#------------------------------------------------------------------------------
#$Date: 2021-09-06 15:28:30 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268934 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/82/7158234.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_7158234
loop_
_publ_author_name
'Pradhan, Subham'
'Thiyagarajan, Subramanian'
'Gunanathan, Chidambaram'
_publ_section_title
;
 Ruthenium(ii)-catalysed 1,2-selective hydroboration of aldazines.
;
_journal_issue                   33
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7147
_journal_page_last               7151
_journal_paper_doi               10.1039/d1ob01218e
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C20 H26 N2'
_chemical_formula_sum            'C20 H26 N2'
_chemical_formula_weight         294.43
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-03-10
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2021-04-14 deposited with the CCDC.	2021-08-02 downloaded from the CCDC.
;
_cell_angle_alpha                94.559(2)
_cell_angle_beta                 102.195(2)
_cell_angle_gamma                117.627(3)
_cell_formula_units_Z            2
_cell_length_a                   8.2530(2)
_cell_length_b                   8.2551(2)
_cell_length_c                   14.7902(2)
_cell_measurement_reflns_used    11061
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.2840
_cell_measurement_theta_min      6.1670
_cell_volume                     854.10(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -100.00 -15.00   0.50    0.25    --  -38.50 143.00  37.00  170
  2  ω    -88.00  -8.00   0.50    0.25    --  -38.50 127.00-132.00  160
  3  ω     29.00 102.00   0.50    0.25    --   49.31-127.00 152.00  146
  4  ω     38.00 114.00   0.50    0.98    --  102.63-127.00 152.00  152
  5  ω     39.00 126.00   0.50    0.98    --  102.63-143.00 -17.00  174
  6  ω     87.00 166.00   0.50    0.98    --  102.63 143.00  37.00  158
  7  ω     96.00 167.00   0.50    0.98    --  102.63 127.00-132.00  142
  8  ω    -42.00  28.00   0.50    0.25    --  -38.50  38.00 -30.00  140
  9  ω   -105.00 -35.00   0.50    0.25    --  -38.50 -38.00 150.00  140
 10  ω     38.00 112.00   0.50    0.25    --   49.31  57.00 150.00  148
 11  ω    -20.00  55.00   0.50    0.25    --   49.31 -19.00 -30.00  150
 12  ω     46.00 116.00   0.50    0.25    --   49.31  38.00-150.00  140
 13  ω     37.00 111.00   0.50    0.25    --   49.31-143.00 -17.00  148
 14  ω     98.00 167.00   0.50    0.98    --  102.63  45.00-120.00  138
 15  ω     38.00 107.00   0.50    0.98    --  102.63 -45.00 120.00  138
 16  ω     34.00 107.00   0.50    0.98    --  102.63 -94.00-120.00  146
 17  ω     97.00 168.00   0.50    0.98    --  102.63 125.00   0.00  142
 18  ω     34.00 107.00   0.50    0.98    --  102.63 -94.00  30.00  146
 19  ω     34.00 107.00   0.50    0.98    --  102.63 -94.00  60.00  146
 20  ω     34.00 111.00   0.50    0.98    --  102.63 -15.00   0.00  154
 21  ω     90.00 165.00   0.50    0.98    --  102.63  61.00 120.00  150
 22  ω     97.00 168.00   0.50    0.98    --  102.63 125.00  90.00  142
 23  ω     35.00 106.00   0.50    0.98    --  102.63 -30.00 120.00  142
 24  ω     38.00 126.00   0.50    0.98    --  102.63 -77.00  60.00  176
 25  ω     97.00 168.00   0.50    0.98    --  102.63 125.00  60.00  142
 26  ω     34.00 107.00   0.50    0.98    --  102.63 -94.00 150.00  146
 27  ω     40.00 116.00   0.50    0.98    --  102.63 -61.00 -90.00  152
 28  ω    103.00 167.00   0.50    0.98    --  102.63  77.00  90.00  128
 29  ω    103.00 167.00   0.50    0.98    --  102.63  77.00-180.00  128
 30  ω     35.00 106.00   0.50    0.98    --  102.63 -30.00 -60.00  142
 31  ω     95.00 171.00   0.50    0.98    --  102.63  15.00-180.00  152
 32  ω     38.00  84.00   0.50    0.25    --   49.31  57.00  30.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0970961000
_diffrn_orient_matrix_UB_12      0.0535737000
_diffrn_orient_matrix_UB_13      0.1071653000
_diffrn_orient_matrix_UB_21      -0.1687264000
_diffrn_orient_matrix_UB_22      0.0176423000
_diffrn_orient_matrix_UB_23      0.0182242000
_diffrn_orient_matrix_UB_31      -0.1014688000
_diffrn_orient_matrix_UB_32      -0.2076810000
_diffrn_orient_matrix_UB_33      0.0060804000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11489
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        61.473
_diffrn_reflns_theta_max         61.473
_diffrn_reflns_theta_min         6.182
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.506
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         2655
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0602
_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)+(0.0838P)²+0.7656P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1621
_refine_ls_wR_factor_ref         0.1630
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2553
_reflns_number_total             2655
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob01218e2.cif
_cod_data_source_block           cg-sp-61
_cod_depositor_comments
'Adding full bibliography for 7158232--7158234.cif.'
