# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_Zr-Mandelate
_database_code_depnum_ccdc_archive 'CCDC 2004875'
loop_
_audit_author_name
_audit_author_address
'Nathalie Guillou'
;Universitede Versailles St Quentin en Yvelines
France
;
_audit_update_record             
;
2020-05-20 deposited with the CCDC.	2020-07-03 downloaded from the CCDC.
;

#=============================================================================

# POWDER SPECIMEN AND CRYSTAL DATA

_chemical_formula_sum            'C32 H28 O12 Zr'
_chemical_formula_weight         695.78
_exptl_crystal_colour            Colourless

_cell_length_a                   17.0775(7)
_cell_length_b                   5.63423(10)
_cell_length_c                   16.9860(4)
_cell_angle_alpha                90
_cell_angle_beta                 114.885(3)
_cell_angle_gamma                90
_cell_volume                     1482.62(8)

_cell_formula_units_Z            2
_diffrn_ambient_temperature      293
_cell_measurement_temperature    293
_pd_spec_mounting                'glass capillary'
_pd_spec_mount_mode              transmission
_pd_spec_shape                   cylinder



_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Pc


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


_exptl_crystal_description       polycristaline
#=============================================================================

#  EXPERIMENTAL DATA

_diffrn_source                   Synchrotron
_diffrn_radiation_type           'X-ray synchrotron'

_diffrn_radiation_monochromator  'Si(111) double monochromator'
_diffrn_measurement_device_type  'mythen detector'


#  The following four items give details of the measured (not processed)
#  powder pattern.  Angles are in degrees.

#_pd_meas_number_of_points        22508
_pd_meas_2theta_range_min        2.084
_pd_meas_2theta_range_max        92.112
_pd_meas_2theta_range_inc        0.004


#=============================================================================


#  REFINEMENT DATA

_refine_special_details          'Structure solved from powder data'


# Use the next field to give any special details about the fitting of the
# powder pattern.


# The next three items are given as text.

_pd_proc_ls_profile_function     
'Thompson-Cox-Hastings pseudo-Voigt function + Stephens model'
_pd_proc_ls_background_function  'Chebychev polynomial and two additional peaks'



#  The following profile R-factors are NOT CORRECTED for background
#  The sum is extended to all non-excluded points.
#  These are the current CIF standard

_pd_proc_ls_prof_R_factor        0.035
_pd_proc_ls_prof_wR_factor       0.049

#  Items related to LS refinement

_refine_ls_R_I_factor            0.017
_refine_ls_goodness_of_fit_all   16.95
_refine_ls_number_reflns         1720
_refine_ls_number_structural_parameters 39
_refine_ls_number_profile_parameters 23
_refine_ls_number_restraints     11

# The following four items apply to angular dispersive measurements.
# 2theta minimum, maximum and increment (in degrees) are for the 
# intensities used in the refinement.

_pd_proc_2theta_range_min        2.0000
_pd_proc_2theta_range_max        50.000
_pd_proc_2theta_range_inc        0.004
_diffrn_radiation_wavelength     0.82445

_computing_structure_solution    'EXPO + TOPAS'
_computing_structure_refinement  TOPAS
_computing_molecular_graphics    DIAMOND

