#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/16/2011670.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_2011670 loop_ _publ_author_name 'Sahana, Sirin' 'Bandyopadhyay, Chandrakanta' 'Chaudhuri, Siddhartha' _publ_section_title 13,13a-Dihydro-13-methoxy-9-methyl-1-benzopyrano[4,3-i]dinaphtho[2,1-c;1',2'-f]-2,8-dioxabicyclo[3.3.1]nonane _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1450 _journal_page_last 1451 _journal_paper_doi 10.1107/S010827010001180X _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C32 H24 O4' _chemical_formula_sum 'C32 H24 O4' _chemical_formula_weight 472.51 _chemical_melting_point 521.15 _chemical_name_systematic ; 13,13a-Dihydro-9-methyl-13-methoxy-1-benzopyrano[4,3-i]- dinaphtho[2,1-c;1',2'-f]-2,8-dioxabicyclo[3,3,1]nonane ; _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-97 _cell_angle_alpha 102.23(6) _cell_angle_beta 114.58(3) _cell_angle_gamma 100.64(6) _cell_formula_units_Z 2 _cell_length_a 10.191(7) _cell_length_b 10.963(10) _cell_length_c 12.6210(11) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 20 _cell_measurement_theta_min 15 _cell_volume 1192.7(16) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'NRCVAX (Gabe et al., 1989)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 and PARST93 (Nardelli, 1993)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .970 _diffrn_measured_fraction_theta_max .970 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54180 _diffrn_reflns_av_R_equivalents .0000 _diffrn_reflns_av_sigmaI/netI .0183 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 4396 _diffrn_reflns_theta_full 69.95 _diffrn_reflns_theta_max 69.95 _diffrn_reflns_theta_min 4.07 _diffrn_standards_decay_% 0.3% _diffrn_standards_interval_time 60 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .689 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.316 _exptl_crystal_density_method 'not measured' _exptl_crystal_description irregular _exptl_crystal_F_000 496 _exptl_crystal_size_max .35 _exptl_crystal_size_mid .27 _exptl_crystal_size_min .23 _refine_diff_density_max .214 _refine_diff_density_min -.215 _refine_ls_extinction_coef .0060(19) _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 328 _refine_ls_number_reflns 4396 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.039 _refine_ls_R_factor_all .0614 _refine_ls_R_factor_gt .0504 _refine_ls_shift/su_max .030 _refine_ls_shift/su_mean .001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0968P)^2^+0.1715P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1514 _reflns_number_gt 3505 _reflns_number_total 4396 _reflns_threshold_expression I>2\s(I) _cod_data_source_file vj1108.