#------------------------------------------------------------------------------
#$Date: 2025-08-18 17:33:07 +0200 (Mon 18 de Aug de 2025) $
#$Revision: 301779 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/59/1545951.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_1545951
loop_
_publ_author_name
'Reddy, Mallu Kesava'
'Mallik, Sumitava'
'Ramakrishna, Isai'
'Baidya, Mahiuddin'
_publ_section_title
;
 Nitrosocarbonyl-Henry and Denitration Cascade: Synthesis of α-Ketoamides
 and α-Keto Oximes.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1694
_journal_page_last               1697
_journal_paper_doi               10.1021/acs.orglett.7b00482
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C7 H7 N O2 S'
_chemical_formula_weight         169.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 105.349(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5486(5)
_cell_length_b                   14.0756(9)
_cell_length_c                   5.9670(3)
_cell_measurement_reflns_used    1782
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.96
_cell_measurement_theta_min      2.64
_cell_volume                     773.37(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            4858
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.212
_exptl_absorpt_coefficient_mu    0.363
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     105
_refine_ls_number_reflns         1344
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0441
_refine_ls_shift/su_max          0.023
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0619P)²+0.5494P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1198
_refine_ls_wR_factor_ref         0.1301
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1065
_reflns_number_total             1344
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ol7b00482_si_004.cif
_cod_data_source_block           211
_cod_database_code               1545951
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.915
_shelx_estimated_absorpt_t_max   0.965
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.9860(3) 0.6061(2) 0.7713(6) 0.0545(8) Uani 1 1 d . .
H1 H 1.0765 0.5921 0.7485 0.065 Uiso 1 1 calc R U
C2 C 0.8569(3) 0.6024(2) 0.6004(6) 0.0534(8) Uani 1 1 d . .
H2 H 0.8502 0.5861 0.4469 0.064 Uiso 1 1 calc R U
C3 C 0.7346(3) 0.62620(18) 0.6839(5) 0.0380(6) Uani 1 1 d . .
C4 C 0.7759(3) 0.64656(18) 0.9171(5) 0.0400(7) Uani 1 1 d . .
H4 H 0.7114 0.6623 1.0038 0.048 Uiso 1 1 calc R U
C5 C 0.5876(3) 0.63636(17) 0.5272(5) 0.0368(6) Uani 1 1 d . .
C6 C 0.4558(3) 0.62045(18) 0.6146(4) 0.0353(6) Uani 1 1 d . .
C7 C 0.3142(3) 0.6591(2) 0.4750(6) 0.0585(9) Uani 1 1 d . .
H7A H 0.2375 0.6361 0.5372 0.088 Uiso 1 1 calc R U
H7B H 0.2972 0.6387 0.3165 0.088 Uiso 1 1 calc R U
H7C H 0.3166 0.7272 0.4815 0.088 Uiso 1 1 calc R U
N1 N 0.4752(2) 0.56844(15) 0.7962(4) 0.0352(5) Uani 1 1 d . .
O1 O 0.5701(2) 0.65819(15) 0.3253(3) 0.0533(6) Uani 1 1 d . .
O2 O 0.34721(19) 0.55258(16) 0.8612(4) 0.0462(5) Uani 1 1 d . .
S1 S 0.95791(8) 0.63954(6) 1.02794(16) 0.0626(3) Uani 1 1 d . .
H1O H 0.375(3) 0.515(2) 0.965(6) 0.049(9) 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
C2 C1 S1 110.8(2)
C2 C1 H1 124.6
S1 C1 H1 124.6
C1 C2 C3 112.8(3)
C1 C2 H2 123.6
C3 C2 H2 123.6
C4 C3 C2 111.2(3)
C4 C3 C5 126.4(2)
C2 C3 C5 122.1(3)
C3 C4 S1 112.0(2)
C3 C4 H4 124.0
S1 C4 H4 124.0
O1 C5 C3 120.9(2)
O1 C5 C6 118.4(3)
C3 C5 C6 120.7(2)
N1 C6 C7 126.0(2)
N1 C6 C5 115.6(2)
C7 C6 C5 118.1(2)
C6 C7 H7A 109.5
C6 C7 H7B 109.5
H7A C7 H7B 109.5
C6 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C6 N1 O2 112.7(2)
N1 O2 H1O 100(2)
C1 S1 C4 93.17(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.378(5)
C1 S1 1.690(3)
C1 H1 0.9300
C2 C3 1.426(4)
C2 H2 0.9300
C3 C4 1.372(4)
C3 C5 1.473(4)
C4 S1 1.691(3)
C4 H4 0.9300
C5 O1 1.211(3)
C5 C6 1.501(4)
C6 N1 1.280(3)
C6 C7 1.491(4)
C7 H7A 0.9600
C7 H7B 0.9600
C7 H7C 0.9600
N1 O2 1.395(3)
O2 H1O 0.80(3)
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
S1 C1 C2 C3 -0.8(3)
C1 C2 C3 C4 -0.4(4)
C1 C2 C3 C5 173.7(2)
C2 C3 C4 S1 1.4(3)
C5 C3 C4 S1 -172.4(2)
C4 C3 C5 O1 146.8(3)
C2 C3 C5 O1 -26.4(4)
C4 C3 C5 C6 -32.9(4)
C2 C3 C5 C6 154.0(3)
O1 C5 C6 N1 157.4(2)
C3 C5 C6 N1 -22.9(3)
O1 C5 C6 C7 -17.8(4)
C3 C5 C6 C7 161.8(3)
C7 C6 N1 O2 -2.1(4)
C5 C6 N1 O2 -176.9(2)
C2 C1 S1 C4 1.3(2)
C3 C4 S1 C1 -1.6(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139050017
