# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Chun-ying Duan.' 'Cheng He.' 'Xiaoyue Hu.' 'Wei Huang.' 'Dayu Wu.' 'Xiang Zhu.' _publ_contact_author_name 'Chun-ying Duan' _publ_contact_author_email DUANCY@NJU.EDU.CN _publ_section_title ; Structural Modification of Rhodamine-based Chemosensors toward Highly Selective Mercury Detection in Aqueous Media ; # Attachment 'RST1-hg.cif' data_sad _database_code_depnum_ccdc_archive 'CCDC 741023' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C62 H60 Cl2 Hg N8 O10 S4' _chemical_formula_weight 1476.91 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' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 12.543(2) _cell_length_b 14.862(2) _cell_length_c 19.312(3) _cell_angle_alpha 88.467(9) _cell_angle_beta 85.772(10) _cell_angle_gamma 68.025(9) _cell_volume 3329.5(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1492 _exptl_absorpt_coefficient_mu 2.578 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5650 _exptl_absorpt_correction_T_max 0.6266 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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_reflns_number 40625 _diffrn_reflns_av_R_equivalents 0.1219 _diffrn_reflns_av_sigmaI/netI 0.1319 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 25.00 _reflns_number_total 11567 _reflns_number_gt 5757 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0420P)^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 'riding mode' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11567 _refine_ls_number_parameters 773 _refine_ls_number_restraints 251 _refine_ls_R_factor_all 0.1398 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1381 _refine_ls_wR_factor_gt 0.1287 _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_restrained_S_all 1.155 _refine_ls_shift/su_max 0.099 _refine_ls_shift/su_mean 0.005 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 -1.00605(3) 0.01427(2) -0.135707(15) 0.06933(17) Uani 1 1 d . . . S1 S -0.9114(2) 0.11311(15) -0.18555(10) 0.0752(7) Uani 1 1 d . . . S2 S -0.6384(2) -0.21293(15) -0.32618(11) 0.0743(7) Uani 1 1 d . . . N1 N -0.8201(5) -0.0451(4) -0.2718(3) 0.0468(16) Uani 1 1 d . . . N2 N -0.8686(6) -0.0918(5) -0.2240(3) 0.0578(18) Uani 1 1 d . . . N3 N -1.3232(6) 0.0402(5) -0.3093(3) 0.069(2) Uani 1 1 d . . . H3A H -1.3627 0.0862 -0.2809 0.083 Uiso 1 1 calc R . . N4 N -0.6324(7) -0.3016(6) -0.5720(4) 0.101(2) Uani 1 1 d DU . . H4A H -0.5691 -0.2980 -0.5952 0.122 Uiso 1 1 d R A . O1 O -0.9728(5) -0.1219(4) -0.4412(2) 0.0566(14) Uani 1 1 d . . . C1 C -0.5519(8) -0.3288(7) -0.3443(5) 0.095(3) Uani 1 1 d U . . H1A H -0.4891 -0.3464 -0.3768 0.114 Uiso 1 1 calc R . . C2 C -0.5837(9) -0.3928(8) -0.3065(5) 0.113(4) Uani 1 1 d U . . H2A H -0.5463 -0.4597 -0.3107 0.136 Uiso 1 1 calc R . . C3 C -0.6807(8) -0.3473(7) -0.2594(5) 0.092(3) Uani 1 1 d U . . H3B H -0.7126 -0.3808 -0.2283 0.110 Uiso 1 1 calc R . . C4 C -0.7218(7) -0.2480(6) -0.2652(4) 0.061(2) Uani 1 1 d U . . C5 C -0.8215(7) -0.1837(6) -0.2256(4) 0.061(2) Uani 1 1 d . . . H5A H -0.8581 -0.2151 -0.1958 0.073 Uiso 1 1 calc R . . C6 C -0.8429(6) 0.0446(6) -0.2593(3) 0.049(2) Uani 1 1 d . . . C7 C -0.8149(6) 0.1038(5) -0.3171(3) 0.0461(19) Uani 1 1 d . . . C8 C -0.7773(7) 0.1764(6) -0.3036(4) 0.062(2) Uani 1 1 d . . . H8A H -0.7633 0.1858 -0.2582 0.075 Uiso 1 1 calc R . . C9 C -0.7594(7) 0.2368(6) -0.3559(4) 0.065(2) Uani 1 1 d . . . H9A H -0.7338 0.2858 -0.3457 0.078 Uiso 1 1 calc R . . C10 C -0.7801(7) 0.2227(6) -0.4215(4) 0.071(3) Uani 1 1 d . . . H10A H -0.7694 0.2631 -0.4566 0.085 Uiso 1 1 calc R . . C11 C -0.8168(7) 0.1496(6) -0.4375(4) 0.066(2) Uani 1 1 d . . . H11A H -0.8283 0.1401 -0.4833 0.080 Uiso 1 1 calc R . . C12 C -0.8364(6) 0.0905(5) -0.3858(3) 0.0449(19) Uani 1 1 d . . . C13 C -0.8829(7) 0.0162(5) -0.4049(3) 0.047(2) Uani 1 1 d . . . C14 C -0.8173(7) -0.0612(5) -0.4492(3) 0.046(2) Uani 1 1 d . . . C15 C -0.7017(8) -0.0810(6) -0.4758(4) 0.058(2) Uani 1 1 d . A . H15A H -0.6673 -0.0378 -0.4655 0.069 Uiso 1 1 calc R . . C16 C -0.6400(8) -0.1590(6) -0.5150(4) 0.061(2) Uani 1 1 d . . . C17 C -0.6933(9) -0.2242(6) -0.5318(4) 0.073(3) Uani 1 1 d . A . C18 C -0.8065(8) -0.2104(6) -0.5048(4) 0.065(2) Uani 1 1 d . . . H18A H -0.8401 -0.2545 -0.5145 0.078 Uiso 1 1 calc R A . C19 C -0.8644(8) -0.1320(6) -0.4649(4) 0.052(2) Uani 1 1 d . A . C20 C -1.0378(7) -0.0454(6) -0.3992(4) 0.047(2) Uani 1 1 d . . . C21 C -0.9947(7) 