# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_smj
_database_code_depnum_ccdc_archive 'CCDC 865730'
_audit_update_record             
;
2012-02-03 deposited with the CCDC.
2015-03-09 downloaded from the CCDC.
;
#TrackingRef 'gal 3.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H26 O8'
_chemical_formula_weight         430.44

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2
_symmetry_space_group_name_Hall  'C 2y'
_chemical_absolute_configuration syn

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   20.410(4)
_cell_length_b                   5.8212(10)
_cell_length_c                   18.903(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.216(7)
_cell_angle_gamma                90.00
_cell_volume                     2236.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1570
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      18.20

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.991
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_process_details   'SADABS; BRUKER, 2008'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6471
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.08
_diffrn_reflns_theta_max         24.79
_reflns_number_total             2113
_reflns_number_gt                1552
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0236P)²+2.0418P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1.1(18)
_refine_ls_number_reflns         2113
_refine_ls_number_parameters     284
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0853
_refine_ls_wR_factor_gt          0.0649
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O7 O 0.25151(17) -0.1133(7) 0.35938(18) 0.0572(10) Uani 1 1 d . . .
O3 O 0.26448(15) -0.0473(5) 0.21204(17) 0.0444(9) Uani 1 1 d . . .
O2 O 0.33627(17) 0.1128(6) 0.14052(17) 0.0527(10) Uani 1 1 d . . .
O1 O 0.5137(2) 0.5921(8) 0.3239(2) 0.0993(16) Uani 1 1 d . . .
O4 O 0.31274(19) -0.2640(6) 0.04282(19) 0.0601(10) Uani 1 1 d . . .
H5 H 0.3221 -0.1521 0.0194 0.090 Uiso 1 1 calc R . .
O5 O 0.17534(19) -0.4431(6) 0.06395(17) 0.0538(10) Uani 1 1 d . . .
O6 O 0.13983(16) -0.2764(6) 0.16309(17) 0.0508(10) Uani 1 1 d . . .
O8 O 0.2149(2) 0.2511(8) 0.3502(2) 0.0836(14) Uani 1 1 d . . .
C21 C 0.4088(4) 0.2595(19) 0.5333(4) 0.103(3) Uani 1 1 d . . .
H21 H 0.4426 0.2929 0.5682 0.123 Uiso 1 1 calc R . .
C22 C 0.4073(4) 0.0488(15) 0.5010(4) 0.098(2) Uani 1 1 d . . .
H22 H 0.4397 -0.0596 0.5136 0.118 Uiso 1 1 calc R . .
C23 C 0.3570(4) -0.0008(12) 0.4492(3) 0.0737(18) Uani 1 1 d . . .
