#------------------------------------------------------------------------------
#$Date: 2023-05-05 06:11:53 +0300 (Fri, 05 May 2023) $
#$Revision: 283439 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/92/7159266.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_7159266
loop_
_publ_author_name
'Filatova, Ekaterina A.'
'Ermolenko, Eugeny A.'
'Pozharskii, Alexander F.'
'Ozeryanskii, Valery A.'
'Demidov, Oleg P.'
'Chernyshev, Anatoly V.'
'Metelitsa, Anatoly V.'
'Gulevskaya, Anna V.'
_publ_section_title
;
 Synthesis, conformational stability and molecular structure of 4-aryl-
 and 4,5-diaryl-1,8-bis(dimethylamino)naphthalenes.
;
_journal_issue                   16
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3388
_journal_page_last               3401
_journal_paper_doi               10.1039/d3ob00286a
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C34 H30 N2'
_chemical_formula_sum            'C34 H30 N2'
_chemical_formula_weight         466.60
_chemical_melting_point          492.1(10)
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-15
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_audit_update_record
;
2023-02-22 deposited with the CCDC.	2023-03-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.6410(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.98210(10)
_cell_length_b                   14.71820(10)
_cell_length_c                   14.69600(10)
_cell_measurement_reflns_used    16750
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.8580
_cell_measurement_theta_min      3.0050
_cell_volume                     2552.31(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2529
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_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    -69.00  32.00   1.00    1.00    --  -41.19  57.00 150.00  101
  2  ω   -115.00 -17.00   1.00    1.00    --  -41.19 -38.00  30.00   98
  3  ω      5.00  31.00   1.00    1.00    --   41.19  87.00   8.52   26
  4  ω     10.00  36.00   1.00    1.00    --   41.19  72.00-100.66   26
  5  ω      8.00  42.00   1.00    1.00    --   41.19  79.00  37.62   34
  6  ω      7.00  33.00   1.00    1.00    --   41.19  84.00 -85.72   26
  7  ω      5.00  31.00   1.00    1.00    --   41.19  87.00-154.42   26
  8  ω      7.00  33.00   1.00    1.00    --   41.19  84.00 147.43   26
  9  ω     83.00 178.00   1.00    1.17    --  112.00  61.00 -30.00   95
 10  ω     36.00 145.00   1.00    1.17    --  112.00 -77.00 -90.00  109
 11  ω     84.00 178.00   1.00    1.17    --  112.00  30.00 -90.00   94
 12  ω     36.00 145.00   1.00    1.17    --  112.00 -77.00 120.00  109
 13  ω     86.00 178.00   1.00    1.17    --  112.00  45.00 -60.00   92
 14  ω     30.00 106.00   1.00    1.17    --  112.00 -95.00 -90.00   76
 15  ω    103.00 178.00   1.00    1.17    --  112.00  77.00-120.00   75
 16  ω     30.00 106.00   1.00    1.17    --  112.00 -95.00-120.00   76
 17  ω     39.00 138.00   1.00    1.17    --  112.00 -45.00-150.00   99
 18  ω    103.00 178.00   1.00    1.17    --  112.00  77.00  60.00   75
 19  ω     30.00  92.00   1.00    1.17    --  112.00 -95.00-150.00   62
 20  ω    126.00 159.00   1.00    1.17    --  112.00  15.00  30.00   33
 21  ω    100.00 125.00   1.00    1.17    --  112.00  62.00 -51.72   25
 22  ω     42.00  68.00   1.00    1.17    --  112.00 -95.00  60.00   26
 23  ω     82.00 121.00   1.00    1.17    --  112.00  15.00  30.00   39
 24  ω     53.00 106.00   1.00    1.17    --  112.00-111.00 -30.00   53
 25  ω     86.00 175.00   1.00    1.17    --  112.00  45.00  30.00   89
 26  ω     43.00 108.00   1.00    1.17    --  112.00-111.00-120.00   65
 27  ω     53.00  79.00   1.00    1.17    --  112.00-111.00  60.00   26
 28  ω    121.00 146.00   1.00    1.17    --  112.00 111.00 -60.00   25
