# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_111
_database_code_depnum_ccdc_archive 'CCDC 2308875'
loop_
_audit_author_name
_audit_author_address
'chenhui Hu'
;University of Chinese Academy of Sciences
China
;
_audit_update_record             
;
2023-11-18 deposited with the CCDC.	2024-05-07 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_111                 
;
PROBLEM: D-H Bond Without Acceptor  O2       --H5       .     Please Check
RESPONSE: It is oriented toward the methyl group, and the electronegativity of C is similar to that of H, resulting in weaker hydrogen bonds
;
_vrf_PLAT420_111_2               
;
PROBLEM: D-H Bond Without Acceptor  O3       --H6       .     Please Check
RESPONSE: It is oriented toward the methyl group, and the electronegativity of C is similar to that of H, resulting in weaker hydrogen bonds
;
# Added during the CSD deposition process: Saturday 18 November 2023 11:00 AM
# end Validation Reply Form

_audit_creation_date             2023-07-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H6 B Na O3'
_chemical_formula_sum            'C H6 B Na O3'
_chemical_formula_weight         99.86
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   9.0897(2)
_cell_length_b                   5.60850(10)
_cell_length_c                   9.6007(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.5310(10)
_cell_angle_gamma                90
_cell_volume                     441.647(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2882
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      68.249
_cell_measurement_theta_min      5.606
_shelx_estimated_absorpt_T_max   0.890
_shelx_estimated_absorpt_T_min   0.688
_exptl_absorpt_coefficient_mu    1.981
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1184 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.8225.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             208
_exptl_crystal_size_max          0.204
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6434
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.368
_diffrn_reflns_theta_min         5.606
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                719
_reflns_number_total             809
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.042(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     66
_refine_ls_number_reflns         809
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0266
_refine_ls_restrained_S_all      1.308
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0262P)²+0.1410P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0676
_refine_ls_wR_factor_ref         0.0698
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H6-O3
 1 with sigma of 0.01
 H5-O2
 1 with sigma of 0.01
3.a Idealised Me refined as rotating group:
 C1(H2,H3,H1)
3.b Idealised tetrahedral OH refined as rotating group:
 O2(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Na1 Na 0.63660(7) 0.64894(10) 0.67420(6) 0.0295(2) Uani 1 1 d . . . . .
H4 H 0.580(2) 0.196(3) 0.594(2) 0.029(5) Uiso 1 1 d . . . . .
O1 O 0.63261(13) 0.27368(19) 0.56839(11) 0.0261(3) Uani 1 1 d . . . . .
O2 O 0.54882(12) 0.0385(2) 0.34207(11) 0.0295(3) Uani 1 1 d D . . . .
H5 H 0.577179 -0.013564 0.277585 0.044 Uiso 1 1 calc DR U . . .
O3 O 0.77997(13) -0.0805(2) 0.58267(12) 0.0311(3) Uani 1 1 d D . . . .
H6 H 0.853(3) -0.159(4) 0.549(3) 0.084(8) Uiso 1 1 d D . . . .
C1 C 0.8169(2) 0.2761(3) 0.43030(19) 0.0397(4) Uani 1 1 d . . . . .
H2 H 0.911077 0.324510 0.520935 0.060 Uiso 1 1 calc R U . . .
H3 H 0.761110 0.414765 0.373322 0.060 Uiso 1 1 calc R U . . .
H1 H 0.850314 0.178697 0.366864 0.060 Uiso 1 1 calc R U . . .
B1 B 0.6959(2) 0.1255(3) 0.48044(18) 0.0236(4) 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
Na1 Na1 3.6036(11) 3_666 ?
Na1 Na1 3.4126(6) 2_646 ?
Na1 Na1 3.4126(6) 2_656 ?
Na1 H4 2.64(2) . ?
Na1 O1 2.3304(11) . ?
Na1 O1 2.5552(11) 2_656 ?
Na1 O1 2.5861(11) 3_666 ?
Na1 O2 2.3900(12) 3_666 ?
Na1 O3 2.4808(12) 2_656 ?
Na1 O3 2.3999(12) 1_565 ?
Na1 B1 3.0121(17) 3_666 ?
Na1 B1 2.9963(16) 2_656 ?
O1 H4 0.76(2) . ?
O1 B1 1.4677(19) . ?
O2 H5 0.8200 . ?
O2 B1 1.5033(19) . ?
O3 H6 0.958(10) . ?
O3 B1 1.495(2) . ?
C1 H2 0.9600 . ?
