#------------------------------------------------------------------------------ #$Date: 2025-08-21 23:24:23 +0100 (Thu, 21 Aug 2025) $ #$Revision: 301857 $ #$URL: svn://www.crystallography.net/cod/cif/7/11/26/7112618.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7112618 loop_ _publ_author_name 'Takuya Oguma' 'Tsutomu Katsuki' _publ_section_title ; Iron-catalysed asymmetric tandem spiro-cyclization using dioxygen in air as the hydrogen acceptor ; _journal_name_full Chem.Commun. _journal_page_first 5053 _journal_paper_doi 10.1039/C4CC01555J _journal_volume 50 _journal_year 2014 _chemical_absolute_configuration ad _chemical_formula_moiety 'C18 H13 Br O2' _chemical_formula_sum 'C18 H13 Br O2' _chemical_formula_weight 341.20 _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_Int_Tables_number 19 _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_formula_units_Z 4 _cell_length_a 5.42559(13) _cell_length_b 12.7257(3) _cell_length_c 21.3576(5) _cell_measurement_reflns_used 11750 _cell_measurement_temperature 296 _cell_measurement_theta_max 68.17 _cell_measurement_theta_min 3.48 _cell_volume 1474.62(6) _computing_cell_refinement 'RAPID AUTO' _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_data_reduction 'RAPID AUTO' _computing_molecular_graphics 'CrystalStructure 4.0' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _diffrn_ambient_temperature 296 _diffrn_detector_area_resol_mean 10.000 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_reflns_av_R_equivalents 0.0787 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 15195 _diffrn_reflns_theta_full 68.23 _diffrn_reflns_theta_max 68.23 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 3.810 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.537 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 688.00 _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _refine_diff_density_max 0.750 _refine_diff_density_min -0.750 _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 1093 Friedel Pairs' _refine_ls_abs_structure_Flack -0.04(7) _refine_ls_extinction_coef 0.0083(13) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 191 _refine_ls_number_reflns 2693 _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.0654 _refine_ls_shift/su_max 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1442P)^2^+1.6815P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.2344 _reflns_number_gt 1985 _reflns_number_total 2693 _reflns_threshold_expression F^2^>2.0\s(F^2^) _cod_data_source_file c4cc01555j2.cif _cod_data_source_block 130517 _cod_database_code 