#------------------------------------------------------------------------------
#$Date: 2018-01-25 01:54:03 +0200 (Thu, 25 Jan 2018) $
#$Revision: 205586 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/70/4127082.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_4127082
loop_
_publ_author_name
'Leventis, Anastasia'
'Royakkers, Jeroen'
'Rapidis, Alexandros G.'
'Goodeal, Niall'
'Corpinot, Merina K.'
'Frost, Jarvist M.'
'Bučar, Dejan-Krešimir'
'Blunt, Matthew Oliver'
'Cacialli, Franco'
'Bronstein, Hugo'
_publ_section_title
;
 Highly Luminescent Encapsulated Narrow Bandgap Polymers Based on
 Diketopyrrolopyrrole.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.7b13447
_journal_year                    2018
_chemical_formula_moiety         'C72 H98 Br2 N2 O6'
_chemical_formula_sum            'C72 H98 Br2 N2 O6'
_chemical_formula_weight         1247.34
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-07-27T20:10:32-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                97.460(3)
_cell_angle_beta                 104.726(3)
_cell_angle_gamma                98.808(3)
_cell_formula_units_Z            1
_cell_length_a                   10.2184(4)
_cell_length_b                   12.6179(4)
_cell_length_c                   13.4273(5)
_cell_measurement_reflns_used    12437
_cell_measurement_temperature    200.0(1)
_cell_measurement_theta_max      73.334
_cell_measurement_theta_min      3.572
_cell_volume                     1628.63(11)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
        (compiled Dec  3 2012,18:21:49)
;
_computing_data_collection
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
        (compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
        (compiled Dec  3 2012,18:21:49)
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200.0(1)
_diffrn_detector_area_resol_mean 5.2031
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1206894
_diffrn_orient_matrix_UB_12      0.0430834
_diffrn_orient_matrix_UB_13      0.0296316
_diffrn_orient_matrix_UB_21      -0.0219101
_diffrn_orient_matrix_UB_22      -0.0955444
_diffrn_orient_matrix_UB_23      0.0585062
_diffrn_orient_matrix_UB_31      0.1010211
_diffrn_orient_matrix_UB_32      0.0690728
_diffrn_orient_matrix_UB_33      0.1011188
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18932
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        66.573
_diffrn_reflns_theta_max         66.573
_diffrn_reflns_theta_min         3.458
_exptl_absorpt_coefficient_mu    1.984
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_correction_T_min  0.780
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
        (compiled Dec  3 2012,18:21:49)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_description       block
_exptl_crystal_F_000             662
_exptl_crystal_size_max          0.261
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.021
_refine_diff_density_max         1.513
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.0990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5624
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0990
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0495
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0317P)²+5.3444P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1360
_reflns_Friedel_coverage         0
_reflns_number_gt                4935
_reflns_number_total             5624
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b13447_si_003.cif
_cod_data_source_block           8b
_cod_database_code               4127082
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.4203(4) 0.2065(3) 0.5114(3) 0.0232(7) Uani 1 1 d . .
H1 H 0.4994 0.2474 0.5637 0.028 Uiso 1 1 calc R U
C2 C 0.3889(4) 0.0948(3) 0.5038(3) 0.0256(8) Uani 1 1 d . .
H2 H 0.4448 0.0589 0.5509 0.031 Uiso 1 1 calc R U
C3 C 0.2756(4) 0.0368(3) 0.4268(3) 0.0288(8) Uani 1 1 d . .
C4 C 0.1917(4) 0.0868(3) 0.3576(3) 0.0288(8) Uani 1 1 d . .
H4 H 0.1136 0.045 0.3049 0.035 Uiso 1 1 calc R U
C5 C 0.2235(4) 0.1987(3) 0.3662(3) 0.0260(8) Uani 1 1 d . .
