# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_CuL2
_database_code_depnum_ccdc_archive 'CCDC 1848970'
_audit_update_record             
;
2018-06-12 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
#[Cu(L2)2Cl2]
#2011src0316b
_audit_creation_date             2016-12-01
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2016.11.24 svn.r3356 for OlexSys, GUI svn.r5267)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H24 Cl2 Cu N8'
_chemical_formula_sum            'C28 H24 Cl2 Cu N8'
_chemical_formula_weight         606.99
_chemical_melting_point          ?
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'
Cu Cu 0.3201 1.2651 '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'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.3032(7)
_cell_length_b                   12.7346(8)
_cell_length_c                   9.8024(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.759(4)
_cell_angle_gamma                90
_cell_volume                     1336.02(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    20382
_cell_measurement_temperature    120(2)
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      27.48
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.850
_exptl_absorpt_coefficient_mu    1.052
_exptl_absorpt_correction_T_min  0.8497
_exptl_absorpt_correction_T_max  0.9793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_absorpt_special_details   
;
SADABS was used to perform the Absorption correction
Parameter refinement on 9921 reflections reduced R(int) from 0.0994 to 0.0540
Ratio of minimum to maximum apparent transmission:  0.807695
The given Tmin and Tmax were generated using the SHELX SIZE command
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_density_meas      x
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             622
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12104
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_min         3.199
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans to fill the asymmetric unit'
_diffrn_radiation_source         'Bruker Nonius FR591 Rotating Anode'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2244
_reflns_number_total             3036
_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_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement       
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         3036
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0959
_refine_ls_R_factor_gt           0.0637
_refine_ls_restrained_S_all      1.137
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+4.9790P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1292
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
C1 C 0.6182(4) 0.1890(3) 1.1513(4) 0.0195(8) Uani 1 1 d . . . . .
H1 H 0.6585 0.1403 1.2252 0.023 Uiso 1 1 calc R . . . .
C2 C 0.6456(4) 0.2943(3) 1.1739(4) 0.0222(9) Uani 1 1 d . . . . .
H2 H 0.7025 0.3180 1.2627 0.027 Uiso 1 1 calc R . . . .
C3 C 0.5892(4) 0.3650(3) 1.0653(4) 0.0241(9) Uani 1 1 d . . . . .
H3 H 0.6070 0.4379 1.0783 0.029 Uiso 1 1 calc R . . . .
C4 C 0.5065(4) 0.3280(3) 0.9379(4) 0.0217(9) Uani 1 1 d . . . . .
H4 H 0.4674 0.3751 0.8615 0.026 Uiso 1 1 calc R . . . .
C5 C 0.4813(4) 0.2212(3) 0.9226(4) 0.0186(8) Uani 1 1 d . . . . .
C6 C 0.3929(4) 0.1772(3) 0.7901(4) 0.0195(8) Uani 1 1 d . . . . .
C7 C 0.3216(4) 0.2289(3) 0.6695(4) 0.0213(9) Uani 1 1 d . . . . .
H7 H 0.3184 0.3022 0.6511 0.026 Uiso 1 1 calc R . . . .
C8 C 0.1654(4) 0.1639(3) 0.4422(4) 0.0238(9) Uani 1 1 d . . . . .
C9 C 0.1391(4) 0.2623(3) 0.3836(4) 0.0262(9) Uani 1 1 d . . . . .
H9 H 0.1805 0.3221 0.4351 0.031 Uiso 1 1 calc R . . . .
C10 C 0.0509(4) 0.2732(4) 0.2477(5) 0.0296(10) Uani 1 1 d . . . . .
H10 H 0.0339 0.3412 0.2060 0.036 Uiso 1 1 calc R . . . .
C11 C -0.0125(4) 0.1881(4) 0.1718(5) 0.0324(11) Uani 1 1 d . . . . .
C12 C 0.0160(7) 0.0914(5) 0.2340(6) 0.068(2) Uani 1 1 d . . . . .
H12 H -0.0267 0.0317 0.1833 0.081 Uiso 1 1 calc R . . . .
C13 C 0.1046(6) 0.0769(4) 0.3681(6) 0.064(2) Uani 1 1 d . . . . .
H13 H 0.1231 0.0086 0.4083 0.076 Uiso 1 1 calc R . . . .
C14 C -0.1092(5) 0.2017(4) 0.0248(5) 0.0417(13) Uani 1 1 d . . . . .
H14A H -0.0797 0.1679 -0.0481 0.063 Uiso 1 1 calc GR . . . .
H14B H -0.1227 0.2767 0.0030 0.063 Uiso 1 1 calc GR . . . .
H14C H -0.1880 0.1692 0.0244 0.063 Uiso 1 1 calc GR . . . .
N1 N 0.3690(3) 0.0728(3) 0.7727(4) 0.0233(8) Uani 1 1 d . . . . .
N2 N 0.2865(3) 0.0563(3) 0.6455(4) 0.0251(8) Uani 1 1 d . . . . .
N3 N 0.2568(3) 0.1519(3) 0.5824(3) 0.0213(7) Uani 1 1 d . . . . .
N4 N 0.5366(3) 0.1529(2) 1.0285(3) 0.0194(7) Uani 1 1 d . . . . .
Cu1 Cu 0.5000 0.0000 1.0000 0.01867(19) Uani 1 2 d S T P . .
Cl1 Cl 0.33534(10) 0.01368(7) 1.09487(10) 0.0244(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9500 . ?
C1 C2 1.378(5) . ?
C1 N4 1.340(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(5) . ?
C5 C6 1.471(5) . ?
C5 N4 1.344(5) . ?
C6 C7 1.367(6) . ?
C6 N1 1.356(5) . ?
C7 H7 0.9500 . ?
C7 N3 1.351(5) . ?
C8 C9 1.371(6) . ?
C8 C13 1.380(7) . ?
C8 N3 1.438(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.391(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.378(6) . ?
C11 C12 1.367(7) . ?
C11 C14 1.512(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(7) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
N1 N2 1.312(5) . ?
N1 Cu1 2.428(3) . ?
N2 N3 1.358(5) . ?
N4 Cu1 1.992(3) . ?
Cu1 N1 2.428(3) 3_657 ?
Cu1 N4 1.992(3) 3_657 ?
Cu1 Cl1 2.3394(10) 3_657 ?
Cu1 Cl1 2.3394(10) . ?

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
C2 C1 H1 119.0 . . ?
N4 C1 H1 119.0 . . ?
N4 C1 C2 122.1(4) . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.1(4) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 119.0(4) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.2(4) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 121.7(3) . . ?
N4 C5 C4 121.4(4) . . ?
N4 C5 C6 116.8(3) . . ?
C7 C6 C5 128.7(4) . . ?
N1 C6 C5 122.4(3) . . ?
N1 C6 C7 108.9(3) . . ?
C6 C7 H7 127.9 . . ?
N3 C7 C6 104.3(3) . . ?
N3 C7 H7 127.9 . . ?
C9 C8 C13 120.6(4) . . ?
C9 C8 N3 119.3(4) . . ?
C13 C8 N3 120.1(4) . . ?
C8 C9 H9 120.5 . . ?
C8 C9 C10 119.0(4) . . ?
C10 C9 H9 120.5 . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.8(4) . . ?
C11 C10 H10 119.1 . . ?
C10 C11 C14 121.0(4) . . ?
C12 C11 C10 117.5(4) . . ?
C12 C11 C14 121.5(4) . . ?
C11 C12 H12 118.7 . . ?
C11 C12 C13 122.5(5) . . ?
C13 C12 H12 118.7 . . ?
C8 C13 C12 118.6(5) . . ?
C8 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C6 N1 Cu1 102.8(2) . . ?
N2 N1 C6 109.2(3) . . ?
N2 N1 Cu1 148.0(3) . . ?
N1 N2 N3 106.5(3) . . ?
C7 N3 C8 127.2(3) . . ?
C7 N3 N2 111.0(3) . . ?
N2 N3 C8 121.8(3) . . ?
C1 N4 C5 119.2(3) . . ?
C1 N4 Cu1 120.8(3) . . ?
C5 N4 Cu1 120.0(3) . . ?
N1 Cu1 N1 180.0 . 3_657 ?
N4 Cu1 N1 101.94(12) 3_657 . ?
N4 Cu1 N1 101.94(12) . 3_657 ?
N4 Cu1 N1 78.06(12) . . ?
N4 Cu1 N1 78.06(12) 3_657 3_657 ?
N4 Cu1 N4 180.00(4) 3_657 . ?
N4 Cu1 Cl1 91.56(10) . . ?
N4 Cu1 Cl1 88.44(10) . 3_657 ?
N4 Cu1 Cl1 91.56(10) 3_657 3_657 ?
N4 Cu1 Cl1 88.44(10) 3_657 . ?
Cl1 Cu1 N1 89.53(9) . 3_657 ?
Cl1 Cu1 N1 89.53(9) 3_657 . ?
Cl1 Cu1 N1 90.47(9) 3_657 3_657 ?
Cl1 Cu1 N1 90.47(9) . . ?
Cl1 Cu1 Cl1 180.0 . 3_657 ?

