#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/10/7051022.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_7051022
loop_
_publ_author_name
'Banwell, Martin G.'
'Bray, Andrew M.'
'Edwards, Alison J.'
'Wong, David J.'
_publ_section_title
;
 Chemoenzymatic synthesis of the epimeric 6C-methyl-D-mannoses from
 toluene
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3
_journal_paper_doi               10.1039/b005312k
_journal_volume                  25
_journal_year                    2001
_chemical_compound_source        'Local laboratory'
_chemical_formula_moiety         'C13 H20 O6 '
_chemical_formula_sum            'C13 H20 O6'
_chemical_formula_weight         272.297
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'maXus + CRYSTALS_ver_12-03-99'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.4308(4)
_cell_length_b                   10.5457(5)
_cell_length_c                   15.6538(8)
_cell_measurement_reflns_used    17814
_cell_measurement_temperature    200
_cell_measurement_theta_max      25.485
_cell_measurement_theta_min      3.395
_cell_volume                     1391.76(12)
_computing_data_collection       KappaCCD
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;                                                                               
 CAMERON (Watkin, Prout & Pearce,  1996)                                        
;
_computing_publication_material
;                                                                               
CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996)                
maxus(Mackay et al., 1999)
;
_computing_structure_refinement
;                                                                               
CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996)                
;
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.060
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17901
_diffrn_reflns_theta_max         26.4
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
Gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             584
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9997
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1331
_refine_ls_R_factor_gt           0.0490
_refine_ls_shift/su_max          0.000148
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Chebychev polynomial with 3 parameters, Carruthers & Watkin , 1979, 
 1.29     1.49    0.971    
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0224
_reflns_d_resolution_high        0.77
_reflns_d_resolution_low         1.58
_reflns_limit_h_max              10
_reflns_limit_h_min              0
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                1331
_reflns_number_total             1590
_reflns_threshold_expression     >2.50σ(I)
_cod_data_source_file            b005312k.txt
_cod_data_source_block           compound[11](mbdw3z)
_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_original_cell_volume        1391.80(10)
_cod_original_sg_symbol_H-M      'P 21 21 21    '
_cod_original_formula_sum        'C13 H20 O6 '
_cod_database_code               7051022
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
