# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2002 data_compound1 _audit_creation_date 'Fri Apr 6 16:37:07 2001' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Kawagishi, Hirokazu' 'Arimoto, Yasushi' 'Inakuma, Takahiro' 'Kobayashi, Kimiko' 'Koshino, Hiroyuki' 'Sano, Yosuke' 'Sayama, Kazutoshia' _publ_contact_author_name 'Prof Hirokazu Kawagishi' _publ_contact_author_address ; Faculty of Agriculture Shizuoka University 836 Ohya Shizuoka 422-8529 JAPAN ; _publ_contact_author_email 'ACHKAWA@AGR.SHIZUOKA.AC.JP' _publ_section_title ; Ustalic acid as a toxin and related compounds from the mushroom Tricholoma ustale ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. Single Crystal Structure Analysis Software. Version 1.10. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359. ; #------------------------------------------------------------------------------ data_2(C19H14O6) _database_code_CSD 182250 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C19 H14 O6 ' _chemical_formula_moiety 'C19 H14 O6 ' _chemical_formula_weight 338.32 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P21/n' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 12.699(2) _cell_length_b 12.3295(8) _cell_length_c 20.909(2) _cell_angle_alpha 90 _cell_angle_beta 92.241(9) _cell_angle_gamma 90 _cell_volume 3271.3(6) _cell_formula_units_Z 8 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 22.1 _cell_measurement_theta_max 42.3 _cell_measurement_temperature 296.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'plate' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.360 _exptl_crystal_size_mid 0.220 _exptl_crystal_size_min 0.140 _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.868 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.932 _exptl_absorpt_correction_T_max 1.000 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_measurement_device_type 'ENRAF-NONIUS CAD4' _diffrn_reflns_number 12624 _diffrn_reflns_av_R_equivalents 0.022 _diffrn_reflns_theta_max 68.44 _diffrn_measured_fraction_theta_max 0.9995 _diffrn_reflns_theta_full 68.44 _diffrn_measured_fraction_theta_full 0.9995 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R- factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 6008 _reflns_number_gt 4902 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.0625 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 6008 _refine_ls_number_parameters 563 _refine_ls_goodness_of_fit_ref 1.604 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]' _refine_ls_shift/su_max 0.8824 _refine_diff_density_max 0.20 _refine_diff_density_min -0.38 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'O' 'O' 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O -0.0340(1) -0.09844(10) 0.25852(6) 0.0594(4) Uani 1.00 d . . . O(2) O -0.08913(10) 0.0655(1) 0.22143(6) 0.0556(4) Uani 1.00 d . . . O(3) O 0.06463(10) 0.1163(1) 0.40526(6) 0.0540(4) Uani 1.00 d . . . O(4) O 0.2009(1) 0.0053(1) 0.42461(6) 0.0557(4) Uani 1.00 d . . . O(5) O 0.21721(9) 0.1307(1) 0.29910(6) 0.0506(3) Uani 1.00 d . . . O(6) O 0.1576(1) 0.2968(1) 0.31888(7) 0.0631(4) Uani 1.00 d . . . O(7) O 0.58534(9) 0.3410(1) 0.52713(6) 