#------------------------------------------------------------------------------
#$Date: 2018-08-16 01:43:29 +0300 (Thu, 16 Aug 2018) $
#$Revision: 209747 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/48/7104838.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_7104838
loop_
_publ_author_name
'Patient, Lee'
'Berry, Malcolm B.'
'Coles, Simon J.'
'Hursthouse, Mike B.'
'Kilburn, Jeremy D.'
_publ_section_title
;
 Lewis acid mediated cyclisations of silylated methylenecyclopropyl
 hydrazones
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   20
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              2552
_journal_page_last               2553
_journal_paper_doi               10.1039/b306636c
_journal_year                    2003
_chemical_formula_sum            'C17 H26 N2 O2 S Si'
_chemical_formula_weight         350.55
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.047(2)
_cell_angle_beta                 96.842(2)
_cell_angle_gamma                93.051(4)
_cell_formula_units_Z            2
_cell_length_a                   8.5369(4)
_cell_length_b                   9.7508(4)
_cell_length_c                   12.0846(7)
_cell_measurement_reflns_used    26695
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.02
_cell_volume                     913.55(8)
_computing_cell_refinement       'DENZO & COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0780
_diffrn_reflns_av_sigmaI/netI    0.0637
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12944
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         2.28
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.253
_exptl_absorpt_correction_T_max  0.9800
_exptl_absorpt_correction_T_min  0.9324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV Blessing (1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.062
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       0.006(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4105
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.072
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0914P)²+0.4437P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1429
_refine_ls_wR_factor_ref         0.1564
_reflns_number_gt                3222
_reflns_number_total             4105
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b306636c.txt
_cod_data_source_block           11b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7104838
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 -0.4482(3) 0.4640(3) 0.3396(3) 0.0381(6) Uani 1 1 d . . .
H1A H -0.5386 0.4308 0.3694 0.057 Uiso 1 1 calc R . .
H1B H -0.4755 0.4386 0.2523 0.057 Uiso 1 1 calc R . .
H1C H -0.4225 0.5727 0.3831 0.057 Uiso 1 1 calc R . .
C2 C -0.3070(3) 0.3868(3) 0.3613(2) 0.0309(5) Uani 1 1 d . . .
C3 C -0.1639(4) 0.4155(3) 0.3276(3) 0.0506(8) Uani 1 1 d . . .
H3 H -0.1549 0.4859 0.2916 0.061 Uiso 1 1 calc R . .
C4 C -0.0327(3) 0.3438(3) 0.3454(3) 0.0460(7) Uani 1 1 d . . .
H4 H 0.0650 0.3648 0.3218 0.055 Uiso 1 1 calc R . .
C5 C -0.0461(3) 0.2415(2) 0.3978(2) 0.0242(5) Uani 1 1 d . . .
C6 C -0.1885(3) 0.2108(3) 0.4329(2) 0.0287(5) Uani 1 1 d . . .
H6 H -0.1969 0.1411 0.4695 0.034 Uiso 1 1 calc R . .
C7 C -0.3178(3) 0.2828(3) 0.4138(2) 0.0299(5) Uani 1 1 d . . .
H7 H -0.4156 0.2611 0.4369 0.036 Uiso 1 1 calc R . .
C8 C -0.0991(2) -0.1459(2) 0.1473(2) 0.0276(5) Uani 1 1 d . . .
H8 H -0.1899 -0.0893 0.1785 0.033 Uiso 1 1 calc R . .
C9 C -0.0879(3) -0.1771(3) 0.0156(2) 0.0313(5) Uani 1 1 d . . .
H9A H -0.1061 -0.0880 -0.0023 0.038 Uiso 1 1 calc R . .
H9B H -0.1648 -0.2628 -0.0406 0.038 Uiso 1 1 calc R . .
C10 C 0.0861(3) -0.2152(3) 0.0067(2) 0.0287(5) Uani 1 1 d . . .
H10A H 0.0889 -0.3212 -0.0484 0.034 Uiso 1 1 calc R . .
H10B H 0.1449 -0.1497 -0.0231 0.034 Uiso 1 1 calc R . .
C11 C 0.1571(2) -0.1858(2) 0.13967(19) 0.0212(4) Uani 1 1 d . . .
C12 C -0.0929(3) -0.2938(2) 0.1653(2) 0.0263(5) Uani 1 1 d . . .
H12A H -0.1256 -0.2839 0.2437 0.032 Uiso 1 1 calc R . .
H12B H -0.1609 -0.3775 0.0981 0.032 Uiso 1 1 calc R . .
C13 C 0.0838(3) -0.3161(2) 0.1641(2) 0.0239(5) Uani 1 1 d . . .
C14 C 0.1566(3) -0.4198(3) 0.1874(3) 0.0417(6) Uani 1 1 d . . .
H14A H 0.2684 -0.4189 0.1906 0.050 Uiso 1 1 calc R . .
H14B H 0.0973 -0.4954 0.2011 0.050 Uiso 1 1 calc R . .
C15 C 0.4258(3) 0.0379(3) 0.1486(2) 0.0307(5) Uani 1 1 d . . .
H15A H 0.3778 0.1197 0.2066 0.046 Uiso 1 1 calc R . .
H15B H 0.3823 0.0230 0.0655 0.046 Uiso 1 1 calc R . .
H15C H 0.5410 0.0633 0.1621 0.046 Uiso 1 1 calc R . .
C16 C 0.4679(3) -0.1160(3) 0.3259(2) 0.0355(6) Uani 1 1 d . . .
