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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Farnum190314SS
_database_code_depnum_ccdc_archive 'CCDC 1904565'
loop_
_audit_author_name
_audit_author_address
'John Gorden'
;Auburn University
United States of America
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2020-12-07 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         C22H30ClN5NiO9
_chemical_formula_sum            'C22 H30 Cl N5 Ni O9'
_chemical_formula_iupac          ?
_chemical_formula_weight         602.67

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.6873(11)
_cell_length_b                   10.7272(14)
_cell_length_c                   11.5524(14)
_cell_angle_alpha                84.050(4)
_cell_angle_beta                 78.261(5)
_cell_angle_gamma                82.171(5)
_cell_volume                     1280.7(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9160
_cell_measurement_theta_min      4.2555
_cell_measurement_theta_max      72.3315
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       Rod
_exptl_crystal_colour            'clear dark green-yellow'
_exptl_crystal_size_max          0.482
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.097
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             628

_exptl_absorpt_coefficient_mu    2.592
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
;
_exptl_absorpt_correction_T_min  0.46
_exptl_absorpt_correction_T_max  0.79

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\mS DIAMOND'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            24584
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_theta_min         4.25
_diffrn_reflns_theta_max         66.65
_diffrn_reflns_theta_full        66.65
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             4448
_reflns_number_gt                4283
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_gt          0.1652
_refine_ls_wR_factor_ref         0.1661
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.075
_refine_ls_number_reflns         4448
_refine_ls_number_parameters     379
_refine_ls_number_restraints     11
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0829P)²+3.7690P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.666
_refine_diff_density_min         -0.498
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
'Bruker Instrument Service, BIS, v6.2.6 (Bruker AXS Inc., 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  'APEX3 v2018.1-0 (Bruker AXS Inc., 2017)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.72757(5) 0.43426(5) 0.65236(5) 0.0145(2) Uani d . . . 1 . .
O O1W 0.5743(2) 0.5479(2) 0.7332(2) 0.0188(5) Uani d . . D 1 . .
H H1WA 0.587(4) 0.614(2) 0.760(4) 0.036(13) Uiso d . . D 1 . .
H H1WB 0.515(3) 0.567(4) 0.695(4) 0.037(13) Uiso d . . D 1 . .
O O2W 0.8691(2) 0.2884(2) 0.6444(2) 0.0181(5) Uani d . . D 1 . .
H H2WA 0.943(2) 0.300(4) 0.607(4) 0.038(13) Uiso d . . D 1 . .
H H2WB 0.855(4) 0.218(2) 0.628(4) 0.031(12) Uiso d . . D 1 . .
N N1 0.8551(3) 0.5439(3) 0.6950(2) 0.0155(6) Uani d . . . 1 . .
N N2 0.9034(3) 0.6536(3) 0.4987(2) 0.0159(6) Uani d . . . 1 . .
N N3 0.7514(3) 0.5101(3) 0.4914(2) 0.0157(6) Uani d . . . 1 . .
N N4 0.6106(3) 0.3998(3) 0.4103(2) 0.0152(6) Uani d . . . 1 . .
N N5 0.6042(3) 0.3163(3) 0.6155(2) 0.0161(6) Uani d . . . 1 . .
C C1 0.8074(3) 0.4337(3) 0.8918(3) 0.0217(7) Uani d . . . 1 . .
H H00A 0.714645 0.457777 0.897678 0.033 Uiso calc U . R 1 . .
H H00B 0.829465 0.43329 0.970177 0.033 Uiso calc U . R 1 . .
H H00C 0.831035 0.349289 0.863096 0.033 Uiso calc U . R 1 . .
C C2 0.8795(3) 0.5270(3) 0.8068(3) 0.0168(7) Uani d . . . 1 . .
C C3 0.9679(3) 0.5912(3) 0.8421(3) 0.0192(7) Uani d . . . 1 . .
H H3 0.982694 0.577337 0.92102 0.023 Uiso calc U . R 1 . .
C C4 1.0345(3) 0.6755(3) 0.7618(3) 0.0206(7) Uani d . . . 1 . .
H H4 1.096037 0.719585 0.78419 0.025 Uiso calc U . R 1 . .
C C5 1.0093(3) 0.6939(3) 0.6490(3) 0.0189(7) Uani d . . . 1 . .
H H5 1.052978 0.752274 0.592884 0.023 Uiso calc U . R 1 . .
C C6 0.9197(3) 0.6272(3) 0.6157(3) 0.0161(7) Uani d . . . 1 . .
C C7 0.8271(3) 0.6027(3) 0.4474(3) 0.0149(6) Uani d . . . 1 . .
C C8 0.8141(3) 0.6408(3) 0.3234(3) 0.0163(7) Uani d . . . 1 . .
C C9 0.8675(3) 0.7329(3) 0.2410(3) 0.0188(7) Uani d . . . 1 . .
H H9 0.924056 0.785359 0.259956 0.023 Uiso calc U . R 1 . .
C C10 0.8340(3) 0.7444(3) 0.1292(3) 0.0214(7) Uani d . . . 1 . .
H H10 0.868156 0.806557 0.070997 0.026 Uiso calc U . R 1 . .
C C11 0.7520(3) 0.6673(3) 0.1012(3) 0.0194(7) Uani d . . . 1 . .
H H11 0.731896 0.677024 0.024123 0.023 Uiso calc U . R 1 . .
C C12 0.6985(3) 0.5754(3) 0.1846(3) 0.0191(7) Uani d . . . 1 . .
H H12 0.642881 0.521963 0.165489 0.023 Uiso calc U . R 1 . .
C C13 0.7296(3) 0.5654(3) 0.2960(3) 0.0150(6) Uani d . . . 1 . .
C C14 0.6903(3) 0.4831(3) 0.4043(3) 0.0147(6) Uani d . . . 1 . .
C C15 0.5721(3) 0.3153(3) 0.5076(3) 0.0161(7) Uani d . . . 1 . .
C C16 0.4957(3) 0.2278(3) 0.4869(3) 0.0222(7) Uani d . . . 1 . .
H H16 0.476113 0.226957 0.410397 0.027 Uiso calc U . R 1 . .
C C17 0.4484(3) 0.1425(3) 0.5775(3) 0.0235(8) Uani d . . . 1 . .
H H17 0.395852 0.082869 0.56409 0.028 Uiso calc U . R 1 . .
C C18 0.4785(3) 0.1448(3) 0.6882(3) 0.0204(7) Uani d . . . 1 . .
H H18 0.445627 0.087887 0.752291 0.024 Uiso calc U . R 1 . .
C C19 0.5572(3) 0.2312(3) 0.7040(3) 0.0185(7) Uani d . . . 1 . .
C C20 0.5941(3) 0.2335(3) 0.8224(3) 0.0218(7) Uani d . . . 1 . .
H H00D 0.686844 0.208079 0.81529 0.033 Uiso calc U . R 1 . .
H H00E 0.546917 0.174822 0.880366 0.033 Uiso calc U . R 1 . .
H H00F 0.572795 0.319038 0.848879 0.033 Uiso calc U . R 1 . .
O O22S 0.8354(4) 0.0563(3) 0.6159(3) 0.0465(9) Uani d . . D 1 . .
H H22 0.877(5) 0.014(5) 0.663(4) 0.056(17) Uiso d . . D 1 . .
C C22S 0.8166(5) -0.0134(4) 0.5271(4) 0.0414(11) Uani d . . . 1 . .
H H01D 0.776142 0.042818 0.469233 0.062 Uiso calc U . R 1 . .
H H01E 0.760597 -0.078147 0.562153 0.062 Uiso calc U . R 1 . .
H H01F 0.899749 -0.053985 0.487364 0.062 Uiso calc U . R 1 . .
O O3W 0.9420(4) -0.0189(4) 0.8065(4) 0.0520(9) Uani d . . D 1 . .
H H3WA 1.0224(12) -0.028(7) 0.800(6) 0.10(3) Uiso d . . D 1 . .
H H3WB 0.912(5) 0.014(5) 0.871(3) 0.059(18) Uiso d . . D 1 . .
Cl Cl1 0.73909(9) 0.12301(9) 1.10905(8) 0.0284(3) Uani d . . . 1 . .
O O1 0.8523(3) 0.1170(3) 1.0171(3) 0.0472(8) Uani d . . . 1 . .
O O2 0.6448(3) 0.0551(3) 1.0799(3) 0.0416(8) Uani d . . . 1 . .
O O3 0.7734(3) 0.0694(3) 1.2187(3) 0.0462(8) Uani d . . . 1 . .
O O4 0.6866(3) 0.2523(3) 1.1193(3) 0.0451(8) Uani d . . . 1 . .
O O21S 0.5945(3) 0.7424(3) 0.8551(3) 0.0349(7) Uani d . . D 1 . .
H H21 0.516(2) 0.766(6) 0.877(5) 0.066(19) Uiso d . . D 1 . .
C C21S 0.6675(5) 0.8455(4) 0.8300(4) 0.0400(10) Uani d . . . 1 . .
H H01A 0.758589 0.814563 0.804531 0.06 Uiso calc U . R 1 . .
H H01B 0.656662 0.890922 0.90141 0.06 Uiso calc U . R 1 . .
H H01C 0.637858 0.902613 0.766613 0.06 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 N3 . 1.933(3) ?
Ni1 O2W . 2.018(2) ?
Ni1 O1W . 2.027(2) ?
Ni1 N5 . 2.077(3) ?
Ni1 N1 . 2.078(3) ?
O1W H1WA . 0.837(10) ?
O1W H1WB . 0.837(10) ?
O2W H2WA . 0.839(10) ?
O2W H2WB . 0.837(10) ?
N1 C2 . 1.358(4) ?
N1 C6 . 1.362(4) ?
N2 C7 . 1.303(4) ?
N2 C6 . 1.393(4) ?
N3 C7 . 1.359(4) ?
N3 C14 . 1.379(4) ?
N4 C14 . 1.303(4) ?
N4 C15 . 1.398(4) ?
N5 C15 . 1.360(4) ?
N5 C19 . 1.362(4) ?
C1 C2 . 1.503(5) ?
C1 H00A . 0.98 ?
C1 H00B . 0.98 ?
C1 H00C . 0.98 ?
C2 C3 . 1.387(5) ?
C3 C4 . 1.385(5) ?
C3 H3 . 0.95 ?
C4 C5 . 1.373(5) ?
C4 H4 . 0.95 ?
C5 C6 . 1.403(5) ?
C5 H5 . 0.95 ?
C7 C8 . 1.476(5) ?
C8 C13 . 1.392(5) ?
C8 C9 . 1.395(5) ?
C9 C10 . 1.398(5) ?
C9 H9 . 0.95 ?
C10 C11 . 1.387(5) ?
C10 H10 . 0.95 ?
C11 C12 . 1.401(5) ?
C11 H11 . 0.95 ?
C12 C13 . 1.383(5) ?
C12 H12 . 0.95 ?
C13 C14 . 1.476(4) ?
C15 C16 . 1.393(5) ?
C16 C17 . 1.378(5) ?
C16 H16 . 0.95 ?
C17 C18 . 1.385(5) ?
C17 H17 . 0.95 ?
C18 C19 . 1.382(5) ?
C18 H18 . 0.95 ?
C19 C20 . 1.502(5) ?
C20 H00D . 0.98 ?
C20 H00E . 0.98 ?
C20 H00F . 0.98 ?
O22S C22S . 1.391(6) ?
O22S H22 . 0.84(2) ?
C22S H01D . 0.98 ?
C22S H01E . 0.98 ?
C22S H01F . 0.98 ?
O3W H3WA . 0.841(10) ?
O3W H3WB . 0.841(10) ?
Cl1 O2 . 1.431(3) ?
Cl1 O4 . 1.431(3) ?
Cl1 O3 . 1.432(3) ?
Cl1 O1 . 1.438(3) ?
O21S C21S . 1.411(5) ?
O21S H21 . 0.84(2) ?
C21S H01A . 0.98 ?
C21S H01B . 0.98 ?
C21S H01C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N3 Ni1 O2W . . 103.16(11) ?
N3 Ni1 O1W . . 101.60(11) ?
O2W Ni1 O1W . . 155.23(10) ?
N3 Ni1 N5 . . 91.13(11) ?
O2W Ni1 N5 . . 89.74(10) ?
O1W Ni1 N5 . . 90.03(10) ?
N3 Ni1 N1 . . 91.37(11) ?
O2W Ni1 N1 . . 87.76(10) ?
O1W Ni1 N1 . . 91.42(10) ?
N5 Ni1 N1 . . 176.81(10) ?
Ni1 O1W H1WA . . 119.(3) ?
Ni1 O1W H1WB . . 115.(3) ?
H1WA O1W H1WB . . 107.(2) ?
Ni1 O2W H2WA . . 119.(3) ?
Ni1 O2W H2WB . . 120.(3) ?
H2WA O2W H2WB . . 106.(2) ?
C2 N1 C6 . . 118.4(3) ?
C2 N1 Ni1 . . 117.9(2) ?
C6 N1 Ni1 . . 123.6(2) ?
C7 N2 C6 . . 126.3(3) ?
C7 N3 C14 . . 109.1(3) ?
C7 N3 Ni1 . . 125.3(2) ?
C14 N3 Ni1 . . 125.6(2) ?
C14 N4 C15 . . 126.4(3) ?
C15 N5 C19 . . 118.2(3) ?
C15 N5 Ni1 . . 124.1(2) ?
C19 N5 Ni1 . . 117.6(2) ?
C2 C1 H00A . . 109.5 ?
C2 C1 H00B . . 109.5 ?
H00A C1 H00B . . 109.5 ?
C2 C1 H00C . . 109.5 ?
H00A C1 H00C . . 109.5 ?
H00B C1 H00C . . 109.5 ?
N1 C2 C3 . . 122.2(3) ?
N1 C2 C1 . . 117.1(3) ?
C3 C2 C1 . . 120.7(3) ?
C2 C3 C4 . . 119.7(3) ?
C2 C3 H3 . . 120.1 ?
C4 C3 H3 . . 120.1 ?
C5 C4 C3 . . 118.3(3) ?
C5 C4 H4 . . 120.8 ?
C3 C4 H4 . . 120.8 ?
C4 C5 C6 . . 120.6(3) ?
C4 C5 H5 . . 119.7 ?
C6 C5 H5 . . 119.7 ?
N1 C6 N2 . . 124.2(3) ?
N1 C6 C5 . . 120.7(3) ?
N2 C6 C5 . . 115.1(3) ?
N2 C7 N3 . . 129.1(3) ?
N2 C7 C8 . . 121.8(3) ?
N3 C7 C8 . . 109.1(3) ?
C13 C8 C9 . . 121.4(3) ?
C13 C8 C7 . . 106.8(3) ?
C9 C8 C7 . . 131.8(3) ?
C8 C9 C10 . . 117.0(3) ?
C8 C9 H9 . . 121.5 ?
C10 C9 H9 . . 121.5 ?
C11 C10 C9 . . 121.5(3) ?
C11 C10 H10 . . 119.2 ?
C9 C10 H10 . . 119.2 ?
C10 C11 C12 . . 121.1(3) ?
C10 C11 H11 . . 119.4 ?
C12 C11 H11 . . 119.4 ?
C13 C12 C11 . . 117.4(3) ?
C13 C12 H12 . . 121.3 ?
C11 C12 H12 . . 121.3 ?
C12 C13 C8 . . 121.6(3) ?
C12 C13 C14 . . 132.3(3) ?
C8 C13 C14 . . 106.2(3) ?
N4 C14 N3 . . 128.3(3) ?
N4 C14 C13 . . 122.8(3) ?
N3 C14 C13 . . 108.9(3) ?
N5 C15 C16 . . 121.1(3) ?
N5 C15 N4 . . 124.1(3) ?
C16 C15 N4 . . 114.8(3) ?
C17 C16 C15 . . 120.0(3) ?
C17 C16 H16 . . 120.0 ?
C15 C16 H16 . . 120.0 ?
C16 C17 C18 . . 119.2(3) ?
C16 C17 H17 . . 120.4 ?
C18 C17 H17 . . 120.4 ?
C19 C18 C17 . . 118.9(3) ?
C19 C18 H18 . . 120.6 ?
C17 C18 H18 . . 120.6 ?
N5 C19 C18 . . 122.6(3) ?
N5 C19 C20 . . 117.4(3) ?
C18 C19 C20 . . 120.0(3) ?
C19 C20 H00D . . 109.5 ?
C19 C20 H00E . . 109.5 ?
H00D C20 H00E . . 109.5 ?
C19 C20 H00F . . 109.5 ?
H00D C20 H00F . . 109.5 ?
H00E C20 H00F . . 109.5 ?
C22S O22S H22 . . 113.(4) ?
O22S C22S H01D . . 109.5 ?
O22S C22S H01E . . 109.5 ?
H01D C22S H01E . . 109.5 ?
O22S C22S H01F . . 109.5 ?
H01D C22S H01F . . 109.5 ?
H01E C22S H01F . . 109.5 ?
H3WA O3W H3WB . . 106.(3) ?
O2 Cl1 O4 . . 108.9(2) ?
O2 Cl1 O3 . . 109.84(19) ?
O4 Cl1 O3 . . 110.0(2) ?
O2 Cl1 O1 . . 110.2(2) ?
O4 Cl1 O1 . . 108.8(2) ?
O3 Cl1 O1 . . 109.2(2) ?
C21S O21S H21 . . 111.(4) ?
O21S C21S H01A . . 109.5 ?
O21S C21S H01B . . 109.5 ?
H01A C21S H01B . . 109.5 ?
O21S C21S H01C . . 109.5 ?
H01A C21S H01C . . 109.5 ?
H01B C21S H01C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 C2 C3 . . . . -0.2(5) ?
Ni1 N1 C2 C3 . . . . 176.8(2) ?
C6 N1 C2 C1 . . . . -179.5(3) ?
Ni1 N1 C2 C1 . . . . -2.5(4) ?
N1 C2 C3 C4 . . . . -0.1(5) ?
C1 C2 C3 C4 . . . . 179.2(3) ?
C2 C3 C4 C5 . . . . 0.7(5) ?
C3 C4 C5 C6 . . . . -1.0(5) ?
C2 N1 C6 N2 . . . . -179.8(3) ?
Ni1 N1 C6 N2 . . . . 3.4(4) ?
C2 N1 C6 C5 . . . . 0.0(5) ?
Ni1 N1 C6 C5 . . . . -176.9(2) ?
C7 N2 C6 N1 . . . . -1.1(5) ?
C7 N2 C6 C5 . . . . 179.2(3) ?
C4 C5 C6 N1 . . . . 0.6(5) ?
C4 C5 C6 N2 . . . . -179.6(3) ?
C6 N2 C7 N3 . . . . -3.3(6) ?
C6 N2 C7 C8 . . . . 178.0(3) ?
C14 N3 C7 N2 . . . . -178.0(3) ?
Ni1 N3 C7 N2 . . . . 4.5(5) ?
C14 N3 C7 C8 . . . . 0.8(4) ?
Ni1 N3 C7 C8 . . . . -176.7(2) ?
N2 C7 C8 C13 . . . . 177.9(3) ?
N3 C7 C8 C13 . . . . -1.0(4) ?
N2 C7 C8 C9 . . . . -3.2(6) ?
N3 C7 C8 C9 . . . . 177.9(3) ?
C13 C8 C9 C10 . . . . -1.0(5) ?
C7 C8 C9 C10 . . . . -179.8(3) ?
C8 C9 C10 C11 . . . . -0.4(5) ?
C9 C10 C11 C12 . . . . 0.6(5) ?
C10 C11 C12 C13 . . . . 0.5(5) ?
C11 C12 C13 C8 . . . . -2.0(5) ?
C11 C12 C13 C14 . . . . 178.7(3) ?
C9 C8 C13 C12 . . . . 2.3(5) ?
C7 C8 C13 C12 . . . . -178.7(3) ?
C9 C8 C13 C14 . . . . -178.2(3) ?
C7 C8 C13 C14 . . . . 0.8(3) ?
C15 N4 C14 N3 . . . . -2.2(5) ?
C15 N4 C14 C13 . . . . 177.5(3) ?
C7 N3 C14 N4 . . . . 179.4(3) ?
Ni1 N3 C14 N4 . . . . -3.1(5) ?
C7 N3 C14 C13 . . . . -0.3(4) ?
Ni1 N3 C14 C13 . . . . 177.2(2) ?
C12 C13 C14 N4 . . . . -0.7(6) ?
C8 C13 C14 N4 . . . . 179.9(3) ?
C12 C13 C14 N3 . . . . 179.0(3) ?
C8 C13 C14 N3 . . . . -0.4(4) ?
C19 N5 C15 C16 . . . . -1.5(5) ?
Ni1 N5 C15 C16 . . . . 175.6(2) ?
C19 N5 C15 N4 . . . . 178.0(3) ?
Ni1 N5 C15 N4 . . . . -4.9(4) ?
C14 N4 C15 N5 . . . . 6.4(5) ?
C14 N4 C15 C16 . . . . -174.0(3) ?
N5 C15 C16 C17 . . . . 1.7(5) ?
N4 C15 C16 C17 . . . . -177.8(3) ?
C15 C16 C17 C18 . . . . -0.3(5) ?
C16 C17 C18 C19 . . . . -1.2(5) ?
C15 N5 C19 C18 . . . . -0.1(5) ?
Ni1 N5 C19 C18 . . . . -177.4(3) ?
C15 N5 C19 C20 . . . . 179.8(3) ?
Ni1 N5 C19 C20 . . . . 2.5(4) ?
C17 C18 C19 N5 . . . . 1.4(5) ?
C17 C18 C19 C20 . . . . -178.4(3) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1W H1WA O21S . 0.837(10) 1.872(16) 2.691(4) 166.(5) ?
O1W H1WB N4 2_666 0.837(10) 1.962(12) 2.794(3) 172.(4) ?
O2W H2WA N2 2_766 0.839(10) 1.925(13) 2.756(4) 170.(5) ?
O2W H2WB O22S . 0.837(10) 1.799(13) 2.628(4) 170.(5) ?
C1 H00C O2W . 0.98 2.61 3.303(4) 127.6 ?
C18 H18 O2 2_657 0.95 2.46 3.413(5) 178.4 ?
C20 H00D O2W . 0.98 2.64 3.313(4) 126.0 ?
O22S H22 O3W . 0.84(2) 1.90(3) 2.683(5) 155.(6) ?
O3W H3WA Cl1 2_757 0.841(10) 2.96(4) 3.730(4) 152.(7) ?
O3W H3WA O3 2_757 0.841(10) 2.137(13) 2.976(5) 175.(7) ?
O3W H3WB O1 . 0.841(10) 2.058(15) 2.893(5) 172.(6) ?
O21S H21 Cl1 2_667 0.84(2) 2.80(3) 3.618(3) 165.(6) ?
O21S H21 O2 2_667 0.84(2) 2.41(4) 3.141(5) 146.(6) ?
O21S H21 O4 2_667 0.84(2) 2.20(4) 2.952(4) 150.(6) ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
_chemical_properties_physical    Heat-sensitive
####################################################################### 
# 
# 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_Farnum190122
_database_code_depnum_ccdc_archive 'CCDC 2006230'
loop_
_audit_author_name
_audit_author_address
'Soumen Saha'
;Auburn University
United States of America
;
_audit_update_record             
;
2020-05-27 deposited with the CCDC.	2020-12-07 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            MeBPI
_chemical_formula_moiety         C20H17N15
_chemical_formula_sum            'C40 H34 N10'
_chemical_formula_iupac          ?
_chemical_formula_weight         654.77

