#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/48/2224857.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_2224857
loop_
_publ_author_name
'Ramesh, P.'
'Manikannan, Ramaiyan'
'Muthusubramanian, S.'
'Ravichandran, K.'
'Ponnuswamy, M. N.'
_publ_section_title
(E)-3-(4-Bromophenyl)-3-[3-(4-bromophenyl)-1H-pyrazol-1-yl]prop-2-enal
_journal_coeditor_code           BT5143
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o279
_journal_paper_doi               10.1107/S1600536809054749
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C18 H12 Br2 N2 O'
_chemical_formula_moiety         'C18 H12 Br2 N2 O'
_chemical_formula_sum            'C18 H12 Br2 N2 O'
_chemical_formula_weight         432.12
_chemical_name_common
;
(E)-3-(4-bromophenyl)-3-[3-(4-bromophenyl)-1H-pyrazol-1-yl]-2-propenal
;
_chemical_name_systematic
;
(E)-3-(4-Bromophenyl)-3-[3-(4-bromophenyl)-1H-pyrazol-
1-yl]prop-2-enal
;
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.2600(3)
_cell_length_b                   9.3782(3)
_cell_length_c                   37.9965(4)
_cell_measurement_reflns_used    2356
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.66
_cell_measurement_theta_min      2.14
_cell_volume                     3299.70(15)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, (1997))'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Kappa APEXII diffractometer'
_diffrn_measurement_method       'ω and φ 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  0.0324
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            17654
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.66
_diffrn_reflns_theta_min         2.14
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.918
_exptl_absorpt_correction_T_max  0.455
_exptl_absorpt_correction_T_min  0.319
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2001)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.936
_refine_diff_density_min         -0.677
_refine_ls_abs_structure_details 'Flack (1983), 1831 Friedel pairs'
_refine_ls_abs_structure_Flack   0.226(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         5353
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0370
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0332P)²+2.8025P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0738
_refine_ls_wR_factor_ref         0.0858
_reflns_number_gt                3562
_reflns_number_total             5353
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5143.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.

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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2224857
_cod_database_fobs_code          2224857
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, 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
Br Br1A 1.06404(10) 0.03442(11) 1.04136(2) 0.0845(3) Uani d . 1 . .
Br Br1B -0.30627(8) 0.54380(9) 0.52040(2) 0.0701(2) Uani d . 1 . .
Br Br2A 0.53252(8) 0.16474(8) 0.66987(2) 0.0689(2) Uani d . 1 . .
Br Br2B 0.20118(8) 0.34086(8) 0.888391(19) 0.0687(2) Uani d . 1 . .
O O1A 0.4407(6) 0.3862(6) 0.94905(14) 0.0893(18) Uani d . 1 . .
O O1B 0.2716(6) 0.0770(5) 0.61274(14) 0.0782(15) Uani d . 1 . .
N N1A 0.6924(5) 0.1737(5) 0.84642(15) 0.0441(13) Uani d . 1 . .
N N1B 0.0394(5) 0.3223(5) 0.71192(13) 0.0386(12) Uani d . 1 . .
N N2A 0.7688(5) 0.1414(5) 0.87580(13) 0.0394(12) Uani d . 1 . .
N N2B -0.0373(5) 0.3565(5) 0.68274(13) 0.0401(12) Uani d . 1 . .
C C3A 0.8905(7) 0.0679(6) 0.86725(18) 0.0456(16) Uani d . 1 . .
H H3A 0.9595 0.0339 0.8829 0.055 Uiso calc R 1 . .
C C3B -0.1573(6) 0.4349(6) 0.69043(19) 0.0427(16) Uani d . 1 . .
H H3B -0.2241 0.4709 0.6745 0.051 Uiso calc R 1 . .
C C4A 0.8933(7) 0.0536(6) 0.83279(19) 0.0451(16) Uani d . 1 . .
H H4A 0.9637 0.0077 0.8195 0.054 Uiso calc R 1 . .
C C4B -0.1601(6) 0.4502(6) 0.72623(17) 0.0409(15) Uani d . 1 . .
H H4B -0.2292 0.4972 0.7397 0.049 Uiso calc R 1 . .
C C5A 0.7689(6) 0.1212(6) 0.82008(16) 0.0357(14) Uani d . 1 . .
