# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2012


data_global
#TrackingRef '- cifs_all.cif'

_journal_coden_Cambridge         182

# 1. SUBMISSION DETAILS

_publ_contact_author             
;
Konstantin V. Domasevitch
Inorganic Chemistry Department
National Shevchenko University of Kyiv
Volodimirska Str. 64
01033 Kyiv
Ukraine
;
_publ_contact_author_phone       ?
_publ_contact_author_fax         +380(44)296-2467
_publ_contact_author_email       dk@univ.kiev.ua
_publ_requested_journal          'Chemical Communicaions'
_publ_requested_coeditor_name    ?

_publ_contact_letter             
;
?
;

#------------------ TITLE AND AUTHOR LIST------------------------------------#

_publ_section_title              
;
Facile access to a series of large polycondensed pyridazines and their
utility for the supramolecular synthesis of coordination polymers
;

loop_
_publ_author_name
_publ_author_address

'Domasevitch, Konstantin V.'
;
Inorganic Chemistry Department
National Taras Shevchenko University of Kyiv
Volodimirska Str. 64
Kyiv 01033
Ukraine
;
'Solntsev, Pavlo V.'
;
Inorganic Chemistry Department
National Taras Shevchenko University of Kyiv
Volodimirska Str. 64
Kyiv 01033
Ukraine
;
'Krautscheid, Harald'
;
Institute of Inorganic Chemistry
Leipzig University
Johannisallee 29
D-04103 Leipzig
Germany
;
'Zhylenko, Iryna S.'
;
Inorganic Chemistry Department
National Taras Shevchenko University of Kyiv
Volodimirska Str. 64
Kyiv 01033
Ukraine
;
'Rusanov, Eduard B.'
;
Istitute of Organic Chemistry
Murmans'ka Str. 4
Kyiv 253660
Ukraine
;
'Chernega, Alexander N.'
;
Istitute of Organic Chemistry
Murmans'ka Str. 4
Kyiv 253660
Ukraine
;

#------------------ TEXT ----------------------------------------------------#

_publ_section_abstract           
;

;

_publ_section_comment            
;

;

_publ_section_exptl_prep         
;

;

_publ_section_exptl_refinement   
;

;

_publ_section_references         
;

Farrugia, L. J. (1999). <i>WinGX</i>. <i>J. Appl. Cryst.</i> <b>32</b>,
837--838.

Sheldrick, G. M. (2008). <i>Acta Cryst.</i> A<b>64</b>, 112---122.

Stoe & Cie (1999). <i>X-SHAPE</i>. Revision 1.06. Stoe & Cie GmbH,
Darmstadt, Germany.

Stoe & Cie (2000). <i>IPDS Software</i>. Stoe & Cie GmbH, Darmstadt,
Germany.

Stoe & Cie (2001). <i>X-RED</i>. Version 1.22. Stoe & Cie GmbH,
Darmstadt,Germany.

;

_publ_section_figure_captions    
;

;

_publ_section_acknowledgements   
;

;

_publ_section_table_legends      
;

;

#------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_(1)
_database_code_depnum_ccdc_archive 'CCDC 870944'
#TrackingRef '- cifs_all.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
1,2,6,6a,7,8,14,14a-octahydrobenzo[f]naphtho[2,1-c]cinnoline-
9,12(5H,13H)-dihydrazone, Solvate with Ethanol and Water
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C20 H24 N6), C2 H6 O, H2 O'
_chemical_formula_sum            'C42 H56 N12 O2'
_chemical_formula_weight         760.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7110(10)
_cell_length_b                   11.5603(11)
_cell_length_c                   18.6159(16)
_cell_angle_alpha                76.538(6)
_cell_angle_beta                 90.023(6)
_cell_angle_gamma                62.401(7)
_cell_volume                     1970.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      5.11
_cell_measurement_theta_max      25.93

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.23
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9763
_exptl_absorpt_correction_T_max  0.9812
_exptl_absorpt_process_details   
'X-RED (Stoe & Cie, 2001) and X-SHAPE (Stoe & Cie, 1999)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Stoe Imaging plate diffraction system'
_diffrn_measurement_method       '\f oscillation scans'
_diffrn_standards_decay_%        0
_diffrn_reflns_number            15474
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_sigmaI/netI    0.0807
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         5.11
_diffrn_reflns_theta_max         25.93
_reflns_number_total             7548
_reflns_number_gt                4553
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'IPDS Software (Stoe & Cie, 2000)'
_computing_cell_refinement       'IPDS Software (Stoe & Cie, 2000)'
_computing_data_reduction        'IPDS Software (Stoe & Cie, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond 2.1e (Brandenburg, 1999)'
_computing_publication_material  'WinGX 1.70.01 (Farrugia, 1999)'

#------------------------------- Refinement data-----------------------#

_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.

Crystals of the compound exhibit pseudo-merohedral twinning emulating
monoclinic C lattice with the unit cell dimensions: a = 20.489, b = 10.711,
c = 18.616 A; beta = 105.2. It was possible to solve the structure in
space group C2/c. However, the subsequent refinement led to a poor
convergence at R1 = 0.13 level, with systematically Fo2 >> Fc2 and with
unresoluble disorder of methylene linkage and with total disorder in the
region of solvate molecules. No improved refinement model was found for
space groups C2 and Cc. The structure was successfully solved and refined
in triclinic space group P-1 (of twice lower unit cell volume) and refined
as twin with contributions of the twin components 0.73 and 0.27. The twin
law is {1 0 0 1 -1 0 0 0 -1}.

Both unique molecules in the structure display disorder of the alicyclic
linkage, for one of two present octaline fragments. The refined partial
occupancy factors were 0.65/0.35 and 0.60/0.40. The disordered atoms were
freely refined anisotropically and the hydrogen atoms were added to both
components and considering the present disordering scheme.
The solvate ethanol molecule is unequally disordered by two overlapping
positions. Partial occupancies of 0.75 and 0.25 were suggested by
refinement of isotropic thermal parameters. The disorder was resolved with
the restrained geometry (0.01 A). Atoms of the major contribution were
refined anisotropically and the H-atoms were constrained. Atoms of the
minor component were left isotropic and refined with equal thermal
parameter (EADP); hydrogen atoms were not added in this case.
NH2 and OH hydrogen atoms were located and then constrained with Uiso
parameter at 1.5 of Ueq parameter for the carrier N(O) atom.
;

