#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007149.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_2007149
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1998
_journal_volume 54
_journal_page_first  519
_journal_page_last  521
_publ_section_title
;
Some 1,3-Dipolar Adducts from Benzodiazepine.
I. Condensation of Nitrilimines with
2-Methyl-4-phenyl-1,5-benzodiazepines
;
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Essaber, Mohamed'
  'Baouid, Abdesselam'
  'Hasnaoui, A\"issa '
  'Giorgi, Michel '
  'Pierrot, Marcel '
_chemical_formula_sum  'C27 H25 Cl1 N4 O2'
_chemical_formula_weight  472.98
_symmetry_cell_setting  monoclinic
_cell_length_a  12.9850(10)
_cell_length_b  14.036(2)
_cell_length_c  13.314(3)
_cell_angle_alpha  90.0(2)
_cell_angle_beta  102.7(3)
_cell_angle_gamma  90.0(3)
_cell_volume  2368(4)
_cell_formula_units_z  4
_cell_measurement_temperature  294
_exptl_crystal_density_diffrn  1.33
_exptl_crystal_density_meas  none
_diffrn_ambient_temperature  294
_refine_ls_R_factor_obs  .049
_refine_ls_wR_factor_obs  .065
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
  Cl  .20866(6)  .62602(7)  .93073(7)  .0760(5) Uani yes
  O20  .96220(10)
  .85800(10)
  1.05920(10)
  .0519(8) Uani yes
  O23  .8407(2)  .9131(2) 1.1401(2)  .0759(8) Uani yes
  N2  .7103(2)  .7664(2) 1.0422(2)  .0431(8) Uani yes
  N3  .6665(2)  .6929(2)  .9771(2)  .0408(9) Uani yes
  N6  .7103(3)  .8845(3)  .7861(3)  .0442(8) Uani yes
  N11  .8149(3)  .7438(3)  .9308(2)  .0362(9) Uani yes
  C1  .7933(2)  .7936(2) 1.0139(3)  .0383(8) Uani yes
  C3a  .7230(2)  .6815(2)  .8908(3)  .0372(8) Uani yes
  C4  .6581(2)  .7175(2)  .7866(3)  .0378(8) Uani yes
  C5  .6381(3)  .8233(2)  .7898(3)  .0363(8) Uiso yes
  C6a  .8129(2)  .8518(2)  .7855(3)  .0391(8) Uani yes
  C7  .8657(3)  .8907(3)  .7145(3)  .0478(8) Uani yes
  C8  .9675(2)  .8646(3)  .7116(3)  .0492(9) Uani yes
  C9 1.0182(2)  .7990(3)  .7828(3)  .0540(10)
  Uani yes
  C10a  .8666(2)  .7867(2)  .8561(2)  .0337(9) Uani yes
  C10  .9685(2)  .7601(3)  .8541(2)  .0493(8) Uani yes
  C12  .7609(3)  .5801(3)  .8820(3)  .0530(10)
  Uani yes
  C13  .5328(2)  .8589(2)  .8000(2)  .0432(8) Uani yes
  C14  .5257(2)  .9453(3)  .8487(3)  .0650(10)
  Uani yes
  C15  .4266(3)  .9770(3)  .8629(3)  .0760(10)
  Uani yes
  C16  .3370(3)  .9245(4)  .8256(3)  .0760(10)
  Uani yes
  C17  .3449(3)  .8399(4)  .7772(3)  .0680(10)
  Uani yes
  C18  .4408(2)  .8069(3)  .7654(2)  .0520(10)
  Uani yes
