# Supplementary Information (SI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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 2441501'
loop_
_audit_author_name
_audit_author_address
'Prof. Shaikh M. Mobin'
;Indian Institute of Technology Indore
India
;
_audit_update_record             
;
2025-04-07 deposited with the CCDC.	2025-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        Co-FLF
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H6 Co0.50 F2 N2 O3'
_chemical_formula_weight         257.62

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   6.9776(12)
_cell_length_b                   7.973(3)
_cell_length_c                   9.575(2)
_cell_angle_alpha                79.20(3)
_cell_angle_beta                 70.959(19)
_cell_angle_gamma                88.84(2)
_cell_volume                     494.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    744
_cell_measurement_theta_min      3.9690
_cell_measurement_theta_max      25.0360

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_F_000             259
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.952
_shelx_estimated_absorpt_T_min   0.726
_shelx_estimated_absorpt_T_max   0.811
_exptl_absorpt_correction_T_min  0.26608
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.081
_oxdiff_exptl_absorpt_empirical_full_max 2.952
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      293(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.0309
_diffrn_reflns_number            3670
_diffrn_reflns_av_unetI/netI     0.2776
_diffrn_reflns_av_R_equivalents  0.1594
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.091
_diffrn_reflns_theta_max         28.864
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.837
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.837
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.837
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             2177
_reflns_number_gt                907
_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       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Diamond
_computing_publication_material  Shelx97

_refine_special_details          'Full-matrix least-squares on F^2'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2177
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1840
_refine_ls_R_factor_gt           0.0816
_refine_ls_wR_factor_ref         0.2228
_refine_ls_wR_factor_gt          0.1662
_refine_ls_goodness_of_fit_ref   0.895
_refine_ls_restrained_S_all      0.895
_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
Co1 Co 0.500000 0.500000 0.500000 0.0398(5) Uani 1 2 d S . P . .
F1 F 0.0639(5) -0.0401(6) 0.7100(6) 0.0638(14) Uani 1 1 d . . . . .
F2 F -0.0571(5) -0.3139(6) 0.9404(5) 0.0611(14) Uani 1 1 d . . . . .
N1 N 0.5180(7) 0.6661(8) 0.6575(7) 0.0418(15) Uani 1 1 d . . . . .
N2 N 0.5376(8) 1.0253(10) 0.9339(8) 0.061(2) Uani 1 1 d . . . . .
O1 O 0.3196(5) 0.3209(6) 0.6888(5) 0.0387(12) Uani 1 1 d . . . . .
O2 O -0.0087(6) 0.3897(7) 0.7194(6) 0.0596(16) Uani 1 1 d . . . . .
O3 O 0.2361(5) 0.6305(6) 0.4805(6) 0.0503(14) Uani 1 1 d . . . . .
H3A H 0.130011 0.572707 0.539616 0.075 Uiso 1 1 d R U . . .
H3B H 0.229735 0.632552 0.393002 0.075 Uiso 1 1 d R U . . .
C1 C 0.1280(8) 0.3002(9) 0.7497(8) 0.0388(18) Uani 1 1 d . . . . .
C2 C 0.0613(7) 0.1450(8) 0.8793(8) 0.0360(18) Uani 1 1 d . . . . .
C3 C 0.0330(8) -0.0162(11) 0.8538(9) 0.046(2) Uani 1 1 d . . . . .
C4 C -0.0293(8) -0.1579(10) 0.9715(10) 0.048(2) Uani 1 1 d . . . . .
C5 C 0.5966(10) 0.8263(11) 0.6041(10) 0.059(2) Uani 1 1 d . . . . .
H5 H 0.649938 0.861210 0.500207 0.071 Uiso 1 1 calc R U . . .
C6 C 0.6044(10) 0.9442(12) 0.6924(10) 0.061(2) Uani 1 1 d . . . . .
H6 H 0.661093 1.054055 0.649597 0.073 Uiso 1 1 calc R U . . .
C7 C 0.5258(9) 0.8920(10) 0.8438(10) 0.050(2) Uani 1 1 d . . . . .
C8 C 0.4442(9) 0.7293(12) 0.9075(10) 0.054(2) Uani 1 1 d . . . . .
H8 H 0.390074 0.694293 1.011335 0.065 Uiso 1 1 calc R U . . .
C9 C 0.4455(9) 0.6164(11) 0.8086(9) 0.052(2) Uani 1 1 d . . . . .
H9 H 0.394670 0.504604 0.849408 0.062 Uiso 1 1 calc R U . . .


