#------------------------------------------------------------------------------
#$Date: 2024-09-06 02:21:42 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294451 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/33/7133349.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_7133349
loop_
_publ_author_name
'Ankudinov, Nikita M.'
'Komarova, Alina A.'
'Podyacheva, Evgeniya S.'
'Chusov, Denis A.'
'Danshina, Anastasia A.'
'Perekalin, Dmitry S.'
_publ_section_title
;
 Synthesis of chiral boranes via asymmetric insertion of carbenes
 into B-H bonds catalyzed by the rhodium(I) diene complex.
;
_journal_issue                   65
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8601
_journal_page_last               8604
_journal_paper_doi               10.1039/d4cc02969k
_journal_volume                  60
_journal_year                    2024
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C17 H22 B Br N2 O4'
_chemical_formula_sum            'C17 H22 B Br N2 O4'
_chemical_formula_weight         409.08
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-05-16
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-05-21 deposited with the CCDC.	2024-07-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2775(3)
_cell_length_b                   8.4391(4)
_cell_length_c                   27.6673(14)
_cell_measurement_reflns_used    2696
_cell_measurement_temperature    100.00(11)
_cell_measurement_theta_max      75.7780
_cell_measurement_theta_min      3.1940
_cell_volume                     1932.69(15)
_computing_cell_refinement       'CrysAlisPro 1.171.43.117a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.117a 64-bit (release 26-03-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.117a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -69.00   0.50    7.00    --  -48.14-132.00  89.00   98
  2  ω    -28.00  24.00   0.50    7.00    --  -48.14   7.00 110.00  104
  3  ω    -91.00 -20.00   0.50   28.00    --  -90.00 132.00 158.00  142
  4  ω    -85.00 -21.00   0.50   28.00    --  -90.00 124.00-106.00  128
  5  ω     91.00 178.00   0.50   28.00    --  111.50 132.00 158.00  174
  6  ω     42.00 111.00   0.50   28.00    --  111.50-124.00 174.00  138
  7  ω    116.00 159.00   0.50   28.00    --  111.50   7.00 110.00   86
  8  ω    -26.00  26.00   0.50    7.00    --  -48.14  19.00   0.00  104
  9  ω    -23.00   6.00   0.50    7.00    --   48.14  -7.00 -65.00   58
 10  ω     45.00  70.00   0.50   28.00    --  111.50 -61.00  90.00   50
 11  ω     91.00 178.00   0.50   28.00    --  111.50  77.00-150.00  174
 12  ω     98.00 139.00   0.50   28.00    --  111.50 125.00-120.00   82
 13  ω     45.00  70.00   0.50   28.00    --  111.50 -61.00 -30.00   50
 14  ω     61.00  87.00   0.50   28.00    --  111.50   0.00 -90.00   52
 15  ω     62.00 102.00   0.50   28.00    --  111.50 -95.00-180.00   80
 16  ω    117.00 163.00   0.50   28.00    --  111.50   0.00 -90.00   92
 17  ω    101.00 142.00   0.50   28.00    --  111.50  61.00  90.00   82
 18  ω     66.00  97.00   0.50   28.00    --  111.50-125.00-180.00   62
 19  ω     46.00  77.00   0.50   28.00    --  111.50 -95.00-150.00   62
 20  ω     48.00  83.00   0.50   28.00    --  111.50 -77.00-120.00   70
 21  ω    103.00 129.00   0.50   28.00    --  111.50  45.00  30.00   52
 22  ω     43.00 101.00   0.50   28.00    --  111.50-125.00-150.00  116
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0146374000
_diffrn_orient_matrix_UB_12      -0.1037161000
_diffrn_orient_matrix_UB_13      0.0456038000
_diffrn_orient_matrix_UB_21      0.0066009000
_diffrn_orient_matrix_UB_22      0.1501993000
_diffrn_orient_matrix_UB_23      0.0316213000
_diffrn_orient_matrix_UB_31      -0.1853708000
_diffrn_orient_matrix_UB_32      -0.0027755000
_diffrn_orient_matrix_UB_33      0.0047565000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            10888
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.565
_diffrn_reflns_theta_min         5.480
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.093
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.117a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_description       needle
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.690
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.135
_refine_ls_abs_structure_details
;
 Flack x determined using 1228 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3771
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.128
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0842
_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)+(0.0210P)²+18.4754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2029
_refine_ls_wR_factor_ref         0.2075
_reflns_Friedel_coverage         0.672
_reflns_Friedel_fraction_full    0.938
_reflns_Friedel_fraction_max     0.853
_reflns_number_gt                3276
_reflns_number_total             3771
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc02969k3.cif
_cod_data_source_block           4e
_cod_depositor_comments          'Adding full bibliography for 7133349.cif.'
