#------------------------------------------------------------------------------
#$Date: 2022-02-04 05:21:48 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272549 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/40/2244032.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_2244032
loop_
_publ_author_name
'Mamedov, Ibrahim G.'
'Khrustalev, Victor N.'
'Akkurt, Mehmet'
'Novikov, Anton P.'
'Asgarova, Ayten R.'
'Aliyeva, Khatira N.'
'Akobirshoeva, Anzurat A.'
_publ_section_title
;
 Crystal structure and Hirshfeld surface analysis of
 5-acetyl-2-amino-4-(4-bromophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile
;
_journal_coeditor_code           YK2165
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2056989022001232
_journal_volume                  78
_journal_year                    2022
_chemical_absolute_configuration unk
_chemical_formula_iupac          'C20 H16 Br N3 O2'
_chemical_formula_moiety         'C20 H16 Br N3 O2'
_chemical_formula_sum            'C20 H16 Br N3 O2'
_chemical_formula_weight         410.26
_chemical_name_systematic
5-Acetyl-2-amino-4-(4-bromophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 103.9395(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5889(7)
_cell_length_b                   13.2144(10)
_cell_length_c                   14.4529(10)
_cell_measurement_reflns_used    3126
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.95
_cell_measurement_theta_min      2.68
_cell_volume                     1777.4(2)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
PLATON (Spek, 2020)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-III CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0994
_diffrn_reflns_av_unetI/netI     0.1775
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34410
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.496
_diffrn_reflns_theta_min         2.117
_exptl_absorpt_coefficient_mu    2.332
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_correction_T_min  0.818
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_description       prism
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.664
_refine_ls_abs_structure_details
;
 Refined as an inversion twin
;
_refine_ls_abs_structure_Flack   0.473(14)
_refine_ls_extinction_coef       0.0039(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         10756
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.1679
_refine_ls_R_factor_gt           0.0645
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0401P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1323
_reflns_number_gt                5403
_reflns_number_total             10756
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yk2165sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P c'
_cod_database_code               2244032
_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.
;
_shelx_estimated_absorpt_t_min   0.892
_shelx_estimated_absorpt_t_max   0.933
_shelxl_version_number           .2013
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, 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
Br Br1 -0.05184(9) 0.02892(6) 0.27044(7) 0.0328(2) Uani d 1 . .
N N1 0.3304(7) 0.5094(5) 0.4197(5) 0.0194(15) Uani d 1 . .
C C1 0.6385(9) 0.4260(6) 0.3992(6) 0.0216(19) Uani d 1 . .
O O1 0.6581(7) 0.5145(5) 0.4155(5) 0.0456(19) Uani d 1 . .
C C2 0.3768(9) 0.4655(6) 0.3455(6) 0.0219(18) Uani d 1 . .
O O2 0.3284(7) 0.4954(4) 0.2642(4) 0.0273(14) Uani d 1 . .
C C3 0.4864(9) 0.3816(6) 0.3708(6) 0.0211(18) Uani d 1 . .
H H3 0.4792 0.3389 0.3127 0.025 Uiso calc 1 . .
C C4 0.4547(9) 0.3140(6) 0.4498(6) 0.0221(19) Uani d 1 . .
H H4 0.5405 0.2699 0.4736 0.026 Uiso calc 1 . .
C C5 0.4402(9) 0.3820(6) 0.5310(6) 0.0229(19) Uani d 1 . .
C C6 0.3781(9) 0.4741(6) 0.5141(6) 0.0213(18) Uani d 1 . .
N N6 0.3596(7) 0.5398(5) 0.5816(5) 0.0219(15) Uani d 1 . .
H H6A 0.3529 0.5257 0.6413 0.026 Uiso d 1 . .
H H6B 0.3534 0.6055 0.5646 0.026 Uiso d 1 . .
C C7 0.2213(9) 0.5898(6) 0.3983(6) 0.0212(18) Uani d 1 . .
C C8 0.2595(10) 0.6844(7) 0.3737(7) 0.031(2) Uani d 1 . .
H H8 0.3538 0.6970 0.3663 0.037 Uiso calc 1 . .
