# Supplementary Information (SI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 824443'
_audit_update_record             
;
2011-05-05 deposited with the CCDC.	2026-04-10 downloaded from the CCDC.
;
#TrackingRef 'cu.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H9 Cl4 Cu N3'
_chemical_formula_weight         316.49

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'
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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'x, -y, -z'
'-x, y+1/2, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'-x, y, z'
'x, -y-1/2, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'-x+1/2, y+1/2, z'
'x+1/2, -y, z-1/2'

_cell_length_a                   6.7053(5)
_cell_length_b                   22.4171(19)
_cell_length_c                   13.4173(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2016.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.085
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256
_exptl_absorpt_coefficient_mu    3.179
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7744
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0299
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.54
_diffrn_reflns_theta_max         27.53
_reflns_number_total             1257
_reflns_number_gt                1023
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0647P)²+6.3886P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1257
_refine_ls_number_parameters     79
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1248
_refine_ls_wR_factor_gt          0.1161
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.37427(3) 0.17968(4) 0.0364(3) Uani 1 2 d S . .
Cl1 Cl 0.2956(4) 0.31402(7) 0.26984(14) 0.0453(7) Uani 0.50 1 d P . .
Cl2 Cl 0.26557(18) 0.43555(5) 0.11635(11) 0.0607(4) Uani 1 1 d . . .
Cl3 Cl 0.5000 0.30332(5) 0.00387(10) 0.0381(3) Uani 1 2 d S . .
N1 N 0.5000 0.57298(19) 0.1193(3) 0.0369(10) Uani 1 2 d S . .
H11 H 0.5000 0.6029 0.0769 0.055 Uiso 1 2 calc SR . .
H12 H 0.3928 0.5510 0.1098 0.055 Uiso 0.50 1 calc PR . .
H13 H 0.6072 0.5510 0.1098 0.055 Uiso 0.50 1 calc PR . .
N2 N 0.5000 0.65386(18) 0.2282(3) 0.0300(9) Uani 1 2 d S . .
N3 N 0.5000 0.6634(2) 0.5037(3) 0.0361(10) Uani 1 2 d S . .
H31 H 0.5000 0.7031 0.5012 0.054 Uiso 1 2 calc SR . .
H32 H 0.6084 0.6509 0.5357 0.054 Uiso 0.50 1 calc PR . .
H33 H 0.3916 0.6509 0.5357 0.054 Uiso 0.50 1 calc PR . .
C1 C 0.5000 0.5940(2) 0.2115(3) 0.0277(10) Uani 1 2 d S . .
C2 C 0.5000 0.5560(2) 0.2933(4) 0.0377(13) Uani 1 2 d S . .
H2 H 0.5000 0.5149 0.2835 0.045 Uiso 1 2 calc SR . .
C3 C 0.5000 0.5783(2) 0.3877(4) 0.0383(13) Uani 1 2 d S . .
H3 H 0.5000 0.5525 0.4420 0.046 Uiso 1 2 calc SR . .
C4 C 0.5000 0.6395(2) 0.4028(3) 0.0256(9) Uani 1 2 d S . .
C5 C 0.5000 0.6766(2) 0.3230(3) 0.0283(10) Uani 1 2 d S . .
H5 H 0.5000 0.7177 0.3326 0.034 Uiso 1 2 calc SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0522(5) 0.0262(4) 0.0309(4) 0.0039(3) 0.000 0.000
Cl1 0.076(2) 0.0251(8) 0.0347(14) 0.0001(7) 0.0242(10) -0.0005(9)
Cl2 0.0446(6) 0.0377(6) 0.0998(10) -0.0156(6) -0.0159(6) 0.0119(5)
Cl3 0.0520(8) 0.0220(6) 0.0404(7) 0.0070(5) 0.000 0.000
N1 0.053(3) 0.028(2) 0.029(2) -0.0031(18) 0.000 0.000
N2 0.037(2) 0.023(2) 0.031(2) 0.0063(17) 0.000 0.000
N3 0.047(2) 0.030(2) 0.031(2) -0.0033(18) 0.000 0.000
C1 0.030(2) 0.025(2) 0.028(2) 0.0033(19) 0.000 0.000
C2 0.070(4) 0.013(2) 0.030(2) 0.0010(19) 0.000 0.000
C3 0.067(4) 0.019(2) 0.028(2) 0.008(2) 0.000 0.000
C4 0.027(2) 0.020(2) 0.030(2) 0.0004(18) 0.000 0.000
C5 0.033(2) 0.016(2) 0.036(2) 0.0034(19) 0.000 0.000

