#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:55:42 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180363 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/32/7203238.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_7203238
loop_
_publ_author_name
'Mariaca, Raúl'
'Behrnd, Norwid-Rasmus'
'Eggli, Patrick'
'Stoeckli-Evans, Helen'
'Hulliger, Jürg'
_publ_section_title
;
 Synthesis and crystal engineering of fluorinated stilbenes
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              222
_journal_paper_doi               10.1039/b517032j
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C15 H10 Br N'
_chemical_formula_sum            'C15 H10 Br N'
_chemical_formula_weight         284.15
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                104.434(9)
_cell_angle_beta                 104.567(9)
_cell_angle_gamma                102.171(9)
_cell_formula_units_Z            7
_cell_length_a                   9.9795(13)
_cell_length_b                   13.3572(14)
_cell_length_c                   16.7277(19)
_cell_measurement_reflns_used    28929
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      29.50
_cell_measurement_theta_min      1.65
_cell_volume                     1999.0(4)
_computing_cell_refinement       'X-Area V1.17'
_computing_data_collection       'X-Area V1.17 (STOE & Cie GmbH, 2002)'
_computing_data_reduction        'X-RED32 V1.04 (STOE & Cie GmbH, 2002)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'STOE IPDS-2'
_diffrn_measurement_method       'rotation method'
_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  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0409
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19932
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.65
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.571
_exptl_absorpt_correction_T_max  0.771
_exptl_absorpt_correction_T_min  0.354
_exptl_absorpt_correction_type   empircal
_exptl_absorpt_process_details   'DIFABS (Spek, 2003)'
_exptl_crystal_colour            pale_yellow
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             994
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.31
_refine_diff_density_max         1.089
_refine_diff_density_min         -1.159
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     550
_refine_ls_number_reflns         7421
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0641
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0667P)²+7.1118P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1523
_refine_ls_wR_factor_ref         0.1638
_reflns_number_gt                5845
_reflns_number_total             7421
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            b517032j.txt
_cod_data_source_block           CH8B
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               7203238
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br4 Br 0.7587(5) 0.1823(3) 0.2180(3) 0.0427(6) Uani 0.50 1 d PD . .
C61 C 0.6773(6) 0.1194(5) 0.2988(4) 0.0389(13) Uani 1 1 d D . .
C62 C 0.6298(6) 0.0098(5) 0.2778(4) 0.0413(14) Uani 1 1 d . . .
H62 H 0.6370 -0.0353 0.2263 0.050 Uiso 1 1 calc R . .
C63 C 0.5723(6) -0.0348(5) 0.3305(4) 0.0414(14) Uani 1 1 d . . .
H63 H 0.5359 -0.1112 0.3141 0.050 Uiso 1 1 calc R . .
C64 C 0.5656(6) 0.0284(5) 0.4073(4) 0.0388(13) Uani 1 1 d . . .
C65 C 0.6158(6) 0.1391(5) 0.4281(4) 0.0425(14) Uani 1 1 d . . .
H65 H 0.6122 0.1844 0.4808 0.051 Uiso 1 1 calc R . .
C66 C 0.6707(6) 0.1845(5) 0.3742(4) 0.0414(14) Uani 1 1 d . . .
H66 H 0.7041 0.2609 0.3889 0.050 Uiso 1 1 calc R . .
C67 C 0.5039(6) -0.0240(5) 0.4614(4) 0.0407(14) Uani 1 1 d . . .
H67 H 0.4652 -0.1004 0.4391 0.049 Uiso 1 1 calc R . .
C68 C 0.7304(18) 0.1753(14) 0.2458(10) 0.043(7) Uani 0.50 1 d PD . .
Br1 Br -0.13221(7) -0.50800(5) 0.31600(5) 0.0533(2) Uani 1 1 d . . .
N1 N 0.2791(7) 0.5790(6) 0.4924(4) 0.0544(15) Uani 1 1 d . . .
C1 C -0.0889(7) -0.3569(5) 0.3424(4) 0.0404(13) Uani 1 1 d . . .
C2 C -0.1977(7) -0.3108(5) 0.3325(4) 0.0442(14) Uani 1 1 d . . .
H2 H -0.2958 -0.3540 0.3118 0.053 Uiso 1 1 calc R . .
