# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2013


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#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
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#  disseminated in any form, whether machine-readable or not,  
#  except for the purpose of generating routine backup copies 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk 
#
#  Bona fide researchers may freely download Mercury and enCIFer
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data_stu-5
_database_code_depnum_ccdc_archive 'CCDC 922411'
#TrackingRef '17309_web_deposit_cif_file_0_DanLi_1359513716.STU-5 and Cu(BImED)NO3 - revised.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16.25 H26.67 Cd N7.04 O2.60'
_chemical_formula_weight         474.76
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           cubic
_symmetry_space_group_name_H-M   Ia-3d
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'z, x, y'
'z+1/2, -x+1/2, -y'
'-z+1/2, -x, y+1/2'
'-z, x+1/2, -y+1/2'
'y, z, x'
'-y, z+1/2, -x+1/2'
'y+1/2, -z+1/2, -x'
'-y+1/2, -z, x+1/2'
'y+3/4, x+1/4, -z+1/4'
'-y+3/4, -x+3/4, -z+3/4'
'y+1/4, -x+1/4, z+3/4'
'-y+1/4, x+3/4, z+1/4'
'x+3/4, z+1/4, -y+1/4'
'-x+1/4, z+3/4, y+1/4'
'-x+3/4, -z+3/4, -y+3/4'
'x+1/4, -z+1/4, y+3/4'
'z+3/4, y+1/4, -x+1/4'
'z+1/4, -y+1/4, x+3/4'
'-z+1/4, y+3/4, x+1/4'
'-z+3/4, -y+3/4, -x+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-x+1/2, y+1, -z+1'
'x+1, -y+1, -z+1/2'
'z+1/2, x+1/2, y+1/2'
'z+1, -x+1, -y+1/2'
'-z+1, -x+1/2, y+1'
'-z+1/2, x+1, -y+1'
'y+1/2, z+1/2, x+1/2'
'-y+1/2, z+1, -x+1'
'y+1, -z+1, -x+1/2'
'-y+1, -z+1/2, x+1'
'y+5/4, x+3/4, -z+3/4'
'-y+5/4, -x+5/4, -z+5/4'
'y+3/4, -x+3/4, z+5/4'
'-y+3/4, x+5/4, z+3/4'
'x+5/4, z+3/4, -y+3/4'
'-x+3/4, z+5/4, y+3/4'
'-x+5/4, -z+5/4, -y+5/4'
'x+3/4, -z+3/4, y+5/4'
'z+5/4, y+3/4, -x+3/4'
'z+3/4, -y+3/4, x+5/4'
'-z+3/4, y+5/4, x+3/4'
'-z+5/4, -y+5/4, -x+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
'-z, -x, -y'
'-z-1/2, x-1/2, y'
'z-1/2, x, -y-1/2'
'z, -x-1/2, y-1/2'
'-y, -z, -x'
'y, -z-1/2, x-1/2'
'-y-1/2, z-1/2, x'
'y-1/2, z, -x-1/2'
'-y-3/4, -x-1/4, z-1/4'
'y-3/4, x-3/4, z-3/4'
'-y-1/4, x-1/4, -z-3/4'
'y-1/4, -x-3/4, -z-1/4'
'-x-3/4, -z-1/4, y-1/4'
'x-1/4, -z-3/4, -y-1/4'
'x-3/4, z-3/4, y-3/4'
'-x-1/4, z-1/4, -y-3/4'
'-z-3/4, -y-1/4, x-1/4'
'-z-1/4, y-1/4, -x-3/4'
'z-1/4, -y-3/4, -x-1/4'
'z-3/4, y-3/4, x-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'x+1/2, -y, z'
'-x, y, z+1/2'
'-z+1/2, -x+1/2, -y+1/2'
'-z, x, y+1/2'
'z, x+1/2, -y'
'z+1/2, -x, y'
'-y+1/2, -z+1/2, -x+1/2'
'y+1/2, -z, x'
'-y, z, x+1/2'
'y, z+1/2, -x'
'-y-1/4, -x+1/4, z+1/4'
'y-1/4, x-1/4, z-1/4'
'-y+1/4, x+1/4, -z-1/4'
'y+1/4, -x-1/4, -z+1/4'
'-x-1/4, -z+1/4, y+1/4'
'x+1/4, -z-1/4, -y+1/4'
'x-1/4, z-1/4, y-1/4'
'-x+1/4, z+1/4, -y-1/4'
'-z-1/4, -y+1/4, x+1/4'
'-z+1/4, y+1/4, -x-1/4'
'z+1/4, -y-1/4, -x+1/4'
'z-1/4, y-1/4, x-1/4'
_cell_length_a                   37.81240(10)
_cell_length_b                   37.81240(10)
_cell_length_c                   37.81240(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     54063.3(2)
_cell_formula_units_Z            96
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6736
_cell_measurement_theta_min      2.8602
_cell_measurement_theta_max      72.925
_exptl_crystal_description       polyhedral
_exptl_crystal_colour            light-yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             23260
_exptl_absorpt_coefficient_mu    7.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.287
_exptl_absorpt_correction_T_max  0.462
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
The 2-BmIm is partially disorder at the hadrazone linker over two positions
with an occupancy ratio of 0.605(7)/0.395(7).The disordered atoms of
both the major and minor components were constrain and restrained using EADP
and DELU commands with the default standard deviations for the the unstable
anisotropic refinements. The SADI command restrained the chemical equal atoms with
same bond distances.