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
C1 C2 C3 C4 0.3(6) . . . . ?
C2 C1 N4 C5 1.3(6) . . . . ?
C2 C1 N4 Cu1 179.8(3) . . . . ?
C2 C3 C4 C5 0.7(6) . . . . ?
C3 C4 C5 C6 179.2(4) . . . . ?
C3 C4 C5 N4 -0.8(6) . . . . ?
C4 C5 C6 C7 -2.4(7) . . . . ?
C4 C5 C6 N1 178.8(4) . . . . ?
C4 C5 N4 C1 -0.2(6) . . . . ?
C4 C5 N4 Cu1 -178.7(3) . . . . ?
C5 C6 C7 N3 -179.2(4) . . . . ?
C5 C6 N1 N2 179.6(4) . . . . ?
C5 C6 N1 Cu1 0.6(4) . . . . ?
C6 C5 N4 C1 179.8(3) . . . . ?
C6 C5 N4 Cu1 1.3(5) . . . . ?
C6 C7 N3 C8 178.4(4) . . . . ?
C6 C7 N3 N2 -0.2(5) . . . . ?
C6 N1 N2 N3 -0.6(5) . . . . ?
C7 C6 N1 N2 0.5(5) . . . . ?
C7 C6 N1 Cu1 -178.4(3) . . . . ?
C8 C9 C10 C11 1.3(7) . . . . ?
C9 C8 C13 C12 -0.5(10) . . . . ?
C9 C8 N3 C7 1.5(6) . . . . ?
C9 C8 N3 N2 180.0(4) . . . . ?
C9 C10 C11 C12 -1.1(8) . . . . ?
C9 C10 C11 C14 179.3(4) . . . . ?
C10 C11 C12 C13 0.1(10) . . . . ?
C11 C12 C13 C8 0.7(12) . . . . ?
C13 C8 C9 C10 -0.5(7) . . . . ?
C13 C8 N3 C7 -178.2(5) . . . . ?
C13 C8 N3 N2 0.2(7) . . . . ?
C14 C11 C12 C13 179.7(6) . . . . ?
N1 C6 C7 N3 -0.2(5) . . . . ?
N1 N2 N3 C7 0.5(5) . . . . ?
N1 N2 N3 C8 -178.2(4) . . . . ?
N3 C8 C9 C10 179.7(4) . . . . ?
N3 C8 C13 C12 179.3(6) . . . . ?
N4 C1 C2 C3 -1.4(6) . . . . ?
N4 C5 C6 C7 177.5(4) . . . . ?
N4 C5 C6 N1 -1.3(6) . . . . ?
Cu1 N1 N2 N3 177.5(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_CuL8
_database_code_depnum_ccdc_archive 'CCDC 1848973'
_audit_update_record             
;
2018-06-12 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
#[Cu(L8)2Cl2]
#2011ncs0224 
_audit_creation_date             2012-01-23
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H20 Cl2 Cu N8'
_chemical_formula_sum            'C26 H20 Cl2 Cu N8'
_chemical_formula_weight         578.94
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   10.4068(7)
_cell_length_b                   12.7681(6)
_cell_length_c                   9.4738(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.058(8)
_cell_angle_gamma                90.00
_cell_volume                     1203.45(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4569
_cell_measurement_temperature    120
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.0
_exptl_absorpt_coefficient_mu    1.164
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.648
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             590
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_av_unetI/netI     0.049
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6980
_diffrn_reflns_theta_full        27.4
_diffrn_reflns_theta_max         27.4
_diffrn_reflns_theta_min         3.0
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 RX
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
scan:
	Number of images: 26
	           Slice: 70.0000 - 200.0000
	     Image width: 5.0000
	        Exp time: 1800.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 42.0000
	             Phi: 315.0000
	             XTD: 127.4000
	          2theta: 0.0000
;
_diffrn_measurement_device_type  'Rigaku SPIDER RAXIS image plate detector'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_orient_matrix_type       FS_PROCESS
_diffrn_orient_matrix_UB_11      -0.110127
_diffrn_orient_matrix_UB_12      0.004624
_diffrn_orient_matrix_UB_13      -0.033334
_diffrn_orient_matrix_UB_21      0.006045
_diffrn_orient_matrix_UB_22      0.020160
_diffrn_orient_matrix_UB_23      -0.091089
_diffrn_orient_matrix_UB_31      -0.005128
_diffrn_orient_matrix_UB_32      -0.075540
_diffrn_orient_matrix_UB_33      -0.026350
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.710747
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_voltage           50.0
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2203
_reflns_number_total             2718
_reflns_threshold_expression     >2σ(I)
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2718
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0340P)²+1.3150P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0801
_refine_ls_wR_factor_ref         0.0878
_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. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 1.0000 0.5000 1.0000 0.01546(12) Uani 1 2 d S . .
Cl1 Cl 1.18959(6) 0.51691(4) 0.91117(6) 0.01973(14) Uani 1 1 d . . .
N1 N 1.0376(2) 0.34677(14) 1.0271(2) 0.0161(4) Uani 1 1 d . . .
N8 N 0.8675(2) 0.43116(15) 0.7709(2) 0.0205(4) Uani 1 1 d . . .
N9 N 0.7793(2) 0.45273(15) 0.6443(2) 0.0212(4) Uani 1 1 d . . .
N10 N 0.7352(2) 0.35969(15) 0.5794(2) 0.0188(4) Uani 1 1 d . . .
C2 C 1.1259(2) 0.30960(18) 1.1492(2) 0.0176(5) Uani 1 1 d . . .
H2 H 1.1712 0.3566 1.2218 0.021 Uiso 1 1 calc R . .
C3 C 1.1524(2) 0.20381(18) 1.1715(3) 0.0210(5) Uani 1 1 d . . .
H3 H 1.2131 0.1800 1.2585 0.025 Uiso 1 1 calc R . .
C4 C 1.0866(3) 0.13379(18) 1.0619(3) 0.0206(5) Uani 1 1 d . . .
H4 H 1.1029 0.0623 1.0744 0.025 Uiso 1 1 calc R . .
C5 C 0.9969(2) 0.17134(17) 0.9343(2) 0.0190(5) Uani 1 1 d . . .
H5 H 0.9533 0.1257 0.8590 0.023 Uiso 1 1 calc R . .
C6 C 0.9725(2) 0.27902(17) 0.9196(2) 0.0152(5) Uani 1 1 d . . .
C7 C 0.8800(2) 0.32539(17) 0.7879(2) 0.0164(5) Uani 1 1 d . . .
C11 C 0.7955(2) 0.27888(18) 0.6649(2) 0.0199(5) Uani 1 1 d . . .
H11 H 0.7827 0.2077 0.6451 0.024 Uiso 1 1 calc R . .
C12 C 0.6374(2) 0.35666(19) 0.4360(2) 0.0207(5) Uani 1 1 d . . .
C13 C 0.5920(3) 0.4489(2) 0.3634(3) 0.0345(7) Uani 1 1 d . . .
H13 H 0.6238 0.5128 0.4067 0.041 Uiso 1 1 calc R . .
C14 C 0.4981(3) 0.4455(2) 0.2246(3) 0.0391(7) Uani 1 1 d . . .
H14 H 0.4663 0.5076 0.1754 0.047 Uiso 1 1 calc R . .
C15 C 0.4518(3) 0.3512(2) 0.1594(3) 0.0303(6) Uani 1 1 d . . .
H15 H 0.3900 0.3493 0.0659 0.036 Uiso 1 1 calc R . .
C16 C 0.4980(3) 0.2590(2) 0.2339(3) 0.0298(6) Uani 1 1 d . . .
H16 H 0.4666 0.1951 0.1902 0.036 Uiso 1 1 calc R . .
C17 C 0.5907(3) 0.2610(2) 0.3735(3) 0.0263(6) Uani 1 1 d . . .
H17 H 0.6209 0.1990 0.4239 0.032 Uiso 1 1 calc R . .


_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 Cl1 2.3711(6) . ?
Cu1 Cl1 2.3710(6) 3_767 ?
Cu1 N1 1.9970(18) 3_767 ?
Cu1 N1 1.9970(18) . ?
Cu1 N8 2.3724(19) . ?
Cu1 N8 2.3724(19) 3_767 ?
N1 C2 1.335(3) . ?
N1 C6 1.356(3) . ?
N8 N9 1.308(3) . ?
N8 C7 1.362(3) . ?
N9 N10 1.354(3) . ?
N10 C11 1.348(3) . ?
N10 C12 1.440(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.389(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.398(3) . ?
C6 C7 1.460(3) . ?
C7 C11 1.371(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.376(3) . ?
C12 C17 1.382(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.390(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.375(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.384(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.390(3) . ?
C17 H17 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
Cl1 Cu1 Cl1 179.999(10) 3_767 . ?
Cl1 Cu1 N8 88.28(5) . 3_767 ?
Cl1 Cu1 N8 91.72(5) . . ?
Cl1 Cu1 N8 88.28(5) 3_767 . ?
Cl1 Cu1 N8 91.72(5) 3_767 3_767 ?
N1 Cu1 Cl1 89.01(6) 3_767 3_767 ?
N1 Cu1 Cl1 90.99(6) . 3_767 ?
N1 Cu1 Cl1 90.99(6) 3_767 . ?
N1 Cu1 Cl1 89.01(6) . . ?
N1 Cu1 N1 180.00(2) 3_767 . ?
N1 Cu1 N8 78.11(7) . . ?
N1 Cu1 N8 78.11(7) 3_767 3_767 ?
N1 Cu1 N8 101.89(7) . 3_767 ?
N1 Cu1 N8 101.89(7) 3_767 . ?
N8 Cu1 N8 180.00(8) 3_767 . ?
C2 N1 Cu1 121.24(15) . . ?
C2 N1 C6 119.26(19) . . ?
C6 N1 Cu1 119.50(15) . . ?
N9 N8 Cu1 145.49(15) . . ?
N9 N8 C7 109.50(19) . . ?
C7 N8 Cu1 104.48(14) . . ?
N8 N9 N10 106.55(18) . . ?
N9 N10 C12 120.25(19) . . ?
C11 N10 N9 111.26(18) . . ?
C11 N10 C12 128.5(2) . . ?
N1 C2 H2 118.8 . . ?
N1 C2 C3 122.4(2) . . ?
C3 C2 H2 118.8 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.8(2) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 119.1(2) . . ?
C6 C5 H5 120.5 . . ?
N1 C6 C5 121.1(2) . . ?
N1 C6 C7 116.25(19) . . ?
C5 C6 C7 122.6(2) . . ?
N8 C7 C6 121.3(2) . . ?
N8 C7 C11 108.3(2) . . ?
C11 C7 C6 130.4(2) . . ?
N10 C11 C7 104.4(2) . . ?
N10 C11 H11 127.8 . . ?
C7 C11 H11 127.8 . . ?
C13 C12 N10 119.5(2) . . ?
C13 C12 C17 121.1(2) . . ?
C17 C12 N10 119.4(2) . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.3(3) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.5(2) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.7(2) . . ?
C17 C16 H16 119.7 . . ?
C12 C17 C16 118.8(2) . . ?
C12 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C2 C3 179.09(18) . . . . ?
Cu1 N1 C6 C5 179.57(17) . . . . ?
Cu1 N1 C6 C7 1.3(3) . . . . ?
Cu1 N8 N9 N10 -169.6(2) . . . . ?
Cu1 N8 C7 C6 -6.4(3) . . . . ?
Cu1 N8 C7 C11 174.15(16) . . . . ?
Cl1 Cu1 N1 C2 -95.64(17) 3_767 . . . ?
Cl1 Cu1 N1 C2 84.36(17) . . . . ?
Cl1 Cu1 N1 C6 84.46(17) 3_767 . . . ?
Cl1 Cu1 N1 C6 -95.54(17) . . . . ?
Cl1 Cu1 N8 N9 83.5(3) 3_767 . . . ?
Cl1 Cu1 N8 N9 -96.5(3) . . . . ?
Cl1 Cu1 N8 C7 93.79(15) . . . . ?
Cl1 Cu1 N8 C7 -86.21(15) 3_767 . . . ?
N1 Cu1 N1 C2 -94(26) 3_767 . . . ?
N1 Cu1 N1 C6 87(26) 3_767 . . . ?
N1 Cu1 N8 N9 174.9(3) . . . . ?
N1 Cu1 N8 N9 -5.1(3) 3_767 . . . ?
N1 Cu1 N8 C7 5.16(15) . . . . ?
N1 Cu1 N8 C7 -174.84(15) 3_767 . . . ?
N1 C2 C3 C4 1.2(4) . . . . ?
N1 C6 C7 N8 4.3(3) . . . . ?
N1 C6 C7 C11 -176.4(2) . . . . ?
N8 Cu1 N1 C2 -3.67(19) 3_767 . . . ?
N8 Cu1 N1 C2 176.33(19) . . . . ?
N8 Cu1 N1 C6 -3.58(17) . . . . ?
N8 Cu1 N1 C6 176.42(17) 3_767 . . . ?
N8 Cu1 N8 N9 -115.5(16) 3_767 . . . ?
N8 Cu1 N8 C7 74.7(16) 3_767 . . . ?
N8 N9 N10 C11 0.0(3) . . . . ?
N8 N9 N10 C12 -179.2(2) . . . . ?
N8 C7 C11 N10 -0.3(3) . . . . ?
N9 N8 C7 C6 179.7(2) . . . . ?
N9 N8 C7 C11 0.3(3) . . . . ?
N9 N10 C11 C7 0.2(3) . . . . ?
N9 N10 C12 C13 1.9(4) . . . . ?
N9 N10 C12 C17 -178.1(2) . . . . ?
N10 C12 C13 C14 179.7(3) . . . . ?
N10 C12 C17 C16 -179.0(2) . . . . ?
C2 N1 C6 C5 -0.3(3) . . . . ?
C2 N1 C6 C7 -178.6(2) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C3 C4 C5 C6 -1.2(4) . . . . ?
C4 C5 C6 N1 1.4(4) . . . . ?
C4 C5 C6 C7 179.5(2) . . . . ?
C5 C6 C7 N8 -173.9(2) . . . . ?
C5 C6 C7 C11 5.4(4) . . . . ?
C6 N1 C2 C3 -1.0(3) . . . . ?
C6 C7 C11 N10 -179.6(2) . . . . ?
C7 N8 N9 N10 -0.2(3) . . . . ?
C11 N10 C12 C13 -177.1(3) . . . . ?
C11 N10 C12 C17 2.8(4) . . . . ?
C12 N10 C11 C7 179.3(2) . . . . ?
C12 C13 C14 C15 -0.7(5) . . . . ?
C13 C12 C17 C16 1.0(4) . . . . ?
C13 C14 C15 C16 1.0(5) . . . . ?
C14 C15 C16 C17 -0.2(4) . . . . ?
C15 C16 C17 C12 -0.7(4) . . . . ?
C17 C12 C13 C14 -0.3(4) . . . . ?

