#------------------------------------------------------------------------------
#$Date: 2018-01-26 11:30:02 +0200 (Fri, 26 Jan 2018) $
#$Revision: 205752 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/49/7154999.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_7154999
loop_
_publ_author_name
'Cheng, Xing'
'Yu, Yinghua'
'Mao, Zhifeng'
'Chen, Jianxin'
'Huang, Xueliang'
_publ_section_title
;
 Facile synthesis of substituted 3-aminofurans through a tandem reaction
 of N-sulfonyl-1,2,3-triazoles with propargyl alcohols.
;
_journal_issue                   16
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3878
_journal_page_last               3882
_journal_paper_doi               10.1039/c6ob00377j
_journal_volume                  14
_journal_year                    2016
_chemical_formula_sum            'C16 H15 N O3 S2'
_chemical_formula_weight         333.40
_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
_audit_update_record
;
2015-12-29 deposited with the CCDC.
2016-03-01 downloaded from the CCDC.
;
_cell_angle_alpha                104.56(3)
_cell_angle_beta                 93.63(3)
_cell_angle_gamma                110.49(3)
_cell_formula_units_Z            2
_cell_length_a                   8.6713(17)
_cell_length_b                   9.4094(19)
_cell_length_c                   11.261(2)
_cell_measurement_reflns_used    818
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4179
_cell_measurement_theta_min      2.5398
_cell_volume                     821.4(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.0215
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6408
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    0.335
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.650
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3752
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0660
_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)+(0.0980P)²+0.3825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1813
_refine_ls_wR_factor_ref         0.2005
_reflns_number_gt                2722
_reflns_number_total             3752
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ob00377j2.cif
_cod_data_source_block           d
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/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 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7154999--7155001.cif.

2018-01-23
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         166.70
_cod_original_formula_units_Z            4
_cod_original_cell_volume        821.4(3)
_cod_original_sg_symbol_H-M      'P-1   '
_cod_original_formula_sum        'C8 H7.50 N0.50 O1.50 S'
_cod_database_code               7154999
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
S1 S 0.52027(13) 0.71941(14) 0.44162(11) 0.0794(4) Uani 1 1 d .
N1 N 0.1260(3) 0.6110(3) 0.3837(2) 0.0461(6) Uani 1 1 d .
H1D H 0.1389 0.6371 0.4636 0.055 Uiso 1 1 calc R
O1 O 0.0280(3) 0.3393(3) 0.3944(2) 0.0628(6) Uani 1 1 d .
C1 C 0.7305(5) 0.8193(5) 0.4621(4) 0.0794(12) Uani 1 1 d .
H1A H 0.8073 0.7916 0.5028 0.095 Uiso 1 1 calc R
S2 S 0.05970(10) 0.42520(9) 0.30323(7) 0.0491(3) Uani 1 1 d .
O2 O 0.1760(3) 0.4065(3) 0.2228(2) 0.0624(6) Uani 1 1 d .
C2 C 0.7745(5) 0.9407(5) 0.4145(4) 0.0771(11) Uani 1 1 d .
H2A H 0.8857 1.0045 0.4192 0.093 Uiso 1 1 calc R
O3 O 0.3080(3) 0.9316(2) 0.2555(2) 0.0539(5) Uani 1 1 d .
C3 C 0.6383(3) 0.9674(4) 0.3546(3) 0.0607(8) Uani 1 1 d U
H3A H 0.6469 1.0473 0.3177 0.073 Uiso 1 1 calc R
C4 C 0.4861(4) 0.8445(4) 0.3641(3) 0.0497(6) Uani 1 1 d U
C5 C 0.3195(4) 0.8273(3) 0.3182(3) 0.0435(6) Uani 1 1 d .
C6 C 0.1624(3) 0.7299(3) 0.3217(2) 0.0415(6) Uani 1 1 d .
C7 C 0.0484(4) 0.7754(3) 0.2590(3) 0.0495(7) Uani 1 1 d .
H7A H -0.0675 0.7294 0.2468 0.059 Uiso 1 1 calc R
C8 C 0.1403(4) 0.8968(4) 0.2210(3) 0.0564(8) Uani 1 1 d .
C9 C 0.1000(6) 0.9986(5) 0.1516(5) 0.0920(14) Uani 1 1 d .
H9A H -0.0190 0.9653 0.1319 0.138 Uiso 1 1 calc R
H9B H 0.1462 0.9888 0.0761 0.138 Uiso 1 1 calc R
H9C H 0.1468 1.1073 0.2021 0.138 Uiso 1 1 calc R
C11 C -0.1314(4) 0.3798(3) 0.2109(3) 0.0487(7) Uani 1 1 d .
C12 C -0.2722(4) 0.3691(5) 0.2639(3) 0.0666(9) Uani 1 1 d .
H12A H -0.2672 0.3811 0.3487 0.080 Uiso 1 1 calc R
C13 C -0.4204(5) 0.3406(5) 0.1920(3) 0.0752(11) Uani 1 1 d .
H13A H -0.5145 0.3339 0.2291 0.090 Uiso 1 1 calc R
C14 C -0.4317(5) 0.3215(5) 0.0651(3) 0.0717(10) Uani 1 1 d .
