#------------------------------------------------------------------------------
#$Date: 2021-10-06 19:00:30 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269741 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/09/7060908.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_7060908
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         'C25 H16 N2 O'
_chemical_formula_sum            'C25 H16 N2 O'
_chemical_formula_weight         360.40
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-10
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-06-11 deposited with the CCDC.	2021-08-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.3480(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.04500(10)
_cell_length_b                   20.4122(2)
_cell_length_c                   17.8760(2)
_cell_measurement_reflns_used    23696
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      78.5020
_cell_measurement_theta_min      3.3180
_cell_volume                     3566.29(7)
_computing_cell_refinement       'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_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 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00   3.00   0.50    0.90    --  -49.47 105.00 123.00  168
  2  ω     18.00  84.00   0.50    0.90    --   49.47-105.00  22.00  132
  3  ω    -81.00 -18.00   0.50    5.00    --  -90.00 105.00 123.00  126
  4  ω   -161.00 -83.00   0.50    5.00    --  -90.00-105.00  22.00  156
  5  ω    105.00 178.00   0.50    5.00    --  111.50 105.00 123.00  146
  6  ω     41.00 107.00   0.50    5.00    --  111.50-105.00  22.00  132
  7  ω    -16.00  24.00   0.50    0.90    --  -49.47  19.00 120.00   80
  8  ω    -59.00  23.00   0.50    0.90    --  -49.47  57.00  90.00  164
  9  ω    -16.00  24.00   0.50    0.90    --  -49.47  19.00 -30.00   80
 10  ω    -16.00  24.00   0.50    0.90    --  -49.47  19.00 150.00   80
 11  ω    -16.00  24.00   0.50    0.90    --  -49.47  19.00 -60.00   80
 12  ω    -16.00  24.00   0.50    0.90    --  -49.47  19.00-180.00   80
 13  ω   -121.00 -37.00   0.50    0.90    --  -49.47 -57.00   0.00  168
 14  ω    -16.00  24.00   0.50    0.90    --  -49.47  19.00  30.00   80
 15  ω     34.00  95.00   0.50    0.90    --   49.47-125.00  90.00  122
 16  ω   -162.00 -82.00   0.50    5.00    --  -90.00 -30.00  30.00  160
 17  ω    -65.00 -18.00   0.50    5.00    --  -90.00  61.00 -60.00   94
 18  ω    -65.00 -18.00   0.50    5.00    --  -90.00  61.00  90.00   94
 19  ω    -65.00 -18.00   0.50    5.00    --  -90.00  61.00 150.00   94
 20  ω   -161.00 -71.00   0.50    5.00    --  -90.00 -73.00  73.76  180
 21  ω     95.00 178.00   0.50    5.00    --  111.50 125.00-180.00  166
 22  ω    104.00 178.00   0.50    5.00    --  111.50  15.00 -30.00  148
 23  ω     41.00 106.00   0.50    5.00    --  111.50 -93.00  45.28  130
 24  ω    104.00 178.00   0.50    5.00    --  111.50  15.00 120.00  148
 25  ω     41.00  79.00   0.50    5.00    --  111.50 -61.00 -30.00   76
 26  ω     41.00 111.00   0.50    5.00    --  111.50-125.00  60.00  140
 27  ω     97.00 178.00   0.50    5.00    --  111.50  61.00-120.00  162
 28  ω     41.00 105.00   0.50    5.00    --  111.50 -94.00 -30.00  128
 29  ω     41.00 111.00   0.50    5.00    --  111.50-125.00   0.00  140
 30  ω     91.00 178.00   0.50    5.00    --  111.50  77.00  60.00  174
 31  ω     41.00  79.00   0.50    5.00    --  111.50 -61.00 -60.00   76
 32  ω     41.00 105.00   0.50    5.00    --  111.50 -94.00 -60.00  128
 33  ω     41.00 105.00   0.50    5.00    --  111.50 -94.00  90.00  128
 34  ω     41.00 105.00   0.50    5.00    --  111.50 -94.00 120.00  128
 35  ω     97.00 178.00   0.50    5.00    --  111.50  61.00-180.00  162
 36  ω     97.00 178.00   0.50    5.00    --  111.50  61.00 -30.00  162
 37  ω     41.00  79.00   0.50    5.00    --  111.50 -61.00 -90.00   76
 38  ω     41.00  79.00   0.50    5.00    --  111.50 -61.00  90.00   76
 39  ω     41.00 105.00   0.50    5.00    --  111.50 -94.00-150.00  128
 40  ω     41.00 111.00   0.50    5.00    --  111.50-125.00 -60.00  140
