#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/30/7103045.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_7103045
loop_
_publ_author_name
'Berkovich-Berger, Dvora'
'Gabriel Lemcoff, N'
_publ_section_title
;
 Facile acetal dynamic combinatorial library.
;
_journal_issue                   14
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1686
_journal_page_last               1688
_journal_paper_doi               10.1039/b800384j
_journal_year                    2008
_chemical_compound_source        'see text'
_chemical_formula_moiety         'C13 H17 N O6'
_chemical_formula_sum            'C13 H17 N O6'
_chemical_formula_weight         283.28
_chemical_name_systematic        ?
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.714(3)
_cell_length_b                   8.2622(15)
_cell_length_c                   20.989(4)
_cell_measurement_reflns_used    2013
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.06
_cell_measurement_theta_min      2.33
_cell_volume                     2725.0(8)
_computing_cell_refinement       'SET4 (de Boer & Duisenberg, 1984)'
_computing_data_collection
'Locally modified CAD4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'HELENA (Spek, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 18.4
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_sigmaI/netI    0.0461
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14250
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        26.16
_diffrn_reflns_theta_max         26.16
_diffrn_reflns_theta_min         1.94
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  0.9891
_exptl_absorpt_correction_T_min  0.9783
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_meas      1.19
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         2704
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.966
_refine_ls_R_factor_all          0.1218
_refine_ls_R_factor_gt           0.0484
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0913P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1273
_refine_ls_wR_factor_ref         0.1683
_reflns_number_gt                1288
_reflns_number_total             2704
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b800384j.txt
_cod_data_source_block           666
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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_database_code               7103045
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z
5 -x,-y,-z
6 1/2+x,y,1/2-z
7 1/2-x,1/2+y,z
8 x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O Uani 0.33482(15) -0.3630(3) 0.60541(13) 1.000 0.0930(10) . .
O2 O Uani 0.41127(17) -0.4811(3) 0.53581(12) 1.000 0.0981(10) . .
O3 O Uani 0.45084(12) 0.2145(2) 0.36466(10) 1.000 0.0649(7) . .
O4 O Uani 0.30809(12) 0.2598(2) 0.38921(9) 1.000 0.0611(7) . .
O5 O Uani 0.27652(14) 0.3010(2) 0.25522(11) 1.000 0.0758(9) . .
O6 O Uani 0.46434(15) 0.2118(2) 0.22728(11) 1.000 0.0801(9) . .
N1 N Uani 0.37484(17) -0.3624(3) 0.55607(14) 1.000 0.0674(10) . .
C1 C Uani 0.38094(16) -0.2109(3) 0.51987(14) 1.000 0.0539(10) . .
C2 C Uani 0.39083(16) 0.0710(3) 0.45070(14) 1.000 0.0528(10) . .
C3 C Uani 0.38992(18) 0.2255(4) 0.41279(15) 1.000 0.0555(10) . .
C4 C Uani 0.4593(2) 0.3609(4) 0.32761(16) 1.000 0.0647(11) . .
C5 C Uani 0.4313(2) -0.0674(4) 0.42979(16) 1.000 0.0596(11) . .
C6 C Uani 0.34630(19) 0.0656(4) 0.50753(15) 1.000 0.0617(11) . .
C7 C Uani 0.4264(2) -0.2096(4) 0.46404(15) 1.000 0.0618(11) . .
C8 C Uani 0.3407(2) -0.0750(4) 0.54210(17) 1.000 0.0633(11) . .
C9 C Uani 0.2244(2) 0.2098(4) 0.2962(2) 1.000 0.0763(14) . .
C10 C Uani 0.2742(3) 0.1341(4) 0.3482(2) 1.000 0.0755(13) . .
C11 C Uani 0.3142(3) 0.2096(6) 0.2042(2) 1.000 0.0920(17) . .
C12 C Uani 0.5084(2) 0.3198(4) 0.26914(18) 1.000 0.0737(14) . .
C13 C Uani 0.3997(3) 0.2753(5) 0.1881(2) 1.000 0.0907(19) . .
H1 H Uiso 0.1849(19) 0.291(4) 0.3172(14) 1.000 0.072(9) . .
H2 H Uiso 0.1921(18) 0.121(4) 0.2718(14) 1.000 0.074(9) . .
H3 H Uiso 0.241(2) 0.067(4) 0.3736(16) 1.000 0.093(12) . .
