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#$Date: 2022-10-03 17:40:12 +0300 (Mon, 03 Oct 2022) $
#$Revision: 278324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/56/2005666.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005666
loop_
_publ_author_name
'Bachechi, F.'
'Coiro, V. M.'
'Delfini, M.'
_publ_section_title
;
 N-[2-(1-Hydrazonoethyl)-3-benzofuranyl]-p-toluenesulfonamide
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2915
_journal_page_last               2917
_journal_paper_doi               10.1107/S0108270196006968
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C17 H17 N3 O3 S1'
_chemical_formula_sum            'C17 H17 N3 O3 S'
_chemical_formula_weight         343.4
_chemical_name_systematic
;
N-[2-(α-Hydrazonomethyl)-3-benzofuranyl]-p-toluene sulfonamide
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           'IntTabIV Tables 2.2A, 2.2C, 2.3.1'
_cell_angle_alpha                90.
_cell_angle_beta                 96.51(3)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   8.160(2)
_cell_length_b                   22.289(4)
_cell_length_c                   9.461(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      18
_cell_measurement_theta_min      14
_cell_volume                     1709.7(6)
_computing_structure_refinement  SHELXTL-Plus
_computing_structure_solution    'SHELXTL-Plus (Sheldrick, 1991)'
_diffrn_ambient_temperature      298
_diffrn_measurement_device       'Syntex P2₁ four-circle'
_diffrn_measurement_method       'profile data from ω'
_diffrn_radiation_monochromator  'equatorial mounted graphite'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6681
_diffrn_reflns_theta_max         28.0
_diffrn_reflns_theta_min         1.5
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.21
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'transparent colourless'
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.28
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.0785
_refine_ls_hydrogen_treatment
'H atoms refined as riding with the parent C atom'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         2289
_refine_ls_R_factor_obs          0.0525
_refine_ls_shift/esd_max         0.153
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'sigma; w = 1/[\s^2^(F^2^)]'
_refine_ls_wR_factor_obs         0.0593
_reflns_number_observed          2289
_reflns_number_total             4543
_reflns_observed_criterion       >3\s(I)
_cod_data_source_file            na1246.cif
_cod_data_source_block           BACH
_cod_original_cell_volume        1709.6(6)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C17 H17 N3 O3 S1'
_cod_database_code               2005666
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
S(1) 0.88417(9) 0.12343(4) 0.30650(8) 4.0
N(1) 0.9306(3) 0.0741(1) 0.1877(3) 4.0
N(2) 0.8897(4) 0.0964(1) -0.1073(3) 5.2
N(3) 0.9154(4) 0.1305(2) -0.2271(3) 6.8
O(1) 0.6760(3) -0.0344(1) -0.0160(2) 4.7
O(3) 0.8569(3) 0.0913(1) 0.4324(2) 5.1
O(4) 1.0133(3) 0.1672(1) 0.3112(3) 5.6
C(2) 0.7674(3) 0.0177(1) 0.0005(3) 3.9
C(3) 0.8213(3) 0.0271(1) 0.1407(3) 3.6
C(4) 0.7641(3) -0.0221(1) 0.2201(3) 3.8
C(5) 0.6751(4) -0.0579(1) 0.1179(3) 4.4
C(6) 0.5973(4) -0.1103(2) 0.1487(4) 5.9
