#------------------------------------------------------------------------------
#$Date: 2015-12-11 16:12:29 +0200 (Fri, 11 Dec 2015) $
#$Revision: 171452 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/00/1520043.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1520043
loop_
_publ_author_name
'Hutchins, Kristin M.'
'Groeneman, Ryan H.'
'Reinheimer, Eric W.'
'Swenson, Dale C.'
'MacGillivray, Leonard R.'
_publ_section_title
;
 Achieving dynamic behaviour and thermal expansion in the organic solid
 state via co-crystallization
;
_journal_issue                   8
_journal_name_full               'Chem. Sci.'
_journal_page_first              4717
_journal_paper_doi               10.1039/C5SC00988J
_journal_volume                  6
_journal_year                    2015
_chemical_formula_moiety         'C6 H4 Br2 O2, 2(C11 H9 N3)'
_chemical_formula_sum            'C28 H22 Br2 N6 O2'
_chemical_formula_weight         634.32
_chemical_name_common            '4PAzP.4,6-diBr res 190'
_chemical_name_systematic
;
4-pyridylazophenyl 4,6-dibromo-1,3-benzenediol
;
_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'
_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 and text editor.
;
_audit_update_record
;
2015-03-05 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 100.796(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.5422(13)
_cell_length_b                   19.6750(19)
_cell_length_c                   10.2805(10)
_cell_measurement_reflns_used    9926
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      25.21
_cell_measurement_theta_min      2.52
_cell_volume                     2690.7(5)
_computing_cell_refinement       'HKL Scalepack (Otwinowski and Minor, 1997)'
_computing_data_collection       'Collect (Hooft, 1998)'
_computing_data_reduction        'Denzo (Otwinowski and Minor, 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      190(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'CCD rotation images, phi 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  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            33782
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.89
_exptl_absorpt_coefficient_mu    3.050
_exptl_absorpt_correction_T_max  0.652
_exptl_absorpt_correction_T_min  0.552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2002)'
_exptl_crystal_colour            red-orange'
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     470
_refine_ls_number_reflns         4918
_refine_ls_number_restraints     433
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0236
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0198P)²+1.4494P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0491
_refine_ls_wR_factor_ref         0.0529
_reflns_number_gt                4035
_reflns_number_total             4918
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5sc00988j2.cif
_cod_data_source_block           dibr190
_cod_depositor_comments
'Adding full bibliography for 1520043--1520052.cif.'
_cod_database_code               1520043
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_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.8671(3) 0.3171(2) 0.8977(5) 0.0342(10) Uani 0.759(4) 1 d PDU A 1