 29  ω     43.00  83.00   1.00    1.17    --  112.00 -61.00 -60.00   40
 30  ω     80.00 128.00   1.00    1.17    --  112.00 -72.00-144.57   48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1215123000
_diffrn_orient_matrix_UB_12      -0.0370805000
_diffrn_orient_matrix_UB_13      -0.0542863000
_diffrn_orient_matrix_UB_21      -0.0477283000
_diffrn_orient_matrix_UB_22      0.0946408000
_diffrn_orient_matrix_UB_23      0.0055307000
_diffrn_orient_matrix_UB_31      0.0005337000
_diffrn_orient_matrix_UB_32      0.0250158000
_diffrn_orient_matrix_UB_33      -0.1016053000
_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  0.0220
_diffrn_reflns_av_unetI/netI     0.0139
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27743
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.202
_diffrn_reflns_theta_min         3.746
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.536
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.389
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_description       prism
_exptl_crystal_F_000             992
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Acetonitrile'
_exptl_crystal_size_max          0.475
_exptl_crystal_size_mid          0.197
_exptl_crystal_size_min          0.168
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.00179(16)
_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   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         5344
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0343
_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)+(0.0426P)²+0.7961P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0890
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4974
_reflns_number_total             5344
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob00286a2.cif
_cod_data_source_block           Structure-3c
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '218-220 deg.C' was changed
to '492.1(10)' -- it was converted from degrees Celsius (C) to
kelvins (K), the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7159260--7159267.cif.
;
_cod_database_code               7159266
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C34 H30 N2'
_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   0.915
_shelx_estimated_absorpt_t_min   0.785
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C24(H24), C8(H8), C33(H33), C17(H17), C26(H26), C3(H3), C2(H2),
 C22(H22), C28(H28), C27(H27), C20(H20), C32(H32), C18(H18), C23(H23), C19(H19),
  C30(H30), C31(H31)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C14(H14A,H14B,H14C), C13(H13A,H13B,H13C), C12(H12A,H12B,
 H12C)
;
_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 1.319
_oxdiff_exptl_absorpt_empirical_full_min 0.831
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
N2 N 0.67143(7) 0.16704(6) 0.37154(7) 0.02294(19) Uani 1 1 d . . . . .
N1 N 0.69185(7) 0.11556(6) 0.56019(6) 0.02174(18) Uani 1 1 d . . . . .
C5 C 0.43406(8) 0.25925(6) 0.42796(7) 0.01712(19) Uani 1 1 d . . . . .
C1 C 0.58769(8) 0.22634(6) 0.37435(7) 0.01872(19) Uani 1 1 d . . . . .
C6 C 0.36318(8) 0.22609(6) 0.47415(7) 0.01775(19) Uani 1 1 d . . . . .
C9 C 0.57915(8) 0.14606(6) 0.52509(7) 0.01794(19) Uani 1 1 d . . . . .
C34 C 0.21328(8) 0.30990(6) 0.51175(7) 0.01925(19) Uani 1 1 d . . . . .
C10 C 0.53536(8) 0.20970(6) 0.44257(7) 0.01682(19) Uani 1 1 d . . . . .
C15 C 0.32460(8) 0.41039(6) 0.36850(7) 0.0199(2) Uani 1 1 d . . . . .
C4 C 0.40706(8) 0.33977(7) 0.36716(7) 0.01963(19) Uani 1 1 d . . . . .
C7 C 0.40036(8) 0.15464(7) 0.53998(7) 0.0202(2) Uani 1 1 d . . . . .
H7 H 0.351287 0.129630 0.566606 0.024 Uiso 1 1 calc R U . . .
C16 C 0.22262(8) 0.42840(6) 0.28164(7) 0.0200(2) Uani 1 1 d . . . . .
