data_2010569
_journal_data_validation_number  IUC9900188
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  e31
_journal_page_last  e32
_publ_section_title
;
Diethyl [(2RS,5RS)-5-isopropyl-2,3,3-trimethylpyrrolidin-2-yl]phosphonate
;
loop_
_publ_author_name
  'Amedjkouh, Mohamed'
  'Grimaldi, Jacques'
  'Reboul, Jean-Pierre'
  'Siri, Didier'
_chemical_formula_sum  'C14 H30 N1 O3 P1'
_chemical_formula_weight  291.37
_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  9.552(3)
_cell_length_b  11.853(7)
_cell_length_c  15.615(4)
_cell_angle_alpha  90
_cell_angle_beta  96.47(2)
_cell_angle_gamma  90
_cell_volume  1757(2)
_cell_formula_units_z  4
_cell_measurement_temperature  294
_exptl_crystal_density_diffrn  1.10
_exptl_crystal_density_meas  1.11(2)
_diffrn_ambient_temperature  294
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
  P  .88259(9)  .11005(7)  .83161(5)  .0500(2) Uani ?
  O1 1.0475(2)  .1212(2)  .85320(10)
  .0657(7) Uani ?
  O2  .8394(2)  .0554(2)  .91700(10)
  .0685(7) Uani ?
  O3  .8077(2)  .2156(2)  .8097(2)  .0648(7) Uani ?
  N  .7149(2)  -.0366(2)  .7492(2)  .0496(7) Uani ?
  C1 1.1089(4)  .1940(4)  .9214(3)  .0820(10)
  Uani ?
  C2  .8640(3)  -.0011(2)  .7501(2)  .0481(8) Uani ?
  C3  .8749(3)  .0415(3)  .6561(2)  .0533(9) Uani ?
  C4  .7266(3)  .0885(3)  .6322(2)  .0545(9) Uani ?
  C5  .6292(3)  .0080(3)  .6722(2)  .0488(8) Uani ?
  C6 1.2599(4)  .2126(4)  .9098(3)  .104(2) Uani ?
  C7  .6958(5)  .0674(4)  .9410(3)  .0940(10)
  Uani ?
  C8  .6995(6)  .1201(5) 1.0244(3)  .120(2) Uani ?
  C9  .9628(4)  -.0979(3)  .7811(2)  .0670(10)
  Uani ?
  C10  .9907(4)  .1298(4)  .6483(2)  .0730(10)
  Uani ?
  C11  .8983(4)  -.0583(4)  .5970(3)  .0820(10)
  Uani ?
  C12  .4930(3)  .0621(3)  .6952(2)  .0600(10)
  Uani ?
  C13  .4058(4)  -.0214(4)  .7407(3)  .0830(10)
  Uani ?
  C14  .4080(4)  .1110(4)  .6149(3)  .100(2) Uani ?
  H1 1.1022  .1584  .9765  .1011 Uiso calc
  H2 1.0575  .2635  .9208  .1011 Uiso calc
  H3 1.3028  .2621  .9531  .1275 Uiso calc
  H4 1.3088  .1446  .9101  .1275 Uiso calc
  H5 1.2641  .2497  .8544  .1275 Uiso calc
  H6  .6535  -.0059  .9443  .1140 Uiso calc
  H7  .6394  .1111  .8995  .1140 Uiso calc
  H8  .6069  .1276 1.0393  .1477 Uiso calc
  H9  .7549  .0762 1.0655  .1477 Uiso calc
  H10  .7408  .1931 1.0207  .1477 Uiso calc
  H11  .5966  -.0497  .6322  .0638 Uiso calc
  H12  .7187  .1626  .6541  .0697 Uiso calc
  H13  .7046  .0902  .5708  .0697 Uiso calc
  H14  .9488  -.1179  .8383  .0828 Uiso calc
  H15  .9447  -.1616  .7444  .0828 Uiso calc
  H16 1.0584  -.0748  .7798  .0828 Uiso calc
  H17 1.0684  .0973  .6267  .0907 Uiso calc
  H18  .9531  .1894  .6107  .0907 Uiso calc
  H19 1.0186  .1625  .7039  .0907 Uiso calc
  H20  .8289  -.1142  .6010  .0999 Uiso calc
  H21  .8944  -.0327  .5387  .0999 Uiso calc
  H22  .9896  -.0903  .6132  .0999 Uiso calc
  H23  .5186  .1222  .7341  .0754 Uiso calc
  H24  .3209  .0156  .7547  .1036 Uiso calc
  H25  .3800  -.0836  .7048  .1036 Uiso calc
  H26  .4570  -.0460  .7930  .1036 Uiso calc
  H27  .3234  .1440  .6304  .1256 Uiso calc
  H28  .4617  .1660  .5897  .1256 Uiso calc
  H29  .3838  .0517  .5744  .1256 Uiso calc
  H30  .711(3)  -.108(3)  .752(2)  .0507 Uiso ?
