# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_gamIV_10K_Z3_shelx
_database_code_depnum_ccdc_archive 'CCDC 1454062'
_audit_update_record             
;
2016-02-17 deposited with the CCDC.
2016-12-13 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_DIFMX01_gamIV_10K_Z3_shelx  
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*1.00
RESPONSE: We observe some disorder in the structure. However, as judged from inspection of the residual density, this effect is too smal to be modeled. Some of the disorder could be removed by considering a commensurate modulation.
;
_vrf_PLAT097_gamIV_10K_Z3_shelx  
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.10 eA-3
RESPONSE: We observe some disorder in the structure. However, as judged from inspection of the residual density, this effect is too smal to be modeled. Some of the disorder could be removed by considering a commensurate modulation.
;
_vrf_CELLK01_gamIV_10K_Z3_shelx  
;
PROBLEM: Check that the cell measurement temperature is in Kelvin.
RESPONSE: It is a 10 K measurement using liquid He.
;
_vrf_DIFMX02_gamIV_10K_Z3_shelx  
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: We observe some disorder in the structure. However, as judged from inspection of the residual density, this effect is too smal to be modeled. Some of the disorder could be removed by considering a commensurate modulation.
;
_vrf_PLAT094_gamIV_10K_Z3_shelx  
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.10 Report
RESPONSE: We observe some disorder in the structure. However, as judged from inspection of the residual density, this effect is too smal to be modeled. Some of the disorder could be removed by considering a commensurate modulation.
;
_vrf_PLAT213_gamIV_10K_Z3_shelx  
;
PROBLEM: Atom O4              has ADP max/min Ratio .....        3.3 prolat
RESPONSE: This could be a minor effect of the disorder, or due to missing description of the bonding density.
;
_vrf_PLAT250_gamIV_10K_Z3_shelx  
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        3.0 Note
RESPONSE: This could be a minor effect of the disorder, or due to missing description of the bonding density.
;

# Added during the CSD deposition process: Wednesday 17th of February 2016 10:19:43 AM
# end Validation Reply Form


_audit_creation_date             2016-01-26T15:51:56-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         
;
C7 H6 O5, H2 O
;

_chemical_formula_sum            'C7 H8 O6'
_chemical_formula_weight         188.13

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   23.7685(14)
_cell_length_b                   3.5428(2)
_cell_length_c                   28.7556(19)
_cell_angle_alpha                90
_cell_angle_beta                 112.831(2)
_cell_angle_gamma                90
_cell_volume                     2231.7(2)
_cell_formula_units_Z            12
_cell_measurement_temperature    10(2)
_cell_measurement_reflns_used    9228
_cell_measurement_theta_min      2.611
_cell_measurement_theta_max      35.042
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.19
_exptl_crystal_density_diffrn    1.68
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1176

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.151
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6907
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_process_details   'SADABS, Bruker(2001)'
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      10(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius X8 APEXII CCD area-detector'
_diffrn_measurement_method       'ω and φ'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_number            53894
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_theta_min         2.611
_diffrn_reflns_theta_max         35.042
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.934
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.934
_reflns_Friedel_coverage         0
_reflns_number_total             9228
_reflns_number_gt                6280
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0884P)²+0.6778P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9228
_refine_ls_number_parameters     426
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1592
_refine_ls_wR_factor_gt          0.1402
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.1
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.111

