# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1523238'
_audit_update_record             
;
2016-12-17 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H13 N0 Na0 O10 Tb'
_chemical_formula_weight         428.10

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'
N N 0.0061 0.0033 '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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

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

_cell_length_a                   19.7011(9)
_cell_length_b                   10.5118(5)
_cell_length_c                   17.6789(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.4720(10)
_cell_angle_gamma                90.00
_cell_volume                     3492.3(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9852
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    4.083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4956
_exptl_absorpt_correction_T_max  0.6856
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28194
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0103
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3084
_reflns_number_gt                2931
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_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)+(0.0495P)²+13.3205P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3084
_refine_ls_number_parameters     167
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0242
_refine_ls_R_factor_gt           0.0230
_refine_ls_wR_factor_ref         0.0791
_refine_ls_wR_factor_gt          0.0783
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_restrained_S_all      1.118
_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
O7 O 0.68330(18) 0.7428(3) 0.55883(18) 0.0393(7) Uani 1 1 d . . .
H7A H 0.6568 0.8025 0.5340 0.047 Uiso 1 1 d R . .
H7B H 0.6923 0.6841 0.5301 0.047 Uiso 1 1 d R . .
O1 O 0.79404(17) 0.5788(3) 0.65357(19) 0.0377(7) Uani 1 1 d . . .
H1A H 0.7845 0.5573 0.6051 0.045 Uiso 1 1 d R . .
H1B H 0.8278 0.5382 0.6859 0.045 Uiso 1 1 d R . .
Tb1 Tb 0.772835(10) 0.792953(16) 0.684399(10) 0.02461(10) Uani 1 1 d . . .
O2 O 0.78924(17) 0.8875(3) 0.81614(16) 0.0332(6) Uani 1 1 d . . .
C3 C 0.8351(2) 0.8883(4) 1.0648(2) 0.0267(8) Uani 1 1 d . . .
C4 C 0.8128(2) 0.7871(3) 0.8538(2) 0.0261(8) Uani 1 1 d . . .
O3 O 0.8190(2) 0.6885(3) 0.81617(18) 0.0376(7) Uani 1 1 d . . .
O4 O 0.89747(18) 0.5622(3) 1.10790(18) 0.0398(7) Uani 1 1 d . . .
C11 C 0.8592(2) 0.7761(4) 1.1054(2) 0.0287(9) Uani 1 1 d . . .
H11 H 0.8667 0.7721 1.1599 0.034 Uiso 1 1 calc R . .
C12 C 0.8318(2) 0.7840(3) 0.9423(2) 0.0239(8) Uani 1 1 d . . .
C16 C 0.8574(2) 0.6728(4) 0.9845(2) 0.0290(8) Uani 1 1 d . . .
H16 H 0.8646 0.6003 0.9577 0.035 Uiso 1 1 calc R . .
C21 C 0.8218(2) 0.8924(4) 0.9828(2) 0.0260(8) Uani 1 1 d . . .
H21 H 0.8062 0.9675 0.9552 0.031 Uiso 1 1 calc R . .
O5 O 0.67451(18) 0.9348(3) 0.66454(19) 0.0439(8) Uani 1 1 d . . .
H5A H 0.6768 0.9919 0.6993 0.053 Uiso 1 1 d R . .
H5B H 0.6508 0.9544 0.6174 0.053 Uiso 1 1 d R . .
C32 C 0.8720(2) 0.6703(4) 1.0651(2) 0.0287(8) Uani 1 1 d . . .
O6 O 0.80889(18) 1.1099(3) 1.07344(17) 0.0387(7) Uani 1 1 d . . .
O8 O 0.8157(2) 0.9916(3) 1.17621(18) 0.0416(8) Uani 1 1 d . . .
C36 C 0.8200(2) 1.0028(4) 1.1063(2) 0.0280(8) Uani 1 1 d . . .
O9 O 0.8998(2) 0.7719(4) 0.7185(3) 0.0612(11) Uani 1 1 d . . .
H9B H 0.9202 0.7684 0.7682 0.073 Uiso 1 1 d R . .
H9C H 0.9193 0.8278 0.6971 0.073 Uiso 1 1 d R . .
O10 O 0.67782(16) 0.6782(3) 0.71125(18) 0.0344(6) Uiso 1 1 d . . .
H10A H 0.6436 0.6542 0.6621 0.052 Uiso 1 1 d R . .
H10C H 0.6965 0.6032 0.7413 0.052 Uiso 1 1 d R . .


