#------------------------------------------------------------------------------
#$Date: 2018-09-07 13:54:24 +0300 (Fri, 07 Sep 2018) $
#$Revision: 210528 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/40/7104028.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_7104028
loop_
_publ_author_name
'Liddle, Stephen T.'
'Izod, Keith'
_publ_section_title
;
 The first structurally authenticated alkali metal 1,3-diphosphaallyl
 complex [{ButC(PMes)2}Li(thf)3] (Mes = 2,4,6-Me3C6H2): an alternative
 synthetic approach to substituted 1,3-diphosphaallyl complexes
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   6
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              772
_journal_page_last               773
_journal_paper_doi               10.1039/b300272a
_journal_year                    2003
_chemical_formula_moiety         '[{ButC(PMes)2}Li(thf)3]'
_chemical_formula_sum            'C35 H55 Li O3 P2'
_chemical_formula_weight         592.67
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 105.365(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.3121(5)
_cell_length_b                   16.3249(7)
_cell_length_c                   19.3487(8)
_cell_measurement_reflns_used    15974
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.4
_cell_measurement_theta_min      2.18
_cell_volume                     3445.4(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART 1K CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_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  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24775
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.66
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  0.9339
_exptl_absorpt_correction_T_min  0.9045
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.44
_refine_diff_density_max         0.612
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         6074
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0492
_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)+(0.0509P)²+3.0444P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1370
_reflns_number_gt                4618
_reflns_number_total             6074
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b300272a.txt
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7104028
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.3756(2) 0.13625(15) 0.12806(12) 0.0302(5) Uani 1 1 d . . .
C2 C 0.4285(2) 0.05196(16) 0.15929(13) 0.0354(6) Uani 1 1 d . . .
C3 C 0.4910(3) 0.00725(17) 0.10839(16) 0.0462(7) Uani 1 1 d . . .
H3A H 0.5226 -0.0456 0.1293 0.069 Uiso 1 1 calc R . .
H3B H 0.5589 0.0407 0.1014 0.069 Uiso 1 1 calc R . .
H3C H 0.4312 -0.0017 0.0621 0.069 Uiso 1 1 calc R . .
C4 C 0.5233(3) 0.06774(19) 0.23146(15) 0.0503(7) Uani 1 1 d . . .
H4A H 0.5560 0.0154 0.2530 0.075 Uiso 1 1 calc R . .
H4B H 0.4839 0.0966 0.2638 0.075 Uiso 1 1 calc R . .
H4C H 0.5904 0.1013 0.2235 0.075 Uiso 1 1 calc R . .
C5 C 0.3318(3) -0.00705(17) 0.17356(16) 0.0479(7) Uani 1 1 d . . .
H5A H 0.3713 -0.0585 0.1931 0.072 Uiso 1 1 calc R . .
H5B H 0.2695 -0.0180 0.1286 0.072 Uiso 1 1 calc R . .
H5C H 0.2928 0.0178 0.2081 0.072 Uiso 1 1 calc R . .
P1 P 0.48289(5) 0.20312(4) 0.10684(4) 0.03236(17) Uani 1 1 d . A .
C6 C 0.4002(2) 0.27677(14) 0.03988(12) 0.0283(5) Uani 1 1 d . . .
C7 C 0.4185(2) 0.36200(16) 0.05195(13) 0.0337(6) Uani 1 1 d . . .
C8 C 0.3655(2) 0.41740(16) -0.00193(15) 0.0395(6) Uani 1 1 d . . .
H8A H 0.3790 0.4743 0.0071 0.047 Uiso 1 1 calc R . .
C9 C 0.2939(2) 0.39277(17) -0.06832(14) 0.0395(6) Uani 1 1 d . . .
C10 C 0.2779(2) 0.30940(17) -0.08011(14) 0.0382(6) Uani 1 1 d . . .
H10A H 0.2292 0.2911 -0.1253 0.046 Uiso 1 1 calc R . .
C11 C 0.3300(2) 0.25122(16) -0.02852(13) 0.0319(6) Uani 1 1 d . . .
C12 C 0.4954(3) 0.39435(17) 0.12241(14) 0.0437(7) Uani 1 1 d . . .
H12A H 0.4888 0.4542 0.1230 0.066 Uiso 1 1 calc R . .
H12B H 0.5812 0.3788 0.1284 0.066 Uiso 1 1 calc R . .
H12C H 0.4662 0.3712 0.1616 0.066 Uiso 1 1 calc R . .
C13 C 0.2375(3) 0.4539(2) -0.12641(18) 0.0608(9) Uani 1 1 d . . .
H13A H 0.1683 0.4284 -0.1612 0.091 Uiso 1 1 calc R . .
H13B H 0.2992 0.4713 -0.1507 0.091 Uiso 1 1 calc R . .
