# 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 2017

####################################################################### 
# 
# 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 1412615'
_audit_update_record             
;
2015-07-14 deposited with the CCDC.
2017-12-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H33 Cl4 Cu4 N12 O'
_chemical_formula_weight         1069.72

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'
O O 0.0106 0.0060 '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                   11.785(5)
_cell_length_b                   12.353(5)
_cell_length_c                   15.745(5)
_cell_angle_alpha                112.037(5)
_cell_angle_beta                 103.923(5)
_cell_angle_gamma                98.618(5)
_cell_volume                     1987.5(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.788
_exptl_crystal_F_000             1074
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.431
_shelx_estimated_absorpt_T_min   0.443
_shelx_estimated_absorpt_T_max   0.888
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27615
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.814
_diffrn_reflns_theta_max         28.722
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.899
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.899
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             9247
_reflns_number_gt                7536
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0558P)²+3.9092P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9247
_refine_ls_number_parameters     548
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1220
_refine_ls_wR_factor_gt          0.1126
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu01 Cu 0.33658(3) 0.61948(4) 0.11411(3) 0.01935(11) Uani 1 1 d . . . . .
Cu02 Cu 0.25739(4) 0.48775(4) 0.40084(3) 0.01885(10) Uani 1 1 d . . . . .
C5 C 0.0859(3) 0.5295(3) -0.0873(2) 0.0178(6) Uani 1 1 d . . . . .
C57 C 0.5538(3) 0.8309(3) 0.4511(2) 0.0222(7) Uani 1 1 d . . . . .
H57 H 0.6089 0.8985 0.4551 0.027 Uiso 1 1 calc R U . . .
C13 C 0.5865(3) 0.3514(4) 0.1232(3) 0.0280(8) Uani 1 1 d . . . . .
H13 H 0.6321 0.2941 0.1226 0.034 Uiso 1 1 calc R U . . .
C14 C 0.4870(3) 0.3249(3) 0.0451(3) 0.0244(7) Uani 1 1 d . . . . .
H14 H 0.4634 0.2499 -0.0108 0.029 Uiso 1 1 calc R U . . .
C6 C 0.1377(3) 0.6544(3) -0.0468(2) 0.0220(7) Uani 1 1 d . . . . .
H6 H 0.2235 0.6851 -0.0231 0.026 Uiso 1 1 calc R U . . .
C12 C 0.5495(3) 0.5403(3) 0.2030(3) 0.0240(7) Uani 1 1 d . . . . .
H12 H 0.5721 0.6159 0.2581 0.029 Uiso 1 1 calc R U . . .
C4 C 0.1120(3) 0.4325(3) 0.1180(2) 0.0218(7) Uani 1 1 d . . . . .
H4 H 0.1980 0.4614 0.1435 0.026 Uiso 1 1 calc R U . . .
C7 C 0.0662(3) 0.7339(3) -0.0405(2) 0.0269(8) Uani 1 1 d . . . . .
H7 H 0.1029 0.8186 -0.0117 0.032 Uiso 1 1 calc R U . . .
C017 C 0.1645(4) 0.1159(3) 0.2297(3) 0.0285(8) Uani 1 1 d . . . . .
H017 H 0.1078 0.0513 0.2282 0.034 Uiso 1 1 calc R U . . .
C018 C 0.4321(3) 0.8256(3) 0.4328(2) 0.0204(7) Uani 1 1 d . . . . .
H018 H 0.4020 0.8898 0.4253 0.024 Uiso 1 1 calc R U . . .
C019 C 0.4174(3) 0.9883(3) 0.2914(2) 0.0233(7) Uani 1 1 d . . . . .
H019 H 0.3687 1.0372 0.3183 0.028 Uiso 1 1 calc R U . . .
N80 N 0.3258(3) 0.3925(3) -0.0289(2) 0.0208(6) Uani 1 1 d . . . . .
C021 C 0.3546(3) 0.7230(3) 0.4258(2) 0.0166(6) Uani 1 1 d . . . . .
N33 N 0.2624(2) 0.4776(3) -0.01991(19) 0.0171(5) Uani 1 1 d . . . . .
N68 N 0.2323(2) 0.7134(3) 0.4043(2) 0.0193(6) Uani 1 1 d D . . . .
C024 C 0.6200(3) 0.4624(4) 0.2031(3) 0.0281(8) Uani 1 1 d . . . . .
H024 H 0.6906 0.4836 0.2566 0.034 Uiso 1 1 calc R U . . .
N2 N 0.1688(2) 0.3739(2) 0.44404(19) 0.0161(5) Uani 1 1 d . . . . .
N10 N 0.2465(3) 0.8123(3) 0.2082(2) 0.0223(6) Uani 1 1 d D . . . .
C027 C 0.5393(3) 1.0365(3) 0.3130(3) 0.0264(8) Uani 1 1 d . . . . .
H027 H 0.5763 1.1196 0.3555 0.032 Uiso 1 1 calc R U . . .
N31 N 0.4312(2) 0.7948(3) 0.18681(19) 0.0191(6) Uani 1 1 d . . . . .
N32 N 0.4492(2) 0.5153(3) 0.12855(19) 0.0189(6) Uani 1 1 d . . . . .
N3 N 0.1417(3) 0.2574(3) 0.3738(2) 0.0197(6) Uani 1 1 d . . . . .
C031 C 0.1247(3) 0.5001(3) 0.5858(2) 0.0155(6) Uani 1 1 d . . . . .
C032 C 0.1116(3) 0.3865(3) 0.5060(2) 0.0180(6) Uani 1 1 d . . . . .
N69 N 0.1557(2) 0.6069(2) 0.38641(18) 0.0156(5) Uani 1 1 d . . . . .
C035 C 0.3675(3) 0.8663(3) 0.2293(2) 0.0189(6) Uani 1 1 d . . . . .
N67 N 0.3924(2) 0.6322(3) 0.4378(2) 0.0180(5) Uani 1 1 d . . . . .
C038 C 0.0977(3) 0.6451(3) 0.1608(2) 0.0188(6) Uani 1 1 d D . . . .
N30 N 0.2092(2) 0.6881(2) 0.17166(18) 0.0173(5) Uani 1 1 d . . . . .
N1 N 0.2640(2) 0.3290(3) 0.3018(2) 0.0194(6) Uani 1 1 d . . . . .
C041 C 0.1627(3) 0.4476(3) -0.0891(2) 0.0185(6) Uani 1 1 d . . . . .
C042 C 0.0423(3) 0.5158(3) 0.1238(2) 0.0170(6) Uani 1 1 d . . . . .
C20 C 0.3213(3) 0.3073(3) 0.2356(3) 0.0247(7) Uani 1 1 d . . . . .
H20 H 0.3755 0.3737 0.2372 0.030 Uiso 1 1 calc R U . . .
C23 C 0.1912(3) 0.2338(3) 0.3009(2) 0.0190(6) Uani 1 1 d . . . . .
C22 C 0.2230(4) 0.0963(4) 0.1618(3) 0.0344(9) Uani 1 1 d . . . . .
H22 H 0.2078 0.0171 0.1125 0.041 Uiso 1 1 calc R U . . .
C21 C 0.3052(4) 0.1940(4) 0.1660(3) 0.0331(9) Uani 1 1 d . . . . .
H21 H 0.3490 0.1817 0.1213 0.040 Uiso 1 1 calc R U . . .
C91 C 0.4214(3) 0.4112(3) 0.0500(2) 0.0181(6) Uani 1 1 d . . . . .
C55 C 0.5127(3) 0.6405(3) 0.4565(3) 0.0226(7) Uani 1 1 d . . . . .
H55 H 0.5413 0.5762 0.4649 0.027 Uiso 1 1 calc R U . . .
C56 C 0.5949(3) 0.7370(3) 0.4637(3) 0.0254(7) Uani 1 1 d . . . . .
H56 H 0.6785 0.7395 0.4770 0.030 Uiso 1 1 calc R U . . .
C92 C 0.0589(3) 0.3093(3) 0.0761(3) 0.0259(7) Uani 1 1 d . . . . .
H92 H 0.1080 0.2543 0.0717 0.031 Uiso 1 1 calc R U . . .
C105 C -0.0441(3) 0.4972(3) 0.3601(2) 0.0151(6) Uani 1 1 d . . . . .
C72 C 0.0458(3) 0.6083(3) 0.3821(2) 0.0168(6) Uani 1 1 d . . . . .
C102 C -0.2131(3) 0.2845(3) 0.3161(2) 0.0221(7) Uani 1 1 d . . . . .
H102 H -0.2708 0.2118 0.3008 0.027 Uiso 1 1 calc R U . . .
C104 C -0.0495(3) 0.3890(3) 0.2861(2) 0.0191(6) Uani 1 1 d . . . . .
H104 H 0.0048 0.3875 0.2500 0.023 Uiso 1 1 calc R U . . .
C103 C -0.1336(3) 0.2827(3) 0.2642(2) 0.0227(7) Uani 1 1 d . . . . .
H103 H -0.1363 0.2088 0.2136 0.027 Uiso 1 1 calc R U . . .
C46 C 0.5510(3) 0.8440(3) 0.2103(2) 0.0227(7) Uani 1 1 d . . . . .
H46 H 0.5981 0.7936 0.1825 0.027 Uiso 1 1 calc R U . . .
C101 C 0.2091(3) 0.6084(3) 0.6100(2) 0.0200(7) Uani 1 1 d . . . . .
H101 H 0.2645 0.6082 0.5750 0.024 Uiso 1 1 calc R U . . .
C45 C 0.6081(3) 0.9628(3) 0.2723(3) 0.0260(8) Uani 1 1 d . . . . .
H45 H 0.6927 0.9942 0.2871 0.031 Uiso 1 1 calc R U . . .
Cu3 Cu 0.89199(5) 0.93294(5) 0.48573(4) 0.03559(14) Uani 1 1 d . . . . .
Cu4 Cu 0.92347(5) 0.90307(5) 0.30399(4) 0.03952(14) Uani 1 1 d . . . . .
Cl1 Cl 0.92150(7) 1.09678(7) 0.41897(6) 0.02180(17) Uani 1 1 d . . . . .
Cl2 Cl 0.81947(7) 0.76645(7) 0.34550(6) 0.02231(17) Uani 1 1 d . . . . .
Cl3 Cl 0.84687(7) 1.05040(8) 0.61772(6) 0.02325(18) Uani 1 1 d . . . . .
Cl4 Cl 0.86671(10) 0.87076(10) 0.14766(7) 0.0423(3) Uani 1 1 d . . . . .
O1 O 0.7237(11) 1.0155(10) 0.0489(8) 0.214(3) Uiso 1 1 d . . . . .
H1 H 0.7690 1.0125 0.0977 0.322 Uiso 1 1 calc R U . . .
C900 C 0.6038(19) 1.0203(17) 0.0599(14) 0.214(3) Uiso 1 1 d . . . . .
C901 C 0.5363(19) 1.0251(17) -0.0310(14) 0.214(3) Uiso 1 1 d . . . . .
H1 H 0.137(3) 0.378(4) -0.137(3) 0.019(9) Uiso 1 1 d . . . . .
H2 H 0.292(3) 0.333(4) -0.056(3) 0.009(10) Uiso 1 1 d . . . . .
H3 H 0.055(4) 0.319(4) 0.496(3) 0.024(10) Uiso 1 1 d . . . . .
H6 H 0.018(3) 0.676(4) 0.391(3) 0.018(9) Uiso 1 1 d . . . . .
H4 H 0.084(4) 0.199(4) 0.370(3) 0.032(11) Uiso 1 1 d . . . . .
H038 H 0.045(3) 0.705(3) 0.174(2) 0.013(8) Uiso 1 1 d D . . . .
H68 H 0.205(4) 0.785(3) 0.413(3) 0.028(11) Uiso 1 1 d D . . . .
H10 H 0.204(4) 0.862(3) 0.247(3) 0.037(12) 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
Cu01 N31 2.012(3) . ?
Cu01 N32 2.014(3) . ?
Cu01 N33 2.041(3) . ?
Cu01 N30 2.062(3) . ?
Cu02 N67 1.995(3) . ?
Cu02 N1 2.023(3) . ?
Cu02 N2 2.037(3) . ?
Cu02 N69 2.074(3) . ?
C5 C6 1.398(5) . ?
C5 C042 1.420(4) 2_565 ?
C5 C041 1.451(5) . ?
C57 C018 1.379(5) . ?
C57 C56 1.383(5) . ?
C57 H57 0.9500 . ?
C13 C14 1.372(5) . ?
C13 C024 1.386(6) . ?
C13 H13 0.9500 . ?
C14 C91 1.398(5) . ?
C14 H14 0.9500 . ?
C6 C7 1.379(5) . ?
C6 H6 0.9500 . ?
C12 N32 1.349(4) . ?
C12 C024 1.363(5) . ?
C12 H12 0.9500 . ?
C4 C92 1.380(5) . ?
C4 C042 1.401(5) . ?
C4 H4 0.9500 . ?
C7 C92 1.383(5) 2_565 ?
C7 H7 0.9500 . ?
C017 C22 1.374(5) . ?
C017 C23 1.395(5) . ?
C017 H017 0.9500 . ?
C018 C021 1.397(4) . ?
C018 H018 0.9500 . ?
C019 C027 1.375(5) . ?
C019 C035 1.388(5) . ?
C019 H019 0.9500 . ?
N80 N33 1.364(4) . ?
N80 C91 1.378(4) . ?
N80 H2 0.69(4) . ?
C021 N67 1.328(4) . ?
C021 N68 1.375(4) . ?
N33 C041 1.287(4) . ?
N68 N69 1.367(4) . ?
N68 H68 0.960(19) . ?
C024 H024 0.9500 . ?
N2 C032 1.290(4) . ?
N2 N3 1.376(4) . ?
N10 N30 1.375(4) . ?
N10 C035 1.383(4) . ?
N10 H10 0.980(19) . ?
C027 C45 1.389(5) . ?
C027 H027 0.9500 . ?
N31 C035 1.337(4) . ?
N31 C46 1.350(4) . ?
N32 C91 1.333(4) . ?
N3 C23 1.366(4) . ?
N3 H4 0.89(4) . ?
C031 C101 1.400(4) . ?
C031 C105 1.416(4) 2_566 ?
C031 C032 1.447(5) . ?
C032 H3 0.92(4) . ?
N69 C72 1.283(4) . ?
N67 C55 1.356(4) . ?
C038 N30 1.285(4) . ?
C038 C042 1.457(5) . ?
C038 H038 1.025(18) . ?
N1 C20 1.341(4) . ?
N1 C23 1.341(4) . ?
C041 H1 0.85(4) . ?
C042 C5 1.420(4) 2_565 ?
C20 C21 1.366(5) . ?
C20 H20 0.9500 . ?
C22 C21 1.399(6) . ?
C22 H22 0.9500 . ?
C21 H21 0.9500 . ?
C55 C56 1.369(5) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C92 C7 1.383(5) 2_565 ?
C92 H92 0.9500 . ?
C105 C104 1.386(5) . ?
C105 C031 1.416(4) 2_566 ?
C105 C72 1.469(4) . ?
C72 H6 0.91(4) . ?
C102 C103 1.381(5) . ?
C102 C101 1.381(5) 2_566 ?
C102 H102 0.9500 . ?
C104 C103 1.390(5) . ?
C104 H104 0.9500 . ?
C103 H103 0.9500 . ?
C46 C45 1.368(5) . ?
C46 H46 0.9500 . ?
C101 C102 1.381(5) 2_566 ?
C101 H101 0.9500 . ?
C45 H45 0.9500 . ?
Cu3 Cl2 2.2344(11) . ?
Cu3 Cl3 2.2820(11) . ?
Cu3 Cl1 2.5072(12) 2_776 ?
Cu3 Cl1 2.6236(13) . ?
Cu3 Cu3 2.6560(14) 2_776 ?
Cu3 Cu4 2.8672(11) . ?
Cu4 Cl4 2.2485(14) . ?
Cu4 Cl2 2.3174(11) . ?
Cu4 Cl1 2.4062(12) . ?
Cu4 Cl3 2.5636(15) 2_776 ?
Cl1 Cu3 2.5072(12) 2_776 ?
Cl3 Cu4 2.5636(15) 2_776 ?
O1 C900 1.47(2) . ?
O1 H1 0.8400 . ?
C900 C901 1.49(2) . ?
C900 C901 1.55(2) 2_675 ?
C901 C900 1.55(2) 2_675 ?
C901 C901 1.66(4) 2_675 ?

