# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_sj143
#TrackingRef 'sj143final.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(4Z,4'E,4"E)-4,4',4"-(((nitrilotris(ethane-2,1-diyl)tris
(azanediyl))tris(methanylylidene))tris(3-methyl-1-(p-tolyl)-
1H-pyrazol-5(4H)-one
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H48 N10 O3'
_chemical_formula_sum            'C42 H48 N10 O3'
_chemical_formula_weight         740.90

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'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.5266(5)
_cell_length_b                   13.6775(7)
_cell_length_c                   14.9717(6)
_cell_angle_alpha                65.299(4)
_cell_angle_beta                 89.444(5)
_cell_angle_gamma                84.799(5)
_cell_volume                     1949.35(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4975
_cell_measurement_theta_min      3.5144
_cell_measurement_theta_max      29.0473


_exptl_crystal_description       rectangular
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             788
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_min  0.98020
_exptl_absorpt_correction_T_max  0.98800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2003'


_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14834
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0886
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.52
_diffrn_reflns_theta_max         26.00
_reflns_number_total             7623
_reflns_number_gt                3811
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 (Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45 (Bruker, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  PLATON(Spek,2009)


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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0392P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0096(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7623
_refine_ls_number_parameters     515
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1410
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1335
_refine_ls_wR_factor_gt          0.1038
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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
N1 N 0.67602(18) 0.10471(17) 0.48127(14) 0.0481(6) Uani 1 1 d . . .
N2 N 0.70773(19) 0.03204(18) 0.43843(15) 0.0536(6) Uani 1 1 d . . .
C3 C 0.6078(2) 0.0383(2) 0.38449(18) 0.0502(7) Uani 1 1 d . . .
C4 C 0.5092(2) 0.1141(2) 0.38735(17) 0.0472(7) Uani 1 1 d . . .
C5 C 0.5564(2) 0.1590(2) 0.45060(18) 0.0495(7) Uani 1 1 d . . .
O5 O 0.50330(16) 0.22859(15) 0.47536(13) 0.0623(5) Uani 1 1 d . . .
C6 C 0.6066(3) -0.0295(2) 0.3279(2) 0.0744(9) Uani 1 1 d . . .
H6A H 0.6057 0.0162 0.2587 0.112 Uiso 1 1 calc R . .
H6B H 0.5319 -0.0682 0.3432 0.112 Uiso 1 1 calc R . .
H6C H 0.6815 -0.0800 0.3455 0.112 Uiso 1 1 calc R . .
C7 C 0.7711(2) 0.1264(2) 0.53497(17) 0.0455(6) Uani 1 1 d . . .
C8 C 0.8984(2) 0.1057(2) 0.51878(17) 0.0517(7) Uani 1 1 d . . .
H8 H 0.9209 0.0764 0.4742 0.062 Uiso 1 1 calc R . .
C9 C 0.9917(2) 0.1288(2) 0.56918(19) 0.0598(8) Uani 1 1 d . . .
H9 H 1.0770 0.1132 0.5590 0.072 Uiso 1 1 calc R . .
C10 C 0.9620(3) 0.1743(2) 0.6342(2) 0.0594(8) Uani 1 1 d . . .
C11 C 0.8341(3) 0.1925(2) 0.65009(19) 0.0589(8) Uani 1 1 d . . .
H11 H 0.8117 0.2217 0.6947 0.071 Uiso 1 1 calc R . .
C12 C 0.7386(2) 0.1686(2) 0.60192(17) 0.0536(7) Uani 1 1 d . . .
H12 H 0.6534 0.1810 0.6145 0.064 Uiso 1 1 calc R . .
C13 C 1.0645(3) 0.2019(3) 0.6879(2) 0.0933(12) Uani 1 1 d . . .
H13A H 1.0275 0.2511 0.7137 0.140 Uiso 1 1 calc R . .
H13B H 1.1298 0.2350 0.6430 0.140 Uiso 1 1 calc R . .
H13C H 1.1012 0.1370 0.7409 0.140 Uiso 1 1 calc R . .
C14 C 0.3901(2) 0.1458(2) 0.34242(17) 0.0541(7) Uani 1 1 d . . .
H14 H 0.3632 0.1104 0.3058 0.065 Uiso 1 1 calc R . .
N15 N 0.3125(2) 0.2230(2) 0.34821(18) 0.0624(7) Uani 1 1 d . . .
C16 C 0.1845(3) 0.2564(3) 0.3040(2) 0.0860(11) Uani 1 1 d . . .
H16A H 0.1409 0.1930 0.3154 0.103 Uiso 1 1 calc R . .
H16B H 0.1898 0.2974 0.2336 0.103 Uiso 1 1 calc R . .
C17 C 0.1096(3) 0.3243(3) 0.3465(2) 0.0787(9) Uani 1 1 d . . .
H17A H 0.0207 0.3328 0.3259 0.094 Uiso 1 1 calc R . .
H17B H 0.1147 0.2868 0.4177 0.094 Uiso 1 1 calc R . .
N18 N 0.15373(19) 0.4308(2) 0.31735(16) 0.0577(6) Uani 1 1 d . . .
C19 C 0.1280(2) 0.4734(3) 0.3915(2) 0.0719(9) Uani 1 1 d . . .
H19A H 0.0581 0.4385 0.4311 0.086 Uiso 1 1 calc R . .
H19B H 0.1020 0.5503 0.3586 0.086 Uiso 1 1 calc R . .
C20 C 0.2433(3) 0.4553(3) 0.45791(19) 0.0708(9) Uani 1 1 d . . .
H20A H 0.2187 0.4740 0.5118 0.085 Uiso 1 1 calc R . .
H20B H 0.2753 0.3795 0.4855 0.085 Uiso 1 1 calc R . .
N21 N 0.3435(2) 0.5205(3) 0.40401(18) 0.0612(7) Uani 1 1 d . . .
C22 C 0.4594(3) 0.4815(2) 0.39375(18) 0.0541(7) Uani 1 1 d . . .
H22 H 0.4815 0.4075 0.4271 0.065 Uiso 1 1 calc R . .
C23 C 0.5489(2) 0.5444(2) 0.33652(19) 0.0504(7) Uani 1 1 d . . .
C24 C 0.6761(2) 0.5138(2) 0.3195(2) 0.0542(7) Uani 1 1 d . . .
N25 N 0.73228(19) 0.5954(2) 0.25858(16) 0.0565(6) Uani 1 1 d . . .
N26 N 0.6413(2) 0.68602(19) 0.23136(15) 0.0533(6) Uani 1 1 d . . .
C27 C 0.5270(3) 0.6579(2) 0.27727(19) 0.0524(7) Uani 1 1 d . . .
O27 O 0.42772(17) 0.71979(16) 0.26611(13) 0.0690(6) Uani 1 1 d . . .
C28 C 0.7448(3) 0.4030(2) 0.3626(2) 0.0730(9) Uani 1 1 d . . .
H28A H 0.8284 0.4053 0.3360 0.109 Uiso 1 1 calc R . .
H28B H 0.6980 0.3550 0.3467 0.109 Uiso 1 1 calc R . .
H28C H 0.7522 0.3776 0.4327 0.109 Uiso 1 1 calc R . .
C29 C 0.6747(3) 0.7865(3) 0.16153(19) 0.0525(7) Uani 1 1 d . . .
C30 C 0.5962(3) 0.8800(3) 0.1419(2) 0.0684(9) Uani 1 1 d . . .
H30 H 0.5189 0.8773 0.1731 0.082 Uiso 1 1 calc R . .
C31 C 0.6342(3) 0.9778(3) 0.0753(2) 0.0817(10) Uani 1 1 d . . .
H31 H 0.5808 1.0405 0.0626 0.098 Uiso 1 1 calc R . .
C32 C 0.7478(4) 0.9862(3) 0.0270(2) 0.0750(9) Uani 1 1 d . . .
C33 C 0.8228(3) 0.8911(3) 0.0480(2) 0.0784(10) Uani 1 1 d . . .
H33 H 0.9001 0.8934 0.0169 0.094 Uiso 1 1 calc R . .
C34 C 0.7874(3) 0.7926(3) 0.1134(2) 0.0657(8) Uani 1 1 d . . .
H34 H 0.8402 0.7299 0.1252 0.079 Uiso 1 1 calc R . .
C35 C 0.7874(3) 1.0947(3) -0.0445(3) 0.1161(13) Uani 1 1 d . . .
H35A H 0.8214 1.1309 -0.0085 0.174 Uiso 1 1 calc R . .
H35B H 0.7145 1.1381 -0.0838 0.174 Uiso 1 1 calc R . .
