#------------------------------------------------------------------------------
#$Date: 2020-11-01 02:03:57 +0200 (Sun, 01 Nov 2020) $
#$Revision: 258669 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/53/4135330.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_4135330
loop_
_publ_author_name
'Shu, Xiaomin'
'Huan, Leitao'
'Huang, Qian'
'Huo, Haohua'
_publ_section_title
;
 Direct Enantioselective C(sp³)-H Acylation for the Synthesis
 of α-Amino Ketones.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c10471
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C16 H22 Br N O2'
_chemical_formula_sum            'C16 H22 Br N O2'
_chemical_formula_weight         340.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-09-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 110.509(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.8183(5)
_cell_length_b                   4.94497(16)
_cell_length_c                   14.9662(6)
_cell_measurement_reflns_used    5202
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      68.4080
_cell_measurement_theta_min      3.9560
_cell_volume                     819.20(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -115.00  -9.00   1.00    1.00    --  -40.88 -77.00-180.00  106
  2  ω   -111.00 -85.00   1.00    1.00    --  -40.88 -77.00  90.00   26
  3  ω   -117.00 -68.00   1.00    1.00    --  -40.88 -77.00   0.00   49
  4  ω    -38.00 -11.00   1.00    1.00    --  -40.88 -77.00  90.00   27
  5  ω    -60.00  -7.00   1.00    1.00    --  -40.88 -77.00-120.00   53
  6  ω    -65.00  24.00   1.00    1.00    --  -40.88  37.00 150.00   89
  7  ω   -110.00 -84.00   1.00    1.00    --  -40.88 -77.00-120.00   26
  8  ω    -52.00 -16.00   1.00    1.00    --  -40.88 -37.00-150.00   36
  9  ω    -44.00  -9.00   1.00    1.00    --  -40.88 -77.00   0.00   35
 10  ω    -64.00  -7.00   1.00    1.00    --  -40.88 -77.00 -30.00   57
 11  ω   -114.00 -11.00   1.00    1.00    --  -40.88 -57.00  60.00  103
 12  ω     60.00 108.00   1.00    1.00    --   40.88 178.00  90.00   48
 13  ω     57.00 127.00   1.00    1.00    --   40.88 178.00 -30.00   70
 14  ω     63.00 103.00   1.00    1.00    --   96.81  77.00 -30.00   40
 15  ω    122.00 165.00   1.00    1.00    --   96.81  61.00  90.00   43
 16  ω     65.00 111.00   1.00    1.00    --   96.81  70.00-123.09   46
 17  ω     21.00 107.00   1.00    1.00    --   96.81 -94.00 120.00   86
 18  ω     63.00 111.00   1.00    1.00    --   96.81  77.00-150.00   48
 19  ω    106.00 175.00   1.00    1.00    --   96.81  77.00 -65.54   69
 20  ω     64.00  96.00   1.00    1.00    --   96.81  75.00  41.35   32
 21  ω     64.00  89.00   1.00    1.00    --   96.81  77.00  90.00   25
 22  ω     63.00 171.00   1.00    1.00    --   96.81  77.00   0.00  108
 23  ω     63.00  89.00   1.00    1.00    --   96.81  77.00 -65.54   26
 24  ω     94.00 171.00   1.00    1.00    --   96.81 125.00-180.00   77
 25  ω     36.00 129.00   1.00    1.00    --   96.81 -77.00-180.00   93
 26  ω     69.00 115.00   1.00    1.00    --   96.81  61.00  90.00   46
 27  ω     64.00 176.00   1.00    1.00    --   96.81  77.00 150.00  112
 28  ω     63.00 133.00   1.00    1.00    --   96.81  77.00-180.00   70
 29  ω     70.00 170.00   1.00    1.00    --   96.81  61.00 -90.00  100
 30  ω    106.00 152.00   1.00    1.00    --   96.81  77.00 -30.00   46
 31  ω     66.00  96.00   1.00    1.00    --   96.81  61.00 -30.00   30
 32  ω     72.00  98.00   1.00    1.00    --   96.81  61.00 -60.00   26
 33  ω    117.00 142.00   1.00    1.00    --   96.81  70.00-123.09   25
 34  ω    101.00 171.00   1.00    1.00    --   96.81  75.00  41.35   70
 35  ω     64.00  95.00   1.00    1.00    --   96.81  77.00  60.00   31