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
N31 Cu01 N32 109.03(12) . . ?
N31 Cu01 N33 144.33(11) . . ?
N32 Cu01 N33 80.94(11) . . ?
N31 Cu01 N30 81.47(11) . . ?
N32 Cu01 N30 139.92(11) . . ?
N33 Cu01 N30 113.41(11) . . ?
N67 Cu02 N1 116.13(11) . . ?
N67 Cu02 N2 147.36(11) . . ?
N1 Cu02 N2 81.65(11) . . ?
N67 Cu02 N69 81.10(11) . . ?
N1 Cu02 N69 130.88(11) . . ?
N2 Cu02 N69 108.65(11) . . ?
C6 C5 C042 119.2(3) . 2_565 ?
C6 C5 C041 120.2(3) . . ?
C042 C5 C041 120.6(3) 2_565 . ?
C018 C57 C56 119.5(3) . . ?
C018 C57 H57 120.2 . . ?
C56 C57 H57 120.2 . . ?
C14 C13 C024 119.7(3) . . ?
C14 C13 H13 120.2 . . ?
C024 C13 H13 120.2 . . ?
C13 C14 C91 118.2(3) . . ?
C13 C14 H14 120.9 . . ?
C91 C14 H14 120.9 . . ?
C7 C6 C5 121.0(3) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
N32 C12 C024 123.2(3) . . ?
N32 C12 H12 118.4 . . ?
C024 C12 H12 118.4 . . ?
C92 C4 C042 121.6(3) . . ?
C92 C4 H4 119.2 . . ?
C042 C4 H4 119.2 . . ?
C6 C7 C92 120.3(3) . 2_565 ?
C6 C7 H7 119.9 . . ?
C92 C7 H7 119.9 2_565 . ?
C22 C017 C23 117.8(3) . . ?
C22 C017 H017 121.1 . . ?
C23 C017 H017 121.1 . . ?
C57 C018 C021 117.9(3) . . ?
C57 C018 H018 121.0 . . ?
C021 C018 H018 121.0 . . ?
C027 C019 C035 118.2(3) . . ?
C027 C019 H019 120.9 . . ?
C035 C019 H019 120.9 . . ?
N33 N80 C91 118.4(3) . . ?
N33 N80 H2 115(3) . . ?
C91 N80 H2 115(3) . . ?
N67 C021 N68 117.4(3) . . ?
N67 C021 C018 123.4(3) . . ?
N68 C021 C018 119.2(3) . . ?
C041 N33 N80 116.1(3) . . ?
C041 N33 Cu01 132.8(2) . . ?
N80 N33 Cu01 110.4(2) . . ?
N69 N68 C021 118.7(3) . . ?
N69 N68 H68 122(2) . . ?
C021 N68 H68 119(2) . . ?
C12 C024 C13 118.5(3) . . ?
C12 C024 H024 120.8 . . ?
C13 C024 H024 120.8 . . ?
C032 N2 N3 114.5(3) . . ?
C032 N2 Cu02 135.1(2) . . ?
N3 N2 Cu02 108.11(19) . . ?
N30 N10 C035 118.3(3) . . ?
N30 N10 H10 120(3) . . ?
C035 N10 H10 116(3) . . ?
C019 C027 C45 119.6(3) . . ?
C019 C027 H027 120.2 . . ?
C45 C027 H027 120.2 . . ?
C035 N31 C46 117.4(3) . . ?
C035 N31 Cu01 112.8(2) . . ?
C46 N31 Cu01 128.9(2) . . ?
C91 N32 C12 117.8(3) . . ?
C91 N32 Cu01 113.2(2) . . ?
C12 N32 Cu01 128.9(2) . . ?
C23 N3 N2 120.0(3) . . ?
C23 N3 H4 119(3) . . ?
N2 N3 H4 121(3) . . ?
C101 C031 C105 118.3(3) . 2_566 ?
C101 C031 C032 123.7(3) . . ?
C105 C031 C032 117.9(3) 2_566 . ?
N2 C032 C031 124.6(3) . . ?
N2 C032 H3 118(3) . . ?
C031 C032 H3 118(3) . . ?
C72 N69 N68 116.3(3) . . ?
C72 N69 Cu02 133.5(2) . . ?
N68 N69 Cu02 108.80(19) . . ?
N31 C035 N10 116.4(3) . . ?
N31 C035 C019 123.2(3) . . ?
N10 C035 C019 120.4(3) . . ?
C021 N67 C55 117.2(3) . . ?
C021 N67 Cu02 113.4(2) . . ?
C55 N67 Cu02 128.3(2) . . ?
N30 C038 C042 122.7(3) . . ?
N30 C038 H038 117(2) . . ?
C042 C038 H038 120(2) . . ?
C038 N30 N10 114.8(3) . . ?
C038 N30 Cu01 135.0(2) . . ?
N10 N30 Cu01 107.67(19) . . ?
C20 N1 C23 117.8(3) . . ?
C20 N1 Cu02 130.3(2) . . ?
C23 N1 Cu02 111.7(2) . . ?
N33 C041 C5 121.4(3) . . ?
N33 C041 H1 122(3) . . ?
C5 C041 H1 117(3) . . ?
C4 C042 C5 118.2(3) . 2_565 ?
C4 C042 C038 121.9(3) . . ?
C5 C042 C038 119.9(3) 2_565 . ?
N1 C20 C21 122.9(3) . . ?
N1 C20 H20 118.5 . . ?
C21 C20 H20 118.5 . . ?
N1 C23 N3 116.6(3) . . ?
N1 C23 C017 123.1(3) . . ?
N3 C23 C017 120.3(3) . . ?
C017 C22 C21 119.4(4) . . ?
C017 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C20 C21 C22 118.8(3) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
N32 C91 N80 117.0(3) . . ?
N32 C91 C14 122.5(3) . . ?
N80 C91 C14 120.5(3) . . ?
N67 C55 C56 123.3(3) . . ?
N67 C55 H55 118.3 . . ?
C56 C55 H55 118.3 . . ?
C55 C56 C57 118.6(3) . . ?
C55 C56 H56 120.7 . . ?
C57 C56 H56 120.7 . . ?
C4 C92 C7 119.8(3) . 2_565 ?
C4 C92 H92 120.1 . . ?
C7 C92 H92 120.1 2_565 . ?
C104 C105 C031 119.9(3) . 2_566 ?
C104 C105 C72 119.5(3) . . ?
C031 C105 C72 120.6(3) 2_566 . ?
N69 C72 C105 120.3(3) . . ?
N69 C72 H6 123(2) . . ?
C105 C72 H6 116(2) . . ?
C103 C102 C101 120.2(3) . 2_566 ?
C103 C102 H102 119.9 . . ?
C101 C102 H102 119.9 2_566 . ?
C105 C104 C103 120.5(3) . . ?
C105 C104 H104 119.7 . . ?
C103 C104 H104 119.7 . . ?
C102 C103 C104 120.0(3) . . ?
C102 C103 H103 120.0 . . ?
C104 C103 H103 120.0 . . ?
N31 C46 C45 123.3(3) . . ?
N31 C46 H46 118.4 . . ?
C45 C46 H46 118.4 . . ?
C102 C101 C031 121.0(3) 2_566 . ?
C102 C101 H101 119.5 2_566 . ?
C031 C101 H101 119.5 . . ?
C46 C45 C027 118.4(3) . . ?
C46 C45 H45 120.8 . . ?
C027 C45 H45 120.8 . . ?
Cl2 Cu3 Cl3 144.40(4) . . ?
Cl2 Cu3 Cl1 105.28(4) . 2_776 ?
Cl3 Cu3 Cl1 95.29(4) . 2_776 ?
Cl2 Cu3 Cl1 99.21(5) . . ?
Cl3 Cu3 Cl1 96.34(4) . . ?
Cl1 Cu3 Cl1 117.70(3) 2_776 . ?
Cl2 Cu3 Cu3 114.01(4) . 2_776 ?
Cl3 Cu3 Cu3 101.31(4) . 2_776 ?
Cl1 Cu3 Cu3 61.00(4) 2_776 2_776 ?
Cl1 Cu3 Cu3 56.70(3) . 2_776 ?
Cl2 Cu3 Cu4 52.26(3) . . ?
Cl3 Cu3 Cu4 147.13(4) . . ?
Cl1 Cu3 Cu4 106.22(4) 2_776 . ?
Cl1 Cu3 Cu4 51.75(3) . . ?
Cu3 Cu3 Cu4 69.64(2) 2_776 . ?
Cl4 Cu4 Cl2 117.91(4) . . ?
Cl4 Cu4 Cl1 116.31(5) . . ?
Cl2 Cu4 Cl1 103.44(4) . . ?
Cl4 Cu4 Cl3 113.92(4) . 2_776 ?
Cl2 Cu4 Cl3 110.85(4) . 2_776 ?
Cl1 Cu4 Cl3 90.87(3) . 2_776 ?
Cl4 Cu4 Cu3 156.62(4) . . ?
Cl2 Cu4 Cu3 49.68(3) . . ?
Cl1 Cu4 Cu3 58.90(3) . . ?
Cl3 Cu4 Cu3 89.41(3) 2_776 . ?
Cu4 Cl1 Cu3 79.98(4) . 2_776 ?
Cu4 Cl1 Cu3 69.35(4) . . ?
Cu3 Cl1 Cu3 62.30(3) 2_776 . ?
Cu3 Cl2 Cu4 78.06(4) . . ?
Cu3 Cl3 Cu4 81.14(4) . 2_776 ?
C900 O1 H1 109.5 . . ?
O1 C900 C901 102.5(18) . . ?
O1 C900 C901 155.2(16) . 2_675 ?
C901 C900 C901 66.2(16) . 2_675 ?
C900 C901 C900 113.8(16) . 2_675 ?
C900 C901 C901 58.8(13) . 2_675 ?
C900 C901 C901 55.0(12) 2_675 2_675 ?

