#------------------------------------------------------------------------------
#$Date: 2020-09-18 04:28:35 +0300 (Fri, 18 Sep 2020) $
#$Revision: 256515 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/12/7241265.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_7241265
loop_
_publ_author_name
'Bristow, Jonathan'
'Naftalin, Isaac'
'Cliff, Stacey V. A.'
'Yang, Songjie'
'Wallis, John D.'
'Carravetta, Marina'
'Heinmaa, Ivo'
'Stern, Raivo'
_publ_section_title
;
 Modelling of an Aza-Michael Reaction from Crystalline Naphthalene
 Derivatives Containing Peri-Peri Interactions: Very Long N-C
 Bonds?
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE01137A
_journal_year                    2020
_chemical_formula_moiety         'C28 H21 N3, C7 H8'
_chemical_formula_sum            'C35 H29 N3'
_chemical_formula_weight         491.61
_chemical_melting_point          412.0(10)
_chemical_name_systematic
2-Cyano-3-((8?-(dimethylamino)-4?,5?-diphenylnaphthalen-1?-yl)propenenitrile
_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             2019-09-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-07-16 deposited with the CCDC.	2020-09-17 downloaded from the CCDC.
;
_cell_angle_alpha                81.716(3)
_cell_angle_beta                 77.638(3)
_cell_angle_gamma                78.624(3)
_cell_formula_units_Z            2
_cell_length_a                   8.6923(3)
_cell_length_b                   12.6464(5)
_cell_length_c                   12.8192(5)
_cell_measurement_reflns_used    10710
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.9340
_cell_measurement_theta_min      3.4900
_cell_volume                     1341.80(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9832
_diffrn_detector_type            Sapphire3
_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    -87.00  -1.00   1.00   45.00    --  -19.81 -63.00 -54.64   86
  2  ω    -86.00   0.00   1.00   45.00    --  -19.81 -65.00-114.15   86
  3  ω    -87.00  -3.00   1.00   45.00    --  -19.81 -57.00  60.00   84
  4  ω    -87.00  -2.00   1.00   45.00    --  -19.81 -60.00  25.62   85
  5  ω    -47.00  40.00   1.00   45.00    --   19.89 -65.00-179.83   87
  6  ω      0.00  86.00   1.00   45.00    --   19.89  65.00-147.97   86
  7  φ    126.00 180.00   1.00   45.00  40.00  19.89   0.00    --    54
  8  ω      0.00  86.00   1.00   45.00    --   19.89  64.00 -33.97   86
  9  ω      0.00  86.00   1.00   45.00    --   19.89  65.00-119.27   86
 10  ω    -37.00  47.00   1.00   45.00    --  -19.81  57.00   0.00   84
 11  ω    -47.00  37.00   1.00   45.00    --   19.89 -57.00 -90.00   84
 12  ω      3.00  87.00   1.00   45.00    --   19.89  57.00 150.00   84
 13  ω    -47.00  40.00   1.00   45.00    --   19.89 -65.00  -1.56   87
 14  ω    -47.00  40.00   1.00   45.00    --   19.89 -65.00-133.82   87
 15  ω    -47.00  37.00   1.00   45.00    --   19.89 -57.00 120.00   84
 16  ω    -47.00  39.00   1.00   45.00    --   19.89 -63.00  78.38   86
 17  ω    -47.00  37.00   1.00   45.00    --   19.89 -57.00 -60.00   84
 18  ω      3.00  87.00   1.00   45.00    --   19.89  57.00  30.00   84
 19  ω    -47.00 -22.00   1.00   45.00    --   19.89 -57.00  90.00   25
 20  ω    -47.00  38.00   1.00   45.00    --   19.89 -62.00  23.56   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0448668000
_diffrn_orient_matrix_UB_12      0.0512877000
_diffrn_orient_matrix_UB_13      0.0127822000
_diffrn_orient_matrix_UB_21      0.0202399000
_diffrn_orient_matrix_UB_22      0.0214176000
_diffrn_orient_matrix_UB_23      -0.0544401000
_diffrn_orient_matrix_UB_31      -0.0690585000
_diffrn_orient_matrix_UB_32      -0.0148803000
_diffrn_orient_matrix_UB_33      -0.0108719000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0572
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            43402
_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         28.281
_diffrn_reflns_theta_min         3.170
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.921
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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            orange
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       plate
_exptl_crystal_F_000             520
_exptl_crystal_recrystallization_method
'Slow evaporation from a toluene solution'
_exptl_crystal_size_max          0.303
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.062
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         6656
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.153
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0727
_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)+(0.0350P)²+0.9907P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1377
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5540
_reflns_number_total             6656
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01137a2.cif
_cod_data_source_block           jb_staceydintrile100kabs
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '411-413' was changed to
'412.0(10)' -- the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7241265
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C35 H33 N3'
_chemical_oxdiff_usercomment     'Orange Plate'
_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.
