#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/01/2010189.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2010189 loop_ _publ_author_name 'Pajunen, Aarne' 'Brunow, G\"osta' 'Set\"al\"a, Harri' _publ_section_title ;Dimethyl-1-(4-acetoxy-3,5-dimethoxyphenyl)-4,7,9-trimethoxy-8-oxospiro[4.5]deca-6,9-diene-trans-2,3-dicarboxylate acetone solvate ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1823 _journal_page_last 1825 _journal_paper_doi 10.1107/S0108270194006979 _journal_volume 50 _journal_year 1994 _chemical_formula_structural 'C27 H32 O12 , C3 H6 O1' _chemical_formula_sum 'C30 H38 O13' _chemical_formula_weight 606.60 _chemical_name_systematic ; Dimethyl 1-(4-acetoxy-3,5-dimethoxyphenyl)-4,7,9-trimethoxy- 8-oxospiro[4.5]deca-6,9-diene-trans-2,3-dicarboxylate acetone solvate ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL _cell_angle_alpha 76.46(5) _cell_angle_beta 78.46(4) _cell_angle_gamma 72.77(5) _cell_formula_units_Z 2 _cell_length_a 9.278(4) _cell_length_b 11.635(8) _cell_length_c 15.812(4) _cell_measurement_reflns_used 20 _cell_measurement_temperature 297(2) _cell_measurement_theta_max 14 _cell_measurement_theta_min 7 _cell_volume 1569.2(14) _computing_cell_refinement 'Nicolet P3' _computing_data_collection 'Nicolet P3 software (Nicolet, 1980)' _computing_data_reduction 'Nicolet P3' _computing_molecular_graphics 'SHELXTL-Plus (Sheldrick, 1991)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1994)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 297(2) _diffrn_measurement_device 'Nicolet P3' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0576 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 5890 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 1.87 _diffrn_standards_decay_% insignificant _diffrn_standards_interval_count 60 _diffrn_standards_number 5 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_correction_T_min 0.795 _exptl_absorpt_correction_type empirical _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.284 _exptl_crystal_description 'transparent block' _exptl_crystal_F_000 644 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.68 _refine_diff_density_min -0.26 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.007 _refine_ls_goodness_of_fit_obs 1.353 _refine_ls_hydrogen_treatment 'H atoms refined as riding model' _refine_ls_matrix_type full _refine_ls_number_parameters 368 _refine_ls_number_reflns 5509 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.013 _refine_ls_restrained_S_obs 1.353 _refine_ls_R_factor_all 0.1716 _refine_ls_R_factor_obs 0.0955 _refine_ls_shift/esd_max 0.39 _refine_ls_shift/esd_mean 0.020 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F~o~^2^) + (0.1947P)^2^] where P = (F~o~^2^ + 2F~c~^2^)/3 ; _refine_ls_wR_factor_all 0.3174 _refine_ls_wR_factor_obs 0.2855 _reflns_number_observed 2598 _reflns_number_total 5514 _reflns_observed_criterion >2\s(I) _cod_data_source_file hr1032.cif _cod_data_source_block spiro _cod_depositor_comments ; Marking attached hydrogen atoms. Antanas Vaitkus, 2017-03-27 The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 1569.2(13) _cod_database_code 2010189 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 O1 0.126(3) 0.085(3) 0.093(3) -0.032(2) 0.005(2) -0.004(2) O2 0.149(4) 0.099(3) 0.144(4) -0.072(3) 0.028(3) -0.008(3) O3 0.148(3) 0.071(2) 0.105(3) -0.047(2) 0.005(2) -0.010(2) O4 0.090(3) 0.110(3) 0.129(3) -0.038(2) -0.017(2) -0.014(2) O5 0.186(5) 0.146(4) 0.110(4) -0.061(4) -0.022(3) -0.047(3) O6 0.198(5) 0.135(4) 0.138(4) -0.085(4) -0.063(3) -0.025(3) O7 0.150(3) 0.089(2) 0.073(2) -0.065(2) -0.012(2) -0.002(2) O8 0.119(3) 0.069(2) 0.087(2) -0.043(2) -0.010(2) -0.002(2) O9 0.091(3) 0.087(2) 0.128(3) -0.022(2) -0.015(2) -0.044(2) O10 0.073(2) 0.089(2) 0.095(2) -0.038(2) -0.006(2) -0.027(2) O11 0.123(3) 0.167(4) 0.096(3) -0.084(3) -0.023(2) 0.003(3) O12 0.090(2) 0.082(2) 0.139(3) -0.023(2) -0.026(2) -0.050(2) C1 0.113(4) 0.067(3) 0.068(3) -0.041(3) -0.018(3) -0.003(2) C2 0.094(4) 0.087(4) 0.066(3) -0.036(3) 0.001(3) -0.002(2) C3 0.120(4) 0.077(3) 0.085(3) -0.049(3) -0.007(3) 0.001(3) C4 0.107(4) 0.069(3) 0.071(3) -0.039(3) -0.008(3) -0.006(2) C5 0.102(4) 0.072(3) 0.069(3) -0.039(3) -0.013(2) -0.006(2) C6 0.089(3) 0.072(3) 0.066(3) -0.038(2) -0.007(2) -0.002(2) C7 0.109(4) 0.084(3) 0.073(3) -0.053(3) -0.021(3) 0.002(2) C8 0.106(4) 0.090(3) 0.080(3) -0.057(3) -0.020(3) -0.002(3) C9 0.098(3) 0.072(3) 0.068(3) -0.045(3) -0.019(2) -0.003(2) C10 0.084(3) 0.071(3) 0.070(3) -0.038(2) -0.004(2) -0.009(2) C11 0.084(3) 0.067(3) 0.060(3) -0.034(3) -0.001(2) -0.013(2) C12 0.100(4) 0.069(3) 0.070(3) -0.044(3) 0.003(2) -0.025(2) C13 0.079(3) 0.071(3) 0.085(3) -0.033(3) -0.003(2) -0.020(2) C14 0.076(3) 0.080(3) 0.070(3) -0.039(3) 0.003(2) -0.020(2) C15 0.083(3) 0.073(3) 0.080(3) -0.038(3) -0.002(2) -0.019(2) C16 0.081(3) 0.066(3) 0.080(3) -0.035(2) -0.005(2) -0.012(2) C17 0.126(5) 0.126(6) 0.101(4) -0.028(4) 0.015(4) -0.006(4) C18 0.206(8) 0.079(4) 0.125(5) -0.046(5) -0.006(5) -0.011(4) C19 0.089(4) 0.143(6) 