H4 H Uiso 0.396(2) 0.409(4) 0.3100(15) 1.000 0.088(9) . .
H5 H Uiso 0.4880(17) 0.439(3) 0.3527(12) 1.000 0.060(8) . .
H6 H Uiso 0.3120(18) -0.076(4) 0.5795(15) 1.000 0.065(9) . .
H7 H Uiso 0.4013(16) 0.316(4) 0.4397(13) 1.000 0.062(8) . .
H8 H Uiso 0.4603(18) -0.066(3) 0.3919(15) 1.000 0.074(10) . .
H9 H Uiso 0.455(2) -0.297(5) 0.4521(17) 1.000 0.106(13) . .
H10 H Uiso 0.322(2) 0.063(4) 0.3328(15) 1.000 0.079(10) . .
H11 H Uiso 0.5231(18) 0.419(4) 0.2445(15) 1.000 0.084(10) . .
H12 H Uiso 0.314(2) 0.160(4) 0.5232(15) 1.000 0.084(10) . .
H13 H Uiso 0.400(2) 0.394(5) 0.1915(16) 1.000 0.095(11) . .
H14 H Uiso 0.566(3) 0.256(5) 0.2768(18) 1.000 0.113(12) . .
H15 H Uiso 0.273(2) 0.217(5) 0.166(2) 1.000 0.119(13) . .
H16 H Uiso 0.310(3) 0.092(6) 0.216(2) 1.000 0.138(16) . .
H17 H Uiso 0.410(2) 0.230(5) 0.143(2) 1.000 0.110(13) . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O3 C4 113.5(2) . . . yes
C3 O4 C10 113.6(2) . . . yes
C9 O5 C11 114.5(3) . . . yes
C12 O6 C13 118.4(2) . . . yes
O1 N1 O2 122.8(3) . . . yes
O1 N1 C1 118.7(2) . . . yes
O2 N1 C1 118.5(3) . . . yes
N1 C1 C7 118.9(2) . . . yes
N1 C1 C8 119.5(3) . . . yes
C7 C1 C8 121.6(3) . . . no
C3 C2 C5 122.6(3) . . . no
C3 C2 C6 118.6(2) . . . no
C5 C2 C6 118.7(3) . . . no
O3 C3 O4 112.7(2) . . . yes
O3 C3 C2 108.7(2) . . . yes
O4 C3 C2 111.5(2) . . . yes
O3 C4 C12 107.5(3) . . . yes
C2 C5 C7 121.0(3) . . . no
C2 C6 C8 121.0(3) . . . no
C1 C7 C5 118.7(3) . . . no
C1 C8 C6 118.9(3) . . . no
O5 C9 C10 111.7(3) . . . yes
O4 C10 C9 109.2(3) . . . yes
O5 C11 C13 110.5(4) . . . yes
O6 C12 C4 113.4(3) . . . yes
O6 C13 C11 112.5(3) . . . yes
O3 C3 H7 110.6(16) . . . no
O4 C3 H7 102.8(16) . . . no
C2 C3 H7 110.5(18) . . . no
O3 C4 H4 112.9(17) . . . no
O3 C4 H5 108.4(15) . . . no
C12 C4 H4 105.4(16) . . . no
C12 C4 H5 111.5(16) . . . no
H4 C4 H5 111(2) . . . no
C2 C5 H8 119.6(16) . . . no
C7 C5 H8 119.4(16) . . . no
C2 C6 H12 121.5(19) . . . no
C8 C6 H12 117.4(19) . . . no
C1 C7 H9 120(2) . . . no
C5 C7 H9 121(2) . . . no
C1 C8 H6 121(2) . . . no
C6 C8 H6 120(2) . . . no
O5 C9 H1 105.5(18) . . . no
O5 C9 H2 111.4(17) . . . no
C10 C9 H1 106.4(17) . . . no
C10 C9 H2 109.0(18) . . . no
H1 C9 H2 113(2) . . . no
O4 C10 H3 107(2) . . . no
O4 C10 H10 109.5(19) . . . no
C9 C10 H3 112(2) . . . no
C9 C10 H10 113.8(18) . . . no
H3 C10 H10 105(3) . . . no
O5 C11 H15 107(2) . . . no
O5 C11 H16 107(2) . . . no
C13 C11 H15 112(2) . . . no
C13 C11 H16 118(3) . . . no
H15 C11 H16 102(3) . . . no
