#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/22/1552282.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_1552282
loop_
_publ_author_name
'Aschmann, Dennis'
'Riebe, Steffen'
'Neumann, Thorben'
'Killa, Dennis'
'Ostwaldt, Jan-Erik'
'Wölper, Christoph'
'Schmuck, Carsten'
'Voskuhl, Jens'
_publ_section_title
;
 A stimuli responsive two component supramolecular hydrogelator with
 aggregation-induced emission properties.
;
_journal_issue                   36
_journal_name_full               'Soft matter'
_journal_page_first              7117
_journal_page_last               7121
_journal_paper_doi               10.1039/c9sm01513b
_journal_volume                  15
_journal_year                    2019
_chemical_formula_sum            'C24 H18 N8 O2 S2'
_chemical_formula_weight         514.58
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2019-05-15 deposited with the CCDC.    2019-09-03 downloaded from the CCDC.
;
_cell_angle_alpha                93.055(5)
_cell_angle_beta                 100.818(5)
_cell_angle_gamma                100.577(5)
_cell_formula_units_Z            2
_cell_length_a                   8.1066(7)
_cell_length_b                   11.4813(10)
_cell_length_c                   13.2609(12)
_cell_measurement_reflns_used    7564
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.09
_cell_measurement_theta_min      2.87
_cell_volume                     1186.78(18)
_computing_cell_refinement       'BRUKER APEX2(v2009.5-1)'
_computing_data_collection       'BRUKER APEX2(v2009.5-1)'
_computing_data_reduction        'BRUKER APEX2(v2009.5-1)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'BRUKER APEX2(v2009.5-1)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'Bruker D8 KAPPA II (APEX II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 2/COSMO'
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24885
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.674
_diffrn_reflns_theta_min         1.570
_exptl_absorpt_coefficient_mu    0.265
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 SADABS
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_description       prism
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.072
_refine_diff_density_max         0.451
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         6671
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0502
_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)+(0.0279P)²+1.7117P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1257
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4449
_reflns_number_total             6671
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9sm01513b2.cif
_cod_data_source_block           sr_262m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_secondary' value 'diffmap' was changed to
'difmap'.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 1552282.cif.
;
_cod_database_code               1552282
_shelx_shelxl_version_number     2017/1
_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   0.962
_shelx_estimated_absorpt_t_max   0.981
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
S1 S 0.19766(8) 0.56737(6) 0.87736(5) 0.02763(16) Uani 1 1 d . .
S2 S -0.03912(8) 0.73408(5) 0.80980(5) 0.02879(16) Uani 1 1 d . .
O1 O 0.6552(2) 0.22103(14) 0.87752(13) 0.0233(4) Uani 1 1 d . .
O2 O -0.5851(2) 0.99017(14) 0.64501(12) 0.0212(4) Uani 1 1 d . .
N1 N -0.0858(3) 0.2079(2) 0.48568(17) 0.0319(5) Uani 1 1 d . .
N2 N -0.4068(3) 0.4259(2) 0.40025(17) 0.0305(5) Uani 1 1 d . .
N3 N 0.9463(3) 0.11883(19) 0.95905(17) 0.0275(5) Uani 1 1 d . .
N4 N 0.8264(3) 0.07009(19) 0.99707(17) 0.0286(5) Uani 1 1 d . .
N5 N 0.7305(3) 0.0255(2) 1.04207(19) 0.0397(6) Uani 1 1 d . .
N6 N -0.7373(3) 1.20596(18) 0.65493(19) 0.0313(5) Uani 1 1 d . .
N7 N -0.6009(3) 1.22823(19) 0.62421(17) 0.0306(5) Uani 1 1 d . .
N8 N -0.4737(4) 1.2608(2) 0.6014(2) 0.0492(7) Uani 1 1 d . .
C1 C 0.0565(3) 0.52971(19) 0.75626(17) 0.0181(4) Uani 1 1 d . .
C2 C 0.0510(3) 0.42813(19) 0.69244(17) 0.0184(5) Uani 1 1 d . .
H2 H 0.129764 0.377503 0.711853 0.022 Uiso 1 1 calc R U
C3 C -0.0689(3) 0.40030(19) 0.60055(17) 0.0169(4) Uani 1 1 d . .
C4 C -0.1848(3) 0.47559(19) 0.57123(17) 0.0170(4) Uani 1 1 d . .
C5 C -0.1780(3) 0.57775(19) 0.63429(17) 0.0188(5) Uani 1 1 d . .
H5 H -0.256094 0.628726 0.614432 0.023 Uiso 1 1 calc R U
C6 C -0.0583(3) 0.60591(19) 0.72595(18) 0.0190(5) Uani 1 1 d . .
C7 C -0.0780(3) 0.2931(2) 0.53623(18) 0.0202(5) Uani 1 1 d . .
C8 C -0.3089(3) 0.4477(2) 0.47619(18) 0.0201(5) Uani 1 1 d . .
C9 C 0.3365(3) 0.4644(2) 0.87769(18) 0.0215(5) Uani 1 1 d . .
C10 C 0.4782(3) 0.4908(2) 0.83230(19) 0.0244(5) Uani 1 1 d . .
H10 H 0.498425 0.562831 0.800420 0.029 Uiso 1 1 calc R U
C11 C 0.5909(3) 0.4129(2) 0.83305(19) 0.0239(5) Uani 1 1 d . .
H11 H 0.689289 0.432302 0.803413 0.029 Uiso 1 1 calc R U
C12 C 0.5582(3) 0.3067(2) 0.87749(18) 0.0206(5) Uani 1 1 d . .
C13 C 0.4171(3) 0.2798(2) 0.92408(18) 0.0205(5) Uani 1 1 d . .