_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 Cl2 2.2539(12) 11_655 ?
Cu1 Cl2 2.2539(12) . ?
Cu1 Cl1 2.273(2) . ?
Cu1 Cl1 2.273(2) 11_655 ?
Cu1 Cl1 2.492(3) 14_556 ?
Cu1 Cl3 2.8451(15) . ?
Cl1 Cu1 2.492(3) 14_456 ?
N1 C1 1.324(6) . ?
N1 H11 0.8800 . ?
N1 H12 0.8800 . ?
N1 H13 0.8800 . ?
N2 C1 1.361(6) . ?
N2 C5 1.369(6) . ?
N3 C4 1.456(6) . ?
N3 H31 0.8900 . ?
N3 H32 0.8900 . ?
N3 H33 0.8900 . ?
C1 C2 1.390(7) . ?
C2 C3 1.362(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.387(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.356(6) . ?
C5 H5 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
Cl2 Cu1 Cl2 88.45(7) 11_655 . ?
Cl2 Cu1 Cl1 169.54(7) 11_655 . ?
Cl2 Cu1 Cl1 98.18(7) . . ?
Cl2 Cu1 Cl1 98.18(7) 11_655 11_655 ?
Cl2 Cu1 Cl1 169.54(7) . 11_655 ?
Cl1 Cu1 Cl1 74.17(12) . 11_655 ?
Cl2 Cu1 Cl1 83.00(6) 11_655 14_556 ?
Cl2 Cu1 Cl1 170.89(6) . 14_556 ?
Cl1 Cu1 Cl1 90.74(5) . 14_556 ?
Cl1 Cu1 Cl1 18.87(9) 11_655 14_556 ?
Cl2 Cu1 Cl3 91.62(4) 11_655 . ?
Cl2 Cu1 Cl3 91.61(4) . . ?
Cl1 Cu1 Cl3 96.26(5) . . ?
Cl1 Cu1 Cl3 96.26(5) 11_655 . ?
Cl1 Cu1 Cl3 85.55(5) 14_556 . ?
Cu1 Cl1 Cu1 107.59(7) . 14_456 ?
C1 N1 H11 109.5 . . ?
C1 N1 H12 109.5 . . ?
H11 N1 H12 109.5 . . ?
C1 N1 H13 109.5 . . ?
H11 N1 H13 109.5 . . ?
H12 N1 H13 109.5 . . ?
C1 N2 C5 121.3(4) . . ?
C4 N3 H31 109.5 . . ?
C4 N3 H32 109.5 . . ?
H31 N3 H32 109.5 . . ?
C4 N3 H33 109.5 . . ?
H31 N3 H33 109.5 . . ?
H32 N3 H33 109.5 . . ?
N1 C1 N2 120.3(4) . . ?
N1 C1 C2 121.4(4) . . ?
N2 C1 C2 118.3(4) . . ?
C3 C2 C1 120.6(4) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.0(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 N3 120.6(4) . . ?
C3 C4 N3 120.0(4) . . ?
C4 C5 N2 120.4(4) . . ?
C4 C5 H5 119.8 . . ?
N2 C5 H5 119.8 . . ?