_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
O7 Tb1 2.443(3) . ?
O1 Tb1 2.383(3) . ?
Tb1 O5 2.385(3) . ?
Tb1 O10 2.391(3) . ?
Tb1 O9 2.402(4) . ?
Tb1 O8 2.437(3) 6_575 ?
Tb1 O2 2.463(3) . ?
Tb1 O3 2.488(3) . ?
Tb1 O6 2.496(3) 6_575 ?
Tb1 C36 2.855(4) 6_575 ?
O2 C4 1.260(5) . ?
C3 C11 1.388(6) . ?
C3 C21 1.394(5) . ?
C3 C36 1.486(5) . ?
C4 O3 1.257(5) . ?
C4 C12 1.495(6) . ?
O4 C32 1.374(5) . ?
C11 C32 1.385(6) . ?
C12 C21 1.392(5) . ?
C12 C16 1.397(6) . ?
C16 C32 1.367(6) . ?
O6 C36 1.256(5) . ?
O6 Tb1 2.496(3) 6_576 ?
O8 C36 1.269(5) . ?
O8 Tb1 2.437(3) 6_576 ?
C36 Tb1 2.855(4) 6_576 ?

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 Tb1 O5 138.36(11) . . ?
O1 Tb1 O10 76.71(10) . . ?
O5 Tb1 O10 72.24(11) . . ?
O1 Tb1 O9 74.31(13) . . ?
O5 Tb1 O9 146.44(13) . . ?
O10 Tb1 O9 136.26(12) . . ?
O1 Tb1 O8 140.97(11) . 6_575 ?
O5 Tb1 O8 72.02(12) . 6_575 ?
O10 Tb1 O8 141.89(11) . 6_575 ?
O9 Tb1 O8 75.32(13) . 6_575 ?
O1 Tb1 O7 73.53(11) . . ?
O5 Tb1 O7 70.62(11) . . ?
O10 Tb1 O7 71.14(11) . . ?
O9 Tb1 O7 128.46(14) . . ?
O8 Tb1 O7 108.38(11) 6_575 . ?
O1 Tb1 O2 127.98(10) . . ?
O5 Tb1 O2 75.95(10) . . ?
O10 Tb1 O2 84.50(10) . . ?
O9 Tb1 O2 88.21(14) . . ?
O8 Tb1 O2 74.44(9) 6_575 . ?
O7 Tb1 O2 143.19(11) . . ?
O1 Tb1 O3 75.94(10) . . ?
O5 Tb1 O3 117.79(12) . . ?
O10 Tb1 O3 71.30(11) . . ?
O9 Tb1 O3 70.36(14) . . ?
O8 Tb1 O3 115.48(10) 6_575 . ?
O7 Tb1 O3 135.81(11) . . ?
O2 Tb1 O3 52.06(10) . . ?
O1 Tb1 O6 95.50(10) . 6_575 ?
O5 Tb1 O6 92.23(12) . 6_575 ?
O10 Tb1 O6 141.88(10) . 6_575 ?
O9 Tb1 O6 73.38(13) . 6_575 ?
O8 Tb1 O6 52.24(9) 6_575 6_575 ?
O7 Tb1 O6 70.87(11) . 6_575 ?
O2 Tb1 O6 126.21(10) . 6_575 ?
O3 Tb1 O6 143.72(12) . 6_575 ?
O1 Tb1 C36 119.68(11) . 6_575 ?
O5 Tb1 C36 80.01(12) . 6_575 ?
O10 Tb1 C36 149.68(11) . 6_575 ?
O9 Tb1 C36 74.03(13) . 6_575 ?
O8 Tb1 C36 26.26(10) 6_575 6_575 ?
O7 Tb1 C36 88.50(11) . 6_575 ?
O2 Tb1 C36 100.64(10) . 6_575 ?
O3 Tb1 C36 134.79(11) . 6_575 ?
O6 Tb1 C36 26.06(10) 6_575 6_575 ?
C4 O2 Tb1 94.9(2) . . ?
C11 C3 C21 119.5(4) . . ?
C11 C3 C36 121.4(3) . . ?
C21 C3 C36 119.1(3) . . ?
O3 C4 O2 119.3(4) . . ?
O3 C4 C12 120.1(3) . . ?
O2 C4 C12 120.5(3) . . ?
C4 O3 Tb1 93.7(2) . . ?
C32 C11 C3 120.2(4) . . ?
C21 C12 C16 119.6(4) . . ?
C21 C12 C4 119.4(3) . . ?
C16 C12 C4 121.0(3) . . ?
C32 C16 C12 120.1(4) . . ?
C12 C21 C3 119.9(4) . . ?
C16 C32 O4 121.1(4) . . ?
C16 C32 C11 120.5(4) . . ?
O4 C32 C11 118.3(4) . . ?
C36 O6 Tb1 93.1(2) . 6_576 ?
C36 O8 Tb1 95.6(2) . 6_576 ?
O6 C36 O8 118.7(3) . . ?
O6 C36 C3 122.1(3) . . ?
O8 C36 C3 119.2(3) . . ?
O6 C36 Tb1 60.8(2) . 6_576 ?
O8 C36 Tb1 58.2(2) . 6_576 ?
C3 C36 Tb1 172.3(3) . 6_576 ?

