# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Dongrong Xiao' 'Haiyan Chen' 'Dianzhen Sun' 'Jianghong He' 'Shiwei Yan' 'Juan Yang' 'Xin Wang' 'Ruo Yuan' 'Enbo Wang' data_c12b _database_code_depnum_ccdc_archive 'CCDC 850321' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H17 Ba O10.50 S' _chemical_formula_weight 522.68 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' Ba Ba -0.3244 2.2819 '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 6.2064(12) _cell_length_b 13.189(3) _cell_length_c 14.101(3) _cell_angle_alpha 73.07(3) _cell_angle_beta 87.75(3) _cell_angle_gamma 78.39(3) _cell_volume 1081.4(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5909 _cell_measurement_theta_min 1.65 _cell_measurement_theta_max 26.50 _exptl_crystal_description block _exptl_crystal_colour clourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.52 _exptl_crystal_size_min 0.49 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 514 _exptl_absorpt_coefficient_mu 1.978 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4147 _exptl_absorpt_correction_T_max 0.4440 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _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 'Bruker APEX 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 5909 _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_sigmaI/netI 0.0679 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 26.50 _reflns_number_total 4350 _reflns_number_gt 3757 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0780P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4350 _refine_ls_number_parameters 289 _refine_ls_number_restraints 33 _refine_ls_R_factor_all 0.0494 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1219 _refine_ls_wR_factor_gt 0.1140 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.000 _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 Ba1 Ba 0.24777(4) 0.46619(2) 0.63347(2) 0.02182(12) Uani 1 1 d . . . S1 S 0.1188(2) 0.32202(10) 1.20719(9) 0.0258(3) Uani 1 1 d . . . C1 C 0.2898(12) 0.1229(5) 1.3297(5) 0.0495(18) Uani 1 1 d . . . H1A H 0.4147 0.1510 1.3323 0.059 Uiso 1 1 calc R . . C2 C 0.2852(12) 0.0170(5) 1.3828(5) 0.0516(19) Uani 1 1 d . . . H2A H 0.4072 -0.0261 1.4208 0.062 Uiso 1 1 calc R . . C3 C 0.0978(10) -0.0250(5) 1.3791(4) 0.0341(13) Uani 1 1 d . . . C4 C -0.0850(11) 0.0409(5) 1.3250(6) 0.0549(19) Uani 1 1 d . . . H4A H -0.2122 0.0139 1.3244 0.066 Uiso 1 1 calc R . . C5 C -0.0807(11) 0.1475(5) 1.2711(6) 0.0503(18) Uani 1 1 d . . . H5A H -0.2036 0.1915 1.2344 0.060 Uiso 1 1 calc R . . C6 C 0.1093(9) 0.1868(4) 1.2732(4) 0.0262(11) Uani 1 1 d . . . C7 C 0.0174(9) 0.3415(4) 1.0861(4) 0.0242(10) Uani 1 1 d . . . C8 C -0.2052(9) 0.3838(5) 1.0643(4) 0.0325(12) Uani 1 1 d . . . H8A H -0.2992 0.4022 1.1123 0.039 Uiso 1 1 calc R . . C9 C -0.2836(9) 0.3981(5) 0.9704(4) 0.0324(12) Uani 1 1 d . . . H9A H -0.4326 0.4252 0.9555 0.039 Uiso 1 1 calc R . . C10 C -0.1434(9) 0.3728(4) 0.8969(4) 0.0279(11) Uani 1 1 d . . . C11 C 0.0799(9) 0.3299(5) 0.9194(4) 0.0340(13) Uani 1 1 d . . . H11A H 0.1736 0.3125 0.8709 0.041 Uiso 1 1 calc R . . C12 C 0.1622(9) 0.3134(5) 1.0144(4) 0.0344(13) Uani 1 1 d . . . H12A H 0.3102 0.2844 1.0302 0.041 Uiso 1 1 calc R . . C13 C 0.0978(11) -0.1429(5) 1.4331(5) 0.0379(14) Uani 1 1 d . . . C14 C -0.2399(9) 0.3921(4) 0.7936(4) 0.0257(11) Uani 1 1 d . . . OW1 O 0.3610(9) 0.2339(4) 0.6869(4) 0.0637(14) Uani 1 1 d . . . O1 O 0.2800(9) -0.2001(4) 1.4697(4) 0.0586(14) Uani 1 1 d . . . OW2 O 0.6687(6) 0.4011(3) 0.5598(3) 0.0276(8) Uani 1 1 d D . . HW2B H 0.667(10) 0.3375(17) 0.560(4) 0.034 Uiso 1 1 d D . . HW2A H 0.731(10) 0.400(4) 0.612(3) 0.041 Uiso 1 1 d D . . O2 O -0.0769(9) -0.1763(4) 1.4358(4) 0.0564(13) Uani 1 1 d . . . OW3 O 0.4683(7) 0.6377(3) 0.6260(3) 0.0342(9) Uani 1 1 d D . . HW3B H 0.431(11) 0.700(2) 0.586(3) 0.046 Uiso 1 1 d D . . HW3A H 0.497(12) 0.645(4) 0.681(2) 0.051 Uiso 1 1 d D . . O3 O -0.4450(6) 0.4112(4) 0.7832(3) 0.0398(10) Uani 1 1 d . . . OW4 O -0.1293(6) 0.6150(3) 0.5249(3) 0.0296(8) Uani 1 1 d D . . HW4B H -0.116(9) 0.6803(16) 0.505(4) 0.036 Uiso 1 1 d D . . HW4A H -0.232(8) 0.610(4) 0.566(4) 0.045 Uiso 1 1 d D . . O4 O -0.1010(6) 0.3876(4) 0.7242(3) 0.0378(10) Uani 1 1 d . . . O5 O -0.0354(8) 0.3920(3) 1.2525(3) 0.0409(10) Uani 1 1 d . . . OW5 O 0.632(10) 0.106(5) 1.066(4) 0.091(16) Uani 0.13 1 d PU . . O6 O 0.3481(7) 0.3318(3) 1.2017(3) 0.0359(9) Uani 1 1 d . . . OW6 O 0.076(11) 0.094(5) 0.862(5) 0.101(18) Uani 0.13 1 d PU . . OW7 O -0.406(13) 0.101(6) 0.875(6) 0.12(2) Uani 0.13 1 d PU . . OW8 O -0.178(15) 0.151(7) 0.806(6) 0.14(3) Uani 0.13 1 d PU . . 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 Ba1 0.01855(17) 0.02830(19) 0.01739(17) -0.00229(12) -0.00002(11) -0.00818(12) S1 0.0336(7) 0.0237(7) 0.0194(6) -0.0018(5) -0.0037(5) -0.0099(5) C1 0.044(4) 0.033(3) 0.065(4) 0.006(3) -0.025(3) -0.017(3) C2 0.051(4) 0.032(4) 0.063(5) 0.007(3) -0.027(4) -0.012(3) C3 0.041(3) 0.020(3) 0.036(3) -0.001(2) -0.003(3) -0.005(2) C4 0.038(4) 0.031(3) 0.085(5) 0.007(3) -0.008(4) -0.016(3) C5 0.031(3) 0.035(4) 0.069(5) 0.012(3) -0.017(3) -0.007(3) C6 0.031(3) 0.020(3) 0.024(3) 0.000(2) 0.000(2) -0.007(2) C7 0.030(3) 0.025(3) 0.017(2) -0.002(2) -0.0022(19) -0.009(2) C8 0.032(3) 0.038(3) 0.022(3) -0.006(2) 0.002(2) 0.001(2) C9 0.026(3) 0.040(3) 0.025(3) 0.000(2) -0.003(2) -0.003(2) C10 0.033(3) 0.031(3) 0.017(2) 0.001(2) -0.004(2) -0.013(2) C11 0.019(3) 0.059(4) 0.021(3) -0.008(3) 0.004(2) -0.007(2) C12 0.019(3) 0.055(4) 0.024(3) -0.005(3) -0.001(2) -0.006(2) C13 0.048(4) 0.021(3) 0.042(3) -0.001(3) -0.003(3) -0.012(3) C14 0.026(3) 0.030(3) 0.020(2) -0.002(2) -0.004(2) -0.011(2) OW1 0.057(3) 0.043(3) 0.083(4) -0.003(3) -0.010(3) -0.011(2) O1 0.061(3) 0.028(2) 0.073(4) 0.006(2) -0.017(3) -0.003(2) OW2 0.030(2) 0.031(2) 0.0207(18) -0.0045(15) -0.0005(15) -0.0067(16) O2 0.061(3) 0.030(2) 0.073(3) 0.001(2) -0.004(3) -0.019(2) OW3 0.040(2) 0.036(2) 0.026(2) -0.0033(17) -0.0071(17) -0.0149(19) O3 0.023(2) 0.068(3) 0.027(2) -0.009(2) -0.0043(16) -0.0101(19) OW4 0.031(2) 0.027(2) 0.031(2) -0.0059(17) 0.0036(16) -0.0094(16) O4 0.030(2) 0.065(3) 0.0189(18) -0.0066(18) 0.0025(15) -0.020(2) O5 0.059(3) 0.035(2) 0.026(2) -0.0070(18) 0.0010(19) -0.005(2) OW5 0.093(19) 0.086(18) 0.093(18) -0.028(11) 0.001(10) -0.015(10) O6 0.036(2) 0.043(2) 0.030(2) -0.0019(18) -0.0073(17) -0.0226(19) OW6 0.10(2) 0.09(2) 0.10(2) -0.029(11) 0.008(10) -0.023(10) OW7 0.12(3) 0.13(3) 0.12(3) -0.030(12) 0.004(10) -0.022(11) OW8 0.15(3) 0.14(3) 0.15(3) -0.045(13) 0.002(10) -0.031(11) _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 Ba1 O4 2.704(4) . ? Ba1 O3 2.737(4) 1_655 ? Ba1 OW2 2.837(4) . ? Ba1 OW3 2.846(4) . ? Ba1 OW2 2.870(4) 2_666 ? Ba1 OW1 2.877(5) . ? Ba1 OW4 2.891(4) . ? Ba1 O5 2.901(4) 2_567 ? Ba1 OW4 2.917(4) 2_566 ? Ba1 Ba1 4.7192(16) 2_566 ? Ba1 Ba1 4.7968(16) 2_666 ? Ba1 HW2A 2.98(6) . ? S1 O6 1.451(4) . ? S1 O5 1.454(4) . ? S1 C6 1.767(5) . ? S1 C7 1.773(5) . ? C1 C6 1.378(8) . ? C1 C2 1.384(9) . ? C1 H1A 0.9300 . ? C2 C3 1.394(9) . ? C2 H2A 0.9300 . ? C3 C4 1.382(9) . ? C3 C13 1.519(8) . ? C4 C5 1.395(9) . ? C4 H4A 0.9300 . ? C5 C6 1.385(8) . ? C5 H5A 0.9300 . ? C7 C8 1.392(8) . ? C7 C12 1.407(7) . ? C8 C9 1.377(8) . ? C8 H8A 0.9300 . ? C9 C10 1.399(8) . ? C9 H9A 0.9300 . ? C10 C11 1.399(8) . ? C10 C14 1.528(7) . ? C11 C12 1.394(8) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 O2 1.245(8) . ? C13 O1 1.261(8) . ? C14 O3 1.252(6) . ? C14 O4 1.286(6) . ? OW2 Ba1 2.870(4) 2_666 ? OW2 HW2B 0.840(10) . ? OW2 HW2A 0.839(10) . ? OW3 HW3B 0.843(10) . ? OW3 HW3A 0.841(10) . ? O3 Ba1 2.737(4) 1_455 ? OW4 Ba1 2.917(4) 2_566 ? OW4 HW4B 0.843(10) . ? OW4 HW4A 0.843(10) . ? O5 Ba1 2.901(4) 2_567 ? OW6 OW8 1.72(10) . ? OW7 OW8 1.81(11) . ? 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 O4 Ba1 O3 103.66(12) . 1_655 ? O4 Ba1 OW2 142.11(12) . . ? O3 Ba1 OW2 70.97(11) 1_655 . ? O4 Ba1 OW3 138.49(13) . . ? O3 Ba1 OW3 67.88(13) 1_655 . ? OW2 Ba1 OW3 75.86(12) . . ? O4 Ba1 OW2 135.78(12) . 2_666 ? O3 Ba1 OW2 120.20(12) 1_655 2_666 ? OW2 Ba1 OW2 65.60(13) . 2_666 ? OW3 Ba1 OW2 63.23(11) . 2_666 ? O4 Ba1 OW1 71.97(15) . . ? O3 Ba1 OW1 75.68(16) 1_655 . ? OW2 Ba1 OW1 70.39(14) . . ? OW3 Ba1 OW1 136.55(14) . . ? OW2 Ba1 OW1 121.94(14) 2_666 . ? O4 Ba1 OW4 75.84(12) . . ? O3 Ba1 OW4 149.32(12) 1_655 . ? OW2 Ba1 OW4 127.97(11) . . ? OW3 Ba1 OW4 91.86(12) . . ? OW2 Ba1 OW4 63.84(11) 2_666 . ? OW1 Ba1 OW4 130.55(14) . . ? O4 Ba1 O5 71.87(13) . 2_567 ? O3 Ba1 O5 80.89(13) 1_655 2_567 ? OW2 Ba1 O5 139.52(13) . 2_567 ? OW3 Ba1 O5 66.69(13) . 2_567 ? OW2 Ba1 O5 107.84(11) 2_666 2_567 ? OW1 Ba1 O5 130.20(15) . 2_567 ? OW4 Ba1 O5 69.70(11) . 2_567 ? O4 Ba1 OW4 83.49(11) . 2_566 ? O3 Ba1 OW4 139.35(12) 1_655 2_566 ? OW2 Ba1 OW4 79.09(11) . 2_566 ? OW3 Ba1 OW4 130.38(11) . 2_566 ? OW2 Ba1 OW4 67.51(11) 2_666 2_566 ? OW1 Ba1 OW4 68.63(14) . 2_566 ? OW4 Ba1 OW4 71.32(12) . 2_566 ? O5 Ba1 OW4 137.77(12) 2_567 2_566 ? O4 Ba1 Ba1 77.30(8) . 2_566 ? O3 Ba1 Ba1 174.81(10) 1_655 2_566 ? OW2 Ba1 Ba1 105.07(8) . 2_566 ? OW3 Ba1 Ba1 114.86(8) . 2_566 ? OW2 Ba1 Ba1 59.56(8) 2_666 2_566 ? OW1 Ba1 Ba1 99.96(12) . 2_566 ? OW4 Ba1 Ba1 35.85(7) . 2_566 ? O5 Ba1 Ba1 104.19(9) 2_567 2_566 ? OW4 Ba1 Ba1 35.47(8) 2_566 2_566 ? O4 Ba1 Ba1 153.56(8) . 2_666 ? O3 Ba1 Ba1 96.21(9) 1_655 2_666 ? OW2 Ba1 Ba1 33.01(7) . 2_666 ? OW3 Ba1 Ba1 65.55(9) . 2_666 ? OW2 Ba1 Ba1 32.58(8) 2_666 2_666 ? OW1 Ba1 Ba1 96.78(12) . 2_666 ? OW4 Ba1 Ba1 95.74(8) . 2_666 ? O5 Ba1 Ba1 129.28(9) 2_567 2_666 ? OW4 Ba1 Ba1 70.08(8) 2_566 2_666 ? Ba1 Ba1 Ba1 81.412(19) 2_566 2_666 ? O4 Ba1 HW2A 141.1(10) . . ? O3 Ba1 HW2A 54.9(5) 1_655 . ? OW2 Ba1 HW2A 16.4(4) . . ? OW3 Ba1 HW2A 68.7(9) . . ? OW2 Ba1 HW2A 76.3(9) 2_666 . ? OW1 Ba1 HW2A 71.3(10) . . ? OW4 Ba1 HW2A 140.1(8) . . ? O5 Ba1 HW2A 126.0(6) 2_567 . ? OW4 Ba1 HW2A 94.6(5) 2_566 . ? Ba1 Ba1 HW2A 121.3(5) 2_566 . ? Ba1 Ba1 HW2A 44.8(7) 2_666 . ? O6 S1 O5 118.6(3) . . ? O6 S1 C6 107.5(3) . . ? O5 S1 C6 107.7(3) . . ? O6 S1 C7 109.0(2) . . ? O5 S1 C7 107.6(3) . . ? C6 S1 C7 105.7(2) . . ? C6 C1 C2 120.0(6) . . ? C6 C1 H1A 120.0 . . ? C2 C1 H1A 120.0 . . ? C1 C2 C3 120.0(6) . . ? C1 C2 H2A 120.0 . . ? C3 C2 H2A 120.0 . . ? C4 C3 C2 119.5(6) . . ? C4 C3 C13 120.7(6) . . ? C2 C3 C13 119.8(6) . . ? C3 C4 C5 120.7(6) . . ? C3 C4 H4A 119.7 . . ? C5 C4 H4A 119.7 . . ? C6 C5 C4 119.0(6) . . ? C6 C5 H5A 120.5 . . ? C4 C5 H5A 120.5 . . ? C1 C6 C5 120.8(5) . . ? C1 C6 S1 119.1(4) . . ? C5 C6 S1 120.1(4) . . ? C8 C7 C12 121.4(5) . . ? C8 C7 S1 119.0(4) . . ? C12 C7 S1 119.6(4) . . ? C9 C8 C7 118.8(5) . . ? C9 C8 H8A 120.6 . . ? C7 C8 H8A 120.6 . . ? C8 C9 C10 121.2(5) . . ? C8 C9 H9A 119.4 . . ? C10 C9 H9A 119.4 . . ? C9 C10 C11 119.6(5) . . ? C9 C10 C14 118.7(5) . . ? C11 C10 C14 121.7(5) . . ? C12 C11 C10 120.1(5) . . ? C12 C11 H11A 120.0 . . ? C10 C11 H11A 120.0 . . ? C11 C12 C7 118.8(5) . . ? C11 C12 H12A 120.6 . . ? C7 C12 H12A 120.6 . . ? O2 C13 O1 125.2(6) . . ? O2 C13 C3 118.6(6) . . ? O1 C13 C3 116.1(6) . . ? O3 C14 O4 125.5(5) . . ? O3 C14 C10 118.1(5) . . ? O4 C14 C10 116.3(4) . . ? Ba1 OW2 Ba1 114.40(13) . 2_666 ? Ba1 OW2 HW2B 102(4) . . ? Ba1 OW2 HW2B 112(4) 2_666 . ? Ba1 OW2 HW2A 92(5) . . ? Ba1 OW2 HW2A 124(4) 2_666 . ? HW2B OW2 HW2A 109.4(18) . . ? Ba1 OW3 HW3B 123(4) . . ? Ba1 OW3 HW3A 115(4) . . ? HW3B OW3 HW3A 108.5(18) . . ? C14 O3 Ba1 138.5(3) . 1_455 ? Ba1 OW4 Ba1 108.68(12) . 2_566 ? Ba1 OW4 HW4B 115(4) . . ? Ba1 OW4 HW4B 113(4) 2_566 . ? Ba1 OW4 HW4A 104(4) . . ? Ba1 OW4 HW4A 107(4) 2_566 . ? HW4B OW4 HW4A 108.4(17) . . ? C14 O4 Ba1 144.0(3) . . ? S1 O5 Ba1 166.1(3) . 2_567 ? OW6 OW8 OW7 115(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.1(11) . . . . ? C1 C2 C3 C4 -2.1(11) . . . . ? C1 C2 C3 C13 176.8(7) . . . . ? C2 C3 C4 C5 2.4(11) . . . . ? C13 C3 C4 C5 -176.6(7) . . . . ? C3 C4 C5 C6 -0.4(12) . . . . ? C2 C1 C6 C5 2.1(11) . . . . ? C2 C1 C6 S1 179.4(6) . . . . ? C4 C5 C6 C1 -1.9(11) . . . . ? C4 C5 C6 S1 -179.1(6) . . . . ? O6 S1 C6 C1 17.1(6) . . . . ? O5 S1 C6 C1 -111.8(5) . . . . ? C7 S1 C6 C1 133.4(5) . . . . ? O6 S1 C6 C5 -165.6(5) . . . . ? O5 S1 C6 C5 65.5(6) . . . . ? C7 S1 C6 C5 -49.3(6) . . . . ? O6 S1 C7 C8 -151.2(5) . . . . ? O5 S1 C7 C8 -21.3(5) . . . . ? C6 S1 C7 C8 93.5(5) . . . . ? O6 S1 C7 C12 29.1(5) . . . . ? O5 S1 C7 C12 159.0(5) . . . . ? C6 S1 C7 C12 -86.1(5) . . . . ? C12 C7 C8 C9 0.1(9) . . . . ? S1 C7 C8 C9 -179.6(4) . . . . ? C7 C8 C9 C10 -1.2(9) . . . . ? C8 C9 C10 C11 1.4(9) . . . . ? C8 C9 C10 C14 -179.1(5) . . . . ? C9 C10 C11 C12 -0.5(9) . . . . ? C14 C10 C11 C12 180.0(5) . . . . ? C10 C11 C12 C7 -0.6(9) . . . . ? C8 C7 C12 C11 0.8(9) . . . . ? S1 C7 C12 C11 -179.6(5) . . . . ? C4 C3 C13 O2 -7.0(9) . . . . ? C2 C3 C13 O2 174.1(7) . . . . ? C4 C3 C13 O1 171.1(7) . . . . ? C2 C3 C13 O1 -7.8(9) . . . . ? C9 C10 C14 O3 -12.7(8) . . . . ? C11 C10 C14 O3 166.9(6) . . . . ? C9 C10 C14 O4 167.1(5) . . . . ? C11 C10 C14 O4 -13.3(8) . . . . ? O4 Ba1 OW2 Ba1 134.29(15) . . . 