#------------------------------------------------------------------------------
#$Date: 2025-09-10 03:51:48 +0300 (Wed, 10 Sep 2025) $
#$Revision: 302082 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/39/7063997.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_7063997
loop_
_publ_author_name
'Ou, Tao'
'Kong, Lingxu'
'Song, Changsen'
'Shang, Bingyan'
'Yang, Jingjing'
'Zuo, Jinxin'
'Di, Feifan'
'Yan, Maocai'
'Ding, Lin'
'Li, Ruiji'
_publ_section_title
;
 Synthesis and photochromic modulation of aromaticity in dinaphthylethene
 derivatives
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/D5NJ03137K
_journal_year                    2025
_chemical_formula_moiety         'C30 H21 S'
_chemical_formula_sum            'C27 H21 Cl N3 S0.5'
_chemical_formula_weight         438.95
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2025-05-17
_audit_creation_method
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_audit_update_record
;
2025-08-03 deposited with the CCDC.	2025-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                113.27(4)
_cell_angle_beta                 102.05(4)
_cell_angle_gamma                107.42(3)
_cell_formula_units_Z            2
_cell_length_a                   10.431(4)
_cell_length_b                   11.026(4)
_cell_length_c                   11.802(6)
_cell_measurement_reflns_used    2828
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.9330
_cell_measurement_theta_min      2.1940
_cell_volume                     1103.8(11)
_computing_cell_refinement       'CrysAlisPro 1.171.43.141a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.141a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.141a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.774
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     73.00  99.00   0.50   25.21    --   20.00  54.00 134.19   52
  2  ω    -74.00 -33.00   0.50   25.21    --   20.00  54.00  90.00   82
  3  ω    -24.00  56.00   0.50   25.21    --   20.00  54.00  90.00  160
  4  ω    -73.00   4.00   0.50   25.21    --   20.00  54.00   0.00  154
  5  ω     21.00  77.00   0.50   25.21    --   20.00  54.00   0.00  112
  6  ω    -72.00  59.00   0.50   25.21    --   20.00  54.00-150.00  262
  7  ω     75.00 101.00   0.50   25.21    --   20.00  54.00-150.00   52
  8  ω    -72.00 -44.00   0.50   25.21    --   20.00  54.00 -90.00   56
  9  ω     49.00  76.00   0.50   25.21    --   20.00  54.00 -90.00   54
 10  ω    -73.00  54.00   0.50   25.21    --   20.00  54.00-180.00  254
 11  ω     64.00  89.00   0.50   25.21    --   20.00  54.00-180.00   50
 12  ω    -66.00   7.00   0.50   25.21    --   20.00  54.00 -61.50  146
 13  ω     61.00  86.00   0.50   25.21    --   20.00  54.00 -61.50   50
 14  ω    -22.00  50.00   0.50   25.21    --   20.00  54.00  60.00  144
 15  ω    -67.00 -40.00   0.50   25.21    --   20.00  54.00 -30.00   54
 16  ω     -7.00  19.00   0.50   25.21    --   20.00  54.00 -30.00   52
 17  ω     82.00 107.00   0.50   25.21    --   20.00  54.00 -30.00   50
 18  ω    -13.00  12.00   0.50   25.21    --   20.00  54.00 120.00   50
 19  ω     49.00  76.00   0.50   25.21    --   20.00  54.00 120.00   54
 20  ω    -68.00  47.00   0.50   25.21    --   20.00  54.00 134.19  230
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0243433000
_diffrn_orient_matrix_UB_12      -0.0765685000
_diffrn_orient_matrix_UB_13      -0.0378406000
_diffrn_orient_matrix_UB_21      -0.0478226000
_diffrn_orient_matrix_UB_22      -0.0012448000
_diffrn_orient_matrix_UB_23      -0.0533252000
_diffrn_orient_matrix_UB_31      0.0549600000
_diffrn_orient_matrix_UB_32      0.0109578000
_diffrn_orient_matrix_UB_33      -0.0263919000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1070
_diffrn_reflns_av_unetI/netI     0.1091
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.774
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15617
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.774
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.104
_diffrn_reflns_theta_min         2.025
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.240
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.141a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             458
_refine_diff_density_max         1.172
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.349
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         5988
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.349
_refine_ls_R_factor_all          0.2744
_refine_ls_R_factor_gt           0.1672
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4112
_refine_ls_wR_factor_ref         0.4725
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2653
_reflns_number_total             5988
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nj03137k2.cif
_cod_data_source_block           ot4a__auto
_cod_original_cell_volume        1103.9(9)
_cod_original_formula_sum        'C27 H21 Cl N3 S0.50'
_cod_database_code               7063997
_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.
;
_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:
 C3(H3), C10(H10), C6(H6), C9(H9), C14(H14), C17(H17), C21(H21), C16(H16),
 C22(H22), C5(H5), C15(H15), C4(H4), C27(H27), C28(H28), C26(H26)
2.b Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C30(H30A,H30B,H30C)
;
_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 4.536
_oxdiff_exptl_absorpt_empirical_full_min 0.474
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
S12 S 0.71705(17) 0.8740(2) 0.91426(18) 0.0758(7) Uani 1 1 d . . . . .