C C5B -0.0348(7) 0.3788(6) 0.73838(16) 0.0358(14) Uani d . 1 . .
C C6A 0.7229(7) 0.1875(6) 0.90911(18) 0.0466(17) Uani d . 1 . .
C C6B 0.0081(6) 0.3060(6) 0.64915(17) 0.0390(15) Uani d . 1 . .
C C7A 0.8119(7) 0.1444(7) 0.93918(16) 0.0429(16) Uani d . 1 . .
C C7B -0.0733(6) 0.3630(7) 0.61901(16) 0.0409(16) Uani d . 1 . .
C C8A 0.9017(7) 0.2424(7) 0.95476(18) 0.0520(17) Uani d . 1 . .
H H8A 0.9111 0.3333 0.9452 0.062 Uiso calc R 1 . .
C C8B -0.1625(7) 0.2773(7) 0.59906(18) 0.0468(16) Uani d . 1 . .
H H8B -0.1745 0.1818 0.6050 0.056 Uiso calc R 1 . .
C C9A 0.9776(8) 0.2055(8) 0.9845(2) 0.063(2) Uani d . 1 . .
H H9A 1.0377 0.2725 0.9951 0.076 Uiso calc R 1 . .
C C9B -0.2332(7) 0.3330(7) 0.57053(18) 0.0527(17) Uani d . 1 . .
H H9B -0.2960 0.2759 0.5577 0.063 Uiso calc R 1 . .
C C10A 0.9667(7) 0.0750(8) 0.99855(18) 0.0523(17) Uani d . 1 . .
C C10B -0.2125(7) 0.4713(7) 0.56087(19) 0.0478(17) Uani d . 1 . .
C C11A 0.8816(9) -0.0234(8) 0.9832(2) 0.059(2) Uani d . 1 . .
H H11A 0.8749 -0.1140 0.9930 0.070 Uiso calc R 1 . .
C C11B -0.1234(7) 0.5587(7) 0.58027(18) 0.0486(17) Uani d . 1 . .
H H11B -0.1100 0.6535 0.5738 0.058 Uiso calc R 1 . .
C C12A 0.8043(8) 0.0080(7) 0.9532(3) 0.058(2) Uani d . 1 . .
H H12A 0.7477 -0.0615 0.9425 0.069 Uiso calc R 1 . .
C C12B -0.0553(8) 0.5044(7) 0.6090(2) 0.053(2) Uani d . 1 . .
H H12B 0.0046 0.5631 0.6223 0.064 Uiso calc R 1 . .
C C13A 0.6043(7) 0.2674(7) 0.91238(19) 0.0581(18) Uani d U 1 . .
H H13A 0.5540 0.2924 0.8921 0.070 Uiso calc R 1 . .
C C13B 0.1155(7) 0.2129(6) 0.64759(17) 0.0480(16) Uani d . 1 . .
H H13 0.1556 0.1794 0.6685 0.058 Uiso calc R 1 . .
C C14A 0.5513(8) 0.3163(7) 0.9454(2) 0.063(2) Uani d U 1 . .
H H14A 0.6039 0.2936 0.9655 0.076 Uiso calc R 1 . .
C C14B 0.1728(8) 0.1613(7) 0.61425(19) 0.0554(18) Uani d . 1 . .
H H14 0.1320 0.1941 0.5934 0.067 Uiso calc R 1 . .
C C15A 0.7154(6) 0.1352(6) 0.78364(17) 0.0375(15) Uani d . 1 . .
C C15B 0.0164(6) 0.3646(6) 0.77424(17) 0.0360(14) Uani d . 1 . .
C C16A 0.7845(7) 0.0686(6) 0.75603(19) 0.0472(17) Uani d . 1 . .
H H16A 0.8673 0.0153 0.7604 0.057 Uiso calc R 1 . .
C C16B -0.0520(7) 0.4315(6) 0.80212(18) 0.0428(16) Uani d . 1 . .
H H16B -0.1355 0.4837 0.7978 0.051 Uiso calc R 1 . .
C C17A 0.7334(7) 0.0793(6) 0.72186(18) 0.0464(16) Uani d . 1 . .
H H17A 0.7822 0.0361 0.7033 0.056 Uiso calc R 1 . .
