# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_ss15tt

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H17 N5 O7 Pb'
_chemical_formula_sum            'C18 H17 N5 O7 Pb'
_chemical_formula_weight         622.55

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                   9.3542(14)
_cell_length_b                   11.1933(16)
_cell_length_c                   11.9630(18)
_cell_angle_alpha                62.314(11)
_cell_angle_beta                 68.905(12)
_cell_angle_gamma                73.544(11)
_cell_volume                     1024.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    11132
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      27.33

_exptl_crystal_description       polyhedron
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.018
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             596
_exptl_absorpt_coefficient_mu    8.285
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.3076
_exptl_absorpt_correction_T_max  0.5895
_exptl_absorpt_process_details   
;
The absorption correction (X-RED; Stoe & Cie, 2001) 
was performed after optimizing the crystal shape 
using X-SHAPE (Stoe & Cie, 1999).
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      170(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  'IPDS II (Stoe & Cie)'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 'not measured'
_diffrn_standards_number         'not measured'
_diffrn_standards_interval_count 'not measured'
_diffrn_standards_interval_time  'not measured'
_diffrn_standards_decay_%        'not measured'
_diffrn_reflns_number            12320
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         27.33
_reflns_number_total             4500
_reflns_number_gt                3845
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SIR92 (Altomare et al., 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger. The FLAT command was applied 
to one of the NO3 group.The N-O and O...O distances of this NO3 group has been 
restrained using the 'DFIX' command as DFIX 1.21 0.02 and DFIX 2.19 0.02, respectively.
;

_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)+(0.0778P)²+3.8743P] 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     SHELXL
_refine_ls_extinction_coef       0.0109(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4500
_refine_ls_number_parameters     281
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1403
_refine_ls_wR_factor_gt          0.1311
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.103
_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
O21 O 0.351(2) 0.8681(14) 0.7212(14) 0.191(10) Uani 1 1 d D . .
Pb1 Pb 0.52983(4) 0.75180(3) 0.54471(3) 0.04755(17) Uani 1 1 d . . .
C21 C 0.9495(10) 0.6817(12) 0.7263(9) 0.058(2) Uani 1 1 d . . .
H21 H 1.0515 0.6986 0.6874 0.070 Uiso 1 1 calc R . .
C22 C 0.8470(10) 0.7324(11) 0.6498(9) 0.056(2) Uani 1 1 d . . .
H22 H 0.8828 0.7836 0.5604 0.068 Uiso 1 1 calc R . .
C24 C 0.6512(9) 0.6436(9) 0.8285(8) 0.0440(17) Uani 1 1 d . . .
H24 H 0.5473 0.6326 0.8658 0.053 Uiso 1 1 calc R . .
C25 C 0.7455(9) 0.5897(9) 0.9105(8) 0.0429(17) Uani 1 1 d . . .
H25 H 0.7056 0.5421 1.0001 0.051 Uiso 1 1 calc R . .
C26 C 0.9021(9) 0.6066(8) 0.8591(8) 0.0387(16) Uani 1 1 d . . .
C27 C 1.0118(9) 0.5477(8) 0.9396(8) 0.0394(16) Uani 1 1 d . . .
H27 H 1.1064 0.5805 0.9023 0.047 Uiso 1 1 calc R . .
N1 N 0.3786(8) 0.4935(9) 0.7094(7) 0.0468(17) Uani 1 1 d . . .
N2 N 0.2872(13) 0.9660(10) 0.6415(10) 0.080(3) Uani 1 1 d D . .
N23 N 0.6985(8) 0.7110(7) 0.6986(7) 0.0427(15) Uani 1 1 d . . .
O11 O 0.4280(8) 0.5433(8) 0.7618(6) 0.0592(17) Uani 1 1 d . . .
O14 O 0.7215(7) 0.5558(6) 0.5188(6) 0.0467(13) Uani 1 1 d . . .
O12 O 0.3485(7) 0.5737(6) 0.6001(6) 0.0511(14) Uani 1 1 d . . .
O13 O 0.3616(10) 0.3759(9) 0.7602(9) 0.079(2) Uani 1 1 d . . .
O22 O 0.2218(15) 0.9238(17) 0.5958(18) 0.187(10) Uani 1 1 d D . .
