# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

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

data_Cu40_BCN4
_database_code_depnum_ccdc_archive 'CCDC 1524717'
_audit_update_record             
;
2017-03-09 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H31 B Cu N6 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         449.85

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.286(8)
_cell_length_b                   18.723(17)
_cell_length_c                   15.485(14)
_cell_angle_alpha                90
_cell_angle_beta                 94.159(9)
_cell_angle_gamma                90
_cell_volume                     2396.(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6749
_cell_measurement_theta_min      2.5496
_cell_measurement_theta_max      28.6703
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       stick
_exptl_crystal_colour            purple
_exptl_crystal_size_max          1.000
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             948

_exptl_absorpt_coefficient_mu    0.936
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  ' Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type  '

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            13386
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_theta_min         1.71
_diffrn_reflns_theta_max         27.03
_diffrn_reflns_theta_full        27.03
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
;

_reflns_number_total             5240
_reflns_number_gt                4647
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.0954
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_number_reflns         5240
_refine_ls_number_parameters     269
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0371P)²+0.8845P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.472
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
B B 0.0013 0.0007 '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'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.55158(2) 0.01142(2) 0.16161(2) 0.01226(8) Uani d . . . 1 . .
B B1 0.3560(2) 0.14852(10) 0.39383(13) 0.0162(4) Uani d . . . 1 . .
C C1 0.4685(2) 0.21796(10) 0.39084(12) 0.0216(4) Uani d . . . 1 . .
N N1 0.5454(2) 0.26858(10) 0.38977(12) 0.0356(4) Uani d . . . 1 . .
C C2 0.4318(2) 0.08455(10) 0.34148(11) 0.0173(4) Uani d . . . 1 . .
N N2 0.48351(19) 0.03915(9) 0.30227(10) 0.0222(3) Uani d . . . 1 . .
C C3 0.3406(2) 0.12590(9) 0.49203(12) 0.0200(4) Uani d . . . 1 . .
N N3 0.3296(2) 0.11120(10) 0.56306(11) 0.0327(4) Uani d . . . 1 . .
C C4 0.1823(2) 0.16810(10) 0.34845(12) 0.0213(4) Uani d . . . 1 . .
N N4 0.0591(2) 0.18334(10) 0.31488(12) 0.0327(4) Uani d . . . 1 . .
O O1 0.35340(14) 0.05431(6) 0.11406(8) 0.0163(2) Uani d . . . 1 . .
O O2 0.66355(14) 0.10049(6) 0.15243(8) 0.0161(2) Uani d . . . 1 . .
N N5 0.45881(18) -0.09010(7) 0.14718(9) 0.0159(3) Uani d . . . 1 . .
N N6 0.76833(17) -0.03590(8) 0.19381(9) 0.0157(3) Uani d . . . 1 . .
C C5 0.8613(2) -0.00192(10) 0.26834(13) 0.0231(4) Uani d . . . 1 . .
H H5A 0.9651 -0.0265 0.2793 0.035 Uiso calc U . R 1 . .
H H5B 0.7995 -0.0052 0.3198 0.035 Uiso calc U . R 1 . .
H H5C 0.8807 0.0484 0.2551 0.035 Uiso calc U . R 1 . .
C C6 0.8644(2) -0.03173(11) 0.11666(13) 0.0230(4) Uani d . . . 1 . .
H H6A 0.8871 0.0184 0.104 0.035 Uiso calc U . R 1 . .
H H6B 0.8029 -0.0533 0.0668 0.035 Uiso calc U . R 1 . .
H H6C 0.9666 -0.0576 0.1282 0.035 Uiso calc U . R 1 . .
C C7 0.3553(2) -0.10623(10) 0.21951(13) 0.0248(4) Uani d . . . 1 . .
H H7A 0.3084 -0.154 0.2114 0.037 Uiso calc U . R 1 . .
H H7B 0.2683 -0.0708 0.2201 0.037 Uiso calc U . R 1 . .
H H7C 0.4212 -0.1045 0.2746 0.037 Uiso calc U . R 1 . .
C C8 0.3610(2) -0.09964(10) 0.06420(12) 0.0241(4) Uani d . . . 1 . .
H H8A 0.4271 -0.0883 0.0161 0.036 Uiso calc U . R 1 . .
H H8B 0.2672 -0.0677 0.0625 0.036 Uiso calc U . R 1 . .
H H8C 0.3239 -0.1493 0.0591 0.036 Uiso calc U . R 1 . .
C C9 0.7212(2) 0.22214(10) 0.16503(14) 0.0266(4) Uani d . . . 1 . .
H H9A 0.753 0.227 0.2269 0.04 Uiso calc U . R 1 . .
H H9B 0.6731 0.267 0.1431 0.04 Uiso calc U . R 1 . .
H H9C 0.8167 0.211 0.1338 0.04 Uiso calc U . R 1 . .
C C10 0.5989(2) 0.16263(9) 0.15161(11) 0.0153(3) Uani d . . . 1 . .
C C11 0.4313(2) 0.17670(9) 0.13887(11) 0.0147(3) Uani d . . . 1 . .
C C12 0.3202(2) 0.12153(9) 0.11717(11) 0.0144(3) Uani d . . . 1 . .
C C13 0.3714(2) 0.25372(9) 0.14184(11) 0.0166(3) Uani d . . . 1 . .
H H13A 0.437 0.2795 0.1879 0.02 Uiso calc U . R 1 . .
H H13B 0.258 0.2534 0.158 0.02 Uiso calc U . R 1 . .
C C15 0.1435(2) 0.13882(10) 0.09392(12) 0.0190(4) Uani d . . . 1 . .
H H15A 0.0892 0.0968 0.0676 0.029 Uiso calc U . R 1 . .
H H15B 0.1357 0.1786 0.0528 0.029 Uiso calc U . R 1 . .
H H15C 0.0914 0.1522 0.1464 0.029 Uiso calc U . R 1 . .
C C16 0.6016(2) -0.13948(9) 0.15070(12) 0.0200(4) Uani d . . . 1 . .
H H16A 0.6441 -0.1429 0.0927 0.024 Uiso calc U . R 1 . .
H H16B 0.5682 -0.1878 0.1682 0.024 Uiso calc U . R 1 . .
C C17 0.3789(2) 0.29518(9) 0.05648(11) 0.0177(3) Uani d . . . 1 . .
H H17A 0.4927 0.2977 0.0413 0.021 Uiso calc U . R 1 . .
H H17B 0.3164 0.2689 0.0097 0.021 Uiso calc U . R 1 . .
C C18 0.3116(3) 0.37059(10) 0.06204(13) 0.0255(4) Uani d . . . 1 . .
H H18A 0.3691 0.3956 0.1115 0.031 Uiso calc U . R 1 . .
H H18B 0.1957 0.3678 0.0734 0.031 Uiso calc U . R 1 . .
C C19 0.3285(3) 0.41411(11) -0.02031(15) 0.0340(5) Uani d . . . 1 . .
H H19A 0.4433 0.4231 -0.0274 0.051 Uiso calc U . R 1 . .
H H19B 0.2717 0.4597 -0.0159 0.051 Uiso calc U . R 1 . .
H H19C 0.2814 0.3874 -0.0704 0.051 Uiso calc U . R 1 . .
C C20 0.7314(2) -0.11133(9) 0.21513(12) 0.0197(4) Uani d . . . 1 . .
H H20A 0.694 -0.1141 0.2743 0.024 Uiso calc U . R 1 . .
H H20B 0.8303 -0.1408 0.2133 0.024 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 . 1.9187(18) ?
Cu1 O1 . 1.9257(18) ?
Cu1 N6 . 2.032(2) ?
Cu1 N5 . 2.056(2) ?
Cu1 N2 . 2.347(2) ?
B1 C3 . 1.592(3) ?
B1 C4 . 1.598(3) ?
B1 C2 . 1.600(3) ?
B1 C1 . 1.602(3) ?
C1 N1 . 1.143(3) ?
C2 N2 . 1.146(2) ?
C3 N3 . 1.144(3) ?
C4 N4 . 1.148(3) ?
O1 C12 . 1.290(2) ?
O2 C10 . 1.281(2) ?
N5 C8 . 1.479(3) ?
N5 C7 . 1.490(2) ?
N5 C16 . 1.499(2) ?
N6 C5 . 1.484(3) ?
N6 C6 . 1.485(2) ?
N6 C20 . 1.487(3) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 C10 . 1.510(3) ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 C11 . 1.413(3) ?
C11 C12 . 1.408(3) ?
C11 C13 . 1.527(3) ?
C12 C15 . 1.518(3) ?
C13 C17 . 1.538(3) ?
C13 H13A . 0.99 ?
C13 H13B . 0.99 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 C20 . 1.508(3) ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C17 C18 . 1.523(3) ?
C17 H17A . 0.99 ?
C17 H17B . 0.99 ?
C18 C19 . 1.528(3) ?
C18 H18A . 0.99 ?
C18 H18B . 0.99 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.99 ?
C20 H20B . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cu1 O1 . . 90.73(8) ?
O2 Cu1 N6 . . 88.49(8) ?
O1 Cu1 N6 . . 171.75(5) ?
O2 Cu1 N5 . . 166.99(5) ?
O1 Cu1 N5 . . 92.42(7) ?
N6 Cu1 N5 . . 86.58(8) ?
O2 Cu1 N2 . . 91.52(6) ?
O1 Cu1 N2 . . 90.40(7) ?
N6 Cu1 N2 . . 97.83(7) ?
N5 Cu1 N2 . . 101.08(6) ?
C3 B1 C4 . . 110.42(15) ?
C3 B1 C2 . . 110.26(15) ?
C4 B1 C2 . . 108.85(15) ?
C3 B1 C1 . . 109.30(15) ?
C4 B1 C1 . . 107.96(16) ?
C2 B1 C1 . . 110.01(15) ?
N1 C1 B1 . . 178.0(2) ?
N2 C2 B1 . . 178.31(19) ?
C2 N2 Cu1 . . 141.28(14) ?
N3 C3 B1 . . 178.50(19) ?
N4 C4 B1 . . 178.5(2) ?
C12 O1 Cu1 . . 124.80(11) ?
C10 O2 Cu1 . . 125.89(12) ?
C8 N5 C7 . . 108.63(16) ?
C8 N5 C16 . . 109.76(14) ?
C7 N5 C16 . . 110.08(15) ?
C8 N5 Cu1 . . 112.51(11) ?
C7 N5 Cu1 . . 109.68(11) ?
C16 N5 Cu1 . . 106.17(12) ?
C5 N6 C6 . . 108.95(16) ?
C5 N6 C20 . . 109.76(15) ?
C6 N6 C20 . . 111.06(14) ?
C5 N6 Cu1 . . 113.81(12) ?
C6 N6 Cu1 . . 107.19(12) ?
C20 N6 Cu1 . . 106.03(11) ?
N6 C5 H5A . . 109.5 ?
N6 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
N6 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
N6 C6 H6A . . 109.5 ?
N6 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
N6 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N5 C7 H7A . . 109.5 ?
N5 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
N5 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N5 C8 H8A . . 109.5 ?
N5 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
N5 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C10 C9 H9A . . 109.5 ?
C10 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C10 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
O2 C10 C11 . . 125.24(15) ?
O2 C10 C9 . . 113.13(16) ?
C11 C10 C9 . . 121.63(16) ?
C12 C11 C10 . . 121.03(16) ?
C12 C11 C13 . . 119.43(16) ?
C10 C11 C13 . . 119.37(15) ?
O1 C12 C11 . . 125.97(16) ?
O1 C12 C15 . . 113.82(15) ?
C11 C12 C15 . . 120.21(16) ?
C11 C13 C17 . . 114.66(14) ?
C11 C13 H13A . . 108.6 ?
C17 C13 H13A . . 108.6 ?
C11 C13 H13B . . 108.6 ?
C17 C13 H13B . . 108.6 ?
H13A C13 H13B . . 107.6 ?
C12 C15 H15A . . 109.5 ?
C12 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C12 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
N5 C16 C20 . . 109.36(15) ?
N5 C16 H16A . . 109.8 ?
C20 C16 H16A . . 109.8 ?
N5 C16 H16B . . 109.8 ?
C20 C16 H16B . . 109.8 ?
H16A C16 H16B . . 108.3 ?
C18 C17 C13 . . 112.44(15) ?
C18 C17 H17A . . 109.1 ?
C13 C17 H17A . . 109.1 ?
C18 C17 H17B . . 109.1 ?
C13 C17 H17B . . 109.1 ?
H17A C17 H17B . . 107.8 ?
C17 C18 C19 . . 113.03(17) ?
C17 C18 H18A . . 109.0 ?
C19 C18 H18A . . 109.0 ?
C17 C18 H18B . . 109.0 ?
C19 C18 H18B . . 109.0 ?
H18A C18 H18B . . 107.8 ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
N6 C20 C16 . . 109.48(15) ?
N6 C20 H20A . . 109.8 ?
C16 C20 H20A . . 109.8 ?
N6 C20 H20B . . 109.8 ?
C16 C20 H20B . . 109.8 ?
H20A C20 H20B . . 108.2 ?

