# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_20130603_1
_database_code_depnum_ccdc_archive 'CCDC 1023103'
_audit_update_record             
;
2014-09-05 deposited with the CCDC.
2015-03-17 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C13 H14 O2'
_chemical_formula_moiety         'C13 H14 O2'
_chemical_formula_weight         202.25
_chemical_melting_point          ?
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   8.17680(15)
_cell_length_b                   9.01871(16)
_cell_length_c                   14.2224(10)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     1048.82(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20604
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      68.25
_cell_measurement_temperature    103
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             432.00
_exptl_absorpt_coefficient_mu    0.682
_exptl_absorpt_correction_type   none

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      103
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID 191R'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            21123
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_theta_max         68.15
_diffrn_reflns_theta_full        68.15
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             1916
_reflns_number_gt                1796
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.1190
_refine_ls_number_restraints     ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1916
_refine_ls_number_parameters     151
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[0.0026Fo² + 1.0000σ(Fo²)]/(4Fo²)'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.552
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  790 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.0(3)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.60790(15) -0.11272(13) -0.01249(7) 0.0300(3) Uani 1.0 4 d . . .
O2 O 0.26080(15) -0.16068(12) 0.09705(7) 0.0291(3) Uani 1.0 4 d . . .
C1 C 0.3972(2) 0.07723(17) 0.10953(11) 0.0264(4) Uani 1.0 4 d . . .
C2 C 0.5741(2) 0.02846(17) 0.12555(11) 0.0249(4) Uani 1.0 4 d . . .
C3 C 0.6733(3) -0.05922(17) 0.06917(11) 0.0249(4) Uani 1.0 4 d . . .
C4 C 0.8321(2) -0.09272(18) 0.09887(11) 0.0278(4) Uani 1.0 4 d . . .
C5 C 0.8874(3) -0.0399(2) 0.18501(12) 0.0326(5) Uani 1.0 4 d . . .
C6 C 0.7881(3) 0.04596(18) 0.24262(11) 0.0314(5) Uani 1.0 4 d . . .
C7 C 0.6307(2) 0.07916(17) 0.21280(11) 0.0266(4) Uani 1.0 4 d . . .
C8 C 0.4970(3) 0.16279(19) 0.26181(12) 0.0342(5) Uani 1.0 4 d . . .
C9 C 0.3417(3) 0.1076(2) 0.21144(12) 0.0326(5) Uani 1.0 4 d . . .
C10 C 0.3016(2) -0.04473(18) 0.05994(11) 0.0254(4) Uani 1.0 4 d . . .
C11 C 0.2602(3) 0.0021(2) -0.03905(12) 0.0327(5) Uani 1.0 4 d . . .
C12 C 0.3618(3) 0.14169(19) -0.05661(13) 0.0392(6) Uani 1.0 4 d . . .
C13 C 0.3798(3) 0.21028(17) 0.04165(13) 0.0362(5) Uani 1.0 4 d . . .
H1 H 0.6730 -0.1701 -0.0370 0.0371 Uiso 1.0 4 calc R . .
H2 H 0.9001 -0.1500 0.0611 0.0336 Uiso 1.0 4 calc R . .
H3 H 0.9931 -0.0624 0.2043 0.0394 Uiso 1.0 4 calc R . .
H4 H 0.8259 0.0805 0.3003 0.0377 Uiso 1.0 4 calc R . .
H5 H 0.5128 0.2685 0.2532 0.0412 Uiso 1.0 4 calc R . .
H6 H 0.4975 0.1398 0.3284 0.0413 Uiso 1.0 4 calc R . .
H7 H 0.2566 0.1825 0.2134 0.0392 Uiso 1.0 4 calc R . .
H8 H 0.3024 0.0176 0.2412 0.0392 Uiso 1.0 4 calc R . .
H9 H 0.2908 -0.0770 -0.0818 0.0391 Uiso 1.0 4 calc R . .
H10 H 0.1439 0.0212 -0.0446 0.0393 Uiso 1.0 4 calc R . .
