# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               'Dalton Trans.'

_journal_coden_Cambridge         0222

_publ_contact_author_name        'Schaper, Frank'
_publ_contact_author_email       Frank.Schaper@umontreal.ca

_publ_section_title              
;
Intramolecular I-Stacking in Copper(I) Diketiminate Phenanthroline complexes
;
loop_
_publ_author_name
P.Oguadinma
A.Rodrigue-Witchel
C.Reber
F.Schaper

# Attachment '- Oguadinma5.cif'

# Compound 1a
#
data_paul04
_database_code_depnum_ccdc_archive 'CCDC 771783'
#TrackingRef '- Oguadinma5.cif'

_vrf_PLAT230_paul04              
;
RESPONSE The coordinated phenanthroline ligand undergoes an easy
rocking
motion perpendicular to the diketiminate ligand plane (see manuscript
text). This is accompanied by a distortion of the copper atom out of
the ligand plane and corresponding motion of benzyl ring C13-C19.

It is not clear if this vibration is a low energy thermal motion or
a slight disorder. Since restraints would have to be applied to
over 75% of the molecule, we refrained from a refinement as
disorder.

All following Alerts B+C are related to the same phenomen.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H29 Cu N4'
_chemical_formula_sum            'C31 H29 Cu N4'
_chemical_formula_weight         521.12
_chemical_compound_source        'Synthesized by the authors. See text'

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/n
_symmetry_space_group_name_hall  '-P 2yn'

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

_cell_length_a                   12.9479(5)
_cell_length_b                   13.3925(6)
_cell_length_c                   15.6537(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.178(2)
_cell_angle_gamma                90.00
_cell_volume                     2578.95(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    200
_cell_measurement_reflns_used    7754
_cell_measurement_theta_min      3.88
_cell_measurement_theta_max      69.77

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    1.391
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.6321
_exptl_absorpt_correction_T_max  0.8701
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 4K
Charged-Coupled Device (CCD) Area Detector using the program SMART and
a Nonius FR591 rotating anode equiped with Montel 200 optics
The crystal-to-detector distance was 5.095 cm, and the data collection
was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 9.0 degree
scan in 30 frames over four different parts of the reciprocal space
(120 frames total). One complete sphere of data was collected, to
better than 0.80\%A resolution.
;

_diffrn_ambient_temperature      200
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_standards_number         5
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            33584
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.88
_diffrn_reflns_theta_max         72.42
_reflns_number_total             5068
_reflns_number_gt                3604
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX II (Bruker, 2006)'
_computing_cell_refinement       'APEX II (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1101P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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         5068
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1672
_refine_ls_wR_factor_gt          0.1553
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.005
_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 0.80489(3) 0.16926(4) 0.24711(3) 0.0582(2) Uani 1 1 d . . .
N1 N 0.91317(18) 0.19665(18) 0.18632(15) 0.0439(5) Uani 1 1 d . . .
N2 N 0.67576(19) 0.14790(19) 0.14039(16) 0.0519(6) Uani 1 1 d . . .
N3 N 0.79683(17) 0.26455(17) 0.35523(14) 0.0420(5) Uani 1 1 d . . .
N4 N 0.85090(17) 0.07184(17) 0.35513(14) 0.0420(5) Uani 1 1 d . . .
C1 C 0.9667(3) 0.2332(3) 0.0509(2) 0.0687(10) Uani 1 1 d . . .
H1A H 1.0178 0.2826 0.0868 0.103 Uiso 1 1 calc R . .
H1B H 0.9293 0.2612 -0.0086 0.103 Uiso 1 1 calc R . .
H1C H 1.0065 0.1730 0.0442 0.103 Uiso 1 1 calc R . .
C2 C 0.8834(2) 0.2067(2) 0.09778(19) 0.0470(7) Uani 1 1 d . . .
C3 C 0.7781(3) 0.1931(2) 0.04119(18) 0.0483(7) Uani 1 1 d . . .
H3A H 0.7686 0.2063 -0.0204 0.058 Uiso 1 1 calc R . .
C4 C 0.6828(2) 0.1632(2) 0.05915(18) 0.0465(7) Uani 1 1 d . . .
C5 C 0.5852(3) 0.1445(3) -0.0240(2) 0.0667(9) Uani 1 1 d . . .
H5A H 0.5221 0.1811 -0.0183 0.100 Uiso 1 1 calc R . .
H5B H 0.5689 0.0729 -0.0294 0.100 Uiso 1 1 calc R . .
H5C H 0.6020 0.1676 -0.0776 0.100 Uiso 1 1 calc R . .
C6 C 1.0987(2) 0.1163(2) 0.22643(18) 0.0454(6) Uani 1 1 d . . .
C7 C 1.0551(3) 0.0301(2) 0.1823(2) 0.0571(8) Uani 1 1 d . . .
H7A H 0.9784 0.0231 0.1587 0.068 Uiso 1 1 calc R . .
C8 C 1.1227(3) -0.0475(3) 0.1718(2) 0.0661(9) Uani 1 1 d . . .
H8A H 1.0916 -0.1071 0.1417 0.079 Uiso 1 1 calc R . .
C9 C 1.2329(3) -0.0381(3) 0.2045(2) 0.0667(9) Uani 1 1 d . . .
H9A H 1.2783 -0.0904 0.1960 0.080 Uiso 1 1 calc R . .
C10 C 1.2778(3) 0.0465(3) 0.2496(2) 0.0626(9) Uani 1 1 d . . .
H10A H 1.3545 0.0527 0.2738 0.075 Uiso 1 1 calc R . .
C11 C 1.2108(2) 0.1236(3) 0.25997(19) 0.0531(7) Uani 1 1 d . . .
H11A H 1.2427 0.1826 0.2908 0.064 Uiso 1 1 calc R . .
C12 C 1.0283(2) 0.2039(2) 0.2373(2) 0.0541(7) Uani 1 1 d . . .
H12A H 1.0352 0.2104 0.3019 0.065 Uiso 1 1 calc R . .
H12B H 1.0576 0.2657 0.2191 0.065 Uiso 1 1 calc R . .
C13 C 0.5674(2) 0.0983(3) 0.2393(2) 0.0526(7) Uani 1 1 d . . .
C14 C 0.5788(3) 0.0032(3) 0.2764(3) 0.0723(11) Uani 1 1 d . . .
H14A H 0.5873 -0.0539 0.2432 0.087 Uiso 1 1 calc R . .
C15 C 0.5772(3) -0.0047(3) 0.3704(3) 0.0788(12) Uani 1 1 d . . .
H15A H 0.5869 -0.0669 0.4011 0.095 Uiso 1 1 calc R . .
C16 C 0.5611(3) 0.0817(3) 0.4109(2) 0.0661(9) Uani 1 1 d . . .
H16A H 0.5593 0.0796 0.4711 0.079 Uiso 1 1 calc R . .
C17 C 0.5478(3) 0.1695(3) 0.3675(3) 0.0751(11) Uani 1 1 d . . .
H17A H 0.5355 0.2279 0.3974 0.090 Uiso 1 1 calc R . .
C18 C 0.5514(3) 0.1767(3) 0.2833(3) 0.0658(9) Uani 1 1 d . . .
H18A H 0.5422 0.2401 0.2548 0.079 Uiso 1 1 calc R . .
C19 C 0.5720(3) 0.1059(4) 0.1419(2) 0.0775(11) Uani 1 1 d . . .
H19A H 0.5625 0.0386 0.1143 0.093 Uiso 1 1 calc R . .
H19B H 0.5118 0.1487 0.1059 0.093 Uiso 1 1 calc R . .
C20 C 0.7697(2) 0.3606(2) 0.3569(2) 0.0560(8) Uani 1 1 d . . .
H20A H 0.7626 0.3997 0.3047 0.067 Uiso 1 1 calc R . .
C21 C 0.7511(3) 0.4074(2) 0.4312(3) 0.0632(9) Uani 1 1 d . . .
H21A H 0.7316 0.4760 0.4285 0.076 Uiso 1 1 calc R . .
C22 C 0.7614(3) 0.3535(3) 0.5066(2) 0.0637(9) Uani 1 1 d . . .
H22A H 0.7488 0.3839 0.5573 0.076 Uiso 1 1 calc R . .
C23 C 0.7905(2) 0.2530(2) 0.50943(19) 0.0515(7) Uani 1 1 d . . .
C24 C 0.8023(3) 0.1892(3) 0.5860(2) 0.0630(9) Uani 1 1 d . . .
H24A H 0.7924 0.2168 0.6388 0.076 Uiso 1 1 calc R . .
C25 C 0.8267(3) 0.0926(3) 0.5849(2) 0.0636(9) Uani 1 1 d . . .
H25A H 0.8330 0.0528 0.6364 0.076 Uiso 1 1 calc R . .
C26 C 0.8436(2) 0.0479(2) 0.50706(19) 0.0500(7) Uani 1 1 d . . .
C27 C 0.8687(3) -0.0538(2) 0.5017(2) 0.0628(9) Uani 1 1 d . . .
H27A H 0.8730 -0.0974 0.5505 0.075 Uiso 1 1 calc R . .
C28 C 0.8868(3) -0.0895(2) 0.4258(3) 0.0638(9) Uani 1 1 d . . .
H28A H 0.9048 -0.1577 0.4216 0.077 Uiso 1 1 calc R . .
C29 C 0.8784(2) -0.0243(2) 0.3552(2) 0.0544(7) Uani 1 1 d . . .
H29A H 0.8931 -0.0496 0.3035 0.065 Uiso 1 1 calc R . .
C30 C 0.8348(2) 0.1077(2) 0.43110(16) 0.0391(6) Uani 1 1 d . . .
C31 C 0.8075(2) 0.2114(2) 0.43198(16) 0.0398(6) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0363(3) 0.1056(5) 0.0310(2) 0.0090(2) 0.00785(18) -0.0048(2)
N1 0.0369(12) 0.0586(14) 0.0364(11) -0.0016(10) 0.0119(9) -0.0027(10)
N2 0.0380(12) 0.0726(17) 0.0406(13) 0.0094(11) 0.0059(10) -0.0064(11)
N3 0.0348(11) 0.0471(13) 0.0404(12) 0.0091(10) 0.0065(9) -0.0059(9)
N4 0.0360(11) 0.0492(13) 0.0342(11) 0.0016(9) 0.0015(9) -0.0021(10)
C1 0.078(2) 0.081(2) 0.060(2) 0.0167(18) 0.0404(18) 0.0092(19)
C2 0.0550(17) 0.0480(15) 0.0421(15) 0.0047(12) 0.0208(13) 0.0076(13)
C3 0.0605(18) 0.0533(17) 0.0310(13) 0.0047(12) 0.0140(12) 0.0132(13)
C4 0.0539(17) 0.0426(15) 0.0342(13) 0.0009(11) 0.0010(12) 0.0054(12)
C5 0.065(2) 0.070(2) 0.0481(18) 0.0014(16) -0.0075(16) 0.0023(17)
C6 0.0387(14) 0.0618(18) 0.0354(13) 0.0015(12) 0.0112(11) -0.0062(13)
C7 0.0451(16) 0.065(2) 0.0555(18) -0.0068(15) 0.0081(14) -0.0021(14)
C8 0.075(2) 0.065(2) 0.0530(19) -0.0066(16) 0.0123(17) 0.0020(17)
C9 0.066(2) 0.084(3) 0.0554(19) 0.0126(18) 0.0271(17) 0.0196(19)
C10 0.0397(16) 0.085(2) 0.065(2) 0.0168(18) 0.0189(15) 0.0034(16)
C11 0.0402(15) 0.070(2) 0.0483(17) 0.0042(14) 0.0124(13) -0.0086(14)
C12 0.0411(15) 0.068(2) 0.0524(17) -0.0115(15) 0.0142(13) -0.0083(14)
C13 0.0316(14) 0.071(2) 0.0536(17) 0.0035(15) 0.0108(12) -0.0048(13)
C14 0.0378(16) 0.076(2) 0.106(3) -0.032(2) 0.0252(18) -0.0014(15)
C15 0.0421(18) 0.084(3) 0.106(3) 0.031(2) 0.0180(19) -0.0004(17)
C16 0.0510(18) 0.101(3) 0.0519(19) -0.0010(19) 0.0238(15) -0.0060(18)
C17 0.058(2) 0.091(3) 0.080(3) -0.011(2) 0.026(2) -0.0134(19)
C18 0.0458(18) 0.074(2) 0.078(2) -0.0079(19) 0.0199(17) -0.0079(15)
C19 0.054(2) 0.121(3) 0.0522(19) -0.005(2) 0.0083(16) -0.015(2)
C20 0.0413(16) 0.0551(18) 0.063(2) 0.0161(15) 0.0039(14) -0.0070(13)
C21 0.0526(18) 0.0447(17) 0.085(3) -0.0106(17) 0.0112(17) -0.0047(14)
C22 0.062(2) 0.064(2) 0.060(2) -0.0167(17) 0.0123(16) -0.0076(16)
C23 0.0458(15) 0.0630(19) 0.0435(15) -0.0063(14) 0.0107(12) -0.0084(14)
C24 0.068(2) 0.089(3) 0.0344(15) -0.0057(16) 0.0184(14) -0.0113(18)
C25 0.064(2) 0.088(3) 0.0388(16) 0.0199(16) 0.0159(14) -0.0049(18)
C26 0.0453(15) 0.0597(18) 0.0415(15) 0.0114(13) 0.0084(12) -0.0078(13)
C27 0.0515(18) 0.062(2) 0.068(2) 0.0299(17) 0.0095(16) -0.0032(15)
C28 0.0554(19) 0.0464(18) 0.082(2) 0.0070(17) 0.0101(17) -0.0005(14)
C29 0.0440(16) 0.0561(18) 0.0554(18) -0.0051(14) 0.0041(13) 0.0001(13)
C30 0.0323(12) 0.0470(15) 0.0345(13) 0.0067(11) 0.0053(10) -0.0051(11)
C31 0.0351(13) 0.0492(15) 0.0323(12) 0.0021(11) 0.0063(10) -0.0085(11)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . . 1.959(2) Y
Cu1 N2 . . 1.981(2) Y
Cu1 N4 . . 2.071(2) Y
Cu1 N3 . . 2.148(2) Y
N1 C2 . . 1.325(3) Y
N1 C12 . . 1.459(3) Y
N2 C4 . . 1.319(4) Y
N2 C19 . . 1.464(4) Y
N3 C20 . . 1.335(4) Y
N3 C31 . . 1.366(3) Y
N4 C29 . . 1.335(4) Y
N4 C30 . . 1.358(3) Y
C1 C2 . . 1.524(4) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C2 C3 . . 1.387(4) Y
C3 C4 . . 1.406(4) Y
C3 H3a . . 0.95 ?
C4 C5 . . 1.525(4) Y
C5 H5a . . 0.98 ?
C5 H5b . . 0.98 ?
C5 H5c . . 0.98 ?
C6 C7 . . 1.372(4) Y
C6 C11 . . 1.385(3) Y
C6 C12 . . 1.527(4) Y
C7 C8 . . 1.402(5) Y
C7 H7a . . 0.95 ?
C8 C9 . . 1.362(5) Y
C8 H8a . . 0.95 ?
C9 C10 . . 1.366(5) Y
C9 H9a . . 0.95 ?
C10 C11 . . 1.389(5) Y
C10 H10a . . 0.95 ?
C11 H11a . . 0.95 ?
C12 H12a . . 0.99 ?
C12 H12b . . 0.99 ?
C13 C18 . . 1.306(5) Y
C13 C14 . . 1.389(5) Y
C13 C19 . . 1.548(4) Y
C14 C15 . . 1.483(6) Y
C14 H14a . . 0.95 ?
C15 C16 . . 1.366(5) Y
C15 H15a . . 0.95 ?
C16 C17 . . 1.341(5) Y
C16 H16a . . 0.95 ?
C17 C18 . . 1.338(5) Y
C17 H17a . . 0.95 ?
C18 H18a . . 0.95 ?
C19 H19a . . 0.99 ?
C19 H19b . . 0.99 ?
C20 C21 . . 1.407(5) Y
C20 H20a . . 0.95 ?
C21 C22 . . 1.355(5) Y
C21 H21a . . 0.95 ?
C22 C23 . . 1.395(4) Y
C22 H22a . . 0.95 ?
C23 C31 . . 1.412(4) Y
C23 C24 . . 1.440(4) Y
C24 C25 . . 1.333(5) Y
C24 H24a . . 0.95 ?
C25 C26 . . 1.434(4) Y
C25 H25a . . 0.95 ?
C26 C30 . . 1.409(3) Y
C26 C27 . . 1.409(4) Y
C27 C28 . . 1.366(5) Y
C27 H27a . . 0.95 ?
C28 C29 . . 1.387(5) Y
C28 H28a . . 0.95 ?
C29 H29a . . 0.95 ?
C30 C31 . . 1.434(4) Y

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 CU1 N2 . . . 99.27(10) Y
N1 CU1 N4 . . . 116.58(9) Y
N2 CU1 N4 . . . 123.34(9) Y
N1 CU1 N3 . . . 119.31(9) Y
N2 CU1 N3 . . . 120.96(10) Y
N4 CU1 N3 . . . 78.65(9) Y
C2 N1 C12 . . . 118.7(2) Y
C2 N1 CU1 . . . 120.58(19) Y
C12 N1 CU1 . . . 120.71(18) Y
C4 N2 C19 . . . 114.5(3) Y
C4 N2 CU1 . . . 119.78(19) Y
C19 N2 CU1 . . . 125.4(2) Y
C20 N3 C31 . . . 116.1(2) Y
C20 N3 CU1 . . . 131.7(2) Y
C31 N3 CU1 . . . 111.54(18) Y
C29 N4 C30 . . . 117.0(2) Y
C29 N4 CU1 . . . 128.0(2) Y
C30 N4 CU1 . . . 114.11(17) Y
C2 C1 H1A . . . 109.5 ?
C2 C1 H1B . . . 109.5 ?
H1A C1 H1B . . . 109.5 ?
C2 C1 H1C . . . 109.5 ?
H1A C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
N1 C2 C3 . . . 124.2(3) Y
N1 C2 C1 . . . 120.6(3) Y
C3 C2 C1 . . . 115.2(3) Y
C4 C3 C2 . . . 131.2(3) Y
C4 C3 H3A . . . 114.4 ?
C2 C3 H3A . . . 114.4 ?
N2 C4 C3 . . . 124.4(3) Y
N2 C4 C5 . . . 120.6(3) Y
C3 C4 C5 . . . 114.9(3) Y
C4 C5 H5A . . . 109.5 ?
C4 C5 H5B . . . 109.5 ?
H5A C5 H5B . . . 109.5 ?
C4 C5 H5C . . . 109.5 ?
H5A C5 H5C . . . 109.5 ?
H5B C5 H5C . . . 109.5 ?
C7 C6 C11 . . . 117.9(3) Y
C7 C6 C12 . . . 122.4(3) Y
C11 C6 C12 . . . 119.7(3) Y
C6 C7 C8 . . . 120.6(3) Y
C6 C7 H7A . . . 119.7 ?
C8 C7 H7A . . . 119.7 ?
C9 C8 C7 . . . 120.4(3) Y
C9 C8 H8A . . . 119.8 ?
C7 C8 H8A . . . 119.8 ?
C10 C9 C8 . . . 119.9(3) Y
C10 C9 H9A . . . 120.1 ?
C8 C9 H9A . . . 120.1 ?
C9 C10 C11 . . . 119.7(3) Y
C9 C10 H10A . . . 120.1 ?
C11 C10 H10A . . . 120.1 ?
C6 C11 C10 . . . 121.5(3) Y
C6 C11 H11A . . . 119.3 ?
C10 C11 H11A . . . 119.3 ?
N1 C12 C6 . . . 115.6(2) Y
N1 C12 H12A . . . 108.4 ?
C6 C12 H12A . . . 108.4 ?
N1 C12 H12B . . . 108.4 ?
C6 C12 H12B . . . 108.4 ?
H12A C12 H12B . . . 107.5 ?
C18 C13 C14 . . . 122.1(3) Y
C18 C13 C19 . . . 121.8(3) Y
C14 C13 C19 . . . 116.1(3) Y
C13 C14 C15 . . . 116.6(3) Y
C13 C14 H14A . . . 121.7 ?
C15 C14 H14A . . . 121.7 ?
C16 C15 C14 . . . 116.8(3) Y
C16 C15 H15A . . . 121.6 ?
C14 C15 H15A . . . 121.6 ?
C17 C16 C15 . . . 121.5(4) Y
C17 C16 H16A . . . 119.3 ?
C15 C16 H16A . . . 119.3 ?
C18 C17 C16 . . . 121.5(4) Y
C18 C17 H17A . . . 119.2 ?
C16 C17 H17A . . . 119.2 ?
C13 C18 C17 . . . 121.5(4) Y
C13 C18 H18A . . . 119.3 ?
C17 C18 H18A . . . 119.3 ?
N2 C19 C13 . . . 111.0(3) Y
N2 C19 H19A . . . 109.4 ?
C13 C19 H19A . . . 109.4 ?
N2 C19 H19B . . . 109.4 ?
C13 C19 H19B . . . 109.4 ?
H19A C19 H19B . . . 108 ?
N3 C20 C21 . . . 124.0(3) Y
N3 C20 H20A . . . 118 ?
C21 C20 H20A . . . 118 ?
C22 C21 C20 . . . 119.2(3) Y
C22 C21 H21A . . . 120.4 ?
C20 C21 H21A . . . 120.4 ?
C21 C22 C23 . . . 119.6(3) Y
C21 C22 H22A . . . 120.2 ?
C23 C22 H22A . . . 120.2 ?
C31 C23 C22 . . . 117.8(3) Y
C31 C23 C24 . . . 118.4(3) Y
C22 C23 C24 . . . 123.8(3) Y
C25 C24 C23 . . . 121.9(3) Y
C25 C24 H24A . . . 119 ?
C23 C24 H24A . . . 119 ?
C24 C25 C26 . . . 121.1(3) Y
C24 C25 H25A . . . 119.5 ?
C26 C25 H25A . . . 119.5 ?
C30 C26 C25 . . . 119.0(3) Y
C30 C26 C27 . . . 117.3(3) Y
C25 C26 C27 . . . 123.7(3) Y
C28 C27 C26 . . . 119.7(3) Y
C28 C27 H27A . . . 120.1 ?
C26 C27 H27A . . . 120.1 ?
C27 C28 C29 . . . 118.7(3) Y
C27 C28 H28A . . . 120.6 ?
C29 C28 H28A . . . 120.6 ?
N4 C29 C28 . . . 124.2(3) Y
N4 C29 H29A . . . 117.9 ?
C28 C29 H29A . . . 117.9 ?
N4 C30 C26 . . . 122.9(3) Y
N4 C30 C31 . . . 117.2(2) Y
C26 C30 C31 . . . 119.8(2) Y
N3 C31 C23 . . . 123.3(3) Y
N3 C31 C30 . . . 117.0(2) Y
C23 C31 C30 . . . 119.7(2) Y

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 CU1 N1 C2 . . . . 7.2(2) Y
N4 CU1 N1 C2 . . . . 142.0(2) Y
N3 CU1 N1 C2 . . . . -126.4(2) Y
N2 CU1 N1 C12 . . . . -171.2(2) Y
N4 CU1 N1 C12 . . . . -36.5(2) Y
N3 CU1 N1 C12 . . . . 55.2(2) Y
N1 CU1 N2 C4 . . . . -5.6(2) Y
N4 CU1 N2 C4 . . . . -136.2(2) Y
N3 CU1 N2 C4 . . . . 126.9(2) Y
N1 CU1 N2 C19 . . . . 167.8(3) Y
N4 CU1 N2 C19 . . . . 37.2(3) Y
N3 CU1 N2 C19 . . . . -59.7(3) Y
N1 CU1 N3 C20 . . . . 66.1(3) Y
N2 CU1 N3 C20 . . . . -57.5(3) Y
N4 CU1 N3 C20 . . . . -179.7(2) Y
N1 CU1 N3 C31 . . . . -124.05(17) Y
N2 CU1 N3 C31 . . . . 112.44(18) Y
N4 CU1 N3 C31 . . . . -9.80(16) Y
N1 CU1 N4 C29 . . . . -62.4(3) Y
N2 CU1 N4 C29 . . . . 60.6(3) Y
N3 CU1 N4 C29 . . . . -179.7(2) Y
N1 CU1 N4 C30 . . . . 128.21(18) Y
N2 CU1 N4 C30 . . . . -108.78(19) Y
N3 CU1 N4 C30 . . . . 10.96(17) Y
C12 N1 C2 C3 . . . . 174.3(3) Y
CU1 N1 C2 C3 . . . . -4.2(4) Y
C12 N1 C2 C1 . . . . -4.6(4) Y
CU1 N1 C2 C1 . . . . 176.9(2) Y
N1 C2 C3 C4 . . . . -3.0(5) Y
C1 C2 C3 C4 . . . . 175.9(3) Y
C19 N2 C4 C3 . . . . -173.2(3) Y
CU1 N2 C4 C3 . . . . 1.0(4) Y
C19 N2 C4 C5 . . . . 4.3(4) Y
CU1 N2 C4 C5 . . . . 178.4(2) Y
C2 C3 C4 N2 . . . . 4.9(5) Y
C2 C3 C4 C5 . . . . -172.6(3) Y
C11 C6 C7 C8 . . . . -0.1(5) Y
C12 C6 C7 C8 . . . . 178.4(3) Y
C6 C7 C8 C9 . . . . -0.7(5) Y
C7 C8 C9 C10 . . . . 1.5(5) Y
C8 C9 C10 C11 . . . . -1.5(5) Y
C7 C6 C11 C10 . . . . 0.0(4) Y
C12 C6 C11 C10 . . . . -178.5(3) Y
C9 C10 C11 C6 . . . . 0.8(5) Y
C2 N1 C12 C6 . . . . -71.1(4) Y
CU1 N1 C12 C6 . . . . 107.4(3) Y
C7 C6 C12 N1 . . . . -9.0(4) Y
C11 C6 C12 N1 . . . . 169.4(3) Y
C18 C13 C14 C15 . . . . -2.8(4) Y
C19 C13 C14 C15 . . . . 178.6(3) Y
C13 C14 C15 C16 . . . . 2.0(4) Y
C14 C15 C16 C17 . . . . -0.2(5) Y
C15 C16 C17 C18 . . . . -1.1(6) Y
C14 C13 C18 C17 . . . . 1.6(5) Y
C19 C13 C18 C17 . . . . -179.9(3) Y
C16 C17 C18 C13 . . . . 0.5(6) Y
C4 N2 C19 C13 . . . . -175.5(3) Y
CU1 N2 C19 C13 . . . . 10.8(5) Y
C18 C13 C19 N2 . . . . 76.0(4) Y
C14 C13 C19 N2 . . . . -105.4(4) Y
C31 N3 C20 C21 . . . . -0.7(4) Y
CU1 N3 C20 C21 . . . . 168.8(2) Y
N3 C20 C21 C22 . . . . 0.4(5) Y
C20 C21 C22 C23 . . . . 0.3(5) Y
C21 C22 C23 C31 . . . . -0.5(5) Y
C21 C22 C23 C24 . . . . -179.3(3) Y
C31 C23 C24 C25 . . . . -1.2(5) Y
C22 C23 C24 C25 . . . . 177.7(3) Y
C23 C24 C25 C26 . . . . 0.7(5) Y
C24 C25 C26 C30 . . . . 0.5(5) Y
C24 C25 C26 C27 . . . . -179.5(3) Y
C30 C26 C27 C28 . . . . 2.1(4) Y
C25 C26 C27 C28 . . . . -177.9(3) Y
C26 C27 C28 C29 . . . . -0.9(5) Y
C30 N4 C29 C28 . . . . 2.8(4) Y
CU1 N4 C29 C28 . . . . -166.3(2) Y
C27 C28 C29 N4 . . . . -1.7(5) Y
C29 N4 C30 C26 . . . . -1.5(4) Y
CU1 N4 C30 C26 . . . . 169.2(2) Y
C29 N4 C30 C31 . . . . 178.8(2) Y
CU1 N4 C30 C31 . . . . -10.6(3) Y
C25 C26 C30 N4 . . . . 179.1(3) Y
C27 C26 C30 N4 . . . . -0.9(4) Y
C25 C26 C30 C31 . . . . -1.1(4) Y
C27 C26 C30 C31 . . . . 178.8(2) Y
C20 N3 C31 C23 . . . . 0.5(4) Y
CU1 N3 C31 C23 . . . . -171.1(2) Y
C20 N3 C31 C30 . . . . 179.0(2) Y
CU1 N3 C31 C30 . . . . 7.4(3) Y
C22 C23 C31 N3 . . . . 0.1(4) Y
C24 C23 C31 N3 . . . . 179.0(3) Y
C22 C23 C31 C30 . . . . -178.4(3) Y
C24 C23 C31 C30 . . . . 0.5(4) Y
N4 C30 C31 N3 . . . . 1.8(3) Y
C26 C30 C31 N3 . . . . -178.0(2) Y
N4 C30 C31 C23 . . . . -179.6(2) Y
C26 C30 C31 C23 . . . . 0.6(4) Y

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        72.42
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.785
_refine_diff_density_min         -0.754
_refine_diff_density_rms         0.070
#==================================================================
#
# Compound 1b
#

data_paul16
_database_code_depnum_ccdc_archive 'CCDC 771784'
#TrackingRef '- Oguadinma5.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H33 Cu N4'
_chemical_formula_sum            'C33 H33 Cu N4'
_chemical_formula_weight         549.17
_chemical_compound_source        'Synthesized by the authors. See text'

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_hall  '-P 2ybc'

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

_cell_length_a                   14.3783(7)
_cell_length_b                   8.7026(4)
_cell_length_c                   22.2668(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.534(2)
_cell_angle_gamma                90
_cell_volume                     2755.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    16162
_cell_measurement_theta_min      3.60
_cell_measurement_theta_max      70.43

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1152
_exptl_absorpt_coefficient_mu    1.328
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.7979
_exptl_absorpt_correction_T_max  0.9358
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector,
a Helios optics and a Kappa goniometer. The crystal-to-detector distance
was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over three different parts of the reciprocal space
(99 frames total).
;