####################################################################### 
# 
# 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_C4-CCN3
_database_code_depnum_ccdc_archive 'CCDC 1524716'
_audit_update_record             
;
2017-03-09 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H31 Cu N5 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         425.03
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.948(10)
_cell_length_b                   11.885(11)
_cell_length_c                   16.734(15)
_cell_angle_alpha                90
_cell_angle_beta                 91.091(15)
_cell_angle_gamma                90
_cell_volume                     2177.(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8836
_cell_measurement_theta_min      2.2080
_cell_measurement_theta_max      28.6559
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             900

_exptl_absorpt_coefficient_mu    1.025
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type  '

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            11609
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_theta_min         1.22
_diffrn_reflns_theta_max         26.67
_diffrn_reflns_theta_full        26.67
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.961
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;
The location of the highest residual peak was 0.9783 0.4125 0.4765, located close to Cu2.
Refined as a 2-component twin.
;

_reflns_number_total             8159
_reflns_number_gt                7976
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_gt          0.1232
_refine_ls_wR_factor_ref         0.1269
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.087
_refine_ls_number_reflns         8159
_refine_ls_number_parameters     521
_refine_ls_number_restraints     127
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0435P)²+4.0128P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.764
_refine_diff_density_min         -0.625
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 3220 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.007(7)

