#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202101.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_2202101
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o240
_journal_page_last  o241
_publ_section_title
;
Spiro[3-(4-chlorophenyl)-4-(4-methylphenyl)-4,5-dihydroisoxazole-5,3'-
flavan-4'-one]
;
loop_
_publ_author_name
  'A. Jeyabharathi'
  'M. N. Ponnuswamy'
  'S. Manikandan'
  'R. Raghunathan'
_chemical_formula_moiety  'C30 H22 Cl N O3'
_chemical_formula_sum  'C30 H22 Cl N O3'
_chemical_formula_iupac  'C30 H22 Cl N O3'
_chemical_formula_weight  479.94
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  14.139(2)
_cell_length_b  10.939(2)
_cell_length_c  16.139(3)
_cell_angle_alpha  90.00
_cell_angle_beta  99.809(13)
_cell_angle_gamma  90.00
_cell_volume  2459.8(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.296
_diffrn_ambient_temperature  293(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  Cl1 0.48394(7) 0.22331(13) 0.11159(9) 0.1291(5) Uani d . 1 . . Cl
  O1 0.97704(12) 0.13999(16) -0.06583(11) 0.0485(4) Uani d . 1 . . O
  N2 0.87833(15) 0.14080(19) -0.05983(13) 0.0485(5) Uani d . 1 . . N
  C3 0.86503(16) 0.2111(2) 0.00077(15) 0.0418(6) Uani d . 1 . . C
  C4 0.95543(16) 0.2687(2) 0.04871(15) 0.0394(5) Uani d . 1 . . C
  H4 0.9480 0.3578 0.0491 0.047 Uiso calc R 1 . . H
  C5 1.02670(16) 0.2337(2) -0.00926(14) 0.0380(5) Uani d . 1 . . C
  O1' 1.17522(12) 0.13481(16) -0.03153(11) 0.0513(5) Uani d . 1 . . O
  C2' 1.12083(17) 0.1750(2) 0.03241(15) 0.0434(6) Uani d . 1 . . C
  H2' 1.1035 0.1010 0.0606 0.052 Uiso calc R 1 . . H
  C4' 1.04242(18) 0.3332(2) -0.07147(15) 0.0441(6) Uani d . 1 . . C
  C5' 1.12448(19) 0.3144(2) -0.11481(16) 0.0475(6) Uani d . 1 . . C
  C6' 1.18628(18) 0.2167(3) -0.09311(16) 0.0485(6) Uani d . 1 . . C
  O7' 0.98721(14) 0.41935(17) -0.08601(12) 0.0621(5) Uani d . 1 . . O
  C6 0.97565(15) 0.2215(2) 0.13861(14) 0.0389(5) Uani d . 1 . . C
  C7 0.95756(17) 0.1020(2) 0.15689(15) 0.0447(6) Uani d . 1 . . C
  H7 0.9316 0.0495 0.1136 0.054 Uiso calc R 1 . . H
  C8 0.97733(19) 0.0582(3) 0.23868(16) 0.0532(7) Uani d . 1 . . C
  H8 0.9646 -0.0231 0.2497 0.064 Uiso calc R 1 . . H
  C9 1.01606(19) 0.1351(3) 0.30439(16) 0.0557(7) Uani d . 1 . . C
  C10 1.03466(19) 0.2546(3) 0.28580(17) 0.0574(7) Uani d . 1 . . C
  H10 1.0613 0.3071 0.3289 0.069 Uiso calc R 1 . . H
  C11 1.01456(17) 0.2980(3) 0.20450(16) 0.0490(6) Uani d . 1 . . C
  H11 1.0272 0.3793 0.1936 0.059 Uiso calc R 1 . . H
  C12 0.76942(17) 0.2185(3) 0.02463(16) 0.0482(6) Uani d . 1 . . C
  C13 0.74637(19) 0.3115(3) 0.07519(17) 0.0596(8) Uani d . 1 . . C
  H13 0.7909 0.3731 0.0920 0.072 Uiso calc R 1 . . H
  C14 0.6577(2) 0.3149(3) 0.1015(2) 0.0740(9) Uani d . 1 . . C
  H14 0.6423 0.3787 0.1348 0.089 Uiso calc R 1 . . H