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
C12 H12 Cl2 0.95 2.89 3.487(4) 121.6 .
C017 H017 Cl4 0.95 2.98 3.854(4) 153.0 1_445
C45 H45 Cl1 0.95 2.74 3.593(4) 150.1 .
O1 H1 Cl4 0.84 2.49 3.191(12) 141.2 .
N80 H2 Cl4 0.69(4) 2.55(4) 3.226(4) 169(4) 2_665
C032 H3 Cl1 0.92(4) 2.60(4) 3.485(4) 160(3) 1_445
C72 H6 Cl2 0.91(4) 2.80(4) 3.596(4) 146(3) 1_455
N3 H4 Cl1 0.89(4) 2.56(5) 3.403(3) 158(4) 1_445
N68 H68 Cl3 0.960(19) 2.39(2) 3.306(3) 160(3) 2_676
N10 H10 Cl3 0.980(19) 2.27(3) 3.181(3) 154(4) 2_676
C12 H12 Cl2 0.95 2.89 3.487(4) 121.6 .
C017 H017 Cl4 0.95 2.98 3.854(4) 153.0 1_445
C45 H45 Cl1 0.95 2.74 3.593(4) 150.1 .
O1 H1 Cl4 0.84 2.49 3.191(12) 141.2 .
N80 H2 Cl4 0.69(4) 2.55(4) 3.226(4) 169(4) 2_665
C032 H3 Cl1 0.92(4) 2.60(4) 3.485(4) 160(3) 1_445
C72 H6 Cl2 0.91(4) 2.80(4) 3.596(4) 146(3) 1_455
N3 H4 Cl1 0.89(4) 2.56(5) 3.403(3) 158(4) 1_445
N68 H68 Cl3 0.960(19) 2.39(2) 3.306(3) 160(3) 2_676
N10 H10 Cl3 0.980(19) 2.27(3) 3.181(3) 154(4) 2_676
C12 H12 Cl2 0.95 2.89 3.487(4) 121.6 .
C017 H017 Cl4 0.95 2.98 3.854(4) 153.0 1_445
C45 H45 Cl1 0.95 2.74 3.593(4) 150.1 .
O1 H1 Cl4 0.84 2.49 3.191(12) 141.2 .
N80 H2 Cl4 0.69(4) 2.55(4) 3.226(4) 169(4) 2_665
C032 H3 Cl1 0.92(4) 2.60(4) 3.485(4) 160(3) 1_445
C72 H6 Cl2 0.91(4) 2.80(4) 3.596(4) 146(3) 1_455
N3 H4 Cl1 0.89(4) 2.56(5) 3.403(3) 158(4) 1_445
N68 H68 Cl3 0.960(19) 2.39(2) 3.306(3) 160(3) 2_676
N10 H10 Cl3 0.980(19) 2.27(3) 3.181(3) 154(4) 2_676

_refine_diff_density_max         1.942
_refine_diff_density_min         -1.716
_refine_diff_density_rms         0.113

_shelxl_version_number           2014/6


_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1555068'
# Add footnote if necessary


_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2017-12-08 downloaded from the CCDC.
;
# publcif _publ_body_element loop end
_audit_creation_method           SHELXL-2014/6
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 N6'
_chemical_formula_weight         316.37
_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'

_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 21/c'
_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                   10.1182(2)
_cell_length_b                   12.9469(3)
_cell_length_c                   12.1513(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.671(2)
_cell_angle_gamma                90
_cell_volume                     1569.19(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            3577
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.471
_diffrn_reflns_theta_min         2.893
_diffrn_reflns_v_R_equivalents   ?
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2314
_reflns_number_total             3577
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    ?
_computing_publication_material  ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    ?
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.042(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.761
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         3577
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      0.761
_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)+(0.1065P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1301
_refine_special_details          ?
_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
N1 N 0.64249(12) 0.31097(10) 0.50702(9) 0.0512(3) Uani 1 1 d . . . . .
N2 N 0.68415(10) 0.27976(9) 0.41064(9) 0.0440(3) Uani 1 1 d . . . . .
N3 N 0.85709(11) 0.20589(10) 0.33618(10) 0.0522(3) Uani 1 1 d . . . . .
N4 N 0.55365(11) 0.15022(9) 0.28812(9) 0.0435(3) Uani 1 1 d . . . . .
H4B H 0.6263(15) 0.1101(13) 0.2826(13) 0.058(5) Uiso 1 1 d . . . . .
N5 N 0.48847(12) 0.11055(9) 0.37326(10) 0.0457(3) Uani 1 1 d . . . . .
H5B H 0.5408(17) 0.0864(14) 0.4356(15) 0.066(5) Uiso 1 1 d . . . . .
N6 N 0.33385(12) -0.00365(10) 0.41873(11) 0.0573(3) Uani 1 1 d . . . . .
C1 C 0.59266(13) 0.25830(10) 0.30476(11) 0.0417(3) Uani 1 1 d . . . . .
H1 H 0.6444(13) 0.2732(11) 0.2469(12) 0.044(4) Uiso 1 1 d . . . . .
C2 C 0.47160(12) 0.32664(10) 0.29619(11) 0.0424(3) Uani 1 1 d . . . . .
C3 C 0.39473(15) 0.35024(12) 0.19340(12) 0.0539(4) Uani 1 1 d . . . . .
H3 H 0.4197 0.3258 0.1279 0.065 Uiso 1 1 calc R U . . .
C4 C 0.28059(16) 0.41044(13) 0.18903(15) 0.0638(4) Uani 1 1 d . . . . .
H4 H 0.2292 0.4261 0.1202 0.077 Uiso 1 1 calc R U . . .
C5 C 0.24219(16) 0.44735(13) 0.28516(16) 0.0638(4) Uani 1 1 d . . . . .
H5 H 0.1647 0.4868 0.2811 0.077 Uiso 1 1 calc R U . . .
C6 C 0.31877(15) 0.42575(12) 0.38710(15) 0.0587(4) Uani 1 1 d . . . . .
H6 H 0.2935 0.4511 0.4521 0.070 Uiso 1 1 calc R U . . .
C7 C 0.43425(13) 0.36584(11) 0.39313(12) 0.0465(3) Uani 1 1 d . . . . .
C8 C 0.52360(15) 0.34809(13) 0.49758(12) 0.0533(4) Uani 1 1 d . . . . .
H8 H 0.4978(16) 0.3718(14) 0.5686(14) 0.069(5) Uiso 1 1 d . . . . .
C9 C 0.82065(13) 0.25804(10) 0.42035(11) 0.0438(3) Uani 1 1 d . . . . .
C10 C 0.91188(14) 0.29094(13) 0.51333(14) 0.0581(4) Uani 1 1 d . . . . .
H10 H 0.8833 0.3267 0.5714 0.070 Uiso 1 1 calc R U . . .
C11 C 1.04483(16) 0.26861(15) 0.51581(17) 0.0729(5) Uani 1 1 d . . . . .
H11 H 1.1079 0.2886 0.5769 0.087 Uiso 1 1 calc R U . . .
C12 C 1.08538(16) 0.21686(15) 0.42844(18) 0.0737(5) Uani 1 1 d . . . . .
H12 H 1.1754 0.2023 0.4284 0.088 Uiso 1 1 calc R U . . .
C13 C 0.98793(15) 0.18745(14) 0.34100(15) 0.0636(4) Uani 1 1 d . . . . .
H13 H 1.0148 0.1526 0.2816 0.076 Uiso 1 1 calc R U . . .
C14 C 0.37358(13) 0.05397(10) 0.33910(11) 0.0415(3) Uani 1 1 d . . . . .
C15 C 0.30121(13) 0.05896(12) 0.23076(12) 0.0503(4) Uani 1 1 d . . . . .
H15 H 0.3299 0.1007 0.1772 0.060 Uiso 1 1 calc R U . . .
C16 C 0.18673(14) 0.00079(13) 0.20517(14) 0.0603(4) Uani 1 1 d . . . . .
H16 H 0.1380 0.0017 0.1331 0.072 Uiso 1 1 calc R U . . .
C17 C 0.14424(15) -0.05882(12) 0.28627(16) 0.0652(5) Uani 1 1 d . . . . .
H17 H 0.0670 -0.0988 0.2706 0.078 Uiso 1 1 calc R U . . .
C18 C 0.21970(17) -0.05713(13) 0.39078(16) 0.0675(5) Uani 1 1 d . . . . .
H18 H 0.1898 -0.0957 0.4463 0.081 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
N1 N2 1.3705(15) . ?
N1 C8 1.2825(19) . ?
N2 C1 1.4797(16) . ?
N2 C9 1.3949(17) . ?
N3 C9 1.3284(18) . ?
N3 C13 1.3368(19) . ?
N4 H4B 0.911(16) . ?
N4 C1 1.4587(17) . ?
N5 N4 1.4135(16) . ?
N5 H5B 0.904(18) . ?
N5 C14 1.3778(17) . ?
N6 C18 1.340(2) . ?
C1 H1 0.964(15) . ?
C2 C1 1.5004(19) . ?
C2 C3 1.3899(18) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.377(2) . ?
C5 H5 0.9300 . ?
C6 C5 1.375(2) . ?
C6 H6 0.9300 . ?
C7 C2 1.3920(19) . ?
C7 C6 1.394(2) . ?
C7 C8 1.448(2) . ?
C8 H8 0.991(17) . ?
C9 C10 1.3999(19) . ?
C10 H10 0.9300 . ?
C10 C11 1.371(2) . ?
C11 H11 0.9300 . ?
C12 C11 1.375(3) . ?
C12 H12 0.9300 . ?
C13 C12 1.376(2) . ?
C13 H13 0.9300 . ?
C14 N6 1.3361(17) . ?
C14 C15 1.3962(19) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.368(2) . ?
C18 H18 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
C8 N1 N2 116.91(12) . . ?
N1 N2 C1 124.13(10) . . ?
N1 N2 C9 115.44(11) . . ?
C9 N2 C1 120.10(11) . . ?
C9 N3 C13 117.26(13) . . ?
N5 N4 H4B 109.2(10) . . ?
N5 N4 C1 113.31(10) . . ?
C1 N4 H4B 110.7(10) . . ?
N4 N5 H5B 117.3(10) . . ?
C14 N5 N4 116.51(11) . . ?
C14 N5 H5B 114.5(11) . . ?
C14 N6 C18 117.14(13) . . ?
N2 C1 H1 105.1(8) . . ?
N2 C1 C2 109.50(10) . . ?
N4 C1 N2 114.57(10) . . ?
N4 C1 H1 105.0(8) . . ?
N4 C1 C2 110.94(11) . . ?
C2 C1 H1 111.6(8) . . ?
C3 C2 C1 121.27(13) . . ?
C3 C2 C7 119.33(13) . . ?
C7 C2 C1 119.40(11) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.64(15) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 120.95(15) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.80(15) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.06(15) . . ?
C7 C6 H6 120.0 . . ?
C2 C7 C6 120.19(13) . . ?
C2 C7 C8 117.75(12) . . ?
C6 C7 C8 121.93(14) . . ?
N1 C8 C7 125.18(13) . . ?
N1 C8 H8 114.7(9) . . ?
C7 C8 H8 119.8(9) . . ?
N3 C9 N2 115.87(12) . . ?
N3 C9 C10 123.05(13) . . ?
C10 C9 N2 121.07(13) . . ?
C9 C10 H10 121.1 . . ?
C11 C10 C9 117.71(15) . . ?
C11 C10 H10 121.1 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.31(16) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 121.2 . . ?
C13 C12 C11 117.57(15) . . ?
C13 C12 H12 121.2 . . ?
N3 C13 C12 124.07(16) . . ?
N3 C13 H13 118.0 . . ?
C12 C13 H13 118.0 . . ?
N5 C14 C15 122.80(12) . . ?
N6 C14 N5 114.83(12) . . ?
N6 C14 C15 122.33(13) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 C14 118.50(14) . . ?
C16 C15 H15 120.8 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.91(15) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 121.2 . . ?
C18 C17 C16 117.59(14) . . ?
C18 C17 H17 121.2 . . ?
N6 C18 C17 124.50(16) . . ?
N6 C18 H18 117.7 . . ?
C17 C18 H18 117.7 . . ?

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
N1 N2 C1 N4 -94.03(15) . . . . ?
N1 N2 C1 C2 31.33(17) . . . . ?
N1 N2 C9 N3 165.13(12) . . . . ?
N1 N2 C9 C10 -15.51(19) . . . . ?
N2 N1 C8 C7 -4.4(2) . . . . ?
N2 C9 C10 C11 -178.61(14) . . . . ?
N3 C9 C10 C11 0.7(2) . . . . ?
N3 C13 C12 C11 -0.2(3) . . . . ?
N4 N5 C14 N6 163.72(12) . . . . ?
N4 N5 C14 C15 -18.45(19) . . . . ?
N5 N4 C1 N2 58.84(15) . . . . ?
N5 N4 C1 C2 -65.76(13) . . . . ?
N5 C14 N6 C18 177.52(13) . . . . ?
N5 C14 C15 C16 -179.01(13) . . . . ?
N6 C14 C15 C16 -1.3(2) . . . . ?
C1 N2 C9 N3 -8.55(18) . . . . ?
C1 N2 C9 C10 170.81(13) . . . . ?
C1 C2 C3 C4 177.54(13) . . . . ?
C2 C3 C4 C5 0.0(2) . . . . ?
C2 C7 C6 C5 -0.8(2) . . . . ?
C2 C7 C8 N1 9.6(2) . . . . ?
C3 C2 C1 N2 156.83(12) . . . . ?
C3 C2 C1 N4 -75.74(15) . . . . ?
C3 C4 C5 C6 1.0(2) . . . . ?
C6 C7 C2 C1 -177.19(12) . . . . ?
C6 C7 C2 C3 1.8(2) . . . . ?
C6 C7 C8 N1 -166.23(15) . . . . ?
C7 C2 C1 N2 -24.22(16) . . . . ?
C7 C2 C1 N4 103.22(14) . . . . ?
C7 C2 C3 C4 -1.4(2) . . . . ?
C7 C6 C5 C4 -0.6(2) . . . . ?
C8 N1 N2 C1 -18.08(19) . . . . ?
C8 N1 N2 C9 168.53(13) . . . . ?
C8 C7 C2 C1 6.92(18) . . . . ?
C8 C7 C2 C3 -174.11(13) . . . . ?
C8 C7 C6 C5 174.94(14) . . . . ?
C9 N2 C1 N4 79.07(15) . . . . ?
C9 N2 C1 C2 -155.57(11) . . . . ?
C9 N3 C13 C12 1.6(2) . . . . ?
C9 C10 C11 C12 0.9(3) . . . . ?
C13 N3 C9 N2 177.44(13) . . . . ?
C13 N3 C9 C10 -1.9(2) . . . . ?
C13 C12 C11 C10 -1.1(3) . . . . ?
C14 N5 N4 C1 133.93(12) . . . . ?
C14 N6 C18 C17 2.0(2) . . . . ?
C14 C15 C16 C17 1.4(2) . . . . ?
C15 C14 N6 C18 -0.3(2) . . . . ?
C15 C16 C17 C18 0.1(2) . . . . ?
C16 C17 C18 N6 -1.9(3) . . . . ?