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
O1A O 0.00724(4) 0.0263(2) 0.67433(3) 0.01176(16) Uani 1 1 d . . . . .
O1B O 0.08438(3) 0.2775(2) 0.65786(3) 0.00956(15) Uani 1 1 d . . . . .
O4 O 0.10923(4) -0.2411(3) 0.86430(3) 0.01291(17) Uani 1 1 d . . . . .
O5 O 0.22982(3) -0.1264(2) 0.88693(3) 0.00630(14) Uani 1 1 d . . . . .
O6 O 0.27058(3) 0.1069(2) 0.81731(3) 0.00776(15) Uani 1 1 d . . . . .
C1 C 0.06123(5) 0.1136(3) 0.68809(4) 0.00802(19) Uani 1 1 d . . . . .
C2 C 0.10637(5) 0.0482(3) 0.74012(4) 0.00741(18) Uani 1 1 d . . . . .
C3 C 0.08473(5) -0.0748(3) 0.77633(4) 0.0103(2) Uani 1 1 d . . . . .
C4 C 0.12578(5) -0.1292(3) 0.82579(4) 0.00855(19) Uani 1 1 d . . . . .
C5 C 0.18798(4) -0.0687(3) 0.83880(4) 0.00525(17) Uani 1 1 d . . . . .
C6 C 0.20893(4) 0.0552(3) 0.80223(4) 0.00467(17) Uani 1 1 d . . . . .
C7 C 0.16839(5) 0.1157(3) 0.75274(4) 0.00582(18) Uani 1 1 d . . . . .
O11A O 0.32682(3) -0.1045(2) 0.65837(3) 0.00804(15) Uani 1 1 d . . . . .
O11B O 0.24841(3) -0.3186(2) 0.67607(3) 0.00836(15) Uani 1 1 d . . . . .
O14 O 0.22380(3) 0.1169(2) 0.46669(3) 0.00726(15) Uani 1 1 d . . . . .
O15 O 0.10304(3) 0.0961(2) 0.44768(3) 0.00714(15) Uani 1 1 d . . . . .
O16 O 0.06191(3) -0.0959(2) 0.51850(3) 0.00755(15) Uani 1 1 d . . . . .
C11 C 0.27232(4) -0.1774(3) 0.64506(4) 0.00535(17) Uani 1 1 d . . . . .
C12 C 0.22724(4) -0.1144(3) 0.59297(4) 0.00483(17) Uani 1 1 d . . . . .
C13 C 0.24907(5) -0.0254(3) 0.55566(4) 0.00510(17) Uani 1 1 d . . . . .
C14 C 0.20771(4) 0.0365(3) 0.50658(4) 0.00475(17) Uani 1 1 d . . . . .
C15 C 0.14506(4) 0.0186(3) 0.49509(3) 0.00492(17) Uani 1 1 d . . . . .
C16 C 0.12397(4) -0.0787(3) 0.53257(4) 0.00465(17) Uani 1 1 d . . . . .
C17 C 0.16477(5) -0.1462(3) 0.58167(4) 0.00530(17) Uani 1 1 d . . . . .
O21A O 0.33955(3) -0.6174(2) 0.51023(3) 0.00800(15) Uani 1 1 d . . . . .
O21B O 0.41827(3) -0.8332(2) 0.49309(3) 0.00812(15) Uani 1 1 d . . . . .
O24 O 0.44338(3) -0.3534(2) 0.70124(3) 0.00681(15) Uani 1 1 d . . . . .
O25 O 0.56411(3) -0.3658(2) 0.71959(3) 0.00603(14) Uani 1 1 d . . . . .
O26 O 0.60473(3) -0.5708(2) 0.64867(3) 0.00750(15) Uani 1 1 d . . . . .
C21 C 0.39408(5) -0.6874(3) 0.52369(4) 0.00537(17) Uani 1 1 d . . . . .
C22 C 0.43926(4) -0.6130(3) 0.57553(4) 0.00483(17) Uani 1 1 d . . . . .
C23 C 0.41763(5) -0.5171(3) 0.61279(4) 0.00541(17) Uani 1 1 d . . . . .
C24 C 0.45930(4) -0.4426(3) 0.66149(4) 0.00451(17) Uani 1 1 d . . . . .
C25 C 0.52190(4) -0.4549(3) 0.67268(3) 0.00429(17) Uani 1 1 d . . . . .
C26 C 0.54269(4) -0.5603(3) 0.63520(4) 0.00455(17) Uani 1 1 d . . . . .
C27 C 0.50168(5) -0.6405(3) 0.58665(4) 0.00506(17) Uani 1 1 d . . . . .
O11 O 0.00505(4) -0.4948(2) 0.56888(3) 0.00946(16) Uani 1 1 d . . . . .
O111 O 0.32737(4) 0.4999(2) 0.76679(3) 0.00963(16) Uani 1 1 d . . . . .
O211 O 0.66013(4) -0.9729(2) 0.59748(3) 0.00998(16) Uani 1 1 d . . . . .
H1B H 0.0549(8) 0.320(5) 0.6280(6) 0.023 Uani 1 1 d . . . . .
H3 H 0.0419(7) -0.126(5) 0.7681(6) 0.026 Uani 1 1 d . . . . .
H4 H 0.0715(8) -0.272(6) 0.8527(6) 0.028 Uani 1 1 d . . . . .
H5 H 0.2108(7) -0.214(5) 0.9050(6) 0.021(3) Uani 1 1 d . . . . .
H6 H 0.2827(7) 0.191(6) 0.7964(6) 0.021 Uani 1 1 d . . . . .
H7 H 0.1846(7) 0.193(6) 0.7276(6) 0.022 Uani 1 1 d . . . . .
H11B H 0.2782(8) -0.346(5) 0.7069(6) 0.022 Uani 1 1 d . . . . .
H13 H 0.2915(7) -0.008(5) 0.5627(6) 0.02 Uani 1 1 d . . . . .
H14 H 0.2610(7) 0.191(5) 0.4775(6) 0.02 Uani 1 1 d . . . . .
H15 H 0.1227(7) 0.112(5) 0.4283(6) 0.02 Uani 1 1 d . . . . .
H16 H 0.0482(7) -0.181(5) 0.5373(6) 0.02 Uani 1 1 d . . . . .
H17 H 0.1486(7) -0.208(5) 0.6076(6) 0.021 Uani 1 1 d . . . . .
H21B H 0.3888(8) -0.861(5) 0.4629(6) 0.022 Uani 1 1 d . . . . .
H23 H 0.3751(7) -0.502(5) 0.6065(6) 0.020(3) Uani 1 1 d . . . . .
H24 H 0.4057(7) -0.288(5) 0.6893(6) 0.019 Uani 1 1 d . . . . .
H25 H 0.5448(7) -0.285(5) 0.7370(6) 0.019 Uani 1 1 d . . . . .
H26 H 0.6179(7) -0.662(5) 0.6291(6) 0.02 Uani 1 1 d . . . . .
H27 H 0.5175(7) -0.697(5) 0.5606(6) 0.021 Uani 1 1 d . . . . .
H11 H -0.0244(8) -0.356(5) 0.5703(6) 0.023 Uiso 1 1 d . U . . .
H12 H -0.0131(8) -0.634(5) 0.5469(7) 0.023 Uiso 1 1 d . U . . .
H111 H 0.3580(8) 0.367(5) 0.7664(6) 0.023 Uiso 1 1 d . U . . .
H112 H 0.3450(8) 0.644(6) 0.7865(7) 0.023 Uiso 1 1 d . U . . .
H211 H 0.6909(8) -0.847(5) 0.5976(6) 0.023 Uiso 1 1 d . U . . .
H212 H 0.6779(8) -1.115(6) 0.6177(7) 0.023 Uiso 1 1 d . U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
O1A C1 1.2267(13) . ?
O1B C1 1.3291(12) . ?
O1B H1B 0.886(17) . ?
O4 C4 1.3699(12) . ?
O4 H4 0.834(17) . ?
O5 C5 1.3706(12) . ?
O5 H5 0.868(16) . ?
O6 C6 1.3697(12) . ?
O6 H6 0.816(17) . ?
C1 C2 1.4826(14) . ?
C2 C7 1.3951(14) . ?
C2 C3 1.3979(14) . ?
C3 C4 1.3911(14) . ?
C3 H3 0.969(15) . ?
C4 C5 1.3937(14) . ?
C5 C6 1.3972(13) . ?
C6 C7 1.3912(14) . ?
C7 H7 0.980(15) . ?
O11A C11 1.2273(12) . ?
O11B C11 1.3273(12) . ?
O11B H11B 0.899(17) . ?
O14 C14 1.3724(11) . ?
O14 H14 0.856(16) . ?
O15 C15 1.3693(12) . ?
O15 H15 0.857(15) . ?
O16 C16 1.3712(12) . ?
O16 H16 0.791(17) . ?
C11 C12 1.4819(14) . ?
C12 C17 1.3958(14) . ?
C12 C13 1.3969(13) . ?
C13 C14 1.3893(13) . ?
C13 H13 0.949(15) . ?
C14 C15 1.3960(14) . ?
C15 C16 1.3967(13) . ?
C16 C17 1.3887(14) . ?
C17 H17 0.988(15) . ?
O21A C21 1.2257(12) . ?
O21B C21 1.3283(12) . ?
O21B H21B 0.884(17) . ?
O24 C24 1.3729(11) . ?
O24 H24 0.858(16) . ?
O25 C25 1.3695(12) . ?
O25 H25 0.849(16) . ?
O26 C26 1.3722(12) . ?
O26 H26 0.809(17) . ?
C21 C22 1.4842(14) . ?
C22 C27 1.3946(14) . ?
C22 C23 1.3982(13) . ?
C23 C24 1.3912(14) . ?
C23 H23 0.956(15) . ?
C24 C25 1.3957(14) . ?
C25 C26 1.3995(13) . ?
C26 C27 1.3870(13) . ?
C27 H27 0.979(15) . ?
O11 H11 0.867(19) . ?
O11 H12 0.786(19) . ?
O111 H111 0.870(19) . ?
O111 H112 0.76(2) . ?
O211 H211 0.855(19) . ?
O211 H212 0.762(19) . ?

