# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_cume2nacortho_sqd
_database_code_depnum_ccdc_archive 'CCDC 2103567'
loop_
_audit_author_name
_audit_author_address
'Moses Amdur'
;Massachusetts Institute of Technology
United States of America
;
_audit_update_record             
;
2021-08-16 deposited with the CCDC.	2022-05-17 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT213_cume2nacortho_sqd   
;
PROBLEM: Atom C8              has ADP max/min Ratio .....        7.6 prolat
RESPONSE: The unique disorder present in this sample (with the orientation of the molecule being one of 2 possible orientations) leads to it being necessary to model 2 sites. The positions on the less occupied site are harder to model, leading to 2 prolate atomic positions.
;
_vrf_PLAT213_cume2nacortho_sqd_2 
;
PROBLEM: Atom C2              has ADP max/min Ratio .....        4.8 prolat
RESPONSE: The unique disorder present in this sample (with the orientation of the molecule being one of 2 possible orientations) leads to it being necessary to model 2 sites. The positions on the less occupied site are harder to model, leading to 2 prolate atomic positions.
;
# Added during the CSD deposition process: Monday 16 August 2021 05:39 PM
# end Validation Reply Form

_audit_creation_date             2021-03-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H26 Cu N4, C1.228 H2.131 Cu0.071 N0.302'
_chemical_formula_sum            'C15.23 H28.13 Cu1.07 N4.30'
_chemical_formula_weight         339.66
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.819(2)
_cell_length_b                   12.632(2)
_cell_length_c                   10.1183(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1510.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    99.93
_cell_measurement_theta_max      36.69
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.593
_exptl_absorpt_coefficient_mu    1.544
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 86717 reflections, Rint = 0.2239
 (20441 with I > 3sig(I), Rint = 0.2214)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             723
_exptl_crystal_size_max          0.378
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.061
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            45872
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         37.099
_diffrn_reflns_theta_min         2.360
_diffrn_ambient_temperature      99.93
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           29.0
_diffrn_source_power             1.45
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2842
_reflns_number_total             3754
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3754
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0359P)²+0.7404P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0729
_refine_ls_wR_factor_ref         0.0804
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(1)
 Sof(C6)=Sof(H6)=FVAR(2)
 Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(H7C)=FVAR(3)
 Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(H8C)=FVAR(4)
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(H4C)=FVAR(5)
3.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C6(H6)
3.b Idealised Me refined as rotating group:
 C007(H00A,H00B,H00C), C008(H00D,H00E,H00F), C009(H00G,H00H,H00I), C00A(H00J,
 H00K,H00L), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu01 Cu 0.500000 0.37499(2) 0.750000 0.00929(5) Uani 1 2 d S T P A 1
N002 N 0.39209(7) 0.27614(7) 0.67115(8) 0.01023(14) Uani 1 1 d . . . A 1
N003 N 0.38429(7) 0.47283(7) 0.81464(8) 0.01179(15) Uani 1 1 d . . . A 1
C004 C 0.28095(10) 0.28827(10) 0.67033(12) 0.01085(19) Uani 1 1 d . . . A 1
C005 C 0.27395(12) 0.45575(9) 0.80704(12) 0.01217(19) Uani 1 1 d . . . A 1
C006 C 0.22496(12) 0.37052(10) 0.73752(14) 0.0133(2) Uani 1 1 d . . . A 1
H006 H 0.144632 0.368399 0.735870 0.016 Uiso 1 1 calc R U . A 1
C007 C 0.43979(9) 0.18742(8) 0.59714(10) 0.01414(17) Uani 1 1 d . . . A 1
H00A H 0.417959 0.193296 0.503986 0.021 Uiso 1 1 calc R U . A 1
H00B H 0.410938 0.120730 0.633373 0.021 Uiso 1 1 calc R U . A 1
H00C H 0.522453 0.188732 0.604402 0.021 Uiso 1 1 calc R U . A 1
C008 C 0.20725(9) 0.21254(9) 0.59338(11) 0.01562(18) Uani 1 1 d . . . A 1
H00D H 0.225071 0.218048 0.499039 0.023 Uiso 1 1 calc R U . A 1
H00E H 0.127489 0.230412 0.607592 0.023 Uiso 1 1 calc R U . A 1
H00F H 0.221363 0.140016 0.623564 0.023 Uiso 1 1 calc R U . A 1
C009 C 0.42237(10) 0.56716(8) 0.88559(11) 0.0173(2) Uani 1 1 d . . . A 1
H00G H 0.393945 0.565049 0.976536 0.026 Uiso 1 1 calc R U . A 1
H00H H 0.393432 0.630558 0.841161 0.026 Uiso 1 1 calc R U . A 1
H00I H 0.505252 0.569101 0.886625 0.026 Uiso 1 1 calc R U . A 1
C00A C 0.19297(10) 0.52999(9) 0.87621(11) 0.0182(2) Uani 1 1 d . . . A 1
H00J H 0.208241 0.529358 0.971399 0.027 Uiso 1 1 calc R U . A 1
H00K H 0.115035 0.506829 0.860178 0.027 Uiso 1 1 calc R U . A 1
H00L H 0.203134 0.601909 0.841877 0.027 Uiso 1 1 calc R U . A 1
Cu1 Cu 0.000000 0.3729(2) 0.750000 0.0172(9) Uani 0.0715(16) 2 d S T . . .
N1 N 0.1105(11) 0.4722(10) 0.8249(12) 0.015(3) Uani 0.075(5) 1 d . . . A -1
N2 N 0.1117(14) 0.2749(10) 0.6782(13) 0.022(4) Uani 0.076(5) 1 d . . . A -1
C2 C 0.235(2) 0.2967(14) 0.6883(15) 0.034(6) Uani 0.095(7) 1 d . . . A -1
C3 C 0.2282(18) 0.4672(15) 0.8250(16) 0.034(5) Uani 0.103(7) 1 d . . . A -1
C4 C 0.0728(16) 0.1820(11) 0.6134(15) 0.029(4) Uani 0.089(5) 1 d . . P A -1
H4A H -0.010033 0.179374 0.617047 0.043 Uiso 0.089(5) 1 calc R U P A -1
H4B H 0.104121 0.119435 0.657475 0.043 Uiso 0.089(5) 1 calc R U P A -1
H4C H 0.097411 0.183038 0.520913 0.043 Uiso 0.089(5) 1 calc R U P A -1
C5 C 0.0668(16) 0.5621(12) 0.8940(15) 0.033(5) Uani 0.093(5) 1 d . . P A -1
H5A H -0.015864 0.563342 0.886165 0.050 Uiso 0.093(5) 1 calc R U P A -1
H5B H 0.098276 0.626986 0.855743 0.050 Uiso 0.093(5) 1 calc R U P A -1
H5C H 0.087910 0.557575 0.987500 0.050 Uiso 0.093(5) 1 calc R U P A -1
C6 C 0.260(2) 0.385(2) 0.758(2) 0.038(8) Uani 0.092(9) 1 d . . P A -1
H6 H 0.340654 0.389174 0.757695 0.046 Uiso 0.092(9) 1 calc R U P A -1
C7 C 0.2946(16) 0.5340(12) 0.8960(16) 0.018(4) Uani 0.067(5) 1 d . . P A -1
H7A H 0.275061 0.607410 0.874360 0.027 Uiso 0.067(5) 1 calc R U P A -1
H7B H 0.374244 0.521168 0.874340 0.027 Uiso 0.067(5) 1 calc R U P A -1
H7C H 0.282421 0.521750 0.990572 0.027 Uiso 0.067(5) 1 calc R U P A -1
C8 C 0.286(3) 0.2236(18) 0.6177(17) 0.063(12) Uani 0.075(6) 1 d . . P A -1
H8A H 0.261698 0.153431 0.647965 0.095 Uiso 0.075(6) 1 calc R U P A -1
H8B H 0.368044 0.230196 0.627991 0.095 Uiso 0.075(6) 1 calc R U P A -1
H8C H 0.265750 0.232433 0.524411 0.095 Uiso 0.075(6) 1 calc R U P A -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
Cu01 N002 1.9552(9) . ?
Cu01 N002 1.9552(9) 3_656 ?
Cu01 N003 1.9559(9) . ?
Cu01 N003 1.9559(9) 3_656 ?
N002 C004 1.3225(15) . ?
N002 C007 1.4610(13) . ?
N002 C2 1.88(2) . ?
N002 C8 1.52(3) . ?
N003 C005 1.3242(16) . ?
N003 C009 1.4621(13) . ?
N003 C3 1.85(2) . ?
N003 C6 1.92(3) . ?
N003 C7 1.549(16) . ?
C004 C006 1.4070(19) . ?
C004 C008 1.5100(16) . ?
C004 C2 0.58(2) . ?
C004 C6 1.53(3) . ?
C004 C8 0.98(2) . ?
C005 C006 1.4104(18) . ?
C005 C00A 1.5117(18) . ?
C005 N1 1.951(13) . ?
C005 C3 0.59(2) . ?
C005 C6 1.03(3) . ?
C005 C7 1.359(16) . ?
C006 H006 0.9500 . ?
C006 N2 1.900(15) . ?
C006 C2 1.064(18) . ?
C006 C3 1.51(2) . ?
C006 C6 0.50(3) . ?
C007 H00A 0.9800 . ?
C007 H00B 0.9800 . ?
C007 H00C 0.9800 . ?
C007 C8 1.89(4) . ?
C008 H00D 0.9800 . ?
C008 H00E 0.9800 . ?
C008 H00F 0.9800 . ?
C008 N2 1.623(15) . ?
C008 C2 1.47(2) . ?
C008 C4 1.648(19) . ?
C008 C8 0.97(3) . ?
C009 H00G 0.9800 . ?
C009 H00H 0.9800 . ?
C009 H00I 0.9800 . ?
C009 C7 1.570(19) . ?
C00A H00J 0.9800 . ?
C00A H00K 0.9800 . ?
C00A H00L 0.9800 . ?
C00A N1 1.324(13) . ?
C00A C3 1.04(2) . ?
C00A C5 1.556(19) . ?
C00A C7 1.219(19) . ?
Cu1 N1 1.963(13) . ?
Cu1 N2 1.950(14) . ?
N1 C3 1.39(2) . ?
N1 C5 1.431(18) . ?
N2 C2 1.49(3) . ?
N2 C4 1.42(2) . ?
C2 C6 1.36(3) . ?
C2 C8 1.31(4) . ?
C3 C6 1.29(3) . ?
C3 C7 1.36(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N002 Cu01 N002 100.61(5) . 3_656 ?
N002 Cu01 N003 136.32(4) . 3_656 ?
N002 Cu01 N003 136.32(4) 3_656 . ?
N002 Cu01 N003 94.81(4) . . ?
N002 Cu01 N003 94.81(4) 3_656 3_656 ?
N003 Cu01 N003 101.62(5) 3_656 . ?
C004 N002 Cu01 125.20(8) . . ?
C004 N002 C007 117.97(9) . . ?
C004 N002 C2 5.8(5) . . ?
C004 N002 C8 39.5(13) . . ?
C007 N002 Cu01 116.57(7) . . ?
C007 N002 C2 122.3(6) . . ?
C007 N002 C8 78.5(13) . . ?
C2 N002 Cu01 121.1(6) . . ?
C8 N002 Cu01 164.4(13) . . ?
C8 N002 C2 43.9(14) . . ?
C005 N003 Cu01 124.50(8) . . ?
C005 N003 C009 117.67(9) . . ?
C005 N003 C3 9.7(7) . . ?
C005 N003 C6 30.5(8) . . ?
C005 N003 C7 55.8(7) . . ?
C009 N003 Cu01 117.64(7) . . ?
C009 N003 C3 108.1(7) . . ?
C009 N003 C6 148.1(8) . . ?
C009 N003 C7 62.8(6) . . ?
C3 N003 Cu01 133.8(7) . . ?
C3 N003 C6 40.0(10) . . ?
C6 N003 Cu01 94.0(8) . . ?
C7 N003 Cu01 166.3(6) . . ?
C7 N003 C3 46.1(9) . . ?
C7 N003 C6 85.6(11) . . ?
N002 C004 C006 123.35(11) . . ?
N002 C004 C008 120.18(11) . . ?
N002 C004 C6 104.3(10) . . ?
C006 C004 C008 116.47(11) . . ?
C006 C004 C6 19.1(10) . . ?
C008 C004 C6 135.6(10) . . ?
C2 C004 N002 160.8(19) . . ?
C2 C004 C006 43(2) . . ?
C2 C004 C008 75(2) . . ?
C2 C004 C6 62(2) . . ?
C2 C004 C8 112(3) . . ?
C8 C004 N002 81(2) . . ?
C8 C004 C006 155(2) . . ?
C8 C004 C008 39(2) . . ?
C8 C004 C6 174(2) . . ?
N003 C005 C006 123.89(12) . . ?
N003 C005 C00A 119.72(10) . . ?
N003 C005 N1 162.2(4) . . ?
N003 C005 C7 70.5(8) . . ?
C006 C005 C00A 116.39(12) . . ?
C006 C005 N1 73.8(4) . . ?
C00A C005 N1 42.6(3) . . ?
C3 C005 N003 148(2) . . ?
C3 C005 C006 88(2) . . ?
C3 C005 C00A 29(2) . . ?
C3 C005 N1 15(2) . . ?
C3 C005 C6 103(2) . . ?
C3 C005 C7 77(2) . . ?
C6 C005 N003 108.8(15) . . ?
C6 C005 C006 15.8(15) . . ?
C6 C005 C00A 131.2(15) . . ?
C6 C005 N1 89.0(15) . . ?
C6 C005 C7 166.9(12) . . ?
C7 C005 C006 163.6(7) . . ?
C7 C005 C00A 49.9(8) . . ?
C7 C005 N1 92.2(9) . . ?
C004 C006 C005 127.71(13) . . ?