####################################################################### 
# 
# 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_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1412616'
_audit_update_record             
;
2017-12-06 deposited with the CCDC.
2017-12-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H38 Cl4 Cu2.50 La0.50 N12 O'
_chemical_formula_weight         1048.91

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'
O O 0.0106 0.0060 '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'
La La -0.2871 2.4523 '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                   11.8200(3)
_cell_length_b                   12.8808(3)
_cell_length_c                   15.6470(4)
_cell_angle_alpha                111.058(2)
_cell_angle_beta                 104.035(2)
_cell_angle_gamma                99.087(2)
_cell_volume                     2076.29(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    14386
_cell_measurement_theta_min      2.9277
_cell_measurement_theta_max      28.6595

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_F_000             1054
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    2.080
_shelx_estimated_absorpt_T_min   0.490
_shelx_estimated_absorpt_T_max   0.868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85138
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120.8(6)
_diffrn_measurement_method       'ω scans'
_diffrn_ambient_environment      N~2~
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.3756
_diffrn_reflns_number            29529
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.928
_diffrn_reflns_theta_max         28.660
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9780
_reflns_number_gt                8347
_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 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0595P)²+13.1959P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9780
_refine_ls_number_parameters     551
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1433
_refine_ls_wR_factor_gt          0.1356
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 0.5000 0.5000 0.5000 0.01879(10) Uani 1 2 d S . P . .
Cu1 Cu 0.16326(5) 0.86969(5) 0.88067(4) 0.01557(13) Uani 1 1 d . . . . .
Cu2 Cu 0.23447(5) 0.00896(5) 0.59879(4) 0.01535(13) Uani 1 1 d . . . . .
Cl1 Cl 0.34615(11) 0.28639(10) 0.36450(9) 0.0260(3) Uani 1 1 d . . . . .
Cl2 Cl 0.33078(11) 0.55484(10) 0.59477(9) 0.0261(3) Uani 1 1 d . . . . .
Cl3 Cl 0.41793(11) 0.60383(11) 0.37974(10) 0.0313(3) Uani 1 1 d . . . . .
N1 N 0.2422(3) 1.0086(3) 1.0115(3) 0.0133(7) Uani 1 1 d . . . . .
N2 N 0.0441(3) 0.9634(3) 0.8662(3) 0.0144(7) Uani 1 1 d . . . . .
N80 N 0.3368(3) -0.1065(3) 0.6060(2) 0.0123(7) Uani 1 1 d . . . . .
N55 N 0.1773(3) 1.0886(4) 1.0166(3) 0.0172(8) Uani 1 1 d . . . . .
N3 N 0.2876(3) 0.8111(3) 0.8177(3) 0.0138(7) Uani 1 1 d . . . . .
N4 N 0.3463(4) 0.2301(4) 0.6272(3) 0.0163(8) Uani 1 1 d . . . . .
N5 N 0.0743(3) 0.7011(3) 0.8124(3) 0.0167(7) Uani 1 1 d . . . . .
N6 N 0.2177(3) 0.1569(3) 0.6938(3) 0.0164(7) Uani 1 1 d . . . . .
N7 N 0.3229(3) 0.1212(3) 0.5571(2) 0.0122(7) Uani 1 1 d . . . . .
C95 C 0.4244(4) 0.9683(4) 1.0850(3) 0.0128(8) Uani 1 1 d . . . . .
N78 N 0.0992(3) -0.1295(3) 0.5613(3) 0.0162(7) Uani 1 1 d . . . . .
N9 N 0.2516(3) 0.6921(3) 0.7756(3) 0.0181(8) Uani 1 1 d D . . . .
N79 N 0.2593(3) -0.2105(3) 0.5842(3) 0.0168(7) Uani 1 1 d D . . . .
C90 C -0.0585(4) -0.3232(4) 0.5486(3) 0.0221(10) Uani 1 1 d . . . . .
H90 H -0.1126 -0.3892 0.5443 0.027 Uiso 1 1 calc R U . . .
C6 C 0.3874(4) 0.1126(4) 0.5000(3) 0.0136(8) Uani 1 1 d . . . . .
H6 H 0.4466 0.1799 0.5121 0.016 Uiso 1 1 calc R U . . .
C7 C 0.4597(4) 0.0039(4) 0.3681(3) 0.0128(8) Uani 1 1 d . . . . .
C8 C 0.1354(4) 0.6376(4) 0.7632(3) 0.0157(8) Uani 1 1 d . . . . .
C9 C 0.3743(4) 0.0056(4) 0.4180(3) 0.0117(8) Uani 1 1 d . . . . .
C10 C 0.4487(4) 0.9827(4) 0.8684(3) 0.0130(8) Uani 1 1 d . . . . .
C11 C 0.3440(4) 1.0426(4) 1.0798(3) 0.0157(8) Uani 1 1 d . . . . .
C12 C 0.5784(4) 0.8247(4) 1.0911(3) 0.0181(9) Uani 1 1 d . . . . .
H12 H 0.6304 0.7756 1.0919 0.022 Uiso 1 1 calc R U . . .
C13 C 0.2820(4) -0.0955(4) 0.3876(3) 0.0158(8) Uani 1 1 d . . . . .
H13 H 0.2240 -0.0953 0.4204 0.019 Uiso 1 1 calc R U . . .
C14 C -0.1368(4) 1.0062(4) 0.7955(3) 0.0220(10) Uani 1 1 d . . . . .
H14 H -0.2113 0.9826 0.7446 0.026 Uiso 1 1 calc R U . . .
C15 C 0.2858(4) 0.2500(4) 0.6929(3) 0.0159(8) Uani 1 1 d . . . . .
C16 C 0.3594(4) -0.1972(4) 0.2628(3) 0.0183(9) Uani 1 1 d . . . . .
H16 H 0.3548 -0.2662 0.2105 0.022 Uiso 1 1 calc R U . . .
C17 C 0.3970(4) 0.8575(4) 0.8254(3) 0.0151(8) Uani 1 1 d . . . . .
C18 C -0.0623(4) 0.9339(4) 0.7946(3) 0.0189(9) Uani 1 1 d . . . . .
H18 H -0.0865 0.8602 0.7416 0.023 Uiso 1 1 calc R U . . .
C19 C 0.4451(4) -0.1095(4) 0.6046(3) 0.0133(8) Uani 1 1 d . . . . .
H19 H 0.4638 -0.1818 0.5855 0.016 Uiso 1 1 calc R U . . .
C20 C 0.4538(4) 0.7772(4) 1.0461(3) 0.0187(9) Uani 1 1 d . . . . .
H20 H 0.4209 0.6957 1.0172 0.022 Uiso 1 1 calc R U . . .
C21 C 0.0745(4) 1.0649(4) 0.9418(3) 0.0144(8) Uani 1 1 d . . . . .
C22 C 0.3781(4) 0.8476(4) 1.0434(3) 0.0156(8) Uani 1 1 d . . . . .
H22 H 0.2932 0.8142 1.0128 0.019 Uiso 1 1 calc R U . . .
C23 C 0.3738(4) 1.0567(4) 0.8655(3) 0.0158(8) Uani 1 1 d . . . . .
H23 H 0.2891 1.0247 0.8332 0.019 Uiso 1 1 calc R U . . .
C24 C 0.4509(4) -0.0981(4) 0.2913(3) 0.0164(8) Uani 1 1 d . . . . .
H24 H 0.5084 -0.0997 0.2581 0.020 Uiso 1 1 calc R U . . .
C25 C -0.0969(5) 0.5340(5) 0.7393(4) 0.0272(11) Uani 1 1 d . . . . .
H25 H -0.1779 0.5001 0.7323 0.033 Uiso 1 1 calc R U . . .
C26 C 0.2279(5) 0.3782(5) 0.8168(4) 0.0285(11) Uani 1 1 d . . . . .
H26 H 0.2332 0.4538 0.8604 0.034 Uiso 1 1 calc R U . . .
C27 C 0.0055(4) 1.1448(4) 0.9470(3) 0.0179(9) Uani 1 1 d . . . . .
H27 H 0.0312 1.2179 1.0007 0.022 Uiso 1 1 calc R U . . .
C28 C -0.0414(4) 0.6489(4) 0.7984(3) 0.0227(10) Uani 1 1 d . . . . .
H28 H -0.0867 0.6939 0.8312 0.027 Uiso 1 1 calc R U . . .
C29 C 0.0607(4) -0.3192(4) 0.5605(3) 0.0183(9) Uani 1 1 d . . . . .
H29 H 0.0906 -0.3824 0.5636 0.022 Uiso 1 1 calc R U . . .
C30 C 0.2744(4) -0.1956(4) 0.3106(3) 0.0185(9) Uani 1 1 d . . . . .
H30 H 0.2110 -0.2632 0.2905 0.022 Uiso 1 1 calc R U . . .
C31 C -0.1001(4) -0.2296(5) 0.5426(3) 0.0238(10) Uani 1 1 d . . . . .
H31 H -0.1826 -0.2307 0.5347 0.029 Uiso 1 1 calc R U . . .
C32 C -0.1006(4) 1.1144(4) 0.8722(3) 0.0201(9) Uani 1 1 d . . . . .
H32 H -0.1486 1.1672 0.8731 0.024 Uiso 1 1 calc R U . . .
C33 C 0.1497(4) 0.1748(4) 0.7531(3) 0.0217(9) Uani 1 1 d . . . . .
H33 H 0.0977 0.1095 0.7518 0.026 Uiso 1 1 calc R U . . .
C34 C 0.1522(5) 0.2828(5) 0.8153(4) 0.0274(11) Uani 1 1 d . . . . .
H34 H 0.1034 0.2922 0.8562 0.033 Uiso 1 1 calc R U . . .
C35 C 0.0853(4) 0.5197(4) 0.7009(3) 0.0205(9) Uani 1 1 d . . . . .
H35 H 0.1311 0.4765 0.6672 0.025 Uiso 1 1 calc R U . . .
C77 C -0.0312(5) 0.4687(4) 0.6899(4) 0.0263(11) Uani 1 1 d . . . . .
H77 H -0.0671 0.3891 0.6487 0.032 Uiso 1 1 calc R U . . .
C36 C 0.1379(4) -0.2192(4) 0.5682(3) 0.0142(8) Uani 1 1 d . . . . .
C37 C -0.0197(4) -0.1363(4) 0.5484(3) 0.0206(9) Uani 1 1 d . . . . .
H37 H -0.0487 -0.0734 0.5431 0.025 Uiso 1 1 calc R U . . .
C38 C 0.2952(5) 0.3629(4) 0.7552(4) 0.0245(10) Uani 1 1 d . . . . .
H38 H 0.3468 0.4273 0.7549 0.029 Uiso 1 1 calc R U . . .
Cu3 Cu 0.0000 0.5000 0.0000 0.02391(19) Uani 1 2 d S . P . .
Cl12 Cl 0.15924(12) 0.60350(11) 0.00489(11) 0.0336(3) Uani 1 1 d . . . . .
O1 O 0.2981(4) 0.3098(4) 0.1632(3) 0.0407(10) Uani 1 1 d . U . . .
H1 H 0.3031 0.3328 0.2218 0.061 Uiso 1 1 calc R U . . .
C82 C 0.3987(7) 0.3727(6) 0.1548(5) 0.0483(16) Uani 1 1 d . U . . .
H82A H 0.4406 0.3196 0.1200 0.058 Uiso 1 1 calc R U . . .
H82B H 0.4563 0.4249 0.2199 0.058 Uiso 1 1 calc R U . . .
C83 C 0.3575(11) 0.4425(9) 0.0999(6) 0.085(3) Uani 1 1 d . U . . .
H83A H 0.4278 0.4871 0.0937 0.127 Uiso 1 1 calc R U . . .
H83B H 0.3011 0.3903 0.0354 0.127 Uiso 1 1 calc R U . . .
H83C H 0.3167 0.4953 0.1351 0.127 Uiso 1 1 calc R U . . .
H4 H 0.384(5) 0.272(5) 0.626(4) 0.014(15) Uiso 1 1 d . . . . .
H55 H 0.203(5) 1.147(5) 1.055(4) 0.013(13) Uiso 1 1 d . . . . .
H79 H 0.300(6) -0.273(4) 0.583(5) 0.045(19) Uiso 1 1 d D . . . .
H11 H 0.363(5) 1.118(5) 1.128(4) 0.016(13) Uiso 1 1 d . . . . .
H17 H 0.439(5) 0.811(5) 0.800(4) 0.019(13) Uiso 1 1 d . . . . .
H9 H 0.282(9) 0.655(9) 0.721(5) 0.11(4) 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
La1 Cl3 2.7575(12) 2_666 ?
La1 Cl3 2.7575(12) . ?
La1 Cl1 2.7803(12) . ?
La1 Cl1 2.7803(12) 2_666 ?
La1 Cl2 2.7983(11) . ?
La1 Cl2 2.7983(11) 2_666 ?
Cu1 N5 2.007(4) . ?
Cu1 N2 2.018(4) . ?
Cu1 N1 2.043(4) . ?
Cu1 N3 2.054(4) . ?
Cu2 N78 1.993(4) . ?
Cu2 N6 2.027(4) . ?
Cu2 N7 2.035(4) . ?
Cu2 N80 2.076(4) . ?
N1 C11 1.287(6) . ?
N1 N55 1.370(5) . ?
N2 C21 1.331(6) . ?
N2 C18 1.357(6) . ?
N80 C19 1.292(5) . ?
N80 N79 1.372(5) . ?
N55 C21 1.370(6) . ?
N55 H55 0.73(6) . ?
N3 C17 1.294(6) . ?
N3 N9 1.376(5) . ?
N4 C15 1.363(6) . ?
N4 N7 1.369(5) . ?
N4 H4 0.65(6) . ?
N5 C8 1.336(6) . ?
N5 C28 1.353(6) . ?
N6 C15 1.342(6) . ?
N6 C33 1.352(6) . ?
N7 C6 1.295(5) . ?
C95 C22 1.403(6) . ?
C95 C10 1.422(6) 2_677 ?
C95 C11 1.460(6) . ?
N78 C36 1.338(6) . ?
N78 C37 1.355(6) . ?
N9 C8 1.374(6) . ?
N9 H9 1.00(2) . ?
N79 C36 1.374(5) . ?
N79 H79 0.99(2) . ?
C90 C29 1.365(7) . ?
C90 C31 1.396(7) . ?