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
C1 O1B H1B 109.6(11) . . ?
C4 O4 H4 108.5(11) . . ?
C5 O5 H5 108.5(11) . . ?
C6 O6 H6 117.1(12) . . ?
O1A C1 O1B 123.09(9) . . ?
O1A C1 C2 122.88(9) . . ?
O1B C1 C2 114.02(9) . . ?
C7 C2 C3 121.11(9) . . ?
C7 C2 C1 120.90(9) . . ?
C3 C2 C1 117.97(9) . . ?
C4 C3 C2 119.33(10) . . ?
C4 C3 H3 118.5(9) . . ?
C2 C3 H3 122.2(9) . . ?
O4 C4 C3 123.99(9) . . ?
O4 C4 C5 115.79(9) . . ?
C3 C4 C5 120.22(9) . . ?
O5 C5 C4 121.77(9) . . ?
O5 C5 C6 118.44(9) . . ?
C4 C5 C6 119.79(9) . . ?
O6 C6 C7 122.31(9) . . ?
O6 C6 C5 116.98(9) . . ?
C7 C6 C5 120.70(9) . . ?
C6 C7 C2 118.83(9) . . ?
C6 C7 H7 118.8(10) . . ?
C2 C7 H7 122.3(10) . . ?
C11 O11B H11B 108.9(11) . . ?
C14 O14 H14 110.1(10) . . ?
C15 O15 H15 106.8(11) . . ?
C16 O16 H16 119.7(12) . . ?
O11A C11 O11B 123.01(9) . . ?
O11A C11 C12 123.05(9) . . ?
O11B C11 C12 113.94(9) . . ?
C17 C12 C13 121.20(9) . . ?
C17 C12 C11 120.65(9) . . ?
C13 C12 C11 118.16(9) . . ?
C14 C13 C12 119.24(9) . . ?
C14 C13 H13 118.8(10) . . ?
C12 C13 H13 122.0(10) . . ?
O14 C14 C13 124.40(9) . . ?
O14 C14 C15 115.42(9) . . ?
C13 C14 C15 120.17(9) . . ?
O15 C15 C14 121.70(8) . . ?
O15 C15 C16 118.44(9) . . ?
C14 C15 C16 119.86(9) . . ?
O16 C16 C17 122.64(9) . . ?
O16 C16 C15 116.77(9) . . ?
C17 C16 C15 120.58(9) . . ?
C16 C17 C12 118.88(9) . . ?
C16 C17 H17 118.9(10) . . ?
C12 C17 H17 122.2(10) . . ?
C21 O21B H21B 108.2(11) . . ?
C24 O24 H24 108.1(11) . . ?
C25 O25 H25 107.6(11) . . ?
C26 O26 H26 118.5(12) . . ?
O21A C21 O21B 123.10(9) . . ?
O21A C21 C22 123.06(9) . . ?
O21B C21 C22 113.83(9) . . ?
C27 C22 C23 121.07(9) . . ?
C27 C22 C21 120.57(9) . . ?
C23 C22 C21 118.36(9) . . ?
C24 C23 C22 119.19(9) . . ?
C24 C23 H23 117.8(10) . . ?
C22 C23 H23 123.0(10) . . ?
O24 C24 C23 124.27(9) . . ?
O24 C24 C25 115.39(9) . . ?
C23 C24 C25 120.33(9) . . ?
O25 C25 C24 121.87(8) . . ?
O25 C25 C26 118.52(9) . . ?
C24 C25 C26 119.61(9) . . ?
O26 C26 C27 122.48(9) . . ?
O26 C26 C25 116.85(9) . . ?
C27 C26 C25 120.65(9) . . ?
C26 C27 C22 119.07(9) . . ?
C26 C27 H27 118.9(10) . . ?
C22 C27 H27 121.9(10) . . ?
H11 O11 H12 101.0(17) . . ?
H111 O111 H112 98.7(18) . . ?
H211 O211 H212 97.0(17) . . ?