H35C H 0.8514 1.0839 -0.0865 0.174 Uiso 1 1 calc R . .
C36 C 0.1029(2) 0.5060(3) 0.2194(2) 0.0664(9) Uani 1 1 d . . .
H36A H 0.0178 0.5361 0.2251 0.080 Uiso 1 1 calc R . .
H36B H 0.0966 0.4670 0.1787 0.080 Uiso 1 1 calc R . .
C37 C 0.1866(2) 0.5966(2) 0.1706(2) 0.0641(8) Uani 1 1 d . . .
H37A H 0.1487 0.6465 0.1073 0.077 Uiso 1 1 calc R . .
H37B H 0.1932 0.6360 0.2111 0.077 Uiso 1 1 calc R . .
N38 N 0.3127(2) 0.5535(2) 0.15723(18) 0.0582(7) Uani 1 1 d . . .
C39 C 0.3920(3) 0.6103(2) 0.09080(18) 0.0556(7) Uani 1 1 d . . .
H39 H 0.3646 0.6814 0.0491 0.067 Uiso 1 1 calc R . .
C40 C 0.5126(3) 0.5699(2) 0.07998(17) 0.0509(7) Uani 1 1 d . . .
C41 C 0.6067(3) 0.6215(2) 0.01199(18) 0.0547(7) Uani 1 1 d . . .
N42 N 0.7092(2) 0.5565(2) 0.02155(15) 0.0585(6) Uani 1 1 d . . .
N43 N 0.6856(2) 0.45654(19) 0.09761(14) 0.0530(6) Uani 1 1 d . . .
C44 C 0.5654(3) 0.4606(2) 0.13618(19) 0.0526(7) Uani 1 1 d . . .
O44 O 0.51777(16) 0.38528(16) 0.20324(13) 0.0629(5) Uani 1 1 d . . .
C45 C 0.5973(3) 0.7357(2) -0.0634(2) 0.0722(9) Uani 1 1 d . . .
H45A H 0.6739 0.7484 -0.1003 0.108 Uiso 1 1 calc R . .
H45B H 0.5868 0.7837 -0.0314 0.108 Uiso 1 1 calc R . .
H45C H 0.5253 0.7486 -0.1070 0.108 Uiso 1 1 calc R . .
C46 C 0.7786(2) 0.3678(2) 0.12064(18) 0.0489(7) Uani 1 1 d . . .
C47 C 0.8927(2) 0.3822(2) 0.07169(17) 0.0563(7) Uani 1 1 d . . .
H47 H 0.9080 0.4503 0.0247 0.068 Uiso 1 1 calc R . .
C48 C 0.9837(3) 0.2957(3) 0.09259(19) 0.0614(8) Uani 1 1 d . . .
H48 H 1.0594 0.3070 0.0588 0.074 Uiso 1 1 calc R . .
C49 C 0.9662(3) 0.1933(3) 0.16170(19) 0.0572(8) Uani 1 1 d . . .
C50 C 0.8531(3) 0.1812(2) 0.2107(2) 0.0670(8) Uani 1 1 d . . .
H50 H 0.8389 0.1134 0.2587 0.080 Uiso 1 1 calc R . .
C51 C 0.7601(3) 0.2659(2) 0.1911(2) 0.0652(8) Uani 1 1 d . . .
H51 H 0.6848 0.2543 0.2255 0.078 Uiso 1 1 calc R . .
C52 C 1.0645(3) 0.0986(3) 0.1845(2) 0.0816(10) Uani 1 1 d . . .
H52A H 1.1406 0.1231 0.1496 0.122 Uiso 1 1 calc R . .
H52B H 1.0316 0.0474 0.1644 0.122 Uiso 1 1 calc R . .
H52C H 1.0840 0.0647 0.2539 0.122 Uiso 1 1 calc R . .
H38 H 0.342(3) 0.484(2) 0.196(2) 0.086(11) Uiso 1 1 d . . .
H21 H 0.333(3) 0.597(3) 0.368(2) 0.100(13) Uiso 1 1 d . . .
H15 H 0.342(3) 0.263(2) 0.380(2) 0.092(11) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.380(3) . ?
N1 N2 1.407(2) . ?
N1 C7 1.416(3) . ?
N2 C3 1.307(3) . ?
C3 C4 1.412(3) . ?
C3 C6 1.496(3) . ?
C4 C14 1.373(3) . ?
C4 C5 1.439(3) . ?
C5 O5 1.245(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C12 1.377(3) . ?
C7 C8 1.384(3) . ?
C8 C9 1.380(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.378(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.383(3) . ?
C10 C13 1.515(3) . ?
C11 C12 1.381(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 N15 1.307(3) . ?
C14 H14 0.9300 . ?
N15 C16 1.454(3) . ?
N15 H15 0.93(3) . ?
C16 C17 1.496(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 N18 1.454(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
N18 C36 1.466(3) . ?
N18 C19 1.466(3) . ?
C19 C20 1.512(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N21 1.453(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
N21 C22 1.320(3) . ?
N21 H21 0.95(3) . ?
C22 C23 1.370(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.419(3) . ?
C23 C27 1.428(4) . ?
C24 N25 1.299(3) . ?
C24 C28 1.493(3) . ?
N25 N26 1.410(3) . ?
N26 C27 1.384(3) . ?
N26 C29 1.408(3) . ?
C27 O27 1.250(3) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C34 1.373(3) . ?
C29 C30 1.380(4) . ?
C30 C31 1.385(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.381(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.375(4) . ?
C32 C35 1.516(4) . ?
C33 C34 1.376(4) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.508(4) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 N38 1.450(3) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
N38 C39 1.320(3) . ?
N38 H38 0.91(3) . ?
C39 C40 1.374(3) . ?
C39 H39 0.9300 . ?
C40 C41 1.422(3) . ?
C40 C44 1.435(4) . ?
C41 N42 1.304(3) . ?
C41 C45 1.491(4) . ?
N42 N43 1.408(3) . ?
N43 C44 1.392(3) . ?
N43 C46 1.411(3) . ?
C44 O44 1.241(3) . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 C51 1.382(3) . ?
C46 C47 1.387(3) . ?
C47 C48 1.380(3) . ?
C47 H47 0.9300 . ?
C48 C49 1.378(4) . ?
C48 H48 0.9300 . ?
C49 C50 1.379(3) . ?
C49 C52 1.503(3) . ?
C50 C51 1.379(3) . ?
C50 H50 0.9300 . ?
C51 H51 0.9300 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 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
C5 N1 N2 112.07(19) . . ?
C5 N1 C7 127.8(2) . . ?
N2 N1 C7 119.30(19) . . ?
C3 N2 N1 105.63(19) . . ?
N2 C3 C4 112.2(2) . . ?
N2 C3 C6 120.7(2) . . ?
C4 C3 C6 127.1(2) . . ?
C14 C4 C3 131.5(3) . . ?
C14 C4 C5 122.4(2) . . ?
C3 C4 C5 106.1(2) . . ?
O5 C5 N1 126.6(2) . . ?
O5 C5 C4 129.4(2) . . ?
N1 C5 C4 104.0(2) . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C7 C8 119.9(2) . . ?
C12 C7 N1 121.0(2) . . ?
C8 C7 N1 119.2(2) . . ?
C9 C8 C7 119.6(2) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C10 C9 C8 121.8(2) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C11 117.3(2) . . ?
C9 C10 C13 121.8(3) . . ?
C11 C10 C13 120.9(2) . . ?
C12 C11 C10 122.2(2) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C7 C12 C11 119.2(2) . . ?
C7 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N15 C14 C4 123.7(3) . . ?
N15 C14 H14 118.2 . . ?
C4 C14 H14 118.2 . . ?
C14 N15 C16 125.1(3) . . ?
C14 N15 H15 118.3(17) . . ?
C16 N15 H15 116.5(17) . . ?
N15 C16 C17 111.1(2) . . ?
N15 C16 H16A 109.4 . . ?
C17 C16 H16A 109.4 . . ?
N15 C16 H16B 109.4 . . ?
C17 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N18 C17 C16 113.5(2) . . ?
N18 C17 H17A 108.9 . . ?
C16 C17 H17A 108.9 . . ?
N18 C17 H17B 108.9 . . ?
C16 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C17 N18 C36 111.4(2) . . ?
C17 N18 C19 112.1(2) . . ?
C36 N18 C19 112.4(2) . . ?
N18 C19 C20 112.2(2) . . ?
N18 C19 H19A 109.2 . . ?
C20 C19 H19A 109.2 . . ?
N18 C19 H19B 109.2 . . ?
C20 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
N21 C20 C19 111.0(2) . . ?
N21 C20 H20A 109.4 . . ?
C19 C20 H20A 109.4 . . ?
N21 C20 H20B 109.4 . . ?
C19 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C22 N21 C20 124.8(3) . . ?
C22 N21 H21 110.5(18) . . ?
C20 N21 H21 124.6(18) . . ?
N21 C22 C23 123.4(3) . . ?