C C17B -0.0001(7) 0.4232(7) 0.83575(18) 0.0494(17) Uani d . 1 . .
H H17B -0.0479 0.4695 0.8540 0.059 Uiso calc R 1 . .
C C18A 0.6105(7) 0.1544(6) 0.71609(16) 0.0420(15) Uani d . 1 . .
C C18B 0.1237(7) 0.3455(6) 0.84255(17) 0.0435(15) Uani d . 1 . .
C C19A 0.5396(6) 0.2233(7) 0.74279(19) 0.0456(16) Uani d . 1 . .
H H19A 0.4566 0.2758 0.7381 0.055 Uiso calc R 1 . .
C C19B 0.1903(6) 0.2769(7) 0.81560(18) 0.0470(17) Uani d . 1 . .
H H19B 0.2726 0.2231 0.8201 0.056 Uiso calc R 1 . .
C C20A 0.5924(6) 0.2141(6) 0.77660(17) 0.0413(15) Uani d . 1 . .
H H20A 0.5451 0.2612 0.7948 0.050 Uiso calc R 1 . .
C C20B 0.1383(7) 0.2854(6) 0.78198(18) 0.0398(15) Uani d . 1 . .
H H20B 0.1858 0.2372 0.7640 0.048 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 0.0016 '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
C5A N1A N2A . . 105.1(5) ?
C5B N1B N2B . . 104.7(5) ?
N1A N2A C3A . . 110.4(5) ?
N1A N2A C6A . . 121.0(5) ?
C3A N2A C6A . . 128.5(6) ?
N1B N2B C3B . . 112.3(5) ?
N1B N2B C6B . . 120.0(5) ?
C3B N2B C6B . . 127.7(5) ?
C4A C3A N2A . . 107.8(6) ?
C4A C3A H3A . . 126.1 ?
N2A C3A H3A . . 126.1 ?
N2B C3B C4B . . 106.6(6) ?
N2B C3B H3B . . 126.7 ?
C4B C3B H3B . . 126.7 ?
C3A C4A C5A . . 106.3(6) ?
C3A C4A H4A . . 126.8 ?
C5A C4A H4A . . 126.8 ?
C3B C4B C5B . . 105.0(6) ?
C3B C4B H4B . . 127.5 ?
C5B C4B H4B . . 127.5 ?
N1A C5A C4A 1 . 110.4(6) ?
N1A C5A C4A . . 110.4(6) ?
N1A C5A C15A 1 . 119.8(5) ?
N1A C5A C15A . . 119.8(5) ?
C4A C5A C15A . . 129.8(6) ?
N1B C5B C4B 1 . 111.4(6) ?
N1B C5B C4B . . 111.4(6) ?
N1B C5B C15B 1 . 120.4(5) ?
N1B C5B C15B . . 120.4(5) ?
C4B C5B C15B . . 128.2(6) ?
C13A C6A N2A . . 120.4(6) ?
C13A C6A C7A . . 123.0(6) ?
N2A C6A C7A . . 116.6(5) ?
C13B C6B N2B . . 118.7(6) ?
C13B C6B C7B . . 126.1(6) ?
N2B C6B C7B . . 115.2(5) ?
C8A C7A C12A . . 118.8(6) ?
C8A C7A C6A . . 119.4(6) ?
C12A C7A C6A . . 121.7(7) ?
C8B C7B C12B . . 118.5(6) ?
C8B C7B C6B . . 121.5(6) ?
C12B C7B C6B . . 119.8(6) ?
C7A C8A C9A . . 119.7(6) ?
C7A C8A H8A . . 120.2 ?
C9A C8A H8A . . 120.2 ?
C9B C8B C7B . . 120.0(6) ?
C9B C8B H8B . . 120.0 ?
C7B C8B H8B . . 120.0 ?
C10A C9A C8A . . 121.3(7) ?
C10A C9A H9A . . 119.4 ?
C8A C9A H9A . . 119.4 ?
C10B C9B C8B . . 120.6(6) ?
C10B C9B H9B . . 119.7 ?
C8B C9B H9B . . 119.7 ?
C9A C10A C11A . . 119.8(7) ?
C9A C10A Br1A . . 119.3(6) ?
C11A C10A Br1A . . 120.8(6) ?