Large voids within the structure are filled with ill defined solvate molecules
(ethanol and DMF)and no suitable model for these molecules could be deduced. The
electron density within the voids was thus instead corrected for using the
Squeeze algorithm implemented in Platon (see Squeeze report appended to this
cif file).
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.4098
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22548
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_sigmaI/netI    0.0250
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.86
_diffrn_reflns_theta_max         73.07
_reflns_number_total             4479
_reflns_number_gt                2886
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    Olex-2
_computing_publication_material  Olex-2
_refine_special_details          
;
The detail constrains and restrains are used in the ins.file
as following:
delu C5A N3A N4A C6a
delu C5 N4 N3 C6
SADI C6 N3 C6A N4a
SADI C5a N3a C5 N4
SADI N3 N4 N3A N4A
SADI C4 C5 C4 C5a
SADI C7 C6 C7 C6a
eadp C5A C5
eadp N3 N3A
eadp N4 N4A
eadp C6 C6A
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0506P)^2^+65.5450P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4479
_refine_ls_number_parameters     169
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1246
_refine_ls_wR_factor_gt          0.1119
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.250615(9) 0.837248(9) 0.109976(9) 0.07379(14) Uani 1 1 d . . .
N1 N 0.29465(11) 0.84860(12) 0.07090(11) 0.0831(12) Uani 1 1 d . A .
N2 N 0.33727(10) 0.87295(12) 0.03783(10) 0.0776(11) Uani 1 1 d . A .
N3 N 0.2853(4) 0.7515(4) 0.1119(6) 0.166(5) Uani 0.395(7) 1 d PDU A 1
N4 N 0.2872(4) 0.7869(4) 0.1008(7) 0.109(3) Uani 0.395(7) 1 d PDU A 1
N5 N 0.20937(11) 0.79655(13) 0.12464(12) 0.0896(13) Uani 1 1 d . A .
N6 N 0.16276(12) 0.76507(12) 0.14240(13) 0.0940(13) Uani 1 1 d . A .
N3A N 0.3065(3) 0.7639(3) 0.0909(4) 0.166(5) Uani 0.605(7) 1 d PDU A 2
N4A N 0.2739(2) 0.7781(3) 0.1016(4) 0.109(3) Uani 0.605(7) 1 d PDU A 2
C1 C 0.30579(14) 0.87749(14) 0.05344(14) 0.0829(13) Uani 1 1 d . . .
C2 C 0.28563(18) 0.91148(17) 0.0519(2) 0.123(2) Uani 1 1 d . A .
H2A H 0.3019 0.9310 0.0517 0.185 Uiso 1 1 calc R . .
H2B H 0.2705 0.9133 0.0722 0.185 Uiso 1 1 calc R . .
H2C H 0.2716 0.9120 0.0308 0.185 Uiso 1 1 calc R . .
C3 C 0.34705(14) 0.83919(14) 0.04502(15) 0.0847(14) Uani 1 1 d . . .
H3 H 0.3676 0.8282 0.0372 0.102 Uiso 1 1 calc R A .
C4 C 0.32161(15) 0.82421(16) 0.06556(15) 0.0905(15) Uani 1 1 d D A .
C5 C 0.3127(4) 0.7888(5) 0.0777(7) 0.119(3) Uani 0.395(7) 1 d PDU A 1
H5 H 0.3244 0.7689 0.0695 0.143 Uiso 0.395(7) 1 calc PR A 1
C6 C 0.2532(5) 0.7432(7) 0.1245(12) 0.158(7) Uani 0.395(7) 1 d PDU A 1
H6 H 0.2524 0.7209 0.1346 0.189 Uiso 0.395(7) 1 calc PR A 1
C7 C 0.21866(18) 0.76176(19) 0.1259(2) 0.118(2) Uani 1 1 d D . .
C8 C 0.18924(19) 0.74291(18) 0.1364(3) 0.139(3) Uani 1 1 d . A .
H8 H 0.1882 0.7185 0.1389 0.167 Uiso 1 1 calc R . .
C9 C 0.17571(14) 0.79724(14) 0.13481(16) 0.0874(15) Uani 1 1 d . . .
C10 C 0.15513(18) 0.83065(17) 0.1392(2) 0.145(3) Uani 1 1 d . A .
H10A H 0.1688 0.8502 0.1304 0.217 Uiso 1 1 calc R . .
H10B H 0.1500 0.8343 0.1638 0.217 Uiso 1 1 calc R . .
H10C H 0.1334 0.8290 0.1261 0.217 Uiso 1 1 calc R . .
