# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_RK500
_database_code_depnum_ccdc_archive 'CCDC 2017163'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-09-10 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT112_RK488               
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem         C         96 %Fit  
RESPONSE: No space group of higher symmetry could be found/assigned. 
The small disordered and unsymmetrical anion breaks any potential higher 
symmetry.
;
_vrf_PLAT919_RK488               
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          2 Check 
RESPONSE: Affected reflexes are 0 1 0 and 0 0 1 with small negative theta 
values indicating beamstop affection possibly raised by the application 
of SQUEEZE. As SQUEEZE already removed electron density we abstained from 
omitting these reflexes from the refinement.
;
_vrf_PLAT934_RK488               
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          3 Check 
RESPONSE: Affected reflexes are 0 1 0, 0 0 1 and -1 7 10. 
The first two are beamstop affected the latter's deviation is very close 
to the threshold, i.e. only marginal. As SQUEEZE already removed electron
density we abstained from omitting these reflexes.
;
_vrf_PLAT094_rk693               
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       6.32 Report
RESPONSE: All remaining significant electron density is in close proximity 
to the two disordered methanol fragments. Refinements in which it was 
attempted to model further fragmentation/positions/orientations did not
converge.
;
_vrf_PLAT315_rk693               
;
PROBLEM: Singly Bonded Carbon Detected (H-atoms Missing).       C25' Check 
RESPONSE: This is the methyl carbon of the minor (28%) occupancy disordered 
methanol. For the major occupancy methanol the H atoms could be located 
on the electron density map whereas respective electron density was absent 
or not in chemically reasonable location around the minor occupancy 
methanol. All four H atoms were therefore refined with 100% occupation 
only as bound to the major occupancy C and O.
;
_vrf_PLAT420_rk693               
;
PROBLEM: D-H Without Acceptor       O3       --H3P      .     Please Check 
RESPONSE: These are one water H and one methanol O-H which were clearly 
located on the electron density map. The alcohol H was refined freely.
Even though DFIX for O-H and H-H distances had to be used for water, the 
orientation was refined freely and is unambiguous.
;
_vrf_PLAT355_RK437               
;
PROBLEM: Long   O-H (X0.82,N0.98A)  O1       - H1O      .       1.10 Ang.  
RESPONSE: This H atom was located and refined absolutely freely. It is 
involved in a strong H-bond to N3 and thereby displaced from the ideal 
distance to its parent atom.
;
_vrf_PLAT230_rk498               
;
PROBLEM: Hirshfeld Test Diff for    O1       --C26      .        7.9 s.u.  
RESPONSE: This response is directed at the B-Alert only.
The oxygen atom of this methanol is coordinated to nickel restricting 
its motion and pushing electron density towards Ni. 
The carbon motion is more significant and restricted by only one bond to 
a non-H atom in contrast to two for O. Their displacement parameters are 
therefore different to some extent. However, the alcohol H was refined 
absolutely freely confirming the assignment, while the methyl H atoms 
did not exhibit preferred positions, were fixed with HFIX 33, and 
thereby emphasize that C26 experiences indeed considerable motion.
;
# end Validation Reply Form 

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H48 Cu N5, Cl'
_chemical_formula_sum            'C37 H48 Cl Cu N5'
_chemical_formula_weight         661.79

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   8.9926(17)
_cell_length_b                   10.728(2)
_cell_length_c                   19.132(4)
_cell_angle_alpha                75.068(5)
_cell_angle_beta                 82.409(5)
_cell_angle_gamma                86.015(6)
_cell_volume                     1766.5(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    19707
_cell_measurement_theta_min      1.109
_cell_measurement_theta_max      24.211

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_F_000             702
_exptl_transmission_factor_min   0.8092
_exptl_transmission_factor_max   1.00
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.726
_shelx_estimated_absorpt_T_min   0.736
_shelx_estimated_absorpt_T_max   0.893
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker-APEX-II CCD area detector'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19707
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.109
_diffrn_reflns_theta_max         24.211
_diffrn_reflns_theta_full        24.211
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5665
_reflns_number_gt                4731
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    sir92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    Diamond
_computing_publication_material  ciftab
_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)+(0.0487P)²+0.9967P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5665
_refine_ls_number_parameters     401
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.1012
_refine_ls_wR_factor_gt          0.0939
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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 0.73594(3) 0.50364(3) 0.72504(2) 0.03442(12) Uani 1 1 d . . . . .
Cl1 Cl 0.86329(12) 0.91848(8) 0.41178(4) 0.0715(3) Uani 1 1 d . . . . .
N1 N 0.8154(2) 0.32919(19) 0.71325(12) 0.0340(5) Uani 1 1 d . . . . .
N2 N 0.8960(3) 0.5638(2) 0.64910(12) 0.0405(5) Uani 1 1 d . . . . .
N3 N 0.7687(3) 0.8579(2) 0.57066(15) 0.0548(7) Uani 1 1 d . . . . .
N4 N 0.5928(2) 0.64828(19) 0.70739(12) 0.0383(5) Uani 1 1 d . . . . .
N5 N 0.6361(2) 0.47711(18) 0.82933(11) 0.0321(5) Uani 1 1 d . . . . .
C1 C 0.9283(3) 0.3402(3) 0.66215(15) 0.0402(6) Uani 1 1 d . . . . .
H1 H 0.973822 0.267836 0.648857 0.048 Uiso 1 1 calc R U . . .
C2 C 0.9795(3) 0.4650(3) 0.62750(15) 0.0410(6) Uani 1 1 d . . . . .
C3 C 1.0922(4) 0.5171(3) 0.57284(18) 0.0616(9) Uani 1 1 d . . . . .
H3 H 1.164267 0.471490 0.548757 0.074 Uiso 1 1 calc R U . . .
C4 C 1.0765(4) 0.6498(3) 0.56112(19) 0.0657(10) Uani 1 1 d . . . . .
H4 H 1.136420 0.710152 0.527574 0.079 Uiso 1 1 calc R U . . .
C5 C 0.9549(3) 0.6765(3) 0.60854(16) 0.0488(7) Uani 1 1 d . . . . .
C6 C 0.8892(4) 0.8021(3) 0.61869(17) 0.0561(8) Uani 1 1 d . . . . .
H6A H 0.968644 0.863171 0.608764 0.067 Uiso 1 1 calc R U . . .
H6B H 0.847119 0.790939 0.669189 0.067 Uiso 1 1 calc R U . . .
C7 C 0.7193(5) 0.9893(3) 0.5792(2) 0.0755(11) Uani 1 1 d . . . . .
H7A H 0.805664 1.040347 0.573731 0.113 Uiso 1 1 calc R U . . .
H7B H 0.655460 1.029857 0.542680 0.113 Uiso 1 1 calc R U . . .
H7C H 0.665061 0.982370 0.626668 0.113 Uiso 1 1 calc R U . . .
C8 C 0.6393(4) 0.7718(3) 0.57852(16) 0.0536(8) Uani 1 1 d . . . . .
H8A H 0.573642 0.812230 0.542033 0.064 Uiso 1 1 calc R U . . .
H8B H 0.678214 0.690935 0.568255 0.064 Uiso 1 1 calc R U . . .
C9 C 0.5482(3) 0.7427(3) 0.65131(16) 0.0449(7) Uani 1 1 d . . . . .
C10 C 0.4153(3) 0.8020(3) 0.67481(18) 0.0535(8) Uani 1 1 d . . . . .
H10 H 0.361280 0.868978 0.646537 0.064 Uiso 1 1 calc R U . . .
C11 C 0.3779(3) 0.7432(3) 0.74805(17) 0.0468(7) Uani 1 1 d . . . . .
H11 H 0.294975 0.763095 0.778325 0.056 Uiso 1 1 calc R U . . .
C12 C 0.4897(3) 0.6482(2) 0.76721(15) 0.0369(6) Uani 1 1 d . . . . .
C13 C 0.5233(3) 0.5598(2) 0.83243(14) 0.0355(6) Uani 1 1 d . . . . .
H13 H 0.466248 0.560444 0.876592 0.043 Uiso 1 1 calc R U . . .
C14 C 0.6883(3) 0.4035(2) 0.89609(13) 0.0340(6) Uani 1 1 d . . . . .
C15 C 0.8378(3) 0.4202(3) 0.90594(15) 0.0394(6) Uani 1 1 d . . . . .
C16 C 0.8858(3) 0.3602(3) 0.97251(16) 0.0509(7) Uani 1 1 d . . . . .
H16 H 0.982259 0.373684 0.980950 0.061 Uiso 1 1 calc R U . . .
C17 C 0.7944(4) 0.2812(3) 1.02646(17) 0.0595(9) Uani 1 1 d . . . . .
H17 H 0.828875 0.242496 1.071020 0.071 Uiso 1 1 calc R U . . .
C18 C 0.6518(3) 0.2591(3) 1.01488(16) 0.0518(8) Uani 1 1 d . . . . .
H18 H 0.592253 0.203092 1.051334 0.062 Uiso 1 1 calc R U . . .
C19 C 0.5947(3) 0.3193(3) 0.94933(14) 0.0393(6) Uani 1 1 d . . . . .
C20 C 0.4387(5) 0.1522(4) 0.9280(3) 0.1010(15) Uani 1 1 d . . . . .
H20A H 0.512270 0.143844 0.888088 0.152 Uiso 1 1 calc R U . . .
H20B H 0.462539 0.090907 0.971664 0.152 Uiso 1 1 calc R U . . .
H20C H 0.341203 0.136012 0.917695 0.152 Uiso 1 1 calc R U . . .
C21 C 0.4388(3) 0.2879(3) 0.93819(16) 0.0459(7) Uani 1 1 d . . . . .
H21 H 0.410833 0.348487 0.893649 0.055 Uiso 1 1 calc R U . . .
C22 C 0.3238(4) 0.3038(5) 1.0007(2) 0.0939(14) Uani 1 1 d . . . . .
H22A H 0.325483 0.390041 1.006365 0.141 Uiso 1 1 calc R U . . .
H22B H 0.225845 0.288308 0.990760 0.141 Uiso 1 1 calc R U . . .
H22C H 0.347181 0.243203 1.044729 0.141 Uiso 1 1 calc R U . . .
C23 C 0.9159(4) 0.6461(3) 0.8380(2) 0.0618(9) Uani 1 1 d . . . . .
H23A H 0.984993 0.692909 0.799073 0.093 Uiso 1 1 calc R U . . .
H23B H 0.814886 0.670621 0.827559 0.093 Uiso 1 1 calc R U . . .
H23C H 0.930786 0.665685 0.882735 0.093 Uiso 1 1 calc R U . . .
C24 C 0.9426(3) 0.5028(3) 0.84531(16) 0.0443(7) Uani 1 1 d . . . . .
H24 H 0.919885 0.486945 0.799699 0.053 Uiso 1 1 calc R U . . .
C25 C 1.1090(3) 0.4656(4) 0.8502(2) 0.0667(9) Uani 1 1 d . . . . .
H25A H 1.124649 0.374579 0.854866 0.100 Uiso 1 1 calc R U . . .
H25B H 1.167648 0.512206 0.806974 0.100 Uiso 1 1 calc R U . . .
H25C H 1.138976 0.486806 0.892003 0.100 Uiso 1 1 calc R U . . .
C26 C 0.7450(3) 0.2069(2) 0.74107(15) 0.0365(6) Uani 1 1 d . . . . .
C27 C 0.6040(3) 0.1969(3) 0.71941(17) 0.0455(7) Uani 1 1 d . . . . .
C28 C 0.5372(4) 0.0766(3) 0.74302(19) 0.0589(9) Uani 1 1 d . . . . .
H28 H 0.444435 0.066776 0.728997 0.071 Uiso 1 1 calc R U . . .
C29 C 0.6070(4) -0.0266(3) 0.7865(2) 0.0622(9) Uani 1 1 d . . . . .
H29 H 0.562080 -0.106170 0.800971 0.075 Uiso 1 1 calc R U . . .
C30 C 0.7418(4) -0.0134(3) 0.80875(18) 0.0575(8) Uani 1 1 d . . . . .
H30 H 0.786341 -0.084480 0.838825 0.069 Uiso 1 1 calc R U . . .
C31 C 0.8148(3) 0.1032(2) 0.78778(16) 0.0443(7) Uani 1 1 d . . . . .
C32 C 1.0863(4) 0.0275(4) 0.7897(2) 0.0787(11) Uani 1 1 d . . . . .
H32A H 1.176962 0.036216 0.809165 0.118 Uiso 1 1 calc R U . . .
H32B H 1.057640 -0.060856 0.805283 0.118 Uiso 1 1 calc R U . . .
H32C H 1.102748 0.053194 0.737444 0.118 Uiso 1 1 calc R U . . .
C33 C 0.9615(3) 0.1132(3) 0.81697(18) 0.0543(8) Uani 1 1 d . . . . .
H33 H 0.992109 0.202904 0.799888 0.065 Uiso 1 1 calc R U . . .
C34 C 0.9425(4) 0.0766(4) 0.90056(19) 0.0756(11) Uani 1 1 d . . . . .
H34A H 1.036656 0.083678 0.917530 0.113 Uiso 1 1 calc R U . . .
H34B H 0.868672 0.133865 0.918089 0.113 Uiso 1 1 calc R U . . .
H34C H 0.910429 -0.010573 0.918360 0.113 Uiso 1 1 calc R U . . .
C35 C 0.3684(5) 0.3371(6) 0.7036(3) 0.129(2) Uani 1 1 d . . . . .
H35A H 0.370145 0.345026 0.752331 0.193 Uiso 1 1 calc R U . . .
H35B H 0.328380 0.415918 0.674570 0.193 Uiso 1 1 calc R U . . .
H35C H 0.306384 0.267158 0.704621 0.193 Uiso 1 1 calc R U . . .
C36 C 0.5250(3) 0.3107(3) 0.6712(2) 0.0600(9) Uani 1 1 d . . . . .
H36 H 0.582066 0.387156 0.667635 0.072 Uiso 1 1 calc R U . . .
C37 C 0.5242(7) 0.2980(5) 0.5949(2) 0.128(2) Uani 1 1 d . . . . .
H37A H 0.624848 0.281208 0.574717 0.191 Uiso 1 1 calc R U . . .
H37B H 0.462634 0.227998 0.595607 0.191 Uiso 1 1 calc R U . . .
H37C H 0.484630 0.376759 0.565556 0.191 Uiso 1 1 calc R U . . .
H3N H 0.815(4) 0.873(4) 0.526(2) 0.086(13) Uiso 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 N2 1.922(2) . ?
Cu1 N4 1.935(2) . ?
Cu1 N1 2.013(2) . ?
Cu1 N5 2.034(2) . ?
N1 C1 1.302(3) . ?
N1 C26 1.439(3) . ?
N2 C5 1.357(3) . ?
N2 C2 1.375(3) . ?
N3 C7 1.491(4) . ?
N3 C8 1.504(4) . ?
N3 C6 1.506(4) . ?
N3 H3N 0.88(4) . ?
N4 C9 1.355(3) . ?
N4 C12 1.374(3) . ?
N5 C13 1.306(3) . ?
N5 C14 1.437(3) . ?
C1 C2 1.411(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.389(4) . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.483(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.489(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.391(4) . ?
C10 C11 1.387(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.395(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.413(4) . ?
C13 H13 0.9300 . ?
C14 C19 1.403(4) . ?
C14 C15 1.412(4) . ?
C15 C16 1.381(4) . ?
C15 C24 1.522(4) . ?
C16 C17 1.372(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.376(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.400(4) . ?
C18 H18 0.9300 . ?
C19 C21 1.518(4) . ?
C20 C21 1.518(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.511(4) . ?
C21 H21 0.9800 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.512(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.530(4) . ?
C24 H24 0.9800 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C31 1.403(4) . ?
C26 C27 1.404(4) . ?
C27 C28 1.402(4) . ?
C27 C36 1.523(4) . ?
C28 C29 1.371(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.364(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.395(4) . ?
C30 H30 0.9300 . ?
C31 C33 1.519(4) . ?
C32 C33 1.525(5) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.534(5) . ?
C33 H33 0.9800 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.500(5) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.503(6) . ?
C36 H36 0.9800 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?

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 Cu1 N4 101.12(9) . . ?
N2 Cu1 N1 82.92(9) . . ?
N4 Cu1 N1 151.49(9) . . ?
N2 Cu1 N5 152.08(9) . . ?
N4 Cu1 N5 82.81(9) . . ?
N1 Cu1 N5 106.85(8) . . ?
C1 N1 C26 119.2(2) . . ?
C1 N1 Cu1 111.05(17) . . ?
C26 N1 Cu1 128.11(16) . . ?
C5 N2 C2 107.5(2) . . ?
C5 N2 Cu1 139.6(2) . . ?
C2 N2 Cu1 112.95(17) . . ?
C7 N3 C8 112.7(3) . . ?
C7 N3 C6 110.1(3) . . ?
C8 N3 C6 114.9(2) . . ?
C7 N3 H3N 104(2) . . ?
C8 N3 H3N 110(3) . . ?
C6 N3 H3N 105(3) . . ?
C9 N4 C12 107.3(2) . . ?
C9 N4 Cu1 139.71(19) . . ?
C12 N4 Cu1 112.32(16) . . ?
C13 N5 C14 118.8(2) . . ?
C13 N5 Cu1 110.24(17) . . ?
C14 N5 Cu1 129.63(16) . . ?
N1 C1 C2 118.1(2) . . ?
N1 C1 H1 120.9 . . ?
C2 C1 H1 120.9 . . ?
N2 C2 C3 109.0(2) . . ?
N2 C2 C1 114.8(2) . . ?
C3 C2 C1 136.1(3) . . ?
C4 C3 C2 106.8(3) . . ?
C4 C3 H3 126.6 . . ?
C2 C3 H3 126.6 . . ?
C3 C4 C5 107.5(3) . . ?
C3 C4 H4 126.2 . . ?
C5 C4 H4 126.2 . . ?
N2 C5 C4 109.1(3) . . ?
N2 C5 C6 120.8(3) . . ?
C4 C5 C6 130.1(3) . . ?
C5 C6 N3 113.7(3) . . ?
C5 C6 H6A 108.8 . . ?
N3 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
N3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 N3 115.2(3) . . ?
C9 C8 H8A 108.5 . . ?
N3 C8 H8A 108.5 . . ?
C9 C8 H8B 108.5 . . ?
N3 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
N4 C9 C10 109.4(3) . . ?
N4 C9 C8 121.0(2) . . ?
C10 C9 C8 129.6(3) . . ?
C11 C10 C9 107.6(3) . . ?
C11 C10 H10 126.2 . . ?
C9 C10 H10 126.2 . . ?
C10 C11 C12 106.2(3) . . ?
C10 C11 H11 126.9 . . ?
C12 C11 H11 126.9 . . ?
N4 C12 C11 109.5(2) . . ?
N4 C12 C13 115.1(2) . . ?
C11 C12 C13 135.4(3) . . ?
N5 C13 C12 118.6(2) . . ?
N5 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C19 C14 C15 121.5(2) . . ?
C19 C14 N5 121.5(2) . . ?
C15 C14 N5 117.0(2) . . ?
C16 C15 C14 118.0(3) . . ?
C16 C15 C24 120.9(2) . . ?
C14 C15 C24 121.1(2) . . ?
C17 C16 C15 121.4(3) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 121.3(3) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C18 C19 C14 117.3(3) . . ?
C18 C19 C21 119.3(2) . . ?
C14 C19 C21 123.4(2) . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C20 110.6(3) . . ?
C22 C21 C19 111.4(3) . . ?
C20 C21 C19 110.5(3) . . ?
C22 C21 H21 108.0 . . ?
C20 C21 H21 108.0 . . ?
C19 C21 H21 108.0 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C23 C24 C15 113.3(2) . . ?
C23 C24 C25 110.2(3) . . ?
C15 C24 C25 113.7(3) . . ?
C23 C24 H24 106.3 . . ?
C15 C24 H24 106.3 . . ?
C25 C24 H24 106.3 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C31 C26 C27 122.0(2) . . ?
C31 C26 N1 121.1(2) . . ?
C27 C26 N1 116.9(2) . . ?
C28 C27 C26 117.7(3) . . ?
C28 C27 C36 120.2(3) . . ?
C26 C27 C36 122.2(2) . . ?
C29 C28 C27 120.8(3) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C30 C29 C28 120.5(3) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 122.0(3) . . ?
C29 C30 H30 119.0 . . ?
C31 C30 H30 119.0 . . ?
C30 C31 C26 117.0(3) . . ?
C30 C31 C33 119.5(3) . . ?
C26 C31 C33 123.5(2) . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C33 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 C32 111.8(3) . . ?
C31 C33 C34 111.2(3) . . ?
C32 C33 C34 109.0(3) . . ?
C31 C33 H33 108.2 . . ?
C32 C33 H33 108.2 . . ?
C34 C33 H33 108.2 . . ?
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 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C35 C36 C37 110.2(4) . . ?
C35 C36 C27 112.8(3) . . ?
C37 C36 C27 113.2(3) . . ?
C35 C36 H36 106.8 . . ?
C37 C36 H36 106.8 . . ?
C27 C36 H36 106.8 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 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
C26 N1 C1 C2 169.8(2) . . . . ?
Cu1 N1 C1 C2 3.1(3) . . . . ?
C5 N2 C2 C3 0.1(3) . . . . ?
Cu1 N2 C2 C3 -179.9(2) . . . . ?
C5 N2 C2 C1 -177.1(2) . . . . ?
Cu1 N2 C2 C1 2.9(3) . . . . ?
N1 C1 C2 N2 -4.1(4) . . . . ?
N1 C1 C2 C3 179.8(3) . . . . ?
N2 C2 C3 C4 0.0(4) . . . . ?
C1 C2 C3 C4 176.3(3) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C2 N2 C5 C4 -0.2(4) . . . . ?
Cu1 N2 C5 C4 179.9(3) . . . . ?
C2 N2 C5 C6 179.9(3) . . . . ?
Cu1 N2 C5 C6 -0.1(5) . . . . ?
C3 C4 C5 N2 0.2(4) . . . . ?
C3 C4 C5 C6 -179.9(3) . . . . ?
N2 C5 C6 N3 -90.5(3) . . . . ?
C4 C5 C6 N3 89.6(4) . . . . ?
C7 N3 C6 C5 -174.6(3) . . . . ?
C8 N3 C6 C5 56.9(3) . . . . ?
C7 N3 C8 C9 -63.1(3) . . . . ?
C6 N3 C8 C9 64.1(3) . . . . ?
C12 N4 C9 C10 -0.8(3) . . . . ?
Cu1 N4 C9 C10 168.0(2) . . . . ?
C12 N4 C9 C8 177.7(3) . . . . ?
Cu1 N4 C9 C8 -13.4(5) . . . . ?
N3 C8 C9 N4 -82.3(3) . . . . ?
N3 C8 C9 C10 96.0(4) . . . . ?
N4 C9 C10 C11 0.8(4) . . . . ?
C8 C9 C10 C11 -177.7(3) . . . . ?
C9 C10 C11 C12 -0.4(3) . . . . ?
C9 N4 C12 C11 0.6(3) . . . . ?
Cu1 N4 C12 C11 -171.64(18) . . . . ?
C9 N4 C12 C13 -176.6(2) . . . . ?
Cu1 N4 C12 C13 11.2(3) . . . . ?
C10 C11 C12 N4 -0.1(3) . . . . ?
C10 C11 C12 C13 176.2(3) . . . . ?
C14 N5 C13 C12 168.7(2) . . . . ?
Cu1 N5 C13 C12 0.4(3) . . . . ?
N4 C12 C13 N5 -7.8(3) . . . . ?
C11 C12 C13 N5 176.0(3) . . . . ?
C13 N5 C14 C19 61.0(3) . . . . ?
Cu1 N5 C14 C19 -133.4(2) . . . . ?
C13 N5 C14 C15 -118.6(3) . . . . ?
Cu1 N5 C14 C15 47.1(3) . . . . ?
C19 C14 C15 C16 -5.8(4) . . . . ?
N5 C14 C15 C16 173.8(2) . . . . ?
C19 C14 C15 C24 174.7(2) . . . . ?
N5 C14 C15 C24 -5.7(4) . . . . ?
C14 C15 C16 C17 3.3(4) . . . . ?
C24 C15 C16 C17 -177.2(3) . . . . ?
C15 C16 C17 C18 0.6(5) . . . . ?
C16 C17 C18 C19 -2.1(5) . . . . ?
C17 C18 C19 C14 -0.3(4) . . . . ?
C17 C18 C19 C21 177.8(3) . . . . ?
C15 C14 C19 C18 4.3(4) . . . . ?
N5 C14 C19 C18 -175.3(2) . . . . ?
C15 C14 C19 C21 -173.7(2) . . . . ?
N5 C14 C19 C21 6.7(4) . . . . ?
C18 C19 C21 C22 52.1(4) . . . . ?
C14 C19 C21 C22 -129.9(3) . . . . ?
C18 C19 C21 C20 -71.4(4) . . . . ?
C14 C19 C21 C20 106.6(3) . . . . ?
C16 C15 C24 C23 -100.9(3) . . . . ?
C14 C15 C24 C23 78.6(3) . . . . ?
C16 C15 C24 C25 26.0(4) . . . . ?
C14 C15 C24 C25 -154.5(3) . . . . ?
C1 N1 C26 C31 74.4(3) . . . . ?
Cu1 N1 C26 C31 -121.3(2) . . . . ?
C1 N1 C26 C27 -105.7(3) . . . . ?
Cu1 N1 C26 C27 58.5(3) . . . . ?
C31 C26 C27 C28 -3.3(4) . . . . ?
N1 C26 C27 C28 176.9(2) . . . . ?
C31 C26 C27 C36 177.4(3) . . . . ?
N1 C26 C27 C36 -2.4(4) . . . . ?
C26 C27 C28 C29 0.8(5) . . . . ?
C36 C27 C28 C29 -179.9(3) . . . . ?
C27 C28 C29 C30 1.2(5) . . . . ?
C28 C29 C30 C31 -0.9(5) . . . . ?
C29 C30 C31 C26 -1.4(5) . . . . ?
C29 C30 C31 C33 177.4(3) . . . . ?
C27 C26 C31 C30 3.5(4) . . . . ?
N1 C26 C31 C30 -176.6(3) . . . . ?
C27 C26 C31 C33 -175.3(3) . . . . ?
N1 C26 C31 C33 4.6(4) . . . . ?
C30 C31 C33 C32 65.4(4) . . . . ?
C26 C31 C33 C32 -115.8(3) . . . . ?
C30 C31 C33 C34 -56.7(4) . . . . ?
C26 C31 C33 C34 122.1(3) . . . . ?
C28 C27 C36 C35 54.3(5) . . . . ?
C26 C27 C36 C35 -126.4(4) . . . . ?
C28 C27 C36 C37 -71.6(5) . . . . ?
C26 C27 C36 C37 107.7(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1 H1 Cl1 0.93 2.80 3.717(3) 169.9 2_766 yes
N3 H3N Cl1 0.88(4) 2.10(4) 2.960(3) 164(4) . yes

_refine_diff_density_max         0.395
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_gmPhCOO
_database_code_depnum_ccdc_archive 'CCDC 2017168'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-08-24 deposited with the CCDC.	2020-09-10 downloaded from the CCDC.
;


# start Validation Reply Form
_vrf_PLAT420_gmPhCOO             
;
PROBLEM: D-H Without Acceptor       O4       --H4O      .     Please Check 
RESPONSE: This is the -OH of a severely disordered methanol. 
The O-H and C-H distances were fixed (DFIX) but the orientation 
was refined freely. This methanol is apparently flexible and the
refined position constitutes only a fraction of the overall 
situation.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C45 H57 Cu2 N5 O4'
_chemical_formula_sum            'C45 H57 Cu2 N5 O4'
_chemical_formula_weight         859.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_H-M_alt        'P 63/m'
_space_group_name_Hall           '-P 6c'

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

_cell_length_a                   17.5728(4)
_cell_length_b                   17.5728(4)
_cell_length_c                   25.5032(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     6820.4(5)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    110210
_cell_measurement_theta_min      2.08
_cell_measurement_theta_max      26.04

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_F_000             2712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.980
_shelx_estimated_absorpt_T_min   0.806
_shelx_estimated_absorpt_T_max   0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5901
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube X-ray source'
_diffrn_measurement_device_type  'Bruker AXS diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            110153
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.084
_diffrn_reflns_theta_max         26.044
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4619
_reflns_number_gt                3632
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SAINT V8.38A (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'

