Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_name_full 'J.Chem.Soc.,Dalton Trans.' _journal_coden_Cambridge 0186 loop_ _publ_author_name 'Phil Andrews' 'G. Deacon' 'W. Roy Jackson' 'Melissa Maguire' 'Natalie Scott' 'Brian W. Skelton' ; A.H.White ; _publ_contact_author_name 'Dr Phil Andrews' _publ_contact_author_address ; School of Chemistry Monash University PO Box 23 Melbourne Victoria 3800 AUSTRALIA ; _publ_contact_author_email P.ANDREWS@SCI.MONASH.EDU.AU _publ_section_title ; Solvent Free Synthesis of Bismuth Thiolates and Carboxylates ; _publ_section_references ; Sheldrick, G M. (1996). SADABS. Program for Empirical Absorption Correction of Area Detector Data. University of Gottingen, Germany. Siemens (1995). SMART and SAINT. Area-Detector Control and Integration Software. Siemens Analytical X-ray Systems Inc., Madison, Wisconsin, USA. Hall, S.R., King, G.S.D., and Stewart., J.M. (1995). The Xtal 3.5 User's Manual. University of Western Australia, Lamb: Perth. ; data_mmd34 _database_code_CSD 191117 _audit_creation_method Xtal3.6 _audit_creation_date 02-02-20 _audit_update_record ? # 2. EXPERIMENTAL DATA #--------------------- _chemical_formula_sum 'C54 H54 Bi2 O18' _chemical_formula_moiety ? _chemical_formula_weight 1408.97 _chemical_melting_point ? _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P_-1 _symmetry_space_group_name_Hall -p_1 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,-y,-z _cell_length_a 10.5533(9) _cell_length_b 11.3356(10) _cell_length_c 12.3665(10) _cell_angle_alpha 87.561(2) _cell_angle_beta 71.084(2) _cell_angle_gamma 67.110(2) _cell_volume 1283.3(2) _cell_formula_units_Z 1 _exptl_crystal_density_diffrn 1.823 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 1.8 _cell_measurement_theta_max 24.5 _cell_measurement_temperature 153 _exptl_absorpt_coefficient_mu 6.923 _exptl_crystal_description cuboid _exptl_crystal_size_max .13 _exptl_crystal_size_mid .12 _exptl_crystal_size_min .1 _exptl_crystal_size_rad ? _exptl_crystal_colour colourless _diffrn_measurement_device_type ; Bruker SMART CCD diffractometer ; _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS; Sheldrick, 1996 ; _exptl_absorpt_correction_T_min .63 _exptl_absorpt_correction_T_max .80 _diffrn_reflns_number 26703 _reflns_number_total 13184 _reflns_Friedel_coverage 0 _reflns_number_gt 11101 _reflns_threshold_expression 'F > 4.00 sig(F )' _diffrn_reflns_theta_max 37.69 _diffrn_reflns_theta_full ? _diffrn_measured_fraction_theta_max ? _diffrn_measured_fraction_theta_full ? _diffrn_reflns_av_R_equivalents .031 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .024 _refine_ls_wR_factor_ref .019 _refine_ls_goodness_of_fit_ref 1.03 _refine_ls_number_reflns 11101 _refine_ls_number_parameters 334 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment noref _refine_ls_shift/su_max .034 _refine_diff_density_min -1.35 _refine_diff_density_max 1.637 _refine_ls_extinction_method ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? # 3. Information for the "methods" section #----------------------------------------- _computing_data_collection 'Siemens SMART (Siemens, 1995)' _computing_cell_refinement 'Siemens SAINT (Siemens, 1995)' _computing_data_reduction 'xtal ADDREF SORTRF' _computing_structure_solution xtal _computing_structure_refinement 'xtal CRYLSQ' _computing_molecular_graphics xtal _computing_publication_material 'xtal BONDLA CIFIO' # 4. Supplementary data for validation and tables #------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0 54 .002 .002 'Int Tables Vol IV Tables 2.2B and 2.3.1' H ? 