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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/4/06/06/4060630.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_4060630
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 O2'
_chemical_formula_weight         740.98
_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                 106.20(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.7174(18)
_cell_length_b                   16.668(3)
_cell_length_c                   14.420(2)
_cell_measurement_temperature    193(2)
_cell_volume                     2242.9(7)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.097
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4060630
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 0.4551(4) 0.2344(2) 0.9152(2) 0.0552(10) Uani 1 1 d . . .
C2 C 0.5554(4) 0.2500(2) 1.0025(3) 0.0621(10) Uani 1 1 d . . .
H2 H 0.6527 0.2595 1.0047 0.075 Uiso 1 1 calc R . .
C3 C 0.5125(6) 0.2516(2) 1.0874(3) 0.0751(13) Uani 1 1 d . . .
H3 H 0.5818 0.2634 1.1466 0.09 Uiso 1 1 calc R . .
C4 C 0.3753(6) 0.2368(2) 1.0882(3) 0.0780(13) Uani 1 1 d . . .
H4 H 0.3485 0.2382 1.1467 0.094 Uiso 1 1 calc R . .
C5 C 0.2777(5) 0.2199(3) 1.0026(3) 0.0759(12) Uani 1 1 d . . .
H5 H 0.1812 0.2091 1.0014 0.091 Uiso 1 1 calc R . .
C6 C 0.3162(5) 0.2183(2) 0.9176(3) 0.0671(11) Uani 1 1 d . . .
H6 H 0.2456 0.2058 0.8591 0.081 Uiso 1 1 calc R . .
C7 C 0.5690(4) 0.2595(2) 0.5704(2) 0.0512(9) Uani 1 1 d . . .
C8 C 0.6887(5) 0.2996(3) 0.5569(3) 0.0707(11) Uani 1 1 d . . .
H8 H 0.7524 0.3266 0.6097 0.085 Uiso 1 1 calc R . .
C9 C 0.7154(5) 0.3002(3) 0.4664(3) 0.0788(13) Uani 1 1 d . . .
H9 H 0.7985 0.3262 0.4586 0.095 Uiso 1 1 calc R . .
C10 C 0.6223(6) 0.2636(3) 0.3890(3) 0.0811(14) Uani 1 1 d . . .
H10 H 0.6414 0.2636 0.3279 0.097 Uiso 1 1 calc R . .
C11 C 0.5037(6) 0.2274(3) 0.3995(3) 0.0803(13) Uani 1 1 d . . .
H11 H 0.4378 0.2033 0.3453 0.096 Uiso 1 1 calc R . .
C12 C 0.4775(5) 0.2252(2) 0.4885(3) 0.0656(11) Uani 1 1 d . . .
H12 H 0.3933 0.1991 0.4941 0.079 Uiso 1 1 calc R . .
C13 C 0.1558(6) 0.3423(3) 0.6648(4) 0.0926(16) Uani 1 1 d . . .
H13A H 0.1487 0.2997 0.7111 0.111 Uiso 1 1 calc R . .
H13B H 0.0685 0.3758 0.6528 0.111 Uiso 1 1 calc R . .
C14 C 0.1618(5) 0.3044(3) 0.5724(3) 0.0867(14) Uani 1 1 d . . .
H14A H 0.0739 0.2726 0.545 0.104 Uiso 1 1 calc R . .
H14B H 0.2452 0.2678 0.5845 0.104 Uiso 1 1 calc R . .
C15 C 0.1751(6) 0.3695(3) 0.5008(3) 0.0886(15) Uani 1 1 d . . .
H15A H 0.0857 0.4014 0.4816 0.106 Uiso 1 1 calc R . .
H15B H 0.1898 0.3444 0.442 0.106 Uiso 1 1 calc R . .
C16 C 0.3034(6) 0.4253(3) 0.5476(3) 0.0842(14) Uani 1 1 d . . .
H16A H 0.3939 0.3945 0.5608 0.101 Uiso 1 1 calc R . .
H16B H 0.3079 0.4694 0.5025 0.101 Uiso 1 1 calc R . .
C17 C 0.2873(5) 0.4593(2) 0.6391(3) 0.0732(12) Uani 1 1 d . . .
H17 H 0.1921 0.4867 0.6237 0.088 Uiso 1 1 calc R . .
C18 C 0.4041(6) 0.5234(3) 0.6860(3) 0.0857(14) Uani 1 1 d . . .
H18 H 0.3986 0.5677 0.6383 0.103 Uiso 1 1 calc R . .
C19 C 0.3704(7) 0.5584(3) 0.7749(3) 0.1006(17) Uani 1 1 d . . .
H19A H 0.4411 0.6004 0.8046 0.121 Uiso 1 1 calc R . .
H19B H 0.2735 0.5826 0.7571 0.121 Uiso 1 1 calc R . .
