#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/70/2007005.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_2007005 loop_ _publ_author_name ' Drouin, Marc' 'Couturier, Michel' 'Deslongchamps, Pierre' _publ_section_title ; Crystallographic Evidence of [1,5]Prototropic Shifts Occurring upon Transannular Diels--Alder Reaction of a 14-Membered Macrocycle leading to a 5\a-Steroid Skeleton ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 256 _journal_page_last 261 _journal_paper_doi 10.1107/S0108270197013310 _journal_volume 54 _journal_year 1998 _chemical_formula_structural 'C24 H30 O8' _chemical_formula_sum 'C24 H30 O8' _chemical_formula_weight 446.48 _chemical_name_systematic ; (4Z,10E,12Z)-[1R^*^,14S^*^]-1,8,8-Tris(methoxycarbonyl)-5-methyl-3,17- dioxobicyclo[12.3.0]heptadeca-4,10,12-triene ; _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 92.440(7) _cell_angle_beta 97.574(6) _cell_angle_gamma 90.558(7) _cell_formula_units_Z 4 _cell_length_a 7.6575(5) _cell_length_b 11.9173(9) _cell_length_c 25.561(2) _cell_measurement_reflns_used 24 _cell_measurement_temperature 293.0(10) _cell_measurement_theta_max 40 _cell_measurement_theta_min 30 _cell_volume 2309.9(3) _computing_cell_refinement 'NRCCAD TRUANG' _computing_data_collection 'NRCCAD DATCOL (Le Page, White & Gabe, 1986)' _computing_data_reduction 'NRCVAX DATRD2 (Gabe, Le Page, Charland, Lee & White, 1989)' _computing_molecular_graphics 'ORTEP in Xtal_GX (Johnson, 1995)' _computing_publication_material 'SHELXL93 ACTA' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'NRCVAX SOLVER' _diffrn_ambient_temperature 293.0(10) _diffrn_measurement_device 'Nonius CAD-4' _diffrn_measurement_method '\w/2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0180 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_number 9053 _diffrn_reflns_reduction_process ; Equivalent reflections grouped and averaged (Le Page & Gabe, 1979) ; _diffrn_reflns_theta_max 71.77 _diffrn_reflns_theta_min 1.75 _diffrn_standards_decay_% <1 _diffrn_standards_interval_count 100 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.798 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_meas ? _exptl_crystal_density_method none _exptl_crystal_description prism _exptl_crystal_F_000 952 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .25 _exptl_crystal_size_min .25 _refine_diff_density_max .343 _refine_diff_density_min -.350 _refine_ls_extinction_coef 0.0032(3) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 1.100 _refine_ls_goodness_of_fit_obs 1.081 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 578 _refine_ls_number_reflns 9053 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.100 _refine_ls_restrained_S_obs 1.081 _refine_ls_R_factor_all 0.0644 _refine_ls_R_factor_obs .0507 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0769P)^2^+0.8087P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1575 _refine_ls_wR_factor_obs .1375 _reflns_number_observed 7256 _reflns_number_total 9053 _reflns_observed_criterion >2sigma(I) _cod_data_source_file fg1350.cif _cod_data_source_block 1 _cod_depositor_comments ; 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 