C5A C 0.3276(3) 0.7879(3) 0.0781(5) 0.119(3) Uani 0.605(7) 1 d PDU A 2
H5A H 0.3511 0.7807 0.0765 0.143 Uiso 0.605(7) 1 calc PR A 2
C6A C 0.2521(4) 0.7533(4) 0.1106(7) 0.158(7) Uani 0.605(7) 1 d PDU A 2
H6A H 0.2584 0.7298 0.1072 0.189 Uiso 0.605(7) 1 calc PR A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cd1 0.0676(2) 0.0772(2) 0.0766(2) 0.01192(16) -0.00903(16) -0.00655(16)
N1 0.076(3) 0.096(3) 0.077(3) 0.012(2) -0.001(2) -0.010(2)
N2 0.072(2) 0.094(3) 0.066(2) -0.006(2) 0.0067(19) -0.014(2)
N3 0.112(6) 0.108(6) 0.279(13) 0.090(7) 0.073(7) 0.035(5)
N4 0.076(7) 0.083(5) 0.168(6) 0.035(5) 0.011(6) 0.001(4)
N5 0.074(3) 0.096(3) 0.098(3) 0.020(3) -0.010(2) -0.020(2)
N6 0.082(3) 0.082(3) 0.117(4) 0.015(3) 0.004(3) -0.012(2)
N3A 0.112(6) 0.108(6) 0.279(13) 0.090(7) 0.073(7) 0.035(5)
N4A 0.076(7) 0.083(5) 0.168(6) 0.035(5) 0.011(6) 0.001(4)
C1 0.086(3) 0.085(3) 0.077(3) 0.012(3) 0.004(3) -0.017(3)
C2 0.105(5) 0.107(5) 0.158(6) 0.035(4) 0.048(4) 0.012(4)
C3 0.079(3) 0.079(3) 0.096(4) 0.009(3) 0.012(3) 0.004(3)
C4 0.086(4) 0.095(4) 0.091(4) 0.014(3) -0.004(3) -0.010(3)
C5 0.061(8) 0.121(6) 0.176(8) 0.049(6) 0.000(8) -0.018(6)
C6 0.124(6) 0.101(10) 0.25(3) 0.061(9) 0.076(9) 0.000(6)
C7 0.090(4) 0.102(5) 0.163(7) 0.010(5) 0.021(4) -0.005(4)
C8 0.106(5) 0.081(4) 0.230(10) 0.014(5) 0.052(6) -0.005(4)
C9 0.076(3) 0.071(3) 0.115(4) 0.021(3) -0.008(3) -0.021(3)
C10 0.097(5) 0.085(4) 0.252(10) 0.042(5) 0.014(6) -0.014(4)
C5A 0.061(8) 0.121(6) 0.176(8) 0.049(6) 0.000(8) -0.018(6)
C6A 0.124(6) 0.101(10) 0.25(3) 0.061(9) 0.076(9) 0.000(6)
_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
Cd1 N6 2.208(5) 82_465 ?
Cd1 N5 2.260(4) . ?
Cd1 N2 2.262(4) 69_675 ?
Cd1 N1 2.267(4) . ?
Cd1 N4 2.378(16) . ?
Cd1 N4A 2.425(10) . ?
N1 C1 1.344(6) . ?
N1 C4 1.390(7) . ?
N2 C1 1.340(6) . ?
N2 C3 1.357(6) . ?
N2 Cd1 2.262(4) 95_575 ?
N3 C6 1.339(16) . ?
N3 N4 1.407(15) . ?
N4 C5 1.30(2) . ?
N5 C9 1.330(6) . ?
N5 C7 1.362(8) . ?
N6 C8 1.325(8) . ?
N6 C9 1.342(6) . ?
N6 Cd1 2.208(4) 79_556 ?
N3A C5A 1.304(12) . ?
N3A N4A 1.404(11) . ?
N4A C6A 1.293(14) . ?
C1 C2 1.496(8) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.360(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.453(15) . ?
C4 C5A 1.468(11) . ?
C5 H5 0.9300 . ?
C6 C7 1.483(16) . ?
C6 H6 0.9300 . ?
C7 C8 1.380(9) . ?
C7 C6A 1.427(13) . ?
C8 H8 0.9300 . ?
C9 C10 1.493(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C5A H5A 0.9300 . ?
C6A H6A 0.9300 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N6 Cd1 N5 100.75(17) 82_465 . ?
N6 Cd1 N2 105.69(18) 82_465 69_675 ?
N5 Cd1 N2 95.89(15) . 69_675 ?
N6 Cd1 N1 109.95(16) 82_465 . ?
N5 Cd1 N1 142.71(18) . . ?
N2 Cd1 N1 95.66(15) 69_675 . ?
N6 Cd1 N4 105.5(7) 82_465 . ?
N5 Cd1 N4 83.8(3) . . ?
N2 Cd1 N4 148.3(7) 69_675 . ?
N1 Cd1 N4 68.2(4) . . ?
N6 Cd1 N4A 110.4(4) 82_465 . ?
N5 Cd1 N4A 69.8(2) . . ?
N2 Cd1 N4A 143.0(4) 69_675 . ?
N1 Cd1 N4A 79.8(3) . . ?
N4 Cd1 N4A 14.4(4) . . ?
C1 N1 C4 103.8(4) . . ?
C1 N1 Cd1 134.8(4) . . ?
C4 N1 Cd1 120.5(3) . . ?
C1 N2 C3 105.9(4) . . ?
C1 N2 Cd1 122.4(4) . 95_575 ?
C3 N2 Cd1 130.7(3) . 95_575 ?