  C19  .8663(2)  .8625(2) 1.0777(2)  .0440(10)
  Uani yes
  C21 1.0417(3)  .9208(3) 1.1216(3)  .0630(10)
  Uani yes
  C22 1.1436(3)  .8981(4) 1.0939(4)  .0920(10)
  Uani yes
  C24  .5601(2)  .6749(2)  .9681(2)  .0421(8) Uani yes
  C25  .4983(3)  .7356(3) 1.0168(2)  .0500(10)
  Uani yes
  C26  .3918(2)  .7184(3) 1.0055(2)  .0540(10)
  Uani yes
  C27  .3457(2)  .6417(3)  .9478(2)  .0510(10)
  Uani yes
  C28  .4014(3)  .5817(3)  .9011(3)  .0570(10)
  Uani yes
  C29  .5097(3)  .5967(3)  .9096(3)  .0530(10)
  Uani yes
  C33 1.0215(3)  .9083(4)  .6327(3)  .081(2) Uani yes
  H1  .5912  .6848  .7717  .0493 Uiso calc
  H2  .6956  .7043  .7343  .0493 Uiso calc
  H3  .8294  .9376  .6658  .0627 Uiso calc
  H4 1.0898  .7806  .7826  .0706 Uiso calc
  H5 1.0041  .7137  .9029  .0651 Uiso calc
  H6  .8014  .5591  .9479  .0683 Uiso calc
  H7  .7015  .5384  .8606  .0683 Uiso calc
  H8  .8047  .5776  .8325  .0683 Uiso calc
  H9  .5890  .9832  .8737  .0830 Uiso calc
  H10  .4239 1.0371  .8984  .1006 Uiso calc
  H11  .2823  .8034  .7521  .0912 Uiso calc
  H12  .4448  .7472  .7312  .0711 Uiso calc
  H13 1.0458  .9103 1.1934  .0828 Uiso calc
  H14 1.0238  .9865 1.1053  .0828 Uiso calc
  H15 1.1991  .9365 1.1333  .1168 Uiso calc
  H16 1.1610  .8312 1.1103  .1168 Uiso calc
  H17 1.1390  .9074 1.0222  .1168 Uiso calc
  H18  .2722  .6455  .9509  .0676 Uiso calc
  H19  .3682  .5285  .8606  .0744 Uiso calc
  H20  .5464  .5620  .9718  .0669 Uiso calc
  H21 1.0770  .9325  .6023  .1023 Uiso calc
  H22  .3237  .7027 1.0187  .0720 Uiso calc
  H23  .4922  .7043  .9396  .0550 Uiso calc
  H24  .5526  .6069  .9576  .0550 Uiso calc
  H25  .5785  .6877 1.0406  .0550 Uiso calc
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
  Cl  .0387(4)  .0811(7)  .1089(7)  -.0047(6)  .0165(5)  .0146(7)
  O20  .0329(9)  .0660(10)
  .0520(10)
  -.0100(10)
  .0100(10)
  -.0170(10)
  O23  .0610(10)
  .089(2)  .0770(10)
  -.0020(10)
  .0180(10)
  -.0450(10)
  N2  .0390(10)
  .0590(10)
  .0320(10)
  .0010(10)
  .0100(10)
  -.0030(10)
  N3  .0350(10)
  .0570(10)
  .0330(10)
  -.0060(10)
  .0130(10)
  -.0060(10)
  N6  .0440(10)
  .0470(10)
  .0410(10)
  .0050(10)
  .0120(10)
  .0040(10)
  N11  .0340(10)
  .0450(10)
  .0310(10)
  .0010(10)
  .0110(10)
  -.0040(10)
  C1  .0360(10)
  .050(2)  .0290(10)
  .0060(10)
  .0080(10)
  -.0010(10)
  C3a  .0320(10)
  .046(2)  .0360(10)
  .0030(10)
  .0120(10)
  -.0030(10)
  C4  .0340(10)
  .048(2)  .0320(10)
  .0020(10)
  .0100(10)
  -.0020(10)
  C6a  .0410(10)