H13C H 0.2085 0.5017 -0.1050 0.091 Uiso 1 1 calc R . .
C14 C 0.3109(3) 0.16231(16) -0.04807(14) 0.0415(6) Uani 1 1 d . . .
H14A H 0.2703 0.1573 -0.0993 0.062 Uiso 1 1 calc R . .
H14B H 0.2596 0.1372 -0.0203 0.062 Uiso 1 1 calc R . .
H14C H 0.3904 0.1344 -0.0373 0.062 Uiso 1 1 calc R . .
P2 P 0.22219(6) 0.15288(4) 0.12365(4) 0.03614(18) Uani 1 1 d . . .
C15 C 0.1981(2) 0.26432(17) 0.11966(13) 0.0338(6) Uani 1 1 d . . .
C16 C 0.2509(2) 0.31320(17) 0.18047(13) 0.0356(6) Uani 1 1 d . . .
C17 C 0.2200(2) 0.39515(18) 0.18132(15) 0.0435(7) Uani 1 1 d . . .
H17A H 0.2561 0.4266 0.2228 0.052 Uiso 1 1 calc R . .
C18 C 0.1385(3) 0.43310(19) 0.12416(16) 0.0478(7) Uani 1 1 d . . .
C19 C 0.0848(2) 0.38487(19) 0.06570(15) 0.0465(7) Uani 1 1 d . . .
H19A H 0.0277 0.4093 0.0261 0.056 Uiso 1 1 calc R . .
C20 C 0.1108(2) 0.30206(18) 0.06239(13) 0.0389(6) Uani 1 1 d . . .
C21 C 0.3410(3) 0.27805(18) 0.24588(13) 0.0433(7) Uani 1 1 d . . .
H21A H 0.3614 0.3198 0.2836 0.065 Uiso 1 1 calc R . .
H21B H 0.4157 0.2611 0.2333 0.065 Uiso 1 1 calc R . .
H21C H 0.3043 0.2305 0.2632 0.065 Uiso 1 1 calc R . .
C22 C 0.1094(4) 0.5230(2) 0.1270(2) 0.0755(11) Uani 1 1 d . . .
H22A H 0.0882 0.5457 0.0784 0.113 Uiso 1 1 calc R . .
H22B H 0.1811 0.5518 0.1566 0.113 Uiso 1 1 calc R . .
H22C H 0.0400 0.5299 0.1479 0.113 Uiso 1 1 calc R . .
C23 C 0.0427(2) 0.2540(2) -0.00220(15) 0.0492(7) Uani 1 1 d . . .
H23A H 0.0242 0.2895 -0.0445 0.074 Uiso 1 1 calc R . .
H23B H -0.0339 0.2330 0.0056 0.074 Uiso 1 1 calc R . .
H23C H 0.0935 0.2080 -0.0098 0.074 Uiso 1 1 calc R . .
Li1 Li 0.7056(4) 0.1935(3) 0.1001(2) 0.0395(10) Uani 1 1 d . . .
O1 O 0.71477(16) 0.24600(11) 0.01199(9) 0.0369(4) Uani 0.420(16) 1 d P A 1
C24 C 0.7144(3) 0.33368(17) 0.00303(15) 0.0460(7) Uani 0.420(16) 1 d P A 1
H24A H 0.7949 0.3577 0.0277 0.055 Uiso 0.420(16) 1 calc PR A 1
H24B H 0.6499 0.3597 0.0216 0.055 Uiso 0.420(16) 1 calc PR A 1
C25 C 0.6874(14) 0.3435(6) -0.0778(4) 0.054(3) Uani 0.420(16) 1 d P A 1
H25A H 0.6378 0.3934 -0.0934 0.065 Uiso 0.420(16) 1 calc PR A 1
H25B H 0.7650 0.3488 -0.0920 0.065 Uiso 0.420(16) 1 calc PR A 1
C26 C 0.6260(5) 0.2773(3) -0.10822(19) 0.0967(16) Uani 0.420(16) 1 d P A 1
H26A H 0.6498 0.2629 -0.1524 0.116 Uiso 0.420(16) 1 calc PR A 1
H26B H 0.5367 0.2882 -0.1212 0.116 Uiso 0.420(16) 1 calc PR A 1
C27 C 0.6559(3) 0.20928(19) -0.05625(15) 0.0550(8) Uani 0.420(16) 1 d P A 1
H27A H 0.5805 0.1801 -0.0538 0.066 Uiso 0.420(16) 1 calc PR A 1
H27B H 0.7117 0.1698 -0.0704 0.066 Uiso 0.420(16) 1 calc PR A 1
O1A O 0.71477(16) 0.24600(11) 0.01199(9) 0.0369(4) Uani 0.580(16) 1 d P A 2
C24A C 0.7144(3) 0.33368(17) 0.00303(15) 0.0460(7) Uani 0.580(16) 1 d P A 2