C6 N3 N4 111.9(14) . . ?
C5 N4 N3 107.0(15) . . ?
C5 N4 Cd1 118.9(12) . . ?
N3 N4 Cd1 133.6(11) . . ?
C9 N5 C7 104.8(5) . . ?
C9 N5 Cd1 135.9(4) . . ?
C7 N5 Cd1 119.2(4) . . ?
C8 N6 C9 105.1(5) . . ?
C8 N6 Cd1 125.9(4) . 79_556 ?
C9 N6 Cd1 129.0(4) . 79_556 ?
C5A N3A N4A 112.2(10) . . ?
C6A N4A N3A 111.0(10) . . ?
C6A N4A Cd1 113.7(9) . . ?
N3A N4A Cd1 135.2(7) . . ?
N2 C1 N1 113.0(5) . . ?
N2 C1 C2 123.1(5) . . ?
N1 C1 C2 123.9(5) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C3 C4 108.3(5) . . ?
N2 C3 H3 125.9 . . ?
C4 C3 H3 125.9 . . ?
C3 C4 N1 109.0(5) . . ?
C3 C4 C5 136.7(10) . . ?
N1 C4 C5 113.2(9) . . ?
C3 C4 C5A 117.6(7) . . ?
N1 C4 C5A 133.4(7) . . ?
C5 C4 C5A 22.4(7) . . ?
N4 C5 C4 115.8(17) . . ?
N4 C5 H5 122.1 . . ?
C4 C5 H5 122.1 . . ?
N3 C6 C7 134.5(16) . . ?
N3 C6 H6 112.8 . . ?
C7 C6 H6 112.8 . . ?
N5 C7 C8 107.5(6) . . ?
N5 C7 C6A 115.5(8) . . ?
C8 C7 C6A 135.7(10) . . ?
N5 C7 C6 133.0(11) . . ?
C8 C7 C6 118.5(10) . . ?
C6A C7 C6 25.7(16) . . ?
N6 C8 C7 109.4(6) . . ?
N6 C8 H8 125.3 . . ?
C7 C8 H8 125.3 . . ?
N5 C9 N6 113.2(5) . . ?
N5 C9 C10 123.2(5) . . ?
N6 C9 C10 123.6(5) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3A C5A C4 132.6(10) . . ?
N3A C5A H5A 113.7 . . ?
C4 C5A H5A 113.7 . . ?
N4A C6A C7 120.7(14) . . ?
N4A C6A H6A 119.7 . . ?
C7 C6A H6A 119.7 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N6 Cd1 N1 C1 -76.4(5) 82_465 . . . ?
N5 Cd1 N1 C1 140.1(5) . . . . ?
N2 Cd1 N1 C1 32.6(5) 69_675 . . . ?
N4 Cd1 N1 C1 -175.7(9) . . . . ?
N4A Cd1 N1 C1 175.5(6) . . . . ?
N6 Cd1 N1 C4 90.6(4) 82_465 . . . ?
N5 Cd1 N1 C4 -53.0(5) . . . . ?
N2 Cd1 N1 C4 -160.5(4) 69_675 . . . ?
N4 Cd1 N1 C4 -8.7(8) . . . . ?
N4A Cd1 N1 C4 -17.6(5) . . . . ?
C6 N3 N4 C5 -156(3) . . . . ?
C6 N3 N4 Cd1 15(4) . . . . ?
N6 Cd1 N4 C5 -109(2) 82_465 . . . ?
N5 Cd1 N4 C5 152(2) . . . . ?
N2 Cd1 N4 C5 60(2) 69_675 . . . ?
N1 Cd1 N4 C5 -3.2(19) . . . . ?
N4A Cd1 N4 C5 139(5) . . . . ?
N6 Cd1 N4 N3 81(3) 82_465 . . . ?
N5 Cd1 N4 N3 -19(2) . . . . ?
N2 Cd1 N4 N3 -110(2) 69_675 . . . ?
N1 Cd1 N4 N3 -173(3) . . . . ?
N4A Cd1 N4 N3 -31(2) . . . . ?
N6 Cd1 N5 C9 76.0(6) 82_465 . . . ?
N2 Cd1 N5 C9 -31.2(6) 69_675 . . . ?
N1 Cd1 N5 C9 -138.6(5) . . . . ?
N4 Cd1 N5 C9 -179.3(9) . . . . ?
N4A Cd1 N5 C9 -176.0(7) . . . . ?
N6 Cd1 N5 C7 -100.1(5) 82_465 . . . ?
N2 Cd1 N5 C7 152.6(5) 69_675 . . . ?
N1 Cd1 N5 C7 45.2(6) . . . . ?
N4 Cd1 N5 C7 4.5(8) . . . . ?
N4A Cd1 N5 C7 7.8(6) . . . . ?
C5A N3A N4A C6A 173.0(19) . . . . ?
C5A N3A N4A Cd1 -11(2) . . . . ?
N6 Cd1 N4A C6A 92.1(16) 82_465 . . . ?
N5 Cd1 N4A C6A -2.2(15) . . . . ?
N2 Cd1 N4A C6A -74.4(18) 69_675 . . . ?
N1 Cd1 N4A C6A -160.2(17) . . . . ?
