#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/62/2206229.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_2206229
loop_
_publ_author_name
'Bruni, Bruno'
'Coran, Silvia'
'Di Vaira, Massimo'
'Giannellini, Valerio'
_publ_section_title
;
 5-(2,5-Dimethylphenoxy)-2,2-dimethylpentanoic acid (gemfibrozil)
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1989
_journal_page_last               o1991
_journal_paper_doi               10.1107/S1600536805016855
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C15 H22 O3'
_chemical_formula_moiety         'C15 H22 O3'
_chemical_formula_sum            'C15 H22 O3'
_chemical_formula_weight         250.32
_chemical_melting_point          335
_chemical_name_common            gemfibrozil
_chemical_name_systematic
;
5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoic acid
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.420(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.8610(10)
_cell_length_b                   7.3640(10)
_cell_length_c                   27.948(2)
_cell_measurement_reflns_used    1644
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      42.0
_cell_measurement_theta_min      5.5
_cell_volume                     3053.1(5)
_computing_cell_refinement       CrysAlisCCD
_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2001)'
_computing_data_reduction        'CrysAlisRED (Oxford Diffraction, 2001)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1999)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type
'Oxford Diffraction Xcalibur 3 CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            15432
_diffrn_reflns_theta_full        63.15
_diffrn_reflns_theta_max         63.15
_diffrn_reflns_theta_min         5.46
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.596
_exptl_absorpt_correction_T_max  0.940
_exptl_absorpt_correction_T_min  0.698
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1986)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.089
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.642
_refine_diff_density_min         -0.240
_refine_ls_extinction_coef       0.0008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   0.864
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4896
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.864
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0579
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.1355P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1747
_refine_ls_wR_factor_ref         0.1884
_reflns_number_gt                2641
_reflns_number_total             4896
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh6433.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2206229
_cod_database_fobs_code          2206229
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, -z-1/2'
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_type_symbol
O1A 0.84064(11) 0.2420(2) -0.10358(7) 0.0888(6) Uani d . 1 O
H1A 0.8072 0.1798 -0.1213 0.133 Uiso calc R 1 H
O2A 0.74933(11) 0.4583(2) -0.13176(6) 0.0793(5) Uani d . 1 O
C1A 0.81658(14) 0.4119(3) -0.10742(7) 0.0573(6) Uani d . 1 C
C2A 0.87609(14) 0.5449(3) -0.07967(8) 0.0601(6) Uani d . 1 C
C3A 0.97659(16) 0.5082(4) -0.09063(11) 0.0854(8) Uani d . 1 C
H3A1 0.9933 0.3878 -0.0804 0.128 Uiso calc R 1 H
H3A2 1.0149 0.5950 -0.0738 0.128 Uiso calc R 1 H
H3A3 0.9833 0.5195 -0.1245 0.128 Uiso calc R 1 H
C4A 0.85071(16) 0.7378(3) -0.09538(9) 0.0739(7) Uani d . 1 C
H4A1 0.8594 0.7514 -0.1290 0.111 Uiso calc R 1 H
H4A2 0.8882 0.8231 -0.0775 0.111 Uiso calc R 1 H
H4A3 0.7886 0.7600 -0.0896 0.111 Uiso calc R 1 H
C5A 0.86619(16) 0.5159(3) -0.02594(8) 0.0693(6) Uani d . 1 C
H5A1 0.8908 0.3976 -0.0172 0.083 Uiso calc R 1 H