C20 C 0.3781(6) 0.4892(3) 0.8450(4) 0.0904(15) Uani 1 1 d . . .
H20 H 0.3516 0.5113 0.9022 0.108 Uiso 1 1 calc R . .
C21 C 0.2687(6) 0.4269(3) 0.8009(3) 0.0909(15) Uani 1 1 d . . .
H21A H 0.2756 0.3826 0.8477 0.109 Uiso 1 1 calc R . .
H21B H 0.1721 0.4509 0.7886 0.109 Uiso 1 1 calc R . .
C22 C 0.5332(6) 0.4572(3) 0.8823(3) 0.0866(15) Uani 1 1 d . . .
H22 H 0.5303 0.4085 0.9223 0.104 Uiso 1 1 calc R . .
C23 C 0.5605(6) 0.4892(3) 0.7149(3) 0.0884(15) Uani 1 1 d . . .
H23A H 0.5797 0.4637 0.6578 0.106 Uiso 1 1 calc R . .
H23B H 0.6292 0.534 0.7356 0.106 Uiso 1 1 calc R . .
C24 C 0.6328(7) 0.5155(3) 0.9449(4) 0.1046(18) Uani 1 1 d . . .
H24A H 0.5985 0.5286 1.0017 0.125 Uiso 1 1 calc R . .
H24B H 0.6344 0.5657 0.9085 0.125 Uiso 1 1 calc R . .
C25 C 0.7857(7) 0.4804(4) 0.9792(4) 0.1076(18) Uani 1 1 d . . .
H25A H 0.8513 0.5199 1.0205 0.129 Uiso 1 1 calc R . .
H25B H 0.7856 0.4312 1.0177 0.129 Uiso 1 1 calc R . .
C26 C 0.8362(6) 0.4609(4) 0.8911(4) 0.1116(18) Uani 1 1 d . . .
H26A H 0.8431 0.5108 0.8555 0.134 Uiso 1 1 calc R . .
H26B H 0.9325 0.436 0.9117 0.134 Uiso 1 1 calc R . .
C27 C 0.7318(6) 0.4038(3) 0.8259(4) 0.0942(15) Uani 1 1 d . . .
H27A H 0.765 0.3936 0.768 0.113 Uiso 1 1 calc R . .
H27B H 0.7355 0.3521 0.8603 0.113 Uiso 1 1 calc R . .
C28 C 0.8584(4) 0.1596(3) 0.8650(3) 0.0715(12) Uani 1 1 d . . .
H28A H 0.944 0.1295 0.9019 0.086 Uiso 1 1 calc R . .
H28B H 0.8265 0.1941 0.911 0.086 Uiso 1 1 calc R . .
C29 C 0.8988(5) 0.2123(2) 0.7903(3) 0.0703(11) Uani 1 1 d . . .
H29A H 0.8159 0.2461 0.7572 0.084 Uiso 1 1 calc R . .
H29B H 0.9787 0.2483 0.8231 0.084 Uiso 1 1 calc R . .
C30 C 0.9436(5) 0.1613(3) 0.7165(4) 0.0783(13) Uani 1 1 d . . .
H30A H 1.035 0.1338 0.7478 0.094 Uiso 1 1 calc R . .
H30B H 0.9589 0.196 0.6645 0.094 Uiso 1 1 calc R . .
C31 C 0.8278(4) 0.0992(2) 0.6734(3) 0.0647(11) Uani 1 1 d . . .
H31A H 0.8615 0.0634 0.6295 0.078 Uiso 1 1 calc R . .
H31B H 0.7404 0.127 0.6349 0.078 Uiso 1 1 calc R . .
C32 C 0.7909(4) 0.0486(2) 0.7526(3) 0.0588(10) Uani 1 1 d . . .
H32 H 0.8813 0.0219 0.7902 0.071 Uiso 1 1 calc R . .
C33 C 0.6808(4) -0.0177(2) 0.7129(3) 0.0586(10) Uani 1 1 d . . .
H33 H 0.7208 -0.0531 0.6707 0.07 Uiso 1 1 calc R . .
C34 C 0.6638(5) -0.0687(2) 0.7974(3) 0.0692(11) Uani 1 1 d . . .
H34A H 0.5993 -0.1147 0.7735 0.083 Uiso 1 1 calc R . .
H34B H 0.7579 -0.0894 0.8359 0.083 Uiso 1 1 calc R . .
C35 C 0.5993(5) -0.0129(2) 0.8587(3) 0.0639(11) Uani 1 1 d . . .
H35 H 0.5885 -0.0443 0.9154 0.077 Uiso 1 1 calc R . .
C36 C 0.7035(5) 0.0560(2) 0.8973(3) 0.0668(11) Uani 1 1 d . . .
H36A H 0.6594 0.093 0.9345 0.08 Uiso 1 1 calc R . .
