#------------------------------------------------------------------------------
#$Date: 2021-04-05 17:52:56 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263771 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/66/7706606.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_7706606
loop_
_publ_author_name
'Zheng, Han-Wen'
'Kang, Yang'
'Wu, Min'
'Liang, Qiong-Fang'
'Zheng, Jian-Quan'
'Zheng, Xiang-Jun'
'Jin, Lin-Pei'
_publ_section_title
;
 ESIPT-AIE active Schiff base based on 2-(2'-hydroxyphenyl)benzo-thiazole
 applied as multi-functional fluorescent chemosensors.
;
_journal_issue                   11
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3916
_journal_page_last               3922
_journal_paper_doi               10.1039/d1dt00241d
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C27 H20 N2 O S'
_chemical_formula_sum            'C27 H20 N2 O S'
_chemical_formula_weight         420.51
_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     dual
_audit_creation_date             2019-02-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-11-28 deposited with the CCDC.	2021-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.2320(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3315(2)
_cell_length_b                   6.79410(10)
_cell_length_c                   23.9317(3)
_cell_measurement_reflns_used    8348
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      71.9400
_cell_measurement_theta_min      3.7950
_cell_volume                     2101.10(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -123.00  34.00   1.00    1.00    --  -41.49   0.00-180.00  157
  2  ω    -66.00 -28.00   1.00    1.00    --  -41.49 125.00 120.00   38
  3  ω   -108.00 -56.00   1.00    1.00    --  -41.49 -37.00 -30.00   52
  4  ω     29.00  92.00   1.00    1.00    --   41.49-125.00 -90.00   63
  5  ω     38.00  75.00   1.00    1.00    --   41.49-125.00  90.00   37
  6  ω     96.00 163.00   1.00    2.99    --  104.69 125.00   0.00   67
  7  ω     76.00 177.00   1.00    2.99    --  104.69  30.00-180.00  101
  8  ω     92.00 118.00   1.00    2.99    --  104.69-125.00  30.00   26
  9  ω     91.00 178.00   1.00    2.99    --  104.69  77.00  90.00   87
 10  ω     89.00 162.00   1.00    2.99    --  104.69  61.00  60.00   73
 11  ω     70.00 109.00   1.00    2.99    --  104.69 -94.00  90.00   39
 12  ω     33.00  87.00   1.00    2.99    --  104.69 -94.00 -60.00   54
 13  ω    109.00 177.00   1.00    2.99    --  104.69 125.00 120.00   68
 14  ω     84.00 110.00   1.00    2.99    --  104.69-125.00 -90.00   26
 15  ω     45.00  71.00   1.00    2.99    --  104.69-125.00 -90.00   26
 16  ω     36.00 133.00   1.00    2.99    --  104.69 -61.00   0.00   97
 17  ω     65.00 132.00   1.00    2.99    --  104.69 -61.00  90.00   67
 18  ω     32.00  58.00   1.00    2.99    --  104.69-125.00  30.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0046098000
_diffrn_orient_matrix_UB_12      0.0450688000
_diffrn_orient_matrix_UB_13      0.0636959000
_diffrn_orient_matrix_UB_21      -0.1122989000
_diffrn_orient_matrix_UB_22      0.0762305000
_diffrn_orient_matrix_UB_23      -0.0174088000
_diffrn_orient_matrix_UB_31      -0.0400138000
_diffrn_orient_matrix_UB_32      -0.2084831000
_diffrn_orient_matrix_UB_33      0.0073789000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13662
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.067
_diffrn_reflns_theta_min         3.420
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.535
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94185
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4084
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0302
_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/[σ²(Fo²)+(0.0416P)²+0.6083P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0818
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3761
_reflns_number_total             4084
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00241d2.cif
_cod_data_source_block           20181220b
_cod_depositor_comments
'Adding full bibliography for 7706604--7706608.cif.'
_cod_database_code               7706606
_shelx_shelxl_version_number     2014/7
_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_max   0.862
_shelx_estimated_absorpt_t_min   0.514
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C18(H18), C3(H3), C25(H25), C12(H12), C26(H26), C19(H19), C23(H23),
 C14(H14), C21(H21), C5(H5), C13(H13), C20(H20), C17(H17), C4(H4), C2(H2),
 C24(H24), C11(H11)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.491
_oxdiff_exptl_absorpt_empirical_full_min 0.821
loop_
_space_group_symop_operation_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_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 0.44862(2) 0.52000(4) 0.41743(2) 0.02959(10) Uani 1 1 d . . . . .
O1 O 0.55213(6) 0.24162(13) 0.37033(4) 0.0299(2) Uani 1 1 d . . . . .
H1 H 0.6047 0.1799 0.3698 0.045 Uiso 1 1 calc GR . . . .
