#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/73/1507341.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_1507341
loop_
_publ_author_name
'Culbertson, Sean M.'
'Enright, Gary D.'
'Ingold, K. U.'
_publ_section_title
;
 Synthesis of a novel radical trapping and carbonyl group trapping
 anti-AGE agent: a pyridoxamine analogue for inhibiting advanced glycation
 (AGE) and lipoxidation (ALE) end products.
;
_journal_issue                   15
_journal_name_full               'Organic letters'
_journal_page_first              2659
_journal_page_last               2662
_journal_paper_doi               10.1021/ol0348147
_journal_volume                  5
_journal_year                    2003
_chemical_formula_sum            'C16 H30 N2 O3 Si'
_chemical_formula_weight         326.51
_chemical_name_systematic
; 
 6-dimethylaminopyridoxine-a4-(tert-butyldimethylsilyl ether) 
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 118.437(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.6916(12)
_cell_length_b                   8.0862(6)
_cell_length_c                   16.9360(18)
_cell_measurement_temperature    173(2)
_cell_volume                     1889.6(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0349
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            23018
_diffrn_reflns_theta_full        29.63
_diffrn_reflns_theta_max         29.63
_diffrn_reflns_theta_min         1.48
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5306
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0430
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0745P)²+0.0217P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1149
_refine_ls_wR_factor_ref         0.1259
_reflns_number_gt                3755
_reflns_number_total             5306
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol0348147si20030619_104110.cif
_cod_data_source_block           p21c
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'multiscan' changed to
'multi-scan' 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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1507341
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
Si1 Si 0.34370(3) 0.35583(5) 0.09954(3) 0.03446(13) Uani 1 1 d
O8 O 0.22962(6) 0.32127(13) 0.02574(7) 0.0321(2) Uani 1 1 d
O16 O 0.03032(8) 0.55833(13) -0.18550(7) 0.0319(2) Uani 1 1 d
O21 O 0.07832(7) 0.28535(13) 0.12417(6) 0.0296(2) Uani 1 1 d
N4 N -0.11401(7) 0.16364(13) -0.09578(7) 0.0236(2) Uani 1 1 d
N17 N -0.14137(8) 0.20495(15) -0.24365(7) 0.0264(2) Uani 1 1 d
C1 C 0.05960(8) 0.33690(15) -0.02200(8) 0.0208(2) Uani 1 1 d
C2 C 0.00616(8) 0.31690(15) -0.11510(8) 0.0205(2) Uani 1 1 d
C3 C -0.08168(8) 0.23065(15) -0.14855(8) 0.0209(2) Uani 1 1 d
C5 C -0.06177(9) 0.17924(16) -0.00662(9) 0.0231(3) Uani 1 1 d
C6 C 0.02487(9) 0.26818(16) 0.03267(8) 0.0221(3) Uani 1 1 d
C7 C 0.15458(9) 0.42913(17) 0.01992(10) 0.0250(3) Uani 1 1 d
C9 C 0.37191(17) 0.5783(3) 0.0950(2) 0.0698(7) Uani 1 1 d
C10 C 0.36290(19) 0.3041(4) 0.21373(15) 0.0665(6) Uani 1 1 d
C11 C 0.41488(11) 0.2186(2) 0.06282(12) 0.0438(4) Uani 1 1 d
C12 C 0.39182(17) 0.0373(3) 0.0701(2) 0.0725(7) Uani 1 1 d
C13 C 0.3892(2) 0.2579(5) -0.03418(17) 0.0804(9) Uani 1 1 d
C14 C 0.52399(13) 0.2467(4) 0.1233(2) 0.0678(7) Uani 1 1 d