0.163(6) -0.053(4) -0.027(4) 0.002(5) C20 0.192(8) 0.087(4) 0.106(5) -0.073(5) -0.054(5) 0.010(4) C22 0.094(3) 0.070(3) 0.073(3) -0.040(3) -0.018(2) -0.003(2) C23 0.134(5) 0.074(3) 0.118(4) -0.047(3) -0.017(4) 0.010(3) C24 0.103(4) 0.097(4) 0.156(6) -0.026(3) -0.014(4) -0.050(4) C25 0.095(4) 0.078(3) 0.097(4) -0.039(3) -0.020(3) -0.019(3) C26 0.101(4) 0.107(4) 0.131(5) -0.030(3) -0.038(4) -0.026(4) C27 0.108(4) 0.084(4) 0.108(4) -0.045(3) -0.002(3) -0.030(3) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol _atom_site_attached_hydrogens O1 0.2533(5) 0.9300(4) 0.0330(3) 0.1050(10) Uani d . 1 . O 0 O2 0.1696(5) 1.1526(4) 0.0566(3) 0.132(2) Uani d . 1 . O 0 O3 -0.0779(5) 1.2518(3) 0.1565(3) 0.1080(10) Uani d . 1 . O 0 O4 -0.3795(5) 0.9656(4) 0.2080(3) 0.1080(10) Uani d . 1 . O 0 O5 -0.0562(8) 0.6266(5) 0.1288(3) 0.139(2) Uani d . 1 . O 0 O6 -0.3023(7) 0.6555(5) 0.1340(3) 0.142(2) Uani d . 1 . O 0 O7 -0.1521(5) 0.6721(3) 0.4421(2) 0.1000(10) Uani d . 1 . O 0 O8 -0.1544(4) 0.5417(3) 0.3607(2) 0.0900(10) Uani d . 1 . O 0 O9 0.4415(4) 0.6574(3) 0.3716(3) 0.0990(10) Uani d . 1 . O 0 O10 0.4303(3) 0.8538(3) 0.4346(2) 0.0810(10) Uani d . 1 . O 0 O11 0.3170(5) 0.7896(5) 0.5678(3) 0.122(2) Uani d . 1 . O 0 O12 0.1876(4) 1.0441(3) 0.4299(3) 0.0970(10) Uani d . 1 . O 0 C1 0.0365(6) 0.8862(4) 0.1341(3) 0.0800(10) Uani d . 1 . C 0 H1A 0.0666(6) 0.8023(4) 0.1268(3) 0.080 Uiso d R 1 . H 0 C2 0.1229(6) 0.9594(5) 0.0896(3) 0.0840(10) Uani d . 1 . C 0 C3 0.0864(7) 1.0877(5) 0.0974(4) 0.093(2) Uani d . 1 . C 0 C4 -0.0542(6) 1.1328(4) 0.1557(3) 0.0810(10) Uani d . 1 . C 0 C5 -0.1411(6) 1.0592(4) 0.1987(3) 0.0790(10) Uani d . 1 . C 0 H5A -0.2327(6) 1.0944(4) 0.2346(3) 0.080 Uiso d R 1 . H 0 C6 -0.1042(5) 0.9273(4) 0.1964(3) 0.0740(10) Uani d . 1 . C 0 C7 -0.2390(6) 0.8906(5) 0.1746(3) 0.084(2) Uani d . 1 . C 0 H7A -0.2317(6) 0.8958(5) 0.1125(3) 0.080 Uiso d R 1 . H 0 C8 -0.2230(6) 0.7548(5) 0.2229(3) 0.0860(10) Uani d . 1 . C 0 H8A -0.3184(6) 0.7485(5) 0.2582(3) 0.080 Uiso d R 1 . H 0 C9 -0.1009(6) 0.7242(4) 0.2839(3) 0.0750(10) Uani d . 1 . C 0 H9A -0.0066(6) 0.6807(4) 0.2546(3) 0.080 Uiso d R 1 . H 0 C10 -0.0833(5) 0.8475(4) 0.2916(3) 0.0730(10) Uani d . 1 . C 0 H10A -0.1701(5) 0.8809(4) 0.3314(3) 0.080 Uiso d R 1 . H 0 C11 0.0575(5) 0.8468(4) 0.3263(3) 0.0690(10) Uani d . 1 . C 0 C12 0.1868(6) 0.7504(4) 0.3279(3) 0.0750(10) Uani d . 1 . C 0 H12A 0.1914(6) 0.6827(4) 0.3016(3) 0.080 Uiso d R 1 . H 0 C13 0.3106(6) 0.7514(4) 0.3641(3) 0.0760(10) Uani d . 1 . C 0 C14 0.3069(5) 0.8504(4) 0.3991(3) 0.0720(10) Uani d . 