_cod_database_code               7133349
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C14 H14 N2 O4 B Br'
_chemical_oxdiff_usercomment     KA22482
_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_max   0.913
_shelx_estimated_absorpt_t_min   0.621
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C9(H9), B1(H1)
1.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
1.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C13(H13), C14(H14), C16(H16), C17(H17)
1.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C8(H8A,H8B,H8C), C11(H11A,H11B,H11C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.114
_oxdiff_exptl_absorpt_empirical_full_min 0.525
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.13005(16) 0.81216(17) 0.29472(5) 0.0435(4) Uani 1 1 d . . . . .
O1 O 1.0745(11) 0.5704(13) 0.4540(4) 0.044(2) Uani 1 1 d . . . . .
O2 O 0.8374(10) 0.6527(11) 0.4830(3) 0.042(2) Uani 1 1 d . . . . .
O3 O 0.4791(13) 0.1409(11) 0.3636(6) 0.068(4) Uani 1 1 d . . . . .
O4 O 0.7264(10) 0.0721(10) 0.3384(4) 0.042(2) Uani 1 1 d . . . . .
N1 N 1.0406(10) 0.2114(12) 0.3838(4) 0.031(2) Uani 1 1 d . . . . .
N2 N 0.9274(12) 0.1558(13) 0.4515(4) 0.039(3) Uani 1 1 d . . . . .
C1 C 0.9106(12) 0.2492(14) 0.4120(4) 0.031(3) Uani 1 1 d . . . . .
C2 C 1.1293(19) 0.0908(14) 0.4056(5) 0.039(3) Uani 1 1 d . . . . .
H2 H 1.2216 0.0398 0.3924 0.047 Uiso 1 1 calc R U . . .
C3 C 1.0623(16) 0.0599(17) 0.4479(5) 0.041(3) Uani 1 1 d . . . . .
H3 H 1.0996 -0.0139 0.4713 0.049 Uiso 1 1 calc R U . . .
C4 C 1.0705(14) 0.2638(15) 0.3351(5) 0.037(3) Uani 1 1 d . . . . .
H4A H 1.1828 0.2410 0.3264 0.056 Uiso 1 1 calc R U . . .
H4B H 1.0510 0.3781 0.3328 0.056 Uiso 1 1 calc R U . . .
H4C H 0.9979 0.2079 0.3129 0.056 Uiso 1 1 calc R U . . .
C5 C 0.8220(17) 0.160(2) 0.4944(6) 0.062(5) Uani 1 1 d . . . . .
H5A H 0.8276 0.0576 0.5112 0.092 Uiso 1 1 calc R U . . .
H5B H 0.7104 0.1802 0.4844 0.092 Uiso 1 1 calc R U . . .
H5C H 0.8580 0.2441 0.5163 0.092 Uiso 1 1 calc R U . . .
C6 C 0.8411(16) 0.5614(14) 0.4025(5) 0.038(3) Uani 1 1 d . . . . .
H6A H 0.9132 0.5776 0.3744 0.045 Uiso 1 1 calc R U . . .
H6B H 0.7500 0.6369 0.3997 0.045 Uiso 1 1 calc R U . . .
C7 C 0.9310(15) 0.5936(15) 0.4473(5) 0.034(3) Uani 1 1 d . . . . .
C8 C 0.9128(15) 0.673(2) 0.5296(5) 0.051(4) Uani 1 1 d . . . . .
H8A H 1.0043 0.7457 0.5266 0.076 Uiso 1 1 calc R U . . .
H8B H 0.9514 0.5697 0.5413 0.076 Uiso 1 1 calc R U . . .
H8C H 0.8340 0.7159 0.5525 0.076 Uiso 1 1 calc R U . . .
C9 C 0.6780(13) 0.3427(13) 0.3491(4) 0.032(3) Uani 1 1 d . . . . .
H9 H 0.7608 0.3461 0.3228 0.038 Uiso 1 1 calc R U . . .
C10 C 0.6110(14) 0.1773(16) 0.3517(5) 0.040(3) Uani 1 1 d . . . . .
C11 C 0.675(2) -0.0927(17) 0.3406(10) 0.090(8) Uani 1 1 d . . . . .
H11A H 0.5789 -0.1071 0.3201 0.135 Uiso 1 1 calc R U . . .
H11B H 0.6480 -0.1205 0.3740 0.135 Uiso 1 1 calc R U . . .
H11C H 0.7618 -0.1613 0.3289 0.135 Uiso 1 1 calc R U . . .