_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Helios optics'
_diffrn_measurement_device_type  'Bruker Microstar'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            54048
_diffrn_reflns_av_R_equivalents  0.064
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.11
_diffrn_reflns_theta_max         67.83
_reflns_number_total             4961
_reflns_number_gt                4635
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1025P)^2^+4.0764P] where P=(Fo^2^+2Fc^2^)/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         4961
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0961
_refine_ls_wR_factor_gt          0.0908
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_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 0.25374(5) 0.55144(9) 0.24325(3) 0.0422(2) Uani 1 1 d . . .
N1 N 0.2500(3) 0.5593(4) 0.33097(16) 0.0334(7) Uani 1 1 d . . .
N2 N 0.2626(3) 0.7743(5) 0.22842(17) 0.0399(8) Uani 1 1 d . . .
N3 N 0.1524(3) 0.4179(4) 0.18973(17) 0.0347(8) Uani 1 1 d . . .
N4 N 0.3386(3) 0.4346(4) 0.19018(16) 0.0367(8) Uani 1 1 d . . .
C1 C 0.2566(4) 0.6957(7) 0.4287(2) 0.0474(12) Uani 1 1 d . . .
H1A H 0.3077 0.6300 0.4482 0.071 Uiso 1 1 calc R . .
H1B H 0.1964 0.6581 0.4386 0.071 Uiso 1 1 calc R . .
H1C H 0.2669 0.8014 0.4433 0.071 Uiso 1 1 calc R . .
C2 C 0.2546(3) 0.6918(5) 0.36000(19) 0.0343(9) Uani 1 1 d . . .
C3 C 0.2575(3) 0.8372(5) 0.3327(2) 0.0361(9) Uani 1 1 d . . .
H3A H 0.2590 0.9218 0.3598 0.043 Uiso 1 1 calc R . .
C4 C 0.2586(3) 0.8767(5) 0.2715(2) 0.0369(9) Uani 1 1 d . . .
C6 C 0.3392(3) 0.3493(5) 0.3914(2) 0.0357(9) Uani 1 1 d . . .
C7 C 0.4237(4) 0.4210(6) 0.3869(2) 0.0453(11) Uani 1 1 d . . .
H7A H 0.4237 0.5171 0.3667 0.054 Uiso 1 1 calc R . .
C8 C 0.5084(4) 0.3544(6) 0.4116(3) 0.0517(13) Uani 1 1 d . . .
H8A H 0.5660 0.4055 0.4086 0.062 Uiso 1 1 calc R . .
C9 C 0.5093(4) 0.2143(7) 0.4405(3) 0.0518(13) Uani 1 1 d . . .
H9A H 0.5674 0.1681 0.4570 0.062 Uiso 1 1 calc R . .
C10 C 0.4262(4) 0.1418(6) 0.4453(2) 0.0490(12) Uani 1 1 d . . .
H10A H 0.4267 0.0453 0.4653 0.059 Uiso 1 1 calc R . .
C11 C 0.3415(4) 0.2084(6) 0.4214(2) 0.0404(10) Uani 1 1 d . . .
H11A H 0.2843 0.1575 0.4253 0.048 Uiso 1 1 calc R . .
C12 C 0.2449(3) 0.4178(5) 0.3650(2) 0.0386(10) Uani 1 1 d . . .
H12A H 0.2096 0.3407 0.3380 0.046 Uiso 1 1 calc R . .
H12B H 0.2087 0.4380 0.3987 0.046 Uiso 1 1 calc R . .
C13 C 0.1800(4) 0.7740(6) 0.1235(2) 0.0409(11) Uani 1 1 d . . .
C14 C 0.0928(4) 0.8125(7) 0.1359(3) 0.0607(15) Uani 1 1 d . . .
H14A H 0.0868 0.8695 0.1715 0.073 Uiso 1 1 calc R . .
C15 C 0.0130(5) 0.7692(9) 0.0969(4) 0.076(2) Uani 1 1 d . . .
H15A H -0.0475 0.7959 0.1059 0.091 Uiso 1 1 calc R . .
C16 C 0.0215(6) 0.6877(10) 0.0454(3) 0.085(3) Uani 1 1 d . . .
H16A H -0.0329 0.6588 0.0182 0.103 Uiso 1 1 calc R . .
C17 C 0.1093(7) 0.6481(10) 0.0334(3) 0.082(2) Uani 1 1 d . . .
H17A H 0.1156 0.5904 -0.0020 0.099 Uiso 1 1 calc R . .
C18 C 0.1878(5) 0.6914(7) 0.0722(2) 0.0591(15) Uani 1 1 d . . .
H18A H 0.2483 0.6638 0.0634 0.071 Uiso 1 1 calc R . .
C19 C 0.2672(4) 0.8207(7) 0.1658(2) 0.0509(13) Uani 1 1 d . . .
H19A H 0.3229 0.7727 0.1521 0.061 Uiso 1 1 calc R . .
H19B H 0.2748 0.9336 0.1641 0.061 Uiso 1 1 calc R . .
C20 C 0.0602(3) 0.4086(6) 0.1917(2) 0.0427(11) Uani 1 1 d . . .
C21 C 0.0015(4) 0.3105(7) 0.1530(2) 0.0507(13) Uani 1 1 d . . .
H21A H -0.0637 0.3047 0.1558 0.061 Uiso 1 1 calc R . .
C22 C 0.0384(4) 0.2233(7) 0.1114(2) 0.0513(13) Uani 1 1 d . . .
H22A H -0.0011 0.1566 0.0852 0.062 Uiso 1 1 calc R . .
C23 C 0.1340(4) 0.2321(6) 0.1073(2) 0.0433(11) Uani 1 1 d . . .
C24 C 0.1792(5) 0.1486(6) 0.0638(2) 0.0535(14) Uani 1 1 d . . .
H24A H 0.1427 0.0819 0.0359 0.064 Uiso 1 1 calc R . .
C25 C 0.2716(5) 0.1631(6) 0.0619(2) 0.0528(14) Uani 1 1 d . . .
H25A H 0.2991 0.1083 0.0320 0.063 Uiso 1 1 calc R . .
C26 C 0.3295(4) 0.2596(5) 0.1041(2) 0.0433(11) Uani 1 1 d . . .
C27 C 0.4272(4) 0.2753(6) 0.1055(2) 0.0502(13) Uani 1 1 d . . .
H27A H 0.4582 0.2213 0.0772 0.060 Uiso 1 1 calc R . .
C28 C 0.4770(4) 0.3685(7) 0.1478(3) 0.0524(13) Uani 1 1 d . . .
H28A H 0.5430 0.3790 0.1492 0.063 Uiso 1 1 calc R . .
C29 C 0.4305(3) 0.4495(6) 0.1896(2) 0.0437(11) Uani 1 1 d . . .
C30 C 0.2882(3) 0.3422(5) 0.14773(19) 0.0337(9) Uani 1 1 d . . .
C31 C 0.1893(3) 0.3310(5) 0.14858(19) 0.0340(9) Uani 1 1 d . . .
C32 C 0.0219(4) 0.5099(8) 0.2362(3) 0.0613(16) Uani 1 1 d . . .
H32A H 0.0418 0.6161 0.2309 0.092 Uiso 1 1 calc R . .
H32B H 0.0457 0.4757 0.2776 0.092 Uiso 1 1 calc R . .
H32C H -0.0469 0.5044 0.2295 0.092 Uiso 1 1 calc R . .
C33 C 0.4836(4) 0.5562(9) 0.2352(3) 0.0632(16) Uani 1 1 d . . .
H33A H 0.4393 0.6239 0.2518 0.095 Uiso 1 1 calc R . .
H33B H 0.5272 0.6183 0.2154 0.095 Uiso 1 1 calc R . .
H33C H 0.5192 0.4963 0.2681 0.095 Uiso 1 1 calc R . .
C5 C 0.2557(4) 1.0479(6) 0.2582(2) 0.0524(12) Uani 1 1 d . . .
H5A H 0.3098 1.0762 0.2384 0.079 Uiso 1 1 calc R . .
H5B H 0.2581 1.1051 0.2963 0.079 Uiso 1 1 calc R . .
H5C H 0.1974 1.0730 0.2313 0.079 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0557(4) 0.0399(4) 0.0317(3) -0.0053(3) 0.0085(3) -0.0043(3)
N1 0.0352(18) 0.0324(17) 0.0323(17) 0.0015(14) 0.0041(14) 0.0012(15)
N2 0.043(2) 0.045(2) 0.0305(18) 0.0044(16) 0.0028(16) -0.0058(18)
N3 0.0371(19) 0.038(2) 0.0291(17) 0.0044(15) 0.0053(14) -0.0039(16)
N4 0.0371(19) 0.040(2) 0.0331(17) 0.0016(15) 0.0075(16) -0.0013(16)
C1 0.057(3) 0.052(3) 0.033(2) -0.003(2) 0.006(2) 0.008(2)
C2 0.034(2) 0.039(2) 0.030(2) -0.0002(17) 0.0031(17) 0.0041(18)
C3 0.038(2) 0.032(2) 0.035(2) -0.0043(17) -0.0022(19) 0.0053(19)
C4 0.031(2) 0.034(2) 0.043(2) 0.0054(18) -0.0031(18) -0.0011(18)
C6 0.042(2) 0.032(2) 0.032(2) -0.0013(17) 0.0055(18) 0.0017(18)
C7 0.044(3) 0.037(2) 0.056(3) 0.008(2) 0.013(2) 0.005(2)
C8 0.043(3) 0.046(3) 0.066(3) 0.003(2) 0.010(2) 0.003(2)
C9 0.049(3) 0.048(3) 0.056(3) 0.003(2) 0.000(2) 0.014(2)
C10 0.061(3) 0.039(2) 0.045(3) 0.009(2) 0.000(2) 0.008(2)
C11 0.050(3) 0.037(2) 0.034(2) 0.0020(19) 0.005(2) -0.003(2)
C12 0.037(2) 0.037(2) 0.041(2) 0.0028(19) 0.0056(19) -0.0025(19)
C13 0.053(3) 0.040(2) 0.031(2) 0.0080(19) 0.0065(19) 0.002(2)
C14 0.053(3) 0.061(3) 0.069(4) -0.011(3) 0.010(3) 0.002(3)
C15 0.048(3) 0.077(5) 0.096(5) 0.021(4) -0.007(3) 0.007(3)
C16 0.100(6) 0.091(5) 0.052(4) 0.029(4) -0.033(4) -0.041(5)
C17 0.113(6) 0.094(5) 0.040(3) -0.007(3) 0.012(4) -0.037(5)
C18 0.083(4) 0.059(3) 0.039(3) 0.004(2) 0.021(3) -0.010(3)
C19 0.048(3) 0.066(3) 0.038(3) 0.015(2) 0.008(2) -0.007(3)
C20 0.038(2) 0.053(3) 0.036(2) 0.010(2) 0.0057(19) -0.004(2)
C21 0.040(3) 0.062(3) 0.047(3) 0.014(2) -0.002(2) -0.014(2)
C22 0.057(3) 0.051(3) 0.041(3) 0.006(2) -0.009(2) -0.015(3)
C23 0.059(3) 0.038(2) 0.030(2) 0.0067(19) -0.005(2) -0.008(2)
C24 0.083(4) 0.041(3) 0.033(2) -0.006(2) -0.001(2) -0.002(3)
C25 0.084(4) 0.043(3) 0.031(2) -0.003(2) 0.010(3) 0.008(3)
C26 0.063(3) 0.036(2) 0.031(2) 0.0068(18) 0.012(2) 0.008(2)
C27 0.060(3) 0.050(3) 0.045(3) 0.010(2) 0.025(3) 0.019(3)
C28 0.046(3) 0.061(3) 0.055(3) 0.016(3) 0.021(2) 0.013(3)
C29 0.037(2) 0.052(3) 0.043(2) 0.006(2) 0.009(2) 0.000(2)
C30 0.042(2) 0.033(2) 0.026(2) 0.0068(17) 0.0061(17) 0.0017(18)
C31 0.044(2) 0.031(2) 0.027(2) 0.0052(17) 0.0038(17) -0.0029(18)
C32 0.038(3) 0.094(5) 0.055(3) 0.000(3) 0.018(2) 0.000(3)
C33 0.038(3) 0.087(4) 0.065(4) -0.006(3) 0.008(3) -0.015(3)
C5 0.061(3) 0.035(2) 0.058(3) 0.012(2) -0.004(3) 0.001(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . . 1.963(4) Y
Cu1 N2 . . 1.975(4) Y
Cu1 N4 . . 2.085(4) Y
Cu1 N3 . . 2.092(4) Y
N1 C2 . . 1.319(6) Y
N1 C12 . . 1.454(6) Y
N2 C4 . . 1.316(6) Y
N2 C19 . . 1.463(6) Y
N3 C20 . . 1.335(6) Y
N3 C31 . . 1.356(6) Y
N4 C29 . . 1.330(7) Y
N4 C30 . . 1.364(6) Y
C1 C2 . . 1.526(6) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C2 C3 . . 1.407(6) Y
C3 C4 . . 1.409(6) Y
C3 H3a . . 0.95 ?
C4 C5 . . 1.518(7) Y
C6 C7 . . 1.383(7) Y
C6 C11 . . 1.393(7) Y
C6 C12 . . 1.517(6) Y
C7 C8 . . 1.387(8) Y
C7 H7a . . 0.95 ?
C8 C9 . . 1.378(8) Y
C8 H8a . . 0.95 ?
C9 C10 . . 1.370(8) Y
C9 H9a . . 0.95 ?
C10 C11 . . 1.382(8) Y
C10 H10a . . 0.95 ?
C11 H11a . . 0.95 ?
C12 H12a . . 0.99 ?
C12 H12b . . 0.99 ?
C13 C14 . . 1.365(8) Y
C13 C18 . . 1.369(7) Y
C13 C19 . . 1.506(8) Y
C14 C15 . . 1.384(10) Y
C14 H14a . . 0.95 ?
C15 C16 . . 1.369(12) Y
C15 H15a . . 0.95 ?
C16 C17 . . 1.373(13) Y
C16 H16a . . 0.95 ?
C17 C18 . . 1.368(10) Y
C17 H17a . . 0.95 ?
C18 H18a . . 0.95 ?
C19 H19a . . 0.99 ?
C19 H19b . . 0.99 ?
C20 C21 . . 1.403(7) Y
C20 C32 . . 1.492(8) Y
C21 C22 . . 1.365(8) Y
C21 H21a . . 0.95 ?
C22 C23 . . 1.392(8) Y
C22 H22a . . 0.95 ?
C23 C31 . . 1.415(7) Y
C23 C24 . . 1.440(8) Y
C24 C25 . . 1.342(9) Y
C24 H24a . . 0.95 ?
C25 C26 . . 1.432(8) Y
C25 H25a . . 0.95 ?
C26 C27 . . 1.406(8) Y
C26 C30 . . 1.409(6) Y
C27 C28 . . 1.362(9) Y
C27 H27a . . 0.95 ?
C28 C29 . . 1.412(7) Y
C28 H28a . . 0.95 ?
C29 C33 . . 1.498(8) Y
C30 C31 . . 1.428(6) Y
C32 H32a . . 0.98 ?
C32 H32b . . 0.98 ?
C32 H32c . . 0.98 ?
C33 H33a . . 0.98 ?
C33 H33b . . 0.98 ?
C33 H33c . . 0.98 ?
C5 H5a . . 0.98 ?
C5 H5b . . 0.98 ?
C5 H5c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 CU1 N2 . . . 98.28(15) Y
N1 CU1 N4 . . . 133.28(15) Y
N2 CU1 N4 . . . 109.08(16) Y
N1 CU1 N3 . . . 117.82(15) Y
N2 CU1 N3 . . . 120.45(16) Y
N4 CU1 N3 . . . 79.79(15) Y
C2 N1 C12 . . . 119.2(4) Y
C2 N1 CU1 . . . 120.8(3) Y
C12 N1 CU1 . . . 120.0(3) Y
C4 N2 C19 . . . 121.4(4) Y
C4 N2 CU1 . . . 122.2(3) Y
C19 N2 CU1 . . . 116.3(3) Y
C20 N3 C31 . . . 118.5(4) Y
C20 N3 CU1 . . . 128.8(4) Y
C31 N3 CU1 . . . 112.7(3) Y
C29 N4 C30 . . . 118.5(4) Y
C29 N4 CU1 . . . 128.6(3) Y
C30 N4 CU1 . . . 112.7(3) Y
C2 C1 H1A . . . 109.5 ?
C2 C1 H1B . . . 109.5 ?
H1A C1 H1B . . . 109.5 ?
C2 C1 H1C . . . 109.5 ?
H1A C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
N1 C2 C3 . . . 125.2(4) Y
N1 C2 C1 . . . 120.2(4) Y
C3 C2 C1 . . . 114.6(4) Y
C2 C3 C4 . . . 130.0(4) Y
C2 C3 H3A . . . 115 ?
C4 C3 H3A . . . 115 ?
N2 C4 C3 . . . 123.2(4) Y
N2 C4 C5 . . . 121.7(4) Y
C3 C4 C5 . . . 115.1(4) Y
C7 C6 C11 . . . 118.2(4) Y
C7 C6 C12 . . . 122.6(4) Y
C11 C6 C12 . . . 119.2(4) Y
C6 C7 C8 . . . 120.8(5) Y
C6 C7 H7A . . . 119.6 ?
C8 C7 H7A . . . 119.6 ?
C9 C8 C7 . . . 120.1(5) Y
C9 C8 H8A . . . 120 ?
C7 C8 H8A . . . 120 ?
C10 C9 C8 . . . 119.8(5) Y
C10 C9 H9A . . . 120.1 ?
C8 C9 H9A . . . 120.1 ?
C9 C10 C11 . . . 120.4(5) Y
C9 C10 H10A . . . 119.8 ?
C11 C10 H10A . . . 119.8 ?
C10 C11 C6 . . . 120.8(5) Y
C10 C11 H11A . . . 119.6 ?
C6 C11 H11A . . . 119.6 ?
N1 C12 C6 . . . 115.1(4) Y
N1 C12 H12A . . . 108.5 ?
C6 C12 H12A . . . 108.5 ?
N1 C12 H12B . . . 108.5 ?
C6 C12 H12B . . . 108.5 ?
H12A C12 H12B . . . 107.5 ?
C14 C13 C18 . . . 119.2(6) Y
C14 C13 C19 . . . 120.8(5) Y
C18 C13 C19 . . . 119.9(5) Y
C13 C14 C15 . . . 120.6(6) Y
C13 C14 H14A . . . 119.7 ?
C15 C14 H14A . . . 119.7 ?
C16 C15 C14 . . . 119.8(7) Y
C16 C15 H15A . . . 120.1 ?
C14 C15 H15A . . . 120.1 ?
C15 C16 C17 . . . 119.5(7) Y
C15 C16 H16A . . . 120.3 ?
C17 C16 H16A . . . 120.3 ?
C18 C17 C16 . . . 120.3(7) Y
C18 C17 H17A . . . 119.8 ?
C16 C17 H17A . . . 119.8 ?
C17 C18 C13 . . . 120.6(7) Y
C17 C18 H18A . . . 119.7 ?
C13 C18 H18A . . . 119.7 ?
N2 C19 C13 . . . 111.7(4) Y
N2 C19 H19A . . . 109.3 ?
C13 C19 H19A . . . 109.3 ?
N2 C19 H19B . . . 109.3 ?
C13 C19 H19B . . . 109.3 ?
H19A C19 H19B . . . 107.9 ?
N3 C20 C21 . . . 121.8(5) Y
N3 C20 C32 . . . 116.9(5) Y
C21 C20 C32 . . . 121.3(5) Y
C22 C21 C20 . . . 119.7(5) Y
C22 C21 H21A . . . 120.1 ?
C20 C21 H21A . . . 120.1 ?
C21 C22 C23 . . . 120.1(5) Y
C21 C22 H22A . . . 120 ?
C23 C22 H22A . . . 120 ?
C22 C23 C31 . . . 117.1(5) Y
C22 C23 C24 . . . 124.4(5) Y
C31 C23 C24 . . . 118.5(5) Y
C25 C24 C23 . . . 121.5(5) Y
C25 C24 H24A . . . 119.3 ?
C23 C24 H24A . . . 119.3 ?
C24 C25 C26 . . . 121.1(5) Y
C24 C25 H25A . . . 119.5 ?
C26 C25 H25A . . . 119.5 ?
C27 C26 C30 . . . 117.2(5) Y
C27 C26 C25 . . . 123.6(5) Y
C30 C26 C25 . . . 119.2(5) Y
C28 C27 C26 . . . 119.6(5) Y
C28 C27 H27A . . . 120.2 ?
C26 C27 H27A . . . 120.2 ?
C27 C28 C29 . . . 120.1(5) Y
C27 C28 H28A . . . 120 ?
C29 C28 H28A . . . 120 ?
N4 C29 C28 . . . 121.7(5) Y
N4 C29 C33 . . . 117.5(5) Y
C28 C29 C33 . . . 120.8(5) Y
N4 C30 C26 . . . 122.9(4) Y
N4 C30 C31 . . . 117.3(4) Y
C26 C30 C31 . . . 119.8(5) Y
N3 C31 C23 . . . 122.7(4) Y
N3 C31 C30 . . . 117.4(4) Y
C23 C31 C30 . . . 119.9(4) Y
C20 C32 H32A . . . 109.5 ?
C20 C32 H32B . . . 109.5 ?
H32A C32 H32B . . . 109.5 ?
C20 C32 H32C . . . 109.5 ?
H32A C32 H32C . . . 109.5 ?
H32B C32 H32C . . . 109.5 ?
C29 C33 H33A . . . 109.5 ?
C29 C33 H33B . . . 109.5 ?
H33A C33 H33B . . . 109.5 ?
C29 C33 H33C . . . 109.5 ?
H33A C33 H33C . . . 109.5 ?
H33B C33 H33C . . . 109.5 ?
C4 C5 H5A . . . 109.5 ?
C4 C5 H5B . . . 109.5 ?
H5A C5 H5B . . . 109.5 ?
C4 C5 H5C . . . 109.5 ?
H5A C5 H5C . . . 109.5 ?
H5B C5 H5C . . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 CU1 N1 C2 . . . . -0.7(4) Y
N4 CU1 N1 C2 . . . . 125.5(3) Y
N3 CU1 N1 C2 . . . . -131.7(3) Y
N2 CU1 N1 C12 . . . . -179.0(3) Y
N4 CU1 N1 C12 . . . . -52.7(4) Y
N3 CU1 N1 C12 . . . . 50.1(4) Y
N1 CU1 N2 C4 . . . . -4.1(4) Y
N4 CU1 N2 C4 . . . . -145.7(4) Y
N3 CU1 N2 C4 . . . . 125.1(4) Y
N1 CU1 N2 C19 . . . . 179.9(3) Y
N4 CU1 N2 C19 . . . . 38.4(4) Y
N3 CU1 N2 C19 . . . . -50.8(4) Y
N1 CU1 N3 C20 . . . . 44.0(5) Y
N2 CU1 N3 C20 . . . . -75.9(4) Y
N4 CU1 N3 C20 . . . . 177.8(4) Y
N1 CU1 N3 C31 . . . . -135.6(3) Y
N2 CU1 N3 C31 . . . . 104.5(3) Y
N4 CU1 N3 C31 . . . . -1.8(3) Y
N1 CU1 N4 C29 . . . . -64.2(5) Y
N2 CU1 N4 C29 . . . . 58.1(4) Y
N3 CU1 N4 C29 . . . . 177.0(4) Y
N1 CU1 N4 C30 . . . . 122.0(3) Y
N2 CU1 N4 C30 . . . . -115.6(3) Y
N3 CU1 N4 C30 . . . . 3.2(3) Y
C12 N1 C2 C3 . . . . -178.4(4) Y
CU1 N1 C2 C3 . . . . 3.3(6) Y
C12 N1 C2 C1 . . . . 1.3(6) Y
CU1 N1 C2 C1 . . . . -176.9(3) Y
N1 C2 C3 C4 . . . . -1.6(8) Y
C1 C2 C3 C4 . . . . 178.6(5) Y
C19 N2 C4 C3 . . . . -177.6(4) Y
CU1 N2 C4 C3 . . . . 6.7(6) Y
C19 N2 C4 C5 . . . . 1.9(7) Y
CU1 N2 C4 C5 . . . . -173.8(4) Y
C2 C3 C4 N2 . . . . -4.2(8) Y
C2 C3 C4 C5 . . . . 176.3(5) Y
C11 C6 C7 C8 . . . . -0.1(8) Y
C12 C6 C7 C8 . . . . -179.9(5) Y
C6 C7 C8 C9 . . . . 0.7(8) Y
C7 C8 C9 C10 . . . . -0.8(9) Y
C8 C9 C10 C11 . . . . 0.1(8) Y
C9 C10 C11 C6 . . . . 0.5(8) Y
C7 C6 C11 C10 . . . . -0.6(7) Y
C12 C6 C11 C10 . . . . 179.3(4) Y
C2 N1 C12 C6 . . . . -87.9(5) Y
CU1 N1 C12 C6 . . . . 90.4(4) Y
C7 C6 C12 N1 . . . . 4.1(7) Y
C11 C6 C12 N1 . . . . -175.8(4) Y
C18 C13 C14 C15 . . . . -0.2(9) Y
C19 C13 C14 C15 . . . . -179.9(6) Y
C13 C14 C15 C16 . . . . -0.3(11) Y
C14 C15 C16 C17 . . . . 0.9(11) Y
C15 C16 C17 C18 . . . . -0.9(11) Y
C16 C17 C18 C13 . . . . 0.3(11) Y
C14 C13 C18 C17 . . . . 0.3(9) Y
C19 C13 C18 C17 . . . . 180.0(6) Y
C4 N2 C19 C13 . . . . -114.0(5) Y
CU1 N2 C19 C13 . . . . 61.9(5) Y
C14 C13 C19 N2 . . . . 52.4(7) Y
C18 C13 C19 N2 . . . . -127.3(5) Y
C31 N3 C20 C21 . . . . 0.8(7) Y
CU1 N3 C20 C21 . . . . -178.8(3) Y
C31 N3 C20 C32 . . . . -178.1(4) Y
CU1 N3 C20 C32 . . . . 2.3(7) Y
N3 C20 C21 C22 . . . . -1.1(8) Y
C32 C20 C21 C22 . . . . 177.7(5) Y
C20 C21 C22 C23 . . . . -0.1(8) Y
C21 C22 C23 C31 . . . . 1.5(8) Y
C21 C22 C23 C24 . . . . -178.1(5) Y
C22 C23 C24 C25 . . . . 179.5(5) Y
C31 C23 C24 C25 . . . . -0.1(8) Y
C23 C24 C25 C26 . . . . 1.5(8) Y
C24 C25 C26 C27 . . . . 177.9(5) Y
C24 C25 C26 C30 . . . . -0.9(8) Y
C30 C26 C27 C28 . . . . -0.4(7) Y
C25 C26 C27 C28 . . . . -179.2(5) Y
C26 C27 C28 C29 . . . . -0.4(8) Y
C30 N4 C29 C28 . . . . -2.2(7) Y
CU1 N4 C29 C28 . . . . -175.7(4) Y
C30 N4 C29 C33 . . . . 177.7(5) Y
CU1 N4 C29 C33 . . . . 4.2(7) Y
C27 C28 C29 N4 . . . . 1.8(8) Y
C27 C28 C29 C33 . . . . -178.1(5) Y
C29 N4 C30 C26 . . . . 1.3(6) Y
CU1 N4 C30 C26 . . . . 175.8(3) Y
C29 N4 C30 C31 . . . . -178.7(4) Y
CU1 N4 C30 C31 . . . . -4.2(5) Y
C27 C26 C30 N4 . . . . 0.0(6) Y
C25 C26 C30 N4 . . . . 178.9(4) Y
C27 C26 C30 C31 . . . . 180.0(4) Y
C25 C26 C30 C31 . . . . -1.2(6) Y
C20 N3 C31 C23 . . . . 0.7(7) Y
CU1 N3 C31 C23 . . . . -179.7(3) Y
C20 N3 C31 C30 . . . . -179.5(4) Y
CU1 N3 C31 C30 . . . . 0.1(5) Y
C22 C23 C31 N3 . . . . -1.8(7) Y
C24 C23 C31 N3 . . . . 177.8(4) Y
C22 C23 C31 C30 . . . . 178.4(4) Y
C24 C23 C31 C30 . . . . -2.0(7) Y
N4 C30 C31 N3 . . . . 2.8(6) Y
C26 C30 C31 N3 . . . . -177.2(4) Y
N4 C30 C31 C23 . . . . -177.4(4) Y
C26 C30 C31 C23 . . . . 2.6(7) Y

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        67.83
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.047

#=========================================================
#
# Compound 1c
#

data_paul19
_database_code_depnum_ccdc_archive 'CCDC 771785'
#TrackingRef '- Oguadinma5.cif'

_vrf_THETM01_paul19              
;
RESPONSE Weakly diffracting crystal. At 0.86 Ang resolution only 25%
of the reflections were observed. A data collection strategy optimized
to collect data up to 0.86 Ang resolution was employed.
;

_vrf_PLAT023_paul19              
;
RESPONSE see above
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H37 Cu N4'
_chemical_formula_sum            'C43 H37 Cu N4'
_chemical_formula_weight         673.31
_chemical_compound_source        'Synthesized by the authors. See text'

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

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pca21
_symmetry_space_group_name_hall  'P 2c -2ac'

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

_cell_length_a                   19.4278(5)
_cell_length_b                   9.2147(2)
_cell_length_c                   19.0384(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3408.28(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    8012
_cell_measurement_theta_min      4.55
_cell_measurement_theta_max      51.10

