#------------------------------------------------------------------------------
#$Date: 2022-06-17 00:56:34 +0300 (Fri, 17 Jun 2022) $
#$Revision: 276070 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/02/7130234.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_7130234
loop_
_publ_author_name
'Van Hoof, Max'
'Bynens, Lize'
'Daelemans, Brent'
'Rodriguez Gonzalez, Miriam Candelaria'
'Van Meervelt, Luc'
'De Feyter, Steven'
'Dehaen, Wim'
_publ_section_title
;
 Octahydropyrimido[4,5-g]quinazoline-5,10-diones: Their multicomponent
 synthesis, self-assembly on graphite and electrochemistry
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC02070J
_journal_year                    2022
_chemical_formula_moiety         'C34 H44 N4 O2'
_chemical_formula_sum            'C34 H44 N4 O2'
_chemical_formula_weight         540.73
_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             2021-12-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-03-30 deposited with the CCDC.	2022-06-16 downloaded from the CCDC.
;
_cell_angle_alpha                94.653(4)
_cell_angle_beta                 93.966(4)
_cell_angle_gamma                105.856(4)
_cell_formula_units_Z            1
_cell_length_a                   5.8021(2)
_cell_length_b                   9.3374(5)
_cell_length_c                   14.8870(7)
_cell_measurement_reflns_used    3716
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.4540
_cell_measurement_theta_min      3.3770
_cell_volume                     769.77(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9631
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00  55.00   1.00   30.00    --  -17.00  38.00  30.00   97
  2  ω    -20.00  25.00   1.00   30.00    --  -17.00 -99.00 150.00   45
  3  ω    -89.00   9.00   1.00   30.00    --  -17.00 -38.00-150.00   98
  4  ω    -20.00  25.00   1.00   30.00    --  -17.00 -99.00 -30.00   45
  5  ω    -38.00  52.00   1.00   30.00    --  -17.00  57.00 150.00   90
  6  ω    -87.00  13.00   1.00   30.00    --  -17.00 -77.00  90.00  100
  7  ω    -86.00   4.00   1.00   30.00    --  -17.00 -57.00   0.00   90
  8  ω    -89.00   9.00   1.00   30.00    --  -17.00 -38.00  90.00   98
  9  ω    -70.00   4.00   1.00   30.00    --  -17.00 118.00-154.00   74
 10  ω     -4.00  72.00   1.00   30.00    --   18.87-118.00 119.00   76
 11  ω     35.00  95.00   1.00   30.00    --   18.87 178.00   0.00   60
 12  ω     -3.00  88.00   1.00   30.00    --   18.87  57.00  30.00   91
 13  ω    -20.00  61.00   1.00   30.00    --   18.87 -99.00-120.00   81
;
_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      -0.0164714000
_diffrn_orient_matrix_UB_12      0.0160208000
_diffrn_orient_matrix_UB_13      -0.0453761000
_diffrn_orient_matrix_UB_21      0.0405250000
_diffrn_orient_matrix_UB_22      0.0777664000
_diffrn_orient_matrix_UB_23      0.0144279000
_diffrn_orient_matrix_UB_31      0.1199368000
_diffrn_orient_matrix_UB_32      -0.0003751000
_diffrn_orient_matrix_UB_33      -0.0062377000
_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  0.0325
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15763
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.539
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_description       needle
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3143
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.1022
_refine_ls_R_factor_gt           0.0642
_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)+(0.0794P)²+0.1853P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1721
_refine_ls_wR_factor_ref         0.1977
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1925
_reflns_number_total             3143
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc02070j2.cif
_cod_data_source_block           wdh1114
_cod_database_code               7130234
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'C34 H44 N4 O2'
_chemical_oxdiff_usercomment     WDH-MVH-CBCH
_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   0.993
_shelx_estimated_absorpt_t_min   0.978
_diffrn_oxdiff_ac4_digest_frames
;
01756e854d19d9ed70e8af146addf3dc1d000270ccc
;
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C11-C12A = C11-C12B
 1.5 with sigma of 0.01
3. Rigid bond restraints
 C11, C12A, C12B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C11 \\sim C12A \\sim C12B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
5. Others
 Sof(H11C)=Sof(H11D)=Sof(C12B)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(H11A)=Sof(H11B)=Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,
 H10B), C11(H11A,H11B), C11(H11C,H11D)
6.b Me refined with riding coordinates:
 C12A(H12A,H12B,H12C), C12B(H12D,H12E,H12F)
6.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
;
_olex2_submission_original_sample_id WDH-MVH-CBCH
_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 1.451
_oxdiff_exptl_absorpt_empirical_full_min 0.673
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
N1 N 0.7817(3) 0.3828(2) 0.38647(13) 0.0575(5) Uani 1 1 d . . . . .