_chemical_name_systematic        'Gallic acid monohydrate'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
####################################################################### 
# 
# 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_gamIV_10K_Z1_shelx
_database_code_depnum_ccdc_archive 'CCDC 1454063'
_audit_update_record             
;
2016-02-17 deposited with the CCDC.
2016-12-13 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_DIFMN02_gamIV_10K_Z1_shelx  
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*1.00
RESPONSE: This could be a minor effect of the disorder, or due to missing description of the bonding density.
;
_vrf_DIFMX01_gamIV_10K_Z1_shelx  
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*1.00
RESPONSE: This could be a minor effect of the disorder, or due to missing description of the bonding density.
;
_vrf_PLAT097_gamIV_10K_Z1_shelx  
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.10 eA-3
RESPONSE: This could be a minor effect of the disorder, or due to missing description of the bonding density.
;
_vrf_PLAT098_gamIV_10K_Z1_shelx  
;
PROBLEM: Large Reported Min.  (Negative) Residual Density      -1.02 eA-3
RESPONSE: This could be a minor effect of the disorder, or due to missing description of the bonding density.
;
_vrf_CELLK01_gamIV_10K_Z1_shelx  
;
PROBLEM: Check that the cell measurement temperature is in Kelvin.
RESPONSE: It is a 10 K structure determination using liquid He.
;
_vrf_DIFMN03_gamIV_10K_Z1_shelx  
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*0.75
RESPONSE: This could be a minor effect of the disorder, or due to missing description of the bonding density.
;
_vrf_DIFMX02_gamIV_10K_Z1_shelx  
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: This could be a minor effect of the disorder, or due to missing description of the bonding density.
;
_vrf_PLAT029_gamIV_10K_Z1_shelx  
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.979 Note
RESPONSE: A few reflections are missing, this should not affect our model significantly.
;
_vrf_PLAT213_gamIV_10K_Z1_shelx  
;
PROBLEM: Atom O58             has ADP max/min Ratio .....        3.6 prolat
RESPONSE: Could be due to an unmodeled disorder in the structure.
;
_vrf_PLAT250_gamIV_10K_Z1_shelx  
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        4.0 Note
RESPONSE: Could be due to an unmodeled disorder in the structure.
;

# Added during the CSD deposition process: Wednesday 17th of February 2016 10:19:43 AM
# end Validation Reply Form


_chemical_formula_moiety         
;
C7 H6 O5, H2 O
;

_chemical_formula_sum            'C7 H8 O6'
_chemical_formula_weight         188.13

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.7824(5)
_cell_length_b                   3.5428(2)
_cell_length_c                   21.4669(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.149(5)
_cell_angle_gamma                90
_cell_volume                     743.83(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    10(2)
_cell_measurement_reflns_used    16090
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      34.939
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.19
_exptl_crystal_density_diffrn    1.68
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             392

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.151
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6907
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_process_details   'SADABS, Bruker(2001)'

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      10(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius X8 APEXII CCD area-detector'
_diffrn_measurement_method       'ω and φ'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_number            16090
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.79
_diffrn_reflns_theta_max         34.939
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.811
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.811
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.811
_reflns_Friedel_coverage         0
_reflns_number_total             2659
_reflns_number_gt                2339
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0593P)²+0.9839P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2659
_refine_ls_number_parameters     142
_refine_ls_number_restraints     3
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1399
_refine_ls_wR_factor_gt          0.1341
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.095
_refine_diff_density_min         -1.016
_refine_diff_density_rms         0.087

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
O1 O 1.09872(11) 0.6889(3) 0.42642(4) 0.0131(2) Uani 1 1 d . . . . .
O8 O 0.59712(11) 0.9093(3) 0.45533(4) 0.0107(2) Uani 1 1 d . . . . .
O15 O 1.14239(12) 0.9109(4) 0.33113(5) 0.0184(2) Uani 1 1 d . . . . .
O33 O 0.49714(11) 1.1193(3) 0.34398(4) 0.0095(2) Uani 1 1 d . . . . .
O58 O 0.65691(12) 1.1572(4) 0.24304(4) 0.0227(3) Uani 1 1 d . . . . .
C1 C 0.68785(14) 0.9348(3) 0.40760(5) 0.0070(2) Uani 1 1 d . . . . .
C8 C 0.63395(14) 1.0439(4) 0.34947(5) 0.0084(2) Uani 1 1 d . . . . .
C26 C 0.72044(16) 1.0677(5) 0.29877(6) 0.0146(3) Uani 1 1 d . . . . .
C41 C 0.82618(14) 0.8654(3) 0.41586(5) 0.0082(2) Uani 1 1 d . . . . .
C43 C 0.85919(16) 1.0003(5) 0.30635(6) 0.0175(3) Uani 1 1 d . . . . .
C48 C 1.06097(15) 0.8365(4) 0.37202(6) 0.0132(3) Uani 1 1 d . . . . .
C74 C 0.91216(15) 0.9042(4) 0.36513(6) 0.0118(3) Uani 1 1 d . . . . .
O0AA O 0.35771(11) 1.4900(3) 0.43764(4) 0.0124(2) Uani 1 1 d D . . . .
H0AA H 0.386(2) 1.363(7) 0.4068(10) 0.023 Uiso 1 1 d D U . . .
H0AB H 0.418(2) 1.641(7) 0.4455(11) 0.023 Uiso 1 1 d D U . . .
H8 H 0.624(2) 0.804(8) 0.4870(11) 0.025 Uani 1 1 d . . . . .
H33 H 0.480(2) 1.187(8) 0.3068(10) 0.025 Uani 1 1 d . . . . .
H58 H 0.715(3) 1.219(11) 0.2193(12) 0.041 Uani 1 1 d . . . . .
H41 H 0.862(2) 0.798(8) 0.4569(10) 0.025 Uani 1 1 d . . . . .
H43 H 0.914(3) 1.030(9) 0.2713(11) 0.036 Uani 1 1 d . . . . .
H1 H 1.192(3) 0.640(8) 0.4267(11) 0.027 Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C48 1.3253(15) . ?
O1 H1 0.93(3) . ?
O8 C1 1.3718(15) . ?
O8 H8 0.82(2) . ?
O15 C48 1.2259(17) . ?
O33 C8 1.3676(18) . ?
O33 H33 0.85(2) . ?
O58 C26 1.3741(16) . ?
O58 H58 0.80(3) . ?
C1 C41 1.383(2) . ?
C1 C8 1.3993(16) . ?
C8 C26 1.3943(18) . ?
C26 C43 1.385(2) . ?
C41 C74 1.3961(18) . ?
C41 H41 0.97(2) . ?
C43 C74 1.3966(18) . ?
C43 H43 0.94(2) . ?
C48 C74 1.480(2) . ?
O0AA H0AA 0.85(2) . ?
O0AA H0AB 0.81(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
C48 O1 H1 109.6(15) . . ?
C1 O8 H8 116.5(17) . . ?
C8 O33 H33 107.9(16) . . ?
C26 O58 H58 107.6(18) . . ?
O8 C1 C41 122.57(10) . . ?
O8 C1 C8 116.51(12) . . ?
C41 C1 C8 120.90(11) . . ?
O33 C8 C26 121.94(11) . . ?
O33 C8 C1 118.77(11) . . ?
C26 C8 C1 119.28(13) . . ?
O58 C26 C43 124.56(12) . . ?
O58 C26 C8 115.00(13) . . ?
C43 C26 C8 120.44(12) . . ?
C1 C41 C74 119.05(11) . . ?
C1 C41 H41 119.6(14) . . ?
C74 C41 H41 121.3(14) . . ?
C26 C43 C74 119.55(13) . . ?
C26 C43 H43 117.7(16) . . ?
C74 C43 H43 122.7(16) . . ?
O15 C48 O1 122.85(14) . . ?
O15 C48 C74 123.06(12) . . ?
O1 C48 C74 114.09(12) . . ?
C41 C74 C43 120.69(14) . . ?
C41 C74 C48 120.85(11) . . ?
C43 C74 C48 118.44(12) . . ?
H0AA O0AA H0AB 105(2) . . ?