H11 H 0.4681 0.1175 -0.0827 0.0471 Uiso 1.0 4 calc R . .
H12 H 0.3051 0.2089 -0.0987 0.0471 Uiso 1.0 4 calc R . .
H13 H 0.4760 0.2731 0.0447 0.0434 Uiso 1.0 4 calc R . .
H14 H 0.2835 0.2682 0.0571 0.0435 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Carruthers, et al., 1999)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C3 1.367(2) yes . .
O2 C10 1.218(2) yes . .
C1 C2 1.530(3) yes . .
C1 C9 1.543(3) yes . .
C1 C10 1.523(3) yes . .
C1 C13 1.547(3) yes . .
C2 C3 1.388(3) yes . .
C2 C7 1.401(3) yes . .
C3 C4 1.398(3) yes . .
C4 C5 1.390(3) yes . .
C5 C6 1.389(3) yes . .
C6 C7 1.388(3) yes . .
C7 C8 1.500(3) yes . .
C8 C9 1.541(3) yes . .
C10 C11 1.508(3) yes . .
C11 C12 1.529(3) yes . .
C12 C13 1.535(3) yes . .
O1 H1 0.820 no . .
C4 H2 0.930 no . .
C5 H3 0.930 no . .
C6 H4 0.930 no . .
C8 H5 0.970 no . .
C8 H6 0.970 no . .
C9 H7 0.970 no . .
C9 H8 0.970 no . .
C11 H9 0.970 no . .
C11 H10 0.970 no . .
C12 H11 0.970 no . .
C12 H12 0.970 no . .
C13 H13 0.970 no . .
C13 H14 0.970 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C2 C1 C9 100.91(13) yes . . .
C2 C1 C10 110.30(13) yes . . .
C2 C1 C13 113.75(15) yes . . .
C9 C1 C10 114.36(14) yes . . .
C9 C1 C13 114.93(14) yes . . .
C10 C1 C13 102.96(13) yes . . .
C1 C2 C3 129.09(15) yes . . .
C1 C2 C7 110.50(14) yes . . .
C3 C2 C7 120.34(15) yes . . .
O1 C3 C2 117.64(16) yes . . .
O1 C3 C4 122.93(15) yes . . .
C2 C3 C4 119.40(15) yes . . .
C3 C4 C5 119.61(16) yes . . .
C4 C5 C6 121.40(17) yes . . .
C5 C6 C7 118.80(15) yes . . .
C2 C7 C6 120.41(15) yes . . .
C2 C7 C8 109.60(15) yes . . .
C6 C7 C8 129.97(15) yes . . .
C7 C8 C9 102.84(14) yes . . .
C1 C9 C8 104.58(14) yes . . .
O2 C10 C1 124.06(14) yes . . .
O2 C10 C11 125.69(15) yes . . .
C1 C10 C11 110.20(14) yes . . .
C10 C11 C12 105.14(15) yes . . .
C11 C12 C13 103.62(15) yes . . .
C1 C13 C12 105.33(13) yes . . .
C3 O1 H1 109.265 no . . .
C3 C4 H2 120.050 no . . .
C5 C4 H2 120.338 no . . .
C4 C5 H3 119.211 no . . .
C6 C5 H3 119.388 no . . .
C5 C6 H4 120.888 no . . .
C7 C6 H4 120.310 no . . .
C7 C8 H5 109.808 no . . .
C7 C8 H6 110.082 no . . .
C9 C8 H5 111.651 no . . .
C9 C8 H6 112.851 no . . .
H5 C8 H6 109.433 no . . .
C1 C9 H7 111.162 no . . .
C1 C9 H8 110.987 no . . .
C8 C9 H7 110.655 no . . .
C8 C9 H8 109.888 no . . .
H7 C9 H8 109.492 no . . .
C10 C11 H9 108.726 no . . .
C10 C11 H10 110.211 no . . .
C12 C11 H9 111.317 no . . .
C12 C11 H10 111.885 no . . .