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'
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'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 786)'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.7831(6) 0.3374(6) 0.0224(5) 0.0228(14) Uani d U . . 1.0 . .
C C2 0.8989(7) 0.3218(7) -0.0244(5) 0.0299(17) Uani d . . . 1.0 . .
H H2A 0.8779 0.3099 -0.0809 0.045 Uiso calc U . R 1.0 . .
H H2B 0.9437 0.2563 -0.0037 0.045 Uiso calc U . R 1.0 . .
H H2C 0.9501 0.3891 -0.0188 0.045 Uiso calc U . R 1.0 . .
C C3 0.7838(6) 0.3205(6) 0.1050(4) 0.0214(14) Uani d U . . 1.0 . .
C C4 0.9040(6) 0.2942(7) 0.1503(4) 0.0231(15) Uani d . . . 1.0 . .
H H4A 0.8967 0.322 0.2058 0.028 Uiso calc U . R 1.0 . .
H H4B 0.9702 0.3376 0.1252 0.028 Uiso calc U . R 1.0 . .
C C5 0.9432(6) 0.1697(6) 0.1540(5) 0.0228(15) Uani d . . . 1.0 . .
H H5A 0.8786 0.1251 0.1798 0.027 Uiso calc U . R 1.0 . .
H H5B 0.9529 0.1408 0.099 0.027 Uiso calc U . R 1.0 . .
C C6 1.0635(7) 0.1551(6) 0.2008(5) 0.0276(16) Uani d . . . 1.0 . .
H H6A 1.1253 0.2066 0.1787 0.033 Uiso calc U . R 1.0 . .
H H6B 1.051 0.1765 0.2572 0.033 Uiso calc U . R 1.0 . .
C C7 1.1121(7) 0.0349(7) 0.1980(5) 0.0310(18) Uani d . . . 1.0 . .
H H7A 1.0503 -0.0169 0.2183 0.047 Uiso calc U . R 1.0 . .
H H7B 1.1866 0.0292 0.2312 0.047 Uiso calc U . R 1.0 . .
H H7C 1.1306 0.0151 0.1427 0.047 Uiso calc U . R 1.0 . .
C C8 0.6736(6) 0.3249(7) 0.1479(5) 0.0239(15) Uani d U . . 1.0 . .
C C9 0.6721(7) 0.2951(8) 0.2361(5) 0.0312(17) Uani d U . . 1.0 . .
H H9A 0.712 0.355 0.2672 0.047 Uiso calc U . R 1.0 . .
H H9B 0.7159 0.2241 0.245 0.047 Uiso calc U . R 1.0 . .
H H9C 0.5874 0.2868 0.2531 0.047 Uiso calc U . R 1.0 . .
C C12 0.3642(8) 0.5406(10) 0.1204(8) 0.057(3) Uani d U . . 1.0 . .
H H12A 0.2794 0.5579 0.1336 0.085 Uiso calc U . R 1.0 . .
H H12B 0.4075 0.6106 0.1083 0.085 Uiso calc U . R 1.0 . .
H H12C 0.4045 0.5032 0.166 0.085 Uiso calc U . R 1.0 . .
C C13 0.2976(9) 0.3650(9) 0.0747(10) 0.072(4) Uani d . . . 1.0 . .
H H13A 0.3237 0.3417 0.1286 0.108 Uiso calc U . R 1.0 . .
H H13B 0.314 0.3042 0.0368 0.108 Uiso calc U . R 1.0 . .
H H13C 0.2099 0.3816 0.0742 0.108 Uiso calc U . R 1.0 . .
C C14 0.5655(9) 0.5650(9) -0.1252(6) 0.046(2) Uani d . . . 1.0 . .
H H14A 0.5401 0.5837 -0.1801 0.069 Uiso calc U . R 1.0 . .
H H14B 0.6504 0.5387 -0.1247 0.069 Uiso calc U . R 1.0 . .
H H14C 0.5589 0.632 -0.0915 0.069 Uiso calc U . R 1.0 . .
C C15 0.4883(11) 0.3804(8) -0.1511(6) 0.055(3) Uani d U . . 1.0 . .
H H15A 0.4548 0.4043 -0.2031 0.083 Uiso calc U . R 1.0 . .
H H15B 0.4384 0.319 -0.1301 0.083 Uiso calc U . R 1.0 . .
H H15C 0.5724 0.3542 -0.1573 0.083 Uiso calc U . R 1.0 . .
C C16 0.8438(6) 0.6570(6) 0.1173(5) 0.0248(16) Uani d . . . 1.0 . .
C C17 0.7310(6) 0.6195(6) 0.0843(4) 0.0217(15) Uani d . . . 1.0 . .
C C18 0.8503(6) 0.7616(7) 0.1594(5) 0.0259(16) Uani d . . . 1.0 . .
C C19 0.9510(8) 0.5950(7) 0.1070(7) 0.040(2) Uani d . . . 1.0 . .
C C20 0.1812(6) 0.7922(6) 0.3514(4) 0.0206(14) Uani d . . . 1.0 . .
C C21 0.1816(7) 0.7500(7) 0.2661(4) 0.0266(16) Uani d . . . 1.0 . .
H H21A 0.0973 0.7392 0.2469 0.04 Uiso calc U . R 1.0 . .
H H21B 0.2255 0.6783 0.2639 0.04 Uiso calc U . R 1.0 . .
H H21C 0.2223 0.8053 0.2322 0.04 Uiso calc U . R 1.0 . .
C C22 0.2901(6) 0.7906(6) 0.3994(4) 0.0183(13) Uani d . . . 1.0 . .
C C23 0.4113(6) 0.7525(6) 0.3629(5) 0.0213(15) Uani d . . . 1.0 . .
H H23A 0.4786 0.7968 0.3876 0.026 Uiso calc U . R 1.0 . .
H H23B 0.409 0.7703 0.3051 0.026 Uiso calc U . R 1.0 . .
C C24 0.4407(7) 0.6259(6) 0.3732(5) 0.0264(16) Uani d . . . 1.0 . .
H H24A 0.3914 0.5824 0.3338 0.032 Uiso calc U . R 1.0 . .
H H24B 0.4166 0.6018 0.4272 0.032 Uiso calc U . R 1.0 . .
C C25 0.5780(7) 0.5980(7) 0.3619(5) 0.0266(16) Uani d . . . 1.0 . .
H H25A 0.6272 0.6385 0.4029 0.032 Uiso calc U . R 1.0 . .
H H25B 0.5908 0.5163 0.3702 0.032 Uiso calc U . R 1.0 . .
C C26 0.6222(7) 0.6299(9) 0.2800(5) 0.037(2) Uani d . . . 1.0 . .
H H26A 0.5707 0.5936 0.239 0.055 Uiso calc U . R 1.0 . .
H H26B 0.707 0.6052 0.2743 0.055 Uiso calc U . R 1.0 . .
H H26C 0.6177 0.7118 0.2735 0.055 Uiso calc U . R 1.0 . .
C C27 0.2887(6) 0.8142(6) 0.4819(4) 0.0193(14) Uani d . . . 1.0 . .
C C28 0.4038(7) 0.8033(7) 0.5331(5) 0.0298(17) Uani d . . . 1.0 . .
H H28A 0.4528 0.8719 0.5284 0.045 Uiso calc U . R 1.0 . .
H H28B 0.4514 0.7386 0.515 0.045 Uiso calc U . R 1.0 . .
H H28C 0.3816 0.7923 0.589 0.045 Uiso calc U . R 1.0 . .
C C29 -0.1213(8) 1.0259(9) 0.5667(5) 0.042(2) Uani d U . . 1.0 . .
H H29A -0.1665 1.0328 0.6172 0.051 Uiso calc U . R 1.0 . .
H H29B -0.1001 1.1026 0.5485 0.051 Uiso calc U . R 1.0 . .
C C30 -0.1988(8) 0.9720(9) 0.5067(6) 0.040(2) Uani d . . . 1.0 . .
H H30A -0.2664 1.0236 0.4916 0.049 Uiso calc U . R 1.0 . .
H H30B -0.2351 0.9033 0.5299 0.049 Uiso calc U . R 1.0 . .
C C31 0.0836(8) 1.0342(8) 0.6240(5) 0.0343(18) Uani d U . . 1.0 . .
H H31A 0.093 1.1049 0.5946 0.051 Uiso calc U . R 1.0 . .
H H31B 0.1623 0.995 0.6271 0.051 Uiso calc U . R 1.0 . .
H H31C 0.0557 1.0504 0.6781 0.051 Uiso calc U . R 1.0 . .
C C32 -0.0275(7) 0.8616(7) 0.6330(5) 0.0279(16) Uani d . . . 1.0 . .
H H32A -0.0644 0.8854 0.6832 0.042 Uiso calc U . R 1.0 . .
H H32B 0.0514 0.8255 0.6446 0.042 Uiso calc U . R 1.0 . .
H H32C -0.0818 0.808 0.6055 0.042 Uiso calc U . R 1.0 . .
C C33 -0.1306(8) 1.0294(8) 0.3719(7) 0.042(2) Uani d . . . 1.0 . .
H H33A -0.2147 1.0532 0.36 0.063 Uiso calc U . R 1.0 . .
