#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:27:13 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179750 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/46/7004677.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_7004677
loop_
_publ_author_name
'Edge, Ruth'
'Less, Robert J.'
'Naseri, Vesal'
'McInnes, Eric J. L.'
'Mulvey, Robert E.'
'Wright, Dominic S.'
_publ_section_title
;
 A mechanistic study of the C--P bond cleavage reaction of
 1,2-(PH2)2-C6H4 with nBuLi/Sb(NMe2)3
;
_journal_issue                   45
_journal_name_full               'Dalton Transactions'
_journal_page_first              6454
_journal_page_last               6460
_journal_paper_doi               10.1039/b810028d
_journal_year                    2008
_chemical_formula_moiety         'C30 H54 Li2 N6 P4'
_chemical_formula_sum            'C30 H54 Li2 N6 P4'
_chemical_formula_weight         636.55
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 107.777(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.2198(3)
_cell_length_b                   15.4779(3)
_cell_length_c                   16.4017(4)
_cell_measurement_reflns_used    10939
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.02
_cell_volume                     3679.27(14)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'phiω 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  0.0533
_diffrn_reflns_av_sigmaI/netI    0.0665
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21578
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         6433
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0512
_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)+(0.0110P)²+3.0662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.1051
_reflns_number_gt                4712
_reflns_number_total             6433
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b810028d.txt
_cod_data_source_block           dw0824
_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      'P 21/n'
_cod_database_code               7004677
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'
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 0.64390(5) 0.76107(5) 0.21924(5) 0.03600(19) Uani 1 1 d . . .
P2 P 0.58997(5) 0.83477(4) 0.30607(5) 0.03278(18) Uani 1 1 d . . .
P3 P 0.45495(5) 0.86483(4) 0.21437(4) 0.03223(18) Uani 1 1 d . . .
P4 P 0.37259(5) 0.82545(4) 0.29553(5) 0.03250(18) Uani 1 1 d . . .
N1 N 0.85932(16) 0.86550(15) 0.20401(15) 0.0401(6) Uani 1 1 d . . .
N2 N 0.73101(17) 1.00753(14) 0.18479(15) 0.0412(6) Uani 1 1 d . . .
N3 N 0.65591(15) 0.91222(14) 0.02297(14) 0.0357(5) Uani 1 1 d . . .
Li1 Li 0.7152(3) 0.8761(3) 0.1529(3) 0.0337(10) Uani 1 1 d . . .
N4 N 0.40286(15) 1.08216(13) 0.37728(14) 0.0352(5) Uani 1 1 d . . .
N5 N 0.21989(15) 1.02352(14) 0.28166(14) 0.0356(5) Uani 1 1 d . . .
N6 N 0.24938(16) 0.93041(15) 0.44257(15) 0.0391(6) Uani 1 1 d . . .
Li2 Li 0.3335(3) 0.9612(3) 0.3638(3) 0.0345(10) Uani 1 1 d . . .
C1 C 0.53314(19) 0.72980(16) 0.14387(16) 0.0317(6) Uani 1 1 d . . .
C2 C 0.45100(18) 0.77403(16) 0.14034(16) 0.0304(6) Uani 1 1 d . . .
C3 C 0.3701(2) 0.75588(17) 0.07478(17) 0.0372(7) Uani 1 1 d . . .
H3A H 0.3156 0.7873 0.0718 0.045 Uiso 1 1 calc R . .
C4 C 0.3673(2) 0.69309(18) 0.01381(18) 0.0433(7) Uani 1 1 d . . .
H4A H 0.3119 0.6821 -0.0311 0.052 Uiso 1 1 calc R . .
C5 C 0.4469(2) 0.64661(18) 0.01974(18) 0.0450(8) Uani 1 1 d . . .
H5A H 0.4454 0.6021 -0.0205 0.054 Uiso 1 1 calc R . .
C6 C 0.5278(2) 0.66413(17) 0.08307(18) 0.0393(7) Uani 1 1 d . . .
H6A H 0.5814 0.6312 0.0859 0.047 Uiso 1 1 calc R . .
C7 C 0.54982(18) 0.75238(16) 0.36772(16) 0.0291(6) Uani 1 1 d . . .
C8 C 0.45603(18) 0.75059(15) 0.36407(16) 0.0287(6) Uani 1 1 d . . .
C9 C 0.43046(19) 0.68983(16) 0.41650(17) 0.0345(6) Uani 1 1 d . . .
H9A H 0.3675 0.6861 0.4144 0.041 Uiso 1 1 calc R . .
C10 C 0.4937(2) 0.63556(18) 0.47076(18) 0.0403(7) Uani 1 1 d . . .
