#------------------------------------------------------------------------------
#$Date: 2017-05-06 00:34:13 +0300 (Sat, 06 May 2017) $
#$Revision: 196282 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/98/7119892.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_7119892
loop_
_publ_author_name
'Eymann, Léonard Y M'
'Scopelliti, Rosario'
'Fadaei, Farzaneh T.'
'Cecot, Giacomo'
'Solari, Euro'
'Severin, Kay'
_publ_section_title
;
 Fixation of nitrous oxide by mesoionic and carbanionic N-heterocyclic
 carbenes.
;
_journal_issue                   31
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4331
_journal_page_last               4334
_journal_paper_doi               10.1039/c7cc01592e
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         'C31 H43 Li N6 O3, C4 H8 O'
_chemical_formula_sum            'C35 H51 Li N6 O4'
_chemical_formula_weight         626.75
_chemical_name_systematic        1_LE-5-11
_chemical_properties_physical    ', Heat-sensitive'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_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-2016/6
_audit_update_record
;
2017-02-15 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.0396(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.33916(12)
_cell_length_b                   15.62771(7)
_cell_length_c                   15.99955(12)
_cell_measurement_reflns_used    18459
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.8620
_cell_measurement_theta_min      1.5740
_cell_volume                     3555.08(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Pilatus 2M Pixel Detector(Dectris)'
_diffrn_measurement_method       'Omega Scans'
_diffrn_radiation_monochromator  Si(111)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7129
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0072
_diffrn_reflns_Laue_measured_fraction_full 0.946
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            131249
_diffrn_reflns_point_group_measured_fraction_full 0.946
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        24.793
_diffrn_reflns_theta_max         24.793
_diffrn_reflns_theta_min         1.573
_diffrn_source                   synchrotron
_diffrn_source_details           'synchrotron radiation'
_diffrn_source_type              'ESRF beamline SNBL'
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94379
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_description       plate
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.0022(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     463
_refine_ls_number_reflns         5741
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0445
_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)+(0.0658P)²+1.9855P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1233
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5509
_reflns_number_total             5741
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cc01592e2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7119887--7119892.cif.'
_cod_database_code               7119892
_shelx_shelxl_version_number     2016/6
_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.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.52143(19) 0.46481(16) 0.92450(17) 0.0278(6) Uani 1 1 d . . . . .
O1 O 0.05124(7) 0.05973(7) 0.55328(7) 0.0267(3) Uani 1 1 d . . . . .
O2 O 0.44000(8) 0.39049(8) 0.83296(8) 0.0373(3) Uani 1 1 d D . . . .
O3 O 0.62520(8) 0.51690(8) 0.90376(9) 0.0397(3) Uani 1 1 d D . . . .
O4 O 0.71367(10) 0.31500(9) 0.68808(10) 0.0502(4) Uani 1 1 d D . . . .
N1 N 0.20801(9) 0.25068(8) 0.70104(8) 0.0222(3) Uani 1 1 d . . . . .
N2 N 0.31325(8) 0.21888(7) 0.64527(8) 0.0196(3) Uani 1 1 d . . . . .
N3 N 0.16839(9) 0.14393(8) 0.57891(8) 0.0212(3) Uani 1 1 d . . . . .
N4 N 0.11149(9) 0.10691(8) 0.61115(8) 0.0234(3) Uani 1 1 d . . . . .
N5A N 0.44370(11) 0.30821(10) 0.72260(11) 0.0276(4) Uani 0.828(3) 1 d D . P A 1
N6A N 0.48672(12) 0.36297(11) 0.78461(12) 0.0338(5) Uani 0.828(3) 1 d D . P A 1
N5B N 0.2871(5) 0.3488(5) 0.8163(5) 0.032(2) Uani 0.172(3) 1 d D . P A 2
N6B N 0.3656(4) 0.3918(6) 0.8582(6) 0.040(2) Uani 0.172(3) 1 d D . P A 2
C1 C 0.22609(10) 0.20011(9) 0.64102(9) 0.0197(3) Uani 1 1 d . . . . .