;
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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:
 C2(H2), C3(H3), C7(H7), C8(H8), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C30(H30),
  C31(H31), C32(H32), C33(H33), C34(H34)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C35(H35A,H35B,H35C)
;
_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 1.082
_oxdiff_exptl_absorpt_empirical_full_min 0.880
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 0.84497(19) 0.83568(13) 0.77705(13) 0.0192(3) Uani 1 1 d . . . . .
N2 N 0.2966(2) 0.98915(13) 0.78255(14) 0.0247(4) Uani 1 1 d . . . . .
N3 N 0.6548(2) 1.10580(14) 0.51321(14) 0.0246(4) Uani 1 1 d . . . . .
C1 C 0.8529(2) 0.72100(15) 0.80075(14) 0.0156(4) Uani 1 1 d . . . . .
C2 C 0.9716(2) 0.65267(16) 0.84375(15) 0.0194(4) Uani 1 1 d . . . . .
H2 H 1.058215 0.678810 0.855973 0.023 Uiso 1 1 calc R . . . .
C3 C 0.9604(2) 0.54263(15) 0.86909(15) 0.0184(4) Uani 1 1 d . . . . .
H3 H 1.044041 0.496216 0.895258 0.022 Uiso 1 1 calc R . . . .
C4 C 0.8320(2) 0.49930(14) 0.85733(14) 0.0140(4) Uani 1 1 d . . . . .
C5 C 0.7088(2) 0.56777(14) 0.80712(14) 0.0132(3) Uani 1 1 d . . . . .
C6 C 0.5725(2) 0.53454(14) 0.78229(14) 0.0130(3) Uani 1 1 d . . . . .
C7 C 0.4634(2) 0.61055(15) 0.73522(14) 0.0157(4) Uani 1 1 d . . . . .
H7 H 0.370333 0.589852 0.726549 0.019 Uiso 1 1 calc R . . . .
C8 C 0.4863(2) 0.71740(14) 0.69993(14) 0.0151(4) Uani 1 1 d . . . . .
H8 H 0.412227 0.765286 0.665684 0.018 Uiso 1 1 calc R . . . .
C9 C 0.6195(2) 0.75056(14) 0.71650(14) 0.0135(3) Uani 1 1 d . . . . .
C10 C 0.7261(2) 0.67901(14) 0.77611(14) 0.0137(4) Uani 1 1 d . . . . .
C11 C 0.9983(3) 0.87290(18) 0.7359(2) 0.0327(5) Uani 1 1 d . . . . .
H11A H 1.055394 0.866394 0.793522 0.049 Uiso 1 1 calc GR . . . .
H11B H 0.979296 0.947387 0.706253 0.049 Uiso 1 1 calc GR . . . .
H11C H 1.060468 0.829295 0.681123 0.049 Uiso 1 1 calc GR . . . .
C12 C 0.7458(3) 0.89755(16) 0.86309(17) 0.0250(4) Uani 1 1 d . . . . .
H12A H 0.647382 0.870243 0.888205 0.038 Uiso 1 1 calc GR . . . .
H12B H 0.723209 0.972679 0.836115 0.038 Uiso 1 1 calc GR . . . .
H12C H 0.801898 0.890273 0.921320 0.038 Uiso 1 1 calc GR . . . .
C13 C 0.8342(2) 0.38258(14) 0.90040(14) 0.0140(4) Uani 1 1 d . . . . .
C14 C 0.9638(2) 0.30499(16) 0.86144(15) 0.0188(4) Uani 1 1 d . . . . .
H14 H 1.045168 0.326267 0.807324 0.023 Uiso 1 1 calc R . . . .
C15 C 0.9734(2) 0.19649(16) 0.90213(16) 0.0213(4) Uani 1 1 d . . . . .
H15 H 1.060103 0.145592 0.874899 0.026 Uiso 1 1 calc R . . . .
C16 C 0.8534(2) 0.16434(16) 0.98339(16) 0.0211(4) Uani 1 1 d . . . . .
H16 H 0.859020 0.091706 1.010557 0.025 Uiso 1 1 calc R . . . .