N21 C22 H22 118.3 . . ?
C23 C22 H22 118.3 . . ?
C22 C23 C24 129.3(3) . . ?
C22 C23 C27 124.7(2) . . ?
C24 C23 C27 105.9(2) . . ?
N25 C24 C23 112.2(3) . . ?
N25 C24 C28 120.5(3) . . ?
C23 C24 C28 127.3(3) . . ?
C24 N25 N26 105.9(2) . . ?
C27 N26 C29 130.1(2) . . ?
C27 N26 N25 111.4(2) . . ?
C29 N26 N25 118.4(2) . . ?
O27 C27 N26 126.4(3) . . ?
O27 C27 C23 129.1(3) . . ?
N26 C27 C23 104.5(2) . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C34 C29 C30 119.1(3) . . ?
C34 C29 N26 120.2(3) . . ?
C30 C29 N26 120.7(3) . . ?
C29 C30 C31 119.1(3) . . ?
C29 C30 H30 120.4 . . ?
C31 C30 H30 120.4 . . ?
C32 C31 C30 122.8(3) . . ?
C32 C31 H31 118.6 . . ?
C30 C31 H31 118.6 . . ?
C33 C32 C31 116.3(3) . . ?
C33 C32 C35 122.2(3) . . ?
C31 C32 C35 121.5(3) . . ?
C32 C33 C34 122.2(3) . . ?
C32 C33 H33 118.9 . . ?
C34 C33 H33 118.9 . . ?
C29 C34 C33 120.4(3) . . ?
C29 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N18 C36 C37 111.6(2) . . ?
N18 C36 H36A 109.3 . . ?
C37 C36 H36A 109.3 . . ?
N18 C36 H36B 109.3 . . ?
C37 C36 H36B 109.3 . . ?
H36A C36 H36B 108.0 . . ?
N38 C37 C36 110.1(2) . . ?
N38 C37 H37A 109.6 . . ?
C36 C37 H37A 109.6 . . ?
N38 C37 H37B 109.6 . . ?
C36 C37 H37B 109.6 . . ?
H37A C37 H37B 108.2 . . ?
C39 N38 C37 123.8(3) . . ?
C39 N38 H38 115.7(18) . . ?
C37 N38 H38 120.6(18) . . ?
N38 C39 C40 123.6(3) . . ?
N38 C39 H39 118.2 . . ?
C40 C39 H39 118.2 . . ?
C39 C40 C41 129.3(3) . . ?
C39 C40 C44 124.3(3) . . ?
C41 C40 C44 106.3(2) . . ?
N42 C41 C40 112.0(3) . . ?
N42 C41 C45 120.8(3) . . ?
C40 C41 C45 127.2(3) . . ?
C41 N42 N43 105.9(2) . . ?
C44 N43 N42 112.0(2) . . ?
C44 N43 C46 129.4(2) . . ?
N42 N43 C46 118.6(2) . . ?
O44 C44 N43 126.7(3) . . ?
O44 C44 C40 129.5(3) . . ?
N43 C44 C40 103.7(2) . . ?
C41 C45 H45A 109.5 . . ?
C41 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C41 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C51 C46 C47 118.3(3) . . ?
C51 C46 N43 122.1(2) . . ?
C47 C46 N43 119.6(3) . . ?
C48 C47 C46 120.1(3) . . ?
C48 C47 H47 119.9 . . ?
C46 C47 H47 119.9 . . ?
C49 C48 C47 122.4(3) . . ?
C49 C48 H48 118.8 . . ?
C47 C48 H48 118.8 . . ?
C48 C49 C50 116.5(3) . . ?
C48 C49 C52 122.7(3) . . ?
C50 C49 C52 120.8(3) . . ?
C49 C50 C51 122.5(3) . . ?
C49 C50 H50 118.8 . . ?
C51 C50 H50 118.8 . . ?
C50 C51 C46 120.2(3) . . ?
C50 C51 H51 119.9 . . ?
C46 C51 H51 119.9 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 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
C5 N1 N2 C3 -2.0(3) . . . . ?
C7 N1 N2 C3 -172.4(2) . . . . ?
N1 N2 C3 C4 1.0(3) . . . . ?
N1 N2 C3 C6 -179.4(2) . . . . ?
N2 C3 C4 C14 179.9(3) . . . . ?
C6 C3 C4 C14 0.4(5) . . . . ?
N2 C3 C4 C5 0.2(3) . . . . ?
C6 C3 C4 C5 -179.3(2) . . . . ?
N2 N1 C5 O5 -179.4(2) . . . . ?
C7 N1 C5 O5 -10.0(4) . . . . ?
N2 N1 C5 C4 2.1(3) . . . . ?
C7 N1 C5 C4 171.5(2) . . . . ?
C14 C4 C5 O5 0.4(4) . . . . ?
C3 C4 C5 O5 -179.8(3) . . . . ?
C14 C4 C5 N1 178.9(2) . . . . ?
C3 C4 C5 N1 -1.4(3) . . . . ?
C5 N1 C7 C12 31.4(4) . . . . ?
N2 N1 C7 C12 -159.9(2) . . . . ?
C5 N1 C7 C8 -147.9(3) . . . . ?
N2 N1 C7 C8 20.8(3) . . . . ?
C12 C7 C8 C9 -0.7(4) . . . . ?
N1 C7 C8 C9 178.6(2) . . . . ?
C7 C8 C9 C10 -1.4(4) . . . . ?
C8 C9 C10 C11 2.4(4) . . . . ?
C8 C9 C10 C13 -178.6(3) . . . . ?
C9 C10 C11 C12 -1.3(4) . . . . ?
C13 C10 C11 C12 179.7(3) . . . . ?
C8 C7 C12 C11 1.7(4) . . . . ?
N1 C7 C12 C11 -177.6(2) . . . . ?
C10 C11 C12 C7 -0.7(4) . . . . ?
C3 C4 C14 N15 -175.6(3) . . . . ?
C5 C4 C14 N15 4.1(4) . . . . ?
C4 C14 N15 C16 -178.1(3) . . . . ?
C14 N15 C16 C17 164.6(3) . . . . ?
N15 C16 C17 N18 70.1(3) . . . . ?
C16 C17 N18 C36 81.3(3) . . . . ?
C16 C17 N18 C19 -151.7(2) . . . . ?
C17 N18 C19 C20 97.8(3) . . . . ?
C36 N18 C19 C20 -135.8(3) . . . . ?
N18 C19 C20 N21 68.1(3) . . . . ?
C19 C20 N21 C22 -120.2(3) . . . . ?
C20 N21 C22 C23 175.1(2) . . . . ?
N21 C22 C23 C24 179.6(2) . . . . ?
N21 C22 C23 C27 -3.4(4) . . . . ?
C22 C23 C24 N25 178.4(2) . . . . ?
C27 C23 C24 N25 0.9(3) . . . . ?
C22 C23 C24 C28 -1.3(4) . . . . ?
C27 C23 C24 C28 -178.8(2) . . . . ?
C23 C24 N25 N26 -0.5(3) . . . . ?
C28 C24 N25 N26 179.2(2) . . . . ?
C24 N25 N26 C27 0.0(3) . . . . ?
C24 N25 N26 C29 -177.2(2) . . . . ?
C29 N26 C27 O27 -1.4(4) . . . . ?
N25 N26 C27 O27 -178.2(2) . . . . ?
C29 N26 C27 C23 177.3(2) . . . . ?
N25 N26 C27 C23 0.6(3) . . . . ?
C22 C23 C27 O27 0.2(4) . . . . ?
C24 C23 C27 O27 177.8(2) . . . . ?
C22 C23 C27 N26 -178.5(2) . . . . ?
C24 C23 C27 N26 -0.8(3) . . . . ?
C27 N26 C29 C34 -169.3(2) . . . . ?
N25 N26 C29 C34 7.3(3) . . . . ?
C27 N26 C29 C30 12.0(4) . . . . ?
N25 N26 C29 C30 -171.4(2) . . . . ?
C34 C29 C30 C31 -0.9(4) . . . . ?
N26 C29 C30 C31 177.8(2) . . . . ?
C29 C30 C31 C32 0.1(5) . . . . ?
C30 C31 C32 C33 0.3(5) . . . . ?
C30 C31 C32 C35 -179.1(3) . . . . ?
C31 C32 C33 C34 0.0(5) . . . . ?
C35 C32 C33 C34 179.5(3) . . . . ?
C30 C29 C34 C33 1.3(4) . . . . ?
N26 C29 C34 C33 -177.5(2) . . . . ?
C32 C33 C34 C29 -0.8(4) . . . . ?
C17 N18 C36 C37 -155.7(2) . . . . ?
C19 N18 C36 C37 77.6(3) . . . . ?
N18 C36 C37 N38 61.6(3) . . . . ?
C36 C37 N38 C39 157.0(2) . . . . ?
C37 N38 C39 C40 178.3(2) . . . . ?
N38 C39 C40 C41 179.8(2) . . . . ?
N38 C39 C40 C44 2.7(4) . . . . ?
C39 C40 C41 N42 -178.0(2) . . . . ?
C44 C40 C41 N42 -0.5(3) . . . . ?
C39 C40 C41 C45 2.0(4) . . . . ?
C44 C40 C41 C45 179.5(2) . . . . ?
C40 C41 N42 N43 0.5(3) . . . . ?
C45 C41 N42 N43 -179.5(2) . . . . ?
C41 N42 N43 C44 -0.3(3) . . . . ?
C41 N42 N43 C46 176.4(2) . . . . ?
N42 N43 C44 O44 179.6(2) . . . . ?
C46 N43 C44 O44 3.3(4) . . . . ?
N42 N43 C44 C40 0.0(3) . . . . ?
C46 N43 C44 C40 -176.3(2) . . . . ?
C39 C40 C44 O44 -1.6(4) . . . . ?
C41 C40 C44 O44 -179.3(3) . . . . ?
C39 C40 C44 N43 177.9(2) . . . . ?
C41 C40 C44 N43 0.3(3) . . . . ?
C44 N43 C46 C51 -0.8(4) . . . . ?
N42 N43 C46 C51 -177.0(2) . . . . ?
C44 N43 C46 C47 179.3(2) . . . . ?
N42 N43 C46 C47 3.2(3) . . . . ?
C51 C46 C47 C48 1.1(4) . . . . ?
N43 C46 C47 C48 -179.1(2) . . . . ?
C46 C47 C48 C49 -0.3(4) . . . . ?
C47 C48 C49 C50 -0.9(4) . . . . ?
C47 C48 C49 C52 179.7(2) . . . . ?
C48 C49 C50 C51 1.2(4) . . . . ?
C52 C49 C50 C51 -179.3(3) . . . . ?
C49 C50 C51 C46 -0.4(4) . . . . ?
C47 C46 C51 C50 -0.8(4) . . . . ?
N43 C46 C51 C50 179.4(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.037