O23 O 0.2376(7) 1.0774(6) 0.6474(7) 0.0553(15) Uani 1 1 d D . .
N13 N 0.3940(9) 0.8738(10) 0.3434(8) 0.059(2) Uani 1 1 d . . .
C14 C 0.2476(12) 0.8673(12) 0.3638(11) 0.068(3) Uani 1 1 d . . .
H14 H 0.1970 0.8072 0.4452 0.082 Uiso 1 1 calc R . .
C15 C 0.1641(11) 0.9446(11) 0.2714(10) 0.061(3) Uani 1 1 d . . .
H15 H 0.0618 0.9344 0.2901 0.074 Uiso 1 1 calc R . .
C17 C 0.1600(10) 1.1234(8) 0.0454(8) 0.0436(17) Uani 1 1 d . . .
H17 H 0.2171 1.1844 -0.0313 0.052 Uiso 1 1 calc R . .
C16 C 0.2374(9) 1.0385(8) 0.1496(8) 0.0402(16) Uani 1 1 d . . .
C11 C 0.3898(11) 1.0433(10) 0.1306(9) 0.051(2) Uani 1 1 d . . .
H11 H 0.4439 1.1032 0.0510 0.061 Uiso 1 1 calc R . .
C18 C 0.0173(10) 1.1226(9) 0.0489(9) 0.0496(19) Uani 1 1 d . . .
H18 H -0.0416 1.0634 0.1258 0.060 Uiso 1 1 calc R . .
C12 C 0.4638(11) 0.9606(11) 0.2276(10) 0.056(2) Uani 1 1 d . . .
H12 H 0.5674 0.9661 0.2109 0.067 Uiso 1 1 calc R . .
C110 C 0.0281(10) 1.2768(9) -0.1869(9) 0.0469(18) Uani 1 1 d . . .
H110 H 0.1351 1.2702 -0.2077 0.056 Uiso 1 1 calc R . .
C19 C -0.0562(9) 1.2078(8) -0.0591(8) 0.0438(17) Uani 1 1 d . . .
C114 C -0.2144(11) 1.2216(11) -0.0365(10) 0.057(2) Uani 1 1 d . . .
H114 H -0.2749 1.1764 0.0473 0.068 Uiso 1 1 calc R . .
N112 N -0.2018(8) 1.3692(7) -0.2601(7) 0.0457(15) Uani 1 1 d . . .
C111 C -0.0499(10) 1.3556(9) -0.2831(9) 0.0477(18) Uani 1 1 d . . .
H111 H 0.0077 1.4012 -0.3681 0.057 Uiso 1 1 calc R . .
C113 C -0.2838(11) 1.3026(10) -0.1382(10) 0.054(2) Uani 1 1 d . . .
H113 H -0.3905 1.3107 -0.1207 0.065 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
O21 N2 1.240(13) . ?
Pb1 O14 2.475(6) . ?
Pb1 O11 2.635(8) . ?
Pb1 N23 2.644(7) . ?
Pb1 O12 2.678(7) . ?
Pb1 N13 2.729(7) . ?
C21 C26 1.375(12) . ?
C21 C22 1.385(12) . ?
C21 H21 0.9300 . ?
C22 N23 1.343(11) . ?
C22 H22 0.9300 . ?
C24 N23 1.336(11) . ?
C24 C25 1.369(11) . ?
C24 H24 0.9300 . ?
C25 C26 1.400(11) . ?
C25 H25 0.9300 . ?
C26 C27 1.468(10) . ?
C27 C27 1.322(16) 2_767 ?
C27 H27 0.9300 . ?
N1 O13 1.197(12) . ?
N1 O11 1.264(10) . ?
N1 O12 1.275(9) . ?
N2 O23 1.228(10) . ?
N2 O22 1.241(13) . ?
N13 C14 1.319(13) . ?
N13 C12 1.322(13) . ?
C14 C15 1.388(14) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(13) . ?
C15 H15 0.9300 . ?
C17 C18 1.323(12) . ?
C17 C16 1.462(11) . ?
C17 H17 0.9300 . ?
C16 C11 1.373(12) . ?
C11 C12 1.379(13) . ?
C11 H11 0.9300 . ?
