 
data_monoI
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C6 H16 O3' 
_chemical_formula_weight          136.19

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            15
_space_group_name_H-M_alt         'I 2/a'
_space_group_name_Hall            '-I 2ya'
 
_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'
 'x+1/2, y+1/2, z+1/2'
 '-x+1, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y, z'
 '-x+1/2, -y+1/2, -z+1/2'
 'x, -y+1/2, z+1/2'
 
_cell_length_a                    14.6876(10)
_cell_length_b                    14.7273(11)
_cell_length_c                    15.2443(11)
_cell_angle_alpha                 90
_cell_angle_beta                  90.027(5)
_cell_angle_gamma                 90
_cell_volume                      3297.5(4)
_cell_formula_units_Z             16
_cell_measurement_temperature     90(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        ?
_exptl_crystal_colour             ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.097          
_exptl_crystal_F_000              1216
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           ?
_exptl_crystal_size_mid           ?
_exptl_crystal_size_min           ?
_exptl_absorpt_coefficient_mu     0.086
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    ?
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       90(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   ?
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             18889
_diffrn_reflns_av_unetI/netI      0.0982
_diffrn_reflns_av_R_equivalents   0.0868
_diffrn_reflns_limit_h_min        -19
_diffrn_reflns_limit_h_max        14
_diffrn_reflns_limit_k_min        -19
_diffrn_reflns_limit_k_max        19
_diffrn_reflns_limit_l_min        -19
_diffrn_reflns_limit_l_max        17
_diffrn_reflns_theta_min          1.923
_diffrn_reflns_theta_max          27.971
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.970
_diffrn_measured_fraction_theta_full  1.000
_diffrn_reflns_Laue_measured_fraction_max    0.970
_diffrn_reflns_Laue_measured_fraction_full   1.000
_diffrn_reflns_point_group_measured_fraction_max   0.970
_diffrn_reflns_point_group_measured_fraction_full  1.000
_reflns_number_total              3984
_reflns_number_gt                 1796
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details
;
 Refined as a 4-component twin.
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0838P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          3984
_refine_ls_number_parameters      174
_refine_ls_number_restraints      84
_refine_ls_R_factor_all           0.1649
_refine_ls_R_factor_gt            0.0645
_refine_ls_wR_factor_ref          0.1798
_refine_ls_wR_factor_gt           0.1360
_refine_ls_goodness_of_fit_ref    0.978
_refine_ls_restrained_S_all       0.974
_refine_ls_shift/su_max           1.798
_refine_ls_shift/su_mean          0.386
 
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
O001 O 0.2329(4) 0.7618(4) 0.1263(4) 0.0345(18) Uani 1 1 d . . . . .
O1 O -0.1228(5) 0.7605(4) 0.0195(4) 0.0346(17) Uani 1 1 d . U . . .
C1 C 0.2594(10) 0.4826(5) 0.3754(6) 0.041(3) Uani 1 1 d . U . . .
H1A H 0.326024 0.484093 0.379444 0.061 Uiso 1 1 calc R U . . .
H1B H 0.235753 0.434953 0.414078 0.061 Uiso 1 1 calc R U . . .
H1C H 0.234657 0.541489 0.393427 0.061 Uiso 1 1 calc R U . . .
O002 O -0.2655(4) 0.7367(4) 0.1266(3) 0.0313(17) Uani 1 1 d . . . . .
O2 O 0.1225(5) 0.7405(4) -0.0181(4) 0.0352(17) Uani 1 1 d . U . . .
C2 C 0.2408(11) 0.5157(5) 0.1226(6) 0.041(3) Uani 1 1 d . U . . .
H2A H 0.269743 0.560131 0.083816 0.061 Uiso 1 1 calc R U . . .
H2B H 0.174478 0.519804 0.116608 0.061 Uiso 1 1 calc R U . . .
H2C H 0.260888 0.454431 0.106621 0.061 Uiso 1 1 calc R U . . .
O3 O 0.2767(5) 0.3790(4) 0.2593(4) 0.039(2) Uani 1 1 d . U . . .
O4 O 0.2237(6) 0.6213(4) 0.2405(4) 0.041(2) Uani 1 1 d . U . . .
C007 C 0.0104(6) 0.7824(5) -0.1245(6) 0.037(3) Uani 1 1 d . U . . .
H00A H 0.060141 0.811877 -0.156540 0.056 Uiso 1 1 calc R U . . .
H00B H -0.045995 0.816739 -0.133319 0.056 Uiso 1 1 calc R U . . .
H00C H 0.002447 0.720324 -0.146188 0.056 Uiso 1 1 calc R U . . .
C008 C -0.0324(8) 0.7206(5) 0.0283(6) 0.0324(14) Uani 1 1 d . U . . .
C009 C -0.0074(5) 0.7185(5) 0.1239(6) 0.033(3) Uani 1 1 d . U . . .
H00D H 0.054456 0.694605 0.130505 0.049 Uiso 1 1 calc R U . . .
H00E H -0.050249 0.679383 0.155505 0.049 Uiso 1 1 calc R U . . .
H00F H -0.010249 0.780152 0.147904 0.049 Uiso 1 1 calc R U . . .
C010 C 0.0333(8) 0.7799(5) -0.0270(6) 0.0320(14) Uani 1 1 d . U . . .
C011 C 0.2678(8) 0.5355(6) 0.2182(6) 0.0325(13) Uani 1 1 d . U . . .
C012 C 0.2314(8) 0.4628(6) 0.2816(6) 0.0327(14) Uani 1 1 d . U . . .
C013 C 0.3720(8) 0.5473(8) 0.2230(7) 0.048(3) Uani 1 1 d . U . . .
H01A H 0.401466 0.488046 0.216050 0.071 Uiso 1 1 calc R U . . .
H01B H 0.388593 0.573257 0.279998 0.071 Uiso 1 1 calc R U . . .
H01C H 0.392062 0.588079 0.176055 0.071 Uiso 1 1 calc R U . . .
C014 C -0.0358(8) 0.6227(5) -0.0081(7) 0.039(2) Uani 1 1 d . U . . .
H01D H -0.060162 0.623580 -0.067912 0.059 Uiso 1 1 calc R U . . .
H01E H -0.075173 0.585433 0.029309 0.059 Uiso 1 1 calc R U . . .
H01F H 0.025742 0.597011 -0.008617 0.059 Uiso 1 1 calc R U . . .
C015 C 0.1306(8) 0.4520(7) 0.2742(7) 0.040(3) Uani 1 1 d . U . . .
H01G H 0.114834 0.434064 0.214164 0.061 Uiso 1 1 calc R U . . .
H01H H 0.100866 0.509790 0.288236 0.061 Uiso 1 1 calc R U . . .
H01I H 0.109980 0.405179 0.315256 0.061 Uiso 1 1 calc R U . . .
C016 C 0.0377(8) 0.8756(5) 0.0080(6) 0.039(2) Uani 1 1 d . U . . .
H01J H 0.078574 0.911906 -0.028729 0.058 Uiso 1 1 calc R U . . .
H01K H 0.060765 0.874617 0.068364 0.058 Uiso 1 1 calc R U . . .
H01L H -0.023335 0.902424 0.007225 0.058 Uiso 1 1 calc R U . . .
 