7112618 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2+X,1/2-Y,-Z 3 -X,1/2+Y,1/2-Z 4 1/2-X,-Y,1/2+Z loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags Br1 Br 0.7225(3) 0.93617(6) 0.95996(4) 0.0863(5) Uani 1.0 4 d . O1 O 0.6890(17) 0.5474(6) 0.7623(4) 0.103(3) Uani 1.0 4 d . O2 O 1.0681(10) 0.5346(4) 0.8445(3) 0.0665(14) Uani 1.0 4 d . C1 C 0.8562(15) 0.4652(6) 0.8525(4) 0.0609(17) Uani 1.0 4 d . C2 C 0.702(2) 0.4665(7) 0.7927(4) 0.076(3) Uani 1.0 4 d . C3 C 0.5692(18) 0.3696(8) 0.7757(4) 0.076(3) Uani 1.0 4 d . C4 C 0.642(2) 0.2796(7) 0.8011(4) 0.080(3) Uani 1.0 4 d . C5 C 0.8449(19) 0.2686(6) 0.8452(4) 0.071(3) Uani 1.0 4 d . C6 C 0.927(3) 0.1718(7) 0.8630(5) 0.091(3) Uani 1.0 4 d . C7 C 1.124(3) 0.1611(8) 0.9051(6) 0.100(4) Uani 1.0 4 d . C8 C 1.223(3) 0.2487(8) 0.9310(5) 0.093(3) Uani 1.0 4 d . C9 C 1.1388(19) 0.3471(8) 0.9149(4) 0.078(3) Uani 1.0 4 d . C10 C 0.9480(17) 0.3579(6) 0.8709(4) 0.0666(18) Uani 1.0 4 d . C11 C 0.368(3) 0.3816(10) 0.7283(5) 0.097(3) Uani 1.0 4 d . C12 C 0.6982(17) 0.5170(6) 0.9038(4) 0.0659(19) Uani 1.0 4 d . C13 C 0.7878(16) 0.6285(5) 0.9036(3) 0.0600(16) Uani 1.0 4 d . C14 C 1.0064(14) 0.6313(6) 0.8681(4) 0.0594(16) Uani 1.0 4 d . C15 C 1.1405(17) 0.7203(6) 0.8607(4) 0.0680(19) Uani 1.0 4 d . C16 C 1.0571(17) 0.8118(7) 0.8887(4) 0.069(2) Uani 1.0 4 d . C17 C 0.8411(17) 0.8086(6) 0.9238(4) 0.0671(19) Uani 1.0 4 d . C18 C 0.7106(17) 0.7192(6) 0.9321(3) 0.0621(17) Uani 1.0 4 d . H4 H 0.5575 0.2190 0.7897 0.0962 Uiso 1.0 4 calc R H6 H 0.8509 0.1120 0.8471 0.1091 Uiso 1.0 4 calc R H7 H 1.1859 0.0950 0.9150 0.1200 Uiso 1.0 4 calc R H8 H 1.3496 0.2422 0.9601 0.1112 Uiso 1.0 4 calc R H9 H 1.2083 0.4065 0.9332 0.0931 Uiso 1.0 4 calc R H11A H 0.2783 0.4452 0.7364 0.1163 Uiso 1.0 4 calc R H11B H 0.2580 0.3227 0.7309 0.1163 Uiso 1.0 4 calc R H11C H 0.4383 0.3847 0.6871 0.1163 Uiso 1.0 4 calc R H12A H 0.5242 0.5132 0.8935 0.0790 Uiso 1.0 4 calc R H12B H 0.7254 0.4840 0.9441 0.0790 Uiso 1.0 4 calc R H15 H 1.2851 0.7200 0.8373 0.0816 Uiso 1.0 4 calc R H16 H 1.1439 0.8743 0.8841 0.0827 Uiso 1.0 4 calc R H18 H 0.5695 0.7193 0.9568 0.0745 Uiso 1.0 4 calc R 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 Br1 0.1171(9) 0.0623(6) 0.0796(7) 0.0002(5) -0.0004(6) -0.0075(4) O1 0.127(6) 0.093(4) 0.089(4) -0.009(5) -0.026(5) 0.023(4) O2 0.067(3) 0.060(3) 0.073(4) -0.012(3) 0.016(3) -0.001(3) C1 0.067(4) 0.056(4) 0.060(4) -0.012(3) -0.006(4) 0.003(3) C2 0.089(6) 0.072(5) 0.066(4) 0.003(5) -0.015(5) -0.004(4) C3 0.079(6) 0.091(6) 0.056(4) 0.000(5) -0.001(4) -0.018(4) C4 0.091(7) 0.077(6) 0.072(5) -0.021(5) 