? Hg2 I2 2.6901(12) . ? Hg2 I3 2.7082(13) . ? O1 C17 1.30(2) . ? O1 C16 1.409(17) . ? O2 C18 1.40(2) . ? O2 C19 1.437(18) . ? O3 C35 1.254(15) . ? O4 C35 1.254(14) . ? N1 C14 1.336(15) . ? N1 C8 1.378(15) . ? N1 C7 1.453(15) . ? N2 C13 1.367(15) . ? N2 C14 1.372(15) . ? N2 C15 1.482(16) . ? N3 C27 1.327(15) . ? N3 C21 1.383(16) . ? N3 C20 1.433(19) . ? N4 C27 1.340(16) . ? N4 C26 1.347(15) . ? N4 C28 1.476(15) . ? C1 C2 1.37(2) . ? C1 C6 1.371(18) . ? C1 H1 0.9300 . ? C2 C3 1.33(2) . ? C2 H2 0.9300 . ? C3 C4 1.31(2) . ? C3 H3 0.9300 . ? C4 C5 1.38(2) . ? C4 H4 0.9300 . ? C5 C6 1.366(19) . ? C5 H5 0.9300 . ? C6 C7 1.513(17) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C13 1.364(18) . ? C8 C9 1.418(18) . ? C9 C10 1.382(19) . ? C9 H9 0.9300 . ? C10 C11 1.38(2) . ? C10 H10 0.9300 . ? C11 C12 1.38(2) . ? C11 H11 0.9300 . ? C12 C13 1.392(16) . ? C12 H12 0.9300 . ? C15 C16 1.479(19) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.42(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.44(2) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C26 1.40(2) . ? C21 C22 1.416(18) . ? C22 C23 1.35(2) . ? C22 H22 0.9300 . ? C23 C24 1.40(2) . ? C23 H23 0.9300 . ? C24 C25 1.35(2) . ? C24 H24 0.9300 . ? C25 C26 1.373(19) . ? C25 H25 0.9300 . ? C28 C29 1.502(17) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.37(2) . ? C29 C34 1.37(2) . ? C30 C31 1.44(2) . ? C30 H30 0.9300 . ? C31 C32 1.35(3) . ? C31 H31 0.9300 . ? C32 C33 1.32(3) . ? C32 H32 0.9300 . ? C33 C34 1.44(3) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.465(18) . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? O5 O5 1.62(8) 2_655 ? 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 C14 Hg1 C27 163.0(4) . . ? C14 Hg1 O4 99.5(4) . . ? C27 Hg1 O4 97.5(4) . . ? O4 Hg2 I1 100.6(2) . . ? O4 Hg2 I2 92.0(2) . . ? I1 Hg2 I2 117.94(4) . . ? O4 Hg2 I3 104.5(2) . . ? I1 Hg2 I3 117.77(4) . . ? I2 Hg2 I3 116.99(4) . . ? C17 O1 C16 119.1(15) . . ? C18 O2 C19 119.2(13) . . ? C35 O4 Hg2 129.4(8) . . ? C35 O4 Hg1 96.3(7) . . ? Hg2 O4 Hg1 116.7(3) . . ? C14 N1 C8 109.0(11) . . ? C14 N1 C7 125.8(11) . . ? C8 N1 C7 125.2(11) . . ? C13 N2 C14 109.3(10) . . ? C13 N2 C15 126.0(10) . . ? C14 N2 C15 124.5(9) . . ? C27 N3 C21 109.0(11) . . ? C27 N3 C20 125.7(11) . . ? C21 N3 C20 125.1(11) . . ? C27 N4 C26 110.7(11) . . ? C27 N4 C28 124.8(10) . . ? C26 N4 C28 124.5(11) . . ? C2 C1 C6 120.9(14) . . ? C2 C1 H1 119.6 . . ? C6 C1 H1 119.6 . . ? C3 C2 C1 120.7(15) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C4 C3 C2 119.6(15) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 122.0(16) . . ? C3 C4 H4 119.0 . . ? C5 C4 H4 119.0 . . ? C6 C5 C4 119.4(15) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C5 C6 C1 117.3(12) . . ? C5 C6 C7 120.1(13) . . ? C1 C6 C7 122.4(12) . . ? N1 C7 C6 113.3(10) . . ? N1 C7 H7A 108.9 . . ? C6 C7 H7A 108.9 . . ? N1 C7 H7B 108.9 . . ? C6 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C13 C8 N1 107.9(11) . . ? C13 C8 C9 122.2(12) . . ? N1 C8 C9 129.9(13) . . ? C10 C9 C8 115.2(14) . . ? C10 C9 H9 122.4 . . ? C8 C9 H9 122.4 . . ? C11 C10 C9 122.7(13) . . ? C11 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? C10 C11 C12 121.3(13) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C11 C12 C13 