####################################################################### 
# 
# 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_CuL9
_database_code_depnum_ccdc_archive 'CCDC 1848974'
_audit_update_record             
;
2018-06-12 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
#[Cu(L9)2Cl2]
#2011src0318b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H18 Cl2 Cu F6 N8'
_chemical_formula_sum            'C28 H18 Cl2 Cu F6 N8'
_chemical_formula_weight         714.94

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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P c a 21'
_symmetry_space_group_name_Hall  'P 2c -2ac'

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

_cell_length_a                   9.544(11)
_cell_length_b                   12.724(14)
_cell_length_c                   22.54(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2738(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4109
_cell_measurement_theta_min      1.8
_cell_measurement_theta_max      24.5

_exptl_crystal_description       platelet
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1436
_exptl_absorpt_coefficient_mu    1.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9004
_exptl_absorpt_correction_T_max  0.9894
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.68890
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'Diamond beamline I19'
_diffrn_radiation_monochromator  'double crystal silicon'
_diffrn_measurement_device_type  
'Crystal Logics diffractometer and Rigaku Saturn 724+ detector'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17238
_diffrn_reflns_av_R_equivalents  0.1333
_diffrn_reflns_av_sigmaI/netI    0.1403
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.73
_diffrn_reflns_theta_max         24.20
_reflns_number_total             4620
_reflns_number_gt                3376
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)
;
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'OLEX2 (Dolomanov, Bourhis, Gildea, Howard & Puschmann, 2009)'
_computing_publication_material  'WINGX (Farrugia, 1998)'

