#------------------------------------------------------------------------------
#$Date: 2022-09-28 00:53:28 +0300 (Wed, 28 Sep 2022) $
#$Revision: 278222 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/07/7130776.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_7130776
loop_
_publ_author_name
'Duan, Bingbing'
'Wu, Yao'
'Gao, Yi'
'Ying, Linkun'
'Tang, Jielin'
'Hu, Shiyu'
'Zhao, Qiuhua'
'Song, Zengqiang'
_publ_section_title
;
 Regioselective peri-C--H selenylation of aromatic compounds with weakly
 coordinating ketone groups
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC04030A
_journal_year                    2022
_chemical_formula_moiety         'C20 H19 N O2 Se'
_chemical_formula_sum            'C20 H19 N O2 Se'
_chemical_formula_weight         384.32
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-08-23
_audit_creation_method
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_audit_update_record
;
2022-09-05 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
_cell_angle_alpha                74.087(4)
_cell_angle_beta                 74.630(3)
_cell_angle_gamma                81.377(4)
_cell_formula_units_Z            2
_cell_length_a                   8.0338(3)
_cell_length_b                   8.4987(4)
_cell_length_c                   13.3369(5)
_cell_measurement_reflns_used    6393
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      28.9770
_cell_measurement_theta_min      3.5790
_cell_volume                     841.45(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0892
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -11.00  14.00   1.00    1.44    --   18.74  77.00 -60.00   25
  2  ω    -50.00  44.00   1.00    1.44    --   18.74 -38.00 120.00   94
  3  ω     26.00  86.00   1.00    1.44    --   18.74  38.00 -60.00   60
  4  ω     -9.00  31.00   1.00    1.44    --   18.74  77.00 150.00   40
  5  ω    -48.00  38.00   1.00    1.44    --   18.74 -57.00  30.00   86
  6  ω     -7.00  19.00   1.00    1.44    --   18.74  38.00 -60.00   26
  7  ω    -42.00  10.00   1.00    1.44    --  -18.85 -77.00 -60.00   52
  8  ω     16.00  87.00   1.00    1.44    --   18.58  57.00-180.00   71
  9  ω    -40.00  49.00   1.00    1.44    --   18.58 -77.00 -90.00   89
 10  ω     -5.00  59.00   1.00    1.44    --   18.58 -99.00   0.00   64
 11  ω     25.00  60.00   1.00    1.44    --   18.58 -99.00-180.00   35
 12  ω     -1.00  87.00   1.00    1.44    --   18.58  57.00  60.00   88
 13  ω     16.00  46.00   1.00    1.44    --  -18.78  57.00 -60.00   30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0685907000
_diffrn_orient_matrix_UB_12      0.0607868000
_diffrn_orient_matrix_UB_13      0.0103760000
_diffrn_orient_matrix_UB_21      -0.0570391000
_diffrn_orient_matrix_UB_22      -0.0623198000
_diffrn_orient_matrix_UB_23      0.0278397000
_diffrn_orient_matrix_UB_31      0.0220098000
_diffrn_orient_matrix_UB_32      -0.0023585000
_diffrn_orient_matrix_UB_33      0.0485316000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13102
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.101
_diffrn_reflns_theta_min         3.307
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.243
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96191
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3985
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0312
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0259P)²+0.2014P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0708
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3500
_reflns_number_total             3985
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc04030a2.cif
_cod_data_source_block           20220829-d-276-1-200k
_cod_database_code               7130776
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C20 H19 N O2 Se'
_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.
;
_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:
 C3(H3A,H3B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C16(H16), C20(H20), C9(H9), C17(H17), C8(H8), C7(H7), C19(H19),
 C18(H18)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), 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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.188
_oxdiff_exptl_absorpt_empirical_full_min 0.888
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
Se1 Se 0.45244(3) 0.79590(3) 0.95251(2) 0.02989(8) Uani 1 1 d . . . . .
O2 O 0.63139(18) 0.8244(2) 0.75130(11) 0.0339(4) Uani 1 1 d . . . . .
O1 O 0.1974(2) 0.6781(2) 0.55788(12) 0.0485(5) Uani 1 1 d . . . . .
N1 N 0.4975(2) 0.7578(3) 0.43767(13) 0.0374(5) Uani 1 1 d . . . . .
H1 H 0.404458 0.742399 0.419793 0.045 Uiso 1 1 calc R U . . .
C11 C 0.3516(2) 0.7560(2) 0.76825(14) 0.0220(4) Uani 1 1 d . . . . .
C15 C 0.3054(2) 0.7595(3) 1.09572(15) 0.0262(4) Uani 1 1 d . . . . .
C10 C 0.2978(2) 0.7525(2) 0.87764(15) 0.0231(4) Uani 1 1 d . . . . .
C12 C 0.5292(2) 0.7963(2) 0.70498(15) 0.0240(4) Uani 1 1 d . . . . .
C16 C 0.2235(3) 0.8941(3) 1.13573(17) 0.0293(4) Uani 1 1 d . . . . .
H16 H 0.225632 1.001299 1.089427 0.035 Uiso 1 1 calc R U . . .
