#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/50/2005000.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_2005000
loop_
_publ_author_name
'Kettmann, V.'
'Svetlik, J.'
_publ_section_title
;Methyl
 9-Methyl-11-thioxo-8-oxa-10,12-diazatricyclo[7.3.1.0^2,7^]trideca-2,4,6-triene-13-carboxylate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1496
_journal_page_last               1499
_journal_paper_doi               10.1107/S0108270195008924
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C13 H14 N2 O3 S'
_chemical_formula_weight         278.33
_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_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90.92(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.442(3)
_cell_length_b                   10.255(5)
_cell_length_c                   16.128(8)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    293
_cell_measurement_theta_max      17
_cell_measurement_theta_min      6
_cell_volume                     1230.7(10)
_diffrn_measurement_device       'Syntex P2₁'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2466
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        4
_diffrn_standards_interval_count 98
_diffrn_standards_interval_time  100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.26
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_meas      1.50(1)
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.52
_refine_diff_density_min         -0.46
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.23
_refine_ls_hydrogen_treatment
'refU and B~i~'s set (fixed) at B~eq~ of bonded atom'
_refine_ls_number_parameters     214
_refine_ls_number_reflns         1465
_refine_ls_R_factor_obs          0.057
_refine_ls_shift/esd_max         0.02
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)+0.0016F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.065
_reflns_number_observed          1465
_reflns_number_total             2183
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            jz1026.cif
_cod_data_source_block           jz1026a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F)+0.0016F^2^]' 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^(F)+0.0016F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1230.7(8)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2005000
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-y,-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
C(1) .8405(3) .1974(2) .0187(1) 2.77(6)
C(2) .8555(3) .2472(2) -.0677(1) 3.03(6)
C(3) .9146(3) .1698(3) -.1306(2) 3.97(7)
C(4) .9186(4) .2195(3) -.2100(2) 4.99(8)
C(5) .8626(4) .3449(3) -.2266(2) 5.11(9)
C(6) .8060(3) .4229(3) -.1631(2) 3.97(7)
C(7) .8028(3) .3726(2) -.0850(1) 2.81(6)
O(8) .7489(2) .4565(1) -.0235(1) 2.83(4)
C(9) .7190(3) .4065(2) .0595(1) 2.37(6)
N(10) .5490(2) .3416(2) .0601(1) 2.56(5)
C(11) .5221(3) .2145(2) .0433(1) 2.49(5)
N(12) .6612(2) .1421(2) .0300(1) 2.76(5)
C(13) .8669(3) .3085(2) .0794(1) 2.48(6)
C(14) .7109(3) .5265(2) .1104(1) 3.23(6)
S(15) .31245(8) .15641(6) .04113(4) 3.34(2)
C(16) .8751(3) .2637(2) .1668(1) 3.07(6)
O(17) .8605(3) .1544(2) .1886(1) 6.14(7)
O(18) .9098(2) .3591(2) .2181(1) 4.39(5)
C(19) .9509(4) .3328(3) .3055(2) 4.87(9)
H(C1) .9248(32) .1323(23) .0291(15) 2.8
H(C3) .9399(34) .0772(26) -.1226(16) 4.0
H(C4) .9597(38) .1700(28) -.2521(18) 5.0
H(C5) .8813(39) .3843(28) -.2792(18) 5.1
H(C6) .7702(34) .5160(27) -.1733(16) 3.9
H(N10) .4447(31) .3910(24) .0748(14) 2.5
H(N12) .6465(31) .538(24) .0074(14) 2.8
H(C13) .9784(31) .3454(23) .0681(14) 2.4
H1(C14) .8181(32) .5737(24) .1149(15) 3.2
H2(C14) .6736(32) .5069(25) .1658(15) 3.2
H3(C14) .6264(33) .5842(25) .0903(15) 3.2
H1(C19) 1.0234(37) .2868(28) .3153(17) 4.8
H2(C19) .8136(38) .2949(28) .3243(18) 4.8
H3(C19) .9023(38) .4211(27) .3396(18) 4.8
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(12) C(1) C(13) 108.7(2) yes
C(2) C(1) C(13) 109.6(2) yes
C(2) C(1) N(12) 109.3(2) yes
C(1) C(13) C(9) 106.0(2) yes
C(13) C(9) N(10) 109.2(2) yes
C(9) N(10) C(11) 125.3(2) yes
N(10) C(11) N(12) 118.2(2) yes
N(10) C(11) S(15) 119.0(2) yes
N(12) C(11) S(15) 122.7(2) yes
C(11) N(12) C(1) 122.0(2) yes
C(1) C(2) C(7) 119.1(2) yes
C(1) C(2) C(3) 121.6(3) yes
C(2) C(7) O(8) 121.9(2) yes
C(6) C(7) O(8) 116.0(2) yes
C(7) O(8) C(9) 119.5(2) yes
O(8) C(9) C(13) 107.8(2) yes
O(8) C(9) C(14) 103.0(2) yes
C(1) C(13) C(16) 112.6(2) yes
C(9) C(13) C(16) 115.1(2) yes
C(13) C(16) O(17) 125.1(3) yes
C(13) C(16) O(18) 112.1(2) yes
O(17) C(16) O(18) 122.7(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(13) 1.512(3) yes
C(13) C(9) 1.521(3) yes
C(9) N(10) 1.430(3) yes
N(10) C(11) 1.346(3) yes
C(11) N(12) 1.295(3) yes
C(11) S(15) 1.670(2) yes
C(1) N(12) 1.464(3) yes
C(1) C(2) 1.491(4) yes
C(2) C(7) 1.372(3) yes
C(7) O(8) 1.378(3) yes
O(8) C(9) 1.454(3) yes
C(13) C(16) 1.482(4) yes
C(16) O(17) 1.181(3) yes
C(16) O(18) 1.305(3) yes
C(2) C(3) 1.366(4) yes
C(3) C(4) 1.379(4) yes
C(4) C(5) 1.377(5) yes
C(5) C(6) 1.371(4) yes
C(6) C(7) 1.361(4) yes
C(9) C(14) 1.480(4) yes
O(18) C(19) 1.436(3) yes
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(9) N(10) C(11) N(12) 4.1(4) yes
N(10) C(11) N(12) C(1) -10.6(4) yes
C(11) N(12) C(1) C(13) 40.1(3) yes
N(12) C(1) C(13) C(9) -59.5(3) yes
C(1) C(13) C(9) N(10) 53.3(3) yes
C(13) C(9) N(10) C(11) -27.6(3) yes
C(1) C(2) C(7) O(8) 4.8(4) yes
C(2) C(7) O(8) C(9) -9.7(3) yes
C(7) O(8) C(9) C(13) 40.1(3) yes
O(8) C(9) C(13) C(1) -64.5(2) yes
C(9) C(13) C(1) C(2) 60.1(2) yes
C(13) C(1) C(2) C(7) -31.2(3) yes
