# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jtm318_0m
_database_code_depnum_ccdc_archive 'CCDC 1474989'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
Tetranitratobis(2-acetylpyridylnicotinylhydrozone)dilead(II))
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H12 N6 O7 Pb'
_chemical_formula_sum            'C13 H12 N6 O7 Pb'
_chemical_formula_weight         571.48

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'
Pb Pb -3.3944 10.1111 '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                   9.0862(4)
_cell_length_b                   9.3122(4)
_cell_length_c                   11.5175(5)
_cell_angle_alpha                84.905(1)
_cell_angle_beta                 72.809(1)
_cell_angle_gamma                62.775(1)
_cell_volume                     826.61(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      29.14

_exptl_crystal_description       Parallelepiped
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.227
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.296
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             540
_exptl_absorpt_coefficient_mu    10.259
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.0924
_exptl_absorpt_correction_T_max  0.3290
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008a)'

_exptl_special_details           
; 
 The diffraction data were obtained from 3 sets of 400 frames,
 each of width 0.5 deg. in omega, colllected at phi = 0.00,
 90.00 and 180.00 deg. and 2 sets of 800 frames, each of
 width 0.45 deg in phi, collected at omega = -30.00 and 210.00
 deg. The scan time was 10 sec/frame.
;

_diffrn_ambient_temperature      100(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'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14331
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         28.10
_reflns_number_total             3973
_reflns_number_gt                3878
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2 (Bruker-AXS, 2009)'
_computing_cell_refinement       'Bruker SAINT (Bruker-AXS 2009a)'
_computing_data_reduction        'Bruker SAINT (Bruker-AXS 2009a)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL(Bruker-AXS 2008)'
_computing_publication_material  'Bruker SHELXTL(Bruker-AXS 2008)'

_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. H-atoms attached to carbon
 were placed in calculated positions (C---H = 0.95 - 0.98 Å) while those
 attached to nitrogen were placed in locations derived from a difference
 map.All were included as riding contributions with isotropic displacement
 parameters 1.2 - 1.5 times those of the attached atoms.
;

_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)+(0.0279P)²+0.4758P] where P=(Fo²+2Fc²)/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         3973
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0192
_refine_ls_wR_factor_ref         0.0487
_refine_ls_wR_factor_gt          0.0484
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.905011(11) 0.367710(10) 0.215748(8) 0.01206(4) Uani 1 1 d . . .
O1 O 0.7987(3) 0.2197(3) 0.38761(19) 0.0195(4) Uani 1 1 d . . .
O2 O 1.0009(3) 0.0428(3) 0.2442(2) 0.0229(5) Uani 1 1 d . . .
O3 O 0.8871(3) -0.0369(3) 0.4157(3) 0.0345(6) Uani 1 1 d . . .
O4 O 0.8518(3) 0.8106(3) 0.0059(2) 0.0235(5) Uani 1 1 d . . .
O5 O 1.0395(3) 0.5975(3) 0.0676(2) 0.0238(5) Uani 1 1 d . . .
O6 O 0.7644(3) 0.6787(3) 0.15292(19) 0.0191(4) Uani 1 1 d . . .
O7 O 0.8306(3) 0.5405(3) 0.39989(19) 0.0205(4) Uani 1 1 d . . .
N1 N 0.6775(3) 0.3377(3) 0.1503(2) 0.0157(5) Uani 1 1 d . . .
N2 N 0.5768(3) 0.5493(3) 0.3306(2) 0.0129(4) Uani 1 1 d . . .
N3 N 0.5425(3) 0.6536(3) 0.4245(2) 0.0138(4) Uani 1 1 d . . .
H3N H 0.4397 0.6998 0.4720 0.017 Uiso 1 1 d R . .
N4 N 0.7986(4) 0.7860(3) 0.6866(2) 0.0201(5) Uani 1 1 d . . .
N5 N 0.8983(3) 0.0708(3) 0.3495(3) 0.0205(5) Uani 1 1 d . . .
N6 N 0.8851(3) 0.6963(3) 0.0758(2) 0.0156(5) Uani 1 1 d . . .
C1 C 0.7316(4) 0.2248(3) 0.0630(3) 0.0183(6) Uani 1 1 d . . .
H1 H 0.8489 0.1538 0.0361 0.022 Uiso 1 1 calc R . .
C2 C 0.6201(4) 0.2090(4) 0.0109(3) 0.0216(6) Uani 1 1 d . . .
H2 H 0.6611 0.1277 -0.0486 0.026 Uiso 1 1 calc R . .
C3 C 0.4461(4) 0.3171(4) 0.0495(3) 0.0213(6) Uani 1 1 d . . .
H3 H 0.3686 0.3109 0.0150 0.026 Uiso 1 1 calc R . .
C4 C 0.3888(4) 0.4351(4) 0.1404(3) 0.0180(6) Uani 1 1 d . . .
H4 H 0.2723 0.5082 0.1679 0.022 Uiso 1 1 calc R . .
C5 C 0.5076(4) 0.4426(3) 0.1898(2) 0.0145(5) Uani 1 1 d . . .
C6 C 0.4542(4) 0.5639(3) 0.2888(2) 0.0143(5) Uani 1 1 d . . .
C7 C 0.2696(4) 0.6911(4) 0.3306(3) 0.0208(6) Uani 1 1 d . . .
H7A H 0.2001 0.6442 0.3817 0.031 Uiso 1 1 calc R . .
H7B H 0.2283 0.7332 0.2612 0.031 Uiso 1 1 calc R . .
H7C H 0.2624 0.7771 0.3757 0.031 Uiso 1 1 calc R . .
C8 C 0.6821(4) 0.6391(3) 0.4541(2) 0.0147(5) Uani 1 1 d . . .
C9 C 0.6559(4) 0.7447(3) 0.5557(2) 0.0143(5) Uani 1 1 d . . .
C10 C 0.7990(4) 0.7039(3) 0.5968(3) 0.0170(5) Uani 1 1 d . . .
H10 H 0.9012 0.6139 0.5595 0.020 Uiso 1 1 calc R . .
C11 C 0.6495(4) 0.9158(4) 0.7371(3) 0.0226(6) Uani 1 1 d . . .
H11 H 0.6459 0.9747 0.7999 0.027 Uiso 1 1 calc R . .
C12 C 0.5010(4) 0.9680(4) 0.7023(3) 0.0216(6) Uani 1 1 d . . .
H12 H 0.4012 1.0595 0.7405 0.026 Uiso 1 1 calc R . .
C13 C 0.5034(4) 0.8812(3) 0.6093(3) 0.0164(5) Uani 1 1 d . . .
H13 H 0.4057 0.9134 0.5834 0.020 Uiso 1 1 calc R . .


