#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/12/2221210.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_2221210
loop_
_publ_author_name
'Yan, Xin'
'Xu, Shiqing'
'Wang, Jingmei'
'Chen, Ying'
'Xia, Peng'
_publ_section_title
;
 N-tert-Butyl-5α-androstane-17β-carboxamide
;
_journal_coeditor_code           TK2372
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o587
_journal_paper_doi               10.1107/S1600536809005741
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C24 H41 N O'
_chemical_formula_moiety         'C24 H41 N O'
_chemical_formula_sum            'C24 H41 N O'
_chemical_formula_weight         359.58
_chemical_melting_point          451.5
_chemical_name_systematic
;
N-tert-Butyl-5α-androstane-17β-carboxamide
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.373(2)
_cell_length_b                   12.802(4)
_cell_length_c                   26.775(9)
_cell_measurement_reflns_used    962
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      19.0
_cell_measurement_theta_min      2.8
_cell_volume                     2184.5(12)
_computing_cell_refinement       'SMART (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.063
_diffrn_reflns_av_sigmaI/netI    0.078
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            10583
_diffrn_reflns_theta_full        27.1
_diffrn_reflns_theta_max         27.1
_diffrn_reflns_theta_min         1.5
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.10
_refine_diff_density_min         -0.12
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.75
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         2757
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.75
_refine_ls_R_factor_all          0.082
_refine_ls_R_factor_gt           0.037
_refine_ls_shift/su_max_lt       0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0299P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.063
_refine_ls_wR_factor_ref         0.068
_reflns_number_gt                1433
_reflns_number_total             2757
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk2372.cif
_cod_data_source_block           I
_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.

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed
to 'multi-scan' 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.

'_exptl_absorpt_correction_type' value 'Multi-Scan'
changed to 'multi-scan' 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 
;
_cod_original_cell_volume        2184.3(12)
_cod_database_code               2221210
_cod_database_fobs_code          2221210
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_type_symbol
_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
N N1 0.8035(3) 0.65842(13) 0.56653(6) 0.0540(5) Uani d . 1 . .
H H1 0.9247 0.6820 0.5751 0.065 Uiso calc R 1 . .
O O1 0.4554(3) 0.67334(13) 0.58044(5) 0.0666(5) Uani d . 1 . .
C C1 1.1936(4) 0.62769(17) 0.84810(7) 0.0534(6) Uani d . 1 . .
H H1A 1.2184 0.5667 0.8274 0.064 Uiso calc R 1 . .
H H1B 1.2916 0.6815 0.8377 0.064 Uiso calc R 1 . .
C C2 1.2381(4) 0.59935(18) 0.90230(7) 0.0614(7) Uani d . 1 . .
H H2A 1.1548 0.5388 0.9114 0.074 Uiso calc R 1 . .
H H2B 1.3849 0.5806 0.9057 0.074 Uiso calc R 1 . .
C C3 1.1892(4) 0.6872(2) 0.93761(8) 0.0682(7) Uani d . 1 . .
H H3A 1.2928 0.7420 0.9334 0.082 Uiso calc R 1 . .
H H3B 1.1993 0.6618 0.9717 0.082 Uiso calc R 1 . .
C C4 0.9727(4) 0.73240(19) 0.92929(7) 0.0635(7) Uani d . 1 . .
H H4A 0.9568 0.7949 0.9494 0.076 Uiso calc R 1 . .
H H4B 0.8681 0.6822 0.9402 0.076 Uiso calc R 1 . .
C C5 0.9344(4) 0.75945(17) 0.87460(7) 0.0522(6) Uani d . 1 . .
H H5 1.0430 0.8106 0.8660 0.063 Uiso calc R 1 . .
C C6 0.7298(4) 0.81485(17) 0.86688(7) 0.0610(7) Uani d . 1 . .
H H6A 0.7239 0.8752 0.8887 0.073 Uiso calc R 1 . .
H H6B 0.6157 0.7685 0.8760 0.073 Uiso calc R 1 . .
C C7 0.7000(4) 0.85044(16) 0.81299(7) 0.0614(7) Uani d . 1 . .
