#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/13/7121330.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_7121330
loop_
_publ_author_name
'Feng, Jie'
'Ma, Peng-Ju'
'Zeng, Yong-Ming'
'Xu, Yan-Jun'
'Lu, Chong-Dao'
_publ_section_title
;
 Construction of α-methoxyimidoyl ketonitrones via phosphite-mediated
 addition of α-keto N-tert-butanesulfinyl imidates to nitrosoarenes.
;
_journal_issue                   23
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2882
_journal_page_last               2885
_journal_paper_doi               10.1039/c8cc00345a
_journal_volume                  54
_journal_year                    2018
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C16 H16 N2 O2 S'
_chemical_formula_sum            'C16 H16 N2 O2 S'
_chemical_formula_weight         300.37
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2017-10-23
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-01-08 deposited with the CCDC.
2018-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.8609(12)
_cell_length_b                   10.9333(17)
_cell_length_c                   17.847(3)
_cell_measurement_reflns_used    1043
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      17.755
_cell_measurement_theta_min      2.283
_cell_volume                     1533.9(4)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  bruker-CCD
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0744
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9463
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_min         2.184
_exptl_absorpt_coefficient_mu    0.216
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9347
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0601 before and 0.0546 after correction.
The Ratio of minimum to maximum transmission is 0.9347.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.176
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.108
_refine_diff_density_max         0.144
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 558 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.06(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3516
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.1114
_refine_ls_R_factor_gt           0.0506
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0431P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1198
_reflns_Friedel_coverage         0.733
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                1856
_reflns_number_total             3516
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc00345a2.cif
_cod_data_source_block           7
_cod_depositor_comments
'Adding full bibliography for 7121328--7121333.cif.'
_cod_database_code               7121330
_shelxl_version_number           2013-2
_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_max   0.977
_shelx_estimated_absorpt_t_min   0.963
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C9(H9), C8(H8), C7(H7), C12(H12), C13(H13), C6(H6), C16(H16),
 C15(H15), C14(H14)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C3(H3A,H3B,H3C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
N2 N -0.2288(4) -0.6814(3) -0.1812(2) 0.0594(10) Uani 1 1 d .
C2 C -0.3611(4) -0.5981(3) -0.2078(2) 0.0461(10) Uani 1 1 d .
O1 O -0.3854(3) -0.4953(3) -0.32470(17) 0.0627(8) Uani 1 1 d .
N1 N -0.1408(5) -0.6015(3) -0.3031(2) 0.0698(11) Uani 1 1 d .
C1 C -0.2880(5) -0.5645(4) -0.2825(2) 0.0519(11) Uani 1 1 d .
C11 C -0.3775(6) -0.4817(3) -0.1601(2) 0.0558(11) Uani 1 1 d .
C4 C -0.2460(5) -0.7627(4) -0.1195(2) 0.0504(10) Uani 1 1 d .
C5 C -0.1763(5) -0.8786(4) -0.1237(3) 0.0663(13) Uani 1 1 d .
H5 H -0.1230 -0.9049 -0.1673 0.080 Uiso 1 1 calc R
C9 C -0.3307(5) -0.7285(4) -0.0554(2) 0.0581(11) Uani 1 1 d .
H9 H -0.3793 -0.6511 -0.0525 0.070 Uiso 1 1 calc R
C10 C -0.5290(4) -0.6668(4) -0.2174(2) 0.0600(11) Uani 1 1 d .
H10A H -0.5080 -0.7440 -0.2414 0.090 Uiso 1 1 calc GR
H10B H -0.6050 -0.6191 -0.2478 0.090 Uiso 1 1 calc GR
H10C H -0.5795 -0.6805 -0.1692 0.090 Uiso 1 1 calc GR
C8 C -0.3445(6) -0.8063(4) 0.0042(3) 0.0664(12) Uani 1 1 d .
H8 H -0.4032 -0.7822 0.0469 0.080 Uiso 1 1 calc R
C7 C -0.2715(6) -0.9202(5) 0.0008(3) 0.0791(15) Uani 1 1 d .
