Off-the-shelf thermosalience of anthracene-9-thiocarboxamide.
George, 3rd, Gary C; Kruse, Samantha J.; Forbes, Tori Z.; Hutchins, Kristin M.; Chemical communications (Cambridge, England) 60 (2024) 7697–7700; doi:10.1039/d4cc01765j

data_7133074
_publ_section_title
;
 Off-the-shelf thermosalience of anthracene-9-thiocarboxamide.
;
_journal_issue                   60
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7697
_journal_page_last               7700
_journal_paper_doi               10.1039/d4cc01765j
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C15 H11 N S'
_chemical_formula_sum            'C15 H11 N S'
_chemical_formula_weight         237.31
_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             2023-12-01
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-04-11 deposited with the CCDC.	2024-05-22 downloaded from the CCDC.
;
_cell_angle_alpha                82.254(2)
_cell_angle_beta                 83.462(2)
_cell_angle_gamma                77.9570(10)
_cell_formula_units_Z            4
_cell_length_a                   9.2758(2)
_cell_length_b                   9.9051(2)
_cell_length_c                   13.2567(3)
_cell_measurement_reflns_used    20936
_cell_measurement_temperature    279.95(10)
_cell_measurement_theta_max      76.1840
_cell_measurement_theta_min      3.3560
_cell_volume                     1175.69(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_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      air
_diffrn_ambient_temperature      279.95(10)
_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 0.937
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -120.00 -66.00   0.50    0.11    --  -47.76-137.00 -29.00  108
  2  \w    -91.00 -17.00   0.50    0.11    --  -47.76 132.00-143.00  148
  3  \w   -120.00 -69.00   0.50    0.11    --  -47.76-132.00 147.00  102
  4  \w    -95.00 -19.00   0.50    0.11    --  -47.76 137.00  33.00  152
  5  \w     38.00  99.00   0.50    0.11    --   47.76-132.00 147.00  122
  6  \w     41.00 102.00   0.50    0.11    --   47.76-137.00 -29.00  122
  7  \w    -95.00 -19.00   0.50    0.45    --  -91.75 137.00  33.00  152
  8  \w   -158.00 -66.00   0.50    0.45    --  -91.75-137.00 -29.00  184
  9  \w   -162.00 -69.00   0.50    0.45    --  -91.75-132.00 147.00  186
 10  \w     41.00 121.00   0.50    0.45    --  107.31-137.00 -29.00  160
 11  \w     87.00 178.00   0.50    0.45    --  107.31 137.00  33.00  182
 12  \w     38.00 117.00   0.50    0.45    --  107.31-132.00 147.00  158
 13  \w     91.00 178.00   0.50    0.45    --  107.31 132.00-143.00  174
 14  \w    -58.00 -32.00   0.50    0.11    --   14.00 163.00 166.38   52
 15  \w    -21.00  14.00   0.50    0.11    --   14.00 102.00  92.17   70
 16  \w     -8.00  22.00   0.50    0.11    --   26.00 100.00 -96.70   60
 17  \w     -3.00  27.00   0.50    0.11    --   30.00  98.00 121.87   60
 18  \w      9.00  43.00   0.50    0.11    --   38.00  90.00 -58.73   68
 19  \w   -123.00 -35.00   0.50    0.11    --  -47.76 -19.00   0.00  176
 20  \w   -120.00 -25.00   0.50    0.11    --  -47.76 -77.00-120.00  190
 21  \w     35.00 123.00   0.50    0.11    --   47.76  19.00 150.00  176
 22  \w     36.00 121.00   0.50    0.11    --   47.76  38.00-180.00  170
 23  \w     28.00 122.00   0.50    0.11    --   50.00  75.00  11.80  188
 24  \w     28.00 122.00   0.50    0.11    --   50.00  76.00  86.79  188
 25  \w     27.00 122.00   0.50    0.11    --   50.00  77.00 143.55  190
 26  \w     32.00 126.00   0.50    0.11    --   54.00  76.00 -44.37  188
 27  \w     31.00 126.00   0.50    0.11    --   54.00  77.00-162.22  190
 28  \w   -131.00 -35.00   0.50    0.11    --  -58.00 -76.00  63.92  192
