A highly selective fluorescence turn-on detection of ClO- with 1-methyl-1,2-dihydropyridine-2-thione unit modified tetraphenylethylene
Dong, Xiaobiao; Zhang, Guanxin; Shi, Jinbiao; Wang, Yuancheng; Wang, Ming; Peng, Qian; Zhang, Deqing; Chem. Commun.  (2017) –; doi:10.1039/C7CC07092F

data_7120724
_publ_section_title
;
 A highly selective fluorescence turn-on detection of ClO- with
 1-methyl-1,2-dihydropyridine-2-thione unit modified tetraphenylethylene
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC07092F
_journal_year                    2017
_chemical_formula_moiety         '1(C34 H29 N O3)'
_chemical_formula_sum            'C34 H29 N O3'
_chemical_formula_weight         499.58
_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     direct
_audit_block_doi                 10.5517/ccdc.csd.cc1ngyqs
_audit_creation_date             2016-03-08
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2017-02-20 deposited with the CCDC.
2017-09-28 downloaded from the CCDC.
;
_cell_angle_alpha                88.718(6)
_cell_angle_beta                 87.656(6)
_cell_angle_gamma                89.387(6)
_cell_formula_units_Z            4
_cell_length_a                   9.806(2)
_cell_length_b                   10.498(2)
_cell_length_c                   25.685(5)
_cell_measurement_reflns_used    8558
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4775
_cell_measurement_theta_min      1.5874
_cell_volume                     2641.1(9)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2014)'
_computing_structure_solution
;
'SHELXT (Sheldrick, 2014)'
;
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
scan:
    Number of images: 360
               Slice: -110.0000 - 70.0000
         Image width: 0.5000
            Exp time: 8.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 180.0000
                 XTD: 39.9723
              2theta: -20.1328
scan:
    Number of images: 360
               Slice: -110.0000 - 70.0000
         Image width: 0.5000
            Exp time: 8.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 39.9723
              2theta: -20.1328
scan:
    Number of images: 344
               Slice: -110.0000 - 62.0000
         Image width: 0.5000
            Exp time: 8.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 39.9723
              2theta: -20.1328
;
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       '\w scans at fixed \c = 45\%'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.0547
_diffrn_orient_matrix_UB_12      -0.0848
_diffrn_orient_matrix_UB_13      0.0151
_diffrn_orient_matrix_UB_21      -0.0801
_diffrn_orient_matrix_UB_22      -0.0466
_diffrn_orient_matrix_UB_23      0.0223
_diffrn_orient_matrix_UB_31      -0.0049
_diffrn_orient_matrix_UB_32      -0.0080
_diffrn_orient_matrix_UB_33      -0.0378
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            35244
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_min         1.587
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.712
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.155
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     813
_refine_ls_number_reflns         12076
_refine_ls_number_restraints     341
_refine_ls_restrained_S_all      1.176
_refine_ls_R_factor_all          0.1019
_refine_ls_R_factor_gt           0.0875
_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^)+(0.0687P)^2^+1.5921P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1958
_refine_ls_wR_factor_ref         0.2059
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10252
_reflns_number_total             12076
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc07092f2.cif
_cod_data_source_block           mx4593
_cod_original_cell_volume        2641.2(10)
_cod_database_code               7120724
_diffrn_number_total             12082
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O2A-C15A
 1.42 with sigma of 0.01
 O3-C32 = O2A-C15A
 1.42 with sigma of 0.01
3. Rigid bond restraints
 O2B, C15B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C15A, O2A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
N1A \\sim C30A \\sim C31A \\sim C34A \\sim C30B \\sim C31B \\sim N1B \\sim
C34B: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
O3 \\sim N1 \\sim C30 \\sim C31 \\sim C32 \\sim C33 \\sim C34 \\sim C0AA \\sim
C1AA \\sim O0AA \\sim C2AA \\sim C3AA: within 1.7A with sigma of 0.02 and sigma
for terminal atoms of 0.04
Uanis(N1A) \\sim Ueq, Uanis(C30A) \\sim Ueq, Uanis(C31A) \\sim Ueq, Uanis(C34A)
\\sim Ueq, Uanis(C30B) \\sim Ueq, Uanis(C31B) \\sim Ueq, Uanis(N1B) \\sim Ueq,
Uanis(C34B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O2A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C15B) \\sim Ueq, Uanis(O2B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C2AA) \\sim Ueq, Uanis(C3AA)
\\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C33) \\sim Ueq,
Uanis(C0AA) \\sim Ueq, Uanis(C1AA) \\sim Ueq, Uanis(O0AA) \\sim Ueq, Uanis(O3)
\\sim Ueq, Uanis(C34) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
5. Others
 Sof(C0AA)=Sof(H0AA)=Sof(C1AA)=Sof(O0AA)=Sof(C2AA)=Sof(H2AA)=Sof(C3AA)=
 Sof(H3AA)=Sof(N0AA)=Sof(C4AA)=Sof(H4AA)=Sof(H4AB)=Sof(H4AC)=1-FVAR(1)
 Sof(O3)=Sof(N1)=Sof(C30)=Sof(H30)=Sof(C31)=Sof(H31)=Sof(C32)=Sof(C33)=
 Sof(H33)=Sof(C34)=Sof(H34G)=Sof(H34H)=Sof(H34I)=FVAR(1)
 Sof(C30B)=Sof(H30B)=Sof(C31B)=Sof(H31B)=Sof(N1B)=Sof(C34B)=Sof(H34D)=
 Sof(H34E)=Sof(H34F)=1-FVAR(2)
 Sof(N1A)=Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=Sof(C34A)=Sof(H34A)=
 Sof(H34B)=Sof(H34C)=FVAR(2)
 Sof(O2B)=Sof(C15B)=Sof(H15D)=Sof(H15E)=Sof(H15F)=1-FVAR(3)
 Sof(O2A)=Sof(C15A)=Sof(H15A)=Sof(H15B)=Sof(H15C)=FVAR(3)
6.a Riding coordinates:
 C4AA(H4AA,H4AB,H4AC)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C27(H27),
  C28(H28), C30(H30), C31(H31), C33(H33), C3A(H3A), C4A(H4A), C6A(H6A),
 C7A(H7A), C10A(H10A), C11A(H11A), C13A(H13A), C14A(H14A), C18A(H18A),
 C19A(H19A), C20A(H20A), C21A(H21A), C22A(H22A), C24A(H24A), C25A(H25A),
 C27A(H27A), C28A(H28A), C30A(H30A), C31A(H31A), C33A(H33A), C0AA(H0AA),
 C2AA(H2AA), C3AA(H3AA), C30B(H30B), C31B(H31B)
6.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C15(H15G,H15H,H15I), C34(H34G,H34H,H34I), C1A(H1AA,H1AB,
 H1AC), C15A(H15A,H15B,H15C), C34A(H34A,H34B,H34C), C34B(H34D,H34E,H34F),
 C15B(H15D,H15E,H15F)
;
_shelx_res_checksum              54965
_shelx_hkl_checksum              94212
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'