#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/13/2201306.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2201306
loop_
_publ_author_name
'Boyd, Catherine L.'
'Tyrrell, Ben R.'
'Mountford, Philip'
_publ_section_title
;Bis(μ-N-n-propyl-N-trimethylsilylbenzamidinato)bis[(diethyl
 ether-O)lithium]
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m597
_journal_page_last               m598
_journal_paper_doi               10.1107/S1600536802017579
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          '[Li2 (C13 H22 N2 Si)2 (C4 H10 O)2]'
_chemical_formula_moiety         'C34 H62 Li2 N4 O2 Si2'
_chemical_formula_sum            'C34 H62 Li2 N4 O2 Si2'
_chemical_formula_weight         628.94
_chemical_name_systematic
;
Bis(μ-N-n-propyl-N-trimethylsilylbenzamidinato)bis[(diethyl ether-O)lithium]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                106.59(3)
_cell_angle_beta                 96.05(3)
_cell_angle_gamma                99.38(3)
_cell_formula_units_Z            1
_cell_length_a                   8.4111(17)
_cell_length_b                   10.486(2)
_cell_length_c                   11.774(2)
_cell_measurement_reflns_used    3991
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     969.2(4)
_computing_cell_refinement       DENZO
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction        'DENZO (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 2001)'
_computing_publication_material  CRYSTALS
_computing_structure_refinement  'CRYSTALS (Watkin et al., 2001)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Enraf-Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7923
_diffrn_reflns_theta_full        23.594
_diffrn_reflns_theta_max         27.514
_diffrn_reflns_theta_min         5.115
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.078
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             344.000
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.47
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0541
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         4117
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0463
_refine_ls_shift/su_max          0.0003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Prince modified Chebychev polynomial (Watkin, 1994),
W = [weight][1-(\DF/6\sF)²]², with
-0.679 -2.35 -1.48 -0.984 -0.429
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0424
_reflns_number_gt                2907
_reflns_number_total             4372
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6195.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

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

