# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_fyfcomplex8
_database_code_depnum_ccdc_archive 'CCDC 1551827'
_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C13 H13 Cl Cu N2 O4, 2(H2 O)'
_chemical_formula_sum            'C13 H17 Cl Cu N2 O6'
_chemical_formula_weight         396.28

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                   8.203(6)
_cell_length_b                   8.789(6)
_cell_length_c                   11.910(8)
_cell_angle_alpha                77.318(9)
_cell_angle_beta                 89.180(10)
_cell_angle_gamma                68.802(9)
_cell_volume                     779.0(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4690
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      30.14

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             406
_exptl_absorpt_coefficient_mu    1.605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6621
_exptl_absorpt_correction_T_max  0.7091
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'

_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  'Bruker Smart Apex CCD II'
_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            8886
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         25.99
_reflns_number_total             3029
_reflns_number_gt                2643
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    DIAMOND
_computing_publication_material  DIAMOND

_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)+(0.1000P)²+1.5000P] 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         3029
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1584
_refine_ls_wR_factor_gt          0.1531
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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
C1 C 0.5892(5) 0.1094(5) 0.6005(4) 0.0325(8) Uani 1 1 d . . .
C2 C 0.5432(6) 0.1868(5) 0.4849(4) 0.0399(10) Uani 1 1 d . . .
H2 H 0.4416 0.2808 0.4607 0.048 Uiso 1 1 calc R . .
C3 C 0.6566(7) 0.1165(6) 0.4078(4) 0.0469(11) Uani 1 1 d . . .
H3 H 0.6305 0.1642 0.3293 0.056 Uiso 1 1 calc R . .
C4 C 0.8090(7) -0.0235(6) 0.4440(4) 0.0481(11) Uani 1 1 d . . .
H4 H 0.8819 -0.0664 0.3889 0.058 Uiso 1 1 calc R . .
C5 C 0.8558(6) -0.1013(6) 0.5594(4) 0.0413(10) Uani 1 1 d . . .
H5 H 0.9576 -0.1952 0.5831 0.050 Uiso 1 1 calc R . .
C6 C 0.7427(5) -0.0314(5) 0.6377(3) 0.0320(8) Uani 1 1 d . . .
C7 C 0.6032(5) 0.0301(5) 0.7909(4) 0.0332(8) Uani 1 1 d . . .
H7 H 0.5754 0.0266 0.8672 0.040 Uiso 1 1 calc R . .
C8 C 0.3348(5) 0.2739(5) 0.7024(4) 0.0358(9) Uani 1 1 d . . .
H8A H 0.2824 0.2418 0.7728 0.043 Uiso 1 1 calc R . .
H8B H 0.2586 0.2826 0.6379 0.043 Uiso 1 1 calc R . .
C9 C 0.3445(6) 0.4456(5) 0.6966(4) 0.0387(10) Uani 1 1 d . . .
H9A H 0.4265 0.4633 0.6405 0.046 Uiso 1 1 calc R . .
H9B H 0.2302 0.5314 0.6699 0.046 Uiso 1 1 calc R . .
C10 C 0.4011(5) 0.4655(5) 0.8114(3) 0.0327(8) Uani 1 1 d . . .
C11 C 0.8884(5) -0.2104(5) 0.8347(4) 0.0375(9) Uani 1 1 d . . .
H11A H 0.8768 -0.1917 0.9122 0.045 Uiso 1 1 calc R . .
H11B H 0.9997 -0.2049 0.8099 0.045 Uiso 1 1 calc R . .
C12 C 0.8904(6) -0.3857(5) 0.8378(4) 0.0376(9) Uani 1 1 d . . .
H12A H 0.8815 -0.3969 0.7591 0.045 Uiso 1 1 calc R . .
H12B H 1.0024 -0.4674 0.8735 0.045 Uiso 1 1 calc R . .
C13 C 0.7468(5) -0.4273(5) 0.9015(3) 0.0341(9) Uani 1 1 d . . .
Cl1 Cl 0.2278(2) 0.96128(18) 0.92876(15) 0.0735(5) Uani 1 1 d . . .
Cu1 Cu 0.39607(6) 0.66318(5) 0.97280(4) 0.0285(2) Uani 1 1 d . . .
N1 N 0.5048(4) 0.1422(4) 0.6997(3) 0.0316(7) Uani 1 1 d . . .
N2 N 0.7461(4) -0.0757(4) 0.7575(3) 0.0322(7) Uani 1 1 d . . .
O1 O 0.3347(4) 0.6075(4) 0.8324(3) 0.0401(7) Uani 1 1 d . . .
O2 O 0.5103(6) 0.3390(4) 0.8755(3) 0.0621(11) Uani 1 1 d . . .
O3 O 0.6056(4) -0.3092(4) 0.9037(4) 0.0600(11) Uani 1 1 d . . .
O4 O 0.7769(4) -0.5788(4) 0.9460(3) 0.0466(8) Uani 1 1 d . . .
O5 O 0.9118(8) 0.2026(8) 0.7744(5) 0.1071(19) Uani 1 1 d . . .
H5C H 0.9162 0.2774 0.8077 0.161 Uiso 1 1 d R . .
H5D H 0.9436 0.1086 0.8228 0.161 Uiso 1 1 d R . .
O6 O 0.1341(5) 0.5470(5) 0.4222(3) 0.0660(11) Uani 1 1 d . . .
H6C H 0.1371 0.5600 0.4907 0.099 Uiso 1 1 d R . .
H6D H 0.1475 0.4460 0.4242 0.099 Uiso 1 1 d 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
C1 C2 1.385(6) . ?
C1 N1 1.393(5) . ?
C1 C6 1.400(6) . ?
C2 C3 1.378(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(6) . ?
C5 H5 0.9300 . ?
C6 N2 1.392(5) . ?
C7 N2 1.326(5) . ?
C7 N1 1.335(5) . ?
C7 H7 0.9300 . ?
C8 N1 1.460(5) . ?
C8 C9 1.526(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.515(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O2 1.244(5) . ?
C10 O1 1.249(5) . ?
C11 N2 1.471(5) . ?
C11 C12 1.527(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.504(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 O3 1.250(5) . ?
C13 O4 1.253(5) . ?
Cl1 Cu1 2.418(2) . ?
Cu1 O1 1.962(3) . ?
Cu1 O3 1.966(4) 1_565 ?
Cu1 O2 1.967(4) 2_667 ?
Cu1 O4 1.976(3) 2_657 ?
Cu1 Cu1 2.6895(18) 2_667 ?
O2 Cu1 1.967(4) 2_667 ?
O3 Cu1 1.966(3) 1_545 ?
O4 Cu1 1.976(3) 2_657 ?
O5 H5C 0.8500 . ?
O5 H5D 0.8500 . ?
O6 H6C 0.8495 . ?
O6 H6D 0.8499 . ?

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
C2 C1 N1 131.7(4) . . ?
C2 C1 C6 122.2(4) . . ?
N1 C1 C6 106.1(3) . . ?
C3 C2 C1 116.2(4) . . ?
C3 C2 H2 121.9 . . ?
C1 C2 H2 121.9 . . ?
C2 C3 C4 121.9(4) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 122.2(4) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C4 C5 C6 116.4(4) . . ?
C4 C5 H5 121.8 . . ?
C6 C5 H5 121.8 . . ?
C5 C6 N2 132.2(4) . . ?
C5 C6 C1 121.1(4) . . ?
N2 C6 C1 106.7(3) . . ?
N2 C7 N1 110.5(4) . . ?
N2 C7 H7 124.8 . . ?
N1 C7 H7 124.8 . . ?
N1 C8 C9 113.8(4) . . ?
N1 C8 H8A 108.8 . . ?
C9 C8 H8A 108.8 . . ?
N1 C8 H8B 108.8 . . ?
C9 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C8 113.3(3) . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
O2 C10 O1 126.1(4) . . ?
O2 C10 C9 116.9(4) . . ?
O1 C10 C9 117.0(3) . . ?
N2 C11 C12 113.6(3) . . ?
N2 C11 H11A 108.8 . . ?
C12 C11 H11A 108.8 . . ?
N2 C11 H11B 108.8 . . ?
C12 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C13 C12 C11 114.9(4) . . ?
C13 C12 H12A 108.6 . . ?
C11 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.5 . . ?
O3 C13 O4 125.1(4) . . ?
O3 C13 C12 117.7(4) . . ?
O4 C13 C12 117.2(4) . . ?
O1 Cu1 O3 89.87(17) . 1_565 ?
O1 Cu1 O2 166.26(12) . 2_667 ?
O3 Cu1 O2 89.7(2) 1_565 2_667 ?
O1 Cu1 O4 89.39(15) . 2_657 ?
O3 Cu1 O4 166.33(13) 1_565 2_657 ?
O2 Cu1 O4 87.77(18) 2_667 2_657 ?
O1 Cu1 Cl1 99.85(10) . . ?
O3 Cu1 Cl1 93.55(11) 1_565 . ?
O2 Cu1 Cl1 93.88(11) 2_667 . ?
O4 Cu1 Cl1 100.03(11) 2_657 . ?
O1 Cu1 Cu1 83.25(9) . 2_667 ?
O3 Cu1 Cu1 83.31(10) 1_565 2_667 ?
O2 Cu1 Cu1 83.07(10) 2_667 2_667 ?
O4 Cu1 Cu1 83.04(10) 2_657 2_667 ?
Cl1 Cu1 Cu1 175.61(5) . 2_667 ?
C7 N1 C1 108.4(3) . . ?
C7 N1 C8 126.1(3) . . ?
C1 N1 C8 125.5(3) . . ?
C7 N2 C6 108.3(3) . . ?
C7 N2 C11 125.5(4) . . ?
C6 N2 C11 126.0(4) . . ?
C10 O1 Cu1 123.8(3) . . ?
C10 O2 Cu1 123.8(3) . 2_667 ?
C13 O3 Cu1 124.4(3) . 1_545 ?
C13 O4 Cu1 124.1(3) . 2_657 ?
H5C O5 H5D 109.5 . . ?
H6C O6 H6D 109.4 . . ?

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 C1 C2 C3 -177.7(4) . . . . ?
C6 C1 C2 C3 0.5(6) . . . . ?
C1 C2 C3 C4 -0.3(6) . . . . ?
C2 C3 C4 C5 0.2(7) . . . . ?
C3 C4 C5 C6 -0.3(6) . . . . ?
C4 C5 C6 N2 179.2(4) . . . . ?
C4 C5 C6 C1 0.5(6) . . . . ?
C2 C1 C6 C5 -0.6(6) . . . . ?
N1 C1 C6 C5 178.0(3) . . . . ?
C2 C1 C6 N2 -179.6(3) . . . . ?
N1 C1 C6 N2 -1.0(4) . . . . ?
N1 C8 C9 C10 -79.8(5) . . . . ?
C8 C9 C10 O2 35.0(6) . . . . ?
C8 C9 C10 O1 -145.5(4) . . . . ?
N2 C11 C12 C13 -72.9(5) . . . . ?
C11 C12 C13 O3 29.1(6) . . . . ?
C11 C12 C13 O4 -152.6(4) . . . . ?
N2 C7 N1 C1 -0.8(4) . . . . ?
N2 C7 N1 C8 177.4(4) . . . . ?
C2 C1 N1 C7 179.5(4) . . . . ?
C6 C1 N1 C7 1.1(4) . . . . ?
C2 C1 N1 C8 1.3(6) . . . . ?
C6 C1 N1 C8 -177.1(3) . . . . ?
C9 C8 N1 C7 98.6(5) . . . . ?
C9 C8 N1 C1 -83.5(5) . . . . ?
N1 C7 N2 C6 0.1(4) . . . . ?
N1 C7 N2 C11 176.8(4) . . . . ?
C5 C6 N2 C7 -178.3(4) . . . . ?
C1 C6 N2 C7 0.6(4) . . . . ?
C5 C6 N2 C11 5.1(7) . . . . ?
C1 C6 N2 C11 -176.1(3) . . . . ?
C12 C11 N2 C7 106.8(5) . . . . ?
C12 C11 N2 C6 -77.1(5) . . . . ?
O2 C10 O1 Cu1 1.9(7) . . . . ?
C9 C10 O1 Cu1 -177.5(3) . . . . ?
O3 Cu1 O1 C10 81.4(4) 1_565 . . . ?
O2 Cu1 O1 C10 -7.0(8) 2_667 . . . ?
O4 Cu1 O1 C10 -85.0(4) 2_657 . . . ?
Cl1 Cu1 O1 C10 174.9(3) . . . . ?
Cu1 Cu1 O1 C10 -1.9(3) 2_667 . . . ?
O1 C10 O2 Cu1 -0.2(7) . . . 2_667 ?
C9 C10 O2 Cu1 179.3(3) . . . 2_667 ?
O4 C13 O3 Cu1 -2.4(7) . . . 1_545 ?
C12 C13 O3 Cu1 175.7(3) . . . 1_545 ?
O3 C13 O4 Cu1 1.2(7) . . . 2_657 ?
C12 C13 O4 Cu1 -177.0(3) . . . 2_657 ?

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
O5 H5D Cl1 0.85 2.43 3.008(7) 126.2 1_645
O5 H5C O4 0.85 2.33 3.035(6) 140.5 1_565
O5 H5D N2 0.85 2.89 3.241(7) 107.0 .

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.971
_refine_diff_density_min         -1.337
_refine_diff_density_rms         0.116
####################################################################### 
# 
# 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_fyfcomplex9
_database_code_depnum_ccdc_archive 'CCDC 1551828'
_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C26 H30 Cu2 N4 O10, 2(N O3), 5(H2 O)'
_chemical_formula_sum            'C26 H40 Cu2 N6 O21'
_chemical_formula_weight         899.72

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'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'P 42/m'
_symmetry_space_group_name_Hall  '-P 4c'

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

_cell_length_a                   11.7389(3)
_cell_length_b                   11.7389(3)
_cell_length_c                   13.3140(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1834.69(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1027
_cell_measurement_theta_min      2.8860
_cell_measurement_theta_max      28.4685

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    1.252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75577
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'

_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  'Bruker Smart Apex CCD II'
_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            3609
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0588
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         25.98
_reflns_number_total             1893
_reflns_number_gt                1403
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    DIAMOND
_computing_publication_material  DIAMOND

_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)+(0.0900P)²+1.6000P] 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         1893
_refine_ls_number_parameters     147
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0615
_refine_ls_wR_factor_ref         0.1860
_refine_ls_wR_factor_gt          0.1713
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.149
_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
C1 C 0.4039(4) 0.2127(4) 0.4475(4) 0.0422(12) Uani 1 1 d . . .
C2 C 0.4965(5) 0.1769(5) 0.3935(5) 0.0583(16) Uani 1 1 d . . .
H2 H 0.4964 0.1761 0.3236 0.059(19) Uiso 1 1 calc R . .
C3 C 0.5889(5) 0.1423(6) 0.4479(5) 0.072(2) Uani 1 1 d . . .
H3 H 0.6539 0.1181 0.4140 0.08(2) Uiso 1 1 calc R . .
C4 C 0.2382(6) 0.2773(6) 0.5000 0.0411(17) Uani 1 2 d S . .
H4 H 0.1646 0.3067 0.5000 0.04(2) Uiso 1 2 calc SR . .
C5 C 0.2498(5) 0.2484(5) 0.3162(4) 0.0476(14) Uani 1 1 d . . .
H5A H 0.3054 0.2764 0.2683 0.066(19) Uiso 1 1 calc R . .
H5B H 0.1822 0.2955 0.3115 0.08(2) Uiso 1 1 calc R . .
C6 C 0.2197(5) 0.1237(5) 0.2925(4) 0.0474(13) Uani 1 1 d . . .
H6A H 0.1873 0.1193 0.2256 0.071(19) Uiso 1 1 calc R . .
H6B H 0.2888 0.0784 0.2932 0.09(2) Uiso 1 1 calc R . .
C7 C 0.1357(4) 0.0745(5) 0.3675(4) 0.0401(12) Uani 1 1 d . . .
Cu1 Cu 0.05620(7) -0.09651(7) 0.5000 0.0341(3) Uani 1 2 d S . .
N1 N 0.2966(4) 0.2540(4) 0.4182(3) 0.0411(10) Uani 1 1 d . . .
N2 N 0.4826(11) 0.0273(13) 0.1375(11) 0.094(5) Uani 0.50 1 d PDU . .
O1 O 0.1524(3) -0.0255(3) 0.3963(3) 0.0452(9) Uani 1 1 d . . .
O2 O 0.0554(3) 0.1385(3) 0.3960(3) 0.0437(9) Uani 1 1 d . . .
O3 O 0.1320(6) -0.2632(5) 0.5000 0.077(2) Uani 1 2 d S . .
H3A H 0.1741 -0.2759 0.4493 0.29(9) Uiso 1 1 d R . .
O4 O 0.5828(10) 0.0365(11) 0.1303(11) 0.229(5) Uani 1 1 d DU . .
O5 O 0.4484(14) 0.1239(13) 0.1361(12) 0.130(5) Uani 0.50 1 d PDU . .
O6 O 0.5470(16) 0.6950(18) 0.1070(13) 0.366(10) Uani 1 1 d U . .
H6C H 0.5306 0.6990 0.1691 0.548 Uiso 1 1 d R . .
H6D H 0.6194 0.6949 0.1046 0.548 Uiso 1 1 d R . .
O7 O 0.5000 0.5000 0.2500 0.342(13) Uani 1 4 d SU . .
H7C H 0.5650 0.5318 0.2473 0.513 Uiso 0.25 1 d PR . .
H7D H 0.4586 0.5373 0.2092 0.513 Uiso 0.25 1 d PR . .


