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#$Date: 2016-03-21 06:10:35 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178495 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/06/4060629.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_4060629
loop_
_publ_author_name
'Carsten Strohmann'
'Stefan Dilsky'
'Katja Strohfeldt'
_publ_section_title
;
Crystal Structures of [PhLi·(−)-sparteine]2,
[PhOLi·(−)-sparteine]2, and the Mixed Aggregate
[PhLi·PhOLi·2(−)-sparteine]
;
_journal_name_full               Organometallics
_journal_page_first              41
_journal_paper_doi               10.1021/om050794w
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C47 H74 Li2 N4 O'
_chemical_formula_weight         724.98
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90
_cell_angle_beta                 104.16(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.6939(19)
_cell_length_b                   16.621(3)
_cell_length_c                   13.931(3)
_cell_measurement_temperature    173(2)
_cell_volume                     2176.3(7)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.106
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4060629
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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
C1 C -0.0321(3) 0.92040(16) 0.87160(19) 0.0412(6) Uani 1 1 d . . .
C2 C -0.1735(3) 0.90487(16) 0.8772(2) 0.0435(6) Uani 1 1 d . . .
H2 H -0.2407 0.8915 0.8173 0.052 Uiso 1 1 calc R . .
C3 C -0.2220(3) 0.90754(19) 0.9630(2) 0.0516(7) Uani 1 1 d . . .
H3 H -0.3191 0.8966 0.9603 0.062 Uiso 1 1 calc R . .
C4 C -0.1285(4) 0.92625(18) 1.0527(2) 0.0535(8) Uani 1 1 d . . .
H4 H -0.1603 0.9289 1.112 0.064 Uiso 1 1 calc R . .
C5 C 0.0113(3) 0.94079(17) 1.0535(2) 0.0482(7) Uani 1 1 d . . .
H5 H 0.0778 0.9527 1.1142 0.058 Uiso 1 1 calc R . .
C6 C 0.0564(3) 0.93812(17) 0.9654(2) 0.0442(6) Uani 1 1 d . . .
H6 H 0.1538 0.9491 0.9693 0.053 Uiso 1 1 calc R . .
C7 C 0.0487(3) 0.93905(17) 0.5660(2) 0.0478(7) Uani 1 1 d . . .
C8 C 0.1717(3) 0.96989(19) 0.5447(3) 0.0557(8) Uani 1 1 d . . .
H8 H 0.2452 0.9908 0.5968 0.067 Uiso 1 1 calc R . .
C9 C 0.1884(4) 0.97046(19) 0.4477(3) 0.0625(9) Uani 1 1 d . . .
H9 H 0.2736 0.9917 0.4357 0.075 Uiso 1 1 calc R . .
C10 C 0.0865(4) 0.9415(2) 0.3698(3) 0.0676(10) Uani 1 1 d . . .
H10 H 0.1002 0.9416 0.3045 0.081 Uiso 1 1 calc R . .
C11 C -0.0354(5) 0.9126(2) 0.3888(3) 0.0735(11) Uani 1 1 d . . .
H11 H -0.1083 0.893 0.3353 0.088 Uiso 1 1 calc R . .
C12 C -0.0569(4) 0.9107(2) 0.4841(3) 0.0611(8) Uani 1 1 d . . .
H12 H -0.1437 0.8901 0.4942 0.073 Uiso 1 1 calc R . .
C13 C -0.3407(3) 1.05126(19) 0.6944(2) 0.0542(8) Uani 1 1 d . . .
H13A H -0.4183 1.0914 0.685 0.065 Uiso 1 1 calc R . .
H13B H -0.3518 1.0134 0.7469 0.065 Uiso 1 1 calc R . .
C14 C -0.3521(4) 1.0057(2) 0.5992(2) 0.0595(8) Uani 1 1 d . . .
H14A H -0.4469 0.9801 0.5786 0.071 Uiso 1 1 calc R . .
H14B H -0.2793 0.9627 0.6099 0.071 Uiso 1 1 calc R . .
C15 C -0.3305(4) 1.0625(2) 0.5174(2) 0.0616(8) Uani 1 1 d . . .
H15A H -0.3262 1.0309 0.458 0.074 Uiso 1 1 calc R . .
H15B H -0.412 1.1 0.4989 0.074 Uiso 1 1 calc R . .
