#------------------------------------------------------------------------------
#$Date: 2019-11-25 07:23:28 +0200 (Mon, 25 Nov 2019) $
#$Revision: 240351 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/96/4129677.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_4129677
loop_
_publ_author_name
'Jin, Kyoung Joo'
'Collum, David B.'
_publ_section_title
;
 Solid-State and Solution Structures of Glycinimine-Derived Lithium
 Enolates.
;
_journal_issue                   45
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14446
_journal_page_last               14455
_journal_paper_doi               10.1021/jacs.5b09524
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C46 H64 Li2 N6 O4'
_chemical_formula_sum            'C46 H64 Li2 N6 O4'
_chemical_formula_weight         778.91
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.481(2)
_cell_angle_beta                 91.063(2)
_cell_angle_gamma                101.589(2)
_cell_formula_units_Z            1
_cell_length_a                   9.0340(4)
_cell_length_b                   11.0213(6)
_cell_length_c                   11.9901(7)
_cell_measurement_reflns_used    7310
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      31.17
_cell_measurement_theta_min      2.70
_cell_volume                     1117.79(10)
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT+'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0250
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18543
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.23
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.9927
_exptl_absorpt_correction_T_min  0.9677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5460
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0401
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0554P)²+0.1517P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1036
_refine_ls_wR_factor_ref         0.1112
_reflns_number_gt                4362
_reflns_number_total             5460
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja5b09524_si_002.cif
_cod_data_source_block           jj6
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4129677
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Li1 Li 0.4763(2) 0.50842(17) 0.39790(15) 0.0276(4) Uani 1 1 d .
O1 O 0.43696(8) 0.36111(6) 0.46517(6) 0.02640(17) Uani 1 1 d .
O2 O 0.37763(10) 0.14312(7) 0.37697(7) 0.0378(2) Uani 1 1 d .
N1 N 0.57899(9) 0.39081(8) 0.26625(7) 0.02469(19) Uani 1 1 d .
N2 N 0.28579(10) 0.55305(8) 0.33113(8) 0.0298(2) Uani 1 1 d .
N3 N -0.00461(11) 0.23876(9) 0.21807(9) 0.0358(2) Uani 1 1 d .
C1 C 0.43873(11) 0.26668(9) 0.37532(9) 0.0247(2) Uani 1 1 d .
C2 C 0.49622(12) 0.27350(10) 0.27141(9) 0.0270(2) Uani 1 1 d .
H2 H 0.4859(14) 0.1967(12) 0.2067(11) 0.033(3) Uiso 1 1 d .
C3 C 0.64047(11) 0.40279(10) 0.17095(9) 0.0247(2) Uani 1 1 d .
C4 C 0.60278(11) 0.29615(10) 0.05820(9) 0.0253(2) Uani 1 1 d .
C5 C 0.46753(13) 0.28110(11) -0.00592(10) 0.0330(2) Uani 1 1 d .
H5 H 0.4035(15) 0.3431(13) 0.0217(12) 0.043(4) Uiso 1 1 d .
C6 C 0.42440(14) 0.18119(12) -0.10891(11) 0.0384(3) Uani 1 1 d .
H6 H 0.3310(19) 0.1734(15) -0.1509(14) 0.058(4) Uiso 1 1 d .
C7 C 0.51663(14) 0.09466(11) -0.14826(11) 0.0379(3) Uani 1 1 d .
H7 H 0.4867(15) 0.0243(14) -0.2191(13) 0.044(4) Uiso 1 1 d .
C8 C 0.65110(14) 0.10885(11) -0.08540(11) 0.0380(3) Uani 1 1 d .
H8 H 0.7141(18) 0.0476(16) -0.1106(14) 0.060(4) Uiso 1 1 d .
C9 C 0.69543(13) 0.20917(11) 0.01734(10) 0.0320(2) Uani 1 1 d .
H9 H 0.7888(16) 0.2191(13) 0.0608(12) 0.040(4) Uiso 1 1 d .
C10 C 0.74773(11) 0.52360(10) 0.17422(9) 0.0253(2) Uani 1 1 d .
C11 C 0.81298(12) 0.54099(11) 0.07349(10) 0.0298(2) Uani 1 1 d .
H11 H 0.7854(15) 0.4728(13) 0.0009(12) 0.041(4) Uiso 1 1 d .
C12 C 0.91809(13) 0.65242(12) 0.07631(11) 0.0345(3) Uani 1 1 d .
H12 H 0.9628(15) 0.6605(13) 0.0049(12) 0.043(4) Uiso 1 1 d .
