# Supplementary Information (SI) for Dalton Transactions.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2285154'
loop_
_audit_author_name
_audit_author_address
'Apurba Kalita'
;B Borooah College
India
;
_audit_update_record             
;
2023-07-28 deposited with the CCDC.	2024-10-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT341_shelx               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01738 Ang.
RESPONSE: The alerts are generated because there is some disorder in the structure
;
_vrf_PLAT410_shelx               
;
PROBLEM: Short Intra H...H Contact  H1       ..H9       .       1.84 Ang.
RESPONSE: The crystal was weakly diffracting. For that, the hydrogen atoms were included in geometrically calculated position and were refined according to the riding model.
;
_vrf_PLAT780_shelx               
;
PROBLEM: Coordinates do not Form a Properly Connected Set     Please Do !
RESPONSE: The alerts is related to the disorder of anions and data collection done in room temperature. 
;
# Added during the CSD deposition process: Wednesday 28 June 2023 01:52 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H17 Cl Cu N4 O6'
_chemical_formula_weight         448.32

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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.9279(6)
_cell_length_b                   12.5890(11)
_cell_length_c                   20.2730(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1768.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    3553
_cell_measurement_theta_min      2.580
_cell_measurement_theta_max      26.351

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.684
_exptl_crystal_F_000             916
_exptl_transmission_factor_min   0.744
_exptl_transmission_factor_max   0.814
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.429
_shelx_estimated_absorpt_T_min   0.744
_shelx_estimated_absorpt_T_max   0.814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest PHOTON II diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16185
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.580
_diffrn_reflns_theta_max         26.351
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             3553
_reflns_number_gt                3078
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.730
_reflns_Friedel_fraction_max     0.985
_reflns_Friedel_fraction_full    0.984

