#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:14:25 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180418 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/87/7208738.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_7208738
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 H23 N2 O0 S2'
_chemical_formula_weight         331.50
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 91.635(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6109(10)
_cell_length_b                   8.8251(10)
_cell_length_c                   22.832(3)
_cell_measurement_reflns_used    2270
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.37
_cell_volume                     1734.3(4)
_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  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.1391
_diffrn_reflns_av_sigmaI/netI    0.1001
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            9549
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    0.305
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.622
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         3411
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.1434
_refine_ls_R_factor_gt           0.0894
_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)+(0.1795P)²+0.8766P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2616
_refine_ls_wR_factor_ref         0.3191
_reflns_number_gt                1913
_reflns_number_total             3411
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25708d.txt
_cod_data_source_block           p-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_cell_volume        1734.3(3)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7208738
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S 0.9067(2) 0.4656(2) 0.25318(7) 0.0773(6) Uani 1 1 d . . .
N1 N 0.7123(4) 0.6881(4) 0.39034(17) 0.0464(10) Uani 1 1 d . . .
N2 N 1.2243(7) 0.8742(9) 0.4772(4) 0.110(3) Uani 1 1 d . . .
H2A H 1.3167 0.9092 0.4829 0.132 Uiso 1 1 calc R . .
C1 C 0.4896(8) 0.1577(8) 0.3644(3) 0.0783(18) Uani 1 1 d . A .
H1A H 0.4360 0.1168 0.3955 0.094 Uiso 1 1 calc R . .
C2 C 0.6270(7) 0.0996(6) 0.3508(3) 0.0671(16) Uani 1 1 d . . .
H2B H 0.6668 0.0183 0.3723 0.081 Uiso 1 1 calc R . .
C3 C 0.7103(6) 0.1562(6) 0.3060(3) 0.0630(15) Uani 1 1 d . . .
H3A H 0.8055 0.1133 0.2972 0.076 Uiso 1 1 calc R . .
C4 C 0.6527(6) 0.2796(6) 0.2732(2) 0.0575(14) Uani 1 1 d . . .
C5 C 0.7469(8) 0.3513(8) 0.2261(3) 0.081(2) Uani 1 1 d . . .
H5A H 0.6788 0.4141 0.2018 0.097 Uiso 1 1 calc R . .
H5B H 0.7874 0.2718 0.2015 0.097 Uiso 1 1 calc R . .
C6 C 0.8106(7) 0.6062(6) 0.2948(2) 0.0621(14) Uani 1 1 d . . .
H6A H 0.8660 0.7012 0.2909 0.074 Uiso 1 1 calc R . .
H6B H 0.7069 0.6205 0.2781 0.074 Uiso 1 1 calc R . .
C7 C 0.7974(5) 0.5713(5) 0.3593(2) 0.0481(12) Uani 1 1 d . . .
H7A H 0.7448 0.4749 0.3636 0.058 Uiso 1 1 calc R . .
H7B H 0.9008 0.5617 0.3769 0.058 Uiso 1 1 calc R . .
C8 C 0.7624(6) 0.7035(6) 0.4517(2) 0.0556(13) Uani 1 1 d . . .
H8A H 0.7557 0.6054 0.4706 0.067 Uiso 1 1 calc R . .
H8B H 0.6919 0.7717 0.4711 0.067 Uiso 1 1 calc R . .
C9 C 0.9250(6) 0.7626(6) 0.4596(2) 0.0527(13) Uani 1 1 d . . .
C10 C 1.0181(7) 0.7184(7) 0.5061(3) 0.0717(17) Uani 1 1 d . . .
H10A H 0.9815 0.6480 0.5327 0.086 Uiso 1 1 calc R . .
C11 C 1.1623(8) 0.7755(11) 0.5137(4) 0.098(3) Uani 1 1 d . . .
H11A H 1.2215 0.7443 0.5462 0.118 Uiso 1 1 calc R . .
C12 C 1.1354(8) 0.9162(8) 0.4312(4) 0.089(2) Uani 1 1 d . . .
H12A H 1.1759 0.9848 0.4048 0.106 Uiso 1 1 calc R . .
C13 C 0.9883(7) 0.8636(7) 0.4211(3) 0.0695(16) Uani 1 1 d . . .
H13A H 0.9310 0.8958 0.3883 0.083 Uiso 1 1 calc R . .
C14 C 0.5449(5) 0.6783(6) 0.3821(2) 0.0527(13) Uani 1 1 d . A .
H14A H 0.5214 0.6646 0.3406 0.063 Uiso 1 1 calc R . .