0.0497(3) Uani 1.00 d . . . O(8) O 0.45376(9) 0.4417(1) 0.56741(6) 0.0498(3) Uani 1.00 d . . . O(9) O 0.34065(9) 0.32245(10) 0.38619(6) 0.0480(3) Uani 1.00 d . . . O(10) O 0.39410(10) 0.15352(10) 0.36751(6) 0.0538(4) Uani 1.00 d . . . O(11) O 0.2924(1) 0.1626(1) 0.49413(7) 0.0571(4) Uani 1.00 d . . . O(12) O 0.1554(1) 0.2739(1) 0.47684(7) 0.0678(4) Uani 1.00 d . . . C(1) C -0.1040(2) -0.0465(2) 0.2142(1) 0.0628(6) Uani 1.00 d . . . C(2) C 0.0182(1) -0.0207(1) 0.29456(8) 0.0437(4) Uani 1.00 d . . . C(3) C -0.0023(1) 0.0832(1) 0.26105(8) 0.0426(4) Uani 1.00 d . . . C(4) C 0.0705(1) -0.0511(1) 0.34898(7) 0.0423(4) Uani 1.00 d . . . C(5) C 0.0878(1) -0.1676(1) 0.36579(8) 0.0447(4) Uani 1.00 d . . . C(6) C 0.1307(2) -0.2397(2) 0.3230(1) 0.0557(5) Uani 1.00 d . . . C(7) C 0.1530(2) -0.3456(2) 0.3411(1) 0.0686(7) Uani 1.00 d . . . C(8) C 0.1308(2) -0.3807(2) 0.4017(1) 0.0737(7) Uani 1.00 d . . . C(9) C 0.0865(2) -0.3113(2) 0.4437(1) 0.0711(7) Uani 1.00 d . . . C(10) C 0.0650(2) -0.2052(2) 0.42647(10) 0.0569(5) Uani 1.00 d . . . C(11) C 0.1138(1) 0.0300(1) 0.39511(8) 0.0431(4) Uani 1.00 d . . . C(12) C 0.0467(1) 0.1800(1) 0.25801(8) 0.0423(4) Uani 1.00 d . . . C(13) C 0.0090(1) 0.2669(1) 0.21400(8) 0.0422(4) Uani 1.00 d . . . C(14) C -0.0966(2) 0.2931(2) 0.2050(1) 0.0557(5) Uani 1.00 d . . . C(15) C -0.1288(2) 0.3698(2) 0.1605(1) 0.0727(7) Uani 1.00 d . . . C(16) C -0.0565(2) 0.4216(2) 0.1240(1) 0.0735(7) Uani 1.00 d . . . C(17) C 0.0482(2) 0.3982(2) 0.1325(1) 0.0698(7) Uani 1.00 d . . . C(18) C 0.0816(2) 0.3218(2) 0.1777(1) 0.0562(5) Uani 1.00 d . . . C(19) C 0.1479(1) 0.2002(1) 0.29460(8) 0.0421(4) Uani 1.00 d . . . C(20) C 0.5617(1) 0.4151(2) 0.57624(8) 0.0455(5) Uani 1.00 d . . . C(21) C 0.4942(1) 0.3149(1) 0.49327(8) 0.0403(4) Uani 1.00 d . . . C(22) C 0.4076(1) 0.3625(1) 0.52938(8) 0.0412(4) Uani 1.00 d . . . C(23) C 0.4997(1) 0.2593(1) 0.43799(7) 0.0394(4) Uani 1.00 d . . . C(24) C 0.5988(1) 0.2112(1) 0.41531(7) 0.0393(4) Uani 1.00 d . . . C(25) C 0.6766(1) 0.1706(1) 0.45770(8) 0.0465(5) Uani 1.00 d . . . C(26) C 0.7678(1) 0.1248(2) 0.43510(9) 0.0544(5) Uani 1.00 d . . . C(27) C 0.7833(1) 0.1188(2) 0.3704(1) 0.0566(5) Uani 1.00 d . . . C(28) C 0.7068(1) 0.1579(2) 0.32801(9) 0.0519(5) Uani 1.00 d . . . C(29) C 0.6155(1) 0.2033(1) 0.34976(8) 0.0448(4) Uani 1.00 d . . . C(30) C 0.4040(1) 0.2469(1) 0.39537(7) 0.0404(4) Uani 1.00 d . . . C(31) C 0.3038(1) 0.3433(1) 0.53396(8) 0.0425(4) Uani 1.00 d . . . C(32) C 0.2376(1) 0.4088(1) 0.57661(7) 0.0423(4) Uani 1.00 d . . . C(33) C 0.1783(1) 0.3557(2) 0.62180(9) 0.0525(5) Uani 1.00 d . . . C(34) C 0.1152(2) 0.4146(2) 0.66128(10) 0.0659(7) Uani 1.00 d . . . C(35) C 0.1085(2) 0.5253(2) 0.6557(1) 0.0723(7) Uani 1.00 d . . . C(36) C 0.1670(2) 0.5782(2) 0.6109(1) 0.0684(7) Uani 1.00 d . . . C(37) C 0.2318(2) 0.5201(2) 0.57179(10) 0.0552(5) Uani 1.00 d . . . C(38) C 0.2490(1) 0.2531(1) 0.49916(8) 0.0452(4) Uani 1.00 d . . . H(1) H -0.082(2) -0.070(2) 0.167(1) 0.100(8) Uiso 1.00 d . . . H(2) H -0.184(2) -0.070(2) 0.222(1) 0.103(9) Uiso 1.00 d . . . H(3) H 0.143(2) -0.212(2) 0.280(1) 0.068(6) Uiso 1.00 d . . . H(4) H 0.190(2) -0.393(3) 0.310(1) 0.12(1) Uiso 1.00 d . . . H(5) H 0.141(2) -0.461(2) 0.413(1) 0.093(8) Uiso 1.00 d . . . H(6) H 0.075(2) -0.334(2) 0.484(1) 0.084(8) Uiso 1.00 d . . . H(7) H 0.042(2) -0.154(2) 0.457(1) 0.075(7) Uiso 1.00 d . . . H(8) H -0.149(2) 0.256(2) 0.230(1) 0.085(8) Uiso 1.00 d . . . H(9) H -0.210(2) 0.390(2) 0.159(1) 0.087(7) Uiso 1.00 d . . . H(10) H -0.077(2) 0.476(2) 0.091(1) 0.087(7) Uiso 1.00 d . . . H(11) H 0.115(2) 0.437(2) 0.111(1) 0.090(7) Uiso 1.00 d . . . H(12) H 0.159(2) 0.303(2) 0.182(1) 0.073(7) Uiso 1.00 d . . . H(13) H 0.244(4) 0.074(4) 0.449(2) 0.21(2) Uiso 1.00 d . . . H(14) H 0.247(3) 0.302(3) 0.346(2) 0.15(1) Uiso 1.00 d . . . H(15) H 0.610(1) 0.480(2) 0.5745(8) 0.050(5) Uiso 1.00 d . . . H(16) H 0.576(2) 0.381(2) 0.617(1) 0.063(6) Uiso 1.00 d . . . H(17) H 0.667(1) 0.176(2) 0.5050(10) 0.054(5) Uiso 1.00 d . . . H(18) H 0.828(2) 0.096(2) 0.4658(10) 0.063(6) Uiso 1.00 d . . . H(19) H 0.847(2) 0.088(2) 0.3540(9) 0.061(6) Uiso 1.00 d . . . H(20) H 0.724(2) 0.153(2) 0.2806(10) 0.059(5) Uiso 1.00 d . . . H(21) H 0.561(1) 0.231(1) 0.3205(9) 0.050(5) Uiso 1.00 d . . . H(22) H 0.183(2) 0.276(2) 0.6270(10) 0.061(6) Uiso 1.00 d . . . H(23) H 0.074(2) 0.377(2) 0.690(1) 0.073(7) Uiso 1.00 d . . . H(24) H 0.061(2) 0.569(2) 0.685(1) 0.080(7) Uiso 1.00 d . . . H(25) H 0.162(2) 0.658(2) 0.606(1) 0.084(7) Uiso 1.00 d . . . H(26) H 0.277(2) 0.558(2) 0.539(1) 0.086(7) Uiso 1.00 d . . . H(27) H 0.322(2) 0.147(2) 0.342(1) 0.094(8) Uiso 1.00 d . . . H(28) H 0.119(2) 0.194(3) 0.447(2) 0.13(1) Uiso 1.00 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0732(9) 0.0429(7) 0.0597(8) -0.0100(6) -0.0280(7) -0.0029(6) O(2) 0.0575(7) 0.0457(7) 0.0614(8) -0.0061(6) -0.0248(6) -0.0013(6) O(3) 0.0511(7) 0.0580(8) 0.0527(7) -0.0024(6) -0.0011(5) -0.0134(6) O(4) 0.0569(7) 0.0514(7) 0.0571(7) -0.0075(6) -0.0202(6) 0.0009(6) O(5) 0.0401(6) 0.0559(7) 0.0553(7) -0.0024(5) -0.0036(5) 0.0016(6) O(6) 0.0634(8) 0.0525(8) 0.0717(9) -0.0032(6) -0.0213(7) -0.0139(7) O(7) 0.0381(6) 0.0604(7) 0.0504(7) -0.0057(5) -0.0030(5) -0.0146(6) O(8) 0.0429(6) 0.0525(7) 0.0537(7) -0.0073(5) -0.0014(5) -0.0183(6) O(9) 0.0468(6) 0.0471(7) 0.0494(7) 0.0039(5) -0.0087(5) -0.0037(5) O(10) 0.0474(7) 0.0472(7) 0.0658(8) 0.0006(5) -0.0116(6) -0.0168(6) O(11) 0.0642(8) 0.0452(7) 0.0616(8) -0.0112(6) -0.0004(6) -0.0084(6) O(12) 0.0433(7) 0.090(1) 0.0698(9) -0.0059(7) -0.0056(6) -0.0299(8) C(1) 0.075(1) 0.047(1) 0.064(1) -0.0105(10) -0.030(1) 0.0025(9) C(2) 0.0440(8) 0.0440(9) 0.0425(8) -0.0074(7) -0.0054(7) -0.0044(7) C(3) 0.0421(8) 0.0462(9) 0.0386(8) -0.0029(7) -0.0084(6) -0.0041(7) C(4) 0.0412(8) 0.0445(9) 0.0409(8) -0.0066(7) -0.0023(7) 0.0006(7) C(5) 0.0403(8) 0.0461(9) 0.0471(9) -0.0099(7) -0.0075(7) 0.0029(7) C(6) 0.052(1) 0.053(1) 0.062(1) -0.0032(8) 0.0020(9) 0.0027(9) C(7) 0.061(1) 0.053(1) 0.092(2) 0.0030(10) 0.005(1) 0.000(1) C(8) 0.066(1) 0.056(1) 0.098(2) -0.005(1) -0.013(1) 0.019(1) C(9) 0.079(2) 0.069(1) 0.064(1) -0.016(1) -0.015(1) 0.022(1) C(10) 0.064(1) 0.057(1) 0.049(1) -0.0130(9) -0.0074(9) 0.0053(9) C(11) 0.0425(8) 0.0475(9) 0.0391(8) -0.0085(7) -0.0016(7) 0.0021(7) C(12) 0.0417(8) 0.0453(9) 0.0395(8) -0.0017(7) -0.0032(6) -0.0039(7) C(13) 0.0452(9) 0.0382(8) 