#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/06/7150677.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_7150677
loop_
_publ_author_name
'Martin, René'
'Saini, Ratni'
'Bauer, Ingmar'
'Gruner, Margit'
'Kataeva, Olga'
'Zagoriy, Vyacheslav'
'Entchev, Eugeni V.'
'Kurzchalia, Teymuras V.'
'Knölker, Hans-Joachim'
_publ_section_title
;
 4α-Bromo-5α-cholestan-3β-ol and nor-5α-cholestan-3β-ol
 derivatives---stereoselective synthesis and hormonal activity in
 Caenorhabditis elegans
;
_journal_issue                   11
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              2303
_journal_page_last               2309
_journal_paper_doi               10.1039/b904001c
_journal_volume                  7
_journal_year                    2009
_chemical_formula_moiety         'C27 H47 Br O'
_chemical_formula_sum            'C27 H47 Br O'
_chemical_formula_weight         467.56
_chemical_name_systematic
;
?
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 110.66(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.802(1)
_cell_length_b                   7.528(1)
_cell_length_c                   15.271(2)
_cell_measurement_reflns_used    225
_cell_measurement_temperature    198(2)
_cell_measurement_theta_max      21.87
_cell_measurement_theta_min      4.44
_cell_volume                     1269.5(3)
_computing_cell_refinement       'Dirax/lsq (Duisenberg, 1992)'
_computing_data_collection       'Collect (Nonius BV, 1999)'
_computing_data_reduction        'EvalCCD (Duisenberg et al., 2003)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material
'WinGX (Farrugia 1999), enCIFer (Allen et al. 2004)'
_computing_structure_refinement
'SHELXL-97 (Sheldrick, 1997), WinGX (Farrugia 1999), PLATON (Spek 2005)'
_computing_structure_solution    'SIR2004 (Burla et al., 2005)'
_diffrn_ambient_temperature      198(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       φ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            55589
_diffrn_reflns_theta_full        27.99
_diffrn_reflns_theta_max         27.99
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    1.634
_exptl_absorpt_correction_T_max  0.7253
_exptl_absorpt_correction_T_min  0.5936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS version 2.10 (Sheldrick,Bruker AXS Inc.,2002)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.010(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         5973
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0353P)²+0.1434P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0574
_refine_ls_wR_factor_ref         0.0611
_reflns_number_gt                5307
_reflns_number_total             5973
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b904001c.txt
_cod_data_source_block           kno4
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7150677
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.02683(18) -1.0577(2) -1.29544(12) 0.0304(4) Uani 1 1 d . . .
H1A H -0.0914 -0.9696 -1.3013 0.036 Uiso 1 1 calc R . .
H1B H 0.0412 -1.0325 -1.2365 0.036 Uiso 1 1 calc R . .
C2 C 0.01712(16) -1.0353(3) -1.37800(11) 0.0336(4) Uani 1 1 d . . .
H2A H -0.0524 -1.0475 -1.4374 0.040 Uiso 1 1 calc R . .
H2B H 0.0513 -0.9147 -1.3762 0.040 Uiso 1 1 calc R . .
C3 C 0.11210(17) -1.1717(2) -1.37492(12) 0.0293(4) Uani 1 1 d . . .
H3A H 0.1857 -1.1498 -1.3182 0.035 Uiso 1 1 calc R . .
O3 O 0.14262(14) -1.1451(2) -1.45696(10) 0.0401(3) Uani 1 1 d . . .
H3B H 0.196(2) -1.212(4) -1.4517(18) 0.048 Uiso 1 1 d . . .
C4 C 0.06636(15) -1.3585(2) -1.36974(11) 0.0250(3) Uani 1 1 d . . .
H4A H -0.0024 -1.3852 -1.4290 0.030 Uiso 1 1 calc R . .
Br4 Br 0.202931(17) -1.52167(3) -1.358658(12) 0.04282(6) Uani 1 1 d . . .
C5 C 0.02395(15) -1.3828(2) -1.28641(11) 0.0223(3) Uani 1 1 d . . .
H5A H 0.0952 -1.3561 -1.2288 0.027 Uiso 1 1 calc R . .
C6 C -0.01503(18) -1.5724(2) -1.27596(13) 0.0303(4) Uani 1 1 d . . .
H6A H 0.0518 -1.6553 -1.2718 0.036 Uiso 1 1 calc R . .