C3 C -0.1642(7) -0.2022(5) 0.3526(4) 0.0444(15) Uani 1 1 d . . .
H3 H -0.2408 -0.1699 0.3462 0.053 Uiso 1 1 calc R . .
C4 C -0.0246(7) -0.1367(5) 0.3818(4) 0.0393(13) Uani 1 1 d . . .
C5 C 0.0814(7) -0.1880(5) 0.3894(4) 0.0414(14) Uani 1 1 d . . .
H5 H 0.1797 -0.1457 0.4081 0.050 Uiso 1 1 calc R . .
C6 C 0.0517(7) -0.2954(5) 0.3713(4) 0.0421(14) Uani 1 1 d . . .
H6 H 0.1278 -0.3281 0.3786 0.050 Uiso 1 1 calc R . .
C7 C 0.0059(7) -0.0205(5) 0.4002(4) 0.0475(15) Uani 1 1 d . . .
H7 H -0.0756 0.0065 0.3948 0.057 Uiso 1 1 calc R . .
C8 C 0.1340(7) 0.0530(5) 0.4237(4) 0.0475(15) Uani 1 1 d . . .
H8 H 0.2160 0.0266 0.4288 0.057 Uiso 1 1 calc R . .
C9 C 0.1606(7) 0.1649(5) 0.4418(4) 0.0452(15) Uani 1 1 d . . .
C10 C 0.0504(6) 0.2135(5) 0.4344(4) 0.0424(14) Uani 1 1 d . . .
H10 H -0.0468 0.1715 0.4206 0.051 Uiso 1 1 calc R . .
C11 C 0.0820(7) 0.3206(5) 0.4470(4) 0.0446(14) Uani 1 1 d . . .
H11 H 0.0062 0.3536 0.4401 0.054 Uiso 1 1 calc R . .
C12 C 0.2234(7) 0.3827(5) 0.4698(4) 0.0439(14) Uani 1 1 d . . .
C13 C 0.3318(7) 0.3358(6) 0.4786(4) 0.0485(15) Uani 1 1 d . . .
H13 H 0.4295 0.3779 0.4940 0.058 Uiso 1 1 calc R . .
C14 C 0.2990(7) 0.2291(6) 0.4652(5) 0.0555(18) Uani 1 1 d . . .
H14 H 0.3756 0.1968 0.4722 0.067 Uiso 1 1 calc R . .
C15 C 0.2587(8) 0.5021(8) 0.4835(4) 0.0551(19) Uani 1 1 d . . .
Br2 Br 0.01084(8) -0.39934(5) 0.14210(5) 0.0524(2) Uani 1 1 d . . .
N2 N 0.4024(6) 0.6811(4) 0.3236(4) 0.0316(13) Uani 1 1 d D . .
C21 C 0.0480(6) -0.2477(4) 0.1677(4) 0.0361(12) Uani 1 1 d . . .
C22 C -0.0645(6) -0.2048(5) 0.1604(4) 0.0396(13) Uani 1 1 d . . .
H22 H -0.1611 -0.2498 0.1430 0.048 Uiso 1 1 calc R . .
C23 C -0.0360(6) -0.0961(5) 0.1785(4) 0.0384(13) Uani 1 1 d . . .
H23 H -0.1140 -0.0653 0.1742 0.046 Uiso 1 1 calc R . .
C24 C 0.1020(6) -0.0298(5) 0.2029(4) 0.0354(12) Uani 1 1 d . . .
C25 C 0.2115(6) -0.0767(5) 0.2098(4) 0.0416(14) Uani 1 1 d . . .
H25 H 0.3083 -0.0323 0.2269 0.050 Uiso 1 1 calc R . .
C26 C 0.1865(6) -0.1839(5) 0.1931(4) 0.0415(14) Uani 1 1 d . . .
H26 H 0.2646 -0.2147 0.1990 0.050 Uiso 1 1 calc R . .
C27 C 0.1253(6) 0.0860(4) 0.2209(4) 0.0353(12) Uani 1 1 d . . .
H27 H 0.0436 0.1121 0.2200 0.042 Uiso 1 1 calc R . .
