#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010380.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_2010380
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1995
_journal_volume 51
_journal_page_first  80
_journal_page_last  84
_publ_section_title
;
A Macrobicyclic Thiophosphonamide Polyether Ligand
;
loop_
_publ_author_name
  'Van Oostenryck, Luc'
  'Tinant, Bernard'
  'Declercq, Jean-Paul'
  'Dutasta, Jean-Pierre'
_chemical_formula_moiety  'C29 H35 N2 O5 P S'
_chemical_formula_sum  'C29 H35 N2 O5 P S'
_chemical_formula_weight  554.62
_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  12.674(3)
_cell_length_b  20.023(4)
_cell_length_c  11.494(3)
_cell_angle_alpha  90.00
_cell_angle_beta  96.11(2)
_cell_angle_gamma  90.00
_cell_volume  2900.3(12)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.270
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  0.0487
_refine_ls_wR_factor_obs  0.1306
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
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  C1 0.1505(2) 0.39840(11) 0.0528(2) 0.0430(5) Uani d . 1 . C
  N2 0.25703(13) 0.41084(9) 0.10272(15) 0.0409(4) Uani d . 1 . N
  C3 0.3060(2) 0.47596(13) 0.0853(2) 0.0606(7) Uani d . 1 . C
  H3A 0.2533(2) 0.50590(13) 0.0464(2) 0.085(2) Uiso calc R 1 . H
  H3B 0.3624(2) 0.47061(13) 0.0352(2) 0.085(2) Uiso calc R 1 . H
  C4 0.3508(3) 0.50617(14) 0.2003(3) 0.0811(9) Uani d . 1 . C
  H4A 0.4004(3) 0.54118(14) 0.1851(3) 0.085(2) Uiso calc R 1 . H
  H4B 0.2935(3) 0.52661(14) 0.2372(3) 0.085(2) Uiso calc R 1 . H
  C5 0.4059(2) 0.45701(13) 0.2828(2) 0.0597(7) Uani d . 1 . C
  H5A 0.4714(2) 0.47664(13) 0.3189(2) 0.085(2) Uiso calc R 1 . H
  H5B 0.3614(2) 0.44733(13) 0.3444(2) 0.085(2) Uiso calc R 1 . H
  N6 0.43065(13) 0.39406(9) 0.22482(15) 0.0404(4) Uani d . 1 . N
  C7 0.5363(2) 0.36838(11) 0.2493(2) 0.0422(5) Uani d . 1 . C
  C8 0.6061(2) 0.37151(14) 0.1657(2) 0.0560(6) Uani d . 1 . C
  H8 0.5842(2) 0.38994(14) 0.0929(2) 0.085(2) Uiso calc R 1 . H
  C9 0.7095(2) 0.3473(2) 0.1893(3) 0.0697(8) Uani d . 1 . C
  H9 0.7563(2) 0.3489(2) 0.1322(3) 0.085(2) Uiso calc R 1 . H
  C10 0.7412(2) 0.3211(2) 0.2969(3) 0.0690(8) Uani d . 1 . C
  H10 0.8099(2) 0.3048(2) 0.3125(3) 0.085(2) Uiso calc R 1 . H
  C11 0.6739(2) 0.31843(13) 0.3825(2) 0.0585(6) Uani d . 1 . C
  H11 0.6974(2) 0.30116(13) 0.4558(2) 0.085(2) Uiso calc R 1 . H
  C12 0.5702(2) 0.34165(11) 0.3593(2) 0.0459(5) Uani d . 1 . C
  O13 0.49632(13) 0.34053(9) 0.43701(14) 0.0584(5) Uani d . 1 . O