_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
C1 C2 1.370(7) . ?
C1 C1 1.399(10) 7_556 ?
C1 N1 1.404(6) . ?
C2 C3 1.367(9) . ?
C2 H2 0.9300 . ?
C3 C3 1.388(14) 7_556 ?
C3 H3 0.9300 . ?
C4 N1 1.316(6) . ?
C4 N1 1.316(6) 7_556 ?
C4 H4 0.9300 . ?
C5 N1 1.466(7) . ?
C5 C6 1.538(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.517(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O1 1.251(6) . ?
C7 O2 1.264(6) . ?
Cu1 O1 1.969(4) 7_556 ?
Cu1 O1 1.969(4) . ?
Cu1 O2 1.969(3) 3 ?
Cu1 O2 1.969(3) 5_556 ?
Cu1 O3 2.149(6) . ?
Cu1 Cu1 2.6221(16) 5_556 ?
N2 N2 0.76(3) 3_655 ?
N2 O4 1.076(17) 3_655 ?
N2 O4 1.184(10) . ?
N2 O5 1.203(10) . ?
O2 Cu1 1.969(3) 5_556 ?
O3 H3A 0.8501 . ?
O4 N2 1.076(17) 3_655 ?
O6 H6C 0.8502 . ?
O6 H6D 0.8504 . ?
O7 H7C 0.8500 . ?
O7 H7D 0.8503 . ?

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
C2 C1 C1 121.7(3) . 7_556 ?
C2 C1 N1 132.2(5) . . ?
C1 C1 N1 106.1(3) 7_556 . ?
C3 C2 C1 116.3(6) . . ?
C3 C2 H2 121.9 . . ?
C1 C2 H2 121.9 . . ?
C2 C3 C3 122.0(4) . 7_556 ?
C2 C3 H3 119.0 . . ?
C3 C3 H3 119.0 7_556 . ?
N1 C4 N1 111.7(6) . 7_556 ?
N1 C4 H4 124.1 . . ?
N1 C4 H4 124.1 7_556 . ?
N1 C5 C6 108.6(4) . . ?
N1 C5 H5A 110.0 . . ?
C6 C5 H5A 110.0 . . ?
N1 C5 H5B 110.0 . . ?
C6 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
C7 C6 C5 112.1(5) . . ?
C7 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C7 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
O1 C7 O2 125.6(5) . . ?
O1 C7 C6 117.2(5) . . ?
O2 C7 C6 117.2(5) . . ?
O1 Cu1 O1 89.1(2) 7_556 . ?
O1 Cu1 O2 168.76(16) 7_556 3 ?
O1 Cu1 O2 89.69(15) . 3 ?
O1 Cu1 O2 89.69(15) 7_556 5_556 ?
O1 Cu1 O2 168.76(16) . 5_556 ?
O2 Cu1 O2 89.3(2) 3 5_556 ?
O1 Cu1 O3 98.50(18) 7_556 . ?
O1 Cu1 O3 98.50(18) . . ?
O2 Cu1 O3 92.73(18) 3 . ?
O2 Cu1 O3 92.73(18) 5_556 . ?
O1 Cu1 Cu1 85.57(11) 7_556 5_556 ?
O1 Cu1 Cu1 85.57(11) . 5_556 ?
O2 Cu1 Cu1 83.19(11) 3 5_556 ?
O2 Cu1 Cu1 83.19(11) 5_556 5_556 ?
O3 Cu1 Cu1 174.2(2) . 5_556 ?
C4 N1 C1 108.0(5) . . ?
C4 N1 C5 125.5(5) . . ?
C1 N1 C5 125.3(5) . . ?
N2 N2 O4 78(2) 3_655 3_655 ?
N2 N2 O4 62.8(17) 3_655 . ?
O4 N2 O4 139.8(17) 3_655 . ?
N2 N2 O5 167(3) 3_655 . ?
O4 N2 O5 114.6(18) 3_655 . ?
O4 N2 O5 104.1(15) . . ?
C7 O1 Cu1 121.5(3) . . ?
C7 O2 Cu1 124.0(3) . 5_556 ?
Cu1 O3 H3A 113.7 . . ?
H6C O6 H6D 105.2 . . ?
H7C O7 H7D 105.1 . . ?

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
C1 C1 C2 C3 -0.7(7) 7_556 . . . ?
N1 C1 C2 C3 179.5(6) . . . . ?
C1 C2 C3 C3 0.7(7) . . . 7_556 ?
N1 C5 C6 C7 57.8(6) . . . . ?
C5 C6 C7 O1 -139.1(5) . . . . ?
C5 C6 C7 O2 40.4(7) . . . . ?
N1 C4 N1 C1 -0.7(8) 7_556 . . . ?
N1 C4 N1 C5 167.2(4) 7_556 . . . ?
C2 C1 N1 C4 -179.7(6) . . . . ?
C1 C1 N1 C4 0.4(5) 7_556 . . . ?
C2 C1 N1 C5 12.3(9) . . . . ?
C1 C1 N1 C5 -167.5(4) 7_556 . . . ?
C6 C5 N1 C4 -94.7(7) . . . . ?
C6 C5 N1 C1 71.2(6) . . . . ?
O2 C7 O1 Cu1 -3.5(7) . . . . ?
C6 C7 O1 Cu1 175.8(3) . . . . ?
O1 Cu1 O1 C7 -84.3(4) 7_556 . . . ?
O2 Cu1 O1 C7 84.5(4) 3 . . . ?
O2 Cu1 O1 C7 -0.5(10) 5_556 . . . ?
O3 Cu1 O1 C7 177.2(4) . . . . ?
Cu1 Cu1 O1 C7 1.3(4) 5_556 . . . ?
O1 C7 O2 Cu1 4.1(7) . . . 5_556 ?
C6 C7 O2 Cu1 -175.3(3) . . . 5_556 ?
O4 N2 O4 N2 -16(4) 3_655 . . 3_655 ?
O5 N2 O4 N2 179.7(10) . . . 3_655 ?

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 H3A O5 0.85 2.40 2.833(16) 112.5 6_556
O6 H6C O7 0.85 2.60 3.03(2) 112.6 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.98
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.098
####################################################################### 
# 
# 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_fyfcomplex6
_database_code_depnum_ccdc_archive 'CCDC 1551825'
_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H28 Cl2 Cu N4 O8'
_chemical_formula_sum            'C26 H28 Cl2 Cu N4 O8'
_chemical_formula_weight         658.96

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                   7.1515(19)
_cell_length_b                   8.865(2)
_cell_length_c                   11.362(3)
_cell_angle_alpha                104.209(4)
_cell_angle_beta                 97.479(4)
_cell_angle_gamma                102.373(3)
_cell_volume                     669.2(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5922
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      26.47

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             339
_exptl_absorpt_coefficient_mu    1.074
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7115
_exptl_absorpt_correction_T_max  0.7602
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'

_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  'Bruker Smart Apex CCD II'
_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            7788
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2622
_reflns_number_gt                2509
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    DIAMOND
_computing_publication_material  DIAMOND

_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)+(0.0447P)²+0.6191P] 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         2622
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0882
_refine_ls_wR_factor_gt          0.0876
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
C1 C 0.1016(3) 0.8290(2) 0.33089(17) 0.0245(4) Uani 1 1 d . . .
C2 C 0.0505(3) 0.7070(3) 0.3873(2) 0.0318(4) Uani 1 1 d . . .
H2 H -0.0234 0.6041 0.3427 0.038 Uiso 1 1 calc R . .
C3 C 0.1168(4) 0.7487(3) 0.5137(2) 0.0374(5) Uani 1 1 d . . .
H3A H 0.0884 0.6708 0.5552 0.045 Uiso 1 1 calc R . .
C4 C 0.2251(3) 0.9041(3) 0.5814(2) 0.0361(5) Uani 1 1 d . . .
H4 H 0.2643 0.9266 0.6666 0.043 Uiso 1 1 calc R . .
C5 C 0.2754(3) 1.0249(3) 0.52578(19) 0.0314(4) Uani 1 1 d . . .
H5 H 0.3477 1.1281 0.5708 0.038 Uiso 1 1 calc R . .
C6 C 0.2112(3) 0.9828(2) 0.39768(18) 0.0254(4) Uani 1 1 d . . .
C7 C 0.1452(3) 0.9763(3) 0.20106(19) 0.0292(4) Uani 1 1 d . . .
H7 H 0.1403 1.0075 0.1285 0.035 Uiso 1 1 calc R . .
C8 C -0.0521(3) 0.6944(2) 0.10182(18) 0.0284(4) Uani 1 1 d . . .
H8A H -0.0041 0.5999 0.1017 0.034 Uiso 1 1 calc R . .
H8B H -0.0357 0.7207 0.0252 0.034 Uiso 1 1 calc R . .
C9 C -0.2669(3) 0.6570(2) 0.1085(2) 0.0306(4) Uani 1 1 d . . .
H9A H -0.2808 0.6345 0.1867 0.037 Uiso 1 1 calc R . .
H9B H -0.3349 0.5602 0.0430 0.037 Uiso 1 1 calc R . .
C10 C -0.3654(3) 0.7904(2) 0.09718(18) 0.0271(4) Uani 1 1 d . . .
C11 C 0.3495(4) 1.2409(3) 0.3416(2) 0.0450(6) Uani 1 1 d . . .
H11A H 0.3534 1.2952 0.4275 0.054 Uiso 1 1 calc R . .
H11B H 0.4824 1.2433 0.3311 0.054 Uiso 1 1 calc R . .
C12 C 0.2660(4) 1.3276(3) 0.2622(3) 0.0498(7) Uani 1 1 d . . .
H12A H 0.1369 1.3319 0.2779 0.060 Uiso 1 1 calc R . .
H12B H 0.2514 1.2673 0.1764 0.060 Uiso 1 1 calc R . .
C13 C 0.3855(3) 1.4960(3) 0.2810(2) 0.0314(4) Uani 1 1 d . . .
Cl1 Cl -0.72480(10) 0.77797(8) -0.12870(6) 0.05051(18) Uani 1 1 d . . .
Cu1 Cu -0.5000 1.0000 0.0000 0.02737(12) Uani 1 2 d S . .
N1 N 0.0626(2) 0.8300(2) 0.20727(15) 0.0248(3) Uani 1 1 d . . .
N2 N 0.2361(2) 1.0724(2) 0.31270(16) 0.0291(4) Uani 1 1 d . . .
O1 O -0.4928(2) 0.81531(19) 0.15893(14) 0.0348(3) Uani 1 1 d . . .
O2 O -0.3146(2) 0.86901(19) 0.02194(15) 0.0368(4) Uani 1 1 d . . .
O3 O 0.3116(2) 1.55790(19) 0.19708(16) 0.0392(4) Uani 1 1 d . . .
H3 H 0.3834 1.6505 0.2034 0.059 Uiso 1 1 d R . .
O4 O 0.5322(3) 1.5621(2) 0.35674(16) 0.0514(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
C1 C6 1.389(3) . ?
C1 C2 1.395(3) . ?
C1 N1 1.398(2) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.399(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(3) . ?
C5 H5 0.9300 . ?
C6 N2 1.398(3) . ?
C7 N1 1.328(3) . ?
C7 N2 1.332(3) . ?
C7 H7 0.9300 . ?
C8 N1 1.472(2) . ?
C8 C9 1.517(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.523(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O1 1.244(3) . ?
C10 O2 1.270(3) . ?
C11 C12 1.469(3) . ?
C11 N2 1.472(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.501(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 O4 1.200(3) . ?
C13 O3 1.319(3) . ?
Cl1 Cu1 2.2839(7) . ?
Cu1 O2 1.9708(15) 2_475 ?
Cu1 O2 1.9708(15) . ?
Cu1 Cl1 2.2839(7) 2_475 ?
O3 H3 0.8505 . ?

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
C6 C1 C2 122.05(19) . . ?
C6 C1 N1 106.56(17) . . ?
C2 C1 N1 131.38(19) . . ?
C3 C2 C1 115.8(2) . . ?
C3 C2 H2 122.1 . . ?
C1 C2 H2 122.1 . . ?
C2 C3 C4 122.3(2) . . ?
C2 C3 H3A 118.9 . . ?
C4 C3 H3A 118.9 . . ?
C5 C4 C3 122.0(2) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C4 C5 C6 116.0(2) . . ?
C4 C5 H5 122.0 . . ?
C6 C5 H5 122.0 . . ?
C1 C6 C5 121.90(18) . . ?
C1 C6 N2 106.77(17) . . ?
C5 C6 N2 131.33(19) . . ?
N1 C7 N2 110.87(18) . . ?
N1 C7 H7 124.6 . . ?
N2 C7 H7 124.6 . . ?
N1 C8 C9 111.15(16) . . ?
N1 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N1 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C8 C9 C10 114.82(17) . . ?
C8 C9 H9A 108.6 . . ?
C10 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
C10 C9 H9B 108.6 . . ?
H9A C9 H9B 107.5 . . ?
O1 C10 O2 123.22(18) . . ?
O1 C10 C9 119.39(18) . . ?
O2 C10 C9 117.37(18) . . ?
C12 C11 N2 112.16(19) . . ?
C12 C11 H11A 109.2 . . ?
N2 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
N2 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C13 114.2(2) . . ?
C11 C12 H12A 108.7 . . ?
C13 C12 H12A 108.7 . . ?
C11 C12 H12B 108.7 . . ?
C13 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
O4 C13 O3 124.7(2) . . ?
O4 C13 C12 125.3(2) . . ?
O3 C13 C12 109.9(2) . . ?
O2 Cu1 O2 180.0 2_475 . ?
O2 Cu1 Cl1 89.45(6) 2_475 . ?
O2 Cu1 Cl1 90.55(6) . . ?
O2 Cu1 Cl1 90.55(6) 2_475 2_475 ?
O2 Cu1 Cl1 89.45(6) . 2_475 ?
Cl1 Cu1 Cl1 180.00(3) . 2_475 ?
C7 N1 C1 108.02(16) . . ?
C7 N1 C8 125.44(17) . . ?
C1 N1 C8 126.53(17) . . ?
C7 N2 C6 107.78(17) . . ?
C7 N2 C11 126.41(19) . . ?
C6 N2 C11 125.76(18) . . ?
C10 O2 Cu1 108.61(13) . . ?
C13 O3 H3 110.6 . . ?

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
C6 C1 C2 C3 -0.3(3) . . . . ?
N1 C1 C2 C3 179.3(2) . . . . ?
C1 C2 C3 C4 1.2(3) . . . . ?
C2 C3 C4 C5 -1.1(4) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C2 C1 C6 C5 -0.6(3) . . . . ?
N1 C1 C6 C5 179.67(18) . . . . ?
C2 C1 C6 N2 179.50(18) . . . . ?
N1 C1 C6 N2 -0.2(2) . . . . ?
C4 C5 C6 C1 0.7(3) . . . . ?
C4 C5 C6 N2 -179.5(2) . . . . ?
N1 C8 C9 C10 64.5(2) . . . . ?
C8 C9 C10 O1 -143.6(2) . . . . ?
C8 C9 C10 O2 37.8(3) . . . . ?
N2 C11 C12 C13 -175.2(2) . . . . ?
C11 C12 C13 O4 -3.4(4) . . . . ?
C11 C12 C13 O3 173.1(2) . . . . ?
N2 C7 N1 C1 -0.1(2) . . . . ?
N2 C7 N1 C8 179.06(17) . . . . ?
C6 C1 N1 C7 0.2(2) . . . . ?
C2 C1 N1 C7 -179.4(2) . . . . ?
C6 C1 N1 C8 -178.99(17) . . . . ?
C2 C1 N1 C8 1.4(3) . . . . ?
C9 C8 N1 C7 -109.2(2) . . . . ?
C9 C8 N1 C1 69.9(2) . . . . ?
N1 C7 N2 C6 0.0(2) . . . . ?
N1 C7 N2 C11 177.8(2) . . . . ?
C1 C6 N2 C7 0.1(2) . . . . ?
C5 C6 N2 C7 -179.7(2) . . . . ?
C1 C6 N2 C11 -177.7(2) . . . . ?
C5 C6 N2 C11 2.5(4) . . . . ?
C12 C11 N2 C7 35.4(4) . . . . ?
C12 C11 N2 C6 -147.3(2) . . . . ?
O1 C10 O2 Cu1 -10.2(3) . . . . ?
C9 C10 O2 Cu1 168.38(13) . . . . ?
Cl1 Cu1 O2 C10 -77.51(14) . . . . ?
Cl1 Cu1 O2 C10 102.49(14) 2_475 . . . ?