 29  \w     36.00 131.00   0.50    0.11    --   58.00  75.00   3.15  190
 30  \w     36.00 131.00   0.50    0.11    --   58.00  75.00-119.35  190
 31  \w     36.00 131.00   0.50    0.11    --   58.00  75.00  45.37  190
 32  \w   -135.00 -41.00   0.50    0.11    --  -62.00 -73.00 -90.91  188
 33  \w   -135.00 -40.00   0.50    0.11    --  -62.00 -74.00-135.32  190
 34  \w     40.00 135.00   0.50    0.11    --   62.00  75.00 103.30  190
 35  \w     41.00 135.00   0.50    0.11    --   62.00  74.00 -85.44  188
 36  \w     40.00 135.00   0.50    0.11    --   62.00  75.00-176.58  190
 37  \w     41.00 135.00   0.50    0.11    --   62.00  73.00 157.52  188
 38  \w   -143.00 -49.00   0.50    0.45    --  -70.00 -73.00 -60.65  188
 39  \w     48.00 143.00   0.50    0.11    --   70.00  76.00  40.70  190
 40  \w   -143.00 -53.00   0.50    0.45    --  -70.00 -61.00  29.48  180
 41  \w   -142.00 -54.00   0.50    0.45    --  -70.00 -60.00  92.77  176
 42  \w   -146.00 -52.00   0.50    0.45    --  -74.00 -74.00-101.34  188
 43  \w   -151.00 -61.00   0.50    0.45    --  -78.00 -61.00 155.50  180
 44  \w    -81.00 -56.00   0.50    0.45    --  -78.00 -75.00 -13.27   50
 45  \w    -87.00 -57.00   0.50    0.45    --  -78.00 -73.00-110.74   60
 46  \w    -82.00 -57.00   0.50    0.45    --  -78.00 -73.00   7.90   50
 47  \w    -94.00 -60.00   0.50    0.45    --  -78.00 -64.00 175.33   68
 48  \w    -89.00 -56.00   0.50    0.45    --  -78.00 -74.00 -78.34   66
 49  \w    -86.00 -57.00   0.50    0.45    --  -78.00 -73.00-132.85   58
 50  \w    -88.00 -62.00   0.50    0.45    --  -82.00 -71.00  26.96   52
 51  \w    -89.00 -63.00   0.50    0.45    --  -82.00 -73.00-132.56   52
 52  \w    -91.00 -65.00   0.50    0.45    --  -82.00 -65.00-165.29   52
 53  \w   -101.00 -72.00   0.50    0.45    --  -91.75 -74.00-160.03   58
 54  \w   -163.00-106.00   0.50    0.45    --  -91.75 -74.00-160.03  114
 55  \w   -124.00 -72.00   0.50    0.45    --  -91.75 -77.00  30.00  104
 56  \w    -96.00 -69.00   0.50    0.45    --  -91.75 -76.00  93.13   54
 57  \w   -141.00-115.00   0.50    0.45    --  -91.75 -76.00  93.13   52
 58  \w    -97.00 -70.00   0.50    0.45    --  -91.75 -75.00 173.74   54
 59  \w    -64.00 -19.00   0.50    0.45    --  -91.75  57.00  30.00   90
 60  \w   -138.00 -71.00   0.50    0.45    --  -91.75 -74.00 163.80  134
 61  \w   -109.00 -83.00   0.50    0.45    --  -91.75 -56.00 -34.51   52
 62  \w   -143.00-116.00   0.50    0.45    --  -91.75 -56.00 -34.51   54
 63  \w   -159.00 -92.00   0.50    0.45    --  -91.75 -60.00-119.80  134
 64  \w   -162.00 -83.00   0.50    0.45    --  -91.75 -64.00 -86.63  158
 65  \w    -96.00 -70.00   0.50    0.45    --  -91.75 -76.00 109.41   52
 66  \w   -163.00 -72.00   0.50    0.45    --  -91.75 -77.00   0.00  182
 67  \w    -95.00 -69.00   0.50    0.45    --  -91.75 -77.00  78.74   52
 68  \w   -162.00 -70.00   0.50    0.45    --  -91.75 -77.00 120.00  184
 69  \w    -96.00 -70.00   0.50    0.45    --  -91.75 -74.00-130.73   52
 70  \w   -140.00 -75.00   0.50    0.45    --  -91.75 -72.00-173.96  130
 71  \w   -157.00-131.00   0.50    0.45    --  -91.75 -72.00  59.65   52
 72  \w   -155.00 -74.00   0.50    0.45    --  -91.75 -66.00 146.33  162
 73  \w   -141.00 -70.00   0.50    0.45    --  -91.75 -77.00 -90.00  142
 74  \w   -157.00 -71.00   0.50    0.45    --  -91.75 -71.00 132.96  172
 75  \w   -150.00-109.00   0.50    0.45    --  -91.75 -77.00  78.74   82
 76  \w   -162.00-120.00   0.50    0.45    --  -91.75 -67.00-159.91   84
 77  \w    -95.00 -69.00   0.50    0.45    --  -91.75 -76.00 101.10   52
