# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_rmb77ltc_1
_database_code_depnum_ccdc_archive 'CCDC 1478406'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2016-06-21 downloaded from the CCDC.
;

_chemical_name_systematic        
'[([(1-methyl-1H-imidazol-2-yl)methylidene] ({2-[(1-methyl-1H-imidazol-2-yl)methylidene]aminoethyl})amine) (perchlorato)copper(II)]perchlorate'
_chemical_name_common            
;
[L1Cu(OClO3)]ClO4
;
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C14 H19 Cl Cu N7 O4, Cl O4 
;
_chemical_formula_sum            'C14 H19 Cl2 Cu N7 O8'
_chemical_formula_weight         547.80

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7479(8)
_cell_length_b                   10.1421(7)
_cell_length_c                   12.9690(10)
_cell_angle_alpha                68.941(7)
_cell_angle_beta                 75.950(7)
_cell_angle_gamma                88.025(7)
_cell_volume                     1039.90(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.1(3)
_cell_measurement_reflns_used    22959
_cell_measurement_theta_min      3.6580
_cell_measurement_theta_max      31.0340
_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.749
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             558
_exptl_absorpt_coefficient_mu    1.367
_exptl_absorpt_correction_T_min  0.62689
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 SCALE3 ABSPACK.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.1(3)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_detector_area_resol_mean 10.2836
_diffrn_reflns_number            42429
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         28.68
_reflns_number_total             5359
_reflns_number_gt                4973
_reflns_threshold_expression     I>2σ(I)

_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -49.00   23.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.9321   77.0000  120.0000 72

#__ type_ start__ end____ width___ exp.time_
  2 omega  -62.00   50.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446  -77.0000   60.0000 112

#__ type_ start__ end____ width___ exp.time_
  3 omega  -55.00   50.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446  -77.0000 -150.0000 105

#__ type_ start__ end____ width___ exp.time_
  4 omega  -10.00   87.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446   57.0000  -30.0000 97

#__ type_ start__ end____ width___ exp.time_
  5 omega   -2.00   71.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446   77.0000 -180.0000 73

#__ type_ start__ end____ width___ exp.time_
  6 omega  -56.00   50.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446  -77.0000  -30.0000 106

#__ type_ start__ end____ width___ exp.time_
  7 omega   -5.00   95.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446   77.0000   60.0000 100

#__ type_ start__ end____ width___ exp.time_
  8 omega  -90.00   14.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.9321  -57.0000 -150.0000 104

#__ type_ start__ end____ width___ exp.time_
  9 omega  -58.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446  -57.0000    0.0000 104

#__ type_ start__ end____ width___ exp.time_
 10 omega  -17.00   95.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446   77.0000  120.0000 112

#__ type_ start__ end____ width___ exp.time_
 11 omega  -17.00   95.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446   77.0000    0.0000 112

#__ type_ start__ end____ width___ exp.time_
 12 omega  -58.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446  -57.0000 -180.0000 104

#__ type_ start__ end____ width___ exp.time_
 13 omega  -58.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446  -57.0000  -90.0000 104

#__ type_ start__ end____ width___ exp.time_
 14 omega  -46.00   58.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.9321   57.0000  120.0000 104

#__ type_ start__ end____ width___ exp.time_
 15 omega  -62.00   50.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2446  -77.0000  -90.0000 112

;
_diffrn_measurement_method       'ω scans'

_computing_cell_refinement       'CrysAlis PRO (Agilent, 2013)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2013)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and Mercury (Macraeet al., 2006)'

_computing_publication_material  'PLATON (Spek, 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0416P)²+1.3501P] where P=(Fo²+2Fc²)/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         5359
_refine_ls_number_parameters     332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0892
_refine_ls_wR_factor_gt          0.0861
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.01279(3) 0.48938(2) 0.290491(19) 0.01760(7) Uani 1 1 d . . .
Cl1 Cl -0.34392(5) 0.32573(5) 0.25979(4) 0.02046(10) Uani 1 1 d . . .
O1 O -0.2005(2) 0.41345(19) 0.20094(14) 0.0346(4) Uani 1 1 d . . .
O2 O -0.39093(18) 0.27112(17) 0.18326(13) 0.0277(3) Uani 1 1 d . . .
O3 O -0.4661(2) 0.4068(2) 0.29760(18) 0.0482(5) Uani 1 1 d . . .
O4 O -0.3184(2) 0.21133(19) 0.35690(16) 0.0423(4) Uani 1 1 d . . .
N1 N -0.17722(19) 0.59607(17) 0.35514(14) 0.0188(3) Uani 1 1 d . . .
N2 N -0.29979(19) 0.79485(18) 0.31356(14) 0.0207(3) Uani 1 1 d . . .
N3 N 0.00906(18) 0.65908(16) 0.15169(13) 0.0176(3) Uani 1 1 d . . .
N4 N 0.15563(18) 0.43096(17) 0.18807(13) 0.0176(3) Uani 1 1 d . . .
N5 N 0.03512(19) 0.31452(17) 0.40669(13) 0.0183(3) Uani 1 1 d . . .
N6 N 0.18938(19) 0.13508(17) 0.43270(14) 0.0188(3) Uani 1 1 d . . .
N7 N 0.2572(2) 0.6497(2) 0.29399(17) 0.0323(4) Uani 1 1 d . . .
C1 C -0.1844(2) 0.7214(2) 0.27457(16) 0.0184(3) Uani 1 1 d . . .
C2 C -0.2928(2) 0.5896(2) 0.44909(17) 0.0216(4) Uani 1 1 d . . .
H2 H -0.306(3) 0.513(3) 0.513(2) 0.021(6) Uiso 1 1 d . . .
C3 C -0.3697(2) 0.7124(2) 0.42438(18) 0.0232(4) Uani 1 1 d . . .
H3 H -0.452(3) 0.741(3) 0.465(2) 0.031(7) Uiso 1 1 d . . .
C4 C -0.0787(2) 0.7581(2) 0.16146(16) 0.0183(3) Uani 1 1 d . . .
H4 H -0.078(3) 0.846(3) 0.104(2) 0.019(6) Uiso 1 1 d . . .
C5 C 0.1316(2) 0.6657(2) 0.05033(16) 0.0184(3) Uani 1 1 d . . .
H5A H 0.095(3) 0.703(3) -0.015(2) 0.019(6) Uiso 1 1 d . . .
H5B H 0.216(3) 0.724(3) 0.043(2) 0.020(6) Uiso 1 1 d . . .
C6 C 0.1862(2) 0.5149(2) 0.06634(16) 0.0200(4) Uani 1 1 d . . .
H6A H 0.130(3) 0.470(3) 0.036(2) 0.027(6) Uiso 1 1 d . . .
H6B H 0.292(3) 0.517(3) 0.029(2) 0.023(6) Uiso 1 1 d . . .
C7 C 0.2239(2) 0.32108(19) 0.23474(16) 0.0176(3) Uani 1 1 d . . .
H7 H 0.306(3) 0.288(2) 0.199(2) 0.016(5) Uiso 1 1 d . . .
C8 C 0.1550(2) 0.25527(19) 0.35672(16) 0.0182(3) Uani 1 1 d . . .
C9 C -0.0071(2) 0.2282(2) 0.51903(16) 0.0201(3) Uani 1 1 d . . .
H9 H -0.083(3) 0.246(3) 0.570(2) 0.024(6) Uiso 1 1 d . . .
C10 C 0.0876(2) 0.1164(2) 0.53594(16) 0.0205(4) Uani 1 1 d . . .
H10 H 0.092(3) 0.041(3) 0.599(2) 0.021(6) Uiso 1 1 d . . .
C11 C -0.3391(3) 0.9389(2) 0.25243(19) 0.0281(4) Uani 1 1 d . . .
H11A H -0.2724 0.9733 0.1764 0.042 Uiso 1 1 calc R . .
H11B H -0.3231 0.9995 0.2917 0.042 Uiso 1 1 calc R . .
H11C H -0.4475 0.9383 0.2492 0.042 Uiso 1 1 calc R . .
C12 C 0.3139(2) 0.0419(2) 0.41062(18) 0.0250(4) Uani 1 1 d . . .
H12A H 0.3261 0.0410 0.3353 0.037 Uiso 1 1 calc R . .
H12B H 0.2861 -0.0523 0.4655 0.037 Uiso 1 1 calc R . .
H12C H 0.4114 0.0757 0.4165 0.037 Uiso 1 1 calc R . .
C13 C 0.3659(3) 0.6845(2) 0.21952(19) 0.0275(4) Uani 1 1 d . . .
C14 C 0.5028(3) 0.7278(3) 0.1229(2) 0.0362(5) Uani 1 1 d . . .
H14A H 0.4843 0.6999 0.0634 0.054 Uiso 1 1 calc R . .
H14B H 0.5937 0.6834 0.1463 0.054 Uiso 1 1 calc R . .
H14C H 0.5209 0.8288 0.0951 0.054 Uiso 1 1 calc R . .
Cl2 Cl 0.19385(6) 0.05142(5) 0.11665(4) 0.02137(10) Uani 1 1 d . . .
O5 O 0.1686(2) 0.19857(16) 0.06310(14) 0.0303(3) Uani 1 1 d . . .
O6 O 0.20827(19) -0.01774(15) 0.03549(13) 0.0260(3) Uani 1 1 d . . .
O7 O 0.3392(2) 0.0412(2) 0.15181(17) 0.0407(4) Uani 1 1 d . . .
O8 O 0.0654(2) -0.0155(2) 0.21245(16) 0.0455(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N4 1.9600(16) . ?
Cu1 N3 1.9668(16) . ?
Cu1 N1 1.9753(16) . ?
Cu1 N5 1.9815(16) . ?
Cl1 O3 1.4259(19) . ?
Cl1 O4 1.4322(17) . ?
Cl1 O2 1.4387(15) . ?
Cl1 O1 1.4393(16) . ?
N1 C1 1.335(2) . ?
N1 C2 1.364(2) . ?
N2 C1 1.342(2) . ?
N2 C3 1.373(3) . ?
N2 C11 1.465(3) . ?
N3 C4 1.267(2) . ?
N3 C5 1.463(2) . ?
N4 C7 1.269(2) . ?
N4 C6 1.461(2) . ?
N5 C8 1.337(2) . ?
N5 C9 1.367(2) . ?
N6 C8 1.343(2) . ?
N6 C10 1.368(2) . ?
N6 C12 1.461(2) . ?
N7 C13 1.137(3) . ?
C1 C4 1.456(3) . ?
C2 C3 1.366(3) . ?
C2 H2 0.90(3) . ?
C3 H3 0.89(3) . ?
C4 H4 0.93(3) . ?
C5 C6 1.543(3) . ?
C5 H5A 0.93(3) . ?
C5 H5B 0.93(3) . ?
C6 H6A 0.92(3) . ?
C6 H6B 0.93(3) . ?
C7 C8 1.455(3) . ?
C7 H7 0.89(2) . ?
C9 C10 1.366(3) . ?
C9 H9 0.88(3) . ?
C10 H10 0.91(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.452(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
Cl2 O8 1.4265(18) . ?
Cl2 O5 1.4372(16) . ?
Cl2 O7 1.4403(17) . ?
Cl2 O6 1.4408(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Cu1 N3 81.15(7) . . ?
N4 Cu1 N1 163.97(7) . . ?
N3 Cu1 N1 82.81(7) . . ?
N4 Cu1 N5 82.64(7) . . ?
N3 Cu1 N5 161.97(7) . . ?
N1 Cu1 N5 113.23(7) . . ?
O3 Cl1 O4 108.81(13) . . ?
O3 Cl1 O2 109.23(11) . . ?
O4 Cl1 O2 109.97(10) . . ?
O3 Cl1 O1 110.01(12) . . ?
O4 Cl1 O1 109.66(11) . . ?
O2 Cl1 O1 109.15(9) . . ?
C1 N1 C2 106.51(16) . . ?
C1 N1 Cu1 108.87(12) . . ?
C2 N1 Cu1 144.51(14) . . ?
C1 N2 C3 107.04(16) . . ?
C1 N2 C11 126.90(17) . . ?
C3 N2 C11 125.98(17) . . ?
C4 N3 C5 125.65(16) . . ?
C4 N3 Cu1 115.81(13) . . ?
C5 N3 Cu1 118.33(12) . . ?
C7 N4 C6 126.79(16) . . ?
C7 N4 Cu1 116.10(13) . . ?
C6 N4 Cu1 117.07(12) . . ?
C8 N5 C9 106.25(16) . . ?
C8 N5 Cu1 108.97(12) . . ?
C9 N5 Cu1 144.77(14) . . ?
C8 N6 C10 107.39(16) . . ?
C8 N6 C12 126.72(16) . . ?
C10 N6 C12 125.89(17) . . ?
N1 C1 N2 110.78(17) . . ?
N1 C1 C4 119.79(16) . . ?
N2 C1 C4 129.38(17) . . ?
N1 C2 C3 108.76(18) . . ?
N1 C2 H2 120.0(16) . . ?
C3 C2 H2 131.2(16) . . ?
C2 C3 N2 106.90(17) . . ?
C2 C3 H3 132.0(18) . . ?
N2 C3 H3 121.1(18) . . ?
N3 C4 C1 112.66(17) . . ?
N3 C4 H4 125.5(15) . . ?
C1 C4 H4 121.8(15) . . ?
N3 C5 C6 108.33(15) . . ?
N3 C5 H5A 111.2(15) . . ?
C6 C5 H5A 110.8(15) . . ?
N3 C5 H5B 108.4(15) . . ?
C6 C5 H5B 109.7(15) . . ?
H5A C5 H5B 108(2) . . ?
N4 C6 C5 109.21(15) . . ?
N4 C6 H6A 106.8(17) . . ?
C5 C6 H6A 111.3(17) . . ?
N4 C6 H6B 111.8(16) . . ?
C5 C6 H6B 111.2(16) . . ?
H6A C6 H6B 107(2) . . ?
N4 C7 C8 112.72(17) . . ?
N4 C7 H7 124.8(15) . . ?
C8 C7 H7 122.5(15) . . ?
N5 C8 N6 110.68(16) . . ?
N5 C8 C7 119.45(17) . . ?
N6 C8 C7 129.84(17) . . ?
C10 C9 N5 108.94(17) . . ?
C10 C9 H9 127.9(17) . . ?
N5 C9 H9 123.1(17) . . ?
C9 C10 N6 106.75(17) . . ?
C9 C10 H10 131.9(16) . . ?
N6 C10 H10 121.3(16) . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N6 C12 H12A 109.5 . . ?
N6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N7 C13 C14 178.7(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O8 Cl2 O5 110.60(12) . . ?
O8 Cl2 O7 110.37(13) . . ?
O5 Cl2 O7 108.46(10) . . ?
O8 Cl2 O6 109.35(10) . . ?
O5 Cl2 O6 109.35(9) . . ?
O7 Cl2 O6 108.67(10) . . ?