H23 H 0.3555 -0.1437 0.4271 0.088 Uiso 1 1 calc R . .
C18 C 0.3092(3) 0.1585(12) 0.4300(3) 0.0587(16) Uani 1 1 d . . .
C17 C 0.2539(3) 0.1110(13) 0.3758(3) 0.0596(18) Uani 1 1 d . . .
C16 C 0.2035(2) -0.1888(9) 0.3034(3) 0.0542(16) Uani 1 1 d . . .
H16A H 0.1727 -0.0660 0.2901 0.065 Uiso 1 1 calc R . .
H16B H 0.1790 -0.3192 0.3192 0.065 Uiso 1 1 calc R . .
C15 C 0.2401(2) -0.2554(9) 0.2413(3) 0.0453(14) Uani 1 1 d . . .
H15 H 0.2780 -0.3490 0.2591 0.054 Uiso 1 1 calc R . .
C8 C 0.3083(2) -0.0958(8) 0.1608(3) 0.0453(14) Uani 1 1 d . . .
H8 H 0.3426 -0.2026 0.1799 0.054 Uiso 1 1 calc R . .
C5 C 0.3816(3) 0.2213(10) 0.1893(3) 0.0493(14) Uani 1 1 d . . .
C4 C 0.4171(3) 0.3955(9) 0.1620(3) 0.0536(15) Uani 1 1 d . . .
H4 H 0.4111 0.4290 0.1138 0.064 Uiso 1 1 calc R . .
C3 C 0.4619(3) 0.5217(9) 0.2058(3) 0.0598(16) Uani 1 1 d . . .
H3 H 0.4855 0.6398 0.1868 0.072 Uiso 1 1 calc R . .
C2 C 0.4715(3) 0.4738(11) 0.2768(4) 0.0666(17) Uani 1 1 d . . .
C1 C 0.5509(3) 0.7718(12) 0.2990(3) 0.099(2) Uani 1 1 d . . .
H1B H 0.5771 0.7148 0.2631 0.148 Uiso 1 1 calc R . .
H1A H 0.5792 0.8340 0.3377 0.148 Uiso 1 1 calc R . .
H1C H 0.5220 0.8899 0.2792 0.148 Uiso 1 1 calc R . .
C19 C 0.3115(3) 0.3714(11) 0.4632(3) 0.0746(19) Uani 1 1 d . . .
H19 H 0.2794 0.4809 0.4506 0.090 Uiso 1 1 calc R . .
C20 C 0.3621(4) 0.4205(15) 0.5155(4) 0.092(2) Uani 1 1 d . . .
H20 H 0.3639 0.5626 0.5380 0.111 Uiso 1 1 calc R . .
C7 C 0.4359(3) 0.3020(13) 0.3034(3) 0.093(2) Uani 1 1 d . . .
H7 H 0.4415 0.2698 0.3517 0.112 Uiso 1 1 calc R . .
C6 C 0.3914(3) 0.1741(11) 0.2601(3) 0.083(2) Uani 1 1 d . . .
H6 H 0.3682 0.0556 0.2794 0.099 Uiso 1 1 calc R . .
C9 C 0.2706(2) -0.1951(8) 0.0946(3) 0.0459(14) Uani 1 1 d . . .
H9 H 0.2398 -0.0790 0.0739 0.055 Uiso 1 1 calc R . .
C10 C 0.2318(2) -0.4066(9) 0.1144(3) 0.0464(14) Uani 1 1 d . . .
H10 H 0.2604 -0.5420 0.1153 0.056 Uiso 1 1 calc R . .
C11 C 0.1177(3) -0.3590(9) 0.0947(3) 0.0485(15) Uani 1 1 d . . .
C14 C 0.2003(3) -0.3909(8) 0.1843(2) 0.0460(14) Uani 1 1 d . . .
H14 H 0.1915 -0.5454 0.2017 0.055 Uiso 1 1 calc R . .
C12 C 0.0883(3) -0.1601(9) 0.0513(3) 0.0690(18) Uani 1 1 d . . .
H12C H 0.0491 -0.1084 0.0710 0.103 Uiso 1 1 calc R . .
H12B H 0.0775 -0.2091 0.0031 0.103 Uiso 1 1 calc R . .
H12A H 0.1195 -0.0367 0.0522 0.103 Uiso 1 1 calc R . .
C13 C 0.0697(3) -0.5539(9) 0.0989(3) 0.0742(18) Uani 1 1 d . . .
H13B H 0.0903 -0.6760 0.1269 0.111 Uiso 1 1 calc R . .
H13C H 0.0565 -0.6092 0.0520 0.111 Uiso 1 1 calc R . .
H13A H 0.0318 -0.5007 0.1206 0.111 Uiso 1 1 calc R . .