_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^)+(0.0827P)^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_number_reflns         7548
_refine_ls_number_parameters     553
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1402
_refine_ls_wR_factor_gt          0.1328
_refine_ls_goodness_of_fit_ref   0.880
_refine_ls_restrained_S_all      0.880
_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
N1 N 0.2344(3) 1.2346(2) 0.41129(17) 0.0481(7) Uani 1 1 d . . .
N2 N 0.2897(3) 1.2530(2) 0.34753(18) 0.0518(8) Uani 1 1 d . . .
N3 N 0.3100(3) 0.5952(2) 0.41456(16) 0.0479(7) Uani 1 1 d . . .
N4 N 0.2969(3) 0.4818(3) 0.44530(17) 0.0554(8) Uani 1 1 d . . .
H1N H 0.2893 0.4608 0.4925 0.083 Uiso 1 1 calc R . .
H2N H 0.2962 0.4310 0.4176 0.083 Uiso 1 1 calc R . .
N5 N 0.8323(3) 0.5898(2) 0.40293(18) 0.0575(9) Uani 1 1 d . . .
N6 N 0.9471(3) 0.4905(3) 0.3819(2) 0.0821(12) Uani 1 1 d . . .
H3N H 0.9598 0.4998 0.3352 0.123 Uiso 1 1 calc R . .
H4N H 1.0071 0.4184 0.4153 0.123 Uiso 1 1 calc R . .
N7 N 1.0577(3) -0.2387(2) 0.15648(17) 0.0471(7) Uani 1 1 d . . .
N8 N 0.9843(3) -0.2283(2) 0.09477(17) 0.0438(7) Uani 1 1 d . . .
N9 N 0.9360(3) 0.4177(2) 0.08181(18) 0.0497(8) Uani 1 1 d . . .
N10 N 0.9458(3) 0.5232(3) 0.0979(2) 0.0713(10) Uani 1 1 d . . .
H5N H 0.9543 0.5254 0.1439 0.107 Uiso 1 1 calc R . .
H6N H 0.9436 0.5879 0.0620 0.107 Uiso 1 1 calc R . .
N11 N 0.4121(2) 0.4190(2) 0.08761(15) 0.0420(6) Uani 1 1 d . . .
N12 N 0.2829(3) 0.5290(2) 0.05784(17) 0.0538(8) Uani 1 1 d . . .
H7N H 0.2481 0.5433 0.0125 0.081 Uiso 1 1 calc R . .
H8N H 0.2356 0.5845 0.0843 0.081 Uiso 1 1 calc R . .
C1 C 0.2522(3) 1.1129(3) 0.44500(19) 0.0367(7) Uani 1 1 d . . .
C2 C 0.3338(3) 0.9961(3) 0.41848(17) 0.0330(7) Uani 1 1 d . . .
C3 C 0.3284(3) 0.8716(3) 0.45797(18) 0.0372(7) Uani 1 1 d . . .
C4 C 0.3285(3) 0.7840(3) 0.42251(17) 0.0324(6) Uani 1 1 d . . .
H4 H 0.3411 0.7988 0.3718 0.039 Uiso 1 1 calc R . .
C5 C 0.3107(3) 0.6678(3) 0.45662(17) 0.0344(7) Uani 1 1 d . . .
C6 C 0.2925(4) 0.6419(3) 0.53817(19) 0.0501(9) Uani 1 1 d . . .
H6A H 0.3808 0.5703 0.5659 0.060 Uiso 0.65 1 d PR . .
H6B H 0.2225 0.6118 0.5458 0.060 Uiso 0.65 1 d PR . .
H6C H 0.3587 0.5496 0.5626 0.060 Uiso 0.35 1 d PR . .
H6D H 0.1985 0.6537 0.5435 0.060 Uiso 0.35 1 d PR . .
C7 C 0.2489(7) 0.7665(8) 0.5685(4) 0.0464(17) Uani 0.65 1 d P . .
H7A H 0.2572 0.7401 0.6218 0.056 Uiso 0.65 1 d PR . .
H7B H 0.1513 0.8303 0.5499 0.056 Uiso 0.65 1 d PR . .
C8 C 0.3393(6) 0.8361(5) 0.5445(3) 0.0340(11) Uani 0.65 1 d P . .
H8A H 0.4363 0.7751 0.5656 0.041 Uiso 0.65 1 d PR . .
C7A C 0.3211(14) 0.7356(15) 0.5725(9) 0.053(4) Uani 0.35 1 d P . .
H7AA H 0.4212 0.7012 0.5845 0.064 Uiso 0.35 1 d PR . .
H7AB H 0.2794 0.7362 0.6181 0.064 Uiso 0.35 1 d PR . .
C8A C 0.2528(13) 0.8775(10) 0.5282(6) 0.042(2) Uani 0.35 1 d P . .
H8AA H 0.1525 0.9139 0.5153 0.050 Uiso 0.35 1 d PR . .
C9 C 0.2833(4) 0.9660(3) 0.5706(2) 0.0539(9) Uani 1 1 d . . .
H9A H 0.3635 0.9728 0.5879 0.065 Uiso 0.65 1 d PR . .
H9B H 0.2339 0.9558 0.6126 0.065 Uiso 0.65 1 d PR . .
H9C H 0.2531 0.9597 0.6193 0.065 Uiso 0.35 1 d PR . .
H9D H 0.3807 0.9470 0.5736 0.065 Uiso 0.35 1 d PR . .
C10 C 0.1853(3) 1.0998(3) 0.5149(2) 0.0512(9) Uani 1 1 d . . .
H10A H 0.0940 1.1035 0.5036 0.061 Uiso 1 1 calc R . .
H10B H 0.1678 1.1750 0.5363 0.061 Uiso 1 1 calc R . .
C11 C 0.3717(3) 1.1475(3) 0.32121(19) 0.0420(8) Uani 1 1 d . . .
C12 C 0.4047(3) 1.0125(2) 0.35800(17) 0.0335(7) Uani 1 1 d . . .
C13 C 0.5180(3) 0.9059(3) 0.32910(18) 0.0378(7) Uani 1 1 d . . .
C14 C 0.6219(3) 0.7936(3) 0.37592(19) 0.0376(7) Uani 1 1 d . . .
H14 H 0.6137 0.7781 0.4271 0.045 Uiso 1 1 calc R . .
C15 C 0.7458(3) 0.6954(3) 0.3513(2) 0.0448(8) Uani 1 1 d . . .
C16 C 0.7631(4) 0.7236(4) 0.2697(2) 0.0645(11) Uani 1 1 d . . .
H16A H 0.8614 0.7046 0.2648 0.077 Uiso 1 1 calc R . .
H16B H 0.7463 0.6616 0.2482 0.077 Uiso 1 1 calc R . .
C17 C 0.6664(4) 0.8646(4) 0.2263(2) 0.0792(13) Uani 1 1 d . . .
H17A H 0.7103 0.9205 0.2316 0.095 Uiso 1 1 calc R . .
H17B H 0.6606 0.8655 0.1736 0.095 Uiso 1 1 calc R . .
C18 C 0.5204(5) 0.9299(4) 0.2454(2) 0.0711(12) Uani 1 1 d . . .
H18 H 0.4727 0.8829 0.2292 0.085 Uiso 1 1 calc R . .
C19 C 0.4315(4) 1.0787(3) 0.2045(2) 0.0552(10) Uani 1 1 d . . .
H19A H 0.4692 1.0970 0.1577 0.066 Uiso 1 1 calc R . .
H19B H 0.3339 1.0976 0.1922 0.066 Uiso 1 1 calc R . .
C20 C 0.4298(4) 1.1725(3) 0.2489(2) 0.0610(10) Uani 1 1 d . . .
H20A H 0.3708 1.2666 0.2201 0.073 Uiso 1 1 calc R . .
H20B H 0.5265 1.1580 0.2592 0.073 Uiso 1 1 calc R . .
C21 C 1.0282(3) -0.1304(3) 0.17983(18) 0.0385(7) Uani 1 1 d . . .
C22 C 0.9215(3) 0.0021(2) 0.14101(16) 0.0314(7) Uani 1 1 d . . .
C23 C 0.9232(3) 0.1132(3) 0.16565(17) 0.0365(7) Uani 1 1 d . . .
C24 C 0.9195(3) 0.2196(3) 0.11606(18) 0.0344(7) Uani 1 1 d . . .
H24 H 0.9029 0.2271 0.0652 0.041 Uiso 1 1 calc R . .
C25 C 0.9397(3) 0.3237(3) 0.1366(2) 0.0401(8) Uani 1 1 d . . .
C26 C 0.9597(5) 0.3131(4) 0.2173(2) 0.0684(11) Uani 1 1 d . . .
H26A H 0.8697 0.3752 0.2314 0.082 Uiso 1 1 calc R . .
H26B H 1.0297 0.3421 0.2261 0.082 Uiso 1 1 calc R . .
C27 C 1.0084(5) 0.1731(4) 0.2665(2) 0.0750(12) Uani 1 1 d . . .
H27A H 1.1099 0.1189 0.2639 0.090 Uiso 1 1 calc R . .
H27B H 0.9980 0.1796 0.3179 0.090 Uiso 1 1 calc R . .
C28 C 0.9353(4) 0.0983(4) 0.2502(2) 0.0578(10) Uani 1 1 d . . .
H28 H 0.8380 0.1412 0.2641 0.069 Uiso 1 1 calc R . .
C29 C 1.0091(4) -0.0515(3) 0.29282(19) 0.0519(9) Uani 1 1 d . . .
H29A H 1.0627 -0.0626 0.3388 0.062 Uiso 1 1 calc R . .
H29B H 0.9363 -0.0785 0.3069 0.062 Uiso 1 1 calc R . .
C30 C 1.1087(3) -0.1452(3) 0.2500(2) 0.0553(9) Uani 1 1 d . . .
H30A H 1.1854 -0.1229 0.2380 0.066 Uiso 1 1 calc R . .
H30B H 1.1512 -0.2389 0.2805 0.066 Uiso 1 1 calc R . .
C31 C 0.8740(3) -0.1091(3) 0.06043(18) 0.0329(7) Uani 1 1 d . . .
C32 C 0.8346(3) 0.0107(2) 0.08294(16) 0.0306(6) Uani 1 1 d . . .
C33 C 0.7003(3) 0.1329(3) 0.04478(17) 0.0349(7) Uani 1 1 d . . .
C34 C 0.6185(3) 0.2254(2) 0.07985(17) 0.0319(7) Uani 1 1 d . . .
H34 H 0.6523 0.2172 0.1284 0.038 Uiso 1 1 calc R . .
C35 C 0.4797(3) 0.3383(2) 0.04640(17) 0.0327(7) Uani 1 1 d . . .
C36 C 0.4259(3) 0.3531(3) -0.03080(19) 0.0458(8) Uani 1 1 d . . .
H36A H 0.4350 0.4251 -0.0642 0.055 Uiso 0.60 1 d PR . .
H36B H 0.3268 0.3783 -0.0332 0.055 Uiso 0.60 1 d PR . .
H36C H 0.3952 0.4443 -0.0596 0.055 Uiso 0.40 1 d PR . .
H36D H 0.3447 0.3384 -0.0292 0.055 Uiso 0.40 1 d PR . .
C37 C 0.5077(8) 0.2202(8) -0.0558(5) 0.0437(18) Uani 0.60 1 d P . .
H37A H 0.4834 0.2403 -0.1085 0.052 Uiso 0.60 1 d PR . .
H37B H 0.4795 0.1548 -0.0314 0.052 Uiso 0.60 1 d PR . .
C37A C 0.5316(13) 0.2629(11) -0.0698(7) 0.044(3) Uani 0.40 1 d P . .
H37C H 0.5941 0.2982 -0.0883 0.052 Uiso 0.40 1 d PR . .
H37D H 0.4839 0.2579 -0.1118 0.052 Uiso 0.40 1 d PR . .
C38 C 0.6669(5) 0.1606(5) -0.0399(3) 0.0364(12) Uani 0.60 1 d P . .
H38A H 0.6967 0.2239 -0.0658 0.044 Uiso 0.60 1 d PR . .
C38A C 0.6191(8) 0.1197(7) -0.0177(5) 0.0337(17) Uani 0.40 1 d P . .
H38B H 0.5616 0.0788 0.0015 0.040 Uiso 0.40 1 d PR . .
C39 C 0.7416(4) 0.0268(3) -0.0632(2) 0.0607(10) Uani 1 1 d . . .
H39A H 0.8238 0.0235 -0.0852 0.073 Uiso 0.60 1 d PR . .
H39B H 0.6785 0.0306 -0.1014 0.073 Uiso 0.60 1 d PR . .
H39C H 0.7027 0.0265 -0.1096 0.073 Uiso 0.40 1 d PR . .
H39D H 0.8151 0.0522 -0.0709 0.073 Uiso 0.40 1 d PR . .
C40 C 0.7896(3) -0.1045(3) -0.0047(2) 0.0476(8) Uani 1 1 d . . .
H40A H 0.7067 -0.1135 0.0114 0.057 Uiso 1 1 calc R . .
H40B H 0.8477 -0.1803 -0.0256 0.057 Uiso 1 1 calc R . .
O1 O 0.8900(2) 0.4944(2) 0.75527(18) 0.0629(6) Uani 1 1 d . . .
H1W H 0.8157 0.5566 0.7261 0.094 Uiso 1 1 d . . .
H2W H 0.8739 0.4283 0.7742 0.094 Uiso 1 1 d . . .
O2 O 0.5785(5) 0.3898(4) 0.2180(3) 0.0823(15) Uani 0.75 1 d PD A -1
H3W H 0.5324 0.3977 0.1758 0.123 Uiso 0.75 1 d P B -1
C41 C 0.4783(5) 0.4847(7) 0.2557(4) 0.0757(15) Uani 0.75 1 d PD A -1
H41A H 0.4633 0.4341 0.3019 0.091 Uiso 0.75 1 calc PR A -1
H41B H 0.3869 0.5393 0.2240 0.091 Uiso 0.75 1 calc PR A -1
C42 C 0.5292(10) 0.5765(7) 0.2737(4) 0.123(4) Uani 0.75 1 d PD A -1
H42A H 0.6193 0.5230 0.3055 0.184 Uiso 0.75 1 calc PR A -1
H42B H 0.4600 0.6372 0.2992 0.184 Uiso 0.75 1 calc PR A -1
H42C H 0.5413 0.6290 0.2280 0.184 Uiso 0.75 1 calc PR A -1
O2A O 0.465(2) 0.5895(19) 0.2564(13) 0.124(5) Uiso 0.25 1 d PD C -2
C41A C 0.589(2) 0.480(2) 0.2383(17) 0.124(5) Uiso 0.25 1 d PD C -2
C42A C 0.566(4) 0.360(3) 0.242(2) 0.124(5) Uiso 0.25 1 d PD C -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
N1 0.0491(15) 0.0265(12) 0.054(2) -0.0061(11) -0.0039(13) -0.0084(11)
N2 0.0579(17) 0.0224(12) 0.061(2) 0.0001(11) -0.0061(14) -0.0124(12)
N3 0.0654(17) 0.0383(13) 0.0448(19) -0.0027(12) -0.0016(13) -0.0324(13)
N4 0.080(2) 0.0424(14) 0.055(2) -0.0095(13) 0.0041(15) -0.0400(15)
N5 0.0433(15) 0.0286(13) 0.085(2) -0.0063(13) 0.0248(15) -0.0085(11)
N6 0.0559(18) 0.0431(16) 0.123(3) -0.0167(17) 0.0419(19) -0.0059(14)
N7 0.0441(14) 0.0243(12) 0.057(2) -0.0004(11) -0.0005(13) -0.0079(10)
N8 0.0444(14) 0.0241(11) 0.059(2) -0.0082(11) 0.0080(13) -0.0142(11)
N9 0.0373(13) 0.0269(12) 0.079(2) -0.0059(12) -0.0119(13) -0.0145(10)
N10 0.0618(18) 0.0392(15) 0.116(3) -0.0170(16) -0.0158(17) -0.0277(14)
N11 0.0308(12) 0.0332(12) 0.0474(18) -0.0083(11) 0.0052(11) -0.0044(10)
N12 0.0321(13) 0.0367(13) 0.066(2) -0.0122(13) 0.0049(13) 0.0050(11)
C1 0.0258(13) 0.0285(14) 0.047(2) -0.0088(12) -0.0050(12) -0.0067(11)
C2 0.0304(13) 0.0289(14) 0.0338(19) -0.0048(12) -0.0015(12) -0.0109(11)
C3 0.0420(16) 0.0308(14) 0.041(2) -0.0093(13) 0.0081(14) -0.0189(13)
C4 0.0350(14) 0.0333(14) 0.0250(17) -0.0012(11) -0.0010(11) -0.0160(12)
C5 0.0355(15) 0.0289(13) 0.037(2) -0.0044(12) -0.0043(12) -0.0154(12)
C6 0.068(2) 0.0422(16) 0.045(2) -0.0043(14) 0.0118(17) -0.0337(16)
C7 0.058(4) 0.054(4) 0.040(4) -0.012(3) 0.023(4) -0.037(4)
C8 0.027(2) 0.033(3) 0.035(3) -0.005(2) 0.000(2) -0.011(2)
C7A 0.059(8) 0.061(8) 0.042(7) -0.017(5) 0.023(8) -0.029(8)
C8A 0.041(5) 0.049(6) 0.039(7) -0.013(4) 0.016(5) -0.024(5)
C9 0.074(2) 0.053(2) 0.045(2) -0.0194(16) 0.0191(18) -0.0355(18)
C10 0.0348(16) 0.059(2) 0.056(3) -0.0288(17) 0.0106(15) -0.0135(15)
C11 0.0464(16) 0.0330(15) 0.043(2) 0.0019(13) -0.0042(14) -0.0215(13)
C12 0.0315(14) 0.0261(13) 0.0360(19) -0.0024(11) -0.0028(12) -0.0108(11)
C13 0.0394(15) 0.0326(14) 0.038(2) -0.0052(12) 0.0094(13) -0.0162(12)
C14 0.0369(15) 0.0279(14) 0.048(2) -0.0099(12) 0.0143(13) -0.0152(12)
C15 0.0356(15) 0.0358(15) 0.066(2) -0.0121(14) 0.0167(15) -0.0200(13)
C16 0.050(2) 0.069(2) 0.072(3) -0.0256(19) 0.0339(19) -0.0225(18)
C17 0.060(2) 0.099(3) 0.049(3) -0.005(2) 0.0192(19) -0.021(2)
C18 0.080(3) 0.062(2) 0.046(3) -0.0075(17) 0.022(2) -0.017(2)
C19 0.060(2) 0.0526(19) 0.044(2) 0.0033(16) 0.0097(16) -0.0272(16)
C20 0.076(2) 0.055(2) 0.059(3) -0.0003(17) 0.0109(18) -0.0434(19)
C21 0.0293(13) 0.0310(14) 0.042(2) 0.0020(12) -0.0002(12) -0.0092(11)
C22 0.0258(13) 0.0256(13) 0.0329(18) -0.0002(11) 0.0018(11) -0.0076(10)
C23 0.0350(15) 0.0329(14) 0.0350(19) -0.0062(12) -0.0042(12) -0.0121(12)
C24 0.0237(13) 0.0299(13) 0.045(2) -0.0109(12) 0.0009(12) -0.0088(11)
C25 0.0272(14) 0.0346(15) 0.061(2) -0.0185(14) 0.0014(13) -0.0142(12)
C26 0.087(3) 0.072(2) 0.078(3) -0.037(2) 0.020(2) -0.056(2)
C27 0.105(3) 0.099(3) 0.048(3) -0.022(2) 0.002(2) -0.070(3)
C28 0.0491(18) 0.065(2) 0.058(3) -0.0150(17) 0.0035(16) -0.0261(16)
C29 0.0547(19) 0.062(2) 0.031(2) -0.0006(15) -0.0052(15) -0.0263(16)
C30 0.0388(17) 0.0534(19) 0.050(2) 0.0022(16) -0.0097(15) -0.0101(15)
C31 0.0294(13) 0.0273(13) 0.044(2) -0.0099(12) 0.0127(12) -0.0152(11)
C32 0.0239(12) 0.0235(13) 0.0371(19) -0.0044(11) 0.0045(12) -0.0071(10)
C33 0.0290(14) 0.0310(14) 0.034(2) -0.0071(12) -0.0047(12) -0.0062(12)
C34 0.0262(13) 0.0269(13) 0.0349(19) -0.0048(11) -0.0023(12) -0.0079(11)
C35 0.0240(13) 0.0267(13) 0.038(2) -0.0032(12) 0.0021(12) -0.0073(11)
C36 0.0314(14) 0.0397(16) 0.048(2) -0.0044(14) -0.0068(14) -0.0054(13)
C37 0.036(3) 0.045(5) 0.042(5) -0.007(3) -0.007(3) -0.014(3)
C37A 0.043(6) 0.038(6) 0.037(7) 0.001(5) -0.013(4) -0.015(4)
C38 0.037(3) 0.034(3) 0.033(3) -0.003(2) 0.005(2) -0.015(2)
C38A 0.031(4) 0.033(4) 0.038(5) -0.004(3) 0.000(3) -0.018(3)
C39 0.057(2) 0.055(2) 0.053(3) -0.0271(18) -0.0064(18) -0.0065(17)
C40 0.0451(17) 0.0520(19) 0.058(3) -0.0275(16) 0.0145(16) -0.0273(15)
O1 0.0471(12) 0.0334(9) 0.0928(17) 0.0068(9) -0.0086(13) -0.0174(11)
O2 0.073(2) 0.081(3) 0.095(5) -0.042(3) 0.006(3) -0.029(2)
C41 0.070(3) 0.113(5) 0.073(4) -0.045(3) 0.017(3) -0.057(4)
C42 0.196(9) 0.140(7) 0.072(5) 0.024(4) -0.041(5) -0.137(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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.323(4) . ?
N1 N2 1.343(4) . ?
N2 C11 1.336(4) . ?
N3 C5 1.277(4) . ?
N3 N4 1.374(3) . ?
N4 H1N 0.8700 . ?
N4 H2N 0.8700 . ?
N5 C15 1.295(4) . ?
N5 N6 1.372(4) . ?
N6 H3N 0.8700 . ?
N6 H4N 0.8700 . ?
N7 C21 1.320(4) . ?
N7 N8 1.341(4) . ?
N8 C31 1.336(4) . ?
N9 C25 1.290(4) . ?
N9 N10 1.370(4) . ?
N10 H5N 0.8700 . ?
N10 H6N 0.8700 . ?
N11 C35 1.301(4) . ?
N11 N12 1.371(3) . ?
N12 H7N 0.8700 . ?
N12 H8N 0.8700 . ?
C1 C2 1.431(4) . ?
C1 C10 1.497(5) . ?
C2 C12 1.384(4) . ?
C2 C3 1.484(4) . ?
C3 C4 1.330(4) . ?
C3 C8A 1.537(10) . ?
C3 C8 1.557(6) . ?
C4 C5 1.444(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.508(5) . ?
C6 C7A 1.518(17) . ?
C6 C7 1.538(9) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C6 H6D 0.9600 . ?
C7 C8 1.530(8) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C8 C9 1.535(6) . ?
C8 H8A 0.9600 . ?
C7A C8A 1.471(18) . ?
C7A H7AA 0.9600 . ?
C7A H7AB 0.9600 . ?
C8A C9 1.569(11) . ?
C8A H8AA 0.9600 . ?
C9 C10 1.523(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9 H9D 0.9600 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C11 C12 1.421(4) . ?
C11 C20 1.506(5) . ?
C12 C13 1.484(4) . ?
C13 C14 1.348(4) . ?
C13 C18 1.520(5) . ?
C14 C15 1.451(4) . ?
C14 H14 0.9400 . ?
C15 C16 1.508(5) . ?
C16 C17 1.485(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 C18 1.474(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C18 C19 1.522(5) . ?
C18 H18 0.9900 . ?
C19 C20 1.503(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C21 C22 1.427(3) . ?
C21 C30 1.496(5) . ?
C22 C32 1.381(4) . ?
C22 C23 1.469(4) . ?
C23 C24 1.338(4) . ?
C23 C28 1.541(5) . ?
C24 C25 1.448(4) . ?
C24 H24 0.9400 . ?
C25 C26 1.486(5) . ?
C26 C27 1.502(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C27 C28 1.485(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C28 C29 1.531(5) . ?
C28 H28 0.9900 . ?
C29 C30 1.510(5) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C31 C32 1.415(4) . ?
C31 C40 1.488(5) . ?
C32 C33 1.489(3) . ?
C33 C34 1.340(4) . ?
C33 C38A 1.528(8) . ?
C33 C38 1.541(6) . ?
C34 C35 1.458(3) . ?
C34 H34 0.9400 . ?
C35 C36 1.490(4) . ?
C36 C37A 1.469(14) . ?
C36 C37 1.560(9) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C36 H36D 0.9600 . ?
C37 C38 1.512(10) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37A C38A 1.541(13) . ?
C37A H37C 0.9600 . ?
C37A H37D 0.9600 . ?
C38 C39 1.545(6) . ?
C38 H38A 0.9600 . ?
C38A C39 1.647(9) . ?
C38A H38B 0.9600 . ?
C39 C40 1.503(5) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C39 H39D 0.9600 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
O1 H1W 0.8562 . ?
O1 H2W 0.8566 . ?
O2 C41 1.456(6) . ?
O2 H3W 0.8906 . ?
C41 C42 1.495(6) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
O2A C41A 1.460(10) . ?
C41A C42A 1.497(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 N2 119.6(3) . . ?
C11 N2 N1 120.4(2) . . ?
C5 N3 N4 118.6(3) . . ?
N3 N4 H1N 120.0 . . ?
N3 N4 H2N 120.0 . . ?
H1N N4 H2N 120.0 . . ?
C15 N5 N6 117.9(3) . . ?
N5 N6 H3N 120.0 . . ?
N5 N6 H4N 120.0 . . ?
H3N N6 H4N 120.0 . . ?
C21 N7 N8 120.4(2) . . ?
C31 N8 N7 119.2(2) . . ?
C25 N9 N10 118.1(3) . . ?
N9 N10 H5N 120.0 . . ?
N9 N10 H6N 120.0 . . ?
H5N N10 H6N 120.0 . . ?
C35 N11 N12 118.3(3) . . ?
N11 N12 H7N 120.0 . . ?
N11 N12 H8N 120.0 . . ?
H7N N12 H8N 120.0 . . ?
N1 C1 C2 123.0(3) . . ?
N1 C1 C10 117.0(3) . . ?
C2 C1 C10 120.0(3) . . ?
C12 C2 C1 117.0(2) . . ?
C12 C2 C3 127.4(3) . . ?
C1 C2 C3 115.6(3) . . ?
C4 C3 C2 122.0(3) . . ?
C4 C3 C8A 115.3(4) . . ?
C2 C3 C8A 116.6(4) . . ?
C4 C3 C8 119.5(3) . . ?
C2 C3 C8 118.2(3) . . ?
C3 C4 C5 124.4(3) . . ?
C3 C4 H4 117.8 . . ?
C5 C4 H4 117.8 . . ?
N3 C5 C4 116.8(3) . . ?
N3 C5 C6 124.9(3) . . ?
C4 C5 C6 118.3(3) . . ?
C5 C6 C7A 110.0(6) . . ?
C5 C6 C7 113.4(3) . . ?
C5 C6 H6A 108.6 . . ?
C7 C6 H6A 108.5 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 107.8 . . ?
C5 C6 H6C 108.6 . . ?
C7A C6 H6C 109.5 . . ?
C5 C6 H6D 109.2 . . ?
C7A C6 H6D 111.6 . . ?
H6C C6 H6D 107.8 . . ?
C8 C7 C6 112.0(5) . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7A 109.7 . . ?
C8 C7 H7B 108.4 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 108.1 . . ?
C6 C7 H7AB 107.6 . . ?
C7 C8 C9 109.8(5) . . ?
C7 C8 C3 107.9(4) . . ?
C9 C8 C3 109.8(3) . . ?
C7 C8 H8A 109.1 . . ?
C9 C8 H8A 110.4 . . ?
C3 C8 H8A 109.8 . . ?
C8A C7A H7AA 111.1 . . ?
C6 C7A H7AA 110.9 . . ?
C8A C7A H7AB 105.6 . . ?
C6 C7A H7AB 106.2 . . ?
H7AA C7A H7AB 108.0 . . ?
C7A C8A C9 110.2(10) . . ?
C3 C8A C9 109.1(6) . . ?
C7A C8A H8AA 112.6 . . ?
C3 C8A H8AA 110.5 . . ?
C9 C8A H8AA 110.8 . . ?
C10 C9 C8 118.1(4) . . ?
C10 C9 C8A 94.7(5) . . ?
C10 C9 H9A 107.5 . . ?
C8 C9 H9A 108.1 . . ?
C10 C9 H9B 107.9 . . ?
C8 C9 H9B 107.6 . . ?
H9A C9 H9B 107.3 . . ?
C10 C9 H9C 112.7 . . ?
C8 C9 H9C 115.2 . . ?
C8A C9 H9C 112.3 . . ?
C10 C9 H9D 112.7 . . ?
C8A C9 H9D 113.2 . . ?
H9C C9 H9D 110.4 . . ?
C1 C10 C9 109.7(2) . . ?
C1 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
C1 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
N2 C11 C12 122.7(3) . . ?
N2 C11 C20 118.8(3) . . ?
C12 C11 C20 118.5(3) . . ?
C2 C12 C11 116.5(3) . . ?
C2 C12 C13 128.0(2) . . ?
C11 C12 C13 115.4(3) . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 C18 120.3(3) . . ?
C12 C13 C18 118.6(3) . . ?
C13 C14 C15 123.4(3) . . ?
C13 C14 H14 118.3 . . ?
C15 C14 H14 118.3 . . ?
N5 C15 C14 115.7(3) . . ?
N5 C15 C16 125.9(3) . . ?
C14 C15 C16 118.4(3) . . ?
C17 C16 C15 114.1(3) . . ?
C17 C16 H16A 108.7 . . ?
C15 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C15 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C18 C17 C16 117.5(3) . . ?
C18 C17 H17A 107.9 . . ?
C16 C17 H17A 107.9 . . ?
C18 C17 H17B 107.9 . . ?
C16 C17 H17B 107.9 . . ?
H17A C17 H17B 107.2 . . ?
C17 C18 C13 111.7(3) . . ?
C17 C18 C19 114.9(3) . . ?
C13 C18 C19 111.9(3) . . ?
C17 C18 H18 105.8 . . ?
C13 C18 H18 105.8 . . ?
C19 C18 H18 105.8 . . ?
C20 C19 C18 113.2(3) . . ?
C20 C19 H19A 108.9 . . ?
C18 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C18 C19 H19B 108.9 . . ?
H19A C19 H19B 107.8 . . ?
C19 C20 C11 110.3(3) . . ?
C19 C20 H20A 109.6 . . ?
C11 C20 H20A 109.6 . . ?
C19 C20 H20B 109.6 . . ?
C11 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
N7 C21 C22 122.8(3) . . ?
N7 C21 C30 119.4(3) . . ?
C22 C21 C30 117.7(3) . . ?
C32 C22 C21 116.6(3) . . ?
C32 C22 C23 128.0(2) . . ?
C21 C22 C23 115.3(3) . . ?
C24 C23 C22 120.5(3) . . ?
C24 C23 C28 122.4(3) . . ?
C22 C23 C28 117.0(2) . . ?
C23 C24 C25 123.5(3) . . ?
C23 C24 H24 118.2 . . ?
C25 C24 H24 118.2 . . ?
N9 C25 C24 115.6(3) . . ?
N9 C25 C26 127.0(3) . . ?
C24 C25 C26 117.4(3) . . ?
C25 C26 C27 113.9(3) . . ?
C25 C26 H26A 108.8 . . ?
C27 C26 H26A 108.8 . . ?
C25 C26 H26B 108.8 . . ?
C27 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C28 C27 C26 117.3(4) . . ?
C28 C27 H27A 108.0 . . ?
C26 C27 H27A 108.0 . . ?
C28 C27 H27B 108.0 . . ?
C26 C27 H27B 108.0 . . ?
H27A C27 H27B 107.2 . . ?
C27 C28 C29 113.7(3) . . ?
C27 C28 C23 108.4(3) . . ?
C29 C28 C23 110.3(3) . . ?
C27 C28 H28 108.1 . . ?
C29 C28 H28 108.1 . . ?
C23 C28 H28 108.1 . . ?
C30 C29 C28 114.4(3) . . ?
C30 C29 H29A 108.7 . . ?
C28 C29 H29A 108.7 . . ?
C30 C29 H29B 108.7 . . ?
C28 C29 H29B 108.7 . . ?
H29A C29 H29B 107.6 . . ?
C21 C30 C29 109.4(3) . . ?
C21 C30 H30A 109.8 . . ?
C29 C30 H30A 109.8 . . ?
C21 C30 H30B 109.8 . . ?
C29 C30 H30B 109.8 . . ?
H30A C30 H30B 108.2 . . ?
N8 C31 C32 123.4(3) . . ?
N8 C31 C40 117.3(3) . . ?
C32 C31 C40 119.3(2) . . ?
C22 C32 C31 116.7(2) . . ?
C22 C32 C33 125.7(2) . . ?
C31 C32 C33 117.6(3) . . ?
C34 C33 C32 122.0(3) . . ?
C34 C33 C38A 114.3(4) . . ?
C32 C33 C38A 117.1(3) . . ?
C34 C33 C38 119.7(3) . . ?
C32 C33 C38 117.7(3) . . ?
C33 C34 C35 123.2(3) . . ?
C33 C34 H34 118.4 . . ?
C35 C34 H34 118.4 . . ?
N11 C35 C34 116.1(3) . . ?
N11 C35 C36 125.1(2) . . ?
C34 C35 C36 118.8(3) . . ?
C37A C36 C35 114.3(5) . . ?
C35 C36 C37 112.1(4) . . ?
C35 C36 H36A 108.8 . . ?
C37 C36 H36A 109.6 . . ?
C35 C36 H36B 108.9 . . ?
C37 C36 H36B 109.5 . . ?
H36A C36 H36B 107.8 . . ?
C37A C36 H36C 107.3 . . ?
C35 C36 H36C 108.7 . . ?
C37A C36 H36D 109.7 . . ?
C35 C36 H36D 108.9 . . ?
H36C C36 H36D 107.7 . . ?
C38 C37 C36 112.2(6) . . ?
C38 C37 H37A 108.2 . . ?
C36 C37 H37A 108.6 . . ?
C38 C37 H37B 109.6 . . ?
C36 C37 H37B 110.0 . . ?
H37A C37 H37B 108.2 . . ?
C36 C37A C38A 110.9(9) . . ?
C38 C37A H37A 113.5 . . ?
C36 C37A H37A 111.0 . . ?
C36 C37A H37C 110.2 . . ?
C38A C37A H37C 109.5 . . ?
C36 C37A H37D 109.3 . . ?
C38A C37A H37D 109.2 . . ?
C37A C38 C33 114.6(7) . . ?
C37 C38 C33 106.3(5) . . ?
C37 C38 C39 109.7(5) . . ?
C33 C38 C39 109.9(3) . . ?
C37 C38 H38A 110.2 . . ?
C33 C38 H38A 109.9 . . ?
C39 C38 H38A 110.8 . . ?
C33 C38A C37A 106.7(7) . . ?
C37 C38A C39 117.5(7) . . ?
C33 C38A C39 105.4(5) . . ?
C37A C38A C39 108.3(7) . . ?
C33 C38A H38B 111.7 . . ?
C37A C38A H38B 112.8 . . ?
C39 C38A H38B 111.5 . . ?
C40 C39 C38 118.7(4) . . ?
C40 C39 H39A 107.3 . . ?
C38 C39 H39A 107.5 . . ?
C40 C39 H39B 107.8 . . ?
C38 C39 H39B 107.8 . . ?
H39A C39 H39B 107.2 . . ?
H39C C39 H39D 110.4 . . ?
C31 C40 C39 110.3(3) . . ?
C31 C40 H40A 109.6 . . ?
C39 C40 H40A 109.6 . . ?
C31 C40 H40B 109.6 . . ?
C39 C40 H40B 109.6 . . ?
H40A C40 H40B 108.1 . . ?
H1W O1 H2W 107.8 . . ?
C41 O2 H3W 108.1 . . ?
O2 C41 C42 112.2(5) . . ?
O2 C41 H41A 109.2 . . ?
C42 C41 H41A 109.2 . . ?
O2 C41 H41B 109.2 . . ?
C42 C41 H41B 109.2 . . ?
H41A C41 H41B 107.9 . . ?
O2A C41A C42A 111.0(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C11 -5.3(4) . . . . ?
C21 N7 N8 C31 -5.1(4) . . . . ?
N2 N1 C1 C2 2.8(4) . . . . ?
N2 N1 C1 C10 -178.7(3) . . . . ?
N1 C1 C2 C12 5.0(4) . . . . ?
C10 C1 C2 C12 -173.5(3) . . . . ?
N1 C1 C2 C3 -173.0(3) . . . . ?
C10 C1 C2 C3 8.4(4) . . . . ?
C12 C2 C3 C4 -34.2(5) . . . . ?
C1 C2 C3 C4 143.6(3) . . . . ?
C12 C2 C3 C8A 174.5(6) . . . . ?
C1 C2 C3 C8A -7.7(6) . . . . ?
C12 C2 C3 C8 139.1(4) . . . . ?
C1 C2 C3 C8 -43.1(4) . . . . ?
C2 C3 C4 C5 -174.2(2) . . . . ?
C8A C3 C4 C5 -22.6(6) . . . . ?
C8 C3 C4 C5 12.6(5) . . . . ?
N4 N3 C5 C4 178.4(2) . . . . ?
N4 N3 C5 C6 -2.4(5) . . . . ?
C3 C4 C5 N3 178.4(3) . . . . ?
C3 C4 C5 C6 -0.9(4) . . . . ?
N3 C5 C6 C7A 171.6(6) . . . . ?
C4 C5 C6 C7A -9.3(7) . . . . ?
N3 C5 C6 C7 -161.0(4) . . . . ?
C4 C5 C6 C7 18.2(5) . . . . ?
C5 C6 C7 C8 -46.9(6) . . . . ?
C6 C7 C8 C9 175.3(4) . . . . ?
C6 C7 C8 C3 55.7(6) . . . . ?
C4 C3 C8 C7 -39.7(5) . . . . ?
C2 C3 C8 C7 146.9(4) . . . . ?
C4 C3 C8 C9 -159.3(3) . . . . ?
C2 C3 C8 C9 27.2(5) . . . . ?
C5 C6 C7A C8A 45.7(11) . . . . ?
C6 C7A C8A C3 -66.3(11) . . . . ?
C6 C7A C8A C9 177.3(7) . . . . ?
C4 C3 C8A C7A 53.4(10) . . . . ?
C2 C3 C8A C7A -153.4(8) . . . . ?
C8 C3 C8A C7A -52.3(10) . . . . ?
C4 C3 C8A C9 170.6(5) . . . . ?
C2 C3 C8A C9 -36.2(9) . . . . ?
C7 C8 C9 C10 -97.9(5) . . . . ?
C3 C8 C9 C10 20.5(5) . . . . ?
C7A C8A C9 C10 -173.5(8) . . . . ?
C3 C8A C9 C10 73.6(7) . . . . ?
N1 C1 C10 C9 -142.1(3) . . . . ?
C2 C1 C10 C9 36.6(4) . . . . ?
C8 C9 C10 C1 -51.8(4) . . . . ?
C8A C9 C10 C1 -73.7(5) . . . . ?
N1 N2 C11 C12 0.1(5) . . . . ?
N1 N2 C11 C20 179.1(3) . . . . ?
C1 C2 C12 C11 -9.6(4) . . . . ?
C3 C2 C12 C11 168.2(3) . . . . ?
C1 C2 C12 C13 166.4(3) . . . . ?
C3 C2 C12 C13 -15.8(5) . . . . ?
N2 C11 C12 C2 7.6(4) . . . . ?
C20 C11 C12 C2 -171.4(3) . . . . ?
N2 C11 C12 C13 -168.9(3) . . . . ?
C20 C11 C12 C13 12.0(4) . . . . ?
C2 C12 C13 C14 -40.9(5) . . . . ?
C11 C12 C13 C14 135.2(3) . . . . ?
C2 C12 C13 C18 143.2(3) . . . . ?
C11 C12 C13 C18 -40.7(4) . . . . ?
C12 C13 C14 C15 -171.0(3) . . . . ?
C18 C13 C14 C15 4.8(5) . . . . ?
N6 N5 C15 C14 176.6(3) . . . . ?
N6 N5 C15 C16 -3.4(5) . . . . ?
C13 C14 C15 N5 -176.8(3) . . . . ?
C13 C14 C15 C16 3.2(5) . . . . ?
N5 C15 C16 C17 -167.1(4) . . . . ?
C14 C15 C16 C17 13.0(5) . . . . ?
C15 C16 C17 C18 -38.1(6) . . . . ?
C16 C17 C18 C13 45.0(6) . . . . ?
C16 C17 C18 C19 173.9(4) . . . . ?
C14 C13 C18 C17 -28.1(5) . . . . ?
C12 C13 C18 C17 147.8(3) . . . . ?
C14 C13 C18 C19 -158.6(3) . . . . ?
C12 C13 C18 C19 17.4(5) . . . . ?
C17 C18 C19 C20 -96.8(5) . . . . ?
C13 C18 C19 C20 32.0(5) . . . . ?
C18 C19 C20 C11 -58.9(4) . . . . ?
N2 C11 C20 C19 -142.9(3) . . . . ?
C12 C11 C20 C19 36.2(4) . . . . ?
N8 N7 C21 C22 -1.6(4) . . . . ?
N8 N7 C21 C30 178.3(3) . . . . ?
N7 C21 C22 C32 9.2(4) . . . . ?
C30 C21 C22 C32 -170.7(3) . . . . ?
N7 C21 C22 C23 -167.7(3) . . . . ?
C30 C21 C22 C23 12.5(4) . . . . ?
C32 C22 C23 C24 -45.9(4) . . . . ?
C21 C22 C23 C24 130.5(3) . . . . ?
C32 C22 C23 C28 136.4(3) . . . . ?
C21 C22 C23 C28 -47.2(4) . . . . ?
C22 C23 C24 C25 -171.5(2) . . . . ?
C28 C23 C24 C25 6.0(4) . . . . ?
N10 N9 C25 C24 176.1(2) . . . . ?
N10 N9 C25 C26 -2.7(5) . . . . ?
C23 C24 C25 N9 178.5(3) . . . . ?
C23 C24 C25 C26 -2.5(4) . . . . ?
N9 C25 C26 C27 -160.2(3) . . . . ?
C24 C25 C26 C27 21.0(5) . . . . ?
C25 C26 C27 C28 -45.3(6) . . . . ?
C26 C27 C28 C29 169.1(4) . . . . ?
C26 C27 C28 C23 46.1(5) . . . . ?
C24 C23 C28 C27 -26.8(4) . . . . ?
C22 C23 C28 C27 150.8(3) . . . . ?
C24 C23 C28 C29 -151.8(3) . . . . ?
C22 C23 C28 C29 25.8(4) . . . . ?
C27 C28 C29 C30 -95.3(4) . . . . ?
C23 C28 C29 C30 26.6(4) . . . . ?
N7 C21 C30 C29 -141.3(3) . . . . ?
C22 C21 C30 C29 38.5(4) . . . . ?
C28 C29 C30 C21 -58.9(4) . . . . ?
N7 N8 C31 C32 4.1(4) . . . . ?
N7 N8 C31 C40 -175.9(3) . . . . ?
C21 C22 C32 C31 -9.7(4) . . . . ?
C23 C22 C32 C31 166.7(3) . . . . ?
C21 C22 C32 C33 167.2(3) . . . . ?
C23 C22 C32 C33 -16.4(5) . . . . ?
N8 C31 C32 C22 3.6(4) . . . . ?
C40 C31 C32 C22 -176.4(2) . . . . ?
N8 C31 C32 C33 -173.5(3) . . . . ?
C40 C31 C32 C33 6.4(4) . . . . ?
C22 C32 C33 C34 -29.2(4) . . . . ?
C31 C32 C33 C34 147.7(3) . . . . ?
C22 C32 C33 C38A -179.1(4) . . . . ?
C31 C32 C33 C38A -2.2(5) . . . . ?
C22 C32 C33 C38 142.8(4) . . . . ?
C31 C32 C33 C38 -40.3(4) . . . . ?
C32 C33 C34 C35 -173.4(2) . . . . ?
C38A C33 C34 C35 -22.7(5) . . . . ?
C38 C33 C34 C35 14.8(5) . . . . ?
N12 N11 C35 C34 178.1(2) . . . . ?
N12 N11 C35 C36 -1.9(4) . . . . ?
C33 C34 C35 N11 179.3(3) . . . . ?
C33 C34 C35 C36 -0.7(4) . . . . ?
N11 C35 C36 C37A 170.2(5) . . . . ?
C34 C35 C36 C37A -9.8(6) . . . . ?
N11 C35 C36 C37 -162.7(4) . . . . ?
C34 C35 C36 C37 17.3(5) . . . . ?
C35 C36 C37 C38 -48.4(6) . . . . ?
C35 C36 C37A C38A 42.3(9) . . . . ?
C36 C37 C38 C33 59.1(6) . . . . ?
C36 C37 C38 C39 177.9(5) . . . . ?
C34 C33 C38 C37 -43.5(6) . . . . ?
C32 C33 C38 C37 144.4(4) . . . . ?
C34 C33 C38 C39 -162.1(3) . . . . ?
C32 C33 C38 C39 25.7(5) . . . . ?
C34 C33 C38A C37A 53.4(8) . . . . ?
C32 C33 C38A C37A -154.4(6) . . . . ?
C38 C33 C38A C37A -54.3(7) . . . . ?
C34 C33 C38A C39 168.4(3) . . . . ?
C32 C33 C38A C39 -39.4(6) . . . . ?
C38 C33 C38A C39 60.6(6) . . . . ?
C36 C37A C38A C33 -63.5(9) . . . . ?
C36 C37A C38A C39 -176.5(6) . . . . ?
C37 C38 C39 C40 -97.2(5) . . . . ?
C33 C38 C39 C40 19.4(6) . . . . ?
C37A C38A C39 C40 -171.7(6) . . . . ?
N8 C31 C40 C39 -143.3(3) . . . . ?
C32 C31 C40 C39 36.8(4) . . . . ?
C38 C39 C40 C31 -50.5(5) . . . . ?
C38A C39 C40 C31 -73.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.93
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.569
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.051

