#------------------------------------------------------------------------------
#$Date: 2020-05-06 05:54:03 +0300 (Wed, 06 May 2020) $
#$Revision: 251807 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/33/2243383.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_2243383
loop_
_publ_author_name
'Daouda, Ballo'
'Tuo, Nanou Tiéba'
'Kangah, Niameke Jean-Baptiste'
'Hökelek, Tuncer'
'Kodjo, Charles Guillaume'
'Retailleau, Pascal'
'Essassi, El Mokhtar'
_publ_section_title
;
 Crystal structure, Hirshfeld surface analysis and DFT studies of
 2-(2,3-dihydro-1H-perimidin-2-yl)phenol
;
_journal_coeditor_code           LH5957
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              798
_journal_page_last               802
_journal_paper_doi               10.1107/S2056989020005939
_journal_volume                  76
_journal_year                    2020
_chemical_formula_moiety         'C17 H14 N2 O'
_chemical_formula_sum            'C17 H14 N2 O'
_chemical_formula_weight         262.30
_chemical_name_systematic
;
2-(2,3-Dihydro-1H-perimidin-2-yl)phenol
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 95.999(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.0710(4)
_cell_length_b                   12.0526(7)
_cell_length_c                   24.6120(11)
_cell_measurement_reflns_used    8291
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9770
_cell_measurement_theta_min      2.8040
_cell_volume                     2676.1(2)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)
;
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/5 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Dectris PILATUS3 R 200K-A area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_device       'kappa gonio four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB PRO'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator
'Rigaku Integrated Confocal MaxFlux double bounce multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            29344
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.368
_diffrn_reflns_theta_min         2.661
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2018)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_description       plate
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.208
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         6395
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0462
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0558P)²+0.3900P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1203
_reflns_number_gt                4554
_reflns_number_total             6395
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lh5957sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2243383
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1A 0.56889(14) 0.53907(11) 0.62210(5) 0.0396(3) Uani d 1 . .
H H1A 0.638920 0.526271 0.595013 0.047 Uiso calc 1 . .
N N1A 0.41985(13) 0.50532(11) 0.60023(5) 0.0437(3) Uani d 1 . .
H H1N1 0.4106(19) 0.4334(16) 0.5970(7) 0.066 Uiso d 1 . .
O O1A 0.43505(13) 0.56864(10) 0.72308(4) 0.0584(3) Uani d 1 . .
H H1OA 0.438(2) 0.6117(18) 0.6953(9) 0.088 Uiso d 1 . .
C C2A 0.61653(14) 0.47595(12) 0.67387(5) 0.0405(3) Uani d 1 . .
N N2A 0.56102(14) 0.65756(10) 0.63467(4) 0.0435(3) Uani d 1 . .
H H1NA 0.646(2) 0.6821(15) 0.6495(7) 0.065 Uiso d 1 . .
O O1B 0.04282(12) 0.30406(13) 0.63319(5) 0.0708(4) Uani d 1 . .
H H1OB 0.043(3) 0.318(2) 0.6666(10) 0.106 Uiso d 1 . .
N N1B 0.20034(13) 0.37845(10) 0.73446(4) 0.0411(3) Uani d 1 . .
H H1NB 0.2567(17) 0.4294(14) 0.7230(6) 0.049 Uiso d 1 . .
C C1B 0.25725(13) 0.26647(11) 0.72676(5) 0.0375(3) Uani d 1 . .
H H1B 0.347428 0.254276 0.751615 0.045 Uiso calc 1 . .
C C3A 0.54903(15) 0.49467(12) 0.72131(5) 0.0443(3) Uani d 1 . .
C C2B 0.28946(14) 0.24906(11) 0.66876(5) 0.0369(3) Uani d 1 . .
N N2B 0.14081(13) 0.19020(11) 0.74018(5) 0.0419(3) Uani d 1 . .
H H2NB 0.1541(17) 0.1222(14) 0.7310(6) 0.050 Uiso d 1 . .
C C4A 0.59490(18) 0.43710(15) 0.76890(6) 0.0582(4) Uani d 1 . .
H H4A 0.550760 0.450973 0.800663 0.070 Uiso calc 1 . .
