#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:20:38 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179477 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/74/4337458.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_4337458
loop_
_publ_author_name
'Siewe, Arlette Deukam'
'Kim, Ja-Yeon'
'Kim, Seulgi'
'Park, In-Hyeok'
'Lee, Shim Sung'
_publ_section_title
;
 Regioisomer-dependent endo- and exocyclic coordination of
 bis-dithiamacrocycles.
;
_journal_issue                   1
_journal_name_full               'Inorganic chemistry'
_journal_page_first              393
_journal_page_last               398
_journal_paper_doi               10.1021/ic402346z
_journal_volume                  53
_journal_year                    2014
_chemical_formula_sum            'C22 H34 Ag F6 O4 P S4'
_chemical_formula_weight         743.57
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                114.576(6)
_cell_angle_beta                 99.486(9)
_cell_angle_gamma                98.585(7)
_cell_formula_units_Z            2
_cell_length_a                   10.2723(13)
_cell_length_b                   11.4579(14)
_cell_length_c                   13.764(2)
_cell_measurement_reflns_used    8439
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.32
_cell_volume                     1409.6(3)
_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 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12533
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    1.137
_exptl_absorpt_correction_T_max  0.9349
_exptl_absorpt_correction_T_min  0.6655
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.752
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.522
_refine_diff_density_min         -0.967
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         5501
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0474
_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)+(0.0834P)²+2.3011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1264
_refine_ls_wR_factor_ref         0.1409
_reflns_number_gt                4410
_reflns_number_total             5501
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic402346z_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4337458
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 1.05577(3) 0.75347(3) 0.67402(3) 0.03458(14) Uani 1 1 d . . .
S1 S 1.02747(12) 0.63434(10) 0.79079(9) 0.0320(3) Uani 1 1 d . . .
S2 S 0.75558(11) 1.03041(11) 1.20804(9) 0.0313(3) Uani 1 1 d . . .
S3 S 0.80736(12) 0.76580(12) 0.61524(10) 0.0364(3) Uani 1 1 d . . .
S4 S 0.87973(11) 1.33295(11) 0.51070(8) 0.0300(2) Uani 1 1 d . . .
O1 O 0.8522(4) 0.5701(3) 0.9391(3) 0.0426(8) Uani 1 1 d . A .
O2 O 0.6982(7) 0.7163(6) 1.0764(5) 0.0419(18) Uani 0.552(8) 1 d P A 1
O2' O 0.8853(8) 0.7140(7) 1.1574(6) 0.043(2) Uani 0.448(8) 1 d P A 2
O3 O 0.6642(3) 1.2028(4) 0.6170(3) 0.0395(8) Uani 1 1 d . . .
O4 O 0.6085(4) 0.9893(4) 0.6758(3) 0.0491(9) Uani 1 1 d . . .
C1 C 0.8772(4) 1.0012(4) 1.0332(3) 0.0237(8) Uani 1 1 d . . .
C2 C 0.9296(4) 0.8892(4) 0.9998(3) 0.0238(8) Uani 1 1 d . . .
H2 H 0.8805 0.8120 0.9997 0.029 Uiso 1 1 calc R . .
C3 C 1.0503(4) 0.8851(4) 0.9667(3) 0.0235(8) Uani 1 1 d . . .
C4 C 1.0968(4) 0.7591(4) 0.9354(3) 0.0282(9) Uani 1 1 d . . .
H4A H 1.0716 0.7194 0.9834 0.034 Uiso 1 1 calc R . .
H4B H 1.1973 0.7812 0.9509 0.034 Uiso 1 1 calc R . .
C5 C 0.8460(5) 0.5979(5) 0.7768(4) 0.0360(10) Uani 1 1 d . . .
H5A H 0.8195 0.6822 0.8134 0.043 Uiso 1 1 calc R . .
H5B H 0.7989 0.5567 0.6974 0.043 Uiso 1 1 calc R . .
C6 C 0.7971(5) 0.5080(5) 0.8243(4) 0.0430(12) Uani 1 1 d . . .