C16 C -0.1936(3) 1.11008(19) 0.5527(2) 0.0513(7) Uani 1 1 d . . .
H16A H -0.1113 1.0731 0.5621 0.062 Uiso 1 1 calc R . .
H16B H -0.1856 1.15 0.5016 0.062 Uiso 1 1 calc R . .
C17 C -0.1892(3) 1.15310(17) 0.6489(2) 0.0453(7) Uani 1 1 d . . .
H17 H -0.2764 1.1874 0.6373 0.054 Uiso 1 1 calc R . .
C18 C -0.0623(3) 1.20909(17) 0.6830(2) 0.0489(7) Uani 1 1 d . . .
H18 H -0.0658 1.2498 0.6296 0.059 Uiso 1 1 calc R . .
C19 C -0.0767(4) 1.25397(18) 0.7755(2) 0.0553(8) Uani 1 1 d . . .
H19A H 0.0016 1.2933 0.7964 0.066 Uiso 1 1 calc R . .
H19B H -0.1684 1.2832 0.7625 0.066 Uiso 1 1 calc R . .
C20 C -0.0700(4) 1.19070(18) 0.8554(2) 0.0520(8) Uani 1 1 d . . .
H20 H -0.0821 1.2191 0.9161 0.062 Uiso 1 1 calc R . .
C21 C -0.1950(3) 1.13309(18) 0.8228(2) 0.0496(7) Uani 1 1 d . . .
H21A H -0.1888 1.0912 0.8742 0.059 Uiso 1 1 calc R . .
H21B H -0.2846 1.1632 0.8177 0.059 Uiso 1 1 calc R . .
C22 C 0.0850(3) 1.16867(17) 0.7049(2) 0.0474(7) Uani 1 1 d . . .
H22A H 0.0944 1.1383 0.6457 0.057 Uiso 1 1 calc R . .
H22B H 0.1595 1.2108 0.7183 0.057 Uiso 1 1 calc R . .
C23 C 0.0768(3) 1.14993(17) 0.8818(2) 0.0489(7) Uani 1 1 d . . .
H23 H 0.0718 1.1048 0.9282 0.059 Uiso 1 1 calc R . .
C24 C 0.1931(4) 1.2070(2) 0.9356(2) 0.0640(9) Uani 1 1 d . . .
H24A H 0.1699 1.2264 0.997 0.077 Uiso 1 1 calc R . .
H24B H 0.197 1.2542 0.893 0.077 Uiso 1 1 calc R . .
C25 C 0.3379(4) 1.1656(2) 0.9617(3) 0.0756(11) Uani 1 1 d . . .
H25A H 0.337 1.121 1.0086 0.091 Uiso 1 1 calc R . .
H25B H 0.4122 1.2045 0.994 0.091 Uiso 1 1 calc R . .
C26 C 0.3716(4) 1.1328(2) 0.8670(3) 0.0690(9) Uani 1 1 d . . .
H26A H 0.3825 1.178 0.8232 0.083 Uiso 1 1 calc R . .
H26B H 0.4622 1.1025 0.8842 0.083 Uiso 1 1 calc R . .
C27 C 0.2526(3) 1.07800(19) 0.8135(2) 0.0521(7) Uani 1 1 d . . .
H27A H 0.2738 1.0604 0.7508 0.063 Uiso 1 1 calc R . .
H27B H 0.2524 1.0294 0.8546 0.063 Uiso 1 1 calc R . .
C28 C 0.3525(3) 0.83923(17) 0.8629(2) 0.0477(7) Uani 1 1 d . . .
H28A H 0.4371 0.8086 0.8987 0.057 Uiso 1 1 calc R . .
H28B H 0.3225 0.8748 0.911 0.057 Uiso 1 1 calc R . .
C29 C 0.3912(3) 0.89020(17) 0.7822(2) 0.0492(7) Uani 1 1 d . . .
H29A H 0.3079 0.9229 0.7488 0.059 Uiso 1 1 calc R . .
H29B H 0.4694 0.9274 0.8127 0.059 Uiso 1 1 calc R . .
C30 C 0.4375(3) 0.83759(19) 0.7060(3) 0.0583(8) Uani 1 1 d . . .
H30A H 0.4522 0.8713 0.6508 0.07 Uiso 1 1 calc R . .
H30B H 0.5284 0.8105 0.737 0.07 Uiso 1 1 calc R . .