0.0429(8) -0.0012(7) -0.0031(7) -0.0056(7) C(14) 0.0471(10) 0.048(1) 0.071(1) 0.0005(8) -0.0050(9) 0.0018(9) C(15) 0.065(1) 0.048(1) 0.103(2) 0.0031(10) -0.028(1) 0.005(1) C(16) 0.100(2) 0.044(1) 0.074(1) 0.001(1) -0.022(1) 0.009(1) C(17) 0.095(2) 0.045(1) 0.070(1) -0.002(1) 0.009(1) 0.0068(10) C(18) 0.056(1) 0.0466(10) 0.066(1) -0.0005(8) 0.0052(9) 0.0018(9) C(19) 0.0415(8) 0.0432(9) 0.0415(8) -0.0046(7) -0.0009(7) 0.0005(7) C(20) 0.0469(9) 0.0493(10) 0.0400(9) -0.0055(8) -0.0049(7) -0.0050(7) C(21) 0.0370(8) 0.0415(8) 0.0421(8) -0.0067(6) -0.0019(6) -0.0014(7) C(22) 0.0429(8) 0.0401(8) 0.0404(8) -0.0050(7) -0.0014(6) -0.0061(7) C(23) 0.0369(8) 0.0396(8) 0.0413(8) -0.0037(6) -0.0021(6) -0.0013(7) C(24) 0.0394(8) 0.0375(8) 0.0410(8) -0.0050(6) 0.0004(6) -0.0008(6) C(25) 0.0466(9) 0.0514(10) 0.0410(9) 0.0024(7) -0.0036(7) -0.0028(7) C(26) 0.0440(9) 0.061(1) 0.058(1) 0.0052(8) -0.0076(8) -0.0061(9) C(27) 0.0407(9) 0.064(1) 0.066(1) 0.0013(8) 0.0049(8) -0.0099(10) C(28) 0.0511(10) 0.061(1) 0.0443(9) -0.0064(8) 0.0089(8) -0.0036(8) C(29) 0.0464(9) 0.0470(9) 0.0407(8) -0.0054(7) -0.0018(7) 0.0030(7) C(30) 0.0392(8) 0.0424(8) 0.0394(8) -0.0029(7) 0.0006(6) -0.0029(7) C(31) 0.0425(8) 0.0439(9) 0.0409(8) -0.0050(7) 0.0008(7) -0.0041(7) C(32) 0.0387(8) 0.0491(9) 0.0388(8) -0.0023(7) -0.0036(6) -0.0064(7) C(33) 0.0441(9) 0.063(1) 0.0506(10) -0.0007(8) 0.0032(8) 0.0011(9) C(34) 0.047(1) 0.104(2) 0.047(1) -0.002(1) 0.0055(8) -0.007(1) C(35) 0.051(1) 0.098(2) 0.068(1) 0.009(1) -0.0014(10) -0.038(1) C(36) 0.060(1) 0.061(1) 0.083(2) 0.006(1) -0.005(1) -0.026(1) C(37) 0.056(1) 0.052(1) 0.058(1) -0.0029(8) -0.0004(9) -0.0081(9) C(38) 0.0414(9) 0.0521(10) 0.0423(8) -0.0069(7) 0.0034(7) -0.0070(7) #------------------------------------------------------------------------------ _computing_data_collection '?' _computing_cell_refinement '?' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.10' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.413(2) . . yes O(1) C(2) 1.374(2) . . yes O(2) C(1) 1.401(2) . . yes O(2) C(3) 1.370(2) . . yes O(3) C(11) 1.255(2) . . yes O(4) C(11) 1.282(2) . . yes O(5) C(19) 1.230(2) . . yes O(6) C(19) 1.298(2) . . yes O(7) C(20) 1.415(2) . . yes O(7) C(21) 1.371(2) . . yes O(8) C(20) 1.414(2) . . yes O(8) C(22) 1.376(2) . . yes O(9) C(30) 1.241(2) . . yes O(10) C(30) 1.294(2) . . yes O(11) C(38) 1.251(2) . . yes O(12) C(38) 1.286(2) . . yes C(2) C(3) 1.479(2) . . yes C(2) C(4) 1.347(2) . . yes C(3) C(12) 1.348(2) . . yes C(4) C(5) 1.493(2) . . yes C(4) C(11) 1.481(2) . . yes C(5) C(6) 1.388(3) . . yes C(5) C(10) 1.392(3) . . yes C(6) C(7) 1.385(3) . . yes C(7) C(8) 1.380(3) . . yes C(8) C(9) 1.363(4) . . yes C(9) C(10) 1.381(3) . . yes C(12) C(13) 1.480(2) . . yes C(12) C(19) 1.491(2) . . yes C(13) C(14) 1.385(2) . . yes C(13) C(18) 1.392(3) . . yes C(14) C(15) 1.377(3) . . yes C(15) C(16) 1.374(4) . . yes C(16) C(17) 1.365(4) . . yes C(17) C(18) 1.389(3) . . yes C(21) C(22) 1.480(2) . . yes C(21) C(23) 1.348(2) . . yes C(22) C(31) 1.347(2) . . yes C(23) C(24) 1.485(2) . . yes C(23) C(30) 1.487(2) . . yes C(24) C(25) 1.394(2) . . yes C(24) C(29) 1.398(2) . . yes C(25) C(26) 1.387(3) . . yes