C90 H90 0.9500 . ?
C6 C9 1.462(6) . ?
C6 H6 0.9500 . ?
C7 C24 1.393(6) . ?
C7 C9 1.416(6) . ?
C7 C19 1.471(6) 2_656 ?
C8 C35 1.407(6) . ?
C9 C13 1.402(6) . ?
C10 C23 1.404(6) . ?
C10 C95 1.422(6) 2_677 ?
C10 C17 1.461(6) . ?
C11 H11 0.94(6) . ?
C12 C23 1.383(6) 2_677 ?
C12 C20 1.394(7) . ?
C12 H12 0.9500 . ?
C13 C30 1.384(6) . ?
C13 H13 0.9500 . ?
C14 C18 1.378(7) . ?
C14 C32 1.388(7) . ?
C14 H14 0.9500 . ?
C15 C38 1.398(6) . ?
C16 C24 1.384(6) . ?
C16 C30 1.390(6) . ?
C16 H16 0.9500 . ?
C17 H17 0.88(6) . ?
C18 H18 0.9500 . ?
C19 C7 1.471(6) 2_656 ?
C19 H19 0.9500 . ?
C20 C22 1.375(6) . ?
C20 H20 0.9500 . ?
C21 C27 1.402(6) . ?
C22 H22 0.9500 . ?
C23 C12 1.383(6) 2_677 ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C28 1.375(7) . ?
C25 C77 1.391(7) . ?
C25 H25 0.9500 . ?
C26 C38 1.373(7) . ?
C26 C34 1.390(8) . ?
C26 H26 0.9500 . ?
C27 C32 1.378(6) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C36 1.403(6) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C37 1.370(7) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C34 1.372(7) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 C77 1.369(7) . ?
C35 H35 0.9500 . ?
C77 H77 0.9500 . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
Cu3 Cl12 2.0953(13) . ?
Cu3 Cl12 2.0953(13) 2_565 ?
O1 C82 1.391(8) . ?
O1 H1 0.8400 . ?
C82 C83 1.507(11) . ?
C82 H82A 0.9900 . ?
C82 H82B 0.9900 . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl3 La1 Cl3 180.0 2_666 . ?
Cl3 La1 Cl1 89.00(4) 2_666 . ?
Cl3 La1 Cl1 91.00(4) . . ?
Cl3 La1 Cl1 91.00(4) 2_666 2_666 ?
Cl3 La1 Cl1 89.00(4) . 2_666 ?
Cl1 La1 Cl1 180.00(5) . 2_666 ?
Cl3 La1 Cl2 88.71(4) 2_666 . ?
Cl3 La1 Cl2 91.29(4) . . ?
Cl1 La1 Cl2 93.59(4) . . ?
Cl1 La1 Cl2 86.41(4) 2_666 . ?
Cl3 La1 Cl2 91.29(4) 2_666 2_666 ?
Cl3 La1 Cl2 88.71(4) . 2_666 ?
Cl1 La1 Cl2 86.41(4) . 2_666 ?
Cl1 La1 Cl2 93.59(4) 2_666 2_666 ?
Cl2 La1 Cl2 180.0 . 2_666 ?
N5 Cu1 N2 108.98(16) . . ?
N5 Cu1 N1 145.70(15) . . ?
N2 Cu1 N1 81.49(14) . . ?
N5 Cu1 N3 81.68(15) . . ?
N2 Cu1 N3 138.33(15) . . ?
N1 Cu1 N3 112.68(14) . . ?
N78 Cu2 N6 113.72(15) . . ?
N78 Cu2 N7 147.63(15) . . ?
N6 Cu2 N7 82.00(15) . . ?
N78 Cu2 N80 81.77(15) . . ?
N6 Cu2 N80 136.08(14) . . ?
N7 Cu2 N80 106.99(14) . . ?
C11 N1 N55 115.6(4) . . ?
C11 N1 Cu1 134.4(3) . . ?
N55 N1 Cu1 109.0(3) . . ?
C21 N2 C18 118.0(4) . . ?
C21 N2 Cu1 112.9(3) . . ?
C18 N2 Cu1 129.0(3) . . ?
C19 N80 N79 115.5(4) . . ?
C19 N80 Cu2 134.2(3) . . ?
N79 N80 Cu2 108.1(3) . . ?
C21 N55 N1 119.8(4) . . ?
C21 N55 H55 120(4) . . ?
N1 N55 H55 120(4) . . ?
C17 N3 N9 115.5(4) . . ?
C17 N3 Cu1 134.3(3) . . ?
N9 N3 Cu1 108.5(3) . . ?
C15 N4 N7 120.3(4) . . ?
C15 N4 H4 122(5) . . ?
N7 N4 H4 118(5) . . ?
C8 N5 C28 117.5(4) . . ?
C8 N5 Cu1 112.5(3) . . ?
C28 N5 Cu1 129.1(3) . . ?
C15 N6 C33 117.7(4) . . ?
C15 N6 Cu2 111.1(3) . . ?
C33 N6 Cu2 131.2(3) . . ?
C6 N7 N4 114.6(4) . . ?
C6 N7 Cu2 134.6(3) . . ?
N4 N7 Cu2 107.3(3) . . ?
C22 C95 C10 119.0(4) . 2_677 ?
C22 C95 C11 120.7(4) . . ?
C10 C95 C11 120.3(4) 2_677 . ?
C36 N78 C37 117.4(4) . . ?
C36 N78 Cu2 112.9(3) . . ?
C37 N78 Cu2 128.4(3) . . ?
C8 N9 N3 118.3(4) . . ?
C8 N9 H9 115(6) . . ?
N3 N9 H9 115(7) . . ?
N80 N79 C36 119.3(4) . . ?
N80 N79 H79 114(4) . . ?
C36 N79 H79 127(4) . . ?
C29 C90 C31 119.4(4) . . ?
C29 C90 H90 120.3 . . ?
C31 C90 H90 120.3 . . ?
N7 C6 C9 123.9(4) . . ?
N7 C6 H6 118.1 . . ?
C9 C6 H6 118.1 . . ?
C24 C7 C9 119.3(4) . . ?
C24 C7 C19 120.3(4) . 2_656 ?
C9 C7 C19 120.4(4) . 2_656 ?
N5 C8 N9 117.2(4) . . ?
N5 C8 C35 122.7(4) . . ?
N9 C8 C35 120.1(4) . . ?
C13 C9 C7 118.8(4) . . ?
C13 C9 C6 122.8(4) . . ?
C7 C9 C6 118.4(4) . . ?
C23 C10 C95 118.8(4) . 2_677 ?
C23 C10 C17 120.7(4) . . ?
C95 C10 C17 120.5(4) 2_677 . ?
N1 C11 C95 122.6(4) . . ?
N1 C11 H11 116(3) . . ?
C95 C11 H11 121(3) . . ?
C23 C12 C20 119.8(4) 2_677 . ?
C23 C12 H12 120.1 2_677 . ?
C20 C12 H12 120.1 . . ?
C30 C13 C9 120.8(4) . . ?
C30 C13 H13 119.6 . . ?
C9 C13 H13 119.6 . . ?
C18 C14 C32 118.6(4) . . ?
C18 C14 H14 120.7 . . ?
C32 C14 H14 120.7 . . ?
N6 C15 N4 116.8(4) . . ?
N6 C15 C38 122.6(4) . . ?
N4 C15 C38 120.6(4) . . ?
C24 C16 C30 119.9(4) . . ?
C24 C16 H16 120.0 . . ?
C30 C16 H16 120.0 . . ?
N3 C17 C10 122.1(4) . . ?
N3 C17 H17 118(4) . . ?
C10 C17 H17 120(4) . . ?
N2 C18 C14 122.7(4) . . ?
N2 C18 H18 118.6 . . ?
C14 C18 H18 118.6 . . ?
N80 C19 C7 121.8(4) . 2_656 ?
N80 C19 H19 119.1 . . ?
C7 C19 H19 119.1 2_656 . ?
C22 C20 C12 120.4(4) . . ?
C22 C20 H20 119.8 . . ?
C12 C20 H20 119.8 . . ?
N2 C21 N55 116.8(4) . . ?
N2 C21 C27 122.7(4) . . ?
N55 C21 C27 120.5(4) . . ?
C20 C22 C95 120.9(4) . . ?
C20 C22 H22 119.5 . . ?
C95 C22 H22 119.5 . . ?
C12 C23 C10 121.0(4) 2_677 . ?
C12 C23 H23 119.5 2_677 . ?
C10 C23 H23 119.5 . . ?
C16 C24 C7 121.0(4) . . ?
C16 C24 H24 119.5 . . ?
C7 C24 H24 119.5 . . ?
C28 C25 C77 118.3(4) . . ?
C28 C25 H25 120.9 . . ?
C77 C25 H25 120.9 . . ?
C38 C26 C34 120.0(5) . . ?
C38 C26 H26 120.0 . . ?
C34 C26 H26 120.0 . . ?
C32 C27 C21 118.3(4) . . ?
C32 C27 H27 120.9 . . ?
C21 C27 H27 120.9 . . ?
N5 C28 C25 123.4(4) . . ?
N5 C28 H28 118.3 . . ?
C25 C28 H28 118.3 . . ?
C90 C29 C36 118.4(4) . . ?
C90 C29 H29 120.8 . . ?
C36 C29 H29 120.8 . . ?
C13 C30 C16 120.1(4) . . ?
C13 C30 H30 120.0 . . ?
C16 C30 H30 120.0 . . ?
C37 C31 C90 118.7(4) . . ?
C37 C31 H31 120.6 . . ?
C90 C31 H31 120.6 . . ?
C27 C32 C14 119.5(4) . . ?
C27 C32 H32 120.2 . . ?
C14 C32 H32 120.2 . . ?
N6 C33 C34 123.1(5) . . ?
N6 C33 H33 118.5 . . ?
C34 C33 H33 118.5 . . ?
C33 C34 C26 118.3(5) . . ?
C33 C34 H34 120.8 . . ?
C26 C34 H34 120.8 . . ?
C77 C35 C8 118.3(4) . . ?
C77 C35 H35 120.8 . . ?
C8 C35 H35 120.8 . . ?
C35 C77 C25 119.8(5) . . ?
C35 C77 H77 120.1 . . ?
C25 C77 H77 120.1 . . ?
N78 C36 N79 117.2(4) . . ?
N78 C36 C29 123.0(4) . . ?
N79 C36 C29 119.8(4) . . ?
N78 C37 C31 123.1(5) . . ?
N78 C37 H37 118.5 . . ?
C31 C37 H37 118.5 . . ?
C26 C38 C15 118.1(5) . . ?
C26 C38 H38 120.9 . . ?
C15 C38 H38 120.9 . . ?
Cl12 Cu3 Cl12 180.0 . 2_565 ?
C82 O1 H1 109.5 . . ?
O1 C82 C83 108.9(7) . . ?
O1 C82 H82A 109.9 . . ?
C83 C82 H82A 109.9 . . ?
O1 C82 H82B 109.9 . . ?
C83 C82 H82B 109.9 . . ?
H82A C82 H82B 108.3 . . ?
C82 C83 H83A 109.5 . . ?
C82 C83 H83B 109.5 . . ?
H83A C83 H83B 109.5 . . ?
C82 C83 H83C 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 N1 N55 C21 172.8(4) . . . . ?
Cu1 N1 N55 C21 2.4(5) . . . . ?
C15 N4 N7 C6 -178.9(4) . . . . ?
C15 N4 N7 Cu2 -16.7(5) . . . . ?
C17 N3 N9 C8 -178.5(4) . . . . ?
Cu1 N3 N9 C8 14.3(5) . . . . ?
C19 N80 N79 C36 -169.2(4) . . . . ?
Cu2 N80 N79 C36 -3.5(5) . . . . ?
N4 N7 C6 C9 -177.6(4) . . . . ?
Cu2 N7 C6 C9 26.5(6) . . . . ?
C28 N5 C8 N9 178.1(4) . . . . ?
Cu1 N5 C8 N9 7.6(5) . . . . ?
C28 N5 C8 C35 -1.9(7) . . . . ?
Cu1 N5 C8 C35 -172.5(4) . . . . ?
N3 N9 C8 N5 -15.3(6) . . . . ?
N3 N9 C8 C35 164.7(4) . . . . ?
C24 C7 C9 C13 -0.8(6) . . . . ?
C19 C7 C9 C13 177.6(4) 2_656 . . . ?
C24 C7 C9 C6 178.4(4) . . . . ?
C19 C7 C9 C6 -3.3(6) 2_656 . . . ?
N7 C6 C9 C13 6.6(7) . . . . ?
N7 C6 C9 C7 -172.5(4) . . . . ?
N55 N1 C11 C95 -179.8(4) . . . . ?
Cu1 N1 C11 C95 -12.6(7) . . . . ?
C22 C95 C11 N1 -26.7(6) . . . . ?
C10 C95 C11 N1 152.6(4) 2_677 . . . ?
C7 C9 C13 C30 0.3(6) . . . . ?
C6 C9 C13 C30 -178.8(4) . . . . ?
C33 N6 C15 N4 -175.1(4) . . . . ?
Cu2 N6 C15 N4 3.5(5) . . . . ?
C33 N6 C15 C38 4.7(7) . . . . ?
Cu2 N6 C15 C38 -176.7(4) . . . . ?
N7 N4 C15 N6 9.5(6) . . . . ?
N7 N4 C15 C38 -170.3(4) . . . . ?
N9 N3 C17 C10 -180.0(4) . . . . ?
Cu1 N3 C17 C10 -16.9(7) . . . . ?
C23 C10 C17 N3 -27.4(6) . . . . ?
C95 C10 C17 N3 151.8(4) 2_677 . . . ?
C21 N2 C18 C14 2.7(7) . . . . ?
Cu1 N2 C18 C14 178.2(4) . . . . ?
C32 C14 C18 N2 0.9(7) . . . . ?
N79 N80 C19 C7 -176.4(4) . . . 2_656 ?
Cu2 N80 C19 C7 22.7(6) . . . 2_656 ?
C23 C12 C20 C22 1.0(7) 2_677 . . . ?
C18 N2 C21 N55 174.8(4) . . . . ?
Cu1 N2 C21 N55 -1.4(5) . . . . ?
C18 N2 C21 C27 -4.4(6) . . . . ?
Cu1 N2 C21 C27 179.4(3) . . . . ?
N1 N55 C21 N2 -0.7(6) . . . . ?
N1 N55 C21 C27 178.5(4) . . . . ?
C12 C20 C22 C95 0.4(7) . . . . ?
C10 C95 C22 C20 -0.8(6) 2_677 . . . ?
C11 C95 C22 C20 178.5(4) . . . . ?
C95 C10 C23 C12 -1.5(6) 2_677 . . 2_677 ?
C17 C10 C23 C12 177.8(4) . . . 2_677 ?
C30 C16 C24 C7 0.3(7) . . . . ?
C9 C7 C24 C16 0.5(6) . . . . ?
C19 C7 C24 C16 -177.9(4) 2_656 . . . ?
N2 C21 C27 C32 2.6(7) . . . . ?
N55 C21 C27 C32 -176.6(4) . . . . ?
C8 N5 C28 C25 2.3(7) . . . . ?
Cu1 N5 C28 C25 171.0(4) . . . . ?
C77 C25 C28 N5 -1.2(8) . . . . ?
C31 C90 C29 C36 1.1(7) . . . . ?
C9 C13 C30 C16 0.6(7) . . . . ?
C24 C16 C30 C13 -0.9(7) . . . . ?
C29 C90 C31 C37 0.4(7) . . . . ?
C21 C27 C32 C14 1.0(7) . . . . ?
C18 C14 C32 C27 -2.7(7) . . . . ?
C15 N6 C33 C34 -3.4(7) . . . . ?
Cu2 N6 C33 C34 178.3(4) . . . . ?
N6 C33 C34 C26 0.2(8) . . . . ?
C38 C26 C34 C33 1.8(8) . . . . ?
N5 C8 C35 C77 0.5(7) . . . . ?
N9 C8 C35 C77 -179.5(4) . . . . ?
C8 C35 C77 C25 0.6(7) . . . . ?
C28 C25 C77 C35 -0.2(8) . . . . ?
C37 N78 C36 N79 -178.1(4) . . . . ?
Cu2 N78 C36 N79 -9.8(5) . . . . ?
C37 N78 C36 C29 1.4(6) . . . . ?
Cu2 N78 C36 C29 169.6(3) . . . . ?
N80 N79 C36 N78 9.2(6) . . . . ?
N80 N79 C36 C29 -170.3(4) . . . . ?
C90 C29 C36 N78 -2.1(7) . . . . ?
C90 C29 C36 N79 177.3(4) . . . . ?
C36 N78 C37 C31 0.3(7) . . . . ?
Cu2 N78 C37 C31 -165.8(4) . . . . ?
C90 C31 C37 N78 -1.2(7) . . . . ?
C34 C26 C38 C15 -0.7(8) . . . . ?
N6 C15 C38 C26 -2.7(7) . . . . ?
N4 C15 C38 C26 177.0(5) . . . . ?