H6B H -0.0857 -1.6048 -1.3318 0.036 Uiso 1 1 calc R . .
C7 C -0.04852(19) -1.5906(2) -1.18807(14) 0.0319(4) Uani 1 1 d . . .
H7A H -0.0805 -1.7115 -1.1863 0.038 Uiso 1 1 calc R . .
H7B H 0.0256 -1.5764 -1.1321 0.038 Uiso 1 1 calc R . .
C8 C -0.14241(15) -1.4549(2) -1.18366(11) 0.0218(3) Uani 1 1 d . . .
H8A H -0.2208 -1.4798 -1.2354 0.026 Uiso 1 1 calc R . .
C9 C -0.10005(15) -1.2660(2) -1.19631(11) 0.0205(3) Uani 1 1 d . . .
H9A H -0.0201 -1.2490 -1.1450 0.025 Uiso 1 1 calc R . .
C10 C -0.07600(14) -1.2450(2) -1.28975(10) 0.0208(3) Uani 1 1 d . . .
C11 C -0.18487(18) -1.1243(2) -1.18110(13) 0.0301(4) Uani 1 1 d . . .
H11A H -0.1501 -1.0053 -1.1830 0.036 Uiso 1 1 calc R . .
H11B H -0.2639 -1.1308 -1.2330 0.036 Uiso 1 1 calc R . .
C12 C -0.20553(18) -1.1454(2) -1.08788(13) 0.0289(4) Uani 1 1 d . . .
H12A H -0.1282 -1.1249 -1.0356 0.035 Uiso 1 1 calc R . .
H12B H -0.2640 -1.0543 -1.0838 0.035 Uiso 1 1 calc R . .
C13 C -0.25373(15) -1.3296(2) -1.07754(11) 0.0219(3) Uani 1 1 d . . .
C14 C -0.16242(15) -1.46578(19) -1.08995(11) 0.0211(3) Uani 1 1 d . . .
H14A H -0.0826 -1.4374 -1.0406 0.025 Uiso 1 1 calc R . .
C15 C -0.20278(18) -1.6435(2) -1.06175(13) 0.0292(4) Uani 1 1 d . . .
H15A H -0.1335 -1.7263 -1.0373 0.035 Uiso 1 1 calc R . .
H15B H -0.2662 -1.6997 -1.1156 0.035 Uiso 1 1 calc R . .
C16 C -0.25324(18) -1.5923(2) -0.98439(13) 0.0269(4) Uani 1 1 d . . .
H16A H -0.2022 -1.6439 -0.9236 0.032 Uiso 1 1 calc R . .
H16B H -0.3369 -1.6375 -1.0002 0.032 Uiso 1 1 calc R . .
C17 C -0.25168(15) -1.3854(2) -0.97860(12) 0.0220(3) Uani 1 1 d . . .
H17A H -0.1708 -1.3503 -0.9327 0.026 Uiso 1 1 calc R . .
C18 C -0.38191(16) -1.3540(3) -1.14951(12) 0.0316(4) Uani 1 1 d . . .
H18A H -0.3830 -1.3187 -1.2116 0.047 Uiso 1 1 calc R . .
H18B H -0.4388 -1.2799 -1.1320 0.047 Uiso 1 1 calc R . .
H18C H -0.4058 -1.4790 -1.1509 0.047 Uiso 1 1 calc R . .
C19 C -0.19234(16) -1.2756(3) -1.37521(12) 0.0330(4) Uani 1 1 d . . .
H19A H -0.2532 -1.1869 -1.3754 0.049 Uiso 1 1 calc R . .
H19B H -0.2238 -1.3949 -1.3719 0.049 Uiso 1 1 calc R . .
H19C H -0.1740 -1.2644 -1.4327 0.049 Uiso 1 1 calc R . .
C20 C -0.34804(15) -1.3110(2) -0.94184(11) 0.0252(3) Uani 1 1 d . . .
H20A H -0.4296 -1.3460 -0.9866 0.030 Uiso 1 1 calc R . .
C21 C -0.34337(19) -1.1075(2) -0.93536(14) 0.0357(4) Uani 1 1 d . . .
H21A H -0.3537 -1.0574 -0.9969 0.054 Uiso 1 1 calc R . .
H21B H -0.2650 -1.0704 -0.8901 0.054 Uiso 1 1 calc R . .
H21C H -0.4085 -1.0649 -0.9149 0.054 Uiso 1 1 calc R . .
