# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2008

data_global

_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Yasuo Norikane'
_publ_contact_author_email       Y-NORIKANE@AIST.GO.JP

_publ_section_title              
;
Unconventional Thermodynamically Stable Cis Isomer and
Trans to Cis Thermal Isomerization in Reversibly Photoresponsive
[0.0](3,3')-Azobenzenophane
;
_publ_contact_author_address     
;
AIST, Central 5, Higashi 1-1-1, Tsukuba, Ibaraki 305-8565, Japan
;
loop_
_publ_author_name
'Yasuo Norikane'
'Ryuzi Katoh'
'Nobuyuki Tamaoki'

# Attachment 'nori1c.cif'

data_nori1c
_database_code_depnum_ccdc_archive 'CCDC 670051'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
[0.0](3,3')-Azobenzenophane
;
_chemical_name_common            (0.0)(3,3')-Azobenzenophane
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H16 N4'
_chemical_formula_sum            'C24 H16 N4'
_chemical_formula_weight         360.41

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   10.128(3)
_cell_length_b                   16.935(5)
_cell_length_c                   10.677(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.323(7)
_cell_angle_gamma                90.00
_cell_volume                     1826.1(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    1538
_cell_measurement_theta_min      2.348
_cell_measurement_theta_max      27.973

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9014
_exptl_absorpt_correction_T_max  0.9976
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating unit'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.366
_diffrn_standards_number         36
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  1380
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            8526
_diffrn_reflns_av_R_equivalents  0.1100
_diffrn_reflns_av_sigmaI/netI    0.3496
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3126
_reflns_number_gt                1452
_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    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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^)+(0.0000P)^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         3126
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1739
_refine_ls_R_factor_gt           0.0701
_refine_ls_wR_factor_ref         0.2401
_refine_ls_wR_factor_gt          0.1827
_refine_ls_goodness_of_fit_ref   0.661
_refine_ls_restrained_S_all      0.661
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.005