_iucr_refine_instruction_details 
;
#---------------------------------------------------------

TITL i110 in P-1
CELL 0.71073 10.7110 11.5603 18.6159 76.538 90.023 62.401
ZERR 2.00 0.0010 0.0011 0.0016 0.006 0.006 0.007
LATT 1
SFAC C H N O
UNIT 84 112 24 4
MERG 2
OMIT 0.00 180.00
OMIT 1 6 4
OMIT 0 5 0
OMIT 3 3 2
OMIT -3 -2 7
TWIN 1.00 0.00 0.00 1.00 -1.00 0.00 0.00 0.00 -1.00 2
SHEL 0.78 4
DFIX 1.45 0.01 O2 C41
DFIX 1.50 0.01 C41 C42
DFIX 2.44 0.01 O2 C42
DFIX 1.45 0.01 O2A C41A
DFIX 1.50 0.01 C41A C42A
DFIX 2.44 0.01 O2A C42A
EADP O2A C41A C42A
FMAP 2
PLAN 25
SIZE 0.23 0.26 0.29

EQIV $1 1-X, 2-Y, 1-Z
EQIV $2 2-X, 1-Y, 1-Z
EQIV $3 1-X, 1-Y, 1-Z
EQIV $4 X, -1+Y, Z
EQIV $5 1+X, -1+Y, Z
EQIV $6 X, 1+Y, Z
EQIV $7 1-X, 1-Y, -Z
EQIV $8 -1+X, 1+Y, Z
EQIV $9 2-X, -Y, 1-Z

RTAB H..O H1W N2_$1
RTAB H..O H2W N7_$9
RTAB H..O H3W N11
RTAB H..O H1N N5_$3
RTAB H..O H2N N1_$4
RTAB H..O H3N O1_$2
RTAB H..O H4N N1_$5
RTAB H..O H5N O1_$2
RTAB H..O H6N N8_$6
RTAB H..O H7N N9_$7
RTAB H..O H8N N8_$8

RTAB O..O O1 N2_$1
RTAB O..O O1 N7_$9
RTAB O..O O2 N11
RTAB O..O N4 N5_$3
RTAB O..O N4 N1_$4
RTAB O..O N6 O1_$2
RTAB O..O N6 N1_$5
RTAB O..O N10 O1_$2
RTAB O..O N10 N8_$6
RTAB O..O N12 N9_$7
RTAB O..O N12 N8_$8

RTAB XHY O1 H1W N2_$1
RTAB XHY O1 H2W N7_$9
RTAB XHY O2 H3W N11
RTAB XHY N4 H1N N5_$3
RTAB XHY N4 H2N N1_$4
RTAB XHY N6 H3N O1_$2
RTAB XHY N6 H4N N1_$5
RTAB XHY N10 H5N O1_$2
RTAB XHY N10 H6N N8_$6
RTAB XHY N12 H7N N9_$7
RTAB XHY N12 H8N N8_$8

ACTA
BOND $H
CONF
LIST 4
L.S. 4
TEMP -60.00
WGHT 0.082700
BASF 0.73331
FVAR 0.84789
N1 3 0.234396 1.234645 0.411291 11.00000 0.04907 0.02646 =
0.05428 -0.00606 -0.00390 -0.00837
N2 3 0.289695 1.252963 0.347528 11.00000 0.05790 0.02235 =
0.06066 0.00008 -0.00608 -0.01240
N3 3 0.309983 0.595203 0.414558 11.00000 0.06537 0.03834 =
0.04482 -0.00275 -0.00160 -0.03240
N4 3 0.296862 0.481773 0.445300 11.00000 0.08046 0.04236 =
0.05487 -0.00954 0.00414 -0.03999
AFIX 93
H1N 2 0.289259 0.460752 0.492506 11.00000 -1.50000
H2N 2 0.296158 0.430976 0.417558 11.00000 -1.50000
AFIX 0
N5 3 0.832335 0.589752 0.402929 11.00000 0.04329 0.02864 =
0.08510 -0.00627 0.02477 -0.00851
N6 3 0.947088 0.490544 0.381894 11.00000 0.05588 0.04310 =
0.12256 -0.01667 0.04194 -0.00589
AFIX 93
H3N 2 0.959819 0.499802 0.335170 11.00000 -1.50000
H4N 2 1.007116 0.418382 0.415281 11.00000 -1.50000
AFIX 0
N7 3 1.057661 -0.238679 0.156485 11.00000 0.04406 0.02434 =
0.05665 -0.00035 -0.00048 -0.00789
N8 3 0.984259 -0.228254 0.094772 11.00000 0.04442 0.02410 =
0.05872 -0.00819 0.00798 -0.01417
N9 3 0.935960 0.417658 0.081806 11.00000 0.03734 0.02689 =
0.07927 -0.00590 -0.01192 -0.01446
N10 3 0.945795 0.523161 0.097858 11.00000 0.06180 0.03916 =
0.11556 -0.01698 -0.01584 -0.02775
AFIX 93
H5N 2 0.954285 0.525445 0.143918 11.00000 -1.50000
H6N 2 0.943551 0.587882 0.061991 11.00000 -1.50000
AFIX 0
N11 3 0.412055 0.419012 0.087613 11.00000 0.03078 0.03318 =
0.04745 -0.00831 0.00523 -0.00443
N12 3 0.282881 0.529006 0.057835 11.00000 0.03211 0.03665 =
0.06572 -0.01224 0.00493 0.00502
AFIX 93
H7N 2 0.248146 0.543342 0.012458 11.00000 -1.50000
H8N 2 0.235643 0.584471 0.084315 11.00000 -1.50000
AFIX 0
C1 1 0.252244 1.112881 0.445001 11.00000 0.02579 0.02850 =
0.04748 -0.00880 -0.00499 -0.00674
C2 1 0.333820 0.996114 0.418477 11.00000 0.03039 0.02894 =
0.03380 -0.00481 -0.00153 -0.01094
C3 1 0.328363 0.871579 0.457973 11.00000 0.04198 0.03080 =
0.04069 -0.00934 0.00812 -0.01893
C4 1 0.328539 0.784017 0.422512 11.00000 0.03498 0.03331 =
0.02497 -0.00124 -0.00097 -0.01603
AFIX 43
H4 2 0.341130 0.798781 0.371840 11.00000 -1.20000
AFIX 0
C5 1 0.310689 0.667819 0.456625 11.00000 0.03550 0.02891 =
0.03653 -0.00442 -0.00427 -0.01538
C6 1 0.292520 0.641878 0.538168 11.00000 0.06837 0.04221 =
0.04480 -0.00426 0.01181 -0.03375
AFIX 3
H6A 2 0.380820 0.570287 0.565928 10.65000 -1.20000
H6B 2 0.222539 0.611807 0.545819 10.65000 -1.20000
H6C 2 0.358739 0.549559 0.562638 10.35000 -1.20000
H6D 2 0.198490 0.653728 0.543539 10.35000 -1.20000
AFIX 0
C7 1 0.248859 0.766463 0.568453 10.65000 0.05794 0.05410 =
0.03962 -0.01232 0.02300 -0.03669
AFIX 3
H7A 2 0.257160 0.740133 0.621813 10.65000 -1.20000
H7B 2 0.151329 0.830273 0.549933 10.65000 -1.20000
AFIX 0
C8 1 0.339344 0.836063 0.544524 10.65000 0.02660 0.03331 =
0.03545 -0.00503 -0.00042 -0.01067
AFIX 3
H8A 2 0.436274 0.775133 0.565634 10.65000 -1.20000
AFIX 0
C7A 1 0.321078 0.735577 0.572496 10.35000 0.05894 0.06102 =
0.04243 -0.01666 0.02344 -0.02941
AFIX 3
H7AA 2 0.421188 0.701228 0.584547 10.35000 -1.20000
H7AB 2 0.279358 0.736187 0.618137 10.35000 -1.20000
AFIX 0
C8A 1 0.252769 0.877479 0.528249 10.35000 0.04091 0.04929 =
0.03948 -0.01323 0.01579 -0.02449
AFIX 3
H8AA 2 0.152529 0.913940 0.515309 10.35000 -1.20000
AFIX 0
C9 1 0.283345 0.965974 0.570631 11.00000 0.07448 0.05256 =
0.04499 -0.01944 0.01914 -0.03555
AFIX 3
H9A 2 0.363525 0.972794 0.587921 10.65000 -1.20000
H9B 2 0.233885 0.955774 0.612641 10.65000 -1.20000
H9C 2 0.253095 0.959674 0.619271 10.35000 -1.20000
H9D 2 0.380745 0.946954 0.573601 10.35000 -1.20000
AFIX 0
C10 1 0.185317 1.099761 0.514904 11.00000 0.03484 0.05948 =
0.05588 -0.02884 0.01059 -0.01351
AFIX 23
H10A 2 0.093975 1.103470 0.503557 11.00000 -1.20000
H10B 2 0.167840 1.174951 0.536331 11.00000 -1.20000
AFIX 0
C11 1 0.371673 1.147484 0.321213 11.00000 0.04639 0.03301 =
0.04318 0.00190 -0.00418 -0.02152
C12 1 0.404741 1.012503 0.357997 11.00000 0.03148 0.02614 =
0.03596 -0.00238 -0.00276 -0.01080
C13 1 0.517968 0.905883 0.329104 11.00000 0.03941 0.03263 =
0.03777 -0.00525 0.00943 -0.01617
C14 1 0.621925 0.793576 0.375924 11.00000 0.03688 0.02792 =
0.04775 -0.00986 0.01428 -0.01519
AFIX 43
H14 2 0.613738 0.778103 0.427131 11.00000 -1.20000
AFIX 0
C15 1 0.745788 0.695373 0.351333 11.00000 0.03557 0.03578 =
0.06600 -0.01210 0.01666 -0.01999
C16 1 0.763117 0.723603 0.269726 11.00000 0.05024 0.06868 =
0.07158 -0.02559 0.03386 -0.02251
AFIX 23
H16A 2 0.861427 0.704567 0.264800 11.00000 -1.20000
H16B 2 0.746261 0.661581 0.248224 11.00000 -1.20000
AFIX 0
C17 1 0.666427 0.864596 0.226284 11.00000 0.05961 0.09927 =
0.04883 -0.00458 0.01915 -0.02052
AFIX 23
H17A 2 0.710307 0.920537 0.231613 11.00000 -1.20000
H17B 2 0.660567 0.865467 0.173609 11.00000 -1.20000
AFIX 0
C18 1 0.520416 0.929901 0.245407 11.00000 0.07995 0.06224 =
0.04605 -0.00754 0.02226 -0.01671
AFIX 13
H18 2 0.472718 0.882925 0.229204 11.00000 -1.20000
AFIX 0
C19 1 0.431547 1.078739 0.204536 11.00000 0.06012 0.05265 =
0.04425 0.00333 0.00973 -0.02720
AFIX 23
H19A 2 0.469184 1.097005 0.157712 11.00000 -1.20000
H19B 2 0.333869 1.097562 0.192181 11.00000 -1.20000
AFIX 0
C20 1 0.429806 1.172535 0.248940 11.00000 0.07631 0.05472 =
0.05881 -0.00029 0.01092 -0.04335
AFIX 23
H20A 2 0.370822 1.266561 0.220120 11.00000 -1.20000
H20B 2 0.526454 1.158032 0.259211 11.00000 -1.20000
AFIX 0
C21 1 1.028220 -0.130409 0.179833 11.00000 0.02930 0.03099 =
0.04225 0.00199 -0.00017 -0.00918
C22 1 0.921475 0.002071 0.141012 11.00000 0.02582 0.02556 =
0.03288 -0.00024 0.00175 -0.00760
C23 1 0.923196 0.113241 0.165649 11.00000 0.03497 0.03292 =
0.03497 -0.00624 -0.00418 -0.01214
C24 1 0.919490 0.219584 0.116061 11.00000 0.02372 0.02992 =
0.04530 -0.01088 0.00086 -0.00878
AFIX 43
H24 2 0.902866 0.227081 0.065184 11.00000 -1.20000
AFIX 0
C25 1 0.939701 0.323675 0.136554 11.00000 0.02719 0.03456 =
0.06121 -0.01854 0.00143 -0.01422
C26 1 0.959734 0.313057 0.217293 11.00000 0.08679 0.07223 =
0.07814 -0.03733 0.01951 -0.05581
AFIX 23
H26A 2 0.869703 0.375195 0.231358 11.00000 -1.20000
H26B 2 1.029725 0.342103 0.226099 11.00000 -1.20000
AFIX 0
C27 1 1.008364 0.173132 0.266454 11.00000 0.10548 0.09864 =
0.04834 -0.02153 0.00211 -0.07001
AFIX 23
H27A 2 1.109895 0.118914 0.263862 11.00000 -1.20000
H27B 2 0.998036 0.179578 0.317892 11.00000 -1.20000
AFIX 0
C28 1 0.935257 0.098276 0.250152 11.00000 0.04908 0.06463 =
0.05790 -0.01500 0.00349 -0.02605
AFIX 13
H28 2 0.838029 0.141199 0.264138 11.00000 -1.20000
AFIX 0
C29 1 1.009050 -0.051488 0.292824 11.00000 0.05471 0.06170 =
0.03114 -0.00064 -0.00516 -0.02633
AFIX 23
H29A 2 1.062739 -0.062648 0.338835 11.00000 -1.20000
H29B 2 0.936323 -0.078516 0.306863 11.00000 -1.20000
AFIX 0
C30 1 1.108734 -0.145177 0.250005 11.00000 0.03883 0.05342 =
0.04997 0.00225 -0.00973 -0.01013
AFIX 23
H30A 2 1.185419 -0.122905 0.237969 11.00000 -1.20000
H30B 2 1.151179 -0.238947 0.280476 11.00000 -1.20000
AFIX 0
C31 1 0.873979 -0.109074 0.060430 11.00000 0.02937 0.02726 =
0.04448 -0.00993 0.01269 -0.01524
C32 1 0.834578 0.010747 0.082942 11.00000 0.02392 0.02350 =
0.03715 -0.00443 0.00445 -0.00706
C33 1 0.700303 0.132886 0.044778 11.00000 0.02899 0.03105 =
0.03378 -0.00712 -0.00474 -0.00619
C34 1 0.618528 0.225447 0.079850 11.00000 0.02619 0.02692 =
0.03487 -0.00477 -0.00227 -0.00795
AFIX 43
H34 2 0.652342 0.217221 0.128361 11.00000 -1.20000
AFIX 0
C35 1 0.479680 0.338261 0.046402 11.00000 0.02405 0.02674 =
0.03829 -0.00324 0.00207 -0.00727
C36 1 0.425879 0.353142 -0.030801 11.00000 0.03137 0.03974 =
0.04805 -0.00443 -0.00681 -0.00538
AFIX 3
H36A 2 0.435008 0.425072 -0.064161 10.60000 -1.20000
H36B 2 0.326759 0.378292 -0.033161 10.60000 -1.20000
H36C 2 0.395249 0.444292 -0.059571 10.40000 -1.20000
H36D 2 0.344689 0.338372 -0.029231 10.40000 -1.20000
AFIX 0
C37 1 0.507729 0.220154 -0.055818 10.60000 0.03570 0.04509 =
0.04175 -0.00692 -0.00701 -0.01434
AFIX 3
H37A 2 0.483439 0.240284 -0.108518 10.60000 -1.20000
H37B 2 0.479479 0.154754 -0.031418 10.60000 -1.20000
AFIX 0
C37A 1 0.531615 0.262875 -0.069827 10.40000 0.04324 0.03826 =
0.03744 0.00071 -0.01266 -0.01451
AFIX 3
H37C 2 0.594105 0.298215 -0.088327 10.40000 -1.20000
H37D 2 0.483925 0.257865 -0.111757 10.40000 -1.20000
AFIX 0
C38 1 0.666900 0.160645 -0.039912 10.60000 0.03684 0.03399 =
0.03299 -0.00330 0.00459 -0.01512
AFIX 3
H38A 2 0.696671 0.223943 -0.065802 10.60000 -1.20000
AFIX 0
C38A 1 0.619127 0.119686 -0.017669 10.40000 0.03122 0.03270 =
0.03803 -0.00375 -0.00008 -0.01847
AFIX 3
H38B 2 0.561576 0.078806 0.001451 10.40000 -1.20000
AFIX 0
C39 1 0.741583 0.026771 -0.063189 11.00000 0.05680 0.05503 =
0.05269 -0.02708 -0.00645 -0.00653
AFIX 3
H39A 2 0.823814 0.023501 -0.085189 10.60000 -1.20000
H39B 2 0.678544 0.030581 -0.101409 10.60000 -1.20000
H39C 2 0.702712 0.026531 -0.109589 10.40000 -1.20000
H39D 2 0.815052 0.052231 -0.070879 10.40000 -1.20000
AFIX 0
C40 1 0.789624 -0.104489 -0.004686 11.00000 0.04509 0.05196 =
0.05822 -0.02752 0.01454 -0.02727
AFIX 23
H40A 2 0.706694 -0.113474 0.011372 11.00000 -1.20000
H40B 2 0.847654 -0.180267 -0.025627 11.00000 -1.20000
AFIX 0
O1 4 0.889980 0.494401 0.755274 11.00000 0.04709 0.03344 =
0.09279 0.00676 -0.00862 -0.01736
AFIX 1
H1W 2 0.815680 0.556590 0.726090 11.00000 -1.50000
H2W 2 0.873930 0.428330 0.774230 11.00000 -1.50000
AFIX 0
PART -1
O2 4 0.578548 0.389756 0.217985 10.75000 0.07288 0.08067 =
0.09508 -0.04200 0.00553 -0.02936
AFIX 1
H3W 2 0.532400 0.397670 0.175820 10.75000 -1.50000
AFIX 0
C41 1 0.478304 0.484733 0.255738 10.75000 0.06955 0.11297 =
0.07305 -0.04547 0.01682 -0.05687
AFIX 23
H41A 2 0.463293 0.434134 0.301926 10.75000 -1.20000
H41B 2 0.386877 0.539309 0.223953 10.75000 -1.20000
AFIX 0
C42 1 0.529196 0.576527 0.273693 10.75000 0.19610 0.14048 =
0.07231 0.02418 -0.04065 -0.13706
AFIX 137
H42A 2 0.619333 0.522986 0.305493 10.75000 -1.50000
H42B 2 0.460011 0.637151 0.299247 10.75000 -1.50000
H42C 2 0.541257 0.628992 0.227988 10.75000 -1.50000
AFIX 0
PART -2
O2A 4 0.464655 0.589477 0.256429 10.25000 0.12438
C41A 1 0.588959 0.479758 0.238251 10.25000 0.12438
C42A 1 0.566196 0.360307 0.241849 10.25000 0.12438
HKLF 4

REM i110 in P-1
REM R1 = 0.0562 for 4553 Fo > 4sig(Fo) and 0.0817 for all 7548 data
REM 553 parameters refined using 6 restraints

END

WGHT 0.0827 0.0000
REM Highest difference peak 0.569, deepest hole -0.337, 1-sigma level 0.051
Q1 1 0.5970 0.9403 0.2618 11.00000 0.05 0.57
Q2 1 1.0409 0.0512 0.2372 11.00000 0.05 0.52
Q3 1 0.3589 0.4545 0.0690 11.00000 0.05 0.26
Q4 1 1.0147 0.4981 0.3494 11.00000 0.05 0.24
Q5 1 0.8698 0.5404 0.3788 11.00000 0.05 0.23
Q6 1 0.9175 -0.1442 0.0593 11.00000 0.05 0.23
Q7 1 0.6722 0.2018 0.0605 11.00000 0.05 0.22
Q8 1 0.9400 0.1730 0.2804 11.00000 0.05 0.21
Q9 1 1.0261 0.4806 0.1344 11.00000 0.05 0.21
Q10 1 1.0129 -0.2590 0.0882 11.00000 0.05 0.21

;

#---------------------------------------------------------

data_(2)
_database_code_depnum_ccdc_archive 'CCDC 870945'
#TrackingRef '- cifs_all.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
1,2,6,6a,7,7a,8,9,17,17a,18,18a-dodecahydroanthra[2,1-c]naphtho-
[2,3-f]cinnoline-10,15(5H,16H)-dihydrazone, Ethanol solvate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H32 N6, C2 H6 O'
_chemical_formula_sum            'C30 H38 N6 O'
_chemical_formula_weight         498.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_symmetry_Int_Tables_number      14

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                   17.8207(6)
_cell_length_b                   6.1397(2)
_cell_length_c                   24.7531(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.4510(10)
_cell_angle_gamma                90.00
_cell_volume                     2663.40(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    26160
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      25.68

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1072
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9785
_exptl_absorpt_correction_T_max  0.9815
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEXII area-detector diffractometer'
_diffrn_measurement_method       '\w scans'
_diffrn_standards_decay_%        0
_diffrn_reflns_number            26160
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0289
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         25.68
_reflns_number_total             5056
_reflns_number_gt                3479
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART-NT (Bruker, 1998)'
_computing_cell_refinement       'SAINT-NT (Bruker, 1999)'
_computing_data_reduction        'SAINT-NT (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond 2.1e (Brandenburg, 1999)'
_computing_publication_material  'WinGX 1.70.01 (Farrugia, 1999)'

#------------------------------- Refinement data-----------------------#

_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.