 41  ω    102.00 178.00   0.50    5.00    --  111.50  45.00 -90.00  152
 42  ω     41.00  79.00   0.50    5.00    --  111.50 -61.00 120.00   76
 43  ω     41.00 106.00   0.50    5.00    --  111.50-100.00 -98.38  130
 44  ω     97.00 178.00   0.50    5.00    --  111.50  61.00 -60.00  162
 45  ω     95.00 178.00   0.50    5.00    --  111.50 125.00-150.00  166
 46  ω     41.00 105.00   0.50    5.00    --  111.50 -94.00 150.00  128
 47  ω     41.00 111.00   0.50    5.00    --  111.50-125.00 -90.00  140
 48  ω     41.00 111.00   0.50    5.00    --  111.50-125.00 -30.00  140
 49  ω     41.00 105.00   0.50    5.00    --  111.50 -94.00-180.00  128
 50  ω     41.00  79.00   0.50    5.00    --  111.50 -61.00-180.00   76
 51  ω     41.00 105.00   0.50    5.00    --  111.50 -94.00  30.00  128
 52  ω     45.00  94.00   0.50    5.00    --  111.50 -94.00  60.00   98
 53  ω    102.00 177.00   0.50    5.00    --  111.50  45.00-150.00  150
;
_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      0.1466111000
_diffrn_orient_matrix_UB_12      0.0213602000
_diffrn_orient_matrix_UB_13      -0.0011739000
_diffrn_orient_matrix_UB_21      -0.0311339000
_diffrn_orient_matrix_UB_22      0.0696066000
_diffrn_orient_matrix_UB_23      0.0245490000
_diffrn_orient_matrix_UB_31      0.0488230000
_diffrn_orient_matrix_UB_32      -0.0197657000
_diffrn_orient_matrix_UB_33      0.0851156000
_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  0.0699
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            88647
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.786
_diffrn_reflns_theta_min         3.338
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.652
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57292
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.96a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.194
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.059
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         7713
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0663
_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)+(0.1337P)²+0.5485P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1790
_refine_ls_wR_factor_ref         0.1918
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6200
_reflns_number_total             7713
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj03044b2.cif
_cod_data_source_block           py-bc
_cod_depositor_comments
'Adding full bibliography for 7060907--7060910.cif.'
_cod_database_code               7060908
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C25H16N2O
_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   0.884
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C33(H33)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C11(H11), C12(H12), C14(H14),
 C15(H15), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C28(H28), C29(H29),
  C30(H30), C31(H31), C32(H32), C36(H36), C37(H37), C39(H39), C40(H40),
 C42(H42), C43(H43), C44(H44), C46(H46), C47(H47)
;
_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 1.696
_oxdiff_exptl_absorpt_empirical_full_min 0.457
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
O1 O 0.92985(11) 0.36701(6) 0.29193(7) 0.0345(3) Uani 1 1 d . . . . .
N1 N 0.70427(12) 0.38629(6) 0.27475(7) 0.0278(3) Uani 1 1 d . . . . .
H1 H 0.628(2) 0.3757(10) 0.2874(11) 0.038(5) Uiso 1 1 d . . . . .
N2 N 0.61013(16) 0.36521(7) 0.08453(8) 0.0398(3) Uani 1 1 d . . . . .
C1 C 0.82021(14) 0.35484(7) 0.30897(8) 0.0267(3) Uani 1 1 d . . . . .
C2 C 0.80905(14) 0.30441(7) 0.36763(8) 0.0278(3) Uani 1 1 d . . . . .
C3 C 0.70348(15) 0.30356(8) 0.40656(9) 0.0321(3) Uani 1 1 d . . . . .
H3 H 0.634742 0.336462 0.396809 0.038 Uiso 1 1 calc R U . . .
C4 C 0.69965(17) 0.25433(9) 0.45960(9) 0.0368(4) Uani 1 1 d . . . . .
H4 H 0.629510 0.254315 0.487295 0.044 Uiso 1 1 calc R U . . .
C5 C 0.79803(18) 0.20495(9) 0.47245(9) 0.0379(4) Uani 1 1 d . . . . .
H5 H 0.793789 0.170854 0.507997 0.045 Uiso 1 1 calc R U . . .
C6 C 0.90199(17) 0.20564(8) 0.43334(9) 0.0357(4) Uani 1 1 d . . . . .
H6 H 0.968887 0.171879 0.441865 0.043 Uiso 1 1 calc R U . . .
