# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl

_audit_creation_method           SHELXL-97

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H17 O5 S Zn'
_chemical_formula_weight         422.76

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a '
_symmetry_Int_Tables_number      62

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

_cell_length_a                   7.3053(7)
_cell_length_b                   17.5056(14)
_cell_length_c                   12.6731(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1620.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    143(1)
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01

_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             868
_exptl_absorpt_coefficient_mu    1.674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2007)'
_exptl_absorpt_correction_T_min  0.6511
_exptl_absorpt_correction_T_max  0.7456
_diffrn_ambient_temperature      143(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_reflns_number            22496
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         27.53
_reflns_number_total             1929
_reflns_number_gt                1413
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0485P)²+1.6449P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1929
_refine_ls_number_parameters     128
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0366
_refine_ls_wR_factor_ref         0.0996
_refine_ls_wR_factor_gt          0.0894
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.202
_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
Zn1 Zn 0.24380(6) 0.2500 0.74642(4) 0.01113(15) Uani 1 2 d SU . .
S1 S -0.0501(2) 0.28725(9) 0.54161(12) 0.0182(3) Uani 0.50 1 d PDU . .
O1 O 0.3440(3) 0.16631(12) 0.64993(17) 0.0258(5) Uani 1 1 d U . .
O2 O 0.6508(3) 0.16382(12) 0.65647(18) 0.0276(5) Uani 1 1 d U . .
O3 O -0.0086(4) 0.2500 0.6548(2) 0.0329(8) Uani 1 2 d SDU . .
C1 C 0.4975(4) 0.06727(17) 0.5613(2) 0.0165(6) Uani 1 1 d U . .
C2 C 0.5591(5) 0.06963(16) 0.4567(2) 0.0177(6) Uani 1 1 d U . .
C3 C 0.6182(7) 0.13911(19) 0.4079(3) 0.0390(10) Uani 1 1 d U . .
C4 C 0.6778(7) 0.1404(2) 0.3073(3) 0.0434(11) Uani 1 1 d U . .
C5 C 0.6851(6) 0.0730(2) 0.2467(3) 0.0290(7) Uani 1 1 d U . .
C6 C 0.6303(5) 0.00628(18) 0.2885(2) 0.0204(6) Uani 1 1 d U . .
C7 C 0.5647(4) 0.00120(16) 0.3944(2) 0.0142(6) Uani 1 1 d U . .
C8 C 0.4978(5) 0.13890(17) 0.6287(2) 0.0197(6) Uani 1 1 d U . .
C9 C 0.1315(7) 0.2500 0.4613(4) 0.0345(12) Uani 1 2 d SDU . .
C10 C -0.0013(6) 0.3948(3) 0.5415(4) 0.0579(12) Uani 1 1 d DU . .
H3 H 0.6170 0.1841 0.4478 0.038 Uiso 1 1 d . . .
H4 H 0.7154 0.1869 0.2771 0.038 Uiso 1 1 d . . .
H5 H 0.7280 0.0749 0.1766 0.038 Uiso 1 1 d . . .
H6 H 0.6348 -0.0383 0.2473 0.038 Uiso 1 1 d . . .
H9a H 0.2475 0.2704 0.4855 0.038 Uiso 0.50 1 d P . .
H9b H 0.1137 0.2644 0.3891 0.038 Uiso 0.50 1 d P . .
H9c H 0.1353 0.1953 0.4668 0.038 Uiso 0.50 1 d P . .
H10a H -0.0863 0.4234 0.5884 0.038 Uiso 1 1 d . . .
H10b H -0.0102 0.4184 0.4730 0.038 Uiso 1 1 d . . .
H10c H 0.1220 0.4071 0.5692 0.038 Uiso 1 1 d . . .


