 
data_Compund5e
 
_audit_creation_method            SHELXL-2014
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C11 H14 O4' 
_chemical_formula_weight          210.22

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       orthorhombic
_space_group_IT_number            19
_space_group_name_H-M_alt         'P 21 21 21'
_space_group_name_Hall            'P 2ac 2ab'
 
_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, z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, y+1/2, -z+1/2'
 
_cell_length_a                    7.743(5)
_cell_length_b                    5.358(5)
_cell_length_c                    25.066(5)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      1039.9(12)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     18362 
_cell_measurement_theta_min       2.75 
_cell_measurement_theta_max       28.66 
 
_exptl_crystal_description        'Prismatic'
_exptl_crystal_colour             'Colourless' 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ?              
_exptl_crystal_density_diffrn     1.343          
_exptl_crystal_F_000              448
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.22 
_exptl_crystal_size_mid           0.18 
_exptl_crystal_size_min           0.18 
_exptl_absorpt_coefficient_mu     0.102
_shelx_estimated_absorpt_T_min    ? 
_shelx_estimated_absorpt_T_max    ? 
_exptl_absorpt_correction_type    'Empirical'
_exptl_absorpt_correction_T_min   0.717
_exptl_absorpt_correction_T_max   0.746 
_exptl_absorpt_process_details    'Bruker SADABS (Bruker, 1999)' 
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71069
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed tube'
_diffrn_measurement_device_type   'Bruker D8 Venture'
_diffrn_measurement_method        'Phi and Omega Scans'
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             31708
_diffrn_reflns_av_unetI/netI      0.0221
_diffrn_reflns_av_R_equivalents   0.0525
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -7
_diffrn_reflns_limit_k_max        7
_diffrn_reflns_limit_l_min        -33
_diffrn_reflns_limit_l_max        33
_diffrn_reflns_theta_min          2.753
_diffrn_reflns_theta_max          28.737
_diffrn_reflns_theta_full         25.240
_diffrn_measured_fraction_theta_max   0.998
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.998
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.997
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              2689
_reflns_number_gt                 2507
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.683
_reflns_Friedel_fraction_max      0.996
_reflns_Friedel_fraction_full     1.000
 
_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 ApexII'
_computing_cell_refinement        'Bruker Apex II'
_computing_data_reduction         'Bruker Apex II'
_computing_structure_solution     'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement   'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics     ?
_computing_publication_material   'SHELXL-2014 (Sheldrick, 2014)'
 