H10A H 0.4739 0.5954 0.5053 0.048 Uiso 1 1 calc R . .
C11 C 0.5854(2) 0.63929(18) 0.47504(18) 0.0430(7) Uani 1 1 d . . .
H11A H 0.6292 0.6024 0.5127 0.052 Uiso 1 1 calc R . .
C12 C 0.6126(2) 0.69783(17) 0.42343(17) 0.0383(7) Uani 1 1 d . . .
H12A H 0.6758 0.7007 0.4263 0.046 Uiso 1 1 calc R . .
C13 C 0.9074(2) 0.8097(2) 0.1595(2) 0.0673(10) Uani 1 1 d . . .
H13A H 0.9739 0.8120 0.1888 0.101 Uiso 1 1 calc R . .
H13B H 0.8948 0.8295 0.1003 0.101 Uiso 1 1 calc R . .
H13C H 0.8856 0.7501 0.1597 0.101 Uiso 1 1 calc R . .
C14 C 0.8785(2) 0.8345(2) 0.2911(2) 0.0597(9) Uani 1 1 d . . .
H14A H 0.9442 0.8419 0.3218 0.090 Uiso 1 1 calc R . .
H14B H 0.8623 0.7732 0.2903 0.090 Uiso 1 1 calc R . .
H14C H 0.8418 0.8675 0.3201 0.090 Uiso 1 1 calc R . .
C15 C 0.8890(2) 0.9553(2) 0.2014(2) 0.0601(9) Uani 1 1 d . . .
H15A H 0.8863 0.9701 0.1419 0.072 Uiso 1 1 calc R . .
H15B H 0.9539 0.9610 0.2378 0.072 Uiso 1 1 calc R . .
C16 C 0.8302(2) 1.0183(2) 0.2318(2) 0.0590(9) Uani 1 1 d . . .
H16A H 0.8401 1.0094 0.2938 0.071 Uiso 1 1 calc R . .
H16B H 0.8493 1.0780 0.2238 0.071 Uiso 1 1 calc R . .
C17 C 0.6727(3) 1.0417(2) 0.2347(2) 0.0595(9) Uani 1 1 d . . .
H17A H 0.6865 1.1030 0.2470 0.089 Uiso 1 1 calc R . .
H17B H 0.6853 1.0096 0.2886 0.089 Uiso 1 1 calc R . .
H17C H 0.6075 1.0350 0.2016 0.089 Uiso 1 1 calc R . .
C18 C 0.7059(2) 1.04955(18) 0.10018(19) 0.0440(7) Uani 1 1 d . . .
H18A H 0.7604 1.0511 0.0792 0.053 Uiso 1 1 calc R . .
H18B H 0.6864 1.1098 0.1053 0.053 Uiso 1 1 calc R . .
C19 C 0.6286(2) 1.00132(17) 0.03696(19) 0.0418(7) Uani 1 1 d . . .
H19A H 0.5745 0.9993 0.0585 0.050 Uiso 1 1 calc R . .
H19B H 0.6102 1.0327 -0.0183 0.050 Uiso 1 1 calc R . .
C20 C 0.5730(2) 0.86069(19) -0.01984(19) 0.0464(8) Uani 1 1 d . . .
H20A H 0.5407 0.8867 -0.0754 0.070 Uiso 1 1 calc R . .
H20B H 0.5319 0.8596 0.0160 0.070 Uiso 1 1 calc R . .
H20C H 0.5914 0.8016 -0.0285 0.070 Uiso 1 1 calc R . .
C21 C 0.7158(2) 0.9137(2) -0.0323(2) 0.0541(9) Uani 1 1 d . . .
H21A H 0.6830 0.9411 -0.0870 0.081 Uiso 1 1 calc R . .
H21B H 0.7324 0.8544 -0.0426 0.081 Uiso 1 1 calc R . .
H21C H 0.7719 0.9465 -0.0041 0.081 Uiso 1 1 calc R . .
C22 C 0.4583(2) 1.0770(2) 0.3183(2) 0.0506(8) Uani 1 1 d . . .
H22A H 0.4815 1.1346 0.3108 0.076 Uiso 1 1 calc R . .
H22B H 0.4200 1.0551 0.2627 0.076 Uiso 1 1 calc R . .
H22C H 0.5105 1.0378 0.3419 0.076 Uiso 1 1 calc R . .
C23 C 0.4630(2) 1.1127(2) 0.4612(2) 0.0528(8) Uani 1 1 d . . .
H23A H 0.4853 1.1711 0.4550 0.079 Uiso 1 1 calc R . .
