#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/22/2012200.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_2012200 loop_ _publ_author_name 'Brunskill, Andrew P. J.' 'Lalancette, Roger A.' 'Thompson, Hugh W.' _publ_section_title ; (--)-Dioxosantadienic acid: hydrogen-bonding patterns in a bicyclic sesquiterpenoid keto acid and its monohydrate ; _journal_issue 9 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1075 _journal_page_last 1078 _journal_paper_doi 10.1107/S0108270101009441 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C15 H18 O4 , H2 O' _chemical_formula_sum 'C15 H20 O5' _chemical_formula_weight 280.31 _chemical_melting_point 378 _chemical_name_common '(-)-dioxosantadienic acid monohydrate' _chemical_name_systematic ; (-)-2-(1,2,3,4,6,8a-hexahydro-5,8a-dimethyl-4,6-dioxo-3-naphthyl)propionic acid monohydrate ; _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _audit_creation_method SHELXL97 _cell_angle_alpha 90 _cell_angle_beta 100.13(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.7200(10) _cell_length_b 18.170(3) _cell_length_c 9.589(2) _cell_measurement_reflns_used 20 _cell_measurement_temperature 248(2) _cell_measurement_theta_max 14.3 _cell_measurement_theta_min 2.2 _cell_volume 1495.6(4) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1996)' _computing_data_reduction XSCANS _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 248(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method '2\q/\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .055 _diffrn_reflns_av_sigmaI/netI .073 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 5800 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.16 _diffrn_standards_decay_% 'variation < 1.5' _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .093 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.245 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 600 _exptl_crystal_size_max .4 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .2 _refine_diff_density_max .29 _refine_diff_density_min -.27 _refine_ls_extinction_coef none _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.05 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 372 _refine_ls_number_reflns 2725 _refine_ls_number_restraints 5 _refine_ls_restrained_S_all 1.05 _refine_ls_R_factor_all .088 _refine_ls_R_factor_gt .052 _refine_ls_shift/su_max .02 _refine_ls_shift/su_mean .00 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0291P)^2^+0.2925P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .103 _reflns_number_gt 1932 _reflns_number_total 2725 _reflns_threshold_expression I>2\s(I) _cod_data_source_file fg1635.cif _cod_data_source_block II _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Y' changed to 'y' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (4 times). Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (4 times). '_geom_angle_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (4 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 2012200 _cod_database_fobs_code 2012200 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 .7849(4) .37401(19) .1651(3) .0456(9) Uani d . 1 . . O O2 .5164(5) .2379(2) .5464(4) .0647(11) Uani d . 1 . . O O3 .8529(5) .5388(2) .2780(4) .0647(12) Uani d . 1 . . O O4 .9098(4) .5363(2) .0610(4) .0566(11) Uani d . 1 . . O O5 .5996(6) .5984(2) .3871(5) .113(2) Uani d D 1 . . O C1 .8648(5) .3599(3) .2800(5) .0321(11) Uani d . 1 . . C C2 1.0110(5) .4011(2) .3375(5) .0308(11) Uani d . 1 . . C C3 1.1424(5) .3474(3) .3928(5) .0369(12) Uani d . 1 . . C C4 1.0929(6) .2859(3) .4863(5) .0421(13) Uani d . 1 . . C C4A .9461(6) .2435(3) .4132(5) .0369(12) Uani d . 1 . . C C5 .9020(7) .1873(3) .5128(5) .0560(15) Uani d . 1 . . C C6 .7659(8) .1864(3) .5542(6) .0595(16) Uani d . 1 . . C C7 .6458(7) .2404(3) .5093(5) .0515(15) Uani d . 1 . . C C8 .6828(5) .3007(3) .4170(5) .0398(12) Uani d . 1 . . C C8A .8203(5) .3002(3) .3717(4) .0317(11) Uani d . 1 . . C C9 1.0537(5) .4571(2) .2307(5) .0318(11) Uani d . 1 . . C C10 .9257(6) .5134(3) .1926(5) .0398(12) Uani d . 1 . . C C11 1.2033(6) .4978(3) .2868(6) .0522(15) Uani d . 1 . . C C12 .5621(6) .3602(3) .3823(6) .0544(15) Uani d . 1 . . C C13 .9829(7) .2028(3) .2810(5) .0563(16) Uani d . 1 . . C O1' .2954(4) .30355(19) 1.0949(3) .0461(9) Uani d . 1 . . O O2' -.1393(4) .4348(2) .7202(4) .0657(11) Uani d . 1 . . O O3' .3080(4) .14375(19) .9993(4) .0540(10) Uani d . 1 . . O O4' .4751(4) .1499(2) 1.2045(4) .0510(10) Uani d . 1 . . O O5' .6715(5) .5586(2) .6627(3) .0875(15) Uani d D 1 . . O C1' .3207(5) .3170(2) .9773(5) .0328(11) Uani d . 1 . . C C2' .4411(5) .2762(2) .9114(5) .0317(11) Uani d . 1 . . C C3' .5461(5) .3317(3) .8511(5) .0362(12) Uani d . 1 . . C C4' .4540(5) .3915(3) .7612(5) .0405(12) Uani d . 1 . . C C4A' .3414(6) .4329(3) .8417(5) .0394(12) Uani d . 1 . . C C5' .2531(6) .4898(3) .7465(5) .0478(13) Uani d . 1 . . C C6' .1002(7) .4909(3) .7093(6) .0538(15) Uani d . 1 . . C C7' .0030(6) .4341(3) .7567(5) .0424(13) Uani d . 1 . . C C8' .0815(5) .3749(3) .8480(5) .0348(11) Uani d . 1 . . C C8A' .2358(5) .3767(2) .8881(4) .0309(11) Uani d . 1 . . C C9' .5320(5) .2220(3) 1.0160(5) .0359(12) Uani d . 1 . . C C10' .4244(6) .1692(3) 1.0717(5) .0372(12) Uani d . 1 . . C C11' .6498(6) .1761(3) .9502(6) .0503(14) Uani d . 1 . . C C12' -.0232(6) .3155(3) .8852(5) .0498(14) Uani d . 1 . . C C13' .4354(6) .4731(3) .9717(5) .0502(15) Uani d . 1 . . C H4 .842(7) .577(3) .048(6) .080 Uiso d . 