H5A2 0.9026 0.6062 -0.0085 0.083 Uiso calc R 1 H
C6A 0.77289(16) 0.5263(3) -0.00967(9) 0.0726(7) Uani d . 1 C
H6A1 0.7374 0.4270 -0.0236 0.087 Uiso calc R 1 H
H6A2 0.7452 0.6393 -0.0207 0.087 Uiso calc R 1 H
C7A 0.77268(16) 0.5164(3) 0.04428(9) 0.0688(6) Uani d . 1 C
H7A1 0.8013 0.4049 0.0557 0.083 Uiso calc R 1 H
H7A2 0.8061 0.6180 0.0585 0.083 Uiso calc R 1 H
O3A 0.68164(11) 0.5216(2) 0.05771(6) 0.0810(5) Uani d . 1 O
C8A 0.66839(16) 0.5220(3) 0.10553(8) 0.0615(6) Uani d . 1 C
C9A 0.57719(16) 0.5318(3) 0.11610(9) 0.0701(7) Uani d . 1 C
C10A 0.55913(18) 0.5329(3) 0.16381(11) 0.0768(7) Uani d . 1 C
H10A 0.4994 0.5397 0.1718 0.092 Uiso calc R 1 H
C11A 0.6249(2) 0.5244(3) 0.19977(10) 0.0769(7) Uani d . 1 C
H11A 0.6093 0.5254 0.2315 0.092 Uiso calc R 1 H
C12A 0.71425(18) 0.5144(3) 0.18979(9) 0.0719(7) Uani d . 1 C
C13A 0.73511(16) 0.5135(3) 0.14187(9) 0.0673(6) Uani d . 1 C
H13A 0.7951 0.5070 0.1343 0.081 Uiso calc R 1 H
C14A 0.5043(2) 0.5397(5) 0.07594(12) 0.1055(10) Uani d . 1 C
H141 0.4467 0.5547 0.0892 0.158 Uiso calc R 1 H
H142 0.5046 0.4289 0.0578 0.158 Uiso calc R 1 H
H143 0.5155 0.6404 0.0553 0.158 Uiso calc R 1 H
C15A 0.7886(2) 0.5059(5) 0.22902(11) 0.1155(11) Uani d . 1 C
H151 0.8247 0.6138 0.2281 0.173 Uiso calc R 1 H
H152 0.8257 0.4014 0.2243 0.173 Uiso calc R 1 H
H153 0.7627 0.4971 0.2596 0.173 Uiso calc R 1 H
O1B 0.64939(11) 0.2507(2) -0.19018(7) 0.0859(6) Uani d . 1 O
H1B 0.6850 0.3123 -0.1735 0.129 Uiso calc R 1 H
O2B 0.73129(13) 0.0316(2) -0.15769(8) 0.1056(7) Uani d . 1 O
C1B 0.66943(14) 0.0801(3) -0.18476(9) 0.0628(6) Uani d . 1 C
C2B 0.61071(14) -0.0497(3) -0.21414(8) 0.0626(6) Uani d . 1 C
C3B 0.64388(16) -0.2446(3) -0.20470(12) 0.0908(9) Uani d . 1 C
H3B1 0.7059 -0.2540 -0.2122 0.136 Uiso calc R 1 H
H3B2 0.6082 -0.3272 -0.2245 0.136 Uiso calc R 1 H
H3B3 0.6382 -0.2743 -0.1716 0.136 Uiso calc R 1 H
C4B 0.6162(2) -0.0025(4) -0.26715(10) 0.0937(9) Uani d . 1 C
H4B1 0.5956 0.1197 -0.2726 0.140 Uiso calc R 1 H
H4B2 0.5789 -0.0846 -0.2862 0.140 Uiso calc R 1 H
H4B3 0.6775 -0.0129 -0.2758 0.140 Uiso calc R 1 H
C5B 0.51205(13) -0.0268(3) -0.20068(8) 0.0618(6) Uani d . 1 C
H5B1 0.4908 0.0903 -0.2125 0.074 Uiso calc R 1 H
H5B2 0.4760 -0.1190 -0.2176 0.074 Uiso calc R 1 H
C6B 0.49389(14) -0.0388(3) -0.14779(8) 0.0642(6) Uani d . 1 C
H6B1 0.5171 -0.1525 -0.1346 0.077 Uiso calc R 1 H
H6B2 0.5241 0.0600 -0.1304 0.077 Uiso calc R 1 H
C7B 0.39459(14) -0.0278(3) -0.14232(8) 0.0638(6) Uani d . 1 C
H7B1 0.3710 0.0831 -0.1570 0.077 Uiso calc R 1 H
H7B2 0.3648 -0.1298 -0.1585 0.077 Uiso calc R 1 H
O3B 0.37669(11) -0.0302(2) -0.09299(6) 0.0774(5) Uani d . 1 O
C8B 0.28840(17) -0.0219(3) -0.08185(10) 0.0689(7) Uani d . 1 C
C9B 0.2729(2) -0.0284(3) -0.03294(10) 0.0793(8) Uani d . 1 C
C10B 0.1842(2) -0.0211(3) -0.02031(12) 0.0887(9) Uani d . 1 C
H10B 0.1721 -0.0257 0.0119 0.106 Uiso calc R 1 H
C11B 0.1143(2) -0.0072(3) -0.05405(15) 0.0942(10) Uani d . 1 C
H11B 0.0557 -0.0030 -0.0442 0.113 Uiso calc R 1 H
C12B 0.12809(19) 0.0009(3) -0.10278(12) 0.0851(8) Uani d . 1 C
C13B 0.21793(17) -0.0074(3) -0.11535(10) 0.0752(7) Uani d . 1 C
H13B 0.2300 -0.0030 -0.1476 0.090 Uiso calc R 1 H
C14B 0.3499(3) -0.0400(5) 0.00355(12) 0.1128(11) Uani d . 1 C
H144 0.3820 -0.1514 -0.0006 0.169 Uiso calc R 1 H
H145 0.3275 -0.0369 0.0351 0.169 Uiso calc R 1 H
H146 0.3897 0.0609 -0.0003 0.169 Uiso calc R 1 H
C15B 0.0525(2) 0.0186(5) -0.14121(14) 0.1129(11) Uani d . 1 C
H154 -0.0035 0.0358 -0.1265 0.169 Uiso calc R 1 H
H155 0.0494 -0.0899 -0.1603 0.169 Uiso calc R 1 H
H156 0.0639 0.1209 -0.1613 0.169 Uiso calc R 1 H
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 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'
O O 0.0492 0.0322 '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
C1A O1A H1A 109.5 ?
