#------------------------------------------------------------------------------
#$Date: 2021-09-01 01:44:21 +0300 (Wed, 01 Sep 2021) $
#$Revision: 268334 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/34/7243452.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7243452
loop_
_publ_author_name
'Gayathri, Parthasarathy'
'Kanagajothi, Karuppaiah'
'Nag, Probal'
'Anand, Neethu'
'Reddy, Vennapusa Sivaranjana'
'Moon, Dohyun'
'Anthony, Savarimuthu Philip'
'Madhu, Vedichi'
_publ_section_title
;
 Symmetrical and unsymmetrical thiazole based ESIPT derivatives: Highly
 selective fluorescence sensing of Cu2+ and structure controlled
 reversible mechanofluorochromism
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D1CE00927C
_journal_year                    2021
_chemical_formula_moiety         'C24 H28 N4 O2 S2'
_chemical_formula_sum            'C24 H28 N4 O2 S2'
_chemical_formula_weight         468.62
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-03-25 deposited with the CCDC.	2021-08-30 downloaded from the CCDC.
;
_cell_angle_alpha                105.64(3)
_cell_angle_beta                 97.57(3)
_cell_angle_gamma                90.80(3)
_cell_formula_units_Z            1
_cell_length_a                   7.1770(14)
_cell_length_b                   7.4550(15)
_cell_length_c                   11.030(2)
_cell_measurement_reflns_used    16173
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      33.548
_cell_measurement_theta_min      0.361
_cell_volume                     562.6(2)
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_collection
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_diffrn_ambient_temperature      220(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.630
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0632
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6355
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        22.210
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_min         1.717
_diffrn_source                   'PLSII 2D bending magnet'
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.766
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_description       needle
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.101
_exptl_crystal_size_mid          0.004
_exptl_crystal_size_min          0.003
_refine_diff_density_max         0.896
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         3280
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.1284
_refine_ls_R_factor_gt           0.0943
_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/[σ²(Fo²)+(0.1955P)²+0.0283P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2936
_refine_ls_wR_factor_ref         0.3170
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1989
_reflns_number_total             3280
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00927c2.cif
_cod_data_source_block           SPA532
_cod_database_code               7243452
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.981
_shelx_estimated_absorpt_t_max   0.999
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.24198(11) 1.11443(12) 0.48568(9) 0.0627(4) Uani 1 1 d . . . . .
O1 O 0.3460(3) 0.5790(4) 0.6896(3) 0.0664(7) Uani 1 1 d . . . . .
H1 H 0.329330 0.667991 0.658288 0.100 Uiso 1 1 calc R U . . .
N1 N 0.4178(5) 0.8371(4) 0.5808(3) 0.0627(8) Uani 1 1 d . . . . .
N2 N 0.8281(4) 0.2132(5) 0.8229(4) 0.0753(10) Uani 1 1 d . . . . .
C1 C 0.4176(4) 0.9778(5) 0.5203(3) 0.0569(8) Uani 1 1 d . . . . .
C2 C 0.5983(4) 0.7755(4) 0.5845(3) 0.0530(7) Uani 1 1 d . . . . .
C3 C 0.6584(4) 0.6297(4) 0.6440(3) 0.0538(7) Uani 1 1 d . . . . .
C4 C 0.5299(4) 0.5386(5) 0.6962(3) 0.0541(7) Uani 1 1 d . . . . .
C5 C 0.5859(5) 0.4032(5) 0.7553(3) 0.0571(8) Uani 1 1 d . . . . .
H5 H 0.496641 0.344798 0.789307 0.068 Uiso 1 1 calc R U . . .
C6 C 0.7737(5) 0.3505(5) 0.7659(4) 0.0593(8) Uani 1 1 d . . . . .
C7 C 0.9031(5) 0.4406(5) 0.7124(4) 0.0618(9) Uani 1 1 d . . . . .
H7 H 1.029473 0.408173 0.717128 0.074 Uiso 1 1 calc R U . . .
C8 C 0.8458(5) 0.5741(5) 0.6542(4) 0.0593(8) Uani 1 1 d . . . . .
H8 H 0.934717 0.631486 0.619370 0.071 Uiso 1 1 calc R U . . .