The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0769P)^2^+0.8087P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0769P)^2^+0.8087P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2007005 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 C1 .0667(14) .0432(11) .0518(12) .0070(10) .0202(10) .0055(9) C2 .0564(12) .0385(10) .0455(11) .0022(9) .0130(9) .0026(8) C3 .0539(11) .0370(10) .0411(10) .0061(8) .0109(9) .0024(8) C4 .0632(13) .0369(10) .0475(11) .0011(9) .0118(10) .0023(8) C5 .0531(12) .0455(11) .0518(12) -.0033(9) .0158(9) .0014(9) C6 .0477(11) .0442(11) .0500(11) -.0007(9) .0129(9) .0042(9) C7 .0393(10) .0464(11) .0593(13) -.0027(8) .0158(9) .0027(9) C8 .0354(9) .0443(10) .0541(12) -.0036(8) .0055(8) .0012(9) C9 .0382(10) .0438(10) .0502(11) -.0087(8) .0029(8) .0049(8) C10 .0407(10) .0467(11) .0452(11) -.0017(8) .0061(8) -.0015(8) C11 .0396(10) .0445(11) .0534(12) -.0038(8) .0020(9) -.0022(9) C12 .0378(9) .0393(10) .0432(10) -.0024(8) .0030(8) -.0029(8) C13 .0345(9) .0374(9) .0395(9) -.0027(7) .0040(7) -.0029(7) C14 .0360(9) .0379(9) .0447(10) -.0018(7) .0038(8) -.0009(8) C15 .0528(12) .0439(11) .0546(12) -.0046(9) .0028(10) -.0107(9) C16 .0549(12) .0559(13) .0476(12) .0030(10) .0091(10) -.0109(10) C17 .0354(9) .0515(11) .0411(10) .0013(8) .0041(8) .0008(8) C18 .065(2) .080(2) .0606(15) -.0189(13) -.0090(12) -.0059(13) C19 .0522(11) .0457(11) .0421(10) .0045(9) .0092(9) .0031(8) C20 .079(2) .066(2) .069(2) .0287(14) .0231(14) -.0003(13) C21 .0548(12) .0453(11) .0431(10) .0078(9) .0141(9) .0034(8) C22 .0587(15) .091(2) .072(2) .0086(14) -.0063(13) .0006(15) C23 .0375(9) .0382(10) .0456(10) -.0008(8) .0053(8) -.0020(8) C24 .0526(13) .078(2) .074(2) .0213(12) -.0157(12) -.0057(13) O1 .0467(9) .0662(12) .153(2) .0137(8) -.0165(11) -.0468(13) O2 .0579(9) .0757(11) .0589(10) -.0158(8) .0191(8) .0049(8) O3 .1007(15) .0618(11) .0846(13) .0103(10) .0550(12) .0132(9) O4 .0789(11) .0462(8) .0609(9) .0190(8) .0278(8) .0055(7) O5 .0824(12) .0518(10) .0812(12) .0210(9) -.0023(10) .0033(8) O6 .0619(10) .0536(9) .0605(10) .0054(7) -.0038(8) -.0015(7) O7 .0634(10) .0631(10) .0685(10) .0220(8) -.0055(8) -.0185(8) O8 .0496(8) .0605(9) .0536(9) .0141(7) -.0091(7) -.0083(7) C1' .0564(12) .0461(11) .0421(10) .0002(9) .0136(9) -.0015(8) C2' .0481(11) .0403(10) .0401(10) .0008(8) .0084(8) -.0023(8) C3' .0444(10) .0406(10) .0376(9) -.0023(8) .0079(8) -.0045(8) C4' .0507(11) .0420(10) .0402(10) .0007(8) .0051(8) -.0049(8) C5' .0457(11) .0459(11) .0454(11) .0038(8) .0087(9) -.0023(8) C6' .0415(10) .0446(10) .0459(11) .0016(8) .0078(8) -.0047(8) C7' .0372(10) .0481(11) .0513(11) .0013(8) .0091(8) -.0067(9) C8' .0322(9) .0472(11) .0539(12) .0019(8) .0009(8) -.0067(9) C9' .0393(10) .0517(12) .0472(11) .0089(9) .0037(8) -.0085(9) C10' .0395(10) .0493(11) .0420(10) .0040(8) .0080(8) -.0002(8) C11' .0389(10) .0484(11) .0457(11) .0031(8) .0029(8) -.0019(9) C12' .0374(9) .0426(10) .0434(10) .0009(8) .0028(8) .0032(8) C13' .0324(8) .0366(9) .0368(9) -.0022(7) .0015(7) .0003(7) C14' .0368(9) .0374(9) .0421(10) -.0016(7) -.0005(8) -.0031(8) C15' .0624(13) .0359(10) .0580(13) -.0003(9) -.0060(10) .0051(9) C16' .073(2) .0562(13) .0538(13) -.0090(11) .0096(11) .0164(10) C17' .0372(9) .0526(11