H7 H -0.2798 -0.9734 0.0413 0.095 Uiso 1 1 calc R
C12 C -0.5336(7) -0.4299(4) -0.1460(3) 0.0679(13) Uani 1 1 d .
H12 H -0.6315 -0.4661 -0.1651 0.081 Uiso 1 1 calc R
C13 C -0.5464(9) -0.3230(5) -0.1031(3) 0.0942(18) Uani 1 1 d .
H13 H -0.6515 -0.2873 -0.0935 0.113 Uiso 1 1 calc R
C3 C -0.3155(7) -0.4561(5) -0.3962(3) 0.0872(17) Uani 1 1 d .
H3A H -0.4033 -0.4181 -0.4255 0.131 Uiso 1 1 calc GR
H3B H -0.2717 -0.5258 -0.4226 0.131 Uiso 1 1 calc GR
H3C H -0.2253 -0.3986 -0.3877 0.131 Uiso 1 1 calc GR
C6 C -0.1869(6) -0.9545(4) -0.0622(4) 0.0836(17) Uani 1 1 d .
H6 H -0.1350 -1.0309 -0.0639 0.100 Uiso 1 1 calc R
C16 C -0.2331(7) -0.4260(5) -0.1335(3) 0.0928(18) Uani 1 1 d .
H16 H -0.1271 -0.4600 -0.1436 0.111 Uiso 1 1 calc R
C15 C -0.2442(10) -0.3194(6) -0.0918(4) 0.120(2) Uani 1 1 d .
H15 H -0.1463 -0.2803 -0.0750 0.144 Uiso 1 1 calc R
C14 C -0.3999(14) -0.2729(5) -0.0759(4) 0.118(3) Uani 1 1 d .
H14 H -0.4072 -0.2044 -0.0452 0.141 Uiso 1 1 calc R
S1 S -0.05149(15) -0.68475(15) -0.23433(8) 0.0911(5) Uani 1 1 d .
O2 O 0.0792(4) -0.6066(5) -0.1994(2) 0.1368(19) Uani 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 N2 S1 114.7(3)
C4 N2 C2 125.0(3)
C4 N2 S1 120.0(3)
N2 C2 C1 99.7(3)
N2 C2 C11 113.3(3)
N2 C2 C10 110.2(3)
C1 C2 C11 108.8(3)
C1 C2 C10 110.6(3)
C10 C2 C11 113.4(3)
C1 O1 C3 116.9(3)
C1 N1 S1 109.9(3)
O1 C1 C2 115.3(3)
N1 C1 C2 121.7(4)
N1 C1 O1 123.0(4)
C12 C11 C2 121.1(4)
C16 C11 C2 119.3(4)
C16 C11 C12 119.5(4)
C5 C4 N2 119.6(4)
C9 C4 N2 121.3(4)
C9 C4 C5 119.1(4)
C6 C5 C4 119.0(5)
C8 C9 C4 121.1(4)
C9 C8 C7 119.9(4)
C6 C7 C8 119.4(5)
C11 C12 C13 120.5(5)
C14 C13 C12 118.0(6)
C7 C6 C5 121.5(5)
C11 C16 C15 120.4(6)
C14 C15 C16 119.0(6)
C15 C14 C13 122.4(6)
N1 S1 N2 93.06(18)
O2 S1 N2 109.0(2)
O2 S1 N1 106.6(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N2 C2 1.462(5)
N2 C4 1.421(5)
N2 S1 1.686(3)
C2 C1 1.497(5)
C2 C11 1.537(5)
C2 C10 1.528(5)
O1 C1 1.314(4)
O1 C3 1.454(5)
N1 C1 1.279(5)
N1 S1 1.681(4)
C11 C12 1.374(6)
C11 C16 1.373(6)
C4 C5 1.382(5)
C4 C9 1.376(5)
C5 C6 1.379(7)
C9 C8 1.366(5)
C8 C7 1.372(6)
C7 C6 1.360(7)
C12 C13 1.401(6)
C13 C14 1.365(9)
C16 C15 1.386(8)
C15 C14 1.355(8)
S1 O2 1.474(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139188479
