#------------------------------------------------------------------------------
#$Date: 2021-10-06 19:00:30 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269741 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/09/7060907.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_7060907
loop_
_publ_author_name
'Younes, Eyad A.'
'Issa, Maram J.'
'Abdollahi, Maryam F.'
'Ding, Yuan-Fu'
'Rasras, Anas J.'
'Mok, Greta S. P.'
'Lin, Jian-Bin'
'Zhao, Yuming'
_publ_section_title
;
 Studies of cyanomethylcarbamoyl-bridged anthracene and pyrene
 fluorophores
;
_journal_issue                   37
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              17366
_journal_page_last               17376
_journal_paper_doi               10.1039/D1NJ03044B
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C23 H16 N2 O'
_chemical_formula_sum            'C23 H16 N2 O'
_chemical_formula_weight         336.38
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-07-31
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_audit_update_record
;
2020-09-20 deposited with the CCDC.	2021-08-17 downloaded from the CCDC.
;
_cell_angle_alpha                110.229(2)
_cell_angle_beta                 96.599(2)
_cell_angle_gamma                106.447(2)
_cell_formula_units_Z            4
_cell_length_a                   9.8120(2)
_cell_length_b                   12.8630(3)
_cell_length_c                   15.4670(3)
_cell_measurement_reflns_used    18419
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.9290
_cell_measurement_theta_min      3.1140
_cell_volume                     1706.93(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.83a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.83a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.83a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (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(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -119.00 -35.00   0.50    0.44    --  -47.95 -47.00 -32.00  168
  2  ω    -16.00  28.00   0.50    0.44    --  -47.95  19.00  30.00   88
  3  ω    -46.00 -14.00   0.50    2.00    --  -86.25  47.00 115.00   64
  4  ω    -46.00  25.00   0.50    0.44    --  -47.95  47.00 115.00  142
  5  ω    -23.00  61.00   0.50    0.44    --   47.95 -47.00 -32.00  168
  6  ω     35.00  79.00   0.50    2.00    --  107.75 -61.00-120.00   88
  7  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00-165.27  142
  8  ω     34.00  96.00   0.50    0.44    --   47.95-125.00-180.00  124
  9  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00 -60.00  142
 10  ω     35.00 112.00   0.50    2.00    --  107.75-125.00 -30.00  154
 11  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00   0.00  142
 12  ω     35.00  79.00   0.50    2.00    --  107.75 -61.00  30.00   88
 13  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00  30.00  142
 14  ω     35.00  79.00   0.50    2.00    --  107.75 -61.00 120.00   88
 15  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00 150.00  142
 16  ω     35.00 112.00   0.50    2.00    --  107.75-125.00   0.00  154
 17  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00-120.00  142
 18  ω     94.00 178.00   0.50    2.00    --  107.75  15.00-150.00  168
 19  ω     95.00 178.00   0.50    2.00    --  107.75  45.00-120.00  166
 20  ω     95.00 178.00   0.50    2.00    --  107.75 125.00   0.00  166
 21  ω     95.00 178.00   0.50    2.00    --  107.75  47.00 115.00  166
 22  ω     95.00 178.00   0.50    2.00    --  107.75 125.00  60.00  166
 23  ω     95.00 178.00   0.50    2.00    --  107.75 125.00 -30.00  166
 24  ω     95.00 178.00   0.50    2.00    --  107.75  45.00  30.00  166
 25  ω     95.00 178.00   0.50    2.00    --  107.75 125.00 -60.00  166
 26  ω     95.00 178.00   0.50    2.00    --  107.75 125.00-150.00  166
 27  ω     94.00 178.00   0.50    2.00    --  107.75  15.00-180.00  168
 28  ω     35.00 112.00   0.50    2.00    --  107.75-125.00  30.00  154
 29  ω     35.00 112.00   0.50    2.00    --  107.75-125.00 120.00  154
 30  ω     35.00  79.00   0.50    2.00    --  107.75 -61.00  90.00   88