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Apex3 v2016.9-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep-3 for windows (Farrugia, 1999)'
_computing_publication_material  'PLATON (Spek, 2003)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1251P)²+1.3560P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.36(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3553
_refine_ls_number_parameters     247
_refine_ls_number_restraints     74
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0725
_refine_ls_wR_factor_ref         0.1951
_refine_ls_wR_factor_gt          0.1835
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.085
_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
Cu1 Cu 0.24351(13) 0.81230(7) 0.58955(4) 0.0485(3) Uani 1 1 d . U . . .
Cl1 Cl 0.9863(3) 0.3054(2) 0.74387(10) 0.0706(7) Uani 1 1 d . U . . .
O1 O -0.0961(12) 0.9127(6) 0.5286(4) 0.078(2) Uani 1 1 d . U . . .
H1A H -0.111051 0.848861 0.522251 0.117 Uiso 1 1 calc R U . . .
O2 O -0.1002(9) 0.7207(5) 0.5247(3) 0.0573(14) Uani 1 1 d . U . . .
O5 O 0.9653(18) 0.1863(8) 0.7538(7) 0.130(4) Uani 1 1 d . U . . .
O4 O 1.1910(14) 0.3115(9) 0.7380(7) 0.129(4) Uani 1 1 d . U . . .
O6 O 0.927(2) 0.3131(10) 0.6775(6) 0.135(4) Uani 1 1 d . U . . .
O3 O 0.934(4) 0.3449(19) 0.7978(9) 0.257(11) Uani 1 1 d . U . . .
N3 N 0.3848(10) 0.6835(6) 0.6223(3) 0.0506(13) Uani 1 1 d . U . . .
N4 N 0.0619(9) 0.6991(5) 0.5600(3) 0.0456(13) Uani 1 1 d . U . . .
N1 N 0.4004(11) 0.9393(6) 0.6183(4) 0.0542(16) Uani 1 1 d . U . . .
N2 N 0.0690(10) 0.9286(6) 0.5613(4) 0.0536(16) Uani 1 1 d . U . . .
C13 C 0.2704(12) 0.5867(6) 0.6072(5) 0.058(2) Uani 1 1 d . U . . .
C6 C 0.1160(14) 1.0241(8) 0.5755(5) 0.062(2) Uani 1 1 d . U . . .
C4 C 0.3735(19) 1.1274(8) 0.6342(6) 0.077(3) Uani 1 1 d . U . . .
H4 H 0.301287 1.189185 0.629221 0.092 Uiso 1 1 calc R U . . .
C14 C 0.0995(13) 0.6065(7) 0.5769(4) 0.0544(18) Uani 1 1 d . U . . .
C7 C -0.001(2) 1.1200(9) 0.5555(8) 0.096(4) Uani 1 1 d . U . . .
H7A H -0.132656 1.098455 0.546747 0.115 Uiso 1 1 calc R U . . .
H7B H -0.002607 1.170611 0.591551 0.115 Uiso 1 1 calc R U . . .
C15 C -0.0128(19) 0.5085(8) 0.5567(6) 0.083(3) Uani 1 1 d . U . . .
H15A H -0.129117 0.529480 0.534481 0.125 Uiso 1 1 calc R U . . .
H15B H -0.045058 0.467849 0.595225 0.125 Uiso 1 1 calc R U . . .
H15C H 0.064500 0.465994 0.527574 0.125 Uiso 1 1 calc R U . . .
C12 C 0.3429(16) 0.4961(8) 0.6360(6) 0.071(3) Uani 1 1 d . U . . .
H12 H 0.270484 0.434143 0.632796 0.086 Uiso 1 1 calc R U . . .
C3 C 0.547(2) 1.1305(10) 0.6641(6) 0.088(3) Uani 1 1 d . U . . .
H3 H 0.596514 1.194336 0.679618 0.105 Uiso 1 1 calc R U . . .
C2 C 0.648(2) 1.0375(12) 0.6713(9) 0.119(6) Uani 1 1 d . U . . .
H2A H 0.768374 1.037516 0.691795 0.143 Uiso 1 1 calc R U . . .
C11 C 0.524(2) 0.4914(10) 0.6708(7) 0.089(4) Uani 1 1 d . U . . .
H11 H 0.568362 0.427412 0.687959 0.107 Uiso 1 1 calc R U . . .
C9 C 0.5531(18) 0.6759(9) 0.6526(7) 0.089(4) Uani 1 1 d . U . . .
H9 H 0.627159 0.737051 0.657513 0.107 Uiso 1 1 calc R U . . .
C1 C 0.571(2) 0.9451(11) 0.6480(8) 0.101(5) Uani 1 1 d . U . . .
H1 H 0.641023 0.882770 0.653196 0.121 Uiso 1 1 calc R U . . .
C10 C 0.626(2) 0.5792(11) 0.6780(7) 0.098(4) Uani 1 1 d . U . . .
H10 H 0.744700 0.577444 0.699431 0.117 Uiso 1 1 calc R U . . .
C5 C 0.3029(13) 1.0307(7) 0.6105(4) 0.0557(19) Uani 1 1 d . U . . .
C8 C 0.080(5) 1.1718(17) 0.4959(14) 0.225(17) Uani 1 1 d . U . . .
H8A H 0.102867 1.119230 0.462473 0.337 Uiso 1 1 calc R U . . .
H8B H 0.199726 1.206058 0.506935 0.337 Uiso 1 1 calc R U . . .
H8C H -0.009585 1.223685 0.479666 0.337 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
Cu1 N2 1.983(7) . ?
Cu1 N4 1.994(6) . ?
Cu1 N3 2.006(7) . ?
Cu1 N1 2.019(7) . ?
Cl1 O3 1.255(13) . ?
Cl1 O6 1.411(10) . ?
Cl1 O4 1.425(10) . ?
Cl1 O5 1.520(10) . ?
O1 N2 1.337(10) . ?
O1 H1A 0.8200 . ?
O2 N4 1.359(8) . ?
N3 C9 1.322(13) . ?
N3 C13 1.486(12) . ?
N4 C14 1.242(11) . ?
N1 C1 1.325(14) . ?
N1 C5 1.344(12) . ?
N2 C6 1.278(12) . ?
C13 C14 1.357(13) . ?
C13 C12 1.376(11) . ?
C6 C5 1.479(13) . ?
C6 C7 1.508(14) . ?
C4 C3 1.345(18) . ?
C4 C5 1.397(12) . ?
C4 H4 0.9300 . ?
C14 C15 1.515(13) . ?
C7 C8 1.48(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C12 C11 1.441(17) . ?
C12 H12 0.9300 . ?
C3 C2 1.37(2) . ?
C3 H3 0.9300 . ?
C2 C1 1.37(2) . ?
C2 H2A 0.9300 . ?
C11 C10 1.32(2) . ?
C11 H11 0.9300 . ?
C9 C10 1.415(17) . ?
C9 H9 0.9300 . ?
C1 H1 0.9300 . ?
C10 H10 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?

