#------------------------------------------------------------------------------
#$Date: 2024-07-28 04:15:10 +0300 (Sun, 28 Jul 2024) $
#$Revision: 293578 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/91/7249131.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_7249131
loop_
_publ_author_name
'Younes, Eyad A.'
'AL-Snaid, Amneh M.'
'Abu-Safieh, Kayed A.'
'Salami, Fatemeh'
'Aljaar, Nayyef'
'Zhao, Yuming'
_publ_section_title
;
 Synthesis and characterization of
 2-(anthracene-9-yl)-4,5-diphenyl-1H-imidazole derivatives as
 environmentally sensitive fluorophores
;
_journal_issue                   32
_journal_name_full               'RSC Advances'
_journal_page_first              23511
_journal_page_last               23519
_journal_paper_doi               10.1039/D4RA03735A
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C45 H28 N2 S2, 2(C H4 O)'
_chemical_formula_sum            'C47 H36 N2 O2 S2'
_chemical_formula_weight         724.90
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2k0pbm
_audit_creation_date             2023-05-15
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-05-08 deposited with the CCDC.	2024-07-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.1980(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.62220(10)
_cell_length_b                   11.89850(10)
_cell_length_c                   19.71010(10)
_cell_measurement_reflns_used    30383
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      78.6580
_cell_measurement_theta_min      4.2300
_cell_volume                     3535.59(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_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(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 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -34.00  24.00   0.50    0.13    --  -48.37  37.00  90.00  116
  2  ω    -34.00  24.00   0.50    0.13    --  -48.37  37.00   0.00  116
  3  ω    -16.00  26.00   0.50    0.13    --  -48.37  19.00 -30.00   84
  4  ω    -34.00  24.00   0.50    0.13    --  -48.37  37.00-120.00  116
  5  ω    -16.00  26.00   0.50    0.13    --  -48.37  19.00-150.00   84
  6  ω     95.00 178.00   0.50    0.51    --  111.50 125.00 -60.00  166
  7  ω     95.00 178.00   0.50    0.51    --  111.50 125.00   0.00  166
  8  ω    101.00 178.00   0.50    0.51    --  111.50  88.00 -35.00  154
  9  ω     90.00 178.00   0.50    0.51    --  111.50  77.00 -90.00  176
 10  ω     90.00 178.00   0.50    0.51    --  111.50  77.00-120.00  176
 11  ω    101.00 178.00   0.50    0.51    --  111.50  45.00-180.00  154
 12  ω     96.00 178.00   0.50    0.51    --  111.50  61.00 -90.00  164
 13  ω    101.00 178.00   0.50    0.51    --  111.50  45.00 -60.00  154
 14  ω    101.00 178.00   0.50    0.51    --  111.50  45.00   0.00  154
 15  ω    101.00 178.00   0.50    0.51    --  111.50  45.00  30.00  154
 16  ω    101.00 178.00   0.50    0.51    --  111.50  30.00  90.00  154
 17  ω    101.00 178.00   0.50    0.51    --  111.50  15.00 120.00  154
 18  ω    101.00 178.00   0.50    0.51    --  111.50  45.00 120.00  154
 19  ω    101.00 178.00   0.50    0.51    --  111.50  30.00  60.00  154
 20  ω    101.00 178.00   0.50    0.51    --  111.50  15.00 -90.00  154
 21  ω    101.00 178.00   0.50    0.51    --  111.50  15.00-180.00  154
 22  ω     40.00  79.00   0.50    0.51    --  111.50 -61.00-120.00   78
 23  ω     40.00  79.00   0.50    0.51    --  111.50 -61.00 -90.00   78
 24  ω     40.00  79.00   0.50    0.51    --  111.50 -61.00 -60.00   78
 25  ω     40.00  79.00   0.50    0.51    --  111.50 -61.00   0.00   78
 26  ω     40.00  79.00   0.50    0.51    --  111.50 -61.00  60.00   78
 27  ω     40.00  79.00   0.50    0.51    --  111.50 -61.00 120.00   78
 28  ω     40.00  79.00   0.50    0.51    --  111.50 -61.00 150.00   78
 29  ω    -25.00  30.00   0.50    0.13    --   48.37 -19.00 120.00  110
 30  ω     34.00  93.00   0.50    0.13    --   48.37-125.00  60.00  118
 31  ω     42.00 111.00   0.50    0.51    --  111.50-125.00   0.00  138
 32  ω     42.00 111.00   0.50    0.51    --  111.50-125.00 -30.00  138
 33  ω     40.00 105.00   0.50    0.51    --  111.50 -94.00 -30.00  130
 34  ω     42.00 111.00   0.50    0.51    --  111.50-125.00 -60.00  138
