# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# 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_red1
_database_code_depnum_ccdc_archive 'CCDC 2245742'
loop_
_audit_author_name
_audit_author_address
'Dr. Abhinav Raghuvanshi'
;Indian institute of technology Indore
India
;
_audit_update_record             
;
2023-03-02 deposited with the CCDC.	2024-01-08 downloaded from the CCDC.
;
_audit_creation_date             2023-03-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
r.abhinav@iiti.ac.in
_chemical_name_common            ?
_chemical_name_systematic        CuCN-2Tz
_chemical_formula_moiety         'C9 H6 Cu2 N6'
_chemical_formula_sum            'C9 H6 Cu2 N6'
_chemical_formula_weight         325.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H20 Cu4 N8'
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'
Cu Cu 0.3201 1.2651 '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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2045(18)
_cell_length_b                   8.2891(9)
_cell_length_c                   9.0520(14)
_cell_angle_alpha                68.939(12)
_cell_angle_beta                 85.740(16)
_cell_angle_gamma                72.413(15)
_cell_volume                     547.23(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1340
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.6480
_cell_measurement_theta_min      4.2330
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.869
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.974
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_preparation       'Slow evaporation'
_exptl_crystal_recrystallization_method 
'Slow evaporation of acetonitrile solution'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_av_unetI/netI     0.1044
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4779
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.951
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0309
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     16.00  41.00   1.00   20.00    --   18.01-128.00  28.00   25
  2  ω     11.00  37.00   1.00   20.00    --   18.01-142.00-142.00   26
  3  ω    -86.00 -58.00   1.00   20.00    --  -19.26 142.00 -85.00   28
  4  ω    -79.00 -27.00   1.00   20.00    --  -19.26 128.00 103.00   52
  5  ω     17.00  44.00   1.00   20.00    --   18.01  19.00 -60.00   27
  6  ω     47.00  91.00   1.00   20.00    --   18.01 178.00-180.00   44
  7  ω     -7.00  70.00   1.00   20.00    --   18.01  37.00  60.00   77
  8  ω    -55.00  62.00   1.00   20.00    --   18.01 -19.00-150.00  117
  9  ω     28.00  60.00   1.00   20.00    --   18.01 -99.00-150.00   32
 10  ω    -24.00   1.00   1.00   20.00    --  -19.26 -57.00 -30.00   25
 11  ω    -80.00 -54.00   1.00   20.00    --  -19.26 -57.00 -30.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0841593000
_diffrn_orient_matrix_UB_12      -0.0388783000
_diffrn_orient_matrix_UB_13      0.0344371000
_diffrn_orient_matrix_UB_21      -0.0338364000
_diffrn_orient_matrix_UB_22      -0.0280626000
_diffrn_orient_matrix_UB_23      0.0762853000
_diffrn_orient_matrix_UB_31      0.0030825000
_diffrn_orient_matrix_UB_32      -0.0831647000
_diffrn_orient_matrix_UB_33      -0.0074630000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1567
_reflns_number_total             2430
_reflns_odcompleteness_completeness 99.29
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.895
_refine_diff_density_min         -1.099
_refine_diff_density_rms         0.155
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2430
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1014
_refine_ls_R_factor_gt           0.0654
_refine_ls_restrained_S_all      0.990
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0631P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1415
_refine_ls_wR_factor_ref         0.1627
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_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
Cu1 Cu 0.13270(11) 0.53853(9) 0.00008(9) 0.0379(3) Uani 1 1 d . . . . .
Cu2 Cu 0.30515(11) 1.09415(9) -0.27243(9) 0.0368(3) Uani 1 1 d . . . . .
N1 N 0.5489(7) 0.1416(6) 0.6844(6) 0.0350(13) Uani 1 1 d . . . . .
N2 N 0.4370(7) 0.2881(6) 0.4253(6) 0.0300(11) Uani 1 1 d . . . . .
N3 N 0.3018(7) 0.2194(7) 0.4737(6) 0.0361(13) Uani 1 1 d . . . . .
N4 N 0.2684(7) 0.3901(6) 0.2140(6) 0.0353(13) Uani 1 1 d . . . . .
