# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is (c) The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2007

data_global

_journal_coden_Cambridge         440

loop_
_publ_author_name
'Leonard Lindoy'
'Gert Bernhard'
'Jack K. Clegg'
'Kerstin Gloe'
'Karsten Gloe'
'Xue Kui Ji.'
'Marco Wenzel'

_publ_contact_author_name        'Leonard Lindoy'
_publ_contact_author_address     
;
School of Chemistry
University of Sydney
Sydney
NSW 2006
AUSTRALIA
;

_publ_contact_author_email       L.LINDOY@CHEM.USYD.EDU.AU

_publ_requested_journal          'New Journal of Chemistry'

_publ_section_title              
;
A new 34-membered N6O4-donor macrocycle: synthetic,
X-ray and solvent extraction studies
;

data_lj152sad
_database_code_depnum_ccdc_archive 'CCDC 658209'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H50 N6 O4'
_chemical_formula_sum            'C46 H50 N6 O4'
_chemical_formula_weight         750.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'
_Intl_tables_symmetry_no         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                   14.251(6)
_cell_length_b                   4.8945(19)
_cell_length_c                   28.846(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.64(2)
_cell_angle_gamma                90.00
_cell_volume                     1983.6(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    495
_cell_measurement_theta_min      2.90
_cell_measurement_theta_max      20.346

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.917
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'

_exptl_special_details           
;
The crystal was coated in Exxon Paratone N hydrocarbon
oil and mounted on a thin mohair fibre attached to a copper pin.
Upon mounting on the diffractometer,
the crystal was quenched to 150(K) under a cold nitrogen gas stream
supplied by an Oxford Cryosystems Cryostream and data were
collected at this temperature.

