#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/04/1520408.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_1520408
loop_
_publ_author_name
'Taylor, P. G.'
'Callear, Samantha K.'
'Stephenson, Richard'
'Hursthouse, Michael B.'
_publ_section_title
;
 C13H13Cl2N4O6Si
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              660
_journal_year                    2009
_chemical_formula_sum            'C13 H13 Cl2 N4 O6 Si'
_chemical_formula_weight         420.26
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 109.010(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.2948(3)
_cell_length_b                   12.6066(4)
_cell_length_c                   14.3449(4)
_cell_measurement_reflns_used    19456
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1760.18(9)
_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_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0687
_diffrn_reflns_av_sigmaI/netI    0.0505
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            30059
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.95
_exptl_absorpt_coefficient_mu    0.477
_exptl_absorpt_correction_T_max  0.9720
_exptl_absorpt_correction_T_min  0.9450
_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    1.586
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         4039
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0445
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0304P)²+2.1198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0910
_refine_ls_wR_factor_ref         0.0987
_reflns_number_gt                3273
_reflns_number_total             4039
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-660.cif
_cod_data_source_block           2009src0289
_cod_depositor_comments
;
Citation :
Taylor, P. G. and Callear, Samantha K. and Stephenson, Richard and 
Hursthouse, Michael B. (2009) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/660)

More at:
http://ecrystals.chem.soton.ac.uk/660/
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               1520408
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'
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 0.4880(2) 0.35086(17) -0.23654(16) 0.0166(5) Uani 1 1 d . . .
H2 H 0.5831 0.3586 -0.2011 0.020 Uiso 1 1 calc R . .
C3 C 0.4390(2) 0.36441(17) -0.33615(16) 0.0158(4) Uani 1 1 d . . .
C4 C 0.2986(2) 0.35628(17) -0.39038(16) 0.0164(5) Uani 1 1 d . . .
H4 H 0.2668 0.3657 -0.4599 0.020 Uiso 1 1 calc R . .
C5 C 0.2089(2) 0.33447(17) -0.34069(16) 0.0162(4) Uani 1 1 d . . .
H5 H 0.1130 0.3314 -0.3750 0.019 Uiso 1 1 calc R . .
C6 C 0.2595(2) 0.31658(17) -0.23861(16) 0.0141(4) Uani 1 1 d . . .
C7 C 0.4381(2) 0.31047(19) -0.08106(15) 0.0174(5) Uani 1 1 d . . .
H7A H 0.4679 0.3786 -0.0463 0.021 Uiso 1 1 calc R . .
H7B H 0.5149 0.2592 -0.0587 0.021 Uiso 1 1 calc R . .
C22 C 0.1288(2) 0.40338(17) 0.13905(16) 0.0160(5) Uani 1 1 d . . .
H22 H 0.0500 0.4441 0.1049 0.019 Uiso 1 1 calc R . .
C23 C 0.1728(2) 0.39661(18) 0.23959(16) 0.0165(5) Uani 1 1 d . . .
C24 C 0.2894(2) 0.33779(19) 0.29143(16) 0.0189(5) Uani 1 1 d . . .
H24 H 0.3170 0.3322 0.3612 0.023 Uiso 1 1 calc R . .
C25 C 0.3630(2) 0.28860(19) 0.23991(16) 0.0213(5) Uani 1 1 d . . .
H25 H 0.4441 0.2503 0.2738 0.026 Uiso 1 1 calc R . .
C26 C 0.3176(2) 0.29505(17) 0.13608(15) 0.0152(4) Uani 1 1 d . . .
C27 C 0.1588(2) 0.34903(18) -0.01951(15) 0.0149(4) Uani 1 1 d . . .
H27A H 0.1637 0.4214 -0.0449 0.018 Uiso 1 1 calc R . .
H27B H 0.0633 0.3230 -0.0479 0.018 Uiso 1 1 calc R . .
C31 C 0.2513(3) 0.11292(18) -0.07125(17) 0.0223(5) Uani 1 1 d . . .
H31A H 0.1530 0.0993 -0.1024 0.033 Uiso 1 1 calc R . .
H31B H 0.2835 0.0779 -0.0068 0.033 Uiso 1 1 calc R . .
H31C H 0.3019 0.0850 -0.1132 0.033 Uiso 1 1 calc R . .
N1 N 0.39715(18) 0.32593(14) -0.18945(13) 0.0143(4) Uani 1 1 d . . .
N3 N 0.5370(2) 0.38661(16) -0.38784(14) 0.0201(4) Uani 1 1 d . . .
N21 N 0.20027(18) 0.35056(14) 0.08933(13) 0.0144(4) Uani 1 1 d . . .
N23 N 0.0925(2) 0.45159(16) 0.29235(13) 0.0200(4) Uani 1 1 d . . .
O3A O 0.65712(18) 0.40472(15) -0.33866(13) 0.0288(4) Uani 1 1 d . . .
O3B O 0.49433(19) 0.38485(17) -0.47808(12) 0.0344(5) Uani 1 1 d . . .
