 
data_lobo001 
  
_audit_creation_method            'SHELXL-2018/3' 
_shelx_SHELXL_version_number      '2018/3' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          
 'C12 H10 O6'
_chemical_formula_sum 
 'C12 H10 O6' 
_chemical_formula_weight          250.20 
  
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' 
  
_space_group_crystal_system       monoclinic 
_space_group_IT_number            14 
_space_group_name_H-M_alt         'P 21/n' 
_space_group_name_Hall            '-P 2yn' 
  
_shelx_space_group_comment 
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
  
_cell_length_a                    3.7404(3) 
_cell_length_b                    9.8818(9) 
_cell_length_c                    14.8004(12) 
_cell_angle_alpha                 90 
_cell_angle_beta                  92.532(2) 
_cell_angle_gamma                 90 
_cell_volume                      546.52(8) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     106(2) 
_cell_measurement_reflns_used     7616 
_cell_measurement_theta_min       2.48 
_cell_measurement_theta_max       35.00 
  
_exptl_crystal_description        block 
_exptl_crystal_colour             colourless 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.520 
_exptl_crystal_F_000              260 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.381 
_exptl_crystal_size_mid           0.203 
_exptl_crystal_size_min           0.162 
_exptl_absorpt_coefficient_mu     0.124 
_shelx_estimated_absorpt_T_min    0.954 
_shelx_estimated_absorpt_T_max    0.980 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.7065   
_exptl_absorpt_correction_T_max   0.7469 
_exptl_absorpt_process_details 
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
; 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       106(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    ? 
_diffrn_measurement_device_type   'Bruker AXS APEX diffractometer' 
_diffrn_measurement_method        'φ and ω scans' 
_diffrn_detector_area_resol_mean  8.33 
_diffrn_reflns_number             15261 
_diffrn_reflns_av_unetI/netI      0.0135 
_diffrn_reflns_av_R_equivalents   0.0208 
_diffrn_reflns_limit_h_min        -6 
_diffrn_reflns_limit_h_max        6 
_diffrn_reflns_limit_k_min        -15 
_diffrn_reflns_limit_k_max        15 
_diffrn_reflns_limit_l_min        -23 
_diffrn_reflns_limit_l_max        23 
_diffrn_reflns_theta_min          2.479 
_diffrn_reflns_theta_max          35.083 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max   0.997 
_diffrn_measured_fraction_theta_full  1.000 
_diffrn_reflns_Laue_measured_fraction_max    0.997 
_diffrn_reflns_Laue_measured_fraction_full   1.000 
_diffrn_reflns_point_group_measured_fraction_max   0.997 
_diffrn_reflns_point_group_measured_fraction_full  1.000 
_reflns_number_total              2396 
_reflns_number_gt                 2143 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.000 
_reflns_Friedel_fraction_max      . 
_reflns_Friedel_fraction_full     . 
  
_reflns_special_details 
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
; 
  
_computing_data_collection        'Bruker APEX2' 
_computing_cell_refinement        'Bruker SAINT' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXT 2014/5 (Sheldrick, 2014)' 
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
_refine_special_details           ? 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0860P)²+0.0621P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      iterative 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap 
_refine_ls_hydrogen_treatment     refall 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        . 
_refine_ls_number_reflns          2396 
_refine_ls_number_parameters      102 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0429 
_refine_ls_R_factor_gt            0.0398 
_refine_ls_wR_factor_ref          0.1187 
_refine_ls_wR_factor_gt           0.1150 
_refine_ls_goodness_of_fit_ref    1.021 
_refine_ls_restrained_S_all       1.021 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 
  
