A novel water-soluble quinoline-indole derivative as a three-photon fluorescent probe for identifying nucleolus RNA and mitochondrial DNA.
Elhussin, Imad Elddin Haj; Zhang, Sijing; Liu, Jiejie; Li, Dandan; Zhang, Qiong; Li, Shengli; Tian, Xiaohe; Wu, Jieying; Tian, Yupeng; Chemical communications (Cambridge, England) 56 (2020) 1859–1862; doi:10.1039/c9cc09640j

data_7126143
_publ_section_title
;
 A novel water-soluble quinoline-indole derivative as a three-photon
 fluorescent probe for identifying nucleolus RNA and mitochondrial DNA.
;
_journal_issue                   12
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1859
_journal_page_last               1862
_journal_paper_doi               10.1039/c9cc09640j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C22 H20 N2 O3 S, C H4 O'
_chemical_formula_sum            'C23 H24 N2 O4 S'
_chemical_formula_weight         424.50
_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   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             2019-09-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-09-11 deposited with the CCDC.	2020-01-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.091(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.532(2)
_cell_length_b                   13.748(3)
_cell_length_c                   14.154(3)
_cell_measurement_reflns_used    6289
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      2.44
_cell_volume                     2048.0(7)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0826
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15714
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.923
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.340
_diffrn_reflns_theta_min         1.935
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1039 before and 0.0318 after correction.
The Ratio of minimum to maximum transmission is 0.5537.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_description       rod
_exptl_crystal_F_000             896
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         4282
_refine_ls_number_restraints     270
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0422
_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^)+(0.0501P)^2^+0.5457P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1087
_refine_ls_wR_factor_ref         0.1162
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3541
_reflns_number_total             4282
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc09640j2.cif
_cod_data_source_block           ss
_cod_database_code               7126143
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Uiso/Uaniso restraints and constraints
C3AA \\sim C2AA \\sim C \\sim C4AA \\sim C5AA \\sim C0AA \\sim C6AA \\sim C0CA
\\sim C1AA \\sim C9AA \\sim C7AA \\sim C0BA \\sim C1BA \\sim C2BA \\sim C3BA
\\sim C4BA \\sim C5BA \\sim C6BA \\sim C7BA \\sim C8AA \\sim C8BA \\sim C9BA
\\sim C2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C3AA) \\sim Ueq, Uanis(C2AA) \\sim Ueq, Uanis(C) \\sim Ueq, Uanis(C4AA)
\\sim Ueq, Uanis(C5AA) \\sim Ueq, Uanis(C0AA) \\sim Ueq, Uanis(C6AA) \\sim Ueq,
Uanis(C0CA) \\sim Ueq, Uanis(C1AA) \\sim Ueq, Uanis(C9AA) \\sim Ueq,
Uanis(C7AA) \\sim Ueq, Uanis(C0BA) \\sim Ueq, Uanis(C1BA) \\sim Ueq,
Uanis(C2BA) \\sim Ueq, Uanis(C3BA) \\sim Ueq, Uanis(C4BA) \\sim Ueq,
Uanis(C5BA) \\sim Ueq, Uanis(C6BA) \\sim Ueq, Uanis(C7BA) \\sim Ueq,
Uanis(C8AA) \\sim Ueq, Uanis(C8BA) \\sim Ueq, Uanis(C9BA) \\sim Ueq, Uanis(C2)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
;
_shelx_res_checksum              83805
_olex2_submission_special_instructions 'No special instructions were received'