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '248\%' was changed to '521.15' - it was converted from degrees Celsius(C) to Kelvins(K). Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '248\%' was changed to '521.15' - it was converted from degrees Celsius(C) to Kelvins(K). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 1192.7(14) _cod_database_code 2011670 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -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 C1 .5534(2) .91517(18) .67123(17) .0516(4) Uani d . 1 . . C H1 .5883 .8592 .6307 .062 Uiso calc R 1 . . H C2 .5695(2) 1.03949(19) .66477(19) .0610(5) Uani d . 1 . . C H2 .6148 1.0665 .6197 .073 Uiso calc R 1 . . H C3 .5188(2) 1.12687(19) .7250(2) .0665(6) Uani d . 1 . . C H3 .5314 1.2115 .7205 .080 Uiso calc R 1 . . H C4 .4515(2) 1.08757(18) .7897(2) .0598(5) Uani d . 1 . . C H4 .4190 1.1463 .8300 .072 Uiso calc R 1 . . H C4A .42937(19) .95886(16) .79740(16) .0476(4) Uani d . 1 . . C C5 .3493(2) .91408(17) .85679(16) .0518(4) Uani d . 1 . . C H5 .3207 .9731 .9009 .062 Uiso calc R 1 . . H C6 .3131(2) .78666(17) .85089(15) .0496(4) Uani d . 1 . . C H6 .2537 .7572 .8852 .060 Uiso calc R 1 . . H C6A .36634(19) .69919(16) .79228(14) .0429(4) Uani d . 1 . . C C6B .45968(18) .74027(15) .74465(14) .0406(4) Uani d . 1 . . C C6C .48445(18) .87000(15) .73863(14) .0426(4) Uani d . 1 . . C O7 .31670(15) .57111(11) .78547(11) .0509(3) Uani d . 1 . . O C7A .3403(2) .46687(16) .71026(15) .0445(4) Uani d . 1 . . C C7B .1969(2) .35453(17) .64277(16) .0484(4) Uani d . 1 . . C C8 .1518(2) .27384(17) .70107(18) .0520(4) Uani d . 1 . . C H8 .2111 .2926 .7853 .062 Uiso calc R 1 . . H C9 .0222(2) .16700(19) .6382(2) .0595(5) Uani d . 1 . . C C10 -.0663(2) .1436(2) .5130(2) .0664(6) Uani d . 1 . . C H10 -.1549 .0731 .4689 .080 Uiso calc R 1 . . H C11 -.0264(2) .2219(2) .4528(2) .0671(6) Uani d . 1 . . C H11 -.0885 .2046 .3692 .080 Uiso calc R 1 . . H C11A .1061(2) .32665(18) .51627(17) .0552(5) Uani d . 1 . . C O12 .14453(17) .39520(13) .44872(12) .0667(4) Uani d . 1 . . O C13 .2582(2) .52019(17) .51599(15) .0475(4) Uani d . 1 . . C H13 .2160 .5851 .5451 .057 Uiso calc R 1 . . H C13A .39196(19) .51037(16) .62346(14) .0436(4) Uani d . 1 . . C H13A .4303 .4436 .5917 .052 Uiso calc R 1 . . H C13B .52295(19) .63722(16) .69998(14) .0421(4) Uani d . 1 . . C H13B .5673 .6651 .6502 .050 Uiso calc R 1 . . H C13C .64161(19) .61160(16) .80950(14) .0421(4) Uani d . 1 . . C C13D .79745(19) .69091(16) .87501(15) .0443(4) Uani d . 1 . . C C14 .8556(2) .79546(19) .84275(18) .0554(5) Uani d . 1 . . C H14 .7909 .8147 .7752 .066 Uiso calc R 1 . . H C15 1.0043(2) .8693(2) .9079(2) .0621(5) Uani d . 1 . . C H15 1.0389 .9381 .8845 .075 Uiso calc R 1 . . H C16 1.1061(2) .8433(2) 1.00995(19) .0604(5) Uani d . 