) .0398(10) -.0068(8) .0026(8) -.0001(8) C18' .067(2) .078(2) .0570(14) .0295(13) .0003(12) .0038(12) C21' .0493(11) .0482(11) .0388(10) -.0005(9) .0070(8) .0011(8) C20' .082(2) .073(2) .077(2) -.0240(14) .0315(15) .0041(14) C19' .0487(11) .0486(11) .0418(10) -.0023(9) .0082(9) -.0025(8) C22' .0597(15) .093(2) .062(2) -.0227(14) -.0122(12) .0049(14) C23' .0364(9) .0366(9) .0427(10) -.0023(7) .0036(8) .0004(8) C24' .0466(13) .083(2) .079(2) -.0190(12) -.0154(12) -.0052(14) O1' .0432(9) .0644(11) .126(2) -.0103(8) -.0104(10) .0302(11) O2' .0630(10) .0827(12) .0544(9) .0134(9) .0203(8) -.0008(8) O3' .1043(15) .0830(13) .0613(11) -.0284(11) .0458(11) -.0237(9) O4' .0706(10) .0561(9) .0560(9) -.0187(8) .0220(8) -.0060(7) O5' .0765(12) .0609(11) .0869(13) .0071(9) -.0199(10) .0131(9) O6' .0593(9) .0556(9) .0536(9) -.0135(7) -.0096(7) .0036(7) O7' .0598(10) .0584(10) .0767(11) -.0228(8) -.0056(8) .0208(8) O8' .0463(8) .0606(9) .0568(9) -.0139(7) -.0133(7) .0084(7) 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 C1 .3025(3) .8890(2) .71034(9) .0527(5) Uani d . 1 . C H1A .3561 .9483 .7345 .063 Uiso calc . 1 . H H1B .2072 .9212 .6872 .063 Uiso calc . 1 . H C2 .4405(3) .8417(2) .67723(8) .0462(5) Uani d . 1 . C H2A .3928 .7737 .6582 .055 Uiso calc . 1 . H H2B .5437 .8212 .7009 .055 Uiso calc . 1 . H C3 .4981(3) .9231(2) .63723(8) .0435(4) Uani d . 1 . C C4 .5836(3) 1.0325(2) .66438(8) .0488(5) Uani d . 1 . C H4A .6106 1.0823 .6374 .059 Uiso calc . 1 . H H4B .4991 1.0698 .6840 .059 Uiso calc . 1 . H C5 .7479(3) 1.0136(2) .70101(9) .0494(5) Uani d . 1 . C H5 .8473 .9923 .6859 .059 Uiso calc . 1 . H C6 .7644(3) 1.0246(2) .75325(8) .0466(5) Uani d . 1 . C H6 .6664 1.0482 .7684 .056 Uiso calc . 1 . H C7 .9238(3) 1.0025(2) .78859(9) .0475(5) Uani d . 1 . C H7 1.0284 1.0005 .7738 .057 Uiso calc . 1 . H C8 .9354(3) .9848(2) .83997(8) .0447(4) Uani d . 1 . C H8 1.0473 .9732 .8578 .054 Uiso calc . 1 . H C9 .2854(3) .7835(2) .79142(8) .0443(4) Uani d . 1 . C H9 .2364 .7229 .8065 .053 Uiso calc . 1 . H C10 .2296(3) .7988(2) .74122(8) .0443(4) Uani d . 1 . C C11 .4192(3) .8534(2) .82650(9) .0463(5) Uani d . 1 . C C12 .5974(2) .8028(2) .83856(8) .0405(4) Uani d . 1 . C H12A .6534 .8018 .8066 .049 Uiso calc . 1 . H H12B .5814 .7254 .8474 .049 Uiso calc . 1 . H C13 .7238(2) .8609(2) .88317(7) .0374(4) Uani d . 1 . C C14 .7847(2) .9820(2) .87172(8) .0398(4) Uani d . 1 . C H14 .6847 1.0187 .8518 .048 Uiso calc . 1 . H C15 .8218(3) 1.0423(2) .92665(9) .0512(5) Uani d . 1 . C H15A .9406 1.0278 .9430 .061 Uiso calc . 1 . H H15B .8080 1.1228 .9239 .061 Uiso calc . 1 . H C16 .6873(3) .9944(2) .95866(9) .0529(5) Uani d . 1 . C H16A .7378 .9887 .9953 .064 Uiso calc . 1 . H H16B .5847 1.0419 .9573 .064 Uiso calc . 1 . H C17 .6374(2) .8799(2) .93389(8) .0427(4) Uani d . 1 . C C18 .0901(4) .7230(2) .71110(11) .0704(7) Uani d . 1 . C H18A .0657 .7462 .6754 .106 Uiso calc . 1 . H H18B -.0154 .7273 .7276 .106 Uiso calc . 1 . H H18C .1308 .6471 .7110 .106 Uiso calc . 1 . H C19 .6290(3) .8701(2) .60302(8) .0463(5) Uani d . 1 . C C20 .7685(4) .7057(2) .57644(11) .0699(7) Uani d . 1 . C H20A .7732 .6273 .5837 .105 Uiso calc . 1 . H H20B .8841 .7388 .5846 .105 Uiso calc . 