Crystalline hydrogen-bonded organic framework for air-tolerant triplet-triplet annihilation upconversion.
Zhang, Qiaoyu; Luo, Guiwen; Hu, Rui; Yang, Guoqiang; Chen, Jinping; Yu, Tianjun; Zeng, Yi; Li, Yi; Chemical communications (Cambridge, England) 60 (2024) 4475–4478; doi:10.1039/d4cc00742e

data_7132888
_publ_section_title
;
 Crystalline hydrogen-bonded organic framework for air-tolerant
 triplet-triplet annihilation upconversion.
;
_journal_issue                   33
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4475
_journal_page_last               4478
_journal_paper_doi               10.1039/d4cc00742e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C54 H34 O8, 2(C2 H6 O)'
_chemical_formula_sum            'C58 H46 O10'
_chemical_formula_weight         902.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-10-18
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-10-10 deposited with the CCDC.	2024-03-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.335(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6531(5)
_cell_length_b                   20.7577(10)
_cell_length_c                   37.5707(13)
_cell_measurement_reflns_used    4879
_cell_measurement_temperature    170.00(12)
_cell_measurement_theta_max      72.9030
_cell_measurement_theta_min      2.3320
_cell_volume                     5963.6(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(12)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.925
_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    -15.00  10.00   0.50    2.00    --   47.45 -35.00  32.00   50
  2  \w     32.00  73.00   0.50    7.00    --  103.25 -61.00  90.00   82
  3  \w     32.00  64.00   0.50    7.00    --  103.25 -61.00  30.00   64
  4  \w     91.00 129.00   0.50    7.00    --  103.25  15.00 120.00   76
  5  \w    137.00 169.00   0.50    7.00    --  103.25 125.00  90.00   64
  6  \w     80.00 122.00   0.50    7.00    --  103.25 125.00  90.00   84
  7  \w     54.00  79.00   0.50    2.00    --   47.45  35.00-170.00   50
  8  \w     92.00 169.00   0.50    7.00    --  103.25  35.00-170.00  154
  9  \w     44.00  69.00   0.50    7.00    --  103.25 -61.00-150.00   50
 10  \w    -29.00  17.00   0.50    2.00    --  -47.45  35.00-170.00   92
 11  \w    -23.00  27.00   0.50    2.00    --  -47.45  19.00 -30.00  100
 12  \w    -55.00 -29.00   0.50    7.00    --  -99.00  61.00 -90.00   52
 13  \w    -60.00 -26.00   0.50    7.00    --  -99.00  61.00 -30.00   68
 14  \w    -62.00 -31.00   0.50    7.00    --  -99.00  61.00  30.00   62
 15  \w    -62.00 -27.00   0.50    7.00    --  -99.00  61.00  60.00   70
 16  \w    -67.00 -41.00   0.50    7.00    --  -99.00  61.00   0.00   52
 17  \w    -61.00 -28.00   0.50    7.00    --  -99.00  61.00 -60.00   66
 18  \w    -64.00 -26.00   0.50    7.00    --  -99.00  61.00-180.00   76
 19  \w   -108.00 -68.00   0.50    7.00    --  -99.00 125.00 -90.00   80
 20  \w   -124.00 -88.00   0.50    7.00    --  -99.00 -15.00 -60.00   72
 21  \w    -99.00 -43.00   0.50    2.00    --  -47.45 -35.00  32.00  112
 22  \w   -118.00 -80.00   0.50    2.00    --  -47.45-125.00  90.00   76
 23  \w   -120.00 -76.00   0.50    2.00    --  -47.45-125.00 120.00   88
 24  \w   -124.00 -93.00   0.50    7.00    --  -99.00-125.00 150.00   62
 25  \w   -127.00 -88.00   0.50    7.00    --  -99.00 -35.00  32.00   78
 26  \w   -168.00-133.00   0.50    7.00    --  -99.00 -15.00 -60.00   70
 27  \w   -164.00-135.00   0.50    7.00    --  -99.00-125.00 150.00   58
;
_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      -0.1575718000
_diffrn_orient_matrix_UB_12      -0.0111730000
_diffrn_orient_matrix_UB_13      -0.0260788000
_diffrn_orient_matrix_UB_21      0.1015780000
_diffrn_orient_matrix_UB_22      0.0308830000
_diffrn_orient_matrix_UB_23      -0.0301849000
_diffrn_orient_matrix_UB_31      0.0738265000
_diffrn_orient_matrix_UB_32      -0.0665565000
_diffrn_orient_matrix_UB_33      -0.0096128000
_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  0.0555
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            19274
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.987
_diffrn_reflns_theta_min         2.354
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.556
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.006
_exptl_crystal_description       prism
_exptl_crystal_F_000             1896
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         2.009
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.219
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.419
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         5846
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.424
_refine_ls_R_factor_all          0.1547
_refine_ls_R_factor_gt           0.1253
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3384
_refine_ls_wR_factor_ref         0.3691
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3867
_reflns_number_total             5846
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00742e2.cif
_cod_data_source_block           tx9503
_cod_depositor_comments          'Adding full bibliography for 7132888.cif.'
_cod_database_code               7132888
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHNO
_reflns_odcompleteness_completeness 99.25
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C32-C29
 1.54 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C32 \\sim C29 \\sim O28: within 1.7A with sigma of 0.02 and sigma for terminal
atoms of 0.04 within 1.7A
4.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C11(H11), C13(H13), C15(H15),
 C16(H16), C18(H18), C19(H19), C23(H23), C24(H24), C25(H25), C26(H26)
4.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
4.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O4(H4), O28(H28)
;
_shelx_res_checksum              16180
_shelx_hkl_checksum              89673
_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 1.776
_oxdiff_exptl_absorpt_empirical_full_min 0.520