#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200851.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_2200851 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2002 _journal_volume 58 _journal_page_first o200 _journal_page_last o201 _publ_section_title ; N,N-Dimethyl-N',N''-bis(4-methylphenyl)phosphoramidate ; loop_ _publ_author_name 'Gholivand, Khodayar' 'Tadjarodi, Azadeh' 'Ng, Seik Weng' _chemical_formula_moiety 'C16 H22 N3 O P' _chemical_formula_sum 'C16 H22 N3 O P' _chemical_formula_iupac 'C16 H22 N3 O P' _chemical_formula_weight 303.34 _chemical_melting_point '164-166' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n a m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z' 'x, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' _cell_length_a 9.305(9) _cell_length_b 10.101(2) _cell_length_c 17.454(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1641(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _exptl_crystal_density_diffrn 1.228 _diffrn_ambient_temperature 298(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 P1 .23185(8) .36794(8) .2500 .0451(3) Uani d S 1 . . P O1 .0868(2) .3082(2) .2500 .0592(7) Uani d S 1 . . O N1 .3375(2) .3255(2) .32120(10) .0534(5) Uani d . 1 . . N N2 .2141(3) .5281(3) .2500 .0605(8) Uani d S 1 . . N C1 .3225(2) .3585(2) .39930(10) .0477(6) Uani d . 1 . . C C2 .4263(3) .3175(3) .4507(2) .0597(7) Uani d . 1 . . C C3 .4169(3) .3503(3) .5272(2) .0676(8) Uani d . 1 . . C C4 .3046(3) .4256(3) .5559(2) .0596(7) Uani d . 1 . . C C5 .2028(3) .4661(3) .5040(2) .0637(7) Uani d . 1 . . C C6 .2095(2) .4333(3) .4274(2) .0631(7) Uani d . 1 . . C C7 .2961(3) .4655(3) .6389(2) .0821(9) Uani d . 1 . . C C8 .3393(4) .6144(4) .2500 .104(2) Uani d S 1 . . C C9 .0769(4) .5973(5) .2500 .088(2) Uani d S 1 . . C H1 .4106 .2775 .3096 .064 Uiso calc R 1 . . H H2 .5035 .2672 .4335 .072 Uiso calc R 1 . . H H3 .4880 .3209 .5606 .081 Uiso calc R 1 . . H H5 .1264 .5175 .5211 .076 Uiso calc R 1 . . H H6 .1375 .4616 .3943 .076 Uiso calc R 1 . . H H7a .3687 .5304 .6496 .123 Uiso calc R 1 . . H H7b .3111 .3892 .6706 .123 Uiso calc R 1 . . H H7c .2030 .5023 .6493 .123 Uiso calc R 1 . . H H8a .4251 .5617 .2500 .156 Uiso calc SR 1 . . H H8b .3377 .6693 .2949 .156 Uiso calc R 1 . . H H9a .0000 .5339 .2500 .131 Uiso calc SR 1 . . H H9b .0701 .6518 .2051 .131 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 P1 .0286(4) .0472(5) .0594(6) -.0036(3) .000 .000 O1 .0360(10) .067(2) .074(2) -.0180(10) .000 .000 N1 .0400(10) .0610(10) .0590(10) .0120(10) -.0020(10) -.0080(10) N2 .0290(10) .049(2) .103(3) .0020(10) .000 .000 C1 .0360(10) .0480(10) .0590(10) -.0020(10) .0030(10) -.0040(10) C2 .0510(10) .062(2) .066(2) .0140(10) .0040(10) .0040(10) C3 .061(2) .080(2) .062(2) .0130(10) -.0040(10) .0060(10) C4 .055(2) .065(2) .059(2) -.0110(10) .0060(10) -.0020(10) C5 .0440(10) .077(2) .070(2) .0050(10) .0070(10) -.016(2) C6 .0380(10) .084(2) .068(2) .0100(10) -.0060(10) -.0100(10) C7 .084(2) .098(2) .064(2) -.005(2) .009(2) -.006(2) C8 .054(2) .056(2) .202(6) -.012(2) .000 .000 C9 .046(2) .076(3) .141(4) .023(2) .000 .000 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 P1 O1 . 1.478(2) yes P1 N2 . 1.626(3) yes P1 N1 . 1.642(2) yes P1 N1 7_556 1.642(2) no N1 C1 . 1.409(3) no N2 C8 . 1.455(5) no N2 C9 . 1.456(4) no C1 C2 . 1.383(3) no C1 C6 . 1.384(3) no C2 C3 . 1.379(4) no C3 C4 . 1.386(4) no C4 C5 . 1.373(4) no C4 C7 . 1.506(4) no C5 C6 . 1.379(4) no N1 H1 . .860 no C2 H2 . .930 no C3 H3 . .930 no C5 H5 . .930 no C6 H6 . .930 no C7 H7a . .960 no C7 H7b . .960 no C7 H7c . .960 no C8 H8a . .960 no C8 H8b . .960 no C9 H9a . .960 no C9 H9b . .960 no