_database_code_depnum_ccdc_archive 'CCDC 869325'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_sjy76lnm

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
4,4'-((1E,1'E)-((((2-(((Z)-(3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene)methyl)amino)ethyl)azanediyl)bis(ethane-2,1-diyl))bis(azanylylidene))bis(methanylylidene))bis(3-methyl-1-phenyl-1H-pyrazol-5(4H)-one)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H42 N10 O3'
_chemical_formula_weight         698.83

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

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

_cell_length_a                   10.5310(11)
_cell_length_b                   12.2330(12)
_cell_length_c                   14.8664(15)
_cell_angle_alpha                113.201(2)
_cell_angle_beta                 91.722(2)
_cell_angle_gamma                92.732(2)
_cell_volume                     1755.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    2055
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      27.62

_exptl_crystal_description       Plates
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             740
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9793
_exptl_absorpt_correction_T_max  0.9965
_exptl_absorpt_process_details   'BRUKER SADABS'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6610
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5475
_reflns_number_gt                4852
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER SMART'
_computing_cell_refinement       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0975P)²+6.0958P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5475
_refine_ls_number_parameters     484
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.1013
_refine_ls_wR_factor_ref         0.2476
_refine_ls_wR_factor_gt          0.2407
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001

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
O2 O 0.9729(3) 0.3809(3) 0.3002(2) 0.0190(8) Uani 1 1 d . . .
O1 O 0.9843(3) 0.2221(3) 0.0221(2) 0.0202(8) Uani 1 1 d . . .
O3 O 1.0449(3) 0.7565(3) 0.2570(2) 0.0209(8) Uani 1 1 d . . .
N1 N 1.3353(4) 0.4211(3) 0.1900(3) 0.0182(9) Uani 1 1 d . . .
N5 N 1.1782(4) 0.5604(4) 0.3485(3) 0.0157(9) Uani 1 1 d . . .
N7 N 0.8080(4) 0.4607(3) 0.4057(3) 0.0165(9) Uani 1 1 d . . .
N4 N 0.8075(4) 0.0929(3) 0.0120(3) 0.0136(8) Uani 1 1 d . . .
N6 N 0.7859(4) 0.5698(3) 0.4818(3) 0.0187(9) Uani 1 1 d . . .
N9 N 0.7451(4) 0.6095(3) 0.2449(3) 0.0185(9) Uani 1 1 d . . .
N3 N 0.7695(4) 0.0121(3) 0.0541(3) 0.0176(9) Uani 1 1 d . . .
N10 N 0.8318(4) 0.7117(3) 0.2798(3) 0.0161(9) Uani 1 1 d . . .
N8 N 1.1404(4) 0.5381(4) 0.1101(3) 0.0192(9) Uani 1 1 d . . .
C31 C 0.7924(5) 0.8139(4) 0.3565(3) 0.0181(11) Uani 1 1 d . . .
N2 N 1.1682(4) 0.2030(4) 0.1583(3) 0.0198(9) Uani 1 1 d . . .
C16 C 0.9815(5) 0.5823(4) 0.4249(3) 0.0166(10) Uani 1 1 d . . .
C15 C 1.1008(5) 0.6240(4) 0.4148(3) 0.0181(11) Uani 1 1 d . . .
H15 H 1.1289 0.7010 0.4568 0.022 Uiso 1 1 calc R . .
C6 C 0.9276(4) 0.1472(4) 0.0465(3) 0.0147(10) Uani 1 1 d . . .
C17 C 0.9269(5) 0.4628(4) 0.3676(3) 0.0157(10) Uani 1 1 d . . .
C19 C 0.7160(4) 0.3644(4) 0.3825(3) 0.0152(10) Uani 1 1 d . . .
C3 C 1.0851(5) 0.1226(4) 0.1636(3) 0.0170(10) Uani 1 1 d . . .
H3 H 1.1068 0.0818 0.2024 0.020 Uiso 1 1 calc R . .
C5 C 0.8658(5) 0.0133(4) 0.1121(3) 0.0174(10) Uani 1 1 d . . .
C7 C 0.7197(5) 0.1157(4) -0.0518(3) 0.0166(10) Uani 1 1 d . . .
C27 C 1.0262(5) 0.4959(4) 0.1173(3) 0.0187(11) Uani 1 1 d . . .
H27 H 1.0061 0.4150 0.0816 0.022 Uiso 1 1 calc R . .
C32 C 0.8722(5) 0.9185(4) 0.3950(3) 0.0205(11) Uani 1 1 d . . .
H32 H 0.9514 0.9220 0.3698 0.025 Uiso 1 1 calc R . .
C24 C 0.6062(5) 0.3839(4) 0.4346(3) 0.0178(10) Uani 1 1 d . . .
H24 H 0.5941 0.4591 0.4820 0.021 Uiso 1 1 calc R . .
C23 C 0.5142(5) 0.2911(5) 0.4159(3) 0.0226(11) Uani 1 1 d . . .
H23 H 0.4410 0.3043 0.4512 0.027 Uiso 1 1 calc R . .
C12 C 0.5906(5) 0.1089(4) -0.0388(4) 0.0199(11) Uani 1 1 d . . .
H12 H 0.5617 0.0908 0.0126 0.024 Uiso 1 1 calc R . .
C29 C 0.8071(5) 0.5241(4) 0.1837(3) 0.0188(11) Uani 1 1 d . . .
C18 C 0.8879(5) 0.6397(4) 0.4936(3) 0.0162(10) Uani 1 1 d . . .
C13 C 1.3868(5) 0.5008(4) 0.2882(3) 0.0196(11) Uani 1 1 d . . .
H13A H 1.4719 0.5314 0.2836 0.023 Uiso 1 1 calc R . .
H13B H 1.3926 0.4561 0.3294 0.023 Uiso 1 1 calc R . .
C1 C 1.3766(5) 0.3004(4) 0.1619(4) 0.0223(11) Uani 1 1 d . . .
H1A H 1.4646 0.3045 0.1847 0.027 Uiso 1 1 calc R . .
H1B H 1.3722 0.2607 0.0910 0.027 Uiso 1 1 calc R . .
C20 C 0.7324(5) 0.2522(4) 0.3112(4) 0.0244(12) Uani 1 1 d . . .
H20 H 0.8055 0.2382 0.2758 0.029 Uiso 1 1 calc R . .
C4 C 0.9665(5) 0.0957(4) 0.1141(3) 0.0151(10) Uani 1 1 d . . .
