# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_mo_Mo35_0m

_database_code_depnum_ccdc_archive 'CCDC 1051251'

_audit_update_record             
;
2015-03-10 deposited with the CCDC.
2015-03-16 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H50 Cu2 N4 O2, 2(F6 P)'
_chemical_formula_sum            'C20 H50 Cu2 F12 N4 O2 P2'
_chemical_formula_weight         795.66

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'
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'
P P 0.1023 0.0942 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'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                   24.870(3)
_cell_length_b                   16.8713(18)
_cell_length_c                   18.708(2)
_cell_angle_alpha                90
_cell_angle_beta                 120.7840(10)
_cell_angle_gamma                90
_cell_volume                     6743.8(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9841
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      27.44

_exptl_crystal_description       rhomb
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_F_000             3280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.503
_exptl_crystal_size_mid          0.469
_exptl_crystal_size_min          0.367
_exptl_absorpt_coefficient_mu    1.448
_shelx_estimated_absorpt_T_min   0.530
_shelx_estimated_absorpt_T_max   0.619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6216
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12237
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.538
_diffrn_reflns_theta_max         27.551
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             12237
_reflns_number_gt                8327
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refined as a 2-component perfect twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0459P)²+34.9159P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12237
_refine_ls_number_parameters     393
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0633
_refine_ls_wR_factor_ref         0.1659
_refine_ls_wR_factor_gt          0.1417
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.115
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.56854(3) 0.62557(4) 0.80825(4) 0.03187(18) Uani 1 1 d . . . . .
Cu2 Cu 0.06741(3) 0.36712(4) 0.31731(4) 0.0343(2) Uani 1 1 d . . . . .
P1 P 0.85113(11) 0.61227(11) 0.19431(14) 0.0600(6) Uani 1 1 d . . . . .
P2 P 0.38786(9) 0.38637(10) 0.55929(11) 0.0451(4) Uani 1 1 d . . . . .
F1 F 0.8837(3) 0.5311(3) 0.2234(4) 0.124(2) Uani 1 1 d . . . . .
F2 F 0.8360(3) 0.5933(3) 0.1025(3) 0.1080(18) Uani 1 1 d . . . . .
F3 F 0.7876(3) 0.5742(4) 0.1689(5) 0.154(3) Uani 1 1 d . . . . .
F4 F 0.8176(3) 0.6941(3) 0.1559(4) 0.120(2) Uani 1 1 d . . . . .
F5 F 0.9134(3) 0.6506(5) 0.2133(4) 0.164(3) Uani 1 1 d . . . . .
F6 F 0.8636(5) 0.6324(4) 0.2793(4) 0.184(4) Uani 1 1 d . . . . .
F7 F 0.4368(2) 0.3831(4) 0.5308(3) 0.112(2) Uani 1 1 d . . . . .
F8 F 0.3581(3) 0.3058(3) 0.5177(5) 0.156(3) Uani 1 1 d . . . . .
F9 F 0.4341(2) 0.3445(4) 0.6405(4) 0.156(3) Uani 1 1 d . . . . .
F10 F 0.4137(2) 0.4685(3) 0.5978(3) 0.1112(19) Uani 1 1 d . . . . .
F11 F 0.3383(2) 0.3898(3) 0.5881(3) 0.1021(18) Uani 1 1 d . . . . .
F12 F 0.3390(2) 0.4264(3) 0.4756(3) 0.1033(18) Uani 1 1 d . . . . .
O1 O 0.5000 0.5558(3) 0.7500 0.0414(14) Uani 1 2 d S T P . .
H1A H 0.5000 0.4995 0.7500 0.050 Uiso 1 2 calc R U P . .
O2 O 0.5000 0.6966(3) 0.7500 0.0490(16) Uani 1 2 d S T P . .
H2D H 0.5000 0.7529 0.7500 0.059 Uiso 1 2 calc R U P . .
O3 O 0.0000 0.2967(3) 0.2500 0.0490(16) Uani 1 2 d S T P . .
H3D H 0.0000 0.2404 0.2500 0.059 Uiso 1 2 calc R U P . .
