# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_mo_zn_dht_bpee_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2114164'
loop_
_audit_author_name
_audit_author_address
'Adrija Ghosh'
;Jawaharlal Nehru Centre for Advanced Scientific Research
India
;
_audit_update_record             
;
2021-10-06 deposited with the CCDC.	2022-04-07 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT602_mo_zn_dht_bpee_0m_a 
;
PROBLEM: Solvent Accessible VOID(S) in Structure ........          ! Check
RESPONSE: Solvent molecules have not been assigned.
;
# Added during the CSD deposition process: Wednesday 06 October 2021 11:42 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        Zn-db
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H8 N O10 Zn2'
_chemical_formula_weight         528.99

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -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                   20.631(5)
_cell_length_b                   25.846(5)
_cell_length_c                   14.114(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 123.324(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     6289.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6509
_cell_measurement_theta_min      2.04
_cell_measurement_theta_max      24.89

_exptl_crystal_description       block
_exptl_crystal_colour            'translucent colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.117
_exptl_crystal_F_000             2104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.111
_exptl_crystal_size_min          0.058
_exptl_absorpt_coefficient_mu    1.562
_shelx_estimated_absorpt_T_min   0.786
_shelx_estimated_absorpt_T_max   0.908
_exptl_absorpt_correction_type   EMPIRICAL
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55040
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.338
_diffrn_reflns_theta_max         25.088
_diffrn_reflns_theta_full        25.088
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5593
_reflns_number_gt                4354
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT A'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1483P)²+34.8411P] 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         5593
_refine_ls_number_parameters     280
_refine_ls_number_restraints     70
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0687
_refine_ls_wR_factor_ref         0.2447
_refine_ls_wR_factor_gt          0.2283
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_restrained_S_all      1.125
_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_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
Zn1 Zn 0.77728(4) 0.56945(3) 0.79288(5) 0.0332(3) Uani 1 1 d . . . . .
O1 O 0.8564(2) 0.5360(2) 0.9427(3) 0.0385(11) Uani 1 1 d . . . . .
N1 N 0.6922(3) 0.5996(2) 0.6347(4) 0.0410(13) Uani 1 1 d . . . . .
C1 C 0.7052(5) 0.6033(3) 0.5521(6) 0.056(2) Uani 1 1 d . . . . .
H1 H 0.755263 0.599219 0.569061 0.067 Uiso 1 1 calc R U . . .
Zn2 Zn 0.81890(4) 0.46205(3) 0.54171(5) 0.0383(3) Uani 1 1 d . . . . .
O2 O 0.8095(2) 0.5152(2) 0.7207(3) 0.0425(12) Uani 1 1 d . . . . .
C2 C 0.6439(6) 0.6132(4) 0.4400(7) 0.070(3) Uani 1 1 d . . . . .
H2 H 0.653846 0.616012 0.383458 0.084 Uiso 1 1 calc R U . . .
O3 O 0.8928(2) 0.4724(2) 0.7011(3) 0.0453(13) Uani 1 1 d . . . . .
C3 C 0.5688(5) 0.6189(3) 0.4129(7) 0.065(2) Uani 1 1 d . . . . .
O4 O 0.5952(3) 0.4881(2) 0.4838(4) 0.0459(12) Uani 1 1 d . . . . .
C4 C 0.5585(5) 0.6179(4) 0.4990(7) 0.067(2) Uani 1 1 d . . . . .
H4 H 0.509566 0.623885 0.485270 0.080 Uiso 1 1 calc R U . . .
O5 O 0.6885(2) 0.4789(2) 0.2860(4) 0.0442(12) Uani 1 1 d . . . . .
C5 C 0.6200(5) 0.6079(3) 0.6069(6) 0.058(2) Uani 1 1 d . . . . .
H5 H 0.610812 0.606900 0.664487 0.069 Uiso 1 1 calc R U . . .
O6 O 0.7099(2) 0.4830(2) 0.4584(4) 0.0462(12) Uani 1 1 d . . . . .
C6 C 0.4995(6) 0.6230(4) 0.2953(7) 0.081(3) Uani 1 1 d . . . . .