H5 H 0.1668 0.234 0.3188 0.031 Uiso 1 1 calc R U
C6 C 0.3380(3) 0.2604(3) 0.4437(3) 0.0205(7) Uani 1 1 d . .
C7 C 0.3773(3) 0.3788(3) 0.4569(3) 0.0186(7) Uani 1 1 d . .
C8 C 0.5042(3) 0.4447(3) 0.5034(3) 0.0193(7) Uani 1 1 d . .
C9 C 0.3539(3) 0.5588(3) 0.4443(3) 0.0214(7) Uani 1 1 d . .
C10 C 0.1394(3) 0.4204(3) 0.3860(3) 0.0205(7) Uani 1 1 d . .
C11 C 0.0671(3) 0.3815(3) 0.4531(3) 0.0212(7) Uani 1 1 d . .
C12 C -0.0756(4) 0.3650(3) 0.4245(3) 0.0245(8) Uani 1 1 d . .
H12 H -0.1249 0.3379 0.47 0.029 Uiso 1 1 calc R U
C13 C -0.1472(4) 0.3880(3) 0.3292(3) 0.0269(8) Uani 1 1 d . .
C14 C -0.0754(4) 0.4239(3) 0.2609(3) 0.0272(8) Uani 1 1 d . .
H14 H -0.1242 0.4376 0.1951 0.033 Uiso 1 1 calc R U
C15 C 0.0680(4) 0.4399(3) 0.2889(3) 0.0235(7) Uani 1 1 d . .
C16 C 0.1043(4) 0.5441(4) 0.1580(4) 0.0424(11) Uani 1 1 d . .
H16A H 0.0919 0.6113 0.1985 0.051 Uiso 1 1 calc R U
H16B H 0.0154 0.51 0.1058 0.051 Uiso 1 1 calc R U
C17 C 0.2153(5) 0.5707(4) 0.1039(4) 0.0448(11) Uani 1 1 d . .
H17A H 0.2266 0.5021 0.065 0.054 Uiso 1 1 calc R U
H17B H 0.1837 0.6172 0.0521 0.054 Uiso 1 1 calc R U
C18 C 0.3538(5) 0.6280(4) 0.1760(3) 0.0402(10) Uani 1 1 d . .
H18A H 0.3879 0.5804 0.2257 0.048 Uiso 1 1 calc R U
H18B H 0.3424 0.6954 0.217 0.048 Uiso 1 1 calc R U
C19 C 0.4605(5) 0.6576(4) 0.1184(4) 0.0457(11) Uani 1 1 d . .
H19A H 0.4797 0.5894 0.0846 0.055 Uiso 1 1 calc R U
H19B H 0.4206 0.6967 0.0623 0.055 Uiso 1 1 calc R U
C20 C 0.4052(5) 0.2731(4) 0.8146(4) 0.0431(11) Uani 1 1 d . .
H20A H 0.3555 0.2406 0.8611 0.052 Uiso 1 1 calc R U
H20B H 0.426 0.2126 0.7702 0.052 Uiso 1 1 calc R U
C21 C 0.3091(4) 0.3302(4) 0.7441(4) 0.0399(10) Uani 1 1 d . .
H21A H 0.2821 0.3878 0.7877 0.048 Uiso 1 1 calc R U
H21B H 0.3585 0.3656 0.6988 0.048 Uiso 1 1 calc R U
C22 C 0.1804(4) 0.2517(4) 0.6760(4) 0.0394(10) Uani 1 1 d . .
H22A H 0.2086 0.1957 0.6315 0.047 Uiso 1 1 calc R U
H22B H 0.1345 0.2142 0.722 0.047 Uiso 1 1 calc R U
C23 C 0.0778(4) 0.3026(3) 0.6068(3) 0.0332(9) Uani 1 1 d . .
H23A H 0.0012 0.2454 0.5609 0.04 Uiso 1 1 calc R U
H23B H 0.039 0.3521 0.65 0.04 Uiso 1 1 calc R U
C24 C -0.3020(4) 0.3769(3) 0.3077(3) 0.0310(9) Uani 1 1 d . .
