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#$Date: 2018-08-18 23:50:33 +0300 (Sat, 18 Aug 2018) $
#$Revision: 209918 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/10/4061089.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_4061089
loop_
_publ_author_name
'Strohmann, Carsten'
'Strohfeldt, Katja'
'Schildbach, Daniel'
'McGrath, Matthew J.'
'O'Brien, Peter'
_publ_section_title
;
 Crystal Structures of (+)-Sparteine Surrogate Adducts of Methyllithium
 and Phenyllithium
;
_journal_coden_ASTM              ORGND7
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              5389
_journal_page_last               5391
_journal_paper_doi               10.1021/om0494871
_journal_volume                  23
_journal_year                    2004
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C48 H64 Li4 N4'
_chemical_formula_sum            'C48 H64 Li4 N4'
_chemical_formula_weight         724.79
_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                 99.331(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.6284(15)
_cell_length_b                   9.8217(12)
_cell_length_c                   17.538(2)
_cell_measurement_temperature    173(2)
_cell_volume                     2146.5(4)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.121
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4061089
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 0.9674(2) 0.3202(3) 0.19252(15) 0.0447(7) Uani 1 1 d . . .
C2 C 0.9843(2) 0.1859(3) 0.21846(15) 0.0456(7) Uani 1 1 d . . .
H2 H 0.9257 0.1385 0.2339 0.055 Uiso 1 1 calc R . .
C3 C 1.0809(2) 0.1181(3) 0.22300(16) 0.0536(8) Uani 1 1 d . . .
H3 H 1.0875 0.0269 0.2412 0.064 Uiso 1 1 calc R . .
C4 C 1.1673(2) 0.1828(3) 0.20117(18) 0.0589(9) Uani 1 1 d . . .
H4 H 1.2337 0.1365 0.2032 0.071 Uiso 1 1 calc R . .
C5 C 1.1570(2) 0.3148(3) 0.17644(16) 0.0563(8) Uani 1 1 d . . .
H5 H 1.2163 0.3617 0.1619 0.068 Uiso 1 1 calc R . .
C6 C 1.0598(2) 0.3785(3) 0.17294(16) 0.0518(7) Uani 1 1 d . . .
H6 H 1.055 0.4703 0.1557 0.062 Uiso 1 1 calc R . .
C7 C 0.6889(2) 0.3791(3) 0.19430(15) 0.0454(7) Uani 1 1 d . . .
C8 C 0.5889(2) 0.4273(3) 0.15909(16) 0.0524(8) Uani 1 1 d . . .
H8 H 0.5869 0.4865 0.116 0.063 Uiso 1 1 calc R . .
C9 C 0.4929(2) 0.3949(4) 0.18247(19) 0.0656(9) Uani 1 1 d . . .
H9 H 0.4274 0.4306 0.1555 0.079 Uiso 1 1 calc R . .
C10 C 0.4924(2) 0.3108(4) 0.2449(2) 0.0733(10) Uani 1 1 d . . .
H10 H 0.4267 0.2868 0.2612 0.088 Uiso 1 1 calc R . .
C11 C 0.5877(3) 0.2623(3) 0.28325(19) 0.0642(9) Uani 1 1 d . . .
H11 H 0.5888 0.206 0.3274 0.077 Uiso 1 1 calc R . .
C12 C 0.6818(2) 0.2951(3) 0.25783(16) 0.0510(7) Uani 1 1 d . . .
H12 H 0.7465 0.2582 0.2852 0.061 Uiso 1 1 calc R . .
C13 C 0.8288(2) 0.6254(3) 0.31311(15) 0.0440(7) Uani 1 1 d . . .
C14 C 0.8338(2) 0.7187(3) 0.25372(17) 0.0544(8) Uani 1 1 d . . .
H14 H 0.7678 0.7517 0.2263 0.065 Uiso 1 1 calc R . .
C15 C 0.9270(2) 0.7667(3) 0.23169(17) 0.0614(9) Uani 1 1 d . . .
H15 H 0.924 0.8301 0.1905 0.074 Uiso 1 1 calc R . .
C16 C 1.0230(2) 0.7220(4) 0.26976(18) 0.0648(9) Uani 1 1 d . . .
H16 H 1.0881 0.7548 0.2559 0.078 Uiso 1 1 calc R . .
C17 C 1.0251(2) 0.6300(3) 0.32793(17) 0.0622(9) Uani 1 1 d . . .