C2 C 0.35364(11) 0.28238(9) 0.71130(10) 0.0226(3) Uani 1 1 d D . . . .
H2 H 0.414593 0.306727 0.728136 0.027 Uiso 0.172(3) 1 calc R U P A 2
C3 C 0.28720(11) 0.30162(10) 0.74595(10) 0.0246(3) Uani 1 1 d D . . . .
H3 H 0.293397 0.342141 0.792095 0.030 Uiso 0.828(3) 1 calc R U P A 1
C4 C 0.11867(11) 0.26204(9) 0.71124(10) 0.0231(3) Uani 1 1 d . . . . .
C5 C 0.04638(11) 0.30554(9) 0.64314(10) 0.0240(3) Uani 1 1 d . . . . .
C6 C -0.03574(11) 0.32156(10) 0.65877(11) 0.0268(3) Uani 1 1 d . . . . .
H6 H -0.086180 0.350978 0.614336 0.032 Uiso 1 1 calc R U . . .
C7 C -0.04534(11) 0.29549(10) 0.73774(11) 0.0289(4) Uani 1 1 d . . . . .
H7 H -0.101510 0.307923 0.747313 0.035 Uiso 1 1 calc R U . . .
C8 C 0.02650(12) 0.25159(11) 0.80233(11) 0.0302(4) Uani 1 1 d . . . . .
H8 H 0.018852 0.233269 0.855783 0.036 Uiso 1 1 calc R U . . .
C9 C 0.11037(11) 0.23353(10) 0.79060(11) 0.0280(4) Uani 1 1 d . . . . .
C10 C 0.05625(12) 0.33502(10) 0.55607(11) 0.0277(4) Uani 1 1 d . . . . .
H10 H 0.100719 0.294606 0.544017 0.033 Uiso 1 1 calc R U . . .
C11 C 0.10091(13) 0.42419(11) 0.56817(12) 0.0363(4) Uani 1 1 d . . . . .
H11A H 0.059483 0.465637 0.580779 0.054 Uiso 1 1 calc R U . . .
H11B H 0.109895 0.440722 0.512860 0.054 Uiso 1 1 calc R U . . .
H11C H 0.161919 0.423215 0.618610 0.054 Uiso 1 1 calc R U . . .
C12 C -0.03588(13) 0.33190(12) 0.47424(12) 0.0377(4) Uani 1 1 d . . . . .
H12A H -0.062937 0.274367 0.468476 0.056 Uiso 1 1 calc R U . . .
H12B H -0.023863 0.345750 0.419784 0.056 Uiso 1 1 calc R U . . .
H12C H -0.080065 0.373582 0.481852 0.056 Uiso 1 1 calc R U . . .
C14 C 0.18753(13) 0.18330(13) 0.86227(12) 0.0390(4) Uani 1 1 d . . . . .
H14 H 0.242182 0.179321 0.842777 0.047 Uiso 1 1 calc R U . . .
C15 C 0.15465(17) 0.09224(15) 0.86925(16) 0.0579(6) Uani 1 1 d . . . . .
H15A H 0.100733 0.094164 0.887960 0.087 Uiso 1 1 calc R U . . .
H15B H 0.206020 0.060104 0.913863 0.087 Uiso 1 1 calc R U . . .
H15C H 0.136119 0.064038 0.810413 0.087 Uiso 1 1 calc R U . . .
C16 C 0.22068(15) 0.23165(18) 0.95259(13) 0.0566(6) Uani 1 1 d . . . . .
H16A H 0.248610 0.286428 0.946124 0.085 Uiso 1 1 calc R U . . .
H16B H 0.267692 0.197230 0.999101 0.085 Uiso 1 1 calc R U . . .
H16C H 0.166846 0.242094 0.970093 0.085 Uiso 1 1 calc R U . . .
C17 C 0.35488(10) 0.18783(9) 0.58310(10) 0.0204(3) Uani 1 1 d . . . . .
C18 C 0.32950(11) 0.22934(9) 0.49958(10) 0.0234(3) Uani 1 1 d . . . . .
