#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/60/2006040.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_2006040 loop_ _publ_author_name 'Breu, J.' 'Butz, T.' 'Range, K.-J.' 'Sauer, J.' _publ_section_title ; Configurations of Cycloadducts Formed in Asymmetric Intramolecular Diels--Alder Reactions ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 515 _journal_page_last 517 _journal_paper_doi 10.1107/S010827019601579X _journal_volume 53 _journal_year 1997 _chemical_formula_sum 'C21 H30 O5' _chemical_formula_weight 362.47 _chemical_name_systematic ; (3aS,6R,7R,7aR)-Menthyl 1,6,7,7a-tetrahydro-3,3-dimethyl-1-oxo-3a,6- epoxyisobenzofuran-7-carboxylate ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.4918(7) _cell_length_b 11.3118(13) _cell_length_c 24.245(3) _cell_measurement_reflns_used '1790 with I/\s(I) > 20' _cell_measurement_temperature 293(2) _cell_measurement_theta_max 23.80 _cell_measurement_theta_min 2.46 _cell_volume 2054.7(4) _computing_cell_refinement 'CELL (Stoe & Cie, 1996)' _computing_data_collection 'EXPOSE (Stoe & Cie, 1996)' _computing_data_reduction 'INTEGRATE (Stoe & Cie, 1996)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON, SHELXL93' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'STOE IPDS' _diffrn_measurement_method rotation _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0625 _diffrn_reflns_av_sigmaI/netI 0.0508 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 10118 _diffrn_reflns_reduction_process ; ? ; _diffrn_reflns_theta_max 23.80 _diffrn_reflns_theta_min 2.46 _exptl_absorpt_coefficient_mu 0.08 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.172 _exptl_crystal_density_meas ? _exptl_crystal_description needle _exptl_crystal_F_000 784 _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.10 _refine_diff_density_min -0.11 _refine_ls_abs_structure_details 'not determined' _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.016 _refine_ls_goodness_of_fit_obs 1.075 _refine_ls_hydrogen_treatment 'H atoms riding' _refine_ls_matrix_type full _refine_ls_number_parameters 240 _refine_ls_number_reflns 3101 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.016 _refine_ls_restrained_S_obs 1.075 _refine_ls_R_factor_all 0.0504 _refine_ls_R_factor_obs 0.0367 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef F^2^ _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0454P)^2^+0.0230P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0875 _refine_ls_wR_factor_obs 0.0821 _reflns_number_observed 2485 _reflns_number_total 3101 _reflns_observed_criterion I>2\s(I) _cod_data_source_file bm1116.cif _cod_data_source_block II _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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 'Orthorhombic' changed to 'orthorhombic' 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^)+(0.0454P)^2^+0.0230P] 