0 54 0 0 'Int Tables Vol IV Tables 2.2B and 2.3.1' Bi ? 0 2 -4.861 10.559 'Int Tables Vol IV Tables 2.2B and 2.3.1' O ? 0 18 .008 .006 'Int Tables Vol IV Tables 2.2B and 2.3.1' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Bi .415316(8) .162563(7) .112084(6) .01185(5) Uani ? ? 1.00000 ? ? C11 .3359(2) -.17429(16) .21552(15) .0143(15) Uani ? ? 1.00000 ? ? C110 .3576(2) -.05462(17) .17860(16) .0138(15) Uani ? ? 1.00000 ? ? O111 .48375(14) -.05878(12) .11235(11) .0141(11) Uani ? ? 1.00000 ? ? O112 .25341(15) .05183(12) .21456(12) .0194(12) Uani ? ? 1.00000 ? ? C12 .4363(2) -.30167(17) .17380(16) .0152(15) Uani ? ? 1.00000 ? ? O121 .56705(15) -.32246(12) .08997(12) .0177(12) Uani ? ? 1.00000 ? ? C121 .6657(2) -.45713(18) .05206(18) .0219(17) Uani ? ? 1.00000 ? ? C122 .8043(2) -.4633(2) -.0376(2) .0264(19) Uani ? ? 1.00000 ? ? C13 .3993(2) -.40411(18) .21927(18) .0212(17) Uani ? ? 1.00000 ? ? C14 .2654(2) -.3801(2) .3033(2) .025(2) Uani ? ? 1.00000 ? ? C15 .1659(2) -.2559(2) .34507(19) .0231(18) Uani ? ? 1.00000 ? ? C16 .2017(2) -.15497(18) .30058(17) .0180(16) Uani ? ? 1.00000 ? ? C21 .8208(2) .19009(17) .04221(17) .0158(15) Uani ? ? 1.00000 ? ? C210 .6708(2) .19446(18) .07256(16) .0154(15) Uani ? ? 1.00000 ? ? O211 .55863(15) .29439(12) .11535(12) .0191(12) Uani ? ? 1.00000 ? ? O212 .65882(14) .08977(12) .04996(12) .0167(11) Uani ? ? 1.00000 ? ? C22 .8650(2) .23976(17) .11921(17) .0163(16) Uani ? ? 1.00000 ? ? O221 .76252(16) .29092(13) .22442(12) .0221(13) Uani ? ? 1.00000 ? ? C221 .8022(3) .3444(2) .3047(2) .029(2) Uani ? ? 1.00000 ? ? C222 .6666(3) .4096(2) .4046(2) .037(3) Uani ? ? 1.00000 ? ? C23 1.0074(2) .23270(19) .08621(18) .0207(18) Uani ? ? 1.00000 ? ? C24 1.1036(2) .1785(2) -.0228(2) .0225(18) Uani ? ? 1.00000 ? ? C25 1.0619(2) .1288(2) -.09903(18) .0224(17) Uani ? ? 1.00000 ? ? C26 .9221(2) .13241(19) -.06539(17) .0195(17) Uani ? ? 1.00000 ? ? C31 .2958(2) .26853(17) .46486(16) .0161(15) Uani ? ? 1.00000 ? ? C310 .3306(2) .24324(18) .33909(17) .0164(16) Uani ? ? 1.00000 ? ? O311 .44050(15) .14090(12) .28305(11) .0168(11) Uani ? ? 1.00000 ? ? O312 .25056(15) .31932(13) .28861(12) .0202(12) Uani ? ? 1.00000 ? ? C32 .3962(2) .21226(18) .52356(16) .0178(16) Uani ? ? 1.00000 ? ? O321 .53428(15) .13280(14) .46028(12) .0212(13) Uani ? ? 1.00000 ? ? C321 .6409(2) .0875(2) .51731(19) .0240(19) Uani ? ? 1.00000 ? ? C322 .7864(3) .0151(2) .4270(2) .030(2) Uani ? ? 1.00000 ? ? C33 .3491(2) .2420(2) .64243(17) .0228(19) Uani ? ? 1.00000 ? ? C34 .2076(2) .3251(2) .70093(18) .025(2) Uani ? ? 1.00000 ? ? C35 .1088(2) .3824(2) .64445(18) .0257(19) Uani ? ? 1.00000 ? ? C36 .1534(2) .35377(19) .52668(17) .0200(17) Uani ? ? 1.00000 ? ? H13 .46303 -.49802 .19411 .02700 Uiso ? ? 1.00000 ? ? H121a .61974 -.49856 .02134 .02700 Uiso ? ? 1.00000 ? ? H121b .68669 -.49990 .11630 .02700 Uiso ? ? 1.00000 ? ? H122a .86925 -.55009 -.06301 .04000 Uiso ? ? 1.00000 ? ? H122b .84956 -.42161 -.00668 .04000 Uiso ? ? 1.00000 ? ? H122c .78260 -.42027 -.10164 .04000 Uiso ? ? 1.00000 ? ? H14 .24093 -.45157 .33273 .03100 Uiso ? ? 1.00000 ? ? H15 .07411 -.23979 .40414 .02900 Uiso ? ? 1.00000 ? ? H16 .13275 -.06860 .32834 .02300 Uiso ? ? 1.00000 ? ? H221a .84306 .40483 .26961 .03600 Uiso ? ? 1.00000 ? ? H221b .87486 .27787 .32844 .03600 Uiso ? ? 1.00000 ? ? H222a .68623 .44735 .46141 .05600 Uiso ? ? 1.00000 ? ? H222b .62680 .34876 .43876 .05600 Uiso ? ? 1.00000 ? ? H222c .59500 .47572 .37992 .05600 Uiso ? ? 1.00000 ? ? H23 1.03870 .26469 .13902 .02600 Uiso ? ? 1.00000 ? ? H24 1.20033 .17664 -.04566 .02800 Uiso ? ? 