N2 N 0.66459(7) -0.02430(14) 0.34135(4) 0.0226(2) Uani 1 1 d . . . . .
N1 N 0.26245(8) 0.49370(15) 0.35170(4) 0.0266(2) Uani 1 1 d . . . . .
C27 C 0.90890(9) -0.00841(18) 0.30101(5) 0.0279(3) Uani 1 1 d . . . . .
H27 H 0.9022 -0.1276 0.2813 0.033 Uiso 1 1 calc R . . . .
C18 C 0.92293(10) -0.28461(19) 0.49387(6) 0.0325(3) Uani 1 1 d . . . . .
H18 H 0.9864 -0.2587 0.5193 0.039 Uiso 1 1 calc R . . . .
C3 C 0.28758(13) 0.9767(2) 0.46051(7) 0.0438(4) Uani 1 1 d . . . . .
H3 H 0.2940 1.0834 0.4855 0.053 Uiso 1 1 calc R . . . .
C25 C 0.99619(9) 0.30192(19) 0.32418(5) 0.0295(3) Uani 1 1 d . . . . .
H25 H 1.0483 0.3891 0.3210 0.035 Uiso 1 1 calc R . . . .
C12 C 0.29497(9) -0.04973(19) 0.27278(5) 0.0278(3) Uani 1 1 d . . . . .
H12 H 0.2368 -0.1156 0.2517 0.033 Uiso 1 1 calc R . . . .
C22 C 0.84242(8) 0.03569(17) 0.33558(5) 0.0214(2) Uani 1 1 d . . . . .
C26 C 0.98536(10) 0.1236(2) 0.29541(5) 0.0330(3) Uani 1 1 d . . . . .
H26 H 1.0296 0.0920 0.2722 0.040 Uiso 1 1 calc R . . . .
C8 C 0.37006(8) 0.22461(17) 0.33434(5) 0.0218(2) Uani 1 1 d . . . . .
C19 C 0.85770(11) -0.4230(2) 0.50801(6) 0.0364(3) Uani 1 1 d . . . . .
H19 H 0.8770 -0.4901 0.5429 0.044 Uiso 1 1 calc R . . . .
C9 C 0.46914(8) 0.14736(17) 0.33802(5) 0.0218(2) Uani 1 1 d . . . . .
C7 C 0.35229(8) 0.40728(17) 0.36341(5) 0.0237(2) Uani 1 1 d . . . . .
C16 C 0.79962(9) -0.22039(16) 0.40354(5) 0.0227(2) Uani 1 1 d . . . . .
C23 C 0.85222(9) 0.21731(17) 0.36349(5) 0.0256(2) Uani 1 1 d . . . . .
H23 H 0.8072 0.2504 0.3861 0.031 Uiso 1 1 calc R . . . .
C14 C 0.58324(9) -0.10708(17) 0.31099(5) 0.0229(2) Uani 1 1 d . . . . .
H14 H 0.5896 -0.2209 0.2905 0.027 Uiso 1 1 calc R . . . .
C21 C 0.73445(9) -0.36129(18) 0.41808(6) 0.0288(3) Uani 1 1 d . . . . .
H21 H 0.6710 -0.3883 0.3927 0.035 Uiso 1 1 calc R . . . .
C15 C 0.76567(8) -0.11657(16) 0.34507(5) 0.0217(2) Uani 1 1 d . . . . .
H15 H 0.7575 -0.2160 0.3146 0.026 Uiso 1 1 calc R . . . .
C1 C 0.35910(10) 0.69610(18) 0.42512(6) 0.0300(3) Uani 1 1 d . . . . .
C10 C 0.48063(9) -0.02661(17) 0.30781(5) 0.0221(2) Uani 1 1 d . . . . .
C5 C 0.18024(11) 0.7850(2) 0.38357(6) 0.0355(3) Uani 1 1 d . . . . .
H5 H 0.1171 0.7629 0.3574 0.043 Uiso 1 1 calc R . . . .
C13 C 0.28447(8) 0.12189(18) 0.30191(5) 0.0247(2) Uani 1 1 d . . . . .
H13 H 0.2184 0.1705 0.2999 0.030 Uiso 1 1 calc R . . . .
C20 C 0.76320(11) -0.46152(19) 0.47002(6) 0.0355(3) Uani 1 1 d . . . . .
H20 H 0.7190 -0.5548 0.4794 0.043 Uiso 1 1 calc R . . . .
C17 C 0.89449(9) -0.18362(17) 0.44190(5) 0.0265(2) Uani 1 1 d . . . . .
H17 H 0.9392 -0.0909 0.4327 0.032 Uiso 1 1 calc R . . . .
C4 C 0.19309(12) 0.9426(2) 0.42083(7) 0.0412(3) Uani 1 1 d . . . . .
