#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:05:58 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180465 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/34/7213425.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7213425
loop_
_publ_author_name
'Al-Sehemi, Abdullah G.'
'Atkinson, Robert S.'
'Fawcett, John'
'Russell, David R.'
_publ_section_title
;
 Stereoisomerism in
 3-[N-(2-acetoxypropanoyl)-N-acylamino]quinazolin-4(3H )-ones,
 enantioselective acylating agents
;
_journal_issue                   24
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              4413
_journal_paper_doi               10.1039/b005814i
_journal_year                    2000
_chemical_formula_sum            'C27 H41 N3 O6 Si'
_chemical_formula_weight         531.72
_chemical_name_systematic
; 
 ? 
;
_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                79.69(2)
_cell_angle_beta                 81.95(2)
_cell_angle_gamma                78.00(3)
_cell_formula_units_Z            2
_cell_length_a                   10.781(2)
_cell_length_b                   11.994(3)
_cell_length_c                   12.330(3)
_cell_measurement_reflns_used    41
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      12.15
_cell_measurement_theta_min      5.36
_cell_volume                     1525.6(6)
_computing_cell_refinement       'XSCANS (Fait, 1991)'
_computing_data_collection       'XSCANS (Fait, 1991)'
_computing_data_reduction        'XSCANS (Fait, 1991)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Siemens P4 diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_sigmaI/netI    0.1129
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3388
_diffrn_reflns_theta_full        21.00
_diffrn_reflns_theta_max         21.00
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_count 1000
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_type   'not applied'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular block'
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         3265
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.1494
_refine_ls_R_factor_gt           0.0699
_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)+(0.1010P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1848
_refine_ls_wR_factor_ref         0.2251
_reflns_number_gt                1788
_reflns_number_total             3265
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b005814isup1.cif
_cod_data_source_block           9930
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P(-)1
_cod_database_code               7213425
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
Si1 Si 0.3910(2) 0.42952(19) 0.24417(19) 0.0473(7) Uani 1 1 d .
O1 O 0.7658(5) -0.0496(4) 0.1162(4) 0.0550(16) Uani 1 1 d .
O2 O 0.4380(5) 0.3179(4) 0.3371(3) 0.0370(13) Uani 1 1 d .
O3 O 0.9796(6) 0.0395(5) 0.2809(5) 0.0675(18) Uani 1 1 d .
O4 O 0.7270(5) 0.2459(4) 0.0845(4) 0.0467(15) Uani 1 1 d .
O5 O 0.9189(5) 0.3569(4) 0.0903(4) 0.0469(15) Uani 1 1 d .
O6 O 0.8054(5) 0.3881(5) 0.2528(5) 0.0579(17) Uani 1 1 d .
N1 N 0.4384(5) 0.1205(5) 0.2636(4) 0.0320(15) Uani 1 1 d .
N2 N 0.7795(6) 0.1085(5) 0.2334(5) 0.0371(16) Uani 1 1 d .
N3 N 0.6612(5) 0.0786(5) 0.2284(4) 0.0318(15) Uani 1 1 d .
C1 C 0.5569(7) 0.2403(6) 0.3323(6) 0.036(2) Uani 1 1 d .
H1B H 0.6231 0.2817 0.2921 0.043 Uiso 1 1 calc R
C2 C 0.5477(7) 0.1439(6) 0.2718(5) 0.0288(18) Uiso 1 1 d .
C4 C 0.6656(8) -0.0056(6) 0.1614(6) 0.0370(19) Uiso 1 1 d .
C5 C 0.5414(7) -0.0328(6) 0.1559(5) 0.036(2) Uani 1 1 d .
C6 C 0.5295(9) -0.1231(6) 0.1008(6) 0.047(2) Uani 1 1 d .
H6A H 0.6018 -0.1664 0.0673 0.056 Uiso 1 1 calc R
C7 C 0.4117(10) -0.1468(7) 0.0967(7) 0.053(2) Uani 1 1 d .
H7A H 0.4032 -0.2051 0.0592 0.063 Uiso 1 1 calc R
C8 C 0.3058(9) -0.0840(7) 0.1486(7) 0.056(2) Uani 1 1 d .
H8A H 0.2263 -0.1022 0.1475 0.068 Uiso 1 1 calc R
C9 C 0.3142(8) 0.0053(7) 0.2020(6) 0.045(2) Uani 1 1 d .
H9A H 0.2410 0.0482 0.2345 0.054 Uiso 1 1 calc R
C10 C 0.4332(7) 0.0304(6) 0.2070(5) 0.0306(18) Uani 1 1 d .
