#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:54:25 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180160 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/56/7105662.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_7105662
loop_
_publ_author_name
'Grove, Rebecca C.'
'Malehorn, Steven H.'
'Breen, Meghan E.'
'Wheeler, Kraig A.'
_publ_section_title
;
 A photoreactive crystalline quasiracemate.
;
_journal_issue                   39
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7322
_journal_page_last               7324
_journal_paper_doi               10.1039/c0cc02775h
_journal_volume                  46
_journal_year                    2010
_chemical_formula_moiety         'C12 H13 N O6 S'
_chemical_formula_sum            'C12 H13 N O6 S'
_chemical_formula_weight         299.29
_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                91.461(1)
_cell_angle_beta                 92.761(1)
_cell_angle_gamma                90.699(1)
_cell_formula_units_Z            2
_cell_length_a                   7.2052(2)
_cell_length_b                   8.2040(2)
_cell_length_c                   11.3088(3)
_cell_measurement_reflns_used    5777
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.621
_cell_measurement_theta_min      3.539
_cell_volume                     667.43(3)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction
;
SAINT (Bruker, 2009) and XPREP (Bruker, 2009)
;
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'XSEED (Barbour, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0120
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13874
_diffrn_reflns_theta_full        68.19
_diffrn_reflns_theta_max         68.19
_diffrn_reflns_theta_min         3.91
_exptl_absorpt_coefficient_mu    2.414
_exptl_absorpt_correction_T_max  0.7589
_exptl_absorpt_correction_T_min  0.4846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2009)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'transparent plate'
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.902
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2380
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0443
_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)+(0.0408P)²+0.9330P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1094
_reflns_number_gt                2332
_reflns_number_total             2380
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC02775H.TXT
_cod_data_source_block           kaw61
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' 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 

 Adding full bibliography for 7105662--7105665.cif.
;
_cod_database_code               7105662
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
S1 S 0.48926(8) 0.61981(6) 0.32522(5) 0.02456(18) Uani 1 1 d . . .
O1 O 0.0829(3) -0.1380(2) -0.23463(15) 0.0343(4) Uani 1 1 d . . .
N1 N 0.3041(3) 0.6588(3) 0.39746(19) 0.0278(5) Uani 1 1 d . . .
C1 C 0.1583(3) -0.1538(3) -0.1285(2) 0.0263(5) Uani 1 1 d . . .
O2 O 0.1819(2) -0.2875(2) -0.08159(15) 0.0297(4) Uani 1 1 d . . .
C2 C 0.2116(3) 0.0019(3) -0.0685(2) 0.0275(5) Uani 1 1 d . . .
H2 H 0.1902 0.1002 -0.1093 0.033 Uiso 1 1 calc R . .
O3 O -0.0660(2) 0.5661(2) 0.18374(15) 0.0336(4) Uani 1 1 d . . .
C3 C 0.2887(3) 0.0103(3) 0.0406(2) 0.0241(5) Uani 1 1 d . . .
H3 H 0.3112 -0.0899 0.0788 0.029 Uiso 1 1 calc R . .
O4 O 0.0332(2) 0.4189(2) 0.33728(15) 0.0338(4) Uani 1 1 d . . .
C4 C 0.3420(3) 0.1607(3) 0.10754(19) 0.0232(5) Uani 1 1 d . . .
O5 O 0.5147(3) 0.7508(2) 0.24606(15) 0.0335(4) Uani 1 1 d . . .
C5 C 0.3233(3) 0.3141(3) 0.0577(2) 0.0259(5) Uani 1 1 d . . .
H5 H 0.2759 0.3221 -0.0217 0.031 Uiso 1 1 calc R . .
O6 O 0.6323(2) 0.5865(2) 0.41349(14) 0.0281(4) Uani 1 1 d . . .
C6 C 0.3729(3) 0.4542(3) 0.1227(2) 0.0259(5) Uani 1 1 d . . .
H6 H 0.3597 0.5583 0.0885 0.031 Uiso 1 1 calc R . .
C7 C 0.4424(3) 0.4405(3) 0.23897(19) 0.0237(5) Uani 1 1 d . . .
C8 C 0.4628(3) 0.2893(3) 0.2904(2) 0.0257(5) Uani 1 1 d . . .
H8 H 0.5097 0.2816 0.3700 0.031 Uiso 1 1 calc R . .
C9 C 0.4137(3) 0.1503(3) 0.2241(2) 0.0255(5) Uani 1 1 d . . .
H9 H 0.4288 0.0463 0.2581 0.031 Uiso 1 1 calc R . .
C10 C 0.0270(3) 0.5472(3) 0.2838(2) 0.0288(5) Uani 1 1 d . . .
C11 C 0.1341(4) 0.7013(3) 0.3288(2) 0.0324(6) Uani 1 1 d . . .
H11 H 0.1694 0.7653 0.2590 0.039 Uiso 1 1 calc R . .
C12 C 0.0132(4) 0.8057(3) 0.4047(3) 0.0404(6) Uani 1 1 d . . .
H12A H -0.0253 0.7432 0.4722 0.061 Uiso 1 1 calc R . .
H12B H -0.0970 0.8387 0.3575 0.061 Uiso 1 1 calc R . .
H12C H 0.0835 0.9029 0.4335 0.061 Uiso 1 1 calc R . .
H13 H 0.046(6) -0.235(6) -0.271(4) 0.083(14) Uiso 1 1 d . . .