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_absorpt_coefficient_mu    1.180
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.8011
_exptl_absorpt_correction_T_max  0.9099
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 4K
Charged-Coupled Device (CCD) Area Detector using the program APEX2 and
a Nonius FR591 rotating anode equiped with a Montel 200 optics
The crystal-to-detector distance was 5.0 cm, and the data collection
was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over four different parts of the reciprocal space
(132 frames total). One complete sphere of data was collected, to
better than 0.80\%A resolution.
;
_vrf_THETMO1_paul19              
;
response: Crystal does not diffract at higer angles
;
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_reflns_number            45919
_diffrn_reflns_av_R_equivalents  0.057
_diffrn_reflns_av_sigmaI/netI    0.0496
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.55
_diffrn_reflns_theta_max         63.67
_reflns_number_total             5514
_reflns_number_gt                4330
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0257P)^2^] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details 'Friedel Pairs merged'
_refine_ls_abs_structure_Flack   0.021(17)
_refine_ls_number_reflns         5514
_refine_ls_number_parameters     435
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0557
_refine_ls_wR_factor_gt          0.0532
_refine_ls_goodness_of_fit_ref   0.885
_refine_ls_restrained_S_all      0.885
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.065402(16) 0.65172(3) 0.48009(2) 0.03131(10) Uani 1 1 d . . .
N1 N 0.01934(10) 0.8024(2) 0.53556(11) 0.0303(5) Uani 1 1 d . . .
N2 N 0.00760(10) 0.4829(2) 0.50199(10) 0.0313(5) Uani 1 1 d . . .
N3 N 0.10283(10) 0.7235(2) 0.38512(10) 0.0288(5) Uani 1 1 d . . .
N4 N 0.16838(9) 0.58250(19) 0.49106(12) 0.0282(5) Uani 1 1 d . . .
C1 C -0.07119(13) 0.8845(3) 0.61903(15) 0.0519(8) Uani 1 1 d . . .
H1A H -0.0384 0.9341 0.6499 0.078 Uiso 1 1 calc R . .
H1B H -0.1069 0.8377 0.6476 0.078 Uiso 1 1 calc R . .
H1C H -0.0926 0.9552 0.5874 0.078 Uiso 1 1 calc R . .
C2 C -0.03344(14) 0.7696(3) 0.57583(13) 0.0333(7) Uani 1 1 d . . .
C3 C -0.05960(12) 0.6278(3) 0.58304(14) 0.0341(7) Uani 1 1 d . . .
H3A H -0.0979 0.6201 0.6138 0.041 Uiso 1 1 calc R . .
C4 C -0.03890(13) 0.4951(3) 0.55256(13) 0.0349(7) Uani 1 1 d . . .
C5 C -0.07370(14) 0.3591(3) 0.58222(15) 0.0532(8) Uani 1 1 d . . .
H5A H -0.0963 0.3060 0.5441 0.080 Uiso 1 1 calc R . .
H5B H -0.1080 0.3875 0.6173 0.080 Uiso 1 1 calc R . .
H5C H -0.0390 0.2968 0.6042 0.080 Uiso 1 1 calc R . .
C6 C 0.11780(13) 0.9603(2) 0.56304(15) 0.0335(7) Uani 1 1 d . . .
C7 C 0.17519(14) 0.9545(3) 0.51897(15) 0.0439(7) Uani 1 1 d . . .
H7A H 0.1694 0.9473 0.4695 0.053 Uiso 1 1 calc R . .
C8 C 0.24117(16) 0.9595(3) 0.54791(19) 0.0579(9) Uani 1 1 d . . .
H8A H 0.2803 0.9571 0.5180 0.069 Uiso 1 1 calc R . .
C9 C 0.24957(16) 0.9678(3) 0.6187(2) 0.0579(9) Uani 1 1 d . . .
H9A H 0.2948 0.9715 0.6377 0.070 Uiso 1 1 calc R . .
C10 C 0.19364(16) 0.9712(3) 0.66354(16) 0.0480(8) Uani 1 1 d . . .
H10A H 0.1999 0.9762 0.7130 0.058 Uiso 1 1 calc R . .
C11 C 0.12803(14) 0.9669(3) 0.63441(14) 0.0384(7) Uani 1 1 d . . .
H11A H 0.0892 0.9686 0.6647 0.046 Uiso 1 1 calc R . .
C12 C 0.04599(12) 0.9516(3) 0.53216(14) 0.0359(7) Uani 1 1 d . . .
H12A H 0.0149 1.0172 0.5585 0.043 Uiso 1 1 calc R . .
H12B H 0.0471 0.9842 0.4826 0.043 Uiso 1 1 calc R . .
C13 C 0.07109(14) 0.3336(3) 0.41430(14) 0.0360(7) Uani 1 1 d . . .
C14 C 0.04786(13) 0.3924(3) 0.35140(14) 0.0366(7) Uani 1 1 d . . .
H14A H 0.0041 0.4384 0.3501 0.044 Uiso 1 1 calc R . .
C15 C 0.08667(15) 0.3857(3) 0.29082(16) 0.0445(8) Uani 1 1 d . . .
H15A H 0.0698 0.4274 0.2486 0.053 Uiso 1 1 calc R . .
C16 C 0.15056(17) 0.3177(3) 0.29180(19) 0.0547(9) Uani 1 1 d . . .
H16A H 0.1779 0.3139 0.2505 0.066 Uiso 1 1 calc R . .
C17 C 0.17383(16) 0.2559(3) 0.3530(2) 0.0597(9) Uani 1 1 d . . .
H17A H 0.2171 0.2078 0.3537 0.072 Uiso 1 1 calc R . .
C18 C 0.13482(16) 0.2634(3) 0.41357(17) 0.0507(8) Uani 1 1 d . . .
H18A H 0.1516 0.2201 0.4555 0.061 Uiso 1 1 calc R . .
C19 C 0.02769(12) 0.3356(2) 0.47990(18) 0.0429(6) Uani 1 1 d . . .
H19A H -0.0144 0.2776 0.4716 0.051 Uiso 1 1 calc R . .
H19B H 0.0537 0.2889 0.5185 0.051 Uiso 1 1 calc R . .
C20 C 0.19798(13) 0.5040(3) 0.54227(13) 0.0321(6) Uani 1 1 d . . .
C21 C 0.26455(14) 0.4455(3) 0.53395(15) 0.0404(7) Uani 1 1 d . . .
H21A H 0.2841 0.3885 0.5704 0.049 Uiso 1 1 calc R . .
C22 C 0.30072(12) 0.4700(3) 0.47438(19) 0.0425(7) Uani 1 1 d . . .
H22A H 0.3465 0.4346 0.4701 0.051 Uiso 1 1 calc R . .
C23 C 0.27084(13) 0.5473(3) 0.41914(15) 0.0356(7) Uani 1 1 d . . .
C24 C 0.30366(13) 0.5700(3) 0.35281(15) 0.0449(8) Uani 1 1 d . . .
H24A H 0.3490 0.5345 0.3458 0.054 Uiso 1 1 calc R . .
C25 C 0.27187(14) 0.6404(3) 0.30009(15) 0.0441(7) Uani 1 1 d . . .
H25A H 0.2952 0.6544 0.2568 0.053 Uiso 1 1 calc R . .
C26 C 0.20325(14) 0.6943(3) 0.30842(14) 0.0365(7) Uani 1 1 d . . .
C27 C 0.16653(14) 0.7624(3) 0.25487(14) 0.0451(8) Uani 1 1 d . . .
H27A H 0.1862 0.7711 0.2094 0.054 Uiso 1 1 calc R . .
C28 C 0.10237(15) 0.8166(3) 0.26752(14) 0.0436(8) Uani 1 1 d . . .
H28A H 0.0786 0.8673 0.2315 0.052 Uiso 1 1 calc R . .
C29 C 0.07119(13) 0.7978(3) 0.33368(13) 0.0318(6) Uani 1 1 d . . .
C30 C 0.16885(13) 0.6744(3) 0.37373(13) 0.0305(6) Uani 1 1 d . . .
C31 C 0.20305(14) 0.6012(3) 0.42950(14) 0.0296(6) Uani 1 1 d . . .
C32 C 0.00309(13) 0.8656(3) 0.34770(12) 0.0303(6) Uani 1 1 d . . .
C33 C -0.00927(14) 1.0059(3) 0.32297(14) 0.0393(7) Uani 1 1 d . . .
H33A H 0.0257 1.0555 0.2977 0.047 Uiso 1 1 calc R . .
C34 C -0.07185(15) 1.0736(3) 0.33476(15) 0.0462(8) Uani 1 1 d . . .
H34A H -0.0794 1.1693 0.3179 0.055 Uiso 1 1 calc R . .
C35 C -0.12357(14) 1.0022(3) 0.37118(15) 0.0455(8) Uani 1 1 d . . .
H35A H -0.1667 1.0481 0.3789 0.055 Uiso 1 1 calc R . .
C36 C -0.11186(14) 0.8640(3) 0.39605(14) 0.0425(7) Uani 1 1 d . . .
H36A H -0.1472 0.8148 0.4210 0.051 Uiso 1 1 calc R . .
C37 C -0.04893(14) 0.7955(3) 0.38503(13) 0.0346(7) Uani 1 1 d . . .
H37A H -0.0414 0.7007 0.4030 0.041 Uiso 1 1 calc R . .
C38 C 0.15803(12) 0.4773(3) 0.60732(12) 0.0299(6) Uani 1 1 d . . .
C39 C 0.15999(16) 0.3451(3) 0.64132(15) 0.0420(8) Uani 1 1 d . . .
H39A H 0.1893 0.2704 0.6243 0.050 Uiso 1 1 calc R . .
C40 C 0.11927(16) 0.3204(3) 0.70056(15) 0.0475(8) Uani 1 1 d . . .
H40A H 0.1207 0.2288 0.7234 0.057 Uiso 1 1 calc R . .
C41 C 0.07725(14) 0.4277(3) 0.72591(14) 0.0394(7) Uani 1 1 d . . .
H41A H 0.0489 0.4096 0.7656 0.047 Uiso 1 1 calc R . .
C42 C 0.07609(13) 0.5619(3) 0.69384(13) 0.0346(7) Uani 1 1 d . . .
H42A H 0.0480 0.6373 0.7122 0.042 Uiso 1 1 calc R . .
C43 C 0.11618(12) 0.5864(3) 0.63463(14) 0.0328(6) Uani 1 1 d . . .
H43B H 0.1151 0.6787 0.6125 0.039 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0345(2) 0.02604(17) 0.0333(2) -0.0009(2) 0.0041(2) -0.00090(16)
N1 0.0260(14) 0.0307(13) 0.0342(14) 0.0024(10) 0.0000(10) -0.0020(9)
N2 0.0354(14) 0.0278(12) 0.0307(14) 0.0010(10) -0.0035(10) -0.0009(9)
N3 0.0299(13) 0.0242(12) 0.0324(14) -0.0002(10) -0.0004(10) -0.0016(10)
N4 0.0301(12) 0.0251(11) 0.0293(14) 0.0004(11) 0.0016(11) -0.0001(8)
C1 0.0392(19) 0.062(2) 0.055(2) -0.0033(17) 0.0146(16) 0.0112(15)
C2 0.0249(17) 0.044(2) 0.0308(17) 0.0010(14) -0.0056(14) 0.0076(14)
C3 0.0215(15) 0.0461(19) 0.0348(16) 0.0063(13) 0.0002(13) -0.0019(14)
C4 0.0323(17) 0.0415(18) 0.0308(17) 0.0075(14) -0.0090(13) -0.0089(13)
C5 0.054(2) 0.054(2) 0.052(2) 0.0123(16) 0.0050(16) -0.0178(17)
C6 0.0384(18) 0.0169(15) 0.0453(19) 0.0008(13) -0.0031(14) -0.0002(12)
C7 0.051(2) 0.0337(17) 0.0470(18) 0.0059(13) 0.0034(15) 0.0000(14)
C8 0.044(2) 0.057(2) 0.072(3) 0.0203(19) 0.0037(19) 0.0010(17)
C9 0.038(2) 0.047(2) 0.088(3) 0.0283(19) -0.0188(19) -0.0117(16)
C10 0.054(2) 0.0351(19) 0.055(2) 0.0086(15) -0.0156(17) -0.0109(15)
C11 0.048(2) 0.0290(16) 0.0386(18) 0.0005(13) -0.0030(15) -0.0030(13)
C12 0.0390(18) 0.0289(16) 0.0400(17) 0.0032(13) -0.0033(13) 0.0049(12)
C13 0.0498(19) 0.0210(14) 0.0373(18) -0.0047(13) -0.0050(14) -0.0019(14)
C14 0.0398(18) 0.0344(17) 0.0357(18) -0.0034(13) -0.0056(14) 0.0006(12)
C15 0.056(2) 0.0371(18) 0.0406(19) -0.0044(15) 0.0008(16) -0.0053(15)
C16 0.050(2) 0.054(2) 0.060(2) -0.023(2) 0.0068(19) -0.0023(17)
C17 0.049(2) 0.053(2) 0.077(3) -0.025(2) -0.009(2) 0.0128(17)
C18 0.063(2) 0.0309(18) 0.058(2) -0.0061(16) -0.0209(18) 0.0056(16)
C19 0.0596(16) 0.0304(15) 0.0387(15) 0.0067(17) -0.005(2) -0.0048(12)
C20 0.0385(18) 0.0268(15) 0.0310(16) -0.0052(14) -0.0048(13) 0.0048(13)
C21 0.0382(19) 0.0420(17) 0.0411(18) -0.0005(15) -0.0069(14) 0.0115(14)
C22 0.0299(15) 0.0447(16) 0.053(2) -0.0081(19) -0.0024(18) 0.0115(12)
C23 0.0322(18) 0.0378(17) 0.0367(18) -0.0069(14) 0.0046(14) 0.0007(13)
C24 0.0327(18) 0.0507(19) 0.051(2) -0.0088(16) 0.0089(15) 0.0047(14)
C25 0.0393(19) 0.0517(19) 0.0414(19) -0.0035(16) 0.0149(14) -0.0049(15)
C26 0.0359(18) 0.0387(18) 0.0349(18) 0.0013(13) 0.0067(14) -0.0060(13)
C27 0.051(2) 0.053(2) 0.0322(18) 0.0060(15) 0.0122(15) -0.0079(16)
C28 0.051(2) 0.0472(19) 0.0322(18) 0.0089(14) 0.0025(14) -0.0008(15)
C29 0.0371(17) 0.0279(15) 0.0303(16) 0.0021(12) -0.0022(13) -0.0033(13)
C30 0.0327(17) 0.0288(16) 0.0300(16) -0.0026(12) 0.0011(13) -0.0023(12)
C31 0.0314(17) 0.0242(15) 0.0334(17) -0.0039(13) 0.0000(13) -0.0002(12)
C32 0.0387(18) 0.0313(17) 0.0208(15) 0.0034(12) -0.0048(12) 0.0022(12)
C33 0.0465(19) 0.0370(17) 0.0343(17) 0.0088(14) -0.0027(14) -0.0013(14)
C34 0.058(2) 0.0325(17) 0.0480(19) 0.0090(15) -0.0074(17) 0.0093(16)
C35 0.039(2) 0.048(2) 0.049(2) 0.0055(16) -0.0025(15) 0.0111(15)
C36 0.0403(19) 0.0422(18) 0.0450(18) 0.0062(15) -0.0013(14) -0.0010(15)
C37 0.0395(19) 0.0307(17) 0.0335(18) 0.0040(14) -0.0034(14) 0.0015(14)
C38 0.0333(16) 0.0295(16) 0.0269(16) -0.0018(13) -0.0080(12) 0.0034(12)
C39 0.059(2) 0.0330(18) 0.0342(18) 0.0008(15) -0.0026(15) 0.0124(15)
C40 0.073(2) 0.0313(18) 0.039(2) 0.0037(15) -0.0029(16) 0.0004(16)
C41 0.049(2) 0.0435(18) 0.0255(16) -0.0020(14) -0.0005(14) -0.0020(15)
C42 0.0423(18) 0.0342(16) 0.0274(16) -0.0033(13) -0.0054(13) 0.0052(14)
C43 0.0382(17) 0.0265(15) 0.0336(17) 0.0006(13) -0.0077(13) 0.0015(12)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . . 1.961(2) Y
Cu1 N2 . . 1.9637(19) Y
Cu1 N3 . . 2.058(2) Y
Cu1 N4 . . 2.1101(19) Y
N1 C2 . . 1.316(3) Y
N1 C12 . . 1.470(3) Y
N2 C4 . . 1.325(3) Y
N2 C19 . . 1.473(3) Y
N3 C29 . . 1.344(3) Y
N3 C30 . . 1.377(3) Y
N4 C20 . . 1.343(3) Y
N4 C31 . . 1.363(3) Y
C1 C2 . . 1.528(3) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C2 C3 . . 1.409(4) Y
C3 C4 . . 1.412(3) Y
C3 H3a . . 0.95 ?
C4 C5 . . 1.532(3) Y
C5 H5a . . 0.98 ?
C5 H5b . . 0.98 ?
C5 H5c . . 0.98 ?
C6 C11 . . 1.375(3) Y
C6 C7 . . 1.396(3) Y
C6 C12 . . 1.516(3) Y
C7 C8 . . 1.396(4) Y
C7 H7a . . 0.95 ?
C8 C9 . . 1.360(4) Y
C8 H8a . . 0.95 ?
C9 C10 . . 1.382(4) Y
C9 H9a . . 0.95 ?
C10 C11 . . 1.391(3) Y
C10 H10a . . 0.95 ?
C11 H11a . . 0.95 ?
C12 H12a . . 0.99 ?
C12 H12b . . 0.99 ?
C13 C14 . . 1.390(4) Y
C13 C18 . . 1.397(3) Y
C13 C19 . . 1.507(4) Y
C14 C15 . . 1.379(4) Y
C14 H14a . . 0.95 ?
C15 C16 . . 1.391(4) Y
C15 H15a . . 0.95 ?
C16 C17 . . 1.373(4) Y
C16 H16a . . 0.95 ?
C17 C18 . . 1.381(4) Y
C17 H17a . . 0.95 ?
C18 H18a . . 0.95 ?
C19 H19a . . 0.99 ?
C19 H19b . . 0.99 ?
C20 C21 . . 1.410(3) Y
C20 C38 . . 1.482(3) Y
C21 C22 . . 1.353(4) Y
C21 H21a . . 0.95 ?
C22 C23 . . 1.397(4) Y
C22 H22a . . 0.95 ?
C23 C31 . . 1.421(3) Y
C23 C24 . . 1.430(4) Y
C24 C25 . . 1.345(4) Y
C24 H24a . . 0.95 ?
C25 C26 . . 1.432(3) Y
C25 H25a . . 0.95 ?
C26 C27 . . 1.393(3) Y
C26 C30 . . 1.424(3) Y
C27 C28 . . 1.364(3) Y
C27 H27a . . 0.95 ?
C28 C29 . . 1.408(3) Y
C28 H28a . . 0.95 ?
C29 C32 . . 1.487(3) Y
C30 C31 . . 1.422(3) Y
C32 C37 . . 1.394(3) Y
C32 C33 . . 1.396(3) Y
C33 C34 . . 1.385(3) Y
C33 H33a . . 0.95 ?
C34 C35 . . 1.387(4) Y
C34 H34a . . 0.95 ?
C35 C36 . . 1.377(4) Y
C35 H35a . . 0.95 ?
C36 C37 . . 1.392(3) Y
C36 H36a . . 0.95 ?
C37 H37a . . 0.95 ?
C38 C39 . . 1.380(3) Y
C38 C43 . . 1.393(3) Y
C39 C40 . . 1.396(4) Y
C39 H39a . . 0.95 ?
C40 C41 . . 1.370(4) Y
C40 H40a . . 0.95 ?
C41 C42 . . 1.380(3) Y
C41 H41a . . 0.95 ?
C42 C43 . . 1.389(3) Y
C42 H42a . . 0.95 ?
C43 H43b . . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 CU1 N2 . . . 100.71(8) Y
N1 CU1 N3 . . . 114.00(8) Y
N2 CU1 N3 . . . 130.04(8) Y
N1 CU1 N4 . . . 126.40(8) Y
N2 CU1 N4 . . . 106.36(8) Y
N3 CU1 N4 . . . 81.33(8) Y
C2 N1 C12 . . . 121.0(2) Y
C2 N1 CU1 . . . 120.46(18) Y
C12 N1 CU1 . . . 118.54(16) Y
C4 N2 C19 . . . 117.8(2) Y
C4 N2 CU1 . . . 118.47(17) Y
C19 N2 CU1 . . . 121.17(16) Y
C29 N3 C30 . . . 118.6(2) Y
C29 N3 CU1 . . . 129.98(17) Y
C30 N3 CU1 . . . 111.20(16) Y
C20 N4 C31 . . . 118.7(2) Y
C20 N4 CU1 . . . 129.83(17) Y
C31 N4 CU1 . . . 110.20(17) Y
C2 C1 H1A . . . 109.5 ?
C2 C1 H1B . . . 109.5 ?
H1A C1 H1B . . . 109.5 ?
C2 C1 H1C . . . 109.5 ?
H1A C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
N1 C2 C3 . . . 123.4(3) Y
N1 C2 C1 . . . 121.9(3) Y
C3 C2 C1 . . . 114.6(2) Y
C2 C3 C4 . . . 131.3(3) Y
C2 C3 H3A . . . 114.3 ?
C4 C3 H3A . . . 114.3 ?
N2 C4 C3 . . . 124.5(2) Y
N2 C4 C5 . . . 119.9(2) Y
C3 C4 C5 . . . 115.6(2) Y
C4 C5 H5A . . . 109.5 ?
C4 C5 H5B . . . 109.5 ?
H5A C5 H5B . . . 109.5 ?
C4 C5 H5C . . . 109.5 ?
H5A C5 H5C . . . 109.5 ?
H5B C5 H5C . . . 109.5 ?
C11 C6 C7 . . . 118.7(2) Y
C11 C6 C12 . . . 121.2(2) Y
C7 C6 C12 . . . 120.0(2) Y
C8 C7 C6 . . . 119.7(3) Y
C8 C7 H7A . . . 120.2 ?
C6 C7 H7A . . . 120.2 ?
C9 C8 C7 . . . 120.2(3) Y
C9 C8 H8A . . . 119.9 ?
C7 C8 H8A . . . 119.9 ?
C8 C9 C10 . . . 121.3(3) Y
C8 C9 H9A . . . 119.4 ?
C10 C9 H9A . . . 119.4 ?
C9 C10 C11 . . . 118.3(3) Y
C9 C10 H10A . . . 120.9 ?
C11 C10 H10A . . . 120.9 ?
C6 C11 C10 . . . 121.9(3) Y
C6 C11 H11A . . . 119.1 ?
C10 C11 H11A . . . 119.1 ?
N1 C12 C6 . . . 110.86(19) Y
N1 C12 H12A . . . 109.5 ?
C6 C12 H12A . . . 109.5 ?
N1 C12 H12B . . . 109.5 ?
C6 C12 H12B . . . 109.5 ?
H12A C12 H12B . . . 108.1 ?
C14 C13 C18 . . . 117.4(3) Y
C14 C13 C19 . . . 121.8(2) Y
C18 C13 C19 . . . 120.7(2) Y
C15 C14 C13 . . . 121.7(3) Y
C15 C14 H14A . . . 119.1 ?
C13 C14 H14A . . . 119.1 ?
C14 C15 C16 . . . 119.8(3) Y
C14 C15 H15A . . . 120.1 ?
C16 C15 H15A . . . 120.1 ?
C17 C16 C15 . . . 119.5(3) Y
C17 C16 H16A . . . 120.3 ?
C15 C16 H16A . . . 120.3 ?
C16 C17 C18 . . . 120.5(3) Y
C16 C17 H17A . . . 119.8 ?
C18 C17 H17A . . . 119.8 ?
C17 C18 C13 . . . 121.2(3) Y
C17 C18 H18A . . . 119.4 ?
C13 C18 H18A . . . 119.4 ?
N2 C19 C13 . . . 113.3(2) Y
N2 C19 H19A . . . 108.9 ?
C13 C19 H19A . . . 108.9 ?
N2 C19 H19B . . . 108.9 ?
C13 C19 H19B . . . 108.9 ?
H19A C19 H19B . . . 107.7 ?
N4 C20 C21 . . . 121.1(2) Y
N4 C20 C38 . . . 118.1(2) Y
C21 C20 C38 . . . 120.7(2) Y
C22 C21 C20 . . . 120.5(2) Y
C22 C21 H21A . . . 119.8 ?
C20 C21 H21A . . . 119.8 ?
C21 C22 C23 . . . 120.0(2) Y
C21 C22 H22A . . . 120 ?
C23 C22 H22A . . . 120 ?
C22 C23 C31 . . . 117.3(2) Y
C22 C23 C24 . . . 123.7(3) Y
C31 C23 C24 . . . 119.0(3) Y
C25 C24 C23 . . . 121.6(3) Y
C25 C24 H24A . . . 119.2 ?
C23 C24 H24A . . . 119.2 ?
C24 C25 C26 . . . 120.8(3) Y
C24 C25 H25A . . . 119.6 ?
C26 C25 H25A . . . 119.6 ?
C27 C26 C30 . . . 117.2(2) Y
C27 C26 C25 . . . 123.5(2) Y
C30 C26 C25 . . . 119.3(2) Y
C28 C27 C26 . . . 120.2(3) Y
C28 C27 H27A . . . 119.9 ?
C26 C27 H27A . . . 119.9 ?
C27 C28 C29 . . . 120.4(3) Y
C27 C28 H28A . . . 119.8 ?
C29 C28 H28A . . . 119.8 ?
N3 C29 C28 . . . 121.2(2) Y
N3 C29 C32 . . . 119.3(2) Y
C28 C29 C32 . . . 119.4(2) Y
N3 C30 C31 . . . 118.2(2) Y
N3 C30 C26 . . . 122.2(2) Y
C31 C30 C26 . . . 119.6(2) Y
N4 C31 C23 . . . 122.2(2) Y
N4 C31 C30 . . . 118.1(2) Y
C23 C31 C30 . . . 119.7(2) Y
C37 C32 C33 . . . 118.4(2) Y
C37 C32 C29 . . . 122.8(2) Y
C33 C32 C29 . . . 118.8(2) Y
C34 C33 C32 . . . 120.9(3) Y
C34 C33 H33A . . . 119.5 ?
C32 C33 H33A . . . 119.5 ?
C33 C34 C35 . . . 120.2(3) Y
C33 C34 H34A . . . 119.9 ?
C35 C34 H34A . . . 119.9 ?
C36 C35 C34 . . . 119.4(3) Y
C36 C35 H35A . . . 120.3 ?
C34 C35 H35A . . . 120.3 ?
C35 C36 C37 . . . 120.8(3) Y
C35 C36 H36A . . . 119.6 ?
C37 C36 H36A . . . 119.6 ?
C36 C37 C32 . . . 120.2(3) Y
C36 C37 H37A . . . 119.9 ?
C32 C37 H37A . . . 119.9 ?
C39 C38 C43 . . . 118.5(2) Y
C39 C38 C20 . . . 121.6(2) Y
C43 C38 C20 . . . 119.8(2) Y
C38 C39 C40 . . . 120.5(3) Y
C38 C39 H39A . . . 119.8 ?
C40 C39 H39A . . . 119.8 ?
C41 C40 C39 . . . 120.3(3) Y
C41 C40 H40A . . . 119.9 ?
C39 C40 H40A . . . 119.9 ?
C40 C41 C42 . . . 120.1(3) Y
C40 C41 H41A . . . 120 ?
C42 C41 H41A . . . 120 ?
C41 C42 C43 . . . 119.7(2) Y
C41 C42 H42A . . . 120.1 ?
C43 C42 H42A . . . 120.1 ?
C42 C43 C38 . . . 120.9(2) Y
C42 C43 H43B . . . 119.6 ?
C38 C43 H43B . . . 119.6 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 CU1 N1 C2 . . . . 3.1(2) Y
N3 CU1 N1 C2 . . . . 146.29(18) Y
N4 CU1 N1 C2 . . . . -116.63(19) Y
N2 CU1 N1 C12 . . . . -178.15(16) Y
N3 CU1 N1 C12 . . . . -34.93(19) Y
N4 CU1 N1 C12 . . . . 62.1(2) Y
N1 CU1 N2 C4 . . . . -9.70(19) Y
N3 CU1 N2 C4 . . . . -144.10(17) Y
N4 CU1 N2 C4 . . . . 123.53(18) Y
N1 CU1 N2 C19 . . . . -171.21(18) Y
N3 CU1 N2 C19 . . . . 54.4(2) Y
N4 CU1 N2 C19 . . . . -38.0(2) Y
N1 CU1 N3 C29 . . . . -51.2(2) Y
N2 CU1 N3 C29 . . . . 78.6(2) Y
N4 CU1 N3 C29 . . . . -177.3(2) Y
N1 CU1 N3 C30 . . . . 134.37(15) Y
N2 CU1 N3 C30 . . . . -95.85(17) Y
N4 CU1 N3 C30 . . . . 8.27(15) Y
N1 CU1 N4 C20 . . . . 71.7(2) Y
N2 CU1 N4 C20 . . . . -45.5(2) Y
N3 CU1 N4 C20 . . . . -174.8(2) Y
N1 CU1 N4 C31 . . . . -121.46(16) Y
N2 CU1 N4 C31 . . . . 121.35(15) Y
N3 CU1 N4 C31 . . . . -7.96(15) Y
C12 N1 C2 C3 . . . . -177.7(2) Y
CU1 N1 C2 C3 . . . . 1.1(3) Y
C12 N1 C2 C1 . . . . 2.1(4) Y
CU1 N1 C2 C1 . . . . -179.18(18) Y
N1 C2 C3 C4 . . . . 0.1(4) Y
C1 C2 C3 C4 . . . . -179.7(3) Y
C19 N2 C4 C3 . . . . 175.0(2) Y
CU1 N2 C4 C3 . . . . 12.9(3) Y
C19 N2 C4 C5 . . . . -4.5(3) Y
CU1 N2 C4 C5 . . . . -166.60(18) Y
C2 C3 C4 N2 . . . . -8.5(4) Y
C2 C3 C4 C5 . . . . 171.0(3) Y
C11 C6 C7 C8 . . . . -1.7(4) Y
C12 C6 C7 C8 . . . . -178.7(2) Y
C6 C7 C8 C9 . . . . 0.9(4) Y
C7 C8 C9 C10 . . . . 0.2(4) Y
C8 C9 C10 C11 . . . . -0.5(4) Y
C7 C6 C11 C10 . . . . 1.4(4) Y
C12 C6 C11 C10 . . . . 178.4(2) Y
C9 C10 C11 C6 . . . . -0.3(4) Y
C2 N1 C12 C6 . . . . 113.5(3) Y
CU1 N1 C12 C6 . . . . -65.2(2) Y
C11 C6 C12 N1 . . . . -80.2(3) Y
C7 C6 C12 N1 . . . . 96.7(3) Y
C18 C13 C14 C15 . . . . -1.7(4) Y
C19 C13 C14 C15 . . . . -177.6(2) Y
C13 C14 C15 C16 . . . . 0.5(4) Y
C14 C15 C16 C17 . . . . 1.0(4) Y
C15 C16 C17 C18 . . . . -1.2(5) Y
C16 C17 C18 C13 . . . . -0.1(5) Y
C14 C13 C18 C17 . . . . 1.5(4) Y
C19 C13 C18 C17 . . . . 177.4(3) Y
C4 N2 C19 C13 . . . . 170.0(2) Y
CU1 N2 C19 C13 . . . . -28.4(3) Y
C14 C13 C19 N2 . . . . -58.4(3) Y
C18 C13 C19 N2 . . . . 125.8(3) Y
C31 N4 C20 C21 . . . . 2.0(4) Y
CU1 N4 C20 C21 . . . . 167.93(18) Y
C31 N4 C20 C38 . . . . -176.5(2) Y
CU1 N4 C20 C38 . . . . -10.6(3) Y
N4 C20 C21 C22 . . . . 1.4(4) Y
C38 C20 C21 C22 . . . . 179.8(2) Y
C20 C21 C22 C23 . . . . -3.3(4) Y
C21 C22 C23 C31 . . . . 1.9(4) Y
C21 C22 C23 C24 . . . . -175.8(2) Y
C22 C23 C24 C25 . . . . 177.4(3) Y
C31 C23 C24 C25 . . . . -0.3(4) Y
C23 C24 C25 C26 . . . . -0.6(4) Y
C24 C25 C26 C27 . . . . -177.1(3) Y
C24 C25 C26 C30 . . . . 0.7(4) Y
C30 C26 C27 C28 . . . . 4.9(4) Y
C25 C26 C27 C28 . . . . -177.2(3) Y
C26 C27 C28 C29 . . . . -3.2(4) Y
C30 N3 C29 C28 . . . . 4.6(3) Y
CU1 N3 C29 C28 . . . . -169.46(18) Y
C30 N3 C29 C32 . . . . -173.3(2) Y
CU1 N3 C29 C32 . . . . 12.6(3) Y
C27 C28 C29 N3 . . . . -1.7(4) Y
C27 C28 C29 C32 . . . . 176.2(2) Y
C29 N3 C30 C31 . . . . 177.4(2) Y
CU1 N3 C30 C31 . . . . -7.5(3) Y
C29 N3 C30 C26 . . . . -2.8(3) Y
CU1 N3 C30 C26 . . . . 172.36(18) Y
C27 C26 C30 N3 . . . . -2.0(4) Y
C25 C26 C30 N3 . . . . -179.9(2) Y
C27 C26 C30 C31 . . . . 177.9(2) Y
C25 C26 C30 C31 . . . . 0.0(4) Y
C20 N4 C31 C23 . . . . -3.5(4) Y
CU1 N4 C31 C23 . . . . -172.02(19) Y
C20 N4 C31 C30 . . . . 175.0(2) Y
CU1 N4 C31 C30 . . . . 6.4(3) Y
C22 C23 C31 N4 . . . . 1.6(4) Y
C24 C23 C31 N4 . . . . 179.4(2) Y
C22 C23 C31 C30 . . . . -176.8(2) Y
C24 C23 C31 C30 . . . . 1.0(4) Y
N3 C30 C31 N4 . . . . 0.6(3) Y
C26 C30 C31 N4 . . . . -179.3(2) Y
N3 C30 C31 C23 . . . . 179.1(2) Y
C26 C30 C31 C23 . . . . -0.8(4) Y
N3 C29 C32 C37 . . . . -42.3(3) Y
C28 C29 C32 C37 . . . . 139.7(3) Y
N3 C29 C32 C33 . . . . 137.1(2) Y
C28 C29 C32 C33 . . . . -40.8(3) Y
C37 C32 C33 C34 . . . . -0.4(4) Y
C29 C32 C33 C34 . . . . -179.9(2) Y
C32 C33 C34 C35 . . . . -0.4(4) Y
C33 C34 C35 C36 . . . . 0.6(4) Y
C34 C35 C36 C37 . . . . -0.1(4) Y
C35 C36 C37 C32 . . . . -0.8(4) Y
C33 C32 C37 C36 . . . . 1.0(4) Y
C29 C32 C37 C36 . . . . -179.5(2) Y
N4 C20 C38 C39 . . . . 140.6(2) Y
C21 C20 C38 C39 . . . . -37.9(4) Y
N4 C20 C38 C43 . . . . -38.1(3) Y
C21 C20 C38 C43 . . . . 143.4(2) Y
C43 C38 C39 C40 . . . . 1.9(4) Y
C20 C38 C39 C40 . . . . -176.8(2) Y
C38 C39 C40 C41 . . . . -0.5(4) Y
C39 C40 C41 C42 . . . . -1.4(4) Y
C40 C41 C42 C43 . . . . 1.8(4) Y
C41 C42 C43 C38 . . . . -0.4(4) Y
C39 C38 C43 C42 . . . . -1.4(4) Y
C20 C38 C43 C42 . . . . 177.3(2) Y

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        63.67
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.037

#==============================================================================
#
# Compound 1d
#
data_paul27
_database_code_depnum_ccdc_archive 'CCDC 771786'
#TrackingRef '- Oguadinma5.cif'

_vrf_PLAT230_paul27              
;
PROBLEM: Hirshfeld Test Diff for C15 -- C16 .. 7.10 su
RESPONSE: For C15-C15: Caused by group vibration on Bn C13-C19. N4-C30:
Dito for the group vibration of the phenanthroline ligand.
;

_vrf_PLAT232_paul27              
;
PROBLEM: Hirshfeld Test Diff (M-X) Cu1 -- N3 .. 13.66 su
RESPONSE: Manual examination of the thermal parameters does not show any
unsual orientation/size.
;

_vrf_PLAT029_paul27              
;
PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.98
RESPONSE: Due to geometrical constraints of the instrument and the
use of copper radiation, we obtain consistently a data completeness
lower than 100% in dependence of the crystal system and the orientation
of the mounted crystal, even with appropriate data collection routines.
Typical values for datacompleteness range from 83-92% for triclinic,
85-97% for monoclinic and 85-98% for all other crystal systems.
;
_vrf_PLAT153_paul27              
;
PROBLEM: The su's on the Cell Axes are Equal (x 100000) 20 Ang.
RESPONSE: Provided values are correct.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H39 Cu N4'
_chemical_formula_sum            'C40 H39 Cu N4'
_chemical_formula_weight         639.29
_chemical_compound_source        'Synthesized by the authors. See text'

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_hall  '-P 1'

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

_cell_length_a                   10.6782(2)
_cell_length_b                   12.4794(2)
_cell_length_c                   12.8241(2)
_cell_angle_alpha                104.773(1)
_cell_angle_beta                 92.322(1)
_cell_angle_gamma                94.659(1)
_cell_volume                     1643.63(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    200
_cell_measurement_reflns_used    9723
_cell_measurement_theta_min      3.57
_cell_measurement_theta_max      68.24

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    1.190
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.714
_exptl_absorpt_correction_T_max  0.803
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 4K
Charged-Coupled Device (CCD) Area Detector using the program APEX2 and
a Nonius FR591 rotating anode equiped with a Montel 200 optics
The crystal-to-detector distance was 5.0 cm, and the data collection
was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over four different parts of the reciprocal space
(132 frames total). One complete sphere of data was collected, to
better than 0.80\%A resolution.
;