  .040(2)  .0390(10)
  -.0040(10)
  .0120(10)
  -.0040(10)
  C7  .053(2)  .049(2)  .0420(10)
  -.0120(10)
  .0110(10)
  .0030(10)
  C8  .0460(10)
  .063(2)  .0410(10)
  -.0170(10)
  .0150(10)
  -.0100(10)
  C9  .0370(10)
  .075(2)  .0540(10) .0000(10)
  .0190(10)
  -.006(2)
  C10a  .0370(10)
  .0420(10)
  .0320(10)
  -.0010(10)
  .0100(10)
  -.0030(10)
  C10  .0380(10)
  .062(2)  .0490(10)
  .0030(10)
  .0150(10)
  .0010(10)
  C12  .056(2)  .043(2)  .062(2)  .0070(10)
  .0190(10) .0000(10)
  C13  .0440(10)
  .052(2)  .0330(10)
  .0110(10)
  .0120(10)
  .0070(10)
  C14  .068(2)  .065(3)  .066(2)  .020(2)  .0260(10)
  .009(2)
  C15  .095(2)  .063(2)  .083(2)  .037(2)  .0440(10)
  .014(2)
  C16  .060(2)  .105(3)  .068(2)  .027(2)  .0230(10)
  .029(2)
  C17  .048(2)  .106(4)  .054(2)  .016(2)  .0170(10)
  .014(2)
  C18  .0360(10)
  .081(3)  .0410(10)
  .0100(10)
  .0100(10)
  .0080(10)
  C19  .0450(10)
  .049(2)  .0390(10)
  .0010(10)
  .0100(10)
  -.0090(10)
  C21  .051(2)  .071(2)  .063(2)  -.017(2)  .0040(10)
  -.017(2)
  C22  .049(2)  .105(4)  .122(4)  -.019(2)  .016(2)  -.034(3)
  C24  .0450(10)
  .051(2)  .0310(10)
  .0020(10)
  .0100(10)
  .0090(10)
  C25  .0440(10)
  .076(3)  .0320(10)
  .0050(10)
  .0130(10)
  .0010(10)
  C26  .0390(10)
  .085(3)  .0400(10)
  .002(2)  .0140(10)
  .005(2)
  C27  .0310(10)
  .066(2)  .0590(10) .0000(10)
  .0150(10)
  .0150(10)
  C28  .0460(10)
  .050(2)  .074(2)  -.0060(10)
  .0130(10)
  .008(2)
  C29  .0470(10)
  .053(2)  .055(2)  -.0060(10)
  .0070(10)
  .0070(10)
  C33  .065(2)  .112(4)  .077(2)  -.021(2)  .0420(10)
  .021(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  Cl C27 1.758(3) no
  O20 C19 1.323(4) no
  O20 C21 1.468(5) no
  O23 C19 1.195(5) no
  N2 N3 1.387(4) yes
  N2 C1 1.275(4) yes
  N3 C3a 1.501(4) yes
  N3 C24 1.384(4) no
  N6 C5 1.281(4) yes
  N6 C6a 1.409(4) yes
  N11 C1 1.387(4) yes
  N11 C3a 1.481(4) yes
  N11 C10a 1.448(4) yes
  C1 C19 1.484(5) no
  C3a C4 1.542(4) yes
  C3a C12 1.519(5) no
  C4 C5 1.510(4) yes
  C5 C13 1.489(4) no
  C6a C7 1.395(4) no
  C6a C10a 1.384(4) yes
  C7 C8 1.381(5) no
  C8 C9 1.382(4) no
  C8 C33 1.514(5) no
  C9 C10 1.373(4) no
  C10a C10 1.381(4) no
  C13 C14 1.388(4) no
  C13 C18 1.390(4) no
  C14 C15 1.413(5) no
  C15 C16 1.375(5) no
  C16 C17 1.365(5) no
  C17 C18 1.369(4) no
  C21 C22 1.484(5) no
  C24 C25 1.420(4) no
  C24 C29 1.420(4) no
  C25 C26 1.379(4) no
  C26 C27 1.381(4) no
  C27 C28 1.347(5) no
  C28 C29 1.401(4) no