1 . . C H16 1.2070 .8951 1.0548 .072 Uiso calc R 1 . . H C17 1.0552(2) .7416(2) 1.04213(17) .0572(5) Uani d . 1 . . C H17 1.1231 .7229 1.1085 .069 Uiso calc R 1 . . H C17A .9016(2) .66299(18) .97767(16) .0497(4) Uani d . 1 . . C C18 .8483(2) .55849(19) 1.01279(17) .0574(5) Uani d . 1 . . C H18 .9156 .5405 1.0799 .069 Uiso calc R 1 . . H C19 .7017(2) .48430(18) .95103(17) .0552(5) Uani d . 1 . . C H19 .6684 .4157 .9754 .066 Uiso calc R 1 . . H C19A .5988(2) .51136(16) .84899(15) .0463(4) Uani d . 1 . . C O20 .45309(14) .42633(11) .79345(11) .0508(3) Uani d . 1 . . O O21 .30724(15) .55631(13) .43687(11) .0571(4) Uani d . 1 . . O C22 .1957(3) .5867(3) .33994(19) .0730(6) Uani d . 1 . . C H22A .2398 .6193 .2935 .109 Uiso calc R 1 . . H H22B .1611 .6522 .3747 .109 Uiso calc R 1 . . H H22C .1116 .5089 .2867 .109 Uiso calc R 1 . . H C23 -.0195(3) .0778(2) .7027(3) .0790(7) Uani d . 1 . . C H23A .0706 .0657 .7606 .118 Uiso calc R 1 . . H H23B -.0873 -.0056 .6431 .118 Uiso calc R 1 . . H H23C -.0683 .1164 .7454 .118 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 C1 .0563(10) .0533(10) .0468(10) .0198(8) .0232(9) .0193(8) C2 .0606(11) .0573(11) .0586(12) .0125(9) .0215(10) .0257(9) C3 .0663(12) .0415(10) .0768(14) .0141(9) .0203(11) .0215(9) C4 .0560(11) .0429(9) .0660(13) .0178(8) .0193(10) .0083(8) C4A .0431(8) .0421(9) .0439(9) .0149(7) .0113(7) .0060(7) C5 .0522(10) .0511(10) .0465(10) .0217(8) .0221(8) .0031(7) C6 .0519(10) .0567(10) .0408(9) .0204(8) .0239(8) .0096(7) C6A .0517(9) .0453(9) .0318(8) .0187(7) .0185(7) .0118(6) C6B .0474(9) .0455(8) .0295(8) .0198(7) .0165(7) .0118(6) C6C .0427(8) .0434(8) .0346(8) .0156(7) .0124(7) .0099(6) O7 .0740(8) .0460(7) .0442(7) .0215(6) .0369(6) .0149(5) C7A .0561(10) .0440(9) .0351(8) .0231(7) .0192(8) .0141(7) C7B .0549(10) .0460(9) .0435(10) .0222(8) .0208(8) .0121(7) C8 .0590(10) .0511(10) .0520(10) .0230(8) .0299(9) .0151(8) C9 .0625(11) .0527(10) .0712(13) .0231(9) .0393(11) .0143(9) C10 .0599(12) .0531(11) .0715(14) .0133(9) .0259(11) .0067(10) C11 .0661(12) .0594(12) .0517(12) .0175(10) .0128(10) .0057(9) C11A .0643(11) .0493(10) .0449(10) .0215(9) .0196(9) .0115(8) O12 .0794(10) .0599(8) .0363(7) .0112(7) .0114(7) .0123(6) C13 .0603(10) .0508(9) .0346(9) .0253(8) .0222(8) .0134(7) C13A .0555(10) .0462(9) .0347(8) .0259(7) .0222(8) .0126(7) C13B .0531(9) .0486(9) .0351(8) .0260(8) .0244(8) .0176(7) C13C .0513(9) .0479(9) .0332(8) .0246(7) .0215(7) .0131(7) C13D .0525(9) .0501(9) .0380(9) .0269(8) .0251(8) .0117(7) C14 .0541(10) .0683(12) .0547(11) .0254(9) .0306(9) .0246(9) C15 .0571(11) .0738(13) .0667(13) .0222(10) .0361(10) .0280(10) C16 .0495(10) .0713(13) .0574(12) .0203(9) .0268(9) .0110(9) C17 .0543(10) .0683(12) .0440(10) .0267(9) .0187(9) .0116(9) C17A .0546(10) .0553(10) .0386(9) .0264(8) .0204(8) .0097(7) C18 .0615(11) .0609(11) .0408(10) .0260(9) .0127(9) .0176(8) C19 .0682(12) .0531(10) .0432(10) .0240(9) .0200(9) .0223(8) C19A .0544(10) .0462(9) .0379(9) .0211(8) .0196(8) .0131(7) O20 .0558(7) .0487(7) .0436(7) .0181(6) .0161(6) .0208(5) O21 .0710(8) .0784(9) .0373(7) .0395(7) .0290(6) .0264(6) C22 .0953(16) .1011(17) .0489(12) .0591(14) .0371(12) .0426(11) C23 .0875(16) .0661(13) .0949(18) .0158(12) .0589(15) .0215(12) 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 C2 C1 C6C 121.21(18) no C2 C1 H1 119.4 no C6C C1 H1 119.4 no C1 C2 C3 121.1(2) no C1 C2 H2 119.5 no C3 C2 H2 119.5 no C4 C3 C2 119.69(18) no C4 C3 H3 120.2 no C2 C3 H3 120.2 no C3 C4 C4A 121.55(19) no C3 C4 H4 119.2 no C4A C4 H4 119.2 no C5 C4A C4 121.85(17) no C5 C4A C6C 119.05(16) no C4 C4A C6C 119.04(18) no C6 C5 C4A 121.23(16) no C6 C5 H5 119.4 no C4A C5 H5 119.4 no C5 C6 C6A 119.47(17) no C5 C6 H6 120.3 no C6A C6 H6 120.3 no O7 C6A C6B 123.19(15) no O7 C6A C6 114.85(16) no C6B C6A C6 121.96(16) no C6A C6B C6C 118.56(15) no C6A C6B C13B 114.89(15) no C6C C6B C13B 126.53(15) no C1 C6C C6B 123.57(16) no C1 C6C C4A 117.41(16) no C6B C6C C4A 118.92(16) no C6A O7 C7A 121.06(13) no O20 C7A O7 105.96(14) no O20 C7A C7B 107.79(15) no O7 C7A C7B 107.91(15) no O20 C7A C13A 109.80(14) no O7 C7A C13A 112.98(14) no C7B C7A C13A 112.09(15) no C8 C7B C11A 118.47(19) no C8 C7B C7A 122.14(17) no C11A C7B C7A 119.37(17) no C9 C8 C7B 122.36(19) no C9 C8 H8 118.8 no C7B C8 H8 118.8 no C8 C9 C10 117.5(2) no C8 C9 C23 121.1(2) no C10 C9 C23 121.4(2) no C11 C10 C9 121.8(2) no C11 C10 H10 119.1 no C9 C10 H10 119.1 no C10 C11 C11A 120.2(2) no C10 C11 H11 119.9 no C11A C11 H11 119.9 no O12 C11A C11 117.12(18) no O12 C11A C7B 123.13(19) no C11 C11A C7B 119.7(2) no C11A O12 C13 116.80(15) no O21 C13 O12 107.24(15) no O21 C13 C13A 108.34(15) no O12 C13 C13A 110.36(16) no O21 C13 H13 110.3 no O12 C13 H13 110.3 no C13A C13 H13 110.3 no C13 C13A C7A 109.47(15) no C13 C13A C13B 115.12(15) no C7A C13A C13B 107.00(14) no C13 C13A H13A 108.4 no C7A C13A H13A 108.4 no C13B C13A H13A 108.4 no C6B C13B C13A 107.35(15) no C6B C13B C13C 110.42(13) no C13A C13B C13C 107.80(14) no C6B C13B H13B 110.4 no C13A C13B H13B 110.4 no C13C C13B H13B 110.4 no C19A C13C C13D 117.98(16) no C19A C13C C13B 119.76(17) no C13D C13C C13B 122.24(15) no C14 C13D C17A 117.27(18) no C14 C13D C13C 123.37(17) no C17A C13D C13C 119.35(17) no C15 C14 C13D 121.63(19) no C15 C14 H14 119.2 no C13D C14 H14 119.2 no C14 C15 C16 121.1(2) no C14 C15 H15 119.4 no C16 C15 H15 119.4 no