0.005(5) -0.018(4) C5 0.097(7) 0.058(4) 0.058(4) -0.006(4) 0.005(4) -0.008(3) C6 0.125(9) 0.059(5) 0.088(6) -0.006(5) -0.008(6) -0.001(5) C7 0.119(9) 0.068(6) 0.113(8) 0.001(6) 0.001(7) 0.014(5) C8 0.090(7) 0.094(6) 0.095(6) -0.002(6) -0.002(6) 0.027(5) C9 0.089(6) 0.077(5) 0.067(5) -0.009(5) -0.000(5) 0.005(4) C10 0.079(5) 0.060(4) 0.062(4) -0.010(4) 0.002(4) 0.002(4) C11 0.090(7) 0.129(8) 0.072(6) 0.011(7) -0.013(5) -0.010(6) C12 0.073(5) 0.063(4) 0.061(4) -0.012(4) 0.011(4) -0.005(3) C13 0.066(4) 0.055(4) 0.059(4) -0.007(4) 0.005(4) 0.002(3) C14 0.062(4) 0.056(4) 0.060(4) -0.011(4) 0.007(4) 0.004(4) C15 0.074(5) 0.056(4) 0.074(5) -0.014(4) -0.004(4) 0.010(4) C16 0.078(5) 0.059(4) 0.070(5) -0.016(4) -0.015(4) 0.008(4) C17 0.080(6) 0.061(4) 0.060(4) -0.013(4) -0.006(4) 0.002(3) C18 0.069(5) 0.063(4) 0.054(4) -0.008(4) -0.004(4) 0.005(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; O O 0.0492 0.0322 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Br Br -0.6763 1.2805 ; International Tables for Crystallography (1992, 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 C1 O2 C14 107.9(6) yes O2 C1 C2 109.1(6) yes O2 C1 C10 108.6(7) yes O2 C1 C12 105.3(6) yes C2 C1 C10 114.1(7) yes C2 C1 C12 106.5(7) yes C10 C1 C12 112.8(6) yes O1 C2 C1 119.1(8) yes O1 C2 C3 123.2(9) yes C1 C2 C3 117.7(7) yes C2 C3 C4 118.4(9) yes C2 C3 C11 116.0(9) yes C4 C3 C11 125.6(10) yes C3 C4 C5 124.9(9) yes C4 C5 C6 120.9(9) yes C4 C5 C10 119.0(8) yes C6 C5 C10 120.1(9) yes C5 C6 C7 120.9(9) yes C6 C7 C8 118.9(10) yes C7 C8 C9 121.0(11) yes C8 C9 C10 120.0(9) yes C1 C10 C5 120.6(8) yes C1 C10 C9 120.4(8) yes C5 C10 C9 119.0(8) yes C1 C12 C13 102.9(6) yes C12 C13 C14 107.3(6) yes C12 C13 C18 134.2(8) yes C14 C13 C18 118.3(7) yes O2 C14 C13 112.4(6) yes O2 C14 C15 125.1(7) yes C13 C14 C15 122.4(7) yes C14 C15 C16 118.4(8) yes C15 C16 C17 119.0(8) yes Br1 C17 C16 118.5(6) yes Br1 C17 C18 119.1(7) yes C16 C17 C18 122.3(8) yes C13 C18 C17 119.5(8) yes C3 C4 H4 117.529 no C5 C4 H4 117.532 no C5 C6 H6 119.533 no C7 C6 H6 119.541 no C6 C7 H7 120.535 no C8 C7 H7 120.532 no C7 C8 H8 119.509 no C9 C8 H8 119.514 no C8 C9 H9 119.996 no C10 C9 H9 119.992 no C3 C11 H11A 109.471 no C3 C11 H11B 109.475 no C3 C11 H11C 109.469 no H11A C11 H11B 109.469 no H11A C11 H11C 109.473 no H11B C11 H11C 109.470 no C1 C12 H12A 111.179 no C1 C12 H12B 111.179 no C13 C12 H12A 111.182 no C13 C12 H12B 111.192 no H12A C12 H12B 109.116 no C14 C15 H15 120.782 no C16 C15 H15 120.788 no C15 C16 H16 120.520 no C17 C16 H16 120.524 no C13 C18 H18 120.264 no C17 C18 H18 120.257 