C15 C 0.04593(10) 0.38284(17) -0.17436(9) 0.0242(3) Uani 1 1 d
C18 C -0.19055(11) 0.3590(2) -0.28909(10) 0.0334(3) Uani 1 1 d
C19 C -0.21350(11) 0.0718(2) -0.26465(11) 0.0362(3) Uani 1 1 d
C20 C -0.10182(12) 0.0987(2) 0.04873(11) 0.0309(3) Uani 1 1 d
H15B H 0.1120(11) 0.3615(18) -0.1485(10) 0.025(4) Uiso 1 1 d
H7B H 0.1508(10) 0.5224(19) -0.0152(10) 0.022(4) Uiso 1 1 d
H15A H 0.0141(10) 0.3308(18) -0.2327(10) 0.020(3) Uiso 1 1 d
H18B H -0.1451(12) 0.450(2) -0.2779(11) 0.031(4) Uiso 1 1 d
H18C H -0.2248(12) 0.337(2) -0.3519(12) 0.033(4) Uiso 1 1 d
H7A H 0.1670(12) 0.469(2) 0.0768(12) 0.034(4) Uiso 1 1 d
H19C H -0.2415(14) 0.055(2) -0.3274(14) 0.052(5) Uiso 1 1 d
H19A H -0.1806(13) -0.037(2) -0.2342(12) 0.041(5) Uiso 1 1 d
H19B H -0.2619(12) 0.103(2) -0.2481(11) 0.036(4) Uiso 1 1 d
H21 H 0.0427(14) 0.327(2) 0.1434(13) 0.048(5) Uiso 1 1 d
H20C H -0.1300(13) 0.178(2) 0.0668(12) 0.041(5) Uiso 1 1 d
H18A H -0.2294(13) 0.393(2) -0.2683(11) 0.037(4) Uiso 1 1 d
H20A H -0.1444(15) 0.008(3) 0.0139(14) 0.055(5) Uiso 1 1 d
H20B H -0.0511(15) 0.048(2) 0.1044(14) 0.053(5) Uiso 1 1 d
H16 H 0.0607(13) 0.601(2) -0.2073(12) 0.043(5) Uiso 1 1 d
H14A H 0.560(2) 0.183(4) 0.1026(18) 0.097(9) Uiso 1 1 d
H12A H 0.323(2) 0.010(3) 0.0338(18) 0.093(8) Uiso 1 1 d
H12B H 0.4279(19) -0.038(3) 0.0510(17) 0.084(8) Uiso 1 1 d
H14B H 0.5468(18) 0.228(4) 0.1902(18) 0.086(8) Uiso 1 1 d
H9B H 0.436(2) 0.598(3) 0.1336(18) 0.086(8) Uiso 1 1 d
H10C H 0.344(2) 0.185(4) 0.210(2) 0.116(11) Uiso 1 1 d
H14C H 0.543(2) 0.369(4) 0.1179(18) 0.101(9) Uiso 1 1 d
H9A H 0.358(2) 0.608(4) 0.035(2) 0.120(13) Uiso 1 1 d
H12C H 0.4062(18) 0.004(3) 0.1365(18) 0.076(8) Uiso 1 1 d
H13A H 0.314(2) 0.249(4) -0.0766(18) 0.097(8) Uiso 1 1 d
H13B H 0.4277(18) 0.186(3) -0.0568(17) 0.088(8) Uiso 1 1 d
H9C H 0.331(2) 0.644(3) 0.1119(17) 0.084(8) Uiso 1 1 d
H10B H 0.426(2) 0.314(3) 0.2593(18) 0.086(8) Uiso 1 1 d
H10A H 0.324(3) 0.366(4) 0.227(2) 0.121(11) Uiso 1 1 d
H13C H 0.402(2) 0.375(5) -0.035(2) 0.124(13) 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O8 Si1 C10 109.30(10)
O8 Si1 C9 109.03(9)
C10 Si1 C9 109.69(15)
O8 Si1 C11 104.55(6)
C10 Si1 C11 112.61(10)
C9 Si1 C11 111.47(11)
C7 O8 Si1 120.68(8)
C3 N4 C5 119.58(11)
C3 N17 C18 111.19(11)
C3 N17 C19 112.93(11)
C18 N17 C19 109.84(12)
C6 C1 C2 119.24(11)
C6 C1 C7 119.72(11)
C2 C1 C7 121.03(11)
C1 C2 C3 117.36(11)
C1 C2 C15 119.54(11)
C3 C2 C15 123.07(11)
N4 C3 C2 123.07(11)
N4 C3 N17 115.95(11)
C2 C3 N17 120.94(11)
N4 C5 C6 121.40(11)
N4 C5 C20 116.73(12)
C6 C5 C20 121.86(12)
O21 C6 C1 119.16(11)
O21 C6 C5 121.53(11)
C1 C6 C5 119.28(11)
O8 C7 C1 109.12(11)
C13 C11 C12 109.5(2)
C13 C11 C14 109.02(19)
C12 C11 C14 108.62(18)
C13 C11 Si1 109.87(13)
C12 C11 Si1 109.81(13)
C14 C11 Si1 109.95(15)
O16 C15 C2 109.72(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si1 O8 1.6473(10)
Si1 C10 1.858(2)
Si1 C9 1.863(2)
Si1 C11 1.8780(17)
O8 C7 1.4305(15)
O16 C15 1.4371(17)
O21 C6 1.3734(15)
N4 C3 1.3348(16)
N4 C5 1.3376(17)
N17 C3 1.4415(16)
N17 C18 1.4745(19)
N17 C19 1.4776(19)
C1 C6 1.3940(17)
C1 C2 1.3987(17)
C1 C7 1.5079(17)
C2 C3 1.4012(17)
C2 C15 1.5092(17)
C5 C6 1.3953(18)
C5 C20 1.5028(18)
C11 C13 1.527(3)
C11 C12 1.529(3)
C11 C14 1.537(2)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 21157448 ChemSpider