C22 C -0.33220(16) -1.3916(2) -0.84576(12) 0.0284(4) Uani 1 1 d . . .
H22A H -0.3308 -1.5226 -0.8511 0.034 Uiso 1 1 calc R . .
H22B H -0.2524 -1.3543 -0.8008 0.034 Uiso 1 1 calc R . .
C23 C -0.42907(16) -1.3416(3) -0.80551(12) 0.0298(4) Uani 1 1 d . . .
H23A H -0.5098 -1.3720 -0.8514 0.036 Uiso 1 1 calc R . .
H23B H -0.4268 -1.2118 -0.7948 0.036 Uiso 1 1 calc R . .
C24 C -0.41074(17) -1.4380(3) -0.71323(12) 0.0328(4) Uani 1 1 d . . .
H24A H -0.3302 -1.4057 -0.6677 0.039 Uiso 1 1 calc R . .
H24B H -0.4106 -1.5676 -0.7242 0.039 Uiso 1 1 calc R . .
C25 C -0.50660(18) -1.3966(3) -0.66988(13) 0.0430(5) Uani 1 1 d . . .
H25A H -0.5881 -1.4190 -0.7184 0.052 Uiso 1 1 calc R . .
C26 C -0.4909(2) -1.5233(5) -0.58763(15) 0.0678(7) Uani 1 1 d . . .
H26A H -0.5520 -1.4964 -0.5597 0.102 Uiso 1 1 calc R . .
H26B H -0.4098 -1.5081 -0.5405 0.102 Uiso 1 1 calc R . .
H26C H -0.5009 -1.6462 -0.6102 0.102 Uiso 1 1 calc R . .
C27 C -0.5026(2) -1.2044(4) -0.63855(17) 0.0601(7) Uani 1 1 d . . .
H27A H -0.5122 -1.1256 -0.6918 0.090 Uiso 1 1 calc R . .
H27B H -0.4246 -1.1806 -0.5890 0.090 Uiso 1 1 calc R . .
H27C H -0.5684 -1.1829 -0.6147 0.090 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C10 113.03(14) . . ?
C2 C1 H1A 109.0 . . ?
C10 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
C10 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C3 C2 C1 111.27(15) . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
O3 C3 C2 106.89(14) . . ?
O3 C3 C4 112.22(14) . . ?
C2 C3 C4 111.00(15) . . ?
O3 C3 H3A 108.9 . . ?
C2 C3 H3A 108.9 . . ?
C4 C3 H3A 108.9 . . ?
C3 O3 H3B 104.9(19) . . ?
C3 C4 C5 112.29(13) . . ?
C3 C4 Br4 106.53(11) . . ?
C5 C4 Br4 110.39(11) . . ?
C3 C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 . . ?
Br4 C4 H4A 109.2 . . ?
C6 C5 C4 113.38(13) . . ?
C6 C5 C10 111.95(13) . . ?
C4 C5 C10 111.01(13) . . ?
C6 C5 H5A 106.7 . . ?
C4 C5 H5A 106.7 . . ?
C10 C5 H5A 106.7 . . ?
C5 C6 C7 110.80(13) . . ?
C5 C6 H6A 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C6 113.25(14) . . ?
C8 C7 H7A 108.9 . . ?
C6 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C7 C8 C14 111.05(13) . . ?
C7 C8 C9 109.82(13) . . ?
C14 C8 C9 109.25(12) . . ?
C7 C8 H8A 108.9 . . ?
C14 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C11 C9 C8 111.38(13) . . ?
C11 C9 C10 114.02(13) . . ?
C8 C9 C10 112.35(12) . . ?
C11 C9 H9A 106.1 . . ?
C8 C9 H9A 106.1 . . ?
C10 C9 H9A 106.1 . . ?
C1 C10 C19 109.27(14) . . ?
C1 C10 C5 108.40(13) . . ?
C19 C10 C5 111.48(13) . . ?
C1 C10 C9 109.81(12) . . ?
C19 C10 C9 111.37(13) . . ?
C5 C10 C9 106.43(12) . . ?
C12 C11 C9 113.18(13) . . ?
C12 C11 H11A 108.9 . . ?
C9 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C9 C11 H11B 108.9 . . ?
H11A C11 H11B 107.8 . . ?
C13 C12 C11 112.12(14) . . ?
C13 C12 H12A 109.2 . . ?