C17 C 0.7249(2) 0.24059(16) 1.02415(15) 0.0185(4) Uani 1 1 d . . . . .
H17 H 0.644923 0.219096 1.079199 0.022 Uiso 1 1 calc R . . . .
C18 C 0.7153(2) 0.34896(15) 0.98310(14) 0.0150(4) Uani 1 1 d . . . . .
H18 H 0.628701 0.399613 1.010964 0.018 Uiso 1 1 calc R . . . .
C19 C 0.5406(2) 0.42088(14) 0.80096(14) 0.0139(4) Uani 1 1 d . . . . .
C20 C 0.6456(2) 0.33738(15) 0.74887(14) 0.0170(4) Uani 1 1 d . . . . .
H20 H 0.738033 0.352071 0.701687 0.020 Uiso 1 1 calc R . . . .
C21 C 0.6122(2) 0.23271(16) 0.76732(16) 0.0224(4) Uani 1 1 d . . . . .
H21 H 0.682719 0.177454 0.732716 0.027 Uiso 1 1 calc R . . . .
C22 C 0.4741(2) 0.21000(16) 0.83710(17) 0.0240(4) Uani 1 1 d . . . . .
H22 H 0.453278 0.139436 0.850436 0.029 Uiso 1 1 calc R . . . .
C23 C 0.3673(2) 0.29285(16) 0.88689(16) 0.0213(4) Uani 1 1 d . . . . .
H23 H 0.273613 0.278127 0.932531 0.026 Uiso 1 1 calc R . . . .
C24 C 0.4000(2) 0.39734(15) 0.86877(15) 0.0169(4) Uani 1 1 d . . . . .
H24 H 0.327510 0.452598 0.902104 0.020 Uiso 1 1 calc R . . . .
C25 C 0.6668(2) 0.85195(15) 0.65806(14) 0.0154(4) Uani 1 1 d . . . . .
H25 H 0.772136 0.848896 0.621823 0.019 Uiso 1 1 calc R . . . .
C26 C 0.5679(2) 0.94962(15) 0.65316(14) 0.0159(4) Uani 1 1 d . . . . .
C27 C 0.4164(2) 0.97082(14) 0.72444(15) 0.0178(4) Uani 1 1 d . . . . .
C28 C 0.6152(2) 1.03734(15) 0.57583(15) 0.0176(4) Uani 1 1 d . . . . .
C29 C 0.7728(3) 0.66653(17) 0.45229(16) 0.0242(4) Uani 1 1 d . . . . .
C30 C 0.7891(3) 0.76441(17) 0.39022(17) 0.0279(5) Uani 1 1 d . . . . .
H30 H 0.716051 0.794484 0.346071 0.033 Uiso 1 1 calc R . . . .
C31 C 0.9108(3) 0.8176(2) 0.39277(18) 0.0376(6) Uani 1 1 d . . . . .
H31 H 0.919405 0.883327 0.350786 0.045 Uiso 1 1 calc R . . . .
C32 C 1.0208(3) 0.7740(2) 0.4574(2) 0.0450(7) Uani 1 1 d . . . . .
H32 H 1.104119 0.809701 0.458801 0.054 Uiso 1 1 calc R . . . .
C33 C 1.0056(3) 0.6758(2) 0.5205(2) 0.0428(7) Uani 1 1 d . . . . .
H33 H 1.079182 0.645630 0.564176 0.051 Uiso 1 1 calc R . . . .
C34 C 0.8814(3) 0.62323(18) 0.51831(17) 0.0314(5) Uani 1 1 d . . . . .
H34 H 0.870878 0.558365 0.561489 0.038 Uiso 1 1 calc R . . . .
C35 C 0.6386(3) 0.6090(2) 0.4465(2) 0.0429(6) Uani 1 1 d . . . . .
H35A H 0.537849 0.655228 0.466887 0.064 Uiso 1 1 calc GR . . . .
H35B H 0.643636 0.543266 0.494571 0.064 Uiso 1 1 calc GR . . . .
H35C H 0.649168 0.591905 0.374484 0.064 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 0.0033 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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 17 2 0.0446
1 -17 -1 0.0084
12 5 7 0.1408
0 -1 -17 0.0366
0 1 18 0.0779
11 8 11 0.1352
-11 -8 -10 0.0992
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 N1 C11 115.91(16) . . ?
C1 N1 C12 113.59(15) . . ?
C12 N1 C11 112.10(17) . . ?
C2 C1 N1 124.54(17) . . ?