C1A C 0.7907(3) 0.3616(2) 0.8928(5) 0.0418(10) Uani 0.759(4) 1 d PDU A 1
H1A H 0.7889 0.4001 0.8368 0.050 Uiso 0.759(4) 1 calc PR A 1
C2A C 0.7151(3) 0.3542(2) 0.9648(4) 0.0381(9) Uani 0.759(4) 1 d PDU A 1
H2A H 0.6629 0.3869 0.9587 0.046 Uiso 0.759(4) 1 calc PR A 1
C3A C 0.8676(3) 0.2631(2) 0.9776(6) 0.0344(10) Uani 0.759(4) 1 d PDU A 1
H3A H 0.9209 0.2312 0.9832 0.041 Uiso 0.759(4) 1 calc PR A 1
C4A C 0.7943(3) 0.2516(2) 1.0521(5) 0.0321(8) Uani 0.759(4) 1 d PDU A 1
H4A H 0.7970 0.2124 1.1066 0.039 Uiso 0.759(4) 1 calc PR A 1
C5A C 0.7169(2) 0.2981(2) 1.0460(4) 0.0307(8) Uani 0.759(4) 1 d PDU A 1
N3A N 0.64386(18) 0.28191(14) 1.1272(3) 0.0379(7) Uani 0.759(4) 1 d PDU A 1
N4A N 0.56818(17) 0.31907(13) 1.1056(2) 0.0357(7) Uani 0.759(4) 1 d PDU A 1
C6A C 0.4940(2) 0.30066(18) 1.1824(3) 0.0289(8) Uani 0.759(4) 1 d PDU A 1
C7A C 0.5010(3) 0.2426(2) 1.2608(5) 0.0324(8) Uani 0.759(4) 1 d PDU A 1
H7A H 0.5579 0.2136 1.2681 0.039 Uiso 0.759(4) 1 calc PR A 1
C8A C 0.4243(3) 0.2276(2) 1.3281(5) 0.0370(10) Uani 0.759(4) 1 d PDU A 1
H8A H 0.4281 0.1880 1.3815 0.044 Uiso 0.759(4) 1 calc PR A 1
C9A C 0.4121(3) 0.34381(18) 1.1711(4) 0.0345(8) Uani 0.759(4) 1 d PDU A 1
H9A H 0.4080 0.3833 1.1172 0.041 Uiso 0.759(4) 1 calc PR A 1
C10A C 0.3358(3) 0.3284(2) 1.2402(5) 0.0421(11) Uani 0.759(4) 1 d PDU A 1
H110 H 0.2794 0.3577 1.2341 0.051 Uiso 0.759(4) 1 calc PR A 1
C11A C 0.3417(3) 0.2707(2) 1.3175(5) 0.0412(11) Uani 0.759(4) 1 d PDU A 1
H11A H 0.2890 0.2603 1.3637 0.049 Uiso 0.759(4) 1 calc PR A 1
N1B N 0.8768(11) 0.3016(9) 0.9117(19) 0.036(2) Uani 0.241(4) 1 d PDU A 2
C1B C 0.8181(11) 0.3569(7) 0.8839(14) 0.041(2) Uani 0.241(4) 1 d PDU A 2
H1B H 0.8370 0.3901 0.8260 0.050 Uiso 0.241(4) 1 calc PR A 2
C2B C 0.7324(9) 0.3683(6) 0.9343(13) 0.037(2) Uani 0.241(4) 1 d PDU A 2
H2B H 0.6932 0.4080 0.9113 0.045 Uiso 0.241(4) 1 calc PR A 2
C3B C 0.8493(11) 0.2564(8) 0.996(2) 0.032(2) Uani 0.241(4) 1 d PDU A 2
H3B H 0.8900 0.2172 1.0184 0.039 Uiso 0.241(4) 1 calc PR A 2
C4B C 0.7644(9) 0.2641(6) 1.0513(15) 0.030(2) Uani 0.241(4) 1 d PDU A 2
H4B H 0.7477 0.2309 1.1107 0.036 Uiso 0.241(4) 1 calc PR A 2
C5B C 0.7046(8) 0.3202(6) 1.0197(13) 0.030(2) Uani 0.241(4) 1 d PDU A 2
N3B N 0.6141(5) 0.3254(4) 1.0735(7) 0.0332(17) Uani 0.241(4) 1 d PDU A 2
N4B N 0.6032(5) 0.2818(4) 1.1552(8) 0.0323(18) Uani 0.241(4) 1 d PDU A 2
C6B C 0.5112(6) 0.2841(5) 1.2041(9) 0.029(2) Uani 0.241(4) 1 d PDU A 2
C7B C 0.4858(9) 0.2335(6) 1.2876(15) 0.032(3) Uani 0.241(4) 1 d PDU A 2
H7B H 0.5300 0.1963 1.3128 0.038 Uiso 0.241(4) 1 calc PR A 2
C8B C 0.3967(11) 0.2379(7) 1.3328(17) 0.033(2) Uani 0.241(4) 1 d PDU A 2
H8B H 0.3792 0.2035 1.3893 0.040 Uiso 0.241(4) 1 calc PR A 2
C9B C 0.4468(9) 0.3378(6) 1.1662(14) 0.0326(16) Uani 0.241(4) 1 d PDU A 2
H9B H 0.4641 0.3722 1.1095 0.039 Uiso 0.241(4) 1 calc PR A 2
C10B C 0.3565(9) 0.3413(7) 1.2115(15) 0.035(3) Uani 0.241(4) 1 d PDU A 2
H10B H 0.3112 0.3777 1.1839 0.042 Uiso 0.241(4) 1 calc PR A 2
C11B C 0.3320(9) 0.2925(8) 1.2962(17) 0.035(3) Uani 0.241(4) 1 d PDU A 2
H11B H 0.2713 0.2960 1.3294 0.043 Uiso 0.241(4) 1 calc PR A 2
N2 N 1.07358(12) 0.06459(9) 0.70603(16) 0.0374(4) Uani 1 1 d . . .