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 O1 0.85 1.76 2.574(2) 159.6 1_665

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.704
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.068
####################################################################### 
# 
# 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_fyfcomplex1
_database_code_depnum_ccdc_archive 'CCDC 1551820'
_audit_update_record             
;
2017-07-02 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H26 Cu2 N6 O14, C2 H3 N'
_chemical_formula_sum            'C28 H29 Cu2 N7 O14'
_chemical_formula_weight         814.66

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'
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   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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                   11.2462(15)
_cell_length_b                   11.0776(8)
_cell_length_c                   12.0983(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.357(10)
_cell_angle_gamma                90.00
_cell_volume                     1506.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1368
_cell_measurement_theta_min      3.6700
_cell_measurement_theta_max      26.6630

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.796
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832
_exptl_absorpt_coefficient_mu    1.499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.71931
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'

_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  'Bruker Smart Apex CCD II'
_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            9441
_diffrn_reflns_av_R_equivalents  0.0731
_diffrn_reflns_av_sigmaI/netI    0.0977
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.37
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2960
_reflns_number_gt                1889
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    DIAMOND
_computing_publication_material  DIAMOND

_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)+(0.0250P)²+1.0000P] 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         2960
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1089
_refine_ls_wR_factor_gt          0.0945
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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
C1 C 0.9980(5) 0.7860(4) 0.0943(4) 0.0332(12) Uani 1 1 d . . .
C2 C 1.0657(5) 0.8085(4) 0.0024(4) 0.0396(14) Uani 1 1 d . . .
H2 H 1.1463 0.7900 0.0007 0.048 Uiso 1 1 calc R . .
C3 C 1.0060(5) 0.8598(4) -0.0861(4) 0.0414(14) Uani 1 1 d . . .
H3 H 1.0476 0.8757 -0.1500 0.050 Uiso 1 1 calc R . .
C4 C 0.8863(5) 0.8887(4) -0.0838(4) 0.0409(14) Uani 1 1 d . . .
H4 H 0.8503 0.9234 -0.1461 0.049 Uiso 1 1 calc R . .
C5 C 0.8186(5) 0.8679(4) 0.0078(4) 0.0398(13) Uani 1 1 d . . .
H5 H 0.7385 0.8882 0.0097 0.048 Uiso 1 1 calc R . .
C6 C 0.8782(5) 0.8143(4) 0.0971(4) 0.0306(12) Uani 1 1 d . . .
C7 C 0.9303(5) 0.7328(4) 0.2560(4) 0.0332(12) Uani 1 1 d . . .
H7 H 0.9268 0.7023 0.3275 0.040 Uiso 1 1 calc R . .
C8 C 1.1489(5) 0.7119(4) 0.2413(4) 0.0396(14) Uani 1 1 d . . .
H8A H 1.1969 0.6739 0.1855 0.047 Uiso 1 1 calc R . .
H8B H 1.1454 0.6579 0.3043 0.047 Uiso 1 1 calc R . .
C9 C 1.2048(5) 0.8319(4) 0.2767(4) 0.0361(13) Uani 1 1 d . . .
H9A H 1.2838 0.8171 0.3075 0.043 Uiso 1 1 calc R . .
H9B H 1.2128 0.8829 0.2121 0.043 Uiso 1 1 calc R . .
C10 C 1.1316(5) 0.8975(5) 0.3615(4) 0.0321(12) Uani 1 1 d . . .
C11 C 0.7251(4) 0.8130(4) 0.2486(4) 0.0357(13) Uani 1 1 d . . .
H11A H 0.7103 0.7626 0.3124 0.043 Uiso 1 1 calc R . .
H11B H 0.6614 0.7995 0.1945 0.043 Uiso 1 1 calc R . .
C12 C 0.7263(4) 0.9445(4) 0.2830(4) 0.0353(12) Uani 1 1 d . . .
H12A H 0.7353 0.9946 0.2179 0.042 Uiso 1 1 calc R . .
H12B H 0.6508 0.9645 0.3154 0.042 Uiso 1 1 calc R . .
C13 C 0.8256(4) 0.9724(4) 0.3653(4) 0.0297(12) Uani 1 1 d . . .
C14 C 0.5000 1.0000 0.5000 0.094(4) Uani 1 2 d S . .
C15 C 0.4032(7) 0.9683(7) 0.4436(6) 0.119(3) Uani 0.50 1 d P . .
H15A H 0.3880 0.8840 0.4549 0.179 Uiso 0.50 1 calc PR . .
H15B H 0.4142 0.9833 0.3664 0.179 Uiso 0.50 1 calc PR . .
H15C H 0.3369 1.0147 0.4686 0.179 Uiso 0.50 1 calc PR . .
Cu1 Cu 0.97668(6) 0.89436(5) 0.54870(4) 0.02782(19) Uani 1 1 d . . .
N1 N 1.0281(4) 0.7344(3) 0.1964(3) 0.0320(10) Uani 1 1 d . . .
N2 N 0.8391(4) 0.7796(3) 0.2009(3) 0.0314(10) Uani 1 1 d . . .
N3 N 0.9214(4) 0.6255(4) 0.5894(4) 0.0441(12) Uani 1 1 d . . .
N4 N 0.4032(7) 0.9683(7) 0.4436(6) 0.119(3) Uani 0.50 1 d P . .
O1 O 1.1225(3) 1.0104(3) 0.3511(2) 0.0344(8) Uani 1 1 d . . .
O2 O 1.0853(3) 0.8350(3) 0.4355(3) 0.0353(8) Uani 1 1 d . . .
O3 O 0.8437(3) 0.8936(3) 0.4399(2) 0.0345(8) Uani 1 1 d . . .
O4 O 0.8834(3) 1.0680(3) 0.3539(2) 0.0351(8) Uani 1 1 d . . .
O5 O 0.9582(4) 0.7240(3) 0.6309(3) 0.0499(11) Uani 1 1 d . . .
O6 O 0.9404(5) 0.5315(3) 0.6402(4) 0.0837(16) Uani 1 1 d . . .
O7 O 0.8648(4) 0.6257(4) 0.5008(4) 0.0681(13) 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
C1 C6 1.384(7) . ?
C1 C2 1.385(6) . ?
C1 N1 1.396(6) . ?
C2 C3 1.373(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(6) . ?
C5 H5 0.9300 . ?
C6 N2 1.394(6) . ?
C7 N2 1.317(6) . ?
C7 N1 1.329(6) . ?
C7 H7 0.9300 . ?
C8 N1 1.473(6) . ?
C8 C9 1.527(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.516(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O2 1.255(5) . ?
C10 O1 1.261(5) . ?
C11 N2 1.466(6) . ?
C11 C12 1.515(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.511(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 O4 1.251(5) . ?
C13 O3 1.269(5) . ?
C14 C15 1.319(7) . ?
C14 N4 1.319(7) 3_676 ?
C14 C15 1.319(7) 3_676 ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
Cu1 O3 1.969(3) . ?
Cu1 O2 1.970(3) . ?
Cu1 O1 1.972(3) 3_776 ?
Cu1 O4 1.987(3) 3_776 ?
Cu1 O5 2.146(3) . ?
Cu1 Cu1 2.6779(11) 3_776 ?
N3 O6 1.225(5) . ?
N3 O7 1.234(5) . ?
N3 O5 1.267(5) . ?
O1 Cu1 1.972(3) 3_776 ?
O4 Cu1 1.987(3) 3_776 ?

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
C6 C1 C2 122.3(5) . . ?
C6 C1 N1 106.6(4) . . ?
C2 C1 N1 131.1(5) . . ?
C3 C2 C1 115.6(5) . . ?
C3 C2 H2 122.2 . . ?
C1 C2 H2 122.2 . . ?
C2 C3 C4 122.6(5) . . ?
C2 C3 H3 118.7 . . ?
C4 C3 H3 118.7 . . ?
C5 C4 C3 122.2(5) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C4 C5 C6 115.6(5) . . ?
C4 C5 H5 122.2 . . ?
C6 C5 H5 122.2 . . ?
C1 C6 C5 121.9(5) . . ?
C1 C6 N2 106.8(4) . . ?
C5 C6 N2 131.4(5) . . ?
N2 C7 N1 111.4(4) . . ?
N2 C7 H7 124.3 . . ?
N1 C7 H7 124.3 . . ?
N1 C8 C9 109.0(4) . . ?
N1 C8 H8A 109.9 . . ?
C9 C8 H8A 109.9 . . ?
N1 C8 H8B 109.9 . . ?
C9 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
C10 C9 C8 112.4(4) . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
O2 C10 O1 125.7(4) . . ?
O2 C10 C9 117.4(4) . . ?
O1 C10 C9 116.9(4) . . ?
N2 C11 C12 110.4(4) . . ?
N2 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
N2 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C13 C12 C11 112.3(4) . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
O4 C13 O3 125.8(5) . . ?
O4 C13 C12 118.6(4) . . ?
O3 C13 C12 115.6(4) . . ?
C15 C14 N4 180.000(2) . 3_676 ?
C15 C14 C15 180.000(2) . 3_676 ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O3 Cu1 O2 90.44(14) . . ?
O3 Cu1 O1 88.93(14) . 3_776 ?
O2 Cu1 O1 167.15(13) . 3_776 ?
O3 Cu1 O4 167.27(13) . 3_776 ?
O2 Cu1 O4 89.26(14) . 3_776 ?
O1 Cu1 O4 88.54(14) 3_776 3_776 ?
O3 Cu1 O5 103.06(14) . . ?
O2 Cu1 O5 95.58(14) . . ?
O1 Cu1 O5 97.07(14) 3_776 . ?
O4 Cu1 O5 89.64(14) 3_776 . ?
O3 Cu1 Cu1 82.14(9) . 3_776 ?
O2 Cu1 Cu1 81.63(10) . 3_776 ?
O1 Cu1 Cu1 85.57(9) 3_776 3_776 ?
O4 Cu1 Cu1 85.23(9) 3_776 3_776 ?
O5 Cu1 Cu1 174.17(12) . 3_776 ?
C7 N1 C1 107.4(4) . . ?
C7 N1 C8 124.5(4) . . ?
C1 N1 C8 126.8(4) . . ?
C7 N2 C6 107.8(4) . . ?
C7 N2 C11 125.4(4) . . ?
C6 N2 C11 125.6(4) . . ?
O6 N3 O7 121.1(5) . . ?
O6 N3 O5 118.8(5) . . ?
O7 N3 O5 120.0(4) . . ?
C10 O1 Cu1 121.0(3) . 3_776 ?
C10 O2 Cu1 125.9(3) . . ?
C13 O3 Cu1 125.4(3) . . ?
C13 O4 Cu1 121.2(3) . 3_776 ?
N3 O5 Cu1 127.4(3) . . ?

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
C6 C1 C2 C3 -0.5(7) . . . . ?
N1 C1 C2 C3 179.1(5) . . . . ?
C1 C2 C3 C4 0.7(7) . . . . ?
C2 C3 C4 C5 0.0(8) . . . . ?
C3 C4 C5 C6 -0.9(7) . . . . ?
C2 C1 C6 C5 -0.4(7) . . . . ?
N1 C1 C6 C5 179.9(4) . . . . ?
C2 C1 C6 N2 180.0(4) . . . . ?
N1 C1 C6 N2 0.2(5) . . . . ?
C4 C5 C6 C1 1.1(7) . . . . ?
C4 C5 C6 N2 -179.4(4) . . . . ?
N1 C8 C9 C10 57.8(5) . . . . ?
C8 C9 C10 O2 39.9(6) . . . . ?
C8 C9 C10 O1 -140.0(4) . . . . ?
N2 C11 C12 C13 -57.9(5) . . . . ?
C11 C12 C13 O4 137.9(4) . . . . ?
C11 C12 C13 O3 -41.0(6) . . . . ?
N2 C7 N1 C1 -0.3(5) . . . . ?
N2 C7 N1 C8 167.0(4) . . . . ?
C6 C1 N1 C7 0.0(5) . . . . ?
C2 C1 N1 C7 -179.7(5) . . . . ?
C6 C1 N1 C8 -166.9(4) . . . . ?
C2 C1 N1 C8 13.4(8) . . . . ?
C9 C8 N1 C7 -91.2(5) . . . . ?
C9 C8 N1 C1 73.6(6) . . . . ?
N1 C7 N2 C6 0.4(5) . . . . ?
N1 C7 N2 C11 -167.5(4) . . . . ?
C1 C6 N2 C7 -0.4(5) . . . . ?
C5 C6 N2 C7 180.0(5) . . . . ?
C1 C6 N2 C11 167.5(4) . . . . ?
C5 C6 N2 C11 -12.1(8) . . . . ?
C12 C11 N2 C7 92.7(5) . . . . ?
C12 C11 N2 C6 -73.1(5) . . . . ?
O2 C10 O1 Cu1 -2.9(6) . . . 3_776 ?
C9 C10 O1 Cu1 176.9(3) . . . 3_776 ?
O1 C10 O2 Cu1 4.7(7) . . . . ?
C9 C10 O2 Cu1 -175.1(3) . . . . ?
O3 Cu1 O2 C10 78.8(4) . . . . ?
O1 Cu1 O2 C10 -8.3(9) 3_776 . . . ?
O4 Cu1 O2 C10 -88.5(4) 3_776 . . . ?
O5 Cu1 O2 C10 -178.1(4) . . . . ?
Cu1 Cu1 O2 C10 -3.2(4) 3_776 . . . ?
O4 C13 O3 Cu1 -6.0(7) . . . . ?
C12 C13 O3 Cu1 172.8(3) . . . . ?
O2 Cu1 O3 C13 -77.3(4) . . . . ?
O1 Cu1 O3 C13 89.8(4) 3_776 . . . ?
O4 Cu1 O3 C13 11.3(8) 3_776 . . . ?
O5 Cu1 O3 C13 -173.2(4) . . . . ?
Cu1 Cu1 O3 C13 4.1(4) 3_776 . . . ?
O3 C13 O4 Cu1 3.6(7) . . . 3_776 ?
C12 C13 O4 Cu1 -175.2(3) . . . 3_776 ?
O6 N3 O5 Cu1 164.2(4) . . . . ?
O7 N3 O5 Cu1 -17.7(7) . . . . ?
O3 Cu1 O5 N3 33.8(5) . . . . ?
O2 Cu1 O5 N3 -57.9(4) . . . . ?
O1 Cu1 O5 N3 124.4(4) 3_776 . . . ?
O4 Cu1 O5 N3 -147.1(4) 3_776 . . . ?


_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.099
####################################################################### 
# 
# 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_fyfcomplex4
_database_code_depnum_ccdc_archive 'CCDC 1551823'
_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H30 Cu2 N4 O10, 2(Cl O4)'
_chemical_formula_sum            'C26 H30 Cl2 Cu2 N4 O18'
_chemical_formula_weight         884.52

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           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   8.3896(2)
_cell_length_b                   16.1281(4)
_cell_length_c                   11.9938(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.673(2)
_cell_angle_gamma                90.00
_cell_volume                     1599.79(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4146
_cell_measurement_theta_min      3.0277
_cell_measurement_theta_max      28.4275

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.836
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             900
_exptl_absorpt_coefficient_mu    1.587
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6389
_exptl_absorpt_correction_T_max  0.7524
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'

_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  'Bruker Smart Apex CCD II'
_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            8142
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3150
_reflns_number_gt                2774
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    DIAMOND
_computing_publication_material  DIAMOND

_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)+(0.0847P)²+1.7000P] 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         3150
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1377
_refine_ls_wR_factor_gt          0.1319
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
C1 C 0.6251(4) 0.8710(2) 0.6054(3) 0.0299(8) Uani 1 1 d . . .
C2 C 0.5265(5) 0.8608(3) 0.5010(3) 0.0415(10) Uani 1 1 d . . .
H2 H 0.4431 0.8222 0.4895 0.050 Uiso 1 1 calc R . .
C3 C 0.5602(6) 0.9118(3) 0.4152(3) 0.0502(12) Uani 1 1 d . . .
H3 H 0.4965 0.9078 0.3441 0.060 Uiso 1 1 calc R . .
C4 C 0.6853(6) 0.9682(3) 0.4319(3) 0.0492(12) Uani 1 1 d . . .
H4 H 0.7040 1.0004 0.3710 0.059 Uiso 1 1 calc R . .
C5 C 0.7842(6) 0.9791(3) 0.5353(3) 0.0413(10) Uani 1 1 d . . .
H5 H 0.8680 1.0176 0.5462 0.050 Uiso 1 1 calc R . .
C6 C 0.7497(4) 0.9285(2) 0.6215(3) 0.0290(8) Uani 1 1 d . . .
C7 C 0.7486(4) 0.8626(2) 0.7818(3) 0.0287(8) Uani 1 1 d . . .
H7 H 0.7759 0.8459 0.8568 0.034 Uiso 1 1 calc R . .
C8 C 0.5068(5) 0.7734(2) 0.7404(3) 0.0353(8) Uani 1 1 d . . .
H8A H 0.5553 0.7408 0.8053 0.042 Uiso 1 1 calc R . .
H8B H 0.4712 0.7356 0.6783 0.042 Uiso 1 1 calc R . .
C9 C 0.3624(5) 0.8205(3) 0.7689(3) 0.0346(8) Uani 1 1 d . . .
H9A H 0.3047 0.8460 0.7007 0.042 Uiso 1 1 calc R . .
H9B H 0.2896 0.7817 0.7964 0.042 Uiso 1 1 calc R . .
C10 C 0.4105(4) 0.8866(2) 0.8571(3) 0.0266(7) Uani 1 1 d . . .
C11 C 0.9457(4) 0.9774(3) 0.7960(3) 0.0376(9) Uani 1 1 d . . .
H11A H 1.0243 0.9919 0.7485 0.045 Uiso 1 1 calc R . .
H11B H 1.0023 0.9497 0.8629 0.045 Uiso 1 1 calc R . .
C12 C 0.8654(5) 1.0557(2) 0.8305(3) 0.0352(9) Uani 1 1 d . . .
H12A H 0.8232 1.0874 0.7633 0.042 Uiso 1 1 calc R . .
H12B H 0.9458 1.0895 0.8774 0.042 Uiso 1 1 calc R . .
C13 C 0.7286(4) 1.0368(2) 0.8952(3) 0.0261(7) Uani 1 1 d . . .
Cl1 Cl 0.97877(12) 0.22294(7) 0.53019(8) 0.0437(3) Uani 1 1 d . . .
Cu1 Cu 0.40652(4) 1.05273(2) 0.93738(3) 0.02193(17) Uani 1 1 d . . .
N1 N 0.6282(4) 0.83076(19) 0.7086(2) 0.0291(6) Uani 1 1 d . . .
N2 N 0.8247(4) 0.9212(2) 0.7342(2) 0.0300(7) Uani 1 1 d . . .
O1 O 0.3505(3) 0.95745(16) 0.8371(2) 0.0311(6) Uani 1 1 d . . .
O2 O 0.5110(3) 0.86683(16) 0.94336(19) 0.0302(6) Uani 1 1 d . . .
O3 O 0.7575(3) 0.98344(17) 0.97299(19) 0.0309(6) Uani 1 1 d . . .
O4 O 0.5973(3) 1.07388(17) 0.8654(2) 0.0315(6) Uani 1 1 d . . .
O5 O 0.2439(3) 1.14422(18) 0.8417(2) 0.0406(7) Uani 1 1 d . . .
H5C H 0.1970 1.1724 0.8866 0.061 Uiso 1 1 d R . .
H5D H 0.1954 1.1526 0.7745 0.061 Uiso 1 1 d R . .
O6 O 1.1215(6) 0.2526(3) 0.4996(4) 0.0943(15) Uani 1 1 d . . .
O7 O 0.9196(7) 0.1597(4) 0.4544(5) 0.124(2) Uani 1 1 d . . .
O8 O 0.8729(8) 0.2892(4) 0.5306(5) 0.143(3) Uani 1 1 d . . .
O9 O 1.0196(7) 0.1874(4) 0.6379(4) 0.1176(19) 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
C1 C6 1.387(6) . ?
C1 C2 1.389(5) . ?
C1 N1 1.394(4) . ?
C2 C3 1.382(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(5) . ?
C5 H5 0.9300 . ?
C6 N2 1.398(4) . ?
C7 N2 1.323(5) . ?
C7 N1 1.325(5) . ?
C7 H7 0.9300 . ?
C8 N1 1.473(5) . ?
C8 C9 1.516(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.509(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O1 1.255(4) . ?
C10 O2 1.262(4) . ?
C11 N2 1.465(5) . ?
C11 C12 1.521(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.521(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 O4 1.252(4) . ?
C13 O3 1.262(4) . ?
Cl1 O8 1.390(5) . ?
Cl1 O6 1.395(4) . ?
Cl1 O7 1.400(5) . ?
Cl1 O9 1.403(4) . ?
Cu1 O1 1.959(2) . ?
Cu1 O2 1.968(2) 3_677 ?
Cu1 O3 1.971(2) 3_677 ?
Cu1 O4 1.972(2) . ?
Cu1 O5 2.197(3) . ?
Cu1 Cu1 2.6111(7) 3_677 ?
O2 Cu1 1.968(2) 3_677 ?
O3 Cu1 1.971(2) 3_677 ?
O5 H5C 0.8497 . ?
O5 H5D 0.8504 . ?