C9 C 0.6749(5) 0.1666(4) -0.1895(4) 0.0238(12) Uani 1 1 d . . .
H9 H 0.7035 0.1873 -0.2397 0.029 Uiso 1 1 calc R . .
C30 C 0.9478(4) 0.6860(4) 0.2385(3) 0.0148(10) Uani 1 1 d . . .
C14 C 1.3035(5) 0.6041(4) 0.3349(4) 0.0223(11) Uani 1 1 d . . .
H14A H 1.3424 0.6579 0.3978 0.027 Uiso 1 1 calc R . .
H14B H 1.2959 0.6481 0.2933 0.027 Uiso 1 1 calc R . .
C36 C 0.6751(5) 0.8106(4) 0.3950(4) 0.0217(11) Uani 1 1 d . . .
H36 H 0.6219 0.7413 0.3695 0.026 Uiso 1 1 calc R . .
C22 C 0.5311(5) 0.1787(4) 0.3447(4) 0.0233(11) Uani 1 1 d . . .
H22 H 0.4700 0.1163 0.3323 0.028 Uiso 1 1 calc R . .
C28 C 0.9332(5) 0.5622(4) 0.1739(3) 0.0173(10) Uani 1 1 d . . .
C26 C 1.2388(5) 0.4642(5) 0.0538(4) 0.0248(12) Uani 1 1 d . . .
H26A H 1.2621 0.4901 0.0023 0.030 Uiso 1 1 calc R . .
H26B H 1.2048 0.3821 0.0230 0.030 Uiso 1 1 calc R . .
C33 C 0.8312(5) 1.0167(4) 0.4714(4) 0.0265(12) Uani 1 1 d . . .
H33 H 0.8839 1.0863 0.4969 0.032 Uiso 1 1 calc R . .
C8 C 0.7630(5) 0.1455(4) -0.1274(3) 0.0197(11) Uani 1 1 d . . .
H8 H 0.8497 0.1512 -0.1362 0.024 Uiso 1 1 calc R . .
C2 C 1.2965(5) 0.2278(4) 0.2033(4) 0.0243(12) Uani 1 1 d . . .
H2A H 1.3352 0.1533 0.1916 0.029 Uiso 1 1 calc R . .
H2B H 1.2931 0.2710 0.2735 0.029 Uiso 1 1 calc R . .
C25 C 1.3567(5) 0.4710(4) 0.1173(3) 0.0212(11) Uani 1 1 d . . .
H25A H 1.4225 0.4287 0.0755 0.025 Uiso 1 1 calc R . .
H25B H 1.3877 0.5537 0.1506 0.025 Uiso 1 1 calc R . .
C21 C 0.6393(5) 0.1610(5) 0.2929(4) 0.0265(12) Uani 1 1 d . . .
H21 H 0.6504 0.0862 0.2445 0.032 Uiso 1 1 calc R . .
C34 C 0.7151(6) 1.0143(5) 0.5105(4) 0.0299(13) Uani 1 1 d . . .
H34 H 0.6895 1.0810 0.5618 0.036 Uiso 1 1 calc R . .
C11 C 0.5041(5) 0.1287(4) -0.1015(4) 0.0260(12) Uani 1 1 d . . .
H11 H 0.4174 0.1229 -0.0926 0.031 Uiso 1 1 calc R . .
C35 C 0.6365(5) 0.9097(5) 0.4715(4) 0.0289(12) Uani 1 1 d . . .
H35 H 0.5575 0.9066 0.4970 0.035 Uiso 1 1 calc R . .
C37 C 0.8624(5) -0.0633(5) 0.1687(4) 0.0285(12) Uani 1 1 d . . .
H37A H 0.7812 -0.1070 0.1567 0.043 Uiso 1 1 calc R . .
H37B H 0.8753 -0.0143 0.2374 0.043 Uiso 1 1 calc R . .
H37C H 0.9285 -0.1180 0.1486 0.043 Uiso 1 1 calc R . .
C39 C 0.7444(5) 0.4015(4) 0.1359(4) 0.0223(11) Uani 1 1 d . . .
H39A H 0.6546 0.4047 0.1450 0.033 Uiso 1 1 calc R . .
H39B H 0.7796 0.3512 0.1647 0.033 Uiso 1 1 calc R . .
H39C H 0.7586 0.3699 0.0670 0.033 Uiso 1 1 calc R . .
C38 C 0.8981(5) 0.7636(4) 0.5700(3) 0.0231(11) Uani 1 1 d . . .
H38A H 0.8183 0.7816 0.6006 0.035 Uiso 1 1 calc R . .
H38B H 0.9188 0.8185 0.5402 0.035 Uiso 1 1 calc R . .
H38C H 0.9637 0.7705 0.6186 0.035 Uiso 1 1 calc R . .
C10 C 0.5459(5) 0.1573(5) -0.1777(4) 0.0289(13) Uani 1 1 d . . .
H10 H 0.4876 0.1700 -0.2202 0.035 Uiso 1 1 calc R . .
H2 H 1.154(5) 0.235(5) 0.120(4) 0.026(15) Uiso 1 1 d . . .
H5 H 1.155(5) 0.492(5) 0.309(4) 0.019(14) Uiso 1 1 d . . .
H81 H 1.151(5) 0.612(5) 0.143(4) 0.013(13) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C17 1.235(6) . ?
O1 C6 1.244(5) . ?
O3 C30 1.256(6) . ?
N1 C25 1.453(6) . ?
N1 C1 1.460(6) . ?
N1 C13 1.468(6) . ?
N5 C15 1.322(6) . ?
N5 C14 1.450(7) . ?
N5 H5 0.84(5) . ?
N7 C17 1.393(6) . ?
N7 N6 1.404(5) . ?
N7 C19 1.412(6) . ?
N4 C6 1.385(6) . ?
N4 N3 1.411(5) . ?
N4 C7 1.418(6) . ?
N6 C18 1.303(6) . ?
N9 C29 1.303(6) . ?
N9 N10 1.421(5) . ?
N3 C5 1.307(6) . ?
N10 C30 1.377(6) . ?
N10 C31 1.411(6) . ?
N8 C27 1.311(6) . ?
N8 C26 1.461(7) . ?
N8 H81 0.84(5) . ?
C31 C36 1.383(7) . ?
C31 C32 1.401(7) . ?
N2 C3 1.313(6) . ?
N2 C2 1.453(6) . ?
N2 H2 0.82(6) . ?
C16 C15 1.368(7) . ?
C16 C18 1.438(7) . ?
C16 C17 1.451(6) . ?
C15 H15 0.9300 . ?
C6 C4 1.440(6) . ?
C19 C20 1.388(7) . ?
C19 C24 1.389(7) . ?
C3 C4 1.387(7) . ?
C3 H3 0.9300 . ?
C5 C4 1.420(7) . ?
C5 C37 1.486(7) . ?
C7 C12 1.382(7) . ?
C7 C8 1.393(7) . ?
C27 C28 1.383(7) . ?
C27 H27 0.9300 . ?
C32 C33 1.387(7) . ?
C32 H32 0.9300 . ?
C24 C23 1.392(7) . ?
C24 H24 0.9300 . ?
C23 C22 1.390(7) . ?
C23 H23 0.9300 . ?
C12 C11 1.380(7) . ?
C12 H12 0.9300 . ?
C29 C28 1.417(7) . ?
C29 C39 1.492(6) . ?
C18 C38 1.490(6) . ?
C13 C14 1.517(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C1 C2 1.506(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C20 C21 1.386(7) . ?
C20 H20 0.9300 . ?
C9 C10 1.381(8) . ?
C9 C8 1.393(7) . ?
C9 H9 0.9300 . ?
C30 C28 1.436(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C36 C35 1.385(7) . ?
C36 H36 0.9300 . ?
C22 C21 1.372(7) . ?
C22 H22 0.9300 . ?
C26 C25 1.516(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C33 C34 1.373(8) . ?
C33 H33 0.9300 . ?
C8 H8 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C21 H21 0.9300 . ?
C34 C35 1.394(8) . ?
C34 H34 0.9300 . ?
C11 C10 1.387(8) . ?
C11 H11 0.9300 . ?
C35 H35 0.9300 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C10 H10 0.9300 . ?