_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
O7 C17 1.342(7) . ?
O7 C16 1.444(5) . ?
O3 C8 1.406(5) . ?
O3 C15 1.440(5) . ?
O2 C5 1.396(6) . ?
O2 C8 1.409(5) . ?
O1 C2 1.367(6) . ?
O1 C1 1.399(7) . ?
O4 C9 1.420(5) . ?
O4 H5 0.8200 . ?
O5 C10 1.443(5) . ?
O5 C11 1.445(6) . ?
O6 C11 1.414(5) . ?
O6 C14 1.428(5) . ?
O8 C17 1.210(7) . ?
C21 C20 1.358(9) . ?
C21 C22 1.369(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.383(8) . ?
C22 H22 0.9300 . ?
C23 C18 1.370(7) . ?
C23 H23 0.9300 . ?
C18 C19 1.388(7) . ?
C18 C17 1.480(8) . ?
C16 C15 1.499(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C15 C14 1.512(6) . ?
C15 H15 0.9800 . ?
C8 C9 1.522(6) . ?
C8 H8 0.9800 . ?
C5 C6 1.364(7) . ?
C5 C4 1.374(7) . ?
C4 C3 1.387(7) . ?
C4 H4 0.9300 . ?
C3 C2 1.367(7) . ?
C3 H3 0.9300 . ?
C2 C7 1.359(8) . ?
C1 H1B 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1C 0.9600 . ?
C19 C20 1.392(8) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C7 C6 1.383(7) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
C9 C10 1.529(6) . ?
C9 H9 0.9800 . ?
C10 C14 1.522(6) . ?
C10 H10 0.9800 . ?
C11 C13 1.505(6) . ?
C11 C12 1.511(6) . ?
C14 H14 0.9800 . ?
C12 H12C 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 H13A 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
C17 O7 C16 118.3(4) . . ?
C8 O3 C15 111.1(4) . . ?
C5 O2 C8 118.1(4) . . ?
C2 O1 C1 119.1(5) . . ?
C9 O4 H5 109.5 . . ?
C10 O5 C11 108.3(4) . . ?
C11 O6 C14 107.1(4) . . ?
C20 C21 C22 121.3(7) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C21 C22 C23 119.3(7) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C18 C23 C22 120.7(7) . . ?
C18 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C18 C19 119.4(6) . . ?
C23 C18 C17 122.4(6) . . ?
C19 C18 C17 118.2(7) . . ?
O8 C17 O7 123.7(6) . . ?
O8 C17 C18 125.7(7) . . ?
O7 C17 C18 110.6(6) . . ?
O7 C16 C15 107.3(4) . . ?
O7 C16 H16A 110.3 . . ?
C15 C16 H16A 110.3 . . ?
O7 C16 H16B 110.3 . . ?
C15 C16 H16B 110.3 . . ?
H16A C16 H16B 108.5 . . ?
O3 C15 C16 107.3(4) . . ?
O3 C15 C14 110.3(4) . . ?
C16 C15 C14 114.8(4) . . ?
O3 C15 H15 108.1 . . ?
C16 C15 H15 108.1 . . ?
C14 C15 H15 108.1 . . ?
O3 C8 O2 108.2(4) . . ?
O3 C8 C9 109.6(4) . . ?
O2 C8 C9 106.9(4) . . ?
O3 C8 H8 110.7 . . ?
O2 C8 H8 110.7 . . ?
C9 C8 H8 110.7 . . ?
C6 C5 C4 118.8(5) . . ?
C6 C5 O2 125.9(5) . . ?
C4 C5 O2 115.3(5) . . ?
C5 C4 C3 120.6(5) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C2 C3 C4 120.4(5) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C7 C2 O1 117.2(6) . . ?
C7 C2 C3 118.6(6) . . ?
O1 C2 C3 124.2(6) . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1A 109.5 . . ?
H1B C1 H1A 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
C18 C19 C20 119.8(7) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C21 C20 C19 119.6(7) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C2 C7 C6 121.5(6) . . ?
C2 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C5 C6 C7 120.1(6) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
O4 C9 C8 112.4(4) . . ?
O4 C9 C10 107.5(4) . . ?
C8 C9 C10 109.8(4) . . ?
O4 C9 H9 109.0 . . ?
C8 C9 H9 109.0 . . ?
C10 C9 H9 109.0 . . ?
O5 C10 C14 102.0(4) . . ?
O5 C10 C9 110.9(4) . . ?
C14 C10 C9 115.6(4) . . ?
O5 C10 H10 109.3 . . ?
C14 C10 H10 109.3 . . ?
C9 C10 H10 109.3 . . ?
O6 C11 O5 106.2(4) . . ?
O6 C11 C13 111.3(4) . . ?
O5 C11 C13 108.8(4) . . ?
O6 C11 C12 108.3(4) . . ?
O5 C11 C12 109.8(4) . . ?
C13 C11 C12 112.2(4) . . ?
O6 C14 C15 110.6(4) . . ?
O6 C14 C10 101.9(4) . . ?
C15 C14 C10 114.1(4) . . ?
O6 C14 H14 110.0 . . ?
C15 C14 H14 110.0 . . ?
C10 C14 H14 110.0 . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12C C12 H12B 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
H12B C12 H12A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
H13B C13 H13A 109.5 . . ?
H13C C13 H13A 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.79
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.125
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.034
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bm_003_betaompa_1
_database_code_depnum_ccdc_archive 'CCDC 865731'
_audit_update_record             
;
2012-02-03 deposited with the CCDC.
2015-03-09 downloaded from the CCDC.
;
#TrackingRef 'gal1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H18 O7'
_chemical_formula_sum            'C13 H18 O7'
_chemical_formula_weight         286.27