C19 C 0.37150(12) 0.19999(10) 0.44098(10) 0.0277(4) Uani 1 1 d . . . . .
H19 H 0.355182 0.225727 0.383309 0.033 Uiso 1 1 calc R U . . .
C20 C 0.43625(12) 0.13426(10) 0.46567(11) 0.0275(4) Uani 1 1 d . . . . .
H20 H 0.464773 0.115866 0.425339 0.033 Uiso 1 1 calc R U . . .
C21 C 0.46003(11) 0.09478(10) 0.54910(11) 0.0256(3) Uani 1 1 d . . . . .
H21 H 0.504844 0.049692 0.565187 0.031 Uiso 1 1 calc R U . . .
C22 C 0.41911(11) 0.12031(9) 0.60961(10) 0.0229(3) Uani 1 1 d . . . . .
C23 C 0.25742(12) 0.30113(10) 0.47052(11) 0.0287(4) Uani 1 1 d . . . . .
H23 H 0.241329 0.316899 0.523592 0.034 Uiso 1 1 calc R U . . .
C24 C 0.16742(13) 0.26956(12) 0.39583(12) 0.0377(4) Uani 1 1 d . . . . .
H24A H 0.181376 0.252971 0.343093 0.057 Uiso 1 1 calc R U . . .
H24B H 0.120442 0.315443 0.379043 0.057 Uiso 1 1 calc R U . . .
H24C H 0.142784 0.220027 0.417488 0.057 Uiso 1 1 calc R U . . .
C25 C 0.29548(15) 0.38144(11) 0.44089(14) 0.0422(5) Uani 1 1 d . . . . .
H25A H 0.352315 0.401007 0.490246 0.063 Uiso 1 1 calc R U . . .
H25B H 0.247741 0.426638 0.425391 0.063 Uiso 1 1 calc R U . . .
H25C H 0.310730 0.368029 0.388099 0.063 Uiso 1 1 calc R U . . .
C26 C 0.44026(12) 0.07369(11) 0.69856(11) 0.0312(4) Uani 1 1 d . . . . .
H26 H 0.428723 0.114317 0.741592 0.037 Uiso 1 1 calc R U . . .
C27 C 0.37244(14) -0.00209(14) 0.68402(15) 0.0509(6) Uani 1 1 d . . . . .
H27A H 0.307449 0.018669 0.658487 0.076 Uiso 1 1 calc R U . . .
H27B H 0.383711 -0.030199 0.741899 0.076 Uiso 1 1 calc R U . . .
H27C H 0.382880 -0.043108 0.642377 0.076 Uiso 1 1 calc R U . . .
C28 C 0.54184(12) 0.04273(11) 0.74109(11) 0.0328(4) Uani 1 1 d . . . . .
H28A H 0.551966 -0.003831 0.704696 0.049 Uiso 1 1 calc R U . . .
H28B H 0.554246 0.021971 0.802292 0.049 Uiso 1 1 calc R U . . .
H28C H 0.584546 0.090157 0.743594 0.049 Uiso 1 1 calc R U . . .
C29 C 0.60987(16) 0.59607(14) 0.85711(19) 0.0617(7) Uani 1 1 d D . . . .
H29A H 0.604922 0.642905 0.896764 0.074 Uiso 1 1 calc R U . . .
H29B H 0.550710 0.593921 0.803266 0.074 Uiso 1 1 calc R U . . .
C30 C 0.69158(15) 0.61133(14) 0.82959(17) 0.0541(6) Uani 1 1 d . . . . .
H30A H 0.711308 0.672069 0.837930 0.065 Uiso 1 1 calc R U . . .
H30B H 0.676218 0.595094 0.765835 0.065 Uiso 1 1 calc R U . . .
C31 C 0.76749(15) 0.55355(13) 0.89288(18) 0.0552(6) Uani 1 1 d D . . . .