1.00000 ? ? H25 1.12951 .09194 -.17414 .02800 Uiso ? ? 1.00000 ? ? H26 .89372 .09496 -.11627 .02400 Uiso ? ? 1.00000 ? ? H321a .61744 .03126 .57336 .03000 Uiso ? ? 1.00000 ? ? H321b .64323 .15745 .55507 .03000 Uiso ? ? 1.00000 ? ? H322a .86117 -.01764 .46110 .04400 Uiso ? ? 1.00000 ? ? H322b .80949 .07075 .37132 .04400 Uiso ? ? 1.00000 ? ? H322c .78370 -.05543 .38961 .04400 Uiso ? ? 1.00000 ? ? H33 .41646 .20315 .68346 .02900 Uiso ? ? 1.00000 ? ? H34 .17676 .34330 .78335 .03100 Uiso ? ? 1.00000 ? ? H35 .01107 .44078 .68573 .03300 Uiso ? ? 1.00000 ? ? H36 .08532 .39305 .48645 .02500 Uiso ? ? 1.00000 ? ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Bi .01289(3) .01007(3) .01274(3) -.00398(2) -.00518(2) .00096(2) C11 .0182(9) .0150(9) .0141(9) -.0098(7) -.0075(7) .0045(7) C110 .0166(9) .0153(8) .0124(8) -.0074(7) -.0072(7) .0017(7) O111 .0166(7) .0121(6) .0140(6) -.0064(5) -.0046(5) .0002(5) O112 .0168(7) .0134(6) .0242(8) -.0052(5) -.0031(6) .0017(5) C12 .0175(9) .0146(8) .0157(9) -.0076(7) -.0070(7) .0032(7) O121 .0181(7) .0127(6) .0190(7) -.0049(5) -.0038(6) .0024(5) C121 .0223(11) .0109(8) .0258(11) -.0025(7) -.0044(9) .0007(7) C122 .0216(11) .0173(10) .0295(12) -.0019(8) -.0021(9) .0032(8) C13 .0244(11) .0135(9) .0248(11) -.0087(8) -.0058(9) .0034(8) C14 .0300(12) .0195(10) .0298(12) -.0166(9) -.0081(10) .0081(9) C15 .0223(11) .0244(10) .0241(11) -.0138(9) -.0045(9) .0055(8) C16 .0182(10) .0186(9) .0186(10) -.0087(8) -.0063(8) .0019(7) C21 .0165(9) .0147(8) .0187(9) -.0073(7) -.0078(8) .0041(7) C210 .0185(9) .0163(8) .0134(9) -.0078(7) -.0073(7) .0028(7) O211 .0163(7) .0146(6) .0266(8) -.0058(5) -.0074(6) -.0003(6) O212 .0147(7) .0150(6) .0210(7) -.0062(5) -.0058(6) -.0017(5) C22 .0184(9) .0135(8) .0184(9) -.0071(7) -.0071(8) .0028(7) O221 .0244(8) .0258(8) .0186(7) -.0129(6) -.0060(6) -.0033(6) C221 .0380(14) .0295(12) .0263(12) -.0166(10) -.0154(10) -.0034(9) C222 .0498(17) .0418(15) .0212(12) -.0221(13) -.0087(11) -.0025(10) C23 .0217(10) .0179(9) .0278(11) -.0096(8) -.0129(9) .0025(8) C24 .0147(9) .0225(10) .0317(12) -.0083(8) -.0090(9) .0060(9) C25 .0177(10) .0245(10) .0209(10) -.0061(8) -.0041(8) .0027(8) C26 .0189(10) .0211(9) .0200(10) -.0080(8) -.0084(8) .0029(8) C31 .0202(10) .0157(8) .0136(9) -.0091(7) -.0044(7) -.0002(7) C310 .0199(10) .0146(8) .0163(9) -.0088(7) -.0058(8) .0016(7) O311 .0190(7) .0150(6) .0130(6) -.0021(5) -.0066(5) -.0005(5) O312 .0228(8) .0175(7) .0170(7) -.0034(6) -.0079(6) .0004(5) C32 .0220(10) .0188(9) .0135(9) -.0102(8) -.0047(8) .0014(7) O321 .0188(7) .0280(8) .0157(7) -.0059(6) -.0081(6) -.0003(6) C321 .0249(11) .0239(10) .0241(11) -.0064(9) -.0135(9) .0022(8) C322 .0265(12) .0301(12) .0305(13) -.0077(10) -.0118(10) .0009(10) C33 .0290(12) .0273(11) .0149(10) -.0132(9) -.0081(9) .0016(8) C34 .0307(12) .0300(11) .0153(10) -.0169(10) -.0030(9) -.0017(8) C35 .0246(11) .0273(11) .0200(11) -.0108(9) .0007(9) -.0056(8) C36 .0199(10) .0188(9) .0195(10) -.0074(8) -.0045(8) -.0002(8) # 5. Molecular Geometry #---------------------- loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag #<< enter YES for value to be published Bi O111 . . 2.3255(13) ? Bi O112 . . 2.4960(16) ? Bi O211 . . 2.5149(18) ? Bi O212 . . 2.2359(13) ? Bi O311 . . 2.2069(15) ? Bi O312 . . 2.5321(12) ? Bi O111 . '2 655' 2.7583(13) ? Bi O121 . '2 655' 3.0231(14) ? C11 C110 . . 1.491(3) ? C11 C12 . . 1.412(2) ? C11 C16 . . 1.404(3) ? C110 O111 . . 1.301(2) ? C110 O112 . . 1.2489(19) ? C12 O121 . . 1.369(2) ? C12 C13 . . 1.404(3) ? O121 C121 . . 1.464(2) ? C121 C122 . . 1.500(3) ? C121 H121a . . .955 ? C121 H121b . . .955 ? C122 H122a . . .9476 ? C122 H122b . . .953 ? C122 H122c . . .957 ? C13 C14 . . 