Coerulein B: a water-soluble and water-compatible near-infrared photoredox catalyst.
Tanioka, Masaru; Oyama, Masaya; Nakajima, Kaito; Mori, Minori; Harada, Mei; Matsuya, Yuji; Kamino, Shinichiro; Physical chemistry chemical physics : PCCP 26 (2024) 4474–4479; doi:10.1039/d3cp05585j

data_7247988
_publ_section_title
;
 Coerulein B: a water-soluble and water-compatible near-infrared
 photoredox catalyst.
;
_journal_issue                   5
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              4474
_journal_page_last               4479
_journal_paper_doi               10.1039/d3cp05585j
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C21 H9 F3 O6 S'
_chemical_formula_sum            'C21 H9 F3 O6 S'
_chemical_formula_weight         446.34
_chemical_name_systematic        CB-OTf
_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             2020-12-12
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.03.28 svn.rd84adfe8 for Rigaku Oxford Diffraction, GUI svn.r6032)
;
_audit_update_record
;
2023-11-16 deposited with the CCDC.	2024-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                100.454(2)
_cell_angle_beta                 90.274(2)
_cell_angle_gamma                98.211(2)
_cell_formula_units_Z            2
_cell_length_a                   5.78110(10)
_cell_length_b                   12.0613(4)
_cell_length_c                   12.5328(3)
_cell_measurement_reflns_used    5663
_cell_measurement_temperature    103.15
_cell_measurement_theta_max      68.2320
_cell_measurement_theta_min      3.5420
_cell_volume                     850.14(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      103.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_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    -28.00  -1.00   0.50    0.30    --  -41.44  21.00  30.00   54
  2  \w    -55.00 -29.00   0.50    1.18    --  -95.43  50.00  30.00   52
  3  \w    -56.00 -29.00   0.50    1.18    --  -95.43  50.00   0.00   54
  4  \w    -66.00 -27.00   0.50    1.18    --  -95.43  59.00  60.00   78
  5  \w    -54.00 -27.00   0.50    1.18    --  -95.43  59.00  90.00   54
  6  \w    -57.00 -32.00   0.50    1.18    --  -95.43  50.00  90.00   50
  7  \w    -70.00 -44.00   0.50    0.30    --  -41.44 119.00  52.00   52
  8  \w    -99.00 -67.00   0.50    1.18    --  -95.43 119.00  52.00   64
  9  \w    -92.00 -28.00   0.50    1.18    --  -95.43 117.00 -60.00  128
 10  \w    -81.00 -56.00   0.50    1.18    --  -95.43 156.00-151.00   50
 11  \w    -97.00 -48.00   0.50    1.18    --  -95.43  96.00 -60.00   98
 12  \w    -57.00 -32.00   0.50    1.18    --  -95.43  50.00 -90.00   50
 13  \w    -22.00  34.00   0.50    0.30    --  -41.44  11.00-120.00  112
 14  \w     80.00 113.00   0.50    0.30    --   41.75  21.00 -60.00   66
 15  \w     72.00  98.00   0.50    0.30    --   41.75  32.00 -90.00   52
 16  \w     74.00 119.00   0.50    1.18    --   95.75  59.00 -30.00   90
 17  \w    127.00 164.00   0.50    1.18    --   95.75  59.00 -30.00   74
 18  \w    138.00 163.00   0.50    1.18    --   95.75 117.00 -90.00   50
 19  \w    107.00 134.00   0.50    1.18    --   95.75 119.00  52.00   54
 20  \w     79.00 108.00   0.50    0.30    --   41.75 138.00   0.00   58
 21  \w     67.00 108.00   0.50    0.30    --   41.75 138.00 -90.00   82
 22  \w     64.00  96.00   0.50    0.30    --   41.75 156.00-151.00   64
 23  \w     91.00 133.00   0.50    1.18    --   95.75 117.00 -90.00   84
 24  \w     29.00  65.00   0.50    0.30    --   41.75  32.00 -90.00   72
 25  \w     26.00  52.00   0.50    0.30    --   41.75  21.00 -60.00   52
 26  \w     31.00  57.00   0.50    1.18    --   95.75 -50.00-150.00   52
 27  \w     51.00 106.00   0.50    1.18    --   95.75 -77.00-180.00  110
 28  \w     85.00 110.00   0.50    1.18    --   95.75-117.00-120.00   50
 29  \w     65.00  94.00   0.50    1.18    --   95.75-117.00-150.00   58
 30  \w     41.00  68.00   0.50    1.18    --   95.75 -59.00-120.00   54
 31  \w     29.00  54.00   0.50    1.18    --   95.75 -50.00-180.00   50
 32  \w     30.00  67.00   0.50    1.18    --   95.75 -59.00-180.00   74
 33  \w     34.00  60.00   0.50    1.18    --   95.75-117.00-150.00   52