H31A H 0.802615 0.582404 0.950904 0.066 Uiso 0.759(8) 1 calc R U P B 1
H31B H 0.812182 0.534654 0.865250 0.066 Uiso 0.759(8) 1 calc R U P B 1
H31C H 0.824395 0.586851 0.927956 0.066 Uiso 0.241(8) 1 calc R U P B 2
H31D H 0.784984 0.508172 0.858896 0.066 Uiso 0.241(8) 1 calc R U P B 2
C32A C 0.70936(17) 0.47868(16) 0.9053(2) 0.0318(9) Uani 0.759(8) 1 d D . P B 1
H32A H 0.696272 0.436656 0.855796 0.038 Uiso 0.759(8) 1 calc R U P B 1
H32B H 0.742600 0.449397 0.963516 0.038 Uiso 0.759(8) 1 calc R U P B 1
C32B C 0.7205(4) 0.5138(7) 0.9570(6) 0.048(3) Uani 0.241(8) 1 d D . P B 2
H32C H 0.741705 0.454157 0.973855 0.058 Uiso 0.241(8) 1 calc R U P B 2
H32D H 0.735093 0.548272 1.012527 0.058 Uiso 0.241(8) 1 calc R U P B 2
C33 C 0.62226(13) 0.27867(13) 0.64355(13) 0.0408(4) Uani 1 1 d D . . . .
H33A H 0.597017 0.257942 0.688466 0.049 Uiso 1 1 calc R U . . .
H33B H 0.625592 0.229737 0.605562 0.049 Uiso 1 1 calc R U . . .
C34 C 0.56057(15) 0.34677(15) 0.58675(15) 0.0518(5) Uani 1 1 d . . . . .
H34A H 0.495330 0.341035 0.584152 0.062 Uiso 1 1 calc R U . . .
H34B H 0.560037 0.345483 0.524697 0.062 Uiso 1 1 calc R U . . .
C35 C 0.60610(16) 0.42747(15) 0.6354(2) 0.0632(6) Uani 1 1 d D . . . .
H35A H 0.587510 0.439543 0.687155 0.076 Uiso 0.838(9) 1 calc R U P C 1
H35B H 0.590648 0.477435 0.594361 0.076 Uiso 0.838(9) 1 calc R U P C 1
H35C H 0.562843 0.458069 0.658005 0.076 Uiso 0.162(9) 1 calc R U P C 2
H35D H 0.622279 0.465990 0.594239 0.076 Uiso 0.162(9) 1 calc R U P C 2
C36A C 0.70922(18) 0.40394(15) 0.6662(3) 0.0498(9) Uani 0.838(9) 1 d D U P C 1
H36A H 0.733005 0.414208 0.617428 0.060 Uiso 0.838(9) 1 calc R U P C 1
H36B H 0.747130 0.438047 0.719590 0.060 Uiso 0.838(9) 1 calc R U P C 1
C36B C 0.6961(10) 0.3998(7) 0.7149(10) 0.060(4) Uani 0.162(9) 1 d D U P C 2
H36C H 0.749106 0.438898 0.721904 0.072 Uiso 0.162(9) 1 calc R U P C 2
H36D H 0.685321 0.397945 0.772134 0.072 Uiso 0.162(9) 1 calc R U P C 2
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'
O O 0.0106 0.0060 '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
O2 Li1 O3 117.91(14) . .
O2 Li1 O1 110.11(14) . 2_556
O3 Li1 O1 105.89(13) . 2_556
O2 Li1 O1 120.58(14) . 4_666
O3 Li1 O1 112.31(14) . 4_666
O1 Li1 O1 83.27(11) 2_556 4_666
O2 Li1 N6B 32.26(15) . .
O3 Li1 N6B 147.4(2) . .
O1 Li1 N6B 84.5(2) 2_556 .
O1 Li1 N6B 99.5(2) 4_666 .
O2 Li1 N6A 28.24(6) . .
O3 Li1 N6A 91.47(11) . .
O1 Li1 N6A 131.47(13) 2_556 .
O1 Li1 N6A 131.59(13) 4_666 .