117.2(14) . . ? C11 C12 H12 121.4 . . ? C13 C12 H12 121.4 . . ? C8 C13 N2 106.6(10) . . ? C8 C13 C12 121.4(12) . . ? N2 C13 C12 131.8(13) . . ? N1 C14 N2 107.1(10) . . ? N1 C14 Hg1 126.3(9) . . ? N2 C14 Hg1 126.1(8) . . ? C16 C15 N2 111.5(11) . . ? C16 C15 H15A 109.3 . . ? N2 C15 H15A 109.3 . . ? C16 C15 H15B 109.3 . . ? N2 C15 H15B 109.3 . . ? H15A C15 H15B 108.0 . . ? O1 C16 C15 108.7(11) . . ? O1 C16 H16A 110.0 . . ? C15 C16 H16A 110.0 . . ? O1 C16 H16B 110.0 . . ? C15 C16 H16B 110.0 . . ? H16A C16 H16B 108.3 . . ? O1 C17 C18 116(2) . . ? O1 C17 H17A 108.3 . . ? C18 C17 H17A 108.3 . . ? O1 C17 H17B 108.3 . . ? C18 C17 H17B 108.3 . . ? H17A C17 H17B 107.4 . . ? O2 C18 C17 111.1(18) . . ? O2 C18 H18A 109.4 . . ? C17 C18 H18A 109.4 . . ? O2 C18 H18B 109.4 . . ? C17 C18 H18B 109.4 . . ? H18A C18 H18B 108.0 . . ? O2 C19 C20 110.5(13) . . ? O2 C19 H19A 109.5 . . ? C20 C19 H19A 109.5 . . ? O2 C19 H19B 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? N3 C20 C19 113.8(13) . . ? N3 C20 H20A 108.8 . . ? C19 C20 H20A 108.8 . . ? N3 C20 H20B 108.8 . . ? C19 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? N3 C21 C26 106.3(11) . . ? N3 C21 C22 131.2(14) . . ? C26 C21 C22 122.5(13) . . ? C23 C22 C21 114.2(15) . . ? C23 C22 H22 122.9 . . ? C21 C22 H22 122.9 . . ? C22 C23 C24 124.4(13) . . ? C22 C23 H23 117.8 . . ? C24 C23 H23 117.8 . . ? C25 C24 C23 120.0(14) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 119.3(15) . . ? C24 C25 H25 120.4 . . ? C26 C25 H25 120.4 . . ? N4 C26 C25 134.4(14) . . ? N4 C26 C21 105.9(11) . . ? C25 C26 C21 119.6(12) . . ? N3 C27 N4 108.1(10) . . ? N3 C27 Hg1 124.5(10) . . ? N4 C27 Hg1 127.4(9) . . ? N4 C28 C29 113.6(11) . . ? N4 C28 H28A 108.8 . . ? C29 C28 H28A 108.8 . . ? N4 C28 H28B 108.8 . . ? C29 C28 H28B 108.8 . . ? H28A C28 H28B 107.7 . . ? C30 C29 C34 120.0(14) . . ? C30 C29 C28 122.8(15) . . ? C34 C29 C28 117.2(14) . . ? C29 C30 C31 120.0(17) . . ? C29 C30 H30 120.0 . . ? C31 C30 H30 120.0 . . ? C32 C31 C30 118.7(18) . . ? C32 C31 H31 120.7 . . ? C30 C31 H31 120.7 . . ? C33 C32 C31 121.7(19) . . ? C33 C32 H32 119.2 . . ? C31 C32 H32 119.2 . . ? C32 C33 C34 121(2) . . ? C32 C33 H33 119.5 . . ? C34 C33 H33 119.5 . . ? C29 C34 C33 118.2(19) . . ? C29 C34 H34 120.9 . . ? C33 C34 H34 120.9 . . ? O4 C35 O3 122.0(11) . . ? O4 C35 C36 118.8(12) . . ? O3 C35 C36 119.1(11) . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? 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 I1 Hg2 O4 C35 54.9(11) . . . . ? I2 Hg2 O4 C35 173.8(10) . . . . ? I3 Hg2 O4 C35 -67.6(11) . . . . ? I1 Hg2 O4 Hg1 -70.0(4) . . . . ? I2 Hg2 O4 Hg1 48.9(4) . . . . ? I3 Hg2 O4 Hg1 167.5(3) . . . . ? C14 Hg1 O4 C35 -98.1(8) . . . . ? C27 Hg1 O4 C35 83.0(8) . . . . ? C14 Hg1 O4 Hg2 42.4(5) . . . . ? C27 Hg1 O4 Hg2 -136.5(5) . . . . ? C6 C1 C2 C3 -3(2) . . . . ? C1 C2 C3 C4 3(3) . . . . ? C2 C3 C4 C5 -2(3) . . . . ? C3 C4 C5 C6 2(2) . . . . ? C4 C5 C6 C1 -1.7(19) . . . . ? C4 C5 C6 C7 174.3(12) . . . . ? C2 C1 C6 C5 3(2) . . . . ? C2 C1 C6 C7 -173.5(13) . . . . ? C14 N1 C7 C6 101.0(14) . . . . ? C8 N1 C7 C6 -78.8(14) . . . . ? C5 C6 C7 N1 139.8(12) . . . . ? C1 C6 C7 N1 -44.4(16) . . . . ? C14 N1 C8 C13 -2.6(14) . . . . ? C7 N1 C8 C13 177.3(11) . . . . ? C14 N1 C8 C9 176.5(13) . . . . ? C7 N1 C8 C9 -4(2) . . . . ? C13 C8 C9 C10 1(2) . . . . ? N1 C8 C9 C10 -178.4(13) . . . . ? C8 C9 C10 C11 0(2) . . . . ? C9 C10 C11 C12 -2(2) . . . . ? C10 C11 C12 C13 2(2) . . . . ? N1 C8 C13 N2 2.3(13) . . . . ? C9 C8 C13 N2 -176.8(11) . . . . ? N1 C8 C13 C12 178.7(11) . . . . ? C9 C8 C13 C12 -0.5(19) . . . . ? C14 N2 C13 C8 -1.3(13) . . . . ? C15 N2 C13 C8 -175.9(11) . . . . ? C14 N2 C13 C12 -177.1(13) . . . . ? C15 N2 C13 C12 8(2) . . . . ? C11 C12 C13 C8 -0.7(19) . . . . ? C11 C12 C13 N2 174.6(12) . . . . ? C8 N1 C14 N2 1.8(13) . . . . ? C7 N1 C14 N2 -178.1(11) . . . . ? C8 N1 C14 Hg1 174.6(8) . . . . ? C7 N1 C14 Hg1 -5.3(17) . . . . ? C13 N2 C14 N1 -0.3(12) . . . . ? C15 N2 C14 N1 174.5(10) . . . . ? C13 N2 C14 Hg1 -173.1(8) . . . . ? C15 N2 C14 Hg1 1.6(16) . . . . ? C27 Hg1 C14 N1 -109.6(17) . . . . ? O4 Hg1 C14 N1 74.1(10) . . . . ? C27 Hg1 C14 N2 62(2) . . . . ? O4 Hg1 C14 N2 -114.4(9) . . . . ? C13 N2 C15 C16 83.0(14) . . . . ? C14 N2 C15 C16 -90.9(14) . . . . ? C17 O1 C16 C15 -153.7(18) . . . . ? N2 C15 C16 O1 68.5(14) . . . . ? C16 O1 C17 C18 -177.9(18) . . . . ? C19 O2 C18 C17 -175.3(18) . . . . ? O1 C17 C18 O2 -50(3) . . . . ? C18 O2 C19 C20 -144.5(17) . . . . ? C27 N3 C20 C19 -86.7(17) . . . . ? C21 N3 C20 C19 87.4(16) . . . . ? O2 C19 C20 N3 62.7(18) . . . . ? C27 N3 C21 C26 -0.6(13) . . . . ? C20 N3 C21 C26 -175.5(12) . . . . ? C27 N3 C21 C22 179.8(13) . . . . ? C20 N3 C21 C22 5(2) . . . . ? N3 C21 C22 C23 178.6(13) . . . . ? C26 C21 C22 C23 -0.9(18) . . . . ? C21 C22 C23 C24 0(2) . . . . ? C22 C23 C24 C25 0(2) . . . . ? C23 C24 C25 C26 0(2) . . . . ? C27 N4 C26 C25 178.8(13) . . . . ? C28 N4 C26 C25 -1(2) . . . . ? C27 N4 C26 C21 2.4(13) . . . . ? C28 N4 C26 C21 -177.3(10) . . . . ? C24 C25 C26 N4 -177.3(14) . . . . ? C24 C25 C26 C21 -1(2) . . . . ? N3 C21 C26 N4 -1.0(13) . . . . ? C22 C21 C26 N4 178.6(11) . . . . ? N3 C21 C26 C25 -178.1(11) . . . . ? C22 C21 C26 C25 1.5(19) . . . . ? C21 N3 C27 N4 2.1(13) . . . . ? C20 N3 C27 N4 176.9(12) . . . . ? C21 N3 C27 Hg1 -177.6(8) . . . . ? C20 N3 C27 Hg1 -2.8(18) . . . . ? C26 N4 C27 N3 -2.8(13) . . . . ? C28 N4 C27 N3 176.8(10) . . . . ? C26 N4 C27 Hg1 176.8(8) . . . . ? C28 N4 C27 Hg1 -3.5(16) . . . . ? C14 Hg1 C27 N3 66.0(19) . . . . ? O4 Hg1 C27 N3 -117.7(9) . . . . ? C14 Hg1 C27 N4 -113.6(17) . . . . ? O4 Hg1 C27 N4 62.7(10) . . . . ? C27 N4 C28 C29 95.5(14) . . . . ? C26 N4 C28 C29 -84.9(14) . . . . ? N4 C28 C29 C30 -25.3(19) . . . . ? N4 C28 C29 C34 157.0(13) . . . . ? C34 C29 C30 C31 7(2) . . . . ? C28 C29 C30 C31 -170.5(14) . . . . ? C29 C30 C31 C32 -7(3) . . . . ? C30 C31 C32 C33 6(4) . . . . ? C31 C32 C33 C34 -3(4) . . . . ? C30 C29 C34 C33 -5(3) . . . . ? C28 C29 C34 C33 172.9(17) . . . . ? C32 C33 C34 C29 3(4) . . . . ? Hg2 O4 C35 O3 -139.9(10) . . . . ? Hg1 O4 C35 O3 -7.3(13) . . . . ? Hg2 O4 C35 C36 43.3(17) . . . . ? Hg1 O4 C35 C36 175.9(11) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 2.717 _refine_diff_density_min -2.781 _refine_diff_density_rms 0.258 # Attachment '- complex 11.cif' data_090524b _database_code_depnum_ccdc_archive 'CCDC 800066' #TrackingRef '- complex 11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H33 Hg2 I4 N4 O2.50 S0.50' _chemical_formula_weight 1378.38 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' S S 0.1246 0.1234 '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' 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 13.5458(8) _cell_length_b 18.2469(11) _cell_length_c 16.9521(10) _cell_angle_alpha 90.00 _cell_angle_beta 111.1540(10) _cell_angle_gamma 90.00 _cell_volume 3907.