_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)+(0.1372P)²+10.6065P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4619
_refine_ls_number_parameters     291
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0671
_refine_ls_wR_factor_ref         0.2362
_refine_ls_wR_factor_gt          0.2084
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.079
_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 0.35816(4) 0.16540(3) 0.68241(2) 0.0510(3) Uani 1 1 d D U . . .
N1 N 0.3342(2) 0.1942(2) 0.60874(14) 0.0489(8) Uani 1 1 d . . . . .
N2 N 0.3525(2) 0.0636(2) 0.64527(14) 0.0519(8) Uani 1 1 d . . . . .
N3 N 0.3474(4) -0.0234(4) 0.750000 0.0541(12) Uani 1 2 d S T P . .
O1 O 0.3972(6) 0.1457(5) 0.750000 0.0641(19) Uani 0.662(8) 2 d DS TU P A 1
O1' O 0.3100(12) 0.1019(9) 0.750000 0.069(3) Uani 0.338(8) 2 d DS TU P A 2
O2 O 0.3636(3) 0.2729(2) 0.70633(13) 0.0778(11) Uani 1 1 d . . . . .
C1 C 0.5221(5) 0.3315(6) 0.5243(3) 0.113(3) Uani 1 1 d . . . . .
H1A H 0.474309 0.279593 0.509036 0.169 Uiso 1 1 calc R U . . .
H1B H 0.534672 0.381541 0.503060 0.169 Uiso 1 1 calc R U . . .
H1C H 0.573190 0.325087 0.526052 0.169 Uiso 1 1 calc R U . . .
C2 C 0.4974(3) 0.3441(3) 0.5781(2) 0.0655(12) Uani 1 1 d . . . . .
H2 H 0.488358 0.293783 0.599330 0.079 Uiso 1 1 calc R U . . .
C3 C 0.5722(5) 0.4254(6) 0.6022(5) 0.145(4) Uani 1 1 d . . . . .
H3A H 0.556076 0.433434 0.636864 0.217 Uiso 1 1 calc R U . . .
H3B H 0.623318 0.419146 0.604020 0.217 Uiso 1 1 calc R U . . .
H3C H 0.584800 0.475600 0.581028 0.217 Uiso 1 1 calc R U . . .
C4 C 0.4113(3) 0.3448(3) 0.57731(17) 0.0540(10) Uani 1 1 d . . . . .
C5 C 0.4091(4) 0.4200(3) 0.5616(2) 0.0677(13) Uani 1 1 d . . . . .
H5 H 0.461107 0.470483 0.552555 0.081 Uiso 1 1 calc R U . . .
C6 C 0.3313(4) 0.4202(4) 0.5595(2) 0.0735(15) Uani 1 1 d . . . . .
H6 H 0.330794 0.470544 0.548792 0.088 Uiso 1 1 calc R U . . .
C7 C 0.2547(4) 0.3470(4) 0.5731(2) 0.0714(14) Uani 1 1 d . . . . .
H7 H 0.202537 0.348349 0.571349 0.086 Uiso 1 1 calc R U . . .
C8 C 0.2520(3) 0.2693(3) 0.58957(18) 0.0597(11) Uani 1 1 d . . . . .
C9 C 0.1275(6) 0.2134(6) 0.6529(3) 0.118(3) Uani 1 1 d . . . . .
H9A H 0.073131 0.162621 0.662935 0.176 Uiso 1 1 calc R U . . .
H9B H 0.167936 0.231809 0.681716 0.176 Uiso 1 1 calc R U . . .
H9C H 0.116817 0.260091 0.643353 0.176 Uiso 1 1 calc R U . . .
C10 C 0.1663(4) 0.1906(4) 0.6063(2) 0.0755(14) Uani 1 1 d . . . . .
H10 H 0.177406 0.143257 0.616560 0.091 Uiso 1 1 calc R U . . .
C11 C 0.1003(5) 0.1583(5) 0.5603(4) 0.115(3) Uani 1 1 d . . . . .
H11A H 0.046117 0.108309 0.571352 0.173 Uiso 1 1 calc R U . . .
H11B H 0.089675 0.204544 0.549652 0.173 Uiso 1 1 calc R U . . .
H11C H 0.124210 0.142031 0.531434 0.173 Uiso 1 1 calc R U . . .
C12 C 0.3323(3) 0.2701(3) 0.59128(16) 0.0496(9) Uani 1 1 d . . . . .
C13 C 0.3199(3) 0.1320(3) 0.57586(17) 0.0492(9) Uani 1 1 d . . . . .
H13 H 0.305065 0.134692 0.541183 0.059 Uiso 1 1 calc R U . . .
C14 C 0.3275(3) 0.0603(3) 0.59410(17) 0.0515(10) Uani 1 1 d . . . . .
C15 C 0.3190(3) -0.0150(3) 0.56920(19) 0.0615(12) Uani 1 1 d . . . . .
H15 H 0.303473 -0.031833 0.534483 0.074 Uiso 1 1 calc R U . . .
C16 C 0.3383(4) -0.0581(3) 0.6064(2) 0.0651(12) Uani 1 1 d . . . . .
H16 H 0.337559 -0.110992 0.601787 0.078 Uiso 1 1 calc R U . . .
C17 C 0.3594(3) -0.0092(3) 0.65275(19) 0.0581(11) Uani 1 1 d . . . . .
C18 C 0.3952(4) -0.0248(4) 0.7020(2) 0.0716(14) Uani 1 1 d . . . . .
H18A H 0.392060 -0.081420 0.699717 0.086 Uiso 1 1 calc R U . . .
H18B H 0.456603 0.019850 0.705295 0.086 Uiso 1 1 calc R U . . .
C19 C 0.2556(7) -0.0935(8) 0.750000 0.106(3) Uani 1 2 d S T P . .
H19A H 0.227465 -0.090041 0.781466 0.160 Uiso 0.5 1 calc R U P . .
H19B H 0.226181 -0.087029 0.720053 0.160 Uiso 0.5 1 calc R U P . .
H19C H 0.252768 -0.149408 0.748480 0.160 Uiso 1 2 calc R U P . .
C20 C 0.3607(5) 0.3029(4) 0.750000 0.0567(15) Uani 1 2 d S T P . .
C21 C 0.3524(4) 0.3845(4) 0.750000 0.0533(14) Uani 1 2 d S T P . .
C22 C 0.3477(4) 0.4214(3) 0.7971(2) 0.0634(12) Uani 1 1 d . . . . .
H22 H 0.351926 0.397473 0.828731 0.076 Uiso 1 1 calc R U . . .
C23 C 0.3366(4) 0.4943(3) 0.7967(2) 0.0751(15) Uani 1 1 d . . . . .
H23 H 0.332681 0.519020 0.828108 0.090 Uiso 1 1 calc R U . . .
C24 C 0.3314(6) 0.5295(5) 0.750000 0.084(3) Uani 1 2 d S T P . .
H24 H 0.324234 0.578450 0.749999 0.101 Uiso 1 2 calc R U P . .
H1N H 0.353(9) 0.023(9) 0.750000 0.14(5) Uiso 1 2 d S . P . .
O4 O 0.1925(10) 0.0761(9) 0.750000 0.166(5) Uani 0.662(8) 2 d DS TU P A 1
C25 C 0.1006(11) 0.0464(15) 0.750000 0.142(6) Uani 0.662(8) 2 d DS TU P A 1
H25A H 0.081890 0.048727 0.785031 0.213 Uiso 0.5 1 calc R U P A 1
H25B H 0.068912 -0.013045 0.737412 0.213 Uiso 0.5 1 calc R U P A 1
H25C H 0.089169 0.083375 0.727558 0.213 Uiso 0.5 1 calc R U P A 1
H4O H 0.2015(17) 0.0264(15) 0.750000 0.213 Uiso 1 2 d DS U P B 1
O4' O 0.5087(19) 0.2151(19) 0.750000 0.142(7) Uani 0.338(8) 2 d DS TU P A 2
C25' C 0.600(2) 0.281(3) 0.750000 0.143(11) Uani 0.338(8) 2 d DS TU P A 2


_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 O2 1.941(3) . ?
Cu1 O1 1.949(4) . ?
Cu1 N2 1.982(3) . ?
Cu1 O1' 1.997(8) . ?
Cu1 N1 2.043(4) . ?
N1 C13 1.298(6) . ?
N1 C12 1.423(5) . ?
N2 C17 1.358(6) . ?
N2 C14 1.369(6) . ?
N3 C19 1.461(11) . ?
N3 C18 1.491(6) . ?
N3 C18 1.491(6) 8_557 ?
O2 C20 1.245(4) . ?
C1 C2 1.489(9) . ?
C2 C3 1.506(9) . ?
C2 C4 1.520(7) . ?
C4 C12 1.398(6) . ?
C4 C5 1.399(7) . ?
C5 C6 1.370(8) . ?
C6 C7 1.363(8) . ?
C7 C8 1.406(7) . ?
C8 C12 1.405(6) . ?
C8 C10 1.511(8) . ?
C9 C10 1.519(9) . ?
C10 C11 1.544(10) . ?
C13 C14 1.410(6) . ?
C14 C15 1.408(6) . ?
C15 C16 1.357(7) . ?
C16 C17 1.399(7) . ?
C17 C18 1.492(7) . ?
C20 C21 1.511(8) . ?
C21 C22 1.387(6) 8_557 ?
C21 C22 1.387(6) . ?
C22 C23 1.389(7) . ?
C23 C24 1.366(7) . ?
O4 C25 1.427(3) . ?
O4' C25' 1.429(3) . ?

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
O2 Cu1 O1 92.5(2) . . ?
O2 Cu1 N2 169.77(15) . . ?
O1 Cu1 N2 97.2(2) . . ?
O2 Cu1 O1' 94.2(3) . . ?
N2 Cu1 O1' 95.3(3) . . ?
O2 Cu1 N1 87.95(14) . . ?
O1 Cu1 N1 172.5(3) . . ?
N2 Cu1 N1 81.97(14) . . ?
O1' Cu1 N1 148.2(5) . . ?
C13 N1 C12 120.1(4) . . ?
C13 N1 Cu1 111.3(3) . . ?
C12 N1 Cu1 128.6(3) . . ?
C17 N2 C14 105.8(4) . . ?
C17 N2 Cu1 142.7(3) . . ?
C14 N2 Cu1 111.3(3) . . ?
C19 N3 C18 112.3(4) . . ?
C19 N3 C18 112.3(4) . 8_557 ?
C18 N3 C18 110.2(6) . 8_557 ?
Cu1 O1 Cu1 124.3(4) 8_557 . ?
Cu1 O1' Cu1 119.3(8) 8_557 . ?
C20 O2 Cu1 134.6(3) . . ?
C1 C2 C3 109.7(7) . . ?
C1 C2 C4 110.8(5) . . ?
C3 C2 C4 113.4(5) . . ?
C12 C4 C5 118.5(4) . . ?
C12 C4 C2 120.9(4) . . ?
C5 C4 C2 120.6(4) . . ?
C6 C5 C4 120.8(5) . . ?
C7 C6 C5 120.2(5) . . ?
C6 C7 C8 122.1(5) . . ?
C12 C8 C7 117.0(5) . . ?
C12 C8 C10 122.5(4) . . ?
C7 C8 C10 120.5(5) . . ?
C8 C10 C9 110.7(6) . . ?
C8 C10 C11 110.1(5) . . ?
C9 C10 C11 109.7(6) . . ?
C4 C12 C8 121.4(4) . . ?
C4 C12 N1 118.9(4) . . ?
C8 C12 N1 119.6(4) . . ?
N1 C13 C14 118.3(4) . . ?
N2 C14 C15 110.5(4) . . ?
N2 C14 C13 116.6(4) . . ?
C15 C14 C13 132.7(4) . . ?
C16 C15 C14 105.7(4) . . ?
C15 C16 C17 108.1(4) . . ?
N2 C17 C16 109.8(4) . . ?
N2 C17 C18 122.4(4) . . ?
C16 C17 C18 127.3(4) . . ?
N3 C18 C17 113.3(4) . . ?
O2 C20 O2 127.0(6) 8_557 . ?
O2 C20 C21 116.5(3) 8_557 . ?
O2 C20 C21 116.5(3) . . ?
C22 C21 C22 119.9(6) 8_557 . ?
C22 C21 C20 120.0(3) 8_557 . ?
C22 C21 C20 120.0(3) . . ?
C21 C22 C23 119.6(5) . . ?
C24 C23 C22 119.7(5) . . ?
C23 C24 C23 121.4(7) 8_557 . ?

_refine_diff_density_max         2.241
_refine_diff_density_min         -0.676
_refine_diff_density_rms         0.100



####################################################################### 
# 
# 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_RKNiH
_database_code_depnum_ccdc_archive 'CCDC 2017171'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-09-10 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         'C37 H47 N5 Ni'
_chemical_formula_sum            'C37 H47 N5 Ni'
_chemical_formula_weight         620.50

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'
Ni Ni 0.3393 1.1124 '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                   12.096(2)
_cell_length_b                   13.620(2)
_cell_length_c                   21.043(3)
_cell_angle_alpha                87.403(5)
_cell_angle_beta                 81.329(5)
_cell_angle_gamma                87.201(6)
_cell_volume                     3420.6(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    11909
_cell_measurement_theta_min      0.980
_cell_measurement_theta_max      25.000

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   0.8012
_exptl_transmission_factor_max   1
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.599
_shelx_estimated_absorpt_T_min   0.860
_shelx_estimated_absorpt_T_max   0.900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker-APEX-II CCD area detector'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11909
_diffrn_reflns_av_unetI/netI     0.1398
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         0.980
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             11909
_reflns_number_gt                6952
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    sir92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    diamond
_computing_publication_material  ciftab
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0732P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11909
_refine_ls_number_parameters     794
_refine_ls_number_restraints     134
_refine_ls_R_factor_all          0.1323
_refine_ls_R_factor_gt           0.0686
_refine_ls_wR_factor_ref         0.1826
_refine_ls_wR_factor_gt          0.1454
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.049
_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
Ni1A Ni 0.72991(5) 0.39638(5) 0.63787(3) 0.01943(19) Uani 1 1 d . . . . .
Ni1 Ni 0.26712(5) 0.89061(5) 0.85917(3) 0.01924(19) Uani 1 1 d . . . . .
N1 N 0.3271(3) 0.7609(3) 0.8348(2) 0.0206(10) Uani 1 1 d . . . . .
N4 N 0.2582(3) 1.0136(3) 0.8975(2) 0.0190(10) Uani 1 1 d . . . . .
N5A N 0.6625(3) 0.2705(3) 0.6583(2) 0.0198(10) Uani 1 1 d . . . . .
N1A N 0.8425(3) 0.3622(3) 0.5648(2) 0.0201(10) Uani 1 1 d . . . . .
N4A N 0.6641(4) 0.4263(3) 0.7216(2) 0.0225(10) Uani 1 1 d . . . . .
N2 N 0.3355(3) 0.9296(3) 0.7771(2) 0.0214(10) Uani 1 1 d . . . . .
N5 N 0.1527(3) 0.8558(3) 0.9309(2) 0.0210(10) Uani 1 1 d . . . . .
N2A N 0.7452(3) 0.5250(3) 0.6031(2) 0.0199(10) Uani 1 1 d . . . . .
N3 N 0.3532(4) 1.1712(3) 0.7783(2) 0.0252(11) Uani 1 1 d . . . . .
N3A N 0.6504(4) 0.6686(3) 0.7272(2) 0.0249(11) Uani 1 1 d . . . . .
C9A C 0.9173(4) 0.2772(4) 0.5570(3) 0.0200(12) Uani 1 1 d . . . . .
C13 C 0.3936(4) 0.7641(4) 0.7789(2) 0.0214(10) Uani 1 1 d . U . . .
H13 H 0.437211 0.709278 0.764111 0.026 Uiso 1 1 calc R U . . .
C14A C 0.8171(4) 0.5301(4) 0.5460(2) 0.0195(12) Uani 1 1 d . . . . .
C17A C 0.6965(4) 0.6161(4) 0.6124(2) 0.0189(12) Uani 1 1 d . . . . .
C20 C 0.3970(4) 1.1269(4) 0.8352(3) 0.0276(14) Uani 1 1 d . . . . .
H20A H 0.446347 1.172936 0.849207 0.033 Uiso 1 1 calc R U . . .
H20B H 0.442104 1.068339 0.822256 0.033 Uiso 1 1 calc R U . . .
C14 C 0.3959(4) 0.8529(4) 0.7428(3) 0.0219(10) Uani 1 1 d . U . . .
C24 C 0.1861(4) 1.0149(4) 0.9553(2) 0.0212(10) Uani 1 1 d . U . . .
C26A C 0.5968(4) 0.2698(4) 0.7144(3) 0.0217(12) Uani 1 1 d . . . . .
H26A H 0.550307 0.218195 0.728070 0.026 Uiso 1 1 calc R U . . .
C25 C 0.1269(4) 0.9293(4) 0.9698(3) 0.0225(10) Uani 1 1 d . U . . .
H25 H 0.071530 0.924402 1.005419 0.027 Uiso 1 1 calc R U . . .
C9 C 0.3320(4) 0.6731(4) 0.8746(2) 0.0206(12) Uani 1 1 d . . . . .
C23A C 0.6034(4) 0.4675(4) 0.8243(3) 0.0256(13) Uani 1 1 d . . . . .
H23A H 0.591611 0.503116 0.861549 0.031 Uiso 1 1 calc R U . . .
C13A C 0.8717(4) 0.4410(4) 0.5290(3) 0.0220(13) Uani 1 1 d . . . . .
H13A H 0.927242 0.437193 0.493316 0.026 Uiso 1 1 calc R U . . .
C15 C 0.4340(4) 0.8864(4) 0.6799(3) 0.0245(10) Uani 1 1 d . U . . .
H15 H 0.476288 0.850421 0.647539 0.029 Uiso 1 1 calc R U . . .
C8A C 0.9336(4) 0.2250(4) 0.4996(3) 0.0233(13) Uani 1 1 d . . . . .
C15A C 0.8162(4) 0.6262(4) 0.5192(3) 0.0228(13) Uani 1 1 d . . . . .
H15A H 0.857971 0.649551 0.481291 0.027 Uiso 1 1 calc R U . . .
C27A C 0.6504(4) 0.1930(4) 0.6158(3) 0.0231(13) Uani 1 1 d . . . . .
C25A C 0.6011(4) 0.3516(4) 0.7526(3) 0.0240(13) Uani 1 1 d . . . . .
C4 C 0.2814(4) 0.5875(4) 0.8605(3) 0.0230(13) Uani 1 1 d . . . . .
C22A C 0.6665(4) 0.4965(4) 0.7654(3) 0.0212(12) Uani 1 1 d . . . . .
C28A C 0.6997(4) 0.0994(4) 0.6256(3) 0.0228(13) Uani 1 1 d . . . . .
C29 C 0.0099(4) 0.7753(4) 0.8845(3) 0.0257(13) Uani 1 1 d . . . . .
C16 C 0.3965(4) 0.9836(4) 0.6753(3) 0.0248(10) Uani 1 1 d . U . . .
H16 H 0.409135 1.025295 0.638981 0.030 Uiso 1 1 calc R U . . .
C18A C 0.6091(4) 0.6388(4) 0.6690(3) 0.0238(13) Uani 1 1 d . . . . .
H18A H 0.558928 0.690970 0.655871 0.029 Uiso 1 1 calc R U . . .
H18B H 0.565377 0.580959 0.680148 0.029 Uiso 1 1 calc R U . . .
C24A C 0.5616(5) 0.3756(4) 0.8169(3) 0.0303(14) Uani 1 1 d . . . . .
H24A H 0.517096 0.338048 0.847750 0.036 Uiso 1 1 calc R U . . .
C23 C 0.1936(4) 1.1036(4) 0.9856(3) 0.0246(10) Uani 1 1 d . U . . .
H23 H 0.153959 1.123050 1.024664 0.030 Uiso 1 1 calc R U . . .
C30 C 0.0728(4) 0.7793(4) 0.9350(3) 0.0224(13) Uani 1 1 d . . . . .
C32A C 0.6806(5) 0.0255(4) 0.5862(3) 0.0323(15) Uani 1 1 d . . . . .
H32A H 0.710520 -0.037627 0.592946 0.039 Uiso 1 1 calc R U . . .
C31 C 0.0516(4) 0.7189(4) 0.9906(3) 0.0262(13) Uani 1 1 d . . . . .
C16A C 0.7391(4) 0.6790(4) 0.5618(3) 0.0258(13) Uani 1 1 d . . . . .
H16A H 0.719261 0.745481 0.557147 0.031 Uiso 1 1 calc R U . . .
C7A C 1.0146(5) 0.1494(4) 0.4936(3) 0.0310(15) Uani 1 1 d . . . . .
H7A H 1.026040 0.113645 0.456372 0.037 Uiso 1 1 calc R U . . .
C35A C 0.5878(5) 0.2142(4) 0.5654(3) 0.0278(14) Uani 1 1 d . . . . .
C17 C 0.3362(4) 1.0082(4) 0.7349(3) 0.0223(10) Uani 1 1 d . U . . .
C21A C 0.7249(4) 0.5900(4) 0.7502(3) 0.0247(13) Uani 1 1 d . . . . .
H21A H 0.751796 0.610801 0.788356 0.030 Uiso 1 1 calc R U . . .
H21B H 0.789246 0.579052 0.717325 0.030 Uiso 1 1 calc R U . . .
C22 C 0.2727(4) 1.1559(4) 0.9448(2) 0.0231(10) Uani 1 1 d . U . . .
H22 H 0.295787 1.218203 0.951725 0.028 Uiso 1 1 calc R U . . .
C4A C 0.9812(4) 0.2525(4) 0.6064(3) 0.0236(13) Uani 1 1 d . . . . .
C8 C 0.3937(4) 0.6737(4) 0.9268(3) 0.0258(13) Uani 1 1 d . . . . .
C18 C 0.2800(4) 1.1047(4) 0.7529(3) 0.0237(13) Uani 1 1 d . . . . .
H18C H 0.253817 1.136217 0.715338 0.028 Uiso 1 1 calc R U . . .
H18D H 0.215102 1.093469 0.785102 0.028 Uiso 1 1 calc R U . . .
C32 C -0.0340(5) 0.6533(4) 0.9947(3) 0.0322(15) Uani 1 1 d . . . . .
H32 H -0.048223 0.611569 1.031006 0.039 Uiso 1 1 calc R U . . .
C19 C 0.2933(5) 1.2659(4) 0.7921(3) 0.0312(14) Uani 1 1 d . . . . .
H19D H 0.228762 1.255849 0.823986 0.047 Uiso 1 1 calc R U . . .
H19E H 0.269962 1.294387 0.753472 0.047 Uiso 1 1 calc R U . . .
H19F H 0.341938 1.309493 0.808012 0.047 Uiso 1 1 calc R U . . .
C11A C 0.8712(5) 0.2528(4) 0.4435(3) 0.0302(14) Uani 1 1 d . . . . .
H11A H 0.808219 0.297971 0.458838 0.036 Uiso 1 1 calc R U . . .
C5 C 0.2942(5) 0.5037(4) 0.8990(3) 0.0325(15) Uani 1 1 d . . . . .
H5 H 0.261842 0.446256 0.890287 0.039 Uiso 1 1 calc R U . . .
C33 C -0.0978(5) 0.6488(4) 0.9465(3) 0.0372(16) Uani 1 1 d . . . . .
H33 H -0.156037 0.605767 0.950562 0.045 Uiso 1 1 calc R U . . .
C29A C 0.7668(5) 0.0769(4) 0.6807(3) 0.0273(14) Uani 1 1 d . . . . .
H29A H 0.796805 0.138856 0.690924 0.033 Uiso 1 1 calc R U . . .
C6A C 1.0794(5) 0.1253(4) 0.5417(3) 0.0325(15) Uani 1 1 d . . . . .
H6A H 1.134558 0.075175 0.536036 0.039 Uiso 1 1 calc R U . . .
C2 C 0.2155(5) 0.5857(4) 0.8039(3) 0.0288(14) Uani 1 1 d . . . . .
H2 H 0.190873 0.653469 0.793903 0.035 Uiso 1 1 calc R U . . .
C21 C 0.3119(4) 1.0993(4) 0.8917(3) 0.0229(10) Uani 1 1 d . U . . .
C5A C 1.0618(5) 0.1759(4) 0.5975(3) 0.0312(14) Uani 1 1 d . . . . .
H5A H 1.104355 0.158717 0.629910 0.037 Uiso 1 1 calc R U . . .
C30A C 0.6950(5) 0.0377(4) 0.7421(3) 0.0390(16) Uani 1 1 d . . . . .
H30A H 0.639650 0.087325 0.757704 0.059 Uiso 1 1 calc R U . . .
H30B H 0.741862 0.021100 0.774336 0.059 Uiso 1 1 calc R U . . .
H30C H 0.658468 -0.019827 0.732789 0.059 Uiso 1 1 calc R U . . .
C10 C 0.4534(5) 0.7638(4) 0.9398(3) 0.0341(15) Uani 1 1 d . . . . .
H10 H 0.416031 0.820882 0.920828 0.041 Uiso 1 1 calc R U . . .
C33A C 0.6179(5) 0.0438(5) 0.5370(3) 0.0384(16) Uani 1 1 d . . . . .
H33A H 0.606728 -0.006641 0.510638 0.046 Uiso 1 1 calc R U . . .
C2A C 0.9705(4) 0.3141(4) 0.6661(3) 0.0287(14) Uani 1 1 d . . . . .
H2A H 0.892364 0.338497 0.674943 0.034 Uiso 1 1 calc R U . . .
C35 C 0.1150(5) 0.7257(4) 1.0479(3) 0.0342(15) Uani 1 1 d . . . . .
H35 H 0.181396 0.764168 1.034092 0.041 Uiso 1 1 calc R U . . .
C19A C 0.7080(5) 0.7603(4) 0.7172(3) 0.0298(14) Uani 1 1 d . . . . .
H19A H 0.777562 0.750234 0.689152 0.045 Uiso 1 1 calc R U . . .
H19B H 0.722393 0.782259 0.757753 0.045 Uiso 1 1 calc R U . . .
H19C H 0.662035 0.809185 0.697995 0.045 Uiso 1 1 calc R U . . .
C37 C 0.0387(5) 0.7797(5) 1.1036(3) 0.0424(17) Uani 1 1 d . . . . .
H37D H 0.007822 0.840051 1.086912 0.064 Uiso 1 1 calc R U . . .
H37E H 0.082521 0.793920 1.136254 0.064 Uiso 1 1 calc R U . . .
H37F H -0.020872 0.738326 1.121819 0.064 Uiso 1 1 calc R U . . .
C11 C 0.4500(5) 0.7818(5) 1.0113(3) 0.0441(17) Uani 1 1 d . . . . .
H11B H 0.373545 0.785857 1.031903 0.066 Uiso 1 1 calc R U . . .
H11C H 0.484793 0.842387 1.016017 0.066 Uiso 1 1 calc R U . . .
H11D H 0.489356 0.728557 1.030884 0.066 Uiso 1 1 calc R U . . .
C27 C 0.0285(5) 0.8454(4) 0.8266(3) 0.0302(14) Uani 1 1 d . . . . .
H27 H 0.108669 0.857540 0.818786 0.036 Uiso 1 1 calc R U . . .
C34 C -0.0751(5) 0.7085(4) 0.8918(3) 0.0334(15) Uani 1 1 d . . . . .
H34 H -0.117815 0.704006 0.858878 0.040 Uiso 1 1 calc R U . . .
C34A C 0.5714(5) 0.1371(4) 0.5268(3) 0.0339(15) Uani 1 1 d . . . . .
H34A H 0.528818 0.148549 0.493681 0.041 Uiso 1 1 calc R U . . .
C31A C 0.8672(5) 0.0053(4) 0.6606(3) 0.0395(16) Uani 1 1 d . . . . .
H31A H 0.841064 -0.059616 0.657955 0.059 Uiso 1 1 calc R U . . .
H31B H 0.917385 0.004423 0.691910 0.059 Uiso 1 1 calc R U . . .
H31C H 0.905839 0.026413 0.619377 0.059 Uiso 1 1 calc R U . . .
C1 C 0.1108(5) 0.5251(4) 0.8210(3) 0.0385(16) Uani 1 1 d . . . . .
H1A H 0.063027 0.537258 0.788699 0.058 Uiso 1 1 calc R U . . .
H1B H 0.071389 0.543604 0.862011 0.058 Uiso 1 1 calc R U . . .
H1C H 0.132578 0.456376 0.822843 0.058 Uiso 1 1 calc R U . . .
C7 C 0.4012(5) 0.5872(4) 0.9638(3) 0.0347(15) Uani 1 1 d . . . . .
H7 H 0.439689 0.586315 0.998909 0.042 Uiso 1 1 calc R U . . .
C12A C 0.9463(5) 0.3057(4) 0.3892(3) 0.0394(16) Uani 1 1 d . . . . .
H12A H 1.006058 0.261351 0.371600 0.059 Uiso 1 1 calc R U . . .
H12B H 0.977062 0.361248 0.405778 0.059 Uiso 1 1 calc R U . . .
H12C H 0.903203 0.327826 0.356199 0.059 Uiso 1 1 calc R U . . .
C6 C 0.3537(5) 0.5033(4) 0.9499(3) 0.0374(16) Uani 1 1 d . . . . .
H6 H 0.361493 0.445933 0.974792 0.045 Uiso 1 1 calc R U . . .
C28 C -0.0324(5) 0.9444(4) 0.8394(3) 0.0386(16) Uani 1 1 d . . . . .
H28A H -0.111288 0.935316 0.850223 0.058 Uiso 1 1 calc R U . . .
H28B H -0.018811 0.986750 0.801535 0.058 Uiso 1 1 calc R U . . .
H28C H -0.005510 0.973790 0.874439 0.058 Uiso 1 1 calc R U . . .
C3 C 0.2877(5) 0.5462(4) 0.7432(3) 0.0376(16) Uani 1 1 d . . . . .
H3A H 0.323988 0.484590 0.753665 0.056 Uiso 1 1 calc R U . . .
H3B H 0.343251 0.592639 0.726824 0.056 Uiso 1 1 calc R U . . .
H3C H 0.241037 0.536692 0.711073 0.056 Uiso 1 1 calc R U . . .
C38A C 0.5364(5) 0.3484(5) 0.4856(3) 0.0509(19) Uani 1 1 d . . . . .
H38A H 0.612878 0.348657 0.465072 0.076 Uiso 1 1 calc R U . . .
H38B H 0.502711 0.413443 0.482679 0.076 Uiso 1 1 calc R U . . .
H38C H 0.496159 0.303706 0.464581 0.076 Uiso 1 1 calc R U . . .
C26 C 0.0000(5) 0.8043(5) 0.7650(3) 0.0458(18) Uani 1 1 d . . . . .
H26B H 0.032210 0.738731 0.760050 0.069 Uiso 1 1 calc R U . . .
H26C H 0.029692 0.845324 0.728752 0.069 Uiso 1 1 calc R U . . .
H26D H -0.079811 0.802917 0.767432 0.069 Uiso 1 1 calc R U . . .
C36 C 0.1525(5) 0.6251(5) 1.0746(3) 0.0507(19) Uani 1 1 d . . . . .
H36B H 0.087863 0.589794 1.093172 0.076 Uiso 1 1 calc R U . . .
H36C H 0.198653 0.634067 1.107046 0.076 Uiso 1 1 calc R U . . .
H36D H 0.194311 0.588391 1.040457 0.076 Uiso 1 1 calc R U . . .
C1A C 0.9965(5) 0.2583(5) 0.7260(3) 0.0445(17) Uani 1 1 d . . . . .
H1AA H 0.949746 0.202882 0.734566 0.067 Uiso 1 1 calc R U . . .
H1AB H 0.982625 0.300881 0.761782 0.067 Uiso 1 1 calc R U . . .
H1AC H 1.073682 0.235827 0.719903 0.067 Uiso 1 1 calc R U . . .
C3A C 1.0423(6) 0.4037(5) 0.6538(3) 0.0444(17) Uani 1 1 d . . . . .
H3AA H 1.119978 0.382866 0.648649 0.067 Uiso 1 1 calc R U . . .
H3AB H 1.025668 0.446001 0.689577 0.067 Uiso 1 1 calc R U . . .
H3AC H 1.026471 0.438851 0.615361 0.067 Uiso 1 1 calc R U . . .
C36A C 0.5324(5) 0.3156(5) 0.5565(3) 0.0397(16) Uani 1 1 d . . . . .
H36A H 0.573545 0.362790 0.576692 0.048 Uiso 1 1 calc R U . . .
C12 C 0.5763(5) 0.7570(5) 0.9049(3) 0.0448(17) Uani 1 1 d . . . . .
H12D H 0.615013 0.700999 0.922034 0.067 Uiso 1 1 calc R U . . .
H12E H 0.613196 0.815718 0.911534 0.067 Uiso 1 1 calc R U . . .
H12F H 0.576537 0.750088 0.859713 0.067 Uiso 1 1 calc R U . . .
C10A C 0.8242(5) 0.1633(5) 0.4168(3) 0.0472(18) Uani 1 1 d . . . . .
H10A H 0.776250 0.185032 0.386040 0.071 Uiso 1 1 calc R U . . .
H10B H 0.782078 0.126385 0.451379 0.071 Uiso 1 1 calc R U . . .
H10C H 0.884796 0.122351 0.396235 0.071 Uiso 1 1 calc R U . . .
C37A C 0.4110(5) 0.3180(5) 0.5918(3) 0.055(2) Uani 1 1 d . . . . .
H37A H 0.367911 0.273924 0.572054 0.083 Uiso 1 1 calc R U . . .
H37B H 0.378752 0.383574 0.589068 0.083 Uiso 1 1 calc R U . . .
H37C H 0.410690 0.297888 0.636106 0.083 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
Ni1A N2A 1.874(4) . ?
Ni1A N4A 1.875(4) . ?
Ni1A N5A 1.938(4) . ?
Ni1A N1A 1.951(4) . ?
Ni1 N2 1.865(4) . ?
Ni1 N4 1.883(4) . ?
Ni1 N1 1.938(4) . ?
Ni1 N5 1.946(4) . ?
N1 C13 1.321(6) . ?
N1 C9 1.433(6) . ?
N4 C21 1.355(6) . ?
N4 C24 1.386(6) . ?
N5A C26A 1.320(6) . ?
N5A C27A 1.440(6) . ?
N1A C13A 1.315(6) . ?
N1A C9A 1.434(6) . ?
N4A C22A 1.361(6) . ?
N4A C25A 1.381(6) . ?
N2 C17 1.359(6) . ?
N2 C14 1.407(6) . ?
N5 C25 1.318(6) . ?
N5 C30 1.447(6) . ?
N2A C17A 1.357(6) . ?
N2A C14A 1.374(6) . ?
N3 C18 1.467(6) . ?
N3 C19 1.468(6) . ?
N3 C20 1.476(7) . ?
N3A C19A 1.452(6) . ?
N3A C18A 1.471(6) . ?
N3A C21A 1.477(6) . ?
C9A C4A 1.405(7) . ?
C9A C8A 1.413(7) . ?
C13 C14 1.399(7) . ?
C14A C13A 1.388(7) . ?
C14A C15A 1.402(7) . ?
C17A C16A 1.389(7) . ?
C17A C18A 1.502(7) . ?
C20 C21 1.497(7) . ?
C14 C15 1.398(7) . ?
C24 C25 1.396(7) . ?
C24 C23 1.404(7) . ?
C26A C25A 1.410(7) . ?
C9 C4 1.407(7) . ?
C9 C8 1.419(7) . ?
C23A C24A 1.397(7) . ?
C23A C22A 1.406(7) . ?
C15 C16 1.382(7) . ?
C8A C7A 1.384(7) . ?
C8A C11A 1.519(7) . ?
C15A C16A 1.389(7) . ?
C27A C28A 1.402(7) . ?
C27A C35A 1.405(7) . ?
C25A C24A 1.412(7) . ?
C4 C5 1.387(7) . ?
C4 C2 1.530(7) . ?
C22A C21A 1.485(7) . ?
C28A C32A 1.382(7) . ?
C28A C29A 1.524(7) . ?
C29 C34 1.393(7) . ?
C29 C30 1.401(7) . ?
C29 C27 1.508(8) . ?
C16 C17 1.397(7) . ?
C23 C22 1.387(7) . ?
C30 C31 1.398(7) . ?
C32A C33A 1.380(8) . ?
C31 C32 1.391(7) . ?
C31 C35 1.531(7) . ?
C7A C6A 1.388(8) . ?
C35A C34A 1.397(8) . ?
C35A C36A 1.522(8) . ?
C17 C18 1.487(7) . ?
C22 C21 1.398(7) . ?
C4A C5A 1.392(7) . ?
C4A C2A 1.527(7) . ?
C8 C7 1.389(7) . ?
C8 C10 1.510(8) . ?
C32 C33 1.370(8) . ?
C11A C12A 1.525(8) . ?
C11A C10A 1.534(8) . ?
C5 C6 1.376(8) . ?
C33 C34 1.379(8) . ?
C29A C30A 1.534(8) . ?
C29A C31A 1.541(7) . ?
C6A C5A 1.373(8) . ?
C2 C1 1.533(8) . ?
C2 C3 1.538(8) . ?
C10 C11 1.530(8) . ?
C10 C12 1.555(8) . ?
C33A C34A 1.385(8) . ?
C2A C1A 1.509(7) . ?
C2A C3A 1.523(8) . ?
C35 C36 1.532(8) . ?
C35 C37 1.566(8) . ?
C27 C28 1.520(8) . ?
C27 C26 1.528(7) . ?
C7 C6 1.366(8) . ?
C38A C36A 1.533(8) . ?
C36A C37A 1.542(8) . ?