H24A H -0.3208 0.4485 0.3335 0.037 Uiso 1 1 calc R U
H24B H -0.3333 0.325 0.3501 0.037 Uiso 1 1 calc R U
C25 C -0.3911(4) 0.3394(3) 0.1949(3) 0.0331(9) Uani 1 1 d . .
H25A H -0.3628 0.2748 0.1628 0.04 Uiso 1 1 calc R U
H25B H -0.3779 0.3981 0.154 0.04 Uiso 1 1 calc R U
C26 C -0.5429(4) 0.3109(4) 0.1922(3) 0.0350(9) Uani 1 1 d . .
H26A H -0.5533 0.254 0.2355 0.042 Uiso 1 1 calc R U
H26B H -0.569 0.3764 0.225 0.042 Uiso 1 1 calc R U
C27 C -0.6428(4) 0.2710(3) 0.0851(3) 0.0339(9) Uani 1 1 d . .
H27A H -0.6123 0.2103 0.0482 0.041 Uiso 1 1 calc R U
H27B H -0.6429 0.3307 0.0439 0.041 Uiso 1 1 calc R U
C28 C -0.7884(4) 0.2320(3) 0.0917(3) 0.0322(9) Uani 1 1 d . .
H28A H -0.7867 0.1715 0.1319 0.039 Uiso 1 1 calc R U
H28B H -0.8153 0.2923 0.132 0.039 Uiso 1 1 calc R U
C29 C -0.8989(4) 0.1933(4) -0.0118(3) 0.0366(9) Uani 1 1 d . .
H29A H -0.8736 0.1327 -0.0528 0.044 Uiso 1 1 calc R U
H29B H -0.9036 0.2536 -0.0521 0.044 Uiso 1 1 calc R U
C30 C -1.0400(4) 0.1550(4) 0.0037(3) 0.0366(9) Uani 1 1 d . .
H30A H -1.0326 0.0984 0.0483 0.044 Uiso 1 1 calc R U
H30B H -1.0664 0.2172 0.0417 0.044 Uiso 1 1 calc R U
C31 C -1.1544(4) 0.1089(4) -0.0972(4) 0.0402(10) Uani 1 1 d . .
H31A H -1.1627 0.1655 -0.1417 0.048 Uiso 1 1 calc R U
H31B H -1.1282 0.0468 -0.1355 0.048 Uiso 1 1 calc R U
C32 C -1.2937(4) 0.0706(4) -0.0795(3) 0.0388(10) Uani 1 1 d . .
H32A H -1.3196 0.1327 -0.0409 0.047 Uiso 1 1 calc R U
H32B H -1.2853 0.0138 -0.0351 0.047 Uiso 1 1 calc R U
C33 C -1.4084(4) 0.0248(4) -0.1799(3) 0.0369(9) Uani 1 1 d . .
H33A H -1.384 -0.0388 -0.2174 0.044 Uiso 1 1 calc R U
H33B H -1.4147 0.0808 -0.2254 0.044 Uiso 1 1 calc R U
C34 C -1.5492(4) -0.0101(3) -0.1623(3) 0.0357(9) Uani 1 1 d . .
H34A H -1.5441 -0.0684 -0.1196 0.043 Uiso 1 1 calc R U
H34B H -1.5718 0.0527 -0.1221 0.043 Uiso 1 1 calc R U
C35 C -1.6638(4) -0.0509(4) -0.2628(4) 0.0410(10) Uani 1 1 d . .
H35A H -1.6435 -0.116 -0.3011 0.049 Uiso 1 1 calc R U
H35B H -1.6653 0.006 -0.3072 0.049 Uiso 1 1 calc R U
C36 C -1.8057(5) -0.0800(4) -0.2458(4) 0.0533(13) Uani 1 1 d . .