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
N4 Cu1 N1 C1 -0.9(3) . . . . ?
N3 Cu1 N1 C1 -0.74(12) . . . . ?
N5 Cu1 N1 C1 170.69(12) . . . . ?
N4 Cu1 N1 C2 174.4(2) . . . . ?
N3 Cu1 N1 C2 174.6(2) . . . . ?
N5 Cu1 N1 C2 -14.0(2) . . . . ?
N4 Cu1 N3 C4 -177.96(14) . . . . ?
N1 Cu1 N3 C4 2.08(14) . . . . ?
N5 Cu1 N3 C4 -151.69(18) . . . . ?
N4 Cu1 N3 C5 -2.88(13) . . . . ?
N1 Cu1 N3 C5 177.16(14) . . . . ?
N5 Cu1 N3 C5 23.4(3) . . . . ?
N3 Cu1 N4 C7 168.81(15) . . . . ?
N1 Cu1 N4 C7 169.0(2) . . . . ?
N5 Cu1 N4 C7 -3.25(14) . . . . ?
N3 Cu1 N4 C6 -13.10(13) . . . . ?
N1 Cu1 N4 C6 -12.9(3) . . . . ?
N5 Cu1 N4 C6 174.84(14) . . . . ?
N4 Cu1 N5 C8 2.18(12) . . . . ?
N3 Cu1 N5 C8 -24.0(3) . . . . ?
N1 Cu1 N5 C8 -175.49(12) . . . . ?
N4 Cu1 N5 C9 -176.8(2) . . . . ?
N3 Cu1 N5 C9 157.0(2) . . . . ?
N1 Cu1 N5 C9 5.5(2) . . . . ?
C2 N1 C1 N2 0.1(2) . . . . ?
Cu1 N1 C1 N2 177.24(12) . . . . ?
C2 N1 C1 C4 -177.65(16) . . . . ?
Cu1 N1 C1 C4 -0.5(2) . . . . ?
C3 N2 C1 N1 -0.1(2) . . . . ?
C11 N2 C1 N1 176.86(18) . . . . ?
C3 N2 C1 C4 177.39(18) . . . . ?
C11 N2 C1 C4 -5.7(3) . . . . ?
C1 N1 C2 C3 -0.1(2) . . . . ?
Cu1 N1 C2 C3 -175.43(17) . . . . ?
N1 C2 C3 N2 0.0(2) . . . . ?
C1 N2 C3 C2 0.0(2) . . . . ?
C11 N2 C3 C2 -176.94(18) . . . . ?
C5 N3 C4 C1 -177.43(16) . . . . ?
Cu1 N3 C4 C1 -2.8(2) . . . . ?
N1 C1 C4 N3 2.2(2) . . . . ?
N2 C1 C4 N3 -175.06(18) . . . . ?
C4 N3 C5 C6 -168.98(17) . . . . ?
Cu1 N3 C5 C6 16.47(19) . . . . ?
C7 N4 C6 C5 -157.20(18) . . . . ?
Cu1 N4 C6 C5 24.95(19) . . . . ?
N3 C5 C6 N4 -25.0(2) . . . . ?
C6 N4 C7 C8 -174.51(17) . . . . ?
Cu1 N4 C7 C8 3.4(2) . . . . ?
C9 N5 C8 N6 0.3(2) . . . . ?
Cu1 N5 C8 N6 -179.10(12) . . . . ?
C9 N5 C8 C7 178.28(16) . . . . ?
Cu1 N5 C8 C7 -1.1(2) . . . . ?
C10 N6 C8 N5 -0.1(2) . . . . ?
C12 N6 C8 N5 -179.20(17) . . . . ?
C10 N6 C8 C7 -177.84(18) . . . . ?
C12 N6 C8 C7 3.1(3) . . . . ?
N4 C7 C8 N5 -1.4(2) . . . . ?
N4 C7 C8 N6 176.09(18) . . . . ?
C8 N5 C9 C10 -0.4(2) . . . . ?
Cu1 N5 C9 C10 178.67(17) . . . . ?
N5 C9 C10 N6 0.3(2) . . . . ?
C8 N6 C10 C9 -0.1(2) . . . . ?
C12 N6 C10 C9 178.98(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.68
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.958
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.095
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method acetonitrile/ether
####################################################################### 
# 
# 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_rmb337ltb_4
_database_code_depnum_ccdc_archive 'CCDC 1478407'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2016-06-21 downloaded from the CCDC.
;

_chemical_name_systematic        
'[([(1-methyl-1H-imidazol-2-yl)methylidene] ({2-[(1-methyl-1H-imidazol-2-yl)methylidene]aminoethyl})amine) (perchlorato)copper(II)]perchlorate'
_chemical_name_common            
;
[L1Cu(OH2)]ClO4
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H18 Cl Cu N6 O5, Cl O4'
_chemical_formula_sum            'C12 H18 Cl2 Cu N6 O9'
_chemical_formula_weight         524.76

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.227(3)
_cell_length_b                   11.003(4)
_cell_length_c                   11.441(4)
_cell_angle_alpha                78.99(3)
_cell_angle_beta                 70.69(3)
_cell_angle_gamma                88.76(3)
_cell_volume                     958.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.1(10)
_cell_measurement_reflns_used    624
_cell_measurement_theta_min      3.7660
_cell_measurement_theta_max      28.9520
_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.818
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             534
_exptl_absorpt_coefficient_mu    1.481
_exptl_absorpt_correction_T_min  0.038
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 SCALE3 ABSPACK
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.1(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_detector_area_resol_mean 10.2836
_diffrn_reflns_number            19076
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.30
_diffrn_reflns_theta_max         27.68
_reflns_number_total             4447
_reflns_number_gt                3854
_reflns_threshold_expression     I>2σ(I)

_diffrn_measurement_method       'ω scans'


_computing_cell_refinement       'CrysAlis PRO (Agilent, 2013)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2013)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and Mercury (Macraeet al., 2006)'

_computing_publication_material  'PLATON (Spek, 2009)'


_refine_special_details          
; 
 Refinement of F² against ALL reflections. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0662P)²+1.2945P] where P=(Fo²+2Fc²)/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         4447
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1272
_refine_ls_wR_factor_gt          0.1194
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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
Cu1 Cu 0.39402(4) 0.76535(3) 0.21392(3) 0.02205(13) Uani 1 1 d . . .
Cl1 Cl -0.06705(9) 0.62837(7) 0.23902(7) 0.02606(18) Uani 1 1 d . . .
O1 O 0.6060(3) 0.8617(3) 0.2587(2) 0.0284(5) Uani 1 1 d . . .
H1A H 0.579(5) 0.909(4) 0.293(4) 0.035(12) Uiso 1 1 d . . .
H1B H 0.648(6) 0.823(4) 0.295(4) 0.036(13) Uiso 1 1 d . . .
O2 O -0.0729(3) 0.6967(3) 0.1211(2) 0.0460(7) Uani 1 1 d . . .
O3 O -0.1409(3) 0.5056(3) 0.2573(3) 0.0404(6) Uani 1 1 d . . .
O4 O 0.1071(3) 0.6167(2) 0.2384(2) 0.0359(6) Uani 1 1 d . . .
O5 O -0.1655(3) 0.6860(2) 0.3417(2) 0.0360(6) Uani 1 1 d . . .
N1 N 0.2868(3) 0.9020(2) 0.1318(2) 0.0219(5) Uani 1 1 d . . .
N2 N 0.0780(3) 1.0314(2) 0.1618(2) 0.0233(5) Uani 1 1 d . . .
N3 N 0.2163(3) 0.7988(3) 0.3670(2) 0.0279(6) Uani 1 1 d . . .
N4 N 0.3994(3) 0.6093(3) 0.3284(2) 0.0271(5) Uani 1 1 d . . .
N5 N 0.5453(3) 0.6774(2) 0.0859(2) 0.0234(5) Uani 1 1 d . . .
N6 N 0.6742(3) 0.5039(2) 0.0574(3) 0.0270(5) Uani 1 1 d . . .
C1 C 0.1548(4) 0.9414(3) 0.2174(3) 0.0226(6) Uani 1 1 d . . .
C2 C 0.2945(4) 0.9702(3) 0.0167(3) 0.0228(6) Uani 1 1 d . . .
H2 H 0.375(5) 0.959(3) -0.053(4) 0.029(9) Uiso 1 1 d . . .
C3 C 0.1657(4) 1.0508(3) 0.0348(3) 0.0245(6) Uani 1 1 d . . .
H3 H 0.141(5) 1.101(4) -0.012(4) 0.025(9) Uiso 1 1 d . . .
C4 C 0.1107(4) 0.8808(3) 0.3501(3) 0.0268(6) Uani 1 1 d . . .
H4 H 0.020(5) 0.903(3) 0.418(3) 0.029(9) Uiso 1 1 d . . .
C5 C 0.2087(5) 0.7171(4) 0.4852(3) 0.0375(8) Uani 1 1 d . . .
H5A H 0.289(5) 0.756(4) 0.515(4) 0.041(11) Uiso 1 1 d . . .
H5B H 0.092(5) 0.708(4) 0.544(4) 0.039(11) Uiso 1 1 d . . .
C6 C 0.2752(6) 0.5924(4) 0.4568(3) 0.0391(8) Uani 1 1 d . . .
H6A H 0.335(6) 0.561(4) 0.502(4) 0.041(11) Uiso 1 1 d . . .
H6B H 0.176(7) 0.541(5) 0.460(5) 0.061(14) Uiso 1 1 d . . .
C7 C 0.4799(4) 0.5225(3) 0.2760(3) 0.0269(6) Uani 1 1 d . . .
H7 H 0.4813 0.4402 0.3200 0.032 Uiso 1 1 calc R . .
C8 C 0.5692(4) 0.5644(3) 0.1412(3) 0.0242(6) Uani 1 1 d . . .
C9 C 0.6412(4) 0.6899(3) -0.0388(3) 0.0252(6) Uani 1 1 d . . .
H9 H 0.651(5) 0.764(4) -0.093(4) 0.031(10) Uiso 1 1 d . . .
C10 C 0.7227(4) 0.5826(3) -0.0577(3) 0.0273(6) Uani 1 1 d . . .
H10 H 0.794(5) 0.560(4) -0.124(4) 0.036(10) Uiso 1 1 d . . .
C11 C -0.0667(4) 1.1024(3) 0.2229(3) 0.0310(7) Uani 1 1 d . . .
H11A H -0.1264 1.0580 0.3092 0.046 Uiso 1 1 calc R . .
H11B H -0.1470 1.1129 0.1751 0.046 Uiso 1 1 calc R . .
H11C H -0.0237 1.1840 0.2253 0.046 Uiso 1 1 calc R . .
C12 C 0.7357(4) 0.3793(3) 0.0822(3) 0.0315(7) Uani 1 1 d . . .
H12A H 0.8544 0.3849 0.0822 0.047 Uiso 1 1 calc R . .
H12B H 0.7323 0.3351 0.0163 0.047 Uiso 1 1 calc R . .
H12C H 0.6617 0.3344 0.1647 0.047 Uiso 1 1 calc R . .
Cl2 Cl 0.36179(10) 0.14561(8) 0.38474(7) 0.03066(19) Uani 1 1 d . . .
O6 O 0.4622(5) 0.2327(3) 0.4123(3) 0.0604(8) Uani 1 1 d . . .
O7 O 0.2230(4) 0.2076(4) 0.3536(3) 0.0632(10) Uani 1 1 d . . .
O8 O 0.4643(3) 0.0956(3) 0.2796(2) 0.0433(6) Uani 1 1 d . . .
O9 O 0.2971(4) 0.0498(3) 0.4922(3) 0.0605(9) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N4 1.960(3) . ?
Cu1 N3 1.967(3) . ?
Cu1 N1 1.968(2) . ?
Cu1 N5 1.978(3) . ?
Cu1 O1 2.304(3) . ?
Cl1 O2 1.429(3) . ?
Cl1 O4 1.434(2) . ?
Cl1 O5 1.439(2) . ?
Cl1 O3 1.443(3) . ?
O1 H1A 0.70(5) . ?
O1 H1B 0.70(5) . ?
N1 C1 1.328(4) . ?
N1 C2 1.367(4) . ?
N2 C1 1.334(4) . ?
N2 C3 1.369(4) . ?
N2 C11 1.461(4) . ?
N3 C4 1.271(4) . ?
N3 C5 1.457(4) . ?
N4 C7 1.280(4) . ?
N4 C6 1.466(4) . ?
N5 C8 1.326(4) . ?
N5 C9 1.365(4) . ?
N6 C8 1.334(4) . ?
N6 C10 1.370(4) . ?
N6 C12 1.460(4) . ?
C1 C4 1.464(4) . ?
C2 C3 1.355(4) . ?
C2 H2 0.89(4) . ?
C3 H3 0.77(4) . ?
C4 H4 0.95(4) . ?
C5 C6 1.519(5) . ?
C5 H5A 0.98(4) . ?
C5 H5B 0.97(4) . ?
C6 H6A 0.85(5) . ?
C6 H6B 0.99(5) . ?
C7 C8 1.457(4) . ?
C7 H7 0.9500 . ?
C9 C10 1.362(4) . ?
C9 H9 0.91(4) . ?
C10 H10 0.87(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
Cl2 O9 1.415(3) . ?
Cl2 O6 1.422(3) . ?
Cl2 O8 1.422(2) . ?
Cl2 O7 1.427(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Cu1 N3 81.62(11) . . ?
N4 Cu1 N1 156.17(11) . . ?
N3 Cu1 N1 82.22(11) . . ?
N4 Cu1 N5 82.49(11) . . ?
N3 Cu1 N5 161.84(12) . . ?
N1 Cu1 N5 109.88(10) . . ?
N4 Cu1 O1 93.50(11) . . ?
N3 Cu1 O1 91.64(11) . . ?
N1 Cu1 O1 104.36(10) . . ?
N5 Cu1 O1 98.06(10) . . ?
O2 Cl1 O4 111.16(16) . . ?
O2 Cl1 O5 110.93(15) . . ?
O4 Cl1 O5 109.83(15) . . ?
O2 Cl1 O3 107.86(18) . . ?
O4 Cl1 O3 108.07(15) . . ?
O5 Cl1 O3 108.89(16) . . ?
Cu1 O1 H1A 116(3) . . ?
Cu1 O1 H1B 115(4) . . ?
H1A O1 H1B 102(5) . . ?
C1 N1 C2 106.8(2) . . ?
C1 N1 Cu1 110.18(19) . . ?
C2 N1 Cu1 143.0(2) . . ?
C1 N2 C3 107.3(2) . . ?
C1 N2 C11 127.5(3) . . ?
C3 N2 C11 125.1(3) . . ?
C4 N3 C5 127.2(3) . . ?
C4 N3 Cu1 116.3(2) . . ?
C5 N3 Cu1 116.1(2) . . ?
C7 N4 C6 125.3(3) . . ?
C7 N4 Cu1 115.9(2) . . ?
C6 N4 Cu1 116.6(2) . . ?
C8 N5 C9 106.4(3) . . ?
C8 N5 Cu1 109.6(2) . . ?
C9 N5 Cu1 143.9(2) . . ?
C8 N6 C10 107.5(3) . . ?
C8 N6 C12 127.3(3) . . ?
C10 N6 C12 125.2(3) . . ?
N1 C1 N2 110.5(3) . . ?
N1 C1 C4 119.0(3) . . ?
N2 C1 C4 130.5(3) . . ?
C3 C2 N1 108.3(3) . . ?
C3 C2 H2 131(2) . . ?
N1 C2 H2 121(2) . . ?
C2 C3 N2 107.1(3) . . ?
C2 C3 H3 131(3) . . ?
N2 C3 H3 122(3) . . ?
N3 C4 C1 112.2(3) . . ?
N3 C4 H4 123(2) . . ?
C1 C4 H4 125(2) . . ?
N3 C5 C6 108.5(3) . . ?
N3 C5 H5A 105(2) . . ?
C6 C5 H5A 109(2) . . ?
N3 C5 H5B 110(2) . . ?
C6 C5 H5B 111(2) . . ?
H5A C5 H5B 113(3) . . ?
N4 C6 C5 109.7(3) . . ?
N4 C6 H6A 103(3) . . ?
C5 C6 H6A 112(3) . . ?
N4 C6 H6B 108(3) . . ?
C5 C6 H6B 108(3) . . ?
H6A C6 H6B 116(4) . . ?
N4 C7 C8 112.3(3) . . ?
N4 C7 H7 123.9 . . ?
C8 C7 H7 123.9 . . ?
N5 C8 N6 110.9(3) . . ?
N5 C8 C7 119.3(3) . . ?
N6 C8 C7 129.7(3) . . ?
C10 C9 N5 108.9(3) . . ?
C10 C9 H9 130(2) . . ?
N5 C9 H9 121(2) . . ?
C9 C10 N6 106.4(3) . . ?
C9 C10 H10 132(3) . . ?
N6 C10 H10 121(3) . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N6 C12 H12A 109.5 . . ?
N6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O9 Cl2 O6 108.8(2) . . ?
O9 Cl2 O8 110.14(19) . . ?
O6 Cl2 O8 110.1(2) . . ?
O9 Cl2 O7 110.3(2) . . ?
O6 Cl2 O7 108.8(2) . . ?
O8 Cl2 O7 108.64(17) . . ?