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.0420(5)
_cell_length_b                   18.0682(5)
_cell_length_c                   10.6389(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.5810(10)
_cell_angle_gamma                90
_cell_volume                     3260.38(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.6051
_cell_measurement_theta_max      80.0210
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       fragment
_exptl_crystal_colour            'clear dark yellow'
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1376

_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
;
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\mS DIAMOND'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            40915
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_theta_min         2.60
_diffrn_reflns_theta_max         70.05
_diffrn_reflns_theta_full        70.05
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12

_refine_special_details          
;
;

_reflns_number_total             6183
_reflns_number_gt                5231
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1044
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_number_reflns         6183
_refine_ls_number_parameters     455
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0527P)²+0.9527P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.212
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
'Bruker Instrument Service, BIS, v6.2.6 (Bruker AXS Inc., 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  'APEX3 v2018.1-0 (Bruker AXS Inc., 2017)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.75766(6) 0.59642(6) 0.42962(10) 0.0190(2) Uani d . . . 1 . .
H H1 0.751964 0.635897 0.381147 0.023 Uiso calc U . R 1 . .
C C1 0.82971(7) 0.56276(7) 0.46540(11) 0.0180(3) Uani d . . . 1 . .
N N2 0.62228(6) 0.57734(6) 0.47624(10) 0.0211(2) Uani d . . . 1 . .
C C2 0.81132(7) 0.49559(7) 0.53522(11) 0.0187(3) Uani d . . . 1 . .
N N3 0.63636(6) 0.68636(6) 0.35245(10) 0.0213(2) Uani d . . . 1 . .
C C3 0.85978(8) 0.43928(7) 0.58486(12) 0.0208(3) Uani d . . . 1 . .
H H3 0.914881 0.43987 0.577412 0.025 Uiso calc U . R 1 . .
C C4 0.82491(8) 0.38174(7) 0.64609(12) 0.0238(3) Uani d . . . 1 . .
H H4 0.856733 0.342278 0.68116 0.029 Uiso calc U . R 1 . .
N N4 0.90034(6) 0.58465(6) 0.45218(10) 0.0198(2) Uani d . . . 1 . .
N N5 0.86426(6) 0.66895(6) 0.28462(10) 0.0209(2) Uani d . . . 1 . .
C C5 0.74383(8) 0.38097(7) 0.65693(12) 0.0245(3) Uani d . . . 1 . .
H H5 0.721512 0.341166 0.699679 0.029 Uiso calc U . R 1 . .
N N6 0.73887(6) 0.41551(6) 0.24361(10) 0.0192(2) Uani d . . . 1 . .
H H6 0.735791 0.457122 0.200426 0.023 Uiso calc U . R 1 . .
C C6 0.69537(8) 0.43747(7) 0.60621(12) 0.0223(3) Uani d . . . 1 . .
H H6A 0.640246 0.437051 0.613391 0.027 Uiso calc U . R 1 . .
C C7 0.73042(7) 0.49458(7) 0.54463(11) 0.0192(3) Uani d . . . 1 . .
N N7 0.60183(6) 0.40080(6) 0.28626(10) 0.0209(2) Uani d . . . 1 . .
C C8 0.69573(7) 0.56037(7) 0.47944(11) 0.0187(3) Uani d . . . 1 . .
N N8 0.61966(6) 0.50829(6) 0.16156(10) 0.0214(2) Uani d . . . 1 . .
C C9 0.59109(7) 0.64107(7) 0.41526(11) 0.0208(3) Uani d . . . 1 . .
N N9 0.87981(6) 0.39243(6) 0.25375(10) 0.0211(2) Uani d . . . 1 . .
C C10 0.51105(8) 0.65489(8) 0.42474(12) 0.0255(3) Uani d . . . 1 . .
H H10 0.480929 0.6232 0.472698 0.031 Uiso calc U . R 1 . .
N N10 0.85046(6) 0.47560(6) 0.08260(10) 0.0223(2) Uani d . . . 1 . .
C C11 0.47706(8) 0.71552(8) 0.36283(13) 0.0285(3) Uani d . . . 1 . .
H H11 0.422494 0.725402 0.365527 0.034 Uiso calc U . R 1 . .
C C12 0.52279(8) 0.76201(8) 0.29665(13) 0.0267(3) Uani d . . . 1 . .
H H12 0.500019 0.803874 0.253103 0.032 Uiso calc U . R 1 . .
C C15 0.91502(7) 0.64858(7) 0.38319(12) 0.0193(3) Uani d . . . 1 . .
C C14 0.65585(9) 0.79620(8) 0.22873(13) 0.0289(3) Uani d . . . 1 . .
H H14A 0.708393 0.796756 0.275207 0.043 Uiso calc U . R 1 . .
H H14B 0.634201 0.846487 0.224873 0.043 Uiso calc U . R 1 . .
H H14C 0.659685 0.777866 0.142848 0.043 Uiso calc U . R 1 . .
C C13 0.60270(8) 0.74646(7) 0.29490(12) 0.0231(3) Uani d . . . 1 . .
C C16 0.98505(7) 0.68651(7) 0.41837(12) 0.0214(3) Uani d . . . 1 . .
H H16 1.020361 0.669795 0.487109 0.026 Uiso calc U . R 1 . .
C C17 1.00187(8) 0.74902(7) 0.35081(12) 0.0242(3) Uani d . . . 1 . .
H H17 1.048041 0.777131 0.37465 0.029 Uiso calc U . R 1 . .
C C19 0.88320(8) 0.72778(7) 0.21615(12) 0.0225(3) Uani d . . . 1 . .
C C18 0.95057(8) 0.77015(7) 0.24794(13) 0.0246(3) Uani d . . . 1 . .
H H18 0.961138 0.812733 0.199978 0.03 Uiso calc U . R 1 . .
C C20 0.82953(8) 0.74452(8) 0.09957(13) 0.0295(3) Uani d . . . 1 . .
H H20A 0.856061 0.731968 0.024699 0.044 Uiso calc U . R 1 . .
H H20B 0.816282 0.797314 0.097805 0.044 Uiso calc U . R 1 . .
H H20C 0.781159 0.71523 0.099975 0.044 Uiso calc U . R 1 . .
C C21 0.80866(7) 0.37634(7) 0.27317(11) 0.0193(3) Uani d . . . 1 . .
C C22 0.78625(8) 0.30971(7) 0.34191(11) 0.0202(3) Uani d . . . 1 . .
C C23 0.83157(8) 0.25145(7) 0.39353(12) 0.0229(3) Uani d . . . 1 . .
H H23 0.886721 0.249423 0.386917 0.027 Uiso calc U . R 1 . .
C C24 0.79353(9) 0.19602(7) 0.45536(12) 0.0255(3) Uani d . . . 1 . .
H H24 0.823219 0.155547 0.491739 0.031 Uiso calc U . R 1 . .
C C25 0.71236(8) 0.19901(8) 0.46473(12) 0.0257(3) Uani d . . . 1 . .
H H25 0.687703 0.160586 0.507462 0.031 Uiso calc U . R 1 . .
C C26 0.66727(8) 0.25733(7) 0.41250(12) 0.0230(3) Uani d . . . 1 . .
H H26 0.612024 0.25929 0.418199 0.028 Uiso calc U . R 1 . .
C C27 0.70554(8) 0.31272(7) 0.35164(11) 0.0203(3) Uani d . . . 1 . .
C C28 0.67475(7) 0.38127(7) 0.29020(11) 0.0193(3) Uani d . . . 1 . .
C C29 0.57259(8) 0.46521(7) 0.22504(12) 0.0206(3) Uani d . . . 1 . .
C C30 0.49284(8) 0.48096(7) 0.23148(12) 0.0240(3) Uani d . . . 1 . .
H H30 0.46136 0.450489 0.279276 0.029 Uiso calc U . R 1 . .
C C31 0.46078(8) 0.54172(8) 0.16694(13) 0.0260(3) Uani d . . . 1 . .
H H31 0.406401 0.553017 0.167905 0.031 Uiso calc U . R 1 . .
C C32 0.50871(8) 0.58613(7) 0.10067(12) 0.0256(3) Uani d . . . 1 . .
H H32 0.487662 0.628072 0.05528 0.031 Uiso calc U . R 1 . .
C C33 0.58800(8) 0.56830(7) 0.10171(12) 0.0224(3) Uani d . . . 1 . .
C C34 0.64352(9) 0.61447(8) 0.03363(14) 0.0314(3) Uani d . . . 1 . .
H H34A 0.695005 0.616427 0.083333 0.047 Uiso calc U . R 1 . .
H H34B 0.622343 0.6647 0.022151 0.047 Uiso calc U . R 1 . .
H H34C 0.6495 0.592443 -0.049075 0.047 Uiso calc U . R 1 . .
C C35 0.89839(7) 0.45548(7) 0.18469(12) 0.0204(3) Uani d . . . 1 . .
C C36 0.96925(8) 0.49132(7) 0.22215(12) 0.0231(3) Uani d . . . 1 . .
H H36 1.002503 0.474651 0.293379 0.028 Uiso calc U . R 1 . .
C C37 0.98983(8) 0.55183(8) 0.15272(13) 0.0257(3) Uani d . . . 1 . .
H H37 1.036727 0.578691 0.177446 0.031 Uiso calc U . R 1 . .
C C38 0.94137(8) 0.57272(7) 0.04700(13) 0.0251(3) Uani d . . . 1 . .
H H38 0.954772 0.613902 -0.002155 0.03 Uiso calc U . R 1 . .
C C39 0.87288(8) 0.53290(7) 0.01339(12) 0.0233(3) Uani d . . . 1 . .
C C40 0.82141(9) 0.55026(9) -0.10586(13) 0.0304(3) Uani d . . . 1 . .
H H40A 0.779922 0.512742 -0.119421 0.046 Uiso calc U P R 0.5 . .
H H40B 0.853431 0.550224 -0.177546 0.046 Uiso calc U P R 0.5 . .
H H40C 0.797343 0.599116 -0.098325 0.046 Uiso calc U P R 0.5 . .
H H40D 0.840542 0.595312 -0.144107 0.046 Uiso calc U P R 0.5 . .
H H40E 0.767033 0.557831 -0.085982 0.046 Uiso calc U P R 0.5 . .
H H40F 0.823121 0.508939 -0.165203 0.046 Uiso calc U P R 0.5 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C8 . 1.3884(16) ?
N1 C1 . 1.3898(16) ?
N1 H1 . 0.88 ?
C1 N4 . 1.2876(16) ?
C1 C2 . 1.4725(17) ?
N2 C8 . 1.2859(16) ?
N2 C9 . 1.4009(17) ?
C2 C3 . 1.3825(18) ?
C2 C7 . 1.3921(18) ?
N3 C9 . 1.3460(17) ?
N3 C13 . 1.3471(17) ?
C3 C4 . 1.3906(18) ?
C3 H3 . 0.95 ?
C4 C5 . 1.3977(19) ?
C4 H4 . 0.95 ?
N4 C15 . 1.4042(16) ?
N5 C15 . 1.3442(16) ?
N5 C19 . 1.3454(16) ?
C5 C6 . 1.3887(19) ?
C5 H5 . 0.95 ?
N6 C28 . 1.3885(16) ?
N6 C21 . 1.3934(16) ?
N6 H6 . 0.88 ?
C6 C7 . 1.3880(18) ?
C6 H6A . 0.95 ?
C7 C8 . 1.4709(18) ?
N7 C28 . 1.2885(17) ?
N7 C29 . 1.4013(17) ?
N8 C33 . 1.3436(17) ?
N8 C29 . 1.3458(16) ?
C9 C10 . 1.4000(18) ?
N9 C21 . 1.2831(17) ?
N9 C35 . 1.4082(17) ?
C10 C11 . 1.377(2) ?
C10 H10 . 0.95 ?
N10 C35 . 1.3440(17) ?
N10 C39 . 1.3471(17) ?
C11 C12 . 1.384(2) ?
C11 H11 . 0.95 ?
C12 C13 . 1.3925(19) ?
C12 H12 . 0.95 ?
C15 C16 . 1.3954(18) ?
C14 C13 . 1.4991(19) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C16 C17 . 1.3837(18) ?
C16 H16 . 0.95 ?
C17 C18 . 1.3864(19) ?
C17 H17 . 0.95 ?
C19 C18 . 1.3940(19) ?
C19 C20 . 1.4985(18) ?
C18 H18 . 0.95 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C22 . 1.4780(18) ?
C22 C23 . 1.3871(18) ?
C22 C27 . 1.3904(18) ?
C23 C24 . 1.3924(19) ?
C23 H23 . 0.95 ?
C24 C25 . 1.398(2) ?
C24 H24 . 0.95 ?
C25 C26 . 1.3880(19) ?
C25 H25 . 0.95 ?
C26 C27 . 1.3887(18) ?
C26 H26 . 0.95 ?
C27 C28 . 1.4730(18) ?
