data_2200191
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o298
_journal_page_last  o299
_publ_section_title
;
Diethyl 2-(acridin-9-ylmethylene)malonate
;
loop_
_publ_author_name
  'Senhaji, Fatima-Zahra'
  'El-Bali, Brahim'
  'Kerbal, Abdelali'
  'Tajdine, Janati'
  'Bitit, Najib'
  'Bolte, Michael'
_chemical_formula_moiety  'C21 H19 N O4'
_chemical_formula_sum  'C21 H19 N O4'
_chemical_formula_iupac  'C21 H19 N O4'
_chemical_formula_weight  349.37
_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  9.8535(7)
_cell_length_b  14.8880(10)
_cell_length_c  12.5317(8)
_cell_angle_alpha  90.00
_cell_angle_beta  108.805(5)
_cell_angle_gamma  90.00
_cell_volume  1740.3(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  173(2)
_exptl_crystal_density_diffrn  1.333
_diffrn_ambient_temperature  173(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
  C1  .26955(12)  .42640(8)  .16720(9)  .0231(2) Uani d . 1 . . C
  C2  .20494(11)  .42147(8)  .25206(9)  .0227(2) Uani d . 1 . . C
  C3  .23026(12)  .35032(8)  .33269(10)  .0262(3) Uani d . 1 . . C
  H3  .2963  .3040  .3319  .031 Uiso calc R 1 . . H
  C4  .16102(13)  .34806(8)  .41057(10)  .0288(3) Uani d . 1 . . C
  H4  .1801  .3007  .4642  .035 Uiso calc R 1 . . H
  C5  .06042(13)  .41579(9)  .41266(10)  .0311(3) Uani d . 1 . . C
  H5  .0122  .4131  .4671  .037 Uiso calc R 1 . . H
  C6  .03282(13)  .48421(8)  .33754(10)  .0289(3) Uani d . 1 . . C
  H6  -.0346  .5291  .3401  .035 Uiso calc R 1 . . H
  C7  .10332(12)  .49015(8)  .25457(9)  .0237(2) Uani d . 1 . . C
  N8  .06857(10)  .55913(7)  .18145(8)  .0259(2) Uani d . 1 . . N
  C9  .13105(12)  .56268(8)  .10047(10)  .0247(2) Uani d . 1 . . C
  C10  .09174(13)  .63450(8)  .02092(10)  .0300(3) Uani d . 1 . . C
  H10  .0262  .6790  .0281  .036 Uiso calc R 1 . . H
  C11  .14732(14)  .63971(9)  -.06492(11)  .0336(3) Uani d . 1 . . C
  H11  .1188  .6873  -.1179  .040 Uiso calc R 1 . . H
  C12  .24739(14)  .57509(9)  -.07665(11)  .0328(3) Uani d . 1 . . C
  H12  .2851  .5797  -.1373  .039 Uiso calc R 1 . . H
  C13  .28964(13)  .50660(8)  -.00138(10)  .0283(3) Uani d . 1 . . C
  H13  .3582  .4644  -.0091  .034 Uiso calc R 1 . . H
  C14  .23219(12)  .49736(8)  .08916(9)  .0236(2) Uani d . 1 . . C
  C15  .36460(12)  .35354(8)  .15277(10)  .0247(2) Uani d . 1 . . C
  H15  .3288  .3176  .0870  .030 Uiso calc R 1 . . H
  C16  .49443(12)  .33298(8)  .22174(9)  .0240(2) Uani d . 1 . . C
  C17  .56797(12)  .25193(8)  .19547(10)  .0245(2) Uani d . 1 . . C
  O17  .51567(9)  .20410(6)  .11525(7)  .0332(2) Uani d . 1 . . O
  O18  .69742(9)  .24075(6)  .27090(7)  .0299(2) Uani d . 1 . . O
  C19  .77218(13)  .15790(8)  .26135(11)  .0310(3) Uani d . 1 . . C
  H19A  .7666  .1477  .1820  .037 Uiso calc R 1 . . H
  H19B  .7279  .1060  .2869  .037 Uiso calc R 1 . . H
  C20  .92543(13)  .16831(9)  .33415(11)  .0344(3) Uani d . 1 . . C
  H20A  .9788  .1136  .3298  .052 Uiso calc R 1 . . H
  H20B  .9295  .1784  .4124  .052 Uiso calc R 1 . . H
  H20C  .9681  .2197  .3079  .052 Uiso calc R 1 . . H
  C21  .57236(12)  .38889(8)  .32314(10)  .0257(3) Uani d . 1 . . C
  O21  .62386(12)  .46068(6)  .31636(8)  .0445(3) Uani d . 1 . . O
  O22  .57564(9)  .34863(6)  .41841(7)  .0311(2) Uani d . 1 . . O
  C23  .65208(15)  .39471(10)  .52345(10)  .0360(3) Uani d . 1 . . C