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
O1 Tb1 O2 C4 1.9(3) . . . . ?
O5 Tb1 O2 C4 143.4(3) . . . . ?
O10 Tb1 O2 C4 70.3(3) . . . . ?
O9 Tb1 O2 C4 -66.5(3) . . . . ?
O8 Tb1 O2 C4 -141.7(3) 6_575 . . . ?
O7 Tb1 O2 C4 118.2(3) . . . . ?
O3 Tb1 O2 C4 -0.2(2) . . . . ?
O6 Tb1 O2 C4 -134.3(2) 6_575 . . . ?
C36 Tb1 O2 C4 -139.9(3) 6_575 . . . ?
Tb1 O2 C4 O3 0.3(4) . . . . ?
Tb1 O2 C4 C12 -178.5(3) . . . . ?
O2 C4 O3 Tb1 -0.3(4) . . . . ?
C12 C4 O3 Tb1 178.5(3) . . . . ?
O1 Tb1 O3 C4 -178.1(3) . . . . ?
O5 Tb1 O3 C4 -40.5(3) . . . . ?
O10 Tb1 O3 C4 -97.6(3) . . . . ?
O9 Tb1 O3 C4 103.8(3) . . . . ?
O8 Tb1 O3 C4 41.8(3) 6_575 . . . ?
O7 Tb1 O3 C4 -130.7(2) . . . . ?
O2 Tb1 O3 C4 0.2(2) . . . . ?
O6 Tb1 O3 C4 101.9(3) 6_575 . . . ?
C36 Tb1 O3 C4 63.8(3) 6_575 . . . ?
C21 C3 C11 C32 2.1(6) . . . . ?
C36 C3 C11 C32 179.1(4) . . . . ?
O3 C4 C12 C21 -177.3(4) . . . . ?
O2 C4 C12 C21 1.5(6) . . . . ?
O3 C4 C12 C16 0.7(6) . . . . ?
O2 C4 C12 C16 179.5(4) . . . . ?
C21 C12 C16 C32 0.5(6) . . . . ?
C4 C12 C16 C32 -177.5(4) . . . . ?
C16 C12 C21 C3 -2.0(6) . . . . ?
C4 C12 C21 C3 176.0(4) . . . . ?
C11 C3 C21 C12 0.7(6) . . . . ?
C36 C3 C21 C12 -176.4(4) . . . . ?
C12 C16 C32 O4 -179.7(4) . . . . ?
C12 C16 C32 C11 2.3(6) . . . . ?
C3 C11 C32 C16 -3.6(6) . . . . ?
C3 C11 C32 O4 178.3(4) . . . . ?
Tb1 O6 C36 O8 -6.0(4) 6_576 . . . ?
Tb1 O6 C36 C3 171.7(3) 6_576 . . . ?
Tb1 O8 C36 O6 6.1(4) 6_576 . . . ?
Tb1 O8 C36 C3 -171.6(3) 6_576 . . . ?
C11 C3 C36 O6 168.8(4) . . . . ?
C21 C3 C36 O6 -14.2(6) . . . . ?
C11 C3 C36 O8 -13.5(6) . . . . ?
C21 C3 C36 O8 163.5(4) . . . . ?
C11 C3 C36 Tb1 -81(2) . . . 6_576 ?
C21 C3 C36 Tb1 95.6(19) . . . 6_576 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.899
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.126
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.033 -0.001 572 43 ' '
2 0.500 -0.032 -0.008 572 43 ' '
_platon_squeeze_details          
;
;
