#------------------------------------------------------------------------------
#$Date: 2017-05-06 01:25:49 +0300 (Sat, 06 May 2017) $
#$Revision: 196527 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/58/4345854.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_4345854
loop_
_publ_author_name
'Guo, Liping'
'Wang, Shaowu'
'Wei, Yun'
'Zhou, Shuangliu'
'Zhu, Xiancui'
'Mu, Xiaolong'
_publ_section_title
;
 Reactivity of 1,3-Disubstituted Indoles with Lithium Compounds:
 Substituents and Solvents Effects on Coordination and Reactivity of
 Resulting 1,3-Disubstituted-2-Indolyl Lithium Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_paper_doi               10.1021/acs.inorgchem.7b00179
_journal_year                    2017
_chemical_formula_moiety         'C56 H58 Li2 N4'
_chemical_formula_sum            'C56 H58 Li2 N4'
_chemical_formula_weight         800.94
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                95.932(3)
_cell_angle_beta                 108.865(2)
_cell_angle_gamma                109.445(3)
_cell_formula_units_Z            2
_cell_length_a                   11.015(2)
_cell_length_b                   14.728(3)
_cell_length_c                   16.770(3)
_cell_measurement_reflns_used    1245
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      19.83
_cell_measurement_theta_min      2.19
_cell_volume                     2358.8(8)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2008)'
_computing_publication_material  'SHELXTL (Bruker, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXTL (Bruker, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18469
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         1.509
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.121
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.028
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     555
_refine_ls_number_reflns         9168
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.1324
_refine_ls_R_factor_gt           0.0593
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.05P)²+0.55P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1187
_refine_ls_wR_factor_ref         0.1462
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5162
_reflns_number_total             9168
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic7b00179_si_003.cif
_cod_data_source_block           complex_1
_cod_original_cell_volume        2358.7(8)
_cod_database_code               4345854
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.991
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.7464(2) 0.30074(16) 0.19857(15) 0.0469(6) Uani 1 1 d . .
C2 C 0.7539(2) 0.36097(15) 0.13865(14) 0.0455(6) Uani 1 1 d . .
C3 C 0.6171(3) 0.34022(17) 0.07740(16) 0.0536(6) Uani 1 1 d . .
C4 C 0.5608(3) 0.3794(2) 0.00903(17) 0.0688(7) Uani 1 1 d . .
H4 H 0.6184 0.4298 -0.0071 0.083 Uiso 1 1 calc R U
C5 C 0.4195(4) 0.3423(2) -0.0337(2) 0.0833(9) Uani 1 1 d . .
H5 H 0.3813 0.3674 -0.0798 0.100 Uiso 1 1 calc R U
C6 C 0.3316(3) 0.2679(2) -0.0101(2) 0.0791(9) Uani 1 1 d . .
H6 H 0.2359 0.2440 -0.0409 0.095 Uiso 1 1 calc R U
C7 C 0.3822(3) 0.2291(2) 0.05701(17) 0.0636(7) Uani 1 1 d . .
H7 H 0.3231 0.1796 0.0730 0.076 Uiso 1 1 calc R U
C8 C 0.5255(2) 0.26615(17) 0.10079(15) 0.0501(6) Uani 1 1 d . .
C9 C 0.5471(3) 0.17001(17) 0.21568(17) 0.0612(7) Uani 1 1 d . .
H9A H 0.4774 0.1855 0.2312 0.073 Uiso 1 1 calc R U
H9B H 0.6201 0.1741 0.2689 0.073 Uiso 1 1 calc R U
C10 C 0.48080(19) 0.06521(11) 0.16117(12) 0.0698(8) Uani 1 1 d G .
C11 C 0.34245(19) 0.00754(15) 0.14416(14) 0.0931(10) Uani 1 1 d G .
H11 H 0.2899 0.0341 0.1652 0.112 Uiso 1 1 calc R U
C12 C 0.28257(18) -0.08977(14) 0.09576(15) 0.1015(11) Uani 1 1 d G .
H12 H 0.1900 -0.1284 0.0844 0.122 Uiso 1 1 calc R U
C13 C 0.3610(3) -0.12943(11) 0.06437(13) 0.0960(11) Uani 1 1 d G .
H13 H 0.3210 -0.1945 0.0320 0.115 Uiso 1 1 calc R U
C14 C 0.4994(2) -0.07177(15) 0.08139(14) 0.0931(10) Uani 1 1 d G .
H14 H 0.5519 -0.0983 0.0604 0.112 Uiso 1 1 calc R U
C15 C 0.55928(16) 0.02555(14) 0.12979(14) 0.0797(9) Uani 1 1 d G .
H15 H 0.6518 0.0641 0.1412 0.096 Uiso 1 1 calc R U
C16 C 0.8811(3) 0.43454(17) 0.14303(17) 0.0548(6) Uani 1 1 d . .