For one of two present alicyclic fragments, the side -CH2-CH- linkage is
unequally disordered, as was indicated by very high anisotropy for the
thermal motion. The disorder was resolved without any restraints in
geometry and refined anisotropically with partial occupancy factors of
0.62 and 0.38 (suggested by refinement of the isotropic thermal
parameters). The CH-hydrogen atoms were constrained; they were added to
both components of the disorder with the corresponding partial
occupancies. NH2 and OH hydrogen atoms were located and then constrained
with Uiso parameter at 1.5 of Ueq parameter for the carrier N(O) atom.
O-atom of the solvate ethanol molecule is unequally (0.85/0.15) disordered
over two positions. It was possible to refine this solvent molecule
anisotropically (minor component of O-atom was left isotropic) and the
hydrogen atoms were constrained.
;

_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^)+(0.1130P)^2^+0.9837P] 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_number_reflns         5056
_refine_ls_number_parameters     384
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0701
_refine_ls_wR_factor_ref         0.2140
_refine_ls_wR_factor_gt          0.1960
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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
N1 N 0.14080(15) 0.7500(4) 0.32453(9) 0.0652(7) Uani 1 1 d . . .
N2 N 0.19428(16) 0.8968(4) 0.34651(9) 0.0683(7) Uani 1 1 d . . .
N3 N 0.14785(14) 1.1981(4) -0.04521(9) 0.0600(6) Uani 1 1 d . . .
N4 N 0.12781(16) 1.1844(4) -0.10100(10) 0.0723(8) Uani 1 1 d . . .
H4A H 0.1052 1.0681 -0.1161 0.087 Uiso 1 1 calc R . .
H4B H 0.1376 1.2920 -0.1215 0.087 Uiso 1 1 calc R . .
N5 N 0.50477(14) 0.7958(5) 0.08138(12) 0.0732(8) Uani 1 1 d . . .
N6 N 0.55932(16) 0.8627(6) 0.05252(14) 0.0999(11) Uani 1 1 d . . .
H6A H 0.5764 0.9957 0.0559 0.120 Uiso 1 1 calc R . .
H6B H 0.5769 0.7722 0.0308 0.120 Uiso 1 1 calc R . .
C1 C 0.12662(16) 0.7173(4) 0.27038(10) 0.0502(6) Uani 1 1 d . A .
C2 C 0.16636(14) 0.8230(4) 0.23349(9) 0.0429(6) Uani 1 1 d . A .
C3 C 0.13947(16) 0.7948(4) 0.17441(10) 0.0501(7) Uani 1 1 d . . .
C4 C 0.15445(14) 0.9376(3) 0.13655(9) 0.0405(6) Uani 1 1 d . . .
H4 H 0.1810 1.0654 0.1492 0.049 Uiso 1 1 calc R . .
C5 C 0.13285(14) 0.9094(4) 0.07796(9) 0.0406(6) Uani 1 1 d . . .
C6 C 0.15011(14) 1.0575(4) 0.04226(10) 0.0445(6) Uani 1 1 d . . .
H6 H 0.1756 1.1847 0.0566 0.053 Uiso 1 1 calc R . .
C7 C 0.13211(14) 1.0344(4) -0.01643(10) 0.0457(6) Uani 1 1 d . . .
C8 C 0.09529(15) 0.8274(4) -0.03978(9) 0.0468(6) Uani 1 1 d . A .
H8A H 0.1200 0.7776 -0.0689 0.056 Uiso 0.62 1 d PR . .
H8B H 0.0426 0.8542 -0.0548 0.056 Uiso 0.62 1 d PR . .
H8C H 0.1333 0.7383 -0.0519 0.056 Uiso 0.38 1 d PR . .
H8D H 0.0578 0.8635 -0.0715 0.056 Uiso 0.38 1 d PR . .
C9 C 0.1013(3) 0.6515(7) 0.00458(18) 0.0453(11) Uani 0.62 1 d P A -1
H9A H 0.0674 0.5314 -0.0100 0.054 Uiso 0.62 1 calc PR A -1
H9B H 0.1536 0.5947 0.0110 0.054 Uiso 0.62 1 calc PR A -1
C10 C 0.0827(3) 0.7169(11) 0.0590(3) 0.0338(13) Uani 0.62 1 d P A -1
H10 H 0.0289 0.7662 0.0530 0.041 Uiso 0.62 1 calc PR A -1
C11 C 0.0925(4) 0.5397(14) 0.1022(4) 0.0384(17) Uani 0.62 1 d P A -1
H11A H 0.0567 0.4213 0.0896 0.046 Uiso 0.62 1 calc PR A -1
H11B H 0.1443 0.4806 0.1063 0.046 Uiso 0.62 1 calc PR A -1
C12 C 0.0793(3) 0.6176(8) 0.1564(2) 0.0358(11) Uani 0.62 1 d P A -1
H12 H 0.0280 0.6842 0.1518 0.043 Uiso 0.62 1 calc PR A -1
C13 C 0.0852(3) 0.4379(8) 0.2000(2) 0.0361(11) Uani 0.62 1 d P A -1
H13A H 0.0481 0.3222 0.1877 0.043 Uiso 0.62 1 calc PR A -1
H13B H 0.1365 0.3744 0.2067 0.043 Uiso 0.62 1 calc PR A -1
C9A C 0.0589(4) 0.6999(12) -0.0026(3) 0.0332(15) Uani 0.38 1 d P A -2
H9C H 0.0470 0.5545 -0.0181 0.040 Uiso 0.38 1 calc PR A -2
H9D H 0.0108 0.7697 0.0016 0.040 Uiso 0.38 1 calc PR A -2
C10A C 0.1108(5) 0.6783(16) 0.0544(4) 0.0246(18) Uani 0.38 1 d P A -2
H10A H 0.1566 0.5894 0.0526 0.029 Uiso 0.38 1 calc PR A -2
C11A C 0.0643(7) 0.582(2) 0.0952(6) 0.038(3) Uani 0.38 1 d P A -2
H11C H 0.0444 0.4389 0.0820 0.045 Uiso 0.38 1 calc PR A -2
H11D H 0.0207 0.6769 0.0972 0.045 Uiso 0.38 1 calc PR A -2
C12A C 0.1131(7) 0.5573(14) 0.1529(4) 0.053(2) Uani 0.38 1 d P A -2
H12A H 0.1546 0.4485 0.1557 0.063 Uiso 0.38 1 calc PR A -2
C13A C 0.0512(8) 0.514(2) 0.1940(5) 0.081(4) Uani 0.38 1 d P A -2
H13C H 0.0069 0.6066 0.1806 0.098 Uiso 0.38 1 calc PR A -2
H13D H 0.0338 0.3631 0.1879 0.098 Uiso 0.38 1 calc PR A -2
C14 C 0.06847(19) 0.5435(5) 0.25138(12) 0.0663(8) Uani 1 1 d . . .
H14A H 0.0184 0.6066 0.2444 0.080 Uiso 0.62 1 d PR A .
H14B H 0.0701 0.4355 0.2796 0.080 Uiso 0.62 1 d PR . .
H14C H 0.0225 0.5793 0.2645 0.080 Uiso 0.38 1 d PR . .
H14D H 0.0869 0.4075 0.2678 0.080 Uiso 0.38 1 d PR . .
C15 C 0.23773(17) 0.9862(4) 0.31491(11) 0.0533(7) Uani 1 1 d . A .
C16 C 0.22904(15) 0.9502(4) 0.25794(9) 0.0445(6) Uani 1 1 d . . .
C17 C 0.28882(15) 1.0409(4) 0.23132(10) 0.0476(6) Uani 1 1 d . A .
C18 C 0.32590(14) 0.9189(4) 0.19961(10) 0.0453(6) Uani 1 1 d . . .
H18 H 0.3110 0.7726 0.1940 0.054 Uiso 1 1 calc R A .
C19 C 0.38687(15) 0.9964(4) 0.17364(11) 0.0489(6) Uani 1 1 d . A .
C20 C 0.42169(16) 0.8661(5) 0.14187(11) 0.0551(7) Uani 1 1 d . . .
H20 H 0.4064 0.7195 0.1383 0.066 Uiso 1 1 calc R A .
C21 C 0.48057(16) 0.9365(5) 0.11303(13) 0.0618(8) Uani 1 1 d . A .
C22 C 0.50747(18) 1.1675(5) 0.12014(15) 0.0729(9) Uani 1 1 d . . .
H22A H 0.4837 1.2522 0.0880 0.087 Uiso 1 1 calc R A .
H22B H 0.5628 1.1712 0.1218 0.087 Uiso 1 1 calc R . .
C23 C 0.48877(17) 1.2742(5) 0.17187(16) 0.0791(11) Uani 1 1 d . A .
H23A H 0.5245 1.2191 0.2038 0.095 Uiso 1 1 calc R . .
H23B H 0.4971 1.4315 0.1697 0.095 Uiso 1 1 calc R . .
C24 C 0.40829(16) 1.2362(4) 0.18130(13) 0.0619(8) Uani 1 1 d . . .
H24 H 0.3739 1.3179 0.1524 0.074 Uiso 1 1 calc R A .
C25 C 0.39276(16) 1.3152(4) 0.23538(13) 0.0654(8) Uani 1 1 d . A .
H25A H 0.4034 1.4718 0.2381 0.079 Uiso 1 1 calc R . .
H25B H 0.4285 1.2431 0.2647 0.079 Uiso 1 1 calc R . .
C26 C 0.31219(17) 1.2771(4) 0.24544(12) 0.0624(8) Uani 1 1 d . . .
H26 H 0.2779 1.3712 0.2194 0.075 Uiso 1 1 calc R A .
C27 C 0.30033(19) 1.3370(5) 0.30296(13) 0.0693(9) Uani 1 1 d . A .
H27A H 0.2519 1.4153 0.3002 0.083 Uiso 1 1 calc R . .
H27B H 0.3413 1.4356 0.3197 0.083 Uiso 1 1 calc R . .
C28 C 0.29936(19) 1.1393(5) 0.34034(12) 0.0710(9) Uani 1 1 d . . .
H28A H 0.3489 1.0652 0.3455 0.085 Uiso 1 1 calc R A .
H28B H 0.2902 1.1865 0.3764 0.085 Uiso 1 1 calc R . .
O1 O 0.5987(2) 0.5225(8) -0.02054(19) 0.1478(17) Uani 0.85 1 d P B -3
H1W H 0.5687 0.4279 -0.0394 0.222 Uiso 1 1 d . C -3
C29 C 0.6741(3) 0.4510(12) -0.0135(2) 0.1262(18) Uani 1 1 d . B -3
H29A H 0.7075 0.5564 0.0089 0.151 Uiso 1 1 calc R B -3
H29B H 0.6898 0.4407 -0.0494 0.151 Uiso 1 1 calc R B -3
C30 C 0.6817(3) 0.2433(12) 0.0127(3) 0.164(3) Uani 1 1 d . B -3
H30A H 0.6683 0.2553 0.0489 0.246 Uiso 1 1 calc R B -3
H30B H 0.7340 0.1935 0.0163 0.246 Uiso 1 1 calc R B -3
H30C H 0.6479 0.1398 -0.0092 0.246 Uiso 1 1 calc R B -3
O1A O 0.6757(17) 0.676(5) 0.0005(12) 0.157(10) Uiso 0.15 1 d P D -4