 36  ω     67.00 112.00   1.00    1.00    --   96.81  61.00 150.00   45
 37  ω     31.00 116.00   1.00    1.00    --   96.81-125.00  30.00   85
 38  ω     64.00  96.00   1.00    1.00    --   96.81  71.00 120.07   32
 39  ω     65.00  91.00   1.00    1.00    --   96.81  70.00  25.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0033446000
_diffrn_orient_matrix_UB_12      0.1669442000
_diffrn_orient_matrix_UB_13      0.0878280000
_diffrn_orient_matrix_UB_21      0.0973759000
_diffrn_orient_matrix_UB_22      -0.1905168000
_diffrn_orient_matrix_UB_23      0.0649633000
_diffrn_orient_matrix_UB_31      0.0993187000
_diffrn_orient_matrix_UB_32      0.1813401000
_diffrn_orient_matrix_UB_33      -0.0125897000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10691
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.349
_diffrn_reflns_theta_min         3.994
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.426
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_description       plate
_exptl_crystal_F_000             352
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details
;
 Flack x determined using 1113 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2944
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0424
_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)+(0.0622P)²+0.4394P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1063
_refine_ls_wR_factor_ref         0.1095
_reflns_Friedel_coverage         0.761
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.973
_reflns_number_gt                2760
_reflns_number_total             2944
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c10471_si_002.cif
_cod_data_source_block           exp_11179
_cod_original_cell_volume        819.21(6)
_cod_database_code               4135330
_shelx_shelxl_version_number     2014/7
_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.
;
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     63.60
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C7(H7A,H7B), C9(H9A,H9B), C16(H16A,H16B), C20(H20A,
 H20B)
2.c Aromatic/amide H refined with riding coordinates:
 N6(H6), C11(H11), C14(H14), C18(H18), C22(H22), C0AA(H0AA)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.743
_oxdiff_exptl_absorpt_empirical_full_min 0.486
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, 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 -0.43372(5) -0.29278(18) -0.31108(4) 0.0378(2) Uani 1 1 d . . . . .
O1AA O -0.9448(5) -0.8919(8) -0.7639(3) 0.0286(11) Uani 1 1 d . . . . .
C3 C -0.8922(5) -0.3388(12) -0.5613(3) 0.0248(13) Uani 1 1 d . . . . .
H3A H -0.8815 -0.1470 -0.5755 0.030 Uiso 1 1 calc R . . . .
H3B H -0.9254 -0.3436 -0.5091 0.030 Uiso 1 1 calc R . . . .
C4 C -0.6752(5) -0.3341(12) -0.4458(4) 0.0241(12) Uani 1 1 d . . . . .
H4A H -0.6628 -0.1489 -0.4657 0.029 Uiso 1 1 calc R . . . .
H4B H -0.7042 -0.3195 -0.3914 0.029 Uiso 1 1 calc R . . . .
C5 C -0.9195(5) -0.6594(12) -0.7781(4) 0.0165(11) Uani 1 1 d . . . . .
N6 N -0.9395(4) -0.4461(8) -0.7304(3) 0.0182(9) Uani 1 1 d . . . . .
H6 H -0.9266 -0.2829 -0.7483 0.022 Uiso 1 1 calc R . . . .
C7 C -0.5583(5) -0.4850(12) -0.4154(4) 0.0299(12) Uani 1 1 d . . . . .
H7A H -0.5308 -0.5047 -0.4704 0.036 Uiso 1 1 calc R . . . .
H7B H -0.5703 -0.6683 -0.3936 0.036 Uiso 1 1 calc R . . . .
O8 O -1.1328(4) -0.1651(10) -0.6405(3) 0.0366(10) Uani 1 1 d . . . . .
C9 C -1.3254(5) -0.3636(13) -0.7993(4) 0.0373(16) Uani 1 1 d . . . . .
H9A H -1.3118 -0.1729 -0.8130 0.045 Uiso 1 1 calc R . . . .
H9B H -1.3646 -0.3646 -0.7507 0.045 Uiso 1 1 calc R . . . .
C10 C -1.1096(5) -0.3600(10) -0.6792(4) 0.0203(12) Uani 1 1 d . . . . .
C11 C -0.7323(5) -0.3356(13) -0.9112(4) 0.0286(14) Uani 1 1 d . . . . .