C004 C006 H006 116.1 . . ?
C004 C006 N2 73.1(4) . . ?
C004 C006 C3 150.4(8) . . ?
C005 C006 H006 116.1 . . ?
C005 C006 N2 158.7(5) . . ?
C005 C006 C3 22.9(8) . . ?
N2 C006 H006 43.3 . . ?
C2 C006 C004 22.0(14) . . ?
C2 C006 C005 148.8(14) . . ?
C2 C006 H006 94.7 . . ?
C2 C006 N2 51.4(14) . . ?
C2 C006 C3 168.8(13) . . ?
C3 C006 H006 93.4 . . ?
C3 C006 N2 135.9(9) . . ?
C6 C006 C004 95(3) . . ?
C6 C006 C005 34(3) . . ?
C6 C006 H006 148.0 . . ?
C6 C006 N2 162(3) . . ?
C6 C006 C2 115(3) . . ?
C6 C006 C3 56(3) . . ?
N002 C007 H00A 109.5 . . ?
N002 C007 H00B 109.5 . . ?
N002 C007 H00C 109.5 . . ?
N002 C007 C8 52.1(6) . . ?
H00A C007 H00B 109.5 . . ?
H00A C007 H00C 109.5 . . ?
H00B C007 H00C 109.5 . . ?
C8 C007 H00A 80.4 . . ?
C8 C007 H00B 80.3 . . ?
C8 C007 H00C 161.6 . . ?
C004 C008 H00D 109.5 . . ?
C004 C008 H00E 109.5 . . ?
C004 C008 H00F 109.5 . . ?
C004 C008 N2 79.7(5) . . ?
C004 C008 C4 129.9(5) . . ?
H00D C008 H00E 109.5 . . ?
H00D C008 H00F 109.5 . . ?
H00E C008 H00F 109.5 . . ?
N2 C008 H00D 129.1 . . ?
N2 C008 H00E 30.8 . . ?
N2 C008 H00F 114.0 . . ?
N2 C008 C4 51.5(7) . . ?
C2 C008 C004 22.4(9) . . ?
C2 C008 H00D 122.4 . . ?
C2 C008 H00E 87.4 . . ?
C2 C008 H00F 115.7 . . ?
C2 C008 N2 57.4(10) . . ?
C2 C008 C4 107.9(10) . . ?
C4 C008 H00D 110.1 . . ?
C4 C008 H00E 26.9 . . ?
C4 C008 H00F 84.7 . . ?
C8 C008 C004 39.4(17) . . ?
C8 C008 H00D 91.8 . . ?
C8 C008 H00E 148.2 . . ?
C8 C008 H00F 83.8 . . ?
C8 C008 N2 117.5(17) . . ?
C8 C008 C2 61.0(19) . . ?
C8 C008 C4 157.7(12) . . ?
N003 C009 H00G 109.5 . . ?
N003 C009 H00H 109.5 . . ?
N003 C009 H00I 109.5 . . ?
N003 C009 C7 61.3(6) . . ?
H00G C009 H00H 109.5 . . ?
H00G C009 H00I 109.5 . . ?
H00H C009 H00I 109.5 . . ?
C7 C009 H00G 66.4 . . ?
C7 C009 H00H 85.0 . . ?
C7 C009 H00I 165.3 . . ?
C005 C00A H00J 109.5 . . ?
C005 C00A H00K 109.5 . . ?
C005 C00A H00L 109.5 . . ?
C005 C00A C5 145.3(5) . . ?
H00J C00A H00K 109.5 . . ?
H00J C00A H00L 109.5 . . ?
H00K C00A H00L 109.5 . . ?
N1 C00A C005 86.7(5) . . ?
N1 C00A H00J 121.1 . . ?
N1 C00A H00K 22.9 . . ?
N1 C00A H00L 117.6 . . ?
N1 C00A C5 58.9(7) . . ?
C3 C00A C005 15.8(11) . . ?
C3 C00A H00J 114.3 . . ?
C3 C00A H00K 93.8 . . ?
C3 C00A H00L 118.9 . . ?
C3 C00A N1 71.2(12) . . ?
C3 C00A C5 130.0(13) . . ?
C3 C00A C7 73.6(13) . . ?
C5 C00A H00J 93.7 . . ?
C5 C00A H00K 36.5 . . ?
C5 C00A H00L 85.2 . . ?
C7 C00A C005 58.5(7) . . ?
C7 C00A H00J 70.0 . . ?
C7 C00A H00K 165.0 . . ?
C7 C00A H00L 84.2 . . ?
C7 C00A N1 144.4(9) . . ?
C7 C00A C5 156.2(9) . . ?
N1 Cu1 H006 130.7(4) . 3_556 ?
N2 Cu1 H006 133.1(5) . 3_556 ?
N2 Cu1 N1 95.7(6) . . ?
C005 N1 Cu1 123.7(6) . . ?
C00A N1 C005 50.7(4) . . ?
C00A N1 Cu1 173.6(9) . . ?
C00A N1 C3 44.7(10) . . ?
C00A N1 C5 68.7(9) . . ?
C3 N1 C005 6.4(9) . . ?
C3 N1 Cu1 129.5(11) . . ?
C3 N1 C5 113.4(14) . . ?
C5 N1 C005 119.2(11) . . ?
C5 N1 Cu1 117.1(11) . . ?
C006 N2 Cu1 87.5(5) . . ?
C008 N2 C006 89.1(7) . . ?
C008 N2 Cu1 167.5(8) . . ?
C2 N2 C006 33.9(7) . . ?
C2 N2 C008 56.2(9) . . ?
C2 N2 Cu1 121.4(10) . . ?
C4 N2 C006 154.0(13) . . ?
C4 N2 C008 65.2(9) . . ?
C4 N2 Cu1 118.5(12) . . ?
C4 N2 C2 120.1(14) . . ?
C004 C2 N002 13.4(14) . . ?
C004 C2 C006 115(3) . . ?
C004 C2 C008 82.6(19) . . ?
C004 C2 N2 149(3) . . ?
C004 C2 C6 96(3) . . ?
C004 C2 C8 43.5(18) . . ?
C006 C2 N002 106.1(18) . . ?
C006 C2 C008 155.9(18) . . ?
C006 C2 N2 94.7(15) . . ?
C006 C2 C6 19.6(12) . . ?
C006 C2 C8 158(3) . . ?
C008 C2 N002 93.6(9) . . ?
C008 C2 N2 66.5(12) . . ?
N2 C2 N002 159.2(13) . . ?
C6 C2 N002 87.0(18) . . ?
C6 C2 C008 170.4(14) . . ?
C6 C2 N2 113.7(18) . . ?
C8 C2 N002 53.3(15) . . ?
C8 C2 C008 40.4(14) . . ?
C8 C2 N2 106(2) . . ?
C8 C2 C6 140(3) . . ?
C005 C3 N003 22.4(15) . . ?
C005 C3 C006 69(2) . . ?
C005 C3 C00A 135(3) . . ?
C005 C3 N1 158(3) . . ?
C005 C3 C6 51(2) . . ?
C005 C3 C7 78(2) . . ?
C006 C3 N003 91.3(11) . . ?
C00A C3 N003 113.6(15) . . ?
C00A C3 C006 154.7(19) . . ?
C00A C3 N1 64.1(12) . . ?
C00A C3 C6 173(2) . . ?
C00A C3 C7 59.4(13) . . ?
N1 C3 N003 174.2(12) . . ?
N1 C3 C006 90.6(13) . . ?
C6 C3 N003 73.0(16) . . ?
C6 C3 C006 18.8(12) . . ?
C6 C3 N1 109(2) . . ?
C6 C3 C7 127(2) . . ?
C7 C3 N003 55.2(10) . . ?
C7 C3 C006 145.9(18) . . ?
C7 C3 N1 123.3(18) . . ?
C008 C4 H4A 167.3 . . ?
C008 C4 H4B 83.1 . . ?
C008 C4 H4C 66.0 . . ?
N2 C4 C008 63.3(10) . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C00A C5 H5A 161.8 . . ?
C00A C5 H5B 78.9 . . ?
C00A C5 H5C 81.5 . . ?
N1 C5 C00A 52.4(8) . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N003 C6 H6 37.9 . . ?
C004 C6 N003 120.7(16) . . ?
C004 C6 H6 83.0 . . ?
C005 C6 N003 40.7(10) . . ?
C005 C6 C004 161(2) . . ?
C005 C6 C2 175(3) . . ?
C005 C6 C3 26.4(11) . . ?
C005 C6 H6 78.7 . . ?
C006 C6 N003 166(3) . . ?
C006 C6 C004 66(3) . . ?
C006 C6 C005 131(4) . . ?
C006 C6 C2 45(3) . . ?
C006 C6 C3 106(4) . . ?
C006 C6 H6 147.8 . . ?
C2 C6 N003 143(2) . . ?
C2 C6 C004 22.0(11) . . ?
C2 C6 H6 104.9 . . ?
C3 C6 N003 67.0(15) . . ?
C3 C6 C004 172(2) . . ?
C3 C6 C2 150(3) . . ?
C3 C6 H6 104.9 . . ?
N003 C7 C009 55.9(6) . . ?
N003 C7 H7A 121.0 . . ?
N003 C7 H7B 30.8 . . ?
N003 C7 H7C 122.7 . . ?
C005 C7 N003 53.7(6) . . ?
C005 C7 C009 108.8(10) . . ?
C005 C7 H7A 119.8 . . ?
C005 C7 H7B 84.5 . . ?
C005 C7 H7C 120.3 . . ?
C009 C7 H7A 87.7 . . ?
C009 C7 H7B 26.6 . . ?
C009 C7 H7C 104.4 . . ?
C00A C7 N003 124.5(12) . . ?
C00A C7 C005 71.6(9) . . ?
C00A C7 C009 161.4(14) . . ?
C00A C7 C3 47.0(11) . . ?
C00A C7 H7A 76.7 . . ?
C00A C7 H7B 154.5 . . ?
C00A C7 H7C 90.5 . . ?
C3 C7 N003 78.7(12) . . ?
C3 C7 C005 25.0(9) . . ?
C3 C7 C009 133.3(14) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N002 C8 C007 49.4(11) . . ?
N002 C8 H8A 121.7 . . ?
N002 C8 H8B 26.7 . . ?
N002 C8 H8C 119.6 . . ?
C004 C8 N002 59.3(12) . . ?
C004 C8 C007 109(2) . . ?
C004 C8 C2 24.1(15) . . ?
C004 C8 H8A 124.6 . . ?
C004 C8 H8B 86.0 . . ?
C004 C8 H8C 114.5 . . ?
C007 C8 H8A 95.6 . . ?
C007 C8 H8B 22.7 . . ?
C007 C8 H8C 99.0 . . ?
C008 C8 N002 161(3) . . ?
C008 C8 C004 102(4) . . ?
C008 C8 C007 149(2) . . ?
C008 C8 C2 79(3) . . ?
C008 C8 H8A 70.7 . . ?
C008 C8 H8B 170.7 . . ?
C008 C8 H8C 62.6 . . ?
C2 C8 N002 82.8(15) . . ?
C2 C8 C007 132.0(19) . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 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
Cu01 N002 C004 C006 -5.96(16) . . . . ?
Cu01 N002 C004 C008 173.31(7) . . . . ?
Cu01 N002 C004 C2 -47(6) . . . . ?
Cu01 N002 C004 C6 -7.1(7) . . . . ?
Cu01 N002 C004 C8 176.1(10) . . . . ?
Cu01 N002 C007 C8 -175.9(7) . . . . ?
Cu01 N002 C2 C004 136(5) . . . . ?
Cu01 N002 C2 C006 4.8(12) . . . . ?
Cu01 N002 C2 C008 170.8(3) . . . . ?
Cu01 N002 C2 N2 -174(3) . . . . ?
Cu01 N002 C2 C6 0.4(11) . . . . ?
Cu01 N002 C2 C8 174.6(10) . . . . ?
Cu01 N002 C8 C004 -12(3) . . . . ?
Cu01 N002 C8 C007 166(2) . . . . ?
Cu01 N002 C8 C008 0(7) . . . . ?
Cu01 N002 C8 C2 -18(3) . . . . ?
Cu01 N003 C005 C006 -7.73(16) . . . . ?
Cu01 N003 C005 C00A 171.96(8) . . . . ?
Cu01 N003 C005 N1 177.4(12) . . . . ?
Cu01 N003 C005 C3 164(3) . . . . ?
Cu01 N003 C005 C6 -2.7(10) . . . . ?
Cu01 N003 C005 C7 163.4(7) . . . . ?
Cu01 N003 C009 C7 -164.6(7) . . . . ?
Cu01 N003 C3 C005 -18(3) . . . . ?
Cu01 N003 C3 C006 -11.9(10) . . . . ?
Cu01 N003 C3 C00A 172.7(6) . . . . ?
Cu01 N003 C3 C6 -7.9(13) . . . . ?
Cu01 N003 C3 C7 161.0(9) . . . . ?
Cu01 N003 C7 C005 -96(3) . . . . ?
Cu01 N003 C7 C009 95(3) . . . . ?
Cu01 N003 C7 C00A -107(3) . . . . ?
Cu01 N003 C7 C3 -96(3) . . . . ?
N002 C004 C006 C005 4.8(2) . . . . ?
N002 C004 C006 N2 -170.3(4) . . . . ?
N002 C004 C006 C2 -162(2) . . . . ?
N002 C004 C006 C3 -0.8(11) . . . . ?
N002 C004 C006 C6 -4(2) . . . . ?
N002 C004 C008 N2 168.8(5) . . . . ?
N002 C004 C008 C2 167.2(15) . . . . ?
N002 C004 C008 C4 156.3(7) . . . . ?
N002 C004 C008 C8 4.4(16) . . . . ?
N002 C004 C2 C006 53(6) . . . . ?
N002 C004 C2 C008 -144(5) . . . . ?