O2 Li1 Li1 124.79(17) . 3_667
O3 Li1 Li1 115.93(16) . 3_667
O1 Li1 Li1 41.73(7) 2_556 3_667
O1 Li1 Li1 41.54(7) 4_666 3_667
N6A Li1 Li1 152.51(16) . 3_667
N4 O1 Li1 127.81(12) . 2_546
N4 O1 Li1 133.96(12) . 4_565
Li1 O1 Li1 96.73(11) 2_546 4_565
N6A O2 Li1 107.83(13) . .
N6B O2 Li1 98.3(3) . .
C32B O3 C29 106.4(4) . .
C32A O3 C29 110.36(15) . .
C32B O3 Li1 128.8(3) . .
C32A O3 Li1 128.83(14) . .
C29 O3 Li1 118.37(14) . .
C36A O4 C33 108.43(16) . .
C33 O4 C36B 104.7(6) . .
C1 N1 C3 109.06(12) . .
C1 N1 C4 127.33(12) . .
C3 N1 C4 123.07(12) . .
C1 N2 C2 109.86(12) . .
C1 N2 C17 125.21(12) . .
C2 N2 C17 124.40(12) . .
N4 N3 C1 110.07(11) . .
O1 N4 N3 112.41(12) . .
N6A N5A C2 119.45(15) . .
N5A N6A O2 115.95(16) . .
N5A N6A Li1 159.67(14) . .
N6B N5B C3 114.7(6) . .
N5B N6B O2 123.6(6) . .
N5B N6B Li1 173.0(5) . .
O2 N6B Li1 49.5(2) . .
N2 C1 N1 107.57(12) . .
N2 C1 N3 122.35(12) . .
N1 C1 N3 129.85(13) . .
C3 C2 N5A 138.06(14) . .
C3 C2 N2 105.91(13) . .
N5A C2 N2 116.02(13) . .
C3 C2 H2 127.0 . .
N2 C2 H2 127.0 . .
N5B C3 C2 134.1(3) . .
N5B C3 N1 117.8(3) . .
C2 C3 N1 107.58(13) . .
C2 C3 H3 126.2 . .
N1 C3 H3 126.2 . .
C9 C4 C5 123.04(14) . .
C9 C4 N1 118.41(14) . .
C5 C4 N1 118.44(13) . .
C6 C5 C4 116.79(14) . .
C6 C5 C10 120.94(14) . .
C4 C5 C10 122.27(14) . .
C7 C6 C5 121.46(15) . .
C7 C6 H6 119.3 . .
C5 C6 H6 119.3 . .
C8 C7 C6 120.07(15) . .
C8 C7 H7 120.0 . .
C6 C7 H7 120.0 . .
C7 C8 C9 121.17(15) . .
C7 C8 H8 119.4 . .
C9 C8 H8 119.4 . .
C4 C9 C8 117.44(15) . .
C4 C9 C14 122.66(14) . .
C8 C9 C14 119.89(14) . .
C12 C10 C5 113.34(14) . .
C12 C10 C11 111.33(14) . .
C5 C10 C11 110.58(13) . .
C12 C10 H10 107.1 . .
C5 C10 H10 107.1 . .
C11 C10 H10 107.1 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C9 C14 C15 110.55(16) . .
C9 C14 C16 110.13(16) . .
C15 C14 C16 112.99(17) . .
C9 C14 H14 107.7 . .
C15 C14 H14 107.7 . .
C16 C14 H14 107.7 . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C14 C16 H16A 109.5 . .
C14 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C14 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C22 C17 C18 123.42(13) . .
C22 C17 N2 119.06(12) . .
C18 C17 N2 117.50(13) . .
C19 C18 C17 116.99(14) . .
C19 C18 C23 120.12(13) . .
C17 C18 C23 122.86(13) . .
C20 C19 C18 121.01(14) . .
C20 C19 H19 119.5 . .
C18 C19 H19 119.5 . .
C19 C20 C21 120.47(14) . .
C19 C20 H20 119.8 . .
C21 C20 H20 119.8 . .
C20 C21 C22 121.03(14) . .
C20 C21 H21 119.5 . .
C22 C21 H21 119.5 . .
C21 C22 C17 117.06(14) . .
C21 C22 C26 121.24(14) . .
