#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/08/7120894.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_7120894
loop_
_publ_author_name
'Wan, Xiaobing'
'Chen, Jijun'
'Long, Wenhao'
'Fang, Shangwen'
'Yang, Yonggang'
_publ_section_title
;
 Interception of Amide Ylides with Sulfonamides: Synthesis of
 (E)-N-Sulfonyl Amidines Catalyzed by Zn(OTf)2
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C7CC07364J
_journal_year                    2017
_chemical_formula_moiety         'C17 H18 N2 O2 S'
_chemical_formula_sum            'C17 H18 N2 O2 S'
_chemical_formula_weight         314.39
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2017-08-01 deposited with the CCDC.
2017-11-22 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 105.575(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.3640(7)
_cell_length_b                   7.4331(4)
_cell_length_c                   16.5987(9)
_cell_measurement_reflns_used    9902
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      31.46
_cell_measurement_theta_min      2.39
_cell_volume                     1469.45(14)
_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-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega 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  0.0547
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19816
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    0.229
_exptl_absorpt_correction_T_max  0.9774
_exptl_absorpt_correction_T_min  0.9555
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2716
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.188
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0328
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0548P)²+0.6521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.1085
_reflns_number_gt                2434
_reflns_number_total             2716
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7cc07364j2.cif
_cod_data_source_block           lhh2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7120894
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_calc_flag
_atom_site_refinement_flags
S1 S -0.06302(3) 0.32855(6) 0.11770(3) 0.01381(16) Uani 1 1 d .
O1 O -0.08562(10) 0.27302(17) 0.03166(7) 0.0180(3) Uani 1 1 d .
O2 O -0.09686(10) 0.20776(17) 0.17424(8) 0.0183(3) Uani 1 1 d .
N1 N 0.07001(12) 0.3754(2) 0.14649(9) 0.0144(3) Uani 1 1 d .
N2 N 0.23294(12) 0.4294(2) 0.25206(9) 0.0143(3) Uani 1 1 d .
C1 C 0.12107(15) 0.3989(2) 0.22564(11) 0.0136(4) Uani 1 1 d .
C2 C 0.07398(15) 0.3931(3) 0.30020(11) 0.0170(4) Uani 1 1 d .
H2A H 0.0533 0.2686 0.3112 0.020 Uiso 1 1 calc R
H2B H 0.0066 0.4705 0.2911 0.020 Uiso 1 1 calc R
C3 C 0.16826(15) 0.4633(3) 0.37281(11) 0.0191(4) Uani 1 1 d .
H3A H 0.1569 0.5921 0.3834 0.023 Uiso 1 1 calc R
H3B H 0.1722 0.3942 0.4245 0.023 Uiso 1 1 calc R
C4 C 0.27437(15) 0.4368(3) 0.34439(11) 0.0178(4) Uani 1 1 d .
H4A H 0.3270 0.5384 0.3625 0.021 Uiso 1 1 calc R
H4B H 0.3128 0.3234 0.3670 0.021 Uiso 1 1 calc R
C5 C 0.31083(14) 0.4275(2) 0.20254(11) 0.0141(4) Uani 1 1 d .
C6 C 0.42229(15) 0.3828(2) 0.24105(11) 0.0178(4) Uani 1 1 d .
H6 H 0.4442 0.3543 0.2990 0.021 Uiso 1 1 calc R
C7 C 0.50149(15) 0.3794(3) 0.19573(12) 0.0200(4) Uani 1 1 d .
H7 H 0.5772 0.3491 0.2226 0.024 Uiso 1 1 calc R
C8 C 0.47022(16) 0.4204(3) 0.11108(12) 0.0202(4) Uani 1 1 d .
H8 H 0.5239 0.4158 0.0796 0.024 Uiso 1 1 calc R
C9 C 0.35973(15) 0.4681(3) 0.07276(12) 0.0188(4) Uani 1 1 d .
