# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Catherine E. Housecroft'
_publ_contact_author_email       CATHERINE.HOUSECROFT@UNIBAS.CH

_publ_section_title              
;
Structural diversity in the reactions
of 4'-(pyridyl)-2,2':6',2"-terpyridine ligands
and bis{4'-(4-pyridyl)-2,2':6',2"-terpyridine}iron(II) with copper(II) salts
;
loop_
_publ_author_name
'Catherine E. Housecroft'
'Jonathon E. Beves'
'Edwin C. Constable'
'Silvio Decurtins'
'Emma L. Dunphy'
;
T.D.Keene
;
'Markus Neuburger'
'Silvia Schaffner'
'Jennifer A. Zampese'

# Attachment 'JB1232.CIF'

data_3t
_database_code_depnum_ccdc_archive 'CCDC 732261'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 Cl2 Cu N4, 4.75(H2 O), Cl'
_chemical_formula_sum            'C20 H24.5 Cl3 Cu N4 O4.75'
_chemical_formula_weight         566.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
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  -P1

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

_cell_length_a                   7.747(5)
_cell_length_b                   11.305(5)
_cell_length_c                   14.063(5)
_cell_angle_alpha                102.087(5)
_cell_angle_beta                 96.866(5)
_cell_angle_gamma                91.748(5)
_cell_volume                     1193.7(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             574
_exptl_absorpt_coefficient_mu    1.288
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(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  'Stoe IPDS'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21942
_diffrn_reflns_av_R_equivalents  0.0657
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.61
_diffrn_reflns_theta_max         28.50
_reflns_number_total             6000
_reflns_number_gt                5680
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Stoe IPDS'
_computing_cell_refinement       'Stoe IPDS'
_computing_data_reduction        'Stoe IPDS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0568P)²+0.7500P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6000
_refine_ls_number_parameters     337
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.1083
_refine_ls_wR_factor_gt          0.1064
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1941(2) 0.15271(18) 1.13380(16) 0.0260(4) Uani 1 1 d . . .
H1 H 0.1126 0.1031 1.0874 0.031 Uiso 1 1 calc R . .
C2 C 0.1565(3) 0.1878(2) 1.22984(17) 0.0292(4) Uani 1 1 d . . .
H2 H 0.0511 0.1630 1.2470 0.035 Uiso 1 1 calc R . .
C3 C 0.2789(3) 0.2601(2) 1.29915(16) 0.0301(4) Uani 1 1 d . . .
H3 H 0.2570 0.2843 1.3638 0.036 Uiso 1 1 calc R . .
C4 C 0.4357(3) 0.2963(2) 1.27082(15) 0.0270(4) Uani 1 1 d . . .
H4 H 0.5202 0.3441 1.3164 0.032 Uiso 1 1 calc R . .
C5 C 0.4632(2) 0.25967(17) 1.17361(14) 0.0215(3) Uani 1 1 d . . .
C6 C 0.6229(2) 0.29345(17) 1.13324(13) 0.0202(3) Uani 1 1 d . . .
C7 C 0.7620(2) 0.36974(17) 1.18395(13) 0.0217(3) Uani 1 1 d . . .
H7 H 0.7623 0.4063 1.2497 0.026 Uiso 1 1 calc R . .
C8 C 0.9035(2) 0.39097(17) 1.13400(13) 0.0202(3) Uani 1 1 d . . .
C9 C 0.9022(2) 0.33060(17) 1.03599(14) 0.0220(3) Uani 1 1 d . . .
H9 H 0.9961 0.3409 1.0024 0.026 Uiso 1 1 calc R . .
C10 C 0.7580(2) 0.25513(16) 0.98999(13) 0.0199(3) Uani 1 1 d . . .
C11 C 0.7350(2) 0.18340(16) 0.88730(14) 0.0207(3) Uani 1 1 d . . .
C12 C 0.8622(3) 0.17537(19) 0.82500(15) 0.0268(4) Uani 1 1 d . . .
H12 H 0.9717 0.2143 0.8464 0.032 Uiso 1 1 calc R . .
C13 C 0.8217(3) 0.1072(2) 0.72923(16) 0.0335(4) Uani 1 1 d . . .
H13 H 0.9040 0.1001 0.6856 0.040 Uiso 1 1 calc R . .
C14 C 0.6579(3) 0.0508(2) 0.70036(16) 0.0336(4) Uani 1 1 d . . .
H14 H 0.6274 0.0072 0.6364 0.040 Uiso 1 1 calc R . .
C15 C 0.5379(3) 0.05950(19) 0.76808(16) 0.0290(4) Uani 1 1 d . . .
H15 H 0.4288 0.0192 0.7488 0.035 Uiso 1 1 calc R . .
C16 C 1.0543(2) 0.47336(17) 1.18596(14) 0.0214(3) Uani 1 1 d . . .
C17 C 1.2024(2) 0.48776(18) 1.13978(15) 0.0247(4) Uani 1 1 d . . .
H17 H 1.2047 0.4491 1.0747 0.030 Uiso 1 1 calc R . .
C18 C 1.3443(3) 0.55936(19) 1.19134(16) 0.0279(4) Uani 1 1 d . . .
H18 H 1.4427 0.5686 1.1611 0.034 Uiso 1 1 calc R . .
C19 C 1.0549(3) 0.5376(2) 1.28225(16) 0.0356(5) Uani 1 1 d . . .
H19 H 0.9569 0.5329 1.3139 0.043 Uiso 1 1 calc R . .
C20 C 1.2001(3) 0.6078(3) 1.33052(17) 0.0394(5) Uani 1 1 d . . .
H20 H 1.2005 0.6497 1.3949 0.047 Uiso 1 1 calc R . .
N1 N 0.3443(2) 0.18804(15) 1.10567(12) 0.0220(3) Uani 1 1 d . . .
H1' H 1.430(4) 0.656(3) 1.317(2) 0.026 Uiso 1 1 d . . .
N2 N 0.62169(19) 0.24179(14) 1.03824(11) 0.0201(3) Uani 1 1 d . . .
N3 N 0.5760(2) 0.12414(15) 0.85965(12) 0.0225(3) Uani 1 1 d . . .
N4 N 1.3408(2) 0.61576(18) 1.28490(14) 0.0301(4) Uani 1 1 d . . .
Cl1 Cl 0.21521(7) 0.00134(5) 0.89962(4) 0.03321(12) Uani 1 1 d . . .
Cl2 Cl 0.28758(6) 0.33644(4) 0.91014(3) 0.02420(11) Uani 1 1 d . . .
Cl3 Cl -0.15157(12) 0.14813(10) 0.41595(8) 0.0703(2) Uani 1 1 d . . .
Cu1 Cu 0.41426(3) 0.14851(2) 0.966810(16) 0.02087(8) Uani 1 1 d . . .
O2 O 0.3136(2) 0.3007(2) 0.68757(13) 0.0444(4) Uani 1 1 d D . .
H200 H 0.274(5) 0.236(2) 0.645(2) 0.053 Uiso 1 1 d D . .
H201 H 0.291(5) 0.307(3) 0.7473(16) 0.053 Uiso 1 1 d D . .
O3 O -0.4795(3) 0.2325(2) 0.52113(16) 0.0491(5) Uani 1 1 d D . .
H300 H -0.411(4) 0.194(3) 0.484(2) 0.059 Uiso 1 1 d D . .
H301 H -0.556(4) 0.171(3) 0.508(3) 0.059 Uiso 1 1 d D . .
O1 O 0.2070(3) 0.1051(3) 0.5326(2) 0.0627(6) Uani 1 1 d D . .
H400 H 0.200(6) 0.032(2) 0.544(3) 0.075 Uiso 1 1 d D . .
H401 H 0.104(3) 0.123(4) 0.511(3) 0.075 Uiso 1 1 d D . .
O4 O 1.0307(18) 0.5963(11) 0.5371(8) 0.070(3) Uani 0.25 1 d P A 4
O5 O 1.1468(8) 0.5655(5) 0.5605(4) 0.0594(12) Uani 0.50 1 d P B 1
O6 O 1.2880(8) 0.4688(5) 0.5813(5) 0.0784(16) Uani 0.50 1 d P C 2
O7 O 1.4468(7) 0.4760(4) 0.5147(4) 0.0641(12) Uani 0.50 1 d P . 3


_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 N1 1.349(2) . ?
C1 C2 1.394(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.384(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.399(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9300 . ?
C5 N1 1.355(2) . ?
C5 C6 1.493(2) . ?
C6 N2 1.340(2) . ?
C6 C7 1.384(3) . ?
C7 C8 1.411(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.403(3) . ?
C8 C16 1.487(3) . ?
C9 C10 1.390(3) . ?
C9 H9 0.9300 . ?
C10 N2 1.343(2) . ?
C10 C11 1.488(3) . ?
C11 N3 1.357(2) . ?
C11 C12 1.388(3) . ?
C12 C13 1.398(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.400(3) . ?
C14 H14 0.9300 . ?
C15 N3 1.335(3) . ?
C15 H15 0.9300 . ?
C16 C19 1.395(3) . ?
C16 C17 1.406(3) . ?
C17 C18 1.377(3) . ?
C17 H17 0.9300 . ?
C18 N4 1.340(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.376(3) . ?
C19 H19 0.9300 . ?
C20 N4 1.339(3) . ?
C20 H20 0.9300 . ?
N1 Cu1 2.0516(18) . ?
N2 Cu1 1.9418(18) . ?
N3 Cu1 2.0534(18) . ?
N4 H1' 0.84(3) . ?
Cl1 Cu1 2.2080(9) . ?
Cl2 Cu1 2.6003(10) . ?
O2 H200 0.865(18) . ?
O2 H201 0.867(18) . ?
O3 H300 0.857(18) . ?
O3 H301 0.869(19) . ?
O1 H400 0.882(19) . ?
O1 H401 0.865(19) . ?
O7 O7 1.137(10) 2_866 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 122.39(19) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 118.81(18) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.19(19) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 118.91(19) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 122.08(17) . . ?
N1 C5 C6 113.47(16) . . ?
C4 C5 C6 124.45(17) . . ?
N2 C6 C7 120.64(16) . . ?
N2 C6 C5 112.96(16) . . ?
C7 C6 C5 126.39(17) . . ?
C6 C7 C8 118.73(17) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
C9 C8 C7 119.17(17) . . ?
C9 C8 C16 120.65(16) . . ?
C7 C8 C16 120.15(16) . . ?
C10 C9 C8 118.75(16) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
N2 C10 C9 120.47(17) . . ?
N2 C10 C11 113.44(16) . . ?
C9 C10 C11 126.09(16) . . ?
N3 C11 C12 122.38(18) . . ?
N3 C11 C10 113.37(16) . . ?
C12 C11 C10 124.25(17) . . ?
C11 C12 C13 118.36(19) . . ?
C11 C12 H12 120.8 . . ?
C13 C12 H12 120.8 . . ?
C14 C13 C12 119.0(2) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C15 119.5(2) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
N3 C15 C14 121.7(2) . . ?
N3 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C19 C16 C17 117.79(18) . . ?
C19 C16 C8 121.37(17) . . ?
C17 C16 C8 120.84(17) . . ?
C18 C17 C16 119.68(19) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
N4 C18 C17 120.25(18) . . ?
N4 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C20 C19 C16 120.2(2) . . ?
C20 C19 H19 119.9 . . ?
C16 C19 H19 119.9 . . ?
N4 C20 C19 120.1(2) . . ?
N4 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C1 N1 C5 118.60(17) . . ?
C1 N1 Cu1 126.80(14) . . ?
C5 N1 Cu1 114.57(12) . . ?
C6 N2 C10 122.05(16) . . ?
C6 N2 Cu1 119.17(12) . . ?
C10 N2 Cu1 118.76(13) . . ?
C15 N3 C11 118.96(17) . . ?
C15 N3 Cu1 126.55(14) . . ?
C11 N3 Cu1 114.48(13) . . ?
C20 N4 C18 121.91(19) . . ?
C20 N4 H1' 118.4(19) . . ?
C18 N4 H1' 119.6(19) . . ?
N2 Cu1 N1 79.55(7) . . ?
N2 Cu1 N3 79.71(7) . . ?
N1 Cu1 N3 157.90(7) . . ?
N2 Cu1 Cl1 164.19(5) . . ?
N1 Cu1 Cl1 98.79(5) . . ?
N3 Cu1 Cl1 99.08(6) . . ?
N2 Cu1 Cl2 92.38(6) . . ?
N1 Cu1 Cl2 96.92(5) . . ?
N3 Cu1 Cl2 91.47(5) . . ?
Cl1 Cu1 Cl2 103.43(4) . . ?
H200 O2 H201 118(4) . . ?
H300 O3 H301 92(3) . . ?
H400 O1 H401 108(4) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        28.50
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.638
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.077

# start Validation Reply Form
_vrf_PLAT430_3t                  
;
PROBLEM: Short Inter D...A Contact O4 .. O4 .. 2.22 Ang.
RESPONSE: Relates to a disordered water of partial occupancy
;
# end Validation Reply Form

# Attachment 'JB1236-2_new.CIF'

data_jb1236
_database_code_depnum_ccdc_archive 'CCDC 732262'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 Cl2 Cu N4, 2(H2 O)'
_chemical_formula_sum            'C20 H18 Cl2 Cu N4 O2'
_chemical_formula_weight         480.83

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

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pcca
_symmetry_space_group_name_Hall  -P2a2ac

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

_cell_length_a                   11.090(2)
_cell_length_b                   8.0686(16)
_cell_length_c                   21.934(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1962.7(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             980
_exptl_absorpt_coefficient_mu    1.410
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8058
_exptl_absorpt_correction_T_max  0.9201
_exptl_absorpt_process_details   '(Blessing 1951)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      223(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  'Stoe IPDS'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20874
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_sigmaI/netI    0.0171
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.61
_diffrn_reflns_theta_max         27.50
_reflns_number_total             2264
_reflns_number_gt                2117
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Stoe IPDS'
_computing_cell_refinement       'Stoe IPDS'
_computing_data_reduction        'Stoe IPDS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
Restraints were used on solvent water hydrogens on o1 and o2 which
were located from the difference map and not constrained by afix
;

_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)+(0.0261P)²+1.5427P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2264
_refine_ls_number_parameters     141
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0733
_refine_ls_wR_factor_gt          0.0719
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_restrained_S_all      1.173
_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
Cl1 Cl 0.09928(4) 0.77404(6) 0.37592(2) 0.02944(12) Uani 1 1 d . . .
Cu1 Cu 0.2500 0.5000 0.364606(13) 0.02684(11) Uani 1 2 d S . .
N1 N 0.10783(14) 0.3437(2) 0.38053(6) 0.0230(3) Uani 1 1 d . . .
N2 N 0.2500 0.5000 0.45270(9) 0.0217(4) Uani 1 2 d S . .
C1 C 0.04075(18) 0.2635(3) 0.33974(8) 0.0282(4) Uani 1 1 d . . .
H1 H 0.0580 0.2783 0.2981 0.034 Uiso 1 1 calc R . .
C2 C -0.05301(19) 0.1595(3) 0.35576(9) 0.0321(4) Uani 1 1 d . . .
H2 H -0.0991 0.1055 0.3258 0.038 Uiso 1 1 calc R . .
C3 C -0.07729(18) 0.1368(3) 0.41723(9) 0.0310(4) Uani 1 1 d . . .
H3 H -0.1403 0.0665 0.4296 0.037 Uiso 1 1 calc R . .
N3 N 0.2500 0.5000 0.77354(9) 0.0265(5) Uani 1 2 d S . .
C4 C -0.00766(17) 0.2188(3) 0.46026(8) 0.0267(4) Uani 1 1 d . . .
H4 H -0.0231 0.2054 0.5021 0.032 Uiso 1 1 calc R . .
C5 C 0.08462(16) 0.3204(2) 0.44069(7) 0.0211(3) Uani 1 1 d . . .
C6 C 0.16698(15) 0.4107(2) 0.48222(7) 0.0202(3) Uani 1 1 d . . .
C7 C 0.16449(16) 0.4078(2) 0.54556(7) 0.0221(4) Uani 1 1 d . . .
H7 H 0.1062 0.3449 0.5664 0.027 Uiso 1 1 calc R . .
C8 C 0.2500 0.5000 0.57781(11) 0.0217(5) Uani 1 2 d S . .
C9 C 0.2500 0.5000 0.64580(11) 0.0227(5) Uani 1 2 d S . .
C10 C 0.1723(2) 0.4003(3) 0.67882(8) 0.0339(5) Uani 1 1 d . . .
H10 H 0.1180 0.3301 0.6584 0.041 Uiso 1 1 calc R . .
C11 C 0.1746(2) 0.4038(3) 0.74202(8) 0.0350(5) Uani 1 1 d . . .
H11 H 0.1207 0.3356 0.7636 0.042 Uiso 1 1 calc R . .
O1 O 0.2500 1.0000 0.47106(11) 0.0411(5) Uani 1 2 d SD . .
H1' H 0.211(2) 0.949(3) 0.4463(11) 0.049 Uiso 1 1 d D . .
O2 O 0.2500 1.0000 0.27506(14) 0.0664(9) Uani 1 2 d SD . .
H2' H 0.202(3) 0.956(4) 0.2978(14) 0.080 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 1.932(2) . ?
Cu1 N3 1.998(2) 7_565 ?
Cu1 N1 2.0488(16) 2_565 ?
Cu1 N1 2.0488(16) . ?
N1 C1 1.332(2) . ?
N1 C5 1.357(2) . ?
N2 C6 1.336(2) 2_565 ?
N2 C6 1.336(2) . ?
C1 C2 1.382(3) . ?
C1 H1 0.9400 . ?
C2 C3 1.387(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.387(3) . ?
C3 H3 0.9400 . ?
N3 C11 1.334(2) . ?
N3 C11 1.334(2) 2_565 ?
N3 Cu1 1.998(2) 7_566 ?
C4 C5 1.380(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.482(2) . ?
C6 C7 1.390(2) . ?
C7 C8 1.397(2) . ?
C7 H7 0.9400 . ?
C8 C7 1.397(2) 2_565 ?
C8 C9 1.491(3) . ?
C9 C10 1.384(2) 2_565 ?
C9 C10 1.384(2) . ?
C10 C11 1.387(2) . ?
C10 H10 0.9400 . ?
C11 H11 0.9400 . ?
O1 H1' 0.809(16) . ?
O2 H2' 0.810(18) . ?

