#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/19/8101947.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_8101947
loop_
_publ_author_name
'Zukerman-Schpector, J.'
'Domingues, N. L. C.'
'Olivato, P. R.'
'Mondino, M. G.'
'Reis, A. K. C. A.'
'Rittner, R.'
'Lima, F. S.'
_publ_section_title
;
Crystal structure of N-methoxy-N-methyl-2-[(4'-nitrophenyl)sulfinyl]
propanamide, C₁₁H₁₄N₂O₅S
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              161
_journal_page_last               162
_journal_volume                  221
_journal_year                    2006
_chemical_formula_moiety         'C11 H14 N2 O5 S'
_chemical_formula_sum            'C11 H14 N2 O5 S'
_chemical_formula_weight         286.30
_chemical_name_systematic
; 
 N-methoxy-N-methyl-2-[(4'-nitrophenyl)sulfinyl]propanamide
;
_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                 110.723(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4329(9)
_cell_length_b                   23.631(3)
_cell_length_c                   7.900(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.90
_cell_measurement_theta_min      10.94
_cell_volume                     1297.8(3)
_computing_cell_refinement       'Nonius CAD-4, 1998'
_computing_data_collection       'Nonius CAD-4, 1998'
_computing_data_reduction        'XCAD4 - CAD4'
_computing_molecular_graphics    ORTEP3
_computing_publication_material  'PARST, PLATON, WiGX'
_computing_structure_refinement  SHELXL-97
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius CAD4'
_diffrn_measurement_method       theta/2theta
_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  0.0212
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2615
_diffrn_reflns_theta_full        25.58
_diffrn_reflns_theta_max         25.58
_diffrn_reflns_theta_min         2.89
_diffrn_standards_decay_%        1.1
_diffrn_standards_interval_time  30
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.268
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular plate'
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2433
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.1347
_refine_ls_R_factor_gt           0.0448
_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)+(0.0401P)²+0.5240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.1144
_reflns_number_gt                1349
_reflns_number_total             2433
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1745.cff
_cod_data_source_block           jzs-0206
_cod_original_sg_symbol_H-M      P12(1)/c1
_cod_database_code               8101947
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S S 0.71487(12) 0.04773(3) 0.02558(11) 0.0376(2) Uani 1 4 e d . . .
N1 N 0.4552(5) 0.16668(18) 0.5668(5) 0.0636(10) Uani 1 4 e d . . .
N2 N 0.9467(5) 0.16590(12) -0.0072(4) 0.0511(8) Uani 1 4 e d . . .
O1S O 0.7228(3) -0.01399(9) 0.0663(3) 0.0494(6) Uani 1 4 e d . . .
O1N1 O 0.4268(4) 0.13812(16) 0.6842(4) 0.0905(11) Uani 1 4 e d . . .
O2N1 O 0.4397(5) 0.21759(16) 0.5547(5) 0.0992(12) Uani 1 4 e d . . .
O2 O 1.0290(4) 0.15651(10) 0.2904(3) 0.0548(7) Uani 1 4 e d . . .
O3 O 0.8943(3) 0.13961(10) -0.1765(3) 0.0486(6) Uani 1 4 e d . . .
C1 C 0.6344(4) 0.08250(13) 0.1884(4) 0.0317(7) Uani 1 4 e d . . .
C2 C 0.6412(5) 0.05452(14) 0.3432(4) 0.0392(8) Uani 1 4 e d . . .
H2 H 0.6852 0.0174 0.3629 0.047 Uiso 1 4 e calc R . .
C3 C 0.5826(5) 0.08162(16) 0.4685(5) 0.0451(9) Uani 1 4 e d . . .
H3 H 0.5868 0.0635 0.5743 0.054 Uiso 1 4 e calc R . .
C4 C 0.5173(5) 0.13642(16) 0.4328(5) 0.0430(9) Uani 1 4 e d . . .
C5 C 0.5050(5) 0.16480(14) 0.2782(5) 0.0433(9) Uani 1 4 e d . . .