C2 C 0.4162(5) 0.5605(6) 0.8424(6) 0.0520(14) Uani 1 1 d . . . . .
C7 C 0.3300(6) 0.4842(6) 0.8949(6) 0.0556(16) Uani 1 1 d . . . . .
C13 C 0.7440(6) 0.9531(6) 0.8112(6) 0.0526(14) Uani 1 1 d . . . . .
C11 C 0.5291(5) 0.7924(5) 0.8332(5) 0.0470(13) Uani 1 1 d . . . . .
C1 C 0.4388(5) 0.7087(6) 0.8834(5) 0.0460(13) Uani 1 1 d . . . . .
C18 C 0.6125(6) 0.9163(6) 0.7205(6) 0.0588(15) Uani 1 1 d . . . . .
C8 C 0.2709(6) 0.5550(8) 0.9841(7) 0.0675(18) Uani 1 1 d . . . . .
C3 C 0.4747(7) 0.4887(7) 0.7537(6) 0.0627(16) Uani 1 1 d . . . . .
H3 H 0.527737 0.537602 0.718477 0.075 Uiso 1 1 calc R U . . .
C24 C 0.1094(7) 0.6525(7) 0.4765(6) 0.0633(18) Uani 1 1 d . . . . .
C10 C 0.3785(7) 0.7707(7) 0.9657(7) 0.0655(17) Uani 1 1 d . . . . .
H10 H 0.391700 0.866022 0.989863 0.079 Uiso 1 1 calc R U . . .
C19 C 0.4901(6) 0.8251(7) 0.7367(6) 0.0709(19) Uani 1 1 d . . . . .
C6 C 0.3112(7) 0.3366(8) 0.8523(8) 0.079(2) Uani 1 1 d . . . . .
H6 H 0.256598 0.283105 0.883415 0.095 Uiso 1 1 calc R U . . .
C9 C 0.2950(8) 0.6948(8) 1.0170(7) 0.0750(19) Uani 1 1 d . . . . .
H9 H 0.255679 0.741854 1.074667 0.090 Uiso 1 1 calc R U . . .
C14 C 0.8744(7) 1.0435(8) 0.8162(8) 0.079(2) Uani 1 1 d . . . . .
H14 H 0.962330 1.068475 0.878567 0.095 Uiso 1 1 calc R U . . .
C17 C 0.6100(8) 0.9698(8) 0.6323(7) 0.089(2) Uani 1 1 d . . . . .
H17 H 0.522191 0.947346 0.571548 0.107 Uiso 1 1 calc R U . . .
C29 C 0.2459(7) 0.6930(9) 0.5556(7) 0.085(3) Uani 1 1 d . . . . .
C21 C 0.2708(9) 0.8948(9) 0.7189(9) 0.082(2) Uani 1 1 d . . . . .
H21 H 0.327417 0.975294 0.802864 0.099 Uiso 1 1 calc R U . . .
C16 C 0.7416(9) 1.0586(8) 0.6350(8) 0.093(3) Uani 1 1 d . . . . .
H16 H 0.740611 1.092387 0.574179 0.111 Uiso 1 1 calc R U . . .
C31 C 0.1789(9) 0.4757(9) 1.0387(9) 0.097(3) Uani 1 1 d . . . . .
H31A H 0.093145 0.394940 0.966871 0.146 Uiso 1 1 calc R U . . .
H31B H 0.152070 0.541532 1.100163 0.146 Uiso 1 1 calc R U . . .
H31C H 0.233195 0.440475 1.083571 0.146 Uiso 1 1 calc R U . . .
C22 C 0.1412(7) 0.8879(8) 0.6646(8) 0.080(2) Uani 1 1 d . . . . .
H22 H 0.114046 0.961256 0.707527 0.095 Uiso 1 1 calc R U . . .
C5 C 0.3703(10) 0.2736(8) 0.7686(10) 0.099(3) Uani 1 1 d . . . . .
H5 H 0.355076 0.177483 0.742839 0.119 Uiso 1 1 calc R U . . .
C15 C 0.8700(8) 1.0949(8) 0.7269(9) 0.084(2) Uani 1 1 d . . . . .
H15 H 0.956024 1.155290 0.729333 0.101 Uiso 1 1 calc R U . . .
C4 C 0.4549(9) 0.3497(8) 0.7190(9) 0.089(2) Uani 1 1 d . . . . .
H4 H 0.496876 0.305005 0.662958 0.107 Uiso 1 1 calc R U . . .
C27 C 0.2145(10) 0.4584(10) 0.3695(9) 0.096(3) Uani 1 1 d . . . . .
H27 H 0.245255 0.387782 0.327515 0.115 Uiso 1 1 calc R U . . .
C28 C 0.3129(12) 0.5734(9) 0.4904(8) 0.101(3) Uani 1 1 d . . . . .
H28 H 0.404986 0.583565 0.530952 0.122 Uiso 1 1 calc R U . . .
C23 C 0.0438(10) 0.7616(13) 0.5358(12) 0.123(4) Uani 1 1 d . . . . .
