#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:25:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179411 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/08/4330856.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_4330856
loop_
_publ_author_name
'Robert P. Davies'
'Laura Patel'
'Andrew J. P. White'
_publ_section_title
;
 Preparations of Metal Trichalcogenophosphonates from Organophosphonate
 Esters
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              11594
_journal_page_last               11601
_journal_paper_doi               10.1021/ic301504p
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C34 H62 Li4 N4 O2 P2 S6, C4 H8 O'
_chemical_formula_sum            'C38 H70 Li4 N4 O3 P2 S6'
_chemical_formula_weight         913.04
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.743(4)
_cell_angle_beta                 91.093(4)
_cell_angle_gamma                110.391(4)
_cell_formula_units_Z            1
_cell_length_a                   8.8544(4)
_cell_length_b                   10.7325(5)
_cell_length_c                   14.0520(6)
_cell_measurement_reflns_used    9376
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.4571
_cell_measurement_theta_min      2.5739
_cell_volume                     1245.76(10)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_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 15.9832
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'OD Xcalibur 3'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) x-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17413
_diffrn_reflns_theta_full        31.00
_diffrn_reflns_theta_max         32.48
_diffrn_reflns_theta_min         2.92
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.375
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) 
(compiled May  6 2009,17:20:42) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       blocks
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         8173
_refine_ls_number_restraints     50
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0388
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0577P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1062
_reflns_number_gt                6262
_reflns_number_total             8173
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic301504p_si_003_1.cif
_cod_data_source_block           1
_cod_database_code               4330856
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Li1 Li 0.6304(3) 0.6462(2) 0.55464(19) 0.0355(5) Uani 1 1 d . . .
Li2 Li 0.7716(3) 0.4620(2) 0.30384(18) 0.0334(5) Uani 1 1 d . . .
P1 P 0.54800(4) 0.60761(3) 0.33581(2) 0.02345(8) Uani 1 1 d . . .
S1 S 0.39161(4) 0.60525(4) 0.43921(3) 0.03177(9) Uani 1 1 d . . .
S2 S 0.77945(4) 0.67299(3) 0.38801(2) 0.02663(8) Uani 1 1 d . . .
S3 S 0.48700(4) 0.42603(3) 0.26261(3) 0.03089(9) Uani 1 1 d . . .
O1 O 0.72250(14) 0.84022(10) 0.60149(8) 0.0424(3) Uani 1 1 d D A .
C2 C 0.7633(3) 0.90111(17) 0.69645(14) 0.0580(5) Uani 1 1 d D . .
H2A H 0.8757 0.9115 0.7151 0.070 Uiso 0.587(11) 1 calc PR A 1
H2B H 0.6905 0.8456 0.7415 0.070 Uiso 0.587(11) 1 calc PR A 1
H2C H 0.8592 0.8854 0.7223 0.070 Uiso 0.413(11) 1 d PR A 2
H2D H 0.6728 0.8633 0.7382 0.070 Uiso 0.413(11) 1 d PR A 2
C3 C 0.7448(8) 1.0378(3) 0.6987(3) 0.0463(10) Uani 0.587(11) 1 d PD A 1
H3A H 0.6342 1.0322 0.7141 0.056 Uiso 0.587(11) 1 calc PR A 1
H3B H 0.8232 1.1038 0.7456 0.056 Uiso 0.587(11) 1 calc PR A 1
C4 C 0.7798(8) 1.0720(3) 0.5986(3) 0.0507(10) Uani 0.587(11) 1 d PD A 1
H4A H 0.7169 1.1263 0.5781 0.061 Uiso 0.587(11) 1 calc PR A 1
H4B H 0.8960 1.1233 0.5938 0.061 Uiso 0.587(11) 1 calc PR A 1
C3' C 0.7981(10) 1.0434(7) 0.6930(5) 0.056(2) Uiso 0.413(11) 1 d PD A 2
H3'A H 0.9158 1.0920 0.6928 0.068 Uiso 0.413(11) 1 calc PR A 2
H3'B H 0.7549 1.0805 0.7486 0.068 Uiso 0.413(11) 1 calc PR A 2
C4' C 0.7137(9) 1.0541(6) 0.5995(4) 0.0441(14) Uiso 0.413(11) 1 d PD A 2
H4'A H 0.5988 1.0417 0.6078 0.053 Uiso 0.413(11) 1 calc PR A 2
H4'B H 0.7681 1.1409 0.5738 0.053 Uiso 0.413(11) 1 calc PR A 2
C5 C 0.7318(3) 0.94209(16) 0.53771(13) 0.0570(5) Uani 1 1 d D . .