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
N1 0.0885(18) 0.0666(15) 0.0437(13) -0.0221(12) 0.0206(12) -0.0018(14)
N2 0.0909(18) 0.0687(16) 0.0444(13) -0.0255(12) 0.0102(13) -0.0011(15)
N3 0.0744(15) 0.0542(14) 0.0488(13) 0.0183(11) 0.0040(11) -0.0152(12)
N4 0.0937(19) 0.0687(17) 0.0525(15) 0.0265(12) 0.0079(13) -0.0155(15)
N5 0.0570(15) 0.0850(19) 0.0792(18) 0.0237(15) 0.0165(14) 0.0144(14)
N6 0.0664(18) 0.116(3) 0.125(3) 0.033(2) 0.0371(19) 0.0157(18)
C1 0.0632(16) 0.0445(14) 0.0438(14) -0.0131(11) 0.0124(12) 0.0033(12)
C2 0.0589(15) 0.0299(11) 0.0358(12) -0.0060(10) -0.0020(11) 0.0014(11)
C3 0.0716(17) 0.0363(13) 0.0355(13) 0.0001(10) -0.0085(12) -0.0164(12)
C4 0.0532(14) 0.0247(10) 0.0386(12) -0.0014(9) -0.0046(10) -0.0079(10)
C5 0.0502(13) 0.0284(11) 0.0382(12) 0.0019(9) -0.0056(10) -0.0078(10)
C6 0.0545(14) 0.0300(12) 0.0452(13) 0.0032(10) -0.0011(11) -0.0103(10)
C7 0.0495(14) 0.0387(13) 0.0464(14) 0.0103(11) 0.0021(11) -0.0074(11)
C8 0.0573(15) 0.0473(14) 0.0335(12) 0.0029(10) 0.0023(11) -0.0063(12)
C9 0.063(3) 0.038(2) 0.035(2) -0.0041(18) 0.007(3) -0.015(2)
C10 0.039(3) 0.033(3) 0.029(2) -0.005(2) 0.005(3) -0.006(3)
C11 0.060(5) 0.026(3) 0.030(4) -0.004(2) 0.008(4) -0.009(3)
C12 0.046(3) 0.030(3) 0.031(2) -0.003(2) 0.005(2) -0.0058(19)
C13 0.051(3) 0.025(2) 0.030(2) -0.0005(17) 0.004(2) -0.0024(18)
C9A 0.028(3) 0.040(4) 0.030(3) -0.003(3) 0.000(3) -0.011(3)
C10A 0.024(4) 0.025(4) 0.025(4) -0.005(3) 0.006(4) -0.001(3)
C11A 0.053(8) 0.028(6) 0.028(4) -0.002(4) -0.002(6) -0.010(5)
C12A 0.090(8) 0.027(4) 0.036(4) -0.006(3) -0.001(5) -0.013(4)
C13A 0.115(11) 0.081(9) 0.051(6) 0.003(6) 0.019(7) -0.049(7)
C14 0.075(2) 0.069(2) 0.0587(18) -0.0170(15) 0.0237(15) -0.0127(16)
C15 0.0669(17) 0.0484(15) 0.0406(14) -0.0132(12) -0.0012(13) 0.0075(13)
C16 0.0603(15) 0.0298(11) 0.0371(12) -0.0073(10) -0.0078(11) 0.0064(11)
C17 0.0617(16) 0.0333(12) 0.0409(13) -0.0054(10) -0.0090(12) -0.0059(11)
C18 0.0559(15) 0.0299(12) 0.0437(13) 0.0024(10) -0.0080(11) -0.0053(11)
C19 0.0490(14) 0.0395(13) 0.0507(14) 0.0110(11) -0.0104(12) -0.0057(11)
C20 0.0578(16) 0.0433(14) 0.0607(17) 0.0115(13) 0.0012(13) 0.0002(13)
C21 0.0461(15) 0.0623(18) 0.0719(19) 0.0254(16) -0.0034(14) 0.0055(14)
C22 0.0533(17) 0.071(2) 0.091(2) 0.0274(18) 0.0048(16) -0.0039(15)
C23 0.0574(18) 0.0507(17) 0.119(3) 0.0249(19) -0.0121(18) -0.0081(14)
C24 0.0573(17) 0.0439(15) 0.075(2) 0.0079(14) -0.0133(14) -0.0120(13)
C25 0.0591(17) 0.0352(14) 0.089(2) -0.0028(14) -0.0216(15) -0.0057(12)
C26 0.0679(18) 0.0379(14) 0.0705(19) -0.0108(13) -0.0168(15) -0.0032(13)
C27 0.0713(19) 0.0446(16) 0.081(2) -0.0288(15) -0.0158(16) -0.0005(14)
C28 0.081(2) 0.071(2) 0.0510(16) -0.0269(15) -0.0164(15) 0.0001(17)
O1 0.078(2) 0.175(4) 0.174(4) -0.053(3) -0.022(2) 0.033(3)
C29 0.086(3) 0.171(6) 0.118(4) -0.023(4) 0.009(3) -0.005(3)
C30 0.074(3) 0.186(6) 0.234(7) 0.067(6) 0.035(4) -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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.333(3) . ?
N1 N2 1.352(4) . ?
N2 C15 1.316(4) . ?
N3 C7 1.292(3) . ?
N3 N4 1.365(3) . ?
N4 H4A 0.8700 . ?
N4 H4B 0.8700 . ?
N5 C21 1.292(4) . ?
N5 N6 1.370(4) . ?
N6 H6A 0.8700 . ?
N6 H6B 0.8700 . ?
C1 C2 1.411(4) . ?
C1 C14 1.502(4) . ?
C2 C16 1.407(3) . ?
C2 C3 1.464(3) . ?
C3 C4 1.345(3) . ?
C3 C12 1.535(6) . ?
C3 C12A 1.594(9) . ?
C4 C5 1.442(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.342(3) . ?
C5 C10 1.504(7) . ?
C5 C10A 1.556(10) . ?
C6 C7 1.437(3) . ?
C6 H6 0.9400 . ?
C7 C8 1.498(3) . ?
C8 C9A 1.449(7) . ?
C8 C9 1.530(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C8 H8D 0.9600 . ?
C9 C10 1.500(8) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C10 C11 1.512(12) . ?
C10 H10 0.9900 . ?
C11 C12 1.484(11) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 C13 1.532(7) . ?
C12 H12 0.9900 . ?
C13 C14 1.505(6) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C9A C10A 1.547(13) . ?
C9A H9C 0.9800 . ?
C9A H9D 0.9800 . ?
C10A C11A 1.54(2) . ?
C10A H10A 0.9900 . ?
C11A C12A 1.538(17) . ?
C11A H11C 0.9800 . ?
C11A H11D 0.9800 . ?
C12A C13A 1.653(16) . ?
C12A H12A 0.9900 . ?
C13A C14 1.408(12) . ?
C13A H13C 0.9800 . ?
C13A H13D 0.9800 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9601 . ?
C14 H14C 0.9601 . ?
C14 H14D 0.9600 . ?
C15 C16 1.408(3) . ?
C15 C28 1.495(4) . ?
C16 C17 1.461(4) . ?
C17 C18 1.343(4) . ?
C17 C26 1.531(3) . ?
C18 C19 1.440(4) . ?
C18 H18 0.9400 . ?
C19 C20 1.349(4) . ?
C19 C24 1.524(4) . ?
C20 C21 1.438(4) . ?
C20 H20 0.9400 . ?
C21 C22 1.497(4) . ?
C22 C23 1.528(5) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 C24 1.512(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 C25 1.496(5) . ?
C24 H24 0.9900 . ?
C25 C26 1.519(4) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C26 C27 1.522(4) . ?
C26 H26 0.9900 . ?
C27 C28 1.528(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
O1 C29 1.394(6) . ?
O1 H1W 0.8666 . ?
C29 C30 1.427(8) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 H30C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 N2 119.7(2) . . ?
C15 N2 N1 119.1(2) . . ?
C7 N3 N4 117.8(2) . . ?
N3 N4 H4A 120.0 . . ?
N3 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C21 N5 N6 117.5(3) . . ?
N5 N6 H6A 120.0 . . ?
N5 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
N1 C1 C2 123.7(2) . . ?
N1 C1 C14 114.6(2) . . ?
C2 C1 C14 121.5(2) . . ?
C16 C2 C1 115.4(2) . . ?
C16 C2 C3 125.9(2) . . ?
C1 C2 C3 118.7(2) . . ?
C4 C3 C2 123.2(2) . . ?
C4 C3 C12 118.4(3) . . ?
C2 C3 C12 117.3(3) . . ?
C4 C3 C12A 116.6(4) . . ?
C2 C3 C12A 117.7(4) . . ?
C3 C4 C5 124.9(2) . . ?
C3 C4 H4 117.6 . . ?
C5 C4 H4 117.6 . . ?
C6 C5 C4 122.0(2) . . ?
C6 C5 C10 121.4(3) . . ?
C4 C5 C10 116.3(3) . . ?
C6 C5 C10A 116.3(4) . . ?
C4 C5 C10A 119.3(4) . . ?
C5 C6 C7 124.3(2) . . ?
C5 C6 H6 117.9 . . ?
C7 C6 H6 117.9 . . ?
N3 C7 C6 116.7(2) . . ?
N3 C7 C8 124.8(2) . . ?
C6 C7 C8 118.4(2) . . ?
C9A C8 C7 115.4(3) . . ?
C7 C8 C9 110.7(2) . . ?
C7 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
C7 C8 H8B 109.5 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.2 . . ?
C9A C8 H8C 108.3 . . ?
C7 C8 H8C 108.6 . . ?
C9A C8 H8D 108.6 . . ?
C7 C8 H8D 108.1 . . ?
H8C C8 H8D 107.6 . . ?
C10 C9 C8 117.2(4) . . ?
C10 C9 H9A 108.0 . . ?
C8 C9 H9A 108.0 . . ?
C10 C9 H9B 108.0 . . ?
C8 C9 H9B 108.0 . . ?
H9A C9 H9B 107.2 . . ?
C9 C10 C5 105.9(4) . . ?
C9 C10 C11 115.2(6) . . ?
C5 C10 C11 111.1(5) . . ?
C9 C10 H10 108.1 . . ?
C5 C10 H10 108.1 . . ?
C11 C10 H10 108.1 . . ?
C12 C11 C10 113.0(6) . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 C13 113.8(5) . . ?
C11 C12 C3 105.9(5) . . ?
C13 C12 C3 110.6(4) . . ?
C11 C12 H12 108.8 . . ?
C13 C12 H12 108.8 . . ?
C3 C12 H12 108.8 . . ?
C14 C13 C12 106.6(4) . . ?
C14 C13 H13A 110.4 . . ?
C12 C13 H13A 110.4 . . ?
C14 C13 H13B 110.4 . . ?
C12 C13 H13B 110.4 . . ?
H13A C13 H13B 108.6 . . ?
C8 C9A C10A 111.3(6) . . ?
C8 C9A H9C 109.4 . . ?
C10A C9A H9C 109.4 . . ?
C8 C9A H9D 109.4 . . ?
C10A C9A H9D 109.4 . . ?
H9C C9A H9D 108.0 . . ?
C11A C10A C9A 109.1(8) . . ?
C11A C10A C5 103.6(8) . . ?
C9A C10A C5 109.4(7) . . ?
C11A C10A H10A 111.5 . . ?
C9A C10A H10A 111.5 . . ?
C5 C10A H10A 111.5 . . ?
C10A C11A C12A 111.4(10) . . ?
C10A C11A H11C 109.3 . . ?
C12A C11A H11C 109.3 . . ?
C10A C11A H11D 109.3 . . ?
C12A C11A H11D 109.3 . . ?
H11C C11A H11D 108.0 . . ?
C11A C12A C3 107.7(8) . . ?
C11A C12A C13A 105.0(10) . . ?
C3 C12A C13A 97.5(7) . . ?
C11A C12A H12A 114.9 . . ?
C3 C12A H12A 114.9 . . ?
C13A C12A H12A 114.9 . . ?
C14 C13A C12A 123.5(9) . . ?
C14 C13A H13C 106.5 . . ?
C12A C13A H13C 106.5 . . ?
C14 C13A H13D 106.5 . . ?
C12A C13A H13D 106.5 . . ?
H13C C13A H13D 106.5 . . ?
C12A C13A H14A 144.5 . . ?
H13D C13A H14A 108.2 . . ?
C13A C14 C1 114.8(5) . . ?
C1 C14 C13 109.9(3) . . ?
C1 C14 H14A 109.6 . . ?
C13 C14 H14A 109.9 . . ?
C1 C14 H14B 109.6 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.3 . . ?
C13A C14 H14C 109.0 . . ?
C1 C14 H14C 108.3 . . ?
C13A C14 H14D 108.1 . . ?
C1 C14 H14D 108.8 . . ?
H14C C14 H14D 107.7 . . ?
N2 C15 C16 124.0(3) . . ?
N2 C15 C28 118.6(2) . . ?
C16 C15 C28 117.4(3) . . ?
C2 C16 C15 116.9(2) . . ?
C2 C16 C17 127.2(2) . . ?
C15 C16 C17 115.8(2) . . ?
C18 C17 C16 121.8(2) . . ?
C18 C17 C26 121.3(3) . . ?
C16 C17 C26 116.7(2) . . ?
C17 C18 C19 124.6(2) . . ?
C17 C18 H18 117.7 . . ?
C19 C18 H18 117.7 . . ?
C20 C19 C18 121.9(2) . . ?
C20 C19 C24 120.9(3) . . ?
C18 C19 C24 117.1(3) . . ?
C19 C20 C21 124.4(3) . . ?
C19 C20 H20 117.8 . . ?
C21 C20 H20 117.8 . . ?
N5 C21 C20 117.0(3) . . ?
N5 C21 C22 124.8(3) . . ?
C20 C21 C22 118.2(3) . . ?
C21 C22 C23 113.0(3) . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
C23 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C24 C23 C22 114.9(3) . . ?
C24 C23 H23A 108.6 . . ?
C22 C23 H23A 108.6 . . ?
C24 C23 H23B 108.6 . . ?
C22 C23 H23B 108.6 . . ?
H23A C23 H23B 107.5 . . ?
C25 C24 C23 115.0(3) . . ?
C25 C24 C19 110.0(2) . . ?
C23 C24 C19 110.7(3) . . ?
C25 C24 H24 106.9 . . ?
C23 C24 H24 106.9 . . ?
C19 C24 H24 106.9 . . ?
C24 C25 C26 115.5(2) . . ?
C24 C25 H25A 108.4 . . ?
C26 C25 H25A 108.4 . . ?
C24 C25 H25B 108.4 . . ?
C26 C25 H25B 108.4 . . ?
H25A C25 H25B 107.5 . . ?
C25 C26 C27 114.3(2) . . ?
C25 C26 C17 109.5(2) . . ?
C27 C26 C17 111.4(2) . . ?
C25 C26 H26 107.1 . . ?
C27 C26 H26 107.1 . . ?
C17 C26 H26 107.1 . . ?
C26 C27 C28 113.1(2) . . ?
C26 C27 H27A 108.9 . . ?
C28 C27 H27A 108.9 . . ?
C26 C27 H27B 108.9 . . ?
C28 C27 H27B 108.9 . . ?
H27A C27 H27B 107.8 . . ?
C15 C28 C27 109.4(2) . . ?
C15 C28 H28A 109.8 . . ?
C27 C28 H28A 109.8 . . ?
C15 C28 H28B 109.8 . . ?
C27 C28 H28B 109.8 . . ?
H28A C28 H28B 108.2 . . ?
C29 O1 H1W 110.1 . . ?
O1 C29 C30 110.4(5) . . ?
O1 C29 H29A 109.6 . . ?
C30 C29 H29A 109.6 . . ?
O1 C29 H29B 109.6 . . ?
C30 C29 H29B 109.6 . . ?
H29A C29 H29B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C15 -7.9(4) . . . . ?
N2 N1 C1 C2 2.2(4) . . . . ?
N2 N1 C1 C14 177.5(3) . . . . ?
N1 C1 C2 C16 6.9(4) . . . . ?
C14 C1 C2 C16 -168.1(2) . . . . ?
N1 C1 C2 C3 -172.4(3) . . . . ?
C14 C1 C2 C3 12.6(4) . . . . ?
C16 C2 C3 C4 -22.5(4) . . . . ?
C1 C2 C3 C4 156.7(3) . . . . ?
C16 C2 C3 C12 169.3(3) . . . . ?
C1 C2 C3 C12 -11.5(4) . . . . ?
C16 C2 C3 C12A 139.1(6) . . . . ?
C1 C2 C3 C12A -41.6(6) . . . . ?
C2 C3 C4 C5 176.2(2) . . . . ?
C12 C3 C4 C5 -15.8(4) . . . . ?
C12A C3 C4 C5 14.3(6) . . . . ?
C3 C4 C5 C6 -179.4(3) . . . . ?
C3 C4 C5 C10 6.9(4) . . . . ?
C3 C4 C5 C10A -17.7(5) . . . . ?
C4 C5 C6 C7 178.0(2) . . . . ?
C10 C5 C6 C7 -8.7(5) . . . . ?
C10A C5 C6 C7 15.7(5) . . . . ?
N4 N3 C7 C6 -176.8(2) . . . . ?
N4 N3 C7 C8 1.7(4) . . . . ?
C5 C6 C7 N3 175.4(3) . . . . ?
C5 C6 C7 C8 -3.3(4) . . . . ?
N3 C7 C8 C9A -159.2(4) . . . . ?
C6 C7 C8 C9A 19.3(5) . . . . ?
N3 C7 C8 C9 167.3(3) . . . . ?
C6 C7 C8 C9 -14.2(4) . . . . ?
C9A C8 C9 C10 -59.6(7) . . . . ?
C7 C8 C9 C10 45.6(6) . . . . ?
C8 C9 C10 C5 -54.6(6) . . . . ?
C8 C9 C10 C11 -177.8(5) . . . . ?
C6 C5 C10 C9 35.5(6) . . . . ?
C4 C5 C10 C9 -150.8(4) . . . . ?
C10A C5 C10 C9 -47.2(15) . . . . ?
C6 C5 C10 C11 161.3(4) . . . . ?
C4 C5 C10 C11 -25.0(6) . . . . ?
C10A C5 C10 C11 78.6(16) . . . . ?
C9 C10 C11 C12 175.4(5) . . . . ?
C5 C10 C11 C12 55.0(7) . . . . ?
C10 C11 C12 C13 177.2(5) . . . . ?
C10 C11 C12 C3 -61.1(7) . . . . ?
C4 C3 C12 C11 41.3(5) . . . . ?
C2 C3 C12 C11 -149.9(4) . . . . ?
C12A C3 C12 C11 -51.8(10) . . . . ?
C4 C3 C12 C13 165.0(3) . . . . ?
C2 C3 C12 C13 -26.2(5) . . . . ?
C12A C3 C12 C13 71.9(11) . . . . ?
C11 C12 C13 C14 -178.6(5) . . . . ?
C3 C12 C13 C14 62.3(5) . . . . ?
C7 C8 C9A C10A -46.2(7) . . . . ?
C9 C8 C9A C10A 42.1(6) . . . . ?
C8 C9A C10A C11A 169.0(8) . . . . ?
C8 C9A C10A C5 56.4(7) . . . . ?
C6 C5 C10A C11A -157.5(5) . . . . ?
C4 C5 C10A C11A 39.7(7) . . . . ?
C10 C5 C10A C11A -48.3(14) . . . . ?
C6 C5 C10A C9A -41.3(6) . . . . ?
C4 C5 C10A C9A 156.0(5) . . . . ?
C10 C5 C10A C9A 67.9(15) . . . . ?
C9A C10A C11A C12A -179.8(8) . . . . ?
C5 C10A C11A C12A -63.4(10) . . . . ?
C10A C11A C12A C3 62.8(12) . . . . ?
C10A C11A C12A C13A 165.9(9) . . . . ?
C4 C3 C12A C11A -35.3(10) . . . . ?
C2 C3 C12A C11A 161.9(7) . . . . ?
C12 C3 C12A C11A 65.7(12) . . . . ?
C4 C3 C12A C13A -143.7(6) . . . . ?
C2 C3 C12A C13A 53.4(8) . . . . ?
C12 C3 C12A C13A -42.7(10) . . . . ?
C11A C12A C13A C14 -161.3(11) . . . . ?
C3 C12A C13A C14 -50.7(13) . . . . ?
C12A C13A C14 C1 30.6(14) . . . . ?
C12A C13A C14 C13 -56.5(12) . . . . ?
N1 C1 C14 C13A 177.7(7) . . . . ?
C2 C1 C14 C13A -6.9(8) . . . . ?
N1 C1 C14 C13 -150.3(3) . . . . ?
C2 C1 C14 C13 25.1(4) . . . . ?
C12 C13 C14 C13A 44.2(10) . . . . ?
C12 C13 C14 C1 -61.3(5) . . . . ?
N1 N2 C15 C16 4.4(4) . . . . ?
N1 N2 C15 C28 -176.8(3) . . . . ?
C1 C2 C16 C15 -9.9(3) . . . . ?
C3 C2 C16 C15 169.4(2) . . . . ?
C1 C2 C16 C17 166.8(2) . . . . ?
C3 C2 C16 C17 -13.9(4) . . . . ?
N2 C15 C16 C2 4.8(4) . . . . ?
C28 C15 C16 C2 -174.0(2) . . . . ?
N2 C15 C16 C17 -172.3(3) . . . . ?
C28 C15 C16 C17 9.0(3) . . . . ?
C2 C16 C17 C18 -49.0(4) . . . . ?
C15 C16 C17 C18 127.7(3) . . . . ?
C2 C16 C17 C26 136.3(3) . . . . ?
C15 C16 C17 C26 -47.0(3) . . . . ?
C16 C17 C18 C19 -178.0(2) . . . . ?
C26 C17 C18 C19 -3.5(4) . . . . ?
C17 C18 C19 C20 -179.5(2) . . . . ?
C17 C18 C19 C24 -2.4(4) . . . . ?
C18 C19 C20 C21 177.2(2) . . . . ?
C24 C19 C20 C21 0.2(4) . . . . ?
N6 N5 C21 C20 178.2(2) . . . . ?
N6 N5 C21 C22 0.4(4) . . . . ?
C19 C20 C21 N5 -175.6(3) . . . . ?
C19 C20 C21 C22 2.4(4) . . . . ?
N5 C21 C22 C23 -162.1(3) . . . . ?
C20 C21 C22 C23 20.1(4) . . . . ?
C21 C22 C23 C24 -45.6(4) . . . . ?
C22 C23 C24 C25 172.4(2) . . . . ?
C22 C23 C24 C19 47.0(4) . . . . ?
C20 C19 C24 C25 -152.9(2) . . . . ?
C18 C19 C24 C25 29.9(3) . . . . ?
C20 C19 C24 C23 -24.7(4) . . . . ?
C18 C19 C24 C23 158.1(2) . . . . ?
C23 C24 C25 C26 -179.7(2) . . . . ?
C19 C24 C25 C26 -54.0(3) . . . . ?
C24 C25 C26 C27 173.9(2) . . . . ?
C24 C25 C26 C17 48.1(3) . . . . ?
C18 C17 C26 C25 -18.5(3) . . . . ?
C16 C17 C26 C25 156.2(2) . . . . ?
C18 C17 C26 C27 -145.9(3) . . . . ?
C16 C17 C26 C27 28.8(3) . . . . ?
C25 C26 C27 C28 -102.0(3) . . . . ?
C17 C26 C27 C28 22.8(4) . . . . ?
N2 C15 C28 C27 -136.9(3) . . . . ?
C16 C15 C28 C27 41.9(4) . . . . ?
C26 C27 C28 C15 -57.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.045

_iucr_refine_instruction_details 
;
#---------------------------------------------------------

TITL dk1 in P2(1)/c
CELL 0.71073 17.8207 6.1397 24.7531 90.000 100.451 90.000
ZERR 4.00 0.0006 0.0002 0.0008 0.000 0.001 0.000
LATT 1
SYMM - X, 1/2 + Y, 1/2 - Z
SFAC C H N O
UNIT 120 152 24 4
MERG 2
OMIT 0.00 180.00
SHEL 0.82 10
FMAP 2
PLAN 20
SIZE 0.24 0.26 0.28

EQIV $1 1-X, 1-Y, -Z
EQIV $2 X, 1.5-Y, -0.5+Z
EQIV $3 X, 2.5-Y, -0.5+Z

RTAB H..O H1W N5_$1
RTAB H..O H4A N1_$2
RTAB H..O H4B N2_$3
RTAB H..O H6B O1

RTAB O..O O1 N5_$1
RTAB O..O N4 N1_$2
RTAB O..O N4 N2_$3
RTAB O..O N6 O1

RTAB XHY O1 H1W N5_$1
RTAB XHY N4 H4A N1_$2
RTAB XHY N4 H4B N2_$3
RTAB XHY N6 H6B O1

ACTA
BOND
BOND $H
CONF
LIST 4
L.S. 4
TEMP -60.00
WGHT 0.113000 0.983700
FVAR 0.13632
N1 3 0.140795 0.750006 0.324531 11.00000 0.08849 0.06661 =
0.04370 -0.02213 0.02060 -0.00177
N2 3 0.194280 0.896757 0.346509 11.00000 0.09094 0.06867 =
0.04442 -0.02555 0.01016 -0.00114
N3 3 0.147851 1.198149 -0.045210 11.00000 0.07436 0.05423 =
0.04875 0.01828 0.00401 -0.01520
N4 3 0.127810 1.184416 -0.101000 11.00000 0.09373 0.06871 =
0.05251 0.02646 0.00790 -0.01553
AFIX 93
H4A 2 0.105202 1.068081 -0.116056 11.00000 -1.20000
H4B 2 0.137641 1.291996 -0.121507 11.00000 -1.20000
AFIX 0
N5 3 0.504770 0.795762 0.081382 11.00000 0.05703 0.08498 =
0.07923 0.02368 0.01650 0.01439
N6 3 0.559316 0.862709 0.052517 11.00000 0.06638 0.11577 =
0.12503 0.03280 0.03709 0.01565
AFIX 93
H6A 2 0.576359 0.995717 0.055891 11.00000 -1.20000
H6B 2 0.576918 0.772222 0.030810 11.00000 -1.20000
AFIX 0
C1 1 0.126617 0.717308 0.270376 11.00000 0.06325 0.04447 =
0.04382 -0.01307 0.01236 0.00332
C2 1 0.166361 0.823009 0.233486 11.00000 0.05891 0.02995 =
0.03583 -0.00602 -0.00196 0.00138
C3 1 0.139466 0.794796 0.174409 11.00000 0.07165 0.03632 =
0.03550 0.00011 -0.00849 -0.01636
C4 1 0.154446 0.937632 0.136553 11.00000 0.05321 0.02471 =
0.03865 -0.00142 -0.00465 -0.00789
AFIX 43
H4 2 0.180969 1.065407 0.149238 11.00000 -1.20000
AFIX 0
C5 1 0.132854 0.909369 0.077964 11.00000 0.05020 0.02835 =
0.03821 0.00193 -0.00563 -0.00778
C6 1 0.150109 1.057535 0.042261 11.00000 0.05452 0.02999 =
0.04521 0.00325 -0.00107 -0.01033
AFIX 43
H6 2 0.175630 1.184692 0.056588 11.00000 -1.20000
AFIX 0
C7 1 0.132112 1.034442 -0.016425 11.00000 0.04946 0.03873 =
0.04640 0.01031 0.00205 -0.00737
C8 1 0.095285 0.827398 -0.039778 11.00000 0.05730 0.04734 =
0.03353 0.00292 0.00227 -0.00631
AFIX 3
H8A 2 0.119985 0.777588 -0.068888 10.62000 -1.20000
H8B 2 0.042565 0.854178 -0.054828 10.62000 -1.20000
H8C 2 0.133305 0.738308 -0.051878 10.38000 -1.20000
H8D 2 0.057775 0.863458 -0.071488 10.38000 -1.20000
AFIX 0
PART -1
C9 1 0.101350 0.651530 0.004583 10.62000 0.06261 0.03755 =
0.03514 -0.00409 0.00711 -0.01521
AFIX 23
H9A 2 0.067401 0.531427 -0.009965 10.62000 -1.20000
H9B 2 0.153596 0.594658 0.010980 10.62000 -1.20000
AFIX 0
C10 1 0.082706 0.716883 0.059045 10.62000 0.03903 0.03264 =
0.02897 -0.00499 0.00450 -0.00637
AFIX 13
H10 2 0.028934 0.766150 0.052972 10.62000 -1.20000
AFIX 0
C11 1 0.092460 0.539700 0.102161 10.62000 0.05954 0.02578 =
0.02984 -0.00450 0.00836 -0.00859
AFIX 23
H11A 2 0.056655 0.421267 0.089617 10.62000 -1.20000
H11B 2 0.144274 0.480617 0.106283 10.62000 -1.20000
AFIX 0
C12 1 0.079329 0.617576 0.156418 10.62000 0.04592 0.02983 =
0.03084 -0.00339 0.00482 -0.00577
AFIX 13
H12 2 0.027977 0.684249 0.151778 10.62000 -1.20000
AFIX 0
C13 1 0.085157 0.437935 0.199963 10.62000 0.05144 0.02530 =
0.03040 -0.00049 0.00400 -0.00238
AFIX 23
H13A 2 0.048111 0.322160 0.187716 10.62000 -1.20000
H13B 2 0.136454 0.374386 0.206712 10.62000 -1.20000
AFIX 0
PART -2
C9A 1 0.058885 0.699916 -0.002573 10.38000 0.02810 0.03958 =
0.03008 -0.00347 0.00032 -0.01054
AFIX 23
H9C 2 0.047016 0.554544 -0.018147 10.38000 -1.20000
H9D 2 0.010798 0.769675 0.001586 10.38000 -1.20000
AFIX 0
C10A 1 0.110827 0.678324 0.054441 10.38000 0.02434 0.02469 =
0.02535 -0.00478 0.00643 -0.00119
AFIX 13
H10A 2 0.156619 0.589384 0.052555 10.38000 -1.20000
AFIX 0
C11A 1 0.064251 0.581823 0.095226 10.38000 0.05307 0.02832 =
0.02833 -0.00237 -0.00233 -0.00973
AFIX 23
H11C 2 0.044391 0.438891 0.082008 10.38000 -1.20000
H11D 2 0.020667 0.676877 0.097239 10.38000 -1.20000
AFIX 0
C12A 1 0.113052 0.557278 0.152868 10.38000 0.08973 0.02732 =
0.03633 -0.00579 -0.00082 -0.01258
AFIX 13
H12A 2 0.154592 0.448502 0.155707 10.38000 -1.20000
AFIX 0
C13A 1 0.051162 0.514018 0.194038 10.38000 0.11465 0.08053 =
0.05097 0.00259 0.01946 -0.04934
AFIX 23
H13C 2 0.006911 0.606590 0.180597 10.38000 -1.20000
H13D 2 0.033806 0.363093 0.187891 10.38000 -1.20000
AFIX 0
PART 0
C14 1 0.068470 0.543500 0.251377 11.00000 0.07501 0.06941 =
0.05873 -0.01698 0.02368 -0.01265
AFIX 3
H14A 2 0.018360 0.606629 0.244367 10.62000 -1.20000
H14B 2 0.070050 0.435479 0.279607 10.62000 -1.20000
H14C 2 0.022460 0.579339 0.264457 10.38000 -1.20000
H14D 2 0.086860 0.407479 0.267787 10.38000 -1.20000
AFIX 0
C15 1 0.237733 0.986221 0.314912 11.00000 0.06686 0.04841 =
0.04064 -0.01317 -0.00117 0.00754
C16 1 0.229041 0.950180 0.257942 11.00000 0.06029 0.02978 =
0.03711 -0.00729 -0.00778 0.00643
C17 1 0.288815 1.040941 0.231321 11.00000 0.06165 0.03334 =
0.04093 -0.00537 -0.00896 -0.00589
C18 1 0.325899 0.918891 0.199606 11.00000 0.05588 0.02987 =
0.04370 0.00237 -0.00803 -0.00532
AFIX 43
H18 2 0.311015 0.772563 0.193955 11.00000 -1.20000
AFIX 0
C19 1 0.386870 0.996418 0.173642 11.00000 0.04901 0.03951 =
0.05073 0.01098 -0.01044 -0.00574
C20 1 0.421690 0.866150 0.141866 11.00000 0.05777 0.04332 =
0.06070 0.01148 0.00120 0.00019
AFIX 43
H20 2 0.406436 0.719501 0.138333 11.00000 -1.20000
AFIX 0
C21 1 0.480575 0.936513 0.113030 11.00000 0.04608 0.06230 =
0.07187 0.02542 -0.00339 0.00548
C22 1 0.507467 1.167536 0.120145 11.00000 0.05334 0.07146 =
0.09067 0.02738 0.00484 -0.00392
AFIX 23
H22A 2 0.483720 1.252227 0.088000 11.00000 -1.20000
H22B 2 0.562820 1.171250 0.121829 11.00000 -1.20000
AFIX 0
C23 1 0.488766 1.274211 0.171874 11.00000 0.05744 0.05070 =
0.11853 0.02485 -0.01211 -0.00813
AFIX 23
H23A 2 0.524488 1.219064 0.203755 11.00000 -1.20000
H23B 2 0.497130 1.431486 0.169713 11.00000 -1.20000
AFIX 0
C24 1 0.408290 1.236247 0.181301 11.00000 0.05732 0.04392 =
0.07510 0.00787 -0.01325 -0.01203
AFIX 13
H24 2 0.373864 1.317947 0.152415 11.00000 -1.20000
AFIX 0
C25 1 0.392765 1.315163 0.235379 11.00000 0.05912 0.03520 =
0.08882 -0.00276 -0.02162 -0.00575
AFIX 23
H25A 2 0.403372 1.471783 0.238144 11.00000 -1.20000
H25B 2 0.428503 1.243109 0.264700 11.00000 -1.20000
AFIX 0
C26 1 0.312186 1.277063 0.245437 11.00000 0.06791 0.03791 =
0.07045 -0.01075 -0.01683 -0.00317
AFIX 13
H26 2 0.277881 1.371180 0.219399 11.00000 -1.20000
AFIX 0
C27 1 0.300326 1.336993 0.302959 11.00000 0.07127 0.04463 =
0.08076 -0.02876 -0.01581 -0.00052
AFIX 23
H27A 2 0.251874 1.415337 0.300248 11.00000 -1.20000
H27B 2 0.341271 1.435612 0.319654 11.00000 -1.20000
AFIX 0
C28 1 0.299359 1.139270 0.340343 11.00000 0.08083 0.07059 =
0.05098 -0.02686 -0.01638 0.00013
AFIX 23
H28A 2 0.348866 1.065237 0.345507 11.00000 -1.20000
H28B 2 0.290207 1.186484 0.376408 11.00000 -1.20000
AFIX 0
PART -3
O1 4 0.598715 0.522510 -0.020540 10.85000 0.07835 0.17471 =
0.17384 -0.05276 -0.02151 0.03283
AFIX 1
H1W 2 0.568660 0.427910 -0.039380 11.00000 -1.50000
AFIX 0
C29 1 0.674117 0.451030 -0.013522 11.00000 0.08647 0.17080 =
0.11779 -0.02277 0.00915 -0.00457
AFIX 23
H29A 2 0.707504 0.556431 0.008872 11.00000 -1.20000
H29B 2 0.689848 0.440667 -0.049372 11.00000 -1.20000
AFIX 0
C30 1 0.681708 0.243269 0.012721 11.00000 0.07445 0.18614 =
0.23398 0.06682 0.03461 -0.00167
AFIX 137
H30A 2 0.668325 0.255271 0.048881 11.00000 -1.50000
H30B 2 0.734032 0.193475 0.016280 11.00000 -1.50000
H30C 2 0.647926 0.139807 -0.009157 11.00000 -1.50000
AFIX 0
PART -4
O1A 4 0.675741 0.675905 0.000524 10.15000 0.15723
HKLF 4

REM dk1 in P2(1)/c
REM R1 = 0.0701 for 3479 Fo > 4sig(Fo) and 0.1013 for all 5056 data
REM 384 parameters refined using 0 restraints

END

WGHT 0.1130 0.9834
REM Highest difference peak 0.584, deepest hole -0.330, 1-sigma level 0.045
Q1 1 0.5811 0.3600 0.0029 11.00000 0.05 0.58
Q2 1 0.0495 0.6293 0.2223 11.00000 0.05 0.35
Q3 1 0.3583 1.1955 0.2652 11.00000 0.05 0.35
Q4 1 0.6897 0.1432 0.0555 11.00000 0.05 0.35
Q5 1 0.4534 1.2924 0.1385 11.00000 0.05 0.30
Q6 1 0.1070 0.8332 0.2993 11.00000 0.05 0.26
Q7 1 0.6087 0.5285 -0.0303 11.00000 0.05 0.26
Q8 1 0.4467 1.1541 0.1980 11.00000 0.05 0.26
Q9 1 0.1286 0.7915 0.0709 11.00000 0.05 0.20
Q10 1 0.1439 1.0174 -0.1272 11.00000 0.05 0.19

;

#---------------------------------------------------------

data_(3)
_database_code_depnum_ccdc_archive 'CCDC 870946'
#TrackingRef '- cifs_all.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
3,4,4a,5,6,9,10,10a,11,12-decahydroanthra
[1,9,8-cdef:5,10,4-cdef]dicinnoline, Dihydrate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H18 N4, 2(H2 O)'
_chemical_formula_sum            'C20 H22 N4 O2'
_chemical_formula_weight         350.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_symmetry_Int_Tables_number      14

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                   5.0227(5)
_cell_length_b                   13.5312(14)
_cell_length_c                   12.4146(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.498(8)
_cell_angle_gamma                90.00
_cell_volume                     841.14(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    5454
_cell_measurement_theta_min      5.17
_cell_measurement_theta_max      26.37

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             372
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9747
_exptl_absorpt_correction_T_max  0.9782
_exptl_absorpt_process_details   
'X-RED (Stoe & Cie, 2001) and X-SHAPE (Stoe & Cie, 1999)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Stoe Imaging plate diffraction system'
_diffrn_measurement_method       '\f oscillation scans'
_diffrn_standards_decay_%        0
_diffrn_reflns_number            5454
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0373
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         5.17
_diffrn_reflns_theta_max         26.37
_reflns_number_total             1692
_reflns_number_gt                1013
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'IPDS Software (Stoe & Cie, 2000)'
_computing_cell_refinement       'IPDS Software (Stoe & Cie, 2000)'
_computing_data_reduction        'IPDS Software (Stoe & Cie, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond 2.1e (Brandenburg, 1999)'
_computing_publication_material  'WinGX 1.70.01 (Farrugia, 1999)'

#------------------------------- Refinement data-----------------------#

_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.