  C14 0.5297(2) 0.31799(15) 0.5534(2) 0.0641(7) Uani d . 1 . C
  H14A 0.5797(2) 0.34946(15) 0.5925(2) 0.085(2) Uiso calc R 1 . H
  H14B 0.5644(2) 0.27491(15) 0.5509(2) 0.085(2) Uiso calc R 1 . H
  C15 0.4347(3) 0.3124(2) 0.6178(2) 0.0722(8) Uani d . 1 . C
  H15A 0.3782(3) 0.2901(2) 0.5690(2) 0.085(2) Uiso calc R 1 . H
  H15B 0.4516(3) 0.2858(2) 0.6878(2) 0.085(2) Uiso calc R 1 . H
  O16 0.4003(2) 0.37632(10) 0.6490(2) 0.0711(5) Uani d . 1 . O
  C17 0.3165(3) 0.3720(2) 0.7218(3) 0.0849(10) Uani d . 1 . C
  H17A 0.3410(3) 0.3483(2) 0.7933(3) 0.085(2) Uiso calc R 1 . H
  H17B 0.2577(3) 0.3472(2) 0.6818(3) 0.085(2) Uiso calc R 1 . H
  C18 0.2800(3) 0.4408(2) 0.7512(3) 0.0817(9) Uani d . 1 . C
  H18A 0.2435(3) 0.4381(2) 0.8211(3) 0.085(2) Uiso calc R 1 . H
  H18B 0.3418(3) 0.4690(2) 0.7691(3) 0.085(2) Uiso calc R 1 . H
  O19 0.2124(2) 0.47107(11) 0.6623(2) 0.0780(6) Uani d . 1 . O
  C20 0.2653(2) 0.5030(2) 0.5765(2) 0.0660(7) Uani d . 1 . C
  H20A 0.2973(2) 0.4698(2) 0.5298(2) 0.085(2) Uiso calc R 1 . H
  H20B 0.3215(2) 0.5310(2) 0.6139(2) 0.085(2) Uiso calc R 1 . H
  C21 0.1903(3) 0.5445(2) 0.4998(3) 0.0763(8) Uani d . 1 . C
  H21A 0.1449(3) 0.5693(2) 0.5473(3) 0.085(2) Uiso calc R 1 . H
  H21B 0.2297(3) 0.5764(2) 0.4578(3) 0.085(2) Uiso calc R 1 . H
  O22 0.1284(2) 0.50509(10) 0.4205(2) 0.0714(5) Uani d . 1 . O
  C23 0.0599(2) 0.5441(2) 0.3403(3) 0.0781(9) Uani d . 1 . C
  H23A 0.1004(2) 0.5789(2) 0.3064(3) 0.085(2) Uiso calc R 1 . H
  H23B 0.0056(2) 0.5653(2) 0.3811(3) 0.085(2) Uiso calc R 1 . H
  C24 0.0104(2) 0.5002(2) 0.2477(2) 0.0696(8) Uani d . 1 . C
  H24A -0.0253(2) 0.4632(2) 0.2816(2) 0.085(2) Uiso calc R 1 . H
  H24B -0.0414(2) 0.5248(2) 0.1962(2) 0.085(2) Uiso calc R 1 . H
  O25 0.09359(12) 0.47589(9) 0.18402(15) 0.0571(4) Uani d . 1 . O
  C26 0.0664(2) 0.43083(13) 0.0976(2) 0.0492(6) Uani d . 1 . C
  C27 -0.0377(2) 0.4166(2) 0.0533(3) 0.0651(7) Uani d . 1 . C
  H27 -0.0940(2) 0.4379(2) 0.0835(3) 0.085(2) Uiso calc R 1 . H
  C28 -0.0565(2) 0.3707(2) -0.0357(3) 0.0726(8) Uani d . 1 . C
  H28 -0.1261(2) 0.3609(2) -0.0647(3) 0.085(2) Uiso calc R 1 . H
  C29 0.0245(2) 0.33947(15) -0.0821(3) 0.0679(7) Uani d . 1 . C
  H29 0.0104(2) 0.30913(15) -0.1430(3) 0.085(2) Uiso calc R 1 . H
  C30 0.1282(2) 0.35316(12) -0.0379(2) 0.0533(6) Uani d . 1 . C
  H30 0.1837(2) 0.33172(12) -0.0695(2) 0.085(2) Uiso calc R 1 . H
  P31 0.33351(4) 0.34850(3) 0.15775(5) 0.0386(2) Uani d . 1 . P
  S32 0.38609(5) 0.28272(4) 0.05509(6) 0.0651(2) Uani d . 1 . S
