#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:49:25 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179865 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/61/7016136.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_7016136
loop_
_publ_author_name
'Dodds, Deborah L.'
'Floure, Joelle'
'Garland, Michael'
'Haddow, Mairi F.'
'Leonard, Thomas R.'
'McMullin, Claire L.'
'Orpen, A. Guy'
'Pringle, Paul G.'
_publ_section_title
;
 Diphosphanes derived from phobane and phosphatrioxa-adamantane:
 similarities, differences and anomalies.
;
_journal_issue                   27
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7137
_journal_page_last               7146
_journal_paper_doi               10.1039/c1dt10335k
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C20 H32 O8 P2'
_chemical_formula_sum            'C20 H32 O8 P2'
_chemical_formula_weight         462.40
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.510(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.0015(10)
_cell_length_b                   12.7265(11)
_cell_length_c                   14.6537(13)
_cell_measurement_reflns_used    7122
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.69
_cell_volume                     2166.8(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0293
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6949
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.37
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.246
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.309
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         2494
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0596P)²+0.1581P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1036
_reflns_number_gt                1955
_reflns_number_total             2494
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt10335k.txt
_cod_data_source_block           1b
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7016136
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 1.04711(4) 0.23534(3) 0.32957(3) 0.02049(14) Uani 1 1 d . . .
O1 O 0.92707(9) 0.40075(9) 0.36923(8) 0.0213(3) Uani 1 1 d . . .
O2 O 0.99686(10) 0.17249(9) 0.48819(8) 0.0238(3) Uani 1 1 d . . .
O3 O 0.89705(10) 0.32661(9) 0.50904(8) 0.0230(3) Uani 1 1 d . . .
O4 O 1.16249(11) 0.18608(10) 0.34713(9) 0.0312(3) Uani 1 1 d . . .
C1 C 1.11785(15) 0.44773(13) 0.35689(13) 0.0265(4) Uani 1 1 d . . .
H1A H 1.0895 0.4592 0.2889 0.040 Uiso 1 1 calc R . .
H1B H 1.1982 0.4243 0.3711 0.040 Uiso 1 1 calc R . .
H1C H 1.1129 0.5135 0.3904 0.040 Uiso 1 1 calc R . .
C2 C 1.04512(13) 0.36442(13) 0.38830(12) 0.0213(4) Uani 1 1 d . . .
C3 C 1.08955(14) 0.34365(13) 0.49397(12) 0.0244(4) Uani 1 1 d . . .
H3A H 1.1655 0.3087 0.5061 0.029 Uiso 1 1 calc R . .
H3B H 1.0997 0.4114 0.5283 0.029 Uiso 1 1 calc R . .
C4 C 1.00710(14) 0.27515(13) 0.53014(12) 0.0238(4) Uani 1 1 d . . .
C5 C 1.04411(17) 0.25878(16) 0.63565(12) 0.0327(4) Uani 1 1 d . . .
H5A H 1.0495 0.3269 0.6676 0.049 Uiso 1 1 calc R . .
H5B H 1.1194 0.2241 0.6523 0.049 Uiso 1 1 calc R . .
H5C H 0.9874 0.2147 0.6554 0.049 Uiso 1 1 calc R . .
C6 C 0.74072(14) 0.40129(14) 0.39496(13) 0.0263(4) Uani 1 1 d . . .
H6A H 0.6882 0.3659 0.4265 0.039 Uiso 1 1 calc R . .
H6B H 0.7044 0.4067 0.3273 0.039 Uiso 1 1 calc R . .
H6C H 0.7582 0.4718 0.4215 0.039 Uiso 1 1 calc R . .
C7 C 0.85065(14) 0.33883(13) 0.40968(11) 0.0209(3) Uani 1 1 d . . .
C8 C 0.83158(14) 0.22954(12) 0.36609(12) 0.0206(3) Uani 1 1 d . . .
H8A H 0.8006 0.2356 0.2970 0.025 Uiso 1 1 calc R . .
H8B H 0.7745 0.1912 0.3919 0.025 Uiso 1 1 calc R . .
C9 C 0.94469(14) 0.16854(12) 0.38740(11) 0.0210(3) Uani 1 1 d . . .
C10 C 0.93121(16) 0.05278(13) 0.36208(13) 0.0275(4) Uani 1 1 d . . .
H10A H 1.0073 0.0199 0.3740 0.041 Uiso 1 1 calc R . .
H10B H 0.8917 0.0453 0.2952 0.041 Uiso 1 1 calc R . .
H10C H 0.8859 0.0184 0.4006 0.041 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 P1 C2 114.42(7) . . ?
O4 P1 C9 114.96(8) . . ?
C2 P1 C9 96.10(7) . . ?
O4 P1 P1 111.88(6) . 2_755 ?
C2 P1 P1 113.93(5) . 2_755 ?
C9 P1 P1 104.23(5) . 2_755 ?
C7 O1 C2 115.94(12) . . ?
C4 O2 C9 115.81(12) . . ?
