#------------------------------------------------------------------------------
#$Date: 2018-06-14 04:32:00 +0300 (Thu, 14 Jun 2018) $
#$Revision: 208360 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/20/2002040.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_2002040
loop_
_publ_author_name
'Prout, K.'
'Burns, K.'
'Watkin, D. J.'
'Durant, G. J.'
'Brown, T. H.'
_publ_section_title
;
 Structure of oxmetidine dihydrochloride (SKF 92994)
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              44
_journal_page_last               46
_journal_paper_doi               10.1107/S0108270192003548
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C19 H23 Cl2 N5 O3 S'
_chemical_formula_weight         472.4
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_cell_angle_alpha                108.42(2)
_cell_angle_beta                 93.28(2)
_cell_angle_gamma                100.3(3)
_cell_formula_units_Z            2
_cell_length_a                   8.291(2)
_cell_length_b                   10.759(3)
_cell_length_c                   13.169(3)
_cell_volume                     1088.4(14)
_diffrn_radiation_type           Mo
_diffrn_radiation_wavelength     0.7107
_exptl_absorpt_coefficient_mu    0.42
_exptl_crystal_density_diffrn    1.44
_exptl_crystal_F_000             492
_cod_data_source_file            ha0106.cif
_cod_data_source_block           ha0106_structure_1_of_1
_cod_depositor_comments
;
 Updating space group information and adding the symmetry operation list.

 Antanas Vaitkus,
 2018-06-14
;
_cod_original_cell_volume        1088.6
_cod_original_formula_sum        'C19 H23 Cl2 N5 O3 S1'
_cod_database_code               2002040
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-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) .8263(4) .0424(3) .1490(2) .0419
C(2) .7135(3) .0100(2) .2252(2) .0315
N(3) .7714(3) -.0097(2) .3185(2) .0371
C(4) .6470(4) -.0337(3) .3731(2) .0423
N(5) .5109(3) -.0305(2) .3185(2) .0363
C(6) .5478(3) -.0026(2) .2255(2) .0296
C(7) .4156(3) .0068(3) .1488(2) .0353
S(8) .45180(10) .16360(10) .12050(10) .0380
C(9) .4594(4) .2851(3) .2527(2) .0362
C(10) .2895(4) .2955(3) .2847(2) .0365
N(11) .2983(3) .4099(2) .3828(2) .0337
C(12) .2239(3) .4080(2) .4683(2) .0280
N(13) .2140(3) .5247(2) .5428(2) .0307
C(14) .1335(3) .5386(3) .6348(2) .0308
O(15) .1242(3) .6498(2) .6922(2) .0429
C(16) .0642(3) .4135(3) .6509(2) .0300
C(17) .0753(3) .2994(3) .5752(2) .0329
N(18) .1530(3) .2953(2) .4846(2) .0320
C(19) -.0252(3) .4156(3) .7481(2) .0370
C(20) .0869(3) .4318(3) .8490(2) .0317
C(21) .1803(4) .5573(3) .9115(2) .0379
C(22) .2720(4) .5656(3) 1.0039(2) .0377
O(23) .3685(3) .6781(2) 1.0797(2) .0558
C(24) .4408(4) .6333(3) 1.1588(2) .0472
O(25) .3741(3) .4941(2) 1.1325(2) .0488
C(26) .2757(4) .4565(3) 1.0354(2) .0373
C(27) .1869(4) .3321(3) .9760(3) .0449
C(28) .0913(4) .3221(3) .8812(2) .0399
Cl(29) .14450(10) -.00710(10) .36880(10) .0315
Cl(30) .57600(10) .27620(10) .54690(10) .0439
H(1) .774(5) .007(4) .080(3) ?
H(2) .916(5) -.009(4) .139(3) ?
H(3) .874(5) .132(4) .172(3) ?
H(4) .876(5) -.010(4) .333(3) ?
H(5) .652(5) -.050(4) .438(3) ?
H(6) .414(5) -.036(4) .343(3) ?
H(7) .309(5) -.007(4) .175(3) ?
H(8) .408(5) -.067(4) .076(3) ?
H(9) .518(5) .261(4) .303(3) ?
H(10) .519(5) .371(4) .250(3) ?
H(11) .222(5) .306(4) .221(3) ?
H(12) .231(5) .215(4) .295(3) ?
H(13) .339(5) .488(4) .383(3) ?
H(14) .256(5) .591(4) .531(3) ?
H(15) .030(5) .213(4) .580(3) ?
H(16) .165(5) .214(4) .446(3) ?