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5155 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 24.14 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.343 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2492 _exptl_absorpt_coefficient_mu 11.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.063 _exptl_absorpt_correction_T_max 0.109 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19742 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6891 _reflns_number_gt 5329 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. 34 restraints were used while dealing with O3, S1 and C27, S1, C28, S1. The O-S and C-S distances were restrained to 1.34 \%A and 1.86 \%A, respectively. The distances of O3, C27 and O3, C28 are equal by the restraint. The thermal parameters of atoms were refined with isotropy. dfix 1.34 0.01 o3 s1 dfix 1.86 0.01 c27 s1 c28 s1 sadi 0.001 o3 c27 o3 c28 isor 0.005 c13 s1 o3 c27 c28 ; _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^)+(0.0419P)^2^+10.3570P] 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 SHELXL _refine_ls_extinction_coef 0.00014(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6889 _refine_ls_number_parameters 380 _refine_ls_number_restraints 34 _refine_ls_R_factor_all 0.0497 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0931 _refine_ls_wR_factor_gt 0.0859 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.044 _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 0.71641(3) 0.41076(2) 0.27850(2) 0.04823(12) Uani 1 1 d . . . Hg2 Hg 0.74105(3) 0.64684(2) 0.24275(2) 0.05882(13) Uani 1 1 d . . . I1 I 0.55146(5) 0.56357(3) 0.19865(4) 0.05813(18) Uani 1 1 d . . . I2 I 0.77318(5) 0.69944(4) 0.40351(4) 0.05978(18) Uani 1 1 d . . . I3 I 0.88769(5) 0.53825(3) 0.23971(4) 0.05883(18) Uani 1 1 d . . . I4 I 0.74017(6) 0.75967(4) 0.13619(4) 0.0765(2) Uani 1 1 d . . . O1 O 0.8323(6) 0.2699(4) 0.3459(4) 0.076(2) Uani 1 1 d . . . O2 O 0.6187(5) 0.2837(4) 0.3189(4) 0.0711(19) Uani 1 1 d . . . N1 N 0.7999(6) 0.4625(4) 0.4639(4) 0.0493(18) Uani 1 1 d . . . N2 N 0.9174(6) 0.4030(4) 0.4349(4) 0.0487(17) Uani 1 1 d . . . N3 N 0.5062(6) 0.3554(4) 0.1563(5) 0.0524(19) Uani 1 1 d . . . N4 N 0.6078(6) 0.3801(4) 0.0873(4) 0.0486(17) Uani 1 1 d . . . C1 C 0.6450(9) 0.4897(6) 0.5853(7) 0.074(3) Uani 1 1 d . . . H1 H 0.6805 0.5333 0.6060 0.089 Uiso 1 1 calc R . . C2 C 0.5928(12) 0.4541(9) 0.6303(8) 0.099(4) Uani 1 1 d . . . H2 H 0.5948 0.4731 0.6818 0.119 Uiso 1 1 calc R . . C3 C 0.5387(11) 0.3920(9) 0.6003(10) 0.099(5) Uani 1 1 d . . . H3 H 0.5030 0.3688 0.6310 0.119 Uiso 1 1 calc R . . C4 C 0.5358(10) 0.3632(7) 0.5273(9) 0.091(4) Uani 1 1 d . . . H4 H 0.4973 0.3207 0.5069 0.109 Uiso 1 1 calc R . . C5 C 0.5908(9) 0.3973(6) 0.4810(7) 0.076(3) Uani 1 1 d . . . H5 H 0.5904 0.3763 0.4309 0.091 Uiso 1 1 calc R . . C6 C 0.6452(7) 0.4612(5) 0.5093(5) 0.053(2) Uani 1 1 d . . . C7 C 0.7017(8) 0.4993(5) 0.4577(6) 0.056(2) Uani 1 1 d . . . H7A H 