H36A H -1.8749 -0.1058 -0.3136 0.08 Uiso 1 1 calc R U
H36B H -1.8058 -0.1377 -0.2034 0.08 Uiso 1 1 calc R U
H36C H -1.8276 -0.0155 -0.2094 0.08 Uiso 1 1 calc R U
N1 N 0.2862(3) 0.4465(2) 0.4191(2) 0.0197(6) Uani 1 1 d . .
O1 O 0.2930(2) 0.63252(19) 0.4231(2) 0.0248(5) Uani 1 1 d . .
O3 O 0.1460(2) 0.3627(2) 0.5446(2) 0.0256(5) Uani 1 1 d . .
O2 O 0.1475(2) 0.4708(2) 0.2260(2) 0.0278(6) Uani 1 1 d . .
Br1 Br 0.23742(4) -0.11826(3) 0.41238(4) 0.03993(15) Uani 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 C6 121.2(3) . .
C2 C1 H1 119.4 . .
C6 C1 H1 119.4 . .
C3 C2 C1 118.7(3) . .
C3 C2 H2 120.7 . .
C1 C2 H2 120.7 . .
C2 C3 C4 122.0(3) . .
C2 C3 Br1 118.6(3) . .
C4 C3 Br1 119.4(3) . .
C3 C4 C5 118.9(4) . .
C3 C4 H4 120.6 . .
C5 C4 H4 120.6 . .
C4 C5 C6 120.7(3) . .
C4 C5 H5 119.6 . .
C6 C5 H5 119.6 . .
C1 C6 C5 118.5(3) . .
C1 C6 C7 118.1(3) . .
C5 C6 C7 123.4(3) . .
C8 C7 N1 107.0(3) . .
C8 C7 C6 129.1(3) . .
N1 C7 C6 123.9(3) . .
C7 C8 C8 110.0(4) . 2_666
C7 C8 C9 142.0(3) . 2_666
C8 C8 C9 108.0(4) 2_666 2_666
O1 C9 N1 122.6(3) . .
O1 C9 C8 133.7(3) . 2_666
N1 C9 C8 103.7(3) . 2_666
C11 C10 C15 120.0(3) . .
C11 C10 N1 120.0(3) . .
C15 C10 N1 119.9(3) . .
O3 C11 C12 124.7(3) . .
O3 C11 C10 115.4(3) . .
C12 C11 C10 119.9(3) . .
C11 C12 C13 120.3(3) . .
C11 C12 H12 119.8 . .
C13 C12 H12 119.8 . .
C14 C13 C12 119.9(3) . .
C14 C13 C24 123.0(3) . .
C12 C13 C24 117.1(3) . .
C13 C14 C15 120.1(3) . .
C13 C14 H14 120 . .
C15 C14 H14 120 . .
O2 C15 C14 124.6(3) . .
O2 C15 C10 115.6(3) . .
C14 C15 C10 119.8(3) . .
O2 C16 C17 107.4(3) . .
O2 C16 H16A 110.2 . .
C17 C16 H16A 110.2 . .
O2 C16 H16B 110.2 . .
C17 C16 H16B 110.2 . .
H16A C16 H16B 108.5 . .
C18 C17 C16 114.7(4) . .
C18 C17 H17A 108.6 . .
C16 C17 H17A 108.6 . .
C18 C17 H17B 108.6 . .
C16 C17 H17B 108.6 . .
H17A C17 H17B 107.6 . .
C17 C18 C19 113.1(4) . .
C17 C18 H18A 109 . .
C19 C18 H18A 109 . .
C17 C18 H18B 109 . .
C19 C18 H18B 109 . .
H18A C18 H18B 107.8 . .
C20 C19 C18 115.1(4) 2_666 .
C20 C19 H19A 108.5 2_666 .
C18 C19 H19A 108.5 . .
C20 C19 H19B 108.5 2_666 .
C18 C19 H19B 108.5 . .