C29 C30 . 1.3968(19) ?
C30 C31 . 1.3792(19) ?
C30 H30 . 0.95 ?
C31 C32 . 1.386(2) ?
C31 H31 . 0.95 ?
C32 C33 . 1.3881(19) ?
C32 H32 . 0.95 ?
C33 C34 . 1.4997(19) ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 C36 . 1.3940(19) ?
C36 C37 . 1.3836(19) ?
C36 H36 . 0.95 ?
C37 C38 . 1.382(2) ?
C37 H37 . 0.95 ?
C38 C39 . 1.3881(19) ?
C38 H38 . 0.95 ?
C39 C40 . 1.5035(19) ?
C40 H40A . 0.98 ?
C40 H40B . 0.98 ?
C40 H40C . 0.98 ?
C40 H40D . 0.98 ?
C40 H40E . 0.98 ?
C40 H40F . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 N1 C1 . . 111.98(10) ?
C8 N1 H1 . . 124.0 ?
C1 N1 H1 . . 124.0 ?
N4 C1 N1 . . 130.24(12) ?
N4 C1 C2 . . 123.74(11) ?
N1 C1 C2 . . 105.85(10) ?
C8 N2 C9 . . 122.19(11) ?
C3 C2 C7 . . 121.47(12) ?
C3 C2 C1 . . 130.59(12) ?
C7 C2 C1 . . 107.93(11) ?
C9 N3 C13 . . 118.46(11) ?
C2 C3 C4 . . 117.54(12) ?
C2 C3 H3 . . 121.2 ?
C4 C3 H3 . . 121.2 ?
C3 C4 C5 . . 121.14(12) ?
C3 C4 H4 . . 119.4 ?
C5 C4 H4 . . 119.4 ?
C1 N4 C15 . . 121.72(11) ?
C15 N5 C19 . . 117.94(11) ?
C6 C5 C4 . . 121.06(12) ?
C6 C5 H5 . . 119.5 ?
C4 C5 H5 . . 119.5 ?
C28 N6 C21 . . 112.17(10) ?
C28 N6 H6 . . 123.9 ?
C21 N6 H6 . . 123.9 ?
C7 C6 C5 . . 117.58(12) ?
C7 C6 H6A . . 121.2 ?
C5 C6 H6A . . 121.2 ?
C6 C7 C2 . . 121.21(12) ?
C6 C7 C8 . . 130.67(12) ?
C2 C7 C8 . . 108.11(11) ?
C28 N7 C29 . . 122.75(11) ?
N2 C8 N1 . . 130.70(12) ?
N2 C8 C7 . . 123.41(11) ?
N1 C8 C7 . . 105.88(10) ?
C33 N8 C29 . . 118.23(11) ?
N3 C9 C10 . . 122.47(12) ?
N3 C9 N2 . . 121.32(11) ?
C10 C9 N2 . . 116.21(12) ?
C21 N9 C35 . . 122.08(11) ?
C11 C10 C9 . . 118.36(13) ?
C11 C10 H10 . . 120.8 ?
C9 C10 H10 . . 120.8 ?
C35 N10 C39 . . 117.86(11) ?
C10 C11 C12 . . 119.65(13) ?
C10 C11 H11 . . 120.2 ?
C12 C11 H11 . . 120.2 ?
C11 C12 C13 . . 118.97(13) ?
C11 C12 H12 . . 120.5 ?
C13 C12 H12 . . 120.5 ?
N5 C15 C16 . . 122.92(12) ?
N5 C15 N4 . . 119.95(11) ?
C16 C15 N4 . . 117.07(11) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N3 C13 C12 . . 122.02(13) ?
N3 C13 C14 . . 116.53(12) ?
C12 C13 C14 . . 121.44(12) ?
C17 C16 C15 . . 118.46(12) ?
C17 C16 H16 . . 120.8 ?
C15 C16 H16 . . 120.8 ?
C16 C17 C18 . . 119.23(12) ?
C16 C17 H17 . . 120.4 ?
C18 C17 H17 . . 120.4 ?
N5 C19 C18 . . 122.54(12) ?
N5 C19 C20 . . 116.64(12) ?
C18 C19 C20 . . 120.79(12) ?
C17 C18 C19 . . 118.79(12) ?
C17 C18 H18 . . 120.6 ?
C19 C18 H18 . . 120.6 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N9 C21 N6 . . 130.39(12) ?
N9 C21 C22 . . 123.91(12) ?
N6 C21 C22 . . 105.63(11) ?
C23 C22 C27 . . 121.13(12) ?
C23 C22 C21 . . 130.80(12) ?
C27 C22 C21 . . 108.06(11) ?
C22 C23 C24 . . 117.78(13) ?
C22 C23 H23 . . 121.1 ?
C24 C23 H23 . . 121.1 ?
C23 C24 C25 . . 121.03(12) ?
C23 C24 H24 . . 119.5 ?
C25 C24 H24 . . 119.5 ?
C26 C25 C24 . . 120.93(12) ?
C26 C25 H25 . . 119.5 ?
C24 C25 H25 . . 119.5 ?
C25 C26 C27 . . 117.84(12) ?
C25 C26 H26 . . 121.1 ?
C27 C26 H26 . . 121.1 ?
C26 C27 C22 . . 121.29(12) ?
C26 C27 C28 . . 130.52(12) ?
C22 C27 C28 . . 108.19(11) ?
N7 C28 N6 . . 131.02(12) ?
N7 C28 C27 . . 123.06(11) ?
N6 C28 C27 . . 105.92(10) ?
N8 C29 C30 . . 122.49(12) ?
N8 C29 N7 . . 120.74(11) ?
C30 C29 N7 . . 116.76(11) ?
C31 C30 C29 . . 118.55(12) ?
C31 C30 H30 . . 120.7 ?
C29 C30 H30 . . 120.7 ?
C30 C31 C32 . . 119.32(13) ?
C30 C31 H31 . . 120.3 ?
C32 C31 H31 . . 120.3 ?
C31 C32 C33 . . 118.89(12) ?
C31 C32 H32 . . 120.6 ?
C33 C32 H32 . . 120.6 ?
N8 C33 C32 . . 122.47(12) ?
N8 C33 C34 . . 115.76(12) ?
C32 C33 C34 . . 121.77(12) ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
N10 C35 C36 . . 123.15(12) ?
N10 C35 N9 . . 119.39(11) ?
C36 C35 N9 . . 117.33(12) ?
C37 C36 C35 . . 118.16(13) ?
C37 C36 H36 . . 120.9 ?
C35 C36 H36 . . 120.9 ?
C38 C37 C36 . . 119.21(13) ?
C38 C37 H37 . . 120.4 ?
C36 C37 H37 . . 120.4 ?
C37 C38 C39 . . 119.29(12) ?
C37 C38 H38 . . 120.4 ?
C39 C38 H38 . . 120.4 ?
N10 C39 C38 . . 122.25(12) ?
N10 C39 C40 . . 116.64(12) ?
C38 C39 C40 . . 121.08(12) ?
C39 C40 H40A . . 109.5 ?
C39 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C39 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C39 C40 H40D . . 109.5 ?
H40A C40 H40D . . 141.1 ?
H40B C40 H40D . . 56.3 ?
H40C C40 H40D . . 56.3 ?
C39 C40 H40E . . 109.5 ?
H40A C40 H40E . . 56.3 ?
H40B C40 H40E . . 141.1 ?
H40C C40 H40E . . 56.3 ?
H40D C40 H40E . . 109.5 ?
C39 C40 H40F . . 109.5 ?
H40A C40 H40F . . 56.3 ?
H40B C40 H40F . . 56.3 ?
H40C C40 H40F . . 141.1 ?
H40D C40 H40F . . 109.5 ?
H40E C40 H40F . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C8 N1 C1 N4 . . . . -170.12(12) ?
C8 N1 C1 C2 . . . . 5.17(13) ?
N4 C1 C2 C3 . . . . -9.0(2) ?
N1 C1 C2 C3 . . . . 175.30(12) ?
N4 C1 C2 C7 . . . . 172.11(11) ?
N1 C1 C2 C7 . . . . -3.57(13) ?
C7 C2 C3 C4 . . . . -0.73(18) ?
C1 C2 C3 C4 . . . . -179.48(12) ?
C2 C3 C4 C5 . . . . 0.01(19) ?
N1 C1 N4 C15 . . . . -6.4(2) ?
C2 C1 N4 C15 . . . . 179.09(11) ?
C3 C4 C5 C6 . . . . 0.38(19) ?
C4 C5 C6 C7 . . . . -0.05(19) ?
C5 C6 C7 C2 . . . . -0.66(18) ?
C5 C6 C7 C8 . . . . 178.39(12) ?
C3 C2 C7 C6 . . . . 1.09(19) ?
C1 C2 C7 C6 . . . . -179.92(11) ?
C3 C2 C7 C8 . . . . -178.16(11) ?
C1 C2 C7 C8 . . . . 0.84(13) ?
C9 N2 C8 N1 . . . . 0.3(2) ?
C9 N2 C8 C7 . . . . 178.86(11) ?
C1 N1 C8 N2 . . . . 174.10(12) ?
C1 N1 C8 C7 . . . . -4.67(13) ?
C6 C7 C8 N2 . . . . 4.2(2) ?
C2 C7 C8 N2 . . . . -176.67(11) ?
C6 C7 C8 N1 . . . . -176.94(12) ?
C2 C7 C8 N1 . . . . 2.21(13) ?
C13 N3 C9 C10 . . . . -1.18(18) ?
C13 N3 C9 N2 . . . . 179.46(11) ?
C8 N2 C9 N3 . . . . 2.66(18) ?
C8 N2 C9 C10 . . . . -176.74(12) ?
N3 C9 C10 C11 . . . . 2.75(19) ?
N2 C9 C10 C11 . . . . -177.86(11) ?
C9 C10 C11 C12 . . . . -1.9(2) ?
C10 C11 C12 C13 . . . . -0.4(2) ?
C19 N5 C15 C16 . . . . 1.28(18) ?
C19 N5 C15 N4 . . . . -175.74(11) ?
C1 N4 C15 N5 . . . . -31.17(17) ?
C1 N4 C15 C16 . . . . 151.64(12) ?
C9 N3 C13 C12 . . . . -1.25(18) ?
C9 N3 C13 C14 . . . . 178.61(11) ?
C11 C12 C13 N3 . . . . 2.03(19) ?
C11 C12 C13 C14 . . . . -177.82(12) ?
N5 C15 C16 C17 . . . . 1.81(18) ?
N4 C15 C16 C17 . . . . 178.91(11) ?
C15 C16 C17 C18 . . . . -2.55(18) ?
C15 N5 C19 C18 . . . . -3.67(18) ?
C15 N5 C19 C20 . . . . 174.12(11) ?
C16 C17 C18 C19 . . . . 0.33(19) ?
N5 C19 C18 C17 . . . . 2.90(19) ?
C20 C19 C18 C17 . . . . -174.80(12) ?
C35 N9 C21 N6 . . . . -5.4(2) ?
C35 N9 C21 C22 . . . . 178.20(11) ?
C28 N6 C21 N9 . . . . -175.15(12) ?
C28 N6 C21 C22 . . . . 1.77(13) ?
N9 C21 C22 C23 . . . . -2.8(2) ?
N6 C21 C22 C23 . . . . 180.00(12) ?
N9 C21 C22 C27 . . . . 176.33(11) ?
N6 C21 C22 C27 . . . . -0.84(13) ?
C27 C22 C23 C24 . . . . 0.04(18) ?
C21 C22 C23 C24 . . . . 179.11(12) ?
C22 C23 C24 C25 . . . . 0.15(19) ?
C23 C24 C25 C26 . . . . 0.1(2) ?
C24 C25 C26 C27 . . . . -0.48(19) ?
C25 C26 C27 C22 . . . . 0.67(18) ?
C25 C26 C27 C28 . . . . -178.59(12) ?
C23 C22 C27 C26 . . . . -0.47(19) ?
C21 C22 C27 C26 . . . . -179.72(11) ?
C23 C22 C27 C28 . . . . 178.95(11) ?
C21 C22 C27 C28 . . . . -0.31(13) ?
C29 N7 C28 N6 . . . . 2.0(2) ?
C29 N7 C28 C27 . . . . -178.44(11) ?
C21 N6 C28 N7 . . . . 177.65(12) ?
C21 N6 C28 C27 . . . . -1.96(13) ?
C26 C27 C28 N7 . . . . 1.0(2) ?
C22 C27 C28 N7 . . . . -178.29(11) ?
C26 C27 C28 N6 . . . . -179.31(12) ?
C22 C27 C28 N6 . . . . 1.35(13) ?
C33 N8 C29 C30 . . . . -0.48(18) ?
C33 N8 C29 N7 . . . . 178.20(11) ?
C28 N7 C29 N8 . . . . 3.21(18) ?
C28 N7 C29 C30 . . . . -178.03(12) ?
N8 C29 C30 C31 . . . . 2.08(19) ?
N7 C29 C30 C31 . . . . -176.65(11) ?
C29 C30 C31 C32 . . . . -1.60(19) ?
C30 C31 C32 C33 . . . . -0.32(19) ?
C29 N8 C33 C32 . . . . -1.59(18) ?
C29 N8 C33 C34 . . . . 179.47(11) ?
C31 C32 C33 N8 . . . . 2.0(2) ?
C31 C32 C33 C34 . . . . -179.12(12) ?
C39 N10 C35 C36 . . . . 0.47(18) ?
C39 N10 C35 N9 . . . . -175.26(11) ?
C21 N9 C35 N10 . . . . -38.38(17) ?
C21 N9 C35 C36 . . . . 145.65(12) ?
N10 C35 C36 C37 . . . . 1.97(19) ?
N9 C35 C36 C37 . . . . 177.78(11) ?
C35 C36 C37 C38 . . . . -2.37(19) ?
C36 C37 C38 C39 . . . . 0.48(19) ?
C35 N10 C39 C38 . . . . -2.52(18) ?
C35 N10 C39 C40 . . . . 175.26(11) ?
C37 C38 C39 N10 . . . . 2.07(19) ?
C37 C38 C39 C40 . . . . -175.61(12) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 N3 . 0.88 2.17 2.6941(15) 118.1 ?
N1 H1 N5 . 0.88 2.34 2.8183(14) 114.6 ?
N6 H6 N8 . 0.88 2.19 2.7119(15) 117.8 ?
N6 H6 N10 . 0.88 2.45 2.8920(15) 112.0 ?
C12 H12 N7 2_655 0.95 2.47 3.3486(17) 153.3 ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Farnum190405SS
_database_code_depnum_ccdc_archive 'CCDC 1913288'
loop_
_audit_author_name
_audit_author_address
'Soumen Saha'
;Auburn University
United States of America
;
_audit_update_record             
;
2019-04-30 deposited with the CCDC.	2020-12-07 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C40 H33 Cu2 N10 O, Cl O4, 2(H2 O) [+ solvent]'
_chemical_formula_sum            ' C40 H37 Cl Cu2 N10 O7 [+ solvent]'
_chemical_formula_iupac          ?
_chemical_formula_weight         932.35