C11 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 C18 110.07(15) . . ?
C12 C13 C14 106.74(13) . . ?
C18 C13 C14 112.72(13) . . ?
C12 C13 C17 117.72(14) . . ?
C18 C13 C17 109.62(13) . . ?
C14 C13 C17 99.62(12) . . ?
C15 C14 C8 118.34(13) . . ?
C15 C14 C13 104.19(12) . . ?
C8 C14 C13 115.01(12) . . ?
C15 C14 H14A 106.1 . . ?
C8 C14 H14A 106.1 . . ?
C13 C14 H14A 106.1 . . ?
C14 C15 C16 103.80(13) . . ?
C14 C15 H15A 111.0 . . ?
C16 C15 H15A 111.0 . . ?
C14 C15 H15B 111.0 . . ?
C16 C15 H15B 111.0 . . ?
H15A C15 H15B 109.0 . . ?
C15 C16 C17 106.99(14) . . ?
C15 C16 H16A 110.3 . . ?
C17 C16 H16A 110.3 . . ?
C15 C16 H16B 110.3 . . ?
C17 C16 H16B 110.3 . . ?
H16A C16 H16B 108.6 . . ?
C20 C17 C16 112.86(15) . . ?
C20 C17 C13 119.60(14) . . ?
C16 C17 C13 102.59(14) . . ?
C20 C17 H17A 107.0 . . ?
C16 C17 H17A 107.0 . . ?
C13 C17 H17A 107.0 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C19 H19A 109.5 . . ?
C10 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C10 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C22 110.08(14) . . ?
C21 C20 C17 111.85(14) . . ?
C22 C20 C17 110.32(14) . . ?
C21 C20 H20A 108.2 . . ?
C22 C20 H20A 108.2 . . ?
C17 C20 H20A 108.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C20 115.56(14) . . ?
C23 C22 H22A 108.4 . . ?
C20 C22 H22A 108.4 . . ?
C23 C22 H22B 108.4 . . ?
C20 C22 H22B 108.4 . . ?
H22A C22 H22B 107.5 . . ?
C22 C23 C24 111.83(15) . . ?
C22 C23 H23A 109.3 . . ?
C24 C23 H23A 109.3 . . ?
C22 C23 H23B 109.3 . . ?
C24 C23 H23B 109.3 . . ?
H23A C23 H23B 107.9 . . ?
C23 C24 C25 114.56(17) . . ?
C23 C24 H24A 108.6 . . ?
C25 C24 H24A 108.6 . . ?
C23 C24 H24B 108.6 . . ?
C25 C24 H24B 108.6 . . ?
H24A C24 H24B 107.6 . . ?
C27 C25 C24 112.60(18) . . ?
C27 C25 C26 110.6(2) . . ?
C24 C25 C26 109.5(2) . . ?
C27 C25 H25A 108.0 . . ?
C24 C25 H25A 108.0 . . ?
C26 C25 H25A 108.0 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.532(2) . ?
C1 C10 1.539(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.509(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 O3 1.435(2) . ?
C3 C4 1.519(2) . ?
C3 H3A 1.0000 . ?
O3 H3B 0.79(3) . ?
C4 C5 1.534(2) . ?
C4 Br4 1.9855(16) . ?
C4 H4A 1.0000 . ?
C5 C6 1.526(2) . ?
C5 C10 1.558(2) . ?
C5 H5A 1.0000 . ?
C6 C7 1.533(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.526(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C14 1.532(2) . ?
C8 C9 1.542(2) . ?
C8 H8A 1.0000 . ?
C9 C11 1.536(2) . ?
C9 C10 1.558(2) . ?
C9 H9A 1.0000 . ?
C10 C19 1.542(2) . ?
C11 C12 1.535(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.528(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C18 1.535(2) . ?
C13 C14 1.547(2) . ?
C13 C17 1.560(2) . ?
C14 C15 1.532(2) . ?
C14 H14A 1.0000 . ?
C15 C16 1.548(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.560(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C20 1.540(2) . ?
C17 H17A 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.534(3) . ?
C20 C22 1.537(2) . ?
C20 H20A 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.524(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.531(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.531(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C27 1.520(4) . ?
C25 C26 1.535(3) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 -56.2(2) . . . . ?
C1 C2 C3 O3 177.23(15) . . . . ?
C1 C2 C3 C4 54.6(2) . . . . ?
O3 C3 C4 C5 -175.34(14) . . . . ?