N4 Cd1 N4A C6A 164(5) . . . . ?
N6 Cd1 N4A N3A -83.9(16) 82_465 . . . ?
N5 Cd1 N4A N3A -178.2(17) . . . . ?
N2 Cd1 N4A N3A 109.6(15) 69_675 . . . ?
N1 Cd1 N4A N3A 23.8(15) . . . . ?
N4 Cd1 N4A N3A -12(3) . . . . ?
C3 N2 C1 N1 0.9(6) . . . . ?
Cd1 N2 C1 N1 170.3(3) 95_575 . . . ?
C3 N2 C1 C2 180.0(6) . . . . ?
Cd1 N2 C1 C2 -10.6(8) 95_575 . . . ?
C4 N1 C1 N2 0.0(6) . . . . ?
Cd1 N1 C1 N2 168.4(3) . . . . ?
C4 N1 C1 C2 -179.1(6) . . . . ?
Cd1 N1 C1 C2 -10.7(9) . . . . ?
C1 N2 C3 C4 -1.4(6) . . . . ?
Cd1 N2 C3 C4 -169.6(4) 95_575 . . . ?
N2 C3 C4 N1 1.4(7) . . . . ?
N2 C3 C4 C5 168.2(16) . . . . ?
N2 C3 C4 C5A -177.0(9) . . . . ?
C1 N1 C4 C3 -0.9(6) . . . . ?
Cd1 N1 C4 C3 -171.4(4) . . . . ?
C1 N1 C4 C5 -171.0(13) . . . . ?
Cd1 N1 C4 C5 18.5(14) . . . . ?
C1 N1 C4 C5A 177.2(11) . . . . ?
Cd1 N1 C4 C5A 6.8(12) . . . . ?
N3 N4 C5 C4 -174(2) . . . . ?
Cd1 N4 C5 C4 14(3) . . . . ?
C3 C4 C5 N4 173.1(15) . . . . ?
N1 C4 C5 N4 -21(3) . . . . ?
C5A C4 C5 N4 137(6) . . . . ?
N4 N3 C6 C7 8(6) . . . . ?
C9 N5 C7 C8 1.0(9) . . . . ?
Cd1 N5 C7 C8 178.2(6) . . . . ?
C9 N5 C7 C6A 170.4(14) . . . . ?
Cd1 N5 C7 C6A -12.4(15) . . . . ?
C9 N5 C7 C6 -167(3) . . . . ?
Cd1 N5 C7 C6 11(3) . . . . ?
N3 C6 C7 N5 -23(7) . . . . ?
N3 C6 C7 C8 170(4) . . . . ?
N3 C6 C7 C6A 32(2) . . . . ?
C9 N6 C8 C7 1.4(10) . . . . ?
Cd1 N6 C8 C7 -176.3(5) 79_556 . . . ?
N5 C7 C8 N6 -1.5(11) . . . . ?
C6A C7 C8 N6 -167.7(17) . . . . ?
C6 C7 C8 N6 168(2) . . . . ?
C7 N5 C9 N6 -0.2(8) . . . . ?
Cd1 N5 C9 N6 -176.7(4) . . . . ?
C7 N5 C9 C10 176.7(7) . . . . ?
Cd1 N5 C9 C10 0.2(10) . . . . ?
C8 N6 C9 N5 -0.7(8) . . . . ?
Cd1 N6 C9 N5 176.8(4) 79_556 . . . ?
C8 N6 C9 C10 -177.6(8) . . . . ?
Cd1 N6 C9 C10 -0.1(10) 79_556 . . . ?
N4A N3A C5A C4 -16(3) . . . . ?
C3 C4 C5A N3A -162.6(18) . . . . ?
N1 C4 C5A N3A 19(3) . . . . ?
C5 C4 C5A N3A -10(3) . . . . ?
N3A N4A C6A C7 173.6(18) . . . . ?
Cd1 N4A C6A C7 -3(3) . . . . ?
N5 C7 C6A N4A 10(3) . . . . ?
C8 C7 C6A N4A 175.7(15) . . . . ?
C6 C7 C6A N4A -128(7) . . . . ?
_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        73.07
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.054
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.002 -0.006 -0.002 29512 7900 ' '
_platon_squeeze_details          
;
Large voids within the structure are filled with ill defined solvate molecules (ethanol and DMF)
and no suitable model for these molecules could be deduced. The
electron density within the voids was thus instead corrected for using the
Squeeze algorithm implemented in Platon.The residual electron
density void was 7900 electrons (or 150 molecules of ethanol and 100 molecules of DMF)
;


data_Cu(BImED)NO3
_database_code_depnum_ccdc_archive 'CCDC 922412'
#TrackingRef '17309_web_deposit_cif_file_0_DanLi_1359513716.STU-5 and Cu(BImED)NO3 - revised.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H11 Cu N7 O3'
_chemical_formula_weight         340.80
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   p21/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a                   8.9680(3)
_cell_length_b                   9.0543(3)
_cell_length_c                   16.5808(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.998(3)
_cell_angle_gamma                90.00
_cell_volume                     1333.25(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_description       block-like
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             692
_exptl_absorpt_coefficient_mu    1.661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.678
_exptl_absorpt_correction_T_max  0.847
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 14-10-2011 CrysAlis171 .NET)
(compiled Oct 14 21:44:05 2011)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean 10.4098
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5526
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0391
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.14
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2338
_reflns_number_gt                1955
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 14-10-2011 CrysAlis171 .NET)
(compiled Oct 14 21:44:05 2011)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 14-10-2011 CrysAlis171 .NET)
(compiled Oct 14 21:44:05 2011)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 14-10-2011 CrysAlis171 .NET)
(compiled Oct 14 21:44:05 2011)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    Olex-2
_computing_publication_material  Olex-2
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0380P)^2^+0.2106P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2338
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0811
_refine_ls_wR_factor_gt          0.0724
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.002
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.08533(4) 0.20917(4) 0.876415(18) 0.03297(14) Uani 1 1 d . . .