C7 C 0.90853(15) 0.25546(8) 0.38187(9) 0.0311(3) Uani 1 1 d . . . . .
H7 H 0.981253 0.256332 0.356058 0.037 Uiso 1 1 calc R U . . .
C8 C 0.70271(15) 0.43177(7) 0.21150(8) 0.0284(3) Uani 1 1 d . . . . .
H8 H 0.799449 0.444538 0.213104 0.034 Uiso 1 1 calc R U . . .
C9 C 0.64896(16) 0.39610(8) 0.13842(9) 0.0323(3) Uani 1 1 d . . . . .
C10 C 0.62358(15) 0.49365(7) 0.21914(8) 0.0282(3) Uani 1 1 d . . . . .
C11 C 0.49480(16) 0.50529(8) 0.17261(9) 0.0311(3) Uani 1 1 d . . . . .
H11 H 0.455434 0.473983 0.134598 0.037 Uiso 1 1 calc R U . . .
C12 C 0.42231(16) 0.56178(8) 0.18050(9) 0.0317(3) Uani 1 1 d . . . . .
H12 H 0.335613 0.569398 0.146850 0.038 Uiso 1 1 calc R U . . .
C13 C 0.47616(15) 0.60750(7) 0.23765(9) 0.0293(3) Uani 1 1 d . . . . .
C14 C 0.40303(16) 0.66608(8) 0.24835(9) 0.0327(3) Uani 1 1 d . . . . .
H14 H 0.317892 0.675371 0.213963 0.039 Uiso 1 1 calc R U . . .
C15 C 0.45330(17) 0.70816(8) 0.30650(9) 0.0336(3) Uani 1 1 d . . . . .
H15 H 0.401882 0.746009 0.312713 0.040 Uiso 1 1 calc R U . . .
C16 C 0.58262(16) 0.69681(7) 0.35895(9) 0.0314(3) Uani 1 1 d . . . . .
C17 C 0.63546(18) 0.73870(8) 0.42067(10) 0.0357(4) Uani 1 1 d . . . . .
H17 H 0.583482 0.775504 0.429752 0.043 Uiso 1 1 calc R U . . .
C18 C 0.76253(18) 0.72710(8) 0.46859(10) 0.0376(4) Uani 1 1 d . . . . .
H18 H 0.796831 0.756047 0.510190 0.045 Uiso 1 1 calc R U . . .
C19 C 0.84009(17) 0.67393(8) 0.45664(9) 0.0353(4) Uani 1 1 d . . . . .
H19 H 0.927936 0.667242 0.489464 0.042 Uiso 1 1 calc R U . . .
C20 C 0.79074(16) 0.62975(8) 0.39671(9) 0.0313(3) Uani 1 1 d . . . . .
C21 C 0.86746(16) 0.57413(8) 0.38248(9) 0.0318(3) Uani 1 1 d . . . . .
H21 H 0.957038 0.567661 0.413360 0.038 Uiso 1 1 calc R U . . .
C22 C 0.81651(15) 0.53036(7) 0.32637(9) 0.0296(3) Uani 1 1 d . . . . .
H22 H 0.869826 0.493356 0.319529 0.036 Uiso 1 1 calc R U . . .
C23 C 0.68275(15) 0.53901(7) 0.27688(8) 0.0273(3) Uani 1 1 d . . . . .
C24 C 0.60661(15) 0.59565(7) 0.28694(8) 0.0276(3) Uani 1 1 d . . . . .
C25 C 0.66009(15) 0.64085(7) 0.34738(8) 0.0286(3) Uani 1 1 d . . . . .
O2 O 0.42860(11) 0.37524(6) 0.28634(7) 0.0361(3) Uani 1 1 d . . . . .
N3 N 0.20501(13) 0.35561(6) 0.27718(8) 0.0298(3) Uani 1 1 d . . . . .
H3A H 0.128(2) 0.3675(11) 0.2912(12) 0.045(6) Uiso 1 1 d . . . . .
N4 N 0.10353(18) 0.37067(8) 0.08562(9) 0.0452(4) Uani 1 1 d . . . . .
C26 C 0.32217(14) 0.38811(7) 0.30670(8) 0.0283(3) Uani 1 1 d . . . . .
C27 C 0.31568(15) 0.44072(7) 0.36345(9) 0.0298(3) Uani 1 1 d . . . . .
C28 C 0.21374(16) 0.44368(8) 0.40456(9) 0.0340(3) Uani 1 1 d . . . . .
H28 H 0.146192 0.410297 0.398485 0.041 Uiso 1 1 calc R U . . .