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
N4 Cu1 N1 C1 46.2(4) . . . . ?
N3 Cu1 N1 C1 -1.5(2) . . . . ?
N5 Cu1 N1 C1 164.55(19) . . . . ?
O1 Cu1 N1 C1 -91.2(2) . . . . ?
N4 Cu1 N1 C2 -130.8(4) . . . . ?
N3 Cu1 N1 C2 -178.5(4) . . . . ?
N5 Cu1 N1 C2 -12.5(4) . . . . ?
O1 Cu1 N1 C2 91.8(3) . . . . ?
N4 Cu1 N3 C4 -158.6(3) . . . . ?
N1 Cu1 N3 C4 3.8(3) . . . . ?
N5 Cu1 N3 C4 -129.4(3) . . . . ?
O1 Cu1 N3 C4 108.1(3) . . . . ?
N4 Cu1 N3 C5 14.7(3) . . . . ?
N1 Cu1 N3 C5 177.1(3) . . . . ?
N5 Cu1 N3 C5 43.9(5) . . . . ?
O1 Cu1 N3 C5 -78.6(3) . . . . ?
N3 Cu1 N4 C7 166.8(2) . . . . ?
N1 Cu1 N4 C7 119.0(3) . . . . ?
N5 Cu1 N4 C7 -4.4(2) . . . . ?
O1 Cu1 N4 C7 -102.1(2) . . . . ?
N3 Cu1 N4 C6 2.8(3) . . . . ?
N1 Cu1 N4 C6 -44.9(4) . . . . ?
N5 Cu1 N4 C6 -168.3(3) . . . . ?
O1 Cu1 N4 C6 94.0(3) . . . . ?
N4 Cu1 N5 C8 0.4(2) . . . . ?
N3 Cu1 N5 C8 -28.7(4) . . . . ?
N1 Cu1 N5 C8 -158.58(19) . . . . ?
O1 Cu1 N5 C8 92.9(2) . . . . ?
N4 Cu1 N5 C9 -176.1(4) . . . . ?
N3 Cu1 N5 C9 154.8(3) . . . . ?
N1 Cu1 N5 C9 25.0(4) . . . . ?
O1 Cu1 N5 C9 -83.6(3) . . . . ?
C2 N1 C1 N2 0.1(3) . . . . ?
Cu1 N1 C1 N2 -178.00(19) . . . . ?
C2 N1 C1 C4 177.4(3) . . . . ?
Cu1 N1 C1 C4 -0.7(3) . . . . ?
C3 N2 C1 N1 -0.3(3) . . . . ?
C11 N2 C1 N1 -177.2(3) . . . . ?
C3 N2 C1 C4 -177.2(3) . . . . ?
C11 N2 C1 C4 5.8(5) . . . . ?
C1 N1 C2 C3 0.1(3) . . . . ?
Cu1 N1 C2 C3 177.2(3) . . . . ?
N1 C2 C3 N2 -0.3(3) . . . . ?
C1 N2 C3 C2 0.4(3) . . . . ?
C11 N2 C3 C2 177.4(3) . . . . ?
C5 N3 C4 C1 -177.4(3) . . . . ?
Cu1 N3 C4 C1 -4.9(4) . . . . ?
N1 C1 C4 N3 3.8(4) . . . . ?
N2 C1 C4 N3 -179.5(3) . . . . ?
C4 N3 C5 C6 144.7(4) . . . . ?
Cu1 N3 C5 C6 -27.7(4) . . . . ?
C7 N4 C6 C5 179.4(3) . . . . ?
Cu1 N4 C6 C5 -18.3(4) . . . . ?
N3 C5 C6 N4 28.2(4) . . . . ?
C6 N4 C7 C8 169.3(3) . . . . ?
Cu1 N4 C7 C8 7.0(3) . . . . ?
C9 N5 C8 N6 -0.7(3) . . . . ?
Cu1 N5 C8 N6 -178.55(19) . . . . ?
C9 N5 C8 C7 -178.9(3) . . . . ?
Cu1 N5 C8 C7 3.2(3) . . . . ?
C10 N6 C8 N5 1.0(3) . . . . ?
C12 N6 C8 N5 177.9(3) . . . . ?
C10 N6 C8 C7 178.9(3) . . . . ?
C12 N6 C8 C7 -4.1(5) . . . . ?
N4 C7 C8 N5 -6.9(4) . . . . ?
N4 C7 C8 N6 175.3(3) . . . . ?
C8 N5 C9 C10 0.2(3) . . . . ?
Cu1 N5 C9 C10 176.7(3) . . . . ?
N5 C9 C10 N6 0.4(3) . . . . ?
C8 N6 C10 C9 -0.8(3) . . . . ?
C12 N6 C10 C9 -177.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.68
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.319
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.100
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method acetonitrile/ether
####################################################################### 
# 
# 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_rmb73ltb_5
_database_code_depnum_ccdc_archive 'CCDC 1478408'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2016-06-21 downloaded from the CCDC.
;


_chemical_name_systematic        
'[([(1-methyl-1H-imidazol-2-yl)methylidene] ({2-[(1-methyl-1H-imidazol-2-yl)methylidene]aminoethyl})amine) (perchlorato)copper(II)]perchlorate'
_chemical_name_common            
;
[L2Cu(HOCH3)][ClO4]2
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H24 Cl Cu N6 O6, Cl O4'
_chemical_formula_sum            'C14 H24 Cl2 Cu N6 O10'
_chemical_formula_weight         570.83

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P n'
_symmetry_space_group_name_Hall  'P -2yac '

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

_cell_length_a                   13.0049(3)
_cell_length_b                   11.5913(2)
_cell_length_c                   15.1039(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.371(3)
_cell_angle_gamma                90.00
_cell_volume                     2205.57(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.1(6)
_cell_measurement_reflns_used    40630
_cell_measurement_theta_min      3.6180
_cell_measurement_theta_max      30.4300
_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1172
_exptl_absorpt_coefficient_mu    1.298
_exptl_absorpt_correction_T_min  0.80854
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 SCALE3 ABSPACK.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.1(6)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_detector_area_resol_mean 10.2836
_diffrn_reflns_number            83528
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         28.16
_reflns_number_total             10813
_reflns_number_gt                10434
_reflns_threshold_expression     I>2σ(I)

_diffrn_measurement_method       'ω scans'


_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -89.00  -18.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.7707  -57.0000 -120.0000 71

#__ type_ start__ end____ width___ exp.time_
  2 omega    9.00   67.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832   57.0000  120.0000 58

#__ type_ start__ end____ width___ exp.time_
  3 omega  -43.00   49.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832  -77.0000  150.0000 92

#__ type_ start__ end____ width___ exp.time_
  4 omega  -53.00   45.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832  -77.0000  -60.0000 98

#__ type_ start__ end____ width___ exp.time_
  5 omega  -25.00   49.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832  -77.0000 -150.0000 74

#__ type_ start__ end____ width___ exp.time_
  6 omega  -44.00   49.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832  -77.0000   30.0000 93

#__ type_ start__ end____ width___ exp.time_
  7 omega  -19.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832   77.0000    0.0000 109

#__ type_ start__ end____ width___ exp.time_
  8 omega  -13.00   65.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832   57.0000 -150.0000 78

#__ type_ start__ end____ width___ exp.time_
  9 omega  -44.00   59.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.7707   57.0000    0.0000 103

#__ type_ start__ end____ width___ exp.time_
 10 omega  -93.00   19.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.7707  -77.0000  120.0000 112

#__ type_ start__ end____ width___ exp.time_
 11 omega  -44.00   59.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.7707   57.0000 -120.0000 103

#__ type_ start__ end____ width___ exp.time_
 12 omega  -89.00   15.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.7707  -57.0000  -30.0000 104

#__ type_ start__ end____ width___ exp.time_
 13 omega  -93.00   19.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.7707  -77.0000 -120.0000 112

#__ type_ start__ end____ width___ exp.time_
 14 omega  -64.00   49.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832  -77.0000   90.0000 113

#__ type_ start__ end____ width___ exp.time_
 15 omega  -64.00  -10.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832  -77.0000  -60.0000 54

#__ type_ start__ end____ width___ exp.time_
 16 omega  -64.00   49.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       15.0832  -77.0000 -180.0000 113

;

_computing_cell_refinement       'CrysAlis PRO (Agilent, 2010)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2010)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006)'

_computing_publication_material  
'PLATON (Spek, 2009) and publCIF (Westrip, 2010)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.
;


