#------------------------------------------------------------------------------
#$Date: 2019-11-25 07:24:54 +0200 (Mon, 25 Nov 2019) $
#$Revision: 240355 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/96/4129681.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_4129681
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         'C42 H48 Li2 N2 O6'
_chemical_formula_sum            'C42 H48 Li2 N2 O6'
_chemical_formula_weight         690.70
_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                88.233(3)
_cell_angle_beta                 85.265(3)
_cell_angle_gamma                79.988(3)
_cell_formula_units_Z            1
_cell_length_a                   9.2312(5)
_cell_length_b                   10.1683(7)
_cell_length_c                   10.2843(7)
_cell_measurement_reflns_used    9574
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.30
_cell_measurement_theta_min      2.25
_cell_volume                     947.26(11)
_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      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0196
_diffrn_reflns_av_sigmaI/netI    0.0183
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18039
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.99
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9921
_exptl_absorpt_correction_T_min  0.9539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4671
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0552P)²+0.1843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1050
_reflns_number_gt                4043
_reflns_number_total             4671
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja5b09524_si_003.cif
_cod_data_source_block           jj1
_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               4129681
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.60316(17) -0.02479(17) 0.40115(16) 0.0252(3) Uani 1 1 d . . .
O1 O 0.22286(7) 0.07006(7) 0.25857(6) 0.02840(17) Uani 1 1 d . . .
O2 O 0.39680(7) 0.01410(7) 0.40513(6) 0.02468(16) Uani 1 1 d . . .
O3 O 0.68790(8) 0.10970(7) 0.29917(8) 0.03158(18) Uani 1 1 d . A .
N1 N 0.22057(8) 0.18373(7) 0.58336(7) 0.02030(16) Uani 1 1 d . . .
C1 C 0.27188(9) 0.07929(9) 0.37895(9) 0.02039(18) Uani 1 1 d . . .
C2 C 0.17420(9) 0.16084(9) 0.46386(9) 0.02155(18) Uani 1 1 d . . .
H2 H 0.0818(14) 0.2056(12) 0.4337(12) 0.030(3) Uiso 1 1 d . . .
C3 C 0.13810(9) 0.26171(9) 0.66951(9) 0.02090(18) Uani 1 1 d . . .
C4 C -0.01996(9) 0.31986(9) 0.65314(9) 0.02138(18) Uani 1 1 d . . .
C5 C -0.06949(10) 0.45737(10) 0.65206(10) 0.0259(2) Uani 1 1 d . . .
H5 H 0.0004(14) 0.5180(13) 0.6615(12) 0.031(3) Uiso 1 1 d . . .
C6 C -0.21701(11) 0.51003(11) 0.63629(11) 0.0308(2) Uani 1 1 d . . .
H6 H -0.2465(15) 0.6063(15) 0.6339(14) 0.045(4) Uiso 1 1 d . . .
C7 C -0.31671(11) 0.42482(11) 0.62199(11) 0.0333(2) Uani 1 1 d . . .
H7 H -0.4209(16) 0.4633(14) 0.6094(14) 0.045(4) Uiso 1 1 d . . .
C8 C -0.26894(11) 0.28773(11) 0.62258(12) 0.0334(2) Uani 1 1 d . . .
H8 H -0.3380(15) 0.2269(14) 0.6105(13) 0.042(4) Uiso 1 1 d . . .
C9 C -0.12170(10) 0.23528(10) 0.63814(10) 0.0280(2) Uani 1 1 d . . .
H9 H -0.0897(14) 0.1398(14) 0.6380(13) 0.035(3) Uiso 1 1 d . . .
C10 C 0.20487(10) 0.29651(9) 0.78666(9) 0.02243(19) Uani 1 1 d . . .
C11 C 0.11777(11) 0.34192(11) 0.89991(10) 0.0290(2) Uani 1 1 d . . .
H11 H 0.0115(15) 0.3467(14) 0.9024(13) 0.040(3) Uiso 1 1 d . . .
C12 C 0.18137(13) 0.37843(12) 1.00826(10) 0.0345(2) Uani 1 1 d . . .
H12 H 0.1192(15) 0.4097(14) 1.0870(14) 0.041(4) Uiso 1 1 d . . .
C13 C 0.33302(13) 0.37099(11) 1.00620(11) 0.0354(2) Uani 1 1 d . . .
