#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007338.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_2007338
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  872
_journal_page_last  875
_publ_section_title
;
Three Cycloadducts Formed by the Reaction
of Bisphenylazostilbene with Acetylenic and Olefinic Dipolarophiles
;
loop_
_publ_author_name
  'Ramaiah, D.'
  'Rath, Nigam P.'
  'George, M. V.'
_chemical_formula_sum  'C42 H32 N4 O2'
_chemical_formula_weight  624.72
_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  11.12570(10)
_cell_length_b  15.4692(2)
_cell_length_c  18.77650(10)
_cell_angle_alpha  90.00
_cell_angle_beta  91.1350(10)
_cell_angle_gamma  90.00
_cell_volume  3230.91(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  223(2)
_exptl_crystal_density_diffrn  1.284
_diffrn_ambient_temperature  223(2)
_refine_ls_R_factor_obs  .0429
_refine_ls_wR_factor_obs  .0976
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  O1  .21828(8)  .24600(7)  .31725(5)  .0394(2) Uani d . 1 . O
  O2  .24781(9)  .15413(6)  .05174(5)  .0362(2) Uani d . 1 . O
  N1  .14795(9)  .38211(6)  .19702(5)  .0271(2) Uani d . 1 . N
  N2  .04698(9)  .37016(6)  .22910(5)  .0254(2) Uani d . 1 . N
  N3  -.02948(9)  .31035(6)  .21089(5)  .0264(2) Uani d . 1 . N
  N4  .10424(8)  .18935(6)  .19454(5)  .0245(2) Uani d . 1 . N
  C3A  .03719(10)  .25836(7)  .15791(6)  .0234(2) Uani d . 1 . C
  C5  .23371(10)  .19957(8)  .19562(6)  .0241(2) Uani d . 1 . C
  C6  .25848(10)  .26703(8)  .13791(6)  .0239(2) Uani d . 1 . C
  C6A  .14137(10)  .32203(7)  .13525(6)  .0241(2) Uani d . 1 . C
  C7  .01856(11)  .42535(8)  .28891(6)  .0283(3) Uani d . 1 . C
  C8  .10979(12)  .45054(8)  .33541(7)  .0333(3) Uani d . 1 . C
  H8A  .18967(12)  .43336(8)  .32818(7)  .040 Uiso calc R 1 . H
  C9  .08016(15)  .50202(9)  .39324(7)  .0414(3) Uani d . 1 . C
  H9A  .14058(15)  .51961(9)  .42581(7)  .050 Uiso calc R 1 . H
  C10  -.0372(2)  .52748(10)  .40316(8)  .0463(4) Uani d . 1 . C
  H10A  -.0560(2)  .56261(10)  .44223(8)  .056 Uiso calc R 1 . H
  C11  -.12731(15)  .50165(10)  .35600(8)  .0466(4) Uani d . 1 . C
  H11A  -.20703(15)  .51935(10)  .36301(8)  .056 Uiso calc R 1 . H
  C12  -.09992(13)  .44947(9)  .29821(8)  .0372(3) Uani d . 1 . C
  H12A  -.16057(13)  .43097(9)  .26614(8)  .045 Uiso calc R 1 . H
  C13  -.05140(10)  .22294(8)  .10230(6)  .0263(2) Uani d . 1 . C
  C14  -.03203(12)  .14397(9)  .06911(7)  .0341(3) Uani d . 1 . C
  H14A  .03710(12)  .11158(9)  .08073(7)  .041 Uiso calc R 1 . H
  C15  -.11448(14)  .11266(10)  .01879(8)  .0449(4) Uani d . 1 . C
  H15A  -.10051(14)  .05942(10)  -.00371(8)  .054 Uiso calc R 1 . H
  C16  -.21666(14)  .15938(12)  .00175(8)  .0489(4) Uani d . 1 . C