C29 C 0.21108(18) 0.49534(9) 0.45424(9) 0.0387(4) Uani 1 1 d . . . . .
H29 H 0.142333 0.496898 0.482852 0.046 Uiso 1 1 calc R U . . .
C30 C 0.3076(2) 0.54473(9) 0.46266(10) 0.0421(4) Uani 1 1 d . . . . .
H30 H 0.303982 0.580411 0.496256 0.051 Uiso 1 1 calc R U . . .
C31 C 0.40942(19) 0.54217(9) 0.42210(10) 0.0405(4) Uani 1 1 d . . . . .
H31 H 0.475617 0.576144 0.427613 0.049 Uiso 1 1 calc R U . . .
C32 C 0.41436(16) 0.48984(8) 0.37345(9) 0.0339(3) Uani 1 1 d . . . . .
H32 H 0.485677 0.487467 0.346691 0.041 Uiso 1 1 calc R U . . .
C33 C 0.19878(15) 0.30817(8) 0.21552(9) 0.0304(3) Uani 1 1 d . . . . .
H33 H 0.294380 0.293807 0.216582 0.036 Uiso 1 1 calc R U . . .
C34 C 0.14430(17) 0.34178(8) 0.14125(9) 0.0349(3) Uani 1 1 d . . . . .
C35 C 0.11615(15) 0.24763(8) 0.22547(9) 0.0306(3) Uani 1 1 d . . . . .
C36 C -0.01216(16) 0.23640(8) 0.17783(10) 0.0339(3) Uani 1 1 d . . . . .
H36 H -0.049297 0.267197 0.138733 0.041 Uiso 1 1 calc R U . . .
C37 C -0.08678(16) 0.18090(8) 0.18653(10) 0.0349(4) Uani 1 1 d . . . . .
H37 H -0.173684 0.173831 0.152871 0.042 Uiso 1 1 calc R U . . .
C38 C -0.03554(16) 0.13528(8) 0.24426(9) 0.0325(3) Uani 1 1 d . . . . .
C39 C -0.10986(17) 0.07715(8) 0.25449(10) 0.0370(4) Uani 1 1 d . . . . .
H39 H -0.195750 0.068690 0.220410 0.044 Uiso 1 1 calc R U . . .
C40 C -0.06005(18) 0.03428(8) 0.31160(10) 0.0383(4) Uani 1 1 d . . . . .
H40 H -0.112005 -0.003564 0.317113 0.046 Uiso 1 1 calc R U . . .
C41 C 0.06981(17) 0.04461(8) 0.36422(10) 0.0349(3) Uani 1 1 d . . . . .
C42 C 0.12254(19) 0.00093(8) 0.42389(10) 0.0397(4) Uani 1 1 d . . . . .
H42 H 0.070476 -0.036319 0.431437 0.048 Uiso 1 1 calc R U . . .
C43 C 0.2499(2) 0.01140(9) 0.47215(10) 0.0431(4) Uani 1 1 d . . . . .
H43 H 0.284697 -0.018938 0.512193 0.052 Uiso 1 1 calc R U . . .
C44 C 0.32706(19) 0.06555(9) 0.46265(10) 0.0395(4) Uani 1 1 d . . . . .
H44 H 0.414570 0.071873 0.495981 0.047 Uiso 1 1 calc R U . . .
C45 C 0.27728(17) 0.11134(8) 0.40418(9) 0.0331(3) Uani 1 1 d . . . . .
C46 C 0.35432(16) 0.16755(8) 0.39192(9) 0.0328(3) Uani 1 1 d . . . . .
H46 H 0.442561 0.174333 0.424265 0.039 Uiso 1 1 calc R U . . .
C47 C 0.30525(16) 0.21131(8) 0.33564(9) 0.0312(3) Uani 1 1 d . . . . .
H47 H 0.359306 0.248267 0.329607 0.037 Uiso 1 1 calc R U . . .
C48 C 0.17248(15) 0.20309(7) 0.28453(9) 0.0294(3) Uani 1 1 d . . . . .
C49 C 0.09469(16) 0.14656(7) 0.29422(9) 0.0301(3) Uani 1 1 d . . . . .