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Br1 C17 1.909(8) yes O1 C2 1.219(11) yes O2 C1 1.460(10) yes O2 C14 1.371(9) yes C1 C2 1.528(12) yes C1 C10 1.506(11) yes C1 C12 1.538(11) yes C2 C3 1.474(14) yes C3 C4 1.328(13) yes C3 C11 1.497(14) yes C4 C5 1.456(14) yes C5 C6 1.364(13) yes C5 C10 1.379(12) yes C6 C7 1.403(18) yes C7 C8 1.356(16) yes C8 C9 1.376(14) yes C9 C10 1.405(13) yes C12 C13 1.500(10) yes C13 C14 1.409(11) yes C13 C18 1.370(10) yes C14 C15 1.356(11) yes C15 C16 1.384(11) yes C16 C17 1.393(12) yes C17 C18 1.351(11) yes C4 H4 0.930 no C6 H6 0.930 no C7 H7 0.930 no C8 H8 0.930 no C9 H9 0.930 no C11 H11A 0.960 no C11 H11B 0.960 no C11 H11C 0.960 no C12 H12A 0.970 no C12 H12B 0.970 no C15 H15 0.930 no C16 H16 0.930 no C18 H18 0.930 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_2 O1 O2 2.710(10) no . O1 C4 3.517(12) no . O1 C11 2.830(15) no . O1 C12 3.047(10) no . O1 C13 3.236(10) no . O1 C14 3.036(11) no . O2 C5 3.595(10) no . O2 C9 2.846(11) no . O2 C18 3.575(10) no . C1 C4 2.852(12) no . C1 C15 3.599(11) no . C2 C5 2.865(12) no . C2 C13 3.175(11) no . C2 C14 3.117(12) no . C3 C10 2.895(13) no . C3 C12 3.390(11) no . C5 C8 2.761(15) no . C5 C12 3.491(11) no . C6 C9 2.744(14) no . C7 C10 2.777(14) no . C9 C12 3.232(13) no . C10 C14 3.495(11) no . C13 C16 2.771(11) no . C14 C17 2.705(11) no . C15 C18 2.787(13) no . O2 C11 3.549(13) no 1_655 C11 O2 3.549(13) no 1_455 C11 C16 3.514(14) no 3_646 C11 C17 3.564(13) no 3_646 C15 C18 3.449(13) no 1_655 C16 C11 3.514(14) no 3_656 C17 C11 3.564(13) no 3_656 C18 C15 3.449(13) no 1_455 Br1 H16 2.9113 no . Br1 H18 2.8825 no . O1 H11A 2.6383 no . O1 H11C 2.9520 no . O1 H12A 2.9747 no . O2 H9 2.6120 no . O2 H12A 3.1433 no . O2 H12B 2.8979 no . O2 H15 2.6412 no . C1 H9 2.6781 no . C2 H4 3.2472 no . C2 H11A 2.6076 no . C2 H11B 3.3002 no . C2 H11C 2.8665 no . C2 H12A 2.4331 no . C2 H12B 3.2439 no . C3 H12A 3.1206 no . C4 H6 2.6067 no . C4 H11A 3.2016 no . C4 H11B 2.6252 no . C4 H11C 2.9898 no . C5 H7 3.2434 no . C5 H9 3.2388 no . C5 H12B 3.5203 no . C6 H4 2.6123 no . C6 H8 3.2191 no . C7 H9 3.2118 no . C8 H6 3.2119 no . C9 H7 3.2178 no . C9 H12B 2.9078 no . C10 H4 3.2582 no . C10 H6 3.2133 no . C10 H8 3.2467 no . C10 H12A 3.0715 no . C10 H12B 2.5460 no . C11 H4 2.6588 no . C12 H9 3.1674 no . C12 H18 2.8981 no . C13 H15 3.2631 no . C14 H9 3.3640 no . C14 H12A 3.0653 no . C14 H12B 2.9108 no . C14 H16 3.1996 no . C14 H18 3.2342 no . C16 H18 3.2401 no . C17 H15 3.2397 no . C18 H12A 2.9276 no . C18 H12B 3.0057 no . C18 H16 3.2361 no . H4 H6 2.4259 no . H4 H11A 