H16 H 0.8857 0.4544 0.0929 0.066 Uiso 1 1 calc R U
C17 C 1.1153(2) 0.53633(18) 0.20900(15) 0.0552(6) Uani 1 1 d . .
C18 C 1.1545(3) 0.63903(19) 0.22689(17) 0.0625(7) Uani 1 1 d . .
C19 C 1.2771(3) 0.6957(2) 0.2204(2) 0.0852(9) Uani 1 1 d . .
H19 H 1.3033 0.7641 0.2303 0.102 Uiso 1 1 calc R U
C20 C 1.3620(3) 0.6557(3) 0.1999(2) 0.0945(10) Uani 1 1 d . .
H20 H 1.4440 0.6960 0.1958 0.113 Uiso 1 1 calc R U
C21 C 1.3238(3) 0.5547(3) 0.1854(2) 0.0899(10) Uani 1 1 d . .
H21 H 1.3808 0.5270 0.1711 0.108 Uiso 1 1 calc R U
C22 C 1.2031(3) 0.4936(2) 0.19161(19) 0.0737(8) Uani 1 1 d . .
C23 C 1.0643(3) 0.68625(19) 0.24898(18) 0.0666(7) Uani 1 1 d . .
H23 H 1.0063 0.6398 0.2725 0.080 Uiso 1 1 calc R U
C24 C 1.1437(3) 0.7831(2) 0.3173(2) 0.0955(10) Uani 1 1 d . .
H24A H 1.2054 0.7735 0.3681 0.143 Uiso 1 1 calc R U
H24B H 1.0792 0.8050 0.3322 0.143 Uiso 1 1 calc R U
H24C H 1.1969 0.8322 0.2950 0.143 Uiso 1 1 calc R U
C25 C 0.9658(3) 0.7003(2) 0.1681(2) 0.0914(10) Uani 1 1 d . .
H25A H 1.0189 0.7461 0.1433 0.137 Uiso 1 1 calc R U
H25B H 0.9046 0.7258 0.1833 0.137 Uiso 1 1 calc R U
H25C H 0.9119 0.6377 0.1266 0.137 Uiso 1 1 calc R U
C26 C 1.1634(3) 0.3820(2) 0.1772(2) 0.0848(9) Uani 1 1 d . .
H26 H 1.0949 0.3567 0.2033 0.102 Uiso 1 1 calc R U
C27 C 1.0927(4) 0.3323(3) 0.0811(2) 0.1090(12) Uani 1 1 d . .
H27A H 1.0112 0.3464 0.0561 0.163 Uiso 1 1 calc R U
H27B H 1.0663 0.2620 0.0734 0.163 Uiso 1 1 calc R U
H27C H 1.1559 0.3572 0.0529 0.163 Uiso 1 1 calc R U
C28 C 1.2864(4) 0.3539(2) 0.2214(2) 0.1029(11) Uani 1 1 d . .
H28A H 1.3510 0.3709 0.1929 0.154 Uiso 1 1 calc R U
H28B H 1.2531 0.2839 0.2178 0.154 Uiso 1 1 calc R U
H28C H 1.3323 0.3893 0.2812 0.154 Uiso 1 1 calc R U
C29 C 1.0379(2) 0.38201(14) 0.41156(14) 0.0383(5) Uani 1 1 d . .
C30 C 1.0474(2) 0.31081(15) 0.46126(14) 0.0406(5) Uani 1 1 d . .
C31 C 1.1348(2) 0.35937(15) 0.55073(14) 0.0423(5) Uani 1 1 d . .
C32 C 1.1801(2) 0.32850(17) 0.62692(15) 0.0524(6) Uani 1 1 d . .
H32 H 1.1542 0.2614 0.6259 0.063 Uiso 1 1 calc R U
C33 C 1.2641(3) 0.39889(19) 0.70394(17) 0.0643(7) Uani 1 1 d . .
H33 H 1.2944 0.3786 0.7548 0.077 Uiso 1 1 calc R U
C34 C 1.3040(3) 0.49970(18) 0.70662(16) 0.0559(6) Uani 1 1 d . .
H34 H 1.3610 0.5454 0.7593 0.067 Uiso 1 1 calc R U
C35 C 1.2609(2) 0.53371(17) 0.63243(15) 0.0487(6) Uani 1 1 d . .
H35 H 1.3313 0.5921 0.6274 0.058 Uiso 1 1 calc R U
C36 C 1.1777(2) 0.46134(15) 0.55644(15) 0.0425(5) Uani 1 1 d . .
C37 C 1.1551(2) 0.56974(15) 0.45317(16) 0.0487(6) Uani 1 1 d . .
H37A H 1.1318 0.6117 0.4891 0.058 Uiso 1 1 calc R U
H37B H 1.0994 0.5630 0.3931 0.058 Uiso 1 1 calc R U
C38 C 1.3064(2) 0.61929(16) 0.46808(16) 0.0488(6) Uani 1 1 d . .
C39 C 1.3718(3) 0.5694(2) 0.4350(2) 0.0733(8) Uani 1 1 d . .