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
_geom_hbond_publ_flag
C6 H6 Cl3 0.95 2.66 3.533(4) 152.9 2_666 y
C25 H25 Cl3 0.95 2.76 3.618(5) 150.6 2_566 y
C28 H28 O1 0.95 2.52 3.319(6) 142.4 2_566 y
C31 H31 Cl1 0.95 2.93 3.639(5) 132.4 2_556 y
O1 H1 Cl1 0.84 2.47 3.194(5) 144.8 . y
C82 H82B Cl3 0.99 2.92 3.629(7) 129.6 . y
N4 H4 Cl3 0.65(6) 2.66(6) 3.284(4) 162(6) 2_666 y
N55 H55 O1 0.73(6) 2.07(6) 2.802(6) 172(6) 1_566 y
N79 H79 Cl2 0.99(2) 2.37(3) 3.313(4) 158(6) 1_545 y
C11 H11 O1 0.94(6) 2.61(5) 3.398(6) 141(4) 1_566 y
C19 H19 Cl1 0.95 2.89 3.675(4) 141.0 2_656 y
N9 H9 Cl2 1.00(2) 2.20(2) 3.197(4) 173(9) . y

_refine_diff_density_max         4.282
_refine_diff_density_min         -3.100
_refine_diff_density_rms         0.156

####################################################################### 
# 
# 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_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1412617'
_audit_update_record             
;
2017-12-06 deposited with the CCDC.
2017-12-08 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/6
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H32 Cl4 Cu3 Mn0.50 N12 O0'
_chemical_formula_weight         992.62
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'
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'

