Thiophene assisted cellular uptake enhancement for highly efficient NIR-II cancer phototheranostics.
Zhang, Yue; Yu, Jia; Li, Chunbin; Gong, Jianye; Wu, Yifan; Feng, Lina; Chen, Zihan; Sha, Renmanduhu; Jiang, Guoyu; Wang, Jianguo; Chemical communications (Cambridge, England) 60 (2024) 9942–9945; doi:10.1039/d4cc03308f

data_7133531
_publ_section_title
;
 Thiophene assisted cellular uptake enhancement for highly efficient
 NIR-II cancer phototheranostics.
;
_journal_issue                   73
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9942
_journal_page_last               9945
_journal_paper_doi               10.1039/d4cc03308f
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C56 H41 N5 O2'
_chemical_formula_sum            'C56 H41 N5 O2'
_chemical_formula_weight         815.94
_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     direct
_audit_creation_date             2024-02-24
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-03-19 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                67.1553(10)
_cell_angle_beta                 86.4455(8)
_cell_angle_gamma                80.1926(8)
_cell_formula_units_Z            2
_cell_length_a                   10.17742(9)
_cell_length_b                   14.91873(16)
_cell_length_c                   17.25327(19)
_cell_measurement_reflns_used    18984
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.3040
_cell_measurement_theta_min      2.7790
_cell_volume                     2378.85(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.968
_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     56.00  82.00   0.50    0.29    --  104.75 -77.00 120.00   52
  2  \w    -24.00  45.00   0.50    0.20    --   48.13 -38.00  90.00  138
  3  \w     -7.00  24.00   0.50    0.20    --   48.13 -19.00 -30.00   62
  4  \w     36.00  63.00   0.50    0.29    --  104.75 -57.00  60.00   54
  5  \w     36.00  61.00   0.50    0.29    --  104.75 -57.00 -30.00   50
  6  \w    -23.00  62.00   0.50    0.20    --   48.13 -57.00-150.00  170
  7  \w     33.00  66.00   0.50    0.29    --  104.75 -57.00-120.00   66
  8  \w     36.00  66.00   0.50    0.29    --  104.75 -57.00-150.00   60
  9  \w     43.00  68.00   0.50    0.29    --  104.75 -57.00-180.00   50
 10  \w     76.00 102.00   0.50    0.29    --  104.75 -99.00-150.00   52
 11  \w     62.00 111.00   0.50    0.29    --  104.75-125.00-180.00   98
 12  \w     53.00 111.00   0.50    0.29    --  104.75-125.00-150.00  116
 13  \w     46.00  72.00   0.50    0.29    --  104.75 -99.00-150.00   52
 14  \w     22.00  73.00   0.50    0.20    --   48.13-110.00 -35.00  102
 15  \w     48.00  74.00   0.50    0.29    --  104.75-110.00 -35.00   52
 16  \w     62.00  99.00   0.50    0.29    --  104.75 -99.00 -90.00   74
 17  \w     79.00 104.00   0.50    0.29    --  104.75 -99.00 -60.00   50
 18  \w     41.00 103.00   0.50    0.29    --  104.75 -99.00 -30.00  124
 19  \w     49.00 110.00   0.50    0.29    --  104.75-125.00 150.00  122
 20  \w     36.00 108.00   0.50    0.29    --  104.75-107.00  41.18  144
 21  \w     94.00 165.00   0.50    0.29    --  104.75  38.00-150.00  142
 22  \w     88.00 157.00   0.50    0.29    --  104.75 110.00  58.00  138
 23  \w     94.00 171.00   0.50    0.29    --  104.75  38.00 150.00  154
 24  \w     30.00  85.00   0.50    0.20    --   48.13  77.00  60.00  110
 25  \w    -92.00 -66.00   0.50    0.29    -- -104.00  77.00  60.00   52
 26  \w    -64.00 -35.00   0.50    0.29    -- -104.00  57.00  90.00   58
 27  \w    -64.00 -33.00   0.50    0.29    -- -104.00  57.00 120.00   62
 28  \w    -60.00 -35.00   0.50    0.29    -- -104.00  77.00  60.00   50
 29  \w    -63.00 -32.00   0.50    0.29    -- -104.00  57.00-180.00   62
 30  \w   -103.00 -65.00   0.50    0.29    -- -104.00 110.00  58.00   76
 31  \w    -79.00 -54.00   0.50    0.29    -- -104.00 142.00 116.50   50
 32  \w   -124.00 -89.00   0.50    0.29    -- -104.00 142.00 116.50   70
 33  \w   -102.00 -52.00   0.50    0.29    -- -104.00 125.00-150.00  100
 34  \w    -87.00 -60.00   0.50    0.20    --  -48.13 125.00 -90.00   54
 35  \w    -43.00 -17.00   0.50    0.20    --  -48.13 125.00 -90.00   52
 36  \w    -81.00  -4.00   0.50    0.20    --  -48.13 110.00  58.00  154
 37  \w   -169.00 -97.00   0.50    0.29    -- -104.00 -38.00 -30.00  144
 38  \w   -175.00 -93.00   0.50    0.29    -- -104.00 -38.00  30.00  164
 39  \w   -167.00 -96.00   0.50    0.29    -- -104.00 -99.00 120.00  142
 40  \w   -124.00 -94.00   0.50    0.29    -- -104.00-110.00 -35.00   60
 41  \w    -99.00 -34.00   0.50    0.20    --  -48.13 -57.00 -30.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0332497000
_diffrn_orient_matrix_UB_12      -0.0257929000
_diffrn_orient_matrix_UB_13      0.0928546000
_diffrn_orient_matrix_UB_21      -0.0031088000
_diffrn_orient_matrix_UB_22      -0.1094993000
_diffrn_orient_matrix_UB_23      0.0194053000
_diffrn_orient_matrix_UB_31      0.1499434000
_diffrn_orient_matrix_UB_32      -0.0150415000
_diffrn_orient_matrix_UB_33      -0.0197364000
_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  0.0236
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            31645
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.533
_diffrn_reflns_theta_min         2.779
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71692
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light black'
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.134
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     570
_refine_ls_number_reflns         9674
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0417
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0595P)^2^+0.2594P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1149
_refine_ls_wR_factor_ref         0.1184
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8335
_reflns_number_total             9674
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc03308f2.cif
_cod_data_source_block           2tpa-ptcf
_cod_depositor_comments
'Adding full bibliography for 7133531--7133532.cif.'
_cod_original_cell_volume        2378.85(4)
_cod_database_code               7133531
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22),
  C24(H24), C26(H26), C27(H27), C29(H29), C30(H30), C32(H32), C33(H33),
 C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C41(H41), C42(H42), C43(H43),
  C44(H44), C45(H45), C46(H46)
2.b Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C56(H56A,H56B,H56C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              8421
_shelx_hkl_checksum              50560
_shelx_fab_checksum              4218
_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 1.529
_oxdiff_exptl_absorpt_empirical_full_min 0.560