_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
Pb1 O7 2.512(2) . ?
Pb1 O1 2.521(2) . ?
Pb1 N1 2.531(2) . ?
Pb1 N2 2.637(2) . ?
Pb1 O6 2.707(2) . ?
Pb1 O2 2.757(2) . ?
O1 N5 1.288(3) . ?
O2 N5 1.254(4) . ?
O3 N5 1.229(4) . ?
O4 N6 1.253(3) . ?
O5 N6 1.256(3) . ?
O6 N6 1.258(3) . ?
O7 C8 1.234(3) . ?
N1 C1 1.335(4) . ?
N1 C5 1.352(4) . ?
N2 C6 1.288(4) . ?
N2 N3 1.385(3) . ?
N3 C8 1.355(4) . ?
N3 H3N 0.8537 . ?
N4 C10 1.338(4) . ?
N4 C11 1.340(4) . ?
C1 C2 1.386(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.385(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.391(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.487(4) . ?
C6 C7 1.501(4) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.490(4) . ?
C9 C10 1.392(4) . ?
C9 C13 1.393(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.380(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.387(4) . ?
C12 H12 0.9300 . ?
C13 H13 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
O7 Pb1 O1 77.50(7) . . ?
O7 Pb1 N1 122.24(7) . . ?
O1 Pb1 N1 77.64(7) . . ?
O7 Pb1 N2 61.12(7) . . ?
O1 Pb1 N2 69.62(7) . . ?
N1 Pb1 N2 61.48(7) . . ?
O7 Pb1 O6 73.44(7) . . ?
O1 Pb1 O6 132.45(6) . . ?
N1 Pb1 O6 87.03(7) . . ?
N2 Pb1 O6 63.55(7) . . ?
O7 Pb1 O2 117.78(7) . . ?
O1 Pb1 O2 48.45(7) . . ?
N1 Pb1 O2 78.88(8) . . ?
N2 Pb1 O2 112.08(7) . . ?
O6 Pb1 O2 165.29(8) . . ?
N5 O1 Pb1 101.99(17) . . ?
N5 O2 Pb1 91.54(17) . . ?
N6 O6 Pb1 105.94(16) . . ?
C8 O7 Pb1 123.89(19) . . ?
C1 N1 C5 119.4(3) . . ?
C1 N1 Pb1 117.63(19) . . ?
C5 N1 Pb1 122.51(19) . . ?
C6 N2 N3 120.1(2) . . ?
C6 N2 Pb1 121.99(18) . . ?
N3 N2 Pb1 116.65(16) . . ?
C8 N3 N2 115.7(2) . . ?
C8 N3 H3N 123.0 . . ?
N2 N3 H3N 118.5 . . ?
C10 N4 C11 116.1(3) . . ?
O3 N5 O2 122.9(3) . . ?
O3 N5 O1 119.3(3) . . ?
O2 N5 O1 117.8(3) . . ?
O4 N6 O5 119.9(2) . . ?
O4 N6 O6 120.2(2) . . ?
O5 N6 O6 119.9(3) . . ?
N1 C1 C2 122.6(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.5(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
N1 C5 C4 121.1(3) . . ?
N1 C5 C6 117.1(2) . . ?
C4 C5 C6 121.9(3) . . ?
N2 C6 C5 114.8(2) . . ?
N2 C6 C7 125.6(3) . . ?
C5 C6 C7 119.6(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O7 C8 N3 122.1(3) . . ?
O7 C8 C9 118.9(3) . . ?
N3 C8 C9 119.1(2) . . ?
C10 C9 C13 118.3(3) . . ?
C10 C9 C8 116.2(2) . . ?
C13 C9 C8 125.5(3) . . ?
N4 C10 C9 124.1(3) . . ?
N4 C10 H10 118.0 . . ?
C9 C10 H10 118.0 . . ?
N4 C11 C12 124.5(3) . . ?
N4 C11 H11 117.7 . . ?
C12 C11 H11 117.7 . . ?
C11 C12 C13 118.6(3) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C12 C13 C9 118.3(3) . . ?
C12 C13 H13 120.8 . . ?
C9 C13 H13 120.8 . . ?