C2 C3 C4 C5 -55.81(18) . . . . ?
O3 C3 C4 Br4 63.70(16) . . . . ?
C2 C3 C4 Br4 -176.78(11) . . . . ?
C3 C4 C5 C6 -176.37(15) . . . . ?
Br4 C4 C5 C6 -57.65(17) . . . . ?
C3 C4 C5 C10 56.60(18) . . . . ?
Br4 C4 C5 C10 175.32(11) . . . . ?
C4 C5 C6 C7 176.36(14) . . . . ?
C10 C5 C6 C7 -57.1(2) . . . . ?
C5 C6 C7 C8 53.5(2) . . . . ?
C6 C7 C8 C14 -173.91(15) . . . . ?
C6 C7 C8 C9 -53.0(2) . . . . ?
C7 C8 C9 C11 -173.49(15) . . . . ?
C14 C8 C9 C11 -51.47(18) . . . . ?
C7 C8 C9 C10 57.20(18) . . . . ?
C14 C8 C9 C10 179.22(13) . . . . ?
C2 C1 C10 C19 -66.23(18) . . . . ?
C2 C1 C10 C5 55.45(18) . . . . ?
C2 C1 C10 C9 171.34(14) . . . . ?
C6 C5 C10 C1 177.26(14) . . . . ?
C4 C5 C10 C1 -54.93(17) . . . . ?
C6 C5 C10 C19 -62.43(17) . . . . ?
C4 C5 C10 C19 65.38(17) . . . . ?
C6 C5 C10 C9 59.20(17) . . . . ?
C4 C5 C10 C9 -173.00(13) . . . . ?
C11 C9 C10 C1 55.46(19) . . . . ?
C8 C9 C10 C1 -176.61(13) . . . . ?
C11 C9 C10 C19 -65.71(18) . . . . ?
C8 C9 C10 C19 62.21(17) . . . . ?
C11 C9 C10 C5 172.60(14) . . . . ?
C8 C9 C10 C5 -59.48(16) . . . . ?
C8 C9 C11 C12 52.6(2) . . . . ?
C10 C9 C11 C12 -178.96(14) . . . . ?
C9 C11 C12 C13 -55.9(2) . . . . ?
C11 C12 C13 C18 -66.87(19) . . . . ?
C11 C12 C13 C14 55.77(19) . . . . ?
C11 C12 C13 C17 166.56(15) . . . . ?
C7 C8 C14 C15 -57.6(2) . . . . ?
C9 C8 C14 C15 -178.91(15) . . . . ?
C7 C8 C14 C13 178.40(14) . . . . ?
C9 C8 C14 C13 57.12(17) . . . . ?
C12 C13 C14 C15 170.24(14) . . . . ?
C18 C13 C14 C15 -68.80(16) . . . . ?
C17 C13 C14 C15 47.31(15) . . . . ?
C12 C13 C14 C8 -58.60(17) . . . . ?
C18 C13 C14 C8 62.36(17) . . . . ?
C17 C13 C14 C8 178.47(13) . . . . ?
C8 C14 C15 C16 -162.18(15) . . . . ?
C13 C14 C15 C16 -33.01(17) . . . . ?
C14 C15 C16 C17 5.6(2) . . . . ?
C15 C16 C17 C20 153.36(14) . . . . ?
C15 C16 C17 C13 23.32(19) . . . . ?
C12 C13 C17 C20 77.0(2) . . . . ?
C18 C13 C17 C20 -49.8(2) . . . . ?
C14 C13 C17 C20 -168.20(14) . . . . ?
C12 C13 C17 C16 -157.19(15) . . . . ?
C18 C13 C17 C16 76.02(17) . . . . ?
C14 C13 C17 C16 -42.42(16) . . . . ?
C16 C17 C20 C21 179.12(16) . . . . ?
C13 C17 C20 C21 -60.1(2) . . . . ?
C16 C17 C20 C22 56.2(2) . . . . ?
C13 C17 C20 C22 177.00(14) . . . . ?
C21 C20 C22 C23 61.4(2) . . . . ?
C17 C20 C22 C23 -174.69(15) . . . . ?
C20 C22 C23 C24 176.06(15) . . . . ?
C22 C23 C24 C25 -178.82(16) . . . . ?
C23 C24 C25 C27 -65.9(2) . . . . ?
C23 C24 C25 C26 170.56(18) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24776221