C C3B 0.17999(14) 0.26533(12) 0.62532(5) 0.0433(3) Uani d 1 . .
C C5A 0.70642(19) 0.35908(16) 0.76890(7) 0.0661(5) Uani d 1 . .
H H5A 0.736838 0.320194 0.800742 0.079 Uiso calc 1 . .
C C4B 0.20960(17) 0.24421(13) 0.57226(6) 0.0503(4) Uani d 1 . .
H H4B 0.135102 0.252304 0.543578 0.060 Uiso calc 1 . .
C C6A 0.77248(17) 0.33852(16) 0.72245(8) 0.0645(5) Uani d 1 . .
H H6A 0.846957 0.285454 0.722639 0.077 Uiso calc 1 . .
C C5B 0.34887(19) 0.21132(14) 0.56196(6) 0.0568(4) Uani d 1 . .
H H5B 0.368794 0.198052 0.526223 0.068 Uiso calc 1 . .
C C7A 0.72813(15) 0.39693(14) 0.67520(6) 0.0519(4) Uani d 1 . .
H H7A 0.773844 0.383022 0.643784 0.062 Uiso calc 1 . .
C C6B 0.45901(18) 0.19793(14) 0.60424(7) 0.0582(4) Uani d 1 . .
H H6B 0.553804 0.177175 0.597066 0.070 Uiso calc 1 . .
C C9A 0.35196(14) 0.56636(11) 0.55642(5) 0.0378(3) Uani d 1 . .
C C7B 0.42863(15) 0.21533(12) 0.65727(6) 0.0456(3) Uani d 1 . .
H H7B 0.502848 0.204217 0.685787 0.055 Uiso calc 1 . .
C C10A 0.38759(13) 0.68071(11) 0.55413(5) 0.0348(3) Uani d 1 . .
C C9B 0.15927(15) 0.40010(13) 0.78695(5) 0.0444(3) Uani d 1 . .
C C11A 0.49532(14) 0.72763(11) 0.59321(5) 0.0379(3) Uani d 1 . .
C C10B 0.10259(14) 0.30998(13) 0.81524(5) 0.0455(3) Uani d 1 . .
C C12A 0.52565(18) 0.83872(12) 0.59224(6) 0.0494(4) Uani d 1 . .
H H12A 0.597660 0.868995 0.617626 0.059 Uiso calc 1 . .
C C11B 0.09143(14) 0.20261(12) 0.79161(5) 0.0422(3) Uani d 1 . .
C C13A 0.44833(19) 0.90655(13) 0.55310(6) 0.0559(4) Uani d 1 . .
H H13A 0.468574 0.982195 0.553059 0.067 Uiso calc 1 . .
C C12B 0.02694(16) 0.11725(16) 0.81762(6) 0.0578(4) Uani d 1 . .
H H12B 0.018478 0.047355 0.801591 0.069 Uiso calc 1 . .
C C14A 0.34396(17) 0.86426(13) 0.51502(6) 0.0509(4) Uani d 1 . .
H H14A 0.293631 0.911237 0.489454 0.061 Uiso calc 1 . .
C C13B -0.0259(2) 0.1357(2) 0.86819(8) 0.0763(6) Uani d 1 . .
H H13B -0.069782 0.077655 0.885520 0.092 Uiso calc 1 . .
C C15A 0.31142(14) 0.75013(12) 0.51393(5) 0.0407(3) Uani d 1 . .
C C14B -0.0142(2) 0.2368(2) 0.89238(8) 0.0829(7) Uani d 1 . .
H H14B -0.048187 0.246358 0.926437 0.099 Uiso calc 1 . .
C C16A 0.20329(16) 0.70134(14) 0.47590(5) 0.0508(4) Uani d 1 . .
H H16A 0.152944 0.744820 0.448781 0.061 Uiso calc 1 . .
C C15B 0.04892(18) 0.32860(18) 0.86688(6) 0.0644(5) Uani d 1 . .
C C17A 0.17231(16) 0.59168(15) 0.47860(6) 0.0552(4) Uani d 1 . .
H H17A 0.100450 0.561244 0.453204 0.066 Uiso calc 1 . .
C C16B 0.0568(2) 0.4373(2) 0.88808(8) 0.0871(7) Uani d 1 . .