3.4476 no . H4 H11B 2.4420 no . H4 H11C 3.1106 no . H6 H7 2.3352 no . H7 H8 2.2863 no . H8 H9 2.2990 no . H9 H12B 2.8090 no . H12A H18 2.9601 no . H12B H18 3.1235 no . H15 H16 2.3329 no . Br1 H6 3.3624 no 1_565 Br1 H7 3.3663 no 1_565 Br1 H9 3.0376 no 2_467 Br1 H11C 3.3245 no 3_656 Br1 H12A 3.5896 no 2_567 Br1 H12B 3.5358 no 2_467 Br1 H12B 3.5605 no 2_567 Br1 H18 3.2591 no 2_567 O1 H4 2.7909 no 3_656 O1 H6 3.5154 no 3_756 O1 H11A 3.4952 no 1_655 O1 H11B 3.5183 no 3_656 O1 H15 3.4918 no 1_455 O2 H11A 2.8147 no 1_655 O2 H12A 2.7005 no 1_655 C1 H11A 3.3854 no 1_655 C2 H11A 3.3616 no 1_655 C3 H15 3.1727 no 3_746 C4 H15 3.0750 no 3_746 C5 H11B 3.3844 no 1_655 C7 H4 3.4839 no 1_655 C7 H8 3.4677 no 2_457 C8 H4 3.5408 no 1_655 C8 H8 3.0870 no 2_457 C9 H8 3.2992 no 2_457 C9 H12A 3.0084 no 1_655 C10 H11A 3.5629 no 1_655 C10 H11B 3.4583 no 1_655 C11 H6 3.5482 no 3_656 C11 H15 3.1201 no 3_746 C11 H16 3.5750 no 3_746 C12 H9 3.0719 no 1_455 C13 H15 3.2869 no 1_455 C14 H11B 3.5304 no 3_656 C14 H12A 3.2317 no 1_655 C15 H11B 3.1932 no 3_656 C15 H11C 3.2612 no 3_756 C15 H12A 3.4310 no 1_655 C15 H18 3.1039 no 1_655 C16 H11B 3.0766 no 3_656 C16 H11C 3.2717 no 3_656 C16 H11C 3.3127 no 3_756 C16 H18 3.3513 no 1_655 C16 H18 3.3249 no 2_567 C17 H11B 3.3539 no 3_656 C17 H11C 2.9748 no 3_656 C17 H18 2.8568 no 2_567 C18 H11C 3.4002 no 3_656 C18 H15 3.0705 no 1_455 C18 H18 3.1687 no 2_567 H4 O1 2.7909 no 3_646 H4 C7 3.4839 no 1_455 H4 C8 3.5408 no 1_455 H4 H15 2.8439 no 3_746 H6 Br1 3.3624 no 1_545 H6 O1 3.5154 no 3_746 H6 C11 3.5482 no 3_646 H6 H11A 2.8587 no 3_646 H6 H11C 3.3704 no 3_646 H6 H16 3.5072 no 1_545 H7 Br1 3.3663 no 1_545 H7 H12B 3.1805 no 2_557 H7 H16 2.8943 no 1_545 H8 C7 3.4677 no 2_557 H8 C8 3.0870 no 2_557 H8 C9 3.2992 no 2_557 H8 H8 3.2103 no 2_457 H8 H8 3.2103 no 2_557 H8 H9 3.5450 no 2_557 H8 H12B 3.5958 no 2_557 H9 Br1 3.0376 no 2_567 H9 C12 3.0719 no 1_655 H9 H8 3.5450 no 2_457 H9 H12A 2.3454 no 1_655 H9 H12B 2.9835 no 1_655 H11A O1 3.4952 no 1_455 H11A O2 2.8147 no 1_455 H11A C1 3.3854 no 1_455 H11A C2 3.3616 no 1_455 H11A C10 3.5629 no 1_455 H11A H6 2.8587 no 3_656 H11A H16 3.5614 no 3_646 H11B O1 3.5183 no 3_646 H11B C5 3.3844 no 1_455 H11B C10 3.4583 no 1_455 H11B C14 3.5304 no 3_646 H11B C15 3.1932 no 3_646 H11B C16 3.0766 no 3_646 H11B C17 3.3539 no 3_646 H11B H15 3.5371 no 3_646 H11B H15 3.1584 no 3_746 H11B H16 3.3493 no 3_646 H11C Br1 3.3245 no 3_646 H11C C15 3.2612 no 3_746 H11C C16 3.2717 no 3_646 H11C C16 3.3127 no 3_746 H11C C17 2.9748 no 3_646 H11C C18 3.4002 no 3_646 H11C H6 3.3704 no 3_656 H11C H15 2.6296 no 3_746 