#------------------------------------------------------------------------------
#$Date: 2024-05-05 03:54:17 +0300 (Sun, 05 May 2024) $
#$Revision: 291519 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/29/7132901.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_7132901
loop_
_publ_author_name
'Sadaphal, Vikas Ashokrao'
'Wu, Tien-Lin'
'Liu, Rai-Shung'
_publ_section_title
;
 Synthesis of two nitrogen-containing polyaromatic compounds through gold
 catalysis/DBU-promoted cyclizations.
;
_journal_issue                   32
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4294
_journal_page_last               4297
_journal_paper_doi               10.1039/d4cc00113c
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C24 H14 N2 O'
_chemical_formula_sum            'C24 H14 N2 O'
_chemical_formula_weight         346.37
_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             2023-08-04
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-08-10 deposited with the CCDC.	2024-03-20 downloaded from the CCDC.
;
_cell_angle_alpha                106.1712(14)
_cell_angle_beta                 91.1629(11)
_cell_angle_gamma                109.9674(13)
_cell_formula_units_Z            2
_cell_length_a                   7.67160(10)
_cell_length_b                   9.16801(15)
_cell_length_c                   12.73071(19)
_cell_measurement_reflns_used    5872
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.5450
_cell_measurement_theta_min      5.3630
_cell_volume                     801.64(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00 -30.00   0.50    0.05    --  -75.32 111.00  90.00   84
  2  ω    -52.00 -26.00   0.50    0.05    --  -72.13 125.00  60.00   52
  3  ω    -97.00 -34.00   0.50    0.05    --  -79.90 114.00  22.16  126
  4  ω    -62.00 -29.00   0.50    0.05    --  -72.13 125.00   0.00   66
  5  ω    -93.00 -35.00   0.50    0.05    --  -79.90 104.00-178.33  116
  6  ω   -126.00 -42.00   0.50    0.05    --  -75.32 -15.00-150.00  168
  7  ω    -87.00 -36.00   0.50    0.05    --  -59.44 -15.00-120.00  102
  8  ω   -124.00 -40.00   0.50    0.05    --  -75.32 -15.00 120.00  168
  9  ω    -86.00 -37.00   0.50    0.05    --  -59.44 -15.00 120.00   98
 10  ω     23.00  58.00   0.50    0.05    --   56.25-125.00  60.00   70
 11  ω     39.00  64.00   0.50    0.05    --   83.87-111.00  30.00   50
 12  ω     27.00  52.00   0.50    0.05    --   69.31 -95.00 -30.00   50
 13  ω     37.00  82.00   0.50    0.05    --   75.94 -95.00 -30.00   90
 14  ω     34.00  72.00   0.50    0.05    --   75.94 -95.00 -60.00   76
 15  ω     41.00  81.00   0.50    0.05    --   75.94 -95.00-120.00   80
 16  ω     66.00  91.00   0.50    0.05    --   83.87 -95.00-120.00   50
 17  ω     30.00  63.00   0.50    0.05    --   69.31 -95.00-180.00   66
 18  ω     31.00  57.00   0.50    0.05    --   75.94-111.00-150.00   52
 19  ω     14.00  42.00   0.50    0.05    --   56.25 -95.00 -90.00   56
 20  ω     41.00  92.00   0.50    0.05    --   83.87 -95.00 -90.00  102
 21  ω     62.00  92.00   0.50    0.05    --   83.87 -95.00 -30.00   60
 22  ω     41.00  67.00   0.50    0.05    --   83.87 -95.00  30.00   52
 23  ω     48.00  90.00   0.50    0.05    --   83.87 -95.00  90.00   84
 24  ω     54.00  91.00   0.50    0.05    --   83.87 -95.00 120.00   74
 25  ω     54.00  90.00   0.50    0.05    --   83.87 -95.00 150.00   72
 26  ω     49.00 133.00   0.50    0.05    --   83.87  15.00 150.00  168
 27  ω     48.00 132.00   0.50    0.05    --   83.87  15.00  60.00  168
 28  ω     75.00 116.00   0.50    0.05    --   83.87  15.00 -60.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0361295000
_diffrn_orient_matrix_UB_12      -0.1838452000
_diffrn_orient_matrix_UB_13      -0.0387809000
_diffrn_orient_matrix_UB_21      0.0767700000
_diffrn_orient_matrix_UB_22      0.0155732000
_diffrn_orient_matrix_UB_23      -0.1088476000
_diffrn_orient_matrix_UB_31      0.1980123000
_diffrn_orient_matrix_UB_32      0.0342211000
_diffrn_orient_matrix_UB_33      0.0527934000
_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  0.0125
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8120
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.754
_diffrn_reflns_theta_min         5.388
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.703
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_description       plate
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.0055(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3101
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0358
_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)+(0.0487P)²+0.2909P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0959
_refine_ls_wR_factor_ref         0.0973
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2922
_reflns_number_total             3101
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc00113c2.cif
_cod_data_source_block           230766lt_auto
_cod_depositor_comments
'Adding full bibliography for 7132900--7132907.cif.'