H17 H 1.0919 0.5985 0.355 0.075 Uiso 1 1 calc R . .
C18 C 0.9307(2) 0.5825(3) 0.34772(14) 0.0444(7) Uani 1 1 d . . .
H18 H 0.9351 0.5162 0.3875 0.053 Uiso 1 1 calc R . .
C19 C 0.5540(2) 0.7016(3) 0.30883(15) 0.0449(7) Uani 1 1 d . . .
C20 C 0.5476(2) 0.8352(3) 0.28088(16) 0.0498(8) Uani 1 1 d . . .
H20 H 0.6103 0.8739 0.2664 0.06 Uiso 1 1 calc R . .
C21 C 0.4560(2) 0.9149(3) 0.27289(17) 0.0577(8) Uani 1 1 d . . .
H21 H 0.4572 1.0051 0.2534 0.069 Uiso 1 1 calc R . .
C22 C 0.3642(2) 0.8638(3) 0.29298(16) 0.0556(8) Uani 1 1 d . . .
H22 H 0.3015 0.9184 0.289 0.067 Uiso 1 1 calc R . .
C23 C 0.3638(2) 0.7329(3) 0.31887(16) 0.0548(8) Uani 1 1 d . . .
H23 H 0.3001 0.6949 0.3322 0.066 Uiso 1 1 calc R . .
C24 C 0.4555(2) 0.6563(3) 0.32565(16) 0.0488(7) Uani 1 1 d . . .
H24 H 0.4519 0.5652 0.3432 0.059 Uiso 1 1 calc R . .
C25 C 0.8028(3) 0.5815(3) 0.04217(19) 0.0733(10) Uani 1 1 d . . .
H25A H 0.8685 0.596 0.0795 0.11 Uiso 1 1 calc R . .
H25B H 0.7402 0.6009 0.0668 0.11 Uiso 1 1 calc R . .
H25C H 0.8027 0.6423 -0.0021 0.11 Uiso 1 1 calc R . .
C26 C 0.8935(2) 0.4105(4) -0.01981(17) 0.0656(9) Uani 1 1 d . . .
H26A H 0.9583 0.4162 0.0202 0.079 Uiso 1 1 calc R . .
H26B H 0.8998 0.4807 -0.0593 0.079 Uiso 1 1 calc R . .
C27 C 0.8889(2) 0.2720(4) -0.05701(16) 0.0673(10) Uani 1 1 d . . .
H27 H 0.9543 0.2613 -0.0819 0.081 Uiso 1 1 calc R . .
C28 C 0.7911(2) 0.2663(4) -0.12024(16) 0.0665(9) Uani 1 1 d . . .
H28A H 0.7927 0.3417 -0.1575 0.08 Uiso 1 1 calc R . .
H28B H 0.7887 0.1788 -0.1485 0.08 Uiso 1 1 calc R . .
C29 C 0.6949(2) 0.2797(3) -0.07882(15) 0.0513(8) Uani 1 1 d . . .
H29 H 0.629 0.2776 -0.119 0.062 Uiso 1 1 calc R . .
C30 C 0.6994(2) 0.4177(3) -0.04001(16) 0.0535(8) Uani 1 1 d . . .
H30A H 0.6936 0.4894 -0.0801 0.064 Uiso 1 1 calc R . .
H30B H 0.6369 0.427 -0.0128 0.064 Uiso 1 1 calc R . .
C31 C 0.6903(2) 0.1582(3) -0.02638(15) 0.0493(7) Uani 1 1 d . . .
H31 H 0.6889 0.0748 -0.0592 0.059 Uiso 1 1 calc R . .
C32 C 0.8859(2) 0.1546(3) -0.00190(17) 0.0625(9) Uani 1 1 d . . .
H32A H 0.8922 0.0685 -0.0301 0.075 Uiso 1 1 calc R . .
H32B H 0.9489 0.1612 0.0396 0.075 Uiso 1 1 calc R . .
C33 C 0.5919(2) 0.1533(3) 0.01271(16) 0.0545(8) Uani 1 1 d . . .
H33A H 0.5924 0.2328 0.0475 0.065 Uiso 1 1 calc R . .
H33B H 0.5267 0.1593 -0.027 0.065 Uiso 1 1 calc R . .
C34 C 0.5877(3) 0.0239(3) 0.05894(19) 0.0747(10) Uani 1 1 d . . .