C50 C 0.14710(16) 0.10107(8) 0.35417(9) 0.0309(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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 4 -10 0.0738
0 -3 11 0.0243
-5 3 8 0.0567
4 2 -11 0.0797
-5 -2 9 0.0466
1 -3 11 0.0223
6 -1 -3 0.0950
0 11 -6 0.0435
-1 -13 4 0.0176
3 -7 -9 0.0642
3 -9 4 0.0395
1 -12 -4 0.0484
1 -10 7 0.0176
3 -3 9 0.0371
5 8 -2 0.0747
1 13 2 0.0279
0 11 6 0.0194
0 13 -2 0.0416
-5 -9 3 0.0665
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 118.9(14) . . ?
C1 N1 C8 120.55(12) . . ?
C8 N1 H1 120.1(13) . . ?
O1 C1 N1 121.31(14) . . ?
O1 C1 C2 121.91(13) . . ?
N1 C1 C2 116.78(13) . . ?
C3 C2 C1 123.21(13) . . ?
C7 C2 C1 117.11(13) . . ?
C7 C2 C3 119.66(14) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.56(15) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.39(15) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.90(15) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 120.05(15) . . ?
C7 C6 H6 120.0 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.41(15) . . ?
C6 C7 H7 119.8 . . ?
N1 C8 H8 107.9 . . ?
N1 C8 C9 107.83(12) . . ?
N1 C8 C10 111.85(12) . . ?
C9 C8 H8 107.9 . . ?
C9 C8 C10 113.36(12) . . ?
C10 C8 H8 107.9 . . ?
N2 C9 C8 175.85(17) . . ?
C11 C10 C8 121.65(13) . . ?
C11 C10 C23 120.19(14) . . ?
C23 C10 C8 118.14(13) . . ?
C10 C11 H11 119.3 . . ?
C10 C11 C12 121.32(14) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.36(14) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C14 121.92(14) . . ?
C12 C13 C24 119.06(14) . . ?
C24 C13 C14 119.02(14) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.21(14) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 119.3 . . ?
C14 C15 C16 121.37(14) . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 122.54(15) . . ?
C17 C16 C25 118.95(15) . . ?
C25 C16 C15 118.51(14) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.74(15) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.76(15) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.77(15) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 C21 122.56(14) . . ?
C19 C20 C25 119.04(15) . . ?
C25 C20 C21 118.40(14) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 122.02(14) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 120.97(14) . . ?
C23 C22 H22 119.5 . . ?
C10 C23 C22 123.01(14) . . ?
C10 C23 C24 118.58(13) . . ?
C24 C23 C22 118.41(13) . . ?
C13 C24 C25 119.41(14) . . ?
C23 C24 C13 120.43(14) . . ?
C23 C24 C25 120.15(13) . . ?
C16 C25 C24 120.37(14) . . ?
C20 C25 C16 119.70(14) . . ?
C20 C25 C24 119.93(14) . . ?
C26 N3 H3A 119.2(14) . . ?
C26 N3 C33 120.27(13) . . ?
C33 N3 H3A 120.0(14) . . ?
O2 C26 N3 121.15(14) . . ?
O2 C26 C27 122.10(13) . . ?
N3 C26 C27 116.75(13) . . ?
C28 C27 C26 122.95(14) . . ?
C32 C27 C26 117.71(14) . . ?
C32 C27 C28 119.31(15) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 119.83(15) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.60(16) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 119.98(16) . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.71(16) . . ?
C32 C31 H31 120.1 . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.54(16) . . ?
C31 C32 H32 119.7 . . ?
N3 C33 H33 107.9 . . ?
N3 C33 C34 108.20(13) . . ?
N3 C33 C35 112.36(12) . . ?
C34 C33 H33 107.9 . . ?
C34 C33 C35 112.45(13) . . ?
C35 C33 H33 107.9 . . ?
N4 C34 C33 176.64(17) . . ?
C36 C35 C33 121.07(14) . . ?
C36 C35 C48 120.51(14) . . ?
C48 C35 C33 118.42(13) . . ?
C35 C36 H36 119.5 . . ?
C37 C36 C35 120.98(15) . . ?
C37 C36 H36 119.5 . . ?
C36 C37 H37 119.6 . . ?
C36 C37 C38 120.72(14) . . ?
C38 C37 H37 119.6 . . ?
C37 C38 C39 122.09(15) . . ?
C37 C38 C49 118.99(15) . . ?
C49 C38 C39 118.92(15) . . ?
C38 C39 H39 119.4 . . ?
C40 C39 C38 121.27(15) . . ?
C40 C39 H39 119.4 . . ?
C39 C40 H40 119.3 . . ?
C39 C40 C41 121.46(15) . . ?
C41 C40 H40 119.3 . . ?
C42 C41 C40 122.21(16) . . ?
C42 C41 C50 119.42(16) . . ?
