#------------------------------------------------------------------------------
#$Date: 2016-03-24 00:09:19 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179525 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/22/4342273.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_4342273
loop_
_publ_author_name
'Lui, Melanie W.'
'Merten, Christian'
'Ferguson, Michael J.'
'McDonald, Robert'
'Xu, Yunjie'
'Rivard, Eric'
_publ_section_title
;
 Contrasting reactivities of silicon and germanium complexes supported by
 an N-heterocyclic guanidine ligand.
;
_journal_issue                   4
_journal_name_full               'Inorganic chemistry'
_journal_page_first              2040
_journal_page_last               2049
_journal_paper_doi               10.1021/ic5029838
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C54 H72 Li2 N6'
_chemical_formula_sum            'C54 H72 Li2 N6'
_chemical_formula_weight         819.06
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.2202(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.9982(2)
_cell_length_b                   18.7313(2)
_cell_length_c                   12.0421(2)
_cell_measurement_reflns_used    9856
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      69.44
_cell_measurement_theta_min      4.67
_cell_volume                     2474.07(7)
_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, 2008)'
_computing_structure_solution    'SHELXD (Schneider & Sheldrick, 2002)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16759
_diffrn_reflns_theta_full        70.16
_diffrn_reflns_theta_max         70.16
_diffrn_reflns_theta_min         4.37
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.481
_exptl_absorpt_correction_T_max  0.9526
_exptl_absorpt_correction_T_min  0.8279
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.099
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4695
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0548P)²+0.5547P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1073
_refine_ls_wR_factor_ref         0.1103
_reflns_number_gt                4252
_reflns_number_total             4695
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic5029838_si_002.cif
_cod_data_source_block           riv12e0
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

 Adding full bibliography for 4342273--4342281.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4342273
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.11214(8) 0.08396(5) 0.25118(7) 0.0279(2) Uani 1 1 d .
N2 N 0.13186(8) 0.17664(4) 0.14051(7) 0.0265(2) Uani 1 1 d .
N3 N 0.05053(9) 0.06612(5) 0.05745(8) 0.0344(2) Uani 1 1 d .
C1 C 0.09151(9) 0.10403(5) 0.13620(8) 0.0259(2) Uani 1 1 d .
C2 C 0.15785(10) 0.14011(6) 0.31582(9) 0.0338(2) Uani 1 1 d .
H2 H 0.1784 0.1389 0.3938 0.041 Uiso 1 1 calc R
C3 C 0.16808(10) 0.19650(6) 0.24915(9) 0.0341(3) Uani 1 1 d .
H3 H 0.1956 0.2426 0.2722 0.041 Uiso 1 1 calc R
C11 C 0.09729(10) 0.01078(5) 0.27769(8) 0.0294(2) Uani 1 1 d .
C12 C -0.02066(11) -0.01437(6) 0.29311(9) 0.0345(3) Uani 1 1 d .
C13 C -0.03732(14) -0.08806(7) 0.29956(11) 0.0476(3) Uani 1 1 d .
H13 H -0.1164 -0.1066 0.3083 0.057 Uiso 1 1 calc R
C14 C 0.05940(16) -0.13433(7) 0.29345(13) 0.0597(4) Uani 1 1 d .
H14 H 0.0462 -0.1844 0.2965 0.072 Uiso 1 1 calc R
C15 C 0.17520(15) -0.10827(7) 0.28292(13) 0.0567(4) Uani 1 1 d .
H15 H 0.2416 -0.1407 0.2827 0.068 Uiso 1 1 calc R
C16 C 0.19699(12) -0.03544(6) 0.27259(10) 0.0403(3) Uani 1 1 d .
C17 C -0.12685(11) 0.03614(7) 0.30372(10) 0.0393(3) Uani 1 1 d .
H17 H -0.0969 0.0858 0.2918 0.047 Uiso 1 1 calc R
C18 C -0.23219(15) 0.02214(12) 0.21727(15) 0.0767(6) Uani 1 1 d .
H18A H -0.2031 0.0257 0.1425 0.092 Uiso 1 1 calc R
H18B H -0.2965 0.0575 0.2255 0.092 Uiso 1 1 calc R
H18C H -0.2647 -0.0258 0.2282 0.092 Uiso 1 1 calc R
C19 C -0.17100(17) 0.03258(9) 0.41993(13) 0.0645(4) Uani 1 1 d .