  H23A  .6350  .4603  .5150  .043 Uiso calc R 1 . . H
  H23B  .7564  .3837  .5439  .043 Uiso calc R 1 . . H
  C24  .59637(16)  .35829(11)  .61253(11)  .0419(3) Uani d . 1 . . C
  H24A  .6457  .3877  .6846  .063 Uiso calc R 1 . . H
  H24B  .6137  .2934  .6199  .063 Uiso calc R 1 . . H
  H24C  .4932  .3699  .5914  .063 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
  C1  .0203(5)  .0239(6)  .0229(6)  -.0018(4)  .0040(4)  -.0029(4)
  C2  .0208(5)  .0231(6)  .0221(5)  -.0014(4)  .0040(4)  -.0023(4)
  C3  .0250(6)  .0246(6)  .0278(6)  .0014(4)  .0069(5)  .0007(5)
  C4  .0322(6)  .0273(6)  .0268(6)  -.0002(5)  .0091(5)  .0038(5)
  C5  .0339(7)  .0346(7)  .0284(6)  .0003(5)  .0150(5)  -.0005(5)
  C6  .0287(6)  .0300(6)  .0297(6)  .0042(5)  .0119(5)  -.0016(5)
  C7  .0228(5)  .0238(6)  .0226(6)  -.0011(4)  .0045(4)  -.0023(4)
  N8  .0267(5)  .0245(5)  .0252(5)  .0016(4)  .0064(4)  -.0005(4)
  C9  .0244(6)  .0237(6)  .0227(6)  -.0037(4)  .0030(4)  -.0021(4)
  C10  .0317(6)  .0254(6)  .0290(6)  -.0005(5)  .0045(5)  .0016(5)
  C11  .0394(7)  .0289(6)  .0281(6)  -.0052(5)  .0048(5)  .0058(5)
  C12  .0363(7)  .0365(7)  .0261(6)  -.0097(5)  .0105(5)  .0001(5)
  C13  .0277(6)  .0308(6)  .0265(6)  -.0046(5)  .0090(5)  -.0033(5)
  C14  .0218(5)  .0250(6)  .0215(5)  -.0044(4)  .0036(4)  -.0029(4)
  C15  .0285(6)  .0250(6)  .0224(6)  -.0011(5)  .0106(5)  -.0018(4)
  C16  .0262(6)  .0244(6)  .0232(6)  -.0006(4)  .0104(5)  -.0002(4)
  C17  .0271(6)  .0246(6)  .0233(6)  -.0004(5)  .0099(5)  .0013(5)
  O17  .0347(5)  .0327(5)  .0289(5)  .0055(4)  .0055(4)  -.0071(4)
  O18  .0268(4)  .0281(4)  .0318(5)  .0050(3)  .0053(4)  -.0053(4)
  C19  .0298(6)  .0256(6)  .0352(7)  .0065(5)  .0068(5)  -.0019(5)
  C20  .0292(6)  .0356(7)  .0365(7)  .0048(5)  .0081(5)  .0012(6)
  C21  .0242(6)  .0253(6)  .0282(6)  .0016(5)  .0094(5)  -.0009(5)
  O21  .0618(7)  .0319(5)  .0375(5)  -.0160(5)  .0127(5)  -.0019(4)
  O22  .0362(5)  .0322(5)  .0235(4)  -.0088(4)  .0077(4)  -.0044(3)
  C23  .0374(7)  .0413(7)  .0264(6)  -.0113(6)  .0065(5)  -.0091(5)
  C24  .0467(8)  .0505(9)  .0270(7)  -.0118(7)  .0098(6)  -.0072(6)
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
  C1 C14 . 1.4057(16) ?
  C1 C2 . 1.4064(16) ?
  C1 C15 . 1.4819(16) ?
  C2 C3 . 1.4292(16) ?
  C2 C7 . 1.4386(16) ?
  C3 C4 . 1.3596(17) ?
  C3 H3 .  .9500 ?
  C4 C5 . 1.4202(17) ?
  C4 H4 .  .9500 ?
  C5 C6 . 1.3538(18) ?
  C5 H5 .  .9500 ?
  C6 C7 . 1.4272(16) ?
  C6 H6 .  .9500 ?
  C7 N8 . 1.3451(15) y
  N8 C9 . 1.3471(15) y
  C9 C10 . 1.4277(16) ?
  C9 C14 . 1.4317(16) ?
  C10 C11 . 1.3576(18) ?
  C10 H10 .  .9500 ?
  C11 C12 . 1.4188(19) ?
  C11 H11 .  .9500 ?
  C12 C13 . 1.3601(18) ?
  C12 H12 .  .9500 ?
  C13 C14 . 1.4286(16) ?
  C13 H13 .  .9500 ?
  C15 C16 . 1.3284(16) ?
  C15 H15 .  .9500 ?
  C16 C17 . 1.4978(16) ?
  C16 C21 . 1.5060(16) ?
  C17 O17 . 1.2038(14) ?
  C17 O18 . 1.3308(14) ?
  O18 C19 . 1.4613(14) ?
  C19 C20 . 1.4995(17) ?
  C19 H19A .  .9900 ?
  C19 H19B .  .9900 ?
  C20 H20A .  .9800 ?
  C20 H20B .  .9800 ?
  C20 H20C .  .9800 ?
  C21 O21 . 1.1978(15) ?
  C21 O22 . 1.3270(14) ?
  O22 C23 . 1.4600(14) ?
  C23 C24 . 1.4956(19) ?
  C23 H23A .  .9900 ?
  C23 H23B .  .9900 ?
  C24 H24A .  .9800 ?
  C24 H24B .  .9800 ?
  C24 H24C .  .9800 ?