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#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/10/4501099.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_4501099
loop_
_publ_author_name
'Sun, Di'
'Li, Yun-Hua'
'Hao, Hong-Jun'
'Liu, Fu-Jing'
'Wen, Yi-Mei'
'Huang, Rong-Bin'
'Zheng, Lan-Sun'
_publ_section_title
;
 Solvent-Controlled Rare Case of a Triple Helical Molecular Braid
 Assembled from Proton-Transferred Sebacic Acid
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3323
_journal_paper_doi               10.1021/cg2006953
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C10 H18 O4, 2(C8 H8 N2 O S) '
_chemical_formula_sum            'C26 H34 N4 O6 S2'
_chemical_formula_weight         562.69
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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-97
_cell_angle_alpha                108.699(6)
_cell_angle_beta                 103.443(6)
_cell_angle_gamma                107.806(5)
_cell_formula_units_Z            1
_cell_length_a                   7.283(3)
_cell_length_b                   10.528(4)
_cell_length_c                   10.592(4)
_cell_measurement_reflns_used    2055
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      55.162
_cell_measurement_theta_min      4.754
_cell_volume                     681.5(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0215
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4896
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    0.243
_exptl_absorpt_correction_T_max  0.9761
_exptl_absorpt_correction_T_min  0.9644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2002)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             298
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2375
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0453
_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)+(0.0866P)²+0.0548P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1299
_reflns_number_gt                1973
_reflns_number_total             2375
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg2006953_si_002.cif
_cod_data_source_block           p
_cod_original_cell_volume        681.5(4)
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               4501099
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.12098(8) 0.48126(6) 0.25018(6) 0.0282(2) Uani 1 1 d .
C1 C 0.2094(3) 0.3414(2) 0.2080(2) 0.0254(5) Uani 1 1 d .
C2 C 0.5066(3) 0.5336(2) 0.3543(2) 0.0219(5) Uani 1 1 d .
C3 C 0.7156(3) 0.6135(2) 0.4340(2) 0.0239(5) Uani 1 1 d .
H3A H 0.8072 0.5657 0.4335 0.029 Uiso 1 1 calc R
C4 C 0.7913(3) 0.7635(2) 0.5146(2) 0.0245(5) Uani 1 1 d .
H4A H 0.9351 0.8186 0.5704 0.029 Uiso 1 1 calc R
C5 C 0.6587(3) 0.8340(2) 0.5146(2) 0.0257(5) Uani 1 1 d .
C6 C 0.4494(3) 0.7562(2) 0.4353(2) 0.0249(5) Uani 1 1 d .
H6A H 0.3589 0.8048 0.4349 0.030 Uiso 1 1 calc R
C7 C 0.3746(3) 0.6067(2) 0.3567(2) 0.0233(5) Uani 1 1 d .
C8 C 0.9274(3) 1.0666(2) 0.6866(3) 0.0320(5) Uani 1 1 d .
H8A H 0.9502 1.1698 0.7340 0.048 Uiso 1 1 calc R
H8B H 1.0204 1.0596 0.6336 0.048 Uiso 1 1 calc R
H8C H 0.9558 1.0287 0.7588 0.048 Uiso 1 1 calc R
C9 C 0.4783(3) 1.0644(2) 0.1787(2) 0.0240(5) Uani 1 1 d .
C10 C 0.5785(3) 0.9632(2) 0.1933(2) 0.0261(5) Uani 1 1 d .
H10A H 0.6180 0.9753 0.2938 0.031 Uiso 1 1 calc R
H10B H 0.7074 0.9928 0.1733 0.031 Uiso 1 1 calc R
C11 C 0.4451(3) 0.8023(2) 0.0960(2) 0.0255(5) Uani 1 1 d .
H11A H 0.3861 0.7913 -0.0030 0.031 Uiso 1 1 calc R
H11B H 0.3285 0.7671 0.1268 0.031 Uiso 1 1 calc R
C12 C 0.5658(3) 0.7077(2) 0.0970(2) 0.0245(5) Uani 1 1 d .
H12A H 0.6257 0.7200 0.1964 0.029 Uiso 1 1 calc R
H12B H 0.6821 0.7433 0.0660 0.029 Uiso 1 1 calc R
C13 C 0.4362(3) 0.5452(2) 0.0009(2) 0.0254(5) Uani 1 1 d .