C50 C41 C40 118.38(15) . . ?
C41 C42 H42 119.7 . . ?
C43 C42 C41 120.66(16) . . ?
C43 C42 H42 119.7 . . ?
C42 C43 H43 119.7 . . ?
C44 C43 C42 120.68(17) . . ?
C44 C43 H43 119.7 . . ?
C43 C44 H44 119.7 . . ?
C43 C44 C45 120.65(16) . . ?
C45 C44 H44 119.7 . . ?
C44 C45 C46 122.40(15) . . ?
C44 C45 C50 119.23(15) . . ?
C50 C45 C46 118.36(15) . . ?
C45 C46 H46 119.1 . . ?
C47 C46 C45 121.86(14) . . ?
C47 C46 H46 119.1 . . ?
C46 C47 H47 119.3 . . ?
C46 C47 C48 121.35(15) . . ?
C48 C47 H47 119.3 . . ?
C35 C48 C47 123.53(14) . . ?
C35 C48 C49 118.46(14) . . ?
C49 C48 C47 118.01(14) . . ?
C38 C49 C48 120.32(15) . . ?
C38 C49 C50 119.59(14) . . ?
C50 C49 C48 120.08(14) . . ?
C45 C50 C41 119.35(15) . . ?
C45 C50 C49 120.31(14) . . ?
C49 C50 C41 120.34(14) . . ?
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 1.2338(18) . ?
N1 H1 0.88(2) . ?
N1 C1 1.3466(18) . ?
N1 C8 1.4604(19) . ?
N2 C9 1.142(2) . ?
C1 C2 1.492(2) . ?
C2 C3 1.396(2) . ?
C2 C7 1.394(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.393(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.383(2) . ?
C7 H7 0.9500 . ?
C8 H8 1.0000 . ?
C8 C9 1.484(2) . ?
C8 C10 1.515(2) . ?
C10 C11 1.387(2) . ?
C10 C23 1.412(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.388(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.397(2) . ?
C13 C14 1.439(2) . ?
C13 C24 1.421(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.353(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.435(2) . ?
C16 C17 1.400(2) . ?
C16 C25 1.424(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.400(2) . ?
C20 C21 1.428(2) . ?
C20 C25 1.420(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.352(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.439(2) . ?
C23 C24 1.420(2) . ?
C24 C25 1.428(2) . ?
O2 C26 1.2344(18) . ?
N3 H3A 0.90(2) . ?
N3 C26 1.3479(19) . ?
N3 C33 1.4576(19) . ?
N4 C34 1.147(2) . ?
C26 C27 1.489(2) . ?
C27 C28 1.393(2) . ?
C27 C32 1.392(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.383(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.382(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.385(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.385(2) . ?
C32 H32 0.9500 . ?
C33 H33 1.0000 . ?
C33 C34 1.482(2) . ?
C33 C35 1.522(2) . ?
C35 C36 1.390(2) . ?
C35 C48 1.409(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.387(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.397(2) . ?
C38 C39 1.436(2) . ?
C38 C49 1.422(2) . ?
C39 H39 0.9500 . ?
C39 C40 1.350(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.437(2) . ?
C41 C42 1.397(2) . ?
C41 C50 1.424(2) . ?
C42 H42 0.9500 . ?
C42 C43 1.385(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.383(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.405(2) . ?
C45 C46 1.429(2) . ?
C45 C50 1.419(2) . ?
C46 H46 0.9500 . ?
C46 C47 1.351(2) . ?
C47 H47 0.9500 . ?
C47 C48 1.442(2) . ?
C48 C49 1.427(2) . ?
C49 C50 1.424(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 0.88(2) 1.99(2) 2.8331(16) 159.3(19) . yes
N3 H3A O1 0.90(2) 1.99(2) 2.8460(16) 158(2) 1_455 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 158.29(15) . . . . ?
O1 C1 C2 C7 -23.2(2) . . . . ?
N1 C1 C2 C3 -22.3(2) . . . . ?
N1 C1 C2 C7 156.25(13) . . . . ?
N1 C8 C10 C11 -106.14(16) . . . . ?
N1 C8 C10 C23 72.06(17) . . . . ?
C1 N1 C8 C9 97.78(15) . . . . ?
C1 N1 C8 C10 -136.93(13) . . . . ?
C1 C2 C3 C4 179.13(14) . . . . ?
C1 C2 C7 C6 -177.56(13) . . . . ?
C2 C3 C4 C5 -1.8(2) . . . . ?
C3 C2 C7 C6 1.0(2) . . . . ?