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)
_symmetry_space_group_name_Hall  'P 2yb'
_chemical_absolute_configuration syn

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   4.8576(6)
_cell_length_b                   9.2069(12)
_cell_length_c                   14.7648(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.696(8)
_cell_angle_gamma                90.00
_cell_volume                     657.07(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4248
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      34.20

_exptl_crystal_description       Needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.019
_exptl_crystal_size_mid          0.006
_exptl_crystal_size_min          0.006
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             304
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.999
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_process_details   'SADABS; BRUKER, 2008'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\ f and \ w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4793
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0667
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2593
_reflns_number_gt                2442
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0856P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.009(14)
_refine_ls_number_reflns         2593
_refine_ls_number_parameters     186
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1861
_refine_ls_wR_factor_gt          0.1834
_refine_ls_goodness_of_fit_ref   1.367
_refine_ls_restrained_S_all      1.367
_refine_ls_shift/su_max          0.002
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.8014(6) 0.6832(3) 0.06599(18) 0.0120(6) Uani 1 1 d . . .
H11 H 0.7018 0.7465 0.0205 0.014 Uiso 1 1 calc R . .
C8 C 0.7592(7) 0.5041(3) 0.22513(19) 0.0125(6) Uani 1 1 d . . .
H8 H 0.5613 0.5136 0.2319 0.015 Uiso 1 1 calc R . .
C4 C 0.8172(7) 0.4497(3) 0.3840(2) 0.0154(7) Uani 1 1 d . . .
C13 C 0.8980(7) 0.8859(3) 0.18489(19) 0.0140(6) Uani 1 1 d . . .
H13A H 0.8608 0.9144 0.2457 0.017 Uiso 1 1 calc R . .
H13B H 1.0968 0.8771 0.1843 0.017 Uiso 1 1 calc R . .
C10 C 0.6812(6) 0.5296(3) 0.05747(18) 0.0109(6) Uani 1 1 d . . .
H10 H 0.4809 0.5361 0.0604 0.013 Uiso 1 1 calc R . .
C12 C 0.7633(6) 0.7396(3) 0.16194(19) 0.0111(6) Uani 1 1 d . . .
H12 H 0.5651 0.7466 0.1686 0.013 Uiso 1 1 calc R . .
C9 C 0.8021(7) 0.4299(3) 0.1345(2) 0.0134(6) Uani 1 1 d . . .
H9 H 0.9986 0.4107 0.1298 0.016 Uiso 1 1 calc R . .
C6 C 0.5683(7) 0.5703(4) 0.4958(2) 0.0183(7) Uani 1 1 d . . .
H6 H 0.4385 0.6387 0.5101 0.022 Uiso 1 1 calc R . .
C3 C 0.9500(7) 0.3639(3) 0.4523(2) 0.0180(7) Uani 1 1 d . . .
H3 H 1.0789 0.2952 0.4378 0.022 Uiso 1 1 calc R . .
C5 C 0.6299(8) 0.5537(3) 0.4058(2) 0.0188(7) Uani 1 1 d . . .
H5 H 0.5443 0.6130 0.3604 0.023 Uiso 1 1 calc R . .
C1 C 0.7028(7) 0.4837(3) 0.56402(19) 0.0160(7) Uani 1 1 d . . .
C2 C 0.8921(7) 0.3796(4) 0.5422(2) 0.0196(7) Uani 1 1 d . . .
H2 H 0.9797 0.3207 0.5875 0.024 Uiso 1 1 calc R . .
C7 C 0.5138(8) 0.6153(4) 0.6834(2) 0.0255(8) Uani 1 1 d . . .
H7A H 0.5976 0.7023 0.6630 0.038 Uiso 1 1 calc R . .
H7B H 0.5212 0.6160 0.7486 0.038 Uiso 1 1 calc R . .
H7C H 0.3244 0.6107 0.6579 0.038 Uiso 1 1 calc R . .
O5 O 1.0867(5) 0.6750(2) 0.04946(15) 0.0156(5) Uani 1 1 d . . .
H5A H 1.1430 0.7563 0.0382 0.023 Uiso 1 1 calc R . .
O4 O 0.7963(4) 0.9966(2) 0.12111(14) 0.0140(5) Uani 1 1 d . . .
H4 H 0.6373 0.9772 0.1009 0.021 Uiso 1 1 calc R . .
O6 O 0.7292(4) 0.4667(2) -0.02881(13) 0.0127(5) Uani 1 1 d . . .
H6A H 0.8913 0.4791 -0.0380 0.019 Uiso 1 1 calc R . .
O2 O 0.8900(5) 0.4203(2) 0.29624(15) 0.0179(5) Uani 1 1 d . . .
O3 O 0.8889(5) 0.6432(2) 0.22997(13) 0.0137(5) Uani 1 1 d . . .
O7 O 0.6442(6) 0.2991(2) 0.12573(16) 0.0210(5) Uani 1 1 d . . .
H7 H 0.7425 0.2302 0.1431 0.031 Uiso 1 1 calc R . .
O1 O 0.6579(6) 0.4934(3) 0.65504(15) 0.0284(6) 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
C11 O5 1.433(4) . ?
C11 C10 1.530(4) . ?
C11 C12 1.537(4) . ?
C8 O2 1.403(3) . ?
C8 O3 1.426(4) . ?
C8 C9 1.535(4) . ?
C4 C5 1.381(5) . ?
C4 C3 1.388(4) . ?
C4 O2 1.403(4) . ?
C13 O4 1.441(3) . ?
C13 C12 1.521(4) . ?
C10 O6 1.439(3) . ?
C10 C9 1.533(4) . ?
C12 O3 1.431(3) . ?
C9 O7 1.427(4) . ?
C6 C1 1.395(4) . ?
C6 C5 1.399(4) . ?
C3 C2 1.392(4) . ?
C1 O1 1.386(3) . ?
C1 C2 1.388(5) . ?
C7 O1 1.408(5) . ?