The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'direct methods' was changed to
'direct'.

'_atom_sites_solution_hydrogens' value 'geometric' was changed to
'geom'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_database_code               2201306
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_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_type_symbol
Li1 0.4338(4) 0.5154(3) 0.9058(3) 0.0291 Uani 1.0000 Li
N1 0.48608(18) 0.34673(15) 0.79445(13) 0.0256 Uani 1.0000 N
N2 0.38630(18) 0.34084(15) 0.96694(13) 0.0256 Uani 1.0000 N
O1 0.23336(16) 0.58181(14) 0.87477(11) 0.0332 Uani 1.0000 O
Si1 0.55364(6) 0.29411(6) 0.66023(4) 0.0284 Uani 1.0000 Si
C1 0.3952(2) 0.27907(17) 0.85265(15) 0.0243 Uani 1.0000 C
C2 0.2989(2) 0.13717(18) 0.78689(15) 0.0259 Uani 1.0000 C
C3 0.3693(2) 0.02470(19) 0.78300(17) 0.0319 Uani 1.0000 C
C4 0.2847(3) -0.1046(2) 0.71626(19) 0.0396 Uani 1.0000 C
C5 0.1290(3) -0.1239(2) 0.65442(18) 0.0403 Uani 1.0000 C
C6 0.0573(2) -0.0130(2) 0.65930(18) 0.0385 Uani 1.0000 C
C7 0.1418(2) 0.1168(2) 0.72489(18) 0.0338 Uani 1.0000 C
C8 0.2709(2) 0.27532(19) 1.02876(16) 0.0277 Uani 1.0000 C
C9 0.3518(2) 0.2094(2) 1.11195(18) 0.0350 Uani 1.0000 C
C10 0.2343(3) 0.1571(2) 1.18636(19) 0.0411 Uani 1.0000 C
C11 0.7231(3) 0.2005(2) 0.67087(18) 0.0386 Uani 1.0000 C
C12 0.3989(3) 0.1847(2) 0.52779(17) 0.0450 Uani 1.0000 C
C13 0.6403(3) 0.4523(2) 0.62602(19) 0.0394 Uani 1.0000 C
C14 0.1588(3) 0.4841(2) 0.66233(19) 0.0474 Uani 1.0000 C
C15 0.1012(3) 0.5436(2) 0.77804(19) 0.0419 Uani 1.0000 C
C16 0.1902(2) 0.6552(2) 0.98717(17) 0.0360 Uani 1.0000 C
C17 0.1981(3) 0.8032(2) 0.9993(2) 0.0442 Uani 1.0000 C
H31 0.4813(2) 0.03798(19) 0.82822(17) 0.0394 Uiso 1.0000 H
H41 0.3366(3) -0.1845(2) 0.71336(19) 0.0450 Uiso 1.0000 H
H51 0.0688(3) -0.2175(2) 0.60636(18) 0.0458 Uiso 1.0000 H
H61 -0.0552(2) -0.0263(2) 0.61487(18) 0.0425 Uiso 1.0000 H
H71 0.0895(2) 0.1967(2) 0.72875(18) 0.0406 Uiso 1.0000 H
H81 0.2168(2) 0.34545(19) 1.07744(16) 0.0366 Uiso 1.0000 H
H82 0.1867(2) 0.20385(19) 0.96695(16) 0.0366 Uiso 1.0000 H
H91 0.4450(2) 0.2780(2) 1.16757(18) 0.0476 Uiso 1.0000 H
H92 0.3939(2) 0.1313(2) 1.06246(18) 0.0476 Uiso 1.0000 H
H101 0.2916(3) 0.1143(2) 1.24002(19) 0.0557 Uiso 1.0000 H
H102 0.1922(3) 0.2349(2) 1.23622(19) 0.0557 Uiso 1.0000 H
H103 0.1410(3) 0.0882(2) 1.13112(19) 0.0557 Uiso 1.0000 H
H111 0.7597(3) 0.1714(2) 0.59101(18) 0.0493 Uiso 1.0000 H
H112 0.8166(3) 0.2618(2) 0.73191(18) 0.0493 Uiso 1.0000 H
H113 0.6840(3) 0.1187(2) 0.69559(18) 0.0493 Uiso 1.0000 H
H121 0.4527(3) 0.1606(2) 0.45493(17) 0.0512 Uiso 1.0000 H
H122 0.3495(3) 0.0998(2) 0.54444(17) 0.0512 Uiso 1.0000 H
H123 0.3115(3) 0.2352(2) 0.51359(17) 0.0512 Uiso 1.0000 H