_cod_database_code               7132901
_shelx_shelxl_version_number     2018/3
_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   0.959
_shelx_estimated_absorpt_t_min   0.861
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C8(H8), C9(H9), C10(H10), C15(H15), C16(H16), C17(H17),
 C18(H18), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
;
_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 1.220
_oxdiff_exptl_absorpt_empirical_full_min 0.793
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
C1 C 0.39270(15) 1.14813(14) 0.48066(9) 0.0184(2) Uani 1 1 d . . . . .
C2 C 0.35442(15) 1.00838(14) 0.38624(9) 0.0193(2) Uani 1 1 d . . . . .
C3 C 0.22772(16) 0.85083(14) 0.38431(10) 0.0206(3) Uani 1 1 d . . . . .
H3 H 0.207622 0.759453 0.321227 0.025 Uiso 1 1 calc R U . . .
C4 C 0.13613(15) 0.83211(14) 0.47292(10) 0.0193(2) Uani 1 1 d . . . . .
C6 C -0.06353(16) 0.67993(14) 0.57060(10) 0.0223(3) Uani 1 1 d . . . . .
H6 H -0.146584 0.577365 0.573484 0.027 Uiso 1 1 calc R U . . .
C7 C -0.02844(16) 0.81986(14) 0.66714(10) 0.0206(3) Uani 1 1 d . . . . .
C8 C -0.09907(16) 0.83002(14) 0.76768(10) 0.0224(3) Uani 1 1 d . . . . .
H8 H -0.187151 0.736625 0.780401 0.027 Uiso 1 1 calc R U . . .
C9 C -0.03695(17) 0.98176(15) 0.84993(10) 0.0239(3) Uani 1 1 d . . . . .
H9 H -0.086459 0.988279 0.918170 0.029 Uiso 1 1 calc R U . . .
C10 C 0.09345(16) 1.12374(14) 0.83725(10) 0.0218(3) Uani 1 1 d . . . . .
H10 H 0.132799 1.222843 0.896121 0.026 Uiso 1 1 calc R U . . .
C11 C 0.16595(15) 1.11762(14) 0.73539(10) 0.0195(2) Uani 1 1 d . . . . .
C12 C 0.09689(15) 0.96443(14) 0.65713(9) 0.0190(2) Uani 1 1 d . . . . .
C14 C 0.30416(15) 1.12647(13) 0.57695(9) 0.0182(2) Uani 1 1 d . . . . .
C15 C 0.44532(16) 1.02763(15) 0.29282(10) 0.0217(3) Uani 1 1 d . . . . .
H15 H 0.423032 0.935119 0.230230 0.026 Uiso 1 1 calc R U . . .
C16 C 0.56489(17) 1.17677(15) 0.29052(10) 0.0234(3) Uani 1 1 d . . . . .
