Synthesis and properties of an <i>O</i>-doped aromatic belt.
Han, Ying; Guo, Wei-Chen; Du, Xu-Sheng; Chen, Chuan-Feng; Chemical communications (Cambridge, England) 60 (2024) 5719–5722; doi:10.1039/d4cc01667j

data_7133010
_publ_section_title
;
 Synthesis and properties of an <i>O</i>-doped aromatic belt.
;
_journal_issue                   44
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5719
_journal_page_last               5722
_journal_paper_doi               10.1039/d4cc01667j
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C39 H18 O3'
_chemical_formula_sum            'C39 H18 O3'
_chemical_formula_weight         534.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-06-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-07-05 deposited with the CCDC.	2024-05-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.391(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4275(4)
_cell_length_b                   15.9886(6)
_cell_length_c                   16.0325(4)
_cell_measurement_reflns_used    7094
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      73.0270
_cell_measurement_theta_min      3.8870
_cell_volume                     2904.96(17)
_computing_cell_refinement       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_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   -118.00 -53.00   0.50    1.00    --  -47.20-156.00 -16.00  130
  2  \w    -91.00 -13.00   0.50    1.00    --  -47.20 119.00-135.00  156
  3  \w    -96.00 -71.00   0.50    1.00    --  -47.20 156.00  20.00   50
  4  \w     28.00  56.00   0.50    1.00    --   47.20-119.00 139.00   56
  5  \w     59.00 119.00   0.50    1.00    --   47.20 156.00  20.00  120
  6  \w     74.00 110.00   0.50    1.00    --   47.20-156.00 -16.00   72
  7  \w     84.00 111.00   0.50    1.00    --  103.25-156.00 -16.00   54
  8  \w     68.00 111.00   0.50    1.00    --  103.25 156.00  20.00   86
  9  \w    106.00 131.00   0.50    1.00    --  103.25 119.00-135.00   50
 10  \w     32.00 110.00   0.50    1.00    --  103.25-119.00 139.00  156
 11  \w   -127.00-101.00   0.50    1.00    -- -104.50-156.00 -16.00   52
 12  \w   -132.00 -98.00   0.50    1.00    -- -104.50 156.00  20.00   68
 13  \w    -96.00 -32.00   0.50    1.00    -- -104.50 119.00-135.00  128
 14  \w   -118.00 -79.00   0.50    1.00    -- -104.50-119.00 139.00   78
 15  \w   -118.00 -76.00   0.50    1.00    --  -47.20-125.00   0.00   84
 16  \w   -119.00 -25.00   0.50    1.00    --  -47.20 -77.00  60.00  188
 17  \w    -39.00  -1.00   0.50    1.00    --  -47.20  38.00   0.00   76
 18  \w    -21.00  19.00   0.50    1.00    --  -47.20  19.00-150.00   80
 19  \w    -11.00  27.00   0.50    1.00    --   47.20 -19.00 -30.00   76
 20  \w     31.00  66.00   0.50    1.00    --  103.25 -94.00 -60.00   70
 21  \w     32.00  85.00   0.50    1.00    --  103.25 -94.00   0.00  106
 22  \w     32.00  67.00   0.50    1.00    --  103.25 -94.00 -30.00   70
 23  \w     80.00 168.00   0.50    1.00    --  103.25 125.00-120.00  176
 24  \w     81.00 106.00   0.50    1.00    --  103.25 -94.00 -30.00   50
 25  \w     55.00  87.00   0.50    1.00    --  103.25-125.00  90.00   64
 26  \w     33.00  75.00   0.50    1.00    --  103.25 -61.00 120.00   84
 27  \w     91.00 175.00   0.50    1.00    --  103.25  45.00  30.00  168
 28  \w     80.00 105.00   0.50    1.00    --  103.25 -94.00 -60.00   50
 29  \w     57.00 100.00   0.50    1.00    --  103.25 -77.00 120.00   86
 30  \w     42.00  74.00   0.50    1.00    --  103.25 -61.00-180.00   64
 31  \w   -116.00 -91.00   0.50    1.00    -- -104.50 -47.00-169.88   50
 32  \w   -174.00-144.00   0.50    1.00    -- -104.50 -47.00-169.88   60
 33  \w    -59.00 -33.00   0.50    1.00    -- -104.50  61.00  30.00   52
 34  \w    -64.00 -34.00   0.50    1.00    -- -104.50  61.00-180.00   60
 35  \w   -129.00 -38.00   0.50    1.00    -- -104.50 149.00-167.09  182
 36  \w    -66.00 -33.00   0.50    1.00    -- -104.50  61.00 -90.00   66
 37  \w   -132.00-104.00   0.50    1.00    -- -104.50 -71.00 169.64   56
 38  \w   -123.00 -91.00   0.50    1.00    -- -104.50 -53.00  67.22   64
 39  \w   -108.00 -56.00   0.50    1.00    -- -104.50 125.00-180.00  104
 40  \w   -126.00 -33.00   0.50    1.00    -- -104.50 145.00 -96.08  186
 41  \w   -130.00 -34.00   0.50    1.00    -- -104.50 151.00 -13.95  192
 42  \w   -166.00-140.00   0.50    1.00    -- -104.50 -53.00  67.22   52
 43  \w    -65.00 -34.00   0.50    1.00    -- -104.50  61.00-150.00   62
 44  \w   -173.00-112.00   0.50    1.00    -- -104.50 -30.00-180.00  122
 45  \w   -168.00 -93.00   0.50    1.00    -- -104.50 -47.00-146.51  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0011795000
_diffrn_orient_matrix_UB_12      -0.0955230000
_diffrn_orient_matrix_UB_13      -0.0127423000
_diffrn_orient_matrix_UB_21      0.1321301000
_diffrn_orient_matrix_UB_22      -0.0037686000
_diffrn_orient_matrix_UB_23      0.0342106000
_diffrn_orient_matrix_UB_31      -0.0319510000
_diffrn_orient_matrix_UB_32      -0.0122142000
_diffrn_orient_matrix_UB_33      0.0897062000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0715
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            40878
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.339
_diffrn_reflns_theta_min         3.921
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.610
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62101
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light red'
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_description       plate
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         4.569
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.266
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.461
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5953
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      3.461
_refine_ls_R_factor_all          0.2194
_refine_ls_R_factor_gt           0.1966
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4689
_refine_ls_wR_factor_ref         0.4820
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4627
_reflns_number_total             5953
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc01667j2.cif
_cod_data_source_block           tx11790_auto
_cod_depositor_comments
'Adding full bibliography for 7133009--7133010.cif.'
_cod_database_code               7133010
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHOCl
_diffrn_oxdiff_digest_frames
;
0135adb2d0b2078e5eef93e628b8640a28042069c90
;
_diffrn_oxdiff_digest_hkl
;
01ede17665e20101d2d4e34e9eb6ffeb4150c1
;
_reflns_odcompleteness_completeness 99.98
_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:
 C00Q(H00A,H00C), C00Y(H00D,H00E), C012(H01A,H01B)
2.b Aromatic/amide H refined with riding coordinates:
 C004(H004), C008(H008), C00B(H00B), C00G(H00G), C00M(H00M), C00N(H00N),
 C00O(H00O), C00S(H00S), C00Z(H00Z), C011(H011), C013(H013), C016(H016)
;
_shelx_res_checksum              86052
_shelx_hkl_checksum              66058
_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 2.073
_oxdiff_exptl_absorpt_empirical_full_min 0.557