0.0248(6) -0.3806(3) 0.047(2) Uani 1 1 d . . . C22 C -1.0685(8) 0.0996(6) -0.3358(4) 0.056(2) Uani 1 1 d . . . H22A H -1.0435 0.1480 -0.3233 0.067 Uiso 1 1 calc R . . C23 C -1.1742(8) 0.1040(6) -0.3101(4) 0.055(2) Uani 1 1 d . . . C24 C -1.2164(8) 0.0338(6) -0.3322(4) 0.056(2) Uani 1 1 d . . . C25 C -1.1453(8) -0.0427(6) -0.3769(4) 0.052(2) Uani 1 1 d . . . H25A H -1.1711 -0.0900 -0.3908 0.063 Uiso 1 1 calc R . . C26 C -1.2428(8) 0.1774(6) -0.2573(5) 0.090(3) Uani 1 1 d . . . H26A H -1.2026 0.2191 -0.2483 0.135 Uiso 1 1 calc R . . H26B H -1.2539 0.1453 -0.2152 0.135 Uiso 1 1 calc R . . H26C H -1.3164 0.2153 -0.2743 0.135 Uiso 1 1 calc R . . C27 C -0.5167(7) -0.1793(6) -0.5403(4) 0.079(3) Uani 1 1 d . A . H27A H -0.4941 -0.1286 -0.5249 0.118 Uiso 1 1 calc R . . H27B H -0.5096 -0.1819 -0.5901 0.118 Uiso 1 1 calc R . . H27C H -0.4679 -0.2403 -0.5220 0.118 Uiso 1 1 calc R . . C28 C -1.3758(8) -0.0276(7) -0.3303(5) 0.088(3) Uani 1 1 d . . . H28A H -1.3918 -0.0176 -0.3789 0.106 Uiso 1 1 calc R . . H28B H -1.3223 -0.0938 -0.3248 0.106 Uiso 1 1 calc R . . C29 C -1.4825(10) -0.0127(8) -0.2883(6) 0.141(4) Uani 1 1 d U . . H29A H -1.5156 -0.0572 -0.3028 0.211 Uiso 1 1 calc R . . H29B H -1.5358 0.0527 -0.2943 0.211 Uiso 1 1 calc R . . H29C H -1.4665 -0.0236 -0.2403 0.211 Uiso 1 1 calc R . . C30 C -0.691(2) -0.3574(16) -0.6092(11) 0.139(8) Uiso 0.50 1 d PDU A 1 H30A H -0.7718 -0.3195 -0.6142 0.167 Uiso 0.50 1 calc PR A 1 H30B H -0.6523 -0.3811 -0.6542 0.167 Uiso 0.50 1 calc PR A 1 C31 C -0.674(2) -0.4341(16) -0.5593(14) 0.152(9) Uiso 0.50 1 d PDU A 1 H31A H -0.7071 -0.4782 -0.5744 0.229 Uiso 0.50 1 calc PR A 1 H31B H -0.7103 -0.4071 -0.5151 0.229 Uiso 0.50 1 calc PR A 1 H31C H -0.5928 -0.4683 -0.5549 0.229 Uiso 0.50 1 calc PR A 1 C30' C -0.658(2) -0.3893(13) -0.5883(12) 0.096(6) Uiso 0.50 1 d PDU A 2 H30C H -0.7403 -0.3730 -0.5884 0.115 Uiso 0.50 1 calc PR A 2 H30D H -0.6223 -0.4155 -0.6334 0.115 Uiso 0.50 1 calc PR A 2 C31' C -0.614(3) -0.4531(19) -0.5382(14) 0.172(10) Uiso 0.50 1 d PDU A 2 H31D H -0.6275 -0.5112 -0.5457 0.257 Uiso 0.50 1 calc PR A 2 H31E H -0.6491 -0.4256 -0.4940 0.257 Uiso 0.50 1 calc PR A 2 H31F H -0.5320 -0.4683 -0.5389 0.257 Uiso 0.50 1 calc PR A 2 O2 O -0.8607(5) -0.4731(4) -0.0494(3) 0.0659(15) Uani 1 1 d . . . S3 S -1.1643(2) -0.02362(16) -0.08985(11) 0.0717(7) Uani 1 1 d . . . N5 N -0.9956(7) -0.1414(4) -0.0086(3) 0.0575(18) Uani 1 1 d . . . N6 N -0.9186(7) -0.1148(5) -0.0504(3) 0.065(2) Uani 1 1 d . B . N7 N -0.7325(8) -0.5687(7) 0.1740(5) 0.119(3) Uani 1 1 d DU . . H7A H -0.7556 -0.5688 0.2193 0.143 Uiso 1 1 d R C . N8 N -0.9640(7) -0.3860(5) -0.2793(4) 0.094(3) Uani 1 1 d . D . H8B H -1.0114 -0.3456 -0.3059 0.113 Uiso 1 1 calc R . . S4 S -0.8057(3) -0.2647(2) 0.07235(17) 0.0900(12) Uiso 0.749(4) 1 d PDU B 1 C32 C -0.6756(8) -0.3247(7) 0.1023(5) 0.073(3) Uiso 0.749(4) 1 d PDU B 1 H32A H -0.6639 -0.3649 0.1410 0.088 Uiso 0.749(4) 1 calc PR B 1 C33 C -0.5902(12) -0.3088(9) 0.0646(6) 0.104(4) Uiso 0.749(4) 1 d PDU B 1 H33A H -0.5133 -0.3392 0.0741 0.125 Uiso 0.749(4) 1 calc PR B 1 C34 C -0.6248(10) -0.2441(8) 0.0110(5) 0.059(3) Uiso 0.749(4) 1 d PDU B 1 H34A H -0.5768 -0.2226 -0.0181 0.071 Uiso 0.749(4) 1 calc PR B 1 C35 C -0.7530(11) -0.2137(8) 0.0068(5) 0.065(3) Uiso 0.749(4) 1 d PDU B 1 S4' S -0.6704(11) -0.1285(9) -0.1204(6) 0.117(4) Uiso 0.251(4) 1 d PDU B 2 C32' C -0.5307(16) -0.154(2) -0.1086(16) 0.086(8) Uiso 0.251(4) 1 d PDU B 2 H32C H -0.4748 -0.1507 -0.1419 0.103 Uiso 0.251(4) 1 calc PR B 2 C33' C -0.515(3) -0.180(2) -0.0411(16) 0.095(8) Uiso 0.251(4) 1 d PDU B 2 H33B H -0.4473 -0.1844 -0.0227 0.115 Uiso 0.251(4) 1 calc PR B 2 C34' C -0.605(2) -0.203(2) 0.0056(15) 0.051(6) Uiso 0.251(4) 1 d PDU B 2 H34B H -0.6034 -0.2288 0.0501 0.062 Uiso 0.251(4) 1 calc PR B 2 C35' C -0.688(3) -0.172(2) -0.0407(10) 0.079(7) Uiso 0.251(4) 1 d PDU B 2 C36 C -0.8132(11) -0.1491(7) -0.0361(6) 0.094(3) Uani 1 1 d . . . H36A H -0.8006 -0.2004 -0.0685 0.113 Uiso 1 1 d R B . C37 C -1.1021(8) -0.1061(5) -0.0251(4) 0.054(2) Uani 1 1 d . . . C38 C -1.1845(8) -0.1387(6) 0.0162(4) 0.055(2) Uani 1 1 d . . . C39 C -1.2883(9) -0.0726(7) 0.0396(4) 0.080(3) Uani 1 1 d . . . H39A H -1.3067 -0.0077 0.0280 0.096 Uiso 1 1 calc R . . C40 C -1.3674(9) -0.0989(8) 0.0802(5) 0.103(3) Uani 1 1 d . . . H40A H -1.4376 -0.0521 0.0960 0.123 Uiso 1 1 calc R . . C41 C -1.3408(10) -0.1958(8) 0.0972(5) 0.095(3) Uani 1 1 d . . . H41A H -1.3932 -0.2146 0.1244 