H9 C11 H10 109.446 no . . .
C11 C12 H11 111.317 no . . .
C11 C12 H12 110.856 no . . .
C13 C12 H11 110.613 no . . .
C13 C12 H12 110.846 no . . .
H11 C12 H12 109.495 no . . .
C1 C13 H13 110.522 no . . .
C1 C13 H14 110.545 no . . .
C12 C13 H13 110.732 no . . .
C12 C13 H14 110.157 no . . .
H13 C13 H14 109.499 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C2 C1 C9 C8 32.23(14) no . . . .
C9 C1 C2 C3 156.01(15) no . . . .
C9 C1 C2 C7 -20.91(15) no . . . .
C2 C1 C10 O2 71.49(19) no . . . .
C2 C1 C10 C11 -110.75(13) no . . . .
C10 C1 C2 C3 34.7(2) no . . . .
C10 C1 C2 C7 -142.18(12) no . . . .
C2 C1 C13 C12 90.28(16) no . . . .
C13 C1 C2 C3 -80.36(19) no . . . .
C13 C1 C2 C7 102.73(15) no . . . .
C9 C1 C10 O2 -41.4(3) no . . . .
C9 C1 C10 C11 136.36(13) no . . . .
C10 C1 C9 C8 150.59(13) no . . . .
C9 C1 C13 C12 -154.09(14) no . . . .
C13 C1 C9 C8 -90.59(16) no . . . .
C10 C1 C13 C12 -29.08(17) no . . . .
C13 C1 C10 O2 -166.79(15) no . . . .
C13 C1 C10 C11 10.97(17) no . . . .
C1 C2 C3 O1 -0.5(3) no . . . .
C1 C2 C3 C4 -178.65(14) no . . . .
C1 C2 C7 C6 179.14(12) no . . . .
C1 C2 C7 C8 0.77(17) no . . . .
C3 C2 C7 C6 1.9(3) no . . . .
C3 C2 C7 C8 -176.45(13) no . . . .
C7 C2 C3 O1 176.11(13) no . . . .
C7 C2 C3 C4 -2.0(3) no . . . .
O1 C3 C4 C5 -176.93(13) no . . . .
C2 C3 C4 C5 1.1(3) no . . . .
C3 C4 C5 C6 -0.0(3) no . . . .
C4 C5 C6 C7 -0.1(3) no . . . .
C5 C6 C7 C2 -0.9(3) no . . . .
C5 C6 C7 C8 177.13(14) no . . . .
C2 C7 C8 C9 19.89(16) no . . . .
C6 C7 C8 C9 -158.28(16) no . . . .
C7 C8 C9 C1 -32.49(15) no . . . .
O2 C10 C11 C12 -170.98(15) no . . . .
C1 C10 C11 C12 11.30(18) no . . . .
C10 C11 C12 C13 -29.07(18) no . . . .
C11 C12 C13 C1 36.50(19) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 O2 3.2664(17) no . .
O1 C1 2.986(2) no . .
O1 C10 2.777(2) no . .
O1 C11 3.049(3) no . .
O1 C12 3.116(3) no . .
O1 C13 3.543(2) no . .
O2 C2 3.105(2) no . .
O2 C3 3.517(3) no . .
O2 C9 2.990(2) no . .
O2 C12 3.591(2) no . .
O2 C13 3.572(2) no . .
C2 C5 2.767(3) no . .
C2 C11 3.482(3) no . .
C2 C12 3.282(3) no . .
C3 C6 2.805(3) no . .
C3 C10 3.045(3) no . .
C3 C13 3.438(3) no . .
C4 C7 2.782(3) no . .
C7 C13 3.396(3) no . .
C8 C13 3.302(3) no . .
