# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_C1
_database_code_depnum_ccdc_archive 'CCDC 1962598'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2019-10-30 deposited with the CCDC.	2021-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H22 Cu N6, F6 P'
_chemical_formula_sum            'C26 H22 Cu F6 N6 P'
_chemical_formula_weight         627.00

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'
P P 0.1023 0.0942 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.778(3)
_cell_length_b                   13.899(3)
_cell_length_c                   16.116(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.11(3)
_cell_angle_gamma                90
_cell_volume                     2651.8(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2529

_cell_measurement_theta_min      2.27

_cell_measurement_theta_max      20.58

_exptl_crystal_description       block

_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.955
_shelx_estimated_absorpt_T_min   0.679
_shelx_estimated_absorpt_T_max   0.817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6124
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'φ scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28696
_diffrn_reflns_av_unetI/netI     0.0637
_diffrn_reflns_av_R_equivalents  0.0867
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.747
_diffrn_reflns_theta_max         25.492
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4884
_reflns_number_gt                3577
_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       'Bruker APEX2'

_computing_cell_refinement       'Bruker SAINT'

_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0545P)²+1.6370P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4884
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1195
_refine_ls_wR_factor_gt          0.1077
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.59295(3) 0.78243(3) 0.23024(3) 0.02627(14) Uani 1 1 d . . . . .
N1 N 0.6903(2) 0.69706(18) 0.18001(18) 0.0250(6) Uani 1 1 d . . . . .
N3 N 0.8277(2) 0.80814(18) 0.34469(18) 0.0241(6) Uani 1 1 d . . . . .
N4 N 0.6567(2) 0.90428(18) 0.19255(18) 0.0252(6) Uani 1 1 d . . . . .
N5 N 0.7686(2) 0.89942(19) 0.20975(18) 0.0249(6) Uani 1 1 d . . . . .
N6 N 0.4473(3) 0.74872(19) 0.22149(18) 0.0278(6) Uani 1 1 d . . . . .
C8 C 0.8341(3) 0.8166(2) 0.2566(2) 0.0243(7) Uani 1 1 d . . . . .
H8 H 0.914869 0.828893 0.265792 0.029 Uiso 1 1 calc R U . . .
C9 C 0.7982(3) 0.7246(2) 0.2030(2) 0.0242(7) Uani 1 1 d . . . . .
C10 C 0.8756(3) 0.6735(2) 0.1806(2) 0.0311(8) Uani 1 1 d . . . . .
H10 H 0.951545 0.695026 0.198583 0.037 Uiso 1 1 calc R U . . .
C12 C 0.8404(3) 0.5893(3) 0.1310(2) 0.0357(9) Uani 1 1 d . . . . .
H12 H 0.891710 0.552688 0.113836 0.043 Uiso 1 1 calc R U . . .
C13 C 0.7313(3) 0.5605(2) 0.1076(2) 0.0334(9) Uani 1 1 d . . . . .
H13 H 0.705760 0.503091 0.074050 0.040 Uiso 1 1 calc R U . . .
C14 C 0.6579(3) 0.6150(2) 0.1329(2) 0.0293(8) Uani 1 1 d . . . . .
H14 H 0.582103 0.593870 0.116549 0.035 Uiso 1 1 calc R U . . .
C15 C 0.9137(3) 0.8087(2) 0.4249(2) 0.0293(8) Uani 1 1 d . . . . .
H15 H 0.991128 0.820401 0.436168 0.035 Uiso 1 1 calc R U . . .
C16 C 0.8673(3) 0.7891(2) 0.4873(2) 0.0319(8) Uani 1 1 d . . . . .
H16 H 0.905963 0.784946 0.550395 0.038 Uiso 1 1 calc R U . . .
C17 C 0.7516(3) 0.7766(2) 0.4392(2) 0.0255(7) Uani 1 1 d . . . . .
C18 C 0.6625(3) 0.7507(2) 0.4719(2) 0.0266(7) Uani 1 1 d . . . . .
C19 C 0.5637(3) 0.8042(3) 0.4497(2) 0.0351(9) Uani 1 1 d . . . . .
H19 H 0.553066 0.859445 0.412682 0.042 Uiso 1 1 calc R U . . .
C20 C 0.4809(3) 0.7776(3) 0.4809(3) 0.0422(10) Uani 1 1 d . . . . .
H20 H 0.413595 0.814501 0.465311 0.051 Uiso 1 1 calc R U . . .
C21 C 0.4960(3) 0.6979(3) 0.5346(3) 0.0432(10) Uani 1 1 d . . . . .
H21 H 0.439838 0.680259 0.557077 0.052 Uiso 1 1 calc R U . . .
C22 C 0.5927(3) 0.6435(3) 0.5558(3) 0.0436(10) Uani 1 1 d . . . . .
H22 H 0.601975 0.587360 0.591484 0.052 Uiso 1 1 calc R U . . .
C23 C 0.6759(3) 0.6698(3) 0.5257(2) 0.0350(9) Uani 1 1 d . . . . .
H23 H 0.742902 0.632561 0.541707 0.042 Uiso 1 1 calc R U . . .
C24 C 0.8068(3) 0.9781(2) 0.1816(2) 0.0285(8) Uani 1 1 d . . . . .
H24 H 0.882041 0.990031 0.186408 0.034 Uiso 1 1 calc R U . . .
C25 C 0.7162(3) 1.0373(2) 0.1448(2) 0.0301(8) Uani 1 1 d . . . . .
H25 H 0.715678 1.098761 0.118751 0.036 Uiso 1 1 calc R U . . .
C26 C 0.6241(3) 0.9897(2) 0.1529(2) 0.0257(7) Uani 1 1 d . . . . .
C27 C 0.5079(3) 1.0239(2) 0.1281(2) 0.0286(8) Uani 1 1 d . . . . .
C28 C 0.4635(3) 1.0908(2) 0.0603(2) 0.0327(8) Uani 1 1 d . . . . .
H28 H 0.507483 1.112471 0.027780 0.039 Uiso 1 1 calc R U . . .
C29 C 0.3556(3) 1.1264(3) 0.0397(3) 0.0418(10) Uani 1 1 d . . . . .
H29 H 0.326497 1.173241 -0.006178 0.050 Uiso 1 1 calc R U . . .
C30 C 0.2901(3) 1.0947(3) 0.0850(3) 0.0437(10) Uani 1 1 d . . . . .
H30 H 0.215828 1.119002 0.070194 0.052 Uiso 1 1 calc R U . . .
C31 C 0.3332(3) 1.0271(3) 0.1522(3) 0.0370(9) Uani 1 1 d . . . . .
H31 H 0.288225 1.004656 0.183602 0.044 Uiso 1 1 calc R U . . .
C32 C 0.4410(3) 0.9921(2) 0.1738(2) 0.0307(8) Uani 1 1 d . . . . .
H32 H 0.470109 0.945925 0.220319 0.037 Uiso 1 1 calc R U . . .
C33 C 0.3617(3) 0.7272(2) 0.2215(2) 0.0300(8) Uani 1 1 d . . . . .
C34 C 0.2524(3) 0.6989(3) 0.2225(3) 0.0412(10) Uani 1 1 d . . . . .
H34A H 0.213048 0.755877 0.231839 0.062 Uiso 1 1 calc R U . . .
H34B H 0.263569 0.652828 0.271100 0.062 Uiso 1 1 calc R U . . .
H34C H 0.207051 0.668924 0.165106 0.062 Uiso 1 1 calc R U . . .
P35 P 0.15500(8) 0.93605(6) 0.33591(6) 0.0299(2) Uani 1 1 d . . . . .
F36 F 0.26225(17) 0.91062(16) 0.31263(15) 0.0430(6) Uani 1 1 d . . . . .
F37 F 0.04547(18) 0.96041(15) 0.35810(15) 0.0410(5) Uani 1 1 d . . . . .
F38 F 0.19439(19) 0.86138(15) 0.41605(14) 0.0446(6) Uani 1 1 d . . . . .
F39 F 0.08460(16) 0.85181(14) 0.26983(14) 0.0359(5) Uani 1 1 d . . . . .
F40 F 0.22306(19) 1.01922(15) 0.40122(15) 0.0455(6) Uani 1 1 d . . . . .
F41 F 0.11207(19) 1.00861(16) 0.25372(15) 0.0480(6) Uani 1 1 d . . . . .
N2 N 0.7279(2) 0.78802(18) 0.35168(18) 0.0251(6) 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
Cu1 N6 1.872(3) . ?
Cu1 N2 2.066(3) . ?
Cu1 N4 2.067(3) . ?
Cu1 N1 2.090(3) . ?
N1 C9 1.342(4) . ?
N1 C14 1.346(4) . ?
N3 C15 1.346(4) . ?
N3 N2 1.351(4) . ?
N3 C8 1.458(4) . ?
N4 C26 1.339(4) . ?
N4 N5 1.352(4) . ?
N5 C24 1.344(4) . ?
N5 C8 1.456(4) . ?
N6 C33 1.134(4) . ?
C8 C9 1.515(4) . ?
C8 H8 1.0000 . ?
C9 C10 1.371(5) . ?
C10 C12 1.393(5) . ?
C10 H10 0.9500 . ?
C12 C13 1.360(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.381(5) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.373(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.398(5) . ?
C16 H16 0.9500 . ?
C17 N2 1.335(4) . ?
C17 C18 1.468(5) . ?
C18 C23 1.391(5) . ?
C18 C19 1.391(5) . ?
C19 C20 1.383(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.375(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.377(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.373(5) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.361(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.398(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.465(5) . ?
C27 C28 1.383(5) . ?
C27 C32 1.393(5) . ?
C28 C29 1.383(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.373(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.382(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.376(5) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C34 1.457(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
P35 F38 1.584(2) . ?
P35 F40 1.585(2) . ?
P35 F41 1.589(2) . ?
P35 F36 1.591(2) . ?
P35 F37 1.606(2) . ?
P35 F39 1.610(2) . ?

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
N6 Cu1 N2 122.16(12) . . ?
N6 Cu1 N4 132.32(11) . . ?
N2 Cu1 N4 88.11(10) . . ?
N6 Cu1 N1 123.26(11) . . ?
N2 Cu1 N1 88.97(11) . . ?
N4 Cu1 N1 89.63(11) . . ?
C9 N1 C14 117.6(3) . . ?
C9 N1 Cu1 115.5(2) . . ?
C14 N1 Cu1 126.7(2) . . ?
C15 N3 N2 112.1(3) . . ?
C15 N3 C8 127.6(3) . . ?
N2 N3 C8 120.0(3) . . ?
C26 N4 N5 104.9(3) . . ?
C26 N4 Cu1 141.4(2) . . ?
N5 N4 Cu1 113.71(19) . . ?
C24 N5 N4 112.3(3) . . ?
C24 N5 C8 127.4(3) . . ?
N4 N5 C8 120.2(3) . . ?
C33 N6 Cu1 175.9(3) . . ?
N5 C8 N3 109.7(3) . . ?
N5 C8 C9 112.4(3) . . ?
N3 C8 C9 111.8(3) . . ?
N5 C8 H8 107.6 . . ?
N3 C8 H8 107.6 . . ?
C9 C8 H8 107.6 . . ?
N1 C9 C10 123.2(3) . . ?
N1 C9 C8 117.2(3) . . ?
C10 C9 C8 119.6(3) . . ?
C9 C10 C12 118.5(3) . . ?
C9 C10 H10 120.8 . . ?
C12 C10 H10 120.8 . . ?
C13 C12 C10 118.9(3) . . ?
C13 C12 H12 120.6 . . ?
C10 C12 H12 120.6 . . ?
C12 C13 C14 119.7(3) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
N1 C14 C13 122.2(3) . . ?
N1 C14 H14 118.9 . . ?
C13 C14 H14 118.9 . . ?
N3 C15 C16 106.3(3) . . ?
N3 C15 H15 126.9 . . ?
C16 C15 H15 126.9 . . ?
C15 C16 C17 106.0(3) . . ?
C15 C16 H16 127.0 . . ?
C17 C16 H16 127.0 . . ?
N2 C17 C16 110.1(3) . . ?
N2 C17 C18 120.6(3) . . ?
C16 C17 C18 129.2(3) . . ?
C23 C18 C19 118.6(3) . . ?
C23 C18 C17 119.5(3) . . ?
C19 C18 C17 121.9(3) . . ?
C20 C19 C18 120.6(4) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C21 C20 C19 119.9(4) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C22 120.0(4) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C23 C22 C21 120.5(4) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C18 120.4(4) . . ?
C22 C23 H23 119.8 . . ?
C18 C23 H23 119.8 . . ?
N5 C24 C25 106.4(3) . . ?
N5 C24 H24 126.8 . . ?
C25 C24 H24 126.8 . . ?
C24 C25 C26 106.3(3) . . ?
C24 C25 H25 126.9 . . ?
C26 C25 H25 126.9 . . ?
N4 C26 C25 110.1(3) . . ?
N4 C26 C27 121.2(3) . . ?
C25 C26 C27 128.6(3) . . ?
C28 C27 C32 118.7(3) . . ?
C28 C27 C26 120.4(3) . . ?
C32 C27 C26 120.9(3) . . ?
C29 C28 C27 120.3(4) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C30 C29 C28 120.6(4) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C31 119.5(4) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 H30 120.3 . . ?
C32 C31 C30 120.2(4) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C31 C32 C27 120.6(3) . . ?
C31 C32 H32 119.7 . . ?
C27 C32 H32 119.7 . . ?
N6 C33 C34 179.3(4) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
F38 P35 F40 90.56(13) . . ?
F38 P35 F41 178.07(14) . . ?
F40 P35 F41 91.24(13) . . ?
F38 P35 F36 90.52(13) . . ?
F40 P35 F36 90.72(12) . . ?
F41 P35 F36 90.13(13) . . ?
F38 P35 F37 89.58(13) . . ?
F40 P35 F37 90.27(12) . . ?
F41 P35 F37 89.74(13) . . ?
F36 P35 F37 179.00(13) . . ?
F38 P35 F39 89.42(12) . . ?
F40 P35 F39 179.34(13) . . ?
F41 P35 F39 88.77(12) . . ?
F36 P35 F39 89.94(11) . . ?
F37 P35 F39 89.07(11) . . ?
C17 N2 N3 105.4(3) . . ?
C17 N2 Cu1 140.6(2) . . ?
N3 N2 Cu1 114.0(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C8 H8 F37 1.00 2.54 3.261(4) 128.5 1_655 yes
C8 H8 F39 1.00 2.17 3.164(4) 173.5 1_655 yes
C15 H15 F37 0.95 2.55 3.131(4) 119.5 1_655 yes
C34 H34A F36 0.98 2.47 3.264(4) 137.9 . yes
C34 H34A F39 0.98 2.37 3.306(4) 160.3 . yes

_refine_diff_density_max         0.660
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.084


####################################################################### 
# 
# 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_L2
_database_code_depnum_ccdc_archive 'CCDC 1962601'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2019-10-30 deposited with the CCDC.	2021-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H26 Cl N5'
_chemical_formula_sum            'C36 H26 Cl N5'
_chemical_formula_weight         564.07

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'

_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                   11.375(2)
_cell_length_b                   11.866(2)
_cell_length_c                   12.420(3)
_cell_angle_alpha                107.92(3)
_cell_angle_beta                 106.74(3)
_cell_angle_gamma                101.25(3)
_cell_volume                     1451.3(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1187
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      22.40

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.166
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4867
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         microsource

_diffrn_radiation_monochromator  'multilayer optics'

_diffrn_measurement_device_type  'Bruker APEX CCD'

