#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:24:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180077 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/23/7052383.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_7052383
loop_
_publ_author_name
'Mark W. Glenny'
'Marie Lacombe'
'Jason B. Love'
'Alexander J. Blake'
'Leonard F. Lindoy'
'Robert C. Luckay'
'Karsten Gloe'
'Bianca Antonioli'
'Claire Wilson'
'Martin Schröder'
_publ_section_title
;
 Design and synthesis of heteroditopic aza-thioether macrocycles for
 metal extraction
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1755
_journal_paper_doi               10.1039/b609180f
_journal_volume                  30
_journal_year                    2006
_chemical_formula_moiety         'C14 H28 Ag N2 O S3 +, N O3 -'
_chemical_formula_sum            'C14 H28 Ag N3 O4 S3'
_chemical_formula_weight         506.44
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.036(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.967(2)
_cell_length_b                   20.985(4)
_cell_length_c                   7.750(2)
_cell_measurement_reflns_used    3889
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.95
_cell_measurement_theta_min      2.60
_cell_volume                     1943.5(7)
_computing_cell_refinement       'Bruker SAINT version 6.02a (Bruker, 2000)'
_computing_data_collection       'Bruker SMART version 5.054 (Bruker, 1998)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL-97; PLATON (Spek, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_device_type  'Bruker SMART1000 CCD area detector'
_diffrn_measurement_method       omega
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_av_sigmaI/netI    0.065
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15778
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         28.71
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.384
_exptl_absorpt_correction_T_max  0.825
_exptl_absorpt_correction_T_min  0.729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 1999)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.60
_refine_diff_density_min         -0.38
_refine_diff_density_rms         0.08
_refine_ls_goodness_of_fit_ref   0.833
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4558
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.833
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0271
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0139P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0404
_refine_ls_wR_factor_ref         0.0442
_reflns_number_gt                3130
_reflns_number_total             4691
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            b609180f.txt
_cod_data_source_block           '[18.Ag][NO3]'
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1943.5(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7052383
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
Ag Ag 0.865339(16) 0.818511(9) 0.81726(3) 0.01963(5) Uani 1 1 d . . .
S1 S 0.84022(6) 0.92792(3) 0.97014(9) 0.02035(15) Uani 1 1 d . . .
O1A O 0.63326(16) 1.06898(10) 0.3182(3) 0.0421(6) Uani 1 1 d . . .
N1A N 0.66345(19) 1.01320(11) 0.3573(3) 0.0246(5) Uani 1 1 d . . .
N1 N 1.01191(16) 0.88282(9) 0.6814(2) 0.0148(4) Uani 1 1 d . . .
C1 C 1.0209(2) 0.94439(11) 0.7722(3) 0.0180(6) Uani 1 1 d . . .
H1A H 1.0632 0.9745 0.7020 0.022 Uiso 1 1 calc R . .
H1B H 1.0640 0.9382 0.8835 0.022 Uiso 1 1 calc R . .
O1 O 1.09213(14) 0.80357(8) 0.9764(2) 0.0253(4) Uani 1 1 d . . .
S2 S 0.64148(5) 0.83429(3) 0.74332(8) 0.02067(15) Uani 1 1 d . . .
O2A O 0.60080(18) 0.96777(10) 0.3223(3) 0.0413(5) Uani 1 1 d . . .
N2 N 1.25765(16) 0.85329(9) 0.9329(3) 0.0160(5) Uani 1 1 d . . .
H2A H 1.2914 0.8773 0.8585 0.019 Uiso 1 1 calc R . .
C2 C 0.9083(2) 0.97376(11) 0.8071(3) 0.0176(6) Uani 1 1 d . . .
H2B H 0.8603 0.9745 0.6990 0.021 Uiso 1 1 calc R . .
H2C H 0.9191 1.0182 0.8473 0.021 Uiso 1 1 calc R . .