H14 H -0.115(9) 0.461(8) 0.149(6) 0.15(2) Uiso 1 1 d . . .
H15 H 0.287(3) 0.596(3) 0.447(2) 0.010(6) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O5 S1 O6 119.43(11) . . ?
O5 S1 N1 107.35(11) . . ?
O6 S1 N1 105.77(10) . . ?
O5 S1 C7 107.87(10) . . ?
O6 S1 C7 108.62(10) . . ?
N1 S1 C7 107.21(11) . . ?
C1 O1 H13 114(3) . . ?
C11 N1 S1 117.90(18) . . ?
C11 N1 H15 113.3(18) . . ?
S1 N1 H15 112.9(17) . . ?
O2 C1 O1 123.4(2) . . ?
O2 C1 C2 122.8(2) . . ?
O1 C1 C2 113.8(2) . . ?
C3 C2 C1 122.5(2) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C10 O3 H14 112(4) . . ?
C2 C3 C4 125.8(2) . . ?
C2 C3 H3 117.1 . . ?
C4 C3 H3 117.1 . . ?
C5 C4 C9 119.1(2) . . ?
C5 C4 C3 121.8(2) . . ?
C9 C4 C3 119.1(2) . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 119.0(2) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C8 C7 C6 121.3(2) . . ?
C8 C7 S1 119.63(17) . . ?
C6 C7 S1 118.87(17) . . ?
C9 C8 C7 119.0(2) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C4 120.8(2) . . ?
C8 C9 H9 119.6 . . ?
C4 C9 H9 119.6 . . ?
O4 C10 O3 124.2(2) . . ?
O4 C10 C11 122.4(2) . . ?
O3 C10 C11 113.4(2) . . ?
N1 C11 C12 109.6(2) . . ?
N1 C11 C10 110.9(2) . . ?
C12 C11 C10 110.3(2) . . ?
N1 C11 H11 108.7 . . ?
C12 C11 H11 108.7 . . ?
C10 C11 H11 108.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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
S1 O5 1.4317(18) . ?
S1 O6 1.4336(17) . ?
S1 N1 1.628(2) . ?
S1 C7 1.765(2) . ?
O1 C1 1.304(3) . ?
O1 H13 0.92(5) . ?
N1 C11 1.469(3) . ?
N1 H15 0.78(3) . ?
C1 O2 1.240(3) . ?
C1 C2 1.469(3) . ?
C2 C3 1.329(3) . ?
C2 H2 0.9500 . ?
O3 C10 1.301(3) . ?
O3 H14 0.99(7) . ?
C3 C4 1.469(3) . ?
C3 H3 0.9500 . ?
O4 C10 1.228(3) . ?
C4 C5 1.397(3) . ?
C4 C9 1.397(3) . ?
C5 C6 1.382(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.392(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.390(3) . ?
C8 C9 1.382(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.535(4) . ?
C11 C12 1.510(4) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
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
O1 H13 O4 0.92(5) 1.74(5) 2.661(2) 178(4) 2
O3 H14 O2 0.99(7) 1.65(7) 2.643(2) 175(6) 2
N1 H15 O6 0.78(3) 2.27(3) 2.997(3) 156(2) 2_666
C9 H9 O5 0.95 2.51 3.379(3) 151.8 1_545
C5 H5 O3 0.95 2.52 3.399(3) 154.4 2_565
C6 H6 O2 0.95 2.62 3.426(3) 142.7 1_565
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
O5 S1 N1 C11 50.1(2) . . . . ?
O6 S1 N1 C11 178.69(18) . . . . ?
C7 S1 N1 C11 -65.5(2) . . . . ?
O2 C1 C2 C3 -0.2(4) . . . . ?
O1 C1 C2 C3 179.3(2) . . . . ?
C1 C2 C3 C4 -178.6(2) . . . . ?
C2 C3 C4 C5 -3.1(4) . . . . ?
C2 C3 C4 C9 176.9(2) . . . . ?
C9 C4 C5 C6 -0.6(3) . . . . ?
C3 C4 C5 C6 179.4(2) . . . . ?
C4 C5 C6 C7 0.1(4) . . . . ?
C5 C6 C7 C8 0.1(4) . . . . ?
C5 C6 C7 S1 -175.33(18) . . . . ?
O5 S1 C7 C8 162.18(19) . . . . ?
O6 S1 C7 C8 31.4(2) . . . . ?
N1 S1 C7 C8 -82.5(2) . . . . ?
O5 S1 C7 C6 -22.3(2) . . . . ?
O6 S1 C7 C6 -153.14(19) . . . . ?
N1 S1 C7 C6 93.0(2) . . . . ?
C6 C7 C8 C9 0.3(4) . . . . ?
S1 C7 C8 C9 175.71(18) . . . . ?
C7 C8 C9 C4 -0.9(4) . . . . ?
C5 C4 C9 C8 1.1(3) . . . . ?
C3 C4 C9 C8 -179.0(2) . . . . ?
S1 N1 C11 C12 -153.53(19) . . . . ?
S1 N1 C11 C10 84.5(2) . . . . ?
O4 C10 C11 N1 29.3(3) . . . . ?
O3 C10 C11 N1 -149.3(2) . . . . ?
O4 C10 C11 C12 -92.2(3) . . . . ?
O3 C10 C11 C12 89.1(3) . . . . ?