####################################################################### 
# 
# 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_formIV_123K_xd
_database_code_depnum_ccdc_archive 'CCDC 1454064'
_audit_update_record             
;
2016-02-17 deposited with the CCDC.
2016-12-13 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT751_formIV_123K_xd      
;
PROBLEM: Bond    Calc     0.97000, Rep   0.9740(6) ......  Senseless s.u.
RESPONSE: This error is apparently raised because of a constrained bond length. However, the model, refined in XD, does not have such constraints.
;
_vrf_PLAT752_formIV_123K_xd      
;
PROBLEM: Angle   Calc      109.00, Rep   108.93(5) ......  Senseless s.u.
RESPONSE: This error is apparently raised because of a constrained bond angle. However, the model, refined in XD, does not have such constraints.
;
_vrf_PLAT753_formIV_123K_xd      
;
PROBLEM: Torsion Calc       -1.00, Rep    -0.76(6) ......  Senseless s.u.
RESPONSE: This error is apparently raised because of a constrained bond torsion angle. However, the model, refined in XD, does not have such constraints.
;

# Added during the CSD deposition process: Wednesday 17th of February 2016 10:19:43 AM
# end Validation Reply Form


_chemical_formula_moiety         
;
C7 H6 O5, H2 O
;

_chemical_formula_sum            'C7 H8 O6'
_chemical_formula_weight         188.13

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z

_cell_length_a                   9.7573(4)
_cell_length_b                   3.55790(10)
_cell_length_c                   21.5170(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.3380(10)
_cell_angle_gamma                90
_cell_volume                     746.77(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6528
_cell_measurement_theta_min      2.786
_cell_measurement_theta_max      46.576
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.18
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             392
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
_exptl_absorpt_coefficient_mu    0.15
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6246
_exptl_absorpt_correction_T_max  0.7498
_exptl_absorpt_process_details   'SADABS, Bruker(2001)'

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius X8 APEXII CCD area-detector'
_diffrn_measurement_method       'ω and φ'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_number            6528
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         2.786
_diffrn_reflns_theta_max         46.576
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_reflns_Friedel_coverage         0
_reflns_number_total             6528
_reflns_number_gt                5636
_reflns_threshold_expression     'I > 2σ(I)'


#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'Volkov et al, (2006)'
_computing_molecular_graphics    'Volkov et al, (2006)'
_computing_publication_material  'Volkov et al, (2006)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#


_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
        ?
;
_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
        calc w1 = 1/[s²(Fo)]
;
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5636
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.048
_refine_ls_R_factor_gt           0.035
_refine_ls_wR_factor_ref         0.039
_refine_ls_goodness_of_fit_ref   1.994
_refine_ls_shift/su_max          0
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.083

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, 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
O(1A) O 0.35827(6) -0.1033(2) 0.16896(3) 0.021 Uani 1 4
O(1B) O 0.40173(6) -0.3162(2) 0.07366(3) 0.02 Uani 1 4
O(4) O 0.84333(6) 0.1518(2) 0.25667(2) 0.019 Uani 1 4
O(5) O 1.00304(5) 0.11769(18) 0.15612(2) 0.014 Uani 1 4
O(6) O 0.90332(6) -0.09082(19) 0.04494(2) 0.016 Uani 1 4
O(11) O 0.85756(6) -0.4830(2) -0.06217(2) 0.017 Uani 1 4
C(1) C 0.43961(5) -0.17290(15) 0.12795(2) 0.014 Uani 1 4
C(2) C 0.58830(4) -0.10328(13) 0.134981(19) 0.012 Uani 1 4
C(3) C 0.64094(5) -0.00378(16) 0.193577(19) 0.014 Uani 1 4
C(4) C 0.78035(4) 0.06345(15) 0.201234(18) 0.013 Uani 1 4
C(5) C 0.86649(4) 0.03896(12) 0.150542(17) 0.01 Uani 1 4
C(6) C 0.81306(4) -0.06871(12) 0.092485(17) 0.01 Uani 1 4
C(7) C 0.67399(4) -0.14066(13) 0.084335(18) 0.011 Uani 1 4
H(1) H 0.302948 -0.356125 0.073083 0.032 Uani 1 4
H(3) H 0.575258 0.019911 0.23327 0.031 Uani 1 4
H(4) H 0.772668 0.215613 0.286112 0.031 Uani 1 4
H(5) H 1.0209 0.198811 0.19878 0.028 Uani 1 4
H(6) H 0.871957 -0.209279 0.006357 0.024 Uani 1 4
H(7) H 0.634423 -0.216354 0.038585 0.027 Uani 1 4
H(11) H 0.890161 -0.346648 -0.096854 0.035 Uani 1 4
H(12) H 0.930549 -0.660217 -0.056896 0.034 Uani 1 4