C(26) C(27) 1.377(3) . . yes C(27) C(28) 1.375(3) . . yes C(28) C(29) 1.382(3) . . yes C(31) C(32) 1.487(2) . . yes C(31) C(38) 1.487(2) . . yes C(32) C(33) 1.394(3) . . yes C(32) C(37) 1.378(3) . . yes C(33) C(34) 1.380(3) . . yes C(34) C(35) 1.372(4) . . yes C(35) C(36) 1.382(3) . . yes C(36) C(37) 1.383(3) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) O(1) C(2) 108.8(1) 1_555 1_555 1_555 yes C(1) O(2) C(3) 108.9(1) 1_555 1_555 1_555 yes C(11) O(4) H(13) 115(2) 1_555 1_555 1_555 no C(19) O(6) H(14) 106(1) 1_555 1_555 1_555 no C(20) O(7) C(21) 109.1(1) 1_555 1_555 1_555 yes C(20) O(8) C(22) 107.4(1) 1_555 1_555 1_555 yes C(30) O(10) H(27) 111(1) 1_555 1_555 1_555 no C(38) O(12) H(28) 110(1) 1_555 1_555 1_555 no O(1) C(1) O(2) 107.3(1) 1_555 1_555 1_555 yes O(1) C(1) H(1) 107(1) 1_555 1_555 1_555 no O(1) C(1) H(2) 110(1) 1_555 1_555 1_555 no O(2) C(1) H(1) 108(1) 1_555 1_555 1_555 no O(2) C(1) H(2) 111(1) 1_555 1_555 1_555 no H(1) C(1) H(2) 110(2) 1_555 1_555 1_555 no O(1) C(2) C(3) 105.8(1) 1_555 1_555 1_555 yes O(1) C(2) C(4) 118.7(1) 1_555 1_555 1_555 yes C(3) C(2) C(4) 135.5(1) 1_555 1_555 1_555 yes O(2) C(3) C(2) 105.8(1) 1_555 1_555 1_555 yes O(2) C(3) C(12) 118.3(1) 1_555 1_555 1_555 yes C(2) C(3) C(12) 135.7(1) 1_555 1_555 1_555 yes C(2) C(4) C(5) 122.0(1) 1_555 1_555 1_555 yes C(2) C(4) C(11) 121.4(2) 1_555 1_555 1_555 yes C(5) C(4) C(11) 116.6(1) 1_555 1_555 1_555 yes C(4) C(5) C(6) 121.5(2) 1_555 1_555 1_555 yes C(4) C(5) C(10) 120.1(2) 1_555 1_555 1_555 yes C(6) C(5) C(10) 118.4(2) 1_555 1_555 1_555 yes C(5) C(6) C(7) 120.6(2) 1_555 1_555 1_555 yes C(5) C(6) H(3) 116(1) 1_555 1_555 1_555 no C(7) C(6) H(3) 122(1) 1_555 1_555 1_555 no C(6) C(7) C(8) 120.0(2) 1_555 1_555 1_555 yes C(6) C(7) H(4) 117(1) 1_555 1_555 1_555 no C(8) C(7) H(4) 122(1) 1_555 1_555 1_555 no C(7) C(8) C(9) 119.9(2) 1_555 1_555 1_555 yes C(7) C(8) H(5) 119(1) 1_555 1_555 1_555 no C(9) C(8) H(5) 120(1) 1_555 1_555 1_555 no C(8) C(9) C(10) 120.6(2) 1_555 1_555 1_555 yes C(8) C(9) H(6) 119(1) 1_555 1_555 1_555 no C(10) C(9) H(6) 119(1) 1_555 1_555 1_555 no C(5) C(10) C(9) 120.5(2) 1_555 1_555 1_555 yes C(5) C(10) H(7) 117(1) 1_555 1_555 1_555 no C(9) C(10) H(7) 121(1) 1_555 1_555 1_555 no O(3) C(11) O(4) 123.1(2) 1_555 1_555 1_555 yes O(3) C(11) C(4) 120.5(1) 1_555 1_555 1_555 yes O(4) C(11) C(4) 116.4(2) 1_555 1_555 1_555 yes C(3) C(12) C(13) 122.1(1) 1_555 1_555 1_555 yes C(3) C(12) C(19) 121.0(1) 1_555 1_555 1_555 yes C(13) C(12) C(19) 116.7(1) 1_555 1_555 1_555 yes C(12) C(13) C(14) 122.8(2) 1_555 1_555 1_555 yes C(12) C(13) C(18) 119.1(2) 1_555 1_555 1_555 yes C(14) C(13) C(18) 118.0(2) 1_555 1_555 1_555 yes C(13) C(14) C(15) 120.9(2) 1_555 1_555 1_555 yes C(13) C(14) H(8) 119(1) 1_555 1_555 1_555 no C(15) C(14) H(8) 119(1) 1_555 1_555 1_555 no C(14) C(15) C(16) 120.4(2) 1_555 1_555 1_555 yes C(14) C(15) H(9) 116(1) 1_555 1_555 1_555 no C(16) C(15) H(9) 122(1) 1_555 1_555 1_555 no C(15) C(16) C(17) 119.9(2) 1_555 1_555 1_555 yes C(15) C(16) H(10) 122(1) 1_555 1_555 1_555 no C(17) C(16) H(10) 117(1) 1_555 1_555 1_555 no C(16) C(17) C(18) 120.1(2) 1_555 1_555 1_555 yes C(16) C(17) H(11) 128(1) 1_555 1_555 1_555 