#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/06/8100682.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8100682
loop_
_publ_author_name
'Czaun, M.'
'Ganszky, I.'
'Speier, G.'
'Párkányi, L.'
_publ_section_title
;
Crystal structure of 1H-2-phenyl-3-hydroxy-4-oxoquinoline---dimethyl 
sulfoxide (1:1), C₁₅H₁₁NO₂ · C₂H₆SO
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              379
_journal_page_last               380
_journal_volume                  217
_journal_year                    2002
_chemical_formula_structural     'C15 H11 NO2 . C2 H6 SO'
_chemical_formula_sum            'C17 H17 N O3 S'
_chemical_formula_weight         315.38
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 114.76(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.817(2)
_cell_length_b                   10.953(2)
_cell_length_c                   17.884(2)
_cell_measurement_temperature    293(2)
_cell_volume                     3169.2(8)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.322
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8100682
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y-1/2, -z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.15141(8) 0.11522(11) 0.01805(8) 0.0433(3) Uani 1 4 e d . . .
H1 H 0.1652 0.0507 -0.0049 0.056 Uiso 1 4 e d R . .
C2 C 0.20302(9) 0.17048(13) 0.08925(9) 0.0391(3) Uani 1 4 e d . . .
C3 C 0.18490(9) 0.28881(13) 0.10740(9) 0.0406(3) Uani 1 4 e d . . .
C4 C 0.11083(9) 0.35095(13) 0.05131(9) 0.0431(3) Uani 1 4 e d . . .
C5 C 0.06160(9) 0.28650(13) -0.02303(9) 0.0419(3) Uani 1 4 e d . . .
C6 C 0.08253(9) 0.17156(14) -0.03805(9) 0.0413(3) Uani 1 4 e d . . .
O7 O 0.09068(8) 0.45556(11) 0.06515(8) 0.0633(4) Uani 1 4 e d . . .
O8 O -0.00659(7) 0.34236(11) -0.07993(7) 0.0546(3) Uani 1 4 e d . . .
H8 H -0.0154 0.4087 -0.0585 0.071 Uiso 1 4 e d R . .
C9 C 0.27540(10) 0.10944(15) 0.14447(10) 0.0483(4) Uani 1 4 e d . . .
H9 H 0.2872 0.0308 0.1330 0.063 Uiso 1 4 e calc R . .
C10 C 0.32735(11) 0.16766(17) 0.21452(10) 0.0533(4) Uani 1 4 e d . . .
H10 H 0.3746 0.1277 0.2510 0.069 Uiso 1 4 e calc R . .
C11 C 0.31096(11) 0.28631(17) 0.23259(10) 0.0565(4) Uani 1 4 e d . . .
H11 H 0.3475 0.3250 0.2802 0.073 Uiso 1 4 e calc R . .
C12 C 0.24109(11) 0.34514(15) 0.18013(10) 0.0525(4) Uani 1 4 e d . . .
H12 H 0.2304 0.4238 0.1927 0.068 Uiso 1 4 e calc R . .
C13 C 0.03585(10) 0.10042(15) -0.11469(10) 0.0484(4) Uani 1 4 e d . . .
C14 C 0.07422(13) 0.0683(2) -0.16426(13) 0.0704(6) Uani 1 4 e d . . .
H14 H 0.1282 0.0934 -0.1507 0.091 Uiso 1 4 e calc R . .
C15 C 0.03286(15) -0.0014(3) -0.23450(14) 0.0875(8) Uani 1 4 e d . . .
H15 H 0.0593 -0.0230 -0.2677 0.114 Uiso 1 4 e calc R . .
C16 C -0.04641(13) -0.0383(2) -0.25485(14) 0.0824(7) Uani 1 4 e d . . .
H16 H -0.0740 -0.0855 -0.3017 0.107 Uiso 1 4 e calc R . .
C17 C -0.08519(14) -0.0054(3) -0.20579(17) 0.0956(9) Uani 1 4 e d . . .
H17 H -0.1393 -0.0302 -0.2198 0.124 Uiso 1 4 e calc R . .
C18 C -0.04471(12) 0.0643(2) -0.13567(15) 0.0791(7) Uani 1 4 e d . . .
