Squeezing Out the Catalysts: A Sustainable Approach to Disulfide Bond Exchange in Aryl Disulfides
Sobczak, Szymon; Ratajczyk, Paulina; Katrusiak, Andrzej; ACS Sustainable Chemistry & Engineering 9 (2021) 7171–7178; doi:10.1021/acssuschemeng.1c02240

data_4518723
_publ_section_title
;
 Squeezing Out the Catalysts: A Sustainable Approach to Disulfide Bond
 Exchange in Aryl Disulfides
;
_journal_issue                   20
_journal_name_full               'ACS Sustainable Chemistry &amp; Engineering'
_journal_page_first              7171
_journal_page_last               7178
_journal_paper_doi               10.1021/acssuschemeng.1c02240
_journal_volume                  9
_journal_year                    2021
_chemical_formula_moiety         'C12 H8 F2 S2'
_chemical_formula_sum            'C12 H8 F2 S2'
_chemical_formula_weight         254.30
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-09-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2020-09-23 deposited with the CCDC.	2020-09-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.7416(3)
_cell_length_b                   13.0516(10)
_cell_length_c                   14.4970(8)
_cell_measurement_reflns_used    2973
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      76.0500
_cell_measurement_theta_min      8.2640
_cell_volume                     1086.36(12)
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \f    -10.27 349.73   2.00   10.00 -24.48-107.23  31.50    --   180
  2  \w   -112.39 -22.39   2.00   10.00    --  -89.20  87.95 -19.25   45
  3  \f   -339.92  20.08   2.00   10.00 -57.48 -77.23 -59.25    --   180
  4  \w   -131.60 -17.60   2.00   10.00    --  -99.60  79.55 179.83   57
  5  \w    -33.84  46.16   2.00   10.00    --   16.60 -76.99  59.18   40
  6  \w   -113.27 -21.27   2.00   10.00    --  -81.84  87.38-151.31   46
  7  \w    252.85 316.85   2.00   10.00    --  -81.84  97.03  13.49   32
  8  \w    -34.32  41.68   2.00   10.00    --   36.35 -58.19 -79.77   38
  9  \f   -339.92  20.08   2.00   10.00 -87.48-107.23 -59.25    --   180
 10  \w    195.54 227.54   2.00   10.00    --  -81.84 -73.98 117.72   16
 11  \w    -34.37  45.63   2.00   10.00    --   32.51 -75.92  95.57   40
 12  \w   -116.52 -18.52   2.00   10.00    --  -81.84  84.51 -19.66   49
 13  \w    252.16 320.16   2.00   10.00    --  -81.84  94.08   6.42   34
 14  \w    252.73 316.73   2.00   10.00    --  -81.84  96.45 -12.39   32
 15  \w    249.60 325.60   2.00   10.00    --  -81.84  89.64-150.11   38
 16  \f    -10.27 349.73   2.00   10.00  37.69  44.06  31.50    --   180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0057819000
_diffrn_orient_matrix_UB_12      0.0966071000
_diffrn_orient_matrix_UB_13      -0.0610554000
_diffrn_orient_matrix_UB_21      0.0147165000
_diffrn_orient_matrix_UB_22      0.0677874000
_diffrn_orient_matrix_UB_23      0.0867752000
_diffrn_orient_matrix_UB_31      0.2678533000
_diffrn_orient_matrix_UB_32      -0.0016366000
_diffrn_orient_matrix_UB_33      -0.0060477000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1004
_diffrn_reflns_av_unetI/netI     0.0783
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12001
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        60.000
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         4.559
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.426
_exptl_absorpt_correction_T_max  0.18578
_exptl_absorpt_correction_T_min  0.09388
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.26(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.193
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1834
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.193
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0609
_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^)+(0.0595P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1362
_refine_ls_wR_factor_ref         0.1578
_reflns_Friedel_coverage         0.701
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                1483
_reflns_number_total             1834
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            sc1c02240_si_001.cif
_cod_data_source_block           3f_phssph_3f
_cod_depositor_comments
'Adding full bibliography for 4518716--4518724.cif.'
_cod_original_cell_volume        1086.35(11)
_cod_database_code               4518723
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         C12S2F2
_shelx_estimated_absorpt_t_max   0.642
_shelx_estimated_absorpt_t_min   0.457
_reflns_odcompleteness_completeness 97.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.74(6)
 0.26(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2'(H2'), C4'(H4'), C4(H4), C5(H5), C6'(H6'), C5'(H5'), C6(H6), C2(H2)
;
_shelx_res_checksum              26646
_shelx_hkl_checksum              69155
_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 3.395
_oxdiff_exptl_absorpt_empirical_full_min 0.679