# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2035451'
_audit_update_record             
;
2020-10-05 deposited with the CCDC.	2020-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'Yttrium-organic Compound'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H4 O9 Y'
_chemical_formula_weight         345.03

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'
Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.2467(16)
_cell_length_b                   18.774(4)
_cell_length_c                   7.7968(16)
_cell_angle_alpha                90
_cell_angle_beta                 105.817(6)
_cell_angle_gamma                90
_cell_volume                     1161.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    2552
_cell_measurement_theta_min      2.170
_cell_measurement_theta_max      27.101

_exptl_crystal_description       'Rod Shaped'
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.973
_exptl_crystal_F_000             676
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    5.062
_shelx_estimated_absorpt_T_min   0.631
_shelx_estimated_absorpt_T_max   0.751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.631
_exptl_absorpt_correction_T_max  0.751
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14747
_diffrn_reflns_av_unetI/netI     0.0709
_diffrn_reflns_av_R_equivalents  0.1053
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.170
_diffrn_reflns_theta_max         27.101
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2552
_reflns_number_gt                2007
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'Ortep-3 for Windows (Farrugia, 1999) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'PLATON (Spek, 2003)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0756P)²+3.2972P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2552
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1576
_refine_ls_wR_factor_gt          0.1449
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_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_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
Y1 Y 0.75670(6) 0.48062(3) 0.23966(6) 0.0198(2) Uani 1 1 d . . . . .
O6 O 0.9964(5) 0.4572(2) -0.1987(5) 0.0250(9) Uani 1 1 d . . . . .
O4 O 0.4016(5) 0.8805(2) 0.3709(5) 0.0310(10) Uani 1 1 d . . . . .
O5 O 0.8024(5) 0.4596(2) -0.0469(5) 0.0288(9) Uani 1 1 d . . . . .
O2 O 1.0226(5) 0.6013(2) 0.7052(6) 0.0328(10) Uani 1 1 d . . . . .
O3 O 0.6176(6) 0.9294(2) 0.5662(6) 0.0345(10) Uani 1 1 d . . . . .
O1 O 0.8316(6) 0.5557(2) 0.4739(5) 0.0331(10) Uani 1 1 d . . . . .
O8 O 0.4879(6) 0.4977(3) 0.3115(6) 0.0365(10) Uani 1 1 d . . . . .
O7 O 0.7482(6) 0.4089(2) 0.5012(5) 0.0371(10) Uani 1 1 d . . . . .
C5 C 0.6319(8) 0.8056(3) 0.5059(7) 0.0259(12) Uani 1 1 d . . . . .
C9 C 0.9426(7) 0.4753(3) -0.0702(7) 0.0231(11) Uani 1 1 d . . . . .
C8 C 0.5454(8) 0.8771(3) 0.4799(7) 0.0247(12) Uani 1 1 d . . . . .
C2 C 0.7958(8) 0.6751(3) 0.5604(8) 0.0265(12) Uani 1 1 d . . . . .
C1 C 0.8901(7) 0.6052(3) 0.5815(7) 0.0240(12) Uani 1 1 d . . . . .
C4 C 0.5507(8) 0.7450(3) 0.4258(8) 0.0326(14) Uani 1 1 d . . . . .
H4 H 0.440872 0.748077 0.353261 0.039 Uiso 1 1 calc R U . . .
C3 C 0.6310(8) 0.6799(3) 0.4523(8) 0.0327(14) Uani 1 1 d . . . . .
H3 H 0.575285 0.639300 0.398183 0.039 Uiso 1 1 calc R U . . .
C7 C 0.8754(9) 0.7355(3) 0.6424(10) 0.0404(17) Uani 1 1 d . . . . .
H7 H 0.984361 0.732400 0.717156 0.049 Uiso 1 1 calc R U . . .
C6 C 0.7947(8) 0.8009(3) 0.6145(9) 0.0381(16) Uani 1 1 d . . . . .
H6 H 0.850030 0.841608 0.668881 0.046 Uiso 1 1 calc R U . . .
O100 O 0.2053(18) 0.7560(8) 0.529(2) 0.207(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O1 2.256(4) . ?
Y1 O3 2.271(4) 4_575 ?
Y1 O4 2.316(4) 2_645 ?
Y1 O2 2.331(4) 3_766 ?
Y1 O5 2.398(4) . ?
Y1 O6 2.442(4) 3_765 ?
Y1 O8 2.451(5) . ?
Y1 O7 2.460(4) . ?
O6 C9 1.249(7) . ?
O4 C8 1.258(7) . ?
O5 C9 1.253(7) . ?
O2 C1 1.247(7) . ?
O3 C8 1.245(7) . ?
O1 C1 1.256(7) . ?
C5 C4 1.381(8) . ?
C5 C6 1.381(8) . ?
C5 C8 1.508(7) . ?
C9 C9 1.545(11) 3_765 ?
C2 C7 1.378(9) . ?
C2 C3 1.393(8) . ?
C2 C1 1.512(7) . ?
C4 C3 1.378(8) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C7 C6 1.385(8) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?