C20 C 0.3359(9) 0.8018(11) 0.6710(9) 0.114(4) Uani 1 1 d . . . . .
C26 C 0.059(2) 0.4298(17) 0.2931(18) 0.200(9) Uani 1 1 d . . . . .
H26 H -0.002402 0.348068 0.211092 0.240 Uiso 1 1 calc R U . . .
C25 C 0.0253(17) 0.5313(14) 0.3558(10) 0.162(6) Uani 1 1 d . . . . .
C30 C -0.0891(13) 0.7552(15) 0.4806(13) 0.155(5) Uani 1 1 d . . . . .
H30A H -0.125740 0.694206 0.385915 0.233 Uiso 1 1 calc R U . . .
H30B H -0.079782 0.851567 0.501311 0.233 Uiso 1 1 calc R U . . .
H30C H -0.154852 0.715330 0.515989 0.233 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 0.0033 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'
Cl Cl 0.1484 0.1585 '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'
S S 0.1246 0.1234 '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
C11 S12 C13 92.4(3) . . ?
C1 C2 C7 117.8(6) . . ?
C3 C2 C7 119.9(5) . . ?
C3 C2 C1 122.3(5) . . ?
C8 C7 C2 120.5(5) . . ?
C8 C7 C6 123.5(6) . . ?
C6 C7 C2 116.0(6) . . ?
C18 C13 S12 110.1(4) . . ?
C18 C13 C14 121.5(6) . . ?
C14 C13 S12 128.4(5) . . ?
C1 C11 S12 118.2(4) . . ?
C19 C11 S12 111.1(4) . . ?
C19 C11 C1 130.6(5) . . ?
C2 C1 C11 119.6(5) . . ?
C10 C1 C2 119.8(5) . . ?
C10 C1 C11 120.6(5) . . ?
C13 C18 C19 112.0(5) . . ?
C13 C18 C17 119.1(5) . . ?
C17 C18 C19 128.9(6) . . ?
C7 C8 C31 121.1(6) . . ?
C9 C8 C7 118.5(6) . . ?
C9 C8 C31 120.4(7) . . ?
C4 C3 C2 121.2(7) . . ?
C29 C24 C23 113.6(7) . . ?
C29 C24 C25 128.6(11) . . ?
C25 C24 C23 117.8(10) . . ?
C1 C10 C9 121.7(6) . . ?
C11 C19 C18 114.3(5) . . ?
C11 C19 C20 123.5(6) . . ?
C18 C19 C20 120.8(5) . . ?
C5 C6 C7 121.8(7) . . ?
C8 C9 C10 121.7(7) . . ?
C15 C14 C13 118.7(6) . . ?
C18 C17 C16 119.7(7) . . ?
C24 C29 C28 112.6(7) . . ?
C20 C29 C24 134.9(10) . . ?
C20 C29 C28 112.5(8) . . ?
C22 C21 C20 130.9(9) . . ?
C15 C16 C17 120.0(7) . . ?
C21 C22 C23 117.8(8) . . ?
C6 C5 C4 121.6(7) . . ?
C16 C15 C14 121.0(6) . . ?
C3 C4 C5 119.5(8) . . ?
C28 C27 C26 128.9(11) . . ?
C27 C28 C29 111.2(9) . . ?
C22 C23 C24 114.0(7) . . ?
C30 C23 C24 128.5(11) . . ?
C30 C23 C22 117.4(11) . . ?
C29 C20 C19 124.1(11) . . ?
C29 C20 C21 108.8(9) . . ?
C21 C20 C19 127.0(8) . . ?
C25 C26 C27 111.9(17) . . ?
C26 C25 C24 126.8(19) . . ?
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
S12 C13 1.776(6) . ?
S12 C11 1.746(5) . ?
C2 C7 1.446(8) . ?
C2 C1 1.434(8) . ?
C2 C3 1.414(8) . ?
C7 C8 1.417(9) . ?
C7 C6 1.435(10) . ?
C13 C18 1.380(8) . ?
C13 C14 1.398(8) . ?
C11 C1 1.494(7) . ?
C11 C19 1.345(8) . ?
C1 C10 1.340(8) . ?
C18 C19 1.471(8) . ?
C18 C17 1.383(9) . ?
C8 C9 1.358(10) . ?
C8 C31 1.517(9) . ?
C3 C4 1.355(9) . ?
C24 C29 1.354(9) . ?
C24 C23 1.560(13) . ?
C24 C25 1.362(12) . ?
C10 C9 1.418(9) . ?
C19 C20 1.527(11) . ?
C6 C5 1.344(11) . ?
C14 C15 1.380(10) . ?
C17 C16 1.413(10) . ?
C29 C28 1.672(13) . ?
C29 C20 1.295(11) . ?
C21 C22 1.335(10) . ?
C21 C20 1.397(13) . ?
C16 C15 1.364(11) . ?
C22 C23 1.455(13) . ?
C5 C4 1.409(12) . ?
C27 C28 1.370(12) . ?
C27 C26 1.55(2) . ?
C23 C30 1.371(14) . ?
C26 C25 1.270(18) . ?