C28 C 0.2497(6) 0.1572(4) 0.2381(4) 0.0372(12) Uani 1 1 d . . .
H28 H 0.3304 0.1299 0.2385 0.045 Uiso 1 1 calc R . .
C29 C 0.2780(6) 0.2724(4) 0.2565(4) 0.0344(12) Uani 1 1 d . . .
C30 C 0.1698(6) 0.3229(5) 0.2465(4) 0.0372(12) Uani 1 1 d . . .
H30 H 0.0713 0.2808 0.2267 0.045 Uiso 1 1 calc R . .
C31 C 0.2026(6) 0.4307(5) 0.2646(4) 0.0390(13) Uani 1 1 d . . .
H31 H 0.1269 0.4638 0.2572 0.047 Uiso 1 1 calc R . .
C32 C 0.3435(7) 0.4936(4) 0.2934(4) 0.0370(13) Uani 1 1 d D . .
C33 C 0.4526(6) 0.4449(5) 0.3030(4) 0.0385(13) Uani 1 1 d . . .
H33 H 0.5509 0.4875 0.3233 0.046 Uiso 1 1 calc R . .
C34 C 0.4192(6) 0.3358(5) 0.2832(4) 0.0411(13) Uani 1 1 d . . .
H34 H 0.4948 0.3025 0.2880 0.049 Uiso 1 1 calc R . .
C35 C 0.3822(8) 0.6187(7) 0.3145(4) 0.051(2) Uani 1 1 d D . .
Br3 Br 0.13403(7) -0.33153(5) -0.04661(5) 0.04716(19) Uani 1 1 d . . .
N3 N 0.5776(6) 0.7586(4) 0.1518(3) 0.0435(12) Uani 1 1 d . . .
C41 C 0.2069(6) -0.1809(4) -0.0112(4) 0.0355(12) Uani 1 1 d . . .
C42 C 0.1152(6) -0.1218(5) -0.0326(4) 0.0365(12) Uani 1 1 d . . .
H42 H 0.0154 -0.1564 -0.0638 0.044 Uiso 1 1 calc R . .
C43 C 0.1697(6) -0.0131(4) -0.0084(4) 0.0367(12) Uani 1 1 d . . .
H43 H 0.1068 0.0285 -0.0232 0.044 Uiso 1 1 calc R . .
C44 C 0.3126(6) 0.0383(5) 0.0367(4) 0.0365(12) Uani 1 1 d . . .
C45 C 0.3999(7) -0.0239(5) 0.0586(4) 0.0411(13) Uani 1 1 d . . .
H45 H 0.4994 0.0103 0.0908 0.049 Uiso 1 1 calc R . .
C46 C 0.3478(7) -0.1330(5) 0.0354(4) 0.0409(13) Uani 1 1 d . . .
H46 H 0.4095 -0.1748 0.0518 0.049 Uiso 1 1 calc R . .
C47 C 0.3778(6) 0.1540(5) 0.0612(4) 0.0378(13) Uani 1 1 d . . .
H47 H 0.4788 0.1815 0.0914 0.045 Uiso 1 1 calc R . .
C48 C 0.3083(7) 0.2245(4) 0.0450(4) 0.0374(13) Uani 1 1 d . . .
H48 H 0.2070 0.1972 0.0154 0.045 Uiso 1 1 calc R . .
C49 C 0.3728(6) 0.3389(4) 0.0682(4) 0.0343(12) Uani 1 1 d . . .
C50 C 0.2825(7) 0.4038(5) 0.0611(4) 0.0394(13) Uani 1 1 d . . .
H50 H 0.1807 0.3716 0.0403 0.047 Uiso 1 1 calc R . .
C51 C 0.3357(6) 0.5119(5) 0.0829(4) 0.0372(12) Uani 1 1 d . . .
H51 H 0.2717 0.5553 0.0783 0.045 Uiso 1 1 calc R . .
C52 C 0.4816(6) 0.5590(4) 0.1114(4) 0.0330(12) Uani 1 1 d . . .
C53 C 0.5743(6) 0.4967(5) 0.1183(4) 0.0401(13) Uani 1 1 d . . .
H53 H 0.6759 0.5296 0.1378 0.048 Uiso 1 1 calc R . .