1 . H H20C .7267 .7140 .5397 .105 Uiso calc . 1 . H C21 .3381(3) .9535(2) .59841(8) .0470(5) Uani d . 1 . C C22 .1209(4) .8853(3) .53029(12) .0755(8) Uani d . 1 . C H22A .0797 .8157 .5123 .113 Uiso calc . 1 . H H22B .1586 .9352 .5053 .113 Uiso calc . 1 . H H22C .0274 .9190 .5467 .113 Uiso calc . 1 . H C23 .8813(2) .7847(2) .89475(8) .0406(4) Uani d . 1 . C C24 1.1217(3) .7369(2) .95726(11) .0705(7) Uani d . 1 . C H24A 1.1771 .7603 .9920 .106 Uiso calc . 1 . H H24B 1.2047 .7436 .9324 .106 Uiso calc . 1 . H H24C 1.0827 .6601 .9573 .106 Uiso calc . 1 . H O1 .3831(2) .9433(2) .84491(10) .0927(8) Uani d . 1 . O O2 .5440(2) .8114(2) .95020(7) .0632(4) Uani d . 1 . O O3 .7005(3) .9230(2) .57302(8) .0782(6) Uani d . 1 . O O4 .6497(2) .76136(13) .60852(6) .0601(4) Uani d . 1 . O O5 .2817(3) 1.04592(15) .59283(8) .0728(5) Uani d . 1 . O O6 .2682(2) .86374(14) .57047(7) .0599(4) Uani d . 1 . O O7 .9211(2) .71241(15) .86488(7) .0667(5) Uani d . 1 . O O8 .9711(2) .80772(14) .94224(6) .0562(4) Uani d . 1 . O C1' .2254(3) .6196(2) .30073(8) .0477(5) Uani d . 1 . C H1'1 .1722 .6807 .2807 .057 Uiso calc . 1 . H H1'2 .3272 .6497 .3239 .057 Uiso calc . 1 . H C2' .0922(3) .5720(2) .33421(8) .0427(4) Uani d . 1 . C H2'1 .1348 .5010 .3476 .051 Uiso calc . 1 . H H2'2 -.0188 .5573 .3118 .051 Uiso calc . 1 . H C3' .0598(3) .6510(2) .38099(7) .0408(4) Uani d . 1 . C C4' -.0165(3) .7649(2) .36272(8) .0446(4) Uani d . 1 . C H4'1 -.0308 .8125 .3935 .054 Uiso calc . 1 . H H4'2 .0665 .8019 .3433 .054 Uiso calc . 1 . H C5' -.1902(3) .7518(2) .32845(8) .0455(4) Uani d . 1 . C H5' -.2884 .7365 .3450 .055 Uiso calc . 1 . H C6' -.2161(3) .7602(2) .27651(8) .0440(4) Uani d . 1 . C H6' -.1198 .7789 .2598 .053 Uiso calc . 1 . H C7' -.3859(3) .7420(2) .24389(8) .0455(5) Uani d . 1 . C H7' -.4842 .7401 .2617 .055 Uiso calc . 1 . H C8' -.4162(2) .7279(2) .19153(8) .0451(5) Uani d . 1 . C H8' -.5328 .7173 .1765 .054 Uiso calc . 1 . H C9' .2157(3) .5200(2) .21303(8) .0465(5) Uani d . 1 . C H9' .2548 .4601 .1934 .056 Uiso calc . 1 . H C10' .2839(3) .5309(2) .26334(8) .0434(4) Uani d . 1 . C C11' .0827(3) .5940(2) .18455(8) .0447(4) Uani d . 1 . C C12' -.1000(2) .5443(2) .17216(8) .0413(4) Uani d . 1 . C H12C -.1488 .5384 .2051 .050 Uiso calc . 1 . H H12D -.0907 .4686 .1574 .050 Uiso calc . 1 . H C13' -.2307(2) .60767(15) .13414(7) .0356(4) Uani d . 1 . C C14' -.2798(2) .7273(2) .15466(7) .0394(4) Uani d . 1 . C H14' -.1724 .7624 .1738 .047 Uiso calc . 1 . H C15' -.3294(3) .7919(2) .10414(9) .0533(5) Uani d . 1 . C H15C -.4516 .7774 .0897 .064 Uiso calc . 1 . H H15D -.3119 .8721 .1113 .064 Uiso calc . 1 . H C16' -.2073(4) .7481(2) .06633(10) .0607(6) Uani d . 1 . C H16C -.2662 .7463 .0303 .073 Uiso calc . 1 . H H16D -.1030 .7958 .0686 .073 Uiso calc . 1 . H C17' -.1581(3) .6322(2) .08231(8) .0435(4) Uani d . 1 . C C18' .4221(4) .4539(2) .28669(10) .0678(7) Uani d . 1 . C H18D .4550 .4748 .3234 .102 Uiso calc . 1 . H H18E .5234 .4590 .2684 .102 Uiso calc . 1 . H H18F .3769 .3781 .2833 .102 Uiso calc . 1 . H C19' -.0668(3) .6008(2) .41630(8) .0463(5) Uani d . 1 . C C20' -.2572(4) .4528(2) .43039(12) .0754(8) Uani d . 1 . C H20D -.3035 .3832 .4136 .113 Uiso calc . 1 . H H20E -.3525 .5026 .4348 .113 Uiso calc . 