C17 C16 C15 119.0(2) no C17 C16 H16 120.5 no C15 C16 H16 120.5 no C16 C17 C17A 121.80(19) no C16 C17 H17 119.1 no C17A C17 H17 119.1 no C18 C17A C17 121.69(18) no C18 C17A C13D 119.14(18) no C17 C17A C13D 119.16(18) no C19 C18 C17A 121.30(18) no C19 C18 H18 119.3 no C17A C18 H18 119.3 no C18 C19 C19A 119.58(18) no C18 C19 H19 120.2 no C19A C19 H19 120.2 no C13C C19A O20 124.07(16) no C13C C19A C19 122.64(18) no O20 C19A C19 113.29(16) no C19A O20 C7A 115.02(14) no C13 O21 C22 113.59(15) no O21 C22 H22A 109.5 no O21 C22 H22B 109.5 no H22A C22 H22B 109.5 no O21 C22 H22C 109.5 no H22A C22 H22C 109.5 no H22B C22 H22C 109.5 no C9 C23 H23A 109.5 no C9 C23 H23B 109.5 no H23A C23 H23B 109.5 no C9 C23 H23C 109.5 no H23A C23 H23C 109.5 no H23B C23 H23C 109.5 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 C2 . 1.366(3) no C1 C6C . 1.418(2) no C1 H1 . .9300 no C2 C3 . 1.401(3) no C2 H2 . .9300 no C3 C4 . 1.352(3) no C3 H3 . .9300 no C4 C4A . 1.418(3) no C4 H4 . .9300 no C4A C5 . 1.409(3) no C4A C6C . 1.434(2) no C5 C6 . 1.355(3) no C5 H5 . .9300 no C6 C6A . 1.409(2) no C6 H6 . .9300 no C6A O7 . 1.373(2) no C6A C6B . 1.379(2) no C6B C6C . 1.422(3) no C6B C13B . 1.520(2) no O7 C7A . 1.448(2) no C7A O20 . 1.416(2) no C7A C7B . 1.495(3) no C7A C13A . 1.521(2) no C7B C8 . 1.394(3) no C7B C11A . 1.399(3) no C8 C9 . 1.382(3) no C8 H8 . .9300 no C9 C10 . 1.391(3) no C9 C23 . 1.507(3) no C10 C11 . 1.371(3) no C10 H10 . .9300 no C11 C11A . 1.386(3) no C11 H11 . .9300 no C11A O12 . 1.373(2) no O12 C13 . 1.429(3) no C13 O21 . 1.383(2) no C13 C13A . 1.512(2) no C13 H13 . .9800 no C13A C13B . 1.524(3) no C13A H13A . .9800 no C13B C13C . 1.533(2) no C13B H13B . .9800 no C13C C19A . 1.372(3) no C13C C13D . 1.434(3) no C13D C14 . 1.406(3) no C13D C17A . 1.429(2) no C14 C15 . 1.362(3) no C14 H14 . .9300 no C15 C16 . 1.403(3) no C15 H15 . .9300 no C16 C17 . 1.353(3) no C16 H16 . .9300 no C17 C17A . 1.414(3) no C17 H17 . .9300 no C17A C18 . 1.411(3) no C18 C19 . 1.347(3) no C18 H18 . .9300 no C19 C19A . 1.414(2) no C19 H19 . .9300 no C19A O20 . 1.382(3) no O21 C22 . 1.433(2) no C22 H22A . .9600 no C22 H22B . .9600 no C22 H22C . .9600 no C23 H23A . .9600 no C23 H23B . .9600 no C23 H23C . .9600 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 C6C C1 C2 C3 .2(3) no C1 C2 C3 C4 -.6(3) no C2 C3 C4 C4A -.6(3) no C3 C4 C4A C5 -175.14(19) no C3 C4 C4A C6C 2.2(3) no C4 C4A C5 C6 171.98(17) no C6C C4A C5 C6 -5.3(3) no C4A C5 C6 C6A 4.9(3) no C5 C6 C6A O7 -176.66(15) no C5 C6 C6A C6B 2.7(3) no O7 C6A C6B C6C 169.90(15) no C6 C6A C6B C6C -9.4(2) no O7 C6A C6B C13B -8.5(2) yes C6 C6A C6B C13B 172.28(15) no C2 C1 C6C C6B 177.56(17) no C2 C1 C6C C4A 1.3(3) no C6A C6B C6C C1 -167.59(16) no