The only crystals that could be grown were extremely small, weakly diffracting
and decayed rapidly out of solvent. This has been reflected in the higher than
ideal value of R(int), collection of useful data to a maximum of 50 degrees
two theta and a high observed/unique reflections ratio.
R(int) with resolution higher than 1.09 angstroms is below 0.07.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  APEXII-FR591
_diffrn_measurement_method       \w+\f
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            18580
_diffrn_reflns_av_R_equivalents  0.1876
_diffrn_reflns_av_sigmaI/netI    0.1882
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.45
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3477
_reflns_number_gt                1341
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX (Bruker-Nonius, 2003)'
_computing_cell_refinement       'SAINT (Bruker-Nonius, 2003)'
_computing_data_reduction        
'SAINT (Bruker-Nonius, 2003), XPREP (Bruker-Nonius, 2003)'
_computing_structure_solution    'SIR97 (Altomare, et. al. 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997), WINGX-32 (Farrugia, 1999)'
_computing_publication_material  'enCIFer 1.1 (CCDC, 2005)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0618P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3477
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2230
_refine_ls_R_factor_gt           0.0654
_refine_ls_wR_factor_ref         0.1529
_refine_ls_wR_factor_gt          0.1188
_refine_ls_goodness_of_fit_ref   0.856
_refine_ls_restrained_S_all      0.856
_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
C1 C 0.7537(3) 0.6017(7) 0.58912(13) 0.0271(10) Uani 1 1 d . . .
C2 C 0.7561(3) 0.2907(8) 0.52955(13) 0.0298(10) Uani 1 1 d . . .
C3 C 0.6622(3) 0.2196(8) 0.52911(14) 0.0382(11) Uani 1 1 d . . .
H3 H 0.6313 0.0886 0.5075 0.046 Uiso 1 1 calc R . .
C4 C 0.6146(3) 0.3460(9) 0.56128(14) 0.0412(11) Uani 1 1 d . . .
H4 H 0.5504 0.2991 0.5625 0.049 Uiso 1 1 calc R . .
C5 C 0.6603(3) 0.5397(8) 0.59146(13) 0.0370(11) Uani 1 1 d . . .
H5 H 0.6281 0.6290 0.6135 0.044 Uiso 1 1 calc R . .
C6 C 0.8190(3) 0.1537(8) 0.49951(13) 0.0323(10) Uani 1 1 d . . .
H6A H 0.8523 0.2936 0.4835 0.039 Uiso 1 1 calc R . .
H6B H 0.8676 0.0412 0.5195 0.039 Uiso 1 1 calc R . .
C7 C 0.8091(3) -0.1837(8) 0.43836(13) 0.0315(10) Uani 1 1 d . . .
C8 C 0.7506(3) -0.3717(8) 0.41107(14) 0.0349(11) Uani 1 1 d . . .
C9 C 0.7934(3) -0.5430(9) 0.38210(15) 0.0457(12) Uani 1 1 d . . .
H9 H 0.7548 -0.6685 0.3623 0.055 Uiso 1 1 calc R . .
C10 C 0.8901(3) -0.5372(9) 0.38113(15) 0.0476(13) Uani 1 1 d . . .
H10 H 0.9174 -0.6570 0.3612 0.057 Uiso 1 1 calc R . .
C11 C 0.9462(3) -0.3528(9) 0.40990(14) 0.0465(12) Uani 1 1 d . . .
H11 H 1.0129 -0.3480 0.4099 0.056 Uiso 1 1 calc R . .
C12 C 0.9066(3) -0.1761(9) 0.43855(14) 0.0392(11) Uani 1 1 d . . .
H12 H 0.9456 -0.0506 0.4582 0.047 Uiso 1 1 calc R . .
C13 C 0.6457(3) -0.3900(8) 0.41297(14) 0.0386(11) Uani 1 1 d . . .
H13A H 0.6224 -0.5704 0.4004 0.046 Uiso 1 1 calc R . .
H13B H 0.6375 -0.3831 0.4464 0.046 Uiso 1 1 calc R . .
C14 C 0.5961(3) -0.1676(9) 0.33735(13) 0.0379(11) Uani 1 1 d . . .
H14A H 0.5964 -0.3554 0.3247 0.045 Uiso 1 1 calc R . .
H14B H 0.6579 -0.0818 0.3347 0.045 Uiso 1 1 calc R . .
C15 C 0.5169(3) -0.0067(9) 0.30835(14) 0.0416(12) Uani 1 1 d . . .
H15A H 0.5126 0.1761 0.3225 0.050 Uiso 1 1 calc R . .