O2A C1A O1A 121.7(2) y
O2A C1A C2A 122.7(2) ?
O1A C1A C2A 115.62(19) ?
C1A C2A C4A 109.27(19) ?
C1A C2A C5A 109.08(17) y
C4A C2A C5A 112.00(18) ?
C1A C2A C3A 108.99(18) ?
C4A C2A C3A 109.02(18) ?
C5A C2A C3A 108.43(19) ?
C2A C3A H3A1 109.5 ?
C2A C3A H3A2 109.5 ?
H3A1 C3A H3A2 109.5 ?
C2A C3A H3A3 109.5 ?
H3A1 C3A H3A3 109.5 ?
H3A2 C3A H3A3 109.5 ?
C2A C4A H4A1 109.5 ?
C2A C4A H4A2 109.5 ?
H4A1 C4A H4A2 109.5 ?
C2A C4A H4A3 109.5 ?
H4A1 C4A H4A3 109.5 ?
H4A2 C4A H4A3 109.5 ?
C6A C5A C2A 116.0(2) ?
C6A C5A H5A1 108.3 ?
C2A C5A H5A1 108.3 ?
C6A C5A H5A2 108.3 ?
C2A C5A H5A2 108.3 ?
H5A1 C5A H5A2 107.4 ?
C5A C6A C7A 111.1(2) ?
C5A C6A H6A1 109.4 ?
C7A C6A H6A1 109.4 ?
C5A C6A H6A2 109.4 ?
C7A C6A H6A2 109.4 ?
H6A1 C6A H6A2 108.0 ?
O3A C7A C6A 108.7(2) ?
O3A C7A H7A1 110.0 ?
C6A C7A H7A1 110.0 ?
O3A C7A H7A2 110.0 ?
C6A C7A H7A2 110.0 ?
H7A1 C7A H7A2 108.3 ?
C8A O3A C7A 116.96(19) y
O3A C8A C13A 125.7(2) ?
O3A C8A C9A 113.8(2) ?
C13A C8A C9A 120.5(2) ?
C10A C9A C8A 116.8(2) ?
C10A C9A C14A 123.1(2) ?
C8A C9A C14A 120.1(2) ?
C11A C10A C9A 122.8(2) ?
C11A C10A H10A 118.6 ?
C9A C10A H10A 118.6 ?
C10A C11A C12A 120.8(2) ?
C10A C11A H11A 119.6 ?
C12A C11A H11A 119.6 ?
C11A C12A C13A 117.9(2) ?
C11A C12A C15A 121.9(3) ?
C13A C12A C15A 120.2(3) ?
C8A C13A C12A 121.1(2) ?
C8A C13A H13A 119.4 ?
C12A C13A H13A 119.4 ?
C9A C14A H141 109.5 ?
C9A C14A H142 109.5 ?
H141 C14A H142 109.5 ?
C9A C14A H143 109.5 ?
H141 C14A H143 109.5 ?
H142 C14A H143 109.5 ?
C12A C15A H151 109.5 ?
C12A C15A H152 109.5 ?
H151 C15A H152 109.5 ?
C12A C15A H153 109.5 ?
H151 C15A H153 109.5 ?
H152 C15A H153 109.5 ?
C1B O1B H1B 109.5 ?
O2B C1B O1B 121.3(2) y
O2B C1B C2B 123.2(2) ?
O1B C1B C2B 115.4(2) ?
C1B C2B C4B 108.76(19) ?
C1B C2B C3B 109.3(2) ?
C4B C2B C3B 110.1(2) ?
