#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/71/2007136.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_2007136
loop_
_publ_author_name
'Elerman, Yalc̨in'
'Elmali, Ayhan'
_publ_section_title
2-Salicylideneamino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              529
_journal_page_last               531
_journal_paper_doi               10.1107/S0108270197013991
_journal_volume                  54
_journal_year                    1998
_chemical_formula_sum            'C16 H14 N2 O S'
_chemical_formula_weight         282.35
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.424(4)
_cell_length_b                   14.303(3)
_cell_length_c                   26.510(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.54
_cell_measurement_theta_min      2.75
_cell_volume                     2815.0(16)
_computing_cell_refinement       SDP
_computing_data_collection       'SDP (Frenz, 1985)'
_computing_data_reduction        SDP
_computing_molecular_graphics
'ORTEPII (Johnson, 1976); PLUTON (Spek, 1991)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0233
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2156
_diffrn_reflns_theta_max         25.63
_diffrn_reflns_theta_min         1.54
_diffrn_standards_decay_%        5.2
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.131
_refine_diff_density_min         -0.508
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.083
_refine_ls_goodness_of_fit_obs   1.238
_refine_ls_hydrogen_treatment    'H atoms: riding with fixed U's '
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         1809
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_restrained_S_obs      1.238
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_obs          .0338
_refine_ls_shift/esd_max         0.003
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0632P)²+0.1935P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0902
_refine_ls_wR_factor_obs         .0876
_reflns_number_observed          1353
_reflns_number_total             1809
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ab1510.cif
_cod_data_source_block           zer2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0632P)^2^+0.1935P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0632P)^2^+0.1935P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2007136
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
S1 .23966(5) .17660(3) .309286(14) .0472(2) Uani d . 1 . S
O1 .1410(2) .04699(9) .11946(5) .0662(4) Uani d . 1 . O
H1O .136(3) .0494(15) .1525(10) .079 Uiso d . 1 . H
N1 .1919(2) .10887(9) .21165(5) .0430(3) Uani d . 1 . N
N2 .0156(2) -.12647(13) .23505(8) .0829(6) Uani d . 1 . N
C1 .2006(2) .13229(12) .10410(6) .0486(4) Uani d . 1 . C
C2 .2051(3) .1503(2) .05301(6) .0648(5) Uani d . 1 . C
H2 .1694 .1045 .0302 .078 Uiso calc . 1 . H
C3 .2622(3) .2359(2) .03566(7) .0727(6) Uani d . 1 . C
H3 .2621 .2480 .0012 .087 Uiso calc . 1 . H
C4 .3192(3) .30349(15) .06855(8) .0723(6) Uani d . 1 . C
H4 .3616 .3604 .0564 .087 Uiso calc . 1 . H
C5 .3133(3) .28674(13) .11947(7) .0613(5) Uani d . 1 . C
H5 .3496 .3333 .1418 .074 Uiso calc . 1 . H
C6 .2535(2) .20071(12) .13850(6) .0453(4) Uani d . 1 . C
C7 .2462(2) .18624(13) .19265(6) .0508(5) Uani d . 1 . C
H7 .2819 .2343 .2141 .061 Uiso calc . 1 . H
C8 .1867(2) .09543(10) .26342(5) .0392(3) Uani d . 1 . C
C9 .1356(2) .01267(10) .28513(6) .0432(4) Uani d . 1 . C
C10 .1446(2) .01298(11) .33919(6) .0462(4) Uani d . 1 . C
C11 .1977(2) .09704(11) .35694(6) .0449(4) Uani d . 1 . C
C12 .2169(2) .12096(15) .41176(6) .0575(5) Uani d . 1 . C
H12A .3266 .1566 .4169 .069 Uiso calc . 1 . H
H12B .1159 .1592 .4224 .069 Uiso calc . 1 . H
C13 .2231(4) .0342(2) .44248(7) .0824(7) Uani d . 1 . C
H13A .3429 .0076 .4401 .099 Uiso calc . 1 . H
H13B .2022 .0504 .4775 .099 Uiso calc . 1 . H
C14 .0903(4) -.0376(2) .42724(8) .0849(7) Uani d . 1 . C
H14A -.0300 -.0129 .4324 .102 Uiso calc . 1 . H
H14B .1039 -.0917 .4490 .102 Uiso calc . 1 . H
C15 .1082(3) -.06890(13) .37268(7) .0645(5) Uani d . 1 . C
H15A .2059 -.1136 .3698 .077 Uiso calc . 1 . H
H15B -.0021 -.0995 .3621 .077 Uiso calc . 1 . H
C16 .0716(3) -.06489(12) .25680(6) .0529(4) Uani d . 1 . C
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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
C8 S1 C11 91.77(8) yes
C1 O1 H1O 106.1(15) ?
C7 N1 C8 121.18(13) yes
O1 C1 C2 118.0(2) yes
O1 C1 C6 121.70(15) yes
C2 C1 C6 120.3(2) ?
C3 C2 C1 120.2(2) ?
C3 C2 H2 119.9(2) ?
C1 C2 H2 119.9(2) ?
C4 C3 C2 120.7(2) ?
C4 C3 H3 119.6(2) ?
C2 C3 H3 119.6(2) ?
C3 C4 C5 119.6(2) ?
C3 C4 H4 120.2(2) ?
C5 C4 H4 120.2(2) ?
C4 C5 C6 121.2(2) ?
C4 C5 H5 119.4(2) ?
C6 C5 H5 119.4(2) ?