H23B H 0.5158 1.0736 0.4819 0.079 Uiso 1 1 calc R . .
H23C H 0.4279 1.1139 0.5024 0.079 Uiso 1 1 calc R . .
C24 C 0.3264(2) 1.14308(17) 0.34595(19) 0.0436(7) Uani 1 1 d . . .
H24A H 0.3508 1.1987 0.3322 0.052 Uiso 1 1 calc R . .
H24B H 0.2981 1.1540 0.3919 0.052 Uiso 1 1 calc R . .
C25 C 0.2526(2) 1.11034(18) 0.26693(19) 0.0454(8) Uani 1 1 d . . .
H25A H 0.1999 1.1510 0.2519 0.054 Uiso 1 1 calc R . .
H25B H 0.2780 1.1079 0.2182 0.054 Uiso 1 1 calc R . .
C26 C 0.1774(2) 0.9792(2) 0.19966(18) 0.0502(8) Uani 1 1 d . . .
H26A H 0.1252 1.0134 0.1648 0.075 Uiso 1 1 calc R . .
H26B H 0.1556 0.9221 0.2105 0.075 Uiso 1 1 calc R . .
H26C H 0.2232 0.9728 0.1691 0.075 Uiso 1 1 calc R . .
C27 C 0.1546(2) 1.0290(2) 0.33201(19) 0.0451(8) Uani 1 1 d . . .
H27A H 0.0914 1.0386 0.2930 0.054 Uiso 1 1 calc R . .
H27B H 0.1712 1.0786 0.3719 0.054 Uiso 1 1 calc R . .
C28 C 0.1568(2) 0.9468(2) 0.3822(2) 0.0475(8) Uani 1 1 d . . .
H28A H 0.1116 0.9512 0.4145 0.057 Uiso 1 1 calc R . .
H28B H 0.1385 0.8976 0.3421 0.057 Uiso 1 1 calc R . .
C29 C 0.2569(2) 0.8396(2) 0.4701(2) 0.0617(10) Uani 1 1 d . . .
H29A H 0.2111 0.8275 0.4995 0.093 Uiso 1 1 calc R . .
H29B H 0.3189 0.8288 0.5091 0.093 Uiso 1 1 calc R . .
H29C H 0.2457 0.8020 0.4199 0.093 Uiso 1 1 calc R . .
C30 C 0.2668(2) 0.9863(2) 0.51796(19) 0.0536(8) Uani 1 1 d . . .
H30A H 0.2201 0.9753 0.5467 0.080 Uiso 1 1 calc R . .
H30B H 0.2637 1.0469 0.5001 0.080 Uiso 1 1 calc R . .
H30C H 0.3282 0.9739 0.5575 0.080 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'
N N 0.0061 0.0033 '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
C1 P1 P2 97.33(9) . . ?
C1 P1 Li1 109.14(13) . . ?
P2 P1 Li1 102.28(11) . . ?
C7 P2 P1 104.55(9) . . ?
C7 P2 P3 97.16(9) . . ?
P1 P2 P3 97.14(4) . . ?
C2 P3 P4 106.26(8) . . ?
C2 P3 P2 97.18(9) . . ?
P4 P3 P2 96.62(4) . . ?
C8 P4 P3 97.57(9) . . ?
C8 P4 Li2 117.77(13) . . ?
P3 P4 Li2 107.15(11) . . ?
C14 N1 C13 108.4(3) . . ?
C14 N1 C15 111.8(3) . . ?
C13 N1 C15 109.9(3) . . ?
C14 N1 Li1 106.9(2) . . ?
C13 N1 Li1 117.8(2) . . ?
C15 N1 Li1 102.0(2) . . ?
C18 N2 C17 109.7(2) . . ?
C18 N2 C16 111.8(2) . . ?
C17 N2 C16 111.1(3) . . ?
C18 N2 Li1 102.5(2) . . ?
C17 N2 Li1 116.3(2) . . ?
C16 N2 Li1 105.1(2) . . ?
C21 N3 C20 108.4(2) . . ?
C21 N3 C19 109.8(2) . . ?
C20 N3 C19 109.8(2) . . ?
C21 N3 Li1 118.1(2) . . ?
C20 N3 Li1 112.0(2) . . ?
C19 N3 Li1 98.3(2) . . ?
N2 Li1 N1 87.13(19) . . ?
N2 Li1 N3 88.62(18) . . ?
N1 Li1 N3 119.6(2) . . ?
N2 Li1 P1 127.9(2) . . ?
N1 Li1 P1 108.04(19) . . ?
N3 Li1 P1 121.1(2) . . ?
C24 N4 C22 111.1(2) . . ?