_diffrn_measurement_method       'φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16224
_diffrn_reflns_av_unetI/netI     0.1292
_diffrn_reflns_av_R_equivalents  0.0940
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.857
_diffrn_reflns_theta_max         25.412
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5328
_reflns_number_gt                3447
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0353P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5328
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1011
_refine_ls_R_factor_gt           0.0600
_refine_ls_wR_factor_ref         0.1606
_refine_ls_wR_factor_gt          0.1385
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl -0.07692(7) 0.29370(7) 0.22239(7) 0.0322(2) Uani 1 1 d . . . . .
N1 N 0.2734(2) 0.7796(2) 0.5171(2) 0.0231(6) Uani 1 1 d . . . . .
C1 C 0.3306(3) 0.6805(3) 0.5217(3) 0.0218(7) Uani 1 1 d . . . . .
H1 H 0.392397 0.707742 0.607435 0.026 Uiso 1 1 calc R U . . .
N2 N 0.1635(2) 0.7560(2) 0.4222(2) 0.0249(6) Uani 1 1 d . . . . .
C2 C 0.3350(3) 0.9059(3) 0.5818(3) 0.0246(7) Uani 1 1 d . . . . .
N3 N 0.4059(2) 0.6663(2) 0.4438(2) 0.0217(6) Uani 1 1 d . . . . .
C3 C 0.2581(3) 0.9635(3) 0.5277(3) 0.0251(7) Uani 1 1 d . . . . .
H3 H 0.272572 1.050685 0.551612 0.030 Uiso 1 1 calc R U . . .
C4 C 0.1523(3) 0.8675(3) 0.4291(3) 0.0240(7) Uani 1 1 d . . . . .
N4 N 0.3484(2) 0.6438(2) 0.3237(2) 0.0229(6) Uani 1 1 d . . . . .
N5 N 0.2339(2) 0.5344(2) 0.5917(2) 0.0250(6) Uani 1 1 d . . . . .
C5 C 0.4569(3) 0.9590(3) 0.6901(3) 0.0271(7) Uani 1 1 d . . . . .
C6 C 0.4711(3) 0.9244(3) 0.7890(3) 0.0371(9) Uani 1 1 d . . . . .
H6 H 0.402254 0.862903 0.787176 0.044 Uiso 1 1 calc R U . . .
C7 C 0.5851(4) 0.9788(4) 0.8903(3) 0.0463(10) Uani 1 1 d . . . . .
H7 H 0.594646 0.954547 0.957610 0.056 Uiso 1 1 calc R U . . .
C8 C 0.6859(4) 1.0696(4) 0.8932(4) 0.0527(11) Uani 1 1 d . . . . .
H8 H 0.764056 1.107457 0.962846 0.063 Uiso 1 1 calc R U . . .
C9 C 0.6726(3) 1.1045(3) 0.7957(4) 0.0459(10) Uani 1 1 d . . . . .
H9 H 0.741698 1.166044 0.797979 0.055 Uiso 1 1 calc R U . . .
C10 C 0.5586(3) 1.0503(3) 0.6941(3) 0.0345(8) Uani 1 1 d . . . . .
H10 H 0.549502 1.075123 0.627135 0.041 Uiso 1 1 calc R U . . .
C12 C -0.0374(3) 0.7714(3) 0.2325(3) 0.0287(8) Uani 1 1 d . . . . .
H12 H -0.016153 0.695984 0.216979 0.034 Uiso 1 1 calc R U . . .
C13 C -0.1434(3) 0.7774(3) 0.1487(3) 0.0338(8) Uani 1 1 d . . . . .
H13 H -0.195328 0.705673 0.076867 0.041 Uiso 1 1 calc R U . . .
C14 C -0.1750(3) 0.8872(3) 0.1682(3) 0.0325(8) Uani 1 1 d . . . . .
H14 H -0.247126 0.891380 0.109349 0.039 Uiso 1 1 calc R U . . .
C15 C -0.1004(3) 0.9907(3) 0.2746(3) 0.0297(8) Uani 1 1 d . . . . .
H15 H -0.122033 1.065903 0.289169 0.036 Uiso 1 1 calc R U . . .
C16 C 0.0056(3) 0.9849(3) 0.3595(3) 0.0265(7) Uani 1 1 d . . . . .
H16 H 0.056195 1.056376 0.431999 0.032 Uiso 1 1 calc R U . . .
C17 C 0.5388(3) 0.6918(3) 0.4809(3) 0.0236(7) Uani 1 1 d . . . . .
C18 C 0.5650(3) 0.6832(3) 0.3777(3) 0.0237(7) Uani 1 1 d . . . . .
H18 H 0.647442 0.695264 0.371470 0.028 Uiso 1 1 calc R U . . .
C19 C 0.4454(3) 0.6529(3) 0.2830(3) 0.0235(7) Uani 1 1 d . . . . .
C20 C 0.6236(3) 0.7182(3) 0.6053(3) 0.0231(7) Uani 1 1 d . . . . .
C21 C 0.7369(3) 0.8207(3) 0.6622(3) 0.0276(7) Uani 1 1 d . . . . .
H21 H 0.754601 0.873609 0.621130 0.033 Uiso 1 1 calc R U . . .
C22 C 0.8227(3) 0.8452(3) 0.7771(3) 0.0317(8) Uani 1 1 d . . . . .
H22 H 0.899523 0.914201 0.813885 0.038 Uiso 1 1 calc R U . . .
C23 C 0.7979(3) 0.7705(3) 0.8390(3) 0.0304(8) Uani 1 1 d . . . . .
H23 H 0.856911 0.788327 0.918454 0.036 Uiso 1 1 calc R U . . .
C24 C 0.6859(3) 0.6687(3) 0.7844(3) 0.0284(7) Uani 1 1 d . . . . .
H24 H 0.668651 0.616734 0.826507 0.034 Uiso 1 1 calc R U . . .
C25 C 0.5997(3) 0.6432(3) 0.6691(3) 0.0260(7) Uani 1 1 d . . . . .
H25 H 0.523333 0.573787 0.632721 0.031 Uiso 1 1 calc R U . . .
C26 C 0.4187(3) 0.6338(3) 0.1539(3) 0.0237(7) Uani 1 1 d . . . . .
C27 C 0.5169(3) 0.6753(3) 0.1164(3) 0.0305(8) Uani 1 1 d . . . . .
H27 H 0.603261 0.712952 0.173914 0.037 Uiso 1 1 calc R U . . .
C28 C 0.4907(3) 0.6624(3) -0.0038(3) 0.0354(8) Uani 1 1 d . . . . .
H28 H 0.559061 0.690802 -0.027891 0.042 Uiso 1 1 calc R U . . .
C29 C 0.3653(3) 0.6084(3) -0.0887(3) 0.0348(8) Uani 1 1 d . . . . .
H29 H 0.346938 0.600659 -0.170711 0.042 Uiso 1 1 calc R U . . .
C30 C 0.2668(3) 0.5658(3) -0.0522(3) 0.0308(8) Uani 1 1 d . . . . .
H30 H 0.180523 0.528005 -0.109948 0.037 Uiso 1 1 calc R U . . .
C31 C 0.2931(3) 0.5780(3) 0.0674(3) 0.0284(7) Uani 1 1 d . . . . .
H31 H 0.224800 0.547932 0.090839 0.034 Uiso 1 1 calc R U . . .
C32 C 0.2290(3) 0.5603(3) 0.4939(3) 0.0225(7) Uani 1 1 d . . . . .
C33 C 0.1372(3) 0.4874(3) 0.3768(3) 0.0237(7) Uani 1 1 d . . . . .
H33 H 0.137767 0.508016 0.308785 0.028 Uiso 1 1 calc R U . . .
C34 C 0.0455(3) 0.3841(3) 0.3643(3) 0.0236(7) Uani 1 1 d . . . . .
C35 C 0.0477(3) 0.3542(3) 0.4629(3) 0.0275(7) Uani 1 1 d . . . . .
H35 H -0.014537 0.282687 0.454831 0.033 Uiso 1 1 calc R U . . .
C36 C 0.1440(3) 0.4320(3) 0.5749(3) 0.0279(7) Uani 1 1 d . . . . .
H36 H 0.146443 0.411758 0.643607 0.033 Uiso 1 1 calc R U . . .
C11 C 0.0392(3) 0.8750(3) 0.3400(3) 0.0247(7) 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
Cl1 C34 1.743(3) . ?
N1 N2 1.357(3) . ?
N1 C2 1.381(4) . ?
N1 C1 1.458(4) . ?
C1 N3 1.461(4) . ?
C1 C32 1.521(4) . ?
C1 H1 1.0000 . ?
N2 C4 1.333(4) . ?
C2 C3 1.364(4) . ?
C2 C5 1.480(4) . ?
N3 N4 1.360(3) . ?
N3 C17 1.387(3) . ?
C3 C4 1.415(4) . ?
C3 H3 0.9500 . ?
C4 C11 1.474(4) . ?
N4 C19 1.338(4) . ?
N5 C32 1.330(4) . ?
N5 C36 1.341(4) . ?
C5 C6 1.389(5) . ?
C5 C10 1.400(4) . ?
C6 C7 1.383(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.395(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.374(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.385(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C12 C13 1.377(4) . ?
C12 C11 1.398(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(4) . ?
C15 H15 0.9500 . ?
C16 C11 1.399(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.376(4) . ?
C17 C20 1.464(4) . ?
C18 C19 1.410(4) . ?
C18 H18 0.9500 . ?
C19 C26 1.478(4) . ?
C20 C25 1.399(4) . ?
C20 C21 1.405(4) . ?
C21 C22 1.380(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.381(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.392(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.391(4) . ?
C26 C31 1.394(4) . ?
C27 C28 1.387(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.385(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.389(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.383(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C33 1.398(4) . ?
C33 C34 1.380(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.371(4) . ?
C35 C36 1.387(4) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N1 C2 111.9(2) . . ?
N2 N1 C1 119.8(2) . . ?
C2 N1 C1 126.1(2) . . ?
N1 C1 N3 110.3(2) . . ?
N1 C1 C32 111.3(2) . . ?
N3 C1 C32 113.7(2) . . ?
N1 C1 H1 107.1 . . ?
N3 C1 H1 107.1 . . ?
C32 C1 H1 107.1 . . ?
C4 N2 N1 105.3(2) . . ?
C3 C2 N1 105.8(3) . . ?
C3 C2 C5 130.4(3) . . ?
N1 C2 C5 123.8(3) . . ?
N4 N3 C17 112.6(2) . . ?
N4 N3 C1 119.6(2) . . ?
C17 N3 C1 127.0(2) . . ?
C2 C3 C4 106.4(3) . . ?
C2 C3 H3 126.8 . . ?
C4 C3 H3 126.8 . . ?
N2 C4 C3 110.6(3) . . ?
N2 C4 C11 119.3(3) . . ?
C3 C4 C11 130.1(3) . . ?
C19 N4 N3 104.7(2) . . ?
C32 N5 C36 117.0(3) . . ?
C6 C5 C10 119.3(3) . . ?
C6 C5 C2 121.9(3) . . ?
C10 C5 C2 118.7(3) . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 119.8(4) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 120.2(4) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C5 120.1(3) . . ?
C9 C10 H10 120.0 . . ?
C5 C10 H10 120.0 . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 120.7(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 119.3(3) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C11 120.9(3) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
C18 C17 N3 105.0(3) . . ?
C18 C17 C20 131.3(3) . . ?
N3 C17 C20 123.7(3) . . ?
C17 C18 C19 106.5(3) . . ?
C17 C18 H18 126.7 . . ?
C19 C18 H18 126.7 . . ?
N4 C19 C18 111.1(3) . . ?
N4 C19 C26 119.9(2) . . ?
C18 C19 C26 128.9(3) . . ?
C25 C20 C21 118.1(3) . . ?
C25 C20 C17 123.0(3) . . ?
C21 C20 C17 118.8(3) . . ?
C22 C21 C20 120.7(3) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C23 120.6(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 119.6(3) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C20 120.9(3) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
C27 C26 C31 118.2(3) . . ?
C27 C26 C19 121.1(3) . . ?
C31 C26 C19 120.7(3) . . ?
C28 C27 C26 121.0(3) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C29 C28 C27 120.3(3) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C30 119.1(3) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 H29 120.5 . . ?
C31 C30 C29 120.5(3) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C26 120.8(3) . . ?
C30 C31 H31 119.6 . . ?
C26 C31 H31 119.6 . . ?
N5 C32 C33 124.0(3) . . ?
N5 C32 C1 113.6(3) . . ?
C33 C32 C1 122.4(3) . . ?
C34 C33 C32 116.9(3) . . ?
C34 C33 H33 121.5 . . ?
C32 C33 H33 121.5 . . ?
C35 C34 C33 120.8(3) . . ?
C35 C34 Cl1 119.8(2) . . ?
C33 C34 Cl1 119.4(2) . . ?
C34 C35 C36 117.6(3) . . ?
C34 C35 H35 121.2 . . ?
C36 C35 H35 121.2 . . ?
N5 C36 C35 123.8(3) . . ?
N5 C36 H36 118.1 . . ?
C35 C36 H36 118.1 . . ?
C12 C11 C16 118.1(3) . . ?
C12 C11 C4 120.3(3) . . ?
C16 C11 C4 121.6(3) . . ?

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
N2 N1 C1 N3 80.7(3) . . . . ?
C2 N1 C1 N3 -81.0(3) . . . . ?
N2 N1 C1 C32 -46.5(3) . . . . ?
C2 N1 C1 C32 151.8(3) . . . . ?
C2 N1 N2 C4 -2.3(3) . . . . ?
C1 N1 N2 C4 -166.4(2) . . . . ?
N2 N1 C2 C3 2.2(3) . . . . ?
C1 N1 C2 C3 165.1(3) . . . . ?
N2 N1 C2 C5 179.9(3) . . . . ?
C1 N1 C2 C5 -17.3(5) . . . . ?
N1 C1 N3 N4 -56.3(3) . . . . ?
C32 C1 N3 N4 69.5(3) . . . . ?
N1 C1 N3 C17 113.0(3) . . . . ?
C32 C1 N3 C17 -121.2(3) . . . . ?
N1 C2 C3 C4 -1.2(3) . . . . ?
C5 C2 C3 C4 -178.6(3) . . . . ?
N1 N2 C4 C3 1.5(3) . . . . ?
N1 N2 C4 C11 -178.1(2) . . . . ?
C2 C3 C4 N2 -0.2(3) . . . . ?
C2 C3 C4 C11 179.4(3) . . . . ?
C17 N3 N4 C19 1.1(3) . . . . ?
C1 N3 N4 C19 171.8(2) . . . . ?
C3 C2 C5 C6 124.5(4) . . . . ?
N1 C2 C5 C6 -52.6(4) . . . . ?
C3 C2 C5 C10 -53.1(5) . . . . ?
N1 C2 C5 C10 129.9(3) . . . . ?
C10 C5 C6 C7 -0.5(5) . . . . ?
C2 C5 C6 C7 -178.0(3) . . . . ?
C5 C6 C7 C8 0.4(5) . . . . ?
C6 C7 C8 C9 -0.3(5) . . . . ?
C7 C8 C9 C10 0.4(5) . . . . ?
C8 C9 C10 C5 -0.5(5) . . . . ?
C6 C5 C10 C9 0.5(5) . . . . ?
C2 C5 C10 C9 178.1(3) . . . . ?
C11 C12 C13 C14 1.2(5) . . . . ?
C12 C13 C14 C15 -1.4(5) . . . . ?
C13 C14 C15 C16 0.8(5) . . . . ?
C14 C15 C16 C11 -0.1(5) . . . . ?
N4 N3 C17 C18 -0.7(3) . . . . ?
C1 N3 C17 C18 -170.6(3) . . . . ?
N4 N3 C17 C20 -179.4(2) . . . . ?
C1 N3 C17 C20 10.7(4) . . . . ?
N3 C17 C18 C19 0.1(3) . . . . ?
C20 C17 C18 C19 178.6(3) . . . . ?
N3 N4 C19 C18 -1.0(3) . . . . ?
N3 N4 C19 C26 -179.9(2) . . . . ?
C17 C18 C19 N4 0.6(3) . . . . ?
C17 C18 C19 C26 179.4(3) . . . . ?
C18 C17 C20 C25 -128.8(3) . . . . ?
N3 C17 C20 C25 49.5(4) . . . . ?
C18 C17 C20 C21 48.7(4) . . . . ?
N3 C17 C20 C21 -133.0(3) . . . . ?
C25 C20 C21 C22 0.8(4) . . . . ?
C17 C20 C21 C22 -176.8(3) . . . . ?
C20 C21 C22 C23 -0.9(5) . . . . ?
C21 C22 C23 C24 0.6(5) . . . . ?
C22 C23 C24 C25 -0.3(5) . . . . ?
C23 C24 C25 C20 0.3(4) . . . . ?
C21 C20 C25 C24 -0.6(4) . . . . ?
C17 C20 C25 C24 177.0(3) . . . . ?
N4 C19 C26 C27 162.0(3) . . . . ?
C18 C19 C26 C27 -16.7(5) . . . . ?
N4 C19 C26 C31 -15.5(4) . . . . ?
C18 C19 C26 C31 165.8(3) . . . . ?
C31 C26 C27 C28 0.5(4) . . . . ?
C19 C26 C27 C28 -177.0(3) . . . . ?
C26 C27 C28 C29 0.4(5) . . . . ?
C27 C28 C29 C30 -0.9(5) . . . . ?
C28 C29 C30 C31 0.5(5) . . . . ?
C29 C30 C31 C26 0.4(5) . . . . ?
C27 C26 C31 C30 -0.9(4) . . . . ?
C19 C26 C31 C30 176.7(3) . . . . ?
C36 N5 C32 C33 -0.4(4) . . . . ?
C36 N5 C32 C1 177.5(2) . . . . ?
N1 C1 C32 N5 -105.9(3) . . . . ?
N3 C1 C32 N5 128.8(3) . . . . ?
N1 C1 C32 C33 72.1(3) . . . . ?
N3 C1 C32 C33 -53.2(4) . . . . ?
N5 C32 C33 C34 1.3(4) . . . . ?
C1 C32 C33 C34 -176.5(3) . . . . ?
C32 C33 C34 C35 -1.4(4) . . . . ?
C32 C33 C34 Cl1 176.6(2) . . . . ?
C33 C34 C35 C36 0.7(4) . . . . ?
Cl1 C34 C35 C36 -177.3(2) . . . . ?
C32 N5 C36 C35 -0.5(4) . . . . ?
C34 C35 C36 N5 0.3(4) . . . . ?
C13 C12 C11 C16 -0.4(4) . . . . ?
C13 C12 C11 C4 179.9(3) . . . . ?
C15 C16 C11 C12 -0.1(4) . . . . ?
C15 C16 C11 C4 179.5(3) . . . . ?
N2 C4 C11 C12 -16.3(4) . . . . ?
C3 C4 C11 C12 164.2(3) . . . . ?
N2 C4 C11 C16 164.1(3) . . . . ?
C3 C4 C11 C16 -15.4(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
C33 H33 N4 0.95 2.54 3.096(4) 117.9 . yes

_refine_diff_density_max         0.385
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.068


####################################################################### 
# 
# 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_C2
_database_code_depnum_ccdc_archive 'CCDC 1962599'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2019-10-30 deposited with the CCDC.	2021-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C38 H29 Cl Cu N6), 2(F6 P), 3(C H2 Cl2)'
_chemical_formula_sum            'C79 H64 Cl8 Cu2 F12 N12 P2'
_chemical_formula_weight         1882.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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                   11.931(2)
_cell_length_b                   15.931(3)
_cell_length_c                   21.581(4)
_cell_angle_alpha                89.59(3)
_cell_angle_beta                 76.64(3)
_cell_angle_gamma                87.33(3)
_cell_volume                     3986.6(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    15826
_cell_measurement_theta_min      3.81
_cell_measurement_theta_max      69.87
_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_F_000             1908
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    4.205
_shelx_estimated_absorpt_T_min   0.472
_shelx_estimated_absorpt_T_max   0.730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0028
_exptl_absorpt_correction_T_max  0.5439
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within STOE LANA.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Finally a spherical absorption correction was done within STOE LANA.
;