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0475P)²+2.9100P] where P=(Fo²+2Fc²)/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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.355(8)
_refine_ls_number_reflns         10813
_refine_ls_number_parameters     616
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0396
_refine_ls_wR_factor_ref         0.0979
_refine_ls_wR_factor_gt          0.0961
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu2 Cu 0.20767(3) 0.01240(3) 0.46080(3) 0.02046(9) Uani 1 1 d . . .
Cl1 Cl 0.31880(6) 0.03256(7) 0.70900(6) 0.02410(16) Uani 1 1 d . . .
O3 O 0.1300(2) 0.0407(2) 0.30092(18) 0.0254(5) Uani 1 1 d D . .
H3O H 0.100(4) -0.002(4) 0.267(3) 0.038 Uiso 1 1 d D . .
O4 O 0.49164(18) 0.0472(2) 0.39565(16) 0.0226(5) Uani 1 1 d . . .
O5 O 0.3149(3) -0.0433(3) 0.63284(19) 0.0386(7) Uani 1 1 d . . .
O6 O 0.4106(3) 0.1053(3) 0.7239(3) 0.0604(10) Uani 1 1 d . . .
O7 O 0.3230(3) -0.0375(3) 0.78822(19) 0.0405(6) Uani 1 1 d . . .
O8 O 0.2252(2) 0.1024(3) 0.6887(2) 0.0436(7) Uani 1 1 d . . .
N7 N 0.2817(2) 0.1596(2) 0.47448(19) 0.0200(5) Uani 1 1 d . . .
N8 N 0.4264(2) 0.2539(2) 0.47136(19) 0.0204(5) Uani 1 1 d . . .
N9 N 0.3409(2) -0.0472(2) 0.4284(2) 0.0197(5) Uani 1 1 d . . .
H9N H 0.326(4) -0.047(4) 0.365(3) 0.024 Uiso 1 1 d . . .
N10 N 0.1721(2) -0.1524(2) 0.4532(2) 0.0229(6) Uani 1 1 d . . .
N11 N 0.0637(2) 0.0258(3) 0.4850(2) 0.0249(6) Uani 1 1 d . . .
N12 N -0.0831(2) -0.0729(3) 0.4802(2) 0.0249(6) Uani 1 1 d . . .
C15 C 0.3809(3) 0.1499(3) 0.4677(2) 0.0186(6) Uani 1 1 d . . .
C16 C 0.2631(3) 0.2757(3) 0.4827(2) 0.0233(7) Uani 1 1 d . . .
H16 H 0.1983 0.3090 0.4884 0.028 Uiso 1 1 calc R . .
C17 C 0.3521(3) 0.3342(3) 0.4811(2) 0.0237(6) Uani 1 1 d . . .
H17 H 0.3618 0.4154 0.4859 0.028 Uiso 1 1 calc R . .
C18 C 0.4302(3) 0.0340(3) 0.4591(2) 0.0190(6) Uani 1 1 d . . .
H18 H 0.4758 0.0092 0.5196 0.023 Uiso 1 1 calc R . .
C19 C 0.3586(3) -0.1691(3) 0.4612(3) 0.0253(7) Uani 1 1 d . . .
H19A H 0.3877 -0.1706 0.5283 0.030 Uiso 1 1 calc R . .
H19B H 0.4099 -0.2074 0.4322 0.030 Uiso 1 1 calc R . .
C20 C 0.2523(3) -0.2316(3) 0.4356(3) 0.0267(7) Uani 1 1 d . . .
H20A H 0.2347 -0.2537 0.3702 0.032 Uiso 1 1 calc R . .
H20B H 0.2552 -0.3024 0.4727 0.032 Uiso 1 1 calc R . .
C21 C 0.0783(3) -0.1787(3) 0.4570(2) 0.0250(7) Uani 1 1 d . . .
H21 H 0.0509 -0.2551 0.4499 0.030 Uiso 1 1 calc R . .
C22 C 0.0175(3) -0.0787(3) 0.4732(2) 0.0239(7) Uani 1 1 d . . .
C23 C -0.0111(3) 0.0993(3) 0.5003(2) 0.0259(7) Uani 1 1 d . . .
H23 H -0.0018 0.1798 0.5111 0.031 Uiso 1 1 calc R . .
C24 C -0.1022(3) 0.0389(4) 0.4978(2) 0.0257(7) Uani 1 1 d . . .
H24 H -0.1667 0.0694 0.5066 0.031 Uiso 1 1 calc R . .
C25 C 0.5343(3) 0.2820(3) 0.4635(3) 0.0272(7) Uani 1 1 d . . .
H25A H 0.5836 0.2216 0.4931 0.041 Uiso 1 1 calc R . .
H25B H 0.5564 0.3562 0.4932 0.041 Uiso 1 1 calc R . .
H25C H 0.5346 0.2870 0.3987 0.041 Uiso 1 1 calc R . .
C26 C -0.1599(3) -0.1675(3) 0.4672(3) 0.0314(8) Uani 1 1 d . . .
H26A H -0.1994 -0.1706 0.4029 0.047 Uiso 1 1 calc R . .
H26B H -0.2094 -0.1547 0.5057 0.047 Uiso 1 1 calc R . .
H26C H -0.1223 -0.2406 0.4842 0.047 Uiso 1 1 calc R . .
C27 C 0.0694(3) 0.1429(3) 0.2732(3) 0.0317(8) Uani 1 1 d . . .
H27A H 0.0040 0.1396 0.2943 0.048 Uiso 1 1 calc R . .
H27B H 0.0515 0.1489 0.2064 0.048 Uiso 1 1 calc R . .
H27C H 0.1111 0.2104 0.2999 0.048 Uiso 1 1 calc R . .
C28 C 0.5653(3) -0.0443(3) 0.3952(3) 0.0294(7) Uani 1 1 d . . .
H28A H 0.6000 -0.0661 0.4582 0.044 Uiso 1 1 calc R . .
H28B H 0.6190 -0.0185 0.3641 0.044 Uiso 1 1 calc R . .
H28C H 0.5275 -0.1111 0.3629 0.044 Uiso 1 1 calc R . .
Cu1 Cu 0.63703(3) 0.43793(3) 0.21745(2) 0.01916(9) Uani 1 1 d . . .
Cl4 Cl 0.52090(7) 0.50128(7) -0.03560(6) 0.02494(16) Uani 1 1 d . . .
O1 O 0.7103(2) 0.4046(2) 0.37157(18) 0.0284(5) Uani 1 1 d D . .
H1O H 0.726(4) 0.467(2) 0.381(4) 0.043 Uiso 1 1 d D . .
O2 O 0.35265(18) 0.4131(2) 0.28344(16) 0.0248(5) Uani 1 1 d . . .
O17 O 0.4277(3) 0.4732(3) -0.1054(2) 0.0517(8) Uani 1 1 d . . .
O18 O 0.6134(3) 0.4718(3) -0.0652(3) 0.0518(8) Uani 1 1 d . . .
O19 O 0.5180(3) 0.4313(3) 0.0438(2) 0.0430(7) Uani 1 1 d . . .
O20 O 0.5234(2) 0.6204(2) -0.0097(2) 0.0420(7) Uani 1 1 d . . .
N1 N 0.5616(2) 0.2909(2) 0.2069(2) 0.0204(5) Uani 1 1 d . . .
N2 N 0.4122(2) 0.2021(2) 0.20682(19) 0.0219(5) Uani 1 1 d . . .
N3 N 0.5037(2) 0.5028(2) 0.2476(2) 0.0207(5) Uani 1 1 d . . .
H3N H 0.519(4) 0.508(4) 0.306(3) 0.025 Uiso 1 1 d . . .
N4 N 0.6734(2) 0.6019(2) 0.2157(2) 0.0209(5) Uani 1 1 d . . .
N5 N 0.7792(2) 0.4212(2) 0.18823(19) 0.0193(5) Uani 1 1 d . . .
N6 N 0.9258(2) 0.5154(3) 0.1857(2) 0.0200(6) Uani 1 1 d . . .
C1 C 0.4609(3) 0.3047(3) 0.2115(2) 0.0205(6) Uani 1 1 d . . .
C2 C 0.5766(3) 0.1755(3) 0.1982(2) 0.0244(7) Uani 1 1 d . . .
H2 H 0.6406 0.1402 0.1924 0.029 Uiso 1 1 calc R . .
C3 C 0.4846(3) 0.1186(3) 0.1990(2) 0.0244(7) Uani 1 1 d . . .
H3 H 0.4731 0.0377 0.1950 0.029 Uiso 1 1 calc R . .
C4 C 0.4140(3) 0.4223(3) 0.2195(2) 0.0203(6) Uani 1 1 d . . .
H4 H 0.3680 0.4462 0.1589 0.024 Uiso 1 1 calc R . .
C5 C 0.4879(3) 0.6220(3) 0.2090(3) 0.0232(7) Uani 1 1 d . . .
H5A H 0.4369 0.6645 0.2357 0.028 Uiso 1 1 calc R . .
H5B H 0.4589 0.6185 0.1419 0.028 Uiso 1 1 calc R . .
C6 C 0.5942(3) 0.6839(3) 0.2312(3) 0.0252(7) Uani 1 1 d . . .
H6A H 0.5911 0.7523 0.1914 0.030 Uiso 1 1 calc R . .
H6B H 0.6127 0.7098 0.2957 0.030 Uiso 1 1 calc R . .
C7 C 0.7651(3) 0.6252(3) 0.2055(2) 0.0224(6) Uani 1 1 d . . .
H7 H 0.7919 0.7015 0.2064 0.027 Uiso 1 1 calc R . .
C8 C 0.8246(3) 0.5241(3) 0.1925(2) 0.0208(6) Uani 1 1 d . . .
C9 C 0.8540(3) 0.3419(3) 0.1788(2) 0.0232(6) Uani 1 1 d . . .
H9 H 0.8445 0.2606 0.1742 0.028 Uiso 1 1 calc R . .
C10 C 0.9453(3) 0.4010(3) 0.1771(2) 0.0239(6) Uani 1 1 d . . .
H10 H 1.0101 0.3680 0.1711 0.029 Uiso 1 1 calc R . .
C11 C 0.3040(3) 0.1792(3) 0.2139(3) 0.0285(7) Uani 1 1 d . . .
H11A H 0.2990 0.1941 0.2766 0.043 Uiso 1 1 calc R . .
H11B H 0.2859 0.0984 0.1982 0.043 Uiso 1 1 calc R . .
H11C H 0.2544 0.2297 0.1716 0.043 Uiso 1 1 calc R . .
C12 C 1.0038(3) 0.6093(3) 0.1976(3) 0.0261(7) Uani 1 1 d . . .
H12A H 0.9667 0.6833 0.1840 0.039 Uiso 1 1 calc R . .
H12B H 1.0498 0.5977 0.1558 0.039 Uiso 1 1 calc R . .
H12C H 1.0470 0.6097 0.2608 0.039 Uiso 1 1 calc R . .
C13 C 0.7708(3) 0.3014(4) 0.3976(3) 0.0324(8) Uani 1 1 d . . .
H13A H 0.7298 0.2348 0.3681 0.049 Uiso 1 1 calc R . .
H13B H 0.7868 0.2923 0.4641 0.049 Uiso 1 1 calc R . .
H13C H 0.8373 0.3066 0.3783 0.049 Uiso 1 1 calc R . .
C14 C 0.2877(3) 0.5113(3) 0.2871(3) 0.0293(8) Uani 1 1 d . . .
H14A H 0.3324 0.5756 0.3162 0.044 Uiso 1 1 calc R . .
H14B H 0.2364 0.4924 0.3227 0.044 Uiso 1 1 calc R . .
H14C H 0.2497 0.5334 0.2250 0.044 Uiso 1 1 calc R . .
Cl2 Cl 0.11803(6) 0.37760(6) 0.00442(5) 0.02139(15) Uani 1 1 d . . .
O9 O 0.1485(3) 0.4610(3) 0.0754(2) 0.0431(7) Uani 1 1 d . . .
O10 O 0.0208(2) 0.4128(3) -0.05856(19) 0.0340(6) Uani 1 1 d . . .
O11 O 0.1029(2) 0.2677(2) 0.0429(2) 0.0386(7) Uani 1 1 d . . .
O12 O 0.1999(3) 0.3691(3) -0.0442(2) 0.0426(7) Uani 1 1 d . . .
Cl3 Cl 0.23201(6) 0.84156(7) 0.16867(5) 0.02272(15) Uani 1 1 d . . .
O13 O 0.1978(2) 0.9306(2) 0.1018(2) 0.0346(6) Uani 1 1 d . . .
O14 O 0.3262(2) 0.8803(3) 0.23570(17) 0.0294(5) Uani 1 1 d . . .
O15 O 0.1493(2) 0.8185(3) 0.2134(2) 0.0394(7) Uani 1 1 d . . .
O16 O 0.2560(2) 0.7389(3) 0.1258(2) 0.0425(7) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu2 N7 1.945(3) . ?
Cu2 N10 1.962(3) . ?
Cu2 N11 2.001(3) . ?
Cu2 N9 2.034(3) . ?
Cu2 O3 2.398(3) . ?
Cl1 O8 1.430(3) . ?
Cl1 O6 1.433(3) . ?
Cl1 O7 1.436(3) . ?
Cl1 O5 1.439(3) . ?
O3 C27 1.426(5) . ?
O3 H3O 0.750(19) . ?
O4 C18 1.401(4) . ?
O4 C28 1.431(4) . ?
N7 C15 1.325(4) . ?
N7 C16 1.378(4) . ?
N8 C15 1.337(4) . ?
N8 C17 1.376(4) . ?
N8 C25 1.474(4) . ?
N9 C18 1.477(4) . ?
N9 C19 1.495(4) . ?
N9 H9N 0.93(4) . ?
N10 C21 1.271(4) . ?
N10 C20 1.463(4) . ?
N11 C22 1.344(5) . ?
N11 C23 1.356(5) . ?
N12 C22 1.341(5) . ?
N12 C24 1.357(5) . ?
N12 C26 1.464(5) . ?
C15 C18 1.508(5) . ?
C16 C17 1.346(5) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18 1.0000 . ?
C19 C20 1.523(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.458(5) . ?
C21 H21 0.9500 . ?
C23 C24 1.368(5) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
Cu1 N1 1.953(3) . ?
Cu1 N4 1.960(3) . ?
Cu1 N5 2.013(3) . ?
Cu1 N3 2.043(3) . ?
Cu1 O1 2.318(3) . ?
Cl4 O18 1.426(3) . ?
Cl4 O17 1.433(3) . ?
Cl4 O20 1.433(3) . ?
Cl4 O19 1.456(3) . ?
O1 C13 1.432(5) . ?
O1 H1O 0.756(19) . ?
O2 C4 1.401(4) . ?
O2 C14 1.427(4) . ?
N1 C1 1.339(4) . ?
N1 C2 1.363(4) . ?
N2 C1 1.341(4) . ?
N2 C3 1.375(4) . ?
N2 C11 1.462(4) . ?
N3 C4 1.472(4) . ?
N3 C5 1.494(4) . ?
N3 H3N 0.86(5) . ?
N4 C7 1.268(4) . ?
N4 C6 1.463(4) . ?
N5 C8 1.325(4) . ?
N5 C9 1.373(4) . ?
N6 C8 1.348(5) . ?
N6 C10 1.362(4) . ?
N6 C12 1.469(4) . ?
C1 C4 1.511(5) . ?
C2 C3 1.369(5) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 H4 1.0000 . ?
C5 C6 1.518(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.445(5) . ?
C7 H7 0.9500 . ?
C9 C10 1.377(5) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
Cl2 O9 1.424(3) . ?
Cl2 O11 1.434(3) . ?
Cl2 O12 1.439(3) . ?
Cl2 O10 1.440(3) . ?
Cl3 O16 1.426(3) . ?
Cl3 O15 1.430(3) . ?
Cl3 O13 1.435(3) . ?
Cl3 O14 1.453(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N7 Cu2 N10 164.54(12) . . ?
N7 Cu2 N11 111.92(12) . . ?
N10 Cu2 N11 82.43(13) . . ?
N7 Cu2 N9 83.98(11) . . ?
N10 Cu2 N9 81.84(11) . . ?
N11 Cu2 N9 164.08(12) . . ?
N7 Cu2 O3 93.46(11) . . ?
N10 Cu2 O3 92.32(11) . . ?
N11 Cu2 O3 89.65(11) . . ?
N9 Cu2 O3 88.58(11) . . ?
O8 Cl1 O6 109.4(2) . . ?
O8 Cl1 O7 110.7(2) . . ?
O6 Cl1 O7 110.1(2) . . ?
O8 Cl1 O5 108.35(19) . . ?
O6 Cl1 O5 110.4(2) . . ?
O7 Cl1 O5 107.88(18) . . ?
C27 O3 Cu2 118.2(2) . . ?
C27 O3 H3O 101(4) . . ?
Cu2 O3 H3O 128(4) . . ?
C18 O4 C28 114.7(3) . . ?
C15 N7 C16 106.6(3) . . ?
C15 N7 Cu2 112.5(2) . . ?
C16 N7 Cu2 140.6(2) . . ?
C15 N8 C17 107.4(3) . . ?
C15 N8 C25 128.0(3) . . ?
C17 N8 C25 124.5(3) . . ?
C18 N9 C19 117.0(3) . . ?
C18 N9 Cu2 111.0(2) . . ?
C19 N9 Cu2 108.2(2) . . ?
C18 N9 H9N 106(3) . . ?
C19 N9 H9N 109(3) . . ?
Cu2 N9 H9N 106(3) . . ?
C21 N10 C20 126.3(3) . . ?
C21 N10 Cu2 116.5(2) . . ?
C20 N10 Cu2 116.9(2) . . ?
C22 N11 C23 105.9(3) . . ?
C22 N11 Cu2 108.2(2) . . ?
C23 N11 Cu2 145.5(3) . . ?
C22 N12 C24 107.0(3) . . ?
C22 N12 C26 126.7(3) . . ?
C24 N12 C26 126.2(3) . . ?
N7 C15 N8 110.5(3) . . ?
N7 C15 C18 121.7(3) . . ?
N8 C15 C18 127.9(3) . . ?
C17 C16 N7 108.6(3) . . ?
C17 C16 H16 125.7 . . ?
N7 C16 H16 125.7 . . ?
C16 C17 N8 106.9(3) . . ?
C16 C17 H17 126.5 . . ?
N8 C17 H17 126.5 . . ?
O4 C18 N9 113.1(3) . . ?
O4 C18 C15 106.7(3) . . ?
N9 C18 C15 106.1(3) . . ?
O4 C18 H18 110.3 . . ?
N9 C18 H18 110.3 . . ?
C15 C18 H18 110.3 . . ?
N9 C19 C20 108.1(3) . . ?
N9 C19 H19A 110.1 . . ?
C20 C19 H19A 110.1 . . ?
N9 C19 H19B 110.1 . . ?
C20 C19 H19B 110.1 . . ?
H19A C19 H19B 108.4 . . ?
N10 C20 C19 107.4(3) . . ?
N10 C20 H20A 110.2 . . ?
C19 C20 H20A 110.2 . . ?
N10 C20 H20B 110.2 . . ?
C19 C20 H20B 110.2 . . ?
H20A C20 H20B 108.5 . . ?
N10 C21 C22 112.5(3) . . ?
N10 C21 H21 123.8 . . ?
C22 C21 H21 123.8 . . ?
N12 C22 N11 110.9(3) . . ?
N12 C22 C21 129.4(3) . . ?
N11 C22 C21 119.7(3) . . ?
N11 C23 C24 109.0(3) . . ?
N11 C23 H23 125.5 . . ?
C24 C23 H23 125.5 . . ?
N12 C24 C23 107.2(3) . . ?
N12 C24 H24 126.4 . . ?
C23 C24 H24 126.4 . . ?
N8 C25 H25A 109.5 . . ?
N8 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N8 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N12 C26 H26A 109.5 . . ?
N12 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N12 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O3 C27 H27A 109.5 . . ?
O3 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O3 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N1 Cu1 N4 164.35(12) . . ?
N1 Cu1 N5 111.60(11) . . ?
N4 Cu1 N5 81.52(11) . . ?
N1 Cu1 N3 84.40(11) . . ?
N4 Cu1 N3 82.37(11) . . ?
N5 Cu1 N3 163.88(11) . . ?
N1 Cu1 O1 90.53(11) . . ?
N4 Cu1 O1 97.74(11) . . ?
N5 Cu1 O1 91.91(10) . . ?
N3 Cu1 O1 89.87(11) . . ?
O18 Cl4 O17 109.9(2) . . ?
O18 Cl4 O20 110.7(2) . . ?
O17 Cl4 O20 112.2(2) . . ?
O18 Cl4 O19 108.7(2) . . ?
O17 Cl4 O19 106.8(2) . . ?
O20 Cl4 O19 108.38(19) . . ?
C13 O1 Cu1 118.4(2) . . ?
C13 O1 H1O 130(4) . . ?
Cu1 O1 H1O 94(4) . . ?
C4 O2 C14 114.2(3) . . ?
C1 N1 C2 106.7(3) . . ?
C1 N1 Cu1 111.7(2) . . ?
C2 N1 Cu1 141.6(2) . . ?
C1 N2 C3 107.7(3) . . ?
C1 N2 C11 127.4(3) . . ?
C3 N2 C11 124.8(3) . . ?
C4 N3 C5 116.9(3) . . ?
C4 N3 Cu1 111.0(2) . . ?
C5 N3 Cu1 107.2(2) . . ?
C4 N3 H3N 108(3) . . ?
C5 N3 H3N 108(3) . . ?
Cu1 N3 H3N 105(3) . . ?
C7 N4 C6 127.0(3) . . ?
C7 N4 Cu1 116.4(2) . . ?
C6 N4 Cu1 116.5(2) . . ?
C8 N5 C9 106.8(3) . . ?
C8 N5 Cu1 109.0(2) . . ?
C9 N5 Cu1 143.2(2) . . ?
C8 N6 C10 106.8(3) . . ?
C8 N6 C12 126.4(3) . . ?
C10 N6 C12 126.4(3) . . ?
N1 C1 N2 110.3(3) . . ?
N1 C1 C4 122.1(3) . . ?
N2 C1 C4 127.6(3) . . ?
N1 C2 C3 109.0(3) . . ?
N1 C2 H2 125.5 . . ?
C3 C2 H2 125.5 . . ?
C2 C3 N2 106.3(3) . . ?
C2 C3 H3 126.9 . . ?
N2 C3 H3 126.9 . . ?
O2 C4 N3 113.3(3) . . ?
O2 C4 C1 107.3(3) . . ?
N3 C4 C1 106.7(3) . . ?
O2 C4 H4 109.8 . . ?
N3 C4 H4 109.8 . . ?
C1 C4 H4 109.8 . . ?
N3 C5 C6 108.8(3) . . ?
N3 C5 H5A 109.9 . . ?
C6 C5 H5A 109.9 . . ?
N3 C5 H5B 109.9 . . ?
C6 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
N4 C6 C5 107.2(3) . . ?
N4 C6 H6A 110.3 . . ?
C5 C6 H6A 110.3 . . ?
N4 C6 H6B 110.3 . . ?
C5 C6 H6B 110.3 . . ?
H6A C6 H6B 108.5 . . ?
N4 C7 C8 113.3(3) . . ?
N4 C7 H7 123.4 . . ?
C8 C7 H7 123.4 . . ?
N5 C8 N6 111.1(3) . . ?
N5 C8 C7 119.3(3) . . ?
N6 C8 C7 129.6(3) . . ?
N5 C9 C10 107.8(3) . . ?
N5 C9 H9 126.1 . . ?
C10 C9 H9 126.1 . . ?
N6 C10 C9 107.5(3) . . ?
N6 C10 H10 126.3 . . ?
C9 C10 H10 126.3 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N6 C12 H12A 109.5 . . ?
N6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O9 Cl2 O11 109.8(2) . . ?
O9 Cl2 O12 109.1(2) . . ?
O11 Cl2 O12 109.83(19) . . ?
O9 Cl2 O10 109.86(19) . . ?
O11 Cl2 O10 109.47(17) . . ?
O12 Cl2 O10 108.80(19) . . ?
O16 Cl3 O15 109.5(2) . . ?
O16 Cl3 O13 110.24(19) . . ?
O15 Cl3 O13 109.18(19) . . ?
O16 Cl3 O14 109.41(17) . . ?
O15 Cl3 O14 109.34(17) . . ?
O13 Cl3 O14 109.17(17) . . ?