N5 N 0.2123(8) 0.7458(7) -0.1109(7) 0.0431(15) Uani 1 1 d . . . . .
N6 N 0.1821(8) 0.2912(7) -0.1899(7) 0.0403(14) Uani 1 1 d . . . . .
C1 C 0.5715(8) 0.2434(7) 0.5382(8) 0.0310(14) Uani 1 1 d . . . . .
C2 C 0.7101(9) 0.3093(9) 0.4935(9) 0.0434(17) Uani 1 1 d . . . . .
H2 H 0.7195 0.3831 0.3899 0.052 Uiso 1 1 calc R U . . .
C3 C 0.8349(9) 0.2609(10) 0.6095(9) 0.0473(18) Uani 1 1 d . . . . .
H3 H 0.9313 0.3010 0.5847 0.057 Uiso 1 1 calc R U . . .
C4 C 0.8150(9) 0.1524(10) 0.7624(9) 0.0496(19) Uani 1 1 d . . . . .
H4 H 0.8967 0.1193 0.8423 0.060 Uiso 1 1 calc R U . . .
C5 C 0.6730(9) 0.0955(8) 0.7930(8) 0.0411(16) Uani 1 1 d . . . . .
H5 H 0.6613 0.0201 0.8953 0.049 Uiso 1 1 calc R U . . .
C6 C 0.2061(8) 0.2832(8) 0.3423(8) 0.0357(15) Uani 1 1 d . . . . .
H6 H 0.1045 0.2568 0.3380 0.043 Uiso 1 1 calc R U . . .
C7 C 0.4125(8) 0.3887(7) 0.2705(8) 0.0340(15) Uani 1 1 d . . . . .
H7 H 0.4874 0.4494 0.2109 0.041 Uiso 1 1 calc R U . . .
C8 C 0.1210(9) 0.3788(8) -0.1145(8) 0.0377(16) Uani 1 1 d . . . . .
C9 C 0.2548(9) 0.8744(8) -0.1759(8) 0.0354(15) 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
Cu1 Cu1 2.4476(17) 2_565 ?
Cu1 N4 2.070(5) . ?
Cu1 N5 1.930(5) . ?
Cu1 C8 1.979(6) . ?
Cu1 C8 2.281(8) 2_565 ?
Cu2 N1 2.134(5) 1_564 ?
Cu2 N3 2.153(5) 1_564 ?
Cu2 N6 2.004(6) 1_565 ?
Cu2 C9 1.874(6) . ?
N1 Cu2 2.134(5) 1_546 ?
N1 C1 1.324(8) . ?
N1 C5 1.339(8) . ?
N2 N3 1.370(7) . ?
N2 C1 1.431(7) . ?
N2 C7 1.341(8) . ?
N3 Cu2 2.153(5) 1_546 ?
N3 C6 1.322(7) . ?
N4 C6 1.357(8) . ?
N4 C7 1.318(7) . ?
N5 C9 1.161(8) . ?
N6 Cu2 2.004(6) 1_545 ?
N6 C8 1.153(9) . ?
C1 C2 1.380(9) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(10) . ?
C4 H4 0.9300 . ?
C4 C5 1.359(9) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 Cu1 2.281(8) 2_565 ?

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
N4 Cu1 Cu1 110.86(15) . 2_565 ?
N4 Cu1 C8 94.2(2) . 2_565 ?
N5 Cu1 Cu1 135.71(18) . 2_565 ?
N5 Cu1 N4 109.7(2) . . ?
N5 Cu1 C8 110.9(2) . 2_565 ?
N5 Cu1 C8 118.3(3) . . ?
C8 Cu1 Cu1 61.0(2) . 2_565 ?
C8 Cu1 Cu1 49.33(16) 2_565 2_565 ?
C8 Cu1 N4 110.9(2) . . ?
C8 Cu1 C8 110.3(2) . 2_565 ?
N1 Cu2 N3 76.6(2) 1_564 1_564 ?
N6 Cu2 N1 100.6(2) 1_565 1_564 ?
N6 Cu2 N3 106.5(2) 1_565 1_564 ?
