A novel AIE-active dye for fluorescent nanoparticles by one-pot combination of Hantzsch reaction and RAFT polymerization: synthesis, molecular structure and application in cell imaging
Chen, Yali; Huang, Zengfang; Liu, Xiaobo; Mao, Liucheng; Yuan, Jinying; Zhang, Xiaoyong; Tao, Lei; Wei, Yen; RSC Advances 9 (2019) 32601–; doi:10.1039/C9RA06452D

data_7234571
_publ_section_title
;
 A novel AIE-active dye for fluorescent nanoparticles by one-pot
 combination of Hantzsch reaction and RAFT polymerization: synthesis,
 molecular structure and application in cell imaging
;
_journal_issue                   56
_journal_name_full               'RSC Advances'
_journal_page_first              32601
_journal_paper_doi               10.1039/C9RA06452D
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C42 H29 N O'
_chemical_formula_sum            'C42 H29 N O'
_chemical_formula_weight         563.66
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-01-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-01-26 deposited with the CCDC.    2019-10-03 downloaded from the CCDC.
;
_cell_angle_alpha                91.818(10)
_cell_angle_beta                 92.824(7)
_cell_angle_gamma                100.708(11)
_cell_formula_units_Z            2
_cell_length_a                   5.4879(5)
_cell_length_b                   9.4465(18)
_cell_length_c                   29.547(2)
_cell_measurement_reflns_used    1919
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.1980
_cell_measurement_theta_min      2.2700
_cell_volume                     1502.0(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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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    -40.00  62.00   1.00    4.00    --  -11.59  57.00   0.00  102
  2  \w    -15.00  75.00   1.00    4.00    --   11.74  57.00 150.00   90
  3  \w     -3.00  29.00   1.00    4.00    --  -11.59 -99.00   0.00   32
  4  \w    -78.00  11.00   1.00    4.00    --  -11.59 -57.00-150.00   89
;
_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      0.0390872000
_diffrn_orient_matrix_UB_12      0.0521120000
_diffrn_orient_matrix_UB_13      -0.0161936000
_diffrn_orient_matrix_UB_21      0.0334425000
_diffrn_orient_matrix_UB_22      0.0536490000
_diffrn_orient_matrix_UB_23      0.0176968000
_diffrn_orient_matrix_UB_31      0.1212890000
_diffrn_orient_matrix_UB_32      -0.0159933000
_diffrn_orient_matrix_UB_33      0.0018070000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_av_unetI/netI     0.0947
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            10464
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.072
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21675
_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    1.246
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     463
_refine_ls_number_reflns         5302
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.169
_refine_ls_R_factor_all          0.1388
_refine_ls_R_factor_gt           0.0878
_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^)+(0.0423P)^2^+4.5952P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2189
_refine_ls_wR_factor_ref         0.2347
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3900
_reflns_number_total             5302
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ra06452d2.cif
_cod_data_source_block           2sc1
_cod_database_code               7234571
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.993
_shelx_estimated_absorpt_t_min   0.991
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(C33) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
3. Others
 Sof(C34)=Sof(H34)=1-FVAR(1)
 Sof(C34B)=Sof(H34B)=FVAR(1)
 Sof(C33B)=Sof(H33B)=1-FVAR(2)
 Sof(C33)=Sof(H33)=FVAR(2)
 Sof(C30)=Sof(H30)=1-FVAR(3)
 Sof(C30B)=Sof(H30B)=FVAR(3)
 Sof(C31)=Sof(H31)=1-FVAR(4)
 Sof(C31B)=Sof(H31B)=FVAR(4)
 Sof(C4A)=Sof(H4A)=1-FVAR(5)
 Sof(C36)=Sof(H36)=FVAR(5)
 Sof(C0AB)=Sof(H0AB)=1-FVAR(6)
 Sof(C37)=Sof(H37)=FVAR(6)
4.a Aromatic/amide H refined with riding coordinates:
 C19(H19), C26(H26), C21(H21), C10(H10), C3(H3), C22(H22), C24(H24), C7(H7),
 C6(H6), C00N(H00N), C25(H25), C5(H5), C4(H4), C15(H15), C13(H13), C12(H12),
 C17(H17), C16(H16), C18(H18), C11(H11), C41(H41), C34(H34), C33B(H33B),
 C31B(H31B), C30B(H30B), C30(H30), C31(H31), C37(H37), C36(H36), C4A(H4A),
 C0AB(H0AB), C38(H38), C39(H39)
;
_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 3.082
_oxdiff_exptl_absorpt_empirical_full_min 0.350