C24 N4 C23 108.7(2) . . ?
C22 N4 C23 108.3(2) . . ?
C24 N4 Li2 102.4(2) . . ?
C22 N4 Li2 104.5(2) . . ?
C23 N4 Li2 121.7(2) . . ?
C26 N5 C27 110.8(2) . . ?
C26 N5 C25 110.5(2) . . ?
C27 N5 C25 110.9(2) . . ?
C26 N5 Li2 115.0(2) . . ?
C27 N5 Li2 103.5(2) . . ?
C25 N5 Li2 105.9(2) . . ?
C30 N6 C29 109.1(2) . . ?
C30 N6 C28 110.8(2) . . ?
C29 N6 C28 109.8(2) . . ?
C30 N6 Li2 113.1(2) . . ?
C29 N6 Li2 113.3(2) . . ?
C28 N6 Li2 100.5(2) . . ?
N5 Li2 N4 86.97(18) . . ?
N5 Li2 N6 87.83(19) . . ?
N4 Li2 N6 120.3(2) . . ?
N5 Li2 P4 111.07(19) . . ?
N4 Li2 P4 126.8(2) . . ?
N6 Li2 P4 110.35(19) . . ?
C6 C1 C2 117.6(2) . . ?
C6 C1 P1 120.8(2) . . ?
C2 C1 P1 121.51(19) . . ?
C3 C2 C1 119.8(2) . . ?
C3 C2 P3 120.3(2) . . ?
C1 C2 P3 119.5(2) . . ?
C4 C3 C2 121.6(3) . . ?
C3 C4 C5 118.6(3) . . ?
C6 C5 C4 120.9(3) . . ?
C5 C6 C1 121.4(3) . . ?
C12 C7 C8 120.0(2) . . ?
C12 C7 P2 120.3(2) . . ?
C8 C7 P2 119.40(19) . . ?
C9 C8 C7 116.9(2) . . ?
C9 C8 P4 121.9(2) . . ?
C7 C8 P4 121.15(19) . . ?
C10 C9 C8 122.2(3) . . ?
C11 C10 C9 120.3(3) . . ?
C10 C11 C12 118.9(3) . . ?
C11 C12 C7 121.7(3) . . ?
N1 C15 C16 112.6(3) . . ?
N2 C16 C15 111.6(3) . . ?
N2 C18 C19 110.7(2) . . ?
N3 C19 C18 111.8(2) . . ?
N4 C24 C25 112.7(2) . . ?
N5 C25 C24 111.2(2) . . ?
N5 C27 C28 110.5(2) . . ?
N6 C28 C27 111.6(2) . . ?
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 C1 1.825(3) . ?
P1 P2 2.1718(11) . ?
P1 Li1 2.501(4) . ?
P2 C7 1.844(3) . ?
P2 P3 2.1941(13) . ?
P3 C2 1.846(3) . ?
P3 P4 2.1757(11) . ?
P4 C8 1.830(3) . ?
P4 Li2 2.536(4) . ?
N1 C14 1.450(4) . ?
N1 C13 1.463(4) . ?
N1 C15 1.467(4) . ?
N1 Li1 2.102(5) . ?
N2 C18 1.473(4) . ?
N2 C17 1.477(4) . ?
N2 C16 1.480(4) . ?
N2 Li1 2.096(5) . ?
N3 C21 1.468(3) . ?
N3 C20 1.476(4) . ?
N3 C19 1.478(3) . ?
N3 Li1 2.120(5) . ?
N4 C24 1.464(3) . ?
N4 C22 1.468(4) . ?
N4 C23 1.480(4) . ?
N4 Li2 2.128(5) . ?
N5 C26 1.472(3) . ?
N5 C27 1.476(4) . ?
N5 C25 1.478(3) . ?
N5 Li2 2.076(5) . ?
N6 C30 1.465(4) . ?
N6 C29 1.470(4) . ?
N6 C28 1.475(4) . ?
N6 Li2 2.132(5) . ?
C1 C6 1.409(4) . ?
C1 C2 1.411(4) . ?
C2 C3 1.394(4) . ?
C3 C4 1.386(4) . ?
C4 C5 1.387(4) . ?
C5 C6 1.375(4) . ?
C7 C12 1.389(4) . ?
C7 C8 1.410(4) . ?
C8 C9 1.407(3) . ?
C9 C10 1.378(4) . ?
C10 C11 1.377(4) . ?
C11 C12 1.387(4) . ?
C15 C16 1.508(5) . ?
C18 C19 1.507(4) . ?
C24 C25 1.520(4) . ?
C27 C28 1.510(4) . ?
