#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:16:01 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180069 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/15/7051557.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_7051557
loop_
_publ_author_name
'Wallace, Karl J.'
'Morey, Jeroni'
'Lynch, Vincent M.'
'Anslyn, Eric V.'
_publ_section_title
;
 Colorimetric detection of chemical warfare simulants
;
_journal_issue                   11
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1469
_journal_paper_doi               10.1039/b506100h
_journal_volume                  29
_journal_year                    2005
_chemical_formula_sum            'C18 H24 N6 O6 S2'
_chemical_formula_weight         242.28
_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                67.536(2)
_cell_angle_beta                 76.657(2)
_cell_angle_gamma                79.036(2)
_cell_formula_units_Z            1
_cell_length_a                   6.814(1)
_cell_length_b                   8.759(1)
_cell_length_c                   11.015(1)
_cell_measurement_temperature    153(2)
_cell_volume                     587.32(12)
_computing_cell_refinement       'Collect software, Nonius B.V. 1998'
_computing_data_collection       'Collect software, Nonius B.V. 1998'
_computing_data_reduction
;
DENZO and Scalepack (Otwinoski and Minor, 1997)
;
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_structure_solution
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C.,
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.857
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0822
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2307
_diffrn_reflns_theta_full        25.08
_diffrn_reflns_theta_max         25.08
_diffrn_reflns_theta_min         3.39
_exptl_absorpt_coefficient_mu    0.272
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prisms
_exptl_crystal_F_000             254
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2307
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0583
_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)+(0.0254P)²+0.5097P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1219
_refine_ls_wR_factor_ref         0.1393
_reflns_number_gt                1596
_reflns_number_total             2307
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b506100h.txt
_cod_data_source_block           halfcell
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_sg_symbol_H-M      P-1
_cod_database_code               7051557
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
N1 N 0.5256(5) 0.4150(3) 0.5357(3) 0.0458(8) Uani 1 1 d . . .
C2 C 0.6091(5) 0.3357(4) 0.4565(3) 0.0406(9) Uani 1 1 d . . .
H2 H 0.6328 0.3951 0.3620 0.049 Uiso 1 1 d R . .
C3 C 0.6719(5) 0.1579(4) 0.5064(3) 0.0359(9) Uani 1 1 d . . .
C4 C 0.7513(5) 0.0759(4) 0.4184(3) 0.0391(9) Uani 1 1 d . . .
H4 H 0.7661 0.1380 0.3243 0.047 Uiso 1 1 d R . .
C5 C 0.8144(5) -0.0940(4) 0.4618(3) 0.0351(9) Uani 1 1 d . . .
C6 C 0.7988(5) -0.1914(4) 0.5985(3) 0.0377(9) Uani 1 1 d . . .
C7 C 0.7145(5) -0.1039(4) 0.6880(3) 0.0397(9) Uani 1 1 d . . .
H7 H 0.7001 -0.1648 0.7822 0.048 Uiso 1 1 d R . .
C8 C 0.6539(5) 0.0619(4) 0.6441(3) 0.0382(9) Uani 1 1 d . . .
H8 H 0.5976 0.1172 0.7068 0.046 Uiso 1 1 d R . .
N9 N 0.8908(5) -0.1670(4) 0.3610(3) 0.0454(8) Uani 1 1 d . . .
O10 O 0.8813(5) -0.0804(3) 0.2438(2) 0.0631(9) Uani 1 1 d . . .
O11 O 0.9669(4) -0.3141(3) 0.3934(2) 0.0553(8) Uani 1 1 d . . .
N12 N 0.8552(6) -0.3549(4) 0.6504(4) 0.0475(9) Uani 1 1 d . . .
S1A S 0.74928(18) -0.66162(13) 1.02267(9) 0.0563(4) Uani 1 1 d . . .
O1A O 0.7381(4) -0.4828(3) 0.9322(2) 0.0560(8) Uani 1 1 d . . .
C2A C 1.0073(7) -0.7452(5) 0.9892(4) 0.0616(12) Uani 1 1 d . . .
H2AA H 1.0893 -0.6978 1.0227 0.092 Uiso 1 1 d R . .
H2AB H 1.0207 -0.8639 1.0328 0.092 Uiso 1 1 d R . .
H2AC H 1.0514 -0.7179 0.8948 0.092 Uiso 1 1 d R . .
C1A C 0.6404(7) -0.7671(5) 0.9492(4) 0.0701(13) Uani 1 1 d . . .
H1AA H 0.4964 -0.7354 0.9590 0.105 Uiso 1 1 d R . .
H1AB H 0.6977 -0.7389 0.8562 0.105 Uiso 1 1 d R . .