H5A H 0.6260 0.9231 0.5039 0.068 Uiso 0.587(11) 1 calc PR A 1
H5B H 0.8129 0.9449 0.4896 0.068 Uiso 0.587(11) 1 calc PR A 1
H5C H 0.6452 0.9086 0.4865 0.068 Uiso 0.413(11) 1 d PR A 2
H5D H 0.8374 0.9708 0.5078 0.068 Uiso 0.413(11) 1 d PR A 2
N6 N 0.93177(15) 0.48716(12) 0.19340(9) 0.0347(3) Uani 1 1 d . . .
C7 C 1.0207(2) 0.39807(18) 0.21085(13) 0.0469(4) Uani 1 1 d . . .
H7A H 1.1100 0.4434 0.2592 0.056 Uiso 1 1 calc R . .
H7B H 1.0681 0.3776 0.1510 0.056 Uiso 1 1 calc R . .
C8 C 0.9113(2) 0.26992(17) 0.24574(12) 0.0471(4) Uani 1 1 d . . .
H8A H 0.8274 0.2209 0.1951 0.057 Uiso 1 1 calc R . .
H8B H 0.9749 0.2130 0.2590 0.057 Uiso 1 1 calc R . .
N9 N 0.83357(14) 0.29591(12) 0.33303(8) 0.0304(2) Uani 1 1 d . . .
C10 C 1.0472(2) 0.62296(18) 0.19066(15) 0.0565(5) Uani 1 1 d . . .
H10A H 1.1169 0.6251 0.1370 0.085 Uiso 1 1 calc R . .
H10B H 1.1133 0.6506 0.2507 0.085 Uiso 1 1 calc R . .
H10C H 0.9886 0.6841 0.1824 0.085 Uiso 1 1 calc R . .
C11 C 0.8318(2) 0.4459(2) 0.10457(12) 0.0584(5) Uani 1 1 d . . .
H11A H 0.9011 0.4555 0.0501 0.088 Uiso 1 1 calc R . .
H11B H 0.7659 0.5021 0.0996 0.088 Uiso 1 1 calc R . .
H11C H 0.7613 0.3523 0.1043 0.088 Uiso 1 1 calc R . .
C12 C 0.6968(2) 0.17592(16) 0.34899(13) 0.0460(4) Uani 1 1 d . . .
H12A H 0.7363 0.1040 0.3620 0.069 Uiso 1 1 calc R . .
H12B H 0.6235 0.1480 0.2919 0.069 Uiso 1 1 calc R . .
H12C H 0.6390 0.1955 0.4037 0.069 Uiso 1 1 calc R . .
C13 C 0.94598(19) 0.33259(18) 0.41705(12) 0.0437(4) Uani 1 1 d . . .
H13A H 0.9752 0.2556 0.4309 0.066 Uiso 1 1 calc R . .
H13B H 0.8946 0.3599 0.4721 0.066 Uiso 1 1 calc R . .
H13C H 1.0434 0.4067 0.4043 0.066 Uiso 1 1 calc R . .
C14 C 0.52598(18) 0.72865(14) 0.25552(11) 0.0330(3) Uani 1 1 d . . .
H14A H 0.4117 0.6981 0.2318 0.040 Uiso 1 1 calc R . .
H14B H 0.5494 0.8154 0.2939 0.040 Uiso 1 1 calc R . .
C15 C 0.62873(18) 0.75196(14) 0.17092(10) 0.0319(3) Uani 1 1 d . . .
C16 C 0.7825(2) 0.85037(15) 0.17786(11) 0.0392(3) Uani 1 1 d . . .
H16A H 0.8222 0.9017 0.2373 0.047 Uiso 1 1 calc R . .
C17 C 0.8782(2) 0.87463(19) 0.09960(14) 0.0540(5) Uani 1 1 d . . .
H17A H 0.9824 0.9419 0.1059 0.065 Uiso 1 1 calc R . .
C18 C 0.8227(3) 0.8016(2) 0.01323(13) 0.0642(6) Uani 1 1 d . . .
H18A H 0.8883 0.8180 -0.0403 0.077 Uiso 1 1 calc R . .
C19 C 0.6707(3) 0.7037(2) 0.00433(12) 0.0655(6) Uani 1 1 d . . .
H19A H 0.6317 0.6531 -0.0554 0.079 Uiso 1 1 calc R . .
