# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               'Dalton Trans.'
_journal_coden_cambridge         0222
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_email       wangs@chem.queensu.ca
_publ_contact_author_name        'Suning Wang'
_publ_author_name                'Suning Wang'

data_louis36
_database_code_depnum_ccdc_archive 'CCDC 860141'
#TrackingRef 'LOUIS36.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H21 N5'
_chemical_formula_weight         463.53

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           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   7.578(4)
_cell_length_b                   10.822(5)
_cell_length_c                   28.380(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2327(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    3372
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      24.02

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9920
_exptl_absorpt_correction_T_max  0.9960
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      180(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 APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20451
_diffrn_reflns_av_R_equivalents  0.1040
_diffrn_reflns_av_sigmaI/netI    0.0740
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.44
_diffrn_reflns_theta_max         24.99
_reflns_number_total             4078
_reflns_number_gt                3398
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_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^)+(0.1176P)^2^+1.3359P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(5)
_refine_ls_number_reflns         4078
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0991
_refine_ls_R_factor_gt           0.0858
_refine_ls_wR_factor_ref         0.2200
_refine_ls_wR_factor_gt          0.2113
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_restrained_S_all      1.147
_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
N1 N 0.4145(5) 0.1295(3) 0.26390(13) 0.0289(9) Uani 1 1 d . . .
N2 N 0.0679(5) 0.1693(4) 0.21474(13) 0.0335(9) Uani 1 1 d . . .
N3 N 0.5434(5) 0.0557(3) 0.07177(13) 0.0314(9) Uani 1 1 d . . .
N4 N 0.6308(6) -0.0253(4) 0.00276(14) 0.0401(10) Uani 1 1 d . . .
N5 N 0.9060(5) -0.0017(4) 0.10336(13) 0.0302(9) Uani 1 1 d . . .
C1 C 0.5201(6) 0.0953(4) 0.30131(16) 0.0312(10) Uani 1 1 d . . .
C2 C 0.6919(6) 0.0458(4) 0.30166(18) 0.0364(11) Uani 1 1 d . . .
H2A H 0.7560 0.0312 0.2734 0.044 Uiso 1 1 calc R . .
C3 C 0.7607(7) 0.0200(5) 0.34483(18) 0.0430(13) Uani 1 1 d . . .
H3A H 0.8751 -0.0158 0.3461 0.052 Uiso 1 1 calc R . .
C4 C 0.6765(8) 0.0422(5) 0.38638(19) 0.0491(14) Uani 1 1 d . . .
H4A H 0.7314 0.0210 0.4154 0.059 Uiso 1 1 calc R . .
C5 C 0.5104(7) 0.0958(5) 0.38619(18) 0.0418(13) Uani 1 1 d . . .
H5A H 0.4512 0.1132 0.4149 0.050 Uiso 1 1 calc R . .
C6 C 0.4321(7) 0.1237(4) 0.34332(16) 0.0359(12) Uani 1 1 d . . .
C7 C 0.2680(6) 0.1784(4) 0.32976(16) 0.0319(11) Uani 1 1 d . . .
H7A H 0.1789 0.2073 0.3506 0.038 Uiso 1 1 calc R . .
C8 C 0.2617(6) 0.1818(4) 0.28265(16) 0.0283(10) Uani 1 1 d . . .
C9 C 0.1166(6) 0.2300(4) 0.25335(16) 0.0305(10) Uani 1 1 d . . .
C10 C 0.0354(7) 0.3400(4) 0.26764(18) 0.0383(12) Uani 1 1 d . . .
H10A H 0.0743 0.3823 0.2951 0.046 Uiso 1 1 calc R . .
C11 C -0.1019(7) 0.3853(4) 0.2411(2) 0.0449(14) Uani 1 1 d . . .
H11A H -0.1617 0.4583 0.2506 0.054 Uiso 1 1 calc R . .
C12 C -0.1514(7) 0.3256(5) 0.2013(2) 0.0445(13) Uani 1 1 d . . .
H12A H -0.2433 0.3575 0.1821 0.053 Uiso 1 1 calc R . .
C13 C -0.0656(7) 0.2170(5) 0.18917(19) 0.0404(12) Uani 1 1 d . . .
H13A H -0.1026 0.1744 0.1616 0.048 Uiso 1 1 calc R . .
C14 C 0.4552(6) 0.1125(4) 0.21588(15) 0.0288(10) Uani 1 1 d . . .
C15 C 0.4451(6) 0.2094(4) 0.18407(16) 0.0314(11) Uani 1 1 d . . .
H15A H 0.4149 0.2896 0.1950 0.038 Uiso 1 1 calc R . .
C16 C 0.4776(6) 0.1914(4) 0.13750(16) 0.0296(10) Uani 1 1 d . . .