_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 > 2σ(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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.45(5)
_refine_ls_number_reflns         4620
_refine_ls_number_parameters     407
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1266
_refine_ls_R_factor_gt           0.1135
_refine_ls_wR_factor_ref         0.3128
_refine_ls_wR_factor_gt          0.2970
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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
C1 C 0.4946(11) 0.4361(10) 0.4567(5) 0.056(3) Uani 1 1 d . . .
H1 H 0.4332 0.3864 0.4743 0.067 Uiso 1 1 calc R . .
C2 C 0.4822(14) 0.5351(9) 0.4705(5) 0.057(3) Uani 1 1 d . . .
H2 H 0.4141 0.5559 0.4989 0.069 Uiso 1 1 calc R . .
C3 C 0.5660(12) 0.6101(10) 0.4445(6) 0.058(3) Uani 1 1 d . . .
H3 H 0.5555 0.6825 0.4536 0.070 Uiso 1 1 calc R . .
C4 C 0.6618(10) 0.5775(8) 0.4063(6) 0.050(2) Uani 1 1 d . . .
H4 H 0.7237 0.6266 0.3884 0.060 Uiso 1 1 calc R . .
C5 C 0.6720(10) 0.4704(9) 0.3923(5) 0.050(3) Uani 1 1 d . . .
C6 C 0.7725(12) 0.4309(9) 0.3520(5) 0.051(3) Uani 1 1 d . . .
C7 C 0.8695(10) 0.4830(10) 0.3164(5) 0.052(3) Uani 1 1 d . . .
H7 H 0.8856 0.5566 0.3141 0.062 Uiso 1 1 calc R . .
C8 C 1.0422(12) 0.4136(11) 0.2469(5) 0.060(3) Uani 1 1 d . . .
C9 C 1.0787(18) 0.5163(15) 0.2241(8) 0.085(5) Uani 1 1 d . . .
H9 H 1.0318 0.5766 0.2390 0.102 Uiso 1 1 calc R . .
C10 C 1.1741(13) 0.5274(16) 0.1837(6) 0.075(4) Uani 1 1 d . . .
H10 H 1.1964 0.5940 0.1672 0.090 Uiso 1 1 calc R . .
C11 C 1.2380(19) 0.4414(14) 0.1671(8) 0.088(5) Uani 1 1 d . . .
C12 C 1.2151(17) 0.3419(16) 0.1828(7) 0.090(5) Uani 1 1 d . . .
H12 H 1.2655 0.2837 0.1673 0.108 Uiso 1 1 calc R . .
C13 C 1.1091(14) 0.3333(14) 0.2245(8) 0.083(4) Uani 1 1 d . . .
H13 H 1.0834 0.2650 0.2375 0.100 Uiso 1 1 calc R . .
C14 C 1.3443(13) 0.4464(18) 0.1145(7) 0.093(6) Uani 1 1 d . . .
C15 C 0.7270(13) 0.0673(9) 0.3428(5) 0.054(3) Uani 1 1 d . . .
H15 H 0.7803 0.1177 0.3214 0.065 Uiso 1 1 calc R . .
C16 C 0.7487(11) -0.0384(9) 0.3305(6) 0.052(3) Uani 1 1 d . . .
H16 H 0.8198 -0.0614 0.3040 0.062 Uiso 1 1 calc R . .
C17 C 0.6638(11) -0.1058(10) 0.3582(5) 0.049(2) Uani 1 1 d . . .
H17 H 0.6750 -0.1786 0.3501 0.058 Uiso 1 1 calc R . .
C18 C 0.5646(11) -0.0774(9) 0.3962(6) 0.055(3) Uani 1 1 d . . .
H18 H 0.5046 -0.1275 0.4144 0.067 Uiso 1 1 calc R . .
C19 C 0.5532(10) 0.0290(9) 0.4080(5) 0.047(2) Uani 1 1 d . . .
C20 C 0.4454(10) 0.0694(9) 0.4492(5) 0.048(2) Uani 1 1 d . . .
C21 C 0.3549(11) 0.0147(11) 0.4827(5) 0.053(3) Uani 1 1 d . . .
H21 H 0.3436 -0.0595 0.4844 0.064 Uiso 1 1 calc R . .
C22 C 0.1775(11) 0.0725(11) 0.5551(5) 0.054(3) Uani 1 1 d . . .
C23 C 0.1005(14) 0.1591(12) 0.5773(6) 0.070(4) Uani 1 1 d . . .
H23 H 0.1165 0.2279 0.5624 0.084 Uiso 1 1 calc R . .
C24 C 0.0059(16) 0.1425(14) 0.6192(5) 0.077(4) Uani 1 1 d . . .
H24 H -0.0448 0.2005 0.6349 0.093 Uiso 1 1 calc R . .
C25 C -0.0206(15) 0.0441(15) 0.6403(6) 0.075(4) Uani 1 1 d . . .
C26 C 0.0424(17) -0.0369(16) 0.6172(8) 0.086(5) Uani 1 1 d . . .
H26 H 0.0193 -0.1052 0.6312 0.104 Uiso 1 1 calc R . .
C27 C 0.1419(13) -0.0268(10) 0.5729(5) 0.059(3) Uani 1 1 d . . .
H27 H 0.1841 -0.0869 0.5553 0.071 Uiso 1 1 calc R . .
C28 C -0.1019(13) 0.0326(14) 0.6923(6) 0.067(4) Uani 1 1 d . . .
N1 N 0.5930(9) 0.4021(7) 0.4178(4) 0.044(2) Uani 1 1 d . . .
N2 N 0.7926(9) 0.3256(7) 0.3425(4) 0.0473(19) Uani 1 1 d . . .
N3 N 0.8903(9) 0.3109(7) 0.3035(4) 0.050(2) Uani 1 1 d . . .
N4 N 0.9360(9) 0.4063(8) 0.2859(4) 0.054(2) Uani 1 1 d . . .
N5 N 0.6345(10) 0.1022(8) 0.3834(5) 0.052(2) Uani 1 1 d . . .
N6 N 0.4340(10) 0.1711(8) 0.4592(4) 0.056(2) Uani 1 1 d . . .
N7 N 0.3297(10) 0.1853(9) 0.4984(5) 0.064(3) Uani 1 1 d . . .
N8 N 0.2827(9) 0.0888(7) 0.5139(4) 0.049(2) Uani 1 1 d . . .
F1 F 1.4399(16) 0.3978(13) 0.1103(7) 0.141(5) Uani 1 1 d . . .
F2 F 1.403(2) 0.5484(17) 0.1131(9) 0.189(9) Uani 1 1 d . . .
F3 F 1.2761(15) 0.4369(16) 0.0580(5) 0.166(7) Uani 1 1 d . . .
F4 F -0.1775(11) -0.0641(10) 0.6885(5) 0.105(4) Uani 1 1 d . . .
F5 F -0.1861(12) 0.0981(11) 0.6999(5) 0.114(4) Uani 1 1 d . . .
F6 F -0.0219(10) 0.0102(11) 0.7404(5) 0.113(4) Uani 1 1 d . . .
Cu1 Cu 0.61290(15) 0.25045(10) 0.40082(10) 0.0484(4) Uani 1 1 d . . .
Cl1 Cl 0.7659(3) 0.23993(19) 0.48128(14) 0.0537(7) Uani 1 1 d . . .
Cl2 Cl 0.4564(3) 0.2622(2) 0.32113(15) 0.0581(8) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1 C2 1.303(16) . ?
C1 N1 1.355(15) . ?
C1 H1 0.9500 . ?
C2 C3 1.376(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.322(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.402(15) . ?
C4 H4 0.9500 . ?
C5 N1 1.286(15) . ?
C5 C6 1.414(17) . ?
C6 N2 1.371(15) . ?
C6 C7 1.393(16) . ?
C7 N4 1.352(16) . ?
C7 H7 0.9500 . ?
C8 C13 1.31(2) . ?
C8 N4 1.346(15) . ?
C8 C9 1.45(2) . ?
C9 C10 1.30(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.31(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.33(2) . ?
C11 C14 1.56(2) . ?
C12 C13 1.38(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 F1 1.106(19) . ?
C14 F2 1.41(3) . ?
C14 F3 1.44(2) . ?
C15 N5 1.347(14) . ?
C15 C16 1.389(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.334(16) . ?
C16 H16 0.9500 . ?
C17 C18 1.328(17) . ?
C17 H17 0.9500 . ?
C18 C19 1.384(17) . ?
C18 H18 0.9500 . ?
C19 N5 1.333(14) . ?
C19 C20 1.479(15) . ?
C20 N6 1.318(15) . ?
C20 C21 1.343(16) . ?
C21 N8 1.363(15) . ?
C21 H21 0.9500 . ?
C22 C27 1.369(18) . ?
C22 N8 1.383(14) . ?
C22 C23 1.415(19) . ?
C23 C24 1.324(19) . ?
C23 H23 0.9500 . ?
C24 C25 1.36(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.30(3) . ?
C25 C28 1.414(18) . ?
C26 C27 1.385(19) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 F5 1.170(19) . ?
C28 F6 1.357(17) . ?
C28 F4 1.429(19) . ?
N1 Cu1 1.976(10) . ?
N2 N3 1.295(12) . ?
N2 Cu1 2.363(9) . ?
N3 N4 1.349(13) . ?
N5 Cu1 1.938(10) . ?
N6 N7 1.343(13) . ?
N6 Cu1 2.381(9) . ?
N7 N8 1.353(14) . ?
Cu1 Cl1 2.332(4) . ?
Cu1 Cl2 2.341(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
C2 C1 N1 121.8(11) . . ?
C2 C1 H1 119.1 . . ?
N1 C1 H1 119.1 . . ?
C1 C2 C3 121.0(12) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 117.5(11) . . ?
C4 C3 H3 121.2 . . ?
C2 C3 H3 121.2 . . ?
C3 C4 C5 119.9(11) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 121.1(11) . . ?
N1 C5 C6 116.4(10) . . ?
C4 C5 C6 122.5(11) . . ?
N2 C6 C7 106.4(10) . . ?
N2 C6 C5 122.9(11) . . ?
C7 C6 C5 130.7(11) . . ?
N4 C7 C6 105.1(10) . . ?
N4 C7 H7 127.4 . . ?
C6 C7 H7 127.4 . . ?
C13 C8 N4 124.5(14) . . ?
C13 C8 C9 116.8(15) . . ?
N4 C8 C9 118.4(14) . . ?
C10 C9 C8 121(2) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 115.9(19) . . ?
C9 C10 H10 122.0 . . ?
C11 C10 H10 122.0 . . ?
C10 C11 C12 130(2) . . ?
C10 C11 C14 119.1(17) . . ?
C12 C11 C14 110.3(17) . . ?
C11 C12 C13 112.0(19) . . ?
C11 C12 H12 124.0 . . ?
C13 C12 H12 124.0 . . ?
C8 C13 C12 123.9(18) . . ?
C8 C13 H13 118.1 . . ?
C12 C13 H13 118.1 . . ?
F1 C14 F2 100.8(16) . . ?
F1 C14 F3 104.5(16) . . ?
F2 C14 F3 103.7(18) . . ?
F1 C14 C11 125.3(19) . . ?
F2 C14 C11 108.1(14) . . ?
F3 C14 C11 112.1(11) . . ?
N5 C15 C16 123.5(10) . . ?
N5 C15 H15 118.2 . . ?
C16 C15 H15 118.2 . . ?
C17 C16 C15 116.0(11) . . ?
C17 C16 H16 122.0 . . ?
C15 C16 H16 122.0 . . ?
C18 C17 C16 124.1(12) . . ?
C18 C17 H17 118.0 . . ?
C16 C17 H17 118.0 . . ?
C17 C18 C19 116.5(11) . . ?
C17 C18 H18 121.8 . . ?
C19 C18 H18 121.8 . . ?
N5 C19 C18 123.9(10) . . ?
N5 C19 C20 115.0(10) . . ?
C18 C19 C20 121.0(9) . . ?
N6 C20 C21 111.1(11) . . ?
N6 C20 C19 120.4(10) . . ?
C21 C20 C19 128.4(11) . . ?
C20 C21 N8 104.9(11) . . ?
C20 C21 H21 127.6 . . ?
N8 C21 H21 127.6 . . ?
C27 C22 N8 121.0(11) . . ?
C27 C22 C23 119.1(11) . . ?
N8 C22 C23 119.9(12) . . ?
C24 C23 C22 118.9(14) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C23 C24 C25 121.4(15) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
C26 C25 C24 120.2(13) . . ?
C26 C25 C28 120.2(16) . . ?
C24 C25 C28 119.1(16) . . ?
C25 C26 C27 122.1(15) . . ?
C25 C26 H26 118.9 . . ?
C27 C26 H26 118.9 . . ?
C22 C27 C26 117.8(13) . . ?
C22 C27 H27 121.1 . . ?
C26 C27 H27 121.1 . . ?
F5 C28 F6 114.8(13) . . ?
F5 C28 C25 115.1(16) . . ?
F6 C28 C25 112.0(12) . . ?
F5 C28 F4 106.0(11) . . ?
F6 C28 F4 98.7(13) . . ?
C25 C28 F4 108.5(13) . . ?
C5 N1 C1 118.6(10) . . ?
C5 N1 Cu1 121.1(8) . . ?
C1 N1 Cu1 120.2(8) . . ?
N3 N2 C6 110.3(9) . . ?
N3 N2 Cu1 147.4(7) . . ?
C6 N2 Cu1 101.9(7) . . ?
N2 N3 N4 107.6(8) . . ?
C8 N4 N3 119.9(11) . . ?
C8 N4 C7 129.5(11) . . ?
N3 N4 C7 110.4(9) . . ?
C19 N5 C15 115.7(10) . . ?
C19 N5 Cu1 122.3(8) . . ?
C15 N5 Cu1 121.9(8) . . ?
C20 N6 N7 107.8(9) . . ?
C20 N6 Cu1 105.2(7) . . ?
N7 N6 Cu1 146.9(8) . . ?
N6 N7 N8 107.0(9) . . ?
N7 N8 C21 109.1(9) . . ?
N7 N8 C22 123.4(10) . . ?
C21 N8 C22 127.5(10) . . ?
N5 Cu1 N1 179.2(5) . . ?
N5 Cu1 Cl1 92.0(3) . . ?
N1 Cu1 Cl1 88.0(2) . . ?
N5 Cu1 Cl2 88.5(3) . . ?
N1 Cu1 Cl2 91.4(2) . . ?
Cl1 Cu1 Cl2 179.03(13) . . ?
N5 Cu1 N2 101.8(4) . . ?
N1 Cu1 N2 77.4(3) . . ?
Cl1 Cu1 N2 90.1(3) . . ?
Cl2 Cu1 N2 90.6(3) . . ?
N5 Cu1 N6 77.0(4) . . ?
N1 Cu1 N6 103.8(4) . . ?
Cl1 Cu1 N6 89.7(3) . . ?
Cl2 Cu1 N6 89.6(3) . . ?
N2 Cu1 N6 178.7(4) . . ?