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
N2 Cu1 N3 180.0 . 7_565 ?
N2 Cu1 N1 80.18(4) . 2_565 ?
N3 Cu1 N1 99.82(4) 7_565 2_565 ?
N2 Cu1 N1 80.18(4) . . ?
N3 Cu1 N1 99.82(4) 7_565 . ?
N1 Cu1 N1 160.36(8) 2_565 . ?
C1 N1 C5 118.68(16) . . ?
C1 N1 Cu1 127.92(13) . . ?
C5 N1 Cu1 113.39(12) . . ?
C6 N2 C6 122.0(2) 2_565 . ?
C6 N2 Cu1 118.99(10) 2_565 . ?
C6 N2 Cu1 118.99(10) . . ?
N1 C1 C2 123.01(17) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C1 C2 C3 118.25(18) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C2 C3 C4 119.37(18) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C11 N3 C11 117.6(2) . 2_565 ?
C11 N3 Cu1 121.22(11) . 7_566 ?
C11 N3 Cu1 121.22(11) 2_565 7_566 ?
C5 C4 C3 118.99(17) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 121.69(16) . . ?
N1 C5 C6 114.36(15) . . ?
C4 C5 C6 123.94(15) . . ?
N2 C6 C7 120.48(16) . . ?
N2 C6 C5 113.08(15) . . ?
C7 C6 C5 126.44(16) . . ?
C6 C7 C8 118.92(17) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C7 C8 C7 119.2(2) . 2_565 ?
C7 C8 C9 120.41(11) . . ?
C7 C8 C9 120.41(11) 2_565 . ?
C10 C9 C10 116.9(2) 2_565 . ?
C10 C9 C8 121.57(12) 2_565 . ?
C10 C9 C8 121.57(12) . . ?
C9 C10 C11 119.98(19) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
N3 C11 C10 122.80(19) . . ?
N3 C11 H11 118.6 . . ?
C10 C11 H11 118.6 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.055

# Attachment 'JB1236-3_new.CIF'

data_jb1236_3
_database_code_depnum_ccdc_archive 'CCDC 732263'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 Cl2 Cu N4, C H4 O, H2 O'
_chemical_formula_sum            'C21 H20 Cl2 Cu N4 O2'
_chemical_formula_weight         494.85

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  -P1

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

_cell_length_a                   8.175(3)
_cell_length_b                   8.646(3)
_cell_length_c                   16.128(6)
_cell_angle_alpha                95.35(3)
_cell_angle_beta                 99.39(3)
_cell_angle_gamma                108.48(2)
_cell_volume                     1053.8(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             506
_exptl_absorpt_coefficient_mu    1.316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6559
_exptl_absorpt_correction_T_max  0.8581
_exptl_absorpt_process_details   '(Blessing 1951)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      223(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  'Stoe IPDS'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26209
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_sigmaI/netI    0.0357
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.59
_diffrn_reflns_theta_max         30.00
_reflns_number_total             6089
_reflns_number_gt                5750
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Stoe IPDS'
_computing_cell_refinement       'Stoe IPDS'
_computing_data_reduction        'Stoe IPDS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
Restraints were used on solvent water hydrogens attached to o1 which
were located from the difference map and not constrained by afix
;

_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)+(0.0565P)²+0.3418P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6089
_refine_ls_number_parameters     279
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.1020
_refine_ls_wR_factor_gt          0.1002
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.00970(2) 0.53587(2) 0.382022(12) 0.02965(7) Uani 1 1 d . . .
Cl1 Cl 1.20729(6) 0.70298(5) 0.49197(3) 0.04006(11) Uani 1 1 d . . .
Cl2 Cl 1.10926(6) 0.66429(5) 0.25279(3) 0.03813(10) Uani 1 1 d . . .
N1 N 1.11455(18) 0.35220(16) 0.37015(9) 0.0300(2) Uani 1 1 d . . .
N2 N 0.81396(16) 0.36562(15) 0.30574(8) 0.0276(2) Uani 1 1 d . . .
N3 N 0.82183(17) 0.64529(16) 0.37602(8) 0.0295(2) Uani 1 1 d . . .
N4 N 0.1510(2) -0.1910(2) -0.01478(11) 0.0490(4) Uani 1 1 d . . .
C1 C 1.2735(2) 0.3558(2) 0.40895(11) 0.0358(3) Uani 1 1 d . . .
H1 H 1.3470 0.4508 0.4469 0.043 Uiso 1 1 calc R . .
C2 C 1.3346(2) 0.2245(2) 0.39548(13) 0.0410(4) Uani 1 1 d . . .
H2 H 1.4468 0.2303 0.4239 0.049 Uiso 1 1 calc R . .
C3 C 1.2270(3) 0.0857(2) 0.33951(14) 0.0444(4) Uani 1 1 d . . .
H3 H 1.2649 -0.0049 0.3291 0.053 Uiso 1 1 calc R . .
C4 C 1.0625(2) 0.0813(2) 0.29883(13) 0.0388(4) Uani 1 1 d . . .
H4 H 0.9874 -0.0124 0.2604 0.047 Uiso 1 1 calc R . .
C5 C 1.0096(2) 0.21620(19) 0.31529(10) 0.0297(3) Uani 1 1 d . . .
C6 C 0.83686(19) 0.22540(18) 0.27673(10) 0.0280(3) Uani 1 1 d . . .
C7 C 0.7066(2) 0.10778(19) 0.21585(10) 0.0310(3) Uani 1 1 d . . .
H7 H 0.7210 0.0082 0.1959 0.037 Uiso 1 1 calc R . .
C8 C 0.5530(2) 0.14079(18) 0.18468(10) 0.0295(3) Uani 1 1 d . . .
C9 C 0.5313(2) 0.28803(19) 0.21762(10) 0.0307(3) Uani 1 1 d . . .
H9 H 0.4277 0.3109 0.1984 0.037 Uiso 1 1 calc R . .
C10 C 0.66673(19) 0.39815(18) 0.27914(9) 0.0280(3) Uani 1 1 d . . .
C11 C 0.6699(2) 0.55952(18) 0.32080(10) 0.0285(3) Uani 1 1 d . . .
C12 C 0.5318(2) 0.6207(2) 0.30575(12) 0.0360(3) Uani 1 1 d . . .
H12 H 0.4265 0.5589 0.2673 0.043 Uiso 1 1 calc R . .
C13 C 0.5517(2) 0.7747(2) 0.34843(13) 0.0406(4) Uani 1 1 d . . .
H13 H 0.4592 0.8177 0.3398 0.049 Uiso 1 1 calc R . .
C14 C 0.7075(3) 0.8633(2) 0.40333(13) 0.0401(4) Uani 1 1 d . . .
H14 H 0.7243 0.9686 0.4321 0.048 Uiso 1 1 calc R . .
C15 C 0.8402(2) 0.7943(2) 0.41567(11) 0.0354(3) Uani 1 1 d . . .
H15 H 0.9470 0.8549 0.4534 0.043 Uiso 1 1 calc R . .
C16 C 0.4148(2) 0.0248(2) 0.11601(10) 0.0318(3) Uani 1 1 d . . .
C17 C 0.3724(3) -0.1449(2) 0.11070(12) 0.0413(4) Uani 1 1 d . . .
H17 H 0.4330 -0.1903 0.1508 0.050 Uiso 1 1 calc R . .
C18 C 0.2386(3) -0.2465(2) 0.04487(13) 0.0496(5) Uani 1 1 d . . .
H18 H 0.2086 -0.3613 0.0427 0.059 Uiso 1 1 calc R . .
C19 C 0.1946(3) -0.0282(3) -0.01008(12) 0.0467(4) Uani 1 1 d . . .
H19 H 0.1349 0.0133 -0.0526 0.056 Uiso 1 1 calc R . .
C20 C 0.3227(3) 0.0836(2) 0.05382(12) 0.0412(4) Uani 1 1 d . . .
H20 H 0.3470 0.1976 0.0551 0.049 Uiso 1 1 calc R . .
O100 O 0.7917(3) 0.7432(2) 0.15444(13) 0.0672(5) Uani 1 1 d . . .
H100 H 0.8843 0.7332 0.1791 0.101 Uiso 1 1 calc R . .
C200 C 0.7065(5) 0.6117(4) 0.08954(17) 0.0720(8) Uani 1 1 d . . .
H20D H 0.5870 0.6090 0.0696 0.108 Uiso 1 1 calc R . .
H20E H 0.7039 0.5096 0.1105 0.108 Uiso 1 1 calc R . .
H20F H 0.7690 0.6244 0.0430 0.108 Uiso 1 1 calc R . .
O1 O 1.1695(2) 0.3759(2) 0.13750(12) 0.0612(5) Uani 1 1 d D . .
H1' H 1.140(4) 0.441(3) 0.1644(17) 0.073 Uiso 1 1 d D . .
H2' H 1.079(3) 0.331(4) 0.0949(15) 0.073 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 1.9410(15) . ?
Cu1 N3 2.0379(14) . ?
Cu1 N1 2.0379(14) . ?
Cu1 Cl1 2.2246(11) . ?
Cu1 Cl2 2.5792(10) . ?
N1 C1 1.337(2) . ?
N1 C5 1.349(2) . ?
N2 C10 1.3344(19) . ?
N2 C6 1.3381(19) . ?
N3 C15 1.336(2) . ?
N3 C11 1.348(2) . ?
N4 C18 1.322(3) . ?
N4 C19 1.329(3) . ?
C1 C2 1.390(2) . ?
C1 H1 0.9400 . ?
C2 C3 1.378(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.384(2) . ?
C3 H3 0.9400 . ?
C4 C5 1.385(2) . ?
C4 H4 0.9400 . ?
C5 C6 1.477(2) . ?
C6 C7 1.385(2) . ?
C7 C8 1.399(2) . ?
C7 H7 0.9400 . ?
C8 C9 1.408(2) . ?
C8 C16 1.475(2) . ?
C9 C10 1.383(2) . ?
C9 H9 0.9400 . ?
C10 C11 1.482(2) . ?
C11 C12 1.388(2) . ?
C12 C13 1.388(2) . ?
C12 H12 0.9400 . ?
C13 C14 1.371(3) . ?
C13 H13 0.9400 . ?
C14 C15 1.391(2) . ?
C14 H14 0.9400 . ?
C15 H15 0.9400 . ?
C16 C20 1.387(2) . ?
C16 C17 1.387(2) . ?
C17 C18 1.391(3) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C20 1.383(3) . ?
C19 H19 0.9400 . ?
C20 H20 0.9400 . ?
O100 C200 1.382(3) . ?
O100 H100 0.8300 . ?
C200 H20D 0.9700 . ?
C200 H20E 0.9700 . ?
C200 H20F 0.9700 . ?
O1 H1' 0.796(17) . ?
O1 H2' 0.877(16) . ?

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
N2 Cu1 N3 79.68(6) . . ?
N2 Cu1 N1 79.66(6) . . ?
N3 Cu1 N1 158.44(6) . . ?
N2 Cu1 Cl1 167.17(4) . . ?
N3 Cu1 Cl1 99.39(5) . . ?
N1 Cu1 Cl1 99.37(5) . . ?
N2 Cu1 Cl2 89.65(5) . . ?
N3 Cu1 Cl2 90.19(5) . . ?
N1 Cu1 Cl2 95.79(5) . . ?
Cl1 Cu1 Cl2 103.17(3) . . ?
C1 N1 C5 118.67(14) . . ?
C1 N1 Cu1 126.94(12) . . ?
C5 N1 Cu1 114.38(10) . . ?
C10 N2 C6 122.52(13) . . ?
C10 N2 Cu1 118.62(10) . . ?
C6 N2 Cu1 118.65(10) . . ?
C15 N3 C11 118.75(14) . . ?
C15 N3 Cu1 126.70(11) . . ?
C11 N3 Cu1 114.35(10) . . ?
C18 N4 C19 117.10(17) . . ?
N1 C1 C2 122.63(16) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.57(16) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 119.15(16) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 119.35(17) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 121.63(15) . . ?
N1 C5 C6 113.99(13) . . ?
C4 C5 C6 124.37(15) . . ?
N2 C6 C7 120.38(14) . . ?
N2 C6 C5 113.03(13) . . ?
C7 C6 C5 126.59(14) . . ?
C6 C7 C8 118.40(14) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 H7 120.8 . . ?
C7 C8 C9 119.88(14) . . ?
C7 C8 C16 120.72(14) . . ?
C9 C8 C16 119.39(14) . . ?
C10 C9 C8 118.11(14) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
N2 C10 C9 120.66(14) . . ?
N2 C10 C11 113.09(13) . . ?
C9 C10 C11 126.24(14) . . ?
N3 C11 C12 121.68(14) . . ?
N3 C11 C10 113.84(13) . . ?
C12 C11 C10 124.48(14) . . ?
C11 C12 C13 118.94(16) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 119.38(16) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C15 118.68(16) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
N3 C15 C14 122.55(16) . . ?
N3 C15 H15 118.7 . . ?
C14 C15 H15 118.7 . . ?
C20 C16 C17 117.69(16) . . ?
C20 C16 C8 120.30(15) . . ?
C17 C16 C8 122.01(15) . . ?
C16 C17 C18 118.67(18) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
N4 C18 C17 123.84(19) . . ?
N4 C18 H18 118.1 . . ?
C17 C18 H18 118.1 . . ?
N4 C19 C20 123.69(19) . . ?
N4 C19 H19 118.2 . . ?
C20 C19 H19 118.2 . . ?
C19 C20 C16 118.99(18) . . ?
C19 C20 H20 120.5 . . ?
C16 C20 H20 120.5 . . ?
C200 O100 H100 109.5 . . ?
O100 C200 H20D 109.5 . . ?
O100 C200 H20E 109.5 . . ?
H20D C200 H20E 109.5 . . ?
O100 C200 H20F 109.5 . . ?
H20D C200 H20F 109.5 . . ?
H20E C200 H20F 109.5 . . ?
H1' O1 H2' 103(3) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.066

# Attachment 'JB1241.CIF'

data_jb1241
_database_code_depnum_ccdc_archive 'CCDC 732264'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 Cl2 Cu1 N4, H2 O'
_chemical_formula_sum            'C20 H16 Cl2 Cu N4 O'
_chemical_formula_weight         462.82

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'
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  -P1