C2 C 0.7536(4) 0.2199(3) 0.37773(19) 0.0687(7) Uani 1 1 d . . . . .
H2A H 0.790626 0.190310 0.317680 0.082 Uiso 1 1 calc R U . . .
H2B H 0.870215 0.199627 0.421119 0.082 Uiso 1 1 calc R U . . .
N3 N 0.5197(4) 0.1300(2) 0.39169(14) 0.0614(5) Uani 1 1 d . . . . .
C4 C 0.4534(5) 0.1777(2) 0.48012(16) 0.0636(7) Uani 1 1 d . . . . .
H4A H 0.556747 0.155489 0.527855 0.076 Uiso 1 1 calc R U . . .
H4B H 0.288443 0.123175 0.486913 0.076 Uiso 1 1 calc R U . . .
C5 C 0.4786(4) 0.3432(2) 0.48831(14) 0.0505(5) Uani 1 1 d . . . . .
C6 C 0.6422(4) 0.4364(2) 0.44109(14) 0.0495(5) Uani 1 1 d . . . . .
C7 C 1.0012(4) 0.4688(3) 0.35071(17) 0.0677(7) Uani 1 1 d . . . . .
H7A H 1.122125 0.415135 0.356207 0.081 Uiso 1 1 calc R U . . .
H7B H 1.062789 0.564286 0.387435 0.081 Uiso 1 1 calc R U . . .
C8 C 0.9642(4) 0.4970(3) 0.25337(17) 0.0715(7) Uani 1 1 d . . . . .
H8A H 0.840115 0.548175 0.246910 0.086 Uiso 1 1 calc R U . . .
H8B H 0.909797 0.402114 0.215750 0.086 Uiso 1 1 calc R U . . .
C9 C 1.1945(5) 0.5911(4) 0.2215(2) 0.0901(9) Uani 1 1 d . . . . .
H9A H 1.250020 0.684853 0.260230 0.108 Uiso 1 1 calc R U . . .
H9B H 1.317256 0.538916 0.227452 0.108 Uiso 1 1 calc R U . . .
C10 C 1.1643(7) 0.6245(5) 0.1243(2) 0.1206(14) Uani 1 1 d . . . . .
H10A H 1.130697 0.531383 0.085304 0.145 Uiso 1 1 calc R U . . .
H10B H 1.025079 0.662405 0.116669 0.145 Uiso 1 1 calc R U . . .
C11 C 1.3712(8) 0.7323(6) 0.0938(3) 0.1554(19) Uani 1 1 d D U . . .
H11A H 1.407387 0.824565 0.133739 0.186 Uiso 0.798(11) 1 calc R U P A 1
H11B H 1.509449 0.693178 0.099968 0.186 Uiso 0.798(11) 1 calc R U P A 1
H11C H 1.481165 0.789801 0.144244 0.186 Uiso 0.202(11) 1 calc R U P A 2
H11D H 1.321668 0.799783 0.055394 0.186 Uiso 0.202(11) 1 calc R U P A 2
C12A C 1.3400(12) 0.7674(9) 0.0006(3) 0.184(5) Uani 0.798(11) 1 d D U P A 1
H12A H 1.483827 0.838465 -0.013179 0.276 Uiso 0.798(11) 1 calc R U P A 1
H12B H 1.309081 0.677619 -0.039988 0.276 Uiso 0.798(11) 1 calc R U P A 1
H12C H 1.206790 0.809301 -0.006141 0.276 Uiso 0.798(11) 1 calc R U P A 1
C12B C 1.478(5) 0.626(4) 0.042(3) 0.253(18) Uani 0.202(11) 1 d D U P A 2
H12D H 1.619694 0.681289 0.016594 0.379 Uiso 0.202(11) 1 calc R U P A 2
H12E H 1.520523 0.559037 0.081282 0.379 Uiso 0.202(11) 1 calc R U P A 2
H12F H 1.362778 0.568910 -0.006593 0.379 Uiso 0.202(11) 1 calc R U P A 2
C13 C 0.3360(4) 0.0982(2) 0.31910(16) 0.0586(6) Uani 1 1 d . . . . .