0.6549 0.5008 0.3989 0.068 Uiso 1 1 calc R . . H7B H 0.7174 0.5494 0.4773 0.068 Uiso 1 1 calc R . . C8 C 0.8869(8) 0.4573(6) 0.5376(6) 0.061(3) Uani 1 1 d . . . H8 H 0.8937 0.4766 0.5901 0.074 Uiso 1 1 calc R . . C9 C 0.9586(8) 0.4197(6) 0.5192(5) 0.059(3) Uani 1 1 d . . . H9 H 1.0254 0.4068 0.5568 0.071 Uiso 1 1 calc R . . C10 C 0.8197(7) 0.4295(5) 0.4012(5) 0.045(2) Uani 1 1 d . . . C11 C 0.9697(7) 0.3590(5) 0.3898(7) 0.064(3) Uani 1 1 d . . . H11A H 1.0457 0.3652 0.4162 0.077 Uiso 1 1 calc R . . H11B H 0.9483 0.3761 0.3318 0.077 Uiso 1 1 calc R . . C12 C 0.9424(8) 0.2787(6) 0.3903(7) 0.075(3) Uani 1 1 d . . . H12A H 0.9818 0.2501 0.3634 0.090 Uiso 1 1 calc R . . H12B H 0.9610 0.2616 0.4481 0.090 Uiso 1 1 calc R . . C13 C 0.7791(13) 0.2279(10) 0.3897(11) 0.130(5) Uani 1 1 d U . . H13A H 0.8124 0.1801 0.4032 0.156 Uiso 1 1 calc R . . H13B H 0.7870 0.2522 0.4425 0.156 Uiso 1 1 calc R . . C14 C 0.6716(12) 0.2185(8) 0.3429(11) 0.145(7) Uani 1 1 d . . . H14A H 0.6638 0.1900 0.2927 0.174 Uiso 1 1 calc R . . H14B H 0.6396 0.1910 0.3764 0.174 Uiso 1 1 calc R . . C15 C 0.5084(7) 0.2755(5) 0.2736(6) 0.062(3) Uani 1 1 d . . . H15A H 0.4723 0.2659 0.3126 0.074 Uiso 1 1 calc R . . H15B H 0.4958 0.2345 0.2348 0.074 Uiso 1 1 calc R . . C16 C 0.4670(7) 0.3452(5) 0.2252(6) 0.060(3) Uani 1 1 d . . . H16A H 0.3902 0.3438 0.2023 0.073 Uiso 1 1 calc R . . H16B H 0.4884 0.3866 0.2635 0.073 Uiso 1 1 calc R . . C17 C 0.4496(8) 0.3399(6) 0.0730(6) 0.070(3) Uani 1 1 d . . . H17 H 0.3805 0.3224 0.0506 0.084 Uiso 1 1 calc R . . C18 C 0.5139(8) 0.3550(5) 0.0298(6) 0.061(3) Uani 1 1 d . . . H18 H 0.4975 0.3494 -0.0281 0.073 Uiso 1 1 calc R . . C19 C 0.6031(7) 0.3802(4) 0.1653(5) 0.045(2) Uani 1 1 d . . . C20 C 0.7018(7) 0.3963(5) 0.0690(6) 0.056(2) Uani 1 1 d . . . H20A H 0.7306 0.4429 0.0945 0.067 Uiso 1 1 calc R . . H20B H 0.6828 0.4008 0.0083 0.067 Uiso 1 1 calc R . . C21 C 0.7855(8) 0.3379(5) 0.1017(6) 0.056(2) Uani 1 1 d . . . C22 C 0.7598(9) 0.2665(6) 0.1150(8) 0.079(3) Uani 1 1 d . . . H22 H 0.6893 0.2545 0.1038 0.095 Uiso 1 1 calc R . . C23 C 0.8374(14) 0.2118(8) 0.1449(9) 0.105(4) Uani 1 1 d . . . H23 H 0.8178 0.1642 0.1522 0.126 Uiso 1 1 calc R . . C24 C 0.9395(13) 0.2283(9) 0.1628(10) 0.107(5) Uani 1 1 d . . . H24 H 0.9913 0.1923 0.1817 0.128 Uiso 1 1 calc R . . C25 C 0.9660(10) 0.2984(10) 0.1529(9) 0.112(5) Uani 1 1 d . . . H25 H 1.0371 0.3103 0.1671 0.134 Uiso 1 1 calc R . . C26 C 0.8883(10) 0.3543(7) 0.1215(9) 0.091(4) Uani 1 1 d . . . H26 H 0.9085 0.4019 0.1147 0.110 Uiso 1 1 calc R . . S1 S 0.2153(8) 0.4710(6) 0.0921(6) 0.140(3) Uani 0.50 1 d PDU A 1 O3 O 0.178(2) 0.5349(9) 0.0582(11) 0.180(11) Uani 0.50 1 d PDU A 1 C27 C 0.148(3) 0.4739(18) 0.1702(18) 0.146(13) Uani 0.50 1 d PDU A 1 H27A H 0.0730 0.4795 0.1450 0.219 Uiso 0.50 1 d PR A 1 H27B H 0.1776 0.5137 0.2086 0.219 Uiso 0.50 1 d PR A 1 H27C H 0.1647 0.4284 0.2005 0.219 Uiso 0.50 1 d PR A 1 C28 C 0.1268(19) 0.4159(12) 0.0055(13) 0.106(9) Uani 0.50 1 d PDU A 1 H28A H 0.0610 0.4406 -0.0231 0.159 Uiso 0.50 1 d PR A 1 H28B H 0.1135 0.3713 0.0302 0.159 Uiso 0.50 1 d PR A 1 H28C H 0.1601 0.4045 -0.0342 0.159 Uiso 0.50 1 d PR A 1 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 0.0445(2) 0.0568(2) 0.03930(19) -0.00218(15) 0.01026(15) -0.00575(16) Hg2 