H H16B 0.023178 0.451434 0.921832 0.105 Uiso calc 1 . .
C C18A 0.24558(16) 0.52286(13) 0.51861(6) 0.0505(4) Uani d 1 . .
H H18A 0.222179 0.447803 0.519553 0.061 Uiso calc 1 . .
C C18B 0.1656(2) 0.50467(16) 0.80913(7) 0.0639(4) Uani d 1 . .
H H18B 0.204313 0.563464 0.790689 0.077 Uiso calc 1 . .
C C17B 0.1125(3) 0.5215(2) 0.86015(8) 0.0844(6) Uani d 1 . .
H H17B 0.115746 0.592467 0.875106 0.101 Uiso calc 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 0.0016 '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
N1A C1A N2A . . 106.61(11) ?
N1A C1A C2A . . 110.09(11) ?
N2A C1A C2A . . 109.23(11) ?
N1A C1A H1A . . 110.3 ?
N2A C1A H1A . . 110.3 ?
C2A C1A H1A . . 110.3 ?
C9A N1A C1A . . 117.08(11) ?
C9A N1A H1N1 . . 115.0(12) ?
C1A N1A H1N1 . . 112.7(12) ?
C3A O1A H1OA . . 106.1(14) ?
C7A C2A C3A . . 118.36(13) ?
C7A C2A C1A . . 120.67(13) ?
C3A C2A C1A . . 120.97(12) ?
C11A N2A C1A . . 117.26(10) ?
C11A N2A H1NA . . 112.9(12) ?
C1A N2A H1NA . . 111.1(12) ?
C3B O1B H1OB . . 107.7(17) ?
C9B N1B C1B . . 114.90(11) ?
C9B N1B H1NB . . 113.0(10) ?
C1B N1B H1NB . . 112.5(10) ?
N2B C1B N1B . . 106.09(10) ?
N2B C1B C2B . . 110.09(11) ?
N1B C1B C2B . . 110.99(10) ?
N2B C1B H1B . . 109.9 ?
N1B C1B H1B . . 109.9 ?
C2B C1B H1B . . 109.9 ?
O1A C3A C4A . . 117.37(13) ?
O1A C3A C2A . . 122.12(12) ?
C4A C3A C2A . . 120.50(14) ?
C7B C2B C3B . . 118.45(12) ?
C7B C2B C1B . . 120.52(11) ?
C3B C2B C1B . . 121.02(11) ?
C11B N2B C1B . . 116.45(11) ?
C11B N2B H2NB . . 114.1(10) ?
C1B N2B H2NB . . 114.4(10) ?
C5A C4A C3A . . 119.71(16) ?
C5A C4A H4A . . 120.1 ?
C3A C4A H4A . . 120.1 ?
O1B C3B C4B . . 117.87(12) ?
O1B C3B C2B . . 121.81(12) ?
C4B C3B C2B . . 120.30(12) ?
C6A C5A C4A . . 120.55(14) ?
C6A C5A H5A . . 119.7 ?
C4A C5A H5A . . 119.7 ?
C5B C4B C3B . . 120.04(14) ?
C5B C4B H4B . . 120.0 ?
C3B C4B H4B . . 120.0 ?
C5A C6A C7A . . 119.76(16) ?
C5A C6A H6A . . 120.1 ?
C7A C6A H6A . . 120.1 ?
C4B C5B C6B . . 120.27(13) ?
C4B C5B H5B . . 119.9 ?
C6B C5B H5B . . 119.9 ?
C6A C7A C2A . . 121.10(15) ?
C6A C7A H7A . . 119.4 ?
C2A C7A H7A . . 119.4 ?
C5B C6B C7B . . 119.85(14) ?
C5B C6B H6B . . 120.1 ?
C7B C6B H6B . . 120.1 ?
C18A C9A N1A . . 123.03(13) ?
C18A C9A C10A . . 119.42(12) ?
N1A C9A C10A . . 117.35(11) ?
C6B C7B C2B . . 121.03(13) ?
C6B C7B H7B . . 119.5 ?
C2B C7B H7B . . 119.5 ?
C11A C10A C9A . . 120.35(11) ?
C11A C10A C15A . . 119.31(12) ?
C9A C10A C15A . . 120.30(11) ?