C21 C 0.15070(8) 0.50032(7) 0.28503(8) 0.0215(2) Uani 1 1 d . . . . .
C25 C 0.24447(8) 0.25869(6) 0.44459(7) 0.01824(19) Uani 1 1 d . . . . .
C24 C 0.35202(8) 0.46392(7) 0.45200(8) 0.0221(2) Uani 1 1 d . . . . .
H24 H 0.420171 0.452069 0.509407 0.027 Uiso 1 1 calc R U . . .
C8 C 0.50919(8) 0.11765(7) 0.56890(7) 0.0202(2) Uani 1 1 d . . . . .
H8 H 0.535033 0.072298 0.619471 0.024 Uiso 1 1 calc R U . . .
C33 C 0.29271(9) 0.33534(7) 0.60905(8) 0.0227(2) Uani 1 1 d . . . . .
H33 H 0.369375 0.316364 0.631962 0.027 Uiso 1 1 calc R U . . .
C17 C 0.18864(9) 0.37596(7) 0.19260(8) 0.0226(2) Uani 1 1 d . . . . .
H17 H 0.235770 0.327906 0.189209 0.027 Uiso 1 1 calc R U . . .
C29 C 0.09868(8) 0.33906(7) 0.47923(8) 0.0227(2) Uani 1 1 d . . . . .
C26 C 0.16294(8) 0.23582(7) 0.35196(7) 0.0216(2) Uani 1 1 d . . . . .
H26 H 0.183387 0.199917 0.308335 0.026 Uiso 1 1 calc R U . . .
C3 C 0.46836(9) 0.35882(7) 0.31263(8) 0.0238(2) Uani 1 1 d . . . . .
H3 H 0.452510 0.413062 0.274152 0.029 Uiso 1 1 calc R U . . .
C2 C 0.55353(9) 0.30074(7) 0.31199(8) 0.0231(2) Uani 1 1 d . . . . .
H2 H 0.588318 0.312882 0.267790 0.028 Uiso 1 1 calc R U . . .
C22 C 0.18280(9) 0.55358(7) 0.37283(8) 0.0258(2) Uani 1 1 d . . . . .
H22 H 0.135359 0.601920 0.374961 0.031 Uiso 1 1 calc R U . . .
C28 C 0.01832(8) 0.31556(7) 0.38175(8) 0.0262(2) Uani 1 1 d . . . . .
H28 H -0.057866 0.335673 0.359298 0.031 Uiso 1 1 calc R U . . .
C27 C 0.04941(9) 0.26443(7) 0.32006(8) 0.0251(2) Uani 1 1 d . . . . .
H27 H -0.005393 0.248007 0.255474 0.030 Uiso 1 1 calc R U . . .
C20 C 0.04810(9) 0.51684(7) 0.19930(8) 0.0263(2) Uani 1 1 d . . . . .
H20 H -0.000273 0.564728 0.200713 0.032 Uiso 1 1 calc R U . . .
C32 C 0.26035(10) 0.38683(8) 0.67031(8) 0.0289(2) Uani 1 1 d . . . . .
H32 H 0.314618 0.403313 0.735103 0.035 Uiso 1 1 calc R U . . .
C18 C 0.08886(9) 0.39377(7) 0.11157(8) 0.0266(2) Uani 1 1 d . . . . .
H18 H 0.067341 0.357892 0.052756 0.032 Uiso 1 1 calc R U . . .
C23 C 0.28182(9) 0.53594(7) 0.45481(8) 0.0262(2) Uani 1 1 d . . . . .
H23 H 0.303060 0.572147 0.513355 0.031 Uiso 1 1 calc R U . . .
C11 C 0.63635(10) 0.07298(7) 0.34628(9) 0.0292(2) Uani 1 1 d . . . . .
H11A H 0.589441 0.054116 0.380685 0.044 Uiso 1 1 calc R U . . .
