# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_wrj-cu3pznh2
_database_code_depnum_ccdc_archive 'CCDC 2100102'
loop_
_audit_author_name
_audit_author_address
'Rong-Jia Wei Rong-Jia Wei'
;Jinan University
China
;
_audit_update_record             
;
2021-07-29 deposited with the CCDC.	2023-01-17 downloaded from the CCDC.
;
_audit_creation_date             2021-01-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Cu3L3
_chemical_formula_moiety         '0.5(C30 H48 Cu6 N18)'
_chemical_formula_sum            'C15 H24 Cu3 N9'
_chemical_formula_weight         521.05
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu3 C20 H20 N10'
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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   7.5694(2)
_cell_length_b                   22.0064(4)
_cell_length_c                   11.5409(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.069(2)
_cell_angle_gamma                90
_cell_volume                     1907.81(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4779
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      66.6520
_cell_measurement_theta_min      6.2090
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.053
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1056
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4342
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        66.754
_diffrn_reflns_theta_max         66.754
_diffrn_reflns_theta_min         5.576
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      4.00  29.00   0.50    0.50    --    0.00  82.00 120.00   50
  2  ω     -1.00  38.00   0.50    0.50    --    0.00  82.00-150.00   78
  3  ω    -31.00  -4.00   0.50    0.50    --    0.00  82.00-120.00   54
  4  ω    -33.00  11.00   0.50    0.50    --    0.00  82.00   0.00   88
  5  ω    123.00 161.00   0.50    0.50    --   82.70  82.00  30.00   76
  6  ω     39.00 108.00   0.50    0.50    --   82.70 -82.00-150.00  138
  7  ω     86.00 151.00   0.50    0.50    --   82.70  82.00 150.00  130
  8  ω     81.00 143.00   0.50    0.50    --   82.70  82.00 -90.00  124
  9  ω     -3.00 115.00   0.50    0.50    --   82.70 -77.00 120.00  236
 10  ω     84.00 109.00   0.50    0.50    --   82.70  82.00  30.00   50
 11  ω     -2.00 101.00   0.50    0.50    --   82.70 -77.00   0.00  206
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0382225000
_diffrn_orient_matrix_UB_12      -0.0670117000
_diffrn_orient_matrix_UB_13      -0.0054037000
_diffrn_orient_matrix_UB_21      -0.0505738000
_diffrn_orient_matrix_UB_22      -0.0119311000
_diffrn_orient_matrix_UB_23      0.1759278000
_diffrn_orient_matrix_UB_31      -0.1186353000
_diffrn_orient_matrix_UB_32      -0.0164158000
_diffrn_orient_matrix_UB_33      -0.1051452000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1620
_reflns_number_total             1684
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         1684
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0328
_refine_ls_restrained_S_all      0.996
_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)+(0.0574P)²+3.7004P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0913
_refine_ls_wR_factor_ref         0.0923
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N5(H5)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C)
;
_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
Cu1 Cu 0.57250(7) 0.500000 0.78458(5) 0.03279(19) Uani 1 2 d S T P . .
Cu2 Cu 0.35183(5) 0.57183(2) 0.56776(3) 0.03258(17) Uani 1 1 d . . . . .
N1 N 0.5598(3) 0.58435(11) 0.7870(2) 0.0342(5) Uani 1 1 d . . . . .
N2 N 0.4603(3) 0.61404(10) 0.6961(2) 0.0347(5) Uani 1 1 d . . . . .
N3 N 0.2193(3) 0.53121(10) 0.44643(18) 0.0310(5) Uani 1 1 d . . . . .
N4 N 0.6034(5) 0.74009(14) 0.8863(3) 0.0630(9) Uani 1 1 d . . . . .
N5 N -0.1048(5) 0.500000 0.1982(3) 0.0443(8) Uani 1 2 d S T P . .
H5 H -0.163954 0.528000 0.198050 0.053 Uiso 1 1 d R U . . .
C1 C 0.7427(4) 0.60847(16) 0.9748(3) 0.0469(7) Uani 1 1 d . . . . .
H1A H 0.671374 0.602565 1.037124 0.070 Uiso 1 1 calc R U . . .
H1B H 0.828505 0.639953 0.995873 0.070 Uiso 1 1 calc R U . . .
H1C H 0.803470 0.571349 0.961093 0.070 Uiso 1 1 calc R U . . .
C2 C 0.6253(4) 0.62653(13) 0.8659(2) 0.0379(6) Uani 1 1 d . . . . .
C3 C 0.5674(4) 0.68330(14) 0.8276(3) 0.0425(7) Uani 1 1 d . . . . .
C4 C 0.4640(4) 0.67378(13) 0.7207(3) 0.0379(6) Uani 1 1 d . . . . .
C5 C 0.3697(4) 0.71897(13) 0.6391(3) 0.0460(7) Uani 1 1 d . . . . .
H5A H 0.455453 0.744025 0.606986 0.069 Uiso 1 1 calc R U . . .
H5B H 0.294739 0.743956 0.680668 0.069 Uiso 1 1 calc R U . . .
H5C H 0.298231 0.698056 0.577093 0.069 Uiso 1 1 calc R U . . .
C6 C 0.0669(4) 0.61609(13) 0.3341(3) 0.0402(6) Uani 1 1 d . . . . .
H6A H 0.170564 0.638853 0.364324 0.060 Uiso 1 1 calc R U . . .
H6B H -0.033006 0.629199 0.371471 0.060 Uiso 1 1 calc R U . . .
