# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Gerard Parkin' _publ_contact_author_email PARKIN@COLUMBIA.EDU _publ_section_title ; Molecular Structures of Protonated and Mercurated Derivatives of Thimerosal ; loop_ _publ_author_name 'Gerard Parkin' 'Wesley Sattler' 'Kevin Yurkerwich' # Attachment 'ProtThim_13S10_.cif' data_13s10 _database_code_depnum_ccdc_archive 'CCDC 715330' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H10 Hg O2 S' _chemical_formula_weight 382.82 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' 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' 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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 30.096(3) _cell_length_b 4.0444(4) _cell_length_c 33.472(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.1530(10) _cell_angle_gamma 90.00 _cell_volume 4073.4(7) _cell_formula_units_Z 16 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 9997 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 31.27 _exptl_crystal_description PLATE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2816 _exptl_absorpt_coefficient_mu 15.282 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.3102 _exptl_absorpt_correction_T_max 0.8622 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(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 64423 _diffrn_reflns_av_R_equivalents 0.0658 _diffrn_reflns_av_sigmaI/netI 0.0526 _diffrn_reflns_limit_h_min -43 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 31.29 _reflns_number_total 13211 _reflns_number_gt 10151 _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. ; _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^)+(0.0190P)^2^+4.0600P] 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 13211 _refine_ls_number_parameters 469 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0578 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0652 _refine_ls_wR_factor_gt 0.0598 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 0.902415(6) 0.00873(5) 0.074192(6) 0.01436(4) Uani 1 1 d . . . Hg2 Hg 0.862987(6) 0.06227(5) 0.180376(6) 0.01561(4) Uani 1 1 d . . . Hg3 Hg 0.637189(7) 0.38319(5) 0.316106(6) 0.01820(5) Uani 1 1 d . . . Hg4 Hg 0.588216(6) 0.43560(5) 0.422701(6) 0.01477(4) Uani 1 1 d . . . S1 S 0.93681(4) -0.3469(3) 0.12242(4) 0.0152(2) Uani 1 1 d . . . S2 S 0.82286(4) -0.2751(3) 0.13412(4) 0.0172(3) Uani 1 1 d . . . S3 S 0.66712(4) 0.7376(3) 0.36695(4) 0.0168(3) Uani 1 1 d . . . S4 S 0.55536(4) 0.7842(3) 0.37285(4) 0.0156(2) Uani 1 1 d . . . O11 O 1.04494(12) -0.5440(11) 0.03763(11) 0.0302(10) Uani 1 1 d . . . H11C H 1.0371 -0.5907 0.0141 0.045 Uiso 1 1 calc R . . O12 O 0.97847(13) -0.3026(11) 0.03724(11) 0.0306(10) Uani 1 1 d . . . O21 O 0.70634(12) -0.1777(11) 0.20916(12) 0.0338(11) Uani 1 1 d . . . H21C H 0.7106 -0.2226 0.2334 0.051 Uiso 1 1 calc R . . O22 O 0.77669(12) -0.0065(10) 0.21449(11) 0.0274(9) Uani 1 1 d . . . O31 O 0.78539(12) 0.8885(10) 0.29325(12) 0.0269(9) Uani 1 1 d . . . H31C H 0.7821 0.9191 0.2685 0.040 Uiso 1 1 calc R . . O32 O 0.71763(13) 0.6747(12) 0.28606(12) 0.0354(11) Uani 1 1 d . . . O41 O 