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
N1 C1 C2 C3 2.1(19) . . . . ?
C1 C2 C3 C4 -1.7(18) . . . . ?
C2 C3 C4 C5 1.9(17) . . . . ?
C3 C4 C5 N1 -2.7(17) . . . . ?
C3 C4 C5 C6 -179.8(10) . . . . ?
N1 C5 C6 N2 -3.9(15) . . . . ?
C4 C5 C6 N2 173.3(10) . . . . ?
N1 C5 C6 C7 177.9(11) . . . . ?
C4 C5 C6 C7 -4.9(19) . . . . ?
N2 C6 C7 N4 3.0(12) . . . . ?
C5 C6 C7 N4 -178.5(11) . . . . ?
C13 C8 C9 C10 -1(2) . . . . ?
N4 C8 C9 C10 -175.7(12) . . . . ?
C8 C9 C10 C11 -3(2) . . . . ?
C9 C10 C11 C12 4(2) . . . . ?
C9 C10 C11 C14 174.2(13) . . . . ?
C10 C11 C12 C13 -2(2) . . . . ?
C14 C11 C12 C13 -172.8(14) . . . . ?
N4 C8 C13 C12 177.7(14) . . . . ?
C9 C8 C13 C12 3(2) . . . . ?
C11 C12 C13 C8 -2(2) . . . . ?
C10 C11 C14 F1 147(2) . . . . ?
C12 C11 C14 F1 -42(3) . . . . ?
C10 C11 C14 F2 29(2) . . . . ?
C12 C11 C14 F2 -159.6(16) . . . . ?
C10 C11 C14 F3 -85(2) . . . . ?
C12 C11 C14 F3 87(2) . . . . ?
N5 C15 C16 C17 5.2(19) . . . . ?
C15 C16 C17 C18 -1.1(17) . . . . ?
C16 C17 C18 C19 -1.4(17) . . . . ?
C17 C18 C19 N5 0.2(17) . . . . ?
C17 C18 C19 C20 179.3(9) . . . . ?
N5 C19 C20 N6 0.4(14) . . . . ?
C18 C19 C20 N6 -178.8(10) . . . . ?
N5 C19 C20 C21 -175.8(11) . . . . ?
C18 C19 C20 C21 5.0(17) . . . . ?
N6 C20 C21 N8 1.3(12) . . . . ?
C19 C20 C21 N8 177.7(9) . . . . ?
C27 C22 C23 C24 6.8(19) . . . . ?
N8 C22 C23 C24 -176.1(11) . . . . ?
C22 C23 C24 C25 -1(2) . . . . ?
C23 C24 C25 C26 -4(2) . . . . ?
C23 C24 C25 C28 168.0(13) . . . . ?
C24 C25 C26 C27 3(3) . . . . ?
C28 C25 C26 C27 -168.6(14) . . . . ?
N8 C22 C27 C26 175.6(12) . . . . ?
C23 C22 C27 C26 -7.4(19) . . . . ?
C25 C26 C27 C22 3(2) . . . . ?
C26 C25 C28 F5 -158.0(16) . . . . ?
C24 C25 C28 F5 30(2) . . . . ?
C26 C25 C28 F6 68(2) . . . . ?
C24 C25 C28 F6 -103.3(18) . . . . ?
C26 C25 C28 F4 -39.5(19) . . . . ?
C24 C25 C28 F4 148.9(14) . . . . ?
C4 C5 N1 C1 3.0(15) . . . . ?
C6 C5 N1 C1 -179.8(9) . . . . ?
C4 C5 N1 Cu1 -177.2(7) . . . . ?
C6 C5 N1 Cu1 0.0(12) . . . . ?
C2 C1 N1 C5 -2.7(16) . . . . ?
C2 C1 N1 Cu1 177.5(9) . . . . ?
C7 C6 N2 N3 -1.5(12) . . . . ?
C5 C6 N2 N3 179.9(9) . . . . ?
C7 C6 N2 Cu1 -176.7(7) . . . . ?
C5 C6 N2 Cu1 4.7(12) . . . . ?
C6 N2 N3 N4 -0.7(11) . . . . ?
Cu1 N2 N3 N4 170.5(10) . . . . ?
C13 C8 N4 N3 -1.2(18) . . . . ?
C9 C8 N4 N3 173.5(10) . . . . ?
C13 C8 N4 C7 172.3(14) . . . . ?
C9 C8 N4 C7 -13.0(18) . . . . ?
N2 N3 N4 C8 177.4(9) . . . . ?
N2 N3 N4 C7 2.7(12) . . . . ?
C6 C7 N4 C8 -177.6(11) . . . . ?
C6 C7 N4 N3 -3.5(12) . . . . ?
C18 C19 N5 C15 3.4(17) . . . . ?
C20 C19 N5 C15 -175.8(10) . . . . ?
C18 C19 N5 Cu1 179.4(8) . . . . ?
C20 C19 N5 Cu1 0.2(13) . . . . ?
C16 C15 N5 C19 -6.2(18) . . . . ?
C16 C15 N5 Cu1 177.8(9) . . . . ?
C21 C20 N6 N7 -2.6(13) . . . . ?
C19 C20 N6 N7 -179.4(9) . . . . ?
C21 C20 N6 Cu1 176.2(7) . . . . ?
C19 C20 N6 Cu1 -0.6(11) . . . . ?
C20 N6 N7 N8 2.8(12) . . . . ?
Cu1 N6 N7 N8 -175.0(10) . . . . ?
N6 N7 N8 C21 -2.1(12) . . . . ?
N6 N7 N8 C22 178.1(9) . . . . ?
C20 C21 N8 N7 0.5(12) . . . . ?
C20 C21 N8 C22 -179.7(10) . . . . ?
C27 C22 N8 N7 -174.5(11) . . . . ?
C23 C22 N8 N7 8.5(16) . . . . ?
C27 C22 N8 C21 5.7(17) . . . . ?
C23 C22 N8 C21 -171.3(11) . . . . ?
C19 N5 Cu1 N1 -178(100) . . . . ?
C15 N5 Cu1 N1 -3(37) . . . . ?
C19 N5 Cu1 Cl1 88.8(9) . . . . ?
C15 N5 Cu1 Cl1 -95.5(10) . . . . ?
C19 N5 Cu1 Cl2 -90.4(9) . . . . ?
C15 N5 Cu1 Cl2 85.4(10) . . . . ?
C19 N5 Cu1 N2 179.3(9) . . . . ?
C15 N5 Cu1 N2 -4.9(10) . . . . ?
C19 N5 Cu1 N6 -0.4(9) . . . . ?
C15 N5 Cu1 N6 175.3(10) . . . . ?
C5 N1 Cu1 N5 0(37) . . . . ?
C1 N1 Cu1 N5 179(100) . . . . ?
C5 N1 Cu1 Cl1 92.5(8) . . . . ?
C1 N1 Cu1 Cl1 -87.8(8) . . . . ?
C5 N1 Cu1 Cl2 -88.4(8) . . . . ?
C1 N1 Cu1 Cl2 91.4(8) . . . . ?
C5 N1 Cu1 N2 1.9(8) . . . . ?
C1 N1 Cu1 N2 -178.3(8) . . . . ?
C5 N1 Cu1 N6 -178.4(7) . . . . ?
C1 N1 Cu1 N6 1.4(9) . . . . ?
N3 N2 Cu1 N5 5.1(14) . . . . ?
C6 N2 Cu1 N5 176.7(7) . . . . ?
N3 N2 Cu1 N1 -174.9(13) . . . . ?
C6 N2 Cu1 N1 -3.3(7) . . . . ?
N3 N2 Cu1 Cl1 97.2(13) . . . . ?
C6 N2 Cu1 Cl1 -91.3(7) . . . . ?
N3 N2 Cu1 Cl2 -83.5(13) . . . . ?
C6 N2 Cu1 Cl2 88.0(7) . . . . ?
N3 N2 Cu1 N6 17(19) . . . . ?
C6 N2 Cu1 N6 -171(100) . . . . ?
C20 N6 Cu1 N5 0.5(7) . . . . ?
N7 N6 Cu1 N5 178.4(15) . . . . ?
C20 N6 Cu1 N1 -179.5(7) . . . . ?
N7 N6 Cu1 N1 -1.6(15) . . . . ?
C20 N6 Cu1 Cl1 -91.6(7) . . . . ?
N7 N6 Cu1 Cl1 86.3(14) . . . . ?
C20 N6 Cu1 Cl2 89.1(7) . . . . ?
N7 N6 Cu1 Cl2 -93.0(14) . . . . ?
C20 N6 Cu1 N2 -12(18) . . . . ?
N7 N6 Cu1 N2 166(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        24.20
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         1.481
_refine_diff_density_min         -1.036
_refine_diff_density_rms         0.167
####################################################################### 
# 
# 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_CuL6
_database_code_depnum_ccdc_archive 'CCDC 1848971'
_audit_update_record             
;
2018-06-12 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
#[Cu(L6)2Cl2]
#2013ncs0346_sq_s
_audit_creation_date             2014-01-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_shelxl_version_number           2012-9
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H18 Cl4 Cu N8'
_chemical_formula_sum            'C26 H18 Cl4 Cu1 N8 '
_chemical_formula_weight         647.84
_chemical_melting_point          ?
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'

_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      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.5664(12)
_cell_length_b                   25.691(3)
_cell_length_c                   9.7169(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3137.0(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4660
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.066
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.284
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'pale green'
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       tablet
_exptl_crystal_F_000             1308
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_av_unetI/netI     0.1457
_diffrn_reflns_Laue_measured_fraction_full 0.820
_diffrn_reflns_Laue_measured_fraction_max 0.795
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7213
_diffrn_reflns_point_group_measured_fraction_full 0.820
_diffrn_reflns_point_group_measured_fraction_max 0.795
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.474
_diffrn_reflns_theta_min         3.172
_diffrn_ambient_temperature      100
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.820
_diffrn_measured_fraction_theta_max 0.795
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support MiTeGen
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.076750
_diffrn_orient_matrix_UB_12      -0.067045
_diffrn_orient_matrix_UB_13      0.012343
_diffrn_orient_matrix_UB_21      0.052734
_diffrn_orient_matrix_UB_22      0.058576
_diffrn_orient_matrix_UB_23      -0.009730
_diffrn_orient_matrix_UB_31      -0.000337
_diffrn_orient_matrix_UB_32      0.006658
_diffrn_orient_matrix_UB_33      0.038259
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1242
_reflns_number_total             2863
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_computing_data_collection       
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2863
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1882
_refine_ls_R_factor_gt           0.0879
_refine_ls_restrained_S_all      0.960
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1321P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2132
_refine_ls_wR_factor_ref         0.2614
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C13(H13), C14(H14), C16(H16),
 C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.5000 0.5000 0.5000 0.0429(5) Uani 1 2 d S T P . .
Cl1 Cl 0.52657(15) 0.57956(9) 0.6557(2) 0.0519(7) Uani 1 1 d . . . . .
Cl2 Cl 0.4111(3) 0.26100(12) 1.2952(3) 0.0995(11) Uani 1 1 d . . . . .
N1 N 0.3454(5) 0.5186(3) 0.4808(7) 0.0428(18) Uani 1 1 d . . . . .
N8 N 0.4354(5) 0.4553(3) 0.6645(7) 0.0445(18) Uani 1 1 d . . . . .
N9 N 0.4663(5) 0.4228(3) 0.7588(7) 0.0502(19) Uani 1 1 d . . . . .
N10 N 0.3775(5) 0.4039(3) 0.8215(7) 0.0451(18) Uani 1 1 d . . . . .
C2 C 0.3039(6) 0.5519(3) 0.3905(8) 0.041(2) Uani 1 1 d . . . . .
H2 H 0.3505 0.5694 0.3322 0.049 Uiso 1 1 calc R . . . .
C3 C 0.1992(6) 0.5621(3) 0.3778(8) 0.043(2) Uani 1 1 d . . . . .
H3 H 0.1743 0.5856 0.3127 0.051 Uiso 1 1 calc R . . . .
C4 C 0.1291(6) 0.5359(3) 0.4662(8) 0.047(2) Uani 1 1 d . . . . .
H4 H 0.0563 0.5421 0.4608 0.057 Uiso 1 1 calc R . . . .
C5 C 0.1684(6) 0.5011(3) 0.5609(9) 0.048(2) Uani 1 1 d . . . . .
H5 H 0.1229 0.4832 0.6195 0.058 Uiso 1 1 calc R . . . .
C6 C 0.2772(5) 0.4933(3) 0.5671(9) 0.041(2) Uani 1 1 d . . . . .
C7 C 0.3274(6) 0.4588(3) 0.6620(8) 0.0388(19) Uani 1 1 d . . . . .
C11 C 0.2914(7) 0.4267(3) 0.7634(8) 0.045(2) Uani 1 1 d . . . . .
H11 H 0.2207 0.4214 0.7881 0.054 Uiso 1 1 calc R . . . .
C12 C 0.3847(7) 0.3685(4) 0.9331(9) 0.049(2) Uani 1 1 d . . . . .
C13 C 0.4834(7) 0.3503(4) 0.9727(11) 0.066(3) Uani 1 1 d . . . . .
H13 H 0.5440 0.3609 0.9253 0.079 Uiso 1 1 calc R . . . .
C14 C 0.4924(7) 0.3167(4) 1.0817(11) 0.065(3) Uani 1 1 d . . . . .
H14 H 0.5585 0.3040 1.1080 0.078 Uiso 1 1 calc R . . . .
C15 C 0.4014(9) 0.3022(4) 1.1519(9) 0.068(3) Uani 1 1 d . . . . .
C16 C 0.3028(8) 0.3180(4) 1.1060(10) 0.059(2) Uani 1 1 d . . . . .
H16 H 0.2416 0.3059 1.1493 0.070 Uiso 1 1 calc R . . . .
C17 C 0.2948(7) 0.3511(3) 0.9982(9) 0.053(2) Uani 1 1 d . . . . .
H17 H 0.2282 0.3621 0.9683 0.064 Uiso 1 1 calc R . . . .