C1B C2B C5B 109.01(18) y
C4B C2B C5B 108.5(2) ?
C3B C2B C5B 111.10(18) ?
C2B C3B H3B1 109.5 ?
C2B C3B H3B2 109.5 ?
H3B1 C3B H3B2 109.5 ?
C2B C3B H3B3 109.5 ?
H3B1 C3B H3B3 109.5 ?
H3B2 C3B H3B3 109.5 ?
C2B C4B H4B1 109.5 ?
C2B C4B H4B2 109.5 ?
H4B1 C4B H4B2 109.5 ?
C2B C4B H4B3 109.5 ?
H4B1 C4B H4B3 109.5 ?
H4B2 C4B H4B3 109.5 ?
C6B C5B C2B 117.16(18) ?
C6B C5B H5B1 108.0 ?
C2B C5B H5B1 108.0 ?
C6B C5B H5B2 108.0 ?
C2B C5B H5B2 108.0 ?
H5B1 C5B H5B2 107.3 ?
C7B C6B C5B 109.26(18) ?
C7B C6B H6B1 109.8 ?
C5B C6B H6B1 109.8 ?
C7B C6B H6B2 109.8 ?
C5B C6B H6B2 109.8 ?
H6B1 C6B H6B2 108.3 ?
O3B C7B C6B 110.00(19) ?
O3B C7B H7B1 109.7 ?
C6B C7B H7B1 109.7 ?
O3B C7B H7B2 109.7 ?
C6B C7B H7B2 109.7 ?
H7B1 C7B H7B2 108.2 ?
C8B O3B C7B 117.28(19) y
C13B C8B O3B 123.6(2) ?
C13B C8B C9B 120.5(2) ?
O3B C8B C9B 115.9(3) ?
C10B C9B C8B 117.5(3) ?
C10B C9B C14B 122.1(3) ?
C8B C9B C14B 120.4(2) ?
C11B C10B C9B 121.5(3) ?
C11B C10B H10B 119.2 ?
C9B C10B H10B 119.2 ?
C10B C11B C12B 122.0(3) ?
C10B C11B H11B 119.0 ?
C12B C11B H11B 119.0 ?
C11B C12B C13B 116.2(3) ?
C11B C12B C15B 123.6(3) ?
C13B C12B C15B 120.2(3) ?
C8B C13B C12B 122.3(3) ?
C8B C13B H13B 118.9 ?
C12B C13B H13B 118.9 ?
C9B C14B H144 109.5 ?
C9B C14B H145 109.5 ?
H144 C14B H145 109.5 ?
C9B C14B H146 109.5 ?
H144 C14B H146 109.5 ?
H145 C14B H146 109.5 ?
C12B C15B H154 109.5 ?
C12B C15B H155 109.5 ?
H154 C15B H155 109.5 ?
C12B C15B H156 109.5 ?
H154 C15B H156 109.5 ?
H155 C15B H156 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1A C1A 1.304(3) y
O1A H1A 0.8200 ?
O2A C1A 1.224(2) y
C1A C2A 1.504(3) y
C2A C4A 1.527(3) ?
C2A C5A 1.533(3) ?
C2A C3A 1.566(3) ?
C3A H3A1 0.9600 ?
C3A H3A2 0.9600 ?
C3A H3A3 0.9600 ?
C4A H4A1 0.9600 ?
C4A H4A2 0.9600 ?
C4A H4A3 0.9600 ?
C5A C6A 1.487(3) ?
C5A H5A1 0.9700 ?
C5A H5A2 0.9700 ?
C6A C7A 1.510(3) ?
C6A H6A1 0.9700 ?
C6A H6A2 0.9700 ?
C7A O3A 1.426(3) y
C7A H7A1 0.9700 ?
C7A H7A2 0.9700 ?
O3A C8A 1.362(3) y
C8A C13A 1.378(3) ?
C8A C9A 1.406(3) ?
C9A C10A 1.376(3) ?
C9A C14A 1.513(4) ?
C10A C11A 1.361(4) ?
C10A H10A 0.9300 ?
C11A C12A 1.375(3) ?
C11A H11A 0.9300 ?
C12A C13A 1.393(3) ?
C12A C15A 1.511(4) ?
C13A H13A 0.9300 ?
C14A H141 0.9600 ?
C14A H142 0.9600 ?
C14A H143 0.9600 ?
C15A H151 0.9600 ?
C15A H152 0.9600 ?
C15A H153 0.9600 ?
O1B C1B 1.297(3) y
O1B H1B 0.8200 ?