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
N2A Ni1A N4A 98.57(18) . . ?
N2A Ni1A N5A 157.79(17) . . ?
N4A Ni1A N5A 84.27(18) . . ?
N2A Ni1A N1A 84.13(18) . . ?
N4A Ni1A N1A 160.89(17) . . ?
N5A Ni1A N1A 100.41(18) . . ?
N2 Ni1 N4 98.35(18) . . ?
N2 Ni1 N1 84.13(18) . . ?
N4 Ni1 N1 158.27(17) . . ?
N2 Ni1 N5 161.21(17) . . ?
N4 Ni1 N5 84.30(18) . . ?
N1 Ni1 N5 100.32(18) . . ?
C13 N1 C9 117.6(4) . . ?
C13 N1 Ni1 111.7(3) . . ?
C9 N1 Ni1 128.4(3) . . ?
C21 N4 C24 106.8(4) . . ?
C21 N4 Ni1 139.8(4) . . ?
C24 N4 Ni1 112.5(3) . . ?
C26A N5A C27A 117.0(4) . . ?
C26A N5A Ni1A 111.8(3) . . ?
C27A N5A Ni1A 128.7(3) . . ?
C13A N1A C9A 116.9(4) . . ?
C13A N1A Ni1A 110.8(3) . . ?
C9A N1A Ni1A 129.1(3) . . ?
C22A N4A C25A 107.0(4) . . ?
C22A N4A Ni1A 139.6(4) . . ?
C25A N4A Ni1A 113.1(3) . . ?
C17 N2 C14 105.9(4) . . ?
C17 N2 Ni1 139.8(4) . . ?
C14 N2 Ni1 113.7(3) . . ?
C25 N5 C30 116.9(4) . . ?
C25 N5 Ni1 111.5(3) . . ?
C30 N5 Ni1 128.3(3) . . ?
C17A N2A C14A 107.0(4) . . ?
C17A N2A Ni1A 139.3(4) . . ?
C14A N2A Ni1A 113.1(3) . . ?
C18 N3 C19 109.8(4) . . ?
C18 N3 C20 111.6(4) . . ?
C19 N3 C20 111.8(4) . . ?
C19A N3A C18A 112.6(4) . . ?
C19A N3A C21A 110.0(4) . . ?
C18A N3A C21A 110.2(4) . . ?
C4A C9A C8A 120.9(5) . . ?
C4A C9A N1A 117.5(4) . . ?
C8A C9A N1A 121.4(4) . . ?
N1 C13 C14 117.4(5) . . ?
N2A C14A C13A 113.8(5) . . ?
N2A C14A C15A 110.3(4) . . ?
C13A C14A C15A 135.9(5) . . ?
N2A C17A C16A 109.1(4) . . ?
N2A C17A C18A 122.7(4) . . ?
C16A C17A C18A 128.2(5) . . ?
N3 C20 C21 116.3(4) . . ?
C15 C14 C13 137.9(5) . . ?
C15 C14 N2 109.6(4) . . ?
C13 C14 N2 112.2(5) . . ?
N4 C24 C25 114.0(5) . . ?
N4 C24 C23 110.0(5) . . ?
C25 C24 C23 135.9(5) . . ?
N5A C26A C25A 116.4(5) . . ?
N5 C25 C24 117.3(5) . . ?
C4 C9 C8 121.0(5) . . ?
C4 C9 N1 120.8(5) . . ?
C8 C9 N1 118.1(5) . . ?
C24A C23A C22A 107.8(5) . . ?
N1A C13A C14A 117.9(5) . . ?
C16 C15 C14 106.3(5) . . ?
C7A C8A C9A 117.8(5) . . ?
C7A C8A C11A 119.4(5) . . ?
C9A C8A C11A 122.7(5) . . ?
C16A C15A C14A 104.9(5) . . ?
C28A C27A C35A 121.8(5) . . ?
C28A C27A N5A 120.0(5) . . ?
C35A C27A N5A 118.2(5) . . ?
N4A C25A C26A 113.8(5) . . ?
N4A C25A C24A 110.1(5) . . ?
C26A C25A C24A 136.0(5) . . ?
C5 C4 C9 117.8(5) . . ?
C5 C4 C2 120.7(5) . . ?
C9 C4 C2 121.5(5) . . ?
N4A C22A C23A 109.6(5) . . ?
N4A C22A C21A 123.4(5) . . ?
C23A C22A C21A 126.9(5) . . ?
C32A C28A C27A 118.2(5) . . ?
C32A C28A C29A 120.2(5) . . ?
C27A C28A C29A 121.4(5) . . ?
C34 C29 C30 117.3(5) . . ?
C34 C29 C27 121.4(5) . . ?
C30 C29 C27 121.2(5) . . ?
C15 C16 C17 108.1(5) . . ?
N3A C18A C17A 116.2(4) . . ?
C23A C24A C25A 105.5(5) . . ?
C22 C23 C24 105.3(5) . . ?
C31 C30 C29 121.7(5) . . ?
C31 C30 N5 120.4(5) . . ?
C29 C30 N5 117.5(5) . . ?
C33A C32A C28A 121.2(5) . . ?
C32 C31 C30 118.2(5) . . ?
C32 C31 C35 119.1(5) . . ?
C30 C31 C35 122.6(5) . . ?
C15A C16A C17A 108.7(5) . . ?
C8A C7A C6A 121.8(5) . . ?
C34A C35A C27A 117.6(5) . . ?
C34A C35A C36A 121.1(5) . . ?
C27A C35A C36A 121.1(5) . . ?
N2 C17 C16 110.0(4) . . ?
N2 C17 C18 122.5(5) . . ?
C16 C17 C18 127.5(5) . . ?
N3A C21A C22A 111.7(4) . . ?
C23 C22 C21 108.5(5) . . ?
C5A C4A C9A 118.6(5) . . ?
C5A C4A C2A 120.2(5) . . ?
C9A C4A C2A 121.0(4) . . ?
C7 C8 C9 117.7(5) . . ?
C7 C8 C10 121.2(5) . . ?
C9 C8 C10 121.1(5) . . ?
N3 C18 C17 113.3(4) . . ?
C33 C32 C31 121.3(5) . . ?
C8A C11A C12A 111.1(5) . . ?
C8A C11A C10A 112.3(5) . . ?
C12A C11A C10A 109.0(5) . . ?
C6 C5 C4 121.8(6) . . ?
C32 C33 C34 119.6(5) . . ?
C28A C29A C30A 112.9(5) . . ?
C28A C29A C31A 111.3(4) . . ?
C30A C29A C31A 110.5(5) . . ?
C5A C6A C7A 119.8(5) . . ?
C4 C2 C1 111.6(5) . . ?
C4 C2 C3 112.1(5) . . ?
C1 C2 C3 109.6(5) . . ?
N4 C21 C22 109.3(5) . . ?
N4 C21 C20 123.6(5) . . ?
C22 C21 C20 127.0(5) . . ?
C6A C5A C4A 121.1(5) . . ?
C8 C10 C11 113.9(5) . . ?
C8 C10 C12 109.5(5) . . ?
C11 C10 C12 110.8(5) . . ?
C32A C33A C34A 120.2(6) . . ?
C1A C2A C3A 109.4(5) . . ?
C1A C2A C4A 114.8(5) . . ?
C3A C2A C4A 111.3(5) . . ?
C31 C35 C36 113.2(5) . . ?
C31 C35 C37 109.8(5) . . ?
C36 C35 C37 107.9(5) . . ?
C29 C27 C28 112.0(5) . . ?
C29 C27 C26 114.1(5) . . ?
C28 C27 C26 110.4(5) . . ?
C33 C34 C29 121.9(6) . . ?
C33A C34A C35A 120.9(6) . . ?
C6 C7 C8 121.7(6) . . ?
C7 C6 C5 120.0(6) . . ?
C35A C36A C38A 112.8(5) . . ?
C35A C36A C37A 110.0(5) . . ?
C38A C36A C37A 111.0(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C13 H13 N3A 0.93 2.62 3.352(7) 136.2 . yes
C20 H20B N2 0.97 2.63 3.169(7) 115.5 . yes
C26A H26A N3 0.93 2.56 3.365(7) 145.5 1_545 yes
C18A H18B N4A 0.97 2.56 3.129(7) 117.9 . yes
C21A H21B N2A 0.97 2.68 3.227(7) 116.1 . yes
C18 H18D N4 0.97 2.67 3.211(7) 115.6 . yes

_refine_diff_density_max         0.720
_refine_diff_density_min         -0.966
_refine_diff_density_rms         0.111

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

data_RK510
_database_code_depnum_ccdc_archive 'CCDC 2017164'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-09-10 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         'C37 H48 Cu N5, Br'
_chemical_formula_sum            'C37 H48 Br Cu N5'
_chemical_formula_weight         706.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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                   9.013(2)
_cell_length_b                   10.769(3)
_cell_length_c                   19.466(5)
_cell_angle_alpha                75.451(5)
_cell_angle_beta                 82.408(6)
_cell_angle_gamma                86.125(6)
_cell_volume                     1811.6(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    20485
_cell_measurement_theta_min      1.955
_cell_measurement_theta_max      24.999

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_F_000             738
_exptl_transmission_factor_min   0.6758
_exptl_transmission_factor_max   1.00
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    1.737
_shelx_estimated_absorpt_T_min   0.598
_shelx_estimated_absorpt_T_max   0.769
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker-APEX-II CCD area detector'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20485
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.955
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6327
_reflns_number_gt                4280
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    sir92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    diamond
_computing_publication_material  ciftab
_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)+(0.0503P)²+0.4113P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6327
_refine_ls_number_parameters     400
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1119
_refine_ls_wR_factor_gt          0.0963
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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
C1 C 0.9246(4) 0.3391(4) 0.16726(18) 0.0452(9) Uani 1 1 d . . . . .
H1 H 0.969863 0.267395 0.153644 0.054 Uiso 1 1 calc R U . . .
C2 C 0.9746(4) 0.4634(4) 0.13287(18) 0.0480(9) Uani 1 1 d . . . . .
C3 C 1.0836(5) 0.5140(4) 0.0771(2) 0.0692(13) Uani 1 1 d . . . . .
H3 H 1.152660 0.468270 0.052135 0.083 Uiso 1 1 calc R U . . .
C4 C 1.0685(5) 0.6470(5) 0.0660(2) 0.0760(14) Uani 1 1 d . . . . .
H4 H 1.127231 0.707253 0.032755 0.091 Uiso 1 1 calc R U . . .
C5 C 0.9485(4) 0.6730(4) 0.1144(2) 0.0567(10) Uani 1 1 d . . . . .
C6 C 0.8833(5) 0.7992(4) 0.1239(2) 0.0666(12) Uani 1 1 d . . . . .
H6A H 0.962550 0.860321 0.112753 0.080 Uiso 1 1 calc R U . . .
H6B H 0.843828 0.789793 0.173743 0.080 Uiso 1 1 calc R U . . .
C7 C 0.7105(6) 0.9835(4) 0.0863(3) 0.0900(16) Uani 1 1 d . . . . .
H7A H 0.632244 1.016238 0.056902 0.135 Uiso 1 1 calc R U . . .
H7B H 0.673552 0.979151 0.135416 0.135 Uiso 1 1 calc R U . . .
H7C H 0.793506 1.039411 0.071890 0.135 Uiso 1 1 calc R U . . .
C8 C 0.6317(5) 0.7652(4) 0.0867(2) 0.0644(12) Uani 1 1 d . . . . .
H8A H 0.564793 0.804132 0.051479 0.077 Uiso 1 1 calc R U . . .
H8B H 0.670987 0.684708 0.076644 0.077 Uiso 1 1 calc R U . . .
C9 C 0.5433(4) 0.7373(3) 0.1595(2) 0.0520(10) Uani 1 1 d . . . . .
C10 C 0.4110(4) 0.7958(4) 0.1833(2) 0.0611(11) Uani 1 1 d . . . . .
H10 H 0.355908 0.861429 0.155800 0.073 Uiso 1 1 calc R U . . .
C11 C 0.3760(4) 0.7389(3) 0.2551(2) 0.0539(10) Uani 1 1 d . . . . .
H11 H 0.294005 0.759027 0.285215 0.065 Uiso 1 1 calc R U . . .
C12 C 0.4887(4) 0.6448(3) 0.27328(19) 0.0420(8) Uani 1 1 d . . . . .
C13 C 0.5239(4) 0.5568(3) 0.33649(18) 0.0413(8) Uani 1 1 d . . . . .
H13 H 0.467617 0.557267 0.380067 0.050 Uiso 1 1 calc R U . . .
C14 C 0.6888(4) 0.4014(3) 0.39856(16) 0.0370(8) Uani 1 1 d . . . . .
C15 C 0.8385(4) 0.4182(3) 0.40783(18) 0.0427(9) Uani 1 1 d . . . . .
C16 C 0.8862(4) 0.3582(4) 0.4731(2) 0.0570(11) Uani 1 1 d . . . . .
H16 H 0.982497 0.371367 0.481429 0.068 Uiso 1 1 calc R U . . .
C17 C 0.7950(5) 0.2796(4) 0.5261(2) 0.0631(12) Uani 1 1 d . . . . .
H17 H 0.829501 0.241091 0.569673 0.076 Uiso 1 1 calc R U . . .
C18 C 0.6530(4) 0.2578(4) 0.51477(19) 0.0563(11) Uani 1 1 d . . . . .
H18 H 0.593784 0.201723 0.550352 0.068 Uiso 1 1 calc R U . . .
C19 C 0.5953(4) 0.3180(3) 0.45089(18) 0.0430(9) Uani 1 1 d . . . . .
C20 C 0.4377(6) 0.1514(5) 0.4295(4) 0.113(2) Uani 1 1 d . . . . .
H20A H 0.511094 0.142197 0.390426 0.170 Uiso 1 1 calc R U . . .
H20B H 0.460417 0.090250 0.472331 0.170 Uiso 1 1 calc R U . . .
H20C H 0.340180 0.136309 0.419159 0.170 Uiso 1 1 calc R U . . .
C21 C 0.4399(4) 0.2868(4) 0.4399(2) 0.0503(10) Uani 1 1 d . . . . .
H21 H 0.412421 0.347061 0.396285 0.060 Uiso 1 1 calc R U . . .
C22 C 0.3250(5) 0.3037(6) 0.5013(3) 0.1019(19) Uani 1 1 d . . . . .
H22A H 0.228031 0.283350 0.492823 0.153 Uiso 1 1 calc R U . . .
H22B H 0.351294 0.247489 0.544987 0.153 Uiso 1 1 calc R U . . .
H22C H 0.322834 0.391087 0.504984 0.153 Uiso 1 1 calc R U . . .
C23 C 0.9174(5) 0.6430(4) 0.3418(2) 0.0663(12) Uani 1 1 d . . . . .
H23A H 0.986255 0.689543 0.303600 0.099 Uiso 1 1 calc R U . . .
H23B H 0.816613 0.667643 0.331879 0.099 Uiso 1 1 calc R U . . .
H23C H 0.932996 0.662161 0.385813 0.099 Uiso 1 1 calc R U . . .
C24 C 0.9433(4) 0.5009(4) 0.3482(2) 0.0507(10) Uani 1 1 d . . . . .
H24 H 0.920200 0.485422 0.303277 0.061 Uiso 1 1 calc R U . . .
C25 C 1.1093(4) 0.4635(5) 0.3527(2) 0.0730(13) Uani 1 1 d . . . . .
H25A H 1.124546 0.372958 0.356735 0.110 Uiso 1 1 calc R U . . .
H25B H 1.167920 0.509866 0.310347 0.110 Uiso 1 1 calc R U . . .
H25C H 1.139625 0.484183 0.393846 0.110 Uiso 1 1 calc R U . . .
C26 C 0.7437(4) 0.2059(3) 0.24503(18) 0.0414(8) Uani 1 1 d . . . . .
C27 C 0.8129(4) 0.1023(3) 0.29129(19) 0.0487(9) Uani 1 1 d . . . . .
C28 C 0.7392(5) -0.0127(4) 0.3112(2) 0.0632(11) Uani 1 1 d . . . . .
H28 H 0.782843 -0.083414 0.340809 0.076 Uiso 1 1 calc R U . . .
C29 C 0.6044(5) -0.0256(4) 0.2889(2) 0.0690(12) Uani 1 1 d . . . . .
H29 H 0.559346 -0.104664 0.302804 0.083 Uiso 1 1 calc R U . . .
C30 C 0.5355(5) 0.0769(4) 0.2462(2) 0.0654(12) Uani 1 1 d . . . . .
H30 H 0.443251 0.067195 0.232002 0.078 Uiso 1 1 calc R U . . .
C31 C 0.6029(4) 0.1962(4) 0.2236(2) 0.0512(10) Uani 1 1 d . . . . .
C32 C 0.5365(8) 0.3011(6) 0.0999(3) 0.134(3) Uani 1 1 d . . . . .
H32A H 0.639389 0.287227 0.082467 0.200 Uiso 1 1 calc R U . . .
H32B H 0.479210 0.230772 0.097266 0.200 Uiso 1 1 calc R U . . .
H32C H 0.497816 0.379540 0.071181 0.200 Uiso 1 1 calc R U . . .
C33 C 0.5254(4) 0.3101(4) 0.1761(3) 0.0666(12) Uani 1 1 d . . . . .
H33 H 0.578439 0.386760 0.175894 0.080 Uiso 1 1 calc R U . . .
C34 C 0.3650(6) 0.3318(7) 0.2041(3) 0.132(3) Uani 1 1 d . . . . .
H34A H 0.359124 0.337447 0.252883 0.198 Uiso 1 1 calc R U . . .
H34B H 0.325917 0.410342 0.175702 0.198 Uiso 1 1 calc R U . . .
H34C H 0.307312 0.261574 0.201787 0.198 Uiso 1 1 calc R U . . .
C35 C 0.9402(5) 0.0751(5) 0.4022(2) 0.0828(14) Uani 1 1 d . . . . .
H35A H 1.034295 0.082039 0.418785 0.124 Uiso 1 1 calc R U . . .
H35B H 0.866779 0.132043 0.419776 0.124 Uiso 1 1 calc R U . . .
H35C H 0.908022 -0.011555 0.419339 0.124 Uiso 1 1 calc R U . . .
C36 C 0.9588(4) 0.1118(4) 0.3199(2) 0.0591(11) Uani 1 1 d . . . . .
H36 H 0.989063 0.201204 0.303601 0.071 Uiso 1 1 calc R U . . .
C37 C 1.0834(5) 0.0280(5) 0.2927(2) 0.0885(16) Uani 1 1 d . . . . .
H37A H 1.173595 0.036859 0.312066 0.133 Uiso 1 1 calc R U . . .
H37B H 1.055338 -0.060074 0.307396 0.133 Uiso 1 1 calc R U . . .
H37C H 1.100116 0.054032 0.241470 0.133 Uiso 1 1 calc R U . . .
N1 N 0.8143(3) 0.3271(3) 0.21817(14) 0.0383(7) Uani 1 1 d . . . . .
N2 N 0.8925(3) 0.5612(3) 0.15484(15) 0.0455(7) Uani 1 1 d . . . . .
N3 N 0.7604(5) 0.8528(3) 0.07825(18) 0.0677(11) Uani 1 1 d . . . . .
N4 N 0.5895(3) 0.6434(3) 0.21401(15) 0.0444(7) Uani 1 1 d . . . . .
N5 N 0.6361(3) 0.4751(3) 0.33314(14) 0.0359(6) Uani 1 1 d . . . . .
Cu1 Cu 0.73426(4) 0.50112(4) 0.23053(2) 0.03944(14) Uani 1 1 d . . . . .
Br1 Br 0.15031(6) 0.08189(4) 0.08751(2) 0.07587(18) Uani 1 1 d . . . . .
H3N H 0.806(5) 0.864(4) 0.036(3) 0.091 Uiso 1 1 d . 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
C1 N1 1.296(4) . ?
C1 C2 1.412(5) . ?
C1 H1 0.9300 . ?
C2 N2 1.370(4) . ?
C2 C3 1.391(5) . ?
C3 C4 1.394(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.399(6) . ?
C4 H4 0.9300 . ?
C5 N2 1.350(4) . ?
C5 C6 1.489(6) . ?
C6 N3 1.506(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N3 1.488(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.501(5) . ?
C8 N3 1.510(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N4 1.358(4) . ?
C9 C10 1.390(5) . ?
C10 C11 1.381(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.400(4) . ?
C11 H11 0.9300 . ?
C12 N4 1.374(4) . ?
C12 C13 1.410(4) . ?
C13 N5 1.301(4) . ?
C13 H13 0.9300 . ?
C14 C19 1.404(5) . ?
C14 C15 1.414(4) . ?
C14 N5 1.442(4) . ?
C15 C16 1.383(5) . ?
C15 C24 1.529(5) . ?
C16 C17 1.373(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.372(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.399(5) . ?
C18 H18 0.9300 . ?
C19 C21 1.516(5) . ?
C20 C21 1.524(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.513(5) . ?
C21 H21 0.9800 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.508(5) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.531(5) . ?
C24 H24 0.9800 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C31 1.405(5) . ?
C26 C27 1.412(5) . ?
C26 N1 1.436(4) . ?
C27 C28 1.388(5) . ?
C27 C36 1.513(5) . ?
C28 C29 1.370(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.371(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.402(5) . ?
C30 H30 0.9300 . ?
C31 C33 1.527(5) . ?
C32 C33 1.501(7) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.501(6) . ?
C33 H33 0.9800 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.540(6) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.517(6) . ?
C36 H36 0.9800 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
N1 Cu1 2.022(3) . ?
N2 Cu1 1.927(3) . ?
N3 H3N 0.85(5) . ?
N4 Cu1 1.935(3) . ?
N5 Cu1 2.034(3) . ?