0.0672(3) 0.0594(2) 0.0509(2) 0.00394(17) 0.02262(19) 0.00452(19) I1 0.0576(4) 0.0495(3) 0.0682(4) 0.0055(3) 0.0237(3) 0.0031(3) I2 0.0624(4) 0.0679(4) 0.0464(3) -0.0038(3) 0.0164(3) 0.0093(3) I3 0.0591(4) 0.0595(4) 0.0589(4) -0.0047(3) 0.0224(3) 0.0030(3) I4 0.0765(5) 0.0850(5) 0.0632(4) 0.0251(4) 0.0195(4) -0.0070(4) O1 0.063(5) 0.086(5) 0.073(5) 0.007(4) 0.018(4) -0.007(4) O2 0.060(4) 0.077(5) 0.069(4) 0.005(4) 0.015(4) -0.016(4) N1 0.047(4) 0.061(5) 0.035(4) 0.010(3) 0.009(3) -0.005(4) N2 0.045(4) 0.055(4) 0.043(4) 0.007(3) 0.013(4) -0.003(4) N3 0.041(4) 0.059(5) 0.055(5) -0.001(4) 0.014(4) -0.003(4) N4 0.054(5) 0.054(4) 0.034(4) -0.002(3) 0.012(3) 0.002(4) C1 0.087(8) 0.073(7) 0.069(7) -0.002(6) 0.036(6) 0.013(6) C2 0.116(11) 0.130(12) 0.082(9) 0.011(9) 0.074(9) 0.006(10) C3 0.093(10) 0.111(12) 0.107(11) 0.055(10) 0.051(9) 0.023(9) C4 0.081(9) 0.074(8) 0.110(11) 0.028(8) 0.025(8) -0.007(7) C5 0.081(8) 0.070(7) 0.074(7) -0.010(6) 0.024(6) -0.012(6) C6 0.058(6) 0.054(6) 0.047(5) 0.016(4) 0.018(5) 0.012(5) C7 0.071(7) 0.046(5) 0.050(5) 0.010(4) 0.019(5) 0.006(5) C8 0.062(6) 0.080(7) 0.041(5) 0.000(5) 0.018(5) -0.014(6) C9 0.052(6) 0.081(7) 0.038(5) 0.009(5) 0.009(4) -0.005(5) C10 0.045(5) 0.048(5) 0.041(5) 0.004(4) 0.014(4) -0.010(4) C11 0.042(5) 0.074(7) 0.069(7) 0.002(5) 0.013(5) -0.003(5) C12 0.058(7) 0.087(8) 0.068(7) 0.000(6) 0.008(6) 0.021(6) C13 0.125(7) 0.127(7) 0.135(7) 0.023(5) 0.042(5) -0.005(5) C14 0.089(10) 0.101(11) 0.190(17) 0.081(11) -0.016(11) -0.027(9) C15 0.052(6) 0.070(7) 0.064(6) -0.002(5) 0.021(5) -0.022(5) C16 0.041(5) 0.077(7) 0.065(6) -0.016(5) 0.021(5) -0.007(5) C17 0.048(6) 0.090(8) 0.052(6) -0.006(5) -0.007(5) -0.009(6) C18 0.056(6) 0.076(7) 0.040(5) -0.008(5) 0.005(5) -0.014(5) C19 0.043(5) 0.039(5) 0.049(5) -0.003(4) 0.010(4) 0.002(4) C20 0.065(6) 0.057(6) 0.048(5) -0.002(4) 0.022(5) 0.004(5) C21 0.053(6) 0.065(6) 0.049(5) -0.010(5) 0.016(5) -0.008(5) C22 0.073(7) 0.058(7) 0.110(9) -0.008(6) 0.036(7) 0.004(6) C23 0.124(13) 0.078(9) 0.123(12) 0.003(8) 0.058(11) 0.015(9) C24 0.097(12) 0.087(10) 0.124(12) -0.017(9) 0.026(10) 0.028(9) C25 0.054(8) 0.152(15) 0.116(11) -0.041(11) 0.015(8) 0.009(9) C26 0.077(9) 0.079(8) 0.123(11) -0.039(8) 0.042(8) -0.017(7) S1 0.144(5) 0.129(5) 0.152(5) 0.028(4) 0.061(4) 0.000(4) O3 0.182(11) 0.181(12) 0.180(11) -0.002(5) 0.068(6) 0.005(5) C27 0.143(13) 0.147(13) 0.148(13) 0.002(5) 0.051(7) -0.004(5) C28 0.110(10) 0.103(10) 0.107(10) 0.005(5) 0.040(6) 0.006(5) _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 C19 2.055(8) . ? Hg1 C10 2.074(8) . ? Hg2 I4 2.7362(8) . ? Hg2 I2 2.7715(7) . ? Hg2 I3 2.8192(8) . ? Hg2 I1 2.8420(8) . ? O1 C12 1.416(12) . ? O1 C13 1.430(16) . ? O2 C14 1.373(15) . ? O2 C15 1.420(11) . ? N1 C10 1.330(11) . ? N1 C8 1.377(11) . ? N1 C7 1.460(11) . ? N2 C10 1.329(11) . ? N2 C9 1.368(11) . ? N2 C11 1.456(12) . ? N3 C19 1.344(11) . ? N3 C17 1.372(11) . ? N3 C16 1.458(11) . ? N4 C19 1.348(10) . ? N4 C18 1.373(11) . ? N4 C20 1.445(11) . ? C1 C2 1.376(16) . ? C1 C6 1.391(13) . ? C1 H1 0.9300 . ? C2 C3 1.346(19) . ? C2 H2 0.9300 . ? C3 C4 1.331(19) . ? C3 H3 0.9300 . ? C4 C5 1.408(16) . ? C4 H4 0.9300 . ? C5 C6 1.370(13) . ? C5 H5 0.9300 . ? C6 C7 1.522(12) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.315(13) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C11 