1 . C 0 C15 0.1783(6) 0.9501(4) 0.3947(3) 0.0750(10) Uani d . 1 . C 0 C16 0.0558(5) 0.9467(4) 0.3602(3) 0.0740(10) Uani d . 1 . C 0 H16A -0.0339(5) 1.0141(4) 0.3603(3) 0.080 Uiso d R 1 . H 0 C17 0.3075(8) 0.8069(7) 0.0260(4) 0.126(2) Uani d . 1 . C 0 H17A 0.3999(8) 0.7969(7) -0.0149(4) 0.080 Uiso d R 1 . H 0 H17B 0.3278(8) 0.7565(7) 0.0820(4) 0.080 Uiso d R 1 . H 0 H17C 0.2327(8) 0.7832(7) 0.0048(4) 0.080 Uiso d R 1 . H 0 C18 -0.2082(10) 1.3030(6) 0.2155(5) 0.139(3) Uani d . 1 . C 0 H18A -0.2125(10) 1.3874(6) 0.2120(5) 0.080 Uiso d R 1 . H 0 H18B -0.2988(10) 1.2978(6) 0.1978(5) 0.080 Uiso d R 1 . H 0 H18C -0.2011(10) 1.2600(6) 0.2749(5) 0.080 Uiso d R 1 . H 0 C19 -0.5053(7) 0.9575(7) 0.1748(5) 0.131(2) Uani d . 1 . C 0 H19A -0.5991(7) 1.0081(7) 0.1992(5) 0.080 Uiso d R 1 . H 0 H19B -0.4895(7) 0.9838(7) 0.1122(5) 0.080 Uiso d R 1 . H 0 H19C -0.5103(7) 0.8738(7) 0.1883(5) 0.080 Uiso d R 1 . H 0 C20 -0.1904(13) 0.6716(6) 0.1586(5) 0.120(2) Uani d . 1 . C 0 C21A -0.056(3) 0.570(2) 0.0679(17) 0.200(10) Uiso d P 0.432(15) A C 0 H21A 0.051(3) 0.539(2) 0.0492(17) 0.080 Uiso d PR 0.432(15) A H 0 H21B -0.102(3) 0.503(2) 0.0892(17) 0.080 Uiso d PR 0.432(15) A H 0 H21C -0.104(3) 0.623(2) 0.0192(17) 0.080 Uiso d PR 0.432(15) A H 0 C21B -0.2641(15) 0.5952(12) 0.0570(8) 0.136(6) Uiso d P 0.568(15) B C 0 H21D -0.3581(15) 0.5885(12) 0.0444(8) 0.080 Uiso d PR 0.568(15) B H 0 H21E -0.2170(15) 0.6423(12) 0.0067(8) 0.080 Uiso d PR 0.568(15) B H 0 H21F -0.1969(15) 0.5148(12) 0.0703(8) 0.080 Uiso d PR 0.568(15) B H 0 C22 -0.1385(5) 0.6454(4) 0.3721(3) 0.0760(10) Uani d . 1 . C 0 C23 -0.1899(7) 0.4577(5) 0.4407(4) 0.109(2) Uani d . 1 . C 0 H23A -0.1998(7) 0.3823(5) 0.4308(4) 0.080 Uiso d R 1 . H 0 H23B -0.1102(7) 0.4406(5) 0.4758(4) 0.080 Uiso d R 1 . H 0 H23C -0.2843(7) 0.4998(5) 0.4708(4) 0.080 Uiso d R 1 . H 0 C24 0.4578(7) 0.5557(5) 0.3325(5) 0.115(2) Uani d . 1 . C 0 H24A 0.5539(7) 0.4976(5) 0.3416(5) 0.080 Uiso d R 1 . H 0 H24B 0.3768(7) 0.5171(5) 0.3574(5) 0.080 Uiso d R 1 . H 0 H24C 0.4549(7) 0.5845(5) 0.2706(5) 0.080 Uiso d R 1 . H 0 C25 0.4219(6) 0.8216(5) 0.5235(4) 0.0860(10) Uani d . 1 . C 0 C26 0.5541(6) 0.8336(6) 0.5542(4) 0.108(2) Uani d . 1 . C 0 H26A 0.5419(6) 0.8127(6) 0.6172(4) 0.080 Uiso d R 1 . H 0 H26B 0.6445(6) 0.7789(6) 0.5303(4) 0.080 Uiso d R 1 . H 0 H26C 0.5630(6) 0.9162(6) 0.5358(4) 0.080 Uiso d R 1 . H 0 C27 0.0709(7) 1.1524(5) 0.4191(4) 0.095(2) Uani d . 