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
Cl2 Cu1 Cl1 Cu1 99.9(4) 11_655 . . 14_456 ?
Cl2 Cu1 Cl1 Cu1 -28.97(7) . . . 14_456 ?
Cl1 Cu1 Cl1 Cu1 143.72(5) 11_655 . . 14_456 ?
Cl1 Cu1 Cl1 Cu1 152.88(9) 14_556 . . 14_456 ?
Cl3 Cu1 Cl1 Cu1 -121.52(6) . . . 14_456 ?
C5 N2 C1 N1 180.000(1) . . . . ?
C5 N2 C1 C2 0.000(2) . . . . ?
N1 C1 C2 C3 180.000(2) . . . . ?
N2 C1 C2 C3 0.000(2) . . . . ?
C1 C2 C3 C4 0.000(2) . . . . ?
C2 C3 C4 C5 0.000(2) . . . . ?
C2 C3 C4 N3 180.000(2) . . . . ?
C3 C4 C5 N2 0.000(2) . . . . ?
N3 C4 C5 N2 180.000(2) . . . . ?
C1 N2 C5 C4 0.000(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H11 Cl3 0.88 2.36 3.228(4) 167.0 9_665
N1 H12 Cl2 0.88 2.73 3.459(4) 141.4 .
N3 H31 Cl3 0.89 2.25 3.138(5) 179.6 10_566
N3 H32 Cl2 0.89 2.46 3.222(4) 144.3 16_566

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.53
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.713
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.111


####################################################################### 
# 
# 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_s1_343_0ma
_database_code_depnum_ccdc_archive 'CCDC 853586'
#TrackingRef '343 K.cif'


_audit_update_record             
;
2011-11-11 deposited with the CCDC.	2026-04-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H Cl4 Cu N3'
_chemical_formula_weight         308.43

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'
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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, -z'
'-x+1/2, y, -z+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1, y+1/2, -z+1/2'
'-x+1, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y, z'
'x-1/2, -y, z-1/2'
'x-1/2, y, -z-1/2'
'-x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, z'
'x, -y+1/2, z-1/2'
'x, y+1/2, -z-1/2'

_cell_length_a                   6.7368(5)
_cell_length_b                   22.4831(17)
_cell_length_c                   13.4275(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2033.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    343(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.015
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1192
_exptl_absorpt_coefficient_mu    3.150
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           ?

