A polymerizable aggregation-induced emission dye for fluorescent nanoparticles: synthesis, molecular structure and application in cell imaging
Huang, Zengfang; Wang, Runze; Chen, Yali; Liu, Xiaobo; Wang, Ke; Mao, Liucheng; Wang, Ke; Yuan, Jinying; Zhang, Xiaoyong; Tao, Lei; Wei, Yen; Polymer Chemistry 10 (2019) 2162–; doi:10.1039/C9PY00175A

data_1550779
_publ_section_title
;
 A polymerizable aggregation-induced emission dye for fluorescent
 nanoparticles: synthesis, molecular structure and application in cell
 imaging
;
_journal_issue                   17
_journal_name_full               'Polymer Chemistry'
_journal_page_first              2162
_journal_paper_doi               10.1039/C9PY00175A
_journal_volume                  10
_journal_year                    2019
_chemical_formula_moiety         'C43 H31 N'
_chemical_formula_sum            'C43 H31 N'
_chemical_formula_weight         561.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-08-28
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-09-23 deposited with the CCDC.    2019-03-22 downloaded from the CCDC.
;
_cell_angle_alpha                98.765(5)
_cell_angle_beta                 90.680(5)
_cell_angle_gamma                106.033(6)
_cell_formula_units_Z            4
_cell_length_a                   9.5260(6)
_cell_length_b                   10.7198(7)
_cell_length_c                   31.5458(18)
_cell_measurement_reflns_used    3593
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.4610
_cell_measurement_theta_min      2.7960
_cell_volume                     3055.0(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.960
_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      6.00  52.00   1.00    1.00    --   40.98 -99.00-120.00   46
  2  \w     39.00  96.00   1.00    1.00    --   40.98-125.00   0.00   57
  3  \w     31.00 140.00   1.00    1.50    --  106.95 -77.00   0.00  109
  4  \w     64.00  91.00   1.00    1.50    --  106.95 -95.00  90.00   27
  5  \w     52.00 109.00   1.00    1.50    --  106.95 -95.00 150.00   57
  6  \w     34.00 125.00   1.00    1.50    --  106.95 -45.00 120.00   91
  7  \w     34.00  61.00   1.00    1.50    --  106.95-125.00  30.00   27
  8  \w     34.00 121.00   1.00    1.50    --  106.95-125.00   0.00   87
  9  \w     38.00 133.00   1.00    1.50    --  106.95 -30.00 -30.00   95
 10  \w    140.00 167.00   1.00    1.50    --  106.95  77.00 -90.00   27
 11  \w    100.00 144.00   1.00    1.50    --  106.95 125.00  30.00   44
 12  \w     93.00 123.00   1.00    1.50    --  106.95  77.00 -90.00   30
 13  \w     20.00 175.00   1.00    1.50    --  106.95   0.00  60.00  155
 14  \w     75.00 133.00   1.00    1.50    --  106.95 -77.00-180.00   58
 15  \w    -85.00  -7.00   1.00    1.00    --  -40.98 125.00  90.00   78
 16  \w   -113.00 -33.00   1.00    1.00    --  -40.98 -38.00 -60.00   80
 17  \w   -118.00  -1.00   1.00    1.00    --  -40.98 -19.00   0.00  117
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0525803000
_diffrn_orient_matrix_UB_12      0.0465497000
_diffrn_orient_matrix_UB_13      0.0476332000
_diffrn_orient_matrix_UB_21      -0.1550346000
_diffrn_orient_matrix_UB_22      -0.0639477000
_diffrn_orient_matrix_UB_23      0.0133912000
_diffrn_orient_matrix_UB_31      0.0400595000
_diffrn_orient_matrix_UB_32      -0.1292476000
_diffrn_orient_matrix_UB_33      0.0011314000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0830
_diffrn_reflns_av_unetI/netI     0.0956
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            21415
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.043
_diffrn_reflns_theta_min         2.839
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.531
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     793
_refine_ls_number_reflns         11915
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0843
_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^)+(0.1401P)^2^+16.1479P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2950
_refine_ls_wR_factor_ref         0.2202
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7376
_reflns_number_total             11915
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9py00175a2.cif
_cod_data_source_block           2sc1
_cod_depositor_comments          'Adding full bibliography for 1550779.cif.'
_cod_database_code               1550779
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.954
_shelx_estimated_absorpt_t_min   0.939
_reflns_odcompleteness_completeness 99.92
_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 Aromatic/amide H refined with riding coordinates:
 C005(H005), C00B(H00B), C26(H26), C37(H37), C00J(H00J), C00L(H00L),
 C00M(H00M), C00N(H00N), C13(H13), C00Q(H00Q), C20(H20), C00S(H00S), C00V(H00V),
  C31(H31), C00Y(H00Y), C19(H19), C012(H012), C3(H3), C16(H16), C016(H016),
 C017(H017), C4(H4), C7(H7), C38(H38), C35(H35), C32(H32), C01I(H01I),
 C01K(H01K), C34(H34), C5(H5), C01N(H01N), C6(H6), C01P(H01P), C01Q(H01Q),
 C01R(H01R), C27(H27), C01T(H01T), C41(H41), C01V(H01V), C25(H25), C01X(H01X),
 C10(H10), C01Z(H01Z), C9(H9), C021(H021), C18(H18), C40(H40), C024(H024),
 C025(H025), C11(H11), C42(H42), C028(H028), C22(H22), C17(H17), C23(H23),
 C02D(H02D), C02E(H02E), C12(H12)
2.b X=CH2 refined with riding coordinates:
 C02C(H02A,H02B), C43(H43A,H43B)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.746
_oxdiff_exptl_absorpt_empirical_full_min 0.605