1 . . H HW1 .6761 .5860 .3517 .080 Uiso d D 1 . . H HW2 .5564 .6396 .3838 .080 Uiso d D 1 . . H H2 .9899 .4295 .4201 .037 Uiso calc R 1 . . H H3A 1.2293 .3749 .4478 .044 Uiso calc R 1 . . H H3B 1.1797 .3250 .3120 .044 Uiso calc R 1 . . H H4A 1.0718 .3076 .5746 .051 Uiso calc R 1 . . H H4B 1.1792 .2511 .5109 .051 Uiso calc R 1 . . H H5 .9752 .1508 .5477 .067 Uiso calc R 1 . . H H6 .7458 .1488 .6158 .071 Uiso calc R 1 . . H H9 1.0670 .4305 .1435 .020(10) Uiso calc R 1 . . H H11A 1.2904 .4640 .2954 .078 Uiso calc R 1 . . H H11B 1.1975 .5184 .3791 .078 Uiso calc R 1 . . H H11C 1.2177 .5372 .2220 .078 Uiso calc R 1 . . H H12A .5403 .3816 .4694 .082 Uiso calc R 1 . . H H12B .4673 .3393 .3289 .082 Uiso calc R 1 . . H H12C .6009 .3981 .3263 .082 Uiso calc R 1 . . H H13A 1.0100 .2384 .2141 .085 Uiso calc R 1 . . H H13B .8920 .1751 .2370 .085 Uiso calc R 1 . . H H13C 1.0695 .1694 .3093 .085 Uiso calc R 1 . . H H4' .429(7) .117(4) 1.239(6) .080 Uiso d . 1 . . H HW3 .7319 .5231 .6806 .080 Uiso d D 1 . . H HW4 .6636 .5698 .5776 .080 Uiso d D 1 . . H H2' .3847 .2473 .8308 .038 Uiso calc R 1 . . H H3'A .6165 .3549 .9298 .043 Uiso calc R 1 . . H H3'B .6101 .3052 .7932 .043 Uiso calc R 1 . . H H4'A .3941 .3691 .6758 .049 Uiso calc R 1 . . H H4'B .5269 .4268 .7315 .049 Uiso calc R 1 . . H H5' .3104 .5270 .7111 .057 Uiso calc R 1 . . H H6' .0529 .5290 .6509 .065 Uiso calc R 1 . . H H9A .5898 .2502 1.0969 .043 Uiso calc R 1 . . H H11D .7042 .1426 1.0208 .075 Uiso calc R 1 . . H H11E .7244 .2087 .9179 .075 Uiso calc R 1 . . H H11F .5950 .1481 .8706 .075 Uiso calc R 1 . . H H12D .0383 .2793 .9451 .075 Uiso calc R 1 . . H H12E -.0759 .2919 .7993 .075 Uiso calc R 1 . . H H12F -.0998 .3367 .9355 .075 Uiso calc R 1 . . H H13D .3643 .4991 1.0217 .075 Uiso calc R 1 . . H H13E .5063 .5080 .9403 .075 Uiso calc R 1 . . H H13F .4944 .4374 1.0347 .075 Uiso calc R 1 . . H 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 .0360(18) .059(2) .0395(19) -.0042(19) -.0008(16) .0098(19) O2 .073(3) .067(3) .064(3) -.022(2) .038(2) -.008(2) O3 .078(3) .063(3) .060(2) .033(2) .033(2) .011(2) O4 .067(3) .056(3) .050(2) .026(2) .019(2) .015(2) O5 .146(5) .115(4) .093(3) .082(4) .066(3) .024(3) C1 .028(2) .038(3) .031(3) .009(2) .006(2) -.001(2) C2 .030(3) .030(3) .034(3) -.002(2) .008(2) -.001(2) C3 .028(3) .045(3) .036(3) .007(2) .000(2) .001(2) C4 .043(3) .043(3) .038(3) .011(3) .000(2) .008(2) C4A .044(3) .035(3) .031(2) .004(3) .006(2) .003(2) C5 .073(4) .041(3) .054(4) .003(3) .013(3) .005(3) C6 .090(5) .041(3) .050(3) -.003(4) .019(3) .010(3) C7 .057(4) .058(4) .043(3) -.023(3) .018(3) -.010(3) C8 .042(3) .047(3) .033(3) -.017(3) .015(2) -.002(2) C8A .035(3) .029(3) .029(2) -.009(2) .001(2) -.003(2) C9 .030(2) .032(3) .036(3) .001(2) .013(2) -.005(2) C10 .048(3) .035(3) .039(3) .001(2) .014(3) .001(2) C11 .043(3) .041(3) .074(4) -.007(3) .013(3) .004(3) C12 .031(3) .079(4) .055(3) .009(3) .011(2) .006(3) C13 .074(4) .043(3) .054(3) .010(3) .014(3) -.006(3) O1' .055(2) .051(2) .0364(19) .0061(19) .0198(17) .0072(17) O2' .045(2) .066(3) .081(3) .017(2) -.003(2) .000(2) O3' .057(2) .041(2) .061(2) -.0157(19) .002(2) -.0012(18) O4' .056(2) .050(2) .045(2) -.0085(19) .0049(18) .0088(18) O5' .131(4) .072(3) .068(3) .054(3) .038(3) .008(2) C1' .030(3) .028(3) .040(3) -.011(2) .005(2) -.004(2) C2' .033(3) .033(3) .029(2) .002(2) .006(2) -.005(2) C3' .029(3) .051(3) .031(3) -.005(2) .010(2) .002(2) C4' .043(3) .047(3) .032(3) -.007(3) .010(2) .010(2) C4A' .047(3) .034(3) .036(3) -.003(3) .003(2) .001(2) C5' .062(4) .030(3) .052(3) .002(3) .013(3) .009(3) C6' .063(4) .037(3) .059(4) .015(3) .005(3) .012(3) C7' .049(3) .039(3) .040(3) .010(3) .010(3) -.008(3) C8' .038(3) .032(3) .035(2) .005(2) .008(2) -.004(2) C8A' .038(3) .024(3) .032(2) .003(2) .008(2) -.004(2) C9' .034(3) .034(3) .039(3) -.006(2) .005(2) -.002(2) C10' .042(3) .030(3) .037(3) .004(2) .000(2) -.006(2) C11' .042(3) .043(3) .067(3) .006(3) .014(3) .002(3) C12' .035(3) .068(4) .048(3) .004(3) .012(2) .001(3) C13' .061(4) .034(3) .055(4) -.011(3) .009(3) -.005(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 '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 .0106 .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 O1 C1 C8A 121.2(4) ? O1 C1 C2 122.7(4) ? C8A C1 C2 116.1(4) ? C1 C2 C3 110.3(4) ? C1 C2 C9 112.1(4) ? C3 C2 C9 113.5(4) ? C2 C3 C4 113.2(4) ? C3 C4 C4A 113.0(4) ? C5 C4A C8A 112.3(4) ? C5 C4A C13 108.1(4) ? C8A C4A C13 110.9(4) ? C5 C4A C4 109.6(4) ? C8A C4A C4 106.5(4) ? C13 C4A C4 109.5(4) ? C6 C5 C4A 123.3(6) ? C5 C6 C7 123.1(5) ? O2 C7 C6 122.5(5) ? O2 C7 C8 120.2(5) ? C6 C7 C8 117.3(5) ? C8A C8 C7 119.3(5) ? C8A C8 C12 124.2(5) ? C7 C8 C12 116.5(4) ? C8 C8A C1 121.7(4) ? C8 C8A C4A 124.6(4) ? C1 C8A C4A 113.6(4) ? C10 C9 C11 108.0(4) ? C10 C9 C2 110.8(4) ? C11 C9 C2 112.5(4) ? O3 C10 O4 123.3(5) ? O3 C10 C9 123.2(5) y O4 C10 C9 113.3(4) y O1' C1' C8A' 121.8(4) ? O1' C1' C2' 122.9(4) ? C8A' C1' C2' 115.3(4) ? C1' C2' C9' 111.1(4) ? C1' C2' C3' 109.8(4) ? C9' C2' C3' 113.3(4) ? C4' C3' C2' 112.9(4) ? C3' C4' C4A' 112.5(4) ? C8A' C4A' C5' 112.0(4) ? C8A' C4A' C4' 107.2(4) ? C5' C4A' C4' 109.6(4) ? C8A' C4A' C13' 110.4(4) ? C5' C4A' C13' 107.9(4) ? C4' C4A' C13' 109.8(4) ? C6' C5' C4A' 124.2(5) ? C5' C6' C7' 121.4(5) ? O2' C7' C6' 121.1(5) ? O2' C7' C8' 121.1(5) ? C6' C7' C8' 117.8(4) ? C8A' C8' C7' 119.5(5) ? C8A' C8' C12' 125.2(5) ? C7' C8' C12' 115.3(4) ? C8' C8A' C4A' 125.1(4) ? C8' C8A' C1' 121.3(4) ? C4A' C8A' C1' 113.4(4) ? C10' C9' C2' 111.2(4) ? C10' C9' C11' 107.6(4) ? C2' C9' C11' 