H16A H 0.4679 0.2586 0.1161 0.036 Uiso 1 1 calc R . .
C17 C 0.5251(6) 0.0748(4) 0.12083(15) 0.0267(10) Uani 1 1 d . . .
C18 C 0.5390(6) -0.0225(4) 0.15263(15) 0.0275(10) Uani 1 1 d . . .
H18A H 0.5714 -0.1023 0.1416 0.033 Uiso 1 1 calc R . .
C19 C 0.5068(5) -0.0048(4) 0.19926(15) 0.0264(9) Uani 1 1 d . . .
H19A H 0.5191 -0.0717 0.2207 0.032 Uiso 1 1 calc R . .
C20 C 0.4125(7) 0.0841(4) 0.03906(17) 0.0350(11) Uani 1 1 d . . .
C21 C 0.2511(7) 0.1464(4) 0.0432(2) 0.0429(13) Uani 1 1 d . . .
H21A H 0.2113 0.1793 0.0724 0.051 Uiso 1 1 calc R . .
C22 C 0.1565(9) 0.1566(5) 0.0036(2) 0.0565(16) Uani 1 1 d . . .
H22A H 0.0465 0.1986 0.0051 0.068 Uiso 1 1 calc R . .
C23 C 0.2094(10) 0.1100(6) -0.0391(2) 0.066(2) Uani 1 1 d . . .
H23A H 0.1359 0.1203 -0.0660 0.080 Uiso 1 1 calc R . .
C24 C 0.3680(10) 0.0482(6) -0.0436(2) 0.0615(17) Uani 1 1 d . . .
H24A H 0.4065 0.0167 -0.0731 0.074 Uiso 1 1 calc R . .
C25 C 0.4681(8) 0.0342(5) -0.00337(16) 0.0419(12) Uani 1 1 d . . .
C26 C 0.6680(6) -0.0130(4) 0.04697(16) 0.0309(10) Uani 1 1 d . . .
C27 C 0.8352(7) -0.0605(4) 0.06695(16) 0.0324(11) Uani 1 1 d . . .
C28 C 0.9104(7) -0.1656(5) 0.04651(19) 0.0431(13) Uani 1 1 d . . .
H28A H 0.8556 -0.2055 0.0205 0.052 Uiso 1 1 calc R . .
C29 C 1.0649(7) -0.2095(5) 0.06490(19) 0.0441(13) Uani 1 1 d . . .
H29A H 1.1190 -0.2809 0.0519 0.053 Uiso 1 1 calc R . .
C30 C 1.1410(7) -0.1498(5) 0.10213(18) 0.0411(12) Uani 1 1 d . . .
H30A H 1.2483 -0.1790 0.1154 0.049 Uiso 1 1 calc R . .
C31 C 1.0582(6) -0.0460(4) 0.12004(17) 0.0345(11) Uani 1 1 d . . .
H31A H 1.1126 -0.0039 0.1456 0.041 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.026(2) 0.023(2) 0.037(2) -0.0023(16) 0.0000(16) -0.0018(16)
N2 0.031(2) 0.027(2) 0.043(2) -0.0023(17) -0.0016(18) 0.0032(17)
N3 0.033(2) 0.0256(19) 0.036(2) 0.0010(16) -0.0037(17) 0.0007(18)
N4 0.043(3) 0.036(2) 0.041(2) -0.0059(18) -0.0012(19) 0.0042(19)
N5 0.0200(19) 0.031(2) 0.040(2) -0.0040(17) 0.0010(15) 0.0017(17)
C1 0.032(3) 0.024(2) 0.038(3) -0.0004(19) -0.001(2) -0.0090(19)
C2 0.033(3) 0.024(2) 0.052(3) -0.003(2) 0.001(2) -0.001(2)
C3 0.038(3) 0.036(3) 0.055(3) 0.000(2) -0.014(2) -0.005(2)
C4 0.057(4) 0.042(3) 0.048(3) 0.006(2) -0.017(3) -0.015(3)
C5 0.047(3) 0.036(3) 0.043(3) -0.002(2) -0.001(2) -0.014(2)
C6 0.046(3) 0.023(2) 0.039(3) -0.0008(19) 0.002(2) -0.015(2)
C7 0.030(3) 0.025(2) 0.041(3) -0.0061(19) 0.005(2) -0.004(2)
C8 0.022(2) 0.018(2) 0.045(3) -0.0043(18) 0.0044(19) 0.0010(17)
C9 0.019(2) 0.027(2) 0.045(3) -0.0021(19) 0.007(2) 0.0003(19)
C10 0.031(3) 0.023(2) 0.061(3) -0.011(2) 0.002(2) 0.003(2)
C11 0.026(3) 0.022(2) 0.087(4) -0.006(2) 0.008(3) 0.007(2)
C12 0.031(3) 0.030(3) 0.073(4) 0.002(3) -0.007(3) 0.005(2)