C18B C9B N1B . . 122.14(15) ?
C18B C9B C10B . . 120.75(14) ?
N1B C9B C10B . . 117.02(13) ?
C12A C11A N2A . . 121.94(12) ?
C12A C11A C10A . . 120.34(12) ?
N2A C11A C10A . . 117.56(12) ?
C9B C10B C11B . . 120.84(12) ?
C9B C10B C15B . . 119.55(15) ?
C11B C10B C15B . . 119.53(15) ?
C11A C12A C13A . . 119.88(14) ?
C11A C12A H12A . . 120.1 ?
C13A C12A H12A . . 120.1 ?
C12B C11B N2B . . 122.37(15) ?
C12B C11B C10B . . 120.51(14) ?
N2B C11B C10B . . 117.02(12) ?
C14A C13A C12A . . 121.31(14) ?
C14A C13A H13A . . 119.3 ?
C12A C13A H13A . . 119.3 ?
C11B C12B C13B . . 119.89(19) ?
C11B C12B H12B . . 120.1 ?
C13B C12B H12B . . 120.1 ?
C13A C14A C15A . . 120.62(13) ?
C13A C14A H14A . . 119.7 ?
C15A C14A H14A . . 119.7 ?
C14B C13B C12B . . 121.03(18) ?
C14B C13B H13B . . 119.5 ?
C12B C13B H13B . . 119.5 ?
C14A C15A C16A . . 123.37(13) ?
C14A C15A C10A . . 118.52(12) ?
C16A C15A C10A . . 118.08(13) ?
C13B C14B C15B . . 121.50(16) ?
C13B C14B H14B . . 119.3 ?
C15B C14B H14B . . 119.3 ?
C17A C16A C15A . . 120.50(13) ?
C17A C16A H16A . . 119.8 ?
C15A C16A H16A . . 119.8 ?
C16B C15B C14B . . 124.57(18) ?
C16B C15B C10B . . 117.87(18) ?
C14B C15B C10B . . 117.52(18) ?
C16A C17A C18A . . 121.78(13) ?
C16A C17A H17A . . 119.1 ?
C18A C17A H17A . . 119.1 ?
C17B C16B C15B . . 121.10(17) ?
C17B C16B H16B . . 119.4 ?
C15B C16B H16B . . 119.4 ?
C9A C18A C17A . . 119.91(14) ?
C9A C18A H18A . . 120.0 ?
C17A C18A H18A . . 120.0 ?
C9B C18B C17B . . 118.95(19) ?
C9B C18B H18B . . 120.5 ?
C17B C18B H18B . . 120.5 ?
C16B C17B C18B . . 121.76(19) ?
C16B C17B H17B . . 119.1 ?
C18B C17B H17B . . 119.1 ?
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
C1A N1A . 1.4597(17) ?
C1A N2A . 1.4646(19) ?
C1A C2A . 1.5079(17) ?
C1A H1A . 0.9800 ?
N1A C9A . 1.3944(17) ?
N1A H1N1 . 0.873(19) ?
O1A C3A . 1.3693(18) ?
O1A H1OA . 0.86(2) ?
C2A C7A . 1.388(2) ?
C2A C3A . 1.3923(19) ?
N2A C11A . 1.4081(17) ?
N2A H1NA . 0.870(19) ?
O1B C3B . 1.3616(17) ?
O1B H1OB . 0.84(2) ?
N1B C9B . 1.4059(17) ?
N1B C1B . 1.4644(18) ?
N1B H1NB . 0.865(17) ?
C1B N2B . 1.4638(17) ?
C1B C2B . 1.5013(17) ?
C1B H1B . 0.9800 ?
C3A C4A . 1.387(2) ?
C2B C7B . 1.3833(18) ?
C2B C3B . 1.3949(18) ?
N2B C11B . 1.3942(17) ?
N2B H2NB . 0.862(17) ?
C4A C5A . 1.381(3) ?
C4A H4A . 0.9300 ?
C3B C4B . 1.3840(19) ?
C5A C6A . 1.368(3) ?
C5A H5A . 0.9300 ?
C4B C5B . 1.373(2) ?
C4B H4B . 0.9300 ?
C6A C7A . 1.383(2) ?