N002 C004 C2 N2 -148(4) . . . . ?
N002 C004 C2 C6 45(6) . . . . ?
N002 C004 C2 C8 -133(6) . . . . ?
N002 C004 C6 N003 10.8(12) . . . . ?
N002 C004 C6 C005 25(5) . . . . ?
N002 C004 C6 C006 177.0(18) . . . . ?
N002 C004 C6 C2 -166.1(16) . . . . ?
N002 C004 C8 C007 -1.6(7) . . . . ?
N002 C004 C8 C008 -176.1(14) . . . . ?
N002 C004 C8 C2 165.9(16) . . . . ?
N002 C007 C8 C004 1.8(8) . . . . ?
N002 C007 C8 C008 171(3) . . . . ?
N002 C007 C8 C2 -5.1(14) . . . . ?
N002 C2 C6 N003 5(2) . . . . ?
N002 C2 C6 C004 9.5(11) . . . . ?
N002 C2 C6 C006 167(2) . . . . ?
N002 C2 C6 C3 -178(3) . . . . ?
N002 C2 C8 C004 -12.2(14) . . . . ?
N002 C2 C8 C007 3.9(11) . . . . ?
N002 C2 C8 C008 -174.2(15) . . . . ?
N003 C005 C006 C004 2.7(2) . . . . ?
N003 C005 C006 N2 169.5(11) . . . . ?
N003 C005 C006 C2 12.5(16) . . . . ?
N003 C005 C006 C3 175.7(14) . . . . ?
N003 C005 C006 C6 18(4) . . . . ?
N003 C005 C00A N1 177.5(6) . . . . ?
N003 C005 C00A C3 -171(3) . . . . ?
N003 C005 C00A C5 170.3(12) . . . . ?
N003 C005 C00A C7 -10.5(9) . . . . ?
N003 C005 C3 C006 -173(2) . . . . ?
N003 C005 C3 C00A 14(5) . . . . ?
N003 C005 C3 N1 165(4) . . . . ?
N003 C005 C3 C6 -167(3) . . . . ?
N003 C005 C3 C7 -1(3) . . . . ?
N003 C005 C6 C004 -19(6) . . . . ?
N003 C005 C6 C006 -165(3) . . . . ?
N003 C005 C6 C3 172.9(16) . . . . ?
N003 C005 C7 C009 9.9(7) . . . . ?
N003 C005 C7 C00A 170.3(8) . . . . ?
N003 C005 C7 C3 179.6(15) . . . . ?
N003 C009 C7 C005 -9.7(6) . . . . ?
N003 C009 C7 C00A -98(4) . . . . ?
N003 C009 C7 C3 -15.6(15) . . . . ?
N003 C3 C6 C005 -5.0(11) . . . . ?
N003 C3 C6 C006 -167(3) . . . . ?
N003 C3 C6 C2 -178(3) . . . . ?
N003 C3 C7 C005 -0.3(12) . . . . ?
N003 C3 C7 C009 13.2(13) . . . . ?
N003 C3 C7 C00A 167.6(11) . . . . ?
C004 N002 C007 C8 -1.4(7) . . . . ?
C004 N002 C2 C006 -131(6) . . . . ?
C004 N002 C2 C008 35(5) . . . . ?
C004 N002 C2 N2 51(5) . . . . ?
C004 N002 C2 C6 -135(6) . . . . ?
C004 N002 C2 C8 39(5) . . . . ?
C004 N002 C8 C007 178.0(9) . . . . ?
C004 N002 C8 C008 12(4) . . . . ?
C004 N002 C8 C2 -5.8(7) . . . . ?
C004 C006 C2 N002 11.1(13) . . . . ?
C004 C006 C2 C008 -133(5) . . . . ?
C004 C006 C2 N2 -169(3) . . . . ?
C004 C006 C2 C6 24(3) . . . . ?
C004 C006 C2 C8 -11(3) . . . . ?
C004 C006 C3 N003 8.8(14) . . . . ?
C004 C006 C3 C005 11(2) . . . . ?
C004 C006 C3 C00A 179(2) . . . . ?
C004 C006 C3 N1 -176.7(7) . . . . ?
C004 C006 C3 C6 -3(3) . . . . ?
C004 C006 C3 C7 -2(3) . . . . ?
C004 C006 C6 N003 122(15) . . . . ?
C004 C006 C6 C005 168(3) . . . . ?
C004 C006 C6 C2 -8.9(12) . . . . ?
C004 C006 C6 C3 178.4(14) . . . . ?
C004 C008 N2 C006 7.9(3) . . . . ?
C004 C008 N2 Cu1 82(4) . . . . ?
C004 C008 N2 C2 -0.7(7) . . . . ?
C004 C008 N2 C4 -167.8(8) . . . . ?
C004 C008 C2 N002 -7.7(9) . . . . ?
C004 C008 C2 C006 138(5) . . . . ?
C004 C008 C2 N2 178.2(18) . . . . ?
C004 C008 C2 C8 -12.4(16) . . . . ?
C004 C008 C4 N2 15.7(10) . . . . ?
C004 C008 C8 N002 -10(4) . . . . ?
C004 C008 C8 C007 -170(4) . . . . ?
C004 C008 C8 C2 7.4(10) . . . . ?
C004 C2 C6 N003 -5(3) . . . . ?
C004 C2 C6 C006 158(3) . . . . ?
C004 C2 C6 C3 172(3) . . . . ?
C004 C2 C8 N002 12.2(14) . . . . ?
C004 C2 C8 C007 16(2) . . . . ?
C004 C2 C8 C008 -162(2) . . . . ?
C005 N003 C009 C7 10.6(7) . . . . ?
C005 N003 C3 C006 6(2) . . . . ?
C005 N003 C3 C00A -169(4) . . . . ?
C005 N003 C3 C6 10(2) . . . . ?
C005 N003 C3 C7 179(3) . . . . ?
C005 N003 C7 C009 -168.6(7) . . . . ?
C005 N003 C7 C00A -11.2(9) . . . . ?
C005 N003 C7 C3 -0.2(7) . . . . ?
C005 C006 C2 N002 -10(2) . . . . ?
C005 C006 C2 C004 -21(3) . . . . ?
C005 C006 C2 C008 -154(3) . . . . ?
C005 C006 C2 N2 169.5(9) . . . . ?
C005 C006 C2 C6 3(2) . . . . ?
C005 C006 C2 C8 -32(5) . . . . ?
C005 C006 C3 N003 -2.6(9) . . . . ?
C005 C006 C3 C00A 168(4) . . . . ?
C005 C006 C3 N1 172.0(19) . . . . ?
C005 C006 C3 C6 -15(3) . . . . ?
C005 C006 C3 C7 -13.0(15) . . . . ?
C005 C006 C6 N003 -46(13) . . . . ?
C005 C006 C6 C004 -168(3) . . . . ?
C005 C006 C6 C2 -177(2) . . . . ?
C005 C006 C6 C3 10.2(19) . . . . ?
C005 C00A N1 C3 3.2(8) . . . . ?
C005 C00A N1 C5 -175.2(8) . . . . ?
C005 C00A C3 N003 6(2) . . . . ?
C005 C00A C3 C006 -163(6) . . . . ?
C005 C00A C3 N1 -168(3) . . . . ?
C005 C00A C3 C7 17(3) . . . . ?
C005 C00A C5 N1 8.5(15) . . . . ?
C005 C00A C7 N003 9.5(8) . . . . ?
C005 C00A C7 C009 94(4) . . . . ?
C005 C00A C7 C3 -5.4(8) . . . . ?
C005 N1 C3 C006 -21(5) . . . . ?
C005 N1 C3 C00A 157(6) . . . . ?
C005 N1 C3 C6 -23(5) . . . . ?
C005 N1 C3 C7 163(7) . . . . ?
C005 N1 C5 C00A -4.3(7) . . . . ?
C005 C3 C6 N003 5.0(11) . . . . ?
C005 C3 C6 C006 -162(3) . . . . ?
C005 C3 C6 C2 -173(4) . . . . ?
C005 C3 C7 N003 0.3(12) . . . . ?
C005 C3 C7 C009 13(2) . . . . ?
C005 C3 C7 C00A 167.9(19) . . . . ?
C006 C004 C008 N2 -11.9(5) . . . . ?
C006 C004 C008 C2 -13.5(14) . . . . ?
C006 C004 C008 C4 -24.3(7) . . . . ?
C006 C004 C008 C8 -176.2(16) . . . . ?
C006 C004 C2 N002 -53(6) . . . . ?
C006 C004 C2 C008 162.4(18) . . . . ?
C006 C004 C2 N2 159(5) . . . . ?
C006 C004 C2 C6 -8.0(11) . . . . ?
C006 C004 C2 C8 174.0(15) . . . . ?
C006 C004 C6 N003 -166(3) . . . . ?
C006 C004 C6 C005 -152(7) . . . . ?
C006 C004 C6 C2 17(2) . . . . ?
C006 C004 C8 N002 -176(2) . . . . ?
C006 C004 C8 C007 -177.4(14) . . . . ?
C006 C004 C8 C008 8(3) . . . . ?
C006 C004 C8 C2 -10(2) . . . . ?
C006 C005 C00A N1 -2.7(6) . . . . ?
C006 C005 C00A C3 8(3) . . . . ?
C006 C005 C00A C5 -10.0(12) . . . . ?
C006 C005 C00A C7 169.2(9) . . . . ?
C006 C005 C3 N003 173(2) . . . . ?
C006 C005 C3 C00A -172(3) . . . . ?
C006 C005 C3 N1 -22(6) . . . . ?
C006 C005 C3 C6 6.0(11) . . . . ?
C006 C005 C3 C7 172.6(8) . . . . ?
C006 C005 C6 N003 165(3) . . . . ?
C006 C005 C6 C004 145(8) . . . . ?
C006 C005 C6 C3 -23(4) . . . . ?
C006 C005 C7 N003 153(2) . . . . ?
C006 C005 C7 C009 163.1(18) . . . . ?
C006 C005 C7 C00A -37(3) . . . . ?
C006 C005 C7 C3 -27(3) . . . . ?
C006 N2 C2 N002 179(4) . . . . ?
C006 N2 C2 C004 -161(5) . . . . ?
C006 N2 C2 C008 -164.5(12) . . . . ?
C006 N2 C2 C6 5.0(9) . . . . ?
C006 N2 C2 C8 -171.6(18) . . . . ?
C006 N2 C4 C008 -10(2) . . . . ?
C006 C2 C6 N003 -162(4) . . . . ?
C006 C2 C6 C004 -158(3) . . . . ?
C006 C2 C6 C3 14(2) . . . . ?
C006 C2 C8 N002 27(5) . . . . ?
C006 C2 C8 C004 14(4) . . . . ?
C006 C2 C8 C007 30(5) . . . . ?
C006 C2 C8 C008 -148(4) . . . . ?
C006 C3 C6 N003 167(3) . . . . ?
C006 C3 C6 C005 162(3) . . . . ?
C006 C3 C6 C2 -10.4(17) . . . . ?
C006 C3 C7 N003 13(2) . . . . ?
C006 C3 C7 C005 12.5(14) . . . . ?
C006 C3 C7 C009 26(3) . . . . ?
C006 C3 C7 C00A -180(2) . . . . ?
C007 N002 C004 C006 -179.92(11) . . . . ?
C007 N002 C004 C008 -0.65(15) . . . . ?
C007 N002 C004 C2 139(6) . . . . ?
C007 N002 C004 C6 178.9(7) . . . . ?
C007 N002 C004 C8 2.2(10) . . . . ?
C007 N002 C2 C004 -43(6) . . . . ?
C007 N002 C2 C006 -174.1(6) . . . . ?
C007 N002 C2 C008 -8.2(9) . . . . ?
C007 N002 C2 N2 7(3) . . . . ?
C007 N002 C2 C6 -178.5(8) . . . . ?
C007 N002 C2 C8 -4.4(12) . . . . ?
C007 N002 C8 C004 -178.0(9) . . . . ?
C007 N002 C8 C008 -167(5) . . . . ?
C007 N002 C8 C2 176.2(10) . . . . ?
C008 C004 C006 C005 -174.53(12) . . . . ?
C008 C004 C006 N2 10.5(4) . . . . ?
C008 C004 C006 C2 19(2) . . . . ?
C008 C004 C006 C3 179.9(11) . . . . ?
C008 C004 C006 C6 177(2) . . . . ?
C008 C004 C2 N002 144(5) . . . . ?
C008 C004 C2 C006 -162.4(18) . . . . ?
C008 C004 C2 N2 -3(3) . . . . ?
C008 C004 C2 C6 -170.3(14) . . . . ?
C008 C004 C2 C8 11.6(15) . . . . ?
C008 C004 C6 N003 -169.8(4) . . . . ?
C008 C004 C6 C005 -155(5) . . . . ?
C008 C004 C6 C006 -4(3) . . . . ?
C008 C004 C6 C2 13.4(19) . . . . ?
C008 C004 C8 N002 176.1(14) . . . . ?
C008 C004 C8 C007 175(2) . . . . ?
C008 C004 C8 C2 -18(2) . . . . ?
C008 N2 C2 N002 -17(3) . . . . ?
C008 N2 C2 C004 3(3) . . . . ?
C008 N2 C2 C006 164.5(12) . . . . ?
C008 N2 C2 C6 169.5(15) . . . . ?
C008 N2 C2 C8 -7.1(10) . . . . ?
C008 C2 C8 N002 174.2(15) . . . . ?
C008 C2 C8 C004 162(2) . . . . ?
C008 C2 C8 C007 178(2) . . . . ?
C009 N003 C005 C006 177.41(11) . . . . ?
C009 N003 C005 C00A -2.90(15) . . . . ?
C009 N003 C005 N1 2.6(13) . . . . ?
C009 N003 C005 C3 -11(3) . . . . ?