O4 O 0.0000 0.4372(3) 0.2500 0.0551(18) Uani 1 2 d S T P . .
H4D H 0.0000 0.4935 0.2500 0.066 Uiso 1 2 calc R U P . .
N1 N 0.6408(2) 0.5679(3) 0.8125(3) 0.0400(12) Uani 1 1 d . . . . .
H1 H 0.6402 0.5126 0.8315 0.048 Uiso 1 1 calc R U . . .
N2 N 0.6294(2) 0.6829(3) 0.9123(3) 0.0460(13) Uani 1 1 d . . . . .
H2 H 0.6397 0.7338 0.8945 0.055 Uiso 1 1 calc R U . . .
N3 N 0.1452(2) 0.3077(3) 0.3429(3) 0.0394(12) Uani 1 1 d . . . . .
H3 H 0.1439 0.2563 0.3686 0.047 Uiso 1 1 calc R U . . .
N4 N 0.1192(2) 0.4266(3) 0.4250(3) 0.0409(13) Uani 1 1 d . . . . .
H4 H 0.1292 0.4792 0.4098 0.049 Uiso 1 1 calc R U . . .
C1 C 0.6393(3) 0.5608(4) 0.7307(4) 0.0465(16) Uani 1 1 d . . . . .
C2 C 0.7007(3) 0.5252(5) 0.7456(5) 0.081(3) Uani 1 1 d . . . . .
H2A H 0.7354 0.5605 0.7817 0.121 Uiso 1 1 calc R U . . .
H2B H 0.6987 0.5189 0.6923 0.121 Uiso 1 1 calc R U . . .
H2C H 0.7072 0.4733 0.7724 0.121 Uiso 1 1 calc R U . . .
C3 C 0.5854(3) 0.5058(4) 0.6755(4) 0.063(2) Uani 1 1 d . . . . .
H3A H 0.5895 0.4564 0.7054 0.095 Uiso 1 1 calc R U . . .
H3B H 0.5861 0.4942 0.6247 0.095 Uiso 1 1 calc R U . . .
H3C H 0.5457 0.5315 0.6608 0.095 Uiso 1 1 calc R U . . .
C4 C 0.6273(4) 0.6419(4) 0.6913(4) 0.060(2) Uani 1 1 d . . . . .
H4A H 0.5895 0.6645 0.6872 0.091 Uiso 1 1 calc R U . . .
H4B H 0.6215 0.6373 0.6355 0.091 Uiso 1 1 calc R U . . .
H4C H 0.6631 0.6765 0.7256 0.091 Uiso 1 1 calc R U . . .
C5 C 0.6977(3) 0.6068(4) 0.8804(4) 0.0566(19) Uani 1 1 d . . . . .
H5A H 0.7086 0.6532 0.8580 0.068 Uiso 1 1 calc R U . . .
H5B H 0.7332 0.5692 0.9032 0.068 Uiso 1 1 calc R U . . .
C6 C 0.6868(3) 0.6329(4) 0.9481(4) 0.059(2) Uani 1 1 d . . . . .
H6A H 0.7233 0.6637 0.9900 0.071 Uiso 1 1 calc R U . . .
H6B H 0.6818 0.5861 0.9760 0.071 Uiso 1 1 calc R U . . .
C7 C 0.6092(4) 0.7046(5) 0.9734(5) 0.061(2) Uani 1 1 d . . . . .
C8 C 0.6647(4) 0.7446(7) 1.0490(5) 0.123(4) Uani 1 1 d . . . . .
H8A H 0.6923 0.7039 1.0878 0.185 Uiso 1 1 calc R U . . .
H8B H 0.6491 0.7786 1.0769 0.185 Uiso 1 1 calc R U . . .
H8C H 0.6880 0.7768 1.0304 0.185 Uiso 1 1 calc R U . . .
C9 C 0.5852(4) 0.6329(4) 0.9956(5) 0.078(3) Uani 1 1 d . . . . .
H9A H 0.5545 0.6055 0.9446 0.117 Uiso 1 1 calc R U . . .
