 
data_s92
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C18 H26 N2 O Si'
_chemical_formula_weight          314.50
 
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'
 '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'
 
_symmetry_cell_setting            monoclinic
_symmetry_space_group_name_H-M    P21/c
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    21.2704(8)
_cell_length_b                    7.5887(2)
_cell_length_c                    11.2915(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  102.2340(10)
_cell_angle_gamma                 90.00
_cell_volume                      1781.22(9)
_cell_formula_units_Z             4
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     10582
_cell_measurement_theta_min       2.94
_cell_measurement_theta_max       25.09
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.25
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.08
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.173
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              680
_exptl_absorpt_coefficient_mu     0.136
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9635
_exptl_absorpt_correction_T_max   0.9867
_exptl_absorpt_process_details    
'SADABS V2.10 (Sheldrick, 2003)'

 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source                  
'Bruker-Nonius FR591 rotating anode' 
_diffrn_radiation_monochromator    'graphite'
_diffrn_measurement_device_type  
'Bruker-Nonius 95mm CCD camera on κ-goniostat' 
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             10582
_diffrn_reflns_av_R_equivalents   0.0729
_diffrn_reflns_av_sigmaI/netI     0.0772
_diffrn_reflns_limit_h_min        -25
_diffrn_reflns_limit_h_max        25
_diffrn_reflns_limit_k_min        -9
_diffrn_reflns_limit_k_max        8
_diffrn_reflns_limit_l_min        -13
_diffrn_reflns_limit_l_max        13
_diffrn_reflns_theta_min          2.94
_diffrn_reflns_theta_max          25.09
_reflns_number_total              3150
_reflns_number_gt                 2072
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0551P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          3150
_refine_ls_number_parameters      220
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0889
_refine_ls_R_factor_gt            0.0490
_refine_ls_wR_factor_ref          0.1115
_refine_ls_wR_factor_gt           0.1003
_refine_ls_goodness_of_fit_ref    0.954
_refine_ls_restrained_S_all       0.954
_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_symmetry_multiplicity
 _atom_site_calc_flag
 _atom_site_refinement_flags
 _atom_site_disorder_assembly
 _atom_site_disorder_group
Si1 Si 0.10711(3) 0.58459(8) 0.29515(5) 0.0362(2) Uani 1 1 d . . .
O1 O 0.29059(6) 0.61939(18) -0.04782(11) 0.0324(4) Uani 1 1 d . . .
N1 N 0.28445(8) 0.6001(2) 0.14759(12) 0.0268(4) Uani 1 1 d . . .
N2 N 0.31822(8) 0.5686(2) 0.27086(13) 0.0279(4) Uani 1 1 d D . .
H2N H 0.3045(8) 0.649(2) 0.3166(15) 0.025(5) Uiso 1 1 d D . .
C1 C 0.31709(10) 0.6394(3) 0.06034(16) 0.0267(5) Uani 1 1 d . . .
C2 C 0.22208(10) 0.5083(3) 0.11769(15) 0.0311(5) Uani 1 1 d . . .
H2A H 0.2197 0.4279 0.0478 0.023(5) Uiso 1 1 calc R . .