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
C6 C1 C2 121.7(4) . . ?
C6 C1 N1 106.7(3) . . ?
C2 C1 N1 131.6(4) . . ?
C3 C2 C1 115.8(4) . . ?
C3 C2 H2 122.1 . . ?
C1 C2 H2 122.1 . . ?
C4 C3 C2 122.1(4) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 C5 122.8(4) . . ?
C3 C4 H4 118.6 . . ?
C5 C4 H4 118.6 . . ?
C4 C5 C6 115.2(4) . . ?
C4 C5 H5 122.4 . . ?
C6 C5 H5 122.4 . . ?
C5 C6 C1 122.5(4) . . ?
C5 C6 N2 131.0(4) . . ?
C1 C6 N2 106.5(3) . . ?
N2 C7 N1 111.1(3) . . ?
N2 C7 H7 124.4 . . ?
N1 C7 H7 124.4 . . ?
N1 C8 C9 111.0(3) . . ?
N1 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N1 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C10 C9 C8 112.5(3) . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
O1 C10 O2 125.3(3) . . ?
O1 C10 C9 117.3(3) . . ?
O2 C10 C9 117.3(3) . . ?
N2 C11 C12 110.5(3) . . ?
N2 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C11 C12 C13 112.3(3) . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
O4 C13 O3 126.0(3) . . ?
O4 C13 C12 117.5(3) . . ?
O3 C13 C12 116.5(3) . . ?
O8 Cl1 O6 108.3(4) . . ?
O8 Cl1 O7 113.9(4) . . ?
O6 Cl1 O7 107.8(3) . . ?
O8 Cl1 O9 111.6(4) . . ?
O6 Cl1 O9 107.2(3) . . ?
O7 Cl1 O9 107.8(4) . . ?
O1 Cu1 O2 169.02(10) . 3_677 ?
O1 Cu1 O3 89.16(11) . 3_677 ?
O2 Cu1 O3 89.49(11) 3_677 3_677 ?
O1 Cu1 O4 89.73(11) . . ?
O2 Cu1 O4 89.55(11) 3_677 . ?
O3 Cu1 O4 169.19(10) 3_677 . ?
O1 Cu1 O5 98.17(11) . . ?
O2 Cu1 O5 92.78(11) 3_677 . ?
O3 Cu1 O5 93.13(10) 3_677 . ?
O4 Cu1 O5 97.67(10) . . ?
O1 Cu1 Cu1 84.33(8) . 3_677 ?
O2 Cu1 Cu1 84.70(7) 3_677 3_677 ?
O3 Cu1 Cu1 84.29(8) 3_677 3_677 ?
O4 Cu1 Cu1 84.91(8) . 3_677 ?
O5 Cu1 Cu1 176.40(8) . 3_677 ?
C7 N1 C1 107.8(3) . . ?
C7 N1 C8 123.7(3) . . ?
C1 N1 C8 127.7(3) . . ?
C7 N2 C6 107.8(3) . . ?
C7 N2 C11 124.6(3) . . ?
C6 N2 C11 126.7(3) . . ?
C10 O1 Cu1 123.3(2) . . ?
C10 O2 Cu1 122.3(2) . 3_677 ?
C13 O3 Cu1 122.6(2) . 3_677 ?
C13 O4 Cu1 122.2(2) . . ?
Cu1 O5 H5C 109.9 . . ?
Cu1 O5 H5D 139.3 . . ?
H5C O5 H5D 108.4 . . ?

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
C6 C1 C2 C3 -0.4(5) . . . . ?
N1 C1 C2 C3 -179.0(4) . . . . ?
C1 C2 C3 C4 1.0(6) . . . . ?
C2 C3 C4 C5 -1.1(7) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C4 C5 C6 C1 0.1(6) . . . . ?
C4 C5 C6 N2 178.6(4) . . . . ?
C2 C1 C6 C5 -0.1(6) . . . . ?
N1 C1 C6 C5 178.8(3) . . . . ?
C2 C1 C6 N2 -178.9(3) . . . . ?
N1 C1 C6 N2 0.0(4) . . . . ?
N1 C8 C9 C10 -53.4(4) . . . . ?
C8 C9 C10 O1 131.7(3) . . . . ?
C8 C9 C10 O2 -46.3(4) . . . . ?
N2 C11 C12 C13 53.4(4) . . . . ?
C11 C12 C13 O4 -132.3(4) . . . . ?
C11 C12 C13 O3 46.2(4) . . . . ?
N2 C7 N1 C1 0.2(4) . . . . ?
N2 C7 N1 C8 -170.6(3) . . . . ?
C6 C1 N1 C7 -0.1(4) . . . . ?
C2 C1 N1 C7 178.7(4) . . . . ?
C6 C1 N1 C8 170.2(3) . . . . ?
C2 C1 N1 C8 -11.0(6) . . . . ?
C9 C8 N1 C7 90.5(4) . . . . ?
C9 C8 N1 C1 -78.4(4) . . . . ?
N1 C7 N2 C6 -0.2(4) . . . . ?
N1 C7 N2 C11 169.8(3) . . . . ?
C5 C6 N2 C7 -178.6(4) . . . . ?
C1 C6 N2 C7 0.1(4) . . . . ?
C5 C6 N2 C11 11.7(6) . . . . ?
C1 C6 N2 C11 -169.6(3) . . . . ?
C12 C11 N2 C7 -90.7(4) . . . . ?
C12 C11 N2 C6 77.4(4) . . . . ?
O2 C10 O1 Cu1 1.1(5) . . . . ?
C9 C10 O1 Cu1 -176.8(2) . . . . ?
O2 Cu1 O1 C10 -2.1(7) 3_677 . . . ?
O3 Cu1 O1 C10 -85.1(3) 3_677 . . . ?
O4 Cu1 O1 C10 84.2(3) . . . . ?
O5 Cu1 O1 C10 -178.1(3) . . . . ?
Cu1 Cu1 O1 C10 -0.7(3) 3_677 . . . ?
O1 C10 O2 Cu1 -0.7(5) . . . 3_677 ?
C9 C10 O2 Cu1 177.1(2) . . . 3_677 ?
O4 C13 O3 Cu1 0.8(5) . . . 3_677 ?
C12 C13 O3 Cu1 -177.6(2) . . . 3_677 ?
O3 C13 O4 Cu1 -0.8(5) . . . . ?
C12 C13 O4 Cu1 177.6(2) . . . . ?
O1 Cu1 O4 C13 -84.0(3) . . . . ?
O2 Cu1 O4 C13 85.0(3) 3_677 . . . ?
O3 Cu1 O4 C13 0.1(7) 3_677 . . . ?
O5 Cu1 O4 C13 177.8(3) . . . . ?
Cu1 Cu1 O4 C13 0.3(3) 3_677 . . . ?

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
O5 H5C O6 0.85 2.00 2.839(5) 170.7 4_476
O5 H5D O9 0.85 2.09 2.908(5) 161.6 1_465

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.082
####################################################################### 
# 
# 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_fyfcomplex3
_database_code_depnum_ccdc_archive 'CCDC 1551822'
_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H58 Cu4 N8 O20, 2(N O3), 10(H2 O)'
_chemical_formula_sum            'C52 H78 Cu4 N10 O36'
_chemical_formula_weight         1673.40

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'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   9.059(5)
_cell_length_b                   14.377(9)
_cell_length_c                   14.816(9)
_cell_angle_alpha                64.669(10)
_cell_angle_beta                 84.588(10)
_cell_angle_gamma                86.721(10)
_cell_volume                     1736.0(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3766
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      26.57

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_absorpt_coefficient_mu    1.309
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7026
_exptl_absorpt_correction_T_max  0.7440
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'

_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  'Bruker Smart Apex CCD II'
_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            14579
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_sigmaI/netI    0.0774
_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         1.57
_diffrn_reflns_theta_max         26.00
_reflns_number_total             6760
_reflns_number_gt                4947
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    DIAMOND
_computing_publication_material  DIAMOND

_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)+(0.1000P)²+2.0000P] 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         6760
_refine_ls_number_parameters     460
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0574
_refine_ls_wR_factor_ref         0.1768
_refine_ls_wR_factor_gt          0.1615
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.066
_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
C1 C 0.7272(6) 0.9894(4) 0.9891(5) 0.0469(14) Uani 1 1 d . . .
C2 C 0.7463(8) 1.0342(5) 1.0517(6) 0.0653(19) Uani 1 1 d . . .
H2 H 0.6990 1.0106 1.1158 0.078 Uiso 1 1 calc R . .
C3 C 0.8407(10) 1.1175(6) 1.0137(8) 0.087(2) Uani 1 1 d U . .
H3 H 0.8568 1.1513 1.0531 0.104 Uiso 1 1 calc R . .
C4 C 0.9119(9) 1.1515(6) 0.9177(9) 0.090(3) Uani 1 1 d U . .
H4 H 0.9730 1.2082 0.8950 0.108 Uiso 1 1 calc R . .
C5 C 0.8959(7) 1.1049(5) 0.8547(7) 0.069(2) Uani 1 1 d . . .
H5 H 0.9466 1.1262 0.7918 0.083 Uiso 1 1 calc R . .
C6 C 0.7979(6) 1.0236(4) 0.8930(5) 0.0477(14) Uani 1 1 d . . .
C7 C 0.6538(6) 0.8968(4) 0.9154(4) 0.0392(12) Uani 1 1 d . . .
H7 H 0.6047 0.8485 0.9037 0.047 Uiso 1 1 calc R . .
C8 C 0.5564(6) 0.8391(4) 1.0943(4) 0.0437(13) Uani 1 1 d . . .
H8A H 0.4778 0.8063 1.0790 0.052 Uiso 1 1 calc R . .
H8B H 0.5115 0.8787 1.1291 0.052 Uiso 1 1 calc R . .
C9 C 0.6614(6) 0.7568(4) 1.1616(4) 0.0428(12) Uani 1 1 d . . .
H9A H 0.7375 0.7905 1.1782 0.051 Uiso 1 1 calc R . .
H9B H 0.6060 0.7137 1.2236 0.051 Uiso 1 1 calc R . .
C10 C 0.7352(5) 0.6894(3) 1.1151(3) 0.0313(10) Uani 1 1 d . . .
C11 C 0.7999(7) 0.9686(4) 0.7517(4) 0.0523(15) Uani 1 1 d . . .
H11A H 0.8124 1.0398 0.7040 0.063 Uiso 1 1 calc R . .
H11B H 0.7258 0.9391 0.7289 0.063 Uiso 1 1 calc R . .
C12 C 0.9476(6) 0.9093(4) 0.7566(4) 0.0488(14) Uani 1 1 d . . .
H12A H 0.9849 0.9204 0.6893 0.059 Uiso 1 1 calc R . .
H12B H 1.0193 0.9364 0.7834 0.059 Uiso 1 1 calc R . .
C13 C 0.9332(6) 0.7944(4) 0.8211(3) 0.0343(11) Uani 1 1 d . . .
C14 C 1.1060(6) 0.4764(5) 0.6124(4) 0.0442(13) Uani 1 1 d . . .
C15 C 1.2149(7) 0.4312(6) 0.5720(4) 0.0535(16) Uani 1 1 d . . .
H15 H 1.3088 0.4592 0.5501 0.064 Uiso 1 1 calc R . .
C16 C 1.1782(8) 0.3429(6) 0.5656(5) 0.0644(19) Uani 1 1 d . . .
H16 H 1.2486 0.3103 0.5386 0.077 Uiso 1 1 calc R . .
C17 C 1.0378(8) 0.3016(5) 0.5989(5) 0.0597(17) Uani 1 1 d . . .
H17 H 1.0172 0.2413 0.5940 0.072 Uiso 1 1 calc R . .
C18 C 0.9277(7) 0.3467(5) 0.6389(4) 0.0512(14) Uani 1 1 d . . .
H18 H 0.8335 0.3191 0.6600 0.061 Uiso 1 1 calc R . .
C19 C 0.9658(6) 0.4352(4) 0.6457(4) 0.0380(12) Uani 1 1 d . . .
C20 C 0.9712(6) 0.5753(4) 0.6676(4) 0.0408(12) Uani 1 1 d . . .
H20 H 0.9418 0.6287 0.6853 0.049 Uiso 1 1 calc R . .
C21 C 1.2297(6) 0.6350(5) 0.6020(4) 0.0531(16) Uani 1 1 d . . .
H21A H 1.1941 0.6999 0.6019 0.064 Uiso 1 1 calc R . .
H21B H 1.2710 0.6486 0.5348 0.064 Uiso 1 1 calc R . .
C22 C 1.3498(6) 0.5918(5) 0.6729(4) 0.0469(14) Uani 1 1 d . . .
H22A H 1.4345 0.6367 0.6466 0.056 Uiso 1 1 calc R . .
H22B H 1.3812 0.5251 0.6756 0.056 Uiso 1 1 calc R . .
C23 C 1.3039(5) 0.5797(4) 0.7789(4) 0.0332(11) Uani 1 1 d . . .
C24 C 0.7272(5) 0.4885(4) 0.7166(4) 0.0397(12) Uani 1 1 d . . .
H24A H 0.6724 0.4676 0.6755 0.048 Uiso 1 1 calc R . .
H24B H 0.6877 0.5549 0.7106 0.048 Uiso 1 1 calc R . .
C25 C 0.7042(6) 0.4111(4) 0.8244(4) 0.0383(11) Uani 1 1 d . . .
H25A H 0.6005 0.3927 0.8387 0.046 Uiso 1 1 calc R . .
H25B H 0.7617 0.3493 0.8327 0.046 Uiso 1 1 calc R . .
C26 C 0.7464(5) 0.4468(4) 0.8999(4) 0.0309(10) Uani 1 1 d . . .
Cu1 Cu 0.72411(6) 0.60745(4) 0.96625(4) 0.02791(18) Uani 1 1 d . . .
Cu2 Cu 0.92518(6) 0.40410(4) 1.08076(4) 0.02658(18) Uani 1 1 d . . .
N1 N 0.6374(5) 0.9080(3) 1.0009(3) 0.0407(10) Uani 1 1 d . . .
N2 N 0.7495(5) 0.9639(3) 0.8492(3) 0.0430(11) Uani 1 1 d . . .
N3 N 1.1037(5) 0.5654(4) 0.6282(3) 0.0443(11) Uani 1 1 d . . .
N4 N 0.8850(4) 0.4993(3) 0.6787(3) 0.0374(10) Uani 1 1 d . . .
N5 N 0.5567(10) 0.2352(8) 0.6289(6) 0.117(4) Uani 1 1 d DU . .
O1 O 0.8511(4) 0.6421(3) 1.1485(3) 0.0420(9) Uani 1 1 d . . .
O2 O 0.6695(4) 0.6849(2) 1.0457(2) 0.0344(8) Uani 1 1 d . . .
O3 O 0.8130(4) 0.7535(3) 0.8314(3) 0.0475(10) Uani 1 1 d . . .
O4 O 1.0496(4) 0.7470(3) 0.8614(3) 0.0407(9) Uani 1 1 d . . .
O5 O 1.3925(4) 0.5363(3) 0.8448(3) 0.0455(9) Uani 1 1 d . . .
O6 O 1.1776(4) 0.6155(3) 0.7923(2) 0.0367(8) Uani 1 1 d . . .
O7 O 0.7604(4) 0.5419(3) 0.8724(3) 0.0374(8) Uani 1 1 d . . .
O8 O 0.7565(4) 0.3796(3) 0.9883(3) 0.0420(9) Uani 1 1 d . . .
O9 O 0.5261(4) 0.6467(3) 0.9149(3) 0.0415(9) Uani 1 1 d . . .
H9C H 0.4671 0.6559 0.9586 0.062 Uiso 1 1 d R . .
H9D H 0.4728 0.6201 0.8882 0.062 Uiso 1 1 d R . .
O10 O 0.9101(3) 0.5567(2) 1.0248(2) 0.0268(7) Uani 1 1 d . . .
H10 H 0.9046 0.5774 1.0709 0.040 Uiso 1 1 d R . .
O11 O 0.5956(14) 0.1715(9) 0.7036(7) 0.219(6) Uani 1 1 d DU . .
O12 O 0.5097(10) 0.2258(8) 0.5581(7) 0.138(3) Uani 1 1 d D . .
O13 O 0.5610(9) 0.3271(9) 0.6170(8) 0.151(4) Uani 1 1 d D . .
O14 O 0.6524(15) 0.7622(7) 0.6719(7) 0.198(5) Uani 1 1 d U . .
H14C H 0.6091 0.8129 0.6790 0.297 Uiso 1 1 d R . .
H14D H 0.5887 0.7149 0.6919 0.297 Uiso 1 1 d R . .
O15 O 0.3297(11) 0.8407(7) 0.7387(11) 0.226(6) Uani 1 1 d U . .
H15C H 0.3270 0.8152 0.6967 0.339 Uiso 1 1 d R . .
H15D H 0.3612 0.9015 0.7045 0.339 Uiso 1 1 d R . .
O16 O 0.2792(15) 0.0514(8) 0.6732(10) 0.219(5) Uani 1 1 d U . .
H16C H 0.3370 0.0428 0.7182 0.329 Uiso 1 1 d R . .
H16D H 0.2003 0.0762 0.6910 0.329 Uiso 1 1 d R . .
O17 O 0.271(3) 0.9023(17) 0.5142(17) 0.413(14) Uani 1 1 d U . .
H17C H 0.3411 0.8791 0.4869 0.620 Uiso 1 1 d R . .
H17D H 0.2842 0.9657 0.4979 0.620 Uiso 1 1 d R . .
O18 O 0.131(3) 0.1206(15) 0.4935(14) 0.356(11) Uani 1 1 d U . .
H18C H 0.2186 0.0959 0.4925 0.534 Uiso 1 1 d R . .
H18D H 0.1399 0.1847 0.4568 0.534 Uiso 1 1 d 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
C1 C2 1.364(9) . ?
C1 C6 1.394(9) . ?
C1 N1 1.403(7) . ?
C2 C3 1.390(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(14) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(13) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(8) . ?
C5 H5 0.9300 . ?
C6 N2 1.388(8) . ?
C7 N2 1.330(7) . ?
C7 N1 1.338(7) . ?
C7 H7 0.9300 . ?
C8 N1 1.467(7) . ?
C8 C9 1.530(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.508(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O1 1.241(6) . ?
C10 O2 1.261(6) . ?
C11 N2 1.447(8) . ?
C11 C12 1.535(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.520(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 O3 1.233(6) . ?
C13 O4 1.274(6) . ?
C14 C15 1.379(8) . ?
C14 C19 1.387(7) . ?
C14 N3 1.393(8) . ?
C15 C16 1.374(10) . ?
C15 H15 0.9300 . ?
C16 C17 1.390(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.382(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.384(8) . ?
C18 H18 0.9300 . ?
C19 N4 1.365(7) . ?
C20 N3 1.312(7) . ?
C20 N4 1.323(7) . ?
C20 H20 0.9300 . ?
C21 N3 1.473(7) . ?
C21 C22 1.501(8) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.524(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O5 1.247(6) . ?
C23 O6 1.261(6) . ?
C24 N4 1.477(6) . ?
C24 C25 1.508(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.502(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 O7 1.258(6) . ?
C26 O8 1.260(6) . ?
Cu1 O10 1.928(3) . ?
Cu1 O2 1.954(3) . ?
Cu1 O9 1.972(4) . ?
Cu1 O7 1.983(4) . ?
Cu1 O3 2.312(4) . ?
Cu2 O6 1.932(3) 2_767 ?
Cu2 O10 1.973(3) 2_767 ?
Cu2 O4 1.973(4) 2_767 ?
Cu2 O10 1.987(3) . ?
Cu2 O8 2.282(4) . ?
Cu2 Cu2 3.0557(16) 2_767 ?
N5 O11 1.165(8) . ?
N5 O12 1.231(8) . ?
N5 O13 1.258(8) . ?
O4 Cu2 1.973(4) 2_767 ?
O6 Cu2 1.932(3) 2_767 ?
O9 H9C 0.8497 . ?
O9 H9D 0.8495 . ?
O10 Cu2 1.973(3) 2_767 ?
O10 H10 0.8505 . ?
O14 H14C 0.8496 . ?
O14 H14D 0.8504 . ?
O15 H15C 0.8500 . ?
O15 H15D 0.8502 . ?
O16 H16C 0.8499 . ?
O16 H16D 0.8498 . ?
O17 H17C 0.8500 . ?
O17 H17D 0.8499 . ?
O18 H18C 0.8504 . ?
O18 H18D 0.8504 . ?

