Aggregation-induced emission and solid fluorescence of fluorescein derivatives.
Feng, Shumin; Gong, Shengyi; Feng, Guoqiang; Chemical communications (Cambridge, England) 56 (2020) 2511–2513; doi:10.1039/c9cc09784h

data_7125866
_publ_section_title
;
 Aggregation-induced emission and solid fluorescence of fluorescein
 derivatives.
;
_journal_issue                   16
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2511
_journal_page_last               2513
_journal_paper_doi               10.1039/c9cc09784h
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C26 H18 Cl2 O5'
_chemical_formula_sum            'C26 H18 Cl2 O5'
_chemical_formula_weight         481.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_block_doi                 10.5517/ccdc.csd.cc244thm
_audit_creation_date             2019-03-21
_audit_creation_method
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_audit_update_record
;
2019-12-09 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.610(13)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.613(7)
_cell_length_b                   23.820(14)
_cell_length_c                   19.202(14)
_cell_measurement_reflns_used    4454
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.61
_cell_measurement_theta_min      2.63
_cell_volume                     4675(5)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2587
_diffrn_reflns_av_unetI/netI     0.1195
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26196
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        18.986
_diffrn_reflns_theta_max         18.986
_diffrn_reflns_theta_min         1.394
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.313
_exptl_absorpt_correction_T_max  0.7448
_exptl_absorpt_correction_T_min  0.4773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
SADABS-2008/1 (Bruker,2008) was used for absorption correction. 
wR2(int) was 0.1731 before and 0.1149 after correction. 
The Ratio of minimum to maximum transmission is 0.6506. 
The \l/2 correction factor is 0.0015. 
;
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_description       needle
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.610
_refine_diff_density_min         -1.206
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       0.0026(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     585
_refine_ls_number_reflns         3629
_refine_ls_number_restraints     120
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.1807
_refine_ls_R_factor_gt           0.1472
_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^)+(0.1430P)^2^+94.6819P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3353
_refine_ls_wR_factor_ref         0.3592
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2556
_reflns_number_total             3629
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc09784h2.cif
_cod_data_source_block           t
_cod_depositor_comments
'Adding full bibliography for 7125866--7125867.cif.'
_cod_database_code               7125866
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.988
_shelx_estimated_absorpt_t_min   0.985
_olex2_refinement_description
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups 
2. Restrained distances 
 C21-C22 
 1.51 with sigma of 0.01 
 C21A-C22A 
 1.51 with sigma of 0.01 
 C22A-C23A 
 1.38 with sigma of 0.01 
 C24-C25C 
 1.51 with sigma of 0.01 
 C24-C25 
 1.51 with sigma of 0.01 
 C22-C23 
 1.38 with sigma of 0.01 
 C25C-C26C 
 1.38 with sigma of 0.01 
 C24A-C25A 
 1.51 with sigma of 0.01 
 C25A-C26A 
 1.38 with sigma of 0.01 
 C25-C26 
 1.38 with sigma of 0.01 
 C24A-C26A 
 2.42 with sigma of 0.02 
 C24-C26C \\sim C24-C26 
 with sigma of 0.01 
3. Uiso/Uaniso restraints and constraints 
Uanis(C13A) \\sim Ueq, Uanis(C1A) \\sim Ueq, Uanis(C1A) \\sim Ueq, Uanis(C11A) 
\\sim Ueq, Uanis(O5A) \\sim Ueq, Uanis(C21A) \\sim Ueq, Uanis(C22) \\sim Ueq, 
Uanis(C23A) \\sim Ueq, Uanis(C24A) \\sim Ueq, : with sigma of 0.005 and sigma 
for terminal atoms of 0.01 
Uanis(C5) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C10A) \\sim Ueq, Uanis(C3A) 
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C25C) \\sim Ueq, Uanis(C25) \\sim Ueq, 
Uanis(C17) \\sim Ueq, Uanis(C18A) \\sim Ueq, Uanis(C20A) \\sim Ueq: with sigma 
of 0.005 and sigma for terminal atoms of 0.01 
4. Others 
 Sof(H24C)=Sof(H24D)=Sof(C25C)=Sof(H25C)=Sof(C26C)=Sof(H26C)=Sof(H26D)=1-FVAR(1) 
 Sof(H24A)=Sof(H24B)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26A)=Sof(H26B)=FVAR(1) 
 Fixed Uiso: C23(0.1) C26(0.1) C26C(0.1) C25A(0.1) C26A(0.1) 
5.a Secondary CH2 refined with riding coordinates: 
 C21(H21A,H21B), C24(H24C,H24D), C24(H24A,H24B), C21A(H21C,H21D), C24A(H24E, 
 H24F) 
5.b Aromatic/amide H refined with riding coordinates: 
 C3(H3), C6(H6), C10(H10), C13(H13), C16(H16), C17(H17), C18(H18), C19(H19), 
 C22(H22), C25(H25), C25C(H25C), C2A(H2A), C5A(H5A), C10A(H10A), C13A(H13A), 
 C16A(H16A), C17A(H17A), C18A(H18A), C19A(H19A), C22A(H22A), C25A(H25A) 
5.c X=CH2 refined with riding coordinates: 
 C23(H23A,H23B), C26(H26A,H26B), C26C(H26C,H26D), C23A(H23C,H23D), C26A(H26E, 
 H26F) 
;
_olex2_submission_special_instructions 'No special instructions were received'