O1 O2 2.6807(16) no . 2_545
O1 C10 3.537(2) no . 2_545
O2 O1 2.6807(16) no . 2_445
O2 C3 3.5330(19) no . 2_445
O2 C4 3.559(2) no . 1_455
O2 C5 3.475(3) no . 1_455
O2 C6 3.516(2) no . 3_645
O2 C8 3.238(3) no . 3_645
C3 O2 3.5330(19) no . 2_545
C4 O2 3.559(2) no . 1_655
C5 O2 3.475(3) no . 1_655
C6 O2 3.516(2) no . 3_655
C8 O2 3.238(3) no . 3_655
C10 O1 3.537(2) no . 2_445
O1 H2 2.6299 no . .
O1 H9 2.7922 no . .
O1 H11 2.5713 no . .
O2 H7 3.5099 no . .
O2 H8 2.6273 no . .
O2 H9 2.6641 no . .
O2 H10 2.7682 no . .
C1 H5 2.8369 no . .
C1 H6 3.2686 no . .
C1 H9 3.1772 no . .
C1 H10 3.0576 no . .
C1 H11 2.8176 no . .
C1 H12 3.2785 no . .
C2 H1 3.0337 no . .
C2 H2 3.2456 no . .
C2 H4 3.2609 no . .
C2 H5 2.8700 no . .
C2 H6 3.1187 no . .
C2 H7 3.1987 no . .
C2 H8 2.7658 no . .
C2 H11 3.1881 no . .
C2 H13 2.6137 no . .
C2 H14 3.3570 no . .
C3 H3 3.2460 no . .
C3 H11 3.1647 no . .
C3 H13 3.4209 no . .
C4 H1 2.4314 no . .
C4 H4 3.2634 no . .
C6 H2 3.2599 no . .
C6 H5 3.0200 no . .
C6 H6 2.8024 no . .
C7 H3 3.2295 no . .
C7 H7 3.1973 no . .
C7 H8 2.7702 no . .
C7 H13 3.2205 no . .
C8 H4 2.8427 no . .
C8 H13 3.2484 no . .
C8 H14 3.5255 no . .
C9 H13 3.0093 no . .
C9 H14 2.6727 no . .
C10 H1 3.5218 no . .
C10 H7 3.0163 no . .
C10 H8 2.6382 no . .
C10 H11 2.8471 no . .
C10 H12 3.2132 no . .
C10 H13 3.2086 no . .
C10 H14 2.8263 no . .
C11 H13 3.2412 no . .
C11 H14 2.7687 no . .
C13 H5 3.2425 no . .
C13 H7 2.6537 no . .
C13 H8 3.3873 no . .
C13 H9 3.2134 no . .
C13 H10 2.8521 no . .
H1 H2 2.3294 no . .
H1 H9 3.2978 no . .
H1 H11 3.1547 no . .
H2 H3 2.3137 no . .
H3 H4 2.3227 no . .
H4 H5 3.1424 no . .
H4 H6 2.7668 no . .
H5 H7 2.3045 no . .
H5 H8 2.8478 no . .
H5 H13 2.9813 no . .
H5 H14 3.3613 no . .
H6 H7 2.5894 no . .
H6 H8 2.3016 no . .
H7 H13 3.1046 no . .
H7 H14 2.3636 no . .
H8 H14 3.4624 no . .
H9 H11 2.2756 no . .
H9 H12 2.5929 no . .
H10 H11 2.8415 no . .
H10 H12 2.2792 no . .
H10 H14 2.8907 no . .
H11 H13 2.2923 no . .
H11 H14 2.8415 no . .
H12 H13 2.5394 no . .
H12 H14 2.2858 no . .