O2B C1B 1.209(3) y
C1B C2B 1.505(3) y
C2B C4B 1.529(4) ?
C2B C3B 1.535(3) ?
C2B C5B 1.545(3) ?
C3B H3B1 0.9600 ?
C3B H3B2 0.9600 ?
C3B H3B3 0.9600 ?
C4B H4B1 0.9600 ?
C4B H4B2 0.9600 ?
C4B H4B3 0.9600 ?
C5B C6B 1.521(3) ?
C5B H5B1 0.9700 ?
C5B H5B2 0.9700 ?
C6B C7B 1.495(3) ?
C6B H6B1 0.9700 ?
C6B H6B2 0.9700 ?
C7B O3B 1.420(3) y
C7B H7B1 0.9700 ?
C7B H7B2 0.9700 ?
O3B C8B 1.368(3) y
C8B C13B 1.367(4) ?
C8B C9B 1.400(4) ?
C9B C10B 1.385(4) ?
C9B C14B 1.489(4) ?
C10B C11B 1.364(5) ?
C10B H10B 0.9300 ?
C11B C12B 1.390(4) ?
C11B H11B 0.9300 ?
C12B C13B 1.402(3) ?
C12B C15B 1.512(5) ?
C13B H13B 0.9300 ?
C14B H144 0.9600 ?
C14B H145 0.9600 ?
C14B H146 0.9600 ?
C15B H154 0.9600 ?
C15B H155 0.9600 ?
C15B H156 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1A H1A O2B 0.82 1.83 2.652(2) 177 y
O1B H1B O2A 0.82 1.82 2.631(2) 171 y
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
O2A C1A C2A C4A -11.8(3) ?
O1A C1A C2A C4A 168.87(19) ?
O2A C1A C2A C5A 110.9(2) y
O1A C1A C2A C5A -68.4(2) y
O2A C1A C2A C3A -130.9(2) ?
O1A C1A C2A C3A 49.8(3) ?
C1A C2A C5A C6A -55.4(3) y
C4A C2A C5A C6A 65.7(2) ?
C3A C2A C5A C6A -173.95(19) ?
C2A C5A C6A C7A -173.74(19) ?
C5A C6A C7A O3A -178.33(18) ?
C6A C7A O3A C8A -177.22(18) ?
C7A O3A C8A C13A -1.6(3) y
C7A O3A C8A C9A 178.49(18) y
O3A C8A C9A C10A -179.95(19) ?
C13A C8A C9A C10A 0.2(3) ?
O3A C8A C9A C14A 0.4(3) ?
C13A C8A C9A C14A -179.5(2) ?
C8A C9A C10A C11A -0.2(3) ?
C14A C9A C10A C11A 179.5(3) ?
C9A C10A C11A C12A 0.1(4) ?
C10A C11A C12A C13A 0.1(3) ?
C10A C11A C12A C15A 179.6(3) ?
O3A C8A C13A C12A -179.9(2) ?
C9A C8A C13A C12A 0.0(3) ?
C11A C12A C13A C8A -0.1(3) ?
C15A C12A C13A C8A -179.7(3) ?
O2B C1B C2B C4B -121.6(3) ?
O1B C1B C2B C4B 58.5(3) ?
O2B C1B C2B C3B -1.3(3) ?
O1B C1B C2B C3B 178.8(2) ?
O2B C1B C2B C5B 120.3(3) y
O1B C1B C2B C5B -59.6(3) y
C1B C2B C5B C6B -52.5(3) y
C4B C2B C5B C6B -170.84(19) ?
C3B C2B C5B C6B 68.0(3) ?
C2B C5B C6B C7B -175.67(18) ?
C5B C6B C7B O3B -177.28(17) ?
C6B C7B O3B C8B -179.69(18) ?
C7B O3B C8B C13B -1.6(3) y
C7B O3B C8B C9B 178.68(19) y
C13B C8B C9B C10B 0.5(3) ?
O3B C8B C9B C10B -179.8(2) ?
C13B C8B C9B C14B -178.6(3) ?
O3B C8B C9B C14B 1.1(3) ?
C8B C9B C10B C11B -0.3(4) ?
C14B C9B C10B C11B 178.8(3) ?
C9B C10B C11B C12B -0.2(4) ?
C10B C11B C12B C13B 0.5(4) ?
C10B C11B C12B C15B -179.2(3) ?
O3B C8B C13B C12B -179.94(19) ?
C9B C8B C13B C12B -0.2(3) ?
C11B C12B C13B C8B -0.3(3) ?
C15B C12B C13B C8B 179.5(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 3345