The organic molecule is situated across a center of inversion.
The alicyclic fragments possess the conformation, which is typical for
the six-membered ring with three sp2-atoms. Thus five carbon atoms are
coplanar and only the side CH2 group deviates from this plane. Accordingly,
both these CH2 groups are disordered at two axial sides of the molecule.
The disorder was resolved without restraints in geometry and refined
anitropically with partial contributions 0.80 and 0.20. The hydrogen atoms
were added to both components of the disorder. For the solvate water
molecule, the hydrogen atoms were located and then fixed with
Uiso = 1.5Ueq(O) and O-H distance 0.85 A. One of the water H-atoms is
equally disordered by symmetry and adopt two positions, which were
refined with partial occupancy 0.5.
;

_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^)+(0.0779P)^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_number_reflns         1692
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1184
_refine_ls_wR_factor_gt          0.1129
_refine_ls_goodness_of_fit_ref   0.882
_refine_ls_restrained_S_all      0.882
_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
N1 N 0.1993(3) 0.24647(9) 0.43879(11) 0.0479(4) Uani 1 1 d . . .
N2 N -0.3296(3) 0.70083(10) 0.63858(11) 0.0479(4) Uani 1 1 d . . .
C1 C 0.0495(3) 0.29212(11) 0.50441(12) 0.0420(4) Uani 1 1 d . . .
C2 C 0.0163(3) 0.39736(11) 0.50420(11) 0.0365(4) Uani 1 1 d . . .
C3 C -0.1381(3) 0.44533(11) 0.57738(12) 0.0378(4) Uani 1 1 d . . .
C4 C -0.1529(3) 0.54856(11) 0.57233(11) 0.0355(4) Uani 1 1 d . . .
C5 C -0.3062(3) 0.60502(11) 0.64417(12) 0.0410(4) Uani 1 1 d . . .
C6 C -0.4461(4) 0.55048(13) 0.72931(15) 0.0550(5) Uani 1 1 d . . .
H6A H -0.6294 0.5403 0.7038 0.066 Uiso 0.80 1 d PR . .
H6B H -0.4428 0.5905 0.7933 0.066 Uiso 0.80 1 d PR . .
H6C H -0.6228 0.5769 0.7318 0.066 Uiso 0.20 1 d PR . .
H6D H -0.3517 0.5616 0.7985 0.066 Uiso 0.20 1 d PR . .
C7 C -0.3230(6) 0.45156(17) 0.75589(19) 0.0453(6) Uani 0.80 1 d P . .
H7A H -0.4319 0.4166 0.8034 0.054 Uiso 0.80 1 d PR . .
H7B H -0.1521 0.4627 0.7941 0.054 Uiso 0.80 1 d PR . .
C8 C -0.2775(4) 0.38825(11) 0.66127(14) 0.0494(5) Uani 1 1 d . . .
H8A H -0.4522 0.3726 0.6288 0.059 Uiso 0.80 1 d PR . .
H8B H -0.1370 0.3879 0.7183 0.059 Uiso 0.20 1 d PR . .
C9 C -0.1427(6) 0.29035(18) 0.6836(2) 0.0483(6) Uani 0.80 1 d P . .
H9A H -0.2474 0.2515 0.7294 0.058 Uiso 0.80 1 d PR . .
H9B H 0.0262 0.3035 0.7226 0.058 Uiso 0.80 1 d PR . .
C10 C -0.0903(4) 0.23211(12) 0.58512(15) 0.0577(5) Uani 1 1 d . . .
H10A H 0.0150 0.1748 0.6050 0.069 Uiso 0.80 1 d PR . .
H10B H -0.2589 0.2100 0.5519 0.069 Uiso 0.80 1 d PR . .
H10C H 0.0399 0.2066 0.6387 0.069 Uiso 0.20 1 d PR . .
H10D H -0.1774 0.1769 0.5488 0.069 Uiso 0.20 1 d PR . .
C7A C -0.462(2) 0.4494(6) 0.7113(8) 0.040(2) Uani 0.20 1 d P . .
H7C H -0.6293 0.4398 0.6696 0.048 Uiso 0.20 1 d PR . .
H7D H -0.4827 0.4201 0.7806 0.048 Uiso 0.20 1 d PR . .
C9A C -0.285(3) 0.2888(7) 0.6379(9) 0.050(3) Uani 0.20 1 d P . .
H9C H -0.4512 0.2784 0.5957 0.060 Uiso 0.20 1 d PR . .
H9D H -0.3023 0.2563 0.7057 0.060 Uiso 0.20 1 d PR . .
O1 O 0.2427(3) 0.03232(8) 0.46198(10) 0.0585(4) Uani 1 1 d . . .
H1 H 0.2354 0.0948 0.4550 0.088 Uiso 1 1 d R . .
H2A H 0.1320 0.0133 0.5061 0.088 Uiso 0.50 1 d PR . .
H2B H 0.3985 0.0150 0.4864 0.088 Uiso 0.50 1 d PR . .

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
N1 0.0593(11) 0.0358(7) 0.0506(8) 0.0009(6) 0.0182(7) 0.0061(6)
N2 0.0597(11) 0.0388(8) 0.0479(8) -0.0020(6) 0.0209(7) 0.0055(6)
C1 0.0509(11) 0.0346(8) 0.0415(9) 0.0013(6) 0.0100(7) 0.0038(7)
C2 0.0431(11) 0.0340(8) 0.0328(8) 0.0029(6) 0.0066(7) 0.0030(6)
C3 0.0439(10) 0.0363(8) 0.0344(8) 0.0044(6) 0.0112(7) 0.0035(7)
C4 0.0394(10) 0.0367(8) 0.0313(7) 0.0016(6) 0.0077(6) 0.0043(6)
C5 0.0465(11) 0.0404(8) 0.0375(9) -0.0009(6) 0.0122(7) 0.0053(7)
C6 0.0696(14) 0.0492(10) 0.0505(10) 0.0016(8) 0.0315(9) 0.0047(9)
C7 0.0514(18) 0.0479(13) 0.0389(13) 0.0033(10) 0.0192(11) -0.0035(12)
C8 0.0632(13) 0.0412(9) 0.0471(9) 0.0075(7) 0.0254(8) 0.0013(8)
C9 0.0604(19) 0.0404(12) 0.0466(14) 0.0122(11) 0.0203(12) -0.0002(12)
C10 0.0771(15) 0.0349(9) 0.0647(11) 0.0100(8) 0.0287(10) 0.0058(8)
C7A 0.038(6) 0.046(5) 0.037(5) -0.007(4) 0.013(4) -0.015(4)
C9A 0.076(9) 0.035(4) 0.040(5) -0.004(4) 0.021(5) -0.020(5)
O1 0.0632(9) 0.0399(6) 0.0754(9) 0.0100(6) 0.0238(7) 0.0059(6)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3068(19) . ?
N1 N2 1.3992(18) 3_566 ?
N2 C5 1.303(2) . ?
C1 C2 1.434(2) . ?
C1 C10 1.506(2) . ?
C2 C3 1.399(2) . ?
C2 C4 1.418(2) 3_566 ?
C3 C4 1.400(2) . ?
C3 C8 1.512(2) . ?
C4 C5 1.442(2) . ?
C5 C6 1.507(2) . ?
C6 C7A 1.388(9) . ?
C6 C7 1.500(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C6 H6D 0.9600 . ?
C7 C8 1.486(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C8 C7A 1.421(9) . ?
C8 C9 1.504(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C9 C10 1.495(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C10 C9A 1.441(11) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C10 H10D 0.9600 . ?
C7A H7C 0.9600 . ?
C7A H7D 0.9600 . ?
C9A H9C 0.9600 . ?
C9A H9D 0.9600 . ?
O1 H1 0.8500 . ?
O1 H2A 0.8500 . ?
O1 H2B 0.8500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 N2 120.67(13) . 3_566 ?
C5 N2 N1 119.90(12) . 3_566 ?
N1 C1 C2 122.76(14) . . ?
N1 C1 C10 118.77(14) . . ?
C2 C1 C10 118.46(13) . . ?
C3 C2 C4 121.16(14) . 3_566 ?
C3 C2 C1 122.00(13) . . ?
C4 C2 C1 116.82(13) 3_566 . ?
C2 C3 C4 117.64(13) . . ?
C2 C3 C8 121.36(14) . . ?
C4 C3 C8 120.97(13) . . ?
C3 C4 C2 121.19(13) . 3_566 ?
C3 C4 C5 122.01(13) . . ?
C2 C4 C5 116.80(14) 3_566 . ?
N2 C5 C4 122.99(14) . . ?
N2 C5 C6 118.65(13) . . ?
C4 C5 C6 118.37(14) . . ?
C7A C6 C5 113.2(4) . . ?
C7 C6 C5 112.61(16) . . ?
C7 C6 H6A 108.2 . . ?
C5 C6 H6A 109.1 . . ?
C7 C6 H6B 109.9 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.9 . . ?
C7A C6 H6C 109.3 . . ?
C5 C6 H6C 108.9 . . ?
C7A C6 H6D 108.5 . . ?
C5 C6 H6D 109.1 . . ?
H6C C6 H6D 107.8 . . ?
C8 C7 C6 115.26(18) . . ?
C8 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
C8 C7 H7B 107.1 . . ?
C6 C7 H7B 107.8 . . ?
H7A C7 H7B 107.7 . . ?
C7 C8 C9 117.19(18) . . ?
C9A C8 C3 111.1(4) . . ?
C7A C8 C3 110.9(4) . . ?
C7 C8 C3 110.99(15) . . ?
C9 C8 C3 110.54(16) . . ?
C7 C8 H8A 105.5 . . ?
C9 C8 H8A 105.4 . . ?
C3 C8 H8A 106.3 . . ?
C10 C9 C8 114.8(2) . . ?
C10 C9 H9A 109.6 . . ?
C8 C9 H9A 109.4 . . ?
H8B C9 H9A 109.6 . . ?
C10 C9 H9B 107.8 . . ?
C8 C9 H9B 107.3 . . ?
H9A C9 H9B 107.8 . . ?
C9A C10 C1 112.6(4) . . ?
C9 C10 C1 112.41(16) . . ?
C9 C10 H10A 110.2 . . ?
C1 C10 H10A 109.3 . . ?
C9 C10 H10B 108.0 . . ?
C1 C10 H10B 108.9 . . ?
H10A C10 H10B 108.0 . . ?
C9A C10 H10C 109.1 . . ?
C1 C10 H10C 109.1 . . ?
C9A C10 H10D 109.1 . . ?
H10C C10 H10D 107.8 . . ?
C6 C7A H7C 105.0 . . ?
C8 C7A H7C 105.0 . . ?
C6 C7A H7D 105.7 . . ?
C8 C7A H7D 105.7 . . ?
H7C C7A H7D 106.0 . . ?
C8 C9A H9C 105.5 . . ?
C10 C9A H9C 105.4 . . ?
C8 C9A H9D 105.4 . . ?
C10 C9A H9D 105.4 . . ?
H9C C9A H9D 106.0 . . ?
H1 O1 H2A 110.0 . . ?
H1 O1 H2B 110.0 . . ?
H2A O1 H2B 108.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 N1 C1 C2 -2.2(3) 3_566 . . . ?
N2 N1 C1 C10 179.00(17) 3_566 . . . ?
N1 C1 C2 C3 -177.90(16) . . . . ?
C10 C1 C2 C3 0.9(2) . . . . ?
N1 C1 C2 C4 0.6(2) . . . 3_566 ?
C10 C1 C2 C4 179.46(16) . . . 3_566 ?
C4 C2 C3 C4 0.0(3) 3_566 . . . ?
C1 C2 C3 C4 178.49(15) . . . . ?
C4 C2 C3 C8 -178.17(16) 3_566 . . . ?
C1 C2 C3 C8 0.3(3) . . . . ?
C2 C3 C4 C2 0.0(3) . . . 3_566 ?
C8 C3 C4 C2 178.18(16) . . . 3_566 ?
C2 C3 C4 C5 -179.91(15) . . . . ?
C8 C3 C4 C5 -1.7(2) . . . . ?
N1 N2 C5 C4 -1.0(3) 3_566 . . . ?
N1 N2 C5 C6 179.23(16) 3_566 . . . ?
C3 C4 C5 N2 -177.74(15) . . . . ?
C2 C4 C5 N2 2.4(2) 3_566 . . . ?
C3 C4 C5 C6 2.1(3) . . . . ?
C2 C4 C5 C6 -177.80(16) 3_566 . . . ?
N2 C5 C6 C7A 165.1(6) . . . . ?
C4 C5 C6 C7A -14.7(6) . . . . ?
N2 C5 C6 C7 -157.6(2) . . . . ?
C4 C5 C6 C7 22.6(3) . . . . ?
C7A C6 C7 C8 49.2(7) . . . . ?
C5 C6 C7 C8 -49.2(3) . . . . ?
C6 C7 C8 C9 177.2(2) . . . . ?
C6 C7 C8 C3 48.9(3) . . . . ?
C2 C3 C8 C9A -14.6(7) . . . . ?
C4 C3 C8 C9A 167.2(7) . . . . ?
C2 C3 C8 C7A -168.4(5) . . . . ?
C4 C3 C8 C7A 13.4(5) . . . . ?
C2 C3 C8 C7 154.83(18) . . . . ?
C4 C3 C8 C7 -23.3(3) . . . . ?
C2 C3 C8 C9 23.0(3) . . . . ?
C4 C3 C8 C9 -155.1(2) . . . . ?
C7 C8 C9 C10 -177.1(2) . . . . ?
C3 C8 C9 C10 -48.6(3) . . . . ?
C8 C9 C10 C1 50.8(3) . . . . ?
N1 C1 C10 C9A -169.3(6) . . . . ?
C2 C1 C10 C9A 11.8(6) . . . . ?
N1 C1 C10 C9 153.05(19) . . . . ?
C2 C1 C10 C9 -25.8(3) . . . . ?
C5 C6 C7A C8 31.6(11) . . . . ?
C9A C8 C7A C6 -177.7(9) . . . . ?
C3 C8 C7A C6 -30.6(11) . . . . ?
C7A C8 C9A C10 178.9(8) . . . . ?
C3 C8 C9A C10 32.0(13) . . . . ?
C1 C10 C9A C8 -31.2(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.036

_iucr_refine_instruction_details 
;
#---------------------------------------------------------

TITL ip287 in P2(1)/c
CELL 0.71073 5.0227 13.5312 12.4146 90.000 94.498 90.000
ZERR 2.00 0.0005 0.0014 0.0015 0.000 0.008 0.000
LATT 1
SYMM - X, 1/2 + Y, 1/2 - Z
SFAC C H N O
UNIT 40 44 8 4
MERG 2
OMIT 0.00 180.00
OMIT 4 1 6
OMIT -1 16 4
OMIT -3 13 7
SHEL 0.8 4
BOND 0.5
FMAP 2
PLAN 25
SIZE 0.24 0.26 0.28

EQIV $1 -X, -Y, 1-Z
EQIV $2 1-X, -Y, 1-Z

RTAB H..O H1 N1
RTAB H..O H2A O1_$1
RTAB H..O H2B O1_$2

RTAB O..O O1 N1
RTAB O..O O1 O1_$1
RTAB O..O O1 O1_$2

RTAB XHY O1 H1 N1
RTAB XHY O1 H2A O1_$1
RTAB XHY O1 H2B O1_$2

ACTA
BOND $H
CONF
LIST 4
L.S. 4
TEMP -60.00
WGHT 0.077900
FVAR 1.65167
N1 3 0.199327 0.246469 0.438786 11.00000 0.05931 0.03585 =
0.05065 0.00095 0.01816 0.00605
N2 3 -0.329589 0.700832 0.638584 11.00000 0.05966 0.03883 =
0.04791 -0.00199 0.02093 0.00554
C1 1 0.049518 0.292124 0.504410 11.00000 0.05086 0.03459 =
0.04147 0.00129 0.01002 0.00382
C2 1 0.016264 0.397365 0.504201 11.00000 0.04308 0.03403 =
0.03283 0.00286 0.00656 0.00299
C3 1 -0.138079 0.445331 0.577375 11.00000 0.04390 0.03634 =
0.03441 0.00440 0.01124 0.00352
C4 1 -0.152906 0.548558 0.572328 11.00000 0.03935 0.03669 =
0.03129 0.00163 0.00768 0.00430
C5 1 -0.306175 0.605019 0.644174 11.00000 0.04650 0.04041 =
0.03748 -0.00088 0.01222 0.00527
C6 1 -0.446051 0.550477 0.729314 11.00000 0.06956 0.04920 =
0.05049 0.00160 0.03153 0.00468
AFIX 3
H6A 2 -0.629381 0.540267 0.703784 10.80000 -1.20000
H6B 2 -0.442831 0.590467 0.793284 10.80000 -1.20000
H6C 2 -0.622821 0.576917 0.731794 10.20000 -1.20000
H6D 2 -0.351741 0.561607 0.798535 10.20000 -1.20000
AFIX 0
C7 1 -0.323003 0.451564 0.755893 10.80000 0.05142 0.04795 =
0.03894 0.00331 0.01925 -0.00346
AFIX 3
H7A 2 -0.431873 0.416554 0.803373 10.80000 -1.20000
H7B 2 -0.152053 0.462724 0.794143 10.80000 -1.20000
AFIX 0
C8 1 -0.277518 0.388249 0.661273 11.00000 0.06318 0.04121 =
0.04707 0.00746 0.02541 0.00129
AFIX 3
H8A 2 -0.452208 0.372579 0.628833 10.80000 -1.20000
H8B 2 -0.136998 0.387869 0.718333 10.20000 -1.20000
AFIX 0
C9 1 -0.142709 0.290350 0.683620 10.80000 0.06040 0.04040 =
0.04657 0.01224 0.02034 -0.00021
AFIX 3
H9A 2 -0.247369 0.251540 0.729370 10.80000 -1.20000
H9B 2 0.026201 0.303500 0.722630 10.80000 -1.20000
AFIX 0
C10 1 -0.090299 0.232114 0.585116 11.00000 0.07710 0.03493 =
0.06474 0.00995 0.02866 0.00579
AFIX 3
H10A 2 0.014991 0.174784 0.604956 10.80000 -1.20000
H10B 2 -0.258879 0.210034 0.551876 10.80000 -1.20000
H10C 2 0.039861 0.206553 0.638716 10.20000 -1.20000
H10D 2 -0.177439 0.176924 0.548786 10.20000 -1.20000
AFIX 0
C7A 1 -0.462123 0.449374 0.711267 10.20000 0.03818 0.04612 =
0.03669 -0.00662 0.01303 -0.01488
AFIX 3
H7C 2 -0.629293 0.439754 0.669579 10.20000 -1.20000
H7D 2 -0.482733 0.420094 0.780558 10.20000 -1.20000
AFIX 0
C9A 1 -0.285064 0.288837 0.637894 10.20000 0.07600 0.03518 =
0.04022 -0.00385 0.02059 -0.01963
AFIX 3
H9C 2 -0.451194 0.278377 0.595744 10.20000 -1.20000
H9D 2 -0.302284 0.256337 0.705714 10.20000 -1.20000
AFIX 0
O1 4 0.242675 0.032324 0.461980 11.00000 0.06317 0.03988 =
0.07543 0.01000 0.02378 0.00591
AFIX 3
H1 2 0.235435 0.094774 0.455020 11.00000 -1.50000
H2A 2 0.132005 0.013284 0.506060 10.50000 -1.50000
H2B 2 0.398525 0.014954 0.486380 10.50000 -1.50000
HKLF 4

REM ip287 in P2(1)/c
REM R1 = 0.0427 for 1013 Fo > 4sig(Fo) and 0.0671 for all 1692 data
REM 136 parameters refined using 0 restraints

END

WGHT 0.0778 0.0000
REM Highest difference peak 0.201, deepest hole -0.160, 1-sigma level 0.036
Q1 1 -0.5431 0.5916 0.7743 11.00000 0.05 0.20
Q2 1 0.0064 0.3407 0.5013 11.00000 0.05 0.18
Q3 1 -0.0575 0.1615 0.5668 11.00000 0.05 0.18
Q4 1 -0.2569 0.5763 0.6016 11.00000 0.05 0.18
Q5 1 -0.0837 0.5028 0.5939 11.00000 0.05 0.17
Q6 1 -0.0968 0.5728 0.5295 11.00000 0.05 0.17
Q7 1 -0.2205 0.4211 0.6087 11.00000 0.05 0.15
Q8 1 -0.2848 0.5480 0.7668 11.00000 0.05 0.15
Q9 1 -0.1309 0.3951 0.6913 11.00000 0.05 0.14
Q10 1 -0.0631 0.4183 0.5400 11.00000 0.05 0.14

;

#---------------------------------------------------------

data_(4)
_database_code_depnum_ccdc_archive 'CCDC 870947'
#TrackingRef '- cifs_all.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(3,4,4a,5,6,9,10,10a,11,12-decahydroanthra
[1,9,8-cdef:5,10,4-cdef]dicinnoline)diiododicopper(I),
Solvate with Acetonitrile and Chloroform
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C20 H18 Cu2 I2 N4), C H Cl3, C2 H3 N'
_chemical_formula_sum            'C23 H22 Cl3 Cu2 I2 N5'
_chemical_formula_weight         855.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'I 41/a m d'
_space_group_name_Hall           '-I 4bd 2'
_symmetry_Int_Tables_number      141

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+1/4, x+3/4, z+1/4'
'y+1/4, -x+1/4, z+3/4'
'-x+1/2, y, -z+1/2'
'x, -y, -z'
'y+1/4, x+3/4, -z+1/4'
'-y+1/4, -x+1/4, -z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+3/4, x+5/4, z+3/4'
'y+3/4, -x+3/4, z+5/4'
'-x+1, y+1/2, -z+1'
'x+1/2, -y+1/2, -z+1/2'
'y+3/4, x+5/4, -z+3/4'
'-y+3/4, -x+3/4, -z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-1/4, -x-3/4, -z-1/4'
'-y-1/4, x-1/4, -z-3/4'
'x-1/2, -y, z-1/2'
'-x, y, z'
'-y-1/4, -x-3/4, z-1/4'
'y-1/4, x-1/4, z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y+1/4, -x-1/4, -z+1/4'
'-y+1/4, x+1/4, -z-1/4'
'x, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
'-y+1/4, -x-1/4, z+1/4'
'y+1/4, x+1/4, z-1/4'

_cell_length_a                   22.3792(2)
_cell_length_b                   22.3792(2)
_cell_length_c                   13.1261(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6573.93(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    13376
_cell_measurement_theta_min      6.82
_cell_measurement_theta_max      26.50

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3280
_exptl_absorpt_coefficient_mu    3.435
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5323
_exptl_absorpt_correction_T_max  0.5768
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEXII area-detector diffractometer'
_diffrn_measurement_method       '\w scans'
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13376
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_av_sigmaI/netI    0.0415
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         6.82
_diffrn_reflns_theta_max         26.50
_reflns_number_total             1779
_reflns_number_gt                1054
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART-NT (Bruker, 1998)'
_computing_cell_refinement       'SAINT-NT (Bruker, 1999)'
_computing_data_reduction        'SAINT-NT (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond 2.1e (Brandenburg, 1999)'
_computing_publication_material  'WinGX 1.70.01 (Farrugia, 1999)'

#------------------------------- Refinement data-----------------------#

_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.

