# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_1
_audit_block_doi                 10.5517/cc117shk
_database_code_depnum_ccdc_archive 'CCDC 960798'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C4NJ01898B 2015
_audit_update_record             
;
2014-11-23 deposited with the CCDC.	2020-05-28 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         'C17 H15 Cu N7 O8'

_chemical_formula_sum            
'C17 H15 Cu N7 O8'

_chemical_formula_weight         508.90



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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'



_symmetry_cell_setting           Monoclinic

_symmetry_space_group_name_H-M   P2(1)/n



loop_

_symmetry_equiv_pos_as_xyz




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



_cell_length_a                   12.4021(12)

_cell_length_b                   12.3286(12)

_cell_length_c                   13.1324(13)

_cell_angle_alpha                90.00

_cell_angle_beta                 105.5440(10)

_cell_angle_gamma                90.00

_cell_volume                     1934.5(3)

_cell_formula_units_Z            4

_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    6713

_cell_measurement_theta_min      2.37

_cell_measurement_theta_max      27.94



_exptl_crystal_description       block

_exptl_crystal_colour            blue

_exptl_crystal_size_max          0.49

_exptl_crystal_size_mid          0.35

_exptl_crystal_size_min          0.19

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.747

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1036

_exptl_absorpt_coefficient_mu    1.196

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.5919

_exptl_absorpt_correction_T_max  0.8047

_exptl_absorpt_process_details   sadabs



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      296(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         ?

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        ?

_diffrn_reflns_number            14340

_diffrn_reflns_av_R_equivalents  0.0243

_diffrn_reflns_av_sigmaI/netI    0.0210

_diffrn_reflns_limit_h_min       -14

_diffrn_reflns_limit_h_max       15

_diffrn_reflns_limit_k_min       -14

_diffrn_reflns_limit_k_max       14

_diffrn_reflns_limit_l_min       -15

_diffrn_reflns_limit_l_max       15

_diffrn_reflns_theta_min         2.37

_diffrn_reflns_theta_max         25.50

_reflns_number_total             3589

_reflns_number_gt                3060

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0449P)²+1.5048P] 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         3589

_refine_ls_number_parameters     299

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0360

_refine_ls_R_factor_gt           0.0288

_refine_ls_wR_factor_ref         0.0830

_refine_ls_wR_factor_gt          0.0772

_refine_ls_goodness_of_fit_ref   1.001

_refine_ls_restrained_S_all      1.001

_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 0.08168(2) 1.00915(2) 0.13726(2) 0.02837(10) Uani 1 1 d . . .
N1 N 0.43795(17) 1.01988(15) 0.73596(14) 0.0309(4) Uani 1 1 d . . .
N2 N -0.02623(17) 1.03957(15) 0.22089(15) 0.0314(4) Uani 1 1 d . . .
N3 N -0.10906(17) 1.11570(16) 0.32787(15) 0.0338(4) Uani 1 1 d . . .
N4 N -0.1203(3) 1.00742(18) 0.3413(2) 0.0554(7) Uani 1 1 d . . .
N5 N 0.18933(16) 0.97736(15) 0.05453(15) 0.0311(4) Uani 1 1 d . . .
N6 N 0.3045(2) 0.99706(18) -0.0490(2) 0.0490(6) Uani 1 1 d . . .
N7 N 0.29117(17) 0.89013(17) -0.02777(16) 0.0371(5) Uani 1 1 d . . .
O1 O 0.20186(14) 0.97577(13) 0.27707(13) 0.0381(4) Uani 1 1 d . . .
O2 O 0.26831(18) 1.13168(13) 0.35583(14) 0.0515(5) Uani 1 1 d . . .
O3 O 0.25145(14) 0.73888(13) 0.31736(12) 0.0350(4) Uani 1 1 d . . .
H3 H 0.2417 0.7090 0.2598 0.052 Uiso 1 1 calc R . .
O4 O 0.38871(14) 0.82700(13) 0.26894(12) 0.0358(4) Uani 1 1 d . . .
O5 O 0.46039(13) 0.65417(11) 0.43456(11) 0.0292(3) Uani 1 1 d . . .
O6 O 0.51253(14) 0.64775(12) 0.61121(12) 0.0321(4) Uani 1 1 d . . .
O7 O 0.50241(18) 0.97650(15) 0.81110(13) 0.0478(5) Uani 1 1 d . . .
O8 O 0.38807(15) 1.10477(13) 0.73975(13) 0.0417(4) Uani 1 1 d . . .
C1 C 0.32798(17) 0.96858(16) 0.44635(16) 0.0216(4) Uani 1 1 d . . .
C2 C 0.36290(16) 0.86140(16) 0.43878(15) 0.0203(4) Uani 1 1 d . . .
C3 C 0.42864(16) 0.80849(15) 0.52909(15) 0.0203(4) Uani 1 1 d . . .
C4 C 0.45527(17) 0.86151(16) 0.62672(16) 0.0228(4) Uani 1 1 d . . .
H4 H 0.4985 0.8274 0.6871 0.027 Uiso 1 1 calc R . .
C5 C 0.41598(17) 0.96564(16) 0.63166(16) 0.0230(4) Uani 1 1 d . . .
C6 C 0.35550(18) 1.02049(16) 0.54391(17) 0.0247(4) Uani 1 1 d . . .
H6 H 0.3331 1.0917 0.5497 0.030 Uiso 1 1 calc R . .
C7 C 0.25967(19) 1.03091(18) 0.35099(17) 0.0276(5) Uani 1 1 d . . .
C8 C 0.33558(18) 0.80695(16) 0.33155(16) 0.0259(5) Uani 1 1 d . . .
C9 C 0.47099(17) 0.69383(15) 0.52498(16) 0.0226(4) Uani 1 1 d . . .
C10 C -0.0698(3) 0.9657(2) 0.2749(2) 0.0535(8) Uani 1 1 d . . .
H10 H -0.0643 0.8914 0.2656 0.064 Uiso 1 1 calc R . .
C11 C -0.05300(19) 1.13278(18) 0.25639(18) 0.0325(5) Uani 1 1 d . . .
H11 H -0.0352 1.2007 0.2346 0.039 Uiso 1 1 calc R . .
C12 C -0.1446(2) 1.1921(2) 0.3985(2) 0.0400(6) Uani 1 1 d . . .
H12A H -0.2081 1.1621 0.4188 0.048 Uiso 1 1 calc R . .
H12B H -0.1681 1.2596 0.3612 0.048 Uiso 1 1 calc R . .
C13 C -0.0509(2) 1.2144(2) 0.4962(2) 0.0435(6) Uani 1 1 d . . .
H13A H -0.0137 1.1468 0.5226 0.052 Uiso 1 1 calc R . .
H13B H -0.0815 1.2447 0.5506 0.052 Uiso 1 1 calc R . .
C14 C 0.2246(2) 0.8807(2) 0.03485(19) 0.0363(5) Uani 1 1 d . . .
H14 H 0.2053 0.8156 0.0612 0.044 Uiso 1 1 calc R . .
C15 C 0.2418(2) 1.0455(2) 0.0023(2) 0.0433(6) Uani 1 1 d . . .
H15 H 0.2338 1.1204 0.0031 0.052 Uiso 1 1 calc R . .
C16 C 0.3602(2) 0.8061(2) -0.0594(2) 0.0463(6) Uani 1 1 d . . .
H16A H 0.3774 0.8273 -0.1244 0.056 Uiso 1 1 calc R . .
H16B H 0.3196 0.7380 -0.0717 0.056 Uiso 1 1 calc R . .
C17 C 0.4668(2) 0.7927(3) 0.0276(2) 0.0531(7) Uani 1 1 d . . .
H17A H 0.4477 0.7682 0.0908 0.064 Uiso 1 1 calc R . .
H17B H 0.5022 0.8632 0.0431 0.064 Uiso 1 1 calc R . .