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 0.1012(5) 0.2570(2) 0.7566(4) 0.0559(11) Uani 1 1 d . . .
C2 C 0.0738(5) 0.2990(2) 0.8639(4) 0.0635(12) Uani 1 1 d . . .
H2 H 0.1373 0.3334 0.9026 0.076 Uiso 1 1 calc R . .
C3 C -0.0466(5) 0.2897(2) 0.9124(4) 0.0580(12) Uani 1 1 d . . .
H3 H -0.0665 0.3188 0.9835 0.070 Uiso 1 1 calc R . .
C4 C -0.1389(4) 0.2380(2) 0.8579(3) 0.0515(11) Uani 1 1 d . . .
H4 H -0.2202 0.2317 0.8938 0.062 Uiso 1 1 calc R . .
C5 C -0.1145(4) 0.19466(18) 0.7502(3) 0.0405(9) Uani 1 1 d . . .
C6 C 0.0052(4) 0.2078(2) 0.6974(3) 0.0473(10) Uani 1 1 d . . .
H6 H 0.0215 0.1833 0.6212 0.057 Uiso 1 1 calc R . .
C7 C -0.2045(4) 0.13024(19) 0.7009(3) 0.0415(9) Uani 1 1 d . . .
C8 C -0.3396(4) 0.1292(2) 0.7151(4) 0.0557(11) Uani 1 1 d . . .
H8 H -0.3794 0.1726 0.7521 0.067 Uiso 1 1 calc R . .
C9 C -0.4160(4) 0.0655(3) 0.6760(4) 0.0652(12) Uani 1 1 d . . .
H9 H -0.5073 0.0664 0.6864 0.078 Uiso 1 1 calc R . .
C10 C -0.3622(4) 0.0008(3) 0.6221(4) 0.0589(11) Uani 1 1 d . . .
H10 H -0.4160 -0.0421 0.5951 0.071 Uiso 1 1 calc R . .
C11 C -0.2262(4) -0.0004(2) 0.6080(3) 0.0435(9) Uani 1 1 d . . .
C12 C -0.1484(4) 0.06404(19) 0.6459(3) 0.0409(9) Uani 1 1 d . . .
H12 H -0.0572 0.0634 0.6347 0.049 Uiso 1 1 calc R . .
C13 C -0.0778(4) -0.1284(2) 0.8110(3) 0.0507(10) Uani 1 1 d . . .
H13 H -0.1546 -0.1593 0.7969 0.061 Uiso 1 1 calc R . .
C14 C -0.0193(5) -0.1169(2) 0.9307(4) 0.0546(11) Uani 1 1 d . . .
H14 H -0.0547 -0.1423 0.9989 0.066 Uiso 1 1 calc R . .
C15 C 0.0896(4) -0.0690(2) 0.9521(3) 0.0525(11) Uani 1 1 d . . .
H15 H 0.1258 -0.0614 1.0349 0.063 Uiso 1 1 calc R . .
C16 C 0.1475(4) -0.0314(2) 0.8540(3) 0.0448(9) Uani 1 1 d . . .
C17 C 0.0962(4) -0.04818(19) 0.7317(3) 0.0438(9) Uani 1 1 d . . .
H17 H 0.1396 -0.0294 0.6629 0.053 Uiso 1 1 calc R . .
C18 C -0.0186(4) -0.09240(19) 0.7118(3) 0.0449(10) Uani 1 1 d . . .
C19 C 0.2450(4) 0.0971(2) 0.7945(4) 0.0507(10) Uani 1 1 d . . .
H19 H 0.1932 0.0940 0.7179 0.061 Uiso 1 1 calc R . .
C20 C 0.2462(4) 0.0338(3) 0.8781(3) 0.0502(11) Uani 1 1 d . . .
C21 C 0.3291(5) 0.0394(3) 0.9901(4) 0.0734(14) Uani 1 1 d . . .
H21 H 0.3329 -0.0025 1.0481 0.088 Uiso 1 1 calc R . .
C22 C 0.4049(5) 0.1067(4) 1.0148(5) 0.0809(15) Uani 1 1 d . . .
H22 H 0.4597 0.1096 1.0898 0.097 Uiso 1 1 calc R . .