H H7A 0.5601 0.8792 0.8091 0.074 Uiso calc R 1 . .
H H7B 0.8002 0.9053 0.8055 0.074 Uiso calc R 1 . .
C C8 0.7295(3) 0.76086(15) 0.77615(7) 0.0426(5) Uani d . 1 . .
H H8 0.6196 0.7091 0.7826 0.051 Uiso calc R 1 . .
C C9 0.9436(3) 0.70738(15) 0.78447(6) 0.0397(5) Uani d . 1 . .
H H9 1.0496 0.7621 0.7802 0.048 Uiso calc R 1 . .
C C10 0.9693(3) 0.66681(15) 0.83881(7) 0.0400(5) Uani d . 1 . .
C C11 0.9900(4) 0.62511(16) 0.74440(7) 0.0508(6) Uani d . 1 . .
H H11A 0.9022 0.5646 0.7505 0.061 Uiso calc R 1 . .
H H11B 1.1350 0.6031 0.7477 0.061 Uiso calc R 1 . .
C C12 0.9537(3) 0.66238(17) 0.69070(7) 0.0499(6) Uani d . 1 . .
H H12A 1.0565 0.7154 0.6823 0.060 Uiso calc R 1 . .
H H12B 0.9722 0.6042 0.6679 0.060 Uiso calc R 1 . .
C C13 0.7344(3) 0.70711(14) 0.68449(7) 0.0382(5) Uani d . 1 . .
C C14 0.7092(3) 0.79588(15) 0.72231(7) 0.0436(5) Uani d . 1 . .
H H14 0.8250 0.8446 0.7162 0.052 Uiso calc R 1 . .
C C15 0.5092(4) 0.85175(17) 0.70618(7) 0.0567(6) Uani d . 1 . .
H H15A 0.5117 0.9245 0.7163 0.068 Uiso calc R 1 . .
H H15B 0.3863 0.8185 0.7205 0.068 Uiso calc R 1 . .
C C16 0.5093(4) 0.84178(16) 0.64878(7) 0.0599(7) Uani d . 1 . .
H H16A 0.5323 0.9095 0.6334 0.072 Uiso calc R 1 . .
H H16B 0.3760 0.8145 0.6372 0.072 Uiso calc R 1 . .
C C17 0.6889(4) 0.76619(14) 0.63516(6) 0.0442(6) Uani d . 1 . .
H H17 0.8130 0.8077 0.6266 0.053 Uiso calc R 1 . .
C C18 0.5691(4) 0.62057(15) 0.69106(7) 0.0539(6) Uani d . 1 . .
H H18A 0.5990 0.5642 0.6685 0.081 Uiso calc R 1 . .
H H18B 0.4323 0.6483 0.6840 0.081 Uiso calc R 1 . .
H H18C 0.5730 0.5952 0.7248 0.081 Uiso calc R 1 . .
C C19 0.8159(4) 0.57727(15) 0.84878(8) 0.0584(7) Uani d . 1 . .
H H19A 0.8546 0.5178 0.8290 0.088 Uiso calc R 1 . .
H H19B 0.6764 0.5989 0.8401 0.088 Uiso calc R 1 . .
H H19C 0.8204 0.5589 0.8835 0.088 Uiso calc R 1 . .
C C20 0.6366(4) 0.69668(16) 0.59120(8) 0.0487(6) Uani d . 1 . .
C C21 0.7988(4) 0.58025(17) 0.52642(8) 0.0598(7) Uani d . 1 . .
C C22 0.6959(5) 0.48089(17) 0.54580(9) 0.0912(9) Uani d . 1 . .
H H22A 0.7737 0.4550 0.5739 0.137 Uiso calc R 1 . .
H H22B 0.6947 0.4292 0.5198 0.137 Uiso calc R 1 . .
H H22C 0.5545 0.4959 0.5559 0.137 Uiso calc R 1 . .
C C23 1.0254(5) 0.5606(2) 0.51203(10) 0.1023(10) Uani d . 1 . .
H H23A 1.0853 0.6236 0.4988 0.153 Uiso calc R 1 . .
H H23B 1.0314 0.5066 0.4872 0.153 Uiso calc R 1 . .