H H33B -0.094 0.9995 0.3233 0.063 Uiso calc U . R 1.0 . .
H H33C -0.0829 1.0941 0.3911 0.063 Uiso calc U . R 1.0 . .
C C34 -0.1944(7) 0.8414(8) 0.4002(6) 0.037(2) Uani d . . . 1.0 . .
H H34A -0.1921 0.7801 0.4393 0.055 Uiso calc U . R 1.0 . .
H H34B -0.1536 0.8175 0.3514 0.055 Uiso calc U . R 1.0 . .
H H34C -0.2796 0.8608 0.3874 0.055 Uiso calc U . R 1.0 . .
C C35 0.3412(6) 1.1415(6) 0.3695(4) 0.0205(14) Uani d . . . 1.0 . .
C C36 0.2350(6) 1.1021(6) 0.4061(4) 0.0211(14) Uani d . . . 1.0 . .
C C37 0.4490(7) 1.0753(7) 0.3696(5) 0.0267(16) Uani d . . . 1.0 . .
C C38 0.3402(6) 1.2493(7) 0.3338(5) 0.0268(17) Uani d . . . 1.0 . .
C C10A 0.2913(16) 0.4793(16) -0.0268(10) 0.028(3) Uani d U P . 0.443(19) A 1
H H10A 0.2696 0.4044 -0.0486 0.033 Uiso calc U P R 0.443(19) A 1
H H10B 0.215 0.5217 -0.0173 0.033 Uiso calc U P R 0.443(19) A 1
C C11A 0.370(2) 0.542(2) -0.0836(15) 0.028(4) Uani d U P . 0.443(19) A 1
H H11A 0.3888 0.6176 -0.0622 0.034 Uiso calc U P R 0.443(19) A 1
H H11B 0.3265 0.5506 -0.1357 0.034 Uiso calc U P R 0.443(19) A 1
C C10B 0.3250(12) 0.5517(12) -0.0119(8) 0.024(3) Uani d U P . 0.557(19) A 2
H H10C 0.236 0.5649 -0.0084 0.029 Uiso calc U P R 0.557(19) A 2
H H10D 0.3676 0.6242 -0.0032 0.029 Uiso calc U P R 0.557(19) A 2
C C11B 0.3550(18) 0.5048(17) -0.0928(12) 0.028(3) Uani d U P . 0.557(19) A 2
H H11C 0.3057 0.4365 -0.1036 0.034 Uiso calc U P R 0.557(19) A 2
H H11D 0.3352 0.561 -0.1347 0.034 Uiso calc U P R 0.557(19) A 2
Cu Cu1 0.53886(7) 0.42502(5) 0.01813(5) 0.01753(19) Uani d . . . 1.0 . .
Cu Cu2 0.04498(7) 0.90480(6) 0.47231(5) 0.01504(18) Uani d . . . 1.0 . .
N N1 0.3661(6) 0.4671(6) 0.0514(4) 0.0232(13) Uani d U . . 1.0 . .
N N2 0.4869(5) 0.4766(5) -0.0947(3) 0.0209(12) Uani d U . . 1.0 . .
N N3 0.6386(5) 0.5916(6) 0.0577(4) 0.0276(14) Uani d . . . 1.0 . .
N N4 0.8521(6) 0.8462(7) 0.1932(5) 0.0396(18) Uani d . . . 1.0 . .
N N5 1.0404(7) 0.5441(7) 0.0988(9) 0.077(4) Uani d . . . 1.0 . .
N N6 -0.0088(5) 0.9611(5) 0.5813(3) 0.0187(12) Uani d . . . 1.0 . .
N N7 -0.1309(5) 0.9411(6) 0.4341(4) 0.0251(13) Uani d . . . 1.0 . .
N N8 0.1467(6) 1.0697(5) 0.4361(4) 0.0277(14) Uani d . . . 1.0 . .
N N9 0.5364(6) 1.0236(6) 0.3691(6) 0.044(2) Uani d . . . 1.0 . .
N N10 0.3389(7) 1.3391(7) 0.3050(5) 0.0438(19) Uani d . . . 1.0 . .
O O1 0.6890(4) 0.3655(4) -0.0220(3) 0.0227(10) Uani d . . . 1.0 . .
O O2 0.5690(4) 0.3508(5) 0.1190(3) 0.0223(10) Uani d . . . 1.0 . .
O O3 0.0769(4) 0.8264(4) 0.3740(3) 0.0221(11) Uani d U . . 1.0 . .
O O4 0.1943(4) 0.8463(4) 0.5201(3) 0.0210(10) Uani d U . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 . 1.302(8) ?
C1 C3 . 1.396(11) ?
C1 C2 . 1.515(10) ?
C2 H2A . 0.98 ?
C2 H2B . 0.98 ?
C2 H2C . 0.98 ?
C3 C8 . 1.417(10) ?
C3 C4 . 1.539(10) ?
C4 C5 . 1.541(10) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C6 . 1.529(10) ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 C7 . 1.525(11) ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 O2 . 1.273(9) ?
C8 C9 . 1.518(11) ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C12 N1 . 1.449(12) ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 N1 . 1.482(12) ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 N2 . 1.457(11) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 N2 . 1.483(11) ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 C19 . 1.399(11) ?
C16 C17 . 1.415(10) ?
C16 C18 . 1.431(11) ?
C17 N3 . 1.147(9) ?
C18 N4 . 1.154(11) ?
C19 N5 . 1.161(12) ?
C20 O3 . 1.277(8) ?
C20 C22 . 1.424(10) ?
C20 C21 . 1.513(10) ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 C27 . 1.409(10) ?
C22 C23 . 1.540(9) ?
C23 C24 . 1.548(10) ?
C23 H23A . 0.99 ?
C23 H23B . 0.99 ?
C24 C25 . 1.554(10) ?
C24 H24A . 0.99 ?
C24 H24B . 0.99 ?
C25 C26 . 1.511(11) ?
C25 H25A . 0.99 ?
C25 H25B . 0.99 ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 O4 . 1.284(8) ?
C27 C28 . 1.516(9) ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 C30 . 1.450(13) ?
C29 N6 . 1.469(10) ?
C29 H29A . 0.99 ?
C29 H29B . 0.99 ?
C30 N7 . 1.483(11) ?
C30 H30A . 0.99 ?
C30 H30B . 0.99 ?
C31 N6 . 1.504(10) ?
C31 H31A . 0.98 ?
C31 H31B . 0.98 ?
C31 H31C . 0.98 ?
C32 N6 . 1.482(9) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 N7 . 1.478(11) ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
C34 N7 . 1.481(11) ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 C36 . 1.404(10) ?
C35 C38 . 1.414(11) ?
C35 C37 . 1.418(10) ?
C36 N8 . 1.164(10) ?
C37 N9 . 1.138(11) ?
C38 N10 . 1.170(12) ?
C10A C11A . 1.49(3) ?
C10A N1 . 1.537(17) ?
C10A H10A . 0.99 ?
C10A H10B . 0.99 ?
C11A N2 . 1.51(3) ?
C11A H11A . 0.99 ?
C11A H11B . 0.99 ?
C10B C11B . 1.51(2) ?
C10B N1 . 1.522(14) ?
C10B H10C . 0.99 ?
C10B H10D . 0.99 ?
C11B N2 . 1.48(2) ?
C11B H11C . 0.99 ?
C11B H11D . 0.99 ?
Cu1 O1 . 1.923(5) ?
Cu1 O2 . 1.927(5) ?
Cu1 N1 . 2.044(6) ?
Cu1 N2 . 2.055(6) ?
Cu1 N3 . 2.350(7) ?
Cu2 O3 . 1.928(5) ?
Cu2 O4 . 1.936(5) ?
Cu2 N6 . 2.040(6) ?
Cu2 N7 . 2.063(6) ?
Cu2 N8 . 2.339(7) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 C1 C3 . . 126.3(7) ?
O1 C1 C2 . . 113.4(7) ?
C3 C1 C2 . . 120.3(6) ?
C1 C2 H2A . . 109.5 ?
C1 C2 H2B . . 109.5 ?
H2A C2 H2B . . 109.5 ?
C1 C2 H2C . . 109.5 ?
H2A C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
C1 C3 C8 . . 120.5(6) ?
C1 C3 C4 . . 120.4(6) ?
C8 C3 C4 . . 119.1(6) ?
C3 C4 C5 . . 116.7(6) ?
C3 C4 H4A . . 108.1 ?
C5 C4 H4A . . 108.1 ?