_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
Co1 O1 2.124(4) 2_666 ?
Co1 O1 2.124(4) . ?
Co1 O3 2.141(4) . ?
Co1 O3 2.141(4) 2_666 ?
Co1 N1 2.219(6) . ?
Co1 N1 2.219(6) 2_666 ?
F1 C3 1.372(8) . ?
F2 C4 1.364(8) . ?
N1 C5 1.339(10) . ?
N1 C9 1.350(9) . ?
N2 N2 1.193(13) 2_677 ?
N2 C7 1.508(10) . ?
O1 C1 1.272(6) . ?
O2 C1 1.256(8) . ?
O3 H3A 0.8504 . ?
O3 H3B 0.8503 . ?
C1 C2 1.536(10) . ?
C2 C3 1.382(10) . ?
C2 C4 1.395(10) 2_557 ?
C3 C4 1.400(11) . ?
C5 C6 1.390(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.357(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.373(11) . ?
C8 C9 1.421(10) . ?
C8 H8 0.9300 . ?
C9 H9 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 Co1 O1 180.0 2_666 . ?
O1 Co1 O3 88.91(17) 2_666 . ?
O1 Co1 O3 91.09(18) . . ?
O1 Co1 O3 91.09(17) 2_666 2_666 ?
O1 Co1 O3 88.91(17) . 2_666 ?
O3 Co1 O3 180.0 . 2_666 ?
O1 Co1 N1 91.7(2) 2_666 . ?
O1 Co1 N1 88.3(2) . . ?
O3 Co1 N1 88.17(19) . . ?
O3 Co1 N1 91.83(19) 2_666 . ?
O1 Co1 N1 88.3(2) 2_666 2_666 ?
O1 Co1 N1 91.7(2) . 2_666 ?
O3 Co1 N1 91.83(19) . 2_666 ?
O3 Co1 N1 88.17(19) 2_666 2_666 ?
N1 Co1 N1 180.0 . 2_666 ?
C5 N1 C9 116.7(7) . . ?
C5 N1 Co1 120.1(6) . . ?
C9 N1 Co1 123.1(5) . . ?
N2 N2 C7 112.2(10) 2_677 . ?
C1 O1 Co1 131.1(5) . . ?
Co1 O3 H3A 109.6 . . ?
Co1 O3 H3B 109.1 . . ?
H3A O3 H3B 104.5 . . ?
O2 C1 O1 128.9(7) . . ?
O2 C1 C2 117.5(5) . . ?
O1 C1 C2 113.6(6) . . ?
C3 C2 C4 116.3(7) . 2_557 ?
C3 C2 C1 121.6(7) . . ?
C4 C2 C1 122.1(6) 2_557 . ?
F1 C3 C2 119.9(7) . . ?
F1 C3 C4 118.2(8) . . ?
C2 C3 C4 121.9(8) . . ?
F2 C4 C2 118.7(7) . 2_557 ?
F2 C4 C3 119.5(8) . . ?
C2 C4 C3 121.8(7) 2_557 . ?
N1 C5 C6 124.9(9) . . ?
N1 C5 H5 117.5 . . ?
C6 C5 H5 117.5 . . ?
C7 C6 C5 117.0(8) . . ?
C7 C6 H6 121.5 . . ?
C5 C6 H6 121.5 . . ?
C6 C7 C8 121.6(8) . . ?
C6 C7 N2 114.8(7) . . ?
C8 C7 N2 123.6(8) . . ?
C7 C8 C9 117.5(8) . . ?
C7 C8 H8 121.3 . . ?
C9 C8 H8 121.3 . . ?
N1 C9 C8 122.2(8) . . ?
N1 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?

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
Co1 O1 C1 O2 -5.2(11) . . . . ?
Co1 O1 C1 C2 176.0(4) . . . . ?
O2 C1 C2 C3 93.7(7) . . . . ?
O1 C1 C2 C3 -87.3(7) . . . . ?
O2 C1 C2 C4 -87.4(8) . . . 2_557 ?
O1 C1 C2 C4 91.5(7) . . . 2_557 ?
C4 C2 C3 F1 -179.2(4) 2_557 . . . ?
C1 C2 C3 F1 -0.2(8) . . . . ?
C4 C2 C3 C4 1.5(10) 2_557 . . . ?
C1 C2 C3 C4 -179.5(5) . . . . ?
F1 C3 C4 F2 0.0(9) . . . . ?
C2 C3 C4 F2 179.3(5) . . . . ?
F1 C3 C4 C2 179.1(5) . . . 2_557 ?
C2 C3 C4 C2 -1.6(10) . . . 2_557 ?
C9 N1 C5 C6 -1.4(11) . . . . ?
Co1 N1 C5 C6 176.0(6) . . . . ?
N1 C5 C6 C7 -0.2(12) . . . . ?
C5 C6 C7 C8 0.8(11) . . . . ?
C5 C6 C7 N2 -179.8(6) . . . . ?
N2 N2 C7 C6 178.4(8) 2_677 . . . ?
N2 N2 C7 C8 -2.1(12) 2_677 . . . ?
C6 C7 C8 C9 0.2(11) . . . . ?
N2 C7 C8 C9 -179.2(6) . . . . ?
C5 N1 C9 C8 2.5(10) . . . . ?
Co1 N1 C9 C8 -174.9(4) . . . . ?
C7 C8 C9 N1 -1.9(10) . . . . ?

_refine_diff_density_max         0.499
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.108



_exptl_crystal_recrystallization_method 'Room Temp slow diffusion'
_chemical_properties_physical    Stable
_exptl_crystal_preparation       NA