H14B H 0.5003 0.7745 0.3935 0.063 Uiso 1 1 calc R . .
C17 C 0.4256(6) 0.2778(8) 0.3332(3) 0.0735(19) Uani 1 1 d . . .
C18 C 0.5100(7) 0.3369(6) 0.2871(3) 0.0666(17) Uani 1 1 d . A .
H18A H 0.4685 0.4169 0.2652 0.080 Uiso 1 1 calc R . .
C15 C 0.4642(5) 0.5524(5) 0.4156(2) 0.0539(12) Uani 1 1 d . . .
H15A H 0.4523 0.5812 0.4562 0.065 Uiso 0.463(13) 1 calc PR A 1
H15B H 0.5243 0.4595 0.4144 0.065 Uiso 0.463(13) 1 calc PR A 1
H15C H 0.4685 0.5792 0.4568 0.065 Uiso 0.537(13) 1 calc PR A 2
H15D H 0.5251 0.4607 0.4114 0.065 Uiso 0.537(13) 1 calc PR A 2
C16 C 0.2720(5) 0.3231(5) 0.3629(2) 0.048(3) Uiso 0.463(13) 1 d PR A 1
H16A H 0.2628 0.2673 0.3992 0.058 Uiso 0.463(13) 1 calc PR A 1
H16B H 0.1843 0.2963 0.3373 0.058 Uiso 0.463(13) 1 calc PR A 1
S1 S 0.2675(4) 0.5247(4) 0.3780(3) 0.0442(12) Uiso 0.463(13) 1 d P A 1
C16' C 0.2739(14) 0.3754(14) 0.3310(6) 0.076(4) Uiso 0.537(13) 1 d P A 2
H16C H 0.1839 0.3093 0.3310 0.091 Uiso 0.537(13) 1 calc PR A 2
H16D H 0.2696 0.4344 0.2952 0.091 Uiso 0.537(13) 1 calc PR A 2
S1' S 0.2694(4) 0.5076(4) 0.3966(3) 0.0596(11) Uiso 0.537(13) 1 d P A 2
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'
O O 0.0106 0.0060 '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
C6 S1 C5 102.2(3)
C14 N1 C7 113.9(4)
C14 N1 C8 113.3(4)
C7 N1 C8 113.2(4)
C11 N2 C12 116.4(6)
C2 C1 C17 121.1(6)
C1 C2 C3 121.6(6)
C2 C3 C4 120.0(5)
C18 C4 C3 117.8(5)
C18 C4 C5 120.9(6)
C3 C4 C5 121.2(6)
C4 C5 S1 114.4(4)
C7 C6 S1 115.3(4)
N1 C7 C6 112.5(4)
N1 C8 C9 113.4(4)
C10 C9 C13 116.5(5)
C10 C9 C8 121.2(6)
C13 C9 C8 122.2(5)
C11 C10 C9 120.8(8)
N2 C11 C10 123.4(8)
N2 C12 C13 123.3(8)
C12 C13 C9 119.6(7)
N1 C14 C15 116.3(4)
C1 C17 C18 117.8(5)
C1 C17 C16 107.7(6)
C18 C17 C16 134.4(6)
C1 C17 C16' 139.4(8)
C18 C17 C16' 102.8(8)
C16 C17 C16' 32.1(5)
C4 C18 C17 121.6(5)
C14 C15 S2' 118.9(4)
C14 C15 S2 106.3(4)
S2' C15 S2 13.62(15)
C17 C16 S2 111.0(4)
C16 S2 C15 100.9(3)
C17 C16' S2' 110.4(7)
C15 S2' C16' 106.8(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C6 1.781(6)
S1 C5 1.801(6)
N1 C14 1.451(6)
N1 C7 1.460(6)
N1 C8 1.461(6)
N2 C11 1.328(11)
N2 C12 1.334(11)
C1 C2 1.335(9)
C1 C17 1.383(10)
C2 C3 1.359(8)
C3 C4 1.405(7)
C4 C18 1.374(8)
C4 C5 1.504(8)
C6 C7 1.510(7)
C8 C9 1.500(7)
C9 C10 1.368(8)
C9 C13 1.376(8)
C10 C11 1.347(9)
C12 C13 1.363(8)
C14 C15 1.528(7)
C17 C18 1.398(9)
C17 C16 1.555(8)
C17 C16' 1.564(13)
C15 S2' 1.765(6)
C15 S2 1.892(6)
C16 S2 1.813(6)
C16' S2' 1.900(13)
