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#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/03/1520394.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1520394
loop_
_publ_author_name
'Taylor, P. G.'
'Callear, Samantha K.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C13H17ClN2O3Si
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              659
_journal_year                    2009
_chemical_formula_sum            'C13 H17 Cl N2 O3 Si'
_chemical_formula_weight         312.83
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 106.3180(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8936(2)
_cell_length_b                   22.0632(6)
_cell_length_c                   7.8946(2)
_cell_measurement_reflns_used    22885
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1486.69(7)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_sigmaI/netI    0.0438
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15006
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    0.346
_exptl_absorpt_correction_T_max  0.9762
_exptl_absorpt_correction_T_min  0.9094
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3407
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0482
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+2.8750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1041
_reflns_number_gt                2948
_reflns_number_total             3407
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-659.cif
_cod_data_source_block           2009src0244p21c
_cod_depositor_comments
;
Citation :
Taylor, P. G. and Callear, Samantha K. and 
Hursthouse, Michael B. (2009) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/659)

More at:
http://ecrystals.chem.soton.ac.uk/659/
;
_cod_original_cell_volume        1486.69(6)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1520394
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'
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 0.2999(3) 0.00824(11) 0.6076(3) 0.0207(5) Uani 1 1 d . . .
H2 H 0.2797 -0.0196 0.6905 0.025 Uiso 1 1 calc R . .
C3 C 0.2387(3) -0.00190(12) 0.4310(3) 0.0253(5) Uani 1 1 d . . .
H3 H 0.1754 -0.0365 0.3899 0.030 Uiso 1 1 calc R . .
C4 C 0.2707(3) 0.03968(12) 0.3109(3) 0.0246(5) Uani 1 1 d . . .
H4 H 0.2288 0.0330 0.1878 0.030 Uiso 1 1 calc R . .
C5 C 0.3618(3) 0.08970(11) 0.3695(3) 0.0211(5) Uani 1 1 d . . .
H5 H 0.3848 0.1173 0.2878 0.025 Uiso 1 1 calc R . .
C6 C 0.4206(2) 0.09967(10) 0.5517(3) 0.0166(4) Uani 1 1 d . . .
C7 C 0.4588(3) 0.07279(10) 0.8535(3) 0.0174(4) Uani 1 1 d . . .
H7A H 0.5484 0.0456 0.9060 0.021 Uiso 1 1 calc R . .
H7B H 0.3797 0.0676 0.9191 0.021 Uiso 1 1 calc R . .
C22 C 0.9688(3) 0.18895(10) 1.1664(3) 0.0202(5) Uani 1 1 d . . .
H22 H 1.0327 0.1993 1.0924 0.024 Uiso 1 1 calc R . .
C23 C 1.0334(3) 0.18550(11) 1.3447(3) 0.0232(5) Uani 1 1 d . . .
H23 H 1.1416 0.1937 1.3954 0.028 Uiso 1 1 calc R . .
C24 C 0.9378(3) 0.16967(11) 1.4524(3) 0.0241(5) Uani 1 1 d . . .
H24 H 0.9817 0.1668 1.5766 0.029 Uiso 1 1 calc R . .
C25 C 0.7811(3) 0.15830(10) 1.3790(3) 0.0218(5) Uani 1 1 d . . .
H25 H 0.7160 0.1483 1.4518 0.026 Uiso 1 1 calc R . .
C26 C 0.7182(3) 0.16171(10) 1.1946(3) 0.0173(4) Uani 1 1 d . . .
C27 C 0.7389(3) 0.17613(10) 0.9020(3) 0.0180(4) Uani 1 1 d . . .
H27A H 0.7922 0.1462 0.8454 0.022 Uiso 1 1 calc R . .
H27B H 0.7460 0.2164 0.8497 0.022 Uiso 1 1 calc R . .
C31 C 0.3802(3) 0.21623(11) 0.8421(3) 0.0230(5) Uani 1 1 d . . .
H31A H 0.2805 0.1993 0.8501 0.035 Uiso 1 1 calc R . .
H31B H 0.3645 0.2360 0.7273 0.035 Uiso 1 1 calc R . .
H31C H 0.4185 0.2460 0.9365 0.035 Uiso 1 1 calc R . .
N1 N 0.3900(2) 0.05817(8) 0.6652(2) 0.0165(4) Uani 1 1 d . . .
N21 N 0.8139(2) 0.17768(8) 1.0941(2) 0.0166(4) Uani 1 1 d . . .
O6 O 0.50366(18) 0.14642(7) 0.6231(2) 0.0193(3) Uani 1 1 d . . .
O26 O 0.57349(18) 0.15071(8) 1.1114(2) 0.0199(3) Uani 1 1 d . . .