C9B C10B C11B . . 120.5(6) ?
C9B C10B Br1B . . 119.8(5) ?
C11B C10B Br1B . . 119.7(5) ?
C10A C11A C12A . . 121.1(6) ?
C10A C11A H11A . . 119.4 ?
C12A C11A H11A . . 119.4 ?
C12B C11B C10B . . 119.0(6) ?
C12B C11B H11B . . 120.5 ?
C10B C11B H11B . . 120.5 ?
C11A C12A C7A . . 119.3(7) ?
C11A C12A H12A . . 120.4 ?
C7A C12A H12A . . 120.4 ?
C11B C12B C7B . . 121.4(7) ?
C11B C12B H12B . . 119.3 ?
C7B C12B H12B . . 119.3 ?
C6A C13A C14A . . 123.1(7) ?
C6A C13A H13A . . 118.5 ?
C14A C13A H13A . . 118.5 ?
C6B C13B C14B . . 122.1(6) ?
C6B C13B H13 . . 118.9 ?
C14B C13B H13 . . 118.9 ?
O1A C14A C13A . . 124.0(7) ?
O1A C14A H14A . . 118.0 ?
C13A C14A H14A . . 118.0 ?
O1B C14B C13B . . 122.3(7) ?
O1B C14B H14 . . 118.9 ?
C13B C14B H14 . . 118.9 ?
C16A C15A C20A . . 118.5(6) ?
C16A C15A C5A . . 121.2(5) ?
C20A C15A C5A . . 120.3(6) ?
C20B C15B C16B . . 117.0(6) ?
C20B C15B C5B . . 121.1(6) ?
C16B C15B C5B . . 121.9(6) ?
C15A C16A C17A . . 121.4(6) ?
C15A C16A H16A . . 119.3 ?
C17A C16A H16A . . 119.3 ?
C17B C16B C15B . . 121.9(6) ?
C17B C16B H16B . . 119.1 ?
C15B C16B H16B . . 119.1 ?
C18A C17A C16A . . 118.4(6) ?
C18A C17A H17A . . 120.8 ?
C16A C17A H17A . . 120.8 ?
C16B C17B C18B . . 119.7(6) ?
C16B C17B H17B . . 120.1 ?
C18B C17B H17B . . 120.1 ?
C17A C18A C19A . . 121.8(6) ?
C17A C18A Br2A . . 119.7(5) ?
C19A C18A Br2A . . 118.5(5) ?
C19B C18B C17B . . 119.0(6) ?
C19B C18B Br2B . . 120.9(5) ?
C17B C18B Br2B . . 120.0(5) ?
C18A C19A C20A . . 119.4(6) ?
C18A C19A H19A . . 120.3 ?
C20A C19A H19A . . 120.3 ?
C18B C19B C20B . . 121.1(6) ?
C18B C19B H19B . . 119.4 ?
C20B C19B H19B . . 119.4 ?
C19A C20A C15A . . 120.4(6) ?
C19A C20A H20A . . 119.8 ?
C15A C20A H20A . . 119.8 ?
C19B C20B C15B . . 121.2(6) ?
C19B C20B H20B . . 119.4 ?
C15B C20B H20B . . 119.4 ?
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
Br1A C10A . 1.898(7) ?
Br1B C10B . 1.892(7) ?
Br2A C18A . 1.901(6) ?
Br2B C18B . 1.884(6) ?
O1A C14A . 1.224(8) ?
O1B C14B . 1.210(8) ?
N1A C5A . 1.321(8) ?
N1A N2A . 1.356(7) ?
N1B C5B . 1.328(7) ?
N1B N2B . 1.355(6) ?
N2A N1A 1 1.356(7) ?
N2A C3A . 1.361(8) ?
N2A C6A . 1.403(8) ?
N2B N1B 1 1.355(6) ?
N2B C3B . 1.363(7) ?
N2B C6B . 1.425(8) ?
C3A C4A . 1.316(9) ?
C3A H3A . 0.9300 ?
C3B C4B . 1.368(8) ?
C3B H3B . 0.9300 ?
C4A C5A . 1.401(9) ?
C4A H4A . 0.9300 ?
C4B C5B . 1.416(9) ?
C4B H4B . 0.9300 ?