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
O7 Pb1 O1 N5 -143.79(19) . . . . ?
N1 Pb1 O1 N5 88.77(18) . . . . ?
N2 Pb1 O1 N5 152.66(19) . . . . ?
O6 Pb1 O1 N5 162.97(16) . . . . ?
O2 Pb1 O1 N5 2.77(16) . . . . ?
O7 Pb1 O2 N5 34.7(2) . . . . ?
O1 Pb1 O2 N5 -2.78(16) . . . . ?
N1 Pb1 O2 N5 -86.05(18) . . . . ?
N2 Pb1 O2 N5 -33.3(2) . . . . ?
O6 Pb1 O2 N5 -102.9(3) . . . . ?
O7 Pb1 O6 N6 111.80(18) . . . . ?
O1 Pb1 O6 N6 166.48(16) . . . . ?
N1 Pb1 O6 N6 -123.26(18) . . . . ?
N2 Pb1 O6 N6 177.3(2) . . . . ?
O2 Pb1 O6 N6 -106.7(3) . . . . ?
O1 Pb1 O7 C8 -79.4(2) . . . . ?
N1 Pb1 O7 C8 -13.0(3) . . . . ?
N2 Pb1 O7 C8 -6.0(2) . . . . ?
O6 Pb1 O7 C8 62.5(2) . . . . ?
O2 Pb1 O7 C8 -107.2(2) . . . . ?
O7 Pb1 N1 C1 -170.0(2) . . . . ?
O1 Pb1 N1 C1 -103.5(2) . . . . ?
N2 Pb1 N1 C1 -176.9(2) . . . . ?
O6 Pb1 N1 C1 121.8(2) . . . . ?
O2 Pb1 N1 C1 -54.0(2) . . . . ?
O7 Pb1 N1 C5 17.9(2) . . . . ?
O1 Pb1 N1 C5 84.3(2) . . . . ?
N2 Pb1 N1 C5 11.0(2) . . . . ?
O6 Pb1 N1 C5 -50.4(2) . . . . ?
O2 Pb1 N1 C5 133.9(2) . . . . ?
O7 Pb1 N2 C6 173.2(2) . . . . ?
O1 Pb1 N2 C6 -100.1(2) . . . . ?
N1 Pb1 N2 C6 -13.5(2) . . . . ?
O6 Pb1 N2 C6 88.3(2) . . . . ?
O2 Pb1 N2 C6 -76.2(2) . . . . ?
O7 Pb1 N2 N3 5.87(16) . . . . ?
O1 Pb1 N2 N3 92.50(18) . . . . ?
N1 Pb1 N2 N3 179.2(2) . . . . ?
O6 Pb1 N2 N3 -79.01(18) . . . . ?
O2 Pb1 N2 N3 116.40(17) . . . . ?
C6 N2 N3 C8 -173.7(2) . . . . ?
Pb1 N2 N3 C8 -6.1(3) . . . . ?
Pb1 O2 N5 O3 -176.9(3) . . . . ?
Pb1 O2 N5 O1 4.6(3) . . . . ?
Pb1 O1 N5 O3 176.3(3) . . . . ?
Pb1 O1 N5 O2 -5.2(3) . . . . ?
Pb1 O6 N6 O4 160.2(2) . . . . ?
Pb1 O6 N6 O5 -18.6(3) . . . . ?
C5 N1 C1 C2 -0.5(4) . . . . ?
Pb1 N1 C1 C2 -172.9(2) . . . . ?
N1 C1 C2 C3 1.3(5) . . . . ?
C1 C2 C3 C4 -1.3(4) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
C1 N1 C5 C4 -0.3(4) . . . . ?
Pb1 N1 C5 C4 171.7(2) . . . . ?
C1 N1 C5 C6 178.9(3) . . . . ?
Pb1 N1 C5 C6 -9.1(3) . . . . ?
C3 C4 C5 N1 0.3(4) . . . . ?
C3 C4 C5 C6 -178.9(3) . . . . ?
N3 N2 C6 C5 -178.9(2) . . . . ?
Pb1 N2 C6 C5 14.2(3) . . . . ?
N3 N2 C6 C7 1.8(4) . . . . ?
Pb1 N2 C6 C7 -165.1(2) . . . . ?
N1 C5 C6 N2 -3.6(4) . . . . ?
C4 C5 C6 N2 175.7(3) . . . . ?
N1 C5 C6 C7 175.8(3) . . . . ?
C4 C5 C6 C7 -5.0(4) . . . . ?
Pb1 O7 C8 N3 5.5(4) . . . . ?
Pb1 O7 C8 C9 -174.76(18) . . . . ?
N2 N3 C8 O7 0.9(4) . . . . ?
N2 N3 C8 C9 -178.9(2) . . . . ?
O7 C8 C9 C10 -11.5(4) . . . . ?
N3 C8 C9 C10 168.2(3) . . . . ?
O7 C8 C9 C13 166.7(3) . . . . ?
N3 C8 C9 C13 -13.6(4) . . . . ?
C11 N4 C10 C9 -0.7(5) . . . . ?
C13 C9 C10 N4 1.3(4) . . . . ?
C8 C9 C10 N4 179.6(3) . . . . ?
C10 N4 C11 C12 -0.2(5) . . . . ?
N4 C11 C12 C13 0.3(5) . . . . ?
C11 C12 C13 C9 0.3(4) . . . . ?
C10 C9 C13 C12 -1.1(4) . . . . ?
C8 C9 C13 C12 -179.2(3) . . . . ?

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
N3 H3N O1 0.85 2.13 2.971(3) 169 2_666

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        28.10
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         2.220
_refine_diff_density_min         -1.173
_refine_diff_density_rms         0.131
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tz3
_database_code_depnum_ccdc_archive 'CCDC 1480033'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-06-01 downloaded from the CCDC.
;

_audit_creation_date             2011-03-16T09:52:10-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C12 H9 N9 O1 Pb1'
_chemical_formula_sum            'C24 H18 N14 O2 Pb2'
_chemical_formula_weight         948.92
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration unk

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  'P -1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.834(7)
_cell_length_b                   8.133(4)
_cell_length_c                   14.800(4)
_cell_angle_alpha                85.65(4)
_cell_angle_beta                 81.87(10)
_cell_angle_gamma                70.41(7)
_cell_volume                     654.6(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      8.7
_cell_measurement_theta_max      14.3
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    2.412
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             442
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    12.897
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   
;
        Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166
;
_exptl_absorpt_correction_T_min  0.4442
_exptl_absorpt_correction_T_max  0.5244