H6 H 0.451384 0.625791 0.286091 0.097 Uiso 1 1 calc R U . . .
O7 O 0.8076(4) 0.3858(2) 0.5546(4) 0.0665(17) Uani 1 1 d . . . . .
O9 O 0.8643(4) 0.6235(3) 0.8106(6) 0.083(2) Uani 1 1 d . . . . .
O8 O 0.7473(3) 0.3726(2) 0.3696(4) 0.0628(16) Uani 1 1 d . . . . .
C8 C 0.8752(3) 0.4959(2) 0.7621(5) 0.0287(13) Uani 1 1 d . . . . .
C9 C 0.9376(3) 0.4993(2) 0.8853(5) 0.0293(13) Uani 1 1 d . . . . .
C10 C 0.9258(3) 0.5184(3) 0.9689(5) 0.0303(13) Uani 1 1 d . . . . .
C11 C 0.9885(3) 0.5180(3) 1.0802(5) 0.0305(13) Uani 1 1 d . . . . .
H11 H 0.980965 0.529904 1.135629 0.037 Uiso 1 1 calc R U . . .
C12 C 0.4704(3) 0.4892(3) 0.3177(5) 0.0353(14) Uani 1 1 d . . . . .
H12 H 0.450462 0.490658 0.362893 0.042 Uiso 1 1 calc R U . . .
C13 C 0.5501(3) 0.4884(3) 0.3686(5) 0.0335(14) Uani 1 1 d . . . . .
C14 C 0.5807(3) 0.4878(3) 0.3007(5) 0.0329(14) Uani 1 1 d . . . . .
C15 C 0.6655(3) 0.4829(3) 0.3492(5) 0.0355(14) Uani 1 1 d . . . . .
C16 C 0.7734(5) 0.3567(3) 0.4680(6) 0.0524(19) Uani 1 1 d . . . . .
C17 C 0.7617(5) 0.3014(3) 0.4832(6) 0.058(2) Uani 1 1 d . . . . .
C18 C 0.7887(6) 0.2828(4) 0.5922(6) 0.069(3) Uani 1 1 d . . . . .
H18 H 0.814623 0.304903 0.654222 0.083 Uiso 1 1 calc R U . . .
C19 C 0.7772(6) 0.2321(3) 0.6078(6) 0.067(3) Uani 1 1 d . . . . .
O20 O 0.8070(6) 0.2160(3) 0.7179(5) 0.114(3) 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
Zn1 O1 2.022(4) . ?
Zn1 O2 2.047(5) . ?
Zn1 N1 2.090(5) . ?
Zn1 O8 2.129(5) 6_566 ?
Zn1 O5 2.175(5) 6_566 ?
Zn1 O9 2.178(6) . ?
O1 C10 1.346(7) . ?
O1 Zn2 1.935(4) 6_566 ?
N1 C5 1.334(10) . ?
N1 C1 1.334(10) . ?
C1 C2 1.403(11) . ?
Zn2 O3 1.921(4) . ?
Zn2 O6 1.956(4) . ?
Zn2 O7 2.005(6) . ?
O2 C8 1.248(7) . ?
C2 C3 1.386(14) . ?
O3 C8 1.259(7) . ?
C3 C4 1.344(14) . ?
C3 C6 1.484(11) . ?
O4 C13 1.359(7) . ?
C4 C5 1.368(10) . ?
O5 C15 1.223(8) . ?
O6 C15 1.290(7) . ?
C6 C6 1.29(2) 2_655 ?
O7 C16 1.268(9) . ?
O8 C16 1.252(9) . ?
C8 C9 1.493(7) . ?
C9 C11 1.394(8) 5_767 ?
C9 C10 1.418(8) . ?
C10 C11 1.382(8) . ?
C12 C13 1.386(8) . ?
C12 C14 1.403(8) 2_655 ?
C13 C14 1.408(9) . ?
C14 C15 1.492(8) . ?
C16 C17 1.485(11) . ?
C17 C19 1.383(11) 7_656 ?
C17 C18 1.403(10) . ?
C18 C19 1.369(12) . ?
C19 O20 1.384(9) . ?