 35  ω     40.00 105.00   0.50    0.51    --  111.50 -94.00   0.00  130
 36  ω     42.00 111.00   0.50    0.51    --  111.50-125.00 -90.00  138
 37  ω     40.00 105.00   0.50    0.51    --  111.50 -94.00 -90.00  130
 38  ω     42.00 111.00   0.50    0.51    --  111.50-125.00-180.00  138
 39  ω     40.00 105.00   0.50    0.51    --  111.50 -94.00-180.00  130
 40  ω     40.00 138.00   0.50    0.51    --  111.50 -88.00-151.00  196
 41  ω    -21.00  75.00   0.50    0.13    --   48.37 -88.00-151.00  192
 42  ω   -163.00 -79.00   0.50    0.51    --  -90.00 -30.00 120.00  168
 43  ω   -120.00 -71.00   0.50    0.13    --  -48.37 -57.00  60.00   98
 44  ω   -161.00 -76.00   0.50    0.51    --  -90.00 -58.00-106.16  170
 45  ω   -120.00 -27.00   0.50    0.13    --  -48.37 -77.00-150.00  186
 46  ω   -120.00 -34.00   0.50    0.13    --  -48.37 -57.00 -60.00  172
 47  ω    -75.00  24.00   0.50    0.13    --  -48.37  88.00 -35.00  198
 48  ω   -117.00 -18.00   0.50    0.51    --  -90.00  88.00 -35.00  198
 49  ω   -161.00 -83.00   0.50    0.51    --  -90.00 -94.00 150.00  156
 50  ω   -161.00 -79.00   0.50    0.51    --  -90.00 -88.00-151.00  164
;
_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      -0.0367083000
_diffrn_orient_matrix_UB_12      -0.0069021000
_diffrn_orient_matrix_UB_13      0.0652257000
_diffrn_orient_matrix_UB_21      -0.0390285000
_diffrn_orient_matrix_UB_22      -0.1168542000
_diffrn_orient_matrix_UB_23      -0.0236462000
_diffrn_orient_matrix_UB_31      0.0870048000
_diffrn_orient_matrix_UB_32      -0.0553039000
_diffrn_orient_matrix_UB_33      0.0417903000
_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  0.0344
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            43504
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.344
_diffrn_reflns_theta_min         4.383
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.713
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
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    1.362
_exptl_crystal_description       prism
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.168
_exptl_crystal_size_mid          0.087
_exptl_crystal_size_min          0.081
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3815
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0386
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0412P)²+5.5040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.0960
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3713
_reflns_number_total             3815
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ra03735a2.cif
_cod_data_source_block           tba
_cod_database_code               7249131
_shelx_shelxl_version_number     2018/3
_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   0.874
_shelx_estimated_absorpt_t_min   0.762
_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, All O(H) groups
2. Restrained distances
 O1-H1B
 0.84 with sigma of 0.02
 O1-H1A
 0.84 with sigma of 0.02
3. Others
 Fixed Sof: H1(0.5) H1A(0.5) H1B(0.5)
4.a Riding coordinates:
 O1(H1A)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C10(H10), C11(H11), C13(H13),
 C14(H14), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24)
4.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C)
;
_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 1.284
_oxdiff_exptl_absorpt_empirical_full_min 0.841
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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
S1 S 0.51216(2) 0.83811(3) 0.35563(2) 0.02384(11) Uani 1 1 d . . . . .
N1 N 0.30211(8) 0.16597(9) 0.47143(6) 0.0166(2) Uani 1 1 d . . . . .
H1 H 0.341(2) 0.144(3) 0.4579(17) 0.010(8) Uiso 0.5 1 d . . P A 1
C1 C 0.56060(9) 0.72777(12) 0.32142(7) 0.0205(3) Uani 1 1 d . . . . .
C2 C 0.62347(10) 0.73792(13) 0.28265(8) 0.0244(3) Uani 1 1 d . . . . .
H2 H 0.643154 0.809748 0.272039 0.029 Uiso 1 1 calc R U . . .
C3 C 0.65615(10) 0.64119(14) 0.26020(8) 0.0261(3) Uani 1 1 d . . . . .
H3 H 0.698183 0.646186 0.233147 0.031 Uiso 1 1 calc R U . . .
C4 C 0.62785(10) 0.53570(13) 0.27698(8) 0.0244(3) Uani 1 1 d . . . . .
H4 H 0.651547 0.469858 0.261543 0.029 Uiso 1 1 calc R U . . .
C5 C 0.56619(9) 0.52545(12) 0.31552(7) 0.0215(3) Uani 1 1 d . . . . .
