#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/55/4505518.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_4505518
loop_
_publ_author_name
'Park, Sunhong'
'Lindoy, Leonard F.'
'Lee, Shim Sung'
_publ_section_title
;
 Assembly of Silver(I) Complexes of Isomeric NS2-Macrocycles Displaying
 Cyclic Oligomer, Helix, and Zigzag Structures
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1320
_journal_paper_doi               10.1021/cg201374g
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C12 H17 N S2'
_chemical_formula_weight         239.39
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_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_method           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 105.9370(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.6849(6)
_cell_length_b                   5.6723(4)
_cell_length_c                   12.7991(9)
_cell_measurement_reflns_used    3385
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      2.44
_cell_volume                     606.29(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0252
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3535
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.406
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             256
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.06(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2391
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0419
_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)+(0.0612P)²+0.3976P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1111
_reflns_number_gt                2370
_reflns_number_total             2391
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201374g_si_002.cif
_cod_data_source_block           pL
_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)
_cod_database_code               4505518
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.04695(8) 0.43773(14) 0.64520(6) 0.0327(2) Uani 1 1 d .
S2 S -0.53759(8) 0.59804(15) 0.89898(6) 0.0315(2) Uani 1 1 d .
N1 N -0.0642(2) 0.4216(5) 0.93985(17) 0.0240(5) Uani 1 1 d .
H1A H -0.0065 0.3891 1.0043 0.029 Uiso 1 1 calc R
C1 C -0.4089(3) 0.4382(5) 0.58948(19) 0.0223(5) Uani 1 1 d .
H1B H -0.4285 0.2958 0.5521 0.027 Uiso 1 1 calc R
C2 C -0.5141(3) 0.5156(5) 0.6459(2) 0.0235(6) Uani 1 1 d .
H2A H -0.6035 0.4256 0.6461 0.028 Uiso 1 1 calc R
C3 C -0.4863(3) 0.7287(5) 0.7028(2) 0.0238(6) Uani 1 1 d .
C4 C -0.3594(3) 0.8667(5) 0.6938(2) 0.0263(6) Uani 1 1 d .
H4A H -0.3437 1.0139 0.7270 0.032 Uiso 1 1 calc R
C5 C -0.2553(3) 0.7898(5) 0.6363(2) 0.0268(6) Uani 1 1 d .
H5A H -0.1718 0.8869 0.6303 0.032 Uiso 1 1 calc R
C6 C -0.2743(3) 0.5692(5) 0.58744(19) 0.0226(5) Uani 1 1 d .
C7 C -0.1460(3) 0.4643(6) 0.5425(2) 0.0281(6) Uani 1 1 d .
H7A H -0.1329 0.5625 0.4835 0.034 Uiso 1 1 calc R
H7B H -0.1801 0.3094 0.5130 0.034 Uiso 1 1 calc R
C8 C -0.0080(3) 0.3180(5) 0.7624(2) 0.0269(6) Uani 1 1 d .
H8A H -0.1169 0.2590 0.7387 0.032 Uiso 1 1 calc R
H8B H 0.0616 0.1860 0.7913 0.032 Uiso 1 1 calc R
C9 C 0.0037(3) 0.4997(5) 0.8531(2) 0.0237(6) Uani 1 1 d .
H9A H 0.1156 0.5388 0.8847 0.028 Uiso 1 1 calc R
H9B H -0.0509 0.6425 0.8213 0.028 Uiso 1 1 calc R
C10 C -0.2402(3) 0.4033(5) 0.9072(2) 0.0235(5) Uani 1 1 d .
H10A H -0.2713 0.2587 0.9364 0.028 Uiso 1 1 calc R
H10B H -0.2780 0.3946 0.8286 0.028 Uiso 1 1 calc R
C11 C -0.3197(3) 0.6112(6) 0.9466(2) 0.0289(6) Uani 1 1 d .
H11A H -0.2832 0.7563 0.9212 0.035 Uiso 1 1 calc R
H11B H -0.2871 0.6138 1.0254 0.035 Uiso 1 1 calc R
C12 C -0.5806(3) 0.7945(6) 0.7813(2) 0.0289(6) Uani 1 1 d .
H12A H -0.6941 0.7878 0.7443 0.035 Uiso 1 1 calc R
H12B H -0.5549 0.9552 0.8058 0.035 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0231(3) 0.0489(5) 0.0293(4) -0.0092(3) 0.0125(3) -0.0044(3)
S2 0.0199(3) 0.0494(5) 0.0276(3) -0.0052(3) 0.0104(2) -0.0012(3)
N1 0.0187(10) 0.0336(13) 0.0170(10) 0.0019(10) 0.0004(8) 0.0016(10)
C1 0.0277(12) 0.0183(12) 0.0168(11) -0.0004(10) -0.0005(9) -0.0031(11)
C2 0.0202(12) 0.0251(14) 0.0216(12) 0.0007(10) -0.0002(10) -0.0022(9)
C3 0.0221(12) 0.0237(14) 0.0234(13) 0.0027(11) 0.0026(10) 0.0037(11)
C4 0.0311(14) 0.0179(13) 0.0265(14) -0.0011(9) 0.0021(11) -0.0002(10)
C5 0.0308(14) 0.0209(13) 0.0281(13) 0.0027(11) 0.0068(11) -0.0083(11)
C6 0.0274(12) 0.0232(14) 0.0161(11) 0.0040(10) 0.0044(9) 0.0015(11)
C7 0.0299(13) 0.0338(16) 0.0212(12) -0.0008(12) 0.0083(10) -0.0019(12)
C8 0.0263(13) 0.0288(15) 0.0246(13) -0.0039(11) 0.0053(11) 0.0035(11)
C9 0.0205(12) 0.0273(14) 0.0224(12) -0.0051(10) 0.0046(10) -0.0031(10)
C10 0.0218(12) 0.0265(14) 0.0209(12) 0.0003(10) 0.0041(9) -0.0030(10)
C11 0.0197(11) 0.0433(17) 0.0230(12) -0.0094(13) 0.0048(10) -0.0024(13)
C12 0.0233(13) 0.0271(15) 0.0356(15) -0.0067(12) 0.0069(11) 0.0030(11)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C8 S1 C7 103.07(13)
C11 S2 C12 102.06(14)
C9 N1 C10 114.2(2)
C2 C1 C6 121.3(2)
C1 C2 C3 120.2(3)
C4 C3 C2 118.3(3)
C4 C3 C12 120.5(3)
C2 C3 C12 120.9(3)
C3 C4 C5 121.2(3)
C4 C5 C6 120.6(3)
C5 C6 C1 118.0(2)
C5 C6 C7 121.2(2)
C1 C6 C7 120.6(2)
C6 C7 S1 112.63(18)
C9 C8 S1 113.2(2)
N1 C9 C8 114.5(2)
N1 C10 C11 112.4(2)
C10 C11 S2 112.4(2)
C3 C12 S2 111.9(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C8 1.825(3)
S1 C7 1.830(3)
S2 C11 1.824(3)
S2 C12 1.828(3)
N1 C9 1.461(4)
N1 C10 1.473(3)
C1 C2 1.383(4)
C1 C6 1.392(4)
C2 C3 1.397(4)
C3 C4 1.383(4)
C3 C12 1.507(4)
C4 C5 1.384(4)
C5 C6 1.389(4)
C6 C7 1.509(4)
C8 C9 1.535(4)
C10 C11 1.521(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30661522
2 PubChem 101576278