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
O5 C11 C10 107.7(2) . . ?
O5 C11 C12 112.4(2) . . ?
C10 C11 C12 107.9(2) . . ?
O2 C8 O3 106.9(2) . . ?
O2 C8 C9 108.5(2) . . ?
O3 C8 C9 110.2(2) . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 O2 125.6(3) . . ?
C3 C4 O2 114.8(3) . . ?
O4 C13 C12 111.6(2) . . ?
O6 C10 C11 110.5(2) . . ?
O6 C10 C9 109.4(2) . . ?
C11 C10 C9 112.2(2) . . ?
O3 C12 C13 104.4(2) . . ?
O3 C12 C11 110.8(2) . . ?
C13 C12 C11 114.6(2) . . ?
O7 C9 C10 106.0(2) . . ?
O7 C9 C8 109.7(2) . . ?
C10 C9 C8 107.8(2) . . ?
C1 C6 C5 119.6(3) . . ?
C4 C3 C2 120.7(3) . . ?
C4 C5 C6 120.4(3) . . ?
O1 C1 C2 116.2(3) . . ?
O1 C1 C6 123.8(3) . . ?
C2 C1 C6 120.1(3) . . ?
C1 C2 C3 119.6(3) . . ?
C4 O2 C8 116.6(2) . . ?
C8 O3 C12 111.5(2) . . ?
C1 O1 C7 118.1(3) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.558
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.085
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bm_001_smj_1
_database_code_depnum_ccdc_archive 'CCDC 865732'
_audit_update_record             
;
2012-02-03 deposited with the CCDC.
2015-03-09 downloaded from the CCDC.
;
#TrackingRef 'gal2.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H22 O7'
_chemical_formula_sum            'C16 H22 O7'
_chemical_formula_weight         326.34

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)
_symmetry_space_group_name_Hall  'P 2yb'
_chemical_absolute_configuration syn