C54 C 0.5203(6) 0.3880(4) 0.0971(4) 0.0389(13) Uani 1 1 d . . .
H54 H 0.5848 0.3451 0.1022 0.047 Uiso 1 1 calc R . .
C55 C 0.5388(6) 0.6752(6) 0.1343(4) 0.0394(13) Uani 1 1 d . . .
N4 N 0.785(4) 0.207(2) 0.213(2) 0.042(7) Uani 0.50 1 d PD . .
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'
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
_geom_angle_publ_flag
C68 Br4 C61 16.0(16) . . ?
C62 C61 C66 120.2(6) . . ?
C62 C61 C68 125.0(8) . . ?
C66 C61 C68 114.8(8) . . ?
C62 C61 Br4 118.8(5) . . ?
C66 C61 Br4 121.1(5) . . ?
C68 C61 Br4 6.9(7) . . ?
C63 C62 C61 120.0(6) . . ?
C63 C62 H62 120.0 . . ?
C61 C62 H62 120.0 . . ?
C62 C63 C64 121.3(6) . . ?
C62 C63 H63 119.3 . . ?
C64 C63 H63 119.3 . . ?
C63 C64 C65 117.9(6) . . ?
C63 C64 C67 118.8(5) . . ?
C65 C64 C67 123.2(6) . . ?
C66 C65 C64 121.0(6) . . ?
C66 C65 H65 119.5 . . ?
C64 C65 H65 119.5 . . ?
C65 C66 C61 119.6(6) . . ?
C65 C66 H66 120.2 . . ?
C61 C66 H66 120.2 . . ?
C67 C67 C64 126.5(7) 2_656 . ?
C67 C67 H67 116.7 2_656 . ?
C64 C67 H67 116.7 . . ?
Br4 C68 N4 16(2) . . ?
Br4 C68 C61 157(2) . . ?
N4 C68 C61 167(4) . . ?
C2 C1 C6 120.8(6) . . ?
C2 C1 Br1 119.7(5) . . ?
C6 C1 Br1 119.6(4) . . ?
C3 C2 C1 118.7(6) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 122.8(6) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C3 C4 C5 115.9(6) . . ?
C3 C4 C7 120.8(5) . . ?
C5 C4 C7 123.2(6) . . ?
C6 C5 C4 122.6(6) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C1 119.1(6) . . ?
C5 C6 H6 120.4 . . ?
C1 C6 H6 120.4 . . ?
C8 C7 C4 128.1(6) . . ?
C8 C7 H7 115.9 . . ?
C4 C7 H7 115.9 . . ?
C7 C8 C9 127.0(6) . . ?
C7 C8 H8 116.5 . . ?
C9 C8 H8 116.5 . . ?
C14 C9 C10 118.0(6) . . ?
C14 C9 C8 119.6(6) . . ?
C10 C9 C8 122.4(6) . . ?
C11 C10 C9 119.6(6) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C12 120.6(6) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 120.0(6) . . ?
C13 C12 C15 119.4(6) . . ?
C11 C12 C15 120.6(6) . . ?
C14 C13 C12 118.9(7) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C9 122.9(6) . . ?
C13 C14 H14 118.6 . . ?
C9 C14 H14 118.6 . . ?
N1 C15 C12 178.6(9) . . ?
C26 C21 C22 121.2(5) . . ?
C26 C21 Br2 119.5(4) . . ?
C22 C21 Br2 119.3(4) . . ?
C23 C22 C21 118.5(5) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
C22 C23 C24 121.8(6) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C25 C24 C23 117.4(5) . . ?
C25 C24 C27 123.4(5) . . ?
C23 C24 C27 119.2(5) . . ?
C26 C25 C24 122.0(6) . . ?
C26 C25 H25 119.0 . . ?
C24 C25 H25 119.0 . . ?
C25 C26 C21 119.1(6) . . ?
C25 C26 H26 120.5 . . ?
C21 C26 H26 120.5 . . ?
C28 C27 C24 125.3(5) . . ?
C28 C27 H27 117.3 . . ?
C24 C27 H27 117.3 . . ?
C27 C28 C29 127.2(6) . . ?
C27 C28 H28 116.4 . . ?
C29 C28 H28 116.4 . . ?
C34 C29 C30 117.9(5) . . ?