2_666 ? O3 Ba1 OW2 Ba1 -137.79(18) 1_655 . . 2_666 ? OW3 Ba1 OW2 Ba1 -66.69(14) . . . 2_666 ? OW2 Ba1 OW2 Ba1 0.0 2_666 . . 2_666 ? OW1 Ba1 OW2 Ba1 141.12(19) . . . 2_666 ? OW4 Ba1 OW2 Ba1 14.4(2) . . . 2_666 ? O5 Ba1 OW2 Ba1 -89.24(19) 2_567 . . 2_666 ? OW4 Ba1 OW2 Ba1 70.10(14) 2_566 . . 2_666 ? Ba1 Ba1 OW2 Ba1 45.72(14) 2_566 . . 2_666 ? O4 C14 O3 Ba1 -4.8(10) . . . 1_455 ? C10 C14 O3 Ba1 175.0(4) . . . 1_455 ? O4 Ba1 OW4 Ba1 -87.82(14) . . . 2_566 ? O3 Ba1 OW4 Ba1 179.19(18) 1_655 . . 2_566 ? OW2 Ba1 OW4 Ba1 58.85(18) . . . 2_566 ? OW3 Ba1 OW4 Ba1 132.32(13) . . . 2_566 ? OW2 Ba1 OW4 Ba1 73.52(13) 2_666 . . 2_566 ? OW1 Ba1 OW4 Ba1 -37.3(2) . . . 2_566 ? O5 Ba1 OW4 Ba1 -163.41(16) 2_567 . . 2_566 ? OW4 Ba1 OW4 Ba1 0.0 2_566 . . 2_566 ? Ba1 Ba1 OW4 Ba1 66.70(11) 2_666 . . 2_566 ? O3 C14 O4 Ba1 126.3(6) . . . . ? C10 C14 O4 Ba1 -53.5(8) . . . . ? O3 Ba1 O4 C14 59.1(6) 1_655 . . . ? OW2 Ba1 O4 C14 135.5(6) . . . . ? OW3 Ba1 O4 C14 -12.9(7) . . . . ? OW2 Ba1 O4 C14 -113.6(6) 2_666 . . . ? OW1 Ba1 O4 C14 128.8(6) . . . . ? OW4 Ba1 O4 C14 -89.3(6) . . . . ? O5 Ba1 O4 C14 -16.4(6) 2_567 . . . ? OW4 Ba1 O4 C14 -161.6(6) 2_566 . . . ? Ba1 Ba1 O4 C14 -126.2(6) 2_566 . . . ? Ba1 Ba1 O4 C14 -163.3(5) 2_666 . . . ? O6 S1 O5 Ba1 -23.4(12) . . . 2_567 ? C6 S1 O5 Ba1 98.8(11) . . . 2_567 ? C7 S1 O5 Ba1 -147.6(10) . . . 2_567 ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 1.120 _refine_diff_density_min -1.767 _refine_diff_density_rms 0.147 data_c20b _database_code_depnum_ccdc_archive 'CCDC 850322' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H21 Ba O11 S' _chemical_formula_weight 570.74 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' Ba Ba -0.3244 2.2819 '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 6.3038(3) _cell_length_b 12.8616(7) _cell_length_c 13.8616(8) _cell_angle_alpha 77.467(2) _cell_angle_beta 86.230(2) _cell_angle_gamma 84.291(2) _cell_volume 1090.51(10) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 13719 _cell_measurement_theta_min 1.51 _cell_measurement_theta_max 27.55 _exptl_crystal_description block _exptl_crystal_colour clourless _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.738 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 566 _exptl_absorpt_coefficient_mu 1.971 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4451 _exptl_absorpt_correction_T_max 0.5624 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX 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 13719 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.0390 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.55 _reflns_number_total 4950 _reflns_number_gt 4765 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0990P)^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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.041(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4950 _refine_ls_number_parameters 305 _refine_ls_number_restraints 33 _refine_ls_R_factor_all 0.0406 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1140 _refine_ls_wR_factor_gt 0.1126 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.010 _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 Ba1 Ba -0.25703(2) -0.520301(12) -0.367613(10) 0.01826(12) Uani 1 1 d . . . S1 S -0.58197(12) -0.32471(6) -0.18813(5) 0.02192(18) Uani 1 1 d . . . C1 C -0.7652(6) -0.1215(3) -0.2317(3) 0.0402(9) Uani 1 1 d . . . H1A H -0.8798 -0.1477 -0.1911 0.048 Uiso 1 1 calc R . . C2 C -0.7756(7) -0.0162(3) -0.2806(3) 0.0423(10) Uani 1 1 d . . . H2A H -0.8981 0.0287 -0.2736 0.051 Uiso 1 1 calc R . . C3 C -0.6035(6) 0.0235(3) -0.3407(3) 0.0292(7) Uani 1 1 d . . . C4 C -0.4215(6) -0.0437(3) -0.3500(4) 0.0443(10) Uani 1 1 d . . . H4A H -0.3046 -0.0172 -0.3886 0.053 Uiso 1 1 calc R . . C5 C -0.4124(6) -0.1500(3) -0.3026(3) 0.0435(10) Uani 1 1 d . . . H5A H -0.2915 -0.1955 -0.3106 0.052 Uiso 1 1 calc R . . C6 C -0.5846(5) -0.1881(3) -0.2429(2) 0.0242(6) Uani 1 1 d . . . C7 C -0.4771(5) -0.3420(3) -0.0707(2) 0.0224(6) Uani 1 1 d . . . C8 C -0.2650(5) -0.3804(3) -0.0578(3) 0.0303(7) Uani 1 1 d . . . H8A H -0.1775 -0.3945 -0.1110 0.036 Uiso 1 1 calc R . . C9 C -0.1859(5) -0.3973(3) 0.0356(3) 0.0290(7) Uani 1 1 d . . . H9A H -0.0432 -0.4213 0.0451 0.035 Uiso 1 1 calc R . . C10 C -0.3187(5) -0.3786(3) 0.1156(2) 0.0225(6) Uani 1 1 d . . . C11 C -0.5289(5) -0.3380(3) 0.1006(2) 0.0305(7) Uani 1 1 d . . . H11A H -0.6162 -0.3233 0.1537 0.037 Uiso 1 1 calc R . . C12 C -0.6102(5) -0.3192(3) 0.0070(3) 0.0302(7) Uani 1 1 d . . . H12A H -0.7510 -0.2918 -0.0033 0.036 Uiso 1 1 calc R . . C13 C -0.6194(6) 0.1377(3) -0.3975(3) 0.0319(7) Uani 1 1 d . . . C14 C -0.2303(5) -0.4057(3) 0.2178(2) 0.0243(6) Uani 1 1 d . . . C15 C -0.999(2) 0.0945(9) -0.0620(8) 0.127(3) Uani 1 1 d U . . H15A H -0.9958 0.1612 -0.1043 0.152 Uiso 1 1 calc R . . C16 C -1.159(2) 0.0389(11) -0.0685(10) 0.137(4) Uani 1 1 d U . . H16A H -1.2649 0.0638 -0.1138 0.164 Uiso 1 1 calc R . . C17 C -1.161(2) -0.0631(12) -0.0009(11) 0.147(4) Uani 1 1 d U . . H17A H -1.2699 -0.1068 -0.0005 0.176 Uiso 1 1 calc R . . OW1 O -0.1972(5) -0.7460(2) -0.3076(2) 0.0411(6) Uani 1 1 d D . . HW1A H -0.287(5) -0.779(3) -0.329(4) 0.050 Uiso 1 1 d D . . HW1B H -0.075(3) -0.772(4) -0.323(4) 0.061 Uiso 1 1 d D . . O1 O -0.4525(4) 0.1777(2) -0.4334(2) 0.0425(7) Uani 1 1 d . . . OW2 O 0.1405(3) -0.59716(18) -0.44697(16) 0.0230(4) Uani 1 1 d D . . HW2A H 0.145(6) -0.6622(11) -0.448(3) 0.028 Uiso 1 1 d D . . HW2B H 0.174(7) -0.591(3) -0.3912(15) 0.034 Uiso 1 1 d D . . O2 O -0.8047(4) 0.1855(2) -0.4060(2) 0.0430(7) Uani 1 1 d . . . O3 O -0.0344(4) -0.4243(2) 0.22340(19) 0.0353(6) Uani 1 1 d . . . OW3 O 0.0188(4) -0.3570(2) -0.3607(2) 0.0356(6) Uani 1 1 d D . . HW3A H 0.037(8) -0.2931(16) -0.387(3) 0.059(17) Uiso 1 1 d D . . HW3B H 0.077(7) -0.372(3) -0.3054(18) 0.047(14) Uiso 1 1 d D . . O4 O -0.3639(4) -0.4089(2) 0.28911(17) 0.0315(5) Uani 1 1 d . . . OW4 O -0.3976(4) -0.61105(18) -0.52411(18) 0.0262(5) Uani 1 1 d D . . HW4A H -0.290(4) -0.612(3) -0.564(2) 0.032 Uiso 1 1 d D . . HW4B H -0.424(6) -0.6736(13) -0.498(3) 0.034 Uiso 1 1 d D . . OW5 O 0.0595(6) -0.1477(3) -0.4518(3) 0.0563(8) Uani 1 1 d D . . HW5A H -0.007(7) -0.168(5) -0.494(3) 0.067 Uiso 1 1 d D . . HW5B H 0.190(3) -0.150(5) -0.470(4) 0.083 Uiso 1 1 d D . . O5 O -0.4343(4) -0.38163(19) -0.24666(18) 0.0321(5) Uani 1 1 d . . . O6 O -0.8014(4) -0.3511(2) -0.1744(2) 0.0320(6) 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 Ba1 0.01597(15) 0.02212(16) 0.01538(16) -0.00286(9) 0.00390(8) -0.00078(8) S1 0.0275(4) 0.0213(4) 0.0159(4) -0.0028(3) 0.0018(3) -0.0017(3) C1 0.0342(18) 0.0312(19) 0.046(2) 0.0040(16) 0.0163(17) 0.0030(15) C2 0.0372(19) 0.0251(17) 0.055(3) 0.0021(16) 0.0168(18) 0.0084(15) C3 0.0298(16) 0.0222(15) 0.0334(18) -0.0021(13) 0.0004(14) -0.0013(13) C4 0.0315(18) 0.0289(19) 0.061(3) 0.0088(17) 0.0179(18) 0.0009(15) C5 0.0302(17) 0.0289(18) 0.059(3) 0.0067(17) 0.0194(18) 0.0079(15) C6 0.0280(15) 0.0214(14) 0.0208(15) -0.0008(12) 0.0017(12) -0.0003(12) C7 0.0259(15) 0.0232(15) 0.0162(15) -0.0018(11) 0.0016(12) -0.0006(12) C8 0.0238(15) 0.0429(19) 0.0215(16) -0.0058(14) 0.0054(12) 0.0037(14) C9 0.0216(14) 0.0369(18) 0.0257(17) -0.0040(14) 0.0025(13) 0.0027(13) C10 0.0234(15) 0.0275(16) 0.0146(14) -0.0009(12) -0.0005(12) -0.0005(12) C11 0.0272(15) 0.0431(19) 0.0191(15) -0.0067(14) 0.0059(13) 0.0018(14) C12 0.0223(15) 0.045(2) 0.0202(16) -0.0041(14) -0.0003(12) 0.0072(14) C13 0.0357(18) 0.0203(15) 0.038(2) -0.0038(14) -0.0008(15) -0.0013(13) C14 0.0239(14) 0.0285(16) 0.0188(15) -0.0011(12) 0.0028(12) -0.0054(12) C15 0.157(7) 0.114(6) 0.094(6) -0.020(5) 0.038(6) 0.027(6) C16 0.135(7) 0.142(8) 0.128(7) -0.039(6) 0.014(6) 0.027(6) C17 0.144(7) 0.157(8) 0.146(8) -0.056(7) 0.027(7) -0.018(7) OW1 0.0341(13) 0.0363(15) 0.0504(18) -0.0057(13) 0.0029(13) -0.0020(12) O1 0.0383(14) 0.0277(13) 0.0567(19) 0.0018(12) 0.0071(13) -0.0096(11) OW2 0.0247(10) 0.0238(11) 0.0191(11) -0.0038(8) 0.0026(8) 0.0001(9) O2 0.0373(14) 0.0242(13) 0.063(2) -0.0013(12) -0.0026(13) 0.0025(11) O3 0.0217(12) 0.0576(19) 0.0237(13) -0.0033(12) -0.0029(10) 0.0010(11) OW3 0.0341(13) 0.0440(16) 0.0303(14) -0.0095(12) 0.0011(11) -0.0091(12) O4 0.0250(11) 0.0482(15) 0.0183(11) 0.0008(10) 0.0035(9) -0.0083(10) OW4 0.0271(11) 0.0230(11) 0.0264(12) -0.0034(9) 0.0061(9) -0.0004(9) OW5 0.0550(19) 0.060(2) 0.054(2) -0.0113(17) -0.0004(16) -0.0036(17) O5 0.0463(14) 0.0268(12) 0.0225(12) -0.0083(9) 0.0027(10) 0.0051(11) O6 0.0312(13) 0.0358(14) 0.0283(13) -0.0022(11) -0.0004(11) -0.0105(11) _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 Ba1 O4 2.717(2) 2_445 ? Ba1 O3 2.736(2) 2_545 ? Ba1 OW2 2.777(2) 2_544 ? Ba1 O5 2.810(2) . ? Ba1 OW1 2.834(3) . ? Ba1 OW2 2.843(2) . ? Ba1 OW3 2.878(3) . ? Ba1 OW4 2.900(2) . ? Ba1 OW4 2.906(2) 2_444 ? Ba1 Ba1 4.7101(3) 2_544 ? Ba1 HW2B 2.80(4) . ? S1 O5 1.443(2) . ? S1 O6 1.448(3) . ? S1 C6 1.755(3) . ? S1 C7 1.758(3) . ? C1 C6 1.376(5) . ? C1 C2 1.374(5) . ? C1 H1A 0.9300 . ? C2 C3 1.392(5) . ? C2 H2A 0.9300 . ? C3 C4 1.383(5) . ? C3 C13 1.505(5) . ? C4 C5 1.379(5) . ? C4 H4A 0.9300 . ? C5 C6 1.384(5) . ? C5 H5A 0.9300 . ? C7 C12 1.386(4) . ? C7 C8 1.388(5) . ? C8 C9 1.383(5) . ? C8 H8A 0.9300 . ? C9 C10 1.394(5) . ? C9 H9A 0.9300 . ? C10 C11 1.386(5) . ? C10 C14 1.513(4) . ? C11 C12 1.390(5) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 O1 1.244(4) . ? C13 O2 1.265(4) . ? C14 O3 1.239(4) . ? C14 O4 1.253(4) . ? C15 C16 1.311(15) . ? C15 C17 1.350(15) 2_355 ? C15 H15A 0.9300 . ? C16 C17 1.438(15) . ? C16 H16A 0.9300 . ? C17 C15 1.350(15) 2_355 ? C17 H17A 0.9300 . ? OW1 HW1A 0.846(10) . ? OW1 HW1B 0.841(10) . ? OW2 Ba1 2.777(2) 2_544 ? OW2 HW2A 0.838(10) . ? OW2 HW2B 0.836(10) . ? O3 Ba1 2.736(2) 2_545 ? OW3 HW3A 0.839(10) . ? OW3 HW3B 0.847(10) . ? O4 Ba1 2.717(2) 2_445 ? OW4 Ba1 2.906(2) 2_444 ? OW4 HW4A 0.841(10) . ? OW4 HW4B 0.835(10) . ? OW5 HW5A 0.840(10) . ? OW5 HW5B 0.845(10) . ? 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 O4 Ba1 O3 108.09(7) 2_445 2_545 ? O4 Ba1 OW2 131.81(7) 2_445 2_544 ? O3 Ba1 OW2 120.03(7) 2_545 2_544 ? O4 Ba1 O5 72.50(8) 2_445 . ? O3 Ba1 O5 82.51(8) 2_545 . ? OW2 Ba1 O5 109.84(7) 2_544 . ? O4 Ba1 OW1 72.25(8) 2_445 . ? O3 Ba1 OW1 70.17(9) 2_545 . ? OW2 Ba1 OW1 125.16(8) 2_544 . ? O5 Ba1 OW1 124.99(8) . . ? O4 Ba1 OW2 140.27(7) 2_445 . ? O3 Ba1 OW2 69.77(7) 2_545 . ? OW2 Ba1 OW2 66.15(8) 2_544 . ? O5 Ba1 OW2 141.84(7) . . ? OW1 Ba1 OW2 69.95(7) . . ? O4 Ba1 OW3 140.50(8) 2_445 . ? O3 Ba1 OW3 65.33(8) 2_545 . ? OW2 Ba1 OW3 66.48(7) 2_544 . ? O5 Ba1 OW3 68.04(8) . . ? OW1 Ba1 OW3 131.15(8) . . ? OW2 Ba1 OW3 76.59(7) . . ? O4 Ba1 OW4 78.24(7) 2_445 . ? O3 Ba1 OW4 137.32(8) 2_545 . ? OW2 Ba1 OW4 68.68(7) 2_544 . ? O5 Ba1 OW4 136.98(7) . . ? OW1 Ba1 OW4 72.19(8) . . ? OW2 Ba1 OW4 79.05(6) . . ? OW3 Ba1 OW4 134.53(7) . . ? O4 Ba1 OW4 70.75(7) 2_445 2_444 ? O3 Ba1 OW4 155.67(8) 2_545 2_444 ? OW2 Ba1 OW4 64.55(6) 2_544 2_444 ? O5 Ba1 OW4 73.93(7) . 2_444 ? OW1 Ba1 OW4 129.03(8) . 2_444 ? OW2 Ba1 OW4 127.34(6) . 2_444 ? OW3 Ba1 OW4 99.49(8) . 2_444 ? OW4 Ba1 OW4 66.95(7) . 2_444 ? O4 Ba1 Ba1 149.03(5) 2_445 2_544 ? O3 Ba1 Ba1 94.96(5) 2_545 2_544 ? OW2 Ba1 Ba1 33.51(5) 2_544 2_544 ? O5 Ba1 Ba1 132.43(5) . 2_544 ? OW1 Ba1 Ba1 97.62(6) . 2_544 ? OW2 Ba1 Ba1 32.64(4) . 2_544 ? OW3 Ba1 Ba1 67.95(5) . 2_544 ? OW4 Ba1 Ba1 70.79(5) . 