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
C2 C1 C6 122.7(6) . . ?
C2 C1 N1 131.2(7) . . ?
C6 C1 N1 106.1(5) . . ?
C1 C2 C3 115.9(8) . . ?
C1 C2 H2 122.1 . . ?
C3 C2 H2 122.1 . . ?
C2 C3 C4 121.4(8) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 123.0(7) . . ?
C5 C4 H4 118.5 . . ?
C3 C4 H4 118.5 . . ?
C4 C5 C6 114.6(8) . . ?
C4 C5 H5 122.7 . . ?
C6 C5 H5 122.7 . . ?
N2 C6 C5 130.2(7) . . ?
N2 C6 C1 107.6(5) . . ?
C5 C6 C1 122.3(7) . . ?
N2 C7 N1 111.3(5) . . ?
N2 C7 H7 124.4 . . ?
N1 C7 H7 124.4 . . ?
N1 C8 C9 110.4(4) . . ?
N1 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C10 C9 C8 113.8(4) . . ?
C10 C9 H9A 108.8 . . ?
C8 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C8 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
O1 C10 O2 125.9(5) . . ?
O1 C10 C9 118.5(5) . . ?
O2 C10 C9 115.7(4) . . ?
N2 C11 C12 110.6(5) . . ?
N2 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C13 C12 C11 112.8(4) . . ?
C13 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
O3 C13 O4 124.6(4) . . ?
O3 C13 C12 119.4(5) . . ?
O4 C13 C12 116.1(4) . . ?
C15 C14 C19 122.2(6) . . ?
C15 C14 N3 132.0(5) . . ?
C19 C14 N3 105.8(5) . . ?
C16 C15 C14 116.8(6) . . ?
C16 C15 H15 121.6 . . ?
C14 C15 H15 121.6 . . ?
C15 C16 C17 121.1(6) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C18 C17 C16 122.4(7) . . ?
C18 C17 H17 118.8 . . ?
C16 C17 H17 118.8 . . ?
C17 C18 C19 116.1(6) . . ?
C17 C18 H18 121.9 . . ?
C19 C18 H18 121.9 . . ?
N4 C19 C18 131.4(5) . . ?
N4 C19 C14 107.2(5) . . ?
C18 C19 C14 121.4(5) . . ?
N3 C20 N4 111.0(5) . . ?
N3 C20 H20 124.5 . . ?
N4 C20 H20 124.5 . . ?
N3 C21 C22 112.9(5) . . ?
N3 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
N3 C21 H21B 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C21 C22 C23 114.1(4) . . ?
C21 C22 H22A 108.7 . . ?
C23 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
C23 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
O5 C23 O6 125.3(5) . . ?
O5 C23 C22 118.4(5) . . ?
O6 C23 C22 116.3(4) . . ?
N4 C24 C25 112.7(4) . . ?
N4 C24 H24A 109.0 . . ?
C25 C24 H24A 109.0 . . ?
N4 C24 H24B 109.0 . . ?
C25 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C26 C25 C24 115.0(4) . . ?
C26 C25 H25A 108.5 . . ?
C24 C25 H25A 108.5 . . ?
C26 C25 H25B 108.5 . . ?
C24 C25 H25B 108.5 . . ?
H25A C25 H25B 107.5 . . ?
O7 C26 O8 124.5(5) . . ?
O7 C26 C25 118.2(4) . . ?
O8 C26 C25 117.2(4) . . ?
O10 Cu1 O2 94.65(14) . . ?
O10 Cu1 O9 174.63(13) . . ?
O2 Cu1 O9 86.30(15) . . ?
O10 Cu1 O7 92.69(14) . . ?
O2 Cu1 O7 172.08(14) . . ?
O9 Cu1 O7 86.67(16) . . ?
O10 Cu1 O3 97.60(13) . . ?
O2 Cu1 O3 91.69(15) . . ?
O9 Cu1 O3 87.65(14) . . ?
O7 Cu1 O3 84.38(15) . . ?
O6 Cu2 O10 156.70(14) 2_767 2_767 ?
O6 Cu2 O4 86.44(15) 2_767 2_767 ?
O10 Cu2 O4 99.69(14) 2_767 2_767 ?
O6 Cu2 O10 93.75(14) 2_767 . ?
O10 Cu2 O10 78.99(14) 2_767 . ?
O4 Cu2 O10 177.02(14) 2_767 . ?
O6 Cu2 O8 106.91(15) 2_767 . ?
O10 Cu2 O8 96.07(14) 2_767 . ?
O4 Cu2 O8 84.64(15) 2_767 . ?
O10 Cu2 O8 98.14(13) . . ?
O6 Cu2 Cu2 129.46(11) 2_767 2_767 ?
O10 Cu2 Cu2 39.66(9) 2_767 2_767 ?
O4 Cu2 Cu2 139.29(11) 2_767 2_767 ?
O10 Cu2 Cu2 39.33(9) . 2_767 ?
O8 Cu2 Cu2 99.23(10) . 2_767 ?
C7 N1 C1 107.5(5) . . ?
C7 N1 C8 126.1(5) . . ?
C1 N1 C8 125.9(5) . . ?
C7 N2 C6 107.6(5) . . ?
C7 N2 C11 125.6(5) . . ?
C6 N2 C11 126.7(5) . . ?
C20 N3 C14 107.9(4) . . ?
C20 N3 C21 127.6(5) . . ?
C14 N3 C21 124.5(5) . . ?
C20 N4 C19 108.1(4) . . ?
C20 N4 C24 125.6(5) . . ?
C19 N4 C24 126.3(5) . . ?
O11 N5 O12 128.9(14) . . ?
O11 N5 O13 117.4(13) . . ?
O12 N5 O13 113.7(10) . . ?
C10 O2 Cu1 129.4(3) . . ?
C13 O3 Cu1 127.1(3) . . ?
C13 O4 Cu2 123.5(3) . 2_767 ?
C23 O6 Cu2 126.6(3) . 2_767 ?
C26 O7 Cu1 122.5(3) . . ?
C26 O8 Cu2 117.8(3) . . ?
Cu1 O9 H9C 109.2 . . ?
Cu1 O9 H9D 131.3 . . ?
H9C O9 H9D 104.2 . . ?
Cu1 O10 Cu2 110.13(15) . 2_767 ?
Cu1 O10 Cu2 111.49(14) . . ?
Cu2 O10 Cu2 101.01(14) 2_767 . ?
Cu1 O10 H10 101.4 . . ?
Cu2 O10 H10 121.7 2_767 . ?
Cu2 O10 H10 111.4 . . ?
H14C O14 H14D 106.2 . . ?
H15C O15 H15D 105.2 . . ?
H16C O16 H16D 103.7 . . ?
H17C O17 H17D 109.5 . . ?
H18C O18 H18D 104.5 . . ?

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
C6 C1 C2 C3 0.3(9) . . . . ?
N1 C1 C2 C3 -177.2(6) . . . . ?
C1 C2 C3 C4 -0.6(10) . . . . ?
C2 C3 C4 C5 -1.0(12) . . . . ?
C3 C4 C5 C6 2.6(10) . . . . ?
C4 C5 C6 N2 176.1(6) . . . . ?
C4 C5 C6 C1 -2.8(8) . . . . ?
C2 C1 C6 N2 -177.6(5) . . . . ?
N1 C1 C6 N2 0.4(5) . . . . ?
C2 C1 C6 C5 1.5(8) . . . . ?
N1 C1 C6 C5 179.6(5) . . . . ?
N1 C8 C9 C10 -60.3(6) . . . . ?
C8 C9 C10 O1 159.2(5) . . . . ?
C8 C9 C10 O2 -22.3(7) . . . . ?
N2 C11 C12 C13 65.5(7) . . . . ?
C11 C12 C13 O3 26.8(8) . . . . ?
C11 C12 C13 O4 -153.0(5) . . . . ?
C19 C14 C15 C16 0.3(8) . . . . ?
N3 C14 C15 C16 -178.7(6) . . . . ?
C14 C15 C16 C17 -0.2(9) . . . . ?
C15 C16 C17 C18 0.6(10) . . . . ?
C16 C17 C18 C19 -1.0(9) . . . . ?
C17 C18 C19 N4 178.3(5) . . . . ?
C17 C18 C19 C14 1.1(8) . . . . ?
C15 C14 C19 N4 -178.6(5) . . . . ?
N3 C14 C19 N4 0.6(5) . . . . ?
C15 C14 C19 C18 -0.8(8) . . . . ?
N3 C14 C19 C18 178.4(5) . . . . ?
N3 C21 C22 C23 -66.1(7) . . . . ?
C21 C22 C23 O5 174.0(5) . . . . ?
C21 C22 C23 O6 -6.3(7) . . . . ?
N4 C24 C25 C26 74.8(6) . . . . ?
C24 C25 C26 O7 17.5(6) . . . . ?
C24 C25 C26 O8 -166.7(4) . . . . ?
N2 C7 N1 C1 1.0(6) . . . . ?
N2 C7 N1 C8 -171.5(5) . . . . ?
C2 C1 N1 C7 177.0(6) . . . . ?
C6 C1 N1 C7 -0.9(5) . . . . ?
C2 C1 N1 C8 -10.5(9) . . . . ?
C6 C1 N1 C8 171.7(5) . . . . ?
C9 C8 N1 C7 92.2(6) . . . . ?
C9 C8 N1 C1 -79.0(6) . . . . ?
N1 C7 N2 C6 -0.7(6) . . . . ?
N1 C7 N2 C11 175.8(5) . . . . ?
C5 C6 N2 C7 -178.9(6) . . . . ?
C1 C6 N2 C7 0.1(6) . . . . ?
C5 C6 N2 C11 4.6(9) . . . . ?
C1 C6 N2 C11 -176.3(5) . . . . ?
C12 C11 N2 C7 -95.5(6) . . . . ?
C12 C11 N2 C6 80.3(6) . . . . ?
N4 C20 N3 C14 -0.3(6) . . . . ?
N4 C20 N3 C21 178.5(5) . . . . ?
C15 C14 N3 C20 178.9(6) . . . . ?
C19 C14 N3 C20 -0.2(6) . . . . ?
C15 C14 N3 C21 0.1(9) . . . . ?
C19 C14 N3 C21 -179.0(4) . . . . ?
C22 C21 N3 C20 106.6(7) . . . . ?
C22 C21 N3 C14 -74.8(6) . . . . ?
N3 C20 N4 C19 0.7(6) . . . . ?
N3 C20 N4 C24 -177.2(4) . . . . ?
C18 C19 N4 C20 -178.3(5) . . . . ?
C14 C19 N4 C20 -0.8(5) . . . . ?
C18 C19 N4 C24 -0.5(8) . . . . ?
C14 C19 N4 C24 177.0(4) . . . . ?
C25 C24 N4 C20 -102.0(6) . . . . ?
C25 C24 N4 C19 80.6(6) . . . . ?
O1 C10 O2 Cu1 -1.2(7) . . . . ?
C9 C10 O2 Cu1 -179.6(3) . . . . ?
O10 Cu1 O2 C10 -4.4(4) . . . . ?
O9 Cu1 O2 C10 170.3(4) . . . . ?
O3 Cu1 O2 C10 -102.2(4) . . . . ?
O4 C13 O3 Cu1 27.3(8) . . . . ?
C12 C13 O3 Cu1 -152.5(4) . . . . ?
O10 Cu1 O3 C13 -16.4(5) . . . . ?
O2 Cu1 O3 C13 78.5(5) . . . . ?
O9 Cu1 O3 C13 164.7(5) . . . . ?
O7 Cu1 O3 C13 -108.4(5) . . . . ?
O3 C13 O4 Cu2 16.0(7) . . . 2_767 ?
C12 C13 O4 Cu2 -164.2(4) . . . 2_767 ?
O5 C23 O6 Cu2 -9.9(7) . . . 2_767 ?
C22 C23 O6 Cu2 170.5(3) . . . 2_767 ?
O8 C26 O7 Cu1 -24.1(6) . . . . ?
C25 C26 O7 Cu1 151.3(3) . . . . ?
O10 Cu1 O7 C26 76.0(4) . . . . ?
O9 Cu1 O7 C26 -98.6(4) . . . . ?
O3 Cu1 O7 C26 173.4(4) . . . . ?
O7 C26 O8 Cu2 -36.0(6) . . . . ?
C25 C26 O8 Cu2 148.6(3) . . . . ?
O6 Cu2 O8 C26 130.4(4) 2_767 . . . ?
O10 Cu2 O8 C26 -45.7(4) 2_767 . . . ?
O4 Cu2 O8 C26 -144.9(4) 2_767 . . . ?
O10 Cu2 O8 C26 34.0(4) . . . . ?
Cu2 Cu2 O8 C26 -5.8(4) 2_767 . . . ?
O2 Cu1 O10 Cu2 -123.43(16) . . . 2_767 ?
O7 Cu1 O10 Cu2 53.58(17) . . . 2_767 ?
O3 Cu1 O10 Cu2 -31.10(18) . . . 2_767 ?
O2 Cu1 O10 Cu2 125.30(16) . . . . ?
O7 Cu1 O10 Cu2 -57.69(17) . . . . ?
O3 Cu1 O10 Cu2 -142.37(17) . . . . ?
O6 Cu2 O10 Cu1 -85.38(17) 2_767 . . . ?
O10 Cu2 O10 Cu1 117.0(2) 2_767 . . . ?
O8 Cu2 O10 Cu1 22.31(17) . . . . ?
Cu2 Cu2 O10 Cu1 117.0(2) 2_767 . . . ?
O6 Cu2 O10 Cu2 157.66(15) 2_767 . . 2_767 ?
O10 Cu2 O10 Cu2 0.0 2_767 . . 2_767 ?
O8 Cu2 O10 Cu2 -94.65(15) . . . 2_767 ?