1 . H H20F -.1932 .4388 .4643 .113 Uiso calc . 1 . H C21' .2342(3) .6631(2) .41780(8) .0454(4) Uani d . 1 . C C22' .4584(4) .7824(3) .46112(11) .0736(8) Uani d . 1 . C H22D .4907 .8606 .4643 .110 Uiso calc . 1 . H H22E .5495 .7405 .4471 .110 Uiso calc . 1 . H H22F .4435 .7562 .4953 .110 Uiso calc . 1 . H C23' -.3955(2) .5329(2) .12009(7) .0388(4) Uani d . 1 . C C24' -.6515(3) .4978(3) .05894(12) .0723(7) Uani d . 1 . C H24D -.7116 .5278 .0274 .108 Uiso calc . 1 . H H24E -.7274 .5002 .0860 .108 Uiso calc . 1 . H H24F -.6201 .4214 .0518 .108 Uiso calc . 1 . H O1' .1218(2) .6858(2) .17101(9) .0791(6) Uani d . 1 . O O2' -.0753(2) .5659(2) .05922(7) .0656(5) Uani d . 1 . O O3' -.0950(3) .6462(2) .45667(7) .0807(6) Uani d . 1 . O O4' -.1397(2) .50413(14) .39770(6) .0600(4) Uani d . 1 . O O5' .3086(3) .5840(2) .43726(8) .0772(6) Uani d . 1 . O O6' .2944(2) .76694(13) .42585(6) .0578(4) Uani d . 1 . O O7' -.4325(2) .45597(14) .14521(7) .0659(5) Uani d . 1 . O O8' -.4930(2) .56427(14) .07668(6) .0563(4) Uani d . 1 . O loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0492 .0322 '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 C10 C1 C2 111.2(2) no C10 C1 H1A 109.4 no C2 C1 H1A 109.4 no C10 C1 H1B 109.4 no C2 C1 H1B 109.4 no H1A C1 H1B 108.0 no C1 C2 C3 114.4(2) no C1 C2 H2A 108.7 no C3 C2 H2A 108.7 no C1 C2 H2B 108.7 no C3 C2 H2B 108.7 no H2A C2 H2B 107.6 no C21 C3 C19 105.4(2) no C21 C3 C2 109.5(2) no C19 C3 C2 112.6(2) no C21 C3 C4 108.8(2) no C19 C3 C4 107.9(2) no C2 C3 C4 112.4(2) no C5 C4 C3 113.6(2) no C5 C4 H4A 108.8 no C3 C4 H4A 108.9 no C5 C4 H4B 108.9 no C3 C4 H4B 108.9 no H4A C4 H4B 107.7 no C6 C5 C4 125.5(2) no C6 C5 H5 117.2 no C4 C5 H5 117.2 no C5 C6 C7 125.0(2) no C5 C6 H6 117.5 no C7 C6 H6 117.5 no C8 C7 C6 126.7(2) no C8 C7 H7 116.7 no C6 C7 H7 116.7 no C7 C8 C14 125.9(2) no C7 C8 H8 117.1 no C14 C8 H8 117.1 no C10 C9 C11 126.6(2) no C10 C9 H9 116.7 no C11 C9 H9 116.7 no C9 C10 C18 120.7(2) no C9 C10 C1 123.2(2) no C18 C10 C1 116.1(2) no O1 C11 C9 121.4(2) no O1 C11 C12 122.6(2) no C9 C11 C12 115.9(2) no C11 C12 C13 116.6(2) no C11 C12 H12A 108.1 no C13 C12 H12A 108.1 no C11 C12 H12B 108.1 no C13 C12 H12B 108.1 no H12A C12 H12B 107.3 no C23 C13 C12 107.27(15) no C23 C13 C17 109.0(2) no C12 C13 C17 112.0(2) no C23 C13 C14 110.88(15) no C12 C13 C14 114.8(2) no C17 C13 C14 102.85(15) no C8 C14 C15 114.5(2) no C8 C14 C13 114.0(2) no C15 C14 C13 104.4(2) no C8 C14 H14 107.9 no C15 C14 H14 107.9 no C13 C14 H14 107.9 no C16 C15 C14 105.5(2) no C16 C15 H15A 110.6 no C14 C15 H15A 110.6 no C16 C15 H15B 110.6 no C14 C15 H15B 110.6 no H15A C15 H15B 108.8 no C17 C16 C15 105.9(2) no C17 C16 H16A 110.6 no C15 C16 H16A 110.6 no C17 C16 H16B 110.6 no C15 C16 H16B 110.6 no H16A C16 H16B 108.7 no O2 C17 C16 126.4(2) no O2 C17 C13 123.6(2) no C16 C17 C13 110.0(2) no C10 C18 H18A 109.5 no C10 C18 H18B 109.5 no H18A C18 H18B 109.5 no C10 C18 H18C 109.5 no H18A C18 H18C 109.5 no H18B C18 H18C 109.5 no O3 C19 O4 123.6(2) no O3 C19 C3 122.5(2) no O4 C19 C3 113.9(2) no O4 C20 H20A 109.5 no O4 C20 H20B 109.5 no H20A C20 H20B 109.5 no O4 C20 H20C 109.5 no H20A C20 H20C 109.5 no H20B C20 H20C 109.5 no O5 C21 O6 123.1(2) no O5 C21 C3 125.3(2) no