C15 C -0.2864(5) 0.3378(5) 0.0139(3) 0.0792(11) Uani 1 1 d .
H15A H -0.2900 0.3297 -0.0703 0.095 Uiso 1 1 calc R
C16 C -0.1380(5) 0.3655(5) 0.0846(3) 0.0667(9) Uani 1 1 d .
H16A H -0.0429 0.3746 0.0483 0.080 Uiso 1 1 calc R
C17 C -0.5936(6) 0.2842(7) -0.0146(4) 0.1060(17) Uani 1 1 d .
H17A H -0.6796 0.2769 0.0359 0.159 Uiso 1 1 calc R
H17B H -0.6225 0.1849 -0.0778 0.159 Uiso 1 1 calc R
H17C H -0.5826 0.3667 -0.0529 0.159 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
C1 S1 C4 90.9(2)
C6 N1 S2 119.82(19)
C2 C1 S1 113.7(3)
O2 S2 O1 119.68(14)
O2 S2 N1 108.06(14)
O1 S2 N1 104.79(14)
O2 S2 C11 108.13(15)
O1 S2 C11 108.17(15)
N1 S2 C11 107.43(13)
C1 C2 C3 115.8(4)
C5 O3 C8 107.2(2)
C4 C3 C2 106.1(3)
C5 C4 C3 125.0(3)
C5 C4 S1 121.5(2)
C3 C4 S1 113.5(2)
C6 C5 O3 108.4(2)
C6 C5 C4 135.4(3)
O3 C5 C4 116.2(3)
C5 C6 N1 124.1(2)
C5 C6 C7 107.7(3)
N1 C6 C7 128.1(3)
C8 C7 C6 106.5(3)
C7 C8 O3 110.3(2)
C7 C8 C9 134.0(3)
O3 C8 C9 115.8(3)
C12 C11 C16 119.7(3)
C12 C11 S2 120.5(2)
C16 C11 S2 119.6(3)
C11 C12 C13 120.4(3)
C12 C13 C14 121.1(4)
C13 C14 C15 117.6(4)
C13 C14 C17 121.4(4)
C15 C14 C17 120.9(4)
C16 C15 C14 121.8(3)
C15 C16 C11 119.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.702(4)
S1 C4 1.722(3)
N1 C6 1.418(3)
N1 S2 1.625(3)
O1 S2 1.443(2)
C1 C2 1.329(6)
S2 O2 1.424(2)
S2 C11 1.753(3)
C2 C3 1.450(5)
O3 C5 1.371(3)
O3 C8 1.380(4)
C3 C4 1.450(5)
C4 C5 1.442(4)
C5 C6 1.360(4)
C6 C7 1.421(4)
C7 C8 1.332(4)
C8 C9 1.493(4)
C11 C12 1.376(4)
C11 C16 1.390(4)
C12 C13 1.377(5)
C13 C14 1.388(5)
C14 C15 1.394(6)
C14 C17 1.495(6)
C15 C16 1.375(5)
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
C4 S1 C1 C2 0.3(4)
C6 N1 S2 O2 54.1(2)
C6 N1 S2 O1 -177.2(2)
C6 N1 S2 C11 -62.3(2)
S1 C1 C2 C3 0.3(5)
C1 C2 C3 C4 -0.8(5)
C2 C3 C4 C5 179.1(3)
C2 C3 C4 S1 1.0(3)
C1 S1 C4 C5 -178.9(3)
C1 S1 C4 C3 -0.8(3)
C8 O3 C5 C6 0.3(3)
C8 O3 C5 C4 -179.3(3)
C3 C4 C5 C6 -176.0(3)
S1 C4 C5 C6 2.0(5)
C3 C4 C5 O3 3.5(4)
S1 C4 C5 O3 -178.6(2)
O3 C5 C6 N1 -177.3(2)
C4 C5 C6 N1 2.2(5)
O3 C5 C6 C7 -0.1(3)
C4 C5 C6 C7 179.4(3)
S2 N1 C6 C5 -106.4(3)
S2 N1 C6 C7 77.0(3)
C5 C6 C7 C8 -0.1(3)
N1 C6 C7 C8 176.9(3)
C6 C7 C8 O3 0.3(4)
C6 C7 C8 C9 -179.7(4)
C5 O3 C8 C7 -0.3(4)
C5 O3 C8 C9 179.6(3)
O2 S2 C11 C12 171.9(3)
O1 S2 C11 C12 41.0(3)
N1 S2 C11 C12 -71.7(3)
O2 S2 C11 C16 -12.5(3)
O1 S2 C11 C16 -143.5(3)
N1 S2 C11 C16 103.9(3)
C16 C11 C12 C13 1.5(6)
S2 C11 C12 C13 177.0(3)
C11 C12 C13 C14 0.2(6)
C12 C13 C14 C15 -2.2(7)
C12 C13 C14 C17 177.5(4)
C13 C14 C15 C16 2.5(7)
C17 C14 C15 C16 -177.2(4)
C14 C15 C16 C11 -0.9(7)
C12 C11 C16 C15 -1.2(6)
S2 C11 C16 C15 -176.7(3)