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.7080(8)
_cell_length_b                   13.5421(8)
_cell_length_c                   14.1439(8)
_cell_angle_alpha                98.951(2)
_cell_angle_beta                 101.958(2)
_cell_angle_gamma                116.883(2)
_cell_volume                     2035.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9654
_cell_measurement_theta_min      3.3325
_cell_measurement_theta_max      68.4346
_cell_measurement_temperature    110.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow-red'
_exptl_crystal_size_max          0.134
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.042
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1020

_exptl_absorpt_coefficient_mu    2.496
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
;
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_T_max  0.90

_exptl_special_details           
;
;

_diffrn_ambient_temperature      110.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\mS DIAMOND'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            52998
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_theta_min         3.33
_diffrn_reflns_theta_max         74.50
_diffrn_reflns_theta_full        74.50
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;Olex2 solvent mask employed.  Masked void volume: 187 A^3 volume corresponding
to 68 electrons. Closely matches 3 methanol and one water per unit cell.,Olex2 solvent mask
;

_reflns_number_total             8248
_reflns_number_gt                8035
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0845
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.067
_refine_ls_number_reflns         8248
_refine_ls_number_parameters     560
_refine_ls_number_restraints     7
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0285P)²+2.5058P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.491
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
'Bruker Instrument Service, BIS, v6.2.6 (Bruker AXS Inc., 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  'APEX3 v2018.1-0 (Bruker AXS Inc., 2017)'



loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 1.000 0.000 187.6 67.9
'Three Methanol molecules and one water molecule per unit cell.'