N5 N 0.81782(12) 0.09104(8) 0.87975(16) 0.0370(4) Uani 1 1 d . . .
N6 N 0.79699(12) 0.04362(9) 0.95059(16) 0.0365(4) Uani 1 1 d . . .
C12 C 1.02654(16) 0.12417(11) 0.7081(2) 0.0402(5) Uani 1 1 d . . .
H12 H 1.0520 0.1623 0.6682 0.048 Uiso 1 1 calc R . .
C13 C 0.94310(15) 0.13327(11) 0.76474(19) 0.0379(5) Uani 1 1 d . . .
H13 H 0.9112 0.1764 0.7621 0.045 Uiso 1 1 calc R . .
C14 C 1.03769(15) 0.01245(11) 0.7671(2) 0.0387(5) Uani 1 1 d . . .
H14 H 1.0708 -0.0302 0.7681 0.046 Uiso 1 1 calc R . .
C15 C 0.95568(15) 0.01689(10) 0.8286(2) 0.0364(5) Uani 1 1 d . . .
H15 H 0.9336 -0.0213 0.8717 0.044 Uiso 1 1 calc R . .
C16 C 0.90667(14) 0.07871(10) 0.82542(18) 0.0322(4) Uani 1 1 d . . .
C17 C 0.70772(13) 0.05527(10) 1.00346(19) 0.0318(4) Uani 1 1 d . . .
C18 C 0.64072(14) 0.10803(11) 0.9644(2) 0.0378(5) Uani 1 1 d . . .
H18 H 0.6516 0.1389 0.8974 0.045 Uiso 1 1 calc R . .
C19 C 0.55804(15) 0.11514(11) 1.0241(2) 0.0433(5) Uani 1 1 d . . .
H19 H 0.5116 0.1510 0.9978 0.052 Uiso 1 1 calc R . .
C20 C 0.69103(15) 0.00948(11) 1.1000(2) 0.0418(5) Uani 1 1 d . . .
H20 H 0.7361 -0.0273 1.1249 0.050 Uiso 1 1 calc R . .
C21 C 0.60833(16) 0.01784(12) 1.1595(2) 0.0465(6) Uani 1 1 d . . .
H21 H 0.5971 -0.0128 1.2266 0.056 Uiso 1 1 calc R . .
C22 C 0.54241(15) 0.07036(11) 1.1218(2) 0.0435(5) Uani 1 1 d . . .
H22 H 0.4858 0.0759 1.1631 0.052 Uiso 1 1 calc R . .
Br1 Br 0.374436(16) 0.012814(12) 0.38427(2) 0.04833(8) Uani 1 1 d . . .
Br2 Br 0.139874(16) 0.198627(14) 0.03570(2) 0.05119(8) Uani 1 1 d . . .
O1 O 0.21165(10) 0.03844(7) 0.54532(13) 0.0421(4) Uani 1 1 d . . .
H1O H 0.1694 0.0478 0.5901 0.063 Uiso 1 1 d R . .
O2 O 0.00950(10) 0.19317(7) 0.24414(13) 0.0432(4) Uani 1 1 d . . .
H2O H -0.0293 0.1869 0.2953 0.065 Uiso 1 1 d R . .
C23 C 0.26029(13) 0.07020(10) 0.34389(19) 0.0315(4) Uani 1 1 d . . .
C24 C 0.19327(14) 0.07477(10) 0.43145(18) 0.0311(4) Uani 1 1 d . . .
C25 C 0.10982(13) 0.11653(10) 0.39724(18) 0.0310(4) Uani 1 1 d . . .