C17 C22 C26 121.63(13) . .
C18 C23 C24 109.90(13) . .
C18 C23 C25 112.41(14) . .
C24 C23 C25 111.07(14) . .
C18 C23 H23 107.8 . .
C24 C23 H23 107.8 . .
C25 C23 H23 107.8 . .
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 . .
C22 C26 C28 113.11(13) . .
C22 C26 C27 109.46(14) . .
C28 C26 C27 110.08(14) . .
C22 C26 H26 108.0 . .
C28 C26 H26 108.0 . .
C27 C26 H26 108.0 . .
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 . .
O3 C29 C30 107.59(16) . .
O3 C29 H29A 110.2 . .
C30 C29 H29A 110.2 . .
O3 C29 H29B 110.2 . .
C30 C29 H29B 110.2 . .
H29A C29 H29B 108.5 . .
C29 C30 C31 103.08(16) . .
C29 C30 H30A 111.1 . .
C31 C30 H30A 111.1 . .
C29 C30 H30B 111.1 . .
C31 C30 H30B 111.1 . .
H30A C30 H30B 109.1 . .
C30 C31 C32A 101.71(17) . .
C30 C31 C32B 104.1(3) . .
C30 C31 H31A 111.4 . .
C32A C31 H31A 111.4 . .
C30 C31 H31B 111.4 . .
C32A C31 H31B 111.4 . .
H31A C31 H31B 109.3 . .
C30 C31 H31C 110.9 . .
C32B C31 H31C 110.9 . .
C30 C31 H31D 110.9 . .
C32B C31 H31D 110.9 . .
H31C C31 H31D 109.0 . .
O3 C32A C31 104.34(17) . .
O3 C32A H32A 110.9 . .
C31 C32A H32A 110.9 . .
O3 C32A H32B 110.9 . .
C31 C32A H32B 110.9 . .
H32A C32A H32B 108.9 . .
O3 C32B C31 102.6(5) . .
O3 C32B H32C 111.2 . .
C31 C32B H32C 111.2 . .
O3 C32B H32D 111.2 . .
C31 C32B H32D 111.2 . .
H32C C32B H32D 109.2 . .
O4 C33 C34 107.49(16) . .
O4 C33 H33A 110.2 . .
C34 C33 H33A 110.2 . .
O4 C33 H33B 110.2 . .
C34 C33 H33B 110.2 . .
H33A C33 H33B 108.5 . .
C33 C34 C35 102.59(18) . .
C33 C34 H34A 111.2 . .
C35 C34 H34A 111.2 . .
C33 C34 H34B 111.2 . .
C35 C34 H34B 111.2 . .
H34A C34 H34B 109.2 . .
C34 C35 C36A 100.92(19) . .
C34 C35 C36B 106.7(4) . .
C34 C35 H35A 111.6 . .
C36A C35 H35A 111.6 . .
C34 C35 H35B 111.6 . .
C36A C35 H35B 111.6 . .
H35A C35 H35B 109.4 . .
C34 C35 H35C 110.4 . .
C36B C35 H35C 110.4 . .
C34 C35 H35D 110.4 . .
C36B C35 H35D 110.4 . .
H35C C35 H35D 108.6 . .
O4 C36A C35 105.29(19) . .
O4 C36A H36A 110.7 . .
C35 C36A H36A 110.7 . .
O4 C36A H36B 110.7 . .
C35 C36A H36B 110.7 . .
H36A C36A H36B 108.8 . .
O4 C36B C35 102.7(6) . .
O4 C36B H36C 111.2 . .
C35 C36B H36C 111.2 . .
O4 C36B H36D 111.2 . .
C35 C36B H36D 111.2 . .
H36C C36B H36D 109.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O2 1.919(3) .
Li1 O3 1.924(3) .
Li1 O1 1.966(3) 2_556
Li1 O1 1.974(3) 4_666
Li1 N6B 2.498(7) .
Li1 N6A 2.633(3) .
Li1 Li1 2.945(5) 3_667
O1 N4 1.2701(16) .