C23 C 0.4018(5) 0.1693(4) 0.9319(5) 0.0799(16) Uani 1 1 d . . .
H23 H 0.4548 0.2141 0.9494 0.096 Uiso 1 1 calc R . .
C24 C 0.3194(4) 0.1651(3) 0.8226(4) 0.0611(12) Uani 1 1 d . . .
N1 N 0.3263(5) 0.2269(3) 0.7303(4) 0.0745(12) Uani 1 1 d . . .
N2 N 0.2279(5) 0.2682(2) 0.6973(4) 0.0774(13) Uani 1 1 d . . .
N3 N -0.1726(4) -0.06597(19) 0.5393(3) 0.0544(9) Uani 1 1 d . . .
N4 N -0.0740(4) -0.10633(18) 0.5836(3) 0.0518(9) 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 0.073(3) 0.0344(19) 0.059(2) -0.0003(19) -0.003(2) -0.011(2)
C2 0.097(4) 0.0316(19) 0.060(3) -0.010(2) -0.013(2) -0.004(2)
C3 0.089(3) 0.0304(19) 0.053(2) -0.0090(19) 0.000(2) 0.005(2)
C4 0.072(3) 0.0319(18) 0.049(2) 0.0000(18) -0.001(2) 0.015(2)
C5 0.052(2) 0.0250(16) 0.0414(19) 0.0055(16) -0.0144(17) 0.0071(17)
C6 0.071(3) 0.0299(18) 0.0382(19) -0.0028(16) -0.0118(19) -0.0024(19)
C7 0.052(2) 0.0370(18) 0.0336(17) 0.0101(16) -0.0111(16) 0.0053(18)
C8 0.053(3) 0.049(2) 0.063(2) 0.011(2) -0.003(2) 0.020(2)
C9 0.043(3) 0.062(3) 0.088(3) 0.008(3) -0.010(2) 0.003(2)
C10 0.052(3) 0.057(2) 0.064(3) 0.006(2) -0.018(2) -0.013(2)
C11 0.060(3) 0.0387(19) 0.0296(17) 0.0074(16) -0.0121(17) -0.0053(18)
C12 0.044(2) 0.0399(19) 0.0364(18) 0.0042(16) -0.0098(16) 0.0011(17)
C13 0.069(3) 0.0291(17) 0.055(2) -0.0006(18) 0.012(2) 0.0018(19)
C14 0.080(3) 0.036(2) 0.050(2) 0.0078(19) 0.014(2) 0.017(2)
C15 0.067(3) 0.046(2) 0.043(2) 0.0086(19) -0.0006(19) 0.022(2)
C16 0.049(2) 0.0384(19) 0.046(2) -0.0031(17) -0.0014(17) 0.0175(18)
C17 0.052(2) 0.0366(18) 0.043(2) 0.0003(17) 0.0032(18) 0.0094(19)
C18 0.065(3) 0.0269(16) 0.0419(19) -0.0064(16) 0.0022(18) 0.0053(18)
C19 0.039(2) 0.064(2) 0.048(2) -0.015(2) -0.0008(17) -0.008(2)
C20 0.044(2) 0.069(3) 0.037(2) -0.009(2) -0.0013(18) 0.014(2)
C21 0.068(3) 0.093(3) 0.056(3) -0.012(3) -0.014(2) 0.014(3)
C22 0.054(3) 0.113(4) 0.071(3) -0.028(3) -0.024(2) 0.001(3)
C23 0.060(3) 0.104(4) 0.074(3) -0.038(3) -0.002(3) -0.026(3)
C24 0.052(3) 0.070(3) 0.062(3) -0.020(2) 0.006(2) -0.018(2)
N1 0.072(3) 0.068(3) 0.085(3) -0.021(2) 0.009(2) -0.030(2)
N2 0.093(3) 0.055(2) 0.085(3) -0.013(2) 0.011(3) -0.040(2)
N3 0.079(3) 0.0459(18) 0.0380(16) -0.0098(16) -0.0006(17) -0.0225(19)
N4 0.072(3) 0.0363(17) 0.0470(18) -0.0102(16) 0.0047(17) -0.0119(18)