_cod_database_code               7158234
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C40 H52 N4 '
_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.
;
_diffrn_oxdiff_digest_frames
;
016c4ba5fcc49094a53c880df09b4a5ea00006526e7
;
_diffrn_oxdiff_digest_hkl
;
01cb71a589637cb813e2eb3653d6bae788a79b
;
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 N8(H8), C5(H5), C15(H15), C13(H13), C3(H3), C10(H10)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C22(H22A,H22B,
 H22C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C)
;
_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 1.333
_oxdiff_exptl_absorpt_empirical_full_min 0.448
loop_
_space_group_symop_operation_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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N9 N 0.3677(2) 0.7783(2) 0.49885(12) 0.0280(4) Uani 1 1 d . . . . .
N8 N 0.3558(2) 0.8117(2) 0.40931(11) 0.0285(4) Uani 1 1 d . . . . .
H8 H 0.452000 0.903356 0.398882 0.034 Uiso 1 1 calc R . . . .
C5 C 0.2180(3) 1.0102(3) 0.15371(14) 0.0221(4) Uani 1 1 d . . . . .
H5 H 0.221575 1.123815 0.150545 0.027 Uiso 1 1 calc R . . . .
C4 C 0.2286(3) 0.9145(3) 0.07584(14) 0.0225(4) Uani 1 1 d . . . . .
C6 C 0.2022(3) 0.9427(3) 0.23629(13) 0.0216(4) Uani 1 1 d . . . . .
C16 C 0.2805(3) 0.6942(3) 0.69066(14) 0.0216(4) Uani 1 1 d . . . . .
C15 C 0.2991(3) 0.6390(3) 0.77702(13) 0.0217(4) Uani 1 1 d . . . . .
H15 H 0.307367 0.713829 0.830141 0.026 Uiso 1 1 calc R . . . .
C11 C 0.2681(3) 0.5813(3) 0.61014(13) 0.0227(5) Uani 1 1 d . . . . .
C1 C 0.1997(3) 0.7726(3) 0.24255(13) 0.0210(4) Uani 1 1 d . . . . .
C14 C 0.3058(3) 0.4762(3) 0.78663(13) 0.0230(5) Uani 1 1 d . . . . .
C2 C 0.2066(3) 0.6718(3) 0.16378(14) 0.0216(4) Uani 1 1 d . . . . .
C13 C 0.2936(3) 0.3673(3) 0.70641(14) 0.0246(5) Uani 1 1 d . . . . .
H13 H 0.299238 0.258345 0.711602 0.030 Uiso 1 1 calc R . . . .
C3 C 0.2204(3) 0.7437(3) 0.08219(14) 0.0235(5) Uani 1 1 d . . . . .
H3 H 0.224276 0.675648 0.030264 0.028 Uiso 1 1 calc R . . . .
C7 C 0.1888(3) 0.6995(3) 0.33265(14) 0.0274(5) Uani 1 1 d . . . . .
H7A H 0.079594 0.693614 0.350108 0.033 Uiso 1 1 calc R . . . .
H7B H 0.169073 0.573416 0.321332 0.033 Uiso 1 1 calc R . . . .
C12 C 0.2734(3) 0.4155(3) 0.61889(14) 0.0241(5) Uani 1 1 d . . . . .
C21 C 0.1884(3) 1.0550(3) 0.31708(14) 0.0297(5) Uani 1 1 d . . . . .
