#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:38:42 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179590 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/55/4505516.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_4505516
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 H18 N2 O3 S2'
_chemical_formula_weight         302.40
_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                 111.807(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.7445(13)
_cell_length_b                   7.5614(7)
_cell_length_c                   13.7777(12)
_cell_measurement_reflns_used    5460
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.24
_cell_measurement_theta_min      2.69
_cell_volume                     1426.1(2)
_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 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0446
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8377
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         1.49
_exptl_absorpt_coefficient_mu    0.379
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3094
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0407
_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)+(0.0483P)²+1.1201P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1096
_reflns_number_gt                2682
_reflns_number_total             3094
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201374g_si_002.cif
_cod_data_source_block           oL
_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)/c
_cod_database_code               4505516
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
S1 S 0.69317(4) 0.95224(6) 0.14645(4) 0.03071(14) Uani 1 1 d .
S2 S 0.73500(4) 0.57919(7) 0.36155(4) 0.03082(14) Uani 1 1 d .
N1 N 0.87266(12) 0.8641(2) 0.33629(12) 0.0282(3) Uani 1 1 d .
H1A H 0.9057 0.9025 0.4036 0.034 Uiso 1 1 calc R
H1B H 0.8072 0.8630 0.3252 0.034 Uiso 1 1 calc R
N2 N 1.12184(11) 0.9459(2) 0.44043(12) 0.0275(3) Uani 1 1 d .
C1 C 0.56783(14) 0.6706(3) 0.09977(14) 0.0292(4) Uani 1 1 d .
C2 C 0.47438(15) 0.7344(3) 0.04485(15) 0.0342(4) Uani 1 1 d .
H2A H 0.4654 0.8232 -0.0067 0.041 Uiso 1 1 calc R
C3 C 0.39402(15) 0.6718(3) 0.06331(16) 0.0369(5) Uani 1 1 d .
H3A H 0.3308 0.7180 0.0253 0.044 Uiso 1 1 calc R
C4 C 0.40678(16) 0.5414(3) 0.13773(17) 0.0371(5) Uani 1 1 d .
H4A H 0.3521 0.4974 0.1509 0.045 Uiso 1 1 calc R
C5 C 0.49908(15) 0.4752(3) 0.19287(15) 0.0328(4) Uani 1 1 d .
H5A H 0.5070 0.3853 0.2435 0.039 Uiso 1 1 calc R
C6 C 0.58143(14) 0.5382(2) 0.17549(14) 0.0280(4) Uani 1 1 d .
C7 C 0.67975(16) 0.4594(3) 0.23825(16) 0.0358(4) Uani 1 1 d .
H7A H 0.7229 0.4667 0.1979 0.043 Uiso 1 1 calc R
H7B H 0.6720 0.3331 0.2526 0.043 Uiso 1 1 calc R
C8 C 0.86510(15) 0.5548(3) 0.39052(16) 0.0332(4) Uani 1 1 d .
H8A H 0.9011 0.5773 0.4659 0.040 Uiso 1 1 calc R
H8B H 0.8784 0.4313 0.3761 0.040 Uiso 1 1 calc R
C9 C 0.90377(14) 0.6791(3) 0.32765(16) 0.0322(4) Uani 1 1 d .
H9A H 0.9760 0.6727 0.3543 0.039 Uiso 1 1 calc R
H9B H 0.8784 0.6423 0.2534 0.039 Uiso 1 1 calc R
C10 C 0.88877(15) 0.9957(3) 0.26288(15) 0.0337(4) Uani 1 1 d .
H10A H 0.9567 0.9854 0.2658 0.040 Uiso 1 1 calc R
H10B H 0.8799 1.1168 0.2853 0.040 Uiso 1 1 calc R
C11 C 0.81800(15) 0.9660(3) 0.15098(15) 0.0323(4) Uani 1 1 d .
H11A H 0.8351 0.8551 0.1236 0.039 Uiso 1 1 calc R
H11B H 0.8234 1.0648 0.1063 0.039 Uiso 1 1 calc R
C12 C 0.65122(16) 0.7455(3) 0.07439(16) 0.0381(5) Uani 1 1 d .
H12A H 0.6294 0.7680 -0.0017 0.046 Uiso 1 1 calc R
H12B H 0.7056 0.6593 0.0939 0.046 Uiso 1 1 calc R
O1 O 1.13257(13) 0.8857(2) 0.36184(12) 0.0446(4) Uani 1 1 d .
O2 O 1.1152(2) 0.8502(3) 0.50828(16) 0.0951(10) Uani 1 1 d .
O3 O 1.1129(2) 1.1043(3) 0.45027(15) 0.0867(9) 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'
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
C11 S1 C12 101.58(10)
C8 S2 C7 102.91(10)
C9 N1 C10 116.01(15)
O2 N2 O3 117.2(2)
O2 N2 O1 121.86(18)
O3 N2 O1 120.85(18)
C2 C1 C6 119.40(18)
C2 C1 C12 118.21(18)
C6 C1 C12 122.38(18)
C3 C2 C1 121.66(19)
C4 C3 C2 119.30(19)
C5 C4 C3 120.01(19)
C4 C5 C6 121.34(19)
C5 C6 C1 118.28(18)
C5 C6 C7 118.43(18)
C1 C6 C7 123.29(18)
C6 C7 S2 109.80(14)
C9 C8 S2 113.56(14)
N1 C9 C8 109.97(15)
N1 C10 C11 111.35(15)
C10 C11 S1 110.28(14)
C1 C12 S1 109.56(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C11 1.821(2)
S1 C12 1.832(2)
S2 C8 1.818(2)
S2 C7 1.828(2)
N1 C9 1.491(2)
N1 C10 1.500(2)
N2 O2 1.214(2)
N2 O3 1.219(2)
N2 O1 1.238(2)
C1 C2 1.389(3)
C1 C6 1.406(3)
C1 C12 1.508(3)
C2 C3 1.384(3)
C3 C4 1.384(3)
C4 C5 1.383(3)
C5 C6 1.405(3)
C6 C7 1.508(3)
C8 C9 1.525(3)
C10 C11 1.523(3)