H9B H 0.5653 0.6493 1.0268 0.117 Uiso 1 1 calc R U . . .
H9C H 0.6201 0.5971 1.0298 0.117 Uiso 1 1 calc R U . . .
C10 C 0.5572(4) 0.7646(5) 0.9317(6) 0.094(3) Uani 1 1 d . . . . .
H10A H 0.5715 0.8096 0.9126 0.142 Uiso 1 1 calc R U . . .
H10B H 0.5454 0.7832 0.9714 0.142 Uiso 1 1 calc R U . . .
H10C H 0.5209 0.7400 0.8839 0.142 Uiso 1 1 calc R U . . .
C11 C 0.1539(3) 0.2871(4) 0.2705(4) 0.0497(17) Uani 1 1 d . . . . .
C12 C 0.2193(3) 0.2522(5) 0.3036(5) 0.080(2) Uani 1 1 d . . . . .
H12A H 0.2261 0.2085 0.3418 0.120 Uiso 1 1 calc R U . . .
H12B H 0.2509 0.2934 0.3332 0.120 Uiso 1 1 calc R U . . .
H12C H 0.2229 0.2324 0.2569 0.120 Uiso 1 1 calc R U . . .
C13 C 0.1053(4) 0.2256(4) 0.2190(4) 0.064(2) Uani 1 1 d . . . . .
H13A H 0.1093 0.1803 0.2542 0.095 Uiso 1 1 calc R U . . .
H13B H 0.1115 0.2078 0.1738 0.095 Uiso 1 1 calc R U . . .
H13C H 0.0634 0.2487 0.1954 0.095 Uiso 1 1 calc R U . . .
C14 C 0.1442(4) 0.3620(4) 0.2203(5) 0.064(2) Uani 1 1 d . . . . .
H14A H 0.1496 0.3500 0.1730 0.097 Uiso 1 1 calc R U . . .
H14B H 0.1750 0.4020 0.2557 0.097 Uiso 1 1 calc R U . . .
H14C H 0.1019 0.3824 0.1997 0.097 Uiso 1 1 calc R U . . .
C15 C 0.1974(3) 0.3544(4) 0.4097(4) 0.0510(17) Uani 1 1 d . . . . .
H15A H 0.2070 0.4003 0.3852 0.061 Uiso 1 1 calc R U . . .
H15B H 0.2354 0.3210 0.4390 0.061 Uiso 1 1 calc R U . . .
C16 C 0.1790(3) 0.3828(4) 0.4699(4) 0.0507(17) Uani 1 1 d . . . . .
H16A H 0.1743 0.3370 0.4993 0.061 Uiso 1 1 calc R U . . .
H16B H 0.2120 0.4178 0.5118 0.061 Uiso 1 1 calc R U . . .
C17 C 0.0896(3) 0.4437(4) 0.4761(4) 0.0525(18) Uani 1 1 d . . . . .
C18 C 0.0614(3) 0.3674(4) 0.4859(5) 0.0559(19) Uani 1 1 d . . . . .
H18A H 0.0307 0.3468 0.4308 0.084 Uiso 1 1 calc R U . . .
H18B H 0.0408 0.3781 0.5176 0.084 Uiso 1 1 calc R U . . .
H18C H 0.0947 0.3281 0.5155 0.084 Uiso 1 1 calc R U . . .
C19 C 0.1377(4) 0.4775(5) 0.5610(5) 0.092(3) Uani 1 1 d . . . . .
H19A H 0.1665 0.4355 0.5954 0.139 Uiso 1 1 calc R U . . .
H19B H 0.1161 0.4988 0.5884 0.139 Uiso 1 1 calc R U . . .
H19C H 0.1613 0.5201 0.5536 0.139 Uiso 1 1 calc R U . . .
C20 C 0.0382(4) 0.5044(4) 0.4273(5) 0.080(3) Uani 1 1 d . . . . .
H20A H 0.0560 0.5503 0.4145 0.121 Uiso 1 1 calc R U . . .
H20B H 0.0202 0.5215 0.4607 0.121 Uiso 1 1 calc R U . . .
H20C H 0.0055 0.4804 0.3754 0.121 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.891(3) . ?
