data_2200306
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o399
_journal_page_last  o401
_publ_section_title
;
9-(2-Methoxybenzylidene)-6-(2-methoxyphenyl)-4,8-diphenyl-2-oxa-
3,7-diazaspiro[4.4]nona-3,7-dien-1-one
;
loop_
_publ_author_name
  'Bruno, Giuseppe'
  "Nicol\'o, Francesco"
  'Rotondo, Archimede'
  'Foti, Francesco'
  'Risitano, Francesco'
  'Grassi, Giovanni'
  'Bilardo, Cristina'
_chemical_formula_moiety  'C33 H26 N2 O4'
_chemical_formula_sum  'C33 H26 N2 O4'
_chemical_formula_iupac  'C33 H26 N2 O4'
_chemical_formula_weight  514.56
_symmetry_cell_setting  'Triclinic'
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  9.127(2)
_cell_length_b  10.450(3)
_cell_length_c  14.632(3)
_cell_angle_alpha  99.172(19)
_cell_angle_beta  101.131(17)
_cell_angle_gamma  101.239(18)
_cell_volume  1314.6(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.300
_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
  O1  -.10977(17)  .19704(15)  .05703(10)  .0697(4) Uani d . 1 . . O
  O2  .06428(19)  .08620(16)  .10916(11)  .0778(5) Uani d . 1 . . O
  O3  -.44275(16)  .06542(16)  .18440(11)  .0767(5) Uani d . 1 . . O
  O4  .13162(16)  .62202(13)  .38007(11)  .0627(4) Uani d . 1 . . O
  N1  -.1893(2)  .28770(18)  .09999(12)  .0623(5) Uani d . 1 . . N
  N2  -.01940(19)  .05973(15)  .33299(11)  .0522(5) Uani d . 1 . . N
  C1  -.0554(2)  .20630(18)  .22057(13)  .0427(5) Uani d . 1 . . C
  C2  -.1566(2)  .29628(19)  .19064(14)  .0472(5) Uani d . 1 . . C
  C3  -.0222(2)  .1529(2)  .12636(15)  .0546(6) Uani d . 1 . . C
  C4  -.1401(2)  .08823(18)  .26221(13)  .0465(5) Uani d . 1 . . C
  H4A  -.2103  .1237  .2968  .056 Uiso calc R 1 . . H
  C5  .1027(2)  .15468(18)  .35306(13)  .0438(5) Uani d . 1 . . C
  C6  .0927(2)  .26075(18)  .29690(13)  .0416(5) Uani d . 1 . . C
  C7  -.2340(2)  -.03312(19)  .18993(14)  .0502(5) Uani d . 1 . . C
  C8  -.1717(3)  -.1378(2)  .16066(17)  .0764(7) Uani d . 1 . . C
  H8A  -.0686  -.1329  .1857  .092 Uiso calc R 1 . . H
  C9  -.2581(4)  -.2496(3)  .0953(2)  .1033(10) Uani d . 1 . . C
  H9A  -.2135  -.3189  .0758  .124 Uiso calc R 1 . . H
  C10  -.4097(4)  -.2574(3)  .0596(2)  .1042(10) Uani d . 1 . . C
  H10A  -.4689  -.3329  .0157  .125 Uiso calc R 1 . . H
  C11  -.4760(3)  -.1553(3)  .08741(18)  .0842(8) Uani d . 1 . . C
  H11A  -.5796  -.1618  .0626  .101 Uiso calc R 1 . . H
  C12  -.3888(3)  -.0427(2)  .15233(16)  .0594(6) Uani d . 1 . . C
  C13  -.5991(3)  .0641(3)  .1489(2)  .1016(9) Uani d . 1 . . C
  H13A  -.6206  .1455  .1775  .122 Uiso calc R 1 . . H
  H13B  -.6633  -.0101  .1640  .122 Uiso calc R 1 . . H
  H13C  -.6192  .0558  .0811  .122 Uiso calc R 1 . . H
  C14  -.2262(2)  .38041(18)  .25122(15)  .0484(5) Uani d . 1 . . C
  C15  -.3275(3)  .4497(2)  .21214(18)  .0766(7) Uani d . 1 . . C
  H15A  -.3502  .4449  .1467  .092 Uiso calc R 1 . . H
  C16  -.3958(3)  .5264(3)  .2692(3)  .0960(10) Uani d . 1 . . C
  H16A  -.4638  .5729  .2418  .115 Uiso calc R 1 . . H