_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 Cl1 2.565(2) 5_666 ?
Cu1 Cl1 2.565(2) . ?
Cu1 N1 2.010(6) 5_666 ?
Cu1 N1 2.010(6) . ?
Cu1 N8 2.130(7) . ?
Cu1 N8 2.130(7) 5_666 ?
Cl2 C15 1.753(10) . ?
N1 C2 1.332(10) . ?
N1 C6 1.363(10) . ?
N8 N9 1.299(9) . ?
N8 C7 1.360(9) . ?
N9 N10 1.361(9) . ?
N10 C11 1.355(9) . ?
N10 C12 1.419(10) . ?
C2 H2 0.9300 . ?
C2 C3 1.347(10) . ?
C3 H3 0.9300 . ?
C3 C4 1.401(11) . ?
C4 H4 0.9300 . ?
C4 C5 1.375(11) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(10) . ?
C6 C7 1.427(11) . ?
C7 C11 1.363(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(12) . ?
C12 C17 1.370(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.370(14) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(13) . ?
C15 C16 1.379(12) . ?
C16 H16 0.9300 . ?
C16 C17 1.353(12) . ?
C17 H17 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
Cl1 Cu1 Cl1 180.0 5_666 . ?
N1 Cu1 Cl1 89.50(19) 5_666 5_666 ?
N1 Cu1 Cl1 90.50(19) . 5_666 ?
N1 Cu1 Cl1 89.50(19) . . ?
N1 Cu1 Cl1 90.50(19) 5_666 . ?
N1 Cu1 N1 180.0 . 5_666 ?
N1 Cu1 N8 99.8(3) 5_666 . ?
N1 Cu1 N8 80.2(3) . . ?
N1 Cu1 N8 80.2(3) 5_666 5_666 ?
N1 Cu1 N8 99.8(3) . 5_666 ?
N8 Cu1 Cl1 87.89(18) 5_666 . ?
N8 Cu1 Cl1 92.11(18) . . ?
N8 Cu1 Cl1 92.11(18) 5_666 5_666 ?
N8 Cu1 Cl1 87.89(18) . 5_666 ?
N8 Cu1 N8 180.0(2) . 5_666 ?
C2 N1 Cu1 126.3(5) . . ?
C2 N1 C6 117.8(7) . . ?
C6 N1 Cu1 115.9(5) . . ?
N9 N8 Cu1 139.6(5) . . ?
N9 N8 C7 110.8(6) . . ?
C7 N8 Cu1 109.3(5) . . ?
N8 N9 N10 107.4(6) . . ?
N9 N10 C12 121.3(7) . . ?
C11 N10 N9 108.3(7) . . ?
C11 N10 C12 130.3(7) . . ?
N1 C2 H2 117.8 . . ?
N1 C2 C3 124.5(8) . . ?
C3 C2 H2 117.8 . . ?
C2 C3 H3 121.1 . . ?
C2 C3 C4 117.7(8) . . ?
C4 C3 H3 121.1 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.7(7) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 120.7 . . ?
C4 C5 C6 118.6(8) . . ?
C6 C5 H5 120.7 . . ?
N1 C6 C5 121.7(8) . . ?
N1 C6 C7 114.5(6) . . ?
C5 C6 C7 123.7(8) . . ?
N8 C7 C6 119.7(7) . . ?
N8 C7 C11 106.2(7) . . ?
C11 C7 C6 134.1(7) . . ?
N10 C11 C7 107.3(7) . . ?
N10 C11 H11 126.4 . . ?
C7 C11 H11 126.4 . . ?
C13 C12 N10 119.1(8) . . ?
C17 C12 N10 120.6(8) . . ?
C17 C12 C13 120.2(9) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.1(9) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 118.9(9) . . ?
C15 C14 H14 120.5 . . ?
C14 C15 Cl2 119.9(9) . . ?
C16 C15 Cl2 119.8(9) . . ?
C16 C15 C14 120.2(9) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(9) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 120.0 . . ?
C16 C17 C12 120.1(9) . . ?
C16 C17 H17 120.0 . . ?

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 C2 C3 177.7(6) . . . . ?
Cu1 N1 C6 C5 -177.5(6) . . . . ?
Cu1 N1 C6 C7 2.3(9) . . . . ?
Cu1 N8 N9 N10 -172.8(6) . . . . ?
Cu1 N8 C7 C6 -6.2(8) . . . . ?
Cu1 N8 C7 C11 176.0(5) . . . . ?
Cl2 C15 C16 C17 177.8(7) . . . . ?
N1 C2 C3 C4 0.3(12) . . . . ?
N1 C6 C7 N8 2.9(10) . . . . ?
N1 C6 C7 C11 -180.0(8) . . . . ?
N8 N9 N10 C11 -1.0(8) . . . . ?
N8 N9 N10 C12 -177.9(7) . . . . ?
N8 C7 C11 N10 -1.5(8) . . . . ?
N9 N8 C7 C6 178.8(7) . . . . ?
N9 N8 C7 C11 0.9(8) . . . . ?
N9 N10 C11 C7 1.6(8) . . . . ?
N9 N10 C12 C13 -4.3(11) . . . . ?
N9 N10 C12 C17 177.8(7) . . . . ?
N10 C12 C13 C14 179.0(8) . . . . ?
N10 C12 C17 C16 -178.9(7) . . . . ?
C2 N1 C6 C5 0.9(11) . . . . ?
C2 N1 C6 C7 -179.2(7) . . . . ?
C2 C3 C4 C5 -0.4(11) . . . . ?
C3 C4 C5 C6 0.7(12) . . . . ?
C4 C5 C6 N1 -1.0(12) . . . . ?
C4 C5 C6 C7 179.2(8) . . . . ?
C5 C6 C7 N8 -177.2(7) . . . . ?
C5 C6 C7 C11 -0.1(14) . . . . ?
C6 N1 C2 C3 -0.6(12) . . . . ?
C6 C7 C11 N10 -178.9(8) . . . . ?
C7 N8 N9 N10 0.0(8) . . . . ?
C11 N10 C12 C13 179.6(8) . . . . ?
C11 N10 C12 C17 1.7(13) . . . . ?
C12 N10 C11 C7 178.1(7) . . . . ?
C12 C13 C14 C15 -1.0(15) . . . . ?
C13 C12 C17 C16 3.2(13) . . . . ?
C13 C14 C15 Cl2 -177.9(8) . . . . ?
C13 C14 C15 C16 5.0(15) . . . . ?
C14 C15 C16 C17 -5.0(14) . . . . ?
C15 C16 C17 C12 0.9(13) . . . . ?
C17 C12 C13 C14 -3.1(14) . . . . ?