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_site_symmetry_order 
 _atom_site_calc_flag 
 _atom_site_refinement_flags_posn 
 _atom_site_refinement_flags_adp 
 _atom_site_refinement_flags_occupancy 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
O1 O 0.32054(13) 0.52363(5) 0.63410(3) 0.01733(12) Uani 1 1 d . . . . . 
O2 O 0.63360(14) 0.67704(5) 0.71910(3) 0.01981(12) Uani 1 1 d . . . . . 
O3 O 0.52917(13) 0.86580(5) 0.58247(3) 0.01488(11) Uani 1 1 d . . . . . 
C1 C 0.3636(2) 0.42910(7) 0.70863(5) 0.02161(15) Uani 1 1 d . . . . . 
C2 C 0.46851(17) 0.64560(6) 0.64977(4) 0.01416(13) Uani 1 1 d . . . . . 
C3 C 0.40697(16) 0.73535(6) 0.57197(4) 0.01414(12) Uani 1 1 d . . . . . 
C4 C 0.25278(17) 0.71704(6) 0.48728(4) 0.01587(13) Uani 1 1 d . . . . . 
C5 C 0.27999(18) 0.84349(6) 0.44166(4) 0.01646(13) Uani 1 1 d . . . . . 
C6 C 0.44860(16) 0.92985(6) 0.50232(4) 0.01435(12) Uani 1 1 d . . . . . 
H1 H 0.234(3) 0.4622(14) 0.7594(9) 0.027(3) Uiso 1 1 d . . . . . 
H2 H 0.258(4) 0.3486(14) 0.6868(10) 0.036(3) Uiso 1 1 d . . . . . 
H3 H 0.606(4) 0.4134(14) 0.7205(9) 0.030(3) Uiso 1 1 d . . . . . 
H4 H 0.152(3) 0.6376(13) 0.4659(8) 0.023(3) Uiso 1 1 d . . . . . 
H5 H 0.201(3) 0.8651(13) 0.3791(8) 0.026(3) Uiso 1 1 d . . . . . 
  
  
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
  
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 
O1 C2 1.3421(8) . ? 
O1 C1 1.4490(8) . ? 
O2 C2 1.2144(8) . ? 
O3 C6 1.3663(7) . ? 
O3 C3 1.3742(8) . ? 
C1 H1 0.969(13) . ? 
C1 H2 0.939(14) . ? 
C1 H3 0.930(13) . ? 
C2 C3 1.4635(9) . ? 
C3 C4 1.3684(8) . ? 
C4 C5 1.4260(9) . ? 
C4 H4 0.921(12) . ? 
C5 C6 1.3719(9) . ? 
C5 H5 0.983(13) . ? 
C6 C6 1.4412(12) 3_676 ? 
  
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 C1 114.60(5) . . ? 
C6 O3 C3 106.08(5) . . ? 
O1 C1 H1 109.3(8) . . ? 
O1 C1 H2 104.7(9) . . ? 
H1 C1 H2 109.6(12) . . ? 
O1 C1 H3 109.0(8) . . ? 
H1 C1 H3 115.2(11) . . ? 
H2 C1 H3 108.5(11) . . ? 
O2 C2 O1 124.48(6) . . ? 
O2 C2 C3 124.48(6) . . ? 
O1 C2 C3 111.04(5) . . ? 
C4 C3 O3 110.62(5) . . ? 
C4 C3 C2 133.30(6) . . ? 
O3 C3 C2 116.08(5) . . ? 
C3 C4 C5 106.37(5) . . ? 
C3 C4 H4 125.2(8) . . ? 
C5 C4 H4 128.4(8) . . ? 
C6 C5 C4 106.00(5) . . ? 
C6 C5 H5 126.3(8) . . ? 
C4 C5 H5 127.7(8) . . ? 
O3 C6 C5 110.94(5) . . ? 
O3 C6 C6 115.98(7) . 3_676 ? 
C5 C6 C6 133.08(7) . 3_676 ? 
  
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 
C1 O1 C2 O2 1.51(9) . . . . ? 
C1 O1 C2 C3 -178.92(5) . . . . ? 
C6 O3 C3 C4 0.01(7) . . . . ? 
C6 O3 C3 C2 179.19(5) . . . . ? 
O2 C2 C3 C4 174.86(7) . . . . ? 
O1 C2 C3 C4 -4.70(10) . . . . ? 
O2 C2 C3 O3 -4.08(9) . . . . ? 
O1 C2 C3 O3 176.36(5) . . . . ? 
O3 C3 C4 C5 0.09(7) . . . . ? 
C2 C3 C4 C5 -178.89(7) . . . . ? 
C3 C4 C5 C6 -0.16(7) . . . . ? 
C3 O3 C6 C5 -0.12(7) . . . . ? 
C3 O3 C6 C6 179.65(6) . . . 3_676 ? 
C4 C5 C6 O3 0.17(7) . . . . ? 
C4 C5 C6 C6 -179.54(9) . . . 3_676 ? 
  
_refine_diff_density_max    0.617 
_refine_diff_density_min   -0.225 
_refine_diff_density_rms    0.070 
  
  
  