H39 H 1.3223 0.5037 0.4040 0.088 Uiso 1 1 calc R U
C40 C 1.5091(3) 0.6156(2) 0.4473(2) 0.0853(9) Uani 1 1 d . .
H40 H 1.5507 0.5820 0.4222 0.102 Uiso 1 1 calc R U
C41 C 1.5850(3) 0.7099(2) 0.4957(2) 0.0842(9) Uani 1 1 d . .
H41 H 1.6794 0.7395 0.5061 0.101 Uiso 1 1 calc R U
C42 C 1.5228(3) 0.7607(2) 0.5287(2) 0.0811(9) Uani 1 1 d . .
H42 H 1.5738 0.8261 0.5600 0.097 Uiso 1 1 calc R U
C43 C 1.3838(3) 0.71579(18) 0.51604(18) 0.0662(7) Uani 1 1 d . .
H43 H 1.3424 0.7507 0.5399 0.079 Uiso 1 1 calc R U
C44 C 0.9885(2) 0.20630(15) 0.42815(15) 0.0454(5) Uani 1 1 d . .
H44 H 1.0063 0.1672 0.4670 0.054 Uiso 1 1 calc R U
C45 C 0.8559(2) 0.05703(15) 0.32088(15) 0.0492(6) Uani 1 1 d . .
C46 C 0.8888(3) 0.01572(16) 0.25612(16) 0.0559(6) Uani 1 1 d . .
C47 C 0.8284(3) -0.08632(18) 0.22461(18) 0.0694(8) Uani 1 1 d . .
H47 H 0.8492 -0.1148 0.1813 0.083 Uiso 1 1 calc R U
C48 C 0.7391(3) -0.14578(19) 0.2556(2) 0.0768(9) Uani 1 1 d . .
H48 H 0.6993 -0.2140 0.2333 0.092 Uiso 1 1 calc R U
C49 C 0.7084(3) -0.10508(18) 0.3193(2) 0.0741(8) Uani 1 1 d . .
H49 H 0.6482 -0.1464 0.3405 0.089 Uiso 1 1 calc R U
C50 C 0.7650(3) -0.00275(16) 0.35379(17) 0.0579(7) Uani 1 1 d . .
C51 C 0.9923(3) 0.0790(2) 0.22268(19) 0.0689(8) Uani 1 1 d . .
H51 H 0.9901 0.1452 0.2295 0.083 Uiso 1 1 calc R U
C52 C 1.1385(3) 0.0892(3) 0.2789(2) 0.0989(11) Uani 1 1 d . .
H52A H 1.1624 0.1231 0.3373 0.148 Uiso 1 1 calc R U
H52B H 1.2040 0.1264 0.2563 0.148 Uiso 1 1 calc R U
H52C H 1.1408 0.0246 0.2784 0.148 Uiso 1 1 calc R U
C53 C 0.9633(4) 0.0412(3) 0.1285(2) 0.0983(11) Uani 1 1 d . .
H53A H 0.9799 -0.0186 0.1217 0.147 Uiso 1 1 calc R U
H53B H 1.0235 0.0904 0.1100 0.147 Uiso 1 1 calc R U
H53C H 0.8680 0.0278 0.0940 0.147 Uiso 1 1 calc R U
C54 C 0.7223(3) 0.03641(19) 0.4216(2) 0.0725(8) Uani 1 1 d . .
H54 H 0.7598 0.1088 0.4322 0.087 Uiso 1 1 calc R U
C55 C 0.7824(4) 0.0092(2) 0.5071(2) 0.0964(11) Uani 1 1 d . .
H55A H 0.7524 -0.0615 0.4975 0.145 Uiso 1 1 calc R U
H55B H 0.7503 0.0331 0.5485 0.145 Uiso 1 1 calc R U
H55C H 0.8822 0.0390 0.5289 0.145 Uiso 1 1 calc R U
C56 C 0.5624(3) -0.0005(2) 0.3919(2) 0.0936(10) Uani 1 1 d . .
H56A H 0.5247 0.0150 0.3374 0.140 Uiso 1 1 calc R U
H56B H 0.5395 0.0313 0.4345 0.140 Uiso 1 1 calc R U
H56C H 0.5237 -0.0710 0.3853 0.140 Uiso 1 1 calc R U
Li1 Li 0.9095(4) 0.4304(3) 0.3040(2) 0.0510(10) Uani 1 1 d . .
Li2 Li 0.9044(4) 0.2682(3) 0.2883(2) 0.0536(10) Uani 1 1 d . .
N1 N 0.60637(19) 0.24413(14) 0.17272(13) 0.0509(5) Uani 1 1 d . .
N2 N 0.9889(2) 0.47394(14) 0.21403(13) 0.0537(5) Uani 1 1 d . .
N3 N 1.11914(17) 0.47236(12) 0.47256(12) 0.0426(4) Uani 1 1 d . .