C3 C4 H4B . . 108.1 ?
C5 C4 H4B . . 108.1 ?
H4A C4 H4B . . 107.3 ?
C6 C5 C4 . . 111.5(6) ?
C6 C5 H5A . . 109.3 ?
C4 C5 H5A . . 109.3 ?
C6 C5 H5B . . 109.3 ?
C4 C5 H5B . . 109.3 ?
H5A C5 H5B . . 108.0 ?
C7 C6 C5 . . 112.8(6) ?
C7 C6 H6A . . 109.0 ?
C5 C6 H6A . . 109.0 ?
C7 C6 H6B . . 109.0 ?
C5 C6 H6B . . 109.0 ?
H6A C6 H6B . . 107.8 ?
C6 C7 H7A . . 109.5 ?
C6 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C6 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
O2 C8 C3 . . 125.7(7) ?
O2 C8 C9 . . 113.6(6) ?
C3 C8 C9 . . 120.7(6) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N1 C12 H12A . . 109.5 ?
N1 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
N1 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
N1 C13 H13A . . 109.5 ?
N1 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
N1 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
N2 C14 H14A . . 109.5 ?
N2 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
N2 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N2 C15 H15A . . 109.5 ?
N2 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
N2 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C19 C16 C17 . . 120.9(7) ?
C19 C16 C18 . . 118.9(7) ?
C17 C16 C18 . . 120.1(6) ?
N3 C17 C16 . . 178.4(8) ?
N4 C18 C16 . . 178.1(8) ?
N5 C19 C16 . . 179.6(12) ?
O3 C20 C22 . . 125.4(7) ?
O3 C20 C21 . . 113.9(6) ?
C22 C20 C21 . . 120.7(6) ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C27 C22 C20 . . 121.7(6) ?
C27 C22 C23 . . 118.2(6) ?
C20 C22 C23 . . 119.9(6) ?
C22 C23 C24 . . 114.9(6) ?
C22 C23 H23A . . 108.6 ?
C24 C23 H23A . . 108.6 ?
C22 C23 H23B . . 108.6 ?
C24 C23 H23B . . 108.6 ?
H23A C23 H23B . . 107.5 ?
C23 C24 C25 . . 113.2(6) ?
C23 C24 H24A . . 108.9 ?
C25 C24 H24A . . 108.9 ?
C23 C24 H24B . . 108.9 ?
C25 C24 H24B . . 108.9 ?
H24A C24 H24B . . 107.8 ?
C26 C25 C24 . . 112.6(7) ?
C26 C25 H25A . . 109.1 ?
C24 C25 H25A . . 109.1 ?
C26 C25 H25B . . 109.1 ?
C24 C25 H25B . . 109.1 ?
H25A C25 H25B . . 107.8 ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
O4 C27 C22 . . 124.9(6) ?
O4 C27 C28 . . 114.3(6) ?
C22 C27 C28 . . 120.9(6) ?
C27 C28 H28A . . 109.5 ?
C27 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C27 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C30 C29 N6 . . 111.1(7) ?
C30 C29 H29A . . 109.4 ?
N6 C29 H29A . . 109.4 ?
C30 C29 H29B . . 109.4 ?
N6 C29 H29B . . 109.4 ?
H29A C29 H29B . . 108.0 ?
C29 C30 N7 . . 112.4(7) ?
C29 C30 H30A . . 109.1 ?
N7 C30 H30A . . 109.1 ?
C29 C30 H30B . . 109.1 ?
N7 C30 H30B . . 109.1 ?
H30A C30 H30B . . 107.9 ?
N6 C31 H31A . . 109.5 ?
N6 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
N6 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
N6 C32 H32A . . 109.5 ?
N6 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
N6 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
N7 C33 H33A . . 109.5 ?
N7 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
N7 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
N7 C34 H34A . . 109.5 ?
N7 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
N7 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C36 C35 C38 . . 119.1(6) ?
C36 C35 C37 . . 120.8(7) ?
C38 C35 C37 . . 120.1(6) ?
N8 C36 C35 . . 179.7(9) ?
N9 C37 C35 . . 179.0(9) ?
N10 C38 C35 . . 179.3(9) ?
C11A C10A N1 . . 106.5(15) ?
C11A C10A H10A . . 110.4 ?
N1 C10A H10A . . 110.4 ?
C11A C10A H10B . . 110.4 ?
N1 C10A H10B . . 110.4 ?
H10A C10A H10B . . 108.6 ?
C10A C11A N2 . . 108.9(17) ?
C10A C11A H11A . . 109.9 ?
N2 C11A H11A . . 109.9 ?
C10A C11A H11B . . 109.9 ?
N2 C11A H11B . . 109.9 ?
H11A C11A H11B . . 108.3 ?
C11B C10B N1 . . 108.3(12) ?
C11B C10B H10C . . 110.0 ?
N1 C10B H10C . . 110.0 ?
C11B C10B H10D . . 110.0 ?
N1 C10B H10D . . 110.0 ?
H10C C10B H10D . . 108.4 ?
N2 C11B C10B . . 109.4(13) ?
N2 C11B H11C . . 109.8 ?
C10B C11B H11C . . 109.8 ?
N2 C11B H11D . . 109.8 ?
C10B C11B H11D . . 109.8 ?
H11C C11B H11D . . 108.2 ?
O1 Cu1 O2 . . 90.2(2) ?
O1 Cu1 N1 . . 170.8(2) ?
O2 Cu1 N1 . . 91.0(2) ?
O1 Cu1 N2 . . 90.7(2) ?
O2 Cu1 N2 . . 168.8(2) ?
N1 Cu1 N2 . . 86.3(2) ?
O1 Cu1 N3 . . 90.7(2) ?
O2 Cu1 N3 . . 93.9(2) ?
N1 Cu1 N3 . . 98.3(2) ?
N2 Cu1 N3 . . 97.3(2) ?
O3 Cu2 O4 . . 90.8(2) ?
O3 Cu2 N6 . . 168.9(2) ?
O4 Cu2 N6 . . 90.2(2) ?
O3 Cu2 N7 . . 91.1(2) ?
O4 Cu2 N7 . . 168.3(2) ?
N6 Cu2 N7 . . 85.7(2) ?
O3 Cu2 N8 . . 95.1(2) ?
O4 Cu2 N8 . . 90.3(2) ?
N6 Cu2 N8 . . 96.0(2) ?
N7 Cu2 N8 . . 101.0(2) ?
C12 N1 C13 . . 105.6(8) ?
C12 N1 C10B . . 98.5(9) ?
C13 N1 C10B . . 125.4(9) ?
C12 N1 C10A . . 127.3(9) ?
C13 N1 C10A . . 92.2(10) ?
C12 N1 Cu1 . . 113.1(5) ?
C13 N1 Cu1 . . 110.3(5) ?
C10B N1 Cu1 . . 103.6(6) ?
C10A N1 Cu1 . . 105.8(7) ?
C14 N2 C11B . . 115.2(10) ?
C14 N2 C15 . . 108.6(8) ?
C11B N2 C15 . . 102.1(10) ?
C14 N2 C11A . . 100.4(11) ?
C15 N2 C11A . . 119.5(11) ?
C14 N2 Cu1 . . 112.5(5) ?
C11B N2 Cu1 . . 107.5(8) ?
C15 N2 Cu1 . . 110.4(5) ?
C11A N2 Cu1 . . 105.1(10) ?
C17 N3 Cu1 . . 139.0(6) ?
C29 N6 C32 . . 113.0(7) ?
C29 N6 C31 . . 109.3(6) ?
C32 N6 C31 . . 106.4(6) ?
C29 N6 Cu2 . . 106.2(5) ?
C32 N6 Cu2 . . 107.8(4) ?
C31 N6 Cu2 . . 114.3(5) ?
C33 N7 C34 . . 107.8(6) ?
C33 N7 C30 . . 114.2(7) ?
C34 N7 C30 . . 105.8(7) ?
C33 N7 Cu2 . . 110.7(5) ?
C34 N7 Cu2 . . 112.3(5) ?
C30 N7 Cu2 . . 106.1(5) ?
C36 N8 Cu2 . . 142.5(6) ?
C1 O1 Cu1 . . 124.5(5) ?
C8 O2 Cu1 . . 125.6(5) ?
C20 O3 Cu2 . . 125.8(4) ?
C27 O4 Cu2 . . 125.6(4) ?