C6A H6A . 0.9300 ?
C5B C6B . 1.375(2) ?
C5B H5B . 0.9300 ?
C7A H7A . 0.9300 ?
C6B C7B . 1.378(2) ?
C6B H6B . 0.9300 ?
C9A C18A . 1.3728(18) ?
C9A C10A . 1.4181(19) ?
C7B H7B . 0.9300 ?
C10A C11A . 1.4154(17) ?
C10A C15A . 1.4189(18) ?
C9B C18B . 1.372(2) ?
C9B C10B . 1.416(2) ?
C11A C12A . 1.368(2) ?
C10B C11B . 1.418(2) ?
C10B C15B . 1.426(2) ?
C12A C13A . 1.395(2) ?
C12A H12A . 0.9300 ?
C11B C12B . 1.374(2) ?
C13A C14A . 1.360(2) ?
C13A H13A . 0.9300 ?
C12B C13B . 1.397(3) ?
C12B H12B . 0.9300 ?
C14A C15A . 1.406(2) ?
C14A H14A . 0.9300 ?
C13B C14B . 1.356(3) ?
C13B H13B . 0.9300 ?
C15A C16A . 1.412(2) ?
C14B C15B . 1.421(3) ?
C14B H14B . 0.9300 ?
C16A C17A . 1.354(2) ?
C16A H16A . 0.9300 ?
C15B C16B . 1.410(3) ?
C17A C18A . 1.401(2) ?
C17A H17A . 0.9300 ?
C16B C17B . 1.353(3) ?
C16B H16B . 0.9300 ?
C18A H18A . 0.9300 ?
C18B C17B . 1.406(3) ?
C18B H18B . 0.9300 ?
C17B H17B . 0.9300 ?
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
O1A H1OA N1A . 0.86(2) 2.66(2) 3.1072(16) 113.8(17) yes
O1A H1OA N2A . 0.86(2) 2.03(2) 2.7763(16) 144.6(19) yes
O1B H1OB N1B . 0.84(2) 2.20(3) 2.8835(16) 138(2) yes
O1B H1OB N2B . 0.84(2) 2.47(2) 3.0196(16) 123(2) yes
N1B H1NB O1A . 0.865(17) 2.331(17) 3.1608(18) 160.8(14) 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
N2A C1A N1A C9A . . . . 53.40(15) ?
C2A C1A N1A C9A . . . . 171.78(12) ?
N1A C1A C2A C7A . . . . 110.84(15) ?
N2A C1A C2A C7A . . . . -132.41(14) ?
N1A C1A C2A C3A . . . . -68.59(16) ?
N2A C1A C2A C3A . . . . 48.16(16) ?
N1A C1A N2A C11A . . . . -50.96(15) ?
C2A C1A N2A C11A . . . . -169.89(11) ?
C9B N1B C1B N2B . . . . 57.04(13) ?
C9B N1B C1B C2B . . . . 176.61(11) ?
C7A C2A C3A O1A . . . . -177.96(13) ?
C1A C2A C3A O1A . . . . 1.5(2) ?
C7A C2A C3A C4A . . . . 1.3(2) ?
C1A C2A C3A C4A . . . . -179.23(13) ?
N2B C1B C2B C7B . . . . -118.22(14) ?
N1B C1B C2B C7B . . . . 124.63(13) ?
N2B C1B C2B C3B . . . . 61.14(16) ?
N1B C1B C2B C3B . . . . -56.01(16) ?
N1B C1B N2B C11B . . . . -55.21(14) ?
C2B C1B N2B C11B . . . . -175.37(11) ?
O1A C3A C4A C5A . . . . 178.05(14) ?
C2A C3A C4A C5A . . . . -1.3(2) ?
C7B C2B C3B O1B . . . . -176.49(14) ?
C1B C2B C3B O1B . . . . 4.1(2) ?
C7B C2B C3B C4B . . . . 2.2(2) ?
C1B C2B C3B C4B . . . . -177.14(13) ?
C3A C4A C5A C6A . . . . 0.3(3) ?
O1B C3B C4B C5B . . . . 176.17(15) ?
C2B C3B C4B C5B . . . . -2.6(2) ?
C4A C5A C6A C7A . . . . 0.5(3) ?