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
C25 N1 C1 113.9(4) . . ?
C25 N1 C13 112.5(4) . . ?
C1 N1 C13 111.9(4) . . ?
C15 N5 C14 124.2(4) . . ?
C15 N5 H5 121(4) . . ?
C14 N5 H5 115(4) . . ?
C17 N7 N6 112.2(4) . . ?
C17 N7 C19 129.0(4) . . ?
N6 N7 C19 118.6(4) . . ?
C6 N4 N3 112.6(4) . . ?
C6 N4 C7 128.2(4) . . ?
N3 N4 C7 118.9(4) . . ?
C18 N6 N7 106.5(4) . . ?
C29 N9 N10 105.6(4) . . ?
C5 N3 N4 105.4(4) . . ?
C30 N10 C31 131.4(4) . . ?
C30 N10 N9 111.2(4) . . ?
C31 N10 N9 116.8(4) . . ?
C27 N8 C26 123.7(4) . . ?
C27 N8 H81 112(3) . . ?
C26 N8 H81 125(3) . . ?
C36 C31 C32 119.6(4) . . ?
C36 C31 N10 120.0(4) . . ?
C32 C31 N10 120.4(4) . . ?
C3 N2 C2 124.7(4) . . ?
C3 N2 H2 120(4) . . ?
C2 N2 H2 115(4) . . ?
C15 C16 C18 129.8(4) . . ?
C15 C16 C17 124.4(4) . . ?
C18 C16 C17 105.7(4) . . ?
N5 C15 C16 123.5(4) . . ?
N5 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
O1 C6 N4 126.2(4) . . ?
O1 C6 C4 130.5(4) . . ?
N4 C6 C4 103.3(4) . . ?
O2 C17 N7 127.2(4) . . ?
O2 C17 C16 129.1(5) . . ?
N7 C17 C16 103.8(4) . . ?
C20 C19 C24 119.5(4) . . ?
C20 C19 N7 122.5(4) . . ?
C24 C19 N7 118.0(4) . . ?
N2 C3 C4 123.1(4) . . ?
N2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
N3 C5 C4 112.0(4) . . ?
N3 C5 C37 121.3(4) . . ?
C4 C5 C37 126.6(4) . . ?
C12 C7 C8 119.8(4) . . ?
C12 C7 N4 120.0(4) . . ?
C8 C7 N4 120.3(5) . . ?
N8 C27 C28 125.1(5) . . ?
N8 C27 H27 117.4 . . ?
C28 C27 H27 117.4 . . ?
C33 C32 C31 118.9(5) . . ?
C33 C32 H32 120.6 . . ?
C31 C32 H32 120.6 . . ?
C19 C24 C23 120.1(4) . . ?
C19 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C22 C23 C24 120.3(5) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C11 C12 C7 120.5(5) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
N9 C29 C28 112.6(4) . . ?
N9 C29 C39 119.7(5) . . ?
C28 C29 C39 127.7(5) . . ?
N6 C18 C16 111.8(4) . . ?
N6 C18 C38 121.1(4) . . ?
C16 C18 C38 127.1(4) . . ?
N1 C13 C14 111.4(4) . . ?
N1 C13 H13A 109.4 . . ?
C14 C13 H13A 109.4 . . ?
N1 C13 H13B 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N1 C1 C2 112.5(4) . . ?
N1 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
C21 C20 C19 119.7(5) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C3 C4 C5 130.6(4) . . ?
C3 C4 C6 122.7(4) . . ?
C5 C4 C6 106.6(4) . . ?
C10 C9 C8 120.9(5) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
O3 C30 N10 126.3(4) . . ?
O3 C30 C28 128.7(4) . . ?
N10 C30 C28 105.0(4) . . ?
N5 C14 C13 110.1(4) . . ?
N5 C14 H14A 109.6 . . ?
C13 C14 H14A 109.6 . . ?
N5 C14 H14B 109.6 . . ?
C13 C14 H14B 109.6 . . ?
H14A C14 H14B 108.2 . . ?
C31 C36 C35 120.4(5) . . ?
C31 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C21 C22 C23 119.0(5) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 H22 120.5 . . ?
C27 C28 C29 128.5(4) . . ?
C27 C28 C30 125.9(4) . . ?
C29 C28 C30 105.5(4) . . ?
N8 C26 C25 112.2(4) . . ?
N8 C26 H26A 109.2 . . ?
C25 C26 H26A 109.2 . . ?
N8 C26 H26B 109.2 . . ?
C25 C26 H26B 109.2 . . ?
H26A C26 H26B 107.9 . . ?
C34 C33 C32 122.0(5) . . ?
C34 C33 H33 119.0 . . ?
C32 C33 H33 119.0 . . ?
C7 C8 C9 119.3(5) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
N2 C2 C1 110.7(4) . . ?
N2 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
N1 C25 C26 113.7(4) . . ?
N1 C25 H25A 108.8 . . ?
C26 C25 H25A 108.8 . . ?
N1 C25 H25B 108.8 . . ?
C26 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
C22 C21 C20 121.4(5) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C33 C34 C35 118.6(5) . . ?
C33 C34 H34 120.7 . . ?
C35 C34 H34 120.7 . . ?
C12 C11 C10 120.4(5) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C36 C35 C34 120.5(5) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C5 C37 H37A 109.5 . . ?
C5 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C5 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C29 C39 H39A 109.5 . . ?
C29 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C29 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C18 C38 H38A 109.5 . . ?
C18 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C18 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C9 C10 C11 119.2(5) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C17 N7 N6 C18 -1.0(5) . . . . ?
C19 N7 N6 C18 175.1(4) . . . . ?
C6 N4 N3 C5 -1.7(5) . . . . ?
C7 N4 N3 C5 -177.0(4) . . . . ?
C29 N9 N10 C30 -0.2(5) . . . . ?
C29 N9 N10 C31 -172.7(4) . . . . ?
C30 N10 C31 C36 -169.6(4) . . . . ?
N9 N10 C31 C36 1.0(6) . . . . ?
C30 N10 C31 C32 9.4(7) . . . . ?
N9 N10 C31 C32 -179.9(4) . . . . ?
C14 N5 C15 C16 178.2(4) . . . . ?
C18 C16 C15 N5 179.1(4) . . . . ?
C17 C16 C15 N5 2.6(7) . . . . ?
N3 N4 C6 O1 -179.8(4) . . . . ?
C7 N4 C6 O1 -5.0(7) . . . . ?
N3 N4 C6 C4 0.3(4) . . . . ?
C7 N4 C6 C4 175.2(4) . . . . ?
N6 N7 C17 O2 -179.6(4) . . . . ?
C19 N7 C17 O2 4.9(7) . . . . ?
N6 N7 C17 C16 0.1(5) . . . . ?
C19 N7 C17 C16 -175.4(4) . . . . ?
C15 C16 C17 O2 -2.4(8) . . . . ?
C18 C16 C17 O2 -179.6(4) . . . . ?
C15 C16 C17 N7 177.9(4) . . . . ?
C18 C16 C17 N7 0.8(4) . . . . ?
C17 N7 C19 C20 -2.1(7) . . . . ?
N6 N7 C19 C20 -177.3(4) . . . . ?
C17 N7 C19 C24 177.0(4) . . . . ?
N6 N7 C19 C24 1.8(6) . . . . ?
C2 N2 C3 C4 -175.4(4) . . . . ?
N4 N3 C5 C4 2.3(5) . . . . ?
N4 N3 C5 C37 -178.9(4) . . . . ?
C6 N4 C7 C12 -144.2(4) . . . . ?
N3 N4 C7 C12 30.3(6) . . . . ?
C6 N4 C7 C8 35.5(6) . . . . ?
N3 N4 C7 C8 -150.0(4) . . . . ?
C26 N8 C27 C28 176.5(4) . . . . ?
C36 C31 C32 C33 0.0(7) . . . . ?
N10 C31 C32 C33 -179.1(4) . . . . ?
C20 C19 C24 C23 0.7(7) . . . . ?
N7 C19 C24 C23 -178.5(4) . . . . ?
C19 C24 C23 C22 -0.4(7) . . . . ?
C8 C7 C12 C11 1.5(7) . . . . ?
N4 C7 C12 C11 -178.8(4) . . . . ?
N10 N9 C29 C28 -0.4(5) . . . . ?
N10 N9 C29 C39 177.7(4) . . . . ?
N7 N6 C18 C16 1.5(5) . . . . ?
N7 N6 C18 C38 -179.3(4) . . . . ?
C15 C16 C18 N6 -178.4(4) . . . . ?
C17 C16 C18 N6 -1.4(5) . . . . ?
C15 C16 C18 C38 2.4(8) . . . . ?
C17 C16 C18 C38 179.4(4) . . . . ?
C25 N1 C13 C14 75.3(5) . . . . ?
C1 N1 C13 C14 -155.0(4) . . . . ?
C25 N1 C1 C2 -148.8(4) . . . . ?
C13 N1 C1 C2 82.3(5) . . . . ?
C24 C19 C20 C21 -0.1(7) . . . . ?
N7 C19 C20 C21 179.0(4) . . . . ?
N2 C3 C4 C5 -179.4(4) . . . . ?
N2 C3 C4 C6 4.8(7) . . . . ?
N3 C5 C4 C3 -178.5(4) . . . . ?
C37 C5 C4 C3 2.8(8) . . . . ?
N3 C5 C4 C6 -2.2(5) . . . . ?
C37 C5 C4 C6 179.1(4) . . . . ?
O1 C6 C4 C3 -2.2(7) . . . . ?
N4 C6 C4 C3 177.7(4) . . . . ?
O1 C6 C4 C5 -178.8(5) . . . . ?
N4 C6 C4 C5 1.0(4) . . . . ?
C31 N10 C30 O3 -6.5(7) . . . . ?
N9 N10 C30 O3 -177.6(4) . . . . ?
C31 N10 C30 C28 171.7(4) . . . . ?
N9 N10 C30 C28 0.6(5) . . . . ?
C15 N5 C14 C13 155.4(4) . . . . ?
N1 C13 C14 N5 62.9(5) . . . . ?
C32 C31 C36 C35 -0.2(7) . . . . ?
N10 C31 C36 C35 178.9(4) . . . . ?
C24 C23 C22 C21 -0.4(7) . . . . ?
N8 C27 C28 C29 178.3(4) . . . . ?
N8 C27 C28 C30 -4.0(8) . . . . ?
N9 C29 C28 C27 178.7(4) . . . . ?
C39 C29 C28 C27 0.9(8) . . . . ?
N9 C29 C28 C30 0.7(5) . . . . ?
C39 C29 C28 C30 -177.2(4) . . . . ?
O3 C30 C28 C27 -0.7(8) . . . . ?
N10 C30 C28 C27 -178.8(4) . . . . ?
O3 C30 C28 C29 177.4(4) . . . . ?
N10 C30 C28 C29 -0.8(5) . . . . ?
C27 N8 C26 C25 -120.0(5) . . . . ?
C31 C32 C33 C34 0.2(7) . . . . ?
C12 C7 C8 C9 -0.7(7) . . . . ?
N4 C7 C8 C9 179.5(4) . . . . ?
C10 C9 C8 C7 -0.6(7) . . . . ?
C3 N2 C2 C1 165.2(4) . . . . ?
N1 C1 C2 N2 68.1(5) . . . . ?
C1 N1 C25 C26 99.8(5) . . . . ?
C13 N1 C25 C26 -131.6(4) . . . . ?
N8 C26 C25 N1 65.6(6) . . . . ?
C23 C22 C21 C20 1.0(8) . . . . ?
C19 C20 C21 C22 -0.7(8) . . . . ?
C32 C33 C34 C35 -0.2(8) . . . . ?
C7 C12 C11 C10 -0.8(7) . . . . ?
C31 C36 C35 C34 0.1(8) . . . . ?
C33 C34 C35 C36 0.1(8) . . . . ?
C8 C9 C10 C11 1.3(8) . . . . ?
C12 C11 C10 C9 -0.5(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.886
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.886
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.086
_database_code_depnum_ccdc_archive 'CCDC 994250'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_sjy-180

