#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:02:06 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179822 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/18/7011883.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_7011883
loop_
_publ_author_name
'Baumeister, Jan M.'
'Alberto, Roger'
'Ortner, Kirstin'
'Spingler, Bernhard'
'August Schubiger, P.'
'Kaden, Thomas A.'
_publ_section_title
;
 Central vs. peripheral Ag(i) coordination in NS3-open chain and cage
 ligands
;
_journal_issue                   22
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              4143
_journal_paper_doi               10.1039/b205287c
_journal_year                    2002
_chemical_formula_moiety         '(C14 H27 N S3)Ag(C7 H7 O3 S)(C2 H3 N)'
_chemical_formula_sum            'C23 H37 Ag N2 O3 S4'
_chemical_formula_weight         625.66
_chemical_name_systematic
; 
(out-7-Methyl-1-aza-4,10,15-trithia-bicyclo[5.5.5]heptadecan)Ag
tosylate acetonitrile 
;
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.14(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.1923(6)
_cell_length_b                   13.8066(14)
_cell_length_c                   11.973(1)
_cell_measurement_reflns_used    489
_cell_measurement_temperature    183(2)
_cell_volume                     1353.3(2)
_computing_cell_refinement       'IPDS (Stoe, 1999)'
_computing_data_collection       'IPDS (Stoe, 1999)'
_computing_data_reduction        'X-RED (Stoe, 1999)'
_computing_molecular_graphics    'Platon (Spek, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      183(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       '/f oscillation scan'
_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  0.0563
_diffrn_reflns_av_sigmaI/netI    0.0506
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18638
_diffrn_reflns_theta_full        28.08
_diffrn_reflns_theta_max         28.08
_diffrn_reflns_theta_min         2.49
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count image
_diffrn_standards_interval_time  6
_diffrn_standards_number         50-200
_exptl_absorpt_coefficient_mu    1.081
_exptl_absorpt_correction_T_max  0.7375
_exptl_absorpt_correction_T_min  0.6420
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.741
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.020(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         6393
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.949
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0315
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0417P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0699
_refine_ls_wR_factor_ref         0.0718
_reflns_number_gt                5568
_reflns_number_total             6393
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b205287c.txt
_cod_data_source_block           Jb230301_[Ag(16)Tosylat]
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' tag value 'monoclinc' was replaced with
'monoclinic' value.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7011883
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.61331(3) 0.776911(15) 0.41234(2) 0.03123(7) Uani 1 1 d . . .
N1 N 1.1423(3) 0.89361(18) 0.5523(2) 0.0255(5) Uani 1 1 d . . .
N31 N 0.6233(6) 0.8551(3) 0.7503(5) 0.0769(13) Uani 1 1 d . . .
O1 O 0.7977(3) 0.69628(19) 0.2811(2) 0.0426(6) Uani 1 1 d . . .
O2 O 0.6592(3) 0.7858(3) 0.1339(2) 0.0564(8) Uani 1 1 d . . .
O3 O 0.6329(4) 0.6110(3) 0.1427(3) 0.0761(11) Uani 1 1 d . . .
S1 S 0.74332(9) 0.94051(5) 0.41816(7) 0.02876(17) Uani 1 1 d . . .
S2 S 1.27726(9) 1.12579(5) 0.47971(7) 0.02709(16) Uani 1 1 d . . .
S3 S 1.32895(9) 0.71921(5) 0.35159(8) 0.02961(17) Uani 1 1 d . . .
S4 S 0.73343(11) 0.69533(7) 0.16508(8) 0.0395(2) Uani 1 1 d . . .
C1 C 0.8531(4) 0.9561(2) 0.5517(3) 0.0320(7) Uani 1 1 d . . .
H1A H 0.9144 1.0178 0.5491 0.038 Uiso 1 1 calc R . .
H1B H 0.7716 0.9629 0.6103 0.038 Uiso 1 1 calc R . .
C2 C 0.9741(4) 0.8752(2) 0.5881(3) 0.0300(7) Uani 1 1 d . . .
H2A H 0.9757 0.8692 0.6705 0.036 Uiso 1 1 calc R . .
H2B H 0.9353 0.8128 0.5561 0.036 Uiso 1 1 calc R . .
C3 C 0.9067(4) 0.9191(2) 0.3207(3) 0.0288(7) Uani 1 1 d . . .
H3A H 0.9784 0.8665 0.3503 0.035 Uiso 1 1 calc R . .
H3B H 0.8580 0.8974 0.2481 0.035 Uiso 1 1 calc R . .
C4 C 1.0093(4) 1.0094(2) 0.3025(3) 0.0279(7) Uani 1 1 d . . .