_diffrn_ambient_temperature      200
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_reflns_number            20597
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.57
_diffrn_reflns_theta_max         68.26
_reflns_number_total             5875
_reflns_number_gt                5088
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0771P)^2^] where P=(Fo^2^+2Fc^2^)/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     SHELXL
_refine_ls_extinction_coef       0.0036(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         5875
_refine_ls_number_parameters     412
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.1176
_refine_ls_wR_factor_gt          0.1146
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.27001(2) 0.26242(2) 0.76869(2) 0.04351(12) Uani 1 1 d . . .
N1 N 0.29008(14) 0.37478(12) 0.90768(12) 0.0431(3) Uani 1 1 d . . .
N2 N 0.43597(14) 0.20539(13) 0.77122(14) 0.0470(4) Uani 1 1 d . . .
N3 N 0.10145(12) 0.14912(11) 0.76780(11) 0.0348(3) Uani 1 1 d . . .
N4 N 0.18597(14) 0.25736(12) 0.62525(12) 0.0404(3) Uani 1 1 d . . .
C1 C 0.3821(2) 0.44343(18) 1.09480(17) 0.0636(6) Uani 1 1 d . . .
H1A H 0.3004 0.4336 1.1251 0.095 Uiso 1 1 calc R . .
H1B H 0.3997 0.5214 1.0935 0.095 Uiso 1 1 calc R . .
H1C H 0.4482 0.4233 1.1396 0.095 Uiso 1 1 calc R . .
C2 C 0.37881(19) 0.36913(16) 0.98056(15) 0.0481(5) Uani 1 1 d . . .
C3 C 0.47841(19) 0.30023(17) 0.95875(17) 0.0519(5) Uani 1 1 d . . .
H3A H 0.5314 0.3002 1.0201 0.062 Uiso 1 1 calc R . .
C4 C 0.51105(18) 0.23247(16) 0.86158(18) 0.0512(5) Uani 1 1 d . . .
C5 C 0.6414(2) 0.1904(2) 0.8615(2) 0.0782(8) Uani 1 1 d . . .
H5A H 0.6330 0.1089 0.8395 0.117 Uiso 1 1 calc R . .
H5B H 0.6828 0.2164 0.9343 0.117 Uiso 1 1 calc R . .
H5C H 0.6921 0.2190 0.8107 0.117 Uiso 1 1 calc R . .
C6 C 0.1241(2) 0.47137(17) 0.84280(17) 0.0539(5) Uani 1 1 d . . .
C7 C 0.0028(2) 0.42137(18) 0.81851(19) 0.0601(5) Uani 1 1 d . . .
H7A H -0.0332 0.3798 0.8643 0.072 Uiso 1 1 calc R . .
C8 C -0.0679(3) 0.4307(2) 0.7284(2) 0.0775(7) Uani 1 1 d . . .
H8A H -0.1508 0.3945 0.7122 0.093 Uiso 1 1 calc R . .
C9 C -0.0179(3) 0.4920(3) 0.6630(2) 0.0866(9) Uani 1 1 d . . .
H9A H -0.0661 0.4986 0.6015 0.104 Uiso 1 1 calc R . .
C10 C 0.1009(3) 0.5435(3) 0.6862(2) 0.0889(10) Uani 1 1 d . . .
H10A H 0.1352 0.5866 0.6411 0.107 Uiso 1 1 calc R . .
C11 C 0.1727(2) 0.5333(2) 0.7760(2) 0.0721(7) Uani 1 1 d . . .
H11A H 0.2557 0.5693 0.7913 0.087 Uiso 1 1 calc R . .
C12 C 0.2013(2) 0.45882(18) 0.93997(17) 0.0584(5) Uani 1 1 d . . .
H12A H 0.2482 0.5312 0.9769 0.070 Uiso 1 1 calc R . .
H12B H 0.1443 0.4369 0.9916 0.070 Uiso 1 1 calc R . .
C13 C 0.53686(16) 0.23382(17) 0.60702(16) 0.0494(5) Uani 1 1 d . . .
C14 C 0.56801(19) 0.1967(2) 0.50021(18) 0.0611(6) Uani 1 1 d . . .
H14A H 0.5573 0.1193 0.4655 0.073 Uiso 1 1 calc R . .
C15 C 0.6141(2) 0.2705(3) 0.44389(19) 0.0736(7) Uani 1 1 d . . .
H15A H 0.6363 0.2429 0.3716 0.088 Uiso 1 1 calc R . .
C16 C 0.6283(2) 0.3826(2) 0.4906(2) 0.0716(7) Uani 1 1 d . . .
H16A H 0.6586 0.4330 0.4508 0.086 Uiso 1 1 calc R . .
C17 C 0.5979(2) 0.4216(2) 0.5967(2) 0.0688(6) Uani 1 1 d . . .
H17A H 0.6082 0.4993 0.6304 0.083 Uiso 1 1 calc R . .
C18 C 0.5526(2) 0.34774(18) 0.65381(18) 0.0581(5) Uani 1 1 d . . .
H18A H 0.5319 0.3756 0.7265 0.070 Uiso 1 1 calc R . .
C19 C 0.48554(19) 0.15220(17) 0.66880(19) 0.0575(5) Uani 1 1 d . . .
H19A H 0.4178 0.1006 0.6230 0.069 Uiso 1 1 calc R . .
H19B H 0.5537 0.1074 0.6827 0.069 Uiso 1 1 calc R . .
C20 C 0.05800(15) 0.10012(13) 0.84267(13) 0.0360(4) Uani 1 1 d . . .
C21 C -0.05868(17) 0.03618(15) 0.82746(16) 0.0456(4) Uani 1 1 d . . .
H21A H -0.0873 0.0029 0.8821 0.055 Uiso 1 1 calc R . .
C22 C -0.13070(17) 0.02207(16) 0.73403(16) 0.0475(4) Uani 1 1 d . . .
H22A H -0.2090 -0.0225 0.7228 0.057 Uiso 1 1 calc R . .
C23 C -0.08976(16) 0.07304(15) 0.65464(15) 0.0431(4) Uani 1 1 d . . .
C24 C -0.15887(18) 0.06235(18) 0.55328(17) 0.0533(5) Uani 1 1 d . . .
H24A H -0.2376 0.0184 0.5378 0.064 Uiso 1 1 calc R . .
C25 C -0.11404(19) 0.11347(18) 0.48009(16) 0.0557(5) Uani 1 1 d . . .
H25A H -0.1614 0.1042 0.4136 0.067 Uiso 1 1 calc R . .
C26 C 0.00306(19) 0.18135(16) 0.50003(15) 0.0475(4) Uani 1 1 d . . .
C27 C 0.0540(2) 0.23641(18) 0.42601(16) 0.0570(5) Uani 1 1 d . . .
H27A H 0.0102 0.2298 0.3584 0.068 Uiso 1 1 calc R . .
C28 C 0.1666(2) 0.29913(19) 0.45230(17) 0.0582(5) Uani 1 1 d . . .
H28A H 0.2018 0.3367 0.4030 0.070 Uiso 1 1 calc R . .
C29 C 0.2300(2) 0.30808(17) 0.55143(16) 0.0504(5) Uani 1 1 d . . .
H29A H 0.3085 0.3523 0.5679 0.060 Uiso 1 1 calc R . .
C30 C 0.07384(17) 0.19369(14) 0.59810(14) 0.0401(4) Uani 1 1 d . . .
C31 C 0.02710(15) 0.13763(13) 0.67660(13) 0.0359(4) Uani 1 1 d . . .
C32 C 0.14090(16) 0.11568(14) 0.94311(14) 0.0368(4) Uani 1 1 d . . .
C33 C 0.24767(16) 0.05775(15) 0.94010(14) 0.0416(4) Uani 1 1 d . . .
C34 C 0.32740(17) 0.07885(17) 1.03340(15) 0.0475(4) Uani 1 1 d . . .
H34A H 0.3993 0.0386 1.0324 0.057 Uiso 1 1 calc R . .
C35 C 0.30507(17) 0.15623(17) 1.12694(15) 0.0483(5) Uani 1 1 d . . .
C36 C 0.19634(18) 0.20939(15) 1.12965(14) 0.0444(4) Uani 1 1 d . . .
H36A H 0.1787 0.2609 1.1946 0.053 Uiso 1 1 calc R . .
C37 C 0.11159(16) 0.18944(14) 1.03939(14) 0.0399(4) Uani 1 1 d . . .
C38 C 0.27807(19) -0.02527(17) 0.83860(17) 0.0533(5) Uani 1 1 d . . .
H38A H 0.2016 -0.0729 0.8063 0.080 Uiso 1 1 calc R . .
H38B H 0.3416 -0.0713 0.8564 0.080 Uiso 1 1 calc R . .
H38C H 0.3108 0.0144 0.7872 0.080 Uiso 1 1 calc R . .
C39 C 0.4002(2) 0.1835(2) 1.22352(18) 0.0655(6) Uani 1 1 d . . .
H39A H 0.4309 0.1146 1.2333 0.098 Uiso 1 1 calc R . .
H39B H 0.3600 0.2208 1.2886 0.098 Uiso 1 1 calc R . .
H39C H 0.4711 0.2327 1.2110 0.098 Uiso 1 1 calc R . .
C40 C -0.0089(2) 0.24563(17) 1.04855(17) 0.0557(5) Uani 1 1 d . . .
H40A H -0.0297 0.2648 0.9808 0.084 Uiso 1 1 calc R . .
H40B H 0.0020 0.3135 1.1080 0.084 Uiso 1 1 calc R . .
H40C H -0.0773 0.1950 1.0628 0.084 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.04378(18) 0.04484(18) 0.03900(18) 0.00453(13) 0.00108(11) 0.00829(12)
N1 0.0456(8) 0.0407(8) 0.0401(8) 0.0060(7) 0.0050(6) 0.0002(6)
N2 0.0433(8) 0.0421(8) 0.0551(10) 0.0101(7) 0.0053(7) 0.0081(6)
N3 0.0373(7) 0.0324(7) 0.0342(7) 0.0065(6) 0.0021(5) 0.0080(5)
N4 0.0469(8) 0.0394(8) 0.0371(8) 0.0118(7) 0.0070(6) 0.0092(6)
C1 0.0889(16) 0.0498(11) 0.0430(11) 0.0040(10) -0.0040(10) -0.0179(11)
C2 0.0586(12) 0.0431(10) 0.0402(10) 0.0127(8) 0.0009(8) -0.0145(8)
C3 0.0529(11) 0.0515(11) 0.0531(12) 0.0231(10) -0.0112(9) -0.0074(9)
C4 0.0422(10) 0.0430(10) 0.0728(14) 0.0248(10) -0.0034(9) 0.0014(8)
C5 0.0527(13) 0.0730(16) 0.113(2) 0.0306(16) -0.0084(13) 0.0161(11)
C6 0.0620(12) 0.0454(10) 0.0555(12) 0.0076(10) 0.0195(9) 0.0227(9)
C7 0.0635(13) 0.0559(12) 0.0657(14) 0.0182(11) 0.0139(10) 0.0211(10)
C8 0.0738(16) 0.0781(17) 0.0837(18) 0.0185(15) 0.0056(13) 0.0335(13)
C9 0.101(2) 0.101(2) 0.0737(18) 0.0337(17) 0.0233(16) 0.0629(18)
C10 0.113(2) 0.091(2) 0.090(2) 0.0511(17) 0.0549(18) 0.0584(19)
C11 0.0739(15) 0.0658(14) 0.0857(18) 0.0257(14) 0.0357(13) 0.0250(12)
C12 0.0656(13) 0.0535(12) 0.0491(12) -0.0018(10) 0.0105(9) 0.0097(10)
C13 0.0351(9) 0.0568(11) 0.0523(11) 0.0057(10) 0.0006(7) 0.0090(8)
C14 0.0557(12) 0.0703(14) 0.0517(12) 0.0023(11) -0.0058(9) 0.0209(10)
C15 0.0651(14) 0.117(2) 0.0445(12) 0.0239(14) 0.0034(10) 0.0300(14)
C16 0.0627(14) 0.095(2) 0.0651(15) 0.0342(15) 0.0042(11) 0.0093(13)
C17 0.0663(14) 0.0685(15) 0.0686(15) 0.0165(13) 0.0032(11) -0.0069(11)
C18 0.0591(12) 0.0580(12) 0.0503(12) 0.0042(10) 0.0059(9) -0.0039(10)
C19 0.0520(12) 0.0450(11) 0.0711(14) 0.0034(10) 0.0109(10) 0.0124(9)
C20 0.0392(9) 0.0331(8) 0.0363(9) 0.0085(7) 0.0043(7) 0.0074(7)
C21 0.0446(10) 0.0427(10) 0.0508(11) 0.0150(9) 0.0061(8) 0.0016(8)
C22 0.0384(9) 0.0458(10) 0.0551(11) 0.0085(9) -0.0005(8) 0.0006(8)
C23 0.0389(9) 0.0422(9) 0.0454(10) 0.0051(8) -0.0022(7) 0.0095(7)
C24 0.0429(10) 0.0593(12) 0.0531(12) 0.0064(10) -0.0092(8) 0.0095(9)
C25 0.0548(12) 0.0664(13) 0.0429(11) 0.0072(10) -0.0116(8) 0.0181(10)
C26 0.0570(11) 0.0492(10) 0.0379(10) 0.0094(9) -0.0001(8) 0.0219(9)
C27 0.0777(15) 0.0629(13) 0.0352(10) 0.0158(10) 0.0014(9) 0.0271(11)
C28 0.0816(15) 0.0597(13) 0.0417(11) 0.0231(10) 0.0136(10) 0.0190(11)
C29 0.0619(12) 0.0501(11) 0.0443(11) 0.0177(9) 0.0120(9) 0.0128(9)
C30 0.0476(10) 0.0402(9) 0.0334(9) 0.0069(8) 0.0043(7) 0.0171(8)
C31 0.0376(8) 0.0341(8) 0.0364(9) 0.0076(7) 0.0016(6) 0.0109(7)
C32 0.0399(9) 0.0366(8) 0.0370(9) 0.0152(7) 0.0039(7) 0.0024(7)
C33 0.0432(9) 0.0430(9) 0.0413(10) 0.0146(8) 0.0063(7) 0.0058(7)
C34 0.0385(9) 0.0595(12) 0.0490(11) 0.0216(10) 0.0021(7) 0.0062(8)
C35 0.0451(10) 0.0571(11) 0.0436(10) 0.0191(9) -0.0011(8) -0.0076(8)
C36 0.0540(11) 0.0426(10) 0.0362(9) 0.0115(8) 0.0044(7) -0.0026(8)
C37 0.0467(10) 0.0354(9) 0.0392(9) 0.0118(8) 0.0064(7) 0.0034(7)
C38 0.0542(11) 0.0541(11) 0.0532(12) 0.0119(10) 0.0083(9) 0.0198(9)
C39 0.0537(12) 0.0877(17) 0.0513(12) 0.0183(12) -0.0094(9) -0.0097(11)
C40 0.0660(13) 0.0544(12) 0.0485(11) 0.0107(10) 0.0110(9) 0.0215(10)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . . 1.9583(15) Y
Cu1 N2 . . 1.9647(15) Y
Cu1 N4 . . 1.9976(15) Y
Cu1 N3 . . 2.1944(13) Y
N1 C2 . . 1.322(2) Y
N1 C12 . . 1.464(3) Y
N2 C4 . . 1.334(2) Y
N2 C19 . . 1.454(3) Y
N3 C20 . . 1.342(2) Y
N3 C31 . . 1.356(2) Y
N4 C29 . . 1.346(2) Y
N4 C30 . . 1.363(2) Y
C1 C2 . . 1.518(3) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C2 C3 . . 1.414(3) Y
C3 C4 . . 1.391(3) Y
C3 H3a . . 0.95 ?
C4 C5 . . 1.527(3) Y
C5 H5a . . 0.98 ?
C5 H5b . . 0.98 ?
C5 H5c . . 0.98 ?
C6 C7 . . 1.379(3) Y
C6 C11 . . 1.382(3) Y
C6 C12 . . 1.515(3) Y
C7 C8 . . 1.390(3) Y
C7 H7a . . 0.95 ?
C8 C9 . . 1.367(4) Y
C8 H8a . . 0.95 ?
C9 C10 . . 1.360(4) Y
C9 H9a . . 0.95 ?
C10 C11 . . 1.395(4) Y
C10 H10a . . 0.95 ?
C11 H11a . . 0.95 ?
C12 H12a . . 0.99 ?
C12 H12b . . 0.99 ?
C13 C18 . . 1.388(3) Y
C13 C14 . . 1.393(3) Y
C13 C19 . . 1.524(3) Y
C14 C15 . . 1.380(4) Y
C14 H14a . . 0.95 ?
C15 C16 . . 1.368(4) Y
C15 H15a . . 0.95 ?
C16 C17 . . 1.385(3) Y
C16 H16a . . 0.95 ?
C17 C18 . . 1.387(3) Y
C17 H17a . . 0.95 ?
C18 H18a . . 0.95 ?
C19 H19a . . 0.99 ?
C19 H19b . . 0.99 ?
C20 C21 . . 1.402(2) Y
C20 C32 . . 1.494(2) Y
C21 C22 . . 1.362(3) Y
C21 H21a . . 0.95 ?
C22 C23 . . 1.398(3) Y
C22 H22a . . 0.95 ?
C23 C31 . . 1.407(2) Y
C23 C24 . . 1.439(2) Y
C24 C25 . . 1.345(3) Y
C24 H24a . . 0.95 ?
C25 C26 . . 1.428(3) Y
C25 H25a . . 0.95 ?
C26 C30 . . 1.408(2) Y
C26 C27 . . 1.408(3) Y
C27 C28 . . 1.361(3) Y
C27 H27a . . 0.95 ?
C28 C29 . . 1.390(3) Y
C28 H28a . . 0.95 ?
C29 H29a . . 0.95 ?
C30 C31 . . 1.447(2) Y
C32 C33 . . 1.395(2) Y
C32 C37 . . 1.403(2) Y
C33 C34 . . 1.395(2) Y
C33 C38 . . 1.508(3) Y
C34 C35 . . 1.378(3) Y
C34 H34a . . 0.95 ?
C35 C36 . . 1.381(3) Y
C35 C39 . . 1.520(2) Y
C36 C37 . . 1.397(2) Y
C36 H36a . . 0.95 ?
C37 C40 . . 1.509(3) Y
C38 H38a . . 0.98 ?
C38 H38b . . 0.98 ?
C38 H38c . . 0.98 ?
C39 H39a . . 0.98 ?
C39 H39b . . 0.98 ?
C39 H39c . . 0.98 ?
C40 H40a . . 0.98 ?
C40 H40b . . 0.98 ?
C40 H40c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 CU1 N2 . . . 98.46(7) Y
N1 CU1 N4 . . . 133.43(6) Y
N2 CU1 N4 . . . 118.09(7) Y
N1 CU1 N3 . . . 108.76(6) Y
N2 CU1 N3 . . . 118.71(6) Y
N4 CU1 N3 . . . 79.28(5) Y
C2 N1 C12 . . . 117.51(17) Y
C2 N1 CU1 . . . 119.74(13) Y
C12 N1 CU1 . . . 122.38(13) Y
C4 N2 C19 . . . 119.86(17) Y
C4 N2 CU1 . . . 120.71(14) Y
C19 N2 CU1 . . . 118.30(13) Y
C20 N3 C31 . . . 117.84(14) Y
C20 N3 CU1 . . . 131.74(11) Y
C31 N3 CU1 . . . 110.15(10) Y
C29 N4 C30 . . . 116.54(16) Y
C29 N4 CU1 . . . 126.79(13) Y
C30 N4 CU1 . . . 116.65(11) Y
C2 C1 H1A . . . 109.5 ?
C2 C1 H1B . . . 109.5 ?
H1A C1 H1B . . . 109.5 ?
C2 C1 H1C . . . 109.5 ?
H1A C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
N1 C2 C3 . . . 124.15(18) Y
N1 C2 C1 . . . 120.31(19) Y
C3 C2 C1 . . . 115.48(18) Y
C4 C3 C2 . . . 130.14(18) Y
C4 C3 H3A . . . 114.9 ?
C2 C3 H3A . . . 114.9 ?
N2 C4 C3 . . . 123.46(18) Y
N2 C4 C5 . . . 120.1(2) Y
C3 C4 C5 . . . 116.38(19) Y
C4 C5 H5A . . . 109.5 ?
C4 C5 H5B . . . 109.5 ?
H5A C5 H5B . . . 109.5 ?
C4 C5 H5C . . . 109.5 ?
H5A C5 H5C . . . 109.5 ?
H5B C5 H5C . . . 109.5 ?
C7 C6 C11 . . . 118.0(2) Y
C7 C6 C12 . . . 120.9(2) Y
C11 C6 C12 . . . 121.2(2) Y
C6 C7 C8 . . . 121.3(2) Y
C6 C7 H7A . . . 119.4 ?
C8 C7 H7A . . . 119.4 ?
C9 C8 C7 . . . 119.8(3) Y
C9 C8 H8A . . . 120.1 ?
C7 C8 H8A . . . 120.1 ?
C10 C9 C8 . . . 120.0(3) Y
C10 C9 H9A . . . 120 ?
C8 C9 H9A . . . 120 ?
C9 C10 C11 . . . 120.3(3) Y
C9 C10 H10A . . . 119.8 ?
C11 C10 H10A . . . 119.8 ?
C6 C11 C10 . . . 120.6(3) Y
C6 C11 H11A . . . 119.7 ?
C10 C11 H11A . . . 119.7 ?
N1 C12 C6 . . . 111.02(16) Y
N1 C12 H12A . . . 109.4 ?
C6 C12 H12A . . . 109.4 ?
N1 C12 H12B . . . 109.4 ?
C6 C12 H12B . . . 109.4 ?
H12A C12 H12B . . . 108 ?
C18 C13 C14 . . . 117.3(2) Y
C18 C13 C19 . . . 121.68(18) Y
C14 C13 C19 . . . 120.97(19) Y
C15 C14 C13 . . . 121.1(2) Y
C15 C14 H14A . . . 119.4 ?
C13 C14 H14A . . . 119.4 ?
C16 C15 C14 . . . 121.0(2) Y
C16 C15 H15A . . . 119.5 ?
C14 C15 H15A . . . 119.5 ?
C15 C16 C17 . . . 119.0(2) Y
C15 C16 H16A . . . 120.5 ?
C17 C16 H16A . . . 120.5 ?
C16 C17 C18 . . . 120.2(2) Y
C16 C17 H17A . . . 119.9 ?
C18 C17 H17A . . . 119.9 ?
C17 C18 C13 . . . 121.4(2) Y
C17 C18 H18A . . . 119.3 ?
C13 C18 H18A . . . 119.3 ?
N2 C19 C13 . . . 113.78(16) Y
N2 C19 H19A . . . 108.8 ?
C13 C19 H19A . . . 108.8 ?
N2 C19 H19B . . . 108.8 ?
C13 C19 H19B . . . 108.8 ?
H19A C19 H19B . . . 107.7 ?
N3 C20 C21 . . . 121.98(16) Y
N3 C20 C32 . . . 116.72(14) Y
C21 C20 C32 . . . 121.30(15) Y
C22 C21 C20 . . . 119.69(17) Y
C22 C21 H21A . . . 120.2 ?
C20 C21 H21A . . . 120.2 ?
C21 C22 C23 . . . 120.14(17) Y
C21 C22 H22A . . . 119.9 ?
C23 C22 H22A . . . 119.9 ?
C22 C23 C31 . . . 116.87(16) Y
C22 C23 C24 . . . 124.10(17) Y
C31 C23 C24 . . . 119.03(17) Y
C25 C24 C23 . . . 121.17(18) Y
C25 C24 H24A . . . 119.4 ?
C23 C24 H24A . . . 119.4 ?
C24 C25 C26 . . . 121.55(18) Y
C24 C25 H25A . . . 119.2 ?
C26 C25 H25A . . . 119.2 ?
C30 C26 C27 . . . 117.25(18) Y
C30 C26 C25 . . . 119.07(18) Y
C27 C26 C25 . . . 123.67(18) Y
C28 C27 C26 . . . 119.34(18) Y
C28 C27 H27A . . . 120.3 ?
C26 C27 H27A . . . 120.3 ?
C27 C28 C29 . . . 119.86(19) Y
C27 C28 H28A . . . 120.1 ?
C29 C28 H28A . . . 120.1 ?
N4 C29 C28 . . . 123.39(19) Y
N4 C29 H29A . . . 118.3 ?
C28 C29 H29A . . . 118.3 ?
N4 C30 C26 . . . 123.59(17) Y
N4 C30 C31 . . . 116.70(15) Y
C26 C30 C31 . . . 119.70(16) Y
N3 C31 C23 . . . 123.41(16) Y
N3 C31 C30 . . . 117.12(14) Y
C23 C31 C30 . . . 119.46(16) Y
C33 C32 C37 . . . 120.53(16) Y
C33 C32 C20 . . . 119.74(15) Y
C37 C32 C20 . . . 119.72(15) Y
C34 C33 C32 . . . 118.50(17) Y
C34 C33 C38 . . . 120.15(17) Y
C32 C33 C38 . . . 121.35(16) Y
C35 C34 C33 . . . 122.06(18) Y
C35 C34 H34A . . . 119 ?
C33 C34 H34A . . . 119 ?
C34 C35 C36 . . . 118.52(17) Y
C34 C35 C39 . . . 120.18(19) Y
C36 C35 C39 . . . 121.28(19) Y
C35 C36 C37 . . . 121.76(18) Y
C35 C36 H36A . . . 119.1 ?
C37 C36 H36A . . . 119.1 ?
C36 C37 C32 . . . 118.42(16) Y
C36 C37 C40 . . . 119.48(17) Y
C32 C37 C40 . . . 122.09(16) Y
C33 C38 H38A . . . 109.5 ?
C33 C38 H38B . . . 109.5 ?
H38A C38 H38B . . . 109.5 ?
C33 C38 H38C . . . 109.5 ?
H38A C38 H38C . . . 109.5 ?
H38B C38 H38C . . . 109.5 ?
C35 C39 H39A . . . 109.5 ?
C35 C39 H39B . . . 109.5 ?
H39A C39 H39B . . . 109.5 ?
C35 C39 H39C . . . 109.5 ?
H39A C39 H39C . . . 109.5 ?
H39B C39 H39C . . . 109.5 ?
C37 C40 H40A . . . 109.5 ?
C37 C40 H40B . . . 109.5 ?
H40A C40 H40B . . . 109.5 ?
C37 C40 H40C . . . 109.5 ?
H40A C40 H40C . . . 109.5 ?
H40B C40 H40C . . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 CU1 N1 C2 . . . . -18.50(14) Y
N4 CU1 N1 C2 . . . . -161.28(12) Y
N3 CU1 N1 C2 . . . . 105.79(13) Y
N2 CU1 N1 C12 . . . . 168.60(15) Y
N4 CU1 N1 C12 . . . . 25.82(18) Y
N3 CU1 N1 C12 . . . . -67.11(16) Y
N1 CU1 N2 C4 . . . . 11.91(15) Y
N4 CU1 N2 C4 . . . . 162.04(13) Y
N3 CU1 N2 C4 . . . . -104.98(14) Y
N1 CU1 N2 C19 . . . . -155.91(13) Y
N4 CU1 N2 C19 . . . . -5.78(16) Y
N3 CU1 N2 C19 . . . . 87.20(14) Y
N1 CU1 N3 C20 . . . . -43.77(15) Y
N2 CU1 N3 C20 . . . . 67.52(16) Y
N4 CU1 N3 C20 . . . . -176.20(15) Y
N1 CU1 N3 C31 . . . . 130.01(11) Y
N2 CU1 N3 C31 . . . . -118.69(11) Y
N4 CU1 N3 C31 . . . . -2.41(11) Y
N1 CU1 N4 C29 . . . . 76.94(17) Y
N2 CU1 N4 C29 . . . . -60.35(17) Y
N3 CU1 N4 C29 . . . . -177.30(16) Y
N1 CU1 N4 C30 . . . . -104.83(13) Y
N2 CU1 N4 C30 . . . . 117.88(12) Y
N3 CU1 N4 C30 . . . . 0.93(12) Y
C12 N1 C2 C3 . . . . -173.59(18) Y
CU1 N1 C2 C3 . . . . 13.2(2) Y
C12 N1 C2 C1 . . . . 3.4(3) Y
CU1 N1 C2 C1 . . . . -169.88(13) Y
N1 C2 C3 C4 . . . . 4.8(3) Y
C1 C2 C3 C4 . . . . -172.25(19) Y
C19 N2 C4 C3 . . . . 168.37(18) Y
CU1 N2 C4 C3 . . . . 0.7(3) Y
C19 N2 C4 C5 . . . . -10.5(3) Y
CU1 N2 C4 C5 . . . . -178.13(15) Y
C2 C3 C4 N2 . . . . -12.9(3) Y
C2 C3 C4 C5 . . . . 166.0(2) Y
C11 C6 C7 C8 . . . . 1.4(3) Y
C12 C6 C7 C8 . . . . -178.8(2) Y
C6 C7 C8 C9 . . . . -1.2(4) Y
C7 C8 C9 C10 . . . . 0.1(4) Y
C8 C9 C10 C11 . . . . 0.6(4) Y
C7 C6 C11 C10 . . . . -0.6(3) Y
C12 C6 C11 C10 . . . . 179.5(2) Y
C9 C10 C11 C6 . . . . -0.3(4) Y
C2 N1 C12 C6 . . . . 168.04(16) Y
CU1 N1 C12 C6 . . . . -18.9(2) Y
C7 C6 C12 N1 . . . . 100.5(2) Y
C11 C6 C12 N1 . . . . -79.6(2) Y
C18 C13 C14 C15 . . . . 0.8(3) Y
C19 C13 C14 C15 . . . . 179.78(19) Y
C13 C14 C15 C16 . . . . -1.3(3) Y
C14 C15 C16 C17 . . . . 1.2(4) Y
C15 C16 C17 C18 . . . . -0.7(4) Y
C16 C17 C18 C13 . . . . 0.2(3) Y
C14 C13 C18 C17 . . . . -0.2(3) Y
C19 C13 C18 C17 . . . . -179.2(2) Y
C4 N2 C19 C13 . . . . -91.4(2) Y
CU1 N2 C19 C13 . . . . 76.50(19) Y
C18 C13 C19 N2 . . . . 9.9(3) Y
C14 C13 C19 N2 . . . . -169.06(17) Y
C31 N3 C20 C21 . . . . 1.7(2) Y
CU1 N3 C20 C21 . . . . 175.14(12) Y
C31 N3 C20 C32 . . . . -179.02(14) Y
CU1 N3 C20 C32 . . . . -5.6(2) Y
N3 C20 C21 C22 . . . . 0.4(3) Y
C32 C20 C21 C22 . . . . -178.77(17) Y
C20 C21 C22 C23 . . . . -1.4(3) Y
C21 C22 C23 C31 . . . . 0.1(3) Y
C21 C22 C23 C24 . . . . 179.57(18) Y
C22 C23 C24 C25 . . . . -179.9(2) Y
C31 C23 C24 C25 . . . . -0.5(3) Y
C23 C24 C25 C26 . . . . -0.7(3) Y
C24 C25 C26 C30 . . . . 0.9(3) Y
C24 C25 C26 C27 . . . . 179.9(2) Y
C30 C26 C27 C28 . . . . -0.8(3) Y
C25 C26 C27 C28 . . . . -179.84(19) Y
C26 C27 C28 C29 . . . . 0.1(3) Y
C30 N4 C29 C28 . . . . 0.7(3) Y
CU1 N4 C29 C28 . . . . 178.97(15) Y
C27 C28 C29 N4 . . . . -0.1(3) Y
C29 N4 C30 C26 . . . . -1.5(3) Y
CU1 N4 C30 C26 . . . . -179.91(13) Y
C29 N4 C30 C31 . . . . 179.08(15) Y
CU1 N4 C30 C31 . . . . 0.7(2) Y
C27 C26 C30 N4 . . . . 1.5(3) Y
C25 C26 C30 N4 . . . . -179.35(17) Y
C27 C26 C30 C31 . . . . -179.07(16) Y
C25 C26 C30 C31 . . . . 0.0(3) Y
C20 N3 C31 C23 . . . . -3.1(2) Y
CU1 N3 C31 C23 . . . . -177.84(13) Y
C20 N3 C31 C30 . . . . 178.26(14) Y
CU1 N3 C31 C30 . . . . 3.50(18) Y
C22 C23 C31 N3 . . . . 2.2(3) Y
C24 C23 C31 N3 . . . . -177.29(16) Y
C22 C23 C31 C30 . . . . -179.22(16) Y
C24 C23 C31 C30 . . . . 1.3(3) Y
N4 C30 C31 N3 . . . . -3.0(2) Y
C26 C30 C31 N3 . . . . 177.58(15) Y
N4 C30 C31 C23 . . . . 178.31(15) Y
C26 C30 C31 C23 . . . . -1.1(2) Y
N3 C20 C32 C33 . . . . -74.6(2) Y
C21 C20 C32 C33 . . . . 104.7(2) Y
N3 C20 C32 C37 . . . . 104.67(18) Y
C21 C20 C32 C37 . . . . -76.1(2) Y
C37 C32 C33 C34 . . . . -3.0(2) Y
C20 C32 C33 C34 . . . . 176.24(15) Y
C37 C32 C33 C38 . . . . 177.56(17) Y
C20 C32 C33 C38 . . . . -3.2(2) Y
C32 C33 C34 C35 . . . . -1.3(3) Y
C38 C33 C34 C35 . . . . 178.17(17) Y
C33 C34 C35 C36 . . . . 3.9(3) Y
C33 C34 C35 C39 . . . . -174.81(17) Y
C34 C35 C36 C37 . . . . -2.2(3) Y
C39 C35 C36 C37 . . . . 176.44(17) Y
C35 C36 C37 C32 . . . . -1.9(3) Y
C35 C36 C37 C40 . . . . 177.01(17) Y
C33 C32 C37 C36 . . . . 4.5(2) Y
C20 C32 C37 C36 . . . . -174.70(15) Y
C33 C32 C37 C40 . . . . -174.35(17) Y
C20 C32 C37 C40 . . . . 6.4(2) Y

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        68.26
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.056
#
# Compound 2a
#

data_paul11
_database_code_depnum_ccdc_archive 'CCDC 771787'
#TrackingRef '- Oguadinma5.cif'

_vrf_PLAT413_paul11              
;
PROBLEM: Short Inter XH3 .. XHn H1B .. H24A .. 1.87 Ang.
RESPONSE: Author Response: H24A belongs to a disordered component of the
molecule. Only one orientation was optimized for methyl group C1, which
might adopt different conformations in dependence of the disordered
phenanthroline.
;

_vrf_PLAT220_paul11              
;
RESPONSE: Disorder (rocking motion) of the phenanthroline ligand seems
to be accompanied by a respective disorder of the whole molecule. This
seems indeed to be related to easy molecular motion or disorder
and we found
no indications for twinning (TWINROTMAT) or superstructures.
;

_vrf_PLAT222_paul11              
;
RESPONSE: see above
;

_vrf_PLAT411_paul11              
;
RESPONSE: see above
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H33 Cu N4'
_chemical_formula_sum            'C33 H33 Cu N4'
_chemical_formula_weight         549.17
_chemical_compound_source        'Synthesized by the authors. See text'

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

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P212121
_symmetry_space_group_name_hall  'P 2ac 2ab'

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

_cell_length_a                   11.9865(3)
_cell_length_b                   13.2064(4)
_cell_length_c                   17.4969(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2769.73(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    10261
_cell_measurement_theta_min      4.19
_cell_measurement_theta_max      70.62

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1152
_exptl_absorpt_coefficient_mu    1.321
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.8445
_exptl_absorpt_correction_T_max  0.8763
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 4K
Charged-Coupled Device (CCD) Area Detector using the program SMART and
a Nonius FR591 rotating anode equiped with Montel 200 optics
The crystal-to-detector distance was 5.095 cm, and the data collection
was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 9.0 degree
scan in 30 frames over four different parts of the reciprocal space
(120 frames total). One complete sphere of data was collected, to
better than 0.80\%A resolution.
;

