#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/56/2225642.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_2225642
loop_
_publ_author_name
'Arumugam, Natarajan'
'Abdul Rahim, Aisyah Saad'
'Abd Hamid, Shafida'
'Hemamalini, Madhukar'
'Fun, Hoong-Kun'
_publ_section_title
;
 Ethyl
 1-sec-butyl-2-phenyl-1H-benzimidazole-5-carboxylate
;
_journal_coeditor_code           LH5008
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o796
_journal_page_last               o797
_journal_paper_doi               10.1107/S160053681000872X
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C20 H22 N2 O2'
_chemical_formula_moiety         'C20 H22 N2 O2'
_chemical_formula_sum            'C20 H22 N2 O2'
_chemical_formula_weight         322.40
_chemical_name_systematic
;
Ethyl 1-sec-butyl-2-phenyl-1H-benzimidazole-5-carboxylate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 93.120(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9926(7)
_cell_length_b                   12.3287(11)
_cell_length_c                   13.9635(12)
_cell_measurement_reflns_used    3770
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      32.23
_cell_measurement_theta_min      2.92
_cell_volume                     1717.7(2)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
;
Bruker APEX DUO CCD area-detector diffractometer
;
_diffrn_measurement_method       'φ and ω scans'
_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  0.0548
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22823
_diffrn_reflns_theta_full        32.51
_diffrn_reflns_theta_max         32.51
_diffrn_reflns_theta_min         2.63
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.9874
_exptl_absorpt_correction_T_min  0.9716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.304
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         6168
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0531
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0891P)²+0.1439P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1377
_refine_ls_wR_factor_ref         0.1676
_reflns_number_gt                4186
_reflns_number_total             6168
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5008.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2225642
_cod_database_fobs_code          2225642
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
O O1 0.48537(10) 0.96613(8) 0.17446(8) 0.0271(2) Uani d . 1 . .
O O2 0.65687(10) 1.02815(8) 0.09245(8) 0.0254(2) Uani d . 1 . .
N N1 0.90319(11) 0.57520(9) 0.18622(8) 0.0193(2) Uani d . 1 . .
N N2 0.99597(11) 0.71445(9) 0.10769(8) 0.0182(2) Uani d . 1 . .
C C1 1.25733(14) 0.59498(11) 0.13359(10) 0.0227(3) Uani d . 1 A .
H H1A 1.2658 0.6666 0.1538 0.027 Uiso calc R 1 . .
C C2 1.37107(15) 0.53521(12) 0.11435(11) 0.0268(3) Uani d . 1 . .
H H2A 1.4553 0.5672 0.1213 0.032 Uiso calc R 1 . .
C C3 1.35904(15) 0.42848(12) 0.08494(11) 0.0276(3) Uani d . 1 . .
H H3A 1.4353 0.3887 0.0726 0.033 Uiso calc R 1 . .
C C4 1.23430(16) 0.38062(12) 0.07376(10) 0.0259(3) Uani d . 1 . .
H H4A 1.2267 0.3087 0.0541 0.031 Uiso calc R 1 . .
C C5 1.12036(15) 0.43963(11) 0.09179(10) 0.0216(3) Uani d . 1 A .
H H5A 1.0364 0.4074 0.0834 0.026 Uiso calc R 1 . .
C C6 1.13109(13) 0.54764(10) 0.12256(9) 0.0182(2) Uani d . 1 . .
C C7 1.01178(13) 0.61389(10) 0.13933(9) 0.0172(2) Uani d . 1 A .
C C8 0.81056(13) 0.65853(10) 0.18441(9) 0.0184(2) Uani d . 1 A .
C C9 0.68265(14) 0.66727(11) 0.21995(10) 0.0222(3) Uani d . 1 . .
H H9A 0.6440 0.6104 0.2524 0.027 Uiso calc R 1 A .
C C10 0.61687(14) 0.76473(11) 0.20428(10) 0.0213(3) Uani d . 1 A .
H H10A 0.5318 0.7735 0.2271 0.026 Uiso calc R 1 . .
C C11 0.67404(13) 0.85123(10) 0.15492(9) 0.0179(2) Uani d . 1 . .
C C12 0.80110(13) 0.84152(10) 0.11974(9) 0.0179(2) Uani d . 1 A .
H H12A 0.8389 0.8982 0.0865 0.021 Uiso calc R 1 . .
C C13 0.87006(13) 0.74459(10) 0.13564(9) 0.0165(2) Uani d . 1 A .
C C14 0.59468(14) 0.95227(10) 0.14299(9) 0.0200(3) Uani d . 1 A .
C C15 0.58654(17) 1.13040(11) 0.08026(12) 0.0296(3) Uani d . 1 . .
H H15A 0.5857 1.1685 0.1410 0.036 Uiso calc R 1 . .