  C15 0.5936(2) 0.2231(4) 0.0775(2) 0.0761(10) Uani d . 1 . . C
  C16 0.6147(2) 0.1305(3) 0.0273(3) 0.0830(11) Uani d . 1 . . C
  H16 0.5700 0.0691 0.0110 0.100 Uiso calc R 1 . . H
  C17 0.7028(2) 0.1276(3) 0.0002(2) 0.0663(8) Uani d . 1 . . C
  H17 0.7169 0.0645 -0.0344 0.080 Uiso calc R 1 . . H
  C18 1.2625(2) 0.1971(3) -0.13522(18) 0.0651(8) Uani d . 1 . . C
  H18 1.3039 0.1316 -0.1204 0.078 Uiso calc R 1 . . H
  C19 1.2766(2) 0.2736(4) -0.1983(2) 0.0755(9) Uani d . 1 . . C
  H19 1.3271 0.2591 -0.2271 0.091 Uiso calc R 1 . . H
  C20 1.2169(2) 0.3731(3) -0.2203(2) 0.0763(10) Uani d . 1 . . C
  H20 1.2284 0.4264 -0.2623 0.092 Uiso calc R 1 . . H
  C21 1.1408(2) 0.3920(3) -0.17953(17) 0.0621(8) Uani d . 1 . . C
  H21 1.0996 0.4573 -0.1952 0.074 Uiso calc R 1 . . H
  C22 1.18460(17) 0.2495(2) 0.09834(15) 0.0431(6) Uani d . 1 . . C
  C23 1.24024(19) 0.1861(3) 0.16340(17) 0.0601(8) Uani d . 1 . . C
  H23 1.2373 0.1012 0.1648 0.072 Uiso calc R 1 . . H
  C24 1.3003(2) 0.2486(4) 0.22648(19) 0.0758(10) Uani d . 1 . . C
  H24 1.3372 0.2055 0.2701 0.091 Uiso calc R 1 . . H
  C25 1.3053(2) 0.3729(4) 0.2243(2) 0.0768(10) Uani d . 1 . . C
  H25 1.3455 0.4146 0.2667 0.092 Uiso calc R 1 . . H
  C26 1.2513(2) 0.4369(3) 0.1600(2) 0.0717(9) Uani d . 1 . . C
  H26 1.2552 0.5217 0.1585 0.086 Uiso calc R 1 . . H
  C27 1.1908(2) 0.3751(3) 0.09715(18) 0.0558(7) Uani d . 1 . . C
  H27 1.1540 0.4188 0.0538 0.067 Uiso calc R 1 . . H
  C28 1.0350(3) 0.0892(4) 0.39421(18) 0.0894(11) Uani d . 1 . . C
  H28A 1.0179 0.0043 0.3952 0.134 Uiso calc R 1 . . H
  H28B 0.9973 0.1353 0.4273 0.134 Uiso calc R 1 . . H
  H28C 1.1019 0.0988 0.4171 0.134 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  Cl1 0.0696(6) 0.1606(12) 0.1727(12) 0.0128(7) 0.0649(7) 0.0286(9)
  O1 0.0499(10) 0.0450(11) 0.0518(10) -0.0016(8) 0.0121(8) -0.0134(8)
  N2 0.0457(12) 0.0498(14) 0.0489(13) -0.0005(11) 0.0046(10) -0.0032(10)
  C3 0.0441(13) 0.0410(14) 0.0399(13) 0.0024(11) 0.0055(10) -0.0016(11)
  C4 0.0411(12) 0.0330(13) 0.0440(13) 0.0033(10) 0.0074(10) -0.0048(11)
  C5 0.0417(12) 0.0327(13) 0.0398(12) -0.0001(10) 0.0072(10) -0.0059(10)
  O1' 0.0559(11) 0.0477(11) 0.0535(11) 0.0123(9) 0.0185(9) -0.0016(9)
  C2' 0.0451(13) 0.0428(15) 0.0440(13) 0.0054(11) 0.0128(11) -0.0016(11)
  C4' 0.0537(14) 0.0360(14) 0.0431(14) 0.0019(12) 0.0101(11) -0.0028(11)
  C5' 0.0561(15) 0.0454(15) 0.0433(13) -0.0018(13) 0.0151(11) -0.0025(12)
  C6' 0.0513(14) 0.0506(16) 0.0450(14) -0.0019(13) 0.0120(11) -0.0075(13)
  O7' 0.0758(13) 0.0509(12) 0.0629(12) 0.0205(10) 0.0215(10) 0.0121(10)
  C6 0.0387(12) 0.0397(13) 0.0391(12) 0.0019(11) 0.0090(9) -0.0037(11)
  C7 0.0473(14) 0.0418(15) 0.0445(14) 0.0002(12) 0.0068(11) -0.0073(12)
  C8 0.0597(16) 0.0525(17) 0.0480(15) 0.0046(13) 0.0107(12) 0.0048(13)