1.386(3) ? C13 H13 . . 1.0090 ? C14 C15 . . 1.383(3) ? C14 H14 . . .966 ? C15 C16 . . 1.380(3) ? C15 H15 . . .960 ? C16 H16 . . .9584 ? C21 C210 . . 1.484(3) ? C21 C22 . . 1.407(4) ? C21 C26 . . 1.396(2) ? C210 O211 . . 1.2516(19) ? C210 O212 . . 1.293(3) ? C22 O221 . . 1.365(2) ? C22 C23 . . 1.394(3) ? O221 C221 . . 1.430(4) ? C221 C222 . . 1.493(3) ? C221 H221a . . .963 ? C221 H221b . . .960 ? C222 H222a . . .953 ? C222 H222b . . .957 ? C222 H222c . . .957 ? C23 C24 . . 1.387(3) ? C23 H23 . . .960 ? C24 C25 . . 1.381(4) ? C24 H24 . . .958 ? C25 C26 . . 1.381(3) ? C25 H25 . . .9580 ? C26 H26 . . .954 ? C31 C310 . . 1.491(3) ? C31 C32 . . 1.410(3) ? C31 C36 . . 1.402(2) ? C310 O311 . . 1.2929(19) ? C310 O312 . . 1.256(3) ? C32 O321 . . 1.359(2) ? C32 C33 . . 1.400(3) ? O321 C321 . . 1.436(3) ? C321 C322 . . 1.505(3) ? C321 H321a . . .961 ? C321 H321b . . .949 ? C322 H322a . . .955 ? C322 H322b . . .952 ? C322 H322c . . .955 ? C33 C34 . . 1.381(3) ? C33 H33 . . .963 ? C34 C35 . . 1.379(4) ? C34 H34 . . .969 ? C35 C36 . . 1.387(3) ? C35 H35 . . .9583 ? C36 H36 . . .962 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag #<< enter YES for value to be published O111 Bi O112 . . . 54.22(4) ? O111 Bi O211 . . . 129.32(5) ? O111 Bi O212 . . . 77.91(5) ? O111 Bi O311 . . . 81.53(5) ? O111 Bi O312 . . . 123.32(4) ? O111 Bi O111 . . '2 655' 71.93(4) ? O111 Bi O121 . . '2 655' 128.87(4) ? O112 Bi O211 . . . 150.49(5) ? O112 Bi O212 . . . 129.60(5) ? O112 Bi O311 . . . 75.51(6) ? O112 Bi O312 . . . 78.77(5) ? O112 Bi O111 . . '2 655' 102.92(5) ? O112 Bi O121 . . '2 655' 135.30(5) ? O211 Bi O212 . . . 54.85(5) ? O211 Bi O311 . . . 76.41(6) ? O211 Bi O312 . . . 77.87(5) ? O211 Bi O111 . . '2 655' 105.53(5) ? O211 Bi O121 . . '2 655' 69.32(5) ? O212 Bi O311 . . . 83.49(5) ? O212 Bi O312 . . . 123.93(6) ? O212 Bi O111 . . '2 655' 72.24(5) ? O212 Bi O121 . . '2 655' 85.29(4) ? O311 Bi O312 . . . 55.06(4) ? O311 Bi O111 . . '2 655' 147.00(4) ? O311 Bi O121 . . '2 655' 144.15(5) ? O312 Bi O111 . . '2 655' 157.88(4) ? O312 Bi O121 . . '2 655' 106.20(4) ? O111 Bi O121 '2 655' . '2 655' 56.95(4) ? C110 C11 C12 . . . 126.32(16) ? C110 C11 C16 . . . 115.20(14) ? C12 C11 C16 . . . 118.48(19) ? C11 C110 O111 . . . 121.36(14) ? C11 C110 O112 . . . 119.16(17) ? O111 C110 O112 . . . 119.46(19) ? Bi O111 C110 . . . 96.42(10) ? Bi O111 Bi . . '2 655' 108.07(5) ? C110 O111 Bi . . '2 655' 118.00(14) ? Bi O112 C110 . . . 89.89(12) ? C11 C12 O121 . . . 119.35(18) ? C11 C12 C13 . . . 119.05(16) ? O121 C12 C13 . . . 121.60(14) ? C12 O121 C121 . . . 116.05(16) ? C12 O121 Bi . . '2 655' 121.15(11) ? C121 O121 Bi . . '2 655' 110.14(10) ? O121 C121 C122 . . . 109.41(17) ? O121 C121 H121a . . . 109.54 ? O121 C121 H121b . . . 109.33 ? C122 C121 H121a . . . 110.1 ? C122 C121 H121b . . . 109.9 ? H121a C121 H121b . . . 108.6 ? C121 C122 H122a . . . 110.3 ? C121 C122 H122b . . . 109.8 ? C121 C122 H122c . . . 109.5 ? H122a C122 H122b . . . 109.4 ? H122a C122 H122c . . . 109.1 ? H122b C122 H122c . . . 108.7 ? C12 C13 C14 . . . 120.33(16) ? C12 C13 H13 . . . 124.78 ? C14 C13 H13 . . . 114.9 ? C13 C14 C15 . . . 121.3(2) ? C13 C14 H14 . . . 119.34 ? C15 C14 H14 . . . 119.3 ? C14 C15 C16 . . . 118.57(19) ? C14 C15 H15 . . . 121.1 ? C16 C15 H15 . . . 120.37 ? C11 C16 C15 . . . 122.24(16) ? C11 C16 H16 . . . 118.7 ? C15 C16 H16 . . . 119.05 ? C210 C21 C22 . . . 122.15(16) ? C210 C21 C26 . . . 118.9(2) ? C22 C21 C26 . . . 118.9(2) ? C21 C210 O211 . . . 123.0(2) ? C21 C210 O212 . . . 