C(7) 0.6169(5) -0.1282(2) 0.2904(4) 6.4
C(8) 0.7097(4) -0.0942(2) 0.3936(4) 6.0
C(9) 0.7818(4) -0.0414(2) 0.3626(3) 4.8
C(10) 0.7977(4) 0.0498(2) -0.1278(3) 4.4
C(11) 0.7251(4) 0.0259(2) -0.2697(3) 6.1
C(12) 0.6978(3) 0.1584(3) 0.2411(3) 3.6
C(13) 0.6993(4) 0.2065(3) 0.1483(3) 4.8
C(14) 0.5540(4) 0.2337(4) 0.0978(4) 5.5
C(15) 0.4045(4) 0.2148(3) 0.1388(3) 4.8
C(16) 0.4058(4) 0.1667(4) 0.2311(4) 5.4
C(17) 0.5518(4) 0.1385(3) 0.2828(3) 4.6
C(18) 0.2444(4) 0.2440(4) 0.0794(4) 7.2
H(1) 1.0341(3) 0.0773(1) 0.1493(3) 3.9
H(31) 0.9925(4) 0.1578(2) -0.2034(3) 5.6
H(32) 0.9055(4) 0.0989(2) -0.3079(3) 11.4
H(6) 0.5352(4) -0.1298(4) 0.0658(4) 7.0
H(7) 0.5549(5) -0.1640(4) 0.3265(4) 10.1
H(8) 0.7229(4) -0.1141(4) 0.4855(4) 6.4
H(9) 0.8566(4) -0.0143(3) 0.4400(3) 5.1
H(111) 0.6433(4) 0.0128(2) -0.2720(3) 6.9
H(112) 0.7989(4) -0.0039(2) -0.2994(3) 6.4
H(113) 0.7207(4) 0.0581(2) -0.3374(3) 6.4
H(13) 0.8148(4) 0.2107(1) 0.1188(3) 8.5
H(14) 0.5485(4) 0.2722(2) 0.0514(4) 7.5
H(16) 0.3057(4) 0.1529(2) 0.2647(4) 7.8
H(17) 0.5555(4) 0.1005(2) 0.3441(3) 4.6
H(181) 0.2470(4) 0.2859(2) 0.1026(4) 6.4
H(182) 0.2302(4) 0.2393(2) -0.0222(4) 6.4
H(183) 0.1543(4) 0.2252(2) 0.1191(4) 6.4
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Carbon .002 .002
O Oxygen .008 .006
H Hydrogen .000 .000
N Nitrogen .004 .003
S Sulfur .110 .124
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 0 1
0 2 2
1 2 0
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O(3) S(1) N(1) 107.70(10) yes
O(4) S(1) N(1) 104.50(10) yes
O(4) S(1) O(3) 119.90(10) yes
C(12) S(1) N(1) 108.20(10) yes
C(12) S(1) O(3) 107.80(10) yes
C(12) S(1) O(4) 108.20(10) yes
C(3) N(1) S(1) 121.6(2) yes
C(10) N(2) N(3) 117.1(3) yes
C(5) O(1) C(2) 106.0(2) yes
C(3) C(2) O(1) 110.5(2) yes
C(10) C(2) O(1) 117.4(2) yes
C(10) C(2) C(3) 132.0(3) yes
C(2) C(3) N(1) 122.8(3) yes
C(4) C(3) N(1) 129.2(2) yes
C(4) C(3) C(2) 107.6(3) yes
C(5) C(4) C(3) 104.4(2) yes
C(9) C(4) C(3) 136.9(3) yes
C(9) C(4) C(5) 118.6(3) yes
C(4) C(5) O(1) 111.5(3) yes
C(6) C(5) O(1) 124.8(3) yes
C(6) C(5) C(4) 123.7(3) yes
C(7) C(6) C(5) 116.3(3) yes
C(8) C(7) C(6) 121.0(4) yes
C(9) C(8) C(7) 122.3(3) yes
C(8) C(9) C(4) 118.1(3) yes
C(2) C(10) N(2) 115.1(3) yes
C(11) C(10) N(2) 125.8(3) yes
C(11) C(10) C(2) 119.1(3) yes
C(13) C(12) S(1) 119.7(2) yes
C(17) C(12) S(1) 120.1(2) yes
C(17) C(12) C(13) 120.2(3) yes
C(14) C(13) C(12) 119.6(3) yes
C(15) C(14) C(13) 121.5(3) yes
C(16) C(15) C(14) 117.9(3) yes
C(18) C(15) C(14) 121.1(3) yes
C(18) C(15) C(16) 121.0(3) yes
C(17) C(16) C(15) 121.4(3) yes
C(16) C(17) C(12) 119.4(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) N(1) 1.648(3) yes
S(1) O(3) 1.428(2) yes
S(1) O(4) 1.433(3) yes
S(1) C(12) 1.758(3) yes
N(1) C(3) 1.413(4) yes
N(2) N(3) 1.401(4) yes
N(2) C(10) 1.284(5) yes
O(1) C(2) 1.379(4) yes
O(1) C(5) 1.372(4) yes
C(2) C(3) 1.366(4) yes
C(2) C(10) 1.453(4) yes
C(3) C(4) 1.438(4) yes
C(4) C(5) 1.392(4) yes
C(4) C(9) 1.407(4) yes
C(5) C(6) 1.378(5) yes
C(6) C(7) 1.390(6) yes
C(7) C(8) 1.390(5) yes
C(8) C(9) 1.362(5) yes
C(10) C(11) 1.502(4) yes
C(12) C(13) 1.387(4) yes
C(12) C(17) 1.370(4) yes
C(13) C(14) 1.369(5) yes
C(14) C(15) 1.387(5) yes
C(15) C(16) 1.381(5) yes
C(15) C(18) 1.510(5) yes
C(16) C(17) 1.386(4) yes