_cell_length_a                   11.6842(3)
_cell_length_b                   12.3404(4)
_cell_length_c                   15.7885(3)
_cell_angle_alpha                112.226(3)
_cell_angle_beta                 102.317(2)
_cell_angle_gamma                98.889(3)
_cell_volume                     1988.00(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    15421
_cell_measurement_theta_min      2.9134
_cell_measurement_theta_max      30.4992
_shelx_estimated_absorpt_T_max   0.887
_shelx_estimated_absorpt_T_min   0.628
_exptl_absorpt_coefficient_mu    2.055
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             999
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.060
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            53005
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.567
_diffrn_reflns_theta_min         2.919
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8601
_reflns_number_total             11473
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    ?
_computing_publication_material  ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    ?
_refine_diff_density_max         5.015
_refine_diff_density_min         -3.716
_refine_diff_density_rms         0.191
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     542
_refine_ls_number_reflns         11473
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0982
_refine_ls_R_factor_gt           0.0731
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1281P)²+8.0464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1984
_refine_ls_wR_factor_ref         0.2262
_refine_special_details          ?
_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
Cu1a Cu 0.73718(5) 0.01361(5) 0.60159(4) 0.02226(14) Uani 1 1 d . . . . .
Cu1b Cu 0.66707(5) 0.86673(5) 0.88324(4) 0.02455(15) Uani 1 1 d . . . . .
N4a N 0.8297(3) 0.1289(3) 0.5595(3) 0.0197(7) Uani 1 1 d . . . . .
N6b N 0.5466(3) 0.9644(4) 0.8653(3) 0.0260(8) Uani 1 1 d . . . . .
N6a N 0.7314(3) 0.1728(4) 0.7023(3) 0.0231(7) Uani 1 1 d . . . . .
N5b N 0.6687(3) 1.0976(4) 1.0183(3) 0.0261(8) Uani 1 1 d D . . . .
C3a C 1.0487(4) 0.1091(4) 0.7130(3) 0.0226(8) Uani 1 1 d . . . . .
H3a H 0.9919 0.1124 0.7484 0.027 Uiso 1 1 calc R U . . .
N2a N 0.7620(3) -0.2137(3) 0.5963(3) 0.0228(7) Uani 1 1 d D . . . .
N3a N 0.6014(3) -0.1315(3) 0.5636(3) 0.0219(7) Uani 1 1 d . . . . .
N5a N 0.8573(3) 0.2445(3) 0.6302(3) 0.0236(7) Uani 1 1 d D . . . .
C7b C 0.9136(4) 0.9697(4) 1.0856(3) 0.0210(8) Uani 1 1 d . . . . .
N2b N 0.7620(4) 0.6780(4) 0.7820(3) 0.0275(8) Uani 1 1 d D . . . .
N4b N 0.7349(3) 1.0137(3) 1.0130(3) 0.0219(7) Uani 1 1 d . . . . .
N3b N 0.5798(3) 0.6898(4) 0.8153(3) 0.0261(8) Uani 1 1 d . . . . .
N1b N 0.7972(3) 0.8028(4) 0.8232(3) 0.0223(7) Uani 1 1 d . . . . .
C14b C 0.6433(4) 0.6217(4) 0.7660(3) 0.0250(8) Uani 1 1 d . . . . .
C4b C 1.0681(5) 0.8160(5) 1.0803(3) 0.0297(9) Uani 1 1 d . . . . .
H4b H 1.1205 0.7637 1.0767 0.036 Uiso 1 1 calc R U . . .
C7a C 0.8739(4) 0.0038(4) 0.4153(3) 0.0190(7) Uani 1 1 d . . . . .
N1a N 0.8397(3) -0.1065(3) 0.6136(3) 0.0195(7) Uani 1 1 d . . . . .
C5b C 0.9429(5) 0.7676(5) 1.0404(3) 0.0315(10) Uani 1 1 d . . . . .
H5b H 0.9098 0.6822 1.0108 0.038 Uiso 1 1 calc R U . . .
C6a C 0.7830(4) -0.1018(4) 0.3890(3) 0.0229(8) Uani 1 1 d . . . . .
H6a H 0.7250 -0.1002 0.4231 0.028 Uiso 1 1 calc R U . . .
C4a C 1.1380(4) 0.2128(5) 0.7363(3) 0.0260(9) Uani 1 1 d . . . . .
C8b C 0.8331(4) 1.0490(4) 1.0830(3) 0.0238(8) Uani 1 1 d . . . . .
C5a C 0.7781(4) -0.2082(5) 0.3133(4) 0.0280(10) Uani 1 1 d . . . . .
C2a C 1.0422(4) 0.0000(4) 0.6374(3) 0.0193(7) Uani 1 1 d . . . . .
C2b C 0.9597(4) 0.9807(4) 0.8729(3) 0.0215(8) Uani 1 1 d . . . . .
C14a C 0.6402(4) -0.2232(4) 0.5753(3) 0.0206(8) Uani 1 1 d . . . . .
C16a C 0.4390(4) -0.3328(4) 0.5493(3) 0.0260(9) Uani 1 1 d . . . . .
H16a H 0.3835 -0.4007 0.5454 0.031 Uiso 1 1 calc R U . . .
C15a C 0.5607(4) -0.3269(4) 0.5679(3) 0.0229(8) Uani 1 1 d . . . . .
H15a H 0.5905 -0.3911 0.5755 0.028 Uiso 1 1 calc R U . . .
C9b C 0.5708(4) 1.0707(4) 0.9393(3) 0.0240(8) Uani 1 1 d . . . . .
C9a C 0.8070(4) 0.2676(4) 0.7044(3) 0.0230(8) Uani 1 1 d . . . . .
C15b C 0.5948(4) 0.4994(4) 0.7020(4) 0.0294(9) Uani 1 1 d . . . . .
H15b H 0.6436 0.4529 0.6710 0.035 Uiso 1 1 calc R U . . .
C8a C 0.8881(4) 0.1173(4) 0.4971(3) 0.0223(8) Uani 1 1 d . . . . .
C6b C 0.8675(4) 0.8434(4) 1.0438(3) 0.0272(9) Uani 1 1 d . . . . .
H6b H 0.7823 0.8094 1.0173 0.033 Uiso 1 1 calc R U . . .
C11a C 0.7743(6) 0.4049(5) 0.8451(4) 0.0374(11) Uani 1 1 d . . . . .
H11a H 0.7907 0.4835 0.8954 0.045 Uiso 1 1 calc R U . . .
C10a C 0.8347(5) 0.3857(4) 0.7764(4) 0.0312(10) Uani 1 1 d . . . . .
H10a H 0.8928 0.4501 0.7780 0.037 Uiso 1 1 calc R U . . .
C10b C 0.5025(4) 1.1546(5) 0.9418(4) 0.0289(9) Uani 1 1 d . . . . .
H10b H 0.5245 1.2316 0.9950 0.035 Uiso 1 1 calc R U . . .
C1b C 0.9078(4) 0.8492(4) 0.8311(3) 0.0243(8) Uani 1 1 d . . . . .
C16b C 0.4737(4) 0.4483(4) 0.6854(4) 0.0311(10) Uani 1 1 d . . . . .
H16b H 0.4372 0.3660 0.6415 0.037 Uiso 1 1 calc R U . . .
C18a C 0.4805(4) -0.1414(5) 0.5442(4) 0.0273(9) Uani 1 1 d . . . . .
H18a H 0.4519 -0.0772 0.5357 0.033 Uiso 1 1 calc R U . . .
C1a C 0.9493(4) -0.1099(4) 0.6151(3) 0.0202(7) Uani 1 1 d . . . . .
C13b C 0.4450(4) 0.9318(5) 0.7912(3) 0.0318(10) Uani 1 1 d . . . . .
H13b H 0.4243 0.8538 0.7395 0.038 Uiso 1 1 calc R U . . .
C3b C 0.8845(4) 1.0600(5) 0.8749(3) 0.0263(9) Uani 1 1 d . . . . .
H3b H 0.7996 1.0275 0.8448 0.032 Uiso 1 1 calc R U . . .
C12a C 0.6892(5) 0.3082(5) 0.8403(4) 0.0361(11) Uani 1 1 d . . . . .
H12a H 0.6443 0.3207 0.8852 0.043 Uiso 1 1 calc R U . . .
C13a C 0.6718(4) 0.1950(5) 0.7693(4) 0.0287(9) Uani 1 1 d . . . . .
H13a H 0.6153 0.1290 0.7671 0.034 Uiso 1 1 calc R U . . .
C12b C 0.3713(5) 1.0075(6) 0.7884(4) 0.0361(11) Uani 1 1 d . . . . .
H12b H 0.3009 0.9823 0.7355 0.043 Uiso 1 1 calc R U . . .
C11b C 0.4013(5) 1.1215(6) 0.8641(4) 0.0342(11) Uani 1 1 d . . . . .
H11b H 0.3530 1.1764 0.8627 0.041 Uiso 1 1 calc R U . . .
C17a C 0.3974(4) -0.2385(5) 0.5362(4) 0.0290(9) Uani 1 1 d . . . . .
H17a H 0.3134 -0.2417 0.5221 0.035 Uiso 1 1 calc R U . . .
C18b C 0.4613(4) 0.6369(5) 0.7966(4) 0.0314(10) Uani 1 1 d . . . . .
H18b H 0.4142 0.6846 0.8290 0.038 Uiso 1 1 calc R U . . .
C17b C 0.4055(5) 0.5186(5) 0.7337(4) 0.0355(11) Uani 1 1 d . . . . .
H17b H 0.3221 0.4852 0.7232 0.043 Uiso 1 1 calc R U . . .
Mn1 Mn 0.0000 0.5000 0.5000 0.0241(2) Uani 1 2 d S . P . .
Cl1 Cl 0.09116(10) 0.39993(10) 0.59843(8) 0.0264(2) Uani 1 1 d . . . . .
Cl2 Cl 0.15304(10) 0.70389(11) 0.63003(9) 0.0298(2) Uani 1 1 d . . . . .
Cl3 Cl 0.14649(10) 0.45283(11) 0.39586(9) 0.0306(2) Uani 1 1 d . . . . .
Cl4 Cl 0.16088(17) 0.62951(14) 0.86705(10) 0.0496(4) Uani 1 1 d . . . . .
Cu3 Cu 0.12666(9) 0.60606(7) 0.72015(6) 0.0501(2) Uani 1 1 d . . . . .
H1b H 0.952(5) 0.785(5) 0.804(4) 0.016(12) Uiso 1 1 d . . . . .
H5bb H 0.712(6) 1.184(3) 1.063(4) 0.042(18) Uiso 1 1 d D . . . .
H5a H 0.752(8) -0.261(8) 0.302(7) 0.06(3) Uiso 1 1 d . . . . .
H8b H 0.845(5) 1.136(5) 1.131(4) 0.015(12) Uiso 1 1 d . . . . .
H4a H 1.137(6) 0.270(6) 0.773(5) 0.034(17) Uiso 1 1 d . . . . .
H8a H 0.945(6) 0.168(6) 0.508(5) 0.031(16) Uiso 1 1 d . . . . .
H5aa H 0.916(8) 0.303(7) 0.620(7) 0.09(3) Uiso 1 1 d D . . . .
H1a H 0.966(6) -0.174(6) 0.602(5) 0.031(16) Uiso 1 1 d . . . . .
H2b H 0.784(11) 0.607(8) 0.742(8) 0.12(4) Uiso 1 1 d D . . . .
H2a H 0.800(8) -0.283(6) 0.587(7) 0.08(3) 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
Cu1a N4a 2.044(4) . ?
Cu1a N6a 2.029(4) . ?
Cu1a N3a 1.997(4) . ?
Cu1a N1a 2.081(4) . ?
Cu1b N6b 2.032(4) . ?
Cu1b N4b 2.041(4) . ?
Cu1b N3b 2.008(4) . ?
Cu1b N1b 2.062(4) . ?
N4a N5a 1.373(5) . ?
N4a C8a 1.293(6) . ?
N6b C9b 1.323(6) . ?
N6b C13b 1.358(6) . ?
N6a C9a 1.338(6) . ?
N6a C13a 1.354(6) . ?
N5b N4b 1.374(6) . ?
N5b C9b 1.391(5) . ?
N5b H5bb 1.00(2) . ?
C3a H3a 0.9500 . ?
C3a C4a 1.389(6) . ?
C3a C2a 1.399(6) . ?
N2a N1a 1.378(5) . ?
N2a C14a 1.366(5) . ?
N2a H2a 1.00(2) . ?
N3a C14a 1.342(6) . ?
N3a C18a 1.356(6) . ?
N5a C9a 1.374(6) . ?
N5a H5aa 1.00(2) . ?
C7b C8b 1.464(6) . ?
C7b C2b 1.414(6) 2_777 ?
C7b C6b 1.402(6) . ?
N2b N1b 1.377(6) . ?
N2b C14b 1.374(6) . ?
N2b H2b 0.98(5) . ?
N4b C8b 1.291(5) . ?
N3b C14b 1.344(6) . ?
N3b C18b 1.353(6) . ?
N1b C1b 1.289(6) . ?
C14b C15b 1.399(7) . ?
C4b H4b 0.9500 . ?
C4b C5b 1.395(7) . ?
C4b C3b 1.379(7) 2_777 ?
C7a C6a 1.405(6) . ?
C7a C2a 1.411(6) 2_756 ?
C7a C8a 1.457(6) . ?
N1a C1a 1.283(5) . ?
C5b H5b 0.9500 . ?
C5b C6b 1.375(7) . ?
C6a H6a 0.9500 . ?
C6a C5a 1.385(7) . ?
C4a C5a 1.374(7) 2_756 ?
C4a H4a 0.73(7) . ?
C8b H8b 1.02(5) . ?
C5a C4a 1.374(7) 2_756 ?
C5a H5a 0.62(9) . ?
C2a C7a 1.411(6) 2_756 ?
C2a C1a 1.470(6) . ?
C2b C7b 1.414(6) 2_777 ?
C2b C1b 1.467(6) . ?
C2b C3b 1.409(6) . ?
C14a C15a 1.409(6) . ?
C16a H16a 0.9500 . ?
C16a C15a 1.373(6) . ?
C16a C17a 1.396(7) . ?
C15a H15a 0.9500 . ?
C9b C10b 1.396(7) . ?
C9a C10a 1.402(7) . ?
C15b H15b 0.9500 . ?
C15b C16b 1.382(7) . ?
C8a H8a 0.78(7) . ?
C6b H6b 0.9500 . ?
C11a H11a 0.9500 . ?
C11a C10a 1.384(7) . ?
C11a C12a 1.397(8) . ?
C10a H10a 0.9500 . ?
C10b H10b 0.9500 . ?
C10b C11b 1.387(7) . ?
C1b H1b 1.02(5) . ?
C16b H16b 0.9500 . ?
C16b C17b 1.393(8) . ?
C18a H18a 0.9500 . ?
C18a C17a 1.366(7) . ?
C1a H1a 0.80(7) . ?
C13b H13b 0.9500 . ?
C13b C12b 1.370(8) . ?
C3b C4b 1.379(7) 2_777 ?
C3b H3b 0.9500 . ?
C12a H12a 0.9500 . ?
C12a C13a 1.371(8) . ?
C13a H13a 0.9500 . ?
C12b H12b 0.9500 . ?
C12b C11b 1.389(8) . ?
C11b H11b 0.9500 . ?
C17a H17a 0.9500 . ?
C18b H18b 0.9500 . ?
C18b C17b 1.370(7) . ?
C17b H17b 0.9500 . ?
Mn1 Cl1 2.4954(11) . ?
Mn1 Cl1 2.4953(11) 2_566 ?
Mn1 Cl2 2.6227(12) 2_566 ?
Mn1 Cl2 2.6227(12) . ?
Mn1 Cl3 2.5993(11) 2_566 ?
Mn1 Cl3 2.5993(11) . ?
Mn1 Cu3 3.1224(9) 2_566 ?
Mn1 Cu3 3.1224(9) . ?
Cl1 Cu3 2.4436(14) . ?
Cl2 Cu3 2.2246(14) . ?
Cl4 Cu3 2.1642(16) . ?