H13 H 0.396230 0.207336 0.955189 0.025 Uiso 1 1 calc R U
C14 C 0.3071(3) 0.3590(2) 0.92498(18) 0.0214(5) Uani 1 1 d . .
H14 H 0.211981 0.341505 0.957742 0.026 Uiso 1 1 calc R U
C15 C 0.8119(3) 0.2507(2) 0.8412(2) 0.0265(5) Uani 1 1 d . .
H15A H 0.887075 0.321434 0.882805 0.032 Uiso 1 1 calc R U
H15B H 0.788195 0.268542 0.768265 0.032 Uiso 1 1 calc R U
C16 C 0.8969(3) 0.1444(2) 0.85156(19) 0.0257(5) Uani 1 1 d . .
H16A H 0.817357 0.073853 0.812271 0.031 Uiso 1 1 calc R U
H16B H 1.000250 0.158999 0.820863 0.031 Uiso 1 1 calc R U
C17 C -0.2091(3) 0.8031(2) 0.75500(18) 0.0215(5) Uani 1 1 d . .
C18 C -0.2080(3) 0.8608(2) 0.66491(19) 0.0218(5) Uani 1 1 d . .
H18 H -0.118732 0.858591 0.627970 0.026 Uiso 1 1 calc R U
C19 C -0.3374(3) 0.9212(2) 0.62964(18) 0.0201(5) Uani 1 1 d . .
H19 H -0.337849 0.959547 0.567896 0.024 Uiso 1 1 calc R U
C20 C -0.4672(3) 0.92566(19) 0.68485(18) 0.0186(5) Uani 1 1 d . .
C21 C -0.4693(3) 0.8686(2) 0.77432(19) 0.0225(5) Uani 1 1 d . .
H21 H -0.558008 0.871230 0.811601 0.027 Uiso 1 1 calc R U
C22 C -0.3391(3) 0.8075(2) 0.80862(19) 0.0235(5) Uani 1 1 d . .
H22 H -0.339529 0.768073 0.869809 0.028 Uiso 1 1 calc R U
C23 C -0.7189(3) 1.0001(2) 0.70012(18) 0.0218(5) Uani 1 1 d . .
H23A H -0.670116 1.035476 0.771639 0.026 Uiso 1 1 calc R U
H23B H -0.790528 0.920897 0.702378 0.026 Uiso 1 1 calc R U
C24 C -0.8237(3) 1.0798(2) 0.64140(19) 0.0229(5) Uani 1 1 d . .
H24A H -0.849309 1.052026 0.567135 0.028 Uiso 1 1 calc R U
H24B H -0.934003 1.072783 0.664550 0.028 Uiso 1 1 calc R U
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
C1 S1 C9 102.95(10)
C6 S2 C17 105.09(11)
C12 O1 C15 117.04(18)
C20 O2 C23 117.45(18)
N4 N3 C16 114.6(2)
N5 N4 N3 171.9(3)
N7 N6 C24 115.7(2)
N8 N7 N6 172.4(3)
C2 C1 C6 119.5(2)
C2 C1 S1 123.26(16)
C6 C1 S1 117.21(17)
C3 C2 C1 120.5(2)
C2 C3 C4 119.9(2)
C2 C3 C7 120.37(19)
C4 C3 C7 119.7(2)
C5 C4 C3 119.7(2)
C5 C4 C8 120.1(2)
C3 C4 C8 120.2(2)
C6 C5 C4 120.6(2)
C5 C6 C1 119.9(2)
C5 C6 S2 123.66(17)
C1 C6 S2 116.49(17)
N1 C7 C3 179.6(3)
N2 C8 C4 179.5(3)
C10 C9 C14 119.7(2)
C10 C9 S1 119.34(18)
C14 C9 S1 120.90(19)
C9 C10 C11 120.6(2)
C12 C11 C10 119.3(2)
O1 C12 C11 124.1(2)
O1 C12 C13 115.4(2)
C11 C12 C13 120.4(2)
C14 C13 C12 119.9(2)
C13 C14 C9 119.9(2)
O1 C15 C16 107.0(2)
N3 C16 C15 112.8(2)
C22 C17 C18 119.7(2)
C22 C17 S2 118.02(18)
C18 C17 S2 122.09(18)
C19 C18 C17 119.8(2)
C18 C19 C20 120.0(2)
O2 C20 C21 124.3(2)
O2 C20 C19 115.2(2)
C21 C20 C19 120.6(2)
C20 C21 C22 118.9(2)
C17 C22 C21 121.1(2)
O2 C23 C24 105.62(19)
N6 C24 C23 113.36(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.769(2)
S1 C9 1.775(2)
S2 C6 1.761(2)
S2 C17 1.773(2)
O1 C12 1.367(3)
O1 C15 1.431(3)
O2 C20 1.361(2)
O2 C23 1.434(3)
N1 C7 1.141(3)
N2 C8 1.143(3)
N3 N4 1.236(3)
N3 C16 1.467(3)
N4 N5 1.133(3)
N6 N7 1.237(3)
N6 C24 1.474(3)
N7 N8 1.132(3)
C1 C2 1.393(3)
C1 C6 1.410(3)
C2 C3 1.390(3)
C3 C4 1.406(3)
C3 C7 1.442(3)
C4 C5 1.390(3)
C4 C8 1.437(3)
C5 C6 1.387(3)
C9 C10 1.387(4)
C9 C14 1.395(3)
C10 C11 1.390(3)
C11 C12 1.387(3)
C12 C13 1.393(3)
C13 C14 1.386(3)
C15 C16 1.508(3)
C17 C22 1.384(3)
C17 C18 1.397(3)
C18 C19 1.384(3)
C19 C20 1.397(3)
C20 C21 1.387(3)
C21 C22 1.393(3)
C23 C24 1.509(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168303206