 31  ω     35.00  79.00   0.50    2.00    --  107.75 -61.00  60.00   88
 32  ω     35.00  79.00   0.50    2.00    --  107.75 -61.00   0.00   88
 33  ω     35.00  79.00   0.50    2.00    --  107.75 -61.00 -60.00   88
 34  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00-150.00  142
 35  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00-180.00  142
 36  ω     35.00 112.00   0.50    2.00    --  107.75-125.00  60.00  154
 37  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00 120.00  142
 38  ω     35.00 106.00   0.50    2.00    --  107.75 -94.00  90.00  142
 39  ω     35.00 112.00   0.50    2.00    --  107.75-125.00  90.00  154
 40  ω     35.00 119.00   0.50    0.44    --   47.95  47.00 115.00  168
 41  ω    -16.00  28.00   0.50    0.44    --  -47.95  19.00-120.00   88
 42  ω    -43.00 -14.00   0.50    2.00    --  -86.25  45.00 -60.00   58
 43  ω    -86.00 -13.00   0.50    0.44    --  -47.95 125.00 120.00  146
 44  ω   -159.00 -73.00   0.50    2.00    --  -86.25 -47.00 -32.00  172
 45  ω   -120.00 -25.00   0.50    0.44    --  -47.95 -77.00 -30.00  190
 46  ω   -120.00 -73.00   0.50    0.44    --  -47.95-125.00 150.00   94
 47  ω   -120.00 -25.00   0.50    0.44    --  -47.95 -77.00  90.00  190
 48  ω   -120.00 -25.00   0.50    0.44    --  -47.95 -77.00  60.00  190
 49  ω   -120.00 -25.00   0.50    0.44    --  -47.95 -77.00 -90.00  190
 50  ω   -120.00 -25.00   0.50    0.44    --  -47.95 -77.00-180.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0618520000
_diffrn_orient_matrix_UB_12      0.0972565000
_diffrn_orient_matrix_UB_13      0.0477961000
_diffrn_orient_matrix_UB_21      0.1565350000
_diffrn_orient_matrix_UB_22      0.0905766000
_diffrn_orient_matrix_UB_23      0.0423741000
_diffrn_orient_matrix_UB_31      -0.0076273000
_diffrn_orient_matrix_UB_32      0.0291569000
_diffrn_orient_matrix_UB_33      -0.0886305000
_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  0.0533
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            42515
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.340
_diffrn_reflns_theta_min         3.134
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.639
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.83a (Rigaku Oxford Diffraction, 2020)
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    1.309
_exptl_crystal_description       needle
_exptl_crystal_F_000             704
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM and Hexane'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.0016(3)
_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   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     476
_refine_ls_number_reflns         7152
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0430
_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)+(0.0534P)²+0.5292P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1145
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6177
_reflns_number_total             7152
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj03044b2.cif
_cod_data_source_block           bc
_cod_depositor_comments
'Adding full bibliography for 7060907--7060910.cif.'
_cod_original_cell_volume        1706.94(8)
_cod_database_code               7060907
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C23H16N2O
_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   0.963
_shelx_estimated_absorpt_t_min   0.862
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C31(H31)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14),
 C15(H15), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C26(H26), C27(H27),
  C28(H28), C29(H29), C30(H30), C35(H35), C36(H36), C37(H37), C38(H38),
 C40(H40), C42(H42), C43(H43), C44(H44), C45(H45)
;
_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 1.581
_oxdiff_exptl_absorpt_empirical_full_min 0.681
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
O1 O 0.23812(10) 0.54984(9) 0.75123(7) 0.0309(2) Uani 1 1 d . . . . .
N1 N 0.03429(12) 0.58796(9) 0.78080(7) 0.0245(2) Uani 1 1 d . . . . .
H1 H -0.0612(18) 0.5709(14) 0.7614(11) 0.029 Uiso 1 1 d . U . . .
N2 N -0.07167(14) 0.73619(12) 0.97298(9) 0.0384(3) Uani 1 1 d . . . . .
