#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:08:31 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180289 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/03/7150338.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_7150338
loop_
_publ_author_name
'Arany, Andrea'
'Crowley, Patrick J.'
'Fawcett, John'
'Hursthouse, Michael B.'
'Kariuki, Benson M.'
'Light, Mark E.'
'Moralee, Andrew C.'
'Percy, Jonathan M.'
'Salafia, Vittoria'
_publ_section_title
;
 Highly-functionalised difluorinated (hydroxymethyl)conduritol
 analogues via the Diels-Alder reactions of a difluorinated dienophile.
;
_journal_issue                   4
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              455
_journal_page_last               465
_journal_paper_doi               10.1039/b314314g
_journal_volume                  2
_journal_year                    2004
_chemical_formula_sum            'C10 H10 F2 O6'
_chemical_formula_weight         264.18
_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                77.063(2)
_cell_angle_beta                 78.383(2)
_cell_angle_gamma                89.452(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3657(7)
_cell_length_b                   7.5078(7)
_cell_length_c                   10.1384(9)
_cell_measurement_reflns_used    2369
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.85
_cell_measurement_theta_min      2.77
_cell_volume                     534.86(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3895
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         1866
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0316
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0470P)²+0.0755P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0871
_reflns_number_gt                1648
_reflns_number_total             1866
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b314314g.txt
_cod_data_source_block           16
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7150338
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
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.09090(11) 0.17923(11) 0.98351(8) 0.0277(2) Uani 1 1 d . . .
F2 F 0.26386(11) 0.02578(10) 0.85090(9) 0.0290(2) Uani 1 1 d . . .
O1 O 0.11514(15) 0.56096(14) 0.59274(11) 0.0319(3) Uani 1 1 d . . .
O2 O 0.30723(17) 0.48871(16) 0.41177(11) 0.0412(3) Uani 1 1 d . . .
O3 O 0.24432(13) 0.29012(13) 0.61748(10) 0.0250(3) Uani 1 1 d . . .
O4 O 0.45017(14) 0.23393(15) 0.98510(10) 0.0310(3) Uani 1 1 d . . .
H4 H 0.5516 0.1852 0.9633 0.046 Uiso 1 1 calc R . .
O5 O -0.20157(14) 0.18321(14) 0.83287(11) 0.0288(3) Uani 1 1 d . . .
O6 O -0.03118(14) 0.04893(14) 0.67447(11) 0.0283(3) Uani 1 1 d . . .
C2 C 0.2295(2) 0.4518(2) 0.52939(16) 0.0289(4) Uani 1 1 d . . .
C3A C 0.11516(19) 0.28125(19) 0.74542(14) 0.0221(3) Uani 1 1 d . . .
C4 C 0.21494(19) 0.19741(18) 0.86202(14) 0.0223(3) Uani 1 1 d . . .
C5 C 0.3826(2) 0.3109(2) 0.86410(14) 0.0250(3) Uani 1 1 d . . .
H5 H 0.4812 0.3087 0.7808 0.030 Uiso 1 1 calc R . .
C6 C 0.3281(2) 0.5035(2) 0.86222(16) 0.0315(4) Uani 1 1 d . . .
H6 H 0.3981 0.5758 0.9014 0.038 Uiso 1 1 calc R . .
C7 C 0.1885(2) 0.5791(2) 0.80938(16) 0.0315(4) Uani 1 1 d . . .
H7 H 0.1614 0.7015 0.8149 0.038 Uiso 1 1 calc R . .
C7A C 0.0708(2) 0.48246(19) 0.74147(15) 0.0259(3) Uani 1 1 d . . .
H7A H -0.0637 0.4943 0.7798 0.031 Uiso 1 1 calc R . .
C8 C -0.0599(2) 0.16515(19) 0.75514(14) 0.0230(3) Uani 1 1 d . . .
C9 C -0.1879(2) -0.0770(2) 0.68335(17) 0.0316(4) Uani 1 1 d . . .
H9A H -0.2535 -0.1168 0.7810 0.038 Uiso 1 1 calc R . .
H9B H -0.1399 -0.1869 0.6513 0.038 Uiso 1 1 calc R . .
C10 C -0.3217(2) 0.0117(2) 0.59758(17) 0.0344(4) Uani 1 1 d . . .
H10A H -0.3742 0.1169 0.6322 0.052 Uiso 1 1 calc R . .
H10B H -0.4216 -0.0767 0.6033 0.052 Uiso 1 1 calc R . .
H10C H -0.2567 0.0529 0.5011 0.052 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C7A 109.57(11) . . ?
C2 O3 C3A 109.18(11) . . ?
C8 O6 C9 116.51(12) . . ?
O2 C2 O1 125.38(14) . . ?
O2 C2 O3 123.63(15) . . ?
O1 C2 O3 110.99(12) . . ?
O3 C3A C4 107.13(11) . . ?
O3 C3A C7A 103.29(11) . . ?
C4 C3A C7A 112.62(11) . . ?
O3 C3A C8 111.58(11) . . ?
C4 C3A C8 110.34(11) . . ?
C7A C3A C8 111.62(12) . . ?
F2 C4 F1 106.49(10) . . ?
F2 C4 C5 110.56(11) . . ?
F1 C4 C5 109.64(11) . . ?
F2 C4 C3A 108.98(11) . . ?
F1 C4 C3A 107.65(11) . . ?
C5 C4 C3A 113.26(11) . . ?
O4 C5 C6 110.76(12) . . ?
O4 C5 C4 108.60(11) . . ?
C6 C5 C4 109.26(12) . . ?
C7 C6 C5 123.87(14) . . ?
C6 C7 C7A 123.50(14) . . ?
O1 C7A C7 108.52(12) . . ?
O1 C7A C3A 101.00(11) . . ?
C7 C7A C3A 115.01(13) . . ?
O5 C8 O6 127.00(13) . . ?
O5 C8 C3A 120.45(13) . . ?
O6 C8 C3A 112.52(12) . . ?
O6 C9 C10 111.59(12) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C4 1.3581(16) . ?
F2 C4 1.3575(16) . ?
O1 C2 1.3413(19) . ?
O1 C7A 1.4613(18) . ?
O2 C2 1.1860(18) . ?
O3 C2 1.3541(18) . ?
O3 C3A 1.4344(16) . ?
O4 C5 1.4175(17) . ?
O5 C8 1.2007(17) . ?
O6 C8 1.3120(17) . ?
O6 C9 1.4750(17) . ?
C3A C4 1.5302(19) . ?
C3A C7A 1.536(2) . ?
C3A C8 1.538(2) . ?
C4 C5 1.5132(19) . ?
C5 C6 1.494(2) . ?
C6 C7 1.319(2) . ?
C7 C7A 1.492(2) . ?
C9 C10 1.498(2) . ?