0.114 Uiso 1 1 calc R . . C42 C -1.2375(9) -0.2633(7) 0.0738(4) 0.077(3) Uani 1 1 d . . . H42A H -1.2205 -0.3280 0.0856 0.093 Uiso 1 1 calc R . . C43 C -1.1569(7) -0.2386(6) 0.0328(4) 0.052(2) Uani 1 1 d . . . C44 C -1.0538(7) -0.3170(5) 0.0053(4) 0.050(2) Uani 1 1 d . . . C45 C -0.9778(8) -0.3805(6) 0.0498(4) 0.057(2) Uani 1 1 d . . . C46 C -0.9877(8) -0.3692(6) 0.1216(4) 0.072(3) Uani 1 1 d . C . H46A H -1.0503 -0.3187 0.1421 0.086 Uiso 1 1 calc R . . C47 C -0.9051(11) -0.4326(8) 0.1639(5) 0.090(3) Uani 1 1 d . . . C48 C -0.8134(10) -0.5079(8) 0.1318(6) 0.092(3) Uani 1 1 d . C . C49 C -0.8007(8) -0.5200(6) 0.0593(5) 0.076(3) Uani 1 1 d . . . H49A H -0.7387 -0.5706 0.0385 0.092 Uiso 1 1 calc R C . C50 C -0.8808(8) -0.4561(6) 0.0207(4) 0.057(2) Uani 1 1 d . C . C51 C -0.9367(8) -0.4095(6) -0.0939(4) 0.054(2) Uani 1 1 d . . . C52 C -1.0326(8) -0.3327(5) -0.0667(4) 0.050(2) Uani 1 1 d . . . C53 C -1.1040(7) -0.2746(6) -0.1171(4) 0.064(2) Uani 1 1 d . . . H53A H -1.1718 -0.2244 -0.1021 0.077 Uiso 1 1 calc R . . C54 C -1.0778(9) -0.2889(6) -0.1865(4) 0.073(3) Uani 1 1 d . . . C55 C -0.9817(9) -0.3703(7) -0.2096(4) 0.067(2) Uani 1 1 d . . . C56 C -0.9083(7) -0.4321(6) -0.1626(4) 0.061(2) Uani 1 1 d . . . H56A H -0.8438 -0.4856 -0.1773 0.073 Uiso 1 1 calc R . . C57 C -0.9161(9) -0.4139(7) 0.2427(5) 0.112(3) Uani 1 1 d U C . H57A H -0.9852 -0.3589 0.2544 0.169 Uiso 1 1 calc R . . H57B H -0.8506 -0.4013 0.2557 0.169 Uiso 1 1 calc R . . H57C H -0.9195 -0.4700 0.2672 0.169 Uiso 1 1 calc R . . C58 C -1.1531(8) -0.2174(7) -0.2369(5) 0.101(3) Uani 1 1 d U . . H58A H -1.2142 -0.1671 -0.2115 0.152 Uiso 1 1 calc R . . H58B H -1.1853 -0.2506 -0.2661 0.152 Uiso 1 1 calc R . . H58C H -1.1075 -0.1891 -0.2651 0.152 Uiso 1 1 calc R . . C59 C -0.6139(14) -0.6350(15) 0.1586(13) 0.114(7) Uiso 0.50 1 d PDU C 1 H59A H -0.5884 -0.6741 0.1997 0.137 Uiso 0.50 1 calc PR C 1 H59B H -0.6139 -0.6787 0.1222 0.137 Uiso 0.50 1 calc PR C 1 C60 C -0.535(2) -0.5959(17) 0.1388(12) 0.154(8) Uiso 0.50 1 d PDU C 1 H60A H -0.4608 -0.6468 0.1303 0.231 Uiso 0.50 1 calc PR C 1 H60B H -0.5314 -0.5541 0.1748 0.231 Uiso 0.50 1 calc PR C 1 H60C H -0.5567 -0.5590 0.0970 0.231 Uiso 0.50 1 calc PR C 1 C59' C -0.6501(18) -0.6645(13) 0.1448(12) 0.122(7) Uiso 0.50 1 d PDU C 2 H59C H -0.6980 -0.6953 0.1264 0.146 Uiso 0.50 1 calc PR C 2 H59D H -0.6089 -0.6485 0.1049 0.146 Uiso 0.50 1 calc PR C 2 C60' C -0.567(2) -0.7372(19) 0.1797(14) 0.197(10) Uiso 0.50 1 d PDU C 2 H60D H -0.5263 -0.7901 0.1484 0.296 Uiso 0.50 1 calc PR C 2 H60E H -0.6037 -0.7598 0.2179 0.296 Uiso 0.50 1 calc PR C 2 H60F H -0.5139 -0.7120 0.1968 0.296 Uiso 0.50 1 calc PR C 2 C61 C -0.8665(9) -0.4697(8) -0.3122(5) 0.110(3) Uani 1 1 d U . . H61A H -0.8935 -0.5197 -0.2963 0.132 Uiso 1 1 d R D . H61B H -0.7994 -0.4879 -0.2852 0.132 Uiso 1 1 d R . . C62 C -0.8416(17) -0.4320(15) -0.3891(10) 0.099(7) Uiso 0.50 1 d P D 1 H62A H -0.7805 -0.4832 -0.4138 0.148 Uiso 0.50 1 calc PR D 1 H62B H -0.8195 -0.3772 -0.3850 0.148 Uiso 0.50 1 calc PR D 1 H62C H -0.9101 -0.4133 -0.4140 0.148 Uiso 0.50 1 calc PR D 1 C62' C -0.882(2) -0.4812(17) -0.3878(12) 0.139(9) Uiso 0.50 1 d P D 2 H62D H -0.9173 -0.5276 -0.3922 0.209 Uiso 0.50 1 calc PR D 2 H62E H -0.8079 -0.5035 -0.4132 0.209 Uiso 0.50 1 calc PR D 2 H62F H -0.9298 -0.4199 -0.4060 0.209 Uiso 0.50 1 calc PR D 2 Cl1 Cl -0.5720(2) -0.66372(18) -0.25439(13) 0.0832(7) Uani 1 1 d U . . O11 O -0.5838(6) -0.6315(4) -0.3249(3) 0.097(2) Uani 1 1 d U . . O12 O -0.6826(7) -0.6348(5) -0.2190(4) 0.122(2) Uani 1 1 d U . . O13 O -0.5233(5) -0.7666(4) -0.2529(4) 0.108(2) Uani 1 1 d U . . O14 O -0.5009(7) -0.6251(6) -0.2253(4) 0.144(3) Uani 1 1 d U . . Cl2 Cl -0.7614(3) -0.6688(2) -0.60978(13) 0.1072(10) Uani 1 1 d . . . O21 O -0.8466(7) -0.7069(6) -0.6009(4) 0.131(3) Uani 1 1 d U E . O22 O -0.7762(12) -0.6099(10) -0.6660(6) 0.119(5) Uiso 0.704(17) 1 d P E 1 O23 O -0.7399(14) -0.6247(10) -0.5542(6) 0.124(5) Uiso 0.704(17) 1 d P E 1 O24 O -0.6542(13) -0.7594(11) -0.6168(7) 0.178(8) Uiso 0.704(17) 1 d P E 1 O22' O -0.718(3) -0.660(2) -0.6795(14) 0.115(11) Uiso 0.296(17) 1 d P E 2 O24' O -0.675(3) -0.675(2) -0.5645(13) 0.103(12) Uiso 0.296(17) 1 d P E 2 O23' O -0.842(4) -0.579(3) -0.5615(18) 0.184(17) Uiso 0.296(17) 1 d P E 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 0.0996(4) 0.0693(2) 0.0403(2) 0.00238(16) 0.01076(19) -0.0360(2) S1 0.129(2) 0.0693(14) 0.0404(12) -0.0103(11) 0.0156(13) -0.0547(15) S2 