#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/51/2005127.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_2005127
loop_
_publ_author_name
'Ergin, Ö.'
'Sillanpää, R.'
'Yeşilada, A.'
_publ_section_title
;
 5-Benzylidene-8-ethylthiocarbamoyl-9-phenyl-7,8-diazabicyclo[4.3.0]non-6-ene
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1770
_journal_page_last               1772
_journal_paper_doi               10.1107/S0108270195015794
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C23 H25 N3 S'
_chemical_formula_weight         375.53
_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_type_scat_source           IntTabIV
_cell_angle_alpha                92.040(10)
_cell_angle_beta                 97.31(2)
_cell_angle_gamma                110.68(2)
_cell_formula_units_Z            2
_cell_length_a                   10.492(2)
_cell_length_b                   11.436(2)
_cell_length_c                   9.3340(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      18.85
_cell_measurement_theta_min      15.15
_cell_volume                     1035.4(3)
_computing_cell_refinement
'TEXSAN (Molecular Structure Corporation, 1989)'
_computing_data_collection
'Rigaku AFC5S Software (Rigaku Corporation, 1988)'
_computing_data_reduction        TEXSAN
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'WINDOWS 3.1'
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'MITHRIL (Gilmore, 1984)'
_diffrn_measurement_device       'Rigaku AFC-5S'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.012
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3865
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        -1.50
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.240
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.15
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.46
_refine_ls_number_parameters     280
_refine_ls_number_reflns         2417
_refine_ls_R_factor_obs          0.037
_refine_ls_shift/esd_max         0.01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 4Fₒ²/σ²(Fₒ²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.044
_reflns_number_observed          2417
_reflns_number_total             3647
_reflns_observed_criterion       I>3.00\s(I)
_cod_data_source_file            jz1081.cif
_cod_data_source_block           jz1081a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' w = 4F~o~^2^/\s^2^(F~o~^2^)'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
4F~o~^2^/\s^2^(F~o~^2^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1035.4(5)
_cod_database_code               2005127
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
S(1) .65597(7) .41236(6) .11466(7) 4.85(3)
N(1) .4258(2) .2435(2) .1714(2) 3.32(6)
N(2) .3446(2) .1674(2) .2657(2) 3.28(7)
N(3) .6082(2) .2894(2) .3516(2) 3.86(8)
C(1) .5607(2) .3117(2) .2189(2) 3.28(8)
C(2) .2177(2) .1397(2) .2113(2) 3.01(8)
C(3) .1966(2) .2055(2) .0788(2) 3.29(8)
C(4) .3429(2) .2609(2) .0386(2) 3.26(8)
C(5) .0991(2) .0747(2) .2851(2) 3.45(8)
C(6) .0243(3) .1627(3) .3161(3) 4.70(10)
C(7) -.0010(3) .2313(3) .1839(3) 5.30(10)