  C33 0.2528(2) 0.30994(12) 0.2601(2) 0.0472(5) Uani d . 1 . C
  C34 0.1959(2) 0.3491(2) 0.3304(2) 0.0670(8) Uani d . 1 . C
  H34 0.1980(2) 0.3954(2) 0.3241(2) 0.085(2) Uiso calc R 1 . H
  C35 0.1360(3) 0.3199(2) 0.4101(3) 0.0965(12) Uani d . 1 . C
  H35 0.0992(3) 0.3468(2) 0.4579(3) 0.085(2) Uiso calc R 1 . H
  C36 0.1299(3) 0.2532(2) 0.4197(4) 0.1028(14) Uani d . 1 . C
  H36 0.0889(3) 0.2342(2) 0.4734(4) 0.085(2) Uiso calc R 1 . H
  C37 0.1844(3) 0.2133(2) 0.3499(4) 0.0928(12) Uani d . 1 . C
  H37 0.1792(3) 0.1671(2) 0.3557(4) 0.085(2) Uiso calc R 1 . H
  C38 0.2477(2) 0.24121(14) 0.2697(3) 0.0667(7) Uani d . 1 . C
  H38 0.2858(2) 0.21393(14) 0.2237(3) 0.085(2) 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 0.0343(10) 0.0503(12) 0.0434(12) -0.0011(9) -0.0005(9) 0.0127(10)
  N2 0.0338(9) 0.0455(10) 0.0428(10) -0.0016(7) 0.0015(7) 0.0074(8)
  C3 0.0499(13) 0.0561(15) 0.074(2) -0.0090(11) -0.0037(12) 0.0222(13)
  C4 0.075(2) 0.047(2) 0.113(3) 0.0040(14) -0.027(2) -0.004(2)
  C5 0.0579(15) 0.0570(15) 0.062(2) 0.0095(12) -0.0027(12) -0.0171(12)
  N6 0.0333(9) 0.0456(10) 0.0415(9) 0.0039(7) 0.0001(7) -0.0055(8)
  C7 0.0296(10) 0.0462(12) 0.0504(12) -0.0002(9) 0.0019(9) -0.0086(10)
  C8 0.0435(13) 0.071(2) 0.0543(14) -0.0043(12) 0.0086(11) -0.0067(12)
  C9 0.0383(13) 0.093(2) 0.081(2) -0.0013(13) 0.0192(13) -0.021(2)
  C10 0.0360(13) 0.076(2) 0.092(2) 0.0112(12) -0.0036(14) -0.024(2)
  C11 0.0476(13) 0.0575(15) 0.067(2) 0.0134(11) -0.0077(12) -0.0074(13)
  C12 0.0393(11) 0.0461(12) 0.0513(13) 0.0051(9) -0.0004(10) -0.0042(10)
  O13 0.0512(9) 0.0775(12) 0.0466(9) 0.0152(9) 0.0054(7) 0.0120(8)
  C14 0.071(2) 0.069(2) 0.0506(14) 0.0204(14) -0.0006(13) 0.0081(13)
  C15 0.094(2) 0.066(2) 0.058(2) 0.014(2) 0.0136(15) 0.0182(14)
  O16 0.0822(13) 0.0714(13) 0.0641(11) 0.0111(11) 0.0281(10) 0.0114(10)
  C17 0.090(2) 0.099(2) 0.071(2) 0.007(2) 0.034(2) 0.023(2)
  C18 0.087(2) 0.107(3) 0.055(2) 0.012(2) 0.027(2) 0.007(2)
  O19 0.0653(12) 0.104(2) 0.0675(12) 0.0106(11) 0.0201(10) 0.0104(11)
  C20 0.066(2) 0.077(2) 0.056(2) -0.0012(14) 0.0096(13) -0.0035(14)
  C21 0.083(2) 0.066(2) 0.078(2) 0.003(2) -0.001(2) -0.013(2)
  O22 0.0761(13) 0.0670(12) 0.0684(12) 0.0067(10) -0.0045(10) -0.0095(10)
  C23 0.069(2) 0.086(2) 0.078(2) 0.031(2) 0.001(2) -0.013(2)
  C24 0.0514(15) 0.090(2) 0.068(2) 0.0234(15) 0.0088(13) -0.006(2)
  O25 0.0405(8) 0.0718(11) 0.0588(10) 0.0124(8) 0.0041(7) -0.0033(9)
  C26 0.0403(12) 0.0584(14) 0.0477(13) 0.0019(10) -0.0017(10) 0.0070(11)
  C27 0.0382(12) 0.082(2) 0.074(2) 0.0036(12) 0.0013(12) 0.0108(15)