C1 C 0.10537(13) 0.52783(11) 0.72582(9) 0.0242(2) Uani 1 1 d . . . . .
C2 C 0.01643(13) 0.43440(11) 0.63197(9) 0.0253(3) Uani 1 1 d . . . . .
C3 C -0.12413(14) 0.35997(12) 0.62146(10) 0.0292(3) Uani 1 1 d . . . . .
H3 H -0.167037 0.369356 0.674420 0.035 Uiso 1 1 calc R U . . .
C4 C -0.20111(15) 0.27212(13) 0.53335(11) 0.0355(3) Uani 1 1 d . . . . .
H4 H -0.296820 0.220942 0.526081 0.043 Uiso 1 1 calc R U . . .
C5 C -0.13918(17) 0.25845(14) 0.45558(11) 0.0380(3) Uani 1 1 d . . . . .
H5 H -0.192027 0.197518 0.395486 0.046 Uiso 1 1 calc R U . . .
C6 C -0.00024(17) 0.33379(14) 0.46577(10) 0.0360(3) Uani 1 1 d . . . . .
H6 H 0.041314 0.325633 0.412317 0.043 Uiso 1 1 calc R U . . .
C7 C 0.07812(15) 0.42096(13) 0.55379(10) 0.0313(3) Uani 1 1 d . . . . .
H7 H 0.174048 0.471659 0.560882 0.038 Uiso 1 1 calc R U . . .
C8 C 0.11575(13) 0.68214(11) 0.87308(9) 0.0244(3) Uani 1 1 d . . . . .
H8 H 0.175584 0.650030 0.906639 0.029 Uiso 1 1 calc R U . . .
C9 C 0.01002(14) 0.71264(12) 0.92929(9) 0.0279(3) Uani 1 1 d . . . . .
C10 C 0.22051(13) 0.79074(11) 0.86569(8) 0.0243(2) Uani 1 1 d . . . . .
C11 C 0.37309(14) 0.82187(11) 0.89708(9) 0.0264(3) Uani 1 1 d . . . . .
C12 C 0.44065(14) 0.76077(12) 0.94077(9) 0.0295(3) Uani 1 1 d . . . . .
H12 H 0.380652 0.697692 0.953042 0.035 Uiso 1 1 calc R U . . .
C13 C 0.58920(15) 0.79158(13) 0.96497(10) 0.0346(3) Uani 1 1 d . . . . .
H13 H 0.630462 0.749074 0.993155 0.042 Uiso 1 1 calc R U . . .
C14 C 0.68303(15) 0.88599(14) 0.94873(11) 0.0382(3) Uani 1 1 d . . . . .
H14 H 0.786078 0.905564 0.964978 0.046 Uiso 1 1 calc R U . . .
C15 C 0.62462(15) 0.94794(13) 0.90992(10) 0.0361(3) Uani 1 1 d . . . . .
H15 H 0.687901 1.011996 0.900325 0.043 Uiso 1 1 calc R U . . .
C16 C 0.46990(15) 0.91918(12) 0.88306(9) 0.0299(3) Uani 1 1 d . . . . .
C17 C 0.41140(15) 0.98290(12) 0.84240(10) 0.0314(3) Uani 1 1 d . . . . .
H17 H 0.475853 1.047207 0.833704 0.038 Uiso 1 1 calc R U . . .
C18 C 0.26107(15) 0.95508(12) 0.81408(9) 0.0285(3) Uani 1 1 d . . . . .
C19 C 0.20283(17) 1.02316(13) 0.77419(10) 0.0341(3) Uani 1 1 d . . . . .
H19 H 0.267941 1.089836 0.768772 0.041 Uiso 1 1 calc R U . . .
C20 C 0.05712(18) 0.99451(13) 0.74409(10) 0.0356(3) Uani 1 1 d . . . . .
H20 H 0.020895 1.040461 0.717257 0.043 Uiso 1 1 calc R U . . .
C21 C -0.04160(16) 0.89619(13) 0.75246(10) 0.0325(3) Uani 1 1 d . . . . .