H11B H 0.703533 0.034001 0.367385 0.044 Uiso 1 1 calc R U . . .
H11C H 0.592471 0.067521 0.273763 0.044 Uiso 1 1 calc R U . . .
C19 C 0.01785(9) 0.46511(8) 0.11498(8) 0.0282(2) Uani 1 1 d . . . . .
H19 H -0.051118 0.477134 0.058479 0.034 Uiso 1 1 calc R U . . .
C14 C 0.72444(9) 0.04183(8) 0.63229(8) 0.0289(2) Uani 1 1 d . . . . .
H14A H 0.722950 0.063067 0.694928 0.043 Uiso 1 1 calc R U . . .
H14B H 0.801130 0.021418 0.645123 0.043 Uiso 1 1 calc R U . . .
H14C H 0.671255 -0.008807 0.605504 0.043 Uiso 1 1 calc R U . . .
C13 C 0.77766(8) 0.18734(8) 0.59083(8) 0.0273(2) Uani 1 1 d . . . . .
H13A H 0.750244 0.238673 0.544409 0.041 Uiso 1 1 calc R U . . .
H13B H 0.847852 0.163793 0.589955 0.041 Uiso 1 1 calc R U . . .
H13C H 0.792359 0.207630 0.658653 0.041 Uiso 1 1 calc R U . . .
C30 C 0.06799(10) 0.39200(8) 0.54474(9) 0.0294(2) Uani 1 1 d . . . . .
H30 H -0.008332 0.411304 0.523686 0.035 Uiso 1 1 calc R U . . .
C31 C 0.14659(11) 0.41557(8) 0.63759(9) 0.0324(3) Uani 1 1 d . . . . .
H31 H 0.124788 0.451408 0.680398 0.039 Uiso 1 1 calc R U . . .
C12 C 0.73640(11) 0.19838(8) 0.31750(11) 0.0387(3) Uani 1 1 d . . . . .
H12A H 0.687465 0.199952 0.245622 0.058 Uiso 1 1 calc R U . . .
H12B H 0.799858 0.156820 0.330008 0.058 Uiso 1 1 calc R U . . .
H12C H 0.765673 0.259497 0.340447 0.058 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 0.0181 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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 -9 0 0.1190
-4 -8 0 0.1115
8 1 -1 0.1112
8 -2 0 0.1140
0 4 -8 0.1547
-7 5 1 0.0324
7 -6 -5 0.1958
5 -7 0 0.1349
2 -9 1 0.1370
-3 -2 9 0.2280
1 -7 -6 0.1938
2 0 -9 0.2044
6 6 0 0.0697
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
C1 N2 C11 115.69(8) . . ?
C1 N2 C12 116.76(8) . . ?
C12 N2 C11 110.69(9) . . ?
C9 N1 C14 116.64(8) . . ?
C9 N1 C13 115.12(8) . . ?
C14 N1 C13 111.25(8) . . ?
C6 C5 C10 118.84(8) . . ?
C4 C5 C6 122.38(8) . . ?
C4 C5 C10 118.78(8) . . ?
N2 C1 C10 120.44(8) . . ?
C2 C1 N2 120.77(8) . . ?
C2 C1 C10 118.79(9) . . ?
C5 C6 C25 122.62(8) . . ?
C7 C6 C5 119.12(8) . . ?
C7 C6 C25 117.86(8) . . ?
N1 C9 C10 119.91(8) . . ?
C8 C9 N1 121.25(9) . . ?
C8 C9 C10 118.83(8) . . ?
C33 C34 C25 122.60(9) . . ?
C33 C34 C29 118.42(9) . . ?
C29 C34 C25 118.95(9) . . ?
C5 C10 C1 118.32(8) . . ?
C5 C10 C9 117.90(8) . . ?
C1 C10 C9 123.78(8) . . ?
C16 C15 C4 121.18(9) . . ?
C24 C15 C4 119.27(9) . . ?