#----------------------------------------------------------------------------#
#                   MULTIPOLE PARAMETERS                                     #
#----------------------------------------------------------------------------#

loop_
_atom_rho_multipole_atom_label
_atom_rho_multipole_coeff_Pv
_atom_rho_multipole_coeff_P00
_atom_rho_multipole_coeff_P11
_atom_rho_multipole_coeff_P1-1
_atom_rho_multipole_coeff_P10
_atom_rho_multipole_coeff_P20
_atom_rho_multipole_coeff_P21
_atom_rho_multipole_coeff_P2-1
_atom_rho_multipole_coeff_P22
_atom_rho_multipole_coeff_P2-2
_atom_rho_multipole_coeff_P30
_atom_rho_multipole_coeff_P31
_atom_rho_multipole_coeff_P3-1
_atom_rho_multipole_coeff_P32
_atom_rho_multipole_coeff_P3-2
_atom_rho_multipole_coeff_P33
_atom_rho_multipole_coeff_P3-3
_atom_rho_multipole_coeff_P40
_atom_rho_multipole_coeff_P41
_atom_rho_multipole_coeff_P4-1
_atom_rho_multipole_coeff_P42
_atom_rho_multipole_coeff_P4-2
_atom_rho_multipole_coeff_P43
_atom_rho_multipole_coeff_P4-3
_atom_rho_multipole_coeff_P44
_atom_rho_multipole_coeff_P4-4
_atom_rho_multipole_kappa
_atom_rho_multipole_kappa_prime0
_atom_rho_multipole_kappa_prime1
_atom_rho_multipole_kappa_prime2
_atom_rho_multipole_kappa_prime3
_atom_rho_multipole_kappa_prime4
O(1A) 6.21(3) 0 -0.130(17) -0.018(14) -0.105(16) -0.033(18) 0.026(17)
-0.023(16) -0.073(17) 0.023(17) -0.009(14) 0.016(14) -0.021(13) 0.037(13)
0.018(13) 0.020(14) 0.010(14) 0 0 0 0 0 0 0 0 0 0.999038 1.023569 1.023569
1.023569 1.023569 1.023569
O(1B) 6.35(3) 0 -0.128(18) 0.022(14) -0.041(17) 0.020(19) 0.008(17) 0.008(15)
-0.009(18) -0.025(17) 0.078(14) 0.011(15) -0.021(13) 0.035(14) 0.002(14)
-0.046(15) -0.039(15) 0 0 0 0 0 0 0 0 0 0.992089 0.985983 0.985983 0.985983
0.985983 0.985983
O(4) 6.55(3) 0 0.181(17) -0.019(13) 0.048(14) 0.014(16) 0.023(15) 0.076(14)
0.069(17) -0.031(16) 0.057(13) -0.046(13) -0.036(12) 0.091(13) 0.035(13)
0.091(14) 0.048(14) 0 0 0 0 0 0 0 0 0 0.971017 1.002335 1.002335 1.002335
1.002335 1.002335
O(5) 6.63(3) 0 -0.003(14) -0.053(13) -0.042(13) -0.028(15) 0.045(14) 0.011(14)
0.051(15) -0.002(14) 0.093(12) -0.013(12) -0.033(11) 0.021(12) 0.000(12)
0.000(12) 0.000(12) 0 0 0 0 0 0 0 0 0 0.971017 1.002335 1.002335 1.002335
1.002335 1.002335
O(6) 6.65(3) 0 0.029(14) -0.008(13) 0.017(14) -0.057(15) 0.028(15) 0.087(14)
0.009(15) -0.054(15) 0.113(13) -0.008(13) 0.064(12) 0.000(12) 0.048(12)
-0.011(12) -0.034(12) 0 0 0 0 0 0 0 0 0 0.971017 1.002335 1.002335 1.002335
1.002335 1.002335
O(11) 6.84(3) 0 0.071(13) -0.036(14) 0.091(16) -0.003(16) 0.003(15) 0.003(16)
0.022(14) -0.021(14) 0.098(14) 0.094(13) -0.027(13) 0.060(13) 0.007(12)
0.038(12) -0.088(11) 0 0 0 0 0 0 0 0 0 0.959439 0.99728 0.99728 0.99728 0.99728
0.99728
C(1) 3.96(4) 0 0.15(2) -0.071(19) -0.145(19) -0.273(19) -0.016(17) 0.030(17)
0.12(2) 0.099(19) 0.04(2) -0.03(2) -0.004(19) 0.02(2) 0.01(2) 0.40(2) 0.01(2) 0
0 0 0 0 0 0 0 0 1.02043 0.96118 0.96118 0.96118 0.96118 0.96118
C(2) 3.97(5) 0 0.032(19) 0.050(19) 0.140(18) -0.150(18) 0.026(17) -0.019(16)
0.015(19) -0.031(19) -0.01(2) -0.016(18) 0.002(18) 0.00(2) 0.014(19) 0.23(2)
0.00(2) 0 0 0 0 0 0 0 0 0 1.029248 0.971293 0.971293 0.971293 0.971293 0.971293
C(3) 3.83(5) 0 0.02(2) -0.01(2) -0.126(19) -0.14(2) 0.040(18) 0.002(16)
0.003(19) -0.024(19) -0.05(2) 0.036(19) 0.009(18) 0.03(2) 0.015(19) 0.25(2)
0.00(2) 0 0 0 0 0 0 0 0 0 1.029248 0.971293 0.971293 0.971293 0.971293 0.971293
C(4) 3.86(4) 0 0.004(19) 0.10(2) 0.111(18) -0.183(19) -0.032(16) -0.038(17)
0.027(19) -0.115(18) 0.08(2) 0.026(18) 0.07(2) -0.03(2) 0.035(19) 0.30(2)
-0.02(2) 0 0 0 0 0 0 0 0 0 1.029248 0.971293 0.971293 0.971293 0.971293
0.971293
C(5) 3.91(4) 0 0.045(19) 0.088(19) 0.026(16) -0.134(17) -0.035(16) 0.022(16)
0.022(18) -0.041(18) 0.016(19) 0.016(18) 0.040(18) -0.001(18) -0.031(18)
0.32(2) -0.06(2) 0 0 0 0 0 0 0 0 0 1.029248 0.971293 0.971293 0.971293 0.971293
0.971293
C(6) 3.84(4) 0 0.044(19) 0.117(19) -0.040(17) -0.128(17) -0.040(16) -0.027(15)
0.026(18) -0.086(18) -0.012(19) -0.017(18) 0.040(17) 0.012(19) -0.013(18)
0.27(2) 0.03(2) 0 0 0 0 0 0 0 0 0 1.029248 0.971293 0.971293 0.971293 0.971293
0.971293
C(7) 4.00(5) 0 -0.03(2) 0.00(2) -0.093(18) -0.163(18) 0.029(15) 0.000(16)
-0.030(19) -0.029(18) 0.02(2) -0.049(17) -0.012(18) 0.005(19) 0.007(19) 0.26(2)
-0.01(2) 0 0 0 0 0 0 0 0 0 1.029248 0.971293 0.971293 0.971293 0.971293
0.971293
H(1) 0.74(3) 0 -0.04(2) 0.010(17) 0.18(2) 0.13(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 1.228364 1.228364 1.228364 1.228364 1.228364 1.228364
H(3) 0.86(2) 0 0.027(14) -0.011(13) 0.177(16) 0.09(2) 0 0 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 1.219745 1.219745 1.219745 1.219745 1.219745 1.219745
H(4) 0.590(14) 0 0.002(10) -0.014(9) 0.153(12) 0.094(17) 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 0 0 1.242557 1.242557 1.242557 1.242557 1.242557 1.242557
H(5) 0.590(14) 0 0.002(10) -0.014(9) 0.153(12) 0.094(17) 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 0 0 1.242557 1.242557 1.242557 1.242557 1.242557 1.242557
H(6) 0.590(14) 0 0.002(10) -0.014(9) 0.153(12) 0.094(17) 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 0 0 1.242557 1.242557 1.242557 1.242557 1.242557 1.242557
H(7) 0.86(2) 0 0.027(14) -0.011(13) 0.177(16) 0.09(2) 0 0 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 1.219745 1.219745 1.219745 1.219745 1.219745 1.219745
H(11) 0.582(16) 0 0.006(13) 0.007(12) 0.113(15) 0.090(19) 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 0 0 1.274724 1.274724 1.274724 1.274724 1.274724 1.274724
H(12) 0.582(16) 0 0.006(13) 0.007(12) 0.113(15) 0.090(19) 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 0 0 1.274724 1.274724 1.274724 1.274724 1.274724 1.274724