no C(18) C(17) H(11) 110(1) 1_555 1_555 1_555 no C(13) C(18) C(17) 120.7(2) 1_555 1_555 1_555 yes C(13) C(18) H(12) 120(1) 1_555 1_555 1_555 no C(17) C(18) H(12) 119(1) 1_555 1_555 1_555 no O(5) C(19) O(6) 123.5(2) 1_555 1_555 1_555 yes O(5) C(19) C(12) 121.5(1) 1_555 1_555 1_555 yes O(6) C(19) C(12) 114.9(1) 1_555 1_555 1_555 yes O(7) C(20) O(8) 106.7(1) 1_555 1_555 1_555 yes O(7) C(20) H(15) 109(1) 1_555 1_555 1_555 no O(7) C(20) H(16) 108(1) 1_555 1_555 1_555 no O(8) C(20) H(15) 113(1) 1_555 1_555 1_555 no O(8) C(20) H(16) 111(1) 1_555 1_555 1_555 no H(15) C(20) H(16) 106(1) 1_555 1_555 1_555 no O(7) C(21) C(22) 105.8(1) 1_555 1_555 1_555 yes O(7) C(21) C(23) 119.4(1) 1_555 1_555 1_555 yes C(22) C(21) C(23) 134.7(1) 1_555 1_555 1_555 yes O(8) C(22) C(21) 105.5(1) 1_555 1_555 1_555 yes O(8) C(22) C(31) 118.7(1) 1_555 1_555 1_555 yes C(21) C(22) C(31) 135.7(1) 1_555 1_555 1_555 yes C(21) C(23) C(24) 123.4(1) 1_555 1_555 1_555 yes C(21) C(23) C(30) 119.8(1) 1_555 1_555 1_555 yes C(24) C(23) C(30) 116.8(1) 1_555 1_555 1_555 yes C(23) C(24) C(25) 121.9(1) 1_555 1_555 1_555 yes C(23) C(24) C(29) 120.2(1) 1_555 1_555 1_555 yes C(25) C(24) C(29) 117.9(2) 1_555 1_555 1_555 yes C(24) C(25) C(26) 120.6(2) 1_555 1_555 1_555 yes C(24) C(25) H(17) 119(1) 1_555 1_555 1_555 no C(26) C(25) H(17) 119(1) 1_555 1_555 1_555 no C(25) C(26) C(27) 120.7(2) 1_555 1_555 1_555 yes C(25) C(26) H(18) 122(1) 1_555 1_555 1_555 no C(27) C(26) H(18) 117(1) 1_555 1_555 1_555 no C(26) C(27) C(28) 119.3(2) 1_555 1_555 1_555 yes C(26) C(27) H(19) 121(1) 1_555 1_555 1_555 no C(28) C(27) H(19) 119(1) 1_555 1_555 1_555 no C(27) C(28) C(29) 120.7(2) 1_555 1_555 1_555 yes C(27) C(28) H(20) 115(1) 1_555 1_555 1_555 no C(29) C(28) H(20) 123(1) 1_555 1_555 1_555 no C(24) C(29) C(28) 120.8(2) 1_555 1_555 1_555 yes C(24) C(29) H(21) 117(1) 1_555 1_555 1_555 no C(28) C(29) H(21) 121(1) 1_555 1_555 1_555 no O(9) C(30) O(10) 123.2(1) 1_555 1_555 1_555 yes O(9) C(30) C(23) 121.7(1) 1_555 1_555 1_555 yes O(10) C(30) C(23) 115.0(1) 1_555 1_555 1_555 yes C(22) C(31) C(32) 121.7(1) 1_555 1_555 1_555 yes C(22) C(31) C(38) 122.5(1) 1_555 1_555 1_555 yes C(32) C(31) C(38) 115.8(1) 1_555 1_555 1_555 yes C(31) C(32) C(33) 119.0(2) 1_555 1_555 1_555 yes C(31) C(32) C(37) 121.8(2) 1_555 1_555 1_555 yes C(33) C(32) C(37) 119.3(2) 1_555 1_555 1_555 yes C(32) C(33) C(34) 120.0(2) 1_555 1_555 1_555 yes C(32) C(33) H(22) 120(1) 1_555 1_555 1_555 no C(34) C(33) H(22) 119(1) 1_555 1_555 1_555 no C(33) C(34) C(35) 120.6(2) 1_555 1_555 1_555 yes C(33) C(34) H(23) 118(1) 1_555 1_555 1_555 no C(35) C(34) H(23) 120(1) 1_555 1_555 1_555 no C(34) C(35) C(36) 119.6(2) 1_555 1_555 1_555 yes C(34) C(35) H(24) 120(1) 1_555 1_555 1_555 no C(36) C(35) H(24) 119(1) 1_555 1_555 1_555 no C(35) C(36) C(37) 120.3(2) 1_555 1_555 1_555 yes C(35) C(36) H(25) 120(1) 1_555 1_555 1_555 no C(37) C(36) H(25) 119(1) 1_555 1_555 1_555 no C(32) C(37) C(36) 120.3(2) 1_555 1_555 1_555 yes C(32) C(37) H(26) 117(1) 1_555 1_555 1_555 no C(36) C(37) H(26) 121(1) 1_555 1_555 1_555 no O(11) C(38) O(12) 123.5(2) 1_555 1_555 1_555 yes O(11) C(38) C(31) 120.6(2) 1_555 1_555 1_555 yes O(12) C(38) C(31) 