H21A H 0.311517 1.127153 0.362210 0.045 Uiso 1 1 calc GR . . . .
H21B H 0.099784 0.971961 0.347041 0.045 Uiso 1 1 calc GR . . . .
H21C H 0.145217 1.137301 0.293350 0.045 Uiso 1 1 calc GR . . . .
C18 C 0.2696(3) 0.8710(3) 0.68656(15) 0.0297(5) Uani 1 1 d . . . . .
H18A H 0.212286 0.889960 0.733558 0.045 Uiso 1 1 calc GR . . . .
H18B H 0.193912 0.860428 0.625074 0.045 Uiso 1 1 calc GR . . . .
H18C H 0.395656 0.975175 0.698444 0.045 Uiso 1 1 calc GR . . . .
C20 C 0.1971(3) 0.4844(3) 0.16541(15) 0.0298(5) Uani 1 1 d . . . . .
H20A H 0.304222 0.499863 0.213631 0.045 Uiso 1 1 calc GR . . . .
H20B H 0.199757 0.435057 0.105091 0.045 Uiso 1 1 calc GR . . . .
H20C H 0.081195 0.399631 0.178548 0.045 Uiso 1 1 calc GR . . . .
C22 C 0.2491(3) 0.9943(3) -0.01183(15) 0.0321(5) Uani 1 1 d . . . . .
H22A H 0.172233 1.053129 -0.023445 0.048 Uiso 1 1 calc GR . . . .
H22B H 0.208010 0.895622 -0.064785 0.048 Uiso 1 1 calc GR . . . .
H22C H 0.380189 1.084816 -0.003151 0.048 Uiso 1 1 calc GR . . . .
C17 C 0.2558(3) 0.2866(3) 0.53409(15) 0.0358(5) Uani 1 1 d . . . . .
H17A H 0.127025 0.224027 0.494202 0.054 Uiso 1 1 calc GR . . . .
H17B H 0.288648 0.195856 0.555082 0.054 Uiso 1 1 calc GR . . . .
H17C H 0.340448 0.358340 0.499237 0.054 Uiso 1 1 calc GR . . . .
C10 C 0.2464(3) 0.6242(3) 0.51432(16) 0.0344(5) Uani 1 1 d . . . . .
H10 H 0.142934 0.537586 0.464666 0.041 Uiso 1 1 calc R . . . .
C19 C 0.3209(3) 0.4173(3) 0.88033(14) 0.0334(5) Uani 1 1 d . . . . .
H19A H 0.390345 0.526031 0.930440 0.050 Uiso 1 1 calc GR . . . .
H19B H 0.386557 0.346652 0.883652 0.050 Uiso 1 1 calc GR . . . .
H19C H 0.195496 0.341452 0.886682 0.050 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'
N N 0.0311 0.0180 '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
C10 N9 N8 120.98(18) . . ?
N9 N8 H8 119.0 . . ?
N9 N8 C7 122.04(16) . . ?
C7 N8 H8 119.0 . . ?
C4 C5 H5 118.8 . . ?
C4 C5 C6 122.46(17) . . ?
C6 C5 H5 118.8 . . ?
C5 C4 C3 117.50(17) . . ?
C5 C4 C22 120.79(17) . . ?
C3 C4 C22 121.71(18) . . ?
C5 C6 C1 119.34(17) . . ?
C5 C6 C21 118.80(17) . . ?
C1 C6 C21 121.87(17) . . ?
C15 C16 C11 119.00(17) . . ?
C15 C16 C18 118.56(17) . . ?
C11 C16 C18 122.43(17) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 C16 122.31(18) . . ?
C14 C15 H15 118.8 . . ?
C16 C11 C10 124.08(18) . . ?
C12 C11 C16 119.20(17) . . ?
C12 C11 C10 116.70(18) . . ?
C6 C1 C7 120.30(17) . . ?
C2 C1 C6 119.07(17) . . ?
C2 C1 C7 120.63(17) . . ?
C15 C14 C19 121.21(18) . . ?
C13 C14 C15 117.72(17) . . ?
C13 C14 C19 121.05(18) . . ?
C1 C2 C20 121.29(17) . . ?
C3 C2 C1 119.63(17) . . ?
C3 C2 C20 119.08(17) . . ?