C18 C19 1.475(11) . ?
C18 H18 0.9300 . ?
C12 H12 0.9300 . ?
C110 C111 1.389(12) . ?
C110 C19 1.391(12) . ?
C110 H110 0.9300 . ?
C19 C114 1.381(12) . ?
C114 C113 1.391(13) . ?
C114 H114 0.9300 . ?
N112 C111 1.324(11) . ?
N112 C113 1.334(12) . ?
C111 H111 0.9300 . ?
C113 H113 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
O14 Pb1 O11 76.8(2) . . ?
O14 Pb1 N23 79.0(2) . . ?
O11 Pb1 N23 75.7(2) . . ?
O14 Pb1 O12 77.84(19) . . ?
O11 Pb1 O12 48.11(18) . . ?
N23 Pb1 O12 122.6(2) . . ?
O14 Pb1 N13 109.0(2) . . ?
O11 Pb1 N13 122.5(2) . . ?
N23 Pb1 N13 161.0(3) . . ?
O12 Pb1 N13 76.4(2) . . ?
C26 C21 C22 120.8(8) . . ?
C26 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
N23 C22 C21 123.0(8) . . ?
N23 C22 H22 118.5 . . ?
C21 C22 H22 118.5 . . ?
N23 C24 C25 124.4(8) . . ?
N23 C24 H24 117.8 . . ?
C25 C24 H24 117.8 . . ?
C24 C25 C26 119.7(8) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C21 C26 C25 116.0(7) . . ?
C21 C26 C27 121.0(7) . . ?
C25 C26 C27 123.1(7) . . ?
C27 C27 C26 125.9(9) 2_767 . ?
C27 C27 H27 117.1 2_767 . ?
C26 C27 H27 117.1 . . ?
O13 N1 O11 121.2(8) . . ?
O13 N1 O12 121.7(8) . . ?
O11 N1 O12 117.1(8) . . ?
O23 N2 O21 123.9(10) . . ?
O23 N2 O22 119.7(10) . . ?
O21 N2 O22 109.8(12) . . ?
C24 N23 C22 115.9(7) . . ?
C24 N23 Pb1 121.4(5) . . ?
C22 N23 Pb1 121.4(5) . . ?
N1 O11 Pb1 96.2(5) . . ?
N1 O12 Pb1 93.9(5) . . ?
C14 N13 C12 117.2(8) . . ?
C14 N13 Pb1 121.1(7) . . ?
C12 N13 Pb1 120.6(6) . . ?
N13 C14 C15 124.2(9) . . ?
N13 C14 H14 117.9 . . ?
C15 C14 H14 117.9 . . ?
C14 C15 C16 118.6(9) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C18 C17 C16 126.8(8) . . ?
C18 C17 H17 116.6 . . ?
C16 C17 H17 116.6 . . ?
C11 C16 C15 116.1(7) . . ?
C11 C16 C17 121.1(8) . . ?
C15 C16 C17 122.7(7) . . ?
C16 C11 C12 121.1(8) . . ?
C16 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C17 C18 C19 125.4(8) . . ?
C17 C18 H18 117.3 . . ?
C19 C18 H18 117.3 . . ?
N13 C12 C11 122.8(8) . . ?
N13 C12 H12 118.6 . . ?
C11 C12 H12 118.6 . . ?
C111 C110 C19 119.0(8) . . ?
C111 C110 H110 120.5 . . ?
C19 C110 H110 120.5 . . ?
C114 C19 C110 117.0(8) . . ?
C114 C19 C18 120.5(8) . . ?
C110 C19 C18 122.5(8) . . ?
C19 C114 C113 120.5(9) . . ?
C19 C114 H114 119.8 . . ?
C113 C114 H114 119.8 . . ?
C111 N112 C113 118.1(7) . . ?
N112 C111 C110 123.5(8) . . ?
N112 C111 H111 118.2 . . ?
C110 C111 H111 118.2 . . ?
N112 C113 C114 121.9(8) . . ?
N112 C113 H113 119.0 . . ?
C114 C113 H113 119.0 . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        27.33
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         3.543
_refine_diff_density_min         -2.458
_refine_diff_density_rms         0.218
_database_code_depnum_ccdc_archive 'CCDC 896722'