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
N7 Cu2 O3 C27 -55.1(3) . . . . ?
N10 Cu2 O3 C27 139.2(3) . . . . ?
N11 Cu2 O3 C27 56.8(3) . . . . ?
N9 Cu2 O3 C27 -139.0(3) . . . . ?
N10 Cu2 N7 C15 16.5(6) . . . . ?
N11 Cu2 N7 C15 173.7(2) . . . . ?
N9 Cu2 N7 C15 -7.1(2) . . . . ?
O3 Cu2 N7 C15 -95.3(2) . . . . ?
N10 Cu2 N7 C16 -170.1(4) . . . . ?
N11 Cu2 N7 C16 -12.8(4) . . . . ?
N9 Cu2 N7 C16 166.4(4) . . . . ?
O3 Cu2 N7 C16 78.2(4) . . . . ?
N7 Cu2 N9 C18 17.7(2) . . . . ?
N10 Cu2 N9 C18 -156.1(2) . . . . ?
N11 Cu2 N9 C18 -164.9(4) . . . . ?
O3 Cu2 N9 C18 111.3(2) . . . . ?
N7 Cu2 N9 C19 147.3(2) . . . . ?
N10 Cu2 N9 C19 -26.6(2) . . . . ?
N11 Cu2 N9 C19 -35.4(6) . . . . ?
O3 Cu2 N9 C19 -119.1(2) . . . . ?
N7 Cu2 N10 C21 165.1(4) . . . . ?
N11 Cu2 N10 C21 6.4(3) . . . . ?
N9 Cu2 N10 C21 -171.2(3) . . . . ?
O3 Cu2 N10 C21 -83.0(3) . . . . ?
N7 Cu2 N10 C20 -20.3(6) . . . . ?
N11 Cu2 N10 C20 -179.0(3) . . . . ?
N9 Cu2 N10 C20 3.4(2) . . . . ?
O3 Cu2 N10 C20 91.6(2) . . . . ?
N7 Cu2 N11 C22 179.3(2) . . . . ?
N10 Cu2 N11 C22 -6.6(2) . . . . ?
N9 Cu2 N11 C22 2.1(6) . . . . ?
O3 Cu2 N11 C22 85.7(2) . . . . ?
N7 Cu2 N11 C23 8.6(5) . . . . ?
N10 Cu2 N11 C23 -177.4(5) . . . . ?
N9 Cu2 N11 C23 -168.6(4) . . . . ?
O3 Cu2 N11 C23 -85.0(5) . . . . ?
C16 N7 C15 N8 0.2(4) . . . . ?
Cu2 N7 C15 N8 175.9(2) . . . . ?
C16 N7 C15 C18 179.0(3) . . . . ?
Cu2 N7 C15 C18 -5.3(4) . . . . ?
C17 N8 C15 N7 0.1(4) . . . . ?
C25 N8 C15 N7 -177.9(3) . . . . ?
C17 N8 C15 C18 -178.7(3) . . . . ?
C25 N8 C15 C18 3.3(5) . . . . ?
C15 N7 C16 C17 -0.3(4) . . . . ?
Cu2 N7 C16 C17 -174.1(3) . . . . ?
N7 C16 C17 N8 0.4(4) . . . . ?
C15 N8 C17 C16 -0.3(4) . . . . ?
C25 N8 C17 C16 177.8(3) . . . . ?
C28 O4 C18 N9 -78.7(3) . . . . ?
C28 O4 C18 C15 165.0(3) . . . . ?
C19 N9 C18 O4 96.0(3) . . . . ?
Cu2 N9 C18 O4 -139.3(2) . . . . ?
C19 N9 C18 C15 -147.4(3) . . . . ?
Cu2 N9 C18 C15 -22.7(3) . . . . ?
N7 C15 C18 O4 140.1(3) . . . . ?
N8 C15 C18 O4 -41.3(4) . . . . ?
N7 C15 C18 N9 19.2(4) . . . . ?
N8 C15 C18 N9 -162.1(3) . . . . ?
C18 N9 C19 C20 170.3(3) . . . . ?
Cu2 N9 C19 C20 44.2(3) . . . . ?
C21 N10 C20 C19 -166.0(3) . . . . ?
Cu2 N10 C20 C19 20.1(4) . . . . ?
N9 C19 C20 N10 -41.2(4) . . . . ?
C20 N10 C21 C22 -178.3(3) . . . . ?
Cu2 N10 C21 C22 -4.3(4) . . . . ?
C24 N12 C22 N11 -0.5(4) . . . . ?
C26 N12 C22 N11 176.9(3) . . . . ?
C24 N12 C22 C21 178.5(4) . . . . ?
C26 N12 C22 C21 -4.2(6) . . . . ?
C23 N11 C22 N12 0.3(4) . . . . ?
Cu2 N11 C22 N12 -174.3(2) . . . . ?
C23 N11 C22 C21 -178.8(3) . . . . ?
Cu2 N11 C22 C21 6.7(4) . . . . ?
N10 C21 C22 N12 179.2(4) . . . . ?
N10 C21 C22 N11 -1.9(5) . . . . ?
C22 N11 C23 C24 0.0(4) . . . . ?
Cu2 N11 C23 C24 170.8(3) . . . . ?
C22 N12 C24 C23 0.4(4) . . . . ?
C26 N12 C24 C23 -176.9(3) . . . . ?
N11 C23 C24 N12 -0.3(4) . . . . ?
N1 Cu1 O1 C13 56.9(3) . . . . ?
N4 Cu1 O1 C13 -136.4(2) . . . . ?
N5 Cu1 O1 C13 -54.7(3) . . . . ?
N3 Cu1 O1 C13 141.3(3) . . . . ?
N4 Cu1 N1 C1 -24.3(6) . . . . ?
N5 Cu1 N1 C1 -169.8(2) . . . . ?
N3 Cu1 N1 C1 8.1(2) . . . . ?
O1 Cu1 N1 C1 97.9(2) . . . . ?
N4 Cu1 N1 C2 157.7(4) . . . . ?
N5 Cu1 N1 C2 12.1(4) . . . . ?
N3 Cu1 N1 C2 -170.0(4) . . . . ?
O1 Cu1 N1 C2 -80.1(4) . . . . ?
N1 Cu1 N3 C4 -17.1(2) . . . . ?
N4 Cu1 N3 C4 154.5(2) . . . . ?
N5 Cu1 N3 C4 155.9(4) . . . . ?
O1 Cu1 N3 C4 -107.7(2) . . . . ?
N1 Cu1 N3 C5 -145.9(2) . . . . ?
N4 Cu1 N3 C5 25.8(2) . . . . ?
N5 Cu1 N3 C5 27.2(6) . . . . ?
O1 Cu1 N3 C5 123.6(2) . . . . ?
N1 Cu1 N4 C7 -153.0(4) . . . . ?
N5 Cu1 N4 C7 -5.2(3) . . . . ?
N3 Cu1 N4 C7 174.5(3) . . . . ?
O1 Cu1 N4 C7 85.6(3) . . . . ?
N1 Cu1 N4 C6 30.2(6) . . . . ?
N5 Cu1 N4 C6 178.1(3) . . . . ?
N3 Cu1 N4 C6 -2.3(3) . . . . ?
O1 Cu1 N4 C6 -91.1(3) . . . . ?
N1 Cu1 N5 C8 177.3(2) . . . . ?
N4 Cu1 N5 C8 6.2(2) . . . . ?
N3 Cu1 N5 C8 4.8(6) . . . . ?
O1 Cu1 N5 C8 -91.4(2) . . . . ?
N1 Cu1 N5 C9 -16.8(4) . . . . ?
N4 Cu1 N5 C9 172.1(4) . . . . ?
N3 Cu1 N5 C9 170.7(4) . . . . ?
O1 Cu1 N5 C9 74.6(4) . . . . ?
C2 N1 C1 N2 0.6(4) . . . . ?
Cu1 N1 C1 N2 -178.2(2) . . . . ?
C2 N1 C1 C4 -178.7(3) . . . . ?
Cu1 N1 C1 C4 2.6(4) . . . . ?
C3 N2 C1 N1 0.1(4) . . . . ?
C11 N2 C1 N1 176.8(3) . . . . ?
C3 N2 C1 C4 179.3(3) . . . . ?
C11 N2 C1 C4 -4.0(6) . . . . ?
C1 N1 C2 C3 -1.0(4) . . . . ?
Cu1 N1 C2 C3 177.1(3) . . . . ?
N1 C2 C3 N2 1.1(4) . . . . ?
C1 N2 C3 C2 -0.7(4) . . . . ?
C11 N2 C3 C2 -177.5(3) . . . . ?
C14 O2 C4 N3 73.0(4) . . . . ?
C14 O2 C4 C1 -169.4(3) . . . . ?
C5 N3 C4 O2 -98.0(4) . . . . ?
Cu1 N3 C4 O2 138.7(2) . . . . ?
C5 N3 C4 C1 144.1(3) . . . . ?
Cu1 N3 C4 C1 20.8(3) . . . . ?
N1 C1 C4 O2 -138.0(3) . . . . ?
N2 C1 C4 O2 42.9(5) . . . . ?
N1 C1 C4 N3 -16.2(4) . . . . ?
N2 C1 C4 N3 164.7(3) . . . . ?
C4 N3 C5 C6 -169.5(3) . . . . ?
Cu1 N3 C5 C6 -44.2(3) . . . . ?
C7 N4 C6 C5 162.3(3) . . . . ?
Cu1 N4 C6 C5 -21.4(4) . . . . ?
N3 C5 C6 N4 42.5(4) . . . . ?
C6 N4 C7 C8 179.2(3) . . . . ?
Cu1 N4 C7 C8 2.9(4) . . . . ?
C9 N5 C8 N6 0.4(4) . . . . ?
Cu1 N5 C8 N6 171.6(2) . . . . ?
C9 N5 C8 C7 -178.1(3) . . . . ?
Cu1 N5 C8 C7 -6.8(4) . . . . ?
C10 N6 C8 N5 -0.3(4) . . . . ?
C12 N6 C8 N5 -173.0(3) . . . . ?
C10 N6 C8 C7 178.0(3) . . . . ?
C12 N6 C8 C7 5.3(6) . . . . ?
N4 C7 C8 N5 3.0(5) . . . . ?
N4 C7 C8 N6 -175.1(3) . . . . ?
C8 N5 C9 C10 -0.3(4) . . . . ?
Cu1 N5 C9 C10 -166.4(3) . . . . ?
C8 N6 C10 C9 0.1(4) . . . . ?
C12 N6 C10 C9 172.8(3) . . . . ?
N5 C9 C10 N6 0.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.16
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.847
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.098
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method methanol/ether
####################################################################### 
# 
# 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_cag238lta_6
_database_code_depnum_ccdc_archive 'CCDC 1478409'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2016-06-21 downloaded from the CCDC.
;


_chemical_name_systematic        
'[([(1-methyl-1H-imidazol-2-yl)methylidene] ({2-[(1-methyl-1H-imidazol-2-yl)methylidene]aminoethyl})amine) (perchlorato)copper(II)]perchlorate'
_chemical_name_common            
;
[L2Cu(HOCH3)][O3SCF3]2
;
_chemical_melting_point          ?
_chemical_formula_moiety         
;  
C15 H24 Cu F3 N6 O5 S, C F3 O3 S, 0.67(H2 O) 
;
_chemical_formula_sum            
;
 C16 H25.34 Cu F6 N6 O8.67 S2
;
_chemical_formula_weight         682.15

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1 '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.30645(16)
_cell_length_b                   12.6697(2)
_cell_length_c                   13.6657(2)
_cell_angle_alpha                93.3069(14)
_cell_angle_beta                 103.0089(16)
_cell_angle_gamma                107.1032(17)
_cell_volume                     1327.40(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(6)
_cell_measurement_reflns_used    15940
_cell_measurement_theta_min      3.8050
_cell_measurement_theta_max      30.9810
_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             695.4
_exptl_absorpt_coefficient_mu    1.078
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 SCALE3 ABSPACK.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.0(6)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_detector_area_resol_mean 10.2836
_diffrn_reflns_number            34182
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0158
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.32
_diffrn_reflns_theta_max         29.20
_reflns_number_total             7190
_reflns_number_gt                6645
_reflns_threshold_expression     I>2σ(I)

_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -5.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621   57.0000    0.0000 95

#__ type_ start__ end____ width___ exp.time_
  2 omega  -17.00   81.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621   77.0000  120.0000 98

#__ type_ start__ end____ width___ exp.time_
  3 omega   -2.00   37.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621   77.0000 -180.0000 39

#__ type_ start__ end____ width___ exp.time_
  4 omega  -28.00   -2.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621  -77.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega  -50.00   45.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621  -57.0000 -150.0000 95

#__ type_ start__ end____ width___ exp.time_
  6 omega  -90.00  -13.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.8496  -57.0000   60.0000 77

#__ type_ start__ end____ width___ exp.time_
  7 omega  -45.00   58.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.8496   57.0000   90.0000 103

#__ type_ start__ end____ width___ exp.time_
  8 omega  -58.00   46.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621  -57.0000  -90.0000 104

#__ type_ start__ end____ width___ exp.time_
  9 omega  -63.00   50.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621  -77.0000 -180.0000 113

#__ type_ start__ end____ width___ exp.time_
 10 omega  -13.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621   57.0000 -120.0000 103

#__ type_ start__ end____ width___ exp.time_
 11 omega  -58.00   17.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621  -57.0000    0.0000 75

;
_diffrn_measurement_method       'ω scans'

_computing_cell_refinement       'CrysAlis PRO (Agilent, 2013)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2013)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and Mercury (Macraeet al., 2006)'