2_544 ? OW4 Ba1 Ba1 96.48(5) 2_444 2_544 ? O4 Ba1 HW2B 141.5(7) 2_445 . ? O3 Ba1 HW2B 53.1(3) 2_545 . ? OW2 Ba1 HW2B 77.2(6) 2_544 . ? O5 Ba1 HW2B 127.3(3) . . ? OW1 Ba1 HW2B 69.6(7) . . ? OW2 Ba1 HW2B 17.0(2) . . ? OW3 Ba1 HW2B 68.2(6) . . ? OW4 Ba1 HW2B 95.1(3) . . ? OW4 Ba1 HW2B 141.4(5) 2_444 . ? Ba1 Ba1 HW2B 44.9(5) 2_544 . ? O5 S1 O6 118.89(16) . . ? O5 S1 C6 107.36(15) . . ? O6 S1 C6 107.45(16) . . ? O5 S1 C7 107.56(15) . . ? O6 S1 C7 108.06(15) . . ? C6 S1 C7 106.96(15) . . ? C6 C1 C2 119.8(3) . . ? C6 C1 H1A 120.1 . . ? C2 C1 H1A 120.1 . . ? C1 C2 C3 120.3(4) . . ? C1 C2 H2A 119.9 . . ? C3 C2 H2A 119.9 . . ? C4 C3 C2 119.4(3) . . ? C4 C3 C13 120.6(3) . . ? C2 C3 C13 120.0(3) . . ? C5 C4 C3 120.4(3) . . ? C5 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? C4 C5 C6 119.4(3) . . ? C4 C5 H5A 120.3 . . ? C6 C5 H5A 120.3 . . ? C1 C6 C5 120.6(3) . . ? C1 C6 S1 119.3(3) . . ? C5 C6 S1 119.9(3) . . ? C12 C7 C8 121.8(3) . . ? C12 C7 S1 119.0(3) . . ? C8 C7 S1 119.2(2) . . ? C9 C8 C7 118.8(3) . . ? C9 C8 H8A 120.6 . . ? C7 C8 H8A 120.6 . . ? C8 C9 C10 120.5(3) . . ? C8 C9 H9A 119.8 . . ? C10 C9 H9A 119.8 . . ? C11 C10 C9 119.7(3) . . ? C11 C10 C14 121.5(3) . . ? C9 C10 C14 118.8(3) . . ? C10 C11 C12 120.5(3) . . ? C10 C11 H11A 119.7 . . ? C12 C11 H11A 119.7 . . ? C7 C12 C11 118.6(3) . . ? C7 C12 H12A 120.7 . . ? C11 C12 H12A 120.7 . . ? O1 C13 O2 124.8(3) . . ? O1 C13 C3 118.5(3) . . ? O2 C13 C3 116.7(3) . . ? O3 C14 O4 126.1(3) . . ? O3 C14 C10 117.5(3) . . ? O4 C14 C10 116.4(3) . . ? C16 C15 C17 125.6(12) . 2_355 ? C16 C15 H15A 117.2 . . ? C17 C15 H15A 117.2 2_355 . ? C15 C16 C17 115.5(13) . . ? C15 C16 H16A 122.2 . . ? C17 C16 H16A 122.2 . . ? C15 C17 C16 118.9(12) 2_355 . ? C15 C17 H17A 120.5 2_355 . ? C16 C17 H17A 120.5 . . ? Ba1 OW1 HW1A 114(3) . . ? Ba1 OW1 HW1B 114(3) . . ? HW1A OW1 HW1B 107.2(17) . . ? Ba1 OW2 Ba1 113.85(8) 2_544 . ? Ba1 OW2 HW2A 110(2) 2_544 . ? Ba1 OW2 HW2A 113(3) . . ? Ba1 OW2 HW2B 129(3) 2_544 . ? Ba1 OW2 HW2B 79(3) . . ? HW2A OW2 HW2B 109.0(17) . . ? C14 O3 Ba1 138.1(2) . 2_545 ? Ba1 OW3 HW3A 141(3) . . ? Ba1 OW3 HW3B 108(3) . . ? HW3A OW3 HW3B 108.3(17) . . ? C14 O4 Ba1 145.1(2) . 2_445 ? Ba1 OW4 Ba1 113.05(7) . 2_444 ? Ba1 OW4 HW4A 104(3) . . ? Ba1 OW4 HW4A 108(3) 2_444 . ? Ba1 OW4 HW4B 107(3) . . ? Ba1 OW4 HW4B 115(3) 2_444 . ? HW4A OW4 HW4B 109.8(17) . . ? HW5A OW5 HW5B 108.1(18) . . ? S1 O5 Ba1 162.96(16) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 2.142 _refine_diff_density_min -3.119 _refine_diff_density_rms 0.196 data_c25b _database_code_depnum_ccdc_archive 'CCDC 850323' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17.50 H22 Ba N0 O11 S' _chemical_formula_weight 577.75 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' Ba Ba -0.3244 2.2819 '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 6.3032(7) _cell_length_b 13.0543(14) _cell_length_c 13.9108(15) _cell_angle_alpha 76.7420(10) _cell_angle_beta 86.6830(10) _cell_angle_gamma 83.3060(10) _cell_volume 1106.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9977 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 27.34 _exptl_crystal_description block _exptl_crystal_colour clourless _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.735 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 574 _exptl_absorpt_coefficient_mu 1.945 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4617 _exptl_absorpt_correction_T_max 0.5253 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX 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 9977 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0366 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 27.34 _reflns_number_total 4933 _reflns_number_gt 4721 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0540P)^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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0212(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4933 _refine_ls_number_parameters 327 _refine_ls_number_restraints 58 _refine_ls_R_factor_all 0.0246 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0714 _refine_ls_wR_factor_gt 0.0703 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.003 _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 Ba1 Ba 0.244698(17) 0.981993(9) 0.631865(8) 0.01791(8) Uani 1 1 d . . . S1 S -0.08603(9) 1.17750(4) 0.80770(4) 0.02184(12) Uani 1 1 d . . . C2 C 0.0808(5) 1.4555(2) 0.6494(3) 0.0463(8) Uani 1 1 d . . . H2A H 0.1984 1.4805 0.6115 0.056 Uiso 1 1 calc R . . C1 C 0.0861(5) 1.3499(2) 0.6954(3) 0.0430(7) Uani 1 1 d . . . H1A H 0.2057 1.3034 0.6873 0.052 Uiso 1 1 calc R . . C6 C -0.0858(4) 1.31298(18) 0.75358(17) 0.0240(5) Uani 1 1 d . . . C5 C -0.2650(5) 1.3823(2) 0.7663(2) 0.0419(7) Uani 1 1 d . . . H5A H -0.3802 1.3581 0.8065 0.050 Uiso 1 1 calc R . . C4 C -0.2692(5) 1.4861(2) 0.7189(3) 0.0440(7) Uani 1 1 d . . . H4A H -0.3894 1.5324 0.7268 0.053 Uiso 1 1 calc R . . C3 C -0.0996(4) 1.52472(19) 0.6593(2) 0.0296(5) Uani 1 1 d . . . C7 C 0.0168(4) 1.15632(18) 0.92628(17) 0.0223(4) Uani 1 1 d . . . C8 C -0.1176(4) 1.1779(2) 1.00390(18) 0.0290(5) Uani 1 1 d . . . H8A H -0.2590 1.2057 0.9928 0.035 Uiso 1 1 calc R . . C9 C -0.0377(4) 1.1572(2) 1.09774(18) 0.0296(5) Uani 1 1 d . . . H9A H -0.1261 1.1705 1.1503 0.035 Uiso 1 1 calc R . . C10 C 0.1754(4) 1.11640(19) 1.11366(17) 0.0221(5) Uani 1 1 d . . . C11 C 0.3073(4) 1.0988(2) 1.03466(18) 0.0285(5) Uani 1 1 d . . . H11A H 0.4505 1.0742 1.0451 0.034 Uiso 1 1 calc R . . C12 C 0.2298(4) 1.1171(2) 0.94043(18) 0.0289(5) Uani 1 1 d . . . H12A H 0.3182 1.1035 0.8879 0.035 Uiso 1 1 calc R . . C13 C -0.1122(4) 1.63995(19) 0.6050(2) 0.0329(6) Uani 1 1 d . . . C14 C 0.2644(4) 1.08962(18) 1.21666(17) 0.0233(4) Uani 1 1 d . . . C15 C 0.3962(18) 0.4623(11) 0.9881(12) 0.117(4) Uani 0.50 1 d PGDU . . C16 C 0.544(2) 0.4229(7) 1.0615(9) 0.081(4) Uani 0.50 1 d PGU . . C17 C 0.6997(17) 0.4845(13) 1.0759(8) 0.136(6) Uani 0.50 1 d PGU . . C18 C 0.7076(19) 0.5856(12) 1.0168(12) 0.137(6) Uani 0.50 1 d PGU . . C19 C 0.560(3) 0.6250(6) 0.9434(10) 0.107(4) Uani 0.50 1 d PGU . . C20 C 0.404(2) 0.5633(12) 0.9291(8) 0.114(7) Uani 0.50 1 d PGU . . C21 C 0.215(4) 0.417(2) 0.951(2) 0.211(12) Uani 0.50 1 d PDU . . O1 O -0.2961(3) 1.68909(15) 0.59662(19) 0.0469(5) Uani 1 1 d . . . OW1 O 0.3110(3) 0.75868(16) 0.69455(17) 0.0416(5) Uani 1 1 d D . . HW1A H 0.217(4) 0.737(3) 0.667(3) 0.061 Uiso 1 1 d D . . HW1B H 0.430(2) 0.729(3) 0.682(3) 0.063 Uiso 1 1 d D . . OW2 O 0.3549(3) 1.09564(12) 0.44425(12) 0.0229(3) Uani 1 1 d D . . HW2A H 0.287(4) 1.090(2) 0.3963(15) 0.035 Uiso 1 1 d D . . HW2B H 0.362(5) 1.1578(10) 0.445(2) 0.035 Uiso 1 1 d D . . O2 O 0.0567(3) 1.67776(15) 0.57230(18) 0.0443(5) Uani 1 1 d . . . OW3 O 0.5158(3) 1.14573(17) 0.63422(15) 0.0362(4) Uani 1 1 d D . . HW3A H 0.575(4) 1.130(3) 0.6904(13) 0.049 Uiso 1 1 d D . . HW3B H 0.3823(17) 1.149(3) 0.648(2) 0.054 Uiso 1 1 d D . . O3 O 0.1303(3) 1.08682(15) 1.28808(12) 0.0305(4) Uani 1 1 d . . . OW4 O 0.1050(3) 0.88819(13) 0.47877(13) 0.0265(3) Uani 1 1 d D . . HW4A H 0.076(4) 0.8267(12) 0.505(2) 0.037 Uiso 1 1 d D . . HW4B H 0.211(3) 0.885(2) 0.4400(19) 0.040 Uiso 1 1 d D . . O4 O 0.4610(3) 1.07044(16) 1.22354(14) 0.0357(4) Uani 1 1 d . . . O5 O 0.0610(3) 1.12051(13) 0.75008(13) 0.0326(4) Uani 1 1 d . . . OW5 O -0.5546(4) 1.6468(2) 0.4562(2) 0.0605(6) Uani 1 1 d D . . HW5A H -0.681(3) 1.641(4) 0.478(3) 0.074 Uiso 1 1 d D . . HW5B H -0.479(5) 1.651(4) 0.502(2) 0.091 Uiso 1 1 d D . . O6 O -0.3063(3) 1.15440(15) 0.81933(14) 0.0321(4) 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 Ba1 0.01640(10) 0.02167(10) 0.01522(10) -0.00342(6) -0.00044(5) -0.00167(5) S1 0.0291(3) 0.0203(3) 0.0162(3) -0.0035(2) -0.0034(2) -0.0029(2) C2 0.0349(15) 0.0287(13) 0.065(2) 0.0048(13) 0.0200(14) -0.0011(11) C1 0.0320(14) 0.0280(13) 0.0596(19) 0.0016(12) 0.0138(13) 0.0048(10) C6 0.0292(12) 0.0209(10) 0.0205(11) -0.0026(9) -0.0029(9) -0.0006(8) C5 0.0329(14) 0.0323(14) 0.0516(18) 0.0021(12) 0.0162(13) 0.0013(11) C4 0.0386(15) 0.0271(13) 0.0581(19) -0.0012(13) 0.0134(14) 0.0056(11) C3 0.0318(13) 0.0204(11) 0.0351(14) -0.0027(10) -0.0029(11) -0.0022(9) C7 0.0264(12) 0.0240(11) 0.0161(10) -0.0032(8) -0.0021(9) -0.0030(8) C8 0.0205(11) 0.0420(14) 0.0219(12) -0.0052(10) -0.0025(9) 0.0042(9) C9 0.0245(12) 0.0431(14) 0.0192(11) -0.0070(10) 0.0015(9) 0.0025(10) C10 0.0215(11) 0.0255(11) 0.0188(11) -0.0022(9) -0.0026(9) -0.0043(8) C11 0.0196(11) 0.0395(13) 0.0240(12) -0.0050(10) -0.0032(9) 0.0039(9) C12 0.0243(12) 0.0397(13) 0.0220(11) -0.0086(10) 0.0019(9) 0.0009(9) C13 0.0385(14) 0.0199(11) 0.0395(15) -0.0042(10) -0.0019(12) -0.0042(10) C14 0.0252(11) 0.0261(11) 0.0181(10) -0.0027(9) -0.0020(9) -0.0052(8) C15 0.111(8) 0.121(8) 0.134(9) -0.069(7) 0.042(7) -0.016(6) C16 0.099(7) 0.064(6) 0.075(7) -0.016(5) 0.028(5) -0.005(6) C17 0.148(9) 0.145(9) 0.118(9) -0.064(8) 0.044(7) 0.017(8) C18 0.128(10) 0.152(10) 0.148(10) -0.068(8) 0.033(8) -0.028(8) C19 0.124(8) 0.091(7) 0.106(7) -0.037(6) 0.037(6) 0.001(6) C20 0.136(10) 0.096(9) 0.106(10) -0.030(7) 0.033(7) -0.001(8) C21 0.208(14) 0.226(14) 0.217(15) -0.079(10) 0.018(9) -0.052(9) O1 0.0393(11) 0.0230(9) 0.0717(16) 0.0007(9) -0.0027(10) 0.0021(8) OW1 0.0365(11) 0.0352(10) 0.0508(13) -0.0047(9) -0.0016(10) -0.0043(8) OW2 0.0245(8) 0.0222(8) 0.0208(8) -0.0028(6) -0.0022(6) -0.0010(6) O2 0.0392(11) 0.0283(9) 0.0617(14) -0.0009(9) 0.0013(10) -0.0083(8) OW3 0.0316(10) 0.0477(11) 0.0318(10) -0.0114(9) -0.0035(8) -0.0089(8) O3 0.0249(8) 0.0473(11) 0.0185(8) -0.0031(7) 0.0004(7) -0.0090(7) OW4 0.0276(9) 0.0241(8) 0.0269(9) -0.0050(7) 0.0023(7) -0.0018(6) O4 0.0221(9) 0.0578(13) 0.0259(9) -0.0068(9) -0.0060(7) -0.0016(8) O5 0.0484(11) 0.0266(9) 0.0231(9) -0.0101(7) 0.0006(8) 0.0027(7) OW5 0.0572(15) 0.0618(15) 0.0621(17) -0.0135(13) -0.0024(13) -0.0049(13) O6 0.0339(10) 0.0349(10) 0.0282(9) -0.0027(8) -0.0070(8) -0.0119(8) _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 Ba1 O3 2.7140(17) 2_577 ? Ba1 O4 2.7312(17) 2_677 ? Ba1 OW2 2.7838(16) . ? Ba1 O5 2.8231(17) . ? Ba1 OW1 2.833(2) . ? Ba1 OW2 2.8470(16) 2_676 ? Ba1 OW3 2.895(2) . ? Ba1 OW4 2.9024(17) 2_576 ? Ba1 OW4 2.9112(18) . ? Ba1 Ba1 4.7153(4) 2_676 ? Ba1 Ba1 4.8349(4) 2_576 ? Ba1 HW3B 2.50(3) . ? S1 O5 1.4428(18) . ? S1 O6 1.4471(19) . ? S1 C6 1.756(2) . ? S1 C7 1.758(2) . ? C2 C1 1.379(4) . ? C2 C3 1.388(4) . ? C2 H2A 0.9300 . ? C1 C6 1.379(4) . ? C1 H1A 0.9300 . ? C6 C5 1.392(3) . ? C5 C4 1.362(4) . ? C5 H5A 0.9300 . ? C4 C3 1.384(4) . ? C4 H4A 0.9300 . ? C3 C13 1.515(3) . ? C7 C12 1.389(3) . ? C7 C8 1.393(3) . ? C8 C9 1.383(3) . ? C8 H8A 0.9300 . ? C9 C10 1.397(3) . ? C9 H9A 0.9300 . ? C10 C11 1.385(3) . ? C10 C14 1.519(3) . ? C11 C12 1.385(3) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 O2 1.244(3) . ? C13 O1 1.256(3) . ? C14 O4 1.240(3) . ? C14 O3 1.263(3) . ? C15 C18 0.972(17) 2_667 ? C15 C17 1.15(3) 2_667 ? C15 C19 1.32(3) 2_667 ? C15 C16 1.3900 . ? C15 C20 1.3900 . ? C15 C21 1.517(10) . ? C15 C16 1.58(3) 2_667 ? C15 C20 1.71(3) 2_667 ? C15 C15 1.815(17) 2_667 ? C16 C20 0.43(3) 2_667 ? C16 C19 0.97(3) 2_667 ? C16 C17 1.3900 . ? C16 C15 1.580(17) 2_667 ? C16 C18 2.00(4) 2_667 ? C17 C20 0.97(3) 2_667 ? C17 C15 1.15(2) 2_667 ? C17 C18 1.3900 . ? C17 C21 1.42(3) 2_667 ? C18 C21 0.68(3) 2_667 ? C18 C15 0.972(16) 2_667 ? C18 C19 1.3900 . ? C18 C16 2.00(3) 2_667 ? C19 C16 0.97(3) 2_667 ? C19 C15 1.32(2) 2_667 ? C19 C20 1.3900 . ? C19 C21 2.05(3) 2_667 ? C20 C16 0.43(3) 2_667 ? C20 C17 0.97(3) 2_667 ? C20 C15 1.71(2) 2_667 ? C21 C18 0.68(3) 2_667 ? C21 C17 1.42(3) 2_667 ? C21 C19 2.05(4) 2_667 ? OW1 HW1A 0.834(10) . ? OW1 HW1B 0.831(10) . ? OW2 Ba1 2.8470(16) 2_676 ? OW2 HW2A 0.832(10) . ? OW2 HW2B 0.821(10) . ? OW3 HW3A 0.859(10) . ? OW3 HW3B 0.852(10) . ? O3 Ba1 2.7140(17) 2_577 ? OW4 Ba1 2.9024(17) 2_576 ? OW4 HW4A 0.838(10) . ? OW4 HW4B 0.837(10) . ? O4 Ba1 2.7312(17) 2_677 ? OW5 HW5A 0.845(10) . ? OW5 HW5B 0.837(10) . ? 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 O3 Ba1 O4 107.91(5) 2_577 2_677 ? O3 Ba1 OW2 131.88(5) 2_577 . ? O4 Ba1 OW2 120.13(5) 2_677 . ? O3 Ba1 O5 71.82(6) 2_577 . ? O4 Ba1 O5 82.38(6) 2_677 . ? OW2 Ba1 O5 110.47(5) . . ? O3 Ba1 OW1 72.24(6) 2_577 . ? O4 Ba1 OW1 70.98(6) 2_677 . ? OW2 Ba1 OW1 124.45(6) . . ? O5 Ba1 OW1 125.08(6) . . ? O3 Ba1 OW2 140.39(5) 2_577 2_676 ? O4 Ba1 OW2 69.65(5) 2_677 2_676 ? OW2 Ba1 OW2 66.27(5) . 2_676 ? O5 Ba1 OW2 142.05(5) . 2_676 ? OW1 Ba1 OW2 69.79(6) . 2_676 ? O3 Ba1 OW3 140.31(6) 2_577 . ? O4 Ba1 OW3 65.48(6) 2_677 . ? OW2 Ba1 OW3 66.48(5) . . ? O5 Ba1 OW3 68.52(6) . . ? OW1 Ba1 OW3 131.86(6) . . ? OW2 Ba1 OW3 76.59(5) 2_676 . ? O3 Ba1 OW4 71.07(5) 2_577 2_576 ? O4 Ba1 OW4 155.27(6) 2_677 2_576 ? OW2 Ba1 OW4 64.42(5) . 2_576 ? O5 Ba1 OW4 73.79(5) . 2_576 ? OW1 Ba1 OW4 128.80(6) . 2_576 ? OW2 Ba1 OW4 127.55(5) 2_676 2_576 ? OW3 Ba1 OW4 98.93(5) . 