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
N2 Cu1 N4 93.2(3) . . ?
N2 Cu1 N3 171.6(3) . . ?
N4 Cu1 N3 80.2(3) . . ?
N2 Cu1 N1 80.1(3) . . ?
N4 Cu1 N1 173.1(3) . . ?
N3 Cu1 N1 106.3(3) . . ?
O3 Cl1 O6 135.9(16) . . ?
O3 Cl1 O4 109.9(15) . . ?
O6 Cl1 O4 102.1(8) . . ?
O3 Cl1 O5 104.3(12) . . ?
O6 Cl1 O5 99.5(7) . . ?
O4 Cl1 O5 99.2(7) . . ?
N2 O1 H1A 109.5 . . ?
C9 N3 C13 120.5(8) . . ?
C9 N3 Cu1 130.0(7) . . ?
C13 N3 Cu1 109.5(5) . . ?
C14 N4 O2 120.4(7) . . ?
C14 N4 Cu1 117.1(6) . . ?
O2 N4 Cu1 122.4(5) . . ?
C1 N1 C5 117.0(10) . . ?
C1 N1 Cu1 130.8(8) . . ?
C5 N1 Cu1 111.9(6) . . ?
C6 N2 O1 118.1(7) . . ?
C6 N2 Cu1 118.3(6) . . ?
O1 N2 Cu1 123.6(5) . . ?
C14 C13 C12 131.5(9) . . ?
C14 C13 N3 114.1(6) . . ?
C12 C13 N3 113.4(9) . . ?
N2 C6 C5 112.6(8) . . ?
N2 C6 C7 123.7(9) . . ?
C5 C6 C7 123.6(9) . . ?
C3 C4 C5 119.5(12) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N4 C14 C13 118.7(8) . . ?
N4 C14 C15 125.6(8) . . ?
C13 C14 C15 114.9(9) . . ?
C8 C7 C6 111.6(14) . . ?
C8 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C12 C11 124.0(11) . . ?
C13 C12 H12 118.0 . . ?
C11 C12 H12 118.0 . . ?
C4 C3 C2 118.7(11) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C1 C2 C3 119.1(12) . . ?
C1 C2 H2A 120.4 . . ?
C3 C2 H2A 120.4 . . ?
C10 C11 C12 119.1(10) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
N3 C9 C10 123.1(11) . . ?
N3 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
N1 C1 C2 123.7(14) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C11 C10 C9 119.3(11) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
N1 C5 C4 122.0(10) . . ?
N1 C5 C6 116.7(7) . . ?
C4 C5 C6 121.3(9) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