_computing_publication_material  'PLATON (Spek, 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0267P)²+3.4100P] where P=(Fo²+2Fc²)/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         7190
_refine_ls_number_parameters     418
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1065
_refine_ls_wR_factor_gt          0.1047
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.004
_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
Cu1 Cu 0.06749(4) 0.25742(3) 0.31025(2) 0.02312(8) Uani 1 1 d . . .
O1 O 0.2708(3) 0.16702(17) 0.36424(15) 0.0279(4) Uani 1 1 d . . .
H1O H 0.245(5) 0.116(3) 0.328(3) 0.036(10) Uiso 1 1 d . . .
O2 O 0.4358(2) 0.56404(15) 0.35333(14) 0.0263(4) Uani 1 1 d . . .
N1 N 0.1280(3) 0.35959(17) 0.43302(15) 0.0208(4) Uani 1 1 d . . .
N2 N 0.2455(3) 0.53155(17) 0.50912(15) 0.0206(4) Uani 1 1 d . . .
N3 N 0.2388(3) 0.38611(18) 0.26545(15) 0.0210(4) Uani 1 1 d . . .
H3N H 0.332(4) 0.372(3) 0.279(2) 0.024(8) Uiso 1 1 d . . .
N4 N 0.0124(3) 0.1930(2) 0.16890(17) 0.0316(5) Uani 1 1 d . . .
N5 N -0.1352(3) 0.12603(18) 0.31366(16) 0.0242(4) Uani 1 1 d . . .
N6 N -0.3394(3) -0.02036(19) 0.22045(18) 0.0318(5) Uani 1 1 d . . .
C1 C 0.2165(3) 0.4630(2) 0.42410(17) 0.0190(4) Uani 1 1 d . . .
C2 C 0.1011(3) 0.3623(2) 0.52884(18) 0.0229(5) Uani 1 1 d . . .
H2 H 0.048(4) 0.299(3) 0.550(2) 0.024(7) Uiso 1 1 d . . .
C3 C 0.1734(3) 0.4681(2) 0.57632(18) 0.0223(5) Uani 1 1 d . . .
H3 H 0.177(4) 0.499(3) 0.638(2) 0.024(7) Uiso 1 1 d . . .
C4 C 0.2638(3) 0.4924(2) 0.32692(18) 0.0210(4) Uani 1 1 d . . .
H4 H 0.188(4) 0.528(2) 0.287(2) 0.017(7) Uiso 1 1 d . . .
C5 C 0.1769(3) 0.3790(2) 0.15342(18) 0.0254(5) Uani 1 1 d . . .
H5A H 0.081(4) 0.409(2) 0.139(2) 0.023(7) Uiso 1 1 d . . .
H5B H 0.265(4) 0.422(3) 0.124(2) 0.030(8) Uiso 1 1 d . . .
C6 C 0.1175(4) 0.2571(3) 0.1081(2) 0.0289(5) Uani 1 1 d . . .
H6A H 0.211(5) 0.229(3) 0.112(3) 0.039(9) Uiso 1 1 d . . .
H6B H 0.058(4) 0.247(3) 0.040(3) 0.031(8) Uiso 1 1 d . . .
C7 C -0.1137(4) 0.1013(3) 0.1408(2) 0.0322(6) Uani 1 1 d D . .
H7 H -0.191(4) 0.052(3) 0.0693(17) 0.039 Uiso 1 1 d D . .
C8 C -0.1967(3) 0.0649(2) 0.22259(19) 0.0258(5) Uani 1 1 d . . .
C9 C -0.2439(4) 0.0768(2) 0.3710(2) 0.0308(6) Uani 1 1 d . . .
H9 H -0.228(5) 0.103(3) 0.437(3) 0.039(9) Uiso 1 1 d . . .
C10 C -0.3718(4) -0.0135(2) 0.3138(2) 0.0341(6) Uani 1 1 d . . .
H10 H -0.463(5) -0.061(3) 0.331(3) 0.043(10) Uiso 1 1 d . . .
C11 C 0.3374(4) 0.6512(2) 0.5310(2) 0.0321(6) Uani 1 1 d . . .
H11A H 0.3088 0.6858 0.4717 0.048 Uiso 1 1 calc R . .
H11B H 0.4607 0.6637 0.5503 0.048 Uiso 1 1 calc R . .
H11C H 0.3031 0.6828 0.5854 0.048 Uiso 1 1 calc R . .
C12 C -0.4406(5) -0.1062(3) 0.1337(3) 0.0544(10) Uani 1 1 d . . .
H12A H -0.3999 -0.0862 0.0748 0.082 Uiso 1 1 calc R . .
H12B H -0.5615 -0.1119 0.1211 0.082 Uiso 1 1 calc R . .
H12C H -0.4265 -0.1766 0.1484 0.082 Uiso 1 1 calc R . .
C13 C 0.2830(4) 0.1342(2) 0.4642(2) 0.0349(6) Uani 1 1 d . . .
H13A H 0.1741 0.0817 0.4661 0.052 Uiso 1 1 calc R . .
H13B H 0.3097 0.1986 0.5128 0.052 Uiso 1 1 calc R . .
H13C H 0.3735 0.1004 0.4802 0.052 Uiso 1 1 calc R . .
C14 C 0.4876(4) 0.6242(3) 0.2741(2) 0.0353(6) Uani 1 1 d . . .
H14A H 0.3985 0.6545 0.2428 0.053 Uiso 1 1 calc R . .
H14B H 0.5047 0.5747 0.2243 0.053 Uiso 1 1 calc R . .
H14C H 0.5944 0.6837 0.3020 0.053 Uiso 1 1 calc R . .
S1 S -0.34316(8) 0.32247(6) 0.16530(5) 0.02602(13) Uani 1 1 d . . .
O3 O -0.1642(2) 0.36161(18) 0.22402(14) 0.0298(4) Uani 1 1 d . . .
O4 O -0.4577(3) 0.3662(2) 0.20771(16) 0.0446(6) Uani 1 1 d . . .
O5 O -0.4078(3) 0.20626(19) 0.12657(18) 0.0454(6) Uani 1 1 d . . .
C15 C -0.3373(4) 0.3882(3) 0.0505(2) 0.0328(6) Uani 1 1 d . . .
F1 F -0.2734(3) 0.49778(18) 0.07048(16) 0.0606(6) Uani 1 1 d . . .
F2 F -0.4953(2) 0.36240(17) -0.01174(13) 0.0454(5) Uani 1 1 d . . .
F3 F -0.2383(3) 0.3542(2) -0.00020(14) 0.0548(6) Uani 1 1 d . . .
S2 S 0.10711(11) 0.86332(6) 0.30484(5) 0.03457(16) Uani 1 1 d . . .
O6 O 0.2462(3) 0.8354(2) 0.36592(19) 0.0552(7) Uani 1 1 d . . .
O7 O 0.1606(3) 0.95573(18) 0.24856(16) 0.0435(6) Uani 1 1 d . . .
O8 O -0.0320(4) 0.8648(2) 0.3511(2) 0.0592(8) Uani 1 1 d . . .
C16 C 0.0039(4) 0.7450(2) 0.2065(2) 0.0326(6) Uani 1 1 d . . .
F4 F -0.1353(3) 0.7551(2) 0.14256(15) 0.0551(5) Uani 1 1 d . . .
F5 F -0.0459(3) 0.65131(15) 0.24681(14) 0.0512(5) Uani 1 1 d . . .
F6 F 0.1133(3) 0.73372(19) 0.15132(15) 0.0534(5) Uani 1 1 d . . .
O9 O 0.2738(4) 0.0354(3) 0.0792(2) 0.0361(7) Uani 0.67 1 d PD . .
H20A H 0.242(7) 0.008(4) 0.144(3) 0.043 Uiso 0.67 1 d PD . .
H20B H 0.392(4) 0.098(3) 0.111(4) 0.043 Uiso 0.67 1 d PD . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.931(2) . ?
Cu1 N4 1.951(2) . ?
Cu1 N5 2.001(2) . ?
Cu1 N3 2.050(2) . ?
Cu1 O1 2.320(2) . ?
O1 C13 1.441(3) . ?
O1 H1O 0.74(4) . ?
O2 C4 1.401(3) . ?
O2 C14 1.432(3) . ?
N1 C1 1.328(3) . ?
N1 C2 1.377(3) . ?
N2 C1 1.341(3) . ?
N2 C3 1.377(3) . ?
N2 C11 1.461(3) . ?
N3 C4 1.479(3) . ?
N3 C5 1.490(3) . ?
N3 H3N 0.82(3) . ?
N4 C7 1.283(4) . ?
N4 C6 1.449(3) . ?
N5 C8 1.334(3) . ?
N5 C9 1.365(3) . ?
N6 C8 1.342(3) . ?
N6 C10 1.365(4) . ?
N6 C12 1.470(4) . ?
C1 C4 1.504(3) . ?
C2 C3 1.353(3) . ?
C2 H2 0.89(3) . ?
C3 H3 0.89(3) . ?
C4 H4 0.97(3) . ?
C5 C6 1.522(4) . ?
C5 H5A 0.96(3) . ?
C5 H5B 0.96(3) . ?
C6 H6A 0.93(4) . ?
C6 H6B 0.93(3) . ?
C7 C8 1.469(4) . ?
C7 H7 1.080(18) . ?
C9 C10 1.362(4) . ?
C9 H9 0.90(4) . ?
C10 H10 0.91(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
S1 O5 1.433(2) . ?
S1 O4 1.438(2) . ?
S1 O3 1.4430(18) . ?
S1 C15 1.821(3) . ?
C15 F1 1.320(4) . ?
C15 F2 1.329(3) . ?
C15 F3 1.332(3) . ?
S2 O6 1.413(3) . ?
S2 O8 1.441(3) . ?
S2 O7 1.453(2) . ?
S2 C16 1.811(3) . ?
C16 F4 1.328(4) . ?
C16 F5 1.331(3) . ?
C16 F6 1.337(3) . ?
O9 H20A 1.032(19) . ?
O9 H20B 1.04(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N4 163.74(9) . . ?
N1 Cu1 N5 108.83(8) . . ?
N4 Cu1 N5 82.63(9) . . ?
N1 Cu1 N3 83.68(8) . . ?
N4 Cu1 N3 83.25(9) . . ?
N5 Cu1 N3 164.13(8) . . ?
N1 Cu1 O1 96.86(8) . . ?
N4 Cu1 O1 93.74(9) . . ?
N5 Cu1 O1 93.79(8) . . ?
N3 Cu1 O1 94.34(8) . . ?
C13 O1 Cu1 116.05(17) . . ?
C13 O1 H1O 107(3) . . ?
Cu1 O1 H1O 106(3) . . ?
C4 O2 C14 114.6(2) . . ?
C1 N1 C2 106.6(2) . . ?
C1 N1 Cu1 113.09(15) . . ?
C2 N1 Cu1 140.21(17) . . ?
C1 N2 C3 107.3(2) . . ?
C1 N2 C11 128.3(2) . . ?
C3 N2 C11 124.4(2) . . ?
C4 N3 C5 117.4(2) . . ?
C4 N3 Cu1 110.08(14) . . ?
C5 N3 Cu1 107.21(15) . . ?
C4 N3 H3N 108(2) . . ?
C5 N3 H3N 109(2) . . ?
Cu1 N3 H3N 105(2) . . ?
C7 N4 C6 128.1(2) . . ?
C7 N4 Cu1 116.58(19) . . ?
C6 N4 Cu1 115.27(18) . . ?
C8 N5 C9 106.0(2) . . ?
C8 N5 Cu1 109.10(17) . . ?
C9 N5 Cu1 144.70(19) . . ?
C8 N6 C10 107.5(2) . . ?
C8 N6 C12 126.1(3) . . ?
C10 N6 C12 126.4(3) . . ?
N1 C1 N2 110.6(2) . . ?
N1 C1 C4 121.4(2) . . ?
N2 C1 C4 128.0(2) . . ?
C3 C2 N1 108.7(2) . . ?
C3 C2 H2 132(2) . . ?
N1 C2 H2 120(2) . . ?
C2 C3 N2 106.9(2) . . ?
C2 C3 H3 132(2) . . ?
N2 C3 H3 121(2) . . ?
O2 C4 N3 113.96(19) . . ?
O2 C4 C1 106.99(19) . . ?
N3 C4 C1 106.67(19) . . ?
O2 C4 H4 110.1(17) . . ?
N3 C4 H4 106.6(17) . . ?
C1 C4 H4 112.6(17) . . ?
N3 C5 C6 108.3(2) . . ?
N3 C5 H5A 108.1(18) . . ?
C6 C5 H5A 110.4(18) . . ?
N3 C5 H5B 112(2) . . ?
C6 C5 H5B 110.1(19) . . ?
H5A C5 H5B 108(3) . . ?
N4 C6 C5 107.7(2) . . ?
N4 C6 H6A 105(2) . . ?
C5 C6 H6A 112(2) . . ?
N4 C6 H6B 112(2) . . ?
C5 C6 H6B 111(2) . . ?
H6A C6 H6B 108(3) . . ?
N4 C7 C8 112.4(2) . . ?
N4 C7 H7 135.9(19) . . ?
C8 C7 H7 110.3(19) . . ?
N5 C8 N6 110.7(2) . . ?
N5 C8 C7 119.2(2) . . ?
N6 C8 C7 130.0(2) . . ?
C10 C9 N5 109.3(2) . . ?
C10 C9 H9 128(2) . . ?
N5 C9 H9 123(2) . . ?
C9 C10 N6 106.5(2) . . ?
C9 C10 H10 129(2) . . ?
N6 C10 H10 124(2) . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N6 C12 H12A 109.5 . . ?
N6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O5 S1 O4 116.28(15) . . ?
O5 S1 O3 115.01(13) . . ?
O4 S1 O3 113.92(12) . . ?
O5 S1 C15 102.41(14) . . ?
O4 S1 C15 103.01(14) . . ?
O3 S1 C15 103.70(13) . . ?
F1 C15 F2 107.9(3) . . ?
F1 C15 F3 107.4(3) . . ?
F2 C15 F3 107.0(2) . . ?
F1 C15 S1 112.01(19) . . ?
F2 C15 S1 111.4(2) . . ?
F3 C15 S1 110.9(2) . . ?
O6 S2 O8 115.48(18) . . ?
O6 S2 O7 114.46(16) . . ?
O8 S2 O7 115.09(15) . . ?
O6 S2 C16 103.69(16) . . ?
O8 S2 C16 102.45(16) . . ?
O7 S2 C16 103.22(13) . . ?
F4 C16 F5 108.0(3) . . ?
F4 C16 F6 106.8(2) . . ?
F5 C16 F6 108.1(3) . . ?
F4 C16 S2 112.3(2) . . ?
F5 C16 S2 110.63(19) . . ?
F6 C16 S2 111.0(2) . . ?
H20A O9 H20B 101(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Cu1 O1 C13 46.20(19) . . . . ?
N4 Cu1 O1 C13 -146.16(19) . . . . ?
N5 Cu1 O1 C13 -63.30(19) . . . . ?
N3 Cu1 O1 C13 130.34(19) . . . . ?
N4 Cu1 N1 C1 -24.9(4) . . . . ?
N5 Cu1 N1 C1 -158.21(16) . . . . ?
N3 Cu1 N1 C1 11.76(17) . . . . ?
O1 Cu1 N1 C1 105.39(17) . . . . ?
N4 Cu1 N1 C2 150.3(3) . . . . ?
N5 Cu1 N1 C2 17.0(3) . . . . ?
N3 Cu1 N1 C2 -173.0(3) . . . . ?
O1 Cu1 N1 C2 -79.4(3) . . . . ?
N1 Cu1 N3 C4 -20.12(15) . . . . ?
N4 Cu1 N3 C4 150.18(16) . . . . ?
N5 Cu1 N3 C4 122.8(3) . . . . ?
O1 Cu1 N3 C4 -116.56(15) . . . . ?
N1 Cu1 N3 C5 -148.84(17) . . . . ?
N4 Cu1 N3 C5 21.47(17) . . . . ?
N5 Cu1 N3 C5 -5.9(4) . . . . ?
O1 Cu1 N3 C5 114.73(16) . . . . ?
N1 Cu1 N4 C7 -137.9(3) . . . . ?
N5 Cu1 N4 C7 -1.9(2) . . . . ?
N3 Cu1 N4 C7 -174.6(2) . . . . ?
O1 Cu1 N4 C7 91.4(2) . . . . ?
N1 Cu1 N4 C6 40.6(5) . . . . ?
N5 Cu1 N4 C6 176.6(2) . . . . ?
N3 Cu1 N4 C6 3.9(2) . . . . ?
O1 Cu1 N4 C6 -90.0(2) . . . . ?
N1 Cu1 N5 C8 169.36(17) . . . . ?
N4 Cu1 N5 C8 1.22(18) . . . . ?
N3 Cu1 N5 C8 28.6(4) . . . . ?
O1 Cu1 N5 C8 -92.07(18) . . . . ?
N1 Cu1 N5 C9 -4.6(4) . . . . ?
N4 Cu1 N5 C9 -172.8(3) . . . . ?
N3 Cu1 N5 C9 -145.4(3) . . . . ?
O1 Cu1 N5 C9 93.9(3) . . . . ?
C2 N1 C1 N2 -0.7(3) . . . . ?
Cu1 N1 C1 N2 176.14(15) . . . . ?
C2 N1 C1 C4 -177.8(2) . . . . ?
Cu1 N1 C1 C4 -0.9(3) . . . . ?
C3 N2 C1 N1 0.8(3) . . . . ?
C11 N2 C1 N1 -180.0(2) . . . . ?
C3 N2 C1 C4 177.6(2) . . . . ?
C11 N2 C1 C4 -3.1(4) . . . . ?
C1 N1 C2 C3 0.3(3) . . . . ?
Cu1 N1 C2 C3 -175.1(2) . . . . ?
N1 C2 C3 N2 0.1(3) . . . . ?
C1 N2 C3 C2 -0.5(3) . . . . ?
C11 N2 C3 C2 -179.8(2) . . . . ?
C14 O2 C4 N3 78.4(3) . . . . ?
C14 O2 C4 C1 -163.9(2) . . . . ?
C5 N3 C4 O2 -96.4(2) . . . . ?
Cu1 N3 C4 O2 140.67(16) . . . . ?
C5 N3 C4 C1 145.79(19) . . . . ?
Cu1 N3 C4 C1 22.8(2) . . . . ?
N1 C1 C4 O2 -137.7(2) . . . . ?
N2 C1 C4 O2 45.7(3) . . . . ?
N1 C1 C4 N3 -15.4(3) . . . . ?
N2 C1 C4 N3 168.0(2) . . . . ?
C4 N3 C5 C6 -166.1(2) . . . . ?
Cu1 N3 C5 C6 -41.7(2) . . . . ?
C7 N4 C6 C5 150.5(3) . . . . ?
Cu1 N4 C6 C5 -27.8(3) . . . . ?
N3 C5 C6 N4 45.3(3) . . . . ?
C6 N4 C7 C8 -176.3(3) . . . . ?
Cu1 N4 C7 C8 2.0(3) . . . . ?
C9 N5 C8 N6 0.1(3) . . . . ?
Cu1 N5 C8 N6 -176.27(18) . . . . ?
C9 N5 C8 C7 175.9(2) . . . . ?
Cu1 N5 C8 C7 -0.5(3) . . . . ?
C10 N6 C8 N5 0.3(3) . . . . ?
C12 N6 C8 N5 -178.9(3) . . . . ?
C10 N6 C8 C7 -174.8(3) . . . . ?
C12 N6 C8 C7 6.0(5) . . . . ?
N4 C7 C8 N5 -1.0(4) . . . . ?
N4 C7 C8 N6 173.8(3) . . . . ?
C8 N5 C9 C10 -0.5(3) . . . . ?
Cu1 N5 C9 C10 173.6(2) . . . . ?
N5 C9 C10 N6 0.7(3) . . . . ?
C8 N6 C10 C9 -0.7(3) . . . . ?
C12 N6 C10 C9 178.5(3) . . . . ?
O5 S1 C15 F1 -177.4(2) . . . . ?
O4 S1 C15 F1 61.5(2) . . . . ?
O3 S1 C15 F1 -57.5(2) . . . . ?
O5 S1 C15 F2 61.6(2) . . . . ?
O4 S1 C15 F2 -59.5(2) . . . . ?
O3 S1 C15 F2 -178.5(2) . . . . ?
O5 S1 C15 F3 -57.5(2) . . . . ?
O4 S1 C15 F3 -178.6(2) . . . . ?
O3 S1 C15 F3 62.4(2) . . . . ?
O6 S2 C16 F4 178.1(2) . . . . ?
O8 S2 C16 F4 57.6(2) . . . . ?
O7 S2 C16 F4 -62.3(2) . . . . ?
O6 S2 C16 F5 57.4(3) . . . . ?
O8 S2 C16 F5 -63.1(3) . . . . ?
O7 S2 C16 F5 177.1(2) . . . . ?
O6 S2 C16 F6 -62.6(2) . . . . ?
O8 S2 C16 F6 177.0(2) . . . . ?
O7 S2 C16 F6 57.1(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        29.20
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.718
_refine_diff_density_min         -0.974
_refine_diff_density_rms         0.088
_exptl_crystal_recrystallization_method 
'vapor diffussion of ether into methanol'
####################################################################### 
# 
# 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_cag237ltb_7
_database_code_depnum_ccdc_archive 'CCDC 1478410'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2016-06-21 downloaded from the CCDC.
;