_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)+(0.0449P)²+0.1806P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_abs_structure_details
;
 Flack x determined using 984 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    -0.4(2)
_chemical_absolute_configuration  ?
_refine_ls_number_reflns          2689
_refine_ls_number_parameters      138
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0354
_refine_ls_R_factor_gt            0.0320
_refine_ls_wR_factor_ref          0.0817
_refine_ls_wR_factor_gt           0.0801
_refine_ls_goodness_of_fit_ref    1.079
_refine_ls_restrained_S_all       1.079
_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
C1 C 0.3822(2) 0.6241(3) 0.98309(6) 0.0223(3) Uani 1 1 d . . . . .
C2 C 0.2223(2) 0.3044(3) 0.94997(6) 0.0191(3) Uani 1 1 d . . . . .
H2A H 0.0987 0.3252 0.9545 0.023 Uiso 1 1 calc R U . . .
H2B H 0.2474 0.1289 0.9446 0.023 Uiso 1 1 calc R U . . .
C3 C 0.28901(19) 0.4620(3) 0.90296(6) 0.0158(3) Uani 1 1 d . . . . .
C4 C 0.1433(2) 0.5575(4) 0.86809(7) 0.0275(4) Uani 1 1 d . . . . .
H4A H 0.1882 0.6773 0.8432 0.041 Uiso 1 1 d R U . . .
H4B H 0.0928 0.4206 0.8489 0.041 Uiso 1 1 d R U . . .
H4C H 0.0569 0.6353 0.8900 0.041 Uiso 1 1 d R U . . .
C5 C 0.43301(19) 0.3317(3) 0.87146(6) 0.0140(3) Uani 1 1 d . . . . .
H5 H 0.3821 0.1846 0.8544 0.017 Uiso 1 1 calc R U . . .
C6 C 0.58154(19) 0.2403(3) 0.90684(6) 0.0170(3) Uani 1 1 d . . . . .
H6A H 0.6320 0.3809 0.9256 0.020 Uiso 1 1 calc R U . . .
H6B H 0.5373 0.1242 0.9332 0.020 Uiso 1 1 calc R U . . .
C7 C 0.7175(2) 0.1139(3) 0.87383(6) 0.0191(3) Uani 1 1 d . . . . .
H7 H 0.7881 -0.0029 0.8905 0.023 Uiso 1 1 calc R U . . .
C8 C 0.7439(2) 0.1588(3) 0.82167(6) 0.0180(3) Uani 1 1 d . . . . .
C9 C 0.64647(19) 0.3623(3) 0.79521(6) 0.0166(3) Uani 1 1 d . . . . .
C10 C 0.5092(2) 0.4951(3) 0.82725(6) 0.0196(3) Uani 1 1 d . . . . .
H10A H 0.4172 0.5473 0.8035 0.024 Uiso 1 1 calc R U . . .
H10B H 0.5588 0.6439 0.8431 0.024 Uiso 1 1 calc R U . . .
C11 C 0.8723(2) 0.0172(4) 0.78868(7) 0.0270(4) Uani 1 1 d . . . . .
H11A H 0.9361 -0.0948 0.8111 0.041 Uiso 1 1 d R U . . .
H11B H 0.8126 -0.0765 0.7617 0.041 Uiso 1 1 d R U . . .
H11C H 0.9505 0.1324 0.7720 0.041 Uiso 1 1 d R U . . .
O1 O 0.4525(2) 0.7585(3) 1.01424(5) 0.0392(4) Uani 1 1 d . . . . .
O2 O 0.36272(16) 0.6771(2) 0.93118(4) 0.0197(2) Uani 1 1 d . . . . .
O3 O 0.31530(16) 0.4011(2) 0.99543(4) 0.0223(3) Uani 1 1 d . . . . .
O4 O 0.67916(16) 0.4267(2) 0.74954(4) 0.0247(3) Uani 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
C1 O1 1.194(2) . ?
C1 O3 1.338(2) . ?
C1 O2 1.3404(19) . ?
C2 O3 1.4440(19) . ?
C2 C3 1.539(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 O2 1.4680(19) . ?
C3 C4 1.516(2) . ?
C3 C5 1.534(2) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C10 1.531(2) . ?
C5 C6 1.533(2) . ?
C5 H5 0.9800 . ?
C6 C7 1.501(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.345(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.482(2) . ?
C8 C11 1.500(2) . ?
C9 O4 1.2222(18) . ?
C9 C10 1.510(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
 
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
O1 C1 O3 124.33(16) . . ?
O1 C1 O2 123.93(17) . . ?
O3 C1 O2 111.73(13) . . ?
O3 C2 C3 103.91(12) . . ?
O3 C2 H2A 111.0 . . ?
C3 C2 H2A 111.0 . . ?
O3 C2 H2B 111.0 . . ?
C3 C2 H2B 111.0 . . ?
H2A C2 H2B 109.0 . . ?
O2 C3 C4 107.57(13) . . ?
O2 C3 C5 108.83(13) . . ?
C4 C3 C5 113.43(12) . . ?
O2 C3 C2 101.09(12) . . ?
C4 C3 C2 112.15(14) . . ?
C5 C3 C2 112.85(13) . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.6 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C10 C5 C6 108.22(13) . . ?
C10 C5 C3 113.09(13) . . ?
C6 C5 C3 113.13(12) . . ?
C10 C5 H5 107.4 . . ?
C6 C5 H5 107.4 . . ?
C3 C5 H5 107.4 . . ?
C7 C6 C5 110.58(12) . . ?
C7 C6 H6A 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C6 124.18(14) . . ?
C8 C7 H7 117.9 . . ?
C6 C7 H7 117.9 . . ?
C7 C8 C9 119.29(14) . . ?
C7 C8 C11 123.10(15) . . ?
C9 C8 C11 117.58(14) . . ?
O4 C9 C8 121.41(14) . . ?
O4 C9 C10 120.72(14) . . ?
C8 C9 C10 117.83(13) . . ?
C9 C10 C5 112.74(13) . . ?
C9 C10 H10A 109.0 . . ?
C5 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
C5 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.4 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C1 O2 C3 110.17(12) . . ?
C1 O3 C2 109.30(12) . . ?
 
_refine_diff_density_max    0.241
_refine_diff_density_min   -0.222
_refine_diff_density_rms    0.045

_shelxl_version_number 2014-3