H19A H -0.1028 0.0424 0.4748 0.077 Uiso 1 1 calc R
H19B H -0.2035 -0.0152 0.4330 0.077 Uiso 1 1 calc R
H19C H -0.2353 0.0682 0.4271 0.077 Uiso 1 1 calc R
C20 C 0.32403(12) -0.00782(8) 0.25506(12) 0.0498(3) Uani 1 1 d .
H20 H 0.3160 0.0439 0.2353 0.060 Uiso 1 1 calc R
C21 C 0.38073(17) -0.04500(11) 0.15905(16) 0.0730(5) Uani 1 1 d .
H21A H 0.3247 -0.0423 0.0921 0.088 Uiso 1 1 calc R
H21B H 0.3963 -0.0952 0.1783 0.088 Uiso 1 1 calc R
H21C H 0.4577 -0.0215 0.1450 0.088 Uiso 1 1 calc R
C22 C 0.40685(15) -0.01278(13) 0.36237(16) 0.0806(6) Uani 1 1 d .
H22A H 0.3688 0.0122 0.4223 0.097 Uiso 1 1 calc R
H22B H 0.4857 0.0093 0.3508 0.097 Uiso 1 1 calc R
H22C H 0.4192 -0.0630 0.3828 0.097 Uiso 1 1 calc R
C31 C 0.11454(10) 0.22327(5) 0.04700(9) 0.0286(2) Uani 1 1 d .
C32 C -0.00102(10) 0.25222(6) 0.02061(10) 0.0351(3) Uani 1 1 d .
C33 C -0.01792(12) 0.29466(7) -0.07445(11) 0.0460(3) Uani 1 1 d .
H33 H -0.0961 0.3143 -0.0946 0.055 Uiso 1 1 calc R
C34 C 0.07717(13) 0.30846(7) -0.13949(11) 0.0486(3) Uani 1 1 d .
H34 H 0.0639 0.3369 -0.2045 0.058 Uiso 1 1 calc R
C35 C 0.19161(12) 0.28118(7) -0.11071(11) 0.0438(3) Uani 1 1 d .
H35 H 0.2568 0.2921 -0.1554 0.053 Uiso 1 1 calc R
C36 C 0.21335(10) 0.23788(6) -0.01722(9) 0.0339(2) Uani 1 1 d .
C37 C -0.10650(11) 0.23858(7) 0.09228(11) 0.0426(3) Uani 1 1 d .
H37 H -0.0745 0.2107 0.1590 0.051 Uiso 1 1 calc R
C38 C -0.20502(13) 0.19411(10) 0.02996(16) 0.0652(4) Uani 1 1 d .
H38A H -0.1695 0.1494 0.0050 0.078 Uiso 1 1 calc R
H38B H -0.2396 0.2209 -0.0348 0.078 Uiso 1 1 calc R
H38C H -0.2695 0.1834 0.0795 0.078 Uiso 1 1 calc R
C39 C -0.15911(16) 0.30828(9) 0.13336(14) 0.0634(4) Uani 1 1 d .
H39A H -0.0949 0.3352 0.1757 0.076 Uiso 1 1 calc R
H39B H -0.2251 0.2977 0.1813 0.076 Uiso 1 1 calc R
H39C H -0.1912 0.3367 0.0694 0.076 Uiso 1 1 calc R
C40 C 0.33800(11) 0.20597(7) 0.01424(11) 0.0432(3) Uani 1 1 d .
H40 H 0.3503 0.2060 0.0973 0.052 Uiso 1 1 calc R
C41 C 0.34329(14) 0.12862(8) -0.02478(15) 0.0607(4) Uani 1 1 d .
H41A H 0.2767 0.1015 0.0048 0.073 Uiso 1 1 calc R
H41B H 0.4216 0.1075 0.0021 0.073 Uiso 1 1 calc R
H41C H 0.3351 0.1271 -0.1063 0.073 Uiso 1 1 calc R
C42 C 0.44255(12) 0.24854(9) -0.03062(14) 0.0593(4) Uani 1 1 d .
H42A H 0.4391 0.2981 -0.0048 0.071 Uiso 1 1 calc R
H42B H 0.4349 0.2476 -0.1122 0.071 Uiso 1 1 calc R
H42C H 0.5206 0.2272 -0.0036 0.071 Uiso 1 1 calc R
Li Li -0.0099(2) 0.03559(10) -0.08226(16) 0.0393(4) 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 0.0181 0.0091 '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 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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
C2 N1 C11 130.67(9) . .
C2 N1 C1 111.66(8) . .
C11 N1 C1 117.18(8) . .
C3 N2 C31 126.26(9) . .