0.0832(19) 0.0647(14) 0.0712(15) 0.0004(12) 0.0126(14) -0.0263(14) N1 0.059(5) 0.050(4) 0.033(3) 0.001(3) 0.001(3) -0.023(4) N2 0.084(6) 0.046(4) 0.040(4) -0.006(3) 0.007(4) -0.023(4) N3 0.062(6) 0.078(5) 0.071(5) -0.007(4) 0.004(4) -0.031(5) N4 0.101(3) 0.103(3) 0.102(3) -0.0056(19) -0.0043(19) -0.040(2) O1 0.062(4) 0.064(4) 0.047(3) -0.011(3) 0.000(3) -0.027(3) C1 0.094(4) 0.095(3) 0.096(4) 0.000(2) -0.001(2) -0.035(2) C2 0.114(4) 0.110(4) 0.115(4) 0.000(2) -0.003(2) -0.041(2) C3 0.092(3) 0.090(3) 0.094(3) 0.004(2) 0.000(2) -0.036(2) C4 0.063(3) 0.058(3) 0.062(3) -0.0002(19) -0.0013(19) -0.023(2) C5 0.084(7) 0.059(6) 0.048(5) 0.002(4) 0.007(5) -0.037(5) C6 0.066(6) 0.057(5) 0.029(4) 0.000(4) -0.012(4) -0.028(5) C7 0.048(6) 0.054(5) 0.038(4) -0.002(4) -0.001(4) -0.022(4) C8 0.077(7) 0.075(6) 0.044(5) -0.003(5) -0.008(5) -0.037(5) C9 0.083(7) 0.072(6) 0.056(5) 0.004(5) -0.004(5) -0.047(5) C10 0.084(7) 0.078(6) 0.060(6) 0.019(5) 0.007(5) -0.045(6) C11 0.090(7) 0.089(6) 0.034(4) 0.004(4) -0.005(5) -0.049(6) C12 0.053(6) 0.050(4) 0.032(4) -0.002(4) 0.005(4) -0.020(4) C13 0.051(6) 0.066(5) 0.030(4) 0.011(4) -0.011(4) -0.027(5) C14 0.061(7) 0.056(5) 0.018(4) -0.002(4) -0.006(4) -0.019(5) C15 0.063(7) 0.076(6) 0.032(4) 0.003(4) -0.001(5) -0.024(5) C16 0.066(7) 0.075(6) 0.040(5) -0.007(5) 0.005(5) -0.026(6) C17 0.096(9) 0.067(6) 0.044(5) -0.017(5) 0.004(5) -0.015(6) C18 0.074(7) 0.069(6) 0.058(5) -0.025(5) 0.012(5) -0.036(6) C19 0.055(7) 0.065(6) 0.035(4) -0.002(4) -0.004(5) -0.021(5) C20 0.053(6) 0.056(5) 0.030(4) 0.002(4) -0.009(4) -0.018(5) C21 0.052(6) 0.061(5) 0.026(4) 0.000(4) -0.007(4) -0.017(5) C22 0.058(7) 0.061(5) 0.049(5) -0.005(4) -0.013(5) -0.020(5) C23 0.047(6) 0.067(6) 0.046(5) -0.002(4) -0.007(5) -0.015(5) C24 0.046(7) 0.073(6) 0.048(5) 0.009(5) -0.006(5) -0.020(5) C25 0.065(7) 0.059(5) 0.042(5) 0.010(4) -0.016(5) -0.032(5) C26 0.077(8) 0.077(6) 0.104(7) -0.033(6) 0.009(6) -0.017(6) C27 0.056(7) 0.096(7) 0.071(6) -0.009(5) 0.011(5) -0.015(6) C28 0.062(7) 0.108(8) 0.097(7) 0.022(6) 0.006(6) -0.038(6) C29 0.140(5) 0.140(5) 0.145(5) 0.001(2) -0.006(2) -0.054(3) O2 0.082(5) 0.060(3) 0.057(4) 0.007(3) -0.015(3) -0.026(3) S3 0.087(2) 0.0690(14) 0.0557(13) 0.0153(12) -0.0046(13) -0.0266(14) N5 0.079(6) 0.065(4) 0.031(4) 0.003(3) 0.005(4) -0.032(5) N6 0.079(6) 0.075(5) 0.049(4) -0.004(4) 0.000(5) -0.038(5) N7 0.119(3) 0.121(3) 0.116(3) 0.006(2) -0.008(2) -0.044(2) N8 0.103(7) 0.091(6) 0.063(5) -0.009(4) -0.014(5) -0.005(5) C36 0.102(10) 0.086(8) 0.105(9) -0.036(7) -0.009(8) -0.045(8) C37 0.067(7) 0.052(5) 0.044(5) -0.012(4) 0.009(5) -0.025(5) C38 0.057(7) 0.064(6) 0.035(4) -0.005(4) 0.007(4) -0.014(5) C39 0.091(8) 0.070(6) 0.072(6) 0.000(5) 0.023(6) -0.028(6) C40 0.084(9) 0.109(9) 0.092(8) 0.000(7) 0.034(7) -0.016(7) C41 0.112(10) 0.103(8) 0.085(7) 0.017(7) 0.014(7) -0.063(8) C42 0.074(8) 0.078(7) 0.073(6) -0.006(5) 0.014(6) -0.023(6) C43 0.065(7) 0.056(6) 0.035(4) 0.007(4) 0.002(4) -0.024(5) C44 0.063(6) 0.042(5) 0.049(5) 0.006(4) -0.001(5) -0.026(5) C45 0.076(7) 0.061(6) 0.042(5) 0.013(5) -0.012(5) -0.035(5) C46 0.095(8) 0.067(6) 0.052(6) 0.014(5) -0.005(6) -0.031(6) C47 0.135(11) 0.085(7) 0.062(7) 0.011(6) -0.005(7) -0.057(8) C48 0.107(10) 0.080(7) 0.092(8) 0.056(7) -0.049(8) -0.035(7) C49 0.088(8) 0.075(6) 0.070(7) 0.019(6) -0.008(6) -0.036(6) C50 0.081(8) 0.054(5) 0.047(5) 0.023(5) -0.026(6) -0.035(6) C51 0.070(7) 0.051(5) 0.045(5) 0.012(5) -0.023(5) -0.023(5) C52 0.068(7) 0.043(5) 0.040(5) 0.003(4) -0.012(5) -0.020(5) C53 0.066(7) 0.061(5) 0.060(6) -0.008(5) -0.010(5) -0.016(5) C54 0.097(8) 0.068(6) 0.043(5) -0.003(5) -0.023(6) -0.014(6) C55 0.083(8) 0.067(6) 0.050(6) -0.008(5) -0.004(6) -0.026(6) C56 0.064(7) 0.052(5) 0.059(6) 0.004(5) -0.006(5) -0.013(5) C57 0.114(4) 0.113(4) 0.109(4) 0.004(2) -0.008(2) -0.042(2) C58 0.102(4) 0.100(4) 0.096(4) -0.001(2) -0.010(2) -0.032(2) C61 0.111(4) 0.111(4) 0.105(4) -0.001(2) -0.006(2) -0.037(2) Cl1 0.081(2) 0.0803(17) 0.0793(17) -0.0063(14) 0.0024(16) -0.0214(15) O11 0.120(6) 0.115(5) 0.064(4) 0.005(4) 0.006(4) -0.054(4) O12 0.118(3) 0.121(3) 0.113(3) 0.0095(19) 0.0034(19) -0.0333(19) O13 0.082(5) 0.064(4) 0.159(6) 0.007(4) 0.029(4) -0.011(4) O14 0.147(3) 0.142(3) 0.145(3) -0.0052(19) -0.021(2) -0.053(2) Cl2 0.159(3) 0.136(3) 0.0589(16) 0.0188(17) -0.0245(19) -0.090(3) O21 0.132(3) 0.135(3) 0.130(3) 0.0001(19) -0.0085(19) -0.056(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 