115.9(2) 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 O(1) C(1) O(2) C(3) 9.2(2) 1_555 1_555 1_555 1_555 yes O(1) C(2) C(3) O(2) 18.9(2) 1_555 1_555 1_555 1_555 yes O(1) C(2) C(3) C(12) -155.3(2) 1_555 1_555 1_555 1_555 yes O(1) C(2) C(4) C(5) 10.0(3) 1_555 1_555 1_555 1_555 yes O(1) C(2) C(4) C(11) -170.2(2) 1_555 1_555 1_555 1_555 yes O(2) C(1) O(1) C(2) 3.3(2) 1_555 1_555 1_555 1_555 yes O(2) C(3) C(2) C(4) -159.1(2) 1_555 1_555 1_555 1_555 yes O(2) C(3) C(12) C(13) 0.6(2) 1_555 1_555 1_555 1_555 yes O(2) C(3) C(12) C(19) -173.4(1) 1_555 1_555 1_555 1_555 yes O(3) C(11) C(4) C(2) 36.9(2) 1_555 1_555 1_555 1_555 yes O(3) C(11) C(4) C(5) -143.3(2) 1_555 1_555 1_555 1_555 yes O(4) C(11) C(4) C(2) -145.2(2) 1_555 1_555 1_555 1_555 yes O(4) C(11) C(4) C(5) 34.7(2) 1_555 1_555 1_555 1_555 yes O(5) C(19) C(12) C(3) 40.2(2) 1_555 1_555 1_555 1_555 yes O(5) C(19) C(12) C(13) -134.2(2) 1_555 1_555 1_555 1_555 yes O(6) C(19) C(12) C(3) -142.1(2) 1_555 1_555 1_555 1_555 yes O(6) C(19) C(12) C(13) 43.6(2) 1_555 1_555 1_555 1_555 yes O(7) C(20) O(8) C(22) 18.7(2) 1_555 1_555 1_555 1_555 yes O(7) C(21) C(22) O(8) 20.2(2) 1_555 1_555 1_555 1_555 yes O(7) C(21) C(22) C(31) -157.0(2) 1_555 1_555 1_555 1_555 yes O(7) C(21) C(23) C(24) 8.4(2) 1_555 1_555 1_555 1_555 yes O(7) C(21) C(23) C(30) -169.5(1) 1_555 1_555 1_555 1_555 yes O(8) C(20) O(7) C(21) -5.6(2) 1_555 1_555 1_555 1_555 yes O(8) C(22) C(21) C(23) -157.6(2) 1_555 1_555 1_555 1_555 yes O(8) C(22) C(31) C(32) 2.9(2) 1_555 1_555 1_555 1_555 yes O(8) C(22) C(31) C(38) -174.5(1) 1_555 1_555 1_555 1_555 yes O(9) C(30) C(23) C(21) 40.0(2) 1_555 1_555 1_555 1_555 yes O(9) C(30) C(23) C(24) -138.1(2) 1_555 1_555 1_555 1_555 yes O(10) C(30) C(23) C(21) -142.1(2) 1_555 1_555 1_555 1_555 yes O(10) C(30) C(23) C(24) 39.8(2) 1_555 1_555 1_555 1_555 yes O(11) C(38) C(31) C(22) 39.7(3) 1_555 1_555 1_555 1_555 yes O(11) C(38) C(31) C(32) -137.8(2) 1_555 1_555 1_555 1_555 yes O(12) C(38) C(31) C(22) -142.1(2) 1_555 1_555 1_555 1_555 yes O(12) C(38) C(31) C(32) 40.4(2) 1_555 1_555 1_555 1_555 yes C(1) O(1) C(2) C(3) -13.4(2) 1_555 1_555 1_555 1_555 yes C(1) O(1) C(2) C(4) 164.9(2) 1_555 1_555 1_555 1_555 yes C(1) O(2) C(3) C(2) -17.1(2) 1_555 1_555 1_555 1_555 yes C(1) O(2) C(3) C(12) 158.3(2) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(12) C(13) 174.3(2) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(12) C(19) 0.2(3) 1_555 1_555 1_555 1_555 yes C(2) C(4) C(5) C(6) 51.5(2) 1_555 1_555 1_555 1_555 yes C(2) C(4) C(5) C(10) -131.2(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(4) C(5) -172.2(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(4) C(11) 7.6(3) 1_555 1_555 1_555 1_555 yes C(3) C(12) C(13) C(14) 43.0(2) 1_555 1_555 1_555 1_555 yes C(3) C(12) C(13) C(18) -134.0(2) 1_555 1_555 1_555 1_555 yes C(4) C(2) C(3) C(12) 26.7(4) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) C(7) 175.5(2) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(10) C(9) -176.3(2) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) C(8) 1.2(3) 1_555 1_555 1_555 1_555 yes C(5) C(10) C(9) C(8) 0.4(3) 1_555 1_555 1_555 1_555 yes C(6) C(5) C(4) C(11) -128.4(2) 