'-X+ 1/2,-Y,+Z+ 1/2'
'+X+ 1/2,-Y+ 1/2,-Z'
'-X,+Y+ 1/2,-Z+ 1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
O1 0.18992(11) 0.32319(11) 0.38780(6) 0.0389 1.0000 Uani
O3 0.38986(11) 0.22011(11) 0.32153(6) 0.0396 1.0000 Uani
O4 0.25617(18) 0.06334(11) 0.15279(7) 0.0522 1.0000 Uani
O5 0.25863(13) 0.2716(1) 0.14977(6) 0.0399 1.0000 Uani
O7 -0.04819(13) 0.3979(1) 0.14882(7) 0.0405 1.0000 Uani
O9 -0.06892(13) 0.20963(9) 0.22013(6) 0.0386 1.0000 Uani
C2 0.34957(17) 0.27980(18) 0.40074(9) 0.0410 1.0000 Uani
C3 0.25067(19) 0.16135(14) 0.29033(8) 0.0358 1.0000 Uani
C4 0.25229(19) 0.16115(15) 0.19265(9) 0.0371 1.0000 Uani
C6 0.23029(18) 0.39250(15) 0.19289(8) 0.0369 1.0000 Uani
C8 -0.13362(18) 0.27936(15) 0.14979(9) 0.0418 1.0000 Uani
C9 -0.00590(15) 0.30074(13) 0.27851(9) 0.0336 1.0000 Uani
C10 0.2789(2) 0.49339(17) 0.1295(1) 0.0519 1.0000 Uani
C11 -0.1006(3) 0.2060(2) 0.06835(11) 0.0622 1.0000 Uani
C12 -0.3083(2) 0.30504(18) 0.16406(13) 0.0556 1.0000 Uani
C13 0.3569(2) 0.1854(2) 0.47396(11) 0.0544 1.0000 Uani
C14 0.4559(2) 0.3935(2) 0.41295(12) 0.0552 1.0000 Uani
C61 0.05694(17) 0.40448(12) 0.22055(8) 0.0334 1.0000 Uani
C91 0.11248(14) 0.23150(14) 0.33544(7) 0.0339 1.0000 Uani
H31 0.23968(19) 0.06911(14) 0.30389(8) 0.0600 1.0000 Uiso
H61 0.29296(18) 0.40050(15) 0.24686(8) 0.0600 1.0000 Uiso
H91 -0.08035(15) 0.34119(13) 0.32011(9) 0.0600 1.0000 Uiso
H101 0.2622(2) 0.57904(17) 0.1554(1) 0.0612 1.0000 Uiso
H102 0.3935(2) 0.48257(17) 0.1147(1) 0.0612 1.0000 Uiso
H103 0.2131(2) 0.48541(17) 0.0766(1) 0.0612 1.0000 Uiso
H111 -0.1602(3) 0.1240(2) 0.06954(11) 0.0741 1.0000 Uiso
H112 -0.1355(3) 0.2572(2) 0.01797(11) 0.0741 1.0000 Uiso
H113 0.0156(3) 0.1883(2) 0.06387(11) 0.0741 1.0000 Uiso
H121 -0.3676(2) 0.22294(18) 0.16479(13) 0.0627 1.0000 Uiso
H122 -0.3230(2) 0.34944(18) 0.21995(13) 0.0627 1.0000 Uiso
H123 -0.3496(2) 0.35973(18) 0.11685(13) 0.0627 1.0000 Uiso
H131 0.4689(2) 0.1564(2) 0.48203(11) 0.0617 1.0000 Uiso
H132 0.3185(2) 0.2269(2) 0.52757(11) 0.0617 1.0000 Uiso
H133 0.2881(2) 0.1108(2) 0.46045(11) 0.0617 1.0000 Uiso
H141 0.5675(2) 0.3645(2) 0.42206(12) 0.0639 1.0000 Uiso
H142 0.4197(2) 0.4430(2) 0.46385(12) 0.0639 1.0000 Uiso
H143 0.4508(2) 0.4485(2) 0.36095(12) 0.0639 1.0000 Uiso
H611 0.05848(17) 0.48758(12) 0.25131(8) 0.0600 1.0000 Uiso
H911 0.04616(14) 0.16660(14) 0.36533(7) 0.0600 1.0000 Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C   ' 0.0020 0.0020 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997
0.0030 International_Tables_Vol_IV_Table_2.2B
'O   ' 0.0080 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B
loop_
_diffrn_radiation_wavelength
0.71073
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 1 0.120
1 0 -1 0.160
0 1 0 0.135
0 -1 0 0.220
0 0 -1 0.000
0 0 1 0.040
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . O1 . C91 . 107.11(11) yes
C2 . O3 . C3 . 107.2(1) yes
C4 . O5 . C6 . 121.2(1) yes
C8 . O7 . C61 . 110.0(1) yes
C8 . O9 . C9 . 106.7(1) yes
O1 . C2 . O3 . 103.91(11) yes
O1 . C2 . C13 . 110.69(13) yes
O3 . C2 . C13 . 110.84(15) yes
O1 . C2 . C14 . 108.73(15) yes
O3 . C2 . C14 . 108.56(12) yes
C13 . C2 . C14 . 113.62(14) yes