H131 0.6822(3) 0.4276(2) 0.54789(19) 0.0499 Uiso 1.0000 H
H132 0.7317(3) 0.5085(2) 0.69142(19) 0.0499 Uiso 1.0000 H
H133 0.5530(3) 0.5056(2) 0.62041(19) 0.0499 Uiso 1.0000 H
H141 0.0663(3) 0.4568(2) 0.59397(19) 0.0569 Uiso 1.0000 H
H142 0.2463(3) 0.5537(2) 0.65028(19) 0.0569 Uiso 1.0000 H
H143 0.2041(3) 0.4025(2) 0.66583(19) 0.0569 Uiso 1.0000 H
H151 0.0562(3) 0.6253(2) 0.77504(19) 0.0481 Uiso 1.0000 H
H152 0.0139(3) 0.4742(2) 0.79059(19) 0.0481 Uiso 1.0000 H
H161 0.2681(2) 0.6485(2) 1.05450(17) 0.0455 Uiso 1.0000 H
H162 0.0767(2) 0.6132(2) 0.99236(17) 0.0455 Uiso 1.0000 H
H171 0.1680(3) 0.8508(2) 1.0781(2) 0.0539 Uiso 1.0000 H
H172 0.3115(3) 0.8460(2) 0.9946(2) 0.0539 Uiso 1.0000 H
H173 0.1201(3) 0.8107(2) 0.9324(2) 0.0539 Uiso 1.0000 H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
'C   ' 0.0033 0.0016 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 International_Tables_Vol_IV_Table_2.2B
'Li  ' -0.0003 0.0001 International_Tables_Vol_IV_Table_2.2B
'N   ' 0.0061 0.0033 International_Tables_Vol_IV_Table_2.2B
'O   ' 0.0106 0.0060 International_Tables_Vol_IV_Table_2.2B
'Si  ' 0.0817 0.0704 International_Tables_Vol_IV_Table_2.2B
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Li1 N2 . . 66.61(11) yes
N1 Li1 N2 . 2_667 121.29(16) yes
N2 Li1 N2 . 2_667 107.22(14) yes
N1 Li1 O1 . . 123.08(16) yes
N2 Li1 O1 . . 111.49(16) yes
N2 Li1 O1 2_667 . 113.47(15) yes
Li1 N1 Si1 . . 140.05(12) yes
Li1 N1 C1 . . 85.59(14) yes
Si1 N1 C1 . . 131.63(13) yes
Li1 N2 Li1 . 2_667 72.78(14) yes
Li1 N2 C1 . . 80.64(13) yes
Li1 N2 C1 2_667 . 127.44(15) yes
Li1 N2 C8 . . 141.30(14) yes
Li1 N2 C8 2_667 . 108.94(14) yes
C1 N2 C8 . . 119.81(15) yes
Li1 O1 C15 . . 134.78(15) yes
Li1 O1 C16 . . 109.67(14) yes
C15 O1 C16 . . 112.43(15) yes
N1 Si1 C11 . . 111.66(9) no
N1 Si1 C12 . . 117.17(9) no
C11 Si1 C12 . . 106.78(11) no
N1 Si1 C13 . . 105.94(9) no
C11 Si1 C13 . . 107.10(10) no
C12 Si1 C13 . . 107.70(10) no
N1 C1 N2 . . 118.71(16) yes
N1 C1 C2 . . 119.68(15) yes
N2 C1 C2 . . 121.55(15) yes
C1 C2 C3 . . 120.25(16) no
C1 C2 C7 . . 120.77(16) no
C3 C2 C7 . . 118.91(17) no
C2 C3 C4 . . 120.14(19) no
C2 C3 H31 . . 119.62 no
C4 C3 H31 . . 120.24 no
C3 C4 C5 . . 120.6(2) no
C3 C4 H41 . . 119.56 no
C5 C4 H41 . . 119.88 no
C4 C5 C6 . . 119.64(18) no
C4 C5 H51 . . 120.05 no
C6 C5 H51 . . 120.31 no
C5 C6 C7 . . 120.16(19) no
C5 C6 H61 . . 120.02 no
C7 C6 H61 . . 119.82 no
C2 C7 C6 . . 120.58(9) no
C2 C7 H71 . . 119.36 no
C6 C7 H71 . . 120.06 no
N2 C8 C9 . . 113.22(15) no
N2 C8 H81 . . 108.73 no
C9 C8 H81 . . 108.3 no
N2 C8 H82 . . 108.55 no
C9 C8 H82 . . 108.5 no
H81 C8 H82 . . 109.467 no
C8 C9 C10 . . 112.37(17) no
C8 C9 H91 . . 108.7 no
C10 C9 H91 . . 108.79 no
C8 C9 H92 . . 108.7 no