H2B H 0.1858 0.5927 0.0997 0.039(6) Uiso 1 1 calc R . .
C3 C 0.22232(10) 0.4076(3) 0.23276(15) 0.0268(5) Uani 1 1 d . . .
C4 C 0.29188(10) 0.3960(3) 0.29947(15) 0.0284(5) Uani 1 1 d . . .
C5 C 0.29011(10) 0.3791(3) 0.43334(16) 0.0326(5) Uani 1 1 d . . .
H5A H 0.3260 0.4460 0.4837 0.054(7) Uiso 1 1 calc R . .
H5B H 0.2940 0.2539 0.4586 0.030(5) Uiso 1 1 calc R . .
C6 C 0.22552(10) 0.4539(3) 0.44798(16) 0.0345(6) Uani 1 1 d . . .
H6A H 0.2306 0.5777 0.4761 0.030(5) Uiso 1 1 calc R . .
H6B H 0.2083 0.3841 0.5080 0.043(6) Uiso 1 1 calc R . .
C7 C 0.17995(10) 0.4436(3) 0.32329(16) 0.0301(5) Uani 1 1 d . . .
C8 C 0.17799(10) 0.2663(3) 0.25677(17) 0.0349(6) Uani 1 1 d . . .
H8A H 0.1972 0.1626 0.3042 0.034(6) Uiso 1 1 calc R . .
H8B H 0.1396 0.2402 0.1925 0.042(6) Uiso 1 1 calc R . .
C9 C 0.32934(11) 0.2502(3) 0.25468(17) 0.0375(6) Uani 1 1 d . . .
H9A H 0.3724 0.2428 0.3067 0.056 Uiso 1 1 calc R . .
H9B H 0.3330 0.2754 0.1713 0.056 Uiso 1 1 calc R . .
H9C H 0.3069 0.1379 0.2570 0.056 Uiso 1 1 calc R . .
C10 C 0.06569(12) 0.5451(4) 0.4222(2) 0.0603(8) Uani 1 1 d . . .
H10A H 0.0254 0.6120 0.4082 0.090 Uiso 1 1 calc R . .
H10B H 0.0935 0.5834 0.4985 0.090 Uiso 1 1 calc R . .
H10C H 0.0564 0.4192 0.4269 0.090 Uiso 1 1 calc R . .
C11 C 0.13020(11) 0.8199(3) 0.29136(19) 0.0454(6) Uani 1 1 d . . .
H11A H 0.0920 0.8940 0.2859 0.068 Uiso 1 1 calc R . .
H11B H 0.1491 0.8412 0.2207 0.068 Uiso 1 1 calc R . .
H11C H 0.1617 0.8490 0.3655 0.068 Uiso 1 1 calc R . .
C12 C 0.05102(11) 0.5261(4) 0.1504(2) 0.0528(7) Uani 1 1 d . . .
H12A H 0.0138 0.6054 0.1373 0.079 Uiso 1 1 calc R . .
H12B H 0.0364 0.4042 0.1546 0.079 Uiso 1 1 calc R . .
H12C H 0.0733 0.5379 0.0832 0.079 Uiso 1 1 calc R . .
C13 C 0.38250(10) 0.7158(3) 0.09416(15) 0.0266(5) Uani 1 1 d . . .
C14 C 0.42613(11) 0.6788(3) 0.02181(17) 0.0339(6) Uani 1 1 d . . .
H14 H 0.4149 0.5962 -0.0424 0.036(6) Uiso 1 1 calc R . .
C15 C 0.48528(11) 0.7598(3) 0.04172(18) 0.0377(6) Uani 1 1 d . . .
H15 H 0.5149 0.7315 -0.0077 0.044(6) Uiso 1 1 calc R . .
C16 C 0.50173(11) 0.8826(3) 0.13372(18) 0.0384(6) Uani 1 1 d . . .
H16 H 0.5422 0.9406 0.1469 0.047(7) Uiso 1 1 calc R . .
C17 C 0.45852(11) 0.9200(3) 0.20634(18) 0.0385(6) Uani 1 1 d . . .
H17 H 0.4697 1.0035 0.2700 0.037(6) Uiso 1 1 calc R . .
C18 C 0.39971(10) 0.8378(3) 0.18733(16) 0.0311(5) Uani 1 1 d . . .
H18 H 0.3706 0.8644 0.2381 0.032(5) Uiso 1 1 calc R . .
 
 
_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 C7 1.854(2) . ?
Si1 C11 1.855(2) . ?
Si1 C10 1.860(2) . ?
Si1 C12 1.861(2) . ?
O1 C1 1.241(2) . ?
N1 C1 1.353(2) . ?
N1 N2 1.445(2) . ?
N1 C2 1.473(2) . ?
N2 C4 1.486(3) . ?
N2 H2N 0.889(14) . ?
C1 C13 1.481(3) . ?
C2 C3 1.506(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C8 1.491(3) . ?
C3 C4 1.514(3) . ?
C3 C7 1.524(3) . ?
C4 C9 1.512(3) . ?
C4 C5 1.525(3) . ?
C5 C6 1.528(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.533(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.537(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.389(3) . ?
C13 C18 1.391(3) . ?
C14 C15 1.376(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.385(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.374(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
 