_smtbx_masks_special_details     ?






loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.66484(2) 0.67778(2) 0.16176(2) 0.01732(7) Uani d . . . 1 . .
O O1 0.69470(12) 0.76786(11) 0.29397(10) 0.0181(3) Uani d . . D 1 . .
N N1 0.80488(15) 0.80010(14) 0.12738(11) 0.0193(3) Uani d . . . 1 . .
C C1 0.6749(2) 0.88746(18) 0.09649(16) 0.0261(4) Uani d . . . 1 . .
H H1A 0.68045 0.957337 0.080899 0.039 Uiso calc U . R 1 . .
H H1B 0.650949 0.880921 0.157752 0.039 Uiso calc U . R 1 . .
H H1C 0.612457 0.819558 0.040164 0.039 Uiso calc U . R 1 . .
Cl Cl1 0.24352(4) 0.91587(4) 0.65763(3) 0.02316(10) Uani d . . . 1 . .
N N2 0.92297(15) 0.70022(14) 0.12819(12) 0.0216(3) Uani d . . . 1 . .
O O2 0.18358(17) 0.82352(15) 0.56567(13) 0.0432(4) Uani d . . . 1 . .
C C2 0.79840(19) 0.89443(17) 0.11276(14) 0.0232(4) Uani d . . . 1 . .
Cu Cu2 0.65113(2) 0.68864(2) 0.39421(2) 0.01568(7) Uani d . . . 1 . .
O O4 0.25690(17) 0.86987(15) 0.74080(13) 0.0435(4) Uani d . . . 1 . .
N N4 0.53187(15) 0.39412(14) 0.10763(12) 0.0202(3) Uani d . . . 1 . .
C C4 1.0123(2) 0.99277(19) 0.11976(17) 0.0316(5) Uani d . . . 1 . .
H H4 1.084115 1.060158 0.120903 0.038 Uiso calc U . R 1 . .
N N3 0.71102(14) 0.56950(14) 0.11445(12) 0.0189(3) Uani d . . . 1 . .
O O3 0.36289(15) 1.00203(15) 0.65774(13) 0.0396(4) Uani d . . . 1 . .
C C3 0.9008(2) 0.99096(18) 0.10870(16) 0.0291(4) Uani d . . . 1 . .
H H3 0.894241 1.055892 0.09832 0.035 Uiso calc U . R 1 . .
O O5 0.16880(16) 0.96906(15) 0.66542(13) 0.0378(4) Uani d . . . 1 . .
N N5 0.48689(14) 0.55194(14) 0.13968(12) 0.0190(3) Uani d . . . 1 . .
C C5 1.0175(2) 0.89546(18) 0.12906(16) 0.0275(4) Uani d . . . 1 . .
H H5 1.092921 0.894569 0.135289 0.033 Uiso calc U . R 1 . .
N N7 0.41249(14) 0.69007(13) 0.44434(12) 0.0187(3) Uani d . . . 1 . .
H H7WA 0.192(2) 0.746(2) 0.2584(13) 0.022 Uiso d U . D 1 . .
C C7 0.83024(17) 0.59913(17) 0.11706(14) 0.0195(4) Uani d . . . 1 . .
N N6 0.63587(14) 0.81059(13) 0.48324(11) 0.0169(3) Uani d . . . 1 . .
H H1 0.720(2) 0.8361(15) 0.3048(17) 0.02 Uiso d U . D 1 . .
N N10 0.71612(14) 0.57494(13) 0.37090(11) 0.0171(3) Uani d . . . 1 . .
C C6 0.91129(18) 0.79742(17) 0.12935(14) 0.0217(4) Uani d . . . 1 . .
N N8 0.50365(14) 0.57353(13) 0.40714(11) 0.0165(3) Uani d . . . 1 . .
C C8 0.84167(19) 0.49434(17) 0.10795(15) 0.0227(4) Uani d . . . 1 . .
C C9 0.9405(2) 0.4768(2) 0.10620(18) 0.0321(5) Uani d . . . 1 . .
H H9 1.018727 0.537699 0.109024 0.039 Uiso calc U . R 1 . .
H H6WA 0.263(2) 0.703(2) 0.4000(19) 0.039 Uiso d U . D 1 . .
N N9 0.51774(14) 0.40452(13) 0.35130(12) 0.0184(3) Uani d . . . 1 . .
C C10 0.9196(2) 0.3651(2) 0.1001(2) 0.0425(6) Uani d . . . 1 . .
H H10 0.984908 0.349449 0.097958 0.051 Uiso calc U . R 1 . .
C C11 0.8058(2) 0.2766(2) 0.0971(2) 0.0407(6) Uani d . . . 1 . .
H H11 0.795253 0.201938 0.093905 0.049 Uiso calc U . R 1 . .
C C12 0.7067(2) 0.29472(19) 0.09857(17) 0.0304(5) Uani d . . . 1 . .
H H12 0.628756 0.234326 0.09695 0.036 Uiso calc U . R 1 . .
H H7WB 0.1069(17) 0.737(2) 0.1725(17) 0.036 Uiso d U . D 1 . .
C C13 0.72700(18) 0.40485(17) 0.10253(14) 0.0221(4) Uani d . . . 1 . .
C C14 0.64487(18) 0.45393(16) 0.10755(14) 0.0193(4) Uani d . . . 1 . .
H H6WB 0.192(2) 0.745(2) 0.4379(14) 0.023 Uiso d U . D 1 . .
C C19 0.39708(18) 0.57935(17) 0.14828(14) 0.0215(4) Uani d . . . 1 . .
C C15 0.45409(17) 0.43771(16) 0.11904(13) 0.0188(4) Uani d . . . 1 . .
C C16 0.33390(18) 0.35217(17) 0.11029(14) 0.0222(4) Uani d . . . 1 . .
H H16 0.313649 0.273669 0.097493 0.027 Uiso calc U . R 1 . .
C C17 0.24531(18) 0.38098(18) 0.12006(15) 0.0243(4) Uani d . . . 1 . .
H H17 0.16381 0.323322 0.114239 0.029 Uiso calc U . R 1 . .
C C18 0.27759(18) 0.49610(18) 0.13860(15) 0.0238(4) Uani d . . . 1 . .
H H18 0.217482 0.517966 0.144692 0.029 Uiso calc U . R 1 . .
C C20 0.4267(2) 0.70203(18) 0.16631(17) 0.0288(4) Uani d . . . 1 . .
H H20A 0.452468 0.730698 0.110802 0.043 Uiso calc U . R 1 . .
H H20B 0.494342 0.749257 0.22993 0.043 Uiso calc U . R 1 . .
H H20C 0.352886 0.70667 0.170036 0.043 Uiso calc U . R 1 . .
C C21 0.86260(18) 0.92876(17) 0.53336(15) 0.0236(4) Uani d . . . 1 . .
H H21A 0.86225 0.855912 0.531055 0.035 Uiso calc U . R 1 . .
H H21B 0.928377 0.988974 0.593503 0.035 Uiso calc U . R 1 . .
H H21C 0.877819 0.951584 0.472917 0.035 Uiso calc U . R 1 . .
C C22 0.73918(17) 0.91318(16) 0.53733(14) 0.0197(4) Uani d . . . 1 . .
C C23 0.73308(19) 1.00165(17) 0.59452(16) 0.0259(4) Uani d . . . 1 . .
H H23 0.807113 1.071695 0.633207 0.031 Uiso calc U . R 1 . .
C C24 0.6182(2) 0.98767(18) 0.59517(18) 0.0307(5) Uani d . . . 1 . .
H H24 0.612192 1.049047 0.631608 0.037 Uiso calc U . R 1 . .
C C25 0.51336(19) 0.88358(18) 0.54222(17) 0.0265(4) Uani d . . . 1 . .
H H25 0.43387 0.872156 0.542158 0.032 Uiso calc U . R 1 . .
C C26 0.52361(17) 0.79436(16) 0.48836(14) 0.0192(4) Uani d . . . 1 . .
C C27 0.40778(17) 0.59234(16) 0.41436(13) 0.0170(3) Uani d . . . 1 . .
C C28 0.29177(17) 0.47939(16) 0.38299(13) 0.0179(4) Uani d . . . 1 . .
C C29 0.17004(18) 0.44987(17) 0.37630(15) 0.0229(4) Uani d . . . 1 . .
H H29 0.148226 0.507234 0.393327 0.027 Uiso calc U . R 1 . .
C C30 0.08148(18) 0.33299(18) 0.34370(16) 0.0255(4) Uani d . . . 1 . .
H H30 -0.00273 0.309943 0.337834 0.031 Uiso calc U . R 1 . .
C C31 0.11394(18) 0.24864(17) 0.31935(15) 0.0243(4) Uani d . . . 1 . .
H H31 0.051436 0.169382 0.297462 0.029 Uiso calc U . R 1 . .
C C32 0.23615(18) 0.27871(17) 0.32661(14) 0.0216(4) Uani d . . . 1 . .
H H32 0.258399 0.221549 0.31015 0.026 Uiso calc U . R 1 . .
C C33 0.32414(17) 0.39546(16) 0.35884(13) 0.0177(4) Uani d . . . 1 . .
C C34 0.45850(17) 0.45690(15) 0.37186(13) 0.0164(3) Uani d . . . 1 . .
C C35 0.64316(17) 0.45988(16) 0.36044(13) 0.0182(4) Uani d . . . 1 . .
C C36 0.69067(19) 0.38422(17) 0.35484(15) 0.0239(4) Uani d . . . 1 . .
H H36 0.637923 0.304569 0.346887 0.029 Uiso calc U . R 1 . .
C C37 0.8130(2) 0.42498(19) 0.36081(17) 0.0276(4) Uani d . . . 1 . .
H H37 0.846408 0.374812 0.358791 0.033 Uiso calc U . R 1 . .
C C38 0.88642(18) 0.54070(18) 0.36982(16) 0.0250(4) Uani d . . . 1 . .
H H38 0.970918 0.57047 0.372694 0.03 Uiso calc U . R 1 . .
C C39 0.83724(17) 0.61360(17) 0.37470(14) 0.0198(4) Uani d . . . 1 . .
C C40 0.92233(18) 0.73878(17) 0.38653(16) 0.0244(4) Uani d . . . 1 . .
H H40A 0.984591 0.746059 0.352985 0.037 Uiso calc U . R 1 . .
H H40B 0.964151 0.780498 0.458386 0.037 Uiso calc U . R 1 . .
H H40C 0.873856 0.771568 0.355964 0.037 Uiso calc U . R 1 . .
O O6W 0.19985(14) 0.71256(14) 0.38609(12) 0.0317(3) Uani d . . D 1 . .
O O7W 0.18556(15) 0.75818(15) 0.19902(14) 0.0379(4) Uani d . . D 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N3 . 1.8915(16) ?
Cu1 O1 . 1.9251(13) ?
Cu1 N1 . 2.0226(16) ?
Cu1 N5 . 2.0426(16) ?
O1 Cu2 . 1.9311(13) ?
O1 H1 . 0.806(16) ?
N1 C2 . 1.361(2) ?
N1 C6 . 1.364(3) ?
C1 C2 . 1.494(3) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
Cl1 O4 . 1.4288(16) ?
Cl1 O2 . 1.4346(17) ?
Cl1 O3 . 1.4353(16) ?
Cl1 O5 . 1.4387(16) ?
N2 C7 . 1.298(3) ?
N2 C6 . 1.388(3) ?
C2 C3 . 1.386(3) ?
Cu2 N8 . 1.8880(15) ?
Cu2 N6 . 2.0234(16) ?
Cu2 N10 . 2.0655(15) ?
N4 C14 . 1.291(3) ?
N4 C15 . 1.384(2) ?
C4 C5 . 1.374(3) ?
C4 C3 . 1.382(3) ?
C4 H4 . 0.95 ?
N3 C7 . 1.371(2) ?
N3 C14 . 1.376(2) ?
C3 H3 . 0.95 ?
N5 C15 . 1.370(2) ?
N5 C19 . 1.372(2) ?
C5 C6 . 1.403(3) ?
C5 H5 . 0.95 ?
N7 C27 . 1.295(2) ?
N7 C26 . 1.391(2) ?
C7 C8 . 1.480(3) ?
N6 C22 . 1.357(2) ?
N6 C26 . 1.361(2) ?
N10 C35 . 1.369(2) ?
N10 C39 . 1.369(2) ?
N8 C27 . 1.373(2) ?
N8 C34 . 1.374(2) ?
C8 C9 . 1.384(3) ?
C8 C13 . 1.388(3) ?
C9 C10 . 1.397(3) ?
C9 H9 . 0.95 ?
N9 C34 . 1.290(2) ?
N9 C35 . 1.387(2) ?
C10 C11 . 1.386(4) ?
C10 H10 . 0.95 ?
C11 C12 . 1.392(3) ?
C11 H11 . 0.95 ?
C12 C13 . 1.383(3) ?
C12 H12 . 0.95 ?
C13 C14 . 1.476(3) ?
C19 C18 . 1.383(3) ?
C19 C20 . 1.493(3) ?
C15 C16 . 1.403(3) ?
C16 C17 . 1.372(3) ?
C16 H16 . 0.95 ?
C17 C18 . 1.385(3) ?
C17 H17 . 0.95 ?
C18 H18 . 0.95 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C22 . 1.499(3) ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 C23 . 1.380(3) ?
C23 C24 . 1.387(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.372(3) ?
C24 H24 . 0.95 ?
C25 C26 . 1.398(3) ?
C25 H25 . 0.95 ?
C27 C28 . 1.479(2) ?
C28 C29 . 1.389(3) ?
C28 C33 . 1.392(3) ?
C29 C30 . 1.390(3) ?
C29 H29 . 0.95 ?
C30 C31 . 1.399(3) ?
C30 H30 . 0.95 ?
C31 C32 . 1.392(3) ?
C31 H31 . 0.95 ?
C32 C33 . 1.387(3) ?
C32 H32 . 0.95 ?
C33 C34 . 1.476(2) ?
C35 C36 . 1.405(3) ?
C36 C37 . 1.372(3) ?
C36 H36 . 0.95 ?
C37 C38 . 1.382(3) ?
C37 H37 . 0.95 ?
C38 C39 . 1.387(3) ?
C38 H38 . 0.95 ?
C39 C40 . 1.500(3) ?
C40 H40A . 0.98 ?
C40 H40B . 0.98 ?
C40 H40C . 0.98 ?
O6W H6WA . 0.856(16) ?
O6W H6WB . 0.843(15) ?
O7W H7WA . 0.874(15) ?
O7W H7WB . 0.881(16) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N3 Cu1 O1 . . 133.58(6) ?
N3 Cu1 N1 . . 89.27(7) ?
O1 Cu1 N1 . . 97.68(6) ?
N3 Cu1 N5 . . 92.83(7) ?
O1 Cu1 N5 . . 97.68(6) ?
N1 Cu1 N5 . . 156.60(6) ?
Cu1 O1 Cu2 . . 118.40(7) ?
Cu1 O1 H1 . . 119.7(17) ?
Cu2 O1 H1 . . 121.7(17) ?
C2 N1 C6 . . 118.81(17) ?
C2 N1 Cu1 . . 118.70(13) ?
C6 N1 Cu1 . . 122.08(13) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O4 Cl1 O2 . . 108.92(11) ?
O4 Cl1 O3 . . 110.33(11) ?
O2 Cl1 O3 . . 110.21(11) ?
O4 Cl1 O5 . . 109.82(11) ?
O2 Cl1 O5 . . 109.26(11) ?
