# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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 1585826'
_audit_update_record             
;
2017-11-15 deposited with the CCDC.
2018-03-08 downloaded from the CCDC.
;

_vrf_PLAT154_shelx               
;
RESPONSE:
The s.u.'s on cell angles are not equal, but
appear eual after rounding the cell parameters.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H24 Cl4 Cu2 N4'
_chemical_formula_sum            'C26 H24 Cl4 Cu2 N4'
_chemical_formula_weight         661.37

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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1238(5)
_cell_length_b                   8.7699(5)
_cell_length_c                   10.6962(6)
_cell_angle_alpha                78.201(5)
_cell_angle_beta                 72.412(5)
_cell_angle_gamma                66.904(5)
_cell_volume                     664.99(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4098
_cell_measurement_theta_min      3.0201
_cell_measurement_theta_max      30.2442

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_F_000             334
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?

_exptl_absorpt_coefficient_mu    2.025
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.66066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            6695
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.026
_diffrn_reflns_theta_max         30.312
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3463
_reflns_number_gt                3078
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2009)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0206P)²+0.2363P] 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_number_reflns         3463
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0659
_refine_ls_wR_factor_gt          0.0620
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.007
_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_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 0.71416(3) 0.01982(2) 0.46959(2) 0.01543(7) Uani 1 1 d . . . . .
Cl1 Cl 0.57156(6) -0.19298(5) 0.43882(4) 0.01823(10) Uani 1 1 d . . . . .
Cl2 Cl 0.73988(6) 0.18504(5) 0.27786(5) 0.02259(11) Uani 1 1 d . . . . .
N1 N 0.9713(2) -0.14784(18) 0.40916(15) 0.0161(3) Uani 1 1 d . . . . .
N2 N 0.75652(19) -0.10540(17) 0.64735(15) 0.0160(3) Uani 1 1 d . . . . .
C1 C 1.0758(3) -0.1676(2) 0.28593(19) 0.0211(4) Uani 1 1 d . . . . .
H1 H 1.033783 -0.090002 0.216027 0.025 Uiso 1 1 calc R U . . .
C2 C 1.2431(3) -0.2973(2) 0.2570(2) 0.0251(4) Uani 1 1 d . . . . .
H2 H 1.313969 -0.308417 0.168461 0.030 Uiso 1 1 calc R U . . .
C3 C 1.3065(3) -0.4105(2) 0.3577(2) 0.0260(4) Uani 1 1 d . . . . .
H3 H 1.420948 -0.500466 0.339748 0.031 Uiso 1 1 calc R U . . .
C4 C 1.1991(3) -0.3896(2) 0.4858(2) 0.0246(4) Uani 1 1 d . . . . .
H4 H 1.239198 -0.464705 0.557370 0.030 Uiso 1 1 calc R U . . .
C5 C 1.0334(2) -0.2582(2) 0.50734(19) 0.0178(4) Uani 1 1 d . . . . .
C6 C 0.9085(2) -0.2273(2) 0.63869(19) 0.0186(4) Uani 1 1 d . . . . .
H6 H 0.940555 -0.296368 0.714945 0.022 Uiso 1 1 calc R U . . .
C7 C 0.6211(2) -0.0703(2) 0.77578(18) 0.0189(4) Uani 1 1 d . . . . .
H7A H 0.503336 -0.073139 0.769327 0.023 Uiso 1 1 calc R U . . .
H7B H 0.597781 0.044286 0.792283 0.023 Uiso 1 1 calc R U . . .
C8 C 0.6755(2) -0.1867(2) 0.89256(18) 0.0179(4) Uani 1 1 d . . . . .
C9 C 0.7454(3) -0.1444(3) 0.9787(2) 0.0243(4) Uani 1 1 d . . . . .
H9 H 0.760942 -0.039781 0.963643 0.029 Uiso 1 1 calc R U . . .
C10 C 0.7926(3) -0.2540(3) 1.0864(2) 0.0316(5) Uani 1 1 d . . . . .
H10 H 0.839019 -0.223250 1.145233 0.038 Uiso 1 1 calc R U . . .
C11 C 0.7728(3) -0.4066(3) 1.1089(2) 0.0308(5) Uani 1 1 d . . . . .
H11 H 0.805317 -0.481022 1.182946 0.037 Uiso 1 1 calc R U . . .
C12 C 0.7056(3) -0.4514(3) 1.0237(2) 0.0295(5) Uani 1 1 d . . . . .
H12 H 0.693938 -0.557664 1.038144 0.035 Uiso 1 1 calc R U . . .
C13 C 0.6550(3) -0.3420(2) 0.9169(2) 0.0240(4) Uani 1 1 d . . . . .
H13 H 0.606070 -0.372679 0.859724 0.029 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 N1 2.0264(14) . ?
Cu1 N2 2.0456(15) . ?
Cu1 Cl2 2.2610(5) . ?
Cu1 Cl1 2.2633(5) 2_656 ?
Cu1 Cl1 2.6667(5) . ?
N1 C1 1.338(2) . ?
N1 C5 1.347(2) . ?
N2 C6 1.270(2) . ?
N2 C7 1.478(2) . ?
C1 C2 1.383(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.378(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.468(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.502(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.389(3) . ?
C8 C13 1.399(3) . ?
C9 C10 1.387(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.375(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?

