 
data_2007src0178
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
  Dr P. G. Taylor
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C16 H26 N2 O3 Si2, Cl2'
_chemical_formula_sum
 'C16 H26 Cl2 N2 O3 Si2'
_chemical_formula_weight          421.47
 
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'
 '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'
 'Cl'  'Cl'   0.1484   0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    'P 2(1)/n'
 
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'
 
_cell_length_a                    7.14930(10)
_cell_length_b                    18.6099(6)
_cell_length_c                    8.8649(2)
_cell_angle_alpha                 90.00
_cell_angle_beta                  113.221(2)
_cell_angle_gamma                 90.00
_cell_volume                      1083.91(5)
_cell_formula_units_Z             2
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     11234
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48

_exptl_crystal_description        Slab
_exptl_crystal_colour             Colourless
_exptl_crystal_size_max           0.18
_exptl_crystal_size_mid           0.12
_exptl_crystal_size_min           0.06
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.291
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              444
_exptl_absorpt_coefficient_mu     0.427
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9271
_exptl_absorpt_correction_T_max   0.9748
_exptl_absorpt_process_details    'SADABS V2.10 (Sheldrick, G.M., 2003)'
 
_exptl_special_details
;
 SADABS was used to perform the Absorption correction
Parameter refinement on 13716 reflections reduced R(int) from 0.0895 to 0.0489
Ratio of minimum to maximum apparent transmission: 0.757234
The given Tmin and Tmax were generated using the SHELX SIZE command.
;

 
_diffrn_ambient_temperature       120(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             16224
_diffrn_reflns_av_R_equivalents   0.0511
_diffrn_reflns_av_sigmaI/netI     0.0384
_diffrn_reflns_limit_h_min        -9
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -24
_diffrn_reflns_limit_k_max        24
_diffrn_reflns_limit_l_min        -11
_diffrn_reflns_limit_l_max        11
_diffrn_reflns_theta_min          3.12
_diffrn_reflns_theta_max          27.48
_reflns_number_total              2475
_reflns_number_gt                 2253
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' 
_computing_structure_solution    
;
Sir2004 (Burla, M.C., Caliandro, R., Camalli, M., Carrozzini, B., 
Cascarano, G., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R., 
2004)
;
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     
'PLATON/PLUTON (Spek, A. L., 1998)'
_computing_publication_material   'WinGX (Farrugia, 1999)'

 
_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)+(0.0668P)²+0.1955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.136(10)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          2475
_refine_ls_number_parameters      122
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0499
_refine_ls_R_factor_gt            0.0435
_refine_ls_wR_factor_ref          0.1266
_refine_ls_wR_factor_gt           0.1141
_refine_ls_goodness_of_fit_ref    1.279
_refine_ls_restrained_S_all       1.279
_refine_ls_shift/su_max           0.001
_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
C1 C 0.3987(3) 0.15862(9) 0.6701(2) 0.0198(4) Uani 1 1 d . . .
C2 C 0.3287(3) 0.17192(9) 0.7944(2) 0.0221(4) Uani 1 1 d . . .
H2 H 0.4220 0.1740 0.9058 0.027 Uiso 1 1 calc R . .
C3 C 0.1247(3) 0.18190(9) 0.7542(2) 0.0256(4) Uani 1 1 d . . .
H3 H 0.0756 0.1907 0.8377 0.031 Uiso 1 1 calc R . .
C4 C -0.0113(3) 0.17901(10) 0.5891(2) 0.0265(4) Uani 1 1 d . . .
H4 H -0.1527 0.1867 0.5598 0.032 Uiso 1 1 calc R . .
C5 C 0.0614(3) 0.16503(9) 0.4716(2) 0.0223(4) Uani 1 1 d . . .
H5 H -0.0304 0.1628 0.3597 0.027 Uiso 1 1 calc R . .
C6 C 0.3369(2) 0.13883(9) 0.38014(19) 0.0203(4) Uani 1 1 d . . .
H6A H 0.4750 0.1593 0.4117 0.024 Uiso 1 1 calc R . .
H6B H 0.2460 0.1633 0.2785 0.024 Uiso 1 1 calc R . .
C7 C 0.0878(3) 0.00171(11) 0.2740(3) 0.0394(5) Uani 1 1 d . . .
H7A H 0.0849 -0.0473 0.2325 0.059 Uiso 1 1 calc R . .
H7B H -0.0093 0.0317 0.1877 0.059 Uiso 1 1 calc R . .
H7C H 0.0507 0.0007 0.3693 0.059 Uiso 1 1 calc R . .
C8 C 0.4379(4) 0.03433(13) 0.1676(3) 0.0446(6) Uani 1 1 d . . .
H8A H 0.5762 0.0539 0.2059 0.067 Uiso 1 1 calc R . .
H8B H 0.3476 0.0624 0.0736 0.067 Uiso 1 1 calc R . .
H8C H 0.4387 -0.0159 0.1345 0.067 Uiso 1 1 calc R . .
N1 N 0.2645(2) 0.15417(7) 0.51223(16) 0.0185(3) Uani 1 1 d . . .
O1 O 0.59082(18) 0.14934(7) 0.69434(14) 0.0253(3) Uani 1 1 d . . .
H1 H 0.6641 0.1544 0.7946 0.038 Uiso 1 1 calc R . .
O2 O 0.5260(15) 0.0047(7) 0.4947(17) 0.0262(14) Uani 0.50 1 d P . .
Si1 Si 0.34594(7) 0.03920(3) 0.33527(5) 0.0217(2) Uani 1 1 d . . .
Cl1 Cl 0.36045(6) 0.32921(2) 0.53133(5) 0.0254(2) Uani 1 1 d . . .
 