C C9 0.1581(10) 0.7610(7) 0.3600(7) 0.036(2) Uani d 1 . .
H H9 0.1814 0.8267 0.3416 0.044 Uiso calc 1 . .
C C10 0.0223(11) 0.7409(8) 0.3732(7) 0.036(2) Uani d 1 . .
H H10 -0.0463 0.7940 0.3661 0.044 Uiso calc 1 . .
C C11 -0.0144(11) 0.6464(7) 0.3963(6) 0.035(2) Uani d 1 . .
H H11 -0.1089 0.6334 0.4031 0.042 Uiso calc 1 . .
C C12 0.0861(10) 0.5691(7) 0.4099(6) 0.030(2) Uani d 1 . .
H H12 0.0620 0.5030 0.4269 0.036 Uiso calc 1 . .
C C13 0.7611(10) 0.3551(6) 0.4072(7) 0.034(2) Uani d 1 . .
H H13A 0.7314 0.2868 0.4207 0.050 Uiso calc 1 . .
H H13B 0.8413 0.3770 0.4591 0.050 Uiso calc 1 . .
H H13C 0.7915 0.3546 0.3472 0.050 Uiso calc 1 . .
C C14 0.3267(9) 0.2446(6) 0.4069(6) 0.0213(17) Uani d 1 . .
C C15 0.1891(10) 0.2670(6) 0.4115(7) 0.029(2) Uani d 1 . .
H H15 0.1720 0.3262 0.4445 0.034 Uiso calc 1 . .
C C16 0.0740(10) 0.2057(6) 0.3695(6) 0.029(2) Uani d 1 . .
H H16 -0.0213 0.2229 0.3717 0.034 Uiso calc 1 . .
C C17 0.1025(10) 0.1185(6) 0.3240(6) 0.026(2) Uani d 1 . .
C C18 0.2390(10) 0.0940(6) 0.3159(7) 0.029(2) Uani d 1 . .
H H18 0.2561 0.0350 0.2828 0.035 Uiso calc 1 . .
C C19 0.3494(10) 0.1581(6) 0.3576(6) 0.026(2) Uani d 1 . .
H H19 0.4441 0.1428 0.3525 0.031 Uiso calc 1 . .
C C20 0.4925(10) 0.3499(6) 0.6274(7) 0.024(2) Uani d 1 . .
N N20 0.5390(9) 0.3255(6) 0.7052(5) 0.0335(19) Uani d 1 . .
Br Br2 1.05193(11) 1.25495(8) 0.62011(8) 0.0409(3) Uani d 1 . .
N N2 0.6616(7) 0.7734(5) 0.5811(5) 0.0220(16) Uani d 1 . .
C C21 0.3521(10) 0.8636(7) 0.5959(6) 0.028(2) Uani d 1 . .
O O21 0.3329(8) 0.7728(5) 0.6051(5) 0.0403(18) Uani d 1 . .
C C22 0.6085(10) 0.8245(6) 0.6505(6) 0.027(2) Uani d 1 . .
O O22 0.6450(7) 0.8015(4) 0.7343(4) 0.0305(15) Uani d 1 . .
C C23 0.5025(9) 0.9077(6) 0.6148(6) 0.0238(19) Uani d 1 . .
H H23 0.5119 0.9588 0.6670 0.029 Uiso calc 1 . .
C C24 0.5288(9) 0.9623(6) 0.5266(6) 0.0226(19) Uani d 1 . .
H H24 0.4424 1.0048 0.4993 0.027 Uiso calc 1 . .
C C25 0.5389(9) 0.8820(6) 0.4542(6) 0.0230(19) Uani d 1 . .
C C26 0.6117(9) 0.7941(6) 0.4838(6) 0.0210(18) Uani d 1 . .
N N26 0.6426(8) 0.7245(5) 0.4234(5) 0.0279(17) Uani d 1 . .
H H26A 0.6602 0.6614 0.4466 0.034 Uiso d 1 . .
H H26B 0.6454 0.7409 0.3634 0.034 Uiso d 1 . .
C C27 0.7687(10) 0.6958(6) 0.6136(6) 0.0234(19) Uani d 1 . .