C(8) .1312(3) .2990(3) .1229(3) 4.60(10)
C(9) .7469(3) .3578(3) .4279(3) 4.80(10)
C(10) .7593(4) .4802(3) .5006(3) 7.40(10)
C(11) .3597(2) .1938(2) -.0955(2) 3.39(8)
C(12) .3642(3) .0745(2) -.0946(3) 4.90(10)
C(13) .3677(3) .0109(3) -0.2227(4) 6.40(10)
C(14) .3658(3) .0663(4) -0.3510(4) 7.2(2)
C(15) .3627(3) .1838(4) -0.3520(3) 6.40(10)
C(16) .3603(2) .2483(3) -0.2252(2) 4.60(10)
C(17) .0527(2) -.0462(2) .3112(2) 3.65(9)
C(18) .0980(2) -0.1492(2) .2730(2) 3.35(8)
C(19) .2283(2) -0.1353(2) .2393(3) 4.20(10)
C(20) .2570(2) -0.2362(2) .1891(3) 4.60(10)
C(21) .1578(3) -0.3554(2) .1749(3) 4.70(10)
C(22) .0319(3) -0.3722(2) .2152(3) 4.90(10)
C(23) .0017(2) -0.2714(2) .2634(3) 4.10(10)
H(1) .549(2) .240(2) .401(3) 4.7
H(2) .133(2) .145(2) .003(2) 4.0
H(3) .372(2) .353(2) .028(2) 3.9
H(4) .080(3) .224(2) .399(3) 5.7
H(5) -.067(3) .114(4) .347(3) 5.7
H(6) -.050(3) .286(2) .212(3) 6.5
H(7) -.068(3) .167(3) .109(3) 6.5
H(8) .113(2) .342(2) .038(3) 5.4
H(9) .203(3) .365(2) .200(3) 5.4
H(10) .766(2) .304(2) .499(3) 5.8
H(11) .810(3) .369(2) .358(3) 5.8
H(12) .8508 .5214 .5491 8.8
H(13) .7383 .5312 .4301 8.8
H(14) .6968 .4661 .5689 8.8
H(15) -.032(2) -.074(2) .354(2) 4.2
H(16) .3649 .0359 -0.0062 5.9
H(17) .3714 -0.0709 -0.2218 5.7
H(18) .3667 .0222 -0.4389 8.6
H(19) .3623 .2221 -0.4406 7.6
H(20) .3591 .3309 -0.2271 5.5
H(21) .2985 -0.0543 .2513 5.0
H(22) .3455 -0.2241 .1641 5.5
H(23) .1768 -0.4249 .1376 5.7
H(24) -0.0353 -0.4544 .2097 5.9
H(25) -0.0863 -0.2850 .2908 5.0
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
N(2) N(1) C(1) 119.7(2) no
C(1) N(1) C(4) 126.0(2) no
C(1) N(3) C(9) 124.2(2) no
S(1) C(1) N(3) 124.4(2) no
N(2) C(2) C(3) 114.1(2) no
C(3) C(2) C(5) 119.5(2) no
C(2) C(3) C(8) 106.5(2) no
N(1) C(4) C(3) 100.7(2) no
C(3) C(4) C(11) 112.9(2) no
C(2) C(5) C(17) 127.1(2) no
C(5) C(6) C(7) 112.1(2) no
C(3) C(8) C(7) 110.2(2) no
C(4) C(11) C(12) 121.6(2) no
C(12) C(11) C(16) 118.8(2) no
N(2) N(1) C(4) 112.9(2) no
N(1) N(2) C(2) 107.6(2) no
S(1) C(1) N(1) 120.7(2) no
N(1) C(1) N(3) 114.8(2) no
N(2) C(2) C(5) 124.9(2) no
C(2) C(3) C(4) 102.8(2) no
C(4) C(3) C(8) 116.8(2) no
N(1) C(4) C(11) 112.6(2) no
C(2) C(5) C(6) 109.9(2) no
C(6) C(5) C(17) 122.8(2) no
C(6) C(7) C(8) 112.2(2) no
N(3) C(9) C(10) 112.1(2) no
C(4) C(11) C(16) 119.4(2) no
C(11) C(12) C(13) 120.1(3) no
C(12) C(13) C(14) 120.0(3) no
C(14) C(15) C(16) 120.5(3) no
C(5) C(17) C(18) 131.3(2) no
C(17) C(18) C(23) 117.6(2) no
C(18) C(19) C(20) 121.3(2) no
C(20) C(21) C(22) 119.3(2) no
C(18) C(23) C(22) 121.2(2) no
C(9) N(3) H(1) 117(2) no
C(4) C(3) H(2) 112.0(10) no
N(1) C(4) H(3) 108.0(10) no
C(11) C(4) H(3) 110.0(10) no
C(5) C(6) H(5) 110.0(10) no
C(7) C(6) H(5) 109.0(10) no
C(6) C(7) H(6) 108(2) no
C(8) C(7) H(6) 114(2) no
H(6) C(7) H(7) 105(2) no
C(3) C(8) H(9) 107.0(10) no
C(7) C(8) H(9) 111.0(10) no
N(3) C(9) H(10) 106.0(10) no
C(10) C(9) H(10) 110(2) no
H(10) C(9) H(11) 109(2) no
C(9) C(10) H(13) 109.47 no
H(12) C(10) H(13) 109.47 no
H(13) C(10) H(14) 109.47 no
C(13) C(12) H(16) 119.93 no
C(14) C(13) H(17) 119.99 no
C(15) C(14) H(18) 120.02 no
C(16) C(15) H(19) 119.73 no