_exptl_absorpt_special_details   ?
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'GeniX 3D HF Cu'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '0.5 mm diameter'

_diffrn_ambient_temperature      100

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 3869 frames, detector distance = 65 mm
;


_diffrn_reflns_number            23297
_diffrn_reflns_av_unetI/netI     0.1499
_diffrn_reflns_av_R_equivalents  0.1012
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.613
_diffrn_reflns_theta_max         70.093
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.850
_diffrn_measured_fraction_theta_full 0.753
_diffrn_reflns_Laue_measured_fraction_max 0.850
_diffrn_reflns_Laue_measured_fraction_full 0.753
_diffrn_reflns_point_group_measured_fraction_max 0.850
_diffrn_reflns_point_group_measured_fraction_full 0.753
_reflns_number_total             12881
_reflns_number_gt                6383
_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       
;
X-Area Pilatus3_SV 1.31.144.0 (STOE, 2018)
;
_computing_cell_refinement       
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_reduction        
;
X-Area Integrate 1.73.0.0 (STOE, 2018)
X-Area LANA 1.72.3.0 (STOE, 2018)
;

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.82, Darmstadt 2018
;

_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)+(0.1241P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12881
_refine_ls_number_parameters     1038
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1502
_refine_ls_R_factor_gt           0.0823
_refine_ls_wR_factor_ref         0.2393
_refine_ls_wR_factor_gt          0.2177
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_restrained_S_all      0.979
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.32340(10) 0.51844(7) 0.22713(5) 0.0271(3) Uani 1 1 d . . . . .
N1 N 0.1879(5) 0.6723(4) 0.2771(3) 0.0218(13) Uani 1 1 d . . . . .
Cl1 Cl 0.3973(3) 0.61456(14) 0.51103(11) 0.0601(8) Uani 1 1 d . . . . .
C1 C 0.2988(6) 0.6848(4) 0.2938(3) 0.0219(16) Uani 1 1 d . . . . .
H1 H 0.291988 0.740990 0.315087 0.026 Uiso 1 1 calc R U . . .
C3 C 0.0041(7) 0.6693(5) 0.2805(3) 0.0266(17) Uani 1 1 d . . . . .
H3 H -0.076814 0.681174 0.289921 0.032 Uiso 1 1 calc R U . . .
N3 N 0.3906(5) 0.6891(3) 0.2363(3) 0.0201(13) Uani 1 1 d . . . . .
C4 C 0.0666(6) 0.6037(5) 0.2417(3) 0.0251(16) Uani 1 1 d . . . . .
N4 N 0.4231(5) 0.6189(4) 0.1978(3) 0.0245(14) Uani 1 1 d . . . . .
C6 C 0.0040(7) 0.7889(5) 0.4034(3) 0.0291(17) Uani 1 1 d . . . . .
H6 H -0.033132 0.739430 0.420227 0.035 Uiso 1 1 calc R U . . .
C7 C -0.0104(8) 0.8609(6) 0.4404(4) 0.040(2) Uani 1 1 d . . . . .
H7 H -0.055254 0.860208 0.482921 0.048 Uiso 1 1 calc R U . . .
C8 C 0.0413(7) 0.9348(5) 0.4152(4) 0.0312(18) Uani 1 1 d . . . . .
H8 H 0.029625 0.984771 0.440071 0.037 Uiso 1 1 calc R U . . .
C9 C 0.1091(7) 0.9346(5) 0.3542(4) 0.0312(18) Uani 1 1 d . . . . .
H9 H 0.146002 0.984133 0.337474 0.037 Uiso 1 1 calc R U . . .
C10 C 0.1239(7) 0.8618(5) 0.3168(4) 0.0278(17) Uani 1 1 d . . . . .
H10 H 0.169153 0.862232 0.274374 0.033 Uiso 1 1 calc R U . . .
C11 C 0.0215(7) 0.5426(5) 0.2031(3) 0.0263(17) Uani 1 1 d . . . . .
C12 C -0.0960(8) 0.5366(6) 0.2127(5) 0.047(2) Uani 1 1 d . . . . .
H12 H -0.146734 0.569841 0.244517 0.056 Uiso 1 1 calc R U . . .
C13 C -0.1414(9) 0.4805(6) 0.1748(5) 0.054(3) Uani 1 1 d . . . . .
H13 H -0.222460 0.476812 0.181144 0.065 Uiso 1 1 calc R U . . .
C14 C -0.0698(8) 0.4325(6) 0.1297(5) 0.048(2) Uani 1 1 d . . . . .
H14 H -0.100548 0.395655 0.104061 0.057 Uiso 1 1 calc R U . . .
C15 C 0.0495(8) 0.4372(6) 0.1209(4) 0.045(2) Uani 1 1 d . . . . .
H15 H 0.099741 0.401950 0.090207 0.054 Uiso 1 1 calc R U . . .
C16 C 0.0947(8) 0.4925(5) 0.1563(4) 0.037(2) Uani 1 1 d . . . . .
H16 H 0.175906 0.496664 0.148958 0.045 Uiso 1 1 calc R U . . .
C17 C 0.4429(7) 0.7586(5) 0.2070(3) 0.0248(16) Uani 1 1 d . . . . .
C18 C 0.5093(7) 0.7329(5) 0.1489(3) 0.0260(17) Uani 1 1 d . . . . .
H18 H 0.555028 0.766516 0.117209 0.031 Uiso 1 1 calc R U . . .
C19 C 0.4948(6) 0.6449(5) 0.1466(3) 0.0246(16) Uani 1 1 d . . . . .
C20 C 0.4273(6) 0.8420(4) 0.2374(3) 0.0227(16) Uani 1 1 d . . . . .
C21 C 0.4447(6) 0.8544(5) 0.2984(3) 0.0240(16) Uani 1 1 d . . . . .
H21 H 0.464558 0.807690 0.321960 0.029 Uiso 1 1 calc R U . . .
C22 C 0.4333(6) 0.9339(5) 0.3246(4) 0.0282(18) Uani 1 1 d . . . . .
H22 H 0.445689 0.941987 0.366086 0.034 Uiso 1 1 calc R U . . .
C23 C 0.4035(7) 1.0028(5) 0.2900(4) 0.0328(19) Uani 1 1 d . . . . .
H23 H 0.394156 1.057398 0.308354 0.039 Uiso 1 1 calc R U . . .
C24 C 0.3879(7) 0.9918(5) 0.2301(4) 0.0316(18) Uani 1 1 d . . . . .
H24 H 0.368173 1.038997 0.206963 0.038 Uiso 1 1 calc R U . . .
C25 C 0.4004(7) 0.9121(5) 0.2024(4) 0.0280(17) Uani 1 1 d . . . . .
H25 H 0.390844 0.905170 0.160218 0.034 Uiso 1 1 calc R U . . .
C26 C 0.5525(7) 0.5861(5) 0.0949(4) 0.0301(18) Uani 1 1 d . . . . .
C27 C 0.5812(7) 0.5030(5) 0.1083(4) 0.0314(18) Uani 1 1 d . . . . .
H27 H 0.561711 0.483715 0.151033 0.038 Uiso 1 1 calc R U . . .
C28 C 0.6372(8) 0.4485(6) 0.0606(4) 0.042(2) Uani 1 1 d . . . . .
H28 H 0.655885 0.391859 0.069905 0.050 Uiso 1 1 calc R U . . .
C29 C 0.6663(8) 0.4789(6) -0.0026(4) 0.045(2) Uani 1 1 d . . . . .
H29 H 0.706168 0.442468 -0.035894 0.053 Uiso 1 1 calc R U . . .
C30 C 0.6378(8) 0.5605(5) -0.0166(4) 0.040(2) Uani 1 1 d . . . . .
H30 H 0.656227 0.579704 -0.059399 0.048 Uiso 1 1 calc R U . . .
C31 C 0.5819(7) 0.6143(5) 0.0323(4) 0.035(2) Uani 1 1 d . . . . .
H31 H 0.563565 0.670978 0.022924 0.042 Uiso 1 1 calc R U . . .
C32 C 0.3259(6) 0.6206(4) 0.3409(3) 0.0230(16) Uani 1 1 d . . . . .
C33 C 0.3430(7) 0.6464(5) 0.3978(3) 0.0314(18) Uani 1 1 d . . . . .
H33 H 0.337154 0.704273 0.409060 0.038 Uiso 1 1 calc R U . . .
C34 C 0.3695(8) 0.5850(5) 0.4389(4) 0.037(2) Uani 1 1 d . . . . .
C35 C 0.3720(7) 0.5006(5) 0.4229(4) 0.0325(19) Uani 1 1 d . . . . .
H35 H 0.386007 0.457608 0.451209 0.039 Uiso 1 1 calc R U . . .
C36 C 0.3534(7) 0.4822(5) 0.3646(4) 0.0299(18) Uani 1 1 d . . . . .
H36 H 0.355841 0.424667 0.352997 0.036 Uiso 1 1 calc R U . . .
N101 N 0.9073(6) 0.9849(4) 0.2472(3) 0.0280(14) Uani 1 1 d . . . . .
C101 C 0.7834(7) 0.9981(5) 0.2723(4) 0.0285(18) Uani 1 1 d . . . . .
H101 H 0.771807 1.051405 0.297632 0.034 Uiso 1 1 calc R U . . .
N102 N 0.9475(6) 0.9161(4) 0.2095(3) 0.0272(14) Uani 1 1 d . . . . .
C102 C 0.9876(7) 1.0450(5) 0.2385(4) 0.0292(18) Uani 1 1 d . . . . .
N103 N 0.7373(6) 0.9322(4) 0.3156(3) 0.0302(15) Uani 1 1 d . . . . .
C103 C 1.0807(7) 1.0140(5) 0.1958(4) 0.0290(17) Uani 1 1 d . . . . .
H103 H 1.150908 1.041107 0.180278 0.035 Uiso 1 1 calc R U . . .
N104 N 0.7397(5) 0.8508(4) 0.2940(3) 0.0267(14) Uani 1 1 d . . . . .
C104 C 1.0540(7) 0.9327(5) 0.1786(3) 0.0272(17) Uani 1 1 d . . . . .
N105 N 0.7204(6) 0.9459(4) 0.1793(3) 0.0303(15) Uani 1 1 d . . . . .
C106 C 0.9813(10) 1.2007(6) 0.2347(5) 0.057(3) Uani 1 1 d . . . . .
H106 H 1.000422 1.197549 0.189548 0.068 Uiso 1 1 calc R U . . .
C107 C 0.9686(12) 1.2771(7) 0.2646(7) 0.078(4) Uani 1 1 d . . . . .
H107 H 0.983201 1.326600 0.239720 0.093 Uiso 1 1 calc R U . . .
C108 C 0.9359(12) 1.2838(7) 0.3282(6) 0.074(4) Uani 1 1 d . . . . .
H108 H 0.924852 1.337915 0.347532 0.088 Uiso 1 1 calc R U . . .
C109 C 0.9181(9) 1.2125(6) 0.3665(5) 0.053(3) Uani 1 1 d . . . . .
H109 H 0.896066 1.217454 0.411564 0.064 Uiso 1 1 calc R U . . .
C110 C 0.9332(8) 1.1334(6) 0.3370(4) 0.042(2) Uani 1 1 d . . . . .
H110 H 0.921042 1.084170 0.362347 0.050 Uiso 1 1 calc R U . . .
C111 C 1.1309(7) 0.8718(5) 0.1357(3) 0.0290(17) Uani 1 1 d . . . . .
C112 C 1.2245(7) 0.8996(5) 0.0890(4) 0.0310(18) Uani 1 1 d . . . . .
H112 H 1.236510 0.958027 0.084111 0.037 Uiso 1 1 calc R U . . .
C113 C 1.2984(7) 0.8432(6) 0.0506(4) 0.038(2) Uani 1 1 d . . . . .
H113 H 1.361012 0.862847 0.019136 0.045 Uiso 1 1 calc R U . . .
C114 C 1.2829(7) 0.7573(5) 0.0571(4) 0.036(2) Uani 1 1 d . . . . .
H114 H 1.334356 0.718712 0.029976 0.044 Uiso 1 1 calc R U . . .
C115 C 1.1929(8) 0.7283(5) 0.1029(4) 0.042(2) Uani 1 1 d . . . . .
H115 H 1.182525 0.669656 0.107448 0.050 Uiso 1 1 calc R U . . .
C116 C 1.1170(8) 0.7845(5) 0.1427(4) 0.036(2) Uani 1 1 d . . . . .
H116 H 1.055670 0.764015 0.174569 0.043 Uiso 1 1 calc R U . . .
C117 C 0.6993(7) 0.9361(5) 0.3801(3) 0.0263(17) Uani 1 1 d . . . . .
C118 C 0.6784(7) 0.8547(5) 0.4011(4) 0.0280(17) Uani 1 1 d . . . . .
H118 H 0.652662 0.836477 0.443863 0.034 Uiso 1 1 calc R U . . .
C119 C 0.7029(7) 0.8056(5) 0.3468(4) 0.0280(17) Uani 1 1 d . . . . .
C120 C 0.6814(7) 1.0145(5) 0.4183(3) 0.0306(18) Uani 1 1 d . . . . .
C121 C 0.7295(7) 1.0202(5) 0.4707(4) 0.0331(19) Uani 1 1 d . . . . .
H121 H 0.778252 0.975333 0.480002 0.040 Uiso 1 1 calc R U . . .
C122 C 0.7075(9) 1.0900(6) 0.5094(4) 0.045(2) Uani 1 1 d . . . . .
H122 H 0.740572 1.093756 0.545235 0.054 Uiso 1 1 calc R U . . .
C123 C 0.6357(10) 1.1553(6) 0.4950(5) 0.061(3) Uani 1 1 d . . . . .
H123 H 0.619222 1.203688 0.521607 0.073 Uiso 1 1 calc R U . . .