_geom_special_details            
;

 All esds (except the esd in the dihedral angle between two l.s. planes)

 are estimated using the full covariance matrix.  The cell esds are taken

 into account individually in the estimation of esds in distances, angles

 and torsion angles; correlations between esds in cell parameters are only

 used when they are defined by crystal symmetry.  An approximate (isotropic)

 treatment of cell esds is used for estimating esds involving l.s. planes.

;



loop_

_geom_bond_atom_site_label_1

_geom_bond_atom_site_label_2

_geom_bond_distance

_geom_bond_site_symmetry_2

_geom_bond_publ_flag
























































Cu1 N5 1.973(2) . ?
Cu1 N2 1.9812(19) . ?
Cu1 O5 2.0234(14) 2 ?
Cu1 O1 2.0725(15) . ?
Cu1 O6 2.1064(14) 4_575 ?
N1 O7 1.215(3) . ?
N1 O8 1.224(2) . ?
N1 C5 1.482(3) . ?
N2 C11 1.316(3) . ?
N2 C10 1.352(3) . ?
N3 C11 1.326(3) . ?
N3 N4 1.359(3) . ?
N3 C12 1.470(3) . ?
N4 C10 1.307(4) . ?
N5 C14 1.319(3) . ?
N5 C15 1.356(3) . ?
N6 C15 1.302(4) . ?
N6 N7 1.367(3) . ?
N7 C14 1.318(3) . ?
N7 C16 1.472(3) . ?
O1 C7 1.243(3) . ?
O2 C7 1.247(3) . ?
O3 C8 1.313(3) . ?
O3 H3 0.8200 . ?
O4 C8 1.209(3) . ?
O5 C9 1.258(2) . ?
O5 Cu1 2.0234(14) 2_545 ?
O6 C9 1.248(2) . ?
O6 Cu1 2.1064(14) 4_676 ?
C1 C6 1.390(3) . ?
C1 C2 1.402(3) . ?
C1 C7 1.519(3) . ?
C2 C3 1.407(3) . ?
C2 C8 1.514(3) . ?
C3 C4 1.398(3) . ?
C3 C9 1.514(3) . ?
C4 C5 1.381(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(3) . ?
C6 H6 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.507(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C17 1.515(4) 2 ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.508(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C13 1.515(4) 2_545 ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?



loop_

_geom_angle_atom_site_label_1

_geom_angle_atom_site_label_2

_geom_angle_atom_site_label_3

_geom_angle

_geom_angle_site_symmetry_1

_geom_angle_site_symmetry_3

_geom_angle_publ_flag






























































































N5 Cu1 N2 179.42(8) . . ?
N5 Cu1 O5 92.69(7) . 2 ?
N2 Cu1 O5 87.88(7) . 2 ?
N5 Cu1 O1 90.93(8) . . ?
N2 Cu1 O1 88.78(8) . . ?
O5 Cu1 O1 128.52(6) 2 . ?
N5 Cu1 O6 91.96(7) . 4_575 ?
N2 Cu1 O6 87.58(7) . 4_575 ?
O5 Cu1 O6 133.85(6) 2 4_575 ?
O1 Cu1 O6 97.26(6) . 4_575 ?
O7 N1 O8 124.97(19) . . ?
O7 N1 C5 118.03(18) . . ?
O8 N1 C5 116.99(18) . . ?
C11 N2 C10 103.2(2) . . ?
C11 N2 Cu1 129.33(16) . . ?
C10 N2 Cu1 125.98(18) . . ?
C11 N3 N4 109.8(2) . . ?
C11 N3 C12 130.3(2) . . ?
N4 N3 C12 119.31(19) . . ?
C10 N4 N3 102.4(2) . . ?
C14 N5 C15 103.4(2) . . ?
C14 N5 Cu1 126.60(16) . . ?
C15 N5 Cu1 130.01(17) . . ?
C15 N6 N7 102.4(2) . . ?
C14 N7 N6 110.1(2) . . ?
C14 N7 C16 128.5(2) . . ?
N6 N7 C16 120.6(2) . . ?
C7 O1 Cu1 135.28(15) . . ?
C8 O3 H3 109.5 . . ?
C9 O5 Cu1 137.06(14) . 2_545 ?
C9 O6 Cu1 128.06(13) . 4_676 ?
C6 C1 C2 119.65(18) . . ?
C6 C1 C7 118.15(18) . . ?
C2 C1 C7 122.19(18) . . ?
C3 C2 C1 119.83(17) . . ?
C3 C2 C8 120.88(17) . . ?
C1 C2 C8 119.16(17) . . ?
C4 C3 C2 119.84(18) . . ?
C4 C3 C9 118.06(17) . . ?
C2 C3 C9 122.09(17) . . ?
C5 C4 C3 118.58(18) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C6 C5 C4 122.60(19) . . ?
C6 C5 N1 118.50(18) . . ?
C4 C5 N1 118.89(18) . . ?
C5 C6 C1 119.39(19) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
O1 C7 O2 127.5(2) . . ?
O1 C7 C1 116.40(19) . . ?
O2 C7 C1 116.1(2) . . ?
O4 C8 O3 126.3(2) . . ?
O4 C8 C2 120.99(19) . . ?
O3 C8 C2 112.74(18) . . ?
O6 C9 O5 126.35(19) . . ?
O6 C9 C3 117.09(17) . . ?
O5 C9 C3 116.56(17) . . ?
N4 C10 N2 114.5(2) . . ?
N4 C10 H10 122.7 . . ?
N2 C10 H10 122.7 . . ?
N2 C11 N3 110.0(2) . . ?
N2 C11 H11 125.0 . . ?
N3 C11 H11 125.0 . . ?
N3 C12 C13 111.1(2) . . ?
N3 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
N3 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 C17 110.9(2) . 2 ?
C12 C13 H13A 109.5 . . ?
C17 C13 H13A 109.5 2 . ?
C12 C13 H13B 109.5 . . ?
C17 C13 H13B 109.5 2 . ?
H13A C13 H13B 108.0 . . ?
N7 C14 N5 109.8(2) . . ?
N7 C14 H14 125.1 . . ?
N5 C14 H14 125.1 . . ?
N6 C15 N5 114.3(2) . . ?
N6 C15 H15 122.8 . . ?
N5 C15 H15 122.8 . . ?
N7 C16 C17 108.7(2) . . ?
N7 C16 H16A 109.9 . . ?
C17 C16 H16A 109.9 . . ?
N7 C16 H16B 109.9 . . ?
C17 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
C16 C17 C13 115.2(2) . 2_545 ?
C16 C17 H17A 108.5 . . ?
C13 C17 H17A 108.5 2_545 . ?
C16 C17 H17B 108.5 . . ?
C13 C17 H17B 108.5 2_545 . ?
H17A C17 H17B 107.5 . . ?