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'scintillation LiI'
_diffrn_detector_dtime           1.195
_diffrn_orient_matrix_type       
;
  x-axis points to radiation source
  the matrix is specified in reciprocal space
;
_diffrn_orient_matrix_ub_11      0.070975
_diffrn_orient_matrix_ub_12      -0.129135
_diffrn_orient_matrix_ub_13      0.010453
_diffrn_orient_matrix_ub_21      0.032002
_diffrn_orient_matrix_ub_22      -0.015906
_diffrn_orient_matrix_ub_23      -0.067375
_diffrn_orient_matrix_ub_31      0.165647
_diffrn_orient_matrix_ub_32      0.011555
_diffrn_orient_matrix_ub_33      -0.000832
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'non-profiled ω scans'
_diffrn_standards_number         1
_diffrn_standards_interval_time  60
_diffrn_standards_decay_%        0
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 4 4

_diffrn_reflns_av_unetI/netI     0.059
_diffrn_reflns_number            2859
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         27.02
_diffrn_reflns_theta_full        27.02
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             2859
_reflns_number_gt                2383
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0641P)²+1.2173P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2859
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.055
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1134
_refine_ls_wR_factor_gt          0.1073
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         2.167
_refine_diff_density_min         -1.567
_refine_diff_density_rms         0.256

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Pb1 Pb 0.90692(6) -0.25478(4) 0.28421(2) 0.03627(14) Uani 1 1 d . . .
O7 O 0.6065(14) -0.2074(10) 0.4140(5) 0.0518(19) Uani 1 1 d . . .
N1 N 0.9968(15) -0.5081(10) 0.1622(6) 0.0397(18) Uani 1 1 d . . .
N6 N 0.6207(14) -0.4358(9) 0.3010(5) 0.0339(16) Uani 1 1 d . . .
N7 N 0.4324(14) -0.4011(10) 0.3701(5) 0.0374(17) Uani 1 1 d . . .
N9 N 0.0935(16) -0.0613(11) 0.6381(6) 0.0434(19) Uani 1 1 d . . .
N1A N 0.6151(18) -0.0783(11) 0.1906(7) 0.051(2) Uani 1 1 d . . .
N2A N 0.4618(15) -0.1320(10) 0.1678(6) 0.0410(19) Uani 1 1 d . . .
N3A N 0.3168(16) -0.1781(13) 0.1469(7) 0.050(2) Uani 1 1 d . . .
C1 C 1.185(2) -0.5524(15) 0.0974(7) 0.048(2) Uani 1 1 d . . .
H1 H 1.2893 -0.4859 0.0889 0.058 Uiso 1 1 calc R . .
C2 C 1.236(2) -0.6916(14) 0.0421(8) 0.049(2) Uani 1 1 d . . .
H2 H 1.3732 -0.7201 -0.0015 0.059 Uiso 1 1 calc R . .
C3 C 1.080(2) -0.7875(13) 0.0519(8) 0.055(3) Uani 1 1 d . . .
H3 H 1.1082 -0.8811 0.0146 0.066 Uiso 1 1 calc R . .
C4 C 0.881(2) -0.7413(12) 0.1189(7) 0.046(2) Uani 1 1 d . . .
H4 H 0.7725 -0.8046 0.1273 0.055 Uiso 1 1 calc R . .
C5 C 0.8422(18) -0.6024(12) 0.1729(7) 0.0369(19) Uani 1 1 d . . .
C6 C 0.6393(16) -0.5543(11) 0.2463(6) 0.0331(18) Uani 1 1 d . . .
H6 H 0.5227 -0.6106 0.2532 0.04 Uiso 1 1 calc R . .
C7 C 0.4428(16) -0.2818(11) 0.4237(6) 0.0334(18) Uani 1 1 d . . .
C8 C 0.2545(16) -0.2359(11) 0.5054(6) 0.0344(19) Uani 1 1 d . . .
C9 C 0.2578(18) -0.1151(12) 0.5658(7) 0.039(2) Uani 1 1 d . . .
H9 H 0.3846 -0.0683 0.5548 0.047 Uiso 1 1 calc R . .
C10 C -0.085(2) -0.1364(14) 0.6549(7) 0.047(2) Uani 1 1 d . . .
H10 H -0.2003 -0.1022 0.706 0.057 Uiso 1 1 calc R . .
C11 C -0.1045(19) -0.2601(13) 0.6007(7) 0.042(2) Uani 1 1 d . . .
H11 H -0.2289 -0.3089 0.6145 0.05 Uiso 1 1 calc R . .
C12 C 0.0701(18) -0.3095(13) 0.5240(7) 0.041(2) Uani 1 1 d . . .
H12 H 0.0622 -0.392 0.4854 0.05 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Pb1 N1A 2.368(10) . ?
Pb1 O7 2.370(7) . ?
Pb1 N6 2.548(8) . ?
Pb1 N1 2.712(8) . ?
O7 C7 1.279(11) . ?
N1 C1 1.321(13) . ?
N1 C5 1.354(12) . ?
N6 C6 1.273(11) . ?
N6 N7 1.360(10) . ?
N7 C7 1.321(12) . ?
N9 C9 1.325(12) . ?
N9 C10 1.359(14) . ?
N1A N2A 1.214(13) . ?
N2A N3A 1.121(12) . ?
C1 C2 1.374(15) . ?
C2 C3 1.367(17) . ?
C3 C4 1.385(16) . ?
C4 C5 1.372(13) . ?
C5 C6 1.458(13) . ?
C7 C8 1.491(12) . ?
C8 C12 1.384(13) . ?
C8 C9 1.384(13) . ?
C10 C11 1.377(15) . ?
C11 C12 1.398(14) . ?