H4A H 1.0384 1.0379 0.3765 0.033 Uiso 1 1 calc R . .
H4B H 0.9407 1.0572 0.2608 0.033 Uiso 1 1 calc R . .
C5 C 1.3781(4) 1.1140(2) 0.3452(3) 0.0310(7) Uani 1 1 d . . .
H5A H 1.4370 1.1751 0.3307 0.037 Uiso 1 1 calc R . .
H5B H 1.4607 1.0618 0.3525 0.037 Uiso 1 1 calc R . .
C6 C 1.2645(4) 1.0917(2) 0.2430(3) 0.0316(7) Uani 1 1 d . . .
H6A H 1.3313 1.0945 0.1758 0.038 Uiso 1 1 calc R . .
H6B H 1.1835 1.1447 0.2361 0.038 Uiso 1 1 calc R . .
C7 C 1.3572(4) 1.0255(2) 0.5678(3) 0.0287(7) Uani 1 1 d . . .
H7A H 1.4191 0.9802 0.5212 0.034 Uiso 1 1 calc R . .
H7B H 1.4334 1.0518 0.6264 0.034 Uiso 1 1 calc R . .
C8 C 1.2194(4) 0.9701(2) 0.6234(3) 0.0289(7) Uani 1 1 d . . .
H8A H 1.2638 0.9400 0.6932 0.035 Uiso 1 1 calc R . .
H8B H 1.1342 1.0170 0.6442 0.035 Uiso 1 1 calc R . .
C9 C 1.2049(4) 0.7254(2) 0.4749(3) 0.0308(7) Uani 1 1 d . . .
H9A H 1.0896 0.7327 0.4485 0.037 Uiso 1 1 calc R . .
H9B H 1.2138 0.6619 0.5132 0.037 Uiso 1 1 calc R . .
C10 C 1.2402(4) 0.8044(2) 0.5634(3) 0.0281(7) Uani 1 1 d . . .
H10A H 1.2226 0.7762 0.6381 0.034 Uiso 1 1 calc R . .
H10B H 1.3571 0.8222 0.5610 0.034 Uiso 1 1 calc R . .
C11 C 1.2418(4) 0.8086(2) 0.2551(3) 0.0325(7) Uani 1 1 d . . .
H11A H 1.2842 0.7968 0.1800 0.039 Uiso 1 1 calc R . .
H11B H 1.1218 0.7998 0.2499 0.039 Uiso 1 1 calc R . .
C12 C 1.2798(4) 0.9142(2) 0.2894(3) 0.0286(7) Uani 1 1 d . . .
H12A H 1.3935 0.9285 0.2694 0.034 Uiso 1 1 calc R . .
H12B H 1.2757 0.9185 0.3718 0.034 Uiso 1 1 calc R . .
C13 C 1.1689(4) 0.9944(2) 0.2387(3) 0.0275(6) Uani 1 1 d . . .
C14 C 1.1260(7) 0.9722(4) 0.1162(4) 0.0616(12) Uani 1 1 d . . .
H14A H 1.0575 1.0243 0.0844 0.074 Uiso 1 1 calc R . .
H14B H 1.0664 0.9107 0.1108 0.074 Uiso 1 1 calc R . .
H14C H 1.2266 0.9674 0.0747 0.074 Uiso 1 1 calc R . .
C21 C 0.9114(4) 0.6823(3) 0.0850(3) 0.0386(8) Uani 1 1 d . . .
C22 C 1.0334(6) 0.6175(4) 0.1234(4) 0.0553(11) Uani 1 1 d . . .
H22 H 1.0196 0.5814 0.1900 0.066 Uiso 1 1 calc R . .
C23 C 1.1752(7) 0.6066(4) 0.0630(5) 0.0644(13) Uani 1 1 d . . .
H23 H 1.2587 0.5639 0.0899 0.077 Uiso 1 1 calc R . .
C24 C 1.1957(5) 0.6567(4) -0.0348(4) 0.0510(10) Uani 1 1 d . . .
C25 C 1.3490(6) 0.6400(5) -0.0983(4) 0.0683(14) Uani 1 1 d . . .
H25A H 1.3478 0.6818 -0.1645 0.082 Uiso 1 1 calc R . .
H25B H 1.3540 0.5720 -0.1215 0.082 Uiso 1 1 calc R . .
H25C H 1.4448 0.6553 -0.0500 0.082 Uiso 1 1 calc R . .
C26 C 1.0780(5) 0.7231(3) -0.0686(3) 0.0489(10) Uani 1 1 d . . .
H26 H 1.0932 0.7605 -0.1340 0.059 Uiso 1 1 calc R . .