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 Zn1 O2 86.08(18) . . ?
O1 Zn1 N1 176.5(2) . . ?
O2 Zn1 N1 92.0(2) . . ?
O1 Zn1 O8 93.55(19) . 6_566 ?
O2 Zn1 O8 178.0(2) . 6_566 ?
N1 Zn1 O8 88.4(2) . 6_566 ?
O1 Zn1 O5 88.72(19) . 6_566 ?
O2 Zn1 O5 94.6(2) . 6_566 ?
N1 Zn1 O5 88.5(2) . 6_566 ?
O8 Zn1 O5 87.4(2) 6_566 6_566 ?
O1 Zn1 O9 90.7(2) . . ?
O2 Zn1 O9 91.4(3) . . ?
N1 Zn1 O9 92.2(3) . . ?
O8 Zn1 O9 86.6(3) 6_566 . ?
O5 Zn1 O9 174.0(2) 6_566 . ?
C10 O1 Zn2 126.7(4) . 6_566 ?
C10 O1 Zn1 123.9(3) . . ?
Zn2 O1 Zn1 109.31(19) 6_566 . ?
C5 N1 C1 117.4(6) . . ?
C5 N1 Zn1 121.4(5) . . ?
C1 N1 Zn1 120.4(5) . . ?
N1 C1 C2 120.6(8) . . ?
O3 Zn2 O1 117.88(19) . 6_565 ?
O3 Zn2 O6 125.18(18) . . ?
O1 Zn2 O6 110.03(19) 6_565 . ?
O3 Zn2 O7 95.0(2) . . ?
O1 Zn2 O7 101.7(2) 6_565 . ?
O6 Zn2 O7 100.1(3) . . ?
C8 O2 Zn1 127.3(4) . . ?
C3 C2 C1 120.6(8) . . ?
C8 O3 Zn2 121.8(4) . . ?
C4 C3 C2 117.2(7) . . ?
C4 C3 C6 118.7(9) . . ?
C2 C3 C6 124.1(9) . . ?
C3 C4 C5 120.0(9) . . ?
C15 O5 Zn1 132.1(4) . 6_565 ?
N1 C5 C4 124.1(8) . . ?
C15 O6 Zn2 123.1(4) . . ?
C6 C6 C3 125.3(14) 2_655 . ?
C16 O7 Zn2 121.7(5) . . ?
C16 O8 Zn1 136.6(5) . 6_565 ?
O2 C8 O3 121.3(5) . . ?
O2 C8 C9 122.8(5) . . ?
O3 C8 C9 115.9(5) . . ?
C11 C9 C10 118.4(5) 5_767 . ?
C11 C9 C8 117.7(5) 5_767 . ?
C10 C9 C8 123.9(5) . . ?
O1 C10 C11 120.3(5) . . ?
O1 C10 C9 122.2(5) . . ?
C11 C10 C9 117.5(5) . . ?
C10 C11 C9 124.1(5) . 5_767 ?
C13 C12 C14 121.2(6) . 2_655 ?
O4 C13 C12 117.2(5) . . ?
O4 C13 C14 123.1(5) . . ?
C12 C13 C14 119.7(5) . . ?
C12 C14 C13 119.1(5) 2_655 . ?
C12 C14 C15 118.2(5) 2_655 . ?
C13 C14 C15 122.6(5) . . ?
O5 C15 O6 124.4(5) . . ?
O5 C15 C14 120.0(5) . . ?
O6 C15 C14 115.6(5) . . ?
O8 C16 O7 123.3(7) . . ?
O8 C16 C17 118.1(7) . . ?
O7 C16 C17 118.7(6) . . ?
C19 C17 C18 118.7(8) 7_656 . ?
C19 C17 C16 121.8(7) 7_656 . ?
C18 C17 C16 119.4(7) . . ?
C19 C18 C17 120.4(8) . . ?
C18 C19 C17 120.9(7) . 7_656 ?
C18 C19 O20 117.3(7) . . ?
C17 C19 O20 121.8(7) 7_656 . ?

_refine_diff_density_max         2.042
_refine_diff_density_min         -0.777
_refine_diff_density_rms         0.253