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

_cell_length_a                   8.6108(9)
_cell_length_b                   14.2027(13)
_cell_length_c                   15.6746(14)
_cell_angle_alpha                88.347(7)
_cell_angle_beta                 78.786(8)
_cell_angle_gamma                78.373(8)
_cell_volume                     1841.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.29
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             940
_exptl_absorpt_coefficient_mu    1.496
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6226
_exptl_absorpt_correction_T_max  0.6709
_exptl_absorpt_process_details   '(Blessing 1951)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      223(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  'Stoe IPDS'
_diffrn_measurement_method       'w\ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            45891
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         30.00
_reflns_number_total             10578
_reflns_number_gt                10011
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Stoe IPDS'
_computing_cell_refinement       'Stoe IPDS'
_computing_data_reduction        'Stoe IPDS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0379P)²+0.9055P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10578
_refine_ls_number_parameters     517
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0790
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.15719(19) 0.09362(11) 0.96569(10) 0.0276(3) Uani 1 1 d . . .
H1 H -0.1964 0.0634 0.9241 0.033 Uiso 1 1 calc R . .
C2 C -0.1867(2) 0.06471(11) 1.05121(10) 0.0309(3) Uani 1 1 d . . .
H2 H -0.2453 0.0158 1.0676 0.037 Uiso 1 1 calc R . .
C3 C -0.1286(2) 0.10887(12) 1.11220(10) 0.0337(3) Uani 1 1 d . . .
H3 H -0.1461 0.0898 1.1706 0.040 Uiso 1 1 calc R . .
C4 C -0.0442(2) 0.18177(11) 1.08650(9) 0.0304(3) Uani 1 1 d . . .
H4 H -0.0039 0.2128 1.1271 0.036 Uiso 1 1 calc R . .
C5 C -0.02062(17) 0.20784(10) 1.00004(9) 0.0231(2) Uani 1 1 d . . .
C6 C 0.05913(17) 0.28753(10) 0.96445(8) 0.0220(2) Uani 1 1 d . . .
C7 C 0.11953(18) 0.34861(10) 1.01106(9) 0.0234(2) Uani 1 1 d . . .
H7 H 0.1166 0.3398 1.0710 0.028 Uiso 1 1 calc R . .
C8 C 0.18509(16) 0.42377(10) 0.96776(9) 0.0217(2) Uani 1 1 d . . .
C9 C 0.18586(18) 0.43419(10) 0.87835(9) 0.0244(2) Uani 1 1 d . . .
H9 H 0.2289 0.4837 0.8474 0.029 Uiso 1 1 calc R . .
C10 C 0.12223(17) 0.37043(10) 0.83619(8) 0.0224(2) Uani 1 1 d . . .
C11 C 0.10596(17) 0.37285(10) 0.74377(8) 0.0225(2) Uani 1 1 d . . .
C12 C 0.15503(19) 0.43992(10) 0.68453(9) 0.0271(3) Uani 1 1 d . . .
H12 H 0.2032 0.4884 0.7014 0.032 Uiso 1 1 calc R . .
C13 C 0.1320(2) 0.43455(11) 0.59968(10) 0.0302(3) Uani 1 1 d . . .
H13 H 0.1642 0.4796 0.5583 0.036 Uiso 1 1 calc R . .
C14 C 0.0616(2) 0.36255(12) 0.57662(9) 0.0301(3) Uani 1 1 d . . .
H14 H 0.0459 0.3574 0.5194 0.036 Uiso 1 1 calc R . .
C15 C 0.0143(2) 0.29801(11) 0.63946(9) 0.0293(3) Uani 1 1 d . . .
H15 H -0.0342 0.2491 0.6239 0.035 Uiso 1 1 calc R . .
C16 C 0.24792(16) 0.49128(10) 1.01639(9) 0.0222(2) Uani 1 1 d . . .
C17 C 0.2530(2) 0.48011(12) 1.10440(9) 0.0298(3) Uani 1 1 d . . .
H17 H 0.2155 0.4287 1.1351 0.036 Uiso 1 1 calc R . .
C18 C 0.3132(2) 0.54483(12) 1.14655(10) 0.0333(3) Uani 1 1 d . . .
H18 H 0.3176 0.5379 1.2059 0.040 Uiso 1 1 calc R . .
C19 C 0.3668(2) 0.61996(12) 1.09971(10) 0.0316(3) Uani 1 1 d . . .
H19 H 0.4079 0.6637 1.1286 0.038 Uiso 1 1 calc R . .
C20 C 0.3046(2) 0.56999(11) 0.97584(10) 0.0290(3) Uani 1 1 d . . .
H20 H 0.3016 0.5790 0.9165 0.035 Uiso 1 1 calc R . .
Cl1 Cl -0.18465(6) 0.13963(3) 0.75752(2) 0.03736(9) Uani 1 1 d . . .
Cl2 Cl 0.25055(5) 0.09213(3) 0.77151(2) 0.02883(7) Uani 1 1 d . . .
Cu1 Cu -0.01501(2) 0.208170(12) 0.816157(10) 0.02351(5) Uani 1 1 d . . .
N1 N -0.07518(15) 0.16287(9) 0.94014(7) 0.0237(2) Uani 1 1 d . . .
N2 N 0.06283(15) 0.29917(8) 0.87951(7) 0.0224(2) Uani 1 1 d . . .
N3 N 0.03522(16) 0.30277(9) 0.72125(8) 0.0249(2) Uani 1 1 d . . .
N4 N 0.36296(19) 0.63329(10) 1.01554(9) 0.0341(3) Uani 1 1 d . . .
C33 C 0.5346(2) 0.31370(12) 0.64201(11) 0.0336(3) Uani 1 1 d . . .
H33 H 0.5419 0.3173 0.7008 0.040 Uiso 1 1 calc R . .
C21 C 0.4735(2) 0.24575(11) 0.15766(10) 0.0291(3) Uani 1 1 d . . .
H21 H 0.5160 0.3016 0.1445 0.035 Uiso 1 1 calc R . .
C22 C 0.4362(2) 0.19751(12) 0.09098(10) 0.0314(3) Uani 1 1 d . . .
H22 H 0.4522 0.2205 0.0337 0.038 Uiso 1 1 calc R . .
C23 C 0.3752(2) 0.11526(13) 0.11048(10) 0.0342(3) Uani 1 1 d . . .
H23 H 0.3503 0.0809 0.0663 0.041 Uiso 1 1 calc R . .
C24 C 0.3508(2) 0.08344(12) 0.19584(10) 0.0321(3) Uani 1 1 d . . .
H24 H 0.3090 0.0276 0.2103 0.038 Uiso 1 1 calc R . .
C25 C 0.38940(18) 0.13580(10) 0.25906(9) 0.0250(3) Uani 1 1 d . . .
C26 C 0.36567(18) 0.11199(10) 0.35235(9) 0.0242(2) Uani 1 1 d . . .
C27 C 0.29906(19) 0.03643(10) 0.39125(9) 0.0263(3) Uani 1 1 d . . .
H27 H 0.2701 -0.0080 0.3570 0.032 Uiso 1 1 calc R . .
C28 C 0.27537(17) 0.02685(10) 0.48170(9) 0.0227(2) Uani 1 1 d . . .
C30 C 0.39501(17) 0.16517(10) 0.48655(9) 0.0224(2) Uani 1 1 d . . .
C31 C 0.45973(17) 0.23879(10) 0.52609(9) 0.0237(2) Uani 1 1 d . . .
C32 C 0.4670(2) 0.24232(11) 0.61361(10) 0.0288(3) Uani 1 1 d . . .
H32 H 0.4272 0.1975 0.6527 0.035 Uiso 1 1 calc R . .
C34 C 0.5909(2) 0.37934(12) 0.58347(11) 0.0348(3) Uani 1 1 d . . .
H34 H 0.6360 0.4285 0.6018 0.042 Uiso 1 1 calc R . .
C35 C 0.5795(2) 0.37112(12) 0.49699(11) 0.0317(3) Uani 1 1 d . . .
H35 H 0.6179 0.4156 0.4569 0.038 Uiso 1 1 calc R . .
C36 C 0.19803(17) -0.05058(10) 0.52529(9) 0.0231(2) Uani 1 1 d . . .
C37 C 0.1564(3) -0.05691(14) 0.61505(11) 0.0431(4) Uani 1 1 d . . .
H37 H 0.1773 -0.0112 0.6512 0.052 Uiso 1 1 calc R . .
C38 C 0.0838(3) -0.13125(16) 0.65073(11) 0.0494(5) Uani 1 1 d . . .
H38 H 0.0558 -0.1368 0.7114 0.059 Uiso 1 1 calc R . .
C39 C 0.0529(2) -0.19684(12) 0.59674(11) 0.0342(3) Uani 1 1 d . . .
H39 H 0.0040 -0.2472 0.6218 0.041 Uiso 1 1 calc R . .
C40 C 0.1599(2) -0.12055(11) 0.47711(9) 0.0297(3) Uani 1 1 d . . .
H40 H 0.1859 -0.1171 0.4162 0.036 Uiso 1 1 calc R . .
N5 N 0.45115(15) 0.21587(9) 0.23962(8) 0.0251(2) Uani 1 1 d . . .
N6 N 0.41077(15) 0.17404(8) 0.40040(8) 0.0235(2) Uani 1 1 d . . .
N7 N 0.51609(16) 0.30249(9) 0.46858(8) 0.0257(2) Uani 1 1 d . . .
N8 N 0.08924(19) -0.19212(10) 0.51092(9) 0.0336(3) Uani 1 1 d . . .
Cl3 Cl 0.66816(5) 0.36694(3) 0.27112(3) 0.03928(9) Uani 1 1 d . . .
Cl4 Cl 0.23373(5) 0.40632(3) 0.35644(2) 0.03248(8) Uani 1 1 d . . .
Cu2 Cu 0.48364(2) 0.285856(12) 0.344269(11) 0.02397(5) Uani 1 1 d . . .
C29 C 0.32590(17) 0.09295(10) 0.52981(9) 0.0238(2) Uani 1 1 d . . .
H29 H 0.3129 0.0882 0.5906 0.029 Uiso 1 1 calc R . .
O1 O 0.05846(18) 0.32316(12) 0.22457(8) 0.0427(3) Uani 1 1 d D . .
O2 O 0.4583(3) 0.1740(3) 0.88436(17) 0.1069(11) Uani 1 1 d . . .
H102 H 0.094(5) 0.347(3) 0.262(2) 0.128 Uiso 1 1 d D . .
H101 H -0.039(2) 0.339(3) 0.242(3) 0.128 Uiso 1 1 d D . .
H201 H 0.403(6) 0.153(4) 0.856(3) 0.128 Uiso 1 1 d . . .
H202 H 0.546(6) 0.165(4) 0.850(3) 0.128 Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.3318(18) . ?
C1 C2 1.381(2) . ?
C1 H1 0.9400 . ?
C2 C3 1.380(2) . ?
C2 H2 0.9400 . ?
C3 C4 1.389(2) . ?
C3 H3 0.9400 . ?
C4 C5 1.3819(19) . ?
C4 H4 0.9400 . ?
C5 N1 1.3554(17) . ?
C5 C6 1.4804(19) . ?
C6 N2 1.3320(17) . ?
C6 C7 1.3868(18) . ?
C7 C8 1.4039(19) . ?
C7 H7 0.9400 . ?
C8 C9 1.4038(18) . ?
C8 C16 1.4848(18) . ?
C9 C10 1.3901(18) . ?
C9 H9 0.9400 . ?
C10 N2 1.3346(17) . ?
C10 C11 1.4810(18) . ?
C11 N3 1.3544(17) . ?
C11 C12 1.3808(19) . ?
C12 C13 1.389(2) . ?
C12 H12 0.9400 . ?
C13 C14 1.379(2) . ?
C13 H13 0.9400 . ?
C14 C15 1.385(2) . ?
C14 H14 0.9400 . ?
C15 N3 1.3342(18) . ?
C15 H15 0.9400 . ?
C16 C17 1.3922(19) . ?
C16 C20 1.397(2) . ?
C17 C18 1.382(2) . ?
C17 H17 0.9400 . ?
C18 C19 1.383(2) . ?
C18 H18 0.9400 . ?
C19 N4 1.333(2) . ?
C19 H19 0.9400 . ?
C20 N4 1.3355(19) . ?
C20 H20 0.9400 . ?
Cl1 Cu1 2.2524(4) . ?
Cl2 Cu1 2.5219(5) . ?
Cu1 N2 1.9462(11) . ?
Cu1 N3 2.0184(12) . ?
Cu1 N1 2.0322(12) . ?
C33 C34 1.381(3) . ?
C33 C32 1.389(2) . ?
C33 H33 0.9400 . ?
C21 N5 1.3315(18) . ?
C21 C22 1.387(2) . ?
C21 H21 0.9400 . ?
C22 C23 1.378(2) . ?
C22 H22 0.9400 . ?
C23 C24 1.390(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.384(2) . ?
C24 H24 0.9400 . ?
C25 N5 1.3526(18) . ?
C25 C26 1.4756(19) . ?
C26 N6 1.3360(17) . ?
C26 C27 1.3881(19) . ?
C27 C28 1.3992(19) . ?
C27 H27 0.9400 . ?
C28 C29 1.4043(18) . ?
C28 C36 1.4815(19) . ?
C30 N6 1.3356(17) . ?
C30 C29 1.3839(19) . ?
C30 C31 1.4814(18) . ?
C31 N7 1.3515(19) . ?
C31 C32 1.3881(19) . ?
C32 H32 0.9400 . ?
C34 C35 1.388(2) . ?
C34 H34 0.9400 . ?
C35 N7 1.3344(18) . ?
C35 H35 0.9400 . ?
C36 C37 1.388(2) . ?
C36 C40 1.3917(19) . ?
C37 C38 1.384(2) . ?
C37 H37 0.9400 . ?
C38 C39 1.374(2) . ?
C38 H38 0.9400 . ?
C39 N8 1.324(2) . ?
C39 H39 0.9400 . ?
C40 N8 1.333(2) . ?
C40 H40 0.9400 . ?
N5 Cu2 2.0351(12) . ?
N6 Cu2 1.9484(12) . ?
N7 Cu2 2.0482(12) . ?
Cl3 Cu2 2.2623(5) . ?
Cl4 Cu2 2.4433(5) . ?
C29 H29 0.9400 . ?
O1 H102 0.819(19) . ?
O1 H101 0.817(19) . ?
O2 H201 0.81(5) . ?
O2 H202 0.82(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 122.27(13) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C3 C2 C1 118.85(14) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.42(14) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 118.69(14) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 121.59(13) . . ?
N1 C5 C6 113.88(12) . . ?
C4 C5 C6 124.50(12) . . ?
N2 C6 C7 120.95(12) . . ?
N2 C6 C5 112.49(11) . . ?
C7 C6 C5 126.51(12) . . ?
C6 C7 C8 119.26(12) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C9 C8 C7 118.17(12) . . ?
C9 C8 C16 121.44(12) . . ?
C7 C8 C16 120.37(12) . . ?
C10 C9 C8 119.24(12) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
N2 C10 C9 120.73(12) . . ?
N2 C10 C11 112.40(11) . . ?
C9 C10 C11 126.84(12) . . ?
N3 C11 C12 121.66(12) . . ?
N3 C11 C10 113.78(12) . . ?
C12 C11 C10 124.56(12) . . ?
C11 C12 C13 118.88(13) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
C14 C13 C12 119.40(14) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C15 118.70(13) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
N3 C15 C14 122.39(14) . . ?
N3 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C17 C16 C20 116.44(12) . . ?
C17 C16 C8 122.17(12) . . ?
C20 C16 C8 121.40(12) . . ?
C18 C17 C16 119.85(14) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 118.71(14) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
N4 C19 C18 123.13(14) . . ?
N4 C19 H19 118.4 . . ?
C18 C19 H19 118.4 . . ?
N4 C20 C16 124.52(14) . . ?
N4 C20 H20 117.7 . . ?
C16 C20 H20 117.7 . . ?
N2 Cu1 N3 79.50(5) . . ?
N2 Cu1 N1 79.27(5) . . ?
N3 Cu1 N1 156.43(5) . . ?
N2 Cu1 Cl1 160.26(4) . . ?
N3 Cu1 Cl1 98.88(4) . . ?
N1 Cu1 Cl1 97.65(4) . . ?
N2 Cu1 Cl2 97.52(4) . . ?
N3 Cu1 Cl2 94.35(4) . . ?
N1 Cu1 Cl2 98.45(4) . . ?
Cl1 Cu1 Cl2 102.223(18) . . ?
C1 N1 C5 119.16(12) . . ?
C1 N1 Cu1 126.28(10) . . ?
C5 N1 Cu1 114.54(9) . . ?
C6 N2 C10 121.64(12) . . ?
C6 N2 Cu1 119.31(9) . . ?
C10 N2 Cu1 119.03(9) . . ?
C15 N3 C11 118.98(12) . . ?
C15 N3 Cu1 125.95(10) . . ?
C11 N3 Cu1 114.92(9) . . ?
C19 N4 C20 117.35(14) . . ?
C34 C33 C32 119.72(15) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
N5 C21 C22 122.41(14) . . ?
N5 C21 H21 118.8 . . ?
C22 C21 H21 118.8 . . ?
C23 C22 C21 118.57(14) . . ?
C23 C22 H22 120.7 . . ?
C21 C22 H22 120.7 . . ?
C22 C23 C24 119.61(14) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C25 C24 C23 118.56(14) . . ?
C25 C24 H24 120.7 . . ?
C23 C24 H24 120.7 . . ?
N5 C25 C24 121.75(13) . . ?
N5 C25 C26 113.87(12) . . ?
C24 C25 C26 124.38(13) . . ?
N6 C26 C27 120.49(13) . . ?
N6 C26 C25 113.04(12) . . ?
C27 C26 C25 126.44(12) . . ?
C26 C27 C28 119.58(12) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 H27 120.2 . . ?
C27 C28 C29 118.17(12) . . ?
C27 C28 C36 120.73(12) . . ?
C29 C28 C36 121.11(12) . . ?
N6 C30 C29 121.01(12) . . ?
N6 C30 C31 112.45(12) . . ?
C29 C30 C31 126.54(12) . . ?
N7 C31 C32 121.91(13) . . ?
N7 C31 C30 113.90(12) . . ?
C32 C31 C30 124.17(13) . . ?
C31 C32 C33 118.44(14) . . ?
C31 C32 H32 120.8 . . ?
C33 C32 H32 120.8 . . ?
C33 C34 C35 118.48(14) . . ?
C33 C34 H34 120.8 . . ?
C35 C34 H34 120.8 . . ?
N7 C35 C34 122.50(15) . . ?
N7 C35 H35 118.7 . . ?
C34 C35 H35 118.7 . . ?
C37 C36 C40 116.23(13) . . ?
C37 C36 C28 122.81(13) . . ?
C40 C36 C28 120.95(12) . . ?
C38 C37 C36 119.28(15) . . ?
C38 C37 H37 120.4 . . ?
C36 C37 H37 120.4 . . ?
C39 C38 C37 119.47(16) . . ?
C39 C38 H38 120.3 . . ?
C37 C38 H38 120.3 . . ?
N8 C39 C38 122.74(15) . . ?
N8 C39 H39 118.6 . . ?
C38 C39 H39 118.6 . . ?
N8 C40 C36 124.89(13) . . ?
N8 C40 H40 117.6 . . ?
C36 C40 H40 117.6 . . ?
C21 N5 C25 119.09(13) . . ?
C21 N5 Cu2 126.05(10) . . ?
C25 N5 Cu2 114.65(9) . . ?
C30 N6 C26 121.54(12) . . ?
C30 N6 Cu2 119.45(9) . . ?
C26 N6 Cu2 118.80(9) . . ?
C35 N7 C31 118.94(13) . . ?
C35 N7 Cu2 126.36(11) . . ?
C31 N7 Cu2 114.63(9) . . ?
C39 N8 C40 117.39(13) . . ?
N6 Cu2 N5 79.42(5) . . ?
N6 Cu2 N7 78.85(5) . . ?
N5 Cu2 N7 157.13(5) . . ?
N6 Cu2 Cl3 155.01(4) . . ?
N5 Cu2 Cl3 96.96(4) . . ?
N7 Cu2 Cl3 99.71(4) . . ?
N6 Cu2 Cl4 103.15(4) . . ?
N5 Cu2 Cl4 95.62(4) . . ?
N7 Cu2 Cl4 96.18(4) . . ?
Cl3 Cu2 Cl4 101.804(19) . . ?
C30 C29 C28 119.16(12) . . ?
C30 C29 H29 120.4 . . ?
C28 C29 H29 120.4 . . ?
H102 O1 H101 102(4) . . ?
H201 O2 H202 101(4) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.056

# Attachment 'JB1242_new.CIF'

data_jb1242
_database_code_depnum_ccdc_archive 'CCDC 732265'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 Cl2 Cu1 N4, C H4 O'
_chemical_formula_sum            'C21 H18 Cl2 Cu N4 O'
_chemical_formula_weight         476.83

