 
data_A080_002
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C19 H23 N Si' 
_chemical_formula_weight          293.47

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'
 'N'  'N'   0.0061   0.0033
 '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'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    8.0992(3)
_cell_length_b                    9.9826(3)
_cell_length_c                    10.9592(4)
_cell_angle_alpha                 94.4146(12)
_cell_angle_beta                  93.3668(12)
_cell_angle_gamma                 110.8140(11)
_cell_volume                      822.25(5)
_cell_formula_units_Z             2
_cell_measurement_temperature     173(2)
_cell_measurement_reflns_used      9994
_cell_measurement_theta_min        3.38
_cell_measurement_theta_max       30.51
 
_exptl_crystal_description        'block'
_exptl_crystal_colour             'colourless'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.185          
_exptl_crystal_F_000              316
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.232
_exptl_crystal_size_mid           0.225
_exptl_crystal_size_min           0.123
_exptl_absorpt_coefficient_mu     0.137
_shelx_estimated_absorpt_T_min    0.969
_shelx_estimated_absorpt_T_max    0.983
_exptl_absorpt_correction_type    MULTI-SCAN
_exptl_absorpt_correction_T_min   0.7181
_exptl_absorpt_correction_T_max   0.7461
_exptl_absorpt_process_details    SADABS 
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       173(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed tube'
_diffrn_measurement_device_type   'Photon 100 CMOS detector' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             38088
_diffrn_reflns_av_unetI/netI      0.0223
_diffrn_reflns_av_R_equivalents   0.0334
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -15
_diffrn_reflns_limit_l_max        15
_diffrn_reflns_theta_min          3.357
_diffrn_reflns_theta_max          30.553
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.986
_diffrn_measured_fraction_theta_full  0.998
_diffrn_reflns_Laue_measured_fraction_max    0.986
_diffrn_reflns_Laue_measured_fraction_full   0.998
_diffrn_reflns_point_group_measured_fraction_max   0.986
_diffrn_reflns_point_group_measured_fraction_full  0.998
_reflns_number_total              4971
_reflns_number_gt                 4017
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        'Bruker APEXIII' 
_computing_cell_refinement        'Bruker APEXIII' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     SHELXS
_computing_structure_refinement   SHELXL
_computing_molecular_graphics     ORTEP
_computing_publication_material   CIFTAB
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0525P)²+0.2267P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          4971
_refine_ls_number_parameters      192
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0553
_refine_ls_R_factor_gt            0.0404
_refine_ls_wR_factor_ref          0.1144
_refine_ls_wR_factor_gt           0.1069
_refine_ls_goodness_of_fit_ref    1.045
_refine_ls_restrained_S_all       1.045
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
Si1 Si 0.26880(4) 0.31911(3) 0.76210(3) 0.03046(10) Uani 1 1 d . . . . .
C1 C 0.36648(15) 0.52028(12) 0.76720(10) 0.0296(2) Uani 1 1 d . . . . .
C2 C 0.28133(16) 0.60864(13) 0.81856(11) 0.0326(2) Uani 1 1 d . . . . .
H2 H 0.165820 0.564020 0.843697 0.039 Uiso 1 1 calc R U . . .
C3 C 0.35778(18) 0.75837(13) 0.83446(11) 0.0365(3) Uani 1 1 d . . . . .
C4 C 0.52734(19) 0.82093(13) 0.79752(13) 0.0423(3) Uani 1 1 d . . . . .
H4 H 0.584331 0.922779 0.808823 0.051 Uiso 1 1 calc R U . . .
C5 C 0.61448(18) 0.73820(14) 0.74482(13) 0.0414(3) Uani 1 1 d . . . . .
H5 H 0.729825 0.784061 0.719859 0.050 Uiso 1 1 calc R U . . .
C6 C 0.53577(16) 0.58788(13) 0.72753(10) 0.0320(2) Uani 1 1 d . . . . .
C7 C 0.2599(2) 0.84881(16) 0.88783(15) 0.0521(4) Uani 1 1 d . . . . .
H7A H 0.345420 0.939302 0.929673 0.078 Uiso 1 1 calc R U . . .
H7B H 0.181649 0.796133 0.946866 0.078 Uiso 1 1 calc R U . . .
H7C H 0.188907 0.869842 0.821685 0.078 Uiso 1 1 calc R U . . .
N1 N 0.63426(15) 0.51134(12) 0.66960(10) 0.0379(2) Uani 1 1 d . . . . .
C8 C 0.53019(19) 0.36645(16) 0.60982(12) 0.0411(3) Uani 1 1 d . . . . .
H8A H 0.607852 0.330271 0.561293 0.049 Uiso 1 1 calc R U . . .
H8B H 0.434447 0.371990 0.552306 0.049 Uiso 1 1 calc R U . . .
C9 C 0.44746(18) 0.25933(14) 0.70319(12) 0.0386(3) Uani 1 1 d . . . . .
H9 H 0.389960 0.161066 0.657746 0.046 Uiso 1 1 calc R U . . .
C10 C 0.5949(2) 0.25598(15) 0.79689(14) 0.0457(3) Uani 1 1 d . . . . .
H10A H 0.540206 0.198910 0.863708 0.055 Uiso 1 1 calc R U . . .
H10B H 0.667412 0.207560 0.755836 0.055 Uiso 1 1 calc R U . . .
C11 C 0.71501(19) 0.40670(16) 0.85209(13) 0.0437(3) Uani 1 1 d . . . . .
H11A H 0.648625 0.447732 0.907346 0.052 Uiso 1 1 calc R U . . .
H11B H 0.817705 0.400496 0.901718 0.052 Uiso 1 1 calc R U . . .
C12 C 0.78133(18) 0.50580(17) 0.75231(14) 0.0447(3) Uani 1 1 d . . . . .
H12A H 0.851696 0.604154 0.791247 0.054 Uiso 1 1 calc R U . . .
H12B H 0.860240 0.471286 0.703633 0.054 Uiso 1 1 calc R U . . .
C13 C 0.07041(16) 0.24599(12) 0.64604(11) 0.0315(2) Uani 1 1 d . . . . .
C14 C -0.05830(18) 0.10903(14) 0.64950(12) 0.0405(3) Uani 1 1 d . . . . .
H14 H -0.047155 0.053674 0.714080 0.049 Uiso 1 1 calc R U . . .
C15 C -0.2016(2) 0.05193(15) 0.56127(13) 0.0462(3) Uani 1 1 d . . . . .
H15 H -0.286709 -0.041622 0.565549 0.055 Uiso 1 1 calc R U . . .
C16 C -0.22066(19) 0.13122(15) 0.46701(13) 0.0435(3) Uani 1 1 d . . . . .
H16 H -0.319759 0.093085 0.407113 0.052 Uiso 1 1 calc R U . . .
C17 C -0.0951(2) 0.26589(15) 0.46045(13) 0.0446(3) Uani 1 1 d . . . . .
H17 H -0.106871 0.320127 0.395161 0.054 Uiso 1 1 calc R U . . .
C18 C 0.04850(18) 0.32265(14) 0.54873(12) 0.0393(3) Uani 1 1 d . . . . .
H18 H 0.133841 0.415695 0.542923 0.047 Uiso 1 1 calc R U . . .
C19 C 0.2044(2) 0.26151(16) 0.91603(13) 0.0480(3) Uani 1 1 d . . . . .
H19A H 0.309597 0.296960 0.975496 0.072 Uiso 1 1 calc R U . . .
H19B H 0.153516 0.156067 0.910412 0.072 Uiso 1 1 calc R U . . .
H19C H 0.116450 0.301285 0.942952 0.072 Uiso 1 1 calc R U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
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
Si1 C19 1.8676(14) . ?
Si1 C1 1.8736(12) . ?
Si1 C13 1.8750(12) . ?
Si1 C9 1.8790(14) . ?
C1 C2 1.4043(16) . ?
C1 C6 1.4078(17) . ?
C2 C3 1.3919(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(2) . ?
C3 C7 1.5059(19) . ?
C4 C5 1.379(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3987(17) . ?
C5 H5 0.9500 . ?
C6 N1 1.4287(16) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
N1 C8 1.4678(18) . ?
N1 C12 1.4735(17) . ?
C8 C9 1.542(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.5400(19) . ?
C9 H9 1.0000 . ?
C10 C11 1.525(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.523(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C18 1.3980(17) . ?
C13 C14 1.3990(17) . ?
C14 C15 1.3858(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.383(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.378(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.3873(19) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
 