####################################################################### 
# 
# 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_CuL7
_database_code_depnum_ccdc_archive 'CCDC 1848972'
_audit_update_record             
;
2018-06-12 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
#[Cu(L7)2Cl2]
#2013ncs0306_twin
_audit_creation_date             2014-02-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_shelxl_version_number           2014-1
# start Validation Reply Form
_vrf_PLAT213_CuL7                
;
PROBLEM: Atom N9              has ADP max/min Ratio .....        5.3 prolat
RESPONSE: Refined as a 2-component twin. HKLF5 format file generated for twin law
 [  -0.700   -0.867   -0.833][  -0.300   -0.133    0.833][  -0.300    0.867   -0.167] 
 identified through ROTAX, corresponding to 2-fold rotation about -1 1 1
direction. Twin scale factor refined to 0.11.Displacement parameters for 
N9 problematic and improved
through the use of RIGU and ISOR restraints.
;
# end Validation Reply Form
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H18 Cl2 Cu N10, H2 O'
_chemical_formula_sum            'C28 H20 Cl2 Cu N10 O'
_chemical_formula_weight         646.98
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_symmetry_Int_Tables_number      2
_cell_length_a                   11.2493(8)
_cell_length_b                   11.5300(8)
_cell_length_c                   12.0137(8)
_cell_angle_alpha                110.065(8)
_cell_angle_beta                 99.450(7)
_cell_angle_gamma                105.122(7)
_cell_volume                     1356.5(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11911
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.047
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.628
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             658
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.081
_diffrn_reflns_av_unetI/netI     0.138
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16775
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.637
_diffrn_reflns_theta_min         3.067
_diffrn_reflns_transf_matrix_11  -0.048783
_diffrn_reflns_transf_matrix_12  0.060899
_diffrn_reflns_transf_matrix_13  0.055982
_diffrn_reflns_transf_matrix_21  0.029086
_diffrn_reflns_transf_matrix_22  0.092433
_diffrn_reflns_transf_matrix_23  -0.017459
_diffrn_reflns_transf_matrix_31  -0.056383
_diffrn_reflns_transf_matrix_32  0.047108
_diffrn_reflns_transf_matrix_33  -0.056010
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
scan:
	Number of images: 127
	           Slice: -54.0000 - 73.0000
	     Image width: 1.0000
	        Exp time: 5.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 14.0000
	             Phi: -78.0000
	             XTD: 44.9591
	          2theta: -17.3229
scan:
	Number of images: 120
	           Slice: -98.0000 - 22.0000
	     Image width: 1.0000
	        Exp time: 5.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -26.0000
	             XTD: 44.9591
	          2theta: -17.3229
scan:
	Number of images: 102
	           Slice: -80.0000 - 22.0000
	     Image width: 1.0000
	        Exp time: 5.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 128.0000
	             XTD: 44.9591
	          2theta: -17.3229
scan:
	Number of images: 26
	           Slice: -40.0000 - -14.0000
	     Image width: 1.0000
	        Exp time: 5.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -78.0000
	             XTD: 44.9591
	          2theta: -17.3229
scan:
	Number of images: 10
	           Slice: -2.0000 - 8.0000
	     Image width: 1.0000
	        Exp time: 5.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -44.0000
	             Phi: -26.0000
	             XTD: 44.9591
	          2theta: -17.3229
scan:
	Number of images: 129
	           Slice: -107.0000 - 22.0000
	     Image width: 1.0000
	        Exp time: 5.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -78.0000
	             XTD: 44.9591
	          2theta: -17.3229
scan:
	Number of images: 41
	           Slice: -54.0000 - -13.0000
	     Image width: 1.0000
	        Exp time: 5.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 14.0000
	             Phi: -129.0000
	             XTD: 44.9591
	          2theta: -17.3229
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMount'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.048783
_diffrn_orient_matrix_UB_12      0.060899
_diffrn_orient_matrix_UB_13      0.055982
_diffrn_orient_matrix_UB_21      0.029086
_diffrn_orient_matrix_UB_22      0.092433
_diffrn_orient_matrix_UB_23      -0.017459
_diffrn_orient_matrix_UB_31      -0.056383
_diffrn_orient_matrix_UB_32      0.047108
_diffrn_orient_matrix_UB_33      -0.056010
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9466
_reflns_number_total             16760
_reflns_special_details          
;
 _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       
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_computing_data_collection       
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.755
_refine_diff_density_min         -0.945
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         16760
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1350
_refine_ls_R_factor_gt           0.0778
_refine_ls_restrained_S_all      1.073
_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)+(0.0868P)²+0.3929P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1875
_refine_ls_wR_factor_ref         0.2192
_refine_special_details          
;Refined as a 2-component twin. HKLF5 format file generated for twin law 
[  -0.700   -0.867   -0.833]
[  -0.300   -0.133    0.833]
[  -0.300    0.867   -0.167]
identified through ROTAX, corresponding to 2-fold rotation about -1 1 1
direction. Twin scale factor refined to 0.11.
Displacement parameters for N9 problematic and improved
through the use of RIGU and ISOR restraints.,Twin
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 O1-H1A = O1-H1B
 0.84 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(N9) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 N9
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C13(H13), C14(H14), C16(H16),
 C17(H17), C2A(H2A), C3A(H3A), C4A(H4A), C5A(H5A), C11A(H11A), C13A(H13A),
 C14A(H14A), C16A(H16A), C17A(H17A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.72301(8) 0.37332(8) 0.11298(7) 0.0213(2) Uani 1 1 d . . . . .
Cl2 Cl 0.66664(15) 0.55012(15) 0.27549(14) 0.0228(4) Uani 1 1 d . . . . .
N1 N 0.7084(5) 0.2571(5) 0.2095(4) 0.0200(12) Uani 1 1 d . . . . .
N8 N 0.5351(5) 0.2568(5) 0.0330(4) 0.0191(12) Uani 1 1 d . . . . .
N9 N 0.4377(5) 0.2430(5) -0.0565(5) 0.0185(12) Uani 1 1 d . U . . .
N10 N 0.3373(5) 0.1475(5) -0.0578(5) 0.0201(12) Uani 1 1 d . . . . .
N19 N -0.2427(6) 0.0030(6) -0.4431(5) 0.0339(15) Uani 1 1 d . . . . .
N1A N 0.7383(5) 0.4841(5) 0.0106(4) 0.0182(12) Uani 1 1 d . . . . .
N8A N 0.9146(5) 0.4808(5) 0.1845(4) 0.0189(12) Uani 1 1 d . . . . .
N9A N 1.0129(5) 0.4932(5) 0.2718(5) 0.0206(13) Uani 1 1 d . . . . .
N10A N 1.1116(5) 0.5927(5) 0.2761(4) 0.0181(12) Uani 1 1 d . . . . .
N19A N 1.6975(6) 0.7517(6) 0.6596(5) 0.0330(15) Uani 1 1 d . . . . .
C2 C 0.8044(6) 0.2623(6) 0.2971(5) 0.0211(15) Uani 1 1 d . . . . .
H2 H 0.8878 0.3239 0.3177 0.025 Uiso 1 1 calc R . . . .
C3 C 0.7826(6) 0.1785(6) 0.3579(5) 0.0228(15) Uani 1 1 d . . . . .
H3 H 0.8508 0.1838 0.4198 0.027 Uiso 1 1 calc R . . . .
C4 C 0.6614(6) 0.0875(6) 0.3279(6) 0.0225(15) Uani 1 1 d . . . . .
H4 H 0.6454 0.0292 0.3680 0.027 Uiso 1 1 calc R . . . .
C5 C 0.5641(6) 0.0837(6) 0.2380(5) 0.0222(15) Uani 1 1 d . . . . .
H5 H 0.4798 0.0229 0.2157 0.027 Uiso 1 1 calc R . . . .
C6 C 0.5908(6) 0.1689(6) 0.1814(5) 0.0195(14) Uani 1 1 d . . . . .
C7 C 0.4973(6) 0.1710(6) 0.0850(5) 0.0183(14) Uani 1 1 d . . . . .
C11 C 0.3688(6) 0.1013(6) 0.0273(5) 0.0194(14) Uani 1 1 d . . . . .
H11 H 0.3143 0.0349 0.0441 0.023 Uiso 1 1 calc R . . . .
C12 C 0.2153(6) 0.1120(6) -0.1413(5) 0.0195(15) Uani 1 1 d . . . . .
C13 C 0.1062(6) 0.0275(6) -0.1318(6) 0.0245(16) Uani 1 1 d . . . . .
H13 H 0.1140 -0.0090 -0.0722 0.029 Uiso 1 1 calc R . . . .
C14 C -0.0129(6) -0.0026(6) -0.2095(6) 0.0240(15) Uani 1 1 d . . . . .
H14 H -0.0877 -0.0588 -0.2035 0.029 Uiso 1 1 calc R . . . .
C15 C -0.0209(6) 0.0517(6) -0.2976(6) 0.0231(15) Uani 1 1 d . . . . .
C16 C 0.0871(6) 0.1325(7) -0.3082(6) 0.0264(16) Uani 1 1 d . . . . .
H16 H 0.0794 0.1665 -0.3697 0.032 Uiso 1 1 calc R . . . .
C17 C 0.2068(6) 0.1646(6) -0.2300(5) 0.0204(15) Uani 1 1 d . . . . .
H17 H 0.2813 0.2210 -0.2364 0.024 Uiso 1 1 calc R . . . .
C18 C -0.1461(7) 0.0235(7) -0.3781(6) 0.0297(17) Uani 1 1 d . . . . .
C2A C 0.6436(6) 0.4799(6) -0.0763(5) 0.0221(15) Uani 1 1 d . . . . .
H2A H 0.5595 0.4206 -0.0944 0.027 Uiso 1 1 calc R . . . .
C3A C 0.6644(6) 0.5589(6) -0.1404(5) 0.0203(15) Uani 1 1 d . . . . .
H3A H 0.5955 0.5544 -0.2010 0.024 Uiso 1 1 calc R . . . .
C4A C 0.7872(6) 0.6449(6) -0.1152(5) 0.0215(15) Uani 1 1 d . . . . .
H4A H 0.8039 0.6985 -0.1597 0.026 Uiso 1 1 calc R . . . .
C5A C 0.8851(6) 0.6512(6) -0.0239(5) 0.0201(14) Uani 1 1 d . . . . .
H5A H 0.9699 0.7099 -0.0041 0.024 Uiso 1 1 calc R . . . .
C6A C 0.8567(6) 0.5707(6) 0.0371(6) 0.0190(14) Uani 1 1 d . . . . .
C7A C 0.9530(6) 0.5703(6) 0.1350(5) 0.0191(14) Uani 1 1 d . . . . .
C11A C 1.0788(6) 0.6422(6) 0.1932(5) 0.0195(14) Uani 1 1 d . . . . .
H11A H 1.1319 0.7115 0.1789 0.023 Uiso 1 1 calc R . . . .
C12A C 1.2374(6) 0.6277(6) 0.3580(5) 0.0165(14) Uani 1 1 d . . . . .
C13A C 1.2525(7) 0.5636(7) 0.4343(6) 0.0234(16) Uani 1 1 d . . . . .
H13A H 1.1808 0.4987 0.4350 0.028 Uiso 1 1 calc R . . . .
C14A C 1.3709(6) 0.5941(6) 0.5085(5) 0.0225(15) Uani 1 1 d . . . . .
H14A H 1.3824 0.5484 0.5597 0.027 Uiso 1 1 calc R . . . .
C15A C 1.4757(6) 0.6919(6) 0.5102(5) 0.0209(15) Uani 1 1 d . . . . .
C16A C 1.4580(6) 0.7571(6) 0.4325(6) 0.0256(16) Uani 1 1 d . . . . .
H16A H 1.5289 0.8233 0.4324 0.031 Uiso 1 1 calc R . . . .
C17A C 1.3379(6) 0.7252(6) 0.3566(5) 0.0209(15) Uani 1 1 d . . . . .
H17A H 1.3248 0.7695 0.3045 0.025 Uiso 1 1 calc R . . . .
C18A C 1.6008(7) 0.7256(7) 0.5936(6) 0.0266(16) Uani 1 1 d . . . . .
Cl1 Cl 0.77025(16) 0.17229(16) -0.06534(15) 0.0247(4) Uani 1 1 d . . . . .
O1 O 0.9087(6) 0.7037(6) 0.5099(6) 0.0481(15) Uani 1 1 d D . . . .
H1A H 0.850(6) 0.655(7) 0.444(4) 0.07(3) Uiso 1 1 d D . . . .
H1B H 0.858(11) 0.715(15) 0.553(11) 0.21(8) Uiso 1 1 d 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 Cl2 2.5922(18) . ?
Cu1 N1 2.045(5) . ?
Cu1 N8 2.040(5) . ?
Cu1 N1A 2.051(5) . ?
Cu1 N8A 2.047(5) . ?
Cu1 Cl1 2.8024(19) . ?
N1 C2 1.352(7) . ?
N1 C6 1.347(8) . ?
N8 N9 1.338(7) . ?
N8 C7 1.357(7) . ?
N9 N10 1.350(7) . ?
N10 C11 1.345(7) . ?
N10 C12 1.425(8) . ?
N19 C18 1.144(8) . ?
N1A C2A 1.342(7) . ?
N1A C6A 1.349(8) . ?
N8A N9A 1.333(6) . ?
N8A C7A 1.370(7) . ?
N9A N10A 1.352(6) . ?
N10A C11A 1.354(7) . ?
N10A C12A 1.451(7) . ?
N19A C18A 1.133(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.395(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.373(8) . ?
C6 C7 1.443(8) . ?
C7 C11 1.378(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.402(8) . ?
C12 C17 1.398(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(9) . ?
C14 H14 0.9500 . ?
C14 C15 1.405(8) . ?
C15 C16 1.379(9) . ?
C15 C18 1.457(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.385(8) . ?
C17 H17 0.9500 . ?
C2A H2A 0.9500 . ?
C2A C3A 1.380(8) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.387(8) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.389(8) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.375(8) . ?
C6A C7A 1.464(8) . ?
C7A C11A 1.359(8) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.377(8) . ?
C12A C17A 1.378(8) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.358(9) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.395(9) . ?
C15A C16A 1.405(8) . ?
C15A C18A 1.456(9) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.377(8) . ?
C17A H17A 0.9500 . ?
O1 H1A 0.839(17) . ?
O1 H1B 0.839(17) . ?