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
N4a Cu1a N1a 107.84(14) . . ?
N6a Cu1a N4a 81.49(15) . . ?
N6a Cu1a N1a 130.16(15) . . ?
N3a Cu1a N4a 147.19(15) . . ?
N3a Cu1a N6a 117.16(15) . . ?
N3a Cu1a N1a 81.43(14) . . ?
N6b Cu1b N4b 80.83(15) . . ?
N6b Cu1b N1b 138.22(15) . . ?
N4b Cu1b N1b 114.40(15) . . ?
N3b Cu1b N6b 108.70(17) . . ?
N3b Cu1b N4b 145.01(16) . . ?
N3b Cu1b N1b 81.42(16) . . ?
N5a N4a Cu1a 108.1(3) . . ?
C8a N4a Cu1a 135.4(3) . . ?
C8a N4a N5a 114.3(4) . . ?
C9b N6b Cu1b 113.2(3) . . ?
C9b N6b C13b 118.2(4) . . ?
C13b N6b Cu1b 128.5(4) . . ?
C9a N6a Cu1a 111.8(3) . . ?
C9a N6a C13a 117.6(4) . . ?
C13a N6a Cu1a 130.4(3) . . ?
N4b N5b C9b 117.9(4) . . ?
N4b N5b H5bb 117(4) . . ?
C9b N5b H5bb 120(4) . . ?
C4a C3a H3a 120.0 . . ?
C4a C3a C2a 120.1(4) . . ?
C2a C3a H3a 120.0 . . ?
N1a N2a H2a 115(6) . . ?
C14a N2a N1a 118.7(4) . . ?
C14a N2a H2a 125(6) . . ?
C14a N3a Cu1a 112.7(3) . . ?
C14a N3a C18a 117.3(4) . . ?
C18a N3a Cu1a 129.0(3) . . ?
N4a N5a C9a 120.1(4) . . ?
N4a N5a H5aa 112(6) . . ?
C9a N5a H5aa 128(6) . . ?
C2b C7b C8b 120.3(4) 2_777 . ?
C6b C7b C8b 120.9(4) . . ?
C6b C7b C2b 118.7(4) . 2_777 ?
N1b N2b H2b 142(8) . . ?
C14b N2b N1b 118.3(4) . . ?
C14b N2b H2b 97(8) . . ?
N5b N4b Cu1b 110.7(3) . . ?
C8b N4b Cu1b 133.2(3) . . ?
C8b N4b N5b 115.4(4) . . ?
C14b N3b Cu1b 112.8(3) . . ?
C14b N3b C18b 117.0(4) . . ?
C18b N3b Cu1b 128.5(4) . . ?
N2b N1b Cu1b 108.5(3) . . ?
C1b N1b Cu1b 135.0(3) . . ?
C1b N1b N2b 114.9(4) . . ?
N2b C14b C15b 120.2(4) . . ?
N3b C14b N2b 116.5(4) . . ?
N3b C14b C15b 123.3(4) . . ?
C5b C4b H4b 120.1 . . ?
C3b C4b H4b 120.1 2_777 . ?
C3b C4b C5b 119.7(5) 2_777 . ?
C6a C7a C2a 119.1(4) . 2_756 ?
C6a C7a C8a 122.9(4) . . ?
C2a C7a C8a 118.0(4) 2_756 . ?
N2a N1a Cu1a 108.4(2) . . ?
C1a N1a Cu1a 134.1(3) . . ?
C1a N1a N2a 115.8(4) . . ?
C4b C5b H5b 120.0 . . ?
C6b C5b C4b 120.1(5) . . ?
C6b C5b H5b 120.0 . . ?
C7a C6a H6a 120.0 . . ?
C5a C6a C7a 119.9(4) . . ?
C5a C6a H6a 120.0 . . ?
C3a C4a H4a 118(5) . . ?
C5a C4a C3a 120.2(5) 2_756 . ?
C5a C4a H4a 121(6) 2_756 . ?
C7b C8b H8b 128(3) . . ?
N4b C8b C7b 121.2(4) . . ?
N4b C8b H8b 111(3) . . ?
C6a C5a H5a 131(9) . . ?
C4a C5a C6a 121.0(5) 2_756 . ?
C4a C5a H5a 106(9) 2_756 . ?
C3a C2a C7a 119.6(4) . 2_756 ?
C3a C2a C1a 119.6(4) . . ?
C7a C2a C1a 120.8(4) 2_756 . ?
C7b C2b C1b 120.3(4) 2_777 . ?
C3b C2b C7b 118.8(4) . 2_777 ?
C3b C2b C1b 120.9(4) . . ?
N2a C14a C15a 119.4(4) . . ?
N3a C14a N2a 118.0(4) . . ?
N3a C14a C15a 122.6(4) . . ?
C15a C16a H16a 120.2 . . ?
C15a C16a C17a 119.6(4) . . ?
C17a C16a H16a 120.2 . . ?
C14a C15a H15a 120.8 . . ?
C16a C15a C14a 118.3(4) . . ?
C16a C15a H15a 120.8 . . ?
N6b C9b N5b 117.3(4) . . ?
N6b C9b C10b 123.3(4) . . ?
N5b C9b C10b 119.4(4) . . ?
N6a C9a N5a 116.4(4) . . ?
N6a C9a C10a 123.4(4) . . ?
N5a C9a C10a 120.1(4) . . ?
C14b C15b H15b 121.0 . . ?
C16b C15b C14b 117.9(5) . . ?
C16b C15b H15b 121.0 . . ?
N4a C8a C7a 124.4(4) . . ?
N4a C8a H8a 120(5) . . ?
C7a C8a H8a 114(5) . . ?
C7b C6b H6b 119.3 . . ?
C5b C6b C7b 121.4(4) . . ?
C5b C6b H6b 119.3 . . ?
C10a C11a H11a 120.1 . . ?
C10a C11a C12a 119.8(5) . . ?
C12a C11a H11a 120.1 . . ?
C9a C10a H10a 121.3 . . ?
C11a C10a C9a 117.4(5) . . ?
C11a C10a H10a 121.3 . . ?
C9b C10b H10b 121.2 . . ?
C11b C10b C9b 117.7(5) . . ?
C11b C10b H10b 121.2 . . ?
N1b C1b C2b 121.9(4) . . ?
N1b C1b H1b 113(3) . . ?
C2b C1b H1b 125(3) . . ?
C15b C16b H16b 120.3 . . ?
C15b C16b C17b 119.5(5) . . ?
C17b C16b H16b 120.3 . . ?
N3a C18a H18a 118.1 . . ?
N3a C18a C17a 123.8(4) . . ?
C17a C18a H18a 118.1 . . ?
N1a C1a C2a 121.0(4) . . ?
N1a C1a H1a 118(5) . . ?
C2a C1a H1a 121(5) . . ?
N6b C13b H13b 118.8 . . ?
N6b C13b C12b 122.4(5) . . ?
C12b C13b H13b 118.8 . . ?
C4b C3b C2b 121.2(4) 2_777 . ?
C4b C3b H3b 119.4 2_777 . ?
C2b C3b H3b 119.4 . . ?
C11a C12a H12a 120.7 . . ?
C13a C12a C11a 118.5(5) . . ?
C13a C12a H12a 120.7 . . ?
N6a C13a C12a 123.1(5) . . ?
N6a C13a H13a 118.4 . . ?
C12a C13a H13a 118.4 . . ?
C13b C12b H12b 120.6 . . ?
C13b C12b C11b 118.9(5) . . ?
C11b C12b H12b 120.6 . . ?
C10b C11b C12b 119.4(5) . . ?
C10b C11b H11b 120.3 . . ?
C12b C11b H11b 120.3 . . ?
C16a C17a H17a 120.8 . . ?
C18a C17a C16a 118.4(4) . . ?
C18a C17a H17a 120.8 . . ?
N3b C18b H18b 118.2 . . ?
N3b C18b C17b 123.7(5) . . ?
C17b C18b H18b 118.2 . . ?
C16b C17b H17b 120.7 . . ?
C18b C17b C16b 118.6(5) . . ?
C18b C17b H17b 120.7 . . ?
Cl1 Mn1 Cl1 180.00(5) 2_566 . ?
Cl1 Mn1 Cl2 92.94(4) 2_566 . ?
Cl1 Mn1 Cl2 87.06(4) 2_566 2_566 ?
Cl1 Mn1 Cl2 87.06(4) . . ?
Cl1 Mn1 Cl2 92.94(4) . 2_566 ?
Cl1 Mn1 Cl3 91.86(4) . . ?
Cl1 Mn1 Cl3 88.14(4) 2_566 . ?
Cl1 Mn1 Cl3 88.14(4) . 2_566 ?
Cl1 Mn1 Cl3 91.86(4) 2_566 2_566 ?
Cl1 Mn1 Cu3 129.94(3) 2_566 . ?
Cl1 Mn1 Cu3 129.94(3) . 2_566 ?
Cl1 Mn1 Cu3 50.06(3) . . ?
Cl1 Mn1 Cu3 50.06(3) 2_566 2_566 ?
Cl2 Mn1 Cl2 180.00(5) . 2_566 ?
Cl2 Mn1 Cu3 44.51(3) . . ?
Cl2 Mn1 Cu3 135.49(3) 2_566 . ?
Cl2 Mn1 Cu3 135.49(3) . 2_566 ?
Cl2 Mn1 Cu3 44.51(3) 2_566 2_566 ?
Cl3 Mn1 Cl2 93.28(4) 2_566 2_566 ?
Cl3 Mn1 Cl2 86.72(4) 2_566 . ?
Cl3 Mn1 Cl2 93.28(4) . . ?
Cl3 Mn1 Cl2 86.72(4) . 2_566 ?
Cl3 Mn1 Cl3 180.00(5) 2_566 . ?
Cl3 Mn1 Cu3 65.80(3) 2_566 . ?
Cl3 Mn1 Cu3 65.80(3) . 2_566 ?
Cl3 Mn1 Cu3 114.20(3) . . ?
Cl3 Mn1 Cu3 114.20(3) 2_566 2_566 ?
Cu3 Mn1 Cu3 179.999(17) 2_566 . ?
Cu3 Cl1 Mn1 78.42(4) . . ?
Cu3 Cl2 Mn1 79.74(4) . . ?
Cl1 Cu3 Mn1 51.53(3) . . ?
Cl2 Cu3 Mn1 55.74(4) . . ?
Cl2 Cu3 Cl1 98.01(5) . . ?
Cl4 Cu3 Mn1 159.45(6) . . ?
Cl4 Cu3 Cl1 116.65(6) . . ?
Cl4 Cu3 Cl2 143.11(7) . . ?

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
C17a H17a Cl2 0.95 2.95 3.582(5) 125.0 1_545
C17b H17b Cl1 0.95 2.75 3.580(5) 146.7 .
N5b H5bb Cl4 1.00(2) 2.25(3) 3.219(4) 164(6) 2_677
C8b H8b Cl4 1.02(5) 2.89(5) 3.727(5) 140(4) 2_677
C8a H8a Cl1 0.78(7) 2.74(7) 3.457(5) 154(6) 1_655
N5a H5aa Cl1 1.00(2) 2.36(4) 3.330(4) 162(9) 1_655
C1a H1a Cl2 0.80(7) 2.89(7) 3.586(5) 146(6) 1_645
N2b H2b Cl3 0.98(5) 2.38(10) 3.165(4) 137(10) 2_666
N2a H2a Cl3 1.00(2) 2.37(4) 3.326(4) 160(8) 2_656

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
Cu1a N4a N5a C9a -9.9(5) . . . . ?
Cu1a N4a C8a C7a 19.3(7) . . . . ?
Cu1a N6a C9a N5a 10.8(5) . . . . ?
Cu1a N6a C9a C10a -169.8(4) . . . . ?
Cu1a N6a C13a C12a 171.7(4) . . . . ?
Cu1a N3a C14a N2a -9.6(5) . . . . ?
Cu1a N3a C14a C15a 169.7(3) . . . . ?
Cu1a N3a C18a C17a -167.4(4) . . . . ?
Cu1a N1a C1a C2a 19.3(6) . . . . ?
Cu1b N6b C9b N5b -2.9(5) . . . . ?
Cu1b N6b C9b C10b 178.1(4) . . . . ?
Cu1b N6b C13b C12b -180.0(4) . . . . ?
Cu1b N4b C8b C7b -9.7(7) . . . . ?
Cu1b N3b C14b N2b 10.3(5) . . . . ?
Cu1b N3b C14b C15b -170.4(4) . . . . ?
Cu1b N3b C18b C17b 166.5(4) . . . . ?
Cu1b N1b C1b C2b -16.9(7) . . . . ?
N4a N5a C9a N6a -0.4(6) . . . . ?
N4a N5a C9a C10a -179.8(4) . . . . ?
N6b C9b C10b C11b 2.8(7) . . . . ?
N6b C13b C12b C11b -0.1(8) . . . . ?
N6a C9a C10a C11a -4.1(8) . . . . ?
N5b N4b C8b C7b -178.8(4) . . . . ?
N5b C9b C10b C11b -176.2(4) . . . . ?
C3a C2a C1a N1a 43.4(6) . . . . ?
N2a N1a C1a C2a -177.0(4) . . . . ?
N2a C14a C15a C16a 178.3(4) . . . . ?
N3a C14a C15a C16a -1.0(7) . . . . ?
N3a C18a C17a C16a 0.4(8) . . . . ?
N5a N4a C8a C7a -179.7(4) . . . . ?
N5a C9a C10a C11a 175.3(5) . . . . ?
C7b C2b C1b N1b 155.5(4) 2_777 . . . ?
C7b C2b C3b C4b -2.6(6) 2_777 . . 2_777 ?
N2b N1b C1b C2b 179.6(4) . . . . ?
N2b C14b C15b C16b -177.3(5) . . . . ?
N4b N5b C9b N6b 1.7(6) . . . . ?
N4b N5b C9b C10b -179.2(4) . . . . ?
N3b C14b C15b C16b 3.4(7) . . . . ?
N3b C18b C17b C16b -0.5(9) . . . . ?
N1b N2b C14b N3b -18.3(6) . . . . ?
N1b N2b C14b C15b 162.4(4) . . . . ?
C14b N2b N1b Cu1b 15.9(5) . . . . ?
C14b N2b N1b C1b -176.3(4) . . . . ?
C14b N3b C18b C17b 2.4(8) . . . . ?
C14b C15b C16b C17b -1.3(8) . . . . ?
C4b C5b C6b C7b 1.0(7) . . . . ?
C7a C6a C5a C4a 0.8(7) . . . 2_756 ?
C7a C2a C1a N1a -137.7(4) 2_756 . . . ?
N1a N2a C14a N3a 6.2(6) . . . . ?
N1a N2a C14a C15a -173.1(4) . . . . ?
C6a C7a C8a N4a 8.6(7) . . . . ?
C4a C3a C2a C7a -0.6(6) . . . 2_756 ?
C4a C3a C2a C1a 178.4(4) . . . . ?
C8b C7b C6b C5b 175.8(4) . . . . ?
C2a C3a C4a C5a -1.4(7) . . . 2_756 ?
C2a C7a C6a C5a 1.1(6) 2_756 . . . ?
C2a C7a C8a N4a -169.4(4) 2_756 . . . ?
C2b C7b C8b N4b 147.0(4) 2_777 . . . ?
C2b C7b C6b C5b -1.6(7) 2_777 . . . ?
C14a N2a N1a Cu1a 0.3(5) . . . . ?
C14a N2a N1a C1a -167.4(4) . . . . ?
C14a N3a C18a C17a 0.1(7) . . . . ?
C15a C16a C17a C18a -1.2(7) . . . . ?
C9b N6b C13b C12b 3.6(7) . . . . ?
C9b N5b N4b Cu1b 0.4(5) . . . . ?
C9b N5b N4b C8b 171.9(4) . . . . ?
C9b C10b C11b C12b 0.8(7) . . . . ?
C9a N6a C13a C12a -2.6(7) . . . . ?
C15b C16b C17b C18b -0.1(8) . . . . ?
C8a N4a N5a C9a -176.0(4) . . . . ?
C8a C7a C6a C5a -176.9(4) . . . . ?
C6b C7b C8b N4b -30.4(6) . . . . ?
C11a C12a C13a N6a -1.5(8) . . . . ?
C10a C11a C12a C13a 2.9(9) . . . . ?
C1b C2b C3b C4b 175.6(4) . . . 2_777 ?
C18a N3a C14a N2a -179.1(4) . . . . ?
C18a N3a C14a C15a 0.2(6) . . . . ?
C13b N6b C9b N5b 174.1(4) . . . . ?
C13b N6b C9b C10b -5.0(7) . . . . ?
C13b C12b C11b C10b -2.1(8) . . . . ?
C3b C4b C5b C6b 1.5(7) 2_777 . . . ?
C3b C2b C1b N1b -22.8(6) . . . . ?
C12a C11a C10a C9a -0.3(8) . . . . ?
C13a N6a C9a N5a -173.9(4) . . . . ?
C13a N6a C9a C10a 5.5(7) . . . . ?
C17a C16a C15a C14a 1.5(7) . . . . ?
C18b N3b C14b N2b 176.8(4) . . . . ?
C18b N3b C14b C15b -3.9(7) . . . . ?