C3 N2 C1 110.81(8) . .
C31 N2 C1 122.03(8) . .
C1 N3 Li 162.74(10) . .
C1 N3 Li 120.45(9) . 3
Li N3 Li 76.74(9) . 3
N3 C1 N2 131.70(9) . .
N3 C1 N1 127.51(9) . .
N2 C1 N1 100.79(8) . .
C3 C2 N1 107.85(9) . .
C2 C3 N2 108.84(9) . .
C16 C11 C12 122.10(10) . .
C16 C11 N1 118.89(10) . .
C12 C11 N1 118.42(9) . .
C16 C11 Li 89.55(8) . 3
C12 C11 Li 74.15(8) . 3
N1 C11 Li 99.12(7) . 3
C13 C12 C11 117.73(11) . .
C13 C12 C17 120.50(11) . .
C11 C12 C17 121.77(10) . .
C13 C12 Li 86.02(8) . 3
C11 C12 Li 74.74(8) . 3
C17 C12 Li 109.37(9) . 3
C14 C13 C12 120.93(13) . .
C13 C14 C15 120.28(12) . .
C14 C15 C16 121.43(13) . .
C15 C16 C11 117.44(12) . .
C15 C16 C20 120.81(12) . .
C11 C16 C20 121.74(11) . .
C12 C17 C19 110.59(11) . .
C12 C17 C18 112.78(12) . .
C19 C17 C18 110.14(13) . .
C16 C20 C21 112.46(13) . .
C16 C20 C22 111.03(12) . .
C21 C20 C22 111.25(14) . .
C32 C31 C36 121.76(10) . .
C32 C31 N2 118.92(9) . .
C36 C31 N2 119.30(9) . .
C33 C32 C31 118.16(11) . .
C33 C32 C37 120.09(11) . .
C31 C32 C37 121.74(10) . .
C34 C33 C32 120.87(12) . .
C33 C34 C35 120.34(12) . .
C34 C35 C36 121.19(11) . .
C35 C36 C31 117.64(11) . .
C35 C36 C40 121.93(11) . .
C31 C36 C40 120.43(10) . .
C32 C37 C38 111.00(12) . .
C32 C37 C39 111.37(11) . .
C38 C37 C39 110.82(12) . .
C36 C40 C41 110.57(11) . .
C36 C40 C42 113.27(11) . .
C41 C40 C42 109.85(11) . .
N3 Li N3 103.25(9) . 3
N3 Li Li 54.10(8) . 3
N3 Li Li 49.16(7) 3 3
N3 Li C12 149.85(12) . 3
N3 Li C12 92.68(8) 3 3
Li Li C12 135.31(13) 3 3
N3 Li C11 178.50(11) . 3
N3 Li C11 75.27(7) 3 3
Li Li C11 124.42(12) 3 3
C12 Li C11 31.11(4) 3 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.3810(13) .
N1 C11 1.4197(13) .
N1 C1 1.4365(13) .
N2 C3 1.3899(13) .
N2 C31 1.4267(13) .
N2 C1 1.4305(12) .
N3 C1 1.2425(14) .
N3 Li 1.853(2) .
N3 Li 1.984(2) 3
C2 C3 1.3365(16) .
C11 C16 1.4020(16) .
C11 C12 1.4051(16) .
C11 Li 2.624(2) 3
C12 C13 1.3953(16) .
C12 C17 1.5157(17) .
C12 Li 2.616(2) 3
C13 C14 1.378(2) .
C14 C15 1.378(2) .
C15 C16 1.3923(18) .
C16 C20 1.5192(19) .
C17 C19 1.5161(19) .
C17 C18 1.522(2) .
C20 C21 1.522(2) .
C20 C22 1.528(2) .
C31 C32 1.3968(16) .
C31 C36 1.4063(15) .
C32 C33 1.3949(17) .
C32 C37 1.5176(16) .
C33 C34 1.3765(19) .
C34 C35 1.379(2) .
C35 C36 1.3939(17) .
C36 C40 1.5179(17) .
C37 C38 1.520(2) .
C37 C39 1.525(2) .
C40 C41 1.5255(19) .
C40 C42 1.5301(17) .
Li N3 1.984(2) 3
Li Li 2.385(4) 3
Li C12 2.616(2) 3
Li C11 2.624(2) 3
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
Li N3 C1 N2 -8.3(4) . .
Li N3 C1 N2 177.26(11) 3 .
Li N3 C1 N1 172.6(3) . .
Li N3 C1 N1 -1.93(17) 3 .