C13B C6B C6C C1 10.6(3) no C6A C6B C6C C4A 8.6(2) no C13B C6B C6C C4A -173.26(14) no C5 C4A C6C C1 174.90(16) no C4 C4A C6C C1 -2.5(2) no C5 C4A C6C C6B -1.5(2) no C4 C4A C6C C6B -178.88(15) no C6B C6A O7 C7A -9.9(2) yes C6 C6A O7 C7A 169.42(14) no C6A O7 C7A O20 108.17(17) no C6A O7 C7A C7B -136.59(15) no C6A O7 C7A C13A -12.1(2) yes O20 C7A C7B C8 39.7(2) no O7 C7A C7B C8 -74.28(19) no C13A C7A C7B C8 160.69(15) no O20 C7A C7B C11A -138.60(16) no O7 C7A C7B C11A 107.37(18) no C13A C7A C7B C11A -17.7(2) yes C11A C7B C8 C9 .8(3) no C7A C7B C8 C9 -177.58(15) no C7B C8 C9 C10 -1.7(3) no C7B C8 C9 C23 176.99(17) no C8 C9 C10 C11 .9(3) no C23 C9 C10 C11 -177.80(19) no C9 C10 C11 C11A .8(3) no C10 C11 C11A O12 175.51(17) no C10 C11 C11A C7B -1.8(3) no C8 C7B C11A O12 -176.13(16) no C7A C7B C11A O12 2.3(3) yes C8 C7B C11A C11 1.0(3) no C7A C7B C11A C11 179.42(17) no C11 C11A O12 C13 165.15(16) no C7B C11A O12 C13 -17.6(3) yes C11A O12 C13 O21 164.91(15) no C11A O12 C13 C13A 47.1(2) yes O21 C13 C13A C7A -178.37(13) no O12 C13 C13A C7A -61.24(18) yes O21 C13 C13A C13B 61.09(18) no O12 C13 C13A C13B 178.22(13) no O20 C7A C13A C13 165.64(13) no O7 C7A C13A C13 -76.32(19) no C7B C7A C13A C13 45.86(18) yes O20 C7A C13A C13B -69.00(17) yes O7 C7A C13A C13B 49.05(18) yes C7B C7A C13A C13B 171.22(12) no C6A C6B C13B C13A 46.13(18) yes C6C C6B C13B C13A -132.09(17) no C6A C6B C13B C13C -71.13(19) no C6C C6B C13B C13C 110.65(19) no C13 C13A C13B C6B 56.68(17) no C7A C13A C13B C6B -65.20(15) yes C13 C13A C13B C13C 175.65(13) no C7A C13A C13B C13C 53.76(16) yes C6B C13B C13C C19A 93.70(19) no C13A C13B C13C C19A -23.28(19) yes C6B C13B C13C C13D -85.02(19) no C13A C13B C13C C13D 158.00(14) no C19A C13C C13D C14 179.29(15) no C13B C13C C13D C14 -2.0(2) no C19A C13C C13D C17A .2(2) no C13B C13C C13D C17A 178.92(13) no C17A C13D C14 C15 -1.4(3) no C13C C13D C14 C15 179.48(16) no C13D C14 C15 C16 .4(3) no C14 C15 C16 C17 1.1(3) no C15 C16 C17 C17A -1.6(3) no C16 C17 C17A C18 -178.82(17) no C16 C17 C17A C13D .6(3) no C14 C13D C17A C18 -179.67(15) no C13C C13D C17A C18 -.5(2) no C14 C13D C17A C17 .9(2) no C13C C13D C17A C17 -179.91(14) no C17 C17A C18 C19 179.84(17) no C13D C17A C18 C19 .5(3) no C17A C18 C19 C19A -.1(3) no C13D C13C C19A O20 -179.04(13) no C13B C13C C19A O20 2.2(2) yes C13D C13C C19A C19 .2(2) no C13B C13C C19A C19 -178.55(15) no C18 C19 C19A C13C -.3(3) no C18 C19 C19A O20 179.05(16) no C13C C19A O20 C7A -14.6(2) yes C19 C19A O20 C7A 166.11(14) no O7 C7A O20 C19A -74.65(18) no C7B C7A O20 C19A 170.03(13) no C13A C7A O20 C19A 47.67(18) yes O12 C13 O21 C22 69.1(2) no C13A C13 O21 C22 -171.78(15) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 102016475