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


















































































N5 Cu1 N2 C11 155(8) . . . . ?
O5 Cu1 N2 C11 -34.0(2) 2 . . . ?
O1 Cu1 N2 C11 94.7(2) . . . . ?
O6 Cu1 N2 C11 -168.0(2) 4_575 . . . ?
N5 Cu1 N2 C10 -9(8) . . . . ?
O5 Cu1 N2 C10 162.5(2) 2 . . . ?
O1 Cu1 N2 C10 -68.8(2) . . . . ?
O6 Cu1 N2 C10 28.5(2) 4_575 . . . ?
C11 N3 N4 C10 -0.4(3) . . . . ?
C12 N3 N4 C10 -173.1(2) . . . . ?
N2 Cu1 N5 C14 15(8) . . . . ?
O5 Cu1 N5 C14 -156.8(2) 2 . . . ?
O1 Cu1 N5 C14 74.6(2) . . . . ?
O6 Cu1 N5 C14 -22.7(2) 4_575 . . . ?
N2 Cu1 N5 C15 -168(8) . . . . ?
O5 Cu1 N5 C15 21.0(2) 2 . . . ?
O1 Cu1 N5 C15 -107.6(2) . . . . ?
O6 Cu1 N5 C15 155.1(2) 4_575 . . . ?
C15 N6 N7 C14 -1.1(3) . . . . ?
C15 N6 N7 C16 -171.8(2) . . . . ?
N5 Cu1 O1 C7 106.0(2) . . . . ?
N2 Cu1 O1 C7 -74.6(2) . . . . ?
O5 Cu1 O1 C7 11.8(3) 2 . . . ?
O6 Cu1 O1 C7 -162.0(2) 4_575 . . . ?
C6 C1 C2 C3 -2.2(3) . . . . ?
C7 C1 C2 C3 178.25(19) . . . . ?
C6 C1 C2 C8 -178.08(19) . . . . ?
C7 C1 C2 C8 2.3(3) . . . . ?
C1 C2 C3 C4 2.4(3) . . . . ?
C8 C2 C3 C4 178.28(18) . . . . ?
C1 C2 C3 C9 -178.50(18) . . . . ?
C8 C2 C3 C9 -2.7(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C9 C3 C4 C5 -179.24(18) . . . . ?
C3 C4 C5 C6 -2.5(3) . . . . ?
C3 C4 C5 N1 176.28(18) . . . . ?
O7 N1 C5 C6 -171.4(2) . . . . ?
O8 N1 C5 C6 9.6(3) . . . . ?
O7 N1 C5 C4 9.8(3) . . . . ?
O8 N1 C5 C4 -169.3(2) . . . . ?
C4 C5 C6 C1 2.8(3) . . . . ?
N1 C5 C6 C1 -176.00(19) . . . . ?
C2 C1 C6 C5 -0.4(3) . . . . ?
C7 C1 C6 C5 179.20(19) . . . . ?
Cu1 O1 C7 O2 -7.9(4) . . . . ?
Cu1 O1 C7 C1 172.31(15) . . . . ?
C6 C1 C7 O1 -153.9(2) . . . . ?
C2 C1 C7 O1 25.7(3) . . . . ?
C6 C1 C7 O2 26.3(3) . . . . ?
C2 C1 C7 O2 -154.1(2) . . . . ?
C3 C2 C8 O4 -98.2(2) . . . . ?
C1 C2 C8 O4 77.6(3) . . . . ?
C3 C2 C8 O3 81.6(2) . . . . ?
C1 C2 C8 O3 -102.6(2) . . . . ?
Cu1 O6 C9 O5 1.2(3) 4_676 . . . ?
Cu1 O6 C9 C3 -179.06(13) 4_676 . . . ?
Cu1 O5 C9 O6 39.9(3) 2_545 . . . ?
Cu1 O5 C9 C3 -139.84(16) 2_545 . . . ?
C4 C3 C9 O6 10.6(3) . . . . ?
C2 C3 C9 O6 -168.52(19) . . . . ?
C4 C3 C9 O5 -169.68(18) . . . . ?
C2 C3 C9 O5 11.2(3) . . . . ?
N3 N4 C10 N2 0.6(4) . . . . ?
C11 N2 C10 N4 -0.5(4) . . . . ?
Cu1 N2 C10 N4 166.4(2) . . . . ?
C10 N2 C11 N3 0.2(3) . . . . ?
Cu1 N2 C11 N3 -166.12(16) . . . . ?
N4 N3 C11 N2 0.1(3) . . . . ?
C12 N3 C11 N2 171.7(2) . . . . ?
C11 N3 C12 C13 -82.7(3) . . . . ?
N4 N3 C12 C13 88.2(3) . . . . ?
N3 C12 C13 C17 77.5(3) . . . 2 ?
N6 N7 C14 N5 1.9(3) . . . . ?
C16 N7 C14 N5 171.7(2) . . . . ?
C15 N5 C14 N7 -1.8(3) . . . . ?
Cu1 N5 C14 N7 176.44(15) . . . . ?
N7 N6 C15 N5 -0.1(3) . . . . ?
C14 N5 C15 N6 1.2(3) . . . . ?
Cu1 N5 C15 N6 -176.97(18) . . . . ?
C14 N7 C16 C17 -81.2(3) . . . . ?
N6 N7 C16 C17 87.7(3) . . . . ?
N7 C16 C17 C13 -175.9(2) . . . 2_545 ?



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

O3 H3 O2 0.82 1.77 2.585(2) 173.0 2_545



_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        25.50

_diffrn_measured_fraction_theta_full 0.997

_refine_diff_density_max         0.479

_refine_diff_density_min         -0.519

_refine_diff_density_rms         0.054
####################################################################### 
# 
# 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_2
_audit_block_doi                 10.5517/cc117skm
_database_code_depnum_ccdc_archive 'CCDC 960800'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C4NJ01898B 2015
_audit_update_record             
;
2014-11-23 deposited with the CCDC.	2020-05-28 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         'C42 H34 Cu2 N14 O18'

_chemical_formula_sum            
'C42 H34 Cu2 N14 O18'

_chemical_formula_weight         1149.91



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'
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



loop_

_symmetry_equiv_pos_as_xyz


'x, y, z'
'-x, -y, -z'



_cell_length_a                   10.272(3)

_cell_length_b                   15.184(4)

_cell_length_c                   16.200(4)

_cell_angle_alpha                100.009(3)

_cell_angle_beta                 99.610(3)

_cell_angle_gamma                108.045(3)

_cell_volume                     2299.2(10)

_cell_formula_units_Z            2

_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    3428

_cell_measurement_theta_min      2.42

_cell_measurement_theta_max      25.27



_exptl_crystal_description       block

_exptl_crystal_colour            blue

_exptl_crystal_size_max          0.37

_exptl_crystal_size_mid          0.32

_exptl_crystal_size_min          0.20

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.661

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1172

_exptl_absorpt_coefficient_mu    1.020

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.7041

_exptl_absorpt_correction_T_max  0.8220

_exptl_absorpt_process_details   sadabs



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      296(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         ?

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        ?

_diffrn_reflns_number            17015

_diffrn_reflns_av_R_equivalents  0.0453

_diffrn_reflns_av_sigmaI/netI    0.0725

_diffrn_reflns_limit_h_min       -12

_diffrn_reflns_limit_h_max       12

_diffrn_reflns_limit_k_min       -18

_diffrn_reflns_limit_k_max       18

_diffrn_reflns_limit_l_min       -19

_diffrn_reflns_limit_l_max       19

_diffrn_reflns_theta_min         2.42

_diffrn_reflns_theta_max         25.49

_reflns_number_total             8454

_reflns_number_gt                5443

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0867P)²+0.0000P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_primary     direct

_atom_sites_solution_secondary   difmap

_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       ?

