#------------------------------------------------------------------------------
#$Date: 2025-07-06 17:04:54 +0200 (Sun 06 de Jul de 2025) $
#$Revision: 300704 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/01/7250170.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_7250170
loop_
_publ_author_name
'Lei, Min'
'Jiang, Lisha'
'Wang, Chunhui'
'Song, Jianxin'
'Liu, Wei'
'Qiu, Jie'
_publ_section_title
;
 A flexible molecular organic crystal with π--π bonding for the highly
 selective recognition of hydrogen isotopes
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              2591
_journal_page_last               2599
_journal_paper_doi               10.1039/D5CE00221D
_journal_volume                  27
_journal_year                    2025
_chemical_formula_sum            'C38 H41 O12 S4'
_chemical_formula_weight         817.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2025-02-28 deposited with the CCDC.	2025-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.989(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.809(3)
_cell_length_b                   18.499(2)
_cell_length_c                   10.0983(12)
_cell_measurement_reflns_used    1406
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.59
_cell_volume                     3866.1(8)
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15355
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.311
_diffrn_reflns_theta_min         2.202
_exptl_absorpt_coefficient_mu    0.308
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_description       rod
_exptl_crystal_F_000             1716
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4768
_refine_ls_number_restraints     270
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.1062
_refine_ls_R_factor_gt           0.0772
_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)+(0.0540P)²+17.2658P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1755
_refine_ls_wR_factor_ref         0.1910
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3525
_reflns_number_total             4768
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce00221d2.cif
_cod_data_source_block           20230406_0m
_cod_depositor_comments          'Adding full bibliography for 7250170.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7250170
_shelx_shelxl_version_number     2019/1
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.25230(5) 0.78658(5) 0.66892(10) 0.0381(3) Uani 1 1 d . U . . .
O2 O 0.38676(12) 0.77087(12) 0.4888(3) 0.0312(6) Uani 1 1 d . U . . .
H1 H 0.364(2) 0.797(2) 0.541(4) 0.047 Uiso 1 1 d . U . . .
O5 O 0.31464(13) 0.82679(14) 0.6606(3) 0.0407(7) Uani 1 1 d . U . . .
O6 O 0.41964(15) 0.87825(13) 0.4226(3) 0.0412(7) Uani 1 1 d . U . . .
C1 C 0.45128(15) 0.46106(16) 0.1714(3) 0.0226(6) Uani 1 1 d . U . . .
C2 C 0.500000 0.5766(2) 0.250000 0.0214(8) Uani 1 2 d S TU P . .
C3 C 0.40162(16) 0.57580(17) 0.0885(3) 0.0264(7) Uani 1 1 d . U . . .
H3 H 0.401331 0.627142 0.086298 0.032 Uiso 1 1 calc R U . . .
C4 C 0.35485(18) 0.53880(18) 0.0131(4) 0.0323(8) Uani 1 1 d . U . . .
H4 H 0.322564 0.564323 -0.041678 0.039 Uiso 1 1 calc R U . . .
C5 C 0.35399(18) 0.46175(18) 0.0158(4) 0.0336(8) Uani 1 1 d . U . . .
H5 H 0.320528 0.436179 -0.035613 0.040 Uiso 1 1 calc R U . . .
C6 C 0.40085(17) 0.42463(17) 0.0915(3) 0.0272(7) Uani 1 1 d . U . . .
H6 H 0.399913 0.373290 0.091141 0.033 Uiso 1 1 calc R U . . .
C7 C 0.500000 0.6578(2) 0.250000 0.0216(8) Uani 1 2 d S TU P . .
C8 C 0.46118(15) 0.69592(15) 0.3290(3) 0.0211(6) Uani 1 1 d . U . . .
H8 H 0.434173 0.670349 0.383149 0.025 Uiso 1 1 calc R U . . .
C9 C 0.46124(14) 0.77159(15) 0.3302(3) 0.0199(6) Uani 1 1 d . U . . .
C10 C 0.42081(15) 0.81354(17) 0.4175(3) 0.0232(6) Uani 1 1 d . U . . .
C11 C 0.500000 0.4233(2) 0.250000 0.0212(8) Uani 1 2 d S TU P . .