H24C H 0.7971 0.3534 0.0030 0.055 Uiso 0.580(16) 1 calc PR A 2
H24D H 0.6890 0.3612 0.0424 0.055 Uiso 0.580(16) 1 calc PR A 2
C25A C 0.6235(8) 0.3515(3) -0.0684(3) 0.0444(18) Uani 0.580(16) 1 d P A 2
H25C H 0.5406 0.3621 -0.0624 0.053 Uiso 0.580(16) 1 calc PR A 2
H25D H 0.6498 0.3992 -0.0922 0.053 Uiso 0.580(16) 1 calc PR A 2
C26A C 0.6260(5) 0.2773(3) -0.10822(19) 0.0967(16) Uani 0.580(16) 1 d P A 2
H26C H 0.6886 0.2814 -0.1354 0.116 Uiso 0.580(16) 1 calc PR A 2
H26D H 0.5451 0.2678 -0.1426 0.116 Uiso 0.580(16) 1 calc PR A 2
C27A C 0.6559(3) 0.20928(19) -0.05625(15) 0.0550(8) Uani 0.580(16) 1 d P A 2
H27C H 0.5805 0.1801 -0.0538 0.066 Uiso 0.580(16) 1 calc PR A 2
H27D H 0.7117 0.1698 -0.0704 0.066 Uiso 0.580(16) 1 calc PR A 2
O2 O 0.80367(16) 0.26031(14) 0.17731(10) 0.0524(5) Uani 1 1 d . A .
C28 C 0.7809(3) 0.2869(3) 0.24206(17) 0.0879(15) Uani 1 1 d . . .
H28A H 0.7463 0.3430 0.2360 0.106 Uiso 1 1 calc R A .
H28B H 0.7204 0.2502 0.2549 0.106 Uiso 1 1 calc R . .
C29 C 0.8900(4) 0.2864(4) 0.2966(2) 0.1029(17) Uani 1 1 d . A .
H29A H 0.8896 0.2409 0.3305 0.123 Uiso 1 1 calc R . .
H29B H 0.9000 0.3386 0.3235 0.123 Uiso 1 1 calc R . .
C30 C 0.9930(3) 0.2751(3) 0.2612(2) 0.0836(12) Uani 1 1 d . . .
H30A H 1.0538 0.3199 0.2747 0.100 Uiso 1 1 calc R A .
H30B H 1.0349 0.2220 0.2749 0.100 Uiso 1 1 calc R . .
C31 C 0.9308(3) 0.2774(3) 0.18337(18) 0.0766(12) Uani 1 1 d . A .
H31A H 0.9402 0.3320 0.1632 0.092 Uiso 1 1 calc R . .
H31B H 0.9659 0.2356 0.1574 0.092 Uiso 1 1 calc R . .
O3 O 0.79978(18) 0.09189(13) 0.10535(11) 0.0558(6) Uani 1 1 d . A .
C32 C 0.8384(4) 0.0484(3) 0.1718(2) 0.0888(13) Uani 1 1 d . . .
H32A H 0.7807 0.0034 0.1736 0.107 Uiso 1 1 calc R A .
H32B H 0.8428 0.0857 0.2128 0.107 Uiso 1 1 calc R . .
C33 C 0.9609(3) 0.0157(3) 0.1739(2) 0.0789(11) Uani 1 1 d . A .
H33A H 0.9783 -0.0345 0.2035 0.095 Uiso 1 1 calc R . .
H33B H 1.0254 0.0568 0.1935 0.095 Uiso 1 1 calc R . .
C34 C 0.9537(3) -0.00284(19) 0.0968(2) 0.0610(9) Uani 1 1 d . . .
H34A H 0.9307 -0.0607 0.0853 0.073 Uiso 1 1 calc R A .
H34B H 1.0331 0.0082 0.0861 0.073 Uiso 1 1 calc R . .
C35 C 0.8554(3) 0.0543(2) 0.05523(18) 0.0593(8) Uani 1 1 d . A .
H35A H 0.8918 0.0966 0.0304 0.071 Uiso 1 1 calc R . .
H35B H 0.7935 0.0234 0.0188 0.071 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'
Li Li -0.0003 0.0001 '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
C2 C1 P2 115.69(17) . . ?
C2 C1 P1 114.90(16) . . ?
P2 C1 P1 129.31(15) . . ?
C5 C2 C3 106.7(2) . . ?
C5 C2 C4 107.4(2) . . ?
C3 C2 C4 109.4(2) . . ?
C5 C2 C1 113.9(2) . . ?
C3 C2 C1 111.4(2) . . ?
C4 C2 C1 107.9(2) . . ?
C1 P1 C6 108.52(11) . . ?