H25 H 0.0636 0.1201 0.4560 0.037 Uiso 1 1 calc R . .
C26 C 0.09179(13) 0.15325(10) 0.27998(18) 0.0301(4) Uani 1 1 d . . .
C27 C 0.16090(14) 0.14837(10) 0.19557(18) 0.0307(4) Uani 1 1 d . . .
C28 C 0.24413(13) 0.10656(10) 0.22705(18) 0.0314(4) Uani 1 1 d . . .
H28 H 0.2902 0.1029 0.1682 0.038 Uiso 1 1 calc R . .
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
C3A N1A C1A 116.9(3)
N1A C1A C2A 123.5(3)
N1A C1A H1A 118.2
C2A C1A H1A 118.2
C1A C2A C5A 118.5(3)
C1A C2A H2A 120.7
C5A C2A H2A 120.7
N1A C3A C4A 123.2(3)
N1A C3A H3A 118.4
C4A C3A H3A 118.4
C3A C4A C5A 118.9(3)
C3A C4A H4A 120.5
C5A C4A H4A 120.5
C2A C5A C4A 118.9(3)
C2A C5A N3A 126.1(3)
C4A C5A N3A 115.1(3)
N4A N3A C5A 113.4(3)
N3A N4A C6A 113.0(3)
C9A C6A C7A 121.3(3)
C9A C6A N4A 115.6(3)
C7A C6A N4A 123.1(3)
C8A C7A C6A 119.2(3)
C8A C7A H7A 120.4
C6A C7A H7A 120.4
C7A C8A C11A 120.0(3)
C7A C8A H8A 120.0
C11A C8A H8A 120.0
C6A C9A C10A 118.9(3)
C6A C9A H9A 120.6
C10A C9A H9A 120.6
C11A C10A C9A 120.3(3)
C11A C10A H110 119.8
C9A C10A H110 119.8
C10A C11A C8A 120.3(3)
C10A C11A H11A 119.8
C8A C11A H11A 119.8
C3B N1B C1B 116.7(6)
N1B C1B C2B 123.9(7)
N1B C1B H1B 118.1
C2B C1B H1B 118.1
C1B C2B C5B 118.4(6)
C1B C2B H2B 120.8
C5B C2B H2B 120.8
N1B C3B C4B 123.0(6)
N1B C3B H3B 118.5
C4B C3B H3B 118.5
C5B C4B C3B 119.4(6)
C5B C4B H4B 120.3
C3B C4B H4B 120.3
C4B C5B C2B 118.6(5)
C4B C5B N3B 118.2(7)
C2B C5B N3B 123.1(8)
N4B N3B C5B 115.7(6)
N3B N4B C6B 116.3(7)
C9B C6B C7B 120.3(5)
C9B C6B N4B 118.1(7)
C7B C6B N4B 121.6(7)
C8B C7B C6B 119.7(6)
C8B C7B H7B 120.2
C6B C7B H7B 120.2
C7B C8B C11B 120.3(6)
C7B C8B H8B 119.9
C11B C8B H8B 119.9
C6B C9B C10B 119.5(6)
C6B C9B H9B 120.3
C10B C9B H9B 120.3
C11B C10B C9B 120.6(6)
C11B C10B H10B 119.7
C9B C10B H10B 119.7
C10B C11B C8B 119.7(6)
C10B C11B H11B 120.2
C8B C11B H11B 120.2
C12 N2 C14 116.63(17)
N6 N5 C16 113.41(16)
N5 N6 C17 113.61(16)
N2 C12 C13 123.53(19)
N2 C12 H12 118.2
C13 C12 H12 118.2
C12 C13 C16 118.81(19)
C12 C13 H13 120.6
C16 C13 H13 120.6
N2 C14 C15 124.04(19)
N2 C14 H14 118.0
C15 C14 H14 118.0
C14 C15 C16 117.96(19)
C14 C15 H15 121.0
C16 C15 H15 121.0
C13 C16 C15 118.99(17)