C(15) C(16) H(20) 119.74 no
C(18) C(17) H(15) 113.0(10) no
C(20) C(19) H(21) 119.33 no
C(21) C(20) H(22) 119.82 no
C(22) C(21) H(23) 120.37 no
C(23) C(22) H(24) 119.65 no
C(22) C(23) H(25) 119.41 no
C(13) C(14) C(15) 120.0(3) no
C(11) C(16) C(15) 120.5(3) no
C(17) C(18) C(19) 125.4(2) no
C(19) C(18) C(23) 117.0(2) no
C(19) C(20) C(21) 120.4(2) no
C(21) C(22) C(23) 120.7(2) no
C(1) N(3) H(1) 118(2) no
C(2) C(3) H(2) 110.0(10) no
C(8) C(3) H(2) 109.0(10) no
C(3) C(4) H(3) 112.0(10) no
C(5) C(6) H(4) 108(2) no
C(7) C(6) H(4) 111.0(10) no
H(4) C(6) H(5) 107(2) no
C(6) C(7) H(7) 108(2) no
C(8) C(7) H(7) 110(2) no
C(3) C(8) H(8) 109.0(10) no
C(7) C(8) H(8) 111.0(10) no
H(8) C(8) H(9) 108(2) no
N(3) C(9) H(11) 108(2) no
C(10) C(9) H(11) 111(2) no
C(9) C(10) H(12) 109.47 no
C(9) C(10) H(14) 109.47 no
H(12) C(10) H(14) 109.47 no
C(11) C(12) H(16) 119.93 no
C(12) C(13) H(17) 119.99 no
C(13) C(14) H(18) 120.02 no
C(14) C(15) H(19) 119.73 no
C(11) C(16) H(20) 119.74 no
C(5) C(17) H(15) 115.0(10) no
C(18) C(19) H(21) 119.33 no
C(19) C(20) H(22) 119.82 no
C(20) C(21) H(23) 120.37 no
C(21) C(22) H(24) 119.65 no
C(18) C(23) H(25) 119.41 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) C(1) 1.669(2) no
N(1) N(2) 1.408(2) no
N(1) C(1) 1.357(3) no
N(1) C(4) 1.484(3) no
N(2) C(2) 1.284(3) no
N(3) C(1) 1.342(3) no
N(3) C(9) 1.460(3) no
C(2) C(3) 1.503(3) no
C(2) C(5) 1.475(3) no
C(3) C(4) 1.541(3) no
C(3) C(8) 1.530(3) no
C(4) C(11) 1.507(3) no
C(5) C(6) 1.520(3) no
C(5) C(17) 1.337(3) no
C(6) C(7) 1.530(4) no
C(7) C(8) 1.523(4) no
C(9) C(10) 1.490(4) no
C(11) C(12) 1.382(3) no
C(11) C(16) 1.381(3) no
C(12) C(13) 1.389(4) no
C(13) C(14) 1.376(5) no
C(14) C(15) 1.356(5) no
C(15) C(16) 1.380(4) no
C(17) C(18) 1.466(3) no
C(18) C(19) 1.398(3) no
C(18) C(23) 1.397(3) no
C(19) C(20) 1.373(3) no
C(20) C(21) 1.381(3) no
C(21) C(22) 1.370(4) no
C(22) C(23) 1.375(4) no
N(3) H(1) .87(2) no
C(3) H(2) .97(2) no
C(4) H(3) 1.00(2) no
C(6) H(4) .99(3) no
C(6) H(5) 1.00(2) no
C(7) H(6) .98(3) no
C(7) H(7) 1.00(3) no
C(8) H(8) .98(2) no
C(8) H(9) 1.03(3) no
C(9) H(10) .96(3) no
C(9) H(11) .97(3) no
C(10) H(12) .950 no
C(10) H(13) .950 no
C(10) H(14) .950 no
C(12) H(16) .950 no
C(13) H(17) .950 no
C(14) H(18) .950 no
C(15) H(19) .950 no
C(16) H(20) .950 no
C(17) H(15) .98(2) no
C(19) H(21) .950 no
C(20) H(22) .950 no
C(21) H(23) .950 no
C(22) H(24) .950 no
C(23) H(25) .950 no
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
_geom_torsion_publ_flag
C(2) C(3) C(8) C(7) -56.1(3) yes
C(3) C(8) C(7) C(6) 58.9(3) yes
C(3) C(2) C(5) C(6) -51.5(3) yes
C(2) C(5) C(6) C(7) 47.1(3) yes
C(5) C(2) C(3) C(8) 55.8(3) yes
C(5) C(6) C(7) C(8) -53.7(3) yes
C(2) N(2) N(1) C(4) -3.5(2) yes
N(2) C(2) C(3) C(4) 12.5(2) yes
N(2) N(1) C(4) C(3) 10.6(2) yes
N(1) C(4) C(3) C(2) -12.6(2) yes
N(1) N(2) C(2) C(3) -6.0(2) yes
N(2) N(1) C(1) N(3) 6.4(3) yes
S(1) C(1) N(1) N(2) -174.5(2) yes
N(1) C(1) N(3) C(9) -175.7(2) yes
C(3) C(4) C(11) C(12) -72.0(3) yes
C(3) C(4) C(11) C(16) 103.1(2) yes
C(5) C(17) C(18) C(23) -155.5(2) yes
C(5) C(17) C(18) C(19) 21.7(4) yes