S3 S 0.84807(5) 0.78598(3) 0.47778(8) 0.01618(14) Uani 1 1 d . . .
O3A O 0.75669(15) 1.00449(9) 0.4345(3) 0.0331(5) Uani 1 1 d . . .
C3 C 0.6936(2) 0.94483(12) 0.9214(3) 0.0237(6) Uani 1 1 d . . .
H3A H 0.6504 0.9264 1.0149 0.028 Uiso 1 1 calc R . .
H3B H 0.6833 0.9916 0.9249 0.028 Uiso 1 1 calc R . .
C4 C 0.6427(2) 0.92088(11) 0.7507(3) 0.0231(6) Uani 1 1 d . . .
H4A H 0.6862 0.9375 0.6554 0.028 Uiso 1 1 calc R . .
H4B H 0.5651 0.9370 0.7340 0.028 Uiso 1 1 calc R . .
C5 C 0.62468(19) 0.81838(13) 0.5142(3) 0.0229(6) Uani 1 1 d . . .
H5A H 0.6043 0.7729 0.4985 0.027 Uiso 1 1 calc R . .
H5B H 0.5609 0.8440 0.4662 0.027 Uiso 1 1 calc R . .
C6 C 0.7255(2) 0.83203(12) 0.4083(3) 0.0206(6) Uani 1 1 d . . .
H6A H 0.7439 0.8780 0.4171 0.025 Uiso 1 1 calc R . .
H6B H 0.7058 0.8224 0.2853 0.025 Uiso 1 1 calc R . .
C7 C 0.9577(2) 0.83378(11) 0.3938(3) 0.0174(6) Uani 1 1 d . . .
H7A H 1.0268 0.8079 0.3923 0.021 Uiso 1 1 calc R . .
H7B H 0.9360 0.8457 0.2730 0.021 Uiso 1 1 calc R . .
C8 C 0.9824(2) 0.89392(11) 0.4971(3) 0.0164(5) Uani 1 1 d . . .
H8A H 1.0449 0.9167 0.4456 0.020 Uiso 1 1 calc R . .
H8B H 0.9159 0.9220 0.4872 0.020 Uiso 1 1 calc R . .
C9 C 1.1199(2) 0.84920(11) 0.6987(3) 0.0176(6) Uani 1 1 d . . .
H9A H 1.1784 0.8761 0.6497 0.021 Uiso 1 1 calc R . .
H9B H 1.1146 0.8092 0.6310 0.021 Uiso 1 1 calc R . .
C10 C 1.1544(2) 0.83348(11) 0.8851(3) 0.0178(6) Uani 1 1 d . . .
C11 C 1.3214(2) 0.83905(11) 1.0978(3) 0.0177(6) Uani 1 1 d . . .
C12 C 1.2596(2) 0.86350(14) 1.2504(3) 0.0325(7) Uani 1 1 d . . .
H12A H 1.2484 0.9096 1.2390 0.049 Uiso 1 1 calc R . .
H12B H 1.3037 0.8544 1.3578 0.049 Uiso 1 1 calc R . .
H12C H 1.1868 0.8423 1.2530 0.049 Uiso 1 1 calc R . .
C13 C 1.3419(2) 0.76781(12) 1.1106(4) 0.0268(7) Uani 1 1 d . . .
H13A H 1.3820 0.7536 1.0105 0.040 Uiso 1 1 calc R . .
H13B H 1.2700 0.7455 1.1126 0.040 Uiso 1 1 calc R . .
H13C H 1.3868 0.7584 1.2169 0.040 Uiso 1 1 calc R . .
C14 C 1.4333(2) 0.87336(12) 1.0878(3) 0.0251(6) Uani 1 1 d . . .
H14A H 1.4725 0.8571 0.9890 0.038 Uiso 1 1 calc R . .
H14B H 1.4791 0.8658 1.1945 0.038 Uiso 1 1 calc R . .
