#------------------------------------------------------------------------------ #$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200271.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_2200271 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o472 _journal_page_last o473 _publ_section_title ; Bis(4-nitrophenyl) N,N-dimethylphosphoramidate ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _[local]_cod_cif_authors_sg_H-M 'P 21/a' loop_ _publ_author_name 'Gholivand, Khodayar' 'Tadjarodi, Azadeh' 'Taeb, Abbas' 'Garivani, Gholamhossein' 'Ng, Seik Weng' _chemical_formula_moiety 'C14 H14 N3 O7 P' _chemical_formula_sum 'C14 H14 N3 O7 P' _chemical_formula_iupac 'C14 H14 N3 O7 P' _chemical_formula_weight 367.25 _chemical_melting_point '143-144' _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.139(2) _cell_length_b 11.083(2) _cell_length_c 16.411(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.838(2) _cell_angle_gamma 90.00 _cell_volume 1653.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _exptl_crystal_density_diffrn 1.475 _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 .52277(5) .46416(4) .27788(3) .04861(15) Uani d . 1 . . P O1 .65806(15) .52294(11) .33169(8) .0580(4) Uani d . 1 . . O O2 .9657(2) .36753(18) .67212(10) .0899(5) Uani d . 1 . . O O3 1.0619(2) .23912(18) .59589(11) .0969(6) Uani d . 1 . . O O4 .61086(14) .36642(12) .23028(8) .0583(4) Uani d . 1 . . O O5 .3742(2) -.10725(16) .05943(12) .0947(6) Uani d . 1 . . O O6 .2380(3) .02187(19) -.00993(12) .1161(8) Uani d . 1 . . O O7 .40922(15) .41214(12) .32308(9) .0612(4) Uani d . 1 . . O N1 .9786(2) .32234(17) .60607(11) .0634(4) Uani d . 1 . . N N2 .3342(2) -.0039(2) .04428(12) .0728(5) Uani d . 1 . . N N3 .46889(17) .56651(15) .21257(10) .0554(4) Uani d . 1 . . N C1 .73351(19) .46569(16) .39975(11) .0488(4) Uani d . 1 . . C C2 .8331(2) .37487(19) .38961(13) .0579(5) Uani d . 1 . . C C3 .9124(2) .32727(19) .45735(13) .0577(5) Uani d . 1 . . C C4 .8912(2) .37177(16) .53312(11) .0490(4) Uani d . 1 . . C C5 .7908(2) .46074(18) .54392(13) .0575(5) Uani d . 1 . . C C6 .7107(2) .50799(19) .47591(13) .0575(5) Uani d . 1 . . C C7 .53685(19) .27564(17) .18405(11) .0490(4) Uani d . 1 . . C C8 .5683(2) .15850(19) .20631(13) .0612(5) Uani d . 1 . . C C9 .5008(2) .0665(2) .16059(14) .0636(5) Uani d . 1 . . C C10 .4038(2) .09416(18) .09400(11) .0531(5) Uani d . 1 . . C C11 .3700(3) .2107(2) .07197(13) .0657(6) Uani d . 1 . . C C12 .4380(3) .3028(2) .11770(13) .0656(6) Uani d . 1 . . C C13 .3291(3) .6297(2) .21513(17) .0696(6) Uani d . 1 . . C C14 .5698(4) .6232(3) .1607(2) .0929(9) Uani d . 1 . . C H3 .979(3) .269(2) .4549(14) .072(7) Uiso d . 1 . . H H2 .849(2) .3467(19) .3405(14) .067(6) Uiso d . 1 . . H H5 .771(2) .4874(18) .5960(14) .066(6) Uiso d . 1 . . H H6 .645(2) .573(2) .4775(14) .075(7) Uiso d . 1 . . H H8 .635(3) .141(2) .2532(15) .082(7) Uiso d . 1 . . H H9 .526(3) -.011(2) .1710(14) .075(7) Uiso d . 