C2 C1 C10 120.07(17) . . ?
C10 C1 N1 115.40(16) . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.88(17) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 118.2 . . ?
C4 C3 C2 123.56(17) . . ?
C4 C3 H3 118.2 . . ?
C3 C4 C5 118.94(16) . . ?
C3 C4 C13 115.28(15) . . ?
C5 C4 C13 125.77(16) . . ?
C6 C5 C4 126.33(16) . . ?
C10 C5 C4 116.75(16) . . ?
C10 C5 C6 116.89(15) . . ?
C5 C6 C19 124.68(15) . . ?
C7 C6 C5 119.37(16) . . ?
C7 C6 C19 115.92(16) . . ?
C6 C7 H7 118.5 . . ?
C6 C7 C8 123.00(17) . . ?
C8 C7 H7 118.5 . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.20(16) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 C10 119.91(16) . . ?
C8 C9 C25 119.90(16) . . ?
C10 C9 C25 119.40(16) . . ?
C1 C10 C5 121.28(16) . . ?
C1 C10 C9 117.70(16) . . ?
C9 C10 C5 120.99(16) . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C4 119.29(16) . . ?
C14 C13 C18 118.35(17) . . ?
C18 C13 C4 122.25(16) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.10(17) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.78(18) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.89(18) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.25(17) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.7 . . ?
C17 C18 C13 120.62(17) . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C6 121.56(16) . . ?
C24 C19 C6 119.67(16) . . ?
C24 C19 C20 118.73(17) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.23(17) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.37(18) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.78(18) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.08(18) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 H24 119.6 . . ?
C23 C24 C19 120.77(18) . . ?
C23 C24 H24 119.6 . . ?
C9 C25 H25 117.5 . . ?
C26 C25 C9 124.91(16) . . ?
C26 C25 H25 117.5 . . ?
C25 C26 C27 122.52(16) . . ?
C25 C26 C28 120.10(17) . . ?
C27 C26 C28 117.36(16) . . ?
N2 C27 C26 178.5(2) . . ?
N3 C28 C26 178.8(2) . . ?
C30 C29 C35 119.9(2) . . ?
C34 C29 C30 118.8(2) . . ?
C34 C29 C35 121.3(2) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 C29 121.2(2) . . ?
C31 C30 H30 119.4 . . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.3(2) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 120.4 . . ?
C31 C32 C33 119.1(2) . . ?
C33 C32 H32 120.4 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.2(2) . . ?
C34 C33 H33 119.9 . . ?
C29 C34 H34 119.8 . . ?
C33 C34 C29 120.3(2) . . ?
C33 C34 H34 119.8 . . ?
C29 C35 H35A 109.5 . . ?
C29 C35 H35B 109.5 . . ?
C29 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 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 C1 1.429(2) . ?
N1 C11 1.466(2) . ?
N1 C12 1.465(3) . ?
N2 C27 1.147(2) . ?
N3 C28 1.145(2) . ?
C1 C2 1.367(3) . ?
C1 C10 1.423(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.400(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(3) . ?
C4 C5 1.442(2) . ?
C4 C13 1.497(2) . ?
C5 C6 1.441(2) . ?
C5 C10 1.434(2) . ?
C6 C7 1.381(2) . ?
C6 C19 1.493(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.401(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.372(2) . ?
C9 C10 1.427(2) . ?
C9 C25 1.474(2) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.395(2) . ?
C13 C18 1.396(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.389(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.385(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.388(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.398(2) . ?
C19 C24 1.397(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.388(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.386(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.383(3) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.360(3) . ?
C26 C27 1.435(3) . ?
C26 C28 1.439(3) . ?
C29 C30 1.387(3) . ?
C29 C34 1.383(3) . ?
C29 C35 1.511(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.369(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.380(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.394(4) . ?
C33 H33 0.9300 . ?
C33 C34 1.381(4) . ?
C34 H34 0.9300 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 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
N1 C1 C2 C3 176.25(17) . . . . ?
N1 C1 C10 C5 -172.63(15) . . . . ?
N1 C1 C10 C9 9.3(2) . . . . ?
C1 C2 C3 C4 -2.9(3) . . . . ?
C2 C1 C10 C5 7.6(3) . . . . ?
C2 C1 C10 C9 -170.55(17) . . . . ?
C2 C3 C4 C5 6.0(3) . . . . ?
C2 C3 C4 C13 -173.38(17) . . . . ?
C3 C4 C5 C6 175.78(17) . . . . ?