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^)+(0.0454P)^2^+0.0230P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_formula_sum ' C21 H30 O5' _cod_database_code 2006040 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 O1 0.0666(9) 0.0095(7) 0.0056(6) 0.0509(8) 0.0050(7) 0.0413(7) O3 0.095(1) 0.0203(9) -0.0023(8) 0.062(1) -0.0082(8) 0.0456(8) O27 0.082(1) -0.0007(7) -0.0137(7) 0.0448(8) -0.0022(7) 0.0429(8) O32 0.046(1) -0.0073(8) -0.0058(8) 0.090(1) 0.026(1) 0.105(1) O33 0.0582(9) -0.0038(7) -0.0072(7) 0.0630(9) 0.0187(8) 0.0661(9) C2 0.044(1) 0.0075(9) -0.0026(9) 0.050(1) 0.000(1) 0.047(1) C11 0.059(1) 0.011(1) 0.0065(9) 0.059(1) 0.007(1) 0.039(1) C12 0.076(2) 0.007(1) -0.010(1) 0.061(2) 0.003(1) 0.055(1) C13 0.094(2) 0.028(1) -0.010(1) 0.080(2) -0.001(1) 0.048(1) C14 0.137(3) 0.014(2) -0.047(2) 0.103(2) -0.003(2) 0.078(2) C15 0.090(2) 0.009(1) -0.001(1) 0.085(2) 0.020(1) 0.052(1) C16 0.088(2) -0.006(1) 0.012(1) 0.085(2) 0.027(1) 0.063(2) C17 0.056(1) 0.000(1) 0.008(1) 0.062(2) 0.011(1) 0.051(1) C18 0.068(2) -0.013(1) 0.003(1) 0.082(2) 0.010(1) 0.069(2) C19 0.059(2) 0.000(2) 0.001(2) 0.185(4) 0.010(2) 0.107(2) C21 0.049(1) 0.0072(9) -0.0020(8) 0.046(1) -0.0004(9) 0.044(1) C22 0.084(2) -0.007(1) -0.013(1) 0.043(1) 0.002(1) 0.049(1) C23 0.062(1) -0.026(1) -0.015(1) 0.081(2) 0.021(1) 0.067(2) C24 0.044(1) -0.003(1) -0.010(1) 0.083(2) 0.011(1) 0.068(2) C25 0.047(1) 0.0032(9) -0.0077(9) 0.045(1) -0.001(1) 0.046(1) C26 0.043(1) 0.0022(9) -0.0063(8) 0.043(1) -0.0038(9) 0.044(1) C31 0.051(1) 0.0006(9) -0.006(1) 0.047(1) 0.005(1) 0.064(1) C34 0.052(1) 0.002(1) -0.014(1) 0.051(1) 0.005(1) 0.064(1) C35 0.087(2) 0.023(1) -0.012(2) 0.061(2) 0.005(2) 0.110(2) C36 0.106(2) -0.017(2) -0.035(2) 0.087(2) 0.024(1) 0.064(2) C110 0.118(3) -0.043(2) -0.021(2) 0.101(3) 0.005(2) 0.130(3) loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type O1 1.000 0.2480(2) 0.6870(1) 0.14790(5) 0.0529(5) Uani O3 1.000 0.1883(2) 0.8747(1) 0.17275(6) 0.0675(5) Uani O27 1.000 0.0720(2) 0.8353(1) -0.00424(5) 0.0566(5) Uani O32 1.000 0.4773(2) 1.0190(2) 0.02339(8) 0.0803(6) Uani O33 1.000 0.2243(2) 1.0706(1) -0.01814(6) 0.0624(5) Uani C2 1.000 0.2210(2) 0.8019(2) 0.13777(8) 0.0470(6) Uani C11 1.000 0.2261(3) 0.6445(2) 0.20479(8) 0.0523(6) Uani C12 1.000 0.3911(3) 0.6734(2) 0.23784(9) 0.064(1) Uani C13 1.000 0.3820(4) 0.6224(2) 0.29587(9) 0.074(1) Uani C14 1.000 0.5483(5) 0.6546(3) 0.3292(1) 0.106(1) Uani C15 1.000 0.3525(3) 0.4904(2) 0.2920(1) 0.076(1) Uani C16 1.000 0.1861(4) 0.4601(3) 0.2591(1) 0.079(1) Uani C17 1.000 0.1892(3) 0.5133(2) 0.20076(8) 0.0563(8) Uani C18 1.000 0.0240(3) 0.4835(2) 0.1661(1) 0.073(1) Uani C19 1.000 -0.1506(3) 0.5299(4) 0.1912(1) 0.117(2) Uani C21 1.000 0.2315(3) 0.8259(2) 0.07707(8) 0.0463(6) Uani C22 1.000 0.0788(3) 0.7613(2) 0.04389(9) 0.0587(8) Uani C23 