C C28 0.7276(10) 0.6009(6) 0.6383(7) 0.030(2) Uani d 1 . .
H H28 0.6293 0.5858 0.6336 0.036 Uiso calc 1 . .
C C29 0.8324(11) 0.5287(7) 0.6698(7) 0.040(3) Uani d 1 . .
H H29 0.8056 0.4632 0.6865 0.048 Uiso calc 1 . .
C C30 0.9761(11) 0.5507(6) 0.6776(7) 0.033(2) Uani d 1 . .
H H30 1.0476 0.5007 0.6998 0.040 Uiso calc 1 . .
C C31 1.0139(11) 0.6444(7) 0.6530(7) 0.035(2) Uani d 1 . .
H H31 1.1123 0.6590 0.6575 0.042 Uiso calc 1 . .
C C32 0.9120(10) 0.7187(6) 0.6216(6) 0.028(2) Uani d 1 . .
H H32 0.9398 0.7842 0.6059 0.034 Uiso calc 1 . .
C C33 0.2270(11) 0.9361(7) 0.5651(8) 0.041(3) Uani d 1 . .
H H33A 0.2541 1.0027 0.5936 0.061 Uiso calc 1 . .
H H33B 0.1440 0.9103 0.5862 0.061 Uiso calc 1 . .
H H33C 0.2021 0.9422 0.4955 0.061 Uiso calc 1 . .
C C34 0.6606(8) 1.0327(6) 0.5511(6) 0.0188(17) Uani d 1 . .
C C35 0.7743(10) 1.0222(7) 0.5076(6) 0.028(2) Uani d 1 . .
H H35 0.7720 0.9690 0.4630 0.034 Uiso calc 1 . .
C C36 0.8913(10) 1.0875(7) 0.5276(7) 0.029(2) Uani d 1 . .
H H36 0.9687 1.0787 0.4980 0.035 Uiso calc 1 . .
C C37 0.8931(10) 1.1659(6) 0.5917(6) 0.026(2) Uani d 1 . .
C C38 0.7802(10) 1.1788(6) 0.6350(6) 0.027(2) Uani d 1 . .
H H38 0.7820 1.2325 0.6789 0.033 Uiso calc 1 . .
C C39 0.6654(10) 1.1133(6) 0.6139(6) 0.025(2) Uani d 1 . .
H H39 0.5874 1.1232 0.6429 0.030 Uiso calc 1 . .
C C40 0.4888(10) 0.8997(6) 0.3553(7) 0.025(2) Uani d 1 . .
N N40 0.4482(10) 0.9142(5) 0.2749(6) 0.0307(16) Uani d 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'
Br Br -0.2901 2.4595 '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
C2 N1 C6 . . 121.4(7) ?
C2 N1 C7 . . 119.0(7) ?
C6 N1 C7 . . 119.4(7) ?
O1 C1 C13 . . 121.1(8) ?
O1 C1 C3 . . 121.3(8) ?
C13 C1 C3 . . 117.6(7) ?
O2 C2 N1 . . 119.5(7) ?
O2 C2 C3 . . 123.4(7) ?
N1 C2 C3 . . 117.1(7) ?
C2 C3 C1 . . 110.2(6) ?
C2 C3 C4 . . 110.8(7) ?
C1 C3 C4 . . 111.6(7) ?
C2 C3 H3 . . 108.0 ?
C1 C3 H3 . . 108.0 ?
C4 C3 H3 . . 108.0 ?
C5 C4 C3 . . 107.7(6) ?
C5 C4 C14 . . 117.0(7) ?
C3 C4 C14 . . 109.2(7) ?
C5 C4 H4 . . 107.5 ?
C3 C4 H4 . . 107.5 ?
C14 C4 H4 . . 107.5 ?
C6 C5 C20 . . 118.7(8) ?
C6 C5 C4 . . 120.9(8) ?
C20 C5 C4 . . 120.4(7) ?
N6 C6 C5 . . 125.3(8) ?
N6 C6 N1 . . 114.7(7) ?
C5 C6 N1 . . 119.9(7) ?
C6 N6 H6A . . 127.7 ?