H6A H 0.6965 0.4870 0.8078 0.052 Uiso 1 1 calc R . .
H6B H 0.8253 0.4242 0.7904 0.052 Uiso 1 1 calc R . .
C7 C 0.7770(6) 0.5160(5) 0.9949(5) 0.0494(14) Uani 1 1 d . . .
H7A H 0.8385 0.5305 1.0644 0.059 Uiso 0.552(8) 1 calc PR A 1
H7B H 0.7427 0.4194 0.9483 0.059 Uiso 0.552(8) 1 calc PR A 1
H7C H 0.6853 0.5337 0.9878 0.059 Uiso 0.448(8) 1 calc PR A 2
H7D H 0.7662 0.4190 0.9619 0.059 Uiso 0.448(8) 1 calc PR A 2
C8 C 0.6594(11) 0.5752(9) 1.0212(8) 0.047(3) Uani 0.552(8) 1 d P A 1
H8A H 0.5890 0.5457 0.9519 0.056 Uiso 0.552(8) 1 calc PR A 1
H8B H 0.6191 0.5425 1.0685 0.056 Uiso 0.552(8) 1 calc PR A 1
C8' C 0.8466(15) 0.5739(11) 1.1054(10) 0.050(3) Uani 0.448(8) 1 d P A 2
H8'1 H 0.9295 0.5405 1.1116 0.060 Uiso 0.448(8) 1 calc PR A 2
H8'2 H 0.7885 0.5452 1.1459 0.060 Uiso 0.448(8) 1 calc PR A 2
C9 C 0.7567(7) 0.7740(6) 1.1801(6) 0.0666(19) Uani 1 1 d . . .
H9A H 0.8160 0.7196 1.1949 0.080 Uiso 0.552(8) 1 calc PR A 1
H9B H 0.6855 0.7744 1.2206 0.080 Uiso 0.552(8) 1 calc PR A 1
H9C H 0.6858 0.7484 1.1118 0.080 Uiso 0.448(8) 1 calc PR A 2
H9D H 0.7166 0.7549 1.2341 0.080 Uiso 0.448(8) 1 calc PR A 2
C10 C 0.8408(5) 0.9129(5) 1.2276(4) 0.0393(11) Uani 1 1 d . A .
H10A H 0.9196 0.9112 1.1947 0.047 Uiso 1 1 calc R . .
H10B H 0.8769 0.9450 1.3079 0.047 Uiso 1 1 calc R . .
C11 C 0.7430(4) 0.9915(4) 1.0636(3) 0.0262(8) Uani 1 1 d . . .
H11A H 0.6859 0.9005 1.0168 0.031 Uiso 1 1 calc R . .
H11B H 0.6958 1.0525 1.0463 0.031 Uiso 1 1 calc R . .
C12 C 0.9909(4) 1.1337(4) 0.5431(3) 0.0267(9) Uani 1 1 d . . .
C13 C 0.8924(4) 1.0345(4) 0.5409(3) 0.0271(9) Uani 1 1 d . . .
H13 H 0.8171 1.0582 0.5695 0.033 Uiso 1 1 calc R . .
C14 C 0.8979(4) 0.9019(4) 0.4989(3) 0.0267(9) Uani 1 1 d . . .
C15 C 0.7830(4) 0.8040(5) 0.4987(4) 0.0328(10) Uani 1 1 d . . .
H15A H 0.7656 0.7205 0.4301 0.039 Uiso 1 1 calc R . .
H15B H 0.7003 0.8383 0.4957 0.039 Uiso 1 1 calc R . .
C16 C 0.7992(5) 0.9136(5) 0.7317(4) 0.0421(12) Uani 1 1 d . . .
H16A H 0.8468 0.9139 0.8005 0.051 Uiso 1 1 calc R . .
H16B H 0.8486 0.9918 0.7275 0.051 Uiso 1 1 calc R . .
C17 C 0.6570(6) 0.9269(7) 0.7382(5) 0.0552(15) Uani 1 1 d . . .