O6 C21 C3 111.6(2) no O6 C22 H22A 109.5 no O6 C22 H22B 109.5 no H22A C22 H22B 109.5 no O6 C22 H22C 109.5 no H22A C22 H22C 109.5 no H22B C22 H22C 109.5 no O7 C23 O8 123.4(2) no O7 C23 C13 124.4(2) no O8 C23 C13 112.2(2) no O8 C24 H24A 109.5 no O8 C24 H24B 109.5 no H24A C24 H24B 109.5 no O8 C24 H24C 109.5 no H24A C24 H24C 109.5 no H24B C24 H24C 109.5 no C19 O4 C20 116.8(2) no C21 O6 C22 115.6(2) no C23 O8 C24 116.0(2) no C10' C1' C2' 111.5(2) no C10' C1' H1'1 109.3 no C2' C1' H1'1 109.3 no C10' C1' H1'2 109.3 no C2' C1' H1'2 109.3 no H1'1 C1' H1'2 108.0 no C1' C2' C3' 113.3(2) no C1' C2' H2'1 108.9 no C3' C2' H2'1 108.9 no C1' C2' H2'2 108.9 no C3' C2' H2'2 108.9 no H2'1 C2' H2'2 107.7 no C21' C3' C2' 107.1(2) no C21' C3' C19' 103.3(2) no C2' C3' C19' 113.3(2) no C21' C3' C4' 113.3(2) no C2' C3' C4' 112.2(2) no C19' C3' C4' 107.4(2) no C5' C4' C3' 112.6(2) no C5' C4' H4'1 109.1 no C3' C4' H4'1 109.1 no C5' C4' H4'2 109.1 no C3' C4' H4'2 109.1 no H4'1 C4' H4'2 107.8 no C6' C5' C4' 125.5(2) no C6' C5' H5' 117.2 no C4' C5' H5' 117.2 no C5' C6' C7' 124.2(2) no C5' C6' H6' 117.9 no C7' C6' H6' 117.9 no C8' C7' C6' 127.4(2) no C8' C7' H7' 116.3 no C6' C7' H7' 116.3 no C7' C8' C14' 126.0(2) no C7' C8' H8' 117.0 no C14' C8' H8' 117.0 no C10' C9' C11' 126.7(2) no C10' C9' H9' 116.7 no C11' C9' H9' 116.7 no C9' C10' C18' 121.5(2) no C9' C10' C1' 122.6(2) no C18' C10' C1' 115.8(2) no O1' C11' C9' 121.8(2) no O1' C11' C12' 122.9(2) no C9' C11' C12' 115.3(2) no C11' C12' C13' 116.6(2) no C11' C12' H12C 108.1 no C13' C12' H12C 108.1 no C11' C12' H12D 108.1 no C13' C12' H12D 108.1 no H12C C12' H12D 107.3 no C12' C13' C23' 107.52(15) no C12' C13' C17' 112.5(2) no C23' C13' C17' 107.69(15) no C12' C13' C14' 115.34(15) no C23' C13' C14' 110.99(14) no C17' C13' C14' 102.56(15) no C8' C14' C15' 114.9(2) no C8' C14' C13' 114.5(2) no C15' C14' C13' 104.3(2) no C8' C14' H14' 107.6 no C15' C14' H14' 107.6 no C13' C14' H14' 107.6 no C16' C15' C14' 104.8(2) no C16' C15' H15C 110.8 no C14' C15' H15C 110.8 no C16' C15' H15D 110.8 no C14' C15' H15D 110.8 no H15C C15' H15D 108.9 no C17' C16' C15' 106.5(2) no C17' C16' H16C 110.4 no C15' C16' H16C 110.4 no C17' C16' H16D 110.4 no C15' C16' H16D 110.4 no H16C C16' H16D 108.6 no O2' C17' C16' 126.8(2) no O2' C17' C13' 123.6(2) no C16' C17' C13' 109.7(2) no C10' C18' H18D 109.5 no C10' C18' H18E 109.5 no H18D C18' H18E 109.5 no C10' C18' H18F 109.5 no H18D C18' H18F 109.5 no H18E C18' H18F 109.5 no O5' C21' O6' 123.4(2) no O5' C21' C3' 122.4(2) no O6' C21' C3' 114.2(2) no O4' C20' H20D 109.5 no O4' C20' H20E 109.5 no H20D C20' H20E 109.5 no O4' C20' H20F 109.5 no H20D C20' H20F 109.5 no H20E C20' H20F 109.5 no O3' C19' O4' 123.6(2) no O3' C19' C3' 122.4(2) no O4' C19' C3' 114.0(2) no O6' C22' H22D 109.5 no O6' C22' H22E 109.5 no H22D C22' H22E 109.5 no O6' C22' H22F 109.5 no H22D C22' H22F 109.5(3) no H22E C22' H22F 109.5(3) no O7' C23' O8' 123.9(2) no O7' C23' C13' 124.4(2) no O8' C23' C13' 111.7(2) no O8' C24' H24D 109.5 no O8' C24' H24E 109.5 no H24D C24' H24E 109.5 no O8' C24' H24F 109.5 no H24D C24' H24F 109.5 no H24E C24' H24F 109.5 no C19' O4' C20' 115.7(2) no C21' O6' C22' 116.0(2) no C23' O8' C24' 116.5(2) no 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 C1 C10 . 