Cu1 O2 1.904(3) . ?
Cu1 N2 2.000(5) . ?
Cu1 N1 2.010(5) . ?
Cu1 Cu1 2.9608(14) 2_656 ?
Cu2 O4 1.906(3) . ?
Cu2 O3 1.910(3) . ?
Cu2 N3 2.007(5) . ?
Cu2 N4 2.017(5) . ?
Cu2 Cu2 2.9902(14) 2 ?
P1 F6 1.496(6) . ?
P1 F3 1.539(6) . ?
P1 F1 1.541(5) . ?
P1 F5 1.543(6) . ?
P1 F4 1.583(5) . ?
P1 F2 1.592(5) . ?
P2 F9 1.530(5) . ?
P2 F10 1.541(5) . ?
P2 F8 1.553(5) . ?
P2 F7 1.560(5) . ?
P2 F12 1.560(5) . ?
P2 F11 1.578(5) . ?
O1 Cu1 1.891(3) 2_656 ?
O1 H1A 0.9500 . ?
O2 Cu1 1.904(3) 2_656 ?
O2 H2D 0.9500 . ?
O3 Cu2 1.910(3) 2 ?
O3 H3D 0.9500 . ?
O4 Cu2 1.906(3) 2 ?
O4 H4D 0.9500 . ?
N1 C5 1.485(7) . ?
N1 C1 1.516(7) . ?
N1 H1 1.0000 . ?
N2 C6 1.490(8) . ?
N2 C7 1.511(8) . ?
N2 H2 1.0000 . ?
N3 C15 1.486(7) . ?
N3 C11 1.517(7) . ?
N3 H3 1.0000 . ?
N4 C16 1.477(7) . ?
N4 C17 1.504(7) . ?
N4 H4 1.0000 . ?
C1 C4 1.509(9) . ?
C1 C3 1.520(9) . ?
C1 C2 1.526(9) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.489(9) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C9 1.497(10) . ?
C7 C10 1.507(10) . ?
C7 C8 1.537(10) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C13 1.508(9) . ?
C11 C14 1.520(9) . ?
C11 C12 1.532(9) . ?
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 . ?
C15 C16 1.494(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.521(9) . ?
C17 C20 1.522(10) . ?
C17 C19 1.528(9) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O2 77.44(17) . . ?
O1 Cu1 N2 150.66(15) . . ?
O2 Cu1 N2 105.2(2) . . ?
O1 Cu1 N1 104.22(17) . . ?
O2 Cu1 N1 147.97(15) . . ?
N2 Cu1 N1 88.8(2) . . ?
O1 Cu1 Cu1 38.47(12) . 2_656 ?
O2 Cu1 Cu1 38.98(12) . 2_656 ?
N2 Cu1 Cu1 136.82(15) . 2_656 ?
N1 Cu1 Cu1 134.32(14) . 2_656 ?
O4 Cu2 O3 76.80(18) . . ?
O4 Cu2 N3 151.88(15) . . ?
O3 Cu2 N3 105.07(17) . . ?
O4 Cu2 N4 104.34(18) . . ?
O3 Cu2 N4 149.84(15) . . ?
N3 Cu2 N4 88.00(19) . . ?
O4 Cu2 Cu2 38.32(13) . 2 ?
O3 Cu2 Cu2 38.48(12) . 2 ?
N3 Cu2 Cu2 136.83(13) . 2 ?
N4 Cu2 Cu2 135.15(14) . 2 ?
F6 P1 F3 92.5(5) . . ?
F6 P1 F1 92.4(4) . . ?
F3 P1 F1 90.5(4) . . ?
F6 P1 F5 91.3(5) . . ?
F3 P1 F5 176.0(4) . . ?
F1 P1 F5 90.4(4) . . ?
F6 P1 F4 93.3(4) . . ?
F3 P1 F4 90.3(4) . . ?
F1 P1 F4 174.2(4) . . ?
F5 P1 F4 88.4(4) . . ?
F6 P1 F2 177.9(4) . . ?
F3 P1 F2 86.8(4) . . ?