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
N1A Pb1 O7 91.4(3) . . ?
N1A Pb1 N6 81.7(3) . . ?
O7 Pb1 N6 62.8(2) . . ?
N1A Pb1 N1 86.1(3) . . ?
O7 Pb1 N1 124.8(2) . . ?
N6 Pb1 N1 62.3(2) . . ?
C7 O7 Pb1 121.2(6) . . ?
C1 N1 C5 118.1(9) . . ?
C1 N1 Pb1 125.4(7) . . ?
C5 N1 Pb1 116.4(6) . . ?
C6 N6 N7 117.7(8) . . ?
C6 N6 Pb1 123.5(6) . . ?
N7 N6 Pb1 118.8(5) . . ?
C7 N7 N6 111.0(7) . . ?
C9 N9 C10 116.6(9) . . ?
N2A N1A Pb1 120.2(7) . . ?
N3A N2A N1A 178.5(10) . . ?
N1 C1 C2 123.5(10) . . ?
C3 C2 C1 119.0(10) . . ?
C2 C3 C4 118.1(10) . . ?
C5 C4 C3 120.1(10) . . ?
N1 C5 C4 121.2(9) . . ?
N1 C5 C6 117.2(8) . . ?
C4 C5 C6 121.6(9) . . ?
N6 C6 C5 120.4(8) . . ?
O7 C7 N7 125.7(8) . . ?
O7 C7 C8 116.9(8) . . ?
N7 C7 C8 117.3(8) . . ?
C12 C8 C9 117.2(9) . . ?
C12 C8 C7 122.3(9) . . ?
C9 C8 C7 120.5(8) . . ?
N9 C9 C8 124.8(9) . . ?
N9 C10 C11 123.8(10) . . ?
C10 C11 C12 117.3(10) . . ?
C8 C12 C11 120.2(9) . . ?

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
N1A Pb1 O7 C7 73.9(8) . . . . ?
N6 Pb1 O7 C7 -6.0(7) . . . . ?
N1 Pb1 O7 C7 -12.3(9) . . . . ?
N1A Pb1 N1 C1 101.3(9) . . . . ?
O7 Pb1 N1 C1 -169.6(8) . . . . ?
N6 Pb1 N1 C1 -176.0(9) . . . . ?
N1A Pb1 N1 C5 -82.8(7) . . . . ?
O7 Pb1 N1 C5 6.2(8) . . . . ?
N6 Pb1 N1 C5 -0.2(6) . . . . ?
N1A Pb1 N6 C6 87.6(8) . . . . ?
O7 Pb1 N6 C6 -176.4(8) . . . . ?
N1 Pb1 N6 C6 -2.3(7) . . . . ?
N1A Pb1 N6 N7 -90.1(7) . . . . ?
O7 Pb1 N6 N7 5.9(6) . . . . ?
N1 Pb1 N6 N7 180.0(7) . . . . ?
C6 N6 N7 C7 177.0(9) . . . . ?
Pb1 N6 N7 C7 -5.2(10) . . . . ?
O7 Pb1 N1A N2A -73.7(9) . . . . ?
N6 Pb1 N1A N2A -11.5(8) . . . . ?
N1 Pb1 N1A N2A 51.0(8) . . . . ?
Pb1 N1A N2A N3A 14E1(4) . . . . ?
C5 N1 C1 C2 -1.6(16) . . . . ?
Pb1 N1 C1 C2 174.1(8) . . . . ?
N1 C1 C2 C3 1.9(18) . . . . ?
C1 C2 C3 C4 -1.2(17) . . . . ?
C2 C3 C4 C5 0.3(17) . . . . ?
C1 N1 C5 C4 0.6(15) . . . . ?
Pb1 N1 C5 C4 -175.5(8) . . . . ?
C1 N1 C5 C6 178.4(9) . . . . ?
Pb1 N1 C5 C6 2.2(11) . . . . ?
C3 C4 C5 N1 0.0(16) . . . . ?
C3 C4 C5 C6 -177.6(10) . . . . ?
N7 N6 C6 C5 -177.7(8) . . . . ?
Pb1 N6 C6 C5 4.6(12) . . . . ?
N1 C5 C6 N6 -4.5(13) . . . . ?
C4 C5 C6 N6 173.3(10) . . . . ?
Pb1 O7 C7 N7 6.3(14) . . . . ?
Pb1 O7 C7 C8 -176.9(6) . . . . ?
N6 N7 C7 O7 -0.4(14) . . . . ?
N6 N7 C7 C8 -177.2(7) . . . . ?
O7 C7 C8 C12 -179.1(9) . . . . ?
N7 C7 C8 C12 -2.0(13) . . . . ?
O7 C7 C8 C9 1.4(13) . . . . ?
N7 C7 C8 C9 178.5(9) . . . . ?
C10 N9 C9 C8 2.5(15) . . . . ?
C12 C8 C9 N9 -2.2(15) . . . . ?
C7 C8 C9 N9 177.4(9) . . . . ?
C9 N9 C10 C11 -1.2(15) . . . . ?
N9 C10 C11 C12 -0.2(16) . . . . ?
C9 C8 C12 C11 0.6(14) . . . . ?
C7 C8 C12 C11 -179.0(9) . . . . ?
C10 C11 C12 C8 0.5(14) . . . . ?

# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1480034'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-06-01 downloaded from the CCDC.
;
_audit_creation_method           'APEX2 v2010.1-2'

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C13 H12 I2 N4 O Pb'
_chemical_formula_sum            'C13 H12 I2 N4 O Pb'
_chemical_formula_iupac          ?
_chemical_formula_weight         701.26

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   8.0385(12)
_cell_length_b                   16.069(2)
_cell_length_c                   13.0637(19)
_cell_angle_alpha                90
_cell_angle_beta                 97.536(4)
_cell_angle_gamma                90
_cell_volume                     1672.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4318
_cell_measurement_theta_min      2.5350
_cell_measurement_theta_max      25.1088
_cell_measurement_temperature    179.(2)

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_crystal_density_diffrn    2.784
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256

_exptl_absorpt_coefficient_mu    13.779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.4524
_exptl_absorpt_correction_T_max  0.7455

_exptl_special_details           
;
;

_diffrn_ambient_temperature      179.(2)

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         graphite
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker AXS Smart CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            18325
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         27.07
_diffrn_reflns_theta_full        27.07
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_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.
;

_reflns_number_total             3641
_reflns_number_gt                2857
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0795
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_number_reflns         3641
_refine_ls_number_parameters     195
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0391P)²+0.8261P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.493
_refine_diff_density_min         -1.390
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2010, 1, 0, 0'
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb Pb1 0.07940(4) 0.544306(16) 0.13579(2) 0.03150(10) Uani d . 1 . .
I I1 0.23635(7) 0.66233(3) 0.29113(4) 0.04188(14) Uani d . 1 . .
I I2 -0.22365(7) 0.66590(3) 0.05891(4) 0.04251(15) Uani d . 1 . .
O O1 0.3924(6) 0.4918(3) 0.1435(4) 0.0364(12) Uani d . 1 . .
N N4 0.7996(8) 0.3792(4) 0.0437(5) 0.0415(16) Uani d . 1 . .
N N1 0.3436(8) 0.3845(4) 0.2474(4) 0.0323(14) Uani d . 1 . .
N N2 0.1955(7) 0.4221(3) 0.2672(4) 0.0300(13) Uani d . 1 . .
N N3 -0.0894(7) 0.4983(3) 0.2897(4) 0.0300(13) Uani d . 1 . .
C C1 0.4309(9) 0.4235(4) 0.1783(5) 0.0284(15) Uani d . 1 . .
C C2 0.1248(9) 0.3944(4) 0.3418(5) 0.0310(16) Uani d . 1 . .
C C3 -0.0351(9) 0.4369(4) 0.3559(5) 0.0306(16) Uani d . 1 . .
C C4 -0.2356(10) 0.5362(5) 0.3002(6) 0.0410(19) Uani d . 1 . .
H H4 -0.2756 0.5784 0.2522 0.049 Uiso calc R 1 . .
C C5 -0.3282(11) 0.5164(5) 0.3767(6) 0.049(2) Uani d . 1 . .
H H5 -0.4289 0.5456 0.3835 0.058 Uiso calc R 1 . .
C C6 -0.2739(11) 0.4537(6) 0.4436(6) 0.051(2) Uani d . 1 . .
H H6 -0.3378 0.4387 0.497 0.061 Uiso calc R 1 . .
C C7 -0.1297(11) 0.4132(5) 0.4340(6) 0.047(2) Uani d . 1 . .