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  -P2yn

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                   8.3335(15)
_cell_length_b                   15.501(3)
_cell_length_c                   15.448(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.173(15)
_cell_angle_gamma                90.00
_cell_volume                     1995.4(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             972
_exptl_absorpt_coefficient_mu    1.383
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5447
_exptl_absorpt_correction_T_max  0.9341
_exptl_absorpt_process_details   '(Blessing 1951)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      223(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  'Stoe IPDS'
_diffrn_measurement_method       'w\ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16422
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.63
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3686
_reflns_number_gt                3321
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Stoe IPDS'
_computing_cell_refinement       'Stoe IPDS'
_computing_data_reduction        'Stoe IPDS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0611P)²+1.0399P] 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         3686
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.1040
_refine_ls_wR_factor_gt          0.1006
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.62902(3) 0.199926(19) 0.83813(2) 0.03048(13) Uani 1 1 d . . .
Cl1 Cl 0.40791(9) 0.27860(6) 0.86250(5) 0.0490(2) Uani 1 1 d . . .
Cl2 Cl 0.72491(8) 0.24691(4) 0.69267(4) 0.03546(17) Uani 1 1 d . . .
N1 N 0.7876(3) 0.27121(14) 0.90979(15) 0.0324(5) Uani 1 1 d . . .
N2 N 0.7988(2) 0.11523(13) 0.85869(13) 0.0272(4) Uani 1 1 d . . .
N3 N 0.5242(2) 0.09106(14) 0.79035(15) 0.0317(5) Uani 1 1 d . . .
N4 N 1.2971(2) -0.03918(14) 0.94526(15) 0.0327(5) Uani 1 1 d . . .
C1 C 0.7635(3) 0.35078(18) 0.93959(19) 0.0390(6) Uani 1 1 d . . .
H1 H 0.6682 0.3795 0.9245 0.047 Uiso 1 1 calc R . .
C2 C 0.8732(4) 0.39244(19) 0.9916(2) 0.0447(7) Uani 1 1 d . . .
H2 H 0.8529 0.4487 1.0116 0.054 Uiso 1 1 calc R . .
C3 C 1.0131(4) 0.35055(19) 1.0140(2) 0.0427(7) Uani 1 1 d . . .
H3 H 1.0887 0.3775 1.0503 0.051 Uiso 1 1 calc R . .
C4 C 1.0411(3) 0.26836(18) 0.98255(19) 0.0362(6) Uani 1 1 d . . .
H4 H 1.1369 0.2393 0.9961 0.043 Uiso 1 1 calc R . .
C5 C 0.9258(3) 0.22966(16) 0.93083(17) 0.0292(5) Uani 1 1 d . . .
C6 C 0.9339(3) 0.13966(16) 0.89957(16) 0.0280(5) Uani 1 1 d . . .
C7 C 1.0582(3) 0.08175(16) 0.91187(17) 0.0292(5) Uani 1 1 d . . .
H7 H 1.1538 0.0996 0.9388 0.035 Uiso 1 1 calc R . .
C8 C 1.0405(3) -0.00359(16) 0.88388(16) 0.0280(5) Uani 1 1 d . . .
C9 C 0.8966(3) -0.02736(16) 0.84290(17) 0.0303(5) Uani 1 1 d . . .
H9 H 0.8806 -0.0842 0.8236 0.036 Uiso 1 1 calc R . .
C10 C 0.7783(3) 0.03458(16) 0.83140(16) 0.0281(5) Uani 1 1 d . . .
C11 C 0.6203(3) 0.02079(16) 0.78908(17) 0.0291(5) Uani 1 1 d . . .
C12 C 0.5727(3) -0.05632(18) 0.75250(18) 0.0348(6) Uani 1 1 d . . .
H12 H 0.6414 -0.1044 0.7526 0.042 Uiso 1 1 calc R . .
C13 C 0.4203(3) -0.0612(2) 0.71536(19) 0.0397(6) Uani 1 1 d . . .
H13 H 0.3846 -0.1128 0.6898 0.048 Uiso 1 1 calc R . .
C14 C 0.3225(3) 0.0105(2) 0.71645(19) 0.0406(7) Uani 1 1 d . . .
H14 H 0.2194 0.0082 0.6917 0.049 Uiso 1 1 calc R . .
C15 C 0.3776(3) 0.08550(19) 0.75421(19) 0.0372(6) Uani 1 1 d . . .
H15 H 0.3105 0.1343 0.7547 0.045 Uiso 1 1 calc R . .
C16 C 1.1716(3) -0.06753(16) 0.89791(16) 0.0277(5) Uani 1 1 d . . .
C17 C 1.1650(3) -0.15005(17) 0.86419(19) 0.0347(6) Uani 1 1 d . . .
H17 H 1.0756 -0.1679 0.8315 0.042 Uiso 1 1 calc R . .
C18 C 1.2913(3) -0.20617(17) 0.8789(2) 0.0383(6) Uani 1 1 d . . .
H18 H 1.2895 -0.2624 0.8562 0.046 Uiso 1 1 calc R . .
C19 C 1.4199(3) -0.17801(18) 0.92767(19) 0.0357(6) Uani 1 1 d . . .
H19 H 1.5073 -0.2146 0.9392 0.043 Uiso 1 1 calc R . .
C20 C 1.4170(3) -0.09479(18) 0.95901(19) 0.0360(6) Uani 1 1 d . . .
H20 H 1.5050 -0.0759 0.9922 0.043 Uiso 1 1 calc R . .
O1 O 0.0019(3) 0.11532(16) 0.6662(2) 0.0624(7) Uani 1 1 d . . .
H1A H -0.0624 0.1536 0.6805 0.094 Uiso 1 1 calc R . .
C100 C -0.0643(5) 0.0660(3) 0.6004(3) 0.0706(11) Uani 1 1 d . . .
H10A H -0.1695 0.0457 0.6178 0.106 Uiso 1 1 calc R . .
H10B H 0.0047 0.0169 0.5888 0.106 Uiso 1 1 calc R . .
H10C H -0.0743 0.1007 0.5485 0.106 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 1.955(2) . ?
Cu1 N3 2.038(2) . ?
Cu1 N1 2.045(2) . ?
Cu1 Cl1 2.2424(8) . ?
Cu1 Cl2 2.4958(9) . ?
N1 C1 1.332(4) . ?
N1 C5 1.358(3) . ?
N2 C10 1.330(3) . ?
N2 C6 1.344(3) . ?
N3 C15 1.344(3) . ?
N3 C11 1.352(3) . ?
N4 C20 1.336(3) . ?
N4 C16 1.348(3) . ?
C1 C2 1.376(4) . ?
C1 H1 0.9400 . ?
C2 C3 1.378(4) . ?
C2 H2 0.9400 . ?
C3 C4 1.384(4) . ?
C3 H3 0.9400 . ?
C4 C5 1.384(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.478(3) . ?
C6 C7 1.383(3) . ?
C7 C8 1.399(4) . ?
C7 H7 0.9400 . ?
C8 C9 1.404(3) . ?
C8 C16 1.491(3) . ?
C9 C10 1.387(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.484(3) . ?
C11 C12 1.380(4) . ?
C12 C13 1.394(4) . ?
C12 H12 0.9400 . ?
C13 C14 1.378(4) . ?
C13 H13 0.9400 . ?
C14 C15 1.379(4) . ?
C14 H14 0.9400 . ?
C15 H15 0.9400 . ?
C16 C17 1.382(4) . ?
C17 C18 1.384(4) . ?
C17 H17 0.9400 . ?
C18 C19 1.378(4) . ?
C18 H18 0.9400 . ?
C19 C20 1.378(4) . ?
C19 H19 0.9400 . ?
C20 H20 0.9400 . ?
O1 C100 1.386(5) . ?
O1 H1A 0.8300 . ?
C100 H10A 0.9700 . ?
C100 H10B 0.9700 . ?
C100 H10C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Cu1 N3 79.17(8) . . ?
N2 Cu1 N1 78.98(9) . . ?
N3 Cu1 N1 156.79(8) . . ?
N2 Cu1 Cl1 158.81(7) . . ?
N3 Cu1 Cl1 99.18(7) . . ?
N1 Cu1 Cl1 98.35(7) . . ?
N2 Cu1 Cl2 96.24(7) . . ?
N3 Cu1 Cl2 93.07(7) . . ?
N1 Cu1 Cl2 96.98(7) . . ?
Cl1 Cu1 Cl2 104.95(3) . . ?
C1 N1 C5 119.0(2) . . ?
C1 N1 Cu1 126.13(18) . . ?
C5 N1 Cu1 114.80(17) . . ?
C10 N2 C6 121.3(2) . . ?
C10 N2 Cu1 119.18(16) . . ?
C6 N2 Cu1 119.47(17) . . ?
C15 N3 C11 118.7(2) . . ?
C15 N3 Cu1 126.28(19) . . ?
C11 N3 Cu1 114.77(16) . . ?
C20 N4 C16 117.0(2) . . ?
N1 C1 C2 122.4(3) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C1 C2 C3 119.0(3) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C2 C3 C4 119.3(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 119.0(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 121.3(2) . . ?
N1 C5 C6 114.1(2) . . ?
C4 C5 C6 124.4(2) . . ?
N2 C6 C7 120.5(2) . . ?
N2 C6 C5 112.4(2) . . ?
C7 C6 C5 127.1(2) . . ?
C6 C7 C8 119.5(2) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C7 C8 C9 118.5(2) . . ?
C7 C8 C16 120.5(2) . . ?
C9 C8 C16 121.1(2) . . ?
C10 C9 C8 118.8(2) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
N2 C10 C9 121.3(2) . . ?
N2 C10 C11 112.8(2) . . ?
C9 C10 C11 125.9(2) . . ?
N3 C11 C12 122.3(2) . . ?
N3 C11 C10 113.7(2) . . ?
C12 C11 C10 124.0(2) . . ?
C11 C12 C13 118.4(3) . . ?
C11 C12 H12 120.8 . . ?
C13 C12 H12 120.8 . . ?
C14 C13 C12 119.3(3) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C15 119.3(2) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
N3 C15 C14 122.0(3) . . ?
N3 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
N4 C16 C17 122.4(2) . . ?
N4 C16 C8 115.4(2) . . ?
C17 C16 C8 122.2(2) . . ?
C16 C17 C18 119.4(2) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C19 C18 C17 118.7(2) . . ?
C19 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
C20 C19 C18 118.3(2) . . ?
C20 C19 H19 120.9 . . ?
C18 C19 H19 120.9 . . ?
N4 C20 C19 124.2(2) . . ?
N4 C20 H20 117.9 . . ?
C19 C20 H20 117.9 . . ?
C100 O1 H1A 109.5 . . ?
O1 C100 H10A 109.5 . . ?
O1 C100 H10B 109.5 . . ?
H10A C100 H10B 109.5 . . ?
O1 C100 H10C 109.5 . . ?
H10A C100 H10C 109.5 . . ?
H10B C100 H10C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.069

# Attachment 'JB666.CIF'

data_jb666
_database_code_depnum_ccdc_archive 'CCDC 732266'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C80 H60 Cl8 Cu3 Fe2 N16 O2, 4(H2 O), 2(Cl)'
_chemical_formula_sum            'C80 H68 Cl10 Cu3 Fe2 N16 O6'
_chemical_formula_weight         2006.35

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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'
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  -P1

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

_cell_length_a                   11.894(2)
_cell_length_b                   13.086(3)
_cell_length_c                   14.509(3)
_cell_angle_alpha                108.38(3)
_cell_angle_beta                 105.60(3)
_cell_angle_gamma                96.33(3)
_cell_volume                     2016.6(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            'dark blue'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1017
_exptl_absorpt_coefficient_mu    1.526
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7301
_exptl_absorpt_correction_T_max  0.9415
_exptl_absorpt_process_details   '(Blessing 1951)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(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  'Stoe IPDS'
_diffrn_measurement_method       'w\ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35690
_diffrn_reflns_av_R_equivalents  0.1837
_diffrn_reflns_av_sigmaI/netI    0.0941
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         25.05
_reflns_number_total             7142
_reflns_number_gt                5662
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Stoe IPDS'
_computing_cell_refinement       'Stoe IPDS'
_computing_data_reduction        'Stoe IPDS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0935P)²+4.4095P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7142
_refine_ls_number_parameters     547
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0985
_refine_ls_R_factor_gt           0.0789
_refine_ls_wR_factor_ref         0.2082
_refine_ls_wR_factor_gt          0.1946
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.118
_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
Fe1 Fe -0.34424(8) 0.23214(7) -0.13354(6) 0.0300(2) Uani 1 1 d . . .
Cu1 Cu 0.5000 0.5000 0.5000 0.0345(3) Uani 1 2 d S . .
Cu2 Cu -1.12933(8) -0.08857(7) -0.81470(7) 0.0450(3) Uani 1 1 d . . .
Cl1 Cl -1.2230(2) 0.05006(16) -0.79358(17) 0.0675(6) Uani 1 1 d . . .
Cl2 Cl -1.18925(17) -0.26009(15) -0.82282(16) 0.0572(5) Uani 1 1 d . . .
Cl3 Cl -1.1156(2) -0.1195(2) -0.97001(17) 0.0757(7) Uani 1 1 d . . .
Cl4 Cl 0.53410(15) 0.65073(12) 0.45441(12) 0.0393(4) Uani 1 1 d . . .
N1 N -0.4064(4) 0.1999(4) -0.0298(4) 0.0315(11) Uani 1 1 d . . .
N2 N -0.2025(4) 0.2843(4) -0.0220(4) 0.0317(11) Uani 1 1 d . . .
N3 N -0.2380(5) 0.2879(4) -0.1991(4) 0.0335(11) Uani 1 1 d . . .
N4 N 0.3432(5) 0.4397(4) 0.3836(4) 0.0319(11) Uani 1 1 d . . .
C1 C -0.5202(6) 0.1563(5) -0.0413(5) 0.0376(14) Uani 1 1 d . . .
H1A H -0.5785 0.1339 -0.1072 0.045 Uiso 1 1 calc R . .
C2 C -0.5556(6) 0.1430(6) 0.0378(6) 0.0439(16) Uani 1 1 d . . .
H2A H -0.6355 0.1088 0.0256 0.053 Uiso 1 1 calc R . .
C3 C -0.4728(6) 0.1804(6) 0.1356(6) 0.0445(16) Uani 1 1 d . . .
H3A H -0.4962 0.1761 0.1922 0.053 Uiso 1 1 calc R . .
C4 C -0.3559(6) 0.2237(5) 0.1492(5) 0.0379(14) Uani 1 1 d . . .
H4A H -0.2973 0.2483 0.2151 0.045 Uiso 1 1 calc R . .
C5 C -0.3246(5) 0.2311(5) 0.0656(5) 0.0327(13) Uani 1 1 d . . .
C6 C -0.2031(5) 0.2738(5) 0.0694(5) 0.0304(12) Uani 1 1 d . . .
C7 C -0.0966(6) 0.2993(5) 0.1485(5) 0.0349(13) Uani 1 1 d . . .
H7A H -0.0969 0.2909 0.2112 0.042 Uiso 1 1 calc R . .
C8 C 0.0103(6) 0.3370(5) 0.1368(5) 0.0369(14) Uani 1 1 d . . .
C9 C 0.0078(5) 0.3497(5) 0.0421(5) 0.0313(13) Uani 1 1 d . . .
H9A H 0.0795 0.3766 0.0323 0.038 Uiso 1 1 calc R . .
C10 C -0.1003(6) 0.3223(5) -0.0349(5) 0.0335(13) Uani 1 1 d . . .
C11 C -0.1218(5) 0.3286(5) -0.1383(5) 0.0313(13) Uani 1 1 d . . .
C12 C -0.0378(6) 0.3757(5) -0.1706(5) 0.0386(14) Uani 1 1 d . . .
H12A H 0.0420 0.4057 -0.1258 0.046 Uiso 1 1 calc R . .
C13 C -0.0697(7) 0.3796(6) -0.2687(6) 0.0428(15) Uani 1 1 d . . .
H13A H -0.0125 0.4098 -0.2930 0.051 Uiso 1 1 calc R . .
C14 C -0.1885(6) 0.3376(5) -0.3299(5) 0.0391(15) Uani 1 1 d . . .
H14A H -0.2142 0.3399 -0.3970 0.047 Uiso 1 1 calc R . .
C15 C -0.2680(6) 0.2930(5) -0.2932(5) 0.0367(14) Uani 1 1 d . . .
H15A H -0.3486 0.2642 -0.3365 0.044 Uiso 1 1 calc R . .
C16 C 0.1253(5) 0.3667(5) 0.2204(5) 0.0332(13) Uani 1 1 d . . .
C17 C 0.1297(6) 0.3883(5) 0.3225(5) 0.0382(14) Uani 1 1 d . . .
H17A H 0.0577 0.3794 0.3384 0.046 Uiso 1 1 calc R . .
C18 C 0.2379(6) 0.4223(5) 0.3997(5) 0.0361(14) Uani 1 1 d . . .
H18A H 0.2381 0.4341 0.4678 0.043 Uiso 1 1 calc R . .
C19 C 0.3391(6) 0.4167(5) 0.2848(5) 0.0372(14) Uani 1 1 d . . .
H19A H 0.4125 0.4278 0.2714 0.045 Uiso 1 1 calc R . .
C20 C 0.2366(6) 0.3786(5) 0.2038(5) 0.0402(15) Uani 1 1 d . . .
H20A H 0.2399 0.3600 0.1360 0.048 Uiso 1 1 calc R . .
N5 N -0.4075(4) 0.3683(4) -0.1156(4) 0.0325(11) Uani 1 1 d . . .
N6 N -0.4836(5) 0.1775(4) -0.2466(4) 0.0333(11) Uani 1 1 d . . .
N7 N -0.3236(5) 0.0794(4) -0.1919(4) 0.0358(12) Uani 1 1 d . . .
N8 N -1.0061(5) -0.0276(5) -0.6753(4) 0.0421(13) Uani 1 1 d . . .
C21 C -0.3544(6) 0.4698(5) -0.0464(5) 0.0357(14) Uani 1 1 d . . .
H21A H -0.2808 0.4791 0.0049 0.043 Uiso 1 1 calc R . .
C22 C -0.4025(6) 0.5615(5) -0.0466(5) 0.0388(14) Uani 1 1 d . . .
H22A H -0.3620 0.6322 0.0031 0.047 Uiso 1 1 calc R . .
C23 C -0.5099(6) 0.5488(5) -0.1200(6) 0.0426(16) Uani 1 1 d . . .
H23A H -0.5449 0.6104 -0.1212 0.051 Uiso 1 1 calc R . .
C24 C -0.5657(6) 0.4452(5) -0.1917(5) 0.0380(14) Uani 1 1 d . . .
H24A H -0.6398 0.4348 -0.2427 0.046 Uiso 1 1 calc R . .
C25 C -0.5132(6) 0.3563(5) -0.1893(5) 0.0365(14) Uani 1 1 d . . .
C26 C -0.5589(6) 0.2444(5) -0.2634(5) 0.0323(13) Uani 1 1 d . . .
C27 C -0.6647(6) 0.2061(5) -0.3456(5) 0.0362(14) Uani 1 1 d . . .
H27A H -0.7188 0.2530 -0.3548 0.043 Uiso 1 1 calc R . .
C28 C -0.6903(6) 0.0978(5) -0.4141(5) 0.0366(14) Uani 1 1 d . . .
C29 C -0.6091(6) 0.0309(5) -0.3962(5) 0.0354(14) Uani 1 1 d . . .
H29A H -0.6246 -0.0431 -0.4422 0.043 Uiso 1 1 calc R . .
C30 C -0.5070(6) 0.0718(5) -0.3124(5) 0.0345(13) Uani 1 1 d . . .
C31 C -0.4123(6) 0.0155(5) -0.2797(5) 0.0372(14) Uani 1 1 d . . .
C32 C -0.4102(6) -0.0930(5) -0.3330(5) 0.0392(15) Uani 1 1 d . . .
H32A H -0.4724 -0.1363 -0.3948 0.047 Uiso 1 1 calc R . .
C33 C -0.3155(7) -0.1363(5) -0.2940(6) 0.0466(17) Uani 1 1 d . . .
H33A H -0.3117 -0.2100 -0.3290 0.056 Uiso 1 1 calc R . .
C34 C -0.2274(7) -0.0725(6) -0.2048(6) 0.0471(17) Uani 1 1 d . . .
H34A H -0.1625 -0.1019 -0.1772 0.057 Uiso 1 1 calc R . .
C35 C -0.2329(6) 0.0357(5) -0.1544(5) 0.0382(14) Uani 1 1 d . . .
H35A H -0.1713 0.0794 -0.0923 0.046 Uiso 1 1 calc R . .
C36 C -0.8007(6) 0.0549(5) -0.5021(5) 0.0393(15) Uani 1 1 d . . .
C37 C -0.8550(7) -0.0555(6) -0.5453(6) 0.054(2) Uani 1 1 d . . .
H37A H -0.8220 -0.1056 -0.5163 0.065 Uiso 1 1 calc R . .
C38 C -0.9555(7) -0.0936(6) -0.6290(6) 0.054(2) Uani 1 1 d . . .
H38A H -0.9915 -0.1699 -0.6559 0.064 Uiso 1 1 calc R . .
C39 C -0.9564(7) 0.0801(6) -0.6305(6) 0.0464(17) Uani 1 1 d . . .
H39A H -0.9934 0.1286 -0.6595 0.056 Uiso 1 1 calc R . .
C40 C -0.8557(7) 0.1261(6) -0.5456(6) 0.0476(18) Uani 1 1 d . . .
H40A H -0.8243 0.2034 -0.5174 0.057 Uiso 1 1 calc R . .
Cl5 Cl 0.16517(18) 0.4883(2) -0.35298(17) 0.0604(5) Uani 1 1 d . . .
O2 O -0.2809(5) 0.2101(4) -0.5984(4) 0.0531(13) Uani 1 1 d D . .
H2B H -0.212(5) 0.256(6) -0.575(7) 0.064 Uiso 1 1 d D . .
H2C H -0.286(8) 0.150(5) -0.649(5) 0.064 Uiso 1 1 d D . .
O3 O -0.0687(6) 0.3506(6) -0.5423(6) 0.0710(17) Uani 1 1 d D . .
H3B H -0.004(6) 0.334(9) -0.510(8) 0.085 Uiso 1 1 d D . .
H3C H -0.033(9) 0.418(4) -0.505(7) 0.085 Uiso 1 1 d D . .
O1 O 0.5988(5) 0.3907(4) 0.3774(4) 0.0457(11) Uani 1 1 d D . .
H1B H 0.657(6) 0.433(6) 0.373(7) 0.055 Uiso 1 1 d D . .
H1C H 0.611(7) 0.329(5) 0.384(7) 0.055 Uiso 1 1 d 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
Fe1 N6 1.867(5) . ?
Fe1 N2 1.874(5) . ?
Fe1 N5 1.979(5) . ?
Fe1 N3 1.979(6) . ?
Fe1 N1 1.979(5) . ?
Fe1 N7 1.982(5) . ?
Cu1 N4 2.023(5) . ?
Cu1 N4 2.023(5) 2_666 ?
Cu1 Cl4 2.2985(16) 2_666 ?
Cu1 Cl4 2.2985(16) . ?
Cu2 N8 2.001(5) . ?
Cu2 Cl3 2.215(3) . ?
Cu2 Cl1 2.215(2) . ?
Cu2 Cl2 2.235(2) . ?
N1 C1 1.354(8) . ?
N1 C5 1.364(8) . ?
N2 C10 1.344(8) . ?
N2 C6 1.377(8) . ?
N3 C15 1.340(8) . ?
N3 C11 1.363(8) . ?
N4 C18 1.342(9) . ?
N4 C19 1.355(8) . ?
C1 C2 1.375(10) . ?
C1 H1A 0.9500 . ?
C2 C3 1.389(10) . ?
C2 H2A 0.9500 . ?
C3 C4 1.379(10) . ?
C3 H3A 0.9500 . ?
C4 C5 1.388(9) . ?
C4 H4A 0.9500 . ?
C5 C6 1.471(9) . ?
C6 C7 1.384(9) . ?
C7 C8 1.386(9) . ?
C7 H7A 0.9500 . ?
C8 C9 1.428(9) . ?
C8 C16 1.478(9) . ?
C9 C10 1.380(9) . ?
C9 H9A 0.9500 . ?
C10 C11 1.483(9) . ?
C11 C12 1.376(9) . ?
C12 C13 1.389(10) . ?
C12 H12A 0.9500 . ?
C13 C14 1.390(10) . ?
C13 H13A 0.9500 . ?
C14 C15 1.364(10) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C16 C17 1.404(9) . ?
C16 C20 1.408(10) . ?
C17 C18 1.376(9) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 C20 1.357(9) . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9500 . ?
N5 C21 1.344(8) . ?
N5 C25 1.370(8) . ?
N6 C26 1.348(8) . ?
N6 C30 1.357(8) . ?
N7 C35 1.343(8) . ?
N7 C31 1.358(8) . ?
N8 C39 1.338(9) . ?
N8 C38 1.351(10) . ?
C21 C22 1.386(9) . ?
C21 H21A 0.9500 . ?
C22 C23 1.380(10) . ?
C22 H22A 0.9500 . ?
C23 C24 1.379(9) . ?
C23 H23A 0.9500 . ?
C24 C25 1.385(9) . ?
C24 H24A 0.9500 . ?
C25 C26 1.453(9) . ?
C26 C27 1.390(9) . ?
C27 C28 1.394(9) . ?
C27 H27A 0.9500 . ?
C28 C29 1.401(9) . ?
C28 C36 1.467(9) . ?
C29 C30 1.376(9) . ?
C29 H29A 0.9500 . ?
C30 C31 1.467(9) . ?
C31 C32 1.393(9) . ?
C32 C33 1.382(10) . ?
C32 H32A 0.9500 . ?
C33 C34 1.366(10) . ?
C33 H33A 0.9500 . ?
C34 C35 1.391(9) . ?
C34 H34A 0.9500 . ?
C35 H35A 0.9500 . ?
C36 C37 1.379(10) . ?
C36 C40 1.407(10) . ?
C37 C38 1.363(10) . ?
C37 H37A 0.9500 . ?
C38 H38A 0.9500 . ?
C39 C40 1.376(10) . ?
C39 H39A 0.9500 . ?
C40 H40A 0.9500 . ?
O2 H2B 0.87(4) . ?
O2 H2C 0.87(4) . ?
O3 H3B 0.87(4) . ?
O3 H3C 0.87(4) . ?
O1 H1B 0.87(4) . ?
O1 H1C 0.87(4) . ?