_refine_ls_number_reflns         8454

_refine_ls_number_parameters     687

_refine_ls_number_restraints     6

_refine_ls_R_factor_all          0.0942

_refine_ls_R_factor_gt           0.0546

_refine_ls_wR_factor_ref         0.1587

_refine_ls_wR_factor_gt          0.1336

_refine_ls_goodness_of_fit_ref   1.011

_refine_ls_restrained_S_all      1.013

_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 0.50034(5) 0.51010(4) 0.11739(3) 0.03428(18) Uani 1 1 d . . .
Cu2 Cu 0.89995(5) 0.93360(4) 0.62574(3) 0.03324(18) Uani 1 1 d . . .
O1 O 0.3715(4) 0.4380(2) 0.2473(2) 0.0640(11) Uani 1 1 d . . .
O2 O 0.5247(3) 0.5751(2) 0.24176(18) 0.0392(8) Uani 1 1 d . . .
O3 O 0.7780(3) 0.6854(2) 0.36959(19) 0.0377(7) Uani 1 1 d . . .
H3 H 0.8119 0.7061 0.3315 0.057 Uiso 1 1 calc R . .
O4 O 0.6411(3) 0.7741(2) 0.34730(18) 0.0372(7) Uani 1 1 d . . .
O5 O 0.7882(3) 0.8170(2) 0.53632(19) 0.0375(7) Uani 1 1 d . . .
O6 O 0.6415(4) 0.8294(3) 0.6195(2) 0.0672(12) Uani 1 1 d . . .
O7 O 0.2700(4) 0.5372(3) 0.6155(2) 0.0722(12) Uani 1 1 d . . .
O8 O 0.1609(4) 0.4347(2) 0.4939(2) 0.0592(10) Uani 1 1 d . . .
O9 O 0.8631(4) 0.9422(2) 0.8015(2) 0.0565(10) Uani 1 1 d . . .
O10 O 0.9795(3) 1.0377(2) 0.7278(2) 0.0405(8) Uani 1 1 d . . .
O11 O 1.2699(3) 1.1771(2) 0.78614(19) 0.0368(7) Uani 1 1 d . . .
H11 H 1.2971 1.1953 0.7452 0.055 Uiso 1 1 calc R . .
O12 O 1.1043(3) 1.2417(2) 0.75051(18) 0.0337(7) Uani 1 1 d . . .
O13 O 1.3319(3) 1.3682(2) 0.8997(2) 0.0428(8) Uani 1 1 d . . .
O14 O 1.3761(3) 1.3852(2) 1.0422(2) 0.0501(9) Uani 1 1 d . . .
O15 O 1.0067(5) 1.2153(3) 1.1649(2) 0.0732(12) Uani 1 1 d . . .
O16 O 0.8641(4) 1.0742(3) 1.0958(3) 0.0708(12) Uani 1 1 d . . .
O17 O 0.3728(5) 0.2427(3) 0.2126(3) 0.0906(14) Uani 1 1 d D . .
H1W H 0.3602 0.2943 0.2327 0.136 Uiso 1 1 d RD . .
H2W H 0.3239 0.1981 0.2319 0.136 Uiso 1 1 d RD . .
O18 O 0.6280(7) 0.8621(5) 0.9393(5) 0.166(3) Uani 1 1 d D . .
H3W H 0.6900 0.8541 0.9811 0.248 Uiso 1 1 d RD . .
H4W H 0.6241 0.8275 0.8910 0.248 Uiso 1 1 d RD . .
N1 N 0.2581(4) 0.5049(3) 0.5389(3) 0.0450(10) Uani 1 1 d . . .
N2 N 0.9608(5) 1.1493(3) 1.1016(3) 0.0483(11) Uani 1 1 d . . .
N3 N 0.3589(4) 0.5687(3) 0.0795(2) 0.0367(9) Uani 1 1 d . . .
N4 N 0.2605(4) 0.6738(3) 0.0647(3) 0.0484(11) Uani 1 1 d . . .
N5 N 0.1562(4) 0.5886(3) 0.0266(3) 0.0518(11) Uani 1 1 d . . .
N6 N 0.7575(4) 1.1421(3) 0.2962(3) 0.0463(11) Uani 1 1 d . . .
N7 N 0.8381(5) 1.2253(3) 0.3535(3) 0.0679(15) Uani 1 1 d . . .
N8 N 0.9520(4) 1.1212(3) 0.3467(2) 0.0382(9) Uani 1 1 d . . .
N9 N 0.6443(4) 0.4522(2) 0.1466(2) 0.0364(9) Uani 1 1 d . . .
N10 N 0.8415(4) 0.4318(3) 0.1922(3) 0.0461(10) Uani 1 1 d . . .
N11 N 0.7479(4) 0.3430(3) 0.1565(3) 0.0590(13) Uani 1 1 d . . .
N12 N 1.2821(4) 0.8851(3) 0.4640(3) 0.0532(12) Uani 1 1 d . . .
N13 N 1.3351(5) 0.9582(3) 0.5369(3) 0.0639(14) Uani 1 1 d . . .
N14 N 1.1835(4) 0.9878(3) 0.4373(2) 0.0423(10) Uani 1 1 d . . .
C1 C 0.4651(4) 0.5635(3) 0.3747(3) 0.0290(10) Uani 1 1 d . . .
C2 C 0.5679(4) 0.6516(3) 0.4208(3) 0.0292(10) Uani 1 1 d . . .
C3 C 0.5683(4) 0.6901(3) 0.5058(3) 0.0287(10) Uani 1 1 d . . .
C4 C 0.4675(4) 0.6405(3) 0.5441(3) 0.0342(11) Uani 1 1 d . . .
H4 H 0.4670 0.6655 0.6006 0.041 Uiso 1 1 calc R . .
C5 C 0.3678(4) 0.5542(3) 0.4982(3) 0.0337(10) Uani 1 1 d . . .
C6 C 0.3653(4) 0.5144(3) 0.4143(3) 0.0332(10) Uani 1 1 d . . .
H6 H 0.2978 0.4556 0.3847 0.040 Uiso 1 1 calc R . .
C7 C 0.4532(5) 0.5203(3) 0.2805(3) 0.0353(11) Uani 1 1 d . . .
C8 C 0.6669(4) 0.7091(3) 0.3753(3) 0.0313(10) Uani 1 1 d . . .
C9 C 0.6723(5) 0.7857(3) 0.5585(3) 0.0338(11) Uani 1 1 d . . .