C34 C29 C28 118.7(5) . . ?
C30 C29 C28 123.4(5) . . ?
C31 C30 C29 120.8(6) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C30 C31 C32 121.0(6) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C31 C32 C33 119.1(5) . . ?
C31 C32 C35 121.2(5) . . ?
C33 C32 C35 119.6(5) . . ?
C34 C33 C32 119.8(5) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C33 C34 C29 121.4(6) . . ?
C33 C34 H34 119.3 . . ?
C29 C34 H34 119.3 . . ?
N2 C35 C32 178.0(11) . . ?
C46 C41 C42 121.4(5) . . ?
C46 C41 Br3 119.5(4) . . ?
C42 C41 Br3 119.1(4) . . ?
C43 C42 C41 118.6(5) . . ?
C43 C42 H42 120.7 . . ?
C41 C42 H42 120.7 . . ?
C42 C43 C44 121.7(5) . . ?
C42 C43 H43 119.1 . . ?
C44 C43 H43 119.1 . . ?
C43 C44 C45 117.7(5) . . ?
C43 C44 C47 124.0(5) . . ?
C45 C44 C47 118.3(5) . . ?
C46 C45 C44 121.7(6) . . ?
C46 C45 H45 119.1 . . ?
C44 C45 H45 119.1 . . ?
C41 C46 C45 118.8(5) . . ?
C41 C46 H46 120.6 . . ?
C45 C46 H46 120.6 . . ?
C48 C47 C44 125.5(6) . . ?
C48 C47 H47 117.3 . . ?
C44 C47 H47 117.3 . . ?
C47 C48 C49 125.6(6) . . ?
C47 C48 H48 117.2 . . ?
C49 C48 H48 117.2 . . ?
C50 C49 C54 117.8(5) . . ?
C50 C49 C48 118.3(5) . . ?
C54 C49 C48 123.9(5) . . ?
C51 C50 C49 121.4(6) . . ?
C51 C50 H50 119.3 . . ?
C49 C50 H50 119.3 . . ?
C50 C51 C52 119.8(5) . . ?
C50 C51 H51 120.1 . . ?
C52 C51 H51 120.1 . . ?
C51 C52 C53 120.2(5) . . ?
C51 C52 C55 119.8(5) . . ?
C53 C52 C55 120.0(5) . . ?
C54 C53 C52 119.8(6) . . ?
C54 C53 H53 120.1 . . ?
C52 C53 H53 120.1 . . ?
C53 C54 C49 120.9(5) . . ?
C53 C54 H54 119.6 . . ?
C49 C54 H54 119.6 . . ?
N3 C55 C52 178.2(7) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br4 C68 0.618(13) . ?
Br4 C61 2.006(7) . ?
C61 C62 1.363(8) . ?
C61 C66 1.368(9) . ?
C61 C68 1.422(14) . ?
C62 C63 1.353(9) . ?
C62 H62 0.9500 . ?
C63 C64 1.377(9) . ?
C63 H63 0.9500 . ?
C64 C65 1.379(8) . ?
C64 C67 1.450(9) . ?
C65 C66 1.366(9) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C67 C67 1.319(12) 2_656 ?
C67 H67 0.9500 . ?
C68 N4 0.964(19) . ?
Br1 C1 1.883(6) . ?
N1 C15 0.969(9) . ?
C1 C2 1.352(8) . ?
C1 C6 1.361(9) . ?
C2 C3 1.351(9) . ?
C2 H2 0.9500 . ?
C3 C4 1.370(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(8) . ?
C4 C7 1.453(9) . ?
C5 C6 1.340(9) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.333(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.401(9) . ?
C8 H8 0.9500 . ?
C9 C14 1.363(9) . ?
C9 C10 1.385(8) . ?
C10 C11 1.348(9) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(9) . ?
C11 H11 0.9500 . ?
C12 C13 1.355(9) . ?
C12 C15 1.504(12) . ?
C13 C14 1.340(10) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
Br2 C21 1.896(6) . ?
N2 C35 0.780(8) . ?
C21 C26 1.358(8) . ?
C21 C22 1.358(8) . ?
C22 C23 1.357(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.368(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.365(8) . ?
C24 C27 1.455(8) . ?