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
N6 Fe1 N2 178.5(2) . . ?
N6 Fe1 N5 81.0(2) . . ?
N2 Fe1 N5 100.3(2) . . ?
N6 Fe1 N3 98.2(2) . . ?
N2 Fe1 N3 81.1(2) . . ?
N5 Fe1 N3 88.4(2) . . ?
N6 Fe1 N1 99.6(2) . . ?
N2 Fe1 N1 81.2(2) . . ?
N5 Fe1 N1 92.2(2) . . ?
N3 Fe1 N1 162.2(2) . . ?
N6 Fe1 N7 81.1(2) . . ?
N2 Fe1 N7 97.6(2) . . ?
N5 Fe1 N7 162.0(2) . . ?
N3 Fe1 N7 92.0(2) . . ?
N1 Fe1 N7 92.9(2) . . ?
N4 Cu1 N4 180.000(1) . 2_666 ?
N4 Cu1 Cl4 89.79(15) . 2_666 ?
N4 Cu1 Cl4 90.21(15) 2_666 2_666 ?
N4 Cu1 Cl4 90.21(15) . . ?
N4 Cu1 Cl4 89.79(15) 2_666 . ?
Cl4 Cu1 Cl4 180.00(3) 2_666 . ?
N8 Cu2 Cl3 132.0(2) . . ?
N8 Cu2 Cl1 96.61(17) . . ?
Cl3 Cu2 Cl1 102.35(11) . . ?
N8 Cu2 Cl2 99.70(19) . . ?
Cl3 Cu2 Cl2 101.32(11) . . ?
Cl1 Cu2 Cl2 129.36(10) . . ?
C1 N1 C5 117.0(6) . . ?
C1 N1 Fe1 127.8(4) . . ?
C5 N1 Fe1 115.0(4) . . ?
C10 N2 C6 121.1(5) . . ?
C10 N2 Fe1 119.6(4) . . ?
C6 N2 Fe1 119.0(4) . . ?
C15 N3 C11 117.7(6) . . ?
C15 N3 Fe1 127.7(5) . . ?
C11 N3 Fe1 114.6(4) . . ?
C18 N4 C19 116.4(5) . . ?
C18 N4 Cu1 122.3(4) . . ?
C19 N4 Cu1 121.3(4) . . ?
N1 C1 C2 123.3(6) . . ?
N1 C1 H1A 118.4 . . ?
C2 C1 H1A 118.4 . . ?
C1 C2 C3 119.1(6) . . ?
C1 C2 H2A 120.5 . . ?
C3 C2 H2A 120.5 . . ?
C4 C3 C2 118.8(7) . . ?
C4 C3 H3A 120.6 . . ?
C2 C3 H3A 120.6 . . ?
C3 C4 C5 119.4(6) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
N1 C5 C4 122.3(6) . . ?
N1 C5 C6 112.9(5) . . ?
C4 C5 C6 124.8(6) . . ?
N2 C6 C7 119.8(6) . . ?
N2 C6 C5 111.4(5) . . ?
C7 C6 C5 128.8(6) . . ?
C6 C7 C8 120.3(6) . . ?
C6 C7 H7A 119.8 . . ?
C8 C7 H7A 119.8 . . ?
C7 C8 C9 118.6(6) . . ?
C7 C8 C16 121.7(6) . . ?
C9 C8 C16 119.7(6) . . ?
C10 C9 C8 119.0(6) . . ?
C10 C9 H9A 120.5 . . ?
C8 C9 H9A 120.5 . . ?
N2 C10 C9 121.1(6) . . ?
N2 C10 C11 111.6(5) . . ?
C9 C10 C11 127.3(6) . . ?
N3 C11 C12 121.7(6) . . ?
N3 C11 C10 112.8(5) . . ?
C12 C11 C10 125.4(6) . . ?
C11 C12 C13 120.0(6) . . ?
C11 C12 H12A 120.0 . . ?
C13 C12 H12A 120.0 . . ?
C12 C13 C14 117.6(7) . . ?
C12 C13 H13A 121.2 . . ?
C14 C13 H13A 121.2 . . ?
C15 C14 C13 119.7(6) . . ?
C15 C14 H14A 120.2 . . ?
C13 C14 H14A 120.2 . . ?
N3 C15 C14 123.3(6) . . ?
N3 C15 H15A 118.4 . . ?
C14 C15 H15A 118.4 . . ?
C17 C16 C20 115.8(6) . . ?
C17 C16 C8 121.4(6) . . ?
C20 C16 C8 122.8(6) . . ?
C18 C17 C16 120.3(6) . . ?
C18 C17 H17A 119.9 . . ?
C16 C17 H17A 119.9 . . ?
N4 C18 C17 123.3(6) . . ?
N4 C18 H18A 118.4 . . ?
C17 C18 H18A 118.4 . . ?
N4 C19 C20 124.0(6) . . ?
N4 C19 H19A 118.0 . . ?
C20 C19 H19A 118.0 . . ?
C19 C20 C16 120.0(6) . . ?
C19 C20 H20A 120.0 . . ?
C16 C20 H20A 120.0 . . ?
C21 N5 C25 118.0(5) . . ?
C21 N5 Fe1 127.6(4) . . ?
C25 N5 Fe1 114.1(4) . . ?
C26 N6 C30 120.5(5) . . ?
C26 N6 Fe1 119.6(4) . . ?
C30 N6 Fe1 119.9(4) . . ?
C35 N7 C31 119.0(5) . . ?
C35 N7 Fe1 127.0(5) . . ?
C31 N7 Fe1 114.1(4) . . ?
C39 N8 C38 116.2(6) . . ?
C39 N8 Cu2 121.2(5) . . ?
C38 N8 Cu2 121.9(5) . . ?
N5 C21 C22 122.7(6) . . ?
N5 C21 H21A 118.7 . . ?
C22 C21 H21A 118.7 . . ?
C23 C22 C21 119.2(6) . . ?
C23 C22 H22A 120.4 . . ?
C21 C22 H22A 120.4 . . ?
C24 C23 C22 118.9(6) . . ?
C24 C23 H23A 120.5 . . ?
C22 C23 H23A 120.5 . . ?
C23 C24 C25 119.8(6) . . ?
C23 C24 H24A 120.1 . . ?
C25 C24 H24A 120.1 . . ?
N5 C25 C24 121.4(6) . . ?
N5 C25 C26 113.2(5) . . ?
C24 C25 C26 125.3(6) . . ?
N6 C26 C27 121.2(6) . . ?
N6 C26 C25 112.0(5) . . ?
C27 C26 C25 126.7(6) . . ?
C26 C27 C28 119.1(6) . . ?
C26 C27 H27A 120.4 . . ?
C28 C27 H27A 120.4 . . ?
C27 C28 C29 118.5(6) . . ?
C27 C28 C36 120.6(6) . . ?
C29 C28 C36 120.9(6) . . ?
C30 C29 C28 120.2(5) . . ?
C30 C29 H29A 119.9 . . ?
C28 C29 H29A 119.9 . . ?
N6 C30 C29 120.4(6) . . ?
N6 C30 C31 110.9(5) . . ?
C29 C30 C31 128.7(6) . . ?
N7 C31 C32 121.8(6) . . ?
N7 C31 C30 114.0(5) . . ?
C32 C31 C30 124.2(6) . . ?
C33 C32 C31 118.5(6) . . ?
C33 C32 H32A 120.7 . . ?
C31 C32 H32A 120.7 . . ?
C34 C33 C32 119.5(6) . . ?
C34 C33 H33A 120.2 . . ?
C32 C33 H33A 120.2 . . ?
C33 C34 C35 120.0(6) . . ?
C33 C34 H34A 120.0 . . ?
C35 C34 H34A 120.0 . . ?
N7 C35 C34 121.2(6) . . ?
N7 C35 H35A 119.4 . . ?
C34 C35 H35A 119.4 . . ?
C37 C36 C40 117.3(6) . . ?
C37 C36 C28 122.1(6) . . ?
C40 C36 C28 120.6(6) . . ?
C38 C37 C36 120.8(7) . . ?
C38 C37 H37A 119.6 . . ?
C36 C37 H37A 119.6 . . ?
N8 C38 C37 122.8(7) . . ?
N8 C38 H38A 118.6 . . ?
C37 C38 H38A 118.6 . . ?
N8 C39 C40 125.0(7) . . ?
N8 C39 H39A 117.5 . . ?
C40 C39 H39A 117.5 . . ?
C39 C40 C36 117.8(6) . . ?
C39 C40 H40A 121.1 . . ?
C36 C40 H40A 121.1 . . ?
H2B O2 H2C 114(9) . . ?
H3B O3 H3C 85(10) . . ?
H1B O1 H1C 118(8) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.704
_refine_diff_density_min         -1.017
_refine_diff_density_rms         0.127

# Attachment 'JB667.CIF'

data_jb667r
_database_code_depnum_ccdc_archive 'CCDC 732267'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 Cl2 Cu N4, 4(H2 O), Cl'
_chemical_formula_sum            'C20 H23 Cl3 Cu N4 O4'
_chemical_formula_weight         553.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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  -P1