H21 H -0.143891 0.876530 0.731153 0.039 Uiso 1 1 calc R U . . .
C22 C 0.00885(14) 0.82928(12) 0.79092(9) 0.0272(3) Uani 1 1 d . . . . .
H22 H -0.059335 0.763638 0.795835 0.033 Uiso 1 1 calc R U . . .
C23 C 0.16249(14) 0.85583(11) 0.82408(8) 0.0252(3) Uani 1 1 d . . . . .
O2 O 0.73217(9) 0.53405(8) 0.74755(7) 0.0292(2) Uani 1 1 d . . . . .
N3 N 0.50565(12) 0.51437(9) 0.76979(8) 0.0244(2) Uani 1 1 d . . . . .
H3A H 0.4179(18) 0.5234(14) 0.7558(11) 0.029 Uiso 1 1 d . U . . .
N4 N 0.32019(14) 0.44004(12) 0.92545(9) 0.0381(3) Uani 1 1 d . . . . .
C24 C 0.61718(13) 0.55356(11) 0.73334(9) 0.0233(2) Uani 1 1 d . . . . .
C25 C 0.59439(13) 0.61941(11) 0.67350(9) 0.0247(3) Uani 1 1 d . . . . .
C26 C 0.65438(15) 0.60307(13) 0.59465(10) 0.0313(3) Uani 1 1 d . . . . .
H26 H 0.706736 0.549909 0.579338 0.038 Uiso 1 1 calc R U . . .
C27 C 0.63763(16) 0.66441(15) 0.53851(11) 0.0380(3) Uani 1 1 d . . . . .
H27 H 0.676308 0.651686 0.483703 0.046 Uiso 1 1 calc R U . . .
C28 C 0.56482(16) 0.74408(15) 0.56200(11) 0.0386(3) Uani 1 1 d . . . . .
H28 H 0.555007 0.787003 0.523942 0.046 Uiso 1 1 calc R U . . .
C29 C 0.50609(16) 0.76147(14) 0.64096(11) 0.0350(3) Uani 1 1 d . . . . .
H29 H 0.456768 0.816760 0.657232 0.042 Uiso 1 1 calc R U . . .
C30 C 0.51916(14) 0.69827(12) 0.69634(9) 0.0279(3) Uani 1 1 d . . . . .
H30 H 0.476903 0.708818 0.749622 0.033 Uiso 1 1 calc R U . . .
C31 C 0.52359(14) 0.44955(12) 0.82929(9) 0.0257(3) Uani 1 1 d . . . . .
H31 H 0.619115 0.496464 0.876997 0.031 Uiso 1 1 calc R U . . .
C32 C 0.40708(15) 0.44349(12) 0.88197(9) 0.0295(3) Uani 1 1 d . . . . .
C33 C 0.52951(14) 0.32727(11) 0.77280(9) 0.0267(3) Uani 1 1 d . . . . .
C34 C 0.41197(14) 0.24511(12) 0.69619(9) 0.0277(3) Uani 1 1 d . . . . .
C35 C 0.27816(15) 0.26425(12) 0.67164(10) 0.0297(3) Uani 1 1 d . . . . .
H35 H 0.264688 0.334536 0.710094 0.036 Uiso 1 1 calc R U . . .
C36 C 0.17017(16) 0.18380(13) 0.59441(11) 0.0355(3) Uani 1 1 d . . . . .
H36 H 0.082714 0.198735 0.579914 0.043 Uiso 1 1 calc R U . . .
C37 C 0.18661(17) 0.07786(14) 0.53526(11) 0.0396(3) Uani 1 1 d . . . . .
H37 H 0.112232 0.024038 0.480078 0.048 Uiso 1 1 calc R U . . .
C38 C 0.30805(17) 0.05361(13) 0.55748(11) 0.0374(3) Uani 1 1 d . . . . .
H38 H 0.316549 -0.018779 0.518766 0.045 Uiso 1 1 calc R U . . .