1 . . H H11 .302(3) .228(2) .0270(17) .098(8) Uiso d . 1 . . H H12 .421(2) .383(2) .1011(14) .078(7) Uiso d . 1 . . H H13A .280(2) .625(2) .1605(16) .076(7) Uiso d . 1 . . H H13B .268(3) .591(3) .2550(19) .109(10) Uiso d . 1 . . H H13C .352(3) .711(3) .2305(18) .104(9) Uiso d . 1 . . H H14A .530(3) .632(3) .104(2) .112(10) Uiso d . 1 . . H H14B .586(4) .718(3) .176(2) .134(12) Uiso d . 1 . . H H14C .669(4) .585(3) .170(2) .125(11) 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 P1 .0462(3) .0482(3) .0501(3) -.0012(2) -.00152(19) -.0030(2) O1 .0579(8) .0510(7) .0613(8) -.0060(6) -.0128(6) -.0024(6) O2 .1024(13) .1145(14) .0507(9) .0183(11) -.0025(9) -.0023(9) O3 .1104(14) .0940(12) .0824(11) .0446(11) -.0093(11) .0054(10) O4 .0481(7) .0620(8) .0628(8) .0056(6) -.0046(6) -.0133(7) O5 .1088(14) .0669(11) .1068(14) -.0050(10) .0034(11) -.0271(10) O6 .1411(18) .1054(15) .0894(13) -.0263(13) -.0487(14) -.0128(11) O7 .0599(8) .0631(8) .0618(8) -.0059(7) .0114(7) .0018(7) N1 .0630(10) .0672(11) .0587(11) .0002(9) -.0003(8) .0062(9) N2 .0791(13) .0771(13) .0622(11) -.0129(11) .0077(10) -.0152(10) N3 .0491(8) .0545(9) .0616(9) .0023(7) .0010(7) .0064(7) C1 .0460(9) .0463(9) .0522(10) -.0056(8) -.0047(8) -.0057(8) C2 .0597(12) .0656(12) .0476(11) .0055(10) .0022(9) -.0112(9) C3 .0554(12) .0552(11) .0618(12) .0094(10) .0029(9) -.0059(10) C4 .0486(10) .0468(9) .0507(10) -.0043(8) .0002(8) .0005(8) C5 .0616(12) .0606(12) .0501(11) .0023(10) .0048(9) -.0099(9) C6 .0565(12) .0537(11) .0615(12) .0089(9) .0018(9) -.0094(9) C7 .0449(9) .0527(10) .0482(10) .0054(8) -.0002(8) -.0061(8) C8 .0597(11) .0617(12) .0582(12) .0113(10) -.0136(10) -.0001(10) C9 .0697(13) .0496(12) .0690(13) .0098(10) -.0051(11) -.0018(10) C10 .0537(10) .0596(11) .0458(10) -.0019(9) .0041(8) -.0088(9) C11 .0748(14) .0700(14) .0478(11) .0025(11) -.0151(10) -.0012(10) C12 .0786(14) .0554(12) .0582(12) .0067(11) -.0153(11) .0032(10) C13 .0621(13) .0686(15) .0733(16) .0121(12) -.0161(12) -.0067(12) C14 .0800(19) .095(2) .104(2) -.0102(16) .0121(17) .0388(18) 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 O7 . 1.4547(14) yes P1 O1 . 1.5845(13) yes P1 O4 . 1.5999(14) yes P1 N3 . 1.6032(17) yes O1 C1 . 1.403(2) no O2 N1 . 1.211(2) no O3 N1 . 1.218(2) no O4 C7 . 1.393(2) no O5 N2 . 1.220(3) no O6 N2 . 1.220(3) no N1 C4 . 1.475(2) no N2 C10 . 1.465(3) no N3 C14 . 1.460(3) no N3 C13 . 1.461(3) no C1 C6 . 1.370(3) no C1 C2 . 1.379(3) no C2 C3 . 1.369(3) no C2 H2 . .89(2) no C3 C4 . 1.370(3) no C3 H3 . .90(2) no C4 C5 . 1.370(3) no C5 C6 . 1.375(3) no C5 H5 . .94(2) no C6 H6 . .94(2) no C7 C8 . 1.371(3) no C7 C12 . 1.376(3) no C8 C9 . 1.374(3) no C8 H8 . .95(3) no C9 C10 . 1.370(3) no C9 H9 . .90(2) no C10 C11 . 1.368(3) no C11 C12 . 1.377(3) no C11 H11 . .94(3) no C12 H12 . .93(2) no C13 H13A . .96(2) no C13 H13B . 1.00(3) no C13 H13C . .95(3) no C14 H14A . .97(3) no C14 H14B . 1.08(3) no C14 H14C . 1.00(3) no