117.07(14) ? O211 C210 O212 . . . 119.9(2) ? Bi O211 C210 . . . 86.71(14) ? Bi O212 C210 . . . 98.55(10) ? C21 C22 O221 . . . 116.2(2) ? C21 C22 C23 . . . 119.69(17) ? O221 C22 C23 . . . 124.1(2) ? C22 O221 C221 . . . 118.02(19) ? O221 C221 C222 . . . 107.2(2) ? O221 C221 H221a . . . 110.2 ? O221 C221 H221b . . . 110.3 ? C222 C221 H221a . . . 110.7 ? C222 C221 H221b . . . 110.9 ? H221a C221 H221b . . . 107.6 ? C221 C222 H222a . . . 111.1 ? C221 C222 H222b . . . 110.0 ? C221 C222 H222c . . . 110.1 ? H222a C222 H222b . . . 108.6 ? H222a C222 H222c . . . 108.7 ? H222b C222 H222c . . . 108.3 ? C22 C23 C24 . . . 119.7(2) ? C22 C23 H23 . . . 120.01 ? C24 C23 H23 . . . 120.3 ? C23 C24 C25 . . . 121.2(2) ? C23 C24 H24 . . . 119.1 ? C25 C24 H24 . . . 119.7 ? C24 C25 C26 . . . 119.20(18) ? C24 C25 H25 . . . 120.2 ? C26 C25 H25 . . . 120.6 ? C21 C26 C25 . . . 121.2(2) ? C21 C26 H26 . . . 119.0 ? C25 C26 H26 . . . 119.73 ? C310 C31 C32 . . . 124.18(15) ? C310 C31 C36 . . . 116.6(2) ? C32 C31 C36 . . . 119.19(18) ? C31 C310 O311 . . . 119.85(18) ? C31 C310 O312 . . . 119.91(14) ? O311 C310 O312 . . . 120.21(18) ? Bi O311 C310 . . . 99.38(13) ? Bi O312 C310 . . . 85.34(10) ? C31 C32 O321 . . . 117.50(17) ? C31 C32 C33 . . . 118.68(16) ? O321 C32 C33 . . . 123.8(2) ? C32 O321 C321 . . . 117.56(16) ? O321 C321 C322 . . . 107.21(19) ? O321 C321 H321a . . . 109.9 ? O321 C321 H321b . . . 110.72 ? C322 C321 H321a . . . 109.86 ? C322 C321 H321b . . . 110.5 ? H321a C321 H321b . . . 108.7 ? C321 C322 H322a . . . 110.3 ? C321 C322 H322b . . . 109.88 ? C321 C322 H322c . . . 110.2 ? H322a C322 H322b . . . 108.9 ? H322a C322 H322c . . . 108.6 ? H322b C322 H322c . . . 108.9 ? C32 C33 C34 . . . 120.7(2) ? C32 C33 H33 . . . 119.31 ? C34 C33 H33 . . . 120.0 ? C33 C34 C35 . . . 121.4(2) ? C33 C34 H34 . . . 119.4 ? C35 C34 H34 . . . 119.29 ? C34 C35 C36 . . . 118.76(17) ? C34 C35 H35 . . . 120.7 ? C36 C35 H35 . . . 120.5 ? C31 C36 C35 . . . 121.4(2) ? C31 C36 H36 . . . 119.2 ? C35 C36 H36 . . . 119.46 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag #<< enter YES for value to be published ? ? ? ? ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag #<< enter YES for value to be published ? ? ? ? ? ? ? ? ? ? ? #-------------------------------------------------------------------------- # Special items requested by author for inclusion in paper #-------------------------------------------------------------------------- loop_ _publ_manuscript_incl_extra_item _publ_manuscript_incl_extra_defn ? ? #-------------------------------------------------------------------------- # Items which are non-mandatory for Acta C submissions #-------------------------------------------------------------------------- loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens ? _geom_special_details ? _cell_special_details ; ? ; _exptl_special_details ; ? ; _diffrn_special_details ; ? ; _chemical_compound_source ? _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_analytical ? _chemical_formula_structural ? _exptl_crystal_F_000 688 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? loop_ _diffrn_attenuator_code _diffrn_attenuator_scale ? ? _reflns_limit_h_min 0 _reflns_limit_h_max 18 _reflns_limit_k_min -17 _reflns_limit_k_max 19 _reflns_limit_l_min -20 _reflns_limit_l_max 21 _reflns_number_observed ? _reflns_d_resolution_high .581 _reflns_d_resolution_low 11.618 _diffrn_reflns_av_sigmaI/netI .059 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_reduction_process ? _diffrn_ambient_temperature 153 _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'CCD area