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

data_Cu00CCN3
_database_code_depnum_ccdc_archive 'CCDC 1524715'
_audit_update_record             
;
2017-03-09 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H23 Cu N5 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         368.92

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.6451(19)
_cell_length_b                   11.5250(12)
_cell_length_c                   18.713(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.8470(10)
_cell_angle_gamma                90
_cell_volume                     3601.4(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7148
_cell_measurement_theta_min      2.2420
_cell_measurement_theta_max      28.9708
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear pale blue'
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1544

_exptl_absorpt_coefficient_mu    1.228
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type '

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            10061
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       23

_refine_special_details          
;
;

_reflns_number_total             3964
_reflns_number_gt                3683
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0255
_refine_ls_wR_factor_gt          0.0691
_refine_ls_wR_factor_ref         0.0703
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_number_reflns         3964
_refine_ls_number_parameters     214
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0370P)²+3.5887P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.592
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
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'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 786)'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.67071(2) 0.66735(2) 0.65611(2) 0.01225(7) Uani d . . . 1 . .
O O1 0.70809(6) 0.55885(9) 0.59533(6) 0.0175(2) Uani d . . . 1 . .
N N1 0.77165(7) 0.76392(11) 0.67122(7) 0.0178(3) Uani d . . . 1 . .
C C1 0.70737(10) 0.40315(15) 0.51333(10) 0.0266(3) Uani d . . . 1 . .
H H1A 0.6822 0.3265 0.5023 0.04 Uiso calc U . R 1 . .
H H1B 0.7647 0.394 0.5403 0.04 Uiso calc U . R 1 . .
H H1C 0.6999 0.445 0.466 0.04 Uiso calc U . R 1 . .
O O2 0.58412(6) 0.56810(9) 0.65929(6) 0.0175(2) Uani d . . . 1 . .
N N2 0.65460(7) 0.76354(11) 0.74257(7) 0.0157(2) Uani d . . . 1 . .
C C2 0.66927(9) 0.47073(13) 0.56175(8) 0.0170(3) Uani d . . . 1 . .
N N3 0.59204(8) 0.76570(12) 0.55278(7) 0.0212(3) Uani d . . . 1 . .
C C3 0.59637(9) 0.43234(13) 0.56805(9) 0.0202(3) Uani d . . . 1 . .
H H3 0.5705 0.369 0.5372 0.024 Uiso calc U . R 1 . .
C C4 0.55919(8) 0.48059(12) 0.61638(8) 0.0171(3) Uani d . . . 1 . .
N N4 0.35580(8) 0.89939(13) 0.40175(8) 0.0280(3) Uani d . . . 1 . .
C C5 0.48379(10) 0.42537(15) 0.62192(10) 0.0263(3) Uani d . . . 1 . .
H H5A 0.4528 0.3929 0.5728 0.039 Uiso calc U . R 1 . .
H H5B 0.4516 0.4841 0.6369 0.039 Uiso calc U . R 1 . .
H H5C 0.4979 0.3633 0.6597 0.039 Uiso calc U . R 1 . .
N N5 0.58512(9) 1.02850(15) 0.38131(9) 0.0373(4) Uani d . . . 1 . .
C C6 0.78329(10) 0.79833(18) 0.59915(10) 0.0296(4) Uani d . . . 1 . .
H H6A 0.7884 0.7287 0.571 0.044 Uiso calc U . R 1 . .
H H6B 0.8321 0.8451 0.6098 0.044 Uiso calc U . R 1 . .
H H6C 0.7371 0.8439 0.569 0.044 Uiso calc U . R 1 . .
C C7 0.84196(9) 0.69485(16) 0.71575(10) 0.0253(3) Uani d . . . 1 . .
H H7A 0.8473 0.6264 0.6867 0.038 Uiso calc U . R 1 . .
H H7B 0.8346 0.6701 0.7632 0.038 Uiso calc U . R 1 . .
H H7C 0.8904 0.7424 0.7268 0.038 Uiso calc U . R 1 . .
C C8 0.76133(9) 0.86916(14) 0.71301(9) 0.0228(3) Uani d . . . 1 . .
H H8A 0.7241 0.9238 0.678 0.027 Uiso calc U . R 1 . .
H H8B 0.8135 0.9086 0.7351 0.027 Uiso calc U . R 1 . .
C C9 0.72818(9) 0.83454(13) 0.77521(9) 0.0214(3) Uani d . . . 1 . .
H H9A 0.7687 0.7892 0.8142 0.026 Uiso calc U . R 1 . .
H H9B 0.7153 0.9048 0.7994 0.026 Uiso calc U . R 1 . .
C C10 0.58404(9) 0.84041(13) 0.71055(9) 0.0200(3) Uani d . . . 1 . .
H H10A 0.5936 0.8917 0.6726 0.03 Uiso calc U . R 1 . .
H H10B 0.5756 0.8873 0.751 0.03 Uiso calc U . R 1 . .
H H10C 0.5364 0.7929 0.687 0.03 Uiso calc U . R 1 . .
C C11 0.64110(10) 0.69286(15) 0.80364(9) 0.0232(3) Uani d . . . 1 . .
H H11A 0.5926 0.6459 0.7828 0.035 Uiso calc U . R 1 . .
H H11B 0.6346 0.7443 0.843 0.035 Uiso calc U . R 1 . .
H H11C 0.6872 0.6417 0.8255 0.035 Uiso calc U . R 1 . .
C C12 0.50931(9) 0.89065(13) 0.44220(8) 0.0181(3) Uani d . . . 1 . .
C C13 0.55394(9) 0.82197(12) 0.50333(8) 0.0166(3) Uani d . . . 1 . .
C C14 0.42474(9) 0.89475(13) 0.42062(8) 0.0196(3) Uani d . . . 1 . .
C C15 0.55071(9) 0.96657(15) 0.40847(9) 0.0235(3) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 . 1.9248(10) ?
Cu1 O1 . 1.9436(10) ?
Cu1 N1 . 2.0409(12) ?
Cu1 N2 . 2.0552(12) ?
Cu1 N3 . 2.2839(13) ?
O1 C2 . 1.2718(18) ?
N1 C6 . 1.482(2) ?
N1 C7 . 1.4831(19) ?
N1 C8 . 1.486(2) ?
C1 C2 . 1.508(2) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
O2 C4 . 1.2756(18) ?
N2 C11 . 1.4841(19) ?
N2 C10 . 1.4873(18) ?
N2 C9 . 1.4886(19) ?
C2 C3 . 1.401(2) ?
N3 C13 . 1.152(2) ?
C3 C4 . 1.393(2) ?
C3 H3 . 0.95 ?
C4 C5 . 1.508(2) ?
N4 C14 . 1.153(2) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
N5 C15 . 1.156(2) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 C9 . 1.515(2) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 C13 . 1.405(2) ?
C12 C15 . 1.413(2) ?
C12 C14 . 1.415(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cu1 O1 . . 93.36(4) ?
O2 Cu1 N1 . . 170.28(5) ?
O1 Cu1 N1 . . 89.19(5) ?
O2 Cu1 N2 . . 89.04(5) ?
O1 Cu1 N2 . . 165.26(5) ?
N1 Cu1 N2 . . 86.17(5) ?
O2 Cu1 N3 . . 92.85(5) ?
O1 Cu1 N3 . . 92.99(5) ?
N1 Cu1 N3 . . 96.38(5) ?
N2 Cu1 N3 . . 101.42(5) ?
C2 O1 Cu1 . . 124.92(9) ?
C6 N1 C7 . . 108.55(13) ?
C6 N1 C8 . . 109.70(13) ?
C7 N1 C8 . . 111.40(12) ?
C6 N1 Cu1 . . 113.02(9) ?
C7 N1 Cu1 . . 108.63(10) ?
C8 N1 Cu1 . . 105.56(9) ?
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 O2 Cu1 . . 124.48(9) ?
C11 N2 C10 . . 108.38(12) ?
C11 N2 C9 . . 108.75(12) ?
C10 N2 C9 . . 110.09(12) ?
C11 N2 Cu1 . . 114.05(9) ?
C10 N2 Cu1 . . 108.35(9) ?
C9 N2 Cu1 . . 107.19(9) ?
O1 C2 C3 . . 124.99(13) ?
O1 C2 C1 . . 115.84(13) ?
C3 C2 C1 . . 119.16(14) ?
C13 N3 Cu1 . . 175.48(13) ?
C4 C3 C2 . . 124.49(14) ?
C4 C3 H3 . . 117.8 ?
C2 C3 H3 . . 117.8 ?
O2 C4 C3 . . 125.83(13) ?
O2 C4 C5 . . 115.01(13) ?
C3 C4 C5 . . 119.14(13) ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
N1 C6 H6A . . 109.5 ?
N1 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
N1 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N1 C7 H7A . . 109.5 ?
N1 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
N1 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N1 C8 C9 . . 109.44(12) ?
N1 C8 H8A . . 109.8 ?
C9 C8 H8A . . 109.8 ?
N1 C8 H8B . . 109.8 ?
C9 C8 H8B . . 109.8 ?
H8A C8 H8B . . 108.2 ?
N2 C9 C8 . . 109.36(12) ?
N2 C9 H9A . . 109.8 ?
C8 C9 H9A . . 109.8 ?
N2 C9 H9B . . 109.8 ?
C8 C9 H9B . . 109.8 ?
H9A C9 H9B . . 108.3 ?
N2 C10 H10A . . 109.5 ?
N2 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
N2 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
N2 C11 H11A . . 109.5 ?
N2 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
N2 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C13 C12 C15 . . 118.56(14) ?
C13 C12 C14 . . 120.88(14) ?
C15 C12 C14 . . 120.11(13) ?
N3 C13 C12 . . 178.36(16) ?
N4 C14 C12 . . 178.59(17) ?
N5 C15 C12 . . 179.48(19) ?

####################################################################### 
# 
# 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_C0-NCN2
_database_code_depnum_ccdc_archive 'CCDC 1524714'
_audit_update_record             
;
2017-03-09 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H23 Cu N5 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         344.90

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.0071(11)
_cell_length_b                   8.5237(7)
_cell_length_c                   29.578(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.2880(10)
_cell_angle_gamma                90
_cell_volume                     3245.0(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    486
_cell_measurement_theta_min      2.7552
_cell_measurement_theta_max      28.0795
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear pale blue'
_exptl_crystal_size_max          0.900
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1448

_exptl_absorpt_coefficient_mu    1.358
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.90

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           '  MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type '

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            17914
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       37

_refine_special_details          
;
;