C39 C 0.42355(15) 0.13466(12) 0.63791(10) 0.0308(3) Uani 1 1 d . . . . .
C40 C 0.54830(17) 0.10939(13) 0.66061(10) 0.0338(3) Uani 1 1 d . . . . .
H40 H 0.554304 0.035459 0.623105 0.041 Uiso 1 1 calc R U . . .
C41 C 0.66425(16) 0.18914(13) 0.73650(10) 0.0324(3) Uani 1 1 d . . . . .
C42 C 0.79440(19) 0.16289(15) 0.75565(11) 0.0411(4) Uani 1 1 d . . . . .
H42 H 0.797909 0.087760 0.718770 0.049 Uiso 1 1 calc R U . . .
C43 C 0.91197(19) 0.24297(16) 0.82510(11) 0.0452(4) Uani 1 1 d . . . . .
H43 H 0.997898 0.224603 0.835940 0.054 Uiso 1 1 calc R U . . .
C44 C 0.90696(18) 0.35483(16) 0.88199(11) 0.0407(4) Uani 1 1 d . . . . .
H44 H 0.990451 0.411119 0.930255 0.049 Uiso 1 1 calc R U . . .
C45 C 0.78408(16) 0.38265(14) 0.86836(10) 0.0336(3) Uani 1 1 d . . . . .
H45 H 0.782556 0.457041 0.908689 0.040 Uiso 1 1 calc R U . . .
C46 C 0.65712(15) 0.30169(12) 0.79428(9) 0.0290(3) 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
C1 N1 H1 120.4(11) . . ?
C1 N1 C8 119.21(10) . . ?
C8 N1 H1 120.4(10) . . ?
O1 C1 N1 121.64(12) . . ?
O1 C1 C2 121.85(11) . . ?
N1 C1 C2 116.50(11) . . ?
C3 C2 C1 121.68(11) . . ?
C3 C2 C7 119.88(12) . . ?
C7 C2 C1 118.42(12) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.65(13) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.40(13) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 119.92(14) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 120.06(13) . . ?
C7 C6 H6 120.0 . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 120.08(13) . . ?
C6 C7 H7 120.0 . . ?
N1 C8 H8 107.7 . . ?
N1 C8 C9 108.51(10) . . ?
N1 C8 C10 113.21(10) . . ?
C9 C8 H8 107.7 . . ?
C9 C8 C10 111.82(11) . . ?
C10 C8 H8 107.7 . . ?
N2 C9 C8 179.82(14) . . ?
C11 C10 C8 119.87(11) . . ?
C11 C10 C23 121.01(12) . . ?
C23 C10 C8 119.08(11) . . ?
C10 C11 C12 124.38(12) . . ?
C10 C11 C16 118.88(12) . . ?
C12 C11 C16 116.71(12) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.40(13) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.18(14) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.55(13) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.2 . . ?
C14 C15 C16 121.53(14) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C11 119.59(13) . . ?
C17 C16 C11 119.51(12) . . ?
C17 C16 C15 120.89(13) . . ?
C16 C17 H17 119.1 . . ?
C16 C17 C18 121.88(12) . . ?
C18 C17 H17 119.1 . . ?
C17 C18 C19 121.11(13) . . ?
C17 C18 C23 119.61(12) . . ?
C19 C18 C23 119.27(12) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.35(13) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.12(13) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.61(13) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 119.2 . . ?
C21 C22 C23 121.56(13) . . ?
C23 C22 H22 119.2 . . ?
C10 C23 C18 119.03(12) . . ?
C10 C23 C22 123.90(12) . . ?
C18 C23 C22 117.07(11) . . ?
C24 N3 H3A 121.7(10) . . ?
C24 N3 C31 118.61(10) . . ?
C31 N3 H3A 119.6(10) . . ?
O2 C24 N3 121.27(11) . . ?
O2 C24 C25 121.90(11) . . ?
N3 C24 C25 116.82(10) . . ?
C26 C25 C24 118.35(11) . . ?
C30 C25 C24 121.69(11) . . ?
