 
data_2008src0908
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C8 H10 Cl3 N O Si'
_chemical_formula_weight          270.61
 
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    P21/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                    8.7123(4)
_cell_length_b                    14.4807(9)
_cell_length_c                    9.3751(5)
_cell_angle_alpha                 90.00
_cell_angle_beta                  105.322(3)
_cell_angle_gamma                 90.00
_cell_volume                      1140.72(11)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     10863
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.36
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.09
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.576
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              552
_exptl_absorpt_coefficient_mu     0.875
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.7436
_exptl_absorpt_correction_T_max   0.9254
_exptl_absorpt_process_details    'SADABS 2007/2 (Sheldrick, G.M., 2007)' 
 
_exptl_special_details
;
 ?
;
 
_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 Roper 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             13195
_diffrn_reflns_av_R_equivalents   0.0661
_diffrn_reflns_av_sigmaI/netI     0.0557
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -18
_diffrn_reflns_limit_k_max        18
_diffrn_reflns_limit_l_min        -10
_diffrn_reflns_limit_l_max        12
_diffrn_reflns_theta_min          3.61
_diffrn_reflns_theta_max          27.48
_reflns_number_total              2613
_reflns_number_gt                 1932
_reflns_threshold_expression      >2σ(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     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)'
_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 > 2σ(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)+(0.0526P)²+0.5507P] 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      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          2613
_refine_ls_number_parameters      128
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0686
_refine_ls_R_factor_gt            0.0430
_refine_ls_wR_factor_ref          0.1129
_refine_ls_wR_factor_gt           0.1022
_refine_ls_goodness_of_fit_ref    1.058
_refine_ls_restrained_S_all       1.058
_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
C2 C 0.3283(3) 0.06650(18) 0.5602(3) 0.0186(5) Uani 1 1 d . . .
C3 C 0.3489(3) 0.07551(19) 0.4177(3) 0.0207(6) Uani 1 1 d . . .
H3 H 0.2795 0.0446 0.3365 0.025 Uiso 1 1 calc R . .
C4 C 0.4699(3) 0.1294(2) 0.3969(3) 0.0239(6) Uani 1 1 d . . .
H4 H 0.4846 0.1352 0.3005 0.029 Uiso 1 1 calc R . .
C5 C 0.5732(3) 0.17633(19) 0.5151(3) 0.0256(6) Uani 1 1 d . . .
H5 H 0.6568 0.2140 0.5000 0.031 Uiso 1 1 calc R . .
C6 C 0.5495(3) 0.16614(19) 0.6521(3) 0.0222(6) Uani 1 1 d . . .
C7 C 0.3950(3) 0.0986(2) 0.8200(3) 0.0223(6) Uani 1 1 d . . .
H7A H 0.3833 0.1593 0.8648 0.027 Uiso 1 1 calc R . .
H7B H 0.4841 0.0651 0.8877 0.027 Uiso 1 1 calc R . .
C8 C 0.0095(3) 0.0924(2) 0.7227(3) 0.0251(6) Uani 1 1 d . . .
H8A H -0.0654 0.0536 0.6492 0.030 Uiso 1 1 calc R . .
H8B H -0.0379 0.1041 0.8060 0.030 Uiso 1 1 calc R . .
C9 C 0.1879(4) -0.0979(2) 0.8119(3) 0.0335(7) Uani 1 1 d . . .
H9A H 0.1146 -0.1115 0.8725 0.050 Uiso 1 1 calc R . .
H9B H 0.2931 -0.1234 0.8597 0.050 Uiso 1 1 calc R . .
H9C H 0.1475 -0.1258 0.7139 0.050 Uiso 1 1 calc R . .
N1 N 0.4296(2) 0.11229(15) 0.6757(2) 0.0179(5) Uani 1 1 d . . .
O2 O 0.2197(2) 0.01722(13) 0.59355(19) 0.0218(4) Uani 1 1 d . . .
Si1 Si 0.20376(9) 0.02956(5) 0.79236(8) 0.02029(19) Uani 1 1 d . . .
Cl2 Cl 0.22456(9) 0.05698(6) 1.03780(7) 0.0307(2) Uani 1 1 d . . .
Cl4 Cl 0.03887(9) 0.20018(5) 0.63896(9) 0.0347(2) Uani 1 1 d . . .
Cl6 Cl 0.66639(8) 0.22109(5) 0.80386(8) 0.0314(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
C2 0.0184(13) 0.0203(14) 0.0160(13) 0.0008(10) 0.0024(11) 0.0034(11)
C3 0.0206(13) 0.0233(14) 0.0179(13) 0.0009(11) 0.0043(11) 0.0035(11)
C4 0.0260(14) 0.0247(15) 0.0233(14) 0.0060(12) 0.0106(12) 0.0059(12)
C5 0.0259(14) 0.0240(15) 0.0296(15) 0.0063(12) 0.0122(12) 0.0018(12)
C6 0.0189(13) 0.0213(14) 0.0258(14) -0.0035(11) 0.0047(11) -0.0007(11)
C7 0.0238(14) 0.0297(16) 0.0130(12) -0.0030(11) 0.0044(11) -0.0007(12)
C8 0.0241(14) 0.0296(16) 0.0212(14) 0.0004(12) 0.0051(11) -0.0009(12)
C9 0.0458(18) 0.0317(18) 0.0240(16) 0.0004(13) 0.0109(14) -0.0076(14)
N1 0.0169(10) 0.0212(12) 0.0155(11) -0.0008(9) 0.0038(9) 0.0002(9)
O2 0.0235(10) 0.0260(11) 0.0167(9) -0.0027(8) 0.0065(8) -0.0064(8)
Si1 0.0205(4) 0.0251(4) 0.0150(4) -0.0013(3) 0.0042(3) -0.0033(3)
Cl2 0.0328(4) 0.0452(5) 0.0149(3) -0.0035(3) 0.0077(3) -0.0049(3)
Cl4 0.0374(4) 0.0271(4) 0.0414(5) 0.0047(3) 0.0138(4) 0.0043(3)
Cl6 0.0239(4) 0.0372(4) 0.0324(4) -0.0099(3) 0.0058(3) -0.0100(3)
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C2 O2 1.288(3) . ?
C2 N1 1.373(3) . ?
C2 C3 1.400(3) . ?
C3 C4 1.367(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.362(4) . ?
C5 H5 0.9500 . ?
C6 N1 1.368(3) . ?
C6 Cl6 1.711(3) . ?
C7 N1 1.475(3) . ?
C7 Si1 1.902(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 Cl4 1.795(3) . ?
C8 Si1 1.880(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 Si1 1.863(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
O2 Si1 1.9137(18) . ?
Si1 Cl2 2.2945(9) . ?
 