The methylene groups are disordered at two axial sides of the ligand,
as was indicated by very high anisotropy for thermal motion. The disorder
was resolved with partial occupancy factors 0.65 and 0.35 and with a set
of restraints: the corresponding C-C bonds were restrained at 1.50(1) A
as well as SIMU restraint was applied for thermal parameters of
disordered atoms C5 and C5A (anisotropic refinetement).
The hydrogen atoms were added to both components of the disorder,
considering the above partial occupancies.

The solvate CHCl3 molecule is disordered by overlapping positions, with
Cl1 atom common for two different orientations. Considering the nature of
the disorder, the atoms were refined with partial occupancy factors 0.25
and left isotropic (Uiso = 0.17-0.36 A2). To improve the refinement
stability, the C-Cl bond lengths were restrained at 1.74(1) A and
intramolecular contacts Cl...Cl at 2.90(1) A. The CH3CN guest molecule
is unresoluble disordered over multiple ovelapping positions. We were
not successful to find the appropriate disordering model. In this view,
the corresponding electron density was modelled using SQUEEZE routine
implemented in PLATON.
;

_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^)+(0.0545P)^2^+13.7375P] 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         1779
_refine_ls_number_parameters     90
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.1126
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.072
_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 0.25805(3) 0.49195(3) 0.1250 0.0409(3) Uani 1 2 d S . .
I1 I 0.16722(3) 0.5000 0.0000 0.0733(3) Uani 1 2 d S . .
N1 N 0.34030(18) 0.4946(2) 0.0530(3) 0.0419(11) Uani 1 1 d . . .
C1 C 0.3911(2) 0.4894(3) 0.1027(4) 0.0528(16) Uani 1 1 d D . .
C2 C 0.4468(2) 0.4941(3) 0.0528(4) 0.0505(15) Uani 1 1 d . . .
C3 C 0.5000 0.4885(5) 0.1078(5) 0.060(3) Uani 1 2 d SD . .
C4 C 0.5000 0.4772(7) 0.2205(6) 0.085(4) Uani 1 2 d SD . .
H4A H 0.5000 0.4349 0.2271 0.102 Uiso 0.65 2 d SPR . .
H4B H 0.5000 0.5167 0.2473 0.102 Uiso 0.35 2 d SPR . .
C6 C 0.3884(3) 0.4773(4) 0.2141(4) 0.079(3) Uani 1 1 d D . .
H6A H 0.3816 0.4359 0.2257 0.094 Uiso 0.65 1 d PR . .
H6B H 0.3553 0.4988 0.2415 0.094 Uiso 0.65 1 d PR . .
H6C H 0.3568 0.4498 0.2265 0.094 Uiso 0.35 1 d PR . .
H6D H 0.3787 0.5137 0.2482 0.094 Uiso 0.35 1 d PR . .
C5 C 0.4431(3) 0.4984(7) 0.2686(5) 0.076(4) Uani 0.65 1 d PDU . .
H5A H 0.4432 0.5408 0.2733 0.092 Uiso 0.65 1 d PR . .
H5B H 0.4418 0.4832 0.3370 0.092 Uiso 0.65 1 d PR . .
C5A C 0.4434(4) 0.4534(11) 0.2585(10) 0.078(5) Uani 0.35 1 d PDU . .
H5AA H 0.4422 0.4597 0.3309 0.093 Uiso 0.35 1 d PR . .
H5AB H 0.4433 0.4114 0.2477 0.093 Uiso 0.35 1 d PR . .
Cl1 Cl 0.5000 0.4040(8) 0.5022(15) 0.266(8) Uiso 0.50 2 d SPD . .
Cl2 Cl 0.5819(11) 0.3319(11) 0.6250 0.370(13) Uiso 0.50 2 d SPD . .
Cl3 Cl 0.5913(10) 0.3342(10) 0.3985(12) 0.244(9) Uiso 0.25 1 d PD . .
C7 C 0.5671(15) 0.3674(18) 0.5111(15) 0.17(2) Uiso 0.25 1 d PD . .
H10 H 0.5953 0.4020 0.5156 0.209 Uiso 0.25 1 calc PR . .

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 0.0454(4) 0.0454(4) 0.0320(5) 0.0027(3) 0.0027(3) -0.0004(4)
I1 0.0441(4) 0.1452(8) 0.0307(3) 0.0000(4) 0.000 0.000
N1 0.035(2) 0.067(3) 0.024(2) 0.009(2) -0.0012(18) -0.002(2)
C1 0.040(3) 0.091(5) 0.028(3) 0.010(3) 0.003(2) 0.005(3)
C2 0.037(3) 0.089(5) 0.025(2) 0.011(3) 0.000(2) 0.000(3)
C3 0.030(4) 0.122(8) 0.027(4) 0.013(5) 0.000 0.000
C4 0.036(5) 0.191(13) 0.027(4) 0.018(6) 0.000 0.000
C6 0.046(4) 0.159(8) 0.031(3) 0.021(4) 0.001(3) 0.007(4)
C5 0.041(4) 0.162(13) 0.026(4) 0.002(7) 0.005(3) 0.005(8)
C5A 0.043(4) 0.162(14) 0.027(4) 0.003(7) 0.006(4) 0.003(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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 2.070(4) 16_554 ?
Cu1 N1 2.070(4) . ?
Cu1 I1 2.6184(7) . ?
Cu1 I1 2.6184(7) 12_454 ?
N1 C1 1.315(6) . ?
N1 N1 1.413(8) 6_565 ?
C1 C2 1.412(7) . ?
C1 C6 1.489(7) . ?
C2 C3 1.399(6) . ?
C2 C2 1.411(10) 6_565 ?
C3 C4 1.501(10) . ?
C4 C5A 1.462(8) . ?
C4 C5A 1.462(8) 22_655 ?
C4 C5 1.500(7) 22_655 ?
C4 C5 1.500(7) . ?
C4 H4A 0.9510 . ?
C4 H4B 0.9522 . ?
C6 C5A 1.464(8) . ?
C6 C5 1.495(8) . ?
C6 H6A 0.9513 . ?
C6 H6B 0.9527 . ?
C6 H6C 0.9512 . ?
C6 H6D 0.9533 . ?
C5 H5A 0.9509 . ?
C5 H5B 0.9600 . ?
C5A H5AA 0.9611 . ?
C5A H5AB 0.9511 . ?
Cl1 C7 1.716(19) 22_655 ?
Cl1 C7 1.716(19) . ?
Cl2 C7 1.725(19) . ?
Cl2 C7 1.725(19) 7_546 ?
Cl3 C7 1.740(19) . ?
C7 H10 1.0000 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N1 105.0(3) 16_554 . ?
N1 Cu1 I1 108.98(14) 16_554 . ?
N1 Cu1 I1 113.73(11) . . ?
N1 Cu1 I1 113.73(11) 16_554 12_454 ?
N1 Cu1 I1 108.98(14) . 12_454 ?
I1 Cu1 I1 106.61(3) . 12_454 ?
Cu1 I1 Cu1 78.16(2) . 11_544 ?
C1 N1 N1 120.2(3) . 6_565 ?
C1 N1 Cu1 122.7(3) . . ?
N1 N1 Cu1 117.03(11) 6_565 . ?
N1 C1 C2 121.8(4) . . ?
N1 C1 C6 117.9(5) . . ?
C2 C1 C6 120.3(4) . . ?
C3 C2 C2 121.6(3) . 6_565 ?
C3 C2 C1 120.4(5) . . ?
C2 C2 C1 118.0(3) 6_565 . ?
C2 C3 C2 116.9(6) . 22_655 ?
C2 C3 C4 121.6(3) . . ?
C2 C3 C4 121.6(3) 22_655 . ?
C5 C4 C5 116.3(9) 22_655 . ?
C5A C4 C3 113.4(6) . . ?
C5A C4 C3 113.4(6) 22_655 . ?
C5 C4 C3 111.2(5) 22_655 . ?
C5 C4 C3 111.2(5) . . ?
C5 C4 H4A 106.1 22_655 . ?
C5 C4 H4A 106.1 . . ?
C3 C4 H4A 104.9 . . ?
C5A C4 H4B 102.3 . . ?
C5A C4 H4B 102.3 22_655 . ?
C3 C4 H4B 102.0 . . ?
C5A C6 C1 115.0(6) . . ?
C1 C6 C5 112.3(6) . . ?
C1 C6 H6A 109.9 . . ?
C5 C6 H6A 111.2 . . ?
C1 C6 H6B 108.1 . . ?
C5 C6 H6B 107.2 . . ?
H6A C6 H6B 107.9 . . ?
C5A C6 H6C 108.7 . . ?
C1 C6 H6C 108.4 . . ?
C5A C6 H6D 108.4 . . ?
C1 C6 H6D 108.4 . . ?
H6C C6 H6D 107.7 . . ?
C6 C5 C4 113.2(6) . . ?
C6 C5 H5A 110.4 . . ?
C4 C5 H5A 110.0 . . ?
C6 C5 H5B 108.1 . . ?
C4 C5 H5B 107.8 . . ?
H5A C5 H5B 107.1 . . ?
C4 C5A C6 117.4(8) . . ?
C4 C5A H5AA 107.9 . . ?
C6 C5A H5AA 108.4 . . ?
C4 C5A H5AB 108.1 . . ?
C6 C5A H5AB 107.5 . . ?
H5AA C5A H5AB 107.1 . . ?
Cl1 C7 Cl2 116.5(15) . . ?
Cl1 C7 Cl3 114.7(15) . . ?
Cl2 C7 Cl3 118.7(16) . . ?
Cl1 C7 H10 100.7 . . ?
Cl2 C7 H10 100.7 . . ?
Cl3 C7 H10 100.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Cu1 I1 Cu1 -118.10(13) 16_554 . . 11_544 ?
N1 Cu1 I1 Cu1 -1.36(15) . . . 11_544 ?
I1 Cu1 I1 Cu1 118.765(18) 12_454 . . 11_544 ?
N1 Cu1 N1 C1 -59.0(5) 16_554 . . . ?
I1 Cu1 N1 C1 -178.0(5) . . . . ?
I1 Cu1 N1 C1 63.2(5) 12_454 . . . ?
N1 Cu1 N1 N1 124.3(6) 16_554 . . 6_565 ?
I1 Cu1 N1 N1 5.3(6) . . . 6_565 ?
I1 Cu1 N1 N1 -113.5(5) 12_454 . . 6_565 ?
N1 N1 C1 C2 -0.4(10) 6_565 . . . ?
Cu1 N1 C1 C2 -177.0(5) . . . . ?
N1 N1 C1 C6 -179.3(7) 6_565 . . . ?
Cu1 N1 C1 C6 4.1(9) . . . . ?
N1 C1 C2 C3 179.9(7) . . . . ?
C6 C1 C2 C3 -1.2(11) . . . . ?
N1 C1 C2 C2 1.5(11) . . . 6_565 ?
C6 C1 C2 C2 -179.7(8) . . . 6_565 ?
C2 C2 C3 C2 -1.1(16) 6_565 . . 22_655 ?
C1 C2 C3 C2 -179.5(5) . . . 22_655 ?
C2 C2 C3 C4 178.7(10) 6_565 . . . ?
C1 C2 C3 C4 0.2(14) . . . . ?
C2 C3 C4 C5A 19.3(16) . . . . ?
C2 C3 C4 C5A -160.9(12) 22_655 . . . ?
C2 C3 C4 C5A 160.9(12) . . . 22_655 ?
C2 C3 C4 C5A -19.3(16) 22_655 . . 22_655 ?
C2 C3 C4 C5 -155.6(9) . . . 22_655 ?
C2 C3 C4 C5 24.2(14) 22_655 . . 22_655 ?
C2 C3 C4 C5 -24.2(14) . . . . ?
C2 C3 C4 C5 155.6(9) 22_655 . . . ?
N1 C1 C6 C5A 161.2(12) . . . . ?
C2 C1 C6 C5A -17.7(13) . . . . ?
N1 C1 C6 C5 -154.8(8) . . . . ?
C2 C1 C6 C5 26.3(10) . . . . ?
C1 C6 C5 C4 -50.6(12) . . . . ?
C5 C4 C5 C6 177.8(6) 22_655 . . . ?
C3 C4 C5 C6 49.1(12) . . . . ?
C5A C4 C5A C6 -177.4(7) 22_655 . . . ?
C3 C4 C5A C6 -39(2) . . . . ?
C1 C6 C5A C4 38(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.980
_refine_diff_density_min         -0.658
_refine_diff_density_rms         0.093

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.250 0.125 173 47 ' '
2 0.500 0.750 -0.125 173 47 ' '
3 0.000 0.250 0.376 173 47 ' '
4 0.000 0.750 0.625 172 47 ' '
_platon_squeeze_details          
;
;

_iucr_refine_instruction_details 
;
#---------------------------------------------------------

TITL i41amd in I4(1)/amd
CELL 0.71073 22.3792 22.3792 13.1261 90.000 90.000 90.000
ZERR 8.00 0.0002 0.0002 0.0003 0.000 0.000 0.000
LATT 2
SYMM 1/2 - X, - Y, 1/2 + Z
SYMM 1/4 - Y, 3/4 + X, 1/4 + Z
SYMM 1/4 + Y, 1/4 - X, 3/4 + Z
SYMM 1/2 - X, Y, 1/2 - Z
SYMM X, - Y, - Z
SYMM 1/4 + Y, 3/4 + X, 1/4 - Z
SYMM 1/4 - Y, 1/4 - X, 3/4 - Z
SFAC C H N CU I CL
UNIT 184 176 40 16 16 24
MERG 2
OMIT 0.00 180.00
OMIT 0 2 6
OMIT 9 9 2
OMIT 3 9 4
OMIT 1 8 1
OMIT 1 7 2
SHEL 0.78 3
DFIX 1.50 0.01 C5 C6 C5 C4
DFIX 1.50 0.01 C5A C6 C5A C4
DFIX 2.47 0.01 C5A C1 C5A C3
DFIX 2.47 0.01 C5 C1 C5 C3
DFIX 2.90 0.02 CL1 CL2 CL1 CL3 CL2 CL3
SIMU 0.003 C5 C5A
DFIX 1.74 0.02 C7 CL1 C7 CL2 C7 CL3
FMAP 2
PLAN 20
SIZE 0.18 0.18 0.21
ACTA
BOND
BOND $H
CONF
LIST 4
L.S. 8
TEMP -100.00
WGHT 0.054500 13.737499
FVAR 1.13098
CU1 4 0.258048 0.491952 0.125000 10.50000 0.04543 0.04543 =
0.03196 0.00266 0.00266 -0.00037
I1 5 0.167222 0.500000 0.000000 10.50000 0.04409 0.14515 =
0.03067 0.00003 0.00000 0.00000
N1 3 0.340300 0.494567 0.053025 11.00000 0.03481 0.06658 =
0.02427 0.00913 -0.00123 -0.00233
C1 1 0.391073 0.489434 0.102696 11.00000 0.04031 0.09051 =
0.02771 0.00997 0.00302 0.00510
C2 1 0.446755 0.494084 0.052805 11.00000 0.03741 0.08898 =
0.02509 0.01076 -0.00003 -0.00031
C3 1 0.500000 0.488468 0.107763 10.50000 0.03039 0.12179 =
0.02674 0.01299 0.00000 0.00000
C4 1 0.500000 0.477189 0.220523 10.50000 0.03631 0.19149 =
0.02676 0.01802 0.00000 0.00000
AFIX 3
H4A 2 0.500000 0.434871 0.227123 10.32500 -1.20000
H4B 2 0.500000 0.516738 0.247283 10.17500 -1.20000
AFIX 0
C6 1 0.388359 0.477320 0.214123 11.00000 0.04643 0.15856 =
0.03072 0.02147 0.00115 0.00661
AFIX 3
H6A 2 0.381579 0.435910 0.225694 10.65000 -1.20000
H6B 2 0.355288 0.498799 0.241474 10.65000 -1.20000
H6C 2 0.356759 0.449830 0.226453 10.35000 -1.20000
H6D 2 0.378688 0.513670 0.248204 10.35000 -1.20000
AFIX 0
C5 1 0.443069 0.498444 0.268649 10.65000 0.04133 0.16176 =
0.02573 0.00171 0.00482 0.00498
AFIX 3
H5A 2 0.443189 0.540844 0.273319 10.65000 -1.20000
H5B 2 0.441789 0.483204 0.336979 10.65000 -1.20000
AFIX 0
C5A 1 0.443388 0.453384 0.258512 10.35000 0.04298 0.16234 =
0.02749 0.00302 0.00604 0.00316
AFIX 3
H5AA 2 0.442178 0.459713 0.330902 10.35000 -1.20000
H5AB 2 0.443308 0.411363 0.247652 10.35000 -1.20000
AFIX 0
CL1 6 0.500000 0.404020 0.502164 10.25000 0.26618
CL2 6 0.581917 0.331917 0.625000 10.25000 0.36973
CL3 6 0.591330 0.334183 0.398506 10.25000 0.24429
C7 1 0.567149 0.367384 0.511091 10.25000 0.17428
AFIX 13
H10 2 0.595274 0.402007 0.515569 10.25000 -1.20000
HKLF 4

REM i41amd in I4(1)/amd
REM R1 = 0.0457 for 1054 Fo > 4sig(Fo) and 0.0846 for all 1779 data
REM 90 parameters refined using 20 restraints

END

WGHT 0.0545 13.6968
REM Highest difference peak 0.980, deepest hole -0.658, 1-sigma level 0.093
Q1 1 0.1901 0.4662 -0.0028 11.00000 0.05 0.98
Q2 1 0.6655 0.4155 0.6250 10.50000 0.05 0.76
Q3 1 0.3401 0.5000 0.0000 10.50000 0.05 0.52
Q4 1 0.5995 0.3129 0.3057 11.00000 0.05 0.42
Q5 1 0.1529 0.5000 0.0000 10.50000 0.05 0.38
Q6 1 0.1984 0.5196 0.1120 11.00000 0.05 0.33
Q7 1 0.4570 0.5317 0.2494 11.00000 0.05 0.31
Q8 1 0.5000 0.4736 0.5195 10.50000 0.05 0.30
Q9 1 0.5609 0.2971 0.3231 11.00000 0.05 0.29
Q10 1 0.5000 0.5375 0.1578 10.50000 0.05 0.29

;

#---------------------------------------------------------

data_(5)
_database_code_depnum_ccdc_archive 'CCDC 870948'
#TrackingRef '- cifs_all.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(3,4,4a,5,6,9,10,10a,11,12-decahydroanthra
[1,9,8-cdef:5,10,4-cdef]dicinnoline)dichlorodicopper(I),
Solvate with 4 Acetonitrile
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H18 Cl2 Cu2 N4, 4(C2 H3 N)'
_chemical_formula_sum            'C28 H30 Cl2 Cu2 N8'
_chemical_formula_weight         676.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
_symmetry_Int_Tables_number      96

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'-y, -x, -z+1/2'
'y, x, -z'
'y+1/2, -x+1/2, z+1/4'
'-y+1/2, x+1/2, z+3/4'

_cell_length_a                   15.9327(9)
_cell_length_b                   15.9327(9)
_cell_length_c                   12.4522(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3161.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      5.21
_cell_measurement_theta_max      26.99

_exptl_crystal_description       prism
_exptl_crystal_colour            black-red
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.22
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384
_exptl_absorpt_coefficient_mu    1.546
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6894
_exptl_absorpt_correction_T_max  0.7273
_exptl_absorpt_process_details   
'X-RED (Stoe & Cie, 2001) and X-SHAPE (Stoe & Cie, 1999)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Stoe Imaging plate diffraction system'
_diffrn_measurement_method       '\f oscillation scans'
_diffrn_standards_decay_%        0
_diffrn_reflns_number            17481
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_sigmaI/netI    0.0486
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         5.21
_diffrn_reflns_theta_max         26.99
_reflns_number_total             3407
_reflns_number_gt                2109
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'IPDS Software (Stoe & Cie, 2000)'
_computing_cell_refinement       'IPDS Software (Stoe & Cie, 2000)'
_computing_data_reduction        'IPDS Software (Stoe & Cie, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond 2.1e (Brandenburg, 1999)'
_computing_publication_material  'WinGX 1.70.01 (Farrugia, 1999)'

#------------------------------- Refinement data-----------------------#

_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.

Similarly to the above cases (structures 3 and 4), the side CH2 groups are
disordered from two axial sides of the ligand. The refined contributions
of the disorder were 0.77 and 0.23. This disorder was resolved with soft
geometry restraints for the corresponding C-C bonds (0.01 A) and SIMU
restraints for the thermal parameters of the disordered atoms. All the
atoms were refined anisotropically and the H-atoms were added
geometrically, taking into account two components of the disorder and
the corresponding partial occupancy factors.