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.292(5)
_cell_length_b                   7.698(3)
_cell_length_c                   12.322(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.34(3)
_cell_angle_gamma                90.00
_cell_volume                     821.0(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4294
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      31.43

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.991
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   'SADABS; BRUKER, 2008'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6979
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0605
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         26.99
_reflns_number_total             3420
_reflns_number_gt                2995
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0993P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.002(10)
_refine_ls_number_reflns         3420
_refine_ls_number_parameters     213
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1470
_refine_ls_wR_factor_gt          0.1403
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.4200(2) 1.1672(3) 0.37518(15) 0.0490(5) Uani 1 1 d . . .
O2 O 0.13182(18) 1.0221(2) 0.31630(13) 0.0337(4) Uani 1 1 d . . .
O3 O 0.3066(2) 1.1057(2) 0.17605(15) 0.0393(4) Uani 1 1 d . . .
H3A H 0.3750 1.1535 0.2299 0.059 Uiso 1 1 calc R . .
O4 O 0.10800(19) 0.7425(2) 0.25329(12) 0.0312(3) Uani 1 1 d . . .
O5 O 0.0413(2) 0.3208(3) 0.11159(16) 0.0463(5) Uani 1 1 d . . .
H5A H 0.1233 0.2691 0.1256 0.069 Uiso 1 1 calc R . .
O6 O 0.35854(19) 0.5425(2) 0.20394(13) 0.0352(4) Uani 1 1 d . . .
O7 O 0.44858(18) 0.7712(2) 0.12744(13) 0.0350(4) Uani 1 1 d . . .
C1 C -0.0094(2) 1.0541(3) 0.32781(17) 0.0286(4) Uani 1 1 d . . .
C2 C -0.1504(3) 1.0144(4) 0.2447(2) 0.0410(6) Uani 1 1 d . . .
H2 H -0.1560 0.9604 0.1757 0.049 Uiso 1 1 calc R . .
C3 C -0.2843(3) 1.0551(4) 0.2639(2) 0.0429(6) Uani 1 1 d . . .
H3 H -0.3797 1.0298 0.2069 0.052 Uiso 1 1 calc R . .
C4 C -0.2783(3) 1.1327(3) 0.36637(19) 0.0344(5) Uani 1 1 d . . .
C5 C -0.1371(3) 1.1719(4) 0.4509(2) 0.0445(6) Uani 1 1 d . . .
H5 H -0.1316 1.2232 0.5206 0.053 Uiso 1 1 calc R . .
C6 C -0.0033(3) 1.1333(4) 0.4301(2) 0.0437(6) Uani 1 1 d . . .
H6 H 0.0923 1.1614 0.4861 0.052 Uiso 1 1 calc R . .
C7 C -0.4215(4) 1.2286(6) 0.4843(3) 0.0655(9) Uani 1 1 d . . .
H7A H -0.3658 1.1489 0.5449 0.098 Uiso 1 1 calc R . .
H7B H -0.5263 1.2374 0.4805 0.098 Uiso 1 1 calc R . .
H7C H -0.3734 1.3409 0.5007 0.098 Uiso 1 1 calc R . .
C8 C 0.1305(3) 0.9164(3) 0.22325(17) 0.0273(4) Uani 1 1 d . . .
H8 H 0.0468 0.9512 0.1513 0.033 Uiso 1 1 calc R . .
C9 C 0.0893(3) 0.6246(3) 0.15928(18) 0.0297(4) Uani 1 1 d . . .
H9 H -0.0021 0.6599 0.0928 0.036 Uiso 1 1 calc R . .
C10 C 0.0582(3) 0.4460(3) 0.1996(2) 0.0385(5) Uani 1 1 d . . .
H10A H 0.1432 0.4133 0.2700 0.046 Uiso 1 1 calc R . .
H10B H -0.0353 0.4500 0.2174 0.046 Uiso 1 1 calc R . .
C11 C 0.2279(3) 0.6268(3) 0.12134(17) 0.0298(4) Uani 1 1 d . . .
H11 H 0.2005 0.5689 0.0456 0.036 Uiso 1 1 calc R . .
C12 C 0.2929(2) 0.8071(3) 0.11451(17) 0.0285(4) Uani 1 1 d . . .
H12 H 0.2378 0.8577 0.0375 0.034 Uiso 1 1 calc R . .
C13 C 0.2858(2) 0.9317(3) 0.20919(18) 0.0283(4) Uani 1 1 d . . .
H13 H 0.3686 0.9033 0.2832 0.034 Uiso 1 1 calc R . .
C14 C 0.4890(3) 0.6006(3) 0.1779(2) 0.0363(5) Uani 1 1 d . . .
C15 C 0.5174(4) 0.4826(4) 0.0886(3) 0.0598(8) Uani 1 1 d . . .
H15A H 0.5318 0.3654 0.1171 0.090 Uiso 1 1 calc R . .
H15B H 0.6082 0.5206 0.0755 0.090 Uiso 1 1 calc R . .
H15C H 0.4300 0.4874 0.0167 0.090 Uiso 1 1 calc R . .
C16 C 0.6271(3) 0.6125(5) 0.2895(2) 0.0525(7) Uani 1 1 d . . .
H16A H 0.6074 0.6965 0.3400 0.079 Uiso 1 1 calc R . .
H16B H 0.7159 0.6474 0.2726 0.079 Uiso 1 1 calc R . .
H16C H 0.6461 0.5011 0.3272 0.079 Uiso 1 1 calc R . .


