#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:14:25 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180418 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/87/7208737.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_7208737
loop_
_publ_author_name
'Park, Sunhong'
'Lee, Seul-Gi'
'Jung, Jong Hwa'
'Ikeda, Mari'
'Habata, Yoichi'
'Lee, Shim Sun'
_publ_section_title
;
 Macrocycles incorporating isomeric arms: synthesis and crystal structures
 of ligands and their mono-, di- and polynuclear supramolecular complexes
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              6515
_journal_paper_doi               10.1039/c2ce25708d
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C18 H22 N2 S2'
_chemical_formula_weight         330.50
_chemical_name_systematic
;
?
;
_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           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.9930(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9908(2)
_cell_length_b                   8.1469(2)
_cell_length_c                   22.5487(6)
_cell_measurement_reflns_used    5506
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.45
_cell_volume                     1651.38(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0421
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17092
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    0.321
_exptl_absorpt_correction_T_max  0.9911
_exptl_absorpt_correction_T_min  0.9838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.499
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3197
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0426P)²+0.9192P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0939
_refine_ls_wR_factor_ref         0.1030
_reflns_number_gt                2418
_reflns_number_total             3197
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25708d.txt
_cod_data_source_block           m-L
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7208737
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
S1 S 0.67462(6) 0.06653(7) 0.20395(3) 0.03406(18) Uani 1 1 d .
S2 S -0.00103(6) -0.02680(8) 0.09182(3) 0.0383(2) Uani 1 1 d .
N1 N 0.38992(18) 0.2363(2) 0.07393(8) 0.0268(4) Uani 1 1 d .
N2 N 0.1907(2) 0.4324(2) -0.11531(8) 0.0385(5) Uani 1 1 d .
C1 C 0.2942(2) -0.0878(3) 0.21226(9) 0.0241(5) Uani 1 1 d .
H1A H 0.2700 0.0117 0.2318 0.029 Uiso 1 1 calc R
C2 C 0.4373(2) -0.1509(3) 0.21853(9) 0.0237(5) Uani 1 1 d .
C3 C 0.5558(2) -0.0558(3) 0.25153(10) 0.0308(5) Uani 1 1 d .
H3A H 0.6189 -0.1338 0.2744 0.037 Uiso 1 1 calc R
H3B H 0.5075 0.0180 0.2803 0.037 Uiso 1 1 calc R
C4 C 0.5421(2) 0.1989(3) 0.16576(10) 0.0315(5) Uani 1 1 d .
H4A H 0.4505 0.2069 0.1893 0.038 Uiso 1 1 calc R
H4B H 0.5848 0.3104 0.1623 0.038 Uiso 1 1 calc R
C5 C 0.5027(2) 0.1348(3) 0.10442(9) 0.0283(5) Uani 1 1 d .
H5A H 0.5937 0.1317 0.0803 0.034 Uiso 1 1 calc R
H5B H 0.4650 0.0211 0.1078 0.034 Uiso 1 1 calc R
C6 C 0.4092(2) 0.2353(3) 0.00955(9) 0.0316(5) Uani 1 1 d .
H6A H 0.3867 0.1239 -0.0057 0.038 Uiso 1 1 calc R
H6B H 0.5146 0.2592 0.0010 0.038 Uiso 1 1 calc R
C7 C 0.3119(2) 0.3581(3) -0.02336(9) 0.0256(5) Uani 1 1 d .
C8 C 0.2664(3) 0.5043(3) 0.00127(10) 0.0358(6) Uani 1 1 d .
H8A H 0.2940 0.5309 0.0410 0.043 Uiso 1 1 calc R
C9 C 0.1480(3) 0.5719(3) -0.08984(11) 0.0356(6) Uani 1 1 d .
H9A H 0.0917 0.6480 -0.1130 0.043 Uiso 1 1 calc R
C10 C 0.1810(3) 0.6115(3) -0.03185(10) 0.0376(6) Uani 1 1 d .