C124 C 0.5893(9) 1.1507(6) 0.4436(4) 0.049(3) Uani 1 1 d . . . . .
H124 H 0.540558 1.195865 0.434755 0.059 Uiso 1 1 calc R U . . .
C125 C 0.6114(8) 1.0820(6) 0.4040(4) 0.039(2) Uani 1 1 d . . . . .
H125 H 0.579932 1.079995 0.367507 0.047 Uiso 1 1 calc R U . . .
C126 C 0.6886(7) 0.7131(5) 0.3446(3) 0.0281(17) Uani 1 1 d . . . . .
C127 C 0.6506(7) 0.6775(5) 0.2941(4) 0.0300(18) Uani 1 1 d . . . . .
H127 H 0.638004 0.711821 0.259884 0.036 Uiso 1 1 calc R U . . .
C128 C 0.6317(7) 0.5924(5) 0.2942(4) 0.035(2) Uani 1 1 d . . . . .
H128 H 0.604259 0.568577 0.260561 0.042 Uiso 1 1 calc R U . . .
C129 C 0.6529(8) 0.5412(5) 0.3439(4) 0.039(2) Uani 1 1 d . . . . .
H129 H 0.640274 0.482736 0.343970 0.047 Uiso 1 1 calc R U . . .
C130 C 0.6928(8) 0.5772(5) 0.3933(4) 0.041(2) Uani 1 1 d . . . . .
H130 H 0.709030 0.543119 0.426753 0.049 Uiso 1 1 calc R U . . .
C131 C 0.7083(8) 0.6625(5) 0.3933(4) 0.036(2) Uani 1 1 d . . . . .
H131 H 0.733251 0.686757 0.427565 0.043 Uiso 1 1 calc R U . . .
C132 C 0.7218(7) 1.0120(5) 0.2186(4) 0.0303(18) Uani 1 1 d . . . . .
C133 C 0.6781(7) 1.0907(5) 0.2072(4) 0.0313(18) Uani 1 1 d . . . . .
H133 H 0.679062 1.136453 0.235073 0.038 Uiso 1 1 calc R U . . .
C134 C 0.6335(8) 1.1011(5) 0.1551(4) 0.038(2) Uani 1 1 d . . . . .
C135 C 0.6312(8) 1.0339(6) 0.1143(4) 0.038(2) Uani 1 1 d . . . . .
H135 H 0.600387 1.040666 0.077675 0.046 Uiso 1 1 calc R U . . .
C136 C 0.6754(8) 0.9578(6) 0.1297(4) 0.037(2) Uani 1 1 d . . . . .
H136 H 0.673379 0.911040 0.103013 0.044 Uiso 1 1 calc R U . . .
C301 C 0.2860(10) 0.2408(5) 0.2218(4) 0.048(2) Uani 1 1 d . . . . .
H30A H 0.291431 0.216697 0.179539 0.071 Uiso 1 1 calc R U . . .
H30B H 0.209986 0.230780 0.249145 0.071 Uiso 1 1 calc R U . . .
H30C H 0.346021 0.214210 0.240684 0.071 Uiso 1 1 calc R U . . .
C302 C 0.3020(7) 0.3318(5) 0.2161(4) 0.0341(19) Uani 1 1 d . . . . .
N303 N 0.3160(6) 0.4022(4) 0.2130(3) 0.0303(15) Uani 1 1 d . . . . .
C402 C 0.8819(10) 0.6352(7) 0.0521(5) 0.061(3) Uani 1 1 d . . . . .
H40A H 0.818980 0.596350 0.057870 0.092 Uiso 1 1 calc R U . . .
H40B H 0.954061 0.603760 0.052946 0.092 Uiso 1 1 calc R U . . .
H40C H 0.889738 0.663663 0.010969 0.092 Uiso 1 1 calc R U . . .
C403 C 0.8562(8) 0.6977(5) 0.1034(4) 0.038(2) Uani 1 1 d . . . . .
N404 N 0.8381(6) 0.7459(4) 0.1421(3) 0.0340(16) Uani 1 1 d . . . . .
C105 C 0.9658(7) 1.1264(5) 0.2713(4) 0.035(2) Uani 1 1 d . . . . .
C5 C 0.0717(7) 0.7883(5) 0.3422(3) 0.0260(17) Uani 1 1 d . . . . .
N5 N 0.3319(5) 0.5393(4) 0.3226(3) 0.0226(13) Uani 1 1 d . . . . .
Cu2 Cu 0.81483(10) 0.83664(7) 0.20023(5) 0.0315(3) Uani 1 1 d . . . . .
Cl2 Cl 0.5828(2) 1.20077(16) 0.13668(12) 0.0550(6) Uani 1 1 d . . . . .
C2 C 0.0856(6) 0.7124(4) 0.3016(3) 0.0234(16) Uani 1 1 d . . . . .
N2 N 0.1778(5) 0.6040(4) 0.2410(3) 0.0237(14) Uani 1 1 d . . . . .
F1 F 0.2033(5) 0.1667(3) 0.3797(3) 0.0620(16) Uani 1 1 d . . . . .
P1 P 0.2810(2) 0.22951(13) 0.40643(10) 0.0386(6) Uani 1 1 d . . . . .
F2 F 0.2478(4) 0.3020(3) 0.3609(2) 0.0397(12) Uani 1 1 d . . . . .
F3 F 0.3171(7) 0.1579(3) 0.4506(3) 0.072(2) Uani 1 1 d . . . . .
F4 F 0.3588(5) 0.2932(3) 0.4330(3) 0.0556(16) Uani 1 1 d . . . . .
F5 F 0.1731(6) 0.2585(4) 0.4616(3) 0.080(2) Uani 1 1 d . . . . .
F6 F 0.3894(5) 0.2024(3) 0.3513(2) 0.0459(13) Uani 1 1 d . . . . .
P2 P 0.3055(2) 0.15734(14) 0.04188(10) 0.0336(5) Uani 1 1 d . . . . .
F7 F 0.3353(5) 0.1039(3) 0.0993(2) 0.0544(15) Uani 1 1 d . . . . .
F8 F 0.3639(7) 0.2347(4) 0.0650(3) 0.092(3) Uani 1 1 d . . . . .
F9 F 0.2763(6) 0.2107(4) -0.0158(3) 0.071(2) Uani 1 1 d . . . . .
F10 F 0.1867(6) 0.1886(5) 0.0875(3) 0.086(2) Uani 1 1 d . . . . .
F11 F 0.2393(6) 0.0816(3) 0.0197(3) 0.0619(17) Uani 1 1 d . . . . .
F12 F 0.4208(6) 0.1286(7) -0.0033(3) 0.115(3) Uani 1 1 d . . . . .
C52 C 0.9647(9) 0.1330(6) 0.0221(4) 0.046(2) Uani 1 1 d . . . . .
H52A H 0.929964 0.123729 -0.014559 0.055 Uiso 1 1 calc R U . . .
H52B H 1.049079 0.136220 0.005811 0.055 Uiso 1 1 calc R U . . .
Cl51 Cl 0.9364(2) 0.04892(17) 0.07498(12) 0.0572(7) Uani 1 1 d . . . . .
Cl50 Cl 0.9072(3) 0.22911(19) 0.06070(17) 0.0788(9) Uani 1 1 d . . . . .
C62 C 0.0394(10) 0.4200(7) 0.4343(5) 0.063(3) Uani 1 1 d . . . . .
H62A H 0.077461 0.370732 0.408937 0.075 Uiso 1 1 calc R U . . .
H62B H 0.090984 0.438381 0.461003 0.075 Uiso 1 1 calc R U . . .
Cl61 Cl 0.0168(3) 0.50199(19) 0.38271(15) 0.0741(8) Uani 1 1 d . . . . .
Cl60 Cl -0.0922(3) 0.3909(2) 0.48370(14) 0.0756(9) Uani 1 1 d . . . . .
Cl72 Cl 0.5763(4) 0.3759(3) 0.2399(3) 0.1238(16) Uani 1 1 d . . . . .
Cl71 Cl 0.6676(5) 0.2640(3) 0.3216(3) 0.1400(18) Uani 1 1 d . . . . .
C70 C 0.684(2) 0.3201(14) 0.2558(11) 0.163(8) Uani 1 1 d . U . . .
H70A H 0.745967 0.358946 0.255924 0.195 Uiso 1 1 calc R U . . .
H70B H 0.712186 0.280940 0.219660 0.195 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N303 1.888(6) . ?
Cu1 N4 2.047(6) . ?
Cu1 N5 2.116(6) . ?
Cu1 N2 2.124(6) . ?
N1 C2 1.346(9) . ?
N1 N2 1.369(7) . ?
N1 C1 1.473(9) . ?
Cl1 C34 1.737(8) . ?
C1 N3 1.456(9) . ?
C1 C32 1.514(10) . ?
C1 H1 1.0000 . ?
C3 C2 1.377(10) . ?
C3 C4 1.415(10) . ?
C3 H3 0.9500 . ?
N3 C17 1.374(9) . ?
N3 N4 1.384(7) . ?
C4 N2 1.323(10) . ?
C4 C11 1.481(9) . ?
N4 C19 1.311(10) . ?
C6 C5 1.379(10) . ?
C6 C7 1.384(11) . ?
C6 H6 0.9500 . ?
C7 C8 1.403(12) . ?
C7 H7 0.9500 . ?
C8 C9 1.375(11) . ?
C8 H8 0.9500 . ?
C9 C10 1.399(10) . ?
C9 H9 0.9500 . ?
C10 C5 1.400(11) . ?
C10 H10 0.9500 . ?
C11 C12 1.377(11) . ?
C11 C16 1.400(10) . ?
C12 C13 1.421(11) . ?
C12 H12 0.9500 . ?
C13 C14 1.352(13) . ?
C13 H13 0.9500 . ?
C14 C15 1.397(13) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(11) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.373(10) . ?
C17 C20 1.470(9) . ?
C18 C19 1.422(10) . ?
C18 H18 0.9500 . ?
C19 C26 1.482(9) . ?
C20 C21 1.396(10) . ?
C20 C25 1.411(10) . ?
C21 C22 1.380(10) . ?
C21 H21 0.9500 . ?
C22 C23 1.402(11) . ?
C22 H22 0.9500 . ?
C23 C24 1.361(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.394(10) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C31 1.393(11) . ?
C26 C27 1.396(11) . ?
C27 C28 1.380(10) . ?
C27 H27 0.9500 . ?
C28 C29 1.415(13) . ?
C28 H28 0.9500 . ?
C29 C30 1.377(13) . ?
C29 H29 0.9500 . ?
C30 C31 1.390(11) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 N5 1.350(9) . ?
C32 C33 1.361(10) . ?
C33 C34 1.390(11) . ?
C33 H33 0.9500 . ?
C34 C35 1.388(11) . ?
C35 C36 1.362(11) . ?
C35 H35 0.9500 . ?
C36 N5 1.337(10) . ?
C36 H36 0.9500 . ?
N101 C102 1.368(10) . ?
N101 N102 1.369(8) . ?
N101 C101 1.458(10) . ?
C101 N103 1.444(10) . ?
C101 C132 1.519(11) . ?
C101 H101 1.0000 . ?
N102 C104 1.329(10) . ?
N102 Cu2 2.118(6) . ?
C102 C103 1.345(11) . ?
C102 C105 1.465(10) . ?
N103 C117 1.361(9) . ?
N103 N104 1.377(8) . ?
C103 C104 1.420(10) . ?
C103 H103 0.9500 . ?
N104 C119 1.340(10) . ?
N104 Cu2 2.025(6) . ?
C104 C111 1.476(10) . ?
N105 C136 1.313(10) . ?
N105 C132 1.359(10) . ?
N105 Cu2 2.131(7) . ?
C106 C107 1.368(14) . ?
C106 C105 1.413(13) . ?
C106 H106 0.9500 . ?
C107 C108 1.342(17) . ?
C107 H107 0.9500 . ?
C108 C109 1.395(16) . ?
C108 H108 0.9500 . ?
C109 C110 1.400(11) . ?
C109 H109 0.9500 . ?
C110 C105 1.386(12) . ?
C110 H110 0.9500 . ?
C111 C112 1.407(11) . ?
C111 C116 1.411(11) . ?
C112 C113 1.368(11) . ?
C112 H112 0.9500 . ?
C113 C114 1.390(12) . ?
C113 H113 0.9500 . ?
C114 C115 1.376(12) . ?
C114 H114 0.9500 . ?
C115 C116 1.389(11) . ?
C115 H115 0.9500 . ?
C116 H116 0.9500 . ?
C117 C118 1.386(11) . ?
C117 C120 1.482(10) . ?
C118 C119 1.380(10) . ?
C118 H118 0.9500 . ?
C119 C126 1.493(11) . ?
C120 C121 1.387(11) . ?
C120 C125 1.407(12) . ?
C121 C122 1.373(11) . ?
C121 H121 0.9500 . ?
C122 C123 1.396(13) . ?
C122 H122 0.9500 . ?
C123 C124 1.353(12) . ?
C123 H123 0.9500 . ?
C124 C125 1.370(11) . ?
C124 H124 0.9500 . ?
C125 H125 0.9500 . ?
C126 C131 1.377(11) . ?
C126 C127 1.405(10) . ?
C127 C128 1.385(11) . ?
C127 H127 0.9500 . ?
C128 C129 1.405(12) . ?
C128 H128 0.9500 . ?
C129 C130 1.402(12) . ?
C129 H129 0.9500 . ?
C130 C131 1.379(11) . ?
C130 H130 0.9500 . ?
C131 H131 0.9500 . ?
C132 C133 1.379(11) . ?
C133 C134 1.356(11) . ?
C133 H133 0.9500 . ?
C134 C135 1.396(12) . ?
C134 Cl2 1.749(9) . ?
C135 C136 1.368(12) . ?
C135 H135 0.9500 . ?
C136 H136 0.9500 . ?
C301 C302 1.473(11) . ?
C301 H30A 0.9800 . ?
C301 H30B 0.9800 . ?
C301 H30C 0.9800 . ?
C302 N303 1.140(10) . ?
C402 C403 1.465(11) . ?
C402 H40A 0.9800 . ?
C402 H40B 0.9800 . ?
C402 H40C 0.9800 . ?
C403 N404 1.114(10) . ?
N404 Cu2 1.889(6) . ?
C5 C2 1.478(9) . ?
F1 P1 1.593(6) . ?
P1 F6 1.588(6) . ?
P1 F3 1.589(6) . ?
P1 F5 1.591(6) . ?
P1 F4 1.600(5) . ?
P1 F2 1.605(5) . ?
P2 F12 1.542(7) . ?
P2 F8 1.582(6) . ?
P2 F10 1.589(7) . ?
P2 F7 1.595(5) . ?
P2 F9 1.598(6) . ?
P2 F11 1.606(5) . ?
C52 Cl51 1.747(10) . ?
C52 Cl50 1.779(9) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C62 Cl60 1.761(11) . ?
C62 Cl61 1.762(11) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
Cl72 C70 1.625(19) . ?
Cl71 C70 1.65(2) . ?
C70 H70A 0.9900 . ?
C70 H70B 0.9900 . ?