H1AC H 0.6670 -0.8849 0.9942 0.105 Uiso 1 1 d R . .
H12A H 0.828(6) -0.409(5) 0.736(4) 0.060(13) Uiso 1 1 d . . .
H12B H 0.913(7) -0.402(5) 0.597(4) 0.062(15) Uiso 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 N1 111.3(3) . 2_666 ?
N1 C2 C3 121.7(3) . . ?
N1 C2 H2 119.5 . . ?
C3 C2 H2 118.8 . . ?
C4 C3 C8 117.2(3) . . ?
C4 C3 C2 120.0(3) . . ?
C8 C3 C2 122.8(3) . . ?
C3 C4 C5 121.9(3) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C6 121.7(3) . . ?
C4 C5 N9 117.0(3) . . ?
C6 C5 N9 121.3(3) . . ?
N12 C6 C5 126.3(3) . . ?
N12 C6 C7 118.2(3) . . ?
C5 C6 C7 115.5(3) . . ?
C8 C7 C6 122.2(3) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 118.7 . . ?
C7 C8 C3 121.6(3) . . ?
C7 C8 H8 120.2 . . ?
C3 C8 H8 118.2 . . ?
O10 N9 O11 121.6(3) . . ?
O10 N9 C5 118.8(3) . . ?
O11 N9 C5 119.5(3) . . ?
C6 N12 H12A 121(2) . . ?
C6 N12 H12B 117(3) . . ?
H12A N12 H12B 123(4) . . ?
O1A S1A C1A 106.08(18) . . ?
O1A S1A C2A 105.59(18) . . ?
C1A S1A C2A 98.0(2) . . ?
S1A C2A H2AA 108.5 . . ?
S1A C2A H2AB 109.9 . . ?
H2AA C2A H2AB 109.5 . . ?
S1A C2A H2AC 110.0 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
S1A C1A H1AA 109.1 . . ?
S1A C1A H1AB 110.4 . . ?
H1AA C1A H1AB 109.5 . . ?
S1A C1A H1AC 109.0 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
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
N1 C2 1.285(4) . ?
N1 N1 1.411(5) 2_666 ?
C2 C3 1.453(5) . ?
C2 H2 0.9601 . ?
C3 C4 1.375(4) . ?
C3 C8 1.414(4) . ?
C4 C5 1.392(4) . ?
C4 H4 0.9600 . ?
C5 C6 1.409(4) . ?
C5 N9 1.435(4) . ?
C6 N12 1.338(4) . ?
C6 C7 1.427(5) . ?
C7 C8 1.357(4) . ?
C7 H7 0.9600 . ?
C8 H8 0.9599 . ?
N9 O10 1.232(3) . ?
N9 O11 1.240(3) . ?
N12 H12A 0.87(4) . ?
N12 H12B 0.83(4) . ?
S1A O1A 1.500(2) . ?
S1A C1A 1.780(4) . ?
S1A C2A 1.783(4) . ?
C2A H2AA 0.9600 . ?
C2A H2AB 0.9600 . ?
C2A H2AC 0.9599 . ?
C1A H1AA 0.9600 . ?
C1A H1AB 0.9600 . ?
C1A H1AC 0.9600 . ?
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
N12 H12A O1A 0.87(4) 1.98(4) 2.840(4) 168(3) .
N12 H12B O11 0.83(4) 2.04(4) 2.657(5) 131(3) .
N12 H12B O11 0.83(4) 2.43(4) 3.093(4) 137(3) 2_746
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
N1 N1 C2 C3 -178.8(3) 2_666 . . . ?
N1 C2 C3 C4 176.7(3) . . . . ?
N1 C2 C3 C8 -2.8(6) . . . . ?
C8 C3 C4 C5 -0.8(5) . . . . ?
C2 C3 C4 C5 179.6(3) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C3 C4 C5 N9 178.7(3) . . . . ?
C4 C5 C6 N12 -179.9(4) . . . . ?
N9 C5 C6 N12 2.0(6) . . . . ?
C4 C5 C6 C7 0.0(5) . . . . ?
N9 C5 C6 C7 -178.1(3) . . . . ?
N12 C6 C7 C8 179.8(4) . . . . ?
C5 C6 C7 C8 -0.1(5) . . . . ?
C6 C7 C8 C3 -0.3(6) . . . . ?
C4 C3 C8 C7 0.7(5) . . . . ?
C2 C3 C8 C7 -179.7(3) . . . . ?
C4 C5 N9 O10 -6.0(5) . . . . ?
C6 C5 N9 O10 172.3(3) . . . . ?
C4 C5 N9 O11 173.1(3) . . . . ?
C6 C5 N9 O11 -8.6(5) . . . . ?