C12 1.513(14) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.394(19) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.509(13) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.354(14) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C20 C21 1.508(13) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C26 1.344(14) . ? C21 C22 1.386(14) . ? C22 C23 1.405(17) . ? C22 H22 0.9300 . ? C23 C24 1.34(2) . ? C23 H23 0.9300 . ? C24 C25 1.36(2) . ? C24 H24 0.9300 . ? C25 C26 1.425(19) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? S1 O3 1.318(10) . ? S1 C28 1.827(10) . ? S1 C27 1.855(10) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? 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 C19 Hg1 C10 170.9(3) . . ? I4 Hg2 I2 110.51(3) . . ? I4 Hg2 I3 110.60(3) . . ? I2 Hg2 I3 113.56(2) . . ? I4 Hg2 I1 116.13(2) . . ? I2 Hg2 I1 104.49(2) . . ? I3 Hg2 I1 101.26(2) . . ? C12 O1 C13 114.6(10) . . ? C14 O2 C15 113.8(9) . . ? C10 N1 C8 109.9(8) . . ? C10 N1 C7 126.3(7) . . ? C8 N1 C7 123.8(8) . . ? C10 N2 C9 109.6(8) . . ? C10 N2 C11 125.0(7) . . ? C9 N2 C11 125.4(8) . . ? C19 N3 C17 110.3(8) . . ? C19 N3 C16 125.1(7) . . ? C17 N3 C16 124.6(8) . . ? C19 N4 C18 109.7(8) . . ? C19 N4 C20 124.6(7) . . ? C18 N4 C20 125.4(7) . . ? C2 C1 C6 120.7(12) . . ? C2 C1 H1 119.7 . . ? C6 C1 H1 119.7 . . ? C3 C2 C1 120.4(13) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C4 C3 C2 120.9(13) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 120.0(13) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C6 C5 C4 120.4(11) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C1 117.6(10) . . ? C5 C6 C7 120.3(9) . . ? C1 C6 C7 122.1(9) . . ? N1 C7 C6 112.6(7) . . ? N1 C7 H7A 109.1 . . ? C6 C7 H7A 109.1 . . ? N1 C7 H7B 109.1 . . ? C6 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? C9 C8 N1 106.5(8) . . ? C9 C8 H8 126.7 . . ? N1 C8 H8 126.7 . . ? C8 C9 N2 107.9(9) . . ? C8 C9 H9 126.1 . . ? N2 C9 H9 126.1 . . ? N2 C10 N1 106.2(7) . . ? N2 C10 Hg1 125.3(6) . . ? N1 C10 Hg1 128.2(6) . . ? N2 C11 C12 111.3(8) . . ? N2 C11 H11A 109.4 . . ? C12 C11 H11A 109.4 . . ? N2 C11 H11B 109.4 . . ? C12 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? O1 C12 C11 108.6(8) . . ? O1 C12 H12A 110.0 . . ? C11 C12 H12A 110.0 . . ? O1 C12 H12B 110.0 . . ? C11 C12 H12B 110.0 . . ? H12A C12 H12B 108.3 . . ? C14 C13 O1 112.9(13) . . ? C14 C13 H13A 109.0 . . ? O1 C13 H13A 109.0 . . ? C14 C13 H13B 109.0 . . ? O1 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? O2 C14 C13 112.9(13) . . ? O2 C14 H14A 109.0 . . ? C13 C14 H14A 109.0 . . ? O2 C14 H14B 109.0 . . ? C13 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? O2 C15 C16 108.5(7) . . ? O2 C15 H15A 110.0 . . ? C16 C15 H15A 110.0 . . ? O2 C15 H15B 110.0 . . ? C16 C15 H15B 110.0 . . ? H15A C15 H15B 108.4 . . ? N3 C16 C15 111.8(8) . . ? N3 C16 H16A 109.3 . . ? C15 C16 H16A 109.3 . . ? N3 C16 H16B 109.3 . . ? C15 C16 H16B 109.3 . . ? H16A C16 H16B 107.9 . . ? C18 C17 N3 106.6(9) . . ? C18 C17 H17 126.7 . . ? N3 C17 H17 126.7 . . ? C17 C18 N4 107.3(8) . . ? C17 C18 H18 126.4 . . ? N4 C18 H18 126.4 . . ? N3 C19 N4 106.2(7) . . ? N3 C19 Hg1 124.6(6) . . ? N4 C19 Hg1 129.2(6) . . ? N4 C20 C21 112.4(8) . . ? N4 