H13 H 0.3783(16) 0.4004(15) 1.0820(14) 0.046(4) Uiso 1 1 d . . .
C14 C 0.42145(12) 0.32525(12) 0.89520(11) 0.0342(2) Uani 1 1 d . . .
H14 H 0.5310(15) 0.3237(14) 0.8894(13) 0.040(3) Uiso 1 1 d . . .
C15 C 0.35812(11) 0.28878(10) 0.78689(10) 0.0279(2) Uani 1 1 d . . .
H15 H 0.4215(14) 0.2610(13) 0.7084(13) 0.035(3) Uiso 1 1 d . . .
C16 C 0.32607(13) 0.00591(13) 0.15871(10) 0.0355(2) Uani 1 1 d . . .
H16B H 0.3752(18) -0.0780(18) 0.1899(16) 0.056(4) Uiso 1 1 d . . .
H16A H 0.401(2) 0.063(2) 0.1369(19) 0.078(6) Uiso 1 1 d . . .
C17 C 0.24439(18) -0.00992(17) 0.04318(13) 0.0503(3) Uani 1 1 d . . .
H17C H 0.3115(18) -0.0512(17) -0.0282(17) 0.060(5) Uiso 1 1 d . . .
H17B H 0.173(2) -0.074(2) 0.070(2) 0.093(7) Uiso 1 1 d . . .
H17A H 0.183(2) 0.073(2) 0.017(2) 0.089(6) Uiso 1 1 d . . .
C18 C 0.84490(12) 0.10647(12) 0.27438(12) 0.0350(2) Uani 1 1 d . . .
H18B H 0.8920(15) 0.0873(14) 0.3552(14) 0.043(4) Uiso 1 1 d . . .
H18A H 0.8836(16) 0.0298(15) 0.2119(15) 0.050(4) Uiso 1 1 d . . .
C19 C 0.8674(4) 0.2325(3) 0.2015(3) 0.0383(6) Uani 0.656(7) 1 d P A 1
H19A H 0.8609 0.2247 0.1066 0.046 Uiso 0.656(7) 1 calc PR A 1
H19B H 0.9631 0.2582 0.2173 0.046 Uiso 0.656(7) 1 calc PR A 1
C20 C 0.7372(3) 0.3298(2) 0.2636(3) 0.0486(8) Uani 0.656(7) 1 d P A 1
H20A H 0.7100 0.4084 0.2058 0.058 Uiso 0.656(7) 1 calc PR A 1
H20B H 0.7599 0.3606 0.3488 0.058 Uiso 0.656(7) 1 calc PR A 1
C19' C 0.8491(7) 0.2601(6) 0.2522(8) 0.0452(14) Uani 0.344(7) 1 d P A 2
H19C H 0.8576 0.3036 0.3355 0.054 Uiso 0.344(7) 1 calc PR A 2
H19D H 0.9328 0.2742 0.1898 0.054 Uiso 0.344(7) 1 calc PR A 2
C20' C 0.7026(5) 0.3139(4) 0.1970(7) 0.0493(14) Uani 0.344(7) 1 d P A 2
H20C H 0.6749 0.4119 0.2063 0.059 Uiso 0.344(7) 1 calc PR A 2
H20D H 0.7023 0.2902 0.1044 0.059 Uiso 0.344(7) 1 calc PR A 2
C21 C 0.61078(16) 0.24352(13) 0.28080(17) 0.0488(3) Uani 1 1 d . . .
H21B H 0.554(2) 0.2738(18) 0.3644(19) 0.070(5) Uiso 1 1 d . . .
H21A H 0.546(2) 0.241(2) 0.209(2) 0.098(7) 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
O2 Li1 O3 109.95(9) . .
O2 Li1 O2 93.08(7) . 2_656
O3 Li1 O2 116.40(9) . 2_656
O2 Li1 N1 142.18(10) . 2_656
O3 Li1 N1 104.42(8) . 2_656
O2 Li1 N1 85.32(7) 2_656 2_656
O2 Li1 C1 119.03(8) . 2_656
O3 Li1 C1 111.65(7) . 2_656
O2 Li1 C1 27.98(3) 2_656 2_656
N1 Li1 C1 58.73(5) 2_656 2_656
O2 Li1 Li1 48.48(5) . 2_656
O3 Li1 Li1 124.98(11) . 2_656
O2 Li1 Li1 44.60(5) 2_656 2_656
N1 Li1 Li1 119.62(10) 2_656 2_656
C1 Li1 Li1 71.28(7) 2_656 2_656
O2 Li1 C2 141.57(8) . 2_656
O3 Li1 C2 105.70(7) . 2_656
O2 Li1 C2 57.68(5) 2_656 2_656
N1 Li1 C2 29.60(3) 2_656 2_656
C1 Li1 C2 29.93(3) 2_656 2_656
Li1 Li1 C2 98.63(8) 2_656 2_656
C1 O1 C16 117.63(7) . .