C30 C25 C26 119.93(12) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.90(13) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.17(13) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.12(13) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.14(13) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 120.1 . . ?
C29 C30 C25 119.72(12) . . ?
C29 C30 H30 120.1 . . ?
N3 C31 H31 107.4 . . ?
N3 C31 C32 109.18(10) . . ?
N3 C31 C33 112.74(10) . . ?
C32 C31 H31 107.4 . . ?
C32 C31 C33 112.40(11) . . ?
C33 C31 H31 107.4 . . ?
N4 C32 C31 177.78(14) . . ?
C34 C33 C31 119.49(11) . . ?
C34 C33 C46 120.88(12) . . ?
C46 C33 C31 119.48(12) . . ?
C33 C34 C35 123.81(12) . . ?
C33 C34 C39 119.35(12) . . ?
C35 C34 C39 116.84(13) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 C34 121.40(13) . . ?
C36 C35 H35 119.3 . . ?
C35 C36 H36 119.6 . . ?
C35 C36 C37 120.84(14) . . ?
C37 C36 H36 119.6 . . ?
C36 C37 H37 120.0 . . ?
C38 C37 C36 119.99(14) . . ?
C38 C37 H37 120.0 . . ?
C37 C38 H38 119.4 . . ?
C37 C38 C39 121.18(14) . . ?
C39 C38 H38 119.4 . . ?
C38 C39 C34 119.63(13) . . ?
C40 C39 C34 119.33(13) . . ?
C40 C39 C38 121.03(13) . . ?
C39 C40 H40 119.1 . . ?
C41 C40 C39 121.83(13) . . ?
C41 C40 H40 119.1 . . ?
C40 C41 C42 120.60(13) . . ?
C40 C41 C46 119.90(13) . . ?
C42 C41 C46 119.44(14) . . ?
C41 C42 H42 119.4 . . ?
C43 C42 C41 121.22(14) . . ?
C43 C42 H42 119.4 . . ?
C42 C43 H43 120.1 . . ?
C42 C43 C44 119.89(14) . . ?
C44 C43 H43 120.1 . . ?
C43 C44 H44 119.5 . . ?
C45 C44 C43 121.06(16) . . ?
C45 C44 H44 119.5 . . ?
C44 C45 H45 119.3 . . ?
C44 C45 C46 121.30(14) . . ?
C46 C45 H45 119.3 . . ?
C33 C46 C41 118.66(13) . . ?
C33 C46 C45 124.26(13) . . ?
C45 C46 C41 117.04(12) . . ?
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
O1 C1 1.2361(15) . ?
N1 H1 0.888(17) . ?
N1 C1 1.3397(16) . ?
N1 C8 1.4620(16) . ?
N2 C9 1.1451(18) . ?
C1 C2 1.4905(18) . ?
C2 C3 1.3923(18) . ?
C2 C7 1.3933(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.385(2) . ?
C7 H7 0.9500 . ?
C8 H8 1.0000 . ?
C8 C9 1.4791(17) . ?
C8 C10 1.5316(17) . ?
C10 C11 1.4130(17) . ?
C10 C23 1.4133(17) . ?
C11 C12 1.4398(18) . ?
C11 C16 1.4414(19) . ?
C12 H12 0.9500 . ?
C12 C13 1.3663(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.420(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.354(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.4300(19) . ?
C16 C17 1.392(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.393(2) . ?
C18 C19 1.4318(19) . ?
C18 C23 1.4356(18) . ?
C19 H19 0.9500 . ?
C19 C20 1.352(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.415(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.3665(18) . ?
C22 H22 0.9500 . ?
C22 C23 1.4360(18) . ?
O2 C24 1.2352(15) . ?
N3 H3A 0.913(17) . ?
N3 C24 1.3399(16) . ?
N3 C31 1.4661(15) . ?
N4 C32 1.1455(18) . ?
C24 C25 1.4920(17) . ?
C25 C26 1.3913(18) . ?
C25 C30 1.3909(18) . ?
C26 H26 0.9500 . ?