C24 C15 C16 119.32(9) . . ?
C5 C4 C15 123.67(8) . . ?
C3 C4 C5 118.74(9) . . ?
C3 C4 C15 117.20(9) . . ?
C6 C7 H7 119.2 . . ?
C6 C7 C8 121.60(9) . . ?
C8 C7 H7 119.2 . . ?
C21 C16 C15 118.86(9) . . ?
C17 C16 C15 122.53(9) . . ?
C17 C16 C21 118.60(9) . . ?
C22 C21 C16 119.64(9) . . ?
C22 C21 C20 121.60(9) . . ?
C20 C21 C16 118.76(9) . . ?
C34 C25 C6 121.57(8) . . ?
C26 C25 C6 118.97(9) . . ?
C26 C25 C34 119.41(9) . . ?
C15 C24 H24 119.1 . . ?
C15 C24 C23 121.82(10) . . ?
C23 C24 H24 119.1 . . ?
C9 C8 C7 121.09(9) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C34 C33 H33 119.5 . . ?
C32 C33 C34 120.96(10) . . ?
C32 C33 H33 119.5 . . ?
C16 C17 H17 119.5 . . ?
C18 C17 C16 120.94(10) . . ?
C18 C17 H17 119.5 . . ?
C28 C29 C34 119.35(9) . . ?
C30 C29 C34 119.14(10) . . ?
C30 C29 C28 121.51(10) . . ?
C25 C26 H26 119.2 . . ?
C25 C26 C27 121.50(9) . . ?
C27 C26 H26 119.2 . . ?
C4 C3 H3 119.0 . . ?
C4 C3 C2 122.04(9) . . ?
C2 C3 H3 119.0 . . ?
C1 C2 C3 121.12(9) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.51(9) . . ?
C23 C22 H22 119.7 . . ?
C29 C28 H28 119.7 . . ?
C27 C28 C29 120.61(9) . . ?
C27 C28 H28 119.7 . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.12(10) . . ?
C28 C27 H27 119.9 . . ?
C21 C20 H20 119.4 . . ?
C19 C20 C21 121.18(10) . . ?
C19 C20 H20 119.4 . . ?
C33 C32 H32 119.8 . . ?
C33 C32 C31 120.34(10) . . ?
C31 C32 H32 119.8 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.39(10) . . ?
C19 C18 H18 119.8 . . ?
C24 C23 H23 120.1 . . ?
C22 C23 C24 119.83(10) . . ?
C22 C23 H23 120.1 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C20 C19 C18 120.14(10) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C29 C30 H30 119.5 . . ?
C31 C30 C29 120.91(10) . . ?
C31 C30 H30 119.5 . . ?
C32 C31 H31 119.9 . . ?
C30 C31 C32 120.23(10) . . ?
C30 C31 H31 119.9 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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
N2 C1 1.4082(12) . ?
N2 C11 1.4564(13) . ?
N2 C12 1.4537(13) . ?
N1 C9 1.4066(12) . ?
N1 C14 1.4511(13) . ?
N1 C13 1.4635(13) . ?
C5 C6 1.4375(12) . ?
C5 C10 1.4395(13) . ?
C5 C4 1.4368(13) . ?
C1 C10 1.4471(12) . ?
C1 C2 1.3773(14) . ?
C6 C7 1.3731(13) . ?
C6 C25 1.4952(13) . ?
C9 C10 1.4479(13) . ?
C9 C8 1.3791(13) . ?
C34 C25 1.4281(13) . ?
C34 C33 1.4208(14) . ?
C34 C29 1.4259(13) . ?
C15 C4 1.4981(13) . ?
C15 C16 1.4294(14) . ?
C15 C24 1.3745(14) . ?
C4 C3 1.3732(13) . ?
C7 H7 0.9500 . ?
C7 C8 1.4044(13) . ?
C16 C21 1.4260(13) . ?
C16 C17 1.4217(14) . ?