112.8(4) ? O3' C10' O4' 123.7(5) ? O3' C10' C9' 123.3(4) y O4' C10' C9' 112.9(4) y C10 O4 H4 109(4) ? HW1 O5 HW2 127.9 ? C1 C2 H2 106.8 ? C3 C2 H2 106.8 ? C9 C2 H2 106.8 ? C2 C3 H3A 108.9 ? C4 C3 H3A 108.9 ? C2 C3 H3B 108.9 ? C4 C3 H3B 108.9 ? H3A C3 H3B 107.7 ? C3 C4 H4A 109.0 ? C4A C4 H4A 109.0 ? C3 C4 H4B 109.0 ? C4A C4 H4B 109.0 ? H4A C4 H4B 107.8 ? C6 C5 H5 118.4 ? C4A C5 H5 118.4 ? C5 C6 H6 118.4 ? C7 C6 H6 118.4 ? C10 C9 H9 108.5 ? C11 C9 H9 108.5 ? C2 C9 H9 108.5 ? C9 C11 H11A 109.5 ? C9 C11 H11B 109.5 ? H11A C11 H11B 109.5 ? C9 C11 H11C 109.5 ? H11A C11 H11C 109.5 ? H11B C11 H11C 109.5 ? C8 C12 H12A 109.5 ? C8 C12 H12B 109.5 ? H12A C12 H12B 109.5 ? C8 C12 H12C 109.5 ? H12A C12 H12C 109.5 ? H12B C12 H12C 109.5 ? C4A C13 H13A 109.5 ? C4A C13 H13B 109.5 ? H13A C13 H13B 109.5 ? C4A C13 H13C 109.5 ? H13A C13 H13C 109.5 ? H13B C13 H13C 109.5 ? C10' O4' H4' 119(4) ? HW3 O5' HW4 109.4 ? C1' C2' H2' 107.5 ? C9' C2' H2' 107.5 ? C3' C2' H2' 107.5 ? C4' C3' H3'A 109.0 ? C2' C3' H3'A 109.0 ? C4' C3' H3'B 109.0 ? C2' C3' H3'B 109.0 ? H3'A C3' H3'B 107.8 ? C3' C4' H4'A 109.1 ? C4A' C4' H4'A 109.1 ? C3' C4' H4'B 109.1 ? C4A' C4' H4'B 109.1 ? H4'A C4' H4'B 107.8 ? C6' C5' H5' 117.9 ? C4A' C5' H5' 117.9 ? C5' C6' H6' 119.3 ? C7' C6' H6' 119.3 ? C10' C9' H9A 108.4 ? C2' C9' H9A 108.4 ? C11' C9' H9A 108.4 ? C9' C11' H11D 109.5 ? C9' C11' H11E 109.5 ? H11D C11' H11E 109.5 ? C9' C11' H11F 109.5 ? H11D C11' H11F 109.5 ? H11E C11' H11F 109.5 ? C8' C12' H12D 109.5 ? C8' C12' H12E 109.5 ? H12D C12' H12E 109.5 ? C8' C12' H12F 109.5 ? H12D C12' H12F 109.5 ? H12E C12' H12F 109.5 ? C4A' C13' H13D 109.5 ? C4A' C13' H13E 109.5 ? H13D C13' H13E 109.5 ? C4A' C13' H13F 109.5 ? H13D C13' H13F 109.5 ? H13E C13' H13F 109.5 ? 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 C1 . 1.222(5) ? O2 C7 . 1.242(6) ? O3 C10 . 1.212(5) y O4 C10 . 1.313(6) y C1 C8A . 1.490(6) ? C1 C2 . 1.498(6) ? C2 C3 . 1.527(6) ? C2 C9 . 1.535(6) ? C3 C4 . 1.542(7) ? C4 C4A . 1.552(6) ? C4A C5 . 1.494(7) ? C4A C8A . 1.507(6) ? C4A C13 . 1.548(6) ? C5 C6 . 1.316(8) ? C6 C7 . 1.444(8) ? C7 C8 . 1.479(7) ? C8 C8A . 1.345(6) ? C8 C12 . 1.505(7) ? C9 C10 . 1.511(6) ? C9 C11 . 1.513(6) ? O1' C1' . 1.212(5) ? O2' C7' . 1.228(6) ? O3' C10' . 1.216(5) y O4' C10' . 1.320(6) y C1' C8A' . 1.494(6) ? C1' C2' . 1.511(6) ? C2' C9' . 1.525(6) ? C2' C3' . 1.541(6) ? C3' C4' . 1.524(6) ? C4' C4A' . 1.546(6) ? C4A' C8A' . 1.494(6) ? C4A' C5' . 1.499(6) ? C4A' C13' . 1.550(6) ? C5' C6' . 1.318(7) ? C6' C7' . 1.458(7) ? C7' C8' . 1.476(7) ? C8' C8A' . 1.333(6) ? C8' C12' . 1.498(7) ? C9' C10' . 1.504(7) ? C9' C11' . 