0.45721(13) 1.1198(10) 0.46344(11) 0.0263(9) Uani 1 1 d . . . H41C H 0.4661 1.1421 0.4872 0.040 Uiso 1 1 calc R . . O42 O 0.51730(12) 0.7944(10) 0.46091(11) 0.0244(9) Uani 1 1 d . . . C11 C 0.87007(18) 0.2860(12) 0.02970(16) 0.0199(11) Uani 1 1 d . . . H11A H 0.8449 0.4040 0.0419 0.024 Uiso 1 1 calc R . . H11B H 0.8910 0.4554 0.0200 0.024 Uiso 1 1 calc R . . C12 C 0.85222(19) 0.0935(13) -0.00628(16) 0.0238(12) Uani 1 1 d . . . H12A H 0.8378 0.2462 -0.0252 0.036 Uiso 1 1 calc R . . H12B H 0.8306 -0.0706 0.0026 0.036 Uiso 1 1 calc R . . H12C H 0.8768 -0.0191 -0.0194 0.036 Uiso 1 1 calc R . . C21 C 0.90091(17) 0.3015(13) 0.22491(15) 0.0194(11) Uani 1 1 d . . . H21A H 0.9232 0.1444 0.2360 0.023 Uiso 1 1 calc R . . H21B H 0.9172 0.4875 0.2127 0.023 Uiso 1 1 calc R . . C22 C 0.87287(19) 0.4347(13) 0.25907(16) 0.0236(12) Uani 1 1 d . . . H22A H 0.8923 0.5435 0.2789 0.035 Uiso 1 1 calc R . . H22B H 0.8572 0.2512 0.2717 0.035 Uiso 1 1 calc R . . H22C H 0.8512 0.5945 0.2484 0.035 Uiso 1 1 calc R . . C31 C 0.60899(18) 0.1480(14) 0.26613(17) 0.0244(12) Uani 1 1 d . . . H31A H 0.6216 0.2464 0.2417 0.029 Uiso 1 1 calc R . . H31B H 0.6175 -0.0884 0.2668 0.029 Uiso 1 1 calc R . . C32 C 0.55862(17) 0.1724(14) 0.26337(17) 0.0244(12) Uani 1 1 d . . . H32A H 0.5478 0.0572 0.2393 0.037 Uiso 1 1 calc R . . H32B H 0.5498 0.4055 0.2620 0.037 Uiso 1 1 calc R . . H32C H 0.5458 0.0703 0.2870 0.037 Uiso 1 1 calc R . . C41 C 0.62218(18) 0.1644(13) 0.46703(15) 0.0192(11) Uani 1 1 d . . . H41A H 0.6015 -0.0034 0.4776 0.023 Uiso 1 1 calc R . . H41B H 0.6468 0.0441 0.4543 0.023 Uiso 1 1 calc R . . C42 C 0.64152(19) 0.3584(14) 0.50231(16) 0.0240(12) Uani 1 1 d . . . H42A H 0.6565 0.2061 0.5209 0.036 Uiso 1 1 calc R . . H42B H 0.6175 0.4731 0.5160 0.036 Uiso 1 1 calc R . . H42C H 0.6630 0.5208 0.4927 0.036 Uiso 1 1 calc R . . C51 C 0.99286(17) -0.2126(12) 0.12564(15) 0.0166(10) Uani 1 1 d . . . C52 C 1.00681(18) -0.0769(13) 0.16244(16) 0.0206(11) Uani 1 1 d . . . H52A H 0.9857 -0.0416 0.1827 0.025 Uiso 1 1 calc R . . C53 C 1.05083(19) 0.0058(14) 0.16944(16) 0.0241(12) Uani 1 1 d . . . H53A H 1.0595 0.0999 0.1944 0.029 Uiso 1 1 calc R . . C54 C 1.08236(18) -0.0454(14) 0.14101(17) 0.0256(12) Uani 1 1 d . . . H54A H 1.1126 0.0103 0.1463 0.031 Uiso 1 1 calc R . . C55 C 1.06944(18) -0.1804(14) 0.10423(16) 0.0234(12) Uani 1 1 d . . . H55A H 1.0911 -0.2206 0.0846 0.028 Uiso 1 1 calc R . . C56 C 1.02468(16) -0.2576(12) 0.09599(15) 0.0161(10) Uani 1 1 d . . . C57 C 1.01315(17) -0.3702(13) 0.05468(16) 0.0194(11) Uani 1 1 d . . . C61 C 0.77262(16) -0.0562(12) 0.12310(14) 0.0153(10) Uani 1 1 d . . . C62 C 0.76539(17) 0.0266(13) 0.08282(16) 0.0195(11) Uani 1 1 d . . . H62A H 0.7875 -0.0255 0.0639 0.023 Uiso 1 1 calc R . . C63 C 0.72672(18) 0.1827(14) 0.06999(17) 0.0246(12) Uani 1 1 d . . . H63A H 0.7226 0.2388 0.0426 0.029 Uiso 1 1 calc R . . C64 C 0.69410(19) 0.2568(14) 0.09723(17) 0.0250(12) Uani 1 1 d . . . H54B H 0.6677 0.3661 0.0886 0.030 Uiso 1 1 calc R . . C65 C 0.70000(17) 0.1719(13) 0.13680(17) 0.0225(12) Uani 1 1 d . . . H65A H 0.6771 0.2181 0.1551 0.027 Uiso 1 1 calc R . . C66 C 0.73933(16) 0.0181(12) 