C009 N003 C005 C6 -177.6(10) . . . . ?
C009 N003 C005 C7 -11.4(7) . . . . ?
C009 N003 C3 C005 170(3) . . . . ?
C009 N003 C3 C006 176.3(4) . . . . ?
C009 N003 C3 C00A 0.9(12) . . . . ?
C009 N003 C3 C6 -179.6(9) . . . . ?
C009 N003 C3 C7 -10.8(10) . . . . ?
C009 N003 C7 C005 168.6(7) . . . . ?
C009 N003 C7 C00A 157.4(16) . . . . ?
C009 N003 C7 C3 168.5(11) . . . . ?
C00A C005 C006 C004 -176.96(12) . . . . ?
C00A C005 C006 N2 -10.2(11) . . . . ?
C00A C005 C006 C2 -167.2(16) . . . . ?
C00A C005 C006 C3 -4.0(14) . . . . ?
C00A C005 C006 C6 -162(4) . . . . ?
C00A C005 C3 N003 -14(5) . . . . ?
C00A C005 C3 C006 172(3) . . . . ?
C00A C005 C3 N1 150(8) . . . . ?
C00A C005 C3 C6 178(2) . . . . ?
C00A C005 C3 C7 -15(2) . . . . ?
C00A C005 C6 N003 -173.9(12) . . . . ?
C00A C005 C6 C004 167(4) . . . . ?
C00A C005 C6 C006 22(4) . . . . ?
C00A C005 C6 C3 -1.0(16) . . . . ?
C00A C005 C7 N003 -170.3(8) . . . . ?
C00A C005 C7 C009 -160.4(15) . . . . ?
C00A C005 C7 C3 9.3(15) . . . . ?
C00A N1 C3 C005 -157(6) . . . . ?
C00A N1 C3 C006 -177.9(11) . . . . ?
C00A N1 C3 C6 179.8(17) . . . . ?
C00A N1 C3 C7 5.4(12) . . . . ?
C00A C3 C7 N003 -167.6(11) . . . . ?
C00A C3 C7 C005 -167.9(19) . . . . ?
C00A C3 C7 C009 -154.4(19) . . . . ?
Cu1 N1 C3 C005 27(6) . . . . ?
Cu1 N1 C3 C006 5.9(14) . . . . ?
Cu1 N1 C3 C00A -176.2(12) . . . . ?
Cu1 N1 C3 C6 3.7(19) . . . . ?
Cu1 N1 C3 C7 -170.7(12) . . . . ?
Cu1 N1 C5 C00A 176.8(11) . . . . ?
Cu1 N2 C2 N002 178(2) . . . . ?
Cu1 N2 C2 C004 -162(3) . . . . ?
Cu1 N2 C2 C006 -0.9(14) . . . . ?
Cu1 N2 C2 C008 -165.5(10) . . . . ?
Cu1 N2 C2 C6 4.0(18) . . . . ?
Cu1 N2 C2 C8 -172.6(11) . . . . ?
Cu1 N2 C4 C008 166.6(10) . . . . ?
N1 C005 C006 C004 -178.9(4) . . . . ?
N1 C005 C006 N2 -12.1(12) . . . . ?
N1 C005 C006 C2 -169.1(16) . . . . ?
N1 C005 C006 C3 -6.0(15) . . . . ?
N1 C005 C006 C6 -164(4) . . . . ?
N1 C005 C00A C3 11(3) . . . . ?
N1 C005 C00A C5 -7.3(13) . . . . ?
N1 C005 C00A C7 171.9(11) . . . . ?
N1 C005 C3 N003 -165(4) . . . . ?
N1 C005 C3 C006 22(6) . . . . ?
N1 C005 C3 C00A -150(8) . . . . ?
N1 C005 C3 C6 28(6) . . . . ?
N1 C005 C3 C7 -165(6) . . . . ?
N1 C005 C6 N003 179.9(5) . . . . ?
N1 C005 C6 C004 161(5) . . . . ?
N1 C005 C6 C006 15(4) . . . . ?
N1 C005 C6 C3 -7.2(15) . . . . ?
N1 C005 C7 N003 -175.8(4) . . . . ?
N1 C005 C7 C009 -165.8(10) . . . . ?
N1 C005 C7 C00A -5.5(7) . . . . ?
N1 C005 C7 C3 3.9(15) . . . . ?
N1 C00A C3 N003 174.1(12) . . . . ?
N1 C00A C3 C005 168(3) . . . . ?
N1 C00A C3 C006 5(3) . . . . ?
N1 C00A C3 C7 -174.7(11) . . . . ?
N1 C00A C7 N003 23(2) . . . . ?
N1 C00A C7 C005 13.9(18) . . . . ?
N1 C00A C7 C009 108(4) . . . . ?
N1 C00A C7 C3 8.6(18) . . . . ?
N1 C3 C6 N003 174.4(12) . . . . ?
N1 C3 C6 C005 169(2) . . . . ?
N1 C3 C6 C006 7(3) . . . . ?
N1 C3 C6 C2 -3(4) . . . . ?
N1 C3 C7 N003 -173.2(14) . . . . ?
N1 C3 C7 C005 -174(2) . . . . ?
N1 C3 C7 C009 -160.1(14) . . . . ?
N1 C3 C7 C00A -5.7(12) . . . . ?
N2 C006 C2 N002 -179.5(14) . . . . ?
N2 C006 C2 C004 169(3) . . . . ?
N2 C006 C2 C008 37(4) . . . . ?
N2 C006 C2 C6 -166(2) . . . . ?
N2 C006 C2 C8 159(5) . . . . ?
N2 C006 C3 N003 174.2(6) . . . . ?
N2 C006 C3 C005 176.8(9) . . . . ?
N2 C006 C3 C00A -16(3) . . . . ?
N2 C006 C3 N1 -11.2(14) . . . . ?
N2 C006 C3 C6 162(3) . . . . ?
N2 C006 C3 C7 163.8(19) . . . . ?
N2 C006 C6 N003 168(7) . . . . ?
N2 C006 C6 C004 46(8) . . . . ?
N2 C006 C6 C005 -146(7) . . . . ?
N2 C006 C6 C2 37(8) . . . . ?
N2 C006 C6 C3 -135(8) . . . . ?
N2 C008 C2 N002 174.1(10) . . . . ?
N2 C008 C2 C004 -178.2(18) . . . . ?
N2 C008 C2 C006 -41(4) . . . . ?
N2 C008 C2 C8 169.4(15) . . . . ?
N2 C008 C8 N002 -28(5) . . . . ?
N2 C008 C8 C004 -17.5(18) . . . . ?
N2 C008 C8 C007 173(2) . . . . ?
N2 C008 C8 C2 -10.1(14) . . . . ?
N2 C2 C6 N003 -177.3(16) . . . . ?
N2 C2 C6 C004 -173(2) . . . . ?
N2 C2 C6 C006 -15(3) . . . . ?
N2 C2 C6 C3 -1(4) . . . . ?
N2 C2 C8 N002 -175.7(10) . . . . ?
N2 C2 C8 C004 172(2) . . . . ?
N2 C2 C8 C007 -171.8(13) . . . . ?
N2 C2 C8 C008 10.1(14) . . . . ?
C2 N002 C004 C006 41(6) . . . . ?
C2 N002 C004 C008 -139(6) . . . . ?
C2 N002 C004 C6 40(6) . . . . ?
C2 N002 C004 C8 -137(6) . . . . ?
C2 N002 C007 C8 3.1(8) . . . . ?
C2 N002 C8 C004 5.8(7) . . . . ?
C2 N002 C8 C007 -176.2(10) . . . . ?
C2 N002 C8 C008 17(5) . . . . ?
C2 C004 C006 C005 166(2) . . . . ?
C2 C004 C006 N2 -9(2) . . . . ?
C2 C004 C006 C3 161(2) . . . . ?
C2 C004 C006 C6 158(3) . . . . ?
C2 C004 C008 N2 1.5(15) . . . . ?
C2 C004 C008 C4 -10.9(16) . . . . ?
C2 C004 C008 C8 -163(2) . . . . ?
C2 C004 C6 N003 177(2) . . . . ?
C2 C004 C6 C005 -169(6) . . . . ?
C2 C004 C6 C006 -17(2) . . . . ?
C2 C004 C8 N002 -165.9(16) . . . . ?
C2 C004 C8 C007 -167.4(16) . . . . ?
C2 C004 C8 C008 18(2) . . . . ?
C2 C006 C3 N003 48(7) . . . . ?
C2 C006 C3 C005 50(7) . . . . ?
C2 C006 C3 C00A -142(7) . . . . ?
C2 C006 C3 N1 -138(7) . . . . ?
C2 C006 C3 C6 36(8) . . . . ?
C2 C006 C3 C7 37(8) . . . . ?
C2 C006 C6 N003 131(14) . . . . ?
C2 C006 C6 C004 8.9(12) . . . . ?
C2 C006 C6 C005 177(2) . . . . ?
C2 C006 C6 C3 -172.8(12) . . . . ?
C2 C008 N2 C006 8.6(6) . . . . ?
C2 C008 N2 Cu1 83(4) . . . . ?
C2 C008 N2 C4 -167.1(11) . . . . ?
C2 C008 C4 N2 11.4(10) . . . . ?
C2 C008 C8 N002 -17(5) . . . . ?
C2 C008 C8 C004 -7.4(10) . . . . ?
C2 C008 C8 C007 -177(3) . . . . ?
C2 N2 C4 C008 -12.3(11) . . . . ?
C3 N003 C005 C006 -172(3) . . . . ?
C3 N003 C005 C00A 8(3) . . . . ?
C3 N003 C005 N1 13(3) . . . . ?
C3 N003 C005 C6 -167(3) . . . . ?
C3 N003 C005 C7 -1(3) . . . . ?
C3 N003 C009 C7 8.7(8) . . . . ?
C3 N003 C7 C005 0.2(7) . . . . ?
C3 N003 C7 C009 -168.5(11) . . . . ?
C3 N003 C7 C00A -11.0(10) . . . . ?
C3 C005 C006 C004 -172.9(14) . . . . ?
C3 C005 C006 N2 -6.2(18) . . . . ?
C3 C005 C006 C2 -163(2) . . . . ?
C3 C005 C006 C6 -158(4) . . . . ?
C3 C005 C00A N1 -11(3) . . . . ?
C3 C005 C00A C5 -18(3) . . . . ?
C3 C005 C00A C7 161(3) . . . . ?
C3 C005 C6 N003 -172.9(16) . . . . ?
C3 C005 C6 C004 168(5) . . . . ?
C3 C005 C6 C006 23(4) . . . . ?
C3 C005 C7 N003 -179.6(15) . . . . ?
C3 C005 C7 C009 -169.7(18) . . . . ?
C3 C005 C7 C00A -9.3(15) . . . . ?
C3 C006 C2 N002 -45(7) . . . . ?
C3 C006 C2 C004 -56(7) . . . . ?
C3 C006 C2 C008 171(4) . . . . ?
C3 C006 C2 N2 134(7) . . . . ?
C3 C006 C2 C6 -32(7) . . . . ?
C3 C006 C2 C8 -67(8) . . . . ?
C3 C006 C6 N003 -56(14) . . . . ?
C3 C006 C6 C004 -178.4(14) . . . . ?
C3 C006 C6 C005 -10.2(19) . . . . ?
C3 C006 C6 C2 172.8(12) . . . . ?
C3 C00A N1 C005 -3.2(8) . . . . ?
C3 C00A N1 C5 -178.4(12) . . . . ?
C3 C00A C5 N1 2.0(15) . . . . ?
C3 C00A C7 N003 14.9(13) . . . . ?
C3 C00A C7 C005 5.4(8) . . . . ?
C3 C00A C7 C009 100(4) . . . . ?
C3 N1 C5 C00A -1.2(9) . . . . ?
C4 C008 N2 C006 175.7(10) . . . . ?
C4 C008 N2 Cu1 -110(5) . . . . ?
C4 C008 N2 C2 167.1(11) . . . . ?
C4 C008 C2 N002 163.5(6) . . . . ?
C4 C008 C2 C004 171.3(13) . . . . ?
C4 C008 C2 C006 -51(5) . . . . ?
C4 C008 C2 N2 -10.5(9) . . . . ?
C4 C008 C2 C8 158.9(13) . . . . ?
C4 C008 C8 N002 -82(6) . . . . ?
C4 C008 C8 C004 -72(4) . . . . ?
C4 C008 C8 C007 118(4) . . . . ?
C4 C008 C8 C2 -65(4) . . . . ?
C4 N2 C2 N002 -3(4) . . . . ?
C4 N2 C2 C004 17(4) . . . . ?
C4 N2 C2 C006 178.0(12) . . . . ?
C4 N2 C2 C008 13.5(12) . . . . ?
C4 N2 C2 C6 -177.0(14) . . . . ?
C4 N2 C2 C8 6.4(19) . . . . ?
C5 C00A N1 C005 175.2(8) . . . . ?
C5 C00A N1 C3 178.4(12) . . . . ?
C5 C00A C3 N003 172.3(9) . . . . ?
C5 C00A C3 C005 166(2) . . . . ?
C5 C00A C3 C006 3(4) . . . . ?
C5 C00A C3 N1 -1.8(14) . . . . ?
C5 C00A C3 C7 -176.6(12) . . . . ?
C5 C00A C7 N003 -171.7(17) . . . . ?
C5 C00A C7 C005 179(2) . . . . ?
C5 C00A C7 C009 -87(5) . . . . ?
C5 C00A C7 C3 173(2) . . . . ?
C5 N1 C3 C005 -156(6) . . . . ?
C5 N1 C3 C006 -176.3(11) . . . . ?
C5 N1 C3 C00A 1.6(12) . . . . ?
C5 N1 C3 C6 -178.5(14) . . . . ?
C5 N1 C3 C7 7(2) . . . . ?