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 C1 C2 118.6(3) . . ?
N1 C1 H1 120.7 . . ?
C2 C1 H1 120.7 . . ?
N2 C2 C3 109.7(3) . . ?
N2 C2 C1 114.8(3) . . ?
C3 C2 C1 135.3(4) . . ?
C2 C3 C4 106.2(4) . . ?
C2 C3 H3 126.9 . . ?
C4 C3 H3 126.9 . . ?
C3 C4 C5 107.1(4) . . ?
C3 C4 H4 126.4 . . ?
C5 C4 H4 126.4 . . ?
N2 C5 C4 109.3(4) . . ?
N2 C5 C6 121.6(3) . . ?
C4 C5 C6 129.1(4) . . ?
C5 C6 N3 114.0(4) . . ?
C5 C6 H6A 108.8 . . ?
N3 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
N3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 N3 114.3(3) . . ?
C9 C8 H8A 108.7 . . ?
N3 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
N3 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
N4 C9 C10 109.6(3) . . ?
N4 C9 C8 120.9(3) . . ?
C10 C9 C8 129.5(3) . . ?
C11 C10 C9 107.7(3) . . ?
C11 C10 H10 126.1 . . ?
C9 C10 H10 126.1 . . ?
C10 C11 C12 106.2(3) . . ?
C10 C11 H11 126.9 . . ?
C12 C11 H11 126.9 . . ?
N4 C12 C11 109.6(3) . . ?
N4 C12 C13 114.6(3) . . ?
C11 C12 C13 135.8(3) . . ?
N5 C13 C12 119.2(3) . . ?
N5 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C19 C14 C15 121.6(3) . . ?
C19 C14 N5 121.5(3) . . ?
C15 C14 N5 116.9(3) . . ?
C16 C15 C14 117.5(3) . . ?
C16 C15 C24 121.2(3) . . ?
C14 C15 C24 121.2(3) . . ?
C17 C16 C15 121.7(4) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 121.5(4) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C18 C19 C14 117.3(3) . . ?
C18 C19 C21 119.4(3) . . ?
C14 C19 C21 123.2(3) . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C19 111.4(3) . . ?
C22 C21 C20 110.5(4) . . ?
C19 C21 C20 111.1(3) . . ?
C22 C21 H21 107.9 . . ?
C19 C21 H21 107.9 . . ?
C20 C21 H21 107.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C23 C24 C15 113.4(3) . . ?
C23 C24 C25 110.2(3) . . ?
C15 C24 C25 113.5(3) . . ?
C23 C24 H24 106.4 . . ?
C15 C24 H24 106.4 . . ?
C25 C24 H24 106.4 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C31 C26 C27 122.0(3) . . ?
C31 C26 N1 116.9(3) . . ?
C27 C26 N1 121.1(3) . . ?
C28 C27 C26 116.6(3) . . ?
C28 C27 C36 119.8(3) . . ?
C26 C27 C36 123.6(3) . . ?
C29 C28 C27 122.3(4) . . ?
C29 C28 H28 118.9 . . ?
C27 C28 H28 118.9 . . ?
C28 C29 C30 120.6(4) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C29 C30 C31 120.5(4) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C30 C31 C26 117.8(4) . . ?
C30 C31 C33 120.3(4) . . ?
C26 C31 C33 121.8(4) . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C33 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C32 C33 C34 110.1(4) . . ?
C32 C33 C31 112.8(4) . . ?
C34 C33 C31 113.1(4) . . ?
C32 C33 H33 106.8 . . ?
C34 C33 H33 106.8 . . ?
C31 C33 H33 106.8 . . ?
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 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C27 C36 C37 112.2(4) . . ?
C27 C36 C35 111.3(3) . . ?
C37 C36 C35 109.0(3) . . ?
C27 C36 H36 108.1 . . ?
C37 C36 H36 108.1 . . ?
C35 C36 H36 108.1 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C1 N1 C26 119.6(3) . . ?
C1 N1 Cu1 110.7(2) . . ?
C26 N1 Cu1 127.8(2) . . ?
C5 N2 C2 107.6(3) . . ?
C5 N2 Cu1 139.4(3) . . ?
C2 N2 Cu1 113.0(2) . . ?
C7 N3 C6 110.5(4) . . ?
C7 N3 C8 112.9(4) . . ?
C6 N3 C8 115.1(3) . . ?
C7 N3 H3N 106(3) . . ?
C6 N3 H3N 102(3) . . ?
C8 N3 H3N 110(3) . . ?
C9 N4 C12 106.8(3) . . ?
C9 N4 Cu1 140.0(3) . . ?
C12 N4 Cu1 112.7(2) . . ?
C13 N5 C14 119.1(3) . . ?
C13 N5 Cu1 110.0(2) . . ?
C14 N5 Cu1 129.70(19) . . ?
N2 Cu1 N4 101.29(12) . . ?
N2 Cu1 N1 82.77(12) . . ?
N4 Cu1 N1 151.09(12) . . ?
N2 Cu1 N5 152.44(12) . . ?
N4 Cu1 N5 82.71(11) . . ?
N1 Cu1 N5 106.96(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 -4.0(5) . . . . ?
N1 C1 C2 C3 -178.4(4) . . . . ?
N2 C2 C3 C4 1.2(5) . . . . ?
C1 C2 C3 C4 175.9(4) . . . . ?
C2 C3 C4 C5 -1.4(5) . . . . ?
C3 C4 C5 N2 1.0(5) . . . . ?
C3 C4 C5 C6 -178.5(4) . . . . ?
N2 C5 C6 N3 -90.2(4) . . . . ?
C4 C5 C6 N3 89.3(6) . . . . ?
N3 C8 C9 N4 -83.4(4) . . . . ?
N3 C8 C9 C10 96.3(5) . . . . ?
N4 C9 C10 C11 1.5(5) . . . . ?
C8 C9 C10 C11 -178.2(4) . . . . ?
C9 C10 C11 C12 -0.6(5) . . . . ?
C10 C11 C12 N4 -0.5(4) . . . . ?
C10 C11 C12 C13 177.3(4) . . . . ?
N4 C12 C13 N5 -6.6(5) . . . . ?
C11 C12 C13 N5 175.7(4) . . . . ?
C19 C14 C15 C16 -5.6(5) . . . . ?
N5 C14 C15 C16 173.7(3) . . . . ?
C19 C14 C15 C24 175.1(3) . . . . ?
N5 C14 C15 C24 -5.6(5) . . . . ?
C14 C15 C16 C17 3.3(6) . . . . ?
C24 C15 C16 C17 -177.4(4) . . . . ?
C15 C16 C17 C18 0.6(6) . . . . ?
C16 C17 C18 C19 -2.5(6) . . . . ?
C17 C18 C19 C14 0.3(6) . . . . ?
C17 C18 C19 C21 177.7(4) . . . . ?
C15 C14 C19 C18 3.8(5) . . . . ?
N5 C14 C19 C18 -175.4(3) . . . . ?
C15 C14 C19 C21 -173.5(3) . . . . ?
N5 C14 C19 C21 7.3(5) . . . . ?
C18 C19 C21 C22 52.9(5) . . . . ?
C14 C19 C21 C22 -129.8(4) . . . . ?
C18 C19 C21 C20 -70.8(5) . . . . ?
C14 C19 C21 C20 106.5(4) . . . . ?
C16 C15 C24 C23 -100.6(4) . . . . ?
C14 C15 C24 C23 78.7(4) . . . . ?
C16 C15 C24 C25 26.2(5) . . . . ?
C14 C15 C24 C25 -154.5(3) . . . . ?
C31 C26 C27 C28 3.9(5) . . . . ?
N1 C26 C27 C28 -176.7(3) . . . . ?
C31 C26 C27 C36 -175.3(3) . . . . ?
N1 C26 C27 C36 4.1(5) . . . . ?
C26 C27 C28 C29 -1.4(6) . . . . ?
C36 C27 C28 C29 177.8(4) . . . . ?
C27 C28 C29 C30 -1.0(7) . . . . ?
C28 C29 C30 C31 1.1(6) . . . . ?
C29 C30 C31 C26 1.3(6) . . . . ?
C29 C30 C31 C33 -179.9(4) . . . . ?
C27 C26 C31 C30 -3.8(5) . . . . ?
N1 C26 C31 C30 176.7(3) . . . . ?
C27 C26 C31 C33 177.4(3) . . . . ?
N1 C26 C31 C33 -2.0(5) . . . . ?
C30 C31 C33 C32 -75.7(5) . . . . ?
C26 C31 C33 C32 103.0(5) . . . . ?
C30 C31 C33 C34 50.1(6) . . . . ?
C26 C31 C33 C34 -131.2(5) . . . . ?
C28 C27 C36 C37 65.9(5) . . . . ?
C26 C27 C36 C37 -114.9(4) . . . . ?
C28 C27 C36 C35 -56.5(5) . . . . ?
C26 C27 C36 C35 122.7(4) . . . . ?
C2 C1 N1 C26 168.7(3) . . . . ?
C2 C1 N1 Cu1 3.3(4) . . . . ?
C31 C26 N1 C1 -104.3(4) . . . . ?
C27 C26 N1 C1 76.2(4) . . . . ?
C31 C26 N1 Cu1 58.4(4) . . . . ?
C27 C26 N1 Cu1 -121.1(3) . . . . ?
C4 C5 N2 C2 -0.3(4) . . . . ?
C6 C5 N2 C2 179.3(4) . . . . ?
C4 C5 N2 Cu1 -178.8(3) . . . . ?
C6 C5 N2 Cu1 0.8(6) . . . . ?
C3 C2 N2 C5 -0.6(4) . . . . ?
C1 C2 N2 C5 -176.5(3) . . . . ?
C3 C2 N2 Cu1 178.4(3) . . . . ?
C1 C2 N2 Cu1 2.5(4) . . . . ?
C5 C6 N3 C7 -175.2(3) . . . . ?
C5 C6 N3 C8 55.4(4) . . . . ?
C9 C8 N3 C7 -63.5(4) . . . . ?
C9 C8 N3 C6 64.8(4) . . . . ?
C10 C9 N4 C12 -1.8(4) . . . . ?
C8 C9 N4 C12 177.9(4) . . . . ?
C10 C9 N4 Cu1 168.8(3) . . . . ?
C8 C9 N4 Cu1 -11.4(6) . . . . ?
C11 C12 N4 C9 1.4(4) . . . . ?
C13 C12 N4 C9 -176.9(3) . . . . ?
C11 C12 N4 Cu1 -172.0(2) . . . . ?
C13 C12 N4 Cu1 9.6(4) . . . . ?
C12 C13 N5 C14 168.9(3) . . . . ?
C12 C13 N5 Cu1 0.2(4) . . . . ?
C19 C14 N5 C13 60.5(4) . . . . ?
C15 C14 N5 C13 -118.8(3) . . . . ?
C19 C14 N5 Cu1 -133.3(3) . . . . ?
C15 C14 N5 Cu1 47.4(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1 H1 Br1 0.93 2.93 3.845(4) 167.7 1_655 yes
C6 H6A Br1 0.97 2.92 3.875(4) 167.7 1_665 yes
C10 H10 Br1 0.93 3.05 3.973(4) 171.2 1_565 yes
N3 H3N Br1 0.85(5) 2.32(5) 3.131(3) 160(4) 2_665 yes

_refine_diff_density_max         0.772
_refine_diff_density_min         -0.633
_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_RK437
_database_code_depnum_ccdc_archive 'CCDC 2017169'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-09-10 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         'C37 H47 Cu N5, C H4 O'
_chemical_formula_sum            'C38 H51 Cu N5 O'
_chemical_formula_weight         657.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.1009(10)
_cell_length_b                   10.6823(11)
_cell_length_c                   19.141(2)
_cell_angle_alpha                82.590(3)
_cell_angle_beta                 85.574(3)
_cell_angle_gamma                63.203(3)
_cell_volume                     1827.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    21694
_cell_measurement_theta_min      1.073
_cell_measurement_theta_max      24.995

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_F_000             702
_exptl_transmission_factor_min   0.6401
_exptl_transmission_factor_max   0.7457
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.632
_shelx_estimated_absorpt_T_min   0.734
_shelx_estimated_absorpt_T_max   0.922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker-APEX-II CCD area detector'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21694
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.073
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             6358
_reflns_number_gt                4383
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    sir93
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    diamond
_computing_publication_material  ciftab
_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)+(0.0897P)²+0.0056P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6358
_refine_ls_number_parameters     411
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1641
_refine_ls_wR_factor_gt          0.1446
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_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
C1 C 0.4283(6) 0.8530(6) 0.0438(3) 0.0982(19) Uani 1 1 d . . . . .
H1A H 0.443014 0.927659 0.059471 0.147 Uiso 1 1 calc R U . . .
H1B H 0.516537 0.765714 0.051675 0.147 Uiso 1 1 calc R U . . .
H1C H 0.407256 0.873435 -0.005527 0.147 Uiso 1 1 calc R U . . .
C2 C 0.2986(6) 0.8409(5) 0.0849(2) 0.0649(13) Uani 1 1 d . . . . .
H2 H 0.323841 0.817963 0.134866 0.078 Uiso 1 1 calc R U . . .
C3 C 0.1587(6) 0.9830(5) 0.0770(3) 0.0852(17) Uani 1 1 d . . . . .
H3A H 0.179454 1.055236 0.091139 0.128 Uiso 1 1 calc R U . . .
H3B H 0.129261 1.006034 0.028696 0.128 Uiso 1 1 calc R U . . .
H3C H 0.079997 0.976386 0.106238 0.128 Uiso 1 1 calc R U . . .
C4 C 0.2690(5) 0.7250(4) 0.0630(2) 0.0489(10) Uani 1 1 d . . . . .
C5 C 0.2136(5) 0.7398(5) -0.0041(2) 0.0645(13) Uani 1 1 d . . . . .
H5 H 0.201486 0.818166 -0.035412 0.077 Uiso 1 1 calc R U . . .
C6 C 0.1772(6) 0.6416(6) -0.0243(2) 0.0724(14) Uani 1 1 d . . . . .
H6 H 0.143609 0.651293 -0.069476 0.087 Uiso 1 1 calc R U . . .
C7 C 0.1908(6) 0.5275(6) 0.0232(3) 0.0717(14) Uani 1 1 d . . . . .
H7 H 0.163087 0.462279 0.009570 0.086 Uiso 1 1 calc R U . . .
C8 C 0.2439(5) 0.5073(5) 0.0899(2) 0.0523(11) Uani 1 1 d . . . . .
C9 C 0.2533(6) 0.3835(5) 0.1423(3) 0.0696(14) Uani 1 1 d . . . . .
H9 H 0.251786 0.413019 0.188831 0.083 Uiso 1 1 calc R U . . .
C10 C 0.3927(8) 0.2562(7) 0.1381(5) 0.146(3) Uani 1 1 d . . . . .
H10A H 0.474082 0.279642 0.137514 0.219 Uiso 1 1 calc R U . . .
H10B H 0.399863 0.189742 0.178231 0.219 Uiso 1 1 calc R U . . .
H10C H 0.396079 0.215384 0.095744 0.219 Uiso 1 1 calc R U . . .
C11 C 0.1250(8) 0.3517(7) 0.1433(5) 0.143(3) Uani 1 1 d . . . . .
H11A H 0.034666 0.437102 0.146013 0.215 Uiso 1 1 calc R U . . .
H11B H 0.126572 0.311513 0.100948 0.215 Uiso 1 1 calc R U . . .
H11C H 0.130356 0.285871 0.183436 0.215 Uiso 1 1 calc R U . . .
C12 C 0.2884(4) 0.6048(4) 0.10784(19) 0.0402(9) Uani 1 1 d . . . . .
C13 C 0.5011(4) 0.5414(4) 0.1732(2) 0.0431(9) Uani 1 1 d . . . . .
H13 H 0.547902 0.556831 0.131475 0.052 Uiso 1 1 calc R U . . .
C14 C 0.5816(4) 0.4834(4) 0.23574(19) 0.0427(9) Uani 1 1 d . . . . .
C15 C 0.7274(4) 0.4391(4) 0.2548(2) 0.0512(10) Uani 1 1 d . . . . .
H15 H 0.802889 0.447701 0.226738 0.061 Uiso 1 1 calc R U . . .
C16 C 0.7371(5) 0.3800(4) 0.3237(2) 0.0540(11) Uani 1 1 d . . . . .
H16 H 0.822175 0.339704 0.350589 0.065 Uiso 1 1 calc R U . . .
C17 C 0.5996(5) 0.3905(4) 0.3463(2) 0.0484(10) Uani 1 1 d . . . . .
C18 C 0.5506(5) 0.3393(5) 0.4152(2) 0.0541(11) Uani 1 1 d . . . . .
H18A H 0.612879 0.338707 0.451440 0.065 Uiso 1 1 calc R U . . .
H18B H 0.450173 0.408155 0.425242 0.065 Uiso 1 1 calc R U . . .
C19 C 0.7037(5) 0.0858(5) 0.4139(3) 0.0770(15) Uani 1 1 d . . . . .
H19A H 0.700398 -0.003312 0.418838 0.115 Uiso 1 1 calc R U . . .
H19B H 0.743114 0.100741 0.367985 0.115 Uiso 1 1 calc R U . . .
H19C H 0.766068 0.085815 0.449261 0.115 Uiso 1 1 calc R U . . .
C20 C 0.4528(5) 0.1897(4) 0.3726(2) 0.0556(11) Uani 1 1 d . . . . .
H20A H 0.461823 0.094601 0.379054 0.067 Uiso 1 1 calc R U . . .
H20B H 0.484990 0.206372 0.324757 0.067 Uiso 1 1 calc R U . . .
C21 C 0.2939(5) 0.2914(4) 0.3820(2) 0.0511(10) Uani 1 1 d . . . . .
C22 C 0.1859(5) 0.2800(5) 0.4274(2) 0.0653(13) Uani 1 1 d . . . . .
H22 H 0.197639 0.201868 0.458844 0.078 Uiso 1 1 calc R U . . .
C23 C 0.0577(5) 0.4043(5) 0.4180(2) 0.0672(13) Uani 1 1 d . . . . .
H23 H -0.032179 0.426914 0.442280 0.081 Uiso 1 1 calc R U . . .
C24 C 0.0895(5) 0.4887(5) 0.3654(2) 0.0524(11) Uani 1 1 d . . . . .
C25 C 0.0114(4) 0.6284(5) 0.3318(2) 0.0507(10) Uani 1 1 d . . . . .
H25 H -0.086562 0.684678 0.344636 0.061 Uiso 1 1 calc R U . . .
C26 C 0.0029(4) 0.8205(4) 0.25338(19) 0.0408(9) Uani 1 1 d . . . . .
C27 C 0.0535(4) 0.9153(4) 0.2698(2) 0.0451(10) Uani 1 1 d . . . . .
C28 C -0.0274(5) 1.0561(4) 0.2450(2) 0.0562(11) Uani 1 1 d . . . . .
H28 H 0.002826 1.121678 0.255664 0.067 Uiso 1 1 calc R U . . .
C29 C -0.1511(5) 1.1013(4) 0.2050(2) 0.0590(12) Uani 1 1 d . . . . .
H29 H -0.204941 1.196699 0.190018 0.071 Uiso 1 1 calc R U . . .
C30 C -0.1942(5) 1.0072(4) 0.1874(2) 0.0533(11) Uani 1 1 d . . . . .
H30 H -0.275414 1.038775 0.158560 0.064 Uiso 1 1 calc R U . . .
C31 C -0.1209(4) 0.8636(4) 0.21123(19) 0.0441(9) Uani 1 1 d . . . . .
C32 C -0.1790(5) 0.7677(4) 0.1906(2) 0.0594(12) Uani 1 1 d . . . . .
H32 H -0.117572 0.672599 0.212876 0.071 Uiso 1 1 calc R U . . .
C33 C -0.1676(6) 0.7615(6) 0.1109(3) 0.0881(17) Uani 1 1 d . . . . .
H33A H -0.205748 0.699247 0.099408 0.132 Uiso 1 1 calc R U . . .
H33B H -0.224338 0.854249 0.087641 0.132 Uiso 1 1 calc R U . . .
H33C H -0.065632 0.727219 0.095654 0.132 Uiso 1 1 calc R U . . .
C34 C -0.3383(6) 0.8107(6) 0.2166(3) 0.0849(16) Uani 1 1 d . . . . .
H34A H -0.372211 0.747240 0.202446 0.127 Uiso 1 1 calc R U . . .
H34B H -0.342733 0.807093 0.267024 0.127 Uiso 1 1 calc R U . . .
H34C H -0.400409 0.905011 0.196620 0.127 Uiso 1 1 calc R U . . .
C35 C 0.1865(5) 0.8692(5) 0.3159(2) 0.0574(11) Uani 1 1 d . . . . .
H35 H 0.253166 0.770929 0.308715 0.069 Uiso 1 1 calc R U . . .
C36 C 0.2745(6) 0.9525(7) 0.2980(3) 0.0978(19) Uani 1 1 d . . . . .
H36A H 0.302531 0.950756 0.248876 0.147 Uiso 1 1 calc R U . . .
H36B H 0.214853 1.048330 0.307759 0.147 Uiso 1 1 calc R U . . .
H36C H 0.362006 0.911379 0.325853 0.147 Uiso 1 1 calc R U . . .
C37 C 0.1425(7) 0.8723(9) 0.3932(3) 0.120(3) Uani 1 1 d . . . . .
H37A H 0.086639 0.819475 0.404659 0.180 Uiso 1 1 calc R U . . .
H37B H 0.230132 0.831178 0.420995 0.180 Uiso 1 1 calc R U . . .
H37C H 0.082979 0.968129 0.402901 0.180 Uiso 1 1 calc R U . . .
C38 C 0.3914(8) 0.3117(8) 0.5824(3) 0.119(3) Uani 1 1 d . . . . .
H38A H 0.366287 0.311211 0.631795 0.179 Uiso 1 1 calc R U . . .
H38B H 0.303003 0.366240 0.555737 0.179 Uiso 1 1 calc R U . . .
H38C H 0.458948 0.352641 0.572044 0.179 Uiso 1 1 calc R U . . .
N1 N 0.3607(3) 0.5732(3) 0.17427(15) 0.0396(7) Uani 1 1 d . . . . .
N2 N 0.5019(3) 0.4564(3) 0.29210(15) 0.0408(7) Uani 1 1 d . . . . .
N3 N 0.5522(4) 0.2001(4) 0.42229(18) 0.0559(9) Uani 1 1 d . . . . .
N4 N 0.2358(3) 0.4191(3) 0.34359(16) 0.0453(8) Uani 1 1 d . . . . .
N5 N 0.0788(3) 0.6762(3) 0.28276(15) 0.0428(8) Uani 1 1 d . . . . .
O1 O 0.4573(6) 0.1755(5) 0.5646(2) 0.1020(14) Uani 1 1 d . . . . .
Cu1 Cu 0.29361(5) 0.53065(5) 0.27270(2) 0.04098(19) Uani 1 1 d . . . . .
H1O H 0.470(9) 0.191(8) 0.507(5) 0.18(3) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.523(7) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C4 1.512(6) . ?
C2 C3 1.537(7) . ?
C2 H2 0.9800 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C12 1.393(5) . ?
C4 C5 1.401(6) . ?
C5 C6 1.364(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.383(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.377(6) . ?
C7 H7 0.9300 . ?
C8 C12 1.393(6) . ?
C8 C9 1.524(6) . ?
C9 C10 1.457(8) . ?
C9 C11 1.479(8) . ?
C9 H9 0.9800 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N1 1.440(4) . ?
C13 N1 1.300(5) . ?
C13 C14 1.409(5) . ?
C13 H13 0.9300 . ?
C14 N2 1.375(5) . ?
C14 C15 1.392(5) . ?
C15 C16 1.378(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(6) . ?
C16 H16 0.9300 . ?
C17 N2 1.375(5) . ?
C17 C18 1.495(6) . ?
C18 N3 1.469(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 N3 1.479(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 N3 1.483(5) . ?
C20 C21 1.491(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 N4 1.353(5) . ?
C21 C22 1.381(6) . ?
C22 C23 1.377(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(6) . ?
C23 H23 0.9300 . ?
C24 N4 1.381(5) . ?
C24 C25 1.426(6) . ?
C25 N5 1.303(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.400(5) . ?
C26 C31 1.402(5) . ?
C26 N5 1.434(4) . ?
C27 C28 1.387(6) . ?
C27 C35 1.516(6) . ?
C28 C29 1.374(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.349(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.399(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.494(6) . ?
C32 C34 1.522(7) . ?
C32 C33 1.527(7) . ?
C32 H32 0.9800 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C37 1.511(7) . ?
C35 C36 1.513(7) . ?
C35 H35 0.9800 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 O1 1.376(7) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
N1 Cu1 2.018(3) . ?
N2 Cu1 1.932(3) . ?
N4 Cu1 1.921(3) . ?
N5 Cu1 2.033(3) . ?
O1 H1O 1.10(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C2 C1 112.4(4) . . ?
C4 C2 C3 110.6(4) . . ?
C1 C2 C3 110.2(4) . . ?
C4 C2 H2 107.8 . . ?
C1 C2 H2 107.8 . . ?
C3 C2 H2 107.8 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C12 C4 C5 117.6(4) . . ?
C12 C4 C2 122.8(3) . . ?
C5 C4 C2 119.6(4) . . ?
C6 C5 C4 121.3(4) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 119.3(4) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C6 122.1(5) . . ?
C8 C7 H7 118.9 . . ?
C6 C7 H7 118.9 . . ?
C7 C8 C12 117.5(4) . . ?
C7 C8 C9 121.3(4) . . ?
C12 C8 C9 121.2(4) . . ?
C10 C9 C11 111.1(5) . . ?
C10 C9 C8 113.9(5) . . ?
C11 C9 C8 115.1(5) . . ?
C10 C9 H9 105.2 . . ?
C11 C9 H9 105.2 . . ?
C8 C9 H9 105.2 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 C4 122.0(4) . . ?
C8 C12 N1 116.9(3) . . ?
C4 C12 N1 121.1(3) . . ?
N1 C13 C14 119.3(3) . . ?
N1 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
N2 C14 C15 110.0(3) . . ?
N2 C14 C13 114.3(3) . . ?
C15 C14 C13 135.6(4) . . ?
C16 C15 C14 105.9(4) . . ?
C16 C15 H15 127.0 . . ?
C14 C15 H15 127.0 . . ?
C15 C16 C17 108.7(4) . . ?
C15 C16 H16 125.7 . . ?
C17 C16 H16 125.7 . . ?
N2 C17 C16 108.8(4) . . ?
N2 C17 C18 120.6(4) . . ?
C16 C17 C18 130.6(4) . . ?
N3 C18 C17 118.5(3) . . ?
N3 C18 H18A 107.7 . . ?
C17 C18 H18A 107.7 . . ?
N3 C18 H18B 107.7 . . ?
C17 C18 H18B 107.7 . . ?
H18A C18 H18B 107.1 . . ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C20 C21 113.4(3) . . ?
N3 C20 H20A 108.9 . . ?
C21 C20 H20A 108.9 . . ?
N3 C20 H20B 108.9 . . ?
C21 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
N4 C21 C22 109.2(4) . . ?
N4 C21 C20 120.7(4) . . ?
C22 C21 C20 130.1(4) . . ?
C23 C22 C21 108.2(4) . . ?
C23 C22 H22 125.9 . . ?
C21 C22 H22 125.9 . . ?
C22 C23 C24 106.3(4) . . ?
C22 C23 H23 126.9 . . ?
C24 C23 H23 126.9 . . ?
C23 C24 N4 109.6(4) . . ?
C23 C24 C25 135.9(4) . . ?
N4 C24 C25 114.4(3) . . ?
N5 C25 C24 119.2(4) . . ?
N5 C25 H25 120.4 . . ?
C24 C25 H25 120.4 . . ?
C27 C26 C31 122.0(3) . . ?
C27 C26 N5 118.1(3) . . ?
C31 C26 N5 119.9(3) . . ?
C28 C27 C26 117.3(4) . . ?
C28 C27 C35 120.5(4) . . ?
C26 C27 C35 122.1(4) . . ?
C29 C28 C27 121.7(4) . . ?
C29 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C30 C29 C28 119.9(4) . . ?
C30 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C29 C30 C31 122.2(4) . . ?
C29 C30 H30 118.9 . . ?
C31 C30 H30 118.9 . . ?
C30 C31 C26 116.8(4) . . ?
C30 C31 C32 118.4(4) . . ?
C26 C31 C32 124.8(3) . . ?
C31 C32 C34 111.6(4) . . ?
C31 C32 C33 111.6(4) . . ?
C34 C32 C33 110.2(4) . . ?
C31 C32 H32 107.8 . . ?
C34 C32 H32 107.8 . . ?
C33 C32 H32 107.8 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C37 C35 C36 109.3(5) . . ?
C37 C35 C27 111.6(4) . . ?
C36 C35 C27 114.3(4) . . ?
C37 C35 H35 107.1 . . ?
C36 C35 H35 107.1 . . ?
C27 C35 H35 107.1 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O1 C38 H38A 109.5 . . ?
O1 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O1 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C13 N1 C12 118.0(3) . . ?
C13 N1 Cu1 110.2(2) . . ?
C12 N1 Cu1 130.6(2) . . ?
C17 N2 C14 106.5(3) . . ?
C17 N2 Cu1 140.7(3) . . ?
C14 N2 Cu1 112.6(2) . . ?
C18 N3 C19 111.9(4) . . ?
C18 N3 C20 113.3(3) . . ?
C19 N3 C20 109.2(3) . . ?
C21 N4 C24 106.7(3) . . ?
C21 N4 Cu1 140.3(3) . . ?
C24 N4 Cu1 113.0(2) . . ?
C25 N5 C26 118.5(3) . . ?
C25 N5 Cu1 109.8(3) . . ?
C26 N5 Cu1 131.1(2) . . ?
C38 O1 H1O 102(4) . . ?
N4 Cu1 N2 100.78(13) . . ?
N4 Cu1 N1 152.91(13) . . ?
N2 Cu1 N1 82.90(12) . . ?
N4 Cu1 N5 83.56(12) . . ?
N2 Cu1 N5 151.48(13) . . ?
N1 Cu1 N5 106.08(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C4 C12 114.2(5) . . . . ?
C3 C2 C4 C12 -122.2(4) . . . . ?
C1 C2 C4 C5 -68.6(6) . . . . ?
C3 C2 C4 C5 55.0(5) . . . . ?
C12 C4 C5 C6 1.3(7) . . . . ?
C2 C4 C5 C6 -176.1(4) . . . . ?
C4 C5 C6 C7 2.1(7) . . . . ?
C5 C6 C7 C8 -1.8(8) . . . . ?
C6 C7 C8 C12 -1.8(7) . . . . ?
C6 C7 C8 C9 178.0(5) . . . . ?
C7 C8 C9 C10 89.0(7) . . . . ?
C12 C8 C9 C10 -91.2(6) . . . . ?
C7 C8 C9 C11 -41.0(7) . . . . ?
C12 C8 C9 C11 138.8(5) . . . . ?
C7 C8 C12 C4 5.4(6) . . . . ?
C9 C8 C12 C4 -174.4(4) . . . . ?
C7 C8 C12 N1 -172.5(4) . . . . ?
C9 C8 C12 N1 7.7(6) . . . . ?
C5 C4 C12 C8 -5.1(6) . . . . ?
C2 C4 C12 C8 172.1(4) . . . . ?
C5 C4 C12 N1 172.7(4) . . . . ?
C2 C4 C12 N1 -10.1(6) . . . . ?
N1 C13 C14 N2 4.6(5) . . . . ?
N1 C13 C14 C15 -179.2(4) . . . . ?
N2 C14 C15 C16 1.8(4) . . . . ?
C13 C14 C15 C16 -174.5(4) . . . . ?
C14 C15 C16 C17 -1.0(5) . . . . ?
C15 C16 C17 N2 -0.1(5) . . . . ?
C15 C16 C17 C18 177.7(4) . . . . ?
N2 C17 C18 N3 84.3(5) . . . . ?
C16 C17 C18 N3 -93.3(6) . . . . ?
N3 C20 C21 N4 93.0(4) . . . . ?
N3 C20 C21 C22 -85.4(6) . . . . ?
N4 C21 C22 C23 -0.9(6) . . . . ?
C20 C21 C22 C23 177.6(4) . . . . ?
C21 C22 C23 C24 1.3(6) . . . . ?
C22 C23 C24 N4 -1.3(5) . . . . ?
C22 C23 C24 C25 -177.9(5) . . . . ?
C23 C24 C25 N5 179.3(5) . . . . ?
N4 C24 C25 N5 2.8(6) . . . . ?
C31 C26 C27 C28 2.6(6) . . . . ?
N5 C26 C27 C28 -175.6(3) . . . . ?
C31 C26 C27 C35 179.4(4) . . . . ?
N5 C26 C27 C35 1.2(5) . . . . ?
C26 C27 C28 C29 -1.0(6) . . . . ?
C35 C27 C28 C29 -177.9(4) . . . . ?
C27 C28 C29 C30 -1.7(7) . . . . ?
C28 C29 C30 C31 2.9(7) . . . . ?
C29 C30 C31 C26 -1.3(6) . . . . ?
C29 C30 C31 C32 178.5(4) . . . . ?
C27 C26 C31 C30 -1.5(6) . . . . ?
N5 C26 C31 C30 176.7(3) . . . . ?
C27 C26 C31 C32 178.7(4) . . . . ?
N5 C26 C31 C32 -3.1(6) . . . . ?
C30 C31 C32 C34 -59.8(5) . . . . ?
C26 C31 C32 C34 120.0(4) . . . . ?
C30 C31 C32 C33 63.9(5) . . . . ?
C26 C31 C32 C33 -116.3(4) . . . . ?
C28 C27 C35 C37 90.1(6) . . . . ?
C26 C27 C35 C37 -86.6(5) . . . . ?
C28 C27 C35 C36 -34.6(6) . . . . ?
C26 C27 C35 C36 148.7(4) . . . . ?
C14 C13 N1 C12 -167.6(3) . . . . ?
C14 C13 N1 Cu1 1.2(4) . . . . ?
C8 C12 N1 C13 110.9(4) . . . . ?
C4 C12 N1 C13 -67.0(5) . . . . ?
C8 C12 N1 Cu1 -55.2(4) . . . . ?
C4 C12 N1 Cu1 126.9(3) . . . . ?
C16 C17 N2 C14 1.2(4) . . . . ?
C18 C17 N2 C14 -176.8(3) . . . . ?
C16 C17 N2 Cu1 -173.7(3) . . . . ?
C18 C17 N2 Cu1 8.2(6) . . . . ?
C15 C14 N2 C17 -1.9(4) . . . . ?
C13 C14 N2 C17 175.3(3) . . . . ?
C15 C14 N2 Cu1 174.6(3) . . . . ?
C13 C14 N2 Cu1 -8.2(4) . . . . ?
C17 C18 N3 C19 62.5(5) . . . . ?
C17 C18 N3 C20 -61.4(5) . . . . ?
C21 C20 N3 C18 -60.5(5) . . . . ?
C21 C20 N3 C19 174.1(4) . . . . ?
C22 C21 N4 C24 0.1(5) . . . . ?
C20 C21 N4 C24 -178.6(4) . . . . ?
C22 C21 N4 Cu1 178.0(3) . . . . ?
C20 C21 N4 Cu1 -0.8(7) . . . . ?
C23 C24 N4 C21 0.7(5) . . . . ?
C25 C24 N4 C21 178.1(4) . . . . ?
C23 C24 N4 Cu1 -177.8(3) . . . . ?
C25 C24 N4 Cu1 -0.4(5) . . . . ?
C24 C25 N5 C26 -175.1(4) . . . . ?
C24 C25 N5 Cu1 -3.5(5) . . . . ?
C27 C26 N5 C25 109.4(4) . . . . ?
C31 C26 N5 C25 -68.9(5) . . . . ?
C27 C26 N5 Cu1 -60.1(4) . . . . ?
C31 C26 N5 Cu1 121.7(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1O N3 1.10(8) 1.77(8) 2.836(5) 160(7) . yes

