 
data_2008src0980
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C14 H16 Cl2 N2 O2 Si'
_chemical_formula_weight          343.28
 
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            triclinic
_symmetry_space_group_name_H-M    P-1
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    8.1291(3)
_cell_length_b                    10.8097(4)
_cell_length_c                    11.8595(5)
_cell_angle_alpha                 109.321(2)
_cell_angle_beta                  103.396(2)
_cell_angle_gamma                 100.002(2)
_cell_volume                      920.42(6)
_cell_formula_units_Z             2
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     13677
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.22
_exptl_crystal_size_mid           0.13
_exptl_crystal_size_min           0.06
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.239
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              356
_exptl_absorpt_coefficient_mu     0.422
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9129
_exptl_absorpt_correction_T_max   0.9751
_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             18586
_diffrn_reflns_av_R_equivalents   0.0652
_diffrn_reflns_av_sigmaI/netI     0.0654
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_l_min        -15
_diffrn_reflns_limit_l_max        15
_diffrn_reflns_theta_min          3.33
_diffrn_reflns_theta_max          27.48
_reflns_number_total              4196
_reflns_number_gt                 3002
_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
;
 SQUEEZE was used to remove severly disordered solvent (see end of cif for
 output). This solvent would occupy the voids noted by checkcif.

 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)+(0.0880P)²+0.0104P] 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        0.016(4)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          4196
_refine_ls_number_parameters      214
_refine_ls_number_restraints      43
_refine_ls_R_factor_all           0.0808
_refine_ls_R_factor_gt            0.0560
_refine_ls_wR_factor_ref          0.1558
_refine_ls_wR_factor_gt           0.1436
_refine_ls_goodness_of_fit_ref    1.036
_refine_ls_restrained_S_all       1.034
_refine_ls_shift/su_max           0.023
_refine_ls_shift/su_mean          0.001
 
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
C28 C 0.212(2) 0.2696(19) -0.2002(19) 0.024(3) Uani 0.447(6) 1 d PD A 1
H28A H 0.2361 0.2953 -0.2679 0.036 Uiso 0.447(6) 1 calc PR A 1
H28B H 0.1351 0.3205 -0.1649 0.036 Uiso 0.447(6) 1 calc PR A 1
H28C H 0.1550 0.1717 -0.2337 0.036 Uiso 0.447(6) 1 calc PR A 1
Cl26 Cl 0.1790(6) 0.2765(6) -0.2044(5) 0.0529(13) Uani 0.553(6) 1 d PD A 1
C8 C 0.2832(18) 0.4382(15) 0.5604(14) 0.056(6) Uani 0.618(6) 1 d PDU B 2
H8A H 0.2597 0.4802 0.6399 0.084 Uiso 0.618(6) 1 calc PR B 2
H8B H 0.3219 0.5089 0.5302 0.084 Uiso 0.618(6) 1 calc PR B 2
H8C H 0.3756 0.3924 0.5738 0.084 Uiso 0.618(6) 1 calc PR B 2
Cl6 Cl 0.2929(5) 0.4636(6) 0.5839(6) 0.0328(9) Uani 0.382(6) 1 d PD B 2
C2 C 0.0139(3) 0.1685(2) 0.2572(2) 0.0283(5) Uani 1 1 d U A .
C3 C -0.1549(3) 0.1400(3) 0.2689(3) 0.0346(6) Uani 1 1 d U . .
H3 H -0.2499 0.0725 0.2012 0.042 Uiso 1 1 calc R . .
C4 C -0.1801(3) 0.2114(3) 0.3801(3) 0.0381(6) Uani 1 1 d U . .
H4 H -0.2938 0.1926 0.3892 0.046 Uiso 1 1 calc R . .
C5 C -0.0422(4) 0.3108(3) 0.4798(3) 0.0367(6) Uani 1 1 d U B .
H5 H -0.0613 0.3594 0.5563 0.044 Uiso 1 1 calc R . .
C6 C 0.1214(3) 0.3378(2) 0.4662(2) 0.0300(5) Uani 1 1 d DU . .
C7 C 0.3176(3) 0.2860(3) 0.3325(2) 0.0299(5) Uani 1 1 d . . .
H7A H 0.4056 0.2667 0.3929 0.036 Uiso 1 1 calc R B .
H7B H 0.3606 0.3817 0.3427 0.036 Uiso 1 1 calc R . .
C22 C 0.5300(3) 0.2902(2) 0.0916(2) 0.0289(5) Uani 1 1 d . A .
C23 C 0.6904(3) 0.3472(3) 0.0797(3) 0.0343(6) Uani 1 1 d . . .
H23 H 0.7978 0.3637 0.1422 0.041 Uiso 1 1 calc R . .
C24 C 0.6909(4) 0.3787(3) -0.0220(3) 0.0402(7) Uani 1 1 d . . .
H24 H 0.7997 0.4169 -0.0303 0.048 Uiso 1 1 calc R . .
C25 C 0.5343(4) 0.3559(3) -0.1146(3) 0.0468(7) Uani 1 1 d . A .
H25 H 0.5364 0.3778 -0.1856 0.056 Uiso 1 1 calc R . .
C26 C 0.3778(4) 0.3016(3) -0.1017(3) 0.0383(6) Uani 1 1 d D . .
C27 C 0.2159(3) 0.2151(2) 0.0267(2) 0.0282(5) Uani 1 1 d . . .
H27A H 0.1381 0.1342 -0.0476 0.034 Uiso 1 1 calc R A .
H27B H 0.1508 0.2848 0.0456 0.034 Uiso 1 1 calc R . .
C31 C 0.3271(4) -0.0030(3) 0.1350(3) 0.0391(6) Uani 1 1 d . . .
H31A H 0.3995 -0.0040 0.2131 0.059 Uiso 1 1 calc R A .
H31B H 0.3889 -0.0214 0.0720 0.059 Uiso 1 1 calc R . .
H31C H 0.2150 -0.0732 0.1035 0.059 Uiso 1 1 calc R . .
N1 N 0.1482(3) 0.2645(2) 0.35650(18) 0.0269(5) Uani 1 1 d . A .
N21 N 0.3763(3) 0.2697(2) 0.00083(19) 0.0285(5) Uani 1 1 d . A .
O2 O 0.0520(2) 0.10772(17) 0.15633(15) 0.0315(4) Uani 1 1 d . . .
O22 O 0.5127(2) 0.25426(18) 0.18283(16) 0.0314(4) Uani 1 1 d . . .
Si1 Si 0.28511(8) 0.16674(7) 0.16595(6) 0.0274(2) Uani 1 1 d . A .
Cl2 Cl 1.15523(9) 0.51721(7) 0.24367(6) 0.0398(2) Uani 1 1 d . . .
 