H18 H -0.0716 0.0866 -0.1030 0.103 Uiso 1 4 e calc R . .
N1' N 0.35448(7) 0.61458(10) 0.45823(7) 0.0364(2) Uani 1 4 e d . . .
H1' H 0.3633 0.5333 0.4777 0.047 Uiso 1 4 e d R . .
C2' C 0.31596(8) 0.66738(12) 0.38237(8) 0.0350(3) Uani 1 4 e d . . .
C3' C 0.33728(8) 0.78646(12) 0.36967(8) 0.0347(3) Uani 1 4 e d . . .
C4' C 0.39832(9) 0.85444(12) 0.43677(8) 0.0361(3) Uani 1 4 e d . . .
C5' C 0.43403(9) 0.79291(12) 0.51437(8) 0.0356(3) Uani 1 4 e d . . .
C6' C 0.41217(8) 0.67545(11) 0.52357(8) 0.0326(3) Uani 1 4 e d . . .
O7' O 0.41809(8) 0.96213(10) 0.42815(7) 0.0570(3) Uani 1 4 e d . . .
O8' O 0.49053(7) 0.85269(10) 0.58075(6) 0.0493(3) Uani 1 4 e d . . .
H8' H 0.5109 0.9064 0.5628 0.064 Uiso 1 4 e d R . .
C9' C 0.25497(10) 0.60255(14) 0.31693(10) 0.0486(4) Uani 1 4 e d . . .
H9' H 0.2406 0.5236 0.3249 0.063 Uiso 1 4 e calc R . .
C10' C 0.21712(11) 0.65757(16) 0.24117(10) 0.0567(4) Uani 1 4 e d . . .
H10' H 0.1761 0.6158 0.1982 0.074 Uiso 1 4 e calc R . .
C11' C 0.23923(12) 0.77567(16) 0.22752(10) 0.0578(4) Uani 1 4 e d . . .
H11' H 0.2142 0.8104 0.1754 0.075 Uiso 1 4 e calc R . .
C12' C 0.29732(10) 0.83941(14) 0.29054(9) 0.0473(4) Uani 1 4 e d . . .
H12' H 0.3109 0.9184 0.2815 0.061 Uiso 1 4 e calc R . .
C13' C 0.44968(8) 0.60930(12) 0.60359(8) 0.0351(3) Uani 1 4 e d . . .
C14' C 0.49538(12) 0.50397(16) 0.61193(10) 0.0518(4) Uani 1 4 e d . . .
H14' H 0.5015 0.4721 0.5666 0.067 Uiso 1 4 e calc R . .
C15' C 0.53212(12) 0.44570(18) 0.68753(11) 0.0586(4) Uani 1 4 e d . . .
H15' H 0.5635 0.3757 0.6928 0.076 Uiso 1 4 e calc R . .
C16' C 0.52263(11) 0.49020(17) 0.75438(10) 0.0520(4) Uani 1 4 e d . . .
H16' H 0.5477 0.4510 0.8050 0.068 Uiso 1 4 e calc R . .
C17' C 0.47590(11) 0.59300(17) 0.74653(9) 0.0522(4) Uani 1 4 e d . . .
H17' H 0.4685 0.6225 0.7917 0.068 Uiso 1 4 e calc R . .
C18' C 0.43963(11) 0.65331(15) 0.67154(9) 0.0459(3) Uani 1 4 e d . . .
H18' H 0.4085 0.7234 0.6668 0.060 Uiso 1 4 e calc R . .
S1 S 0.34062(3) 0.26570(4) 0.45089(3) 0.05584(13) Uani 1 4 e d . . .
O1S O 0.29769(8) 0.37890(11) 0.46019(9) 0.0635(3) Uani 1 4 e d . . .
C1S C 0.37789(16) 0.1880(2) 0.54699(13) 0.0758(6) Uani 1 4 e d . . .
H1S1 H 0.4193 0.2370 0.5884 0.106 Uiso 1 4 e calc R . .
H1S2 H 0.4016 0.1113 0.5422 0.106 Uiso 1 4 e calc R . .
H1S3 H 0.3330 0.1739 0.5622 0.106 Uiso 1 4 e calc R . .