H H7 -0.0926 0.369 0.4797 0.056 Uiso calc R 1 . .
C C8 0.1858(11) 0.3259(5) 0.4141(6) 0.046(2) Uani d . 1 . .
H H8A 0.304 0.3145 0.4086 0.07 Uiso calc R 1 . .
H H8B 0.1192 0.2756 0.3961 0.07 Uiso calc R 1 . .
H H8C 0.1742 0.3424 0.485 0.07 Uiso calc R 1 . .
C C9 0.5855(8) 0.3794(4) 0.1538(5) 0.0272(14) Uani d . 1 . .
C C10 0.6585(9) 0.3128(4) 0.2087(5) 0.0331(16) Uani d . 1 . .
H H10 0.6099 0.2898 0.2649 0.04 Uiso calc R 1 . .
C C11 0.8038(10) 0.2804(5) 0.1797(6) 0.0381(18) Uani d . 1 . .
H H11 0.8578 0.2346 0.2162 0.046 Uiso calc R 1 . .
C C12 0.8696(10) 0.3145(4) 0.0986(6) 0.0401(18) Uani d . 1 . .
H H12 0.97 0.2913 0.0797 0.048 Uiso calc R 1 . .
C C13 0.6591(9) 0.4103(4) 0.0710(6) 0.0356(17) Uani d . 1 . .
H H13 0.6066 0.4555 0.0325 0.043 Uiso calc R 1 . .
H H16 0.364(9) 0.331(4) 0.256(5) 0.026(18) Uiso d . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Pb1 O1 . 2.643(5) ?
Pb1 N3 . 2.673(5) ?
Pb1 N2 . 2.693(6) ?
Pb1 I1 . 2.9386(6) ?
Pb1 I2 . 3.1811(7) ?
O1 C1 . 1.213(8) ?
N4 C13 . 1.326(9) ?
N4 C12 . 1.344(9) ?
N1 C1 . 1.366(8) ?
N1 N2 . 1.390(8) ?
N1 H16 . 0.88(6) ?
N2 C2 . 1.271(8) ?
N3 C4 . 1.347(9) ?
N3 C3 . 1.347(9) ?
C1 C9 . 1.502(9) ?
C2 C3 . 1.488(10) ?
C2 C8 . 1.491(10) ?
C3 C7 . 1.402(9) ?
C4 C5 . 1.360(11) ?
C4 H4 . 0.95 ?
C5 C6 . 1.368(12) ?
C5 H5 . 0.95 ?
C6 C7 . 1.350(12) ?
C6 H6 . 0.95 ?
C7 H7 . 0.95 ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 C10 . 1.377(10) ?
C9 C13 . 1.390(9) ?
C10 C11 . 1.376(10) ?
C10 H10 . 0.95 ?
C11 C12 . 1.361(10) ?
C11 H11 . 0.95 ?
C12 H12 . 0.95 ?
C13 H13 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Pb1 N3 . . 117.23(16) ?
O1 Pb1 N2 . . 59.64(15) ?
N3 Pb1 N2 . . 59.10(17) ?
O1 Pb1 I1 . . 81.90(11) ?
N3 Pb1 I1 . . 82.72(12) ?
N2 Pb1 I1 . . 87.08(13) ?
O1 Pb1 I2 . . 153.35(10) ?
N3 Pb1 I2 . . 87.95(12) ?
N2 Pb1 I2 . . 146.73(12) ?
I1 Pb1 I2 . . 93.628(18) ?
C1 O1 Pb1 . . 119.8(4) ?
C13 N4 C12 . . 117.4(6) ?
C1 N1 N2 . . 116.8(6) ?
C1 N1 H16 . . 115.(4) ?
N2 N1 H16 . . 124.(4) ?
C2 N2 N1 . . 118.1(6) ?
C2 N2 Pb1 . . 126.3(5) ?
N1 N2 Pb1 . . 115.6(4) ?
C4 N3 C3 . . 118.7(6) ?
C4 N3 Pb1 . . 119.1(4) ?
C3 N3 Pb1 . . 122.2(4) ?
O1 C1 N1 . . 122.4(6) ?
O1 C1 C9 . . 121.6(6) ?
N1 C1 C9 . . 115.8(6) ?
N2 C2 C3 . . 114.5(6) ?
N2 C2 C8 . . 127.0(7) ?
C3 C2 C8 . . 118.5(6) ?
N3 C3 C7 . . 120.4(7) ?
N3 C3 C2 . . 117.9(6) ?
C7 C3 C2 . . 121.7(7) ?
N3 C4 C5 . . 122.5(7) ?
N3 C4 H4 . . 118.7 ?
C5 C4 H4 . . 118.7 ?
C4 C5 C6 . . 118.9(8) ?
C4 C5 H5 . . 120.6 ?
C6 C5 H5 . . 120.6 ?
C7 C6 C5 . . 120.1(7) ?
C7 C6 H6 . . 120.0 ?
C5 C6 H6 . . 120.0 ?
C6 C7 C3 . . 119.4(8) ?
C6 C7 H7 . . 120.3 ?
C3 C7 H7 . . 120.3 ?
C2 C8 H8A . . 109.5 ?
C2 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C2 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C10 C9 C13 . . 119.2(6) ?
C10 C9 C1 . . 124.3(6) ?
C13 C9 C1 . . 116.5(6) ?
C11 C10 C9 . . 118.0(6) ?
C11 C10 H10 . . 121.0 ?
C9 C10 H10 . . 121.0 ?
C12 C11 C10 . . 119.5(7) ?
C12 C11 H11 . . 120.2 ?
C10 C11 H11 . . 120.2 ?
N4 C12 C11 . . 123.3(7) ?
N4 C12 H12 . . 118.4 ?
C11 C12 H12 . . 118.4 ?
N4 C13 C9 . . 122.6(7) ?
N4 C13 H13 . . 118.7 ?
C9 C13 H13 . . 118.7 ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1480035'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-06-01 downloaded from the CCDC.
;
_audit_creation_method           'APEX2 v2010.1-2'