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
C9 N3 C13 C14 179.0(10) . . . . ?
Cu1 N3 C13 C14 -1.4(9) . . . . ?
C9 N3 C13 C12 9.1(13) . . . . ?
Cu1 N3 C13 C12 -171.3(7) . . . . ?
O1 N2 C6 C5 -179.0(8) . . . . ?
Cu1 N2 C6 C5 1.5(11) . . . . ?
O1 N2 C6 C7 -2.1(15) . . . . ?
Cu1 N2 C6 C7 178.4(10) . . . . ?
O2 N4 C14 C13 174.5(7) . . . . ?
Cu1 N4 C14 C13 -7.6(11) . . . . ?
O2 N4 C14 C15 5.7(14) . . . . ?
Cu1 N4 C14 C15 -176.4(8) . . . . ?
C12 C13 C14 N4 173.6(10) . . . . ?
N3 C13 C14 N4 5.9(12) . . . . ?
C12 C13 C14 C15 -16.5(16) . . . . ?
N3 C13 C14 C15 175.9(8) . . . . ?
N2 C6 C7 C8 -99.1(19) . . . . ?
C5 C6 C7 C8 77.5(19) . . . . ?
C14 C13 C12 C11 -175.0(11) . . . . ?
N3 C13 C12 C11 -7.2(16) . . . . ?
C5 C4 C3 C2 -0.8(19) . . . . ?
C4 C3 C2 C1 0(2) . . . . ?
C13 C12 C11 C10 2(2) . . . . ?
C13 N3 C9 C10 -6.2(19) . . . . ?
Cu1 N3 C9 C10 174.2(10) . . . . ?
C5 N1 C1 C2 1(2) . . . . ?
Cu1 N1 C1 C2 -172.0(13) . . . . ?
C3 C2 C1 N1 0(3) . . . . ?
C12 C11 C10 C9 1(2) . . . . ?
N3 C9 C10 C11 1(2) . . . . ?
C1 N1 C5 C4 -1.9(15) . . . . ?
Cu1 N1 C5 C4 172.4(8) . . . . ?
C1 N1 C5 C6 178.1(10) . . . . ?
Cu1 N1 C5 C6 -7.6(10) . . . . ?
C3 C4 C5 N1 1.9(16) . . . . ?
C3 C4 C5 C6 -178.1(10) . . . . ?
N2 C6 C5 N1 4.3(12) . . . . ?
C7 C6 C5 N1 -172.6(11) . . . . ?
N2 C6 C5 C4 -175.7(10) . . . . ?
C7 C6 C5 C4 7.4(16) . . . . ?

_refine_diff_density_max         1.761
_refine_diff_density_min         -0.703
_refine_diff_density_rms         0.159


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2362016'
loop_
_audit_author_name
_audit_author_address
'Apurba Kalita'
;B Borooah College
India
;
_audit_update_record             
;
2024-06-11 deposited with the CCDC.	2024-10-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H10 Cl Cu N4 O6'
_chemical_formula_weight         405.23

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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'

_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'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'y, x, -z'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'

_cell_length_a                   8.5947(7)
_cell_length_b                   8.5947(7)
_cell_length_c                   17.7141(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1133.2(2)
_cell_formula_units_Z            3
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    1245
_cell_measurement_theta_min      2.968
_cell_measurement_theta_max      24.723

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   0.732
_exptl_transmission_factor_max   0.851
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.661
_shelx_estimated_absorpt_T_min   0.732
_shelx_estimated_absorpt_T_max   0.851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest PHOTON II diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12466
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.968
_diffrn_reflns_theta_max         24.723
_diffrn_reflns_theta_full        24.723
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             1245
_reflns_number_gt                1188
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.640
_reflns_Friedel_fraction_max     0.949
_reflns_Friedel_fraction_full    0.949