_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_standards_number         5
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            36033
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.19
_diffrn_reflns_theta_max         72.51
_reflns_number_total             5442
_reflns_number_gt                4712
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX II (Bruker, 2006)'
_computing_cell_refinement       'APEX II (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0605P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details 'Flack H D (1983), XXXX Friedel Pairs'
_chemical_absolute_configuration rmad
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_number_reflns         5442
_refine_ls_number_parameters     476
_refine_ls_number_restraints     531
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0985
_refine_ls_wR_factor_gt          0.0955
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.071
_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 0.27111(3) 0.95315(3) 0.06517(2) 0.03855(11) Uani 1 1 d . . .
N1 N 0.38816(19) 0.87955(16) 0.12046(15) 0.0454(6) Uani 1 1 d U A .
N2 N 0.3499(2) 0.98747(16) -0.02972(16) 0.0481(6) Uani 1 1 d U A .
C1 C 0.5857(3) 0.8243(2) 0.1328(3) 0.0876(14) Uani 1 1 d . A 1
H1A H 0.5898 0.8497 0.1854 0.131 Uiso 1 1 calc R A 1
H1B H 0.6565 0.8375 0.1067 0.131 Uiso 1 1 calc R A 1
H1C H 0.5713 0.7513 0.1336 0.131 Uiso 1 1 calc R A 1
C2 C 0.4911(2) 0.8781(2) 0.0905(2) 0.0638(10) Uani 1 1 d U A 1
C3 C 0.5214(3) 0.9231(2) 0.0205(3) 0.0777(12) Uani 1 1 d U A 1
H3A H 0.5992 0.9217 0.0102 0.093 Uiso 1 1 calc R A 1
C4 C 0.4577(3) 0.9693(2) -0.0363(2) 0.0663(10) Uani 1 1 d U A 1
C5 C 0.5188(4) 0.9942(3) -0.1113(3) 0.109(2) Uani 1 1 d . A 1
H5A H 0.5105 1.0664 -0.1227 0.163 Uiso 1 1 calc R A 1
H5B H 0.4868 0.9541 -0.1530 0.163 Uiso 1 1 calc R A 1
H5C H 0.5982 0.9779 -0.1059 0.163 Uiso 1 1 calc R A 1
C6 C 0.3762(2) 0.7130(2) 0.1895(2) 0.0487(7) Uani 1 1 d U A 1
C7 C 0.3412(3) 0.6597(2) 0.1268(2) 0.0595(9) Uani 1 1 d U A 1
H7A H 0.3116 0.6946 0.0838 0.071 Uiso 1 1 calc R A 1
C8 C 0.3488(4) 0.5537(3) 0.1259(3) 0.0869(13) Uani 1 1 d U A 1
H8A H 0.3253 0.5164 0.0823 0.104 Uiso 1 1 calc R A 1
C9 C 0.3909(5) 0.5046(3) 0.1890(3) 0.1017(16) Uani 1 1 d U A 1
H9A H 0.3948 0.4328 0.1892 0.122 Uiso 1 1 calc R A 1
C10 C 0.4266(4) 0.5570(3) 0.2507(3) 0.0920(14) Uani 1 1 d U A 1
H10A H 0.4578 0.5217 0.2930 0.110 Uiso 1 1 calc R A 1
C11 C 0.4183(3) 0.6604(2) 0.2531(2) 0.0651(10) Uani 1 1 d U A 1
H11A H 0.4409 0.6964 0.2974 0.078 Uiso 1 1 calc R A 1
C12 C 0.3686(3) 0.8276(2) 0.19329(19) 0.0507(8) Uani 1 1 d U A 1
H12A H 0.4256 0.8520 0.2308 0.061 Uiso 1 1 calc R A 1
C13 C 0.2536(3) 0.8539(2) 0.22446(16) 0.0653(11) Uani 1 1 d . A 1
H13A H 0.2450 0.9276 0.2263 0.098 Uiso 1 1 calc R A 1
H13B H 0.2456 0.8260 0.2761 0.098 Uiso 1 1 calc R A 1
H13C H 0.1962 0.8250 0.1911 0.098 Uiso 1 1 calc R A 1
C14 C 0.2113(2) 1.1117(2) -0.07045(16) 0.0461(6) Uani 1 1 d U A 1
C15 C 0.2584(3) 1.2064(2) -0.05850(16) 0.0512(7) Uani 1 1 d U A 1
H15A H 0.3366 1.2152 -0.0647 0.061 Uiso 1 1 calc R A 1
C16 C 0.1925(3) 1.2884(2) -0.03755(18) 0.0581(8) Uani 1 1 d U A 1
H16A H 0.2258 1.3526 -0.0289 0.070 Uiso 1 1 calc R A 1
C17 C 0.0787(3) 1.2769(3) -0.0292(2) 0.0660(9) Uani 1 1 d U A 1
H17A H 0.0335 1.3331 -0.0155 0.079 Uiso 1 1 calc R A 1
C18 C 0.0314(3) 1.1829(3) -0.0410(2) 0.0666(10) Uani 1 1 d U A 1
H18A H -0.0468 1.1741 -0.0352 0.080 Uiso 1 1 calc R A 1
C19 C 0.0975(3) 1.1019(2) -0.0611(2) 0.0594(8) Uani 1 1 d U A 1
H19A H 0.0638 1.0376 -0.0688 0.071 Uiso 1 1 calc R A 1
C20 C 0.2862(3) 1.0251(2) -0.09513(17) 0.0533(8) Uani 1 1 d U A 1
H20A H 0.3404 1.0520 -0.1335 0.064 Uiso 1 1 calc R A 1
C21 C 0.2255(4) 0.9352(2) -0.1312(2) 0.0785(12) Uani 1 1 d . A 1
H21A H 0.2803 0.8857 -0.1495 0.118 Uiso 1 1 calc R A 1
H21B H 0.1802 0.9589 -0.1743 0.118 Uiso 1 1 calc R A 1
H21C H 0.1771 0.9034 -0.0930 0.118 Uiso 1 1 calc R A 1
N3A N 0.1108(5) 0.9112(4) 0.0737(5) 0.0330(11) Uani 0.684(4) 1 d PDU B -1
N4A N 0.1992(5) 1.0827(4) 0.1274(4) 0.0394(12) Uani 0.684(4) 1 d PDU B -1
C22A C 0.0660(4) 0.8259(3) 0.0492(3) 0.0414(11) Uani 0.684(4) 1 d PDU B -1
H22A H 0.1128 0.7805 0.0218 0.050 Uiso 0.684(4) 1 calc PR B -1
C23A C -0.0454(4) 0.7970(4) 0.0605(4) 0.0670(13) Uani 0.684(4) 1 d PDU B -1
H23A H -0.0741 0.7352 0.0409 0.080 Uiso 0.684(4) 1 calc PR B -1
C24A C -0.1122(5) 0.8647(6) 0.1026(5) 0.0769(17) Uani 0.684(4) 1 d PDU B -1
H24A H -0.1881 0.8484 0.1122 0.092 Uiso 0.684(4) 1 calc PR B -1
C25A C -0.0690(4) 0.9545(5) 0.1301(4) 0.0650(14) Uani 0.684(4) 1 d PDU B -1
C26A C -0.1345(4) 1.0250(4) 0.1721(4) 0.0807(15) Uani 0.684(4) 1 d PDU B -1
H26A H -0.2108 1.0106 0.1820 0.097 Uiso 0.684(4) 1 calc PR B -1
C27A C -0.0900(8) 1.1117(8) 0.1980(6) 0.071(2) Uani 0.684(4) 1 d PDU B -1
H27A H -0.1350 1.1573 0.2266 0.086 Uiso 0.684(4) 1 calc PR B -1
C28A C 0.0234(4) 1.1365(3) 0.1834(3) 0.0507(11) Uani 0.684(4) 1 d PDU B -1
C29A C 0.0735(5) 1.2243(4) 0.2092(3) 0.0550(12) Uani 0.684(4) 1 d PDU B -1
H29A H 0.0312 1.2722 0.2374 0.066 Uiso 0.684(4) 1 calc PR B -1
C30A C 0.1841(6) 1.2426(4) 0.1944(5) 0.0521(14) Uani 0.684(4) 1 d PDU B -1
H30A H 0.2194 1.3032 0.2110 0.063 Uiso 0.684(4) 1 calc PR B -1
C31A C 0.2435(5) 1.1675(4) 0.1533(3) 0.0494(12) Uani 0.684(4) 1 d PDU B -1
H31A H 0.3204 1.1790 0.1437 0.059 Uiso 0.684(4) 1 calc PR B -1
C32A C 0.0895(5) 1.0668(4) 0.1419(3) 0.0335(10) Uani 0.684(4) 1 d PDU B -1
C33A C 0.0428(4) 0.9755(4) 0.1141(3) 0.0361(11) Uani 0.684(4) 1 d PDU B -1
N3B N 0.1033(12) 0.9381(9) 0.0810(11) 0.035(2) Uani 0.316(4) 1 d PDU B -2
N4B N 0.2388(9) 1.0929(9) 0.1220(10) 0.037(2) Uani 0.316(4) 1 d PDU B -2
C22B C 0.0378(9) 0.8621(8) 0.0642(8) 0.050(2) Uani 0.316(4) 1 d PDU B -2
H22B H 0.0715 0.8063 0.0388 0.060 Uiso 0.316(4) 1 calc PR B -2
C23B C -0.0770(11) 0.8541(12) 0.0794(9) 0.065(3) Uani 0.316(4) 1 d PDU B -2
H23B H -0.1224 0.7989 0.0637 0.078 Uiso 0.316(4) 1 calc PR B -2
C24B C -0.1169(10) 0.9400(12) 0.1219(9) 0.070(2) Uani 0.316(4) 1 d PDU B -2
H24B H -0.1928 0.9399 0.1375 0.084 Uiso 0.316(4) 1 calc PR B -2
C25B C -0.0534(8) 1.0211(8) 0.1412(6) 0.0562(19) Uani 0.316(4) 1 d PDU B -2
C26B C -0.0991(17) 1.1073(16) 0.1780(13) 0.064(3) Uani 0.316(4) 1 d PDU B -2
H26B H -0.1765 1.1100 0.1895 0.077 Uiso 0.316(4) 1 calc PR B -2
C27B C -0.0319(9) 1.1855(8) 0.1967(7) 0.063(2) Uani 0.316(4) 1 d PDU B -2
H27B H -0.0625 1.2413 0.2238 0.075 Uiso 0.316(4) 1 calc PR B -2
C28B C 0.0847(9) 1.1872(8) 0.1771(6) 0.0444(18) Uani 0.316(4) 1 d PDU B -2
C29B C 0.1536(11) 1.2681(10) 0.1925(11) 0.056(3) Uani 0.316(4) 1 d PDU B -2
H29B H 0.1256 1.3281 0.2156 0.067 Uiso 0.316(4) 1 calc PR B -2
C30B C 0.2636(10) 1.2589(7) 0.1736(6) 0.056(2) Uani 0.316(4) 1 d PDU B -2
H30B H 0.3134 1.3127 0.1853 0.067 Uiso 0.316(4) 1 calc PR B -2
C31B C 0.3052(10) 1.1713(7) 0.1369(6) 0.046(2) Uani 0.316(4) 1 d PDU B -2
H31B H 0.3816 1.1682 0.1227 0.055 Uiso 0.316(4) 1 calc PR B -2
C32B C 0.1300(10) 1.1013(8) 0.1392(6) 0.035(2) Uani 0.316(4) 1 d PDU B -2
C33B C 0.0596(8) 1.0197(9) 0.1197(7) 0.034(2) Uani 0.316(4) 1 d PDU B -2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.03491(19) 0.03845(18) 0.0423(2) 0.00332(18) 0.00802(17) 0.00387(16)
N1 0.0388(13) 0.0282(10) 0.0690(15) 0.0008(11) -0.0053(12) 0.0020(9)
N2 0.0532(14) 0.0325(11) 0.0585(15) 0.0018(11) 0.0216(12) 0.0010(10)
C1 0.0392(18) 0.0373(16) 0.186(5) 0.009(2) -0.016(2) 0.0047(14)
C2 0.0377(16) 0.0276(12) 0.126(3) 0.0021(16) -0.0005(18) 0.0053(11)
C3 0.0418(18) 0.0414(16) 0.150(3) 0.014(2) 0.039(2) 0.0103(13)
C4 0.0603(19) 0.0315(14) 0.107(3) 0.0072(16) 0.0479(19) 0.0066(13)
C5 0.102(3) 0.071(2) 0.153(5) 0.029(3) 0.090(3) 0.022(2)
C6 0.0297(14) 0.0335(13) 0.083(2) 0.0024(14) 0.0046(14) 0.0019(11)
C7 0.0460(17) 0.0423(15) 0.090(2) -0.0122(17) 0.0148(17) -0.0005(13)
C8 0.101(3) 0.0484(19) 0.111(3) -0.023(2) 0.049(2) -0.010(2)
C9 0.148(4) 0.0341(17) 0.122(4) 0.016(2) 0.067(3) 0.009(2)
C10 0.116(3) 0.0478(19) 0.112(3) 0.030(2) 0.053(3) 0.017(2)
C11 0.057(2) 0.0467(16) 0.092(3) 0.0199(18) 0.0183(19) 0.0048(15)
C12 0.0578(19) 0.0339(13) 0.0603(18) -0.0003(13) -0.0259(16) 0.0010(13)
C13 0.109(3) 0.0549(17) 0.0317(14) 0.0064(13) 0.0094(17) 0.037(2)
C14 0.0606(18) 0.0420(13) 0.0356(13) 0.0037(13) 0.0050(14) -0.0053(12)
C15 0.0643(19) 0.0442(13) 0.0450(14) -0.0035(13) 0.0033(15) -0.0029(13)
C16 0.080(2) 0.0450(16) 0.0490(16) -0.0031(14) -0.0041(16) 0.0008(15)
C17 0.072(2) 0.063(2) 0.062(2) 0.0076(17) 0.0026(18) 0.0193(18)
C18 0.057(2) 0.065(2) 0.077(2) 0.0202(18) 0.0010(17) 0.0011(16)
C19 0.0633(19) 0.0523(16) 0.0626(19) 0.0115(17) -0.0012(19) -0.0078(14)
C20 0.079(2) 0.0382(14) 0.0428(14) 0.0000(12) 0.0199(15) -0.0077(14)
C21 0.135(4) 0.0488(18) 0.0516(18) -0.0107(15) 0.021(2) -0.017(2)
N3A 0.033(2) 0.034(3) 0.032(2) 0.001(2) 0.0021(17) 0.0050(19)
N4A 0.048(3) 0.032(2) 0.039(2) -0.0035(17) -0.008(3) 0.003(2)
C22A 0.036(2) 0.032(2) 0.056(3) 0.002(2) -0.0013(19) -0.0011(17)
C23A 0.042(2) 0.051(2) 0.108(4) -0.007(3) 0.000(3) -0.004(2)
C24A 0.034(3) 0.067(3) 0.130(5) -0.009(3) 0.013(3) -0.001(3)
C25A 0.035(3) 0.060(3) 0.100(3) 0.000(3) 0.010(3) 0.010(3)
C26A 0.043(2) 0.072(3) 0.126(4) -0.005(3) 0.025(3) 0.016(2)
C27A 0.055(3) 0.070(3) 0.089(5) -0.007(3) 0.024(3) 0.029(3)
C28A 0.064(3) 0.043(2) 0.045(2) 0.002(2) 0.005(2) 0.020(2)
C29A 0.075(3) 0.040(2) 0.050(3) -0.006(2) 0.004(2) 0.021(2)
C30A 0.071(3) 0.038(3) 0.048(2) -0.014(2) -0.007(3) 0.008(2)
C31A 0.050(3) 0.042(2) 0.057(3) -0.0050(19) -0.003(2) 0.000(2)
C32A 0.040(3) 0.031(3) 0.0301(19) 0.001(2) 0.0013(19) 0.0072(19)
C33A 0.032(2) 0.035(2) 0.041(2) 0.005(2) 0.0005(17) 0.007(2)
N3B 0.029(4) 0.037(5) 0.040(4) -0.002(4) 0.005(3) -0.003(4)
N4B 0.044(5) 0.029(4) 0.037(4) -0.004(3) -0.002(4) -0.002(4)
C22B 0.045(4) 0.050(4) 0.055(4) 0.001(4) 0.001(4) -0.002(4)
C23B 0.050(5) 0.061(5) 0.084(5) -0.015(5) 0.019(4) -0.010(5)
C24B 0.041(4) 0.072(4) 0.096(5) -0.006(4) 0.006(4) -0.002(5)
C25B 0.034(3) 0.063(4) 0.071(4) 0.000(4) 0.000(3) 0.000(4)
C26B 0.047(5) 0.070(5) 0.075(6) -0.002(5) 0.012(5) 0.019(4)
C27B 0.065(4) 0.064(4) 0.059(4) -0.005(4) 0.005(4) 0.028(4)
C28B 0.058(4) 0.041(4) 0.034(3) -0.003(3) 0.001(3) 0.016(3)
C29B 0.072(5) 0.047(5) 0.048(4) -0.010(4) -0.005(5) 0.019(4)
C30B 0.071(5) 0.043(4) 0.054(4) -0.015(3) -0.012(4) -0.003(4)
C31B 0.057(5) 0.034(4) 0.046(4) -0.008(4) -0.007(4) -0.010(4)
C32B 0.042(5) 0.032(4) 0.032(3) -0.001(3) -0.003(4) 0.007(4)
C33B 0.032(4) 0.038(5) 0.031(4) 0.002(4) 0.003(3) 0.002(4)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . . 1.962(2) Y
Cu1 N2 . . 1.963(2) Y
Cu1 N3a . . 2.006(6) Y
Cu1 N3b . . 2.040(14) Y
Cu1 N4b . . 2.132(12) Y
Cu1 N4a . . 2.204(6) Y
N1 C2 . . 1.342(4) Y
N1 C12 . . 1.466(4) Y
N2 C4 . . 1.319(4) Y
N2 C20 . . 1.463(4) Y
C1 C2 . . 1.529(4) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C2 C3 . . 1.407(5) Y
C3 C4 . . 1.394(6) Y
C3 H3a . . 0.95 ?
C4 C5 . . 1.539(5) Y
C5 H5a . . 0.98 ?
C5 H5b . . 0.98 ?
C5 H5c . . 0.98 ?
C6 C7 . . 1.369(5) Y
C6 C11 . . 1.405(5) Y
C6 C12 . . 1.517(4) Y
C7 C8 . . 1.404(5) Y
C7 H7a . . 0.95 ?
C8 C9 . . 1.377(7) Y
C8 H8a . . 0.95 ?
C9 C10 . . 1.352(7) Y
C9 H9a . . 0.95 ?
C10 C11 . . 1.370(5) Y
C10 H10a . . 0.95 ?
C11 H11a . . 0.95 ?
C12 C13 . . 1.522(5) Y
C12 H12a . . 1 ?
C13 H13a . . 0.98 ?
C13 H13b . . 0.98 ?
C13 H13c . . 0.98 ?
C14 C19 . . 1.380(4) Y
C14 C15 . . 1.388(4) Y
C14 C20 . . 1.517(4) Y
C15 C16 . . 1.390(4) Y
C15 H15a . . 0.95 ?
C16 C17 . . 1.379(5) Y
C16 H16a . . 0.95 ?
C17 C18 . . 1.380(5) Y
C17 H17a . . 0.95 ?
C18 C19 . . 1.377(5) Y
C18 H18a . . 0.95 ?
C19 H19a . . 0.95 ?
C20 C21 . . 1.529(4) Y
C20 H20a . . 1 ?
C21 H21a . . 0.98 ?
C21 H21b . . 0.98 ?
C21 H21c . . 0.98 ?
N3a C22a . . 1.319(6) Y
N3a C33a . . 1.373(6) Y
N4a C31a . . 1.320(7) Y
N4a C32a . . 1.356(7) Y
C22a C23a . . 1.402(6) Y
C22a H22a . . 0.95 ?
C23a C24a . . 1.409(8) Y
C23a H23a . . 0.95 ?
C24a C25a . . 1.38(1) Y
C24a H24a . . 0.95 ?
C25a C33a . . 1.397(7) Y
C25a C26a . . 1.424(8) Y
C26a C27a . . 1.341(12) Y
C26a H26a . . 0.95 ?
C27a C28a . . 1.421(11) Y
C27a H27a . . 0.95 ?
C28a C29a . . 1.382(7) Y
C28a C32a . . 1.415(6) Y
C29a C30a . . 1.372(10) Y
C29a H29a . . 0.95 ?
C30a C31a . . 1.417(7) Y
C30a H30a . . 0.95 ?
C31a H31a . . 0.95 ?
C32a C33a . . 1.415(6) Y
N3b C22b . . 1.307(13) Y
N3b C33b . . 1.377(12) Y
N4b C31b . . 1.331(12) Y
N4b C32b . . 1.343(12) Y
C22b C23b . . 1.406(14) Y
C22b H22b . . 0.95 ?
C23b C24b . . 1.438(16) Y
C23b H23b . . 0.95 ?
C24b C25b . . 1.357(15) Y
C24b H24b . . 0.95 ?
C25b C33b . . 1.406(11) Y
C25b C26b . . 1.419(17) Y
C26b C27b . . 1.35(2) Y
C26b H26b . . 0.95 ?
C27b C28b . . 1.439(14) Y
C27b H27b . . 0.95 ?
C28b C29b . . 1.378(15) Y
C28b C32b . . 1.422(12) Y
C29b C30b . . 1.365(17) Y
C29b H29b . . 0.95 ?
C30b C31b . . 1.415(12) Y
C30b H30b . . 0.95 ?
C31b H31b . . 0.95 ?
C32b C33b . . 1.410(12) Y

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 CU1 N2 . . . 100.80(11) Y
N1 CU1 N3A . . . 120.8(2) Y
N2 CU1 N3A . . . 126.0(3) Y
N1 CU1 N3B . . . 126.2(6) Y
N2 CU1 N3B . . . 127.7(6) Y
N3A CU1 N3B . . . 11.0(3) Y
N1 CU1 N4B . . . 109.2(4) Y
N2 CU1 N4B . . . 106.4(4) Y
N3A CU1 N4B . . . 91.8(3) Y
N3B CU1 N4B . . . 80.9(4) Y
N1 CU1 N4A . . . 114.9(2) Y
N2 CU1 N4A . . . 115.26(19) Y
N3A CU1 N4A . . . 78.6(2) Y
N3B CU1 N4A . . . 67.9(3) Y
N4B CU1 N4A . . . 13.2(3) Y
C2 N1 C12 . . . 118.7(3) Y
C2 N1 CU1 . . . 118.2(2) Y
C12 N1 CU1 . . . 123.1(2) Y
C4 N2 C20 . . . 120.3(3) Y
C4 N2 CU1 . . . 120.2(3) Y
C20 N2 CU1 . . . 119.27(19) Y
N1 C2 C3 . . . 124.8(3) Y
N1 C2 C1 . . . 119.9(3) Y
C3 C2 C1 . . . 115.2(3) Y
C4 C3 C2 . . . 131.6(3) Y
C4 C3 H3A . . . 114.2 ?
C2 C3 H3A . . . 114.2 ?
N2 C4 C3 . . . 123.6(3) Y
N2 C4 C5 . . . 120.1(4) Y
C3 C4 C5 . . . 116.2(3) Y
C7 C6 C11 . . . 119.4(3) Y
C7 C6 C12 . . . 122.0(3) Y
C11 C6 C12 . . . 118.7(3) Y
C6 C7 C8 . . . 120.1(4) Y
C6 C7 H7A . . . 119.9 ?
C8 C7 H7A . . . 119.9 ?
C9 C8 C7 . . . 119.0(4) Y
C9 C8 H8A . . . 120.5 ?
C7 C8 H8A . . . 120.5 ?
C10 C9 C8 . . . 121.1(3) Y
C10 C9 H9A . . . 119.4 ?
C8 C9 H9A . . . 119.4 ?
C9 C10 C11 . . . 120.7(4) Y
C9 C10 H10A . . . 119.7 ?
C11 C10 H10A . . . 119.7 ?
C10 C11 C6 . . . 119.7(4) Y
C10 C11 H11A . . . 120.1 ?
C6 C11 H11A . . . 120.1 ?
N1 C12 C6 . . . 114.8(3) Y
N1 C12 C13 . . . 110.4(2) Y
C6 C12 C13 . . . 107.3(3) Y
N1 C12 H12A . . . 108 ?
C6 C12 H12A . . . 108 ?
C13 C12 H12A . . . 108 ?
C19 C14 C15 . . . 118.0(3) Y
C19 C14 C20 . . . 123.3(3) Y
C15 C14 C20 . . . 118.7(3) Y
C14 C15 C16 . . . 120.7(3) Y
C14 C15 H15A . . . 119.7 ?
C16 C15 H15A . . . 119.7 ?
C17 C16 C15 . . . 120.3(3) Y
C17 C16 H16A . . . 119.9 ?
C15 C16 H16A . . . 119.9 ?
C16 C17 C18 . . . 119.3(3) Y
C16 C17 H17A . . . 120.3 ?
C18 C17 H17A . . . 120.3 ?
C19 C18 C17 . . . 120.0(3) Y
C19 C18 H18A . . . 120 ?
C17 C18 H18A . . . 120 ?
C18 C19 C14 . . . 121.8(3) Y
C18 C19 H19A . . . 119.1 ?
C14 C19 H19A . . . 119.1 ?
N2 C20 C14 . . . 110.0(2) Y
N2 C20 C21 . . . 107.9(3) Y
C14 C20 C21 . . . 114.9(3) Y
N2 C20 H20A . . . 107.9 ?
C14 C20 H20A . . . 107.9 ?
C21 C20 H20A . . . 107.9 ?
C22A N3A C33A . . . 117.0(5) Y
C22A N3A CU1 . . . 127.0(4) Y
C33A N3A CU1 . . . 115.8(4) Y
C31A N4A C32A . . . 117.2(5) Y
C31A N4A CU1 . . . 132.2(4) Y
C32A N4A CU1 . . . 110.6(4) Y
N3A C22A C23A . . . 125.0(5) Y
N3A C22A H22A . . . 117.5 ?
C23A C22A H22A . . . 117.5 ?
C22A C23A C24A . . . 116.3(5) Y
C22A C23A H23A . . . 121.9 ?
C24A C23A H23A . . . 121.9 ?
C25A C24A C23A . . . 120.9(5) Y
C25A C24A H24A . . . 119.6 ?
C23A C24A H24A . . . 119.6 ?
C24A C25A C33A . . . 117.5(6) Y
C24A C25A C26A . . . 122.3(5) Y
C33A C25A C26A . . . 120.2(6) Y
C27A C26A C25A . . . 120.9(7) Y
C27A C26A H26A . . . 119.5 ?
C25A C26A H26A . . . 119.5 ?
C26A C27A C28A . . . 121.1(7) Y
C26A C27A H27A . . . 119.5 ?
C28A C27A H27A . . . 119.5 ?
C29A C28A C32A . . . 118.0(5) Y
C29A C28A C27A . . . 123.4(5) Y
C32A C28A C27A . . . 118.6(6) Y
C30A C29A C28A . . . 120.5(5) Y
C30A C29A H29A . . . 119.8 ?
C28A C29A H29A . . . 119.8 ?
C29A C30A C31A . . . 117.2(5) Y
C29A C30A H30A . . . 121.4 ?
C31A C30A H30A . . . 121.4 ?
N4A C31A C30A . . . 124.5(6) Y
N4A C31A H31A . . . 117.7 ?
C30A C31A H31A . . . 117.7 ?
N4A C32A C33A . . . 116.8(4) Y
N4A C32A C28A . . . 122.6(6) Y
C33A C32A C28A . . . 120.6(5) Y
N3A C33A C25A . . . 123.3(6) Y
N3A C33A C32A . . . 118.0(4) Y
C25A C33A C32A . . . 118.7(5) Y
C22B N3B C33B . . . 118.9(12) Y
C22B N3B CU1 . . . 129.5(9) Y
C33B N3B CU1 . . . 111.4(8) Y
C31B N4B C32B . . . 118.2(11) Y
C31B N4B CU1 . . . 131.0(9) Y
C32B N4B CU1 . . . 110.6(7) Y
N3B C22B C23B . . . 127.1(12) Y
N3B C22B H22B . . . 116.5 ?
C23B C22B H22B . . . 116.5 ?
C22B C23B C24B . . . 111.4(12) Y
C22B C23B H23B . . . 124.3 ?
C24B C23B H23B . . . 124.3 ?
C25B C24B C23B . . . 124.4(11) Y
C25B C24B H24B . . . 117.8 ?
C23B C24B H24B . . . 117.8 ?
C24B C25B C33B . . . 117.6(11) Y
C24B C25B C26B . . . 122(11) Y
C33B C25B C26B . . . 120.3(12) Y
C27B C26B C25B . . . 119.6(16) Y
C27B C26B H26B . . . 120.2 ?
C25B C26B H26B . . . 120.2 ?
C26B C27B C28B . . . 122.2(12) Y
C26B C27B H27B . . . 118.9 ?
C28B C27B H27B . . . 118.9 ?
C29B C28B C32B . . . 118.8(1) Y
C29B C28B C27B . . . 123.2(1) Y
C32B C28B C27B . . . 118.1(1) Y
C30B C29B C28B . . . 117.5(11) Y
C30B C29B H29B . . . 121.2 ?
C28B C29B H29B . . . 121.2 ?
C29B C30B C31B . . . 121.6(11) Y
C29B C30B H30B . . . 119.2 ?
C31B C30B H30B . . . 119.2 ?
N4B C31B C30B . . . 121(12) Y
N4B C31B H31B . . . 119.5 ?
C30B C31B H31B . . . 119.5 ?
N4B C32B C33B . . . 117.6(9) Y
N4B C32B C28B . . . 122.8(11) Y
C33B C32B C28B . . . 119.6(11) Y
N3B C33B C25B . . . 120.6(12) Y
N3B C33B C32B . . . 119.3(9) Y
C25B C33B C32B . . . 120.1(1) Y

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 CU1 N1 C2 . . . . 7.3(2) Y
N3A CU1 N1 C2 . . . . 151.4(3) Y
N3B CU1 N1 C2 . . . . 162.9(5) Y
N4B CU1 N1 C2 . . . . -104.4(4) Y
N4A CU1 N1 C2 . . . . -117.2(3) Y
N2 CU1 N1 C12 . . . . -173.6(2) Y
N3A CU1 N1 C12 . . . . -29.5(3) Y
N3B CU1 N1 C12 . . . . -18.0(5) Y
N4B CU1 N1 C12 . . . . 74.7(4) Y
N4A CU1 N1 C12 . . . . 61.9(3) Y
N1 CU1 N2 C4 . . . . -7.5(3) Y
N3A CU1 N2 C4 . . . . -149.0(3) Y
N3B CU1 N2 C4 . . . . -162.5(4) Y
N4B CU1 N2 C4 . . . . 106.4(4) Y
N4A CU1 N2 C4 . . . . 116.8(3) Y
N1 CU1 N2 C20 . . . . 167.26(19) Y
N3A CU1 N2 C20 . . . . 25.8(3) Y
N3B CU1 N2 C20 . . . . 12.2(4) Y
N4B CU1 N2 C20 . . . . -78.9(4) Y
N4A CU1 N2 C20 . . . . -68.4(3) Y
C12 N1 C2 C3 . . . . 178.8(3) Y
CU1 N1 C2 C3 . . . . -2.0(4) Y
C12 N1 C2 C1 . . . . -1.0(4) Y
CU1 N1 C2 C1 . . . . 178.2(2) Y
N1 C2 C3 C4 . . . . -6.6(6) Y
C1 C2 C3 C4 . . . . 173.2(4) Y
C20 N2 C4 C3 . . . . -172.6(3) Y
CU1 N2 C4 C3 . . . . 2.0(4) Y
C20 N2 C4 C5 . . . . 4.0(5) Y
CU1 N2 C4 C5 . . . . 178.7(3) Y
C2 C3 C4 N2 . . . . 6.6(6) Y
C2 C3 C4 C5 . . . . -170.2(4) Y
C11 C6 C7 C8 . . . . -0.9(5) Y
C12 C6 C7 C8 . . . . -179.4(3) Y
C6 C7 C8 C9 . . . . 0.6(6) Y
C7 C8 C9 C10 . . . . -1.3(7) Y
C8 C9 C10 C11 . . . . 2.3(7) Y
C9 C10 C11 C6 . . . . -2.5(6) Y
C7 C6 C11 C10 . . . . 1.8(5) Y
C12 C6 C11 C10 . . . . -179.6(3) Y
C2 N1 C12 C6 . . . . -68.8(4) Y
CU1 N1 C12 C6 . . . . 112.1(2) Y
C2 N1 C12 C13 . . . . 169.8(3) Y
CU1 N1 C12 C13 . . . . -9.3(3) Y
C7 C6 C12 N1 . . . . -35.4(4) Y
C11 C6 C12 N1 . . . . 146.1(3) Y
C7 C6 C12 C13 . . . . 87.8(4) Y
C11 C6 C12 C13 . . . . -90.8(3) Y
C19 C14 C15 C16 . . . . 0.2(5) Y
C20 C14 C15 C16 . . . . 178.5(3) Y
C14 C15 C16 C17 . . . . -0.8(5) Y
C15 C16 C17 C18 . . . . 0.8(5) Y
C16 C17 C18 C19 . . . . -0.3(6) Y
C17 C18 C19 C14 . . . . -0.3(6) Y
C15 C14 C19 C18 . . . . 0.3(5) Y
C20 C14 C19 C18 . . . . -177.9(3) Y
C4 N2 C20 C14 . . . . -134.6(3) Y
CU1 N2 C20 C14 . . . . 50.7(3) Y
C4 N2 C20 C21 . . . . 99.4(3) Y
CU1 N2 C20 C21 . . . . -75.4(3) Y
C19 C14 C20 N2 . . . . -105.1(4) Y
C15 C14 C20 N2 . . . . 76.7(3) Y
C19 C14 C20 C21 . . . . 17.0(4) Y
C15 C14 C20 C21 . . . . -161.2(3) Y
N1 CU1 N3A C22A . . . . -65.9(8) Y
N2 CU1 N3A C22A . . . . 68.7(7) Y
N3B CU1 N3A C22A . . . . 172(5) Y
N4B CU1 N3A C22A . . . . -179.6(8) Y
N4A CU1 N3A C22A . . . . -178.2(7) Y
N1 CU1 N3A C33A . . . . 109.2(5) Y
N2 CU1 N3A C33A . . . . -116.2(5) Y
N3B CU1 N3A C33A . . . . -13(4) Y
N4B CU1 N3A C33A . . . . -4.5(7) Y
N4A CU1 N3A C33A . . . . -3.2(5) Y
N1 CU1 N4A C31A . . . . 61.7(7) Y
N2 CU1 N4A C31A . . . . -54.9(7) Y
N3A CU1 N4A C31A . . . . -179.5(7) Y
N3B CU1 N4A C31A . . . . -177.4(1) Y
N4B CU1 N4A C31A . . . . -5(2) Y
N1 CU1 N4A C32A . . . . -116.3(4) Y
N2 CU1 N4A C32A . . . . 127.1(4) Y
N3A CU1 N4A C32A . . . . 2.5(5) Y
N3B CU1 N4A C32A . . . . 4.6(7) Y
N4B CU1 N4A C32A . . . . 177(3) Y
C33A N3A C22A C23A . . . . 0.8(1) Y
CU1 N3A C22A C23A . . . . 175.9(5) Y
N3A C22A C23A C24A . . . . -1.2(9) Y
C22A C23A C24A C25A . . . . 0.5(1) Y
C23A C24A C25A C33A . . . . 0.5(11) Y
C23A C24A C25A C26A . . . . 179.3(7) Y
C24A C25A C26A C27A . . . . -179.9(8) Y
C33A C25A C26A C27A . . . . -1.1(11) Y
C25A C26A C27A C28A . . . . 0.9(13) Y
C26A C27A C28A C29A . . . . -179.4(7) Y
C26A C27A C28A C32A . . . . -1.1(12) Y
C32A C28A C29A C30A . . . . 0.3(8) Y
C27A C28A C29A C30A . . . . 178.6(7) Y
C28A C29A C30A C31A . . . . -1.1(9) Y
C32A N4A C31A C30A . . . . -0.5(1) Y
CU1 N4A C31A C30A . . . . -178.4(5) Y
C29A C30A C31A N4A . . . . 1.3(1) Y
C31A N4A C32A C33A . . . . -179.9(5) Y
CU1 N4A C32A C33A . . . . -1.5(6) Y
C31A N4A C32A C28A . . . . -0.4(9) Y
CU1 N4A C32A C28A . . . . 177.9(4) Y
C29A C28A C32A N4A . . . . 0.5(7) Y
C27A C28A C32A N4A . . . . -177.9(7) Y
C29A C28A C32A C33A . . . . 179.9(4) Y
C27A C28A C32A C33A . . . . 1.5(8) Y
C22A N3A C33A C25A . . . . 0.3(1) Y
CU1 N3A C33A C25A . . . . -175.3(5) Y
C22A N3A C33A C32A . . . . 179.0(6) Y
CU1 N3A C33A C32A . . . . 3.4(8) Y
C24A C25A C33A N3A . . . . -0.9(1) Y
C26A C25A C33A N3A . . . . -179.8(7) Y
C24A C25A C33A C32A . . . . -179.7(6) Y
C26A C25A C33A C32A . . . . 1.4(9) Y
N4A C32A C33A N3A . . . . -1.1(8) Y
C28A C32A C33A N3A . . . . 179.5(5) Y
N4A C32A C33A C25A . . . . 177.8(6) Y
C28A C32A C33A C25A . . . . -1.7(7) Y
N1 CU1 N3B C22B . . . . -70(2) Y
N2 CU1 N3B C22B . . . . 79.3(19) Y
N3A CU1 N3B C22B . . . . -6(3) Y
N4B CU1 N3B C22B . . . . -177(19) Y
N4A CU1 N3B C22B . . . . -175(2) Y
N1 CU1 N3B C33B . . . . 105.6(11) Y
N2 CU1 N3B C33B . . . . -105.3(12) Y
N3A CU1 N3B C33B . . . . 170(5) Y
N4B CU1 N3B C33B . . . . -1.6(12) Y
N4A CU1 N3B C33B . . . . 0.2(1) Y
N1 CU1 N4B C31B . . . . 60.2(16) Y
N2 CU1 N4B C31B . . . . -47.8(16) Y
N3A CU1 N4B C31B . . . . -176.3(15) Y
N3B CU1 N4B C31B . . . . -174.6(17) Y
N4A CU1 N4B C31B . . . . 178(4) Y
N1 CU1 N4B C32B . . . . -125.1(1) Y
N2 CU1 N4B C32B . . . . 126.9(1) Y
N3A CU1 N4B C32B . . . . -1.6(11) Y
N3B CU1 N4B C32B . . . . 0.1(12) Y
N4A CU1 N4B C32B . . . . -7.2(19) Y
C33B N3B C22B C23B . . . . 2(3) Y
CU1 N3B C22B C23B . . . . 177(14) Y
N3B C22B C23B C24B . . . . -4(2) Y
C22B C23B C24B C25B . . . . 3(2) Y
C23B C24B C25B C33B . . . . -2(2) Y
C23B C24B C25B C26B . . . . 175(17) Y
C24B C25B C26B C27B . . . . 179.3(16) Y
C33B C25B C26B C27B . . . . -4(3) Y
C25B C26B C27B C28B . . . . 3(3) Y
C26B C27B C28B C29B . . . . 177(17) Y
C26B C27B C28B C32B . . . . -2(2) Y
C32B C28B C29B C30B . . . . -3(2) Y
C27B C28B C29B C30B . . . . 177.6(12) Y
C28B C29B C30B C31B . . . . 2(2) Y
C32B N4B C31B C30B . . . . 3(2) Y
CU1 N4B C31B C30B . . . . 177.6(11) Y
C29B C30B C31B N4B . . . . -2.4(19) Y
C31B N4B C32B C33B . . . . 176.9(12) Y
CU1 N4B C32B C33B . . . . 1.4(16) Y
C31B N4B C32B C28B . . . . -4(2) Y
CU1 N4B C32B C28B . . . . -179.7(8) Y
C29B C28B C32B N4B . . . . 4.2(19) Y
C27B C28B C32B N4B . . . . -176.4(13) Y
C29B C28B C32B C33B . . . . -177(12) Y
C27B C28B C32B C33B . . . . 2.4(15) Y
C22B N3B C33B C25B . . . . 0(2) Y
CU1 N3B C33B C25B . . . . -175.5(1) Y
C22B N3B C33B C32B . . . . 178.9(14) Y
CU1 N3B C33B C32B . . . . 3(18) Y
C24B C25B C33B N3B . . . . -1(2) Y
C26B C25B C33B N3B . . . . -177.1(17) Y
C24B C25B C33B C32B . . . . -179(12) Y
C26B C25B C33B C32B . . . . 4(2) Y
N4B C32B C33B N3B . . . . -3.1(19) Y
C28B C32B C33B N3B . . . . 178(13) Y
N4B C32B C33B C25B . . . . 175.4(13) Y
C28B C32B C33B C25B . . . . -3.5(16) Y

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        72.51
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.056
#
# Compound 3
#
data_paul28
_database_code_depnum_ccdc_archive 'CCDC 771788'
#TrackingRef '- Oguadinma5.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H34 N2 O6'
_chemical_formula_sum            'C25 H34 N2 O6'
_chemical_formula_weight         458.54
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbcn
_symmetry_space_group_name_hall  '-P 2n 2ab'

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

_cell_length_a                   14.8653(16)
_cell_length_b                   21.753(2)
_cell_length_c                   7.2959(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2359.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    125
_cell_measurement_reflns_used    7069
_cell_measurement_theta_min      3.60
_cell_measurement_theta_max      70.43

_exptl_crystal_description       block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984
_exptl_absorpt_coefficient_mu    0.753
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.8925
_exptl_absorpt_correction_T_max  0.9415
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 4K
Charged-Coupled Device (CCD) Area Detector using the program APEX2 and
a Nonius FR591 rotating anode equiped with a Montel 200 optics
The crystal-to-detector distance was 5.0 cm, and the data collection
was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over four different parts of the reciprocal space
(132 frames total). One complete sphere of data was collected, to
better than 0.80\%A resolution.
;