O2 N6A 1.309(2) .
O2 N6B 1.347(5) .
O3 C32B 1.390(6) .
O3 C32A 1.414(2) .
O3 C29 1.418(2) .
O4 C36A 1.429(3) .
O4 C33 1.430(2) .
O4 C36B 1.449(8) .
N1 C1 1.3504(18) .
N1 C3 1.404(2) .
N1 C4 1.4505(19) .
N2 C1 1.3452(19) .
N2 C2 1.4119(19) .
N2 C17 1.4524(18) .
N3 N4 1.3041(17) .
N3 C1 1.3717(19) .
N5A N6A 1.289(2) .
N5A C2 1.384(2) .
N5B N6B 1.321(8) .
N5B C3 1.346(6) .
C2 C3 1.364(2) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C9 1.396(2) .
C4 C5 1.404(2) .
C5 C6 1.396(2) .
C5 C10 1.528(2) .
C6 C7 1.387(2) .
C6 H6 0.9500 .
C7 C8 1.378(2) .
C7 H7 0.9500 .
C8 C9 1.397(2) .
C8 H8 0.9500 .
C9 C14 1.521(2) .
C10 C12 1.525(3) .
C10 C11 1.533(2) .
C10 H10 1.0000 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C14 C15 1.528(3) .
C14 C16 1.538(3) .
C14 H14 1.0000 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C22 1.397(2) .
C17 C18 1.403(2) .
C18 C19 1.399(2) .
C18 C23 1.520(2) .
C19 C20 1.380(2) .
C19 H19 0.9500 .
C20 C21 1.389(2) .
C20 H20 0.9500 .
C21 C22 1.395(2) .
C21 H21 0.9500 .
C22 C26 1.521(2) .
C23 C24 1.529(3) .
C23 C25 1.532(2) .
C23 H23 1.0000 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 C28 1.526(2) .
C26 C27 1.535(3) .
C26 H26 1.0000 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 C30 1.495(3) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 C31 1.520(3) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C31 C32A 1.529(3) .
C31 C32B 1.586(7) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C31 H31C 0.9900 .
C31 H31D 0.9900 .
C32A H32A 0.9900 .
C32A H32B 0.9900 .
C32B H32C 0.9900 .
C32B H32D 0.9900 .
C33 C34 1.486(3) .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 C35 1.509(3) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C36A 1.515(3) .
C35 C36B 1.547(9) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C35 H35C 0.9900 .
C35 H35D 0.9900 .
C36A H36A 0.9900 .
C36A H36B 0.9900 .
C36B H36C 0.9900 .
C36B H36D 0.9900 .
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
Li1 O1 N4 N3 158.90(14) 2_546
Li1 O1 N4 N3 -3.7(2) 4_565
C1 N3 N4 O1 174.36(11) .
C2 N5A N6A O2 -0.2(3) .
C2 N5A N6A Li1 7.1(5) .
Li1 O2 N6A N5A 176.37(16) .
C3 N5B N6B O2 0.9(13) .
Li1 O2 N6B N5B -179.4(9) .
C2 N2 C1 N1 1.15(16) .
C17 N2 C1 N1 -170.81(12) .
C2 N2 C1 N3 176.17(13) .
C17 N2 C1 N3 4.2(2) .
C3 N1 C1 N2 -1.31(16) .
C4 N1 C1 N2 170.44(13) .
C3 N1 C1 N3 -175.83(14) .
C4 N1 C1 N3 -4.1(2) .
N4 N3 C1 N2 150.86(13) .
N4 N3 C1 N1 -35.3(2) .
N6A N5A C2 C3 4.5(3) .
N6A N5A C2 N2 -176.71(15) .
C1 N2 C2 C3 -0.54(16) .
C17 N2 C2 C3 171.50(13) .
C1 N2 C2 N5A -179.73(13) .
C17 N2 C2 N5A -7.7(2) .
N6B N5B C3 C2 6.2(11) .
N6B N5B C3 N1 176.8(6) .
N2 C2 C3 N5B 171.0(5) .
N5A C2 C3 N1 178.64(18) .
