#------------------------------------------------------------------------------
#$Date: 2019-11-17 07:24:50 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228654 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/99/1549920.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_1549920
loop_
_publ_author_name
'Wang, Chunfei'
'Cheng, Xiaoxiang'
'Tan, Jingyun'
'Ding, Zhaoyang'
'Wang, Wenjing'
'Yuan, Daqiang'
'Li, Gang'
'Zhang, Hongjie'
'Zhang, Xuanjun'
_publ_section_title
;
 Reductive cleavage of C[double bond, length as m-dash]C bonds as a new
 strategy for turn-on dual fluorescence in effective sensing of
 H₂S.
;
_journal_issue                   44
_journal_name_full               'Chemical science'
_journal_page_first              8369
_journal_page_last               8374
_journal_paper_doi               10.1039/c8sc03430c
_journal_volume                  9
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C17 H11 N3 S2'
_chemical_formula_sum            'C17 H10 N3 S2'
_chemical_formula_weight         320.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-05-30
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-06-03 deposited with the CCDC.
2018-09-11 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 95.407(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.7916(2)
_cell_length_b                   5.62550(10)
_cell_length_c                   14.7562(3)
_cell_measurement_reflns_used    4576
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.9580
_cell_measurement_theta_min      5.0330
_cell_volume                     726.55(3)
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7554
_diffrn_reflns_theta_full        73.36
_diffrn_reflns_theta_max         73.36
_diffrn_reflns_theta_min         5.05
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.302
_exptl_absorpt_correction_T_max  0.820
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             330
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.135
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.008(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2665
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0311
_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)+(0.0481P)²+0.1014P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0834
_reflns_number_gt                2551
_reflns_number_total             2665
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8sc03430c2.cif
_cod_data_source_block           sp1
_cod_depositor_comments
'Adding full bibliography for 1549919--1549920.cif.'
_cod_database_code               1549920
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C12(H12), C17(H17)
2.b X=CH2 refined with riding coordinates:
 N3(H3A,H3B)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -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_calc_flag
_atom_site_refinement_flags_posn
C1 C 0.2989(3) 0.9972(5) -0.17652(14) 0.0455(5) Uani 1 d .
H1 H 0.3626 1.1285 -0.1670 0.055 Uiso 1 calc R
C2 C 0.2135(3) 0.9673(5) -0.25978(15) 0.0529(7) Uani 1 d .
H2 H 0.2190 1.0799 -0.3055 0.063 Uiso 1 calc R
C3 C 0.1209(3) 0.7724(6) -0.27474(15) 0.0547(7) Uani 1 d .
H3 H 0.0655 0.7515 -0.3310 0.066 Uiso 1 calc R
C4 C 0.1099(3) 0.6075(5) -0.20668(16) 0.0499(6) Uani 1 d .
H4 H 0.0455 0.4770 -0.2170 0.060 Uiso 1 calc R
C5 C 0.1947(2) 0.6345(4) -0.12213(14) 0.0409(5) Uani 1 d .
C6 C 0.2896(2) 0.8321(4) -0.10738(13) 0.0377(4) Uani 1 d .
C7 C 0.3217(2) 0.7895(4) 0.05837(12) 0.0346(4) Uani 1 d .
C8 C 0.2309(2) 0.5866(4) 0.06118(14) 0.0382(5) Uani 1 d .
C9 C 0.1836(3) 0.5143(4) 0.14375(16) 0.0455(5) Uani 1 d .
H9 H 0.1214 0.3810 0.1457 0.055 Uiso 1 calc R
C10 C 0.2268(3) 0.6361(4) 0.22326(15) 0.0440(5) Uani 1 d .
H10 H 0.1976 0.5800 0.2783 0.053 Uiso 1 calc R
C11 C 0.3139(2) 0.8426(4) 0.22146(13) 0.0361(5) Uani 1 d .
C12 C 0.3590(2) 0.9198(4) 0.13761(13) 0.0351(4) Uani 1 d .
