#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/04/7010421.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_7010421
loop_
_publ_author_name
'Liddle, Stephen T.'
'Clegg, William'
_publ_section_title
;
 Cation-induced structural variations in the alkali metal derivatives
 of 2-trimethylsilylaminopyridine: synthesis and X-ray structures of
 complexes for all five metals Li--Cs with 12-crown-4 †
;
_journal_issue                   4
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              402
_journal_paper_doi               10.1039/b008852h
_journal_year                    2001
_chemical_formula_sum            'C16 H29 Li N2 O4 Si'
_chemical_formula_weight         348.44
_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                 99.935(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9095(3)
_cell_length_b                   12.2197(4)
_cell_length_c                   16.2582(5)
_cell_measurement_reflns_used    13609
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      28.53
_cell_measurement_theta_min      2.54
_cell_volume                     1939.20(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 1K CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0137
_diffrn_reflns_av_sigmaI/netI    0.0119
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13559
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.10
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_correction_T_min  0.825
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.78
_exptl_crystal_size_mid          0.68
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       0.0066(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3421
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0277
_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)+(0.0382P)²+0.5802P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0733
_refine_ls_wR_factor_ref         0.0749
_reflns_number_gt                3138
_reflns_number_total             3421
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b008852h.txt
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7010421
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li -0.2040(2) 0.39036(16) 0.34093(12) 0.0268(4) Uani 1 1 d . . .
N1 N -0.07855(10) 0.25261(8) 0.39847(6) 0.0245(2) Uani 1 1 d . . .
N2 N -0.03610(10) 0.35389(8) 0.28714(6) 0.0237(2) Uani 1 1 d . . .
C1 C -0.03972(13) 0.17787(10) 0.45795(7) 0.0285(3) Uani 1 1 d . . .
H1A H -0.1045 0.1578 0.4921 0.034 Uiso 1 1 calc R . .
C2 C 0.08663(13) 0.12762(10) 0.47380(8) 0.0308(3) Uani 1 1 d . . .
H2A H 0.1079 0.0738 0.5162 0.037 Uiso 1 1 calc R . .
C3 C 0.18157(13) 0.15950(10) 0.42460(8) 0.0303(3) Uani 1 1 d . . .
H3A H 0.2710 0.1288 0.4341 0.036 Uiso 1 1 calc R . .
C4 C 0.14612(12) 0.23516(10) 0.36256(8) 0.0275(3) Uani 1 1 d . . .
H4A H 0.2116 0.2567 0.3294 0.033 Uiso 1 1 calc R . .
C5 C 0.01206(11) 0.28231(9) 0.34693(7) 0.0217(2) Uani 1 1 d . . .
Si1 Si 0.04605(3) 0.40963(3) 0.21379(2) 0.02455(11) Uani 1 1 d . . .
C6 C 0.13087(16) 0.30841(13) 0.15184(9) 0.0440(4) Uani 1 1 d . . .
H6A H 0.0638 0.2534 0.1274 0.066 Uiso 1 1 calc R . .
H6B H 0.2065 0.2724 0.1887 0.066 Uiso 1 1 calc R . .
H6C H 0.1664 0.3468 0.1071 0.066 Uiso 1 1 calc R . .
C7 C -0.08270(14) 0.48332(12) 0.13550(8) 0.0378(3) Uani 1 1 d . . .
H7A H -0.1297 0.5385 0.1640 0.057 Uiso 1 1 calc R . .
H7B H -0.1498 0.4309 0.1071 0.057 Uiso 1 1 calc R . .
H7C H -0.0360 0.5193 0.0944 0.057 Uiso 1 1 calc R . .
C8 C 0.18090(13) 0.51003(11) 0.26083(8) 0.0311(3) Uani 1 1 d . . .
H8A H 0.1377 0.5708 0.2859 0.047 Uiso 1 1 calc R . .
H8B H 0.2285 0.5383 0.2172 0.047 Uiso 1 1 calc R . .
H8C H 0.2469 0.4734 0.3039 0.047 Uiso 1 1 calc R . .
O1 O -0.35826(9) 0.39986(7) 0.43005(5) 0.0326(2) Uani 1 1 d . . .
O2 O -0.13300(9) 0.52051(7) 0.42856(5) 0.0305(2) Uani 1 1 d . . .
O3 O -0.29944(8) 0.52207(7) 0.27597(5) 0.0283(2) Uani 1 1 d . . .
O4 O -0.39213(8) 0.30955(7) 0.27610(5) 0.0287(2) Uani 1 1 d . . .
C9 C -0.26793(15) 0.41633(11) 0.50735(8) 0.0348(3) Uani 1 1 d . . .
H9A H -0.1990 0.3570 0.5172 0.042 Uiso 1 1 calc R . .
H9B H -0.3198 0.4173 0.5542 0.042 Uiso 1 1 calc R . .
C10 C -0.19969(14) 0.52448(11) 0.50022(8) 0.0357(3) Uani 1 1 d . . .
H10A H -0.2686 0.5839 0.4937 0.043 Uiso 1 1 calc R . .
H10B H -0.1317 0.5389 0.5512 0.043 Uiso 1 1 calc R . .
C11 C -0.14867(14) 0.61744(11) 0.37879(9) 0.0361(3) Uani 1 1 d . . .
H11A H -0.0760 0.6200 0.3440 0.043 Uiso 1 1 calc R . .
H11B H -0.1380 0.6824 0.4157 0.043 Uiso 1 1 calc R . .
C12 C -0.28686(14) 0.62100(10) 0.32322(9) 0.0346(3) Uani 1 1 d . . .