1.542(7) ? O4 H4 . .94(6) ? O5 HW1 . .8307 ? O5 HW2 . .8373 ? C2 H2 . .9900 ? C3 H3A . .9800 ? C3 H3B . .9800 ? C4 H4A . .9800 ? C4 H4B . .9800 ? C5 H5 . .9400 ? C6 H6 . .9400 ? C9 H9 . .9900 ? C11 H11A . .9700 ? C11 H11B . .9700 ? C11 H11C . .9700 ? C12 H12A . .9700 ? C12 H12B . .9700 ? C12 H12C . .9700 ? C13 H13A . .9700 ? C13 H13B . .9700 ? C13 H13C . .9700 ? O4' H4' . .82(6) ? O5' HW3 . .8314 ? O5' HW4 . .8318 ? C2' H2' . .9900 ? C3' H3'A . .9800 ? C3' H3'B . .9800 ? C4' H4'A . .9800 ? C4' H4'B . .9800 ? C5' H5' . .9400 ? C6' H6' . .9400 ? C9' H9A . .9900 ? C11' H11D . .9700 ? C11' H11E . .9700 ? C11' H11F . .9700 ? C12' H12D . .9700 ? C12' H12E . .9700 ? C12' H12F . .9700 ? C13' H13D . .9700 ? C13' H13E . .9700 ? C13' H13F . .9700 ? 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 O1 C1 C2 C3 -132.5(4) C8A C1 C2 C3 47.9(5) O1 C1 C2 C9 -4.9(6) C8A C1 C2 C9 175.5(4) C1 C2 C3 C4 -46.5(5) C9 C2 C3 C4 -173.4(4) C2 C3 C4 C4A 53.6(5) C3 C4 C4A C5 -177.6(4) C3 C4 C4A C8A -55.9(5) C3 C4 C4A C13 64.0(5) C8A C4A C5 C6 2.6(7) C13 C4A C5 C6 -120.0(6) C4 C4A C5 C6 120.7(6) C4A C5 C6 C7 -1.1(9) C5 C6 C7 O2 178.2(6) C5 C6 C7 C8 -2.4(8) O2 C7 C8 C8A -176.4(5) C6 C7 C8 C8A 4.2(7) O2 C7 C8 C12 4.9(7) C6 C7 C8 C12 -174.5(5) C7 C8 C8A C1 -179.2(4) C12 C8 C8A C1 -.5(7) C7 C8 C8A C4A -2.7(7) C12 C8 C8A C4A 175.9(4) O1 C1 C8A C8 -58.4(6) C2 C1 C8A C8 121.2(5) O1 C1 C8A C4A 124.8(4) C2 C1 C8A C4A -55.6(5) C5 C4A C8A C8 -.6(6) C13 C4A C8A C8 120.4(5) C4 C4A C8A C8 -120.5(5) C5 C4A C8A C1 176.1(4) C13 C4A C8A C1 -62.8(5) C4 C4A C8A C1 56.2(5) C1 C2 C9 C10 60.3(5) C3 C2 C9 C10 -173.8(4) C1 C2 C9 C11 -178.8(4) C3 C2 C9 C11 -52.9(5) C11 C9 C10 O3 -84.7(6) C2 C9 C10 O3 38.9(6) C11 C9 C10 O4 90.2(5) C2 C9 C10 O4 -146.2(4) O1' C1' C2' C9' -4.6(6) C8A' C1' C2' C9' 174.3(4) O1' C1' C2' C3' -130.7(4) C8A' C1' C2' C3' 48.2(5) C1' C2' C3' C4' -48.0(5) C9' C2' C3' C4' -172.8(4) C2' C3' C4' C4A' 54.9(5) C3' C4' C4A' C8A' -57.3(5) C3' C4' C4A' C5' -179.1(4) C3' C4' C4A' C13' 62.6(5) C8A' C4A' C5' C6' .8(7) C4' C4A' C5' C6' 119.6(6) C13' C4A' C5' C6' -120.9(6) C4A' C5' C6' C7' -1.5(8) C5' C6' C7' O2' -179.0(5) C5' C6' C7' C8' -.1(8) O2' C7' C8' C8A' -178.5(5) C6' C7' C8' C8A' 2.6(6) O2' C7' C8' C12' 2.9(7) C6' C7' C8' C12' -176.0(4) C7' C8' C8A' C4A' -3.5(7) C12' C8' C8A' C4A' 175.0(4) C7' C8' C8A' C1' -178.4(4) C12' C8' C8A' C1' .1(7) C5' C4A' C8A' C8' 1.8(6) C4' C4A' C8A' C8' -118.4(5) C13' C4A' C8A' C8' 122.1(5) C5' C4A' C8A' C1' 177.1(4) C4' C4A' C8A' C1' 56.9(5) C13' C4A' C8A' C1' -62.7(5) O1' C1' C8A' C8' -61.2(6) C2' C1' C8A' C8' 119.9(5) O1' C1' C8A' C4A' 123.3(5) C2' C1' C8A' C4A' -55.5(5) C1' C2' C9' C10' 55.8(5) C3' C2' C9' C10' 180.0(4) C1' C2' C9' C11' 176.8(4) C3' C2' C9' C11' -59.1(5) C2' C9' C10' O3' 37.9(6) C11' C9' C10' O3' -86.0(6) C2' C9' C10' O4' -146.1(4) C11' C9' C10' O4' 90.0(5) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 26231154 2 PubChem 139058306