C6 N6 H6B . . 115.8 ?
H6A N6 H6B . . 116.5 ?
C8 C7 C12 . . 122.1(8) ?
C8 C7 N1 . . 119.4(8) ?
C12 C7 N1 . . 118.4(7) ?
C7 C8 C9 . . 118.7(9) ?
C7 C8 H8 . . 120.6 ?
C9 C8 H8 . . 120.6 ?
C8 C9 C10 . . 119.4(9) ?
C8 C9 H9 . . 120.3 ?
C10 C9 H9 . . 120.3 ?
C11 C10 C9 . . 121.1(9) ?
C11 C10 H10 . . 119.5 ?
C9 C10 H10 . . 119.5 ?
C10 C11 C12 . . 120.0(10) ?
C10 C11 H11 . . 120.0 ?
C12 C11 H11 . . 120.0 ?
C7 C12 C11 . . 118.7(9) ?
C7 C12 H12 . . 120.7 ?
C11 C12 H12 . . 120.7 ?
C1 C13 H13A . . 109.5 ?
C1 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C1 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C15 C14 C19 . . 118.3(8) ?
C15 C14 C4 . . 122.4(7) ?
C19 C14 C4 . . 119.3(7) ?
C14 C15 C16 . . 121.8(8) ?
C14 C15 H15 . . 119.1 ?
C16 C15 H15 . . 119.1 ?
C15 C16 C17 . . 117.8(9) ?
C15 C16 H16 . . 121.1 ?
C17 C16 H16 . . 121.1 ?
C18 C17 C16 . . 122.3(8) ?
C18 C17 Br1 . . 118.6(7) ?
C16 C17 Br1 . . 119.1(7) ?
C19 C18 C17 . . 117.6(8) ?
C19 C18 H18 . . 121.2 ?
C17 C18 H18 . . 121.2 ?
C18 C19 C14 . . 122.1(8) ?
C18 C19 H19 . . 119.0 ?
C14 C19 H19 . . 119.0 ?
N20 C20 C5 . . 177.7(10) ?
C26 N2 C22 . . 121.9(7) ?
C26 N2 C27 . . 120.6(7) ?
C22 N2 C27 . . 117.5(7) ?
O21 C21 C33 . . 121.4(9) ?
O21 C21 C23 . . 121.1(8) ?
C33 C21 C23 . . 117.4(8) ?
O22 C22 N2 . . 121.6(8) ?
O22 C22 C23 . . 122.3(8) ?
N2 C22 C23 . . 116.1(7) ?
C22 C23 C21 . . 108.4(7) ?
C22 C23 C24 . . 113.3(7) ?
C21 C23 C24 . . 111.6(7) ?
C22 C23 H23 . . 107.8 ?
C21 C23 H23 . . 107.8 ?
C24 C23 H23 . . 107.8 ?
C25 C24 C23 . . 107.2(6) ?
C25 C24 C34 . . 113.4(7) ?
C23 C24 C34 . . 112.5(7) ?
C25 C24 H24 . . 107.8 ?
C23 C24 H24 . . 107.8 ?
C34 C24 H24 . . 107.8 ?
C26 C25 C40 . . 118.6(8) ?
C26 C25 C24 . . 119.5(7) ?
C40 C25 C24 . . 121.5(7) ?
N26 C26 C25 . . 123.4(8) ?
N26 C26 N2 . . 116.2(7) ?
C25 C26 N2 . . 120.3(7) ?
C26 N26 H26A . . 116.2 ?
C26 N26 H26B . . 121.5 ?
H26A N26 H26B . . 122.3 ?
C32 C27 C28 . . 120.9(8) ?
C32 C27 N2 . . 119.0(8) ?
C28 C27 N2 . . 120.0(8) ?
C29 C28 C27 . . 118.7(9) ?
C29 C28 H28 . . 120.6 ?
C27 C28 H28 . . 120.6 ?
C28 C29 C30 . . 120.8(9) ?
C28 C29 H29 . . 119.6 ?
C30 C29 H29 . . 119.6 ?
C31 C30 C29 . . 119.4(9) ?
C31 C30 H30 . . 120.3 ?