#=============================================================================




loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv
Zr1 ZR 2 0.53966 0.2480(11) 0.87922 1 0.17(7)
O11 O 2 0.6218(13) 0.376(4) 1.0103(14) 1 0.17(7)
O12 O 2 0.664(2) -0.221(3) 1.087(2) 1 0.17(7)
O13 O 2 0.618(2) -0.062(5) 0.9529(17) 1 0.17(7)
O21 O 2 0.4212(16) 0.412(3) 0.8738(10) 1 0.17(7)
O22 O 2 0.400(2) -0.182(4) 0.9382(17) 1 0.17(7)
O23 O 2 0.5102(14) 0.079(6) 0.9829(16) 1 0.17(7)
O31 O 2 0.6254(11) 0.111(3) 0.8190(11) 1 0.17(7)
O32 O 2 0.6684(18) 0.704(3) 0.772(2) 1 0.17(7)
O33 O 2 0.5961(17) 0.555(4) 0.8452(19) 1 0.17(7)
O41 O 2 0.4584(13) 0.367(4) 0.7476(14) 1 0.17(7)
O42 O 2 0.424(2) -0.228(3) 0.665(2) 1 0.17(7)
O43 O 2 0.499(2) -0.072(4) 0.7974(17) 1 0.17(7)
C11 C 2 0.7617(11) 0.251(3) 1.1086(13) 1 0.17(7)
C12 C 2 0.7919(14) 0.420(5) 1.069(2) 1 0.17(7)
C13 C 2 0.8795(16) 0.464(6) 1.101(2) 1 0.17(7)
C14 C 2 0.9369(13) 0.339(6) 1.171(2) 1 0.17(7)
C15 C 2 0.9067(13) 0.170(6) 1.211(2) 1 0.17(7)
C16 C 2 0.8191(12) 0.126(5) 1.1793(18) 1 0.17(7)
C17 C 2 0.6681(11) 0.205(3) 1.0751(11) 1 0.17(7)
C18 C 2 0.6492(12) -0.036(3) 1.0366(15) 1 0.17(7)
C21 C 2 0.2933(12) 0.213(4) 0.8597(12) 1 0.17(7)
C22 C 2 0.2213(12) 0.120(7) 0.7924(15) 1 0.17(7)
C23 C 2 0.1407(12) 0.146(10) 0.792(2) 1 0.17(7)
C24 C 2 0.1322(18) 0.265(11) 0.860(3) 1 0.17(7)
C25 C 2 0.204(2) 0.358(9) 0.927(2) 1 0.17(7)
C26 C 2 0.2848(19) 0.332(6) 0.9268(17) 1 0.17(7)
C27 C 2 0.3794(11) 0.186(3) 0.8597(8) 1 0.17(7)
C28 C 2 0.4320(13) 0.021(3) 0.9298(10) 1 0.17(7)
C31 C 2 0.7661(10) 0.255(3) 0.8509(10) 1 0.17(7)
C32 C 2 0.7968(12) 0.048(4) 0.8972(16) 1 0.17(7)
C33 C 2 0.8839(13) 0.023(5) 0.9499(18) 1 0.17(7)
C34 C 2 0.9402(12) 0.206(5) 0.9563(16) 1 0.17(7)
C35 C 2 0.9095(11) 0.413(4) 0.9099(19) 1 0.17(7)
C36 C 2 0.8225(10) 0.438(3) 0.8572(17) 1 0.17(7)
C37 C 2 0.6730(9) 0.281(2) 0.7945(9) 1 0.17(7)
C38 C 2 0.6447(10) 0.523(3) 0.8042(12) 1 0.17(7)
C41 C 2 0.3316(12) 0.215(3) 0.6340(13) 1 0.17(7)
C42 C 2 0.2894(13) 0.404(4) 0.651(2) 1 0.17(7)
C43 C 2 0.2005(13) 0.421(5) 0.609(2) 1 0.17(7)
C44 C 2 0.1538(13) 0.249(5) 0.550(2) 1 0.17(7)
C45 C 2 0.1959(13) 0.060(5) 0.533(2) 1 0.17(7)
C46 C 2 0.2848(13) 0.043(5) 0.5750(19) 1 0.17(7)
C47 C 2 0.4266(11) 0.198(3) 0.6789(12) 1 0.17(7)
C48 C 2 0.4510(12) -0.044(3) 0.7151(15) 1 0.17(7)
H12 H 2 0.7524(17) 0.507(7) 1.021(3) 1 4
H13 H 2 0.9002(19) 0.580(8) 1.073(3) 1 4
H14 H 2 0.9970(14) 0.369(7) 1.193(3) 1 4
H15 H 2 0.9461(14) 0.084(8) 1.259(3) 1 4
H16 H 2 0.7984(15) 0.010(7) 1.206(2) 1 4
H17 H 2 0.6502(12) 0.215(3) 1.1228(12) 1 4
H22 H 2 0.2271(16) 0.038(8) 0.7463(15) 1 4
H23 H 2 0.0913(13) 0.082(12) 0.746(3) 1 4
H24 H 2 0.077(2) 0.282(13) 0.859(3) 1 4
H25 H 2 0.198(3) 0.440(11) 0.973(3) 1 4
H26 H 2 0.334(2) 0.396(7) 0.9730(18) 1 4
H27 H 2 0.3730(13) 0.122(3) 0.8037(8) 1 4
H32 H 2 0.7580(14) -0.078(4) 0.893(2) 1 4
H33 H 2 0.9049(15) -0.119(5) 0.982(2) 1 4
H34 H 2 1.0001(12) 0.189(5) 0.9925(18) 1 4
H35 H 2 0.9483(12) 0.539(5) 0.914(3) 1 4
H36 H 2 0.8014(12) 0.580(4) 0.825(2) 1 4
H37 H 2 0.6628(10) 0.255(3) 0.7339(9) 1 4
H42 H 2 0.3215(15) 0.523(5) 0.692(3) 1 4
H43 H 2 0.1715(15) 0.551(6) 0.621(3) 1 4
H44 H 2 0.0927(13) 0.260(6) 0.521(2) 1 4
H45 H 2 0.1638(15) -0.059(7) 0.493(3) 1 4
H46 H 2 0.3138(15) -0.087(6) 0.563(3) 1 4
H47 H 2 0.4516(12) 0.229(3) 0.6375(12) 1 4
H11 H 2 0.6327(14) 0.514(3) 1.0324(18) 1 4
H21 H 2 0.3909(18) 0.506(3) 0.8336(12) 1 4
H31 H 2 0.6416(12) -0.028(3) 0.8134(14) 1 4
H41 H 2 0.4444(14) 0.506(4) 0.7268(18) 1 4
_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
Zr1 O11 2.19(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
O11 Zr1 O13 73.3(9) . . ?