1.000 -0.0953(3) 0.7903(2) 0.0709(1) 0.070(1) Uani C24 1.000 -0.1305(3) 0.9016(2) 0.0585(1) 0.065(1) Uani C25 1.000 0.0252(2) 0.9423(2) 0.02463(8) 0.0460(6) Uani C26 1.000 0.1920(2) 0.9545(2) 0.06126(8) 0.0433(6) Uani C31 1.000 0.3164(3) 1.0149(2) 0.02200(9) 0.0540(6) Uani C34 1.000 0.0311(3) 1.0496(2) -0.01288(9) 0.0557(6) Uani C35 1.000 -0.0509(4) 1.1575(2) 0.0137(1) 0.086(1) Uani C36 1.000 -0.0411(4) 1.0278(3) -0.0703(1) 0.086(1) Uani C110 1.000 0.0114(5) 0.3525(3) 0.1524(2) 0.116(2) Uani H11 1.000 0.1229(3) 0.6838(2) 0.22154(8) 0.0630 Uiso H11A 1.000 0.123(1) 0.3259(7) 0.137(1) 0.1740 Uiso H11B 1.000 -0.082(3) 0.3401(4) 0.1258(9) 0.1740 Uiso H11C 1.000 -0.015(4) 0.3088(4) 0.1854(3) 0.1740 Uiso H12A 1.000 0.4045(3) 0.7585(2) 0.24006(9) 0.0770 Uiso H12B 1.000 0.4951(3) 0.6418(2) 0.21911(9) 0.0770 Uiso H13 1.000 0.2783(4) 0.6571(2) 0.31443(9) 0.0890 Uiso H14A 1.000 0.565(2) 0.7388(3) 0.3287(9) 0.1590 Uiso H14B 1.000 0.6508(7) 0.617(2) 0.3132(6) 0.1590 Uiso H14C 1.000 0.534(1) 0.628(2) 0.3665(3) 0.1590 Uiso H15A 1.000 0.3416(3) 0.4580(2) 0.3289(1) 0.0910 Uiso H15B 1.000 0.4554(3) 0.4541(2) 0.2746(1) 0.0910 Uiso H16A 1.000 0.0820(4) 0.4892(3) 0.2786(1) 0.0940 Uiso H16B 1.000 0.1756(4) 0.3748(3) 0.2564(1) 0.0940 Uiso H17 1.000 0.2917(3) 0.4782(2) 0.18176(8) 0.0680 Uiso H18 1.000 0.0390(3) 0.5247(2) 0.1308(1) 0.0880 Uiso H19A 1.000 -0.136(1) 0.6113(8) 0.202(1) 0.1750 Uiso H19B 1.000 -0.180(2) 0.484(2) 0.2233(7) 0.1750 Uiso H19C 1.000 -0.2448(9) 0.523(2) 0.1646(4) 0.1750 Uiso H21 1.000 0.3487(3) 0.8023(2) 0.06285(8) 0.0550 Uiso H22 1.000 0.0993(3) 0.6771(2) 0.03672(9) 0.0700 Uiso H23 1.000 -0.1651(3) 0.7399(2) 0.0921(1) 0.0840 Uiso H24 1.000 -0.2304(3) 0.9453(2) 0.0686(1) 0.0780 Uiso H26 1.000 0.1682(2) 1.0033(2) 0.09383(8) 0.0520 Uiso H35A 1.000 -0.1778(5) 1.1471(8) 0.0165(8) 0.1290 Uiso H35B 1.000 -0.026(2) 1.2259(4) -0.0084(5) 0.1290 Uiso H35C 1.000 -0.002(2) 1.168(1) 0.0499(4) 0.1290 Uiso H36A 1.000 -0.1672(6) 1.014(2) -0.0683(1) 0.1280 Uiso H36B 1.000 0.017(2) 0.960(1) -0.0861(3) 0.1280 Uiso H36C 1.000 -0.019(3) 1.0960(8) -0.0929(3) 0.1280 Uiso loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' C C 0.0033 0.0016 '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 C11 118.20(10) no C22 O27 C25 95.90(10) no C31 O33 C34 111.4(2) no O1 C2 O3 124.4(2) no O1 C2 C21 110.4(2) no O3 C2 C21 125.2(2) no O1 C11 C12 109.6(2) no O1 C11 C17 106.3(2) no C12 C11 C17 113.4(2) no C11 C12 C13 111.8(2) no C12 C13 C14 111.1(2) no C12 C13 C15 108.9(2) no C14 C13 C15 112.8(2) no C13 C15 C16 112.0(2) no C15 C16 C17 112.5(2) no C11 C17 C16 109.1(2) no C11 C17 C18 113.5(2) no C16 C17 C18 114.0(2) no C17 C18 C19 113.3(2) no C17 C18 C110 112.6(2) no C19 C18 C110 111.5(3) no C2 C21 C22 112.3(2) no C2 C21 C26 114.0(2) no C22 C21 C26 99.9(2) no O27 C22 C21 99.8(2) no O27 C22 C23 101.4(2) no C21 C22 C23 107.9(2) no