 78  \w   -163.00 -73.00   0.50    0.45    --  -91.75 -67.00 -37.84  180
 79  \w   -163.00-101.00   0.50    0.45    --  -91.75 -76.00 101.10  124
 80  \w   -102.00 -70.00   0.50    0.45    --  -91.75 -77.00 -43.24   64
 81  \w   -106.00 -73.00   0.50    0.45    --  -91.75 -67.00-159.91   66
 82  \w   -147.00 -70.00   0.50    0.45    --  -91.75 -75.00  14.03  154
 83  \w   -152.00 -74.00   0.50    0.45    --  -91.75 -66.00  29.98  156
 84  \w    -79.00 -54.00   0.50    0.45    --  -91.75 132.00-143.00   50
 85  \w   -100.00 -72.00   0.50    0.45    --  -91.75 -72.00  59.65   56
 86  \w     36.00  66.00   0.50    0.45    --  107.31 -57.00  90.00   60
 87  \w     81.00 106.00   0.50    0.45    --  107.31 -99.00 120.00   50
 88  \w     47.00 102.00   0.50    0.45    --  107.31 -99.00 -60.00  110
 89  \w     36.00  68.00   0.50    0.45    --  107.31 -57.00   0.00   64
 90  \w     36.00  67.00   0.50    0.45    --  107.31 -57.00  30.00   62
 91  \w     62.00 110.00   0.50    0.45    --  107.31-125.00 -90.00   96
 92  \w     50.00  97.00   0.50    0.45    --  107.31 -99.00-180.00   94
 93  \w     36.00  68.00   0.50    0.45    --  107.31 -57.00-180.00   64
 94  \w     35.00  67.00   0.50    0.45    --  107.31 -57.00 -30.00   64
 95  \w     56.00 106.00   0.50    0.45    --  107.31 -99.00-150.00  100
 96  \w     65.00 109.00   0.50    0.45    --  107.31-125.00  90.00   88
 97  \w     35.00 106.00   0.50    0.45    --  107.31 -99.00 -30.00  142
 98  \w     35.00  68.00   0.50    0.45    --  107.31 -57.00 120.00   66
 99  \w     36.00  67.00   0.50    0.45    --  107.31 -57.00 150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0121753000
_diffrn_orient_matrix_UB_12      0.0217822000
_diffrn_orient_matrix_UB_13      -0.1177036000
_diffrn_orient_matrix_UB_21      0.1212116000
_diffrn_orient_matrix_UB_22      -0.1323617000
_diffrn_orient_matrix_UB_23      -0.0029904000
_diffrn_orient_matrix_UB_31      -0.1192738000
_diffrn_orient_matrix_UB_32      -0.0873590000
_diffrn_orient_matrix_UB_33      -0.0001625000
_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  0.0726
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            49375
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.103
_diffrn_reflns_theta_min         3.378
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.211
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.347
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.086
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4677
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0458
_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/[\s^2^(Fo^2^)+(0.0576P)^2^+0.4806P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1278
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3967
_reflns_number_total             4677
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc01765j4.cif
_cod_data_source_block           AnThio_280K
_cod_depositor_comments
'Adding full bibliography for 7133073--7133077.cif.'
_cod_database_code               7133074
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_shelx_estimated_absorpt_t_max   0.833
_shelx_estimated_absorpt_t_min   0.538
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C3(H3), C13(H13), C18(H18), C28(H28), C10(H10), C25(H25),
 C21(H21), C6(H6), C4(H4), C12(H12), C27(H27), C26(H26), C11(H11), C19(H19),
 C20(H20), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_shelx_res_checksum              68294
_shelx_hkl_checksum              16812
_olex2_exptl_crystal_mounting_method
'Crystal was mounted on a 75 um MiTeGen cryoloop.'
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.868
_oxdiff_exptl_absorpt_empirical_full_min 0.440