N4 N 0.9120(2) 0.16190(12) 0.34786(13) 0.0487(5) Uani 1 1 d . .
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'
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
N1 C1 C2 104.6(2) . .
N1 C1 Li2 123.0(2) . .
C2 C1 Li2 130.6(2) . .
N1 C1 Li1 137.92(18) . .
C2 C1 Li1 88.99(16) . .
Li2 C1 Li1 65.40(15) . .
C1 C2 C3 110.0(2) . .
C1 C2 C16 123.6(2) . .
C3 C2 C16 126.3(2) . .
C1 C2 Li1 58.36(14) . .
C3 C2 Li1 141.75(18) . .
C16 C2 Li1 74.47(16) . .
C4 C3 C8 118.4(2) . .
C4 C3 C2 135.4(2) . .
C8 C3 C2 106.0(2) . .
C5 C4 C3 118.6(3) . .
C5 C4 H4 120.7 . .
C3 C4 H4 120.7 . .
C4 C5 C6 121.7(3) . .
C4 C5 H5 119.2 . .
C6 C5 H5 119.2 . .
C7 C6 C5 121.4(3) . .
C7 C6 H6 119.3 . .
C5 C6 H6 119.3 . .
C6 C7 C8 117.4(3) . .
C6 C7 H7 121.3 . .
C8 C7 H7 121.3 . .
C7 C8 N1 130.5(2) . .
C7 C8 C3 122.4(2) . .
N1 C8 C3 107.1(2) . .
N1 C9 C10 113.9(2) . .
N1 C9 H9A 108.8 . .
C10 C9 H9A 108.8 . .
N1 C9 H9B 108.8 . .
C10 C9 H9B 108.8 . .
H9A C9 H9B 107.7 . .
C11 C10 C15 120.0 . .
C11 C10 C9 120.07(16) . .
C15 C10 C9 119.91(16) . .
C10 C11 C12 120.0 . .
C10 C11 H11 120.0 . .
C12 C11 H11 120.0 . .
C13 C12 C11 120.0 . .
C13 C12 H12 120.0 . .
C11 C12 H12 120.0 . .
C12 C13 C14 120.0 . .
C12 C13 H13 120.0 . .
C14 C13 H13 120.0 . .
C15 C14 C13 120.0 . .
C15 C14 H14 120.0 . .
C13 C14 H14 120.0 . .
C14 C15 C10 120.0 . .
C14 C15 H15 120.0 . .
C10 C15 H15 120.0 . .
N2 C16 C2 122.1(2) . .
N2 C16 Li1 49.19(15) . .
C2 C16 Li1 73.84(16) . .
N2 C16 H16 119.0 . .
C2 C16 H16 119.0 . .
Li1 C16 H16 164.2 . .
C18 C17 C22 120.9(2) . .
C18 C17 N2 120.0(2) . .
C22 C17 N2 119.0(2) . .
C19 C18 C17 117.5(3) . .
C19 C18 C23 120.8(3) . .
C17 C18 C23 121.6(2) . .
C20 C19 C18 122.7(3) . .
C20 C19 H19 118.6 . .
C18 C19 H19 118.6 . .
C19 C20 C21 118.8(3) . .
C19 C20 H20 120.6 . .
C21 C20 H20 120.6 . .
C20 C21 C22 121.6(3) . .
C20 C21 H21 119.2 . .
C22 C21 H21 119.2 . .
C21 C22 C17 118.3(3) . .
C21 C22 C26 121.1(3) . .
C17 C22 C26 120.6(2) . .
C18 C23 C24 114.5(2) . .
C18 C23 C25 111.1(2) . .
C24 C23 C25 110.1(2) . .
C18 C23 H23 106.9 . .
C24 C23 H23 106.9 . .
C25 C23 H23 106.9 . .
C23 C24 H24A 109.5 . .
C23 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C23 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C23 C25 H25A 109.5 . .
C23 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C23 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C27 C26 C22 110.8(3) . .
C27 C26 C28 111.3(3) . .
C22 C26 C28 113.1(3) . .
C27 C26 H26 107.1 . .
C22 C26 H26 107.1 . .
C28 C26 H26 107.1 . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C26 C28 H28A 109.5 . .
C26 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C26 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
N3 C29 C30 103.53(18) . .
N3 C29 Li2 163.01(19) . .
C30 C29 Li2 93.43(16) . .
N3 C29 Li1 100.77(16) . .
C30 C29 Li1 149.25(18) . .
Li2 C29 Li1 63.67(15) . .
C29 C30 C44 125.8(2) . .
C29 C30 C31 110.18(18) . .
C44 C30 C31 123.9(2) . .
C29 C30 Li2 55.04(13) . .
C44 C30 Li2 70.76(15) . .
C31 C30 Li2 165.16(17) . .
C32 C31 C36 117.7(2) . .
C32 C31 C30 135.6(2) . .
C36 C31 C30 106.74(19) . .
C33 C32 C31 119.2(2) . .