C3 C4 C5 C6 1.4(2) . . . . ?
C4 C5 C6 C7 0.3(2) . . . . ?
C5 C6 C7 C2 -1.5(2) . . . . ?
C7 C2 C3 C4 0.7(2) . . . . ?
C8 N1 C1 O1 5.4(2) . . . . ?
C8 N1 C1 C2 -174.06(12) . . . . ?
C8 C10 C11 C12 179.31(14) . . . . ?
C8 C10 C23 C22 2.6(2) . . . . ?
C8 C10 C23 C24 -177.02(12) . . . . ?
C9 C8 C10 C11 16.0(2) . . . . ?
C9 C8 C10 C23 -165.75(13) . . . . ?
C10 C11 C12 C13 -2.1(2) . . . . ?
C10 C23 C24 C13 -2.6(2) . . . . ?
C10 C23 C24 C25 176.69(13) . . . . ?
C11 C10 C23 C22 -179.15(14) . . . . ?
C11 C10 C23 C24 1.2(2) . . . . ?
C11 C12 C13 C14 -178.98(14) . . . . ?
C11 C12 C13 C24 0.7(2) . . . . ?
C12 C13 C14 C15 176.48(15) . . . . ?
C12 C13 C24 C23 1.7(2) . . . . ?
C12 C13 C24 C25 -177.61(13) . . . . ?
C13 C14 C15 C16 1.2(2) . . . . ?
C13 C24 C25 C16 0.9(2) . . . . ?
C13 C24 C25 C20 -179.60(13) . . . . ?
C14 C13 C24 C23 -178.65(13) . . . . ?
C14 C13 C24 C25 2.0(2) . . . . ?
C14 C15 C16 C17 -178.42(15) . . . . ?
C14 C15 C16 C25 1.8(2) . . . . ?
C15 C16 C17 C18 -178.03(15) . . . . ?
C15 C16 C25 C20 177.66(14) . . . . ?
C15 C16 C25 C24 -2.9(2) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C17 C16 C25 C20 -2.1(2) . . . . ?
C17 C16 C25 C24 177.36(13) . . . . ?
C17 C18 C19 C20 -1.3(3) . . . . ?
C18 C19 C20 C21 -179.88(15) . . . . ?
C18 C19 C20 C25 0.9(2) . . . . ?
C19 C20 C21 C22 177.29(15) . . . . ?
C19 C20 C25 C16 0.8(2) . . . . ?
C19 C20 C25 C24 -178.66(14) . . . . ?
C20 C21 C22 C23 1.6(2) . . . . ?
C21 C20 C25 C16 -178.44(14) . . . . ?
C21 C20 C25 C24 2.1(2) . . . . ?
C21 C22 C23 C10 -177.98(14) . . . . ?
C21 C22 C23 C24 1.7(2) . . . . ?
C22 C23 C24 C13 177.72(13) . . . . ?
C22 C23 C24 C25 -3.0(2) . . . . ?
C23 C10 C11 C12 1.1(2) . . . . ?
C23 C24 C25 C16 -178.38(13) . . . . ?
C23 C24 C25 C20 1.1(2) . . . . ?
C24 C13 C14 C15 -3.2(2) . . . . ?
C25 C16 C17 C18 1.7(2) . . . . ?
C25 C20 C21 C22 -3.5(2) . . . . ?
O2 C26 C27 C28 -160.01(15) . . . . ?
O2 C26 C27 C32 22.0(2) . . . . ?
N3 C26 C27 C28 21.2(2) . . . . ?
N3 C26 C27 C32 -156.85(14) . . . . ?
N3 C33 C35 C36 108.27(16) . . . . ?
N3 C33 C35 C48 -71.45(17) . . . . ?
C26 N3 C33 C34 -95.16(16) . . . . ?
C26 N3 C33 C35 140.09(14) . . . . ?
C26 C27 C28 C29 -177.57(14) . . . . ?
C26 C27 C32 C31 176.31(14) . . . . ?
C27 C28 C29 C30 1.0(3) . . . . ?
C28 C27 C32 C31 -1.8(2) . . . . ?
C28 C29 C30 C31 -1.1(3) . . . . ?
C29 C30 C31 C32 -0.3(3) . . . . ?
C30 C31 C32 C27 1.7(3) . . . . ?
C32 C27 C28 C29 0.4(2) . . . . ?
C33 N3 C26 O2 -5.2(2) . . . . ?
C33 N3 C26 C27 173.61(13) . . . . ?
C33 C35 C36 C37 179.41(14) . . . . ?