C6 N003 C005 C006 -5.0(11) . . . . ?
C6 N003 C005 C00A 174.7(10) . . . . ?
C6 N003 C005 N1 -179.8(16) . . . . ?
C6 N003 C005 C3 167(3) . . . . ?
C6 N003 C005 C7 166.1(13) . . . . ?
C6 N003 C009 C7 8.3(12) . . . . ?
C6 N003 C3 C005 -10(2) . . . . ?
C6 N003 C3 C006 -4.0(8) . . . . ?
C6 N003 C3 C00A -179.5(18) . . . . ?
C6 N003 C3 C7 168.9(15) . . . . ?
C6 N003 C7 C005 -7.0(7) . . . . ?
C6 N003 C7 C009 -175.6(7) . . . . ?
C6 N003 C7 C00A -18.2(14) . . . . ?
C6 N003 C7 C3 -7.2(10) . . . . ?
C6 C004 C006 C005 8(2) . . . . ?
C6 C004 C006 N2 -167(2) . . . . ?
C6 C004 C006 C2 -158(3) . . . . ?
C6 C004 C006 C3 3(2) . . . . ?
C6 C004 C008 N2 -10.6(11) . . . . ?
C6 C004 C008 C2 -12.2(17) . . . . ?
C6 C004 C008 C4 -23.0(12) . . . . ?
C6 C004 C008 C8 -174.9(18) . . . . ?
C6 C004 C2 N002 -45(6) . . . . ?
C6 C004 C2 C006 8.0(11) . . . . ?
C6 C004 C2 C008 170.3(14) . . . . ?
C6 C004 C2 N2 167(4) . . . . ?
C6 C004 C2 C8 -178.0(14) . . . . ?
C6 C005 C006 C004 -15(4) . . . . ?
C6 C005 C006 N2 152(4) . . . . ?
C6 C005 C006 C2 -5(4) . . . . ?
C6 C005 C006 C3 158(4) . . . . ?
C6 C005 C00A N1 -9.2(14) . . . . ?
C6 C005 C00A C3 2(3) . . . . ?
C6 C005 C00A C5 -16.4(18) . . . . ?
C6 C005 C00A C7 162.8(16) . . . . ?
C6 C005 C3 N003 167(3) . . . . ?
C6 C005 C3 C006 -6.0(11) . . . . ?
C6 C005 C3 C00A -178(2) . . . . ?
C6 C005 C3 N1 -28(6) . . . . ?
C6 C005 C3 C7 166.6(12) . . . . ?
C6 C005 C7 N003 89(7) . . . . ?
C6 C005 C7 C009 99(7) . . . . ?
C6 C005 C7 C00A -101(7) . . . . ?
C6 C005 C7 C3 -91(8) . . . . ?
C6 C006 C2 N002 -13(3) . . . . ?
C6 C006 C2 C004 -24(3) . . . . ?
C6 C006 C2 C008 -157(5) . . . . ?
C6 C006 C2 N2 166(2) . . . . ?
C6 C006 C2 C8 -35(5) . . . . ?
C6 C006 C3 N003 12(3) . . . . ?
C6 C006 C3 C005 15(3) . . . . ?
C6 C006 C3 C00A -178(4) . . . . ?
C6 C006 C3 N1 -173(3) . . . . ?
C6 C006 C3 C7 2(3) . . . . ?
C6 C2 C8 N002 9(2) . . . . ?
C6 C2 C8 C004 -3(2) . . . . ?
C6 C2 C8 C007 13(3) . . . . ?
C6 C2 C8 C008 -165(2) . . . . ?
C6 C3 C7 N003 13.4(18) . . . . ?
C6 C3 C7 C005 13.1(13) . . . . ?
C6 C3 C7 C009 27(3) . . . . ?
C6 C3 C7 C00A -179(2) . . . . ?
C7 N003 C005 C006 -171.2(8) . . . . ?
C7 N003 C005 C00A 8.5(7) . . . . ?
C7 N003 C005 N1 14.0(15) . . . . ?
C7 N003 C005 C3 1(3) . . . . ?
C7 N003 C005 C6 -166.1(13) . . . . ?
C7 N003 C3 C005 -179(3) . . . . ?
C7 N003 C3 C006 -172.9(13) . . . . ?
C7 N003 C3 C00A 11.7(11) . . . . ?
C7 N003 C3 C6 -168.9(15) . . . . ?
C7 C005 C006 C004 -146(3) . . . . ?
C7 C005 C006 N2 20(3) . . . . ?
C7 C005 C006 C2 -137(3) . . . . ?
C7 C005 C006 C3 27(3) . . . . ?
C7 C005 C006 C6 -131(5) . . . . ?
C7 C005 C00A N1 -171.9(11) . . . . ?
C7 C005 C00A C3 -161(3) . . . . ?
C7 C005 C00A C5 -179.2(15) . . . . ?
C7 C005 C3 N003 1(3) . . . . ?
C7 C005 C3 C006 -172.6(8) . . . . ?
C7 C005 C3 C00A 15(2) . . . . ?
C7 C005 C3 N1 165(6) . . . . ?
C7 C005 C3 C6 -166.6(12) . . . . ?
C7 C005 C6 N003 -85(7) . . . . ?
C7 C005 C6 C004 -104(7) . . . . ?
C7 C005 C6 C006 111(7) . . . . ?
C7 C005 C6 C3 88(7) . . . . ?
C7 C00A N1 C005 -11.9(15) . . . . ?
C7 C00A N1 C3 -8.7(18) . . . . ?
C7 C00A N1 C5 172.9(16) . . . . ?
C7 C00A C3 N003 -11.1(10) . . . . ?
C7 C00A C3 C005 -17(3) . . . . ?
C7 C00A C3 C006 180(3) . . . . ?
C7 C00A C3 N1 174.7(11) . . . . ?
C7 C00A C5 N1 -170(2) . . . . ?
C7 C3 C6 N003 -11.5(15) . . . . ?
C7 C3 C6 C005 -16.5(16) . . . . ?
C7 C3 C6 C006 -179(2) . . . . ?
C7 C3 C6 C2 171(3) . . . . ?
C8 N002 C004 C006 177.9(10) . . . . ?
C8 N002 C004 C008 -2.8(10) . . . . ?
C8 N002 C004 C2 137(6) . . . . ?
C8 N002 C004 C6 176.7(12) . . . . ?
C8 N002 C2 C004 -39(5) . . . . ?
C8 N002 C2 C006 -169.7(17) . . . . ?
C8 N002 C2 C008 -3.8(10) . . . . ?
C8 N002 C2 N2 12(3) . . . . ?
C8 N002 C2 C6 -174.1(16) . . . . ?
C8 C004 C006 C005 180(2) . . . . ?
C8 C004 C006 N2 5(2) . . . . ?
C8 C004 C006 C2 13(3) . . . . ?
C8 C004 C006 C3 174(3) . . . . ?
C8 C004 C006 C6 172(3) . . . . ?
C8 C004 C008 N2 164.3(17) . . . . ?
C8 C004 C008 C2 163(2) . . . . ?
C8 C004 C008 C4 151.9(17) . . . . ?
C8 C004 C2 N002 133(6) . . . . ?
C8 C004 C2 C006 -174.0(15) . . . . ?
C8 C004 C2 C008 -11.6(15) . . . . ?
C8 C004 C2 N2 -15(4) . . . . ?
C8 C004 C2 C6 178.0(14) . . . . ?
C8 C008 N2 C006 19.0(14) . . . . ?
C8 C008 N2 Cu1 93(5) . . . . ?
C8 C008 N2 C2 10.5(15) . . . . ?
C8 C008 N2 C4 -156.7(14) . . . . ?
C8 C008 C2 N002 4.6(12) . . . . ?
C8 C008 C2 C004 12.4(15) . . . . ?
C8 C008 C2 C006 150(5) . . . . ?
C8 C008 C2 N2 -169.4(14) . . . . ?
C8 C008 C4 N2 68(4) . . . . ?
C8 C2 C6 N003 -2(4) . . . . ?
C8 C2 C6 C004 2.1(15) . . . . ?
C8 C2 C6 C006 160(3) . . . . ?
C8 C2 C6 C3 174(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_znme2nac
_database_code_depnum_ccdc_archive 'CCDC 2103568'
loop_
_audit_author_name
_audit_author_address
'Moses Amdur'
;Massachusetts Institute of Technology
United States of America
;
_audit_update_record             
;
2021-08-16 deposited with the CCDC.	2022-05-17 downloaded from the CCDC.
;
_audit_creation_date             2021-03-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        "Zinc Bis(N,N'-Dimethyl-4-penten-2-amine)"
_chemical_formula_moiety         'C14 H26 N4 Zn'
_chemical_formula_sum            'C14 H26 N4 Zn'
_chemical_formula_weight         315.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         ZnC14N4H26
_chemical_oxdiff_usercomment     NoTwin
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.0640(4)
_cell_length_b                   11.9661(5)
_cell_length_c                   10.8780(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1570.34(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6148
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      35.2420
_cell_measurement_theta_min      2.3790
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56054
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.364
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.072
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.900
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13850
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.736
_diffrn_reflns_theta_min         2.397
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -3.00  66.00   0.50    6.00    --   18.37  77.00   0.00  138
  2  ω     -1.00  43.00   0.50    6.00    --   18.37  -2.00 170.00   88
  3  ω     33.00  70.00   0.50    6.00    --   18.37-134.00 137.00   74
  4  ω    -55.00  13.00   0.50    6.00    --   18.37 -37.00-180.00  136
  5  ω    -71.00 -46.00   0.50    6.00    --  -18.84 138.00 -68.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0580286000
_diffrn_orient_matrix_UB_12      -0.0097313000
_diffrn_orient_matrix_UB_13      0.0004104000
_diffrn_orient_matrix_UB_21      0.0095951000
_diffrn_orient_matrix_UB_22      -0.0584691000
_diffrn_orient_matrix_UB_23      0.0017300000
_diffrn_orient_matrix_UB_31      -0.0000083000
_diffrn_orient_matrix_UB_32      0.0014840000
_diffrn_orient_matrix_UB_33      0.0651396000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2531
_reflns_number_total             3287
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     33.07
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         3287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0283
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0364P)²+0.3547P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0687
_refine_ls_wR_factor_ref         0.0757
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C006(H00A,H00B,H00C), C008(H00D,H00E,H00F), C009(H00G,H00H,H00I), C00A(H00J,
 H00K,H00L)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn01 Zn 0.500000 0.36848(2) 0.250000 0.01290(6) Uani 1 2 d S T P . .
N002 N 0.60081(7) 0.27123(7) 0.34841(8) 0.01377(16) Uani 1 1 d . . . . .
N003 N 0.61836(8) 0.46705(8) 0.18326(8) 0.01647(17) Uani 1 1 d . . . . .
C004 C 0.71048(8) 0.28083(9) 0.34595(9) 0.01414(18) Uani 1 1 d . . . . .
C005 C 0.72528(9) 0.45009(9) 0.20312(9) 0.01565(19) Uani 1 1 d . . . . .
C006 C 0.55225(9) 0.18365(9) 0.42510(10) 0.0189(2) Uani 1 1 d . . . . .
H00A H 0.574121 0.194786 0.509068 0.028 Uiso 1 1 calc R U . . .
H00B H 0.577822 0.111949 0.397494 0.028 Uiso 1 1 calc R U . . .
H00C H 0.472914 0.186721 0.419111 0.028 Uiso 1 1 calc R U . . .
C007 C 0.76806(10) 0.36250(10) 0.27689(11) 0.0172(2) Uani 1 1 d . . . . .
C008 C 0.78118(9) 0.20237(10) 0.42096(10) 0.0197(2) Uani 1 1 d . . . . .
H00D H 0.763920 0.211235 0.506554 0.030 Uiso 1 1 calc R U . . .
H00E H 0.858033 0.219231 0.407572 0.030 Uiso 1 1 calc R U . . .
H00F H 0.766578 0.126708 0.396488 0.030 Uiso 1 1 calc R U . . .
C009 C 0.81031(10) 0.52724(10) 0.14601(11) 0.0213(2) Uani 1 1 d . . . . .
H00G H 0.800570 0.528424 0.058428 0.032 Uiso 1 1 calc R U . . .
H00H H 0.883454 0.500894 0.165210 0.032 Uiso 1 1 calc R U . . .
H00I H 0.800855 0.601345 0.178154 0.032 Uiso 1 1 calc R U . . .
C00A C 0.58592(11) 0.56558(10) 0.11180(12) 0.0249(2) Uani 1 1 d . . . . .
H00J H 0.614946 0.559443 0.029905 0.037 Uiso 1 1 calc R U . . .
H00K H 0.615025 0.631576 0.150208 0.037 Uiso 1 1 calc R U . . .
H00L H 0.506536 0.570253 0.108468 0.037 Uiso 1 1 calc R U . . .
H007 H 0.8467(14) 0.3617(12) 0.2827(15) 0.024(4) 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
Zn01 N002 1.9948(9) . ?
Zn01 N002 1.9947(9) 3_655 ?
Zn01 N003 1.9892(9) 3_655 ?
Zn01 N003 1.9892(9) . ?
N002 C004 1.3283(13) . ?
N002 C006 1.4620(14) . ?
N003 C005 1.3235(14) . ?
N003 C00A 1.4654(14) . ?
C004 C007 1.4150(15) . ?
C004 C008 1.5082(14) . ?
C005 C007 1.4173(16) . ?
C005 C009 1.5135(15) . ?
C006 H00A 0.9600 . ?
C006 H00B 0.9600 . ?
C006 H00C 0.9600 . ?
C007 H007 0.950(17) . ?
C008 H00D 0.9600 . ?
C008 H00E 0.9600 . ?
C008 H00F 0.9600 . ?
C009 H00G 0.9600 . ?
C009 H00H 0.9600 . ?
C009 H00I 0.9600 . ?