_reflns_number_total             7099
_reflns_number_gt                6455
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0246
_refine_ls_wR_factor_gt          0.0696
_refine_ls_wR_factor_ref         0.0710
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_number_reflns         7099
_refine_ls_number_parameters     391
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0340P)²+1.3332P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.537
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
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'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'APEX3 v2016.5-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 786)'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 -0.07083(12) 0.68728(18) 0.51454(5) 0.0208(3) Uani d . . . 1 . .
H H1A -0.1444 0.7158 0.5079 0.031 Uiso calc U . R 1 . .
H H1B -0.0429 0.7214 0.5455 0.031 Uiso calc U . R 1 . .
H H1C -0.0636 0.5732 0.5122 0.031 Uiso calc U . R 1 . .
C C2 -0.01175(10) 0.76614(16) 0.48071(5) 0.0140(3) Uani d . . . 1 . .
C C3 -0.06506(10) 0.86626(17) 0.44824(5) 0.0148(3) Uani d . . . 1 . .
H H3 -0.1375 0.8793 0.4485 0.018 Uiso calc U . R 1 . .
C C4 -0.01973(10) 0.94909(16) 0.41529(5) 0.0133(3) Uani d . . . 1 . .
C C5 -0.08661(11) 1.05501(19) 0.38250(5) 0.0198(3) Uani d . . . 1 . .
H H5A -0.064 1.049 0.3523 0.03 Uiso calc U . R 1 . .
H H5B -0.0801 1.1633 0.3937 0.03 Uiso calc U . R 1 . .
H H5C -0.1593 1.0216 0.3801 0.03 Uiso calc U . R 1 . .
C C6 0.28176(11) 0.78741(18) 0.54406(5) 0.0185(3) Uani d . . . 1 . .
H H6A 0.2649 0.8988 0.5467 0.028 Uiso calc U . R 1 . .
H H6B 0.3427 0.7615 0.5663 0.028 Uiso calc U . R 1 . .
H H6C 0.2225 0.7236 0.5501 0.028 Uiso calc U . R 1 . .
C C7 0.32645(12) 0.58456(17) 0.49413(5) 0.0191(3) Uani d . . . 1 . .
H H7A 0.3468 0.5612 0.4642 0.029 Uiso calc U . R 1 . .
H H7B 0.264 0.5246 0.4979 0.029 Uiso calc U . R 1 . .
H H7C 0.3831 0.5554 0.5182 0.029 Uiso calc U . R 1 . .
C C8 0.39634(10) 0.84778(17) 0.48857(5) 0.0154(3) Uani d . . . 1 . .
H H8A 0.461 0.7911 0.5005 0.019 Uiso calc U . R 1 . .
H H8B 0.3968 0.95 0.5045 0.019 Uiso calc U . R 1 . .
C C9 0.39163(10) 0.87436(17) 0.43752(5) 0.0148(3) Uani d . . . 1 . .
H H9A 0.4488 0.9449 0.4318 0.018 Uiso calc U . R 1 . .
H H9B 0.4001 0.7732 0.4221 0.018 Uiso calc U . R 1 . .
C C10 0.27563(11) 0.93646(18) 0.36845(4) 0.0161(3) Uani d . . . 1 . .
H H10A 0.2117 0.9915 0.356 0.024 Uiso calc U . R 1 . .
H H10B 0.2706 0.8263 0.3589 0.024 Uiso calc U . R 1 . .
H H10C 0.3349 0.9856 0.357 0.024 Uiso calc U . R 1 . .
C C11 0.28608(11) 1.11272(16) 0.43240(5) 0.0170(3) Uani d . . . 1 . .
H H11A 0.3415 1.1708 0.4206 0.025 Uiso calc U . R 1 . .
H H11B 0.2954 1.1208 0.4658 0.025 Uiso calc U . R 1 . .
H H11C 0.2186 1.157 0.4197 0.025 Uiso calc U . R 1 . .
C C12 0.13984(10) 0.50017(17) 0.38378(4) 0.0144(3) Uani d . . . 1 . .
C C13 0.10539(10) 0.29812(16) 0.33263(5) 0.0145(3) Uani d . . . 1 . .
C C14 0.83411(12) 0.2046(2) 0.24714(6) 0.0253(3) Uani d . . . 1 . .
H H15A 0.8197 0.0918 0.2449 0.038 Uiso calc U . R 1 . .
H H15B 0.9077 0.2214 0.2587 0.038 Uiso calc U . R 1 . .
H H15C 0.8176 0.2525 0.2168 0.038 Uiso calc U . R 1 . .
C C15 0.76843(11) 0.27874(17) 0.27923(5) 0.0148(3) Uani d . . . 1 . .
C C16 0.81584(10) 0.37135(17) 0.31514(5) 0.0147(3) Uani d . . . 1 . .
H H17 0.8893 0.3816 0.3187 0.018 Uiso calc U . R 1 . .
C C17 0.76314(10) 0.45014(16) 0.34629(4) 0.0132(3) Uani d . . . 1 . .
C C18 0.82388(11) 0.55294(19) 0.38196(5) 0.0206(3) Uani d . . . 1 . .
H H19A 0.8968 0.5199 0.3867 0.031 Uiso calc U . R 1 . .
H H19B 0.7952 0.5435 0.4107 0.031 Uiso calc U . R 1 . .
H H19C 0.8192 0.6623 0.3717 0.031 Uiso calc U . R 1 . .
C C19 0.43765(12) 0.09710(17) 0.24868(5) 0.0229(3) Uani d . . . 1 . .
H H20A 0.3856 0.0686 0.2226 0.034 Uiso calc U . R 1 . .
H H20B 0.4136 0.064 0.2771 0.034 Uiso calc U . R 1 . .
H H20C 0.5035 0.0448 0.2459 0.034 Uiso calc U . R 1 . .
C C20 0.48272(12) 0.31686(19) 0.20470(5) 0.0214(3) Uani d . . . 1 . .
H H21A 0.4273 0.2875 0.1801 0.032 Uiso calc U . R 1 . .
H H21B 0.5473 0.2639 0.2002 0.032 Uiso calc U . R 1 . .
H H21C 0.4931 0.4307 0.2044 0.032 Uiso calc U . R 1 . .
C C21 0.35525(10) 0.35049(17) 0.25659(5) 0.0165(3) Uani d . . . 1 . .
H H22A 0.2945 0.2875 0.2431 0.02 Uiso calc U . R 1 . .
H H22B 0.3512 0.454 0.2413 0.02 Uiso calc U . R 1 . .
C C22 0.35360(10) 0.37196(18) 0.30749(5) 0.0162(3) Uani d . . . 1 . .
H H23A 0.2929 0.4365 0.3124 0.019 Uiso calc U . R 1 . .
H H23B 0.3472 0.2685 0.322 0.019 Uiso calc U . R 1 . .
C C23 0.45873(11) 0.44092(18) 0.37896(5) 0.0181(3) Uani d . . . 1 . .
H H24A 0.3962 0.4861 0.3887 0.027 Uiso calc U . R 1 . .
H H24B 0.5199 0.4996 0.3929 0.027 Uiso calc U . R 1 . .
H H24C 0.4654 0.3309 0.3886 0.027 Uiso calc U . R 1 . .
C C24 0.45193(11) 0.61725(16) 0.31511(5) 0.0170(3) Uani d . . . 1 . .
H H25A 0.4456 0.6252 0.2818 0.025 Uiso calc U . R 1 . .
H H25B 0.5174 0.6652 0.3289 0.025 Uiso calc U . R 1 . .
H H25C 0.3936 0.672 0.3257 0.025 Uiso calc U . R 1 . .
C C26 0.64150(11) -0.17938(15) 0.41749(5) 0.0150(3) Uani d . . . 1 . .
C C25 0.59637(11) 0.00135(17) 0.36196(5) 0.0157(3) Uani d . . . 1 . .
Cu Cu1 0.56663(2) 0.33226(2) 0.30341(2) 0.01022(6) Uani d . . . 1 . .
Cu Cu2 0.18145(2) 0.82150(2) 0.44784(2) 0.01036(6) Uani d . . . 1 . .
N N1 0.30461(9) 0.75444(14) 0.49723(4) 0.0123(2) Uani d . . . 1 . .
N N3 0.29027(8) 0.94552(13) 0.41899(4) 0.0117(2) Uani d . . . 1 . .
N N4 0.18101(10) 0.61103(15) 0.40032(4) 0.0194(3) Uani d . . . 1 . .
N N5 0.08722(10) 0.37603(16) 0.36897(4) 0.0232(3) Uani d . . . 1 . .
N N6 0.11419(10) 0.22058(16) 0.30127(4) 0.0219(3) Uani d . . . 1 . .
N N7 0.45055(8) 0.45005(13) 0.32850(4) 0.0121(2) Uani d . . . 1 . .
N N8 0.45309(9) 0.26914(14) 0.24934(4) 0.0134(2) Uani d . . . 1 . .
N N9 0.55621(10) 0.11443(15) 0.34651(4) 0.0213(3) Uani d . . . 1 . .
N N10 0.64430(10) -0.12844(15) 0.37568(4) 0.0215(3) Uani d . . . 1 . .
N N11 0.64374(10) -0.23272(16) 0.45371(4) 0.0224(3) Uani d . . . 1 . .
O O1 0.08507(7) 0.73350(12) 0.48463(3) 0.0160(2) Uani d . . . 1 . .
O O2 0.07615(7) 0.94373(12) 0.41058(3) 0.0158(2) Uani d . . . 1 . .