O6 O 0.18439(15) 0.29007(12) -0.18660(11) 0.0157(3) Uani 1 1 d . . .
O23A O 0.10644(18) 0.42086(15) 0.37676(12) 0.0282(4) Uani 1 1 d . . .
O23B O 0.01718(18) 0.52374(15) 0.25043(12) 0.0295(4) Uani 1 1 d . . .
O26 O 0.37730(16) 0.25056(13) 0.08047(11) 0.0186(3) Uani 1 1 d . . .
Si1 Si 0.28085(6) 0.25761(5) -0.05486(4) 0.01416(14) Uani 1 1 d . . .
Cl2 Cl 0.20038(6) 0.62973(5) 0.03160(4) 0.02275(14) Uani 1 1 d . . .
Cl1 Cl 0.68849(8) 0.42893(5) 0.14668(5) 0.03360(17) Uani 1 1 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 118.1(2) . .
N1 C2 H2 120.9 . .
C3 C2 H2 120.9 . .
C2 C3 C4 122.3(2) . .
C2 C3 N3 118.4(2) . .
C4 C3 N3 119.30(19) . .
C5 C4 C3 118.3(2) . .
C5 C4 H4 120.8 . .
C3 C4 H4 120.8 . .
C4 C5 C6 119.5(2) . .
C4 C5 H5 120.2 . .
C6 C5 H5 120.2 . .
O6 C6 N1 116.29(19) . .
O6 C6 C5 124.1(2) . .
N1 C6 C5 119.63(19) . .
N1 C7 Si1 106.49(14) . .
N1 C7 H7A 110.4 . .
Si1 C7 H7A 110.4 . .
N1 C7 H7B 110.4 . .
Si1 C7 H7B 110.4 . .
H7A C7 H7B 108.6 . .
N21 C22 C23 118.3(2) . .
N21 C22 H22 120.8 . .
C23 C22 H22 120.8 . .
C22 C23 C24 121.7(2) . .
C22 C23 N23 117.8(2) . .
C24 C23 N23 120.45(19) . .
C25 C24 C23 118.9(2) . .
C25 C24 H24 120.6 . .
C23 C24 H24 120.6 . .
C24 C25 C26 119.6(2) . .
C24 C25 H25 120.2 . .
C26 C25 H25 120.2 . .
O26 C26 N21 116.36(18) . .
O26 C26 C25 124.8(2) . .
N21 C26 C25 118.87(19) . .
N21 C27 Si1 107.61(14) . .
N21 C27 H27A 110.2 . .
Si1 C27 H27A 110.2 . .
N21 C27 H27B 110.2 . .
Si1 C27 H27B 110.2 . .
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 . .
C2 N1 C6 122.00(18) . .
C2 N1 C7 123.02(18) . .
C6 N1 C7 114.95(17) . .
O3B N3 O3A 123.91(19) . .
O3B N3 C3 117.63(19) . .
O3A N3 C3 118.45(18) . .
C22 N21 C26 122.53(18) . .
C22 N21 C27 122.87(18) . .
C26 N21 C27 114.59(17) . .
O23B N23 O23A 124.77(19) . .
O23B N23 C23 118.27(18) . .
O23A N23 C23 116.96(19) . .
C6 O6 Si1 115.00(14) . .
C26 O26 Si1 115.08(14) . .
C31 Si1 O6 94.36(9) . .
C31 Si1 O26 95.42(9) . .
O6 Si1 O26 170.06(8) . .
C31 Si1 C27 122.57(11) . .
O6 Si1 C27 87.54(8) . .
O26 Si1 C27 85.71(8) . .
C31 Si1 C7 115.85(11) . .
O6 Si1 C7 85.96(8) . .
O26 Si1 C7 91.35(8) . .
C27 Si1 C7 121.53(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C2 N1 1.357(3) .
C2 C3 1.362(3) .
C2 H2 0.9500 .
C3 C4 1.404(3) .
C3 N3 1.461(3) .
C4 C5 1.365(3) .
C4 H4 0.9500 .
C5 C6 1.403(3) .
C5 H5 0.9500 .
C6 O6 1.282(3) .
C6 N1 1.367(3) .
C7 N1 1.485(3) .
C7 Si1 1.898(2) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C22 N21 1.355(3) .
C22 C23 1.366(3) .
C22 H22 0.9500 .
C23 C24 1.401(3) .
C23 N23 1.465(3) .
C24 C25 1.367(3) .
C24 H24 0.9500 .
C25 C26 1.411(3) .
C25 H25 0.9500 .
C26 O26 1.284(3) .
C26 N21 1.368(3) .
C27 N21 1.479(3) .
C27 Si1 1.892(2) .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C31 Si1 1.851(2) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
N3 O3B 1.224(2) .
N3 O3A 1.229(3) .
N23 O23B 1.219(3) .
N23 O23A 1.234(2) .
O6 Si1 1.8713(16) .
O26 Si1 1.8727(16) .