H16 H 0.625045 1.186916 0.227036 0.028 Uiso 1 1 calc R U . . .
C17 C 0.59817(16) 1.31456(15) 0.38236(10) 0.0227(3) Uani 1 1 d . . . . .
H17 H 0.679352 1.418246 0.380281 0.027 Uiso 1 1 calc R U . . .
C18 C 0.51394(16) 1.30043(14) 0.47542(10) 0.0208(3) Uani 1 1 d . . . . .
H18 H 0.537891 1.394674 0.536943 0.025 Uiso 1 1 calc R U . . .
C19 C 0.30212(15) 1.22234(14) 0.68512(9) 0.0191(2) Uani 1 1 d . . . . .
C20 C 0.43400(16) 1.38767(13) 0.74395(9) 0.0188(2) Uani 1 1 d . . . . .
C22 C 0.36742(16) 1.49674(14) 0.83041(9) 0.0208(3) Uani 1 1 d . . . . .
C23 C 0.18327(17) 1.49010(14) 0.82060(10) 0.0243(3) Uani 1 1 d . . . . .
H23 H 0.095779 1.410686 0.760403 0.029 Uiso 1 1 calc R U . . .
C24 C 0.12750(18) 1.59934(16) 0.89867(11) 0.0293(3) Uani 1 1 d . . . . .
H24 H 0.002071 1.594795 0.891742 0.035 Uiso 1 1 calc R U . . .
C25 C 0.2550(2) 1.71502(17) 0.98672(11) 0.0335(3) Uani 1 1 d . . . . .
H25 H 0.216179 1.788671 1.040614 0.040 Uiso 1 1 calc R U . . .
C26 C 0.43898(19) 1.72360(17) 0.99640(11) 0.0315(3) Uani 1 1 d . . . . .
H26 H 0.526162 1.803531 1.056548 0.038 Uiso 1 1 calc R U . . .
C27 C 0.49555(17) 1.61551(15) 0.91829(10) 0.0243(3) Uani 1 1 d . . . . .
H27 H 0.621875 1.622269 0.924573 0.029 Uiso 1 1 calc R U . . .
N5 N 0.01136(14) 0.68545(12) 0.48000(8) 0.0224(2) Uani 1 1 d . . . . .
N13 N 0.17695(13) 0.97068(11) 0.56318(8) 0.0181(2) Uani 1 1 d . . . . .
O21 O 0.59825(11) 1.43798(10) 0.72586(7) 0.0254(2) Uani 1 1 d . . . . .
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'
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
C2 C1 C14 118.22(10) . . ?
C18 C1 C2 118.75(10) . . ?
C18 C1 C14 123.03(10) . . ?
C1 C2 C3 121.81(11) . . ?
C15 C2 C1 118.56(11) . . ?
C15 C2 C3 119.63(10) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 119.97(11) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 N5 124.74(11) . . ?
C3 C4 N13 116.56(10) . . ?
N5 C4 N13 118.67(10) . . ?
C7 C6 H6 117.8 . . ?
N5 C6 H6 117.8 . . ?
N5 C6 C7 124.37(11) . . ?
C8 C7 C6 129.86(11) . . ?
C12 C7 C6 114.30(11) . . ?
C12 C7 C8 115.83(11) . . ?
C7 C8 H8 120.8 . . ?
C7 C8 C9 118.40(11) . . ?
C9 C8 H8 120.8 . . ?
C8 C9 H9 118.1 . . ?
C10 C9 C8 123.86(11) . . ?
C10 C9 H9 118.1 . . ?
C9 C10 H10 120.5 . . ?
C9 C10 C11 119.02(11) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 C19 139.65(11) . . ?
C12 C11 C10 114.19(10) . . ?
C12 C11 C19 106.07(10) . . ?
C7 C12 C11 128.67(11) . . ?
N13 C12 C7 121.61(11) . . ?