loop_
 _atom_site_aniso_label
 _atom_site_aniso_U_11
 _atom_site_aniso_U_22
 _atom_site_aniso_U_33
 _atom_site_aniso_U_23
 _atom_site_aniso_U_13
 _atom_site_aniso_U_12
C1 0.0213(8) 0.0173(8) 0.0185(8) 0.0001(6) 0.0053(7) 0.0000(6)
C2 0.0277(9) 0.0205(9) 0.0173(8) -0.0003(6) 0.0078(7) -0.0014(6)
C3 0.0303(10) 0.0240(9) 0.0267(9) -0.0002(7) 0.0159(8) -0.0018(7)
C4 0.0194(8) 0.0285(10) 0.0317(10) -0.0001(7) 0.0102(8) -0.0005(6)
C5 0.0194(8) 0.0212(8) 0.0221(9) 0.0018(6) 0.0036(7) -0.0007(6)
C6 0.0208(8) 0.0245(9) 0.0136(7) 0.0014(6) 0.0047(6) -0.0001(6)
C7 0.0352(10) 0.0212(10) 0.0601(14) 0.0027(9) 0.0167(10) -0.0006(8)
C8 0.0672(16) 0.0389(12) 0.0415(12) -0.0103(9) 0.0361(12) -0.0051(10)
N1 0.0195(7) 0.0178(7) 0.0169(7) 0.0000(5) 0.0058(5) 0.0000(5)
O1 0.0183(6) 0.0368(7) 0.0164(6) -0.0037(5) 0.0022(5) 0.0033(5)
O2 0.027(5) 0.025(3) 0.0213(17) 0.0018(18) 0.003(3) 0.007(3)
Si1 0.0247(3) 0.0226(3) 0.0149(3) 0.00032(16) 0.0049(2) 0.00521(17)
Cl1 0.0252(3) 0.0286(3) 0.0164(3) 0.00148(14) 0.00188(19) -0.00447(15)
 
_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
C1 O1 1.315(2) . ?
C1 N1 1.352(2) . ?
C1 C2 1.400(2) . ?
C2 C3 1.371(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.403(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.361(3) . ?
C4 H4 0.9500 . ?
C5 N1 1.367(2) . ?
C5 H5 0.9500 . ?
C6 N1 1.483(2) . ?
C6 Si1 1.9027(18) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 Si1 1.843(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 Si1 1.850(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O1 H1 0.8400 . ?
O2 Si1 1.622(14) . ?
O2 Si1 1.640(14) 3_656 ?
Si1 O2 1.640(14) 3_656 ?
 
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
O1 C1 N1 115.46(15) . . ?
O1 C1 C2 124.69(15) . . ?
N1 C1 C2 119.85(15) . . ?
C3 C2 C1 119.55(16) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 119.65(17) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 119.32(16) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 N1 120.88(16) . . ?
C4 C5 H5 119.6 . . ?
N1 C5 H5 119.6 . . ?
N1 C6 Si1 113.82(11) . . ?
N1 C6 H6A 108.8 . . ?
Si1 C6 H6A 108.8 . . ?
N1 C6 H6B 108.8 . . ?
Si1 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 N1 C5 120.70(15) . . ?
C1 N1 C6 120.22(14) . . ?
C5 N1 C6 119.06(13) . . ?
C1 O1 H1 109.5 . . ?
Si1 O2 Si1 164.0(4) . 3_656 ?
O2 Si1 C7 117.7(3) . . ?
O2 Si1 C7 102.3(3) 3_656 . ?
O2 Si1 C8 105.6(4) . . ?
O2 Si1 C8 117.9(4) 3_656 . ?
C7 Si1 C8 112.13(11) . . ?
O2 Si1 C6 106.5(5) . . ?
O2 Si1 C6 110.2(5) 3_656 . ?
C7 Si1 C6 108.54(9) . . ?
C8 Si1 C6 105.53(9) . . ?
 
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
O1 H1 Cl1  0.84 2.04 2.8738(12) 174.9 4_666
 
_diffrn_measured_fraction_theta_max    0.996
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.996
_refine_diff_density_max    0.803
_refine_diff_density_min   -0.593
_refine_diff_density_rms    0.166