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

_cell_length_a                   7.7958(16)
_cell_length_b                   11.045(2)
_cell_length_c                   13.785(3)
_cell_angle_alpha                88.48(3)
_cell_angle_beta                 85.04(3)
_cell_angle_gamma                88.29(3)
_cell_volume                     1181.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             562
_exptl_absorpt_coefficient_mu    1.297
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5356
_exptl_absorpt_correction_T_max  0.9745
_exptl_absorpt_process_details   '(Blessing 1951)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      223(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  'Stoe IPDS'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22384
_diffrn_reflns_av_R_equivalents  0.1587
_diffrn_reflns_av_sigmaI/netI    0.0766
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         25.04
_reflns_number_total             4185
_reflns_number_gt                3804
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Stoe IPDS'
_computing_cell_refinement       'Stoe IPDS'
_computing_data_reduction        'Stoe IPDS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1056P)²+1.4327P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4185
_refine_ls_number_parameters     310
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0647
_refine_ls_wR_factor_ref         0.1775
_refine_ls_wR_factor_gt          0.1722
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.42093(5) 0.83648(4) 0.03939(3) 0.0276(2) Uani 1 1 d . . .
Cl1 Cl 0.22590(13) 0.96318(10) 0.11053(9) 0.0391(3) Uani 1 1 d . . .
N1 N 0.5897(4) 0.8241(3) 0.1456(3) 0.0295(7) Uani 1 1 d . . .
C1 C 0.5585(5) 0.8545(4) 0.2378(3) 0.0351(9) Uani 1 1 d . . .
H1A H 0.4497 0.8880 0.2586 0.042 Uiso 1 1 calc R . .
Cl2 Cl 0.29677(12) 0.62854(9) 0.08849(7) 0.0316(3) Uani 1 1 d . . .
N2 N 0.6236(4) 0.7690(3) -0.0341(2) 0.0260(7) Uani 1 1 d . . .
C2 C 0.6809(6) 0.8386(4) 0.3051(3) 0.0375(10) Uani 1 1 d . . .
H2A H 0.6539 0.8593 0.3704 0.045 Uiso 1 1 calc R . .
N3 N 0.3440(4) 0.8471(3) -0.0988(2) 0.0273(7) Uani 1 1 d . . .
C3 C 0.8421(6) 0.7920(4) 0.2748(3) 0.0376(10) Uani 1 1 d . . .
H3A H 0.9277 0.7828 0.3186 0.045 Uiso 1 1 calc R . .
N4 N 1.3352(4) 0.4879(4) -0.2878(3) 0.0347(8) Uani 1 1 d D . .
H4 H 1.433(4) 0.465(5) -0.322(3) 0.042 Uiso 1 1 d D . .
C4 C 0.8758(5) 0.7590(4) 0.1785(3) 0.0327(9) Uani 1 1 d . . .
H4A H 0.9847 0.7268 0.1562 0.039 Uiso 1 1 calc R . .
C5 C 0.7469(5) 0.7742(4) 0.1153(3) 0.0276(8) Uani 1 1 d . . .
C6 C 0.7627(5) 0.7395(4) 0.0125(3) 0.0266(8) Uani 1 1 d . . .
C7 C 0.9051(5) 0.6814(4) -0.0365(3) 0.0278(8) Uani 1 1 d . . .
H7A H 1.0026 0.6597 -0.0036 0.033 Uiso 1 1 calc R . .
C8 C 0.9010(5) 0.6561(4) -0.1344(3) 0.0255(8) Uani 1 1 d . . .
C9 C 0.7560(5) 0.6927(4) -0.1824(3) 0.0269(8) Uani 1 1 d . . .
H9A H 0.7513 0.6782 -0.2490 0.032 Uiso 1 1 calc R . .
C10 C 0.6190(5) 0.7511(4) -0.1292(3) 0.0263(8) Uani 1 1 d . . .
C11 C 0.4583(5) 0.7997(4) -0.1681(3) 0.0267(8) Uani 1 1 d . . .
C12 C 0.4264(5) 0.7988(4) -0.2649(3) 0.0336(9) Uani 1 1 d . . .
H12A H 0.5098 0.7672 -0.3116 0.040 Uiso 1 1 calc R . .
C13 C 0.2695(5) 0.8452(5) -0.2930(3) 0.0384(10) Uani 1 1 d . . .
H13A H 0.2434 0.8435 -0.3583 0.046 Uiso 1 1 calc R . .
C14 C 0.1531(5) 0.8941(4) -0.2219(3) 0.0363(10) Uani 1 1 d . . .
H14A H 0.0468 0.9271 -0.2387 0.044 Uiso 1 1 calc R . .
C15 C 0.1935(5) 0.8940(4) -0.1269(3) 0.0325(9) Uani 1 1 d . . .
H15A H 0.1134 0.9279 -0.0796 0.039 Uiso 1 1 calc R . .
C16 C 1.0495(5) 0.5923(4) -0.1886(3) 0.0275(8) Uani 1 1 d . . .
C17 C 1.0504(6) 0.5672(5) -0.2860(3) 0.0388(10) Uani 1 1 d . . .
H17A H 0.9521 0.5859 -0.3191 0.047 Uiso 1 1 calc R . .
C18 C 1.1944(6) 0.5150(5) -0.3352(3) 0.0418(11) Uani 1 1 d . . .
H18A H 1.1943 0.4983 -0.4017 0.050 Uiso 1 1 calc R . .
C19 C 1.3369(5) 0.5067(4) -0.1930(3) 0.0327(9) Uani 1 1 d . . .
H19A H 1.4353 0.4843 -0.1612 0.039 Uiso 1 1 calc R . .
C20 C 1.1954(5) 0.5588(4) -0.1408(3) 0.0307(9) Uani 1 1 d . . .
H20A H 1.1973 0.5717 -0.0738 0.037 Uiso 1 1 calc R . .
O4 O 1.4712(6) 0.3789(5) -0.4907(4) 0.0717(12) Uani 1 1 d D . .
H4B H 1.558(7) 0.325(5) -0.488(6) 0.086 Uiso 1 1 d D . .
H4C H 1.510(10) 0.416(7) -0.546(3) 0.086 Uiso 1 1 d D . .
Cl3 Cl 0.1680(3) 0.7460(2) -0.53521(15) 0.0785(7) Uani 0.67 1 d P . .
Cl4 Cl 0.8194(4) 0.7489(3) -0.4427(2) 0.0842(10) Uani 0.33 1 d P . .
O6 O 0.1680(3) 0.7460(2) -0.53521(15) 0.0785(7) Uani 0.33 1 d P . .
O7 O 0.8194(4) 0.7489(3) -0.4427(2) 0.0842(10) Uani 0.67 1 d P . .
O5 O 0.3527(9) 0.9979(6) -0.5534(5) 0.1022(19) Uani 1 1 d D . .
H5B H 0.315(10) 1.076(3) -0.557(7) 0.123 Uiso 1 1 d D . .
H5C H 0.267(8) 0.947(6) -0.563(7) 0.123 Uiso 1 1 d D . .
O3 O 1.6747(4) 0.4252(4) -0.3103(3) 0.0535(10) Uani 1 1 d D . .
H3B H 1.690(8) 0.404(6) -0.248(2) 0.064 Uiso 1 1 d D . .
H3C H 1.711(8) 0.369(5) -0.353(4) 0.064 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 1.942(3) . ?
Cu1 N3 2.046(3) . ?
Cu1 N1 2.051(3) . ?
Cu1 Cl1 2.2180(13) . ?
Cu1 Cl2 2.5704(13) . ?
N1 C1 1.323(6) . ?
N1 C5 1.365(5) . ?
C1 C2 1.391(6) . ?
C1 H1A 0.9400 . ?
N2 C6 1.335(5) . ?
N2 C10 1.335(5) . ?
C2 C3 1.379(6) . ?
C2 H2A 0.9400 . ?
N3 C15 1.352(5) . ?
N3 C11 1.353(5) . ?
C3 C4 1.387(6) . ?
C3 H3A 0.9400 . ?
N4 C19 1.329(6) . ?
N4 C18 1.347(6) . ?
N4 H4 0.90(2) . ?
C4 C5 1.389(6) . ?
C4 H4A 0.9400 . ?
C5 C6 1.471(6) . ?
C6 C7 1.397(5) . ?
C7 C8 1.390(6) . ?
C7 H7A 0.9400 . ?
C8 C9 1.402(5) . ?
C8 C16 1.492(5) . ?
C9 C10 1.394(6) . ?
C9 H9A 0.9400 . ?
C10 C11 1.485(5) . ?
C11 C12 1.379(6) . ?
C12 C13 1.394(6) . ?
C12 H12A 0.9400 . ?
C13 C14 1.386(7) . ?
C13 H13A 0.9400 . ?
C14 C15 1.374(6) . ?
C14 H14A 0.9400 . ?
C15 H15A 0.9400 . ?
C16 C17 1.377(6) . ?
C16 C20 1.398(5) . ?
C17 C18 1.380(6) . ?
C17 H17A 0.9400 . ?
C18 H18A 0.9400 . ?
C19 C20 1.384(6) . ?
C19 H19A 0.9400 . ?
C20 H20A 0.9400 . ?
O4 H4B 0.89(2) . ?
O4 H4C 0.89(2) . ?
O5 H5B 0.91(2) . ?
O5 H5C 0.90(2) . ?
O3 H3B 0.90(2) . ?
O3 H3C 0.89(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
N2 Cu1 N3 79.25(13) . . ?
N2 Cu1 N1 79.56(14) . . ?
N3 Cu1 N1 157.26(14) . . ?
N2 Cu1 Cl1 163.45(11) . . ?
N3 Cu1 Cl1 98.77(10) . . ?
N1 Cu1 Cl1 99.17(10) . . ?
N2 Cu1 Cl2 94.18(10) . . ?
N3 Cu1 Cl2 97.63(10) . . ?
N1 Cu1 Cl2 92.07(11) . . ?
Cl1 Cu1 Cl2 102.36(5) . . ?
C1 N1 C5 119.0(4) . . ?
C1 N1 Cu1 127.0(3) . . ?
C5 N1 Cu1 113.9(3) . . ?
N1 C1 C2 122.4(4) . . ?
N1 C1 H1A 118.8 . . ?
C2 C1 H1A 118.8 . . ?
C6 N2 C10 121.9(3) . . ?
C6 N2 Cu1 118.9(3) . . ?
C10 N2 Cu1 119.2(3) . . ?
C3 C2 C1 119.2(4) . . ?
C3 C2 H2A 120.4 . . ?
C1 C2 H2A 120.4 . . ?
C15 N3 C11 117.9(4) . . ?
C15 N3 Cu1 127.3(3) . . ?
C11 N3 Cu1 114.8(3) . . ?
C2 C3 C4 118.9(4) . . ?
C2 C3 H3A 120.6 . . ?
C4 C3 H3A 120.6 . . ?
C19 N4 C18 121.3(4) . . ?
C19 N4 H4 119(3) . . ?
C18 N4 H4 119(3) . . ?
C3 C4 C5 119.2(4) . . ?
C3 C4 H4A 120.4 . . ?
C5 C4 H4A 120.4 . . ?
N1 C5 C4 121.2(4) . . ?
N1 C5 C6 113.7(3) . . ?
C4 C5 C6 125.1(4) . . ?
N2 C6 C7 120.3(4) . . ?
N2 C6 C5 113.6(3) . . ?
C7 C6 C5 126.1(4) . . ?
C8 C7 C6 119.2(4) . . ?
C8 C7 H7A 120.4 . . ?
C6 C7 H7A 120.4 . . ?
C7 C8 C9 119.2(4) . . ?
C7 C8 C16 120.7(3) . . ?
C9 C8 C16 120.2(4) . . ?
C10 C9 C8 118.6(4) . . ?
C10 C9 H9A 120.7 . . ?
C8 C9 H9A 120.7 . . ?
N2 C10 C9 120.8(4) . . ?
N2 C10 C11 113.1(3) . . ?
C9 C10 C11 126.2(4) . . ?
N3 C11 C12 122.4(4) . . ?
N3 C11 C10 113.3(3) . . ?
C12 C11 C10 124.3(4) . . ?
C11 C12 C13 119.4(4) . . ?
C11 C12 H12A 120.3 . . ?
C13 C12 H12A 120.3 . . ?
C14 C13 C12 118.1(4) . . ?
C14 C13 H13A 121.0 . . ?
C12 C13 H13A 121.0 . . ?
C15 C14 C13 119.8(4) . . ?
C15 C14 H14A 120.1 . . ?
C13 C14 H14A 120.1 . . ?
N3 C15 C14 122.5(4) . . ?
N3 C15 H15A 118.8 . . ?
C14 C15 H15A 118.8 . . ?
C17 C16 C20 118.1(4) . . ?
C17 C16 C8 122.1(4) . . ?
C20 C16 C8 119.8(4) . . ?
C16 C17 C18 120.4(4) . . ?
C16 C17 H17A 119.8 . . ?
C18 C17 H17A 119.8 . . ?
N4 C18 C17 119.9(4) . . ?
N4 C18 H18A 120.0 . . ?
C17 C18 H18A 120.0 . . ?
N4 C19 C20 120.7(4) . . ?
N4 C19 H19A 119.6 . . ?
C20 C19 H19A 119.6 . . ?
C19 C20 C16 119.4(4) . . ?
C19 C20 H20A 120.3 . . ?
C16 C20 H20A 120.3 . . ?
H4B O4 H4C 97(7) . . ?
H5B O5 H5C 111(3) . . ?
H3B O3 H3C 114(6) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.031
_refine_diff_density_min         -1.070
_refine_diff_density_rms         0.125

# Attachment 'jb1029.cif'

data_jb1029_123k
_database_code_depnum_ccdc_archive 'CCDC 732268'
_audit_creation_date             08-12-16
_audit_creation_method           CRYSTALS_ver_12.86

_oxford_structure_analysis_title 'jb1029_123k_0ma in P2(1)/c'
_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   25.187(4)
_cell_length_b                   10.8273(17)
_cell_length_c                   21.822(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.360(10)
_cell_angle_gamma                90
_cell_volume                     5940.8(15)

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            12

# Given Formula = C20 H14 Cu1 N7 O3
# Dc = 1.56 Fooo = 3156.00 Mu = 11.42 M = 1391.77
# Found Formula = C20 H16 Cu1 N6 O7
# Dc = 1.73 FOOO = 3156.00 Mu = 11.65 M = 1547.79

_chemical_formula_sum            'C20 H16 Cu1 N6 O7'
_chemical_formula_moiety         'C20 H14 Cu N6 O6, H2 O'
_chemical_compound_source        ?
_chemical_formula_weight         515.93

_cell_measurement_reflns_used    2787
_cell_measurement_theta_min      4
_cell_measurement_theta_max      25
_cell_measurement_temperature    123

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.06
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_max          0.35

_exptl_crystal_density_diffrn    1.730
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             3156
_exptl_absorpt_coefficient_mu    1.165

# Sheldrick geometric approximatio 0.75 0.93
# No experimental values of Tmin/max available
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.93
# For a Kappa CCD, set Tmin to 1.0 and
# Tmax to the ratio of max:min frame scales in scale_all.log
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      123
_diffrn_reflns_number            112956
_reflns_number_total             12277
_diffrn_reflns_av_R_equivalents  0.072
# Number of reflections with Friedels Law is 12277
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 12703

_diffrn_reflns_theta_min         1.870
_diffrn_reflns_theta_max         26.566
_diffrn_measured_fraction_theta_max 0.989

_diffrn_reflns_theta_full        26.035
_diffrn_measured_fraction_theta_full 0.999

_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_reflns_limit_h_min              -31
_reflns_limit_h_max              31
_reflns_limit_k_min              0
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              27

_oxford_diffrn_Wilson_B_factor   0.99
_oxford_diffrn_Wilson_scale      1111.46

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.87
_refine_diff_density_max         1.00

# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold

# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         8800
_refine_ls_number_restraints     1062
_refine_ls_number_parameters     920
_oxford_refine_ls_R_factor_ref   0.0760
_refine_ls_wR_factor_ref         0.0819
_refine_ls_goodness_of_fit_ref   1.0047
_refine_ls_shift/su_max          0.002200

# The values computed from all data
_oxford_reflns_number_all        12194
_refine_ls_R_factor_all          0.0987
_refine_ls_wR_factor_all         0.1381

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                8800
_refine_ls_R_factor_gt           0.0760
_refine_ls_wR_factor_gt          0.0819

# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration .

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
0.311 0.266 0.698E-01
;
# Insert your own references if required - in alphabetical order
_publ_section_references         
;
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands.

Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326.
New York: Academic Press.

Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.

Watkin D.J. (1994).
Acta Cryst, A50, 411-437.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint

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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Cu1 Cu 0.07915(3) 0.28340(7) 0.34197(3) 0.0108 1.0000 Uani . U . . . . .
Cu2 Cu 0.41757(3) 0.25404(8) 0.39811(3) 0.0128 1.0000 Uani . U . . . . .
Cu3 Cu 0.75311(3) 0.26987(8) 0.38055(4) 0.0129 1.0000 Uani . U . . . . .
N1 N 0.0075(2) 0.3637(5) 0.3579(2) 0.0133 1.0000 Uani . U . . . . .
N2 N 0.0771(2) 0.2571(5) 0.4282(2) 0.0111 1.0000 Uani . U . . . . .
N3 N 0.1499(2) 0.1938(5) 0.3581(2) 0.0113 1.0000 Uani . U . . . . .
N4 N 0.0773(2) 0.1980(5) 0.7522(2) 0.0108 1.0000 Uani . U . . . . .
N5 N 0.1082(2) 0.5392(5) 0.4100(2) 0.0141 1.0000 Uani . U . . . . .
N6 N 0.0567(2) -0.0142(5) 0.3578(3) 0.0156 1.0000 Uani . U . . . . .
N7 N 0.3423(2) 0.3168(5) 0.4109(2) 0.0133 1.0000 Uani . U . . . . .
N8 N 0.4168(2) 0.2380(5) 0.4860(2) 0.0124 1.0000 Uani . U . . . . .
N9 N 0.4929(2) 0.1867(5) 0.4177(2) 0.0145 1.0000 Uani . U . . . . .
N10 N 0.4181(2) 0.2312(6) 0.8074(2) 0.0182 1.0000 Uani . U . . . . .
N11 N 0.4453(2) 0.5553(6) 0.3836(3) 0.0199 1.0000 Uani . U . . . . .
N12 N 0.3891(2) -0.0277(6) 0.3474(3) 0.0194 1.0000 Uani . U . . . . .
N13 N 0.6795(2) 0.3403(6) 0.3914(2) 0.0142 1.0000 Uani . U . . . . .
N14 N 0.7536(2) 0.2684(5) 0.4688(2) 0.0119 1.0000 Uani . U . . . . .
N15 N 0.8286(2) 0.2026(6) 0.4008(2) 0.0156 1.0000 Uani . U . . . . .
N16 N 0.7519(2) 0.2361(6) 0.7907(2) 0.0156 1.0000 Uani . U . . . . .
N17 N 0.7745(2) 0.5708(5) 0.3539(3) 0.0181 1.0000 Uani . U . . . . .
N18 N 0.7313(2) -0.0168(6) 0.4157(3) 0.0172 1.0000 Uani . U . . . . .
C1 C -0.0267(3) 0.4189(6) 0.3177(3) 0.0148 1.0000 Uani . U . . . . .
C2 C -0.0746(3) 0.4672(6) 0.3345(3) 0.0158 1.0000 Uani . U . . . . .
C3 C -0.0872(3) 0.4635(6) 0.3958(3) 0.0166 1.0000 Uani . U . . . . .
C4 C -0.0512(3) 0.4086(6) 0.4380(3) 0.0145 1.0000 Uani . U . . . . .
C5 C -0.0043(3) 0.3581(6) 0.4181(3) 0.0125 1.0000 Uani . U . . . . .
C6 C 0.0353(2) 0.2958(6) 0.4591(3) 0.0113 1.0000 Uani . U . . . . .
C7 C 0.0334(3) 0.2777(6) 0.5216(3) 0.0117 1.0000 Uani . U . . . . .
C8 C 0.0768(3) 0.2222(6) 0.5545(3) 0.0090 1.0000 Uani . U . . . . .
C9 C 0.1206(3) 0.1845(6) 0.5219(3) 0.0137 1.0000 Uani . U . . . . .
C10 C 0.1190(3) 0.2040(6) 0.4599(3) 0.0117 1.0000 Uani . U . . . . .
C11 C 0.1611(3) 0.1659(6) 0.4182(3) 0.0110 1.0000 Uani . U . . . . .
C12 C 0.2077(3) 0.1065(6) 0.4377(3) 0.0127 1.0000 Uani . U . . . . .
C13 C 0.2450(3) 0.0760(6) 0.3962(3) 0.0152 1.0000 Uani . U . . . . .
C14 C 0.2327(3) 0.1045(6) 0.3345(3) 0.0148 1.0000 Uani . U . . . . .
C15 C 0.1859(3) 0.1610(6) 0.3176(3) 0.0137 1.0000 Uani . U . . . . .
C16 C 0.0761(3) 0.2087(6) 0.6229(3) 0.0085 1.0000 Uani . U . . . . .
C17 C 0.0337(3) 0.2509(6) 0.6553(3) 0.0127 1.0000 Uani . U . . . . .
C18 C 0.0352(2) 0.2463(6) 0.7190(3) 0.0118 1.0000 Uani . U . . . . .
C19 C 0.1175(3) 0.1524(6) 0.7216(3) 0.0119 1.0000 Uani . U . . . . .
C20 C 0.1188(3) 0.1577(6) 0.6577(3) 0.0114 1.0000 Uani . U . . . . .
C21 C 0.3061(3) 0.3645(6) 0.3694(3) 0.0165 1.0000 Uani . U . . . . .
C22 C 0.2564(3) 0.4077(7) 0.3853(3) 0.0179 1.0000 Uani . U . . . . .
C23 C 0.2442(3) 0.4034(7) 0.4457(3) 0.0197 1.0000 Uani . U . . . . .
C24 C 0.2808(3) 0.3575(6) 0.4896(3) 0.0160 1.0000 Uani . U . . . . .
C25 C 0.3292(3) 0.3140(6) 0.4702(3) 0.0129 1.0000 Uani . U . . . . .
C26 C 0.3723(3) 0.2665(6) 0.5145(3) 0.0117 1.0000 Uani . U . . . . .
C27 C 0.3698(3) 0.2564(6) 0.5773(3) 0.0142 1.0000 Uani . U . . . . .
C28 C 0.4165(3) 0.2230(6) 0.6127(3) 0.0140 1.0000 Uani . U . . . . .
C29 C 0.4619(3) 0.1940(6) 0.5821(3) 0.0150 1.0000 Uani . U . . . . .
C30 C 0.4606(3) 0.2004(6) 0.5185(3) 0.0124 1.0000 Uani . U . . . . .
C31 C 0.5051(3) 0.1705(6) 0.4788(3) 0.0137 1.0000 Uani . U . . . . .
C32 C 0.5524(3) 0.1218(7) 0.5012(3) 0.0177 1.0000 Uani . U . . . . .
C33 C 0.5909(3) 0.0934(7) 0.4601(3) 0.0203 1.0000 Uani . U . . . . .
C34 C 0.5792(3) 0.1115(7) 0.3980(3) 0.0192 1.0000 Uani . U . . . . .
C35 C 0.5296(3) 0.1576(6) 0.3787(3) 0.0171 1.0000 Uani . U . . . . .
C36 C 0.4172(3) 0.2203(6) 0.6781(3) 0.0132 1.0000 Uani . U . . . . .
C37 C 0.3781(3) 0.2867(7) 0.7097(3) 0.0161 1.0000 Uani . U . . . . .
C38 C 0.3790(3) 0.2902(7) 0.7741(3) 0.0156 1.0000 Uani . U . . . . .
C39 C 0.4539(3) 0.1644(7) 0.7795(3) 0.0169 1.0000 Uani . U . . . . .
C40 C 0.4546(3) 0.1587(7) 0.7162(3) 0.0160 1.0000 Uani . U . . . . .
C41 C 0.6440(3) 0.3847(6) 0.3483(3) 0.0158 1.0000 Uani . U . . . . .
C42 C 0.5960(3) 0.4369(6) 0.3623(3) 0.0163 1.0000 Uani . U . . . . .
C43 C 0.5840(3) 0.4449(6) 0.4238(3) 0.0174 1.0000 Uani . U . . . . .
C44 C 0.6202(3) 0.4017(6) 0.4695(3) 0.0133 1.0000 Uani . U . . . . .
C45 C 0.6672(3) 0.3505(6) 0.4518(3) 0.0110 1.0000 Uani . U . . . . .
C46 C 0.7095(3) 0.3032(6) 0.4955(3) 0.0110 1.0000 Uani . U . . . . .
C47 C 0.7076(3) 0.2977(6) 0.5588(3) 0.0132 1.0000 Uani . U . . . . .
C48 C 0.7533(2) 0.2595(6) 0.5947(3) 0.0091 1.0000 Uani . U . . . . .
C49 C 0.7986(3) 0.2244(6) 0.5655(3) 0.0119 1.0000 Uani . U . . . . .
C50 C 0.7972(3) 0.2307(6) 0.5018(3) 0.0131 1.0000 Uani . U . . . . .
C51 C 0.8399(3) 0.1897(6) 0.4626(3) 0.0128 1.0000 Uani . U . . . . .
C52 C 0.8879(3) 0.1414(6) 0.4862(3) 0.0125 1.0000 Uani . U . . . . .
C53 C 0.9259(3) 0.1044(6) 0.4450(3) 0.0156 1.0000 Uani . U . . . . .
C54 C 0.9144(3) 0.1189(6) 0.3826(3) 0.0165 1.0000 Uani . U . . . . .
C55 C 0.8652(3) 0.1666(6) 0.3626(3) 0.0162 1.0000 Uani . U . . . . .
C56 C 0.7520(2) 0.2515(5) 0.6630(3) 0.0083 1.0000 Uani . U . . . . .
C57 C 0.7137(3) 0.3115(6) 0.6948(3) 0.0134 1.0000 Uani . U . . . . .
C58 C 0.7142(3) 0.3020(7) 0.7577(3) 0.0146 1.0000 Uani . U . . . . .
C59 C 0.7884(3) 0.1759(6) 0.7598(3) 0.0142 1.0000 Uani . U . . . . .
C60 C 0.7902(3) 0.1828(6) 0.6970(3) 0.0128 1.0000 Uani . U . . . . .
O1 O 0.1214(2) 0.4862(5) 0.3604(2) 0.0202 1.0000 Uani . U . . . . .
O2 O 0.1276(2) 0.5023(5) 0.4607(2) 0.0241 1.0000 Uani . U . . . . .
O3 O 0.0766(2) 0.6274(5) 0.4072(2) 0.0293 1.0000 Uani . U . . . . .
O4 O 0.0402(2) 0.0679(5) 0.3199(2) 0.0208 1.0000 Uani . U . . . . .
O5 O 0.0925(2) -0.0878(5) 0.3450(3) 0.0352 1.0000 Uani . U . . . . .
O6 O 0.0374(2) -0.0196(5) 0.4093(2) 0.0266 1.0000 Uani . U . . . . .
O7 O 0.4515(2) 0.4652(5) 0.4185(2) 0.0244 1.0000 Uani . U . . . . .
O8 O 0.4039(3) 0.6189(9) 0.3844(3) 0.0711 1.0000 Uani . U . . . . .
O9 O 0.4800(2) 0.5849(5) 0.3474(2) 0.0252 1.0000 Uani . U . . . . .
O10 O 0.3773(2) 0.0451(5) 0.3896(2) 0.0198 1.0000 Uani . U . . . . .
O11 O 0.3535(2) -0.0701(6) 0.3125(3) 0.0372 1.0000 Uani . U . . . . .
O12 O 0.4364(2) -0.0527(6) 0.3411(3) 0.0393 1.0000 Uani . U . . . . .
O13 O 0.7831(2) 0.4849(5) 0.3918(2) 0.0250 1.0000 Uani . U . . . . .
O14 O 0.7307(3) 0.6216(8) 0.3512(4) 0.0647 1.0000 Uani . U . . . . .
O15 O 0.8100(3) 0.6057(6) 0.3217(3) 0.0432 1.0000 Uani . U . . . . .
O16 O 0.7194(2) 0.0518(5) 0.3705(2) 0.0293 1.0000 Uani . U . . . . .
O17 O 0.7640(3) -0.1015(7) 0.4111(3) 0.0531 1.0000 Uani . U . . . . .
O18 O 0.7101(2) -0.0005(6) 0.4643(2) 0.0335 1.0000 Uani . U . . . . .
O91 O 0.0902(2) 0.6834(6) 0.2703(2) 0.0276 1.0000 Uani . . . . . . .
O92 O 0.4199(2) 0.7183(5) 0.2506(2) 0.0288 1.0000 Uani . . . . . . .
O93 O 0.7471(2) 0.8657(6) 0.2705(2) 0.0330 1.0000 Uani . . . . . . .
H1 H 0.0986 0.6267 0.2937 0.0341 1.0000 Uiso R . . . . . .
H2 H 0.0904 0.7486 0.2894 0.0341 1.0000 Uiso R . . . . . .
H3 H 0.4359 0.6676 0.2726 0.0348 1.0000 Uiso R . . . . . .
H4 H 0.4204 0.7856 0.2678 0.0348 1.0000 Uiso R . . . . . .
H5 H 0.7438 0.7980 0.2878 0.0393 1.0000 Uiso R . . . . . .
H6 H 0.7402 0.9222 0.2945 0.0393 1.0000 Uiso R . . . . . .
H11 H -0.0173 0.4268 0.2763 0.0143 1.0000 Uiso R . . . . . .
H21 H -0.0990 0.5023 0.3045 0.0153 1.0000 Uiso R . . . . . .
H31 H -0.1199 0.4958 0.4082 0.0155 1.0000 Uiso R . . . . . .
H41 H -0.0579 0.4071 0.4804 0.0148 1.0000 Uiso R . . . . . .
H71 H 0.0027 0.3022 0.5418 0.0118 1.0000 Uiso R . . . . . .
H91 H 0.1507 0.1465 0.5423 0.0122 1.0000 Uiso R . . . . . .
H121 H 0.2137 0.0858 0.4798 0.0130 1.0000 Uiso R . . . . . .
H131 H 0.2778 0.0382 0.4089 0.0132 1.0000 Uiso R . . . . . .
H141 H 0.2566 0.0837 0.3041 0.0142 1.0000 Uiso R . . . . . .
H151 H 0.1779 0.1805 0.2757 0.0126 1.0000 Uiso R . . . . . .
H171 H 0.0034 0.2849 0.6332 0.0125 1.0000 Uiso R . . . . . .
H181 H 0.0061 0.2784 0.7398 0.0124 1.0000 Uiso R . . . . . .
H191 H 0.1463 0.1146 0.7444 0.0122 1.0000 Uiso R . . . . . .
H201 H 0.1487 0.1267 0.6380 0.0115 1.0000 Uiso R . . . . . .
H211 H 0.3147 0.3664 0.3276 0.0160 1.0000 Uiso R . . . . . .
H221 H 0.2322 0.4408 0.3545 0.0162 1.0000 Uiso R . . . . . .
H231 H 0.2102 0.4309 0.4565 0.0166 1.0000 Uiso R . . . . . .
H241 H 0.2734 0.3563 0.5318 0.0161 1.0000 Uiso R . . . . . .
H271 H 0.3373 0.2706 0.5963 0.0141 1.0000 Uiso R . . . . . .
H291 H 0.4935 0.1690 0.6047 0.0151 1.0000 Uiso R . . . . . .
H321 H 0.5587 0.1076 0.5440 0.0174 1.0000 Uiso R . . . . . .
H331 H 0.6245 0.0612 0.4741 0.0181 1.0000 Uiso R . . . . . .
H341 H 0.6047 0.0919 0.3691 0.0179 1.0000 Uiso R . . . . . .
H351 H 0.5219 0.1707 0.3361 0.0169 1.0000 Uiso R . . . . . .
H371 H 0.3504 0.3289 0.6870 0.0157 1.0000 Uiso R . . . . . .
H381 H 0.3524 0.3335 0.7945 0.0157 1.0000 Uiso R . . . . . .
H391 H 0.4798 0.1190 0.8036 0.0163 1.0000 Uiso R . . . . . .
H401 H 0.4816 0.1113 0.6986 0.0162 1.0000 Uiso R . . . . . .
H411 H 0.6526 0.3810 0.3065 0.0146 1.0000 Uiso R . . . . . .
H421 H 0.5714 0.4652 0.3308 0.0150 1.0000 Uiso R . . . . . .
H431 H 0.5512 0.4804 0.4343 0.0157 1.0000 Uiso R . . . . . .
H441 H 0.6131 0.4082 0.5117 0.0145 1.0000 Uiso R . . . . . .
H471 H 0.6759 0.3185 0.5779 0.0127 1.0000 Uiso R . . . . . .
H491 H 0.8294 0.1952 0.5882 0.0120 1.0000 Uiso R . . . . . .
H521 H 0.8947 0.1330 0.5293 0.0141 1.0000 Uiso R . . . . . .
H531 H 0.9592 0.0713 0.4595 0.0152 1.0000 Uiso R . . . . . .
H541 H 0.9396 0.0966 0.3538 0.0155 1.0000 Uiso R . . . . . .
H551 H 0.8570 0.1730 0.3197 0.0152 1.0000 Uiso R . . . . . .
H571 H 0.6876 0.3608 0.6732 0.0133 1.0000 Uiso R . . . . . .
H581 H 0.6874 0.3433 0.7787 0.0139 1.0000 Uiso R . . . . . .
H591 H 0.8143 0.1264 0.7817 0.0138 1.0000 Uiso R . . . . . .
H601 H 0.8180 0.1426 0.6772 0.0130 1.0000 Uiso R . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.02944(6)