C20 C 0.2982(3) 0.6032(3) 1.16303(16) 0.0296(5) Uani 1 1 d . . . . .
H20 H 0.352528 0.511078 1.135972 0.036 Uiso 1 1 calc R U . . .
C9 C 0.1264(3) 0.7195(3) 0.93159(16) 0.0283(4) Uani 1 1 d . . . . .
H9 H 0.088447 0.716816 1.005794 0.034 Uiso 1 1 calc R U . . .
C6 C 0.2338(2) 0.7241(2) 0.71653(15) 0.0243(4) Uani 1 1 d . . . . .
C4 C 0.4722(3) 0.7642(3) 0.54065(15) 0.0281(4) Uani 1 1 d . . . . .
C13 C 0.5821(2) 0.8050(3) 0.59064(15) 0.0256(4) Uani 1 1 d . . . . .
C17 C 0.1390(3) 0.8710(3) 1.24312(17) 0.0360(5) Uani 1 1 d . . . . .
H17 H 0.084523 0.962689 1.270613 0.043 Uiso 1 1 calc R U . . .
C8 C 0.0120(3) 0.6911(3) 0.87848(16) 0.0298(5) Uani 1 1 d . . . . .
H8 H -0.103808 0.670240 0.916179 0.036 Uiso 1 1 calc R U . . .
C7 C 0.0652(3) 0.6927(3) 0.77104(16) 0.0294(5) Uani 1 1 d . . . . .
H7 H -0.013378 0.672436 0.734742 0.035 Uiso 1 1 calc R U . . .
C19 C 0.2112(3) 0.5812(3) 1.27027(16) 0.0321(5) Uani 1 1 d . . . . .
H19 H 0.204843 0.473739 1.316238 0.039 Uiso 1 1 calc R U . . .
C5 C 0.2916(3) 0.7189(3) 0.60294(16) 0.0296(5) Uani 1 1 d . . . . .
C18 C 0.1339(3) 0.7150(3) 1.31024(17) 0.0342(5) Uani 1 1 d . . . . .
H18 H 0.077141 0.699644 1.384008 0.041 Uiso 1 1 calc R U . . .
C14 C 0.7618(3) 0.8602(3) 0.53693(16) 0.0351(5) Uani 1 1 d . . . . .
H14A H 0.786154 0.939354 0.571455 0.053 Uiso 1 1 calc R U . . .
H14B H 0.768372 0.912007 0.460827 0.053 Uiso 1 1 calc R U . . .
H14C H 0.847201 0.764949 0.543705 0.053 Uiso 1 1 calc R U . . .
C3 C 0.6541(3) 0.7724(3) 0.35109(16) 0.0320(5) Uani 1 1 d . . . . .
H3A H 0.749157 0.695032 0.375007 0.038 Uiso 1 1 calc R U . . .
H3B H 0.690713 0.885236 0.330933 0.038 Uiso 1 1 calc R U . . .
C2 C 0.6167(3) 0.7337(3) 0.25640(16) 0.0365(5) Uani 1 1 d . . . . .
H2A H 0.519709 0.810181 0.234419 0.044 Uiso 1 1 calc R U . . .
H2B H 0.579671 0.620856 0.277776 0.044 Uiso 1 1 calc R U . . .
C1 C 0.7723(3) 0.7471(3) 0.16154(17) 0.0402(6) Uani 1 1 d . . . . .
H1A H 0.742428 0.717707 0.102736 0.060 Uiso 1 1 calc R U . . .
H1B H 0.869054 0.672264 0.182950 0.060 Uiso 1 1 calc R U . . .
H1C H 0.805903 0.860083 0.137659 0.060 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 0.0033 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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 Se1 C15 99.76(8) . . ?
C4 N1 H1 114.7 . . ?
C4 N1 C3 130.52(17) . . ?
C3 N1 H1 114.7 . . ?
C10 C11 C12 121.67(16) . . ?
C10 C11 C6 119.11(17) . . ?
C6 C11 C12 119.21(16) . . ?
C16 C15 Se1 119.43(16) . . ?
C20 C15 Se1 120.33(16) . . ?
C20 C15 C16 119.74(19) . . ?
C11 C10 Se1 121.04(14) . . ?
C11 C10 C9 118.73(17) . . ?
C9 C10 Se1 120.22(14) . . ?
O2 C12 C11 118.58(17) . . ?
O2 C12 C13 120.15(17) . . ?
C13 C12 C11 121.27(17) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.9(2) . . ?
C17 C16 H16 120.1 . . ?
C15 C20 H20 120.1 . . ?
C15 C20 C19 119.9(2) . . ?
C19 C20 H20 120.1 . . ?
C10 C9 H9 119.5 . . ?
C8 C9 C10 121.07(18) . . ?
C8 C9 H9 119.5 . . ?
C11 C6 C5 119.58(17) . . ?
C7 C6 C11 121.25(17) . . ?
C7 C6 C5 119.15(17) . . ?
N1 C4 C13 129.60(19) . . ?
N1 C4 C5 110.30(17) . . ?
C13 C4 C5 120.10(17) . . ?
C12 C13 C14 114.48(17) . . ?