2_576 ? O3 Ba1 OW4 78.32(5) 2_577 . ? O4 Ba1 OW4 137.21(5) 2_677 . ? OW2 Ba1 OW4 68.77(5) . . ? O5 Ba1 OW4 136.92(5) . . ? OW1 Ba1 OW4 71.13(6) . . ? OW2 Ba1 OW4 79.21(5) 2_676 . ? OW3 Ba1 OW4 134.63(5) . . ? OW4 Ba1 OW4 67.46(5) 2_576 . ? O3 Ba1 Ba1 149.24(4) 2_577 2_676 ? O4 Ba1 Ba1 94.96(4) 2_677 2_676 ? OW2 Ba1 Ba1 33.55(3) . 2_676 ? O5 Ba1 Ba1 133.05(4) . 2_676 ? OW1 Ba1 Ba1 97.20(5) . 2_676 ? OW2 Ba1 Ba1 32.71(3) 2_676 2_676 ? OW3 Ba1 Ba1 67.93(4) . 2_676 ? OW4 Ba1 Ba1 96.49(4) 2_576 2_676 ? OW4 Ba1 Ba1 70.92(3) . 2_676 ? O3 Ba1 Ba1 71.54(4) 2_577 2_576 ? O4 Ba1 Ba1 170.80(4) 2_677 2_576 ? OW2 Ba1 Ba1 61.49(3) . 2_576 ? O5 Ba1 Ba1 105.80(4) . 2_576 ? OW1 Ba1 Ba1 100.45(5) . 2_576 ? OW2 Ba1 Ba1 104.66(3) 2_676 2_576 ? OW3 Ba1 Ba1 121.08(4) . 2_576 ? OW4 Ba1 Ba1 33.79(3) 2_576 2_576 ? OW4 Ba1 Ba1 33.67(3) . 2_576 ? Ba1 Ba1 Ba1 82.591(10) 2_676 2_576 ? O3 Ba1 HW3B 125.2(4) 2_577 . ? O4 Ba1 HW3B 72.3(6) 2_677 . ? OW2 Ba1 HW3B 71.5(7) . . ? O5 Ba1 HW3B 53.6(4) . . ? OW1 Ba1 HW3B 142.9(6) . . ? OW2 Ba1 HW3B 92.6(4) 2_676 . ? OW3 Ba1 HW3B 16.1(4) . . ? OW4 Ba1 HW3B 88.0(5) 2_576 . ? OW4 Ba1 HW3B 139.3(7) . . ? Ba1 Ba1 HW3B 80.8(5) 2_676 . ? Ba1 Ba1 HW3B 115.8(6) 2_576 . ? O5 S1 O6 118.71(12) . . ? O5 S1 C6 107.38(11) . . ? O6 S1 C6 107.53(12) . . ? O5 S1 C7 107.78(11) . . ? O6 S1 C7 107.82(11) . . ? C6 S1 C7 107.10(11) . . ? C1 C2 C3 120.2(3) . . ? C1 C2 H2A 119.9 . . ? C3 C2 H2A 119.9 . . ? C6 C1 C2 120.1(2) . . ? C6 C1 H1A 119.9 . . ? C2 C1 H1A 119.9 . . ? C1 C6 C5 120.1(2) . . ? C1 C6 S1 120.45(19) . . ? C5 C6 S1 119.3(2) . . ? C4 C5 C6 119.0(3) . . ? C4 C5 H5A 120.5 . . ? C6 C5 H5A 120.5 . . ? C5 C4 C3 121.9(3) . . ? C5 C4 H4A 119.1 . . ? C3 C4 H4A 119.1 . . ? C4 C3 C2 118.7(2) . . ? C4 C3 C13 120.5(2) . . ? C2 C3 C13 120.8(2) . . ? C12 C7 C8 121.6(2) . . ? C12 C7 S1 119.01(18) . . ? C8 C7 S1 119.37(18) . . ? C9 C8 C7 119.0(2) . . ? C9 C8 H8A 120.5 . . ? C7 C8 H8A 120.5 . . ? C8 C9 C10 120.2(2) . . ? C8 C9 H9A 119.9 . . ? C10 C9 H9A 119.9 . . ? C11 C10 C9 119.6(2) . . ? C11 C10 C14 119.3(2) . . ? C9 C10 C14 121.0(2) . . ? C12 C11 C10 121.2(2) . . ? C12 C11 H11A 119.4 . . ? C10 C11 H11A 119.4 . . ? C11 C12 C7 118.3(2) . . ? C11 C12 H12A 120.8 . . ? C7 C12 H12A 120.8 . . ? O2 C13 O1 125.5(2) . . ? O2 C13 C3 118.4(2) . . ? O1 C13 C3 116.0(2) . . ? O4 C14 O3 125.7(2) . . ? O4 C14 C10 117.5(2) . . ? O3 C14 C10 116.8(2) . . ? C18 C15 C17 81.4(19) 2_667 2_667 ? C18 C15 C19 72.9(18) 2_667 2_667 ? C17 C15 C19 154.4(15) 2_667 2_667 ? C18 C15 C16 115(3) 2_667 . ? C17 C15 C16 163.7(19) 2_667 . ? C19 C15 C16 41.9(17) 2_667 . ? C18 C15 C20 125(3) 2_667 . ? C17 C15 C20 43.7(19) 2_667 . ? C19 C15 C20 161.9(17) 2_667 . ? C16 C15 C20 120.0 . . ? C18 C15 C21 19(2) 2_667 . ? C17 C15 C21 62.4(15) 2_667 . ? C19 C15 C21 92.0(14) 2_667 . ? C16 C15 C21 133.9(17) . . ? C20 C15 C21 106.0(17) . . ? C18 C15 C16 140(3) 2_667 2_667 ? C17 C15 C16 58.7(14) 2_667 2_667 ? C19 C15 C16 146.9(17) 2_667 2_667 ? C16 C15 C16 105.0(9) . 2_667 ? C20 C15 C16 15.0(9) . 2_667 ? C21 C15 C16 121.1(16) . 2_667 ? C18 C15 C20 126(3) 2_667 2_667 ? C17 C15 C20 152.8(17) 2_667 2_667 ? C19 C15 C20 52.8(11) 2_667 2_667 ? C16 C15 C20 10.9(8) . 2_667 ? C20 C15 C20 109.1(8) . 2_667 ? C21 C15 C20 144.8(15) . 2_667 ? C16 C15 C20 94.1(9) 2_667 2_667 ? C18 C15 C15 172(4) 2_667 2_667 ? C17 C15 C15 106(2) 2_667 2_667 ? C19 C15 C15 99(2) 2_667 2_667 ? C16 C15 C15 57.2(6) . 2_667 ? C20 C15 C15 62.8(6) . 2_667 ? C21 C15 C15 169(2) . 2_667 ? C16 C15 C15 47.7(10) 2_667 2_667 ? C20 C15 C15 46.4(10) 2_667 2_667 ? C20 C16 C19 163(4) 2_667 2_667 ? C20 C16 C17 12(2) 2_667 . ? C19 C16 C17 175(3) 2_667 . ? C20 C16 C15 132(2) 2_667 . ? C19 C16 C15 65(3) 2_667 . ? C17 C16 C15 120.0 . . ? C20 C16 C15 57(2) 2_667 2_667 ? C19 C16 C15 140(3) 2_667 2_667 ? C17 C16 C15 45.0(7) . 2_667 ? C15 C16 C15 75.0(7) . 2_667 ? C20 C16 C18 158(3) 2_667 2_667 ? C19 C16 C18 39.0(13) 2_667 2_667 ? C17 C16 C18 146.1(13) . 2_667 ? C15 C16 C18 26.1(13) . 2_667 ? C15 C16 C18 101.1(17) 2_667 2_667 ? C20 C17 C15 81.4(14) 2_667 2_667 ? C20 C17 C16 5.2(12) 2_667 . ? C15 C17 C16 76.3(8) 2_667 . ? C20 C17 C18 125.2(12) 2_667 . ? C15 C17 C18 43.7(8) 2_667 . ? C16 C17 C18 120.0 . . ? C20 C17 C21 153.0(19) 2_667 2_667 ? C15 C17 C21 71.7(13) 2_667 2_667 ? C16 C17 C21 147.9(13) . 2_667 ? C18 C17 C21 28.0(13) . 2_667 ? C21 C18 C15 133(3) 2_667 2_667 ? C21 C18 C19 161(3) 2_667 . ? C15 C18 C19 65.2(12) 2_667 . ? C21 C18 C17 78(3) 2_667 . ? C15 C18 C17 54.8(12) 2_667 . ? C19 C18 C17 120.0 . . ? C21 C18 C16 171(3) 2_667 2_667 ? C15 C18 C16 39.0(8) 2_667 2_667 ? C19 C18 C16 26.1(7) . 2_667 ? C17 C18 C16 93.9(7) . 2_667 ? C16 C19 C15 72.9(10) 2_667 2_667 ? C16 C19 C18 114.8(11) 2_667 . ? C15 C19 C18 41.9(8) 2_667 . ? C16 C19 C20 5.2(11) 2_667 . ? C15 C19 C20 78.1(8) 2_667 . ? C18 C19 C20 120.0 . . ? C16 C19 C21 120.7(15) 2_667 2_667 ? C15 C19 C21 47.8(10) 2_667 2_667 ? C18 C19 C21 6.1(9) . 2_667 ? C20 C19 C21 125.9(9) . 2_667 ? C16 C20 C17 163(5) 2_667 2_667 ? C16 C20 C19 12(3) 2_667 . ? C17 C20 C19 175(2) 2_667 . ? C16 C20 C15 108(3) 2_667 . ? C17 C20 C15 55(2) 2_667 . ? C19 C20 C15 120.0 . . ? C16 C20 C15 37(2) 2_667 2_667 ? C17 C20 C15 126(3) 2_667 2_667 ? C19 C20 C15 49.1(5) . 2_667 ? C15 C20 C15 70.9(5) . 2_667 ? C18 C21 C17 74(2) 2_667 2_667 ? C18 C21 C15 28(3) 2_667 . ? C17 C21 C15 46.0(14) 2_667 . ? C18 C21 C19 12(2) 2_667 2_667 ? C17 C21 C19 86.1(11) 2_667 2_667 ? C15 C21 C19 40.1(9) . 2_667 ? Ba1 OW1 HW1A 105(3) . . ? Ba1 OW1 HW1B 117(3) . . ? HW1A OW1 HW1B 110.2(17) . . ? Ba1 OW2 Ba1 113.73(5) . 2_676 ? Ba1 OW2 HW2A 119(2) . . ? Ba1 OW2 HW2A 94(2) 2_676 . ? Ba1 OW2 HW2B 110(2) . . ? Ba1 OW2 HW2B 107(2) 2_676 . ? HW2A OW2 HW2B 111.7(16) . . ? Ba1 OW3 HW3A 107(2) . . ? Ba1 OW3 HW3B 55(2) . . ? HW3A OW3 HW3B 104.6(15) . . ? C14 O3 Ba1 145.66(16) . 2_577 ? Ba1 OW4 Ba1 112.54(5) 2_576 . ? Ba1 OW4 HW4A 113(2) 2_576 . ? Ba1 OW4 HW4A 108(2) . . ? Ba1 OW4 HW4B 108(2) 2_576 . ? Ba1 OW4 HW4B 105(2) . . ? HW4A OW4 HW4B 109.4(16) . . ? C14 O4 Ba1 138.42(16) . 2_677 ? S1 O5 Ba1 163.82(12) . . ? HW5A OW5 HW5B 108.3(17) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.34 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.886 _refine_diff_density_min -0.546 _refine_diff_density_rms 0.089 data_c22b _database_code_depnum_ccdc_archive 'CCDC 850324' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H22 Ba N O11 S' _chemical_formula_weight 609.78 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' Ba Ba -0.3244 2.2819 '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 6.3012(5) _cell_length_b 14.0909(10) _cell_length_c 14.1544(10) _cell_angle_alpha 113.0430(10) _cell_angle_beta 91.6300(10) _cell_angle_gamma 93.0800(10) _cell_volume 1153.14(15) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 10586 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour clourless _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.756 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 606 _exptl_absorpt_coefficient_mu 1.872 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4607 _exptl_absorpt_correction_T_max 0.6036 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX 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 10586 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5217 _reflns_number_gt 4889 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0517P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5217 _refine_ls_number_parameters 322 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0277 _refine_ls_R_factor_gt 0.0256 _refine_ls_wR_factor_ref 0.0756 _refine_ls_wR_factor_gt 0.0739 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.003 _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 Ba1 Ba -0.268378(19) -0.520426(10) -1.133267(9) 0.02048(6) Uani 1 1 d . . . S1 S -0.51644(10) -0.33104(5) -1.27837(5) 0.02358(13) Uani 1 1 d . . . C1 C -0.2638(5) -0.1592(2) -1.1620(3) 0.0435(7) Uani 1 1 d . . . H1A H -0.1598 -0.2041 -1.1636 0.052 Uiso 1 1 calc R . . C2 C -0.2233(5) -0.0540(2) -1.1119(3) 0.0469(8) Uani 1 1 d . . . H2A H -0.0905 -0.0277 -1.0788 0.056 Uiso 1 1 calc R . . C3 C -0.3766(5) 0.0136(2) -1.1099(2) 0.0342(6) Uani 1 1 d . . . C4 C -0.5730(5) -0.0259(2) -1.1579(3) 0.0479(8) Uani 1 1 d . . . H4A H -0.6767 0.0191 -1.1567 0.057 Uiso 1 1 calc R . . C5 C -0.6192(5) -0.1316(2) -1.2083(3) 0.0446(8) Uani 1 1 d . . . H5A H -0.7528 -0.1580 -1.2403 0.054 Uiso 1 1 calc R . . C6 C -0.4629(4) -0.19653(19) -1.2099(2) 0.0264(5) Uani 1 1 d . . . C7 C -0.4227(4) -0.35428(18) -1.40101(18) 0.0225(5) Uani 1 1 d . . . C8 C -0.5529(4) -0.3380(2) -1.4730(2) 0.0336(6) Uani 1 1 d . . . H8A H -0.6881 -0.3152 -1.4567 0.040 Uiso 1 1 calc R . . C9 C -0.4790(4) -0.3564(2) -1.5698(2) 0.0351(6) Uani 1 1 d . . . H9A H -0.5654 -0.3459 -1.6187 0.042 Uiso 1 1 calc R . . C10 C -0.2783(4) -0.39002(19) -1.59366(18) 0.0226(5) Uani 1 1 d . . . C11 C -0.1484(4) -0.4040(2) -1.5199(2) 0.0304(5) Uani 1 1 d . . . H11A H -0.0114 -0.4245 -1.5353 0.037 Uiso 1 1 calc R . . C12 C -0.2208(4) -0.3878(2) -1.4235(2) 0.0319(6) Uani 1 1 d . . . H12A H -0.1351 -0.3992 -1.3749 0.038 Uiso 1 1 calc R . . C13 C -0.3281(5) 0.1294(2) -1.0543(3) 0.0404(7) Uani 1 1 d . . . C14 C -0.1965(4) -0.41397(18) -1.69988(18) 0.0242(5) Uani 1 1 d . . . C15 C -0.1201(9) -0.9891(4) -1.6287(4) 0.0763(13) Uani 1 1 d U . . H15A H -0.0529 -1.0232 -1.6893 0.092 Uiso 1 1 calc R . . C16 C -0.0371(7) -0.8929(4) -1.5573(4) 0.0704(12) Uani 1 1 d . . . H16A H 0.0860 -0.8607 -1.5692 0.084 Uiso 1 1 calc R . . C17 C -0.1431(8) -0.8476(4) -1.4695(4) 0.0748(12) Uani 1 1 d U . . H17A H -0.0872 -0.7836 -1.4224 0.090 Uiso 1 1 calc R . . C18 C -0.3157(6) -0.8869(2) -1.4467(3) 0.0473(8) Uani 1 1 d U . . H18A H -0.3788 -0.8525 -1.3850 0.057 Uiso 1 1 calc R . . C19 C -0.4001(6) -0.9786(3) -1.5145(3) 0.0536(9) Uani 1 1 d U . . N1 N -0.3064(8) -1.0327(4) -1.6067(3) 0.0876(12) Uani 1 1 d U . . OW1 O -0.5859(3) -0.39679(13) -1.01113(15) 0.0276(4) Uani 1 1 d D . . HW1A H -0.685(4) -0.403(2) -1.0550(19) 0.041 Uiso 1 1 d D . . HW1B H -0.559(5) -0.3329(9) -0.977(2) 0.042 Uiso 1 1 d D . . O1 O -0.1572(4) 0.16002(17) -1.0016(2) 0.0553(6) Uani 1 1 d . . . OW2 O -0.1097(3) -0.40391(14) -0.92474(14) 0.0288(4) Uani 1 1 d D . . HW2A H -0.169(5) -0.406(2) -0.8723(16) 0.042 Uiso 1 1 d D . . HW2B H -0.076(5) -0.3413(10) -0.912(2) 0.044 Uiso 1 1 d D . . O2 O -0.4604(5) 0.18637(18) -1.0674(3) 0.0703(8) Uani 1 1 d . . . O3 O -0.0031(3) -0.42620(16) -1.71072(15) 0.0355(4) Uani 1 1 d . . . OW3 O -0.3120(5) -0.73822(19) -1.2288(2) 0.0646(8) Uani 1 1 d . . . O4 O -0.3318(3) -0.42091(16) -1.77019(14) 0.0345(4) Uani 1 1 d . . . OW4 O 0.0504(3) -0.36419(15) -1.11292(15) 0.0326(4) Uani 1 1 d D . . HW4B H 0.087(5) -0.375(2) -1.1728(10) 0.040 Uiso 1 1 d D . . HW4A H 0.093(5) -0.3040(13) -1.0730(17) 0.049 Uiso 1 1 d D . . OW5 O -0.8713(5) 0.1940(2) -1.1289(3) 0.0683(8) Uani 1 1 d D . . HW5B H -0.931(6) 0.189(4) -1.078(3) 0.097 Uiso 1 1 d D . . HW5A H -0.7378(18) 0.196(4) -1.117(4) 0.101 Uiso 1 1 d D . . O5 O -0.3883(3) -0.38397(14) -1.23127(15) 0.0344(4) Uani 1 1 d . . . O6 O -0.7446(3) -0.35228(15) -1.28902(15) 0.0331(4) 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 Ba1 0.01781(9) 0.02498(9) 0.01789(9) 0.00761(6) 0.00181(6) 0.00127(5) S1 0.0295(3) 0.0222(3) 0.0187(3) 0.0076(2) 0.0038(2) 0.0005(2) C1 0.0387(16) 0.0304(15) 0.0531(19) 0.0080(14) -0.0120(14) 0.0050(12) C2 0.0422(17) 0.0307(15) 0.054(2) 0.0034(14) -0.0144(15) -0.0009(12) C3 0.0437(16) 0.0232(13) 0.0328(15) 0.0081(11) 0.0021(12) -0.0009(11) C4 0.0424(17) 0.0262(14) 0.067(2) 0.0100(15) -0.0083(16) 0.0055(12) C5 0.0347(15) 0.0292(14) 0.061(2) 0.0090(14) -0.0089(14) 0.0021(11) C6 0.0331(13) 0.0214(11) 0.0215(12) 0.0048(10) 0.0035(10) 0.0032(9) C7 0.0256(12) 0.0233(11) 0.0163(11) 0.0055(9) 0.0021(9) 0.0003(9) C8 0.0245(13) 0.0523(17) 0.0242(13) 0.0139(12) 0.0055(10) 0.0127(11) C9 0.0284(13) 0.0565(18) 0.0226(13) 0.0166(13) 0.0031(10) 0.0137(12) C10 0.0224(11) 0.0229(11) 0.0192(11) 0.0050(9) 0.0004(9) -0.0005(9) C11 0.0210(12) 0.0436(15) 0.0279(13) 0.0142(12) 0.0036(10) 0.0106(10) C12 0.0275(13) 0.0449(16) 0.0238(13) 0.0134(12) -0.0001(10) 0.0097(11) C13 0.0487(18) 0.0270(14) 0.0412(17) 0.0094(13) 0.0050(14) -0.0044(12) C14 0.0230(11) 0.0253(12) 0.0200(11) 0.0049(9) 0.0024(9) -0.0026(9) C15 0.079(3) 0.088(4) 0.062(3) 0.028(3) 0.004(2) 0.017(3) C16 0.066(3) 0.068(3) 0.076(3) 0.028(2) -0.011(2) 0.005(2) C17 0.088(3) 0.054(2) 0.075(3) 0.018(2) -0.012(3) 0.009(2) C18 0.057(2) 0.0338(16) 0.0405(18) 0.0033(13) -0.0045(15) 0.0053(14) C19 0.062(2) 0.0479(19) 0.0464(19) 