_diffrn_ambient_temperature      125
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_reflns_number            30741
_diffrn_reflns_av_R_equivalents  0.071
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.60
_diffrn_reflns_theta_max         73.39
_reflns_number_total             2347
_reflns_number_gt                1837
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0970P)^2^+0.1636P] where P=(Fo^2^+2Fc^2^)/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     SHELXL
_refine_ls_extinction_coef       0.0049(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2347
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1572
_refine_ls_wR_factor_gt          0.1484
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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
O1 O 0.99713(8) 0.36972(6) -0.01810(17) 0.0531(4) Uani 1 1 d . . .
O2 O 0.84819(9) 0.43637(5) 0.02049(18) 0.0584(4) Uani 1 1 d . . .
O3 O 0.69525(8) 0.38655(6) 0.1367(2) 0.0619(4) Uani 1 1 d . . .
N1 N 0.91422(9) 0.14995(6) 0.18815(19) 0.0471(4) Uani 1 1 d . . .
H1A H 0.9627 0.1724 0.2061 0.056 Uiso 0.50 1 calc PR . .
C1 C 0.83944(15) 0.05044(9) 0.1512(4) 0.0726(6) Uani 1 1 d . . .
H1B H 0.8189 0.0599 0.0267 0.109 Uiso 1 1 calc R . .
H1C H 0.7911 0.0593 0.2385 0.109 Uiso 1 1 calc R . .
H1D H 0.8556 0.0068 0.1589 0.109 Uiso 1 1 calc R . .
C2 C 0.92012(12) 0.08910(8) 0.1962(3) 0.0520(5) Uani 1 1 d . . .
C3 C 1.0000 0.06034(12) 0.2500 0.0593(7) Uani 1 2 d S . .
H3A H 1.0000 0.0167 0.2500 0.071 Uiso 1 2 calc SR . .
C6 C 0.83851(10) 0.24833(7) 0.12271(19) 0.0405(4) Uani 1 1 d . . .
C7 C 0.91851(11) 0.27526(8) 0.0649(2) 0.0417(4) Uani 1 1 d . . .
H7A H 0.9704 0.2506 0.0451 0.050 Uiso 1 1 calc R . .
C8 C 0.92221(10) 0.33852(8) 0.0363(2) 0.0410(4) Uani 1 1 d . . .
C9 C 0.84616(11) 0.37485(8) 0.0594(2) 0.0432(4) Uani 1 1 d . . .
C10 C 0.76615(11) 0.34726(8) 0.1167(2) 0.0442(4) Uani 1 1 d . . .
C11 C 0.76277(11) 0.28480(8) 0.1493(2) 0.0433(4) Uani 1 1 d . . .
H11A H 0.7083 0.2666 0.1903 0.052 Uiso 1 1 calc R . .
C12 C 0.82928(11) 0.18003(8) 0.1503(2) 0.0456(4) Uani 1 1 d . . .
H12A H 0.7875 0.1724 0.2535 0.055 Uiso 1 1 calc R . .
H12B H 0.8025 0.1617 0.0388 0.055 Uiso 1 1 calc R . .
C13 C 1.07725(11) 0.33599(9) -0.0507(2) 0.0527(5) Uani 1 1 d . . .
H13A H 1.1243 0.3639 -0.0944 0.079 Uiso 1 1 calc R . .
H13B H 1.0658 0.3044 -0.1435 0.079 Uiso 1 1 calc R . .
H13C H 1.0969 0.3164 0.0634 0.079 Uiso 1 1 calc R . .
C14 C 0.87543(17) 0.47374(10) 0.1692(4) 0.0850(8) Uani 1 1 d . . .
H14A H 0.8876 0.5155 0.1251 0.127 Uiso 1 1 calc R . .
H14B H 0.9301 0.4566 0.2243 0.127 Uiso 1 1 calc R . .
H14C H 0.8274 0.4750 0.2612 0.127 Uiso 1 1 calc R . .
C15 C 0.60824(12) 0.36088(10) 0.1605(3) 0.0618(5) Uani 1 1 d . . .
H15A H 0.5630 0.3936 0.1541 0.093 Uiso 1 1 calc R . .
H15B H 0.6048 0.3406 0.2802 0.093 Uiso 1 1 calc R . .
H15C H 0.5968 0.3307 0.0635 0.093 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0449(7) 0.0487(7) 0.0656(8) 0.0053(5) 0.0138(6) -0.0023(5)
O2 0.0628(9) 0.0447(7) 0.0678(8) 0.0086(6) 0.0006(6) 0.0029(6)
O3 0.0423(8) 0.0547(8) 0.0888(10) -0.0017(7) 0.0039(6) 0.0087(5)
N1 0.0464(8) 0.0414(8) 0.0534(8) 0.0010(6) -0.0014(6) -0.0018(6)
C1 0.0691(14) 0.0480(11) 0.1008(18) -0.0015(11) -0.0098(11) -0.0144(10)
C2 0.0579(11) 0.0401(9) 0.0581(10) -0.0004(7) 0.0008(8) -0.0054(7)
C3 0.0645(17) 0.0356(12) 0.0777(18) 0.000 -0.0037(13) 0.000
C6 0.0408(9) 0.0469(9) 0.0337(7) -0.0014(6) -0.0025(6) -0.0013(7)
C7 0.0405(9) 0.0466(9) 0.0379(8) -0.0017(6) 0.0023(6) 0.0028(6)
C8 0.0405(9) 0.0469(9) 0.0357(7) 0.0008(6) 0.0021(6) -0.0020(6)
C9 0.0463(9) 0.0429(9) 0.0405(8) 0.0021(6) -0.0015(6) 0.0010(7)
C10 0.0376(9) 0.0510(9) 0.0438(8) -0.0037(7) -0.0014(6) 0.0047(7)
C11 0.0377(9) 0.0504(9) 0.0418(8) -0.0014(6) 0.0010(6) -0.0029(7)
C12 0.0441(9) 0.0461(9) 0.0466(9) 0.0011(7) -0.0004(6) -0.0045(7)
C13 0.0432(10) 0.0621(11) 0.0526(10) 0.0044(8) 0.0088(7) -0.0003(8)
C14 0.0876(17) 0.0507(12) 0.117(2) -0.0174(12) -0.0266(15) 0.0058(11)
C15 0.0393(10) 0.0756(13) 0.0705(12) 0.0089(10) 0.0020(8) 0.0085(9)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C8 . . 1.3632(19) Y
O1 C13 . . 1.419(2) Y
O2 C9 . . 1.369(2) Y
O2 C14 . . 1.415(3) Y
O3 C10 . . 1.3647(19) Y
O3 C15 . . 1.419(2) Y
N1 C2 . . 1.328(2) Y
N1 C12 . . 1.449(2) Y
N1 H1a . . 0.88 ?
C1 C2 . . 1.501(3) Y
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C1 H1d . . 0.98 ?
C2 C3 . . 1.398(2) Y
C3 C2 . 3_755 1.398(2) Y
C3 H3a . . 0.95 ?
C6 C11 . . 1.391(2) Y
C6 C7 . . 1.391(2) Y
C6 C12 . . 1.505(2) Y
C7 C8 . . 1.393(2) Y
C7 H7a . . 0.95 ?
C8 C9 . . 1.390(2) Y
C9 C10 . . 1.396(2) Y
C10 C11 . . 1.380(2) Y
C11 H11a . . 0.95 ?
C12 H12a . . 0.99 ?
C12 H12b . . 0.99 ?
C13 H13a . . 0.98 ?
C13 H13b . . 0.98 ?
C13 H13c . . 0.98 ?
C14 H14a . . 0.98 ?
C14 H14b . . 0.98 ?
C14 H14c . . 0.98 ?
C15 H15a . . 0.98 ?
C15 H15b . . 0.98 ?
C15 H15c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 O1 C13 . . . 118.49(14) Y
C9 O2 C14 . . . 114.14(15) Y
C10 O3 C15 . . . 118.06(14) Y
C2 N1 C12 . . . 121.08(14) Y
C2 N1 H1A . . . 119.5 ?
C12 N1 H1A . . . 119.5 ?
C2 C1 H1B . . . 109.5 ?
C2 C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
C2 C1 H1D . . . 109.5 ?
H1B C1 H1D . . . 109.5 ?
H1C C1 H1D . . . 109.5 ?
N1 C2 C3 . . . 120.96(16) Y
N1 C2 C1 . . . 119.74(16) Y
C3 C2 C1 . . . 119.29(16) Y
C2 C3 C2 . . 3_755 126.9(2) Y
C2 C3 H3A . . . 116.6 ?
C2 C3 H3A 3_755 . . 116.6 ?
C11 C6 C7 . . . 119.61(15) Y
C11 C6 C12 . . . 118.06(14) Y
C7 C6 C12 . . . 122.28(14) Y
C6 C7 C8 . . . 119.69(14) Y
C6 C7 H7A . . . 120.2 ?
C8 C7 H7A . . . 120.2 ?
O1 C8 C9 . . . 114.64(15) Y
O1 C8 C7 . . . 124.60(14) Y
C9 C8 C7 . . . 120.75(14) Y
O2 C9 C8 . . . 120.85(15) Y
O2 C9 C10 . . . 120.09(15) Y
C8 C9 C10 . . . 119.02(15) Y
O3 C10 C11 . . . 124.75(15) Y
O3 C10 C9 . . . 114.88(15) Y
C11 C10 C9 . . . 120.37(15) Y
C10 C11 C6 . . . 120.53(15) Y
C10 C11 H11A . . . 119.7 ?
C6 C11 H11A . . . 119.7 ?
N1 C12 C6 . . . 113.07(13) Y
N1 C12 H12A . . . 109 ?
C6 C12 H12A . . . 109 ?
N1 C12 H12B . . . 109 ?
C6 C12 H12B . . . 109 ?
H12A C12 H12B . . . 107.8 ?
O1 C13 H13A . . . 109.5 ?
O1 C13 H13B . . . 109.5 ?
H13A C13 H13B . . . 109.5 ?
O1 C13 H13C . . . 109.5 ?
H13A C13 H13C . . . 109.5 ?
H13B C13 H13C . . . 109.5 ?
O2 C14 H14A . . . 109.5 ?
O2 C14 H14B . . . 109.5 ?
H14A C14 H14B . . . 109.5 ?
O2 C14 H14C . . . 109.5 ?
H14A C14 H14C . . . 109.5 ?
H14B C14 H14C . . . 109.5 ?
O3 C15 H15A . . . 109.5 ?
O3 C15 H15B . . . 109.5 ?
H15A C15 H15B . . . 109.5 ?
O3 C15 H15C . . . 109.5 ?
H15A C15 H15C . . . 109.5 ?
H15B C15 H15C . . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C12 N1 C2 C3 . . . . -173.79(13) Y
C12 N1 C2 C1 . . . . 4.8(3) Y
N1 C2 C3 C2 . . . 3_755 1.42(12) Y
C1 C2 C3 C2 . . . 3_755 -177.18(19) Y
C11 C6 C7 C8 . . . . 0.7(2) Y
C12 C6 C7 C8 . . . . 177.98(14) Y
C13 O1 C8 C9 . . . . -178.06(14) Y
C13 O1 C8 C7 . . . . 0.9(2) Y
C6 C7 C8 O1 . . . . 179.20(14) Y
C6 C7 C8 C9 . . . . -1.9(2) Y
C14 O2 C9 C8 . . . . -88.3(2) Y
C14 O2 C9 C10 . . . . 94.1(2) Y
O1 C8 C9 O2 . . . . 3.0(2) Y
C7 C8 C9 O2 . . . . -175.95(14) Y
O1 C8 C9 C10 . . . . -179.37(14) Y
C7 C8 C9 C10 . . . . 1.6(2) Y
C15 O3 C10 C11 . . . . -11.9(2) Y
C15 O3 C10 C9 . . . . 168.32(16) Y
O2 C9 C10 O3 . . . . -2.7(2) Y
C8 C9 C10 O3 . . . . 179.64(14) Y
O2 C9 C10 C11 . . . . 177.46(14) Y
C8 C9 C10 C11 . . . . -0.1(2) Y
O3 C10 C11 C6 . . . . 179.16(14) Y
C9 C10 C11 C6 . . . . -1.1(2) Y
C7 C6 C11 C10 . . . . 0.8(2) Y
C12 C6 C11 C10 . . . . -176.61(14) Y
C2 N1 C12 C6 . . . . -172.57(14) Y
C11 C6 C12 N1 . . . . -157.89(13) Y
C7 C6 C12 N1 . . . . 24.8(2) Y

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        73.39
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.061
#
# Compound 3b
#

data_paul31
_database_code_depnum_ccdc_archive 'CCDC 771789'
#TrackingRef '- Oguadinma5.cif'

_vrf_PLAT232_paul31              
;
PROBLEM: Hirshfeld Test Diff (M-X) Cu1 -- N4 .. 5.48 su
RESPONSE: Manual inspection does not show any unusual size or
orientation of the ADPs.
;

_vrf_PLAT153_paul31              
;
PROBLEM: The su's on the Cell Axes are Equal (x 100000) 30 Ang.
RESPONSE: Coincidence, values are correct.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H45 Cu N4 O6'
_chemical_formula_sum            'C39 H45 Cu N4 O6'
_chemical_formula_weight         729.33
_chemical_compound_source        'Synthesized by the authors. See text'

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_hall  '-P 2ybc'

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

_cell_length_a                   15.9441(3)
_cell_length_b                   13.4855(3)
_cell_length_c                   16.8628(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.081(1)
_cell_angle_gamma                90
_cell_volume                     3558.14(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    15900
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      68.14

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_absorpt_coefficient_mu    1.295
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.7174
_exptl_absorpt_correction_T_max  0.9016
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 4K
Charged-Coupled Device (CCD) Area Detector using the program APEX2 and
a Nonius FR591 rotating anode equiped with a Montel 200 optics
The crystal-to-detector distance was 5.0 cm, and the data collection
was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over four different parts of the reciprocal space
(132 frames total). One complete sphere of data was collected, to
better than 0.80\%A resolution.
;

_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_reflns_number            45237
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.82
_diffrn_reflns_theta_max         68.30
_reflns_number_total             6505
_reflns_number_gt                5378
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0669P)^2^+0.0656P] where P=(Fo^2^+2Fc^2^)/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         6505
_refine_ls_number_parameters     461
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.1028
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.013
_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 0.837556(16) 0.129030(17) 0.186383(15) 0.02785(10) Uani 1 1 d . . .
O1 O 0.87432(8) -0.25441(9) 0.19941(7) 0.0345(3) Uani 1 1 d . . .
O2 O 0.76454(8) -0.29785(9) 0.06094(8) 0.0360(3) Uani 1 1 d . . .
O3 O 0.73858(8) -0.17201(10) -0.06296(7) 0.0393(3) Uani 1 1 d . . .
O4 O 0.58234(9) 0.11339(12) 0.42480(9) 0.0523(4) Uani 1 1 d . . .
O5 O 0.45699(8) 0.12221(10) 0.29391(9) 0.0413(3) Uani 1 1 d . . .
O6 O 0.48445(8) 0.19373(10) 0.15413(8) 0.0379(3) Uani 1 1 d . . .
N1 N 0.90602(9) 0.14495(10) 0.10317(8) 0.0251(3) Uani 1 1 d . . .
N2 N 0.81458(9) 0.26828(10) 0.20801(9) 0.0280(3) Uani 1 1 d . . .
N3 N 0.84113(8) 0.03788(10) 0.27937(8) 0.0239(3) Uani 1 1 d . . .
N4 N 0.72416(9) 0.04577(10) 0.14244(8) 0.0259(3) Uani 1 1 d . . .
C1 C 0.96347(14) 0.24679(15) 0.00413(12) 0.0431(5) Uani 1 1 d . . .
H1A H 0.9404 0.2040 -0.0419 0.065 Uiso 1 1 calc R . .
H1B H 1.0233 0.2293 0.0250 0.065 Uiso 1 1 calc R . .
H1C H 0.9600 0.3162 -0.0134 0.065 Uiso 1 1 calc R . .
C2 C 0.91187(11) 0.23268(13) 0.07035(10) 0.0279(4) Uani 1 1 d . . .
C3 C 0.87359(11) 0.32018(13) 0.09346(11) 0.0325(4) Uani 1 1 d . . .
H3A H 0.8757 0.3755 0.0590 0.039 Uiso 1 1 calc R . .
C4 C 0.83284(10) 0.33870(13) 0.15925(11) 0.0298(4) Uani 1 1 d . . .
C5 C 0.81150(14) 0.44730(14) 0.17241(15) 0.0480(5) Uani 1 1 d . . .
H5A H 0.7510 0.4531 0.1756 0.072 Uiso 1 1 calc R . .
H5B H 0.8231 0.4873 0.1272 0.072 Uiso 1 1 calc R . .
H5C H 0.8468 0.4711 0.2229 0.072 Uiso 1 1 calc R . .
C6 C 0.90596(10) -0.03529(12) 0.07708(10) 0.0277(4) Uani 1 1 d . . .
C7 C 0.91621(11) -0.09915(13) 0.14267(11) 0.0284(4) Uani 1 1 d . . .
H7A H 0.9560 -0.0836 0.1906 0.034 Uiso 1 1 calc R . .
C8 C 0.86820(11) -0.18631(12) 0.13851(10) 0.0278(4) Uani 1 1 d . . .
C9 C 0.80872(11) -0.20903(12) 0.06877(10) 0.0280(4) Uani 1 1 d . . .
C10 C 0.79878(11) -0.14439(13) 0.00258(10) 0.0290(4) Uani 1 1 d . . .
C11 C 0.84793(11) -0.05848(12) 0.00668(11) 0.0289(4) Uani 1 1 d . . .
H11A H 0.8419 -0.0155 -0.0387 0.035 Uiso 1 1 calc R . .
C12 C 0.95573(11) 0.06087(12) 0.08127(11) 0.0319(4) Uani 1 1 d . . .
H12A H 1.0093 0.0543 0.1218 0.038 Uiso 1 1 calc R . .
H12B H 0.9713 0.0740 0.0282 0.038 Uiso 1 1 calc R . .
C13 C 0.69627(11) 0.24054(13) 0.28248(11) 0.0308(4) Uani 1 1 d . . .
C14 C 0.68285(12) 0.19688(14) 0.35335(11) 0.0350(4) Uani 1 1 d . . .
H14A H 0.7278 0.1948 0.3994 0.042 Uiso 1 1 calc R . .
C15 C 0.60331(12) 0.15595(15) 0.35719(11) 0.0365(4) Uani 1 1 d . . .
C16 C 0.53772(11) 0.15743(14) 0.28937(12) 0.0343(4) Uani 1 1 d . . .
C17 C 0.55248(11) 0.19870(13) 0.21760(11) 0.0307(4) Uani 1 1 d . . .
C18 C 0.63119(11) 0.24096(13) 0.21404(11) 0.0310(4) Uani 1 1 d . . .
H18A H 0.6407 0.2700 0.1652 0.037 Uiso 1 1 calc R . .
C19 C 0.78112(12) 0.29142(14) 0.28057(11) 0.0345(4) Uani 1 1 d . . .
H19A H 0.7734 0.3641 0.2837 0.041 Uiso 1 1 calc R . .
H19B H 0.8235 0.2709 0.3287 0.041 Uiso 1 1 calc R . .
C20 C 0.93188(13) -0.23260(15) 0.27364(11) 0.0395(4) Uani 1 1 d . . .
H20A H 0.9293 -0.2859 0.3126 0.059 Uiso 1 1 calc R . .
H20B H 0.9154 -0.1697 0.2955 0.059 Uiso 1 1 calc R . .
H20C H 0.9902 -0.2273 0.2636 0.059 Uiso 1 1 calc R . .
C21 C 0.70075(12) -0.30853(14) 0.10932(12) 0.0359(4) Uani 1 1 d . . .
H21A H 0.6728 -0.3732 0.0987 0.054 Uiso 1 1 calc R . .
H21B H 0.6581 -0.2558 0.0959 0.054 Uiso 1 1 calc R . .
H21C H 0.7275 -0.3039 0.1666 0.054 Uiso 1 1 calc R . .
C22 C 0.73080(15) -0.11409(16) -0.13440(12) 0.0474(5) Uani 1 1 d . . .
H22A H 0.6857 -0.1418 -0.1763 0.071 Uiso 1 1 calc R . .
H22B H 0.7851 -0.1148 -0.1534 0.071 Uiso 1 1 calc R . .
H22C H 0.7162 -0.0457 -0.1228 0.071 Uiso 1 1 calc R . .
C23 C 0.65046(15) 0.08843(17) 0.48948(13) 0.0502(5) Uani 1 1 d . . .
H23A H 0.6278 0.0514 0.5307 0.075 Uiso 1 1 calc R . .
H23B H 0.6781 0.1492 0.5133 0.075 Uiso 1 1 calc R . .
H23C H 0.6923 0.0475 0.4689 0.075 Uiso 1 1 calc R . .
C24 C 0.44838(14) 0.01728(16) 0.28285(16) 0.0560(6) Uani 1 1 d . . .
H24A H 0.3908 -0.0031 0.2883 0.084 Uiso 1 1 calc R . .
H24B H 0.4907 -0.0166 0.3238 0.084 Uiso 1 1 calc R . .
H24C H 0.4578 -0.0004 0.2289 0.084 Uiso 1 1 calc R . .
C25 C 0.49172(14) 0.24295(16) 0.08118(12) 0.0440(5) Uani 1 1 d . . .
H25A H 0.4372 0.2388 0.0429 0.066 Uiso 1 1 calc R . .
H25B H 0.5366 0.2112 0.0577 0.066 Uiso 1 1 calc R . .
H25C H 0.5064 0.3127 0.0927 0.066 Uiso 1 1 calc R . .
C26 C 0.90173(11) 0.03351(13) 0.34688(10) 0.0280(4) Uani 1 1 d . . .
C27 C 0.88961(12) -0.02223(13) 0.41369(11) 0.0339(4) Uani 1 1 d . . .
H27A H 0.9326 -0.0224 0.4613 0.041 Uiso 1 1 calc R . .
C28 C 0.81646(12) -0.07683(13) 0.41146(11) 0.0350(4) Uani 1 1 d . . .
H28A H 0.8084 -0.1139 0.4573 0.042 Uiso 1 1 calc R . .
C29 C 0.75384(11) -0.07707(12) 0.34054(11) 0.0299(4) Uani 1 1 d . . .
C30 C 0.67792(12) -0.13597(13) 0.32992(13) 0.0365(4) Uani 1 1 d . . .
H30A H 0.6666 -0.1747 0.3737 0.044 Uiso 1 1 calc R . .
C31 C 0.62202(12) -0.13755(13) 0.25867(13) 0.0378(4) Uani 1 1 d . . .
H31A H 0.5726 -0.1783 0.2530 0.045 Uiso 1 1 calc R . .
C32 C 0.63587(11) -0.07879(13) 0.19133(12) 0.0320(4) Uani 1 1 d . . .
C33 C 0.58300(11) -0.08061(14) 0.11405(13) 0.0399(5) Uani 1 1 d . . .
H33A H 0.5342 -0.1225 0.1036 0.048 Uiso 1 1 calc R . .
C34 C 0.60251(12) -0.02150(14) 0.05414(12) 0.0382(4) Uani 1 1 d . . .
H34A H 0.5687 -0.0247 0.0013 0.046 Uiso 1 1 calc R . .
C35 C 0.67218(11) 0.04388(13) 0.07044(11) 0.0314(4) Uani 1 1 d . . .
C36 C 0.70801(10) -0.01632(12) 0.20129(10) 0.0262(4) Uani 1 1 d . . .
C37 C 0.76890(10) -0.01769(11) 0.27594(10) 0.0247(3) Uani 1 1 d . . .
C38 C 0.98238(11) 0.08986(15) 0.34432(11) 0.0336(4) Uani 1 1 d . . .
H38A H 1.0036 0.0716 0.2955 0.050 Uiso 1 1 calc R . .
H38B H 1.0256 0.0735 0.3921 0.050 Uiso 1 1 calc R . .
H38C H 0.9706 0.1612 0.3437 0.050 Uiso 1 1 calc R . .
C39 C 0.69015(12) 0.11699(15) 0.00854(11) 0.0380(4) Uani 1 1 d . . .
H39A H 0.7487 0.1078 0.0000 0.057 Uiso 1 1 calc R . .
H39B H 0.6835 0.1846 0.0277 0.057 Uiso 1 1 calc R . .
H39C H 0.6500 0.1063 -0.0425 0.057 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.03230(16) 0.02535(15) 0.02894(16) 0.00077(10) 0.01354(11) -0.00184(10)
O1 0.0374(7) 0.0326(7) 0.0321(7) 0.0034(5) 0.0030(6) 0.0030(5)
O2 0.0464(8) 0.0283(6) 0.0374(7) -0.0092(5) 0.0182(6) -0.0099(6)
O3 0.0446(8) 0.0429(8) 0.0274(7) -0.0029(6) -0.0006(6) -0.0126(6)
O4 0.0432(9) 0.0747(11) 0.0425(9) 0.0229(7) 0.0173(7) 0.0083(7)
O5 0.0290(7) 0.0431(8) 0.0557(9) 0.0097(6) 0.0178(6) 0.0056(6)
O6 0.0292(7) 0.0452(8) 0.0394(8) 0.0014(6) 0.0070(6) 0.0027(6)
N1 0.0239(7) 0.0275(7) 0.0253(7) -0.0025(5) 0.0078(6) -0.0031(5)
N2 0.0278(7) 0.0273(7) 0.0303(8) -0.0043(6) 0.0094(6) -0.0012(6)
N3 0.0251(7) 0.0241(7) 0.0239(7) -0.0014(5) 0.0078(6) 0.0000(5)
N4 0.0238(7) 0.0264(7) 0.0282(7) -0.0014(6) 0.0065(6) 0.0027(6)
C1 0.0508(13) 0.0448(11) 0.0393(11) 0.0103(9) 0.0224(10) 0.0007(9)
C2 0.0230(8) 0.0373(9) 0.0233(8) 0.0034(7) 0.0042(7) -0.0034(7)
C3 0.0302(9) 0.0307(9) 0.0373(10) 0.0108(7) 0.0078(8) -0.0002(7)
C4 0.0216(8) 0.0266(8) 0.0407(10) -0.0003(7) 0.0045(7) 0.0002(7)
C5 0.0444(12) 0.0299(10) 0.0747(16) 0.0034(10) 0.0236(11) 0.0050(9)
C6 0.0237(8) 0.0290(9) 0.0328(9) -0.0076(7) 0.0111(7) 0.0014(7)
C7 0.0250(8) 0.0312(9) 0.0292(9) -0.0077(7) 0.0057(7) 0.0018(7)
C8 0.0285(9) 0.0287(9) 0.0275(9) -0.0027(7) 0.0090(7) 0.0058(7)
C9 0.0291(9) 0.0258(8) 0.0310(9) -0.0062(7) 0.0102(7) -0.0018(7)
C10 0.0283(9) 0.0317(9) 0.0273(9) -0.0067(7) 0.0063(7) -0.0011(7)
C11 0.0302(9) 0.0286(9) 0.0300(9) -0.0019(7) 0.0109(7) 0.0001(7)
C12 0.0279(9) 0.0311(9) 0.0398(10) -0.0068(7) 0.0140(8) -0.0030(7)
C13 0.0303(9) 0.0305(9) 0.0339(10) -0.0063(7) 0.0122(8) 0.0046(7)
C14 0.0326(10) 0.0416(10) 0.0319(10) 0.0001(8) 0.0088(8) 0.0076(8)
C15 0.0355(10) 0.0413(10) 0.0363(11) 0.0068(8) 0.0159(8) 0.0093(8)
C16 0.0269(9) 0.0344(9) 0.0449(11) 0.0037(8) 0.0152(8) 0.0075(7)
C17 0.0281(9) 0.0307(9) 0.0343(10) -0.0013(7) 0.0087(7) 0.0080(7)
C18 0.0341(10) 0.0301(9) 0.0314(10) -0.0005(7) 0.0129(8) 0.0051(7)
C19 0.0343(10) 0.0369(10) 0.0342(10) -0.0103(8) 0.0115(8) -0.0018(8)
C20 0.0456(11) 0.0402(11) 0.0305(10) 0.0002(8) 0.0020(8) 0.0096(9)
C21 0.0331(10) 0.0340(10) 0.0424(11) -0.0009(8) 0.0118(8) -0.0020(8)
C22 0.0566(14) 0.0488(12) 0.0315(11) 0.0010(9) -0.0048(10) -0.0075(10)
C23 0.0554(14) 0.0591(14) 0.0380(12) 0.0138(10) 0.0135(10) 0.0142(11)
C24 0.0400(12) 0.0430(12) 0.0885(18) 0.0145(12) 0.0206(12) 0.0001(10)
C25 0.0407(11) 0.0573(13) 0.0339(11) 0.0004(9) 0.0070(9) 0.0080(9)
C26 0.0300(9) 0.0297(9) 0.0250(9) -0.0025(7) 0.0072(7) 0.0013(7)
C27 0.0395(10) 0.0369(10) 0.0247(9) 0.0009(7) 0.0046(8) 0.0016(8)
C28 0.0462(11) 0.0331(10) 0.0285(9) 0.0068(7) 0.0142(8) 0.0031(8)
C29 0.0328(9) 0.0249(9) 0.0351(10) 0.0016(7) 0.0145(8) 0.0033(7)
C30 0.0392(11) 0.0263(9) 0.0499(12) 0.0072(8) 0.0232(9) -0.0002(8)
C31 0.0297(10) 0.0296(9) 0.0565(13) 0.0013(8) 0.0140(9) -0.0053(7)
C32 0.0240(9) 0.0273(9) 0.0457(11) -0.0026(7) 0.0093(8) 0.0006(7)
C33 0.0221(9) 0.0385(11) 0.0565(13) -0.0073(9) 0.0010(9) -0.0009(8)
C34 0.0256(9) 0.0430(11) 0.0419(11) -0.0057(9) -0.0038(8) 0.0050(8)
C35 0.0245(9) 0.0355(10) 0.0340(10) -0.0023(7) 0.0047(7) 0.0095(7)
C36 0.0230(8) 0.0232(8) 0.0342(9) -0.0029(7) 0.0098(7) 0.0028(6)
C37 0.0256(8) 0.0216(8) 0.0291(9) -0.0009(6) 0.0109(7) 0.0012(6)
C38 0.0283(9) 0.0454(11) 0.0267(9) -0.0023(8) 0.0041(7) -0.0033(8)
C39 0.0356(10) 0.0477(12) 0.0299(10) 0.0033(8) 0.0040(8) 0.0108(8)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . . 1.9481(14) Y
Cu1 N2 . . 1.9608(14) Y
Cu1 N3 . . 1.9846(13) Y
Cu1 N4 . . 2.1362(14) Y
O1 C8 . . 1.367(2) Y
O1 C20 . . 1.433(2) Y
O2 C9 . . 1.383(2) Y
O2 C21 . . 1.428(2) Y
O3 C10 . . 1.369(2) Y
O3 C22 . . 1.421(2) Y
O4 C15 . . 1.374(2) Y
O4 C23 . . 1.424(2) Y
O5 C16 . . 1.388(2) Y
O5 C24 . . 1.430(2) Y
O6 C17 . . 1.371(2) Y
O6 C25 . . 1.422(2) Y
N1 C2 . . 1.317(2) Y
N1 C12 . . 1.471(2) Y
N2 C4 . . 1.325(2) Y
N2 C19 . . 1.459(2) Y
N3 C26 . . 1.345(2) Y
N3 C37 . . 1.366(2) Y
N4 C35 . . 1.332(2) Y
N4 C36 . . 1.360(2) Y
C1 C2 . . 1.521(2) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C2 C3 . . 1.417(2) Y
C3 C4 . . 1.411(3) Y
C3 H3a . . 0.95 ?
C4 C5 . . 1.529(2) Y
C5 H5a . . 0.98 ?
C5 H5b . . 0.98 ?
C5 H5c . . 0.98 ?
C6 C7 . . 1.386(2) Y
C6 C11 . . 1.393(2) Y
C6 C12 . . 1.515(2) Y
C7 C8 . . 1.397(2) Y
C7 H7a . . 0.95 ?
C8 C9 . . 1.396(2) Y
C9 C10 . . 1.401(2) Y
C10 C11 . . 1.393(2) Y
C11 H11a . . 0.95 ?
C12 H12a . . 0.99 ?
C12 H12b . . 0.99 ?
C13 C14 . . 1.385(2) Y
C13 C18 . . 1.396(3) Y
C13 C19 . . 1.523(2) Y
C14 C15 . . 1.396(3) Y
C14 H14a . . 0.95 ?
C15 C16 . . 1.394(3) Y
C16 C17 . . 1.393(2) Y
C17 C18 . . 1.390(2) Y
C18 H18a . . 0.95 ?
C19 H19a . . 0.99 ?
C19 H19b . . 0.99 ?
C20 H20a . . 0.98 ?
C20 H20b . . 0.98 ?
C20 H20c . . 0.98 ?
C21 H21a . . 0.98 ?
C21 H21b . . 0.98 ?
C21 H21c . . 0.98 ?
C22 H22a . . 0.98 ?
C22 H22b . . 0.98 ?
C22 H22c . . 0.98 ?
C23 H23a . . 0.98 ?
C23 H23b . . 0.98 ?
C23 H23c . . 0.98 ?
C24 H24a . . 0.98 ?
C24 H24b . . 0.98 ?
C24 H24c . . 0.98 ?
C25 H25a . . 0.98 ?
C25 H25b . . 0.98 ?
C25 H25c . . 0.98 ?
C26 C27 . . 1.398(2) Y
C26 C38 . . 1.501(2) Y
C27 C28 . . 1.374(3) Y
C27 H27a . . 0.95 ?
C28 C29 . . 1.403(3) Y
C28 H28a . . 0.95 ?
C29 C37 . . 1.409(2) Y
C29 C30 . . 1.430(2) Y
C30 C31 . . 1.351(3) Y
C30 H30a . . 0.95 ?
C31 C32 . . 1.436(3) Y
C31 H31a . . 0.95 ?
C32 C36 . . 1.409(2) Y
C32 C33 . . 1.410(3) Y
C33 C34 . . 1.369(3) Y
C33 H33a . . 0.95 ?
C34 C35 . . 1.403(3) Y
C34 H34a . . 0.95 ?
C35 C39 . . 1.503(3) Y
C36 C37 . . 1.435(2) Y
C38 H38a . . 0.98 ?
C38 H38b . . 0.98 ?
C38 H38c . . 0.98 ?
C39 H39a . . 0.98 ?
C39 H39b . . 0.98 ?
C39 H39c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 CU1 N2 . . . 100.31(6) Y
N1 CU1 N3 . . . 134.62(6) Y
N2 CU1 N3 . . . 115.10(6) Y
N1 CU1 N4 . . . 111.23(6) Y
N2 CU1 N4 . . . 113.07(6) Y
N3 CU1 N4 . . . 80.94(5) Y
C8 O1 C20 . . . 117.36(14) Y
C9 O2 C21 . . . 116.00(13) Y
C10 O3 C22 . . . 117.93(14) Y
C15 O4 C23 . . . 117.58(16) Y
C16 O5 C24 . . . 113.46(14) Y
C17 O6 C25 . . . 117.95(15) Y
C2 N1 C12 . . . 120.12(14) Y
C2 N1 CU1 . . . 119.77(11) Y
C12 N1 CU1 . . . 119.97(11) Y
C4 N2 C19 . . . 121.76(15) Y
C4 N2 CU1 . . . 120.00(12) Y
C19 N2 CU1 . . . 118.18(11) Y
C26 N3 C37 . . . 118.31(14) Y
C26 N3 CU1 . . . 127.06(11) Y
C37 N3 CU1 . . . 114.23(11) Y
C35 N4 C36 . . . 118.76(15) Y
C35 N4 CU1 . . . 131.53(12) Y
C36 N4 CU1 . . . 109.68(11) Y
C2 C1 H1A . . . 109.5 ?
C2 C1 H1B . . . 109.5 ?
H1A C1 H1B . . . 109.5 ?
C2 C1 H1C . . . 109.5 ?
H1A C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
N1 C2 C3 . . . 124.28(15) Y
N1 C2 C1 . . . 120.87(16) Y
C3 C2 C1 . . . 114.84(15) Y
C4 C3 C2 . . . 130.63(16) Y
C4 C3 H3A . . . 114.7 ?
C2 C3 H3A . . . 114.7 ?
N2 C4 C3 . . . 123.39(16) Y
N2 C4 C5 . . . 120.99(17) Y
C3 C4 C5 . . . 115.62(16) Y
C4 C5 H5A . . . 109.5 ?
C4 C5 H5B . . . 109.5 ?
H5A C5 H5B . . . 109.5 ?
C4 C5 H5C . . . 109.5 ?
H5A C5 H5C . . . 109.5 ?
H5B C5 H5C . . . 109.5 ?
C7 C6 C11 . . . 119.83(16) Y
C7 C6 C12 . . . 120.95(16) Y
C11 C6 C12 . . . 119.21(16) Y
C6 C7 C8 . . . 120.21(16) Y
C6 C7 H7A . . . 119.9 ?
C8 C7 H7A . . . 119.9 ?
O1 C8 C9 . . . 115.11(15) Y
O1 C8 C7 . . . 124.62(16) Y
C9 C8 C7 . . . 120.27(16) Y
O2 C9 C8 . . . 121.45(16) Y
O2 C9 C10 . . . 119.03(15) Y
C8 C9 C10 . . . 119.29(16) Y
O3 C10 C11 . . . 124.53(16) Y
O3 C10 C9 . . . 115.37(15) Y
C11 C10 C9 . . . 120.10(16) Y
C10 C11 C6 . . . 120.28(16) Y
C10 C11 H11A . . . 119.9 ?
C6 C11 H11A . . . 119.9 ?
N1 C12 C6 . . . 111.65(13) Y
N1 C12 H12A . . . 109.3 ?
C6 C12 H12A . . . 109.3 ?
N1 C12 H12B . . . 109.3 ?
C6 C12 H12B . . . 109.3 ?
H12A C12 H12B . . . 108 ?
C14 C13 C18 . . . 120.10(17) Y
C14 C13 C19 . . . 119.67(17) Y
C18 C13 C19 . . . 120.20(16) Y
C13 C14 C15 . . . 120.03(17) Y
C13 C14 H14A . . . 120 ?
C15 C14 H14A . . . 120 ?
O4 C15 C16 . . . 115.03(17) Y
O4 C15 C14 . . . 124.87(18) Y
C16 C15 C14 . . . 120.09(17) Y
O5 C16 C17 . . . 119.88(17) Y
O5 C16 C15 . . . 120.49(17) Y
C17 C16 C15 . . . 119.56(17) Y
O6 C17 C18 . . . 124.86(16) Y
O6 C17 C16 . . . 114.73(16) Y
C18 C17 C16 . . . 120.41(17) Y
C17 C18 C13 . . . 119.77(17) Y
C17 C18 H18A . . . 120.1 ?
C13 C18 H18A . . . 120.1 ?
N2 C19 C13 . . . 113.00(14) Y
N2 C19 H19A . . . 109 ?
C13 C19 H19A . . . 109 ?
N2 C19 H19B . . . 109 ?
C13 C19 H19B . . . 109 ?
H19A C19 H19B . . . 107.8 ?
O1 C20 H20A . . . 109.5 ?
O1 C20 H20B . . . 109.5 ?
H20A C20 H20B . . . 109.5 ?
O1 C20 H20C . . . 109.5 ?
H20A C20 H20C . . . 109.5 ?
H20B C20 H20C . . . 109.5 ?
O2 C21 H21A . . . 109.5 ?
O2 C21 H21B . . . 109.5 ?
H21A C21 H21B . . . 109.5 ?
O2 C21 H21C . . . 109.5 ?
H21A C21 H21C . . . 109.5 ?
H21B C21 H21C . . . 109.5 ?
O3 C22 H22A . . . 109.5 ?
O3 C22 H22B . . . 109.5 ?
H22A C22 H22B . . . 109.5 ?
O3 C22 H22C . . . 109.5 ?
H22A C22 H22C . . . 109.5 ?
H22B C22 H22C . . . 109.5 ?
O4 C23 H23A . . . 109.5 ?
O4 C23 H23B . . . 109.5 ?
H23A C23 H23B . . . 109.5 ?
O4 C23 H23C . . . 109.5 ?
H23A C23 H23C . . . 109.5 ?
H23B C23 H23C . . . 109.5 ?
O5 C24 H24A . . . 109.5 ?
O5 C24 H24B . . . 109.5 ?
H24A C24 H24B . . . 109.5 ?
O5 C24 H24C . . . 109.5 ?
H24A C24 H24C . . . 109.5 ?
H24B C24 H24C . . . 109.5 ?
O6 C25 H25A . . . 109.5 ?
O6 C25 H25B . . . 109.5 ?
H25A C25 H25B . . . 109.5 ?
O6 C25 H25C . . . 109.5 ?
H25A C25 H25C . . . 109.5 ?
H25B C25 H25C . . . 109.5 ?
N3 C26 C27 . . . 121.16(16) Y
N3 C26 C38 . . . 115.67(15) Y
C27 C26 C38 . . . 123.15(16) Y
C28 C27 C26 . . . 120.93(17) Y
C28 C27 H27A . . . 119.5 ?
C26 C27 H27A . . . 119.5 ?
C27 C28 C29 . . . 119.08(16) Y
C27 C28 H28A . . . 120.5 ?
C29 C28 H28A . . . 120.5 ?
C28 C29 C37 . . . 117.29(16) Y
C28 C29 C30 . . . 123.69(17) Y
C37 C29 C30 . . . 118.99(17) Y
C31 C30 C29 . . . 121.19(17) Y
C31 C30 H30A . . . 119.4 ?
C29 C30 H30A . . . 119.4 ?
C30 C31 C32 . . . 121.25(17) Y
C30 C31 H31A . . . 119.4 ?
C32 C31 H31A . . . 119.4 ?
C36 C32 C33 . . . 116.73(17) Y
C36 C32 C31 . . . 118.79(17) Y
C33 C32 C31 . . . 124.46(17) Y
C34 C33 C32 . . . 119.46(17) Y
C34 C33 H33A . . . 120.3 ?
C32 C33 H33A . . . 120.3 ?
C33 C34 C35 . . . 120.33(18) Y
C33 C34 H34A . . . 119.8 ?
C35 C34 H34A . . . 119.8 ?
N4 C35 C34 . . . 121.39(17) Y
N4 C35 C39 . . . 116.88(16) Y
C34 C35 C39 . . . 121.70(17) Y
N4 C36 C32 . . . 123.07(16) Y
N4 C36 C37 . . . 117.19(14) Y
C32 C36 C37 . . . 119.73(16) Y
N3 C37 C29 . . . 123.13(16) Y
N3 C37 C36 . . . 116.94(14) Y
C29 C37 C36 . . . 119.90(15) Y
C26 C38 H38A . . . 109.5 ?
C26 C38 H38B . . . 109.5 ?
H38A C38 H38B . . . 109.5 ?
C26 C38 H38C . . . 109.5 ?
H38A C38 H38C . . . 109.5 ?
H38B C38 H38C . . . 109.5 ?
C35 C39 H39A . . . 109.5 ?
C35 C39 H39B . . . 109.5 ?
H39A C39 H39B . . . 109.5 ?
C35 C39 H39C . . . 109.5 ?
H39A C39 H39C . . . 109.5 ?
H39B C39 H39C . . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 CU1 N1 C2 . . . . -10.36(14) Y
N3 CU1 N1 C2 . . . . -152.10(12) Y
N4 CU1 N1 C2 . . . . 109.51(13) Y
N2 CU1 N1 C12 . . . . 165.36(12) Y
N3 CU1 N1 C12 . . . . 23.62(16) Y
N4 CU1 N1 C12 . . . . -74.77(13) Y
N1 CU1 N2 C4 . . . . 11.15(14) Y
N3 CU1 N2 C4 . . . . 162.03(12) Y
N4 CU1 N2 C4 . . . . -107.37(13) Y
N1 CU1 N2 C19 . . . . -165.99(12) Y
N3 CU1 N2 C19 . . . . -15.11(14) Y
N4 CU1 N2 C19 . . . . 75.49(13) Y
N1 CU1 N3 C26 . . . . 67.25(16) Y
N2 CU1 N3 C26 . . . . -70.47(15) Y
N4 CU1 N3 C26 . . . . 178.21(14) Y
N1 CU1 N3 C37 . . . . -120.18(11) Y
N2 CU1 N3 C37 . . . . 102.10(11) Y
N4 CU1 N3 C37 . . . . -9.22(11) Y
N1 CU1 N4 C35 . . . . -36.92(16) Y
N2 CU1 N4 C35 . . . . 75.05(16) Y
N3 CU1 N4 C35 . . . . -171.44(15) Y
N1 CU1 N4 C36 . . . . 141.01(10) Y
N2 CU1 N4 C36 . . . . -107.02(11) Y
N3 CU1 N4 C36 . . . . 6.5(1) Y
C12 N1 C2 C3 . . . . -173.28(16) Y
CU1 N1 C2 C3 . . . . 2.4(2) Y
C12 N1 C2 C1 . . . . 5.5(2) Y
CU1 N1 C2 C1 . . . . -178.81(13) Y
N1 C2 C3 C4 . . . . 9.4(3) Y
C1 C2 C3 C4 . . . . -169.43(19) Y
C19 N2 C4 C3 . . . . 173.07(16) Y
CU1 N2 C4 C3 . . . . -4.0(2) Y
C19 N2 C4 C5 . . . . -6.0(3) Y
CU1 N2 C4 C5 . . . . 176.96(14) Y
C2 C3 C4 N2 . . . . -8.4(3) Y
C2 C3 C4 C5 . . . . 170.69(19) Y
C11 C6 C7 C8 . . . . -0.4(2) Y
C12 C6 C7 C8 . . . . 178.35(15) Y
C20 O1 C8 C9 . . . . -177.43(15) Y
C20 O1 C8 C7 . . . . 2.4(2) Y
C6 C7 C8 O1 . . . . 179.23(15) Y
C6 C7 C8 C9 . . . . -0.9(2) Y
C21 O2 C9 C8 . . . . 71.4(2) Y
C21 O2 C9 C10 . . . . -114.12(18) Y
O1 C8 C9 O2 . . . . -4.6(2) Y
C7 C8 C9 O2 . . . . 175.57(15) Y
O1 C8 C9 C10 . . . . -179.05(14) Y
C7 C8 C9 C10 . . . . 1.1(2) Y
C22 O3 C10 C11 . . . . 5.9(3) Y
C22 O3 C10 C9 . . . . -174.61(17) Y
O2 C9 C10 O3 . . . . 5.9(2) Y
C8 C9 C10 O3 . . . . -179.47(15) Y
O2 C9 C10 C11 . . . . -174.60(15) Y
C8 C9 C10 C11 . . . . 0.0(2) Y
O3 C10 C11 C6 . . . . 178.13(16) Y
C9 C10 C11 C6 . . . . -1.3(3) Y
C7 C6 C11 C10 . . . . 1.5(2) Y
C12 C6 C11 C10 . . . . -177.26(15) Y
C2 N1 C12 C6 . . . . -143.12(16) Y
CU1 N1 C12 C6 . . . . 41.17(19) Y
C7 C6 C12 N1 . . . . -95.43(19) Y
C11 C6 C12 N1 . . . . 83.30(19) Y
C18 C13 C14 C15 . . . . -2.0(3) Y
C19 C13 C14 C15 . . . . 175.69(16) Y
C23 O4 C15 C16 . . . . 165.56(18) Y
C23 O4 C15 C14 . . . . -15.2(3) Y
C13 C14 C15 O4 . . . . -178.14(17) Y
C13 C14 C15 C16 . . . . 1.1(3) Y
C24 O5 C16 C17 . . . . 98.1(2) Y
C24 O5 C16 C15 . . . . -84.8(2) Y
O4 C15 C16 O5 . . . . 3.1(3) Y
C14 C15 C16 O5 . . . . -176.20(16) Y
O4 C15 C16 C17 . . . . -179.81(16) Y
C14 C15 C16 C17 . . . . 0.9(3) Y
C25 O6 C17 C18 . . . . -5.9(2) Y
C25 O6 C17 C16 . . . . 173.88(16) Y
O5 C16 C17 O6 . . . . -4.7(2) Y
C15 C16 C17 O6 . . . . 178.22(16) Y
O5 C16 C17 C18 . . . . 175.14(15) Y
C15 C16 C17 C18 . . . . -2.0(3) Y
O6 C17 C18 C13 . . . . -179.14(15) Y
C16 C17 C18 C13 . . . . 1.1(3) Y
C14 C13 C18 C17 . . . . 0.9(3) Y
C19 C13 C18 C17 . . . . -176.75(15) Y
C4 N2 C19 C13 . . . . 123.56(18) Y
CU1 N2 C19 C13 . . . . -59.35(18) Y
C14 C13 C19 N2 . . . . 136.58(17) Y
C18 C13 C19 N2 . . . . -45.7(2) Y
C37 N3 C26 C27 . . . . -3.3(2) Y
CU1 N3 C26 C27 . . . . 168.98(12) Y
C37 N3 C26 C38 . . . . 175.32(14) Y
CU1 N3 C26 C38 . . . . -12.4(2) Y
N3 C26 C27 C28 . . . . 2.1(3) Y
C38 C26 C27 C28 . . . . -176.46(17) Y
C26 C27 C28 C29 . . . . 0.7(3) Y
C27 C28 C29 C37 . . . . -2.1(3) Y
C27 C28 C29 C30 . . . . 175.97(17) Y
C28 C29 C30 C31 . . . . -176.24(18) Y
C37 C29 C30 C31 . . . . 1.8(3) Y
C29 C30 C31 C32 . . . . -1.2(3) Y
C30 C31 C32 C36 . . . . -1.9(3) Y
C30 C31 C32 C33 . . . . 176.42(18) Y
C36 C32 C33 C34 . . . . -1.4(3) Y
C31 C32 C33 C34 . . . . -179.80(18) Y
C32 C33 C34 C35 . . . . -3.0(3) Y
C36 N4 C35 C34 . . . . -0.9(2) Y
CU1 N4 C35 C34 . . . . 176.83(12) Y
C36 N4 C35 C39 . . . . 177.27(14) Y
CU1 N4 C35 C39 . . . . -4.9(2) Y
C33 C34 C35 N4 . . . . 4.4(3) Y
C33 C34 C35 C39 . . . . -173.75(17) Y
C35 N4 C36 C32 . . . . -3.8(2) Y
CU1 N4 C36 C32 . . . . 177.96(13) Y
C35 N4 C36 C37 . . . . 175.35(14) Y
CU1 N4 C36 C37 . . . . -2.89(17) Y
C33 C32 C36 N4 . . . . 5.0(2) Y
C31 C32 C36 N4 . . . . -176.54(15) Y
C33 C32 C36 C37 . . . . -174.18(15) Y
C31 C32 C36 C37 . . . . 4.3(2) Y
C26 N3 C37 C29 . . . . 1.9(2) Y
CU1 N3 C37 C29 . . . . -171.40(12) Y
C26 N3 C37 C36 . . . . -176.13(14) Y
CU1 N3 C37 C36 . . . . 10.59(18) Y
C28 C29 C37 N3 . . . . 0.9(2) Y
C30 C29 C37 N3 . . . . -177.32(15) Y
C28 C29 C37 C36 . . . . 178.80(15) Y
C30 C29 C37 C36 . . . . 0.6(2) Y
N4 C36 C37 N3 . . . . -4.8(2) Y
C32 C36 C37 N3 . . . . 174.38(14) Y
N4 C36 C37 C29 . . . . 177.13(14) Y
C32 C36 C37 C29 . . . . -3.7(2) Y