C29 C30 H30 . . 120.3 ?
C30 C31 C32 . . 121.3(9) ?
C30 C31 H31 . . 119.3 ?
C32 C31 H31 . . 119.3 ?
C31 C32 C27 . . 118.8(8) ?
C31 C32 H32 . . 120.6 ?
C27 C32 H32 . . 120.6 ?
C21 C33 H33A . . 109.5 ?
C21 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C21 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C35 C34 C39 . . 117.7(8) ?
C35 C34 C24 . . 121.7(7) ?
C39 C34 C24 . . 120.5(7) ?
C36 C35 C34 . . 121.7(8) ?
C36 C35 H35 . . 119.2 ?
C34 C35 H35 . . 119.2 ?
C37 C36 C35 . . 118.8(9) ?
C37 C36 H36 . . 120.6 ?
C35 C36 H36 . . 120.6 ?
C38 C37 C36 . . 120.6(9) ?
C38 C37 Br2 . . 120.1(7) ?
C36 C37 Br2 . . 119.3(7) ?
C39 C38 C37 . . 119.5(8) ?
C39 C38 H38 . . 120.2 ?
C37 C38 H38 . . 120.2 ?
C38 C39 C34 . . 121.7(8) ?
C38 C39 H39 . . 119.2 ?
C34 C39 H39 . . 119.2 ?
N40 C40 C25 . . 180.0(14) ?
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
Br1 C17 . 1.908(9) ?
N1 C2 . 1.383(10) ?
N1 C6 . 1.410(10) ?
N1 C7 . 1.470(10) ?
C1 O1 . 1.199(9) ?
C1 C13 . 1.486(12) ?
C1 C3 . 1.533(12) ?
C2 O2 . 1.220(10) ?
C2 C3 . 1.511(11) ?
C3 C4 . 1.537(11) ?
C3 H3 . 1.0000 ?
C4 C5 . 1.510(11) ?
C4 C14 . 1.538(11) ?
C4 H4 . 1.0000 ?
C5 C6 . 1.351(11) ?
C5 C20 . 1.428(12) ?
C6 N6 . 1.349(10) ?
N6 H6A . 0.8999 ?
N6 H6B . 0.9000 ?
C7 C8 . 1.374(11) ?
C7 C12 . 1.374(12) ?
C8 C9 . 1.385(12) ?
C8 H8 . 0.9500 ?
C9 C10 . 1.387(13) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.361(13) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.386(12) ?
C11 H11 . 0.9500 ?
C12 H12 . 0.9500 ?
C13 H13A . 0.9800 ?
C13 H13B . 0.9800 ?
C13 H13C . 0.9800 ?
C14 C15 . 1.370(12) ?
C14 C19 . 1.391(11) ?
C15 C16 . 1.386(12) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.386(12) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.380(12) ?
C18 C19 . 1.376(12) ?
C18 H18 . 0.9500 ?
C19 H19 . 0.9500 ?
C20 N20 . 1.151(11) ?
Br2 C37 . 1.890(9) ?
N2 C26 . 1.400(10) ?
N2 C22 . 1.403(11) ?
N2 C27 . 1.447(10) ?
C21 O21 . 1.226(10) ?
C21 C33 . 1.516(12) ?
C21 C23 . 1.517(12) ?
C22 O22 . 1.215(10) ?
C22 C23 . 1.501(11) ?
C23 C24 . 1.538(11) ?
C23 H23 . 1.0000 ?
C24 C25 . 1.509(11) ?
C24 C34 . 1.541(11) ?
C24 H24 . 1.0000 ?
C25 C26 . 1.369(11) ?
C25 C40 . 1.414(12) ?
C26 N26 . 1.350(10) ?
N26 H26A . 0.8993 ?
N26 H26B . 0.9000 ?
C27 C32 . 1.384(12) ?
C27 C28 . 1.387(11) ?
C28 C29 . 1.380(12) ?
C28 H28 . 0.9500 ?
C29 C30 . 1.386(14) ?
C29 H29 . 0.9500 ?
C30 C31 . 1.362(12) ?
C30 H30 . 0.9500 ?
C31 C32 . 1.382(12) ?