C00A H00J 0.9600 . ?
C00A H00K 0.9600 . ?
C00A H00L 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
N002 Zn01 N002 108.62(5) 3_655 . ?
N003 Zn01 N002 95.98(4) 3_655 3_655 ?
N003 Zn01 N002 95.98(4) . . ?
N003 Zn01 N002 125.99(4) . 3_655 ?
N003 Zn01 N002 125.99(4) 3_655 . ?
N003 Zn01 N003 107.27(5) . 3_655 ?
C004 N002 Zn01 123.09(7) . . ?
C004 N002 C006 118.20(9) . . ?
C006 N002 Zn01 118.69(7) . . ?
C005 N003 Zn01 123.31(8) . . ?
C005 N003 C00A 118.05(9) . . ?
C00A N003 Zn01 118.62(7) . . ?
N002 C004 C007 124.02(10) . . ?
N002 C004 C008 119.90(9) . . ?
C007 C004 C008 116.07(10) . . ?
N003 C005 C007 124.10(10) . . ?
N003 C005 C009 120.01(10) . . ?
C007 C005 C009 115.89(10) . . ?
N002 C006 H00A 109.5 . . ?
N002 C006 H00B 109.5 . . ?
N002 C006 H00C 109.5 . . ?
H00A C006 H00B 109.5 . . ?
H00A C006 H00C 109.5 . . ?
H00B C006 H00C 109.5 . . ?
C004 C007 C005 129.24(11) . . ?
C004 C007 H007 116.6(10) . . ?
C005 C007 H007 114.1(10) . . ?
C004 C008 H00D 109.5 . . ?
C004 C008 H00E 109.5 . . ?
C004 C008 H00F 109.5 . . ?
H00D C008 H00E 109.5 . . ?
H00D C008 H00F 109.5 . . ?
H00E C008 H00F 109.5 . . ?
C005 C009 H00G 109.5 . . ?
C005 C009 H00H 109.5 . . ?
C005 C009 H00I 109.5 . . ?
H00G C009 H00H 109.5 . . ?
H00G C009 H00I 109.5 . . ?
H00H C009 H00I 109.5 . . ?
N003 C00A H00J 109.5 . . ?
N003 C00A H00K 109.5 . . ?
N003 C00A H00L 109.5 . . ?
H00J C00A H00K 109.5 . . ?
H00J C00A H00L 109.5 . . ?
H00K C00A H00L 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
Zn01 N002 C004 C007 2.00(14) . . . . ?
Zn01 N002 C004 C008 -178.65(7) . . . . ?
Zn01 N003 C005 C007 -2.07(15) . . . . ?
Zn01 N003 C005 C009 178.29(7) . . . . ?
N002 C004 C007 C005 2.66(18) . . . . ?
N003 C005 C007 C004 -2.63(19) . . . . ?
C006 N002 C004 C007 -179.27(10) . . . . ?
C006 N002 C004 C008 0.08(14) . . . . ?
C008 C004 C007 C005 -176.71(11) . . . . ?
C009 C005 C007 C004 177.02(10) . . . . ?
C00A N003 C005 C007 175.88(10) . . . . ?
C00A N003 C005 C009 -3.76(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.549
_oxdiff_exptl_absorpt_empirical_full_min 0.598
####################################################################### 
# 
# 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_nic2
_database_code_depnum_ccdc_archive 'CCDC 2103569'
loop_
_audit_author_name
_audit_author_address
'Moses Amdur'
;Massachusetts Institute of Technology
United States of America
;
_audit_update_record             
;
2021-08-16 deposited with the CCDC.	2022-05-17 downloaded from the CCDC.
;
_audit_creation_date             2021-08-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Ni(acacen)
_chemical_formula_moiety         'C12 H18 N2 Ni O2, 0.5(H2 O)'
_chemical_formula_sum            'C12 H19 N2 Ni O2.50'
_chemical_formula_weight         290.00
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_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                   22.1206(17)
_cell_length_b                   8.3405(5)
_cell_length_c                   17.7408(14)
_cell_angle_alpha                90
_cell_angle_beta                 128.032(9)
_cell_angle_gamma                90
_cell_volume                     2578.1(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3071
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.892
_shelx_estimated_absorpt_T_min   0.485
_exptl_absorpt_coefficient_mu    1.502
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6309
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0886 before and 0.0715 after correction.
The Ratio of minimum to maximum transmission is 0.8454.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic orangish red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1224
_exptl_crystal_preparation       
'Reaction of Acacen and NiCl2 in basic water at reflux'
_exptl_crystal_recrystallization_method 
'Layering a methanol solution of Ni(acacen) over water'
_exptl_crystal_size_max          0.564
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.078
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1171
_diffrn_reflns_av_unetI/netI     0.1029
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            23180
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.984
_diffrn_reflns_theta_min         2.338
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.99
_diffrn_source_power             0.0495
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2669
_reflns_number_total             4178
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.780
_refine_diff_density_min         -1.140
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         4178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.0558
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0484P)²+3.4805P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1056
_refine_ls_wR_factor_ref         0.1240
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H00S(0.5) H004(0.5)
3.a Free rotating group:
 O004(H00S,H004)
3.b Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00D(H00D,H00E)
3.c Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00F)
3.d Idealised Me refined as rotating group:
 C00F(H00G,H00H,H00I), C00G(H00J,H00K,H00L), C00H(H00M,H00N,H00O), C00I(H00P,
 H00Q,H00R)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni01 Ni 0.57575(2) 0.64834(5) 0.62446(3) 0.01336(11) Uani 1 1 d . . . . .
O002 O 0.62210(11) 0.5566(3) 0.74348(13) 0.0169(4) Uani 1 1 d . . . . .
O003 O 0.50923(11) 0.7312(3) 0.64430(14) 0.0178(4) Uani 1 1 d . . . . .
O004 O 0.500000 0.4301(4) 0.750000 0.0268(7) Uani 1 2 d GS T P . .
H00S H 0.517212 0.473960 0.722065 0.040 Uiso 0.5 1 d G U P A 1
H004 H 0.467917 0.500095 0.743520 0.040 Uiso 0.5 1 d G U P B -1
N005 N 0.64568(13) 0.5649(3) 0.60972(17) 0.0152(5) Uani 1 1 d . . . . .
N006 N 0.52525(13) 0.7380(3) 0.50407(17) 0.0155(5) Uani 1 1 d . . . . .
C007 C 0.45775(16) 0.8086(3) 0.4527(2) 0.0157(6) Uani 1 1 d . . . . .
C008 C 0.70623(16) 0.4768(4) 0.6711(2) 0.0159(6) Uani 1 1 d . . . . .
C009 C 0.68485(16) 0.4733(4) 0.7921(2) 0.0165(6) Uani 1 1 d . . . . .
C00A C 0.62232(17) 0.5893(4) 0.5130(2) 0.0178(6) Uani 1 1 d . . . . .
H00A H 0.594325 0.493920 0.472892 0.021 Uiso 1 1 calc R U . . .
H00B H 0.668167 0.605442 0.516130 0.021 Uiso 1 1 calc R U . . .
C00B C 0.44365(16) 0.8000(4) 0.5805(2) 0.0168(6) Uani 1 1 d . . . . .
C00C C 0.41616(16) 0.8337(3) 0.4887(2) 0.0178(6) Uani 1 1 d . . . . .
H00C H 0.365847 0.876895 0.446260 0.021 Uiso 1 1 calc R U . . .
C00D C 0.57134(17) 0.7346(4) 0.4701(2) 0.0176(6) Uani 1 1 d . . . . .
H00D H 0.602762 0.833116 0.490224 0.021 Uiso 1 1 calc R U . . .
H00E H 0.537422 0.728268 0.399340 0.021 Uiso 1 1 calc R U . . .
C00E C 0.72725(16) 0.4355(4) 0.7620(2) 0.0169(6) Uani 1 1 d . . . . .
H00F H 0.773716 0.377844 0.804785 0.020 Uiso 1 1 calc R U . . .
C00F C 0.42207(17) 0.8697(4) 0.3535(2) 0.0193(6) Uani 1 1 d . . . . .
H00G H 0.450898 0.963051 0.357596 0.029 Uiso 1 1 calc R U . . .
H00H H 0.368719 0.900764 0.322133 0.029 Uiso 1 1 calc R U . . .
H00I H 0.423391 0.785138 0.316184 0.029 Uiso 1 1 calc R U . . .
C00G C 0.75626(17) 0.4134(4) 0.6469(2) 0.0191(6) Uani 1 1 d . . . . .
H00J H 0.724889 0.350939 0.587608 0.029 Uiso 1 1 calc R U . . .
H00K H 0.796413 0.344771 0.699072 0.029 Uiso 1 1 calc R U . . .
H00L H 0.780002 0.503391 0.638336 0.029 Uiso 1 1 calc R U . . .
C00H C 0.70776(18) 0.4163(4) 0.8866(2) 0.0228(7) Uani 1 1 d . . . . .
H00M H 0.711939 0.508280 0.923965 0.034 Uiso 1 1 calc R U . . .
H00N H 0.757416 0.361466 0.921776 0.034 Uiso 1 1 calc R U . . .
H00O H 0.668895 0.341775 0.875982 0.034 Uiso 1 1 calc R U . . .
C00I C 0.39948(18) 0.8452(4) 0.6158(2) 0.0252(7) Uani 1 1 d . . . . .
H00P H 0.395114 0.751846 0.645748 0.038 Uiso 1 1 calc R U . . .
H00Q H 0.348073 0.881722 0.561919 0.038 Uiso 1 1 calc R U . . .
H00R H 0.426346 0.931713 0.662979 0.038 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
Ni01 O002 1.851(2) . ?
Ni01 O003 1.845(2) . ?
Ni01 N005 1.856(2) . ?
Ni01 N006 1.852(2) . ?
O002 C009 1.296(3) . ?
O003 C00B 1.300(3) . ?
O004 H00S 0.87(6) 2_656 ?
O004 H00S 0.8698 . ?
O004 H004 0.8699 . ?
N005 C008 1.313(4) . ?
N005 C00A 1.470(4) . ?
N006 C007 1.315(4) . ?
N006 C00D 1.470(4) . ?
C007 C00C 1.422(4) . ?
C007 C00F 1.506(4) . ?
C008 C00E 1.418(4) . ?
C008 C00G 1.507(4) . ?
C009 C00E 1.373(4) . ?
C009 C00H 1.499(4) . ?
C00A H00A 0.9900 . ?
C00A H00B 0.9900 . ?
C00A C00D 1.503(4) . ?
C00B C00C 1.371(4) . ?
C00B C00I 1.498(4) . ?
C00C H00C 0.9500 . ?
C00D H00D 0.9900 . ?
C00D H00E 0.9900 . ?
C00E H00F 0.9500 . ?
C00F H00G 0.9800 . ?
C00F H00H 0.9800 . ?
C00F H00I 0.9800 . ?
C00G H00J 0.9800 . ?
C00G H00K 0.9800 . ?
C00G H00L 0.9800 . ?
C00H H00M 0.9800 . ?
C00H H00N 0.9800 . ?
C00H H00O 0.9800 . ?
C00I H00P 0.9800 . ?
C00I H00Q 0.9800 . ?
C00I H00R 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O002 Ni01 N005 94.70(10) . . ?
O002 Ni01 N006 177.50(9) . . ?
O003 Ni01 O002 83.32(9) . . ?
O003 Ni01 N005 177.73(10) . . ?
O003 Ni01 N006 94.78(10) . . ?
N006 Ni01 N005 87.23(10) . . ?
C009 O002 Ni01 126.49(18) . . ?
C00B O003 Ni01 126.32(19) . . ?
H00S O004 H00S 130.3 . 2_656 ?
H00S O004 H004 104.5 . . ?
H004 O004 H00S 35.5 . 2_656 ?
C008 N005 Ni01 127.3(2) . . ?
C008 N005 C00A 119.4(2) . . ?
C00A N005 Ni01 112.87(18) . . ?
C007 N006 Ni01 126.9(2) . . ?
C007 N006 C00D 120.2(2) . . ?
C00D N006 Ni01 112.78(18) . . ?
N006 C007 C00C 121.8(3) . . ?
N006 C007 C00F 121.0(3) . . ?
C00C C007 C00F 117.2(3) . . ?
N005 C008 C00E 122.1(3) . . ?
N005 C008 C00G 120.9(3) . . ?
C00E C008 C00G 117.0(3) . . ?
O002 C009 C00E 124.9(3) . . ?
O002 C009 C00H 113.6(3) . . ?
C00E C009 C00H 121.5(3) . . ?
N005 C00A H00A 110.0 . . ?
N005 C00A H00B 110.0 . . ?
N005 C00A C00D 108.5(2) . . ?
H00A C00A H00B 108.4 . . ?
C00D C00A H00A 110.0 . . ?
C00D C00A H00B 110.0 . . ?
O003 C00B C00C 124.4(3) . . ?
O003 C00B C00I 114.4(3) . . ?
C00C C00B C00I 121.2(3) . . ?
C007 C00C H00C 117.7 . . ?
C00B C00C C007 124.5(3) . . ?
C00B C00C H00C 117.7 . . ?
N006 C00D C00A 107.5(2) . . ?
N006 C00D H00D 110.2 . . ?
N006 C00D H00E 110.2 . . ?
C00A C00D H00D 110.2 . . ?
C00A C00D H00E 110.2 . . ?
H00D C00D H00E 108.5 . . ?
C008 C00E H00F 117.9 . . ?
C009 C00E C008 124.3(3) . . ?
C009 C00E H00F 117.9 . . ?
C007 C00F H00G 109.5 . . ?
C007 C00F H00H 109.5 . . ?
C007 C00F H00I 109.5 . . ?
H00G C00F H00H 109.5 . . ?
H00G C00F H00I 109.5 . . ?
H00H C00F H00I 109.5 . . ?
C008 C00G H00J 109.5 . . ?