H H23C 1.1031 0.5392 0.5410 0.153 Uiso calc R 1 . .
C C24 0.6785(5) 0.6221(2) 0.48153(8) 0.0816(8) Uani d . 1 . .
H H24A 0.5353 0.6348 0.4908 0.122 Uiso calc R 1 . .
H H24B 0.6828 0.5717 0.4550 0.122 Uiso calc R 1 . .
H H24C 0.7415 0.6861 0.4705 0.122 Uiso calc R 1 . .
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 0.0000 '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'
N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C20 N1 C21 . . 126.2(2) ?
C20 N1 H1 . . 116.9 ?
C21 N1 H1 . . 116.9 ?
C2 C1 C10 . . 113.91(17) ?
C2 C1 H1A . . 108.8 ?
C10 C1 H1A . . 108.8 ?
C2 C1 H1B . . 108.8 ?
C10 C1 H1B . . 108.8 ?
H1A C1 H1B . . 107.7 ?
C3 C2 C1 . . 112.51(19) ?
C3 C2 H2A . . 109.1 ?
C1 C2 H2A . . 109.1 ?
C3 C2 H2B . . 109.1 ?
C1 C2 H2B . . 109.1 ?
H2A C2 H2B . . 107.8 ?
C2 C3 C4 . . 112.5(2) ?
C2 C3 H3A . . 109.1 ?
C4 C3 H3A . . 109.1 ?
C2 C3 H3B . . 109.1 ?
C4 C3 H3B . . 109.1 ?
H3A C3 H3B . . 107.8 ?
C3 C4 C5 . . 111.98(19) ?
C3 C4 H4A . . 109.2 ?
C5 C4 H4A . . 109.2 ?
C3 C4 H4B . . 109.2 ?
C5 C4 H4B . . 109.2 ?
H4A C4 H4B . . 107.9 ?
C6 C5 C4 . . 112.29(18) ?
C6 C5 C10 . . 113.84(17) ?
C4 C5 C10 . . 113.54(18) ?
C6 C5 H5 . . 105.4 ?
C4 C5 H5 . . 105.4 ?
C10 C5 H5 . . 105.4 ?
C5 C6 C7 . . 112.36(18) ?
C5 C6 H6A . . 109.1 ?
C7 C6 H6A . . 109.1 ?
C5 C6 H6B . . 109.1 ?
C7 C6 H6B . . 109.1 ?
H6A C6 H6B . . 107.9 ?
C8 C7 C6 . . 111.84(16) ?
C8 C7 H7A . . 109.2 ?
C6 C7 H7A . . 109.2 ?
C8 C7 H7B . . 109.2 ?
C6 C7 H7B . . 109.2 ?
H7A C7 H7B . . 107.9 ?
C14 C8 C7 . . 112.48(16) ?
C14 C8 C9 . . 110.13(16) ?
C7 C8 C9 . . 110.47(17) ?
C14 C8 H8 . . 107.9 ?
C7 C8 H8 . . 107.9 ?
C9 C8 H8 . . 107.9 ?
C11 C9 C8 . . 112.02(16) ?
C11 C9 C10 . . 113.93(16) ?
C8 C9 C10 . . 112.15(15) ?
C11 C9 H9 . . 106.0 ?
C8 C9 H9 . . 106.0 ?
C10 C9 H9 . . 106.0 ?
C19 C10 C1 . . 108.81(17) ?
C19 C10 C5 . . 112.08(16) ?
C1 C10 C5 . . 106.56(16) ?
C19 C10 C9 . . 110.26(16) ?
C1 C10 C9 . . 111.04(15) ?
C5 C10 C9 . . 108.05(15) ?
C9 C11 C12 . . 114.43(17) ?
C9 C11 H11A . . 108.7 ?
C12 C11 H11A . . 108.7 ?
C9 C11 H11B . . 108.7 ?
C12 C11 H11B . . 108.7 ?
H11A C11 H11B . . 107.6 ?
C13 C12 C11 . . 111.04(16) ?
C13 C12 H12A . . 109.4 ?
C11 C12 H12A . . 109.4 ?