C33 C32 H32 120.4 . .
C31 C32 H32 120.4 . .
C32 C33 C34 121.1(2) . .
C32 C33 H33 119.4 . .
C34 C33 H33 119.4 . .
C35 C34 C33 121.6(2) . .
C35 C34 H34 119.2 . .
C33 C34 H34 119.2 . .
C36 C35 C34 115.8(2) . .
C36 C35 Li1 105.77(17) . 2_766
C34 C35 Li1 84.43(16) . 2_766
C36 C35 H35 115.5 . .
C34 C35 H35 115.5 . .
Li1 C35 H35 115.5 2_766 .
C35 C36 N3 129.0(2) . .
C35 C36 C31 124.6(2) . .
N3 C36 C31 106.42(18) . .
N3 C37 C38 113.30(18) . .
N3 C37 H37A 108.9 . .
C38 C37 H37A 108.9 . .
N3 C37 H37B 108.9 . .
C38 C37 H37B 108.9 . .
H37A C37 H37B 107.7 . .
C39 C38 C43 118.3(2) . .
C39 C38 C37 120.8(2) . .
C43 C38 C37 120.9(2) . .
C40 C39 C38 120.6(3) . .
C40 C39 H39 119.7 . .
C38 C39 H39 119.7 . .
C41 C40 C39 120.7(3) . .
C41 C40 H40 119.7 . .
C39 C40 H40 119.7 . .
C42 C41 C40 119.7(3) . .
C42 C41 H41 120.1 . .
C40 C41 H41 120.2 . .
C41 C42 C43 120.4(3) . .
C41 C42 H42 119.8 . .
C43 C42 H42 119.8 . .
C42 C43 C38 120.2(3) . .
C42 C43 H43 119.9 . .
C38 C43 H43 119.9 . .
N4 C44 C30 124.6(2) . .
N4 C44 Li2 46.37(14) . .
C30 C44 Li2 78.21(16) . .
N4 C44 H44 117.7 . .
C30 C44 H44 117.7 . .
Li2 C44 H44 164.0 . .
C50 C45 C46 121.0(2) . .
C50 C45 N4 121.8(2) . .
C46 C45 N4 117.1(2) . .
C47 C46 C45 118.4(2) . .
C47 C46 C51 119.9(2) . .
C45 C46 C51 121.7(2) . .
C48 C47 C46 121.5(3) . .
C48 C47 H47 119.2 . .
C46 C47 H47 119.2 . .
C47 C48 C49 119.8(2) . .
C47 C48 H48 120.1 . .
C49 C48 H48 120.1 . .
C48 C49 C50 121.7(3) . .
C48 C49 H49 119.1 . .
C50 C49 H49 119.1 . .
C45 C50 C49 117.6(2) . .
C45 C50 C54 123.9(2) . .
C49 C50 C54 118.5(2) . .
C53 C51 C46 114.7(2) . .
C53 C51 C52 109.7(3) . .
C46 C51 C52 109.0(2) . .
C53 C51 H51 107.7 . .
C46 C51 H51 107.7 . .
C52 C51 H51 107.7 . .
C51 C52 H52A 109.5 . .
C51 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C51 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C51 C53 H53A 109.5 . .
C51 C53 H53B 109.5 . .
H53A C53 H53B 109.5 . .
C51 C53 H53C 109.5 . .
H53A C53 H53C 109.5 . .
H53B C53 H53C 109.5 . .
C50 C54 C55 111.4(3) . .
C50 C54 C56 112.0(2) . .
C55 C54 C56 109.6(2) . .
C50 C54 H54 107.9 . .
C55 C54 H54 107.9 . .
C56 C54 H54 107.9 . .
C54 C55 H55A 109.5 . .
C54 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
C54 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C54 C56 H56A 109.5 . .
C54 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C54 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
N2 Li1 C1 86.79(16) . .
N2 Li1 C29 117.2(2) . .
C1 Li1 C29 111.26(17) . .
N2 Li1 Li2 99.44(19) . .
C1 Li1 Li2 55.28(14) . .
C29 Li1 Li2 57.58(13) . .
N2 Li1 C35 136.98(19) . 2_766
C1 Li1 C35 95.40(16) . 2_766
C29 Li1 C35 101.97(16) . 2_766
Li2 Li1 C35 116.99(19) . 2_766
N2 Li1 C2 59.94(12) . .
C1 Li1 C2 32.64(9) . .
C29 Li1 C2 138.01(17) . .
Li2 Li1 C2 80.88(15) . .
C35 Li1 C2 102.24(15) 2_766 .
N2 Li1 C16 28.57(9) . .
C1 Li1 C16 61.53(12) . .
C29 Li1 C16 136.16(18) . .
Li2 Li1 C16 93.78(17) . .
C35 Li1 C16 121.33(16) 2_766 .
C2 Li1 C16 31.69(8) . .
N4 Li2 C1 136.4(2) . .