C1 H3 0.9600 . ?
C1 H1 0.9600 . ?
C1 B1 1.616(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
Na1 Na1 Na1 145.57(3) 2_656 3_666 ?
Na1 Na1 Na1 110.52(3) 2_656 2_646 ?
Na1 Na1 Na1 93.605(18) 2_646 3_666 ?
Na1 Na1 H4 157.2(4) 2_656 . ?
Na1 Na1 H4 46.6(4) 3_666 . ?
Na1 Na1 H4 48.7(4) 2_646 . ?
O1 Na1 Na1 114.17(3) 3_666 2_656 ?
O1 Na1 Na1 145.19(4) . 2_656 ?
O1 Na1 Na1 167.10(4) 2_656 3_666 ?
O1 Na1 Na1 133.25(3) 3_666 2_646 ?
O1 Na1 Na1 40.17(3) 3_666 3_666 ?
O1 Na1 Na1 48.46(3) . 2_646 ?
O1 Na1 Na1 43.05(3) 2_656 2_656 ?
O1 Na1 Na1 73.69(3) 2_656 2_646 ?
O1 Na1 Na1 45.71(3) . 3_666 ?
O1 Na1 H4 16.2(4) . . ?
O1 Na1 H4 121.4(4) 2_656 . ?
O1 Na1 H4 84.7(4) 3_666 . ?
O1 Na1 O1 121.39(4) . 2_656 ?
O1 Na1 O1 152.73(3) 2_656 3_666 ?
O1 Na1 O1 85.88(4) . 3_666 ?
O1 Na1 O2 139.11(4) . 3_666 ?
O1 Na1 O3 83.26(4) . 2_656 ?
O1 Na1 O3 108.68(4) . 1_565 ?
O1 Na1 B1 146.74(5) 3_666 2_656 ?
O1 Na1 B1 29.31(4) 2_656 2_656 ?
O1 Na1 B1 126.36(4) 2_656 3_666 ?
O1 Na1 B1 109.92(5) . 3_666 ?
O1 Na1 B1 29.15(4) 3_666 3_666 ?
O1 Na1 B1 110.35(5) . 2_656 ?
O2 Na1 Na1 72.81(3) 3_666 2_656 ?
O2 Na1 Na1 155.51(4) 3_666 2_646 ?
O2 Na1 Na1 95.45(3) 3_666 3_666 ?
O2 Na1 H4 130.0(4) 3_666 . ?
O2 Na1 O1 56.71(3) 3_666 3_666 ?
O2 Na1 O1 97.14(4) 3_666 2_656 ?
O2 Na1 O3 89.50(4) 3_666 1_565 ?
O2 Na1 O3 111.29(4) 3_666 2_656 ?
O2 Na1 B1 29.55(4) 3_666 3_666 ?
O2 Na1 B1 96.44(4) 3_666 2_656 ?
O3 Na1 Na1 110.62(4) 1_565 2_646 ?
O3 Na1 Na1 116.22(4) 2_656 3_666 ?
O3 Na1 Na1 46.61(3) 1_565 2_656 ?
O3 Na1 Na1 44.68(3) 2_656 2_646 ?
O3 Na1 Na1 102.65(4) 1_565 3_666 ?
O3 Na1 Na1 98.13(3) 2_656 2_656 ?
O3 Na1 H4 73.6(4) 2_656 . ?
O3 Na1 H4 124.8(4) 1_565 . ?
O3 Na1 O1 56.04(3) 2_656 2_656 ?
O3 Na1 O1 136.16(4) 2_656 3_666 ?
O3 Na1 O1 80.33(4) 1_565 2_656 ?
O3 Na1 O1 90.95(4) 1_565 3_666 ?
O3 Na1 O3 132.72(3) 1_565 2_656 ?
O3 Na1 B1 29.83(4) 2_656 2_656 ?
O3 Na1 B1 109.63(5) 1_565 2_656 ?
O3 Na1 B1 98.16(4) 1_565 3_666 ?
O3 Na1 B1 121.10(4) 2_656 3_666 ?
B1 Na1 Na1 64.31(4) 2_656 2_646 ?
B1 Na1 Na1 145.59(4) 2_656 3_666 ?
B1 Na1 Na1 148.08(4) 3_666 2_646 ?
B1 Na1 Na1 99.12(4) 3_666 2_656 ?
B1 Na1 Na1 68.82(4) 2_656 2_656 ?
B1 Na1 Na1 66.02(4) 3_666 3_666 ?
B1 Na1 H4 103.4(4) 3_666 . ?