C13 C16 N5 116.13(17)
C15 C16 N5 124.87(18)
C18 C17 C20 120.44(18)
C18 C17 N6 124.18(18)
C20 C17 N6 115.38(17)
C19 C18 C17 119.19(19)
C19 C18 H18 120.4
C17 C18 H18 120.4
C18 C19 C22 120.4(2)
C18 C19 H19 119.8
C22 C19 H19 119.8
C21 C20 C17 119.5(2)
C21 C20 H20 120.3
C17 C20 H20 120.3
C22 C21 C20 120.2(2)
C22 C21 H21 119.9
C20 C21 H21 119.9
C21 C22 C19 120.32(19)
C21 C22 H22 119.8
C19 C22 H22 119.8
C24 O1 H1O 109.4
C26 O2 H2O 109.3
C28 C23 C24 120.78(17)
C28 C23 Br1 119.28(13)
C24 C23 Br1 119.93(14)
O1 C24 C25 122.71(16)
O1 C24 C23 119.15(17)
C25 C24 C23 118.14(17)
C26 C25 C24 122.06(16)
C26 C25 H25 119.0
C24 C25 H25 119.0
O2 C26 C25 122.64(16)
O2 C26 C27 118.94(17)
C25 C26 C27 118.41(17)
C28 C27 C26 120.51(17)
C28 C27 Br2 119.80(13)
C26 C27 Br2 119.68(14)
C23 C28 C27 120.08(16)
C23 C28 H28 120.0
C27 C28 H28 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1A C3A 1.342(4)
N1A C1A 1.349(4)
C1A C2A 1.379(5)
C1A H1A 0.9500
C2A C5A 1.381(4)
C2A H2A 0.9500
C3A C4A 1.380(4)
C3A H3A 0.9500
C4A C5A 1.384(4)
C4A H4A 0.9500
C5A N3A 1.444(4)
N3A N4A 1.245(3)
N4A C6A 1.436(3)
C6A C9A 1.384(4)
C6A C7A 1.391(4)
C7A C8A 1.383(4)
C7A H7A 0.9500
C8A C11A 1.391(5)
C8A H8A 0.9500
C9A C10A 1.393(4)
C9A H9A 0.9500
C10A C11A 1.379(5)
C10A H110 0.9500
C11A H11A 0.9500
N1B C3B 1.341(8)
N1B C1B 1.347(8)
C1B C2B 1.375(8)
C1B H1B 0.9500
C2B C5B 1.389(7)
C2B H2B 0.9500
C3B C4B 1.385(8)
C3B H3B 0.9500
C4B C5B 1.372(8)
C4B H4B 0.9500
C5B N3B 1.440(6)
N3B N4B 1.228(7)
N4B C6B 1.429(6)
C6B C9B 1.378(8)
C6B C7B 1.398(7)
C7B C8B 1.375(8)
C7B H7B 0.9500
C8B C11B 1.393(8)
C8B H8B 0.9500
C9B C10B 1.389(8)
C9B H9B 0.9500
C10B C11B 1.378(8)
C10B H10B 0.9500
C11B H11B 0.9500
N2 C12 1.336(3)
N2 C14 1.340(3)
N5 N6 1.248(2)
N5 C16 1.439(2)
N6 C17 1.434(2)
C12 C13 1.377(3)
C12 H12 0.9500
C13 C16 1.378(3)
C13 H13 0.9500
C14 C15 1.380(3)
C14 H14 0.9500
C15 C16 1.383(3)
C15 H15 0.9500
C17 C18 1.388(3)
C17 C20 1.390(3)
C18 C19 1.381(3)
C18 H18 0.9500
C19 C22 1.382(3)
C19 H19 0.9500
C20 C21 1.383(3)
C20 H20 0.9500
C21 C22 1.373(3)
C21 H21 0.9500
C22 H22 0.9500
Br1 C23 1.8964(18)
Br2 C27 1.8933(19)
O1 C24 1.354(2)
O1 H1O 0.8198
O2 C26 1.357(2)