H15B H 0.5310 0.0185 0.2762 0.050 Uiso 1 1 calc R . .
C16 C 0.3489(3) -0.0097(8) 0.27617(13) 0.0358(11) Uani 1 1 d . . .
H16A H 0.3616 -0.0072 0.2435 0.043 Uiso 1 1 calc R . .
H16B H 0.3459 0.1819 0.2868 0.043 Uiso 1 1 calc R . .
C17 C 0.2547(3) -0.1474(8) 0.27730(13) 0.0298(10) Uani 1 1 d . . .
C18 C 0.2010(3) -0.0840(8) 0.31215(13) 0.0307(10) Uani 1 1 d . . .
C19 C 0.1141(3) -0.2076(8) 0.31306(13) 0.0333(11) Uani 1 1 d . . .
H19 H 0.0779 -0.1605 0.3367 0.040 Uiso 1 1 calc R . .
C20 C 0.0798(3) -0.4013(8) 0.27904(14) 0.0381(11) Uani 1 1 d . . .
H20 H 0.0200 -0.4866 0.2793 0.046 Uiso 1 1 calc R . .
C21 C 0.1333(3) -0.4692(8) 0.24477(14) 0.0411(11) Uani 1 1 d . . .
H21 H 0.1109 -0.6036 0.2218 0.049 Uiso 1 1 calc R . .
C22 C 0.2188(3) -0.3411(8) 0.24423(13) 0.0373(11) Uani 1 1 d . . .
H22 H 0.2544 -0.3873 0.2203 0.045 Uiso 1 1 calc R . .
C23 C 0.1883(3) 0.1954(8) 0.37975(12) 0.0326(11) Uani 1 1 d . . .
H23A H 0.1724 0.0383 0.3986 0.039 Uiso 1 1 calc R . .
H23B H 0.1281 0.2808 0.3643 0.039 Uiso 1 1 calc R . .
N1 N 0.8023(2) 0.4807(6) 0.55865(10) 0.0292(8) Uani 1 1 d . . .
N2 N 0.5858(2) -0.1806(7) 0.38751(11) 0.0370(9) Uani 1 1 d . . .
H1N H 0.6124 -0.0230 0.3986 0.044 Uiso 1 1 d R . .
N3 N 0.4263(2) -0.1505(6) 0.30622(11) 0.0368(9) Uani 1 1 d . . .
H2N H 0.4217 -0.1865 0.3354 0.044 Uiso 1 1 d R . .
O1 O 0.76226(17) -0.0156(5) 0.46530(9) 0.0336(7) Uani 1 1 d . . .
O2 O 0.24180(18) 0.1045(5) 0.34513(9) 0.0359(7) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.029(3) 0.027(2) 0.024(2) 0.0017(19) 0.002(2) 0.003(2)
C2 0.032(3) 0.034(3) 0.024(3) 0.0042(19) 0.005(2) 0.005(2)
C3 0.032(3) 0.051(3) 0.032(3) -0.003(2) 0.008(2) -0.006(2)
C4 0.030(3) 0.053(3) 0.044(3) -0.009(2) 0.015(2) -0.007(2)
C5 0.035(3) 0.043(3) 0.035(3) -0.008(2) 0.013(2) 0.000(2)
C6 0.033(3) 0.039(3) 0.024(2) -0.005(2) 0.002(2) -0.004(2)
C7 0.034(3) 0.032(3) 0.030(3) -0.006(2) 0.012(2) 0.001(2)
C8 0.035(3) 0.039(3) 0.030(3) -0.003(2) 0.003(2) -0.003(2)
C9 0.050(3) 0.042(3) 0.044(3) -0.011(2) 0.004(2) -0.004(2)
C10 0.053(4) 0.051(3) 0.041(3) -0.014(2) 0.012(3) 0.009(3)
C11 0.034(3) 0.061(3) 0.046(3) -0.013(3) 0.012(2) 0.007(2)
C12 0.036(3) 0.045(3) 0.037(3) -0.008(2) 0.005(2) 0.001(2)
C13 0.044(3) 0.037(3) 0.034(3) -0.004(2) 0.004(2) -0.007(2)
C14 0.034(3) 0.050(3) 0.028(3) -0.002(2) 0.003(2) -0.003(2)
C15 0.042(3) 0.041(3) 0.044(3) 0.002(2) 0.011(2) -0.010(2)
C16 0.040(3) 0.040(3) 0.028(3) -0.001(2) 0.008(2) 0.002(2)
C17 0.036(3) 0.030(3) 0.024(2) 0.0012(19) 0.008(2) 0.006(2)
C18 0.035(3) 0.028(3) 0.028(3) 0.001(2) 0.001(2) 0.003(2)
C19 0.032(3) 0.040(3) 0.028(3) 0.001(2) 0.005(2) 0.004(2)
C20 0.038(3) 0.034(3) 0.038(3) 0.002(2) -0.006(2) 0.002(2)
C21 0.043(3) 0.042(3) 0.035(3) -0.009(2) -0.004(2) 0.008(2)
C22 0.043(3) 0.038(3) 0.031(3) -0.001(2) 0.006(2) 0.012(2)
C23 0.036(3) 0.035(3) 0.028(3) 0.0006(19) 0.010(2) 0.005(2)
N1 0.030(2) 0.035(2) 0.023(2) 0.0015(16) 0.0025(17) 0.0027(17)
N2 0.041(2) 0.041(2) 0.029(2) -0.0004(17) 0.0062(17) -0.0080(18)
N3 0.032(2) 0.036(2) 0.041(2) 0.0065(17) 0.0004(17) -0.0006(17)
O1 0.0287(17) 0.0418(18) 0.0307(17) -0.0095(13) 0.0058(13) -0.0009(14)
O2 0.0329(18) 0.0460(19) 0.0304(17) -0.0095(14) 0.0102(14) -0.0001(14)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.345(4) . ?
C1 C5 1.377(5) . ?
C1 C23 1.493(5) 3_666 ?
C2 N1 1.349(5) . ?
C2 C3 1.381(5) . ?
C2 C6 1.505(5) . ?