C13 C12 H12B . . 109.4 ?
C11 C12 H12B . . 109.4 ?
H12A C12 H12B . . 108.0 ?
C12 C13 C14 . . 107.69(17) ?
C12 C13 C18 . . 110.23(17) ?
C14 C13 C18 . . 112.79(16) ?
C12 C13 C17 . . 116.70(16) ?
C14 C13 C17 . . 100.48(14) ?
C18 C13 C17 . . 108.70(17) ?
C8 C14 C15 . . 118.68(17) ?
C8 C14 C13 . . 113.62(16) ?
C15 C14 C13 . . 104.39(16) ?
C8 C14 H14 . . 106.5 ?
C15 C14 H14 . . 106.5 ?
C13 C14 H14 . . 106.5 ?
C14 C15 C16 . . 104.07(17) ?
C14 C15 H15A . . 110.9 ?
C16 C15 H15A . . 110.9 ?
C14 C15 H15B . . 110.9 ?
C16 C15 H15B . . 110.9 ?
H15A C15 H15B . . 109.0 ?
C15 C16 C17 . . 106.73(16) ?
C15 C16 H16A . . 110.4 ?
C17 C16 H16A . . 110.4 ?
C15 C16 H16B . . 110.4 ?
C17 C16 H16B . . 110.4 ?
H16A C16 H16B . . 108.6 ?
C20 C17 C16 . . 112.92(19) ?
C20 C17 C13 . . 114.68(16) ?
C16 C17 C13 . . 104.10(15) ?
C20 C17 H17 . . 108.3 ?
C16 C17 H17 . . 108.3 ?
C13 C17 H17 . . 108.3 ?
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 ?
O1 C20 N1 . . 122.7(2) ?
O1 C20 C17 . . 122.2(2) ?
N1 C20 C17 . . 115.0(2) ?
N1 C21 C23 . . 106.2(2) ?
N1 C21 C24 . . 110.37(18) ?
C23 C21 C24 . . 109.7(2) ?
N1 C21 C22 . . 109.20(18) ?
C23 C21 C22 . . 111.0(2) ?
C24 C21 C22 . . 110.2(2) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
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
N1 C20 . 1.345(3) ?
N1 C21 . 1.468(3) ?
N1 H1 . 0.8600 ?
O1 C20 . 1.227(3) ?
C1 C2 . 1.522(3) ?
C1 C10 . 1.535(3) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 C3 . 1.502(3) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.513(3) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.524(3) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.498(3) ?
C5 C10 . 1.541(3) ?
C5 H5 . 0.9800 ?
C6 C7 . 1.525(2) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C8 . 1.524(2) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C14 . 1.515(2) ?
C8 C9 . 1.542(3) ?
C8 H8 . 0.9800 ?
C9 C11 . 1.532(2) ?
C9 C10 . 1.554(2) ?
C9 H9 . 0.9800 ?
C10 C19 . 1.530(3) ?
C11 C12 . 1.532(3) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 C13 . 1.519(3) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.531(3) ?
C13 C18 . 1.539(3) ?
C13 C17 . 1.549(3) ?
C14 C15 . 1.524(3) ?
C14 H14 . 0.9800 ?
C15 C16 . 1.542(2) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.542(3) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 C20 . 1.513(3) ?
C17 H17 . 0.9800 ?
C18 H18A . 0.9599 ?
C18 H18B . 0.9599 ?
C18 H18C . 0.9599 ?
C19 H19A . 0.9599 ?
C19 H19B . 0.9599 ?
C19 H19C . 0.9599 ?
C21 C23 . 1.516(4) ?
C21 C24 . 1.523(3) ?
C21 C22 . 1.522(3) ?
C22 H22A . 0.9599 ?
C22 H22B . 0.9599 ?
C22 H22C . 0.9599 ?
C23 H23A . 0.9599 ?
C23 H23B . 0.9599 ?
C23 H23C . 0.9599 ?
C24 H24A . 0.9599 ?
C24 H24B . 0.9599 ?
C24 H24C . 0.9599 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C10 C1 C2 C3 . . . . -54.5(3) ?
C1 C2 C3 C4 . . . . 50.1(3) ?