C3 C4 C5 C10 -2.3(2) . . . . ?
C3 C4 C13 C14 -57.8(2) . . . . ?
C3 C4 C13 C18 118.33(19) . . . . ?
C4 C5 C6 C7 179.12(17) . . . . ?
C4 C5 C6 C19 -2.7(3) . . . . ?
C4 C5 C10 C1 -4.3(2) . . . . ?
C4 C5 C10 C9 173.76(16) . . . . ?
C4 C13 C14 C15 177.55(17) . . . . ?
C4 C13 C18 C17 -177.18(17) . . . . ?
C5 C4 C13 C14 122.8(2) . . . . ?
C5 C4 C13 C18 -61.0(3) . . . . ?
C5 C6 C7 C8 6.7(3) . . . . ?
C5 C6 C19 C20 -62.3(2) . . . . ?
C5 C6 C19 C24 120.20(19) . . . . ?
C6 C5 C10 C1 177.47(16) . . . . ?
C6 C5 C10 C9 -4.5(2) . . . . ?
C6 C7 C8 C9 -2.9(3) . . . . ?
C6 C19 C20 C21 -179.58(17) . . . . ?
C6 C19 C24 C23 179.65(17) . . . . ?
C7 C6 C19 C20 115.97(19) . . . . ?
C7 C6 C19 C24 -61.5(2) . . . . ?
C7 C8 C9 C10 -4.7(3) . . . . ?
C7 C8 C9 C25 165.09(16) . . . . ?
C8 C9 C10 C1 -173.51(16) . . . . ?
C8 C9 C10 C5 8.4(3) . . . . ?
C8 C9 C25 C26 51.2(3) . . . . ?
C9 C25 C26 C27 14.9(3) . . . . ?
C9 C25 C26 C28 -166.40(17) . . . . ?
C10 C1 C2 C3 -4.0(3) . . . . ?
C10 C5 C6 C7 -2.8(2) . . . . ?
C10 C5 C6 C19 175.36(16) . . . . ?
C10 C9 C25 C26 -139.03(19) . . . . ?
C11 N1 C1 C2 37.0(3) . . . . ?
C11 N1 C1 C10 -142.76(18) . . . . ?
C12 N1 C1 C2 -94.9(2) . . . . ?
C12 N1 C1 C10 85.3(2) . . . . ?
C13 C4 C5 C6 -4.9(3) . . . . ?
C13 C4 C5 C10 177.05(16) . . . . ?
C13 C14 C15 C16 -0.6(3) . . . . ?
C14 C13 C18 C17 -1.0(3) . . . . ?
C14 C15 C16 C17 -0.4(3) . . . . ?
C15 C16 C17 C18 0.6(3) . . . . ?
C16 C17 C18 C13 0.1(3) . . . . ?
C18 C13 C14 C15 1.3(3) . . . . ?
C19 C6 C7 C8 -171.66(16) . . . . ?
C19 C20 C21 C22 0.3(3) . . . . ?
C20 C19 C24 C23 2.1(3) . . . . ?
C20 C21 C22 C23 1.4(3) . . . . ?
C21 C22 C23 C24 -1.3(3) . . . . ?
C22 C23 C24 C19 -0.4(3) . . . . ?
C24 C19 C20 C21 -2.0(3) . . . . ?
C25 C9 C10 C1 16.7(2) . . . . ?
C25 C9 C10 C5 -161.44(16) . . . . ?
C29 C30 C31 C32 0.3(3) . . . . ?
C30 C29 C34 C33 -1.3(3) . . . . ?
C30 C31 C32 C33 -0.5(3) . . . . ?
C31 C32 C33 C34 -0.2(3) . . . . ?
C32 C33 C34 C29 1.1(3) . . . . ?
C34 C29 C30 C31 0.6(3) . . . . ?
C35 C29 C30 C31 -179.1(2) . . . . ?
C35 C29 C34 C33 178.4(2) . . . . ?
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
0.0000 17.0000 2.0000 0.8975 0.2552 -0.2747
1.0000 -17.0000 -1.0000 -0.9295 -0.2894 0.1948
12.0000 5.0000 7.0000 -0.1925 -0.0311 -0.9792
-0.0000 -1.0000 -17.0000 -0.2686 0.9041 0.1997
0.0000 1.0000 18.0000 0.2814 -0.9585 -0.2106
11.0000 8.0000 11.0000 0.0574 -0.2049 -0.9983
-11.0000 -8.0000 -10.0000 -0.0446 0.1504 0.9874