H11C H16 3.5081 no 3_646 H11C H16 2.7320 no 3_746 H12A Br1 3.5896 no 2_467 H12A O2 2.7005 no 1_455 H12A C9 3.0084 no 1_455 H12A C14 3.2317 no 1_455 H12A C15 3.4310 no 1_455 H12A H9 2.3454 no 1_455 H12A H15 3.1700 no 1_455 H12B Br1 3.5605 no 2_467 H12B Br1 3.5358 no 2_567 H12B H7 3.1805 no 2_457 H12B H8 3.5958 no 2_457 H12B H9 2.9835 no 1_455 H15 O1 3.4918 no 1_655 H15 C3 3.1727 no 3_756 H15 C4 3.0750 no 3_756 H15 C11 3.1201 no 3_756 H15 C13 3.2869 no 1_655 H15 C18 3.0705 no 1_655 H15 H4 2.8439 no 3_756 H15 H11B 3.5371 no 3_656 H15 H11B 3.1584 no 3_756 H15 H11C 2.6296 no 3_756 H15 H12A 3.1700 no 1_655 H15 H18 2.9830 no 1_655 H16 C11 3.5750 no 3_756 H16 H6 3.5072 no 1_565 H16 H7 2.8943 no 1_565 H16 H11A 3.5614 no 3_656 H16 H11B 3.3493 no 3_656 H16 H11C 3.5081 no 3_656 H16 H11C 2.7320 no 3_756 H16 H18 3.4110 no 1_655 H18 Br1 3.2591 no 2_467 H18 C15 3.1039 no 1_455 H18 C16 3.3513 no 1_455 H18 C16 3.3249 no 2_467 H18 C17 2.8568 no 2_467 H18 C18 3.1687 no 2_467 H18 H15 2.9830 no 1_455 H18 H16 3.4110 no 1_455 H18 H18 3.3728 no 2_467 H18 H18 3.3728 no 2_567 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 C1 O2 C14 C13 12.5(8) no C1 O2 C14 C15 -169.5(6) no C14 O2 C1 C2 94.0(6) no C14 O2 C1 C10 -141.0(5) no C14 O2 C1 C12 -19.9(7) no O2 C1 C2 O1 -33.7(11) no O2 C1 C2 C3 148.1(7) no O2 C1 C10 C5 -138.2(7) no O2 C1 C10 C9 42.4(9) no O2 C1 C12 C13 19.5(7) no C2 C1 C10 C5 -16.4(11) no C2 C1 C10 C9 164.3(7) no C10 C1 C2 O1 -155.3(8) no C10 C1 C2 C3 26.4(11) no C2 C1 C12 C13 -96.3(7) no C12 C1 C2 O1 79.5(10) no C12 C1 C2 C3 -98.8(8) no C10 C1 C12 C13 137.7(6) no C12 C1 C10 C5 105.4(8) no C12 C1 C10 C9 -73.9(9) no O1 C2 C3 C4 162.6(9) no O1 C2 C3 C11 -14.8(14) no C1 C2 C3 C4 -19.2(12) no C1 C2 C3 C11 163.4(7) no C2 C3 C4 C5 0.3(14) no C11 C3 C4 C5 177.4(8) no C3 C4 C5 C6 -171.9(8) no C3 C4 C5 C10 10.5(14) no C4 C5 C6 C7 179.3(8) no C4 C5 C10 C1 -1.2(12) no C4 C5 C10 C9 178.1(7) no C6 C5 C10 C1 -178.9(8) no C6 C5 C10 C9 0.5(13) no C10 C5 C6 C7 -3.2(15) no C5 C6 C7 C8 4.1(17) no C6 C7 C8 C9 -2.4(18) no C7 C8 C9 C10 -0.2(16) no C8 C9 C10 C1 -179.5(8) no C8 C9 C10 C5 1.1(13) no C1 C12 C13 C14 -12.6(7) no C1 C12 C13 C18 171.4(7) no C12 C13 C14 O2 0.6(8) no C12 C13 C14 C15 -177.4(6) no C12 C13 C18 C17 177.5(7) no C14 C13 C18 C17 1.8(11) no C18 C13 C14 O2 177.4(6) no C18 C13 C14 C15 -0.7(11) no O2 C14 C15 C16 -178.4(7) no C13 C14 C15 C16 -0.6(12) no C14 C15 C16 C17 0.7(12) no C15 C16 C17 Br1 -178.0(7) no C15 C16 C17 C18 0.5(12) no Br1 C17 C18 C13 176.7(5) no C16 C17 C18 C13 -1.8(12) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 101877537