C10 C 1.0106(4) 1.1004(3) 0.8768(3) 0.0309(10) Uani 1 1 d . . .
C11 C 1.1176(4) 1.1845(3) 0.8795(3) 0.0274(9) Uani 1 1 d . . .
C12 C 1.1833(4) 1.2543(3) 0.9586(3) 0.0279(9) Uani 1 1 d . . .
C13 C 1.1336(4) 1.2403(3) 1.0313(3) 0.0318(10) Uani 1 1 d . . .
H13 H 1.1751 1.2857 1.0835 0.038 Uiso 1 1 calc R . .
C14 C 1.0229(5) 1.1594(3) 1.0261(3) 0.0351(10) Uani 1 1 d . . .
C15 C 0.9622(4) 1.0880(3) 0.9503(3) 0.0343(11) Uani 1 1 d . . .
H15 H 0.8897 1.0325 0.9489 0.041 Uiso 1 1 calc R . .
C16 C 0.9437(5) 1.0185(3) 0.7961(3) 0.0343(11) Uani 1 1 d . . .
C17 C 1.1635(4) 1.2043(3) 0.7986(3) 0.0304(10) Uani 1 1 d . . .
C18 C 1.3067(4) 1.3425(3) 0.9657(3) 0.0312(10) Uani 1 1 d . . .
C19 C 0.3798(5) 0.6610(3) 0.0951(3) 0.0433(12) Uani 1 1 d . . .
H19 H 0.4649 0.7095 0.1230 0.052 Uiso 1 1 calc R . .
C20 C 0.2198(5) 0.5267(3) 0.0375(3) 0.0431(12) Uani 1 1 d . . .
H20 H 0.1746 0.4610 0.0183 0.052 Uiso 1 1 calc R . .
C21 C 0.2251(6) 0.7594(4) 0.0611(5) 0.083(2) Uani 1 1 d . . .
H21A H 0.1396 0.7529 0.0812 0.099 Uiso 1 1 calc R . .
H21B H 0.2055 0.7633 0.0014 0.099 Uiso 1 1 calc R . .
C22 C 0.3382(5) 0.8512(4) 0.1136(4) 0.0527(15) Uani 1 1 d . . .
C23 C 0.3318(6) 0.8926(4) 0.1944(4) 0.0625(16) Uani 1 1 d . . .
H23 H 0.2629 0.8596 0.2196 0.075 Uiso 1 1 calc R . .
C24 C 0.4259(6) 0.9829(4) 0.2400(4) 0.0640(16) Uani 1 1 d . . .
H24 H 0.4202 1.0090 0.2950 0.077 Uiso 1 1 calc R . .
C25 C 0.5260(5) 1.0326(4) 0.2035(4) 0.0522(14) Uani 1 1 d . . .
C26 C 0.5356(6) 0.9903(4) 0.1240(4) 0.0639(16) Uani 1 1 d . . .
H26 H 0.6062 1.0223 0.0995 0.077 Uiso 1 1 calc R . .
C27 C 0.4412(6) 0.8999(4) 0.0792(4) 0.0629(16) Uani 1 1 d . . .
H27 H 0.4492 0.8727 0.0251 0.075 Uiso 1 1 calc R . .
C28 C 0.9533(5) 1.2092(4) 0.3827(4) 0.0620(17) Uani 1 1 d . . .
H28 H 1.0292 1.2541 0.4245 0.074 Uiso 1 1 calc R . .
C29 C 0.8264(5) 1.0815(3) 0.2924(3) 0.0391(11) Uani 1 1 d . . .
H29 H 0.7919 1.0201 0.2569 0.047 Uiso 1 1 calc R . .
C30 C 0.7791(5) 0.4956(3) 0.1859(3) 0.0417(12) Uani 1 1 d . . .
H30 H 0.8236 0.5613 0.2061 0.050 Uiso 1 1 calc R . .
C31 C 0.6303(5) 0.3586(3) 0.1301(4) 0.0535(14) Uani 1 1 d . . .
H31 H 0.5454 0.3098 0.1025 0.064 Uiso 1 1 calc R . .
C32 C 0.9895(5) 0.4437(4) 0.2257(4) 0.074(2) Uani 1 1 d . . .
H32A H 1.0321 0.4327 0.1776 0.089 Uiso 1 1 calc R . .
H32B H 0.9932 0.3961 0.2581 0.089 Uiso 1 1 calc R . .
C33 C 1.0741(5) 0.5417(3) 0.2832(3) 0.0444(13) Uani 1 1 d . . .
C34 C 1.0490(5) 0.5691(4) 0.3625(4) 0.0553(14) Uani 1 1 d . . .
H34 H 0.9751 0.5287 0.3792 0.066 Uiso 1 1 calc R . .
C35 C 1.1325(6) 0.6562(4) 0.4179(4) 0.0570(15) Uani 1 1 d . . .
H35 H 1.1140 0.6733 0.4715 0.068 Uiso 1 1 calc R . .
C36 C 1.2414(5) 0.7174(3) 0.3953(3) 0.0461(13) Uani 1 1 d . . .
C37 C 1.2650(6) 0.6904(4) 0.3148(4) 0.0571(15) Uani 1 1 d . . .
H37 H 1.3380 0.7311 0.2975 0.069 Uiso 1 1 calc R . .
C38 C 1.1809(6) 0.6030(4) 0.2593(3) 0.0520(14) Uani 1 1 d . . .
H38 H 1.1977 0.5862 0.2052 0.062 Uiso 1 1 calc R . .
C39 C 1.3385(6) 0.8068(4) 0.4582(4) 0.075(2) Uani 1 1 d . . .
H39A H 1.3571 0.7938 0.5147 0.090 Uiso 1 1 calc R . .
H39B H 1.4274 0.8268 0.4413 0.090 Uiso 1 1 calc R . .
C40 C 1.1940(5) 0.9033(3) 0.4067(3) 0.0417(12) Uani 1 1 d . . .
H40 H 1.1459 0.8633 0.3526 0.050 Uiso 1 1 calc R . .
C41 C 1.2724(6) 1.0170(4) 0.5174(3) 0.0518(14) Uani 1 1 d . . .
H41 H 1.2871 1.0746 0.5552 0.062 Uiso 1 1 calc R . .
C47 C 0.6172(6) 1.1333(4) 0.2481(5) 0.083(2) Uani 1 1 d . . .
H47A H 0.6286 1.1710 0.2055 0.100 Uiso 1 1 calc R . .
H47B H 0.5700 1.1595 0.2878 0.100 Uiso 1 1 calc R . .