O6 C12 H11 107.9(18) . . . no
O6 C12 H14 101(2) . . . no
C4 C12 H11 111.1(18) . . . no
C4 C12 H14 116(2) . . . no
H11 C12 H14 107(3) . . . no
O6 C13 H13 109.0(19) . . . no
O6 C13 H17 107(2) . . . no
C11 C13 H13 110.6(19) . . . no
C11 C13 H17 102.6(19) . . . no
H13 C13 H17 115(3) . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N1 1.212(4) . . yes
O2 N1 1.213(4) . . yes
O3 C3 1.395(4) . . yes
O3 C4 1.444(4) . . yes
O4 C3 1.407(3) . . yes
O4 C10 1.450(4) . . yes
O5 C9 1.407(4) . . yes
O5 C11 1.438(5) . . yes
O6 C12 1.431(4) . . yes
O6 C13 1.408(5) . . yes
N1 C1 1.467(4) . . yes
C1 C7 1.372(4) . . no
C1 C8 1.371(4) . . no
C2 C3 1.504(4) . . no
C2 C5 1.380(4) . . no
C2 C6 1.384(4) . . no
C4 C12 1.489(5) . . no
C5 C7 1.380(5) . . no
C6 C8 1.373(5) . . no
C9 C10 1.482(6) . . no
C11 C13 1.488(7) . . no
C3 H7 0.95(3) . . no
C4 H4 1.13(3) . . no
C4 H5 0.95(3) . . no
C5 H8 0.92(3) . . no
C6 H12 0.99(3) . . no
C7 H9 0.89(4) . . no
C8 H6 0.91(3) . . no
C9 H1 1.02(3) . . no
C9 H2 1.03(3) . . no
C10 H3 0.93(3) . . no
C10 H10 1.01(3) . . no
C11 H15 1.03(4) . . no
C11 H16 1.01(5) . . no
C12 H11 1.00(3) . . no
C12 H14 1.06(5) . . no
C13 H13 0.98(4) . . no
C13 H17 1.03(4) . . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 C11 3.375(5) . 2_555 no
O2 O2 3.183(4) . 5_646 no
O3 O6 2.891(3) . . no
O4 O5 2.876(3) . . no
O5 O4 2.876(3) . . no
O5 O6 3.098(3) . . no
O5 C4 3.287(4) . . no
O6 O5 3.098(3) . . no
O6 C4 3.343(4) . 4_645 no
O6 C12 3.268(4) . 4_645 no
O6 O3 2.891(3) . . no
O1 H12 2.91(3) . 7_545 no
O1 H6 2.46(3) . . no
O1 H15 2.44(4) . 2_555 no
O2 H7 2.63(3) . 1_545 no
O2 H9 2.42(4) . . no
O2 H5 2.85(3) . 5_656 no
O2 H9 2.80(4) . 5_646 no
O3 H8 2.39(3) . . no
O3 H10 2.47(3) . . no
O4 H4 2.49(3) . . no
O4 H3 2.67(3) . 7_555 no
O5 H2 2.71(3) . 7_555 no
O5 H16 2.88(5) . 7_555 no
O5 H4 2.38(3) . . no
O6 H5 2.91(3) . 4_645 no
O6 H11 2.50(3) . 4_645 no
C2 C7 3.572(4) . 5_656 no
C4 O5 3.287(4) . . no
C4 C10 3.487(5) . . no
C4 O6 3.343(4) . 4_655 no
C5 C10 3.435(5) . . no
C6 C10 3.576(5) . . no
C7 C2 3.572(4) . 5_656 no
C10 C4 3.487(5) . . no
C10 C6 3.576(5) . . no
C10 C5 3.435(5) . . no
C11 O1 3.375(5) . 2_554 no
C12 O6 3.268(4) . 4_655 no
C2 H10 2.70(3) . . no
C2 H3 2.86(3) . . no
C4 H13 3.02(3) . . no
C5 H10 2.87(3) . . no
C9 H14 2.95(4) . 6_455 no
C10 H16 2.85(4) . . no
C10 H4 3.08(3) . . no
C10 H1 2.98(3) . 7_545 no
C11 H10 2.96(3) . . no
C11 H4 3.05(3) . . no
C13 H4 2.79(3) . . no
C13 H8 3.06(3) . 4_655 no
H1 C10 2.98(3) . 7_555 no
H1 H10 2.27(5) . 7_555 no