C13 0.030(3) 0.033(3) 0.057(3) -0.003(2) -0.008(2) -0.004(2)
C14 0.027(2) 0.018(2) 0.041(2) 0.0021(18) -0.0008(19) -0.0029(18)
C15 0.033(3) 0.013(2) 0.049(3) 0.0008(18) 0.004(2) -0.0032(19)
C16 0.026(2) 0.019(2) 0.044(3) 0.0051(18) 0.0031(19) 0.0015(19)
C17 0.019(2) 0.022(2) 0.040(2) 0.0021(17) 0.0018(19) 0.0005(18)
C18 0.023(2) 0.018(2) 0.041(3) -0.0020(17) -0.0004(19) -0.0010(18)
C19 0.020(2) 0.019(2) 0.040(3) 0.0014(18) -0.0020(18) -0.0007(17)
C20 0.034(3) 0.027(2) 0.044(3) 0.004(2) -0.008(2) -0.003(2)
C21 0.045(3) 0.021(2) 0.062(3) 0.005(2) -0.005(3) 0.004(2)
C22 0.058(4) 0.040(3) 0.072(4) 0.005(3) -0.024(3) 0.006(3)
C23 0.082(5) 0.043(3) 0.073(4) -0.001(3) -0.045(4) 0.008(3)
C24 0.085(5) 0.049(4) 0.050(3) -0.006(3) -0.019(3) 0.015(4)
C25 0.052(3) 0.033(3) 0.040(3) -0.001(2) -0.011(2) -0.001(2)
C26 0.032(2) 0.024(2) 0.037(3) -0.0016(19) 0.004(2) -0.0008(19)
C27 0.033(3) 0.028(2) 0.036(2) -0.0045(19) 0.004(2) 0.001(2)
C28 0.044(3) 0.038(3) 0.048(3) -0.008(2) 0.000(2) 0.008(2)
C29 0.042(3) 0.038(3) 0.052(3) -0.008(2) 0.003(2) 0.012(3)
C30 0.035(3) 0.033(3) 0.055(3) 0.001(2) 0.002(2) 0.007(2)
C31 0.024(2) 0.034(3) 0.046(3) -0.002(2) 0.000(2) 0.001(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.380(6) . ?
N1 C8 1.394(6) . ?
N1 C14 1.409(6) . ?
N2 C9 1.330(6) . ?
N2 C13 1.348(6) . ?
N3 C20 1.393(6) . ?
N3 C26 1.393(6) . ?
N3 C17 1.414(6) . ?
N4 C26 1.293(6) . ?
N4 C25 1.402(7) . ?
N5 C27 1.327(6) . ?
N5 C31 1.336(6) . ?
C1 C6 1.400(7) . ?
C1 C2 1.408(7) . ?
C2 C3 1.360(7) . ?
C2 H2A 0.9500 . ?
C3 C4 1.362(8) . ?
C3 H3A 0.9500 . ?
C4 C5 1.386(8) . ?
C4 H4A 0.9500 . ?
C5 C6 1.387(7) . ?
C5 H5A 0.9500 . ?
C6 C7 1.430(7) . ?
C7 C8 1.338(7) . ?
C7 H7A 0.9500 . ?
C8 C9 1.474(6) . ?
C9 C10 1.399(6) . ?
C10 C11 1.375(7) . ?
C10 H10A 0.9500 . ?
C11 C12 1.354(8) . ?
C11 H11A 0.9500 . ?
C12 C13 1.386(7) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.386(6) . ?
C14 C19 1.410(6) . ?
C15 C16 1.359(6) . ?
C15 H15A 0.9500 . ?
C16 C17 1.395(6) . ?
C16 H16A 0.9500 . ?
C17 C18 1.391(6) . ?
C18 C19 1.359(6) . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?
C20 C25 1.385(7) . ?
C20 C21 1.402(7) . ?
C21 C22 1.338(8) . ?
C21 H21A 0.9500 . ?
C22 C23 1.374(9) . ?
C22 H22A 0.9500 . ?
C23 C24 1.381(10) . ?
C23 H23A 0.9500 . ?
C24 C25 1.378(8) . ?
C24 H24A 0.9500 . ?
C26 C27 1.480(7) . ?
C27 C28 1.398(7) . ?
C28 C29 1.367(7) . ?
C28 H28A 0.9500 . ?
C29 C30 1.366(7) . ?
C29 H29A 0.9500 . ?
C30 C31 1.384(7) . ?
C30 H30A 0.9500 . ?
C31 H31A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 107.3(4) . . ?
C1 N1 C14 125.6(4) . . ?
C8 N1 C14 127.2(4) . . ?
C9 N2 C13 117.6(4) . . ?
C20 N3 C26 105.3(4) . . ?
C20 N3 C17 123.7(4) . . ?