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
C7 Si1 C11 110.12(10) . . ?
C7 Si1 C10 106.86(11) . . ?
C11 Si1 C10 110.11(11) . . ?
C7 Si1 C12 111.69(10) . . ?
C11 Si1 C12 109.44(11) . . ?
C10 Si1 C12 108.58(12) . . ?
C1 N1 N2 120.71(16) . . ?
C1 N1 C2 120.89(14) . . ?
N2 N1 C2 112.49(14) . . ?
N1 N2 C4 102.81(14) . . ?
N1 N2 H2N 106.7(12) . . ?
C4 N2 H2N 107.1(12) . . ?
O1 C1 N1 119.56(19) . . ?
O1 C1 C13 120.50(17) . . ?
N1 C1 C13 119.83(16) . . ?
N1 C2 C3 101.76(14) . . ?
N1 C2 H2A 111.4 . . ?
C3 C2 H2A 111.4 . . ?
N1 C2 H2B 111.4 . . ?
C3 C2 H2B 111.4 . . ?
H2A C2 H2B 109.3 . . ?
C8 C3 C2 129.44(17) . . ?
C8 C3 C4 117.18(17) . . ?
C2 C3 C4 106.44(16) . . ?
C8 C3 C7 61.31(13) . . ?
C2 C3 C7 126.41(18) . . ?
C4 C3 C7 109.34(15) . . ?
N2 C4 C9 108.80(17) . . ?
N2 C4 C3 102.38(15) . . ?
C9 C4 C3 113.88(16) . . ?
N2 C4 C5 112.29(15) . . ?
C9 C4 C5 113.26(17) . . ?
C3 C4 C5 105.74(16) . . ?
C4 C5 C6 106.70(16) . . ?
C4 C5 H5A 110.4 . . ?
C6 C5 H5A 110.4 . . ?
C4 C5 H5B 110.4 . . ?
C6 C5 H5B 110.4 . . ?
H5A C5 H5B 108.6 . . ?
C5 C6 C7 106.84(15) . . ?
C5 C6 H6A 110.4 . . ?
C7 C6 H6A 110.4 . . ?
C5 C6 H6B 110.4 . . ?
C7 C6 H6B 110.4 . . ?
H6A C6 H6B 108.6 . . ?
C3 C7 C6 106.06(17) . . ?
C3 C7 C8 58.28(12) . . ?
C6 C7 C8 116.10(17) . . ?
C3 C7 Si1 125.44(13) . . ?
C6 C7 Si1 118.07(14) . . ?
C8 C7 Si1 119.10(14) . . ?
C3 C8 C7 60.41(13) . . ?
C3 C8 H8A 117.7 . . ?
C7 C8 H8A 117.7 . . ?
C3 C8 H8B 117.7 . . ?
C7 C8 H8B 117.7 . . ?
H8A C8 H8B 114.9 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Si1 C10 H10A 109.5 . . ?
Si1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Si1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 118.54(19) . . ?
C14 C13 C1 118.53(17) . . ?
C18 C13 C1 122.56(17) . . ?
C15 C14 C13 121.0(2) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 120.1(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C17 119.2(2) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C18 C17 C16 120.7(2) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C13 120.38(19) . . ?
C17 C18 H18 119.8 . . ?
C13 C18 H18 119.8 . . ?
 
loop_
 _geom_hbond_atom_site_label_D
 _geom_hbond_atom_site_label_H
 _geom_hbond_atom_site_label_A
 _geom_hbond_distance_DH
 _geom_hbond_distance_HA
 _geom_hbond_distance_DA
 _geom_hbond_angle_DHA
 _geom_hbond_site_symmetry_A
N2 H2N O1  0.889(14) 2.389(15) 3.264(2) 168.1(16) 4_576
 
_diffrn_measured_fraction_theta_max    0.995
_diffrn_reflns_theta_full              25.09
_diffrn_measured_fraction_theta_full   0.995
_refine_diff_density_max    0.283
_refine_diff_density_min   -0.292
_refine_diff_density_rms    0.047