H H15B 0.4946 1.1180 0.0569 0.036 Uiso calc R 1 . .
C C16 0.65916(17) 1.19568(12) 0.00926(12) 0.0325(3) Uani d . 1 . .
H H16A 0.6164 1.2650 0.0006 0.049 Uiso calc R 1 . .
H H16B 0.6572 1.1580 -0.0510 0.049 Uiso calc R 1 . .
H H16C 0.7505 1.2059 0.0325 0.049 Uiso calc R 1 . .
C C17A 0.90159(17) 0.47759(12) 0.24809(13) 0.0195(3) Uani d P 0.900(4) A 1
H H17A 0.9893 0.4426 0.2449 0.023 Uiso calc PR 0.900(4) A 1
C C18A 0.88752(18) 0.51121(14) 0.35205(12) 0.0246(4) Uani d P 0.900(4) A 1
H H18A 0.7971 0.5372 0.3595 0.030 Uiso calc PR 0.900(4) A 1
H H18B 0.9016 0.4483 0.3931 0.030 Uiso calc PR 0.900(4) A 1
C C19A 0.98655(19) 0.59931(16) 0.38395(11) 0.0279(4) Uani d P 0.900(4) A 1
H H19A 0.9823 0.6110 0.4517 0.042 Uiso calc PR 0.900(4) A 1
H H19B 0.9644 0.6654 0.3503 0.042 Uiso calc PR 0.900(4) A 1
H H19C 1.0755 0.5772 0.3700 0.042 Uiso calc PR 0.900(4) A 1
C C20A 0.79610(19) 0.39498(14) 0.21182(18) 0.0290(4) Uani d P 0.900(4) A 1
H H20A 0.8087 0.3786 0.1457 0.044 Uiso calc PR 0.900(4) A 1
H H20B 0.7082 0.4247 0.2179 0.044 Uiso calc PR 0.900(4) A 1
H H20C 0.8053 0.3298 0.2492 0.044 Uiso calc PR 0.900(4) A 1
C C17B 0.931(2) 0.4995(15) 0.2836(15) 0.030(4) Uiso d P 0.100(4) A 2
H H17B 1.0131 0.4586 0.2748 0.035 Uiso calc PR 0.100(4) A 2
C C18B 0.815(2) 0.4191(17) 0.2711(17) 0.046(5) Uiso d P 0.100(4) A 2
H H18C 0.8371 0.3558 0.3101 0.055 Uiso calc PR 0.100(4) A 2
H H18D 0.7362 0.4521 0.2965 0.055 Uiso calc PR 0.100(4) A 2
C C19B 0.780(3) 0.383(2) 0.1742(19) 0.051(7) Uiso d P 0.100(4) A 2
H H19D 0.7015 0.3376 0.1743 0.077 Uiso calc PR 0.100(4) A 2
H H19E 0.8529 0.3420 0.1505 0.077 Uiso calc PR 0.100(4) A 2
H H19F 0.7618 0.4445 0.1336 0.077 Uiso calc PR 0.100(4) A 2
C C20B 0.944(2) 0.5464(19) 0.3761(14) 0.037(4) Uiso d P 0.100(4) A 2
H H20D 1.0175 0.5132 0.4120 0.055 Uiso calc PR 0.100(4) A 2
H H20E 0.8628 0.5351 0.4086 0.055 Uiso calc PR 0.100(4) A 2
H H20F 0.9601 0.6228 0.3704 0.055 Uiso calc PR 0.100(4) A 2
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'
N N 0.0061 0.0033 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14 O2 C15 . . 115.59(11) ?
C8 N1 C7 . . 106.08(10) ?
C8 N1 C17A . . 125.86(11) ?
C7 N1 C17A . . 126.15(11) ?
C8 N1 C17B . . 120.9(7) ?
C7 N1 C17B . . 118.9(7) ?
C17A N1 C17B . . 21.9(7) ?
C7 N2 C13 . . 104.52(10) ?
C6 C1 C2 . . 120.08(13) ?
C6 C1 H1A . . 120.0 ?
C2 C1 H1A . . 120.0 ?
C3 C2 C1 . . 120.17(14) ?
C3 C2 H2A . . 119.9 ?
C1 C2 H2A . . 119.9 ?
C4 C3 C2 . . 120.27(13) ?
C4 C3 H3A . . 119.9 ?
C2 C3 H3A . . 119.9 ?
C3 C4 C5 . . 120.06(13) ?
C3 C4 H4A . . 120.0 ?
C5 C4 H4A . . 120.0 ?
C4 C5 C6 . . 120.30(13) ?
C4 C5 H5A . . 119.8 ?
C6 C5 H5A . . 119.8 ?
C1 C6 C5 . . 119.11(12) ?
C1 C6 C7 . . 119.10(11) ?
C5 C6 C7 . . 121.73(12) ?
N2 C7 N1 . . 113.51(11) ?