H34A H 0.5764 -0.0551 0.0235 0.09 Uiso 1 1 calc R . .
H34B H 0.5268 0.0283 0.088 0.09 Uiso 1 1 calc R . .
C35 C 0.6915(3) 0.0060(3) 0.1147(2) 0.0745(10) Uani 1 1 d . . .
H35A H 0.6959 0.0757 0.1559 0.089 Uiso 1 1 calc R . .
H35B H 0.6921 -0.0847 0.1394 0.089 Uiso 1 1 calc R . .
C36 C 0.7873(3) 0.0187(3) 0.07460(19) 0.0661(9) Uani 1 1 d . . .
H36A H 0.8536 0.0111 0.1131 0.079 Uiso 1 1 calc R . .
H36B H 0.7869 -0.0568 0.0372 0.079 Uiso 1 1 calc R . .
C37 C 0.8071(3) 0.9747(3) 0.3917(2) 0.0760(10) Uani 1 1 d . . .
H37A H 0.8292 1.0615 0.4169 0.114 Uiso 1 1 calc R . .
H37B H 0.75 0.9909 0.3477 0.114 Uiso 1 1 calc R . .
H37C H 0.8687 0.9324 0.3734 0.114 Uiso 1 1 calc R . .
C38 C 0.6735(3) 0.9443(4) 0.4739(2) 0.0784(11) Uani 1 1 d . . .
H38A H 0.6131 0.9481 0.4302 0.094 Uiso 1 1 calc R . .
H38B H 0.6907 1.0388 0.4913 0.094 Uiso 1 1 calc R . .
C39 C 0.6388(2) 0.8653(4) 0.53917(19) 0.0801(12) Uani 1 1 d . . .
H39 H 0.5766 0.9144 0.5551 0.096 Uiso 1 1 calc R . .
C40 C 0.7306(2) 0.8674(4) 0.60778(18) 0.0836(12) Uani 1 1 d . . .
H40A H 0.7533 0.962 0.6213 0.1 Uiso 1 1 calc R . .
H40B H 0.7085 0.8235 0.6535 0.1 Uiso 1 1 calc R . .
C41 C 0.8206(2) 0.7880(4) 0.58050(16) 0.0625(9) Uani 1 1 d . . .
H41 H 0.8832 0.788 0.6234 0.075 Uiso 1 1 calc R . .
C42 C 0.8549(2) 0.8608(3) 0.51165(17) 0.0579(8) Uani 1 1 d . . .
H42A H 0.8868 0.9497 0.5293 0.07 Uiso 1 1 calc R . .
H42B H 0.9114 0.8062 0.493 0.07 Uiso 1 1 calc R . .
C43 C 0.7843(2) 0.6412(4) 0.56633(16) 0.0580(8) Uani 1 1 d . . .
H43 H 0.7595 0.608 0.6144 0.07 Uiso 1 1 calc R . .
C44 C 0.6044(2) 0.7200(4) 0.52062(18) 0.0712(10) Uani 1 1 d . . .
H44A H 0.5761 0.681 0.5653 0.085 Uiso 1 1 calc R . .
H44B H 0.5452 0.7201 0.476 0.085 Uiso 1 1 calc R . .
C45 C 0.8730(2) 0.5468(3) 0.55034(17) 0.0656(9) Uani 1 1 d . . .
H45A H 0.9006 0.5788 0.5037 0.079 Uiso 1 1 calc R . .
H45B H 0.9329 0.5503 0.5944 0.079 Uiso 1 1 calc R . .
C46 C 0.8350(3) 0.4012(4) 0.53804(19) 0.0824(11) Uani 1 1 d . . .
H46A H 0.8159 0.3647 0.5866 0.099 Uiso 1 1 calc R . .
H46B H 0.8935 0.3445 0.5237 0.099 Uiso 1 1 calc R . .
C47 C 0.7382(3) 0.3948(4) 0.4746(2) 0.0800(10) Uani 1 1 d . . .
H47A H 0.7592 0.4205 0.4246 0.096 Uiso 1 1 calc R . .
H47B H 0.7095 0.3008 0.47 0.096 Uiso 1 1 calc R . .
C48 C 0.6530(3) 0.4915(4) 0.49375(19) 0.0764(11) Uani 1 1 d . . .