C12 C 0.5019(9) 0.34216(13) 0.2458(18) 0.0207(11) Uani 0.5 1 d G U P A -1
C13 C 0.5433(7) 0.3098(4) 0.1640(14) 0.0214(17) Uani 0.5 1 d G U P A -1
H13 H 0.569723 0.338907 0.114081 0.026 Uiso 0.5 1 calc R U P A -1
C14 C 0.5462(4) 0.2349(4) 0.1551(6) 0.0169(15) Uani 0.5 1 d G U P A -1
C16 C 0.5075(3) 0.19237(14) 0.2281(5) 0.0154(15) Uani 0.5 1 d G U P A -1
H16 H 0.509467 0.141182 0.222112 0.018 Uiso 0.5 1 calc R U P A -1
C14A C 0.4661(3) 0.2247(3) 0.3100(5) 0.0166(15) Uani 0.5 1 d G U P A -1
C13A C 0.4633(6) 0.2996(3) 0.3188(12) 0.0160(15) Uani 0.5 1 d G U P A -1
H13A H 0.435001 0.321710 0.374703 0.019 Uiso 0.5 1 calc R U P A -1
C15 C 0.4275(3) 0.1751(4) 0.3915(7) 0.0225(13) Uani 0.5 1 d . U P A -1
O1 O 0.4292(3) 0.1104(3) 0.3840(5) 0.0314(11) Uani 0.5 1 d . U P A -1
O4 O 0.3920(4) 0.2119(5) 0.4724(7) 0.0289(17) Uani 0.5 1 d . U P A -1
C15A C 0.5930(5) 0.2042(6) 0.0671(9) 0.0201(18) Uani 0.5 1 d . U P A -1
O1A O 0.5909(2) 0.1347(2) 0.0564(5) 0.0262(10) Uani 0.5 1 d . U P A -1
H2 H 0.623206 0.120117 0.020600 0.039 Uiso 0.5 1 calc R U P A -1
O4A O 0.6289(3) 0.2435(3) 0.0127(5) 0.0290(12) Uani 0.5 1 d . U P A -1
C17 C 0.2733(3) 0.6977(2) 0.7155(7) 0.0723(17) Uani 1 1 d . U . . .
H17A H 0.234464 0.671122 0.733572 0.109 Uiso 1 1 calc R U . . .
H17B H 0.304115 0.698426 0.795842 0.109 Uiso 1 1 calc R U . . .
H17C H 0.293156 0.673972 0.643142 0.109 Uiso 1 1 calc R U . . .
C18 C 0.2236(2) 0.8153(3) 0.8176(5) 0.0571(13) Uani 1 1 d . U . . .
H18A H 0.185642 0.786591 0.834121 0.086 Uiso 1 1 calc R U . . .
H18B H 0.211510 0.866497 0.810062 0.086 Uiso 1 1 calc R U . . .
H18C H 0.257464 0.808964 0.891616 0.086 Uiso 1 1 calc R U . . .
C19 C 0.5941(4) -0.0119(5) -0.1684(10) 0.038(2) Uani 0.525(7) 1 d D U P B 1
H19A H 0.589041 -0.062036 -0.199082 0.057 Uiso 0.525(7) 1 calc R U P B 1
H19B H 0.578598 0.020898 -0.241008 0.057 Uiso 0.525(7) 1 calc R U P B 1
H19C H 0.568962 -0.004309 -0.092773 0.057 Uiso 0.525(7) 1 calc R U P B 1
C20 C 0.7049(7) 0.0052(9) -0.2788(11) 0.038(3) Uani 0.525(7) 1 d D U P B 1
H20A H 0.703166 -0.044250 -0.313927 0.057 Uiso 0.525(7) 1 calc R U P B 1
H20B H 0.749539 0.022837 -0.272671 0.057 Uiso 0.525(7) 1 calc R U P B 1
H20C H 0.677257 0.036592 -0.338558 0.057 Uiso 0.525(7) 1 calc R U P B 1
S2 S 0.67739(11) 0.0058(2) -0.11809(17) 0.0273(7) Uani 0.525(7) 1 d D U P B 1
O3 O 0.6815(2) 0.0856(3) -0.0765(6) 0.0322(14) Uani 0.525(7) 1 d D U P B 1
C19A C 0.5804(4) 0.0141(5) -0.1481(10) 0.033(2) Uani 0.475(7) 1 d D U P B 2
H19D H 0.578067 -0.038719 -0.142308 0.050 Uiso 0.475(7) 1 calc R U P B 2
H19E H 0.564604 0.029592 -0.238443 0.050 Uiso 0.475(7) 1 calc R U P B 2
H19F H 0.553513 0.035707 -0.084391 0.050 Uiso 0.475(7) 1 calc R U P B 2
C20A C 0.6928(8) 0.0089(9) -0.2555(14) 0.038(3) Uani 0.475(7) 1 d D U P B 2
H20D H 0.677762 -0.040783 -0.271810 0.057 Uiso 0.475(7) 1 calc R U P B 2
H20E H 0.740154 0.009652 -0.243296 0.057 Uiso 0.475(7) 1 calc R U P B 2
H20F H 0.677400 0.039312 -0.331767 0.057 Uiso 0.475(7) 1 calc R U P B 2
S2A S 0.66225(15) 0.0427(2) -0.1098(2) 0.0331(9) Uani 0.475(7) 1 d D U P B 2
O3A O 0.6634(3) 0.1245(3) -0.1247(7) 0.0416(18) Uani 0.475(7) 1 d D U P B 2
C22 C 0.45155(15) 0.53909(15) 0.1716(3) 0.0216(6) Uani 1 1 d . U . . .