C31 H31 . 0.9500 ?
C32 H32 . 0.9500 ?
C33 H33A . 0.9800 ?
C33 H33B . 0.9800 ?
C33 H33C . 0.9800 ?
C34 C35 . 1.391(11) ?
C34 C39 . 1.392(11) ?
C35 C36 . 1.389(13) ?
C35 H35 . 0.9500 ?
C36 C37 . 1.386(12) ?
C36 H36 . 0.9500 ?
C37 C38 . 1.385(12) ?
C38 C39 . 1.375(12) ?
C38 H38 . 0.9500 ?
C39 H39 . 0.9500 ?
C40 N40 . 1.149(11) ?
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
N6 H6A O2 2_565 0.90 1.87 2.766(9) 175
N6 H6B O21 . 0.90 2.31 3.115(9) 149
C18 H18 N40 1_545 0.95 2.46 3.256(12) 141
C23 H23 N40 2_575 1.00 2.47 3.426(11) 161
N26 H26A O1 . 0.90 1.99 2.784(9) 146
N26 H26B N20 2_564 0.90 2.43 3.139(10) 136
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 N1 C2 O2 . . . . 176.9(8) ?
C7 N1 C2 O2 . . . . 1.3(11) ?
C6 N1 C2 C3 . . . . -3.0(11) ?
C7 N1 C2 C3 . . . . -178.6(7) ?
O2 C2 C3 C1 . . . . 94.4(10) ?
N1 C2 C3 C1 . . . . -85.7(9) ?
O2 C2 C3 C4 . . . . -141.5(8) ?
N1 C2 C3 C4 . . . . 38.4(10) ?
O1 C1 C3 C2 . . . . 13.1(12) ?
C13 C1 C3 C2 . . . . -167.8(7) ?
O1 C1 C3 C4 . . . . -110.6(10) ?
C13 C1 C3 C4 . . . . 68.5(10) ?
C2 C3 C4 C5 . . . . -52.2(9) ?
C1 C3 C4 C5 . . . . 71.1(9) ?
C2 C3 C4 C14 . . . . 75.8(8) ?
C1 C3 C4 C14 . . . . -160.9(7) ?
C3 C4 C5 C6 . . . . 36.6(11) ?
C14 C4 C5 C6 . . . . -86.8(10) ?
C3 C4 C5 C20 . . . . -143.3(8) ?
C14 C4 C5 C20 . . . . 93.4(10) ?
C20 C5 C6 N6 . . . . -0.5(14) ?
C4 C5 C6 N6 . . . . 179.6(8) ?
C20 C5 C6 N1 . . . . 177.6(8) ?
C4 C5 C6 N1 . . . . -2.3(13) ?
C2 N1 C6 N6 . . . . 161.5(7) ?
C7 N1 C6 N6 . . . . -22.9(10) ?
C2 N1 C6 C5 . . . . -16.8(12) ?
C7 N1 C6 C5 . . . . 158.8(8) ?
C2 N1 C7 C8 . . . . -73.8(10) ?
C6 N1 C7 C8 . . . . 110.5(9) ?
C2 N1 C7 C12 . . . . 110.5(9) ?
C6 N1 C7 C12 . . . . -65.2(10) ?
C12 C7 C8 C9 . . . . -0.2(14) ?
N1 C7 C8 C9 . . . . -175.7(8) ?
C7 C8 C9 C10 . . . . 1.3(14) ?
C8 C9 C10 C11 . . . . -2.2(15) ?
C9 C10 C11 C12 . . . . 2.0(15) ?
C8 C7 C12 C11 . . . . 0.0(14) ?
N1 C7 C12 C11 . . . . 175.6(8) ?
C10 C11 C12 C7 . . . . -0.9(14) ?
C5 C4 C14 C15 . . . . 25.4(12) ?
C3 C4 C14 C15 . . . . -97.2(9) ?
C5 C4 C14 C19 . . . . -157.7(8) ?
C3 C4 C14 C19 . . . . 79.7(9) ?
C19 C14 C15 C16 . . . . 0.6(13) ?
C4 C14 C15 C16 . . . . 177.5(8) ?