C20 C 0.5748(2) 0.67937(16) 0.08314(11) 0.0491(4) Uani 1 1 d . . .
H20A H 0.4708 0.6119 0.0765 0.059 Uiso 1 1 calc R . .
O30 O 0.6385(11) 1.0798(10) 0.0598(6) 0.092(3) Uiso 0.266(8) 1 d PDU B -1
C31 C 0.4715(16) 1.0391(17) 0.0845(9) 0.065(4) Uiso 0.266(8) 1 d PDU B -1
H31A H 0.4265 1.1102 0.0761 0.078 Uiso 0.266(8) 1 calc PR B -1
H31B H 0.4591 1.0154 0.1512 0.078 Uiso 0.266(8) 1 calc PR B -1
C32 C 0.3902(12) 0.9159(11) 0.0127(9) 0.058(3) Uiso 0.266(8) 1 d PDU B -1
H32A H 0.3994 0.8346 0.0368 0.070 Uiso 0.266(8) 1 calc PR B -1
H32B H 0.2746 0.9020 0.0008 0.070 Uiso 0.266(8) 1 calc PR B -1
C33 C 0.4776(14) 0.9467(13) -0.0740(7) 0.048(3) Uiso 0.266(8) 1 d PDU B -1
H33A H 0.4166 0.9780 -0.1204 0.057 Uiso 0.266(8) 1 calc PR B -1
H33B H 0.4957 0.8668 -0.1043 0.057 Uiso 0.266(8) 1 calc PR B -1
C34 C 0.6391(16) 1.0574(17) -0.0420(9) 0.091(5) Uiso 0.266(8) 1 d PDU B -1
H34A H 0.7304 1.0289 -0.0604 0.109 Uiso 0.266(8) 1 calc PR B -1
H34B H 0.6493 1.1400 -0.0721 0.109 Uiso 0.266(8) 1 calc PR B -1
O30' O 0.5942(10) 1.1240(8) 0.0567(5) 0.065(3) Uiso 0.234(8) 1 d PDU B -2
C31' C 0.4603(13) 1.0159(12) 0.0890(7) 0.041(3) Uiso 0.234(8) 1 d PDU B -2
H31C H 0.3899 1.0505 0.1289 0.049 Uiso 0.234(8) 1 calc PR B -2
H31D H 0.4990 0.9573 0.1260 0.049 Uiso 0.234(8) 1 calc PR B -2
C32' C 0.3745(12) 0.9439(13) -0.0024(9) 0.057(3) Uiso 0.234(8) 1 d PDU B -2
H32C H 0.3337 0.8464 0.0027 0.068 Uiso 0.234(8) 1 calc PR B -2
H32D H 0.2813 0.9714 -0.0164 0.068 Uiso 0.234(8) 1 calc PR B -2
C33' C 0.4874(16) 0.9760(14) -0.0795(7) 0.045(3) Uiso 0.234(8) 1 d PDU B -2
H33C H 0.4470 1.0166 -0.1304 0.054 Uiso 0.234(8) 1 calc PR B -2
H33D H 0.5055 0.8951 -0.1080 0.054 Uiso 0.234(8) 1 calc PR B -2
C34' C 0.6464(16) 1.0784(15) -0.0275(9) 0.057(3) Uiso 0.234(8) 1 d PDU B -2
H34C H 0.7246 1.0343 -0.0138 0.068 Uiso 0.234(8) 1 calc PR B -2
H34D H 0.6976 1.1529 -0.0669 0.068 Uiso 0.234(8) 1 calc PR B -2
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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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
O1 Li1 S1 109.54(11) . .
O1 Li1 S1 152.12(13) . 2_666
S1 Li1 S1 97.92(8) . 2_666
O1 Li1 S2 95.29(10) . .
S1 Li1 S2 79.91(7) . .
S1 Li1 S2 94.10(8) 2_666 .
O1 Li1 S3 92.24(10) . 2_666
S1 Li1 S3 108.55(9) . 2_666
S1 Li1 S3 74.04(7) 2_666 2_666
S2 Li1 S3 166.05(10) . 2_666
N6 Li2 N9 86.66(10) . .
N6 Li2 S2 113.20(11) . .
N9 Li2 S2 137.83(12) . .
N6 Li2 S3 118.35(11) . .
N9 Li2 S3 118.44(11) . .
S2 Li2 S3 85.56(8) . .
C14 P1 S3 109.47(5) . .