H13A H 0.3711 0.5327 -0.0979 0.030 Uiso 1 1 calc R
H13B H 0.3239 0.5078 0.0346 0.030 Uiso 1 1 calc R
N1 N 0.0772(3) 0.20278(19) 0.1205(2) 0.0330(5) Uani 1 1 d .
H1A H 0.1229 0.1332 0.1001 0.040 Uiso 1 1 calc R
H1B H -0.0558 0.1808 0.0831 0.040 Uiso 1 1 calc R
N2 N 0.4082(3) 0.38289(18) 0.26767(18) 0.0245(4) Uani 1 1 d .
O1 O 0.7191(2) 0.98253(16) 0.59055(17) 0.0352(4) Uani 1 1 d .
O2 O 0.3030(2) 1.02201(16) 0.09536(16) 0.0313(4) Uani 1 1 d .
O3 O 0.5983(2) 1.20341(15) 0.26360(15) 0.0285(4) Uani 1 1 d .
H3B H 0.5347 1.2555 0.2512 0.043 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
C7 S1 C1 88.91(10) . . y
N2 C1 N1 123.7(2) . . y
N2 C1 S1 115.66(16) . . y
N1 C1 S1 120.60(17) . . y
C3 C2 N2 126.23(19) . . y
C3 C2 C7 119.12(19) . . y
N2 C2 C7 114.64(19) . . y
C2 C3 C4 119.65(19) . . y
C2 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 C5 120.38(19) . . y
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
O1 C5 C6 114.41(19) . . y
O1 C5 C4 124.72(19) . . y
C6 C5 C4 120.9(2) . . y
C7 C6 C5 118.5(2) . . y
C7 C6 H6A 120.8 . . ?
C5 C6 H6A 120.8 . . ?
C6 C7 C2 121.5(2) . . y
C6 C7 S1 128.70(17) . . y
C2 C7 S1 109.82(16) . . y
O1 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O1 C8 H8C 109.5 . . y
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C9 O3 123.54(19) . . y
O2 C9 C10 123.15(19) . . y
O3 C9 C10 113.31(18) . . y
C9 C10 C11 114.66(18) . . y
C9 C10 H10A 108.6 . . ?
C11 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C10 C11 C12 112.32(17) . . y
C10 C11 H11A 109.1 . . ?
C12 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C13 113.74(18) . . y
C11 C12 H12A 108.8 . . ?
C13 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
C13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C13 112.3(2) . 2_665 y
C12 C13 H13A 109.1 . . ?
C13 C13 H13A 109.1 2_665 . ?
C12 C13 H13B 109.1 . . ?
C13 C13 H13B 109.1 2_665 . ?
H13A C13 H13B 107.9 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C1 N2 C2 110.95(17) . . y
C5 O1 C8 117.50(17) . . y
C9 O3 H3B 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
S1 C7 1.736(2) . y
S1 C1 1.754(2) . y
C1 N2 1.303(3) . y
C1 N1 1.332(3) . y
C2 C3 1.379(3) . y
C2 N2 1.392(3) . y
C2 C7 1.403(3) . y
C3 C4 1.383(3) . y
C3 H3A 0.9500 . ?
C4 C5 1.386(3) . y
C4 H4A 0.9500 . ?
C5 O1 1.377(2) . y
C5 C6 1.378(3) . y
C6 C7 1.376(3) . y
C6 H6A 0.9500 . ?
C8 O1 1.415(3) . y
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 O2 1.218(2) . y
C9 O3 1.313(2) . y
C9 C10 1.490(3) . y
C10 C11 1.511(3) . y
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.517(3) . y
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.518(3) . y
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C13 1.519(4) 2_665 y
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
O3 H3B 0.8400 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O2 0.88 2.01 2.862(2) 163.6 1_545
N1 H1B O2 0.88 2.20 2.842(2) 129.2 2_565
O3 H3B N2 0.84 1.83 2.658(2) 167.0 1_565
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_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 C10 C11 C12 170.37(17) . . y
C10 C11 C12 C13 179.68(18) . . y
C11 C12 C13 C13 177.4(2) . 2_665 y
C12 C13 C13 C12 180.0 2_665 2_665 y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139144609