O O3 0.67117(7) 0.25164(13) 0.27004(3) 0.0170(2) Uani d . . . 1 . .
O O4 0.66525(7) 0.44642(12) 0.34659(3) 0.0146(2) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.5050(19) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 O1 . 1.2785(17) ?
C2 C3 . 1.393(2) ?
C3 C4 . 1.4007(19) ?
C3 H3 . 0.95 ?
C4 O2 . 1.2755(16) ?
C4 C5 . 1.5064(19) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 N1 . 1.4849(17) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 N1 . 1.4810(18) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 N1 . 1.4867(17) ?
C8 C9 . 1.5193(19) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 N3 . 1.4826(17) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 N3 . 1.4816(17) ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 N3 . 1.4823(17) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 N4 . 1.1591(19) ?
C12 N5 . 1.3013(19) ?
C13 N6 . 1.1582(19) ?
C13 N5 . 1.3135(19) ?
C14 C15 . 1.5044(19) ?
C14 H15A . 0.98 ?
C14 H15B . 0.98 ?
C14 H15C . 0.98 ?
C15 O3 . 1.2762(17) ?
C15 C16 . 1.3940(19) ?
C16 C17 . 1.3970(19) ?
C16 H17 . 0.95 ?
C17 O4 . 1.2749(16) ?
C17 C18 . 1.5050(18) ?
C18 H19A . 0.98 ?
C18 H19B . 0.98 ?
C18 H19C . 0.98 ?
C19 N8 . 1.4799(19) ?
C19 H20A . 0.98 ?
C19 H20B . 0.98 ?
C19 H20C . 0.98 ?
C20 N8 . 1.4846(18) ?
C20 H21A . 0.98 ?
C20 H21B . 0.98 ?
C20 H21C . 0.98 ?
C21 N8 . 1.4916(18) ?
C21 C22 . 1.5199(19) ?
C21 H22A . 0.99 ?
C21 H22B . 0.99 ?
C22 N7 . 1.4811(17) ?
C22 H23A . 0.99 ?
C22 H23B . 0.99 ?
C23 N7 . 1.4831(17) ?
C23 H24A . 0.98 ?
C23 H24B . 0.98 ?
C23 H24C . 0.98 ?
C24 N7 . 1.4800(18) ?
C24 H25A . 0.98 ?
C24 H25B . 0.98 ?
C24 H25C . 0.98 ?
C26 N11 . 1.160(2) ?
C26 N10 . 1.3162(19) ?
C25 N9 . 1.158(2) ?
C25 N10 . 1.3054(19) ?
Cu1 O3 . 1.9190(10) ?
Cu1 O4 . 1.9367(9) ?
Cu1 N7 . 2.0398(11) ?
Cu1 N8 . 2.0850(11) ?
Cu1 N9 . 2.2673(13) ?
Cu2 O1 . 1.9266(10) ?
Cu2 O2 . 1.9342(10) ?
Cu2 N3 . 2.0487(11) ?
Cu2 N1 . 2.0862(11) ?
Cu2 N4 . 2.2785(12) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_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 ?
O1 C2 C3 . . 125.59(12) ?
O1 C2 C1 . . 115.66(12) ?
C3 C2 C1 . . 118.75(12) ?
C2 C3 C4 . . 124.82(12) ?
C2 C3 H3 . . 117.6 ?
C4 C3 H3 . . 117.6 ?
O2 C4 C3 . . 125.04(12) ?
O2 C4 C5 . . 115.73(12) ?
C3 C4 C5 . . 119.22(12) ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
N1 C6 H6A . . 109.5 ?
N1 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
N1 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N1 C7 H7A . . 109.5 ?
N1 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
N1 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N1 C8 C9 . . 109.43(11) ?
N1 C8 H8A . . 109.8 ?
C9 C8 H8A . . 109.8 ?
N1 C8 H8B . . 109.8 ?
C9 C8 H8B . . 109.8 ?
H8A C8 H8B . . 108.2 ?
N3 C9 C8 . . 109.55(11) ?
N3 C9 H9A . . 109.8 ?
C8 C9 H9A . . 109.8 ?
N3 C9 H9B . . 109.8 ?
C8 C9 H9B . . 109.8 ?
H9A C9 H9B . . 108.2 ?
N3 C10 H10A . . 109.5 ?
N3 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
N3 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
N3 C11 H11A . . 109.5 ?
N3 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
N3 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
N4 C12 N5 . . 173.46(15) ?
N6 C13 N5 . . 173.85(15) ?
C15 C14 H15A . . 109.5 ?
C15 C14 H15B . . 109.5 ?
H15A C14 H15B . . 109.5 ?
C15 C14 H15C . . 109.5 ?
H15A C14 H15C . . 109.5 ?
H15B C14 H15C . . 109.5 ?
O3 C15 C16 . . 125.51(12) ?
O3 C15 C14 . . 115.17(12) ?
C16 C15 C14 . . 119.31(12) ?
C15 C16 C17 . . 124.72(12) ?
C15 C16 H17 . . 117.6 ?
C17 C16 H17 . . 117.6 ?
O4 C17 C16 . . 125.32(12) ?
O4 C17 C18 . . 115.69(12) ?
C16 C17 C18 . . 118.96(12) ?
C17 C18 H19A . . 109.5 ?
C17 C18 H19B . . 109.5 ?
H19A C18 H19B . . 109.5 ?
C17 C18 H19C . . 109.5 ?
H19A C18 H19C . . 109.5 ?
H19B C18 H19C . . 109.5 ?
N8 C19 H20A . . 109.5 ?
N8 C19 H20B . . 109.5 ?
H20A C19 H20B . . 109.5 ?
N8 C19 H20C . . 109.5 ?
H20A C19 H20C . . 109.5 ?
H20B C19 H20C . . 109.5 ?
N8 C20 H21A . . 109.5 ?
N8 C20 H21B . . 109.5 ?
H21A C20 H21B . . 109.5 ?
N8 C20 H21C . . 109.5 ?
H21A C20 H21C . . 109.5 ?
H21B C20 H21C . . 109.5 ?
N8 C21 C22 . . 109.41(11) ?
N8 C21 H22A . . 109.8 ?
C22 C21 H22A . . 109.8 ?
N8 C21 H22B . . 109.8 ?
C22 C21 H22B . . 109.8 ?
H22A C21 H22B . . 108.2 ?
N7 C22 C21 . . 109.70(11) ?
N7 C22 H23A . . 109.7 ?
C21 C22 H23A . . 109.7 ?
N7 C22 H23B . . 109.7 ?
C21 C22 H23B . . 109.7 ?
H23A C22 H23B . . 108.2 ?
N7 C23 H24A . . 109.5 ?
N7 C23 H24B . . 109.5 ?
H24A C23 H24B . . 109.5 ?
N7 C23 H24C . . 109.5 ?
H24A C23 H24C . . 109.5 ?
H24B C23 H24C . . 109.5 ?
N7 C24 H25A . . 109.5 ?
N7 C24 H25B . . 109.5 ?
H25A C24 H25B . . 109.5 ?
N7 C24 H25C . . 109.5 ?
H25A C24 H25C . . 109.5 ?
H25B C24 H25C . . 109.5 ?
N11 C26 N10 . . 175.15(15) ?
N9 C25 N10 . . 174.69(15) ?
O3 Cu1 O4 . . 93.90(4) ?
O3 Cu1 N7 . . 168.48(5) ?
O4 Cu1 N7 . . 88.14(4) ?
O3 Cu1 N8 . . 89.37(4) ?
O4 Cu1 N8 . . 164.58(5) ?
N7 Cu1 N8 . . 85.78(5) ?
O3 Cu1 N9 . . 95.75(5) ?
O4 Cu1 N9 . . 97.37(4) ?
N7 Cu1 N9 . . 95.23(5) ?
N8 Cu1 N9 . . 97.29(5) ?
O1 Cu2 O2 . . 93.81(4) ?
O1 Cu2 N3 . . 168.82(4) ?
O2 Cu2 N3 . . 87.69(4) ?
O1 Cu2 N1 . . 89.67(4) ?
O2 Cu2 N1 . . 162.90(5) ?
N3 Cu2 N1 . . 85.76(4) ?
O1 Cu2 N4 . . 95.62(4) ?
O2 Cu2 N4 . . 97.70(4) ?
N3 Cu2 N4 . . 95.16(4) ?
N1 Cu2 N4 . . 98.61(5) ?
C7 N1 C6 . . 107.98(11) ?
C7 N1 C8 . . 110.28(11) ?
C6 N1 C8 . . 109.45(11) ?
C7 N1 Cu2 . . 111.06(8) ?
C6 N1 Cu2 . . 111.39(9) ?
C8 N1 Cu2 . . 106.68(8) ?
C10 N3 C11 . . 108.40(11) ?
C10 N3 C9 . . 109.25(10) ?
C11 N3 C9 . . 111.07(11) ?
C10 N3 Cu2 . . 113.41(8) ?
C11 N3 Cu2 . . 109.30(8) ?
C9 N3 Cu2 . . 105.42(8) ?
C12 N4 Cu2 . . 149.57(11) ?
C12 N5 C13 . . 122.59(13) ?
C24 N7 C22 . . 111.27(11) ?
C24 N7 C23 . . 108.54(11) ?
C22 N7 C23 . . 109.39(10) ?
C24 N7 Cu1 . . 109.78(8) ?
C22 N7 Cu1 . . 104.85(8) ?
C23 N7 Cu1 . . 113.01(8) ?
C19 N8 C20 . . 108.18(11) ?
C19 N8 C21 . . 110.22(11) ?
C20 N8 C21 . . 109.67(11) ?
C19 N8 Cu1 . . 110.22(9) ?
C20 N8 Cu1 . . 111.44(9) ?
C21 N8 Cu1 . . 107.13(8) ?
C25 N9 Cu1 . . 147.46(12) ?
C25 N10 C26 . . 119.67(13) ?
C2 O1 Cu2 . . 125.22(9) ?
C4 O2 Cu2 . . 125.47(9) ?
C15 O3 Cu1 . . 125.44(9) ?
C17 O4 Cu1 . . 125.11(9) ?