C31 C 0.3231(3) 0.77523(17) 0.6670(2) 0.0469(7) Uani 1 1 d . . .
H31A H 0.3568 0.7378 0.6223 0.056 Uiso 1 1 calc R . .
H31B H 0.2367 0.8025 0.6279 0.056 Uiso 1 1 calc R . .
C32 C 0.2851(3) 0.72725(16) 0.7508(2) 0.0384(6) Uani 1 1 d . . .
H32 H 0.3745 0.701 0.7892 0.046 Uiso 1 1 calc R . .
C33 C 0.1758(3) 0.66001(15) 0.71416(19) 0.0383(6) Uani 1 1 d . . .
H33 H 0.2163 0.6232 0.6713 0.046 Uiso 1 1 calc R . .
C34 C 0.1576(3) 0.61119(16) 0.8040(2) 0.0412(6) Uani 1 1 d . . .
H34A H 0.094 0.5646 0.7822 0.049 Uiso 1 1 calc R . .
H34B H 0.2508 0.5911 0.8428 0.049 Uiso 1 1 calc R . .
C35 C 0.0923(3) 0.66870(16) 0.8663(2) 0.0413(6) Uani 1 1 d . . .
H35 H 0.0816 0.6388 0.9264 0.05 Uiso 1 1 calc R . .
C36 C 0.1960(3) 0.73782(16) 0.9008(2) 0.0429(6) Uani 1 1 d . . .
H36A H 0.1528 0.776 0.9396 0.051 Uiso 1 1 calc R . .
H36B H 0.2835 0.716 0.9455 0.051 Uiso 1 1 calc R . .
C37 C 0.0298(3) 0.68716(16) 0.6545(2) 0.0394(6) Uani 1 1 d . . .
H37A H 0.0416 0.7196 0.5974 0.047 Uiso 1 1 calc R . .
H37B H -0.0275 0.6392 0.6281 0.047 Uiso 1 1 calc R . .
C38 C -0.0569(3) 0.69563(16) 0.8085(2) 0.0393(6) Uani 1 1 d . . .
H38 H -0.09 0.7372 0.8496 0.047 Uiso 1 1 calc R . .
C39 C -0.1636(3) 0.62622(17) 0.7943(2) 0.0515(7) Uani 1 1 d . . .
H39A H -0.1299 0.582 0.7581 0.062 Uiso 1 1 calc R . .
H39B H -0.1685 0.6054 0.8599 0.062 Uiso 1 1 calc R . .
C40 C -0.3109(3) 0.65180(19) 0.7375(3) 0.0634(9) Uani 1 1 d . . .
H40A H -0.3499 0.6918 0.7765 0.076 Uiso 1 1 calc R . .
H40B H -0.3752 0.6047 0.7257 0.076 Uiso 1 1 calc R . .
C41 C -0.3015(3) 0.68843(19) 0.6390(3) 0.0588(8) Uani 1 1 d . . .
H41A H -0.274 0.6463 0.597 0.071 Uiso 1 1 calc R . .
H41B H -0.3959 0.7095 0.604 0.071 Uiso 1 1 calc R . .
C42 C -0.1929(3) 0.75620(17) 0.6548(2) 0.0438(6) Uani 1 1 d . . .
H42A H -0.1854 0.7757 0.5892 0.053 Uiso 1 1 calc R . .
H42B H -0.2294 0.8013 0.688 0.053 Uiso 1 1 calc R . .
C43 C 0.5235(6) 0.4715(4) 0.8868(4) 0.1119(17) Uani 1 1 d . . .
H43A H 0.6212 0.4874 0.8881 0.168 Uiso 1 1 calc R . .
H43B H 0.5111 0.4703 0.9546 0.168 Uiso 1 1 calc R . .
H43C H 0.4569 0.5103 0.8475 0.168 Uiso 1 1 calc R . .
C44 C 0.4961(8) 0.3935(5) 0.8437(5) 0.147(3) Uani 1 1 d . . .
H44A H 0.3979 0.3767 0.8429 0.177 Uiso 1 1 calc R . .
H44B H 0.5628 0.3539 0.8832 0.177 Uiso 1 1 calc R . .
C45 C 0.5157(8) 0.3967(4) 0.7349(5) 0.136(2) Uani 1 1 d . . .
H45A H 0.4577 0.441 0.6981 0.164 Uiso 1 1 calc R . .