O1 O 0.5126(2) 0.9152(3) 0.91708(13) 0.0572(6) Uani 1 1 d . . .
O2 O 0.6440(4) 0.8596(4) 0.82484(19) 0.1033(11) Uani 1 1 d . . .
O3 O 0.4738(4) 0.7102(3) 0.8533(2) 0.0909(10) Uani 1 1 d . . .
N1 N -0.2323(3) 0.1498(3) 1.03858(15) 0.0482(7) Uani 1 1 d . . .
H1 H -0.3134 0.1223 1.0565 0.058 Uiso 1 1 calc R . .
N2 N -0.0625(3) 0.1756(3) 0.95699(13) 0.0351(5) Uani 1 1 d . . .
N3 N 0.1852(3) 0.3291(3) 0.96871(15) 0.0428(6) Uani 1 1 d . . .
N4 N 0.2955(3) 0.2099(3) 0.85239(15) 0.0404(6) Uani 1 1 d . . .
N5 N 0.0648(2) 0.0521(2) 0.79307(13) 0.0332(5) Uani 1 1 d . . .
N6 N 0.0294(3) -0.1224(3) 0.69666(13) 0.0380(6) Uani 1 1 d . . .
N7 N 0.5435(3) 0.8267(3) 0.86402(17) 0.0517(7) Uani 1 1 d . . .
C1 C -0.1229(4) 0.2351(4) 1.07866(19) 0.0501(8) Uani 1 1 d . . .
H1A H -0.1206 0.2745 1.1306 0.060 Uiso 1 1 calc R . .
C2 C -0.1922(3) 0.1153(3) 0.96605(17) 0.0417(7) Uani 1 1 d . . .
H2 H -0.2487 0.0565 0.9272 0.050 Uiso 1 1 calc R . .
C3 C -0.0174(3) 0.2524(3) 1.02867(16) 0.0396(7) Uani 1 1 d . . .
C4 C 0.1243(4) 0.3304(3) 1.03282(19) 0.0477(8) Uani 1 1 d . . .
H4 H 0.1678 0.3785 1.0798 0.057 Uiso 1 1 calc R . .
C5 C 0.3266(4) 0.3974(4) 0.9572(2) 0.0554(9) Uani 1 1 d . . .
H5A H 0.3888 0.4103 1.0094 0.066 Uiso 1 1 calc R . .
H5B H 0.3081 0.4939 0.9324 0.066 Uiso 1 1 calc R . .
C6 C 0.4070(4) 0.3001(4) 0.9028(2) 0.0616(10) Uani 1 1 d . . .
H6A H 0.4615 0.3607 0.8685 0.074 Uiso 1 1 calc R . .
H6B H 0.4788 0.2370 0.9358 0.074 Uiso 1 1 calc R . .
C7 C 0.3245(3) 0.1177(4) 0.79852(17) 0.0399(7) Uani 1 1 d . . .
H7 H 0.4199 0.1083 0.7832 0.048 Uiso 1 1 calc R . .
C8 C 0.1990(3) 0.0295(3) 0.76328(16) 0.0342(6) Uani 1 1 d . . .
C9 C 0.1754(3) -0.0782(3) 0.70481(16) 0.0387(7) Uani 1 1 d . . .
H9 H 0.2481 -0.1153 0.6753 0.046 Uiso 1 1 calc R . .
C10 C -0.0316(3) -0.0406(3) 0.75149(15) 0.0361(7) Uani 1 1 d . . .