_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 C2 1.395(5) . ?
C1 C6 1.395(6) . ?
C1 N2 1.485(6) . ?
C2 C3 1.369(6) . ?
C2 H2 0.9400 . ?
C3 C4 1.377(6) . ?
C3 H3 0.9400 . ?
C4 C5 1.403(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.392(5) . ?
C5 C7 1.492(5) . ?
C6 H6 0.9400 . ?
C7 C8 1.389(5) . ?
C7 C12 1.405(5) . ?
C8 C9 1.373(6) . ?
C8 H8 0.9400 . ?
C9 C10 1.369(6) . ?
C9 H9 0.9400 . ?
C10 C11 1.397(5) . ?
C10 H10 0.9400 . ?
C11 C12 1.388(5) . ?
C11 N3 1.458(5) . ?
C12 H12 0.9400 . ?
C13 C14 1.381(6) . ?
C13 C18 1.396(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.375(6) . ?
C14 H14 0.9400 . ?
C15 C16 1.392(5) . ?
C15 H15 0.9400 . ?
C16 C17 1.398(5) . ?
C16 C20 1.498(5) . ?
C17 C18 1.385(5) . ?
C17 H17 0.9400 . ?
C18 N4 1.458(5) . ?
C19 C20 1.395(5) . ?
C19 C24 1.396(5) . ?
C19 H19 0.9400 . ?
C20 C21 1.411(6) . ?
C21 C22 1.388(7) . ?
C21 H21 0.9400 . ?
C22 C23 1.380(7) . ?
C22 H22 0.9400 . ?
C23 C24 1.385(7) . ?
C23 H23 0.9400 . ?
C24 N1 1.443(6) . ?
N1 N2 1.246(6) . ?
N3 N4 1.272(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.1(4) . . ?
C2 C1 N2 121.1(4) . . ?
C6 C1 N2 118.6(3) . . ?
C3 C2 C1 119.3(4) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C4 C3 C2 120.6(4) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 121.6(4) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 117.4(3) . . ?
C6 C5 C7 120.1(3) . . ?
C4 C5 C7 122.1(3) . . ?
C5 C6 C1 120.7(3) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C8 C7 C12 117.9(3) . . ?
C8 C7 C5 123.5(3) . . ?
C12 C7 C5 118.4(3) . . ?
C9 C8 C7 120.9(4) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 121.5(4) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C9 C10 C11 118.9(4) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C10 C11 C12 120.0(3) . . ?
C10 C11 N3 118.2(3) . . ?
C12 C11 N3 121.4(3) . . ?
C11 C12 C7 120.7(3) . . ?
C11 C12 H12 119.6 . . ?
C7 C12 H12 119.6 . . ?
C14 C13 C18 117.5(4) . . ?
C14 C13 H13 121.2 . . ?
C18 C13 H13 121.2 . . ?
C13 C14 C15 121.3(3) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C14 C15 C16 121.5(4) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 117.5(4) . . ?
C15 C16 C20 121.4(3) . . ?
C17 C16 C20 120.4(3) . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C13 121.5(3) . . ?
C17 C18 N4 119.4(3) . . ?
C13 C18 N4 119.0(4) . . ?
C20 C19 C24 121.2(4) . . ?
C20 C19 H19 119.4 . . ?
C24 C19 H19 119.4 . . ?
C19 C20 C21 117.8(4) . . ?
C19 C20 C16 118.9(3) . . ?
C21 C20 C16 122.8(4) . . ?
C22 C21 C20 120.1(5) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C23 C22 C21 121.6(5) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C22 C23 C24 119.0(5) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
C23 C24 C19 120.3(5) . . ?
C23 C24 N1 118.8(4) . . ?
C19 C24 N1 120.3(4) . . ?
N2 N1 C24 121.4(4) . . ?
N1 N2 C1 120.4(4) . . ?
N4 N3 C11 122.3(3) . . ?
N3 N4 C18 119.9(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
C6 C1 C2 C3 1.8(6) . . . . ?
N2 C1 C2 C3 177.0(4) . . . . ?
C1 C2 C3 C4 1.6(6) . . . . ?
C2 C3 C4 C5 -1.4(6) . . . . ?
C3 C4 C5 C6 -2.2(5) . . . . ?
C3 C4 C5 C7 171.0(3) . . . . ?
C4 C5 C6 C1 5.6(5) . . . . ?
C7 C5 C6 C1 -167.7(3) . . . . ?
C2 C1 C6 C5 -5.5(5) . . . . ?
N2 C1 C6 C5 179.2(4) . . . . ?
C6 C5 C7 C8 -157.2(3) . . . . ?
C4 C5 C7 C8 29.9(5) . . . . ?
C6 C5 C7 C12 28.1(4) . . . . ?
C4 C5 C7 C12 -144.9(3) . . . . ?
C12 C7 C8 C9 -0.4(5) . . . . ?
C5 C7 C8 C9 -175.1(3) . . . . ?
C7 C8 C9 C10 0.3(6) . . . . ?
C8 C9 C10 C11 0.6(6) . . . . ?
C9 C10 C11 C12 -1.3(5) . . . . ?
C9 C10 C11 N3 -174.0(3) . . . . ?
C10 C11 C12 C7 1.2(5) . . . . ?
N3 C11 C12 C7 173.6(3) . . . . ?
C8 C7 C12 C11 -0.4(5) . . . . ?
C5 C7 C12 C11 174.7(3) . . . . ?
C18 C13 C14 C15 2.9(5) . . . . ?
C13 C14 C15 C16 -1.5(5) . . . . ?
C14 C15 C16 C17 -4.1(5) . . . . ?
C14 C15 C16 C20 166.6(3) . . . . ?
C15 C16 C17 C18 8.2(5) . . . . ?
C20 C16 C17 C18 -162.6(3) . . . . ?
C16 C17 C18 C13 -7.0(5) . . . . ?
C16 C17 C18 N4 177.2(3) . . . . ?
C14 C13 C18 C17 1.4(5) . . . . ?
C14 C13 C18 N4 177.1(3) . . . . ?
C24 C19 C20 C21 -2.4(5) . . . . ?
C24 C19 C20 C16 169.4(3) . . . . ?
C15 C16 C20 C19 -143.0(3) . . . . ?
C17 C16 C20 C19 27.4(5) . . . . ?
C15 C16 C20 C21 28.3(5) . . . . ?
C17 C16 C20 C21 -161.3(3) . . . . ?
C19 C20 C21 C22 0.6(5) . . . . ?
C16 C20 C21 C22 -170.8(3) . . . . ?
C20 C21 C22 C23 0.0(7) . . . . ?
C21 C22 C23 C24 1.0(7) . . . . ?
C22 C23 C24 C19 -2.7(6) . . . . ?
C22 C23 C24 N1 -173.7(4) . . . . ?
C20 C19 C24 C23 3.5(6) . . . . ?
C20 C19 C24 N1 174.3(3) . . . . ?
C23 C24 N1 N2 -120.2(5) . . . . ?
C19 C24 N1 N2 68.8(5) . . . . ?
C24 N1 N2 C1 2.5(6) . . . . ?
C2 C1 N2 N1 89.8(5) . . . . ?
C6 C1 N2 N1 -94.9(5) . . . . ?
C10 C11 N3 N4 -128.9(4) . . . . ?
C12 C11 N3 N4 58.5(4) . . . . ?
C11 N3 N4 C18 5.8(5) . . . . ?
C17 C18 N4 N3 -101.3(4) . . . . ?
C13 C18 N4 N3 82.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.042