C11 C 0.5897(7) 0.1941(7) 0.4508(6) 0.044(2) Uani 1 1 d .
H11A H 0.6590 0.1269 0.4485 0.053 Uiso 1 1 calc R
C12 C 0.6359(10) 0.2844(9) 0.4978(7) 0.086(3) Uani 1 1 d .
H12A H 0.6562 0.2544 0.5721 0.129 Uiso 1 1 calc R
H12B H 0.5701 0.3520 0.4986 0.129 Uiso 1 1 calc R
H12C H 0.7106 0.3041 0.4527 0.129 Uiso 1 1 calc R
C13 C 0.4765(8) 0.1558(7) 0.5256(6) 0.063(3) Uani 1 1 d .
H13A H 0.5010 0.1257 0.5986 0.094 Uiso 1 1 calc R
H13B H 0.4495 0.0970 0.4961 0.094 Uiso 1 1 calc R
H13C H 0.4075 0.2206 0.5293 0.094 Uiso 1 1 calc R
C14 C 0.4843(9) 0.5416(7) 0.2450(8) 0.072(3) Uani 1 1 d .
H14A H 0.4728 0.5629 0.3177 0.108 Uiso 1 1 calc R
H14B H 0.4558 0.6080 0.1922 0.108 Uiso 1 1 calc R
H14C H 0.5730 0.5122 0.2255 0.108 Uiso 1 1 calc R
C15 C 0.4134(9) 0.3884(8) 0.1023(6) 0.076(3) Uani 1 1 d .
H15A H 0.5028 0.3659 0.0800 0.113 Uiso 1 1 calc R
H15B H 0.3777 0.4531 0.0509 0.113 Uiso 1 1 calc R
H15C H 0.3713 0.3251 0.1034 0.113 Uiso 1 1 calc R
C16 C 0.2186(9) 0.4753(7) 0.2908(7) 0.054(2) Uani 1 1 d .
C17 C 0.1634(9) 0.5887(8) 0.2195(8) 0.092(4) Uani 1 1 d .
H17A H 0.0746 0.6112 0.2440 0.138 Uiso 1 1 calc R
H17B H 0.1730 0.5779 0.1433 0.138 Uiso 1 1 calc R
H17C H 0.2082 0.6479 0.2268 0.138 Uiso 1 1 calc R
C18 C 0.1444(9) 0.3828(8) 0.2794(8) 0.079(3) Uani 1 1 d .
H18A H 0.0559 0.4070 0.3038 0.119 Uiso 1 1 calc R
H18B H 0.1775 0.3115 0.3240 0.119 Uiso 1 1 calc R
H18C H 0.1534 0.3721 0.2032 0.119 Uiso 1 1 calc R
C19 C 0.2003(9) 0.4929(9) 0.4127(7) 0.082(3) Uani 1 1 d .
H19A H 0.1111 0.5157 0.4355 0.123 Uiso 1 1 calc R
H19B H 0.2447 0.5520 0.4209 0.123 Uiso 1 1 calc R
H19C H 0.2336 0.4221 0.4579 0.123 Uiso 1 1 calc R
C20 C 0.8702(8) 0.0265(7) 0.2928(6) 0.046(2) Uani 1 1 d .
C21 C 0.8270(8) -0.0739(7) 0.3729(6) 0.050(2) Uani 1 1 d .
H21A H 0.7347 -0.0675 0.3741 0.060 Uiso 1 1 calc R
C22 C 0.8956(10) -0.1867(7) 0.3346(8) 0.085(3) Uani 1 1 d .
H22A H 0.8737 -0.1890 0.2624 0.128 Uiso 1 1 calc R
H22B H 0.8704 -0.2503 0.3859 0.128 Uiso 1 1 calc R
H22C H 0.9861 -0.1919 0.3315 0.128 Uiso 1 1 calc R
C23 C 0.8590(9) -0.0702(8) 0.4887(7) 0.071(3) Uani 1 1 d .
H23A H 0.8131 0.0001 0.5132 0.107 Uiso 1 1 calc R
H23B H 0.9489 -0.0733 0.4868 0.107 Uiso 1 1 calc R
H23C H 0.8350 -0.1350 0.5390 0.107 Uiso 1 1 calc R
C24 C 0.8061(8) 0.1998(7) 0.1462(6) 0.041(2) Uani 1 1 d .
C25 C 0.9358(7) 0.2358(6) 0.1327(6) 0.039(2) Uani 1 1 d .