C1 O2 Li1 156.49(8) . .
C1 O2 Li1 104.51(7) . 2_656
Li1 O2 Li1 86.92(7) . 2_656
C21 O3 C18 109.69(9) . .
C21 O3 Li1 123.11(9) . .
C18 O3 Li1 123.59(8) . .
C3 N1 C2 122.48(8) . .
C3 N1 Li1 132.97(8) . 2_656
C2 N1 Li1 101.46(7) . 2_656
O2 C1 O1 119.85(8) . .
O2 C1 C2 125.89(8) . .
O1 C1 C2 114.26(8) . .
O2 C1 Li1 47.52(5) . 2_656
O1 C1 Li1 163.57(7) . 2_656
C2 C1 Li1 79.12(6) . 2_656
N1 C2 C1 117.64(8) . .
N1 C2 Li1 48.94(5) . 2_656
C1 C2 Li1 70.95(6) . 2_656
N1 C3 C10 118.58(8) . .
N1 C3 C4 122.97(8) . .
C10 C3 C4 118.43(7) . .
C5 C4 C9 118.51(8) . .
C5 C4 C3 121.64(8) . .
C9 C4 C3 119.85(8) . .
C4 C5 C6 120.96(9) . .
C7 C6 C5 119.85(10) . .
C8 C7 C6 119.84(9) . .
C7 C8 C9 120.27(9) . .
C8 C9 C4 120.57(9) . .
C11 C10 C15 117.66(9) . .
C11 C10 C3 121.44(8) . .
C15 C10 C3 120.87(8) . .
C12 C11 C10 121.00(9) . .
C13 C12 C11 120.46(10) . .
C12 C13 C14 119.44(9) . .
C15 C14 C13 120.18(10) . .
C14 C15 C10 121.26(9) . .
O1 C16 C17 108.21(10) . .
O3 C18 C19 107.95(15) . .
O3 C18 C19' 100.5(2) . .
C19 C18 C19' 22.2(2) . .
C18 C19 C20 99.9(2) . .
C19 C20 C21 103.0(2) . .
C20' C19' C18 103.5(4) . .
C21 C20' C19' 98.6(4) . .
C20' C21 O3 108.3(2) . .
C20' C21 C20 30.9(2) . .
O3 C21 C20 103.92(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O2 1.8743(17) .
Li1 O3 1.9314(18) .
Li1 O2 1.9986(18) 2_656
Li1 N1 2.0971(18) 2_656
Li1 C1 2.6236(18) 2_656
Li1 Li1 2.666(3) 2_656
Li1 C2 2.7257(18) 2_656
O1 C1 1.3641(11) .
O1 C16 1.4324(12) .
O2 C1 1.2713(11) .
O2 Li1 1.9985(18) 2_656
O3 C21 1.4365(14) .
O3 C18 1.4456(12) .
N1 C3 1.3097(11) .
N1 C2 1.3737(11) .
N1 Li1 2.0971(18) 2_656
C1 C2 1.3848(12) .
C1 Li1 2.6236(18) 2_656
C2 Li1 2.7256(18) 2_656
C3 C10 1.4770(12) .
C3 C4 1.4971(12) .
C4 C5 1.3935(13) .
C4 C9 1.3994(13) .
C5 C6 1.3946(14) .
C6 C7 1.3881(15) .
C7 C8 1.3871(16) .
C8 C9 1.3915(14) .
C10 C11 1.4020(13) .
C10 C15 1.4034(13) .
C11 C12 1.3905(15) .
C12 C13 1.3872(16) .
C13 C14 1.3903(16) .
C14 C15 1.3887(14) .
C16 C17 1.4860(16) .
C18 C19 1.501(3) .
C18 C19' 1.579(6) .
C19 C20 1.527(4) .
C20 C21 1.574(3) .
C19' C20' 1.517(8) .
C20' C21 1.423(5) .