C9 Cu2 N1 128.9(2) . 1_564 ?
C9 Cu2 N3 121.4(2) . 1_564 ?
C9 Cu2 N6 115.5(3) . 1_565 ?
C1 N1 Cu2 116.1(4) . 1_546 ?
C1 N1 C5 116.9(6) . . ?
C5 N1 Cu2 126.5(4) . 1_546 ?
N3 N2 C1 118.9(5) . . ?
C7 N2 N3 108.5(5) . . ?
C7 N2 C1 132.6(5) . . ?
N2 N3 Cu2 111.7(4) . 1_546 ?
C6 N3 Cu2 144.2(5) . 1_546 ?
C6 N3 N2 102.9(5) . . ?
C6 N4 Cu1 123.6(4) . . ?
C7 N4 Cu1 132.9(4) . . ?
C7 N4 C6 102.9(5) . . ?
C9 N5 Cu1 177.4(6) . . ?
C8 N6 Cu2 166.9(5) . 1_545 ?
N1 C1 N2 115.3(5) . . ?
N1 C1 C2 124.2(6) . . ?
C2 C1 N2 120.5(6) . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117.2(7) . . ?
C3 C2 H2 121.4 . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.5(7) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.3(7) . . ?
C5 C4 H4 120.9 . . ?
N1 C5 C4 123.8(6) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
N3 C6 N4 114.5(6) . . ?
N3 C6 H6 122.8 . . ?
N4 C6 H6 122.8 . . ?
N2 C7 H7 124.4 . . ?
N4 C7 N2 111.2(6) . . ?
N4 C7 H7 124.4 . . ?
Cu1 C8 Cu1 69.7(2) . 2_565 ?
N6 C8 Cu1 151.4(7) . . ?
N6 C8 Cu1 138.9(6) . 2_565 ?
N5 C9 Cu2 174.5(6) . . ?

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
Cu1 N4 C6 N3 -171.1(4) . . . . ?
Cu1 N4 C7 N2 170.5(4) . . . . ?
Cu2 N1 C1 N2 -7.6(7) 1_546 . . . ?
Cu2 N1 C1 C2 170.5(5) 1_546 . . . ?
Cu2 N1 C5 C4 -169.8(5) 1_546 . . . ?
Cu2 N3 C6 N4 164.2(5) 1_546 . . . ?
Cu2 N6 C8 Cu1 88(3) 1_545 . . . ?
Cu2 N6 C8 Cu1 -91(3) 1_545 . . 2_565 ?
N1 C1 C2 C3 1.7(10) . . . . ?
N2 N3 C6 N4 -1.2(7) . . . . ?
N2 C1 C2 C3 179.7(6) . . . . ?
N3 N2 C1 N1 -2.1(8) . . . . ?
N3 N2 C1 C2 179.7(6) . . . . ?
N3 N2 C7 N4 0.0(7) . . . . ?
C1 N1 C5 C4 2.5(10) . . . . ?
C1 N2 N3 Cu2 10.4(6) . . . 1_546 ?
C1 N2 N3 C6 -178.8(5) . . . . ?
C1 N2 C7 N4 179.4(5) . . . . ?
C1 C2 C3 C4 -0.7(10) . . . . ?
C2 C3 C4 C5 0.6(11) . . . . ?
C3 C4 C5 N1 -1.6(11) . . . . ?
C5 N1 C1 N2 179.3(5) . . . . ?
C5 N1 C1 C2 -2.5(9) . . . . ?
C6 N4 C7 N2 -0.6(7) . . . . ?
C7 N2 N3 Cu2 -170.1(4) . . . 1_546 ?
C7 N2 N3 C6 0.7(6) . . . . ?
C7 N2 C1 N1 178.5(6) . . . . ?
C7 N2 C1 C2 0.3(10) . . . . ?
C7 N4 C6 N3 1.1(7) . . . . ?

_olex2_date_sample_completion    2022-04-03
_olex2_date_sample_data_collection 2022-04-02
_olex2_date_sample_submission    2022-04-02
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.210
_oxdiff_exptl_absorpt_empirical_full_min 0.430