S1 2.357(2) . ? Hg1 S3 2.364(2) . ? Hg1 N2 2.458(6) . ? Hg1 N6 2.474(7) . ? S1 C6 1.745(7) . ? S2 C1 1.686(9) . ? S2 C4 1.716(8) . ? N1 C6 1.279(8) . ? N1 N2 1.379(7) . ? N2 C5 1.270(9) . ? N3 C24 1.349(9) . ? N3 C28 1.474(9) . ? N4 C17 1.345(10) . ? N4 C30' 1.500(13) . ? N4 C30 1.518(9) . ? O1 C19 1.356(8) . ? O1 C20 1.368(8) . ? C1 C2 1.341(12) . ? C2 C3 1.421(12) . ? C3 C4 1.374(11) . ? C4 C5 1.437(10) . ? C6 C7 1.507(9) . ? C7 C8 1.367(9) . ? C7 C12 1.405(8) . ? C8 C9 1.395(10) . ? C9 C10 1.349(10) . ? C10 C11 1.378(10) . ? C11 C12 1.381(9) . ? C12 C13 1.495(9) . ? C13 C14 1.404(9) . ? C13 C21 1.406(10) . ? C14 C15 1.426(10) . ? C14 C19 1.434(10) . ? C15 C16 1.343(10) . ? C16 C17 1.424(11) . ? C16 C27 1.505(10) . ? C17 C18 1.418(11) . ? C18 C19 1.347(10) . ? C20 C25 1.371(10) . ? C20 C21 1.407(10) . ? C21 C22 1.416(9) . ? C22 C23 1.359(10) . ? C23 C24 1.422(10) . ? C23 C26 1.482(10) . ? C24 C25 1.419(10) . ? C28 C29 1.458(12) . ? C30 C31 1.438(9) . ? C30' C31' 1.335(17) . ? O2 C50 1.371(9) . ? O2 C51 1.394(9) . ? S3 C37 1.738(9) . ? N5 C37 1.300(9) . ? N5 N6 1.377(8) . ? N6 C36 1.275(11) . ? N7 C48 1.380(11) . ? N7 C59 1.459(14) . ? N7 C59' 1.508(14) . ? N8 C55 1.361(9) . ? N8 C61 1.496(11) . ? S4 C32 1.677(9) . ? S4 C35 1.678(9) . ? C32 C33 1.341(10) . ? C33 C34 1.373(10) . ? C34 C35 1.506(14) . ? C35 C36 1.297(13) . ? S4' C32' 1.679(11) . ? S4' C35' 1.685(11) . ? C32' C33' 1.357(12) . ? C33' C34' 1.52(4) . ? C34' C35' 1.362(13) . ? C35' C36 1.47(3) . ? C37 C38 1.474(10) . ? C38 C39 1.358(10) . ? C38 C43 1.426(10) . ? C39 C40 1.383(11) . ? C40 C41 1.387(12) . ? C41 C42 1.361(12) . ? C42 C43 1.388(10) . ? C43 C44 1.454(10) . ? C44 C45 1.394(10) . ? C44 C52 1.406(9) . ? C45 C46 1.392(10) . ? C45 C50 1.403(11) . ? C46 C47 1.408(12) . ? C47 C48 1.388(13) . ? C47 C57 1.542(12) . ? C48 C49 1.406(12) . ? C49 C50 1.351(11) . ? C51 C56 1.366(10) . ? C51 C52 1.392(10) . ? C52 C53 1.414(10) . ? C53 C54 1.359(10) . ? C54 C55 1.405(11) . ? C54 C58 1.517(11) . ? C55 C56 1.401(11) . ? C59 C60 1.352(16) . ? C59' C60' 1.388(17) . ? C61 C62' 1.51(2) . ? C61 C62 1.62(2) . ? Cl1 O14 1.384(8) . ? Cl1 O12 1.416(7) . ? Cl1 O13 1.419(6) . ? Cl1 O11 1.430(6) . ? Cl2 O22 1.355(12) . ? Cl2 O23 1.367(12) . ? Cl2 O21 1.383(8) . ? Cl2 O24' 1.42(3) . ? Cl2 O22' 1.43(3) . ? Cl2 O24 1.506(15) . ? Cl2 O23' 1.61(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Hg1 S3 156.48(8) . . ? S1 Hg1 N2 76.80(15) . . ? S3 Hg1 N2 119.78(15) . . ? S1 Hg1 N6 122.9(2) . . ? S3 Hg1 N6 77.00(19) . . ? N2 Hg1 N6 87.1(2) . . ? C6 S1 Hg1 99.8(2) . . ? C1 S2 C4 92.3(5) . . ? C6 N1 N2 115.5(6) . . ? C5 N2 N1 114.6(6) . . ? C5 N2 Hg1 129.3(5) . . ? N1 N2 Hg1 114.9(4) . . ? C24 N3 C28 123.4(7) . . ? C17 N4 C30' 130.1(13) . . ? C17 N4 C30 121.6(14) . . ? C30' N4 C30 25.0(12) . . ? C19 O1 C20 120.2(6) . . ? C2 C1 S2 112.5(8) . . ? C1 C2 C3 112.7(10) . . ? C4 C3 C2 111.9(9) . . ? C3 C4 C5 123.9(8) . . ? C3 C4 S2 110.6(7) . . ? C5 C4 S2 125.5(6) . . ? N2 C5 C4 131.5(7) . . ? N1 C6 C7 117.1(6) . . ? N1 C6 S1 129.6(6) . . ? C7 C6 S1 113.2(5) . . ? C8 C7 C12 118.7(7) . . ? C8 C7 C6 121.0(6) . . ? C12 C7 C6 120.1(6) . . ? C7 C8 C9 121.8(7) . . ? C10 C9 C8 118.6(7) . . ? C9 C10 C11 121.4(7) . . ? C10 C11 C12 120.3(7) . . ? C11 C12 C7 119.2(6) . . ? C11 C12 C13 118.4(6) . . ? C7 C12 C13 122.4(6) . . ? C14 C13 C21 119.1(7) . . ? C14 C13 C12 120.6(7) . . ? C21 C13 C12 120.2(7) . . ? C13 C14 C15 125.3(7) . . ? C13 C14 C19 118.6(7) . . ? C15 C14 C19 115.8(7) . . ? C16 C15 C14 123.3(8) . . ? C15 C16 C17 118.4(8) . . ? C15 C16 C27 121.8(8) . . ? C17 C16 C27 119.8(8) . . ? N4 C17 C18 120.4(9) . . ? N4 C17 C16 118.6(9) . . ? C18 C17 C16 121.0(7) . . ? C19 C18 C17 118.4(8) . . ? C18 C19 O1 115.9(8) . . ? C18 C19 C14 123.0(8) . . ? O1 C19 C14 121.1(7) . . ? O1 C20 C25 115.8(7) . . ? O1 C20 C21 121.0(7) . . ? C25 C20 C21 123.2(8) . . ? C13 C21 C20 119.8(7) . . ? C13 C21 C22 124.0(7) . . ? C20 C21 C22 116.2(7) . . ? C23 C22 C21 123.2(7) . . ? C22 C23 C24 118.9(8) . . ? C22 C23 C26 121.1(8) . . ? C24 C23 C26 119.9(8) . . ? N3 C24 C25 121.0(8) . . ? N3 C24 C23 119.3(8) . . ? C25 C24 C23 119.8(8) . . ? C20 C25 C24 118.7(7) . . ? C29 C28 N3 110.6(8) . . ? C31 C30 N4 97.4(11) . . ? C31' C30' N4 105.4(18) . . ? C50 O2 C51 118.6(7) . . ? C37 S3 Hg1 101.4(3) . . ? C37 N5 N6 116.2(7) . . ? C36 N6 N5 117.8(8) . . ? C36 N6 Hg1 126.4(7) . . ? N5 N6 Hg1 115.2(5) . . ? C48 N7 C59 