_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 C4 1.386(3) . ?
O1 C7 1.430(3) . ?
O2 C1 1.392(3) . ?
O2 C8 1.402(2) . ?
O3 C13 1.434(3) . ?
O4 C8 1.424(3) . ?
O4 C9 1.432(3) . ?
O5 C10 1.416(3) . ?
O6 C11 1.425(3) . ?
O6 C14 1.434(3) . ?
O7 C12 1.424(3) . ?
O7 C14 1.443(3) . ?
C1 C2 1.372(3) . ?
C1 C6 1.383(3) . ?
C2 C3 1.385(3) . ?
C3 C4 1.379(3) . ?
C4 C5 1.379(4) . ?
C5 C6 1.390(3) . ?
C8 C13 1.520(3) . ?
C9 C11 1.521(3) . ?
C9 C10 1.525(3) . ?
C11 C12 1.528(3) . ?
C12 C13 1.530(3) . ?
C14 C16 1.504(4) . ?
C14 C15 1.522(3) . ?

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
C4 O1 C7 118.1(2) . . ?
C1 O2 C8 117.24(16) . . ?
C8 O4 C9 111.83(15) . . ?
C11 O6 C14 105.53(17) . . ?
C12 O7 C14 108.65(16) . . ?
C2 C1 C6 119.3(2) . . ?
C2 C1 O2 124.32(18) . . ?
C6 C1 O2 116.33(18) . . ?
C1 C2 C3 119.7(2) . . ?
C4 C3 C2 121.0(2) . . ?
C3 C4 C5 119.7(2) . . ?
C3 C4 O1 115.6(2) . . ?
C5 C4 O1 124.7(2) . . ?
C4 C5 C6 118.9(2) . . ?
C1 C6 C5 121.3(2) . . ?
O2 C8 O4 106.93(16) . . ?
O2 C8 C13 108.78(17) . . ?
O4 C8 C13 109.73(16) . . ?
O4 C9 C11 111.99(17) . . ?
O4 C9 C10 106.82(16) . . ?
C11 C9 C10 113.10(19) . . ?
O5 C10 C9 110.16(19) . . ?
O6 C11 C9 111.82(17) . . ?
O6 C11 C12 101.66(17) . . ?
C9 C11 C12 115.00(18) . . ?
O7 C12 C11 102.89(17) . . ?
O7 C12 C13 111.11(17) . . ?
C11 C12 C13 113.58(16) . . ?
O3 C13 C8 109.70(16) . . ?
O3 C13 C12 108.72(17) . . ?
C8 C13 C12 110.14(17) . . ?
O6 C14 O7 105.75(17) . . ?
O6 C14 C16 108.9(2) . . ?
O7 C14 C16 109.9(2) . . ?
O6 C14 C15 111.0(2) . . ?
O7 C14 C15 108.6(2) . . ?
C16 C14 C15 112.5(2) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.071