Si1 Si 0.52651(7) 0.15418(3) 0.86556(8) 0.01565(14) Uani 1 1 d . . .
Cl1 Cl 1.07234(6) 0.09663(3) 0.86700(7) 0.02136(14) Uani 1 1 d . . .
O1W O 0.8481(2) 0.04306(8) 1.0865(2) 0.0267(4) Uani 1 1 d D . .
H1W H 0.908(3) 0.0580(12) 1.032(4) 0.045(10) Uiso 1 1 d D . .
H2W H 0.875(4) 0.0060(9) 1.109(4) 0.054(11) Uiso 1 1 d D . .
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'
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
N1 C2 C3 120.1(2) . .
N1 C2 H2 120.0 . .
C3 C2 H2 120.0 . .
C2 C3 C4 118.9(2) . .
C2 C3 H3 120.5 . .
C4 C3 H3 120.5 . .
C5 C4 C3 120.8(2) . .
C5 C4 H4 119.6 . .
C3 C4 H4 119.6 . .
C4 C5 C6 119.1(2) . .
C4 C5 H5 120.4 . .
C6 C5 H5 120.4 . .
O6 C6 N1 116.24(19) . .
O6 C6 C5 124.8(2) . .
N1 C6 C5 118.9(2) . .
N1 C7 Si1 107.14(14) . .
N1 C7 H7A 110.3 . .
Si1 C7 H7A 110.3 . .
N1 C7 H7B 110.3 . .
Si1 C7 H7B 110.3 . .
H7A C7 H7B 108.5 . .
N21 C22 C23 120.4(2) . .
N21 C22 H22 119.8 . .
C23 C22 H22 119.8 . .
C22 C23 C24 119.2(2) . .
C22 C23 H23 120.4 . .
C24 C23 H23 120.4 . .
C25 C24 C23 120.3(2) . .
C25 C24 H24 119.9 . .
C23 C24 H24 119.9 . .
C24 C25 C26 119.2(2) . .
C24 C25 H25 120.4 . .
C26 C25 H25 120.4 . .
O26 C26 N21 116.62(19) . .
O26 C26 C25 124.4(2) . .
N21 C26 C25 119.0(2) . .
N21 C27 Si1 107.81(14) . .
N21 C27 H27A 110.1 . .
Si1 C27 H27A 110.1 . .
N21 C27 H27B 110.1 . .
Si1 C27 H27B 110.1 . .
H27A C27 H27B 108.5 . .
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 . .
C6 N1 C2 122.13(19) . .
C6 N1 C7 114.40(18) . .
C2 N1 C7 123.46(18) . .
C22 N21 C26 121.89(19) . .
C22 N21 C27 123.27(18) . .
C26 N21 C27 114.61(18) . .
C6 O6 Si1 113.60(14) . .
C26 O26 Si1 114.84(14) . .
C31 Si1 O26 94.57(9) . .
C31 Si1 O6 95.35(9) . .
O26 Si1 O6 170.08(8) . .
C31 Si1 C7 119.36(11) . .
O26 Si1 C7 89.33(9) . .
O6 Si1 C7 85.43(8) . .
C31 Si1 C27 117.83(11) . .
O26 Si1 C27 86.00(8) . .
O6 Si1 C27 89.76(8) . .
C7 Si1 C27 122.80(10) . .
H1W O1W H2W 108(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C2 N1 1.363(3) .
C2 C3 1.366(3) .
C2 H2 0.9500 .
C3 C4 1.404(4) .
C3 H3 0.9500 .
C4 C5 1.370(3) .
C4 H4 0.9500 .
C5 C6 1.403(3) .
C5 H5 0.9500 .
C6 O6 1.301(3) .
C6 N1 1.361(3) .
C7 N1 1.476(3) .
C7 Si1 1.888(2) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C22 N21 1.358(3) .
C22 C23 1.365(3) .
C22 H22 0.9500 .
C23 C24 1.405(3) .
C23 H23 0.9500 .
C24 C25 1.374(3) .
C24 H24 0.9500 .
C25 C26 1.407(3) .
C25 H25 0.9500 .
C26 O26 1.293(3) .
C26 N21 1.363(3) .
C27 N21 1.476(3) .
C27 Si1 1.892(2) .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C31 Si1 1.862(2) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
O6 Si1 1.8750(16) .
O26 Si1 1.8684(16) .
O1W H1W 0.841(17) .
O1W H2W 0.856(17) .
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
O1W H1W Cl1 0.841(17) 2.371(17) 3.2119(18) 177(3) .
O1W H2W Cl1 0.856(17) 2.309(18) 3.1603(19) 172(3) 3_757