C008 C00G H00K 109.5 . . ?
C008 C00G H00L 109.5 . . ?
H00J C00G H00K 109.5 . . ?
H00J C00G H00L 109.5 . . ?
H00K C00G H00L 109.5 . . ?
C009 C00H H00M 109.5 . . ?
C009 C00H H00N 109.5 . . ?
C009 C00H H00O 109.5 . . ?
H00M C00H H00N 109.5 . . ?
H00M C00H H00O 109.5 . . ?
H00N C00H H00O 109.5 . . ?
C00B C00I H00P 109.5 . . ?
C00B C00I H00Q 109.5 . . ?
C00B C00I H00R 109.5 . . ?
H00P C00I H00Q 109.5 . . ?
H00P C00I H00R 109.5 . . ?
H00Q C00I H00R 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
Ni01 O002 C009 C00E -1.5(4) . . . . ?
Ni01 O002 C009 C00H 179.6(2) . . . . ?
Ni01 O003 C00B C00C -5.6(4) . . . . ?
Ni01 O003 C00B C00I 175.9(2) . . . . ?
Ni01 N005 C008 C00E -1.4(4) . . . . ?
Ni01 N005 C008 C00G 178.0(2) . . . . ?
Ni01 N005 C00A C00D 26.2(3) . . . . ?
Ni01 N006 C007 C00C 4.2(4) . . . . ?
Ni01 N006 C007 C00F -177.2(2) . . . . ?
Ni01 N006 C00D C00A 30.5(3) . . . . ?
O002 Ni01 O003 C00B -167.3(3) . . . . ?
O002 Ni01 N005 C008 -1.9(3) . . . . ?
O002 Ni01 N005 C00A 170.7(2) . . . . ?
O002 C009 C00E C008 -2.9(5) . . . . ?
O003 Ni01 O002 C009 -175.5(2) . . . . ?
O003 Ni01 N006 C007 -10.3(3) . . . . ?
O003 Ni01 N006 C00D 165.4(2) . . . . ?
O003 C00B C00C C007 -4.6(5) . . . . ?
N005 Ni01 O002 C009 3.4(3) . . . . ?
N005 Ni01 N006 C007 170.7(3) . . . . ?
N005 Ni01 N006 C00D -13.5(2) . . . . ?
N005 C008 C00E C009 4.4(5) . . . . ?
N005 C00A C00D N006 -35.3(3) . . . . ?
N006 Ni01 O003 C00B 11.1(3) . . . . ?
N006 Ni01 N005 C008 179.7(3) . . . . ?
N006 Ni01 N005 C00A -7.7(2) . . . . ?
N006 C007 C00C C00B 5.3(5) . . . . ?
C007 N006 C00D C00A -153.4(3) . . . . ?
C008 N005 C00A C00D -160.6(3) . . . . ?
C00A N005 C008 C00E -173.6(3) . . . . ?
C00A N005 C008 C00G 5.8(4) . . . . ?
C00D N006 C007 C00C -171.3(3) . . . . ?
C00D N006 C007 C00F 7.3(4) . . . . ?
C00F C007 C00C C00B -173.3(3) . . . . ?
C00G C008 C00E C009 -175.0(3) . . . . ?
C00H C009 C00E C008 175.8(3) . . . . ?
C00I C00B C00C C007 173.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cuacacenagain
_database_code_depnum_ccdc_archive 'CCDC 2103570'
loop_
_audit_author_name
_audit_author_address
'Moses Amdur'
;Massachusetts Institute of Technology
United States of America
;
_audit_update_record             
;
2021-08-16 deposited with the CCDC.	2022-05-17 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_CRYSS02_cuacacenagain       
;
PROBLEM: The value of _exptl_crystal_size_max is > 1.0
RESPONSE: The very thin crystal necessitated using a larger than recommended crystal in order to obtain high quality data
;
_vrf_PLAT934_cuacacenagain       
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          2 Check
RESPONSE: The outliers are systematic.
;
# Added during the CSD deposition process: Monday 16 August 2021 05:39 PM
# end Validation Reply Form

_audit_creation_date             2021-08-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'Bis(Acetylacetone)ethylenediamine copper(II)'
_chemical_formula_moiety         'C12 H18 Cu N2 O2, 0.033(H4 O2)'
_chemical_formula_sum            'C12 H18.13 Cu N2 O2.07'
_chemical_formula_weight         287.01
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_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                   34.5296(12)
_cell_length_b                   7.5713(2)
_cell_length_c                   19.7903(7)
_cell_angle_alpha                90
_cell_angle_beta                 107.444(3)
_cell_angle_gamma                90
_cell_volume                     4935.9(3)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9983
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      30.67
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   0.862
_shelx_estimated_absorpt_T_min   0.202
_exptl_absorpt_coefficient_mu    1.762
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0889 before and 0.0643 after correction.
The Ratio of minimum to maximum transmission is 0.8968.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic reddish violet'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2395
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Recrystalization out of acetone/water layering'
_exptl_crystal_size_max          1.337
_exptl_crystal_size_mid          0.171
_exptl_crystal_size_min          0.087
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.875
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            119031
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.884
_diffrn_reflns_theta_min         1.236
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.99
_diffrn_source_power             0.0495
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5440
_reflns_number_total             7427
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.749
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         7427
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0347
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0430P)²+7.7271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.0935
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Others
 Sof(O1)=Sof(H1A)=Sof(H1B)=FVAR(1)
3.a Free rotating group:
 O1(H1A,H1B)
3.b Secondary CH2 refined with riding coordinates:
 C00M(H00U,H00V), C00N(H00W,H00X), C00V(H00K,H00L), C00Y(H00Q,H00R)
3.c Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00G(H00S), C00I(H00T), C00O(H00O)
3.d Idealised Me refined as rotating group:
 C00H(H00A,H00B,H00C), C00Q(H00D,H00E,H00G), C00R(H00Y,H,HA), C00S(H00H,H00I,
 H00J), C00T(H00Z,HB,HC), C00U(H00,HD,HE), C00W(H1,HF,HG), C00X(H00M,H00N,H00P)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu01 Cu 0.64217(2) 0.37963(3) 0.38500(2) 0.01707(7) Uani 1 1 d . . . . .
Cu02 Cu 0.60936(2) 0.86627(3) 0.36930(2) 0.01682(7) Uani 1 1 d . . . . .
O003 O 0.68652(4) 0.32393(17) 0.46743(6) 0.0190(3) Uani 1 1 d . . . . .
O004 O 0.68211(4) 0.44502(18) 0.33987(6) 0.0222(3) Uani 1 1 d . . . . .
O005 O 0.56870(4) 0.81169(19) 0.41393(7) 0.0244(3) Uani 1 1 d . . . . .
O006 O 0.56538(4) 0.9126(2) 0.28573(7) 0.0269(3) Uani 1 1 d . . . . .
N007 N 0.65046(5) 0.9422(2) 0.32762(8) 0.0186(3) Uani 1 1 d . . . . .
N008 N 0.60141(4) 0.3045(2) 0.42787(8) 0.0193(3) Uani 1 1 d . . . . .
N009 N 0.65385(4) 0.8006(2) 0.45103(8) 0.0187(3) Uani 1 1 d . . . . .
N00A N 0.59702(5) 0.4403(2) 0.30326(8) 0.0241(3) Uani 1 1 d . . . . .
C00B C 0.60784(5) 0.2423(2) 0.49169(9) 0.0187(4) Uani 1 1 d . . . . .
C00C C 0.64404(6) 1.0031(2) 0.26331(10) 0.0216(4) Uani 1 1 d . . . . .
C00D C 0.65107(6) 0.7414(2) 0.51130(9) 0.0206(4) Uani 1 1 d . . . . .
C00E C 0.68326(5) 0.2527(2) 0.52481(9) 0.0176(3) Uani 1 1 d . . . . .
C00F C 0.64730(6) 0.2157(2) 0.53899(9) 0.0207(4) Uani 1 1 d . . . . .
H00F H 0.649175 0.168305 0.584308 0.025 Uiso 1 1 calc R U . . .
C00G C 0.61311(6) 0.7193(2) 0.52495(9) 0.0232(4) Uani 1 1 d . . . . .
H00S H 0.613746 0.678964 0.570718 0.028 Uiso 1 1 calc R U . . .
C00H C 0.72310(5) 0.2118(3) 0.57957(9) 0.0213(4) Uani 1 1 d . . . . .
H00A H 0.740769 0.148513 0.557190 0.032 Uiso 1 1 calc R U . . .
H00B H 0.718221 0.138154 0.616915 0.032 Uiso 1 1 calc R U . . .
H00C H 0.736225 0.322249 0.600245 0.032 Uiso 1 1 calc R U . . .
C00I C 0.60470(6) 1.0178(3) 0.21417(10) 0.0248(4) Uani 1 1 d . . . . .
H00T H 0.602987 1.059618 0.168104 0.030 Uiso 1 1 calc R U . . .
C00J C 0.67448(6) 0.5072(2) 0.27647(9) 0.0219(4) Uani 1 1 d . . . . .
C00K C 0.57567(6) 0.7516(3) 0.47737(10) 0.0229(4) Uani 1 1 d . . . . .
C00L C 0.59923(6) 0.4983(3) 0.24230(10) 0.0253(4) Uani 1 1 d . . . . .
C00M C 0.69353(5) 0.8117(3) 0.43796(10) 0.0214(4) Uani 1 1 d . . . . .
H00U H 0.701395 0.693748 0.424919 0.026 Uiso 1 1 calc R U . . .
H00V H 0.714416 0.850820 0.481596 0.026 Uiso 1 1 calc R U . . .
C00N C 0.69124(5) 0.9418(2) 0.37843(10) 0.0216(4) Uani 1 1 d . . . . .
H00W H 0.697994 1.061833 0.398352 0.026 Uiso 1 1 calc R U . . .
H00X H 0.711331 0.908835 0.353932 0.026 Uiso 1 1 calc R U . . .
C00O C 0.63662(6) 0.5325(3) 0.22896(10) 0.0258(4) Uani 1 1 d . . . . .
H00O H 0.635444 0.576577 0.183448 0.031 Uiso 1 1 calc R U . . .
C00P C 0.56877(6) 0.9770(3) 0.22729(10) 0.0251(4) Uani 1 1 d . . . . .
C00Q C 0.57262(6) 0.1944(3) 0.51851(11) 0.0264(4) Uani 1 1 d . . . . .
H00D H 0.556400 0.300243 0.519259 0.040 Uiso 1 1 calc R U . . .
H00E H 0.582938 0.146204 0.566529 0.040 Uiso 1 1 calc R U . . .
H00G H 0.555654 0.105831 0.487159 0.040 Uiso 1 1 calc R U . . .
C00R C 0.68878(6) 0.6926(3) 0.57028(10) 0.0283(4) Uani 1 1 d . . . . .
H00Y H 0.705268 0.610562 0.552196 0.043 Uiso 1 1 calc R U . . .
H H 0.680967 0.636161 0.608819 0.043 Uiso 1 1 calc R U . . .
HA H 0.704559 0.799464 0.588085 0.043 Uiso 1 1 calc R U . . .
C00S C 0.71176(6) 0.5513(3) 0.25512(10) 0.0275(4) Uani 1 1 d . . . . .
H00H H 0.729169 0.631463 0.290128 0.041 Uiso 1 1 calc R U . . .
H00I H 0.703630 0.608400 0.208549 0.041 Uiso 1 1 calc R U . . .
H00J H 0.726719 0.442545 0.252810 0.041 Uiso 1 1 calc R U . . .
C00T C 0.67930(7) 1.0614(3) 0.23827(12) 0.0304(5) Uani 1 1 d . . . . .
H00Z H 0.695848 1.146858 0.271904 0.046 Uiso 1 1 calc R U . . .
HB H 0.668970 1.116488 0.191495 0.046 Uiso 1 1 calc R U . . .
HC H 0.695933 0.958590 0.235190 0.046 Uiso 1 1 calc R U . . .
C00U C 0.53745(7) 0.7154(3) 0.49746(11) 0.0328(5) Uani 1 1 d . . . . .
H00 H 0.522071 0.825271 0.494828 0.049 Uiso 1 1 calc R U . . .
HD H 0.544730 0.668844 0.545859 0.049 Uiso 1 1 calc R U . . .
HE H 0.520778 0.628509 0.464691 0.049 Uiso 1 1 calc R U . . .
C00V C 0.56037(6) 0.3186(4) 0.38012(11) 0.0364(5) Uani 1 1 d . . . . .
H00K H 0.549333 0.198331 0.367483 0.044 Uiso 1 1 calc R U . . .
H00L H 0.543157 0.378443 0.405152 0.044 Uiso 1 1 calc R U . . .
C00W C 0.52883(7) 1.0088(4) 0.17124(11) 0.0386(5) Uani 1 1 d . . . . .
H1 H 0.513023 0.899197 0.162432 0.058 Uiso 1 1 calc R U . . .
HF H 0.533862 1.047626 0.127383 0.058 Uiso 1 1 calc R U . . .
HG H 0.513633 1.100409 0.187495 0.058 Uiso 1 1 calc R U . . .
C00X C 0.56084(8) 0.5311(4) 0.18230(12) 0.0444(6) Uani 1 1 d . . . . .
H00M H 0.546678 0.418951 0.167518 0.067 Uiso 1 1 calc R U . . .
H00N H 0.567776 0.583974 0.142223 0.067 Uiso 1 1 calc R U . . .
H00P H 0.543173 0.611804 0.198265 0.067 Uiso 1 1 calc R U . . .
C00Y C 0.55780(7) 0.4147(5) 0.31575(13) 0.0567(9) Uani 1 1 d . . . . .
H00Q H 0.545457 0.531745 0.318066 0.068 Uiso 1 1 calc R U . . .
H00R H 0.539595 0.349938 0.275083 0.068 Uiso 1 1 calc R U . . .