H10 H -0.1319 -0.0483 0.7595 0.043 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0315(2) 0.0370(2) 0.0311(2) -0.00207(15) 0.00694(15) -0.00652(15)
O1 0.0563(14) 0.0641(15) 0.0565(13) -0.0125(13) 0.0263(11) -0.0050(12)
O2 0.102(2) 0.115(2) 0.113(2) -0.046(2) 0.084(2) -0.040(2)
O3 0.101(2) 0.073(2) 0.109(2) -0.0316(17) 0.049(2) -0.0336(17)
N1 0.0453(15) 0.0572(16) 0.0470(15) 0.0093(14) 0.0241(12) 0.0046(14)
N2 0.0380(13) 0.0371(13) 0.0316(12) 0.0014(11) 0.0093(10) -0.0036(11)
N3 0.0420(14) 0.0447(15) 0.0415(14) -0.0044(12) 0.0052(12) -0.0122(12)
N4 0.0310(13) 0.0504(16) 0.0394(13) 0.0015(12) 0.0039(11) -0.0098(12)
N5 0.0320(13) 0.0372(13) 0.0322(12) 0.0000(11) 0.0102(10) -0.0019(11)
N6 0.0396(14) 0.0404(14) 0.0357(12) -0.0025(11) 0.0109(10) 0.0005(12)
N7 0.0459(16) 0.0580(18) 0.0546(16) -0.0052(15) 0.0192(14) -0.0014(14)
C1 0.063(2) 0.056(2) 0.0332(16) 0.0014(16) 0.0147(16) 0.0117(18)
C2 0.0413(17) 0.0428(17) 0.0430(17) 0.0026(15) 0.0135(13) -0.0006(15)
C3 0.0498(18) 0.0393(16) 0.0298(15) 0.0002(13) 0.0057(14) 0.0015(15)
C4 0.057(2) 0.0464(18) 0.0383(17) -0.0118(15) 0.0018(15) -0.0088(16)
C5 0.0485(19) 0.055(2) 0.062(2) -0.0070(18) 0.0036(16) -0.0214(17)
C6 0.0377(19) 0.082(3) 0.065(2) -0.010(2) 0.0068(16) -0.0208(18)
C7 0.0290(15) 0.0525(18) 0.0395(16) 0.0112(16) 0.0092(13) -0.0025(14)
C8 0.0329(15) 0.0394(16) 0.0324(14) 0.0048(13) 0.0116(12) 0.0009(13)
C9 0.0371(16) 0.0440(17) 0.0382(15) 0.0009(14) 0.0160(13) 0.0057(14)
C10 0.0345(16) 0.0394(16) 0.0357(15) -0.0044(14) 0.0092(13) -0.0029(14)
_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N5 1.974(2) . ?
Cu1 N4 1.980(2) . ?
Cu1 N3 1.985(2) . ?
Cu1 N2 2.032(2) . ?
Cu1 N6 2.123(2) 2_556 ?
O1 N7 1.249(3) . ?
O2 N7 1.219(3) . ?
O3 N7 1.226(4) . ?
N1 C2 1.339(4) . ?
N1 C1 1.349(4) . ?
N1 H1 0.8600 . ?
N2 C2 1.311(4) . ?
N2 C3 1.388(3) . ?
N3 C4 1.261(4) . ?
N3 C5 1.448(4) . ?
N4 C7 1.276(4) . ?
N4 C6 1.461(4) . ?
N5 C10 1.327(3) . ?
N5 C8 1.378(3) . ?
N6 C9 1.358(3) . ?
N6 C10 1.347(3) . ?
N6 Cu1 2.123(2) 2_546 ?
C1 C3 1.351(4) . ?
C1 H1A 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.447(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.513(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.436(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.371(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 Cu1 N4 81.96(10) . . ?
N5 Cu1 N3 157.21(10) . . ?
N4 Cu1 N3 79.25(10) . . ?
N5 Cu1 N2 110.29(9) . . ?
N4 Cu1 N2 149.25(10) . . ?
N3 Cu1 N2 80.83(10) . . ?
N5 Cu1 N6 97.32(9) . 2_556 ?
N4 Cu1 N6 106.39(9) . 2_556 ?
N3 Cu1 N6 100.26(10) . 2_556 ?
N2 Cu1 N6 100.02(9) . 2_556 ?
C2 N1 C1 107.9(3) . . ?
C2 N1 H1 126.0 . . ?
C1 N1 H1 126.0 . . ?
C2 N2 C3 105.6(2) . . ?
C2 N2 Cu1 143.9(2) . . ?
C3 N2 Cu1 110.39(18) . . ?
C4 N3 C5 126.7(3) . . ?
C4 N3 Cu1 117.0(2) . . ?
C5 N3 Cu1 116.2(2) . . ?
C7 N4 C6 125.2(3) . . ?
C7 N4 Cu1 115.56(19) . . ?
C6 N4 Cu1 118.8(2) . . ?
C10 N5 C8 105.0(2) . . ?
C10 N5 Cu1 144.07(19) . . ?
C8 N5 Cu1 110.90(17) . . ?
C9 N6 C10 104.3(2) . . ?
C9 N6 Cu1 130.74(19) . 2_546 ?
C10 N6 Cu1 124.77(19) . 2_546 ?
O2 N7 O3 122.2(3) . . ?
O2 N7 O1 118.1(3) . . ?
O3 N7 O1 119.7(3) . . ?
N1 C1 C3 106.7(3) . . ?
N1 C1 H1A 126.6 . . ?
C3 C1 H1A 126.6 . . ?
N2 C2 N1 111.0(3) . . ?
N2 C2 H2 124.5 . . ?
N1 C2 H2 124.5 . . ?
C1 C3 N2 108.7(3) . . ?
C1 C3 C4 135.5(3) . . ?
N2 C3 C4 115.8(3) . . ?
N3 C4 C3 115.8(3) . . ?
N3 C4 H4 122.1 . . ?
C3 C4 H4 122.1 . . ?
N3 C5 C6 109.2(3) . . ?
N3 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
N3 C5 H5B 109.8 . . ?
C6 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
N4 C6 C5 108.7(3) . . ?