C25 C26 1.343(8) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.309(8) . ?
C27 H27 0.9500 . ?
C28 C29 1.441(8) . ?
C28 H28 0.9500 . ?
C29 C34 1.376(8) . ?
C29 C30 1.386(8) . ?
C30 C31 1.345(8) . ?
C30 H30 0.9500 . ?
C31 C32 1.369(8) . ?
C31 H31 0.9500 . ?
C32 C33 1.377(8) . ?
C32 C35 1.560(10) . ?
C33 C34 1.358(8) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
Br3 C41 1.870(5) . ?
N3 C55 1.037(8) . ?
C41 C46 1.348(8) . ?
C41 C42 1.367(8) . ?
C42 C43 1.354(8) . ?
C42 H42 0.9500 . ?
C43 C44 1.365(8) . ?
C43 H43 0.9500 . ?
C44 C45 1.371(8) . ?
C44 C47 1.452(8) . ?
C45 C46 1.357(8) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 C48 1.322(8) . ?
C47 H47 0.9500 . ?
C48 C49 1.436(8) . ?
C48 H48 0.9500 . ?
C49 C50 1.380(8) . ?
C49 C54 1.381(8) . ?
C50 C51 1.349(8) . ?
C50 H50 0.9500 . ?
C51 C52 1.363(8) . ?
C51 H51 0.9500 . ?
C52 C53 1.370(8) . ?
C52 C55 1.450(9) . ?
C53 C54 1.358(8) . ?
C53 H53 0.9500 . ?
C54 H54 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C46 H46 N3 0.9500 2.5200 3.421(9) 158.00 1_545 ?
C62 H62 N3 0.9500 2.5900 3.340(8) 136.00 1_545 ?
C66 H66 N1 0.9500 2.4700 3.235(10) 137.00 2_666 ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C68 Br4 C61 C62 156(6) . . . . ?
C68 Br4 C61 C66 -25(6) . . . . ?
C66 C61 C62 C63 1.8(9) . . . . ?
C68 C61 C62 C63 -175.6(10) . . . . ?
Br4 C61 C62 C63 -179.0(4) . . . . ?
C61 C62 C63 C64 -2.6(9) . . . . ?
C62 C63 C64 C65 1.7(8) . . . . ?
C62 C63 C64 C67 -179.5(5) . . . . ?
C63 C64 C65 C66 -0.1(8) . . . . ?
C67 C64 C65 C66 -178.8(5) . . . . ?
C64 C65 C66 C61 -0.7(9) . . . . ?
C62 C61 C66 C65 -0.2(8) . . . . ?
C68 C61 C66 C65 177.4(9) . . . . ?
Br4 C61 C66 C65 -179.4(4) . . . . ?
C63 C64 C67 C67 176.3(7) . . . 2_656 ?
C65 C64 C67 C67 -5.0(11) . . . 2_656 ?
C61 Br4 C68 N4 146(12) . . . . ?
C62 C61 C68 Br4 -26(7) . . . . ?
C66 C61 C68 Br4 157(6) . . . . ?
C62 C61 C68 N4 -70(13) . . . . ?
C66 C61 C68 N4 113(13) . . . . ?
Br4 C61 C68 N4 -44(12) . . . . ?
C6 C1 C2 C3 -0.6(10) . . . . ?
Br1 C1 C2 C3 179.4(5) . . . . ?
C1 C2 C3 C4 0.7(10) . . . . ?
C2 C3 C4 C5 0.3(9) . . . . ?
C2 C3 C4 C7 178.2(6) . . . . ?
C3 C4 C5 C6 -1.4(9) . . . . ?
C7 C4 C5 C6 -179.3(6) . . . . ?
C4 C5 C6 C1 1.5(10) . . . . ?
C2 C1 C6 C5 -0.5(10) . . . . ?
Br1 C1 C6 C5 179.5(5) . . . . ?
C3 C4 C7 C8 -175.6(7) . . . . ?
C5 C4 C7 C8 2.2(11) . . . . ?
C4 C7 C8 C9 -179.4(7) . . . . ?
C7 C8 C9 C14 -180.0(7) . . . . ?
C7 C8 C9 C10 -1.9(12) . . . . ?