 
_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
C28 C26 1.462(15) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
Cl26 C26 1.699(6) . ?
C8 C6 1.476(11) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
Cl6 C6 1.710(6) . ?
C2 O2 1.297(3) . ?
C2 N1 1.363(3) . ?
C2 C3 1.402(3) . ?
C3 C4 1.373(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.369(4) . ?
C5 H5 0.9500 . ?
C6 N1 1.370(3) . ?
C7 N1 1.465(3) . ?
C7 Si1 1.894(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C22 O22 1.292(3) . ?
C22 N21 1.375(3) . ?
C22 C23 1.401(3) . ?
C23 C24 1.358(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.397(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.370(4) . ?
C25 H25 0.9500 . ?
C26 N21 1.371(3) . ?
C27 N21 1.477(3) . ?
C27 Si1 1.887(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C31 Si1 1.857(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
O2 Si1 1.8553(17) . ?
O22 Si1 1.8584(17) . ?
 
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
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C2 N1 116.9(2) . . ?
O2 C2 C3 123.7(2) . . ?
N1 C2 C3 119.4(2) . . ?
C4 C3 C2 118.7(2) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 121.2(2) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 119.2(2) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
N1 C6 C5 119.8(2) . . ?
N1 C6 C8 112.9(7) . . ?
C5 C6 C8 127.3(7) . . ?
N1 C6 Cl6 119.4(3) . . ?
C5 C6 Cl6 120.8(3) . . ?
C8 C6 Cl6 6.8(9) . . ?
N1 C7 Si1 108.09(16) . . ?
N1 C7 H7A 110.1 . . ?
Si1 C7 H7A 110.1 . . ?
N1 C7 H7B 110.1 . . ?
Si1 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
O22 C22 N21 115.8(2) . . ?
O22 C22 C23 125.2(2) . . ?
N21 C22 C23 119.0(2) . . ?
C24 C23 C22 119.4(3) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C23 C24 C25 121.1(3) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C26 C25 C24 119.2(3) . . ?
C26 C25 H25 120.4 . . ?
C24 C25 H25 120.4 . . ?
C25 C26 N21 120.0(3) . . ?
C25 C26 C28 120.5(10) . . ?
N21 C26 C28 119.4(10) . . ?
C25 C26 Cl26 123.3(3) . . ?
N21 C26 Cl26 116.6(3) . . ?
C28 C26 Cl26 6.1(10) . . ?
N21 C27 Si1 107.86(15) . . ?
N21 C27 H27A 110.1 . . ?
Si1 C27 H27A 110.1 . . ?
N21 C27 H27B 110.1 . . ?
Si1 C27 H27B 110.1 . . ?
H27A C27 H27B 108.4 . . ?
Si1 C31 H31A 109.5 . . ?
Si1 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
Si1 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C2 N1 C6 121.7(2) . . ?
C2 N1 C7 114.27(19) . . ?
C6 N1 C7 124.0(2) . . ?
C26 N21 C22 121.2(2) . . ?
C26 N21 C27 124.7(2) . . ?
C22 N21 C27 114.0(2) . . ?
C2 O2 Si1 114.76(15) . . ?
C22 O22 Si1 115.48(15) . . ?
O2 Si1 C31 94.97(10) . . ?
O2 Si1 O22 170.57(8) . . ?
C31 Si1 O22 94.43(10) . . ?
O2 Si1 C27 90.62(9) . . ?
C31 Si1 C27 117.38(12) . . ?
O22 Si1 C27 85.69(9) . . ?
O2 Si1 C7 86.00(9) . . ?
C31 Si1 C7 120.22(12) . . ?
O22 Si1 C7 88.65(9) . . ?
C27 Si1 C7 122.39(11) . . ?

# SQUEEZE RESULTS
loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
         1    -0.015     0.000     0.500     160.7      10.8
_platon_squeeze_details
;
;
_diffrn_measured_fraction_theta_max    0.996
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.996
_refine_diff_density_max    0.513
_refine_diff_density_min   -0.320
_refine_diff_density_rms    0.077