H11 H -0.6766 -0.1915 -0.9039 0.034 Uiso 1 1 calc R . . . .
C12 C -0.8632(5) -0.5955(10) -0.8521(3) 0.0168(10) Uani 1 1 d . . . . .
C13 C -0.9816(5) -0.4731(11) -0.6500(3) 0.0191(10) Uani 1 1 d . . . . .
H13 H -0.9850 -0.6702 -0.6362 0.023 Uiso 1 1 calc R . . . .
C14 C -0.8925(4) -0.7609(14) -0.9318(3) 0.0229(12) Uani 1 1 d . . . . .
H14 H -0.9463 -0.9086 -0.9387 0.028 Uiso 1 1 calc R . . . .
C16 C -1.2053(5) -0.5062(12) -0.7598(4) 0.0251(12) Uani 1 1 d . . . . .
H16A H -1.1739 -0.5342 -0.8124 0.030 Uiso 1 1 calc R . . . .
H16B H -1.2185 -0.6869 -0.7367 0.030 Uiso 1 1 calc R . . . .
C18 C -0.8427(5) -0.7093(12) -1.0015(4) 0.0307(14) Uani 1 1 d . . . . .
H18 H -0.8642 -0.8192 -1.0570 0.037 Uiso 1 1 calc R . . . .
C20 C -0.7704(5) -0.4799(12) -0.5288(4) 0.0237(11) Uani 1 1 d . . . . .
H20A H -0.7413 -0.4912 -0.5832 0.028 Uiso 1 1 calc R . . . .
H20B H -0.7803 -0.6668 -0.5090 0.028 Uiso 1 1 calc R . . . .
C22 C -0.7839(5) -0.3818(11) -0.8414(4) 0.0219(11) Uani 1 1 d . . . . .
H22 H -0.7647 -0.2672 -0.7872 0.026 Uiso 1 1 calc R . . . .
C0AA C -0.7626(6) -0.5004(13) -0.9905(4) 0.0315(14) Uani 1 1 d . . . . .
H0AA H -0.7277 -0.4689 -1.0379 0.038 Uiso 1 1 calc R . . . .
C1 C -1.4112(6) -0.4993(17) -0.8922(6) 0.0484(19) Uani 1 1 d . . . . .
H1A H -1.3742 -0.4922 -0.9414 0.073 Uiso 1 1 calc GR . . . .
H1B H -1.4885 -0.4029 -0.9146 0.073 Uiso 1 1 calc GR . . . .
H1C H -1.4248 -0.6883 -0.8791 0.073 Uiso 1 1 calc GR . . . .
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'
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_
_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
H3A C3 H3B 108.0 . . ?
C13 C3 H3A 109.3 . . ?
C13 C3 H3B 109.3 . . ?
C20 C3 H3A 109.3 . . ?
C20 C3 H3B 109.3 . . ?
C20 C3 C13 111.6(4) . . ?
H4A C4 H4B 108.1 . . ?
C7 C4 H4A 109.6 . . ?
C7 C4 H4B 109.6 . . ?
C7 C4 C20 110.5(5) . . ?
C20 C4 H4A 109.6 . . ?
C20 C4 H4B 109.6 . . ?
O1AA C5 N6 123.2(5) . . ?
O1AA C5 C12 121.3(5) . . ?
N6 C5 C12 115.5(5) . . ?
C5 N6 H6 118.6 . . ?
C5 N6 C13 122.7(4) . . ?
C13 N6 H6 118.6 . . ?
Br1 C7 H7A 109.5 . . ?
Br1 C7 H7B 109.5 . . ?
C4 C7 Br1 110.8(4) . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
H9A C9 H9B 107.9 . . ?
C16 C9 H9A 109.2 . . ?
C16 C9 H9B 109.2 . . ?
C16 C9 C1 112.2(5) . . ?
C1 C9 H9A 109.2 . . ?
C1 C9 H9B 109.2 . . ?
O8 C10 C13 121.7(5) . . ?
O8 C10 C16 122.2(5) . . ?
C16 C10 C13 116.2(4) . . ?
C22 C11 H11 120.2 . . ?
C0AA C11 H11 120.2 . . ?
C0AA C11 C22 119.7(6) . . ?
C14 C12 C5 117.8(5) . . ?