0.15068(15) 0.0175(10) Uani 1 1 d . . . C67 C 0.74372(17) -0.0571(13) 0.19393(16) 0.0202(11) Uani 1 1 d . . . C71 C 0.72161(16) 0.5824(12) 0.37543(15) 0.0159(10) Uani 1 1 d . . . C72 C 0.73081(18) 0.4450(13) 0.41294(16) 0.0216(11) Uani 1 1 d . . . H72A H 0.7073 0.4215 0.4313 0.026 Uiso 1 1 calc R . . C73 C 0.77310(19) 0.3418(14) 0.42429(17) 0.0262(13) Uani 1 1 d . . . H73A H 0.7783 0.2502 0.4501 0.031 Uiso 1 1 calc R . . C74 C 0.8076(2) 0.3722(14) 0.39815(18) 0.0285(13) Uani 1 1 d . . . H74A H 0.8367 0.3021 0.4059 0.034 Uiso 1 1 calc R . . C75 C 0.79970(17) 0.5056(14) 0.36054(17) 0.0232(12) Uani 1 1 d . . . H75A H 0.8236 0.5277 0.3426 0.028 Uiso 1 1 calc R . . C76 C 0.75717(17) 0.6083(12) 0.34849(16) 0.0177(10) Uani 1 1 d . . . C77 C 0.75096(18) 0.7258(13) 0.30673(16) 0.0209(11) Uani 1 1 d . . . C81 C 0.49671(16) 0.7299(12) 0.37284(15) 0.0150(10) Uani 1 1 d . . . C82 C 0.47683(18) 0.6263(13) 0.33690(15) 0.0202(11) Uani 1 1 d . . . H82A H 0.4953 0.5593 0.3157 0.024 Uiso 1 1 calc R . . C83 C 0.43148(18) 0.6175(14) 0.33099(17) 0.0253(12) Uani 1 1 d . . . H83A H 0.4193 0.5417 0.3062 0.030 Uiso 1 1 calc R . . C84 C 0.40368(18) 0.7183(14) 0.36083(17) 0.0238(12) Uani 1 1 d . . . H84A H 0.3724 0.7170 0.3566 0.029 Uiso 1 1 calc R . . C85 C 0.42192(18) 0.8220(13) 0.39715(16) 0.0211(11) Uani 1 1 d . . . H85A H 0.4028 0.8929 0.4177 0.025 Uiso 1 1 calc R . . C86 C 0.46774(17) 0.8236(12) 0.40393(15) 0.0160(10) Uani 1 1 d . . . C87 C 0.48383(17) 0.9097(13) 0.44466(16) 0.0195(11) Uani 1 1 d . . . 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 0.01530(9) 0.01483(9) 0.01287(9) -0.00147(7) -0.00147(7) -0.00087(7) Hg2 0.01586(9) 0.01777(10) 0.01315(9) 0.00127(7) -0.00122(7) 0.00005(7) Hg3 0.01749(10) 0.02133(10) 0.01564(10) 0.00348(8) -0.00311(7) -0.00106(8) Hg4 0.01568(9) 0.01585(9) 0.01276(9) -0.00031(7) -0.00053(7) -0.00014(7) S1 0.0149(6) 0.0171(6) 0.0135(6) 0.0005(5) 0.0006(5) -0.0021(5) S2 0.0163(6) 0.0175(6) 0.0177(7) -0.0019(5) -0.0017(5) 0.0009(5) S3 0.0150(6) 0.0188(6) 0.0164(6) 0.0011(5) -0.0005(5) 0.0017(5) S4 0.0143(6) 0.0189(6) 0.0138(6) 0.0012(5) 0.0019(5) 0.0003(5) O11 0.024(2) 0.053(3) 0.013(2) -0.0073(18) -0.0002(16) 0.015(2) O12 0.021(2) 0.057(3) 0.014(2) -0.0086(19) -0.0019(16) 0.0134(19) O21 0.017(2) 0.065(3) 0.020(2) 0.009(2) 0.0023(17) -0.013(2) O22 0.0178(19) 0.049(3) 0.016(2) 0.0015(18) -0.0022(15) -0.0088(18) O31 0.023(2) 0.040(2) 0.018(2) 0.0008(18) 0.0041(16) -0.0105(18) O32 0.021(2) 0.070(3) 0.015(2) 0.009(2) -0.0025(17) -0.016(2) O41 0.027(2) 0.037(2) 0.014(2) -0.0045(17) -0.0047(16) 0.0095(18) O42 0.020(2) 0.036(2) 0.017(2) -0.0073(17) -0.0041(16) 0.0081(17) C11 0.025(3) 0.013(2) 0.021(3) 0.003(2) -0.004(2) 0.000(2) C12 0.033(3) 0.021(3) 0.017(3) 0.002(2) -0.009(2) 0.001(2) C21 0.017(3) 0.024(3) 0.017(3) 0.004(2) -0.004(2) -0.003(2) C22 0.030(3) 0.022(3) 0.019(3) -0.005(2) 0.003(2) 0.000(2) C31 0.028(3) 0.024(3) 0.021(3) -0.002(2) -0.007(2) 0.005(2) C32 0.022(3) 0.029(3) 0.022(3) 0.001(2) -0.004(2) -0.006(2) C41 0.022(3) 0.019(3) 0.017(3) 0.000(2) 0.000(2) 0.000(2) C42 0.027(3) 0.026(3) 0.019(3) 0.002(2) -0.006(2) 0.002(2) C51 0.019(3) 