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
N303 Cu1 N4 142.1(3) . . ?
N303 Cu1 N5 109.6(3) . . ?
N4 Cu1 N5 90.7(2) . . ?
N303 Cu1 N2 123.4(3) . . ?
N4 Cu1 N2 87.3(2) . . ?
N5 Cu1 N2 89.1(2) . . ?
C2 N1 N2 112.5(6) . . ?
C2 N1 C1 127.5(5) . . ?
N2 N1 C1 119.0(6) . . ?
N3 C1 N1 110.2(5) . . ?
N3 C1 C32 112.8(6) . . ?
N1 C1 C32 112.9(6) . . ?
N3 C1 H1 106.9 . . ?
N1 C1 H1 106.9 . . ?
C32 C1 H1 106.9 . . ?
C2 C3 C4 105.4(7) . . ?
C2 C3 H3 127.3 . . ?
C4 C3 H3 127.3 . . ?
C17 N3 N4 110.4(6) . . ?
C17 N3 C1 128.7(6) . . ?
N4 N3 C1 120.1(6) . . ?
N2 C4 C3 111.1(6) . . ?
N2 C4 C11 121.3(6) . . ?
C3 C4 C11 127.6(7) . . ?
C19 N4 N3 105.7(6) . . ?
C19 N4 Cu1 139.0(5) . . ?
N3 N4 Cu1 113.4(4) . . ?
C5 C6 C7 120.5(8) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C7 C8 120.1(8) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 119.6(7) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.3(8) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 119.7(7) . . ?
C9 C10 H10 120.1 . . ?
C5 C10 H10 120.1 . . ?
C12 C11 C16 119.1(7) . . ?
C12 C11 C4 118.9(7) . . ?
C16 C11 C4 121.9(7) . . ?
C11 C12 C13 119.9(8) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.4(9) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 119.8(8) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C16 C15 C14 120.5(8) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C11 120.2(8) . . ?
C15 C16 H16 119.9 . . ?
C11 C16 H16 119.9 . . ?
C18 C17 N3 107.2(6) . . ?
C18 C17 C20 130.1(7) . . ?
N3 C17 C20 122.7(6) . . ?
C17 C18 C19 105.0(7) . . ?
C17 C18 H18 127.5 . . ?
C19 C18 H18 127.5 . . ?
N4 C19 C18 111.7(6) . . ?
N4 C19 C26 121.6(7) . . ?
C18 C19 C26 126.8(7) . . ?
C21 C20 C25 119.1(7) . . ?
C21 C20 C17 122.0(7) . . ?
C25 C20 C17 118.9(6) . . ?
C22 C21 C20 120.5(7) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 119.8(7) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 120.4(7) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 120.8(7) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C20 119.4(7) . . ?
C24 C25 H25 120.3 . . ?
C20 C25 H25 120.3 . . ?
C31 C26 C27 119.2(7) . . ?
C31 C26 C19 119.8(8) . . ?
C27 C26 C19 120.9(7) . . ?
C28 C27 C26 121.2(8) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 118.3(9) . . ?
C27 C28 H28 120.8 . . ?
C29 C28 H28 120.8 . . ?
C30 C29 C28 121.2(8) . . ?
C30 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C29 C30 C31 119.4(8) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 H30 120.3 . . ?
C30 C31 C26 120.6(8) . . ?
C30 C31 H31 119.7 . . ?
C26 C31 H31 119.7 . . ?
N5 C32 C33 123.9(7) . . ?
N5 C32 C1 116.3(6) . . ?
C33 C32 C1 119.8(6) . . ?
C32 C33 C34 117.5(7) . . ?
C32 C33 H33 121.3 . . ?
C34 C33 H33 121.3 . . ?
C35 C34 C33 120.2(7) . . ?
C35 C34 Cl1 120.3(6) . . ?
C33 C34 Cl1 119.5(6) . . ?
C36 C35 C34 117.0(7) . . ?
C36 C35 H35 121.5 . . ?
C34 C35 H35 121.5 . . ?
N5 C36 C35 124.8(7) . . ?
N5 C36 H36 117.6 . . ?
C35 C36 H36 117.6 . . ?
C102 N101 N102 110.9(6) . . ?
C102 N101 C101 126.4(6) . . ?
N102 N101 C101 119.0(6) . . ?
N103 C101 N101 111.6(6) . . ?
N103 C101 C132 113.7(6) . . ?
N101 C101 C132 110.8(6) . . ?
N103 C101 H101 106.8 . . ?
N101 C101 H101 106.8 . . ?
C132 C101 H101 106.8 . . ?
C104 N102 N101 105.8(6) . . ?
C104 N102 Cu2 138.7(5) . . ?
N101 N102 Cu2 112.9(5) . . ?
C103 C102 N101 106.9(7) . . ?
C103 C102 C105 130.6(8) . . ?
N101 C102 C105 122.5(7) . . ?
C117 N103 N104 111.0(6) . . ?
C117 N103 C101 128.4(6) . . ?
N104 N103 C101 120.3(6) . . ?
C102 C103 C104 106.7(7) . . ?
C102 C103 H103 126.6 . . ?
C104 C103 H103 126.6 . . ?
C119 N104 N103 104.6(6) . . ?
C119 N104 Cu2 141.1(5) . . ?
N103 N104 Cu2 113.6(5) . . ?
N102 C104 C103 109.7(7) . . ?
N102 C104 C111 123.1(7) . . ?
C103 C104 C111 127.2(7) . . ?
C136 N105 C132 118.7(7) . . ?
C136 N105 Cu2 127.1(5) . . ?
C132 N105 Cu2 113.6(5) . . ?
C107 C106 C105 119.8(10) . . ?
C107 C106 H106 120.1 . . ?
C105 C106 H106 120.1 . . ?
C108 C107 C106 121.4(12) . . ?
C108 C107 H107 119.3 . . ?
C106 C107 H107 119.3 . . ?
C107 C108 C109 121.0(10) . . ?
C107 C108 H108 119.5 . . ?
C109 C108 H108 119.5 . . ?
C108 C109 C110 118.6(10) . . ?
C108 C109 H109 120.7 . . ?
C110 C109 H109 120.7 . . ?
C105 C110 C109 120.5(9) . . ?
C105 C110 H110 119.7 . . ?
C109 C110 H110 119.7 . . ?
C112 C111 C116 118.3(7) . . ?
C112 C111 C104 120.3(7) . . ?
C116 C111 C104 121.3(7) . . ?
C113 C112 C111 120.5(8) . . ?
C113 C112 H112 119.7 . . ?
C111 C112 H112 119.7 . . ?
C112 C113 C114 120.8(8) . . ?
C112 C113 H113 119.6 . . ?
C114 C113 H113 119.6 . . ?
C115 C114 C113 119.9(8) . . ?
C115 C114 H114 120.0 . . ?
C113 C114 H114 120.0 . . ?
C114 C115 C116 120.3(8) . . ?
C114 C115 H115 119.8 . . ?
C116 C115 H115 119.8 . . ?
C115 C116 C111 120.2(8) . . ?
C115 C116 H116 119.9 . . ?
C111 C116 H116 119.9 . . ?
N103 C117 C118 106.9(6) . . ?
N103 C117 C120 124.9(7) . . ?
C118 C117 C120 128.1(7) . . ?
C119 C118 C117 105.4(7) . . ?
C119 C118 H118 127.3 . . ?
C117 C118 H118 127.3 . . ?
N104 C119 C118 112.2(7) . . ?
N104 C119 C126 122.2(6) . . ?
C118 C119 C126 125.6(7) . . ?
C121 C120 C125 119.3(7) . . ?
C121 C120 C117 119.8(7) . . ?
C125 C120 C117 120.8(6) . . ?
C122 C121 C120 120.8(8) . . ?
C122 C121 H121 119.6 . . ?
C120 C121 H121 119.6 . . ?
C121 C122 C123 118.8(8) . . ?
C121 C122 H122 120.6 . . ?
C123 C122 H122 120.6 . . ?
C124 C123 C122 120.9(8) . . ?
C124 C123 H123 119.6 . . ?
C122 C123 H123 119.6 . . ?
C123 C124 C125 121.1(9) . . ?
C123 C124 H124 119.4 . . ?
C125 C124 H124 119.4 . . ?
C124 C125 C120 119.1(7) . . ?
C124 C125 H125 120.5 . . ?
C120 C125 H125 120.5 . . ?
C131 C126 C127 119.5(7) . . ?
C131 C126 C119 120.2(7) . . ?
C127 C126 C119 120.3(7) . . ?
C128 C127 C126 119.9(8) . . ?
C128 C127 H127 120.1 . . ?
C126 C127 H127 120.1 . . ?
C127 C128 C129 120.2(7) . . ?
C127 C128 H128 119.9 . . ?
C129 C128 H128 119.9 . . ?
C130 C129 C128 119.3(8) . . ?
C130 C129 H129 120.4 . . ?
C128 C129 H129 120.4 . . ?
C131 C130 C129 119.7(8) . . ?
C131 C130 H130 120.1 . . ?
C129 C130 H130 120.1 . . ?
C126 C131 C130 121.4(7) . . ?
C126 C131 H131 119.3 . . ?
C130 C131 H131 119.3 . . ?
N105 C132 C133 121.6(7) . . ?
N105 C132 C101 117.5(7) . . ?
C133 C132 C101 120.6(7) . . ?
C134 C133 C132 118.1(7) . . ?
C134 C133 H133 121.0 . . ?
C132 C133 H133 121.0 . . ?
C133 C134 C135 121.1(8) . . ?
C133 C134 Cl2 119.8(7) . . ?
C135 C134 Cl2 119.1(7) . . ?
C136 C135 C134 116.8(7) . . ?
C136 C135 H135 121.6 . . ?
C134 C135 H135 121.6 . . ?
N105 C136 C135 123.7(8) . . ?
N105 C136 H136 118.2 . . ?
C135 C136 H136 118.2 . . ?
C302 C301 H30A 109.5 . . ?
C302 C301 H30B 109.5 . . ?
H30A C301 H30B 109.5 . . ?
C302 C301 H30C 109.5 . . ?
H30A C301 H30C 109.5 . . ?
H30B C301 H30C 109.5 . . ?
N303 C302 C301 178.0(9) . . ?
C302 N303 Cu1 167.4(6) . . ?
C403 C402 H40A 109.5 . . ?
C403 C402 H40B 109.5 . . ?
H40A C402 H40B 109.5 . . ?
C403 C402 H40C 109.5 . . ?
H40A C402 H40C 109.5 . . ?
H40B C402 H40C 109.5 . . ?
N404 C403 C402 178.9(11) . . ?
C403 N404 Cu2 173.3(8) . . ?
C110 C105 C106 118.6(8) . . ?
C110 C105 C102 122.5(8) . . ?
C106 C105 C102 118.9(8) . . ?
C6 C5 C10 119.7(7) . . ?
C6 C5 C2 121.1(7) . . ?
C10 C5 C2 119.2(6) . . ?
C36 N5 C32 116.5(6) . . ?
C36 N5 Cu1 127.5(5) . . ?
C32 N5 Cu1 115.7(5) . . ?
N404 Cu2 N104 134.6(3) . . ?
N404 Cu2 N102 123.2(3) . . ?
N104 Cu2 N102 90.6(2) . . ?
N404 Cu2 N105 117.8(3) . . ?
N104 Cu2 N105 90.1(2) . . ?
N102 Cu2 N105 87.8(2) . . ?
N1 C2 C3 106.3(6) . . ?
N1 C2 C5 123.7(6) . . ?
C3 C2 C5 129.9(7) . . ?
C4 N2 N1 104.7(6) . . ?
C4 N2 Cu1 139.0(5) . . ?
N1 N2 Cu1 112.9(4) . . ?
F6 P1 F3 89.7(3) . . ?
F6 P1 F5 178.9(4) . . ?
F3 P1 F5 90.9(4) . . ?
F6 P1 F1 90.6(3) . . ?
F3 P1 F1 90.9(3) . . ?
F5 P1 F1 90.3(4) . . ?
F6 P1 F4 89.4(3) . . ?
F3 P1 F4 89.5(3) . . ?
F5 P1 F4 89.7(4) . . ?
F1 P1 F4 179.6(3) . . ?
F6 P1 F2 89.0(3) . . ?
F3 P1 F2 178.6(4) . . ?
F5 P1 F2 90.3(3) . . ?
F1 P1 F2 89.7(3) . . ?
F4 P1 F2 89.8(3) . . ?
F12 P2 F8 90.9(5) . . ?
F12 P2 F10 178.8(5) . . ?
F8 P2 F10 88.7(4) . . ?
F12 P2 F7 91.8(4) . . ?
F8 P2 F7 88.7(3) . . ?
F10 P2 F7 89.3(4) . . ?
F12 P2 F9 87.9(4) . . ?
F8 P2 F9 91.4(3) . . ?
F10 P2 F9 90.9(4) . . ?
F7 P2 F9 179.7(5) . . ?
F12 P2 F11 92.1(4) . . ?
F8 P2 F11 176.8(5) . . ?
F10 P2 F11 88.3(4) . . ?
F7 P2 F11 92.4(3) . . ?
F9 P2 F11 87.5(3) . . ?
Cl51 C52 Cl50 110.6(5) . . ?
Cl51 C52 H52A 109.5 . . ?
Cl50 C52 H52A 109.5 . . ?
Cl51 C52 H52B 109.5 . . ?
Cl50 C52 H52B 109.5 . . ?
H52A C52 H52B 108.1 . . ?
Cl60 C62 Cl61 110.9(6) . . ?
Cl60 C62 H62A 109.5 . . ?
Cl61 C62 H62A 109.5 . . ?
Cl60 C62 H62B 109.5 . . ?
Cl61 C62 H62B 109.5 . . ?
H62A C62 H62B 108.0 . . ?
Cl72 C70 Cl71 121.1(15) . . ?
Cl72 C70 H70A 107.0 . . ?
Cl71 C70 H70A 107.0 . . ?
Cl72 C70 H70B 107.0 . . ?
Cl71 C70 H70B 107.0 . . ?
H70A C70 H70B 106.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N3 -135.0(7) . . . . ?
N2 N1 C1 N3 57.2(8) . . . . ?
C2 N1 C1 C32 97.9(8) . . . . ?
N2 N1 C1 C32 -69.8(8) . . . . ?
N1 C1 N3 C17 102.3(8) . . . . ?
C32 C1 N3 C17 -130.5(7) . . . . ?
N1 C1 N3 N4 -66.7(8) . . . . ?
C32 C1 N3 N4 60.4(8) . . . . ?
C2 C3 C4 N2 2.4(9) . . . . ?
C2 C3 C4 C11 -174.9(7) . . . . ?
C17 N3 N4 C19 0.8(8) . . . . ?
C1 N3 N4 C19 171.7(6) . . . . ?
C17 N3 N4 Cu1 -166.8(5) . . . . ?
C1 N3 N4 Cu1 4.1(8) . . . . ?
C5 C6 C7 C8 1.9(13) . . . . ?
C6 C7 C8 C9 -2.0(13) . . . . ?
C7 C8 C9 C10 1.8(12) . . . . ?
C8 C9 C10 C5 -1.6(12) . . . . ?
N2 C4 C11 C12 170.4(8) . . . . ?
C3 C4 C11 C12 -12.5(13) . . . . ?
N2 C4 C11 C16 -11.2(12) . . . . ?
C3 C4 C11 C16 165.9(8) . . . . ?
C16 C11 C12 C13 -0.6(15) . . . . ?
C4 C11 C12 C13 177.9(9) . . . . ?
C11 C12 C13 C14 0.5(17) . . . . ?
C12 C13 C14 C15 0.8(17) . . . . ?
C13 C14 C15 C16 -2.2(16) . . . . ?
C14 C15 C16 C11 2.2(15) . . . . ?
C12 C11 C16 C15 -0.8(14) . . . . ?
C4 C11 C16 C15 -179.2(8) . . . . ?
N4 N3 C17 C18 0.3(8) . . . . ?
C1 N3 C17 C18 -169.7(7) . . . . ?
N4 N3 C17 C20 -178.2(6) . . . . ?
C1 N3 C17 C20 11.9(11) . . . . ?
N3 C17 C18 C19 -1.1(8) . . . . ?
C20 C17 C18 C19 177.1(7) . . . . ?
N3 N4 C19 C18 -1.5(8) . . . . ?
Cu1 N4 C19 C18 161.0(6) . . . . ?
N3 N4 C19 C26 177.3(6) . . . . ?
Cu1 N4 C19 C26 -20.2(12) . . . . ?
C17 C18 C19 N4 1.7(9) . . . . ?
C17 C18 C19 C26 -177.0(7) . . . . ?
C18 C17 C20 C21 -126.2(9) . . . . ?
N3 C17 C20 C21 51.9(11) . . . . ?
C18 C17 C20 C25 50.1(11) . . . . ?
N3 C17 C20 C25 -131.8(8) . . . . ?
C25 C20 C21 C22 1.4(11) . . . . ?
C17 C20 C21 C22 177.7(7) . . . . ?
C20 C21 C22 C23 0.3(11) . . . . ?
C21 C22 C23 C24 -1.3(12) . . . . ?
C22 C23 C24 C25 0.4(13) . . . . ?
C23 C24 C25 C20 1.3(12) . . . . ?
C21 C20 C25 C24 -2.2(11) . . . . ?
C17 C20 C25 C24 -178.6(7) . . . . ?
N4 C19 C26 C31 149.9(8) . . . . ?
C18 C19 C26 C31 -31.4(11) . . . . ?
N4 C19 C26 C27 -32.0(11) . . . . ?
C18 C19 C26 C27 146.6(8) . . . . ?
C31 C26 C27 C28 -0.5(12) . . . . ?
C19 C26 C27 C28 -178.5(7) . . . . ?
C26 C27 C28 C29 0.6(12) . . . . ?
C27 C28 C29 C30 -1.1(13) . . . . ?
C28 C29 C30 C31 1.5(13) . . . . ?
C29 C30 C31 C26 -1.3(12) . . . . ?
C27 C26 C31 C30 0.8(12) . . . . ?
C19 C26 C31 C30 178.9(7) . . . . ?
N3 C1 C32 N5 -66.7(8) . . . . ?
N1 C1 C32 N5 59.0(8) . . . . ?
N3 C1 C32 C33 113.0(8) . . . . ?
N1 C1 C32 C33 -121.3(7) . . . . ?
N5 C32 C33 C34 0.7(12) . . . . ?
C1 C32 C33 C34 -179.0(7) . . . . ?
C32 C33 C34 C35 -3.2(13) . . . . ?
C32 C33 C34 Cl1 177.7(6) . . . . ?
C33 C34 C35 C36 3.2(13) . . . . ?
Cl1 C34 C35 C36 -177.7(7) . . . . ?
C34 C35 C36 N5 -0.8(13) . . . . ?
C102 N101 C101 N103 -138.9(7) . . . . ?
N102 N101 C101 N103 64.7(8) . . . . ?
C102 N101 C101 C132 93.3(8) . . . . ?
N102 N101 C101 C132 -63.1(9) . . . . ?
C102 N101 N102 C104 1.7(8) . . . . ?
C101 N101 N102 C104 161.5(7) . . . . ?
C102 N101 N102 Cu2 -163.6(5) . . . . ?
C101 N101 N102 Cu2 -3.7(8) . . . . ?
N102 N101 C102 C103 -1.3(9) . . . . ?
C101 N101 C102 C103 -159.3(7) . . . . ?
N102 N101 C102 C105 177.9(7) . . . . ?
C101 N101 C102 C105 19.9(11) . . . . ?
N101 C101 N103 C117 107.9(8) . . . . ?
C132 C101 N103 C117 -125.9(8) . . . . ?
N101 C101 N103 N104 -64.5(8) . . . . ?
C132 C101 N103 N104 61.8(9) . . . . ?
N101 C102 C103 C104 0.4(9) . . . . ?
C105 C102 C103 C104 -178.7(8) . . . . ?
C117 N103 N104 C119 -0.2(8) . . . . ?
C101 N103 N104 C119 173.4(7) . . . . ?
C117 N103 N104 Cu2 -172.4(5) . . . . ?
C101 N103 N104 Cu2 1.2(8) . . . . ?
N101 N102 C104 C103 -1.4(8) . . . . ?
Cu2 N102 C104 C103 157.8(6) . . . . ?
N101 N102 C104 C111 175.9(7) . . . . ?
Cu2 N102 C104 C111 -24.9(12) . . . . ?
C102 C103 C104 N102 0.6(9) . . . . ?
C102 C103 C104 C111 -176.5(7) . . . . ?
C105 C106 C107 C108 -3(2) . . . . ?
C106 C107 C108 C109 3(2) . . . . ?
C107 C108 C109 C110 -0.9(19) . . . . ?
C108 C109 C110 C105 0.3(15) . . . . ?
N102 C104 C111 C112 158.9(7) . . . . ?
C103 C104 C111 C112 -24.4(12) . . . . ?
N102 C104 C111 C116 -24.8(11) . . . . ?
C103 C104 C111 C116 152.0(8) . . . . ?
C116 C111 C112 C113 1.3(11) . . . . ?
C104 C111 C112 C113 177.8(7) . . . . ?
C111 C112 C113 C114 -0.3(12) . . . . ?
C112 C113 C114 C115 -0.5(12) . . . . ?
C113 C114 C115 C116 0.2(13) . . . . ?
C114 C115 C116 C111 0.8(13) . . . . ?
C112 C111 C116 C115 -1.6(12) . . . . ?
C104 C111 C116 C115 -178.0(8) . . . . ?
N104 N103 C117 C118 1.1(8) . . . . ?
C101 N103 C117 C118 -171.9(7) . . . . ?
N104 N103 C117 C120 -177.2(7) . . . . ?
C101 N103 C117 C120 9.9(12) . . . . ?
N103 C117 C118 C119 -1.4(8) . . . . ?
C120 C117 C118 C119 176.7(7) . . . . ?
N103 N104 C119 C118 -0.7(9) . . . . ?
Cu2 N104 C119 C118 167.8(6) . . . . ?
N103 N104 C119 C126 177.9(7) . . . . ?
Cu2 N104 C119 C126 -13.6(13) . . . . ?
C117 C118 C119 N104 1.4(9) . . . . ?
C117 C118 C119 C126 -177.2(7) . . . . ?
N103 C117 C120 C121 -129.2(9) . . . . ?
C118 C117 C120 C121 52.9(12) . . . . ?
N103 C117 C120 C125 53.9(12) . . . . ?
C118 C117 C120 C125 -124.0(9) . . . . ?
C125 C120 C121 C122 1.4(13) . . . . ?
C117 C120 C121 C122 -175.5(8) . . . . ?
C120 C121 C122 C123 0.0(15) . . . . ?
C121 C122 C123 C124 -0.7(17) . . . . ?
C122 C123 C124 C125 -0.1(18) . . . . ?
C123 C124 C125 C120 1.6(16) . . . . ?
C121 C120 C125 C124 -2.2(14) . . . . ?
C117 C120 C125 C124 174.7(9) . . . . ?
N104 C119 C126 C131 147.0(8) . . . . ?
C118 C119 C126 C131 -34.6(12) . . . . ?
N104 C119 C126 C127 -35.4(11) . . . . ?
C118 C119 C126 C127 143.0(8) . . . . ?
C131 C126 C127 C128 1.1(12) . . . . ?
C119 C126 C127 C128 -176.5(7) . . . . ?
C126 C127 C128 C129 -1.5(12) . . . . ?
C127 C128 C129 C130 0.3(13) . . . . ?
C128 C129 C130 C131 1.4(14) . . . . ?
C127 C126 C131 C130 0.6(13) . . . . ?
C119 C126 C131 C130 178.2(8) . . . . ?
C129 C130 C131 C126 -1.8(14) . . . . ?
C136 N105 C132 C133 -0.4(12) . . . . ?
Cu2 N105 C132 C133 171.6(6) . . . . ?
C136 N105 C132 C101 -174.9(7) . . . . ?
Cu2 N105 C132 C101 -2.9(9) . . . . ?
N103 C101 C132 N105 -59.1(9) . . . . ?
N101 C101 C132 N105 67.6(9) . . . . ?
N103 C101 C132 C133 126.4(8) . . . . ?
N101 C101 C132 C133 -107.0(8) . . . . ?
N105 C132 C133 C134 -0.4(12) . . . . ?
C101 C132 C133 C134 173.9(8) . . . . ?
C132 C133 C134 C135 0.5(13) . . . . ?
C132 C133 C134 Cl2 -177.2(7) . . . . ?
C133 C134 C135 C136 0.2(13) . . . . ?
Cl2 C134 C135 C136 177.9(7) . . . . ?
C132 N105 C136 C135 1.2(13) . . . . ?
Cu2 N105 C136 C135 -169.6(7) . . . . ?
C134 C135 C136 N105 -1.1(14) . . . . ?
N4 Cu1 N303 C302 147(3) . . . . ?
N5 Cu1 N303 C302 29(3) . . . . ?
N2 Cu1 N303 C302 -74(3) . . . . ?
C109 C110 C105 C106 -1.2(13) . . . . ?
C109 C110 C105 C102 177.3(8) . . . . ?
C107 C106 C105 C110 2.7(15) . . . . ?
C107 C106 C105 C102 -175.8(10) . . . . ?
C103 C102 C105 C110 -125.0(10) . . . . ?
N101 C102 C105 C110 56.0(11) . . . . ?
C103 C102 C105 C106 53.4(13) . . . . ?
N101 C102 C105 C106 -125.5(9) . . . . ?
C7 C6 C5 C10 -1.7(12) . . . . ?
C7 C6 C5 C2 -178.5(7) . . . . ?
C9 C10 C5 C6 1.5(11) . . . . ?
C9 C10 C5 C2 178.4(7) . . . . ?
C35 C36 N5 C32 -1.6(12) . . . . ?
C35 C36 N5 Cu1 171.3(6) . . . . ?
C33 C32 N5 C36 1.6(11) . . . . ?
C1 C32 N5 C36 -178.7(6) . . . . ?
C33 C32 N5 Cu1 -172.2(6) . . . . ?
C1 C32 N5 Cu1 7.5(8) . . . . ?
N2 N1 C2 C3 -0.6(8) . . . . ?
C1 N1 C2 C3 -169.0(7) . . . . ?
N2 N1 C2 C5 -179.8(6) . . . . ?
C1 N1 C2 C5 11.8(11) . . . . ?
C4 C3 C2 N1 -1.1(8) . . . . ?
C4 C3 C2 C5 178.1(7) . . . . ?
C6 C5 C2 N1 -120.5(8) . . . . ?
C10 C5 C2 N1 62.7(10) . . . . ?
C6 C5 C2 C3 60.5(12) . . . . ?
C10 C5 C2 C3 -116.3(9) . . . . ?
C3 C4 N2 N1 -2.7(8) . . . . ?
C11 C4 N2 N1 174.9(7) . . . . ?
C3 C4 N2 Cu1 153.5(6) . . . . ?
C11 C4 N2 Cu1 -28.9(12) . . . . ?
C2 N1 N2 C4 2.1(8) . . . . ?
C1 N1 N2 C4 171.6(6) . . . . ?
C2 N1 N2 Cu1 -161.3(5) . . . . ?
C1 N1 N2 Cu1 8.2(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
_geom_hbond_publ_flag
C36 H36 F2 0.95 2.37 3.197(9) 144.8 . yes
C118 H118 F3 0.95 2.39 3.218(9) 145.4 2_666 yes
C133 H133 Cl71 0.95 2.75 3.695(9) 175.7 1_565 yes
C301 H30A F7 0.98 2.46 3.368(10) 154.3 . yes
C301 H30A F8 0.98 2.44 3.297(11) 145.6 . yes
C52 H52B F11 0.99 2.47 3.328(12) 144.1 1_655 yes
C62 H62A F2 0.99 2.29 3.165(13) 146.8 . yes
C62 H62A F5 0.99 2.48 3.088(14) 119.1 . yes

