Synthesis and quantum crystallographic evaluation of WYLID: YLID's red rival
Meurer, Florian; Schimpf, Maximilian; Hischa, Birgit; Hennig, Christoph; Rehbein, Julia; Kleemiss, Florian; Bodensteiner, Michael; Journal of Applied Crystallography 58 (2025) 678–687; doi:10.1107/S160057672500175X

data_2300761
_publ_section_title
;
 Synthesis and quantum crystallographic evaluation of WYLID: YLID's red
 rival
;
_journal_issue                   3
_journal_name_full               'Journal of Applied Crystallography'
_journal_page_first              678
_journal_page_last               687
_journal_paper_doi               10.1107/S160057672500175X
_journal_volume                  58
_journal_year                    2025
_chemical_formula_moiety         'C20 H14 O3 S'
_chemical_formula_sum            'C20 H14 O3 S'
_chemical_formula_weight         334.398
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_Int_Tables_number      61
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-11-08
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2024.11.02 svn.r19aeb66f for OlexSys, GUI svn.r7078)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.54072(7)
_cell_length_b                   9.17361(2)
_cell_length_c                   23.40310(7)
_cell_measurement_reflns_used    119469
_cell_measurement_temperature    100
_cell_measurement_theta_max      39.0500
_cell_measurement_theta_min      1.7620
_cell_volume                     3121.760(19)
_computing_cell_refinement       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-alpha (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5-alpha (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9920
_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    -56.00  72.50   0.50    1.00    --    0.00 -45.00   0.00  257
  2  \w    -56.00  72.50   0.50    1.00    --    0.00 -45.00  45.00  257
  3  \w    -56.00  72.50   0.50    1.00    --    0.00 -45.00  90.00  257
  4  \w    -56.00  72.50   0.50    1.00    --    0.00 -45.00 135.00  257
  5  \w    -56.00  72.50   0.50    1.00    --    0.00 -45.00 180.00  257
  6  \w    -56.00  72.50   0.50    1.00    --    0.00 -45.00 225.00  257
  7  \w    -56.00  72.50   0.50    1.00    --    0.00 -45.00 270.00  257
  8  \w    -56.00  72.50   0.50    1.00    --    0.00 -45.00 315.00  257
  9  \w    -56.00  72.50   0.50    1.00    --    0.00 -22.50   0.00  257
 10  \w    -56.00  72.50   0.50    1.00    --    0.00 -22.50  45.00  257
 11  \w    -56.00  72.50   0.50    1.00    --    0.00 -22.50  90.00  257
 12  \w    -56.00  72.50   0.50    1.00    --    0.00 -22.50 135.00  257
 13  \w    -56.00  72.50   0.50    1.00    --    0.00 -22.50 180.00  257
 14  \w    -56.00  72.50   0.50    1.00    --    0.00 -22.50 225.00  257
 15  \w    -56.00  72.50   0.50    1.00    --    0.00 -22.50 270.00  257
 16  \w    -56.00  72.50   0.50    1.00    --    0.00 -22.50 315.00  257
 17  \w      9.00 128.00   0.50    1.00    --    0.00  22.50   0.00  238
 18  \w      9.00 128.00   0.50    1.00    --    0.00  22.50  45.00  238
 19  \w      9.00 128.00   0.50    1.00    --    0.00  22.50  90.00  238
 20  \w      9.00 128.00   0.50    1.00    --    0.00  22.50 135.00  238
 21  \w      9.00  28.00   0.50    1.00    --    0.00  22.50 180.00   38
 22  \w      9.00 128.00   0.50    1.00    --    0.00  22.50 225.00  238
 23  \w      9.00 128.00   0.50    1.00    --    0.00  22.50 270.00  238
 24  \w      9.00 128.00   0.50    1.00    --    0.00  22.50 315.00  238
 25  \w      9.00 128.00   0.50    1.00    --    0.00  45.00   0.00  238
 26  \w      9.00 128.00   0.50    1.00    --    0.00  45.00  45.00  238
 27  \w      9.00 128.00   0.50    1.00    --    0.00  45.00  90.00  238
 28  \w      9.00 128.00   0.50    1.00    --    0.00  45.00 135.00  238
 29  \w      9.00 128.00   0.50    1.00    --    0.00  45.00 180.00  238
 30  \w      9.00 128.00   0.50    1.00    --    0.00  45.00 225.00  238
 31  \w      9.00 128.00   0.50    1.00    --    0.00  45.00 270.00  238
 32  \w      9.00 128.00   0.50    1.00    --    0.00  45.00 315.00  238
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0006450000
_diffrn_orient_matrix_UB_12      -0.0033222000
_diffrn_orient_matrix_UB_13      -0.0240477000
_diffrn_orient_matrix_UB_21      0.0064420000
_diffrn_orient_matrix_UB_22      -0.0604598000
_diffrn_orient_matrix_UB_23      0.0013527000
_diffrn_orient_matrix_UB_31      -0.0382144000
_diffrn_orient_matrix_UB_32      -0.0102682000
_diffrn_orient_matrix_UB_33      -0.0001718000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.56356
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0105
_diffrn_reflns_Laue_measured_fraction_full 0.9996
_diffrn_reflns_Laue_measured_fraction_max 0.9920
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            9750
_diffrn_reflns_point_group_measured_fraction_full 0.9996
_diffrn_reflns_point_group_measured_fraction_max 0.9920
_diffrn_reflns_theta_full        19.7633
_diffrn_reflns_theta_max         30.82
_diffrn_reflns_theta_min         1.77
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_description       block
_exptl_crystal_F_000             1393.028
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.1055
_refine_diff_density_min         -0.1166
_refine_diff_density_rms         0.0282
_refine_ls_d_res_high            0.5500
_refine_ls_d_res_low             9.1162
_refine_ls_extinction_coef       0.00104(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0655
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     444
_refine_ls_number_reflns         9750
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0655
_refine_ls_R_factor_all          0.0139
_refine_ls_R_factor_gt           0.0100
_refine_ls_shift/su_max          0.0010
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0031P)^2^+0.0330P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0176
_refine_ls_wR_factor_ref         0.0182
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              25
_reflns_limit_h_min              0
_reflns_limit_k_max              16
_reflns_limit_k_min              0
_reflns_limit_l_max              42
_reflns_limit_l_min              0
_reflns_number_gt                8745
_reflns_number_total             9750
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            pl5048.cif
_cod_data_source_block           WYLID-4_22000_abs
_cod_depositor_comments
'Adding full bibliography for 2300759--2300765.cif.'
_cod_original_cell_volume        3121.761(19)
_cod_database_code               2300761
_chemical_oxdiff_formula         'C11 H10 N O'
_olex2_refinement_description
;
;
_olex2_refine_details
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
- for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      def2-TZVP
   CHARGE:         0
   MULTIPLICITY:   1
   SOLVATION:      Acetone
   DATE:           2024-09-18_13-08-22
;
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.038
_oxdiff_exptl_absorpt_empirical_full_min 0.546