H12A H -0.3605 0.6261 0.3572 0.041 Uiso 1 1 calc R . .
H12B H -0.2933 0.6852 0.2856 0.041 Uiso 1 1 calc R . .
C13 C -0.43545(13) 0.49919(11) 0.23533(9) 0.0356(3) Uani 1 1 d . . .
H13A H -0.4613 0.5479 0.1865 0.043 Uiso 1 1 calc R . .
H13B H -0.5008 0.5107 0.2742 0.043 Uiso 1 1 calc R . .
C14 C -0.43788(14) 0.38169(12) 0.20782(8) 0.0362(3) Uani 1 1 d . . .
H14A H -0.5324 0.3616 0.1817 0.043 Uiso 1 1 calc R . .
H14B H -0.3783 0.3730 0.1652 0.043 Uiso 1 1 calc R . .
C15 C -0.49007(13) 0.29048(11) 0.32953(8) 0.0309(3) Uani 1 1 d . . .
H15A H -0.5338 0.2181 0.3172 0.037 Uiso 1 1 calc R . .
H15B H -0.5624 0.3472 0.3201 0.037 Uiso 1 1 calc R . .
C16 C -0.41762(14) 0.29403(11) 0.41855(8) 0.0324(3) Uani 1 1 d . . .
H16A H -0.4832 0.2822 0.4573 0.039 Uiso 1 1 calc R . .
H16B H -0.3459 0.2369 0.4288 0.039 Uiso 1 1 calc R . .
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'
Si Si 0.0817 0.0704 '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
_geom_angle_publ_flag
N2 Li1 O3 106.52(10) . . ?
N2 Li1 O2 104.10(9) . . ?
O3 Li1 O2 80.35(8) . . ?
N2 Li1 N1 64.96(7) . . ?
O3 Li1 N1 171.46(11) . . ?
O2 Li1 N1 100.72(9) . . ?
N2 Li1 O4 112.21(10) . . ?
O3 Li1 O4 80.20(8) . . ?
O2 Li1 O4 142.36(10) . . ?
N1 Li1 O4 103.23(9) . . ?
N2 Li1 O1 163.68(11) . . ?
O3 Li1 O1 89.26(8) . . ?
O2 Li1 O1 73.91(7) . . ?
N1 Li1 O1 99.20(8) . . ?
O4 Li1 O1 73.93(7) . . ?
C1 N1 C5 118.89(10) . . ?
C1 N1 Li1 154.12(10) . . ?
C5 N1 Li1 85.38(8) . . ?
C5 N2 Si1 128.35(8) . . ?
C5 N2 Li1 92.64(9) . . ?
Si1 N2 Li1 137.09(8) . . ?
N1 C1 C2 125.31(12) . . ?
C1 C2 C3 116.76(11) . . ?
C4 C3 C2 119.98(11) . . ?
C3 C4 C5 121.04(11) . . ?
N2 C5 N1 115.29(10) . . ?
N2 C5 C4 126.77(11) . . ?
N1 C5 C4 117.94(10) . . ?
N2 Si1 C7 108.52(6) . . ?
N2 Si1 C8 111.71(5) . . ?
C7 Si1 C8 108.46(6) . . ?
N2 Si1 C6 115.13(6) . . ?
C7 Si1 C6 105.51(7) . . ?
C8 Si1 C6 107.17(7) . . ?
C16 O1 C9 115.31(10) . . ?
C16 O1 Li1 100.24(9) . . ?
C9 O1 Li1 100.32(9) . . ?
C11 O2 C10 114.30(10) . . ?
C11 O2 Li1 104.17(9) . . ?
C10 O2 Li1 114.53(9) . . ?
C13 O3 C12 113.86(10) . . ?
C13 O3 Li1 113.48(9) . . ?
C12 O3 Li1 113.32(9) . . ?
C14 O4 C15 114.53(10) . . ?
C14 O4 Li1 102.91(9) . . ?
C15 O4 Li1 112.87(8) . . ?
O1 C9 C10 106.22(11) . . ?
O2 C10 C9 108.06(10) . . ?
O2 C11 C12 111.27(10) . . ?
O3 C12 C11 106.54(10) . . ?
O3 C13 C14 106.94(10) . . ?
O4 C14 C13 111.82(10) . . ?
O4 C15 C16 108.62(10) . . ?
O1 C16 C15 105.77(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Li1 N2 2.057(2) . ?
Li1 O3 2.063(2) . ?
Li1 O2 2.170(2) . ?
Li1 N1 2.203(2) . ?
Li1 O4 2.210(2) . ?
Li1 O1 2.284(2) . ?
N1 C1 1.3375(15) . ?
N1 C5 1.3783(15) . ?
N2 C5 1.3334(15) . ?
N2 Si1 1.6981(10) . ?
C1 C2 1.3784(18) . ?
C2 C3 1.3915(19) . ?
C3 C4 1.3687(18) . ?
C4 C5 1.4300(16) . ?
Si1 C7 1.8704(14) . ?
Si1 C8 1.8770(13) . ?
Si1 C6 1.8823(14) . ?
O1 C16 1.4197(15) . ?
O1 C9 1.4259(15) . ?
O2 C11 1.4278(16) . ?
O2 C10 1.4360(15) . ?
O3 C13 1.4227(15) . ?
O3 C12 1.4261(16) . ?
O4 C14 1.4287(15) . ?
O4 C15 1.4289(15) . ?
C9 C10 1.4981(19) . ?
C11 C12 1.5055(19) . ?
C13 C14 1.503(2) . ?
C15 C16 1.5011(18) . ?