_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 O14 1.972(3) 1_444 ?
Cu1 N9 1.975(4) . ?
Cu1 N3 1.993(4) . ?
Cu1 O2 2.021(3) . ?
Cu1 O13 2.196(3) 2_776 ?
Cu2 O10 1.935(3) . ?
Cu2 O5 1.961(3) . ?
Cu2 N8 1.973(4) 2_776 ?
Cu2 N14 1.993(4) 2_776 ?
O1 C7 1.233(5) . ?
O2 C7 1.258(5) . ?
O3 C8 1.310(5) . ?
O3 H3 0.8200 . ?
O4 C8 1.236(5) . ?
O5 C9 1.274(5) . ?
O6 C9 1.234(5) . ?
O7 N1 1.223(5) . ?
O8 N1 1.223(5) . ?
O9 C16 1.224(5) . ?
O10 C16 1.275(6) . ?
O11 C17 1.315(5) . ?
O11 H11 0.8200 . ?
O12 C17 1.228(5) . ?
O13 C18 1.239(5) . ?
O13 Cu1 2.196(3) 2_776 ?
O14 C18 1.267(5) . ?
O14 Cu1 1.972(3) 1_666 ?
O15 N2 1.211(5) . ?
O16 N2 1.235(6) . ?
O17 H1W 0.8516 . ?
O17 H2W 0.8504 . ?
O18 H3W 0.9009 . ?
O18 H4W 0.8503 . ?
N1 C5 1.470(6) . ?
N2 C14 1.479(6) . ?
N3 C19 1.322(5) . ?
N3 C20 1.368(5) . ?
N4 C19 1.326(5) . ?
N4 N5 1.359(5) . ?
N4 C21 1.461(6) . ?
N5 C20 1.319(6) . ?
N6 C29 1.324(5) . ?
N6 N7 1.353(5) . ?
N6 C47 1.474(6) . ?
N7 C28 1.309(6) . ?
N8 C29 1.325(5) . ?
N8 C28 1.357(6) . ?
N8 Cu2 1.973(4) 2_776 ?
N9 C30 1.324(5) . ?
N9 C31 1.357(6) . ?
N10 C30 1.326(6) . ?
N10 N11 1.347(5) . ?
N10 C32 1.469(6) . ?
N11 C31 1.318(6) . ?
N12 C40 1.312(6) . ?
N12 N13 1.370(5) . ?
N12 C39 1.472(6) . ?
N13 C41 1.302(6) . ?
N14 C40 1.335(5) . ?
N14 C41 1.366(5) . ?
N14 Cu2 1.993(4) 2_776 ?
C1 C6 1.389(6) . ?
C1 C2 1.407(5) . ?
C1 C7 1.521(6) . ?
C2 C3 1.398(6) . ?
C2 C8 1.506(6) . ?
C3 C4 1.384(6) . ?
C3 C9 1.510(5) . ?
C4 C5 1.377(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(6) . ?
C6 H6 0.9300 . ?
C10 C15 1.385(6) . ?
C10 C11 1.390(6) . ?
C10 C16 1.527(6) . ?
C11 C12 1.421(5) . ?
C11 C17 1.513(6) . ?
C12 C13 1.383(6) . ?
C12 C18 1.504(6) . ?
C13 C14 1.370(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.392(6) . ?
C15 H15 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.507(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C27 1.354(8) . ?
C22 C23 1.371(8) . ?
C23 C24 1.396(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.361(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.370(8) . ?
C25 C47 1.496(7) . ?
C26 C27 1.394(8) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C33 1.511(6) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C38 1.361(7) . ?
C33 C34 1.371(7) . ?
C34 C35 1.385(7) . ?
C34 H34 0.9300 . ?
C35 C36 1.363(7) . ?
C35 H35 0.9300 . ?
C36 C37 1.382(8) . ?
C36 C39 1.489(6) . ?
C37 C38 1.389(7) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40 0.9300 . ?
C41 H41 0.9300 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?