N4 Li2 C29 91.15(17) . .
C1 Li2 C29 116.32(18) . .
N4 Li2 Li1 144.4(2) . .
C1 Li2 Li1 59.33(15) . .
C29 Li2 Li1 58.76(14) . .
N4 Li2 C44 28.60(8) . .
C1 Li2 C44 148.7(2) . .
C29 Li2 C44 62.55(12) . .
Li1 Li2 C44 118.25(18) . .
N4 Li2 C30 59.63(12) . .
C1 Li2 C30 139.01(19) . .
C29 Li2 C30 31.53(8) . .
Li1 Li2 C30 88.51(16) . .
C44 Li2 C30 31.03(7) . .
C1 N1 C8 112.39(19) . .
C1 N1 C9 124.7(2) . .
C8 N1 C9 122.9(2) . .
C16 N2 C17 117.4(2) . .
C16 N2 Li1 102.24(19) . .
C17 N2 Li1 140.1(2) . .
C36 N3 C29 113.12(17) . .
C36 N3 C37 120.98(18) . .
C29 N3 C37 125.58(19) . .
C44 N4 C45 120.7(2) . .
C44 N4 Li2 105.03(18) . .
C45 N4 Li2 134.30(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.378(3) .
C1 C2 1.411(3) .
C1 Li2 2.129(4) .
C1 Li1 2.228(4) .
C2 C3 1.431(3) .
C2 C16 1.431(3) .
C2 Li1 2.616(4) .
C3 C4 1.396(3) .
C3 C8 1.405(3) .
C4 C5 1.366(4) .
C4 H4 0.9300 .
C5 C6 1.388(4) .
C5 H5 0.9300 .
C6 C7 1.358(4) .
C6 H6 0.9300 .
C7 C8 1.386(3) .
C7 H7 0.9300 .
C8 N1 1.390(3) .
C9 N1 1.459(3) .
C9 C10 1.509(3) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.3900 .
C10 C15 1.3900 .
C11 C12 1.3900 .
C11 H11 0.9300 .
C12 C13 1.3900 .
C12 H12 0.9300 .
C13 C14 1.3900 .
C13 H13 0.9300 .
C14 C15 1.3900 .
C14 H14 0.9300 .
C15 H15 0.9300 .
C16 N2 1.284(3) .
C16 Li1 2.625(5) .
C16 H16 0.9300 .
C17 C18 1.397(3) .
C17 C22 1.402(4) .
C17 N2 1.425(3) .
C18 C19 1.377(4) .
C18 C23 1.501(4) .
C19 C20 1.369(4) .
C19 H19 0.9300 .
C20 C21 1.374(4) .
C20 H20 0.9300 .
C21 C22 1.379(4) .
C21 H21 0.9300 .
C22 C26 1.523(4) .
C23 C24 1.516(4) .
C23 C25 1.521(4) .
C23 H23 0.9800 .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C25 H25A 0.9600 .
C25 H25B 0.9600 .
C25 H25C 0.9600 .
C26 C27 1.519(4) .
C26 C28 1.532(4) .
C26 H26 0.9800 .
C27 H27A 0.9600 .
C27 H27B 0.9600 .
C27 H27C 0.9600 .
C28 H28A 0.9600 .
C28 H28B 0.9600 .
C28 H28C 0.9600 .
C29 N3 1.397(2) .
C29 C30 1.415(3) .
C29 Li2 2.218(4) .
C29 Li1 2.247(4) .
C30 C44 1.423(3) .
C30 C31 1.441(3) .
C30 Li2 2.701(4) .
C31 C32 1.395(3) .
C31 C36 1.399(3) .
C32 C33 1.382(3) .
C32 H32 0.9300 .
C33 C34 1.392(3) .
C33 H33 0.9300 .
C34 C35 1.389(3) .
C34 H34 0.9300 .
C35 C36 1.383(3) .
C35 Li1 2.604(4) 2_766
C35 H35 0.9800 .
C36 N3 1.397(3) .
C37 N3 1.456(3) .
C37 C38 1.502(3) .
C37 H37A 0.9700 .
C37 H37B 0.9700 .
C38 C39 1.376(3) .
C38 C43 1.381(3) .
C39 C40 1.370(4) .
C39 H39 0.9300 .
C40 C41 1.357(4) .
C40 H40 0.9300 .
C41 C42 1.356(4) .
C41 H41 0.9300 .
C42 C43 1.383(4) .
C42 H42 0.9300 .
C43 H43 0.9300 .
C44 N4 1.292(3) .
C44 Li2 2.606(5) .
C44 H44 0.9300 .
C45 C50 1.397(3) .
C45 C46 1.395(3) .
C45 N4 1.418(3) .
C46 C47 1.387(3) .
C46 C51 1.515(3) .
C47 C48 1.362(4) .
C47 H47 0.9300 .
C48 C49 1.361(4) .
C48 H48 0.9300 .
C49 C50 1.398(3) .