C26 N3 C17 129.9(4) . . ?
C26 N4 C25 105.4(4) . . ?
C27 N5 C31 116.9(4) . . ?
N1 C1 C6 108.7(4) . . ?
N1 C1 C2 130.1(4) . . ?
C6 C1 C2 121.2(4) . . ?
C3 C2 C1 116.0(5) . . ?
C3 C2 H2A 122.0 . . ?
C1 C2 H2A 122.0 . . ?
C2 C3 C4 124.3(5) . . ?
C2 C3 H3A 117.8 . . ?
C4 C3 H3A 117.8 . . ?
C3 C4 C5 119.7(5) . . ?
C3 C4 H4A 120.1 . . ?
C5 C4 H4A 120.1 . . ?
C4 C5 C6 118.9(5) . . ?
C4 C5 H5A 120.6 . . ?
C6 C5 H5A 120.6 . . ?
C5 C6 C1 119.7(5) . . ?
C5 C6 C7 134.3(5) . . ?
C1 C6 C7 106.0(4) . . ?
C8 C7 C6 108.1(4) . . ?
C8 C7 H7A 125.9 . . ?
C6 C7 H7A 125.9 . . ?
C7 C8 N1 109.9(4) . . ?
C7 C8 C9 126.9(4) . . ?
N1 C8 C9 123.2(4) . . ?
N2 C9 C10 122.5(4) . . ?
N2 C9 C8 119.8(4) . . ?
C10 C9 C8 117.7(4) . . ?
C11 C10 C9 118.5(5) . . ?
C11 C10 H10A 120.7 . . ?
C9 C10 H10A 120.7 . . ?
C12 C11 C10 119.7(5) . . ?
C12 C11 H11A 120.1 . . ?
C10 C11 H11A 120.1 . . ?
C11 C12 C13 118.8(5) . . ?
C11 C12 H12A 120.6 . . ?
C13 C12 H12A 120.6 . . ?
N2 C13 C12 122.9(5) . . ?
N2 C13 H13A 118.6 . . ?
C12 C13 H13A 118.6 . . ?
C15 C14 N1 121.3(4) . . ?
C15 C14 C19 118.6(4) . . ?
N1 C14 C19 120.1(4) . . ?
C16 C15 C14 121.0(4) . . ?
C16 C15 H15A 119.5 . . ?
C14 C15 H15A 119.5 . . ?
C15 C16 C17 120.4(4) . . ?
C15 C16 H16A 119.8 . . ?
C17 C16 H16A 119.8 . . ?
C18 C17 C16 119.0(4) . . ?
C18 C17 N3 121.4(4) . . ?
C16 C17 N3 119.4(4) . . ?
C19 C18 C17 120.8(4) . . ?
C19 C18 H18A 119.6 . . ?
C17 C18 H18A 119.6 . . ?
C18 C19 C14 120.2(4) . . ?
C18 C19 H19A 119.9 . . ?
C14 C19 H19A 119.9 . . ?
C25 C20 N3 106.1(4) . . ?
C25 C20 C21 121.8(5) . . ?
N3 C20 C21 132.1(5) . . ?
C22 C21 C20 115.8(5) . . ?
C22 C21 H21A 122.1 . . ?
C20 C21 H21A 122.1 . . ?
C21 C22 C23 123.8(6) . . ?
C21 C22 H22A 118.1 . . ?
C23 C22 H22A 118.1 . . ?
C22 C23 C24 120.8(5) . . ?
C22 C23 H23A 119.6 . . ?
C24 C23 H23A 119.6 . . ?
C25 C24 C23 117.2(6) . . ?
C25 C24 H24A 121.4 . . ?
C23 C24 H24A 121.4 . . ?
C24 C25 C20 120.6(5) . . ?
C24 C25 N4 129.6(5) . . ?
C20 C25 N4 109.8(4) . . ?
N4 C26 N3 113.4(4) . . ?
N4 C26 C27 121.5(4) . . ?
N3 C26 C27 124.9(4) . . ?
N5 C27 C28 123.3(5) . . ?
N5 C27 C26 118.5(4) . . ?
C28 C27 C26 118.2(4) . . ?
C29 C28 C27 118.2(5) . . ?
C29 C28 H28A 120.9 . . ?
C27 C28 H28A 120.9 . . ?
C30 C29 C28 119.6(5) . . ?
C30 C29 H29A 120.2 . . ?
C28 C29 H29A 120.2 . . ?
C29 C30 C31 118.4(5) . . ?
C29 C30 H30A 120.8 . . ?
C31 C30 H30A 120.8 . . ?
N5 C31 C30 123.6(5) . . ?
N5 C31 H31A 118.2 . . ?
C30 C31 H31A 118.2 . . ?

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
C8 N1 C1 C6 1.2(5) . . . . ?