C3 C4 1.384(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.375(5) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 O1 1.431(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 O1 1.378(4) . ?
C7 C12 1.389(5) . ?
C7 C8 1.394(5) . ?
C8 C9 1.394(5) . ?
C8 C13 1.508(5) . ?
C9 C10 1.382(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.381(5) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N2 1.452(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N2 1.480(4) . ?
C14 C15 1.509(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N3 1.463(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 N3 1.457(4) . ?
C16 C17 1.507(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C22 1.381(5) . ?
C17 C18 1.396(5) . ?
C18 O2 1.382(4) . ?
C18 C19 1.383(5) . ?
C19 C20 1.393(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.372(5) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 O2 1.425(4) . ?
C23 C1 1.493(5) 3_666 ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
N2 H1N 0.8946 . ?
N3 H2N 0.8737 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C5 122.9(4) . . ?
N1 C1 C23 113.0(3) . 3_666 ?
C5 C1 C23 124.0(4) . 3_666 ?
N1 C2 C3 123.4(4) . . ?
N1 C2 C6 112.9(3) . . ?
C3 C2 C6 123.5(4) . . ?
C2 C3 C4 117.7(4) . . ?
C2 C3 H3 121.2 . . ?
C4 C3 H3 121.2 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C1 118.7(4) . . ?
C4 C5 H5 120.7 . . ?
C1 C5 H5 120.7 . . ?
O1 C6 C2 109.4(3) . . ?
O1 C6 H6A 109.8 . . ?
C2 C6 H6A 109.8 . . ?
O1 C6 H6B 109.8 . . ?
C2 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
O1 C7 C12 124.1(4) . . ?
O1 C7 C8 114.4(4) . . ?
C12 C7 C8 121.5(4) . . ?
C7 C8 C9 117.1(4) . . ?
C7 C8 C13 121.4(4) . . ?
C9 C8 C13 121.5(4) . . ?
C10 C9 C8 122.5(4) . . ?
C10 C9 H9 118.8 . . ?
C8 C9 H9 118.8 . . ?
C9 C10 C11 118.6(4) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C12 C11 C10 120.9(4) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C7 119.4(4) . . ?
C11 C12 H12 120.3 . . ?
C7 C12 H12 120.3 . . ?
N2 C13 C8 116.2(3) . . ?
N2 C13 H13A 108.2 . . ?
C8 C13 H13A 108.2 . . ?
N2 C13 H13B 108.2 . . ?
C8 C13 H13B 108.2 . . ?
H13A C13 H13B 107.4 . . ?
N2 C14 C15 112.1(3) . . ?
N2 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
N2 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
N3 C15 C14 110.2(3) . . ?
N3 C15 H15A 109.6 . . ?
C14 C15 H15A 109.6 . . ?
N3 C15 H15B 109.6 . . ?
C14 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
N3 C16 C17 111.3(3) . . ?
N3 C16 H16A 109.4 . . ?
C17 C16 H16A 109.4 . . ?
N3 C16 H16B 109.4 . . ?
C17 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C22 C17 C18 117.7(4) . . ?
C22 C17 C16 121.4(4) . . ?
C18 C17 C16 120.9(4) . . ?
O2 C18 C19 123.6(4) . . ?
O2 C18 C17 115.2(4) . . ?
C19 C18 C17 121.1(4) . . ?
C18 C19 C20 119.6(4) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 119.7(4) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C22 C21 C20 119.6(4) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C17 122.2(4) . . ?
C21 C22 H22 118.9 . . ?
C17 C22 H22 118.9 . . ?
O2 C23 C1 108.8(3) . 3_666 ?
O2 C23 H23A 109.9 . . ?
C1 C23 H23A 109.9 3_666 . ?
O2 C23 H23B 109.9 . . ?
C1 C23 H23B 109.9 3_666 . ?
H23A C23 H23B 108.3 . . ?
C1 N1 C2 117.3(3) . . ?
C13 N2 C14 112.2(3) . . ?
C13 N2 H1N 104.5 . . ?
C14 N2 H1N 101.9 . . ?
C16 N3 C15 111.9(3) . . ?
C16 N3 H2N 119.8 . . ?
C15 N3 H2N 105.4 . . ?
C7 O1 C6 117.6(3) . . ?
C18 O2 C23 118.6(3) . . ?