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H14 N4 O3 Pb'
_chemical_formula_iupac          ?
_chemical_formula_weight         505.49

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   7.4569(15)
_cell_length_b                   13.319(3)
_cell_length_c                   15.894(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.541(7)
_cell_angle_gamma                90
_cell_volume                     1561.1(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2224
_cell_measurement_theta_min      2.5916
_cell_measurement_theta_max      24.8679
_cell_measurement_temperature    300.(2)

_exptl_crystal_description       Block
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_crystal_density_diffrn    2.151
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952

_exptl_absorpt_coefficient_mu    10.827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.5597
_exptl_absorpt_correction_T_max  0.7451

_exptl_special_details           
;
;

_diffrn_ambient_temperature      300.(2)

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         graphite
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker AXS Smart CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3330

_diffrn_reflns_number            9580
_diffrn_reflns_av_R_equivalents  0.0764
_diffrn_reflns_av_sigmaI/netI    0.0648
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         25.12
_diffrn_reflns_theta_full        25.12
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18

_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.
;

_reflns_number_total             2718
_reflns_number_gt                1988
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_gt          0.0704
_refine_ls_wR_factor_ref         0.0963
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_number_reflns         2718
_refine_ls_number_parameters     210
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0485P)²+0.0000P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.753
_refine_diff_density_min         -0.865
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb Pb1 0.07711(5) 0.29983(2) 1.00539(2) 0.03739(14) Uani d . 1 . .
N N1 0.2053(9) 0.4660(5) 0.9817(4) 0.0322(17) Uani d . 1 . .
O O3 0.1941(10) 0.3897(4) 1.1338(4) 0.0467(17) Uani d . 1 . .
N N3 0.1104(11) 0.3433(5) 0.8488(5) 0.0382(19) Uani d . 1 . .
C C12 0.3128(12) 0.5401(6) 1.2033(5) 0.032(2) Uani d . 1 . .
N N4 0.2591(10) 0.5275(5) 1.0516(4) 0.0338(17) Uani d . 1 . .
C C1 0.0534(17) 0.3149(8) 0.6999(7) 0.059(3) Uani d . 1 . .
H H1 0.0078 0.2727 0.6551 0.071 Uiso calc R 1 . .
C C2 0.0533(15) 0.2849(8) 0.7835(7) 0.055(3) Uani d . 1 . .
H H2A 0.0112 0.221 0.7937 0.066 Uiso calc R 1 . .
C C5 0.2492(11) 0.4802(6) 1.1239(5) 0.0299(18) Uani d . 1 . .
C C4 0.2308(11) 0.5013(6) 0.9082(6) 0.034(2) Uani d . 1 . .
C C3 0.1728(13) 0.4367(6) 0.8343(6) 0.038(2) Uani d . 1 . .
C C9 0.3148(13) 0.6010(7) 0.8971(6) 0.045(2) Uani d . 1 . .
H H9A 0.2224 0.6478 0.8742 0.067 Uiso calc R 1 . .
H H9B 0.4022 0.5946 0.8587 0.067 Uiso calc R 1 . .
H H9C 0.3738 0.6247 0.9512 0.067 Uiso calc R 1 . .
C C8 0.3748(14) 0.6383(6) 1.1977(6) 0.042(2) Uani d . 1 . .
H H8 0.382 0.6674 1.1451 0.05 Uiso calc R 1 . .
C C14 0.3153(13) 0.5006(7) 1.2822(6) 0.042(2) Uani d . 1 . .
H H14 0.2787 0.4347 1.2888 0.051 Uiso calc R 1 . .
N N5 0.4275(13) 0.6546(6) 1.3491(5) 0.052(2) Uani d . 1 . .
C C16 0.4248(15) 0.6908(7) 1.2713(6) 0.049(3) Uani d . 1 . .
H H16 0.4597 0.7574 1.2664 0.059 Uiso calc R 1 . .
C C13 0.3732(16) 0.5602(8) 1.3531(6) 0.054(3) Uani d . 1 . .
H H13 0.3739 0.5318 1.4066 0.065 Uiso calc R 1 . .
C C11 0.1830(15) 0.4685(8) 0.7507(6) 0.051(3) Uani d . 1 . .
H H11 0.2317 0.5311 0.7411 0.061 Uiso calc R 1 . .
C C10 0.1213(17) 0.4075(9) 0.6838(6) 0.063(3) Uani d . 1 . .
H H10 0.1252 0.4283 0.6283 0.075 Uiso calc R 1 . .
O O1 0.3690(10) 0.2499(5) 1.0048(4) 0.0486(18) Uani d . 1 . .
O O2 0.2330(12) 0.1227(5) 0.9340(5) 0.071(2) Uani d . 1 . .
C C17 0.3721(16) 0.1688(7) 0.9608(6) 0.048(3) Uani d . 1 . .
C C18 0.5574(17) 0.1325(8) 0.9447(7) 0.061(3) Uani d . 1 . .
H H18A 0.5667 0.0614 0.9543 0.092 Uiso calc R 1 . .
H H18B 0.6502 0.1661 0.9828 0.092 Uiso calc R 1 . .
H H18C 0.5723 0.147 0.887 0.092 Uiso calc R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Pb1 O1 . 2.277(7) ?
Pb1 O3 . 2.415(6) ?
Pb1 N1 . 2.462(7) ?
Pb1 N3 . 2.604(8) ?
N1 C4 . 1.300(11) ?
N1 N4 . 1.390(9) ?
O3 C5 . 1.290(10) ?
N3 C2 . 1.316(12) ?
N3 C3 . 1.359(11) ?
C12 C14 . 1.357(12) ?
C12 C8 . 1.395(12) ?
C12 C5 . 1.509(11) ?
N4 C5 . 1.322(10) ?
C1 C10 . 1.371(16) ?
C1 C2 . 1.388(16) ?
C4 C3 . 1.468(12) ?
C4 C9 . 1.489(12) ?
C3 C11 . 1.407(13) ?
C8 C16 . 1.367(12) ?
C14 C13 . 1.393(13) ?
N5 C16 . 1.324(13) ?
N5 C13 . 1.326(13) ?
C11 C10 . 1.363(14) ?
O1 C17 . 1.288(12) ?
O2 C17 . 1.226(13) ?
C17 C18 . 1.521(15) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Pb1 O3 . . 85.6(2) ?
O1 Pb1 N1 . . 82.5(2) ?
O3 Pb1 N1 . . 65.4(2) ?
O1 Pb1 N3 . . 80.4(2) ?
O3 Pb1 N3 . . 128.6(2) ?
N1 Pb1 N3 . . 63.9(2) ?
C4 N1 N4 . . 116.2(7) ?
C4 N1 Pb1 . . 125.1(5) ?
N4 N1 Pb1 . . 118.7(5) ?
C5 O3 Pb1 . . 116.2(5) ?
C2 N3 C3 . . 119.1(9) ?
C2 N3 Pb1 . . 123.8(7) ?
C3 N3 Pb1 . . 116.7(6) ?
C14 C12 C8 . . 117.6(8) ?
C14 C12 C5 . . 121.8(7) ?
C8 C12 C5 . . 120.6(8) ?
C5 N4 N1 . . 111.5(6) ?
C10 C1 C2 . . 119.3(10) ?
N3 C2 C1 . . 122.6(11) ?
O3 C5 N4 . . 127.7(7) ?
O3 C5 C12 . . 117.2(7) ?
N4 C5 C12 . . 115.1(7) ?
N1 C4 C3 . . 116.2(8) ?
N1 C4 C9 . . 123.3(8) ?
C3 C4 C9 . . 120.5(8) ?
N3 C3 C11 . . 120.2(8) ?
N3 C3 C4 . . 117.9(8) ?
C11 C3 C4 . . 121.8(8) ?
C16 C8 C12 . . 118.4(9) ?
C12 C14 C13 . . 119.2(9) ?
C16 N5 C13 . . 115.3(9) ?
N5 C16 C8 . . 125.3(9) ?
N5 C13 C14 . . 124.2(10) ?
C10 C11 C3 . . 119.8(10) ?
C11 C10 C1 . . 118.9(10) ?
C17 O1 Pb1 . . 110.0(7) ?
O2 C17 O1 . . 121.7(10) ?
O2 C17 C18 . . 121.7(9) ?
O1 C17 C18 . . 116.6(10) ?