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





































































































































































































O14 Cu1 N9 88.57(14) 1_444 . ?
O14 Cu1 N3 90.42(14) 1_444 . ?
N9 Cu1 N3 175.75(16) . . ?
O14 Cu1 O2 133.75(14) 1_444 . ?
N9 Cu1 O2 93.14(14) . . ?
N3 Cu1 O2 90.54(13) . . ?
O14 Cu1 O13 134.42(14) 1_444 2_776 ?
N9 Cu1 O13 87.98(14) . 2_776 ?
N3 Cu1 O13 89.79(14) . 2_776 ?
O2 Cu1 O13 91.83(13) . 2_776 ?
O10 Cu2 O5 167.36(14) . . ?
O10 Cu2 N8 93.48(14) . 2_776 ?
O5 Cu2 N8 90.02(13) . 2_776 ?
O10 Cu2 N14 91.06(14) . 2_776 ?
O5 Cu2 N14 91.63(14) . 2_776 ?
N8 Cu2 N14 151.52(17) 2_776 2_776 ?
C7 O2 Cu1 112.0(3) . . ?
C8 O3 H3 109.5 . . ?
C9 O5 Cu2 104.8(3) . . ?
C16 O10 Cu2 115.2(3) . . ?
C17 O11 H11 109.5 . . ?
C18 O13 Cu1 131.1(3) . 2_776 ?
C18 O14 Cu1 143.9(3) . 1_666 ?
H1W O17 H2W 109.2 . . ?
H3W O18 H4W 109.6 . . ?
O8 N1 O7 124.4(4) . . ?
O8 N1 C5 117.8(4) . . ?
O7 N1 C5 117.8(4) . . ?
O15 N2 O16 123.9(5) . . ?
O15 N2 C14 118.2(5) . . ?
O16 N2 C14 117.9(4) . . ?
C19 N3 C20 103.7(4) . . ?
C19 N3 Cu1 126.0(3) . . ?
C20 N3 Cu1 130.2(3) . . ?
C19 N4 N5 110.6(4) . . ?
C19 N4 C21 132.7(4) . . ?
N5 N4 C21 116.7(4) . . ?
C20 N5 N4 102.7(4) . . ?
C29 N6 N7 110.0(4) . . ?
C29 N6 C47 131.0(4) . . ?
N7 N6 C47 118.9(4) . . ?
C28 N7 N6 103.0(4) . . ?
C29 N8 C28 103.1(4) . . ?
C29 N8 Cu2 129.5(3) . 2_776 ?
C28 N8 Cu2 127.4(3) . 2_776 ?
C30 N9 C31 102.9(4) . . ?
C30 N9 Cu1 128.4(3) . . ?
C31 N9 Cu1 128.7(3) . . ?
C30 N10 N11 110.1(4) . . ?
C30 N10 C32 131.0(4) . . ?
N11 N10 C32 118.8(4) . . ?
C31 N11 N10 102.9(4) . . ?
C40 N12 N13 110.6(4) . . ?
C40 N12 C39 130.7(4) . . ?
N13 N12 C39 118.4(4) . . ?
C41 N13 N12 102.0(4) . . ?
C40 N14 C41 102.2(4) . . ?
C40 N14 Cu2 129.0(3) . 2_776 ?
C41 N14 Cu2 127.2(3) . 2_776 ?
C6 C1 C2 119.7(4) . . ?
C6 C1 C7 117.5(4) . . ?
C2 C1 C7 122.8(4) . . ?
C3 C2 C1 120.0(4) . . ?
C3 C2 C8 120.1(4) . . ?
C1 C2 C8 119.6(4) . . ?
C4 C3 C2 119.5(4) . . ?
C4 C3 C9 117.4(4) . . ?
C2 C3 C9 123.1(4) . . ?
C5 C4 C3 119.8(4) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 121.8(4) . . ?
C4 C5 N1 118.8(4) . . ?
C6 C5 N1 119.3(4) . . ?
C5 C6 C1 119.1(4) . . ?
C5 C6 H6 120.5 . . ?
C1 C6 H6 120.5 . . ?
O1 C7 O2 125.4(4) . . ?
O1 C7 C1 118.9(4) . . ?
O2 C7 C1 115.6(4) . . ?
O4 C8 O3 124.8(4) . . ?
O4 C8 C2 119.8(4) . . ?
O3 C8 C2 115.3(4) . . ?
O6 C9 O5 123.6(4) . . ?
O6 C9 C3 119.3(4) . . ?
O5 C9 C3 117.1(4) . . ?
C15 C10 C11 119.6(4) . . ?
C15 C10 C16 117.2(4) . . ?
C11 C10 C16 123.2(4) . . ?
C10 C11 C12 120.1(4) . . ?
C10 C11 C17 120.9(4) . . ?
C12 C11 C17 118.9(4) . . ?
C13 C12 C11 119.2(4) . . ?
C13 C12 C18 119.1(4) . . ?
C11 C12 C18 121.7(4) . . ?
C14 C13 C12 119.7(4) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 121.8(4) . . ?
C13 C14 N2 119.4(4) . . ?
C15 C14 N2 118.7(4) . . ?
C10 C15 C14 119.4(4) . . ?
C10 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
O9 C16 O10 125.9(4) . . ?
O9 C16 C10 119.4(4) . . ?
O10 C16 C10 114.7(4) . . ?
O12 C17 O11 125.0(4) . . ?
O12 C17 C11 121.7(4) . . ?
O11 C17 C11 113.2(4) . . ?
O13 C18 O14 125.7(4) . . ?
O13 C18 C12 120.0(4) . . ?
O14 C18 C12 114.4(4) . . ?
N3 C19 N4 109.5(4) . . ?
N3 C19 H19 125.2 . . ?
N4 C19 H19 125.2 . . ?
N5 C20 N3 113.4(4) . . ?
N5 C20 H20 123.3 . . ?
N3 C20 H20 123.3 . . ?
N4 C21 C22 114.5(4) . . ?
N4 C21 H21A 108.6 . . ?
C22 C21 H21A 108.6 . . ?
N4 C21 H21B 108.6 . . ?
C22 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C27 C22 C23 118.0(5) . . ?
C27 C22 C21 120.8(6) . . ?
C23 C22 C21 120.9(6) . . ?
C22 C23 C24 121.8(6) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C25 C24 C23 119.8(6) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 118.6(5) . . ?
C24 C25 C47 119.9(6) . . ?
C26 C25 C47 121.4(6) . . ?
C25 C26 C27 121.0(6) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 H26 119.5 . . ?
C22 C27 C26 120.8(6) . . ?
C22 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
N7 C28 N8 114.1(4) . . ?
N7 C28 H28 123.0 . . ?
N8 C28 H28 123.0 . . ?
N6 C29 N8 109.9(4) . . ?
N6 C29 H29 125.1 . . ?
N8 C29 H29 125.1 . . ?
N9 C30 N10 110.1(4) . . ?
N9 C30 H30 125.0 . . ?
N10 C30 H30 125.0 . . ?
N11 C31 N9 114.0(4) . . ?
N11 C31 H31 123.0 . . ?
N9 C31 H31 123.0 . . ?
N10 C32 C33 112.8(4) . . ?
N10 C32 H32A 109.0 . . ?
C33 C32 H32A 109.0 . . ?
N10 C32 H32B 109.0 . . ?
C33 C32 H32B 109.0 . . ?
H32A C32 H32B 107.8 . . ?
C38 C33 C34 118.5(5) . . ?
C38 C33 C32 120.9(5) . . ?
C34 C33 C32 120.5(5) . . ?
C33 C34 C35 120.8(5) . . ?
C33 C34 H34 119.6 . . ?
C35 C34 H34 119.6 . . ?
C36 C35 C34 121.2(5) . . ?
C36 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C35 C36 C37 118.0(5) . . ?
C35 C36 C39 120.8(5) . . ?
C37 C36 C39 121.1(6) . . ?
C36 C37 C38 120.7(5) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C33 C38 C37 120.9(5) . . ?
C33 C38 H38 119.6 . . ?
C37 C38 H38 119.6 . . ?
N12 C39 C36 113.1(4) . . ?
N12 C39 H39A 109.0 . . ?
C36 C39 H39A 109.0 . . ?
N12 C39 H39B 109.0 . . ?
C36 C39 H39B 109.0 . . ?
H39A C39 H39B 107.8 . . ?
N12 C40 N14 110.0(4) . . ?
N12 C40 H40 125.0 . . ?
N14 C40 H40 125.0 . . ?
N13 C41 N14 115.1(4) . . ?
N13 C41 H41 122.4 . . ?
N14 C41 H41 122.4 . . ?
N6 C47 C25 113.4(4) . . ?
N6 C47 H47A 108.9 . . ?
C25 C47 H47A 108.9 . . ?
N6 C47 H47B 108.9 . . ?
C25 C47 H47B 108.9 . . ?
H47A C47 H47B 107.7 . . ?