_refine_diff_density_max         0.881
_refine_diff_density_min         -1.168
_refine_diff_density_rms         0.120


####################################################################### 
# 
# 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_L3
_database_code_depnum_ccdc_archive 'CCDC 1962602'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2019-10-30 deposited with the CCDC.	2021-04-19 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H28 N6'
_chemical_formula_sum            'C35 H28 N6'
_chemical_formula_weight         532.63

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'

_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'

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

_cell_length_a                   11.707(4)
_cell_length_b                   21.831(7)
_cell_length_c                   11.757(4)
_cell_angle_alpha                90
_cell_angle_beta                 113.371(7)
_cell_angle_gamma                90
_cell_volume                     2758.3(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1257
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      17.84

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.280
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6806
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         microsource

_diffrn_radiation_monochromator  'multilayer optics'

_diffrn_measurement_device_type  'Bruker APEX CCD'

_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25280
_diffrn_reflns_av_unetI/netI     0.1508
_diffrn_reflns_av_R_equivalents  0.1257
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.866
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measured_fraction_theta_full 0.927
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_Laue_measured_fraction_full 0.927
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_point_group_measured_fraction_full 0.927
_reflns_number_total             4760
_reflns_number_gt                2415
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0367P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4760
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1097
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1157
_refine_ls_wR_factor_gt          0.1054
_refine_ls_goodness_of_fit_ref   0.792
_refine_ls_restrained_S_all      0.792
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.48013(19) 0.34649(9) 0.7674(2) 0.0241(5) Uani 1 1 d . . . . .
C1 C 0.5343(2) 0.39707(11) 0.7250(2) 0.0242(6) Uani 1 1 d . . . . .
H1 H 0.618634 0.382580 0.734580 0.029 Uiso 1 1 calc R U . . .
N2 N 0.38804(19) 0.35744(9) 0.8088(2) 0.0254(5) Uani 1 1 d . . . . .
C2 C 0.4972(2) 0.28475(11) 0.7541(2) 0.0241(6) Uani 1 1 d . . . . .
C3 C 0.4129(2) 0.25576(12) 0.7897(2) 0.0266(7) Uani 1 1 d . . . . .
H3 H 0.400581 0.212831 0.791588 0.032 Uiso 1 1 calc R U . . .
N3 N 0.4658(2) 0.40732(9) 0.59205(19) 0.0238(5) Uani 1 1 d . . . . .
C4 C 0.3485(2) 0.30190(12) 0.8228(2) 0.0259(7) Uani 1 1 d . . . . .
N4 N 0.3394(2) 0.41223(9) 0.5444(2) 0.0261(5) Uani 1 1 d . . . . .
N5 N 0.6730(2) 0.46300(10) 0.8867(2) 0.0340(6) Uani 1 1 d . . . . .
C5 C 0.5912(2) 0.25977(11) 0.7129(2) 0.0248(6) Uani 1 1 d . . . . .
C6 C 0.7152(2) 0.27927(11) 0.7602(3) 0.0279(7) Uani 1 1 d . . . . .
H6 H 0.741398 0.310533 0.821428 0.033 Uiso 1 1 calc R U . . .
N6 N 0.4770(2) 0.49664(10) 0.8110(2) 0.0295(6) Uani 1 1 d . . . . .
C7 C 0.8001(2) 0.25391(12) 0.7195(3) 0.0303(7) Uani 1 1 d . . . . .
H7 H 0.883453 0.268351 0.751530 0.036 Uiso 1 1 calc R U . . .
C9 C 0.6426(3) 0.18622(12) 0.5869(3) 0.0320(7) Uani 1 1 d . . . . .
H9 H 0.617986 0.153685 0.528444 0.038 Uiso 1 1 calc R U . . .
C8 C 0.7642(3) 0.20729(12) 0.6319(3) 0.0332(7) Uani 1 1 d . . . . .
H8 H 0.822325 0.190054 0.603087 0.040 Uiso 1 1 calc R U . . .
C10 C 0.5567(3) 0.21202(11) 0.6261(2) 0.0286(7) Uani 1 1 d . . . . .
H10 H 0.473518 0.197278 0.593906 0.034 Uiso 1 1 calc R U . . .
C11 C 0.2534(2) 0.29530(12) 0.8747(2) 0.0255(6) Uani 1 1 d . . . . .
C12 C 0.2463(3) 0.24181(13) 0.9366(3) 0.0330(7) Uani 1 1 d . . . . .
H12 H 0.299371 0.208290 0.940116 0.040 Uiso 1 1 calc R U . . .
C13 C 0.1635(3) 0.23709(15) 0.9926(3) 0.0414(8) Uani 1 1 d . . . . .
H13 H 0.159844 0.200338 1.034314 0.050 Uiso 1 1 calc R U . . .
C14 C 0.0858(3) 0.28498(15) 0.9888(3) 0.0419(8) Uani 1 1 d . . . . .
H14 H 0.029888 0.281655 1.028971 0.050 Uiso 1 1 calc R U . . .
C15 C 0.0897(3) 0.33801(14) 0.9262(3) 0.0408(8) Uani 1 1 d . . . . .
H15 H 0.034915 0.370893 0.921748 0.049 Uiso 1 1 calc R U . . .
C16 C 0.1732(2) 0.34335(12) 0.8698(3) 0.0316(7) Uani 1 1 d . . . . .
H16 H 0.175719 0.380067 0.827530 0.038 Uiso 1 1 calc R U . . .
C17 C 0.5134(2) 0.40706(11) 0.5024(2) 0.0238(6) Uani 1 1 d . . . . .
C18 C 0.4126(2) 0.41298(11) 0.3920(2) 0.0269(7) Uani 1 1 d . . . . .
H18 H 0.413755 0.414269 0.311719 0.032 Uiso 1 1 calc R U . . .
C19 C 0.3064(2) 0.41679(11) 0.4210(3) 0.0262(7) Uani 1 1 d . . . . .
C20 C 0.6465(2) 0.39859(12) 0.5290(2) 0.0264(6) Uani 1 1 d . . . . .
C21 C 0.7405(2) 0.42945(12) 0.6248(3) 0.0288(7) Uani 1 1 d . . . . .
H21 H 0.719306 0.457503 0.675041 0.035 Uiso 1 1 calc R U . . .
C22 C 0.8634(3) 0.41961(12) 0.6470(3) 0.0325(7) Uani 1 1 d . . . . .
H22 H 0.926390 0.440836 0.712624 0.039 Uiso 1 1 calc R U . . .
C23 C 0.8964(3) 0.37919(13) 0.5748(3) 0.0341(7) Uani 1 1 d . . . . .
H23 H 0.981540 0.371966 0.591532 0.041 Uiso 1 1 calc R U . . .
C24 C 0.8038(3) 0.34925(13) 0.4777(3) 0.0344(7) Uani 1 1 d . . . . .
H24 H 0.825560 0.322189 0.426265 0.041 Uiso 1 1 calc R U . . .
C25 C 0.6806(3) 0.35856(12) 0.4556(3) 0.0299(7) Uani 1 1 d . . . . .
H25 H 0.617997 0.337432 0.389494 0.036 Uiso 1 1 calc R U . . .
C26 C 0.1747(3) 0.42312(11) 0.3401(3) 0.0277(7) Uani 1 1 d . . . . .
C27 C 0.0848(3) 0.42630(13) 0.3883(3) 0.0400(8) Uani 1 1 d . . . . .
H27 H 0.109557 0.423336 0.475429 0.048 Uiso 1 1 calc R U . . .
C28 C -0.0403(3) 0.43367(14) 0.3137(3) 0.0468(9) Uani 1 1 d . . . . .
H28 H -0.100095 0.435557 0.349478 0.056 Uiso 1 1 calc R U . . .
C29 C -0.0777(3) 0.43829(13) 0.1858(3) 0.0412(8) Uani 1 1 d . . . . .
H29 H -0.163163 0.442915 0.133275 0.049 Uiso 1 1 calc R U . . .
C30 C 0.0112(3) 0.43605(13) 0.1367(3) 0.0417(8) Uani 1 1 d . . . . .
H30 H -0.013547 0.439704 0.049685 0.050 Uiso 1 1 calc R U . . .
C31 C 0.1363(3) 0.42854(12) 0.2120(3) 0.0330(7) Uani 1 1 d . . . . .
H31 H 0.196054 0.427090 0.176113 0.040 Uiso 1 1 calc R U . . .
C32 C 0.5572(3) 0.45278(12) 0.8071(2) 0.0265(7) Uani 1 1 d . . . . .
C33 C 0.6657(3) 0.51636(13) 0.9449(3) 0.0407(8) Uani 1 1 d . . . . .
H33 H 0.734487 0.535873 1.007615 0.049 Uiso 1 1 calc R U . . .
C34 C 0.5471(3) 0.53757(13) 0.9008(3) 0.0397(8) Uani 1 1 d . . . . .
H34 H 0.518129 0.573437 0.926723 0.048 Uiso 1 1 calc R U . . .
C35 C 0.3426(3) 0.50285(13) 0.7412(3) 0.0393(8) Uani 1 1 d . . . . .
H35A H 0.309833 0.533689 0.780938 0.059 Uiso 1 1 calc R U . . .
H35B H 0.302090 0.463411 0.739819 0.059 Uiso 1 1 calc R U . . .
H35C H 0.325905 0.515620 0.656191 0.059 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 1.368(3) . ?
N1 C2 1.381(3) . ?
N1 C1 1.456(3) . ?
C1 N3 1.464(3) . ?
C1 C32 1.509(4) . ?
C1 H1 1.0000 . ?
N2 C4 1.331(3) . ?
C2 C3 1.370(3) . ?
C2 C5 1.472(4) . ?
C3 C4 1.403(3) . ?
C3 H3 0.9500 . ?
N3 N4 1.363(3) . ?
N3 C17 1.374(3) . ?
C4 C11 1.473(4) . ?
N4 C19 1.348(3) . ?
N5 C32 1.325(3) . ?
N5 C33 1.371(3) . ?
C5 C6 1.399(3) . ?
C5 C10 1.402(3) . ?
C6 C7 1.378(4) . ?
C6 H6 0.9500 . ?
N6 C32 1.355(3) . ?
N6 C34 1.378(3) . ?
N6 C35 1.463(3) . ?
C7 C8 1.390(4) . ?
C7 H7 0.9500 . ?
C9 C10 1.381(4) . ?
C9 C8 1.386(4) . ?
C9 H9 0.9500 . ?
C8 H8 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.394(3) . ?
C11 C12 1.396(4) . ?
C12 C13 1.375(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.374(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.370(3) . ?
C17 C20 1.475(4) . ?
C18 C19 1.416(4) . ?
C18 H18 0.9500 . ?
C19 C26 1.462(4) . ?
C20 C25 1.393(4) . ?
C20 C21 1.397(4) . ?
C21 C22 1.373(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.381(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.387(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.375(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.380(4) . ?
C26 C31 1.396(4) . ?
C27 C28 1.387(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.393(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.376(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.388(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C33 C34 1.357(4) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 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
N2 N1 C2 112.4(2) . . ?
N2 N1 C1 120.0(2) . . ?
C2 N1 C1 126.9(2) . . ?
N1 C1 N3 110.7(2) . . ?
N1 C1 C32 112.6(2) . . ?
N3 C1 C32 116.3(2) . . ?
N1 C1 H1 105.4 . . ?
N3 C1 H1 105.4 . . ?
C32 C1 H1 105.4 . . ?
C4 N2 N1 104.3(2) . . ?
C3 C2 N1 105.2(2) . . ?
C3 C2 C5 130.7(2) . . ?
N1 C2 C5 124.0(2) . . ?
C2 C3 C4 106.6(2) . . ?
C2 C3 H3 126.7 . . ?
C4 C3 H3 126.7 . . ?
N4 N3 C17 112.9(2) . . ?
N4 N3 C1 119.8(2) . . ?
C17 N3 C1 127.0(2) . . ?
N2 C4 C3 111.6(2) . . ?
N2 C4 C11 119.8(2) . . ?
C3 C4 C11 128.5(2) . . ?
C19 N4 N3 104.4(2) . . ?
C32 N5 C33 104.3(2) . . ?
C6 C5 C10 118.0(2) . . ?
C6 C5 C2 123.4(2) . . ?
C10 C5 C2 118.5(2) . . ?
C7 C6 C5 121.1(3) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C32 N6 C34 105.9(2) . . ?
C32 N6 C35 130.7(2) . . ?
C34 N6 C35 123.4(2) . . ?
C6 C7 C8 120.3(3) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C9 C10 C5 120.6(3) . . ?
C9 C10 H10 119.7 . . ?
C5 C10 H10 119.7 . . ?
C16 C11 C12 118.2(3) . . ?
C16 C11 C4 121.1(2) . . ?
C12 C11 C4 120.6(2) . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.6(3) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 120.6(3) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C18 C17 N3 105.5(2) . . ?
C18 C17 C20 130.8(2) . . ?
N3 C17 C20 123.6(2) . . ?
C17 C18 C19 106.6(2) . . ?
C17 C18 H18 126.7 . . ?
C19 C18 H18 126.7 . . ?
N4 C19 C18 110.5(2) . . ?
N4 C19 C26 119.0(2) . . ?
C18 C19 C26 130.5(3) . . ?
C25 C20 C21 118.3(2) . . ?
C25 C20 C17 119.0(2) . . ?
C21 C20 C17 122.7(2) . . ?
C22 C21 C20 120.6(3) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 120.7(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 119.3(3) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C25 C24 C23 120.3(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C20 120.8(3) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
C27 C26 C31 117.8(3) . . ?
C27 C26 C19 121.1(3) . . ?
C31 C26 C19 121.0(3) . . ?
C26 C27 C28 122.2(3) . . ?
C26 C27 H27 118.9 . . ?
C28 C27 H27 118.9 . . ?
C27 C28 C29 119.5(3) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C30 C29 C28 118.9(3) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 H29 120.5 . . ?
C29 C30 C31 121.3(3) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C30 C31 C26 120.3(3) . . ?
C30 C31 H31 119.8 . . ?
C26 C31 H31 119.8 . . ?
N5 C32 N6 112.7(2) . . ?
N5 C32 C1 117.4(2) . . ?
N6 C32 C1 129.9(2) . . ?
C34 C33 N5 110.9(3) . . ?
C34 C33 H33 124.6 . . ?
N5 C33 H33 124.6 . . ?
C33 C34 N6 106.2(3) . . ?
C33 C34 H34 126.9 . . ?
N6 C34 H34 126.9 . . ?
N6 C35 H35A 109.5 . . ?
N6 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N6 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 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
N2 N1 C1 N3 -90.1(3) . . . . ?
C2 N1 C1 N3 79.2(3) . . . . ?
N2 N1 C1 C32 41.9(3) . . . . ?
C2 N1 C1 C32 -148.8(2) . . . . ?
C2 N1 N2 C4 0.7(3) . . . . ?
C1 N1 N2 C4 171.5(2) . . . . ?
N2 N1 C2 C3 -0.5(3) . . . . ?
C1 N1 C2 C3 -170.5(2) . . . . ?
N2 N1 C2 C5 -179.0(2) . . . . ?
C1 N1 C2 C5 11.0(4) . . . . ?
N1 C2 C3 C4 0.1(3) . . . . ?
C5 C2 C3 C4 178.4(3) . . . . ?
N1 C1 N3 N4 49.8(3) . . . . ?
C32 C1 N3 N4 -80.2(3) . . . . ?
N1 C1 N3 C17 -123.4(3) . . . . ?
C32 C1 N3 C17 106.6(3) . . . . ?
N1 N2 C4 C3 -0.7(3) . . . . ?
N1 N2 C4 C11 176.0(2) . . . . ?
C2 C3 C4 N2 0.4(3) . . . . ?
C2 C3 C4 C11 -176.0(3) . . . . ?
C17 N3 N4 C19 -1.6(3) . . . . ?
C1 N3 N4 C19 -175.7(2) . . . . ?
C3 C2 C5 C6 -131.5(3) . . . . ?
N1 C2 C5 C6 46.5(4) . . . . ?
C3 C2 C5 C10 45.4(4) . . . . ?
N1 C2 C5 C10 -136.5(3) . . . . ?
C10 C5 C6 C7 2.3(4) . . . . ?
C2 C5 C6 C7 179.3(2) . . . . ?
C5 C6 C7 C8 -1.3(4) . . . . ?
C10 C9 C8 C7 1.5(4) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
C8 C9 C10 C5 -0.5(4) . . . . ?
C6 C5 C10 C9 -1.4(4) . . . . ?
C2 C5 C10 C9 -178.5(2) . . . . ?
N2 C4 C11 C16 22.5(4) . . . . ?
C3 C4 C11 C16 -161.4(3) . . . . ?
N2 C4 C11 C12 -153.6(3) . . . . ?
C3 C4 C11 C12 22.5(4) . . . . ?
C16 C11 C12 C13 -0.8(4) . . . . ?
C4 C11 C12 C13 175.4(3) . . . . ?
C11 C12 C13 C14 0.0(5) . . . . ?
C12 C13 C14 C15 1.1(5) . . . . ?
C13 C14 C15 C16 -1.4(5) . . . . ?
C14 C15 C16 C11 0.5(4) . . . . ?
C12 C11 C16 C15 0.6(4) . . . . ?
C4 C11 C16 C15 -175.7(3) . . . . ?
N4 N3 C17 C18 0.9(3) . . . . ?
C1 N3 C17 C18 174.5(2) . . . . ?
N4 N3 C17 C20 -176.3(2) . . . . ?
C1 N3 C17 C20 -2.7(4) . . . . ?
N3 C17 C18 C19 0.2(3) . . . . ?
C20 C17 C18 C19 177.1(2) . . . . ?
N3 N4 C19 C18 1.6(3) . . . . ?
N3 N4 C19 C26 -179.7(2) . . . . ?
C17 C18 C19 N4 -1.2(3) . . . . ?
C17 C18 C19 C26 -179.6(3) . . . . ?
C18 C17 C20 C25 -41.7(4) . . . . ?
N3 C17 C20 C25 134.7(3) . . . . ?
C18 C17 C20 C21 137.9(3) . . . . ?
N3 C17 C20 C21 -45.7(4) . . . . ?
C25 C20 C21 C22 -1.1(4) . . . . ?
C17 C20 C21 C22 179.3(2) . . . . ?
C20 C21 C22 C23 0.2(4) . . . . ?
C21 C22 C23 C24 1.2(4) . . . . ?
C22 C23 C24 C25 -1.7(4) . . . . ?
C23 C24 C25 C20 0.8(4) . . . . ?
C21 C20 C25 C24 0.6(4) . . . . ?
C17 C20 C25 C24 -179.8(3) . . . . ?
N4 C19 C26 C27 1.9(4) . . . . ?
C18 C19 C26 C27 -179.7(3) . . . . ?
N4 C19 C26 C31 179.4(2) . . . . ?
C18 C19 C26 C31 -2.2(4) . . . . ?
C31 C26 C27 C28 1.0(4) . . . . ?
C19 C26 C27 C28 178.5(3) . . . . ?
C26 C27 C28 C29 -0.2(5) . . . . ?
C27 C28 C29 C30 -0.7(5) . . . . ?
C28 C29 C30 C31 0.8(4) . . . . ?
C29 C30 C31 C26 0.0(4) . . . . ?
C27 C26 C31 C30 -0.8(4) . . . . ?
C19 C26 C31 C30 -178.4(2) . . . . ?
C33 N5 C32 N6 0.3(3) . . . . ?
C33 N5 C32 C1 178.5(2) . . . . ?
C34 N6 C32 N5 -0.6(3) . . . . ?
C35 N6 C32 N5 -179.2(2) . . . . ?
C34 N6 C32 C1 -178.6(3) . . . . ?
C35 N6 C32 C1 2.8(5) . . . . ?
N1 C1 C32 N5 102.1(3) . . . . ?
N3 C1 C32 N5 -128.7(3) . . . . ?
N1 C1 C32 N6 -80.0(3) . . . . ?
N3 C1 C32 N6 49.2(4) . . . . ?
C32 N5 C33 C34 0.2(3) . . . . ?
N5 C33 C34 N6 -0.5(3) . . . . ?
C32 N6 C34 C33 0.7(3) . . . . ?
C35 N6 C34 C33 179.4(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C35 H35B N2 0.98 2.52 3.264(4) 132.2 . yes