C26 C27 1.385(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.382(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.385(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.3879(18) . ?
C30 H30 0.9500 . ?
C31 H31 1.0000 . ?
C31 C32 1.4780(18) . ?
C31 C33 1.5342(18) . ?
C33 C34 1.4074(19) . ?
C33 C46 1.4142(18) . ?
C34 C35 1.4359(19) . ?
C34 C39 1.4399(19) . ?
C35 H35 0.9500 . ?
C35 C36 1.362(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.420(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.351(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.424(2) . ?
C39 C40 1.390(2) . ?
C40 H40 0.9500 . ?
C40 C41 1.387(2) . ?
C41 C42 1.435(2) . ?
C41 C46 1.4410(19) . ?
C42 H42 0.9500 . ?
C42 C43 1.350(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.422(2) . ?
C44 H44 0.9500 . ?
C44 C45 1.365(2) . ?
C45 H45 0.9500 . ?
C45 C46 1.436(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O2 0.888(17) 1.915(17) 2.7879(14) 167.0(15) 1_455 yes
N3 H3A O1 0.913(17) 1.886(17) 2.7887(14) 169.3(15) . yes
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
O1 C1 C2 C3 140.37(13) . . . . ?
O1 C1 C2 C7 -38.45(17) . . . . ?
N1 C1 C2 C3 -40.51(17) . . . . ?
N1 C1 C2 C7 140.67(12) . . . . ?
N1 C8 C10 C11 -114.17(12) . . . . ?
N1 C8 C10 C23 63.50(14) . . . . ?
C1 N1 C8 C9 -165.41(11) . . . . ?
C1 N1 C8 C10 69.84(14) . . . . ?
C1 C2 C3 C4 -178.13(12) . . . . ?
C1 C2 C7 C6 178.89(12) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
C3 C2 C7 C6 0.0(2) . . . . ?
C3 C4 C5 C6 -0.7(2) . . . . ?
C4 C5 C6 C7 1.4(2) . . . . ?
C5 C6 C7 C2 -1.1(2) . . . . ?
C7 C2 C3 C4 0.68(19) . . . . ?
C8 N1 C1 O1 0.13(18) . . . . ?
C8 N1 C1 C2 -178.98(10) . . . . ?
C8 C10 C11 C12 -2.89(18) . . . . ?
C8 C10 C11 C16 175.49(11) . . . . ?
C8 C10 C23 C18 -177.78(11) . . . . ?
C8 C10 C23 C22 2.53(18) . . . . ?
C9 C8 C10 C11 122.89(12) . . . . ?
C9 C8 C10 C23 -59.44(15) . . . . ?
C10 C11 C12 C13 176.48(12) . . . . ?
C10 C11 C16 C15 -176.77(12) . . . . ?
C10 C11 C16 C17 2.39(18) . . . . ?
C11 C10 C23 C18 -0.14(18) . . . . ?
C11 C10 C23 C22 -179.83(12) . . . . ?
C11 C12 C13 C14 0.6(2) . . . . ?
C11 C16 C17 C18 -0.4(2) . . . . ?
C12 C11 C16 C15 1.74(18) . . . . ?
C12 C11 C16 C17 -179.10(12) . . . . ?
C12 C13 C14 C15 1.0(2) . . . . ?
C13 C14 C15 C16 -1.2(2) . . . . ?
C14 C15 C16 C11 -0.2(2) . . . . ?
C14 C15 C16 C17 -179.36(13) . . . . ?
C15 C16 C17 C18 178.79(12) . . . . ?
C16 C11 C12 C13 -1.94(19) . . . . ?
C16 C17 C18 C19 178.68(12) . . . . ?
C16 C17 C18 C23 -2.0(2) . . . . ?
C17 C18 C19 C20 178.07(13) . . . . ?
C17 C18 C23 C10 2.19(18) . . . . ?
C17 C18 C23 C22 -178.09(12) . . . . ?
C18 C19 C20 C21 0.6(2) . . . . ?
C19 C18 C23 C10 -178.42(11) . . . . ?
