Design, modular synthesis and screening of 58 shape-diverse 3-D fragments.
Downes, Thomas D.; Jones, S. Paul; Firth, James D.; Darby, John F.; Gilio, Amelia K.; Klein, Hanna F.; Wang, Xinyu; Blakemore, David C.; De Fusco, Claudia; Roughley, Stephen D.; Vidler, Lewis R.; Whatton, Maria Ann; Woolford, Alison J.-A.; Wrigley, Gail L.; Hubbard, Roderick E.; Wu, Liang; Davies, Gideon J.; O'Brien, Peter; Chemical science 16 (2025) 20030–20041; doi:10.1039/d5sc05819h

data_1575833
_publ_section_title
;
 Design, modular synthesis and screening of 58 shape-diverse 3-D
 fragments.
;
_journal_issue                   42
_journal_name_full               'Chemical science'
_journal_page_first              20030
_journal_page_last               20041
_journal_paper_doi               10.1039/d5sc05819h
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C10 H12 O2 S'
_chemical_formula_sum            'C10 H12 O2 S'
_chemical_formula_weight         196.26
_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_block_doi                 10.5517/ccdc.csd.cc28crm1
_audit_creation_date             2019-12-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-07-15 deposited with the CCDC.	2025-09-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.998(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.3862(2)
_cell_length_b                   6.8010(3)
_cell_length_c                   24.9772(13)
_cell_measurement_reflns_used    1636
_cell_measurement_temperature    109.95(10)
_cell_measurement_theta_max      70.4410
_cell_measurement_theta_min      3.5410
_cell_volume                     914.40(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      109.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     -9.00  29.00   1.00    1.00    --    0.00 -77.00-180.00   38
  2  \w     17.00  42.00   1.00    1.00    --    0.00  77.00 -30.00   25
  3  \w    -20.00   6.00   1.00    1.00    --    0.00 -77.00  90.00   26
  4  \w     28.00 121.00   1.00    1.50    --   54.00  37.00 -30.00   93
  5  \w     28.00 100.00   1.00    1.50    --   54.00-125.00  30.00   72
  6  \w     49.00  75.00   1.00    1.50    --   54.00 -77.00-180.00   26
  7  \w     38.00  93.00   1.00    1.50    --   54.00  57.00 120.00   55
  8  \w     39.00  97.00   1.00    3.00    --  108.00 -91.00   0.00   58
  9  \w     36.00 103.00   1.00    3.00    --  108.00-111.00 -60.00   67
 10  \w     75.00 101.00   1.00    3.00    --  108.00-111.00   0.00   26
 11  \w     37.00  94.00   1.00    3.00    --  108.00 -91.00  90.00   57
 12  \w     67.00 137.00   1.00    3.00    --  108.00 178.00 -60.00   70
 13  \w     86.00 169.00   1.00    3.00    --  108.00  63.00 120.00   83
 14  \w    127.00 154.00   1.00    3.00    --  108.00 111.00 -90.00   27
 15  \w    113.00 173.00   1.00    3.00    --  108.00  77.00  60.00   60
 16  \w     39.00  66.00   1.00    3.00    --  108.00-111.00   0.00   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0623662000
_diffrn_orient_matrix_UB_12      -0.0608225000
_diffrn_orient_matrix_UB_13      0.0573991000
_diffrn_orient_matrix_UB_21      0.1684789000
_diffrn_orient_matrix_UB_22      -0.1818381000
_diffrn_orient_matrix_UB_23      -0.0045187000
_diffrn_orient_matrix_UB_31      0.2229068000
_diffrn_orient_matrix_UB_32      0.1205736000
_diffrn_orient_matrix_UB_33      0.0221736000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            2995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.046
_diffrn_reflns_theta_max         67.046
_diffrn_reflns_theta_min         3.541
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.837
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.617
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
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    1.426
_exptl_crystal_description       plate
_exptl_crystal_F_000             416
_exptl_crystal_recrystallization_method
'crystallisation from chloroform and pentane'
_exptl_crystal_size_max          0.279
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.022
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         1636
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0306
_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^)+(0.0365P)^2^+0.3646P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0781
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1452
_reflns_number_total             1636
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc05819h2.cif
_cod_data_source_block           paob1924
_cod_depositor_comments
'Adding full bibliography for 1575833--1575834.cif.'
_cod_original_cell_volume        914.40(8)
_cod_database_code               1575833
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C10 H10 O2 S1'
_chemical_oxdiff_usercomment     'Tom Downes TD 4/98'
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(S1A) = Uanis(C9)
Uanis(C9A) = Uanis(S1)
3. Others
 Sof(C9A)=Sof(H9A)=Sof(S1A)=1-FVAR(1)
 Sof(C9)=Sof(H9)=Sof(S1)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C9A(H9A)
;
_shelx_res_checksum              94461
_olex2_date_sample_data_collection 2019-12-02
_olex2_date_sample_submission    2019-11-28
_olex2_exptl_crystal_mounting_method 'oil on 200 micrometre micromount'
_olex2_submission_original_sample_id 'TD 4/98'
_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 1.151
_oxdiff_exptl_absorpt_empirical_full_min 0.842