1.506(3) no C1 C2 . 1.535(3) no C1 H1A . .970 no C1 H1B . .970 no C2 C3 . 1.541(3) no C2 H2A . .970 no C2 H2B . .970 no C3 C21 . 1.528(3) no C3 C19 . 1.537(3) no C3 C4 . 1.549(3) no C4 C5 . 1.492(3) no C4 H4A . .970 no C4 H4B . .970 no C5 C6 . 1.325(3) no C5 H5 . .930 no C6 C7 . 1.453(3) no C6 H6 . .930 no C7 C8 . 1.330(3) no C7 H7 . .930 no C8 C14 . 1.497(3) no C8 H8 . .930 no C9 C10 . 1.319(3) no C9 C11 . 1.492(3) no C9 H9 . .930 no C10 C18 . 1.501(3) no C11 O1 . 1.201(3) no C11 C12 . 1.497(3) no C12 C13 . 1.531(3) no C12 H12A . .970 no C12 H12B . .970 no C13 C23 . 1.523(3) no C13 C17 . 1.541(3) no C13 C14 . 1.564(3) no C14 C15 . 1.541(3) no C14 H14 . .980 no C15 C16 . 1.519(3) no C15 H15A . .970 no C15 H15B . .970 no C16 C17 . 1.504(3) no C16 H16A . .970 no C16 H16B . .970 no C17 O2 . 1.203(2) no C18 H18A . .960 no C18 H18B . .960 no C18 H18C . .960 no C19 O3 . 1.196(3) no C19 O4 . 1.319(3) no C20 O4 . 1.450(3) no C20 H20A . .960 no C20 H20B . .960 no C20 H20C . .960 no C21 O5 . 1.195(3) no C21 O6 . 1.328(3) no C22 O6 . 1.454(3) no C22 H22A . .960 no C22 H22B . .960 no C22 H22C . .960 no C23 O7 . 1.195(2) no C23 O8 . 1.331(2) no C24 O8 . 1.456(3) no C24 H24A . .960 no C24 H24B . .960 no C24 H24C . .960 no C1' C10' . 1.506(3) no C1' C2' . 1.535(3) no C1' H1'1 . .970 no C1' H1'2 . .970 no C2' C3' . 1.538(3) no C2' H2'1 . .970 no C2' H2'2 . .970 no C3' C21' . 1.531(3) no C3' C19' . 1.542(3) no C3' C4' . 1.548(3) no C4' C5' . 1.496(3) no C4' H4'1 . .970 no C4' H4'2 . .970 no C5' C6' . 1.324(3) no C5' H5' . .930 no C6' C7' . 1.458(3) no C6' H6' . .930 no C7' C8' . 1.331(3) no C7' H7' . .930 no C8' C14' . 1.496(3) no C8' H8' . .930 no C9' C10' . 1.323(3) no C9' C11' . 1.490(3) no C9' H9' . .930 no C10' C18' . 1.489(3) no C11' O1' . 1.208(3) no C11' C12' . 1.503(3) no C12' C13' . 1.529(3) no C12' H12C . .970 no C12' H12D . .970 no C13' C23' . 1.532(2) no C13' C17' . 1.541(3) no C13' C14' . 1.565(3) no C14' C15' . 1.538(3) no C14' H14' . .980 no C15' C16' . 1.512(4) no C15' H15C . .970 no C15' H15D . .970 no C16' C17' . 1.495(3) no C16' H16C . .970 no C16' H16D . .970 no C17' O2' . 1.201(3) no C18' H18D . .960 no C18' H18E . .960 no C18' H18F . .960 no C21' O5' . 1.198(3) no C21' O6' . 1.315(3) no C20' O4' . 1.453(3) no C20' H20D . .960 no C20' H20E . .960 no C20' H20F . .960 no C19' O3' . 1.191(3) no C19' O4' . 1.318(3) no C22' O6' . 1.451(3) no C22' H22D . .960 no C22' H22E . .960 no C22' H22F . .960 no C23' O7' . 1.195(2) no C23' O8' . 1.323(2) no C24' O8' . 1.454(3) no C24' H24D . .960 no C24' H24E . .960 no C24' H24F . .960 no 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_publ_flag C10 C1 C2 C3 169.9(2) no C1 C2 C3 C21 -60.2(2) no C1 C2 C3 C19 -177.1(2) no C1 C2 C3 C4 60.8(2) no C21 C3 C4 C5 -176.6(2) no C19 C3 C4 C5 -62.8(2) no C2 C3 C4 C5 62.0(2) no C3 C4 C5 C6 -108.9(2) yes C4 C5 C6 C7 177.9(2) no C5 C6 C7 C8 -161.8(2) yes C6 C7 C8 C14 1.2(4) no C11 C9 C10 C18 -178.4(2) no C11 C9 C10 C1 3.3(3) no C2 C1 C10 C9 98.5(3) no C2 C1 C10 C18 -79.9(3) no C10 C9 C11 O1 77.1(3) no C10 C9 C11 C12 -104.9(3) no O1 C11 C12 C13 10.5(3) no C9 C11 C12 C13 -167.5(2) no C11 C12 C13 C23 170.3(2) no C11 