C27 C 0.9361(5) 0.7366(3) -0.0081(3) 0.0415(8) Uani 1 1 d . . .
H27 H 0.8574 0.7835 -0.0319 0.050 Uiso 1 1 calc R . .
C31 C 0.5570(6) 0.8743(3) 0.8302(5) 0.0543(11) Uani 1 1 d . . .
C32 C 0.4728(7) 0.8986(4) 0.9290(5) 0.0672(14) Uani 1 1 d . . .
H32A H 0.4349 0.9658 0.9241 0.081 Uiso 1 1 calc R . .
H32B H 0.5471 0.8911 0.9945 0.081 Uiso 1 1 calc R . .
H32C H 0.3788 0.8554 0.9360 0.081 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'
Ag Ag -0.8971 1.1015 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ag1 S1 98.87(7) . . ?
O1 Ag1 S3 104.53(7) . 1_455 ?
S1 Ag1 S3 132.59(3) . 1_455 ?
O1 Ag1 S2 75.40(6) . 2_746 ?
S1 Ag1 S2 125.03(3) . 2_746 ?
S3 Ag1 S2 100.74(3) 1_455 2_746 ?
C10 N1 C2 109.8(2) . . ?
C10 N1 C8 109.0(3) . . ?
C2 N1 C8 109.7(3) . . ?
S4 O1 Ag1 113.44(15) . . ?
C1 S1 C3 103.29(15) . . ?
C1 S1 Ag1 109.17(11) . . ?
C3 S1 Ag1 99.04(10) . . ?
C5 S2 C7 105.76(15) . . ?
C5 S2 Ag1 110.37(11) . 2_756 ?
C7 S2 Ag1 102.11(11) . 2_756 ?
C11 S3 C9 105.37(16) . . ?
C11 S3 Ag1 107.66(12) . 1_655 ?
C9 S3 Ag1 106.61(11) . 1_655 ?
O2 S4 O3 114.8(2) . . ?
O2 S4 O1 111.89(17) . . ?
O3 S4 O1 111.4(2) . . ?
O2 S4 C21 107.20(18) . . ?
O3 S4 C21 106.90(19) . . ?
O1 S4 C21 103.76(17) . . ?
C2 C1 S1 117.0(2) . . ?
N1 C2 C1 112.8(3) . . ?
C4 C3 S1 112.3(2) . . ?
C3 C4 C13 116.1(3) . . ?
C6 C5 S2 115.7(2) . . ?
C5 C6 C13 119.2(3) . . ?
C8 C7 S2 111.7(2) . . ?
N1 C8 C7 114.2(3) . . ?
C10 C9 S3 119.6(2) . . ?
N1 C10 C9 116.2(3) . . ?
C12 C11 S3 113.7(3) . . ?
C11 C12 C13 117.6(3) . . ?
C14 C13 C12 110.2(3) . . ?
C14 C13 C4 109.4(3) . . ?
C12 C13 C4 113.4(3) . . ?
C14 C13 C6 107.6(3) . . ?
C12 C13 C6 108.6(3) . . ?
C4 C13 C6 107.6(3) . . ?
C27 C21 C22 119.5(4) . . ?
C27 C21 S4 122.2(3) . . ?
C22 C21 S4 118.3(3) . . ?
C23 C22 C21 119.5(4) . . ?
C24 C23 C22 121.1(5) . . ?
C23 C24 C26 118.5(4) . . ?
C23 C24 C25 118.8(5) . . ?
C26 C24 C25 122.6(4) . . ?
C24 C26 C27 121.3(4) . . ?
C21 C27 C26 119.9(4) . . ?
N31 C31 C32 179.4(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ag1 O1 2.483(3) . ?
Ag1 S1 2.4971(8) . ?
Ag1 S3 2.5425(8) 1_455 ?
Ag1 S2 2.5963(8) 2_746 ?
N1 C10 1.474(4) . ?
N1 C2 1.480(4) . ?
N1 C8 1.484(4) . ?
N31 C31 1.148(7) . ?
O1 S4 1.467(3) . ?
O2 S4 1.433(4) . ?
O3 S4 1.445(3) . ?
S1 C1 1.818(4) . ?
S1 C3 1.832(3) . ?
S2 C5 1.844(3) . ?
S2 C7 1.846(3) . ?
S2 Ag1 2.5963(8) 2_756 ?
S3 C11 1.818(4) . ?
S3 C9 1.826(4) . ?
S3 Ag1 2.5425(8) 1_655 ?
S4 C21 1.784(4) . ?
C1 C2 1.546(5) . ?
C3 C4 1.524(4) . ?
C4 C13 1.553(5) . ?
C5 C6 1.541(5) . ?