H6C H 0.042142 0.622682 0.251423 0.060 Uiso 1 1 calc R U . . .
C7 C 0.0994(4) 0.55009(13) 0.3573(2) 0.0327(6) Uani 1 1 d . . . . .
C8 C 0.0222(5) 0.500000 0.2998(3) 0.0328(8) Uani 1 2 d S T P . .
H4A H 0.582(5) 0.769(2) 0.846(4) 0.063(13) Uiso 1 1 d . . . . .
H4B H 0.620(11) 0.738(5) 0.952(8) 0.24(5) Uiso 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 N1 1.859(2) . ?
Cu1 N1 1.859(2) 6_565 ?
Cu2 Cu2 2.8882(8) 2_656 ?
Cu2 N2 1.852(2) . ?
Cu2 N3 1.849(2) . ?
N1 N2 1.379(3) . ?
N1 C2 1.351(4) . ?
N2 C4 1.344(4) . ?
N3 N3 1.374(4) 6_565 ?
N3 C7 1.351(3) . ?
N4 C3 1.432(4) . ?
N4 H4A 0.78(5) . ?
N4 H4B 0.75(9) . ?
N5 H5 0.7613 6_565 ?
N5 H5 0.7613 . ?
N5 C8 1.421(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.501(4) . ?
C2 C3 1.378(4) . ?
C3 C4 1.393(4) . ?
C4 C5 1.490(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C6 C7 1.492(4) . ?
C7 C8 1.379(4) . ?

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
N1 Cu1 N1 173.61(15) . 6_565 ?
N2 Cu2 Cu2 97.80(7) . 2_656 ?
N3 Cu2 Cu2 88.56(7) . 2_656 ?
N3 Cu2 N2 173.47(10) . . ?
N2 N1 Cu1 119.08(17) . . ?
C2 N1 Cu1 132.93(19) . . ?
C2 N1 N2 107.9(2) . . ?
N1 N2 Cu2 121.18(18) . . ?
C4 N2 Cu2 130.9(2) . . ?
C4 N2 N1 107.9(2) . . ?
N3 N3 Cu2 118.90(7) 6_565 . ?
C7 N3 Cu2 132.76(19) . . ?
C7 N3 N3 107.90(15) . 6_565 ?
C3 N4 H4A 114(3) . . ?
C3 N4 H4B 115(8) . . ?
H4A N4 H4B 129(8) . . ?
H5 N5 H5 108.1 . 6_565 ?
C8 N5 H5 109.89(11) . 6_565 ?
C8 N5 H5 109.9 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 120.8(3) . . ?
N1 C2 C3 109.3(2) . . ?
C3 C2 C1 129.8(3) . . ?
C2 C3 N4 127.2(3) . . ?
C2 C3 C4 105.6(3) . . ?
C4 C3 N4 127.1(3) . . ?
N2 C4 C3 109.2(3) . . ?
N2 C4 C5 121.6(3) . . ?
C3 C4 C5 129.2(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
N3 C7 C6 121.1(2) . . ?
N3 C7 C8 109.0(2) . . ?
C8 C7 C6 129.9(3) . . ?
C7 C8 N5 126.90(17) 6_565 . ?
C7 C8 N5 126.90(17) . . ?
C7 C8 C7 106.1(3) . 6_565 ?

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 N1 N2 Cu2 -4.0(3) . . . . ?
Cu1 N1 N2 C4 176.78(19) . . . . ?
Cu1 N1 C2 C1 4.0(4) . . . . ?
Cu1 N1 C2 C3 -176.3(2) . . . . ?
Cu2 Cu2 N2 N1 -86.9(2) 2_656 . . . ?
Cu2 Cu2 N2 C4 92.1(3) 2_656 . . . ?
Cu2 Cu2 N3 N3 90.80(4) 2_656 . . 6_565 ?
Cu2 Cu2 N3 C7 -97.7(2) 2_656 . . . ?
Cu2 N2 C4 C3 -178.7(2) . . . . ?
Cu2 N2 C4 C5 0.5(4) . . . . ?
Cu2 N3 C7 C6 7.5(4) . . . . ?
Cu2 N3 C7 C8 -172.2(2) . . . . ?
N1 N2 C4 C3 0.4(3) . . . . ?
N1 N2 C4 C5 179.6(3) . . . . ?
N1 C2 C3 N4 178.6(3) . . . . ?
N1 C2 C3 C4 -0.5(4) . . . . ?
N2 N1 C2 C1 -178.9(3) . . . . ?
N2 N1 C2 C3 0.7(3) . . . . ?
N3 N3 C7 C6 179.7(2) 6_565 . . . ?
N3 N3 C7 C8 -0.1(3) 6_565 . . . ?
N3 C7 C8 N5 -177.1(3) . . . . ?
N3 C7 C8 C7 0.1(4) . . . 6_565 ?
N4 C3 C4 N2 -179.1(3) . . . . ?
N4 C3 C4 C5 1.9(6) . . . . ?
C1 C2 C3 N4 -1.8(6) . . . . ?
C1 C2 C3 C4 179.2(3) . . . . ?
C2 N1 N2 Cu2 178.49(19) . . . . ?
C2 N1 N2 C4 -0.7(3) . . . . ?
C2 C3 C4 N2 0.0(4) . . . . ?
C2 C3 C4 C5 -179.1(3) . . . . ?
C6 C7 C8 N5 3.2(6) . . . . ?
C6 C7 C8 C7 -179.60(19) . . . 6_565 ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 3.213
_oxdiff_exptl_absorpt_empirical_full_min 0.436