C14 N1 C1 C6 -178.1(4) . . . . ?
C8 N1 C1 C2 -175.6(4) . . . . ?
C14 N1 C1 C2 5.1(7) . . . . ?
N1 C1 C2 C3 -179.3(4) . . . . ?
C6 C1 C2 C3 4.3(6) . . . . ?
C1 C2 C3 C4 -1.9(7) . . . . ?
C2 C3 C4 C5 -0.8(8) . . . . ?
C3 C4 C5 C6 1.2(7) . . . . ?
C4 C5 C6 C1 1.2(7) . . . . ?
C4 C5 C6 C7 -179.5(5) . . . . ?
N1 C1 C6 C5 178.8(4) . . . . ?
C2 C1 C6 C5 -4.0(6) . . . . ?
N1 C1 C6 C7 -0.6(5) . . . . ?
C2 C1 C6 C7 176.5(4) . . . . ?
C5 C6 C7 C8 -179.6(5) . . . . ?
C1 C6 C7 C8 -0.2(5) . . . . ?
C6 C7 C8 N1 1.0(5) . . . . ?
C6 C7 C8 C9 179.7(4) . . . . ?
C1 N1 C8 C7 -1.4(5) . . . . ?
C14 N1 C8 C7 177.9(4) . . . . ?
C1 N1 C8 C9 179.8(4) . . . . ?
C14 N1 C8 C9 -0.9(6) . . . . ?
C13 N2 C9 C10 -0.4(7) . . . . ?
C13 N2 C9 C8 179.9(4) . . . . ?
C7 C8 C9 N2 -138.7(5) . . . . ?
N1 C8 C9 N2 39.9(6) . . . . ?
C7 C8 C9 C10 41.6(7) . . . . ?
N1 C8 C9 C10 -139.8(4) . . . . ?
N2 C9 C10 C11 1.2(7) . . . . ?
C8 C9 C10 C11 -179.1(4) . . . . ?
C9 C10 C11 C12 -2.1(8) . . . . ?
C10 C11 C12 C13 2.2(8) . . . . ?
C9 N2 C13 C12 0.5(7) . . . . ?
C11 C12 C13 N2 -1.4(8) . . . . ?
C1 N1 C14 C15 -128.7(5) . . . . ?
C8 N1 C14 C15 52.2(6) . . . . ?
C1 N1 C14 C19 51.6(6) . . . . ?
C8 N1 C14 C19 -127.6(5) . . . . ?
N1 C14 C15 C16 -177.3(4) . . . . ?
C19 C14 C15 C16 2.4(7) . . . . ?
C14 C15 C16 C17 -1.1(7) . . . . ?
C15 C16 C17 C18 -0.1(7) . . . . ?
C15 C16 C17 N3 174.6(4) . . . . ?
C20 N3 C17 C18 120.9(5) . . . . ?
C26 N3 C17 C18 -45.1(7) . . . . ?
C20 N3 C17 C16 -53.7(6) . . . . ?
C26 N3 C17 C16 140.3(5) . . . . ?
C16 C17 C18 C19 0.0(7) . . . . ?
N3 C17 C18 C19 -174.5(4) . . . . ?
C17 C18 C19 C14 1.3(6) . . . . ?
C15 C14 C19 C18 -2.5(7) . . . . ?
N1 C14 C19 C18 177.3(4) . . . . ?
C26 N3 C20 C25 -1.6(5) . . . . ?
C17 N3 C20 C25 -170.5(4) . . . . ?
C26 N3 C20 C21 177.0(5) . . . . ?
C17 N3 C20 C21 8.1(8) . . . . ?
C25 C20 C21 C22 -1.3(7) . . . . ?
N3 C20 C21 C22 -179.8(5) . . . . ?
C20 C21 C22 C23 0.2(9) . . . . ?
C21 C22 C23 C24 -0.1(10) . . . . ?
C22 C23 C24 C25 1.0(10) . . . . ?
C23 C24 C25 C20 -2.0(9) . . . . ?
C23 C24 C25 N4 178.8(5) . . . . ?
N3 C20 C25 C24 -178.9(5) . . . . ?
C21 C20 C25 C24 2.3(8) . . . . ?
N3 C20 C25 N4 0.4(5) . . . . ?
C21 C20 C25 N4 -178.4(4) . . . . ?
C26 N4 C25 C24 -179.7(6) . . . . ?
C26 N4 C25 C20 1.1(5) . . . . ?
C25 N4 C26 N3 -2.2(5) . . . . ?
C25 N4 C26 C27 -177.7(4) . . . . ?
C20 N3 C26 N4 2.5(5) . . . . ?
C17 N3 C26 N4 170.4(4) . . . . ?
C20 N3 C26 C27 177.9(4) . . . . ?
C17 N3 C26 C27 -14.2(7) . . . . ?
C31 N5 C27 C28 1.2(7) . . . . ?