O3 Cl1 O5 . . 108.27(11) ?
C7 N2 C6 . . 123.16(17) ?
N1 C2 C3 . . 121.32(19) ?
N1 C2 C1 . . 117.23(17) ?
C3 C2 C1 . . 121.39(18) ?
N8 Cu2 O1 . . 135.84(6) ?
N8 Cu2 N6 . . 89.45(6) ?
O1 Cu2 N6 . . 97.17(6) ?
N8 Cu2 N10 . . 91.85(6) ?
O1 Cu2 N10 . . 100.78(6) ?
N6 Cu2 N10 . . 152.65(6) ?
C14 N4 C15 . . 125.24(17) ?
C5 C4 C3 . . 118.9(2) ?
C5 C4 H4 . . 120.6 ?
C3 C4 H4 . . 120.6 ?
C7 N3 C14 . . 109.44(16) ?
C7 N3 Cu1 . . 123.46(13) ?
C14 N3 Cu1 . . 123.46(13) ?
C4 C3 C2 . . 120.0(2) ?
C4 C3 H3 . . 120.0 ?
C2 C3 H3 . . 120.0 ?
C15 N5 C19 . . 117.73(16) ?
C15 N5 Cu1 . . 121.22(12) ?
C19 N5 Cu1 . . 121.02(13) ?
C4 C5 C6 . . 119.9(2) ?
C4 C5 H5 . . 120.0 ?
C6 C5 H5 . . 120.0 ?
C27 N7 C26 . . 122.99(16) ?
N2 C7 N3 . . 128.70(18) ?
N2 C7 C8 . . 122.67(17) ?
N3 C7 C8 . . 108.61(16) ?
C22 N6 C26 . . 118.42(16) ?
C22 N6 Cu2 . . 119.78(12) ?
C26 N6 Cu2 . . 121.78(12) ?
C35 N10 C39 . . 117.46(16) ?
C35 N10 Cu2 . . 121.20(12) ?
C39 N10 Cu2 . . 121.06(12) ?
N1 C6 N2 . . 124.24(17) ?
N1 C6 C5 . . 120.63(18) ?
N2 C6 C5 . . 115.10(18) ?
C27 N8 C34 . . 109.42(15) ?
C27 N8 Cu2 . . 121.80(12) ?
C34 N8 Cu2 . . 124.10(12) ?
C9 C8 C13 . . 121.50(19) ?
C9 C8 C7 . . 131.95(19) ?
C13 C8 C7 . . 106.55(17) ?
C8 C9 C10 . . 116.8(2) ?
C8 C9 H9 . . 121.6 ?
C10 C9 H9 . . 121.6 ?
C34 N9 C35 . . 124.39(16) ?
C11 C10 C9 . . 121.6(2) ?
C11 C10 H10 . . 119.2 ?
C9 C10 H10 . . 119.2 ?
C10 C11 C12 . . 121.4(2) ?
C10 C11 H11 . . 119.3 ?
C12 C11 H11 . . 119.3 ?
C13 C12 C11 . . 116.8(2) ?
C13 C12 H12 . . 121.6 ?
C11 C12 H12 . . 121.6 ?
C12 C13 C8 . . 121.89(19) ?
C12 C13 C14 . . 130.93(19) ?
C8 C13 C14 . . 107.09(17) ?
N4 C14 N3 . . 128.63(17) ?
N4 C14 C13 . . 123.06(17) ?
N3 C14 C13 . . 108.28(16) ?
N5 C19 C18 . . 122.02(18) ?
N5 C19 C20 . . 119.75(17) ?
C18 C19 C20 . . 118.21(18) ?
N5 C15 N4 . . 125.77(17) ?
N5 C15 C16 . . 121.10(17) ?
N4 C15 C16 . . 113.11(17) ?
C17 C16 C15 . . 120.52(19) ?
C17 C16 H16 . . 119.7 ?
C15 C16 H16 . . 119.7 ?
C16 C17 C18 . . 118.40(18) ?
C16 C17 H17 . . 120.8 ?
C18 C17 H17 . . 120.8 ?
C19 C18 C17 . . 120.20(18) ?
C19 C18 H18 . . 119.9 ?
C17 C18 H18 . . 119.9 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C22 C21 H21A . . 109.5 ?
C22 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C22 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
N6 C22 C23 . . 122.04(18) ?
N6 C22 C21 . . 117.90(17) ?
C23 C22 C21 . . 120.06(17) ?
C22 C23 C24 . . 119.59(19) ?
C22 C23 H23 . . 120.2 ?
C24 C23 H23 . . 120.2 ?
C25 C24 C23 . . 118.78(19) ?
C25 C24 H24 . . 120.6 ?
C23 C24 H24 . . 120.6 ?
C24 C25 C26 . . 119.94(19) ?
C24 C25 H25 . . 120.0 ?
C26 C25 H25 . . 120.0 ?
N6 C26 N7 . . 124.05(17) ?
N6 C26 C25 . . 121.05(17) ?
N7 C26 C25 . . 114.88(17) ?
N7 C27 N8 . . 128.12(17) ?
N7 C27 C28 . . 123.22(17) ?
N8 C27 C28 . . 108.65(16) ?
C29 C28 C33 . . 121.47(17) ?
C29 C28 C27 . . 132.04(18) ?
C33 C28 C27 . . 106.48(16) ?
C28 C29 C30 . . 117.28(18) ?
C28 C29 H29 . . 121.4 ?
C30 C29 H29 . . 121.4 ?
C29 C30 C31 . . 121.27(18) ?
C29 C30 H30 . . 119.4 ?
C31 C30 H30 . . 119.4 ?
C32 C31 C30 . . 121.20(18) ?
C32 C31 H31 . . 119.4 ?
C30 C31 H31 . . 119.4 ?
C33 C32 C31 . . 117.33(18) ?
C33 C32 H32 . . 121.3 ?
C31 C32 H32 . . 121.3 ?
C32 C33 C28 . . 121.45(17) ?
C32 C33 C34 . . 131.60(18) ?
C28 C33 C34 . . 106.93(16) ?
N9 C34 N8 . . 128.51(17) ?
N9 C34 C33 . . 123.04(17) ?
N8 C34 C33 . . 108.45(15) ?
N10 C35 N9 . . 125.62(16) ?
N10 C35 C36 . . 121.48(17) ?
N9 C35 C36 . . 112.87(17) ?
C37 C36 C35 . . 120.23(19) ?
C37 C36 H36 . . 119.9 ?
C35 C36 H36 . . 119.9 ?
C36 C37 C38 . . 118.44(18) ?
C36 C37 H37 . . 120.8 ?
C38 C37 H37 . . 120.8 ?
C37 C38 C39 . . 120.26(18) ?
C37 C38 H38 . . 119.9 ?
C39 C38 H38 . . 119.9 ?
N10 C39 C38 . . 122.11(18) ?
N10 C39 C40 . . 120.16(17) ?
C38 C39 C40 . . 117.72(17) ?
C39 C40 H40A . . 109.5 ?
C39 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C39 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
H6WA O6W H6WB . . 112.(2) ?
H7WA O7W H7WB . . 105.8(19) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 C2 C3 . . . . -5.7(3) ?
Cu1 N1 C2 C3 . . . . 167.19(15) ?
C6 N1 C2 C1 . . . . 171.57(17) ?
Cu1 N1 C2 C1 . . . . -15.6(2) ?
O1 Cu1 N3 C7 . . . . -71.04(17) ?
N1 Cu1 N3 C7 . . . . 28.89(15) ?
N5 Cu1 N3 C7 . . . . -174.43(14) ?
O1 Cu1 N3 C14 . . . . 85.14(16) ?
N1 Cu1 N3 C14 . . . . -174.93(15) ?
N5 Cu1 N3 C14 . . . . -18.26(15) ?
C5 C4 C3 C2 . . . . 3.6(3) ?
N1 C2 C3 C4 . . . . -0.1(3) ?
C1 C2 C3 C4 . . . . -177.2(2) ?
C3 C4 C5 C6 . . . . -1.3(3) ?
C6 N2 C7 N3 . . . . -6.9(3) ?
C6 N2 C7 C8 . . . . 175.09(17) ?
C14 N3 C7 N2 . . . . -176.32(19) ?
Cu1 N3 C7 N2 . . . . -17.3(3) ?
C14 N3 C7 C8 . . . . 1.9(2) ?
Cu1 N3 C7 C8 . . . . 160.96(13) ?
C2 N1 C6 N2 . . . . -169.74(17) ?
Cu1 N1 C6 N2 . . . . 17.7(3) ?
C2 N1 C6 C5 . . . . 7.9(3) ?
Cu1 N1 C6 C5 . . . . -164.69(15) ?
C7 N2 C6 N1 . . . . 5.6(3) ?
C7 N2 C6 C5 . . . . -172.14(18) ?
C4 C5 C6 N1 . . . . -4.5(3) ?
C4 C5 C6 N2 . . . . 173.37(19) ?
O1 Cu2 N8 C27 . . . . -65.42(17) ?
N6 Cu2 N8 C27 . . . . 34.32(14) ?
N10 Cu2 N8 C27 . . . . -173.01(14) ?
O1 Cu2 N8 C34 . . . . 87.73(16) ?
N6 Cu2 N8 C34 . . . . -172.53(14) ?
N10 Cu2 N8 C34 . . . . -19.85(15) ?
N2 C7 C8 C9 . . . . -1.8(3) ?
N3 C7 C8 C9 . . . . 179.8(2) ?
N2 C7 C8 C13 . . . . 176.95(18) ?
N3 C7 C8 C13 . . . . -1.4(2) ?
C13 C8 C9 C10 . . . . -0.8(3) ?
C7 C8 C9 C10 . . . . 177.8(2) ?
C8 C9 C10 C11 . . . . -0.7(4) ?
C9 C10 C11 C12 . . . . 0.9(4) ?
C10 C11 C12 C13 . . . . 0.4(4) ?
C11 C12 C13 C8 . . . . -2.0(3) ?
C11 C12 C13 C14 . . . . -178.3(2) ?
C9 C8 C13 C12 . . . . 2.2(3) ?
C7 C8 C13 C12 . . . . -176.71(19) ?
C9 C8 C13 C14 . . . . 179.33(19) ?
C7 C8 C13 C14 . . . . 0.4(2) ?
C15 N4 C14 N3 . . . . -2.7(3) ?
C15 N4 C14 C13 . . . . 175.39(17) ?
C7 N3 C14 N4 . . . . 176.70(19) ?
Cu1 N3 C14 N4 . . . . 17.6(3) ?
C7 N3 C14 C13 . . . . -1.6(2) ?
Cu1 N3 C14 C13 . . . . -160.71(12) ?
C12 C13 C14 N4 . . . . -1.0(3) ?
C8 C13 C14 N4 . . . . -177.72(18) ?
C12 C13 C14 N3 . . . . 177.5(2) ?
C8 C13 C14 N3 . . . . 0.7(2) ?
C15 N5 C19 C18 . . . . 1.2(3) ?
Cu1 N5 C19 C18 . . . . -176.73(14) ?
C15 N5 C19 C20 . . . . -177.37(17) ?
Cu1 N5 C19 C20 . . . . 4.7(2) ?
C19 N5 C15 N4 . . . . 179.89(17) ?
Cu1 N5 C15 N4 . . . . -2.2(2) ?
C19 N5 C15 C16 . . . . -2.0(3) ?
Cu1 N5 C15 C16 . . . . 175.88(13) ?
C14 N4 C15 N5 . . . . -5.3(3) ?
C14 N4 C15 C16 . . . . 176.50(17) ?
N5 C15 C16 C17 . . . . 1.5(3) ?
N4 C15 C16 C17 . . . . 179.76(17) ?
C15 C16 C17 C18 . . . . 0.1(3) ?
N5 C19 C18 C17 . . . . 0.3(3) ?
C20 C19 C18 C17 . . . . 178.86(18) ?
C16 C17 C18 C19 . . . . -0.9(3) ?
C26 N6 C22 C23 . . . . -1.8(3) ?
Cu2 N6 C22 C23 . . . . 176.15(15) ?
C26 N6 C22 C21 . . . . 178.30(16) ?
Cu2 N6 C22 C21 . . . . -3.7(2) ?
N6 C22 C23 C24 . . . . -1.9(3) ?
C21 C22 C23 C24 . . . . 177.99(19) ?
C22 C23 C24 C25 . . . . 3.0(3) ?
C23 C24 C25 C26 . . . . -0.5(3) ?
C22 N6 C26 N7 . . . . -173.81(17) ?
Cu2 N6 C26 N7 . . . . 8.3(2) ?
C22 N6 C26 C25 . . . . 4.4(3) ?
Cu2 N6 C26 C25 . . . . -173.53(15) ?
C27 N7 C26 N6 . . . . 16.4(3) ?
C27 N7 C26 C25 . . . . -161.95(18) ?
C24 C25 C26 N6 . . . . -3.3(3) ?
C24 C25 C26 N7 . . . . 175.06(19) ?
C26 N7 C27 N8 . . . . -9.3(3) ?
C26 N7 C27 C28 . . . . 169.72(16) ?
C34 N8 C27 N7 . . . . -179.94(18) ?
Cu2 N8 C27 N7 . . . . -23.3(3) ?
C34 N8 C27 C28 . . . . 0.97(19) ?
Cu2 N8 C27 C28 . . . . 157.61(12) ?
N7 C27 C28 C29 . . . . 0.9(3) ?
N8 C27 C28 C29 . . . . -179.95(19) ?
N7 C27 C28 C33 . . . . -178.42(17) ?
N8 C27 C28 C33 . . . . 0.72(19) ?
C33 C28 C29 C30 . . . . -0.5(3) ?
C27 C28 C29 C30 . . . . -179.76(19) ?
C28 C29 C30 C31 . . . . 0.5(3) ?
C29 C30 C31 C32 . . . . -0.2(3) ?
C30 C31 C32 C33 . . . . 0.0(3) ?
C31 C32 C33 C28 . . . . 0.0(3) ?
C31 C32 C33 C34 . . . . -177.84(18) ?
C29 C28 C33 C32 . . . . 0.3(3) ?
C27 C28 C33 C32 . . . . 179.71(16) ?
C29 C28 C33 C34 . . . . 178.60(17) ?
C27 C28 C33 C34 . . . . -1.98(19) ?
C35 N9 C34 N8 . . . . -1.0(3) ?
C35 N9 C34 C33 . . . . 178.39(16) ?
C27 N8 C34 N9 . . . . 177.24(18) ?
Cu2 N8 C34 N9 . . . . 21.3(3) ?
C27 N8 C34 C33 . . . . -2.21(19) ?
Cu2 N8 C34 C33 . . . . -158.20(12) ?
C32 C33 C34 N9 . . . . 1.2(3) ?
C28 C33 C34 N9 . . . . -176.85(17) ?
C32 C33 C34 N8 . . . . -179.29(18) ?
C28 C33 C34 N8 . . . . 2.6(2) ?
C39 N10 C35 N9 . . . . -177.35(17) ?
Cu2 N10 C35 N9 . . . . 8.6(2) ?
C39 N10 C35 C36 . . . . 0.6(3) ?
Cu2 N10 C35 C36 . . . . -173.44(14) ?
C34 N9 C35 N10 . . . . -14.9(3) ?
C34 N9 C35 C36 . . . . 166.94(17) ?
N10 C35 C36 C37 . . . . 0.6(3) ?
N9 C35 C36 C37 . . . . 178.87(18) ?
C35 C36 C37 C38 . . . . -1.6(3) ?
C36 C37 C38 C39 . . . . 1.3(3) ?
C35 N10 C39 C38 . . . . -1.0(3) ?
Cu2 N10 C39 C38 . . . . 173.12(15) ?
C35 N10 C39 C40 . . . . -179.73(17) ?
Cu2 N10 C39 C40 . . . . -5.6(2) ?
C37 C38 C39 N10 . . . . 0.0(3) ?
C37 C38 C39 C40 . . . . 178.81(19) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O7W H7WA O6W . 0.874(15) 1.924(16) 2.798(3) 177.(2) ?
O1 H1 O5 2_676 0.806(16) 2.275(17) 3.065(2) 167.(2) ?
O6W H6WA N7 . 0.856(16) 1.971(17) 2.824(2) 175.(2) ?
O7W H7WB N2 1_455 0.881(16) 2.084(17) 2.959(2) 172.(2) ?
O6W H6WB O2 . 0.843(15) 1.997(16) 2.840(2) 176.(2) ?
C20 H20B O1 . 0.98 2.4 3.140(2) 131.8 ?
C20 H20C O7W . 0.98 2.61 3.574(3) 169.5 ?
C21 H21C O5 2_676 0.98 2.47 3.350(3) 149.8 ?
C38 H38 O6W 1_655 0.95 2.61 3.522(3) 161.7 ?
C40 H40C O1 . 0.98 2.24 3.140(2) 152.4 ?



