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_7247987
_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         'H O4 S, C20 H11 O4'
_chemical_formula_sum            'C20 H12 O8 S'
_chemical_formula_weight         412.36
_chemical_name_systematic        'Coerulein B sulfate'
_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             2020-10-12
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2023-06-26 deposited with the CCDC.	2024-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                71.637(4)
_cell_angle_beta                 81.162(4)
_cell_angle_gamma                68.995(5)
_cell_formula_units_Z            2
_cell_length_a                   8.1750(5)
_cell_length_b                   8.5487(4)
_cell_length_c                   13.2740(6)
_cell_measurement_reflns_used    2633
_cell_measurement_temperature    103.15
_cell_measurement_theta_max      67.5020
_cell_measurement_theta_min      3.5110
_cell_volume                     821.05(8)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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_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 0.993
_diffrn_measured_fraction_theta_max 0.989
_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     22.00  47.00   0.50    0.20    --   39.63  25.00  30.00   50
  2  \w     54.00  81.00   0.50    0.20    --   39.63  25.00  30.00   54
  3  \w     19.00 107.00   0.50    0.20    --   39.63  50.00 -90.00  176
  4  \w    -17.00  42.00   0.50    0.20    --   39.63 -50.00 -90.00  118
  5  \w     27.00  55.00   0.50    0.20    --   39.63 -63.00  30.00   56
  6  \w    -28.00  19.00   0.50    0.20    --   39.63 -37.00  60.00   94
  7  \w    -25.00  10.00   0.50    0.20    --   39.63 -37.00 120.00   70
  8  \w     14.00  40.00   0.50    0.20    --   39.63 -37.00 120.00   52
  9  \w    -27.00  23.00   0.50    0.20    --   39.63 -63.00  30.00  100
 10  \w     -5.00  20.00   0.50    0.20    --   39.63 -12.00 -90.00   50
 11  \w     53.00  93.00   0.50    0.43    --   96.37 -77.00-150.00   80
 12  \w     77.00 102.00   0.50    0.43    --   96.37 -77.00-120.00   50
 13  \w     30.00  57.00   0.50    0.43    --   96.37 -50.00-120.00   54
 14  \w     31.00  57.00   0.50    0.43    --   96.37 -50.00-180.00   52
 15  \w     30.00  57.00   0.50    0.43    --   96.37 -50.00-150.00   54
 16  \w     29.00  55.00   0.50    0.43    --   96.37 -50.00 -90.00   52
 17  \w     32.00  57.00   0.50    0.43    --   96.37 -50.00  30.00   50
 18  \w     29.00  54.00   0.50    0.43    --   96.37 -50.00   0.00   50
 19  \w     30.00  56.00   0.50    0.43    --   96.37 -50.00  60.00   52
 20  \w     29.00  54.00   0.50    0.43    --   96.37 -50.00  90.00   50
 21  \w     32.00  68.00   0.50    0.43    --   96.37 -59.00 120.00   72
 22  \w     35.00  87.00   0.50    0.20    --   39.63-118.00  47.00  104
 23  \w     43.00  69.00   0.50    0.20    --   39.63-138.00  30.00   52
 24  \w     42.00 100.00   0.50    0.20    --   39.63-138.00 -30.00  116
 25  \w     76.00 101.00   0.50    0.20    --   39.63-157.00-107.00   50
 26  \w     67.00 127.00   0.50    0.43    --   96.37 -86.00  30.00  120
 27  \w     30.00 109.00   0.50    0.43    --   96.37-117.00  90.00  158
 28  \w     56.00 102.00   0.50    0.43    --   96.37-118.00  47.00   92
 29  \w     25.00  64.00   0.50    0.43    --   96.37 -86.00  30.00   78
 30  \w     62.00 108.00   0.50    0.43    --   96.37-117.00 -60.00   92
 31  \w     28.00 102.00   0.50    0.43    --   96.37-117.00-120.00  148
 32  \w     73.00 108.00   0.50    0.43    --   96.37-117.00-180.00   70
 33  \w    133.00 167.00   0.50    0.43    --   96.37  25.00 -30.00   68
 34  \w     90.00 152.00   0.50    0.43    --   96.37  42.00 -90.00  124
 35  \w     81.00 121.00   0.50    0.43    --   96.37  42.00-120.00   80
 36  \w     80.00 163.00   0.50    0.43    --   96.37  50.00-180.00  166