_refine_diff_density_max         0.853
_refine_diff_density_min         -0.317
_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_rk498
_database_code_depnum_ccdc_archive 'CCDC 2017172'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-09-10 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         
'C52 H58 Cl2 N10 Ni2 O2, 2(Cl) [+ CH2Cl2, + CH4O, + H2O]'
_chemical_formula_sum            'C52 H58 Cl4 N10 Ni2 O2'
_chemical_formula_weight         1114.30

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.73(2)
_cell_length_b                   23.36(5)
_cell_length_c                   11.47(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.73(3)
_cell_angle_gamma                90
_cell_volume                     3136(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    20017
_cell_measurement_theta_min      1.740
_cell_measurement_theta_max      24.921

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_F_000             1160
_exptl_transmission_factor_min   0.5100
_exptl_transmission_factor_max   1.00
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.813
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker-APEX-II CCD area detector'
_diffrn_measurement_method       hemishere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20017
_diffrn_reflns_av_unetI/netI     0.0900
_diffrn_reflns_av_R_equivalents  0.0939
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.740
_diffrn_reflns_theta_max         24.921
_diffrn_reflns_theta_full        24.921
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             5302
_reflns_number_gt                2971
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    sir92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    diamond
_computing_publication_material  ciftab
_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)+(0.1086P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5302
_refine_ls_number_parameters     320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1171
_refine_ls_R_factor_gt           0.0634
_refine_ls_wR_factor_ref         0.1997
_refine_ls_wR_factor_gt          0.1649
_refine_ls_goodness_of_fit_ref   0.979
_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
Ni1 Ni 0.55335(6) 0.50538(3) 0.35533(5) 0.0447(3) Uani 1 1 d . . . . .
Cl1 Cl 0.56604(11) 0.43613(6) 0.51716(10) 0.0476(4) Uani 1 1 d . . . . .
Cl2 Cl 0.88690(17) 0.39259(11) 0.3461(2) 0.1217(9) Uani 1 1 d . . . . .
O1 O 0.6564(4) 0.4480(2) 0.2642(4) 0.0677(13) Uani 1 1 d . . . . .
N1 N 0.9178(4) 0.5044(2) 0.6168(4) 0.0626(14) Uani 1 1 d . . . . .
H1N H 0.968297 0.530980 0.614709 0.075 Uiso 1 1 calc R U . . .
N2 N 0.6949(4) 0.5557(2) 0.4007(3) 0.0506(12) Uani 1 1 d . . . . .
N3 N 0.5378(4) 0.56896(19) 0.2182(3) 0.0495(11) Uani 1 1 d . . . . .
N4 N 0.4042(4) 0.47740(19) 0.2625(3) 0.0460(11) Uani 1 1 d . . . . .
N5 N 0.2930(5) 0.3360(2) 0.3258(4) 0.0722(15) Uani 1 1 d . . . . .
H5N H 0.231324 0.333966 0.281089 0.087 Uiso 1 1 calc R U . . .
C1 C 0.8807(6) 0.4081(3) 0.6927(6) 0.080(2) Uani 1 1 d . . . . .
H1 H 0.827093 0.400921 0.631142 0.095 Uiso 1 1 calc R U . . .
C2 C 0.9014(7) 0.3678(4) 0.7775(7) 0.103(3) Uani 1 1 d . . . . .
H2 H 0.860404 0.333672 0.773216 0.124 Uiso 1 1 calc R U . . .
C3 C 0.9817(9) 0.3762(5) 0.8699(8) 0.125(3) Uani 1 1 d . . . . .
H3 H 0.994800 0.348503 0.927502 0.150 Uiso 1 1 calc R U . . .
C4 C 1.0419(8) 0.4273(5) 0.8733(7) 0.112(3) Uani 1 1 d . . . . .
H4 H 1.096494 0.433777 0.934318 0.134 Uiso 1 1 calc R U . . .
C5 C 1.0229(6) 0.4691(4) 0.7882(6) 0.089(2) Uani 1 1 d . . . . .
H5 H 1.065072 0.502863 0.791363 0.107 Uiso 1 1 calc R U . . .
C6 C 0.9395(5) 0.4597(3) 0.6981(5) 0.0637(17) Uani 1 1 d . . . . .
C7 C 0.8246(5) 0.5088(2) 0.5423(5) 0.0525(15) Uani 1 1 d . . . . .
H7 H 0.773084 0.478430 0.539620 0.063 Uiso 1 1 calc R U . . .
C8 C 0.7996(4) 0.5544(3) 0.4701(4) 0.0493(14) Uani 1 1 d . . . . .
C9 C 0.8577(5) 0.6067(3) 0.4534(5) 0.0618(16) Uani 1 1 d . . . . .
H9 H 0.928399 0.617076 0.488527 0.074 Uiso 1 1 calc R U . . .
C10 C 0.7914(5) 0.6392(3) 0.3763(5) 0.0646(17) Uani 1 1 d . . . . .
H10 H 0.807558 0.675771 0.349774 0.077 Uiso 1 1 calc R U . . .
C11 C 0.6937(5) 0.6062(3) 0.3454(4) 0.0521(14) Uani 1 1 d . . . . .
C12 C 0.5914(5) 0.6220(2) 0.2675(5) 0.0574(15) Uani 1 1 d . . . . .
H12A H 0.536975 0.642774 0.311715 0.069 Uiso 1 1 calc R U . . .
H12B H 0.614112 0.646537 0.204876 0.069 Uiso 1 1 calc R U . . .
C13 C 0.6003(6) 0.5506(3) 0.1177(4) 0.0692(18) Uani 1 1 d . . . . .
H13A H 0.680200 0.547213 0.140917 0.104 Uiso 1 1 calc R U . . .
H13B H 0.571628 0.514155 0.090322 0.104 Uiso 1 1 calc R U . . .
H13C H 0.589994 0.578341 0.056234 0.104 Uiso 1 1 calc R U . . .
C14 C 0.4159(5) 0.5741(2) 0.1832(4) 0.0556(15) Uani 1 1 d . . . . .
H14A H 0.406313 0.589380 0.104573 0.067 Uiso 1 1 calc R U . . .
H14B H 0.380126 0.600410 0.235264 0.067 Uiso 1 1 calc R U . . .
C15 C 0.3602(5) 0.5169(2) 0.1878(4) 0.0468(13) Uani 1 1 d . . . . .
C16 C 0.2585(5) 0.4958(3) 0.1266(4) 0.0571(16) Uani 1 1 d . . . . .
H16 H 0.213519 0.515219 0.069749 0.068 Uiso 1 1 calc R U . . .
C17 C 0.2397(5) 0.4418(3) 0.1670(4) 0.0556(15) Uani 1 1 d . . . . .
H17 H 0.179236 0.417704 0.143964 0.067 Uiso 1 1 calc R U . . .
C18 C 0.3315(5) 0.4295(2) 0.2518(4) 0.0455(13) Uani 1 1 d . . . . .
C19 C 0.3542(6) 0.3828(3) 0.3228(5) 0.0608(17) Uani 1 1 d . . . . .
H19 H 0.419302 0.384732 0.373477 0.073 Uiso 1 1 calc R U . . .
C20 C 0.3232(7) 0.2868(3) 0.4009(5) 0.0700(18) Uani 1 1 d . . . . .
C21 C 0.4321(8) 0.2811(3) 0.4521(7) 0.106(3) Uani 1 1 d . . . . .
H21 H 0.488477 0.307597 0.437134 0.128 Uiso 1 1 calc R U . . .
C22 C 0.4575(10) 0.2334(4) 0.5293(8) 0.124(3) Uani 1 1 d . . . . .
H22 H 0.529375 0.229114 0.567667 0.149 Uiso 1 1 calc R U . . .
C23 C 0.3716(11) 0.1943(4) 0.5443(6) 0.104(3) Uani 1 1 d . . . . .
H23 H 0.385912 0.162601 0.592201 0.125 Uiso 1 1 calc R U . . .
C24 C 0.2685(10) 0.2013(4) 0.4911(8) 0.109(3) Uani 1 1 d . . . . .
H24 H 0.212377 0.174316 0.503572 0.130 Uiso 1 1 calc R U . . .
C25 C 0.2409(8) 0.2467(3) 0.4184(7) 0.095(2) Uani 1 1 d . . . . .
H25 H 0.168052 0.250085 0.381921 0.114 Uiso 1 1 calc R U . . .
C26 C 0.6274(10) 0.3999(5) 0.1914(10) 0.179(5) Uani 1 1 d . . . . .
H26A H 0.695848 0.383460 0.164152 0.269 Uiso 1 1 calc R U . . .
H26B H 0.588537 0.371828 0.235316 0.269 Uiso 1 1 calc R U . . .
H26C H 0.578421 0.412092 0.125816 0.269 Uiso 1 1 calc R U . . .
H1O H 0.710(4) 0.444(2) 0.298(5) 0.042(17) Uiso 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
Ni1 N2 2.072(5) . ?
Ni1 N4 2.092(5) . ?
Ni1 O1 2.125(5) . ?
Ni1 N3 2.162(5) . ?
Ni1 Cl1 2.460(4) . ?
Ni1 Cl1 2.497(3) 3_666 ?
O1 C26 1.427(11) . ?
N1 C7 1.348(7) . ?
N1 C6 1.411(8) . ?
N2 C11 1.339(7) . ?
N2 C8 1.420(7) . ?
N3 C14 1.464(7) . ?
N3 C13 1.470(7) . ?
N3 C12 1.484(7) . ?
N4 C15 1.340(6) . ?
N4 C18 1.406(7) . ?
N5 C19 1.311(7) . ?
N5 C20 1.466(8) . ?
C1 C2 1.364(9) . ?
C1 C6 1.388(9) . ?
C2 C3 1.385(11) . ?
C3 C4 1.386(12) . ?
C4 C5 1.389(11) . ?
C5 C6 1.394(8) . ?
C7 C8 1.369(8) . ?
C8 C9 1.418(8) . ?
C9 C10 1.369(8) . ?
C10 C11 1.408(8) . ?
C11 C12 1.495(8) . ?
C14 C15 1.490(8) . ?
C15 C16 1.432(8) . ?
C16 C17 1.367(8) . ?
C17 C18 1.432(7) . ?
C18 C19 1.377(8) . ?
C20 C25 1.368(10) . ?
C20 C21 1.377(10) . ?
C21 C22 1.443(10) . ?
C22 C23 1.379(12) . ?
C23 C24 1.329(12) . ?
C24 C25 1.374(11) . ?

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 Ni1 N4 159.14(17) . . ?
N2 Ni1 O1 90.5(2) . . ?
N4 Ni1 O1 92.0(2) . . ?
N2 Ni1 N3 79.75(19) . . ?
N4 Ni1 N3 79.40(18) . . ?
O1 Ni1 N3 95.7(2) . . ?
N2 Ni1 Cl1 100.07(15) . . ?
N4 Ni1 Cl1 100.74(15) . . ?
O1 Ni1 Cl1 87.02(19) . . ?
N3 Ni1 Cl1 177.29(12) . . ?
N2 Ni1 Cl1 90.76(19) . 3_666 ?
N4 Ni1 Cl1 89.27(18) . 3_666 ?
O1 Ni1 Cl1 172.79(13) . 3_666 ?
N3 Ni1 Cl1 91.53(18) . 3_666 ?
Cl1 Ni1 Cl1 85.76(14) . 3_666 ?
Ni1 Cl1 Ni1 94.24(14) . 3_666 ?
C26 O1 Ni1 131.5(5) . . ?
C7 N1 C6 125.4(5) . . ?
C11 N2 C8 105.5(5) . . ?
C11 N2 Ni1 113.3(3) . . ?
C8 N2 Ni1 141.1(4) . . ?
C14 N3 C13 109.7(4) . . ?
C14 N3 C12 114.6(5) . . ?
C13 N3 C12 108.8(4) . . ?
C14 N3 Ni1 106.9(3) . . ?
C13 N3 Ni1 110.3(4) . . ?
C12 N3 Ni1 106.4(3) . . ?
C15 N4 C18 106.6(4) . . ?
C15 N4 Ni1 112.6(4) . . ?
C18 N4 Ni1 140.8(3) . . ?
C19 N5 C20 123.9(6) . . ?
C2 C1 C6 120.2(7) . . ?
C1 C2 C3 121.9(9) . . ?
C2 C3 C4 117.6(8) . . ?
C3 C4 C5 121.9(8) . . ?
C4 C5 C6 118.9(8) . . ?
C1 C6 C5 119.5(7) . . ?
C1 C6 N1 123.1(6) . . ?
C5 C6 N1 117.4(7) . . ?
N1 C7 C8 125.2(5) . . ?
C7 C8 C9 131.8(5) . . ?
C7 C8 N2 119.9(5) . . ?
C9 C8 N2 108.1(5) . . ?
C10 C9 C8 107.9(5) . . ?
C9 C10 C11 106.1(6) . . ?
N2 C11 C10 112.3(5) . . ?
N2 C11 C12 119.0(5) . . ?
C10 C11 C12 128.5(5) . . ?
N3 C12 C11 108.9(5) . . ?
N3 C14 C15 109.8(4) . . ?
N4 C15 C16 110.5(5) . . ?
N4 C15 C14 119.3(5) . . ?
C16 C15 C14 130.2(5) . . ?
C17 C16 C15 107.4(5) . . ?
C16 C17 C18 106.5(5) . . ?
C19 C18 N4 119.1(5) . . ?
C19 C18 C17 131.9(6) . . ?
N4 C18 C17 109.0(5) . . ?
N5 C19 C18 126.3(6) . . ?
C25 C20 C21 121.0(7) . . ?
C25 C20 N5 118.5(7) . . ?
C21 C20 N5 120.6(6) . . ?
C20 C21 C22 119.0(8) . . ?
C23 C22 C21 117.7(9) . . ?
C24 C23 C22 120.7(9) . . ?
C23 C24 C25 123.1(9) . . ?
C20 C25 C24 118.4(9) . . ?

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
C5 H5 Cl2 0.93 2.98 3.760(11) 142.4 3_766 yes
C7 H7 Cl1 0.93 2.62 3.469(8) 152.4 . yes
C9 H9 Cl2 0.93 2.79 3.656(8) 154.5 3_766 yes
C19 H19 Cl1 0.93 2.60 3.460(8) 154.3 . yes
N1 H1N Cl2 0.86 2.48 3.330(7) 168.0 3_766 yes
C26 H26A Cl2 0.96 2.97 3.425(13) 110.5 . yes
O1 H1O Cl2 0.72(5) 2.43(5) 3.087(7) 152(5) . yes

_refine_diff_density_max         0.806
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.085





####################################################################### 
# 
# 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_nirecol
_database_code_depnum_ccdc_archive 'CCDC 2017170'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-09-10 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         'C37 H49 Cl2 N5 Ni'
_chemical_formula_sum            'C37 H49 Cl2 N5 Ni'
_chemical_formula_weight         693.42

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'
Ni Ni 0.3393 1.1124 '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                   10.9516(5)
_cell_length_b                   11.4362(5)
_cell_length_c                   16.4132(7)
_cell_angle_alpha                75.1680(10)
_cell_angle_beta                 80.0740(10)
_cell_angle_gamma                68.8550(10)
_cell_volume                     1846.06(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    20395
_cell_measurement_theta_min      1.953
_cell_measurement_theta_max      24.735

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   0.8284
_exptl_transmission_factor_max   1.00
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.702
_shelx_estimated_absorpt_T_min   0.914
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker-APEX-II CCD area detector'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20395
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.953
_diffrn_reflns_theta_max         24.735
_diffrn_reflns_theta_full        24.735
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             6144
_reflns_number_gt                4569
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    sir92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    diamond
_computing_publication_material  ciftab
_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)+(0.0490P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6144
_refine_ls_number_parameters     414
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.0996
_refine_ls_wR_factor_gt          0.0881
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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
Ni Ni 0.74636(3) 0.50631(3) 0.08586(2) 0.01720(12) Uani 1 1 d . . . . .
Cl1 Cl 0.84639(6) 0.47729(6) 0.20924(4) 0.02020(17) Uani 1 1 d . . . . .
Cl2 Cl 0.53067(6) 0.61338(7) 0.12942(4) 0.02239(17) Uani 1 1 d . . . . .
N1 N 0.6526(2) 0.3304(2) 0.29162(15) 0.0204(6) Uani 1 1 d . . . . .
N2 N 0.7225(2) 0.3331(2) 0.10203(13) 0.0186(5) Uani 1 1 d . . . . .
N3 N 0.7566(2) 0.4992(2) -0.04422(13) 0.0183(5) Uani 1 1 d . . . . .
N4 N 0.8053(2) 0.6604(2) 0.02611(13) 0.0179(5) Uani 1 1 d . . . . .
N5 N 0.6738(2) 0.7888(2) 0.17140(14) 0.0194(6) Uani 1 1 d . . . . .
C1 C 0.2923(3) 0.5600(3) 0.3166(2) 0.0396(9) Uani 1 1 d . . . . .
H1A H 0.232602 0.584968 0.273869 0.059 Uiso 1 1 calc R U . . .
H1B H 0.243777 0.578946 0.368906 0.059 Uiso 1 1 calc R U . . .
H1C H 0.353222 0.606525 0.299296 0.059 Uiso 1 1 calc R U . . .
C2 C 0.3668(3) 0.4178(3) 0.32867(19) 0.0334(8) Uani 1 1 d . . . . .
H2 H 0.418062 0.402248 0.275009 0.040 Uiso 1 1 calc R U . . .
C3 C 0.2710(3) 0.3422(3) 0.3480(2) 0.0456(9) Uani 1 1 d . . . . .
H3A H 0.319612 0.252124 0.355488 0.068 Uiso 1 1 calc R U . . .
H3B H 0.215907 0.359190 0.398767 0.068 Uiso 1 1 calc R U . . .
H3C H 0.217369 0.367873 0.301741 0.068 Uiso 1 1 calc R U . . .
C4 C 0.4630(3) 0.3730(3) 0.39578(18) 0.0269(7) Uani 1 1 d . . . . .
C5 C 0.4148(3) 0.3746(3) 0.48022(19) 0.0327(8) Uani 1 1 d . . . . .
H5 H 0.324530 0.400965 0.494514 0.039 Uiso 1 1 calc R U . . .
C6 C 0.4988(3) 0.3379(3) 0.54255(19) 0.0355(8) Uani 1 1 d . . . . .
H6 H 0.464914 0.339886 0.598374 0.043 Uiso 1 1 calc R U . . .
C7 C 0.6320(3) 0.2986(3) 0.52261(18) 0.0317(8) Uani 1 1 d . . . . .
H7 H 0.687427 0.273676 0.565492 0.038 Uiso 1 1 calc R U . . .
C8 C 0.6865(3) 0.2949(3) 0.43986(17) 0.0252(7) Uani 1 1 d . . . . .
C9 C 0.9153(3) 0.2652(3) 0.4770(2) 0.0413(9) Uani 1 1 d . . . . .
H9A H 1.007068 0.232785 0.458685 0.062 Uiso 1 1 calc R U . . .
H9B H 0.890702 0.354796 0.476749 0.062 Uiso 1 1 calc R U . . .
H9C H 0.899070 0.219444 0.533314 0.062 Uiso 1 1 calc R U . . .
C10 C 0.8342(3) 0.2469(3) 0.41698(19) 0.0307(7) Uani 1 1 d . . . . .
H10 H 0.851965 0.295398 0.360392 0.037 Uiso 1 1 calc R U . . .
C11 C 0.8789(3) 0.1050(3) 0.4121(2) 0.0502(10) Uani 1 1 d . . . . .
H11A H 0.972157 0.074897 0.397700 0.075 Uiso 1 1 calc R U . . .
H11B H 0.858009 0.055570 0.465998 0.075 Uiso 1 1 calc R U . . .
H11C H 0.834655 0.095918 0.369695 0.075 Uiso 1 1 calc R U . . .
C12 C 0.5983(3) 0.3331(3) 0.37767(17) 0.0215(6) Uani 1 1 d . . . . .
C13 C 0.6432(3) 0.2507(3) 0.24968(17) 0.0205(6) Uani 1 1 d . . . . .
H13 H 0.608079 0.188425 0.281399 0.025 Uiso 1 1 calc R U . . .
C14 C 0.6781(3) 0.2460(3) 0.16524(17) 0.0186(6) Uani 1 1 d . . . . .
C15 C 0.6632(3) 0.1533(3) 0.12875(18) 0.0238(7) Uani 1 1 d . . . . .
H15 H 0.634847 0.084891 0.157215 0.029 Uiso 1 1 calc R U . . .
C16 C 0.6978(3) 0.1825(3) 0.04429(18) 0.0228(7) Uani 1 1 d . . . . .
H16 H 0.698338 0.138137 0.003942 0.027 Uiso 1 1 calc R U . . .
C17 C 0.7328(3) 0.2936(3) 0.03033(17) 0.0196(6) Uani 1 1 d . . . . .
C18 C 0.7767(3) 0.3665(3) -0.05176(16) 0.0198(6) Uani 1 1 d . . . . .
H18A H 0.869020 0.323616 -0.066744 0.024 Uiso 1 1 calc R U . . .
H18B H 0.726975 0.369423 -0.096167 0.024 Uiso 1 1 calc R U . . .
C19 C 0.6312(3) 0.5888(3) -0.07810(17) 0.0222(7) Uani 1 1 d . . . . .
H19A H 0.560201 0.559193 -0.049533 0.033 Uiso 1 1 calc R U . . .
H19B H 0.616107 0.672770 -0.069078 0.033 Uiso 1 1 calc R U . . .
H19C H 0.636105 0.592393 -0.137615 0.033 Uiso 1 1 calc R U . . .
C20 C 0.8666(3) 0.5435(3) -0.08760(16) 0.0199(6) Uani 1 1 d . . . . .
H20A H 0.855310 0.574956 -0.147537 0.024 Uiso 1 1 calc R U . . .
H20B H 0.948838 0.472771 -0.081144 0.024 Uiso 1 1 calc R U . . .
C21 C 0.8699(3) 0.6488(3) -0.04999(16) 0.0184(6) Uani 1 1 d . . . . .
C22 C 0.9362(3) 0.7391(3) -0.08037(17) 0.0216(7) Uani 1 1 d . . . . .
H22 H 0.987521 0.748687 -0.131433 0.026 Uiso 1 1 calc R U . . .
C23 C 0.9099(3) 0.8095(3) -0.01969(17) 0.0202(6) Uani 1 1 d . . . . .
H23 H 0.940517 0.876254 -0.021455 0.024 Uiso 1 1 calc R U . . .
C24 C 0.8272(3) 0.7618(2) 0.04652(16) 0.0176(6) Uani 1 1 d . . . . .
C25 C 0.7672(3) 0.8157(3) 0.11515(16) 0.0195(6) Uani 1 1 d . . . . .
H25 H 0.795767 0.879066 0.122991 0.023 Uiso 1 1 calc R U . . .
C26 C 0.6256(3) 0.8454(2) 0.24387(17) 0.0194(6) Uani 1 1 d . . . . .
C27 C 0.7150(3) 0.8345(3) 0.29953(17) 0.0211(6) Uani 1 1 d . . . . .
C28 C 0.6648(3) 0.8994(3) 0.36592(17) 0.0250(7) Uani 1 1 d . . . . .
H28 H 0.721337 0.895112 0.403681 0.030 Uiso 1 1 calc R U . . .
C29 C 0.5341(3) 0.9693(3) 0.37666(18) 0.0295(7) Uani 1 1 d . . . . .
H29 H 0.503641 1.013491 0.420438 0.035 Uiso 1 1 calc R U . . .
C30 C 0.4470(3) 0.9745(3) 0.32284(18) 0.0259(7) Uani 1 1 d . . . . .
H30 H 0.358147 1.019972 0.332088 0.031 Uiso 1 1 calc R U . . .
C31 C 0.4901(3) 0.9129(3) 0.25522(17) 0.0211(6) Uani 1 1 d . . . . .
C32 C 0.2550(3) 0.9450(3) 0.2310(2) 0.0406(9) Uani 1 1 d . . . . .
H32A H 0.201859 0.950381 0.188515 0.061 Uiso 1 1 calc R U . . .
H32B H 0.251541 0.874981 0.277366 0.061 Uiso 1 1 calc R U . . .
H32C H 0.222312 1.023612 0.250999 0.061 Uiso 1 1 calc R U . . .
C33 C 0.3970(3) 0.9229(3) 0.19316(19) 0.0264(7) Uani 1 1 d . . . . .
H33 H 0.427823 0.841146 0.174821 0.032 Uiso 1 1 calc R U . . .
C34 C 0.4036(3) 1.0271(3) 0.11473(19) 0.0348(8) Uani 1 1 d . . . . .
H34A H 0.344321 1.032442 0.076058 0.052 Uiso 1 1 calc R U . . .
H34B H 0.379037 1.108019 0.130961 0.052 Uiso 1 1 calc R U . . .
H34C H 0.491560 1.006409 0.087819 0.052 Uiso 1 1 calc R U . . .
C35 C 0.9472(3) 0.8387(3) 0.2759(2) 0.0343(8) Uani 1 1 d . . . . .
H35A H 1.037884 0.785779 0.271817 0.051 Uiso 1 1 calc R U . . .
H35B H 0.927632 0.900792 0.223940 0.051 Uiso 1 1 calc R U . . .
H35C H 0.930709 0.882073 0.321670 0.051 Uiso 1 1 calc R U . . .
C36 C 0.8595(3) 0.7544(3) 0.29259(17) 0.0224(7) Uani 1 1 d . . . . .
H36 H 0.875582 0.714383 0.243855 0.027 Uiso 1 1 calc R U . . .
C37 C 0.8952(3) 0.6466(3) 0.37102(18) 0.0310(7) Uani 1 1 d . . . . .
H37A H 0.986934 0.597674 0.364816 0.046 Uiso 1 1 calc R U . . .
H37B H 0.877014 0.682960 0.420240 0.046 Uiso 1 1 calc R U . . .
H37C H 0.843982 0.591674 0.377209 0.046 Uiso 1 1 calc R U . . .
H1N H 0.684(3) 0.385(3) 0.2658(18) 0.023(9) Uiso 1 1 d . . . . .
H5N H 0.643(3) 0.739(3) 0.161(2) 0.035(10) Uiso 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
Ni N2 2.036(2) . ?
Ni N4 2.049(2) . ?
Ni N3 2.140(2) . ?
Ni Cl2 2.3172(7) . ?
Ni Cl1 2.3600(7) . ?
N1 C13 1.315(3) . ?
N1 C12 1.438(3) . ?
N2 C17 1.338(3) . ?
N2 C14 1.396(3) . ?
N3 C20 1.475(3) . ?
N3 C19 1.484(3) . ?
N3 C18 1.487(3) . ?
N4 C21 1.338(3) . ?
N4 C24 1.394(3) . ?
N5 C25 1.322(3) . ?
N5 C26 1.430(3) . ?
C1 C2 1.511(4) . ?
C2 C4 1.519(4) . ?
C2 C3 1.533(4) . ?
C4 C12 1.386(4) . ?
C4 C5 1.398(4) . ?
C5 C6 1.376(4) . ?
C6 C7 1.370(4) . ?
C7 C8 1.391(4) . ?
C8 C12 1.405(4) . ?
C8 C10 1.521(4) . ?
C9 C10 1.532(4) . ?
C10 C11 1.535(4) . ?
C13 C14 1.382(4) . ?
C14 C15 1.412(4) . ?
C15 C16 1.360(4) . ?
C16 C17 1.409(4) . ?
C17 C18 1.494(4) . ?
C20 C21 1.501(4) . ?
C21 C22 1.412(4) . ?
C22 C23 1.367(4) . ?
C23 C24 1.419(4) . ?
C24 C25 1.375(4) . ?
C26 C27 1.404(4) . ?
C26 C31 1.408(4) . ?
C27 C28 1.398(4) . ?
C27 C36 1.517(4) . ?
C28 C29 1.371(4) . ?
C29 C30 1.384(4) . ?
C30 C31 1.389(4) . ?
C31 C33 1.518(4) . ?
C32 C33 1.527(4) . ?
C33 C34 1.525(4) . ?
C35 C36 1.539(4) . ?
C36 C37 1.530(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Ni N4 157.56(9) . . ?
N2 Ni N3 81.12(8) . . ?
N4 Ni N3 78.48(8) . . ?
N2 Ni Cl2 95.65(6) . . ?
N4 Ni Cl2 99.58(6) . . ?
N3 Ni Cl2 108.49(6) . . ?
N2 Ni Cl1 101.21(6) . . ?
N4 Ni Cl1 92.48(6) . . ?
N3 Ni Cl1 151.68(6) . . ?
Cl2 Ni Cl1 99.42(3) . . ?
C13 N1 C12 123.2(3) . . ?
C17 N2 C14 105.2(2) . . ?
C17 N2 Ni 114.71(18) . . ?
C14 N2 Ni 139.24(18) . . ?
C20 N3 C19 110.0(2) . . ?
C20 N3 C18 112.1(2) . . ?
C19 N3 C18 110.3(2) . . ?
C20 N3 Ni 106.17(15) . . ?
C19 N3 Ni 107.94(16) . . ?
C18 N3 Ni 110.10(15) . . ?
C21 N4 C24 105.9(2) . . ?
C21 N4 Ni 113.19(18) . . ?
C24 N4 Ni 138.79(17) . . ?
C25 N5 C26 122.8(3) . . ?
C1 C2 C4 111.7(3) . . ?
C1 C2 C3 110.4(3) . . ?
C4 C2 C3 112.1(3) . . ?
C12 C4 C5 117.3(3) . . ?
C12 C4 C2 123.4(3) . . ?
C5 C4 C2 119.3(3) . . ?
C6 C5 C4 121.1(3) . . ?
C7 C6 C5 120.2(3) . . ?
C6 C7 C8 121.7(3) . . ?
C7 C8 C12 116.8(3) . . ?
C7 C8 C10 122.4(3) . . ?
C12 C8 C10 120.8(2) . . ?
C8 C10 C9 114.2(2) . . ?
C8 C10 C11 109.6(3) . . ?
C9 C10 C11 110.1(2) . . ?
C4 C12 C8 123.0(3) . . ?
C4 C12 N1 119.3(2) . . ?
C8 C12 N1 117.7(2) . . ?
N1 C13 C14 129.3(3) . . ?
C13 C14 N2 127.5(3) . . ?
C13 C14 C15 123.1(3) . . ?
N2 C14 C15 109.3(2) . . ?
C16 C15 C14 107.4(3) . . ?
C15 C16 C17 106.1(2) . . ?
N2 C17 C16 112.1(2) . . ?
N2 C17 C18 120.0(2) . . ?
C16 C17 C18 127.9(2) . . ?
N3 C18 C17 109.8(2) . . ?
N3 C20 C21 109.3(2) . . ?
N4 C21 C22 111.7(2) . . ?
N4 C21 C20 117.8(2) . . ?
C22 C21 C20 130.4(2) . . ?
C23 C22 C21 106.2(2) . . ?
C22 C23 C24 107.1(2) . . ?
C25 C24 N4 125.4(2) . . ?
C25 C24 C23 125.2(3) . . ?
N4 C24 C23 109.0(2) . . ?
N5 C25 C24 128.1(3) . . ?
C27 C26 C31 122.7(2) . . ?
C27 C26 N5 119.0(2) . . ?
C31 C26 N5 118.3(2) . . ?
C28 C27 C26 116.9(3) . . ?
C28 C27 C36 119.3(2) . . ?
C26 C27 C36 123.8(2) . . ?
C29 C28 C27 121.5(3) . . ?
C28 C29 C30 120.5(3) . . ?
C29 C30 C31 121.1(3) . . ?
C30 C31 C26 117.3(3) . . ?
C30 C31 C33 121.7(2) . . ?
C26 C31 C33 120.9(2) . . ?
C31 C33 C34 110.3(2) . . ?
C31 C33 C32 113.9(2) . . ?
C34 C33 C32 110.4(2) . . ?
C27 C36 C37 111.4(2) . . ?
C27 C36 C35 111.1(2) . . ?
C37 C36 C35 111.3(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
C18 H18B Cl2 0.97 2.89 3.712(3) 142.7 2_665 yes
C20 H20B Cl1 0.97 2.91 3.386(3) 111.5 2_765 yes
N1 H1N Cl1 0.81(3) 2.33(3) 3.094(3) 158(3) . yes
N5 H5N Cl2 0.82(3) 2.40(3) 3.211(3) 174(3) . yes