0.014(2) 0.017(3) 0.0024(19) 0.000(2) 0.0000(19) C52 0.023(3) 0.021(3) 0.018(3) -0.003(2) 0.001(2) -0.001(2) C53 0.031(3) 0.025(3) 0.016(3) 0.001(2) -0.008(2) -0.005(2) C54 0.019(3) 0.035(3) 0.022(3) 0.005(2) -0.005(2) -0.006(2) C55 0.021(3) 0.033(3) 0.016(3) 0.005(2) 0.005(2) 0.001(2) C56 0.014(2) 0.021(3) 0.014(3) 0.002(2) -0.0025(19) 0.000(2) C57 0.018(3) 0.027(3) 0.014(3) 0.002(2) 0.004(2) 0.003(2) C61 0.016(2) 0.019(2) 0.011(2) 0.0010(19) -0.0045(18) -0.005(2) C62 0.018(3) 0.025(3) 0.016(3) 0.000(2) 0.001(2) -0.006(2) C63 0.026(3) 0.028(3) 0.019(3) 0.004(2) -0.002(2) -0.006(2) C64 0.022(3) 0.029(3) 0.024(3) 0.005(2) -0.006(2) 0.000(2) C65 0.014(3) 0.025(3) 0.028(3) -0.005(2) 0.005(2) 0.001(2) C66 0.017(2) 0.018(2) 0.018(3) -0.006(2) 0.0029(19) -0.005(2) C67 0.020(3) 0.027(3) 0.013(3) 0.000(2) 0.003(2) 0.003(2) C71 0.017(2) 0.016(2) 0.016(3) 0.0003(19) 0.0011(19) -0.0029(19) C72 0.019(3) 0.027(3) 0.018(3) 0.008(2) -0.001(2) 0.001(2) C73 0.027(3) 0.032(3) 0.019(3) 0.004(2) -0.008(2) -0.001(2) C74 0.025(3) 0.030(3) 0.030(3) -0.005(3) -0.009(3) 0.009(2) C75 0.017(3) 0.028(3) 0.025(3) -0.007(2) 0.001(2) 0.004(2) C76 0.017(2) 0.017(2) 0.020(3) -0.004(2) 0.001(2) 0.001(2) C77 0.018(3) 0.025(3) 0.021(3) -0.004(2) 0.006(2) 0.004(2) C81 0.013(2) 0.016(2) 0.016(3) 0.0048(19) 0.0002(19) -0.0041(19) C82 0.023(3) 0.026(3) 0.012(3) -0.001(2) 0.001(2) -0.002(2) C83 0.023(3) 0.033(3) 0.020(3) -0.010(2) -0.005(2) -0.002(2) C84 0.018(3) 0.029(3) 0.024(3) 0.000(2) -0.003(2) -0.010(2) C85 0.021(3) 0.025(3) 0.018(3) -0.003(2) 0.003(2) -0.003(2) C86 0.020(3) 0.014(2) 0.014(3) 0.0002(19) -0.001(2) -0.0022(19) C87 0.018(3) 0.023(3) 0.018(3) 0.001(2) 0.001(2) -0.002(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 C11 2.089(5) . ? Hg1 S1 2.3832(13) . ? Hg2 C21 2.096(5) . ? Hg2 S2 2.3755(13) . ? Hg3 C31 2.090(5) . ? Hg3 S3 2.3877(13) . ? Hg4 C41 2.095(5) . ? Hg4 S4 2.3839(13) . ? S1 C51 1.773(5) . ? S2 C61 1.784(5) . ? S3 C71 1.773(5) . ? S4 C81 1.779(5) . ? O11 C57 1.326(6) . ? O12 C57 1.217(6) . ? O21 C67 1.337(6) . ? O22 C67 1.213(6) . ? O31 C77 1.315(6) . ? O32 C77 1.225(7) . ? O41 C87 1.334(6) . ? O42 C87 1.227(6) . ? C11 C12 1.523(7) . ? C21 C22 1.533(7) . ? C31 C32 1.520(7) . ? C41 C42 1.523(7) . ? C51 C56 1.405(7) . ? C51 C52 1.405(7) . ? C52 C53 1.382(7) . ? C53 C54 1.373(8) . ? C54 C55 1.395(8) . ? C55 C56 1.405(7) . ? C56 C57 1.490(7) . ? C61 C62 1.402(7) . ? C61 C66 1.408(7) . ? C62 C63 1.385(7) . ? C63 C64 1.386(8) . ? C64 C65 1.376(8) . ? C65 C66 1.408(7) . ? C66 C67 1.483(7) . ? C71 C72 1.396(7) . ? C71 C76 1.417(7) . ? C72 C73 1.385(7) . ? C73 C74 1.378(8) . ? C74 C75 1.386(8) . ? C75 C76 1.397(7) . ? C76 C77 1.484(7) . ? C81 C82 1.397(7) . ? C81 C86 1.422(7) . ? C82 C83 1.375(7) . ? C83 C84 1.378(8) . ? C84 C85 1.388(7) . ? C85 C86 1.393(7) . ? C86 C87 1.479(7) . ? 