N2 C7 C6 . . 123.31(11) ?
N1 C7 C6 . . 123.12(11) ?
N1 C8 C9 . . 132.38(12) ?
N1 C8 C13 . . 105.59(11) ?
C9 C8 C13 . . 122.03(12) ?
C10 C9 C8 . . 116.52(12) ?
C10 C9 H9A . . 121.7 ?
C8 C9 H9A . . 121.7 ?
C9 C10 C11 . . 122.29(12) ?
C9 C10 H10A . . 118.9 ?
C11 C10 H10A . . 118.9 ?
C12 C11 C10 . . 120.68(12) ?
C12 C11 C14 . . 121.73(11) ?
C10 C11 C14 . . 117.59(11) ?
C13 C12 C11 . . 118.11(11) ?
C13 C12 H12A . . 120.9 ?
C11 C12 H12A . . 120.9 ?
N2 C13 C12 . . 129.33(11) ?
N2 C13 C8 . . 110.30(11) ?
C12 C13 C8 . . 120.36(11) ?
O1 C14 O2 . . 122.96(12) ?
O1 C14 C11 . . 124.44(12) ?
O2 C14 C11 . . 112.60(11) ?
O2 C15 C16 . . 107.24(12) ?
O2 C15 H15A . . 110.3 ?
C16 C15 H15A . . 110.3 ?
O2 C15 H15B . . 110.3 ?
C16 C15 H15B . . 110.3 ?
H15A C15 H15B . . 108.5 ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
N1 C17A C18A . . 109.82(13) ?
N1 C17A C20A . . 112.10(16) ?
C18A C17A C20A . . 113.48(15) ?
N1 C17A H17A . . 107.0 ?
C18A C17A H17A . . 107.0 ?
C20A C17A H17A . . 107.0 ?
C19A C18A C17A . . 112.42(13) ?
C19A C18A H18A . . 109.1 ?
C17A C18A H18A . . 109.1 ?
C19A C18A H18B . . 109.1 ?
C17A C18A H18B . . 109.1 ?
H18A C18A H18B . . 107.9 ?
C20B C17B C18B . . 113.7(17) ?
C20B C17B N1 . . 121.4(15) ?
C18B C17B N1 . . 100.4(14) ?
C20B C17B H17B . . 106.8 ?
C18B C17B H17B . . 106.8 ?
N1 C17B H17B . . 106.8 ?
C19B C18B C17B . . 117(2) ?
C19B C18B H18C . . 108.1 ?
C17B C18B H18C . . 108.1 ?
C19B C18B H18D . . 108.1 ?
C17B C18B H18D . . 108.1 ?
H18C C18B H18D . . 107.3 ?
C18B C19B H19D . . 109.5 ?
C18B C19B H19E . . 109.5 ?
H19D C19B H19E . . 109.5 ?
C18B C19B H19F . . 109.5 ?
H19D C19B H19F . . 109.5 ?
H19E C19B H19F . . 109.5 ?
C17B C20B H20D . . 109.5 ?
C17B C20B H20E . . 109.5 ?
H20D C20B H20E . . 109.5 ?
C17B C20B H20F . . 109.5 ?
H20D C20B H20F . . 109.5 ?
H20E C20B H20F . . 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
O1 C14 . 1.2114(16) ?
O2 C14 . 1.3443(16) ?
O2 C15 . 1.4488(16) ?
N1 C8 . 1.3821(16) ?
N1 C7 . 1.3824(16) ?
N1 C17A . 1.4820(17) ?
N1 C17B . 1.660(19) ?
N2 C7 . 1.3228(16) ?
N2 C13 . 1.3881(16) ?
C1 C6 . 1.3908(19) ?
C1 C2 . 1.3929(19) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.382(2) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.380(2) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.3857(19) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.4016(18) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.4743(17) ?
C8 C9 . 1.4002(18) ?
C8 C13 . 1.4096(17) ?
C9 C10 . 1.3814(18) ?
C9 H9A . 0.9300 ?
C10 C11 . 1.4076(18) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.3913(17) ?
C11 C14 . 1.4813(18) ?
C12 C13 . 1.3912(17) ?
C12 H12A . 0.9300 ?
C15 C16 . 1.495(2) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
C17A C18A . 1.523(2) ?
C17A C20A . 1.532(3) ?
C17A H17A . 0.9800 ?
C18A C19A . 1.520(3) ?
C18A H18A . 0.9700 ?
C18A H18B . 0.9700 ?
C19A H19A . 0.9600 ?
C19A H19B . 0.9600 ?
C19A H19C . 0.9600 ?
C20A H20A . 0.9600 ?
C20A H20B . 0.9600 ?
C20A H20C . 0.9600 ?
C17B C20B . 1.41(3) ?
C17B C18B . 1.53(3) ?