1_555 1_555 1_555 1_555 yes C(6) C(5) C(10) C(9) 1.1(3) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(9) 0.3(4) 1_555 1_555 1_555 1_555 yes C(7) C(6) C(5) C(10) -1.9(3) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(9) C(10) -1.1(4) 1_555 1_555 1_555 1_555 yes C(10) C(5) C(4) C(11) 48.9(2) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(14) C(15) -175.8(2) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(18) C(17) 175.2(2) 1_555 1_555 1_555 1_555 yes C(13) C(14) C(15) C(16) 0.2(3) 1_555 1_555 1_555 1_555 yes C(13) C(18) C(17) C(16) 1.2(3) 1_555 1_555 1_555 1_555 yes C(14) C(13) C(12) C(19) -142.8(2) 1_555 1_555 1_555 1_555 yes C(14) C(13) C(18) C(17) -1.9(3) 1_555 1_555 1_555 1_555 yes C(14) C(15) C(16) C(17) -1.0(4) 1_555 1_555 1_555 1_555 yes C(15) C(14) C(13) C(18) 1.3(3) 1_555 1_555 1_555 1_555 yes C(15) C(16) C(17) C(18) 0.3(4) 1_555 1_555 1_555 1_555 yes C(18) C(13) C(12) C(19) 40.2(2) 1_555 1_555 1_555 1_555 yes C(20) O(7) C(21) C(22) -8.7(2) 1_555 1_555 1_555 1_555 yes C(20) O(7) C(21) C(23) 169.5(2) 1_555 1_555 1_555 1_555 yes C(20) O(8) C(22) C(21) -23.7(2) 1_555 1_555 1_555 1_555 yes C(20) O(8) C(22) C(31) 154.0(2) 1_555 1_555 1_555 1_555 yes C(21) C(22) C(31) C(32) 179.8(2) 1_555 1_555 1_555 1_555 yes C(21) C(22) C(31) C(38) 2.4(3) 1_555 1_555 1_555 1_555 yes C(21) C(23) C(24) C(25) 33.1(2) 1_555 1_555 1_555 1_555 yes C(21) C(23) C(24) C(29) -148.3(2) 1_555 1_555 1_555 1_555 yes C(22) C(21) C(23) C(24) -174.1(2) 1_555 1_555 1_555 1_555 yes C(22) C(21) C(23) C(30) 8.0(3) 1_555 1_555 1_555 1_555 yes C(22) C(31) C(32) C(33) -125.5(2) 1_555 1_555 1_555 1_555 yes C(22) C(31) C(32) C(37) 55.8(2) 1_555 1_555 1_555 1_555 yes C(23) C(21) C(22) C(31) 25.2(3) 1_555 1_555 1_555 1_555 yes C(23) C(24) C(25) C(26) 179.2(2) 1_555 1_555 1_555 1_555 yes C(23) C(24) C(29) C(28) -179.4(2) 1_555 1_555 1_555 1_555 yes C(24) C(25) C(26) C(27) 0.1(3) 1_555 1_555 1_555 1_555 yes C(24) C(29) C(28) C(27) 0.3(3) 1_555 1_555 1_555 1_555 yes C(25) C(24) C(23) C(30) -148.9(2) 1_555 1_555 1_555 1_555 yes C(25) C(24) C(29) C(28) -0.8(2) 1_555 1_555 1_555 1_555 yes C(25) C(26) C(27) C(28) -0.6(3) 1_555 1_555 1_555 1_555 yes C(26) C(25) C(24) C(29) 0.5(3) 1_555 1_555 1_555 1_555 yes C(26) C(27) C(28) C(29) 0.3(3) 1_555 1_555 1_555 1_555 yes C(29) C(24) C(23) C(30) 29.8(2) 1_555 1_555 1_555 1_555 yes C(31) C(32) C(33) C(34) -179.1(2) 1_555 1_555 1_555 1_555 yes C(31) C(32) C(37) C(36) 178.0(2) 1_555 1_555 1_555 1_555 yes C(32) C(33) C(34) C(35) 1.2(3) 1_555 1_555 1_555 1_555 yes C(32) C(37) C(36) C(35) 0.9(3) 1_555 1_555 1_555 1_555 yes C(33) C(32) C(31) C(38) 52.0(2) 1_555 1_555 1_555 1_555 yes C(33) C(32) C(37) C(36) -0.7(3) 1_555 1_555 1_555 1_555 yes C(33) C(34) C(35) C(36) -1.1(3) 1_555 1_555 1_555 1_555 yes C(34) C(33) C(32) C(37) -0.3(3) 1_555 1_555 1_555 1_555 yes C(34) C(35) C(36) C(37) 0.1(3) 1_555 1_555 1_555 1_555 yes C(37) C(32) C(31) C(38) -126.7(2) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(3) O(12) 2.685(2) . . yes O(4) O(11) 2.663(2) . . yes O(5) O(10) 2.631(2) . . yes O(6) O(9) 2.688(2) . . yes #------------------------------------------------------------------------------