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 C11 Hg1 S1 175.32(15) . . ? C21 Hg2 S2 172.42(15) . . ? C31 Hg3 S3 170.14(16) . . ? C41 Hg4 S4 174.26(15) . . ? C51 S1 Hg1 104.83(17) . . ? C61 S2 Hg2 105.50(16) . . ? C71 S3 Hg3 103.65(17) . . ? C81 S4 Hg4 108.95(17) . . ? C12 C11 Hg1 116.2(3) . . ? C22 C21 Hg2 113.1(4) . . ? C32 C31 Hg3 114.0(4) . . ? C42 C41 Hg4 116.9(4) . . ? C56 C51 C52 118.3(5) . . ? C56 C51 S1 125.4(4) . . ? C52 C51 S1 116.1(4) . . ? C53 C52 C51 120.8(5) . . ? C54 C53 C52 121.3(5) . . ? C53 C54 C55 119.1(5) . . ? C54 C55 C56 120.6(5) . . ? C51 C56 C55 119.8(5) . . ? C51 C56 C57 123.1(5) . . ? C55 C56 C57 117.0(5) . . ? O12 C57 O11 122.1(5) . . ? O12 C57 C56 123.9(5) . . ? O11 C57 C56 113.9(4) . . ? C62 C61 C66 118.7(5) . . ? C62 C61 S2 115.6(4) . . ? C66 C61 S2 125.5(4) . . ? C63 C62 C61 121.4(5) . . ? C62 C63 C64 119.8(5) . . ? C65 C64 C63 120.0(5) . . ? C64 C65 C66 121.3(5) . . ? C65 C66 C61 118.9(5) . . ? C65 C66 C67 118.1(5) . . ? C61 C66 C67 123.1(5) . . ? O22 C67 O21 122.0(5) . . ? O22 C67 C66 125.1(5) . . ? O21 C67 C66 112.8(4) . . ? C72 C71 C76 117.6(5) . . ? C72 C71 S3 116.8(4) . . ? C76 C71 S3 125.4(4) . . ? C73 C72 C71 122.1(5) . . ? C74 C73 C72 120.0(5) . . ? C73 C74 C75 119.5(5) . . ? C74 C75 C76 121.2(5) . . ? C75 C76 C71 119.6(5) . . ? C75 C76 C77 117.7(5) . . ? C71 C76 C77 122.7(5) . . ? O32 C77 O31 122.2(5) . . ? O32 C77 C76 124.3(5) . . ? O31 C77 C76 113.5(5) . . ? C82 C81 C86 116.8(5) . . ? C82 C81 S4 116.4(4) . . ? C86 C81 S4 126.1(4) . . ? C83 C82 C81 122.6(5) . . ? C82 C83 C84 120.2(5) . . ? C83 C84 C85 119.3(5) . . ? C84 C85 C86 121.1(5) . . ? C85 C86 C81 119.9(5) . . ? C85 C86 C87 117.1(5) . . ? C81 C86 C87 122.9(5) . . ? O42 C87 O41 121.9(5) . . ? O42 C87 C86 124.7(5) . . ? O41 C87 C86 113.3(4) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 31.29 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.709 _refine_diff_density_min -1.228 _refine_diff_density_rms 0.237 # Attachment 'ProtThim_ky138s10_.cif' data_ky138s10 _database_code_depnum_ccdc_archive 'CCDC 715331' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H10 Hg O2 S' _chemical_formula_weight 382.82 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' 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' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.1662(8) _cell_length_b 5.3545(5) _cell_length_c 20.5095(17) _cell_angle_alpha 90.00 _cell_angle_beta 93.6660(10) _cell_angle_gamma 90.00 _cell_volume 1004.55(15) _cell_formula_units_Z 4 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 9997 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 32.29 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 15.492 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.0628 _exptl_absorpt_correction_T_max 0.3064 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(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 14419 _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 32.37 _reflns_number_total 3436 _reflns_number_gt 3066 _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. ; _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^)+(0.0572P)^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 3436 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0347 _refine_ls_R_factor_gt 0.0291 _refine_ls_wR_factor_ref 0.0871 _refine_ls_wR_factor_gt 0.0834 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 Hg Hg 0.865586(15) 1.90732(2) 