Dual Recognition Site-Based Ratiometric Fluorescent Probe with Reversible Mechanochromism and Acetochromism for Ultra-Sensitive Hypochlorite Detection
Subramanian, Karpagam; Vinayagam, Dhandapani; Organic & Biomolecular Chemistry  (2025) –; doi:10.1039/D5OB00676G

data_7160587
_publ_section_title
;
 Dual Recognition Site-Based Ratiometric Fluorescent Probe with Reversible
 Mechanochromism and Acetochromism for Ultra-Sensitive Hypochlorite
 Detection
;
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_paper_doi               10.1039/D5OB00676G
_journal_year                    2025
_chemical_formula_moiety         'C16 H13 N O S'
_chemical_formula_sum            'C16 H13 N O S'
_chemical_formula_weight         267.33
_chemical_name_systematic        P-CHO
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-10-16
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-10-16 deposited with the CCDC.	2025-06-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.097(3)
_cell_length_b                   12.5844(16)
_cell_length_c                   8.4550(11)
_cell_measurement_reflns_used    9967
_cell_measurement_temperature    300.00
_cell_measurement_theta_max      25.093
_cell_measurement_theta_min      2.902
_cell_volume                     2670.3(6)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      300.00
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.977
_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  0.0740
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            23114
_diffrn_reflns_point_group_measured_fraction_full 0.861
_diffrn_reflns_point_group_measured_fraction_max 0.828
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.353
_diffrn_reflns_theta_min         2.905
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5288
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1256 before and 0.1003 after correction.
The Ratio of minimum to maximum transmission is 0.7091.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_preparation       HEXANE
_exptl_crystal_recrystallization_method NA
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.238
_exptl_crystal_size_min          0.146
_refine_diff_density_max         0.867
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details
;
 Flack x determined using 1208 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.16(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5538
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.1169
_refine_ls_R_factor_gt           0.0910
_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^)+(0.1489P)^2^+0.1011P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2092
_refine_ls_wR_factor_ref         0.2278
_reflns_Friedel_coverage         0.589
_reflns_Friedel_fraction_full    0.731
_reflns_Friedel_fraction_max     0.658
_reflns_number_gt                4124
_reflns_number_total             5538
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob00676g2.cif
_cod_data_source_block           p_cho_071024_0m
_cod_database_code               7160587
_shelx_shelxl_version_number     2019/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, H12 of C12, H26 of C26, H7 of C7, H15 of C15, H22 of C22,
   H17 of C17, H28 of C28, H23 of C23, H9 of C9, H11 of C11, H25 of C25, H3 of
  C3, H19 of C19, H31 of C31, H6 of C6, H10 of C10, H1 of C1
 At 1.5 times of:
  H30A of C30
2.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C29(H29A,H29B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C17(H17), C9(H9), C22(H22), C11(H11), C28(H28), C23(H23), C19(H19),
 C25(H25), C12(H12), C26(H26), C7(H7), C15(H15), C6(H6), C31(H31), C10(H10),
 C1(H1)
2.c X=CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.d Idealised tetrahedral OH refined as rotating group:
 C30(H30A)
;
_shelx_res_checksum              83329
_olex2_date_sample_completion    2024-10-30
_olex2_date_sample_data_collection 2024-09-30
_olex2_date_sample_submission    2024-09-30
_olex2_exptl_crystal_mounting_method NA
_olex2_submission_original_sample_id P-CHO
_olex2_submission_special_instructions 'No special instructions were received'