F1 P1 F2 89.6(3) . . ?
F5 P1 F2 89.4(4) . . ?
F4 P1 F2 84.7(3) . . ?
F9 P2 F10 91.7(4) . . ?
F9 P2 F8 91.0(4) . . ?
F10 P2 F8 176.8(4) . . ?
F9 P2 F7 90.1(3) . . ?
F10 P2 F7 88.8(3) . . ?
F8 P2 F7 93.0(3) . . ?
F9 P2 F12 177.9(4) . . ?
F10 P2 F12 90.2(3) . . ?
F8 P2 F12 87.1(4) . . ?
F7 P2 F12 90.9(3) . . ?
F9 P2 F11 90.0(3) . . ?
F10 P2 F11 91.1(3) . . ?
F8 P2 F11 87.0(3) . . ?
F7 P2 F11 179.9(4) . . ?
F12 P2 F11 89.0(3) . . ?
Cu1 O1 Cu1 103.1(2) 2_656 . ?
Cu1 O1 H1A 128.5 2_656 . ?
Cu1 O1 H1A 128.5 . . ?
Cu1 O2 Cu1 102.0(2) 2_656 . ?
Cu1 O2 H2D 129.0 2_656 . ?
Cu1 O2 H2D 129.0 . . ?
Cu2 O3 Cu2 103.0(2) . 2 ?
Cu2 O3 H3D 128.5 . . ?
Cu2 O3 H3D 128.5 2 . ?
Cu2 O4 Cu2 103.4(3) . 2 ?
Cu2 O4 H4D 128.3 . . ?
Cu2 O4 H4D 128.3 2 . ?
C5 N1 C1 114.8(5) . . ?
C5 N1 Cu1 105.1(4) . . ?
C1 N1 Cu1 116.0(4) . . ?
C5 N1 H1 106.8 . . ?
C1 N1 H1 106.8 . . ?
Cu1 N1 H1 106.8 . . ?
C6 N2 C7 114.3(6) . . ?
C6 N2 Cu1 103.7(4) . . ?
C7 N2 Cu1 118.3(4) . . ?
C6 N2 H2 106.6 . . ?
C7 N2 H2 106.6 . . ?
Cu1 N2 H2 106.6 . . ?
C15 N3 C11 114.2(5) . . ?
C15 N3 Cu2 104.8(3) . . ?
C11 N3 Cu2 117.5(4) . . ?
C15 N3 H3 106.5 . . ?
C11 N3 H3 106.5 . . ?
Cu2 N3 H3 106.5 . . ?
C16 N4 C17 114.3(5) . . ?
C16 N4 Cu2 105.2(3) . . ?
C17 N4 Cu2 117.4(4) . . ?
C16 N4 H4 106.4 . . ?
C17 N4 H4 106.4 . . ?
Cu2 N4 H4 106.4 . . ?
C4 C1 N1 108.6(5) . . ?
C4 C1 C3 109.6(6) . . ?
N1 C1 C3 106.9(5) . . ?
C4 C1 C2 112.1(6) . . ?
N1 C1 C2 109.9(6) . . ?
C3 C1 C2 109.6(6) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 110.6(5) . . ?
N1 C5 H5A 109.5 . . ?
C6 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
C5 C6 N2 109.6(5) . . ?
C5 C6 H6A 109.8 . . ?
N2 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
N2 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
C9 C7 C10 109.2(7) . . ?
C9 C7 N2 110.4(6) . . ?
C10 C7 N2 107.4(6) . . ?
C9 C7 C8 113.4(7) . . ?
C10 C7 C8 108.1(7) . . ?
N2 C7 C8 108.2(6) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C11 N3 107.2(5) . . ?
C13 C11 C14 110.8(6) . . ?
N3 C11 C14 108.1(5) . . ?
C13 C11 C12 109.4(6) . . ?
N3 C11 C12 109.6(5) . . ?
C14 C11 C12 111.6(6) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N3 C15 C16 109.3(5) . . ?
N3 C15 H15A 109.8 . . ?
C16 C15 H15A 109.8 . . ?
N3 C15 H15B 109.8 . . ?