131.5(13) . . ? C48 N7 C59' 118.3(12) . . ? C59 N7 C59' 31.3(12) . . ? C55 N8 C61 123.6(8) . . ? C32 S4 C35 93.5(6) . . ? C33 C32 S4 113.1(9) . . ? C32 C33 C34 115.0(13) . . ? C33 C34 C35 109.1(11) . . ? C36 C35 C34 124.3(9) . . ? C36 C35 S4 126.0(10) . . ? C34 C35 S4 109.2(8) . . ? C32' S4' C35' 90.2(17) . . ? C33' C32' S4' 107(2) . . ? C32' C33' C34' 123(3) . . ? C35' C34' C33' 95(3) . . ? C34' C35' C36 134(2) . . ? C34' C35' S4' 124(3) . . ? C36 C35' S4' 100.4(16) . . ? N6 C36 C35 135.3(11) . . ? N6 C36 C35' 161.2(12) . . ? C35 C36 C35' 63.1(10) . . ? N5 C37 C38 117.1(7) . . ? N5 C37 S3 129.3(6) . . ? C38 C37 S3 113.6(7) . . ? C39 C38 C43 119.1(8) . . ? C39 C38 C37 119.7(8) . . ? C43 C38 C37 121.2(8) . . ? C38 C39 C40 122.1(9) . . ? C39 C40 C41 119.2(10) . . ? C42 C41 C40 119.7(9) . . ? C41 C42 C43 122.1(9) . . ? C42 C43 C38 117.8(8) . . ? C42 C43 C44 117.8(7) . . ? C38 C43 C44 124.2(7) . . ? C45 C44 C52 118.9(8) . . ? C45 C44 C43 120.7(7) . . ? C52 C44 C43 120.2(7) . . ? C46 C45 C44 123.7(9) . . ? C46 C45 C50 117.6(8) . . ? C44 C45 C50 118.5(7) . . ? C45 C46 C47 121.4(9) . . ? C48 C47 C46 117.9(9) . . ? C48 C47 C57 122.5(11) . . ? C46 C47 C57 119.5(10) . . ? N7 C48 C47 117.1(11) . . ? N7 C48 C49 121.2(12) . . ? C47 C48 C49 121.7(9) . . ? C50 C49 C48 118.3(9) . . ? C49 C50 O2 114.2(9) . . ? C49 C50 C45 123.0(8) . . ? O2 C50 C45 122.8(7) . . ? C56 C51 O2 114.0(8) . . ? C56 C51 C52 126.1(8) . . ? O2 C51 C52 119.9(7) . . ? C51 C52 C44 121.1(8) . . ? C51 C52 C53 114.4(7) . . ? C44 C52 C53 124.5(8) . . ? C54 C53 C52 122.9(8) . . ? C53 C54 C55 118.9(8) . . ? C53 C54 C58 119.4(9) . . ? C55 C54 C58 121.6(8) . . ? N8 C55 C56 122.0(9) . . ? N8 C55 C54 117.0(9) . . ? C56 C55 C54 121.1(8) . . ? C51 C56 C55 116.3(8) . . ? C60 C59 N7 117.6(19) . . ? C60' C59' N7 127(2) . . ? N8 C61 C62' 112.0(12) . . ? N8 C61 C62 105.0(10) . . ? C62' C61 C62 38.2(10) . . ? O14 Cl1 O12 112.7(5) . . ? O14 Cl1 O13 110.6(5) . . ? O12 Cl1 O13 107.1(4) . . ? O14 Cl1 O11 107.7(5) . . ? O12 Cl1 O11 109.2(4) . . ? O13 Cl1 O11 109.3(4) . . ? O22 Cl2 O23 109.8(8) . . ? O22 Cl2 O21 111.6(6) . . ? O23 Cl2 O21 118.1(7) . . ? O22 Cl2 O24' 119.3(11) . . ? O23 Cl2 O24' 37.2(10) . . ? O21 Cl2 O24' 128.6(10) . . ? O22 Cl2 O22' 35.3(11) . . ? O23 Cl2 O22' 123.0(12) . . ? O21 Cl2 O22' 117.5(10) . . ? O24' Cl2 O22' 108.1(15) . . ? O22 Cl2 O24 113.6(8) . . ? O23 Cl2 O24 101.5(9) . . ? O21 Cl2 O24 101.7(6) . . ? O24' Cl2 O24 64.6(12) . . ? O22' Cl2 O24 78.5(14) . . ? O22 Cl2 O23' 90.7(14) . . ? O23 Cl2 O23' 47.7(12) . . ? O21 Cl2 O23' 88.1(13) . . ? O24' Cl2 O23' 84.8(17) . . ? O22' Cl2 O23' 124.5(17) . . ? O24 Cl2 O23' 147.3(15) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.187 _refine_diff_density_min -1.411 _refine_diff_density_rms 0.106 # Attachment 'rst1.cif' data_hw _database_code_depnum_ccdc_archive 'CCDC 741024' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H30 N4 O S2' _chemical_formula_weight 538.71 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' _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 10.0965(3) _cell_length_b 11.8619(4) _cell_length_c 12.3663(4) _cell_angle_alpha 96.230(2) _cell_angle_beta 111.291(2) _cell_angle_gamma 90.157(2) _cell_volume 1370.38(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.306 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 0.226 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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_reflns_number 16292 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4823 _reflns_number_gt 3427 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.1205P)^2^+0.4759P] 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 'riding mode' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4823 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0909 _refine_ls_R_factor_gt 0.0646 _refine_ls_wR_factor_ref 0.2072 _refine_ls_wR_factor_gt 0.1913 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 S2 S 0.22332(9) 0.75866(7) 0.38110(7) 0.0459(3) Uani 1 1 d . . . S1 S 0.52230(13) 1.02654(12) 0.72041(13) 0.0923(5) Uani 1 1 d . . . O1 O 0.1723(3) 0.5956(2) 0.03953(19) 0.0544(6) Uani 1 1 d . . . C19 C 0.0492(3) 0.7093(2) 0.1452(3) 0.0366(7) Uani 1 1 d . . . C24 C 0.2297(3) 0.5347(2) 0.1334(3) 0.0393(7) Uani 1 1 d . . . C23 C 0.0811(3) 0.6790(2) 0.0467(3) 0.0385(7) Uani 1 1 d . . . C14 C -0.0435(3) 0.7974(3) 0.1381(3) 0.0403(7) Uani 1 1 d . . . H14A H -0.0668 0.8200 0.2031 