C9 C 0.6987(5) 0.1227(5) 0.8802(4) 0.0647(9) Uani 1 1 d . . . . .
H9A H 0.746577 0.001691 0.884414 0.078 Uiso 1 1 calc R U . . .
H9AB H 0.577382 0.098665 0.824827 0.078 Uiso 1 1 calc R U . . .
C10 C 0.6665(6) 0.2316(6) 1.0122(4) 0.0749(10) Uani 1 1 d . . . . .
H10A H 0.580645 0.159824 1.044217 0.112 Uiso 1 1 calc R U . . .
H10B H 0.612780 0.349058 1.008728 0.112 Uiso 1 1 calc R U . . .
H10C H 0.785528 0.255702 1.068292 0.112 Uiso 1 1 calc R U . . .
C11A C 1.0143(8) 0.1362(9) 0.8191(7) 0.0640(18) Uani 0.651(10) 1 d . . P A 1
H11A H 1.060438 0.138945 0.739760 0.077 Uiso 0.651(10) 1 calc R U P A 1
H11B H 1.007316 0.006471 0.822717 0.077 Uiso 0.651(10) 1 calc R U P A 1
C12A C 1.1463(11) 0.2527(11) 0.9316(8) 0.085(2) Uani 0.651(10) 1 d . . P A 1
H12A H 1.164583 0.376964 0.921880 0.127 Uiso 0.651(10) 1 calc R U P A 1
H12B H 1.266491 0.195240 0.936335 0.127 Uiso 0.651(10) 1 calc R U P A 1
H12C H 1.092612 0.260786 1.009060 0.127 Uiso 0.651(10) 1 calc R U P A 1
C11B C 1.0415(18) 0.2378(17) 0.8964(12) 0.059(3) Uani 0.349(10) 1 d . . P A 2
H11C H 1.102285 0.357512 0.898741 0.071 Uiso 0.349(10) 1 calc R U P A 2
H11D H 1.045942 0.226825 0.983237 0.071 Uiso 0.349(10) 1 calc R U P A 2
C12B C 1.1312(14) 0.0733(17) 0.8117(14) 0.075(4) Uani 0.349(10) 1 d . . P A 2
H12D H 1.034047 -0.021310 0.765773 0.113 Uiso 0.349(10) 1 calc R U P A 2
H12E H 1.221668 0.020728 0.864172 0.113 Uiso 0.349(10) 1 calc R U P A 2
H12F H 1.194570 0.116521 0.751562 0.113 Uiso 0.349(10) 1 calc R U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0021 0.0012 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0044 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0047 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1022 0.0976 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C2 88.31(15) . 2_676 ?
C4 O1 H1 109.5 . . ?
C2 N1 C1 105.5(3) . . ?
C6 N2 C9 121.9(3) . . ?
C6 N2 C11A 122.5(4) . . ?
C9 N2 C11A 115.3(4) . . ?
C6 N2 C11B 115.7(5) . . ?
C9 N2 C11B 113.4(5) . . ?
C1 C1 N1 118.5(4) 2_676 . ?
C1 C1 S1 111.2(4) 2_676 . ?
N1 C1 S1 130.3(3) . . ?
N1 C2 C3 122.7(3) . . ?
N1 C2 S1 116.5(3) . 2_676 ?
C3 C2 S1 120.8(2) . 2_676 ?
C4 C3 C8 116.6(3) . . ?
C4 C3 C2 120.7(3) . . ?
C8 C3 C2 122.7(3) . . ?
O1 C4 C5 117.3(3) . . ?
O1 C4 C3 121.5(3) . . ?
C5 C4 C3 121.2(3) . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
N2 C6 C5 121.3(3) . . ?
N2 C6 C7 121.3(3) . . ?
C5 C6 C7 117.5(3) . . ?
C8 C7 C6 120.4(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C3 122.7(3) . . ?
C7 C8 H8 118.6 . . ?
C3 C8 H8 118.6 . . ?
N2 C9 C10 114.9(4) . . ?
N2 C9 H9A 108.5 . . ?
C10 C9 H9A 108.5 . . ?
N2 C9 H9AB 108.5 . . ?
C10 C9 H9AB 108.5 . . ?
H9A C9 H9AB 107.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11A C12A 108.3(6) . . ?