0.0133(16) -0.0097(17) 0.0155(16) N1 0.094(3) 0.091(3) 0.065(2) 0.017(2) -0.008(2) 0.015(2) OW1 0.0304(9) 0.0229(8) 0.0272(9) 0.0075(7) -0.0005(7) 0.0023(7) O1 0.0607(15) 0.0332(12) 0.0567(16) 0.0041(11) -0.0100(12) -0.0115(10) OW2 0.0313(10) 0.0323(10) 0.0220(9) 0.0095(8) 0.0039(7) 0.0036(7) O2 0.0687(17) 0.0257(12) 0.107(2) 0.0179(14) -0.0154(16) -0.0022(11) O3 0.0244(10) 0.0516(13) 0.0267(10) 0.0107(9) 0.0058(8) 0.0043(8) OW3 0.109(2) 0.0342(12) 0.0423(14) 0.0078(11) -0.0032(14) -0.0044(13) O4 0.0286(9) 0.0511(12) 0.0204(9) 0.0114(8) -0.0008(7) -0.0039(8) OW4 0.0371(11) 0.0298(10) 0.0264(10) 0.0070(8) 0.0032(8) -0.0054(8) OW5 0.0626(17) 0.0465(15) 0.092(2) 0.0208(15) 0.0162(16) 0.0096(13) O5 0.0497(12) 0.0302(10) 0.0268(10) 0.0146(8) 0.0020(8) 0.0050(8) O6 0.0308(10) 0.0348(10) 0.0304(10) 0.0099(8) 0.0061(8) -0.0054(8) _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 Ba1 O3 2.7241(18) 2_542 ? Ba1 O4 2.7555(19) 2_442 ? Ba1 OW3 2.822(2) . ? Ba1 OW4 2.8215(18) . ? Ba1 OW1 2.8705(19) 2_443 ? Ba1 OW1 2.8706(18) . ? Ba1 OW2 2.8756(18) . ? Ba1 OW2 2.8869(19) 2_543 ? Ba1 O5 2.8943(18) . ? Ba1 Ba1 4.7108(4) 2_443 ? Ba1 Ba1 4.8341(4) 2_543 ? S1 O5 1.441(2) . ? S1 O6 1.444(2) . ? S1 C7 1.762(2) . ? S1 C6 1.766(3) . ? C1 C2 1.376(4) . ? C1 C6 1.383(4) . ? C1 H1A 0.9300 . ? C2 C3 1.385(5) . ? C2 H2A 0.9300 . ? C3 C4 1.373(4) . ? C3 C13 1.518(4) . ? C4 C5 1.387(4) . ? C4 H4A 0.9300 . ? C5 C6 1.375(4) . ? C5 H5A 0.9300 . ? C7 C12 1.383(3) . ? C7 C8 1.385(4) . ? C8 C9 1.391(4) . ? C8 H8A 0.9300 . ? C9 C10 1.378(4) . ? C9 H9A 0.9300 . ? C10 C11 1.389(4) . ? C10 C14 1.519(3) . ? C11 C12 1.387(4) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 O2 1.247(4) . ? C13 O1 1.247(4) . ? C14 O3 1.245(3) . ? C14 O4 1.263(3) . ? C15 C16 1.398(7) . ? C15 N1 1.394(7) . ? C15 H15A 0.9300 . ? C16 C17 1.367(7) . ? C16 H16A 0.9300 . ? C17 C18 1.300(6) . ? C17 H17A 0.9300 . ? C18 C19 1.341(5) . ? C18 H18A 0.9300 . ? C19 N1 1.395(6) . ? C19 C19 1.502(8) 2_432 ? OW1 Ba1 2.8704(19) 2_443 ? OW1 HW1A 0.845(10) . ? OW1 HW1B 0.843(10) . ? OW2 Ba1 2.8869(19) 2_543 ? OW2 HW2A 0.848(10) . ? OW2 HW2B 0.842(10) . ? O3 Ba1 2.7241(18) 2_542 ? O4 Ba1 2.7555(18) 2_442 ? OW4 HW4B 0.840(10) . ? OW4 HW4A 0.838(10) . ? OW5 HW5B 0.851(10) . ? OW5 HW5A 0.851(10) . ? 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 O3 Ba1 O4 104.70(6) 2_542 2_442 ? O3 Ba1 OW3 74.21(8) 2_542 . ? O4 Ba1 OW3 71.54(8) 2_442 . ? O3 Ba1 OW4 66.02(6) 2_542 . ? O4 Ba1 OW4 135.21(6) 2_442 . ? OW3 Ba1 OW4 136.17(8) . . ? O3 Ba1 OW1 136.80(6) 2_542 2_443 ? O4 Ba1 OW1 86.85(5) 2_442 2_443 ? OW3 Ba1 OW1 70.37(7) . 2_443 ? OW4 Ba1 OW1 131.14(6) . 2_443 ? O3 Ba1 OW1 153.30(6) 2_542 . ? O4 Ba1 OW1 68.32(6) 2_442 . ? OW3 Ba1 OW1 123.77(8) . . ? OW4 Ba1 OW1 100.00(5) . . ? OW1 Ba1 OW1 69.72(6) 2_443 . ? O3 Ba1 OW2 120.25(6) 2_542 . ? O4 Ba1 OW2 134.55(5) 2_442 . ? OW3 Ba1 OW2 124.86(7) . . ? OW4 Ba1 OW2 66.22(5) . . ? OW1 Ba1 OW2 65.70(5) 2_443 . ? OW1 Ba1 OW2 68.38(5) . . ? O3 Ba1 OW2 70.01(6) 2_542 2_543 ? O4 Ba1 OW2 143.98(6) 2_442 2_543 ? OW3 Ba1 OW2 72.83(8) . 2_543 ? OW4 Ba1 OW2 76.83(6) . 2_543 ? OW1 Ba1 OW2 76.45(5) 2_443 2_543 ? OW1 Ba1 OW2 131.13(5) . 2_543 ? OW2 Ba1 OW2 65.96(6) . 2_543 ? O3 Ba1 O5 79.84(6) 2_542 . ? O4 Ba1 O5 68.77(6) 2_442 . ? OW3 Ba1 O5 124.31(7) . . ? OW4 Ba1 O5 66.47(6) . . ? OW1 Ba1 O5 141.48(5) 2_443 . ? OW1 Ba1 O5 73.61(5) . . ? OW2 Ba1 O5 110.81(5) . . ? OW2 Ba1 O5 139.61(6) 2_543 . ? O3 Ba1 Ba1 171.34(5) 2_542 2_443 ? O4 Ba1 Ba1 75.02(4) 2_442 2_443 ? OW3 Ba1 Ba1 97.71(6) . 2_443 ? OW4 Ba1 Ba1 120.44(4) . 2_443 ? OW1 Ba1 Ba1 34.86(4) 2_443 2_443 ? OW1 Ba1 Ba1 34.86(4) . 2_443 ? OW2 Ba1 Ba1 61.63(4) . 2_443 ? OW2 Ba1 Ba1 104.96(4) 2_543 2_443 ? O5 Ba1 Ba1 107.75(4) . 2_443 ? O3 Ba1 Ba1 95.48(4) 2_542 2_543 ? O4 Ba1 Ba1 154.20(4) 2_442 2_543 ? OW3 Ba1 Ba1 99.42(6) . 2_543 ? OW4 Ba1 Ba1 67.92(4) . 2_543 ? OW1 Ba1 Ba1 67.38(4) 2_443 2_543 ? OW1 Ba1 Ba1 100.00(4) . 2_543 ? OW2 Ba1 Ba1 33.05(4) . 2_543 ? OW2 Ba1 Ba1 32.90(4) 2_543 2_543 ? O5 Ba1 Ba1 131.78(4) . 2_543 ? Ba1 Ba1 Ba1 82.614(7) 2_443 2_543 ? O5 S1 O6 119.28(12) . . ? O5 S1 C7 108.16(12) . . ? O6 S1 C7 108.25(12) . . ? O5 S1 C6 108.43(13) . . ? O6 S1 C6 107.82(12) . . ? C7 S1 C6 103.85(12) . . ? C2 C1 C6 118.3(3) . . ? C2 C1 H1A 120.8 . . ? C6 C1 H1A 120.8 . . ? C1 C2 C3 121.2(3) . . ? C1 C2 H2A 119.4 . . ? C3 C2 H2A 119.4 . . ? C4 C3 C2 119.0(3) . . ? C4 C3 C13 120.7(3) . . ? C2 C3 C13 120.3(3) . . ? C3 C4 C5 121.1(3) . . ? C3 C4 H4A 119.5 . . ? C5 C4 H4A 119.5 . . ? C6 C5 C4 118.4(3) . . ? C6 C5 H5A 120.8 . . ? C4 C5 H5A 120.8 . . ? C5 C6 C1 121.8(3) . . ? C5 C6 S1 118.8(2) . . ? C1 C6 S1 119.3(2) . . ? C12 C7 C8 121.3(2) . . ? C12 C7 S1 119.59(19) . . ? C8 C7 S1 119.15(19) . . ? C7 C8 C9 119.2(2) . . ? C7 C8 H8A 120.4 . . ? C9 C8 H8A 120.4 . . ? C10 C9 C8 120.4(2) . . ? C10 C9 H9A 119.8 . . ? C8 C9 H9A 119.8 . . ? C9 C10 C11 119.7(2) . . ? C9 C10 C14 121.4(2) . . ? C11 C10 C14 118.9(2) . . ? C12 C11 C10 120.7(2) . . ? C12 C11 H11A 119.6 . . ? C10 C11 H11A 119.6 . . ? C7 C12 C11 118.8(2) . . ? C7 C12 H12A 120.6 . . ? C11 C12 H12A 120.6 . . ? O2 C13 O1 125.2(3) . . ? O2 C13 C3 117.1(3) . . ? O1 C13 C3 117.7(3) . . ? O3 C14 O4 125.5(2) . . ? O3 C14 C10 117.6(2) . . ? O4 C14 C10 116.8(2) . . ? C16 C15 N1 118.2(5) . . ? C16 C15 H15A 120.9 . . ? N1 C15 H15A 120.9 . . ? C17 C16 C15 117.8(5) . . ? C17 C16 H16A 121.1 . . ? C15 C16 H16A 121.1 . . ? C18 C17 C16 125.3(5) . . ? C18 C17 H17A 117.4 . . ? C16 C17 H17A 117.4 . . ? C17 C18 C19 118.2(4) . . ? C17 C18 H18A 120.9 . . ? C19 C18 H18A 120.9 . . ? C18 C19 N1 122.0(4) . . ? C18 C19 C19 116.6(4) . 2_432 ? N1 C19 C19 121.4(4) . 2_432 ? C19 N1 C15 118.6(4) . . ? Ba1 OW1 Ba1 110.28(6) 2_443 . ? Ba1 OW1 HW1A 110(2) 2_443 . ? Ba1 OW1 HW1A 103(2) . . ? Ba1 OW1 HW1B 106(2) 2_443 . ? Ba1 OW1 HW1B 120(2) . . ? HW1A OW1 HW1B 107.0(16) . . ? Ba1 OW2 Ba1 114.04(6) . 2_543 ? Ba1 OW2 HW2A 124(2) . . ? Ba1 OW2 HW2A 90(2) 2_543 . ? Ba1 OW2 HW2B 114(2) . . ? Ba1 OW2 HW2B 104(2) 2_543 . ? HW2A OW2 HW2B 106.7(16) . . ? C14 O3 Ba1 137.67(17) . 2_542 ? C14 O4 Ba1 151.58(17) . 2_442 ? Ba1 OW4 HW4B 106(2) . . ? Ba1 OW4 HW4A 141(2) . . ? HW4B OW4 HW4A 109.8(16) . . ? HW5B OW5 HW5A 106.5(17) . . ? S1 O5 Ba1 161.03(12) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.676 _refine_diff_density_min -0.824 _refine_diff_density_rms 0.094 data_c19b _database_code_depnum_ccdc_archive 'CCDC 850325' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16.50 H21.50 Ba N O11 S' _chemical_formula_weight 579.25 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' Ba Ba -0.3244 2.2819 '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 6.3003(2) _cell_length_b 14.0098(4) _cell_length_c 14.6389(4) _cell_angle_alpha 64.9800(10) _cell_angle_beta 89.6440(10) _cell_angle_gamma 89.0750(10) _cell_volume 1170.71(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 19517 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 27.64 _exptl_crystal_description block _exptl_crystal_colour clourless _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.49 _exptl_crystal_size_min 0.43 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.643 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 575 _exptl_absorpt_coefficient_mu 1.839 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4258 _exptl_absorpt_correction_T_max 0.5053 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX 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 19517 _diffrn_reflns_av_R_equivalents 0.0219 _diffrn_reflns_av_sigmaI/netI 0.0193 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 27.64 _reflns_number_total 5364 _reflns_number_gt 5114 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0650P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5364 _refine_ls_number_parameters 334 _refine_ls_number_restraints 43 _refine_ls_R_factor_all 0.0259 _refine_ls_R_factor_gt 0.0244 _refine_ls_wR_factor_ref 0.0758 _refine_ls_wR_factor_gt 0.0744 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.003 _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 Ba1 Ba 1.261279(15) 0.869643(8) 0.008862(8) 0.02171(6) Uani 1 1 d . . . S1 S 0.47944(9) 0.25578(4) 0.18594(4) 0.02491(11) Uani 1 1 d . . . O3 O 0.9772(3) 0.71392(13) 0.04641(16) 0.0370(4) Uani 1 1 d . . . OW1 O 0.8746(3) 0.91691(13) 0.08939(13) 0.0297(3) Uani 1 1 d D . . HW1A H 0.889(4) 0.899(2) 0.1513(9) 0.036 Uiso 1 1 d D . . HW1B H 0.797(4) 0.8727(19) 0.0810(19) 0.042 Uiso 1 1 d D . . OW2 O 1.5950(3) 1.00373(14) -0.10709(13) 0.0301(3) Uani 1 1 d D . . HW2A H 1.579(4) 1.0437(19) -0.1685(10) 0.045 Uiso 1 1 d D . . HW2B H 1.697(3) 0.9619(18) -0.102(2) 0.043 Uiso 1 1 d D . . O4 O 0.6499(3) 0.76885(13) 0.05975(15) 0.0351(4) Uani 1 1 d . . . OW3 O 0.9577(3) 0.90869(14) -0.14581(14) 0.0342(4) Uani 1 1 d D . . HW3A H 0.944(5) 0.9501(18) -0.2068(10) 0.045 Uiso 1 1 d D . . HW3B H 0.919(5) 0.8483(11) -0.136(2) 0.051 Uiso 1 1 d D . . O2 O 0.5680(4) 0.1014(3) 0.68428(18) 0.0751(8) Uani 1 1 d . . . O1 O 0.8690(4) 0.0336(2) 0.65530(17) 0.0598(6) Uani 1 1 d . . . OW4 O 1.2737(6) 0.7542(2) 0.2176(2) 0.0777(8) Uani 1 1 d D . . HW4A H 1.298(11) 0.792(4) 0.248(4) 0.14(3) Uiso 1 1 d D . . HW4B H 1.236(13) 0.694(3) 0.260(4) 0.17(3) Uiso 1 1 d D . . O5 O 0.6095(3) 0.20603(14) 0.13708(14) 0.0366(4) Uani 1 1 d . . . O6 O 0.2522(3) 0.25943(13) 0.17372(14) 0.0343(4) Uani 1 1 d . . . C12 C 0.7769(4) 0.4097(2) 0.1195(2) 0.0395(6) Uani 1 1 d . . . H12A H 0.8714 0.3584 0.1188 0.047 Uiso 1 1 calc R . . C11 C 0.8418(4) 0.51186(19) 0.0925(2) 0.0359(5) Uani 1 1 d . . . H11A H 0.9821 0.5291 0.0733 0.043 Uiso 1 1 calc R . . C10 C 0.7031(3) 0.58916(17) 0.09320(17) 0.0242(4) Uani 1 1 d . . . C9 C 0.4943(4) 0.56318(19) 0.1215(2) 0.0374(6) Uani 1 1 d . . . H9A H 0.3994 0.6145 0.1221 0.045 Uiso 1 1 calc R . . C8 C 0.4255(4) 0.46130(19) 0.1490(2) 0.0365(5) Uani 1 1 d . . . H8A H 0.2851 0.4440 0.1680 0.044 Uiso 1 1 calc R . . C7 C 0.5672(4) 0.38591(17) 0.14775(17) 0.0245(4) Uani 1 1 d . . . C6 C 0.5359(4) 0.19548(18) 0.31561(18) 0.0278(4) Uani 1 1 d . . . C5 C 0.3832(4) 0.1983(3) 0.3833(2) 0.0449(7) Uani 1 1 d . . . H5A H 0.2486 0.2264 0.3608 0.054 Uiso 1 1 calc R . . C4 C 0.4334(5) 0.1591(3) 0.4846(2) 0.0533(8) Uani 1 1 d . . . H4A H 0.3314 0.1605 0.5301 0.064 Uiso 1 1 calc R . . C3 C 0.6334(4) 0.1175(2) 0.51911(19) 0.0370(5) Uani 1 1 d . . . C2 C 0.7823(5) 0.1131(2) 0.4512(2) 0.0416(6) Uani 1 1 d . . . H2A H 0.9158 0.0837 0.4741 0.050 Uiso 1 1 calc R . . C1 C 0.7348(5) 0.1523(2) 0.3488(2) 0.0416(6) Uani 1 1 d . . . H1A H 0.8357 0.1494 0.3034 0.050 Uiso 1 1 calc R . . C14 C 0.7837(3) 0.69900(17) 0.06426(17) 0.0262(4) Uani 1 1 d . . . C13 C 0.6945(5) 0.0802(3) 0.6284(2) 0.0467(7) Uani 1 1 d . . . N1 N 1.0242(19) 0.5628(8) 0.3143(8) 0.068(3) Uiso 0.30 1 d PDU A 1 C15 C 1.0433(19) 0.4569(9) 0.3509(9) 0.080(4) Uiso 0.30 1 d PDU A 1 H15A H 1.1669 0.4175 0.3567 0.096 Uiso 0.30 1 calc PR A 1 C16 C 0.8478(17) 0.4208(8) 0.3771(8) 0.063(3) Uiso 0.30 1 d PDU A 1 H16A H 0.8126 0.3499 0.4047 0.076 Uiso 0.30 1 calc PR A 1 C17 C 0.822(2) 0.5890(8) 0.3186(8) 0.074(4) Uiso 0.30 1 d PDU A 1 H17A H 0.7683 0.6572 0.2978 0.089 Uiso 0.30 1 calc PR A 1 N2 N 0.7090(16) 0.4999(7) 0.3582(7) 0.063(3) Uiso 0.30 1 d PDU A 1 C18 C 0.4720(19) 0.5022(16) 0.3677(9) 0.097(5) Uiso 0.30 1 d PD A 1 H18A H 0.4082 0.4529 0.3457 0.116 Uiso 0.30 1 calc PR A 1 H18B H 0.4159 0.5722 0.3267 0.116 Uiso 0.30 1 calc PR A 1 C19 C 0.423(3) 0.4708(15) 0.4801(10) 0.102(6) Uiso 0.30 1 d PD . 1 H19A H 0.2776 0.4898 0.4879 0.122 Uiso 0.30 1 calc PR . 1 H19B H 0.4410 0.3953 0.5182 0.122 Uiso 0.30 1 calc PR . 1 N1A N 1.1340(19) 0.5592(10) 0.3249(10) 0.054(3) Uiso 0.20 1 d PDU B 2 C15A C 1.171(3) 0.4556(11) 0.3771(13) 0.102(8) Uiso 0.20 1 d PDU B 2 H15B H 1.3025 0.4215 0.3931 0.122 Uiso 0.20 1 calc PR B 2 C16A C 0.979(3) 0.4108(12) 0.4017(13) 0.080(6) Uiso 0.20 1 d PDU B 2 H16B H 0.9564 0.3391 0.4383 0.096 Uiso 0.20 1 calc PR B 2 C17A C 0.9237(19) 0.5786(8) 0.3172(8) 0.031(2) Uiso 0.20 1 d PDU B 2 H17B H 0.8575 0.6441 0.2846 0.037 Uiso 0.20 1 calc PR B 2 N2A N 0.826(2) 0.4847(10) 0.3657(10) 0.060(4) Uiso 0.20 1 d PDU B 2 C18A C 0.591(3) 0.485(2) 0.3819(13) 0.089(7) Uiso 0.20 1 d PD B 2 H18C H 0.5262 0.4377 0.3573 0.107 Uiso 0.20 1 calc PR B 2 H18D H 0.5344 0.5549 0.3433 0.107 Uiso 0.20 1 calc PR B 2 C19A C 0.534(4) 0.4487(8) 0.4949(12) 0.077(6) Uiso 0.20 1 d PD . 2 H19C H 0.6553 0.4154 0.5375 0.092 Uiso 0.20 1 calc PR . 