  H16A  -.27189(14)  .13829(12)  -.03257(8)  .059 Uiso calc R 1 . H
  C17  -.23744(14)  .23681(11)  .03511(8)  .0481(4) Uani d . 1 . C
  H17A  -.30749(14)  .26837(11)  .02388(8)  .058 Uiso calc R 1 . H
  C18  -.15550(12)  .26882(9)  .08538(7)  .0358(3) Uani d . 1 . C
  H18A  -.17060(12)  .32178(9)  .10806(7)  .043 Uiso calc R 1 . H
  C19  .04953(10)  .12135(7)  .23087(6)  .0246(2) Uani d . 1 . C
  C20  .11649(12)  .04980(8)  .25403(7)  .0320(3) Uani d . 1 . C
  H20A  .19972(12)  .04807(8)  .24646(7)  .038 Uiso calc R 1 . H
  C21  .06128(14)  -.01846(9)  .28799(8)  .0406(3) Uani d . 1 . C
  H21A  .10752(14)  -.06660(9)  .30206(8)  .049 Uiso calc R 1 . H
  C22  -.06013(14)  -.01748(10)  .30167(8)  .0432(3) Uani d . 1 . C
  H22A  -.09670(14)  -.06400(10)  .32507(8)  .052 Uiso calc R 1 . H
  C23  -.12669(12)  .05381(9)  .28003(8)  .0378(3) Uani d . 1 . C
  H23A  -.20934(12)  .05584(9)  .28935(8)  .045 Uiso calc R 1 . H
  C24  -.07372(11)  .12201(8)  .24496(7)  .0301(3) Uani d . 1 . C
  H24A  -.12093(11)  .16945(8)  .23037(7)  .036 Uiso calc R 1 . H
  C25  .28442(10)  .22973(8)  .26857(6)  .0270(2) Uani d . 1 . C
  C26  .41791(11)  .24166(8)  .27622(6)  .0292(3) Uani d . 1 . C
  C27  .49836(12)  .20664(10)  .22846(8)  .0390(3) Uani d . 1 . C
  H27A  .46975(12)  .17264(10)  .19025(8)  .047 Uiso calc R 1 . H
  C28  .62078(12)  .22166(12)  .23694(9)  .0478(4) Uani d . 1 . C
  H28A  .67480(12)  .19742(12)  .20466(9)  .057 Uiso calc R 1 . H
  C29  .66344(13)  .27184(11)  .29237(9)  .0493(4) Uani d . 1 . C
  H29A  .74639(13)  .28212(11)  .29778(9)  .059 Uiso calc R 1 . H
  C30  .58427(14)  .30712(11)  .34004(9)  .0500(4) Uani d . 1 . C
  H30A  .61347(14)  .34150(11)  .37786(9)  .060 Uiso calc R 1 . H
  C31  .46200(13)  .29204(10)  .33235(8)  .0403(3) Uani d . 1 . C
  H31A  .40858(13)  .31591(10)  .36516(8)  .048 Uiso calc R 1 . H
  C32  .29043(10)  .22434(8)  .06699(6)  .0261(2) Uani d . 1 . C
  C33  .37623(11)  .26793(8)  .01884(6)  .0274(2) Uani d . 1 . C
  C34  .43249(12)  .34592(9)  .03490(7)  .0343(3) Uani d . 1 . C
  H34A  .41639(12)  .37407(9)  .07804(7)  .041 Uiso calc R 1 . H
  C35  .51232(13)  .38255(9)  -.01234(8)  .0395(3) Uani d . 1 . C
  H35A  .55130(13)  .43472(9)  -.00066(8)  .047 Uiso calc R 1 . H
  C36  .53449(13)  .34252(10)  -.07635(7)  .0406(3) Uani d . 1 . C
  H36A  .58747(13)  .36794(10)  -.10864(7)  .049 Uiso calc R 1 . H
  C37  .47910(14)  .26534(11)  -.09302(7)  .0433(3) Uani d . 1 . C
  H37A  .49464(14)  .23810(11)  -.13663(7)  .052 Uiso calc R 1 . H
  C38  .40083(12)  .22776(10)  -.04600(7)  .0363(3) Uani d . 1 . C
  H38A  .36385(12)  .17484(10)  -.05763(7)  .044 Uiso calc R 1 . H