C14 C 0.1264(5) -0.0157(3) 0.32500(18) 0.0672(7) Uani 1 1 d . . . . .
H14 H 0.109866 -0.066467 0.376449 0.081 Uiso 1 1 calc R U . . .
C15 C -0.0550(5) -0.0540(3) 0.2565(2) 0.0777(8) Uani 1 1 d . . . . .
H15 H -0.194102 -0.129707 0.262014 0.093 Uiso 1 1 calc R U . . .
C16 C -0.0341(6) 0.0184(4) 0.1795(2) 0.0897(9) Uani 1 1 d . . . . .
H16 H -0.157491 -0.008313 0.132688 0.108 Uiso 1 1 calc R U . . .
C17 C 0.1728(6) 0.1313(4) 0.1725(2) 0.0922(10) Uani 1 1 d . . . . .
H17 H 0.188739 0.180728 0.120480 0.111 Uiso 1 1 calc R U . . .
C18 C 0.3552(5) 0.1713(3) 0.24149(18) 0.0751(8) Uani 1 1 d . . . . .
H18 H 0.492912 0.248151 0.236036 0.090 Uiso 1 1 calc R U . . .
C19 C 0.3408(4) 0.3986(2) 0.55024(15) 0.0537(6) Uani 1 1 d . . . . .
O20 O 0.2128(4) 0.3142(2) 0.59805(13) 0.0861(6) 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 0.0033 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'
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
H12Aa C12Aa H12B 109.5 . . ?
H12Aa C12Aa H12C 109.5 . . ?
C6 N1 C2 118.24(19) . . ?
H12Ba C12Aa H12C 109.5 . . ?
H12Db C12Bb H12E 109.5 . . ?
H12Eb C12Bb H12F 109.5 . . ?
C6 N1 C7 127.0(2) . . ?
C7 N1 C2 112.97(19) . . ?
N1 C2 H2A 108.6 . . ?
N1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
N3 C2 N1 114.57(19) . . ?
N3 C2 H2A 108.6 . . ?
N3 C2 H2B 108.6 . . ?
H12Db C12Bb H12F 109.5 . . ?
C12Aa C11 C10 115.4(4) . . ?
C12Aa C11 H11A 108.4 . . ?
C12Aa C11 H11B 108.4 . . ?
H11Aa C11 H11B 107.5 . . ?
C12Bb C11 H11C 111.9 . . ?
H11Cb C11 H11D 109.6 . . ?
C12Bb C11 H11D 111.9 . . ?
C2 N3 C4 109.9(2) . . ?
C13 N3 C2 118.4(2) . . ?
C13 N3 C4 115.90(19) . . ?
N3 C4 H4A 109.6 . . ?
N3 C4 H4B 109.6 . . ?
N3 C4 C5 110.08(18) . . ?
H4A C4 H4B 108.2 . . ?
C5 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 C19 122.1(2) . . ?
C19 C5 C4 117.61(19) . . ?
N1 C6 C5 121.3(2) . . ?
N1 C6 C19 120.1(2) . 2_666 ?
C5 C6 C19 118.6(2) . 2_666 ?
N1 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
N1 C7 C8 113.8(2) . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
C7 C8 C9 111.3(2) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C8 C9 H9A 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 C8 113.1(3) . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C9 C10 H10A 108.4 . . ?
C9 C10 H10B 108.4 . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 C9 115.4(3) . . ?
C11 C10 H10A 108.4 . . ?
C11 C10 H10B 108.4 . . ?
C10 C11 H11A 108.4 . . ?
C10 C11 H11B 108.4 . . ?
C10 C11 H11C 111.9 . . ?
C10 C11 H11D 111.9 . . ?
C10 C11 C12B 99.5(16) . . ?
C14 C13 N3 118.2(2) . . ?
C18 C13 N3 123.7(2) . . ?
C18 C13 C14 118.0(2) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.1(2) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.6(3) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.5 . . ?
C15 C16 C17 119.1(3) . . ?