_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       'Apex4 v2022 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep-3 for windows (Farrugia, 1999)'
_computing_publication_material  'PLATON (Spek, 2003)'
_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)+(0.0289P)²+0.0269P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 455 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.047(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1245
_refine_ls_number_parameters     114
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0224
_refine_ls_R_factor_gt           0.0203
_refine_ls_wR_factor_ref         0.0464
_refine_ls_wR_factor_gt          0.0456
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
Cu1 Cu 0.06152(5) 0.000000 0.333333 0.03324(16) Uani 1 2 d S T P . .
Cl1 Cl -0.21146(11) -0.21146(11) 0.500000 0.0379(3) Uani 1 2 d S T P . .
O100 O -0.0577(3) -0.1713(3) 0.45527(11) 0.0536(7) Uani 1 1 d . . . . .
N1 N 0.0185(3) 0.1907(3) 0.38117(12) 0.0312(6) Uani 1 1 d . . . . .
O1 O 0.4527(3) 0.1515(3) 0.35700(15) 0.0609(7) Uani 1 1 d . . . . .
N2 N 0.3104(3) 0.1739(3) 0.36581(15) 0.0417(7) Uani 1 1 d . . . . .
C5 C 0.1743(4) 0.3358(4) 0.40274(17) 0.0359(7) Uani 1 1 d . . . . .
C1 C -0.1319(4) 0.1960(5) 0.39216(15) 0.0384(7) Uani 1 1 d . . . . .
H1 H -0.240690 0.096252 0.378697 0.046 Uiso 1 1 calc R U . . .
C2 C -0.1339(5) 0.3423(4) 0.42252(17) 0.0459(8) Uani 1 1 d . . . . .
H2 H -0.241931 0.340817 0.429208 0.055 Uiso 1 1 calc R U . . .
C6 C 0.3347(5) 0.3209(5) 0.39307(19) 0.0458(8) Uani 1 1 d . . . . .
C3 C 0.0242(5) 0.4892(5) 0.44267(19) 0.0523(8) Uani 1 1 d . . . . .
H3 H 0.025440 0.589823 0.462730 0.063 Uiso 1 1 calc R U . . .
C4 C 0.1818(5) 0.4873(4) 0.43305(19) 0.0515(9) Uani 1 1 d . . . . .
H4 H 0.291200 0.586007 0.446674 0.062 Uiso 1 1 calc R U . . .
O101 O -0.3593(4) -0.2490(4) 0.45204(14) 0.0755(9) Uani 1 1 d . . . . .
H6 H 0.440(4) 0.414(4) 0.4084(18) 0.037(8) 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 N2 1.986(3) 5 ?
Cu1 N2 1.986(3) . ?
Cu1 N1 2.037(2) 5 ?
Cu1 N1 2.037(2) . ?
Cl1 O101 1.425(2) . ?
Cl1 O101 1.425(2) 4_556 ?
Cl1 O100 1.428(2) 4_556 ?
Cl1 O100 1.428(2) . ?
N1 C1 1.330(4) . ?
N1 C5 1.350(4) . ?
O1 N2 1.338(3) . ?
N2 C6 1.269(4) . ?
C5 C4 1.380(4) . ?
C5 C6 1.456(4) . ?
C1 C2 1.375(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.361(5) . ?
C2 H2 0.9300 . ?
C6 H6 0.90(3) . ?
C3 C4 1.373(5) . ?
C3 H3 0.9300 . ?
C4 H4 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
N2 Cu1 N2 90.97(14) 5 . ?
N2 Cu1 N1 80.49(9) 5 5 ?
N2 Cu1 N1 169.78(10) . 5 ?
N2 Cu1 N1 169.78(10) 5 . ?
N2 Cu1 N1 80.49(9) . . ?
N1 Cu1 N1 108.53(13) 5 . ?
O101 Cl1 O101 112.0(3) . 4_556 ?
O101 Cl1 O100 108.41(15) . 4_556 ?
O101 Cl1 O100 109.69(14) 4_556 4_556 ?
O101 Cl1 O100 109.69(14) . . ?
O101 Cl1 O100 108.41(15) 4_556 . ?
O100 Cl1 O100 108.6(2) 4_556 . ?
C1 N1 C5 117.3(3) . . ?
C1 N1 Cu1 131.2(2) . . ?
C5 N1 Cu1 111.42(18) . . ?
C6 N2 O1 118.7(3) . . ?
C6 N2 Cu1 116.0(2) . . ?
O1 N2 Cu1 125.18(19) . . ?
N1 C5 C4 122.5(3) . . ?
N1 C5 C6 115.5(3) . . ?
C4 C5 C6 121.9(3) . . ?
N1 C1 C2 123.0(3) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
N2 C6 C5 116.2(3) . . ?
N2 C6 H6 126(2) . . ?
C5 C6 H6 118(2) . . ?
C2 C3 C4 119.3(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 118.6(3) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?

_refine_diff_density_max         0.202
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.036