C4 C13 C12 120.05(17) . . ?
C4 C13 C14 125.47(17) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 H17 119.9 . . ?
C9 C8 H8 119.8 . . ?
C7 C8 C9 120.34(18) . . ?
C7 C8 H8 119.8 . . ?
C6 C7 H7 120.3 . . ?
C8 C7 C6 119.49(18) . . ?
C8 C7 H7 120.3 . . ?
C20 C19 H19 119.9 . . ?
C18 C19 C20 120.2(2) . . ?
C18 C19 H19 119.9 . . ?
O1 C5 C6 121.41(18) . . ?
O1 C5 C4 119.15(18) . . ?
C6 C5 C4 119.44(17) . . ?
C17 C18 C19 120.1(2) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C3 H3A 109.9 . . ?
N1 C3 H3B 109.9 . . ?
N1 C3 C2 108.75(17) . . ?
H3A C3 H3B 108.3 . . ?
C2 C3 H3A 109.9 . . ?
C2 C3 H3B 109.9 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C3 C2 C1 112.58(18) . . ?
H2A C2 H2B 107.8 . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 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
Se1 C15 1.9309(19) . ?
Se1 C10 1.9169(18) . ?
O2 C12 1.233(2) . ?
O1 C5 1.220(2) . ?
N1 H1 0.8800 . ?
N1 C4 1.349(2) . ?
N1 C3 1.459(3) . ?
C11 C10 1.401(3) . ?
C11 C12 1.488(3) . ?
C11 C6 1.404(2) . ?
C15 C16 1.396(3) . ?
C15 C20 1.384(3) . ?
C10 C9 1.404(3) . ?
C12 C13 1.455(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(3) . ?
C20 H20 0.9500 . ?
C20 C19 1.390(3) . ?
C9 H9 0.9500 . ?
C9 C8 1.382(3) . ?
C6 C7 1.384(3) . ?
C6 C5 1.473(3) . ?
C4 C13 1.369(3) . ?
C4 C5 1.516(3) . ?
C13 C14 1.512(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.379(3) . ?
C7 H7 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.381(3) . ?
C18 H18 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.501(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.517(3) . ?
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
Se1 C15 C16 C17 -170.41(15) . . . . ?
Se1 C15 C20 C19 171.17(14) . . . . ?
Se1 C10 C9 C8 178.74(16) . . . . ?
O2 C12 C13 C4 176.06(19) . . . . ?
O2 C12 C13 C14 -3.7(3) . . . . ?
N1 C4 C13 C12 -177.3(2) . . . . ?
N1 C4 C13 C14 2.5(4) . . . . ?
N1 C4 C5 O1 2.7(3) . . . . ?
N1 C4 C5 C6 -177.66(19) . . . . ?
N1 C3 C2 C1 179.5(2) . . . . ?
C11 C10 C9 C8 0.0(3) . . . . ?
C11 C12 C13 C4 -4.7(3) . . . . ?
C11 C12 C13 C14 175.49(18) . . . . ?
C11 C6 C7 C8 -0.7(3) . . . . ?
C11 C6 C5 O1 173.8(2) . . . . ?
C11 C6 C5 C4 -5.8(3) . . . . ?
C15 C16 C17 C18 -0.8(3) . . . . ?
C15 C20 C19 C18 -0.8(3) . . . . ?
C10 C11 C12 O2 1.3(3) . . . . ?
C10 C11 C12 C13 -177.97(19) . . . . ?
C10 C11 C6 C7 1.4(3) . . . . ?
C10 C11 C6 C5 -176.82(19) . . . . ?
C10 C9 C8 C7 0.7(3) . . . . ?
C12 C11 C10 Se1 -1.1(3) . . . . ?
C12 C11 C10 C9 177.63(18) . . . . ?
C12 C11 C6 C7 -177.31(19) . . . . ?
C12 C11 C6 C5 4.5(3) . . . . ?
C16 C15 C20 C19 -0.8(3) . . . . ?
C16 C17 C18 C19 -0.8(3) . . . . ?
C20 C15 C16 C17 1.6(3) . . . . ?
C20 C19 C18 C17 1.6(3) . . . . ?
C9 C8 C7 C6 -0.4(3) . . . . ?
C6 C11 C10 Se1 -179.74(14) . . . . ?
C6 C11 C10 C9 -1.0(3) . . . . ?
C6 C11 C12 O2 179.89(19) . . . . ?
C6 C11 C12 C13 0.7(3) . . . . ?
C4 N1 C3 C2 172.4(2) . . . . ?
C13 C4 C5 O1 -177.8(2) . . . . ?
C13 C4 C5 C6 1.8(3) . . . . ?
C7 C6 C5 O1 -4.4(3) . . . . ?
C7 C6 C5 C4 175.95(19) . . . . ?
C5 C6 C7 C8 177.5(2) . . . . ?
C5 C4 C13 C12 3.3(3) . . . . ?
C5 C4 C13 C14 -176.9(2) . . . . ?
C3 N1 C4 C13 8.4(4) . . . . ?
C3 N1 C4 C5 -172.1(2) . . . . ?