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 N2 80.10(6) . . ?
N1 Cu1 Cl2 92.65(4) . . ?
N2 Cu1 Cl2 161.35(4) . . ?
N1 Cu1 Cl1 173.32(5) . 2_656 ?
N2 Cu1 Cl1 93.22(4) . 2_656 ?
Cl2 Cu1 Cl1 93.753(18) . 2_656 ?
N1 Cu1 Cl1 89.58(4) . . ?
N2 Cu1 Cl1 90.83(4) . . ?
Cl2 Cu1 Cl1 106.382(18) . . ?
Cl1 Cu1 Cl1 90.442(16) 2_656 . ?
Cu1 Cl1 Cu1 89.559(16) 2_656 . ?
C1 N1 C5 118.24(16) . . ?
C1 N1 Cu1 128.02(13) . . ?
C5 N1 Cu1 113.54(12) . . ?
C6 N2 C7 121.00(16) . . ?
C6 N2 Cu1 113.88(12) . . ?
C7 N2 Cu1 124.96(11) . . ?
N1 C1 C2 122.12(18) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C3 C2 C1 119.59(18) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 118.42(18) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 C3 118.90(19) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
N1 C5 C4 122.72(17) . . ?
N1 C5 C6 114.26(15) . . ?
C4 C5 C6 123.02(18) . . ?
N2 C6 C5 118.01(17) . . ?
N2 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
N2 C7 C8 115.90(14) . . ?
N2 C7 H7A 108.3 . . ?
C8 C7 H7A 108.3 . . ?
N2 C7 H7B 108.3 . . ?
C8 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
C9 C8 C13 118.45(18) . . ?
C9 C8 C7 121.82(17) . . ?
C13 C8 C7 119.73(17) . . ?
C10 C9 C8 120.45(19) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C11 C10 C9 120.6(2) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 119.8(2) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C13 120.2(2) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 120.53(19) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?

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
C5 N1 C1 C2 0.4(3) . . . . ?
Cu1 N1 C1 C2 -174.00(14) . . . . ?
N1 C1 C2 C3 -0.4(3) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C1 N1 C5 C4 0.0(3) . . . . ?
Cu1 N1 C5 C4 175.20(15) . . . . ?
C1 N1 C5 C6 -179.44(16) . . . . ?
Cu1 N1 C5 C6 -4.21(19) . . . . ?
C3 C4 C5 N1 -0.5(3) . . . . ?
C3 C4 C5 C6 178.90(18) . . . . ?
C7 N2 C6 C5 177.83(15) . . . . ?
Cu1 N2 C6 C5 2.1(2) . . . . ?
N1 C5 C6 N2 1.4(3) . . . . ?
C4 C5 C6 N2 -177.99(18) . . . . ?
C6 N2 C7 C8 0.0(3) . . . . ?
Cu1 N2 C7 C8 175.28(12) . . . . ?
N2 C7 C8 C9 100.3(2) . . . . ?
N2 C7 C8 C13 -80.0(2) . . . . ?
C13 C8 C9 C10 -0.3(3) . . . . ?
C7 C8 C9 C10 179.34(18) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 C13 -1.1(3) . . . . ?
C11 C12 C13 C8 1.5(3) . . . . ?
C9 C8 C13 C12 -0.8(3) . . . . ?
C7 C8 C13 C12 179.57(17) . . . . ?

_refine_diff_density_max         0.359
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.079