C22 C12 C5 121.9(5) . . ?
C22 C12 C14 120.3(5) . . ?
C3 C13 H13 108.0 . . ?
N6 C13 C3 110.2(4) . . ?
N6 C13 C10 108.7(4) . . ?
N6 C13 H13 108.0 . . ?
C10 C13 C3 113.8(4) . . ?
C10 C13 H13 108.0 . . ?
C12 C14 H14 120.2 . . ?
C12 C14 C18 119.6(6) . . ?
C18 C14 H14 120.2 . . ?
C9 C16 C10 115.2(5) . . ?
C9 C16 H16A 108.5 . . ?
C9 C16 H16B 108.5 . . ?
C10 C16 H16A 108.5 . . ?
C10 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
C14 C18 H18 119.9 . . ?
C0AA C18 C14 120.3(5) . . ?
C0AA C18 H18 119.9 . . ?
C3 C20 C4 112.8(5) . . ?
C3 C20 H20A 109.0 . . ?
C3 C20 H20B 109.0 . . ?
C4 C20 H20A 109.0 . . ?
C4 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C11 C22 H22 120.2 . . ?
C12 C22 C11 119.5(5) . . ?
C12 C22 H22 120.2 . . ?
C11 C0AA H0AA 119.7 . . ?
C18 C0AA C11 120.6(5) . . ?
C18 C0AA H0AA 119.7 . . ?
C9 C1 H1A 109.5 . . ?
C9 C1 H1B 109.5 . . ?
C9 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
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 C7 1.974(6) . ?
O1AA C5 1.225(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C13 1.529(7) . ?
C3 C20 1.518(8) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C7 1.495(8) . ?
C4 C20 1.533(7) . ?
C5 N6 1.339(7) . ?
C5 C12 1.513(7) . ?
N6 H6 0.8800 . ?
N6 C13 1.461(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
O8 C10 1.204(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C16 1.508(8) . ?
C9 C1 1.557(9) . ?
C10 C13 1.526(8) . ?
C10 C16 1.517(8) . ?
C11 H11 0.9500 . ?
C11 C22 1.400(7) . ?
C11 C0AA 1.379(9) . ?
C12 C14 1.387(7) . ?
C12 C22 1.384(8) . ?
C13 H13 1.0000 . ?
C14 H14 0.9500 . ?
C14 C18 1.388(7) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C18 H18 0.9500 . ?
C18 C0AA 1.371(9) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C22 H22 0.9500 . ?
C0AA H0AA 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
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
O1AA C5 N6 C13 6.6(9) . . . . ?
O1AA C5 C12 C14 30.9(8) . . . . ?
O1AA C5 C12 C22 -148.5(6) . . . . ?
C5 N6 C13 C3 122.2(5) . . . . ?
C5 N6 C13 C10 -112.5(5) . . . . ?
C5 C12 C14 C18 -180.0(5) . . . . ?
C5 C12 C22 C11 178.6(5) . . . . ?
N6 C5 C12 C14 -149.0(5) . . . . ?
N6 C5 C12 C22 31.7(7) . . . . ?
C7 C4 C20 C3 178.7(4) . . . . ?
O8 C10 C13 C3 7.0(7) . . . . ?
O8 C10 C13 N6 -116.2(5) . . . . ?
O8 C10 C16 C9 10.2(8) . . . . ?
C12 C5 N6 C13 -173.6(5) . . . . ?
C12 C14 C18 C0AA 1.7(8) . . . . ?
C13 C3 C20 C4 174.6(4) . . . . ?
C13 C10 C16 C9 -169.5(5) . . . . ?
C14 C12 C22 C11 -0.8(8) . . . . ?
C14 C18 C0AA C11 -1.3(9) . . . . ?
C16 C10 C13 C3 -173.3(4) . . . . ?
C16 C10 C13 N6 63.6(6) . . . . ?
C20 C3 C13 N6 -64.2(5) . . . . ?
C20 C3 C13 C10 173.4(4) . . . . ?
C20 C4 C7 Br1 178.2(4) . . . . ?
C22 C11 C0AA C18 -0.1(9) . . . . ?
C22 C12 C14 C18 -0.6(8) . . . . ?
C0AA C11 C22 C12 1.2(8) . . . . ?
C1 C9 C16 C10 170.3(5) . . . . ?