C13 C 0.96051(13) 0.75008(12) 0.18002(11) 0.0366(3) Uani 1 1 d .
H13 H 1.0331(17) 0.8282(15) 0.1825(13) 0.049(4) Uiso 1 1 d .
C14 C 0.89748(13) 0.73455(12) 0.28086(11) 0.0366(3) Uani 1 1 d .
H14 H 0.9262(16) 0.8006(14) 0.3542(13) 0.044(4) Uiso 1 1 d .
C15 C 0.79386(12) 0.62316(11) 0.27903(10) 0.0318(2) Uani 1 1 d .
H15 H 0.7536(15) 0.6115(13) 0.3504(13) 0.041(4) Uiso 1 1 d .
C16 C 0.29538(17) 0.12719(12) 0.47369(12) 0.0421(3) Uani 1 1 d .
H16B H 0.200(2) 0.1698(19) 0.4743(17) 0.085(6) Uiso 1 1 d .
H16 H 0.3548(19) 0.1749(17) 0.5456(16) 0.067(5) Uiso 1 1 d .
C17 C 0.2529(3) -0.01289(15) 0.46165(17) 0.0796(6) Uani 1 1 d .
H17A H 0.1986 -0.0590 0.3851 0.119 Uiso 1 1 calc R
H17B H 0.1872 -0.0268 0.5230 0.119 Uiso 1 1 calc R
H17C H 0.3446 -0.0457 0.4689 0.119 Uiso 1 1 calc R
C18 C 0.17257(13) 0.44840(11) 0.24942(10) 0.0314(2) Uani 1 1 d .
H18B H 0.2304(14) 0.4013(12) 0.1846(11) 0.035(3) Uiso 1 1 d .
H18A H 0.0988(15) 0.4880(13) 0.2153(12) 0.041(4) Uiso 1 1 d .
C19 C 0.08489(13) 0.35209(11) 0.30570(10) 0.0332(2) Uani 1 1 d .
H19B H 0.0122(16) 0.3943(13) 0.3566(12) 0.044(4) Uiso 1 1 d .
H19A H 0.1536(14) 0.3263(12) 0.3554(11) 0.034(3) Uiso 1 1 d .
C20 C 0.35664(17) 0.64228(13) 0.26711(13) 0.0436(3) Uani 1 1 d .
H20C H 0.2792(18) 0.6804(15) 0.2354(14) 0.057(4) Uiso 1 1 d .
H20B H 0.4324(17) 0.7153(15) 0.3207(13) 0.051(4) Uiso 1 1 d .
H20A H 0.4081(18) 0.5912(15) 0.2006(15) 0.057(4) Uiso 1 1 d .
C21 C 0.21492(16) 0.62396(13) 0.43105(12) 0.0429(3) Uani 1 1 d .
H21C H 0.2897(16) 0.7006(14) 0.4786(13) 0.045(4) Uiso 1 1 d .
H21B H 0.1272(18) 0.6553(15) 0.4085(13) 0.056(4) Uiso 1 1 d .
H21A H 0.1778(16) 0.5655(15) 0.4800(14) 0.051(4) Uiso 1 1 d .
C22 C -0.12428(18) 0.17137(18) 0.27169(16) 0.0571(4) Uani 1 1 d .
H22C H -0.0823(19) 0.1385(16) 0.3336(16) 0.066(5) Uiso 1 1 d .
H22B H -0.1827(19) 0.0948(17) 0.2106(15) 0.066(5) Uiso 1 1 d .
H22A H -0.195(2) 0.2319(18) 0.3062(17) 0.079(6) Uiso 1 1 d .
C23 C 0.08825(18) 0.15001(14) 0.15961(14) 0.0490(3) Uani 1 1 d .
H23C H 0.0237(18) 0.0756(16) 0.0988(15) 0.061(4) Uiso 1 1 d .
H23B H 0.1357(19) 0.1123(17) 0.2178(16) 0.071(5) Uiso 1 1 d .
H23A H 0.1689(19) 0.1949(16) 0.1186(14) 0.062(5) Uiso 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'
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
O1 Li1 O1 97.77(8) 2_666 .
O1 Li1 N2 110.49(9) 2_666 .
O1 Li1 N2 116.06(9) . .
O1 Li1 N1 130.23(10) 2_666 .
O1 Li1 N1 86.47(7) . .
N2 Li1 N1 111.71(9) . .
O1 Li1 Li1 50.63(6) 2_666 2_666
O1 Li1 Li1 47.14(6) . 2_666
N2 Li1 Li1 126.99(12) . 2_666
N1 Li1 Li1 115.45(11) . 2_666
O1 Li1 C1 123.64(9) 2_666 .