0.048 Uiso 1 1 calc R . . C13 C 0.1114(3) 0.6500(3) 0.2549(3) 0.0391(7) Uani 1 1 d . . . C20 C 0.2052(3) 0.5563(2) 0.2360(3) 0.0386(7) Uani 1 1 d . . . N4 N -0.1247(3) 0.8719(2) -0.1587(2) 0.0485(7) Uani 1 1 d . . . H4A H -0.1835 0.9245 -0.1600 0.058 Uiso 1 1 calc R . . C22 C -0.0692(3) 0.8180(2) -0.0596(3) 0.0381(7) Uani 1 1 d . . . C18 C -0.1028(3) 0.8532(3) 0.0403(3) 0.0392(7) Uani 1 1 d . . . N3 N 0.4753(3) 0.3006(2) 0.1883(3) 0.0515(7) Uani 1 1 d . . . H3A H 0.5175 0.2621 0.2452 0.062 Uiso 1 1 calc R . . C21 C 0.3627(3) 0.4027(3) 0.3100(3) 0.0430(8) Uani 1 1 d . . . C31 C 0.3188(4) 0.4506(3) 0.1165(3) 0.0452(8) Uani 1 1 d . . . H31A H 0.3335 0.4397 0.0462 0.054 Uiso 1 1 calc R . . C26 C 0.0244(3) 0.7311(3) -0.0542(3) 0.0417(7) Uani 1 1 d . . . H26A H 0.0489 0.7080 -0.1185 0.050 Uiso 1 1 calc R . . C25 C 0.3852(3) 0.3836(3) 0.2031(3) 0.0408(7) Uani 1 1 d . . . C15 C 0.2736(4) 0.4873(3) 0.3218(3) 0.0459(8) Uani 1 1 d . . . H15A H 0.2583 0.4988 0.3918 0.055 Uiso 1 1 calc R . . C11 C -0.0035(3) 0.6092(2) 0.2957(3) 0.0385(7) Uani 1 1 d . . . C9 C 0.0011(3) 0.6572(3) 0.4044(3) 0.0426(8) Uani 1 1 d . . . N1 N 0.2562(4) 0.8723(3) 0.6058(3) 0.0669(9) Uani 1 1 d . . . C7 C 0.1191(4) 0.7422(3) 0.4642(3) 0.0481(8) Uani 1 1 d . . . N2 N 0.1406(4) 0.7985(3) 0.5630(2) 0.0635(9) Uani 1 1 d . . . C16 C -0.2010(4) 0.9485(3) 0.0382(3) 0.0540(9) Uani 1 1 d . . . H16A H -0.2121 0.9615 0.1124 0.081 Uiso 1 1 calc R . . H16B H -0.2921 0.9287 -0.0223 0.081 Uiso 1 1 calc R . . H16C H -0.1616 1.0162 0.0232 0.081 Uiso 1 1 calc R . . C29 C 0.5010(4) 0.2765(3) 0.0812(3) 0.0499(8) Uani 1 1 d . . . H29A H 0.5368 0.3450 0.0627 0.060 Uiso 1 1 calc R . . H29B H 0.4125 0.2515 0.0178 0.060 Uiso 1 1 calc R . . C12 C -0.1071(4) 0.5303(3) 0.2311(3) 0.0494(8) Uani 1 1 d . . . H12A H -0.1102 0.4983 0.1581 0.059 Uiso 1 1 calc R . . C27 C -0.0879(4) 0.8433(3) -0.2603(3) 0.0515(9) Uani 1 1 d . . . H27A H -0.1195 0.7654 -0.2923 0.062 Uiso 1 1 calc R . . H27B H 0.0147 0.8490 -0.2374 0.062 Uiso 1 1 calc R . . C4 C 0.3489(4) 1.0604(3) 0.6872(3) 0.0558(9) Uani 1 1 d . . . C6 C -0.0984(4) 0.6233(3) 0.4494(3) 0.0599(10) Uani 1 1 d . . . H6A H -0.0938 0.6541 0.5232 0.072 Uiso 1 1 calc R . . C17 C 0.4366(5) 0.3330(3) 0.4075(3) 0.0663(11) Uani 1 1 d . . . H17A H 0.4103 0.3567 0.4734 0.099 Uiso 1 1 calc R . . H17B H 0.5378 0.3434 0.4298 0.099 Uiso 1 1 calc R . . H17C H 0.4090 0.2542 0.3816 0.099 Uiso 1 1 calc R . . C5 C 0.2360(4) 0.9750(4) 0.6370(3) 0.0608(10) Uani 1 1 d . . . H5A H 0.1437 0.9953 0.6268 0.073 Uiso 1 1 calc R . . C10 C -0.2090(4) 0.4974(3) 0.2744(4) 0.0655(11) Uani 1 1 d . . . H10A H -0.2809 0.4439 0.2298 0.079 Uiso 1 1 calc R . . C30 C 0.6080(5) 0.1853(4) 0.0929(4) 0.0747(12) Uani 1 1 d . . . H30A H 0.6243 0.1700 0.0210 0.112 Uiso 1 1 calc R . . H30B H 0.5719 0.1173 0.1102 0.112 Uiso 1 1 calc R . . H30C H 0.6960 0.2106 0.1550 0.112 Uiso 1 1 calc R . . C8 C -0.2033(5) 0.5439(3) 0.3836(4) 0.0661(11) Uani 1 1 d . . . H8A H -0.2711 0.5211 0.4124 0.079 Uiso 1 1 calc R . . C28 C -0.1544(5) 0.9201(3) -0.3527(3) 0.0667(11) Uani 1 1 d . . . H28A H -0.1270 0.8989 -0.4186 0.100 Uiso 1 1 calc R . . H28B H -0.1225 0.9972 -0.3216 0.100 Uiso 1 1 calc R . . H28C H -0.2561 0.9131 -0.3771 0.100 Uiso 1 1 calc R . . C2 C 0.4725(6) 1.2322(4) 0.7663(5) 0.0905(15) Uani 1 1 d . . . H2B H 0.4855 1.3098 0.7906 0.109 Uiso 1 1 calc R . . C3 C 0.3391(5) 1.1742(3) 0.7177(4) 0.0744(12) Uani 1 1 d . . . H3B H 0.2535 1.2089 0.7073 0.089 Uiso 1 1 calc R . . C1 C 0.5794(6) 1.1623(5) 0.7737(4) 0.0964(18) Uani 1 1 d . . . H1C H 0.6749 1.1863 0.8049 0.116 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 S2 0.0498(5) 0.0487(5) 0.0375(5) 0.0035(4) 0.0143(4) 0.0067(4) S1 0.0637(8) 0.0989(9) 0.1096(11) 0.0019(8) 0.0291(7) 0.0025(7) O1 0.0791(17) 0.0590(14) 0.0351(12) 0.0179(10) 0.0290(11) 0.0443(12) C19 0.0400(17) 0.0394(16) 0.0309(16) 0.0053(13) 0.0132(13) 0.0102(13) C24 0.0472(18) 0.0378(16) 0.0343(16) 0.0094(13) 0.0150(14) 0.0179(14) C23 0.0460(18) 0.0371(16) 0.0348(16) 0.0077(13) 0.0166(14) 0.0165(13) C14 0.0464(18) 0.0452(17) 0.0341(16) 0.0041(13) 0.0206(14) 0.0161(14) C13 0.0431(18) 0.0430(16) 0.0316(16) 0.0051(13) 0.0139(13) 0.0129(13) C20 0.0444(18) 0.0401(16) 0.0339(16) 0.0068(13) 0.0167(14) 0.0137(13) N4 0.0598(18) 0.0510(16) 0.0411(16) 0.0196(13) 0.0221(13) 0.0260(14) C22 0.0400(17) 0.0397(16) 0.0363(17) 0.0099(13) 0.0144(13) 0.0088(13) C18 0.0392(17) 0.0400(16) 0.0409(17) 0.0093(13) 