H17A H 0.5961 0.8380 0.7102 0.066 Uiso 1 1 calc R . .
H17B H 0.6564 0.9792 0.8162 0.066 Uiso 1 1 calc R . .
C18 C 0.6112(6) 1.1222(5) 0.7422(4) 0.0485(13) Uani 1 1 d . . .
H18A H 0.7048 1.1705 0.7880 0.058 Uiso 1 1 calc R . .
H18B H 0.5510 1.1268 0.7923 0.058 Uiso 1 1 calc R . .
C19 C 0.5660(6) 1.1840(6) 0.6734(5) 0.0465(13) Uani 1 1 d . . .
H19A H 0.4791 1.1273 0.6191 0.056 Uiso 1 1 calc R . .
H19B H 0.5496 1.2705 0.7202 0.056 Uiso 1 1 calc R . .
C20 C 0.6224(5) 1.2541(5) 0.5434(4) 0.0371(10) Uani 1 1 d . . .
H20A H 0.6315 1.3504 0.5849 0.045 Uiso 1 1 calc R . .
H20B H 0.5257 1.2113 0.5035 0.045 Uiso 1 1 calc R . .
C21 C 0.7091(5) 1.2287(5) 0.4623(4) 0.0341(10) Uani 1 1 d . . .
H21A H 0.6610 1.2375 0.3981 0.041 Uiso 1 1 calc R . .
H21B H 0.7159 1.1357 0.4353 0.041 Uiso 1 1 calc R . .
C22 C 0.9764(4) 1.2738(4) 0.5972(3) 0.0313(9) Uani 1 1 d . . .
H22A H 1.0690 1.3331 0.6305 0.038 Uiso 1 1 calc R . .
H22B H 0.9331 1.2834 0.6583 0.038 Uiso 1 1 calc R . .
P1 P 0.41764(18) 0.61095(18) 0.76952(18) 0.0637(5) Uani 1 1 d . . .
F1 F 0.4328(5) 0.4707(4) 0.7537(4) 0.0907(14) Uani 1 1 d . . .
F2 F 0.3913(6) 0.7483(5) 0.7861(5) 0.1172(18) Uani 1 1 d . . .
F3 F 0.2836(6) 0.5438(6) 0.6688(6) 0.133(2) Uani 1 1 d . . .
F4 F 0.5658(7) 0.6796(7) 0.8457(12) 0.247(6) Uani 1 1 d . . .
F5 F 0.4998(11) 0.6084(9) 0.6839(10) 0.214(5) Uani 1 1 d . . .
F6 F 0.3629(7) 0.6364(7) 0.8755(6) 0.139(3) 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
Ag Ag -0.8971 1.1015 '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
_geom_angle_site_symmetry_3
S1 Ag1 S4 127.26(4) . 2_776
S1 Ag1 S3 100.40(4) . .
S4 Ag1 S3 101.58(4) 2_776 .
S1 Ag1 S2 107.80(4) . 2_777
S4 Ag1 S2 101.60(4) 2_776 2_777
S3 Ag1 S2 119.73(4) . 2_777
C5 S1 C4 103.4(2) . .
C5 S1 Ag1 103.38(17) . .
C4 S1 Ag1 106.65(14) . .
C10 S2 C11 103.9(2) . .
C10 S2 Ag1 100.18(17) . 2_777
C11 S2 Ag1 107.06(14) . 2_777
C16 S3 C15 105.1(2) . .
C16 S3 Ag1 101.60(17) . .
C15 S3 Ag1 111.18(15) . .
C21 S4 C22 105.2(2) . .
C21 S4 Ag1 97.75(14) . 2_776
C22 S4 Ag1 107.71(14) . 2_776
C6 O1 C7 113.0(4) . .
C9 O2 C8 118.4(7) . .
C8' O2' C9 110.7(8) . .
C20 O3 C19 113.7(4) . .
C17 O4 C18 112.4(4) . .
C2 C1 C3 118.4(4) . 2_777
C2 C1 C11 118.0(4) . .
C3 C1 C11 123.6(4) 2_777 .