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        68.30
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.094

#====================================================================
#
# Complex 3c
#

data_paul29
_database_code_depnum_ccdc_archive 'CCDC 771790'
#TrackingRef '- Oguadinma5.cif'

_vrf_ABSTM02_paul29              
;
PROBLEM: The ratio of expected to reported Tmax/Tmin(RR') is < 0.75
Tmin and Tmax reported: 0.530 0.941
Tmin(prime) and Tmax expected: 0.759 0.941
RR(prime) = 0.698
Please check that your absorption correction is appropriate.

RESPONSE: Most likely due to errors in the crystal dimensions.
;

_vrf_PLAT061_paul29              
;
PROBLEM: Tmax/Tmin Range Test RR' too Large ............. 0.69

RESPONSE: Most likely due to errors in the crystal dimensions.
;

_vrf_PLAT380_paul29              
;
PROBLEM: Check Incorrectly? Oriented X(sp2)-Methyl Moiety C1

RESPONSE: Torsion angle of C1 refined in this position.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C49 H49 Cu N4 O6'
_chemical_formula_sum            'C49 H49 Cu N4 O6'
_chemical_formula_weight         853.47
_chemical_compound_source        'Synthesized by the authors. See text'

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_hall  '-C 2yc'

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

_cell_length_a                   24.122(2)
_cell_length_b                   14.1366(12)
_cell_length_c                   14.6893(13)
_cell_angle_alpha                90
_cell_angle_beta                 124.751(4)
_cell_angle_gamma                90
_cell_volume                     4115.7(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    17652
_cell_measurement_theta_min      3.84
_cell_measurement_theta_max      67.41

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1792
_exptl_absorpt_coefficient_mu    1.207
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.5296
_exptl_absorpt_correction_T_max  0.9414
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector,
a Helios optics and a Kappa goniometer. The crystal-to-detector distance
was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over three different parts of the reciprocal space
(99 frames total).
;

_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Helios optics'
_diffrn_measurement_device_type  'Bruker Microstar'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            43433
_diffrn_reflns_av_R_equivalents  0.068
_diffrn_reflns_av_sigmaI/netI    0.0247
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.84
_diffrn_reflns_theta_max         67.85
_reflns_number_total             3707
_reflns_number_gt                3232
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0648P)^2^+1.5215P] where P=(Fo^2^+2Fc^2^)/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         3707
_refine_ls_number_parameters     276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.1021
_refine_ls_wR_factor_gt          0.0987
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_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 0.5000 0.28450(2) 0.2500 0.03185(13) Uani 1 2 d S . .
O1 O 0.28472(6) 0.55262(8) -0.04143(9) 0.0367(3) Uani 1 1 d . . .
O2 O 0.26927(6) 0.48820(9) -0.22392(9) 0.0408(3) Uani 1 1 d . . .
O3 O 0.29213(7) 0.30633(9) -0.24476(10) 0.0407(3) Uani 1 1 d . . .
N1 N 0.42362(6) 0.19671(9) 0.18299(11) 0.0285(3) Uani 1 1 d . . .
N2 N 0.52126(7) 0.39405(10) 0.18196(11) 0.0341(3) Uani 1 1 d . . .
C1 C 0.37729(9) 0.03447(13) 0.14670(16) 0.0411(4) Uani 1 1 d . . .
H1A H 0.3523 0.0450 0.1800 0.062 Uiso 1 1 calc R . .
H1B H 0.3953 -0.0301 0.1630 0.062 Uiso 1 1 calc R . .
H1C H 0.3470 0.0431 0.0663 0.062 Uiso 1 1 calc R . .
C2 C 0.43520(8) 0.10488(11) 0.19458(12) 0.0286(3) Uani 1 1 d . . .
C3 C 0.5000 0.06404(16) 0.2500 0.0311(5) Uani 1 2 d S . .
H3A H 0.5000 -0.0032 0.2500 0.037 Uiso 1 2 calc SR . .
C4 C 0.33393(7) 0.30271(12) 0.03986(13) 0.0302(3) Uani 1 1 d . . .
C5 C 0.32187(7) 0.39727(12) 0.04885(13) 0.0304(3) Uani 1 1 d . . .
H5A H 0.3291 0.4202 0.1156 0.036 Uiso 1 1 calc R . .
C6 C 0.29908(8) 0.45852(11) -0.04058(13) 0.0308(3) Uani 1 1 d . . .
C7 C 0.28860(8) 0.42562(12) -0.13840(13) 0.0321(4) Uani 1 1 d . . .
C8 C 0.30186(8) 0.33101(12) -0.14625(13) 0.0332(4) Uani 1 1 d . . .
C9 C 0.32384(8) 0.26984(12) -0.05764(13) 0.0320(4) Uani 1 1 d . . .
H9A H 0.3320 0.2052 -0.0639 0.038 Uiso 1 1 calc R . .
C10 C 0.35560(8) 0.23454(12) 0.13443(13) 0.0318(4) Uani 1 1 d . . .
H10A H 0.3544 0.2676 0.1927 0.038 Uiso 1 1 calc R . .
H10B H 0.3231 0.1814 0.1068 0.038 Uiso 1 1 calc R . .
C11 C 0.29651(11) 0.59122(14) 0.05717(15) 0.0475(5) Uani 1 1 d . . .
H11A H 0.2837 0.6582 0.0455 0.071 Uiso 1 1 calc R . .
H11B H 0.3445 0.5852 0.1173 0.071 Uiso 1 1 calc R . .
H11C H 0.2695 0.5570 0.0770 0.071 Uiso 1 1 calc R . .
C12 C 0.20101(11) 0.47673(16) -0.31570(15) 0.0513(5) Uani 1 1 d . . .
H12A H 0.1927 0.5146 -0.3782 0.077 Uiso 1 1 calc R . .
H12B H 0.1709 0.4978 -0.2950 0.077 Uiso 1 1 calc R . .
H12C H 0.1924 0.4099 -0.3371 0.077 Uiso 1 1 calc R . .
C13 C 0.30220(13) 0.21006(14) -0.25848(17) 0.0520(5) Uani 1 1 d . . .
H13A H 0.2939 0.2012 -0.3314 0.078 Uiso 1 1 calc R . .
H13B H 0.2709 0.1705 -0.2529 0.078 Uiso 1 1 calc R . .
H13C H 0.3487 0.1919 -0.2006 0.078 Uiso 1 1 calc R . .
C14 C 0.55016(8) 0.39226(13) 0.12600(14) 0.0379(4) Uani 1 1 d . . .
C15 C 0.57480(9) 0.47603(14) 0.10860(15) 0.0475(5) Uani 1 1 d . . .
H17A H 0.5983 0.4729 0.0744 0.057 Uiso 1 1 calc R . .
C16 C 0.56513(10) 0.56084(15) 0.14036(16) 0.0522(6) Uani 1 1 d . . .
H16A H 0.5807 0.6171 0.1264 0.063 Uiso 1 1 calc R . .
C17 C 0.53208(9) 0.56573(13) 0.19411(15) 0.0465(5) Uani 1 1 d . . .
C18 C 0.51594(10) 0.65203(13) 0.22427(17) 0.0573(6) Uani 1 1 d . . .
H19A H 0.5278 0.7105 0.2079 0.069 Uiso 1 1 calc R . .
C19 C 0.51395(8) 0.47875(12) 0.21779(14) 0.0383(4) Uani 1 1 d . . .
C20 C 0.55224(9) 0.30182(13) 0.07716(14) 0.0379(4) Uani 1 1 d . . .
C21 C 0.60105(10) 0.28546(16) 0.05533(17) 0.0492(5) Uani 1 1 d . . .
H20A H 0.6350 0.3314 0.0759 0.059 Uiso 1 1 calc R . .
C22 C 0.59983(11) 0.20289(18) 0.00408(18) 0.0565(6) Uani 1 1 d . . .
H21A H 0.6328 0.1932 -0.0112 0.068 Uiso 1 1 calc R . .
C23 C 0.55173(11) 0.13426(16) -0.02544(17) 0.0536(5) Uani 1 1 d . . .
H22A H 0.5514 0.0776 -0.0606 0.064 Uiso 1 1 calc R . .
C24 C 0.50376(10) 0.14935(14) -0.00292(16) 0.0450(4) Uani 1 1 d . . .
H23A H 0.4707 0.1023 -0.0219 0.054 Uiso 1 1 calc R . .
C25 C 0.50373(9) 0.23225(13) 0.04692(14) 0.0377(4) Uani 1 1 d . . .
H24A H 0.4702 0.2419 0.0607 0.045 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.02179(19) 0.02587(19) 0.0395(2) 0.000 0.01249(16) 0.000
O1 0.0397(7) 0.0304(6) 0.0322(6) -0.0002(5) 0.0159(5) 0.0024(5)
O2 0.0457(7) 0.0375(7) 0.0311(6) 0.0049(5) 0.0171(6) -0.0004(5)
O3 0.0533(8) 0.0355(6) 0.0321(6) -0.0014(5) 0.0235(6) 0.0008(6)
N1 0.0214(6) 0.0309(7) 0.0280(6) 0.0021(5) 0.0109(5) 0.0001(5)
N2 0.0220(6) 0.0315(7) 0.0338(7) 0.0036(6) 0.0071(6) -0.0011(5)
C1 0.0354(9) 0.0354(9) 0.0512(10) -0.0053(8) 0.0240(8) -0.0076(7)
C2 0.0276(8) 0.0325(8) 0.0262(7) -0.0020(6) 0.0156(7) -0.0034(6)
C3 0.0352(12) 0.0241(11) 0.0349(11) 0.000 0.0204(10) 0.000
C4 0.0171(7) 0.0365(9) 0.0294(8) 0.0015(6) 0.0089(6) -0.0019(6)
C5 0.0220(7) 0.0363(9) 0.0279(8) -0.0004(6) 0.0113(6) -0.0011(6)
C6 0.0224(7) 0.0313(8) 0.0319(8) -0.0019(6) 0.0114(7) -0.0026(6)
C7 0.0280(8) 0.0340(9) 0.0284(8) 0.0029(7) 0.0124(7) -0.0025(7)
C8 0.0293(8) 0.0363(9) 0.0297(8) -0.0026(7) 0.0144(7) -0.0038(7)
C9 0.0245(8) 0.0325(8) 0.0328(8) 0.0004(7) 0.0127(7) -0.0012(6)
C10 0.0222(8) 0.0377(9) 0.0313(8) 0.0038(7) 0.0127(7) 0.0004(6)
C11 0.0553(12) 0.0395(10) 0.0356(9) -0.0044(8) 0.0187(9) 0.0067(9)
C12 0.0514(12) 0.0544(12) 0.0324(9) 0.0064(8) 0.0146(9) 0.0078(9)
C13 0.0726(15) 0.0396(10) 0.0390(10) -0.0047(8) 0.0289(10) 0.0021(9)
C14 0.0219(8) 0.0431(10) 0.0330(8) 0.0077(7) 0.0064(7) -0.0046(7)
C15 0.0337(10) 0.0521(12) 0.0376(10) 0.0085(8) 0.0090(8) -0.0139(8)
C16 0.0369(10) 0.0452(11) 0.0421(10) 0.0116(9) 0.0033(8) -0.0164(9)
C17 0.0307(9) 0.0335(10) 0.0391(9) 0.0060(8) -0.0015(8) -0.0062(7)
C18 0.0437(12) 0.0284(9) 0.0515(12) 0.0046(8) -0.0015(8) -0.0058(8)
C19 0.0243(8) 0.0313(9) 0.0347(9) 0.0031(7) 0.0021(7) -0.0026(6)
C20 0.0277(8) 0.0459(10) 0.0324(8) 0.0103(7) 0.0126(7) 0.0022(7)
C21 0.0324(10) 0.0666(14) 0.0469(11) 0.0197(10) 0.0217(9) 0.0060(9)
C22 0.0487(12) 0.0752(16) 0.0563(13) 0.0225(11) 0.0364(11) 0.0223(11)
C23 0.0576(13) 0.0581(13) 0.0472(11) 0.0118(10) 0.0312(10) 0.0198(10)
C24 0.0448(10) 0.0453(11) 0.0436(10) 0.0034(8) 0.0243(9) 0.0043(8)
C25 0.0323(9) 0.0436(10) 0.0357(9) 0.0037(7) 0.0185(8) 0.0006(7)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . . 1.9585(13) Y
Cu1 N1 . 2_655 1.9585(13) Y
Cu1 N2 . . 2.0603(14) Y
Cu1 N2 . 2_655 2.0603(14) Y
O1 C6 . . 1.373(2) Y
O1 C11 . . 1.417(2) Y
O2 C7 . . 1.382(2) Y
O2 C12 . . 1.423(2) Y
O3 C8 . . 1.372(2) Y
O3 C13 . . 1.417(2) Y
N1 C2 . . 1.318(2) Y
N1 C10 . . 1.467(2) Y
N2 C14 . . 1.347(2) Y
N2 C19 . . 1.359(2) Y
C1 C2 . . 1.522(2) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C2 C3 . . 1.4102(18) Y
C3 C2 . 2_655 1.4102(18) Y
C3 H3a . . 0.95 ?
C4 C9 . . 1.389(2) Y
C4 C5 . . 1.390(2) Y
C4 C10 . . 1.518(2) Y
C5 C6 . . 1.398(2) Y
C5 H5a . . 0.95 ?
C6 C7 . . 1.390(2) Y
C7 C8 . . 1.395(2) Y
C8 C9 . . 1.392(2) Y
C9 H9a . . 0.95 ?
C10 H10a . . 0.99 ?
C10 H10b . . 0.99 ?
C11 H11a . . 0.98 ?
C11 H11b . . 0.98 ?
C11 H11c . . 0.98 ?
C12 H12a . . 0.98 ?
C12 H12b . . 0.98 ?
C12 H12c . . 0.98 ?
C13 H13a . . 0.98 ?
C13 H13b . . 0.98 ?
C13 H13c . . 0.98 ?
C14 C15 . . 1.412(2) Y
C14 C20 . . 1.481(3) Y
C15 C16 . . 1.354(3) Y
C15 H17a . . 0.95 ?
C16 C17 . . 1.408(3) Y
C16 H16a . . 0.95 ?
C17 C19 . . 1.413(2) Y
C17 C18 . . 1.426(3) Y
C18 C18 . 2_655 1.351(5) Y
C18 H19a . . 0.95 ?
C19 C19 . 2_655 1.440(4) Y
C20 C25 . . 1.393(3) Y
C20 C21 . . 1.405(3) Y
C21 C22 . . 1.380(3) Y
C21 H20a . . 0.95 ?
C22 C23 . . 1.379(3) Y
C22 H21a . . 0.95 ?
C23 C24 . . 1.389(3) Y
C23 H22a . . 0.95 ?
C24 C25 . . 1.382(3) Y
C24 H23a . . 0.95 ?
C25 H24a . . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 CU1 N1 . . 2_655 101.36(8) Y
N1 CU1 N2 . . . 130.95(5) Y
N1 CU1 N2 2_655 . . 107.29(6) Y
N1 CU1 N2 . . 2_655 107.29(6) Y
N1 CU1 N2 2_655 . 2_655 130.95(5) Y
N2 CU1 N2 . . 2_655 82.52(8) Y
C6 O1 C11 . . . 117.47(13) Y
C7 O2 C12 . . . 113.38(14) Y
C8 O3 C13 . . . 117.00(14) Y
C2 N1 C10 . . . 121.17(13) Y
C2 N1 CU1 . . . 119.32(10) Y
C10 N1 CU1 . . . 118.97(10) Y
C14 N2 C19 . . . 118.64(15) Y
C14 N2 CU1 . . . 129.80(12) Y
C19 N2 CU1 . . . 110.56(12) Y
C2 C1 H1A . . . 109.5 ?
C2 C1 H1B . . . 109.5 ?
H1A C1 H1B . . . 109.5 ?
C2 C1 H1C . . . 109.5 ?
H1A C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
N1 C2 C3 . . . 124.14(15) Y
N1 C2 C1 . . . 120.88(14) Y
C3 C2 C1 . . . 114.98(15) Y
C2 C3 C2 2_655 . . 131.7(2) Y
C2 C3 H3A 2_655 . . 114.2 ?
C2 C3 H3A . . . 114.2 ?
C9 C4 C5 . . . 119.76(15) Y
C9 C4 C10 . . . 119.86(15) Y
C5 C4 C10 . . . 120.34(15) Y
C4 C5 C6 . . . 119.86(15) Y
C4 C5 H5A . . . 120.1 ?
C6 C5 H5A . . . 120.1 ?
O1 C6 C7 . . . 114.75(14) Y
O1 C6 C5 . . . 124.81(15) Y
C7 C6 C5 . . . 120.44(15) Y
O2 C7 C6 . . . 119.60(15) Y
O2 C7 C8 . . . 120.86(15) Y
C6 C7 C8 . . . 119.42(15) Y
O3 C8 C9 . . . 124.98(15) Y
O3 C8 C7 . . . 114.92(14) Y
C9 C8 C7 . . . 120.10(15) Y
C4 C9 C8 . . . 120.40(16) Y
C4 C9 H9A . . . 119.8 ?
C8 C9 H9A . . . 119.8 ?
N1 C10 C4 . . . 112.49(13) Y
N1 C10 H10A . . . 109.1 ?
C4 C10 H10A . . . 109.1 ?
N1 C10 H10B . . . 109.1 ?
C4 C10 H10B . . . 109.1 ?
H10A C10 H10B . . . 107.8 ?
O1 C11 H11A . . . 109.5 ?
O1 C11 H11B . . . 109.5 ?
H11A C11 H11B . . . 109.5 ?
O1 C11 H11C . . . 109.5 ?
H11A C11 H11C . . . 109.5 ?
H11B C11 H11C . . . 109.5 ?
O2 C12 H12A . . . 109.5 ?
O2 C12 H12B . . . 109.5 ?
H12A C12 H12B . . . 109.5 ?
O2 C12 H12C . . . 109.5 ?
H12A C12 H12C . . . 109.5 ?
H12B C12 H12C . . . 109.5 ?
O3 C13 H13A . . . 109.5 ?
O3 C13 H13B . . . 109.5 ?
H13A C13 H13B . . . 109.5 ?
O3 C13 H13C . . . 109.5 ?
H13A C13 H13C . . . 109.5 ?
H13B C13 H13C . . . 109.5 ?
N2 C14 C15 . . . 120.80(18) Y
N2 C14 C20 . . . 118.95(15) Y
C15 C14 C20 . . . 120.16(17) Y
C16 C15 C14 . . . 120.5(2) Y
C16 C15 H17A . . . 119.8 ?
C14 C15 H17A . . . 119.8 ?
C15 C16 C17 . . . 120.03(18) Y
C15 C16 H16A . . . 120 ?
C17 C16 H16A . . . 120 ?
C16 C17 C19 . . . 116.69(19) Y
C16 C17 C18 . . . 123.96(18) Y
C19 C17 C18 . . . 119.4(2) Y
C18 C18 C17 2_655 . . 121.14(12) Y
C18 C18 H19A 2_655 . . 119.4 ?
C17 C18 H19A . . . 119.4 ?
N2 C19 C17 . . . 122.97(18) Y
N2 C19 C19 . . 2_655 117.83(10) Y
C17 C19 C19 . . 2_655 119.20(13) Y
C25 C20 C21 . . . 118.16(18) Y
C25 C20 C14 . . . 120.65(16) Y
C21 C20 C14 . . . 121.13(17) Y
C22 C21 C20 . . . 120.25(19) Y
C22 C21 H20A . . . 119.9 ?
C20 C21 H20A . . . 119.9 ?
C23 C22 C21 . . . 121.26(19) Y
C23 C22 H21A . . . 119.4 ?
C21 C22 H21A . . . 119.4 ?
C22 C23 C24 . . . 118.9(2) Y
C22 C23 H22A . . . 120.6 ?
C24 C23 H22A . . . 120.6 ?
C25 C24 C23 . . . 120.6(2) Y
C25 C24 H23A . . . 119.7 ?
C23 C24 H23A . . . 119.7 ?
C24 C25 C20 . . . 120.90(18) Y
C24 C25 H24A . . . 119.6 ?
C20 C25 H24A . . . 119.6 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 CU1 N1 C2 2_655 . . . 1.05(9) Y
N2 CU1 N1 C2 . . . . 126.20(12) Y
N2 CU1 N1 C2 2_655 . . . -138.66(12) Y
N1 CU1 N1 C10 2_655 . . . 172.69(13) Y
N2 CU1 N1 C10 . . . . -62.16(14) Y
N2 CU1 N1 C10 2_655 . . . 32.98(12) Y
N1 CU1 N2 C14 . . . . -82.82(15) Y
N1 CU1 N2 C14 2_655 . . . 40.09(15) Y
N2 CU1 N2 C14 2_655 . . . 170.75(17) Y
N1 CU1 N2 C19 . . . . 108.98(11) Y
N1 CU1 N2 C19 2_655 . . . -128.10(11) Y
N2 CU1 N2 C19 2_655 . . . 2.55(8) Y
C10 N1 C2 C3 . . . . -173.62(12) Y
CU1 N1 C2 C3 . . . . -2.2(2) Y
C10 N1 C2 C1 . . . . 6.7(2) Y
CU1 N1 C2 C1 . . . . 178.14(12) Y
N1 C2 C3 C2 . . . 2_655 1.30(12) Y
C1 C2 C3 C2 . . . 2_655 -178.99(14) Y
C9 C4 C5 C6 . . . . 0.6(2) Y
C10 C4 C5 C6 . . . . -177.19(14) Y
C11 O1 C6 C7 . . . . -177.96(15) Y
C11 O1 C6 C5 . . . . 2.7(2) Y
C4 C5 C6 O1 . . . . 179.09(14) Y
C4 C5 C6 C7 . . . . -0.2(2) Y
C12 O2 C7 C6 . . . . -108.41(18) Y
C12 O2 C7 C8 . . . . 75.7(2) Y
O1 C6 C7 O2 . . . . 3.8(2) Y
C5 C6 C7 O2 . . . . -176.80(14) Y
O1 C6 C7 C8 . . . . 179.79(14) Y
C5 C6 C7 C8 . . . . -0.8(2) Y
C13 O3 C8 C9 . . . . 3.2(3) Y
C13 O3 C8 C7 . . . . -177.41(17) Y
O2 C7 C8 O3 . . . . -1.9(2) Y
C6 C7 C8 O3 . . . . -177.86(14) Y
O2 C7 C8 C9 . . . . 177.45(14) Y
C6 C7 C8 C9 . . . . 1.5(2) Y
C5 C4 C9 C8 . . . . 0.1(2) Y
C10 C4 C9 C8 . . . . 177.91(14) Y
O3 C8 C9 C4 . . . . 178.14(15) Y
C7 C8 C9 C4 . . . . -1.2(2) Y
C2 N1 C10 C4 . . . . -127.61(16) Y
CU1 N1 C10 C4 . . . . 60.91(16) Y
C9 C4 C10 N1 . . . . 66.38(19) Y
C5 C4 C10 N1 . . . . -115.84(16) Y
C19 N2 C14 C15 . . . . 2.5(2) Y
CU1 N2 C14 C15 . . . . -164.93(12) Y
C19 N2 C14 C20 . . . . -174.04(14) Y
CU1 N2 C14 C20 . . . . 18.6(2) Y
N2 C14 C15 C16 . . . . -5.2(3) Y
C20 C14 C15 C16 . . . . 171.31(16) Y
C14 C15 C16 C17 . . . . 1.9(3) Y
C15 C16 C17 C19 . . . . 3.6(3) Y
C15 C16 C17 C18 . . . . -175.93(17) Y
C16 C17 C18 C18 . . . 2_655 179.9(2) Y
C19 C17 C18 C18 . . . 2_655 0.5(3) Y
C14 N2 C19 C17 . . . . 3.4(2) Y
CU1 N2 C19 C17 . . . . 173.07(13) Y
C14 N2 C19 C19 . . . 2_655 -176.95(17) Y
CU1 N2 C19 C19 . . . 2_655 -7.3(2) Y
C16 C17 C19 N2 . . . . -6.4(2) Y
C18 C17 C19 N2 . . . . 173.12(16) Y
C16 C17 C19 C19 . . . 2_655 173.95(18) Y
C18 C17 C19 C19 . . . 2_655 -6.5(3) Y
N2 C14 C20 C25 . . . . 26.9(2) Y
C15 C14 C20 C25 . . . . -149.63(17) Y
N2 C14 C20 C21 . . . . -156.07(16) Y
C15 C14 C20 C21 . . . . 27.4(2) Y
C25 C20 C21 C22 . . . . 0.8(3) Y
C14 C20 C21 C22 . . . . -176.35(17) Y
C20 C21 C22 C23 . . . . -0.9(3) Y
C21 C22 C23 C24 . . . . 0.1(3) Y
C22 C23 C24 C25 . . . . 0.8(3) Y
C23 C24 C25 C20 . . . . -1.0(3) Y
C21 C20 C25 C24 . . . . 0.2(3) Y
C14 C20 C25 C24 . . . . 177.28(16) Y