C49 H49 0.9300 .
C50 C54 1.495(4) .
C51 C53 1.509(4) .
C51 C52 1.526(4) .
C51 H51 0.9800 .
C52 H52A 0.9600 .
C52 H52B 0.9600 .
C52 H52C 0.9600 .
C53 H53A 0.9600 .
C53 H53B 0.9600 .
C53 H53C 0.9600 .
C54 C55 1.528(4) .
C54 C56 1.544(4) .
C54 H54 0.9800 .
C55 H55A 0.9600 .
C55 H55B 0.9600 .
C55 H55C 0.9600 .
C56 H56A 0.9600 .
C56 H56B 0.9600 .
C56 H56C 0.9600 .
Li1 N2 2.033(4) .
Li1 Li2 2.355(5) .
Li1 C35 2.604(4) 2_766
Li2 N4 1.953(4) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N1 C1 C2 C3 0.4(2) . .
Li2 C1 C2 C3 165.1(2) . .
Li1 C1 C2 C3 -139.24(19) . .
N1 C1 C2 C16 177.7(2) . .
Li2 C1 C2 C16 -17.6(3) . .
Li1 C1 C2 C16 38.1(2) . .
N1 C1 C2 Li1 139.7(2) . .
Li2 C1 C2 Li1 -55.7(2) . .
C1 C2 C3 C4 175.3(3) . .
C16 C2 C3 C4 -1.9(4) . .
Li1 C2 C3 C4 111.4(4) . .
C1 C2 C3 C8 0.0(3) . .
C16 C2 C3 C8 -177.2(2) . .
Li1 C2 C3 C8 -63.9(3) . .
C8 C3 C4 C5 -1.8(4) . .
C2 C3 C4 C5 -176.7(3) . .
C3 C4 C5 C6 0.8(4) . .
C4 C5 C6 C7 0.4(5) . .
C5 C6 C7 C8 -0.5(4) . .
C6 C7 C8 N1 177.5(2) . .
C6 C7 C8 C3 -0.6(4) . .
C4 C3 C8 C7 1.8(3) . .
C2 C3 C8 C7 178.0(2) . .
C4 C3 C8 N1 -176.7(2) . .
C2 C3 C8 N1 -0.4(2) . .
N1 C9 C10 C11 -123.81(19) . .
N1 C9 C10 C15 57.8(3) . .
C15 C10 C11 C12 0.0 . .
C9 C10 C11 C12 -178.4(2) . .
C10 C11 C12 C13 0.0 . .
C11 C12 C13 C14 0.0 . .
C12 C13 C14 C15 0.0 . .
C13 C14 C15 C10 0.0 . .
C11 C10 C15 C14 0.0 . .
C9 C10 C15 C14 178.4(2) . .
C1 C2 C16 N2 -22.9(4) . .
C3 C2 C16 N2 153.9(2) . .
Li1 C2 C16 N2 10.1(2) . .
C1 C2 C16 Li1 -33.0(2) . .
C3 C2 C16 Li1 143.8(2) . .
C22 C17 C18 C19 4.8(4) . .
N2 C17 C18 C19 -179.5(2) . .
C22 C17 C18 C23 -177.6(3) . .
N2 C17 C18 C23 -1.9(4) . .
C17 C18 C19 C20 -2.0(5) . .
C23 C18 C19 C20 -179.6(3) . .
C18 C19 C20 C21 -0.2(5) . .
C19 C20 C21 C22 -0.4(5) . .
C20 C21 C22 C17 3.1(5) . .
C20 C21 C22 C26 -178.8(3) . .
C18 C17 C22 C21 -5.4(4) . .
N2 C17 C22 C21 178.9(3) . .
C18 C17 C22 C26 176.5(3) . .
N2 C17 C22 C26 0.8(4) . .
C19 C18 C23 C24 -39.8(4) . .
C17 C18 C23 C24 142.7(3) . .
C19 C18 C23 C25 85.7(3) . .
C17 C18 C23 C25 -91.8(3) . .
C21 C22 C26 C27 -82.4(4) . .
C17 C22 C26 C27 95.7(3) . .
C21 C22 C26 C28 43.3(4) . .
C17 C22 C26 C28 -138.6(3) . .
N3 C29 C30 C44 -176.29(19) . .
Li2 C29 C30 C44 2.6(2) . .
Li1 C29 C30 C44 42.4(4) . .
N3 C29 C30 C31 -0.4(2) . .
Li2 C29 C30 C31 178.47(18) . .
Li1 C29 C30 C31 -141.7(3) . .
N3 C29 C30 Li2 -178.9(2) . .
Li1 C29 C30 Li2 39.8(3) . .
C29 C30 C31 C32 179.8(2) . .
C44 C30 C31 C32 -4.3(4) . .
Li2 C30 C31 C32 -175.3(5) . .
C29 C30 C31 C36 0.8(2) . .
C44 C30 C31 C36 176.8(2) . .
