#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:26:29 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178389 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/11/4021122.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_4021122
loop_
_publ_author_name
'Vladimir O. Smirnov'
'Sema L. Ioffe'
'Alexander A. Tishkov'
'Yulia A. Khomutova'
'Ivan D. Nesterov'
'Michael Yu. Antipin'
'William A. Smit'
'Vladimir A. Tartakovsky'
_publ_section_title
;
 New C-C Coupling Reaction of Cyclic Nitronates with Carbon
 Nucleophiles. Umpolung of the Conventional Reactivity of Nitronates
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8485
_journal_page_last               8488
_journal_paper_doi               10.1021/jo048944k
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C22 H35 N O6 Si'
_chemical_formula_weight         437.60
_chemical_melting_point          347.15
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 98.406(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.887(3)
_cell_length_b                   16.592(4)
_cell_length_c                   11.512(3)
_cell_measurement_temperature    110(2)
_cell_volume                     2435.2(10)
_diffrn_ambient_temperature      110(2)
_exptl_crystal_density_diffrn    1.194
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 

The following automatic conversions were performed:

'_chemical_melting_point' value '74 C' was changed to '347.15' - it
was converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4021122
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
O1 O 0.76821(13) -0.06517(10) 0.83754(13) 0.0331(4) Uani 1 1 d . . .
Si2 Si 0.58118(6) 0.08002(4) 0.78719(6) 0.0348(2) Uani 1 1 d . . .
O2 O 0.70922(13) 0.06153(10) 0.83446(13) 0.0332(4) Uani 1 1 d . . .
N2 N 0.75158(16) 0.00515(11) 0.76011(16) 0.0311(5) Uani 1 1 d . . .
O3 O 0.84947(13) -0.03496(9) 0.55828(13) 0.0317(4) Uani 1 1 d . . .
C3 C 0.85589(18) 0.03596(14) 0.74539(19) 0.0294(5) Uani 1 1 d . . .
H3A H 0.8457 0.0843 0.6961 0.035 Uiso 1 1 calc R . .
O4 O 0.92568(14) 0.07972(10) 0.50963(14) 0.0358(4) Uani 1 1 d . . .
C4 C 0.9064(2) -0.02827(14) 0.6768(2) 0.0313(5) Uani 1 1 d . . .
H4A H 0.9789 -0.0124 0.6721 0.038 Uiso 1 1 calc R . .
O5 O 0.90023(16) 0.20080(10) 0.82169(15) 0.0484(5) Uani 1 1 d . . .
C5 C 0.9070(2) -0.11015(14) 0.7337(2) 0.0342(6) Uani 1 1 d . . .
H5A H 0.9615 -0.1112 0.8014 0.041 Uiso 1 1 calc R . .
H5B H 0.9245 -0.1503 0.6785 0.041 Uiso 1 1 calc R . .
O6 O 0.91390(14) 0.15643(10) 1.00608(14) 0.0372(4) Uani 1 1 d . . .
C6 C 0.8026(2) -0.13308(14) 0.7731(2) 0.0351(6) Uani 1 1 d . . .
C7 C 0.92563(19) 0.05929(14) 0.8600(2) 0.0314(5) Uani 1 1 d . . .
H7A H 0.9086 0.0254 0.9233 0.038 Uiso 1 1 calc R . .
H7B H 0.9985 0.0500 0.8519 0.038 Uiso 1 1 calc R . .
C8 C 0.87014(19) 0.02155(15) 0.4820(2) 0.0313(6) Uani 1 1 d . . .
C9 C 0.8185(2) -0.19916(16) 0.8650(2) 0.0442(7) Uani 1 1 d . . .
H9A H 0.8710 -0.1826 0.9285 0.066 Uiso 1 1 calc R . .
H9B H 0.8410 -0.2476 0.8304 0.066 Uiso 1 1 calc R . .
H9C H 0.7537 -0.2091 0.8943 0.066 Uiso 1 1 calc R . .
C10 C 0.7178(2) -0.15688(16) 0.6723(2) 0.0407(6) Uani 1 1 d . . .
H10A H 0.7084 -0.1142 0.6155 0.061 Uiso 1 1 calc R . .
H10B H 0.6531 -0.1663 0.7021 0.061 Uiso 1 1 calc R . .
H10C H 0.7387 -0.2051 0.6359 0.061 Uiso 1 1 calc R . .
C11 C 0.91110(19) 0.14611(15) 0.8906(2) 0.0326(6) Uani 1 1 d . . .
C12 C 0.82127(18) 0.00463(15) 0.3597(2) 0.0312(6) Uani 1 1 d . . .
C13 C 0.8077(2) 0.06753(16) 0.2794(2) 0.0371(6) Uani 1 1 d . . .
H13A H 0.8239 0.1201 0.3036 0.045 Uiso 1 1 calc R . .