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
O9 H9C O8 0.85 2.11 2.777(5) 134.9 2_667
O9 H9D O5 0.85 1.80 2.633(5) 165.3 1_455
O10 H10 O1 0.85 1.78 2.612(5) 163.9 .
O10 H10 O2 0.85 2.52 2.854(5) 104.6 .
O15 H15C O17 0.85 2.53 3.15(3) 129.5 .
O15 H15D O16 0.85 2.11 2.782(15) 135.9 1_565
O17 H17C O12 0.85 2.24 3.06(2) 162.9 2_666
O18 H18C O16 0.85 2.58 2.85(3) 99.9 .
O18 H18D O14 0.85 2.45 2.94(3) 117.2 2_666

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         1.098
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.131
####################################################################### 
# 
# 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_fyfcomplex5
_database_code_depnum_ccdc_archive 'CCDC 1551824'
_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C13 H19 Cu N2 O7), O4 S, 7(H2 O)'
_chemical_formula_sum            'C26 H52 Cu2 N4 O25 S'
_chemical_formula_weight         979.86

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'
S S 0.1246 0.1234 '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                   7.1980(14)
_cell_length_b                   13.3019(19)
_cell_length_c                   21.4837(19)
_cell_angle_alpha                92.462(9)
_cell_angle_beta                 94.959(11)
_cell_angle_gamma                102.228(14)
_cell_volume                     1998.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4349
_cell_measurement_theta_min      2.9037
_cell_measurement_theta_max      28.5050

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1020
_exptl_absorpt_coefficient_mu    1.212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.39568
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'

_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  'Bruker Smart Apex CCD II'
_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            16714
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.91
_diffrn_reflns_theta_max         26.00
_reflns_number_total             7832
_reflns_number_gt                6124
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    DIAMOND
_computing_publication_material  DIAMOND

_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)+(0.0540P)²+0.1943P] 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         7832
_refine_ls_number_parameters     523
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1163
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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
C1 C 0.5269(4) 0.6812(2) 0.19945(13) 0.0294(6) Uani 1 1 d . . .
C2 C 0.4731(4) 0.6225(2) 0.24923(14) 0.0379(7) Uani 1 1 d . . .
H2 H 0.4530 0.5510 0.2462 0.046 Uiso 1 1 calc R . .
C3 C 0.4510(4) 0.6758(3) 0.30307(15) 0.0436(8) Uani 1 1 d . . .
H3 H 0.4169 0.6396 0.3379 0.052 Uiso 1 1 calc R . .
C4 C 0.4782(4) 0.7827(3) 0.30715(16) 0.0483(9) Uani 1 1 d . . .
H4 H 0.4602 0.8157 0.3445 0.058 Uiso 1 1 calc R . .
C5 C 0.5314(4) 0.8416(2) 0.25742(15) 0.0416(8) Uani 1 1 d . . .
H5 H 0.5500 0.9130 0.2603 0.050 Uiso 1 1 calc R . .
C6 C 0.5551(4) 0.7882(2) 0.20333(13) 0.0308(6) Uani 1 1 d . . .
C7 C 0.6196(4) 0.7387(2) 0.10971(13) 0.0298(6) Uani 1 1 d . . .
H7 H 0.6548 0.7405 0.0691 0.036 Uiso 1 1 calc R . .
C8 C 0.5387(4) 0.5487(2) 0.11111(14) 0.0344(7) Uani 1 1 d . . .
H8A H 0.5873 0.5050 0.1406 0.041 Uiso 1 1 calc R . .
H8B H 0.6078 0.5492 0.0743 0.041 Uiso 1 1 calc R . .
C9 C 0.3270(4) 0.5058(2) 0.09278(14) 0.0386(7) Uani 1 1 d . . .
H9A H 0.2623 0.4962 0.1306 0.046 Uiso 1 1 calc R . .
H9B H 0.3112 0.4386 0.0711 0.046 Uiso 1 1 calc R . .
C10 C 0.2316(4) 0.57390(19) 0.05109(13) 0.0306(7) Uani 1 1 d . . .
C11 C 0.6452(4) 0.9268(2) 0.12455(15) 0.0397(8) Uani 1 1 d . . .
H11A H 0.7192 0.9306 0.0887 0.048 Uiso 1 1 calc R . .
H11B H 0.7188 0.9743 0.1577 0.048 Uiso 1 1 calc R . .
C12 C 0.4584(4) 0.9593(2) 0.10651(14) 0.0348(7) Uani 1 1 d . . .
H12A H 0.4879 1.0294 0.0935 0.042 Uiso 1 1 calc R . .
H12B H 0.3897 0.9596 0.1434 0.042 Uiso 1 1 calc R . .
C13 C 0.3264(4) 0.8915(2) 0.05431(13) 0.0316(6) Uani 1 1 d . . .
C14 C -0.0255(4) 0.7942(2) 0.30335(13) 0.0294(6) Uani 1 1 d . . .
C15 C 0.0287(4) 0.8407(2) 0.24920(14) 0.0384(7) Uani 1 1 d . . .
H15 H 0.0534 0.9118 0.2467 0.046 Uiso 1 1 calc R . .
C16 C 0.0438(4) 0.7752(3) 0.19947(15) 0.0450(8) Uani 1 1 d . . .
H16 H 0.0778 0.8032 0.1621 0.054 Uiso 1 1 calc R . .
C17 C 0.0104(4) 0.6686(3) 0.20278(15) 0.0453(8) Uani 1 1 d . . .
H17 H 0.0245 0.6276 0.1681 0.054 Uiso 1 1 calc R . .
C18 C -0.0436(4) 0.6228(2) 0.25696(14) 0.0373(7) Uani 1 1 d . . .
H18 H -0.0673 0.5517 0.2596 0.045 Uiso 1 1 calc R . .
C19 C -0.0606(4) 0.6881(2) 0.30711(13) 0.0285(6) Uani 1 1 d . . .
C20 C -0.1113(4) 0.7575(2) 0.39679(13) 0.0300(6) Uani 1 1 d . . .
H20 H -0.1418 0.7647 0.4377 0.036 Uiso 1 1 calc R . .
C21 C -0.0196(4) 0.9446(2) 0.38284(15) 0.0407(8) Uani 1 1 d . . .
H21A H -0.0841 0.9530 0.4199 0.049 Uiso 1 1 calc R . .
H21B H -0.0678 0.9839 0.3505 0.049 Uiso 1 1 calc R . .
C22 C 0.1941(4) 0.9851(2) 0.39778(15) 0.0386(7) Uani 1 1 d . . .
H22A H 0.2173 1.0565 0.4136 0.046 Uiso 1 1 calc R . .
H22B H 0.2556 0.9830 0.3595 0.046 Uiso 1 1 calc R . .
C23 C 0.2851(4) 0.92393(19) 0.44595(13) 0.0306(7) Uani 1 1 d . . .
C24 C -0.1488(4) 0.5675(2) 0.39454(14) 0.0351(7) Uani 1 1 d . . .
H24A H -0.2339 0.5167 0.3656 0.042 Uiso 1 1 calc R . .
H24B H -0.2106 0.5724 0.4326 0.042 Uiso 1 1 calc R . .
C25 C 0.0375(4) 0.5326(2) 0.40964(14) 0.0342(7) Uani 1 1 d . . .
H25A H 0.0934 0.5237 0.3708 0.041 Uiso 1 1 calc R . .
H25B H 0.0083 0.4657 0.4272 0.041 Uiso 1 1 calc R . .
C26 C 0.1857(4) 0.6051(2) 0.45487(14) 0.0328(7) Uani 1 1 d . . .
Cu1 Cu 0.27452(5) 0.72486(2) -0.042260(15) 0.02793(11) Uani 1 1 d . . .
Cu2 Cu 0.23715(5) 0.78641(2) 0.546672(15) 0.02926(11) Uani 1 1 d . . .
N1 N 0.5696(3) 0.65369(17) 0.13963(11) 0.0293(5) Uani 1 1 d . . .
N2 N 0.6124(3) 0.82111(17) 0.14589(11) 0.0303(5) Uani 1 1 d . . .
N3 N -0.0600(3) 0.83488(17) 0.36130(11) 0.0302(5) Uani 1 1 d . . .
N4 N -0.1141(3) 0.66811(17) 0.36669(11) 0.0296(5) Uani 1 1 d . . .
O1 O 0.0618(3) 0.57619(15) 0.05545(10) 0.0394(5) Uani 1 1 d . . .
O2 O 0.3392(3) 0.62440(15) 0.01398(10) 0.0383(5) Uani 1 1 d . . .
O3 O 0.4022(3) 0.83353(15) 0.02102(10) 0.0379(5) Uani 1 1 d . . .
O4 O 0.1564(3) 0.89722(16) 0.04811(11) 0.0476(6) Uani 1 1 d . . .
O5 O 0.4552(3) 0.91902(15) 0.44323(9) 0.0379(5) Uani 1 1 d . . .
O6 O 0.1771(3) 0.88220(15) 0.48546(10) 0.0389(5) Uani 1 1 d . . .
O7 O 0.1244(3) 0.67302(15) 0.48528(10) 0.0407(5) Uani 1 1 d . . .
O8 O 0.3519(3) 0.59346(17) 0.45858(12) 0.0546(7) Uani 1 1 d . . .
O9 O 0.1472(3) 0.60814(14) -0.10019(9) 0.0353(5) Uani 1 1 d . . .
H9C H 0.0858 0.5603 -0.0802 0.053 Uiso 1 1 d R . .
H9D H 0.0911 0.5997 -0.1371 0.053 Uiso 1 1 d R . .
O10 O 0.2010(3) 0.82429(14) -0.09889(9) 0.0316(4) Uani 1 1 d . . .
H10C H 0.1075 0.8460 -0.0859 0.047 Uiso 1 1 d R . .
H10D H 0.1784 0.8163 -0.1385 0.047 Uiso 1 1 d R . .
O11 O 0.5745(3) 0.74866(15) -0.08727(10) 0.0418(5) Uani 1 1 d . . .
H11C H 0.6540 0.7364 -0.0585 0.063 Uiso 1 1 d R . .
H11D H 0.5355 0.6939 -0.1108 0.063 Uiso 1 1 d R . .
O12 O 0.3510(3) 0.90580(15) 0.60405(10) 0.0422(5) Uani 1 1 d . . .
H12C H 0.4069 0.9613 0.5894 0.063 Uiso 1 1 d R . .
H12D H 0.3950 0.9075 0.6422 0.063 Uiso 1 1 d R . .
O13 O 0.3158(3) 0.69539(15) 0.60823(10) 0.0416(5) Uani 1 1 d . . .
H13C H 0.4070 0.6698 0.5968 0.062 Uiso 1 1 d R . .
H13D H 0.2831 0.6680 0.6417 0.062 Uiso 1 1 d R . .
O14 O -0.0497(3) 0.77618(18) 0.58495(10) 0.0519(6) Uani 1 1 d . . .
H14C H -0.1466 0.7984 0.5709 0.078 Uiso 1 1 d R . .
H14D H -0.0756 0.7569 0.6210 0.078 Uiso 1 1 d R . .
O15 O 0.4172(3) 0.41962(18) 0.38292(13) 0.0661(8) Uani 1 1 d . . .
H15C H 0.3968 0.4682 0.4065 0.099 Uiso 1 1 d R . .
H15D H 0.3129 0.3911 0.3615 0.099 Uiso 1 1 d R . .
O16 O 0.3876(3) 0.23042(17) 0.49534(10) 0.0481(6) Uani 1 1 d . . .
H16C H 0.4771 0.2816 0.5082 0.072 Uiso 1 1 d R . .
H16D H 0.4335 0.1772 0.5008 0.072 Uiso 1 1 d R . .
O17 O 0.4638(3) 0.34752(18) 0.20579(11) 0.0610(7) Uani 1 1 d . . .
H17C H 0.3629 0.3581 0.2203 0.091 Uiso 1 1 d R . .
H17D H 0.5588 0.3721 0.2324 0.091 Uiso 1 1 d R . .
O18 O 0.1752(4) 0.09500(19) 0.23543(14) 0.0789(9) Uani 1 1 d . . .
H18C H 0.1097 0.1144 0.2629 0.118 Uiso 1 1 d R . .
H18D H 0.0953 0.0690 0.2045 0.118 Uiso 1 1 d R . .
O19 O 0.1033(3) 0.08346(16) 0.09849(12) 0.0546(7) Uani 1 1 d . . .
H19C H 0.2132 0.1232 0.1050 0.082 Uiso 1 1 d R . .
H19D H 0.1235 0.0242 0.0891 0.082 Uiso 1 1 d R . .
O20 O 0.8869(3) 0.72267(16) 0.00012(10) 0.0440(5) Uani 1 1 d . . .
H20C H 0.9488 0.7847 0.0069 0.066 Uiso 1 1 d R . .
H20D H 0.9353 0.6877 0.0267 0.066 Uiso 1 1 d R . .
O21 O 0.5521(4) 0.09472(17) 0.27331(11) 0.0589(7) Uani 1 1 d . . .
H21C H 0.4468 0.1108 0.2617 0.088 Uiso 1 1 d R . .
H21D H 0.6382 0.1358 0.2566 0.088 Uiso 1 1 d R . .
O22 O 0.8536(3) 0.21879(17) 0.22026(10) 0.0550(6) Uani 1 1 d . . .
O23 O 1.1118(3) 0.2926(2) 0.29690(11) 0.0673(8) Uani 1 1 d . . .
O24 O 1.0513(3) 0.38381(18) 0.20687(10) 0.0520(6) Uani 1 1 d . . .
O25 O 0.8315(3) 0.36342(16) 0.28578(10) 0.0497(6) Uani 1 1 d . . .
S1 S 0.96217(10) 0.31557(6) 0.25286(3) 0.03492(19) 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
C1 C2 1.386(4) . ?
C1 C6 1.392(4) . ?
C1 N1 1.398(4) . ?
C2 C3 1.370(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(4) . ?
C5 H5 0.9300 . ?
C6 N2 1.394(4) . ?
C7 N1 1.323(3) . ?
C7 N2 1.329(3) . ?
C7 H7 0.9300 . ?
C8 N1 1.465(3) . ?
C8 C9 1.520(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.524(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O1 1.240(4) . ?
C10 O2 1.273(4) . ?
C11 N2 1.475(3) . ?
C11 C12 1.522(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.529(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 O4 1.238(3) . ?
C13 O3 1.266(3) . ?
C14 C19 1.387(4) . ?
C14 C15 1.388(4) . ?
C14 N3 1.398(4) . ?
C15 C16 1.376(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.392(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.384(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.385(4) . ?
C18 H18 0.9300 . ?
C19 N4 1.389(4) . ?
C20 N3 1.316(4) . ?
C20 N4 1.324(3) . ?
C20 H20 0.9300 . ?
C21 N3 1.473(3) . ?
C21 C22 1.519(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.530(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O5 1.246(3) . ?
C23 O6 1.267(4) . ?
C24 N4 1.472(3) . ?
C24 C25 1.523(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.523(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 O8 1.235(3) . ?
C26 O7 1.266(3) . ?
Cu1 O2 1.9410(19) . ?
Cu1 O10 1.9578(18) . ?
Cu1 O9 1.9580(18) . ?
Cu1 O3 1.9582(19) . ?
Cu1 O11 2.407(2) . ?
Cu2 O7 1.949(2) . ?
Cu2 O6 1.954(2) . ?
Cu2 O12 1.9543(19) . ?
Cu2 O13 1.9579(19) . ?
Cu2 O14 2.268(2) . ?
O9 H9C 0.8498 . ?
O9 H9D 0.8497 . ?
O10 H10C 0.8500 . ?
O10 H10D 0.8502 . ?
O11 H11C 0.8503 . ?
O11 H11D 0.8501 . ?
O12 H12C 0.8498 . ?
O12 H12D 0.8504 . ?
O13 H13C 0.8498 . ?
O13 H13D 0.8499 . ?
O14 H14C 0.8501 . ?
O14 H14D 0.8501 . ?
O15 H15C 0.8497 . ?
O15 H15D 0.8504 . ?
O16 H16C 0.8501 . ?
O16 H16D 0.8503 . ?
O17 H17C 0.8504 . ?
O17 H17D 0.8498 . ?
O18 H18C 0.8504 . ?
O18 H18D 0.8501 . ?
O19 H19C 0.8499 . ?
O19 H19D 0.8503 . ?
O20 H20C 0.8504 . ?
O20 H20D 0.8495 . ?
O21 H21C 0.8499 . ?
O21 H21D 0.8499 . ?
O22 S1 1.470(2) . ?
O23 S1 1.462(2) . ?
O24 S1 1.467(2) . ?
O25 S1 1.456(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
C2 C1 C6 122.3(3) . . ?
C2 C1 N1 131.5(3) . . ?
C6 C1 N1 106.2(3) . . ?
C3 C2 C1 116.1(3) . . ?
C3 C2 H2 121.9 . . ?
C1 C2 H2 121.9 . . ?
C2 C3 C4 121.9(3) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 122.1(3) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C6 C5 C4 116.2(3) . . ?
C6 C5 H5 121.9 . . ?
C4 C5 H5 121.9 . . ?
C5 C6 C1 121.5(3) . . ?
C5 C6 N2 131.9(3) . . ?
C1 C6 N2 106.6(2) . . ?
N1 C7 N2 110.5(3) . . ?
N1 C7 H7 124.8 . . ?
N2 C7 H7 124.8 . . ?
N1 C8 C9 110.3(2) . . ?
N1 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C8 C9 C10 114.0(2) . . ?
C8 C9 H9A 108.7 . . ?
C10 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
C10 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
O1 C10 O2 125.8(3) . . ?
O1 C10 C9 119.5(3) . . ?
O2 C10 C9 114.7(3) . . ?
N2 C11 C12 111.8(2) . . ?
N2 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
N2 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C13 115.4(2) . . ?
C11 C12 H12A 108.4 . . ?
C13 C12 H12A 108.4 . . ?
C11 C12 H12B 108.4 . . ?
C13 C12 H12B 108.4 . . ?
H12A C12 H12B 107.5 . . ?
O4 C13 O3 125.5(3) . . ?
O4 C13 C12 118.2(3) . . ?
O3 C13 C12 116.3(2) . . ?
C19 C14 C15 121.8(3) . . ?
C19 C14 N3 106.2(3) . . ?
C15 C14 N3 131.9(3) . . ?
C16 C15 C14 116.0(3) . . ?
C16 C15 H15 122.0 . . ?
C14 C15 H15 122.0 . . ?
C15 C16 C17 122.7(3) . . ?
C15 C16 H16 118.6 . . ?
C17 C16 H16 118.6 . . ?
C18 C17 C16 120.9(3) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 116.7(3) . . ?
C17 C18 H18 121.6 . . ?
C19 C18 H18 121.6 . . ?
C18 C19 C14 121.8(3) . . ?
C18 C19 N4 131.4(3) . . ?
C14 C19 N4 106.8(2) . . ?
N3 C20 N4 111.3(3) . . ?
N3 C20 H20 124.4 . . ?
N4 C20 H20 124.4 . . ?
N3 C21 C22 110.2(2) . . ?
N3 C21 H21A 109.6 . . ?
C22 C21 H21A 109.6 . . ?
N3 C21 H21B 109.6 . . ?
C22 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
C21 C22 C23 113.4(3) . . ?
C21 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C21 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
O5 C23 O6 125.8(3) . . ?
O5 C23 C22 118.5(3) . . ?
O6 C23 C22 115.7(3) . . ?
N4 C24 C25 111.0(2) . . ?
N4 C24 H24A 109.4 . . ?
C25 C24 H24A 109.4 . . ?
N4 C24 H24B 109.4 . . ?
C25 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
C24 C25 C26 115.3(2) . . ?
C24 C25 H25A 108.4 . . ?
C26 C25 H25A 108.4 . . ?
C24 C25 H25B 108.4 . . ?
C26 C25 H25B 108.4 . . ?
H25A C25 H25B 107.5 . . ?
O8 C26 O7 126.1(3) . . ?
O8 C26 C25 118.2(3) . . ?
O7 C26 C25 115.6(2) . . ?
O2 Cu1 O10 178.24(8) . . ?
O2 Cu1 O9 87.09(8) . . ?
O10 Cu1 O9 92.02(8) . . ?
O2 Cu1 O3 88.36(8) . . ?
O10 Cu1 O3 92.49(8) . . ?
O9 Cu1 O3 175.30(8) . . ?
O2 Cu1 O11 93.25(8) . . ?
O10 Cu1 O11 88.33(8) . . ?
O9 Cu1 O11 94.71(8) . . ?
O3 Cu1 O11 86.73(8) . . ?
O7 Cu2 O6 88.65(9) . . ?
O7 Cu2 O12 176.49(9) . . ?
O6 Cu2 O12 87.99(8) . . ?
O7 Cu2 O13 93.45(9) . . ?
O6 Cu2 O13 176.05(9) . . ?
O12 Cu2 O13 89.84(9) . . ?
O7 Cu2 O14 90.25(9) . . ?
O6 Cu2 O14 90.97(9) . . ?
O12 Cu2 O14 90.83(9) . . ?
O13 Cu2 O14 92.36(9) . . ?
C7 N1 C1 108.5(2) . . ?
C7 N1 C8 124.8(2) . . ?
C1 N1 C8 126.2(2) . . ?
C7 N2 C6 108.3(2) . . ?
C7 N2 C11 123.8(3) . . ?
C6 N2 C11 127.7(2) . . ?
C20 N3 C14 107.9(2) . . ?
C20 N3 C21 125.0(3) . . ?
C14 N3 C21 126.5(3) . . ?
C20 N4 C19 107.8(2) . . ?
C20 N4 C24 125.1(2) . . ?
C19 N4 C24 126.8(2) . . ?
C10 O2 Cu1 126.72(19) . . ?
C13 O3 Cu1 127.86(18) . . ?
C23 O6 Cu2 126.26(19) . . ?
C26 O7 Cu2 135.57(19) . . ?
Cu1 O9 H9C 110.1 . . ?
Cu1 O9 H9D 136.7 . . ?
H9C O9 H9D 105.3 . . ?
Cu1 O10 H10C 109.7 . . ?
Cu1 O10 H10D 127.0 . . ?
H10C O10 H10D 105.9 . . ?
Cu1 O11 H11C 105.2 . . ?
Cu1 O11 H11D 91.5 . . ?
H11C O11 H11D 107.8 . . ?
Cu2 O12 H12C 119.3 . . ?
Cu2 O12 H12D 129.0 . . ?
H12C O12 H12D 107.0 . . ?
Cu2 O13 H13C 111.6 . . ?
Cu2 O13 H13D 141.0 . . ?
H13C O13 H13D 107.0 . . ?
Cu2 O14 H14C 130.2 . . ?
Cu2 O14 H14D 125.0 . . ?
H14C O14 H14D 104.1 . . ?
H15C O15 H15D 108.5 . . ?
H16C O16 H16D 105.8 . . ?
H17C O17 H17D 108.8 . . ?
H18C O18 H18D 105.6 . . ?
H19C O19 H19D 105.5 . . ?
H20C O20 H20D 106.5 . . ?
H21C O21 H21D 106.5 . . ?
O25 S1 O23 110.64(14) . . ?
O25 S1 O24 110.57(14) . . ?
O23 S1 O24 108.97(15) . . ?
O25 S1 O22 108.58(14) . . ?
O23 S1 O22 108.87(15) . . ?
O24 S1 O22 109.18(14) . . ?