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        67.85
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.047
#====================================================================
#
# Complex 4b
#

data_paul32
_database_code_depnum_ccdc_archive 'CCDC 771791'
#TrackingRef '- Oguadinma5.cif'

_vrf_PLAT230_paul32              
;
PROBLEM: Hirshfeld Test Diff for F6 -- C14 .. 10.93 su
RESPONSE: ADPs influenced by whole group vibration of the C6F5 group.
Size and orientation of ADPs agree with least-energy thermal motion.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H23 Cu F10 N4'
_chemical_formula_sum            'C33 H23 Cu F10 N4'
_chemical_formula_weight         729.09
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna21
_symmetry_space_group_name_hall  'P 2c -2n'

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

_cell_length_a                   18.4398(3)
_cell_length_b                   17.4848(3)
_cell_length_c                   8.9597(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2888.75(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    12472
_cell_measurement_theta_min      3.48
_cell_measurement_theta_max      67.98

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472
_exptl_absorpt_coefficient_mu    1.956
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.7814
_exptl_absorpt_correction_T_max  0.8720
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2007)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 4K
Charged-Coupled Device (CCD) Area Detector using the program APEX2 and
a Nonius FR591 rotating anode equiped with a Montel 200 optics
The crystal-to-detector distance was 5.0 cm, and the data collection
was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over four different parts of the reciprocal space
(132 frames total). One complete sphere of data was collected, to
better than 0.80\%A resolution.
;

_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_reflns_number            36779
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_av_sigmaI/netI    0.0259
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.48
_diffrn_reflns_theta_max         68.32
_reflns_number_total             5293
_reflns_number_gt                5015
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0576P)^2^+0.4636P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details 'Friedel Pairs merged'
_refine_ls_abs_structure_Flack   -0.03(2)
_refine_ls_number_reflns         5293
_refine_ls_number_parameters     437
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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 0.568678(16) 0.224911(17) 0.97062(5) 0.02514(9) Uani 1 1 d . . .
F1 F 0.65632(11) 0.01098(10) 0.9043(2) 0.0507(4) Uani 1 1 d . . .
F2 F 0.79810(10) 0.03324(10) 0.8500(2) 0.0543(5) Uani 1 1 d . . .
F3 F 0.84043(8) 0.13514(11) 0.6382(2) 0.0547(5) Uani 1 1 d . . .
F4 F 0.73957(9) 0.21491(9) 0.4808(2) 0.0465(4) Uani 1 1 d . . .
F5 F 0.59752(9) 0.19544(10) 0.53950(18) 0.0417(4) Uani 1 1 d . . .
F6 F 0.67898(11) 0.32415(11) 1.2706(2) 0.0601(5) Uani 1 1 d . . .
F7 F 0.75681(9) 0.42063(11) 1.1046(2) 0.0549(5) Uani 1 1 d . . .
F8 F 0.68948(12) 0.51982(10) 0.9158(2) 0.0580(5) Uani 1 1 d . . .
F9 F 0.54183(12) 0.52293(9) 0.9028(2) 0.0542(5) Uani 1 1 d . . .
F10 F 0.46307(9) 0.42395(10) 1.0654(2) 0.0457(4) Uani 1 1 d . . .
N1 N 0.52381(11) 0.12730(11) 0.9056(2) 0.0259(4) Uani 1 1 d . . .
N2 N 0.51252(10) 0.24257(11) 1.1561(2) 0.0241(4) Uani 1 1 d . . .
N3 N 0.68215(11) 0.21000(11) 1.0165(2) 0.0239(4) Uani 1 1 d . . .
N4 N 0.61253(10) 0.30103(10) 0.8215(2) 0.0234(4) Uani 1 1 d . . .
C1 C 0.43598(13) 0.02168(15) 0.9338(3) 0.0340(6) Uani 1 1 d . . .
H1A H 0.4716 -0.0197 0.9263 0.051 Uiso 1 1 calc R . .
H1B H 0.4142 0.0308 0.8356 0.051 Uiso 1 1 calc R . .
H1C H 0.3980 0.0072 1.0050 0.051 Uiso 1 1 calc R . .
C2 C 0.47324(11) 0.09395(12) 0.9871(3) 0.0257(5) Uani 1 1 d . . .
C3 C 0.44894(13) 0.12218(14) 1.1265(3) 0.0280(5) Uani 1 1 d . . .
H3A H 0.4150 0.0901 1.1760 0.034 Uiso 1 1 calc R . .
C4 C 0.46643(12) 0.18965(15) 1.2045(3) 0.0265(5) Uani 1 1 d . . .
C5 C 0.42798(14) 0.19992(16) 1.3540(3) 0.0351(6) Uani 1 1 d . . .
H5A H 0.3996 0.2473 1.3522 0.053 Uiso 1 1 calc R . .
H5B H 0.4641 0.2026 1.4341 0.053 Uiso 1 1 calc R . .
H5C H 0.3956 0.1564 1.3716 0.053 Uiso 1 1 calc R . .
C6 C 0.62187(13) 0.10447(14) 0.7268(3) 0.0281(5) Uani 1 1 d . . .
C7 C 0.67519(15) 0.06367(14) 0.8005(3) 0.0334(5) Uani 1 1 d . . .
C8 C 0.74831(15) 0.07387(16) 0.7737(3) 0.0379(6) Uani 1 1 d . . .
C9 C 0.76981(14) 0.12496(16) 0.6665(3) 0.0373(6) Uani 1 1 d . . .
C10 C 0.71857(15) 0.16530(15) 0.5868(3) 0.0333(6) Uani 1 1 d . . .
C11 C 0.64590(13) 0.15475(14) 0.6179(3) 0.0288(5) Uani 1 1 d . . .
C12 C 0.54264(15) 0.09246(16) 0.7614(3) 0.0358(6) Uani 1 1 d . . .
H12A H 0.5127 0.1156 0.6816 0.043 Uiso 1 1 calc R . .
H12B H 0.5320 0.0370 0.7645 0.043 Uiso 1 1 calc R . .
C13 C 0.56841(13) 0.36929(15) 1.1724(3) 0.0284(5) Uani 1 1 d . . .
C14 C 0.64312(14) 0.37136(15) 1.1808(3) 0.0319(5) Uani 1 1 d . . .
C15 C 0.68382(14) 0.42144(15) 1.0959(3) 0.0371(6) Uani 1 1 d . . .
C16 C 0.65041(17) 0.47184(14) 1.0010(3) 0.0407(7) Uani 1 1 d . . .
C17 C 0.57545(15) 0.47324(14) 0.9934(3) 0.0371(6) Uani 1 1 d . . .
C18 C 0.53599(14) 0.42216(14) 1.0788(3) 0.0308(5) Uani 1 1 d . . .
C19 C 0.52354(16) 0.30951(15) 1.2534(3) 0.0333(6) Uani 1 1 d . . .
H19A H 0.5488 0.2936 1.3458 0.040 Uiso 1 1 calc R . .
H19B H 0.4760 0.3315 1.2815 0.040 Uiso 1 1 calc R . .
C20 C 0.71485(13) 0.16368(14) 1.1137(3) 0.0266(5) Uani 1 1 d . . .
C21 C 0.79105(14) 0.15992(16) 1.1245(3) 0.0344(6) Uani 1 1 d . . .
H21A H 0.8131 0.1260 1.1936 0.041 Uiso 1 1 calc R . .
C22 C 0.83275(14) 0.20499(15) 1.0358(3) 0.0346(6) Uani 1 1 d . . .
H22A H 0.8841 0.2028 1.0434 0.041 Uiso 1 1 calc R . .
C23 C 0.80002(13) 0.25493(14) 0.9326(3) 0.0285(5) Uani 1 1 d . . .
C24 C 0.84010(13) 0.30334(15) 0.8317(3) 0.0335(5) Uani 1 1 d . . .
H24A H 0.8916 0.3032 0.8347 0.040 Uiso 1 1 calc R . .
C25 C 0.80545(14) 0.34877(15) 0.7331(3) 0.0353(6) Uani 1 1 d . . .
H25A H 0.8329 0.3801 0.6674 0.042 Uiso 1 1 calc R . .
C26 C 0.72767(14) 0.35059(14) 0.7258(3) 0.0291(5) Uani 1 1 d . . .
C27 C 0.68874(15) 0.39673(15) 0.6248(3) 0.0349(6) Uani 1 1 d . . .
H27A H 0.7138 0.4295 0.5578 0.042 Uiso 1 1 calc R . .
C28 C 0.61444(15) 0.39404(15) 0.6238(3) 0.0345(6) Uani 1 1 d . . .
H28A H 0.5880 0.4253 0.5563 0.041 Uiso 1 1 calc R . .
C29 C 0.57710(13) 0.34510(14) 0.7223(3) 0.0280(5) Uani 1 1 d . . .
C30 C 0.68668(12) 0.30355(13) 0.8224(3) 0.0238(5) Uani 1 1 d . . .
C31 C 0.72416(12) 0.25489(13) 0.9277(3) 0.0240(5) Uani 1 1 d . . .
C32 C 0.66605(15) 0.11473(15) 1.2084(3) 0.0348(6) Uani 1 1 d . . .
H32A H 0.6285 0.0916 1.1456 0.052 Uiso 1 1 calc R . .
H32B H 0.6432 0.1464 1.2854 0.052 Uiso 1 1 calc R . .
H32C H 0.6947 0.0743 1.2560 0.052 Uiso 1 1 calc R . .
C33 C 0.49700(14) 0.34049(16) 0.7199(3) 0.0351(6) Uani 1 1 d . . .
H33A H 0.4803 0.3088 0.8033 0.053 Uiso 1 1 calc R . .
H33B H 0.4811 0.3176 0.6256 0.053 Uiso 1 1 calc R . .
H33C H 0.4765 0.3920 0.7293 0.053 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.02368(16) 0.02629(17) 0.02544(16) -0.00314(16) 0.00359(15) -0.00444(12)
F1 0.0781(13) 0.0372(9) 0.0367(9) 0.0018(7) 0.0012(9) 0.0045(9)
F2 0.0571(11) 0.0548(10) 0.0511(10) -0.0165(8) -0.0211(9) 0.0287(9)
F3 0.0255(7) 0.0685(11) 0.0701(12) -0.0339(10) 0.0044(8) -0.0029(8)
F4 0.0538(9) 0.0474(9) 0.0382(8) -0.0048(8) 0.0121(9) -0.0168(7)
F5 0.0443(9) 0.0471(9) 0.0336(8) 0.0015(7) -0.0066(7) 0.0057(7)
F6 0.0666(12) 0.0591(11) 0.0547(11) -0.0095(9) -0.0145(10) 0.0116(10)
F7 0.0339(8) 0.0556(11) 0.0751(13) -0.0267(10) 0.0050(8) -0.0100(8)
F8 0.0832(13) 0.0419(9) 0.0490(10) -0.0095(8) 0.0266(10) -0.0285(10)
F9 0.0865(14) 0.0350(9) 0.0410(9) 0.0093(7) -0.0043(9) 0.0085(9)
F10 0.0382(8) 0.0469(9) 0.0521(10) -0.0056(8) -0.0050(8) 0.0058(7)
N1 0.0265(9) 0.0254(10) 0.0258(9) -0.0050(8) 0.0006(8) -0.0022(8)
N2 0.0243(9) 0.0251(9) 0.0229(10) 0.0012(8) 0.0005(8) -0.0007(8)
N3 0.0260(9) 0.0241(9) 0.0217(9) -0.0047(7) -0.0001(7) -0.0019(8)
N4 0.0254(9) 0.0219(9) 0.0229(9) -0.0016(7) 0.0010(8) -0.0023(8)
C1 0.0346(13) 0.0311(12) 0.0361(16) 0.0023(10) -0.0013(10) -0.0081(10)
C2 0.0229(10) 0.0244(10) 0.0298(12) 0.0035(10) -0.0023(10) 0.0006(8)
C3 0.0262(11) 0.0287(12) 0.0291(12) 0.0055(10) 0.0016(9) -0.0042(10)
C4 0.0234(10) 0.0330(12) 0.0230(12) 0.0039(9) 0.0004(9) 0.0011(9)
C5 0.0364(14) 0.0403(14) 0.0287(13) 0.0006(12) 0.0077(11) -0.0039(11)
C6 0.0316(12) 0.0280(12) 0.0246(11) -0.0101(9) 0.0009(10) -0.0005(10)
C7 0.0438(14) 0.0297(12) 0.0266(12) -0.0069(10) -0.0006(11) 0.0030(11)
C8 0.0416(15) 0.0380(15) 0.0341(13) -0.0133(11) -0.0101(12) 0.0123(12)
C9 0.0272(12) 0.0441(15) 0.0407(15) -0.0232(13) 0.0001(11) 0.0009(11)
C10 0.0377(13) 0.0338(13) 0.0285(13) -0.0090(10) 0.0076(11) -0.0061(11)
C11 0.0306(12) 0.0307(13) 0.0252(11) -0.0077(10) -0.0027(9) 0.0025(10)
C12 0.0369(14) 0.0400(14) 0.0305(14) -0.0130(11) 0.0044(11) -0.0076(11)
C13 0.0391(14) 0.0236(12) 0.0225(11) -0.0069(10) 0.0006(10) -0.0016(10)
C14 0.0379(13) 0.0297(12) 0.0281(12) -0.0072(10) -0.0046(10) 0.0029(11)
C15 0.0366(13) 0.0330(13) 0.0417(15) -0.0184(11) 0.0072(12) -0.0067(11)
C16 0.0629(17) 0.0253(12) 0.0339(15) -0.0086(10) 0.0122(13) -0.0151(12)
C17 0.0545(15) 0.0231(11) 0.0337(16) -0.0030(11) 0.0006(13) 0.0011(11)
C18 0.0365(13) 0.0274(12) 0.0286(12) -0.0051(10) -0.0007(10) 0.0020(10)
C19 0.0452(15) 0.0317(13) 0.0231(12) -0.0044(10) 0.0030(10) -0.0018(11)
C20 0.0304(11) 0.0257(11) 0.0237(11) -0.0030(9) -0.0029(9) 0.0011(10)
C21 0.0352(13) 0.0358(14) 0.0322(13) -0.0032(11) -0.0087(11) 0.0047(11)
C22 0.0228(11) 0.0421(14) 0.0388(14) -0.0099(12) -0.0060(11) 0.0016(11)
C23 0.0235(11) 0.0307(12) 0.0311(15) -0.0100(9) -0.0003(9) -0.0038(10)
C24 0.0228(11) 0.0387(14) 0.0391(14) -0.0098(12) 0.0052(11) -0.0062(10)
C25 0.0328(13) 0.0366(14) 0.0365(14) -0.0051(11) 0.0096(11) -0.0114(11)
C26 0.0303(12) 0.0288(13) 0.0281(12) -0.0054(10) 0.0050(10) -0.0074(10)
C27 0.0430(14) 0.0306(13) 0.0311(13) 0.0026(10) 0.0054(11) -0.0074(11)
C28 0.0436(14) 0.0319(13) 0.0281(12) 0.0037(10) 0.0006(11) 0.0025(11)
C29 0.0313(12) 0.0261(13) 0.0266(13) -0.0022(10) -0.0004(10) 0.0011(10)
C30 0.0246(10) 0.0221(11) 0.0248(11) -0.0056(9) 0.0003(9) -0.0015(9)
C31 0.0247(11) 0.0247(11) 0.0226(11) -0.0075(9) 0.0004(9) -0.0007(9)
C32 0.0390(14) 0.0344(13) 0.0312(13) 0.0073(11) -0.0039(12) 0.0024(12)
C33 0.0307(12) 0.0421(15) 0.0325(13) 0.0068(12) -0.0043(11) 0.0035(12)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N2 . . 1.982(2) Y
Cu1 N1 . . 1.984(2) Y
Cu1 N4 . . 2.0520(19) Y
Cu1 N3 . . 2.148(2) Y
F1 C7 . . 1.355(3) Y
F2 C8 . . 1.348(3) Y
F3 C9 . . 1.338(3) Y
F4 C10 . . 1.343(3) Y
F5 C11 . . 1.340(3) Y
F6 C14 . . 1.329(3) Y
F7 C15 . . 1.348(3) Y
F8 C16 . . 1.344(3) Y
F9 C17 . . 1.341(3) Y
F10 C18 . . 1.350(3) Y
N1 C2 . . 1.320(3) Y
N1 C12 . . 1.470(3) Y
N2 C4 . . 1.329(3) Y
N2 C19 . . 1.473(3) Y
N3 C20 . . 1.333(3) Y
N3 C31 . . 1.360(3) Y
N4 C29 . . 1.346(3) Y
N4 C30 . . 1.368(3) Y
C1 C2 . . 1.516(3) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C2 C3 . . 1.416(4) Y
C3 C4 . . 1.409(4) Y
C3 H3a . . 0.95 ?
C4 C5 . . 1.526(3) Y
C5 H5a . . 0.98 ?
C5 H5b . . 0.98 ?
C5 H5c . . 0.98 ?
C6 C7 . . 1.383(4) Y
C6 C11 . . 1.386(4) Y
C6 C12 . . 1.508(4) Y
C7 C8 . . 1.381(4) Y
C8 C9 . . 1.370(4) Y
C9 C10 . . 1.379(4) Y
C10 C11 . . 1.381(4) Y
C12 H12a . . 0.99 ?
C12 H12b . . 0.99 ?
C13 C14 . . 1.380(4) Y
C13 C18 . . 1.384(4) Y
C13 C19 . . 1.518(4) Y
C14 C15 . . 1.382(4) Y
C15 C16 . . 1.371(4) Y
C16 C17 . . 1.384(4) Y
C17 C18 . . 1.383(4) Y
C19 H19a . . 0.99 ?
C19 H19b . . 0.99 ?
C20 C21 . . 1.410(4) Y
C20 C32 . . 1.504(4) Y
C21 C22 . . 1.358(4) Y
C21 H21a . . 0.95 ?
C22 C23 . . 1.408(4) Y
C22 H22a . . 0.95 ?
C23 C31 . . 1.400(3) Y
C23 C24 . . 1.442(4) Y
C24 C25 . . 1.349(4) Y
C24 H24a . . 0.95 ?
C25 C26 . . 1.436(3) Y
C25 H25a . . 0.95 ?
C26 C27 . . 1.409(4) Y
C26 C30 . . 1.413(3) Y
C27 C28 . . 1.371(4) Y
C27 H27a . . 0.95 ?
C28 C29 . . 1.409(4) Y
C28 H28a . . 0.95 ?
C29 C33 . . 1.479(4) Y
C30 C31 . . 1.446(3) Y
C32 H32a . . 0.98 ?
C32 H32b . . 0.98 ?
C32 H32c . . 0.98 ?
C33 H33a . . 0.98 ?
C33 H33b . . 0.98 ?
C33 H33c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 CU1 N1 . . . 99.33(8) Y
N2 CU1 N4 . . . 130.60(8) Y
N1 CU1 N4 . . . 122.09(8) Y
N2 CU1 N3 . . . 111.55(8) Y
N1 CU1 N3 . . . 110.97(8) Y
N4 CU1 N3 . . . 79.60(7) Y
C2 N1 C12 . . . 118.0(2) Y
C2 N1 CU1 . . . 120.82(16) Y
C12 N1 CU1 . . . 121.06(17) Y
C4 N2 C19 . . . 116.6(2) Y
C4 N2 CU1 . . . 119.96(16) Y
C19 N2 CU1 . . . 123.20(15) Y
C20 N3 C31 . . . 118.4(2) Y
C20 N3 CU1 . . . 129.74(16) Y
C31 N3 CU1 . . . 111.89(15) Y
C29 N4 C30 . . . 118.1(2) Y
C29 N4 CU1 . . . 127.61(16) Y
C30 N4 CU1 . . . 114.26(15) Y
C2 C1 H1A . . . 109.5 ?
C2 C1 H1B . . . 109.5 ?
H1A C1 H1B . . . 109.5 ?
C2 C1 H1C . . . 109.5 ?
H1A C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
N1 C2 C3 . . . 123.9(2) Y
N1 C2 C1 . . . 121.0(2) Y
C3 C2 C1 . . . 115.2(2) Y
C4 C3 C2 . . . 131.1(2) Y
C4 C3 H3A . . . 114.5 ?
C2 C3 H3A . . . 114.5 ?
N2 C4 C3 . . . 124.6(2) Y
N2 C4 C5 . . . 120.1(2) Y
C3 C4 C5 . . . 115.3(2) Y
C4 C5 H5A . . . 109.5 ?
C4 C5 H5B . . . 109.5 ?
H5A C5 H5B . . . 109.5 ?
C4 C5 H5C . . . 109.5 ?
H5A C5 H5C . . . 109.5 ?
H5B C5 H5C . . . 109.5 ?
C7 C6 C11 . . . 115.9(2) Y
C7 C6 C12 . . . 121.2(2) Y
C11 C6 C12 . . . 122.9(2) Y
F1 C7 C8 . . . 117.3(2) Y
F1 C7 C6 . . . 119.8(2) Y
C8 C7 C6 . . . 123.0(3) Y
F2 C8 C9 . . . 120.2(3) Y
F2 C8 C7 . . . 120.6(3) Y
C9 C8 C7 . . . 119.3(2) Y
F3 C9 C8 . . . 120.1(3) Y
F3 C9 C10 . . . 120.1(3) Y
C8 C9 C10 . . . 119.9(2) Y
F4 C10 C9 . . . 119.9(2) Y
F4 C10 C11 . . . 120.6(3) Y
C9 C10 C11 . . . 119.5(3) Y
F5 C11 C10 . . . 118.0(2) Y
F5 C11 C6 . . . 119.5(2) Y
C10 C11 C6 . . . 122.5(2) Y
N1 C12 C6 . . . 110.6(2) Y
N1 C12 H12A . . . 109.5 ?
C6 C12 H12A . . . 109.5 ?
N1 C12 H12B . . . 109.5 ?
C6 C12 H12B . . . 109.5 ?
H12A C12 H12B . . . 108.1 ?
C14 C13 C18 . . . 116.5(2) Y
C14 C13 C19 . . . 122.4(2) Y
C18 C13 C19 . . . 120.9(2) Y
F6 C14 C13 . . . 120.9(2) Y
F6 C14 C15 . . . 117.2(2) Y
C13 C14 C15 . . . 121.9(2) Y
F7 C15 C16 . . . 119.4(3) Y
F7 C15 C14 . . . 120.2(3) Y
C16 C15 C14 . . . 120.3(2) Y
F8 C16 C15 . . . 120.9(3) Y
F8 C16 C17 . . . 119.8(3) Y
C15 C16 C17 . . . 119.4(2) Y
F9 C17 C18 . . . 120.7(2) Y
F9 C17 C16 . . . 120.2(2) Y
C18 C17 C16 . . . 119.1(2) Y
F10 C18 C17 . . . 117.4(2) Y
F10 C18 C13 . . . 119.9(2) Y
C17 C18 C13 . . . 122.6(2) Y
N2 C19 C13 . . . 109.86(19) Y
N2 C19 H19A . . . 109.7 ?
C13 C19 H19A . . . 109.7 ?
N2 C19 H19B . . . 109.7 ?
C13 C19 H19B . . . 109.7 ?
H19A C19 H19B . . . 108.2 ?
N3 C20 C21 . . . 121.6(2) Y
N3 C20 C32 . . . 116.3(2) Y
C21 C20 C32 . . . 122.1(2) Y
C22 C21 C20 . . . 119.8(2) Y
C22 C21 H21A . . . 120.1 ?
C20 C21 H21A . . . 120.1 ?
C21 C22 C23 . . . 120.1(2) Y
C21 C22 H22A . . . 120 ?
C23 C22 H22A . . . 120 ?
C31 C23 C22 . . . 116.7(2) Y
C31 C23 C24 . . . 119.5(2) Y
C22 C23 C24 . . . 123.8(2) Y
C25 C24 C23 . . . 120.9(2) Y
C25 C24 H24A . . . 119.6 ?
C23 C24 H24A . . . 119.6 ?
C24 C25 C26 . . . 121.0(2) Y
C24 C25 H25A . . . 119.5 ?
C26 C25 H25A . . . 119.5 ?
C27 C26 C30 . . . 117.0(2) Y
C27 C26 C25 . . . 123.4(2) Y
C30 C26 C25 . . . 119.6(2) Y
C28 C27 C26 . . . 119.6(2) Y
C28 C27 H27A . . . 120.2 ?
C26 C27 H27A . . . 120.2 ?
C27 C28 C29 . . . 120.3(2) Y
C27 C28 H28A . . . 119.8 ?
C29 C28 H28A . . . 119.8 ?
N4 C29 C28 . . . 121.6(2) Y
N4 C29 C33 . . . 117.6(2) Y
C28 C29 C33 . . . 120.8(2) Y
N4 C30 C26 . . . 123.3(2) Y
N4 C30 C31 . . . 117.5(2) Y
C26 C30 C31 . . . 119.1(2) Y
N3 C31 C23 . . . 123.5(2) Y
N3 C31 C30 . . . 116.7(2) Y
C23 C31 C30 . . . 119.8(2) Y
C20 C32 H32A . . . 109.5 ?
C20 C32 H32B . . . 109.5 ?
H32A C32 H32B . . . 109.5 ?
C20 C32 H32C . . . 109.5 ?
H32A C32 H32C . . . 109.5 ?
H32B C32 H32C . . . 109.5 ?
C29 C33 H33A . . . 109.5 ?
C29 C33 H33B . . . 109.5 ?
H33A C33 H33B . . . 109.5 ?
C29 C33 H33C . . . 109.5 ?
H33A C33 H33C . . . 109.5 ?
H33B C33 H33C . . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 CU1 N1 C2 . . . . -2.0(2) Y
N4 CU1 N1 C2 . . . . -153.80(16) Y
N3 CU1 N1 C2 . . . . 115.50(18) Y
N2 CU1 N1 C12 . . . . 174.28(19) Y
N4 CU1 N1 C12 . . . . 22.5(2) Y
N3 CU1 N1 C12 . . . . -68.2(2) Y
N1 CU1 N2 C4 . . . . 5.79(19) Y
N4 CU1 N2 C4 . . . . 153.98(16) Y
N3 CU1 N2 C4 . . . . -111.27(17) Y
N1 CU1 N2 C19 . . . . -179.87(19) Y
N4 CU1 N2 C19 . . . . -31.7(2) Y
N3 CU1 N2 C19 . . . . 63.1(2) Y
N2 CU1 N3 C20 . . . . 50.9(2) Y
N1 CU1 N3 C20 . . . . -58.9(2) Y
N4 CU1 N3 C20 . . . . -179.4(2) Y
N2 CU1 N3 C31 . . . . -130.56(15) Y
N1 CU1 N3 C31 . . . . 119.68(15) Y
N4 CU1 N3 C31 . . . . -0.85(14) Y
N2 CU1 N4 C29 . . . . -72.0(2) Y
N1 CU1 N4 C29 . . . . 70.1(2) Y
N3 CU1 N4 C29 . . . . 178.5(2) Y
N2 CU1 N4 C30 . . . . 110.71(16) Y
N1 CU1 N4 C30 . . . . -107.16(16) Y
N3 CU1 N4 C30 . . . . 1.16(15) Y
C12 N1 C2 C3 . . . . -178.7(2) Y
CU1 N1 C2 C3 . . . . -2.4(3) Y
C12 N1 C2 C1 . . . . 0.3(3) Y
CU1 N1 C2 C1 . . . . 176.67(17) Y
N1 C2 C3 C4 . . . . 4.6(4) Y
C1 C2 C3 C4 . . . . -174.5(2) Y
C19 N2 C4 C3 . . . . 179.7(2) Y
CU1 N2 C4 C3 . . . . -5.6(3) Y
C19 N2 C4 C5 . . . . 0.0(3) Y
CU1 N2 C4 C5 . . . . 174.72(17) Y
C2 C3 C4 N2 . . . . 0.1(4) Y
C2 C3 C4 C5 . . . . 179.8(2) Y
C11 C6 C7 F1 . . . . -177.3(2) Y
C12 C6 C7 F1 . . . . 1.0(3) Y
C11 C6 C7 C8 . . . . 2.7(4) Y
C12 C6 C7 C8 . . . . -179.0(2) Y
F1 C7 C8 F2 . . . . -0.8(4) Y
C6 C7 C8 F2 . . . . 179.2(2) Y
F1 C7 C8 C9 . . . . 178.1(2) Y
C6 C7 C8 C9 . . . . -1.9(4) Y
F2 C8 C9 F3 . . . . -0.6(4) Y
C7 C8 C9 F3 . . . . -179.5(2) Y
F2 C8 C9 C10 . . . . 178.8(2) Y
C7 C8 C9 C10 . . . . -0.1(4) Y
F3 C9 C10 F4 . . . . -0.1(4) Y
C8 C9 C10 F4 . . . . -179.4(2) Y
F3 C9 C10 C11 . . . . -179.5(2) Y
C8 C9 C10 C11 . . . . 1.2(4) Y
F4 C10 C11 F5 . . . . -0.1(4) Y
C9 C10 C11 F5 . . . . 179.3(2) Y
F4 C10 C11 C6 . . . . -179.7(2) Y
C9 C10 C11 C6 . . . . -0.3(4) Y
C7 C6 C11 F5 . . . . 178.8(2) Y
C12 C6 C11 F5 . . . . 0.5(3) Y
C7 C6 C11 C10 . . . . -1.6(3) Y
C12 C6 C11 C10 . . . . -179.9(2) Y
C2 N1 C12 C6 . . . . -147.2(2) Y
CU1 N1 C12 C6 . . . . 36.5(3) Y
C7 C6 C12 N1 . . . . 74.0(3) Y
C11 C6 C12 N1 . . . . -107.8(3) Y
C18 C13 C14 F6 . . . . 178.3(2) Y
C19 C13 C14 F6 . . . . -5.4(4) Y
C18 C13 C14 C15 . . . . -2.5(4) Y
C19 C13 C14 C15 . . . . 173.8(2) Y
F6 C14 C15 F7 . . . . 0.7(4) Y
C13 C14 C15 F7 . . . . -178.5(2) Y
F6 C14 C15 C16 . . . . -179.9(2) Y
C13 C14 C15 C16 . . . . 0.9(4) Y
F7 C15 C16 F8 . . . . 0.7(4) Y
C14 C15 C16 F8 . . . . -178.7(2) Y
F7 C15 C16 C17 . . . . -179.2(2) Y
C14 C15 C16 C17 . . . . 1.4(4) Y
F8 C16 C17 F9 . . . . -0.8(4) Y
C15 C16 C17 F9 . . . . 179.1(2) Y
F8 C16 C17 C18 . . . . 178.3(2) Y
C15 C16 C17 C18 . . . . -1.8(4) Y
F9 C17 C18 F10 . . . . 0.7(4) Y
C16 C17 C18 F10 . . . . -178.3(2) Y
F9 C17 C18 C13 . . . . 179.2(2) Y
C16 C17 C18 C13 . . . . 0.1(4) Y
C14 C13 C18 F10 . . . . -179.6(2) Y
C19 C13 C18 F10 . . . . 4.0(4) Y
C14 C13 C18 C17 . . . . 2.0(4) Y
C19 C13 C18 C17 . . . . -174.4(2) Y
C4 N2 C19 C13 . . . . -171.6(2) Y
CU1 N2 C19 C13 . . . . 13.8(3) Y
C14 C13 C19 N2 . . . . -90.6(3) Y
C18 C13 C19 N2 . . . . 85.5(3) Y
C31 N3 C20 C21 . . . . -0.7(3) Y
CU1 N3 C20 C21 . . . . 177.75(17) Y
C31 N3 C20 C32 . . . . -179.5(2) Y
CU1 N3 C20 C32 . . . . -1.1(3) Y
N3 C20 C21 C22 . . . . 0.9(4) Y
C32 C20 C21 C22 . . . . 179.6(2) Y
C20 C21 C22 C23 . . . . -0.5(4) Y
C21 C22 C23 C31 . . . . 0.0(4) Y
C21 C22 C23 C24 . . . . -178.4(2) Y
C31 C23 C24 C25 . . . . 0.2(4) Y
C22 C23 C24 C25 . . . . 178.5(2) Y
C23 C24 C25 C26 . . . . 0.2(4) Y
C24 C25 C26 C27 . . . . -179.8(2) Y
C24 C25 C26 C30 . . . . -0.6(4) Y
C30 C26 C27 C28 . . . . -0.2(4) Y
C25 C26 C27 C28 . . . . 178.9(2) Y
C26 C27 C28 C29 . . . . -0.5(4) Y
C30 N4 C29 C28 . . . . -1.5(3) Y
CU1 N4 C29 C28 . . . . -178.67(18) Y
C30 N4 C29 C33 . . . . 178.6(2) Y
CU1 N4 C29 C33 . . . . 1.3(3) Y
C27 C28 C29 N4 . . . . 1.4(4) Y
C27 C28 C29 C33 . . . . -178.7(3) Y
C29 N4 C30 C26 . . . . 0.7(3) Y
CU1 N4 C30 C26 . . . . 178.32(17) Y
C29 N4 C30 C31 . . . . -178.9(2) Y
CU1 N4 C30 C31 . . . . -1.3(3) Y
C27 C26 C30 N4 . . . . 0.1(3) Y
C25 C26 C30 N4 . . . . -179.1(2) Y
C27 C26 C30 C31 . . . . 179.7(2) Y
C25 C26 C30 C31 . . . . 0.5(3) Y
C20 N3 C31 C23 . . . . 0.2(3) Y
CU1 N3 C31 C23 . . . . -178.55(18) Y
C20 N3 C31 C30 . . . . 179.2(2) Y
CU1 N3 C31 C30 . . . . 0.4(2) Y
C22 C23 C31 N3 . . . . 0.2(3) Y
C24 C23 C31 N3 . . . . 178.6(2) Y
C22 C23 C31 C30 . . . . -178.7(2) Y
C24 C23 C31 C30 . . . . -0.3(3) Y
N4 C30 C31 N3 . . . . 0.6(3) Y
C26 C30 C31 N3 . . . . -179.1(2) Y
N4 C30 C31 C23 . . . . 179.6(2) Y
C26 C30 C31 C23 . . . . -0.1(3) Y

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        68.32
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.079