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
4,4',4''-((1E,1'E,1''E)-((nitrilotris(ethane-2,1-diyl))tris
(azanylylidene))tris(methanylylidene))tris(3-methyl-1-
(p-tolyl)-1H-pyrazol-5-ol)vanadium(III) 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H52 N11 O4 V'
_chemical_formula_weight         861.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.0687 2.1097 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   15.5913(4)
_cell_length_b                   15.5913(4)
_cell_length_c                   10.1470(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     2136.16(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             908
_exptl_absorpt_coefficient_mu    2.406
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.5322
_exptl_absorpt_correction_T_max  0.6447
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4383
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         64.87
_reflns_number_total             2413
_reflns_number_gt                2179
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0856P)²+0.3856P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2413
_refine_ls_number_parameters     197
_refine_ls_number_restraints     28
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1368
_refine_ls_wR_factor_gt          0.1312
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.054
_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
C3 C 0.9615(2) 0.5945(2) 0.5882(3) 0.0428(6) Uani 1 1 d . . .
C4 C 0.88420(19) 0.52941(19) 0.5040(2) 0.0396(6) Uani 1 1 d . . .
C5 C 0.84575(18) 0.43509(19) 0.5607(2) 0.0363(5) Uani 1 1 d . . .
C6 C 0.89859(19) 0.3786(2) 0.7622(2) 0.0390(6) Uani 1 1 d . . .
C7 C 0.8351(2) 0.2776(2) 0.7472(3) 0.0494(7) Uani 1 1 d . . .
H7 H 0.7898 0.2540 0.6783 0.059 Uiso 1 1 calc R . .
C8 C 0.8396(2) 0.2126(2) 0.8351(3) 0.0516(7) Uani 1 1 d . . .
H8 H 0.7966 0.1450 0.8236 0.062 Uiso 1 1 calc R . .
C9 C 0.9051(2) 0.2436(2) 0.9393(3) 0.0444(6) Uani 1 1 d . . .
C10 C 0.9662(2) 0.3446(2) 0.9549(3) 0.0496(7) Uani 1 1 d . . .
H10 H 1.0099 0.3680 1.0258 0.059 Uiso 1 1 calc R . .
C11 C 0.9641(2) 0.4116(2) 0.8681(3) 0.0483(7) Uani 1 1 d . . .
H11 H 1.0066 0.4791 0.8804 0.058 Uiso 1 1 calc R . .
C12 C 0.9102(2) 0.1711(2) 1.0324(3) 0.0566(8) Uani 1 1 d . . .
H12A H 0.8447 0.1244 1.0624 0.085 Uiso 1 1 calc R . .
H12B H 0.9509 0.2061 1.1065 0.085 Uiso 1 1 calc R . .
H12C H 0.9381 0.1366 0.9875 0.085 Uiso 1 1 calc R . .
C13 C 1.0274(3) 0.7039(2) 0.5726(3) 0.0589(8) Uani 1 1 d . . .
H13A H 1.0101 0.7253 0.4932 0.088 Uiso 1 1 calc R . .
H13B H 1.0951 0.7193 0.5677 0.088 Uiso 1 1 calc R . .
H13C H 1.0191 0.7372 0.6468 0.088 Uiso 1 1 calc R . .
C15 C 0.8510(2) 0.5455(2) 0.3817(3) 0.0415(6) Uani 1 1 d . . .
H15 H 0.8863 0.6082 0.3442 0.050 Uiso 1 1 calc R . .
C17 C 0.7529(2) 0.5077(2) 0.1917(3) 0.0523(7) Uani 1 1 d . . .
H17A H 0.8056 0.5731 0.1667 0.063 Uiso 1 1 calc R . .
H17B H 0.6914 0.5090 0.1967 0.063 Uiso 1 1 calc R . .
C18 C 0.7441(2) 0.4322(2) 0.0933(3) 0.0541(8) Uani 1 1 d . . .
H18A H 0.7261 0.4462 0.0078 0.065 Uiso 1 1 calc R . .
H18B H 0.8070 0.4340 0.0849 0.065 Uiso 1 1 calc R . .
N1 N 0.90023(16) 0.44883(16) 0.6728(2) 0.0400(5) Uani 1 1 d . . .
N2 N 0.97178(17) 0.54926(16) 0.6897(2) 0.0456(6) Uani 1 1 d . . .
N16 N 0.77492(16) 0.47881(16) 0.3187(2) 0.0403(5) Uani 1 1 d . . .
N19 N 0.6667 0.3333 0.1403(4) 0.0442(9) Uani 1 3 d S . .
N20 N 1.0000 0.0000 0.6909(11) 0.150(3) Uani 1 3 d SDU . .
C19 C 1.0924(10) 0.0055(17) 0.695(4) 0.214(7) Uani 0.67 1 d PDU A -1
H19A H 1.1437 0.0725 0.6789 0.322 Uiso 0.67 1 calc PR A -1
H19B H 1.0949 -0.0373 0.6295 0.322 Uiso 0.67 1 calc PR A -1
H19C H 1.1020 -0.0147 0.7809 0.322 Uiso 0.67 1 calc PR A -1
C20 C 1.1019(19) 0.021(3) 0.664(7) 0.214(7) Uani 0.33 1 d PDU A -2
H20 H 1.1556 0.0840 0.6527 0.257 Uiso 0.33 1 calc PR A -2
O15 O 1.108(2) -0.053(2) 0.657(3) 0.236(11) Uani 0.33 1 d PDU A -2
O14 O 0.77606(13) 0.35151(13) 0.51999(17) 0.0404(4) Uani 1 1 d . . .
V1 V 0.6667 0.3333 0.38960(7) 0.0350(2) Uani 1 3 d S . .


_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
C3 N2 1.303(4) . ?
C3 C4 1.410(4) . ?
C3 C13 1.495(4) . ?
C4 C5 1.404(4) . ?
C4 C15 1.415(4) . ?
C5 O14 1.278(3) . ?
C5 N1 1.371(3) . ?
C6 C7 1.386(4) . ?
C6 C11 1.392(4) . ?
C6 N1 1.412(3) . ?
C7 C8 1.378(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.379(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.384(4) . ?
C9 C12 1.505(4) . ?
C10 C11 1.379(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C15 N16 1.290(4) . ?
C15 H15 0.9300 . ?
C17 N16 1.461(3) . ?
C17 C18 1.497(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 N19 1.484(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
N1 N2 1.407(3) . ?
N16 V1 2.164(2) . ?
N19 C18 1.484(3) 3_665 ?
N19 C18 1.484(3) 2_655 ?
N20 C19 1.400(9) 3_765 ?
N20 C19 1.400(9) . ?
N20 C19 1.400(9) 2_645 ?
N20 C20 1.481(19) 3_765 ?
N20 C20 1.481(19) 2_645 ?
N20 C20 1.481(19) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 O15 1.20(2) . ?
C20 H20 0.9300 . ?
O14 V1 2.0631(17) . ?
V1 O14 2.0631(18) 3_665 ?
V1 O14 2.0631(17) 2_655 ?
V1 N16 2.164(2) 3_665 ?
V1 N16 2.164(2) 2_655 ?