0.683075(7) 0.01602(7) Uani 1 1 d . . . S S 0.85380(10) 1.83220(19) 0.79700(5) 0.01534(17) Uani 1 1 d . . . O1 O 0.9187(4) 1.8656(8) 0.93681(19) 0.0333(8) Uani 1 1 d . . . O2 O 1.1543(4) 1.8265(8) 0.97094(18) 0.0324(8) Uani 1 1 d . . . H2D H 1.1294 1.9247 1.0002 0.049 Uiso 1 1 calc R . . C1 C 0.8897(5) 1.9929(9) 0.5851(2) 0.0260(9) Uani 1 1 d . . . H1A H 0.9601 1.8750 0.5672 0.031 Uiso 1 1 calc R . . H1B H 0.7945 1.9711 0.5601 0.031 Uiso 1 1 calc R . . C2 C 0.9436(6) 2.2605(9) 0.5760(2) 0.0289(10) Uani 1 1 d . . . H2A H 0.9529 2.2929 0.5294 0.043 Uiso 1 1 calc R . . H2B H 1.0390 2.2818 0.5998 0.043 Uiso 1 1 calc R . . H2C H 0.8734 2.3781 0.5930 0.043 Uiso 1 1 calc R . . C3 C 0.9968(4) 1.6138(7) 0.8155(2) 0.0157(7) Uani 1 1 d . . . C4 C 1.0736(5) 1.6065(7) 0.8765(2) 0.0197(8) Uani 1 1 d . . . C5 C 1.1860(5) 1.4308(8) 0.8890(3) 0.0250(9) Uani 1 1 d . . . H5A H 1.2383 1.4284 0.9305 0.030 Uiso 1 1 calc R . . C6 C 1.2213(5) 1.2614(8) 0.8415(3) 0.0252(9) Uani 1 1 d . . . H6A H 1.2961 1.1411 0.8506 0.030 Uiso 1 1 calc R . . C7 C 1.1467(4) 1.2689(7) 0.7807(3) 0.0222(8) Uani 1 1 d . . . H7A H 1.1715 1.1547 0.7477 0.027 Uiso 1 1 calc R . . C8 C 1.0358(5) 1.4423(7) 0.7675(2) 0.0183(8) Uani 1 1 d . . . H8A H 0.9856 1.4452 0.7255 0.022 Uiso 1 1 calc R . . C9 C 1.0402(5) 1.7782(8) 0.9303(2) 0.0219(8) Uani 1 1 d . . . 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 Hg 0.01799(10) 0.01472(9) 0.01525(10) -0.00042(5) 0.00042(6) 0.00071(4) S 0.0150(4) 0.0157(4) 0.0153(4) -0.0005(4) 0.0003(3) 0.0009(3) O1 0.0209(16) 0.052(2) 0.0261(19) -0.0146(16) -0.0046(13) 0.0064(14) O2 0.0267(17) 0.047(2) 0.0224(18) -0.0133(17) -0.0087(13) 0.0133(15) C1 0.035(2) 0.024(2) 0.020(2) 0.0002(18) 0.0060(17) -0.0019(18) C2 0.039(3) 0.025(2) 0.025(2) 0.0013(18) 0.0135(19) -0.0022(18) C3 0.0160(17) 0.0135(16) 0.0174(19) 0.0043(13) -0.0013(14) -0.0026(12) C4 0.0180(19) 0.023(2) 0.018(2) 0.0025(15) -0.0021(15) 0.0012(13) C5 0.021(2) 0.031(2) 0.023(2) 0.0077(17) -0.0022(16) 0.0061(16) C6 0.0181(18) 0.022(2) 0.035(3) 0.0015(18) -0.0014(17) 0.0033(14) C7 0.0175(17) 0.0137(16) 0.035(3) -0.0031(16) 0.0003(16) 0.0010(13) C8 0.0171(18) 0.0156(16) 0.022(2) -0.0004(15) -0.0006(15) -0.0002(13) C9 0.0208(18) 0.029(2) 0.0153(19) -0.0003(16) -0.0022(14) 0.0020(15) _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 Hg C1 2.086(5) . ? Hg S 2.3802(10) . ? S C3 1.779(4) . ? O1 C9 1.223(5) . ? O2 C9 1.320(5) . ? C1 C2 1.531(7) . ? C3 C4 1.396(6) . ? C3 C8 1.409(6) . ? C4 C5 1.407(6) . ? C4 C9 1.484(6) . ? C5 C6 1.385(7) . ? C6 C7 1.384(7) . ? C7 C8 1.391(6) . ? 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 C1 Hg S 175.40(14) . . ? C3 S Hg 103.97(15) . . ? C2 C1 Hg 112.2(3) . . ? C4 C3 C8 118.1(4) . . ? C4 C3 S 122.2(3) . . ? C8 C3 S 119.7(3) . . ? C3 C4 C5 120.3(4) . . ? C3 C4 C9 122.2(4) . . ? C5 C4 C9 117.5(4) . . ? C6 C5 C4 120.7(5) . . ? C7 C6 C5 119.4(4) . . ? C6 C7 C8 120.5(4) . . ? C7 C8 C3 120.9(4) . . ? O1 C9 O2 123.1(4) . . ? O1 C9 C4 123.4(4) . . ? O2 C9 C4 113.5(4) . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 32.37 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 2.581 _refine_diff_density_min -1.904 _refine_diff_density_rms 0.304 # Attachment 'ThimHgEt_HG2FS_No2.cif' data_hg2fs _database_code_depnum_ccdc_archive 'CCDC 715332' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H28 Hg4 O4 S2' _chemical_formula_weight 1222.92 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' 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' 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 22.943(3) _cell_length_b 7.7108(9) _cell_length_c 15.0681(16) _cell_angle_alpha 90.00 _cell_angle_beta 94.551(2) _cell_angle_gamma 90.00 _cell_volume 2657.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 9885 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 32.36 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.72 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.057 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 23.222 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.0214 _exptl_absorpt_correction_T_max 0.2713 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(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 15744 _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_sigmaI/netI 0.0514 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 32.46 _reflns_number_total 4547 _reflns_number_gt 3702 _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. The sites with the highest excess residual electron density are 0.8A from Hg and may be the result of an imperfect absorption correction. ; _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^)+(0.0869P)^2^+5.0000P] 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 4547 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0655 _refine_ls_R_factor_gt 0.0509 _refine_ls_wR_factor_ref 0.1416 _refine_ls_wR_factor_gt 0.1302 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _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 0.313328(15) 1.32157(4) 0.20894(2) 0.02036(11) Uani 1 1 d . . . Hg2 Hg 0.336102(14) 1.73239(4) 0.47709(2) 0.01957(11) Uani 1 1 d . . . S1 S 0.21634(10) 1.4342(3) 0.19436(13) 0.0215(4) Uani 1 1 d . . . O1 O 0.3083(3) 1.4448(9) 0.3685(4) 0.0229(12) Uani 1 1 d . . . O2 O 0.2567(3) 1.5874(8) 0.4636(4) 0.0202(12) Uani 1 1 d . . . C11 C 0.3999(4) 1.2313(13) 0.2198(7) 0.0262(19) Uani 1 1 d . . . H11A H 0.4002 1.1051 0.2080 0.031 Uiso 1 1 calc R . . H11B H 0.4221 1.2894 0.1746 0.031 Uiso 1 1 calc R . . C12 C 0.4296(6) 1.2670(18) 0.3126(8) 0.042(3) Uani 1 1 d . . . H12A H 0.4699 1.2236 0.3159 0.062 Uiso 1 1 calc R . . H12B H 0.4080 1.2080 0.3574 0.062 Uiso 1 1 calc R . . H12C H 0.4299 1.3921 0.3240 0.062 Uiso 1 1 calc R . . C21 C 0.4166(4) 1.8562(12) 0.4886(6) 0.0238(17) Uani 1 1 d . . . H21A H 0.4167 1.9482 0.4428 0.029 Uiso 1 1 calc R . . H21B H 0.4219 1.9129 0.5477 0.029 Uiso 1 1 calc R . . C22 C 0.4678(5) 1.7354(17) 0.4782(11) 0.044(3) Uani 1 1 d . . . H22A H 0.5043 1.8017 0.4843 0.066 Uiso 1 1 calc R . . H22B H 0.4634 1.6809 0.4193 0.066 Uiso 1 1 calc R . . H22C H 0.4686 1.6455 0.5243 0.066 Uiso 1 1 calc R . . C31 C 0.1860(3) 1.3396(11) 0.2891(5) 0.0164(14) Uani 1 1 d . . . C32 C 0.1345(4) 1.2450(11) 0.2742(6) 0.0242(18) Uani 1 1 d . . . H32A H 