2 H19D H 0.4181 0.3991 0.5139 0.092 Uiso 0.20 1 calc PR . 2 OW5 O 0.8432(4) 0.8441(2) 0.2966(2) 0.0703(7) Uani 1 1 d D . . HW5A H 0.932(5) 0.881(3) 0.310(4) 0.094 Uiso 1 1 d D . . HW5B H 0.724(3) 0.874(3) 0.286(4) 0.095 Uiso 1 1 d 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 Ba1 0.01854(8) 0.02175(9) 0.02754(9) -0.01302(6) 0.00106(5) -0.00134(5) S1 0.0318(3) 0.0225(2) 0.0225(3) -0.0114(2) -0.00099(19) -0.0034(2) O3 0.0267(8) 0.0274(8) 0.0561(12) -0.0166(8) 0.0057(7) -0.0068(6) OW1 0.0308(8) 0.0289(8) 0.0320(9) -0.0153(7) 0.0017(7) -0.0014(6) OW2 0.0316(8) 0.0324(8) 0.0268(8) -0.0132(7) 0.0020(6) 0.0006(6) O4 0.0279(8) 0.0260(8) 0.0501(11) -0.0148(8) -0.0048(7) 0.0028(6) OW3 0.0394(9) 0.0307(9) 0.0328(9) -0.0136(7) -0.0070(7) -0.0032(7) O2 0.0647(15) 0.128(2) 0.0324(12) -0.0346(14) -0.0083(10) 0.0239(15) O1 0.0563(13) 0.0804(17) 0.0366(12) -0.0190(12) -0.0147(10) 0.0156(12) OW4 0.126(3) 0.0601(16) 0.0375(13) -0.0115(13) 0.0096(14) 0.0021(17) O5 0.0518(11) 0.0335(9) 0.0321(9) -0.0212(8) 0.0035(7) 0.0009(7) O6 0.0352(9) 0.0325(9) 0.0350(9) -0.0139(8) -0.0048(7) -0.0078(7) C12 0.0283(11) 0.0306(12) 0.0640(18) -0.0244(12) 0.0107(11) -0.0009(9) C11 0.0231(10) 0.0333(12) 0.0551(16) -0.0224(12) 0.0097(10) -0.0047(9) C10 0.0241(10) 0.0221(10) 0.0250(11) -0.0086(8) -0.0008(8) -0.0016(8) C9 0.0265(11) 0.0257(11) 0.0585(17) -0.0165(11) 0.0083(10) 0.0006(9) C8 0.0245(10) 0.0271(11) 0.0543(16) -0.0135(11) 0.0080(10) -0.0044(9) C7 0.0277(10) 0.0216(10) 0.0246(11) -0.0101(8) 0.0009(8) -0.0039(8) C6 0.0328(11) 0.0263(10) 0.0251(11) -0.0114(9) 0.0005(8) -0.0037(8) C5 0.0277(12) 0.075(2) 0.0305(14) -0.0213(14) -0.0016(10) 0.0061(12) C4 0.0361(14) 0.093(3) 0.0259(13) -0.0212(15) -0.0001(10) 0.0072(14) C3 0.0399(13) 0.0424(14) 0.0260(12) -0.0116(11) -0.0035(10) -0.0030(10) C2 0.0400(14) 0.0498(16) 0.0324(14) -0.0153(12) -0.0052(11) 0.0112(12) C1 0.0415(14) 0.0516(16) 0.0304(13) -0.0166(12) -0.0028(10) 0.0153(12) C14 0.0278(10) 0.0231(10) 0.0265(11) -0.0091(9) 0.0002(8) -0.0032(8) C13 0.0453(15) 0.0621(19) 0.0281(14) -0.0143(13) -0.0069(11) -0.0031(13) OW5 0.0623(15) 0.099(2) 0.0537(15) -0.0363(15) 0.0071(12) -0.0041(14) _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 Ba1 O3 2.7136(15) . ? Ba1 O4 2.7502(16) 1_655 ? Ba1 OW4 2.789(3) . ? Ba1 OW1 2.8352(17) 2_775 ? Ba1 OW3 2.8385(17) . ? Ba1 OW2 2.8666(16) . ? Ba1 O5 2.8666(16) 2_765 ? Ba1 OW2 2.8740(16) 2_875 ? Ba1 OW1 2.8873(16) . ? Ba1 Ba1 4.6904(2) 2_875 ? Ba1 Ba1 4.8029(2) 2_775 ? S1 O5 1.4369(17) . ? S1 O6 1.4413(18) . ? S1 C6 1.757(2) . ? S1 C7 1.763(2) . ? O3 C14 1.248(3) . ? OW1 Ba1 2.8352(17) 2_775 ? OW1 HW1A 0.837(10) . ? OW1 HW1B 0.844(10) . ? OW2 Ba1 2.8740(16) 2_875 ? OW2 HW2A 0.840(10) . ? OW2 HW2B 0.847(10) . ? O4 C14 1.262(3) . ? O4 Ba1 2.7502(16) 1_455 ? OW3 HW3A 0.838(10) . ? OW3 HW3B 0.838(10) . ? O2 C13 1.258(4) . ? O1 C13 1.247(4) . ? OW4 HW4A 0.843(10) . ? OW4 HW4B 0.842(10) . ? O5 Ba1 2.8666(16) 2_765 ? C12 C11 1.382(3) . ? C12 C7 1.385(3) . ? C12 H12A 0.9300 . ? C11 C10 1.384(3) . ? C11 H11A 0.9300 . ? C10 C9 1.385(3) . ? C10 C14 1.509(3) . ? C9 C8 1.385(3) . ? C9 H9A 0.9300 . ? C8 C7 1.378(3) . ? C8 H8A 0.9300 . ? C6 C1 1.380(4) . ? C6 C5 1.390(4) . ? C5 C4 1.382(4) . ? C5 H5A 0.9300 . ? C4 C3 1.384(4) . ? C4 H4A 0.9300 . ? C3 C2 1.382(4) . ? C3 C13 1.509(4) . ? C2 C1 1.394(4) . ? C2 H2A 0.9300 . ? C1 H1A 0.9300 . ? N1 C17 1.327(9) . ? N1 C15 1.351(9) . ? C15 C16 1.330(9) . ? C15 H15A 0.9300 . ? C16 N2 1.335(9) . ? C16 H16A 0.9300 . ? C17 N2 1.348(9) . ? C17 H17A 0.9300 . ? N2 C18 1.500(9) . ? C18 C19 1.543(10) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C19 1.543(10) 2_666 ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? N1A C15A 1.341(9) . ? N1A C17A 1.344(9) . ? C15A C16A 1.346(10) . ? C15A H15B 0.9300 . ? C16A N2A 1.339(9) . ? C16A H16B 0.9300 . ? C17A N2A 1.359(9) . ? C17A H17B 0.9300 . ? N2A C18A 1.494(10) . ? C18A C19A 1.554(10) . ? C18A H18C 0.9700 . ? C18A H18D 0.9700 . ? C19A C19A 1.560(10) 2_666 ? C19A H19C 0.9700 . ? C19A H19D 0.9700 . ? OW5 HW5A 0.841(10) . ? OW5 HW5B 0.839(10) . ? 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 O3 Ba1 O4 105.16(5) . 1_655 ? O3 Ba1 OW4 75.59(9) . . ? O4 Ba1 OW4 71.78(9) 1_655 . ? O3 Ba1 OW1 119.63(5) . 2_775 ? O4 Ba1 OW1 134.62(5) 1_655 2_775 ? OW4 Ba1 OW1 124.17(8) . 2_775 ? O3 Ba1 OW3 64.87(6) . . ? O4 Ba1 OW3 135.79(5) 1_655 . ? OW4 Ba1 OW3 135.89(9) . . ? OW1 Ba1 OW3 66.08(5) 2_775 . ? O3 Ba1 OW2 152.40(5) . . ? O4 Ba1 OW2 68.83(5) 1_655 . ? OW4 Ba1 OW2 124.13(9) . . ? OW1 Ba1 OW2 68.07(5) 2_775 . ? OW3 Ba1 OW2 99.85(5) . . ? O3 Ba1 O5 79.37(6) . 2_765 ? O4 Ba1 O5 69.57(5) 1_655 2_765 ? OW4 Ba1 O5 125.71(8) . 2_765 ? OW1 Ba1 O5 110.10(5) 2_775 2_765 ? OW3 Ba1 O5 66.27(5) . 2_765 ? OW2 Ba1 O5 73.29(5) . 2_765 ? O3 Ba1 OW2 137.07(5) . 2_875 ? O4 Ba1 OW2 85.95(5) 1_655 2_875 ? OW4 Ba1 OW2 68.79(8) . 2_875 ? OW1 Ba1 OW2 66.84(5) 2_775 2_875 ? OW3 Ba1 OW2 132.01(5) . 2_875 ? OW2 Ba1 OW2 70.42(5) . 2_875 ? O5 Ba1 OW2 141.64(5) 2_765 2_875 ? O3 Ba1 OW1 70.04(5) . . ? O4 Ba1 OW1 144.05(5) 1_655 . ? OW4 Ba1 OW1 72.60(8) . . ? OW1 Ba1 OW1 65.87(5) 2_775 . ? OW3 Ba1 OW1 76.09(5) . . ? OW2 Ba1 OW1 130.99(5) . . ? O5 Ba1 OW1 138.95(5) 2_765 . ? OW2 Ba1 OW1 76.93(5) 2_875 . ? O3 Ba1 Ba1 171.99(4) . 2_875 ? O4 Ba1 Ba1 74.70(3) 1_655 2_875 ? OW4 Ba1 Ba1 96.96(8) . 2_875 ? OW1 Ba1 Ba1 62.01(3) 2_775 2_875 ? OW3 Ba1 Ba1 120.97(4) . 2_875 ? OW2 Ba1 Ba1 35.26(3) . 2_875 ? O5 Ba1 Ba1 107.74(4) 2_765 2_875 ? OW2 Ba1 Ba1 35.16(3) 2_875 2_875 ? OW1 Ba1 Ba1 105.21(3) . 2_875 ? O3 Ba1 Ba1 94.97(4) . 2_775 ? O4 Ba1 Ba1 154.32(4) 1_655 2_775 ? OW4 Ba1 Ba1 98.73(7) . 2_775 ? OW1 Ba1 Ba1 33.27(3) 2_775 2_775 ? OW3 Ba1 Ba1 67.43(4) . 2_775 ? OW2 Ba1 Ba1 100.01(3) . 2_775 ? O5 Ba1 Ba1 131.02(4) 2_765 2_775 ? OW2 Ba1 Ba1 68.40(3) 2_875 2_775 ? OW1 Ba1 Ba1 32.60(3) . 2_775 ? Ba1 Ba1 Ba1 83.149(4) 2_875 2_775 ? O5 S1 O6 119.55(11) . . ? O5 S1 C6 108.20(11) . . ? O6 S1 C6 108.05(11) . . ? O5 S1 C7 108.22(11) . . ? O6 S1 C7 108.01(10) . . ? C6 S1 C7 103.69(10) . . ? C14 O3 Ba1 138.45(15) . . ? Ba1 OW1 Ba1 114.13(5) 2_775 . ? Ba1 OW1 HW1A 110.6(19) 2_775 . ? Ba1 OW1 HW1A 109(2) . . ? Ba1 OW1 HW1B 116(2) 2_775 . ? Ba1 OW1 HW1B 97(2) . . ? HW1A OW1 HW1B 108.7(15) . . ? Ba1 OW2 Ba1 109.58(5) . 2_875 ? Ba1 OW2 HW2A 121(2) . . ? Ba1 OW2 HW2A 108(2) 2_875 . ? Ba1 OW2 HW2B 104(2) . . ? Ba1 OW2 HW2B 105(2) 2_875 . ? HW2A OW2 HW2B 107.6(15) . . ? C14 O4 Ba1 153.08(15) . 1_455 ? Ba1 OW3 HW3A 137(2) . . ? Ba1 OW3 HW3B 104(2) . . ? HW3A OW3 HW3B 109.8(16) . . ? Ba1 OW4 HW4A 112(4) . . ? Ba1 OW4 HW4B 138(4) . . ? HW4A OW4 HW4B 108.6(18) . . ? S1 O5 Ba1 159.05(11) . 2_765 ? C11 C12 C7 118.2(2) . . ? C11 C12 H12A 120.9 . . ? C7 C12 H12A 120.9 . . ? C12 C11 C10 121.6(2) . . ? C12 C11 H11A 119.2 . . ? C10 C11 H11A 119.2 . . ? C11 C10 C9 119.0(2) . . ? C11 C10 C14 119.28(19) . . ? C9 C10 C14 121.8(2) . . ? C8 C9 C10 120.5(2) . . ? C8 C9 H9A 119.8 . . ? C10 C9 H9A 119.8 . . ? C7 C8 C9 119.3(2) . . ? C7 C8 H8A 120.4 . . ? C9 C8 H8A 120.4 . . ? C8 C7 C12 121.5(2) . . ? C8 C7 S1 118.85(17) . . ? C12 C7 S1 119.64(18) . . ? C1 C6 C5 120.7(2) . . ? C1 C6 S1 120.06(19) . . ? C5 C6 S1 119.1(2) . . ? C4 C5 C6 119.3(3) . . ? C4 C5 H5A 120.4 . . ? C6 C5 H5A 120.4 . . ? C5 C4 C3 121.0(3) . . ? C5 C4 H4A 119.5 . . ? C3 C4 H4A 119.5 . . ? C2 C3 C4 119.1(2) . . ? C2 C3 C13 119.3(3) . . ? C4 C3 C13 121.6(3) . . ? C3 C2 C1 120.7(3) . . ? C3 C2 H2A 119.6 . . ? C1 C2 H2A 119.6 . . ? C6 C1 C2 119.2(3) . . ? C6 C1 H1A 120.4 . . ? C2 C1 H1A 120.4 . . ? O3 C14 O4 125.0(2) . . ? O3 C14 C10 117.58(19) . . ? O4 C14 C10 117.43(18) . . ? O1 C13 O2 125.4(3) . . ? O1 C13 C3 117.3(3) . . ? O2 C13 C3 117.3(3) . . ? C17 N1 C15 109.3(9) . . ? C16 C15 N1 105.4(10) . . ? C16 C15 H15A 127.3 . . ? N1 C15 H15A 127.3 . . ? C15 C16 N2 110.9(10) . . ? C15 C16 H16A 124.5 . . ? N2 C16 H16A 124.5 . . ? N1 C17 N2 108.2(8) . . ? N1 C17 H17A 125.9 . . ? N2 C17 H17A 125.9 . . ? C16 N2 C17 106.1(8) . . ? C16 N2 C18 132.0(11) . . ? C17 N2 C18 121.8(11) . . ? N2 C18 C19 106.7(11) . . ? N2 C18 H18A 110.4 . . ? C19 C18 H18A 110.4 . . ? N2 C18 H18B 110.4 . . ? C19 C18 H18B 110.4 . . ? H18A C18 H18B 108.6 . . ? C19 C19 C18 108.6(12) 2_666 . ? C19 C19 H19A 110.0 2_666 . ? C18 C19 H19A 110.0 . . ? C19 C19 H19B 110.0 2_666 . ? C18 C19 H19B 110.0 . . ? H19A C19 H19B 108.3 . . ? C15A N1A C17A 109.6(11) . . ? N1A C15A C16A 106.1(13) . . ? N1A C15A H15B 126.9 . . ? C16A C15A H15B 126.9 . . ? N2A C16A C15A 110.0(13) . . ? N2A C16A H16B 125.0 . . ? C15A C16A H16B 125.0 . . ? N1A C17A N2A 107.3(8) . . ? N1A C17A H17B 126.3 . . ? N2A C17A H17B 126.3 . . ? C16A N2A C17A 106.9(10) . . ? C16A N2A C18A 133.7(15) . . ? C17A N2A C18A 118.6(14) . . ? N2A C18A C19A 112.1(16) . . ? N2A C18A H18C 109.2 . . ? C19A C18A H18C 109.2 . . ? N2A C18A H18D 109.2 . . ? C19A C18A H18D 109.2 . . ? H18C C18A H18D 107.9 . . ? C18A C19A C19A 105.4(12) . 2_666 ? C18A C19A H19C 110.7 . . ? C19A C19A H19C 110.7 2_666 . ? C18A C19A H19D 110.7 . . ? C19A C19A H19D 110.7 2_666 . ? H19C C19A H19D 108.8 . . ? HW5A OW5 HW5B 109.3(17) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.64 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.912 _refine_diff_density_min -0.470 _refine_diff_density_rms 0.090 data_s8a _database_code_depnum_ccdc_archive 'CCDC 850326' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H18.50 Ba F O10.25 S' _chemical_formula_weight 575.22 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ba Ba -0.3244 2.2819 '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 6.2730(13) _cell_length_b 13.638(3) _cell_length_c 14.194(3) _cell_angle_alpha 70.26(3) _cell_angle_beta 89.06(3) _cell_angle_gamma 80.07(3) _cell_volume 1124.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5619 _cell_measurement_theta_min 1.53 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour clourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.51 _exptl_crystal_size_min 0.47 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.699 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 567 _exptl_absorpt_coefficient_mu 1.916 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4243 _exptl_absorpt_correction_T_max 0.4662 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _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 'Bruker APEX 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 5619 _diffrn_reflns_av_R_equivalents 0.0145 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3772 _reflns_number_gt 3489 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.2520P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3772 _refine_ls_number_parameters 323 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.0655 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.2543 _refine_ls_wR_factor_gt 0.2201 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.001 _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 Ba1 Ba 0.74952(6) 0.02735(3) -0.13221(3) 0.0242(3) Uani 1 1 d . . . S1 S -0.0848(4) 0.17770(16) -0.72184(14) 0.0296(5) Uani 1 1 d . . . O1 O 0.0661(15) 0.6828(6) -0.9335(8) 0.077(3) Uani 1 1 d . . . OW1 O 0.3342(9) 0.0932(4) -0.0687(4) 0.0274(11) Uani 1 1 d D . . O2 O -0.2804(15) 0.7058(6) -0.9355(9) 0.083(3) Uani 1 1 d . . . OW2 O 1.1174(9) -0.1132(4) -0.0139(4) 0.0327(12) Uani 1 1 d . . . OW3 O 0.5085(11) -0.1381(5) -0.1101(5) 0.0425(15) Uani 1 1 d . . . O3 O 0.1067(10) 0.0923(5) -0.2306(4) 0.0370(14) Uani 1 1 d . . . OW4 O 0.6509(16) 0.2500(6) -0.1978(7) 0.079(3) Uani 1 1 d . . . O4 O 0.4446(10) 0.0742(6) -0.2816(5) 0.0441(17) Uani 1 1 d . . . O5 O 0.0743(11) 0.1204(5) -0.7678(4) 0.0393(14) Uani 1 1 d . . . O6 O -0.3072(11) 0.1597(4) -0.7189(4) 0.0335(14) Uani 1 1 d U . . C1 C 0.0963(15) 0.3501(7) -0.8198(8) 0.045(2) Uani 1 1 d . . . H1A H 0.2243 0.3027 -0.8161 0.054 Uiso 1 1 calc R . . C2 C 0.0903(15) 0.4576(7) -0.8623(8) 0.044(2) Uani 1 1 d . . . H2A H 0.2170 0.4821 -0.8861 0.053 Uiso 1 1 calc R . . C3 C -0.0992(16) 0.5305(6) -0.8709(7) 0.040(2) Uani 1 1 d . . . C4 C -0.2801(18) 0.4909(8) -0.8318(11) 0.061(3) Uani 1 1 d U . . H4A H -0.4083 0.5383 -0.8358 0.074 Uiso 1 1 calc R . . C5 C -0.2814(17) 0.3849(7) -0.7869(9) 0.054(3) Uani 1 1 d . . . H5A H -0.4068 0.3610 -0.7600 0.065 Uiso 1 1 calc R . . C6 C -0.0915(14) 0.3141(5) -0.7826(5) 0.0284(16) Uani 1 1 d . . . C7 C 0.0117(14) 0.1513(7) -0.5980(6) 0.0319(18) Uani 1 1 d . . . C8 C -0.1360(16) 0.1574(9) -0.5245(7) 0.043(2) Uani 1 1 d . . . H8A