detector' _refine_ls_extinction_expression ? _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all .035 _refine_ls_wR_factor_all .02 _refine_ls_goodness_of_fit_all .98 _refine_ls_shift/su_mean .002 #========================================================================== # Structure Factor lists should be submitted as separate files #========================================================================== #data_ # but for xtal use the refln data is needed in same block loop_ _refln_index_h _refln_index_k _refln_index_l _refln_F_meas _refln_F_calc _refln_F_sigma _refln_F_squared_meas _refln_F_squared_calc _refln_F_squared_sigma _refln_observed_status _refln_F_meas_friedel _refln_F_sigma_friedel _refln_F_squared_meas_friedel _refln_F_squared_sigma_friedel ? ? ? ? ? ? ? ? ? ? ? ? ? ? #-end-end-end-end-end-end-end-end-end-end-end-end-end-end-end-end-end-end data_mmf34 _database_code_CSD 191118 _audit_creation_method Xtal3.6 _audit_creation_date 02-02-28 _audit_update_record ? # 2. EXPERIMENTAL DATA #--------------------- _chemical_formula_sum 'C6 H13 Bi1 O2 S2' _chemical_formula_moiety ? _chemical_formula_weight 390.28 _chemical_melting_point ? _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P_b_c_a _symmetry_space_group_name_Hall -p_2ac_2ab loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z -x,-y,-z 1/2+x,+y,1/2-z 1/2-x,1/2+y,+z +x,1/2-y,1/2+z _cell_length_a 9.4779(8) _cell_length_b 9.8471(8) _cell_length_c 21.152(2) _cell_angle_alpha 90.00000 _cell_angle_beta 90.00000 _cell_angle_gamma 90.00000 _cell_volume 1974.1(3) _cell_formula_units_Z 8 _exptl_crystal_density_diffrn 2.626 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 5626 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 22.3 _cell_measurement_temperature 153 _exptl_absorpt_coefficient_mu 18.239 _exptl_crystal_description prism _exptl_crystal_size_max .05 _exptl_crystal_size_mid .05 _exptl_crystal_size_min .05 _exptl_crystal_size_rad ? _exptl_crystal_colour colourless _diffrn_measurement_device_type ; Bruker SMART CCD diffractometer ; _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS; Sheldrick, 1996 ; _exptl_absorpt_correction_T_min .43 _exptl_absorpt_correction_T_max .83 _diffrn_reflns_number 41184 _reflns_number_total 5117 _reflns_Friedel_coverage 0 _reflns_number_gt 3128 _reflns_threshold_expression 'F > 4.00 sig(F )' _diffrn_reflns_theta_max 37.55 _diffrn_reflns_theta_full ? _diffrn_measured_fraction_theta_max ? _diffrn_measured_fraction_theta_full ? _diffrn_reflns_av_R_equivalents .078 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 36 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .033 _refine_ls_wR_factor_ref .031 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_number_reflns 3128 _refine_ls_number_parameters 104 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment noref _refine_ls_shift/su_max .083 _refine_diff_density_min -2.691 _refine_diff_density_max 3.048 _refine_ls_extinction_method ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? # 3. Information for the "methods" section #----------------------------------------- _computing_data_collection 'Siemens SMART (Siemens, 1995)' _computing_cell_refinement 'Siemens SAINT (Siemens, 1995)' _computing_data_reduction 'xtal ADDREF SORTRF' _computing_structure_solution xtal _computing_structure_refinement 'xtal CRYLSQ' _computing_molecular_graphics xtal _computing_publication_material 'xtal BONDLA CIFIO' # 4. Supplementary data for validation and tables #------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0 48 .002 .002 'Int Tables Vol IV Tables 2.2B and 2.3.1' H ? 