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16571
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_sigmaI/netI    0.0178
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.50
_diffrn_reflns_theta_max         27.48
_reflns_number_total             1263
_reflns_number_gt                1143
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0650P)²+18.0186P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1263
_refine_ls_number_parameters     75
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1421
_refine_ls_wR_factor_gt          0.1379
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.12578(3) 0.17934(6) 0.0406(3) Uani 1 2 d S . .
Cl3 Cl 0.5000 0.19688(6) 0.00368(12) 0.0446(4) Uani 1 2 d S . .
Cl1 Cl 0.2500 0.18593(8) 0.2500 0.1182(15) Uani 1 2 d S . .
Cl2 Cl 0.7341(2) 0.06430(5) 0.11615(13) 0.0642(4) Uani 1 1 d . . .
N1 N 0.0000 0.0730(2) 0.6198(4) 0.0424(12) Uani 1 2 d S . .
H1A H 0.0000 0.0971 0.5700 0.051 Uiso 1 2 calc SR . .
H1B H 0.0000 0.0352 0.6098 0.051 Uiso 1 2 calc SR . .
N2 N 0.0000 0.1631(2) 1.0042(4) 0.0401(12) Uani 1 2 d S . .
H2A H 0.0000 0.1330 1.0474 0.060 Uiso 1 2 calc SR . .
H2C H -0.1079 0.1853 1.0136 0.060 Uiso 0.50 1 calc PR . .
H2B H 0.1079 0.1853 1.0136 0.060 Uiso 0.50 1 calc PR . .
N3 N 0.0000 0.1536(2) 0.7293(4) 0.0349(11) Uani 1 2 d S . .
H3 H 0.0000 0.1775 0.6794 0.042 Uiso 1 2 calc SR . .
C1 C 0.0000 0.0941(2) 0.7115(4) 0.0307(11) Uani 1 2 d S . .
C2 C 0.0000 0.0563(2) 0.7942(4) 0.0388(14) Uani 1 2 d S . .
H2 H 0.0000 0.0153 0.7844 0.047 Uiso 1 2 calc SR . .
C3 C 0.0000 0.0781(2) 0.8884(5) 0.0406(14) Uani 1 2 d S . .
H3 H 0.0000 0.0524 0.9427 0.049 Uiso 1 2 calc SR . .
C4 C 0.0000 0.1398(2) 0.9031(4) 0.0307(11) Uani 1 2 d S . .
C5 C 0.0000 0.1768(2) 0.8228(4) 0.0330(12) Uani 1 2 d S . .
H5 H 0.0000 0.2178 0.8319 0.040 Uiso 1 2 calc SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0538(5) 0.0320(4) 0.0360(4) -0.0047(3) 0.000 0.000
Cl3 0.0606(10) 0.0284(7) 0.0448(8) -0.0077(6) 0.000 0.000
Cl1 0.196(3) 0.0300(9) 0.128(2) 0.000 0.128(2) 0.000
Cl2 0.0540(8) 0.0440(6) 0.0946(11) 0.0135(6) 0.0162(7) 0.0135(6)
N1 0.064(4) 0.031(2) 0.032(3) 0.000(2) 0.000 0.000
N2 0.053(3) 0.031(2) 0.035(3) -0.005(2) 0.000 0.000
N3 0.043(3) 0.028(2) 0.034(3) 0.0080(18) 0.000 0.000
C1 0.031(3) 0.032(3) 0.029(2) 0.004(2) 0.000 0.000
C2 0.068(4) 0.019(2) 0.029(3) 0.002(2) 0.000 0.000
C3 0.066(4) 0.022(2) 0.033(3) 0.007(2) 0.000 0.000
C4 0.034(3) 0.026(2) 0.032(3) -0.001(2) 0.000 0.000
C5 0.038(3) 0.025(2) 0.036(3) 0.003(2) 0.000 0.000

_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 Cl2 2.2621(14) 10_655 ?
Cu1 Cl2 2.2621(14) . ?
Cu1 Cl1 2.3592(11) 10_655 ?
Cu1 Cl1 2.3592(11) . ?
Cu1 Cl3 2.8494(19) . ?
Cl1 Cu1 2.3592(11) 3 ?
N1 C1 1.319(8) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N2 C4 1.456(7) . ?
N2 H2A 0.8900 . ?
N2 H2C 0.8900 . ?
N2 H2B 0.8900 . ?
N3 C1 1.360(7) . ?
N3 C5 1.360(8) . ?
N3 H3 0.8600 . ?
C1 C2 1.398(7) . ?
C2 C3 1.357(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.401(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.363(8) . ?
C5 H5 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
Cl2 Cu1 Cl2 88.39(8) 10_655 . ?
Cl2 Cu1 Cl1 177.17(6) 10_655 10_655 ?
Cl2 Cu1 Cl1 90.20(5) . 10_655 ?
Cl2 Cu1 Cl1 90.20(5) 10_655 . ?
Cl2 Cu1 Cl1 177.17(6) . . ?
Cl1 Cu1 Cl1 91.10(5) 10_655 . ?
Cl2 Cu1 Cl3 91.85(5) 10_655 . ?
Cl2 Cu1 Cl3 91.85(5) . . ?
Cl1 Cu1 Cl3 90.65(4) 10_655 . ?
Cl1 Cu1 Cl3 90.65(4) . . ?
Cu1 Cl1 Cu1 110.04(7) 3 . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C4 N2 H2A 109.5 . . ?
C4 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
C4 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2C N2 H2B 109.5 . . ?
C1 N3 C5 122.8(5) . . ?
C1 N3 H3 118.6 . . ?
C5 N3 H3 118.6 . . ?
N1 C1 N3 121.2(5) . . ?
N1 C1 C2 121.6(5) . . ?
N3 C1 C2 117.3(5) . . ?
C3 C2 C1 121.4(5) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 119.3(5) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 119.6(5) . . ?
C5 C4 N2 121.2(5) . . ?
C3 C4 N2 119.2(5) . . ?
N3 C5 C4 119.7(5) . . ?
N3 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Cl3 0.86 2.45 3.241(5) 152.8 3
N1 H1B Cl2 0.86 2.74 3.467(5) 143.3 4
N2 H2C Cl3 0.89 2.66 3.4530(12) 149.3 1_456
N2 H2B Cl3 0.89 2.66 3.4530(12) 149.3 1_556