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
Zn1 O1 2.044(2) . ?
Zn1 O1 2.044(2) 3 ?
Zn1 O2 2.062(2) 6_567 ?
Zn1 O2 2.062(2) 8_557 ?
Zn1 O3 2.179(3) . ?
Zn1 O3 2.200(3) 6_667 ?
S1 S1 1.304(3) 3 ?
S1 O3 1.605(3) . ?
S1 C9 1.795(5) . ?
S1 C10 1.916(5) . ?
O1 C8 1.251(4) . ?
O2 C8 1.250(4) . ?
O2 Zn1 2.062(2) 6_667 ?
O3 S1 1.605(3) 3 ?
O3 Zn1 2.200(3) 6_567 ?
C1 C7 1.399(4) 5_656 ?
C1 C2 1.401(4) . ?
C1 C8 1.517(4) . ?
C2 C3 1.431(4) . ?
C2 C7 1.435(4) . ?
C3 C4 1.347(5) . ?
C4 C5 1.408(5) . ?
C5 C6 1.344(5) . ?
C6 C7 1.428(4) . ?
C7 C1 1.399(4) 5_656 ?
C9 S1 1.795(5) 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
O1 Zn1 O1 91.58(13) . 3 ?
O1 Zn1 O2 178.15(10) . 6_567 ?
O1 Zn1 O2 87.17(9) 3 6_567 ?
O1 Zn1 O2 87.17(9) . 8_557 ?
O1 Zn1 O2 178.15(10) 3 8_557 ?
O2 Zn1 O2 94.04(13) 6_567 8_557 ?
O1 Zn1 O3 89.10(9) . . ?
O1 Zn1 O3 89.10(9) 3 . ?
O2 Zn1 O3 92.24(9) 6_567 . ?
O2 Zn1 O3 92.24(9) 8_557 . ?
O1 Zn1 O3 92.62(9) . 6_667 ?
O1 Zn1 O3 92.62(9) 3 6_667 ?
O2 Zn1 O3 86.07(9) 6_567 6_667 ?
O2 Zn1 O3 86.07(9) 8_557 6_667 ?
O3 Zn1 O3 177.52(9) . 6_667 ?
S1 S1 O3 66.03(7) 3 . ?
S1 S1 C9 68.69(7) 3 . ?
O3 S1 C9 102.66(18) . . ?
S1 S1 C10 169.26(14) 3 . ?
O3 S1 C10 111.39(18) . . ?
C9 S1 C10 102.64(17) . . ?
C8 O1 Zn1 136.5(2) . . ?
C8 O2 Zn1 135.9(2) . 6_667 ?
S1 O3 S1 47.95(14) 3 . ?
S1 O3 Zn1 129.53(17) 3 . ?
S1 O3 Zn1 129.53(17) . . ?
S1 O3 Zn1 110.67(16) 3 6_567 ?
S1 O3 Zn1 110.67(16) . 6_567 ?
Zn1 O3 Zn1 113.13(13) . 6_567 ?
C7 C1 C2 120.6(3) 5_656 . ?
C7 C1 C8 118.9(3) 5_656 . ?
C2 C1 C8 120.5(3) . . ?
C1 C2 C3 122.1(3) . . ?
C1 C2 C7 120.3(3) . . ?
C3 C2 C7 117.6(3) . . ?
C4 C3 C2 121.3(3) . . ?
C3 C4 C5 121.0(3) . . ?
C6 C5 C4 120.1(3) . . ?
C5 C6 C7 121.6(3) . . ?
C1 C7 C6 122.6(3) 5_656 . ?
C1 C7 C2 119.0(3) 5_656 . ?
C6 C7 C2 118.3(3) . . ?
O2 C8 O1 127.5(3) . . ?
O2 C8 C1 116.6(3) . . ?
O1 C8 C1 115.9(3) . . ?
S1 C9 S1 42.61(15) 3 . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.53
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.970
_refine_diff_density_min         -0.660
_refine_diff_density_rms         0.090
_database_code_depnum_ccdc_archive 'CCDC 987919'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl

_audit_creation_method           SHELXL-97

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H10 Cu O9'
_chemical_formula_weight         325.71

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n     '
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_as_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                   6.7778(7)
_cell_length_b                   18.8206(18)
_cell_length_c                   8.5384(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.471(4)
_cell_angle_gamma                90.00
_cell_volume                     1088.16(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    143(1)
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12

_exptl_crystal_density_diffrn    1.988
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             660
_exptl_absorpt_coefficient_mu    2.052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2007)'
_exptl_absorpt_correction_T_min  0.6410
_exptl_absorpt_correction_T_max  0.7456
_diffrn_ambient_temperature      143(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_reflns_number            37602
_diffrn_reflns_av_R_equivalents  0.0170
_diffrn_reflns_av_sigmaI/netI    0.0056
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         27.53
_reflns_number_total             2488
_reflns_number_gt                2474
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0203P)²+1.2057P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2488
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0196
_refine_ls_R_factor_gt           0.0194
_refine_ls_wR_factor_ref         0.0526
_refine_ls_wR_factor_gt          0.0526
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.28800(3) 0.225703(9) 0.67920(2) 0.01069(6) Uani 1 1 d . . .
O1 O 0.21325(19) 0.37290(6) 0.76454(13) 0.0192(2) Uani 1 1 d . . .
O2 O 0.26282(17) 0.31014(6) 0.55002(12) 0.0138(2) Uani 1 1 d . . .
O3 O 0.20327(17) 0.63714(6) 0.70946(13) 0.0151(2) Uani 1 1 d . . .
O4 O 0.24091(17) 0.68863(6) 0.47757(13) 0.0162(2) Uani 1 1 d . . .
O5 O 0.30147(19) 0.41493(6) 0.04327(13) 0.0189(2) Uani 1 1 d . . .
O6 O 0.2329(2) 0.52871(7) 0.00008(14) 0.0289(3) Uani 1 1 d . . .
O7 O 0.55452(18) 0.25524(7) 0.75611(15) 0.0242(3) Uani 1 1 d . . .
O8 O 0.37653(18) 0.16942(6) 0.46243(13) 0.0199(2) Uani 1 1 d . . .
O9 O -0.00047(17) 0.21053(6) 0.64473(15) 0.0197(2) Uani 1 1 d . . .
C1 C 0.2468(2) 0.43450(8) 0.52193(17) 0.0102(3) Uani 1 1 d . . .
C2 C 0.2392(2) 0.50185(8) 0.58888(16) 0.0103(3) Uani 1 1 d . . .
C3 C 0.2435(2) 0.56206(7) 0.49336(17) 0.0104(3) Uani 1 1 d . . .
C4 C 0.2545(2) 0.55462(8) 0.33173(17) 0.0120(3) Uani 1 1 d . . .
C5 C 0.2607(2) 0.48730(8) 0.26466(17) 0.0116(3) Uani 1 1 d . . .
C6 C 0.2579(2) 0.42732(7) 0.35995(17) 0.0112(3) Uani 1 1 d . . .
C7 C 0.2407(2) 0.36894(8) 0.62158(17) 0.0114(3) Uani 1 1 d . . .
C8 C 0.2295(2) 0.63497(8) 0.56335(17) 0.0110(3) Uani 1 1 d . . .
C9 C 0.2632(2) 0.48045(8) 0.09111(18) 0.0147(3) Uani 1 1 d . . .
H2 H 0.2227 0.5062 0.6970 0.020 Uiso 1 1 d . . .
H4 H 0.2529 0.5956 0.2684 0.020 Uiso 1 1 d . . .
H5 H 0.2807 0.4134 -0.0579 0.020 Uiso 1 1 d . . .
H6 H 0.2601 0.3809 0.3155 0.020 Uiso 1 1 d . . .
H7a H 0.6262 0.2778 0.6934 0.020 Uiso 1 1 d . . .
H7b H 0.6240 0.2451 0.8361 0.020 Uiso 1 1 d . . .
H8a H 0.4841 0.1731 0.4159 0.020 Uiso 1 1 d . . .
H8b H 0.3677 0.1242 0.4750 0.020 Uiso 1 1 d . . .
H9a H -0.0721 0.2388 0.5870 0.020 Uiso 1 1 d . . .
H9b H -0.0387 0.1703 0.6184 0.020 Uiso 1 1 d . . .