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_588out
_database_code_depnum_ccdc_archive 'CCDC 2017166'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-09-10 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         'C37 H48 Cu N5, N O3'
_chemical_formula_sum            'C37 H48 Cu N6 O3'
_chemical_formula_weight         688.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.955(3)
_cell_length_b                   10.717(4)
_cell_length_c                   20.003(7)
_cell_angle_alpha                76.137(10)
_cell_angle_beta                 82.087(11)
_cell_angle_gamma                85.491(10)
_cell_volume                     1843.9(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    21655
_cell_measurement_theta_min      1.056
_cell_measurement_theta_max      24.948

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_F_000             730
_exptl_transmission_factor_min   0.6470
_exptl_transmission_factor_max   0.7457
_exptl_crystal_size_max          0.427
_exptl_crystal_size_mid          0.343
_exptl_crystal_size_min          0.145
_exptl_absorpt_coefficient_mu    0.635
_shelx_estimated_absorpt_T_min   0.773
_shelx_estimated_absorpt_T_max   0.914
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker-APEX-II CCD area detector'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21655
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.056
_diffrn_reflns_theta_max         24.948
_diffrn_reflns_theta_full        24.948
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             6401
_reflns_number_gt                4733
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0682P)²+1.0672P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6401
_refine_ls_number_parameters     428
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1395
_refine_ls_wR_factor_gt          0.1250
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
Cu Cu 0.76205(4) 0.50737(4) 0.26273(2) 0.04684(16) Uani 1 1 d . . . . .
N1 N 0.6831(3) 0.6840(3) 0.27337(13) 0.0473(6) Uani 1 1 d . . . . .
N2 N 0.6049(3) 0.4525(3) 0.33735(14) 0.0556(7) Uani 1 1 d . . . . .
N3 N 0.7380(5) 0.1608(3) 0.41223(19) 0.0806(12) Uani 1 1 d . . . . .
N4 N 0.9079(3) 0.3640(3) 0.27917(14) 0.0514(7) Uani 1 1 d . . . . .
N5 N 0.8609(3) 0.5286(2) 0.16335(12) 0.0415(6) Uani 1 1 d . . . . .
C1 C 0.5752(4) 0.6761(4) 0.32467(18) 0.0565(9) Uani 1 1 d . . . . .
H1 H 0.532020 0.749517 0.338029 0.068 Uiso 1 1 calc R U . . .
C2 C 0.5256(4) 0.5527(4) 0.35951(18) 0.0590(9) Uani 1 1 d . . . . .
C3 C 0.4198(5) 0.5052(5) 0.4152(2) 0.0865(14) Uani 1 1 d . . . . .
H3 H 0.351972 0.553074 0.439859 0.104 Uiso 1 1 calc R U . . .
C4 C 0.4347(5) 0.3727(5) 0.4270(2) 0.0889(14) Uani 1 1 d . . . . .
H4 H 0.377971 0.314436 0.461142 0.107 Uiso 1 1 calc R U . . .
C5 C 0.5494(5) 0.3426(4) 0.37891(19) 0.0669(10) Uani 1 1 d . . . . .
C6 C 0.6131(5) 0.2153(4) 0.3688(2) 0.0769(12) Uani 1 1 d . . . . .
H6A H 0.651705 0.223696 0.320212 0.092 Uiso 1 1 calc R U . . .
H6B H 0.532848 0.155229 0.380025 0.092 Uiso 1 1 calc R U . . .
C7 C 0.7882(6) 0.0288(4) 0.4030(3) 0.1042(18) Uani 1 1 d . . . . .
H7A H 0.701764 -0.022399 0.409489 0.156 Uiso 1 1 calc R U . . .
H7B H 0.839740 0.034760 0.357007 0.156 Uiso 1 1 calc R U . . .
H7C H 0.855206 -0.010569 0.436402 0.156 Uiso 1 1 calc R U . . .
C8 C 0.8674(5) 0.2466(4) 0.4027(2) 0.0772(12) Uani 1 1 d . . . . .
H8A H 0.828626 0.328383 0.412410 0.093 Uiso 1 1 calc R U . . .
H8B H 0.935527 0.207972 0.436583 0.093 Uiso 1 1 calc R U . . .
C9 C 0.9551(4) 0.2714(3) 0.33225(18) 0.0594(9) Uani 1 1 d . . . . .
C10 C 1.0872(4) 0.2096(4) 0.3089(2) 0.0693(11) Uani 1 1 d . . . . .
H10 H 1.142522 0.143440 0.335374 0.083 Uiso 1 1 calc R U . . .
C11 C 1.1214(4) 0.2647(3) 0.2389(2) 0.0603(9) Uani 1 1 d . . . . .
H11 H 1.203103 0.242534 0.209232 0.072 Uiso 1 1 calc R U . . .
C12 C 1.0092(4) 0.3596(3) 0.22187(17) 0.0474(8) Uani 1 1 d . . . . .
C13 C 0.9737(3) 0.4455(3) 0.16022(16) 0.0441(7) Uani 1 1 d . . . . .
H13 H 1.030238 0.442592 0.117927 0.053 Uiso 1 1 calc R U . . .
C14 C 0.8075(3) 0.5991(3) 0.09985(15) 0.0437(7) Uani 1 1 d . . . . .
C15 C 0.9013(4) 0.6806(3) 0.04847(16) 0.0490(8) Uani 1 1 d . . . . .
C16 C 0.8445(4) 0.7370(4) -0.01375(18) 0.0618(10) Uani 1 1 d . . . . .
H16 H 0.904582 0.791142 -0.048682 0.074 Uiso 1 1 calc R U . . .
C17 C 0.7025(5) 0.7149(4) -0.02477(19) 0.0700(11) Uani 1 1 d . . . . .
H17 H 0.668514 0.750987 -0.067413 0.084 Uiso 1 1 calc R U . . .
C18 C 0.6101(4) 0.6391(4) 0.02733(19) 0.0639(10) Uani 1 1 d . . . . .
H18 H 0.513088 0.625933 0.019607 0.077 Uiso 1 1 calc R U . . .
C19 C 0.6581(4) 0.5820(3) 0.09096(16) 0.0489(8) Uani 1 1 d . . . . .
C20 C 0.3867(4) 0.5390(4) 0.1451(2) 0.0789(12) Uani 1 1 d . . . . .
H20A H 0.370259 0.630034 0.140782 0.118 Uiso 1 1 calc R U . . .
H20B H 0.356382 0.516416 0.105456 0.118 Uiso 1 1 calc R U . . .
H20C H 0.328381 0.493882 0.186474 0.118 Uiso 1 1 calc R U . . .
C21 C 0.5532(4) 0.5021(4) 0.14898(18) 0.0548(9) Uani 1 1 d . . . . .
H21 H 0.576213 0.519477 0.192288 0.066 Uiso 1 1 calc R U . . .
C22 C 0.5812(5) 0.3586(4) 0.1558(2) 0.0706(11) Uani 1 1 d . . . . .
H22A H 0.686632 0.336444 0.158184 0.106 Uiso 1 1 calc R U . . .
H22B H 0.523430 0.313019 0.197196 0.106 Uiso 1 1 calc R U . . .
H22C H 0.551432 0.335554 0.116179 0.106 Uiso 1 1 calc R U . . .
C23 C 1.1730(5) 0.6919(6) -0.0009(2) 0.1061(18) Uani 1 1 d . . . . .
H23A H 1.270410 0.712763 0.006993 0.159 Uiso 1 1 calc R U . . .
H23B H 1.175897 0.603564 -0.003722 0.159 Uiso 1 1 calc R U . . .
H23C H 1.146278 0.746409 -0.043507 0.159 Uiso 1 1 calc R U . . .
C24 C 1.0572(4) 0.7122(3) 0.05827(18) 0.0557(9) Uani 1 1 d . . . . .
H24 H 1.085304 0.653789 0.100893 0.067 Uiso 1 1 calc R U . . .
C25 C 1.0587(6) 0.8492(5) 0.0669(3) 0.117(2) Uani 1 1 d . . . . .
H25A H 0.984602 0.860884 0.104718 0.176 Uiso 1 1 calc R U . . .
H25B H 1.156849 0.864670 0.076566 0.176 Uiso 1 1 calc R U . . .
H25C H 1.035663 0.908479 0.025010 0.176 Uiso 1 1 calc R U . . .
C26 C 0.7548(4) 0.8047(3) 0.24582(17) 0.0500(8) Uani 1 1 d . . . . .
C27 C 0.8948(4) 0.8160(4) 0.2672(2) 0.0619(10) Uani 1 1 d . . . . .
C28 C 0.9612(5) 0.9344(5) 0.2440(3) 0.0772(12) Uani 1 1 d . . . . .
H28 H 1.053869 0.944946 0.257482 0.093 Uiso 1 1 calc R U . . .
C29 C 0.8925(6) 1.0353(4) 0.2016(3) 0.0813(13) Uani 1 1 d . . . . .
H29 H 0.937037 1.114432 0.187944 0.098 Uiso 1 1 calc R U . . .
C30 C 0.7591(5) 1.0209(4) 0.1793(2) 0.0723(11) Uani 1 1 d . . . . .
H30 H 0.715663 1.090221 0.149449 0.087 Uiso 1 1 calc R U . . .
C31 C 0.6858(4) 0.9050(3) 0.19999(19) 0.0566(9) Uani 1 1 d . . . . .
C32 C 0.4128(5) 0.9755(6) 0.1961(3) 0.1080(18) Uani 1 1 d . . . . .
H32A H 0.323871 0.964377 0.176633 0.162 Uiso 1 1 calc R U . . .
H32B H 0.393837 0.951128 0.245802 0.162 Uiso 1 1 calc R U . . .
H32C H 0.438470 1.064028 0.181745 0.162 Uiso 1 1 calc R U . . .
C33 C 0.5414(4) 0.8922(4) 0.1712(2) 0.0668(10) Uani 1 1 d . . . . .
H33 H 0.513414 0.802382 0.186943 0.080 Uiso 1 1 calc R U . . .
C34 C 0.5618(6) 0.9268(5) 0.0916(2) 0.0935(15) Uani 1 1 d . . . . .
H34A H 0.643558 0.874542 0.074765 0.140 Uiso 1 1 calc R U . . .
H34B H 0.470599 0.911560 0.075208 0.140 Uiso 1 1 calc R U . . .
H34C H 0.583936 1.015937 0.075073 0.140 Uiso 1 1 calc R U . . .
C35 C 1.1351(7) 0.6804(7) 0.2881(4) 0.161(3) Uani 1 1 d . . . . .
H35A H 1.142930 0.674219 0.240622 0.242 Uiso 1 1 calc R U . . .
H35B H 1.192168 0.750694 0.291022 0.242 Uiso 1 1 calc R U . . .
H35C H 1.174167 0.601774 0.315671 0.242 Uiso 1 1 calc R U . . .
C36 C 0.9714(5) 0.7035(4) 0.3147(3) 0.0827(13) Uani 1 1 d . . . . .
H36 H 0.919748 0.626495 0.314115 0.099 Uiso 1 1 calc R U . . .
C37 C 0.9527(9) 0.7138(7) 0.3877(3) 0.156(3) Uani 1 1 d . . . . .
H37A H 0.847717 0.728401 0.402826 0.234 Uiso 1 1 calc R U . . .
H37B H 0.990198 0.635476 0.416186 0.234 Uiso 1 1 calc R U . . .
H37C H 1.008199 0.784395 0.391537 0.234 Uiso 1 1 calc R U . . .
H1N H 0.696(4) 0.153(4) 0.454(2) 0.066(12) Uiso 1 1 d . . . . .
N6 N 0.3333(6) 0.9258(4) 0.4177(2) 0.0977(14) Uani 1 1 d . . . . .
O1 O 0.2004(6) 0.9456(6) 0.4410(2) 0.176(2) Uani 1 1 d . . . . .
O2 O 0.4133(5) 0.8746(6) 0.4562(2) 0.182(3) Uani 1 1 d . . . . .
O3 O 0.3763(6) 0.9642(5) 0.3581(2) 0.164(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N2 1.920(3) . ?
Cu N4 1.933(3) . ?
Cu N1 2.017(3) . ?
Cu N5 2.029(3) . ?
N1 C1 1.300(4) . ?
N1 C26 1.443(4) . ?
N2 C5 1.354(4) . ?
N2 C2 1.370(4) . ?
N3 C7 1.497(6) . ?
N3 C8 1.500(6) . ?
N3 C6 1.506(6) . ?
N4 C9 1.358(4) . ?
N4 C12 1.368(4) . ?
N5 C13 1.298(4) . ?
N5 C14 1.437(4) . ?
C1 C2 1.413(5) . ?
C2 C3 1.382(5) . ?
C3 C4 1.381(6) . ?
C4 C5 1.381(6) . ?
C5 C6 1.486(6) . ?
C8 C9 1.491(5) . ?
C9 C10 1.390(5) . ?
C10 C11 1.384(5) . ?
C11 C12 1.388(4) . ?
C12 C13 1.409(4) . ?
C14 C15 1.405(4) . ?
C14 C19 1.405(4) . ?
C15 C16 1.393(5) . ?
C15 C24 1.511(5) . ?
C16 C17 1.368(5) . ?
C17 C18 1.376(5) . ?
C18 C19 1.384(5) . ?
C19 C21 1.521(5) . ?
C20 C21 1.519(5) . ?
C21 C22 1.515(5) . ?
C23 C24 1.507(5) . ?
C24 C25 1.520(6) . ?
C26 C31 1.398(5) . ?
C26 C27 1.402(5) . ?
C27 C28 1.393(6) . ?
C27 C36 1.526(6) . ?
C28 C29 1.365(6) . ?
C29 C30 1.364(6) . ?
C30 C31 1.397(5) . ?
C31 C33 1.515(5) . ?
C32 C33 1.505(6) . ?
C33 C34 1.534(6) . ?
C35 C36 1.512(7) . ?
C36 C37 1.476(8) . ?
N6 O2 1.138(5) . ?
N6 O3 1.185(5) . ?
N6 O1 1.238(6) . ?

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 Cu N4 101.27(12) . . ?
N2 Cu N1 82.83(12) . . ?
N4 Cu N1 150.85(12) . . ?
N2 Cu N5 153.43(11) . . ?
N4 Cu N5 82.64(11) . . ?
N1 Cu N5 106.62(10) . . ?
C1 N1 C26 118.8(3) . . ?
C1 N1 Cu 110.9(2) . . ?
C26 N1 Cu 128.0(2) . . ?
C5 N2 C2 107.0(3) . . ?
C5 N2 Cu 139.8(3) . . ?
C2 N2 Cu 113.1(2) . . ?
C7 N3 C8 112.5(4) . . ?
C7 N3 C6 110.2(4) . . ?
C8 N3 C6 114.8(3) . . ?
C9 N4 C12 106.7(3) . . ?
C9 N4 Cu 140.1(3) . . ?
C12 N4 Cu 112.7(2) . . ?
C13 N5 C14 118.7(3) . . ?
C13 N5 Cu 110.2(2) . . ?
C14 N5 Cu 129.73(19) . . ?
N1 C1 C2 118.1(3) . . ?
N2 C2 C3 109.6(4) . . ?
N2 C2 C1 114.9(3) . . ?
C3 C2 C1 135.4(4) . . ?
C4 C3 C2 106.5(4) . . ?
C3 C4 C5 107.5(4) . . ?
N2 C5 C4 109.4(4) . . ?
N2 C5 C6 120.4(3) . . ?
C4 C5 C6 130.1(4) . . ?
C5 C6 N3 113.5(4) . . ?
C9 C8 N3 114.7(4) . . ?
N4 C9 C10 109.7(3) . . ?
N4 C9 C8 121.1(3) . . ?
C10 C9 C8 129.2(3) . . ?
C11 C10 C9 107.3(3) . . ?
C10 C11 C12 106.3(3) . . ?
N4 C12 C11 110.1(3) . . ?
N4 C12 C13 114.7(3) . . ?
C11 C12 C13 135.1(3) . . ?
N5 C13 C12 119.0(3) . . ?
C15 C14 C19 121.4(3) . . ?
C15 C14 N5 121.3(3) . . ?
C19 C14 N5 117.2(3) . . ?
C16 C15 C14 117.5(3) . . ?
C16 C15 C24 119.1(3) . . ?
C14 C15 C24 123.4(3) . . ?
C17 C16 C15 121.6(3) . . ?
C16 C17 C18 119.9(3) . . ?
C17 C18 C19 121.5(3) . . ?
C18 C19 C14 117.8(3) . . ?
C18 C19 C21 121.0(3) . . ?
C14 C19 C21 121.2(3) . . ?
C22 C21 C20 110.2(3) . . ?
C22 C21 C19 113.0(3) . . ?
C20 C21 C19 114.0(3) . . ?
C23 C24 C15 111.6(3) . . ?
C23 C24 C25 110.3(4) . . ?
C15 C24 C25 111.1(3) . . ?
C31 C26 C27 122.3(3) . . ?
C31 C26 N1 120.7(3) . . ?
C27 C26 N1 117.0(3) . . ?
C28 C27 C26 117.5(4) . . ?
C28 C27 C36 121.0(4) . . ?
C26 C27 C36 121.5(4) . . ?
C29 C28 C27 121.0(4) . . ?
C30 C29 C28 120.5(4) . . ?
C29 C30 C31 121.8(4) . . ?
C30 C31 C26 116.7(4) . . ?
C30 C31 C33 119.7(3) . . ?
C26 C31 C33 123.6(3) . . ?
C32 C33 C31 112.3(4) . . ?
C32 C33 C34 108.3(3) . . ?
C31 C33 C34 111.8(4) . . ?
C37 C36 C35 111.8(5) . . ?
C37 C36 C27 113.0(4) . . ?
C35 C36 C27 112.5(5) . . ?
O2 N6 O3 121.5(6) . . ?
O2 N6 O1 117.5(4) . . ?
O3 N6 O1 120.9(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
N3 H1N N6 0.85(4) 2.49(4) 3.289(5) 157(3) 2_666 yes
N3 H1N O1 0.85(4) 2.39(4) 2.994(6) 128(3) 2_666 yes
N3 H1N O2 0.85(4) 1.90(4) 2.743(5) 174(4) 2_666 yes

_refine_diff_density_max         0.592
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_dalton6
_database_code_depnum_ccdc_archive 'CCDC 2017167'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-09-10 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         
'C39 H51 Cu2 N5 O3, C H Cl3 [+ 1/6 CH4O + 1/6 H2O]'
_chemical_formula_sum            'C40 H52 Cl3 Cu2 N5 O3'
_chemical_formula_weight         884.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_H-M_alt        'P 63/m'
_space_group_name_Hall           '-P 6c'

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

_cell_length_a                   17.4202(9)
_cell_length_b                   17.4202(9)
_cell_length_c                   25.141(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     6607.1(9)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3983
_cell_measurement_theta_min      2.109
_cell_measurement_theta_max      24.998

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             2760
_exptl_transmission_factor_min   0.7745
_exptl_transmission_factor_max   1.00
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.188
_shelx_estimated_absorpt_T_min   0.815
_shelx_estimated_absorpt_T_max   0.901
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker-APEX-II CCD area detector'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            79907
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_av_R_equivalents  0.1325
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.109
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3983
_reflns_number_gt                2446
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    diamond
_computing_publication_material  ciftab

_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)+(0.0830P)²+11.7027P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3983
_refine_ls_number_parameters     264
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1058
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.1809
_refine_ls_wR_factor_gt          0.1494
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.022
_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
H1O H 0.646(8) 0.933(8) 0.750000 0.13(4) Uiso 1 2 d S . P . .
Cu1 Cu 0.64828(5) 0.84492(4) 0.68154(2) 0.0495(2) Uani 1 1 d . . . . .
N1 N 0.6577(4) 1.0408(4) 0.750000 0.0477(15) Uani 1 2 d S T P . .
N2 N 0.6504(3) 0.9452(3) 0.64423(16) 0.0466(10) Uani 1 1 d . . . . .
N3 N 0.6676(3) 0.8127(3) 0.60821(16) 0.0451(10) Uani 1 1 d . . . . .
O1 O 0.6455(5) 0.8825(4) 0.750000 0.080(2) Uani 1 2 d S T P . .
O2 O 0.6392(4) 0.7352(3) 0.70617(15) 0.0871(16) Uani 1 1 d . . . . .
C1 C 0.8775(7) 0.8012(8) 0.6561(4) 0.181(6) Uani 1 1 d . . . . .
H1A H 0.850022 0.808654 0.687230 0.271 Uiso 1 1 calc R U . . .
H1B H 0.939846 0.843427 0.656675 0.271 Uiso 1 1 calc R U . . .
H1C H 0.868749 0.742270 0.655494 0.271 Uiso 1 1 calc R U . . .
C2 C 0.8365(4) 0.8159(5) 0.6071(3) 0.079(2) Uani 1 1 d . . . . .
H2 H 0.825176 0.864632 0.614231 0.095 Uiso 1 1 calc R U . . .
C3 C 0.9030(5) 0.8436(6) 0.5625(4) 0.116(3) Uani 1 1 d . . . . .
H3A H 0.956917 0.895721 0.572892 0.173 Uiso 1 1 calc R U . . .
H3B H 0.879474 0.856158 0.531319 0.173 Uiso 1 1 calc R U . . .
H3C H 0.914985 0.796562 0.555016 0.173 Uiso 1 1 calc R U . . .
C4 C 0.7497(4) 0.7345(4) 0.5936(2) 0.0583(14) Uani 1 1 d . . . . .
C5 C 0.7476(5) 0.6554(5) 0.5805(3) 0.0721(18) Uani 1 1 d . . . . .
H5 H 0.800233 0.653901 0.579706 0.087 Uiso 1 1 calc R U . . .
C6 C 0.6691(5) 0.5801(4) 0.5690(3) 0.0778(19) Uani 1 1 d . . . . .
H6 H 0.669194 0.528159 0.560658 0.093 Uiso 1 1 calc R U . . .
C7 C 0.5903(4) 0.5804(4) 0.5695(3) 0.0692(17) Uani 1 1 d . . . . .
H7 H 0.537607 0.528578 0.561819 0.083 Uiso 1 1 calc R U . . .
C8 C 0.5888(4) 0.6577(3) 0.5813(2) 0.0509(13) Uani 1 1 d . . . . .
C9 C 0.5020(4) 0.6579(4) 0.5816(3) 0.0622(16) Uani 1 1 d . . . . .
H9 H 0.513126 0.712454 0.599626 0.075 Uiso 1 1 calc R U . . .
C10 C 0.4741(6) 0.6625(7) 0.5260(3) 0.120(3) Uani 1 1 d . . . . .
H10A H 0.458533 0.608250 0.507786 0.181 Uiso 1 1 calc R U . . .
H10B H 0.522114 0.711220 0.507710 0.181 Uiso 1 1 calc R U . . .
H10C H 0.423798 0.671082 0.526908 0.181 Uiso 1 1 calc R U . . .
C11 C 0.4295(5) 0.5827(6) 0.6114(4) 0.122(3) Uani 1 1 d . . . . .
H11A H 0.407551 0.529332 0.590829 0.183 Uiso 1 1 calc R U . . .
H11B H 0.382240 0.594820 0.617771 0.183 Uiso 1 1 calc R U . . .
H11C H 0.451866 0.575353 0.644753 0.183 Uiso 1 1 calc R U . . .
C12 C 0.6695(4) 0.7341(3) 0.59260(18) 0.0467(12) Uani 1 1 d . . . . .
C13 C 0.6795(3) 0.8731(3) 0.5739(2) 0.0479(13) Uani 1 1 d . . . . .
H13 H 0.691730 0.867959 0.538451 0.057 Uiso 1 1 calc R U . . .
C14 C 0.6735(3) 0.9467(3) 0.59149(19) 0.0461(12) Uani 1 1 d . . . . .
C15 C 0.6789(4) 1.0200(4) 0.5664(2) 0.0540(14) Uani 1 1 d . . . . .
H15 H 0.692554 1.035483 0.530843 0.065 Uiso 1 1 calc R U . . .
C16 C 0.6604(4) 1.0651(4) 0.6039(2) 0.0555(14) Uani 1 1 d . . . . .
H16 H 0.659577 1.117589 0.598652 0.067 Uiso 1 1 calc R U . . .
C17 C 0.6427(4) 1.0177(3) 0.6518(2) 0.0505(13) Uani 1 1 d . . . . .
C18 C 0.6066(4) 1.0338(4) 0.7021(2) 0.0584(15) Uani 1 1 d . . . . .
H18A H 0.604444 1.088084 0.698222 0.070 Uiso 1 1 calc R U . . .
H18B H 0.546218 0.985679 0.707000 0.070 Uiso 1 1 calc R U . . .
C19 C 0.7423(6) 1.1226(6) 0.750000 0.082(3) Uani 1 2 d S T P . .
H19A H 0.774501 1.125703 0.781677 0.122 Uiso 0.5 1 calc R U P . .
H19B H 0.775903 1.124151 0.719346 0.122 Uiso 0.5 1 calc R U P . .
H19C H 0.732534 1.172176 0.748976 0.122 Uiso 1 2 calc R U P . .
C20 C 0.6403(6) 0.7041(5) 0.750000 0.061(2) Uani 1 2 d S T P . .
C21 C 0.6427(7) 0.6184(6) 0.750000 0.080(3) Uani 1 2 d S T P . .
H21A H 0.594765 0.575102 0.728743 0.120 Uiso 0.5 1 calc R U P . .
H21B H 0.636706 0.596934 0.785792 0.120 Uiso 0.5 1 calc R U P . .
H21C H 0.698044 0.628861 0.735465 0.120 Uiso 0.5 1 calc R U P . .
C22 C 0.333333 0.666667 0.7263(13) 0.137(16) Uani 0.5 3 d DS T P . .
H22 H 0.333333 0.666667 0.687338 0.164 Uiso 0.5 3 calc R U P . .
Cl1 Cl 0.4382(3) 0.7424(3) 0.750000 0.1775(19) Uani 1 2 d DS T P . .
C23 C 0.666667 0.333333 0.6605(7) 0.217(11) Uani 1 3 d DS T P A 1
Cl2 Cl 0.666667 0.333333 0.5896(5) 0.357(7) Uani 1 3 d DS T P A 1
Cl3 Cl 0.6759(3) 0.4315(3) 0.6701(3) 0.171(2) Uani 0.6667 1 d D . P A 1
H23 H 0.6720(8) 0.3898(5) 0.6715(7) 0.257 Uiso 0.3333 1 d D U P B 1


_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 O1 1.850(2) . ?
Cu1 O2 1.939(4) . ?
Cu1 N2 1.966(4) . ?
Cu1 N3 2.004(4) . ?
N1 C19 1.450(11) . ?
N1 C18 1.465(6) . ?
N1 C18 1.465(6) 10_557 ?
N2 C17 1.350(6) . ?
N2 C14 1.382(6) . ?
N3 C13 1.295(6) . ?
N3 C12 1.439(6) . ?
O2 C20 1.232(5) . ?
C1 C2 1.508(11) . ?
C2 C4 1.506(9) . ?
C2 C3 1.506(10) . ?
C4 C12 1.395(8) . ?
C4 C5 1.398(8) . ?
C5 C6 1.372(9) . ?
C6 C7 1.376(9) . ?
C7 C8 1.392(8) . ?
C8 C12 1.399(7) . ?
C8 C9 1.514(8) . ?
C9 C11 1.489(9) . ?
C9 C10 1.495(9) . ?
C13 C14 1.410(7) . ?
C14 C15 1.384(7) . ?
C15 C16 1.366(8) . ?
C16 C17 1.404(7) . ?
C17 C18 1.502(8) . ?
C20 C21 1.514(11) . ?
C22 Cl1 1.738(11) 2_665 ?
C22 Cl1 1.738(11) . ?
C22 Cl1 1.739(11) 3_565 ?
C23 Cl3 1.654(4) 3_665 ?
C23 Cl3 1.654(5) 2_655 ?
C23 Cl3 1.654(4) . ?
C23 Cl2 1.782(14) . ?