C17 C16 H16 120.5 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.7(3) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 H18 119.7 . . ?
C17 C18 C13 120.6(3) . . ?
C17 C18 H18 119.7 . . ?
C5 C19 C6 119.07(19) . 2_666 ?
O20 C19 C5 120.6(2) . . ?
O20 C19 C6 120.3(2) . 2_666 ?
C11 C12Aa H12A 109.5 . . ?
C11 C12Aa H12B 109.5 . . ?
C11 C12Aa H12C 109.5 . . ?
C11 C12Bb H12D 109.5 . . ?
C11 C12Bb H12E 109.5 . . ?
C11 C12Bb H12F 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
N1 C2 1.478(3) . ?
N1 C6 1.346(3) . ?
N1 C7 1.468(3) . ?
C12Aa H12A 0.9600 . ?
C12Aa H12B 0.9600 . ?
C12Aa H12C 0.9600 . ?
C12Bb H12D 0.9600 . ?
C12Bb H12E 0.9600 . ?
C12Bb H12F 0.9600 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 N3 1.426(3) . ?
N3 C4 1.466(3) . ?
N3 C13 1.417(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.506(3) . ?
C5 C6 1.376(3) . ?
C5 C19 1.417(3) . ?
C6 C19 1.511(3) 2_666 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.505(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.516(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.513(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.466(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C11 H11D 0.9700 . ?
C11 C12A 1.461(6) . ?
C11 C12B 1.503(10) . ?
C13 C14 1.393(3) . ?
C13 C18 1.385(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.365(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.381(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(4) . ?
C18 H18 0.9300 . ?
C19 C6 1.511(3) 2_666 ?
C19 O20 1.234(3) . ?
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
N1 C2 N3 C4 -55.4(3) . . . . ?
N1 C2 N3 C13 81.0(3) . . . . ?
N1 C7 C8 C9 177.8(2) . . . . ?
C2 N1 C6 C5 0.5(3) . . . . ?
C2 N1 C6 C19 -178.05(18) . . . 2_666 ?
C2 N1 C7 C8 93.0(3) . . . . ?
C2 N3 C4 C5 53.7(2) . . . . ?
C2 N3 C13 C14 165.5(2) . . . . ?
C2 N3 C13 C18 -12.8(3) . . . . ?
N3 C4 C5 C6 -27.9(3) . . . . ?
N3 C4 C5 C19 156.3(2) . . . . ?
N3 C13 C14 C15 -178.6(2) . . . . ?
N3 C13 C18 C17 177.9(3) . . . . ?
C4 N3 C13 C14 -60.7(3) . . . . ?
C4 N3 C13 C18 121.0(3) . . . . ?
C4 C5 C6 N1 0.4(3) . . . . ?
C4 C5 C6 C19 178.94(19) . . . 2_666 ?
C4 C5 C19 C6 -178.81(18) . . . 2_666 ?
C4 C5 C19 O20 2.8(3) . . . . ?
C6 N1 C2 N3 27.9(3) . . . . ?
C6 N1 C7 C8 -102.5(3) . . . . ?
C6 C5 C19 C6 5.4(3) . . . 2_666 ?
C6 C5 C19 O20 -173.0(2) . . . . ?
C7 N1 C2 N3 -166.1(2) . . . . ?
C7 N1 C6 C5 -163.3(2) . . . . ?
C7 N1 C6 C19 18.2(3) . . . 2_666 ?
C7 C8 C9 C10 -179.0(3) . . . . ?
C8 C9 C10 C11 171.7(4) . . . . ?
C9 C10 C11 C12Aa -178.6(6) . . . . ?
C9 C10 C11 C12Bb 101(2) . . . . ?
C13 N3 C4 C5 -83.8(2) . . . . ?
C13 C14 C15 C16 0.6(4) . . . . ?
C14 C13 C18 C17 -0.4(4) . . . . ?
C14 C15 C16 C17 -0.4(5) . . . . ?
C15 C16 C17 C18 -0.2(5) . . . . ?
C16 C17 C18 C13 0.6(5) . . . . ?
C18 C13 C14 C15 -0.2(4) . . . . ?
C19 C5 C6 N1 176.08(19) . . . . ?
C19 C5 C6 C19 -5.4(3) . . . 2_666 ?