C14 P1 S2 108.14(5) . .
S3 P1 S2 111.30(2) . .
C14 P1 S1 104.90(5) . .
S3 P1 S1 110.43(2) . .
S2 P1 S1 112.34(2) . .
P1 S1 Li1 85.33(6) . .
P1 S1 Li1 84.55(6) . 2_666
Li1 S1 Li1 82.08(8) . 2_666
P1 S2 Li2 81.71(6) . .
P1 S2 Li1 81.00(5) . .
Li2 S2 Li1 114.08(8) . .
P1 S3 Li2 81.38(6) . .
P1 S3 Li1 79.31(5) . 2_666
Li2 S3 Li1 96.26(8) . 2_666
C2 O1 C5 109.17(12) . .
C2 O1 Li1 129.25(13) . .
C5 O1 Li1 120.89(12) . .
O1 C2 C3' 107.2(3) . .
O1 C2 C3 107.02(18) . .
C4 C3 C2 101.9(3) . .
C5 C4 C3 106.2(3) . .
C2 C3' C4' 104.8(5) . .
C5 C4' C3' 101.0(4) . .
O1 C5 C4' 105.0(2) . .
O1 C5 C4 106.70(18) . .
C11 N6 C10 109.75(14) . .
C11 N6 C7 112.52(14) . .
C10 N6 C7 108.89(14) . .
C11 N6 Li2 106.01(12) . .
C10 N6 Li2 115.23(12) . .
C7 N6 Li2 104.43(11) . .
N6 C7 C8 110.99(14) . .
N9 C8 C7 111.30(13) . .
C13 N9 C12 108.86(13) . .
C13 N9 C8 111.66(13) . .
C12 N9 C8 109.37(12) . .
C13 N9 Li2 109.15(11) . .
C12 N9 Li2 114.91(12) . .
C8 N9 Li2 102.84(11) . .
C15 C14 P1 117.16(10) . .
C20 C15 C16 117.75(15) . .
C20 C15 C14 121.62(14) . .
C16 C15 C14 120.62(13) . .
C17 C16 C15 121.29(16) . .
C18 C17 C16 120.09(19) . .
C17 C18 C19 119.80(18) . .
C18 C19 C20 119.99(17) . .
C15 C20 C19 121.08(18) . .
C34 O30 C31 107.1(9) . .
O30 C31 C32 102.4(7) . .
C33 C32 C31 104.7(8) . .
C32 C33 C34 105.6(6) . .
O30 C34 C33 106.2(7) . .
C34' O30' C31' 109.0(8) . .
O30' C31' C32' 102.6(7) . .
C33' C32' C31' 108.8(6) . .
C32' C33' C34' 103.4(6) . .
O30' C34' C33' 103.9(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O1 2.001(2) .
Li1 S1 2.529(3) .
Li1 S1 2.646(2) 2_666
Li1 S2 2.697(3) .
Li1 S3 2.854(3) 2_666
Li2 N6 2.093(3) .
Li2 N9 2.107(3) .
Li2 S2 2.445(2) .
Li2 S3 2.462(2) .
P1 C14 1.8464(14) .
P1 S3 2.0153(5) .
P1 S2 2.0213(4) .
P1 S1 2.0218(5) .
S1 Li1 2.646(2) 2_666
S3 Li1 2.854(3) 2_666
O1 C2 1.418(2) .
O1 C5 1.452(2) .
C2 C3' 1.454(7) .
C2 C3 1.529(4) .
C3 C4 1.494(6) .
C4 C5 1.494(4) .
C3' C4' 1.532(8) .
C4' C5 1.481(5) .
N6 C11 1.460(2) .
N6 C10 1.464(2) .
N6 C7 1.466(2) .
C7 C8 1.507(2) .
C8 N9 1.4717(19) .
N9 C13 1.4645(19) .
N9 C12 1.465(2) .
C14 C15 1.495(2) .
C15 C20 1.384(2) .
C15 C16 1.398(2) .
C16 C17 1.387(2) .
C17 C18 1.372(3) .
C18 C19 1.385(3) .
C19 C20 1.394(3) .
O30 C34 1.431(11) .
O30 C31 1.447(12) .
C31 C32 1.540(11) .
C32 C33 1.455(12) .
C33 C34 1.537(10) .
O30' C34' 1.392(12) .
O30' C31' 1.452(10) .
C31' C32' 1.488(10) .
C32' C33' 1.468(13) .
C33' C34' 1.573(11) .