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
O1 Cu1 O2 92.7(2) . . ?
O1 Cu1 N2 97.0(2) . . ?
O2 Cu1 N2 169.70(17) . . ?
O1 Cu1 N3 172.9(3) . . ?
O2 Cu1 N3 87.69(17) . . ?
N2 Cu1 N3 83.05(17) . . ?
C19 N1 C18 111.0(4) . . ?
C19 N1 C18 111.0(4) . 10_557 ?
C18 N1 C18 110.4(6) . 10_557 ?
C17 N2 C14 106.3(4) . . ?
C17 N2 Cu1 143.0(4) . . ?
C14 N2 Cu1 110.5(3) . . ?
C13 N3 C12 121.3(4) . . ?
C13 N3 Cu1 111.5(3) . . ?
C12 N3 Cu1 127.2(3) . . ?
Cu1 O1 Cu1 136.9(4) 10_557 . ?
C20 O2 Cu1 135.0(4) . . ?
C4 C2 C3 112.5(6) . . ?
C4 C2 C1 111.2(7) . . ?
C3 C2 C1 107.9(7) . . ?
C12 C4 C5 117.3(6) . . ?
C12 C4 C2 122.7(5) . . ?
C5 C4 C2 119.9(6) . . ?
C6 C5 C4 120.9(6) . . ?
C5 C6 C7 121.0(6) . . ?
C6 C7 C8 120.4(6) . . ?
C7 C8 C12 117.9(5) . . ?
C7 C8 C9 120.3(5) . . ?
C12 C8 C9 121.7(5) . . ?
C11 C9 C10 111.2(7) . . ?
C11 C9 C8 114.1(6) . . ?
C10 C9 C8 110.3(5) . . ?
C4 C12 C8 122.4(5) . . ?
C4 C12 N3 119.3(5) . . ?
C8 C12 N3 118.1(5) . . ?
N3 C13 C14 118.4(5) . . ?
N2 C14 C15 109.9(5) . . ?
N2 C14 C13 115.9(4) . . ?
C15 C14 C13 134.0(5) . . ?
C16 C15 C14 106.9(5) . . ?
C15 C16 C17 107.3(5) . . ?
N2 C17 C16 109.6(5) . . ?
N2 C17 C18 122.7(5) . . ?
C16 C17 C18 127.1(5) . . ?
N1 C18 C17 114.5(5) . . ?
O2 C20 O2 126.8(7) 10_557 . ?
O2 C20 C21 116.6(4) 10_557 . ?
O2 C20 C21 116.6(4) . . ?
Cl1 C22 Cl1 108.9(10) 2_665 . ?
Cl1 C22 Cl1 108.9(10) 2_665 3_565 ?
Cl1 C22 Cl1 108.9(10) . 3_565 ?
C22 Cl1 C22 40(2) . 10_557 ?
Cl3 C23 Cl3 117.9(3) 3_665 2_655 ?
Cl3 C23 Cl3 117.9(3) 3_665 . ?
Cl3 C23 Cl3 117.9(3) 2_655 . ?
Cl3 C23 Cl2 98.4(6) 3_665 . ?
Cl3 C23 Cl2 98.4(6) 2_655 . ?
Cl3 C23 Cl2 98.4(6) . . ?

_refine_diff_density_max         0.687
_refine_diff_density_min         -0.957
_refine_diff_density_rms         0.078


####################################################################### 
# 
# 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_RK488
_database_code_depnum_ccdc_archive 'CCDC 2017165'
loop_
_audit_author_name
_audit_author_address
'Carola Schulzke'
;Universitaet Greifswald
Germany
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-09-10 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(C37 H48 Cu N5), C2 H3 Cu1.44 I2.89 N, 0.278(Cu2 I4)[+ C1 H1.5 N0.5]'

_chemical_formula_sum            'C76 H99 Cu4 I4 N11 [+ C H1.5 N 0.5]'
_chemical_formula_weight         1928.42

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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      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                   10.7497(11)
_cell_length_b                   17.8050(19)
_cell_length_c                   23.571(3)
_cell_angle_alpha                67.868(3)
_cell_angle_beta                 85.450(5)
_cell_angle_gamma                87.076(4)
_cell_volume                     4164.8(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    51199
_cell_measurement_theta_min      0.935
_cell_measurement_theta_max      25.610

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_F_000             1920
_exptl_transmission_factor_min   0.6486
_exptl_transmission_factor_max   0.7457
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    2.535
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker-APEX-II CCD area detector'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51199
_diffrn_reflns_av_unetI/netI     0.0725
_diffrn_reflns_av_R_equivalents  0.0621
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         0.935
_diffrn_reflns_theta_max         25.610
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             15356
_reflns_number_gt                8300
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    sir92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    diamond
_computing_publication_material  ciftab
_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)+(0.0833P)²+1.0496P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         15356
_refine_ls_number_parameters     930
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.1205
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1720
_refine_ls_wR_factor_gt          0.1359
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.030
_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 0.35106(7) 0.08526(5) 0.73195(3) 0.0383(2) Uani 1 1 d . . . . .
N1 N 0.5285(5) 0.0425(3) 0.7408(2) 0.0388(13) Uani 1 1 d . . . . .
N2 N 0.3116(5) -0.0194(3) 0.7925(2) 0.0471(14) Uani 1 1 d . . . . .
N3 N 0.0508(5) 0.0166(4) 0.8646(3) 0.0590(17) Uani 1 1 d . . . . .
H3 H 0.058408 -0.023500 0.906314 0.071 Uiso 1 1 d R U . . .
N4 N 0.2129(5) 0.1494(3) 0.7480(2) 0.0411(13) Uani 1 1 d . . . . .
N5 N 0.3453(4) 0.1684(3) 0.6455(2) 0.0362(12) Uani 1 1 d . . . . .
C1 C 0.5906(10) 0.1337(7) 0.8406(4) 0.115(4) Uani 1 1 d . . . . .
H1A H 0.599059 0.076721 0.848761 0.173 Uiso 1 1 calc R U . . .
H1B H 0.520713 0.143374 0.865119 0.173 Uiso 1 1 calc R U . . .
H1C H 0.665295 0.152154 0.850550 0.173 Uiso 1 1 calc R U . . .
C2 C 0.5700(7) 0.1791(4) 0.7737(3) 0.0541(19) Uani 1 1 d . . . . .
H2 H 0.487148 0.165031 0.766701 0.065 Uiso 1 1 calc R U . . .
C3 C 0.5678(10) 0.2692(5) 0.7583(5) 0.103(4) Uani 1 1 d . . . . .
H3A H 0.567948 0.297050 0.714580 0.155 Uiso 1 1 calc R U . . .
H3B H 0.640087 0.283557 0.773019 0.155 Uiso 1 1 calc R U . . .
H3C H 0.493777 0.284336 0.777393 0.155 Uiso 1 1 calc R U . . .
C4 C 0.6647(6) 0.1506(4) 0.7335(3) 0.0434(16) Uani 1 1 d . . . . .
C5 C 0.7791(7) 0.1885(4) 0.7141(3) 0.0524(19) Uani 1 1 d . . . . .
H5 H 0.795968 0.232283 0.724380 0.063 Uiso 1 1 calc R U . . .
C6 C 0.8673(7) 0.1622(4) 0.6800(4) 0.056(2) Uani 1 1 d . . . . .
H6 H 0.943684 0.187732 0.667736 0.067 Uiso 1 1 calc R U . . .
C7 C 0.8428(6) 0.0986(4) 0.6640(3) 0.0518(19) Uani 1 1 d . . . . .
H7 H 0.902840 0.082065 0.640271 0.062 Uiso 1 1 calc R U . . .
C8 C 0.7307(6) 0.0577(4) 0.6821(3) 0.0407(16) Uani 1 1 d . . . . .
C9 C 0.7132(6) -0.0123(4) 0.6626(3) 0.0541(19) Uani 1 1 d . . . . .
H9 H 0.630304 -0.034032 0.678847 0.065 Uiso 1 1 calc R U . . .
C10 C 0.8092(8) -0.0801(4) 0.6896(4) 0.075(3) Uani 1 1 d . . . . .
H10A H 0.794972 -0.124315 0.677216 0.113 Uiso 1 1 calc R U . . .
H10B H 0.801479 -0.098497 0.733554 0.113 Uiso 1 1 calc R U . . .
H10C H 0.891621 -0.060067 0.674966 0.113 Uiso 1 1 calc R U . . .
C11 C 0.7172(8) 0.0156(5) 0.5932(4) 0.076(3) Uani 1 1 d . . . . .
H11A H 0.700991 -0.029356 0.582056 0.114 Uiso 1 1 calc R U . . .
H11B H 0.798168 0.036344 0.576134 0.114 Uiso 1 1 calc R U . . .
H11C H 0.654895 0.057522 0.577629 0.114 Uiso 1 1 calc R U . . .
C12 C 0.6431(6) 0.0841(4) 0.7183(3) 0.0392(16) Uani 1 1 d . . . . .
C13 C 0.5303(6) -0.0307(4) 0.7806(3) 0.0454(17) Uani 1 1 d . . . . .
H13 H 0.605876 -0.058706 0.790576 0.054 Uiso 1 1 calc R U . . .
C14 C 0.4167(6) -0.0683(4) 0.8091(3) 0.0469(18) Uani 1 1 d . . . . .
C15 C 0.3831(7) -0.1434(4) 0.8523(3) 0.057(2) Uani 1 1 d . . . . .
H15 H 0.435964 -0.187456 0.870956 0.069 Uiso 1 1 calc R U . . .
C16 C 0.2560(8) -0.1394(4) 0.8621(3) 0.061(2) Uani 1 1 d . . . . .
H16 H 0.206717 -0.181317 0.888581 0.074 Uiso 1 1 calc R U . . .
C17 C 0.2122(7) -0.0625(4) 0.8259(3) 0.0502(18) Uani 1 1 d . . . . .
C18 C 0.0846(7) -0.0282(5) 0.8217(3) 0.058(2) Uani 1 1 d . . . . .
H18A H 0.026456 -0.071752 0.830761 0.069 Uiso 1 1 calc R U . . .
H18B H 0.074617 0.008946 0.779814 0.069 Uiso 1 1 calc R U . . .
C19 C -0.0830(7) 0.0439(5) 0.8606(4) 0.069(2) Uani 1 1 d . . . . .
H19A H -0.135145 -0.002460 0.872527 0.103 Uiso 1 1 calc R U . . .
H19B H -0.097214 0.079088 0.819223 0.103 Uiso 1 1 calc R U . . .
H19C H -0.102690 0.072595 0.887571 0.103 Uiso 1 1 calc R U . . .
C20 C 0.1361(7) 0.0835(5) 0.8576(3) 0.064(2) Uani 1 1 d . . . . .
H20A H 0.220374 0.061336 0.864535 0.077 Uiso 1 1 calc R U . . .
H20B H 0.111562 0.105399 0.888932 0.077 Uiso 1 1 calc R U . . .
C21 C 0.1361(6) 0.1518(4) 0.7952(3) 0.0453(17) Uani 1 1 d . . . . .
C22 C 0.0661(6) 0.2235(4) 0.7757(4) 0.0533(19) Uani 1 1 d . . . . .
H22 H 0.007158 0.240031 0.799943 0.064 Uiso 1 1 calc R U . . .
C23 C 0.0978(6) 0.2658(4) 0.7152(4) 0.0534(19) Uani 1 1 d . . . . .
H23 H 0.065193 0.315751 0.690373 0.064 Uiso 1 1 calc R U . . .
C24 C 0.1901(6) 0.2182(4) 0.6981(3) 0.0391(15) Uani 1 1 d . . . . .
C25 C 0.2597(6) 0.2236(4) 0.6434(3) 0.0393(15) Uani 1 1 d . . . . .
H25 H 0.244628 0.265814 0.606554 0.047 Uiso 1 1 calc R U . . .
C26 C 0.4014(6) 0.1676(4) 0.5887(3) 0.0394(16) Uani 1 1 d . . . . .
C27 C 0.3587(9) -0.0515(6) 0.6172(6) 0.109(4) Uani 1 1 d . . . . .
H27A H 0.448233 -0.053946 0.616367 0.164 Uiso 1 1 calc R U . . .
H27B H 0.332228 -0.056516 0.580866 0.164 Uiso 1 1 calc R U . . .
H27C H 0.325466 -0.094957 0.652768 0.164 Uiso 1 1 calc R U . . .
C28 C 0.3128(8) 0.0272(5) 0.6197(4) 0.074(3) Uani 1 1 d . . . . .
H28 H 0.332790 0.025276 0.660028 0.089 Uiso 1 1 calc R U . . .
C29 C 0.1741(9) 0.0362(7) 0.6193(6) 0.120(4) Uani 1 1 d . . . . .
H29A H 0.148757 0.088057 0.620609 0.180 Uiso 1 1 calc R U . . .
H29B H 0.136929 -0.006017 0.654542 0.180 Uiso 1 1 calc R U . . .
H29C H 0.147377 0.032359 0.582630 0.180 Uiso 1 1 calc R U . . .
C30 C 0.3778(7) 0.1007(5) 0.5739(4) 0.056(2) Uani 1 1 d . . . . .
C31 C 0.4214(8) 0.1057(5) 0.5148(4) 0.067(2) Uani 1 1 d . . . . .
H31 H 0.406572 0.063201 0.502605 0.080 Uiso 1 1 calc R U . . .
C32 C 0.4843(9) 0.1707(6) 0.4750(4) 0.078(3) Uani 1 1 d . . . . .
H32 H 0.506544 0.173808 0.435243 0.094 Uiso 1 1 calc R U . . .
C33 C 0.5149(8) 0.2309(5) 0.4924(3) 0.070(2) Uani 1 1 d . . . . .
H33 H 0.563379 0.272876 0.465424 0.084 Uiso 1 1 calc R U . . .
C34 C 0.4757(6) 0.2318(4) 0.5499(3) 0.0472(17) Uani 1 1 d . . . . .
C35 C 0.5171(8) 0.2974(5) 0.5696(4) 0.065(2) Uani 1 1 d . . . . .
H35 H 0.488900 0.283565 0.612875 0.078 Uiso 1 1 calc R U . . .
C36 C 0.4640(9) 0.3816(5) 0.5330(5) 0.101(4) Uani 1 1 d . . . . .
H36A H 0.494069 0.420405 0.547617 0.152 Uiso 1 1 calc R U . . .
H36B H 0.374468 0.380999 0.537898 0.152 Uiso 1 1 calc R U . . .
H36C H 0.490000 0.396317 0.490320 0.152 Uiso 1 1 calc R U . . .
C37 C 0.6586(8) 0.3001(6) 0.5645(5) 0.093(3) Uani 1 1 d . . . . .
H37A H 0.684749 0.338403 0.580640 0.140 Uiso 1 1 calc R U . . .
H37B H 0.688090 0.316313 0.522128 0.140 Uiso 1 1 calc R U . . .
H37C H 0.692502 0.247310 0.587350 0.140 Uiso 1 1 calc R U . . .
Cu2 Cu 0.14421(7) 0.42531(5) 0.26060(3) 0.0397(2) Uani 1 1 d . . . . .
N6 N 0.1534(4) 0.3396(3) 0.3461(2) 0.0378(13) Uani 1 1 d . . . . .
N7 N 0.2839(5) 0.3645(3) 0.2422(2) 0.0436(14) Uani 1 1 d . . . . .
N8 N 0.4416(5) 0.5021(4) 0.1287(3) 0.0590(17) Uani 1 1 d . . . . .
H8 H 0.433562 0.543819 0.087644 0.071 Uiso 1 1 d R U . . .
N9 N 0.1799(5) 0.5321(3) 0.2013(2) 0.0465(14) Uani 1 1 d . . . . .
N10 N -0.0343(5) 0.4656(3) 0.2515(2) 0.0413(13) Uani 1 1 d . . . . .
C38 C -0.2218(8) 0.4874(5) 0.4016(4) 0.079(3) Uani 1 1 d . . . . .
H38A H -0.204897 0.532454 0.412528 0.119 Uiso 1 1 calc R U . . .
H38B H -0.159348 0.445499 0.416910 0.119 Uiso 1 1 calc R U . . .
H38C H -0.302539 0.466698 0.419202 0.119 Uiso 1 1 calc R U . . .
C39 C -0.2196(6) 0.5152(4) 0.3320(3) 0.0534(19) Uani 1 1 d . . . . .
H39 H -0.137792 0.538348 0.314959 0.064 Uiso 1 1 calc R U . . .
C40 C -0.3186(7) 0.5811(4) 0.3066(4) 0.074(3) Uani 1 1 d . . . . .
H40A H -0.305116 0.625587 0.318822 0.111 Uiso 1 1 calc R U . . .
H40B H -0.399815 0.559590 0.322418 0.111 Uiso 1 1 calc R U . . .
H40C H -0.313531 0.599693 0.262641 0.111 Uiso 1 1 calc R U . . .
C41 C -0.2360(6) 0.4448(4) 0.3124(3) 0.0437(16) Uani 1 1 d . . . . .
C42 C -0.3463(6) 0.4027(5) 0.3309(3) 0.059(2) Uani 1 1 d . . . . .
H42 H -0.407012 0.418340 0.354868 0.070 Uiso 1 1 calc R U . . .
C43 C -0.3679(7) 0.3387(5) 0.3146(4) 0.066(2) Uani 1 1 d . . . . .
H43 H -0.442301 0.310959 0.327743 0.080 Uiso 1 1 calc R U . . .
C44 C -0.2792(8) 0.3155(5) 0.2786(4) 0.065(2) Uani 1 1 d . . . . .
H44 H -0.294646 0.272303 0.267199 0.079 Uiso 1 1 calc R U . . .
C45 C -0.1659(7) 0.3560(5) 0.2588(3) 0.0527(19) Uani 1 1 d . . . . .
C46 C -0.0724(8) 0.3294(5) 0.2173(4) 0.074(3) Uani 1 1 d . . . . .
H46 H 0.007532 0.352690 0.218501 0.089 Uiso 1 1 calc R U . . .
C47 C -0.1039(14) 0.3632(9) 0.1515(6) 0.183(8) Uani 1 1 d . . . . .
H47A H -0.133084 0.418409 0.140691 0.275 Uiso 1 1 calc R U . . .
H47B H -0.167986 0.331604 0.145722 0.275 Uiso 1 1 calc R U . . .
H47C H -0.030824 0.361353 0.125784 0.275 Uiso 1 1 calc R U . . .
C48 C -0.0495(11) 0.2416(6) 0.2369(5) 0.129(5) Uani 1 1 d . . . . .
H48A H -0.024864 0.220403 0.278428 0.193 Uiso 1 1 calc R U . . .
H48B H 0.015852 0.230982 0.210543 0.193 Uiso 1 1 calc R U . . .
H48C H -0.124366 0.215993 0.234690 0.193 Uiso 1 1 calc R U . . .
C49 C -0.1486(6) 0.4216(4) 0.2752(3) 0.0415(16) Uani 1 1 d . . . . .
C50 C -0.0380(7) 0.5389(4) 0.2119(3) 0.0493(18) Uani 1 1 d . . . . .
H50 H -0.114318 0.565607 0.201416 0.059 Uiso 1 1 calc R U . . .
C51 C 0.0731(6) 0.5780(4) 0.1847(3) 0.0440(17) Uani 1 1 d . . . . .
C52 C 0.1037(7) 0.6540(4) 0.1400(3) 0.056(2) Uani 1 1 d . . . . .
H52 H 0.048433 0.696275 0.120720 0.067 Uiso 1 1 calc R U . . .
C53 C 0.2314(8) 0.6538(4) 0.1301(3) 0.062(2) Uani 1 1 d . . . . .
H53 H 0.279123 0.696541 0.103571 0.075 Uiso 1 1 calc R U . . .
C54 C 0.2767(7) 0.5768(4) 0.1678(3) 0.0531(19) Uani 1 1 d . . . . .
C55 C 0.4053(7) 0.5437(4) 0.1735(3) 0.0545(19) Uani 1 1 d . . . . .
H55A H 0.413707 0.505084 0.215009 0.065 Uiso 1 1 calc R U . . .
H55B H 0.462226 0.587436 0.166164 0.065 Uiso 1 1 calc R U . . .
C56 C 0.5771(7) 0.4765(5) 0.1318(4) 0.074(2) Uani 1 1 d . . . . .
H56A H 0.627576 0.523462 0.121079 0.110 Uiso 1 1 calc R U . . .
H56B H 0.598156 0.449834 0.103616 0.110 Uiso 1 1 calc R U . . .
H56C H 0.592264 0.439948 0.172730 0.110 Uiso 1 1 calc R U . . .
C57 C 0.3594(7) 0.4358(5) 0.1327(3) 0.059(2) Uani 1 1 d . . . . .
H57A H 0.385794 0.416650 0.100065 0.071 Uiso 1 1 calc R U . . .
H57B H 0.274712 0.457308 0.126015 0.071 Uiso 1 1 calc R U . . .
C58 C 0.3595(6) 0.3650(4) 0.1934(3) 0.0472(18) Uani 1 1 d . . . . .
C59 C 0.4298(7) 0.2932(5) 0.2107(4) 0.057(2) Uani 1 1 d . . . . .
H59 H 0.488413 0.278217 0.185429 0.068 Uiso 1 1 calc R U . . .
C60 C 0.3984(6) 0.2477(4) 0.2715(4) 0.0523(19) Uani 1 1 d . . . . .
H60 H 0.431522 0.197206 0.294977 0.063 Uiso 1 1 calc R U . . .
C61 C 0.3065(6) 0.2932(4) 0.2904(3) 0.0452(17) Uani 1 1 d . . . . .
C62 C 0.2381(6) 0.2857(4) 0.3459(3) 0.0433(16) Uani 1 1 d . . . . .
H62 H 0.254063 0.242277 0.381951 0.052 Uiso 1 1 calc R U . . .
C63 C 0.0989(6) 0.3378(4) 0.4040(3) 0.0389(16) Uani 1 1 d . . . . .
C64 C 0.1230(7) 0.4032(4) 0.4210(3) 0.0522(19) Uani 1 1 d . . . . .
C65 C 0.1872(8) 0.4767(5) 0.3762(4) 0.070(2) Uani 1 1 d . . . . .
H65 H 0.166177 0.479274 0.335831 0.084 Uiso 1 1 calc R U . . .
C66 C 0.3253(9) 0.4690(7) 0.3749(6) 0.130(5) Uani 1 1 d . . . . .
H66A H 0.350866 0.415983 0.376209 0.194 Uiso 1 1 calc R U . . .
H66B H 0.354039 0.476860 0.409799 0.194 Uiso 1 1 calc R U . . .
H66C H 0.360453 0.509277 0.337913 0.194 Uiso 1 1 calc R U . . .
C67 C 0.1401(10) 0.5541(6) 0.3795(6) 0.119(4) Uani 1 1 d . . . . .
H67A H 0.167698 0.597975 0.342724 0.178 Uiso 1 1 calc R U . . .
H67B H 0.171283 0.560527 0.414375 0.178 Uiso 1 1 calc R U . . .
H67C H 0.050502 0.554291 0.383393 0.178 Uiso 1 1 calc R U . . .
C68 C 0.0784(8) 0.3982(5) 0.4796(4) 0.065(2) Uani 1 1 d . . . . .
H68 H 0.091038 0.440935 0.491884 0.079 Uiso 1 1 calc R U . . .
C69 C 0.0172(8) 0.3323(6) 0.5187(4) 0.072(2) Uani 1 1 d . . . . .
H69 H -0.004958 0.328416 0.558644 0.087 Uiso 1 1 calc R U . . .
C70 C -0.0124(7) 0.2723(5) 0.5010(3) 0.065(2) Uani 1 1 d . . . . .
H70 H -0.060033 0.229661 0.527933 0.078 Uiso 1 1 calc R U . . .
C71 C 0.0267(7) 0.2727(4) 0.4433(3) 0.0494(18) Uani 1 1 d . . . . .
C72 C -0.0151(8) 0.2060(5) 0.4234(4) 0.065(2) Uani 1 1 d . . . . .
H72 H 0.014458 0.220027 0.380334 0.078 Uiso 1 1 calc R U . . .
C73 C 0.0387(10) 0.1236(5) 0.4592(5) 0.104(4) Uani 1 1 d . . . . .
H73A H 0.127893 0.126435 0.458104 0.156 Uiso 1 1 calc R U . . .
H73B H 0.017577 0.085848 0.441451 0.156 Uiso 1 1 calc R U . . .
H73C H 0.005157 0.105773 0.501043 0.156 Uiso 1 1 calc R U . . .
C74 C -0.1561(9) 0.2037(6) 0.4266(5) 0.101(3) Uani 1 1 d . . . . .
H74A H -0.189350 0.257142 0.405126 0.151 Uiso 1 1 calc R U . . .
H74B H -0.187682 0.184760 0.468786 0.151 Uiso 1 1 calc R U . . .
H74C H -0.180697 0.167606 0.408062 0.151 Uiso 1 1 calc R U . . .
I1 I 1.0297(3) 0.8654(2) 0.00651(13) 0.0498(4) Uani 0.722(4) 1 d D U P A 1
I2 I 0.76085(17) 0.82303(10) -0.10187(7) 0.0776(5) Uani 0.722(4) 1 d D U P A 1
I3 I 0.4535(4) 0.6569(3) -0.01393(18) 0.0643(6) Uani 0.722(4) 1 d D U P A 1
I4 I 0.70236(18) 0.72494(10) 0.10062(8) 0.0711(4) Uani 0.722(4) 1 d D U P A 1
Cu3 Cu 0.63710(17) 0.73387(11) -0.00398(7) 0.0717(6) Uani 0.722(4) 1 d D U P A
1
Cu4 Cu 0.78950(15) 0.85332(11) 0.00023(8) 0.0669(6) Uani 0.722(4) 1 d D U P A 1
I1' I -0.0389(9) 0.1447(7) -0.0091(4) 0.086(3) Uani 0.278(4) 1 d D U P A 2
I2' I 0.2237(9) 0.2027(7) 0.1018(3) 0.229(4) Uani 0.278(4) 1 d D U P A 2
I3' I 0.5364(11) 0.3564(9) 0.0158(6) 0.085(3) Uani 0.278(4) 1 d D U P A 2
I4' I 0.2837(8) 0.3010(7) -0.0976(3) 0.190(4) Uani 0.278(4) 1 d D U P A 2
Cu3' Cu 0.3078(8) 0.3271(8) 0.0039(3) 0.178(4) Uani 0.278(4) 1 d D U P A 2
Cu4' Cu 0.1626(11) 0.2047(9) -0.0007(3) 0.221(5) Uani 0.278(4) 1 d D U P A 2
N11 N 0.7030(9) 0.9541(6) 0.0031(4) 0.110(3) Uani 1 1 d . . . . .
C75 C 0.6606(10) 1.0137(8) 0.0080(6) 0.101(4) Uani 1 1 d . . . . .
C76 C 0.6090(10) 1.0893(8) 0.0136(6) 0.141(5) Uani 1 1 d . . . . .
H76A H 0.672673 1.129264 0.001135 0.212 Uiso 1 1 calc R U . . .
H76B H 0.580334 1.078593 0.055446 0.212 Uiso 1 1 calc R U . . .
H76C H 0.540397 1.109176 -0.012257 0.212 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 N2 1.915(5) . ?
Cu1 N4 1.928(5) . ?
Cu1 N1 2.014(5) . ?
Cu1 N5 2.021(5) . ?
N1 C13 1.288(8) . ?
N1 C12 1.429(8) . ?
N2 C17 1.359(8) . ?
N2 C14 1.380(8) . ?
N3 C20 1.493(10) . ?
N3 C19 1.493(8) . ?
N3 C18 1.520(9) . ?
N3 H3 0.9799 . ?
N4 C21 1.344(7) . ?
N4 C24 1.369(8) . ?
N5 C25 1.301(7) . ?
N5 C26 1.428(7) . ?
C1 C2 1.506(11) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.504(11) . ?
C2 C4 1.531(9) . ?
C2 H2 0.9800 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.392(9) . ?
C4 C12 1.395(9) . ?
C5 C6 1.371(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.364(10) . ?
C6 H6 0.9300 . ?
C7 C8 1.392(9) . ?
C7 H7 0.9300 . ?
C8 C12 1.402(8) . ?
C8 C9 1.506(9) . ?
C9 C11 1.517(10) . ?
C9 C10 1.525(10) . ?
C9 H9 0.9800 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C13 C14 1.416(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.386(9) . ?
C15 C16 1.371(10) . ?
C15 H15 0.9300 . ?
C16 C17 1.392(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.468(10) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.515(10) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.387(9) . ?
C22 C23 1.363(10) . ?
C22 H22 0.9300 . ?
C23 C24 1.404(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.410(8) . ?
C25 H25 0.9300 . ?
C26 C30 1.401(9) . ?
C26 C34 1.404(9) . ?
C27 C28 1.482(12) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.491(12) . ?
C28 C30 1.508(11) . ?
C28 H28 0.9800 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.407(10) . ?
C31 C32 1.355(11) . ?
C31 H31 0.9300 . ?
C32 C33 1.347(12) . ?
C32 H32 0.9300 . ?
C33 C34 1.392(10) . ?
C33 H33 0.9300 . ?
C34 C35 1.509(10) . ?
C35 C37 1.519(11) . ?
C35 C36 1.528(11) . ?
C35 H35 0.9800 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
Cu2 N7 1.923(5) . ?
Cu2 N9 1.924(5) . ?
Cu2 N10 2.013(5) . ?
Cu2 N6 2.024(5) . ?
N6 C62 1.291(7) . ?
N6 C63 1.430(8) . ?
N7 C58 1.354(8) . ?
N7 C61 1.373(8) . ?
N8 C57 1.480(9) . ?
N8 C56 1.503(9) . ?
N8 C55 1.520(9) . ?
N8 H8 0.9801 . ?
N9 C54 1.350(8) . ?
N9 C51 1.368(8) . ?
N10 C50 1.287(8) . ?
N10 C49 1.448(8) . ?
C38 C39 1.524(10) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C41 1.512(9) . ?
C39 C40 1.521(10) . ?
C39 H39 0.9800 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.385(9) . ?
C41 C49 1.388(9) . ?
C42 C43 1.368(10) . ?
C42 H42 0.9300 . ?
C43 C44 1.377(11) . ?
C43 H43 0.9300 . ?
C44 C45 1.403(10) . ?
C44 H44 0.9300 . ?
C45 C49 1.385(9) . ?
C45 C46 1.529(10) . ?
C46 C48 1.466(12) . ?
C46 C47 1.498(14) . ?
C46 H46 0.9800 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C50 C51 1.396(9) . ?
C50 H50 0.9300 . ?
C51 C52 1.403(9) . ?
C52 C53 1.374(10) . ?
C52 H52 0.9300 . ?
C53 C54 1.410(10) . ?
C53 H53 0.9300 . ?
C54 C55 1.470(10) . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 C58 1.510(10) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C58 C59 1.389(10) . ?
C59 C60 1.378(10) . ?
C59 H59 0.9300 . ?
C60 C61 1.397(9) . ?
C60 H60 0.9300 . ?
C61 C62 1.413(9) . ?
C62 H62 0.9300 . ?
C63 C71 1.405(9) . ?
C63 C64 1.409(9) . ?
C64 C68 1.398(10) . ?
C64 C65 1.495(10) . ?
C65 C67 1.471(12) . ?
C65 C66 1.483(12) . ?
C65 H65 0.9800 . ?
C66 H66A 0.9600 . ?
C66 H66B 0.9600 . ?
C66 H66C 0.9600 . ?
C67 H67A 0.9600 . ?
C67 H67B 0.9600 . ?
C67 H67C 0.9600 . ?
C68 C69 1.352(11) . ?
C68 H68 0.9300 . ?
C69 C70 1.345(11) . ?
C69 H69 0.9300 . ?
C70 C71 1.389(9) . ?
C70 H70 0.9300 . ?
C71 C72 1.529(10) . ?
C72 C73 1.504(11) . ?
C72 C74 1.513(12) . ?
C72 H72 0.9800 . ?
C73 H73A 0.9600 . ?
C73 H73B 0.9600 . ?
C73 H73C 0.9600 . ?
C74 H74A 0.9600 . ?
C74 H74B 0.9600 . ?
C74 H74C 0.9600 . ?
I1 Cu4 2.622(3) . ?
I2 Cu3 2.566(2) . ?
I2 Cu4 2.700(2) . ?
I3 Cu3 2.535(3) . ?
I4 Cu3 2.562(2) . ?
I4 Cu4 2.737(2) . ?
Cu3 Cu4 2.785(2) . ?
Cu4 N11 2.000(11) . ?
I1' Cu4' 2.518(10) . ?
I2' Cu4' 2.539(10) . ?
I2' Cu3' 2.659(9) . ?
I3' Cu3' 2.597(11) . ?
I4' Cu4' 2.580(9) . ?
I4' Cu3' 2.635(9) . ?
Cu3' Cu4' 2.782(11) . ?
N11 C75 1.175(13) . ?
C75 C76 1.478(16) . ?
C76 H76A 0.9600 . ?
C76 H76B 0.9600 . ?
C76 H76C 0.9600 . ?