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 Y1 O3 89.97(15) . 4_575 ?
O1 Y1 O4 144.13(16) . 2_645 ?
O3 Y1 O4 103.90(15) 4_575 2_645 ?
O1 Y1 O2 103.59(15) . 3_766 ?
O3 Y1 O2 147.46(16) 4_575 3_766 ?
O4 Y1 O2 82.30(15) 2_645 3_766 ?
O1 Y1 O5 141.20(15) . . ?
O3 Y1 O5 75.51(16) 4_575 . ?
O4 Y1 O5 74.66(15) 2_645 . ?
O2 Y1 O5 75.53(15) 3_766 . ?
O1 Y1 O6 75.70(15) . 3_765 ?
O3 Y1 O6 82.54(15) 4_575 3_765 ?
O4 Y1 O6 138.13(14) 2_645 3_765 ?
O2 Y1 O6 72.71(15) 3_766 3_765 ?
O5 Y1 O6 66.96(13) . 3_765 ?
O1 Y1 O8 78.36(16) . . ?
O3 Y1 O8 72.37(16) 4_575 . ?
O4 Y1 O8 74.82(16) 2_645 . ?
O2 Y1 O8 138.89(16) 3_766 . ?
O5 Y1 O8 128.05(14) . . ?
O6 Y1 O8 143.64(14) 3_765 . ?
O1 Y1 O7 74.60(16) . . ?
O3 Y1 O7 140.99(17) 4_575 . ?
O4 Y1 O7 73.97(15) 2_645 . ?
O2 Y1 O7 71.54(16) 3_766 . ?
O5 Y1 O7 136.83(14) . . ?
O6 Y1 O7 125.67(14) 3_765 . ?
O8 Y1 O7 69.53(16) . . ?
C9 O6 Y1 117.8(3) . 3_765 ?
C8 O4 Y1 128.6(4) . 2_655 ?
C9 O5 Y1 118.8(3) . . ?
C1 O2 Y1 131.1(4) . 3_766 ?
C8 O3 Y1 176.0(4) . 4_576 ?
C1 O1 Y1 166.7(4) . . ?
C4 C5 C6 119.7(5) . . ?
C4 C5 C8 121.3(5) . . ?
C6 C5 C8 119.0(5) . . ?
O6 C9 O5 126.5(5) . . ?
O6 C9 C9 116.7(6) . 3_765 ?
O5 C9 C9 116.7(6) . 3_765 ?
O3 C8 O4 123.3(5) . . ?
O3 C8 C5 119.3(5) . . ?
O4 C8 C5 117.4(5) . . ?
C7 C2 C3 119.3(6) . . ?
C7 C2 C1 119.9(6) . . ?
C3 C2 C1 120.7(5) . . ?
O2 C1 O1 124.7(5) . . ?
O2 C1 C2 116.8(5) . . ?
O1 C1 C2 118.4(5) . . ?
C3 C4 C5 120.6(6) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C3 C2 119.9(5) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C2 C7 C6 120.6(6) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C5 C6 C7 119.9(6) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?

_refine_diff_density_max         1.271
_refine_diff_density_min         -1.161
_refine_diff_density_rms         0.183