N4 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
N4 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N4 C7 C8 115.1(3) . . ?
N4 C7 H7 122.5 . . ?
C8 C7 H7 122.5 . . ?
N5 C8 C9 107.6(2) . . ?
N5 C8 C7 116.5(2) . . ?
C9 C8 C7 135.9(3) . . ?
N6 C9 C8 109.4(2) . . ?
N6 C9 H9 125.3 . . ?
C8 C9 H9 125.3 . . ?
N5 C10 N6 113.7(3) . . ?
N5 C10 H10 123.2 . . ?
N6 C10 H10 123.2 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N5 Cu1 N2 C2 -26.0(4) . . . . ?
N4 Cu1 N2 C2 -135.3(3) . . . . ?
N3 Cu1 N2 C2 174.6(3) . . . . ?
N6 Cu1 N2 C2 75.7(3) 2_556 . . . ?
N5 Cu1 N2 C3 160.27(18) . . . . ?
N4 Cu1 N2 C3 51.0(3) . . . . ?
N3 Cu1 N2 C3 0.89(19) . . . . ?
N6 Cu1 N2 C3 -98.00(19) 2_556 . . . ?
N5 Cu1 N3 C4 -119.5(3) . . . . ?
N4 Cu1 N3 C4 -154.5(3) . . . . ?
N2 Cu1 N3 C4 2.0(2) . . . . ?
N6 Cu1 N3 C4 100.6(2) 2_556 . . . ?
N5 Cu1 N3 C5 56.2(4) . . . . ?
N4 Cu1 N3 C5 21.2(2) . . . . ?
N2 Cu1 N3 C5 177.7(2) . . . . ?
N6 Cu1 N3 C5 -83.7(2) 2_556 . . . ?
N5 Cu1 N4 C7 0.1(2) . . . . ?
N3 Cu1 N4 C7 167.1(2) . . . . ?
N2 Cu1 N4 C7 116.7(2) . . . . ?
N6 Cu1 N4 C7 -95.2(2) 2_556 . . . ?
N5 Cu1 N4 C6 -172.8(2) . . . . ?
N3 Cu1 N4 C6 -5.7(2) . . . . ?
N2 Cu1 N4 C6 -56.2(3) . . . . ?
N6 Cu1 N4 C6 91.9(2) 2_556 . . . ?
N4 Cu1 N5 C10 -178.2(3) . . . . ?
N3 Cu1 N5 C10 147.2(3) . . . . ?
N2 Cu1 N5 C10 31.0(3) . . . . ?
N6 Cu1 N5 C10 -72.5(3) 2_556 . . . ?
N4 Cu1 N5 C8 -0.95(17) . . . . ?
N3 Cu1 N5 C8 -35.6(3) . . . . ?
N2 Cu1 N5 C8 -151.78(17) . . . . ?
N6 Cu1 N5 C8 104.66(18) 2_556 . . . ?
C2 N1 C1 C3 0.6(3) . . . . ?
C3 N2 C2 N1 0.3(3) . . . . ?
Cu1 N2 C2 N1 -173.5(2) . . . . ?
C1 N1 C2 N2 -0.6(3) . . . . ?
N1 C1 C3 N2 -0.4(3) . . . . ?
N1 C1 C3 C4 179.0(3) . . . . ?
C2 N2 C3 C1 0.0(3) . . . . ?
Cu1 N2 C3 C1 176.2(2) . . . . ?
C2 N2 C3 C4 -179.5(3) . . . . ?
Cu1 N2 C3 C4 -3.3(3) . . . . ?
C5 N3 C4 C3 -179.6(3) . . . . ?
Cu1 N3 C4 C3 -4.4(4) . . . . ?
C1 C3 C4 N3 -174.2(3) . . . . ?
N2 C3 C4 N3 5.2(4) . . . . ?
C4 N3 C5 C6 143.6(3) . . . . ?
Cu1 N3 C5 C6 -31.6(3) . . . . ?
C7 N4 C6 C5 178.5(3) . . . . ?
Cu1 N4 C6 C5 -9.4(4) . . . . ?
N3 C5 C6 N4 24.8(4) . . . . ?
C6 N4 C7 C8 173.1(3) . . . . ?
Cu1 N4 C7 C8 0.8(3) . . . . ?
C10 N5 C8 C9 -0.5(3) . . . . ?
Cu1 N5 C8 C9 -178.75(17) . . . . ?
C10 N5 C8 C7 180.0(2) . . . . ?
Cu1 N5 C8 C7 1.6(3) . . . . ?
N4 C7 C8 N5 -1.6(4) . . . . ?
N4 C7 C8 C9 178.9(3) . . . . ?
C10 N6 C9 C8 -0.6(3) . . . . ?
Cu1 N6 C9 C8 -176.32(18) 2_546 . . . ?
N5 C8 C9 N6 0.7(3) . . . . ?
C7 C8 C9 N6 -179.8(3) . . . . ?
C8 N5 C10 N6 0.1(3) . . . . ?
Cu1 N5 C10 N6 177.4(2) . . . . ?
C9 N6 C10 N5 0.4(3) . . . . ?
Cu1 N6 C10 N5 176.38(17) 2_546 . . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.058