  C39  .13027(10)  .37636(8)  .06714(7)  .0274(2) Uani d . 1 . C
  C40  .16375(12)  .46315(9)  .06936(8)  .0350(3) Uani d . 1 . C
  H40A  .18465(12)  .48879(9)  .11327(8)  .042 Uiso calc R 1 . H
  C41  .16660(14)  .51221(10)  .00745(8)  .0436(3) Uani d . 1 . C
  H41A  .18936(14)  .57068(10)  .00980(8)  .052 Uiso calc R 1 . H
  C42  .13633(14)  .47576(10)  -.05726(8)  .0454(4) Uani d . 1 . C
  H42A  .13882(14)  .50908(10)  -.09907(8)  .054 Uiso calc R 1 . H
  C43  .10229(14)  .39009(10)  -.06054(8)  .0416(3) Uani d . 1 . C
  H43A  .08094(14)  .36523(10)  -.10469(8)  .050 Uiso calc R 1 . H
  C44  .09937(12)  .34026(9)  .00106(7)  .0327(3) Uani d . 1 . C
  H44A  .07644(12)  .28186(9)  -.00178(7)  .039 Uiso calc R 1 . H
  H5  .2712(11)  .1440(9)  .1830(7)  .022(3) Uiso d . 1 . H
  H6  .3253(12)  .3064(8)  .1534(7)  .024(3) Uiso d . 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  .0291(5)  .0614(6)  .0279(5)  -.0007(4)  .0074(4)  -.0052(4)
  O2  .0420(5)  .0325(5)  .0342(5)  -.0041(4)  .0058(4)  -.0056(4)
  N1  .0250(5)  .0280(5)  .0284(5)  -.0019(4)  .0054(4)  -.0025(4)
  N2  .0238(5)  .0256(5)  .0270(5)  .0014(4)  .0027(4)  .0001(4)
  N3  .0231(5)  .0265(5)  .0296(5)  .0003(4)  .0024(4)  -.0014(4)
  N4  .0186(5)  .0268(5)  .0280(5)  .0005(4)  -.0002(4)  .0050(4)
  C3A  .0208(5)  .0247(5)  .0246(5)  .0015(4)  .0011(4)  .0012(4)
  C5  .0200(5)  .0280(6)  .0243(6)  .0015(4)  .0025(4)  .0010(4)
  C6  .0212(5)  .0280(6)  .0226(5)  .0000(4)  .0031(4)  -.0004(4)
  C6A  .0230(5)  .0245(5)  .0248(6)  -.0002(4)  .0023(4)  -.0005(4)
  C7  .0343(6)  .0246(6)  .0262(6)  .0002(5)  .0064(5)  -.0007(5)
  C8  .0370(7)  .0305(6)  .0326(7)  -.0021(5)  .0027(5)  -.0006(5)
  C9  .0601(9)  .0333(7)  .0307(7)  -.0062(6)  -.0002(6)  -.0024(5)
  C10  .0693(11)  .0357(7)  .0344(8)  .0052(7)  .0151(7)  -.0055(6)
  C11  .0490(9)  .0438(8)  .0476(9)  .0100(7)  .0177(7)  -.0042(7)
  C12  .0356(7)  .0374(7)  .0388(7)  .0042(6)  .0067(6)  -.0038(6)
  C13  .0251(6)  .0290(6)  .0247(6)  -.0037(5)  -.0014(4)  .0038(5)
  C14  .0343(7)  .0352(7)  .0328(7)  -.0021(5)  -.0028(5)  -.0024(5)
  C15  .0512(9)  .0468(8)  .0367(8)  -.0113(7)  -.0027(6)  -.0090(6)
  C16  .0442(8)  .0665(11)  .0356(8)  -.0187(8)  -.0128(6)  .0020(7)
  C17  .0348(7)  .0611(10)  .0476(9)  -.0020(7)  -.0160(6)  .0107(7)
  C18  .0314(7)  .0363(7)  .0394(7)  .0015(5)  -.0070(5)  .0066(6)
  C19  .0252(6)  .0262(6)  .0225(5)  -.0013(4)  -.0003(4)  .0006(4)
  C20  .0310(6)  .0324(6)  .0328(7)  .0045(5)  .0034(5)  .0045(5)
  C21  .0469(8)  .0311(7)  .0439(8)  .0048(6)  .0030(6)  .0110(6)
  C22  .0466(8)  .0362(7)  .0468(8)  -.0097(6)  .0034(6)  .0127(6)
  C23  .0292(7)  .0436(8)  .0407(7)  -.0087(6)  .0007(5)  .0067(6)