0 104 0 0 'Int Tables Vol IV Tables 2.2B and 2.3.1' O ? 0 16 .008 .006 'Int Tables Vol IV Tables 2.2B and 2.3.1' S ? 0 16 .11 .124 'Int Tables Vol IV Tables 2.2B and 2.3.1' Bi ? 0 8 -4.861 10.559 'Int Tables Vol IV Tables 2.2B and 2.3.1' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Bi .47249(2) .107746(19) .241026(9) .01302(7) Uani ? ? 1.00000 ? ? S1 .63808(14) .29755(13) .28088(6) .0166(6) Uani ? ? 1.00000 ? ? O1 .5370(4) .0194(4) .33190(17) .0175(18) Uani ? ? 1.00000 ? ? C11 .6290(6) .2411(5) .3625(3) .018(3) Uani ? ? 1.00000 ? ? C12 .6418(6) .0878(5) .3683(2) .017(3) Uani ? ? 1.00000 ? ? C121 .6288(6) .0439(6) .4365(3) .022(3) Uani ? ? 1.00000 ? ? S2 .66472(15) .00800(13) .16981(7) .0184(7) Uani ? ? 1.00000 ? ? O2 .4834(4) .2643(4) .14279(18) .0177(18) Uani ? ? 1.00000 ? ? C21 .7157(6) .1651(6) .1296(3) .020(3) Uani ? ? 1.00000 ? ? C22 .5929(6) .2379(5) .0973(2) .019(3) Uani ? ? 1.00000 ? ? C221 .5320(7) .1572(6) .0429(3) .026(3) Uani ? ? 1.00000 ? ? H11a .69530 .28242 .38970 .03033 Uiso ? ? 1.00000 ? ? H11b .53561 .27050 .38433 .02168 Uiso ? ? 1.00000 ? ? H12 .72819 .05902 .35490 .01209 Uiso ? ? 1.00000 ? ? H121a .63792 -.05370 .44369 .03421 Uiso ? ? 1.00000 ? ? H121b .53142 .07135 .45608 .02338 Uiso ? ? 1.00000 ? ? H121c .69495 .07822 .46524 .02962 Uiso ? ? 1.00000 ? ? H2 .429(13) .346(11) .149(6) .15(5) Uiso ? ? 1.00000 ? ? H21a .75579 .22863 .15560 .02723 Uiso ? ? 1.00000 ? ? H21b .79178 .14073 .09582 .02533 Uiso ? ? 1.00000 ? ? H22 .62975 .31783 .07859 .02472 Uiso ? ? 1.00000 ? ? H221a .45926 .20503 .02173 .03023 Uiso ? ? 1.00000 ? ? H221b .50059 .07306 .05483 .02883 Uiso ? ? 1.00000 ? ? H221c .60287 .13795 .00922 .04211 Uiso ? ? 1.00000 ? ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Bi .01378(8) .01199(8) .01330(7) .00022(8) -.00033(7) .00085(7) S1 .0215(7) .0124(6) .0158(6) -.0024(5) .0007(5) .0004(5) O1 .020(2) .0152(18) .0169(17) -.0048(16) -.0047(16) .0029(13) C11 .022(3) .017(3) .014(2) -.003(2) -.001(2) -.002(2) C12 .017(2) .021(3) .012(2) -.003(2) -.0001(18) -.0012(19) C121 .028(3) .027(3) .013(2) -.002(3) -.002(2) .002(2) S2 .0208(7) .0131(6) .0212(7) .0039(5) .0020(5) .0005(5) O2 .020(2) .0163(18) .0170(18) .0025(16) -.0000(15) -.0008(14) C21 .021(3) .015(3) .022(3) -.002(2) .002(2) .001(2) C22 .025(3) .017(3) .015(2) .001(2) .002(2) .005(2) C221 .033(3) .027(3) .019(3) -.000(3) -.003(3) -.003(2) # 5. Molecular Geometry #---------------------- loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag #<< enter YES for value to be published Bi S1 . . 2.5821(13) ? Bi O1 . . 2.197(4) ? Bi S2 . . 2.5600(14) ? Bi O2 . . 2.589(4) ? Bi S1 . '4 645' 3.2624(13) ? S1 C11 . . 1.815(5) ? O1 C12 . . 1.426(6) ? C11 C12 . . 1.519(7) ? C11 H11a . . .944 ? C11 H11b . . 1.040 ? C12 C121 . . 1.511(8) ? C12 H12 . . .912 ? C121 H121a . . .976 ? C121 H121b . . 1.047 ? C121 H121c . . .937 ? S2 C21 . . 1.830(6) ? O2 C22 . . 1.440(7) ? O2 H2 . . .97(11) ? C21 C22 . . 1.529(8) ? C21 H21a . . .915 ? C21 H21b . . 1.043 ? C22 C221 . . 1.512(8) ? C22 H22 . . .947 ? C221 H221a . . .948 ? C221 H221b . . .916 ? C221 H221c . . .998 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag #<< enter YES for value to be published S1 Bi O1 . . . 80.32(10) ? S1 Bi S2 . . . 92.14(4) ? S1 Bi O2 . . . 78.86(9) ? S1 Bi S1 . . '4 645' 156.83(4) ? O1 Bi S2 . . . 99.50(10) ? O1 Bi O2 . . . 157.95(13) ? O1 Bi S1 . . '4 645' 80.96(10) ? S2 Bi O2 . . . 74.21(9) ? S2 Bi S1 . . '4 645' 77.63(4) ? O2 Bi S1 . . '4 645' 117.15(9) ? Bi S1 C11 . . . 93.44(18) ? Bi S1 Bi . . '4 655' 115.85(5) ? C11 S1 Bi . . '4 655' 113.99(18) ? Bi O1 C12 . . . 