C33 C35 C48 C47 -0.8(2) . . . . ?
C33 C35 C48 C49 179.59(13) . . . . ?
C34 C33 C35 C36 -14.1(2) . . . . ?
C34 C33 C35 C48 166.17(13) . . . . ?
C35 C36 C37 C38 0.9(3) . . . . ?
C35 C48 C49 C38 1.1(2) . . . . ?
C35 C48 C49 C50 -178.83(13) . . . . ?
C36 C35 C48 C47 179.49(14) . . . . ?
C36 C35 C48 C49 -0.1(2) . . . . ?
C36 C37 C38 C39 -179.62(15) . . . . ?
C36 C37 C38 C49 0.0(2) . . . . ?
C37 C38 C39 C40 -178.60(16) . . . . ?
C37 C38 C49 C48 -1.0(2) . . . . ?
C37 C38 C49 C50 178.89(14) . . . . ?
C38 C39 C40 C41 -0.5(3) . . . . ?
C38 C49 C50 C41 0.0(2) . . . . ?
C38 C49 C50 C45 179.55(14) . . . . ?
C39 C38 C49 C48 178.62(14) . . . . ?
C39 C38 C49 C50 -1.5(2) . . . . ?
C39 C40 C41 C42 179.64(16) . . . . ?
C39 C40 C41 C50 -1.0(2) . . . . ?
C40 C41 C42 C43 178.05(16) . . . . ?
C40 C41 C50 C45 -178.31(14) . . . . ?
C40 C41 C50 C49 1.3(2) . . . . ?
C41 C42 C43 C44 0.5(3) . . . . ?
C42 C41 C50 C45 1.0(2) . . . . ?
C42 C41 C50 C49 -179.36(14) . . . . ?
C42 C43 C44 C45 0.5(3) . . . . ?
C43 C44 C45 C46 -179.32(16) . . . . ?
C43 C44 C45 C50 -0.7(2) . . . . ?
C44 C45 C46 C47 -179.83(15) . . . . ?
C44 C45 C50 C41 -0.1(2) . . . . ?
C44 C45 C50 C49 -179.67(14) . . . . ?
C45 C46 C47 C48 -0.5(2) . . . . ?
C46 C45 C50 C41 178.61(14) . . . . ?
C46 C45 C50 C49 -1.0(2) . . . . ?
C46 C47 C48 C35 179.36(14) . . . . ?
C46 C47 C48 C49 -1.0(2) . . . . ?
C47 C48 C49 C38 -178.56(13) . . . . ?
C47 C48 C49 C50 1.5(2) . . . . ?
C48 C35 C36 C37 -0.9(2) . . . . ?
C48 C49 C50 C41 179.88(13) . . . . ?
C48 C49 C50 C45 -0.5(2) . . . . ?
C49 C38 C39 C40 1.8(2) . . . . ?
C50 C41 C42 C43 -1.3(2) . . . . ?
C50 C45 C46 C47 1.5(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
-1.5968 4.1607 -9.7000 -0.1338 0.1012 -0.9858
0.0758 -3.0646 10.9504 -0.0672 0.0531 0.9963
-5.3303 2.7879 8.2355 -0.7316 0.5622 0.3856
3.5144 2.3934 -10.7281 0.5790 -0.2062 -0.7889
-4.8663 -1.6111 9.3815 -0.7589 0.2697 0.5928
0.5333 -3.4539 10.6403 -0.0081 0.0042 1.0000
6.4988 -0.7114 -3.3268 0.9415 -0.3335 0.0482
0.3490 11.2611 -6.0678 0.2988 0.6240 -0.7220
-0.6443 -12.6029 3.5799 -0.3679 -0.7693 0.5224
3.1775 -6.7906 -9.2831 0.3317 -0.7995 -0.5008
3.2697 -9.4781 4.1563 0.2720 -0.6595 0.7007
0.8899 -12.4345 -3.9549 -0.1305 -0.9903 -0.0474
0.9852 -9.7133 7.0859 -0.0714 -0.5328 0.8432
2.5673 -3.4886 8.8886 0.2914 -0.1046 0.9509
5.0391 8.4090 -1.9210 0.9207 0.3813 -0.0837
1.1071 12.6829 2.2051 0.4306 0.9025 -0.0089
-0.0651 11.2919 5.9346 0.2247 0.9337 0.2788
-0.4879 12.9484 -2.0613 0.2075 0.8659 -0.4552
-4.9068 -8.6500 3.0061 -0.9077 -0.3755 0.1873