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.520
_refine_diff_density_min         -1.076
_refine_diff_density_rms         0.122
####################################################################### 
# 
# 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_s1_368
_database_code_depnum_ccdc_archive 'CCDC 853587'
#TrackingRef '368 K.cif'


_audit_update_record             
;
2011-11-11 deposited with the CCDC.	2026-04-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H8 Cl4 Cu N3'
_chemical_formula_weight         315.48

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'
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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, -z'
'-x+1/2, y, -z+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1, y+1/2, -z+1/2'
'-x+1, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y, z'
'x-1/2, -y, z-1/2'
'x-1/2, y, -z-1/2'
'-x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, z'
'x, -y+1/2, z-1/2'
'x, y+1/2, -z-1/2'

_cell_length_a                   6.7500(3)
_cell_length_b                   22.5844(12)
_cell_length_c                   13.4316(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2047.58(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    368(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.047
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1248
_exptl_absorpt_coefficient_mu    3.131
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           ?

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16998
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         28.39
_reflns_number_total             1390
_reflns_number_gt                1140
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0889P)²+18.5401P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1390
_refine_ls_number_parameters     75
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.1832
_refine_ls_wR_factor_gt          0.1711
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 0.12644(4) 0.17941(7) 0.0420(3) Uani 1 2 d S . .
Cl3 Cl 0.2335(3) 0.06424(7) 0.11638(15) 0.0709(5) Uani 1 1 d . . .
Cl1 Cl 0.2500 0.18606(9) 0.2500 0.0927(12) Uani 1 2 d S . .
Cl2 Cl 0.0000 0.19702(8) 0.00249(15) 0.0494(5) Uani 1 2 d S . .
N1 N 0.0000 0.3366(3) -0.0056(4) 0.0442(14) Uani 1 2 d S . .
H1A H 0.0000 0.2990 -0.0153 0.053 Uiso 1 2 calc SR . .
H1B H 0.0000 0.3604 -0.0556 0.053 Uiso 1 2 calc SR . .
C6 C 0.0000 0.3600(3) 0.0954(5) 0.0342(13) Uani 1 2 d S . .
N3 N 0.0000 0.4268(3) 0.3791(5) 0.0477(15) Uani 1 2 d S . .
H3C H 0.0000 0.4662 0.3774 0.071 Uiso 1 2 calc SR . .
H3B H 0.1077 0.4142 0.4109 0.071 Uiso 0.50 1 calc PR . .
H3A H -0.1077 0.4142 0.4109 0.071 Uiso 0.50 1 calc PR . .
C5 C 0.0000 0.3231(3) 0.1766(5) 0.0387(15) Uani 1 2 d S . .
H5 H 0.0000 0.2823 0.1676 0.046 Uiso 1 2 calc SR . .
C3 C 0.0000 0.3457(2) 0.2691(4) 0.0286(12) Uani 1 2 d S . .
H3 H 0.0000 0.3199 0.3231 0.034 Uiso 1 2 calc SR . .
C4 C 0.0000 0.4059(3) 0.2869(5) 0.0328(12) Uani 1 2 d S . .
N2 N 0.0000 0.4218(3) 0.1106(5) 0.0572(19) Uani 1 2 d S . .
H2 H 0.0000 0.4457 0.0607 0.069 Uiso 1 2 calc SR . .
C8 C 0.0000 0.4432(3) 0.2053(5) 0.0402(15) Uani 1 2 d S . .
H8 H 0.0000 0.4839 0.2154 0.048 Uiso 1 2 calc SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0461(6) 0.0356(5) 0.0445(5) -0.0050(3) 0.000 0.000
Cl3 0.0713(11) 0.0487(8) 0.0927(12) 0.0098(7) 0.0218(9) 0.0198(7)
Cl1 0.133(3) 0.0344(10) 0.111(2) 0.000 -0.087(2) 0.000
Cl2 0.0651(12) 0.0312(8) 0.0518(10) -0.0098(7) 0.000 0.000
N1 0.066(4) 0.031(3) 0.036(3) -0.006(2) 0.000 0.000
C6 0.037(3) 0.026(3) 0.039(3) 0.000(2) 0.000 0.000
N3 0.060(4) 0.039(3) 0.045(3) -0.002(3) 0.000 0.000
C5 0.046(4) 0.024(3) 0.046(4) 0.006(3) 0.000 0.000
C3 0.037(3) 0.021(2) 0.028(3) 0.008(2) 0.000 0.000
C4 0.029(3) 0.033(3) 0.036(3) 0.002(2) 0.000 0.000
N2 0.085(5) 0.035(3) 0.051(4) 0.011(3) 0.000 0.000
C8 0.064(5) 0.022(3) 0.034(3) 0.003(2) 0.000 0.000