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
Cu1 O3 1.9184(11) 2_546 ?
Cu1 O2 1.9377(11) . ?
Cu1 O7 1.9751(12) . ?
Cu1 O9 1.9852(12) . ?
Cu1 O8 2.2368(11) . ?
O1 C7 1.2448(18) . ?
O2 C7 1.2762(18) . ?
O3 C8 1.2684(18) . ?
O3 Cu1 1.9184(11) 2_556 ?
O4 C8 1.2520(18) . ?
O5 C9 1.3282(18) . ?
O6 C9 1.207(2) . ?
C1 C2 1.3925(19) . ?
C1 C6 1.395(2) . ?
C1 C7 1.5003(19) . ?
C2 C3 1.397(2) . ?
C3 C4 1.392(2) . ?
C3 C8 1.5012(19) . ?
C4 C5 1.392(2) . ?
C5 C6 1.392(2) . ?
C5 C9 1.488(2) . ?

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
O3 Cu1 O2 174.07(5) 2_546 . ?
O3 Cu1 O7 94.10(5) 2_546 . ?
O2 Cu1 O7 90.88(5) . . ?
O3 Cu1 O9 87.57(5) 2_546 . ?
O2 Cu1 O9 88.37(5) . . ?
O7 Cu1 O9 166.06(6) . . ?
O3 Cu1 O8 89.71(4) 2_546 . ?
O2 Cu1 O8 86.42(4) . . ?
O7 Cu1 O8 97.72(5) . . ?
O9 Cu1 O8 96.13(5) . . ?
C7 O2 Cu1 116.61(9) . . ?
C8 O3 Cu1 120.85(10) . 2_556 ?
C2 C1 C6 119.98(13) . . ?
C2 C1 C7 120.89(13) . . ?
C6 C1 C7 119.12(13) . . ?
C1 C2 C3 119.78(13) . . ?
C4 C3 C2 120.02(13) . . ?
C4 C3 C8 119.57(13) . . ?
C2 C3 C8 120.37(13) . . ?
C5 C4 C3 120.22(13) . . ?
C4 C5 C6 119.76(13) . . ?
C4 C5 C9 119.36(13) . . ?
C6 C5 C9 120.85(13) . . ?
C5 C6 C1 120.24(13) . . ?
O1 C7 O2 123.16(13) . . ?
O1 C7 C1 121.06(13) . . ?
O2 C7 C1 115.78(13) . . ?
O4 C8 O3 124.35(13) . . ?
O4 C8 C3 119.86(13) . . ?
O3 C8 C3 115.79(13) . . ?
O6 C9 O5 122.05(14) . . ?
O6 C9 C5 124.53(14) . . ?
O5 C9 C5 113.41(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5 O1 0.87 1.74 2.5543(16) 154.8 1_554
O7 H7a O4 0.85 1.86 2.6941(17) 166.4 3_666
O7 H7b O2 0.83 2.27 3.0821(16) 164.3 4_666
O7 H7b O8 0.83 2.55 3.0896(18) 123.1 4_666
O8 H8a O1 0.85 2.24 3.0051(17) 150.6 4_665
O8 H8b O6 0.86 1.94 2.7723(17) 163.4 2_545
O9 H9a O4 0.86 1.85 2.6835(16) 162.4 3_566
O9 H9b O5 0.83 2.02 2.8333(17) 165.3 4_566

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.53
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.059
_database_code_depnum_ccdc_archive 'CCDC 987920'