C31 N5 C27 C26 -179.0(4) . . . . ?
N4 C26 C27 N5 149.2(5) . . . . ?
N3 C26 C27 N5 -25.8(7) . . . . ?
N4 C26 C27 C28 -30.9(7) . . . . ?
N3 C26 C27 C28 154.1(4) . . . . ?
N5 C27 C28 C29 -0.3(8) . . . . ?
C26 C27 C28 C29 179.9(5) . . . . ?
C27 C28 C29 C30 -0.3(8) . . . . ?
C28 C29 C30 C31 -0.1(8) . . . . ?
C27 N5 C31 C30 -1.6(7) . . . . ?
C29 C30 C31 N5 1.1(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.103

# Attachment 'TM148.CIF'

data_tm148
_database_code_depnum_ccdc_archive 'CCDC 860142'
#TrackingRef 'TM148.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 N2 O2 Pd'
_chemical_formula_weight         474.82

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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   12.1096(18)
_cell_length_b                   12.2832(18)
_cell_length_c                   13.777(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2049.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4687
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      26.84

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8362
_exptl_absorpt_correction_T_max  0.8362
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(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            10916
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_sigmaI/netI    0.0579
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4022
_reflns_number_gt                3283
_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^)+(0.0735P)^2^+1.6958P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.76(6)
_refine_ls_number_reflns         4022
_refine_ls_number_parameters     265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1316
_refine_ls_wR_factor_gt          0.1159
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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
Pd1 Pd 0.61828(4) 0.52521(4) 0.14132(3) 0.03365(16) Uani 1 1 d . . .
O1 O 0.7218(4) 0.6306(5) 0.2147(3) 0.0454(13) Uani 1 1 d . . .
O2 O 0.6683(4) 0.3960(4) 0.2175(3) 0.0424(12) Uani 1 1 d . . .
N1 N 0.3961(5) 0.4333(5) -0.0656(4) 0.0373(13) Uani 1 1 d . . .
N2 N 0.5528(5) 0.6473(5) 0.0584(4) 0.0367(13) Uani 1 1 d . . .
C1 C 0.4665(6) 0.4986(5) -0.0107(4) 0.0353(17) Uani 1 1 d . . .
C2 C 0.5180(6) 0.4384(5) 0.0598(4) 0.0339(15) Uani 1 1 d . . .
C3 C 0.4804(6) 0.3297(6) 0.0499(5) 0.0349(15) Uani 1 1 d . . .
C4 C 0.4995(6) 0.2308(6) 0.0993(5) 0.0390(16) Uani 1 1 d . . .
H4A H 0.5476 0.2289 0.1520 0.047 Uiso 1 1 calc R . .
C5 C 0.4481(7) 0.1389(6) 0.0702(6) 0.0493(19) Uani 1 1 d . . .
H5A H 0.4602 0.0741 0.1035 0.059 Uiso 1 1 calc R . .
C6 C 0.3753(8) 0.1400(6) -0.0113(6) 0.054(2) Uani 1 1 d . . .
H6A H 0.3419 0.0755 -0.0309 0.065 Uiso 1 1 calc R . .
C7 C 0.3538(6) 0.2327(6) -0.0609(5) 0.0476(19) Uani 1 1 d . . .
H7A H 0.3064 0.2327 -0.1139 0.057 Uiso 1 1 calc R . .
C8 C 0.4048(5) 0.3280(5) -0.0300(4) 0.0323(15) Uani 1 1 d . . .
C9 C 0.4781(6) 0.6163(6) -0.0112(5) 0.0396(17) Uani 1 1 d . . .
C10 C 0.4254(7) 0.6938(7) -0.0654(6) 0.0472(19) Uani 1 1 d . . .
H10A H 0.3745 0.6733 -0.1125 0.057 Uiso 1 1 calc R . .
C11 C 0.4482(7) 0.8035(7) -0.0497(6) 0.056(2) Uani 1 1 d . . .
H11A H 0.4134 0.8565 -0.0870 0.068 Uiso 1 1 calc R . .
C12 C 0.5225(8) 0.8332(7) 0.0209(6) 0.060(2) Uani 1 1 d . . .
H12A H 0.5381 0.9061 0.0328 0.072 Uiso 1 1 calc R . .
C13 C 0.5727(7) 0.7526(6) 0.0730(6) 0.0488(19) Uani 1 1 d . . .
H13A H 0.6231 0.7721 0.1209 0.059 Uiso 1 1 calc R . .
C14 C 0.3443(6) 0.4609(6) -0.1565(4) 0.0385(15) Uani 1 1 d . . .
C15 C 0.2318(6) 0.4600(7) -0.1634(5) 0.051(2) Uani 1 1 d . . .
H15A H 0.1883 0.4415 -0.1103 0.061 Uiso 1 1 calc R . .