H19A C19 H19B 107.5 . .
C19 C20 C21 116.3(4) 2_666 .
C19 C20 H20A 108.2 2_666 .
C21 C20 H20A 108.2 . .
C19 C20 H20B 108.2 2_666 .
C21 C20 H20B 108.2 . .
H20A C20 H20B 107.4 . .
C22 C21 C20 111.9(4) . .
C22 C21 H21A 109.2 . .
C20 C21 H21A 109.2 . .
C22 C21 H21B 109.2 . .
C20 C21 H21B 109.2 . .
H21A C21 H21B 107.9 . .
C23 C22 C21 115.2(4) . .
C23 C22 H22A 108.5 . .
C21 C22 H22A 108.5 . .
C23 C22 H22B 108.5 . .
C21 C22 H22B 108.5 . .
H22A C22 H22B 107.5 . .
O3 C23 C22 108.7(3) . .
O3 C23 H23A 110 . .
C22 C23 H23A 110 . .
O3 C23 H23B 110 . .
C22 C23 H23B 110 . .
H23A C23 H23B 108.3 . .
C13 C24 C25 118.1(3) . .
C13 C24 H24A 107.8 . .
C25 C24 H24A 107.8 . .
C13 C24 H24B 107.8 . .
C25 C24 H24B 107.8 . .
H24A C24 H24B 107.1 . .
C24 C25 C26 110.0(3) . .
C24 C25 H25A 109.7 . .
C26 C25 H25A 109.7 . .
C24 C25 H25B 109.7 . .
C26 C25 H25B 109.7 . .
H25A C25 H25B 108.2 . .
C27 C26 C25 115.6(3) . .
C27 C26 H26A 108.4 . .
C25 C26 H26A 108.4 . .
C27 C26 H26B 108.4 . .
C25 C26 H26B 108.4 . .
H26A C26 H26B 107.4 . .
C26 C27 C28 111.4(3) . .
C26 C27 H27A 109.3 . .
C28 C27 H27A 109.3 . .
C26 C27 H27B 109.3 . .
C28 C27 H27B 109.3 . .
H27A C27 H27B 108 . .
C29 C28 C27 116.1(3) . .
C29 C28 H28A 108.3 . .
C27 C28 H28A 108.3 . .
C29 C28 H28B 108.3 . .
C27 C28 H28B 108.3 . .
H28A C28 H28B 107.4 . .
C28 C29 C30 111.9(3) . .
C28 C29 H29A 109.2 . .
C30 C29 H29A 109.2 . .
C28 C29 H29B 109.2 . .
C30 C29 H29B 109.2 . .
H29A C29 H29B 107.9 . .
C31 C30 C29 114.6(4) . .
C31 C30 H30A 108.6 . .
C29 C30 H30A 108.6 . .
C31 C30 H30B 108.6 . .
C29 C30 H30B 108.6 . .
H30A C30 H30B 107.6 . .
C32 C31 C30 113.5(4) . .
C32 C31 H31A 108.9 . .
C30 C31 H31A 108.9 . .
C32 C31 H31B 108.9 . .
C30 C31 H31B 108.9 . .
H31A C31 H31B 107.7 . .
C31 C32 C33 113.8(4) . .
C31 C32 H32A 108.8 . .
C33 C32 H32A 108.8 . .
C31 C32 H32B 108.8 . .
C33 C32 H32B 108.8 . .
H32A C32 H32B 107.7 . .
C32 C33 C34 113.7(4) . .
C32 C33 H33A 108.8 . .
C34 C33 H33A 108.8 . .
C32 C33 H33B 108.8 . .
C34 C33 H33B 108.8 . .
H33A C33 H33B 107.7 . .
C35 C34 C33 113.3(4) . .
C35 C34 H34A 108.9 . .
C33 C34 H34A 108.9 . .
C35 C34 H34B 108.9 . .