One solvate CH3CN molecule was located and refined considering equal
disorder over two closely separated positions. For both the components,
the atoms were left isotropic and the molecular geometries (0.01 A) and
isotropic thermal parameters (SIMU) were restrained, while the hydrogen
atoms were added geometrically. Second independent solvate CH3CN is
badly disordered over multiple ovelapping positions and it was not
possible to find a stable disordering scheme. Therefore, this electron
density was modelled using SQUEEZE routine implemented in PLATON.
;

_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^)+(0.0654P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.52(3)
_refine_ls_number_reflns         3407
_refine_ls_number_parameters     170
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.1019
_refine_ls_wR_factor_gt          0.0959
_refine_ls_goodness_of_fit_ref   0.835
_refine_ls_restrained_S_all      0.840
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.48435(2) -0.00211(3) 0.37624(7) 0.02994(13) Uani 1 1 d . . .
Cl1 Cl 0.56266(6) 0.07777(6) 0.25180(13) 0.0433(3) Uani 1 1 d . . .
N1 N 0.3998(2) 0.0791(2) 0.4461(3) 0.0374(9) Uani 1 1 d . . .
N2 N 0.0826(2) 0.4023(2) 0.4425(3) 0.0364(9) Uani 1 1 d . . .
C1 C 0.3448(3) 0.1254(3) 0.3924(3) 0.0433(11) Uani 1 1 d D . .
C2 C 0.2896(3) 0.1824(3) 0.4441(4) 0.0379(10) Uani 1 1 d . . .
C3 C 0.2364(3) 0.2376(3) 0.3851(3) 0.0435(10) Uani 1 1 d D . .
C4 C 0.1851(3) 0.2899(3) 0.4436(4) 0.0438(11) Uani 1 1 d . . .
C5 C 0.1321(3) 0.3510(3) 0.3894(4) 0.0445(11) Uani 1 1 d D . .
C6 C 0.1323(4) 0.3550(3) 0.2709(4) 0.0676(18) Uani 1 1 d D . .
H6A H 0.1712 0.3971 0.2474 0.081 Uiso 0.77 1 d PR . .
H6B H 0.0774 0.3701 0.2458 0.081 Uiso 0.77 1 d PR . .
H6C H 0.1227 0.4118 0.2485 0.081 Uiso 0.23 1 d PR . .
H6D H 0.0878 0.3207 0.2428 0.081 Uiso 0.23 1 d PR . .
C8 C 0.2384(3) 0.2382(3) 0.2629(3) 0.0652(15) Uani 1 1 d D . .
H8A H 0.2810 0.2770 0.2405 0.078 Uiso 0.77 1 d PR . .
H8B H 0.1945 0.2009 0.2403 0.078 Uiso 0.23 1 d PR . .
C10 C 0.3441(4) 0.1177(4) 0.2696(4) 0.0622(16) Uani 1 1 d D . .
H10A H 0.3505 0.0599 0.2494 0.075 Uiso 0.77 1 d PR . .
H10B H 0.3905 0.1485 0.2402 0.075 Uiso 0.77 1 d PR . .
H10C H 0.3051 0.0749 0.2483 0.075 Uiso 0.23 1 d PR . .
H10D H 0.3988 0.1022 0.2440 0.075 Uiso 0.23 1 d PR . .
C7 C 0.1592(5) 0.2743(5) 0.2200(5) 0.082(3) Uani 0.77 1 d PDU . .
H7A H 0.1613 0.2785 0.1432 0.099 Uiso 0.77 1 d PR . .
H7B H 0.1165 0.2342 0.2379 0.099 Uiso 0.77 1 d PR . .
C9 C 0.2663(5) 0.1549(5) 0.2224(5) 0.084(3) Uani 0.77 1 d PDU . .
H9A H 0.2712 0.1563 0.1456 0.101 Uiso 0.77 1 d PR . .
H9B H 0.2219 0.1164 0.2398 0.101 Uiso 0.77 1 d PR . .
C7A C 0.2108(11) 0.3213(10) 0.2210(9) 0.080(4) Uani 0.23 1 d PDU . .
H7AA H 0.2083 0.3211 0.1440 0.096 Uiso 0.23 1 d PR . .
H7AB H 0.2535 0.3605 0.2419 0.096 Uiso 0.23 1 d PR . .
C9A C 0.3211(10) 0.2033(9) 0.2234(9) 0.086(4) Uani 0.23 1 d PDU . .
H9AA H 0.3161 0.1963 0.1471 0.103 Uiso 0.23 1 d PR . .
H9AB H 0.3654 0.2429 0.2358 0.103 Uiso 0.23 1 d PR . .
N3A N 0.3284(11) 0.5073(11) 0.2362(13) 0.125(4) Uiso 0.50 1 d PDU A -1
C11A C 0.3127(13) 0.4838(14) 0.3234(14) 0.135(4) Uiso 0.50 1 d PDU A -1
C12A C 0.3191(14) 0.4646(14) 0.4402(13) 0.141(5) Uiso 0.50 1 d PDU A -1
H12A H 0.3599 0.4210 0.4510 0.211 Uiso 0.50 1 d PR A -1
H12B H 0.2655 0.4462 0.4663 0.211 Uiso 0.50 1 d PR A -1
H12C H 0.3361 0.5141 0.4784 0.211 Uiso 0.50 1 d PR A -1
N3B N 0.3467(14) 0.5079(13) 0.3659(15) 0.161(5) Uiso 0.50 1 d PDU B -2
C11B C 0.3525(14) 0.5206(14) 0.2747(15) 0.128(4) Uiso 0.50 1 d PDU B -2
C12B C 0.3530(12) 0.5075(12) 0.1563(14) 0.123(5) Uiso 0.50 1 d PDU B -2
H12D H 0.3596 0.4487 0.1415 0.184 Uiso 0.50 1 d PR B -2
H12E H 0.3987 0.5380 0.1247 0.184 Uiso 0.50 1 d PR B -2
H12F H 0.3009 0.5268 0.1264 0.184 Uiso 0.50 1 d PR 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 0.02965(19) 0.02843(19) 0.0317(2) -0.00490(13) -0.0015(3) 0.0009(2)
Cl1 0.0525(6) 0.0437(5) 0.0335(4) -0.0008(5) -0.0011(6) -0.0197(4)
N1 0.0359(18) 0.042(2) 0.034(2) -0.0027(17) -0.0026(16) 0.0170(15)
N2 0.0427(19) 0.0405(19) 0.026(2) 0.0042(16) 0.0035(15) 0.0190(16)
C1 0.053(3) 0.055(3) 0.022(2) -0.005(2) -0.008(2) 0.029(2)
C2 0.043(2) 0.046(2) 0.025(3) -0.001(2) -0.0013(19) 0.0327(18)
C3 0.051(3) 0.055(3) 0.0249(18) -0.001(2) 0.001(2) 0.0286(19)
C4 0.051(3) 0.049(3) 0.031(3) 0.004(2) 0.000(2) 0.015(2)
C5 0.045(2) 0.055(3) 0.033(3) 0.006(2) 0.001(2) 0.027(2)
C6 0.085(4) 0.087(4) 0.031(3) 0.016(3) 0.010(3) 0.057(3)
C8 0.083(4) 0.089(4) 0.024(2) 0.008(3) -0.005(3) 0.057(3)
C10 0.078(3) 0.083(4) 0.025(3) -0.017(3) -0.010(2) 0.053(3)
C7 0.109(7) 0.115(7) 0.023(4) -0.023(4) -0.019(4) 0.067(6)
C9 0.099(6) 0.107(7) 0.046(5) -0.037(4) -0.032(4) 0.082(5)
C7A 0.108(9) 0.114(9) 0.019(6) -0.022(6) -0.016(6) 0.064(7)
C9A 0.101(8) 0.112(8) 0.044(7) -0.043(6) -0.029(6) 0.077(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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 2.046(3) 4_545 ?
Cu1 N1 2.061(4) . ?
Cu1 Cl1 2.3617(15) . ?
Cu1 Cl1 2.3644(15) 7 ?
N1 C1 1.326(5) . ?
N1 N2 1.389(4) 6_556 ?
N2 C5 1.314(5) . ?
N2 N1 1.389(4) 6_556 ?
C1 C2 1.420(6) . ?
C1 C10 1.534(6) . ?
C2 C4 1.399(5) 6_556 ?
C2 C3 1.425(5) . ?
C3 C4 1.377(6) . ?
C3 C8 1.521(5) . ?
C4 C2 1.399(5) 6_556 ?
C4 C5 1.455(6) . ?
C5 C6 1.476(7) . ?
C6 C7 1.495(6) . ?
C6 C7A 1.496(9) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C6 H6D 0.9600 . ?
C8 C7 1.487(6) . ?
C8 C9 1.487(6) . ?
C8 C7A 1.490(9) . ?
C8 C9A 1.512(9) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C10 C9 1.495(6) . ?
C10 C9A 1.526(9) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C10 H10D 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C7A H7AA 0.9600 . ?
C7A H7AB 0.9600 . ?
C9A H9AA 0.9600 . ?
C9A H9AB 0.9600 . ?
N3A C11A 1.176(8) . ?
C11A C12A 1.489(9) . ?
C12A H12A 0.9600 . ?
C12A H12B 0.9600 . ?
C12A H12C 0.9600 . ?
N3B C11B 1.156(9) . ?
C11B C12B 1.490(9) . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Cu1 N1 107.64(17) 4_545 . ?
N2 Cu1 Cl1 113.70(11) 4_545 . ?
N1 Cu1 Cl1 106.50(12) . . ?
N2 Cu1 Cl1 107.50(11) 4_545 7 ?
N1 Cu1 Cl1 112.87(12) . 7 ?
Cl1 Cu1 Cl1 108.735(19) . 7 ?
Cu1 Cl1 Cu1 83.05(3) . 8_544 ?
C1 N1 N2 120.1(4) . 6_556 ?
C1 N1 Cu1 124.6(3) . . ?
N2 N1 Cu1 115.3(3) 6_556 . ?
C5 N2 N1 120.5(4) . 6_556 ?
C5 N2 Cu1 124.4(3) . 4 ?
N1 N2 Cu1 114.8(3) 6_556 4 ?
N1 C1 C2 122.4(4) . . ?
N1 C1 C10 117.7(4) . . ?
C2 C1 C10 119.9(3) . . ?
C4 C2 C1 118.1(4) 6_556 . ?
C4 C2 C3 119.9(4) 6_556 . ?
C1 C2 C3 122.0(4) . . ?
C4 C3 C2 117.0(3) . . ?
C4 C3 C8 122.6(4) . . ?
C2 C3 C8 120.5(3) . . ?
C3 C4 C2 123.0(4) . 6_556 ?
C3 C4 C5 120.3(4) . . ?
C2 C4 C5 116.7(4) 6_556 . ?
N2 C5 C4 122.1(4) . . ?
N2 C5 C6 118.5(4) . . ?
C4 C5 C6 119.4(4) . . ?
C5 C6 C7 112.8(4) . . ?
C5 C6 C7A 113.7(6) . . ?
C5 C6 H6A 109.7 . . ?
C7 C6 H6A 106.6 . . ?
C5 C6 H6B 109.6 . . ?
C7 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
C7A C6 H6C 110.5 . . ?
C7A C6 H6D 105.2 . . ?
H6C C6 H6D 108.2 . . ?
C7 C8 C9 118.5(4) . . ?
C7A C8 C9A 118.0(7) . . ?
C7 C8 C3 110.1(4) . . ?
C9 C8 C3 109.9(4) . . ?
C7A C8 C3 110.4(5) . . ?
C9A C8 C3 110.0(5) . . ?
C7 C8 H8A 104.2 . . ?
C9 C8 H8A 105.4 . . ?
C3 C8 H8A 108.1 . . ?
C7A C8 H8B 103.4 . . ?
C9A C8 H8B 108.2 . . ?
C3 C8 H8B 105.9 . . ?
C9 C10 C1 111.5(4) . . ?
C9A C10 C1 107.9(6) . . ?
C9 C10 H10A 111.4 . . ?
C1 C10 H10A 109.7 . . ?
C9 C10 H10B 106.6 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 108.0 . . ?
C9A C10 H10C 112.1 . . ?
C9A C10 H10D 108.8 . . ?
C1 C10 H10D 110.1 . . ?
H10C C10 H10D 108.2 . . ?
C8 C7 C6 115.1(5) . . ?
C8 C7 H7A 110.8 . . ?
C6 C7 H7A 111.9 . . ?
C8 C7 H7B 105.1 . . ?
C6 C7 H7B 105.7 . . ?
H7A C7 H7B 107.6 . . ?
C8 C9 C10 117.9(5) . . ?
C8 C9 H9A 110.0 . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9B 105.9 . . ?
C10 C9 H9B 105.5 . . ?
H9A C9 H9B 107.5 . . ?
C8 C7A C6 114.8(8) . . ?
C6 C7A H7A 89.5 . . ?
C8 C7A H7AA 111.1 . . ?
C6 C7A H7AA 112.4 . . ?
C8 C7A H7AB 105.9 . . ?
C6 C7A H7AB 104.3 . . ?
H7AA C7A H7AB 107.6 . . ?
C8 C9A C10 114.5(8) . . ?
C8 C9A H9AA 107.1 . . ?
C10 C9A H9AA 106.8 . . ?
C8 C9A H9AB 110.3 . . ?
C10 C9A H9AB 110.5 . . ?
H9AA C9A H9AB 107.4 . . ?
N3A C11A C12A 162(2) . . ?
C11A C12A H12A 109.4 . . ?
C11A C12A H12B 109.4 . . ?
H12A C12A H12B 109.5 . . ?
C11A C12A H12C 109.6 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
N3B C11B C12B 161(2) . . ?
C11B C12B H12D 109.1 . . ?
C11B C12B H12E 109.8 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Cu1 Cl1 Cu1 0.71(12) 4_545 . . 8_544 ?
N1 Cu1 Cl1 Cu1 -117.67(12) . . . 8_544 ?
Cl1 Cu1 Cl1 Cu1 120.43(4) 7 . . 8_544 ?
N2 Cu1 N1 C1 -66.5(4) 4_545 . . . ?
Cl1 Cu1 N1 C1 55.8(4) . . . . ?
Cl1 Cu1 N1 C1 175.1(4) 7 . . . ?
N2 Cu1 N1 N2 112.7(4) 4_545 . . 6_556 ?
Cl1 Cu1 N1 N2 -125.0(3) . . . 6_556 ?
Cl1 Cu1 N1 N2 -5.8(4) 7 . . 6_556 ?
N2 N1 C1 C2 2.8(8) 6_556 . . . ?
Cu1 N1 C1 C2 -178.0(4) . . . . ?
N2 N1 C1 C10 -179.0(5) 6_556 . . . ?
Cu1 N1 C1 C10 0.2(7) . . . . ?
N1 C1 C2 C4 -4.3(8) . . . 6_556 ?
C10 C1 C2 C4 177.5(6) . . . 6_556 ?
N1 C1 C2 C3 173.9(5) . . . . ?
C10 C1 C2 C3 -4.2(8) . . . . ?
C4 C2 C3 C4 -2.1(7) 6_556 . . . ?
C1 C2 C3 C4 179.7(5) . . . . ?
C4 C2 C3 C8 177.1(5) 6_556 . . . ?
C1 C2 C3 C8 -1.1(8) . . . . ?
C2 C3 C4 C2 -1.3(7) . . . 6_556 ?
C8 C3 C4 C2 179.6(6) . . . 6_556 ?
C2 C3 C4 C5 176.9(5) . . . . ?
C8 C3 C4 C5 -2.2(8) . . . . ?
N1 N2 C5 C4 0.0(7) 6_556 . . . ?
Cu1 N2 C5 C4 173.3(4) 4 . . . ?
N1 N2 C5 C6 178.8(5) 6_556 . . . ?
Cu1 N2 C5 C6 -7.9(7) 4 . . . ?
C3 C4 C5 N2 -179.7(5) . . . . ?
C2 C4 C5 N2 -1.5(8) 6_556 . . . ?
C3 C4 C5 C6 1.5(8) . . . . ?
C2 C4 C5 C6 179.7(6) 6_556 . . . ?
N2 C5 C6 C7 -155.0(6) . . . . ?
C4 C5 C6 C7 23.8(8) . . . . ?
N2 C5 C6 C7A 157.3(10) . . . . ?
C4 C5 C6 C7A -23.9(11) . . . . ?
C4 C3 C8 C7 -22.1(7) . . . . ?
C2 C3 C8 C7 158.8(6) . . . . ?
C4 C3 C8 C9 -154.3(6) . . . . ?
C2 C3 C8 C9 26.6(7) . . . . ?
C4 C3 C8 C7A 24.8(11) . . . . ?
C2 C3 C8 C7A -154.3(10) . . . . ?
C4 C3 C8 C9A 156.8(9) . . . . ?
C2 C3 C8 C9A -22.3(10) . . . . ?
N1 C1 C10 C9 165.1(6) . . . . ?
C2 C1 C10 C9 -16.6(8) . . . . ?
N1 C1 C10 C9A -146.7(8) . . . . ?
C2 C1 C10 C9A 31.6(9) . . . . ?
C9 C8 C7 C6 175.5(7) . . . . ?
C3 C8 C7 C6 47.9(8) . . . . ?
C5 C6 C7 C8 -49.9(9) . . . . ?
C7 C8 C9 C10 -177.5(7) . . . . ?
C3 C8 C9 C10 -49.7(9) . . . . ?
C1 C10 C9 C8 45.3(9) . . . . ?
C9A C8 C7A C6 -174.9(13) . . . . ?
C3 C8 C7A C6 -47.2(16) . . . . ?
C5 C6 C7A C8 48.0(17) . . . . ?
C7A C8 C9A C10 -179.5(13) . . . . ?
C3 C8 C9A C10 52.6(14) . . . . ?
C1 C10 C9A C8 -56.8(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.074

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.061 407 84 ' '
2 0.500 0.500 -0.038 407 84 ' '
_platon_squeeze_details          
;
;

_iucr_refine_instruction_details 
;
#---------------------------------------------------------

TITL ip293 in P4(3)2(1)2
CELL 0.71073 15.9327 15.9327 12.4522 90.000 90.000 90.000
ZERR 4.00 0.0009 0.0009 0.0010 0.000 0.000 0.000

LATT -1
SYMM - X, - Y, 1/2 + Z
SYMM 1/2 + X, 1/2 - Y, 1/4 - Z
SYMM 1/2 - X, 1/2 + Y, 3/4 - Z
SYMM - Y, - X, 1/2 - Z
SYMM Y, X, - Z
SYMM 1/2 + Y, 1/2 - X, 1/4 + Z
SYMM 1/2 - Y, 1/2 + X, 3/4 + Z

SFAC C H N CL CU
UNIT 112 120 32 8 8

MERG 2
OMIT 0.00 180.00
OMIT 4 4 1
OMIT 1 4 0
OMIT 3 5 1
OMIT 2 2 6
OMIT 4 5 0
OMIT 0 4 0
TWIN
SHEL 0.78 4
DFIX 1.500 0.01 C7 C6 C7 C8
DFIX 1.500 0.01 C9 C8 C9 C10
DFIX 2.470 0.01 C7 C5 C7 C3
DFIX 2.470 0.01 C9 C3 C9 C1
DFIX 1.500 0.01 C7A C6 C7A C8
DFIX 1.500 0.01 C9A C8 C9A C10
DFIX 2.470 0.01 C7A C5 C7A C3
DFIX 2.470 0.01 C9A C3 C9A C1
DFIX 1.150 0.01 N3A C11A
DFIX 1.480 0.01 C11A C12A
DFIX 2.630 0.01 N3A C12A
DFIX 1.150 0.01 N3B C11B
DFIX 1.480 0.01 C11B C12B
DFIX 2.630 0.01 N3B C12B
SIMU 0.005 C7 > C9A
SIMU 0.005 N3A > C12B
FMAP 2
PLAN 35
SIZE 0.22 0.22 0.26
ACTA
BOND $H
CONF
LIST 4
L.S. 6
TEMP -60.00
WGHT 0.065400
BASF 0.52382
FVAR 0.97210
CU1 5 0.484354 -0.002112 0.376244 11.00000 0.02965 0.02843 =
0.03175 -0.00490 -0.00151 0.00091
CL1 4 0.562660 0.077772 0.251801 11.00000 0.05255 0.04369 =
0.03351 -0.00084 -0.00110 -0.01966
N1 3 0.399757 0.079115 0.446118 11.00000 0.03592 0.04193 =
0.03430 -0.00270 -0.00261 0.01699
N2 3 0.082555 0.402301 0.442459 11.00000 0.04269 0.04046 =
0.02606 0.00420 0.00352 0.01897
C1 1 0.344843 0.125388 0.392353 11.00000 0.05310 0.05487 =
0.02182 -0.00505 -0.00846 0.02863
C2 1 0.289561 0.182401 0.444082 11.00000 0.04302 0.04621 =
0.02455 -0.00115 -0.00132 0.03269
C3 1 0.236381 0.237586 0.385052 11.00000 0.05069 0.05474 =
0.02492 -0.00066 0.00079 0.02858
C4 1 0.185108 0.289940 0.443620 11.00000 0.05076 0.04936 =
0.03134 0.00424 0.00001 0.01461
C5 1 0.132079 0.351044 0.389400 11.00000 0.04518 0.05475 =
0.03348 0.00622 0.00072 0.02710
C6 1 0.132275 0.354959 0.270935 11.00000 0.08528 0.08690 =
0.03059 0.01639 0.01004 0.05708
AFIX 3
H6A 2 0.171235 0.397069 0.247365 10.77000 -1.20000
H6B 2 0.077375 0.370138 0.245785 10.77000 -1.20000
H6C 2 0.122725 0.411798 0.248455 10.23000 -1.20000
H6D 2 0.087805 0.320749 0.242835 10.23000 -1.20000
AFIX 0
C8 1 0.238392 0.238172 0.262913 11.00000 0.08274 0.08890 =
0.02406 0.00823 -0.00546 0.05679
AFIX 3
H8A 2 0.280982 0.277012 0.240453 10.77000 -1.20000
H8B 2 0.194462 0.200921 0.240323 10.23000 -1.20000
AFIX 0
C10 1 0.344094 0.117694 0.269592 11.00000 0.07839 0.08349 =
0.02479 -0.01660 -0.00991 0.05320
AFIX 3
H10A 2 0.350474 0.059884 0.249441 10.77000 -1.20000
H10B 2 0.390493 0.148495 0.240172 10.77000 -1.20000
H10C 2 0.305114 0.074885 0.248282 10.23000 -1.20000
H10D 2 0.398784 0.102224 0.244001 10.23000 -1.20000
AFIX 0
C7 1 0.159173 0.274342 0.220022 10.77000 0.10865 0.11539 =
0.02256 -0.02278 -0.01924 0.06724
AFIX 3
H7A 2 0.161313 0.278512 0.143222 10.77000 -1.20000
H7B 2 0.116473 0.234211 0.237932 10.77000 -1.20000
AFIX 0
C9 1 0.266252 0.154904 0.222383 10.77000 0.09903 0.10654 =
0.04584 -0.03733 -0.03230 0.08230
AFIX 3
H9A 2 0.271201 0.156314 0.145633 10.77000 -1.20000
H9B 2 0.221950 0.116385 0.239763 10.77000 -1.20000
AFIX 0
C7A 1 0.210766 0.321298 0.221011 10.23000 0.10847 0.11375 =
0.01867 -0.02177 -0.01629 0.06449
AFIX 3
H7AA 2 0.208276 0.321148 0.144041 10.23000 -1.20000
H7AB 2 0.253516 0.360488 0.241902 10.23000 -1.20000
AFIX 0
C9A 1 0.321067 0.203339 0.223350 10.23000 0.10075 0.11219 =
0.04404 -0.04258 -0.02876 0.07720
AFIX 3
H9AA 2 0.316076 0.196271 0.147120 10.23000 -1.20000
H9AB 2 0.365416 0.242939 0.235840 10.23000 -1.20000
AFIX 0
PART -1
N3A 3 0.328369 0.507324 0.236221 10.50000 0.12541
C11A 1 0.312689 0.483806 0.323449 10.50000 0.13549
C12A 1 0.319135 0.464600 0.440196 10.50000 0.14092
AFIX 3
H12A 2 0.359895 0.421035 0.451009 10.50000 -1.50000
H12B 2 0.265527 0.446196 0.466343 10.50000 -1.50000
H12C 2 0.336129 0.514082 0.478411 10.50000 -1.50000
AFIX 0
PART -2
N3B 3 0.346743 0.507941 0.365883 10.50000 0.16106
C11B 1 0.352454 0.520576 0.274733 10.50000 0.12796
C12B 1 0.352966 0.507462 0.156283 10.50000 0.12298
AFIX 3
H12D 2 0.359556 0.448687 0.141550 10.50000 -1.50000
H12E 2 0.398661 0.538017 0.124728 10.50000 -1.50000
H12F 2 0.300912 0.526803 0.126377 10.50000 -1.50000
HKLF 4

REM ip293 in P4(3)2(1)2
REM R1 = 0.0384 for 2109 Fo > 4sig(Fo) and 0.0591 for all 3407 data
REM 170 parameters refined using 44 restraints

END

WGHT 0.0654 0.0000
REM Highest difference peak 0.673, deepest hole -0.384, 1-sigma level 0.074
Q1 1 0.3016 0.4756 0.3805 11.00000 0.05 0.34
Q2 1 0.5909 0.0317 0.2484 11.00000 0.05 0.32
Q3 1 0.4072 0.0640 0.4999 11.00000 0.05 0.32
Q4 1 0.3645 0.4134 0.5079 11.00000 0.05 0.30
Q5 1 0.4357 0.1175 0.4524 11.00000 0.05 0.29
Q6 1 0.3899 0.4310 0.2085 11.00000 0.05 0.28
Q7 1 0.3675 0.4212 0.1883 11.00000 0.05 0.28
Q8 1 0.2626 0.2829 0.3906 11.00000 0.05 0.28
Q9 1 0.2980 0.4820 0.1272 11.00000 0.05 0.27
Q10 1 0.0946 0.4360 0.4872 11.00000 0.05 0.26

;

# ------------- END of CIF -----------------#