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#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/61/7106102.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_7106102
loop_
_publ_author_name
'Kyoung Chul Ko'
'Jia-Sheng Wu'
'Hyun Jung Kim'
'Pil Seung Kwon'
'Jong Wan Kim'
'Richard A. Bartsch'
'Jin Yong Lee'
'Jong Seung Kim'
_publ_section_title
;
 Rationally designed fluorescence "turn-on" sensor for Cu2+
;
_journal_name_full               Chem.Commun.
_journal_page_first              3165
_journal_paper_doi               10.1039/c0cc05421f
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety         'C22 H21 N5 O2 S'
_chemical_formula_sum            'C22 H21 N5 O2 S'
_chemical_formula_weight         419.50
_chemical_name_common            tiazole
_chemical_name_systematic
;
tiazole
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 122.090(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.57100(10)
_cell_length_b                   15.5340(8)
_cell_length_c                   16.3360(6)
_cell_measurement_reflns_used    942
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.376
_cell_measurement_theta_min      2.668
_cell_volume                     2057.69(14)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_sigmaI/netI    0.0599
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11777
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         1.97
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            organge
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       stick
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.222
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4187
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.222
_refine_ls_R_factor_all          0.1448
_refine_ls_R_factor_gt           0.1157
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0728P)²+3.7504P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2421
_refine_ls_wR_factor_ref         0.2559
_reflns_number_gt                3180
_reflns_number_total             4187
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC05421F_a.TXT
_cod_data_source_block           k301
_cod_original_cell_volume        2057.69(13)
_cod_original_sg_symbol_Hall     -P_2ybc
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7106102
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9211(6) 0.8556(3) 1.1217(3) 0.0385(11) Uani 1 1 d . . .
N3 N 0.8435(5) 0.9247(2) 1.0598(3) 0.0371(9) Uani 1 1 d . . .
C3 C 0.7767(6) 0.9778(3) 1.0993(3) 0.0374(11) Uani 1 1 d . . .
C4 C 0.8572(7) 0.8273(3) 0.7908(4) 0.0463(13) Uani 1 1 d . . .
C5 C 0.8376(6) 0.9018(3) 0.8375(3) 0.0382(11) Uani 1 1 d . . .
C6 C 0.8072(6) 0.9803(3) 0.7937(3) 0.0389(11) Uani 1 1 d . . .
H6 H 0.7961 1.0282 0.8240 0.047 Uiso 1 1 calc R . .
C7 C 0.7923(6) 0.9903(3) 0.7044(3) 0.0388(11) Uani 1 1 d . . .
C8 C 0.7645(7) 1.0693(3) 0.6541(4) 0.0453(13) Uani 1 1 d . . .
H8 H 0.7500 1.1192 0.6802 0.054 Uiso 1 1 calc R . .
C9 C 0.7584(7) 1.0745(4) 0.5690(4) 0.0499(13) Uani 1 1 d . . .
H9 H 0.7417 1.1276 0.5388 0.060 Uiso 1 1 calc R . .
C10 C 0.7773(6) 0.9994(3) 0.5258(4) 0.0435(12) Uani 1 1 d . . .
C11 C 0.7998(7) 0.9201(3) 0.5729(4) 0.0454(13) Uani 1 1 d . . .
H11 H 0.8090 0.8694 0.5458 0.055 Uiso 1 1 calc R . .
C12 C 0.8081(6) 0.9182(3) 0.6593(3) 0.0390(11) Uani 1 1 d . . .
C13 C 0.7839(8) 0.9272(4) 0.3925(4) 0.0580(16) Uani 1 1 d . . .
H13A H 0.8647 0.8872 0.4393 0.070 Uiso 1 1 calc R . .
H13B H 0.8190 0.9435 0.3488 0.070 Uiso 1 1 calc R . .
C14 C 0.6192(9) 0.8821(5) 0.3355(5) 0.077(2) Uani 1 1 d . . .
H14A H 0.5793 0.8697 0.3772 0.116 Uiso 1 1 calc R . .
H14B H 0.6317 0.8294 0.3094 0.116 Uiso 1 1 calc R . .
H14C H 0.5418 0.9187 0.2837 0.116 Uiso 1 1 calc R . .
C15 C 0.7713(7) 1.0880(4) 0.3973(4) 0.0560(15) Uani 1 1 d . . .
H15A H 0.8273 1.0827 0.3625 0.067 Uiso 1 1 calc R . .
H15B H 0.8289 1.1313 0.4470 0.067 Uiso 1 1 calc R . .
C16 C 0.5993(9) 1.1176(5) 0.3291(5) 0.079(2) Uani 1 1 d . . .
H16A H 0.5446 1.0779 0.2761 0.119 Uiso 1 1 calc R . .
H16B H 0.6012 1.1737 0.3050 0.119 Uiso 1 1 calc R . .
H16C H 0.5412 1.1202 0.3622 0.119 Uiso 1 1 calc R . .
C17 C 0.6955(6) 1.0610(3) 1.0637(3) 0.0382(11) Uani 1 1 d . . .
C18 C 0.6612(17) 1.1071(6) 1.1203(7) 0.152(5) Uani 1 1 d . . .