C23 C 0.500000 0.8089(2) 0.250000 0.0205(8) Uani 1 2 d S TU P . .
H23 H 0.500002 0.860237 0.250001 0.025 Uiso 1 2 calc R U P . .
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'
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
O5 S1 C17 106.6(2) . . ?
O5 S1 C18 105.70(19) . . ?
C17 S1 C18 98.8(3) . . ?
C11 C1 C6 122.0(3) . . ?
C11 C1 C22 119.6(3) . . ?
C6 C1 C22 118.4(3) . . ?
C22 C2 C22 120.5(4) . 2_655 ?
C22 C2 C7 119.74(19) . . ?
C22 C2 C7 119.74(19) 2_655 . ?
C4 C3 C22 121.5(3) . . ?
C3 C4 C5 120.2(3) . . ?
C6 C5 C4 120.4(3) . . ?
C5 C6 C1 121.5(3) . . ?
C8 C7 C8 118.8(4) 2_655 . ?
C8 C7 C2 120.59(19) 2_655 . ?
C8 C7 C2 120.59(19) . . ?
C7 C8 C9 120.9(3) . . ?
C23 C9 C8 119.5(3) . . ?
C23 C9 C10 118.9(3) . . ?
C8 C9 C10 121.6(3) . . ?
O6 C10 O2 123.9(3) . . ?
O6 C10 C9 123.9(3) . . ?
O2 C10 C9 112.1(3) . . ?
C1 C11 C1 120.5(4) . 2_655 ?
C1 C11 C12 120.0(8) . . ?
C1 C11 C12 119.5(8) 2_655 . ?
C13 C12 C13A 120.0 . . ?
C13 C12 C11 117.8(8) . . ?
C13A C12 C11 122.2(8) . . ?
C12 C13 C14 120.0 . . ?
C16 C14 C13 120.0 . . ?
C16 C14 C15A 123.2(7) . . ?
C13 C14 C15A 116.8(7) . . ?
C14 C16 C14A 120.0 . . ?
C13A C14A C16 120.0 . . ?
C13A C14A C15 122.7(5) . . ?
C16 C14A C15 117.3(5) . . ?
C14A C13A C12 120.0 . . ?
O1 C15 O4 124.5(7) . . ?
O1 C15 C14A 123.3(7) . . ?
O4 C15 C14A 112.2(6) . . ?
O4A C15A O1A 125.2(9) . . ?
O4A C15A C14 120.7(8) . . ?
O1A C15A C14 114.1(9) . . ?
O3 S2 C20 104.0(5) . . ?
O3 S2 C19 106.3(4) . . ?
C20 S2 C19 97.7(5) . . ?
O3A S2A C20A 104.9(6) . . ?
O3A S2A C19A 107.3(4) . . ?
C20A S2A C19A 97.6(6) . . ?
C2 C22 C3 122.0(3) . . ?
C2 C22 C1 119.9(3) . . ?
C3 C22 C1 118.0(3) . . ?
C9 C23 C9 120.3(4) . 2_655 ?
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 O5 1.505(3) . ?
S1 C17 1.752(5) . ?
S1 C18 1.756(4) . ?
O2 C10 1.323(4) . ?
O6 C10 1.198(4) . ?
C1 C11 1.406(4) . ?
C1 C6 1.425(5) . ?
C1 C22 1.444(4) . ?
C2 C22 1.400(4) . ?
C2 C22 1.400(4) 2_655 ?
C2 C7 1.501(6) . ?
C3 C4 1.357(5) . ?
C3 C22 1.436(5) . ?
C4 C5 1.426(5) . ?
C5 C6 1.361(5) . ?
C7 C8 1.386(4) 2_655 ?
C7 C8 1.386(4) . ?
C8 C9 1.400(4) . ?
C9 C23 1.385(3) . ?
C9 C10 1.497(4) . ?
C11 C12 1.502(4) . ?
C12 C13 1.3900 . ?
C12 C13A 1.3900 . ?
C13 C14 1.3900 . ?
C14 C16 1.3900 . ?
C14 C15A 1.499(11) . ?
C16 C14A 1.3900 . ?
C14A C13A 1.3900 . ?
C14A C15 1.518(8) . ?
C15 O1 1.200(9) . ?
C15 O4 1.343(9) . ?
C15A O4A 1.214(11) . ?
C15A O1A 1.291(11) . ?
C19 S2 1.785(7) . ?
C20 S2 1.777(9) . ?
S2 O3 1.533(5) . ?
C19A S2A 1.788(7) . ?
C20A S2A 1.776(9) . ?
S2A O3A 1.522(6) . ?