C16 C15 H15B 109.8 . . ?
H15A C15 H15B 108.3 . . ?
N4 C16 C15 109.8(5) . . ?
N4 C16 H16A 109.7 . . ?
C15 C16 H16A 109.7 . . ?
N4 C16 H16B 109.7 . . ?
C15 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
N4 C17 C18 108.6(5) . . ?
N4 C17 C20 106.4(6) . . ?
C18 C17 C20 110.1(6) . . ?
N4 C17 C19 110.8(6) . . ?
C18 C17 C19 110.8(6) . . ?
C20 C17 C19 110.0(6) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Cu1 O1 Cu1 0.001(0) . . . 2_656 ?
N2 Cu1 O1 Cu1 98.8(4) . . . 2_656 ?
N1 Cu1 O1 Cu1 -147.09(15) . . . 2_656 ?
C5 N1 C1 C4 -72.9(7) . . . . ?
Cu1 N1 C1 C4 50.0(6) . . . . ?
C5 N1 C1 C3 168.9(5) . . . . ?
Cu1 N1 C1 C3 -68.2(6) . . . . ?
C5 N1 C1 C2 50.0(7) . . . . ?
Cu1 N1 C1 C2 172.9(5) . . . . ?
C1 N1 C5 C6 162.8(6) . . . . ?
Cu1 N1 C5 C6 34.1(7) . . . . ?
N1 C5 C6 N2 -53.5(8) . . . . ?
C7 N2 C6 C5 172.8(6) . . . . ?
Cu1 N2 C6 C5 42.6(6) . . . . ?
C6 N2 C7 C9 -69.6(8) . . . . ?
Cu1 N2 C7 C9 53.0(8) . . . . ?
C6 N2 C7 C10 171.5(6) . . . . ?
Cu1 N2 C7 C10 -65.9(7) . . . . ?
C6 N2 C7 C8 55.0(8) . . . . ?
Cu1 N2 C7 C8 177.6(6) . . . . ?
C15 N3 C11 C13 167.6(5) . . . . ?
Cu2 N3 C11 C13 -69.0(6) . . . . ?
C15 N3 C11 C14 -72.9(7) . . . . ?
Cu2 N3 C11 C14 50.6(7) . . . . ?
C15 N3 C11 C12 49.0(7) . . . . ?
Cu2 N3 C11 C12 172.4(5) . . . . ?
C11 N3 C15 C16 170.4(5) . . . . ?
Cu2 N3 C15 C16 40.4(6) . . . . ?
C17 N4 C16 C15 168.3(5) . . . . ?
Cu2 N4 C16 C15 38.1(6) . . . . ?
N3 C15 C16 N4 -54.4(7) . . . . ?
C16 N4 C17 C18 -74.4(7) . . . . ?
Cu2 N4 C17 C18 49.5(7) . . . . ?
C16 N4 C17 C20 167.1(5) . . . . ?
Cu2 N4 C17 C20 -69.0(6) . . . . ?
C16 N4 C17 C19 47.5(8) . . . . ?
Cu2 N4 C17 C19 171.4(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 F8 1.00 2.39 3.270(9) 145.8 7_556
C20 H20C O4 0.98 2.39 3.157(8) 134.3 .
C16 H16A F8 0.99 2.51 3.354(9) 143.2 7_556
C15 H15B F8 0.99 2.64 3.530(9) 150.3 .
C13 H13C O3 0.98 2.42 3.192(8) 135.7 .
C10 H10C O2 0.98 2.40 3.153(9) 133.5 .
C5 H5A F4 0.99 2.64 3.410(9) 135.0 7_666
C3 H3C O1 0.98 2.49 3.193(7) 128.7 .
O3 H3D F9 0.95 2.34 3.020(6) 127.7 8_455
O3 H3D F9 0.95 2.34 3.020(6) 127.7 7_556
O2 H2D F5 0.95 2.50 3.201(7) 130.7 8_466
O2 H2D F5 0.95 2.50 3.201(7) 130.7 7_666
C20 H20C O4 0.98 2.39 3.157(8) 134.3 .