C20 H20A 109.1 . . ? C21 C20 H20A 109.1 . . ? N4 C20 H20B 109.1 . . ? C21 C20 H20B 109.1 . . ? H20A C20 H20B 107.9 . . ? C26 C21 C22 117.9(11) . . ? C26 C21 C20 120.5(10) . . ? C22 C21 C20 121.6(9) . . ? C21 C22 C23 121.8(12) . . ? C21 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? C24 C23 C22 120.0(14) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 118.8(14) . . ? C23 C24 H24 120.6 . . ? C25 C24 H24 120.6 . . ? C24 C25 C26 122.0(13) . . ? C24 C25 H25 119.0 . . ? C26 C25 H25 119.0 . . ? C21 C26 C25 119.5(13) . . ? C21 C26 H26 120.3 . . ? C25 C26 H26 120.3 . . ? O3 S1 C28 95.6(12) . . ? O3 S1 C27 94.2(12) . . ? C28 S1 C27 103.9(15) . . ? S1 C27 H27A 113.6 . . ? S1 C27 H27B 108.5 . . ? H27A C27 H27B 109.5 . . ? S1 C27 H27C 106.3 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? S1 C28 H28A 111.5 . . ? S1 C28 H28B 106.7 . . ? H28A C28 H28B 109.5 . . ? S1 C28 H28C 110.1 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? 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 C6 C1 C2 C3 -2(2) . . . . ? C1 C2 C3 C4 1(2) . . . . ? C2 C3 C4 C5 1(2) . . . . ? C3 C4 C5 C6 -1.9(18) . . . . ? C4 C5 C6 C1 1.1(16) . . . . ? C4 C5 C6 C7 -178.0(10) . . . . ? C2 C1 C6 C5 0.6(16) . . . . ? C2 C1 C6 C7 179.7(10) . . . . ? C10 N1 C7 C6 114.9(9) . . . . ? C8 N1 C7 C6 -65.1(11) . . . . ? C5 C6 C7 N1 -75.5(11) . . . . ? C1 C6 C7 N1 105.4(10) . . . . ? C10 N1 C8 C9 -1.2(10) . . . . ? C7 N1 C8 C9 178.8(8) . . . . ? N1 C8 C9 N2 1.1(11) . . . . ? C10 N2 C9 C8 -0.7(11) . . . . ? C11 N2 C9 C8 -177.3(8) . . . . ? C9 N2 C10 N1 0.0(9) . . . . ? C11 N2 C10 N1 176.6(8) . . . . ? C9 N2 C10 Hg1 -173.6(6) . . . . ? C11 N2 C10 Hg1 3.0(12) . . . . ? C8 N1 C10 N2 0.8(10) . . . . ? C7 N1 C10 N2 -179.3(7) . . . . ? C8 N1 C10 Hg1 174.0(6) . . . . ? C7 N1 C10 Hg1 -6.0(12) . . . . ? C19 Hg1 C10 N2 101(2) . . . . ? C19 Hg1 C10 N1 -71(2) . . . . ? C10 N2 C11 C12 -85.4(11) . . . . ? C9 N2 C11 C12 90.6(11) . . . . ? C13 O1 C12 C11 -130.6(12) . . . . ? N2 C11 C12 O1 63.5(11) . . . . ? C12 O1 C13 C14 -178.1(14) . . . . ? C15 O2 C14 C13 -178.0(13) . . . . ? O1 C13 C14 O2 -57(2) . . . . ? C14 O2 C15 C16 -160.2(12) . . . . ? C19 N3 C16 C15 -78.8(11) . . . . ? C17 N3 C16 C15 100.2(10) . . . . ? O2 C15 C16 N3 69.1(10) . . . . ? C19 N3 C17 C18 0.5(11) . . . . ? C16 N3 C17 C18 -178.6(9) . . . . ? N3 C17 C18 N4 -0.6(11) . . . . ? C19 N4 C18 C17 0.5(11) . . . . ? C20 N4 C18 C17 174.1(9) . . . . ? C17 N3 C19 N4 -0.2(10) . . . . ? C16 N3 C19 N4 178.9(8) . . . . ? C17 N3 C19 Hg1 179.9(7) . . . . ? C16 N3 C19 Hg1 -1.0(12) . . . . ? C18 N4 C19 N3 -0.2(10) . . . . ? C20 N4 C19 N3 -173.8(8) . . . . ? C18 N4 C19 Hg1 179.7(7) . . . . ? C20 N4 C19 Hg1 6.1(12) . . . . ? C10 Hg1 C19 N3 29(3) . . . . ? C10 Hg1 C19 N4 -150.5(19) . . . . ? C19 N4 C20 C21 68.4(11) . . . . ? C18 N4 C20 C21 -104.3(10) . . . . ? N4 C20 C21 C26 -153.5(9) . . . . ? N4 C20 C21 C22 24.4(13) . . . . ? C26 C21 C22 C23 -2.5(17) . . . . ? C20 C21 C22 C23 179.5(11) . . . . ? C21 C22 C23 C24 1(2) . . . . ? C22 C23 C24 C25 1(2) . . . . ? C23 C24 C25 C26 -2(2) . . . . ? C22 C21 C26 C25 1.5(17) . . . . ? C20 C21 C26 C25 179.5(10) . . . . ? C24 C25 C26 C21 1(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.310 _refine_diff_density_min -0.680 _refine_diff_density_rms 0.136