#------------------------------------------------------------------------------
#$Date: 2016-02-16 02:10:39 +0100 (Tue 16 de Feb de 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/21/7152127.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_7152127
loop_
_publ_author_name
'Karban, Jindřich'
'Císařová, Ivana'
'Strašák, Tomáš'
'Šťastná, Lucie Červenková'
'Sýkora, Jan'
_publ_section_title
;
 Skeletal rearrangements resulting from reactions of 1,6:2,3- and
 1,6:3,4-dianhydro-β-D-hexopyranoses with diethylaminosulphur
 trifluoride.
;
_journal_issue                   2
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              394
_journal_page_last               403
_journal_paper_doi               10.1039/c1ob06336g
_journal_volume                  10
_journal_year                    2012
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C6 H7 F1 O3'
_chemical_formula_sum            'C6 H7 F O3'
_chemical_formula_weight         146.12
_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_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             11-06-29
_audit_creation_method           CRYSTALS_ver_12.82
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.2710(2)
_cell_length_b                   7.6812(2)
_cell_length_c                   12.1999(3)
_cell_measurement_reflns_used    815
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      3
_cell_volume                     587.65(3)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT. Nonius (1997-2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.004
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            1339
_diffrn_reflns_theta_full        27.472
_diffrn_reflns_theta_max         27.472
_diffrn_reflns_theta_min         3.134
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.151
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
Analytical Absorption (De Meulenaer & Tompa, 1965)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_description       oktahedron
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1424
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         759
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0267
_refine_ls_shift/su_max          0.000199
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
0.977 0.918 0.715
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0303
_refine_ls_wR_factor_gt          0.0298
_refine_ls_wR_factor_ref         0.0298
_reflns_limit_h_max              8
_reflns_limit_h_min              0
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                759
_reflns_number_total             803
_reflns_threshold_expression     I>1.96u(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_scale          1.397(4)
_oxford_structure_analysis_title 'Compound X'
_cod_data_source_file            c1ob06336g.txt
_cod_data_source_block           CRYSTALS_cif14
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_original_formula_sum        'C6 H7 F1 O3'
_cod_database_code               7152127
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,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_occupancy
_atom_site_adp_type