O2 H2O 0.8203
C23 C28 1.380(3)
C23 C24 1.396(2)
C24 C25 1.388(3)
C25 C26 1.387(3)
C25 H25 0.9500
C26 C27 1.394(2)
C27 C28 1.384(3)
C28 H28 0.9500
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
C3A N1A C1A C2A 0.1(6)
N1A C1A C2A C5A -0.3(5)
C1A N1A C3A C4A 0.5(8)
N1A C3A C4A C5A -0.8(8)
C1A C2A C5A C4A 0.0(6)
C1A C2A C5A N3A -179.5(4)
C3A C4A C5A C2A 0.5(7)
C3A C4A C5A N3A -179.9(4)
C2A C5A N3A N4A 9.2(5)
C4A C5A N3A N4A -170.4(3)
C5A N3A N4A C6A 177.3(3)
N3A N4A C6A C9A 174.6(3)
N3A N4A C6A C7A -7.1(5)
C9A C6A C7A C8A 0.4(6)
N4A C6A C7A C8A -177.9(4)
C6A C7A C8A C11A -0.4(7)
C7A C6A C9A C10A 0.1(6)
N4A C6A C9A C10A 178.5(3)
C6A C9A C10A C11A -0.6(6)
C9A C10A C11A C8A 0.6(7)
C7A C8A C11A C10A -0.1(8)
C3B N1B C1B C2B -1.3(18)
N1B C1B C2B C5B 0.4(14)
C1B N1B C3B C4B 1(3)
N1B C3B C4B C5B 0(3)
C3B C4B C5B C2B -1(2)
C3B C4B C5B N3B 177.0(15)
C1B C2B C5B C4B 1(2)
C1B C2B C5B N3B -177.1(11)
C4B C5B N3B N4B 7.2(17)
C2B C5B N3B N4B -174.8(13)
C5B N3B N4B C6B -176.7(9)
N3B N4B C6B C9B -5.9(13)
N3B N4B C6B C7B 173.8(11)
C9B C6B C7B C8B -1(2)
N4B C6B C7B C8B 179.7(14)
C6B C7B C8B C11B 0(3)
C7B C6B C9B C10B 0(2)
N4B C6B C9B C10B 179.6(12)
C6B C9B C10B C11B 2(2)
C9B C10B C11B C8B -2(3)
C7B C8B C11B C10B 2(3)
C16 N5 N6 C17 -179.17(15)
C14 N2 C12 C13 -2.2(3)
N2 C12 C13 C16 1.4(3)
C12 N2 C14 C15 1.0(3)
N2 C14 C15 C16 0.9(3)
C12 C13 C16 C15 0.7(3)
C12 C13 C16 N5 -178.46(18)
C14 C15 C16 C13 -1.7(3)
C14 C15 C16 N5 177.29(18)
N6 N5 C16 C13 -169.66(17)
N6 N5 C16 C15 11.3(3)
N5 N6 C17 C18 10.1(3)
N5 N6 C17 C20 -169.66(18)
C20 C17 C18 C19 1.0(3)
N6 C17 C18 C19 -178.72(19)
C17 C18 C19 C22 0.2(3)
C18 C17 C20 C21 -1.6(3)
N6 C17 C20 C21 178.13(19)
C17 C20 C21 C22 1.1(3)
C20 C21 C22 C19 0.1(3)
C18 C19 C22 C21 -0.8(3)
C28 C23 C24 O1 -179.89(17)
Br1 C23 C24 O1 0.7(3)
C28 C23 C24 C25 0.4(3)
Br1 C23 C24 C25 -179.01(14)
O1 C24 C25 C26 -179.75(18)
C23 C24 C25 C26 0.0(3)
C24 C25 C26 O2 178.64(18)
C24 C25 C26 C27 -0.9(3)
O2 C26 C27 C28 -178.06(17)
C25 C26 C27 C28 1.5(3)
O2 C26 C27 Br2 1.3(2)
C25 C26 C27 Br2 -179.18(14)
C24 C23 C28 C27 0.2(3)
Br1 C23 C28 C27 179.60(14)
C26 C27 C28 C23 -1.2(3)
Br2 C27 C28 C23 179.50(14)
