Directed Lithiation of Pentadienylsilanes
Day, Benjamin M.; McDouall, Joseph J. W.; Clayden, Jonathan; Layfield, Richard A.; Organometallics 34 (2015) 2348–; doi:10.1021/om501144f

data_4085184
_publ_section_title
;
 Directed Lithiation of Pentadienylsilanes
;
_journal_issue                   11
_journal_name_full               Organometallics
_journal_page_first              2348
_journal_paper_doi               10.1021/om501144f
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C18 H38 Li N3 Si'
_chemical_formula_sum            'C18 H38 Li N3 Si'
_chemical_formula_weight         331.54
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2014-10-16
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                90
_cell_angle_beta                 99.983(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9738(7)
_cell_length_b                   15.0190(8)
_cell_length_c                   13.2126(7)
_cell_measurement_reflns_used    3130
_cell_measurement_temperature    150.06(12)
_cell_measurement_theta_max      28.5000
_cell_measurement_theta_min      3.6170
_cell_volume                     2144.7(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.06(12)
_diffrn_detector_area_resol_mean 8.0714
_diffrn_measured_fraction_theta_full 0.9965
_diffrn_measured_fraction_theta_max 0.8599
_diffrn_measurement_details
;
  1 omega  -87.00  -39.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.1798 -178.0000 -180.0000 48

  2 omega  -33.00   47.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.1798   37.0000  120.0000 80

  3 omega  -54.00   46.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.1798   77.0000 -150.0000 100
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0480225000
_diffrn_orient_matrix_UB_12      -0.0105951000
_diffrn_orient_matrix_UB_13      0.0414424000
_diffrn_orient_matrix_UB_21      -0.0300559000
_diffrn_orient_matrix_UB_22      0.0254181000
_diffrn_orient_matrix_UB_23      0.0337087000
_diffrn_orient_matrix_UB_31      -0.0331204000
_diffrn_orient_matrix_UB_32      -0.0383410000
_diffrn_orient_matrix_UB_33      0.0109182000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8416
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.412
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65210
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.027
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4373
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0489
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0354P)^2^+0.5381P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1036
_refine_ls_wR_factor_ref         0.1133
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3377
_reflns_number_total             4373
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om501144f_si_002.cif
_cod_data_source_block           aral60
_cod_depositor_comments
'Adding full bibliography for 4085184--4085185.cif.'
_cod_database_code               4085184
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         C18H39N3Si1Li1
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H8A(0.036) H8B(0.036) H2(0.031) H12A(0.035) H12B(0.035) H3(0.033)
 H4(0.037) H10A(0.047) H10B(0.047) H9A(0.045) H9B(0.045) H7A(0.06) H7B(0.06)
 H7C(0.06) H11A(0.043) H11B(0.043) H6A(0.065) H6B(0.065) H6C(0.065) H5A(0.048)
 H5B(0.048) H13A(0.061) H13B(0.061) H13C(0.061) H16A(0.048) H16B(0.048)
 H17A(0.06) H17B(0.06) H17C(0.06) H15A(0.049) H15B(0.049) H18A(0.068)
 H18B(0.068) H18C(0.068) H14A(0.066) H14B(0.066) H14C(0.066)
 Fixed X: H8A(0.0677) H8B(0.1585) H2(0.1227) H12A(0.1102) H12B(0.1536)
 H3(0.2441) H4(0.1947) H10A(0.4465) H10B(0.3588) H9A(0.3535) H9B(0.238) H7A(-
 0.0691) H7B(-0.1409) H7C(-0.156) H11A(0.2618) H11B(0.34) H6A(-0.0906) H6B(-
 0.0792) H6C(0.03) H5A(0.3224) H5B(0.2895) H13A(0.3568) H13B(0.2801)
 H13C(0.4132) H16A(0.6145) H16B(0.4858) H17A(0.5541) H17B(0.5124) H17C(0.6298)
 H15A(0.5817) H15B(0.5857) H18A(0.413) H18B(0.4012) H18C(0.5311) H14A(0.4745)
 H14B(0.3422) H14C(0.4591)
 Fixed Y: H8A(0.3037) H8B(0.223) H2(0.0926) H12A(0.4427) H12B(0.4131)
 H3(0.1713) H4(-0.0089) H10A(0.4386) H10B(0.4952) H9A(0.3213) H9B(0.3782)
 H7A(0.3682) H7B(0.319) H7C(0.2878) H11A(0.5444) H11B(0.4798) H6A(0.1036)
 H6B(0.132) H6C(0.0815) H5A(0.0512) H5B(-0.0508) H13A(0.0584) H13B(0.048)
 H13C(0.007) H16A(0.2007) H16B(0.1548) H17A(0.3343) H17B(0.4064) H17C(0.3479)
 H15A(0.0973) H15B(0.1928) H18A(0.3694) H18B(0.2701) H18C(0.3165) H14A(0.0824)
 H14B(0.1241) H14C(0.1859)
 Fixed Z: H8A(0.1869) H8B(0.1892) H2(-0.0947) H12A(0.1196) H12B(0.0168) H3(-
 0.2375) H4(-0.2061) H10A(0.212) H10B(0.27) H9A(0.2699) H9B(0.287) H7A(-0.0326)
 H7B(0.0437) H7C(-0.071) H11A(0.1183) H11B(0.0602) H6A(-0.0084) H6B(0.1071)
 H6C(0.0699) H5A(-0.3544) H5B(-0.3324) H13A(-0.0038) H13B(0.0852) H13C(0.0967)
 H16A(-0.0314) H16B(-0.0672) H17A(0.1105) H17B(0.0257) H17C(0.0214)
 H15A(0.0917) H15B(0.14) H18A(-0.1362) H18B(-0.1733) H18C(-0.1527) H14A(0.2527)
 H14B(0.2441) H14C(0.2598)
;
_shelx_res_checksum              93139
_shelx_hkl_checksum              21324
_olex2_submission_special_instructions 'No special instructions were received'