  C24  .0248(6)  .0321(6)  .0333(7)  -.0014(5)  -.0010(5)  .0046(5)
  C25  .0231(6)  .0323(6)  .0258(6)  .0009(5)  .0023(4)  .0020(5)
  C26  .0241(6)  .0363(7)  .0270(6)  -.0001(5)  -.0015(5)  .0045(5)
  C27  .0248(6)  .0555(9)  .0366(7)  .0031(6)  -.0005(5)  -.0053(6)
  C28  .0242(7)  .0677(10)  .0517(9)  .0044(7)  .0034(6)  .0016(8)
  C29  .0250(7)  .0592(10)  .0633(10)  -.0062(7)  -.0072(7)  .0106(8)
  C30  .0401(8)  .0554(9)  .0540(9)  -.0102(7)  -.0142(7)  -.0048(8)
  C31  .0353(7)  .0480(8)  .0374(7)  -.0014(6)  -.0022(6)  -.0045(6)
  C32  .0244(6)  .0296(6)  .0245(6)  .0039(5)  .0011(4)  -.0001(5)
  C33  .0260(6)  .0319(6)  .0245(6)  .0056(5)  .0042(4)  .0015(5)
  C34  .0366(7)  .0343(7)  .0325(7)  .0010(5)  .0121(5)  -.0032(5)
  C35  .0395(7)  .0343(7)  .0451(8)  .0006(6)  .0138(6)  .0036(6)
  C36  .0389(7)  .0491(8)  .0344(7)  .0070(6)  .0146(6)  .0119(6)
  C37  .0463(8)  .0571(9)  .0269(7)  .0028(7)  .0123(6)  -.0036(6)
  C38  .0383(7)  .0422(7)  .0286(6)  .0014(6)  .0054(5)  -.0049(6)
  C39  .0236(6)  .0286(6)  .0302(6)  .0031(5)  .0042(4)  .0044(5)
  C40  .0344(7)  .0311(6)  .0396(7)  -.0003(5)  .0021(5)  .0042(5)
  C41  .0451(8)  .0325(7)  .0533(9)  -.0018(6)  .0050(7)  .0137(6)
  C42  .0499(9)  .0449(8)  .0416(8)  .0052(7)  .0089(7)  .0186(7)
  C43  .0478(8)  .0469(8)  .0301(7)  .0062(7)  .0037(6)  .0066(6)
  C44  .0368(7)  .0316(6)  .0299(6)  .0020(5)  .0026(5)  .0033(5)
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 C25 . 1.2111(14) ?
  O2 C32 . 1.2170(15) ?
  N1 N2 . 1.2983(13) ?
  N1 C6A . 1.4868(15) ?
  N2 N3 . 1.2980(14) ?
  N2 C7 . 1.4507(15) ?
  N3 C3A . 1.4886(14) ?
  N4 C19 . 1.3995(15) ?
  N4 C5 . 1.4489(14) ?
  N4 C3A . 1.4659(14) ?
  C3A C13 . 1.524(2) ?
  C3A C6A . 1.586(2) ?
  C5 C6 . 1.533(2) ?
  C5 C25 . 1.543(2) ?
  C6 C32 . 1.534(2) ?
  C6 C6A . 1.556(2) ?
  C6A C39 . 1.533(2) ?
  C7 C8 . 1.382(2) ?
  C7 C12 . 1.384(2) ?
  C8 C9 . 1.391(2) ?
  C9 C10 . 1.380(2) ?
  C10 C11 . 1.383(2) ?
  C11 C12 . 1.391(2) ?
  C13 C18 . 1.390(2) ?
  C13 C14 . 1.390(2) ?
  C14 C15 . 1.391(2) ?
  C15 C16 . 1.379(2) ?
  C16 C17 . 1.373(2) ?
  C17 C18 . 1.390(2) ?
  C19 C20 . 1.399(2) ?
  C19 C24 . 1.402(2) ?
  C20 C21 . 1.384(2) ?
  C21 C22 . 1.380(2) ?
  C22 C23 . 1.385(2) ?
  C23 C24 . 1.382(2) ?
  C25 C26 . 1.501(2) ?
  C26 C27 . 1.389(2) ?
  C26 C31 . 1.392(2) ?
  C27 C28 . 1.388(2) ?
  C28 C29 . 1.375(2) ?
  C29 C30 . 1.381(2) ?
  C30 C31 . 1.385(2) ?
  C32 C33 . 1.489(2) ?
  C33 C34 . 1.390(2) ?
  C33 C38 . 1.399(2) ?
  C34 C35 . 1.389(2) ?
  C35 C36 . 1.379(2) ?
  C36 C37 . 1.377(2) ?
  C37 C38 . 1.381(2) ?
  C39 C40 . 1.394(2) ?
  C39 C44 . 1.397(2) ?
  C40 C41 . 1.389(2) ?
  C41 C42 . 1.375(2) ?
  C42 C43 . 1.379(2) ?
  C43 C44 . 1.391(2) ?