H(17) -.075(5) .495(4) .766(3) ?
H(18) -.102(5) .337(4) .731(3) ?
H(19) .175(5) .633(4) .889(3) ?
H(20) .411(5) .684(4) 1.228(3) ?
H(21) .559(5) .643(4) 1.157(3) ?
H(22) .183(5) .256(4) .998(3) ?
H(23) .025(5) .238(4) .836(3) ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(1) C(2) N(3) 122.0(2)
C(1) C(2) C(6) 132.0(2)
C(6) C(2) N(3) 105.9(2)
C(2) N(3) C(4) 110.0(2)
N(3) C(4) N(5) 107.7(2)
C(4) N(5) C(6) 109.8(2)
N(5) C(6) C(2) 106.5(2)
N(5) C(6) C(7) 121.0(2)
C(2) C(6) C(7) 132.5(2)
C(6) C(7) S(8) 113.7(2)
C(7) S(8) C(9) 102.00(10)
S(8) C(9) C(10) 112.1(2)
C(9) C(10) N(11) 110.7(2)
C(10) N(11) C(12) 125.9(2)
N(11) C(12) N(13) 119.2(2)
N(11) C(12) N(18) 123.5(2)
N(13) C(12) N(18) 117.3(2)
C(12) N(13) C(14) 125.8(2)
N(13) C(14) C(16) 114.7(2)
N(13) C(14) O(15) 119.4(2)
O(15) C(14) C(16) 125.9(2)
C(14) C(16) C(17) 118.0(2)
C(14) C(16) C(19) 119.7(2)
C(17) C(16) C(19) 122.3(2)
C(16) C(17) N(18) 123.2(2)
C(17) N(18) C(12) 121.0(2)
C(16) C(19) C(20) 114.2(2)
C(19) C(20) C(21) 120.7(2)
C(19) C(20) C(28) 119.5(2)
C(21) C(20) C(28) 119.8(2)
C(20) C(21) C(22) 117.5(2)
C(21) C(22) O(23) 128.0(3)
C(21) C(22) C(26) 122.4(3)
O(23) C(22) C(26) 109.6(2)
C(22) O(23) C(24) 106.2(2)
O(23) C(24) O(25) 108.1(2)
C(24) O(25) C(26) 105.9(2)
O(25) C(26) C(27) 128.1(3)
O(25) C(26) C(22) 110.1(2)
C(22) C(26) C(27) 121.7(3)
C(26) C(27) C(28) 116.6(3)
C(27) C(28) C(20) 122.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C(1) C(2) 1.488(4)
C(2) N(3) 1.385(3)
N(3) C(4) 1.324(4)
C(4) N(5) 1.315(4)
N(5) C(6) 1.387(3)
C(6) C(2) 1.357(3)
C(6) C(7) 1.486(4)
C(7) S(8) 1.818(3)
S(8) C(9) 1.806(3)
C(9) C(10) 1.507(4)
C(10) N(11) 1.464(3)
N(11) C(12) 1.318(3)
C(12) N(13) 1.347(3)
N(13) C(14) 1.396(3)
C(14) O(15) 1.215(3)
C(14) C(16) 1.451(4)
C(16) C(17) 1.337(4)
C(17) N(18) 1.380(3)
N(18) C(12) 1.337(3)
C(16) C(19) 1.512(4)
C(19) C(20) 1.521(4)
C(20) C(21) 1.397(4)
C(21) C(22) 1.368(4)
C(22) O(23) 1.378(3)
O(23) C(24) 1.424(4)
C(24) O(25) 1.428(4)
O(25) C(26) 1.379(3)
C(26) C(22) 1.367(4)
C(26) C(27) 1.366(4)
C(27) C(28) 1.403(4)
C(28) C(20) 1.379(4)
C(1) H(1) .92(4)
C(1) H(2) 1.00(4)
C(1) H(3) .91(4)
N(3) H(4) .88(4)
C(4) H(5) .92(4)
N(5) H(6) .88(4)
C(7) H(7) .97(4)
C(7) H(8) 1.02(4)
C(9) H(9) .92(4)
C(9) H(10) .98(4)
C(10) H(11) 1.03(4)
C(10) H(12) .97(4)
N(11) H(13) .85(4)
N(13) H(14) .80(4)
C(17) H(15) .96(4)
N(18) H(16) .89(4)
C(19) H(17) .98(4)
C(19) H(18) .92(4)
C(21) H(19) .95(4)
C(24) H(20) .98(4)
C(24) H(21) .97(4)
