Bridged eosin Y: A visible and near-infrared photoredox catalyst
Tanioka, Masaru; Kuromiya, Ayako; Ueda, Rina; Obata, Tohru; Muranaka, Atsuya; Uchiyama, Masanobu; Kamino, Shinichiro; Chemical Communications  (2022) –; doi:10.1039/D2CC02907C

data_7130228
_publ_section_title
;
 Bridged eosin Y: A visible and near-infrared photoredox catalyst
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC02907C
_journal_year                    2022
_chemical_formula_moiety         'C20 H13 N O2'
_chemical_formula_sum            'C20 H13 N O2'
_chemical_formula_weight         299.31
_chemical_name_common            9-(4-nitrophenyl)anthracene
_chemical_name_systematic        9-(4-nitrophenyl)anthracene
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-03-20
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.03.28 svn.rd84adfe8 for Rigaku Oxford Diffraction, GUI svn.r6032)
;
_audit_update_record
;
2022-04-07 deposited with the CCDC.	2022-06-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.728(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.1681(5)
_cell_length_b                   8.0980(2)
_cell_length_c                   22.3810(7)
_cell_measurement_reflns_used    5361
_cell_measurement_temperature    103.15
_cell_measurement_theta_max      68.0800
_cell_measurement_theta_min      4.0110
_cell_volume                     2896.39(15)
_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 0.997
_diffrn_measured_fraction_theta_max 0.993
_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    -25.00  24.00   0.50    0.20    --  -41.44  21.00  30.00   98
  2  \w    -53.00  -4.00   0.50    0.20    --  -41.44  55.00  58.00   98
  3  \w    -53.00 -28.00   0.50    0.33    --  -95.43 117.00  90.00   50
  4  \w    -57.00 -32.00   0.50    0.33    --  -95.43  55.00  58.00   50
  5  \w    -57.00 -32.00   0.50    0.33    --  -95.43  50.00 150.00   50
  6  \w    -77.00 -27.00   0.50    0.33    --  -95.43  68.00  60.00  100
  7  \w   -100.00 -72.00   0.50    0.33    --  -95.43 117.00  90.00   56
  8  \w    -55.00 -29.00   0.50    0.33    --  -95.43  50.00-120.00   52
  9  \w    -81.00 -29.00   0.50    0.20    --  -41.44 -55.00 -84.00  104
 10  \w     23.00  55.00   0.50    0.20    --   41.75  55.00  58.00   64
 11  \w     59.00  91.00   0.50    0.20    --   41.75  55.00  58.00   64
 12  \w     95.00 120.00   0.50    0.33    --   95.75  55.00  58.00   50
 13  \w     95.00 163.00   0.50    0.33    --   95.75  33.00  30.00  136
 14  \w     71.00 106.00   0.50    0.20    --   41.75 138.00 -90.00   70
 15  \w     25.00 102.00   0.50    0.20    --   41.75  43.00-120.00  154
 16  \w     29.00  56.00   0.50    0.33    --   95.75 -55.00 -84.00   54
 17  \w     39.00  65.00   0.50    0.33    --   95.75 -59.00 -60.00   52
 18  \w     37.00  63.00   0.50    0.33    --   95.75 -59.00 -30.00   52
 19  \w     33.00  59.00   0.50    0.33    --   95.75 -59.00 -90.00   52
 20  \w     31.00  56.00   0.50    0.33    --   95.75 -50.00-120.00   50
 21  \w     29.00  54.00   0.50    0.33    --   95.75 -50.00-150.00   50
 22  \w     29.00  54.00   0.50    0.33    --   95.75 -50.00-180.00   50
 23  \w     35.00  60.00   0.50    0.20    --   41.75 -55.00 -84.00   50
 24  \w     85.00 110.00   0.50    0.33    --   95.75-117.00 -60.00   50
 25  \w     29.00  55.00   0.50    0.33    --   95.75-117.00 -60.00   52
 26  \w     29.00  57.00   0.50    0.33    --   95.75 -50.00 -60.00   56
 27  \w    -14.00  18.00   0.50    0.20    --   41.75 -11.00-150.00   64
 28  \w    -21.00   4.00   0.50    0.20    --   41.75 -55.00 -84.00   50
 29  \w     -9.00  20.00   0.50    0.20    --   41.75 -21.00  90.00   58
 30  \w     43.00  69.00   0.50    0.33    --   95.75 -59.00 150.00   52
 31  \w     38.00  64.00   0.50    0.33    --   95.75 -59.00 120.00   52
 32  \w     29.00  54.00   0.50    0.33    --   95.75 -50.00 120.00   50
 33  \w    -28.00  11.00   0.50    0.20    --   41.75 -21.00 150.00   78
 34  \w   -112.00 -85.00   0.50    0.33    --  -95.43 -50.00 150.00   54
 35  \w   -160.00-134.00   0.50    0.33    --  -95.43 -50.00 150.00   52
 36  \w   -158.00 -84.00   0.50    0.33    --  -95.43 -50.00 -30.00  148
 37  \w   -163.00 -95.00   0.50    0.33    --  -95.43 -55.00 -84.00  136
 38  \w   -164.00 -74.00   0.50    0.33    --  -95.43 -17.00-180.00  180
;
_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      0.0300504000
_diffrn_orient_matrix_UB_12      0.1224145000
_diffrn_orient_matrix_UB_13      0.0514749000
_diffrn_orient_matrix_UB_21      -0.0816189000
_diffrn_orient_matrix_UB_22      -0.0279108000
_diffrn_orient_matrix_UB_23      0.0263209000
_diffrn_orient_matrix_UB_31      0.0415810000
_diffrn_orient_matrix_UB_32      -0.1427637000
_diffrn_orient_matrix_UB_33      0.0388870000
_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  0.0143
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            7070
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.143
_diffrn_reflns_theta_min         3.997
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.715
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.337
_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 yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.886
_exptl_crystal_size_mid          0.383
_exptl_crystal_size_min          0.351
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.148
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.00084(8)
_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   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2635
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0332
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0430P)^2^+1.7649P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0873
_refine_ls_wR_factor_ref         0.0883
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2515
_reflns_number_total             2635
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc02907c2.cif
_cod_data_source_block           exp_108
_cod_database_code               7130228
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C160 H104 N8 O16 '
_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:
 C009(H009), C00B(H00B), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N)
;
_shelx_res_checksum              7018
_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 1.223
_oxdiff_exptl_absorpt_empirical_full_min 0.850