0.1192 1.2248 0.2146 0.029 Uiso 1 1 calc R . . C33 C 0.1049(4) 1.1798(11) 0.3426(6) 0.0228(17) Uani 1 1 d . . . H33A H 0.0699 1.1156 0.3296 0.027 Uiso 1 1 calc R . . C34 C 0.1254(5) 1.2068(12) 0.4294(6) 0.0262(19) Uani 1 1 d . . . H34A H 0.1054 1.1605 0.4770 0.031 Uiso 1 1 calc R . . C35 C 0.1766(4) 1.3043(11) 0.4462(6) 0.0222(17) Uani 1 1 d . . . H35A H 0.1909 1.3260 0.5061 0.027 Uiso 1 1 calc R . . C36 C 0.2072(4) 1.3703(11) 0.3773(5) 0.0181(15) Uani 1 1 d . . . C37 C 0.2618(4) 1.4726(10) 0.4027(5) 0.0170(14) Uani 1 1 d . . . 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 0.02702(18) 0.01925(17) 0.01537(16) -0.00363(10) 0.00520(11) -0.00232(11) Hg2 0.02366(18) 0.01901(17) 0.01615(16) -0.00291(10) 0.00218(11) -0.00065(11) S1 0.0281(10) 0.0215(10) 0.0149(8) 0.0002(7) 0.0015(7) -0.0005(8) O1 0.022(3) 0.025(3) 0.023(3) -0.007(2) 0.006(2) -0.001(2) O2 0.022(3) 0.020(3) 0.019(3) -0.007(2) 0.007(2) -0.001(2) C11 0.032(5) 0.022(4) 0.026(5) -0.008(3) 0.011(4) 0.001(3) C12 0.039(6) 0.055(8) 0.029(6) -0.001(5) -0.002(5) 0.005(5) C21 0.025(4) 0.020(4) 0.027(4) -0.001(3) 0.001(3) 0.002(3) C22 0.022(5) 0.047(7) 0.065(8) -0.016(6) 0.008(5) 0.004(5) C31 0.018(3) 0.018(4) 0.014(3) -0.003(3) 0.003(3) -0.001(3) C32 0.034(5) 0.018(4) 0.019(4) -0.006(3) -0.004(3) -0.003(3) C33 0.021(4) 0.015(4) 0.033(5) -0.001(3) 0.003(3) -0.005(3) C34 0.039(5) 0.017(4) 0.023(4) 0.003(3) 0.007(4) -0.001(4) C35 0.035(5) 0.016(4) 0.016(4) 0.000(3) 0.003(3) 0.004(3) C36 0.025(4) 0.012(3) 0.018(4) -0.003(3) 0.006(3) 0.000(3) C37 0.023(4) 0.013(3) 0.015(3) 0.001(3) 0.002(3) 0.000(3) _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 C11 2.099(10) . ? Hg1 S1 2.382(2) . ? Hg1 O1 2.596(6) . ? Hg2 C21 2.074(9) . ? Hg2 O2 2.132(6) . ? Hg2 O2 2.751(6) 7_586 ? Hg2 O1 2.799(6) . ? S1 C31 1.792(8) . ? O1 C37 1.239(10) . ? O2 C37 1.287(9) . ? O2 Hg2 2.751(6) 7_586 ? C11 C12 1.531(16) . ? C21 C22 1.517(14) . ? C31 C32 1.392(12) . ? C31 C36 1.398(11) . ? C32 C33 1.372(13) . ? C33 C34 1.371(13) . ? C34 C35 1.401(14) . ? C35 C36 1.395(12) . ? C36 C37 1.505(12) . ? 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 C11 Hg1 S1 177.8(3) . . ? C11 Hg1 O1 99.2(3) . . ? S1 Hg1 O1 80.93(15) . . ? C21 Hg2 O2 175.7(3) . . ? C21 Hg2 O2 116.6(3) . 7_586 ? O2 Hg2 O2 67.6(2) . 7_586 ? C21 Hg2 O1 125.0(3) . . ? O2 Hg2 O1 51.4(2) . . ? O2 Hg2 O1 116.35(18) 7_586 . ? C31 S1 Hg1 101.4(3) . . ? C37 O1 Hg1 123.5(5) . . ? C37 O1 Hg2 77.5(5) . . ? Hg1 O1 Hg2 143.8(3) . . ? C37 O2 Hg2 107.7(5) . . ? C37 O2 Hg2 134.1(5) . 7_586 ? Hg2 O2 Hg2 112.4(2) . 7_586 ? C12 C11 Hg1 111.2(7) . . ? C22 C21 Hg2 113.6(7) . . ? C32 C31 C36 117.9(8) . . ? C32 C31 S1 117.6(6) . . ? C36 C31 S1 124.1(6) . . ? C33 C32 C31 122.3(8) . . ? C34 C33 C32 120.6(8) . . ? C33 C34 C35 118.2(8) . . ? C36 C35 C34 121.7(8) . . ? C35 C36 C31 119.3(8) . . ? C35 C36 C37 117.4(7) . . ? C31 C36 C37 123.4(7) . . ? O1 C37 O2 123.1(8) . . ? O1 C37 C36 122.1(7) . . ? O2 C37 C36 114.9(7) . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 32.46 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 9.867 _refine_diff_density_min -2.618 _refine_diff_density_rms 0.531