O1 Li1 C1 29.27(4) . .
N2 Li1 C1 111.80(8) . .
N1 Li1 C1 60.03(5) . .
Li1 Li1 C1 74.29(8) 2_666 .
O1 Li1 C2 141.13(9) 2_666 .
O1 Li1 C2 59.41(5) . .
N2 Li1 C2 107.96(8) . .
N1 Li1 C2 31.06(4) . .
Li1 Li1 C2 100.31(10) 2_666 .
C1 Li1 C2 30.59(4) . .
O1 Li1 C20 103.43(8) 2_666 .
O1 Li1 C20 146.28(9) . .
N2 Li1 C20 31.32(5) . .
N1 Li1 C20 99.06(8) . .
Li1 Li1 C20 145.17(11) 2_666 .
C1 Li1 C20 131.65(8) . .
C2 Li1 C20 112.37(7) . .
C1 O1 Li1 154.33(9) . 2_666
C1 O1 Li1 100.99(8) . .
Li1 O1 Li1 82.23(8) 2_666 .
C1 O2 C16 117.89(8) . .
C3 N1 C2 121.13(9) . .
C3 N1 Li1 135.01(9) . .
C2 N1 Li1 96.99(8) . .
C21 N2 C20 109.57(10) . .
C21 N2 C18 111.30(9) . .
C20 N2 C18 107.90(9) . .
C21 N2 Li1 107.08(9) . .
C20 N2 Li1 101.06(9) . .
C18 N2 Li1 119.26(8) . .
C22 N3 C23 109.70(12) . .
C22 N3 C19 110.10(11) . .
C23 N3 C19 112.04(10) . .
O1 C1 O2 119.43(9) . .
O1 C1 C2 126.80(9) . .
O2 C1 C2 113.76(9) . .
O1 C1 Li1 49.74(6) . .
O2 C1 Li1 162.45(8) . .
C2 C1 Li1 78.53(7) . .
C1 C2 N1 118.17(9) . .
C1 C2 Li1 70.88(7) . .
N1 C2 Li1 51.95(6) . .
N1 C3 C10 119.42(9) . .
N1 C3 C4 121.25(9) . .
C10 C3 C4 119.33(9) . .
C5 C4 C9 118.72(10) . .
C5 C4 C3 118.61(9) . .
C9 C4 C3 122.64(10) . .
C4 C5 C6 121.05(10) . .
C7 C6 C5 119.79(11) . .
C8 C7 C6 119.61(11) . .
C7 C8 C9 120.88(11) . .
C4 C9 C8 119.94(11) . .
C11 C10 C15 117.44(10) . .
C11 C10 C3 121.00(9) . .
C15 C10 C3 121.50(9) . .
C12 C11 C10 121.52(11) . .
C13 C12 C11 120.19(11) . .
C12 C13 C14 119.18(11) . .
C15 C14 C13 120.99(11) . .
C14 C15 C10 120.68(11) . .
O2 C16 C17 108.07(11) . .
N2 C18 C19 113.58(9) . .
N3 C19 C18 111.26(10) . .
N2 C20 Li1 47.61(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O1 1.8808(18) 2_666
Li1 O1 1.9836(19) .
Li1 N2 2.088(2) .
Li1 N1 2.0997(19) .
Li1 Li1 2.542(3) 2_666
Li1 C1 2.552(2) .
Li1 C2 2.647(2) .
Li1 C20 2.774(2) .
O1 C1 1.2709(12) .
O1 Li1 1.8808(19) 2_666
O2 C1 1.3686(12) .
O2 C16 1.4223(14) .
N1 C3 1.3082(13) .
N1 C2 1.3759(13) .
N2 C21 1.4677(15) .
N2 C20 1.4695(16) .
N2 C18 1.4778(14) .
N3 C22 1.4519(18) .
N3 C23 1.4541(17) .
N3 C19 1.4615(15) .
C1 C2 1.3744(14) .
C3 C10 1.4711(14) .
C3 C4 1.4985(14) .
C4 C5 1.3867(15) .
C4 C9 1.3894(14) .
C5 C6 1.3883(16) .
C6 C7 1.3802(18) .
C7 C8 1.3752(18) .
C8 C9 1.3897(16) .
C10 C11 1.3983(14) .
C10 C15 1.4040(15) .
C11 C12 1.3848(16) .
C12 C13 1.3816(17) .
C13 C14 1.3854(17) .
C14 C15 1.3807(16) .
C16 C17 1.4782(19) .
C18 C19 1.5159(16) .