C22 C23 C24 106.5(2) no C23 C24 C25 105.2(2) no O27 C25 C24 101.4(2) no O27 C25 C26 99.10(10) no O27 C25 C34 111.9(2) no C24 C25 C26 110.1(2) no C24 C25 C34 126.6(2) no C26 C25 C34 104.5(2) no C21 C26 C25 102.5(2) no C21 C26 C31 118.2(2) no C25 C26 C31 100.3(2) no O32 C31 O33 120.9(2) no O32 C31 C26 128.4(2) no O33 C31 C26 110.7(2) no O33 C34 C25 102.1(2) no O33 C34 C35 107.8(2) no O33 C34 C36 107.3(2) no C25 C34 C35 112.3(2) no C25 C34 C36 114.2(2) no C35 C34 C36 112.2(2) no O1 C11 H11 109.2(2) no C12 C11 H11 109.1(2) no C17 C11 H11 109.1(2) no C11 C12 H12A 109.2(2) no C11 C12 H12B 109.2(2) no C13 C12 H12A 109.3(2) no C13 C12 H12B 109.2(2) no H12A C12 H12B 108.0(3) no C12 C13 H13 107.9(3) no C14 C13 H13 108.0(3) no C15 C13 H13 107.9(3) no C13 C14 H14A 110.0(10) no C13 C14 H14B 109.6(9) no C13 C14 H14C 109.4(7) no H14A C14 H14B 109(2) no H14A C14 H14C 110(2) no H14B C14 H14C 109.0(10) no C13 C15 H15A 109.2(2) no C13 C15 H15B 109.2(2) no C16 C15 H15A 109.3(2) no C16 C15 H15B 109.2(3) no H15A C15 H15B 107.9(3) no C15 C16 H16A 109.0(3) no C15 C16 H16B 109.0(3) no C17 C16 H16A 109.3(3) no C17 C16 H16B 109.2(3) no H16A C16 H16B 107.8(4) no C11 C17 H17 106.5(2) no C16 C17 H17 106.6(2) no C18 C17 H17 106.6(2) no C17 C18 H18 106.3(2) no C19 C18 H18 106.3(3) no C110 C18 H18 106.2(3) no C18 C19 H19A 109.7(7) no C18 C19 H19B 109.0(10) no C18 C19 H19C 109.4(7) no H19A C19 H19B 109(2) no H19A C19 H19C 110(2) no H19B C19 H19C 109.0(10) no C2 C21 H21 110.1(2) no C22 C21 H21 110.1(2) no C26 C21 H21 110.1(2) no O27 C22 H22 115.3(2) no C21 C22 H22 115.3(2) no C23 C22 H22 115.3(2) no C22 C23 H23 126.8(3) no C24 C23 H23 126.8(3) no C23 C24 H24 127.4(3) no C25 C24 H24 127.4(3) no C21 C26 H26 111.6(2) no C25 C26 H26 111.6(2) no C31 C26 H26 111.6(2) no C34 C35 H35A 109.5(7) no C34 C35 H35B 109.5(7) no C34 C35 H35C 109.6(8) no H35A C35 H35B 109.0(10) no H35A C35 H35C 109.0(10) no H35B C35 H35C 110.0(10) no C34 C36 H36A 109.4(3) no C34 C36 H36B 109.5(7) no C34 C36 H36C 109.4(8) no H36A C36 H36B 110(2) no H36A C36 H36C 109(2) no H36B C36 H36C 110.0(10) no C18 C110 H11A 109.4(6) no C18 C110 H11B 109.5(5) no C18 C110 H11C 109.4(5) no H11A C110 H11B 110(2) no H11A C110 H11C 109(2) no H11B C110 H11C 109(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 . C2 . 1.338(3) no O1 . C11 . 1.470(2) no O3 . C2 . 1.207(2) no O27 . C22 . 1.437(3) no O27 . C25 . 1.441(2) no O32 . C31 . 1.207(3) no O33 . C31 . 1.349(3) no O33 . C34 . 1.472(3) no C2 . C21 . 1.499(3) no C11 . C12 . 1.509(3) no C11 . C17 . 1.513(3) no C12 . C13 . 1.522(3) no C13 . C14 . 1.528(4) no C13 . C15 . 1.512(3) no C15 . C16 . 1.519(4) no C16 . C17 . 1.537(3) no C17 . C18 . 1.533(3) no C18 . C19 . 1.535(3) no C18 . C110 . 1.522(4) no C21 . C22 . 1.578(3) no C21 . C26 . 1.533(3) no C22 . C23 . 1.496(3) no C23 . C24 . 1.321(3) no C24 . C25 . 1.499(3) no C25 . C26 . 