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 C3 C4 112.4(2) . . ?
N2 C3 C13 120.1(3) . . ?
C4 C3 C13 127.5(3) . . ?
C5 C4 C3 105.7(2) . . ?
C5 C4 C15 122.9(2) . . ?
C3 C4 C15 131.3(2) . . ?
O14 C5 N1 124.9(2) . . ?
O14 C5 C4 129.5(2) . . ?
N1 C5 C4 105.6(2) . . ?
C7 C6 C11 118.6(3) . . ?
C7 C6 N1 122.4(2) . . ?
C11 C6 N1 118.9(2) . . ?
C8 C7 C6 119.7(3) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C7 C8 C9 122.6(3) . . ?
C7 C8 H8 118.7 . . ?
C9 C8 H8 118.7 . . ?
C8 C9 C10 117.1(3) . . ?
C8 C9 C12 121.7(3) . . ?
C10 C9 C12 121.2(3) . . ?
C11 C10 C9 121.7(3) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C6 120.3(3) . . ?
C10 C11 H11 119.8 . . ?
C6 C11 H11 119.8 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C13 H13A 109.5 . . ?
C3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N16 C15 C4 124.2(2) . . ?
N16 C15 H15 117.9 . . ?
C4 C15 H15 117.9 . . ?
N16 C17 C18 106.8(2) . . ?
N16 C17 H17A 110.4 . . ?
C18 C17 H17A 110.4 . . ?
N16 C17 H17B 110.4 . . ?
C18 C17 H17B 110.4 . . ?
H17A C17 H17B 108.6 . . ?
N19 C18 C17 108.1(2) . . ?
N19 C18 H18A 110.1 . . ?
C17 C18 H18A 110.1 . . ?
N19 C18 H18B 110.1 . . ?
C17 C18 H18B 110.1 . . ?
H18A C18 H18B 108.4 . . ?
C5 N1 N2 111.1(2) . . ?
C5 N1 C6 129.9(2) . . ?
N2 N1 C6 118.8(2) . . ?
C3 N2 N1 105.2(2) . . ?
C15 N16 C17 116.8(2) . . ?
C15 N16 V1 126.97(17) . . ?
C17 N16 V1 115.85(18) . . ?
C18 N19 C18 110.20(17) 3_665 . ?
C18 N19 C18 110.20(17) 3_665 2_655 ?
C18 N19 C18 110.20(17) . 2_655 ?
C19 N20 C19 119.90(19) 3_765 . ?
C19 N20 C19 119.90(19) 3_765 2_645 ?
C19 N20 C19 119.9(2) . 2_645 ?
C19 N20 C20 15(4) 3_765 3_765 ?
C19 N20 C20 112(2) . 3_765 ?
C19 N20 C20 128(2) 2_645 3_765 ?
C19 N20 C20 112(2) 3_765 2_645 ?
C19 N20 C20 128(2) . 2_645 ?
C19 N20 C20 15(4) 2_645 2_645 ?
C20 N20 C20 116.6(18) 3_765 2_645 ?
C19 N20 C20 128(2) 3_765 . ?
C19 N20 C20 15(4) . . ?
C19 N20 C20 112(2) 2_645 . ?
C20 N20 C20 116.6(18) 3_765 . ?
C20 N20 C20 116.6(18) 2_645 . ?
N20 C19 H19A 109.5 . . ?
N20 C19 H19B 109.5 . . ?
N20 C19 H19C 109.5 . . ?
O15 C20 N20 113(3) . . ?
O15 C20 H20 123.4 . . ?
N20 C20 H20 123.4 . . ?
C5 O14 V1 124.77(16) . . ?
O14 V1 O14 83.29(8) . 3_665 ?
O14 V1 O14 83.29(8) . 2_655 ?
O14 V1 O14 83.29(8) 3_665 2_655 ?
O14 V1 N16 78.15(8) . 3_665 ?
O14 V1 N16 84.91(7) 3_665 3_665 ?
O14 V1 N16 159.02(8) 2_655 3_665 ?
O14 V1 N16 84.91(7) . . ?
O14 V1 N16 159.02(8) 3_665 . ?
O14 V1 N16 78.15(8) 2_655 . ?
N16 V1 N16 109.52(6) 3_665 . ?
O14 V1 N16 159.02(8) . 2_655 ?
O14 V1 N16 78.15(8) 3_665 2_655 ?
O14 V1 N16 84.91(7) 2_655 2_655 ?
N16 V1 N16 109.52(6) 3_665 2_655 ?
N16 V1 N16 109.52(6) . 2_655 ?

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 C3 C4 C5 -1.2(3) . . . . ?
C13 C3 C4 C5 179.6(3) . . . . ?
N2 C3 C4 C15 -176.5(3) . . . . ?
C13 C3 C4 C15 4.3(5) . . . . ?
C3 C4 C5 O14 -178.6(3) . . . . ?
C15 C4 C5 O14 -2.8(4) . . . . ?
C3 C4 C5 N1 0.4(3) . . . . ?
C15 C4 C5 N1 176.2(2) . . . . ?
C11 C6 C7 C8 -1.3(4) . . . . ?
N1 C6 C7 C8 177.6(3) . . . . ?
C6 C7 C8 C9 0.2(5) . . . . ?
C7 C8 C9 C10 1.4(4) . . . . ?
C7 C8 C9 C12 -178.6(3) . . . . ?
C8 C9 C10 C11 -1.9(4) . . . . ?
C12 C9 C10 C11 178.2(3) . . . . ?
C9 C10 C11 C6 0.8(5) . . . . ?
C7 C6 C11 C10 0.9(4) . . . . ?
N1 C6 C11 C10 -178.1(3) . . . . ?
C5 C4 C15 N16 9.2(4) . . . . ?
C3 C4 C15 N16 -176.2(3) . . . . ?
N16 C17 C18 N19 56.8(3) . . . . ?
O14 C5 N1 N2 179.5(2) . . . . ?
C4 C5 N1 N2 0.4(3) . . . . ?
O14 C5 N1 C6 4.5(4) . . . . ?
C4 C5 N1 C6 -174.6(2) . . . . ?
C7 C6 N1 C5 -0.8(4) . . . . ?
C11 C6 N1 C5 178.2(3) . . . . ?
C7 C6 N1 N2 -175.4(3) . . . . ?
C11 C6 N1 N2 3.5(4) . . . . ?
C4 C3 N2 N1 1.4(3) . . . . ?
C13 C3 N2 N1 -179.3(3) . . . . ?
C5 N1 N2 C3 -1.1(3) . . . . ?
C6 N1 N2 C3 174.5(2) . . . . ?
C4 C15 N16 C17 -178.4(3) . . . . ?
C4 C15 N16 V1 8.8(4) . . . . ?
C18 C17 N16 C15 127.5(3) . . . . ?
C18 C17 N16 V1 -58.9(3) . . . . ?
C17 C18 N19 C18 -150.7(3) . . . 3_665 ?
C17 C18 N19 C18 87.4(4) . . . 2_655 ?
C19 N20 C20 O15 -7(6) 3_765 . . . ?
C19 N20 C20 O15 56(8) . . . . ?
C19 N20 C20 O15 -179(6) 2_645 . . . ?
C20 N20 C20 O15 -19(10) 3_765 . . . ?
C20 N20 C20 O15 -163.4(19) 2_645 . . . ?
N1 C5 O14 V1 159.83(19) . . . . ?
C4 C5 O14 V1 -21.3(4) . . . . ?
C5 O14 V1 O14 -135.88(17) . . . 3_665 ?
C5 O14 V1 O14 -51.9(2) . . . 2_655 ?
C5 O14 V1 N16 137.9(2) . . . 3_665 ?
C5 O14 V1 N16 26.75(19) . . . . ?
C5 O14 V1 N16 -108.1(3) . . . 2_655 ?
C15 N16 V1 O14 -21.8(2) . . . . ?
C17 N16 V1 O14 165.4(2) . . . . ?
C15 N16 V1 O14 34.2(4) . . . 3_665 ?
C17 N16 V1 O14 -138.7(2) . . . 3_665 ?
C15 N16 V1 O14 62.4(2) . . . 2_655 ?
C17 N16 V1 O14 -110.4(2) . . . 2_655 ?
C15 N16 V1 N16 -97.3(3) . . . 3_665 ?
C17 N16 V1 N16 89.86(17) . . . 3_665 ?
C15 N16 V1 N16 142.6(2) . . . 2_655 ?
C17 N16 V1 N16 -30.3(2) . . . 2_655 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7 O14 0.93 2.29 2.925(3) 124.6 .

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        64.87
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.049
_database_code_depnum_ccdc_archive 'CCDC 994251'