H12 H 0.4146 1.0598 0.1349 0.042 Uiso 1 calc R
C13 C 0.3590(2) 0.9875(4) 0.30284(13) 0.0376(5) Uani 1 d .
C14 C 0.2725(2) 1.0195(4) 0.38117(13) 0.0375(5) Uani 1 d .
C15 C 0.1420(2) 0.8890(5) 0.40128(14) 0.0443(5) Uani 1 d .
C16 C 0.3319(2) 1.1923(5) 0.44039(13) 0.0427(5) Uani 1 d .
C17 C 0.4840(2) 1.1297(5) 0.30972(14) 0.0463(6) Uani 1 d .
H17 H 0.5552 1.1309 0.2670 0.056 Uiso 1 calc R
N1 N 0.3792(2) 0.8593(4) -0.02349(11) 0.0414(5) Uani 1 d .
N2 N 0.0387(2) 0.7881(6) 0.42251(15) 0.0681(7) Uani 1 d .
N3 N 0.2773(2) 1.2693(5) 0.51820(12) 0.0542(5) Uani 1 d .
H3A H 0.1954 1.2080 0.5358 0.065 Uiso 1 calc R
H3B H 0.3246 1.3794 0.5500 0.065 Uiso 1 calc R
S1 S 0.18528(7) 0.41566(11) -0.03747(4) 0.05207(17) Uani 1 d .
S2 S 0.49857(7) 1.30769(13) 0.40494(4) 0.05394(18) Uani 1 d .
H1A H 0.426(2) 0.983(5) -0.0199(15) 0.030(6) Uiso 1 d .
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'
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
C2 C1 C6 120.3(2)
C3 C2 C1 120.2(2)
C2 C3 C4 120.2(2)
C3 C4 C5 120.5(3)
C4 C5 S1 120.0(2)
C6 C5 C4 119.1(2)
C6 C5 S1 120.91(16)
C1 C6 C5 119.64(19)
C1 C6 N1 120.4(2)
C5 C6 N1 120.0(2)
C8 C7 N1 120.39(19)
C12 C7 C8 119.71(18)
C12 C7 N1 119.9(2)
C7 C8 S1 120.58(16)
C9 C8 C7 119.1(2)
C9 C8 S1 120.24(18)
C10 C9 C8 121.4(2)
C9 C10 C11 120.36(19)
C10 C11 C12 118.45(18)
C10 C11 C13 123.47(18)
C12 C11 C13 118.07(18)
C7 C12 C11 120.91(19)
C14 C13 C11 126.56(18)
C17 C13 C11 122.76(18)
C17 C13 C14 110.4(2)
C15 C14 C13 126.7(2)
C16 C14 C13 113.37(19)
C16 C14 C15 119.94(19)
N2 C15 C14 176.1(2)
C14 C16 S2 110.78(15)
N3 C16 C14 128.3(2)
N3 C16 S2 120.93(19)
C13 C17 S2 113.72(16)
C7 N1 C6 120.43(17)
C8 S1 C5 100.52(11)
C17 S2 C16 91.63(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.389(3)
C1 C6 1.388(3)
C2 C3 1.371(4)
C3 C4 1.378(4)
C4 C5 1.400(3)
C5 C6 1.394(3)
C5 S1 1.762(2)
C6 N1 1.412(2)
C7 C8 1.396(3)
C7 C12 1.393(3)
C7 N1 1.408(2)
C8 C9 1.385(3)
C8 S1 1.759(2)
C9 C10 1.381(3)
C10 C11 1.393(3)
C11 C12 1.403(3)
C11 C13 1.474(3)
C13 C14 1.453(3)
C13 C17 1.355(3)
C14 C15 1.417(3)
C14 C16 1.377(3)
C15 N2 1.139(3)
C16 N3 1.357(3)
C16 S2 1.728(2)
C17 S2 1.720(2)