C14 C9 C10 C11 2.5(10) . . . . ?
C8 C9 C10 C11 -175.5(6) . . . . ?
C9 C10 C11 C12 -2.1(10) . . . . ?
C10 C11 C12 C13 0.9(10) . . . . ?
C10 C11 C12 C15 179.7(6) . . . . ?
C11 C12 C13 C14 -0.3(10) . . . . ?
C15 C12 C13 C14 -179.2(6) . . . . ?
C12 C13 C14 C9 0.9(11) . . . . ?
C10 C9 C14 C13 -2.0(11) . . . . ?
C8 C9 C14 C13 176.1(7) . . . . ?
C13 C12 C15 N1 -165(100) . . . . ?
C11 C12 C15 N1 16(35) . . . . ?
C26 C21 C22 C23 0.5(9) . . . . ?
Br2 C21 C22 C23 -179.7(5) . . . . ?
C21 C22 C23 C24 0.6(9) . . . . ?
C22 C23 C24 C25 -1.0(9) . . . . ?
C22 C23 C24 C27 179.6(6) . . . . ?
C23 C24 C25 C26 0.3(10) . . . . ?
C27 C24 C25 C26 179.7(6) . . . . ?
C24 C25 C26 C21 0.8(10) . . . . ?
C22 C21 C26 C25 -1.2(10) . . . . ?
Br2 C21 C26 C25 179.0(5) . . . . ?
C25 C24 C27 C28 6.1(10) . . . . ?
C23 C24 C27 C28 -174.4(6) . . . . ?
C24 C27 C28 C29 -179.8(5) . . . . ?
C27 C28 C29 C34 172.4(6) . . . . ?
C27 C28 C29 C30 -9.4(10) . . . . ?
C34 C29 C30 C31 -1.6(9) . . . . ?
C28 C29 C30 C31 -179.9(6) . . . . ?
C29 C30 C31 C32 -0.1(9) . . . . ?
C30 C31 C32 C33 0.7(9) . . . . ?
C30 C31 C32 C35 -180.0(6) . . . . ?
C31 C32 C33 C34 0.5(9) . . . . ?
C35 C32 C33 C34 -178.9(6) . . . . ?
C32 C33 C34 C29 -2.3(10) . . . . ?
C30 C29 C34 C33 2.8(9) . . . . ?
C28 C29 C34 C33 -178.8(6) . . . . ?
C31 C32 C35 N2 -108(34) . . . . ?
C33 C32 C35 N2 72(34) . . . . ?
C46 C41 C42 C43 2.1(9) . . . . ?
Br3 C41 C42 C43 -178.5(4) . . . . ?
C41 C42 C43 C44 -0.2(9) . . . . ?
C42 C43 C44 C45 -1.2(9) . . . . ?
C42 C43 C44 C47 177.4(6) . . . . ?
C43 C44 C45 C46 0.9(9) . . . . ?
C47 C44 C45 C46 -177.8(6) . . . . ?
C42 C41 C46 C45 -2.4(9) . . . . ?
Br3 C41 C46 C45 178.2(5) . . . . ?
C44 C45 C46 C41 0.9(10) . . . . ?
C43 C44 C47 C48 1.4(10) . . . . ?
C45 C44 C47 C48 -179.9(6) . . . . ?
C44 C47 C48 C49 -179.2(6) . . . . ?
C47 C48 C49 C50 -168.4(6) . . . . ?
C47 C48 C49 C54 11.9(10) . . . . ?
C54 C49 C50 C51 -1.1(9) . . . . ?
C48 C49 C50 C51 179.1(6) . . . . ?
C49 C50 C51 C52 1.0(9) . . . . ?
C50 C51 C52 C53 -0.2(9) . . . . ?
C50 C51 C52 C55 179.6(6) . . . . ?
C51 C52 C53 C54 -0.4(9) . . . . ?
C55 C52 C53 C54 179.8(6) . . . . ?
C52 C53 C54 C49 0.3(9) . . . . ?
C50 C49 C54 C53 0.4(9) . . . . ?
C48 C49 C54 C53 -179.8(6) . . . . ?
C51 C52 C55 N3 50(24) . . . . ?
C53 C52 C55 N3 -131(24) . . . . ?