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
O2 C2 N1 115.9(2) . . ?
O2 C2 C3 124.8(2) . . ?
N1 C2 C3 119.3(2) . . ?
C4 C3 C2 119.2(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.4(2) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C6 C5 C4 117.8(2) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
C5 C6 N1 121.8(2) . . ?
C5 C6 Cl6 121.9(2) . . ?
N1 C6 Cl6 116.31(19) . . ?
N1 C7 Si1 109.24(17) . . ?
N1 C7 H7A 109.8 . . ?
Si1 C7 H7A 109.8 . . ?
N1 C7 H7B 109.8 . . ?
Si1 C7 H7B 109.8 . . ?
H7A C7 H7B 108.3 . . ?
Cl4 C8 Si1 110.71(14) . . ?
Cl4 C8 H8A 109.5 . . ?
Si1 C8 H8A 109.5 . . ?
Cl4 C8 H8B 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
Si1 C9 H9A 109.5 . . ?
Si1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
Si1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 N1 C2 120.5(2) . . ?
C6 N1 C7 125.0(2) . . ?
C2 N1 C7 114.5(2) . . ?
C2 O2 Si1 115.60(16) . . ?
C9 Si1 C8 115.49(14) . . ?
C9 Si1 C7 126.35(14) . . ?
C8 Si1 C7 117.93(13) . . ?
C9 Si1 O2 91.71(11) . . ?
C8 Si1 O2 89.85(10) . . ?
C7 Si1 O2 83.97(10) . . ?
C9 Si1 Cl2 93.49(9) . . ?
C8 Si1 Cl2 95.15(9) . . ?
C7 Si1 Cl2 86.47(8) . . ?
O2 Si1 Cl2 170.42(7) . . ?
 
_diffrn_measured_fraction_theta_max    0.997
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.997
_refine_diff_density_max    0.886
_refine_diff_density_min   -0.444
_refine_diff_density_rms    0.088