C3B C4B C5B C6B . . . . 0.8(2) ?
C5A C6A C7A C2A . . . . -0.4(3) ?
C3A C2A C7A C6A . . . . -0.5(2) ?
C1A C2A C7A C6A . . . . -179.92(14) ?
C4B C5B C6B C7B . . . . 1.4(3) ?
C1A N1A C9A C18A . . . . 153.25(13) ?
C1A N1A C9A C10A . . . . -31.88(17) ?
C5B C6B C7B C2B . . . . -1.7(2) ?
C3B C2B C7B C6B . . . . -0.1(2) ?
C1B C2B C7B C6B . . . . 179.29(14) ?
C18A C9A C10A C11A . . . . 179.05(12) ?
N1A C9A C10A C11A . . . . 3.99(17) ?
C18A C9A C10A C15A . . . . 1.53(19) ?
N1A C9A C10A C15A . . . . -173.53(11) ?
C1B N1B C9B C18B . . . . 151.26(14) ?
C1B N1B C9B C10B . . . . -32.21(16) ?
C1A N2A C11A C12A . . . . -157.00(13) ?
C1A N2A C11A C10A . . . . 27.40(17) ?
C9A C10A C11A C12A . . . . -177.51(12) ?
C15A C10A C11A C12A . . . . 0.02(18) ?
C9A C10A C11A N2A . . . . -1.84(18) ?
C15A C10A C11A N2A . . . . 175.69(11) ?
C18B C9B C10B C11B . . . . 177.89(14) ?
N1B C9B C10B C11B . . . . 1.32(18) ?
C18B C9B C10B C15B . . . . 1.2(2) ?
N1B C9B C10B C15B . . . . -175.39(12) ?
N2A C11A C12A C13A . . . . -174.43(13) ?
C10A C11A C12A C13A . . . . 1.0(2) ?
C1B N2B C11B C12B . . . . -155.68(12) ?
C1B N2B C11B C10B . . . . 27.86(16) ?
C9B C10B C11B C12B . . . . -175.50(12) ?
C15B C10B C11B C12B . . . . 1.21(19) ?
C9B C10B C11B N2B . . . . 1.03(18) ?
C15B C10B C11B N2B . . . . 177.74(12) ?
C11A C12A C13A C14A . . . . -0.9(2) ?
N2B C11B C12B C13B . . . . -177.43(13) ?
C10B C11B C12B C13B . . . . -1.1(2) ?
C12A C13A C14A C15A . . . . -0.3(2) ?
C11B C12B C13B C14B . . . . -0.3(3) ?
C13A C14A C15A C16A . . . . 179.26(14) ?
C13A C14A C15A C10A . . . . 1.3(2) ?
C11A C10A C15A C14A . . . . -1.20(18) ?
C9A C10A C15A C14A . . . . 176.34(12) ?
C11A C10A C15A C16A . . . . -179.24(11) ?
C9A C10A C15A C16A . . . . -1.70(18) ?
C12B C13B C14B C15B . . . . 1.5(3) ?
C14A C15A C16A C17A . . . . -176.90(14) ?
C10A C15A C16A C17A . . . . 1.0(2) ?
C13B C14B C15B C16B . . . . 176.13(19) ?
C13B C14B C15B C10B . . . . -1.3(3) ?
C9B C10B C15B C16B . . . . -0.9(2) ?
C11B C10B C15B C16B . . . . -177.64(15) ?
C9B C10B C15B C14B . . . . 176.72(14) ?
C11B C10B C15B C14B . . . . 0.0(2) ?
C15A C16A C17A C18A . . . . -0.2(2) ?
C14B C15B C16B C17B . . . . -176.93(19) ?
C10B C15B C16B C17B . . . . 0.5(3) ?
N1A C9A C18A C17A . . . . 174.10(13) ?
C10A C9A C18A C17A . . . . -0.7(2) ?
C16A C17A C18A C9A . . . . 0.0(2) ?
N1B C9B C18B C17B . . . . 175.37(15) ?
C10B C9B C18B C17B . . . . -1.0(2) ?
C15B C16B C17B C18B . . . . -0.4(3) ?
C9B C18B C17B C16B . . . . 0.6(3) ?

_cod_database_fobs_code 2243383