N13 C12 C11 109.68(10) . . ?
C19 C14 C1 138.19(11) . . ?
N13 C14 C1 114.62(10) . . ?
N13 C14 C19 107.12(10) . . ?
C2 C15 H15 119.3 . . ?
C16 C15 C2 121.48(11) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.77(11) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.47(11) . . ?
C18 C17 H17 119.8 . . ?
C1 C18 H18 119.5 . . ?
C17 C18 C1 120.93(11) . . ?
C17 C18 H18 119.5 . . ?
C11 C19 C20 125.02(10) . . ?
C14 C19 C11 107.06(10) . . ?
C14 C19 C20 127.13(10) . . ?
C19 C20 C22 118.61(10) . . ?
O21 C20 C19 122.42(10) . . ?
O21 C20 C22 118.95(10) . . ?
C23 C22 C20 121.19(11) . . ?
C23 C22 C27 119.46(11) . . ?
C27 C22 C20 119.18(11) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.14(12) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 C23 119.98(12) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.23(12) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 119.98(12) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 H27 119.9 . . ?
C26 C27 C22 120.19(12) . . ?
C26 C27 H27 119.9 . . ?
C6 N5 C4 119.75(10) . . ?
C12 N13 C4 121.29(10) . . ?
C12 N13 C14 110.04(9) . . ?
C14 N13 C4 128.57(10) . . ?
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
C1 C2 1.4295(16) . ?
C1 C14 1.4426(15) . ?
C1 C18 1.4095(16) . ?
C2 C3 1.4325(16) . ?
C2 C15 1.4136(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3614(17) . ?
C4 N5 1.3871(15) . ?
C4 N13 1.3903(14) . ?
C6 H6 0.9500 . ?
C6 C7 1.4496(17) . ?
C6 N5 1.3049(16) . ?
C7 C8 1.3916(16) . ?
C7 C12 1.3879(16) . ?
C8 H8 0.9500 . ?
C8 C9 1.4051(17) . ?
C9 H9 0.9500 . ?
C9 C10 1.3984(17) . ?
C10 H10 0.9500 . ?
C10 C11 1.4156(16) . ?
C11 C12 1.3917(16) . ?
C11 C19 1.4516(16) . ?
C12 N13 1.3620(14) . ?
C14 C19 1.4161(15) . ?
C14 N13 1.3873(14) . ?
C15 H15 0.9500 . ?
C15 C16 1.3707(17) . ?
C16 H16 0.9500 . ?
C16 C17 1.4046(17) . ?
C17 H17 0.9500 . ?
C17 C18 1.3774(16) . ?
C18 H18 0.9500 . ?
C19 C20 1.4736(15) . ?
C20 C22 1.4936(15) . ?
C20 O21 1.2359(14) . ?
C22 C23 1.3946(17) . ?
C22 C27 1.3962(17) . ?
C23 H23 0.9500 . ?
C23 C24 1.3890(17) . ?
C24 H24 0.9500 . ?
C24 C25 1.387(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.388(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.3862(17) . ?
C27 H27 0.9500 . ?
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
C1 C2 C3 C4 1.80(17) . . . . ?
C1 C2 C15 C16 -1.38(17) . . . . ?
C1 C14 C19 C11 175.99(13) . . . . ?
C1 C14 C19 C20 -13.8(2) . . . . ?
C1 C14 N13 C4 5.71(17) . . . . ?
C1 C14 N13 C12 -177.96(9) . . . . ?
C2 C1 C14 C19 178.33(13) . . . . ?
C2 C1 C14 N13 -5.11(15) . . . . ?
C2 C1 C18 C17 -1.63(17) . . . . ?
C2 C3 C4 N5 -179.73(10) . . . . ?
C2 C3 C4 N13 -1.74(16) . . . . ?
C2 C15 C16 C17 -0.33(18) . . . . ?
C3 C2 C15 C16 178.78(10) . . . . ?