H5 H 0.548232 0.453087 0.326833 0.026 Uiso 1 1 calc R U . . .
C6 C 0.52997(9) 0.62243(12) 0.33804(7) 0.0189(3) Uani 1 1 d . . . . .
C7 C 0.46584(9) 0.63459(12) 0.37924(7) 0.0186(3) Uani 1 1 d . . . . .
C8 C 0.45169(10) 0.74503(12) 0.39130(8) 0.0215(3) Uani 1 1 d . . . . .
H8 H 0.411637 0.768704 0.417333 0.026 Uiso 1 1 calc R U . . .
C9 C 0.42029(9) 0.54208(11) 0.40583(7) 0.0176(3) Uani 1 1 d . . . . .
C10 C 0.39700(9) 0.44176(12) 0.36851(7) 0.0190(3) Uani 1 1 d . . . . .
H10 H 0.411773 0.431696 0.325119 0.023 Uiso 1 1 calc R U . . .
C11 C 0.35269(9) 0.35655(11) 0.39361(7) 0.0182(3) Uani 1 1 d . . . . .
H11 H 0.337905 0.289235 0.367212 0.022 Uiso 1 1 calc R U . . .
C12 C 0.32959(8) 0.36836(11) 0.45699(7) 0.0157(3) Uani 1 1 d . . . . .
C13 C 0.35368(9) 0.46797(11) 0.49492(7) 0.0170(3) Uani 1 1 d . . . . .
H13 H 0.339166 0.477845 0.538425 0.020 Uiso 1 1 calc R U . . .
C14 C 0.39846(9) 0.55254(11) 0.46991(7) 0.0179(3) Uani 1 1 d . . . . .
H14 H 0.414622 0.619007 0.496941 0.021 Uiso 1 1 calc R U . . .
C15 C 0.28284(9) 0.27693(11) 0.48232(7) 0.0159(3) Uani 1 1 d . . . . .
C16 C 0.250000 0.10239(16) 0.500000 0.0168(4) Uani 1 2 d S T P . .
C17 C 0.250000 -0.02164(15) 0.500000 0.0153(3) Uani 1 2 d S T P . .
C18 C 0.23336(8) -0.08069(11) 0.43564(7) 0.0160(3) Uani 1 1 d . . . . .
C19 C 0.21350(9) -0.02566(12) 0.36861(7) 0.0204(3) Uani 1 1 d . . . . .
H19 H 0.215551 0.054037 0.366560 0.024 Uiso 1 1 calc R U . . .
C20 C 0.19165(10) -0.08631(14) 0.30764(8) 0.0253(3) Uani 1 1 d . . . . .
H20 H 0.178614 -0.048029 0.263828 0.030 Uiso 1 1 calc R U . . .
C21 C 0.18807(10) -0.20549(14) 0.30855(8) 0.0259(3) Uani 1 1 d . . . . .
H21 H 0.171178 -0.246196 0.265645 0.031 Uiso 1 1 calc R U . . .
C22 C 0.20884(10) -0.26126(12) 0.37089(8) 0.0226(3) Uani 1 1 d . . . . .
H22 H 0.208215 -0.341097 0.371233 0.027 Uiso 1 1 calc R U . . .
C23 C 0.23166(8) -0.20107(11) 0.43605(7) 0.0172(3) Uani 1 1 d . . . . .
C24 C 0.250000 -0.25827(16) 0.500000 0.0187(4) Uani 1 2 d S T P . .
H24 H 0.250001 -0.338111 0.500000 0.022 Uiso 1 2 calc R U P . .
O1 O 0.44952(9) 0.06064(13) 0.44505(9) 0.0481(4) Uani 1 1 d D . . . .
H1A H 0.450481 -0.003889 0.463025 0.072 Uiso 0.5 1 d DR U P B 1
H1B H 0.408(2) 0.094(4) 0.457(2) 0.045(12) Uiso 0.5 1 d D . P C 2
C25 C 0.50642(11) 0.12760(15) 0.41731(11) 0.0357(4) Uani 1 1 d . . . . .
H25A H 0.474575 0.154282 0.370449 0.054 Uiso 1 1 calc R U . . .
H25B H 0.557868 0.083015 0.413884 0.054 Uiso 1 1 calc R U . . .
H25C H 0.526467 0.192169 0.448269 0.054 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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
-9 4 1 0.0602
9 -4 0 0.0330
1 1 -12 0.0651
-1 0 13 0.0700
7 5 1 0.0477
-7 -5 -1 0.0308
-5 6 -4 0.0558
-5 7 1 0.0518
6 -6 1 0.0284
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
C8 S1 C1 90.79(7) . . ?