118.6(3) ? S1 C11 C12 . . . 112.2(4) ? S1 C11 H11a . . . 114.6 ? S1 C11 H11b . . . 112.2 ? C12 C11 H11a . . . 109.0 ? C12 C11 H11b . . . 108.0 ? H11a C11 H11b . . . 100.1 ? O1 C12 C11 . . . 111.7(4) ? O1 C12 C121 . . . 108.9(4) ? O1 C12 H12 . . . 108.1 ? C11 C12 C121 . . . 110.8(4) ? C11 C12 H12 . . . 110.8 ? C121 C12 H12 . . . 106.3 ? C12 C121 H121a . . . 115.1 ? C12 C121 H121b . . . 112.1 ? C12 C121 H121c . . . 117.5 ? H121a C121 H121b . . . 105.7 ? H121a C121 H121c . . . 101.2 ? H121b C121 H121c . . . 103.9 ? Bi S2 C21 . . . 97.88(18) ? Bi O2 C22 . . . 117.3(3) ? Bi O2 H2 . . . 111(8) ? C22 O2 H2 . . . 129(7) ? S2 C21 C22 . . . 113.8(4) ? S2 C21 H21a . . . 114.1 ? S2 C21 H21b . . . 107.9 ? C22 C21 H21a . . . 105.3 ? C22 C21 H21b . . . 109.1 ? H21a C21 H21b . . . 106.4 ? O2 C22 C21 . . . 109.5(4) ? O2 C22 C221 . . . 109.1(5) ? O2 C22 H22 . . . 113.3 ? C21 C22 C221 . . . 112.6(5) ? C21 C22 H22 . . . 107.2 ? C221 C22 H22 . . . 105.1 ? C22 C221 H221a . . . 112.1 ? C22 C221 H221b . . . 113.0 ? C22 C221 H221c . . . 112.7 ? H221a C221 H221b . . . 110.1 ? H221a C221 H221c . . . 104.2 ? H221b C221 H221c . . . 104.1 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag #<< enter YES for value to be published ? ? ? ? ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag #<< enter YES for value to be published ? ? ? ? ? ? ? ? ? ? ? #-------------------------------------------------------------------------- # Special items requested by author for inclusion in paper #-------------------------------------------------------------------------- loop_ _publ_manuscript_incl_extra_item _publ_manuscript_incl_extra_defn ? ? #-------------------------------------------------------------------------- # Items which are non-mandatory for Acta C submissions #-------------------------------------------------------------------------- _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens ? _geom_special_details ? _cell_special_details ; ? ; _exptl_special_details ; ? ; _diffrn_special_details ; ? ; _chemical_compound_source ? _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_analytical ? _chemical_formula_structural ? _exptl_crystal_F_000 1440 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? loop_ _diffrn_attenuator_code _diffrn_attenuator_scale ? ? _reflns_limit_h_min 0 _reflns_limit_h_max 15 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 36 _reflns_number_observed ? _reflns_d_resolution_high .583 _reflns_d_resolution_low 10.554 _diffrn_reflns_av_sigmaI/netI .125 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_reduction_process ? _diffrn_ambient_temperature 153 _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'CCD area detector' _refine_ls_extinction_expression ? _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all .077 _refine_ls_wR_factor_all .037 _refine_ls_goodness_of_fit_all .964 _refine_ls_shift/su_mean .015 #========================================================================== # Structure Factor lists should be submitted as separate files #========================================================================== #data_ # but for xtal use the refln data is needed in same block loop_ _refln_index_h _refln_index_k _refln_index_l _refln_F_meas _refln_F_calc _refln_F_sigma _refln_F_squared_meas _refln_F_squared_calc _refln_F_squared_sigma _refln_observed_status _refln_F_meas_friedel _refln_F_sigma_friedel _refln_F_squared_meas_friedel _refln_F_squared_sigma_friedel ? ? ? ? ? ? ? ? ? ? ? ? ? ? #-end-end-end-end-end-end-end-end-end-end-end-end-end-end-end-end-end-end