C1 P1 Li1 136.22(13) . . ?
C6 P1 Li1 109.20(12) . . ?
C11 C6 C7 117.7(2) . . ?
C11 C6 P1 121.55(18) . . ?
C7 C6 P1 120.18(18) . . ?
C8 C7 C6 120.0(2) . . ?
C8 C7 C12 118.8(2) . . ?
C6 C7 C12 121.2(2) . . ?
C9 C8 C7 122.5(2) . . ?
C10 C9 C8 117.2(2) . . ?
C10 C9 C13 121.0(3) . . ?
C8 C9 C13 121.7(3) . . ?
C9 C10 C11 122.8(2) . . ?
C10 C11 C6 119.8(2) . . ?
C10 C11 C14 118.3(2) . . ?
C6 C11 C14 121.9(2) . . ?
C1 P2 C15 106.97(11) . . ?
C20 C15 C16 117.3(2) . . ?
C20 C15 P2 121.9(2) . . ?
C16 C15 P2 119.84(19) . . ?
C17 C16 C15 120.1(2) . . ?
C17 C16 C21 118.3(2) . . ?
C15 C16 C21 121.6(2) . . ?
C16 C17 C18 122.7(3) . . ?
C19 C18 C17 117.1(3) . . ?
C19 C18 C22 122.2(3) . . ?
C17 C18 C22 120.8(3) . . ?
C18 C19 C20 122.7(3) . . ?
C19 C20 C15 120.0(3) . . ?
C19 C20 C23 118.6(2) . . ?
C15 C20 C23 121.4(3) . . ?
O1 Li1 O2 106.0(2) . . ?
O1 Li1 O3 105.4(2) . . ?
O2 Li1 O3 104.1(2) . . ?
O1 Li1 P1 107.52(19) . . ?
O2 Li1 P1 107.16(19) . . ?
O3 Li1 P1 125.3(2) . . ?
C24 O1 C27 108.5(2) . . ?
C24 O1 Li1 123.1(2) . . ?
C27 O1 Li1 120.2(2) . . ?
O1 C24 C25 102.8(4) . . ?
C26 C25 C24 107.9(6) . . ?
C25 C26 C27 108.0(4) . . ?
O1 C27 C26 106.2(3) . . ?
C28 O2 C31 106.4(2) . . ?
C28 O2 Li1 130.8(2) . . ?
C31 O2 Li1 121.7(2) . . ?
C29 C28 O2 109.7(3) . . ?
C28 C29 C30 107.0(3) . . ?
C31 C30 C29 104.0(3) . . ?
O2 C31 C30 105.8(3) . . ?
C35 O3 C32 108.2(3) . . ?
C35 O3 Li1 131.3(2) . . ?
C32 O3 Li1 119.9(2) . . ?
O3 C32 C33 105.3(3) . . ?
C32 C33 C34 104.1(3) . . ?
C33 C34 C35 104.0(3) . . ?
O3 C35 C34 107.4(3) . . ?
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
C1 C2 1.557(4) . ?
C1 P2 1.737(2) . ?
C1 P1 1.760(2) . ?
C2 C5 1.537(4) . ?
C2 C3 1.540(4) . ?
C2 C4 1.540(4) . ?
P1 C6 1.832(2) . ?
P1 Li1 2.562(4) . ?
C6 C11 1.414(3) . ?
C6 C7 1.417(3) . ?
C7 C8 1.390(4) . ?
C7 C12 1.505(3) . ?
C8 C9 1.384(4) . ?
C9 C10 1.384(4) . ?
C9 C13 1.512(4) . ?
C10 C11 1.391(4) . ?
C11 C14 1.501(4) . ?
P2 C15 1.838(3) . ?
C15 C20 1.416(4) . ?
C15 C16 1.416(4) . ?
C16 C17 1.384(4) . ?
C16 C21 1.512(3) . ?
C17 C18 1.384(4) . ?
C18 C19 1.380(4) . ?
C18 C22 1.508(4) . ?
C19 C20 1.389(4) . ?
C20 C23 1.504(4) . ?
Li1 O1 1.935(5) . ?
Li1 O2 1.943(5) . ?
Li1 O3 1.959(5) . ?
O1 C24 1.442(3) . ?
O1 C27 1.442(3) . ?
C24 C25 1.520(9) . ?
C25 C26 1.335(10) . ?
C26 C27 1.475(5) . ?
O2 C28 1.413(4) . ?
O2 C31 1.439(3) . ?
C28 C29 1.395(5) . ?
C29 C30 1.511(6) . ?
C30 C31 1.485(5) . ?
O3 C35 1.427(4) . ?
O3 C32 1.432(4) . ?
C32 C33 1.475(5) . ?
C33 C34 1.503(5) . ?
C34 C35 1.510(4) . ?