C12 C13 C17 50.8(2) no C11 C12 C13 C14 -66.0(2) no C7 C8 C14 C15 -138.2(2) no C7 C8 C14 C13 101.6(2) no C23 C13 C14 C8 38.9(2) no C12 C13 C14 C8 -82.9(2) no C17 C13 C14 C8 155.2(2) no C23 C13 C14 C15 -86.8(2) no C12 C13 C14 C15 151.4(2) no C17 C13 C14 C15 29.5(2) no C8 C14 C15 C16 -159.7(2) no C13 C14 C15 C16 -34.3(2) no C14 C15 C16 C17 25.0(2) no C15 C16 C17 O2 174.0(2) no C15 C16 C17 C13 -6.1(2) no C23 C13 C17 O2 -77.1(2) no C12 C13 C17 O2 41.4(3) no C14 C13 C17 O2 165.2(2) no C23 C13 C17 C16 103.0(2) no C12 C13 C17 C16 -138.5(2) no C14 C13 C17 C16 -14.7(2) no C21 C3 C19 O3 67.5(3) no C2 C3 C19 O3 -173.2(2) no C4 C3 C19 O3 -48.6(3) no C21 C3 C19 O4 -110.3(2) no C2 C3 C19 O4 9.0(3) no C4 C3 C19 O4 133.6(2) no C19 C3 C21 O5 -120.3(2) no C2 C3 C21 O5 118.3(2) no C4 C3 C21 O5 -4.8(3) no C19 C3 C21 O6 59.0(2) no C2 C3 C21 O6 -62.4(2) no C4 C3 C21 O6 174.5(2) no C12 C13 C23 O7 19.7(3) no C17 C13 C23 O7 141.1(2) no C14 C13 C23 O7 -106.4(2) no C12 C13 C23 O8 -160.4(2) no C17 C13 C23 O8 -39.0(2) no C14 C13 C23 O8 73.5(2) no O3 C19 O4 C20 0.9(4) no C3 C19 O4 C20 178.6(2) no O5 C21 O6 C22 2.6(3) no C3 C21 O6 C22 -176.7(2) no O7 C23 O8 C24 -1.7(3) no C13 C23 O8 C24 178.5(2) no C10' C1' C2' C3' 167.2(2) no C1' C2' C3' C21' -63.8(2) no C1' C2' C3' C19' -177.0(2) no C1' C2' C3' C4' 61.1(2) no C21' C3' C4' C5' -177.8(2) no C2' C3' C4' C5' 60.7(2) no C19' C3' C4' C5' -64.4(2) no C3' C4' C5' C6' -104.3(2) yes C4' C5' C6' C7' 177.1(2) no C5' C6' C7' C8' -166.1(2) yes C6' C7' C8' C14' 0.2(4) no C11' C9' C10' C18' -177.4(2) no C11' C9' C10' C1' 3.8(4) no C2' C1' C10' C9' 98.6(2) no C2' C1' C10' C18' -80.3(2) no C10' C9' C11' O1' 75.9(3) no C10' C9' C11' C12' -106.5(3) no O1' C11' C12' C13' 8.9(3) no C9' C11' C12' C13' -168.7(2) no C11' C12' C13' C23' 170.7(2) no C11' C12' C13' C17' 52.2(2) no C11' C12' C13' C14' -64.9(2) no C7' C8' C14' C15' -137.6(2) no C7' C8' C14' C13' 101.7(2) no C12' C13' C14' C8' -80.7(2) no C23' C13' C14' C8' 41.9(2) no C17' C13' C14' C8' 156.7(2) no C12' C13' C14' C15' 152.9(2) no C23' C13' C14' C15' -84.6(2) no C17' C13' C14' C15' 30.2(2) no C8' C14' C15' C16' -161.5(2) no C13' C14' C15' C16' -35.2(2) no C14' C15' C16' C17' 26.0(2) no C15' C16' C17' O2' 173.1(2) no C15' C16' C17' C13' -6.8(2) no C12' C13' C17' O2' 40.9(3) no C23' C13' C17' O2' -77.4(2) no C14' C13' C17' O2' 165.4(2) no C12' C13' C17' C16' -139.3(2) no C23' C13' C17' C16' 102.4(2) no C14' C13' C17' C16' -14.7(2) no C2' C3' C21' O5' -58.5(3) no C19' C3' C21' O5' 61.4(3) no C4' C3' C21' O5' 177.2(2) no C2' C3' C21' O6' 121.3(2) no C19' C3' C21' O6' -118.8(2) no C4' C3' C21' O6' -3.0(2) no C21' C3' C19' O3' 58.0(3) no C2' C3' C19' O3' 173.5(2) no C4' C3' C19' O3' -62.0(3) no C21' C3' C19' O4' -122.1(2) no C2' C3' C19' O4' -6.6(3) no C4' C3' C19' O4' 117.9(2) no C12' C13' C23' O7' 18.7(3) no C17' C13' C23' O7' 140.2(2) no C14' C13' C23' O7' -108.3(2) no C12' C13' C23' O8' -161.6(2) no C17' C13' C23' O8' -40.1(2) no C14' C13' C23' O8' 71.4(2) no O3' C19' O4' C20' -1.3(4) no C3' C19' O4' C20' 178.8(2) no O5' C21' O6' C22' -1.1(3) no C3' C21' O6' C22' 179.2(2) no O7' C23' O8' C24' -1.4(3) no C13' C23' O8' C24' 178.8(2) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139055881