N2 C2 C3 N1 -0.27(16) .
C1 N1 C3 N5B -171.9(4) .
C4 N1 C3 N5B 15.9(5) .
C1 N1 C3 C2 0.99(17) .
C4 N1 C3 C2 -171.19(13) .
C1 N1 C4 C9 114.03(17) .
C3 N1 C4 C9 -75.28(19) .
C1 N1 C4 C5 -69.55(19) .
C3 N1 C4 C5 101.14(17) .
C9 C4 C5 C6 1.5(2) .
N1 C4 C5 C6 -174.77(13) .
C9 C4 C5 C10 -179.02(14) .
N1 C4 C5 C10 4.7(2) .
C4 C5 C6 C7 -0.2(2) .
C10 C5 C6 C7 -179.67(14) .
C5 C6 C7 C8 -1.0(2) .
C6 C7 C8 C9 0.9(2) .
C5 C4 C9 C8 -1.5(2) .
N1 C4 C9 C8 174.69(14) .
C5 C4 C9 C14 177.45(15) .
N1 C4 C9 C14 -6.3(2) .
C7 C8 C9 C4 0.3(2) .
C7 C8 C9 C14 -178.71(16) .
C6 C5 C10 C12 -34.1(2) .
C4 C5 C10 C12 146.41(15) .
C6 C5 C10 C11 91.72(18) .
C4 C5 C10 C11 -87.77(17) .
C4 C9 C14 C15 -113.93(18) .
C8 C9 C14 C15 65.0(2) .
C4 C9 C14 C16 120.51(18) .
C8 C9 C14 C16 -60.5(2) .
C1 N2 C17 C22 -101.72(17) .
C2 N2 C17 C22 87.45(17) .
C1 N2 C17 C18 79.75(18) .
C2 N2 C17 C18 -91.08(17) .
C22 C17 C18 C19 0.3(2) .
N2 C17 C18 C19 178.75(13) .
C22 C17 C18 C23 178.24(14) .
N2 C17 C18 C23 -3.3(2) .
C17 C18 C19 C20 -1.2(2) .
C23 C18 C19 C20 -179.25(14) .
C18 C19 C20 C21 1.0(2) .
C19 C20 C21 C22 0.1(2) .
C20 C21 C22 C17 -1.0(2) .
C20 C21 C22 C26 176.14(15) .
C18 C17 C22 C21 0.8(2) .
N2 C17 C22 C21 -177.61(13) .
C18 C17 C22 C26 -176.34(14) .
N2 C17 C22 C26 5.2(2) .
C19 C18 C23 C24 68.92(18) .
C17 C18 C23 C24 -108.98(16) .
C19 C18 C23 C25 -55.3(2) .
C17 C18 C23 C25 126.76(16) .
C21 C22 C26 C28 36.2(2) .
C17 C22 C26 C28 -146.76(15) .
C21 C22 C26 C27 -86.95(18) .
C17 C22 C26 C27 90.10(18) .
C32B O3 C29 C30 39.6(6) .
C32A O3 C29 C30 -2.1(3) .
Li1 O3 C29 C30 -165.95(18) .
O3 C29 C30 C31 -20.2(3) .
C29 C30 C31 C32A 32.9(3) .
C29 C30 C31 C32B -3.5(5) .
C29 O3 C32A C31 23.5(3) .
Li1 O3 C32A C31 -174.78(18) .
C30 C31 C32A O3 -34.8(3) .
C29 O3 C32B C31 -39.9(7) .
Li1 O3 C32B C31 169.3(2) .
C30 C31 C32B O3 26.2(8) .
C36A O4 C33 C34 4.0(2) .
C36B O4 C33 C34 41.0(8) .
O4 C33 C34 C35 -26.7(2) .
C33 C34 C35 C36A 37.4(3) .
C33 C34 C35 C36B 3.6(9) .
C33 O4 C36A C35 20.4(3) .
C34 C35 C36A O4 -36.0(3) .
C33 O4 C36B C35 -36.4(13) .
C34 C35 C36B O4 19.8(14) .