H25A H 0.9723 0.2191 0.2036 0.047 Uiso 1 1 calc R
C26 C 1.0247(8) 0.1744(7) 0.0460(7) 0.064(3) Uani 1 1 d .
H26A H 1.1064 0.1969 0.0380 0.097 Uiso 1 1 calc R
H26B H 0.9893 0.1950 -0.0236 0.097 Uiso 1 1 calc R
H26C H 1.0347 0.0925 0.0689 0.097 Uiso 1 1 calc R
C27 C 0.8524(8) 0.4246(7) 0.1620(8) 0.050(2) Uani 1 1 d .
C28 C 0.8433(9) 0.5494(7) 0.1159(7) 0.068(3) Uiso 1 1 d .
H28A H 0.7950 0.5951 0.1693 0.102 Uiso 1 1 calc R
H28B H 0.8017 0.5663 0.0493 0.102 Uiso 1 1 calc R
H28C H 0.9274 0.5670 0.0993 0.102 Uiso 1 1 calc R
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O2 Si1 C14 108.9(4)
O2 Si1 C16 103.7(3)
C14 Si1 C16 112.5(4)
O2 Si1 C15 111.2(3)
C14 Si1 C15 109.3(4)
C16 Si1 C15 111.1(4)
C1 O2 Si1 126.9(4)
C27 O5 C25 114.1(6)
C2 N1 C10 119.1(6)
N3 N2 C20 117.7(6)
N3 N2 C24 112.0(6)
C20 N2 C24 126.4(6)
C2 N3 C4 123.7(6)
C2 N3 N2 120.5(5)
C4 N3 N2 114.8(6)
O2 C1 C2 109.2(6)
O2 C1 C11 108.5(5)
C2 C1 C11 111.4(6)
N1 C2 N3 121.2(6)
N1 C2 C1 120.6(6)
N3 C2 C1 118.2(6)
O1 C4 N3 120.6(7)
O1 C4 C5 125.8(7)
N3 C4 C5 113.5(7)
C10 C5 C6 119.7(7)
C10 C5 C4 119.2(7)
C6 C5 C4 121.1(7)
C7 C6 C5 119.9(8)
C6 C7 C8 119.5(8)
C7 C8 C9 121.9(8)
C8 C9 C10 119.3(8)
C9 C10 C5 119.6(7)
C9 C10 N1 117.8(7)
C5 C10 N1 122.5(7)
C12 C11 C13 110.2(6)
C12 C11 C1 110.2(6)
C13 C11 C1 111.7(6)
C18 C16 C19 108.5(7)
C18 C16 C17 108.6(8)
C19 C16 C17 109.0(8)
C18 C16 Si1 110.0(6)
C19 C16 Si1 110.5(6)
C17 C16 Si1 110.2(6)
O3 C20 N2 119.0(7)
O3 C20 C21 121.5(7)
N2 C20 C21 119.4(7)
C22 C21 C20 109.2(7)
C22 C21 C23 110.0(7)
C20 C21 C23 109.1(7)
O4 C24 N2 119.9(7)
O4 C24 C25 121.1(7)
N2 C24 C25 119.1(7)
O5 C25 C26 106.5(6)
O5 C25 C24 108.2(6)
C26 C25 C24 109.7(6)
O6 C27 O5 123.6(8)
O6 C27 C28 124.5(8)
O5 C27 C28 111.8(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si1 O2 1.641(5)
Si1 C14 1.841(9)
Si1 C16 1.864(9)
Si1 C15 1.871(8)
O1 C4 1.207(8)
O2 C1 1.420(8)
O3 C20 1.207(9)
O4 C24 1.203(8)
O5 C27 1.339(9)
O5 C25 1.435(8)
O6 C27 1.208(9)
N1 C2 1.287(8)
N1 C10 1.403(8)
N2 N3 1.407(8)
N2 C20 1.415(9)
N2 C24 1.436(9)
N3 C2 1.403(8)
N3 C4 1.404(9)
C1 C2 1.510(9)
C1 C11 1.529(9)
C4 C5 1.456(10)
C5 C10 1.389(10)
C5 C6 1.412(10)
C6 C7 1.368(11)
C7 C8 1.374(11)
C8 C9 1.377(10)
C9 C10 1.389(10)
C11 C12 1.512(11)
C11 C13 1.522(10)
C16 C18 1.531(11)
C16 C19 1.535(11)
C16 C17 1.535(11)
C20 C21 1.523(10)
C21 C22 1.521(11)
C21 C23 1.525(10)
C24 C25 1.527(10)
C25 C26 1.518(10)
C27 C28 1.491(11)