loop_
_atom_local_axes_atom_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
O(1A) C(1) Z O(1A) O(1B) Y
O(1B) H(1) Z O(1B) C(1) Y
O(4) H(4) Z O(4) C(4) Y
O(5) H(5) Z O(5) C(5) Y
O(6) H(6) Z O(6) C(6) Y
O(11) H(12) Z O(11) H(11) Y
C(1) O(1A) X C(1) O(1B) Y
C(2) C(3) X C(2) C(7) Y
C(3) C(2) X C(3) C(4) Y
C(4) C(5) X C(4) C(3) Y
C(5) C(6) X C(5) C(4) Y
C(6) C(5) X C(6) C(7) Y
C(7) H(7) X C(7) C(6) Y
H(1) O(1B) Z H(1) C(1) Y
H(3) C(3) Z H(3) C(4) Y
H(4) O(4) Z H(4) C(4) Y
H(5) O(5) Z H(5) C(5) Y
H(6) O(6) Z H(6) O(11) Y
H(7) C(7) Z H(7) C(6) Y
H(11) O(11) Z H(11) H(12) Y
H(12) O(11) Z H(12) H(11) Y


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O(1A) C(1) 1.2258(7) 1_555 1_555 yes
O(1B) C(1) 1.3193(7) 1_555 1_555 yes
O(1B) H(1) 0.9740(6) 1_555 1_555 yes
O(4) C(4) 1.3656(6) 1_555 1_555 yes
O(4) H(4) 0.9740(5) 1_555 1_555 yes
O(5) C(5) 1.3641(6) 1_555 1_555 yes
O(5) H(5) 0.9740(5) 1_555 1_555 yes
O(6) C(6) 1.3677(6) 1_555 1_555 yes
O(6) H(6) 0.9740(5) 1_555 1_555 yes
O(11) H(11) 0.9510(5) 1_555 1_555 yes
O(11) H(12) 0.9560(7) 1_555 1_555 yes
C(1) C(2) 1.4761(6) 1_555 1_555 yes
C(2) C(3) 1.3959(6) 1_555 1_555 yes
C(2) C(7) 1.3953(6) 1_555 1_555 yes
C(3) C(4) 1.3872(6) 1_555 1_555 yes
C(3) H(3) 1.0830(4) 1_555 1_555 yes
C(4) C(5) 1.3951(6) 1_555 1_555 yes
C(5) C(6) 1.3959(5) 1_555 1_555 yes
C(6) C(7) 1.3879(6) 1_555 1_555 yes
C(7) H(7) 1.0830(4) 1_555 1_555 yes