C14 C13 H13 118.9 . . ?
C12 C13 C14 122.11(18) . . ?
C12 C13 H13 118.9 . . ?
C4 C3 H3 119.0 . . ?
C2 C3 C4 121.97(18) . . ?
C2 C3 H3 119.0 . . ?
N8 C7 C1 113.02(16) . . ?
N8 C7 H7A 109.0 . . ?
N8 C7 H7B 109.0 . . ?
C1 C7 H7A 109.0 . . ?
C1 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C11 C12 C17 121.35(18) . . ?
C13 C12 C11 119.66(18) . . ?
C13 C12 C17 118.99(18) . . ?
C6 C21 H21A 109.5 . . ?
C6 C21 H21B 109.5 . . ?
C6 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C2 C20 H20A 109.5 . . ?
C2 C20 H20B 109.5 . . ?
C2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C4 C22 H22A 109.5 . . ?
C4 C22 H22B 109.5 . . ?
C4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N9 C10 C11 121.0(2) . . ?
N9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
N9 N8 1.367(2) . ?
N9 C10 1.279(3) . ?
N8 H8 0.8600 . ?
N8 C7 1.426(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.386(3) . ?
C5 C6 1.388(3) . ?
C4 C3 1.392(3) . ?
C4 C22 1.506(3) . ?
C6 C1 1.405(3) . ?
C6 C21 1.509(3) . ?
C16 C15 1.392(3) . ?
C16 C11 1.407(3) . ?
C16 C18 1.508(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.387(3) . ?
C11 C12 1.405(3) . ?
C11 C10 1.482(3) . ?
C1 C2 1.404(3) . ?
C1 C7 1.509(3) . ?
C14 C13 1.387(3) . ?
C14 C19 1.505(3) . ?
C2 C3 1.390(3) . ?
C2 C20 1.514(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.383(3) . ?
C3 H3 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C12 C17 1.514(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C10 H10 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
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
N9 N8 C7 C1 174.31(16) . . . . ?
N8 N9 C10 C11 174.93(18) . . . . ?
C5 C4 C3 C2 -1.5(3) . . . . ?
C5 C6 C1 C2 -2.2(3) . . . . ?
C5 C6 C1 C7 178.09(16) . . . . ?
C4 C5 C6 C1 1.0(3) . . . . ?
C4 C5 C6 C21 -179.08(17) . . . . ?
C6 C5 C4 C3 0.8(3) . . . . ?
C6 C5 C4 C22 -178.92(18) . . . . ?
C6 C1 C2 C3 1.6(3) . . . . ?
C6 C1 C2 C20 -177.75(17) . . . . ?
C6 C1 C7 N8 -67.2(2) . . . . ?
C16 C15 C14 C13 0.1(3) . . . . ?
C16 C15 C14 C19 -178.41(17) . . . . ?
C16 C11 C12 C13 -1.0(3) . . . . ?
C16 C11 C12 C17 178.50(17) . . . . ?
C16 C11 C10 N9 57.2(3) . . . . ?
C15 C16 C11 C12 0.4(3) . . . . ?
C15 C16 C11 C10 179.47(17) . . . . ?
C15 C14 C13 C12 -0.7(3) . . . . ?
C11 C16 C15 C14 0.0(3) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C14 C13 C12 C11 1.1(3) . . . . ?
C14 C13 C12 C17 -178.37(18) . . . . ?
C2 C1 C7 N8 113.1(2) . . . . ?
C7 C1 C2 C3 -178.73(16) . . . . ?
C7 C1 C2 C20 1.9(3) . . . . ?
C12 C11 C10 N9 -123.8(2) . . . . ?
C21 C6 C1 C2 177.90(17) . . . . ?
C21 C6 C1 C7 -1.8(3) . . . . ?
C18 C16 C15 C14 178.50(17) . . . . ?
C18 C16 C11 C12 -178.02(17) . . . . ?
C18 C16 C11 C10 1.0(3) . . . . ?
C20 C2 C3 C4 179.63(18) . . . . ?
C22 C4 C3 C2 178.25(18) . . . . ?
C10 N9 N8 C7 14.4(3) . . . . ?
C10 C11 C12 C13 179.93(17) . . . . ?
C10 C11 C12 C17 -0.6(3) . . . . ?
C19 C14 C13 C12 177.86(18) . . . . ?