H36B H 0.7916 0.0339 0.9423 0.08 Uiso 1 1 calc R . .
C37 C 0.4507(4) 0.0157(2) 0.8016(3) 0.0560(10) Uani 1 1 d . . .
H37 H 0.4198 0.0563 0.8428 0.067 Uiso 1 1 calc R . .
C38 C 0.5315(4) 0.0103(2) 0.6531(3) 0.0568(10) Uani 1 1 d . . .
H38A H 0.5415 0.0432 0.5981 0.068 Uiso 1 1 calc R . .
H38B H 0.4725 -0.0372 0.6264 0.068 Uiso 1 1 calc R . .
C39 C 0.3378(5) -0.0533(2) 0.7831(3) 0.0732(12) Uani 1 1 d . . .
H39A H 0.3686 -0.097 0.7468 0.088 Uiso 1 1 calc R . .
H39B H 0.3327 -0.0755 0.8457 0.088 Uiso 1 1 calc R . .
C40 C 0.1901(5) -0.0242(2) 0.7263(4) 0.0835(14) Uani 1 1 d . . .
H40A H 0.1232 -0.0702 0.7103 0.1 Uiso 1 1 calc R . .
H40B H 0.1529 0.0141 0.7659 0.1 Uiso 1 1 calc R . .
C41 C 0.1998(5) 0.0164(2) 0.6343(4) 0.0782(13) Uani 1 1 d . . .
H41A H 0.1053 0.0395 0.6003 0.094 Uiso 1 1 calc R . .
H41B H 0.2247 -0.0239 0.5912 0.094 Uiso 1 1 calc R . .
C42 C 0.3137(4) 0.0835(2) 0.6559(3) 0.0619(10) Uani 1 1 d . . .
H42A H 0.3199 0.1064 0.5939 0.074 Uiso 1 1 calc R . .
H42B H 0.2811 0.1267 0.6919 0.074 Uiso 1 1 calc R . .
Li1 Li 0.4786(9) 0.3214(4) 0.7419(4) 0.070(2) Uani 1 1 d . . .
Li2 Li 0.5577(7) 0.1702(3) 0.7512(4) 0.0514(15) Uani 1 1 d . . .
N1 N 0.2846(4) 0.39319(18) 0.7087(2) 0.0695(10) Uani 1 1 d . . .
N2 N 0.5840(4) 0.42956(19) 0.7941(2) 0.0726(10) Uani 1 1 d . . .
N3 N 0.7439(3) 0.10255(17) 0.8204(2) 0.0543(8) Uani 1 1 d . . .
N4 N 0.4571(3) 0.05822(16) 0.7116(2) 0.0499(7) Uani 1 1 d . . .
O1 O 0.4901(3) 0.23672(14) 0.83315(17) 0.0669(7) Uani 1 1 d . . .
O2 O 0.5442(3) 0.25511(14) 0.65591(15) 0.0576(6) Uani 1 1 d . . .
C43A C 0.035(4) 0.133(2) 0.388(2) 0.223(15) Uani 0.5 1 d P . .
H43A H 0.0006 0.0788 0.3669 0.334 Uiso 0.5 1 calc PR . .
H43B H -0.0181 0.1537 0.4318 0.334 Uiso 0.5 1 calc PR . .
H43C H 0.1371 0.1312 0.4216 0.334 Uiso 0.5 1 calc PR . .
C43B C 0.1290(17) 0.0635(12) 0.3681(12) 0.137(5) Uani 0.5 1 d P . .
H43D H 0.1028 0.061 0.4289 0.205 Uiso 0.5 1 calc PR . .
H43E H 0.2336 0.0632 0.3818 0.205 Uiso 0.5 1 calc PR . .
H43F H 0.089 0.017 0.3281 0.205 Uiso 0.5 1 calc PR . .
C44A C 0.016(7) 0.173(5) 0.323(6) 0.51(6) Uani 0.5 1 d P . .
H44A H 0.0501 0.2268 0.3501 0.609 Uiso 0.5 1 calc PR . .
H44B H -0.0895 0.178 0.2985 0.609 Uiso 0.5 1 calc PR . .
C44B C 0.073(8) 0.136(6) 0.318(4) 0.43(6) Uani 0.5 1 d P . .
H44C H 0.1634 0.1468 0.3011 0.52 Uiso 0.5 1 calc PR . .
H44D H 0.0851 0.1659 0.3786 0.52 Uiso 0.5 1 calc PR . .
C45A C 0.056(3) 0.168(4) 0.253(3) 0.31(4) Uani 0.5 1 d P . .
H45A H 0.0006 0.1297 0.2045 0.377 Uiso 0.5 1 calc PR . .
H45B H 0.1602 0.1608 0.2658 0.377 Uiso 0.5 1 calc PR . .