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 Cu1 N4 100.5(2) . . ?
N2 Cu1 N1 84.1(2) . . ?
N4 Cu1 N1 152.4(2) . . ?
N2 Cu1 N5 150.8(2) . . ?
N4 Cu1 N5 83.1(2) . . ?
N1 Cu1 N5 106.1(2) . . ?
C13 N1 C12 119.5(5) . . ?
C13 N1 Cu1 109.6(4) . . ?
C12 N1 Cu1 130.1(4) . . ?
C17 N2 C14 107.4(5) . . ?
C17 N2 Cu1 140.7(5) . . ?
C14 N2 Cu1 111.9(4) . . ?
C20 N3 C19 112.4(6) . . ?
C20 N3 C18 114.7(5) . . ?
C19 N3 C18 110.4(6) . . ?
C20 N3 H3 106.2 . . ?
C19 N3 H3 106.3 . . ?
C18 N3 H3 106.1 . . ?
C21 N4 C24 107.6(5) . . ?
C21 N4 Cu1 139.6(5) . . ?
C24 N4 Cu1 112.5(4) . . ?
C25 N5 C26 118.0(5) . . ?
C25 N5 Cu1 110.2(4) . . ?
C26 N5 Cu1 130.8(4) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 110.7(7) . . ?
C3 C2 C4 114.1(7) . . ?
C1 C2 C4 110.5(6) . . ?
C3 C2 H2 107.1 . . ?
C1 C2 H2 107.1 . . ?
C4 C2 H2 107.1 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C12 118.1(6) . . ?
C5 C4 C2 120.0(6) . . ?
C12 C4 C2 121.8(6) . . ?
C6 C5 C4 121.1(7) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C7 C6 C5 119.8(7) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C8 122.2(6) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
C7 C8 C12 117.1(6) . . ?
C7 C8 C9 118.1(6) . . ?
C12 C8 C9 124.8(6) . . ?
C8 C9 C11 111.1(6) . . ?
C8 C9 C10 111.1(6) . . ?
C11 C9 C10 111.3(6) . . ?
C8 C9 H9 107.7 . . ?
C11 C9 H9 107.7 . . ?
C10 C9 H9 107.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C12 C8 121.6(6) . . ?
C4 C12 N1 118.3(6) . . ?
C8 C12 N1 120.0(6) . . ?
N1 C13 C14 119.7(6) . . ?
N1 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
N2 C14 C15 109.7(6) . . ?
N2 C14 C13 114.6(6) . . ?
C15 C14 C13 135.7(7) . . ?
C16 C15 C14 105.8(6) . . ?
C16 C15 H15 127.1 . . ?
C14 C15 H15 127.1 . . ?
C15 C16 C17 109.2(7) . . ?
C15 C16 H16 125.4 . . ?
C17 C16 H16 125.4 . . ?
N2 C17 C16 107.9(6) . . ?
N2 C17 C18 122.4(6) . . ?
C16 C17 C18 129.7(7) . . ?
C17 C18 N3 114.1(6) . . ?
C17 C18 H18A 108.7 . . ?
N3 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
N3 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C20 C21 113.6(6) . . ?
N3 C20 H20A 108.8 . . ?
C21 C20 H20A 108.8 . . ?
N3 C20 H20B 108.8 . . ?
C21 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
N4 C21 C22 108.8(6) . . ?
N4 C21 C20 121.2(6) . . ?
C22 C21 C20 130.0(6) . . ?
C23 C22 C21 108.8(6) . . ?
C23 C22 H22 125.6 . . ?
C21 C22 H22 125.6 . . ?
C22 C23 C24 105.7(6) . . ?
C22 C23 H23 127.2 . . ?
C24 C23 H23 127.2 . . ?
N4 C24 C23 109.1(6) . . ?
N4 C24 C25 114.9(5) . . ?
C23 C24 C25 136.0(6) . . ?
N5 C25 C24 118.9(6) . . ?
N5 C25 H25 120.6 . . ?
C24 C25 H25 120.6 . . ?
C30 C26 C34 122.3(6) . . ?
C30 C26 N5 117.0(6) . . ?
C34 C26 N5 120.8(6) . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C27 C28 C29 112.4(8) . . ?
C27 C28 C30 115.1(7) . . ?
C29 C28 C30 112.5(8) . . ?
C27 C28 H28 105.3 . . ?
C29 C28 H28 105.3 . . ?
C30 C28 H28 105.3 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 C31 115.9(7) . . ?
C26 C30 C28 121.6(7) . . ?
C31 C30 C28 122.5(7) . . ?
C32 C31 C30 122.0(8) . . ?
C32 C31 H31 119.0 . . ?
C30 C31 H31 119.0 . . ?
C33 C32 C31 120.6(8) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C32 C33 C34 121.7(8) . . ?
C32 C33 H33 119.2 . . ?
C34 C33 H33 119.2 . . ?
C33 C34 C26 117.0(7) . . ?
C33 C34 C35 120.6(7) . . ?
C26 C34 C35 122.3(6) . . ?
C34 C35 C37 109.7(7) . . ?
C34 C35 C36 113.7(8) . . ?
C37 C35 C36 109.1(7) . . ?
C34 C35 H35 108.0 . . ?
C37 C35 H35 108.0 . . ?
C36 C35 H35 108.0 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N7 Cu2 N9 100.5(2) . . ?
N7 Cu2 N10 151.2(2) . . ?
N9 Cu2 N10 83.6(2) . . ?
N7 Cu2 N6 83.1(2) . . ?
N9 Cu2 N6 150.8(2) . . ?
N10 Cu2 N6 107.2(2) . . ?
C62 N6 C63 118.4(5) . . ?
C62 N6 Cu2 109.8(4) . . ?
C63 N6 Cu2 130.9(4) . . ?
C58 N7 C61 107.7(5) . . ?
C58 N7 Cu2 139.2(5) . . ?
C61 N7 Cu2 112.4(4) . . ?
C57 N8 C56 112.6(6) . . ?
C57 N8 C55 115.3(5) . . ?
C56 N8 C55 110.6(6) . . ?
C57 N8 H8 105.8 . . ?
C56 N8 H8 105.9 . . ?
C55 N8 H8 105.8 . . ?
C54 N9 C51 107.6(6) . . ?
C54 N9 Cu2 140.6(5) . . ?
C51 N9 Cu2 111.6(4) . . ?
C50 N10 C49 120.2(6) . . ?
C50 N10 Cu2 109.6(5) . . ?
C49 N10 Cu2 129.6(4) . . ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C41 C39 C40 111.0(6) . . ?
C41 C39 C38 111.3(6) . . ?
C40 C39 C38 110.5(6) . . ?
C41 C39 H39 108.0 . . ?
C40 C39 H39 108.0 . . ?
C38 C39 H39 108.0 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 C49 118.0(6) . . ?
C42 C41 C39 118.3(6) . . ?
C49 C41 C39 123.7(6) . . ?
C43 C42 C41 121.4(7) . . ?
C43 C42 H42 119.3 . . ?
C41 C42 H42 119.3 . . ?
C42 C43 C44 119.8(7) . . ?
C42 C43 H43 120.1 . . ?
C44 C43 H43 120.1 . . ?
C43 C44 C45 120.9(7) . . ?
C43 C44 H44 119.5 . . ?
C45 C44 H44 119.5 . . ?
C49 C45 C44 117.6(7) . . ?
C49 C45 C46 123.6(7) . . ?
C44 C45 C46 118.7(7) . . ?
C48 C46 C47 109.5(9) . . ?
C48 C46 C45 115.4(8) . . ?
C47 C46 C45 112.9(8) . . ?
C48 C46 H46 106.1 . . ?
C47 C46 H46 106.1 . . ?
C45 C46 H46 106.1 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C45 C49 C41 122.2(6) . . ?
C45 C49 N10 116.9(6) . . ?
C41 C49 N10 120.9(6) . . ?
N10 C50 C51 119.7(6) . . ?
N10 C50 H50 120.1 . . ?
C51 C50 H50 120.1 . . ?
N9 C51 C50 115.4(6) . . ?
N9 C51 C52 109.4(6) . . ?
C50 C51 C52 135.0(7) . . ?
C53 C52 C51 106.5(6) . . ?
C53 C52 H52 126.8 . . ?
C51 C52 H52 126.8 . . ?
C52 C53 C54 107.4(6) . . ?
C52 C53 H53 126.3 . . ?
C54 C53 H53 126.3 . . ?
N9 C54 C53 109.0(6) . . ?
N9 C54 C55 121.3(6) . . ?
C53 C54 C55 129.7(7) . . ?
C54 C55 N8 112.5(6) . . ?
C54 C55 H55A 109.1 . . ?
N8 C55 H55A 109.1 . . ?
C54 C55 H55B 109.1 . . ?
N8 C55 H55B 109.1 . . ?
H55A C55 H55B 107.8 . . ?
N8 C56 H56A 109.5 . . ?
N8 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
N8 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
N8 C57 C58 113.7(6) . . ?
N8 C57 H57A 108.8 . . ?
C58 C57 H57A 108.8 . . ?
N8 C57 H57B 108.8 . . ?
C58 C57 H57B 108.8 . . ?
H57A C57 H57B 107.7 . . ?
N7 C58 C59 108.4(6) . . ?
N7 C58 C57 121.4(6) . . ?
C59 C58 C57 130.2(6) . . ?
C60 C59 C58 108.8(6) . . ?
C60 C59 H59 125.6 . . ?
C58 C59 H59 125.6 . . ?
C59 C60 C61 105.6(6) . . ?
C59 C60 H60 127.2 . . ?
C61 C60 H60 127.2 . . ?
N7 C61 C60 109.4(6) . . ?
N7 C61 C62 114.3(6) . . ?
C60 C61 C62 136.3(7) . . ?
N6 C62 C61 119.5(6) . . ?
N6 C62 H62 120.3 . . ?
C61 C62 H62 120.3 . . ?
C71 C63 C64 120.9(6) . . ?
C71 C63 N6 121.8(6) . . ?
C64 C63 N6 117.3(6) . . ?
C68 C64 C63 117.2(7) . . ?
C68 C64 C65 122.0(7) . . ?
C63 C64 C65 120.7(7) . . ?
C67 C65 C66 112.8(8) . . ?
C67 C65 C64 114.9(7) . . ?
C66 C65 C64 113.6(8) . . ?
C67 C65 H65 104.8 . . ?
C66 C65 H65 104.8 . . ?
C64 C65 H65 104.8 . . ?
C65 C66 H66A 109.5 . . ?
C65 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
C65 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C65 C67 H67A 109.5 . . ?
C65 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C65 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C69 C68 C64 121.2(8) . . ?
C69 C68 H68 119.4 . . ?
C64 C68 H68 119.4 . . ?
C70 C69 C68 121.3(8) . . ?
C70 C69 H69 119.3 . . ?
C68 C69 H69 119.3 . . ?
C69 C70 C71 121.2(8) . . ?
C69 C70 H70 119.4 . . ?
C71 C70 H70 119.4 . . ?
C70 C71 C63 117.8(7) . . ?
C70 C71 C72 119.7(7) . . ?
C63 C71 C72 122.3(6) . . ?
C73 C72 C74 110.4(7) . . ?
C73 C72 C71 113.4(8) . . ?
C74 C72 C71 110.7(7) . . ?
C73 C72 H72 107.4 . . ?
C74 C72 H72 107.4 . . ?
C71 C72 H72 107.4 . . ?
C72 C73 H73A 109.5 . . ?
C72 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C72 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C72 C74 H74A 109.5 . . ?
C72 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C72 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
Cu3 I2 Cu4 63.81(6) . . ?
Cu3 I4 Cu4 63.31(6) . . ?
I3 Cu3 I4 121.96(11) . . ?
I3 Cu3 I2 118.73(11) . . ?
I4 Cu3 I2 119.31(8) . . ?
I3 Cu3 Cu4 164.05(16) . . ?
I4 Cu3 Cu4 61.41(6) . . ?
I2 Cu3 Cu4 60.44(6) . . ?
N11 Cu4 I1 108.6(3) . . ?
N11 Cu4 I2 115.3(3) . . ?
I1 Cu4 I2 106.95(9) . . ?
N11 Cu4 I4 107.9(3) . . ?
I1 Cu4 I4 108.97(10) . . ?
I2 Cu4 I4 108.95(8) . . ?
N11 Cu4 Cu3 116.3(3) . . ?
I1 Cu4 Cu3 135.03(11) . . ?
I2 Cu4 Cu3 55.75(6) . . ?
I4 Cu4 Cu3 55.28(6) . . ?
Cu4' I2' Cu3' 64.7(3) . . ?
Cu4' I4' Cu3' 64.5(3) . . ?
I3' Cu3' I4' 112.4(5) . . ?
I3' Cu3' I2' 110.2(4) . . ?
I4' Cu3' I2' 110.8(4) . . ?
I3' Cu3' Cu4' 141.1(6) . . ?
I4' Cu3' Cu4' 56.8(3) . . ?
I2' Cu3' Cu4' 55.6(3) . . ?
I1' Cu4' I2' 121.0(4) . . ?
I1' Cu4' I4' 120.5(4) . . ?
I2' Cu4' I4' 116.7(4) . . ?
I1' Cu4' Cu3' 154.2(7) . . ?
I2' Cu4' Cu3' 59.8(3) . . ?
I4' Cu4' Cu3' 58.7(3) . . ?
C75 N11 Cu4 173.9(10) . . ?
N11 C75 C76 179.1(15) . . ?
C75 C76 H76A 109.5 . . ?
C75 C76 H76B 109.5 . . ?
H76A C76 H76B 109.5 . . ?
C75 C76 H76C 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 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
C3 C2 C4 C5 36.0(10) . . . . ?
C1 C2 C4 C5 -89.5(9) . . . . ?
C3 C2 C4 C12 -147.8(7) . . . . ?
C1 C2 C4 C12 86.7(9) . . . . ?
C12 C4 C5 C6 1.2(10) . . . . ?
C2 C4 C5 C6 177.6(7) . . . . ?
C4 C5 C6 C7 0.8(11) . . . . ?
C5 C6 C7 C8 -1.1(11) . . . . ?
C6 C7 C8 C12 -0.5(10) . . . . ?
C6 C7 C8 C9 -179.5(7) . . . . ?
C7 C8 C9 C11 -62.1(8) . . . . ?
C12 C8 C9 C11 119.1(7) . . . . ?
C7 C8 C9 C10 62.4(8) . . . . ?
C12 C8 C9 C10 -116.4(7) . . . . ?
C5 C4 C12 C8 -3.0(10) . . . . ?
C2 C4 C12 C8 -179.3(6) . . . . ?
C5 C4 C12 N1 176.9(6) . . . . ?
C2 C4 C12 N1 0.6(9) . . . . ?
C7 C8 C12 C4 2.6(10) . . . . ?
C9 C8 C12 C4 -178.5(6) . . . . ?
C7 C8 C12 N1 -177.3(6) . . . . ?
C9 C8 C12 N1 1.6(10) . . . . ?
C13 N1 C12 C4 -113.0(7) . . . . ?
Cu1 N1 C12 C4 54.9(8) . . . . ?
C13 N1 C12 C8 66.9(8) . . . . ?
Cu1 N1 C12 C8 -125.2(6) . . . . ?
C12 N1 C13 C14 171.6(6) . . . . ?
Cu1 N1 C13 C14 1.4(8) . . . . ?
C17 N2 C14 C15 1.2(8) . . . . ?
Cu1 N2 C14 C15 -179.4(5) . . . . ?
C17 N2 C14 C13 -176.8(6) . . . . ?
Cu1 N2 C14 C13 2.7(8) . . . . ?
N1 C13 C14 N2 -2.8(10) . . . . ?
N1 C13 C14 C15 180.0(8) . . . . ?
N2 C14 C15 C16 -0.2(9) . . . . ?
C13 C14 C15 C16 177.1(8) . . . . ?
C14 C15 C16 C17 -0.8(9) . . . . ?
C14 N2 C17 C16 -1.7(8) . . . . ?
Cu1 N2 C17 C16 179.1(6) . . . . ?
C14 N2 C17 C18 177.9(7) . . . . ?
Cu1 N2 C17 C18 -1.3(12) . . . . ?
C15 C16 C17 N2 1.6(9) . . . . ?
C15 C16 C17 C18 -177.9(8) . . . . ?
N2 C17 C18 N3 -87.3(8) . . . . ?
C16 C17 C18 N3 92.1(10) . . . . ?
C20 N3 C18 C17 56.0(8) . . . . ?
C19 N3 C18 C17 -175.7(6) . . . . ?
C19 N3 C20 C21 -64.0(7) . . . . ?
C18 N3 C20 C21 63.2(8) . . . . ?
C24 N4 C21 C22 -1.5(7) . . . . ?
Cu1 N4 C21 C22 171.3(5) . . . . ?
C24 N4 C21 C20 179.0(6) . . . . ?
Cu1 N4 C21 C20 -8.1(11) . . . . ?
N3 C20 C21 N4 -87.6(8) . . . . ?
N3 C20 C21 C22 93.1(9) . . . . ?
N4 C21 C22 C23 1.2(8) . . . . ?
C20 C21 C22 C23 -179.4(7) . . . . ?
C21 C22 C23 C24 -0.4(8) . . . . ?
C21 N4 C24 C23 1.3(7) . . . . ?
Cu1 N4 C24 C23 -173.7(4) . . . . ?
C21 N4 C24 C25 -177.3(6) . . . . ?
Cu1 N4 C24 C25 7.7(7) . . . . ?
C22 C23 C24 N4 -0.6(8) . . . . ?
C22 C23 C24 C25 177.6(7) . . . . ?
C26 N5 C25 C24 170.6(6) . . . . ?
Cu1 N5 C25 C24 1.0(7) . . . . ?
N4 C24 C25 N5 -5.8(9) . . . . ?
C23 C24 C25 N5 176.0(7) . . . . ?
C25 N5 C26 C30 -113.4(7) . . . . ?
Cu1 N5 C26 C30 53.7(8) . . . . ?
C25 N5 C26 C34 66.2(8) . . . . ?
Cu1 N5 C26 C34 -126.7(6) . . . . ?
C34 C26 C30 C31 -6.9(10) . . . . ?
N5 C26 C30 C31 172.7(6) . . . . ?
C34 C26 C30 C28 171.6(7) . . . . ?
N5 C26 C30 C28 -8.9(10) . . . . ?
C27 C28 C30 C26 -143.6(8) . . . . ?
C29 C28 C30 C26 85.9(10) . . . . ?
C27 C28 C30 C31 34.8(12) . . . . ?
C29 C28 C30 C31 -95.8(10) . . . . ?
C26 C30 C31 C32 1.2(11) . . . . ?
C28 C30 C31 C32 -177.2(8) . . . . ?
C30 C31 C32 C33 4.6(14) . . . . ?
C31 C32 C33 C34 -4.8(14) . . . . ?
C32 C33 C34 C26 -0.8(12) . . . . ?
C32 C33 C34 C35 176.7(8) . . . . ?
C30 C26 C34 C33 6.7(10) . . . . ?
N5 C26 C34 C33 -172.8(6) . . . . ?
C30 C26 C34 C35 -170.6(7) . . . . ?
N5 C26 C34 C35 9.8(10) . . . . ?
C33 C34 C35 C37 -55.2(10) . . . . ?
C26 C34 C35 C37 122.1(7) . . . . ?
C33 C34 C35 C36 67.3(10) . . . . ?
C26 C34 C35 C36 -115.4(8) . . . . ?
C40 C39 C41 C42 -61.3(9) . . . . ?
C38 C39 C41 C42 62.2(9) . . . . ?
C40 C39 C41 C49 116.4(7) . . . . ?
C38 C39 C41 C49 -120.1(7) . . . . ?
C49 C41 C42 C43 1.8(11) . . . . ?
C39 C41 C42 C43 179.6(7) . . . . ?
C41 C42 C43 C44 -0.6(12) . . . . ?
C42 C43 C44 C45 0.7(13) . . . . ?
C43 C44 C45 C49 -2.1(12) . . . . ?
C43 C44 C45 C46 -178.1(8) . . . . ?
C49 C45 C46 C48 137.6(9) . . . . ?
C44 C45 C46 C48 -46.7(11) . . . . ?
C49 C45 C46 C47 -95.5(11) . . . . ?
C44 C45 C46 C47 80.2(12) . . . . ?
C44 C45 C49 C41 3.4(10) . . . . ?
C46 C45 C49 C41 179.2(7) . . . . ?
C44 C45 C49 N10 -176.5(6) . . . . ?
C46 C45 C49 N10 -0.7(10) . . . . ?
C42 C41 C49 C45 -3.3(10) . . . . ?
C39 C41 C49 C45 179.0(7) . . . . ?
C42 C41 C49 N10 176.7(6) . . . . ?
C39 C41 C49 N10 -1.1(10) . . . . ?
C50 N10 C49 C45 112.4(7) . . . . ?
Cu2 N10 C49 C45 -57.0(8) . . . . ?
C50 N10 C49 C41 -67.5(9) . . . . ?
Cu2 N10 C49 C41 123.1(6) . . . . ?
C49 N10 C50 C51 -173.5(6) . . . . ?
Cu2 N10 C50 C51 -2.2(8) . . . . ?
C54 N9 C51 C50 175.6(6) . . . . ?
Cu2 N9 C51 C50 -1.6(7) . . . . ?
C54 N9 C51 C52 -0.7(8) . . . . ?
Cu2 N9 C51 C52 -177.9(5) . . . . ?
N10 C50 C51 N9 2.6(10) . . . . ?
N10 C50 C51 C52 177.7(7) . . . . ?
N9 C51 C52 C53 -0.6(8) . . . . ?
C50 C51 C52 C53 -175.9(8) . . . . ?
C51 C52 C53 C54 1.6(9) . . . . ?
C51 N9 C54 C53 1.8(8) . . . . ?
Cu2 N9 C54 C53 177.6(6) . . . . ?
C51 N9 C54 C55 -178.2(6) . . . . ?
Cu2 N9 C54 C55 -2.3(12) . . . . ?
C52 C53 C54 N9 -2.1(9) . . . . ?
C52 C53 C54 C55 177.8(8) . . . . ?
N9 C54 C55 N8 90.5(8) . . . . ?
C53 C54 C55 N8 -89.4(10) . . . . ?
C57 N8 C55 C54 -56.4(8) . . . . ?
C56 N8 C55 C54 174.5(6) . . . . ?
C56 N8 C57 C58 64.6(7) . . . . ?
C55 N8 C57 C58 -63.6(8) . . . . ?
C61 N7 C58 C59 0.4(8) . . . . ?
Cu2 N7 C58 C59 -169.3(5) . . . . ?
C61 N7 C58 C57 -179.2(6) . . . . ?
Cu2 N7 C58 C57 11.1(11) . . . . ?
N8 C57 C58 N7 85.2(8) . . . . ?
N8 C57 C58 C59 -94.3(9) . . . . ?
N7 C58 C59 C60 -0.7(8) . . . . ?
C57 C58 C59 C60 178.9(7) . . . . ?
C58 C59 C60 C61 0.6(8) . . . . ?
C58 N7 C61 C60 0.0(8) . . . . ?
Cu2 N7 C61 C60 172.7(4) . . . . ?
C58 N7 C61 C62 177.1(6) . . . . ?
Cu2 N7 C61 C62 -10.1(7) . . . . ?
C59 C60 C61 N7 -0.4(8) . . . . ?
C59 C60 C61 C62 -176.6(8) . . . . ?
C63 N6 C62 C61 -170.6(6) . . . . ?
Cu2 N6 C62 C61 -0.3(7) . . . . ?
N7 C61 C62 N6 7.0(9) . . . . ?
C60 C61 C62 N6 -176.9(7) . . . . ?
C62 N6 C63 C71 -64.9(8) . . . . ?
Cu2 N6 C63 C71 127.2(6) . . . . ?
C62 N6 C63 C64 113.5(7) . . . . ?
Cu2 N6 C63 C64 -54.4(8) . . . . ?
C71 C63 C64 C68 3.6(10) . . . . ?
N6 C63 C64 C68 -174.9(6) . . . . ?
C71 C63 C64 C65 -173.0(7) . . . . ?
N6 C63 C64 C65 8.6(9) . . . . ?
C68 C64 C65 C67 -34.3(12) . . . . ?
C63 C64 C65 C67 142.1(8) . . . . ?
C68 C64 C65 C66 97.6(10) . . . . ?
C63 C64 C65 C66 -86.0(10) . . . . ?
C63 C64 C68 C69 1.5(11) . . . . ?
C65 C64 C68 C69 177.9(8) . . . . ?
C64 C68 C69 C70 -5.7(13) . . . . ?
C68 C69 C70 C71 4.8(13) . . . . ?
C69 C70 C71 C63 0.2(11) . . . . ?
C69 C70 C71 C72 -176.4(8) . . . . ?
C64 C63 C71 C70 -4.4(10) . . . . ?
N6 C63 C71 C70 173.9(6) . . . . ?
C64 C63 C71 C72 172.1(7) . . . . ?
N6 C63 C71 C72 -9.5(10) . . . . ?
C70 C71 C72 C73 -67.4(10) . . . . ?
C63 C71 C72 C73 116.1(8) . . . . ?
C70 C71 C72 C74 57.2(10) . . . . ?
C63 C71 C72 C74 -119.2(8) . . . . ?

_refine_diff_density_max         0.540
_refine_diff_density_min         -1.093
_refine_diff_density_rms         0.142