C14 C 0.7699(2) 0.05147(18) 0.1630(2) 0.0433(7) Uani 1 1 d . . .
H14A H 0.7588 0.0936 0.1094 0.052 Uiso 1 1 calc R . .
C15 C 0.7486(2) -0.02643(18) 0.1260(2) 0.0439(7) Uani 1 1 d . . .
H15A H 0.7257 -0.0369 0.0470 0.053 Uiso 1 1 calc R . .
C16 C 0.7611(2) -0.08904(17) 0.2059(2) 0.0430(7) Uani 1 1 d . . .
H16A H 0.7456 -0.1415 0.1810 0.052 Uiso 1 1 calc R . .
C17 C 0.7967(2) -0.07380(15) 0.3227(2) 0.0366(6) Uani 1 1 d . . .
H17A H 0.8043 -0.1159 0.3767 0.044 Uiso 1 1 calc R . .
C18 C 0.5383(2) 0.12460(19) 0.9202(2) 0.0489(7) Uani 1 1 d . . .
H18A H 0.5443 0.0850 0.9816 0.073 Uiso 1 1 calc R . .
H18B H 0.4667 0.1418 0.9022 0.073 Uiso 1 1 calc R . .
H18C H 0.5819 0.1701 0.9455 0.073 Uiso 1 1 calc R . .
C19 C 0.5103(2) -0.01468(17) 0.7440(2) 0.0451(7) Uani 1 1 d . . .
H19A H 0.5185 -0.0513 0.8093 0.068 Uiso 1 1 calc R . .
H19B H 0.5385 -0.0387 0.6794 0.068 Uiso 1 1 calc R . .
H19C H 0.4372 -0.0033 0.7208 0.068 Uiso 1 1 calc R . .
C20 C 0.5693(2) 0.15621(17) 0.6649(2) 0.0406(6) Uani 1 1 d . . .
C21 C 0.9000(3) 0.23862(16) 1.0421(2) 0.0513(8) Uani 1 1 d . . .
H21A H 0.9040 0.2408 1.1260 0.077 Uiso 1 1 calc R . .
H21B H 0.8327 0.2579 1.0061 0.077 Uiso 1 1 calc R . .
H21C H 0.9541 0.2718 1.0181 0.077 Uiso 1 1 calc R . .
C22 C 0.6126(2) 0.1230(2) 0.5569(2) 0.0559(8) Uani 1 1 d . . .
H22A H 0.6059 0.1632 0.4964 0.084 Uiso 1 1 calc R . .
H22B H 0.5736 0.0759 0.5286 0.084 Uiso 1 1 calc R . .
H22C H 0.6852 0.1091 0.5783 0.084 Uiso 1 1 calc R . .
C23 C 0.4522(2) 0.1765(2) 0.6271(3) 0.0617(9) Uani 1 1 d . . .
H23A H 0.4456 0.2155 0.5648 0.093 Uiso 1 1 calc R . .
H23B H 0.4234 0.1982 0.6928 0.093 Uiso 1 1 calc R . .
H23C H 0.4148 0.1284 0.6001 0.093 Uiso 1 1 calc R . .
C24 C 0.6285(3) 0.23264(19) 0.7068(3) 0.0610(9) Uani 1 1 d . . .
H24A H 0.6224 0.2712 0.6440 0.091 Uiso 1 1 calc R . .
H24B H 0.7012 0.2200 0.7311 0.091 Uiso 1 1 calc R . .
H24C H 0.5993 0.2549 0.7719 0.091 Uiso 1 1 calc R . .
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
O1 C6 1.453(3) . ?
O1 N2 1.465(2) . ?
Si2 O2 1.6883(18) . ?
Si2 C19 1.849(3) . ?
Si2 C18 1.855(3) . ?
Si2 C20 1.882(3) . ?
O2 N2 1.429(2) . ?
N2 C3 1.471(3) . ?
O3 C8 1.338(3) . ?
O3 C4 1.457(3) . ?
C3 C4 1.527(3) . ?
C3 C7 1.534(3) . ?
O4 C8 1.216(3) . ?
C4 C5 1.507(3) . ?
O5 C11 1.200(3) . ?
C5 C6 1.530(4) . ?
O6 C11 1.336(3) . ?
O6 C21 1.444(3) . ?
C6 C9 1.517(3) . ?
C6 C10 1.524(4) . ?
C7 C11 1.501(3) . ?
C8 C12 1.483(3) . ?
C12 C13 1.388(3) . ?
C12 C17 1.391(3) . ?
C13 C14 1.383(4) . ?
C14 C15 1.376(4) . ?
C15 C16 1.382(4) . ?
C16 C17 1.379(3) . ?
C20 C24 1.522(4) . ?
C20 C22 1.536(4) . ?
C20 C23 1.546(4) . ?