C14 C15 C16 C17 . . . . 1.6(13) ?
C15 C16 C17 C18 . . . . -2.9(14) ?
C15 C16 C17 Br1 . . . . 177.1(7) ?
C16 C17 C18 C19 . . . . 1.9(14) ?
Br1 C17 C18 C19 . . . . -178.0(7) ?
C17 C18 C19 C14 . . . . 0.4(14) ?
C15 C14 C19 C18 . . . . -1.6(13) ?
C4 C14 C19 C18 . . . . -178.7(8) ?
C26 N2 C22 O22 . . . . 175.0(8) ?
C27 N2 C22 O22 . . . . -3.7(12) ?
C26 N2 C22 C23 . . . . -4.0(11) ?
C27 N2 C22 C23 . . . . 177.3(7) ?
O22 C22 C23 C21 . . . . -86.3(10) ?
N2 C22 C23 C21 . . . . 92.7(9) ?
O22 C22 C23 C24 . . . . 149.1(8) ?
N2 C22 C23 C24 . . . . -31.9(10) ?
O21 C21 C23 C22 . . . . -3.8(12) ?
C33 C21 C23 C22 . . . . 176.2(8) ?
O21 C21 C23 C24 . . . . 121.7(9) ?
C33 C21 C23 C24 . . . . -58.3(10) ?
C22 C23 C24 C25 . . . . 51.6(9) ?
C21 C23 C24 C25 . . . . -71.1(8) ?
C22 C23 C24 C34 . . . . -73.7(9) ?
C21 C23 C24 C34 . . . . 163.5(7) ?
C23 C24 C25 C26 . . . . -40.8(10) ?
C34 C24 C25 C26 . . . . 83.9(9) ?
C23 C24 C25 C40 . . . . 146.4(8) ?
C34 C24 C25 C40 . . . . -88.9(10) ?
C40 C25 C26 N26 . . . . 2.2(13) ?
C24 C25 C26 N26 . . . . -170.8(8) ?
C40 C25 C26 N2 . . . . -179.3(8) ?
C24 C25 C26 N2 . . . . 7.7(12) ?
C22 N2 C26 N26 . . . . -163.9(7) ?
C27 N2 C26 N26 . . . . 14.7(11) ?
C22 N2 C26 C25 . . . . 17.5(12) ?
C27 N2 C26 C25 . . . . -163.9(8) ?
C26 N2 C27 C32 . . . . 81.3(10) ?
C22 N2 C27 C32 . . . . -100.0(9) ?
C26 N2 C27 C28 . . . . -100.2(10) ?
C22 N2 C27 C28 . . . . 78.4(10) ?
C32 C27 C28 C29 . . . . -1.0(14) ?
N2 C27 C28 C29 . . . . -179.4(8) ?
C27 C28 C29 C30 . . . . 0.6(15) ?
C28 C29 C30 C31 . . . . -0.5(16) ?
C29 C30 C31 C32 . . . . 0.8(15) ?
C30 C31 C32 C27 . . . . -1.2(14) ?
C28 C27 C32 C31 . . . . 1.3(13) ?
N2 C27 C32 C31 . . . . 179.7(8) ?
C25 C24 C34 C35 . . . . 1.3(11) ?
C23 C24 C34 C35 . . . . 123.2(8) ?
C25 C24 C34 C39 . . . . 177.4(7) ?
C23 C24 C34 C39 . . . . -60.7(10) ?
C39 C34 C35 C36 . . . . 1.9(13) ?
C24 C34 C35 C36 . . . . 178.1(8) ?
C34 C35 C36 C37 . . . . -0.9(14) ?
C35 C36 C37 C38 . . . . 0.0(13) ?
C35 C36 C37 Br2 . . . . 179.7(7) ?
C36 C37 C38 C39 . . . . -0.1(13) ?
Br2 C37 C38 C39 . . . . -179.8(6) ?
C37 C38 C39 C34 . . . . 1.2(13) ?
C35 C34 C39 C38 . . . . -2.0(12) ?
C24 C34 C39 C38 . . . . -178.3(8) ?

_cod_database_fobs_code 2244032