H14C H 1.4202 0.9192 1.0736 0.038 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'
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'
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
_geom_angle_publ_flag
N1 Ag S1 79.39(5) . . y
N1 Ag S2 123.42(5) . . y
N1 Ag S3 75.27(5) . . y
N1 Ag S3 138.92(5) . 4_576 y
S1 Ag S3 131.05(2) . . y
S1 Ag S2 81.55(2) . . y
S3 Ag S1 121.61(3) 4_576 . y
S3 Ag S2 78.68(2) . . y
S3 Ag S2 95.93(2) 4_576 . y
S3 Ag S3 104.717(17) 4_576 . y
Ag S3 Ag 133.55(3) 4_575 . y
C2 S1 Ag 94.79(8) . . ?
C3 S1 Ag 102.21(8) . . ?
C4 S2 Ag 96.24(9) . . ?
C5 S2 Ag 103.92(8) . . ?
C6 S3 Ag 99.94(8) . . ?
C7 S3 Ag 100.99(8) . . ?
C6 S3 Ag 113.62(8) . 4_575 ?
C7 S3 Ag 102.99(8) . 4_575 ?
C1 N1 Ag 107.98(14) . . ?
C8 N1 Ag 110.98(14) . . ?
C9 N1 Ag 109.65(14) . . ?
C7 S3 C6 100.89(12) . . ?
C8 N1 C9 109.20(19) . . ?
C8 N1 C1 109.42(18) . . ?
C9 N1 C1 109.59(18) . . ?
N1 C1 C2 113.45(19) . . ?
N1 C8 C7 114.27(19) . . ?
N1 C9 C10 112.6(2) . . ?
N2 C10 C9 113.4(2) . . ?
N2 C11 C12 110.7(2) . . ?
N2 C11 C13 109.2(2) . . ?
N2 C11 C14 105.9(2) . . ?
O1 C10 N2 125.5(2) . . ?
O1 C10 C9 121.1(2) . . ?
C1 C2 S1 110.10(17) . . ?
C3 S1 C2 102.50(12) . . ?
C3 C4 S2 111.21(18) . . ?
C4 C3 S1 117.27(18) . . ?
C5 C6 S3 113.03(17) . . ?
C5 S2 C4 102.47(13) . . ?
C6 C5 S2 116.41(17) . . ?
C8 C7 S3 113.50(17) . . ?
C10 N2 C11 127.0(2) . . ?
C12 C11 C13 111.5(2) . . ?
C12 C11 C14 110.2(2) . . ?
C13 C11 C14 109.2(2) . . ?
O2A N1A O3A 120.5(2) . . ?
O2A N1A O1A 120.2(2) . . ?
O3A N1A O1A 119.3(2) . . ?
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
Ag N1 2.490(2) . y
Ag S1 2.6082(8) . y
Ag S2 2.7299(8) . y
Ag S3 2.7153(9) . y
Ag S3 2.5349(8) 4_576 y
N1 C1 1.472(3) . ?
N1 C8 1.471(3) . ?
N1 C9 1.472(3) . ?
N2 C10 1.337(3) . ?
N2 C11 1.484(3) . ?
O1 C10 1.227(3) . ?
S1 C2 1.815(2) . ?
S1 C3 1.811(3) . ?
S2 C4 1.818(2) . ?
S2 C5 1.808(2) . ?
S3 C6 1.814(2) . ?
S3 C7 1.800(2) . ?
C1 C2 1.519(3) . ?
C3 C4 1.513(4) . ?
C5 C6 1.522(3) . ?
C7 C8 1.515(3) . ?
C9 C10 1.518(3) . ?
C11 C12 1.517(3) . ?
C11 C13 1.517(3) . ?
C11 C14 1.526(3) . ?
N1A O1A 1.257(3) . ?
N1A O2A 1.234(3) . ?
N1A O3A 1.251(3) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O1A 0.88 2.02 2.901(3) 178 3_776
