Nonpolar selective emission (NPSE) of carbonyl-bridged rhodols.
Tanioka, Masaru; Mori, Minori; Harada, Mei; Matsuya, Yuji; Kamino, Shinichiro; Chemical communications (Cambridge, England) 60 (2024) 6407–6410; doi:10.1039/d4cc01071j

data_7133101
_publ_section_title
;
 Nonpolar selective emission (NPSE) of carbonyl-bridged rhodols.
;
_journal_issue                   50
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6407
_journal_page_last               6410
_journal_paper_doi               10.1039/d4cc01071j
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C28 H16 F3 N O3'
_chemical_formula_sum            'C28 H16 F3 N O3'
_chemical_formula_weight         471.41
_chemical_name_common            'carbonyl-bridged rhodol'
_chemical_name_systematic        1c
_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             2021-05-06
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.03.28 svn.rd84adfe8 for Rigaku Oxford Diffraction, GUI svn.r6032)
;
_audit_update_record
;
2024-02-09 deposited with the CCDC.	2024-05-27 downloaded from the CCDC.
;
_cell_angle_alpha                83.512(2)
_cell_angle_beta                 80.770(2)
_cell_angle_gamma                72.972(3)
_cell_formula_units_Z            4
_cell_length_a                   10.9940(3)
_cell_length_b                   11.0404(3)
_cell_length_c                   17.6631(4)
_cell_measurement_reflns_used    8954
_cell_measurement_temperature    103.15
_cell_measurement_theta_max      67.9470
_cell_measurement_theta_min      2.5260
_cell_volume                     2018.43(10)
_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  (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 0.998
_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     72.00  99.00   0.50    0.20    --   40.40  37.00-150.00   54
  2  \w     72.00 162.00   0.50    0.36    --   96.04  68.00-150.00  180
  3  \w     79.00 162.00   0.50    0.36    --   96.04  59.00 -60.00  166
  4  \w    126.00 152.00   0.50    0.36    --   96.04  68.00  90.00   52
  5  \w     72.00 112.00   0.50    0.36    --   96.04  68.00  90.00   80
  6  \w    -26.00  30.00   0.50    0.20    --   40.40 -25.00 120.00  112
  7  \w     -8.00  22.00   0.50    0.20    --   40.40 -37.00  90.00   60
  8  \w    -14.00  28.00   0.50    0.20    --   40.40 -50.00  60.00   84
  9  \w     25.00  51.00   0.50    0.20    --   40.40-141.00  66.00   52
 10  \w      2.00  79.00   0.50    0.20    --   40.40-104.00 -30.00  154
 11  \w     11.00  38.00   0.50    0.20    --   40.40-128.00-122.00   54
 12  \w     57.00  90.00   0.50    0.20    --   40.40-128.00-122.00   66
 13  \w     94.00 129.00   0.50    0.36    --   96.04-144.00  30.00   70
 14  \w     88.00 113.00   0.50    0.36    --   96.04-117.00 120.00   50
 15  \w     29.00 112.00   0.50    0.36    --   96.04-117.00  90.00  166
 16  \w     30.00  59.00   0.50    0.36    --   96.04-117.00 120.00   58
 17  \w     38.00  74.00   0.50    0.36    --   96.04-144.00  30.00   72
 18  \w     74.00 107.00   0.50    0.36    --   96.04-128.00-122.00   66
 19  \w     52.00  83.00   0.50    0.36    --   96.04 -68.00-120.00   62
 20  \w     28.00  54.00   0.50    0.36    --   96.04 -59.00-120.00   52
 21  \w     29.00  54.00   0.50    0.36    --   96.04 -50.00   0.00   50
 22  \w     32.00  68.00   0.50    0.36    --   96.04 -59.00 120.00   72
 23  \w     91.00 132.00   0.50    0.36    --   96.04 128.00 -47.00   82
 24  \w     62.00  88.00   0.50    0.20    --   40.40 141.00 123.00   52
 25  \w     94.00 159.00   0.50    0.36    --   96.04 141.00 123.00  130
 26  \w     59.00  88.00   0.50    0.36    --   96.04 141.00 123.00   58
 27  \w    -78.00   5.00   0.50    0.20    --  -40.71 104.00 120.00  166
 28  \w    -84.00 -49.00   0.50    0.20    --  -40.71 141.00 123.00   70
 29  \w   -103.00 -78.00   0.50    0.36    --  -96.35 141.00 123.00   50
 30  \w    -75.00 -50.00   0.50    0.20    --  -40.71 128.00 -47.00   50
 31  \w   -119.00 -94.00   0.50    0.36    --  -96.35 128.00 -47.00   50
 32  \w   -108.00 -46.00   0.50    0.36    --  -96.35  96.00 -60.00  124
 33  \w   -109.00 -44.00   0.50    0.36    --  -96.35  96.00-150.00  130
 34  \w   -105.00 -35.00   0.50    0.36    --  -96.35  77.00-180.00  140
 35  \w    -53.00 -28.00   0.50    0.36    --  -96.35  59.00-180.00   50
 36  \w    -76.00 -42.00   0.50    0.36    --  -96.35  77.00 -90.00   68
 37  \w    -57.00 -31.00   0.50    0.36    --  -96.35  50.00-180.00   52