O1 H2 2.8187 no . 2_445
O1 H4 2.7327 no . 4_654
O1 H6 3.5466 no . 3_645
O1 H9 3.4442 no . 2_545
O1 H14 3.4813 no . 2_555
O2 H1 1.8908 no . 2_445
O2 H2 2.9950 no . 1_455
O2 H2 3.0449 no . 2_445
O2 H3 2.8113 no . 1_455
O2 H4 2.8428 no . 3_645
O2 H5 2.8928 no . 3_645
O2 H6 2.8756 no . 3_645
C1 H5 3.4789 no . 3_645
C2 H5 2.9955 no . 3_645
C2 H12 3.0530 no . 2_555
C3 H5 3.3329 no . 3_645
C3 H6 3.3824 no . 3_645
C3 H9 3.4230 no . 2_545
C3 H12 3.3643 no . 2_555
C3 H14 3.3054 no . 2_555
C4 H7 3.4301 no . 3_645
C4 H9 3.0071 no . 2_545
C4 H10 3.4234 no . 1_655
C4 H12 3.4684 no . 2_555
C5 H7 3.1212 no . 3_645
C5 H8 3.5251 no . 1_655
C5 H11 3.5785 no . 4_655
C5 H12 3.2969 no . 2_555
C6 H1 3.3433 no . 4_655
C6 H5 3.5100 no . 3_645
C6 H7 3.3568 no . 3_645
C6 H11 3.5100 no . 4_655
C6 H12 3.0159 no . 2_555
C7 H5 3.0754 no . 3_645
C7 H12 2.8844 no . 2_555
C8 H5 3.5631 no . 3_645
C8 H8 3.5959 no . 3_655
C8 H9 3.3295 no . 4_555
C8 H10 3.4150 no . 4_555
C9 H3 3.2376 no . 1_455
C9 H5 3.3197 no . 3_645
C9 H9 3.1463 no . 4_555
C10 H1 2.7979 no . 2_445
C10 H2 3.4173 no . 1_455
C10 H2 3.3456 no . 2_445
C10 H3 3.2561 no . 1_455
C10 H5 3.4928 no . 3_645
C11 H1 3.2626 no . 2_445
C11 H2 3.5468 no . 1_455
C11 H2 3.3897 no . 2_445
C11 H6 3.1031 no . 4_554
C11 H8 3.1723 no . 4_554
C11 H13 3.0855 no . 2_455
C12 H8 3.4839 no . 4_554
C12 H13 3.2510 no . 2_455
C12 H14 3.5432 no . 2_555
C13 H10 3.2446 no . 2_555
C13 H13 3.5262 no . 2_455
C13 H14 3.5924 no . 2_555
H1 O2 1.8908 no . 2_545
H1 C6 3.3433 no . 4_654
H1 C10 2.7979 no . 2_545
H1 C11 3.2626 no . 2_545
H1 H2 2.7807 no . 2_445
H1 H4 2.4510 no . 4_654
H1 H6 3.3161 no . 4_654
H1 H9 2.9972 no . 2_545
H1 H10 3.3813 no . 2_545
H2 O1 2.8187 no . 2_545
H2 O2 2.9950 no . 1_655
H2 O2 3.0449 no . 2_545
H2 C10 3.4173 no . 1_655
H2 C10 3.3456 no . 2_545
H2 C11 3.5468 no . 1_655
H2 C11 3.3897 no . 2_545
H2 H1 2.7807 no . 2_545
H2 H6 3.4144 no . 4_654
H2 H9 2.6356 no . 2_545
H2 H10 2.9353 no . 1_655
H3 O2 2.8113 no . 1_655
H3 C9 3.2376 no . 1_655
H3 C10 3.2561 no . 1_655
H3 H4 3.5449 no . 3_745
H3 H7 3.0882 no . 1_655
H3 H7 3.2915 no . 3_645
H3 H8 2.6816 no . 1_655
H3 H11 3.0865 no . 4_655
H3 H12 3.5097 no . 4_655
H4 O1 2.7327 no . 4_655
H4 O2 2.8428 no . 3_655
H4 H1 2.4510 no . 4_655
H4 H3 3.5449 no . 3_755
H4 H9 3.5551 no . 4_655
H4 H11 2.9661 no . 4_655
H4 H12 3.4432 no . 2_555
H4 H14 3.5847 no . 3_645
H5 O2 2.8928 no . 3_655