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
  P  .0492(4)  .0440(4)  .0561(4)  .0006(4)  .0022(4)  .0000(4)
  O1  .0500(10)
  .0690(10)
  .0760(10)
  -.0060(10)
  -.0040(10)
  -.0150(10)
  O2  .0670(10)
  .082(2)  .0560(10)
  -.0020(10)
  .0050(10)
  .0070(10)
  O3  .0720(10)
  .0430(10)
  .0780(10)
  .0100(10)
  .0050(10)
  -.0020(10)
  N  .0460(10)
  .0420(10)
  .0610(10)
  -.0050(10)
  .0060(10)
  .0060(10)
  C1  .070(2)  .080(3)  .091(3)  -.006(2)  -.011(2)  -.022(2)
  C2  .0400(10)
  .041(2)  .063(2)  .0020(10)
  .0060(10) .000(2)
  C3  .048(2)  .056(2)  .058(2)  -.004(2)  .0140(10)
  -.003(2)
  C4  .050(2)  .062(2)  .051(2)  -.004(2)  .0010(10)
  .007(2)
  C5  .044(2)  .049(2)  .053(2)  -.0040(10)
  .0030(10) .000(2)
  C6  .070(3)  .091(3)  .144(4)  -.016(2)  -.021(3)  -.027(3)
  C7  .087(3)  .127(4)  .069(2)  -.010(3)  .012(2)  .003(3)
  C8  .144(4)  .133(4)  .086(3)  -.001(4)  .023(3)  -.023(3)
  C9  .059(2)  .048(2)  .092(2)  .014(2)  -.002(2)  .000(2)
  C10  .056(2)  .085(2)  .081(2)  -.015(2)  .018(2)  .007(2)
  C11  .079(2)  .090(3)  .079(2)  .004(2)  .024(2)  -.022(2)
  C12  .045(2)  .065(2)  .069(2)  -.001(2)  .003(2)  .002(2)
  C13  .055(2)  .093(3)  .107(3)  -.010(2)  .028(2)  -.001(2)
  C14  .056(2)  .129(4)  .112(3)  .012(3)  -.008(2)  .033(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  P O1 1.579(2) yes
  P O2 1.578(3) yes
  P O3 1.463(2) yes
  P C2 1.827(3) yes
  O1 C1 1.442(5) yes
  O2 C7 1.469(5) yes
  N C2 1.484(4) yes
  N C5 1.474(4) yes
  C1 C6 1.490(6) yes
  C2 C3 1.566(5) yes
  C2 C9 1.529(4) yes
  C3 C4 1.528(4) yes
  C3 C10 1.537(5) yes
  C4 C5 1.515(4) yes
  C5 C12 1.528(4) yes
  C7 C8 1.441(6) yes
  C3 C11 1.533(5) yes
  C12 C13 1.521(5) yes
  C12 C14 1.529(5) yes