C12 C 0.5466(14) 0.4633(15) 0.3373(5) 0.032(3) Uani 1 1 d . . . . .
C13 C 0.5419(13) 0.5339(14) 0.2921(5) 0.033(2) Uani 1 1 d . . . . .
H13 H 0.6238 0.5090 0.2693 0.039 Uiso 1 1 calc R U . . .
C14 C 0.4219(16) 0.6393(15) 0.2793(5) 0.040(3) Uani 1 1 d . . . . .
H14 H 0.4217 0.6892 0.2485 0.048 Uiso 1 1 calc R U . . .
C15 C 0.3033(15) 0.6697(15) 0.3125(4) 0.036(3) Uani 1 1 d . . . . .
C16 C 0.2986(15) 0.6071(17) 0.3578(5) 0.038(3) Uani 1 1 d . . . . .
H16 H 0.2153 0.6329 0.3801 0.046 Uiso 1 1 calc R U . . .
C17 C 0.4231(14) 0.5030(16) 0.3696(5) 0.036(3) Uani 1 1 d . . . . .
H17 H 0.4243 0.4571 0.4010 0.043 Uiso 1 1 calc R U . . .
B1 B 0.7707(16) 0.3780(17) 0.4018(5) 0.033(3) Uani 1 1 d . . . . .
H1 H 0.6884 0.3685 0.4281 0.040 Uiso 1 1 calc R U . . .
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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 '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'
N N 0.0311 0.0180 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0858
0 0 -1 0.0229
0 0 1 0.0134
0 -1 -1 0.0266
0 1 1 0.0228
0 1 -2 0.0152
-2 -1 -2 0.0622
0 -1 2 0.0172
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
C7 O2 C8 116.6(10) . . ?
C10 O4 C11 114.0(11) . . ?
C1 N1 C2 109.8(10) . . ?
C1 N1 C4 126.7(9) . . ?
C2 N1 C4 122.6(10) . . ?
C1 N2 C3 111.5(10) . . ?
C1 N2 C5 125.1(11) . . ?
C3 N2 C5 123.3(11) . . ?
N1 C1 B1 128.5(11) . . ?
N2 C1 N1 104.1(9) . . ?
N2 C1 B1 127.5(11) . . ?
N1 C2 H2 126.1 . . ?
C3 C2 N1 107.8(12) . . ?
C3 C2 H2 126.1 . . ?
N2 C3 H3 126.6 . . ?
C2 C3 N2 106.7(12) . . ?
C2 C3 H3 126.6 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
H6A C6 H6B 108.0 . . ?
C7 C6 H6A 109.4 . . ?
C7 C6 H6B 109.4 . . ?
C7 C6 B1 111.1(10) . . ?
B1 C6 H6A 109.4 . . ?
B1 C6 H6B 109.4 . . ?
O1 C7 O2 120.6(11) . . ?
O1 C7 C6 126.2(12) . . ?
O2 C7 C6 113.2(11) . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 H9 108.3 . . ?
C10 C9 C12 111.6(9) . . ?
C10 C9 B1 107.0(10) . . ?
C12 C9 H9 108.3 . . ?
C12 C9 B1 113.3(10) . . ?
B1 C9 H9 108.3 . . ?
O3 C10 O4 123.8(13) . . ?
O3 C10 C9 126.6(12) . . ?
O4 C10 C9 109.6(10) . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C9 120.1(11) . . ?
C13 C12 C17 117.0(11) . . ?
C17 C12 C9 122.9(12) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 C12 122.0(12) . . ?
C14 C13 H13 119.0 . . ?
C13 C14 H14 121.1 . . ?
C15 C14 C13 117.7(12) . . ?
C15 C14 H14 121.1 . . ?
C14 C15 Br1 118.6(9) . . ?
C16 C15 Br1 117.0(10) . . ?
C16 C15 C14 124.4(12) . . ?
C15 C16 H16 122.0 . . ?
C15 C16 C17 116.1(12) . . ?
C17 C16 H16 122.0 . . ?
C12 C17 H17 118.6 . . ?
C16 C17 C12 122.7(13) . . ?
C16 C17 H17 118.6 . . ?
C1 B1 C6 112.1(10) . . ?
C1 B1 C9 111.2(11) . . ?
C1 B1 H1 107.9 . . ?
C6 B1 C9 109.8(10) . . ?
C6 B1 H1 107.9 . . ?
C9 B1 H1 107.9 . . ?
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
Br1 C15 1.935(12) . ?
O1 C7 1.218(15) . ?
O2 C7 1.349(15) . ?