C3 C2 C1 123.2(4) . .
C2 C3 C1 118.5(4) . 2_777
C2 C3 C4 117.6(4) . .
C1 C3 C4 123.9(4) 2_777 .
C3 C4 S1 115.4(3) . .
C6 C5 S1 114.8(4) . .
O1 C6 C5 109.7(4) . .
C8' C7 O1 108.6(7) . .
C8' C7 C8 92.3(8) . .
O1 C7 C8 113.1(5) . .
O2 C8 C7 112.3(7) . .
C7 C8' O2' 115.0(8) . .
O2 C9 C10 117.4(6) . .
O2 C9 O2' 91.1(6) . .
C10 C9 O2' 92.1(5) . .
C9 C10 S2 116.2(4) . .
C1 C11 S2 114.8(3) . .
C13 C12 C14 117.9(4) . 2_776
C13 C12 C22 118.1(4) . .
C14 C12 C22 124.0(4) 2_776 .
C12 C13 C14 123.7(4) . .
C13 C14 C12 118.4(4) . 2_776
C13 C14 C15 118.4(4) . .
C12 C14 C15 123.2(4) 2_776 .
C14 C15 S3 116.4(3) . .
C17 C16 S3 114.2(4) . .
O4 C17 C16 110.9(4) . .
O4 C18 C19 110.2(5) . .
O3 C19 C18 111.0(4) . .
O3 C20 C21 109.3(4) . .
C20 C21 S4 117.3(3) . .
C12 C22 S4 117.7(3) . .
F5 P1 F1 92.2(4) . .
F5 P1 F2 91.2(4) . .
F1 P1 F2 175.7(3) . .
F5 P1 F4 78.6(7) . .
F1 P1 F4 92.5(4) . .
F2 P1 F4 90.7(4) . .
F5 P1 F6 167.5(6) . .
F1 P1 F6 91.7(3) . .
F2 P1 F6 85.5(3) . .
F4 P1 F6 89.3(7) . .
F5 P1 F3 87.3(6) . .
F1 P1 F3 90.0(3) . .
F2 P1 F3 87.6(3) . .
F4 P1 F3 165.8(7) . .
F6 P1 F3 104.6(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 S1 2.5281(12) .
Ag1 S4 2.5574(11) 2_776
Ag1 S3 2.5900(13) .
Ag1 S2 2.5903(12) 2_777
S1 C5 1.808(5) .
S1 C4 1.837(4) .
S2 C10 1.796(5) .
S2 C11 1.824(4) .
S2 Ag1 2.5903(12) 2_777
S3 C16 1.809(5) .
S3 C15 1.821(5) .
S4 C21 1.809(5) .
S4 C22 1.829(5) .
S4 Ag1 2.5574(11) 2_776
O1 C6 1.405(6) .
O1 C7 1.421(6) .
O2 C9 1.283(8) .
O2 C8 1.427(11) .
O2' C8' 1.417(13) .
O2' C9 1.595(11) .
O3 C20 1.409(6) .
O3 C19 1.414(5) .
O4 C17 1.404(7) .
O4 C18 1.406(6) .
C1 C2 1.395(6) .
C1 C3 1.401(6) 2_777
C1 C11 1.507(5) .
C2 C3 1.391(6) .
C3 C1 1.401(6) 2_777
C3 C4 1.502(6) .
C5 C6 1.502(7) .
C7 C8' 1.387(13) .
C7 C8 1.494(12) .
C9 C10 1.498(8) .
C12 C13 1.391(6) .
C12 C14 1.402(6) 2_776
C12 C22 1.505(6) .
C13 C14 1.397(6) .
C14 C12 1.402(6) 2_776
C14 C15 1.500(6) .
C16 C17 1.504(7) .
C18 C19 1.458(8) .
C20 C21 1.503(6) .
P1 F5 1.552(8) .
P1 F1 1.565(4) .
P1 F2 1.566(5) .
P1 F4 1.570(8) .
P1 F6 1.580(6) .
P1 F3 1.605(7) .