_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 Cl3 2.2749(17) 10 ?
Cu1 Cl3 2.2749(17) . ?
Cu1 Cl1 2.3579(13) . ?
Cu1 Cl1 2.3579(13) 10 ?
Cl1 Cu1 2.3579(13) 3 ?
N1 C6 1.455(9) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
C6 C5 1.373(9) . ?
C6 N2 1.411(9) . ?
N3 C4 1.327(9) . ?
N3 H3C 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3A 0.8900 . ?
C5 C3 1.343(9) . ?
C5 H5 0.9300 . ?
C3 C4 1.379(9) . ?
C3 H3 0.9300 . ?
C4 C8 1.383(9) . ?
N2 C8 1.360(10) . ?
N2 H2 0.8600 . ?
C8 H8 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
Cl3 Cu1 Cl3 87.73(11) 10 . ?
Cl3 Cu1 Cl1 176.58(7) 10 . ?
Cl3 Cu1 Cl1 90.36(6) . . ?
Cl3 Cu1 Cl1 90.36(6) 10 10 ?
Cl3 Cu1 Cl1 176.58(7) . 10 ?
Cl1 Cu1 Cl1 91.40(6) . 10 ?
Cu1 Cl1 Cu1 110.35(9) . 3 ?
C6 N1 H1A 120.0 . . ?
C6 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C5 C6 N2 119.0(6) . . ?
C5 C6 N1 121.3(6) . . ?
N2 C6 N1 119.6(6) . . ?
C4 N3 H3C 109.5 . . ?
C4 N3 H3B 109.5 . . ?
H3C N3 H3B 109.5 . . ?
C4 N3 H3A 109.5 . . ?
H3C N3 H3A 109.5 . . ?
H3B N3 H3A 109.5 . . ?
C3 C5 C6 120.3(6) . . ?
C3 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C3 C4 122.3(5) . . ?
C5 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
N3 C4 C3 120.9(6) . . ?
N3 C4 C8 121.5(6) . . ?
C3 C4 C8 117.6(6) . . ?
C8 N2 C6 119.1(6) . . ?
C8 N2 H2 120.4 . . ?
C6 N2 H2 120.4 . . ?
N2 C8 C4 121.6(6) . . ?
N2 C8 H8 119.2 . . ?
C4 C8 H8 119.2 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Cl2 0.86 2.31 3.154(6) 165.4 .
N3 H3C Cl3 0.89 2.72 3.481(6) 144.4 16_556
N3 H3A Cl2 0.89 2.89 3.251(7) 106.1 15_556