C21 C22 1.4159(15) . ?
C21 C20 1.4217(15) . ?
C25 C26 1.3731(14) . ?
C24 H24 0.9500 . ?
C24 C23 1.4096(14) . ?
C8 H8 0.9500 . ?
C33 H33 0.9500 . ?
C33 C32 1.3700(14) . ?
C17 H17 0.9500 . ?
C17 C18 1.3706(15) . ?
C29 C28 1.4192(15) . ?
C29 C30 1.4186(15) . ?
C26 H26 0.9500 . ?
C26 C27 1.4118(14) . ?
C3 H3 0.9500 . ?
C3 C2 1.4006(14) . ?
C2 H2 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.3711(16) . ?
C28 H28 0.9500 . ?
C28 C27 1.3625(16) . ?
C27 H27 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.3652(16) . ?
C32 H32 0.9500 . ?
C32 C31 1.4139(17) . ?
C18 H18 0.9500 . ?
C18 C19 1.4118(16) . ?
C23 H23 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C19 H19 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C30 H30 0.9500 . ?
C30 C31 1.3647(18) . ?
C31 H31 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 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
N2 C1 C10 C5 -166.45(8) . . . . ?
N2 C1 C10 C9 13.69(14) . . . . ?
N2 C1 C2 C3 178.45(10) . . . . ?
N1 C9 C10 C5 -162.08(8) . . . . ?
N1 C9 C10 C1 17.79(14) . . . . ?
N1 C9 C8 C7 173.95(9) . . . . ?
C5 C6 C7 C8 4.79(14) . . . . ?
C5 C6 C25 C34 -113.54(10) . . . . ?
C5 C6 C25 C26 68.89(12) . . . . ?
C5 C4 C3 C2 2.15(16) . . . . ?
C6 C5 C10 C1 162.02(8) . . . . ?
C6 C5 C10 C9 -18.11(13) . . . . ?
C6 C5 C4 C15 17.83(14) . . . . ?
C6 C5 C4 C3 -169.51(9) . . . . ?
C6 C7 C8 C9 -6.16(15) . . . . ?
C6 C25 C26 C27 179.83(9) . . . . ?
C34 C25 C26 C27 2.21(14) . . . . ?
C34 C33 C32 C31 0.12(16) . . . . ?
C34 C29 C28 C27 1.05(15) . . . . ?
C34 C29 C30 C31 0.40(16) . . . . ?
C10 C5 C6 C7 7.50(13) . . . . ?
C10 C5 C6 C25 -165.04(8) . . . . ?
C10 C5 C4 C15 -162.60(9) . . . . ?
C10 C5 C4 C3 10.06(14) . . . . ?
C10 C1 C2 C3 -1.13(15) . . . . ?
C10 C9 C8 C7 -4.98(14) . . . . ?
C15 C4 C3 C2 175.28(9) . . . . ?
C15 C16 C21 C22 1.55(13) . . . . ?
C15 C16 C21 C20 -178.65(9) . . . . ?
C15 C16 C17 C18 178.37(9) . . . . ?
C15 C24 C23 C22 0.43(15) . . . . ?
C4 C5 C6 C7 -172.93(9) . . . . ?
C4 C5 C6 C25 14.54(14) . . . . ?
C4 C5 C10 C1 -17.57(13) . . . . ?
C4 C5 C10 C9 162.31(8) . . . . ?
C4 C15 C16 C21 -175.99(8) . . . . ?
C4 C15 C16 C17 5.53(14) . . . . ?
C4 C15 C24 C23 175.12(9) . . . . ?
C4 C3 C2 C1 -6.80(16) . . . . ?
C7 C6 C25 C34 73.83(12) . . . . ?
C7 C6 C25 C26 -103.73(11) . . . . ?
C16 C15 C4 C5 -116.36(11) . . . . ?
C16 C15 C4 C3 70.87(12) . . . . ?
C16 C15 C24 C23 0.50(14) . . . . ?