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 Cl1 176.80(6) . . ?
N1 Cu1 Cl2 92.57(15) . . ?
N1 Cu1 N1A 177.8(2) . . ?
N1 Cu1 N8A 99.60(19) . . ?
N1 Cu1 Cl1 86.01(15) . . ?
N8 Cu1 Cl2 92.42(14) . . ?
N8 Cu1 N1 80.24(19) . . ?
N8 Cu1 N1A 99.35(19) . . ?
N8 Cu1 N8A 176.1(2) . . ?
N8 Cu1 Cl1 84.52(14) . . ?
N1A Cu1 Cl2 89.64(15) . . ?
N1A Cu1 Cl1 91.77(15) . . ?
N8A Cu1 Cl2 91.48(15) . . ?
N8A Cu1 N1A 80.65(19) . . ?
N8A Cu1 Cl1 91.59(15) . . ?
C2 N1 Cu1 126.0(4) . . ?
C6 N1 Cu1 115.3(4) . . ?
C6 N1 C2 118.7(5) . . ?
N9 N8 Cu1 137.1(4) . . ?
N9 N8 C7 110.7(5) . . ?
C7 N8 Cu1 112.2(4) . . ?
N8 N9 N10 104.7(4) . . ?
N9 N10 C12 118.9(5) . . ?
C11 N10 N9 112.4(5) . . ?
C11 N10 C12 128.7(5) . . ?
C2A N1A Cu1 126.7(4) . . ?
C2A N1A C6A 118.3(5) . . ?
C6A N1A Cu1 114.9(4) . . ?
N9A N8A Cu1 137.4(4) . . ?
N9A N8A C7A 109.9(5) . . ?
C7A N8A Cu1 112.6(4) . . ?
N8A N9A N10A 104.7(4) . . ?
N9A N10A C11A 112.7(5) . . ?
N9A N10A C12A 119.2(5) . . ?
C11A N10A C12A 127.9(5) . . ?
N1 C2 H2 119.5 . . ?
N1 C2 C3 120.9(6) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(6) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.9 . . ?
C3 C4 C5 118.3(6) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.3(6) . . ?
C6 C5 H5 120.4 . . ?
N1 C6 C5 122.9(6) . . ?
N1 C6 C7 113.5(5) . . ?
C5 C6 C7 123.6(6) . . ?
N8 C7 C6 118.7(6) . . ?
N8 C7 C11 107.2(5) . . ?
C11 C7 C6 134.1(6) . . ?
N10 C11 C7 105.0(5) . . ?
N10 C11 H11 127.5 . . ?
C7 C11 H11 127.5 . . ?
C13 C12 N10 119.9(5) . . ?
C17 C12 N10 118.8(6) . . ?
C17 C12 C13 121.3(6) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.8(6) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.7 . . ?
C13 C14 C15 118.6(6) . . ?
C15 C14 H14 120.7 . . ?
C14 C15 C18 119.2(6) . . ?
C16 C15 C14 121.3(6) . . ?
C16 C15 C18 119.5(6) . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.7(6) . . ?
C17 C16 H16 119.7 . . ?
C12 C17 H17 120.8 . . ?
C16 C17 C12 118.3(6) . . ?
C16 C17 H17 120.8 . . ?
N19 C18 C15 178.1(7) . . ?
N1A C2A H2A 119.0 . . ?
N1A C2A C3A 122.1(6) . . ?
C3A C2A H2A 119.0 . . ?
C2A C3A H3A 120.4 . . ?
C2A C3A C4A 119.3(6) . . ?
C4A C3A H3A 120.4 . . ?
C3A C4A H4A 120.6 . . ?
C3A C4A C5A 118.9(6) . . ?
C5A C4A H4A 120.6 . . ?
C4A C5A H5A 120.7 . . ?
C6A C5A C4A 118.6(6) . . ?
C6A C5A H5A 120.7 . . ?
N1A C6A C5A 122.9(6) . . ?
N1A C6A C7A 114.4(5) . . ?
C5A C6A C7A 122.8(6) . . ?
N8A C7A C6A 117.4(6) . . ?
C11A C7A N8A 108.3(5) . . ?
C11A C7A C6A 134.3(6) . . ?
N10A C11A C7A 104.4(5) . . ?
N10A C11A H11A 127.8 . . ?
C7A C11A H11A 127.8 . . ?
C13A C12A N10A 119.4(5) . . ?
C13A C12A C17A 122.3(6) . . ?
C17A C12A N10A 118.3(5) . . ?
C12A C13A H13A 120.3 . . ?
C14A C13A C12A 119.4(6) . . ?
C14A C13A H13A 120.3 . . ?
C13A C14A H14A 119.8 . . ?
C13A C14A C15A 120.5(6) . . ?
C15A C14A H14A 119.8 . . ?
C14A C15A C16A 119.3(6) . . ?
C14A C15A C18A 119.3(6) . . ?
C16A C15A C18A 121.4(6) . . ?
C15A C16A H16A 119.9 . . ?
C17A C16A C15A 120.1(6) . . ?
C17A C16A H16A 119.9 . . ?
C12A C17A H17A 120.7 . . ?
C16A C17A C12A 118.5(6) . . ?
C16A C17A H17A 120.7 . . ?
N19A C18A C15A 179.2(8) . . ?
H1A O1 H1B 94(10) . . ?

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
C2 H2 N9A 0.95 2.38 3.195(8) 144.1 .
C3 H3 O1 0.95 2.53 3.267(9) 134.9 2_766
C5 H5 Cl1 0.95 2.91 3.822(7) 160.7 2_655
C11 H11 Cl1 0.95 2.45 3.354(6) 159.6 2_655
C17 H17 Cl2 0.95 2.77 3.492(6) 133.6 2_665
C2A H2A N9 0.95 2.38 3.195(8) 143.8 .
C3A H3A Cl2 0.95 2.74 3.501(7) 138.1 2_665
C5A H5A Cl1 0.95 2.73 3.653(7) 165.0 2_765
C11A H11A Cl1 0.95 2.42 3.321(6) 158.7 2_765
C13A H13A O1 0.95 2.64 3.484(9) 148.8 2_766
O1 H1A Cl2 0.839(17) 2.34(3) 3.166(6) 169(8) .
O1 H1B N19A 0.839(17) 2.42(3) 3.255(10) 174(14) 1_455

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 C2 C3 179.4(4) . . . . ?
Cu1 N1 C6 C5 -179.6(5) . . . . ?
Cu1 N1 C6 C7 1.6(7) . . . . ?
Cu1 N8 N9 N10 -178.0(4) . . . . ?
Cu1 N8 C7 C6 -2.6(7) . . . . ?
Cu1 N8 C7 C11 177.9(4) . . . . ?
Cu1 N1A C2A C3A -179.8(5) . . . . ?
Cu1 N1A C6A C5A 178.8(5) . . . . ?
Cu1 N1A C6A C7A -0.3(7) . . . . ?
Cu1 N8A N9A N10A -174.8(4) . . . . ?
Cu1 N8A C7A C6A -3.3(7) . . . . ?
Cu1 N8A C7A C11A 176.2(4) . . . . ?
N1 C2 C3 C4 0.5(10) . . . . ?
N1 C6 C7 N8 0.7(9) . . . . ?
N1 C6 C7 C11 -179.9(7) . . . . ?
N8 N9 N10 C11 -0.1(7) . . . . ?
N8 N9 N10 C12 177.7(5) . . . . ?
N8 C7 C11 N10 1.1(7) . . . . ?
N9 N8 C7 C6 178.3(5) . . . . ?
N9 N8 C7 C11 -1.2(7) . . . . ?
N9 N10 C11 C7 -0.6(7) . . . . ?
N9 N10 C12 C13 -170.6(6) . . . . ?
N9 N10 C12 C17 8.3(9) . . . . ?
N10 C12 C13 C14 177.3(6) . . . . ?
N10 C12 C17 C16 -178.1(6) . . . . ?
N1A C2A C3A C4A 0.5(10) . . . . ?
N1A C6A C7A N8A 2.4(8) . . . . ?
N1A C6A C7A C11A -176.9(7) . . . . ?
N8A N9A N10A C11A -0.7(7) . . . . ?
N8A N9A N10A C12A -176.5(5) . . . . ?
N8A C7A C11A N10A 0.0(7) . . . . ?
N9A N8A C7A C6A -180.0(5) . . . . ?
N9A N8A C7A C11A -0.5(7) . . . . ?
N9A N10A C11A C7A 0.4(7) . . . . ?
N9A N10A C12A C13A -3.3(9) . . . . ?
N9A N10A C12A C17A 177.0(6) . . . . ?
N10A C12A C13A C14A 178.3(5) . . . . ?
N10A C12A C17A C16A -178.8(5) . . . . ?
C2 N1 C6 C5 -0.1(10) . . . . ?
C2 N1 C6 C7 -178.9(5) . . . . ?
C2 C3 C4 C5 -0.6(10) . . . . ?
C3 C4 C5 C6 0.4(10) . . . . ?
C4 C5 C6 N1 -0.1(10) . . . . ?
C4 C5 C6 C7 178.6(6) . . . . ?
C5 C6 C7 N8 -178.1(6) . . . . ?
C5 C6 C7 C11 1.3(12) . . . . ?
C6 N1 C2 C3 -0.2(9) . . . . ?
C6 C7 C11 N10 -178.3(7) . . . . ?
C7 N8 N9 N10 0.8(7) . . . . ?
C11 N10 C12 C13 6.8(10) . . . . ?
C11 N10 C12 C17 -174.4(6) . . . . ?
C12 N10 C11 C7 -178.2(6) . . . . ?
C12 C13 C14 C15 0.8(10) . . . . ?
C13 C12 C17 C16 0.7(10) . . . . ?
C13 C14 C15 C16 0.6(10) . . . . ?
C13 C14 C15 C18 -178.5(6) . . . . ?
C14 C15 C16 C17 -1.4(10) . . . . ?
C15 C16 C17 C12 0.7(10) . . . . ?
C17 C12 C13 C14 -1.5(10) . . . . ?
C18 C15 C16 C17 177.8(6) . . . . ?
C2A N1A C6A C5A -2.3(9) . . . . ?
C2A N1A C6A C7A 178.6(5) . . . . ?
C2A C3A C4A C5A -1.6(9) . . . . ?
C3A C4A C5A C6A 0.7(9) . . . . ?
C4A C5A C6A N1A 1.2(10) . . . . ?
C4A C5A C6A C7A -179.8(6) . . . . ?
C5A C6A C7A N8A -176.7(6) . . . . ?
C5A C6A C7A C11A 4.0(12) . . . . ?
C6A N1A C2A C3A 1.4(9) . . . . ?
C6A C7A C11A N10A 179.4(7) . . . . ?
C7A N8A N9A N10A 0.7(6) . . . . ?
C11A N10A C12A C13A -178.3(6) . . . . ?
C11A N10A C12A C17A 1.9(9) . . . . ?
C12A N10A C11A C7A 175.8(6) . . . . ?
C12A C13A C14A C15A 1.8(10) . . . . ?
C13A C12A C17A C16A 1.4(10) . . . . ?
C13A C14A C15A C16A -1.1(10) . . . . ?
C13A C14A C15A C18A 178.0(6) . . . . ?
C14A C15A C16A C17A 0.6(10) . . . . ?
C15A C16A C17A C12A -0.8(10) . . . . ?
C17A C12A C13A C14A -2.0(10) . . . . ?
C18A C15A C16A C17A -178.5(6) . . . . ?