B1 Na1 H4 102.8(4) 2_656 . ?
B1 Na1 B1 119.15(5) 2_656 3_666 ?
Na1 O1 Na1 168.74(5) 2_646 3_666 ?
Na1 O1 Na1 88.49(3) . 2_646 ?
Na1 O1 Na1 94.12(4) . 3_666 ?
Na1 O1 H4 105.3(14) . . ?
Na1 O1 H4 84.3(13) 2_646 . ?
Na1 O1 H4 84.4(13) 3_666 . ?
B1 O1 Na1 92.25(8) . 2_646 ?
B1 O1 Na1 145.68(10) . . ?
B1 O1 Na1 91.74(8) . 3_666 ?
B1 O1 H4 108.9(14) . . ?
Na1 O2 H5 130.8 3_666 . ?
B1 O2 Na1 98.81(8) . 3_666 ?
B1 O2 H5 109.5 . . ?
Na1 O3 Na1 88.71(4) 1_545 2_646 ?
Na1 O3 H6 113.3(17) 1_545 . ?
Na1 O3 H6 125.4(16) 2_646 . ?
B1 O3 Na1 121.63(9) . 1_545 ?
B1 O3 Na1 94.55(8) . 2_646 ?
B1 O3 H6 111.4(16) . . ?
H2 C1 H3 109.5 . . ?
H2 C1 H1 109.5 . . ?
H3 C1 H1 109.5 . . ?
B1 C1 H2 109.5 . . ?
B1 C1 H3 109.5 . . ?
B1 C1 H1 109.5 . . ?
Na1 B1 Na1 116.76(5) 2_646 3_666 ?
O1 B1 Na1 59.11(7) . 3_666 ?
O1 B1 Na1 58.44(7) . 2_646 ?
O1 B1 O2 105.80(12) . . ?
O1 B1 O3 106.03(11) . . ?
O1 B1 C1 111.17(13) . . ?
O2 B1 Na1 51.64(7) . 3_666 ?
O2 B1 Na1 145.72(10) . 2_646 ?
O2 B1 C1 111.52(12) . . ?
O3 B1 Na1 55.62(6) . 2_646 ?
O3 B1 Na1 140.21(10) . 3_666 ?
O3 B1 O2 109.72(12) . . ?
O3 B1 C1 112.27(13) . . ?
C1 B1 Na1 102.73(9) . 2_646 ?
C1 B1 Na1 107.49(10) . 3_666 ?

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
Na1 O1 B1 Na1 -169.47(6) 3_666 . . 2_646 ?
Na1 O1 B1 Na1 90.62(14) . . . 2_646 ?
Na1 O1 B1 Na1 169.47(6) 2_646 . . 3_666 ?
Na1 O1 B1 Na1 -99.91(15) . . . 3_666 ?
Na1 O1 B1 O2 -122.86(14) . . . . ?
Na1 O1 B1 O2 146.52(10) 2_646 . . . ?
Na1 O1 B1 O2 -22.95(10) 3_666 . . . ?
Na1 O1 B1 O3 120.64(14) . . . . ?
Na1 O1 B1 O3 -139.44(10) 3_666 . . . ?
Na1 O1 B1 O3 30.02(10) 2_646 . . . ?
Na1 O1 B1 C1 98.28(11) 3_666 . . . ?
Na1 O1 B1 C1 -92.26(12) 2_646 . . . ?
Na1 O1 B1 C1 -1.6(2) . . . . ?
Na1 O2 B1 Na1 81.85(18) 3_666 . . 2_646 ?
Na1 O2 B1 O1 25.26(11) 3_666 . . . ?
Na1 O2 B1 O3 139.23(9) 3_666 . . . ?
Na1 O2 B1 C1 -95.73(12) 3_666 . . . ?
Na1 O3 B1 Na1 -0.49(19) 1_545 . . 3_666 ?
Na1 O3 B1 Na1 -91.78(14) 2_646 . . 3_666 ?
Na1 O3 B1 Na1 91.29(7) 1_545 . . 2_646 ?
Na1 O3 B1 O1 60.18(13) 1_545 . . . ?
Na1 O3 B1 O1 -31.10(11) 2_646 . . . ?
Na1 O3 B1 O2 -53.63(14) 1_545 . . . ?
Na1 O3 B1 O2 -144.92(10) 2_646 . . . ?
Na1 O3 B1 C1 -178.24(9) 1_545 . . . ?
Na1 O3 B1 C1 90.47(11) 2_646 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