C45B C -0.002(7) 0.204(4) 0.258(4) 0.43(5) Uani 0.5 1 d P . .
H45C H -0.102 0.2042 0.2626 0.514 Uiso 0.5 1 calc PR . .
H45D H 0.0429 0.2541 0.2898 0.514 Uiso 0.5 1 calc PR . .
C46A C 0.001(4) 0.260(3) 0.238(4) 0.35(4) Uani 0.5 1 d P . .
H46A H -0.0867 0.2657 0.2595 0.423 Uiso 0.5 1 calc PR . .
H46B H 0.0751 0.2953 0.2792 0.423 Uiso 0.5 1 calc PR . .
C46B C -0.011(4) 0.212(2) 0.163(2) 0.209(10) Uani 0.5 1 d P . .
H46C H 0.0682 0.1824 0.1472 0.251 Uiso 0.5 1 calc PR . .
H46D H -0.1031 0.1903 0.1224 0.251 Uiso 0.5 1 calc PR . .
C47A C -0.031(2) 0.2900(16) 0.1382(17) 0.148(10) Uani 0.5 1 d P . .
H47A H 0.0579 0.3046 0.1237 0.222 Uiso 0.5 1 calc PR . .
H47B H -0.0936 0.3373 0.1309 0.222 Uiso 0.5 1 calc PR . .
H47C H -0.0804 0.248 0.0936 0.222 Uiso 0.5 1 calc PR . .
C47B C -0.002(6) 0.281(2) 0.147(5) 0.45(5) Uani 0.5 1 d P . .
H47D H 0.0854 0.2918 0.1285 0.675 Uiso 0.5 1 calc PR . .
H47E H -0.0001 0.3121 0.2058 0.675 Uiso 0.5 1 calc PR . .
H47F H -0.0857 0.2981 0.0949 0.675 Uiso 0.5 1 calc PR . .
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 O1 1.319(4) . ?
C1 C2 1.385(5) . ?
C1 C6 1.386(5) . ?
C2 C3 1.399(5) . ?
C3 C4 1.359(6) . ?
C4 C5 1.360(6) . ?
C5 C6 1.378(5) . ?
C7 O2 1.323(4) . ?
C7 C12 1.388(5) . ?
C7 C8 1.401(5) . ?
C8 C9 1.400(6) . ?
C9 C10 1.368(6) . ?
C10 C11 1.346(6) . ?
C11 C12 1.376(6) . ?
C13 C14 1.491(6) . ?
C13 N1 1.499(6) . ?
C14 C15 1.528(6) . ?
C15 C16 1.551(6) . ?
C16 C17 1.483(6) . ?
C17 N1 1.495(5) . ?
C17 C18 1.568(6) . ?
C18 C19 1.525(6) . ?
C18 C23 1.567(7) . ?
C19 C20 1.523(7) . ?
C20 C21 1.494(7) . ?
C20 C22 1.547(7) . ?
C21 N1 1.490(5) . ?
C22 C24 1.487(6) . ?
C22 N2 1.557(5) . ?
C23 N2 1.482(5) . ?
C24 C25 1.544(8) . ?
C25 C26 1.520(7) . ?
C26 C27 1.512(7) . ?
C27 N2 1.446(6) . ?
C27 Li1 2.783(10) . ?
C28 N3 1.469(5) . ?
C28 C29 1.524(6) . ?
C29 C30 1.518(6) . ?
C30 C31 1.527(5) . ?
C31 C32 1.539(5) . ?
C32 N3 1.491(4) . ?
C32 C33 1.534(5) . ?
C33 C34 1.532(5) . ?
C33 C38 1.539(6) . ?
C34 C35 1.532(5) . ?
C35 C37 1.525(6) . ?
C35 C36 1.530(6) . ?
C36 N3 1.493(5) . ?
C37 N4 1.495(4) . ?
C37 C39 1.561(5) . ?
C38 N4 1.488(4) . ?
C39 C40 1.519(6) . ?
C40 C41 1.516(6) . ?
C41 C42 1.542(6) . ?
C42 N4 1.463(5) . ?
C42 Li2 2.790(8) . ?
Li1 O2 1.899(7) . ?
Li1 O1 1.911(6) . ?
Li1 N2 2.106(8) . ?
Li1 N1 2.171(8) . ?
Li1 Li2 2.626(8) . ?
Li2 O1 1.868(6) . ?
Li2 O2 1.952(6) . ?
Li2 N4 2.111(7) . ?
Li2 N3 2.129(7) . ?
C43A C44A 1.13(9) . ?
C43B C44B 1.43(8) . ?
C44A C45A 1.17(7) . ?
C44B C45B 1.50(11) . ?
C45A C46A 1.63(8) . ?
C45B C46B 1.36(5) . ?
C46A C47A 1.46(7) . ?
C46B C47B 1.19(5) . ?