H18 H 0.6956 1.0870 1.1818 0.183 Uiso 1 1 calc R . .
C19 C 0.5753(16) 1.1845(6) 1.0888(7) 0.146(5) Uani 1 1 d . . .
H19 H 0.5492 1.2134 1.1289 0.175 Uiso 1 1 calc R . .
C20 C 0.5305(8) 1.2173(4) 1.0058(5) 0.0672(18) Uani 1 1 d . . .
H20 H 0.4775 1.2704 0.9867 0.081 Uiso 1 1 calc R . .
C21 C 0.5625(15) 1.1733(6) 0.9498(6) 0.135(5) Uani 1 1 d . . .
H21 H 0.5257 1.1940 0.8882 0.162 Uiso 1 1 calc R . .
C22 C 0.6496(14) 1.0966(5) 0.9791(5) 0.128(4) Uani 1 1 d . . .
H22 H 0.6766 1.0695 0.9386 0.153 Uiso 1 1 calc R . .
N1 N 0.8856(6) 0.8680(3) 1.1899(3) 0.0477(11) Uani 1 1 d . . .
N2 N 0.8000(6) 0.9420(3) 1.1782(3) 0.0454(11) Uani 1 1 d . . .
N4 N 0.8362(5) 0.9466(3) 0.9751(3) 0.0389(10) Uani 1 1 d . . .
C2 C 0.8498(7) 0.8856(3) 0.9288(3) 0.0454(13) Uani 1 1 d . . .
H2 H 0.8678 0.8299 0.9533 0.054 Uiso 1 1 calc R . .
N5 N 0.7808(6) 1.0047(3) 0.4438(3) 0.0510(12) Uani 1 1 d . . .
O1 O 0.8358(5) 0.8387(2) 0.7023(2) 0.0526(10) Uani 1 1 d . . .
O2 O 0.8886(6) 0.7545(2) 0.8231(3) 0.0680(13) Uani 1 1 d . . .
S1 S 1.0451(2) 0.77966(10) 1.12209(11) 0.0584(5) Uani 1 1 d . . .
H1 H 0.9695 0.7360 1.0510 0.088 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
N1 C1 N3 102.7(4) . . ?
N1 C1 S1 126.3(4) . . ?
N3 C1 S1 130.8(3) . . ?
C1 N3 N4 129.6(4) . . ?
C1 N3 C3 108.6(4) . . ?
N4 N3 C3 121.6(4) . . ?
N2 C3 N3 109.0(4) . . ?
N2 C3 C17 123.0(4) . . ?
N3 C3 C17 128.1(4) . . ?
O2 C4 O1 116.5(4) . . ?
O2 C4 C5 125.8(4) . . ?
O1 C4 C5 117.8(4) . . ?
C6 C5 C4 119.3(4) . . ?
C6 C5 C2 124.8(4) . . ?
C4 C5 C2 115.9(4) . . ?
C5 C6 C7 121.4(4) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C12 C7 C6 118.9(4) . . ?
C12 C7 C8 115.4(4) . . ?
C6 C7 C8 125.7(4) . . ?
C9 C8 C7 122.2(5) . . ?
C9 C8 H8 118.9 . . ?
C7 C8 H8 118.9 . . ?
C8 C9 C10 120.7(5) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
N5 C10 C11 121.0(5) . . ?
N5 C10 C9 121.0(5) . . ?
C11 C10 C9 118.0(4) . . ?
C12 C11 C10 119.3(5) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 O1 115.7(4) . . ?
C11 C12 C7 124.4(5) . . ?
O1 C12 C7 119.9(4) . . ?
N5 C13 C14 113.5(5) . . ?
N5 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
N5 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N5 C15 C16 113.4(5) . . ?
N5 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
N5 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C17 C18 115.3(6) . . ?
C22 C17 C3 126.6(5) . . ?
C18 C17 C3 118.1(5) . . ?
C17 C18 C19 121.3(7) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C20 C19 C18 122.1(7) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C19 C20 C21 117.3(7) . . ?
C19 C20 H20 121.3 . . ?
C21 C20 H20 121.3 . . ?
C20 C21 C22 122.2(7) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 H21 118.9 . . ?
C17 C22 C21 121.6(6) . . ?
C17 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C1 N1 N2 113.8(4) . . ?
C3 N2 N1 105.7(4) . . ?
C2 N4 N3 116.5(4) . . ?
N4 C2 C5 120.4(5) . . ?
N4 C2 H2 119.8 . . ?
C5 C2 H2 119.8 . . ?
C10 N5 C13 121.9(4) . . ?
C10 N5 C15 122.1(5) . . ?
C13 N5 C15 115.9(4) . . ?
C4 O1 C12 122.6(4) . . ?
C1 S1 H1 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
C1 N1 1.340(6) . ?
C1 N3 1.389(6) . ?
C1 S1 1.671(5) . ?
N3 N4 1.391(5) . ?
N3 C3 1.394(6) . ?
C3 N2 1.309(6) . ?
C3 C17 1.460(7) . ?
C4 O2 1.216(6) . ?
C4 O1 1.360(6) . ?