C16 C21 C22 C23 -0.64(15) . . . . ?
C16 C21 C20 C19 0.21(15) . . . . ?
C16 C17 C18 C19 0.24(15) . . . . ?
C21 C16 C17 C18 -0.12(14) . . . . ?
C21 C22 C23 C24 -0.35(15) . . . . ?
C21 C20 C19 C18 -0.10(15) . . . . ?
C25 C6 C7 C8 177.68(9) . . . . ?
C25 C34 C33 C32 178.02(9) . . . . ?
C25 C34 C29 C28 0.82(14) . . . . ?
C25 C34 C29 C30 -178.34(9) . . . . ?
C25 C26 C27 C28 -0.34(15) . . . . ?
C24 C15 C4 C5 69.12(13) . . . . ?
C24 C15 C4 C3 -103.65(11) . . . . ?
C24 C15 C16 C21 -1.47(13) . . . . ?
C24 C15 C16 C17 -179.96(9) . . . . ?
C8 C9 C10 C5 16.87(13) . . . . ?
C8 C9 C10 C1 -163.26(9) . . . . ?
C33 C34 C25 C6 1.87(14) . . . . ?
C33 C34 C25 C26 179.42(9) . . . . ?
C33 C34 C29 C28 179.06(9) . . . . ?
C33 C34 C29 C30 -0.11(14) . . . . ?
C33 C32 C31 C30 0.18(17) . . . . ?
C17 C16 C21 C22 -179.90(9) . . . . ?
C17 C16 C21 C20 -0.10(13) . . . . ?
C17 C18 C19 C20 -0.13(16) . . . . ?
C29 C34 C25 C6 -179.98(8) . . . . ?
C29 C34 C25 C26 -2.42(13) . . . . ?
C29 C34 C33 C32 -0.15(14) . . . . ?
C29 C28 C27 C26 -1.32(15) . . . . ?
C29 C30 C31 C32 -0.44(17) . . . . ?
C2 C1 C10 C5 13.13(13) . . . . ?
C2 C1 C10 C9 -166.73(9) . . . . ?
C22 C21 C20 C19 -179.99(10) . . . . ?
C28 C29 C30 C31 -178.74(10) . . . . ?
C20 C21 C22 C23 179.56(9) . . . . ?
C11 N2 C1 C10 59.78(12) . . . . ?
C11 N2 C1 C2 -119.80(11) . . . . ?
C14 N1 C9 C10 -170.87(9) . . . . ?
C14 N1 C9 C8 10.21(13) . . . . ?
C13 N1 C9 C10 56.06(12) . . . . ?
C13 N1 C9 C8 -122.87(10) . . . . ?
C30 C29 C28 C27 -179.81(10) . . . . ?
C12 N2 C1 C10 -167.24(10) . . . . ?
C12 N2 C1 C2 13.18(15) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.8431 -9.3092 0.4409 0.5452 -0.7906 -0.2787
-3.9386 -8.2469 0.2099 0.7730 -0.5914 -0.2297
7.9247 1.0633 -0.9533 -0.9506 -0.2829 0.1277
7.6059 -2.1338 -0.3965 -0.8236 -0.5672 -0.0090
0.2782 4.0270 -7.9871 0.2505 0.3237 0.9124
-6.7318 4.9437 0.5149 0.6067 0.7920 0.0678
6.5211 -5.6345 -5.0897 -0.3072 -0.8726 0.3797
4.9402 -7.3104 -0.0230 -0.3280 -0.9278 -0.1779
2.3531 -8.8117 1.2029 -0.0245 -0.9396 -0.3414
-3.4395 -2.1915 9.2840 -0.0048 0.0081 -1.0000
0.7729 -6.9537 -6.2598 0.5038 -0.7296 0.4625
1.9344 -0.3458 -9.3466 0.2852 -0.1767 0.9420
5.7712 6.3765 -0.1910 -0.9273 0.3270 0.1820