  C9 0.0549(16) 0.074(2) 0.0374(14) 0.0054(15) 0.0059(12) -0.0015(14)
  C10 0.0592(16) 0.066(2) 0.0461(16) -0.0065(15) 0.0067(13) -0.0127(14)
  C11 0.0494(14) 0.0512(17) 0.0466(14) -0.0077(13) 0.0087(11) -0.0103(13)
  C12 0.0423(13) 0.0537(17) 0.0475(14) 0.0037(12) 0.0042(11) 0.0049(13)
  C13 0.0499(15) 0.072(2) 0.0564(17) 0.0047(15) 0.0069(13) -0.0080(16)
  C14 0.0614(18) 0.098(3) 0.066(2) 0.0167(19) 0.0213(15) -0.003(2)
  C15 0.0538(17) 0.089(3) 0.090(2) 0.0118(18) 0.0270(16) 0.020(2)
  C16 0.0504(17) 0.073(2) 0.125(3) -0.0076(17) 0.0145(19) 0.013(2)
  C17 0.0484(16) 0.0600(19) 0.090(2) -0.0007(15) 0.0094(15) 0.0017(17)
  C18 0.0560(16) 0.080(2) 0.0634(18) 0.0060(16) 0.0227(14) -0.0074(17)
  C19 0.0661(19) 0.100(3) 0.067(2) -0.006(2) 0.0332(16) -0.009(2)
  C20 0.090(2) 0.083(3) 0.063(2) -0.012(2) 0.0340(18) 0.0069(18)
  C21 0.078(2) 0.0568(19) 0.0553(17) -0.0033(16) 0.0214(15) 0.0044(15)
  C22 0.0404(12) 0.0449(15) 0.0456(14) 0.0024(11) 0.0120(10) -0.0001(12)
  C23 0.0530(16) 0.071(2) 0.0549(17) 0.0058(15) 0.0053(13) 0.0110(15)
  C24 0.0596(19) 0.109(3) 0.054(2) 0.0020(19) -0.0047(15) 0.0061(19)
  C25 0.0560(19) 0.113(3) 0.059(2) -0.018(2) 0.0037(16) -0.019(2)
  C26 0.070(2) 0.072(2) 0.071(2) -0.0204(17) 0.0086(17) -0.0184(18)
  C27 0.0581(16) 0.0534(18) 0.0539(16) -0.0023(14) 0.0037(13) -0.0061(14)
  C28 0.107(3) 0.112(3) 0.0469(18) 0.001(2) 0.0074(18) 0.0099(19)
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
  Cl1 C15 . 1.732(3) ?
  O1 N2 . 1.415(2) y
  O1 C5 . 1.469(3) y
  N2 C3 . 1.283(3) y
  C3 C12 . 1.470(3) ?
  C3 C4 . 1.514(3) y
  C4 C6 . 1.520(3) ?
  C4 C5 . 1.536(3) ?
  C4 H4 . 0.9800 ?
  C5 C4' . 1.522(3) y
  C5 C2' . 1.527(3) y
  O1' C6' . 1.366(3) y
  O1' C2' . 1.456(3) y
  C2' C22 . 1.511(3) ?
  C2' H2' . 0.9800 ?
  C4' O7' 1 1.221(3) ?
  C4' O7' . 1.221(3) y
  C4' C5' . 1.468(3) y
  C5' C6' . 1.387(4) y
  C5' C21 . 1.396(4) ?
  C6' C18 . 1.385(4) ?
  C6 C7 . 1.374(3) ?
  C6 C11 . 1.391(3) ?
  C7 C8 . 1.387(3) ?
  C7 H7 . 0.9300 ?
  C8 C9 . 1.391(4) y
  C8 H8 . 0.9300 ?
  C9 C10 . 1.377(4) ?
  C9 C28 . 1.514(4) ?
  C10 C11 . 1.378(4) ?
  C10 H10 . 0.9300 ?
  C11 H11 . 0.9300 ?
  C12 C13 . 1.377(4) ?
  C12 C17 . 1.381(4) ?
  C13 C14 . 1.391(4) ?
  C13 H13 . 0.9300 ?
  C14 C15 . 1.363(5) ?
  C14 H14 . 0.9300 ?
  C15 C16 . 1.361(5) ?
  C16 C17 . 1.388(4) ?
  C16 H16 . 0.9300 ?
  C17 H17 . 0.9300 ?
  C18 C19 . 1.359(4) ?
  C18 H18 . 0.9300 ?
  C19 C20 . 1.385(4) ?
  C19 H19 . 0.9300 ?
  C20 C21 . 1.369(4) ?
  C20 H20 . 0.9300 ?
  C21 H21 . 0.9300 ?
  C22 C27 . 1.377(4) ?
  C22 C23 . 1.386(3) ?
  C23 C24 . 1.389(4) ?
  C23 H23 . 0.9300 ?
  C24 C25 . 1.363(5) ?
  C24 H24 . 0.9300 ?
  C25 C26 . 1.372(4) ?
  C25 H25 . 0.9300 ?
  C26 C27 . 1.386(4) ?
  C26 H26 . 0.9300 ?
  C27 H27 . 0.9300 ?
  C28 H28A . 0.9600 ?
  C28 H28B . 0.9600 ?
  C28 H28C . 0.9600 ?