A near-infrared fluorescent probe for ratiometric sensing of SO2 in cells and zebrafish
Lv, Mengya; Zhang, Yanhao; Fan, Jiayi; Yang, Yanyun; Chen, Sheng; Liang, Gaolin; Zhang, Shusheng; The Analyst  (2020) –; doi:10.1039/D0AN01468K

data_1559091
_publ_section_title
;
 A near-infrared fluorescent probe for ratiometric sensing of SO2 in cells
 and zebrafish
;
_journal_name_full               'The Analyst'
_journal_paper_doi               10.1039/D0AN01468K
_journal_year                    2020
_chemical_formula_moiety         'C28 H27 N O4 S, 2(C H2 Cl2)'
_chemical_formula_sum            'C30 H31 Cl4 N O4 S'
_chemical_formula_weight         643.42
_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     iterative
_audit_creation_date             2018-06-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-01-11 deposited with the CCDC.	2020-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.2798(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.68126(19)
_cell_length_b                   22.6995(5)
_cell_length_c                   17.9400(3)
_cell_measurement_reflns_used    4273
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.6700
_cell_measurement_theta_min      3.8930
_cell_volume                     3114.76(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -46.00   -2.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   37.0000  -30.0000 88

  2 omega  -27.00   33.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   77.0000 -180.0000 120

  3 omega    6.00   36.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   37.0000 -150.0000 60

  4 omega   15.00  100.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000   90.0000 170

  5 omega   60.00  108.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -60.0000 96

  6 omega   35.00   69.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000   90.0000 68

  7 omega   70.00  104.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000    0.0000 68

  8 omega   43.00   77.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000  -60.0000 68

  9 omega   31.00   63.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  120.0000 64

 10 omega   -3.00   23.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000   90.0000 52

 11 omega   25.00   54.00   0.5000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000    0.0000 58

 12 omega   89.00  149.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   90.0000 120

 13 omega   38.00  109.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  150.0000 142

 14 omega   55.00   98.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  120.0000 86

 15 omega  137.00  163.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 52

 16 omega   43.00  108.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -90.0000 130

 17 omega   61.00   89.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 56

 18 omega   48.00   86.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 76

 19 omega   44.00   78.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 68

 20 omega   44.00   90.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -60.0000 92

 21 omega   71.00   99.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 56

 22 omega   48.00   87.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 78

 23 omega  112.00  158.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -120.0000 92

 24 omega   80.00  134.00   0.5000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0232088000
_diffrn_orient_matrix_UB_12      0.0672793000
_diffrn_orient_matrix_UB_13      0.0065989000
_diffrn_orient_matrix_UB_21      0.1803025000
_diffrn_orient_matrix_UB_22      -0.0050830000
_diffrn_orient_matrix_UB_23      -0.0306378000
_diffrn_orient_matrix_UB_31      -0.0868396000
_diffrn_orient_matrix_UB_32      0.0074262000
_diffrn_orient_matrix_UB_33      -0.0803069000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13416
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.895
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.371
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_description       prism
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.631
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5563
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0683
_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^)+(0.1170P)^2^+1.7021P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1970
_refine_ls_wR_factor_ref         0.2148
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4269
_reflns_number_total             5563
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0an01468k2.cif
_cod_data_source_block           201806301
_cod_original_cell_volume        3114.76(11)
_cod_database_code               1559091
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C15H15O3N1S1
_shelx_estimated_absorpt_t_max   0.600
_shelx_estimated_absorpt_t_min   0.541
_reflns_odcompleteness_completeness 99.93
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1A-C9
 1.43 with sigma of 0.02
 O1-C9
 1.43 with sigma of 0.02
 C13A-O1A
 1.43 with sigma of 0.02
 C13-O1
 1.43 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C13) = Uanis(C13A)
Uanis(O1) = Uanis(O1A)
4. Others
 Sof(C13A)=Sof(H13C)=Sof(H13D)=Sof(O1A)=1-FVAR(1)
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(O1)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C13A(H13C,H13D), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,
 H28B), C29(H29A,H29B), C30(H30A,H30B)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C11(H11), C14(H14), C15(H15),
 C20(H20), C21(H21), C22(H22), C23(H23)
5.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
;
_olex2_submission_special_instructions 'No special instructions were received'