H5 H 0.4586 0.2017 0.2579 0.052 Uiso 1 4 e calc R . .
C6 C 0.5640(5) 0.13678(13) 0.1532(4) 0.0392(8) Uani 1 4 e d . . .
H6 H 0.5561 0.1546 0.0458 0.047 Uiso 1 4 e calc R . .
C7 C 0.9714(5) 0.07048(13) 0.1186(4) 0.0376(8) Uani 1 4 e d . . .
H7 H 1.0303 0.0603 0.0297 0.045 Uiso 1 4 e calc R . .
C8 C 1.0786(5) 0.03915(15) 0.2911(5) 0.0511(10) Uani 1 4 e d . . .
H8A H 1.2144 0.0419 0.3162 0.077 Uiso 1 4 e calc R . .
H8B H 1.0409 0.0001 0.2779 0.077 Uiso 1 4 e calc R . .
H8C H 1.0486 0.0555 0.3893 0.077 Uiso 1 4 e calc R . .
C9 C 0.9863(5) 0.13424(14) 0.1422(5) 0.0385(8) Uani 1 4 e d . . .
C10 C 0.9323(7) 0.22695(15) -0.0108(6) 0.0781(14) Uani 1 4 e d . . .
H10A H 0.9570 0.2408 0.1096 0.117 Uiso 1 4 e calc R . .
H10B H 0.8054 0.2380 -0.0875 0.117 Uiso 1 4 e calc R . .
H10C H 1.0251 0.2426 -0.0568 0.117 Uiso 1 4 e calc R . .
C11 C 1.0572(6) 0.13845(17) -0.2362(5) 0.0602(11) Uani 1 4 e d . . .
H11A H 1.1127 0.1756 -0.2248 0.090 Uiso 1 4 e calc R . .
H11B H 1.0155 0.1267 -0.3605 0.090 Uiso 1 4 e calc R . .
H11C H 1.1517 0.1123 -0.1629 0.090 Uiso 1 4 e 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'
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
O1S S C1 106.9(1) . . ?
O1S S C7 103.9(1) . . ?
C1 S C7 98.0(1) . . ?
O2N1 N1 O1N1 124.8(4) . . ?
O2N1 N1 C4 118.0(4) . . ?
O1N1 N1 C4 117.2(4) . . ?
C9 N2 O3 119.6(3) . . ?
C9 N2 C10 124.5(3) . . ?
O3 N2 C10 115.5(3) . . ?
N2 O3 C11 109.8(3) . . ?
C2 C1 C6 121.3(3) . . ?
C2 C1 S 120.0(2) . . ?
C6 C1 S 118.8(2) . . ?
C3 C2 C1 119.7(3) . . ?
C2 C3 C4 118.0(3) . . ?
C5 C4 C3 123.5(3) . . ?
C5 C4 N1 117.6(4) . . ?
C3 C4 N1 119.0(3) . . ?
C4 C5 C6 117.7(3) . . ?
C1 C6 C5 119.8(3) . . ?
C8 C7 C9 112.6(3) . . ?
C8 C7 S 110.8(2) . . ?
C9 C7 S 110.8(2) . . ?
O2 C9 N2 120.4(3) . . ?
O2 C9 C7 122.0(3) . . ?
N2 C9 C7 117.6(3) . . ?
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
S O1S 1.490(2) . ?
S C1 1.797(3) . ?
S C7 1.864(3) . ?
N1 O2N1 1.209(4) . ?
N1 O1N1 1.224(4) . ?
N1 C4 1.480(4) . ?
N2 C9 1.339(4) . ?
N2 O3 1.400(3) . ?
N2 C10 1.446(4) . ?
O2 C9 1.219(4) . ?
O3 C11 1.447(4) . ?
C1 C2 1.376(4) . ?
C1 C6 1.376(4) . ?
C2 C3 1.372(4) . ?
C3 C4 1.377(5) . ?
C4 C5 1.368(5) . ?
C5 C6 1.383(4) . ?
C7 C8 1.507(4) . ?
C7 C9 1.517(4) . ?