_refine_diff_density_max         0.221
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.059



####################################################################### 
# 
# 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_C5
_database_code_depnum_ccdc_archive 'CCDC 1962600'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2019-10-30 deposited with the CCDC.	2021-04-19 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C70 H56 Cu2 N12, 2(F6 P), 4(C H Cl3)'
_chemical_formula_sum            'C74 H60 Cl12 Cu2 F12 N12 P2'
_chemical_formula_weight         1959.76

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'
P P 0.1023 0.0942 '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'

_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'

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

_cell_length_a                   11.877(2)
_cell_length_b                   18.917(4)
_cell_length_c                   18.418(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.14(3)
_cell_angle_gamma                90
_cell_volume                     4114.2(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    17229
_cell_measurement_theta_min      1.72
_cell_measurement_theta_max      30.78

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_F_000             1976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.024
_shelx_estimated_absorpt_T_min   0.870
_shelx_estimated_absorpt_T_max   0.905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within STOE LANA.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Finally a spherical absorption correction was done within STOE LANA.
;
_exptl_absorpt_correction_T_min  0.1099
_exptl_absorpt_correction_T_max  0.2206

_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Genix Mo'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '0.6 mm diameter'

_diffrn_ambient_temperature      100

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 1202 frames, detector distance = 60 mm
;

_diffrn_reflns_number            50395
_diffrn_reflns_av_unetI/netI     0.1938
_diffrn_reflns_av_R_equivalents  0.0881
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.033
_diffrn_reflns_theta_max         31.506
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             13673
_reflns_number_gt                5685
_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       
;
X-Area Pilatus3_SV 1.31.144.0 (STOE, 2018)
;
_computing_cell_refinement       
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_reduction        
;
X-Area Integrate 1.73.0.0 (STOE, 2018)
X-Area LANA 1.72.3.0 (STOE, 2018)
;

_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.82, Darmstadt 2018
;