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol Water'
####################################################################### 
# 
# 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_Farnum190927SSB
_database_code_depnum_ccdc_archive 'CCDC 2012499'
loop_
_audit_author_name
_audit_author_address
'Soumen Saha'
;Auburn University
United States of America
;
_audit_update_record             
;
2020-06-26 deposited with the CCDC.	2020-12-07 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H20 Cl Cu N5 O6'
_chemical_formula_iupac          ?
_chemical_formula_weight         525.40

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.2059(4)
_cell_length_b                   14.7317(4)
_cell_length_c                   16.7143(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4236.61(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9645
_cell_measurement_theta_min      3.9503
_cell_measurement_theta_max      74.4758
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       Fragment
_exptl_crystal_colour            'metallic light yellow-green'
_exptl_crystal_size_max          0.078
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.063
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2152

_exptl_absorpt_coefficient_mu    3.061
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
;
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  0.83

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\mS DIAMOND'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            164983
_diffrn_reflns_av_R_equivalents  0.0719
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_theta_min         3.95
_diffrn_reflns_theta_max         74.58
_diffrn_reflns_theta_full        74.58
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             4342
_reflns_number_gt                3767
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1224
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_number_reflns         4342
_refine_ls_number_parameters     316
_refine_ls_number_restraints     6
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0733P)²+4.3829P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   geom