C15 N1 H1 127(2) . . ?
C16 N1 H1 125(2) . . ?
C16 N1 C15 107.04(12) . . ?
C2 C1 S1 125.91(11) . . ?
C2 C1 C6 122.21(14) . . ?
C6 C1 S1 111.87(11) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.40(14) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.44(14) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.4 . . ?
C5 C4 C3 121.28(15) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.84(13) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C7 111.53(13) . . ?
C5 C6 C1 117.81(13) . . ?
C5 C6 C7 130.63(13) . . ?
C6 C7 C9 126.17(12) . . ?
C8 C7 C6 111.13(12) . . ?
C8 C7 C9 122.70(13) . . ?
S1 C8 H8 122.7 . . ?
C7 C8 S1 114.68(11) . . ?
C7 C8 H8 122.7 . . ?
C10 C9 C7 122.10(12) . . ?
C14 C9 C7 120.53(12) . . ?
C14 C9 C10 117.37(12) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.35(12) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 121.00(12) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 C13 117.86(12) . . ?
C11 C12 C15 119.87(12) . . ?
C13 C12 C15 122.27(12) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.96(12) . . ?
C14 C13 H13 119.5 . . ?
C9 C14 H14 119.3 . . ?
C13 C14 C9 121.44(12) . . ?
C13 C14 H14 119.3 . . ?
N1 C15 C12 120.43(11) . . ?
C15 C15 N1 107.37(7) 2_556 . ?
C15 C15 C12 132.20(7) 2_556 . ?
N1 C16 N1 111.19(17) . 2_556 ?
N1 C16 C17 124.41(8) 2_556 . ?
N1 C16 C17 124.41(8) . . ?
C18 C17 C16 119.81(8) . . ?
C18 C17 C16 119.81(8) 2_556 . ?
C18 C17 C18 120.38(17) . 2_556 ?
C17 C18 C19 122.99(13) . . ?
C17 C18 C23 119.42(12) . . ?
C23 C18 C19 117.52(12) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.87(13) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 119.4 . . ?
C19 C20 C21 121.21(14) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 119.90(14) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.74(14) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C18 119.72(13) . . ?
C24 C23 C18 119.56(13) . . ?
C24 C23 C22 120.70(13) . . ?
C23 C24 C23 121.58(18) 2_556 . ?
C23 C24 H24 119.2 2_556 . ?
C23 C24 H24 119.2 . . ?
C25 O1 H1A 137.3 . . ?
C25 O1 H1B 117(3) . . ?
O1 C25 H25A 109.5 . . ?
O1 C25 H25B 109.5 . . ?
O1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
S1 C1 1.7374(15) . ?
S1 C8 1.7208(14) . ?
N1 H1 0.77(4) . ?
N1 C15 1.3832(17) . ?
N1 C16 1.3388(16) . ?
C1 C2 1.399(2) . ?
C1 C6 1.4105(19) . ?
C2 H2 0.9500 . ?
C2 C3 1.378(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.399(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.380(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.407(2) . ?
C6 C7 1.4529(19) . ?
C7 C8 1.364(2) . ?
C7 C9 1.4792(18) . ?
C8 H8 0.9500 . ?
C9 C10 1.3994(19) . ?
C9 C14 1.3974(19) . ?
C10 H10 0.9500 . ?
C10 C11 1.3897(19) . ?
C11 H11 0.9500 . ?
C11 C12 1.3954(19) . ?
C12 C13 1.3991(19) . ?
C12 C15 1.4688(17) . ?
C13 H13 0.9500 . ?
C13 C14 1.3878(18) . ?
C14 H14 0.9500 . ?
C15 C15 1.383(3) 2_556 ?
C16 C17 1.476(3) . ?
C17 C18 1.4134(16) 2_556 ?
C17 C18 1.4134(16) . ?
C18 C19 1.4338(19) . ?
C18 C23 1.4326(18) . ?
C19 H19 0.9500 . ?
C19 C20 1.366(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.419(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.359(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.4317(19) . ?
C23 C24 1.3945(16) . ?
C24 H24 0.9500 . ?
O1 H1A 0.8441 . ?
O1 H1B 0.838(19) . ?
O1 C25 1.407(2) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
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 O1 0.77(4) 2.04(4) 2.7879(18) 165(3) . yes
O1 H1A O1 0.84 2.17 2.733(3) 124.3 5_656 yes
O1 H1B N1 0.838(19) 1.96(2) 2.7879(18) 172(5) . 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
S1 C1 C2 C3 179.09(12) . . . . ?
S1 C1 C6 C5 -177.89(11) . . . . ?