C1 C6 C5 118.0(2) ?
C1 C6 C7 122.4(2) ?
C5 C6 C7 119.5(2) ?
N1 C7 C6 121.6(2) yes
N1 C7 H7 119.2(2) ?
C6 C7 H7 119.2(2) ?
C9 C8 N1 122.92(13) yes
C9 C8 S1 110.38(10) yes
N1 C8 S1 126.70(11) yes
C8 C9 C16 123.03(14) ?
C8 C9 C10 113.83(13) ?
C16 C9 C10 123.08(14) ?
C11 C10 C9 111.39(13) ?
C11 C10 C15 122.93(14) ?
C9 C10 C15 125.64(14) ?
C10 C11 C12 124.7(2) ?
C10 C11 S1 112.59(12) yes
C12 C11 S1 122.74(13) yes
C13 C12 C11 110.1(2) ?
C13 C12 H12A 109.6(2) ?
C11 C12 H12A 109.64(15) ?
C13 C12 H12B 109.6(2) ?
C11 C12 H12B 109.64(15) ?
H12A C12 H12B 108.2(2) ?
C14 C13 C12 114.2(2) ?
C14 C13 H13A 108.7(2) ?
C12 C13 H13A 108.7(2) ?
C14 C13 H13B 108.7(2) ?
C12 C13 H13B 108.7(2) ?
H13A C13 H13B 107.6(2) ?
C13 C14 C15 113.9(2) ?
C13 C14 H14A 108.8(2) ?
C15 C14 H14A 108.8(2) ?
C13 C14 H14B 108.8(2) ?
C15 C14 H14B 108.8(2) ?
H14A C14 H14B 107.7(2) ?
C10 C15 C14 110.5(2) ?
C10 C15 H15A 109.5(2) ?
C14 C15 H15A 109.5(2) ?
C10 C15 H15B 109.5(2) ?
C14 C15 H15B 109.5(2) ?
H15A C15 H15B 108.1(2) ?
N2 C16 C9 177.8(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C8 . 1.7265(14) yes
S1 C11 . 1.729(2) yes
O1 C1 . 1.360(2) yes
O1 H1O . .88(2) ?
N1 C7 . 1.281(2) yes
N1 C8 . 1.386(2) yes
N2 C16 . 1.132(2) yes
C1 C2 . 1.379(2) ?
C1 C6 . 1.394(2) ?
C2 C3 . 1.374(3) ?
C2 H2 . .930(2) ?
C3 C4 . 1.369(3) ?
C3 H3 . .930(2) ?
C4 C5 . 1.372(3) ?
C4 H4 . .930(2) ?
C5 C6 . 1.402(3) ?
C5 H5 . .930(2) ?
C6 C7 . 1.452(2) ?
C7 H7 . .930(2) ?
C8 C9 . 1.370(2) ?
C9 C16 . 1.422(2) ?
C9 C10 . 1.435(2) ?
C10 C11 . 1.350(2) ?
C10 C15 . 1.494(2) ?
C11 C12 . 1.500(2) ?
C12 C13 . 1.485(3) ?
C12 H12A . .970(2) ?
C12 H12B . .970(2) ?
C13 C14 . 1.480(4) ?
C13 H13A . .970(3) ?
C13 H13B . .970(2) ?
C14 C15 . 1.520(3) ?
C14 H14A . .970(3) ?
C14 H14B . .970(2) ?
C15 H15A . .970(2) ?
C15 H15B . .970(2) ?
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
O1 C1 C2 C3 179.2(2)
C6 C1 C2 C3 0.1(3)
C1 C2 C3 C4 1.5(3)
C2 C3 C4 C5 -2.3(3)
C3 C4 C5 C6 1.4(3)
O1 C1 C6 C5 179.96(15)
C2 C1 C6 C5 -1.0(2)
O1 C1 C6 C7 -0.9(2)
C2 C1 C6 C7 178.2(2)
C4 C5 C6 C1 0.2(3)
C4 C5 C6 C7 -178.9(2)
C8 N1 C7 C6 179.51(13)
C1 C6 C7 N1 0.6(2)
C5 C6 C7 N1 179.78(15)
C7 N1 C8 C9 -177.63(14)
C7 N1 C8 S1 2.8(2)
C11 S1 C8 C9 1.42(12)
C11 S1 C8 N1 -178.98(13)
N1 C8 C9 C16 -4.4(2)
S1 C8 C9 C16 175.22(13)
N1 C8 C9 C10 178.35(13)
S1 C8 C9 C10 -2.0(2)
C8 C9 C10 C11 1.7(2)
C16 C9 C10 C11 -175.53(15)
C8 C9 C10 C15 -176.0(2)
C16 C9 C10 C15 6.8(2)
C9 C10 C11 C12 178.68(14)
C15 C10 C11 C12 -3.6(3)
C9 C10 C11 S1 -0.6(2)
C15 C10 C11 S1 177.16(13)
C8 S1 C11 C10 -0.47(13)
C8 S1 C11 C12 -179.75(13)
C10 C11 C12 C13 16.8(2)
S1 C11 C12 C13 -164.05(14)
C11 C12 C13 C14 -42.9(2)
C12 C13 C14 C15 58.2(3)
C11 C10 C15 C14 15.1(3)
C9 C10 C15 C14 -167.5(2)
C13 C14 C15 C10 -41.1(3)
C8 C9 C16 N2 -120.(5)
C10 C9 C16 N2 58.(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21209255