loop_

_geom_torsion_atom_site_label_1

_geom_torsion_atom_site_label_2

_geom_torsion_atom_site_label_3

_geom_torsion_atom_site_label_4

_geom_torsion

_geom_torsion_site_symmetry_1

_geom_torsion_site_symmetry_2

_geom_torsion_site_symmetry_3

_geom_torsion_site_symmetry_4

_geom_torsion_publ_flag












































































































































































O14 Cu1 O2 C7 7.1(4) 1_444 . . . ?
N9 Cu1 O2 C7 -83.9(3) . . . . ?
N3 Cu1 O2 C7 98.2(3) . . . . ?
O13 Cu1 O2 C7 -172.0(3) 2_776 . . . ?
O10 Cu2 O5 C9 14.7(7) . . . . ?
N8 Cu2 O5 C9 121.0(3) 2_776 . . . ?
N14 Cu2 O5 C9 -87.5(3) 2_776 . . . ?
O5 Cu2 O10 C16 21.3(8) . . . . ?
N8 Cu2 O10 C16 -84.6(3) 2_776 . . . ?
N14 Cu2 O10 C16 123.5(3) 2_776 . . . ?
O14 Cu1 N3 C19 -169.0(4) 1_444 . . . ?
N9 Cu1 N3 C19 -92.8(19) . . . . ?
O2 Cu1 N3 C19 57.3(4) . . . . ?
O13 Cu1 N3 C19 -34.5(4) 2_776 . . . ?
O14 Cu1 N3 C20 15.3(4) 1_444 . . . ?
N9 Cu1 N3 C20 91.4(19) . . . . ?
O2 Cu1 N3 C20 -118.5(4) . . . . ?
O13 Cu1 N3 C20 149.7(4) 2_776 . . . ?
C19 N4 N5 C20 0.8(6) . . . . ?
C21 N4 N5 C20 177.8(5) . . . . ?
C29 N6 N7 C28 -0.9(6) . . . . ?
C47 N6 N7 C28 -179.2(6) . . . . ?
O14 Cu1 N9 C30 166.7(4) 1_444 . . . ?
N3 Cu1 N9 C30 90.5(19) . . . . ?
O2 Cu1 N9 C30 -59.5(4) . . . . ?
O13 Cu1 N9 C30 32.2(4) 2_776 . . . ?
O14 Cu1 N9 C31 -11.9(4) 1_444 . . . ?
N3 Cu1 N9 C31 -88(2) . . . . ?
O2 Cu1 N9 C31 121.9(4) . . . . ?
O13 Cu1 N9 C31 -146.4(4) 2_776 . . . ?
C30 N10 N11 C31 -0.2(6) . . . . ?
C32 N10 N11 C31 -177.0(5) . . . . ?
C40 N12 N13 C41 0.2(6) . . . . ?
C39 N12 N13 C41 174.7(5) . . . . ?
C6 C1 C2 C3 -0.8(6) . . . . ?
C7 C1 C2 C3 176.4(4) . . . . ?
C6 C1 C2 C8 -174.1(4) . . . . ?
C7 C1 C2 C8 3.1(6) . . . . ?
C1 C2 C3 C4 0.3(6) . . . . ?
C8 C2 C3 C4 173.6(4) . . . . ?
C1 C2 C3 C9 -178.0(4) . . . . ?
C8 C2 C3 C9 -4.7(6) . . . . ?
C2 C3 C4 C5 -0.1(6) . . . . ?
C9 C3 C4 C5 178.3(4) . . . . ?
C3 C4 C5 C6 0.3(6) . . . . ?
C3 C4 C5 N1 -177.3(4) . . . . ?
O8 N1 C5 C4 171.1(4) . . . . ?
O7 N1 C5 C4 -8.6(6) . . . . ?
O8 N1 C5 C6 -6.6(6) . . . . ?
O7 N1 C5 C6 173.6(4) . . . . ?
C4 C5 C6 C1 -0.8(6) . . . . ?
N1 C5 C6 C1 176.9(4) . . . . ?
C2 C1 C6 C5 1.0(6) . . . . ?
C7 C1 C6 C5 -176.3(4) . . . . ?
Cu1 O2 C7 O1 -3.6(6) . . . . ?
Cu1 O2 C7 C1 -179.9(3) . . . . ?
C6 C1 C7 O1 -11.2(6) . . . . ?
C2 C1 C7 O1 171.6(4) . . . . ?
C6 C1 C7 O2 165.4(4) . . . . ?
C2 C1 C7 O2 -11.8(6) . . . . ?
C3 C2 C8 O4 -76.7(5) . . . . ?
C1 C2 C8 O4 96.7(5) . . . . ?
C3 C2 C8 O3 102.6(4) . . . . ?
C1 C2 C8 O3 -84.1(5) . . . . ?
Cu2 O5 C9 O6 6.1(5) . . . . ?
Cu2 O5 C9 C3 -174.3(3) . . . . ?
C4 C3 C9 O6 -21.9(6) . . . . ?
C2 C3 C9 O6 156.4(4) . . . . ?
C4 C3 C9 O5 158.5(4) . . . . ?
C2 C3 C9 O5 -23.1(6) . . . . ?
C15 C10 C11 C12 4.3(6) . . . . ?
C16 C10 C11 C12 -174.6(4) . . . . ?
C15 C10 C11 C17 -174.2(4) . . . . ?
C16 C10 C11 C17 6.9(6) . . . . ?
C10 C11 C12 C13 -4.1(6) . . . . ?
C17 C11 C12 C13 174.4(4) . . . . ?
C10 C11 C12 C18 175.2(4) . . . . ?
C17 C11 C12 C18 -6.3(6) . . . . ?
C11 C12 C13 C14 0.5(6) . . . . ?
C18 C12 C13 C14 -178.8(4) . . . . ?
C12 C13 C14 C15 2.9(6) . . . . ?
C12 C13 C14 N2 -173.8(4) . . . . ?
O15 N2 C14 C13 2.9(6) . . . . ?
O16 N2 C14 C13 -177.8(4) . . . . ?
O15 N2 C14 C15 -173.9(4) . . . . ?
O16 N2 C14 C15 5.4(6) . . . . ?
C11 C10 C15 C14 -1.0(6) . . . . ?
C16 C10 C15 C14 178.0(4) . . . . ?
C13 C14 C15 C10 -2.7(6) . . . . ?
N2 C14 C15 C10 174.0(4) . . . . ?
Cu2 O10 C16 O9 -1.5(6) . . . . ?
Cu2 O10 C16 C10 178.3(3) . . . . ?
C15 C10 C16 O9 -8.2(6) . . . . ?
C11 C10 C16 O9 170.7(4) . . . . ?
C15 C10 C16 O10 172.0(4) . . . . ?
C11 C10 C16 O10 -9.1(6) . . . . ?
C10 C11 C17 O12 86.4(5) . . . . ?
C12 C11 C17 O12 -92.1(5) . . . . ?
C10 C11 C17 O11 -93.2(4) . . . . ?
C12 C11 C17 O11 88.3(4) . . . . ?
Cu1 O13 C18 O14 1.4(7) 2_776 . . . ?
Cu1 O13 C18 C12 -179.5(3) 2_776 . . . ?
Cu1 O14 C18 O13 25.0(8) 1_666 . . . ?
Cu1 O14 C18 C12 -154.1(4) 1_666 . . . ?
C13 C12 C18 O13 -162.8(4) . . . . ?
C11 C12 C18 O13 17.9(6) . . . . ?
C13 C12 C18 O14 16.4(5) . . . . ?
C11 C12 C18 O14 -162.8(4) . . . . ?
C20 N3 C19 N4 0.3(5) . . . . ?
Cu1 N3 C19 N4 -176.4(3) . . . . ?
N5 N4 C19 N3 -0.7(6) . . . . ?
C21 N4 C19 N3 -177.1(6) . . . . ?
N4 N5 C20 N3 -0.6(6) . . . . ?
C19 N3 C20 N5 0.2(6) . . . . ?
Cu1 N3 C20 N5 176.7(3) . . . . ?
C19 N4 C21 C22 -11.2(10) . . . . ?
N5 N4 C21 C22 172.6(5) . . . . ?
N4 C21 C22 C27 88.3(7) . . . . ?
N4 C21 C22 C23 -98.2(7) . . . . ?
C27 C22 C23 C24 1.3(8) . . . . ?
C21 C22 C23 C24 -172.3(5) . . . . ?
C22 C23 C24 C25 0.9(8) . . . . ?
C23 C24 C25 C26 -2.9(8) . . . . ?
C23 C24 C25 C47 173.6(5) . . . . ?
C24 C25 C26 C27 2.8(8) . . . . ?
C47 C25 C26 C27 -173.7(5) . . . . ?
C23 C22 C27 C26 -1.5(8) . . . . ?
C21 C22 C27 C26 172.1(5) . . . . ?
C25 C26 C27 C22 -0.6(9) . . . . ?
N6 N7 C28 N8 0.9(7) . . . . ?
C29 N8 C28 N7 -0.5(7) . . . . ?
Cu2 N8 C28 N7 -178.0(4) 2_776 . . . ?
N7 N6 C29 N8 0.6(6) . . . . ?
C47 N6 C29 N8 178.6(6) . . . . ?
C28 N8 C29 N6 -0.1(6) . . . . ?
Cu2 N8 C29 N6 177.3(3) 2_776 . . . ?
C31 N9 C30 N10 0.1(6) . . . . ?
Cu1 N9 C30 N10 -178.8(3) . . . . ?
N11 N10 C30 N9 0.1(6) . . . . ?
C32 N10 C30 N9 176.3(6) . . . . ?
N10 N11 C31 N9 0.3(6) . . . . ?
C30 N9 C31 N11 -0.2(6) . . . . ?
Cu1 N9 C31 N11 178.6(4) . . . . ?
C30 N10 C32 C33 18.7(9) . . . . ?
N11 N10 C32 C33 -165.4(5) . . . . ?
N10 C32 C33 C38 -114.3(6) . . . . ?
N10 C32 C33 C34 68.8(7) . . . . ?
C38 C33 C34 C35 -1.5(8) . . . . ?
C32 C33 C34 C35 175.5(5) . . . . ?
C33 C34 C35 C36 0.3(8) . . . . ?
C34 C35 C36 C37 0.8(8) . . . . ?
C34 C35 C36 C39 -174.4(5) . . . . ?
C35 C36 C37 C38 -0.7(7) . . . . ?
C39 C36 C37 C38 174.5(5) . . . . ?
C34 C33 C38 C37 1.6(7) . . . . ?
C32 C33 C38 C37 -175.3(5) . . . . ?
C36 C37 C38 C33 -0.5(8) . . . . ?
C40 N12 C39 C36 -28.3(9) . . . . ?
N13 N12 C39 C36 158.5(5) . . . . ?
C35 C36 C39 N12 -82.1(7) . . . . ?
C37 C36 C39 N12 102.9(6) . . . . ?
N13 N12 C40 N14 0.0(6) . . . . ?
C39 N12 C40 N14 -173.6(6) . . . . ?
C41 N14 C40 N12 -0.2(6) . . . . ?
Cu2 N14 C40 N12 166.2(4) 2_776 . . . ?
N12 N13 C41 N14 -0.3(7) . . . . ?
C40 N14 C41 N13 0.4(7) . . . . ?
Cu2 N14 C41 N13 -166.3(4) 2_776 . . . ?
C29 N6 C47 C25 16.0(10) . . . . ?
N7 N6 C47 C25 -166.1(6) . . . . ?
C24 C25 C47 N6 99.7(7) . . . . ?
C26 C25 C47 N6 -83.9(7) . . . . ?



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






O3 H3 O12 0.82 1.86 2.679(4) 177.0 2_776
O11 H11 O4 0.82 1.80 2.618(4) 175.2 2_776
O17 H1W O1 0.85 2.12 2.926(6) 158.1 .
O17 H2W O9 0.85 2.29 3.030(6) 145.8 2_666
O17 H2W O6 0.85 2.50 3.111(6) 129.6 2_666
O18 H4W O17 0.85 1.84 2.684(9) 176.4 2_666



_diffrn_measured_fraction_theta_max 0.987

_diffrn_reflns_theta_full        25.49

_diffrn_measured_fraction_theta_full 0.987

_refine_diff_density_max         0.939

_refine_diff_density_min         -0.501

_refine_diff_density_rms         0.092


#end