_chemical_name_systematic        
'[([(1-methyl-1H-imidazol-2-yl)methylidene] ({2-[(1-methyl-1H-imidazol-2-yl)methylidene]aminoethyl})amine) (perchlorato)copper(II)]perchlorate'
_chemical_name_common            
;
[L2Cu(HOCH3)][BF4]2
;

_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H24 Cu N6 O2, 2(B F4)'
_chemical_formula_sum            'C14 H24 B2 Cu F8 N6 O2'
_chemical_formula_weight         545.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1 '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.83639(13)
_cell_length_b                   11.5417(3)
_cell_length_c                   12.5358(3)
_cell_angle_alpha                88.3240(19)
_cell_angle_beta                 73.9097(18)
_cell_angle_gamma                82.5500(16)
_cell_volume                     1080.17(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.2(4)
_cell_measurement_reflns_used    12933
_cell_measurement_theta_min      3.8210
_cell_measurement_theta_max      30.5260

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             554
_exptl_absorpt_coefficient_mu    1.104
_exptl_absorpt_correction_T_min  0.741
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 SCALE3 ABSPACK.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.2(4)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_detector_area_resol_mean 10.2836
_diffrn_reflns_number            27089
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0189
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.44
_diffrn_reflns_theta_max         28.69
_reflns_number_total             5581
_reflns_number_gt                5092
_reflns_threshold_expression     I>2σ(I)

_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -76.00   14.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.8496  -77.0000 -150.0000 90

#__ type_ start__ end____ width___ exp.time_
  2 omega  -88.00  -60.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.8496  -57.0000   60.0000 28

#__ type_ start__ end____ width___ exp.time_
  3 omega  -44.00   58.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.8496   57.0000    0.0000 102

#__ type_ start__ end____ width___ exp.time_
  4 omega   57.00   89.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621   57.0000  -90.0000 32

#__ type_ start__ end____ width___ exp.time_
  5 omega  -16.00   93.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621   77.0000  120.0000 109

#__ type_ start__ end____ width___ exp.time_
  6 omega  -90.00  -18.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.8496  -57.0000  150.0000 72

#__ type_ start__ end____ width___ exp.time_
  7 omega  -45.00   58.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.8496   57.0000 -180.0000 103

#__ type_ start__ end____ width___ exp.time_
  8 omega  -90.00   14.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.8496  -57.0000   30.0000 104

#__ type_ start__ end____ width___ exp.time_
  9 omega  -58.00   46.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621  -57.0000   60.0000 104

#__ type_ start__ end____ width___ exp.time_
 10 omega  -13.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621   57.0000    0.0000 103

#__ type_ start__ end____ width___ exp.time_
 11 omega  -58.00   46.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.1621  -57.0000  -90.0000 104

;

_computing_cell_refinement       'CrysAlis PRO (Agilent, 2013)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2013)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and Mercury (Macraeet al., 2006)'

_computing_publication_material  'PLATON (Spek, 2009)'

_refine_special_details          
; 
 ??????
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0193P)²+5.3434P] where P=(Fo²+2Fc²)/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         5581
_refine_ls_number_parameters     350
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0594
_refine_ls_wR_factor_ref         0.1288
_refine_ls_wR_factor_gt          0.1257
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.190
_refine_ls_shift/su_max          0.002
_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
Cu1 Cu 0.59865(6) 0.72599(4) 0.72898(4) 0.02088(12) Uani 1 1 d . . .
O1 O 0.9558(3) 0.6828(2) 0.4253(2) 0.0229(5) Uani 1 1 d . . .
O2 O 0.8280(4) 0.6771(3) 0.8083(3) 0.0350(7) Uani 1 1 d . . .
H2O H 0.880(9) 0.721(6) 0.818(6) 0.06(2) Uiso 1 1 d . . .
N1 N 0.6366(4) 0.5816(3) 0.6449(3) 0.0212(6) Uani 1 1 d . . .
N2 N 0.7390(4) 0.4928(3) 0.4829(3) 0.0226(6) Uani 1 1 d . . .
N3 N 0.7609(4) 0.7853(3) 0.5865(3) 0.0191(6) Uani 1 1 d . . .
H3N H 0.855(7) 0.779(4) 0.596(4) 0.025(12) Uiso 1 1 d . . .
N4 N 0.5587(4) 0.8917(3) 0.7711(3) 0.0214(6) Uani 1 1 d . . .
N5 N 0.4005(4) 0.7169(3) 0.8691(3) 0.0226(6) Uani 1 1 d . . .
N6 N 0.2115(4) 0.8222(3) 1.0068(3) 0.0231(6) Uani 1 1 d . . .
C1 C 0.7208(4) 0.5936(3) 0.5385(3) 0.0198(7) Uani 1 1 d . . .
C2 C 0.5997(5) 0.4674(3) 0.6581(3) 0.0241(7) Uani 1 1 d . . .
H2 H 0.541(6) 0.440(4) 0.726(4) 0.023(11) Uiso 1 1 d . . .
C3 C 0.6631(5) 0.4126(3) 0.5583(4) 0.0253(8) Uani 1 1 d . . .
H3 H 0.663(6) 0.337(4) 0.539(4) 0.028(12) Uiso 1 1 d . . .
C4 C 0.7786(5) 0.7078(3) 0.4912(3) 0.0200(7) Uani 1 1 d . . .
H4 H 0.702(5) 0.742(3) 0.450(3) 0.012(9) Uiso 1 1 d . . .
C5 C 0.6945(5) 0.9108(3) 0.5761(3) 0.0222(7) Uani 1 1 d . . .
H5A H 0.586(6) 0.914(4) 0.553(4) 0.023(11) Uiso 1 1 d . . .
H5B H 0.776(6) 0.951(4) 0.523(4) 0.023(11) Uiso 1 1 d . . .
C6 C 0.6579(5) 0.9688(3) 0.6893(3) 0.0243(7) Uani 1 1 d . . .
H6A H 0.766(6) 0.973(4) 0.706(4) 0.024(11) Uiso 1 1 d . . .
H6B H 0.599(6) 1.042(4) 0.693(4) 0.030(12) Uiso 1 1 d . . .
C7 C 0.4350(5) 0.9216(3) 0.8586(3) 0.0222(7) Uani 1 1 d . . .
H7 H 0.395(6) 0.998(4) 0.881(4) 0.030(12) Uiso 1 1 d . . .
C8 C 0.3507(5) 0.8234(3) 0.9149(3) 0.0211(7) Uani 1 1 d . . .
C9 C 0.2892(5) 0.6459(3) 0.9339(3) 0.0279(8) Uani 1 1 d . . .
H9 H 0.295(7) 0.566(4) 0.917(4) 0.035(13) Uiso 1 1 d . . .
C10 C 0.1715(5) 0.7099(3) 1.0198(3) 0.0271(8) Uani 1 1 d . . .
H10 H 0.080(7) 0.688(4) 1.078(4) 0.031(12) Uiso 1 1 d . . .
C11 C 0.8293(5) 0.4697(4) 0.3651(3) 0.0296(8) Uani 1 1 d . . .
H11A H 0.8040 0.5368 0.3223 0.044 Uiso 1 1 calc R . .
H11B H 0.7867 0.4035 0.3409 0.044 Uiso 1 1 calc R . .
H11C H 0.9561 0.4535 0.3547 0.044 Uiso 1 1 calc R . .
C12 C 0.1304(6) 0.9193(4) 1.0842(3) 0.0297(8) Uani 1 1 d . . .
H12A H 0.1871 0.9156 1.1432 0.045 Uiso 1 1 calc R . .
H12B H 0.0049 0.9141 1.1146 0.045 Uiso 1 1 calc R . .
H12C H 0.1459 0.9920 1.0457 0.045 Uiso 1 1 calc R . .
C13 C 1.0171(5) 0.7746(4) 0.3507(3) 0.0292(8) Uani 1 1 d . . .
H13A H 0.9297 0.8006 0.3118 0.044 Uiso 1 1 calc R . .
H13B H 1.1285 0.7461 0.2983 0.044 Uiso 1 1 calc R . .
H13C H 1.0343 0.8387 0.3921 0.044 Uiso 1 1 calc R . .
C14 C 0.8240(9) 0.5818(6) 0.8766(5) 0.0617(16) Uani 1 1 d . . .
H14A H 0.7469 0.6030 0.9491 0.093 Uiso 1 1 calc R . .
H14B H 0.9428 0.5557 0.8819 0.093 Uiso 1 1 calc R . .
H14C H 0.7796 0.5202 0.8466 0.093 Uiso 1 1 calc R . .
B1 B 0.1796(6) 0.8734(4) 0.6706(4) 0.0235(8) Uani 1 1 d . . .
F1 F 0.3295(3) 0.7897(2) 0.6363(2) 0.0310(5) Uani 1 1 d . . .
F2 F 0.2327(3) 0.98048(19) 0.6813(2) 0.0319(5) Uani 1 1 d . . .
F3 F 0.0702(4) 0.8419(3) 0.7727(2) 0.0414(6) Uani 1 1 d . . .
F4 F 0.0845(3) 0.8790(2) 0.5910(2) 0.0347(6) Uani 1 1 d . . .
B2 B 0.3488(6) 0.2563(4) 0.8460(5) 0.0479(15) Uani 1 1 d D . .
F5A F 0.2895(8) 0.3691(5) 0.8633(7) 0.0485(8) Uani 0.50 1 d PD . .
F6A F 0.4014(8) 0.2351(5) 0.7198(5) 0.0485(8) Uani 0.50 1 d PD . .
F7A F 0.5228(8) 0.2188(5) 0.8489(6) 0.0485(8) Uani 0.50 1 d PD . .
F8A F 0.2393(8) 0.1807(5) 0.8961(6) 0.0485(8) Uani 0.50 1 d PD . .
F5B F 0.2353(10) 0.3668(6) 0.8507(8) 0.0612(10) Uani 0.50 1 d PD . .
F6B F 0.3372(10) 0.2088(6) 0.7536(6) 0.0612(10) Uani 0.50 1 d PD . .
F7B F 0.5076(10) 0.2687(6) 0.8626(7) 0.0612(10) Uani 0.50 1 d PD . .
F8B F 0.2662(10) 0.1862(6) 0.9452(6) 0.0612(10) Uani 0.50 1 d PD . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.943(3) . ?
Cu1 N4 1.961(3) . ?
Cu1 N5 2.007(3) . ?
Cu1 N3 2.042(3) . ?
Cu1 O2 2.288(3) . ?
O1 C4 1.403(4) . ?
O1 C13 1.434(4) . ?
O2 C14 1.372(7) . ?
O2 H2O 0.72(7) . ?
N1 C1 1.325(5) . ?
N1 C2 1.381(4) . ?
N2 C1 1.345(4) . ?
N2 C3 1.373(5) . ?
N2 C11 1.465(5) . ?
N3 C4 1.478(5) . ?
N3 C5 1.489(4) . ?
N3 H3N 0.77(5) . ?
N4 C7 1.268(5) . ?
N4 C6 1.460(5) . ?
N5 C8 1.336(4) . ?
N5 C9 1.359(5) . ?
N6 C8 1.351(5) . ?
N6 C10 1.367(5) . ?
N6 C12 1.463(5) . ?
C1 C4 1.501(5) . ?
C2 C3 1.354(6) . ?
C2 H2 0.92(5) . ?
C3 H3 0.92(5) . ?
C4 H4 0.94(4) . ?
C5 C6 1.523(5) . ?
C5 H5A 0.97(5) . ?
C5 H5B 0.94(5) . ?
C6 H6A 0.93(5) . ?
C6 H6B 0.91(5) . ?
C7 C8 1.452(5) . ?
C7 H7 0.92(5) . ?
C9 C10 1.370(5) . ?
C9 H9 0.94(5) . ?
C10 H10 0.93(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
B1 F2 1.376(5) . ?
B1 F1 1.396(5) . ?
B1 F4 1.397(5) . ?
B1 F3 1.396(5) . ?
B2 F8A 1.324(7) . ?
B2 F5A 1.328(7) . ?
B2 F6B 1.327(8) . ?
B2 F7B 1.343(8) . ?
B2 F7A 1.386(7) . ?
B2 F5B 1.451(8) . ?
B2 F8B 1.499(8) . ?
B2 F6A 1.539(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N4 162.99(13) . . ?
N1 Cu1 N5 109.34(13) . . ?
N4 Cu1 N5 81.98(13) . . ?
N1 Cu1 N3 83.93(12) . . ?
N4 Cu1 N3 82.72(12) . . ?
N5 Cu1 N3 162.57(12) . . ?
N1 Cu1 O2 95.93(12) . . ?
N4 Cu1 O2 95.41(13) . . ?
N5 Cu1 O2 96.01(13) . . ?
N3 Cu1 O2 93.69(13) . . ?
C4 O1 C13 114.0(3) . . ?
C14 O2 Cu1 119.2(4) . . ?
C14 O2 H2O 115(6) . . ?
Cu1 O2 H2O 121(6) . . ?
C1 N1 C2 106.6(3) . . ?
C1 N1 Cu1 112.7(2) . . ?
C2 N1 Cu1 140.7(3) . . ?
C1 N2 C3 107.1(3) . . ?
C1 N2 C11 127.2(3) . . ?
C3 N2 C11 125.6(3) . . ?
C4 N3 C5 117.2(3) . . ?
C4 N3 Cu1 111.3(2) . . ?
C5 N3 Cu1 107.0(2) . . ?
C4 N3 H3N 105(4) . . ?
C5 N3 H3N 110(3) . . ?
Cu1 N3 H3N 105(3) . . ?
C7 N4 C6 127.2(3) . . ?
C7 N4 Cu1 116.7(3) . . ?
C6 N4 Cu1 115.5(2) . . ?
C8 N5 C9 106.3(3) . . ?
C8 N5 Cu1 108.9(2) . . ?
C9 N5 Cu1 144.7(3) . . ?
C8 N6 C10 106.9(3) . . ?
C8 N6 C12 126.7(3) . . ?
C10 N6 C12 126.1(3) . . ?
N1 C1 N2 110.7(3) . . ?
N1 C1 C4 122.3(3) . . ?
N2 C1 C4 127.0(3) . . ?
C3 C2 N1 108.4(3) . . ?
C3 C2 H2 130(3) . . ?
N1 C2 H2 122(3) . . ?
C2 C3 N2 107.2(3) . . ?
C2 C3 H3 131(3) . . ?
N2 C3 H3 122(3) . . ?
O1 C4 N3 113.0(3) . . ?
O1 C4 C1 106.6(3) . . ?
N3 C4 C1 106.7(3) . . ?
O1 C4 H4 112(2) . . ?
N3 C4 H4 109(2) . . ?
C1 C4 H4 110(2) . . ?
N3 C5 C6 107.9(3) . . ?
N3 C5 H5A 107(3) . . ?
C6 C5 H5A 111(3) . . ?
N3 C5 H5B 114(3) . . ?
C6 C5 H5B 109(3) . . ?
H5A C5 H5B 108(4) . . ?
N4 C6 C5 106.9(3) . . ?
N4 C6 H6A 107(3) . . ?
C5 C6 H6A 110(3) . . ?
N4 C6 H6B 112(3) . . ?
C5 C6 H6B 113(3) . . ?
H6A C6 H6B 108(4) . . ?
N4 C7 C8 112.9(3) . . ?
N4 C7 H7 124(3) . . ?
C8 C7 H7 123(3) . . ?
N5 C8 N6 110.8(3) . . ?
N5 C8 C7 119.5(3) . . ?
N6 C8 C7 129.5(3) . . ?
N5 C9 C10 109.2(3) . . ?
N5 C9 H9 123(3) . . ?
C10 C9 H9 128(3) . . ?
N6 C10 C9 106.8(3) . . ?
N6 C10 H10 122(3) . . ?
C9 C10 H10 131(3) . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N6 C12 H12A 109.5 . . ?
N6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
F2 B1 F1 109.8(3) . . ?
F2 B1 F4 110.1(3) . . ?
F1 B1 F4 108.4(3) . . ?
F2 B1 F3 109.1(3) . . ?
F1 B1 F3 110.0(3) . . ?
F4 B1 F3 109.4(3) . . ?
F8A B2 F5A 117.3(5) . . ?
F8A B2 F6B 84.1(5) . . ?
F5A B2 F6B 117.4(7) . . ?
F8A B2 F7B 126.4(6) . . ?
F5A B2 F7B 92.8(5) . . ?
F6B B2 F7B 121.7(6) . . ?
F8A B2 F7A 110.9(5) . . ?
F5A B2 F7A 117.8(5) . . ?
F6B B2 F7A 104.0(5) . . ?
F7B B2 F7A 25.1(3) . . ?
F8A B2 F5B 105.1(5) . . ?
F5A B2 F5B 20.0(4) . . ?
F6B B2 F5B 101.9(6) . . ?
F7B B2 F5B 112.5(5) . . ?
F7A B2 F5B 137.1(5) . . ?
F8A B2 F8B 28.3(4) . . ?
F5A B2 F8B 110.6(6) . . ?
F6B B2 F8B 110.5(5) . . ?
F7B B2 F8B 101.9(6) . . ?
F7A B2 F8B 94.1(5) . . ?
F5B B2 F8B 107.9(5) . . ?
F8A B2 F6A 109.2(5) . . ?
F5A B2 F6A 107.1(6) . . ?
F6B B2 F6A 25.4(3) . . ?
F7B B2 F6A 101.5(5) . . ?
F7A B2 F6A 90.8(5) . . ?
F5B B2 F6A 98.7(6) . . ?
F8B B2 F6A 134.0(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
N1 Cu1 O2 C14 -61.9(4) . . . . ?
N4 Cu1 O2 C14 130.8(4) . . . . ?
N5 Cu1 O2 C14 48.4(4) . . . . ?
N3 Cu1 O2 C14 -146.1(4) . . . . ?
N4 Cu1 N1 C1 29.7(6) . . . . ?
N5 Cu1 N1 C1 159.7(2) . . . . ?
N3 Cu1 N1 C1 -8.7(2) . . . . ?
O2 Cu1 N1 C1 -101.8(3) . . . . ?
N4 Cu1 N1 C2 -147.6(4) . . . . ?
N5 Cu1 N1 C2 -17.7(4) . . . . ?
N3 Cu1 N1 C2 173.9(4) . . . . ?
O2 Cu1 N1 C2 80.8(4) . . . . ?
N1 Cu1 N3 C4 15.6(2) . . . . ?
N4 Cu1 N3 C4 -153.8(2) . . . . ?
N5 Cu1 N3 C4 -125.0(4) . . . . ?
O2 Cu1 N3 C4 111.2(2) . . . . ?
N1 Cu1 N3 C5 144.8(2) . . . . ?
N4 Cu1 N3 C5 -24.6(2) . . . . ?
N5 Cu1 N3 C5 4.2(5) . . . . ?
O2 Cu1 N3 C5 -119.6(2) . . . . ?
N1 Cu1 N4 C7 131.7(4) . . . . ?
N5 Cu1 N4 C7 -1.4(3) . . . . ?
N3 Cu1 N4 C7 170.3(3) . . . . ?
O2 Cu1 N4 C7 -96.7(3) . . . . ?
N1 Cu1 N4 C6 -39.8(6) . . . . ?
N5 Cu1 N4 C6 -172.9(3) . . . . ?
N3 Cu1 N4 C6 -1.3(3) . . . . ?
O2 Cu1 N4 C6 91.8(3) . . . . ?
N1 Cu1 N5 C8 -167.6(2) . . . . ?
N4 Cu1 N5 C8 -0.7(2) . . . . ?
N3 Cu1 N5 C8 -29.5(6) . . . . ?
O2 Cu1 N5 C8 94.0(3) . . . . ?
N1 Cu1 N5 C9 7.4(5) . . . . ?
N4 Cu1 N5 C9 174.3(5) . . . . ?
N3 Cu1 N5 C9 145.5(5) . . . . ?
O2 Cu1 N5 C9 -91.0(5) . . . . ?
C2 N1 C1 N2 0.2(4) . . . . ?
Cu1 N1 C1 N2 -178.0(2) . . . . ?
C2 N1 C1 C4 178.3(3) . . . . ?
Cu1 N1 C1 C4 0.1(4) . . . . ?
C3 N2 C1 N1 -0.3(4) . . . . ?
C11 N2 C1 N1 -177.9(3) . . . . ?
C3 N2 C1 C4 -178.3(3) . . . . ?
C11 N2 C1 C4 4.1(6) . . . . ?
C1 N1 C2 C3 -0.1(4) . . . . ?
Cu1 N1 C2 C3 177.4(3) . . . . ?
N1 C2 C3 N2 -0.1(4) . . . . ?
C1 N2 C3 C2 0.3(4) . . . . ?
C11 N2 C3 C2 177.9(3) . . . . ?
C13 O1 C4 N3 -78.8(4) . . . . ?
C13 O1 C4 C1 164.3(3) . . . . ?
C5 N3 C4 O1 101.6(3) . . . . ?
Cu1 N3 C4 O1 -134.8(2) . . . . ?
C5 N3 C4 C1 -141.6(3) . . . . ?
Cu1 N3 C4 C1 -18.0(3) . . . . ?
N1 C1 C4 O1 133.5(3) . . . . ?
N2 C1 C4 O1 -48.8(5) . . . . ?
N1 C1 C4 N3 12.5(4) . . . . ?
N2 C1 C4 N3 -169.8(3) . . . . ?
C4 N3 C5 C6 170.8(3) . . . . ?
Cu1 N3 C5 C6 45.0(3) . . . . ?
C7 N4 C6 C5 -144.3(4) . . . . ?
Cu1 N4 C6 C5 26.2(4) . . . . ?
N3 C5 C6 N4 -46.2(4) . . . . ?
C6 N4 C7 C8 173.3(3) . . . . ?
Cu1 N4 C7 C8 2.9(4) . . . . ?
C9 N5 C8 N6 0.1(4) . . . . ?
Cu1 N5 C8 N6 177.1(2) . . . . ?
C9 N5 C8 C7 -174.6(3) . . . . ?
Cu1 N5 C8 C7 2.4(4) . . . . ?
C10 N6 C8 N5 0.0(4) . . . . ?
C12 N6 C8 N5 174.4(4) . . . . ?
C10 N6 C8 C7 174.0(4) . . . . ?
C12 N6 C8 C7 -11.7(6) . . . . ?
N4 C7 C8 N5 -3.6(5) . . . . ?
N4 C7 C8 N6 -177.1(4) . . . . ?
C8 N5 C9 C10 -0.2(5) . . . . ?
Cu1 N5 C9 C10 -175.3(4) . . . . ?
C8 N6 C10 C9 -0.2(4) . . . . ?
C12 N6 C10 C9 -174.5(4) . . . . ?
N5 C9 C10 N6 0.2(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.69
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.793
_refine_diff_density_min         -1.901
_refine_diff_density_rms         0.112
_exptl_crystal_recrystallization_method 'vapor diffusion of ether into methanol'
####################################################################### 
# 
# 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_cag204lta_last
_database_code_depnum_ccdc_archive 'CCDC 1478411'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2016-06-21 downloaded from the CCDC.
;