1 . C 0 H27A 0.0895(7) 1.2116(5) 0.4461(4) 0.080 Uiso d R 1 . H 0 H27B 0.0669(7) 1.1846(5) 0.3577(4) 0.080 Uiso d R 1 . H 0 H27C -0.0244(7) 1.1351(5) 0.4465(4) 0.080 Uiso d R 1 . H 0 O13 0.365(3) 0.455(2) 0.1414(18) 0.45(2) Uiso d . 1 . O 0 C28 0.191(3) 0.3986(19) 0.2362(15) 0.310(10) Uiso d . 1 . C 3 C29 0.315(5) 0.418(4) 0.180(3) 0.39(2) Uiso d . 1 . C 0 C30 0.344(2) 0.251(2) 0.1982(14) 0.340(10) Uiso d . 1 . C 3 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 O1 C17 115.8(4) yes C4 O3 C18 115.4(4) yes C19 O4 C7 113.3(5) yes C20 O5 C21A 108.5(13) yes C20 O6 C21B 114.7(8) yes C22 O8 C23 115.4(4) yes C13 O9 C24 117.8(4) yes C25 O10 C14 116.3(4) yes C15 O12 C27 117.0(4) yes C2 C1 C6 123.2(5) ? C1 C2 O1 127.5(5) yes C1 C2 C3 122.1(5) ? O1 C2 C3 110.5(4) yes O2 C3 C2 120.6(5) yes O2 C3 C4 123.0(5) yes C2 C3 C4 116.4(4) ? C5 C4 O3 127.8(5) yes C5 C4 C3 121.0(5) ? O3 C4 C3 111.2(4) yes C4 C5 C6 124.5(5) ? C5 C6 C1 112.7(4) ? C5 C6 C7 112.5(4) yes C1 C6 C7 109.7(4) yes C5 C6 C10 110.5(4) yes C1 C6 C10 108.9(4) yes C7 C6 C10 101.9(3) yes O4 C7 C6 109.9(4) yes O4 C7 C8 109.7(4) yes C6 C7 C8 105.3(4) yes C20 C8 C9 114.5(5) yes C20 C8 C7 111.0(4) yes C9 C8 C7 107.0(4) yes C22 C9 C10 113.2(4) yes C22 C9 C8 113.5(4) yes C10 C9 C8 105.5(4) yes C11 C10 C9 117.3(4) yes C11 C10 C6 115.2(3) yes C9 C10 C6 103.0(3) yes C12 C11 C16 118.0(4) ? C12 C11 C10 123.4(4) yes C16 C11 C10 118.6(4) yes C11 C12 C13 121.3(4) ? O9 C13 C14 114.5(4) ? O9 C13 C12 125.3(4) yes C14 C13 C12 120.2(5) ? C13 C14 O10 121.0(5) yes C13 C14 C15 118.6(4) ? O10 C14 C15 120.4(4) ? O12 C15 C16 125.7(5) yes O12 C15 C14 113.7(4) yes C16 C15 C14 120.5(4) ? C15 C16 C11 121.3(5) ? O5 C20 O6 123.0(8) yes O5 C20 C8 119.4(7) yes O6 C20 C8 117.5(9) yes O7 C22 O8 124.1(4) yes O7 C22 C9 125.8(4) yes O8 C22 C9 110.1(4) yes O11 C25 O10 121.8(5) yes O11 C25 C26 126.4(6) yes O10 C25 C26 111.7(5) yes O13 C29 C28 158.(6) ? O13 C29 C30 123.(5) ? C28 C29 C30 76.(3) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C2 . 1.359(6) yes O1 C17 . 1.393(7) yes O2 C3 . 1.225(6) yes O3 C4 . 1.339(6) yes O3 C18 . 1.439(7) yes O4 C19 . 1.409(7) yes O4 C7 . 1.416(6) yes O5 C20 . 1.242(9) yes O5 C21A . 1.29(2) yes O6 C20 . 1.255(8) yes O6 C21B . 1.477(12) yes O7 C22 . 1.191(5) yes O8 C22 . 1.315(5) yes O8 C23 . 1.452(6) yes O9 C13 . 1.376(6) yes O9 C24 . 1.415(6) yes O10 C25 . 1.360(6) yes O10 C14 . 1.386(5) yes O11 C25 . 1.181(6) yes O12 C15 . 1.369(5) yes O12 C27 . 1.398(6) yes C1 C2 . 1.327(6) yes C1 C6 . 1.497(7) yes C2 C3 . 1.459(7) yes C3 C4 . 1.472(7) yes C4 C5 . 1.328(6) yes C5 C6 . 1.478(6) yes C6 C7 . 