C6 C13 1.554(5) . ?
C7 C8 1.536(5) . ?
C9 C10 1.541(5) . ?
C11 C12 1.543(4) . ?
C12 C13 1.543(4) . ?
C13 C14 1.527(6) . ?
C21 C27 1.365(6) . ?
C21 C22 1.406(6) . ?
C22 C23 1.400(6) . ?
C23 C24 1.376(7) . ?
C24 C26 1.380(7) . ?
C24 C25 1.510(6) . ?
C26 C27 1.405(6) . ?
C31 C32 1.431(8) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 Ag1 O1 S4 -97.02(15) . . . . ?
S3 Ag1 O1 S4 41.40(16) 1_455 . . . ?
S2 Ag1 O1 S4 138.94(16) 2_746 . . . ?
O1 Ag1 S1 C1 -106.60(13) . . . . ?
S3 Ag1 S1 C1 134.16(11) 1_455 . . . ?
S2 Ag1 S1 C1 -28.26(12) 2_746 . . . ?
O1 Ag1 S1 C3 0.97(13) . . . . ?
S3 Ag1 S1 C3 -118.27(12) 1_455 . . . ?
S2 Ag1 S1 C3 79.31(12) 2_746 . . . ?
Ag1 O1 S4 O2 41.6(2) . . . . ?
Ag1 O1 S4 O3 -88.5(2) . . . . ?
Ag1 O1 S4 C21 156.84(16) . . . . ?
C3 S1 C1 C2 -53.4(3) . . . . ?
Ag1 S1 C1 C2 51.3(3) . . . . ?
C10 N1 C2 C1 -165.6(3) . . . . ?
C8 N1 C2 C1 74.7(3) . . . . ?
S1 C1 C2 N1 91.7(3) . . . . ?
C1 S1 C3 C4 -69.5(3) . . . . ?
Ag1 S1 C3 C4 178.2(2) . . . . ?
S1 C3 C4 C13 169.4(2) . . . . ?
C7 S2 C5 C6 115.8(2) . . . . ?
Ag1 S2 C5 C6 -134.5(2) 2_756 . . . ?
S2 C5 C6 C13 -63.7(4) . . . . ?
C5 S2 C7 C8 -131.7(2) . . . . ?
Ag1 S2 C7 C8 112.8(2) 2_756 . . . ?
C10 N1 C8 C7 84.4(3) . . . . ?
C2 N1 C8 C7 -155.4(3) . . . . ?
S2 C7 C8 N1 84.6(3) . . . . ?
C11 S3 C9 C10 -82.1(3) . . . . ?
Ag1 S3 C9 C10 32.1(3) 1_655 . . . ?
C2 N1 C10 C9 74.5(4) . . . . ?
C8 N1 C10 C9 -165.3(3) . . . . ?
S3 C9 C10 N1 94.8(3) . . . . ?
C9 S3 C11 C12 73.4(3) . . . . ?
Ag1 S3 C11 C12 -40.1(3) 1_655 . . . ?
S3 C11 C12 C13 -160.0(2) . . . . ?
C11 C12 C13 C14 -39.5(4) . . . . ?
C11 C12 C13 C4 83.4(4) . . . . ?
C11 C12 C13 C6 -157.1(3) . . . . ?
C3 C4 C13 C14 70.6(4) . . . . ?
C3 C4 C13 C12 -52.7(4) . . . . ?
C3 C4 C13 C6 -172.8(3) . . . . ?
C5 C6 C13 C14 -157.1(3) . . . . ?
C5 C6 C13 C12 -37.8(4) . . . . ?
C5 C6 C13 C4 85.2(3) . . . . ?
O2 S4 C21 C27 -16.6(4) . . . . ?
O3 S4 C21 C27 107.0(4) . . . . ?
O1 S4 C21 C27 -135.1(3) . . . . ?
O2 S4 C21 C22 159.8(3) . . . . ?
O3 S4 C21 C22 -76.5(4) . . . . ?
O1 S4 C21 C22 41.3(4) . . . . ?
C27 C21 C22 C23 -2.7(7) . . . . ?
S4 C21 C22 C23 -179.3(4) . . . . ?
C21 C22 C23 C24 -1.5(8) . . . . ?
C22 C23 C24 C26 4.3(8) . . . . ?
C22 C23 C24 C25 -178.3(5) . . . . ?
C23 C24 C26 C27 -3.0(7) . . . . ?
C25 C24 C26 C27 179.6(5) . . . . ?
C22 C21 C27 C26 3.9(6) . . . . ?
S4 C21 C27 C26 -179.6(3) . . . . ?
C24 C26 C27 C21 -1.1(6) . . . . ?