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
C19 Si1 C1 111.35(6) . . ?
C19 Si1 C13 109.92(6) . . ?
C1 Si1 C13 109.84(5) . . ?
C19 Si1 C9 114.04(7) . . ?
C1 Si1 C9 103.59(6) . . ?
C13 Si1 C9 107.87(5) . . ?
C2 C1 C6 117.80(11) . . ?
C2 C1 Si1 121.81(9) . . ?
C6 C1 Si1 120.21(9) . . ?
C3 C2 C1 123.25(12) . . ?
C3 C2 H2 118.4 . . ?
C1 C2 H2 118.4 . . ?
C4 C3 C2 117.22(12) . . ?
C4 C3 C7 121.44(12) . . ?
C2 C3 C7 121.34(13) . . ?
C5 C4 C3 121.38(12) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 121.07(12) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 119.24(12) . . ?
C5 C6 N1 117.13(11) . . ?
C1 C6 N1 123.63(11) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 N1 C8 116.02(10) . . ?
C6 N1 C12 112.58(10) . . ?
C8 N1 C12 109.82(11) . . ?
N1 C8 C9 112.36(10) . . ?
N1 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
N1 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.9 . . ?
C10 C9 C8 109.37(12) . . ?
C10 C9 Si1 118.01(10) . . ?
C8 C9 Si1 104.03(8) . . ?
C10 C9 H9 108.4 . . ?
C8 C9 H9 108.4 . . ?
Si1 C9 H9 108.4 . . ?
C11 C10 C9 112.19(11) . . ?
C11 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C12 C11 C10 111.30(12) . . ?
C12 C11 H11A 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
N1 C12 C11 111.98(11) . . ?
N1 C12 H12A 109.2 . . ?
C11 C12 H12A 109.2 . . ?
N1 C12 H12B 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C18 C13 C14 116.86(11) . . ?
C18 C13 Si1 121.64(9) . . ?
C14 C13 Si1 121.43(9) . . ?
C15 C14 C13 121.77(12) . . ?
C15 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C16 C15 C14 119.95(12) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 119.62(13) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.31(13) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C13 121.48(12) . . ?
C17 C18 H18 119.3 . . ?
C13 C18 H18 119.3 . . ?
Si1 C19 H19A 109.5 . . ?
Si1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
 
_refine_diff_density_max    0.293
_refine_diff_density_min   -0.285
_refine_diff_density_rms    0.039






