 34  \w     24.00  49.00   0.50    0.30    --   41.75-119.00 -32.00   50
 35  \w     48.00  73.00   0.50    1.18    --   95.75-119.00 -32.00   50
 36  \w     63.00  92.00   0.50    1.18    --   95.75 -77.00 -30.00   58
 37  \w     33.00  65.00   0.50    1.18    --   95.75 -59.00  30.00   64
 38  \w     31.00 106.00   0.50    1.18    --   95.75 -77.00   0.00  150
 39  \w     39.00  99.00   0.50    1.18    --   95.75-117.00 150.00  120
 40  \w     57.00  82.00   0.50    1.18    --   95.75-156.00 171.00   50
 41  \w     58.00 107.00   0.50    0.30    --   41.75-156.00 171.00   98
 42  \w     29.00  54.00   0.50    1.18    --   95.75 -50.00 120.00   50
 43  \w     29.00  83.00   0.50    1.18    --   95.75 -68.00 120.00  108
 44  \w     -9.00  35.00   0.50    0.30    --   41.75 -54.00   0.00   88
 45  \w    -25.00  14.00   0.50    0.30    --   41.75 -32.00  60.00   78
 46  \w    -88.00 -60.00   0.50    0.30    --  -41.44-156.00 171.00   56
 47  \w    -81.00 -18.00   0.50    0.30    --  -41.44 -77.00-180.00  126
 48  \w    -99.00 -67.00   0.50    0.30    --  -41.44-138.00-150.00   64
 49  \w   -109.00 -84.00   0.50    0.30    --  -41.44-138.00 -90.00   50
 50  \w   -124.00 -99.00   0.50    1.18    --  -95.43-119.00 -32.00   50
 51  \w   -137.00 -76.00   0.50    1.18    --  -95.43 -50.00  60.00  122
 52  \w   -162.00 -91.00   0.50    1.18    --  -95.43 -42.00   0.00  142
 53  \w   -149.00 -83.00   0.50    1.18    --  -95.43 -42.00 -90.00  132
 54  \w   -128.00 -83.00   0.50    1.18    --  -95.43 -25.00-180.00   90
 55  \w   -160.00 -81.00   0.50    1.18    --  -95.43 -50.00-120.00  158
 56  \w   -142.00 -78.00   0.50    1.18    --  -95.43 -86.00 -30.00  128
 57  \w    -94.00 -68.00   0.50    0.30    --  -41.44 156.00-151.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0170666000
_diffrn_orient_matrix_UB_12      -0.0464582000
_diffrn_orient_matrix_UB_13      -0.1221514000
_diffrn_orient_matrix_UB_21      0.0455981000
_diffrn_orient_matrix_UB_22      0.1227905000
_diffrn_orient_matrix_UB_23      -0.0217846000
_diffrn_orient_matrix_UB_31      0.2649392000
_diffrn_orient_matrix_UB_32      0.0013639000
_diffrn_orient_matrix_UB_33      0.0156275000
_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  0.0334
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7226
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.300
_diffrn_reflns_theta_min         3.588
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.395
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.298
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.80a (Rigaku Oxford Diffraction, 2020)
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 red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_description       plate
_exptl_crystal_F_000             452
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CHCl3/Et2O'
_exptl_crystal_size_max          0.797
_exptl_crystal_size_mid          0.153
_exptl_crystal_size_min          0.061
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.0011(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3076
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0332
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0490P)^2^+0.2755P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2865
_reflns_number_total             3076
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cp05585j2.cif
_cod_data_source_block           exp_29
_cod_depositor_comments
;
Adding full bibliography for 7247986--7247988.cif.

2025-04-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C42 H18 F6 O12 S2'
_cod_original_formula_weight         892.68
_cod_original_formula_moiety         '2(C21 H9 F3 O6 S)'
_cod_original_formula_units_Z            1
_cod_database_code               7247988
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C42 H18 F6 O12 S2 '
_reflns_odcompleteness_completeness 99.93
_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.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C2(H2), C15(H15), C5(H5), C10(H10), C4(H4), C18(H18), C17(H17),
 C16(H16)
;
_shelx_res_checksum              13705
_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 1.393
_oxdiff_exptl_absorpt_empirical_full_min 0.806