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
C6 C1 C2 C3 -0.7(4) . . . . ?
N1 C1 C2 C3 176.9(3) . . . . ?
C1 C2 C3 C4 1.0(4) . . . . ?
C2 C3 C4 C5 -0.8(5) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C4 C5 C6 C1 0.0(4) . . . . ?
C4 C5 C6 N2 -177.7(3) . . . . ?
C2 C1 C6 C5 0.3(4) . . . . ?
N1 C1 C6 C5 -177.9(2) . . . . ?
C2 C1 C6 N2 178.5(2) . . . . ?
N1 C1 C6 N2 0.3(3) . . . . ?
N1 C8 C9 C10 54.0(3) . . . . ?
C8 C9 C10 O1 -147.6(3) . . . . ?
C8 C9 C10 O2 32.5(3) . . . . ?
N2 C11 C12 C13 -59.1(4) . . . . ?
C11 C12 C13 O4 162.3(3) . . . . ?
C11 C12 C13 O3 -17.4(4) . . . . ?
C19 C14 C15 C16 0.6(4) . . . . ?
N3 C14 C15 C16 -178.0(3) . . . . ?
C14 C15 C16 C17 -1.0(4) . . . . ?
C15 C16 C17 C18 1.1(5) . . . . ?
C16 C17 C18 C19 -0.5(4) . . . . ?
C17 C18 C19 C14 0.1(4) . . . . ?
C17 C18 C19 N4 178.7(3) . . . . ?
C15 C14 C19 C18 -0.1(4) . . . . ?
N3 C14 C19 C18 178.8(2) . . . . ?
C15 C14 C19 N4 -179.1(2) . . . . ?
N3 C14 C19 N4 -0.2(3) . . . . ?
N3 C21 C22 C23 -56.2(3) . . . . ?
C21 C22 C23 O5 150.5(3) . . . . ?
C21 C22 C23 O6 -29.4(4) . . . . ?
N4 C24 C25 C26 59.1(3) . . . . ?
C24 C25 C26 O8 -164.6(3) . . . . ?
C24 C25 C26 O7 15.1(4) . . . . ?
N2 C7 N1 C1 -0.1(3) . . . . ?
N2 C7 N1 C8 172.0(2) . . . . ?
C2 C1 N1 C7 -178.0(3) . . . . ?
C6 C1 N1 C7 -0.1(3) . . . . ?
C2 C1 N1 C8 10.0(4) . . . . ?
C6 C1 N1 C8 -172.1(2) . . . . ?
C9 C8 N1 C7 -97.5(3) . . . . ?
C9 C8 N1 C1 73.2(3) . . . . ?
N1 C7 N2 C6 0.3(3) . . . . ?
N1 C7 N2 C11 -175.0(2) . . . . ?
C5 C6 N2 C7 177.5(3) . . . . ?
C1 C6 N2 C7 -0.4(3) . . . . ?
C5 C6 N2 C11 -7.3(4) . . . . ?
C1 C6 N2 C11 174.7(2) . . . . ?
C12 C11 N2 C7 98.6(3) . . . . ?
C12 C11 N2 C6 -75.8(3) . . . . ?
N4 C20 N3 C14 -0.1(3) . . . . ?
N4 C20 N3 C21 -172.0(2) . . . . ?
C19 C14 N3 C20 0.2(3) . . . . ?
C15 C14 N3 C20 178.9(3) . . . . ?
C19 C14 N3 C21 171.9(2) . . . . ?
C15 C14 N3 C21 -9.4(4) . . . . ?
C22 C21 N3 C20 97.5(3) . . . . ?
C22 C21 N3 C14 -72.9(3) . . . . ?
N3 C20 N4 C19 0.0(3) . . . . ?
N3 C20 N4 C24 174.4(2) . . . . ?
C18 C19 N4 C20 -178.7(3) . . . . ?
C14 C19 N4 C20 0.1(3) . . . . ?
C18 C19 N4 C24 7.0(4) . . . . ?
C14 C19 N4 C24 -174.1(2) . . . . ?
C25 C24 N4 C20 -101.8(3) . . . . ?
C25 C24 N4 C19 71.5(3) . . . . ?
O1 C10 O2 Cu1 4.0(4) . . . . ?
C9 C10 O2 Cu1 -176.00(16) . . . . ?
O9 Cu1 O2 C10 -81.4(2) . . . . ?
O3 Cu1 O2 C10 97.4(2) . . . . ?
O11 Cu1 O2 C10 -176.0(2) . . . . ?
O4 C13 O3 Cu1 -8.1(4) . . . . ?
C12 C13 O3 Cu1 171.58(18) . . . . ?
O2 Cu1 O3 C13 -110.1(2) . . . . ?
O10 Cu1 O3 C13 68.4(2) . . . . ?
O11 Cu1 O3 C13 156.6(2) . . . . ?
O5 C23 O6 Cu2 -7.4(4) . . . . ?
C22 C23 O6 Cu2 172.42(16) . . . . ?
O7 Cu2 O6 C23 -91.0(2) . . . . ?
O12 Cu2 O6 C23 88.0(2) . . . . ?
O14 Cu2 O6 C23 178.8(2) . . . . ?
O8 C26 O7 Cu2 1.2(5) . . . . ?
C25 C26 O7 Cu2 -178.5(2) . . . . ?
O6 Cu2 O7 C26 114.4(3) . . . . ?
O13 Cu2 O7 C26 -62.3(3) . . . . ?
O14 Cu2 O7 C26 -154.7(3) . . . . ?

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
O9 H9C O1 0.85 2.02 2.844(3) 164.0 2_565
O9 H9D O24 0.85 1.79 2.613(3) 162.4 2_665
O10 H10C O19 0.85 1.95 2.729(3) 151.4 2_565
O10 H10D O22 0.85 1.78 2.623(3) 170.6 2_665
O11 H11C O20 0.85 2.05 2.890(3) 168.2 .
O11 H11D O17 0.85 2.09 2.765(3) 135.9 2_665
O12 H12C O5 0.85 1.89 2.735(3) 176.4 2_676
O12 H12D O21 0.85 1.82 2.667(3) 170.5 2_666
O13 H13C O15 0.85 1.95 2.698(3) 146.6 2_666
O13 H13D O25 0.85 1.85 2.672(3) 163.3 2_666
O14 H14C O16 0.85 2.10 2.841(3) 144.7 2_566
O14 H14D O23 0.85 1.93 2.775(3) 174.3 2_666
O15 H15C O8 0.85 2.06 2.912(3) 175.7 .
O15 H15D O23 0.85 2.11 2.925(3) 161.7 1_455
O16 H16C O8 0.85 1.91 2.758(3) 171.2 2_666
O16 H16D O5 0.85 2.03 2.810(3) 151.8 2_666
O17 H17C O23 0.85 2.59 3.313(4) 143.8 1_455
O17 H17C O24 0.85 2.33 3.109(3) 151.6 1_455
O17 H17D O25 0.85 2.21 2.991(3) 152.1 .
O18 H18C O23 0.85 2.45 3.029(4) 126.3 1_455
O18 H18D O19 0.85 2.30 2.935(4) 131.9 .
O19 H19C O11 0.85 2.11 2.893(3) 153.8 2_665
O19 H19D O4 0.85 1.94 2.774(3) 166.9 1_545
O20 H20C O4 0.85 1.99 2.785(3) 155.0 1_655
O20 H20D O1 0.85 1.99 2.788(3) 156.0 1_655
O21 H21C O18 0.85 1.95 2.765(4) 159.7 .
O21 H21D O22 0.85 1.95 2.794(4) 173.6 .

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.727
_refine_diff_density_rms         0.070
####################################################################### 
# 
# 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_fyfcomplex7
_database_code_depnum_ccdc_archive 'CCDC 1551826'
_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H26 Cl2 Cu2 N4 O8, 2(H2 O)'
_chemical_formula_sum            'C26 H30 Cl2 Cu2 N4 O10'
_chemical_formula_weight         756.52

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                   9.213(2)
_cell_length_b                   9.467(2)
_cell_length_c                   9.476(2)
_cell_angle_alpha                87.455(4)
_cell_angle_beta                 78.051(3)
_cell_angle_gamma                65.434(3)
_cell_volume                     734.6(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6821
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      30.91

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             386
_exptl_absorpt_coefficient_mu    1.693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6968
_exptl_absorpt_correction_T_max  0.7392
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'


_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  'Bruker Smart Apex CCD II'
_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            6824
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0294
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2879
_reflns_number_gt                2750
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    DIAMOND
_computing_publication_material  DIAMOND

_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)+(0.0402P)²+0.4113P] 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         2879
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0750
_refine_ls_wR_factor_gt          0.0742
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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
C1 C 0.4730(2) 0.2033(2) 0.06221(19) 0.0246(4) Uani 1 1 d . . .
C2 C 0.5848(2) 0.2573(2) -0.0129(2) 0.0314(4) Uani 1 1 d . . .
H2 H 0.6716 0.2546 0.0246 0.038 Uiso 1 1 calc R . .
C3 C 0.5598(3) 0.3151(3) -0.1466(2) 0.0368(5) Uani 1 1 d . . .
H3 H 0.6317 0.3522 -0.2011 0.044 Uiso 1 1 calc R . .
C4 C 0.4287(3) 0.3191(3) -0.2019(2) 0.0372(5) Uani 1 1 d . . .
H4 H 0.4155 0.3605 -0.2916 0.045 Uiso 1 1 calc R . .
C5 C 0.3181(3) 0.2643(2) -0.1288(2) 0.0303(4) Uani 1 1 d . . .
H5 H 0.2322 0.2661 -0.1669 0.036 Uiso 1 1 calc R . .
C6 C 0.3436(2) 0.2062(2) 0.00549(19) 0.0237(4) Uani 1 1 d . . .
C7 C 0.3327(2) 0.1023(2) 0.2189(2) 0.0269(4) Uani 1 1 d . . .
H7 H 0.2989 0.0573 0.3010 0.032 Uiso 1 1 calc R . .
C8 C 0.5513(2) 0.1362(2) 0.3082(2) 0.0320(4) Uani 1 1 d . . .
H8A H 0.6672 0.0946 0.2666 0.038 Uiso 1 1 calc R . .
H8B H 0.5336 0.0700 0.3848 0.038 Uiso 1 1 calc R . .
C9 C 0.4934(2) 0.3013(2) 0.3702(2) 0.0300(4) Uani 1 1 d . . .
H9A H 0.5455 0.2986 0.4500 0.036 Uiso 1 1 calc R . .
H9B H 0.5254 0.3634 0.2965 0.036 Uiso 1 1 calc R . .
C10 C 0.3090(2) 0.3765(2) 0.42269(18) 0.0241(4) Uani 1 1 d . . .
C11 C 0.1017(2) 0.1381(2) 0.1059(2) 0.0305(4) Uani 1 1 d . . .
H11A H 0.0838 0.0645 0.1741 0.037 Uiso 1 1 calc R . .
H11B H 0.1022 0.1046 0.0105 0.037 Uiso 1 1 calc R . .
C12 C -0.0358(3) 0.2998(3) 0.1465(2) 0.0337(4) Uani 1 1 d . . .
H12A H -0.0321 0.3670 0.0668 0.040 Uiso 1 1 calc R . .
H12B H -0.1399 0.2926 0.1628 0.040 Uiso 1 1 calc R . .
C13 C -0.0231(2) 0.3717(2) 0.2816(2) 0.0250(4) Uani 1 1 d . . .
Cl1 Cl 0.01511(6) 0.15483(6) 0.72856(5) 0.03002(13) Uani 1 1 d . . .
Cu1 Cu 0.00591(2) 0.37229(2) 0.57508(2) 0.02040(9) Uani 1 1 d . . .
N1 N 0.46132(19) 0.13683(18) 0.19643(16) 0.0258(3) Uani 1 1 d . . .
N2 N 0.25932(19) 0.14110(18) 0.10732(16) 0.0247(3) Uani 1 1 d . . .
O1 O 0.24515(17) 0.29777(17) 0.50102(16) 0.0328(3) Uani 1 1 d . . .
O2 O 0.23430(17) 0.51029(18) 0.38274(17) 0.0358(3) Uani 1 1 d . . .
O4 O -0.01160(19) 0.29277(17) 0.39211(15) 0.0344(3) Uani 1 1 d . . .
O3 O -0.0198(2) 0.50275(17) 0.27018(15) 0.0354(3) Uani 1 1 d . . .
O5 O 0.77274(19) 0.08726(19) 0.54210(17) 0.0401(4) Uani 1 1 d . . .
H5C H 0.8347 0.0322 0.4669 0.060 Uiso 1 1 d R . .
H5D H 0.8252 0.1241 0.5816 0.060 Uiso 1 1 d 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
C1 C2 1.389(3) . ?
C1 C6 1.395(3) . ?
C1 N1 1.398(2) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.399(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(3) . ?
C5 H5 0.9300 . ?
C6 N2 1.396(2) . ?
C7 N2 1.328(2) . ?
C7 N1 1.330(3) . ?
C7 H7 0.9300 . ?
C8 N1 1.472(2) . ?
C8 C9 1.528(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.522(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O2 1.249(2) . ?
C10 O1 1.260(2) . ?
C11 N2 1.467(2) . ?
C11 C12 1.528(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.523(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 O3 1.254(2) . ?
C13 O4 1.255(2) . ?
Cl1 Cu1 2.4496(6) . ?
Cu1 O2 1.9801(15) 2_566 ?
Cu1 O3 1.9807(14) 2_566 ?
Cu1 O4 1.9828(14) . ?
Cu1 O1 1.9897(14) . ?
Cu1 Cu1 2.7246(6) 2_566 ?
O2 Cu1 1.9801(14) 2_566 ?
O3 Cu1 1.9807(14) 2_566 ?
O5 H5C 0.8501 . ?
O5 H5D 0.8500 . ?