H2 H16 2.21(5) . . no
H2 H14 2.49(5) . 6_455 no
H2 O5 2.71(3) . 7_545 no
H2 H4 2.37(4) . 7_545 no
H3 C2 2.86(3) . . no
H3 O4 2.67(3) . 7_545 no
H4 O4 2.49(3) . . no
H4 O5 2.38(3) . . no
H4 C10 3.08(3) . . no
H4 C11 3.05(3) . . no
H4 C13 2.79(3) . . no
H4 H13 2.49(5) . . no
H4 H2 2.37(4) . 7_555 no
H5 H7 2.50(4) . . no
H5 O6 2.91(3) . 4_655 no
H5 O2 2.85(3) . 5_656 no
H6 O1 2.46(3) . . no
H6 H15 2.54(5) . 2_555 no
H7 O2 2.63(3) . 1_565 no
H7 H5 2.50(4) . . no
H7 H12 2.57(4) . . no
H8 O3 2.39(3) . . no
H8 C13 3.06(3) . 4_645 no
H9 O2 2.42(4) . . no
H9 O2 2.80(4) . 5_646 no
H10 O3 2.47(3) . . no
H10 C2 2.70(3) . . no
H10 C5 2.87(3) . . no
H10 C11 2.96(3) . . no
H10 H16 2.47(5) . . no
H10 H1 2.27(5) . 7_545 no
H11 H13 2.24(4) . . no
H11 O6 2.50(3) . 4_655 no
H12 H7 2.57(4) . . no
H12 O1 2.91(3) . 7_555 no
H13 C4 3.02(3) . . no
H13 H4 2.49(5) . . no
H13 H11 2.24(4) . . no
H14 C9 2.95(4) . 6_555 no
H14 H2 2.49(5) . 6_555 no
H15 O1 2.44(4) . 2_554 no
H15 H6 2.54(5) . 2_554 no
H16 C10 2.85(4) . . no
H16 H2 2.21(5) . . no
H16 H10 2.47(5) . . no
H16 O5 2.88(5) . 7_545 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C4 H4 O5 1.13(3) 2.38(3) 3.287(4) 136(2) . yes
C5 H8 O3 0.92(3) 2.39(3) 2.718(4) 100.9(18) . yes
C10 H10 O3 1.01(3) 2.47(3) 2.875(5) 103(2) . yes
C12 H11 O6 1.00(3) 2.50(3) 3.268(4) 134(2) 4_655 yes
C11 H15 O1 1.03(4) 2.44(4) 3.375(5) 151(3) 2_554 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 O3 C3 O4 59.6(3) . . . . no
C4 O3 C3 C2 -176.3(2) . . . . no
C3 O3 C4 C12 -165.8(2) . . . . no
C10 O4 C3 O3 63.4(3) . . . . no
C10 O4 C3 C2 -59.2(3) . . . . no
C3 O4 C10 C9 -143.5(3) . . . . no
C11 O5 C9 C10 87.1(4) . . . . no
C9 O5 C11 C13 -147.0(3) . . . . no
C13 O6 C12 C4 78.1(4) . . . . no
C12 O6 C13 C11 -115.0(4) . . . . no
O1 N1 C1 C7 179.8(3) . . . . no
O2 N1 C1 C7 1.0(4) . . . . no
O1 N1 C1 C8 -0.8(4) . . . . no
O2 N1 C1 C8 -179.6(3) . . . . no
N1 C1 C7 C5 179.4(3) . . . . no
C8 C1 C7 C5 0.0(5) . . . . no
N1 C1 C8 C6 -179.5(3) . . . . no
C7 C1 C8 C6 -0.1(5) . . . . no
C5 C2 C3 O3 -14.0(4) . . . . no
C5 C2 C3 O4 110.9(3) . . . . no
C6 C2 C3 O3 168.8(2) . . . . no
C6 C2 C3 O4 -66.4(3) . . . . no
C3 C2 C5 C7 -176.0(3) . . . . no
C6 C2 C5 C7 1.2(4) . . . . no
C3 C2 C6 C8 176.0(3) . . . . no
C5 C2 C6 C8 -1.3(4) . . . . no
O3 C4 C12 O6 66.0(3) . . . . no
C2 C5 C7 C1 -0.5(5) . . . . no
C2 C6 C8 C1 0.8(5) . . . . no
O5 C9 C10 O4 66.1(4) . . . . no
O5 C11 C13 O6 85.0(4) . . . . no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21118503