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.141
_refine_diff_density_min         -0.623
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
'Bruker Instrument Service, BIS, v6.2.6 (Bruker AXS Inc., 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  'APEX3 v2018.1-0 (Bruker AXS Inc., 2017)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.44395(2) 0.31157(2) 0.57512(2) 0.02467(13) Uani d . . . 1 . .
O O1W 0.34986(10) 0.26715(12) 0.64817(10) 0.0287(4) Uani d . . D 1 . .
O O2W 0.49317(10) 0.29149(12) 0.46003(10) 0.0280(4) Uani d . . D 1 . .
N N1 0.37918(11) 0.41391(13) 0.52885(11) 0.0258(4) Uani d . . . 1 . .
N N2 0.45346(12) 0.53750(14) 0.58983(12) 0.0262(4) Uani d . . . 1 . .
N N3 0.50916(12) 0.39644(13) 0.63280(11) 0.0255(4) Uani d . . . 1 . .
N N4 0.59662(12) 0.29234(14) 0.69679(12) 0.0270(4) Uani d . . . 1 . .
N N5 0.50406(12) 0.20368(13) 0.61817(12) 0.0256(4) Uani d . . . 1 . .
C C1 0.30531(15) 0.29324(17) 0.46038(15) 0.0304(5) Uani d . . . 1 . .
H H00D 0.261393 0.28767 0.423375 0.046 Uiso calc U . R 1 . .
H H00E 0.294268 0.258833 0.509259 0.046 Uiso calc U . R 1 . .
H H00F 0.35234 0.269145 0.435022 0.046 Uiso calc U . R 1 . .
C C2 0.31744(14) 0.39114(16) 0.48100(14) 0.0275(5) Uani d . . . 1 . .
C C3 0.26777(15) 0.45589(17) 0.45098(15) 0.0307(5) Uani d . . . 1 . .
H H3 0.225044 0.438063 0.418587 0.037 Uiso calc U . R 1 . .
C C4 0.27967(15) 0.54691(17) 0.46768(15) 0.0309(5) Uani d . . . 1 . .
H H4 0.245521 0.591928 0.447177 0.037 Uiso calc U . R 1 . .
C C5 0.34207(15) 0.57060(16) 0.51463(14) 0.0290(5) Uani d . . . 1 . .
H H5 0.351502 0.632653 0.526689 0.035 Uiso calc U . R 1 . .
C C6 0.39176(13) 0.50352(16) 0.54472(13) 0.0258(5) Uani d . . . 1 . .
C C7 0.50355(14) 0.48901(16) 0.62899(13) 0.0249(5) Uani d . . . 1 . .
C C8 0.56669(14) 0.52925(17) 0.67799(14) 0.0262(5) Uani d . . . 1 . .
C C9 0.58578(15) 0.61819(17) 0.69695(14) 0.0290(5) Uani d . . . 1 . .
H H9 0.555489 0.66769 0.678118 0.035 Uiso calc U . R 1 . .
C C10 0.65145(15) 0.63215(17) 0.74495(15) 0.0313(5) Uani d . . . 1 . .
H H10 0.665982 0.692257 0.759108 0.038 Uiso calc U . R 1 . .
C C11 0.69573(15) 0.55949(17) 0.77222(14) 0.0301(5) Uani d . . . 1 . .
H H11 0.740428 0.571068 0.80399 0.036 Uiso calc U . R 1 . .
C C12 0.67605(14) 0.47011(17) 0.75402(14) 0.0287(5) Uani d . . . 1 . .
H H12 0.70624 0.420517 0.772835 0.034 Uiso calc U . R 1 . .
C C13 0.61020(14) 0.45662(16) 0.70706(14) 0.0264(5) Uani d . . . 1 . .
C C14 0.57198(13) 0.37303(16) 0.67855(13) 0.0249(5) Uani d . . . 1 . .
C C15 0.56481(13) 0.21081(17) 0.67029(14) 0.0264(5) Uani d . . . 1 . .
C C16 0.60113(15) 0.13356(17) 0.70117(15) 0.0307(5) Uani d . . . 1 . .
H H16 0.643366 0.140004 0.73733 0.037 Uiso calc U . R 1 . .
C C17 0.57620(16) 0.04809(18) 0.67960(16) 0.0330(5) Uani d . . . 1 . .
H H17 0.599971 -0.004673 0.701273 0.04 Uiso calc U . R 1 . .
C C18 0.51564(15) 0.04124(17) 0.62555(15) 0.0308(5) Uani d . . . 1 . .
H H18 0.497908 -0.016793 0.608789 0.037 Uiso calc U . R 1 . .
C C19 0.48097(14) 0.11876(16) 0.59597(14) 0.0277(5) Uani d . . . 1 . .
C C20 0.41463(15) 0.11019(17) 0.53786(15) 0.0306(5) Uani d . . . 1 . .
H H00A 0.409016 0.046587 0.521674 0.046 Uiso calc U . R 1 . .
H H00B 0.425134 0.1476 0.4906 0.046 Uiso calc U . R 1 . .
H H00C 0.366513 0.130793 0.563445 0.046 Uiso calc U . R 1 . .
H H1W 0.3043(9) 0.287(2) 0.6418(18) 0.045(9) Uiso d . . D 1 . .
H H2W 0.3625(17) 0.281(2) 0.6952(10) 0.051(10) Uiso d . . D 1 . .
H H3W 0.5104(17) 0.3407(11) 0.4432(19) 0.042(9) Uiso d . . D 1 . .
H H4W 0.5284(14) 0.2528(16) 0.459(2) 0.055(10) Uiso d . . D 1 . .
Cl Cl1 0.13715(4) 0.35888(4) 0.62425(4) 0.03381(16) Uani d . . . 1 . .
O O3 0.19425(11) 0.28707(13) 0.62030(12) 0.0395(4) Uani d . . . 1 . .
O O4 0.17401(14) 0.44450(14) 0.63457(14) 0.0508(6) Uani d . . . 1 . .
O O5 0.09435(13) 0.35899(14) 0.55009(14) 0.0471(5) Uani d . . . 1 . .
O O6 0.08485(14) 0.34124(17) 0.68876(15) 0.0573(6) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N3 . 1.937(2) ?
Cu1 N1 . 2.028(2) ?
Cu1 N5 . 2.028(2) ?
Cu1 O2W . 2.1225(17) ?
Cu1 O1W . 2.1307(18) ?
O1W H1W . 0.843(10) ?
O1W H2W . 0.840(10) ?
O2W H3W . 0.832(10) ?
O2W H4W . 0.833(10) ?
N1 C6 . 1.364(3) ?
N1 C2 . 1.371(3) ?
N2 C7 . 1.297(3) ?
N2 C6 . 1.395(3) ?
N3 C14 . 1.368(3) ?
N3 C7 . 1.369(3) ?
N4 C14 . 1.298(3) ?
N4 C15 . 1.392(3) ?
N5 C19 . 1.364(3) ?
N5 C15 . 1.365(3) ?
C1 C2 . 1.497(3) ?
C1 H00D . 0.98 ?
C1 H00E . 0.98 ?
C1 H00F . 0.98 ?
C2 C3 . 1.376(3) ?
C3 C4 . 1.385(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.375(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.400(3) ?
C5 H5 . 0.95 ?
C7 C8 . 1.484(3) ?
C8 C9 . 1.387(3) ?
C8 C13 . 1.393(3) ?
C9 C10 . 1.401(4) ?
C9 H9 . 0.95 ?
C10 C11 . 1.391(4) ?
C10 H10 . 0.95 ?
C11 C12 . 1.393(3) ?
C11 H11 . 0.95 ?
C12 C13 . 1.393(3) ?
C12 H12 . 0.95 ?
C13 C14 . 1.475(3) ?
C15 C16 . 1.397(3) ?
C16 C17 . 1.378(4) ?
C16 H16 . 0.95 ?
C17 C18 . 1.383(4) ?
C17 H17 . 0.95 ?
C18 C19 . 1.380(3) ?
C18 H18 . 0.95 ?
C19 C20 . 1.504(3) ?
C20 H00A . 0.98 ?
C20 H00B . 0.98 ?
C20 H00C . 0.98 ?
Cl1 O4 . 1.422(2) ?
Cl1 O6 . 1.428(2) ?
Cl1 O5 . 1.442(2) ?
Cl1 O3 . 1.445(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N3 Cu1 N1 . . 91.62(8) ?
N3 Cu1 N5 . . 91.94(8) ?
N1 Cu1 N5 . . 176.43(8) ?
N3 Cu1 O2W . . 108.06(7) ?
N1 Cu1 O2W . . 88.70(7) ?
N5 Cu1 O2W . . 90.51(7) ?
N3 Cu1 O1W . . 110.68(7) ?
N1 Cu1 O1W . . 91.68(7) ?
N5 Cu1 O1W . . 86.76(7) ?
O2W Cu1 O1W . . 141.23(7) ?
Cu1 O1W H1W . . 122.(2) ?
Cu1 O1W H2W . . 105.(2) ?
H1W O1W H2W . . 106.(2) ?
Cu1 O2W H3W . . 109.(2) ?
Cu1 O2W H4W . . 114.(3) ?
H3W O2W H4W . . 109.(2) ?
C6 N1 C2 . . 118.2(2) ?
C6 N1 Cu1 . . 123.93(16) ?
C2 N1 Cu1 . . 117.79(16) ?
C7 N2 C6 . . 125.5(2) ?
C14 N3 C7 . . 109.4(2) ?
C14 N3 Cu1 . . 124.97(16) ?
C7 N3 Cu1 . . 125.39(16) ?
C14 N4 C15 . . 125.9(2) ?
C19 N5 C15 . . 117.9(2) ?
C19 N5 Cu1 . . 118.27(16) ?
C15 N5 Cu1 . . 123.83(16) ?
C2 C1 H00D . . 109.5 ?
C2 C1 H00E . . 109.5 ?
H00D C1 H00E . . 109.5 ?
C2 C1 H00F . . 109.5 ?
H00D C1 H00F . . 109.5 ?
H00E C1 H00F . . 109.5 ?
N1 C2 C3 . . 121.6(2) ?
N1 C2 C1 . . 118.5(2) ?
C3 C2 C1 . . 119.8(2) ?
C2 C3 C4 . . 120.4(2) ?
C2 C3 H3 . . 119.8 ?
C4 C3 H3 . . 119.8 ?
C5 C4 C3 . . 118.4(2) ?
C5 C4 H4 . . 120.8 ?
C3 C4 H4 . . 120.8 ?
C4 C5 C6 . . 120.2(2) ?
C4 C5 H5 . . 119.9 ?
C6 C5 H5 . . 119.9 ?
N1 C6 N2 . . 125.0(2) ?
N1 C6 C5 . . 121.1(2) ?
N2 C6 C5 . . 113.9(2) ?
N2 C7 N3 . . 128.3(2) ?
N2 C7 C8 . . 123.0(2) ?
N3 C7 C8 . . 108.7(2) ?
C9 C8 C13 . . 121.2(2) ?
C9 C8 C7 . . 132.6(2) ?
C13 C8 C7 . . 106.2(2) ?
C8 C9 C10 . . 117.4(2) ?
C8 C9 H9 . . 121.3 ?
C10 C9 H9 . . 121.3 ?
C11 C10 C9 . . 121.1(2) ?
C11 C10 H10 . . 119.5 ?
C9 C10 H10 . . 119.5 ?
C10 C11 C12 . . 121.5(2) ?
C10 C11 H11 . . 119.2 ?
C12 C11 H11 . . 119.2 ?
C13 C12 C11 . . 117.1(2) ?
C13 C12 H12 . . 121.4 ?
C11 C12 H12 . . 121.4 ?
C12 C13 C8 . . 121.6(2) ?
C12 C13 C14 . . 131.6(2) ?
C8 C13 C14 . . 106.8(2) ?
N4 C14 N3 . . 128.3(2) ?
N4 C14 C13 . . 122.9(2) ?
N3 C14 C13 . . 108.8(2) ?
N5 C15 N4 . . 124.8(2) ?
N5 C15 C16 . . 121.0(2) ?
N4 C15 C16 . . 114.2(2) ?
C17 C16 C15 . . 120.6(2) ?
C17 C16 H16 . . 119.7 ?
C15 C16 H16 . . 119.7 ?
C16 C17 C18 . . 118.2(2) ?
C16 C17 H17 . . 120.9 ?
C18 C17 H17 . . 120.9 ?
C19 C18 C17 . . 120.0(2) ?
C19 C18 H18 . . 120.0 ?
C17 C18 H18 . . 120.0 ?
N5 C19 C18 . . 122.4(2) ?
N5 C19 C20 . . 118.3(2) ?
C18 C19 C20 . . 119.3(2) ?
C19 C20 H00A . . 109.5 ?
C19 C20 H00B . . 109.5 ?
H00A C20 H00B . . 109.5 ?
C19 C20 H00C . . 109.5 ?
H00A C20 H00C . . 109.5 ?
H00B C20 H00C . . 109.5 ?
O4 Cl1 O6 . . 110.52(16) ?
O4 Cl1 O5 . . 109.33(12) ?
O6 Cl1 O5 . . 109.12(15) ?
O4 Cl1 O3 . . 110.58(13) ?
O6 Cl1 O3 . . 109.25(13) ?
O5 Cl1 O3 . . 107.99(13) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 C2 C3 . . . . -1.6(3) ?
Cu1 N1 C2 C3 . . . . 176.13(18) ?
C6 N1 C2 C1 . . . . 177.4(2) ?
Cu1 N1 C2 C1 . . . . -4.9(3) ?
N1 C2 C3 C4 . . . . 0.9(4) ?
C1 C2 C3 C4 . . . . -178.1(2) ?
C2 C3 C4 C5 . . . . 0.1(4) ?
C3 C4 C5 C6 . . . . -0.3(4) ?
C2 N1 C6 N2 . . . . -177.6(2) ?
Cu1 N1 C6 N2 . . . . 4.8(3) ?
C2 N1 C6 C5 . . . . 1.5(3) ?
Cu1 N1 C6 C5 . . . . -176.17(17) ?
C7 N2 C6 N1 . . . . -6.5(4) ?
C7 N2 C6 C5 . . . . 174.3(2) ?
C4 C5 C6 N1 . . . . -0.5(4) ?
C4 C5 C6 N2 . . . . 178.6(2) ?
C6 N2 C7 N3 . . . . 2.5(4) ?
C6 N2 C7 C8 . . . . -178.1(2) ?
C14 N3 C7 N2 . . . . 177.9(2) ?
Cu1 N3 C7 N2 . . . . 2.8(4) ?
C14 N3 C7 C8 . . . . -1.6(3) ?
Cu1 N3 C7 C8 . . . . -176.68(15) ?
N2 C7 C8 C9 . . . . 3.3(4) ?
N3 C7 C8 C9 . . . . -177.2(2) ?
N2 C7 C8 C13 . . . . -177.1(2) ?
N3 C7 C8 C13 . . . . 2.4(3) ?
C13 C8 C9 C10 . . . . 1.4(4) ?
C7 C8 C9 C10 . . . . -179.1(2) ?
C8 C9 C10 C11 . . . . 0.2(4) ?
C9 C10 C11 C12 . . . . -1.0(4) ?
C10 C11 C12 C13 . . . . 0.2(4) ?
C11 C12 C13 C8 . . . . 1.3(4) ?
C11 C12 C13 C14 . . . . -178.3(2) ?
C9 C8 C13 C12 . . . . -2.2(4) ?
C7 C8 C13 C12 . . . . 178.2(2) ?
C9 C8 C13 C14 . . . . 177.5(2) ?
C7 C8 C13 C14 . . . . -2.1(2) ?
C15 N4 C14 N3 . . . . 2.6(4) ?
C15 N4 C14 C13 . . . . -178.1(2) ?
C7 N3 C14 N4 . . . . 179.6(2) ?
Cu1 N3 C14 N4 . . . . -5.3(3) ?
C7 N3 C14 C13 . . . . 0.2(3) ?
Cu1 N3 C14 C13 . . . . 175.35(15) ?
C12 C13 C14 N4 . . . . 1.5(4) ?
C8 C13 C14 N4 . . . . -178.1(2) ?
C12 C13 C14 N3 . . . . -179.1(2) ?
C8 C13 C14 N3 . . . . 1.3(3) ?
C19 N5 C15 N4 . . . . 178.0(2) ?
Cu1 N5 C15 N4 . . . . -4.2(3) ?
C19 N5 C15 C16 . . . . -1.3(3) ?
Cu1 N5 C15 C16 . . . . 176.46(17) ?
C14 N4 C15 N5 . . . . 2.6(4) ?
C14 N4 C15 C16 . . . . -178.0(2) ?
N5 C15 C16 C17 . . . . -0.1(4) ?
N4 C15 C16 C17 . . . . -179.4(2) ?
C15 C16 C17 C18 . . . . 1.3(4) ?
C16 C17 C18 C19 . . . . -1.2(4) ?
C15 N5 C19 C18 . . . . 1.4(3) ?
Cu1 N5 C19 C18 . . . . -176.47(19) ?
C15 N5 C19 C20 . . . . -179.3(2) ?
Cu1 N5 C19 C20 . . . . 2.8(3) ?
C17 C18 C19 N5 . . . . -0.1(4) ?
C17 C18 C19 C20 . . . . -179.4(2) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1W H1W O3 . 0.843(10) 1.928(15) 2.733(3) 160.(3) ?
C1 H00E O3 . 0.98 2.57 3.287(3) 130.5 ?
C1 H00E O1W . 0.98 2.51 3.254(3) 132.1 ?
C1 H00F O2W . 0.98 2.48 3.232(3) 133.3 ?
O1W H2W N4 3_656 0.840(10) 1.945(11) 2.775(3) 169.(3) ?
O2W H3W N2 5_666 0.832(10) 1.978(10) 2.808(3) 175.(3) ?
O2W H4W Cl1 4_556 0.833(10) 2.85(2) 3.6094(18) 152.(3) ?
O2W H4W O5 4_556 0.833(10) 2.005(12) 2.824(3) 167.(3) ?
C18 H18 Cl1 8_655 0.95 2.97 3.759(3) 141.3 ?
C18 H18 O5 8_655 0.95 2.61 3.519(3) 159.4 ?
C20 H00B O2W . 0.98 2.47 3.264(3) 137.3 ?
C20 H00C O1W . 0.98 2.47 3.160(3) 126.8 ?