H45B H 0.6167 0.4074 0.7365 0.164 Uiso 1 1 calc R . .
C46 C 0.4713(7) 0.3191(4) 0.6838(5) 0.1204(18) Uani 1 1 d . . .
H46A H 0.3698 0.3086 0.6806 0.144 Uiso 1 1 calc R . .
H46B H 0.5285 0.2744 0.7205 0.144 Uiso 1 1 calc R . .
C47 C 0.4937(8) 0.3245(4) 0.5818(4) 0.139(2) Uani 1 1 d . . .
H47A H 0.4357 0.3682 0.5458 0.209 Uiso 1 1 calc R . .
H47B H 0.4659 0.2735 0.547 0.209 Uiso 1 1 calc R . .
H47C H 0.5944 0.3351 0.5857 0.209 Uiso 1 1 calc R . .
Li1 Li -0.0216(5) 1.0067(3) 0.7468(3) 0.0406(10) Uani 1 1 d . . .
Li2 Li 0.0466(5) 0.8542(2) 0.7519(3) 0.0382(10) Uani 1 1 d . . .
N1 N -0.2006(2) 1.09313(14) 0.72624(16) 0.0435(5) Uani 1 1 d . . .
N2 N 0.1082(3) 1.11336(14) 0.79040(16) 0.0434(5) Uani 1 1 d . . .
N3 N 0.2359(2) 0.78257(12) 0.81946(16) 0.0368(5) Uani 1 1 d . . .
N4 N -0.0485(2) 0.73555(12) 0.71373(15) 0.0355(5) Uani 1 1 d . . .
O O 0.0322(2) 0.93727(13) 0.65440(14) 0.0529(5) Uani 1 1 d . . .
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 C6 1.408(4) . ?
C1 C2 1.416(4) . ?
C1 Li1 2.276(5) . ?
C1 Li2 2.280(5) . ?
C2 C3 1.389(4) . ?
C3 C4 1.387(5) . ?
C4 C5 1.374(4) . ?
C5 C6 1.401(4) . ?
C7 O 1.281(3) . ?
C7 C8 1.395(4) . ?
C7 C12 1.414(5) . ?
C8 C9 1.399(5) . ?
C9 C10 1.364(5) . ?
C10 C11 1.361(5) . ?
C11 C12 1.394(5) . ?
C13 N1 1.494(4) . ?
C13 C14 1.507(5) . ?
C14 C15 1.534(4) . ?
C15 C16 1.520(5) . ?
C16 C17 1.509(4) . ?
C17 N1 1.492(3) . ?
C17 C18 1.523(4) . ?
C18 C19 1.525(4) . ?
C18 C22 1.540(4) . ?
C19 C20 1.521(4) . ?
C20 C21 1.524(5) . ?
C20 C23 1.538(4) . ?
C21 N1 1.489(3) . ?
C22 N2 1.478(4) . ?
C23 N2 1.507(3) . ?
C23 C24 1.522(5) . ?
C24 C25 1.525(5) . ?
C25 C26 1.534(5) . ?
C26 C27 1.515(5) . ?
C27 N2 1.479(4) . ?
C28 N3 1.482(4) . ?
C28 C29 1.525(4) . ?
C29 C30 1.525(4) . ?
C30 C31 1.518(4) . ?
C31 C32 1.531(4) . ?
C32 N3 1.487(3) . ?
C32 C33 1.538(4) . ?
C33 C37 1.524(4) . ?
C33 C34 1.538(3) . ?
C34 C35 1.528(4) . ?
C35 C36 1.524(4) . ?
C35 C38 1.540(4) . ?
C36 N3 1.484(3) . ?
C37 N4 1.487(3) . ?
C38 N4 1.497(3) . ?
C38 C39 1.530(4) . ?
C39 C40 1.514(5) . ?
C40 C41 1.524(5) . ?
C41 C42 1.520(4) . ?
C42 N4 1.480(4) . ?
C43 C44 1.425(8) . ?
C44 C45 1.574(8) . ?
C45 C46 1.486(9) . ?
C46 C47 1.492(8) . ?
Li1 O 1.895(5) . ?
Li1 N2 2.173(5) . ?
Li1 N1 2.216(5) . ?
Li1 Li2 2.617(6) . ?
Li2 O 1.918(5) . ?
Li2 N4 2.186(5) . ?
Li2 N3 2.196(5) . ?