0.0164(14) 0.0127(13) N3 0.0565(18) 0.0519(16) 0.0526(17) 0.0171(14) 0.0244(14) 0.0305(14) C21 0.0454(18) 0.0438(17) 0.0395(17) 0.0128(14) 0.0127(14) 0.0148(14) C31 0.056(2) 0.0479(18) 0.0365(17) 0.0079(14) 0.0214(15) 0.0205(15) C26 0.054(2) 0.0442(17) 0.0328(16) 0.0098(13) 0.0211(14) 0.0174(15) C25 0.0408(17) 0.0384(16) 0.0443(18) 0.0062(14) 0.0164(14) 0.0137(13) C15 0.057(2) 0.0502(18) 0.0350(17) 0.0098(14) 0.0211(15) 0.0171(16) C11 0.0440(18) 0.0409(16) 0.0345(16) 0.0102(13) 0.0173(14) 0.0135(14) C9 0.0502(19) 0.0462(17) 0.0350(17) 0.0080(14) 0.0190(15) 0.0088(15) N1 0.070(2) 0.079(2) 0.0518(19) -0.0123(17) 0.0276(17) -0.0053(18) C7 0.051(2) 0.0510(19) 0.0433(19) 0.0073(15) 0.0174(16) 0.0074(16) N2 0.081(2) 0.0685(19) 0.0353(16) -0.0188(15) 0.0212(15) -0.0164(17) C16 0.060(2) 0.058(2) 0.051(2) 0.0185(17) 0.0253(17) 0.0300(17) C29 0.054(2) 0.0469(18) 0.049(2) 0.0058(15) 0.0187(16) 0.0199(16) C12 0.065(2) 0.0472(18) 0.0385(18) 0.0031(15) 0.0229(17) 0.0089(17) C27 0.061(2) 0.056(2) 0.0403(19) 0.0127(16) 0.0204(16) 0.0166(17) C4 0.060(2) 0.066(2) 0.042(2) 0.0053(17) 0.0195(17) -0.0043(18) C6 0.072(3) 0.071(2) 0.046(2) 0.0016(18) 0.0351(19) 0.000(2) C17 0.080(3) 0.071(2) 0.055(2) 0.027(2) 0.027(2) 0.040(2) C5 0.058(2) 0.076(3) 0.047(2) 0.0025(19) 0.0193(18) 0.001(2) C10 0.069(3) 0.061(2) 0.062(2) 0.0005(19) 0.020(2) -0.014(2) C30 0.083(3) 0.082(3) 0.073(3) 0.014(2) 0.042(2) 0.045(2) C8 0.073(3) 0.070(2) 0.065(3) 0.006(2) 0.037(2) -0.012(2) C28 0.084(3) 0.074(3) 0.052(2) 0.031(2) 0.030(2) 0.028(2) C2 0.102(4) 0.070(3) 0.106(4) -0.008(3) 0.050(3) -0.018(3) C3 0.067(3) 0.055(2) 0.108(4) 0.011(2) 0.039(3) 0.004(2) C1 0.089(4) 0.125(4) 0.074(3) -0.007(3) 0.033(3) -0.048(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 S2 C7 1.741(4) . ? S2 C13 1.910(3) . ? S1 C1 1.688(5) . ? S1 C4 1.707(4) . ? O1 C23 1.370(4) . ? O1 C24 1.379(4) . ? C19 C23 1.381(4) . ? C19 C14 1.393(4) . ? C19 C13 1.523(4) . ? C24 C20 1.377(4) . ? C24 C31 1.394(4) . ? C23 C26 1.385(4) . ? C14 C18 1.382(4) . ? C13 C20 1.515(4) . ? C13 C11 1.520(4) . ? C20 C15 1.390(4) . ? N4 C22 1.378(4) . ? N4 C27 1.441(4) . ? C22 C26 1.390(4) . ? C22 C18 1.417(4) . ? C18 C16 1.502(4) . ? N3 C25 1.385(4) . ? N3 C29 1.439(4) . ? C21 C15 1.380(4) . ? C21 C25 1.417(5) . ? C21 C17 1.504(4) . ? C31 C25 1.376(4) . ? C11 C12 1.354(4) . ? C11 C9 1.387(4) . ? C9 C6 1.390(5) . ? C9 C7 1.474(5) . ? N1 C5 1.277(5) . ? N1 N2 1.362(4) . ? C7 N2 1.271(4) . ? C29 C30 1.512(5) . ? C12 C10 1.394(5) . ? C27 C28 1.503(4) . ? C4 C3 1.376(5) . ? C4 C5 1.433(5) . ? C6 C8 1.369(5) . ? C10 C8 1.383(6) . ? C2 C1 1.346(7) . ? C2 C3 1.402(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 C7 S2 C13 93.99(15) . . ? C1 S1 C4 91.6(3) . . ? C23 O1 C24 118.3(2) . . ? C23 C19 C14 115.9(3) . . ? C23 C19 C13 122.1(3) . . ? C14 C19 C13 122.0(3) . . ? C20 C24 O1 123.5(3) . . ? C20 C24 C31 122.6(3) . . ? O1 C24 C31 113.8(3) . . ? O1 C23 C19 123.5(3) . . ? O1 C23 C26 113.7(3) . . ? C19 C23 C26 122.8(3) . . ? C18 C14 C19 124.0(3) . . ? C20 C13 C11 113.1(3) . . ? C20 C13 C19 110.2(2) . . ? C11 C13 C19 111.9(2) . . ? C20 C13 S2 109.1(2) . . ? C11 C13 S2 103.5(2) . . ? C19 C13 S2 108.8(2) . . ? C24 C20 C15 115.5(3) . . ? C24 C20 C13 122.3(3) . . ? C15 C20 C13 122.2(3) . . ? C22 N4 C27 122.5(3) . . ? N4 C22 C26 120.8(3) . . ? N4 C22 C18 120.3(3) . . ? C26 C22 C18 118.8(3) . . ? C14 C18 C22 118.2(3) . . ? C14 C18 C16 121.6(3) . . ? C22 C18 C16 120.2(3) . . ? C25 N3 C29 122.4(3) . . ? C15 C21 C25 118.1(3) . . ? C15 C21 C17 121.8(3) . . ? C25 C21 C17 120.0(3) . . ? C25 C31 C24 120.6(3) . . ? C23 C26 C22 120.2(3) . . ? C31 C25 N3 121.3(3) . . ? C31 C25 C21 118.7(3) . . ? N3 C25 C21 120.0(3) . . ? C21 C15 C20 124.5(3) . . ? C12 C11 C9 120.2(3) . . ? C12 C11 C13 123.1(3) . . ? C9 C11 C13 116.7(3) . . ? C11 C9 C6 120.5(3) . . ? C11 C9 C7 114.1(3) . . ? C6 C9 C7 125.4(3) . . ? C5 N1 N2 117.3(3) . . ? N2 C7 C9 124.4(3) . . ? N2 C7 S2 123.9(3) . . ? C9 C7 S2 111.7(2) . . ? C7 N2 N1 116.4(3) . . ? N3 C29 C30 110.3(3) . . ? C11 C12 C10 119.7(3) . . ? N4 C27 C28 111.9(3) . . ? C3 C4 C5 128.2(4) . . ? C3 C4 S1 110.8(3) . . ? C5 C4 S1 120.9(3) . . ? C8 C6 C9 119.1(3) . . ? N1 C5 C4 123.1(4) . . ? C8 C10 C12 120.2(3) . . ? C6 C8 C10 120.2(4) . . ? C1 C2 C3 112.0(4) . . ? C4 C3 C2 112.5(4) . . ? C2 C1 S1 113.1(4) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.793 _refine_diff_density_min -0.599 _refine_diff_density_rms 0.064