  C17  -.3644(3)  .5347(2)  .3659(2)  .0851(8) Uani d . 1 . . C
  H17A  -.4125  .5847  .4038  .102 Uiso calc R 1 . . H
  C18  -.2614(3)  .4686(2)  .40581(19)  .0758(7) Uani d . 1 . . C
  H18A  -.2376  .4749  .4713  .091 Uiso calc R 1 . . H
  C19  -.1932(3)  .3928(2)  .34877(16)  .0621(6) Uani d . 1 . . C
  H19A  -.1229  .3488  .3767  .075 Uiso calc R 1 . . H
  C20  .2378(2)  .15512(17)  .42693(13)  .0435(5) Uani d . 1 . . C
  C21  .3866(2)  .19547(19)  .41597(15)  .0546(6) Uani d . 1 . . C
  H21A  .4024  .2241  .3609  .066 Uiso calc R 1 . . H
  C22  .5108(2)  .1935(2)  .48570(17)  .0656(7) Uani d . 1 . . C
  H22A  .6098  .2197  .4771  .079 Uiso calc R 1 . . H
  C23  .4892(3)  .1531(2)  .56798(17)  .0685(7) Uani d . 1 . . C
  H23A  .5732  .1537  .6157  .082 Uiso calc R 1 . . H
  C24  .3423(3)  .1118(2)  .57934(15)  .0615(6) Uani d . 1 . . C
  H24A  .3271  .0829  .6344  .074 Uiso calc R 1 . . H
  C25  .2183(2)  .11304(17)  .50995(14)  .0509(5) Uani d . 1 . . C
  H25A  .1197  .0852  .5186  .061 Uiso calc R 1 . . H
  C26  .1870(2)  .38002(18)  .31301(13)  .0476(5) Uani d . 1 . . C
  H26A  .2679  .4026  .3666  .057 Uiso calc R 1 . . H
  C27  .1740(2)  .48004(19)  .25258(15)  .0488(5) Uani d . 1 . . C
  C28  .1902(2)  .4540(2)  .15946(16)  .0660(6) Uani d . 1 . . C
  H28A  .2097  .3729  .1348  .079 Uiso calc R 1 . . H
  C29  .1778(3)  .5481(3)  .10244(18)  .0778(7) Uani d . 1 . . C
  H29A  .1879  .5301  .0399  .093 Uiso calc R 1 . . H
  C30  .1504(3)  .6678(3)  .1399(2)  .0799(8) Uani d . 1 . . C
  H30A  .1410  .7306  .1020  .096 Uiso calc R 1 . . H
  C31  .1365(2)  .6964(2)  .23166(18)  .0678(7) Uani d . 1 . . C
  H31A  .1197  .7787  .2562  .081 Uiso calc R 1 . . H
  C32  .1475(2)  .6025(2)  .28819(16)  .0534(6) Uani d . 1 . . C
  C33  .0652(3)  .7288(2)  .41123(17)  .0815(8) Uani d . 1 . . C
  H33A  .0604  .7320  .4765  .122 Uiso calc R 1 . . H
  H33C  -.0366  .7150  .3726  .122 Uiso calc R 1 . . H
  H33D  .1270  .8115  .4056  .122 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
  O1  .0692(11)  .0961(12)  .0420(9)  .0187(10)  .0065(8)  .0176(8)
  O2  .0702(11)  .0891(12)  .0728(12)  .0252(10)  .0191(9)  .0017(9)
  O3  .0398(9)  .0899(12)  .0910(12)  .0117(9)  -.0002(9)  .0142(10)
  O4  .0714(11)  .0528(9)  .0639(10)  .0198(8)  .0061(8)  .0172(8)
  N1  .0555(12)  .0834(13)  .0501(12)  .0187(11)  .0043(10)  .0263(10)
  N2  .0473(11)  .0515(10)  .0534(11)  .0050(9)  -.0001(9)  .0209(8)
  C1  .0385(11)  .0499(11)  .0393(11)  .0091(9)  .0035(9)  .0160(9)
  C2  .0390(12)  .0538(12)  .0451(12)  .0035(10)  -.0010(10)  .0220(10)
  C3  .0454(14)  .0619(14)  .0494(14)  .0053(12)  .0036(12)  .0090(11)
  C4  .0404(12)  .0490(12)  .0467(12)  .0054(10)  .0005(10)  .0179(10)
  C5  .0428(12)  .0437(11)  .0437(12)  .0084(10)  .0049(10)  .0140(9)
  C6  .0389(12)  .0428(11)  .0417(11)  .0084(9)  .0042(9)  .0123(9)
  C7  .0427(13)  .0465(12)  .0531(13)  .0009(10)  -.0025(11)  .0140(10)