C5A N1A 1 1.321(8) ?
C5A C15A . 1.477(8) ?
C5B N1B 1 1.328(7) ?
C5B C15B . 1.449(8) ?
C6A C13A . 1.336(8) ?
C6A C7A . 1.465(9) ?
C6B C13B . 1.325(8) ?
C6B C7B . 1.471(8) ?
C7A C8A . 1.374(9) ?
C7A C12A . 1.388(9) ?
C7B C8B . 1.379(8) ?
C7B C12B . 1.389(9) ?
C8A C9A . 1.375(9) ?
C8A H8A . 0.9300 ?
C8B C9B . 1.370(9) ?
C8B H8B . 0.9300 ?
C9A C10A . 1.339(9) ?
C9A H9A . 0.9300 ?
C9B C10B . 1.361(8) ?
C9B H9B . 0.9300 ?
C10A C11A . 1.347(10) ?
C10B C11B . 1.377(9) ?
C11A C12A . 1.375(12) ?
C11A H11A . 0.9300 ?
C11B C12B . 1.361(10) ?
C11B H11B . 0.9300 ?
C12A H12A . 0.9300 ?
C12B H12B . 0.9300 ?
C13A C14A . 1.424(10) ?
C13A H13A . 0.9300 ?
C13B C14B . 1.456(9) ?
C13B H13 . 0.9300 ?
C14A H14A . 0.9300 ?
C14B H14 . 0.9300 ?
C15A C16A . 1.379(8) ?
C15A C20A . 1.384(8) ?
C15B C20B . 1.382(8) ?
C15B C16B . 1.384(8) ?
C16A C17A . 1.385(9) ?
C16A H16A . 0.9300 ?
C16B C17B . 1.367(9) ?
C16B H16B . 0.9300 ?
C17A C18A . 1.356(8) ?
C17A H17A . 0.9300 ?
C17B C18B . 1.383(9) ?
C17B H17B . 0.9300 ?
C18A C19A . 1.371(9) ?
C18B C19B . 1.358(9) ?
C19A C20A . 1.377(9) ?
C19A H19A . 0.9300 ?
C19B C20B . 1.367(9) ?
C19B H19B . 0.9300 ?
C20A H20A . 0.9300 ?
C20B H20B . 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
C13A H13A N1A 1 0.93 2.43 2.779(9) 102.2
C13B H13 N1B 1 0.93 2.38 2.743(8) 102.8
C8B H8B O1B 4_455 0.93 2.50 3.419(8) 171.6
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
C5A N1A N2A C3A . . . . -0.8(6) ?
C5A N1A N2A C6A . . . . 176.8(5) ?
C5B N1B N2B C3B . . . . 0.7(6) ?
C5B N1B N2B C6B . . . . -176.9(5) ?
N1A N2A C3A C4A 1 . . . 0.4(7) ?
N1A N2A C3A C4A . . . . 0.4(7) ?
C6A N2A C3A C4A . . . . -176.9(6) ?
N1B N2B C3B C4B 1 . . . -1.1(6) ?
N1B N2B C3B C4B . . . . -1.1(6) ?
C6B N2B C3B C4B . . . . 176.3(6) ?
N2A C3A C4A C5A . . . . 0.2(7) ?
N2B C3B C4B C5B . . . . 0.9(7) ?
N2A N1A C5A C4A . . . . 0.9(6) ?
N2A N1A C5A C15A . . . . 178.9(5) ?
C3A C4A C5A N1A . . . . -0.7(7) ?
C3A C4A C5A C15A . . . . -178.5(6) ?
N2B N1B C5B C4B . . . . -0.1(6) ?
N2B N1B C5B C15B . . . . -179.4(5) ?
C3B C4B C5B N1B . . . 1 -0.5(7) ?
C3B C4B C5B N1B . . . . -0.5(7) ?
C3B C4B C5B C15B . . . . 178.7(6) ?
N1A N2A C6A C13A . . . . -1.6(8) ?
C3A N2A C6A C13A . . . . 175.4(6) ?
N1A N2A C6A C7A . . . . 178.9(5) ?
C3A N2A C6A C7A . . . . -4.1(9) ?
N1B N2B C6B C13B . . . . 7.6(8) ?
C3B N2B C6B C13B . . . . -169.6(6) ?
