#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/35/4503552.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_4503552
loop_
_publ_author_name
'Sun, Yan-Qiong'
'Tsang, Chun-Kwan'
'Xu, Zhengtao'
'Huang, Guo'
'He, Jun'
'Zhou, Xiao-Ping'
'Zeller, Matthias'
'Hunter, Allen D.'
_publ_section_title
;
 CuCN Pillars Induce Face-to-Face π-Overlap of Anthracene-Based Thioether
 Molecules within a Hybrid Coordination Network
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1468
_journal_paper_doi               10.1021/cg800033v
_journal_volume                  8
_journal_year                    2008
_chemical_formula_sum            'C34 H26 S4'
_chemical_formula_weight         562.83
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.608(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.9415(13)
_cell_length_b                   9.5859(12)
_cell_length_c                   13.9860(17)
_cell_measurement_reflns_used    9520
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.57
_cell_measurement_theta_min      2.65
_cell_volume                     1354.2(3)
_computing_cell_refinement       'SAINT+ 6.45 (Bruker, 2003)'
_computing_data_collection       'SMART 5.630 (Bruker, 1997-2002)'
_computing_data_reduction        'SAINT+ 6.45'
_computing_molecular_graphics    'SHELXTL 6.14'
_computing_publication_material  'SHELXTL 6.14'
_computing_structure_refinement  'SHELXTL 6.14'
_computing_structure_solution    'SHELXTL 6.14 (Bruker, 2000-2003)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_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  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0236
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13626
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.03
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.374
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS in SAINT+ (Bruker, 2003)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3375
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0428
_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)+(0.0685P)²+0.7482P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1207
_reflns_number_gt                2986
_reflns_number_total             3375
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg800033v-file003.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4503552
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.63098(15) -0.04009(16) 0.06475(12) 0.0184(3) Uani 1 1 d .
C2 C 0.76413(16) -0.07540(17) 0.13007(13) 0.0209(3) Uani 1 1 d .
H2 H 0.8019 -0.1597 0.1184 0.025 Uiso 1 1 calc R
C3 C 0.83754(17) 0.01103(18) 0.20902(13) 0.0235(3) Uani 1 1 d .
H3 H 0.9259 -0.0137 0.2516 0.028 Uiso 1 1 calc R
C4 C 0.78322(17) 0.13669(18) 0.22791(13) 0.0234(3) Uani 1 1 d .
H4 H 0.8348 0.1950 0.2838 0.028 Uiso 1 1 calc R
C5 C 0.65709(16) 0.17503(17) 0.16646(12) 0.0211(3) Uani 1 1 d .
H5 H 0.6222 0.2603 0.1797 0.025 Uiso 1 1 calc R
C6 C 0.57717(15) 0.08874(16) 0.08270(12) 0.0181(3) Uani 1 1 d .
C7 C 0.44639(16) 0.12781(16) 0.01773(12) 0.0184(3) Uani 1 1 d .
C8 C 0.39195(15) 0.25913(17) 0.03579(12) 0.0210(3) Uani 1 1 d .
C9 C 0.34845(16) 0.36545(18) 0.05021(13) 0.0227(3) Uani 1 1 d .
C10 C 0.29217(16) 0.49231(17) 0.07066(12) 0.0209(3) Uani 1 1 d .
C11 C 0.34236(17) 0.62325(17) 0.06048(13) 0.0230(3) Uani 1 1 d .
H11 H 0.4149 0.6300 0.0393 0.028 Uiso 1 1 calc R
C12 C 0.28613(17) 0.74343(17) 0.08139(13) 0.0221(3) Uani 1 1 d .
H12 H 0.3203 0.8320 0.0737 0.026 Uiso 1 1 calc R
C13 C 0.18040(16) 0.73634(17) 0.11343(12) 0.0201(3) Uani 1 1 d .
C14 C 0.12932(16) 0.60373(17) 0.12401(12) 0.0202(3) Uani 1 1 d .
C15 C 0.18494(16) 0.48398(17) 0.10240(12) 0.0211(3) Uani 1 1 d .
H15 H 0.1503 0.3953 0.1091 0.025 Uiso 1 1 calc R
C16 C 0.18057(19) 1.02915(19) 0.10959(15) 0.0294(4) Uani 1 1 d .
H16A H 0.2761 1.0279 0.1507 0.044 Uiso 1 1 calc R
H16B H 0.1424 1.1155 0.1236 0.044 Uiso 1 1 calc R
H16C H 0.1648 1.0244 0.0358 0.044 Uiso 1 1 calc R
C17 C -0.03876(19) 0.42050(19) 0.17176(15) 0.0283(4) Uani 1 1 d .
H17A H -0.0636 0.3796 0.1026 0.043 Uiso 1 1 calc R
H17B H -0.1120 0.4097 0.1950 0.043 Uiso 1 1 calc R
H17C H 0.0399 0.3729 0.2203 0.043 Uiso 1 1 calc R
S1 S 0.10439(4) 0.88192(4) 0.14393(4) 0.02659(14) Uani 1 1 d .