C16 C 0.1832(7) 0.4879(8) -0.2531(6) 0.061(2) Uani 1 1 d . . .
H16A H 0.1068 0.4861 -0.2598 0.074 Uiso 1 1 calc R . .
C17 C 0.2473(8) 0.5172(8) -0.3298(6) 0.062(2) Uani 1 1 d . . .
H17A H 0.2142 0.5349 -0.3887 0.075 Uiso 1 1 calc R . .
C18 C 0.3607(8) 0.5212(7) -0.3214(5) 0.059(2) Uani 1 1 d . . .
H18A H 0.4039 0.5448 -0.3731 0.071 Uiso 1 1 calc R . .
C19 C 0.4094(6) 0.4895(7) -0.2352(5) 0.0469(19) Uani 1 1 d . . .
H19A H 0.4859 0.4874 -0.2300 0.056 Uiso 1 1 calc R . .
C20 C 0.8392(8) 0.6924(7) 0.3374(7) 0.062(2) Uani 1 1 d . . .
H20A H 0.7879 0.7450 0.3624 0.093 Uiso 1 1 calc R . .
H20B H 0.8861 0.7265 0.2901 0.093 Uiso 1 1 calc R . .
H20C H 0.8835 0.6644 0.3895 0.093 Uiso 1 1 calc R . .
C21 C 0.7768(6) 0.6006(7) 0.2905(5) 0.0428(17) Uani 1 1 d . . .
C22 C 0.7829(6) 0.4977(6) 0.3277(5) 0.0414(19) Uani 1 1 d . . .
H22A H 0.8250 0.4897 0.3837 0.050 Uiso 1 1 calc R . .
C23 C 0.7340(6) 0.4039(7) 0.2922(5) 0.0410(17) Uani 1 1 d . . .
C24 C 0.7565(8) 0.2946(7) 0.3399(6) 0.060(2) Uani 1 1 d . . .
H24A H 0.6886 0.2547 0.3458 0.090 Uiso 1 1 calc R . .
H24B H 0.7875 0.3061 0.4032 0.090 Uiso 1 1 calc R . .
H24C H 0.8076 0.2539 0.3009 0.090 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pd1 0.0372(3) 0.0391(3) 0.0246(2) -0.0019(2) -0.0040(2) 0.0003(2)
O1 0.047(3) 0.058(3) 0.031(2) 0.002(2) -0.015(2) -0.004(3)
O2 0.047(3) 0.044(3) 0.036(2) -0.006(2) -0.018(2) -0.002(2)
N1 0.043(3) 0.048(3) 0.021(2) -0.004(2) -0.009(3) -0.004(3)
N2 0.044(3) 0.042(3) 0.025(3) -0.003(2) -0.002(2) 0.000(3)
C1 0.039(4) 0.042(5) 0.025(3) -0.004(3) 0.005(3) -0.003(3)
C2 0.038(4) 0.040(4) 0.024(3) 0.001(3) 0.004(3) 0.004(3)
C3 0.033(4) 0.039(4) 0.033(3) -0.002(3) 0.004(3) 0.002(3)
C4 0.034(4) 0.044(4) 0.039(4) 0.003(3) -0.004(3) 0.004(3)
C5 0.057(5) 0.038(4) 0.053(4) 0.005(4) 0.001(4) 0.004(4)
C6 0.063(5) 0.041(4) 0.059(5) -0.008(3) 0.004(5) -0.013(5)
C7 0.042(5) 0.062(5) 0.039(4) -0.009(4) -0.002(3) -0.009(4)
C8 0.034(4) 0.038(4) 0.025(3) -0.005(3) 0.002(3) 0.002(3)
C9 0.036(4) 0.057(5) 0.026(3) 0.004(3) 0.001(3) -0.002(4)
C10 0.054(5) 0.052(5) 0.035(4) -0.006(4) -0.009(4) 0.002(4)
C11 0.073(6) 0.045(5) 0.052(5) 0.010(4) -0.009(4) 0.014(4)
C12 0.090(7) 0.036(4) 0.053(5) -0.003(4) -0.014(5) -0.001(5)
C13 0.063(5) 0.044(4) 0.040(4) -0.002(3) -0.007(4) -0.003(4)
C14 0.041(3) 0.043(4) 0.032(3) -0.005(3) -0.011(3) 0.001(3)
C15 0.039(4) 0.067(6) 0.048(4) -0.002(4) -0.010(3) -0.003(4)
C16 0.045(4) 0.067(6) 0.072(6) -0.002(5) -0.025(4) -0.001(4)
C17 0.081(6) 0.063(5) 0.044(4) 0.006(4) -0.033(4) 0.002(5)
C18 0.080(6) 0.065(5) 0.033(3) -0.006(4) -0.009(4) 0.004(5)
C19 0.044(4) 0.065(5) 0.032(3) 0.005(3) -0.001(3) 0.004(4)
C20 0.073(6) 0.049(5) 0.064(6) 0.004(4) -0.028(5) -0.007(4)
C21 0.040(4) 0.052(5) 0.036(4) -0.002(4) -0.004(3) -0.001(4)
C22 0.048(4) 0.045(5) 0.032(3) -0.006(3) -0.014(3) 0.009(3)
C23 0.043(4) 0.048(5) 0.032(3) -0.003(3) 0.000(3) 0.008(4)
C24 0.082(6) 0.054(5) 0.045(5) 0.000(4) -0.020(5) 0.007(5)

_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
Pd1 C2 1.968(7) . ?