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.39
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.070
_refine_diff_density_min         -0.793
_refine_diff_density_rms         0.143
####################################################################### 
# 
# 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 
# 
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data_s1_393
_database_code_depnum_ccdc_archive 'CCDC 853588'
#TrackingRef '393 K.cif'


_audit_update_record             
;
2011-11-11 deposited with the CCDC.	2026-04-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H8 Cl4 Cu N3'
_chemical_formula_weight         315.48

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'
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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, -z'
'-x+1/2, y, -z+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1, y+1/2, -z+1/2'
'-x+1, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y, z'
'x-1/2, -y, z-1/2'
'x-1/2, y, -z-1/2'
'-x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, z'
'x, -y+1/2, z-1/2'
'x, y+1/2, -z-1/2'

_cell_length_a                   6.7199(4)
_cell_length_b                   22.5255(16)
_cell_length_c                   13.3746(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2024.5(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    393(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.070
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1248
_exptl_absorpt_coefficient_mu    3.167
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           ?

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4605
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_sigmaI/netI    0.0468
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.51
_diffrn_reflns_theta_max         27.68
_reflns_number_total             1261
_reflns_number_gt                805
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1127P)²+6.4845P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1261
_refine_ls_number_parameters     75
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1014
_refine_ls_R_factor_gt           0.0689
_refine_ls_wR_factor_ref         0.2154
_refine_ls_wR_factor_gt          0.1910
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.12744(5) 0.18001(8) 0.0487(5) Uani 1 2 d S . .
Cl3 Cl 0.5000 0.19747(10) 0.00048(19) 0.0579(7) Uani 1 2 d S . .
Cl1 Cl 0.2500 0.18676(10) 0.2500 0.0807(11) Uani 1 2 d S . .
Cl2 Cl 0.7317(5) 0.06453(8) 0.11722(19) 0.0878(9) Uani 1 1 d . . .
N1 N 0.5000 0.4263(3) 0.3783(5) 0.052(2) Uani 1 2 d S . .
H1A H 0.5000 0.3960 0.4211 0.078 Uiso 1 2 calc SR . .
H1B H 0.3919 0.4483 0.3880 0.078 Uiso 0.50 1 calc PR . .
H1C H 0.6081 0.4483 0.3880 0.078 Uiso 0.50 1 calc PR . .
C1 C 0.5000 0.3603(3) 0.0939(6) 0.0367(18) Uani 1 2 d S . .
N3 N 0.5000 0.3369(3) -0.0082(5) 0.054(2) Uani 1 2 d S . .
H3A H 0.5000 0.2992 -0.0180 0.065 Uiso 1 2 calc SR . .
H3B H 0.5000 0.3608 -0.0583 0.065 Uiso 1 2 calc SR . .
C3 C 0.5000 0.4060(4) 0.2871(6) 0.0393(19) Uani 1 2 d S . .
C2 C 0.5000 0.4433(3) 0.2020(6) 0.042(2) Uani 1 2 d S . .
H2 H 0.5000 0.4842 0.2114 0.050 Uiso 1 2 calc SR . .
N2 N 0.5000 0.4220(3) 0.1090(7) 0.062(2) Uani 1 2 d S . .
H3 H 0.5000 0.4458 0.0588 0.075 Uiso 1 2 calc SR . .
C4 C 0.5000 0.3459(3) 0.2672(6) 0.0303(16) Uani 1 2 d S . .
H4 H 0.5000 0.3197 0.3209 0.036 Uiso 1 2 calc SR . .
C5 C 0.5000 0.3230(3) 0.1734(7) 0.044(2) Uani 1 2 d S . .
H5 H 0.5000 0.2821 0.1637 0.053 Uiso 1 2 calc SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0480(8) 0.0421(7) 0.0560(8) -0.0071(5) 0.000 0.000
Cl3 0.0766(18) 0.0354(11) 0.0617(14) -0.0108(10) 0.000 0.000
Cl1 0.097(2) 0.0411(12) 0.104(2) 0.000 0.0618(19) 0.000
Cl2 0.111(2) 0.0575(12) 0.0951(16) 0.0079(10) 0.0291(15) 0.0291(12)
N1 0.067(6) 0.048(4) 0.040(4) -0.006(3) 0.000 0.000
C1 0.039(5) 0.025(3) 0.046(4) -0.002(3) 0.000 0.000
N3 0.085(6) 0.044(4) 0.033(4) -0.007(3) 0.000 0.000
C3 0.038(5) 0.043(4) 0.036(4) 0.006(3) 0.000 0.000
C2 0.064(6) 0.023(3) 0.039(4) 0.005(3) 0.000 0.000
N2 0.088(7) 0.038(4) 0.060(5) 0.010(4) 0.000 0.000
C4 0.037(4) 0.022(3) 0.032(4) 0.008(3) 0.000 0.000
C5 0.046(5) 0.026(4) 0.060(6) 0.000(4) 0.000 0.000