N2 C11A H11A 110.0 . . ?
C12A C11A H11A 110.0 . . ?
N2 C11A H11B 110.0 . . ?
C12A C11A H11B 110.0 . . ?
H11A C11A H11B 108.4 . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C12B C11B N2 100.7(9) . . ?
C12B C11B H11C 111.6 . . ?
N2 C11B H11C 111.6 . . ?
C12B C11B H11D 111.6 . . ?
N2 C11B H11D 111.6 . . ?
H11C C11B H11D 109.4 . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.700(3) . ?
S1 C2 1.771(4) 2_676 ?
O1 C4 1.355(3) . ?
O1 H1 0.8300 . ?
N1 C2 1.379(4) . ?
N1 C1 1.387(5) . ?
N2 C6 1.374(5) . ?
N2 C9 1.443(5) . ?
N2 C11A 1.463(6) . ?
N2 C11B 1.619(13) . ?
C1 C1 1.385(7) 2_676 ?
C2 C3 1.457(5) . ?
C3 C4 1.406(5) . ?
C3 C8 1.412(4) . ?
C4 C5 1.380(5) . ?
C5 C6 1.408(4) . ?
C5 H5 0.9400 . ?
C6 C7 1.415(5) . ?
C7 C8 1.364(5) . ?
C7 H7 0.9400 . ?
C8 H8 0.9400 . ?
C9 C10 1.513(6) . ?
C9 H9A 0.9800 . ?
C9 H9AB 0.9800 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11A C12A 1.510(11) . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
C12A H12C 0.9700 . ?
C11B C12B 1.534(18) . ?
C11B H11C 0.9800 . ?
C11B H11D 0.9800 . ?
C12B H12D 0.9700 . ?
C12B H12E 0.9700 . ?
C12B H12F 0.9700 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 N1 0.83 1.85 2.606(4) 150.6 . yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 C1 0.2(5) . . . 2_676 ?
C2 N1 C1 S1 -179.3(3) . . . . ?
C2 S1 C1 C1 0.6(4) 2_676 . . 2_676 ?
C2 S1 C1 N1 -179.8(4) 2_676 . . . ?
C1 N1 C2 C3 178.4(3) . . . . ?
C1 N1 C2 S1 -0.7(4) . . . 2_676 ?
N1 C2 C3 C4 2.9(5) . . . . ?
S1 C2 C3 C4 -178.1(2) 2_676 . . . ?
N1 C2 C3 C8 -176.3(3) . . . . ?
S1 C2 C3 C8 2.8(5) 2_676 . . . ?
C8 C3 C4 O1 -178.8(3) . . . . ?
C2 C3 C4 O1 2.0(5) . . . . ?
C8 C3 C4 C5 0.6(5) . . . . ?
C2 C3 C4 C5 -178.6(3) . . . . ?
O1 C4 C5 C6 179.4(3) . . . . ?
C3 C4 C5 C6 0.0(6) . . . . ?
C9 N2 C6 C5 -3.1(7) . . . . ?
C11A N2 C6 C5 170.8(5) . . . . ?
C11B N2 C6 C5 -148.1(6) . . . . ?
C9 N2 C6 C7 178.7(4) . . . . ?
C11A N2 C6 C7 -7.4(7) . . . . ?
C11B N2 C6 C7 33.6(7) . . . . ?
C4 C5 C6 N2 -178.9(4) . . . . ?
C4 C5 C6 C7 -0.6(6) . . . . ?
N2 C6 C7 C8 178.8(4) . . . . ?
C5 C6 C7 C8 0.5(6) . . . . ?
C6 C7 C8 C3 0.1(6) . . . . ?
C4 C3 C8 C7 -0.7(6) . . . . ?
C2 C3 C8 C7 178.5(3) . . . . ?
C6 N2 C9 C10 -80.4(5) . . . . ?
C11A N2 C9 C10 105.3(5) . . . . ?
C11B N2 C9 C10 65.4(6) . . . . ?
C6 N2 C11A C12A 89.1(7) . . . . ?
C9 N2 C11A C12A -96.6(6) . . . . ?
C6 N2 C11B C12B -112.3(7) . . . . ?
C9 N2 C11B C12B 99.7(7) . . . . ?