Li2 C30 C31 C36 5.7(7) . .
C36 C31 C32 C33 0.2(3) . .
C30 C31 C32 C33 -178.6(2) . .
C31 C32 C33 C34 -0.1(4) . .
C32 C33 C34 C35 0.3(4) . .
C33 C34 C35 C36 -0.7(3) . .
C33 C34 C35 Li1 104.1(2) . 2_766
C34 C35 C36 N3 -179.9(2) . .
Li1 C35 C36 N3 88.7(2) 2_766 .
C34 C35 C36 C31 0.9(3) . .
Li1 C35 C36 C31 -90.5(2) 2_766 .
C32 C31 C36 C35 -0.7(3) . .
C30 C31 C36 C35 178.5(2) . .
C32 C31 C36 N3 179.97(19) . .
C30 C31 C36 N3 -0.9(2) . .
N3 C37 C38 C39 49.0(3) . .
N3 C37 C38 C43 -130.4(2) . .
C43 C38 C39 C40 -2.0(4) . .
C37 C38 C39 C40 178.6(3) . .
C38 C39 C40 C41 3.1(5) . .
C39 C40 C41 C42 -3.3(5) . .
C40 C41 C42 C43 2.4(5) . .
C41 C42 C43 C38 -1.4(5) . .
C39 C38 C43 C42 1.1(4) . .
C37 C38 C43 C42 -179.5(3) . .
C29 C30 C44 N4 -3.5(4) . .
C31 C30 C44 N4 -178.8(2) . .
Li2 C30 C44 N4 -1.2(2) . .
C29 C30 C44 Li2 -2.3(2) . .
C31 C30 C44 Li2 -177.6(2) . .
C50 C45 C46 C47 0.4(4) . .
N4 C45 C46 C47 -176.0(2) . .
C50 C45 C46 C51 -177.1(2) . .
N4 C45 C46 C51 6.5(4) . .
C45 C46 C47 C48 -0.2(4) . .
C51 C46 C47 C48 177.4(3) . .
C46 C47 C48 C49 -0.4(5) . .
C47 C48 C49 C50 0.8(5) . .
C46 C45 C50 C49 -0.1(4) . .
N4 C45 C50 C49 176.1(2) . .
C46 C45 C50 C54 -178.5(3) . .
N4 C45 C50 C54 -2.2(4) . .
C48 C49 C50 C45 -0.5(4) . .
C48 C49 C50 C54 178.0(3) . .
C47 C46 C51 C53 34.0(4) . .
C45 C46 C51 C53 -148.5(3) . .
C47 C46 C51 C52 -89.4(3) . .
C45 C46 C51 C52 88.1(3) . .
C45 C50 C54 C55 -111.5(3) . .
C49 C50 C54 C55 70.1(3) . .
C45 C50 C54 C56 125.2(3) . .
C49 C50 C54 C56 -53.1(4) . .
C2 C1 N1 C8 -0.7(2) . .
Li2 C1 N1 C8 -166.84(19) . .
Li1 C1 N1 C8 104.4(3) . .
C2 C1 N1 C9 -179.9(2) . .
Li2 C1 N1 C9 13.9(3) . .
Li1 C1 N1 C9 -74.8(3) . .
C7 C8 N1 C1 -177.6(2) . .
C3 C8 N1 C1 0.7(2) . .
C7 C8 N1 C9 1.7(4) . .
C3 C8 N1 C9 179.9(2) . .
C10 C9 N1 C1 -113.7(2) . .
C10 C9 N1 C8 67.2(3) . .
C2 C16 N2 C17 171.8(2) . .
Li1 C16 N2 C17 -175.4(3) . .
C2 C16 N2 Li1 -12.8(3) . .
C18 C17 N2 C16 97.0(3) . .
C22 C17 N2 C16 -87.2(3) . .
C18 C17 N2 Li1 -75.9(4) . .
C22 C17 N2 Li1 99.9(3) . .
C35 C36 N3 C29 -178.7(2) . .
C31 C36 N3 C29 0.6(2) . .
C35 C36 N3 C37 7.5(3) . .
C31 C36 N3 C37 -173.25(18) . .
C30 C29 N3 C36 -0.1(2) . .
Li2 C29 N3 C36 -176.4(6) . .
Li1 C29 N3 C36 160.89(17) . .
C30 C29 N3 C37 173.44(18) . .
Li2 C29 N3 C37 -2.9(7) . .
Li1 C29 N3 C37 -25.6(2) . .
C38 C37 N3 C36 62.7(3) . .
C38 C37 N3 C29 -110.4(2) . .
C30 C44 N4 C45 -179.1(2) . .
Li2 C44 N4 C45 179.3(3) . .
C30 C44 N4 Li2 1.6(3) . .
C50 C45 N4 C44 60.8(3) . .
C46 C45 N4 C44 -122.8(2) . .
C50 C45 N4 Li2 -120.2(3) . .
C46 C45 N4 Li2 56.2(4) . .