1.539(2) no C25 . C34 . 1.517(3) no C26 . C31 . 1.497(3) no C34 . C35 . 1.511(3) no C34 . C36 . 1.514(3) no C11 . H11 . 0.980(3) no C12 . H12A . 0.969(3) no C12 . H12B . 0.970(3) no C13 . H13 . 0.980(4) no C14 . H14A . 0.961(5) no C14 . H14B . 0.96(1) no C14 . H14C . 0.96(1) no C15 . H15A . 0.970(3) no C15 . H15B . 0.970(3) no C16 . H16A . 0.971(4) no C16 . H16B . 0.970(5) no C17 . H17 . 0.980(3) no C18 . H18 . 0.981(3) no C19 . H19A . 0.96(1) no C19 . H19B . 0.96(2) no C19 . H19C . 0.959(9) no C21 . H21 . 0.980(3) no C22 . H22 . 0.980(3) no C23 . H23 . 0.929(3) no C24 . H24 . 0.930(3) no C26 . H26 . 0.980(3) no C35 . H35A . 0.960(5) no C35 . H35B . 0.959(9) no C35 . H35C . 0.96(1) no C36 . H36A . 0.959(7) no C36 . H36B . 0.96(1) no C36 . H36C . 0.96(1) no C110 . H11A . 0.95(1) no C110 . H11B . 0.96(2) no C110 . H11C . 0.96(1) 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 C11 O1 C2 O3 3.9(3) no C11 O1 C2 C21 -174.4(2) no C2 O1 C11 C12 -79.7(2) no C2 O1 C11 C17 157.4(2) no C25 O27 C22 C21 -60.8(2) no C25 O27 C22 C23 49.8(2) no C22 O27 C25 C24 -50.8(2) no C22 O27 C25 C26 62.0(2) no C22 O27 C25 C34 171.7(2) no C34 O33 C31 O32 177.7(2) no C34 O33 C31 C26 -3.1(2) no C31 O33 C34 C25 -17.6(2) no C31 O33 C34 C35 100.8(2) no C31 O33 C34 C36 -138.1(2) no O1 C2 C21 C22 64.1(2) no O1 C2 C21 C26 176.8(2) no O3 C2 C21 C22 -114.1(2) no O3 C2 C21 C26 -1.4(3) no O1 C11 C12 C13 -175.3(2) no C17 C11 C12 C13 -56.7(2) no O1 C11 C17 C16 173.6(2) no O1 C11 C17 C18 -58.2(2) no C12 C11 C17 C16 53.1(2) no C12 C11 C17 C18 -178.7(2) no C11 C12 C13 C14 -178.8(2) no C11 C12 C13 C15 56.3(3) no C12 C13 C15 C16 -56.5(3) no C14 C13 C15 C16 179.7(2) no C13 C15 C16 C17 56.3(3) no C15 C16 C17 C11 -52.6(3) no C15 C16 C17 C18 179.4(2) no C11 C17 C18 C19 -64.5(3) no C11 C17 C18 C110 167.8(2) no C16 C17 C18 C19 61.2(3) no C16 C17 C18 C110 -66.5(3) no C2 C21 C22 O27 156.6(2) no C2 C21 C22 C23 51.2(2) no C26 C21 C22 O27 35.4(2) no C26 C21 C22 C23 -70.1(2) no C2 C21 C26 C25 -118.1(2) no C2 C21 C26 C31 132.8(2) no C22 C21 C26 C25 1.8(2) no C22 C21 C26 C31 -107.2(2) no O27 C22 C23 C24 -31.4(2) no C21 C22 C23 C24 72.9(2) no C22 C23 C24 C25 -1.2(3) no C23 C24 C25 O27 33.4(2) no C23 C24 C25 C26 -70.8(2) no C23 C24 C25 C34 162.0(2) no O27 C25 C26 C21 -38.3(2) no O27 C25 C26 C31 83.8(2) no C24 C25 C26 C21 67.4(2) no C24 C25 C26 C31 -170.5(2) no C34 C25 C26 C21 -153.9(2) no C34 C25 C26 C31 -31.8(2) no O27 C25 C34 O33 -75.7(2) no O27 C25 C34 C35 169.1(2) no O27 C25 C34 C36 39.8(2) no C24 C25 C34 O33 159.9(2) no C24 C25 C34 C35 44.7(3) no C24 C25 C34 C36 -84.6(3) no C26 C25 C34 O33 30.6(2) no C26 C25 C34 C35 -84.7(2) no C26 C25 C34 C36 146.1(2) no C21 C26 C31 O32 -48.6(3) no C21 C26 C31 O33 132.3(2) no C25 C26 C31 O32 -158.9(2) no C25 C26 C31 O33 22.1(2) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21186492 2 PubChem 139055447