O3 . C3 . C4 . 109.79(12) yes
O3 . C3 . C91 . 104.91(11) yes
C4 . C3 . C91 . 117.57(12) yes
O3 . C3 . H31 . 115.46(8) no
C4 . C3 . H31 . 102.22(8) no
C91 . C3 . H31 . 107.33(8) no
O4 . C4 . O5 . 118.77(12) yes
O4 . C4 . C3 . 121.26(14) yes
O5 . C4 . C3 . 119.86(13) yes
O5 . C6 . C10 . 105.45(12) yes
O5 . C6 . C61 . 111.03(12) yes
C10 . C6 . C61 . 112.76(13) yes
O5 . C6 . H61 . 112.16(7) no
C10 . C6 . H61 . 110.60(9) no
C61 . C6 . H61 . 105.00(7) no
O7 . C8 . O9 . 105.2(1) yes
O7 . C8 . C11 . 109.97(14) yes
O9 . C8 . C11 . 108.31(13) yes
O7 . C8 . C12 . 109.40(13) yes
O9 . C8 . C12 . 110.43(14) yes
C11 . C8 . C12 . 113.18(14) yes
O9 . C9 . C61 . 103.44(11) yes
O9 . C9 . C91 . 107.2(1) yes
C61 . C9 . C91 . 117.81(11) yes
O9 . C9 . H91 . 118.04(7) no
C61 . C9 . H91 . 107.52(7) no
C91 . C9 . H91 . 103.57(7) no
C6 . C10 . H101 . 109.37(9) no
C6 . C10 . H102 . 109.5(1) no
H101 . C10 . H102 . 109.476 no
C6 . C10 . H103 . 109.49(9) no
H101 . C10 . H103 . 109.476 no
H102 . C10 . H103 . 109.476 no
C8 . C11 . H111 . 109.45(11) no
C8 . C11 . H112 . 109.5(1) no
H111 . C11 . H112 . 109.476 no
C8 . C11 . H113 . 109.5(1) no
H111 . C11 . H113 . 109.476 no
H112 . C11 . H113 . 109.476 no
C8 . C12 . H121 . 109.5(1) no
C8 . C12 . H122 . 109.5(1) no
H121 . C12 . H122 . 109.476 no
C8 . C12 . H123 . 109.5(1) no
H121 . C12 . H123 . 109.476 no
H122 . C12 . H123 . 109.476 no
C2 . C13 . H131 . 109.52(9) no
C2 . C13 . H132 . 109.5(1) no
H131 . C13 . H132 . 109.476 no
C2 . C13 . H133 . 109.4(1) no
H131 . C13 . H133 . 109.476 no
H132 . C13 . H133 . 109.476 no
C2 . C14 . H141 . 109.5(1) no
C2 . C14 . H142 . 109.53(9) no
H141 . C14 . H142 . 109.476 no
C2 . C14 . H143 . 109.38(9) no
H141 . C14 . H143 . 109.476 no
H142 . C14 . H143 . 109.476 no
O7 . C61 . C6 . 111.43(11) yes
O7 . C61 . C9 . 102.59(11) yes
C6 . C61 . C9 . 116.33(11) yes
O7 . C61 . H611 . 115.33(6) no
C6 . C61 . H611 . 101.32(7) no
C9 . C61 . H611 . 110.40(7) no
O1 . C91 . C3 . 104.0(1) yes
O1 . C91 . C9 . 108.12(11) yes
C3 . C91 . C9 . 117.0(1) yes
O1 . C91 . H911 . 116.82(7) no
C3 . C91 . H911 . 107.86(8) no
C9 . C91 . H911 . 103.61(7) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 . C2 . 1.4360(17) yes
O1 . C91 . 1.4258(18) yes
O3 . C2 . 1.4314(19) yes
O3 . C3 . 1.414(2) yes
O4 . C4 . 1.206(2) yes
O5 . C4 . 1.346(2) yes
O5 . C6 . 1.462(2) yes
O7 . C8 . 1.443(2) yes
O7 . C61 . 1.4322(18) yes
O9 . C8 . 1.4321(18) yes
O9 . C9 . 1.4284(16) yes
C2 . C13 . 1.519(2) yes
C2 . C14 . 1.509(3) yes
C3 . C4 . 1.5291(18) yes
C3 . C91 . 1.550(2) yes
C3 . H31 . 1.000 no
C6 . C10 . 1.511(2) yes
C6 . C61 . 1.529(2) yes
C6 . H61 . 1.000 no
C8 . C11 . 1.517(3) yes
C8 . C12 . 1.514(2) yes
C9 . C61 . 1.5168(19) yes
C9 . C91 . 1.5243(18) yes
C9 . H91 . 1.000 no
C10 . H101 . 1.000 no
C10 . H102 . 1.000 no
C10 . H103 . 1.000 no
C11 . H111 . 1.000 no
C11 . H112 . 1.000 no
C11 . H113 . 1.000 no
C12 . H121 . 1.000 no
C12 . H122 . 1.000 no
C12 . H123 . 1.000 no
C13 . H131 . 1.000 no
C13 . H132 . 1.000 no
C13 . H133 . 1.000 no
C14 . H141 . 1.000 no
C14 . H142 . 1.000 no
C14 . H143 . 1.000 no
C61 . H611 . 1.000 no
C91 . H911 . 1.000 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9383075