S2 S -0.00301(4) 0.60285(4) 0.16691(3) 0.02485(13) Uani 1 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 0.0033 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
C7 C1 C2 121.52(14) 3_655
C7 C1 C6 119.87(14) 3_655
C2 C1 C6 118.59(14) .
C3 C2 C1 120.67(15) .
C3 C2 H2 119.7 .
C1 C2 H2 119.7 .
C2 C3 C4 120.60(15) .
C2 C3 H3 119.7 .
C4 C3 H3 119.7 .
C5 C4 C3 120.51(16) .
C5 C4 H4 119.7 .
C3 C4 H4 119.7 .
C4 C5 C6 120.86(15) .
C4 C5 H5 119.6 .
C6 C5 H5 119.6 .
C7 C6 C5 121.45(14) .
C7 C6 C1 119.80(14) .
C5 C6 C1 118.75(14) .
C1 C7 C6 120.33(14) 3_655
C1 C7 C8 119.92(14) 3_655
C6 C7 C8 119.75(14) .
C9 C8 C7 179.67(18) .
C8 C9 C10 177.30(18) .
C11 C10 C15 119.37(15) .
C11 C10 C9 121.52(15) .
C15 C10 C9 119.12(15) .
C12 C11 C10 119.98(15) .
C12 C11 H11 120.0 .
C10 C11 H11 120.0 .
C11 C12 C13 121.12(15) .
C11 C12 H12 119.4 .
C13 C12 H12 119.4 .
C12 C13 C14 119.09(15) .
C12 C13 S1 124.58(13) .
C14 C13 S1 116.32(12) .
C15 C14 C13 119.70(15) .
C15 C14 S2 123.76(13) .
C13 C14 S2 116.53(12) .
C14 C15 C10 120.74(15) .
C14 C15 H15 119.6 .
C10 C15 H15 119.6 .
S1 C16 H16A 109.5 .
S1 C16 H16B 109.5 .
H16A C16 H16B 109.5 .
S1 C16 H16C 109.5 .
H16A C16 H16C 109.5 .
H16B C16 H16C 109.5 .
S2 C17 H17A 109.5 .
S2 C17 H17B 109.5 .
H17A C17 H17B 109.5 .
S2 C17 H17C 109.5 .
H17A C17 H17C 109.5 .
H17B C17 H17C 109.5 .
C13 S1 C16 104.32(9) .
C14 S2 C17 103.64(8) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C7 1.416(2) 3_655
C1 C2 1.431(2) .
C1 C6 1.431(2) .
C2 C3 1.367(2) .
C2 H2 0.9500 .
C3 C4 1.412(2) .
C3 H3 0.9500 .
C4 C5 1.366(2) .
C4 H4 0.9500 .
C5 C6 1.426(2) .
C5 H5 0.9500 .
C6 C7 1.419(2) .
C7 C1 1.416(2) 3_655
C7 C8 1.456(2) .
C8 C9 1.175(2) .
C9 C10 1.441(2) .
C10 C11 1.399(2) .
C10 C15 1.407(2) .
C11 C12 1.389(2) .
C11 H11 0.9500 .
C12 C13 1.394(2) .
C12 H12 0.9500 .
C13 C14 1.419(2) .
C13 S1 1.7590(16) .
C14 C15 1.386(2) .
C14 S2 1.7676(17) .
C15 H15 0.9500 .
C16 S1 1.7958(19) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 S2 1.7981(18) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
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_1
_geom_torsion_site_symmetry_4
C7 C1 C2 C3 179.66(15) 3_655 .
C6 C1 C2 C3 1.1(2) . .
C1 C2 C3 C4 0.2(3) . .
C2 C3 C4 C5 -1.1(3) . .
C3 C4 C5 C6 0.6(3) . .
C4 C5 C6 C7 -179.48(16) . .
C4 C5 C6 C1 0.7(2) . .
C7 C1 C6 C7 0.1(2) 3_655 .
C2 C1 C6 C7 178.65(14) . .
C7 C1 C6 C5 179.86(14) 3_655 .
C2 C1 C6 C5 -1.6(2) . .
C5 C6 C7 C1 -179.86(15) . 3_655
C1 C6 C7 C1 -0.1(2) . 3_655
C5 C6 C7 C8 0.5(2) . .
C1 C6 C7 C8 -179.75(14) . .
C15 C10 C11 C12 -0.2(2) . .
C9 C10 C11 C12 -179.64(15) . .
C10 C11 C12 C13 0.5(3) . .
C11 C12 C13 C14 -0.4(2) . .
C11 C12 C13 S1 178.83(13) . .
C12 C13 C14 C15 0.0(2) . .
S1 C13 C14 C15 -179.36(12) . .
C12 C13 C14 S2 179.03(12) . .
S1 C13 C14 S2 -0.29(17) . .
C13 C14 C15 C10 0.4(2) . .
S2 C14 C15 C10 -178.60(12) . .
C11 C10 C15 C14 -0.3(2) . .
C9 C10 C15 C14 179.19(15) . .
C12 C13 S1 C16 6.45(16) . .
C14 C13 S1 C16 -174.27(13) . .
C15 C14 S2 C17 -0.46(16) . .
C13 C14 S2 C17 -179.48(13) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 101864488