 37  \w    128.00 153.00   0.50    0.43    --   96.37  33.00-150.00   50
 38  \w    139.00 164.00   0.50    0.43    --   96.37  42.00-120.00   50
 39  \w     79.00 127.00   0.50    0.43    --   96.37  25.00 -30.00   96
 40  \w     84.00 123.00   0.50    0.43    --   96.37  96.00  90.00   78
 41  \w     97.00 122.00   0.50    0.43    --   96.37 118.00 133.00   50
 42  \w    137.00 169.00   0.50    0.43    --   96.37  96.00  90.00   64
 43  \w     54.00  80.00   0.50    0.20    --   39.63 157.00 -72.00   52
 44  \w     82.00 107.00   0.50    0.43    --   96.37 157.00 -72.00   50
 45  \w    -12.00  33.00   0.50    0.20    --  -39.95  12.00  90.00   90
 46  \w    -80.00 -46.00   0.50    0.43    --  -96.68  68.00 120.00   68
 47  \w    -68.00 -43.00   0.50    0.43    --  -96.68  59.00 -30.00   50
 48  \w    -10.00  16.00   0.50    0.20    --  -39.95  25.00-180.00   52
 49  \w    -88.00 -22.00   0.50    0.43    --  -96.68  96.00 -30.00  132
 50  \w    -70.00 -45.00   0.50    0.20    --  -39.95 157.00 -72.00   50
 51  \w    -51.00 -25.00   0.50    0.20    --  -39.95 118.00 133.00   52
 52  \w    -87.00 -48.00   0.50    0.43    --  -96.68 118.00 133.00   78
 53  \w    -55.00 -24.00   0.50    0.20    --  -39.95 -37.00  60.00   62
 54  \w    -89.00 -64.00   0.50    0.20    --  -39.95 -37.00  60.00   50
 55  \w   -163.00 -83.00   0.50    0.43    --  -96.68 -33.00  60.00  160
 56  \w   -145.00-120.00   0.50    0.43    --  -96.68-118.00  47.00   50
 57  \w   -150.00 -82.00   0.50    0.43    --  -96.68 -86.00   0.00  136
 58  \w   -103.00 -77.00   0.50    0.43    --  -96.68-157.00-107.00   52
 59  \w    -99.00 -74.00   0.50    0.20    --  -39.95-157.00-107.00   50
;
_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      0.1847931000
_diffrn_orient_matrix_UB_12      0.0096662000
_diffrn_orient_matrix_UB_13      -0.0007654000
_diffrn_orient_matrix_UB_21      0.0028323000
_diffrn_orient_matrix_UB_22      -0.0819410000
_diffrn_orient_matrix_UB_23      0.1213098000
_diffrn_orient_matrix_UB_31      0.0817185000
_diffrn_orient_matrix_UB_32      -0.1834937000
_diffrn_orient_matrix_UB_33      -0.0163886000
_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  0.0392
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6625
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.027
_diffrn_reflns_theta_min         3.512
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.243
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.749
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (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 dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.079
_refine_diff_density_max         0.792
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         2968
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0599
_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^)+(0.1351P)^2^+0.0426P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1691
_refine_ls_wR_factor_ref         0.1765
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2607
_reflns_number_total             2968
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cp05585j2.cif
_cod_data_source_block           bx1-1
_cod_depositor_comments
'Adding full bibliography for 7247986--7247988.cif.'
_cod_database_code               7247987
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C20 H12 O8 S'
_diffrn_oxdiff_digest_frames
;
01d012548447f445b84ceabe5470c7181c045766644
;
_diffrn_oxdiff_digest_hkl
;
0186125661a377d31bbad4e7980df5c6648853
;
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2A), C5(H5), C12(H12), C10(H10), C4(H4), C15(H15), C18(H18), C16(H16),
 C17(H17)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3), O6(H6)
;
_shelx_res_checksum              66618
_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 1.649
_oxdiff_exptl_absorpt_empirical_full_min 0.768