  C8  .0692(17)  .0556(15)  .0890(18)  .0135(14)  -.0092(15)  .0045(13)
  C9  .116(3)  .0648(18)  .107(2)  .0165(18)  -.006(2)  -.0032(17)
  C10  .110(3)  .073(2)  .087(2)  -.0171(19)  -.017(2)  -.0099(16)
  C11  .0605(17)  .089(2)  .0777(18)  -.0130(16)  -.0094(15)  .0132(16)
  C12  .0466(14)  .0621(15)  .0586(14)  -.0035(12)  .0003(12)  .0152(12)
  C13  .0485(16)  .144(3)  .110(2)  .0258(17)  .0029(16)  .0354(19)
  C14  .0402(12)  .0450(11)  .0604(14)  .0078(10)  .0063(11)  .0211(10)
  C15  .0726(17)  .0775(16)  .0789(17)  .0307(15)  -.0030(15)  .0226(14)
  C16  .0678(19)  .0796(19)  .139(3)  .0383(16)  .004(2)  .016(2)
  C17  .0696(19)  .0610(16)  .128(3)  .0144(14)  .0401(19)  .0101(17)
  C18  .093(2)  .0602(15)  .0859(18)  .0224(15)  .0390(16)  .0205(14)
  C19  .0717(17)  .0591(14)  .0653(16)  .0242(13)  .0220(13)  .0224(12)
  C20  .0421(12)  .0380(11)  .0462(12)  .0065(9)  -.0005(10)  .0126(9)
  C21  .0505(14)  .0588(13)  .0568(14)  .0135(11)  .0057(12)  .0255(11)
  C22  .0425(14)  .0680(15)  .0871(18)  .0117(11)  .0045(13)  .0321(14)
  C23  .0550(16)  .0624(14)  .0770(17)  .0052(12)  -.0157(13)  .0300(13)
  C24  .0647(16)  .0606(14)  .0550(14)  .0064(12)  -.0015(13)  .0281(11)
  C25  .0457(13)  .0465(12)  .0564(13)  .0034(10)  .0022(11)  .0194(10)
  C26  .0448(12)  .0482(12)  .0461(12)  .0087(10)  -.0005(10)  .0152(10)
  C27  .0408(12)  .0475(12)  .0523(13)  .0016(10)  -.0001(10)  .0177(10)
  C28  .0644(16)  .0661(15)  .0627(16)  .0021(12)  .0095(13)  .0221(13)
  C29  .0784(19)  .0881(19)  .0638(16)  -.0014(15)  .0134(14)  .0354(15)
  C30  .0794(19)  .0803(19)  .0777(19)  .0048(15)  -.0002(15)  .0489(16)
  C31  .0657(16)  .0562(14)  .0778(18)  .0078(12)  -.0008(14)  .0320(13)
  C32  .0451(13)  .0532(13)  .0559(14)  .0033(11)  -.0022(11)  .0210(11)
  C33  .0901(19)  .0718(16)  .0862(19)  .0351(15)  .0136(15)  .0147(14)
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
  O1 C3 . 1.364(2) yes
  O1 N1 . 1.440(2) yes
  O2 C3 . 1.187(2) yes
  O3 C12 . 1.369(3) yes
  O3 C13 . 1.417(2) yes
  O4 C32 . 1.367(2) yes
  O4 C33 . 1.425(2) yes
  N1 C2 . 1.287(2) yes
  N2 C5 . 1.289(2) yes
  N2 C4 . 1.470(2) yes
  C1 C2 . 1.498(2) yes
  C1 C3 . 1.512(3) yes
  C1 C6 . 1.520(2) yes
  C1 C4 . 1.594(2) yes
  C2 C14 . 1.466(3) ?
  C4 C7 . 1.503(3) yes
  C5 C20 . 1.473(2) yes
  C5 C6 . 1.488(2) yes
  C6 C26 . 1.327(2) yes
  C7 C8 . 1.374(3) ?
  C7 C12 . 1.392(3) ?
  C8 C9 . 1.376(3) ?
  C9 C10 . 1.364(4) ?
  C10 C11 . 1.371(4) ?
  C11 C12 . 1.381(3) ?
  C14 C15 . 1.377(3) ?
  C14 C19 . 1.380(3) ?
  C15 C16 . 1.382(3) ?
  C16 C17 . 1.373(4) ?
  C17 C18 . 1.368(3) ?
  C18 C19 . 1.376(3) ?
  C20 C25 . 1.387(2) ?
  C20 C21 . 1.389(3) ?
  C21 C22 . 1.377(3) ?
  C22 C23 . 1.374(3) ?
  C23 C24 . 1.376(3) ?
  C24 C25 . 1.370(3) ?
  C26 C27 . 1.480(2) yes
  C27 C32 . 1.388(3) ?
  C27 C28 . 1.389(3) ?
  C28 C29 . 1.395(3) ?
  C29 C30 . 1.372(3) ?
  C30 C31 . 1.363(3) ?
  C31 C32 . 1.386(3) ?