loop_
_oxford_twin_element_scale_factors
0.7627(12)
0.2373(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . N4 4_554 1.968(5) yes
Cu1 . N1 . 2.051(5) yes
Cu1 . N2 . 1.907(5) yes
Cu1 . N3 . 2.042(5) yes
Cu1 . O1 . 2.462(5) yes
Cu1 . O4 . 2.566(5) yes
Cu2 . N10 4_554 1.987(5) yes
Cu2 . N7 . 2.048(5) yes
Cu2 . N8 . 1.928(5) yes
Cu2 . N9 . 2.054(6) yes
Cu2 . O7 . 2.472(5) yes
Cu2 . O10 . 2.482(5) yes
Cu3 . N16 4_554 1.961(5) yes
Cu3 . N13 . 2.032(6) yes
Cu3 . N14 . 1.926(5) yes
Cu3 . N15 . 2.061(6) yes
Cu3 . O13 . 2.456(5) yes
Cu3 . O16 . 2.515(5) yes
N1 . C1 . 1.333(8) yes
N1 . C5 . 1.366(8) yes
N2 . C6 . 1.349(8) yes
N2 . C10 . 1.357(8) yes
N3 . C11 . 1.358(8) yes
N3 . C15 . 1.350(8) yes
N4 . C18 . 1.352(8) yes
N4 . C19 . 1.340(8) yes
N5 . O1 . 1.286(7) yes
N5 . O2 . 1.247(7) yes
N5 . O3 . 1.243(8) yes
N6 . O4 . 1.268(7) yes
N6 . O5 . 1.247(8) yes
N6 . O6 . 1.251(8) yes
N7 . C21 . 1.350(8) yes
N7 . C25 . 1.356(8) yes
N8 . C26 . 1.348(9) yes
N8 . C30 . 1.340(9) yes
N9 . C31 . 1.362(8) yes
N9 . C35 . 1.331(9) yes
N10 . C38 . 1.350(9) yes
N10 . C39 . 1.330(9) yes
N11 . O7 . 1.241(8) yes
N11 . O8 . 1.251(9) yes
N11 . O9 . 1.256(8) yes
N12 . O10 . 1.262(8) yes
N12 . O11 . 1.229(8) yes
N12 . O12 . 1.238(8) yes
N13 . C41 . 1.347(8) yes
N13 . C45 . 1.375(8) yes
N14 . C46 . 1.339(8) yes
N14 . C50 . 1.339(8) yes
N15 . C51 . 1.368(8) yes
N15 . C55 . 1.336(9) yes
N16 . C58 . 1.360(9) yes
N16 . C59 . 1.342(9) yes
N17 . O13 . 1.255(7) yes
N17 . O14 . 1.232(8) yes
N17 . O15 . 1.229(8) yes
N18 . O16 . 1.257(8) yes
N18 . O17 . 1.240(9) yes
N18 . O18 . 1.228(8) yes
C1 . C2 . 1.385(10) yes
C1 . H11 . 0.950 no
C2 . C3 . 1.392(10) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.389(10) yes
C3 . H31 . 0.950 no
C4 . C5 . 1.394(9) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.464(9) yes
C6 . C7 . 1.382(9) yes
C7 . C8 . 1.407(9) yes
C7 . H71 . 0.950 no
C8 . C9 . 1.409(9) yes
C8 . C16 . 1.500(8) yes
C9 . C10 . 1.366(9) yes
C9 . H91 . 0.950 no
C10 . C11 . 1.496(9) yes
C11 . C12 . 1.383(9) yes
C12 . C13 . 1.381(9) yes
C12 . H121 . 0.950 no
C13 . C14 . 1.397(9) yes
C13 . H131 . 0.950 no
C14 . C15 . 1.360(10) yes
C14 . H141 . 0.950 no
C15 . H151 . 0.950 no
C16 . C17 . 1.392(9) yes
C16 . C20 . 1.394(9) yes
C17 . C18 . 1.391(8) yes
C17 . H171 . 0.950 no
C18 . H181 . 0.950 no
C19 . C20 . 1.398(8) yes
C19 . H191 . 0.950 no
C20 . H201 . 0.950 no
C21 . C22 . 1.399(10) yes
C21 . H211 . 0.950 no
C22 . C23 . 1.371(11) yes
C22 . H221 . 0.950 no
C23 . C24 . 1.382(10) yes
C23 . H231 . 0.950 no
C24 . C25 . 1.395(9) yes
C24 . H241 . 0.950 no
C25 . C26 . 1.501(9) yes
C26 . C27 . 1.380(8) yes
C27 . C28 . 1.416(9) yes
C27 . H271 . 0.950 no
C28 . C29 . 1.395(10) yes
C28 . C36 . 1.426(8) yes
C29 . C30 . 1.388(9) yes
C29 . H291 . 0.950 no
C30 . C31 . 1.490(9) yes
C31 . C32 . 1.366(10) yes
C32 . C33 . 1.394(10) yes
C32 . H321 . 0.950 no
C33 . C34 . 1.383(10) yes
C33 . H331 . 0.950 no
C34 . C35 . 1.386(10) yes
C34 . H341 . 0.950 no
C35 . H351 . 0.950 no
C36 . C37 . 1.428(10) yes
C36 . C40 . 1.390(9) yes
C37 . C38 . 1.405(9) yes
C37 . H371 . 0.950 no
C38 . H381 . 0.950 no
C39 . C40 . 1.385(9) yes
C39 . H391 . 0.950 no
C40 . H401 . 0.950 no
C41 . C42 . 1.385(10) yes
C41 . H411 . 0.950 no
C42 . C43 . 1.396(10) yes
C42 . H421 . 0.950 no
C43 . C44 . 1.393(9) yes
C43 . H431 . 0.950 no
C44 . C45 . 1.383(9) yes
C44 . H441 . 0.950 no
C45 . C46 . 1.479(9) yes
C46 . C47 . 1.385(9) yes
C47 . C48 . 1.416(9) yes
C47 . H471 . 0.950 no
C48 . C49 . 1.391(9) yes
C48 . C56 . 1.494(8) yes
C49 . C50 . 1.390(8) yes
C49 . H491 . 0.950 no
C50 . C51 . 1.481(9) yes
C51 . C52 . 1.389(9) yes
C52 . C53 . 1.410(9) yes
C52 . H521 . 0.950 no
C53 . C54 . 1.384(10) yes
C53 . H531 . 0.950 no
C54 . C55 . 1.388(10) yes
C54 . H541 . 0.950 no
C55 . H551 . 0.950 no
C56 . C57 . 1.383(9) yes
C56 . C60 . 1.395(9) yes
C57 . C58 . 1.376(9) yes
C57 . H571 . 0.950 no
C58 . H581 . 0.950 no
C59 . C60 . 1.376(9) yes
C59 . H591 . 0.950 no
C60 . H601 . 0.950 no
O91 . H1 . 0.820 no
O91 . H2 . 0.820 no
O92 . H3 . 0.820 no
O92 . H4 . 0.820 no
O93 . H5 . 0.830 no
O93 . H6 . 0.830 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N4 4_554 Cu1 . N1 . 98.9(2) yes
N4 4_554 Cu1 . N2 . 176.0(2) yes
N1 . Cu1 . N2 . 79.7(2) yes
N4 4_554 Cu1 . N3 . 101.0(2) yes
N1 . Cu1 . N3 . 160.1(2) yes
N2 . Cu1 . N3 . 80.4(2) yes
N4 4_554 Cu1 . O1 . 93.2(2) yes
N1 . Cu1 . O1 . 88.3(2) yes
N2 . Cu1 . O1 . 90.5(2) yes
N3 . Cu1 . O1 . 91.8(2) yes
N4 4_554 Cu1 . O4 . 85.4(2) yes
N1 . Cu1 . O4 . 95.0(2) yes
N2 . Cu1 . O4 . 91.0(2) yes
N3 . Cu1 . O4 . 85.45(19) yes
O1 . Cu1 . O4 . 176.63(16) yes
N10 4_554 Cu2 . N7 . 99.7(2) yes
N10 4_554 Cu2 . N8 . 179.4(3) yes
N7 . Cu2 . N8 . 80.3(2) yes
N10 4_554 Cu2 . N9 . 100.1(2) yes
N7 . Cu2 . N9 . 160.1(2) yes
N8 . Cu2 . N9 . 79.9(2) yes
N10 4_554 Cu2 . O7 . 94.7(2) yes
N7 . Cu2 . O7 . 89.0(2) yes
N8 . Cu2 . O7 . 85.9(2) yes
N9 . Cu2 . O7 . 89.2(2) yes
N10 4_554 Cu2 . O10 . 91.5(2) yes
N7 . Cu2 . O10 . 86.3(2) yes
N8 . Cu2 . O10 . 87.9(2) yes
N9 . Cu2 . O10 . 93.5(2) yes
O7 . Cu2 . O10 . 172.76(17) yes
N16 4_554 Cu3 . N13 . 99.7(2) yes
N16 4_554 Cu3 . N14 . 177.6(3) yes
N13 . Cu3 . N14 . 80.7(2) yes
N16 4_554 Cu3 . N15 . 99.4(2) yes
N13 . Cu3 . N15 . 160.9(2) yes
N14 . Cu3 . N15 . 80.2(2) yes
N16 4_554 Cu3 . O13 . 96.8(2) yes
N13 . Cu3 . O13 . 84.9(2) yes
N14 . Cu3 . O13 . 85.6(2) yes
N15 . Cu3 . O13 . 92.2(2) yes
N16 4_554 Cu3 . O16 . 84.0(2) yes
N13 . Cu3 . O16 . 93.2(2) yes
N14 . Cu3 . O16 . 93.6(2) yes
N15 . Cu3 . O16 . 89.4(2) yes
O13 . Cu3 . O16 . 178.0(2) yes
Cu1 . N1 . C1 . 128.3(4) yes
Cu1 . N1 . C5 . 112.7(4) yes
C1 . N1 . C5 . 119.0(6) yes
Cu1 . N2 . C6 . 120.9(4) yes
Cu1 . N2 . C10 . 120.1(4) yes
C6 . N2 . C10 . 118.9(5) yes
Cu1 . N3 . C11 . 113.7(4) yes
Cu1 . N3 . C15 . 128.6(4) yes
C11 . N3 . C15 . 117.6(5) yes
Cu1 4_555 N4 . C18 . 117.7(4) yes
Cu1 4_555 N4 . C19 . 124.0(4) yes
C18 . N4 . C19 . 117.9(5) yes
O1 . N5 . O2 . 119.8(5) yes
O1 . N5 . O3 . 119.7(5) yes
O2 . N5 . O3 . 120.5(6) yes
O4 . N6 . O5 . 120.9(6) yes
O4 . N6 . O6 . 119.3(6) yes
O5 . N6 . O6 . 119.8(6) yes
Cu2 . N7 . C21 . 129.0(5) yes
Cu2 . N7 . C25 . 113.7(4) yes
C21 . N7 . C25 . 117.2(6) yes
Cu2 . N8 . C26 . 119.7(4) yes
Cu2 . N8 . C30 . 119.8(4) yes
C26 . N8 . C30 . 120.5(5) yes
Cu2 . N9 . C31 . 113.7(4) yes
Cu2 . N9 . C35 . 128.3(4) yes
C31 . N9 . C35 . 118.0(6) yes
Cu2 4_555 N10 . C38 . 116.8(5) yes
Cu2 4_555 N10 . C39 . 122.9(5) yes
C38 . N10 . C39 . 120.3(5) yes
O7 . N11 . O8 . 120.0(6) yes
O7 . N11 . O9 . 121.3(6) yes
O8 . N11 . O9 . 118.7(6) yes
O10 . N12 . O11 . 119.4(6) yes
O10 . N12 . O12 . 119.1(6) yes
O11 . N12 . O12 . 121.4(6) yes
Cu3 . N13 . C41 . 128.6(4) yes
Cu3 . N13 . C45 . 113.6(4) yes
C41 . N13 . C45 . 117.6(6) yes
Cu3 . N14 . C46 . 118.4(4) yes
Cu3 . N14 . C50 . 119.8(4) yes
C46 . N14 . C50 . 121.8(6) yes
Cu3 . N15 . C51 . 112.5(4) yes
Cu3 . N15 . C55 . 129.1(4) yes
C51 . N15 . C55 . 118.3(6) yes
Cu3 4_555 N16 . C58 . 121.1(4) yes
Cu3 4_555 N16 . C59 . 121.0(4) yes
C58 . N16 . C59 . 117.9(6) yes
O13 . N17 . O14 . 118.9(7) yes
O13 . N17 . O15 . 120.1(6) yes
O14 . N17 . O15 . 121.0(7) yes
O16 . N18 . O17 . 120.2(6) yes
O16 . N18 . O18 . 119.9(6) yes
O17 . N18 . O18 . 120.0(6) yes
N1 . C1 . C2 . 122.3(6) yes
N1 . C1 . H11 . 118.6 no
C2 . C1 . H11 . 119.1 no
C1 . C2 . C3 . 119.7(6) yes
C1 . C2 . H21 . 120.4 no
C3 . C2 . H21 . 119.9 no
C2 . C3 . C4 . 118.2(6) yes
C2 . C3 . H31 . 121.0 no
C4 . C3 . H31 . 120.8 no
C3 . C4 . C5 . 119.6(6) yes
C3 . C4 . H41 . 120.4 no
C5 . C4 . H41 . 120.0 no
C4 . C5 . N1 . 121.2(6) yes
C4 . C5 . C6 . 123.3(6) yes
N1 . C5 . C6 . 115.5(6) yes
C5 . C6 . N2 . 111.1(5) yes
C5 . C6 . C7 . 127.3(6) yes
N2 . C6 . C7 . 121.5(6) yes
C6 . C7 . C8 . 119.6(6) yes
C6 . C7 . H71 . 119.6 no
C8 . C7 . H71 . 120.8 no
C7 . C8 . C9 . 118.3(6) yes
C7 . C8 . C16 . 119.7(6) yes
C9 . C8 . C16 . 122.0(6) yes
C8 . C9 . C10 . 118.5(6) yes
C8 . C9 . H91 . 121.0 no
C10 . C9 . H91 . 120.5 no
C9 . C10 . N2 . 123.1(6) yes
C9 . C10 . C11 . 125.4(6) yes
N2 . C10 . C11 . 111.4(5) yes
C10 . C11 . N3 . 114.3(5) yes
C10 . C11 . C12 . 124.0(5) yes
N3 . C11 . C12 . 121.6(6) yes
C11 . C12 . C13 . 120.4(6) yes
C11 . C12 . H121 . 119.4 no
C13 . C12 . H121 . 120.2 no
C12 . C13 . C14 . 117.3(6) yes
C12 . C13 . H131 . 121.7 no
C14 . C13 . H131 . 121.0 no
C13 . C14 . C15 . 120.0(6) yes
C13 . C14 . H141 . 120.5 no
C15 . C14 . H141 . 119.5 no
C14 . C15 . N3 . 123.0(6) yes
C14 . C15 . H151 . 119.5 no
N3 . C15 . H151 . 117.5 no
C8 . C16 . C17 . 121.8(6) yes
C8 . C16 . C20 . 121.7(6) yes
C17 . C16 . C20 . 116.4(5) yes
C16 . C17 . C18 . 121.2(6) yes
C16 . C17 . H171 . 119.1 no
C18 . C17 . H171 . 119.7 no
C17 . C18 . N4 . 121.6(6) yes
C17 . C18 . H181 . 119.1 no
N4 . C18 . H181 . 119.3 no
N4 . C19 . C20 . 123.0(6) yes
N4 . C19 . H191 . 118.3 no
C20 . C19 . H191 . 118.7 no
C19 . C20 . C16 . 119.8(6) yes
C19 . C20 . H201 . 120.0 no
C16 . C20 . H201 . 120.2 no
N7 . C21 . C22 . 122.6(6) yes
N7 . C21 . H211 . 118.0 no
C22 . C21 . H211 . 119.3 no
C21 . C22 . C23 . 118.8(7) yes
C21 . C22 . H221 . 119.7 no
C23 . C22 . H221 . 121.4 no
C22 . C23 . C24 . 120.0(7) yes
C22 . C23 . H231 . 118.9 no
C24 . C23 . H231 . 121.1 no
C23 . C24 . C25 . 118.1(6) yes
C23 . C24 . H241 . 121.0 no
C25 . C24 . H241 . 120.9 no
C24 . C25 . N7 . 123.2(6) yes
C24 . C25 . C26 . 122.2(6) yes
N7 . C25 . C26 . 114.5(6) yes
C25 . C26 . N8 . 111.8(5) yes
C25 . C26 . C27 . 126.3(6) yes
N8 . C26 . C27 . 121.9(6) yes
C26 . C27 . C28 . 118.4(6) yes
C26 . C27 . H271 . 120.8 no
C28 . C27 . H271 . 120.8 no
C27 . C28 . C29 . 118.4(6) yes
C27 . C28 . C36 . 120.9(6) yes
C29 . C28 . C36 . 120.7(6) yes
C28 . C29 . C30 . 119.7(6) yes
C28 . C29 . H291 . 120.0 no
C30 . C29 . H291 . 120.2 no
C29 . C30 . N8 . 120.9(6) yes
C29 . C30 . C31 . 126.5(6) yes
N8 . C30 . C31 . 112.6(5) yes
C30 . C31 . N9 . 114.0(6) yes
C30 . C31 . C32 . 123.0(6) yes
N9 . C31 . C32 . 122.8(6) yes
C31 . C32 . C33 . 118.6(6) yes
C31 . C32 . H321 . 120.4 no
C33 . C32 . H321 . 121.0 no
C32 . C33 . C34 . 118.9(7) yes
C32 . C33 . H331 . 121.0 no
C34 . C33 . H331 . 120.1 no
C33 . C34 . C35 . 119.0(6) yes
C33 . C34 . H341 . 120.4 no
C35 . C34 . H341 . 120.7 no
C34 . C35 . N9 . 122.6(6) yes
C34 . C35 . H351 . 118.6 no
N9 . C35 . H351 . 118.8 no
C28 . C36 . C37 . 120.2(6) yes
C28 . C36 . C40 . 125.3(6) yes
C37 . C36 . C40 . 114.5(6) yes
C36 . C37 . C38 . 121.8(6) yes
C36 . C37 . H371 . 119.9 no
C38 . C37 . H371 . 118.3 no
C37 . C38 . N10 . 119.5(6) yes
C37 . C38 . H381 . 120.8 no
N10 . C38 . H381 . 119.6 no
N10 . C39 . C40 . 121.9(6) yes
N10 . C39 . H391 . 119.4 no
C40 . C39 . H391 . 118.7 no
C36 . C40 . C39 . 121.9(6) yes
C36 . C40 . H401 . 119.5 no
C39 . C40 . H401 . 118.6 no
N13 . C41 . C42 . 122.9(6) yes
N13 . C41 . H411 . 118.5 no
C42 . C41 . H411 . 118.7 no
C41 . C42 . C43 . 118.6(6) yes
C41 . C42 . H421 . 120.8 no
C43 . C42 . H421 . 120.5 no
C42 . C43 . C44 . 119.8(7) yes
C42 . C43 . H431 . 119.7 no
C44 . C43 . H431 . 120.4 no
C43 . C44 . C45 . 118.1(6) yes
C43 . C44 . H441 . 121.0 no
C45 . C44 . H441 . 120.9 no
C44 . C45 . N13 . 123.0(6) yes
C44 . C45 . C46 . 123.7(6) yes
N13 . C45 . C46 . 113.4(6) yes
C45 . C46 . N14 . 113.6(5) yes
C45 . C46 . C47 . 126.3(6) yes
N14 . C46 . C47 . 120.0(6) yes
C46 . C47 . C48 . 119.4(6) yes
C46 . C47 . H471 . 120.4 no
C48 . C47 . H471 . 120.2 no
C47 . C48 . C49 . 119.1(6) yes
C47 . C48 . C56 . 120.2(5) yes
C49 . C48 . C56 . 120.6(5) yes
C48 . C49 . C50 . 118.1(6) yes
C48 . C49 . H491 . 121.1 no
C50 . C49 . H491 . 120.8 no
C49 . C50 . N14 . 121.6(6) yes
C49 . C50 . C51 . 125.9(6) yes
N14 . C50 . C51 . 112.4(5) yes
C50 . C51 . N15 . 115.0(5) yes
C50 . C51 . C52 . 123.0(5) yes
N15 . C51 . C52 . 122.0(6) yes
C51 . C52 . C53 . 118.6(6) yes
C51 . C52 . H521 . 120.4 no
C53 . C52 . H521 . 121.0 no
C52 . C53 . C54 . 119.0(6) yes
C52 . C53 . H531 . 120.8 no
C54 . C53 . H531 . 120.2 no
C53 . C54 . C55 . 118.8(6) yes
C53 . C54 . H541 . 120.8 no
C55 . C54 . H541 . 120.4 no
C54 . C55 . N15 . 123.2(6) yes
C54 . C55 . H551 . 118.4 no
N15 . C55 . H551 . 118.4 no
C48 . C56 . C57 . 122.0(6) yes
C48 . C56 . C60 . 120.4(5) yes
C57 . C56 . C60 . 117.6(6) yes
C56 . C57 . C58 . 120.0(6) yes
C56 . C57 . H571 . 119.8 no
C58 . C57 . H571 . 120.2 no
C57 . C58 . N16 . 122.2(6) yes
C57 . C58 . H581 . 118.8 no
N16 . C58 . H581 . 119.0 no
N16 . C59 . C60 . 122.5(6) yes
N16 . C59 . H591 . 119.4 no
C60 . C59 . H591 . 118.1 no
C56 . C60 . C59 . 119.8(6) yes
C56 . C60 . H601 . 120.4 no
C59 . C60 . H601 . 119.7 no
Cu1 . O1 . N5 . 113.9(4) yes
Cu1 . O4 . N6 . 114.1(4) yes
Cu2 . O7 . N11 . 126.0(4) yes
Cu2 . O10 . N12 . 120.7(4) yes
Cu3 . O13 . N17 . 126.6(4) yes
Cu3 . O16 . N18 . 114.9(4) yes
H1 . O91 . H2 . 109.5 no
H3 . O92 . H4 . 109.5 no
H5 . O93 . H6 . 109.5 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O91 . H1 . O1 . 176 0.82 2.16 2.978(9) yes
O91 . H1 . O3 . 122 0.82 2.57 3.087(9) yes
O91 . H2 . O5 1_565 176 0.82 2.15 2.964(9) yes
O92 . H3 . O9 . 162 0.82 2.12 2.910(9) yes
O92 . H4 . O11 1_565 137 0.82 2.53 3.184(9) yes
O92 . H4 . O12 1_565 163 0.82 2.39 3.182(9) yes
O93 . H5 . O14 . 171 0.83 2.39 3.215(9) yes
O93 . H6 . O16 1_565 171 0.83 2.26 3.080(9) yes
O93 . H6 . O17 1_565 120 0.83 2.59 3.094(9) yes
C2 . H21 . O15 1_455 128 0.95 2.60 3.269(9) yes
C3 . H31 . O13 1_455 145 0.95 2.45 3.270(9) yes
C4 . H41 . O2 2_566 133 0.95 2.44 3.166(9) yes
C4 . H41 . O3 2_566 173 0.95 2.55 3.497(9) yes
C7 . H71 . O3 2_566 178 0.95 2.46 3.413(9) yes
C9 . H91 . O17 2_656 165 0.95 2.37 3.302(9) yes
C12 . H121 . O17 2_656 162 0.95 2.42 3.336(9) yes
C12 . H121 . O18 2_656 131 0.95 2.40 3.107(9) yes
C13 . H131 . O10 . 141 0.95 2.57 3.361(9) yes
C15 . H151 . O15 3_645 141 0.95 2.31 3.106(9) yes
C17 . H171 . O3 2_566 172 0.95 2.35 3.295(9) yes
C18 . H181 . O91 2_566 144 0.95 2.46 3.270(9) yes
C20 . H201 . O17 2_656 165 0.95 2.52 3.444(9) yes
C21 . H211 . O93 3_645 130 0.95 2.57 3.260(9) yes
C23 . H231 . O2 . 168 0.95 2.23 3.162(9) yes
C24 . H241 . O14 2_666 169 0.95 2.57 3.511(9) yes
C27 . H271 . O14 2_666 160 0.95 2.42 3.323(9) yes
C29 . H291 . O12 2_656 165 0.95 2.42 3.347(9) yes
C32 . H321 . O12 2_656 172 0.95 2.57 3.516(9) yes
C33 . H331 . O18 . 155 0.95 2.28 3.167(9) yes
C35 . H351 . O92 3_645 132 0.95 2.51 3.229(9) yes
C37 . H371 . O14 2_666 160 0.95 2.22 3.136(9) yes
C38 . H381 . O11 4_555 124 0.95 2.59 3.219(9) yes
C39 . H391 . O9 4_555 133 0.95 2.41 3.130(9) yes
C40 . H401 . O12 2_656 162 0.95 2.37 3.290(9) yes
C43 . H431 . O7 . 144 0.95 2.52 3.339(9) yes
C44 . H441 . O8 2_666 169 0.95 2.35 3.287(9) yes
C47 . H471 . O8 2_666 174 0.95 2.32 3.264(9) yes
C52 . H521 . O6 2_656 132 0.95 2.44 3.157(9) yes
C53 . H531 . O6 1_655 135 0.95 2.51 3.248(9) yes
C55 . H551 . O91 3_645 134 0.95 2.44 3.177(9) yes
C57 . H571 . O8 2_666 150 0.95 2.57 3.424(9) yes
C60 . H601 . O5 2_656 158 0.95 2.41 3.308(9) yes