C3 C4 N5 C6 177.40(11) . . . . ?
C3 C4 N13 C12 -178.21(10) . . . . ?
C3 C4 N13 C14 -2.25(17) . . . . ?
C6 C7 C8 C9 177.96(11) . . . . ?
C6 C7 C12 C11 -177.03(11) . . . . ?
C6 C7 C12 N13 0.42(16) . . . . ?
C7 C6 N5 C4 1.20(17) . . . . ?
C7 C8 C9 C10 -0.58(18) . . . . ?
C7 C12 N13 C4 0.12(17) . . . . ?
C7 C12 N13 C14 -176.52(10) . . . . ?
C8 C7 C12 C11 2.13(18) . . . . ?
C8 C7 C12 N13 179.58(10) . . . . ?
C8 C9 C10 C11 1.37(18) . . . . ?
C9 C10 C11 C12 -0.45(16) . . . . ?
C9 C10 C11 C19 -176.40(13) . . . . ?
C10 C11 C12 C7 -1.35(18) . . . . ?
C10 C11 C12 N13 -179.04(9) . . . . ?
C10 C11 C19 C14 177.68(14) . . . . ?
C10 C11 C19 C20 7.3(2) . . . . ?
C11 C12 N13 C4 178.01(10) . . . . ?
C11 C12 N13 C14 1.37(13) . . . . ?
C11 C19 C20 C22 -39.14(16) . . . . ?
C11 C19 C20 O21 139.41(12) . . . . ?
C12 C7 C8 C9 -1.05(16) . . . . ?
C12 C11 C19 C14 1.52(12) . . . . ?
C12 C11 C19 C20 -168.90(11) . . . . ?
C14 C1 C2 C3 1.84(16) . . . . ?
C14 C1 C2 C15 -177.99(10) . . . . ?
C14 C1 C18 C17 178.70(10) . . . . ?
C14 C19 C20 C22 152.37(11) . . . . ?
C14 C19 C20 O21 -29.08(18) . . . . ?
C15 C2 C3 C4 -178.37(10) . . . . ?
C15 C16 C17 C18 1.09(18) . . . . ?
C16 C17 C18 C1 -0.08(18) . . . . ?
C18 C1 C2 C3 -177.84(10) . . . . ?
C18 C1 C2 C15 2.33(16) . . . . ?
C18 C1 C14 C19 -2.0(2) . . . . ?
C18 C1 C14 N13 174.56(10) . . . . ?
C19 C11 C12 C7 175.92(11) . . . . ?
C19 C11 C12 N13 -1.77(13) . . . . ?
C19 C14 N13 C4 -176.69(10) . . . . ?
C19 C14 N13 C12 -0.36(12) . . . . ?
C19 C20 C22 C23 -33.75(16) . . . . ?
C19 C20 C22 C27 151.07(11) . . . . ?
C20 C22 C23 C24 -176.13(11) . . . . ?
C20 C22 C27 C26 176.65(11) . . . . ?
C22 C23 C24 C25 -0.16(19) . . . . ?
C23 C22 C27 C26 1.39(18) . . . . ?
C23 C24 C25 C26 0.9(2) . . . . ?
C24 C25 C26 C27 -0.5(2) . . . . ?
C25 C26 C27 C22 -0.7(2) . . . . ?
C27 C22 C23 C24 -0.96(18) . . . . ?
N5 C4 N13 C12 -0.10(16) . . . . ?
N5 C4 N13 C14 175.87(10) . . . . ?
N5 C6 C7 C8 179.87(11) . . . . ?
N5 C6 C7 C12 -1.12(17) . . . . ?
N13 C4 N5 C6 -0.55(16) . . . . ?
N13 C14 C19 C11 -0.73(12) . . . . ?
N13 C14 C19 C20 169.43(10) . . . . ?
O21 C20 C22 C23 147.65(11) . . . . ?
O21 C20 C22 C27 -27.53(16) . . . . ?