C33 C34 H34B 108.9 . .
H34A C34 H34B 107.7 . .
C34 C35 C36 113.5(4) . .
C34 C35 H35A 108.9 . .
C36 C35 H35A 108.9 . .
C34 C35 H35B 108.9 . .
C36 C35 H35B 108.9 . .
H35A C35 H35B 107.7 . .
C35 C36 H36A 109.5 . .
C35 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C35 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C7 N1 C10 127.5(3) . .
C7 N1 C9 111.3(3) . .
C10 N1 C9 119.1(3) . .
C11 O3 C23 117.7(3) . .
C15 O2 C16 118.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.382(5) .
C1 C6 1.394(5) .
C1 H1 0.95 .
C2 C3 1.372(5) .
C2 H2 0.95 .
C3 C4 1.382(6) .
C3 Br1 1.910(3) .
C4 C5 1.382(5) .
C4 H4 0.95 .
C5 C6 1.397(5) .
C5 H5 0.95 .
C6 C7 1.461(5) .
C7 C8 1.373(5) .
C7 N1 1.404(4) .
C8 C8 1.423(6) 2_666
C8 C9 1.452(5) 2_666
C9 O1 1.221(4) .
C9 N1 1.434(4) .
C9 C8 1.452(5) 2_666
C10 C11 1.393(5) .
C10 C15 1.396(5) .
C10 N1 1.424(4) .
C11 O3 1.358(4) .
C11 C12 1.385(5) .
C12 C13 1.393(5) .
C12 H12 0.95 .
C13 C14 1.390(5) .
C13 C24 1.515(5) .
C14 C15 1.392(5) .
C14 H14 0.95 .
C15 O2 1.366(4) .
C16 O2 1.422(5) .
C16 C17 1.515(6) .
C16 H16A 0.99 .
C16 H16B 0.99 .
C17 C18 1.507(6) .
C17 H17A 0.99 .
C17 H17B 0.99 .
C18 C19 1.518(6) .
C18 H18A 0.99 .
C18 H18B 0.99 .
C19 C20 1.503(6) 2_666
C19 H19A 0.99 .
C19 H19B 0.99 .
C20 C19 1.503(6) 2_666
C20 C21 1.516(6) .
C20 H20A 0.99 .
C20 H20B 0.99 .
C21 C22 1.516(6) .
C21 H21A 0.99 .
C21 H21B 0.99 .
C22 C23 1.497(6) .
C22 H22A 0.99 .
C22 H22B 0.99 .
C23 O3 1.434(4) .
C23 H23A 0.99 .
C23 H23B 0.99 .
C24 C25 1.525(6) .
C24 H24A 0.99 .
C24 H24B 0.99 .
C25 C26 1.528(5) .
C25 H25A 0.99 .
C25 H25B 0.99 .
C26 C27 1.507(6) .
C26 H26A 0.99 .
C26 H26B 0.99 .
C27 C28 1.522(5) .
C27 H27A 0.99 .
C27 H27B 0.99 .
C28 C29 1.517(6) .
C28 H28A 0.99 .
C28 H28B 0.99 .
C29 C30 1.524(5) .
C29 H29A 0.99 .
C29 H29B 0.99 .
C30 C31 1.523(6) .
C30 H30A 0.99 .
C30 H30B 0.99 .
C31 C32 1.519(6) .
C31 H31A 0.99 .
C31 H31B 0.99 .
C32 C33 1.521(6) .
C32 H32A 0.99 .
C32 H32B 0.99 .
C33 C34 1.525(5) .
C33 H33A 0.99 .
C33 H33B 0.99 .
C34 C35 1.513(6) .
C34 H34A 0.99 .
C34 H34B 0.99 .
C35 C36 1.522(6) .
C35 H35A 0.99 .
C35 H35B 0.99 .
C36 H36A 0.98 .
C36 H36B 0.98 .
C36 H36C 0.98 .