C3 N2 C1 N3 178.73(12) . .
C31 N2 C1 N3 8.96(17) . .
C3 N2 C1 N1 -1.93(10) . .
C31 N2 C1 N1 -171.70(8) . .
C2 N1 C1 N3 -179.57(11) . .
C11 N1 C1 N3 7.56(16) . .
C2 N1 C1 N2 1.05(11) . .
C11 N1 C1 N2 -171.82(8) . .
C11 N1 C2 C3 171.84(11) . .
C1 N1 C2 C3 0.21(13) . .
N1 C2 C3 N2 -1.46(13) . .
C31 N2 C3 C2 171.45(10) . .
C1 N2 C3 C2 2.21(13) . .
C2 N1 C11 C16 -83.66(14) . .
C1 N1 C11 C16 87.59(12) . .
C2 N1 C11 C12 104.94(13) . .
C1 N1 C11 C12 -83.82(12) . .
C2 N1 C11 Li -178.22(11) . 3
C1 N1 C11 Li -6.98(11) . 3
C16 C11 C12 C13 -2.17(16) . .
N1 C11 C12 C13 168.94(10) . .
Li C11 C12 C13 77.01(11) 3 .
C16 C11 C12 C17 177.20(10) . .
N1 C11 C12 C17 -11.68(15) . .
Li C11 C12 C17 -103.61(11) 3 .
C16 C11 C12 Li -79.18(11) . 3
N1 C11 C12 Li 91.93(10) . 3
C11 C12 C13 C14 1.40(18) . .
C17 C12 C13 C14 -177.98(12) . .
Li C12 C13 C14 71.85(14) 3 .
C12 C13 C14 C15 1.2(2) . .
C13 C14 C15 C16 -3.2(2) . .
C14 C15 C16 C11 2.4(2) . .
C14 C15 C16 C20 -176.82(14) . .
C12 C11 C16 C15 0.29(17) . .
N1 C11 C16 C15 -170.79(11) . .
Li C11 C16 C15 -70.61(12) 3 .
C12 C11 C16 C20 179.55(11) . .
N1 C11 C16 C20 8.48(16) . .
Li C11 C16 C20 108.66(12) 3 .
C13 C12 C17 C19 66.19(16) . .
C11 C12 C17 C19 -113.16(13) . .
Li C12 C17 C19 163.18(11) 3 .
C13 C12 C17 C18 -57.64(16) . .
C11 C12 C17 C18 123.01(14) . .
Li C12 C17 C18 39.35(14) 3 .
C15 C16 C20 C21 51.56(19) . .
C11 C16 C20 C21 -127.67(14) . .
C15 C16 C20 C22 -73.83(18) . .
C11 C16 C20 C22 106.93(15) . .
C3 N2 C31 C32 -91.39(13) . .
C1 N2 C31 C32 76.73(13) . .
C3 N2 C31 C36 89.72(13) . .
C1 N2 C31 C36 -102.16(11) . .
C36 C31 C32 C33 2.19(17) . .
N2 C31 C32 C33 -176.67(10) . .
C36 C31 C32 C37 -177.78(11) . .
N2 C31 C32 C37 3.36(16) . .
C31 C32 C33 C34 -0.94(19) . .
C37 C32 C33 C34 179.03(12) . .
C32 C33 C34 C35 -0.9(2) . .
C33 C34 C35 C36 1.5(2) . .
C34 C35 C36 C31 -0.28(18) . .
C34 C35 C36 C40 178.55(12) . .
C32 C31 C36 C35 -1.58(16) . .
N2 C31 C36 C35 177.27(10) . .
C32 C31 C36 C40 179.57(10) . .
N2 C31 C36 C40 -1.58(15) . .
C33 C32 C37 C38 66.69(16) . .
C31 C32 C37 C38 -113.34(13) . .
C33 C32 C37 C39 -57.31(16) . .
C31 C32 C37 C39 122.66(13) . .
C35 C36 C40 C41 -99.13(14) . .
C31 C36 C40 C41 79.67(14) . .
C35 C36 C40 C42 24.66(17) . .
C31 C36 C40 C42 -156.54(11) . .
C1 N3 Li N3 -175.1(3) . 3
Li N3 Li N3 0.0 3 3
C1 N3 Li Li -175.1(3) . 3
C1 N3 Li C12 64.8(5) . 3
Li N3 Li C12 -120.1(3) 3 3
C1 N3 Li C11 -166(5) . 3
Li N3 Li C11 9(5) 3 3