C16 H16A F8 0.99 2.51 3.354(9) 143.2 7_556
C15 H15B F8 0.99 2.64 3.530(9) 150.3 .
C13 H13C O3 0.98 2.42 3.192(8) 135.7 .
C10 H10C O2 0.98 2.40 3.153(9) 133.5 .
C5 H5A F4 0.99 2.64 3.410(9) 135.0 7_666
C3 H3C O1 0.98 2.49 3.193(7) 128.7 .
O2 H2D F5 0.95 2.50 3.201(7) 130.7 7_666
O2 H2D F5 0.95 2.50 3.201(7) 130.7 8_466
O3 H3D F9 0.95 2.34 3.020(6) 127.7 7_556
O3 H3D F9 0.95 2.34 3.020(6) 127.7 8_455
C3 H3C O1 0.98 2.49 3.193(7) 128.7 .
C5 H5A F4 0.99 2.64 3.410(9) 135.0 7_666
C10 H10C O2 0.98 2.40 3.153(9) 133.5 .
C13 H13C O3 0.98 2.42 3.192(8) 135.7 .
C15 H15B F8 0.99 2.64 3.530(9) 150.3 .
C16 H16A F8 0.99 2.51 3.354(9) 143.2 7_556
C20 H20C O4 0.98 2.39 3.157(8) 134.3 .

_refine_diff_density_max         0.895
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.112

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_proppe1b
_database_code_depnum_ccdc_archive 'CCDC 1051252'

_audit_update_record             
;
2015-02-25 deposited with the CCDC.
2015-03-16 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H30 Cu N2 O4'
_chemical_formula_sum            'C14 H30 Cu N2 O4'
_chemical_formula_weight         353.94

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'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                   15.876(4)
_cell_length_b                   11.938(3)
_cell_length_c                   12.088(6)
_cell_angle_alpha                90
_cell_angle_beta                 129.534(3)
_cell_angle_gamma                90
_cell_volume                     1766.9(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6748
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.98

_exptl_crystal_description       rhomb
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          1.14
_exptl_crystal_size_mid          0.558
_exptl_crystal_size_min          0.422
_exptl_absorpt_coefficient_mu    1.252
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5195
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           ?

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9419
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.383
_diffrn_reflns_theta_max         27.978
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2002
_reflns_number_gt                1867
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0341P)²+1.6777P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2002
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0235
_refine_ls_wR_factor_ref         0.0666
_refine_ls_wR_factor_gt          0.0649
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.12360(2) 0.2500 0.01832(9) Uani 1 2 d S T P . .
O1 O 0.39536(8) 0.00669(9) 0.13331(11) 0.0219(2) Uani 1 1 d . . . . .
O2 O 0.25849(9) 0.12321(9) 0.05686(14) 0.0312(3) Uani 1 1 d . . . . .
N1 N 0.54893(10) 0.24665(10) 0.39544(12) 0.0196(2) Uani 1 1 d . . . . .
H1A H 0.6274 0.2571 0.4491 0.024 Uiso 1 1 calc R U . . .
C1 C 0.53331(12) 0.22698(13) 0.50466(15) 0.0234(3) Uani 1 1 d . . . . .
C2 C 0.61192(16) 0.13513(15) 0.60460(18) 0.0346(4) Uani 1 1 d . . . . .
H2A H 0.6853 0.1576 0.6490 0.052 Uiso 1 1 calc R U . . .
H2B H 0.5948 0.0676 0.5508 0.052 Uiso 1 1 calc R U . . .
H2C H 0.6054 0.1220 0.6772 0.052 Uiso 1 1 calc R U . . .
C3 C 0.55930(16) 0.33279(15) 0.59202(19) 0.0342(4) Uani 1 1 d . . . . .
H3A H 0.6310 0.3588 0.6329 0.051 Uiso 1 1 calc R U . . .
H3B H 0.5566 0.3164 0.6675 0.051 Uiso 1 1 calc R U . . .
H3C H 0.5066 0.3897 0.5307 0.051 Uiso 1 1 calc R U . . .