C7 O3 C4 111.77(12) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C1 109.12(14) . . ?
O1 C2 C3 109.05(13) . . ?
C1 C2 C3 110.31(13) . . ?
O1 C2 P1 108.56(10) . . ?
C1 C2 P1 113.74(12) . . ?
C3 C2 P1 105.94(11) . . ?
C4 C3 C2 111.23(13) . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3B 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
O2 C4 O3 110.31(12) . . ?
O2 C4 C3 111.60(14) . . ?
O3 C4 C3 108.00(14) . . ?
O2 C4 C5 106.50(14) . . ?
O3 C4 C5 107.55(14) . . ?
C3 C4 C5 112.82(14) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O3 C7 O1 110.59(12) . . ?
O3 C7 C6 107.82(13) . . ?
O1 C7 C6 106.04(13) . . ?
O3 C7 C8 107.85(13) . . ?
O1 C7 C8 111.73(13) . . ?
C6 C7 C8 112.76(13) . . ?
C7 C8 C9 110.24(13) . . ?
C7 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
O2 C9 C10 105.93(13) . . ?
O2 C9 C8 108.96(13) . . ?
C10 C9 C8 114.13(13) . . ?
O2 C9 P1 106.31(10) . . ?
C10 C9 P1 111.93(12) . . ?
C8 C9 P1 109.21(11) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O4 1.4827(13) . ?
P1 C2 1.8574(16) . ?
P1 C9 1.8638(17) . ?
P1 P1 2.3229(9) 2_755 ?
O1 C7 1.4443(19) . ?
O1 C2 1.4494(19) . ?
O2 C4 1.436(2) . ?
O2 C9 1.453(2) . ?
O3 C7 1.4311(19) . ?
O3 C4 1.437(2) . ?
C1 C2 1.516(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.529(2) . ?
C3 C4 1.511(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.512(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.509(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.524(2) . ?
C8 C9 1.527(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.518(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 O1 C2 C1 -169.66(13) . . . . ?
C7 O1 C2 C3 -49.11(16) . . . . ?
C7 O1 C2 P1 65.88(14) . . . . ?
O4 P1 C2 O1 -177.14(10) . . . . ?
C9 P1 C2 O1 -56.17(12) . . . . ?
P1 P1 C2 O1 52.36(12) 2_755 . . . ?
O4 P1 C2 C1 61.19(15) . . . . ?
C9 P1 C2 C1 -177.85(12) . . . . ?
P1 P1 C2 C1 -69.31(13) 2_755 . . . ?
O4 P1 C2 C3 -60.14(13) . . . . ?
C9 P1 C2 C3 60.83(11) . . . . ?
P1 P1 C2 C3 169.36(9) 2_755 . . . ?
O1 C2 C3 C4 50.46(17) . . . . ?
C1 C2 C3 C4 170.28(14) . . . . ?
P1 C2 C3 C4 -66.20(15) . . . . ?
C9 O2 C4 O3 54.29(17) . . . . ?
C9 O2 C4 C3 -65.77(17) . . . . ?
C9 O2 C4 C5 170.71(14) . . . . ?
C7 O3 C4 O2 -60.02(16) . . . . ?
C7 O3 C4 C3 62.18(16) . . . . ?
C7 O3 C4 C5 -175.79(13) . . . . ?
C2 C3 C4 O2 63.97(17) . . . . ?
C2 C3 C4 O3 -57.44(17) . . . . ?
C2 C3 C4 C5 -176.16(15) . . . . ?
C4 O3 C7 O1 -59.79(16) . . . . ?
C4 O3 C7 C6 -175.31(13) . . . . ?
C4 O3 C7 C8 62.65(16) . . . . ?
C2 O1 C7 O3 53.82(16) . . . . ?
C2 O1 C7 C6 170.44(12) . . . . ?
C2 O1 C7 C8 -66.33(17) . . . . ?
O3 C7 C8 C9 -58.34(16) . . . . ?
O1 C7 C8 C9 63.40(17) . . . . ?
C6 C7 C8 C9 -177.27(13) . . . . ?
C4 O2 C9 C10 -173.81(13) . . . . ?
C4 O2 C9 C8 -50.62(17) . . . . ?
C4 O2 C9 P1 66.96(14) . . . . ?
C7 C8 C9 O2 51.60(16) . . . . ?
C7 C8 C9 C10 169.75(14) . . . . ?
C7 C8 C9 P1 -64.13(15) . . . . ?
O4 P1 C9 O2 60.68(12) . . . . ?
C2 P1 C9 O2 -59.87(11) . . . . ?
P1 P1 C9 O2 -176.48(8) 2_755 . . . ?
O4 P1 C9 C10 -54.54(14) . . . . ?
C2 P1 C9 C10 -175.09(12) . . . . ?
P1 P1 C9 C10 68.30(12) 2_755 . . . ?
O4 P1 C9 C8 178.10(10) . . . . ?
C2 P1 C9 C8 57.54(12) . . . . ?
P1 P1 C9 C8 -59.07(11) 2_755 . . . ?