Pd1 O2 1.997(5) . ?
Pd1 N2 2.045(6) . ?
Pd1 O1 2.066(5) . ?
O1 C21 1.292(8) . ?
O2 C23 1.304(8) . ?
N1 C8 1.388(9) . ?
N1 C1 1.394(8) . ?
N1 C14 1.440(8) . ?
N2 C13 1.331(9) . ?
N2 C9 1.372(9) . ?
C1 C2 1.371(9) . ?
C1 C9 1.453(10) . ?
C2 C3 1.418(10) . ?
C3 C4 1.412(10) . ?
C3 C8 1.432(9) . ?
C4 C5 1.351(11) . ?
C5 C6 1.427(12) . ?
C6 C7 1.353(11) . ?
C7 C8 1.389(10) . ?
C9 C10 1.368(11) . ?
C10 C11 1.392(12) . ?
C11 C12 1.374(12) . ?
C12 C13 1.366(11) . ?
C14 C15 1.366(10) . ?
C14 C19 1.386(10) . ?
C15 C16 1.410(11) . ?
C16 C17 1.360(12) . ?
C17 C18 1.380(13) . ?
C18 C19 1.381(10) . ?
C20 C21 1.504(11) . ?
C21 C22 1.365(11) . ?
C22 C23 1.385(11) . ?
C23 C24 1.520(11) . ?

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 Pd1 O2 93.2(2) . . ?
C2 Pd1 N2 80.8(3) . . ?
O2 Pd1 N2 173.7(2) . . ?
C2 Pd1 O1 173.3(2) . . ?
O2 Pd1 O1 93.2(2) . . ?
N2 Pd1 O1 92.8(2) . . ?
C21 O1 Pd1 122.0(5) . . ?
C23 O2 Pd1 122.8(5) . . ?
C8 N1 C1 107.4(5) . . ?
C8 N1 C14 124.0(5) . . ?
C1 N1 C14 127.1(6) . . ?
C13 N2 C9 119.6(7) . . ?
C13 N2 Pd1 123.9(5) . . ?
C9 N2 Pd1 116.3(5) . . ?
C2 C1 N1 110.6(6) . . ?
C2 C1 C9 119.8(6) . . ?
N1 C1 C9 129.0(6) . . ?
C1 C2 C3 107.1(6) . . ?
C1 C2 Pd1 113.1(5) . . ?
C3 C2 Pd1 139.8(5) . . ?
C4 C3 C2 135.3(7) . . ?
C4 C3 C8 117.6(6) . . ?
C2 C3 C8 107.1(6) . . ?
C5 C4 C3 120.0(7) . . ?
C4 C5 C6 120.7(7) . . ?
C7 C6 C5 121.6(7) . . ?
C6 C7 C8 118.0(7) . . ?
N1 C8 C7 130.1(6) . . ?
N1 C8 C3 107.8(6) . . ?
C7 C8 C3 122.1(6) . . ?
C10 C9 N2 119.7(7) . . ?
C10 C9 C1 130.5(7) . . ?
N2 C9 C1 109.7(6) . . ?
C9 C10 C11 119.8(7) . . ?
C12 C11 C10 119.7(8) . . ?
C13 C12 C11 118.1(8) . . ?
N2 C13 C12 123.0(7) . . ?
C15 C14 C19 120.9(6) . . ?
C15 C14 N1 119.6(6) . . ?
C19 C14 N1 119.5(6) . . ?
C14 C15 C16 118.4(7) . . ?
C17 C16 C15 120.5(8) . . ?
C16 C17 C18 120.8(7) . . ?
C17 C18 C19 119.2(8) . . ?
C18 C19 C14 120.1(7) . . ?
O1 C21 C22 126.5(7) . . ?
O1 C21 C20 113.1(7) . . ?
C22 C21 C20 120.4(6) . . ?
C21 C22 C23 127.9(6) . . ?
O2 C23 C22 127.0(7) . . ?
O2 C23 C24 112.7(7) . . ?
C22 C23 C24 120.4(7) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         2.943
_refine_diff_density_min         -0.924
_refine_diff_density_rms         0.122