C19 C18 C23 C22 1.29(18) . . . . ?
C19 C20 C21 C22 0.0(2) . . . . ?
C20 C21 C22 C23 0.0(2) . . . . ?
C21 C22 C23 C10 179.01(12) . . . . ?
C21 C22 C23 C18 -0.69(18) . . . . ?
C23 C10 C11 C12 179.49(12) . . . . ?
C23 C10 C11 C16 -2.13(18) . . . . ?
C23 C18 C19 C20 -1.3(2) . . . . ?
O2 C24 C25 C26 35.73(18) . . . . ?
O2 C24 C25 C30 -142.37(13) . . . . ?
N3 C24 C25 C26 -143.07(13) . . . . ?
N3 C24 C25 C30 38.84(18) . . . . ?
N3 C31 C33 C34 -57.75(15) . . . . ?
N3 C31 C33 C46 117.91(12) . . . . ?
C24 N3 C31 C32 164.79(11) . . . . ?
C24 N3 C31 C33 -69.53(15) . . . . ?
C24 C25 C26 C27 -178.83(13) . . . . ?
C24 C25 C30 C29 177.19(12) . . . . ?
C25 C26 C27 C28 1.7(2) . . . . ?
C26 C25 C30 C29 -0.9(2) . . . . ?
C26 C27 C28 C29 -1.1(2) . . . . ?
C27 C28 C29 C30 -0.5(2) . . . . ?
C28 C29 C30 C25 1.5(2) . . . . ?
C30 C25 C26 C27 -0.7(2) . . . . ?
C31 N3 C24 O2 1.40(18) . . . . ?
C31 N3 C24 C25 -179.80(11) . . . . ?
C31 C33 C34 C35 -5.76(18) . . . . ?
C31 C33 C34 C39 174.30(11) . . . . ?
C31 C33 C46 C41 -176.06(11) . . . . ?
C31 C33 C46 C45 1.48(19) . . . . ?
C32 C31 C33 C34 66.18(14) . . . . ?
C32 C31 C33 C46 -118.16(13) . . . . ?
C33 C34 C35 C36 177.29(12) . . . . ?
C33 C34 C39 C38 -176.89(12) . . . . ?
C33 C34 C39 C40 2.44(18) . . . . ?
C34 C33 C46 C41 -0.46(18) . . . . ?
C34 C33 C46 C45 177.08(12) . . . . ?
C34 C35 C36 C37 -0.1(2) . . . . ?
C34 C39 C40 C41 -1.84(19) . . . . ?
C35 C34 C39 C38 3.17(17) . . . . ?
C35 C34 C39 C40 -177.50(11) . . . . ?
C35 C36 C37 C38 2.7(2) . . . . ?
C36 C37 C38 C39 -2.2(2) . . . . ?
C37 C38 C39 C34 -0.7(2) . . . . ?
C37 C38 C39 C40 179.95(13) . . . . ?
C38 C39 C40 C41 177.49(12) . . . . ?
C39 C34 C35 C36 -2.77(18) . . . . ?
C39 C40 C41 C42 -177.15(13) . . . . ?
C39 C40 C41 C46 0.1(2) . . . . ?
C40 C41 C42 C43 175.32(14) . . . . ?
C40 C41 C46 C33 1.10(19) . . . . ?
C40 C41 C46 C45 -176.61(12) . . . . ?
C41 C42 C43 C44 1.2(2) . . . . ?
C42 C41 C46 C33 178.34(12) . . . . ?
C42 C41 C46 C45 0.63(19) . . . . ?
C42 C43 C44 C45 0.7(2) . . . . ?
C43 C44 C45 C46 -2.0(2) . . . . ?
C44 C45 C46 C33 -176.28(13) . . . . ?
C44 C45 C46 C41 1.3(2) . . . . ?
C46 C33 C34 C35 178.64(12) . . . . ?
C46 C33 C34 C39 -1.29(18) . . . . ?
C46 C41 C42 C43 -1.9(2) . . . . ?