H5 C1 3.4789 no . 3_655
H5 C2 2.9955 no . 3_655
H5 C3 3.3329 no . 3_655
H5 C6 3.5100 no . 3_655
H5 C7 3.0754 no . 3_655
H5 C8 3.5631 no . 3_655
H5 C9 3.3197 no . 3_655
H5 C10 3.4928 no . 3_655
H5 H6 3.5449 no . 3_655
H5 H8 2.7082 no . 3_655
H5 H12 3.2531 no . 2_555
H6 O1 3.5466 no . 3_655
H6 O2 2.8756 no . 3_655
H6 C3 3.3824 no . 3_655
H6 C11 3.1031 no . 4_555
H6 H1 3.3161 no . 4_655
H6 H2 3.4144 no . 4_655
H6 H5 3.5449 no . 3_645
H6 H9 2.7401 no . 4_555
H6 H10 2.5895 no . 4_555
H7 C4 3.4301 no . 3_655
H7 C5 3.1212 no . 3_655
H7 C6 3.3568 no . 3_655
H7 H3 3.0882 no . 1_455
H7 H3 3.2915 no . 3_655
H7 H9 3.0895 no . 4_555
H7 H11 3.5038 no . 2_455
H8 C5 3.5251 no . 1_455
H8 C8 3.5959 no . 3_645
H8 C11 3.1723 no . 4_555
H8 C12 3.4839 no . 4_555
H8 H3 2.6816 no . 1_455
H8 H5 2.7082 no . 3_645
H8 H9 2.6851 no . 4_555
H8 H10 3.0981 no . 4_555
H8 H11 3.5573 no . 4_555
H8 H12 3.1831 no . 4_555
H9 O1 3.4442 no . 2_445
H9 C3 3.4230 no . 2_445
H9 C4 3.0071 no . 2_445
H9 C8 3.3295 no . 4_554
H9 C9 3.1463 no . 4_554
H9 H1 2.9972 no . 2_445
H9 H2 2.6356 no . 2_445
H9 H4 3.5551 no . 4_654
H9 H6 2.7401 no . 4_554
H9 H7 3.0895 no . 4_554
H9 H8 2.6851 no . 4_554
H10 C4 3.4234 no . 1_455
H10 C8 3.4150 no . 4_554
H10 C13 3.2446 no . 2_455
H10 H1 3.3813 no . 2_445
H10 H2 2.9353 no . 1_455
H10 H6 2.5895 no . 4_554
H10 H8 3.0981 no . 4_554
H10 H13 2.3080 no . 2_455
H10 H14 3.5101 no . 2_455
H11 C5 3.5785 no . 4_654
H11 C6 3.5100 no . 4_654
H11 H3 3.0865 no . 4_654
H11 H4 2.9661 no . 4_654
H11 H7 3.5038 no . 2_555
H11 H8 3.5573 no . 4_554
H11 H14 2.8016 no . 2_555
H12 C2 3.0530 no . 2_455
H12 C3 3.3643 no . 2_455
H12 C4 3.4684 no . 2_455
H12 C5 3.2969 no . 2_455
H12 C6 3.0159 no . 2_455
H12 C7 2.8844 no . 2_455
H12 H3 3.5097 no . 4_654
H12 H4 3.4432 no . 2_455
H12 H5 3.2531 no . 2_455
H12 H8 3.1831 no . 4_554
H12 H13 2.8026 no . 2_455
H13 C11 3.0855 no . 2_555
H13 C12 3.2510 no . 2_555
H13 C13 3.5262 no . 2_555
H13 H10 2.3080 no . 2_555
H13 H12 2.8026 no . 2_555
H13 H14 2.9252 no . 2_555
H14 O1 3.4813 no . 2_455
H14 C3 3.3054 no . 2_455
H14 C12 3.5432 no . 2_455
H14 C13 3.5924 no . 2_455
H14 H4 3.5847 no . 3_655
H14 H10 3.5101 no . 2_555
H14 H11 2.8016 no . 2_455
H14 H13 2.9252 no . 2_455

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 O2 . . 2_545 2.6807(16) 0.820 1.891 161.4 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