C10 C9 H92 . . 108.80 no
H91 C9 H92 . . 109.467 no
C9 C10 H101 . . 110.21 no
C9 C10 H102 . . 109.10 no
H101 C10 H102 . . 109.476 no
C9 C10 H103 . . 109.09 no
H101 C10 H103 . . 109.476 no
H102 C10 H103 . . 109.476 no
Si1 C11 H111 . . 109.54 no
Si1 C11 H112 . . 109.21 no
H111 C11 H112 . . 109.476 no
Si1 C11 H113 . . 109.65 no
H111 C11 H113 . . 109.476 no
H112 C11 H113 . . 109.476 no
Si1 C12 H121 . . 109.76 no
Si1 C12 H122 . . 109.22 no
H121 C12 H122 . . 109.476 no
Si1 C12 H123 . . 109.42 no
H121 C12 H123 . . 109.476 no
H122 C12 H123 . . 109.476 no
Si1 C13 H131 . . 109.50 no
Si1 C13 H132 . . 109.55 no
H131 C13 H132 . . 109.475 no
Si1 C13 H133 . . 109.36 no
H131 C13 H133 . . 109.476 no
H132 C13 H133 . . 109.476 no
C15 C14 H141 . . 110.17 no
C15 C14 H142 . . 108.86 no
H141 C14 H142 . . 109.476 no
C15 C14 H143 . . 109.37 no
H141 C14 H143 . . 109.476 no
H142 C14 H143 . . 109.476 no
O1 C15 C14 . . 109.84(17) no
O1 C15 H151 . . 109.45 no
C14 C15 H151 . . 109.64 no
O1 C15 H152 . . 109.28 no
C14 C15 H152 . . 109.14 no
H151 C15 H152 . . 109.467 no
O1 C16 C17 . . 112.18(17) no
O1 C16 H161 . . 108.7 no
C17 C16 H161 . . 108.63 no
O1 C16 H162 . . 109.0 no
C17 C16 H162 . . 108.87 no
H161 C16 H162 . . 109.467 no
C16 C17 H171 . . 109.97 no
C16 C17 H172 . . 109.33 no
H171 C17 H172 . . 109.476 no
C16 C17 H173 . . 109.09 no
H171 C17 H173 . . 109.476 no
H172 C17 H173 . . 109.476 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Li1 N1 . . 2.023(3) yes
Li1 N2 . . 2.145(3) yes
Li1 N2 . 2_667 2.073(3) yes
Li1 O1 . . 1.965(3) yes
Li1 C1 . . 2.334(3) yes
N1 Si1 . . 1.7083(15) yes
N1 C1 . . 1.330(2) yes
N2 C1 . . 1.332(2) yes
N2 C8 . . 1.470(2) yes
O1 C15 . . 1.421(2) no
O1 C16 . . 1.444(2) no
Si1 C11 . . 1.871(2) no
Si1 C12 . . 1.872(2) no
Si1 C13 . . 1.870(2) no
C1 C2 . . 1.512(2) yes
C2 C3 . . 1.395(3) no
C2 C7 . . 1.393(3) no
C3 C4 . . 1.386(3) no
C3 H31 . . 1.000 no
C4 C5 . . 1.384(3) no
C4 H41 . . 1.000 no
C5 C6 . . 1.384(3) no
C5 H51 . . 1.000 no
C6 C7 . . 1.387(3) no
C6 H61 . . 1.000 no
C7 H71 . . 1.000 no
C8 C9 . . 1.516(3) no
C8 H81 . . 1.000 no
C8 H82 . . 1.000 no
C9 C10 . . 1.525(3) no
C9 H91 . . 1.000 no
C9 H92 . . 1.000 no
C10 H101 . . 1.000 no
C10 H102 . . 1.000 no
C10 H103 . . 1.000 no
C11 H111 . . 1.000 no
C11 H112 . . 1.000 no
C11 H113 . . 1.000 no
C12 H121 . . 1.000 no
C12 H122 . . 1.000 no
C12 H123 . . 1.000 no
C13 H131 . . 1.000 no
C13 H132 . . 1.000 no
C13 H133 . . 1.000 no
C14 C15 . . 1.494(3) no
C14 H141 . . 1.000 no
C14 H142 . . 1.000 no
C14 H143 . . 1.000 no
C15 H151 . . 1.000 no
C15 H152 . . 1.000 no
C16 C17 . . 1.507(3) no
C16 H161 . . 1.000 no
C16 H162 . . 1.000 no
C17 H171 . . 1.000 no
C17 H172 . . 1.000 no
C17 H173 . . 1.000 no