H -0.2841 0.1738 -0.5404 0.051 Uiso 1 1 calc R . . C9 C -0.0603(15) 0.1388(9) -0.4278(7) 0.044(2) Uani 1 1 d . . . H9A H -0.1580 0.1447 -0.3791 0.053 Uiso 1 1 calc R . . C11 C 0.3082(17) 0.0987(9) -0.4734(7) 0.044(2) Uani 1 1 d . . . H11A H 0.4553 0.0765 -0.4560 0.053 Uiso 1 1 calc R . . C12 C 0.2323(13) 0.1201(7) -0.5731(6) 0.0360(19) Uani 1 1 d . . . H12A H 0.3296 0.1132 -0.6216 0.043 Uiso 1 1 calc R . . C13 C -0.1026(16) 0.6509(6) -0.9202(8) 0.045(2) Uani 1 1 d U . . C14 C 0.2410(13) 0.0946(7) -0.2993(7) 0.0318(18) Uani 1 1 d . . . C10 C 0.1640(15) 0.1110(8) -0.4025(8) 0.035(2) Uani 1 1 d . . . C15 C -0.252(3) 0.4407(12) -0.5563(15) 0.095(7) Uani 0.50 1 d PGDU . . C16 C -0.045(3) 0.4405(11) -0.5883(15) 0.075(5) Uani 0.50 1 d PGDU A . H16A H 0.0500 0.3767 -0.5759 0.091 Uiso 0.50 1 calc PR . . C17 C 0.022(2) 0.5341(14) -0.6384(14) 0.076(5) Uani 0.50 1 d PGDU A . C18 C -0.118(3) 0.6279(11) -0.6566(13) 0.065(5) Uani 0.50 1 d PGDU A . H18A H -0.0730 0.6915 -0.6907 0.078 Uiso 0.50 1 calc PR . . C19 C -0.326(3) 0.6281(12) -0.6246(16) 0.088(6) Uani 0.50 1 d PGDU A . H19A H -0.4207 0.6919 -0.6370 0.105 Uiso 0.50 1 calc PR . . C20 C -0.392(2) 0.5345(16) -0.5745(16) 0.082(6) Uani 0.50 1 d PGDU A . H20A H -0.5331 0.5347 -0.5527 0.098 Uiso 0.50 1 calc PR . . F2 F 0.237(2) 0.5100(18) -0.6470(18) 0.114(7) Uani 0.50 1 d PDU . . F1 F -0.344(6) 0.352(2) -0.531(3) 0.116(11) Uani 0.30 1 d PDU A 1 F1A F -0.287(10) 0.377(4) -0.462(2) 0.125(18) Uani 0.20 1 d PDU A 2 OW5 O -0.555(6) 0.640(3) -1.030(3) 0.067(8) Uani 0.25 1 d PU . . HW1A H 0.277(13) 0.085(6) -0.118(4) 0.03(2) Uiso 1 1 d D . . HW1B H 0.290(17) 0.155(3) -0.069(7) 0.06(3) Uiso 1 1 d 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 Ba1 0.0220(4) 0.0338(4) 0.0214(4) -0.0131(3) 0.0044(3) -0.0098(3) S1 0.0406(12) 0.0306(10) 0.0240(10) -0.0139(8) 0.0033(9) -0.0142(9) O1 0.068(6) 0.036(4) 0.127(8) -0.021(4) 0.035(5) -0.027(4) OW1 0.031(3) 0.027(3) 0.021(3) -0.007(2) 0.002(2) -0.003(2) O2 0.071(6) 0.030(4) 0.148(9) -0.027(5) 0.021(6) -0.019(4) OW2 0.030(3) 0.035(3) 0.039(3) -0.019(3) 0.008(2) -0.007(2) OW3 0.044(4) 0.060(4) 0.040(3) -0.030(3) 0.013(3) -0.026(3) O3 0.032(3) 0.060(4) 0.028(3) -0.022(3) 0.010(2) -0.019(3) OW4 0.081(6) 0.033(4) 0.090(7) 0.012(4) -0.025(5) 0.011(4) O4 0.027(4) 0.076(5) 0.029(3) -0.016(3) 0.000(3) -0.013(3) O5 0.057(4) 0.032(3) 0.032(3) -0.018(2) 0.003(3) -0.001(3) O6 0.041(3) 0.018(2) 0.028(3) 0.009(2) -0.017(3) -0.001(2) C1 0.033(5) 0.033(5) 0.066(6) -0.017(4) 0.015(4) -0.001(4) C2 0.029(5) 0.037(5) 0.060(6) -0.007(4) 0.013(4) -0.012(4) C3 0.045(5) 0.022(4) 0.047(5) -0.004(3) -0.003(4) -0.005(4) C4 0.040(5) 0.035(5) 0.096(7) -0.010(5) 0.000(5) 0.004(4) C5 0.036(5) 0.024(4) 0.081(8) 0.010(5) 0.003(5) -0.004(4) C6 0.044(5) 0.012(3) 0.023(4) 0.002(3) 0.001(3) -0.003(3) C7 0.036(5) 0.039(4) 0.027(4) -0.016(4) 0.011(3) -0.013(4) C8 0.028(5) 0.075(7) 0.028(4) -0.021(4) 0.005(4) -0.010(4) C9 0.031(5) 0.075(7) 0.030(4) -0.023(4) 0.009(4) -0.011(4) C11 0.035(5) 0.071(7) 0.037(5) -0.029(5) 0.013(4) -0.017(5) C12 0.026(4) 0.053(5) 0.027(4) -0.015(4) 0.005(3) 0.002(4) C13 0.046(5) 0.015(3) 0.059(5) 0.002(3) -0.010(4) 0.008(4) C14 0.027(4) 0.038(4) 0.042(4) -0.022(4) 0.010(4) -0.019(3) C10 0.033(5) 0.043(5) 0.049(5) -0.035(4) 0.017(4) -0.021(4) C15 0.097(9) 0.092(8) 0.099(11) -0.034(8) 0.008(9) -0.020(7) C16 0.094(9) 0.074(7) 0.065(10) -0.031(7) 0.005(8) -0.018(7) C17 0.079(9) 0.077(8) 0.073(10) -0.028(7) -0.007(8) -0.014(6) C18 0.080(8) 0.058(7) 0.057(9) -0.016(7) -0.015(7) -0.018(6) C19 0.081(8) 0.086(8) 0.091(11) -0.021(8) -0.009(8) -0.018(7) C20 0.077(9) 0.088(9) 0.080(10) -0.025(8) -0.009(8) -0.019(6) F2 0.107(11) 0.119(10) 0.120(11) -0.043(9) -0.005(8) -0.022(8) F1 0.116(14) 0.116(14) 0.116(14) -0.036(9) 0.015(9) -0.023(9) F1A 0.12(2) 0.13(2) 0.13(2) -0.043(11) 0.002(10) -0.025(10) OW5 0.066(12) 0.069(11) 0.060(11) -0.015(8) -0.001(9) -0.005(9) _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 Ba1 O4 2.713(6) . ? Ba1 O3 2.738(6) 1_655 ? Ba1 OW4 2.816(7) . ? Ba1 OW1 2.841(5) . ? Ba1 OW3 2.856(6) . ? Ba1 OW1 2.862(5) 2_655 ? Ba1 OW2 2.872(6) . ? Ba1 OW2 2.898(6) 2_755 ? Ba1 O5 2.899(6) 2_654 ? Ba1 Ba1 4.7127(17) 2_755 ? Ba1 Ba1 4.7926(17) 2_655 ? Ba1 HW1A 2.96(9) . ? S1 O5 1.445(6) . ? S1 O6 1.455(7) . ? S1 C6 1.759(7) . ? S1 C7 1.766(9) . ? O1 C13 1.200(13) . ? OW1 Ba1 2.862(5) 2_655 ? OW1 HW1A 0.840(10) . ? OW1 HW1B 0.840(10) . ? O2 C13 1.210(13) . ? OW2 Ba1 2.898(6) 2_755 ? O3 C14 1.274(10) . ? O3 Ba1 2.738(6) 1_455 ? O4 C14 1.270(10) . ? O5 Ba1 2.899(6) 2_654 ? C1 C6 1.383(12) . ? C1 C2 1.378(13) . ? C1 H1A 0.9300 . ? C2 C3 1.390(13) . ? C2 H2A 0.9300 . ? C3 C4 1.370(14) . ? C3 C13 1.549(11) . ? C4 C5 1.370(14) . ? C4 H4A 0.9300 . ? C5 C6 1.386(13) . ? C5 H5A 0.9300 . ? C7 C12 1.390(12) . ? C7 C8 1.398(12) . ? C8 C9 1.385(13) . ? C8 H8A 0.9300 . ? C9 C10 1.412(14) . ? C9 H9A 0.9300 . ? C11 C10 1.375(13) . ? C11 C12 1.418(13) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C14 C10 1.481(13) . ? C15 F1 1.359(10) . ? C15 F1A 1.362(10) . ? C15 C16 1.369(4) . ? C15 C20 1.369(4) . ? C16 C17 1.369(4) . ? C16 H16A 0.9300 . ? C17 F2 1.345(10) . ? C17 C18 1.369(4) . ? C18 C19 1.369(4) . ? C18 H18A 0.9300 . ? C19 C20 1.369(4) . ? C19 H19A 0.9300 . ? C20 H20A 0.9300 . ? 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 O4 Ba1 O3 103.81(19) . 1_655 ? O4 Ba1 OW4 77.1(3) . . ? O3 Ba1 OW4 75.4(3) 1_655 . ? O4 Ba1 OW1 69.67(18) . . ? O3 Ba1 OW1 145.51(18) 1_655 . ? OW4 Ba1 OW1 70.2(2) . . ? O4 Ba1 OW3 66.5(2) . . ? O3 Ba1 OW3 137.01(18) 1_655 . ? OW4 Ba1 OW3 135.2(2) . . ? OW1 Ba1 OW3 73.18(17) . . ? O4 Ba1 OW1 120.04(19) . 2_655 ? O3 Ba1 OW1 135.43(17) 1_655 2_655 ? OW4 Ba1 OW1 119.8(2) . 2_655 ? OW1 Ba1 OW1 65.65(17) . 2_655 ? OW3 Ba1 OW1 63.80(17) . 2_655 ? O4 Ba1 OW2 149.5(2) . . ? O3 Ba1 OW2 74.10(18) 1_655 . ? OW4 Ba1 OW2 129.3(2) . . ? OW1 Ba1 OW2 128.82(15) . . ? OW3 Ba1 OW2 93.84(19) . . ? OW1 Ba1 OW2 64.31(16) 2_655 . ? O4 Ba1 OW2 140.02(19) . 2_755 ? O3 Ba1 OW2 84.83(16) 1_655 2_755 ? OW4 Ba1 OW2 67.3(2) . 2_755 ? OW1 Ba1 OW2 81.21(15) . 2_755 ? OW3 Ba1 OW2 130.59(16) . 2_755 ? OW1 Ba1 OW2 67.27(16) 2_655 2_755 ? OW2 Ba1 OW2 70.50(17) . 2_755 ? O4 Ba1 O5 78.7(2) . 2_654 ? O3 Ba1 O5 71.56(18) 1_655 2_654 ? OW4 Ba1 O5 132.5(2) . 2_654 ? OW1 Ba1 O5 135.34(17) . 2_654 ? OW3 Ba1 O5 65.50(18) . 2_654 ? OW1 Ba1 O5 107.78(16) 2_655 2_654 ? OW2 Ba1 O5 71.70(17) . 2_654 ? OW2 Ba1 O5 139.60(16) 2_755 2_654 ? O4 Ba1 Ba1 175.08(16) . 2_755 ? O3 Ba1 Ba1 77.15(12) 1_655 2_755 ? OW4 Ba1 Ba1 98.6(2) . 2_755 ? OW1 Ba1 Ba1 106.74(11) . 2_755 ? OW3 Ba1 Ba1 116.17(14) . 2_755 ? OW1 Ba1 Ba1 59.87(11) 2_655 2_755 ? OW2 Ba1 Ba1 35.43(11) . 2_755 ? OW2 Ba1 Ba1 35.06(11) 2_755 2_755 ? O5 Ba1 Ba1 106.08(13) 2_654 2_755 ? O4 Ba1 Ba1 95.34(14) . 2_655 ? O3 Ba1 Ba1 156.07(12) 1_655 2_655 ? OW4 Ba1 Ba1 95.5(2) . 2_655 ? OW1 Ba1 Ba1 32.97(10) . 2_655 ? OW3 Ba1 Ba1 64.20(12) . 2_655 ? OW1 Ba1 Ba1 32.68(11) 2_655 2_655 ? OW2 Ba1 Ba1 96.47(11) . 2_655 ? OW2 Ba1 Ba1 71.25(11) 2_755 2_655 ? O5 Ba1 Ba1 127.15(13) 2_654 2_655 ? Ba1 Ba1 Ba1 82.59(2) 2_755 2_655 ? O4 Ba1 HW1A 53.8(8) . . ? O3 Ba1 HW1A 144.8(16) 1_655 . ? OW4 Ba1 HW1A 73.3(15) . . ? OW1 Ba1 HW1A 16.5(5) . . ? OW3 Ba1 HW1A 64.5(13) . . ? OW1 Ba1 HW1A 75.5(13) 2_655 . ? OW2 Ba1 HW1A 139.7(14) . . ? OW2 Ba1 HW1A 97.3(6) 2_755 . ? O5 Ba1 HW1A 121.0(8) 2_654 . ? Ba1 Ba1 HW1A 122.9(7) 2_755 . ? Ba1 Ba1 HW1A 44.1(12) 2_655 . ? O5 S1 O6 119.2(4) . . ? O5 S1 C6 108.4(4) . . ? O6 S1 C6 107.3(4) . . ? O5 S1 C7 107.5(4) . . ? O6 S1 C7 108.4(4) . . ? C6 S1 C7 105.2(4) . . ? Ba1 OW1 Ba1 114.35(17) . 2_655 ? Ba1 OW1 HW1A 90(6) . . ? Ba1 OW1 HW1A 121(6) 2_655 . ? Ba1 OW1 HW1B 123(8) . . ? Ba1 OW1 HW1B 101(7) 2_655 . ? HW1A OW1 HW1B 109.3(19) . . ? Ba1 OW2 Ba1 109.50(17) . 2_755 ? C14 O3 Ba1 151.2(5) . 1_455 ? C14 O4 Ba1 142.2(6) . . ? S1 O5 Ba1 158.3(4) . 2_654 ? C6 C1 C2 118.7(8) . . ? C6 C1 H1A 120.6 . . ? C2 C1 H1A 120.6 . . ? C1 C2 C3 122.1(8) . . ? C1 C2 H2A 118.9 . . ? C3 C2 H2A 118.9 . . ? C4 C3 C2 116.9(8) . . ? C4 C3 C13 121.9(8) . . ? C2 C3 C13 121.2(8) . . ? C3 C4 C5 123.2(10) . . ? C3 C4 H4A 118.4 . . ? C5 C4 H4A 118.4 . . ? C4 C5 C6 118.4(10) . . ? C4 C5 H5A 120.8 . . ? C6 C5 H5A 120.8 . . ? C5 C6 C1 120.6(7) . . ? C5 C6 S1 119.7(7) . . ? C1 C6 S1 119.6(6) . . ? C12 C7 C8 120.4(8) . . ? C12 C7 S1 120.1(6) . . ? C8 C7 S1 119.5(7) . . ? C9 C8 C7 119.6(9) . . ? C9 C8 H8A 120.2 . . ? C7 C8 H8A 120.2 . . ? C8 C9 C10 120.5(8) . . ? C8 C9 H9A 119.8 . . ? C10 C9 H9A 119.8 . . ? C10 C11 C12 119.9(9) . . ? C10 C11 H11A 120.0 . . ? C12 C11 H11A 120.0 . . ? C7 C12 C11 119.7(8) . . ? C7 C12 H12A 120.2 . . ? C11 C12 H12A 120.2 . . ? O2 C13 O1 125.4(9) . . ? O2 C13 C3 115.4(9) . . ? O1 C13 C3 119.0(8) . . ? O4 C14 O3 122.4(8) . . ? O4 C14 C10 116.9(7) . . ? O3 C14 C10 120.4(7) . . ? C11 C10 C9 119.9(9) . . ? C11 C10 C14 120.8(9) . . ? C9 C10 C14 119.4(8) . . ? F1 C15 F1A 53(3) . . ? F1 C15 C16 122(2) . . ? F1A C15 C16 120(3) . . ? F1 C15 C20 116(2) . . ? F1A C15 C20 107(3) . . ? C16 C15 C20 120.0 . . ? C15 C16 C17 120.0 . . ? C15 C16 H16A 120.0 . . ? C17 C16 H16A 120.0 . . ? F2 C17 C18 133.0(16) . . ? F2 C17 C16 106.3(16) . . ? C18 C17 C16 120.0 . . ? C17 C18 C19 120.0 . . ? C17 C18 H18A 120.0 . . ? C19 C18 H18A 120.0 . . ? C18 C19 C20 120.0 . . ? C18 C19 H19A 120.0 . . ? C20 C19 H19A 120.0 . . ? C19 C20 C15 120.0 . . ? C19 C20 H20A 120.0 . . ? C15 C20 H20A 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Ba1 OW1 Ba1 138.9(3) . . . 2_655 ? O3 Ba1 OW1 Ba1 -136.2(2) 1_655 . . 2_655 ? OW4 Ba1 OW1 Ba1 -137.9(3) . . . 2_655 ? OW3 Ba1 OW1 Ba1 68.3(2) . . . 2_655 ? OW1 Ba1 OW1 Ba1 0.0 2_655 . . 2_655 ? OW2 Ba1 OW1 Ba1 -12.9(3) . . . 2_655 ? OW2 Ba1 OW1 Ba1 -68.9(2) 2_755 . . 2_655 ? O5 Ba1 OW1 Ba1 91.1(3) 2_654 . . 2_655 ? Ba1 Ba1 OW1 Ba1 -44.6(2) 2_755 . . 2_655 ? O4 Ba1 OW2 Ba1 -179.6(3) . . . 2_755 ? O3 Ba1 OW2 Ba1 90.1(2) 1_655 . . 2_755 ? OW4 Ba1 OW2 Ba1 35.1(4) . . . 2_755 ? OW1 Ba1 OW2 Ba1 -60.5(3) . . . 2_755 ? OW3 Ba1 OW2 Ba1 -131.91(19) . . . 2_755 ? OW1 Ba1 OW2 Ba1 -73.47(19) 2_655 . . 2_755 ? OW2 Ba1 OW2 Ba1 0.0 2_755 . . 2_755 ? O5 Ba1 OW2 Ba1 165.5(2) 2_654 . . 2_755 ? Ba1 Ba1 OW2 Ba1 -67.46(16) 2_655 . . 2_755 ? O3 Ba1 O4 C14 -155.2(10) 1_655 . . . ? OW4 Ba1 O4 C14 -84.1(10) . . . . ? OW1 Ba1 O4 C14 -10.7(10) . . . . ? OW3 Ba1 O4 C14 69.2(10) . . . . ? OW1 Ba1 O4 C14 33.0(11) 2_655 . . . ? OW2 Ba1 O4 C14 122.7(9) . . . . ? OW2 Ba1 O4 C14 -56.7(11) 2_755 . . . ? O5 Ba1 O4 C14 137.2(10) 2_654 . . . ? Ba1 Ba1 O4 C14 -55(2) 2_755 . . . ? Ba1 Ba1 O4 C14 10.3(10) 2_655 . . . ? O6 S1 O5 Ba1 -1.9(11) . . . 2_654 ? C6 S1 O5 Ba1 -124.9(9) . . . 2_654 ? C7 S1 O5 Ba1 121.9(9) . . . 2_654 ? C6 C1 C2 C3 -1.4(17) . . . . ? C1 C2 C3 C4 2.2(17) . . . . ? C1 C2 C3 C13 -179.3(10) . . . . ? C2 C3 C4 C5 -0.8(19) . . . . ? C13 C3 C4 C5 -179.4(12) . . . . ? C3 C4 C5 C6 -1(2) . . . . ? C4 C5 C6 C1 2.1(18) . . . . ? C4 C5 C6 S1 177.9(10) . . . . ? C2 C1 C6 C5 -0.8(15) . . . . ? C2 C1 C6 S1 -176.6(8) . . . . ? O5 S1 C6 C5 151.3(8) . . . . ? O6 S1 C6 C5 21.4(9) . . . . ? C7 S1 C6 C5 -93.9(9) . . . . ? O5 S1 C6 C1 -32.8(8) . . . . ? O6 S1 C6 C1 -162.7(8) . . . . ? C7 S1 C6 C1 81.9(8) . . . . ? O5 S1 C7 C12 23.7(8) . . . . ? O6 S1 C7 C12 153.8(7) . . . . ? C6 S1 C7 C12 -91.7(8) . . . . ? O5 S1 C7 C8 -153.4(8) . . . . ? O6 S1 C7 C8 -23.4(9) . . . . ? C6 S1 C7 C8 91.2(8) . . . . ? C12 C7 C8 C9 4.2(15) . . . . ? S1 C7 C8 C9 -178.7(8) . . . . ? C7 C8 C9 C10 -1.8(16) . . . . ? C8 C7 C12 C11 -2.7(14) . . . . ? S1 C7 C12 C11 -179.8(7) . . . . ? C10 C11 C12 C7 -1.3(15) . . . . ? C4 C3 C13 O2 -10.8(16) . . . . ? C2 C3 C13 O2 170.7(12) . . . . ? C4 C3 C13 O1 164.1(13) . . . . ? C2 C3 C13 O1 -14.4(16) . . . . ? Ba1 O4 C14 O3 -3.7(15) . . . . ? Ba1 O4 C14 C10 -177.6(7) . . . . ? Ba1 O3 C14 O4 -129.8(10) 1_455 . . . ? Ba1 O3 C14 C10 44.0(16) 1_455 . . . ? C12 C11 C10 C9 3.7(15) . . . . ? C12 C11 C10 C14 -176.7(9) . . . . ? C8 C9 C10 C11 -2.2(16) . . . . ? C8 C9 C10 C14 178.2(9) . . . . ? O4 C14 C10 C11 3.4(13) . . . . ? O3 C14 C10 C11 -170.7(9) . . . . ? O4 C14 C10 C9 -177.1(9) . . . . ? O3 C14 C10 C9 8.9(13) . . . . ? F1 C15 C16 C17 162(3) . . . . ? F1A C15 C16 C17 -136(4) . . . . ? C20 C15 C16 C17 0.0 . . . . ? C15 C16 C17 F2 171(2) . . . . ? C15 C16 C17 C18 0.0 . . . . ? F2 C17 C18 C19 -169(3) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C20 0.0 . . . . ? C18 C19 C20 C15 0.0 . . . . ? F1 C15 C20 C19 -163(2) . . . . ? F1A C15 C20 C19 141(3) . . . . ? C16 C15 C20 C19 0.0 . . . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 1.973 _refine_diff_density_min -2.432 _refine_diff_density_rms 0.240 data_c30b _database_code_depnum_ccdc_archive 'CCDC 850327' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H23 Ba O13.50 S' _chemical_formula_weight 576.72 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' Ba Ba -0.3244 2.2819 '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 6.317(2) _cell_length_b 14.130(5) _cell_length_c 14.147(5) _cell_angle_alpha 112.859(4) _cell_angle_beta 91.748(4) _cell_angle_gamma 91.742(4) _cell_volume 1161.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9897 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 27.00 _exptl_crystal_description block _exptl_crystal_colour clourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.44 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.649 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 574 _exptl_absorpt_coefficient_mu 1.858 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4691 _exptl_absorpt_correction_T_max 0.5624 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX 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 9897 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4918 _reflns_number_gt 4601 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1480P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4918 _refine_ls_number_parameters 326 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0549 _refine_ls_wR_factor_ref 0.1675 _refine_ls_wR_factor_gt 0.1632 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.994 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ba1 Ba -0.73608(4) -0.367860(19) 0.01546(2) 0.02130(15) Uani 1 1 d . . . S1 S -1.5188(2) 0.22309(10) 0.17157(10) 0.0248(3) Uani 1 1 d . . . C1 C -1.2702(11) 0.3394(6) 0.3405(5) 0.0434(15) Uani 1 1 d . . . H1A H -1.1679 0.3401 0.2948 0.052 Uiso 1 1 calc R . . C2 C -1.2270(12) 0.3880(6) 0.4449(5) 0.0479(17) Uani 1 1 d . . . H2A H -1.0945 0.4203 0.4693 0.057 Uiso 1 1 calc R . . C3 C -1.3792(10) 0.3893(5) 0.5138(4) 0.0342(12) Uani 1 1 d . . . C4 C -1.5755(11) 0.3396(7) 0.4761(5) 0.055(2) Uani 1 1 d . . . H4A H -1.6783 0.3385 0.5214 0.066 Uiso 1 1 calc R . . C5 C -1.6182(11) 0.2920(7) 0.3717(5) 0.0487(18) Uani 1 1 d . . . H5A H -1.7517 0.2612 0.3469 0.058 Uiso 1 1 calc R . . C6 C -1.4647(9) 0.2898(4) 0.3040(4) 0.0246(10) Uani 1 1 d . . . C7 C -1.4281(9) 0.0978(4) 0.1446(4) 0.0253(10) Uani 1 1 d . . . C8 C -1.5613(9) 0.0273(5) 0.1584(5) 0.0359(13) Uani 1 1 d . . . H8A H -1.6973 0.0443 0.1807 0.043 Uiso 1 1 calc R . . C9 C -1.4898(9) -0.0717(4) 0.1383(5) 0.0347(13) Uani 1 1 d . . . H9A H -1.5781 -0.1210 0.1474 0.042 Uiso 1 1 calc R . . C10 C -1.2847(8) -0.0952(4) 0.1045(4) 0.0243(11) Uani 1 1 d . . . C11 C -1.1559(9) -0.0212(4) 0.0946(5) 0.0332(12) Uani 1 1 d . . . H11A H -1.0177 -0.0363 0.0750 0.040 Uiso 1 1 calc R . . C12 C -1.2254(9) 0.0768(4) 0.1130(5) 0.0335(12) Uani 1 1 d . . . H12A H -1.1372 0.1264 0.1042 0.040 Uiso 1 1 calc R . . C13 C -1.3298(11) 0.4431(6) 0.6276(5) 0.0396(14) Uani 1 1 d . . . C14 C -1.2063(8) -0.2014(4) 0.0832(4) 0.0257(10) Uani 1 1 d . . . OW1 O -0.4114(6) -0.4911(3) -0.1037(3) 0.0290(8) Uani 1 1 d D . . HW1A H -0.333(10) -0.440(4) -0.100(4) 0.043 Uiso 1 1 d D . . HW1B H -0.447(10) -0.525(4) -0.1662(15) 0.035 Uiso 1 1 d D . . O1 O -1.1572(9) 0.4930(5) 0.6557(4) 0.0575(14) Uani 1 1 d . . . OW2 O -1.1122(6) -0.4248(3) 0.0946(3) 0.0300(8) Uani 1 1 d D . . HW2A H -1.163(11) -0.373(3) 0.088(4) 0.040 Uiso 1 1 d D . . HW2B H -1.094(12) -0.413(5) 0.1575(14) 0.045 Uiso 1 1 d D . . O2 O -1.4607(9) 0.4319(6) 0.6876(4) 0.0721(19) Uani 1 1 d . . . O3 O -1.3408(6) -0.2712(3) 0.0770(3) 0.0359(9) Uani 1 1 d . . . OW3 O -1.0513(7) -0.3899(3) -0.1405(3) 0.0347(9) Uani 1 1 d D . . HW3A H -1.069(12) -0.431(4) -0.2023(18) 0.045 Uiso 1 1 d D . . HW3B H -1.081(13) -0.331(2) -0.136(5) 0.051 Uiso 1 1 d D . . O4 O -1.0120(6) -0.2131(3) 0.0719(4) 0.0409(11) Uani 1 1 d . . . OW4 O -0.6951(13) -0.2672(6) 0.2286(5) 0.0754(19) Uani 1 1 d D . . HW4A H -0.721(14) -0.276(9) 0.282(5) 0.090 Uiso 1 1 d D . . HW4B H -0.570(7) -0.243(9) 0.234(8) 0.090 Uiso 1 1 d D . . O5 O -1.3887(7) 0.2708(3) 0.1187(3) 0.0365(9) Uani 1 1 d . . . OW5 O -1.8622(10) 0.3754(6) 0.6966(5) 0.0695(17) Uani 1 1 d D . . HW5A H -1.940(11) 0.426(5) 0.711(9) 0.083 Uiso 1 1 d D . . HW5B H -1.736(5) 0.395(7) 0.694(9) 0.090 Uiso 1 1 d D . . O6 O -1.7450(7) 0.2148(3) 0.1529(3) 0.0350(9) Uani 1 1 d . . . OW6 O -1.913(3) -0.0647(15) 0.3053(13) 0.125(5) Uani 0.65 1 d PDU . . HW6A H -1.89(5) 0.000(3) 0.328(18) 0.175 Uiso 0.65 1 d PD . . HW6B H -1.87(4) -0.085(17) 0.350(15) 0.175 Uiso 0.65 1 d PD . . OW7 O -2.047(5) -0.176(2) 0.421(2) 0.145(9) Uani 0.50 1 d PU . . OW8 O -2.127(5) 0.121(2) 0.381(2) 0.168(10) Uani 0.50 1 d PU . . OW9 O -1.565(5) 0.060(2) 0.447(2) 0.158(10) Uani 0.50 1 d PU . . OW10 O -1.636(8) 0.140(4) 0.630(4) 0.184(16) Uani 0.35 1 d PU . . 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 Ba1 0.0189(2) 0.0182(2) 0.0270(2) 0.00896(14) 0.00128(12) 0.00110(12) S1 0.0328(7) 0.0192(6) 0.0228(6) 0.0085(5) -0.0003(5) 0.0033(5) C1 0.045(4) 0.051(4) 0.028(3) 0.010(3) 0.005(3) -0.013(3) C2 0.045(4) 0.057(4) 0.032(3) 0.008(3) -0.005(3) -0.023(3) C3 0.040(3) 0.036(3) 0.020(3) 0.003(2) -0.003(2) 0.000(2) C4 0.037(3) 0.079(6) 0.032(3) 0.005(3) 0.002(3) -0.012(3) C5 0.033(3) 0.077(5) 0.023(3) 0.007(3) -0.003(2) -0.010(3) C6 0.033(3) 0.022(2) 0.017(2) 0.0065(19) -0.0009(19) 0.002(2) C7 0.029(3) 0.020(2) 0.024(2) 0.006(2) -0.0026(19) 0.005(2) C8 0.023(3) 0.028(3) 0.058(4) 0.018(3) 0.011(2) 0.007(2) C9 0.029(3) 0.020(3) 0.059(4) 0.019(3) 0.008(2) 0.000(2) C10 0.028(3) 0.016(2) 0.022(2) 0.0020(19) -0.0163(19) -0.0056(19) C11 0.029(3) 0.026(3) 0.047(3) 0.016(2) 0.013(2) 0.006(2) C12 0.032(3) 0.023(3) 0.046(3) 0.014(2) 0.009(2) -0.001(2) C13 0.043(4) 0.044(4) 0.026(3) 0.008(3) -0.005(2) 0.001(3) C14 0.025(3) 0.021(2) 0.028(3) 0.007(2) -0.0024(19) 0.0017(19) OW1 0.030(2) 0.030(2) 0.0264(19) 0.0114(16) 0.0023(15) -0.0019(15) O1 0.056(3) 0.071(4) 0.033(3) 0.010(2) -0.013(2) -0.011(3) OW2 0.034(2) 0.0237(19) 0.033(2) 0.0114(16) 0.0087(16) 0.0044(15) O2 0.058(3) 0.119(6) 0.028(3) 0.019(3) -0.004(2) -0.017(3) O3 0.029(2) 0.024(2) 0.052(3) 0.0125(18) -0.0041(18) -0.0035(16) OW3 0.039(2) 0.030(2) 0.030(2) 0.0053(17) -0.0040(17) 0.0023(18) O4 0.022(2) 0.027(2) 0.072(3) 0.016(2) 0.007(2) 0.0061(16) OW4 0.105(5) 0.073(4) 0.039(3) 0.012(3) 0.005(3) -0.009(4) O5 0.056(3) 0.027(2) 0.031(2) 0.0161(17) 0.0043(18) 0.0009(18) OW5 0.059(3) 0.100(5) 0.050(3) 0.029(3) 0.009(3) 0.008(3) O6 0.040(2) 0.031(2) 0.032(2) 0.0093(17) -0.0036(17) 0.0074(18) OW6 0.126(9) 0.117(9) 0.125(9) 0.040(7) 0.006(7) 0.007(8) OW7 0.157(12) 0.134(12) 0.144(12) 0.056(9) 0.009(9) -0.019(9) OW8 0.184(13) 0.154(13) 0.162(13) 0.059(9) -0.009(9) 0.012(9) OW9 0.155(13) 0.157(13) 0.155(13) 0.053(9) 0.005(9) 0.019(9) OW10 0.188(18) 0.184(18) 0.178(18) 0.071(11) 0.003(10) -0.001(10) _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 Ba1 O4 2.724(4) . ? Ba1 O3 2.756(4) 1_655 ? Ba1 OW4 2.789(6) . ? Ba1 OW3 2.845(4) . ? Ba1 OW2 2.850(4) 2_345 ? Ba1 O5 2.855(4) 2_355 ? Ba1 OW1 2.868(4) . ? Ba1 OW2 2.880(4) . ? Ba1 OW1 2.894(4) 2_445 ? Ba1 Ba1 4.7456(14) 2_445 ? Ba1 Ba1 4.8104(14) 2_345 ? Ba1 HW2A 2.93(7) . ? S1 O6 1.438(5) . ? S1 O5 1.444(4) . ? S1 C6 1.756(5) . ? S1 C7 1.777(5) . ? C1 C6 1.377(8) . ? C1 C2 1.380(9) . ? C1 H1A 0.9300 . ? C2 C3 1.386(9) . ? C2 H2A 0.9300 . ? C3 C4 1.390(9) . ? C3 C13 1.506(8) . ? C4 C5 1.378(9) . ? C4 H4A 0.9300 . ? C5 C6 1.377(8) . ? C5 H5A 0.9300 . ? C7 C8 1.359(8) . ? C7 C12 1.372(8) . ? C8 C9 1.407(8) . ? C8 H8A 0.9300 . ? C9 C10 1.400(8) . ? C9 H9A 0.9300 . ? C10 C11 1.358(8) . ? C10 C14 1.514(7) . ? C11 C12 1.393(8) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 O1 1.246(9) . ? C13 O2 1.252(9) . ? C14 O4 1.250(7) . ? C14 O3 1.257(7) . ? OW1 Ba1 2.894(4) 2_445 ? OW1 HW1A 0.844(10) . ? OW1 HW1B 0.845(10) . ? OW2 Ba1 2.850(4) 2_345 ? OW2 HW2A 0.845(10) . ? OW2 HW2B 0.841(10) . ? O3 Ba1 2.756(4) 1_455 ? OW3 HW3A 0.840(10) . ? OW3 HW3B 0.843(10) . ? OW4 HW4A 0.840(10) . ? OW4 HW4B 0.841(10) . ? O5 Ba1 2.855(4) 2_355 ? OW5 HW5A 0.840(10) . ? OW5 HW5B 0.841(10) . ? OW6 HW6A 0.841(10) . ? OW6 HW6B 0.841(10) . ? 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 O4 Ba1 O3 105.00(13) . 1_655 ? O4 Ba1 OW4 72.6(2) . . ? O3 Ba1 OW4 68.82(19) 1_655 . ? O4 Ba1 OW3 66.85(14) . . ? O3 Ba1 OW3 136.81(13) 1_655 . ? OW4 Ba1 OW3 136.33(19) . . ? O4 Ba1 OW2 120.16(13) . 2_345 ? O3 Ba1 OW2 134.72(12) 1_655 2_345 ? OW4 Ba1 OW2 125.82(17) . 2_345 ? OW3 Ba1 OW2 66.66(12) . 2_345 ? O4 Ba1 O5 81.14(14) . 2_355 ? O3 Ba1 O5 69.80(13) 1_655 2_355 ? OW4 Ba1 O5 122.08(18) . 2_355 ? OW3 Ba1 O5 67.05(13) . 2_355 ? OW2 Ba1 O5 112.06(12) 2_345 2_355 ? O4 Ba1 OW1 155.77(13) . . ? O3 Ba1 OW1 68.63(12) 1_655 . ? OW4 Ba1 OW1 122.58(19) . . ? OW3 Ba1 OW1 101.08(12) . . ? OW2 Ba1 OW1 68.70(11) 2_345 . ? O5 Ba1 OW1 74.72(12) 2_355 . ? O4 Ba1 OW2 69.03(12) . . ? O3 Ba1 OW2 141.85(13) 1_655 . ? OW4 Ba1 OW2 73.65(18) . . ? OW3 Ba1 OW2 77.36(13) . . ? OW2 Ba1 OW2 65.81(13) 2_345 . ? O5 Ba1 OW2 140.42(12) 2_355 . ? OW1 Ba1 OW2 130.80(11) . . ? O4 Ba1 OW1 134.78(13) . 2_445 ? O3 Ba1 OW1 84.98(12) 1_655 2_445 ? OW4 Ba1 OW1 70.48(19) . 2_445 ? OW3 Ba1 OW1 132.12(12) . 2_445 ? OW2 Ba1 OW1 66.24(12) 2_345 2_445 ? O5 Ba1 OW1 141.55(12) 2_355 2_445 ? OW1 Ba1 OW1 69.12(12) . 2_445 ? OW2 Ba1 OW1 76.24(11) . 2_445 ? O4 Ba1 Ba1 168.75(11) . 2_445 ? O3 Ba1 Ba1 74.12(9) 1_655 2_445 ? OW4 Ba1 Ba1 96.99(17) . 2_445 ? OW3 Ba1 Ba1 121.68(9) . 2_445 ? OW2 Ba1 Ba1 62.27(9) 2_345 2_445 ? O5 Ba1 Ba1 108.56(9) 2_355 2_445 ? OW1 Ba1 Ba1 34.74(8) . 2_445 ? OW2 Ba1 Ba1 104.47(8) . 2_445 ? OW1 Ba1 Ba1 34.38(7) 2_445 2_445 ? O4 Ba1 Ba1 94.79(9) . 2_345 ? O3 Ba1 Ba1 152.58(9) 1_655 2_345 ? OW4 Ba1 Ba1 100.27(15) . 2_345 ? OW3 Ba1 Ba1 68.55(9) . 2_345 ? OW2 Ba1 Ba1 33.10(8) 2_345 2_345 ? O5 Ba1 Ba1 133.15(9) 2_355 2_345 ? OW1 Ba1 Ba1 100.14(8) . 2_345 ? OW2 Ba1 Ba1 32.71(8) . 2_345 ? OW1 Ba1 Ba1 67.60(8) 2_445 2_345 ? Ba1 Ba1 Ba1 82.76(3) 2_445 2_345 ? O4 Ba1 HW2A 52.8(5) . . ? O3 Ba1 HW2A 141.9(12) 1_655 . ? OW4 Ba1 HW2A 74.5(12) . . ? OW3 Ba1 HW2A 68.6(10) . . ? OW2 Ba1 HW2A 76.3(10) 2_345 . ? O5 Ba1 HW2A 125.5(5) 2_355 . ? OW1 Ba1 HW2A 144.6(9) . . ? OW2 Ba1 HW2A 16.7(3) . . ? OW1 Ba1 HW2A 92.3(4) 2_445 . ? Ba1 Ba1 HW2A 121.1(4) 2_445 . ? Ba1 Ba1 HW2A 44.5(8) 2_345 . ? O6 S1 O5 119.3(3) . . ? O6 S1 C6 108.1(3) . . ? O5 S1 C6 107.7(3) . . ? O6 S1 C7 108.1(3) . . ? O5 S1 C7 108.1(3) . . ? C6 S1 C7 104.6(3) . . ? C6 C1 C2 120.0(6) . . ? C6 C1 H1A 120.0 . . ? C2 C1 H1A 120.0 . . ? C1 C2 C3 120.6(6) . . ? C1 C2 H2A 119.7 . . ? C3 C2 H2A 119.7 . . ? C2 C3 C4 118.9(6) . . ? C2 C3 C13 120.0(6) . . ? C4 C3 C13 121.1(6) . . ? C5 C4 C3 120.1(6) . . ? C5 C4 H4A 119.9 . . ? C3 C4 H4A 119.9 . . ? C6 C5 C4 120.5(6) . . ? C6 C5 H5A 119.8 . . ? C4 C5 H5A 119.8 . . ? C1 C6 C5 119.8(5) . . ? C1 C6 S1 120.6(4) . . ? C5 C6 S1 119.5(4) . . ? C8 C7 C12 122.7(5) . . ? C8 C7 S1 118.5(4) . . ? C12 C7 S1 118.8(4) . . ? C7 C8 C9 118.8(5) . . ? C7 C8 H8A 120.6 . . ? C9 C8 H8A 120.6 . . ? C10 C9 C8 119.4(5) . . ? C10 C9 H9A 120.3 . . ? C8 C9 H9A 120.3 . . ? C11 C10 C9 119.4(5) . . ? C11 C10 C14 120.8(5) . . ? C9 C10 C14 119.7(5) . . ? C10 C11 C12 121.7(5) . . ? C10 C11 H11A 119.1 . . ? C12 C11 H11A 119.1 . . ? C7 C12 C11 117.8(5) . . ? C7 C12 H12A 121.1 . . ? C11 C12 H12A 121.1 . . ? O1 C13 O2 124.2(6) . . ? O1 C13 C3 117.6(6) . . ? O2 C13 C3 118.1(6) . . ? O4 C14 O3 125.0(5) . . ? O4 C14 C10 117.1(5) . . ? O3 C14 C10 117.9(5) . . ? Ba1 OW1 Ba1 110.88(12) . 2_445 ? Ba1 OW1 HW1A 94(5) . . ? Ba1 OW1 HW1A 120(5) 2_445 . ? Ba1 OW1 HW1B 115(5) . . ? Ba1 OW1 HW1B 108(4) 2_445 . ? HW1A OW1 HW1B 108.2(18) . . ? Ba1 OW2 Ba1 114.19(13) 2_345 . ? Ba1 OW2 HW2A 125(5) 2_345 . ? Ba1 OW2 HW2A 85(5) . . ? Ba1 OW2 HW2B 111(4) 2_345 . ? Ba1 OW2 HW2B 111(5) . . ? HW2A OW2 HW2B 108.7(18) . . ? C14 O3 Ba1 150.8(4) . 1_455 ? Ba1 OW3 HW3A 133(5) . . ? Ba1 OW3 HW3B 108(5) . . ? HW3A OW3 HW3B 108.7(18) . . ? C14 O4 Ba1 139.0(4) . . ? Ba1 OW4 HW4A 141(8) . . ? Ba1 OW4 HW4B 99(7) . . ? HW4A OW4 HW4B 109.1(18) . . ? S1 O5 Ba1 161.2(3) . 2_355 ? HW5A OW5 HW5B 109.3(18) . . ? HW6A OW6 HW6B 109.2(19) . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 4.171 _refine_diff_density_min -1.357 _refine_diff_density_rms 0.202