N1B N2B C6B C7B . . . . -173.3(5) ?
C3B N2B C6B C7B . . . . 9.5(8) ?
C13A C6A C7A C8A . . . . -75.2(8) ?
N2A C6A C7A C8A . . . . 104.3(7) ?
C13A C6A C7A C12A . . . . 102.4(9) ?
N2A C6A C7A C12A . . . . -78.1(8) ?
C13B C6B C7B C8B . . . . 67.2(9) ?
N2B C6B C7B C8B . . . . -111.8(6) ?
C13B C6B C7B C12B . . . . -109.5(8) ?
N2B C6B C7B C12B . . . . 71.5(8) ?
C12A C7A C8A C9A . . . . -2.4(10) ?
C6A C7A C8A C9A . . . . 175.4(6) ?
C12B C7B C8B C9B . . . . -1.3(10) ?
C6B C7B C8B C9B . . . . -178.0(6) ?
C7A C8A C9A C10A . . . . 0.5(11) ?
C7B C8B C9B C10B . . . . 2.4(10) ?
C8A C9A C10A C11A . . . . 1.0(11) ?
C8A C9A C10A Br1A . . . . -175.8(5) ?
C8B C9B C10B C11B . . . . -2.0(10) ?
C8B C9B C10B Br1B . . . . 177.8(5) ?
C9A C10A C11A C12A . . . . -0.5(12) ?
Br1A C10A C11A C12A . . . . 176.3(6) ?
C9B C10B C11B C12B . . . . 0.7(10) ?
Br1B C10B C11B C12B . . . . -179.1(6) ?
C10A C11A C12A C7A . . . . -1.5(12) ?
C8A C7A C12A C11A . . . . 2.9(11) ?
C6A C7A C12A C11A . . . . -174.8(7) ?
C10B C11B C12B C7B . . . . 0.3(11) ?
C8B C7B C12B C11B . . . . 0.0(11) ?
C6B C7B C12B C11B . . . . 176.8(7) ?
N2A C6A C13A C14A . . . . 179.3(6) ?
C7A C6A C13A C14A . . . . -1.2(10) ?
N2B C6B C13B C14B . . . . -177.0(5) ?
C7B C6B C13B C14B . . . . 4.0(10) ?
C6A C13A C14A O1A . . . . -177.9(7) ?
C6B C13B C14B O1B . . . . 179.4(7) ?
N1A C5A C15A C16A . . . . -173.0(5) ?
C4A C5A C15A C16A . . . . 4.7(9) ?
N1A C5A C15A C20A . . . . 5.9(8) ?
C4A C5A C15A C20A . . . . -176.4(6) ?
N1B C5B C15B C20B . . . . -3.8(8) ?
C4B C5B C15B C20B . . . . 177.0(6) ?
N1B C5B C15B C16B . . . . 174.8(5) ?
C4B C5B C15B C16B . . . . -4.4(9) ?
C20A C15A C16A C17A . . . . 0.0(8) ?
C5A C15A C16A C17A . . . . 178.9(6) ?
C20B C15B C16B C17B . . . . 1.5(9) ?
C5B C15B C16B C17B . . . . -177.1(6) ?
C15A C16A C17A C18A . . . . -1.7(9) ?
C15B C16B C17B C18B . . . . -0.3(10) ?
C16A C17A C18A C19A . . . . 2.4(9) ?
C16A C17A C18A Br2A . . . . -177.3(5) ?
C16B C17B C18B C19B . . . . -1.1(9) ?
C16B C17B C18B Br2B . . . . 177.0(5) ?
C17A C18A C19A C20A . . . . -1.3(9) ?
Br2A C18A C19A C20A . . . . 178.4(5) ?
C17B C18B C19B C20B . . . . 1.1(9) ?
Br2B C18B C19B C20B . . . . -176.9(5) ?
C18A C19A C20A C15A . . . . -0.5(9) ?
C16A C15A C20A C19A . . . . 1.1(8) ?
C5A C15A C20A C19A . . . . -177.8(5) ?
C18B C19B C20B C15B . . . . 0.2(9) ?
C16B C15B C20B C19B . . . . -1.5(8) ?
C5B C15B C20B C19B . . . . 177.2(5) ?