C4 C5 1.452(7) . ?
C5 C6 1.364(7) . ?
C5 C2 1.456(6) . ?
C6 C7 1.398(6) . ?
C6 H6 0.9300 . ?
C7 C12 1.392(7) . ?
C7 C8 1.421(7) . ?
C8 C9 1.363(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.423(7) . ?
C9 H9 0.9300 . ?
C10 N5 1.360(6) . ?
C10 C11 1.408(7) . ?
C11 C12 1.371(6) . ?
C11 H11 0.9300 . ?
C12 O1 1.376(6) . ?
C13 N5 1.476(7) . ?
C13 C14 1.511(9) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N5 1.479(7) . ?
C15 C16 1.487(9) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C22 1.328(8) . ?
C17 C18 1.341(8) . ?
C18 C19 1.391(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.291(10) . ?
C19 H19 0.9300 . ?
C20 C21 1.302(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.385(10) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
N1 N2 1.365(6) . ?
N4 C2 1.261(6) . ?
C2 H2 0.9300 . ?
S1 H1 1.2000 . ?
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
N1 C1 N3 N4 -179.9(4) . . . . ?
S1 C1 N3 N4 5.9(8) . . . . ?
N1 C1 N3 C3 4.4(5) . . . . ?
S1 C1 N3 C3 -169.8(4) . . . . ?
C1 N3 C3 N2 -4.1(6) . . . . ?
N4 N3 C3 N2 179.9(4) . . . . ?
C1 N3 C3 C17 174.8(5) . . . . ?
N4 N3 C3 C17 -1.3(7) . . . . ?
O2 C4 C5 C6 178.1(6) . . . . ?
O1 C4 C5 C6 -3.2(8) . . . . ?
O2 C4 C5 C2 -2.9(8) . . . . ?
O1 C4 C5 C2 175.8(5) . . . . ?
C4 C5 C6 C7 0.9(8) . . . . ?
C2 C5 C6 C7 -178.1(5) . . . . ?
C5 C6 C7 C12 0.4(8) . . . . ?
C5 C6 C7 C8 -178.5(5) . . . . ?
C12 C7 C8 C9 -1.8(8) . . . . ?
C6 C7 C8 C9 177.1(5) . . . . ?
C7 C8 C9 C10 1.1(8) . . . . ?
C8 C9 C10 N5 -176.2(5) . . . . ?
C8 C9 C10 C11 0.9(8) . . . . ?
N5 C10 C11 C12 175.0(5) . . . . ?
C9 C10 C11 C12 -2.1(8) . . . . ?
C10 C11 C12 O1 -177.9(5) . . . . ?
C10 C11 C12 C7 1.4(8) . . . . ?
C6 C7 C12 C11 -178.4(5) . . . . ?
C8 C7 C12 C11 0.6(8) . . . . ?
C6 C7 C12 O1 0.8(7) . . . . ?
C8 C7 C12 O1 179.8(5) . . . . ?
N2 C3 C17 C22 -171.3(8) . . . . ?
N3 C3 C17 C22 10.0(10) . . . . ?
N2 C3 C17 C18 8.1(10) . . . . ?
N3 C3 C17 C18 -170.6(8) . . . . ?
C22 C17 C18 C19 3.4(17) . . . . ?
C3 C17 C18 C19 -176.1(10) . . . . ?
C17 C18 C19 C20 -3(2) . . . . ?
C18 C19 C20 C21 3.0(19) . . . . ?
C19 C20 C21 C22 -3.8(18) . . . . ?
C18 C17 C22 C21 -4.2(16) . . . . ?
C3 C17 C22 C21 175.2(9) . . . . ?
C20 C21 C22 C17 5(2) . . . . ?
N3 C1 N1 N2 -3.5(6) . . . . ?
S1 C1 N1 N2 171.1(4) . . . . ?
N3 C3 N2 N1 1.8(5) . . . . ?
C17 C3 N2 N1 -177.1(4) . . . . ?
C1 N1 N2 C3 1.1(6) . . . . ?
C1 N3 N4 C2 26.8(7) . . . . ?
C3 N3 N4 C2 -158.0(5) . . . . ?
N3 N4 C2 C5 177.7(4) . . . . ?
C6 C5 C2 N4 -1.8(8) . . . . ?
C4 C5 C2 N4 179.2(5) . . . . ?
C11 C10 N5 C13 9.1(8) . . . . ?
C9 C10 N5 C13 -173.9(5) . . . . ?
C11 C10 N5 C15 -174.9(5) . . . . ?
C9 C10 N5 C15 2.1(8) . . . . ?
C14 C13 N5 C10 75.5(7) . . . . ?
C14 C13 N5 C15 -100.8(6) . . . . ?
C16 C15 N5 C10 -86.2(7) . . . . ?
C16 C15 N5 C13 90.1(6) . . . . ?
O2 C4 O1 C12 -176.6(5) . . . . ?
C5 C4 O1 C12 4.6(8) . . . . ?
C11 C12 O1 C4 175.9(5) . . . . ?
C7 C12 O1 C4 -3.4(7) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653257
2 PubChem 139181757