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
C2 C1 C6 121.91(18) . . ?
C2 C1 N1 131.79(18) . . ?
C6 C1 N1 106.29(16) . . ?
C3 C2 C1 116.14(19) . . ?
C3 C2 H2 121.9 . . ?
C1 C2 H2 121.9 . . ?
C2 C3 C4 121.52(19) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 122.72(19) . . ?
C5 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
C4 C5 C6 115.63(19) . . ?
C4 C5 H5 122.2 . . ?
C6 C5 H5 122.2 . . ?
C5 C6 C1 122.07(18) . . ?
C5 C6 N2 131.49(18) . . ?
C1 C6 N2 106.43(16) . . ?
N2 C7 N1 110.39(16) . . ?
N2 C7 H7 124.8 . . ?
N1 C7 H7 124.8 . . ?
N1 C8 C9 109.96(15) . . ?
N1 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
N1 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C10 C9 C8 111.19(16) . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
O2 C10 O1 125.87(17) . . ?
O2 C10 C9 116.96(17) . . ?
O1 C10 C9 117.17(17) . . ?
N2 C11 C12 110.04(15) . . ?
N2 C11 H11A 109.7 . . ?
C12 C11 H11A 109.7 . . ?
N2 C11 H11B 109.7 . . ?
C12 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
C13 C12 C11 112.07(16) . . ?
C13 C12 H12A 109.2 . . ?
C11 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
O3 C13 O4 126.05(17) . . ?
O3 C13 C12 116.46(18) . . ?
O4 C13 C12 117.44(18) . . ?
O2 Cu1 O3 89.69(7) 2_566 2_566 ?
O2 Cu1 O4 88.14(7) 2_566 . ?
O3 Cu1 O4 165.82(6) 2_566 . ?
O2 Cu1 O1 165.72(6) 2_566 . ?
O3 Cu1 O1 89.53(7) 2_566 . ?
O4 Cu1 O1 89.13(6) . . ?
O2 Cu1 Cl1 96.94(5) 2_566 . ?
O3 Cu1 Cl1 94.18(5) 2_566 . ?
O4 Cu1 Cl1 100.00(5) . . ?
O1 Cu1 Cl1 97.34(4) . . ?
O2 Cu1 Cu1 82.53(4) 2_566 2_566 ?
O3 Cu1 Cu1 80.97(5) 2_566 2_566 ?
O4 Cu1 Cu1 84.85(5) . 2_566 ?
O1 Cu1 Cu1 83.26(4) . 2_566 ?
Cl1 Cu1 Cu1 175.111(16) . 2_566 ?
C7 N1 C1 108.43(15) . . ?
C7 N1 C8 124.31(16) . . ?
C1 N1 C8 126.00(17) . . ?
C7 N2 C6 108.46(16) . . ?
C7 N2 C11 124.08(16) . . ?
C6 N2 C11 126.75(16) . . ?
C10 O1 Cu1 123.34(13) . . ?
C10 O2 Cu1 124.92(13) . 2_566 ?
C13 O4 Cu1 121.60(13) . . ?
C13 O3 Cu1 126.47(13) . 2_566 ?
H5C O5 H5D 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
C6 C1 C2 C3 0.5(3) . . . . ?
N1 C1 C2 C3 179.17(19) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 -1.0(4) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
C4 C5 C6 N2 -179.32(19) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
N1 C1 C6 C5 -179.49(17) . . . . ?
C2 C1 C6 N2 178.81(17) . . . . ?
N1 C1 C6 N2 -0.17(19) . . . . ?
N1 C8 C9 C10 53.5(2) . . . . ?
C8 C9 C10 O2 -131.39(19) . . . . ?
C8 C9 C10 O1 47.8(2) . . . . ?
N2 C11 C12 C13 -48.4(2) . . . . ?
C11 C12 C13 O3 124.92(19) . . . . ?
C11 C12 C13 O4 -52.8(2) . . . . ?
N2 C7 N1 C1 0.3(2) . . . . ?
N2 C7 N1 C8 168.16(16) . . . . ?
C2 C1 N1 C7 -178.9(2) . . . . ?
C6 C1 N1 C7 -0.1(2) . . . . ?
C2 C1 N1 C8 13.5(3) . . . . ?
C6 C1 N1 C8 -167.65(16) . . . . ?
C9 C8 N1 C7 -98.1(2) . . . . ?
C9 C8 N1 C1 67.6(2) . . . . ?
N1 C7 N2 C6 -0.4(2) . . . . ?
N1 C7 N2 C11 -171.34(16) . . . . ?
C5 C6 N2 C7 179.6(2) . . . . ?
C1 C6 N2 C7 0.38(19) . . . . ?
C5 C6 N2 C11 -9.8(3) . . . . ?
C1 C6 N2 C11 170.97(16) . . . . ?
C12 C11 N2 C7 95.7(2) . . . . ?
C12 C11 N2 C6 -73.5(2) . . . . ?
O2 C10 O1 Cu1 1.2(3) . . . . ?
C9 C10 O1 Cu1 -177.92(12) . . . . ?
O2 Cu1 O1 C10 6.7(3) 2_566 . . . ?
O3 Cu1 O1 C10 -80.20(15) 2_566 . . . ?
O4 Cu1 O1 C10 85.68(15) . . . . ?
Cl1 Cu1 O1 C10 -174.35(14) . . . . ?
Cu1 Cu1 O1 C10 0.76(14) 2_566 . . . ?
O1 C10 O2 Cu1 -3.4(3) . . . 2_566 ?
C9 C10 O2 Cu1 175.73(12) . . . 2_566 ?
O3 C13 O4 Cu1 2.5(3) . . . . ?
C12 C13 O4 Cu1 179.95(12) . . . . ?
O2 Cu1 O4 C13 81.83(15) 2_566 . . . ?
O3 Cu1 O4 C13 0.5(3) 2_566 . . . ?
O1 Cu1 O4 C13 -84.15(15) . . . . ?
Cl1 Cu1 O4 C13 178.54(14) . . . . ?
Cu1 Cu1 O4 C13 -0.84(14) 2_566 . . . ?
O4 C13 O3 Cu1 -3.1(3) . . . 2_566 ?
C12 C13 O3 Cu1 179.42(12) . . . 2_566 ?

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
O5 H5C Cl1 0.85 2.38 3.2206(18) 169.1 2_656
O5 H5D Cl1 0.85 2.56 3.3822(17) 163.1 1_655

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.092
####################################################################### 
# 
# 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_fyfcomplex2
_database_code_depnum_ccdc_archive 'CCDC 1551821'
_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H15 Cu N2 O5, N O3'
_chemical_formula_sum            'C13 H15 Cu N3 O8'
_chemical_formula_weight         404.82

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'

_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                   6.4276(11)
_cell_length_b                   10.5808(18)
_cell_length_c                   11.242(2)
_cell_angle_alpha                93.317(2)
_cell_angle_beta                 93.708(2)
_cell_angle_gamma                91.807(2)
_cell_volume                     761.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2943
_cell_measurement_theta_min      1.82
_cell_measurement_theta_max      26.54

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             414
_exptl_absorpt_coefficient_mu    1.487
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_T_max  0.681
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'

_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  'Bruker Smart Apex CCD II'
_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            6334
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2943
_reflns_number_gt                2714
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    DIAMOND
_computing_publication_material  DIAMOND

_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)+(0.0450P)²+1.2000P] 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         2943
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0965
_refine_ls_wR_factor_gt          0.0949
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
C1 C 0.6279(5) 0.9243(3) 0.2768(2) 0.0317(6) Uani 1 1 d . . .
C2 C 0.5903(6) 1.0504(3) 0.2544(3) 0.0444(8) Uani 1 1 d . . .
H2 H 0.6753 1.0973 0.2081 0.053 Uiso 1 1 calc R . .
C3 C 0.4194(7) 1.1007(3) 0.3050(3) 0.0537(10) Uani 1 1 d . . .
H3 H 0.3875 1.1841 0.2919 0.064 Uiso 1 1 calc R . .
C4 C 0.2920(6) 1.0308(3) 0.3756(3) 0.0493(9) Uani 1 1 d . . .
H4 H 0.1775 1.0689 0.4070 0.059 Uiso 1 1 calc R . .
C5 C 0.3311(5) 0.9066(3) 0.4001(3) 0.0377(7) Uani 1 1 d . . .
H5 H 0.2483 0.8606 0.4483 0.045 Uiso 1 1 calc R . .
C6 C 0.5026(4) 0.8550(3) 0.3478(2) 0.0280(6) Uani 1 1 d . . .
C7 C 0.7466(4) 0.7314(2) 0.2830(2) 0.0253(5) Uani 1 1 d . . .
H7 H 0.8256 0.6605 0.2690 0.030 Uiso 1 1 calc R . .
C8 C 0.9223(5) 0.8647(3) 0.1433(3) 0.0350(6) Uani 1 1 d . . .
H8A H 1.0221 0.7979 0.1406 0.042 Uiso 1 1 calc R . .
H8B H 0.9990 0.9447 0.1609 0.042 Uiso 1 1 calc R . .
C9 C 0.8006(5) 0.8670(3) 0.0219(3) 0.0355(6) Uani 1 1 d . . .
H9A H 0.7375 0.9485 0.0148 0.043 Uiso 1 1 calc R . .
H9B H 0.8954 0.8557 -0.0413 0.043 Uiso 1 1 calc R . .
C10 C 0.6311(4) 0.7620(3) 0.0080(2) 0.0280(6) Uani 1 1 d . . .
C11 C 0.4981(4) 0.6246(2) 0.4064(2) 0.0258(5) Uani 1 1 d . . .
H11A H 0.4855 0.6461 0.4906 0.031 Uiso 1 1 calc R . .
H11B H 0.5928 0.5553 0.3998 0.031 Uiso 1 1 calc R . .
C12 C 0.2851(4) 0.5819(3) 0.3484(2) 0.0273(5) Uani 1 1 d . . .
H12A H 0.2405 0.5046 0.3831 0.033 Uiso 1 1 calc R . .
H12B H 0.1859 0.6460 0.3676 0.033 Uiso 1 1 calc R . .
C13 C 0.2771(4) 0.5582(2) 0.2143(2) 0.0206(5) Uani 1 1 d . . .
Cu1 Cu 0.5000 0.5000 0.0000 0.01989(13) Uani 1 2 d S . .
Cu2 Cu 0.0000 0.5000 0.0000 0.02184(13) Uani 1 2 d S . .
N1 N 0.7806(4) 0.8432(2) 0.2380(2) 0.0289(5) Uani 1 1 d . . .
N2 N 0.5849(3) 0.7346(2) 0.35042(19) 0.0238(4) Uani 1 1 d . . .
N3 N 0.0600(4) 0.6892(3) 0.6446(3) 0.0404(6) Uani 1 1 d . . .
O2 O 0.6931(3) 0.64866(18) 0.00679(17) 0.0289(4) Uani 1 1 d . . .
O1 O 0.4460(3) 0.7926(2) 0.0039(2) 0.0427(5) Uani 1 1 d . . .
O3 O 0.4445(3) 0.53732(18) 0.16685(15) 0.0263(4) Uani 1 1 d . . .
O4 O 0.0989(3) 0.56237(18) 0.16056(16) 0.0268(4) Uani 1 1 d . . .
O5 O 0.1875(3) 0.61265(18) -0.07452(16) 0.0276(4) Uani 1 1 d . . .
H5C H 0.1651 0.6263 -0.1480 0.041 Uiso 1 1 d R . .
H5D H 0.2569 0.6775 -0.0438 0.041 Uiso 1 1 d R . .
O6 O 0.2117(6) 0.6235(4) 0.6577(4) 0.1058(14) Uani 1 1 d . . .
O7 O -0.0149(5) 0.7162(3) 0.5468(2) 0.0696(9) Uani 1 1 d . . .
O8 O -0.0170(6) 0.7256(4) 0.7359(3) 0.0818(11) 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
C1 C6 1.392(4) . ?
C1 C2 1.398(4) . ?
C1 N1 1.398(4) . ?
C2 C3 1.377(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.401(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(4) . ?
C5 H5 0.9300 . ?
C6 N2 1.395(3) . ?
C7 N2 1.326(3) . ?
C7 N1 1.331(4) . ?
C7 H7 0.9300 . ?
C8 N1 1.468(4) . ?
C8 C9 1.530(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.525(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O1 1.241(4) . ?
C10 O2 1.276(3) . ?
C11 N2 1.467(3) . ?
C11 C12 1.522(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.511(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 O3 1.251(3) . ?
C13 O4 1.263(3) . ?
Cu1 O3 1.9523(17) . ?
Cu1 O3 1.9523(17) 2_665 ?
Cu1 O2 1.9676(18) 2_665 ?
Cu1 O2 1.9676(18) . ?
Cu2 O5 1.9315(19) 2_565 ?
Cu2 O5 1.9315(19) . ?
Cu2 O4 1.9456(18) . ?
Cu2 O4 1.9456(18) 2_565 ?
N3 O8 1.216(4) . ?
N3 O6 1.221(4) . ?
N3 O7 1.223(4) . ?
O5 H5C 0.8504 . ?
O5 H5D 0.8501 . ?

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
C6 C1 C2 122.0(3) . . ?
C6 C1 N1 106.7(2) . . ?
C2 C1 N1 131.3(3) . . ?
C3 C2 C1 115.8(3) . . ?
C3 C2 H2 122.1 . . ?
C1 C2 H2 122.1 . . ?
C2 C3 C4 122.3(3) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C5 C4 C3 122.1(3) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C4 C5 C6 115.7(3) . . ?
C4 C5 H5 122.2 . . ?
C6 C5 H5 122.2 . . ?
C1 C6 C5 122.1(3) . . ?
C1 C6 N2 106.3(2) . . ?
C5 C6 N2 131.5(3) . . ?
N2 C7 N1 110.8(2) . . ?
N2 C7 H7 124.6 . . ?
N1 C7 H7 124.6 . . ?
N1 C8 C9 110.8(2) . . ?
N1 C8 H8A 109.5 . . ?
C9 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C10 C9 C8 110.6(2) . . ?
C10 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
O1 C10 O2 125.2(2) . . ?
O1 C10 C9 118.3(3) . . ?
O2 C10 C9 116.4(3) . . ?
N2 C11 C12 111.7(2) . . ?
N2 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
N2 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C13 C12 C11 115.0(2) . . ?
C13 C12 H12A 108.5 . . ?
C11 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
C11 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
O3 C13 O4 126.2(2) . . ?
O3 C13 C12 118.0(2) . . ?
O4 C13 C12 115.8(2) . . ?
O3 Cu1 O3 180.0 . 2_665 ?
O3 Cu1 O2 90.03(8) . 2_665 ?
O3 Cu1 O2 89.97(8) 2_665 2_665 ?
O3 Cu1 O2 89.97(8) . . ?
O3 Cu1 O2 90.03(8) 2_665 . ?
O2 Cu1 O2 180.0 2_665 . ?
O5 Cu2 O5 180.00(9) 2_565 . ?
O5 Cu2 O4 86.84(8) 2_565 . ?
O5 Cu2 O4 93.16(8) . . ?
O5 Cu2 O4 93.16(8) 2_565 2_565 ?
O5 Cu2 O4 86.84(8) . 2_565 ?
O4 Cu2 O4 180.0 . 2_565 ?
C7 N1 C1 107.8(2) . . ?
C7 N1 C8 124.1(2) . . ?
C1 N1 C8 126.7(2) . . ?
C7 N2 C6 108.3(2) . . ?
C7 N2 C11 124.4(2) . . ?
C6 N2 C11 127.0(2) . . ?
O8 N3 O6 115.7(4) . . ?
O8 N3 O7 121.0(3) . . ?
O6 N3 O7 123.3(4) . . ?
C10 O2 Cu1 122.83(17) . . ?
C13 O3 Cu1 130.74(16) . . ?
C13 O4 Cu2 130.29(16) . . ?
Cu2 O5 H5C 119.6 . . ?
Cu2 O5 H5D 128.8 . . ?
H5C O5 H5D 105.4 . . ?

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
C6 C1 C2 C3 -1.2(5) . . . . ?
N1 C1 C2 C3 178.1(3) . . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C2 C3 C4 C5 0.7(6) . . . . ?
C3 C4 C5 C6 -1.3(5) . . . . ?
C2 C1 C6 C5 0.5(4) . . . . ?
N1 C1 C6 C5 -178.9(3) . . . . ?
C2 C1 C6 N2 179.9(3) . . . . ?
N1 C1 C6 N2 0.5(3) . . . . ?
C4 C5 C6 C1 0.8(4) . . . . ?
C4 C5 C6 N2 -178.5(3) . . . . ?
N1 C8 C9 C10 -42.2(3) . . . . ?
C8 C9 C10 O1 113.0(3) . . . . ?
C8 C9 C10 O2 -64.1(3) . . . . ?
N2 C11 C12 C13 52.9(3) . . . . ?
C11 C12 C13 O3 21.2(3) . . . . ?
C11 C12 C13 O4 -158.5(2) . . . . ?
N2 C7 N1 C1 -1.3(3) . . . . ?
N2 C7 N1 C8 -168.4(2) . . . . ?
C6 C1 N1 C7 0.4(3) . . . . ?
C2 C1 N1 C7 -178.9(3) . . . . ?
C6 C1 N1 C8 167.2(2) . . . . ?
C2 C1 N1 C8 -12.2(5) . . . . ?
C9 C8 N1 C7 99.5(3) . . . . ?
C9 C8 N1 C1 -65.3(4) . . . . ?
N1 C7 N2 C6 1.6(3) . . . . ?
N1 C7 N2 C11 175.7(2) . . . . ?
C1 C6 N2 C7 -1.3(3) . . . . ?
C5 C6 N2 C7 178.1(3) . . . . ?
C1 C6 N2 C11 -175.2(2) . . . . ?
C5 C6 N2 C11 4.1(4) . . . . ?
C12 C11 N2 C7 -109.8(3) . . . . ?
C12 C11 N2 C6 63.2(3) . . . . ?
O1 C10 O2 Cu1 -0.8(4) . . . . ?
C9 C10 O2 Cu1 176.01(17) . . . . ?
O3 Cu1 O2 C10 -74.0(2) . . . . ?
O3 Cu1 O2 C10 106.0(2) 2_665 . . . ?
O4 C13 O3 Cu1 -1.7(4) . . . . ?
C12 C13 O3 Cu1 178.77(17) . . . . ?
O2 Cu1 O3 C13 -58.0(2) 2_665 . . . ?
O2 Cu1 O3 C13 122.0(2) . . . . ?
O3 C13 O4 Cu2 17.1(4) . . . . ?
C12 C13 O4 Cu2 -163.31(17) . . . . ?
O5 Cu2 O4 C13 116.8(2) 2_565 . . . ?
O5 Cu2 O4 C13 -63.2(2) . . . . ?


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
O5 H5C O6 0.85 2.22 3.034(5) 159.3 1_554
O5 H5C O8 0.85 2.05 2.780(4) 143.0 1_554
O5 H5D O2 0.85 2.85 3.322(3) 116.6 .

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.867
_refine_diff_density_min         -0.850
_refine_diff_density_rms         0.111