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(1) O(1B) H(1) 108.93(5) 1_555 1_555 1_555 yes
C(4) O(4) H(4) 108.11(5) 1_555 1_555 1_555 yes
C(5) O(5) H(5) 107.26(4) 1_555 1_555 1_555 yes
C(6) O(6) H(6) 117.87(5) 1_555 1_555 1_555 yes
H(11) O(11) H(12) 99.66(5) 1_555 1_555 1_555 yes
O(1A) C(1) O(1B) 122.86(5) 1_555 1_555 1_555 yes
O(1A) C(1) C(2) 122.93(5) 1_555 1_555 1_555 yes
O(1B) C(1) C(2) 114.20(4) 1_555 1_555 1_555 yes
C(1) C(2) C(3) 118.37(4) 1_555 1_555 1_555 yes
C(1) C(2) C(7) 120.62(4) 1_555 1_555 1_555 yes
C(3) C(2) C(7) 121.00(4) 1_555 1_555 1_555 yes
C(2) C(3) C(4) 119.35(4) 1_555 1_555 1_555 yes
C(2) C(3) H(3) 121.33(4) 1_555 1_555 1_555 yes
C(4) C(3) H(3) 119.32(4) 1_555 1_555 1_555 yes
O(4) C(4) C(3) 124.29(4) 1_555 1_555 1_555 yes
O(4) C(4) C(5) 115.48(4) 1_555 1_555 1_555 yes
C(3) C(4) C(5) 120.22(4) 1_555 1_555 1_555 yes
O(5) C(5) C(4) 121.56(4) 1_555 1_555 1_555 yes
O(5) C(5) C(6) 118.60(4) 1_555 1_555 1_555 yes
C(4) C(5) C(6) 119.84(4) 1_555 1_555 1_555 yes
O(6) C(6) C(5) 116.85(4) 1_555 1_555 1_555 yes
O(6) C(6) C(7) 122.66(4) 1_555 1_555 1_555 yes
C(5) C(6) C(7) 120.48(3) 1_555 1_555 1_555 yes
C(2) C(7) C(6) 119.05(4) 1_555 1_555 1_555 yes
C(2) C(7) H(7) 121.75(4) 1_555 1_555 1_555 yes
C(6) C(7) H(7) 119.17(4) 1_555 1_555 1_555 yes

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
H(1) O(1B) C(1) O(1A) -0.76(6) 1_555 1_555 1_555 1_555 yes
H(1) O(1B) C(1) C(2) 179.30(8) 1_555 1_555 1_555 1_555 yes
H(4) O(4) C(4) C(3) -13.10(5) 1_555 1_555 1_555 1_555 yes
H(4) O(4) C(4) C(5) 167.56(7) 1_555 1_555 1_555 1_555 yes
H(5) O(5) C(5) C(4) -2.83(4) 1_555 1_555 1_555 1_555 yes
H(5) O(5) C(5) C(6) 177.24(6) 1_555 1_555 1_555 1_555 yes
H(6) O(6) C(6) C(5) 168.82(7) 1_555 1_555 1_555 1_555 yes
H(6) O(6) C(6) C(7) -12.52(5) 1_555 1_555 1_555 1_555 yes
O(1A) C(1) C(2) C(3) 9.18(6) 1_555 1_555 1_555 1_555 yes
O(1A) C(1) C(2) C(7) -171.55(8) 1_555 1_555 1_555 1_555 yes
O(1B) C(1) C(2) C(3) -170.87(7) 1_555 1_555 1_555 1_555 yes
O(1B) C(1) C(2) C(7) 8.39(5) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(3) C(4) -179.91(7) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(3) H(3) 0.57(4) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(7) C(6) 179.25(6) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(7) H(7) 1.06(4) 1_555 1_555 1_555 1_555 yes
C(7) C(2) C(3) C(4) 0.83(4) 1_555 1_555 1_555 1_555 yes
C(3) C(2) C(7) C(6) -1.51(4) 1_555 1_555 1_555 1_555 yes
C(7) C(2) C(3) H(3) -178.69(7) 1_555 1_555 1_555 1_555 yes
C(3) C(2) C(7) H(7) -179.69(7) 1_555 1_555 1_555 1_555 yes
C(2) C(3) C(4) O(4) -178.05(8) 1_555 1_555 1_555 1_555 yes
C(2) C(3) C(4) C(5) 1.26(4) 1_555 1_555 1_555 1_555 yes
H(3) C(3) C(4) O(4) 1.48(5) 1_555 1_555 1_555 1_555 yes
H(3) C(3) C(4) C(5) -179.21(7) 1_555 1_555 1_555 1_555 yes
O(4) C(4) C(5) O(5) -3.21(5) 1_555 1_555 1_555 1_555 yes
O(4) C(4) C(5) C(6) 176.72(7) 1_555 1_555 1_555 1_555 yes
C(3) C(4) C(5) O(5) 177.42(7) 1_555 1_555 1_555 1_555 yes
C(3) C(4) C(5) C(6) -2.65(4) 1_555 1_555 1_555 1_555 yes
O(5) C(5) C(6) O(6) 0.59(5) 1_555 1_555 1_555 1_555 yes
O(5) C(5) C(6) C(7) -178.10(6) 1_555 1_555 1_555 1_555 yes
C(4) C(5) C(6) O(6) -179.34(6) 1_555 1_555 1_555 1_555 yes
C(4) C(5) C(6) C(7) 1.97(4) 1_555 1_555 1_555 1_555 yes
O(6) C(6) C(7) C(2) -178.52(7) 1_555 1_555 1_555 1_555 yes
O(6) C(6) C(7) H(7) -0.28(4) 1_555 1_555 1_555 1_555 yes
C(5) C(6) C(7) C(2) 0.10(4) 1_555 1_555 1_555 1_555 yes
C(5) C(6) C(7) H(7) 178.33(6) 1_555 1_555 1_555 1_555 yes

# END of CIF