O2 C8 1.443(16) . ?
O3 C10 1.181(16) . ?
O4 C10 1.355(15) . ?
O4 C11 1.456(17) . ?
N1 C1 1.367(14) . ?
N1 C2 1.392(16) . ?
N1 C4 1.441(16) . ?
N2 C1 1.354(15) . ?
N2 C3 1.383(17) . ?
N2 C5 1.475(17) . ?
C1 B1 1.613(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.32(2) . ?
C3 H3 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.472(17) . ?
C6 B1 1.654(19) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 1.0000 . ?
C9 C10 1.504(17) . ?
C9 C12 1.524(16) . ?
C9 B1 1.675(19) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.384(19) . ?
C12 C17 1.400(17) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(17) . ?
C14 H14 0.9500 . ?
C14 C15 1.368(17) . ?
C15 C16 1.362(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.393(18) . ?
C17 H17 0.9500 . ?
B1 H1 1.0000 . ?
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
Br1 C15 C16 C17 179.1(9) . . . . ?
N1 C1 B1 C6 -66.8(17) . . . . ?
N1 C1 B1 C9 56.5(16) . . . . ?
N1 C2 C3 N2 2.8(16) . . . . ?
N2 C1 B1 C6 111.6(14) . . . . ?
N2 C1 B1 C9 -125.1(13) . . . . ?
C1 N1 C2 C3 -3.6(15) . . . . ?
C1 N2 C3 C2 -1.2(16) . . . . ?
C2 N1 C1 N2 2.8(13) . . . . ?
C2 N1 C1 B1 -178.5(12) . . . . ?
C3 N2 C1 N1 -1.0(14) . . . . ?
C3 N2 C1 B1 -179.8(12) . . . . ?
C4 N1 C1 N2 172.2(11) . . . . ?
C4 N1 C1 B1 -9(2) . . . . ?
C4 N1 C2 C3 -173.6(12) . . . . ?
C5 N2 C1 N1 175.8(13) . . . . ?
C5 N2 C1 B1 -3(2) . . . . ?
C5 N2 C3 C2 -178.0(14) . . . . ?
C7 C6 B1 C1 -52.8(15) . . . . ?
C7 C6 B1 C9 -177.0(10) . . . . ?
C8 O2 C7 O1 -5.3(18) . . . . ?
C8 O2 C7 C6 174.0(12) . . . . ?
C9 C12 C13 C14 177.7(11) . . . . ?
C9 C12 C17 C16 -176.6(12) . . . . ?
C10 C9 C12 C13 -108.0(13) . . . . ?
C10 C9 C12 C17 69.2(15) . . . . ?
C10 C9 B1 C1 57.8(12) . . . . ?
C10 C9 B1 C6 -177.6(10) . . . . ?
C11 O4 C10 O3 -1(2) . . . . ?
C11 O4 C10 C9 179.0(15) . . . . ?
C12 C9 C10 O3 -30(2) . . . . ?
C12 C9 C10 O4 149.9(11) . . . . ?
C12 C9 B1 C1 -178.9(10) . . . . ?
C12 C9 B1 C6 -54.3(13) . . . . ?
C12 C13 C14 C15 -1.7(19) . . . . ?
C13 C12 C17 C16 0.7(19) . . . . ?
C13 C14 C15 Br1 -178.2(9) . . . . ?
C13 C14 C15 C16 2(2) . . . . ?
C14 C15 C16 C17 -1(2) . . . . ?
C15 C16 C17 C12 0(2) . . . . ?
C17 C12 C13 C14 0.3(18) . . . . ?
B1 C6 C7 O1 88.6(16) . . . . ?
B1 C6 C7 O2 -90.7(13) . . . . ?
B1 C9 C10 O3 94.1(16) . . . . ?
B1 C9 C10 O4 -85.7(12) . . . . ?
B1 C9 C12 C13 131.2(12) . . . . ?
B1 C9 C12 C17 -51.6(15) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0002 -0.0008 -0.0033 0.0146 0.0064 -0.1854
0.0002 0.0003 -1.0000 -0.0456 -0.0316 -0.0048
-0.0002 -0.0003 1.0000 0.0456 0.0316 0.0048
0.0007 -0.9995 -0.9971 0.0582 -0.1816 -0.0021
-0.0007 0.9995 0.9971 -0.0582 0.1816 0.0021
-0.0001 1.0003 -2.0029 -0.1951 0.0869 -0.0123
-1.9996 -0.9976 -1.9904 -0.0166 -0.2260 0.3640
0.0001 -1.0003 2.0029 0.1951 -0.0869 0.0123