S1 C1 C6 C7 0.13(15) . . . . ?
N1 C16 C17 C18 122.87(8) . . . 2_556 ?
N1 C16 C17 C18 -57.13(8) 2_556 . . 2_556 ?
N1 C16 C17 C18 -57.13(8) . . . . ?
N1 C16 C17 C18 122.87(8) 2_556 . . . ?
C1 S1 C8 C7 0.19(12) . . . . ?
C1 C2 C3 C4 -1.0(2) . . . . ?
C1 C6 C7 C8 0.01(17) . . . . ?
C1 C6 C7 C9 -179.93(13) . . . . ?
C2 C1 C6 C5 1.3(2) . . . . ?
C2 C1 C6 C7 179.36(13) . . . . ?
C2 C3 C4 C5 0.7(2) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C4 C5 C6 C1 -1.6(2) . . . . ?
C4 C5 C6 C7 -179.20(14) . . . . ?
C5 C6 C7 C8 177.70(14) . . . . ?
C5 C6 C7 C9 -2.2(2) . . . . ?
C6 C1 C2 C3 0.0(2) . . . . ?
C6 C7 C8 S1 -0.15(16) . . . . ?
C6 C7 C9 C10 -33.5(2) . . . . ?
C6 C7 C9 C14 146.79(14) . . . . ?
C7 C9 C10 C11 -178.74(13) . . . . ?
C7 C9 C14 C13 178.30(12) . . . . ?
C8 S1 C1 C2 -179.37(14) . . . . ?
C8 S1 C1 C6 -0.18(11) . . . . ?
C8 C7 C9 C10 146.56(14) . . . . ?
C8 C7 C9 C14 -33.1(2) . . . . ?
C9 C7 C8 S1 179.79(10) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C10 C9 C14 C13 -1.4(2) . . . . ?
C10 C11 C12 C13 -1.0(2) . . . . ?
C10 C11 C12 C15 -179.94(12) . . . . ?
C11 C12 C13 C14 0.52(19) . . . . ?
C11 C12 C15 N1 35.97(19) . . . . ?
C11 C12 C15 C15 -143.54(19) . . . 2_556 ?
C12 C13 C14 C9 0.7(2) . . . . ?
C13 C12 C15 N1 -142.96(13) . . . . ?
C13 C12 C15 C15 37.5(3) . . . 2_556 ?
C14 C9 C10 C11 1.0(2) . . . . ?
C15 N1 C16 N1 0.20(7) . . . 2_556 ?
C15 N1 C16 C17 -179.80(7) . . . . ?
C15 C12 C13 C14 179.47(12) . . . . ?
C16 N1 C15 C12 179.86(10) . . . . ?
C16 N1 C15 C15 -0.51(17) . . . 2_556 ?
C16 C17 C18 C19 -1.89(14) . . . . ?
C16 C17 C18 C23 -178.70(8) . . . . ?
C17 C18 C19 C20 -175.28(12) . . . . ?
C17 C18 C23 C22 175.71(10) . . . . ?
C17 C18 C23 C24 -2.62(16) . . . . ?
C18 C17 C18 C19 178.11(14) 2_556 . . . ?
C18 C17 C18 C23 1.30(8) 2_556 . . . ?
C18 C19 C20 C21 -0.1(2) . . . . ?
C18 C23 C24 C23 1.31(8) . . . 2_556 ?
C19 C18 C23 C22 -1.27(18) . . . . ?
C19 C18 C23 C24 -179.60(10) . . . . ?
C19 C20 C21 C22 -1.7(2) . . . . ?
C20 C21 C22 C23 2.0(2) . . . . ?
C21 C22 C23 C18 -0.5(2) . . . . ?
C21 C22 C23 C24 177.79(12) . . . . ?
C22 C23 C24 C23 -177.00(14) . . . 2_556 ?
C23 C18 C19 C20 1.6(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
-8.8596 3.5157 0.8020 0.3533 -0.0840 -0.9317
8.6323 -3.5051 0.4053 -0.2662 0.0631 0.9618
0.5546 0.6126 -12.4724 -0.8381 0.2017 -0.5068
-1.4619 -0.2618 12.6929 0.8834 -0.2125 0.4177
6.9213 5.2287 1.1121 -0.2176 -0.9074 0.3595
-7.3201 -4.7811 -1.4002 0.2104 0.8775 -0.4310
-4.7534 5.9981 -3.6323 -0.1038 -0.4295 -0.8971
-5.0595 6.6571 0.5412 0.1751 -0.5932 -0.7858
6.3341 -5.6650 1.2245 -0.1135 0.3858 0.9156