C2S C 0.26041(16) 0.1622(2) 0.39488(16) 0.0826(7) Uani 1 4 e d . . .
H2S1 H 0.2228 0.1562 0.4206 0.116 Uiso 1 4 e calc R . .
H2S2 H 0.2836 0.0833 0.3943 0.116 Uiso 1 4 e calc R . .
H2S3 H 0.2313 0.1911 0.3394 0.116 Uiso 1 4 e calc R . .
S2X S 0.15077(9) 0.73982(12) 0.50143(9) 0.0751(5) Uani 0.467(2) 4 e d P . .
S2Y S 0.16963(8) 0.72602(9) 0.45400(8) 0.0735(4) Uani 0.533(2) 4 e d P . .
O1RX O 0.1953(5) 0.6254(7) 0.4956(4) 0.0739(16) Uani 0.467(2) 4 e d P . .
O1RY O 0.1837(5) 0.6360(6) 0.5217(3) 0.090(2) Uani 0.533(2) 4 e d P . .
C1R C 0.0702(3) 0.7702(4) 0.4112(3) 0.1529(19) Uani 1 4 e d . . .
H1R1 H 0.0732 0.8068 0.3638 0.214 Uiso 1 4 e d R . .
H1R2 H 0.0474 0.8278 0.4365 0.214 Uiso 1 4 e d R . .
H1R3 H 0.0356 0.6991 0.3947 0.214 Uiso 1 4 e d R . .
C2R C 0.2181(2) 0.8622(3) 0.5106(3) 0.1266(14) Uani 1 4 e d . . .
H2R1 H 0.2255 0.9021 0.4664 0.177 Uiso 1 4 e d R . .
H2R2 H 0.2710 0.8417 0.5533 0.177 Uiso 1 4 e d R . .
H2R3 H 0.1894 0.9159 0.5322 0.177 Uiso 1 4 e d R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.3611(19) . ?
N1 C6 1.3647(19) . ?
C2 C3 1.406(2) . ?
C2 C9 1.421(2) . ?
C3 C12 1.409(2) . ?
C3 C4 1.450(2) . ?
C4 O7 1.2559(18) . ?
C4 C5 1.435(2) . ?
C5 O8 1.3602(18) . ?
C5 C6 1.371(2) . ?
C6 C13 1.491(2) . ?
C9 C10 1.364(2) . ?
C10 C11 1.399(3) . ?
C11 C12 1.366(2) . ?
C13 C14 1.373(3) . ?
C13 C18 1.381(3) . ?
C14 C15 1.389(3) . ?
C15 C16 1.364(3) . ?
C16 C17 1.373(3) . ?
C17 C18 1.385(3) . ?
N1' C6' 1.3639(17) . ?
N1' C2' 1.3660(17) . ?
C2' C3' 1.4034(19) . ?
C2' C9' 1.4105(19) . ?
C3' C12' 1.4149(19) . ?
C3' C4' 1.4437(19) . ?
C4' O7' 1.2588(17) . ?
C4' C5' 1.4302(19) . ?
C5' O8' 1.3602(16) . ?
C5' C6' 1.3739(18) . ?
C6' C13' 1.4895(18) . ?
C9' C10' 1.374(2) . ?
C10' C11' 1.403(3) . ?
C11' C12' 1.361(2) . ?
C13' C14' 1.384(2) . ?
C13' C18' 1.387(2) . ?
C14' C15' 1.387(2) . ?
C15' C16' 1.365(3) . ?
C16' C17' 1.372(3) . ?
C17' C18' 1.388(2) . ?
S1 O1S 1.5021(14) . ?
S1 C2S 1.769(2) . ?
S1 C1S 1.778(2) . ?
S2X S2Y 1.0460(16) . ?
S2X O1RY 1.262(7) . ?
S2X O1RX 1.509(7) . ?
S2X C1R 1.683(4) . ?
S2X C2R 1.760(3) . ?
S2Y O1RX 1.301(7) . ?
S2Y O1RY 1.499(6) . ?
S2Y C1R 1.680(4) . ?
S2Y C2R 1.806(4) . ?
O1RX O1RY 0.594(7) . ?