H9 H 0.3386 0.4982 0.0150 0.023 Uiso 1 1 calc R
C10 C 0.27997(15) 0.4726(2) 0.11751(11) 0.0156(4) Uani 1 1 d .
H10 H 0.2048 0.5061 0.0907 0.019 Uiso 1 1 calc R
C11 C -0.33395(16) 1.0130(3) 0.10169(12) 0.0213(4) Uani 1 1 d .
H11A H -0.4111 0.9843 0.0703 0.032 Uiso 1 1 calc R
H11B H -0.3040 1.1070 0.0722 0.032 Uiso 1 1 calc R
H11C H -0.3334 1.0560 0.1576 0.032 Uiso 1 1 calc R
C12 C -0.26215(15) 0.8468(2) 0.10933(11) 0.0161(4) Uani 1 1 d .
C13 C -0.17572(15) 0.8358(2) 0.06969(11) 0.0157(4) Uani 1 1 d .
H13 H -0.1599 0.9369 0.0397 0.019 Uiso 1 1 calc R
C14 C -0.11305(15) 0.6809(2) 0.07340(11) 0.0149(4) Uani 1 1 d .
H14 H -0.0556 0.6744 0.0453 0.018 Uiso 1 1 calc R
C15 C -0.13488(14) 0.5343(2) 0.11868(10) 0.0139(4) Uani 1 1 d .
C16 C -0.21832(15) 0.5428(2) 0.16034(11) 0.0158(4) Uani 1 1 d .
H16 H -0.2320 0.4431 0.1920 0.019 Uiso 1 1 calc R
C17 C -0.28164(15) 0.6994(2) 0.15506(11) 0.0158(4) Uani 1 1 d .
H17 H -0.3391 0.7057 0.1832 0.019 Uiso 1 1 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
O2 S1 O1 117.05(8)
O2 S1 N1 113.00(8)
O1 S1 N1 105.37(7)
O2 S1 C15 107.35(8)
O1 S1 C15 107.00(8)
N1 S1 C15 106.47(8)
C1 N1 S1 120.16(12)
C1 N2 C5 127.01(14)
C1 N2 C4 112.40(14)
C5 N2 C4 119.87(14)
N1 C1 N2 121.58(16)
N1 C1 C2 129.36(16)
N2 C1 C2 109.03(15)
C1 C2 C3 104.94(15)
C4 C3 C2 104.48(14)
N2 C4 C3 103.79(14)
C6 C5 C10 119.17(16)
C6 C5 N2 118.42(16)
C10 C5 N2 122.40(15)
C7 C6 C5 120.71(17)
C6 C7 C8 120.02(17)
C7 C8 C9 119.48(17)
C10 C9 C8 120.98(17)
C9 C10 C5 119.61(16)
C17 C12 C13 118.49(17)
C17 C12 C11 120.50(16)
C13 C12 C11 121.01(17)
C14 C13 C12 121.19(17)
C13 C14 C15 119.33(16)
C16 C15 C14 120.72(17)
C16 C15 S1 119.06(14)
C14 C15 S1 120.07(13)
C15 C16 C17 119.16(17)
C12 C17 C16 121.07(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O2 1.4397(13)
S1 O1 1.4400(13)
S1 N1 1.6226(15)
S1 C15 1.7707(18)
N1 C1 1.308(2)
N2 C1 1.353(2)
N2 C5 1.424(2)
N2 C4 1.481(2)
C1 C2 1.503(2)
C2 C3 1.526(2)
C3 C4 1.522(3)
C5 C6 1.395(2)
C5 C10 1.400(2)
C6 C7 1.386(3)
C7 C8 1.387(3)
C8 C9 1.389(3)
C9 C10 1.385(3)
C11 C12 1.507(3)
C12 C17 1.390(3)
C12 C13 1.400(3)
C13 C14 1.380(3)
C14 C15 1.391(2)
C15 C16 1.389(2)
C16 C17 1.392(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139188196