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 C2 C3 C4 -1.8(6) . . . . ?
C6 C2 C3 C4 174.7(4) . . . . ?
C2 C3 C4 C5 1.5(6) . . . . ?
C3 C4 C5 C1 -0.6(6) . . . . ?
N1 C1 C5 C4 -0.1(6) . . . . ?
C23 C1 C5 C4 -179.1(4) 3_666 . . . ?
N1 C2 C6 O1 -172.0(3) . . . . ?
C3 C2 C6 O1 11.2(5) . . . . ?
O1 C7 C8 C9 178.4(3) . . . . ?
C12 C7 C8 C9 -3.2(6) . . . . ?
O1 C7 C8 C13 -1.9(6) . . . . ?
C12 C7 C8 C13 176.6(4) . . . . ?
C7 C8 C9 C10 2.3(6) . . . . ?
C13 C8 C9 C10 -177.4(4) . . . . ?
C8 C9 C10 C11 -0.3(7) . . . . ?
C9 C10 C11 C12 -0.8(7) . . . . ?
C10 C11 C12 C7 -0.1(7) . . . . ?
O1 C7 C12 C11 -179.6(4) . . . . ?
C8 C7 C12 C11 2.1(6) . . . . ?
C7 C8 C13 N2 77.5(5) . . . . ?
C9 C8 C13 N2 -102.8(5) . . . . ?
N2 C14 C15 N3 -66.9(4) . . . . ?
N3 C16 C17 C22 -93.8(4) . . . . ?
N3 C16 C17 C18 85.8(4) . . . . ?
C22 C17 C18 O2 178.0(3) . . . . ?
C16 C17 C18 O2 -1.6(5) . . . . ?
C22 C17 C18 C19 -1.1(6) . . . . ?
C16 C17 C18 C19 179.3(3) . . . . ?
O2 C18 C19 C20 -178.2(3) . . . . ?
C17 C18 C19 C20 0.9(6) . . . . ?
C18 C19 C20 C21 0.3(6) . . . . ?
C19 C20 C21 C22 -1.2(6) . . . . ?
C20 C21 C22 C17 0.9(6) . . . . ?
C18 C17 C22 C21 0.2(6) . . . . ?
C16 C17 C22 C21 179.8(4) . . . . ?
C5 C1 N1 C2 -0.1(5) . . . . ?
C23 C1 N1 C2 179.0(3) 3_666 . . . ?
C3 C2 N1 C1 1.1(6) . . . . ?
C6 C2 N1 C1 -175.7(3) . . . . ?
C8 C13 N2 C14 55.8(5) . . . . ?
C15 C14 N2 C13 164.9(3) . . . . ?
C17 C16 N3 C15 -175.5(3) . . . . ?
C14 C15 N3 C16 -176.6(3) . . . . ?
C12 C7 O1 C6 -7.7(5) . . . . ?
C8 C7 O1 C6 170.7(3) . . . . ?
C2 C6 O1 C7 -172.2(3) . . . . ?
C19 C18 O2 C23 -5.6(5) . . . . ?
C17 C18 O2 C23 175.3(3) . . . . ?
C1 C23 O2 C18 -179.5(3) 3_666 . . . ?

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
N2 H1N O1 0.89 2.63 3.182(4) 121.2 .
N3 H2N N2 0.87 2.56 2.983(5) 110.8 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.058