  C28 0.0477(15) 0.082(2) 0.083(2) -0.0117(14) -0.0184(14) 0.004(2)
  C29 0.062(2) 0.068(2) 0.068(2) -0.0054(14) -0.0176(14) -0.0021(14)
  C30 0.0515(13) 0.0558(14) 0.0507(13) -0.0002(11) -0.0040(11) 0.0045(11)
  P31 0.0309(3) 0.0441(3) 0.0408(3) 0.0024(2) 0.0033(2) -0.0020(2)
  S32 0.0462(3) 0.0761(5) 0.0724(4) 0.0063(3) 0.0040(3) -0.0323(4)
  C33 0.0354(11) 0.0514(13) 0.0537(13) 0.0021(9) -0.0006(9) 0.0150(11)
  C34 0.064(2) 0.077(2) 0.064(2) 0.0152(14) 0.0261(13) 0.0233(14)
  C35 0.078(2) 0.131(3) 0.087(2) 0.028(2) 0.043(2) 0.051(2)
  C36 0.059(2) 0.134(4) 0.119(3) 0.000(2) 0.023(2) 0.073(3)
  C37 0.070(2) 0.077(2) 0.126(3) -0.023(2) -0.012(2) 0.054(2)
  C38 0.0528(15) 0.056(2) 0.088(2) -0.0069(12) -0.0084(14) 0.0164(14)
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 C30 . 1.387(3) yes
  C1 C26 . 1.393(3) yes
  C1 N2 . 1.432(3) yes
  N2 C3 . 1.467(3) yes
  N2 P31 . 1.663(2) yes
  C3 C4 . 1.509(4) yes
  C3 H3A . 0.97 ?
  C3 H3B . 0.97 ?
  C4 C5 . 1.489(4) yes
  C4 H4A . 0.97 ?
  C4 H4B . 0.97 ?
  C5 N6 . 1.475(3) yes
  C5 H5A . 0.97 ?
  C5 H5B . 0.97 ?
  N6 C7 . 1.434(3) yes
  N6 P31 . 1.655(2) yes
  C7 C8 . 1.374(3) yes
  C7 C12 . 1.399(3) yes
  C8 C9 . 1.397(4) yes
  C8 H8 . 0.93 ?
  C9 C10 . 1.363(4) yes
  C9 H9 . 0.93 ?
  C10 C11 . 1.370(4) yes
  C10 H10 . 0.93 ?
  C11 C12 . 1.394(3) yes
  C11 H11 . 0.93 ?
  C12 O13 . 1.361(3) yes
  O13 C14 . 1.432(3) yes
  C14 C15 . 1.484(4) yes
  C14 H14A . 0.97 ?
  C14 H14B . 0.97 ?
  C15 O16 . 1.410(4) yes
  C15 H15A . 0.97 ?
  C15 H15B . 0.97 ?
  O16 C17 . 1.423(3) yes
  C17 C18 . 1.504(5) yes
  C17 H17A . 0.97 ?
  C17 H17B . 0.97 ?
  C18 O19 . 1.400(4) yes
  C18 H18A . 0.97 ?
  C18 H18B . 0.97 ?
  O19 C20 . 1.404(3) yes
  C20 C21 . 1.480(4) yes
  C20 H20A . 0.97 ?
  C20 H20B . 0.97 ?
  C21 O22 . 1.384(3) yes
  C21 H21A . 0.97 ?
  C21 H21B . 0.97 ?
  O22 C23 . 1.430(3) yes
  C23 C24 . 1.470(4) yes
  C23 H23A . 0.97 ?
  C23 H23B . 0.97 ?
  C24 O25 . 1.431(3) yes
  C24 H24A . 0.97 ?
  C24 H24B . 0.97 ?
  O25 C26 . 1.359(3) yes
  C26 C27 . 1.392(3) yes
  C27 C28 . 1.376(4) yes
  C27 H27 . 0.93 ?
  C28 C29 . 1.359(4) yes
  C28 H28 . 0.93 ?
  C29 C30 . 1.385(3) yes
  C29 H29 . 0.93 ?
  C30 H30 . 0.93 ?
  P31 C33 . 1.812(2) yes
  P31 S32 . 1.9336(9) yes
  C33 C34 . 1.382(4) yes
  C33 C38 . 1.383(4) yes
  C34 C35 . 1.380(4) yes
  C34 H34 . 0.93 ?
  C35 C36 . 1.342(6) yes
  C35 H35 . 0.93 ?
  C36 C37 . 1.370(6) yes
  C36 H36 . 0.93 ?
  C37 C38 . 1.401(4) yes
  C37 H37 . 0.93 ?
  C38 H38 . 0.93 ?