O1 O 0.500000 0.6984(11) 0.250000 0.032(2) Uani 0.263(6) 2 d GS T P . .
H1A H 0.480751 0.775763 0.245434 0.047 Uiso 0.131(3) 1 d G U P A -1
H1B H 0.508417 0.715268 0.213237 0.047 Uiso 0.131(3) 1 d G U P A 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
Cu01 O003 1.9200(12) . ?
Cu01 O004 1.9193(13) . ?
Cu01 N008 1.9339(15) . ?
Cu01 N00A 1.9355(16) . ?
Cu02 O005 1.9146(13) . ?
Cu02 O006 1.9128(13) . ?
Cu02 N007 1.9305(15) . ?
Cu02 N009 1.9321(15) . ?
O003 C00E 1.292(2) . ?
O004 C00J 1.291(2) . ?
O005 C00K 1.289(2) . ?
O006 C00P 1.292(2) . ?
N007 C00C 1.309(2) . ?
N007 C00N 1.465(2) . ?
N008 C00B 1.303(2) . ?
N008 C00V 1.453(2) . ?
N009 C00D 1.304(2) . ?
N009 C00M 1.471(2) . ?
N00A C00L 1.307(2) . ?
N00A C00Y 1.461(3) . ?
C00B C00F 1.417(3) . ?
C00B C00Q 1.510(2) . ?
C00C C00I 1.418(3) . ?
C00C C00T 1.511(3) . ?
C00D C00G 1.425(3) . ?
C00D C00R 1.511(3) . ?
C00E C00F 1.382(2) . ?
C00E C00H 1.506(2) . ?
C00F H00F 0.9500 . ?
C00G H00S 0.9500 . ?
C00G C00K 1.374(3) . ?
C00H H00A 0.9800 . ?
C00H H00B 0.9800 . ?
C00H H00C 0.9800 . ?
C00I H00T 0.9500 . ?
C00I C00P 1.376(3) . ?
C00J C00O 1.376(3) . ?
C00J C00S 1.508(3) . ?
C00K C00U 1.513(3) . ?
C00L C00O 1.417(3) . ?
C00L C00X 1.512(3) . ?
C00M H00U 0.9900 . ?
C00M H00V 0.9900 . ?
C00M C00N 1.520(3) . ?
C00N H00W 0.9900 . ?
C00N H00X 0.9900 . ?
C00O H00O 0.9500 . ?
C00P C00W 1.508(3) . ?
C00Q H00D 0.9800 . ?
C00Q H00E 0.9800 . ?
C00Q H00G 0.9800 . ?
C00R H00Y 0.9800 . ?
C00R H 0.9800 . ?
C00R HA 0.9800 . ?
C00S H00H 0.9800 . ?
C00S H00I 0.9800 . ?
C00S H00J 0.9800 . ?
C00T H00Z 0.9800 . ?
C00T HB 0.9800 . ?
C00T HC 0.9800 . ?
C00U H00 0.9800 . ?
C00U HD 0.9800 . ?
C00U HE 0.9800 . ?
C00V H00K 0.9900 . ?
C00V H00L 0.9900 . ?
C00V C00Y 1.447(3) . ?
C00W H1 0.9800 . ?
C00W HF 0.9800 . ?
C00W HG 0.9800 . ?
C00X H00M 0.9800 . ?
C00X H00N 0.9800 . ?
C00X H00P 0.9800 . ?
C00Y H00Q 0.9900 . ?
C00Y H00R 0.9900 . ?
O1 H1A 0.8701 . ?
O1 H1B 0.8700 . ?
O1 H1B 0.87(5) 2_655 ?

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
O003 Cu01 N008 93.60(6) . . ?
O003 Cu01 N00A 178.56(6) . . ?
O004 Cu01 O003 87.16(5) . . ?
O004 Cu01 N008 177.46(6) . . ?
O004 Cu01 N00A 93.49(6) . . ?
N008 Cu01 N00A 85.80(7) . . ?
O005 Cu02 N007 174.93(6) . . ?
O005 Cu02 N009 93.86(6) . . ?
O006 Cu02 O005 86.36(6) . . ?
O006 Cu02 N007 94.06(6) . . ?
O006 Cu02 N009 175.48(6) . . ?
N007 Cu02 N009 86.13(7) . . ?
C00E O003 Cu01 125.52(11) . . ?
C00J O004 Cu01 125.49(13) . . ?
C00K O005 Cu02 125.24(12) . . ?
C00P O006 Cu02 125.56(13) . . ?
C00C N007 Cu02 126.06(13) . . ?
C00C N007 C00N 121.06(16) . . ?
C00N N007 Cu02 112.63(11) . . ?
C00B N008 Cu01 126.62(13) . . ?
C00B N008 C00V 120.45(16) . . ?
C00V N008 Cu01 112.91(12) . . ?
C00D N009 Cu02 126.58(13) . . ?
C00D N009 C00M 120.54(15) . . ?
C00M N009 Cu02 112.76(11) . . ?
C00L N00A Cu01 126.57(14) . . ?
C00L N00A C00Y 120.95(17) . . ?
C00Y N00A Cu01 112.49(13) . . ?
N008 C00B C00F 122.84(16) . . ?
N008 C00B C00Q 120.42(17) . . ?
C00F C00B C00Q 116.74(16) . . ?
N007 C00C C00I 122.87(18) . . ?
N007 C00C C00T 120.23(18) . . ?
C00I C00C C00T 116.90(17) . . ?
N009 C00D C00G 122.52(17) . . ?
N009 C00D C00R 120.52(18) . . ?
C00G C00D C00R 116.96(17) . . ?
O003 C00E C00F 125.70(16) . . ?
O003 C00E C00H 114.64(15) . . ?
C00F C00E C00H 119.65(16) . . ?
C00B C00F H00F 117.2 . . ?
C00E C00F C00B 125.57(17) . . ?
C00E C00F H00F 117.2 . . ?
C00D C00G H00S 117.3 . . ?
C00K C00G C00D 125.39(17) . . ?
C00K C00G H00S 117.3 . . ?
C00E C00H H00A 109.5 . . ?
C00E C00H H00B 109.5 . . ?
C00E C00H H00C 109.5 . . ?
H00A C00H H00B 109.5 . . ?
H00A C00H H00C 109.5 . . ?
H00B C00H H00C 109.5 . . ?
C00C C00I H00T 117.1 . . ?
C00P C00I C00C 125.82(17) . . ?
C00P C00I H00T 117.1 . . ?
O004 C00J C00O 126.17(18) . . ?
O004 C00J C00S 114.23(17) . . ?
C00O C00J C00S 119.59(17) . . ?
O005 C00K C00G 126.38(18) . . ?
O005 C00K C00U 113.39(17) . . ?
C00G C00K C00U 120.22(17) . . ?
N00A C00L C00O 122.81(18) . . ?
N00A C00L C00X 120.0(2) . . ?
C00O C00L C00X 117.19(18) . . ?
N009 C00M H00U 109.7 . . ?
N009 C00M H00V 109.7 . . ?
N009 C00M C00N 109.79(14) . . ?
H00U C00M H00V 108.2 . . ?
C00N C00M H00U 109.7 . . ?
C00N C00M H00V 109.7 . . ?
N007 C00N C00M 110.44(15) . . ?
N007 C00N H00W 109.6 . . ?
N007 C00N H00X 109.6 . . ?
C00M C00N H00W 109.6 . . ?
C00M C00N H00X 109.6 . . ?
H00W C00N H00X 108.1 . . ?
C00J C00O C00L 125.41(18) . . ?
C00J C00O H00O 117.3 . . ?
C00L C00O H00O 117.3 . . ?
O006 C00P C00I 125.59(18) . . ?
O006 C00P C00W 114.22(18) . . ?
C00I C00P C00W 120.19(18) . . ?
C00B C00Q H00D 109.5 . . ?
C00B C00Q H00E 109.5 . . ?
C00B C00Q H00G 109.5 . . ?
H00D C00Q H00E 109.5 . . ?
H00D C00Q H00G 109.5 . . ?
H00E C00Q H00G 109.5 . . ?
C00D C00R H00Y 109.5 . . ?
C00D C00R H 109.5 . . ?
C00D C00R HA 109.5 . . ?
H00Y C00R H 109.5 . . ?
H00Y C00R HA 109.5 . . ?
H C00R HA 109.5 . . ?
C00J C00S H00H 109.5 . . ?
C00J C00S H00I 109.5 . . ?
C00J C00S H00J 109.5 . . ?
H00H C00S H00I 109.5 . . ?
H00H C00S H00J 109.5 . . ?
H00I C00S H00J 109.5 . . ?
C00C C00T H00Z 109.5 . . ?
C00C C00T HB 109.5 . . ?
C00C C00T HC 109.5 . . ?
H00Z C00T HB 109.5 . . ?
H00Z C00T HC 109.5 . . ?
HB C00T HC 109.5 . . ?
C00K C00U H00 109.5 . . ?
C00K C00U HD 109.5 . . ?
C00K C00U HE 109.5 . . ?
H00 C00U HD 109.5 . . ?
H00 C00U HE 109.5 . . ?
HD C00U HE 109.5 . . ?
N008 C00V H00K 108.8 . . ?
N008 C00V H00L 108.8 . . ?
H00K C00V H00L 107.7 . . ?
C00Y C00V N008 113.60(18) . . ?
C00Y C00V H00K 108.8 . . ?
C00Y C00V H00L 108.8 . . ?
C00P C00W H1 109.5 . . ?
C00P C00W HF 109.5 . . ?
C00P C00W HG 109.5 . . ?
H1 C00W HF 109.5 . . ?
H1 C00W HG 109.5 . . ?
HF C00W HG 109.5 . . ?
C00L C00X H00M 109.5 . . ?
C00L C00X H00N 109.5 . . ?
C00L C00X H00P 109.5 . . ?
H00M C00X H00N 109.5 . . ?
H00M C00X H00P 109.5 . . ?
H00N C00X H00P 109.5 . . ?
N00A C00Y H00Q 108.8 . . ?
N00A C00Y H00R 108.8 . . ?
C00V C00Y N00A 113.61(19) . . ?
C00V C00Y H00Q 108.8 . . ?
C00V C00Y H00R 108.8 . . ?
H00Q C00Y H00R 107.7 . . ?
H1A O1 H1B 104.5 . . ?
H1A O1 H1B 63.4 . 2_655 ?
H1B O1 H1B 163.1 . 2_655 ?

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
Cu01 O003 C00E C00F -4.9(3) . . . . ?
Cu01 O003 C00E C00H 176.04(11) . . . . ?
Cu01 O004 C00J C00O -2.3(3) . . . . ?
Cu01 O004 C00J C00S 178.66(12) . . . . ?
Cu01 N008 C00B C00F -2.1(3) . . . . ?
Cu01 N008 C00B C00Q 178.04(13) . . . . ?
Cu01 N008 C00V C00Y -10.6(3) . . . . ?
Cu01 N00A C00L C00O -2.9(3) . . . . ?
Cu01 N00A C00L C00X 176.94(16) . . . . ?
Cu01 N00A C00Y C00V -11.4(3) . . . . ?
Cu02 O005 C00K C00G 1.5(3) . . . . ?
Cu02 O005 C00K C00U -178.16(13) . . . . ?
Cu02 O006 C00P C00I 2.3(3) . . . . ?
Cu02 O006 C00P C00W -176.93(15) . . . . ?
Cu02 N007 C00C C00I -1.4(3) . . . . ?
Cu02 N007 C00C C00T 178.71(13) . . . . ?
Cu02 N007 C00N C00M 24.86(18) . . . . ?
Cu02 N009 C00D C00G -0.9(3) . . . . ?
Cu02 N009 C00D C00R 179.02(13) . . . . ?
Cu02 N009 C00M C00N 24.38(18) . . . . ?
O003 C00E C00F C00B 3.0(3) . . . . ?
O004 C00J C00O C00L 1.6(3) . . . . ?
N007 C00C C00I C00P 2.1(3) . . . . ?
N008 C00B C00F C00E 0.8(3) . . . . ?
N008 C00V C00Y N00A 14.3(4) . . . . ?
N009 C00D C00G C00K 1.9(3) . . . . ?
N009 C00M C00N N007 -31.5(2) . . . . ?
N00A C00L C00O C00J 1.2(3) . . . . ?
C00B N008 C00V C00Y 170.9(2) . . . . ?
C00C N007 C00N C00M -160.49(16) . . . . ?
C00C C00I C00P O006 -2.7(3) . . . . ?
C00C C00I C00P C00W 176.5(2) . . . . ?
C00D N009 C00M C00N -159.43(16) . . . . ?
C00D C00G C00K O005 -2.3(3) . . . . ?
C00D C00G C00K C00U 177.37(18) . . . . ?
C00H C00E C00F C00B -178.01(17) . . . . ?
C00L N00A C00Y C00V 168.6(2) . . . . ?
C00M N009 C00D C00G -176.53(16) . . . . ?
C00M N009 C00D C00R 3.4(3) . . . . ?
C00N N007 C00C C00I -175.25(17) . . . . ?
C00N N007 C00C C00T 4.8(3) . . . . ?
C00Q C00B C00F C00E -179.32(18) . . . . ?
C00R C00D C00G C00K -178.02(18) . . . . ?
C00S C00J C00O C00L -179.36(18) . . . . ?
C00T C00C C00I C00P -177.93(19) . . . . ?
C00V N008 C00B C00F 176.11(19) . . . . ?
C00V N008 C00B C00Q -3.7(3) . . . . ?
C00X C00L C00O C00J -178.7(2) . . . . ?
C00Y N00A C00L C00O 177.1(2) . . . . ?
C00Y N00A C00L C00X -3.1(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'Mounted on a loop'
_olex2_submission_original_sample_id MJA-D12PXRD
_olex2_submission_special_instructions 'No special instructions were received'