1.556(6) yes C6 C10 . 1.587(6) yes C7 C8 . 1.562(7) yes C8 C20 . 1.492(9) yes C8 C9 . 1.542(7) yes C9 C22 . 1.518(6) yes C9 C10 . 1.527(6) yes C10 C11 . 1.512(6) yes C11 C12 . 1.378(6) ? C11 C16 . 1.385(6) ? C12 C13 . 1.387(7) ? C13 C14 . 1.379(6) ? C14 C15 . 1.396(7) ? C15 C16 . 1.369(7) ? C25 C26 . 1.460(7) ? O13 C29 . 0.81(5) ? C28 C29 . 1.35(4) ? C29 C30 . 1.85(4) ? 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 C6 C1 C2 O1 178.9(5) C6 C1 C2 C3 -0.5(8) C17 O1 C2 C1 -5.0(8) C17 O1 C2 C3 174.4(5) C1 C2 C3 O2 178.8(6) O1 C2 C3 O2 -0.7(8) C1 C2 C3 C4 -1.6(8) O1 C2 C3 C4 178.9(4) C18 O3 C4 C5 4.3(8) C18 O3 C4 C3 -176.6(5) O2 C3 C4 C5 -180.0(6) C2 C3 C4 C5 0.4(7) O2 C3 C4 O3 0.8(8) C2 C3 C4 O3 -178.8(4) O3 C4 C5 C6 -178.0(5) C3 C4 C5 C6 2.9(8) C4 C5 C6 C1 -4.7(7) C4 C5 C6 C7 -129.4(5) C4 C5 C6 C10 117.4(5) C2 C1 C6 C5 3.5(7) C2 C1 C6 C7 129.6(5) C2 C1 C6 C10 -119.6(5) C19 O4 C7 C6 166.6(4) C19 O4 C7 C8 -78.0(5) C5 C6 C7 O4 -31.7(5) C1 C6 C7 O4 -158.0(4) C10 C6 C7 O4 86.7(4) C5 C6 C7 C8 -149.7(4) C1 C6 C7 C8 84.0(5) C10 C6 C7 C8 -31.3(5) O4 C7 C8 C20 126.3(6) C6 C7 C8 C20 -115.5(6) O4 C7 C8 C9 -108.1(4) C6 C7 C8 C9 10.1(5) C20 C8 C9 C22 -95.7(5) C7 C8 C9 C22 140.9(4) C20 C8 C9 C10 139.8(5) C7 C8 C9 C10 16.4(5) C22 C9 C10 C11 71.8(5) C8 C9 C10 C11 -163.5(4) C22 C9 C10 C6 -160.6(4) C8 C9 C10 C6 -35.9(5) C5 C6 C10 C11 -69.7(5) C1 C6 C10 C11 54.7(5) C7 C6 C10 C11 170.6(4) C5 C6 C10 C9 161.4(4) C1 C6 C10 C9 -74.2(4) C7 C6 C10 C9 41.7(5) C9 C10 C11 C12 18.7(6) C6 C10 C11 C12 -102.8(5) C9 C10 C11 C16 -159.8(4) C6 C10 C11 C16 78.7(5) C16 C11 C12 C13 1.5(6) C10 C11 C12 C13 -177.0(4) C24 O9 C13 C14 -176.2(4) C24 O9 C13 C12 6.0(7) C11 C12 C13 O9 177.3(4) C11 C12 C13 C14 -0.4(7) O9 C13 C14 O10 2.9(6) C12 C13 C14 O10 -179.2(4) O9 C13 C14 C15 -179.8(4) C12 C13 C14 C15 -1.9(7) C25 O10 C14 C13 -98.5(5) C25 O10 C14 C15 84.3(5) C27 O12 C15 C16 -9.1(7) C27 O12 C15 C14 173.0(4) C13 C14 C15 O12 -178.8(4) O10 C14 C15 O12 -1.5(6) C13 C14 C15 C16 3.1(7) O10 C14 C15 C16 -179.6(4) O12 C15 C16 C11 -179.9(4) C14 C15 C16 C11 -2.1(7) C12 C11 C16 C15 -0.2(6) C10 C11 C16 C15 178.3(4) C21A O5 C20 O6 3.4(15) C21A O5 C20 C8 -172.8(13) C21B O6 C20 O5 -9.2(11) C21B O6 C20 C8 167.2(7) C9 C8 C20 O5 -32.6(8) C7 C8 C20 O5 88.6(7) C9 C8 C20 O6 150.9(5) C7 C8 C20 O6 -87.9(6) C23 O8 C22 O7 -0.4(7) C23 O8 C22 C9 179.7(4) C10 C9 C22 O7 -0.9(7) C8 C9 C22 O7 -121.1(6) C10 C9 C22 O8 179.0(4) C8 C9 C22 O8 58.8(5) C14 O10 C25 O11 1.9(7) C14 O10 C25 C26 -177.4(4) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139057380