H48A H 0.5898 0.4874 0.4522 0.092 Uiso 1 1 calc R . .
H48B H 0.6297 0.4619 0.5424 0.092 Uiso 1 1 calc R . .
Li1 Li 0.8048(3) 0.3164(5) 0.1124(2) 0.0456(11) Uani 1 1 d . . .
Li2 Li 0.8521(4) 0.4463(5) 0.2310(3) 0.0577(13) Uani 1 1 d . . .
Li3 Li 0.6648(4) 0.5578(5) 0.2774(3) 0.0577(13) Uani 1 1 d . . .
Li4 Li 0.7153(3) 0.7017(5) 0.3927(3) 0.0447(11) Uani 1 1 d . . .
N1 N 0.79844(18) 0.4396(2) 0.01571(13) 0.0508(6) Uani 1 1 d . . .
N2 N 0.78755(17) 0.1491(2) 0.03377(13) 0.0465(6) Uani 1 1 d . . .
N3 N 0.76758(18) 0.8843(2) 0.44684(14) 0.0549(6) Uani 1 1 d . . .
N4 N 0.69133(17) 0.6325(3) 0.50241(13) 0.0528(6) 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 1.391(4) . ?
C1 C2 1.400(4) . ?
C1 Li2 2.104(5) . ?
C1 Li1 2.293(5) . ?
C2 C3 1.381(4) . ?
C3 C4 1.369(4) . ?
C4 C5 1.366(4) . ?
C5 C6 1.370(4) . ?
C7 C8 1.395(3) . ?
C7 C12 1.401(4) . ?
C7 Li2 2.160(5) . ?
C7 Li1 2.296(5) . ?
C7 Li3 2.333(6) . ?
C8 C9 1.379(4) . ?
C8 Li3 2.495(6) . ?
C9 C10 1.372(4) . ?
C10 C11 1.365(4) . ?
C11 C12 1.374(4) . ?
C12 Li3 2.616(6) . ?
C12 Li2 2.717(6) . ?
C13 C18 1.395(3) . ?
C13 C14 1.396(4) . ?
C13 Li3 2.169(6) . ?
C13 Li4 2.283(5) . ?
C13 Li2 2.322(6) . ?
C14 C15 1.379(4) . ?
C14 Li2 2.720(6) . ?
C14 Li3 2.742(6) . ?
C15 C16 1.359(4) . ?
C16 C17 1.360(4) . ?
C17 C18 1.377(4) . ?
C18 Li2 2.511(6) . ?
C19 C24 1.397(4) . ?
C19 C20 1.398(4) . ?
C19 Li3 2.122(5) . ?
C19 Li4 2.311(5) . ?
C20 C21 1.385(4) . ?
C21 C22 1.360(4) . ?
C22 C23 1.364(4) . ?
C23 C24 1.370(4) . ?
C25 N1 1.467(4) . ?
C26 N1 1.467(3) . ?
C26 C27 1.506(4) . ?
C27 C32 1.509(4) . ?
C27 C28 1.521(4) . ?
C28 C29 1.519(4) . ?
C29 C31 1.513(4) . ?
C29 C30 1.514(4) . ?
C30 N1 1.473(3) . ?
C31 N2 1.486(3) . ?
C31 C33 1.515(4) . ?
C32 N2 1.480(3) . ?
C33 C34 1.513(4) . ?
C34 C35 1.513(4) . ?
C35 C36 1.500(4) . ?
C36 N2 1.468(4) . ?
C37 N3 1.459(4) . ?
C38 N3 1.472(4) . ?
C38 C39 1.505(5) . ?
C39 C44 1.512(5) . ?
C39 C40 1.529(4) . ?
C40 C41 1.518(4) . ?
C41 C43 1.521(4) . ?
C41 C42 1.526(4) . ?
C42 N3 1.468(3) . ?
C43 N4 1.489(3) . ?
C43 C45 1.514(4) . ?
C44 N4 1.470(4) . ?
C45 C46 1.513(4) . ?
C46 C47 1.515(4) . ?
C47 C48 1.514(4) . ?
C48 N4 1.467(4) . ?
Li1 N1 2.074(5) . ?
Li1 N2 2.133(5) . ?
Li1 Li2 2.431(6) . ?
Li2 Li3 2.843(6) . ?
Li3 Li4 2.464(7) . ?
Li4 N3 2.086(5) . ?
Li4 N4 2.108(5) . ?