 
_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 C008 1.459(12) . ?
C1 C012 1.517(15) . ?
O2 C010 1.438(11) . ?
C2 C011 1.537(14) . ?
O3 C012 1.442(10) . ?
O4 C011 1.460(11) . ?
C007 C010 1.523(13) . ?
C008 C009 1.502(13) . ?
C008 C014 1.545(10) . ?
C008 C010 1.551(5) . ?
C010 C016 1.508(10) . ?
C011 C013 1.542(15) . ?
C011 C012 1.538(5) . ?
C012 C015 1.494(15) . ?
 
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 C008 C009 108.6(8) . . ?
O1 C008 C014 108.3(9) . . ?
C009 C008 C014 109.7(7) . . ?
O1 C008 C010 106.8(5) . . ?
C009 C008 C010 112.8(6) . . ?
C014 C008 C010 110.5(6) . . ?
O2 C010 C016 107.8(9) . . ?
O2 C010 C007 107.6(8) . . ?
C016 C010 C007 109.4(7) . . ?
O2 C010 C008 106.7(5) . . ?
C016 C010 C008 111.1(6) . . ?
C007 C010 C008 114.0(6) . . ?
O4 C011 C013 109.4(9) . . ?
O4 C011 C2 105.7(9) . . ?
C013 C011 C2 108.8(8) . . ?
O4 C011 C012 107.5(5) . . ?
C013 C011 C012 113.1(7) . . ?
C2 C011 C012 111.9(6) . . ?
O3 C012 C015 110.4(9) . . ?
O3 C012 C1 105.1(9) . . ?
C015 C012 C1 111.1(8) . . ?
O3 C012 C011 106.7(5) . . ?
C015 C012 C011 111.8(7) . . ?
C1 C012 C011 111.4(6) . . ?
 
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
O1 C008 C010 O2 179.9(9) . . . . ?
C009 C008 C010 O2 60.6(7) . . . . ?
C014 C008 C010 O2 -62.5(8) . . . . ?
O1 C008 C010 C016 62.7(8) . . . . ?
C009 C008 C010 C016 -56.6(8) . . . . ?
C014 C008 C010 C016 -179.7(13) . . . . ?
O1 C008 C010 C007 -61.5(7) . . . . ?
C009 C008 C010 C007 179.3(10) . . . . ?
C014 C008 C010 C007 56.1(8) . . . . ?
O4 C011 C012 O3 -179.2(12) . . . . ?
C013 C011 C012 O3 -58.3(7) . . . . ?
C2 C011 C012 O3 65.1(9) . . . . ?
O4 C011 C012 C015 60.1(7) . . . . ?
C013 C011 C012 C015 -179.1(11) . . . . ?
C2 C011 C012 C015 -55.7(10) . . . . ?
O4 C011 C012 C1 -64.9(9) . . . . ?
C013 C011 C012 C1 56.0(10) . . . . ?
C2 C011 C012 C1 179.4(14) . . . . ?
 
_refine_diff_density_max    0.364
_refine_diff_density_min   -0.313
_refine_diff_density_rms    0.074