H16A H 0.5840 -0.1065 0.3333 0.053 Uiso 1 1 calc R . .
H16B H 0.4313 -0.2043 0.3395 0.053 Uiso 1 1 calc R . .
H16C H 0.4346 -0.0261 0.3865 0.053 Uiso 1 1 calc R . .
C17 C 0.4607(3) -0.2953(3) 0.0511(3) 0.0441(7) Uani 1 1 d . . .
H17A H 0.4030 -0.3132 -0.0293 0.066 Uiso 1 1 calc R . .
H17B H 0.4471 -0.3863 0.0665 0.066 Uiso 1 1 calc R . .
H17C H 0.5737 -0.2685 0.0536 0.066 Uiso 1 1 calc R . .
N1 N 0.0899(2) -0.0254(2) 0.33419(17) 0.0242(4) Uani 1 1 d . . .
N2 N 0.0614(2) -0.0609(2) 0.20614(17) 0.0233(4) Uani 1 1 d . . .
O1 O 0.25392(18) 0.21910(17) 0.39503(15) 0.0293(4) Uani 1 1 d . . .
O2 O 0.12777(18) 0.15110(17) 0.54365(14) 0.0269(4) Uani 1 1 d . . .
Si1 Si 0.38061(7) -0.13740(7) 0.17092(6) 0.0250(2) Uani 1 1 d . . .
S1 S 0.12004(6) 0.15244(6) 0.42404(5) 0.02323(19) Uani 1 1 d . . .
H1 H 0.029(4) -0.074(3) 0.361(3) 0.040(8) Uiso 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'
S S 0.1246 0.1234 '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
_geom_angle_publ_flag
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C7 118.4(2) . . ?
C3 C2 C1 120.6(2) . . ?
C7 C2 C1 121.0(2) . . ?
C2 C3 C4 121.4(2) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 119.2(2) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 S1 119.81(18) . . ?
C6 C5 S1 119.54(17) . . ?
C7 C6 C5 119.3(2) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C2 121.1(2) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
N2 C8 C9 99.68(18) . . ?
N2 C8 C12 104.33(17) . . ?
C9 C8 C12 108.93(19) . . ?
N2 C8 H8 114.2 . . ?
C9 C8 H8 114.2 . . ?
C12 C8 H8 114.2 . . ?
C8 C9 C10 101.99(17) . . ?
C8 C9 H9A 111.4 . . ?
C10 C9 H9A 111.4 . . ?
C8 C9 H9B 111.4 . . ?
C10 C9 H9B 111.4 . . ?
H9A C9 H9B 109.2 . . ?
C11 C10 C9 103.90(18) . . ?
C11 C10 H10A 111.0 . . ?
C9 C10 H10A 111.0 . . ?
C11 C10 H10B 111.0 . . ?
C9 C10 H10B 111.0 . . ?
H10A C10 H10B 109.0 . . ?
N2 C11 C13 101.59(16) . . ?
N2 C11 C10 98.79(16) . . ?
C13 C11 C10 105.70(17) . . ?
N2 C11 Si1 115.98(14) . . ?
C13 C11 Si1 119.78(15) . . ?
C10 C11 Si1 112.38(14) . . ?
C13 C12 C8 101.65(17) . . ?
C13 C12 H12A 111.4 . . ?
C8 C12 H12A 111.4 . . ?
C13 C12 H12B 111.4 . . ?
C8 C12 H12B 111.4 . . ?
H12A C12 H12B 109.3 . . ?
C14 C13 C11 128.0(2) . . ?
C14 C13 C12 126.7(2) . . ?
C11 C13 C12 105.11(17) . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si1 C16 H16A 109.5 . . ?
Si1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si1 C17 H17A 109.5 . . ?
Si1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 N1 S1 116.40(14) . . ?
N2 N1 H1 117.1(19) . . ?
S1 N1 H1 111.3(19) . . ?
N1 N2 C8 112.19(17) . . ?
N1 N2 C11 110.13(16) . . ?
C8 N2 C11 96.41(15) . . ?
C16 Si1 C15 110.79(11) . . ?
C16 Si1 C17 110.90(13) . . ?
C15 Si1 C17 108.56(12) . . ?
C16 Si1 C11 112.56(11) . . ?
C15 Si1 C11 108.15(10) . . ?
C17 Si1 C11 105.67(11) . . ?
O1 S1 O2 119.10(10) . . ?
O1 S1 N1 108.76(10) . . ?
O2 S1 N1 102.98(10) . . ?
O1 S1 C5 107.67(10) . . ?
O2 S1 C5 108.64(10) . . ?
N1 S1 C5 109.39(10) . . ?
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 C2 1.504(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.382(4) . ?
C2 C7 1.395(3) . ?
C3 C4 1.391(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(3) . ?
C5 S1 1.763(2) . ?
C6 C7 1.383(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 N2 1.502(3) . ?
C8 C9 1.515(3) . ?
C8 C12 1.543(3) . ?
C8 H8 1.0000 . ?
C9 C10 1.556(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.556(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N2 1.514(3) . ?
C11 C13 1.532(3) . ?
C11 Si1 1.897(2) . ?
C12 C13 1.536(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.317(3) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C15 Si1 1.859(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 Si1 1.858(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 Si1 1.880(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
N1 N2 1.434(3) . ?
N1 S1 1.6319(18) . ?
N1 H1 0.86(3) . ?
O1 S1 1.4305(15) . ?
O2 S1 1.4444(17) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4411217