 38  \w   -104.00 -79.00   0.50    0.36    --  -96.35  77.00 -90.00   50
 39  \w    -56.00 -30.00   0.50    0.36    --  -96.35  50.00 -90.00   52
 40  \w    -57.00 -30.00   0.50    0.36    --  -96.35  50.00 -30.00   54
 41  \w    -16.00  28.00   0.50    0.20    --  -40.71  12.00   0.00   88
 42  \w    -33.00  12.00   0.50    0.20    --  -40.71  37.00 120.00   90
 43  \w    -76.00 -43.00   0.50    0.36    --  -96.35  68.00 120.00   66
 44  \w    -69.00 -44.00   0.50    0.36    --  -96.35  59.00 150.00   50
 45  \w   -165.00-127.00   0.50    0.36    --  -96.35 -25.00  90.00   76
 46  \w   -163.00 -74.00   0.50    0.36    --  -96.35 -68.00 120.00  178
 47  \w   -108.00 -83.00   0.50    0.36    --  -96.35 -33.00-120.00   50
 48  \w   -109.00 -84.00   0.50    0.36    --  -96.35 -33.00-150.00   50
 49  \w   -163.00-125.00   0.50    0.36    --  -96.35 -33.00-150.00   76
 50  \w   -158.00-132.00   0.50    0.36    --  -96.35 -33.00-120.00   52
 51  \w   -107.00 -82.00   0.50    0.36    --  -96.35 -25.00  90.00   50
 52  \w    -95.00 -55.00   0.50    0.20    --  -40.71 -50.00  90.00   80
 53  \w   -100.00 -71.00   0.50    0.20    --  -40.71 -63.00-120.00   58
 54  \w    -65.00 -26.00   0.50    0.20    --  -40.71 -63.00-120.00   78
 55  \w    -53.00 -26.00   0.50    0.20    --  -40.71 -63.00-150.00   54
 56  \w    -91.00 -65.00   0.50    0.20    --  -40.71 -63.00-150.00   52
 57  \w    -86.00 -61.00   0.50    0.20    --  -40.71-138.00-180.00   50
 58  \w   -108.00 -68.00   0.50    0.20    --  -40.71-138.00 -90.00   80
 59  \w   -107.00 -81.00   0.50    0.20    --  -40.71-141.00  66.00   52
 60  \w    -86.00 -61.00   0.50    0.20    --  -40.71-138.00 120.00   50
 61  \w   -162.00 -57.00   0.50    0.36    --  -96.35-144.00 -90.00  210
 62  \w   -163.00 -75.00   0.50    0.36    --  -96.35-117.00-150.00  176
 63  \w   -125.00 -99.00   0.50    0.36    --  -96.35-128.00-122.00   52
 64  \w   -136.00-111.00   0.50    0.36    --  -96.35-141.00  66.00   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      -0.0811032000
_diffrn_orient_matrix_UB_12      -0.0895816000
_diffrn_orient_matrix_UB_13      -0.0073979000
_diffrn_orient_matrix_UB_21      -0.0207570000
_diffrn_orient_matrix_UB_22      -0.0233368000
_diffrn_orient_matrix_UB_23      0.0881657000
_diffrn_orient_matrix_UB_31      -0.1219084000
_diffrn_orient_matrix_UB_32      0.1132806000
_diffrn_orient_matrix_UB_33      0.0043087000
_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  0.0426
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19341
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.495
_diffrn_reflns_theta_min         2.541
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.012
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.384
_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            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CHCl3/Et2O'
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.216
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     631
_refine_ls_number_reflns         7344
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0527
_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^)+(0.1017P)^2^+0.1633P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1464
_refine_ls_wR_factor_ref         0.1534
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6165
_reflns_number_total             7344
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc01071j2.cif
_cod_data_source_block           exp_140
_cod_depositor_comments
;
Adding full bibliography for 7133100--7133102.cif.

2024-10-18
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C56 H32 F6 N2 O6'
_cod_original_formula_weight         942.83
_cod_original_formula_moiety         '2(C28 H16 F3 N O3)'
_cod_original_formula_units_Z            2
_cod_database_code               7133101
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C54(H54A,H54B)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C52(H52), C5(H5), C50(H50), C12(H12), C17(H17), C2(H2), C35(H35),
 C4(H4), C19(H19), C20(H20), C69(H69), C70(H70), C68(H68), C18(H18), C62(H62),
 C66(H66), C59(H59), C39(H39), C67(H67), C34(H34), C60(H60), C42(H42), C61(H61),
  C33(H33), C41(H41), C31(H31), C32(H32)
;
_shelx_res_checksum              86042
_shelx_hkl_checksum              62645
_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 1.569
_oxdiff_exptl_absorpt_empirical_full_min 0.659