C17B H17B . 0.9800 ?
C18B C19B . 1.45(3) ?
C18B H18C . 0.9700 ?
C18B H18D . 0.9700 ?
C19B H19D . 0.9600 ?
C19B H19E . 0.9600 ?
C19B H19F . 0.9600 ?
C20B H20D . 0.9600 ?
C20B H20E . 0.9600 ?
C20B H20F . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C9 H9A O1 2_645 0.9300 2.4500 3.3781(17) 172.00 yes
C20A H20B O1 2_645 0.9600 2.5600 3.419(2) 148.00 yes
C19A H19B Cg1 1_555 0.9600 2.8000 3.3793(17) 120.00 yes
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
C6 C1 C2 C3 . . . . -0.5(2) ?
C1 C2 C3 C4 . . . . 0.5(2) ?
C2 C3 C4 C5 . . . . 0.2(2) ?
C3 C4 C5 C6 . . . . -0.8(2) ?
C2 C1 C6 C5 . . . . -0.1(2) ?
C2 C1 C6 C7 . . . . -177.39(12) ?
C4 C5 C6 C1 . . . . 0.76(19) ?
C4 C5 C6 C7 . . . . 177.94(12) ?
C13 N2 C7 N1 . . . . 0.37(15) ?
C13 N2 C7 C6 . . . . 177.83(12) ?
C8 N1 C7 N2 . . . . -0.16(15) ?
C17A N1 C7 N2 . . . . -165.11(14) ?
C17B N1 C7 N2 . . . . -140.5(8) ?
C8 N1 C7 C6 . . . . -177.63(12) ?
C17A N1 C7 C6 . . . . 17.4(2) ?
C17B N1 C7 C6 . . . . 42.1(8) ?
C1 C6 C7 N2 . . . . 43.20(18) ?
C5 C6 C7 N2 . . . . -133.98(14) ?
C1 C6 C7 N1 . . . . -139.58(13) ?
C5 C6 C7 N1 . . . . 43.24(18) ?
C7 N1 C8 C9 . . . . 179.88(15) ?
C17A N1 C8 C9 . . . . -15.1(2) ?
C17B N1 C8 C9 . . . . -40.8(9) ?
C7 N1 C8 C13 . . . . -0.12(14) ?
C17A N1 C8 C13 . . . . 164.89(14) ?
C17B N1 C8 C13 . . . . 139.2(9) ?
N1 C8 C9 C10 . . . . -179.62(14) ?
C13 C8 C9 C10 . . . . 0.4(2) ?
C8 C9 C10 C11 . . . . 0.3(2) ?
C9 C10 C11 C12 . . . . -0.1(2) ?
C9 C10 C11 C14 . . . . -179.54(13) ?
C10 C11 C12 C13 . . . . -0.65(19) ?
C14 C11 C12 C13 . . . . 178.75(12) ?
C7 N2 C13 C12 . . . . -178.75(13) ?
C7 N2 C13 C8 . . . . -0.44(14) ?
C11 C12 C13 N2 . . . . 179.43(12) ?
C11 C12 C13 C8 . . . . 1.26(18) ?
N1 C8 C13 N2 . . . . 0.35(14) ?
C9 C8 C13 N2 . . . . -179.65(12) ?
N1 C8 C13 C12 . . . . 178.83(12) ?
C9 C8 C13 C12 . . . . -1.2(2) ?
C15 O2 C14 O1 . . . . 2.0(2) ?
C15 O2 C14 C11 . . . . -178.34(12) ?
C12 C11 C14 O1 . . . . -177.85(13) ?
C10 C11 C14 O1 . . . . 1.6(2) ?
C12 C11 C14 O2 . . . . 2.47(18) ?
C10 C11 C14 O2 . . . . -178.11(12) ?
C14 O2 C15 C16 . . . . -170.51(13) ?
C8 N1 C17A C18A . . . . -51.0(2) ?
C7 N1 C17A C18A . . . . 111.06(15) ?
C17B N1 C17A C18A . . . . 33.3(18) ?
C8 N1 C17A C20A . . . . 76.11(19) ?
C7 N1 C17A C20A . . . . -121.83(15) ?
C17B N1 C17A C20A . . . . 160.4(18) ?
N1 C17A C18A C19A . . . . -49.37(18) ?
C20A C17A C18A C19A . . . . -175.71(14) ?
C8 N1 C17B C20B . . . . -44(2) ?
C7 N1 C17B C20B . . . . 90.2(18) ?
C17A N1 C17B C20B . . . . -154(3) ?
C8 N1 C17B C18B . . . . 82.2(13) ?
C7 N1 C17B C18B . . . . -143.5(10) ?
C17A N1 C17B C18B . . . . -27.8(13) ?
C20B C17B C18B C19B . . . . 169(2) ?
N1 C17B C18B C19B . . . . 38(2) ?