_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 Cl2 2.267(2) 10_655 ?
Cu1 Cl2 2.267(2) . ?
Cu1 Cl1 2.3419(15) 10_655 ?
Cu1 Cl1 2.3419(15) . ?
Cu1 Cl3 2.873(3) . ?
Cl1 Cu1 2.3419(15) 3 ?
N1 C3 1.303(11) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
C1 C5 1.356(11) . ?
C1 N2 1.404(10) . ?
C1 N3 1.463(10) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
C3 C4 1.379(11) . ?
C3 C2 1.415(11) . ?
C2 N2 1.334(12) . ?
C2 H2 0.9300 . ?
N2 H3 0.8600 . ?
C4 C5 1.357(11) . ?
C4 H4 0.9300 . ?
C5 H5 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
Cl2 Cu1 Cl2 86.78(16) 10_655 . ?
Cl2 Cu1 Cl1 176.05(9) 10_655 10_655 ?
Cl2 Cu1 Cl1 90.69(9) . 10_655 ?
Cl2 Cu1 Cl1 90.69(9) 10_655 . ?
Cl2 Cu1 Cl1 176.05(9) . . ?
Cl1 Cu1 Cl1 91.67(8) 10_655 . ?
Cl2 Cu1 Cl3 91.93(7) 10_655 . ?
Cl2 Cu1 Cl3 91.93(7) . . ?
Cl1 Cu1 Cl3 91.19(5) 10_655 . ?
Cl1 Cu1 Cl3 91.19(5) . . ?
Cu1 Cl1 Cu1 110.41(10) . 3 ?
C3 N1 H1A 109.5 . . ?
C3 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C3 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C5 C1 N2 120.1(8) . . ?
C5 C1 N3 120.5(7) . . ?
N2 C1 N3 119.5(7) . . ?
C1 N3 H3A 120.0 . . ?
C1 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
N1 C3 C4 121.7(8) . . ?
N1 C3 C2 123.0(8) . . ?
C4 C3 C2 115.3(7) . . ?
N2 C2 C3 122.4(7) . . ?
N2 C2 H2 118.8 . . ?
C3 C2 H2 118.8 . . ?
C2 N2 C1 119.4(8) . . ?
C2 N2 H3 120.3 . . ?
C1 N2 H3 120.3 . . ?
C5 C4 C3 123.5(7) . . ?
C5 C4 H4 118.2 . . ?
C3 C4 H4 118.2 . . ?
C4 C5 C1 119.2(7) . . ?
C4 C5 H5 120.4 . . ?
C1 C5 H5 120.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Cl3 0.89 2.36 3.231(8) 166.7 15_556
N3 H3A Cl3 0.86 2.30 3.142(8) 165.0 .

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        27.68
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         1.415
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.151