H4 H 0.1380 1.0278 0.4196 0.049 Uiso 1 1 calc R . . . .
C6 C 0.26432(9) 0.65864(18) 0.38589(5) 0.0277(3) Uani 1 1 d . . . . .
C2 C 0.37163(12) 0.8547(2) 0.46328(6) 0.0393(3) Uani 1 1 d . . . . .
H2 H 0.4345 0.8775 0.4897 0.047 Uiso 1 1 calc R . . . .
C24 C 0.92855(9) 0.34921(18) 0.35779(5) 0.0280(3) Uani 1 1 d . . . . .
H24 H 0.9343 0.4700 0.3766 0.034 Uiso 1 1 calc R . . . .
C11 C 0.39295(9) -0.12244(18) 0.27539(5) 0.0259(2) Uani 1 1 d . . . . .
H11 H 0.4004 -0.2365 0.2553 0.031 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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 C7 88.92(6) . . ?
C14 N2 C15 118.97(9) . . ?
C7 N1 C6 110.87(10) . . ?
C22 C27 C26 120.68(11) . . ?
C19 C18 C17 120.47(12) . . ?
C2 C3 C4 121.16(13) . . ?
C26 C25 C24 119.27(11) . . ?
C13 C12 C11 119.32(11) . . ?
C27 C22 C23 118.63(11) . . ?
C27 C22 C15 119.86(10) . . ?
C23 C22 C15 121.42(10) . . ?
C25 C26 C27 120.46(11) . . ?
C9 C8 C7 122.99(10) . . ?
C13 C8 C9 118.36(10) . . ?
C13 C8 C7 118.65(10) . . ?
C18 C19 C20 119.64(12) . . ?
O1 C9 C8 119.08(10) . . ?
O1 C9 C10 120.97(10) . . ?
C8 C9 C10 119.94(10) . . ?
N1 C7 S1 115.41(9) . . ?
N1 C7 C8 121.73(10) . . ?
C8 C7 S1 122.83(8) . . ?
C21 C16 C15 118.81(10) . . ?
C17 C16 C21 118.71(11) . . ?
C17 C16 C15 122.45(10) . . ?
C24 C23 C22 120.61(11) . . ?
N2 C14 C10 121.27(10) . . ?
C20 C21 C16 120.63(12) . . ?
N2 C15 C22 110.10(9) . . ?
N2 C15 C16 108.21(9) . . ?
C22 C15 C16 113.17(9) . . ?
C6 C1 S1 109.58(9) . . ?
C2 C1 S1 128.93(11) . . ?
C2 C1 C6 121.49(12) . . ?
C9 C10 C14 120.35(10) . . ?
C11 C10 C9 119.56(10) . . ?
C11 C10 C14 120.08(10) . . ?
C4 C5 C6 118.65(14) . . ?
C12 C13 C8 122.04(11) . . ?
C19 C20 C21 120.14(12) . . ?
C18 C17 C16 120.41(12) . . ?
C5 C4 C3 121.12(13) . . ?
N1 C6 C1 115.20(11) . . ?
N1 C6 C5 125.05(12) . . ?
C1 C6 C5 119.75(12) . . ?
C3 C2 C1 117.81(14) . . ?
C25 C24 C23 120.33(11) . . ?
C12 C11 C10 120.75(11) . . ?
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 C7 1.7581(12) . ?
S1 C1 1.7313(13) . ?
O1 C9 1.3459(13) . ?
N2 C14 1.2778(15) . ?
N2 C15 1.4689(13) . ?
N1 C7 1.3010(15) . ?
N1 C6 1.3842(16) . ?
C27 C22 1.3858(16) . ?
C27 C26 1.3889(17) . ?
C18 C19 1.378(2) . ?
C18 C17 1.3891(18) . ?
C3 C4 1.398(2) . ?
C3 C2 1.382(2) . ?
C25 C26 1.3832(19) . ?
C25 C24 1.3855(18) . ?
C12 C13 1.3832(18) . ?
C12 C11 1.3834(17) . ?
C22 C23 1.3939(16) . ?
C22 C15 1.5109(15) . ?
C8 C9 1.4039(15) . ?
C8 C7 1.4702(16) . ?
C8 C13 1.3986(16) . ?
C19 C20 1.385(2) . ?
C9 C10 1.4134(16) . ?
C16 C21 1.3933(17) . ?
C16 C15 1.5326(16) . ?
C16 C17 1.3906(17) . ?
C23 C24 1.3876(17) . ?
C14 C10 1.4577(15) . ?
C21 C20 1.3860(19) . ?
C1 C6 1.3998(18) . ?
C1 C2 1.3955(19) . ?
C10 C11 1.3951(16) . ?
C5 C4 1.377(2) . ?
C5 C6 1.4023(17) . ?