F1 F 0.96786(13) 0.40838(11) 0.27925(6) 0.0305 1.0000 Uani
O1 O 0.62465(14) 0.30705(11) 0.41237(7) 0.0226 1.0000 Uani
O2 O 0.67272(14) 0.57666(11) 0.26511(7) 0.0217 1.0000 Uani
O3 O 0.52420(15) 0.70099(11) 0.46104(7) 0.0255 1.0000 Uani
C1 C 0.83712(19) 0.53126(16) 0.33363(9) 0.0209 1.0000 Uani
C2 C 0.77051(19) 0.44515(15) 0.44045(9) 0.0204 1.0000 Uani
C3 C 0.6400(2) 0.56233(16) 0.51569(9) 0.0236 1.0000 Uani
C4 C 0.41938(19) 0.53543(17) 0.48099(9) 0.0236 1.0000 Uani
C5 C 0.4341(2) 0.40626(15) 0.38615(9) 0.0208 1.0000 Uani
C6 C 0.4705(2) 0.48646(15) 0.27396(9) 0.0218 1.0000 Uani
H11 H 0.923(3) 0.634(2) 0.3425(14) 0.024(4) 1.0000 Uiso
H21 H 0.895(3) 0.398(3) 0.4751(15) 0.031(5) 1.0000 Uiso
H31 H 0.684(3) 0.575(2) 0.5901(16) 0.034(5) 1.0000 Uiso
H41 H 0.297(3) 0.535(2) 0.5229(15) 0.028(4) 1.0000 Uiso
H51 H 0.314(3) 0.326(2) 0.3849(14) 0.027(4) 1.0000 Uiso
H61 H 0.359(4) 0.565(2) 0.2586(16) 0.035(5) 1.0000 Uiso
H62 H 0.463(4) 0.396(3) 0.2182(16) 0.039(5) 1.0000 Uiso
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.0245(4) 0.0402(4) 0.0268(4) -0.0039(3) 0.0034(3) 0.0094(3)
O1 0.0222(4) 0.0182(4) 0.0273(4) 0.0033(3) -0.0030(3) 0.0005(3)
O2 0.0217(4) 0.0242(4) 0.0192(4) 0.0047(3) -0.0004(3) -0.0004(3)
O3 0.0273(4) 0.0208(4) 0.0283(4) -0.0020(3) 0.0014(4) 0.0008(4)
C1 0.0200(5) 0.0228(5) 0.0198(5) -0.0002(4) 0.0006(4) 0.0009(4)
C2 0.0204(5) 0.0219(5) 0.0190(5) 0.0023(4) -0.0020(4) -0.0002(4)
C3 0.0282(6) 0.0255(6) 0.0172(5) -0.0006(4) 0.0007(4) -0.0015(5)
C4 0.0229(6) 0.0251(6) 0.0228(5) 0.0000(4) 0.0046(4) -0.0001(4)
C5 0.0196(5) 0.0194(5) 0.0234(5) 0.0020(4) -0.0022(4) -0.0002(4)
C6 0.0226(5) 0.0206(5) 0.0223(5) 0.0009(4) -0.0045(4) -0.0010(4)
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 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 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
_geom_angle_publ_flag
C2 O1 C5 100.85(8) yes
C1 O2 C6 119.38(8) yes
C3 O3 C4 60.44(8) yes
F1 C1 O2 108.61(9) yes
F1 C1 C2 105.72(9) yes
O2 C1 C2 115.24(10) yes
F1 C1 H11 105.9(10) no
O2 C1 H11 106.4(11) no
C2 C1 H11 114.5(10) no
C1 C2 O1 106.91(9) yes
C1 C2 C3 114.02(9) yes
O1 C2 C3 103.70(9) yes
C1 C2 H21 108.6(12) no
O1 C2 H21 110.0(12) no
C3 C2 H21 113.2(11) no
C2 C3 O3 115.18(9) yes
C2 C3 C4 104.50(9) yes
O3 C3 C4 59.81(8) yes
C2 C3 H31 118.5(13) no
O3 C3 H31 120.6(12) no
C4 C3 H31 124.2(13) no
C3 C4 O3 59.75(8) yes
C3 C4 C5 104.72(9) yes
O3 C4 C5 114.50(9) yes
C3 C4 H41 128.9(12) no
O3 C4 H41 118.3(10) no
C5 C4 H41 117.9(11) no
C4 C5 O1 102.92(9) yes
C4 C5 C6 115.38(10) yes
O1 C5 C6 106.71(10) yes
C4 C5 H51 112.2(10) no
O1 C5 H51 107.7(11) no
C6 C5 H51 111.1(11) no
C5 C6 O2 113.14(9) yes
C5 C6 H61 109.2(12) no
O2 C6 H61 109.0(12) no
C5 C6 H62 109.6(12) no
O2 C6 H62 109.5(14) no
H61 C6 H62 106.3(17) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C1 1.4154(13) yes
O1 C2 1.4420(13) yes
O1 C5 1.4529(14) yes
O2 C1 1.3723(14) yes
O2 C6 1.4489(16) yes
O3 C3 1.4512(14) yes
O3 C4 1.4521(15) yes
C1 C2 1.5199(15) yes
C1 H11 0.959(18) no
C2 C3 1.5240(16) yes
C2 H21 0.957(19) no
C3 C4 1.4614(17) yes
C3 H31 0.95(2) no
C4 C5 1.5270(17) yes
C4 H41 0.92(2) no
C5 C6 1.5182(15) yes
C5 H51 0.97(2) no
C6 H61 0.94(2) no
C6 H62 0.97(2) no