C4 C 0.41642(14) 0.19044(15) 0.42856(18) 0.0314(3) Uani 1 1 d . . . . .
H4A H 0.3987 0.1282 0.3668 0.047 Uiso 1 1 calc R U . . .
H4B H 0.3677 0.2515 0.3724 0.047 Uiso 1 1 calc R U . . .
H4C H 0.4089 0.1686 0.4983 0.047 Uiso 1 1 calc R U . . .
C5 C 0.49435(13) 0.34791(12) 0.30729(16) 0.0228(3) Uani 1 1 d . . . . .
H5A H 0.5281 0.4145 0.3664 0.027 Uiso 1 1 calc R U . . .
H5B H 0.4178 0.3475 0.2639 0.027 Uiso 1 1 calc R U . . .
C6 C 0.29397(12) 0.03015(12) 0.06148(15) 0.0219(3) Uani 1 1 d . . . . .
C7 C 0.21738(13) -0.06680(15) -0.0209(2) 0.0352(4) Uani 1 1 d . . . . .
H7A H 0.1581 -0.0625 -0.0186 0.053 Uiso 1 1 calc R U . . .
H7B H 0.2561 -0.1359 0.0219 0.053 Uiso 1 1 calc R U . . .
H7C H 0.1890 -0.0638 -0.1186 0.053 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.9272(11) . ?
Cu1 O1 1.9273(11) 2_655 ?
Cu1 N1 2.0282(13) . ?
Cu1 N1 2.0282(13) 2_655 ?
O1 C6 1.2823(18) . ?
O2 C6 1.2306(19) . ?
N1 C5 1.4738(18) . ?
N1 C1 1.5088(19) . ?
N1 H1A 0.9800 . ?
C1 C2 1.517(2) . ?
C1 C4 1.519(2) . ?
C1 C3 1.525(2) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C5 1.506(3) 2_655 ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.506(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 87.19(6) . 2_655 ?
O1 Cu1 N1 146.62(5) . . ?
O1 Cu1 N1 102.36(5) 2_655 . ?
O1 Cu1 N1 102.36(5) . 2_655 ?
O1 Cu1 N1 146.63(5) 2_655 2_655 ?
N1 Cu1 N1 87.18(8) . 2_655 ?
C6 O1 Cu1 117.59(9) . . ?
C5 N1 C1 114.32(11) . . ?
C5 N1 Cu1 104.05(9) . . ?
C1 N1 Cu1 117.40(9) . . ?
C5 N1 H1A 106.8 . . ?
C1 N1 H1A 106.8 . . ?
Cu1 N1 H1A 106.8 . . ?
N1 C1 C2 107.42(12) . . ?
N1 C1 C4 109.44(12) . . ?
C2 C1 C4 110.09(14) . . ?
N1 C1 C3 110.75(13) . . ?
C2 C1 C3 108.94(14) . . ?
C4 C1 C3 110.17(13) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C5 107.80(10) . 2_655 ?
N1 C5 H5A 110.1 . . ?
C5 C5 H5A 110.1 2_655 . ?
N1 C5 H5B 110.1 . . ?
C5 C5 H5B 110.1 2_655 . ?
H5A C5 H5B 108.5 . . ?
O2 C6 O1 124.68(14) . . ?
O2 C6 C7 120.67(14) . . ?
O1 C6 C7 114.64(13) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

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
C5 N1 C1 C2 -168.73(13) . . . . ?
Cu1 N1 C1 C2 68.97(14) . . . . ?
C5 N1 C1 C4 71.78(16) . . . . ?
Cu1 N1 C1 C4 -50.53(15) . . . . ?
C5 N1 C1 C3 -49.88(17) . . . . ?
Cu1 N1 C1 C3 -172.18(11) . . . . ?
C1 N1 C5 C5 -173.05(13) . . . 2_655 ?
Cu1 N1 C5 C5 -43.73(15) . . . 2_655 ?
Cu1 O1 C6 O2 3.3(2) . . . . ?
Cu1 O1 C6 C7 -176.89(11) . . . . ?

_refine_diff_density_max         0.283
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.065

_shelxl_version_number           2014-3