_audit_creation_method           
;
CrysAlis PRO (Agilent, 2013) 
Version 1.171.36.32
;
_chemical_name_systematic        
'[([(1-methyl-1H-imidazol-2-yl)methylidene] ({2-[(1-methyl-1H-imidazol-2-yl)methylidene]aminoethyl})amine) (perchlorato)copper(II)]perchlorate'
_chemical_name_common            L1
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H16 N6, H2 O'
_chemical_formula_sum            'C12 H18 N6 O'
_chemical_formula_weight         262.32

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_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                   9.37814(17)
_cell_length_b                   12.2120(2)
_cell_length_c                   11.9164(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.9045(16)
_cell_angle_gamma                90.00
_cell_volume                     1357.49(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    99.95(10)
_cell_measurement_reflns_used    11008
_cell_measurement_theta_min      4.2070
_cell_measurement_theta_max      30.3410

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.33
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             560
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 SCALE3 ABSPACK.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      99.95(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_detector_area_resol_mean 10.2836
_diffrn_reflns_number            16814
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0095
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         29.56
_reflns_number_total             1902
_reflns_number_gt                1755
_reflns_threshold_expression     I>2σ(I)
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -8.00   86.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       14.5172   57.0000  -30.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega  -11.00   91.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       14.5172   77.0000 -180.0000 102

#__ type_ start__ end____ width___ exp.time_
  3 omega   49.00   93.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       14.5172   77.0000 -120.0000 44

#__ type_ start__ end____ width___ exp.time_
  4 omega  -10.00   91.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       14.5172   77.0000   60.0000 101

#__ type_ start__ end____ width___ exp.time_
  5 omega  -44.00   60.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2047   57.0000  -90.0000 104

#__ type_ start__ end____ width___ exp.time_
  6 omega  -44.00   60.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2047   57.0000 -180.0000 104

#__ type_ start__ end____ width___ exp.time_
  7 omega  -44.00   60.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2047   57.0000    0.0000 104

#__ type_ start__ end____ width___ exp.time_
  8 omega  -44.00   60.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2047   57.0000   60.0000 104

#__ type_ start__ end____ width___ exp.time_
  9 omega  -15.00   16.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       14.5172   57.0000 -150.0000 31

#__ type_ start__ end____ width___ exp.time_
 10 omega  -19.00   93.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       14.5172   77.0000   90.0000 112

;
_diffrn_measurement_method       'ω scans'


_computing_cell_refinement       'CrysAlis PRO (Agilent, 2013)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2013)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and Mercury (Macraeet al., 2006)'

_computing_publication_material  'PLATON (Spek, 2009)'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0360P)²+0.9486P] where P=(Fo²+2Fc²)/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         1902
_refine_ls_number_parameters     115
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0840
_refine_ls_wR_factor_gt          0.0822
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.29008(7) 0.20763(6) 0.63489(5) 0.01544(15) Uani 1 1 d . . .
N2 N 0.32230(8) 0.02775(6) 0.61997(6) 0.01985(17) Uani 1 1 d . . .
N3 N 0.59637(7) 0.22840(6) 0.58451(6) 0.01798(16) Uani 1 1 d . . .
C1 C 0.38435(8) 0.12596(6) 0.61701(6) 0.01593(17) Uani 1 1 d . . .
C2 C 0.16194(9) 0.15857(7) 0.65005(7) 0.01901(17) Uani 1 1 d . . .
H2 H 0.0805(13) 0.2027(10) 0.6642(10) 0.026(3) Uiso 1 1 d . . .
C3 C 0.18340(9) 0.04824(7) 0.64031(7) 0.02111(18) Uani 1 1 d . . .
H3 H 0.1143(14) -0.0113(11) 0.6440(11) 0.030(3) Uiso 1 1 d . . .
C4 C 0.31676(9) 0.32543(7) 0.64362(7) 0.01876(17) Uani 1 1 d . . .
H4A H 0.3669 0.3489 0.5816 0.031(3) Uiso 1 1 calc R . .
H4B H 0.3738 0.3411 0.7133 0.036(3) Uiso 1 1 calc R . .
H4C H 0.2271 0.3636 0.6416 0.035(3) Uiso 1 1 calc R . .
C5 C 0.53361(9) 0.13730(7) 0.59397(7) 0.01715(16) Uani 1 1 d . . .
H5 H 0.5828(13) 0.0672(10) 0.5847(10) 0.025(3) Uiso 1 1 d . . .
C6 C 0.74470(9) 0.22305(7) 0.55727(7) 0.01868(17) Uani 1 1 d . . .
H6A H 0.8046(12) 0.2640(10) 0.6150(10) 0.023(3) Uiso 1 1 d . . .
H6B H 0.7812(13) 0.1453(10) 0.5559(10) 0.025(3) Uiso 1 1 d . . .
O1 O 0.5000 0.12922(7) 0.2500 0.0236(2) Uani 1 2 d S . .
H1 H 0.4461(16) 0.0851(13) 0.2044(12) 0.047(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
N1 C1 1.3640(10) . ?
N1 C2 1.3713(10) . ?
N1 C4 1.4620(10) . ?
N2 C1 1.3351(10) . ?
N2 C3 1.3723(11) . ?
N3 C5 1.2690(11) . ?
N3 C6 1.4620(10) . ?
C1 C5 1.4605(11) . ?
C2 C3 1.3690(12) . ?
C2 H2 0.963(12) . ?
C3 H3 0.978(13) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5 0.984(12) . ?
C6 C6 1.5276(16) 7_656 ?
C6 H6A 0.979(12) . ?
C6 H6B 1.010(12) . ?
O1 H1 0.886(15) . ?

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
C1 N1 C2 106.98(7) . . ?
C1 N1 C4 128.44(7) . . ?
C2 N1 C4 124.50(7) . . ?
C1 N2 C3 105.38(7) . . ?
C5 N3 C6 116.17(7) . . ?
N2 C1 N1 111.19(7) . . ?
N2 C1 C5 121.26(7) . . ?
N1 C1 C5 127.53(7) . . ?
C3 C2 N1 106.28(7) . . ?
C3 C2 H2 133.7(7) . . ?
N1 C2 H2 120.0(7) . . ?
C2 C3 N2 110.17(7) . . ?
C2 C3 H3 128.6(8) . . ?
N2 C3 H3 121.2(8) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 C1 124.19(8) . . ?
N3 C5 H5 121.7(7) . . ?
C1 C5 H5 114.1(7) . . ?
N3 C6 C6 109.27(8) . 7_656 ?
N3 C6 H6A 108.1(7) . . ?
C6 C6 H6A 108.8(7) 7_656 . ?
N3 C6 H6B 112.2(7) . . ?
C6 C6 H6B 109.7(7) 7_656 . ?
H6A C6 H6B 108.7(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C1 N1 0.10(9) . . . . ?
C3 N2 C1 C5 -178.38(7) . . . . ?
C2 N1 C1 N2 0.07(9) . . . . ?
C4 N1 C1 N2 176.78(7) . . . . ?
C2 N1 C1 C5 178.43(8) . . . . ?
C4 N1 C1 C5 -4.85(13) . . . . ?
C1 N1 C2 C3 -0.21(9) . . . . ?
C4 N1 C2 C3 -177.09(7) . . . . ?
N1 C2 C3 N2 0.28(10) . . . . ?
C1 N2 C3 C2 -0.24(10) . . . . ?
C6 N3 C5 C1 -177.85(7) . . . . ?
N2 C1 C5 N3 176.34(8) . . . . ?
N1 C1 C5 N3 -1.87(13) . . . . ?
C5 N3 C6 C6 117.02(10) . . . 7_656 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        29.56
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.050


#===END
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 'water at 4 deg C'