C2 C3 C4 C5 . . . . -50.5(3) ?
C3 C4 C5 C6 . . . . -173.8(2) ?
C3 C4 C5 C10 . . . . 55.3(3) ?
C4 C5 C6 C7 . . . . 175.0(2) ?
C10 C5 C6 C7 . . . . -54.3(2) ?
C5 C6 C7 C8 . . . . 53.1(3) ?
C6 C7 C8 C14 . . . . -177.64(18) ?
C6 C7 C8 C9 . . . . -54.1(2) ?
C14 C8 C9 C11 . . . . -48.6(2) ?
C7 C8 C9 C11 . . . . -173.49(17) ?
C14 C8 C9 C10 . . . . -178.19(16) ?
C7 C8 C9 C10 . . . . 56.9(2) ?
C2 C1 C10 C19 . . . . -65.7(2) ?
C2 C1 C10 C5 . . . . 55.4(2) ?
C2 C1 C10 C9 . . . . 172.80(17) ?
C6 C5 C10 C19 . . . . -67.1(2) ?
C4 C5 C10 C19 . . . . 63.0(2) ?
C6 C5 C10 C1 . . . . 173.94(18) ?
C4 C5 C10 C1 . . . . -55.9(2) ?
C6 C5 C10 C9 . . . . 54.5(2) ?
C4 C5 C10 C9 . . . . -175.31(19) ?
C11 C9 C10 C19 . . . . -61.5(2) ?
C8 C9 C10 C19 . . . . 67.1(2) ?
C11 C9 C10 C1 . . . . 59.2(2) ?
C8 C9 C10 C1 . . . . -172.21(16) ?
C11 C9 C10 C5 . . . . 175.74(18) ?
C8 C9 C10 C5 . . . . -55.7(2) ?
C8 C9 C11 C12 . . . . 48.2(2) ?
C10 C9 C11 C12 . . . . 176.84(18) ?
C9 C11 C12 C13 . . . . -53.2(2) ?
C11 C12 C13 C14 . . . . 57.1(2) ?
C11 C12 C13 C18 . . . . -66.3(2) ?
C11 C12 C13 C17 . . . . 169.09(17) ?
C7 C8 C14 C15 . . . . -55.7(3) ?
C9 C8 C14 C15 . . . . -179.44(17) ?
C7 C8 C14 C13 . . . . -179.00(18) ?
C9 C8 C14 C13 . . . . 57.3(2) ?
C12 C13 C14 C8 . . . . -61.5(2) ?
C18 C13 C14 C8 . . . . 60.3(2) ?
C17 C13 C14 C8 . . . . 175.87(17) ?
C12 C13 C14 C15 . . . . 167.69(17) ?
C18 C13 C14 C15 . . . . -70.46(19) ?
C17 C13 C14 C15 . . . . 45.1(2) ?
C8 C14 C15 C16 . . . . -161.48(18) ?
C13 C14 C15 C16 . . . . -33.8(2) ?
C14 C15 C16 C17 . . . . 8.8(2) ?
C15 C16 C17 C20 . . . . 143.81(18) ?
C15 C16 C17 C13 . . . . 18.8(2) ?
C12 C13 C17 C20 . . . . 81.4(2) ?
C14 C13 C17 C20 . . . . -162.6(2) ?
C18 C13 C17 C20 . . . . -44.0(2) ?
C12 C13 C17 C16 . . . . -154.74(18) ?
C14 C13 C17 C16 . . . . -38.70(19) ?
C18 C13 C17 C16 . . . . 79.89(18) ?
C21 N1 C20 O1 . . . . -4.2(3) ?
C21 N1 C20 C17 . . . . 172.60(17) ?
C16 C17 C20 O1 . . . . -26.4(3) ?
C13 C17 C20 O1 . . . . 92.6(3) ?
C16 C17 C20 N1 . . . . 156.77(17) ?
C13 C17 C20 N1 . . . . -84.2(2) ?
C20 N1 C21 C23 . . . . -178.2(2) ?
C20 N1 C21 C24 . . . . 62.9(3) ?
C20 N1 C21 C22 . . . . -58.5(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24741777