H10A H 0.1456 0.7107 -0.0150 0.045 Uiso 1 1 calc R
C11 C 0.2692(2) 0.3286(3) -0.08138(10) 0.0310(5) Uani 1 1 d .
H11A H 0.2977 0.2270 -0.0985 0.037 Uiso 1 1 calc R
C12 C 0.2385(2) 0.1934(3) 0.09146(10) 0.0273(5) Uani 1 1 d .
H12A H 0.1710 0.2841 0.0796 0.033 Uiso 1 1 calc R
H12B H 0.2366 0.1847 0.1352 0.033 Uiso 1 1 calc R
C13 C 0.1783(2) 0.0346(3) 0.06509(10) 0.0314(5) Uani 1 1 d .
H13A H 0.2505 -0.0543 0.0737 0.038 Uiso 1 1 calc R
H13B H 0.1712 0.0471 0.0215 0.038 Uiso 1 1 calc R
C14 C 0.0362(2) -0.0883(3) 0.16850(10) 0.0307(5) Uani 1 1 d .
H14A H 0.0295 0.0096 0.1943 0.037 Uiso 1 1 calc R
H14B H -0.0417 -0.1665 0.1808 0.037 Uiso 1 1 calc R
C15 C 0.1854(2) -0.1665(3) 0.17812(9) 0.0235(5) Uani 1 1 d .
C16 C 0.2209(2) -0.3150(3) 0.15146(9) 0.0260(5) Uani 1 1 d .
H16A H 0.1479 -0.3713 0.1283 0.031 Uiso 1 1 calc R
C17 C 0.3618(2) -0.3814(3) 0.15837(9) 0.0279(5) Uani 1 1 d .
H17A H 0.3847 -0.4833 0.1402 0.033 Uiso 1 1 calc R
C18 C 0.4693(2) -0.3001(3) 0.19161(9) 0.0255(5) Uani 1 1 d .
H18A H 0.5658 -0.3465 0.1961 0.031 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'
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
C4 S1 C3 102.57(10)
C13 S2 C14 104.03(10)
C6 N1 C12 113.08(16)
C6 N1 C5 111.58(16)
C12 N1 C5 112.09(16)
C9 N2 C11 116.5(2)
C15 C1 C2 121.77(19)
C1 C2 C18 118.44(19)
C1 C2 C3 120.44(19)
C18 C2 C3 121.07(18)
C2 C3 S1 114.06(15)
C5 C4 S1 111.70(15)
N1 C5 C4 112.42(18)
N1 C6 C7 113.87(18)
C11 C7 C8 116.9(2)
C11 C7 C6 120.0(2)
C8 C7 C6 123.1(2)
C10 C8 C7 119.8(2)
N2 C9 C10 123.4(2)
C9 C10 C8 118.5(2)
N2 C11 C7 124.8(2)
N1 C12 C13 115.06(18)
C12 C13 S2 114.86(16)
C15 C14 S2 113.79(15)
C16 C15 C1 118.44(19)
C16 C15 C14 121.28(19)
C1 C15 C14 120.22(19)
C17 C16 C15 120.5(2)
C18 C17 C16 120.3(2)
C17 C18 C2 120.51(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C4 1.813(2)
S1 C3 1.823(2)
S2 C13 1.802(2)
S2 C14 1.826(2)
N1 C6 1.465(3)
N1 C12 1.466(3)
N1 C5 1.470(3)
N2 C9 1.333(3)
N2 C11 1.334(3)
C1 C15 1.391(3)
C1 C2 1.391(3)
C2 C18 1.391(3)
C2 C3 1.503(3)
C4 C5 1.515(3)
C6 C7 1.515(3)
C7 C11 1.378(3)
C7 C8 1.380(3)
C8 C10 1.375(3)
C9 C10 1.374(3)
C12 C13 1.519(3)
C14 C15 1.497(3)
C15 C16 1.390(3)
C16 C17 1.384(3)
C17 C18 1.382(3)