_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)+(0.0414P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13673
_refine_ls_number_parameters     515
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1335
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1073
_refine_ls_wR_factor_gt          0.0972
_refine_ls_goodness_of_fit_ref   0.811
_refine_ls_restrained_S_all      0.811
_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
Cu1 Cu 0.40419(3) 0.46964(2) 0.48277(2) 0.01517(9) Uani 1 1 d . . . . .
Cl1 Cl -0.10046(10) 0.57192(6) 0.03659(6) 0.0724(4) Uani 1 1 d . . . . .
C1 C 0.4322(2) 0.66393(13) 0.46936(14) 0.0131(6) Uani 1 1 d . . . . .
H1 H 0.408521 0.713736 0.457724 0.016 Uiso 1 1 calc R U . . .
N1 N 0.31395(18) 0.55126(11) 0.45624(12) 0.0156(5) Uani 1 1 d . . . . .
F1 F 0.15493(16) 0.71260(12) 0.25109(12) 0.0633(7) Uani 1 1 d . . . . .
P1 P 0.02211(7) 0.71906(4) 0.23097(5) 0.0266(2) Uani 1 1 d . . . . .
C2 C 0.3251(2) 0.62152(14) 0.45829(14) 0.0123(6) Uani 1 1 d . . . . .
N2 N 0.22214(18) 0.65327(11) 0.44256(13) 0.0185(6) Uani 1 1 d . . . . .
Cl2 Cl -0.13161(8) 0.45435(5) 0.13174(6) 0.0563(3) Uani 1 1 d . . . . .
F2 F 0.0034(2) 0.68080(11) 0.30325(11) 0.0637(7) Uani 1 1 d . . . . .
F6 F -0.10822(19) 0.72376(13) 0.20953(17) 0.1093(11) Uani 1 1 d . . . . .
N6 N 0.48406(18) 0.66593(11) 0.54506(12) 0.0113(5) Uani 1 1 d . . . . .
Cl6 Cl -0.10105(9) 0.85444(5) 0.02206(6) 0.0594(3) Uani 1 1 d . . . . .
C6 C 0.1918(2) 0.72844(14) 0.44365(17) 0.0237(7) Uani 1 1 d . . . . .
H6 H 0.167243 0.740423 0.491274 0.035 Uiso 1 1 calc R U . . .
H01D H 0.130010 0.737910 0.405197 0.035 Uiso 1 1 calc R U . . .
H01E H 0.257767 0.757178 0.435191 0.035 Uiso 1 1 calc R U . . .
F5 F 0.0511(3) 0.75457(13) 0.15632(13) 0.1017(10) Uani 1 1 d . . . . .
N5 N 0.54635(17) 0.61038(11) 0.57537(12) 0.0133(5) Uani 1 1 d . . . . .
Cl5 Cl -0.11496(7) 0.73133(5) -0.06994(5) 0.0402(2) Uani 1 1 d . . . . .
C5 C 0.1434(2) 0.60039(15) 0.43062(17) 0.0246(7) Uani 1 1 d . . . . .
H5 H 0.064151 0.606157 0.418785 0.030 Uiso 1 1 calc R U . . .
C17 C 0.3894(2) 0.76884(14) 0.32312(15) 0.0187(7) Uani 1 1 d . . . . .
H17 H 0.342658 0.728045 0.317147 0.022 Uiso 1 1 calc R U . . .
C15 C 0.8354(2) 0.55507(14) 0.33789(15) 0.0196(7) Uani 1 1 d . . . . .
H15 H 0.851242 0.603577 0.330314 0.024 Uiso 1 1 calc R U . . .
C10 C 0.7316(2) 0.53536(14) 0.36113(14) 0.0148(6) Uani 1 1 d . . . . .
C11 C 0.7091(2) 0.46418(14) 0.37056(15) 0.0173(6) Uani 1 1 d . . . . .
H11 H 0.637758 0.449949 0.384496 0.021 Uiso 1 1 calc R U . . .
C12 C 0.7901(2) 0.41390(15) 0.35973(15) 0.0212(7) Uani 1 1 d . . . . .
H12 H 0.774792 0.365421 0.367935 0.025 Uiso 1 1 calc R U . . .
C13 C 0.8930(3) 0.43328(15) 0.33710(16) 0.0234(7) Uani 1 1 d . . . . .
H13 H 0.948022 0.398381 0.329343 0.028 Uiso 1 1 calc R U . . .
C18 C 0.3446(3) 0.83475(15) 0.30386(16) 0.0233(7) Uani 1 1 d . . . . .
H18 H 0.267299 0.839135 0.284960 0.028 Uiso 1 1 calc R U . . .
C16 C 0.5023(2) 0.76218(14) 0.35112(14) 0.0143(6) Uani 1 1 d . . . . .
C14 C 0.9152(2) 0.50412(16) 0.32586(16) 0.0249(7) Uani 1 1 d . . . . .
H14 H 0.985364 0.517840 0.309828 0.030 Uiso 1 1 calc R U . . .
C19 C 0.4127(3) 0.89408(15) 0.31225(16) 0.0243(7) Uani 1 1 d . . . . .
H19 H 0.381790 0.939202 0.299206 0.029 Uiso 1 1 calc R U . . .
C20 C 0.5254(3) 0.88837(14) 0.33940(15) 0.0204(7) Uani 1 1 d . . . . .
H01I H 0.571734 0.929365 0.344683 0.024 Uiso 1 1 calc R U . . .
C21 C 0.5708(2) 0.82226(14) 0.35903(15) 0.0186(7) Uani 1 1 d . . . . .
H21 H 0.648258 0.818098 0.377733 0.022 Uiso 1 1 calc R U . . .
C22 C 0.4786(2) 0.71981(14) 0.59438(15) 0.0151(6) Uani 1 1 d . . . . .
C23 C 0.5402(2) 0.69767(14) 0.65775(15) 0.0174(6) Uani 1 1 d . . . . .
H23 H 0.552261 0.723179 0.702338 0.021 Uiso 1 1 calc R U . . .
C24 C 0.5816(2) 0.63028(13) 0.64387(15) 0.0132(6) Uani 1 1 d . . . . .
C25 C 0.6594(2) 0.58529(14) 0.69133(14) 0.0141(6) Uani 1 1 d . . . . .
C26 C 0.6385(2) 0.51365(14) 0.70093(15) 0.0186(7) Uani 1 1 d . . . . .
H26 H 0.572243 0.492334 0.676906 0.022 Uiso 1 1 calc R U . . .
C27 C 0.7154(3) 0.47356(15) 0.74602(16) 0.0235(7) Uani 1 1 d . . . . .
H27 H 0.701737 0.424561 0.752237 0.028 Uiso 1 1 calc R U . . .
C28 C 0.8110(3) 0.50408(17) 0.78170(17) 0.0286(8) Uani 1 1 d . . . . .
H01F H 0.863060 0.476122 0.812140 0.034 Uiso 1 1 calc R U . . .
C29 C 0.8312(2) 0.57544(16) 0.77324(17) 0.0255(7) Uani 1 1 d . . . . .
H29 H 0.896717 0.596646 0.798242 0.031 Uiso 1 1 calc R U . . .
C30 C 0.7556(2) 0.61600(15) 0.72823(15) 0.0193(7) Uani 1 1 d . . . . .
H30 H 0.769613 0.665030 0.722530 0.023 Uiso 1 1 calc R U . . .
C31 C 0.4144(2) 0.78587(14) 0.57767(15) 0.0161(6) Uani 1 1 d . . . . .
C32 C 0.3190(2) 0.79925(15) 0.61327(16) 0.0208(7) Uani 1 1 d . . . . .
H01G H 0.296594 0.766354 0.647950 0.025 Uiso 1 1 calc R U . . .
C33 C 0.2568(3) 0.86025(15) 0.59831(16) 0.0272(8) Uani 1 1 d . . . . .
H01H H 0.191099 0.868885 0.622159 0.033 Uiso 1 1 calc R U . . .
C34 C 0.2901(3) 0.90865(16) 0.54873(17) 0.0309(8) Uani 1 1 d . . . . .
H01J H 0.247191 0.950512 0.538439 0.037 Uiso 1 1 calc R U . . .
C35 C 0.3854(3) 0.89638(16) 0.51419(17) 0.0315(8) Uani 1 1 d . . . . .
H35 H 0.408621 0.930025 0.480510 0.038 Uiso 1 1 calc R U . . .
C36 C 0.4477(3) 0.83489(14) 0.52848(15) 0.0220(7) Uani 1 1 d . . . . .
H36 H 0.513233 0.826460 0.504414 0.026 Uiso 1 1 calc R U . . .
C37 C -0.1571(3) 0.5441(2) 0.1164(2) 0.0535(11) Uani 1 1 d . . . . .
H37 H -0.119129 0.571239 0.158781 0.064 Uiso 1 1 calc R U . . .
C38 C -0.1327(2) 0.76365(15) 0.01727(16) 0.0259(7) Uani 1 1 d . . . . .
H38 H -0.079251 0.738146 0.053920 0.031 Uiso 1 1 calc R U . . .
F3 F 0.02581(19) 0.79215(10) 0.27265(14) 0.0701(7) Uani 1 1 d . . . . .
N3 N 0.57470(18) 0.58475(11) 0.42271(12) 0.0126(5) Uani 1 1 d . . . . .
Cl3 Cl -0.30317(9) 0.56229(5) 0.10924(7) 0.0701(4) Uani 1 1 d . . . . .
C3 C 0.1998(2) 0.53891(15) 0.43883(16) 0.0213(7) Uani 1 1 d . . . . .
H3 H 0.165927 0.493453 0.433430 0.026 Uiso 1 1 calc R U . . .
F4 F 0.02012(16) 0.64534(10) 0.18937(12) 0.0559(6) Uani 1 1 d . . . . .
N4 N 0.51477(17) 0.64743(11) 0.41914(11) 0.0113(5) Uani 1 1 d . . . . .
Cl4 Cl -0.27130(7) 0.74978(5) 0.03860(5) 0.0359(2) Uani 1 1 d . . . . .
C9 C 0.6497(2) 0.59118(14) 0.37360(14) 0.0135(6) Uani 1 1 d . . . . .
C8 C 0.6381(2) 0.65801(14) 0.33963(15) 0.0161(6) Uani 1 1 d . . . . .
H8 H 0.681580 0.675866 0.303314 0.019 Uiso 1 1 calc R U . . .
C7 C 0.5528(2) 0.69190(14) 0.36882(15) 0.0143(6) 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
Cu1 N1 1.913(2) . ?
Cu1 N5 1.979(2) 3_666 ?
Cu1 N3 2.014(2) 3_666 ?
Cu1 Cu1 2.5676(8) 3_666 ?
Cl1 C37 1.761(4) . ?
C1 N4 1.452(3) . ?
C1 N6 1.463(3) . ?
C1 C2 1.499(4) . ?
C1 H1 1.0000 . ?
N1 C2 1.336(3) . ?
N1 C3 1.379(3) . ?
F1 P1 1.586(2) . ?
P1 F2 1.552(2) . ?
P1 F6 1.559(2) . ?
P1 F3 1.580(2) . ?
P1 F4 1.590(2) . ?
P1 F5 1.600(2) . ?
C2 N2 1.366(3) . ?
N2 C5 1.371(3) . ?
N2 C6 1.468(3) . ?
Cl2 C37 1.743(4) . ?
N6 N5 1.369(3) . ?
N6 C22 1.371(3) . ?
Cl6 C38 1.758(3) . ?
C6 H6 0.9800 . ?
C6 H01D 0.9800 . ?
C6 H01E 0.9800 . ?
N5 C24 1.340(3) . ?
Cl5 C38 1.752(3) . ?
C5 C3 1.342(4) . ?
C5 H5 0.9500 . ?
C17 C18 1.387(4) . ?
C17 C16 1.390(4) . ?
C17 H17 0.9500 . ?
C15 C14 1.386(4) . ?
C15 C10 1.397(4) . ?
C15 H15 0.9500 . ?
C10 C11 1.388(3) . ?
C10 C9 1.471(4) . ?
C11 C12 1.382(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.383(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(4) . ?
C13 H13 0.9500 . ?
C18 C19 1.382(4) . ?
C18 H18 0.9500 . ?
C16 C21 1.397(4) . ?
C16 C7 1.481(4) . ?
C14 H14 0.9500 . ?
C19 C20 1.382(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.394(4) . ?
C20 H01I 0.9500 . ?
C21 H21 0.9500 . ?
C22 C23 1.375(4) . ?
C22 C31 1.479(4) . ?
C23 C24 1.400(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.473(4) . ?
C25 C26 1.392(4) . ?
C25 C30 1.393(4) . ?
C26 C27 1.392(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.376(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.383(4) . ?
C28 H01F 0.9500 . ?
C29 C30 1.386(4) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C36 1.383(4) . ?
C31 C32 1.392(4) . ?
C32 C33 1.382(4) . ?
C32 H01G 0.9500 . ?
C33 C34 1.381(4) . ?
C33 H01H 0.9500 . ?
C34 C35 1.376(4) . ?
C34 H01J 0.9500 . ?
C35 C36 1.388(4) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 Cl3 1.759(4) . ?
C37 H37 1.0000 . ?
C38 Cl4 1.752(3) . ?
C38 H38 1.0000 . ?
N3 C9 1.341(3) . ?
N3 N4 1.381(3) . ?
C3 H3 0.9500 . ?
N4 C7 1.364(3) . ?
C9 C8 1.411(4) . ?
C8 C7 1.357(4) . ?
C8 H8 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N5 132.04(10) . 3_666 ?
N1 Cu1 N3 130.35(9) . 3_666 ?
N5 Cu1 N3 93.46(9) 3_666 3_666 ?
N1 Cu1 Cu1 99.19(7) . 3_666 ?
N5 Cu1 Cu1 99.74(7) 3_666 3_666 ?
N3 Cu1 Cu1 89.42(7) 3_666 3_666 ?
N4 C1 N6 111.6(2) . . ?
N4 C1 C2 114.8(2) . . ?
N6 C1 C2 114.1(2) . . ?
N4 C1 H1 105.1 . . ?
N6 C1 H1 105.1 . . ?
C2 C1 H1 105.1 . . ?
C2 N1 C3 105.5(2) . . ?
C2 N1 Cu1 138.13(19) . . ?
C3 N1 Cu1 115.63(17) . . ?
F2 P1 F6 90.84(16) . . ?
F2 P1 F3 89.45(13) . . ?
F6 P1 F3 92.78(13) . . ?
F2 P1 F1 89.63(13) . . ?
F6 P1 F1 178.38(14) . . ?
F3 P1 F1 88.78(12) . . ?
F2 P1 F4 90.47(12) . . ?
F6 P1 F4 87.98(12) . . ?
F3 P1 F4 179.24(13) . . ?
F1 P1 F4 90.46(11) . . ?
F2 P1 F5 175.08(16) . . ?
F6 P1 F5 93.28(17) . . ?
F3 P1 F5 93.02(13) . . ?
F1 P1 F5 86.18(14) . . ?
F4 P1 F5 87.00(13) . . ?
N1 C2 N2 110.3(2) . . ?
N1 C2 C1 128.1(2) . . ?
N2 C2 C1 121.4(2) . . ?
C2 N2 C5 107.0(2) . . ?
C2 N2 C6 129.7(2) . . ?
C5 N2 C6 123.0(2) . . ?
N5 N6 C22 111.2(2) . . ?
N5 N6 C1 121.5(2) . . ?
C22 N6 C1 127.3(2) . . ?
N2 C6 H6 109.5 . . ?
N2 C6 H01D 109.5 . . ?
H6 C6 H01D 109.5 . . ?
N2 C6 H01E 109.5 . . ?
H6 C6 H01E 109.5 . . ?
H01D C6 H01E 109.5 . . ?
C24 N5 N6 105.6(2) . . ?
C24 N5 Cu1 130.03(18) . 3_666 ?
N6 N5 Cu1 123.02(17) . 3_666 ?
C3 C5 N2 106.9(2) . . ?
C3 C5 H5 126.5 . . ?
N2 C5 H5 126.5 . . ?
C18 C17 C16 120.3(3) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C14 C15 C10 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C10 C15 H15 119.9 . . ?
C11 C10 C15 119.1(2) . . ?
C11 C10 C9 122.5(2) . . ?
C15 C10 C9 118.4(2) . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 120.8(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C14 119.3(3) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C19 C18 C17 119.8(3) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C17 C16 C21 119.6(3) . . ?
C17 C16 C7 121.0(2) . . ?
C21 C16 C7 119.3(3) . . ?
C13 C14 C15 120.3(3) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C20 C19 C18 120.6(3) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C19 C20 C21 119.8(3) . . ?
C19 C20 H01I 120.1 . . ?
C21 C20 H01I 120.1 . . ?
C20 C21 C16 119.8(3) . . ?
C20 C21 H21 120.1 . . ?
C16 C21 H21 120.1 . . ?
N6 C22 C23 106.1(2) . . ?
N6 C22 C31 123.4(2) . . ?
C23 C22 C31 130.5(3) . . ?
C22 C23 C24 106.7(2) . . ?
C22 C23 H23 126.6 . . ?
C24 C23 H23 126.6 . . ?
N5 C24 C23 110.3(2) . . ?
N5 C24 C25 120.6(2) . . ?
C23 C24 C25 128.9(2) . . ?
C26 C25 C30 119.5(2) . . ?
C26 C25 C24 121.9(2) . . ?
C30 C25 C24 118.6(2) . . ?
C27 C26 C25 119.4(3) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C28 C27 C26 120.8(3) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C27 C28 C29 120.0(3) . . ?
C27 C28 H01F 120.0 . . ?
C29 C28 H01F 120.0 . . ?
C28 C29 C30 119.9(3) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 C25 120.4(3) . . ?
C29 C30 H30 119.8 . . ?
C25 C30 H30 119.8 . . ?
C36 C31 C32 119.4(3) . . ?
C36 C31 C22 121.8(3) . . ?
C32 C31 C22 118.9(3) . . ?
C33 C32 C31 120.2(3) . . ?
C33 C32 H01G 119.9 . . ?
C31 C32 H01G 119.9 . . ?
C34 C33 C32 120.1(3) . . ?
C34 C33 H01H 120.0 . . ?
C32 C33 H01H 120.0 . . ?
C35 C34 C33 120.1(3) . . ?
C35 C34 H01J 119.9 . . ?
C33 C34 H01J 119.9 . . ?
C34 C35 C36 120.1(3) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C31 C36 C35 120.2(3) . . ?
C31 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
Cl2 C37 Cl3 110.81(19) . . ?
Cl2 C37 Cl1 110.5(2) . . ?
Cl3 C37 Cl1 109.9(2) . . ?
Cl2 C37 H37 108.5 . . ?
Cl3 C37 H37 108.5 . . ?
Cl1 C37 H37 108.5 . . ?
Cl5 C38 Cl4 111.18(16) . . ?
Cl5 C38 Cl6 109.92(16) . . ?
Cl4 C38 Cl6 109.64(17) . . ?
Cl5 C38 H38 108.7 . . ?
Cl4 C38 H38 108.7 . . ?
Cl6 C38 H38 108.7 . . ?
C9 N3 N4 105.4(2) . . ?
C9 N3 Cu1 126.79(18) . 3_666 ?
N4 N3 Cu1 119.71(16) . 3_666 ?
C5 C3 N1 110.2(2) . . ?
C5 C3 H3 124.9 . . ?
N1 C3 H3 124.9 . . ?
C7 N4 N3 110.8(2) . . ?
C7 N4 C1 126.6(2) . . ?
N3 N4 C1 122.3(2) . . ?
N3 C9 C8 109.9(2) . . ?
N3 C9 C10 122.6(2) . . ?
C8 C9 C10 127.5(2) . . ?
C7 C8 C9 106.8(2) . . ?
C7 C8 H8 126.6 . . ?
C9 C8 H8 126.6 . . ?
C8 C7 N4 107.1(2) . . ?
C8 C7 C16 129.7(3) . . ?
N4 C7 C16 123.2(2) . . ?

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
C3 N1 C2 N2 -0.2(3) . . . . ?
Cu1 N1 C2 N2 -169.3(2) . . . . ?
C3 N1 C2 C1 -175.2(3) . . . . ?
Cu1 N1 C2 C1 15.7(5) . . . . ?
N4 C1 C2 N1 54.2(4) . . . . ?
N6 C1 C2 N1 -76.5(3) . . . . ?
N4 C1 C2 N2 -120.3(3) . . . . ?
N6 C1 C2 N2 109.0(3) . . . . ?
N1 C2 N2 C5 0.3(3) . . . . ?
C1 C2 N2 C5 175.7(2) . . . . ?
N1 C2 N2 C6 175.0(3) . . . . ?
C1 C2 N2 C6 -9.6(4) . . . . ?
N4 C1 N6 N5 -53.6(3) . . . . ?
C2 C1 N6 N5 78.5(3) . . . . ?
N4 C1 N6 C22 126.7(3) . . . . ?
C2 C1 N6 C22 -101.2(3) . . . . ?
C22 N6 N5 C24 -1.0(3) . . . . ?
C1 N6 N5 C24 179.2(2) . . . . ?
C22 N6 N5 Cu1 -169.01(17) . . . 3_666 ?
C1 N6 N5 Cu1 11.2(3) . . . 3_666 ?
C2 N2 C5 C3 -0.4(3) . . . . ?
C6 N2 C5 C3 -175.4(3) . . . . ?
C14 C15 C10 C11 -1.2(4) . . . . ?
C14 C15 C10 C9 179.7(3) . . . . ?
C15 C10 C11 C12 2.4(4) . . . . ?
C9 C10 C11 C12 -178.5(3) . . . . ?
C10 C11 C12 C13 -2.1(4) . . . . ?
C11 C12 C13 C14 0.6(4) . . . . ?
C16 C17 C18 C19 0.3(4) . . . . ?
C18 C17 C16 C21 -0.7(4) . . . . ?
C18 C17 C16 C7 -177.2(3) . . . . ?
C12 C13 C14 C15 0.7(5) . . . . ?
C10 C15 C14 C13 -0.3(4) . . . . ?
C17 C18 C19 C20 0.3(4) . . . . ?
C18 C19 C20 C21 -0.4(4) . . . . ?
C19 C20 C21 C16 0.0(4) . . . . ?
C17 C16 C21 C20 0.5(4) . . . . ?
C7 C16 C21 C20 177.1(2) . . . . ?
N5 N6 C22 C23 0.4(3) . . . . ?
C1 N6 C22 C23 -179.8(2) . . . . ?
N5 N6 C22 C31 -178.3(2) . . . . ?
C1 N6 C22 C31 1.4(4) . . . . ?
N6 C22 C23 C24 0.3(3) . . . . ?
C31 C22 C23 C24 178.9(3) . . . . ?
N6 N5 C24 C23 1.2(3) . . . . ?
Cu1 N5 C24 C23 168.03(18) 3_666 . . . ?
N6 N5 C24 C25 -175.0(2) . . . . ?
Cu1 N5 C24 C25 -8.2(4) 3_666 . . . ?
C22 C23 C24 N5 -1.0(3) . . . . ?
C22 C23 C24 C25 174.9(3) . . . . ?
N5 C24 C25 C26 -50.4(4) . . . . ?
C23 C24 C25 C26 134.1(3) . . . . ?
N5 C24 C25 C30 130.5(3) . . . . ?
C23 C24 C25 C30 -45.0(4) . . . . ?
C30 C25 C26 C27 -1.4(4) . . . . ?
C24 C25 C26 C27 179.5(3) . . . . ?
C25 C26 C27 C28 0.7(4) . . . . ?
C26 C27 C28 C29 0.3(5) . . . . ?
C27 C28 C29 C30 -0.6(5) . . . . ?
C28 C29 C30 C25 -0.1(4) . . . . ?
C26 C25 C30 C29 1.1(4) . . . . ?
C24 C25 C30 C29 -179.8(3) . . . . ?
N6 C22 C31 C36 -68.3(4) . . . . ?
C23 C22 C31 C36 113.3(4) . . . . ?
N6 C22 C31 C32 112.5(3) . . . . ?
C23 C22 C31 C32 -65.9(4) . . . . ?
C36 C31 C32 C33 1.4(4) . . . . ?
C22 C31 C32 C33 -179.4(3) . . . . ?
C31 C32 C33 C34 -0.9(5) . . . . ?
C32 C33 C34 C35 -0.1(5) . . . . ?
C33 C34 C35 C36 0.7(5) . . . . ?
C32 C31 C36 C35 -0.8(4) . . . . ?
C22 C31 C36 C35 -179.9(3) . . . . ?
C34 C35 C36 C31 -0.2(5) . . . . ?
N2 C5 C3 N1 0.2(4) . . . . ?
C2 N1 C3 C5 0.0(3) . . . . ?
Cu1 N1 C3 C5 171.9(2) . . . . ?
C9 N3 N4 C7 -0.3(3) . . . . ?
Cu1 N3 N4 C7 150.47(17) 3_666 . . . ?
C9 N3 N4 C1 -173.9(2) . . . . ?
Cu1 N3 N4 C1 -23.2(3) 3_666 . . . ?
N6 C1 N4 C7 -111.7(3) . . . . ?
C2 C1 N4 C7 116.5(3) . . . . ?
N6 C1 N4 N3 60.9(3) . . . . ?
C2 C1 N4 N3 -70.9(3) . . . . ?
N4 N3 C9 C8 0.6(3) . . . . ?
Cu1 N3 C9 C8 -147.41(19) 3_666 . . . ?
N4 N3 C9 C10 179.2(2) . . . . ?
Cu1 N3 C9 C10 31.1(4) 3_666 . . . ?
C11 C10 C9 N3 30.4(4) . . . . ?
C15 C10 C9 N3 -150.6(3) . . . . ?
C11 C10 C9 C8 -151.3(3) . . . . ?
C15 C10 C9 C8 27.7(4) . . . . ?
N3 C9 C8 C7 -0.7(3) . . . . ?
C10 C9 C8 C7 -179.2(3) . . . . ?
C9 C8 C7 N4 0.5(3) . . . . ?
C9 C8 C7 C16 -177.4(3) . . . . ?
N3 N4 C7 C8 -0.1(3) . . . . ?
C1 N4 C7 C8 173.2(2) . . . . ?
N3 N4 C7 C16 177.9(2) . . . . ?
C1 N4 C7 C16 -8.8(4) . . . . ?
C17 C16 C7 C8 116.9(3) . . . . ?
C21 C16 C7 C8 -59.7(4) . . . . ?
C17 C16 C7 N4 -60.7(4) . . . . ?
C21 C16 C7 N4 122.8(3) . . . . ?

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 H01D F2 0.98 2.52 3.356(4) 143.2 . yes
C37 H37 F4 1.00 2.20 3.049(4) 142.4 . yes
C38 H38 F5 1.00 2.33 3.187(4) 143.2 . yes

_refine_diff_density_max         1.723
_refine_diff_density_min         -1.130
_refine_diff_density_rms         0.090


