# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_NCzBPhNCz.0.5H2O
_database_code_depnum_ccdc_archive 'CCDC 1470882'
_audit_update_record             
;
2016-03-27 deposited with the CCDC.
2016-05-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H21 N6 O0.50'
_chemical_formula_weight         497.55

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'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   I-4

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

_cell_length_a                   18.517(3)
_cell_length_b                   18.517(3)
_cell_length_c                   7.2125(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2473.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1036
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(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 CCD'
_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            10515
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_sigmaI/netI    0.0594
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         28.29
_reflns_number_total             3062
_reflns_number_gt                2349
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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. 
;

_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)+(0.0742P)²+0.6468P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_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   3(4)
_refine_ls_number_reflns         3062
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0542
_refine_ls_wR_factor_ref         0.1420
_refine_ls_wR_factor_gt          0.1309
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.37349(15) -0.04813(15) 0.1722(4) 0.0507(7) Uani 1 1 d . . .
H1A H 0.4128 -0.0788 0.1877 0.061 Uiso 1 1 calc R . .
C2 C 0.31859(15) -0.05027(14) 0.2997(5) 0.0514(7) Uani 1 1 d . . .
H2A H 0.3221 -0.0821 0.3991 0.062 Uiso 1 1 calc R . .
C3 C 0.25892(13) -0.00720(14) 0.2856(4) 0.0432(6) Uani 1 1 d . . .
H3A H 0.2220 -0.0086 0.3729 0.052 Uiso 1 1 calc R . .
C4 C 0.25646(12) 0.03854(13) 0.1342(3) 0.0344(5) Uani 1 1 d . . .
C5 C 0.31299(12) 0.04171(13) 0.0061(4) 0.0372(5) Uani 1 1 d . . .
C6 C 0.29364(12) 0.09479(13) -0.1297(3) 0.0362(5) Uani 1 1 d . . .
C7 C 0.32474(14) 0.11882(14) -0.2937(4) 0.0465(6) Uani 1 1 d . . .
H7A H 0.3693 0.1013 -0.3324 0.056 Uiso 1 1 calc R . .
C8 C 0.28835(17) 0.16867(17) -0.3967(4) 0.0590(8) Uani 1 1 d . . .
H8A H 0.3087 0.1858 -0.5061 0.071 Uiso 1 1 calc R . .
C9 C 0.22119(17) 0.19421(15) -0.3403(4) 0.0543(7) Uani 1 1 d . . .
H9A H 0.1977 0.2283 -0.4135 0.065 Uiso 1 1 calc R . .
C10 C 0.22569(12) 0.12188(12) -0.0780(3) 0.0339(5) Uani 1 1 d . . .
C11 C 0.13327(11) 0.09238(13) 0.1637(3) 0.0332(5) Uani 1 1 d . . .
C12 C 0.09265(12) 0.03009(12) 0.1817(3) 0.0314(5) Uani 1 1 d . . .
H12A H 0.1126 -0.0142 0.1485 0.038 Uiso 1 1 calc R . .
C13 C 0.02228(11) 0.03297(11) 0.2490(3) 0.0296(5) Uani 1 1 d . . .
C14 C -0.00593(12) 0.10040(12) 0.2993(3) 0.0340(5) Uani 1 1 d . . .
H14A H -0.0527 0.1036 0.3456 0.041 Uiso 1 1 calc R . .
C15 C 0.03505(13) 0.16162(13) 0.2806(3) 0.0375(5) Uani 1 1 d . . .
H15A H 0.0154 0.2059 0.3144 0.045 Uiso 1 1 calc R . .
C16 C 0.10476(13) 0.15908(12) 0.2129(3) 0.0365(5) Uani 1 1 d . . .
H16A H 0.1320 0.2010 0.2006 0.044 Uiso 1 1 calc R . .
N1 N 0.37243(12) -0.00265(13) 0.0234(4) 0.0548(7) Uani 1 1 d . . .
N2 N 0.20401(10) 0.08833(10) 0.0849(3) 0.0351(4) Uani 1 1 d . . .
N3 N 0.18822(13) 0.17090(12) -0.1801(4) 0.0514(6) Uani 1 1 d . . .
O1 O 0.5000 0.0000 -0.2500 0.171(4) Uani 1 4 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0453(15) 0.0456(14) 0.0611(18) -0.0076(14) -0.0148(14) 0.0102(12)
C2 0.0546(16) 0.0479(15) 0.0517(16) 0.0041(13) -0.0199(14) 0.0028(12)
C3 0.0404(13) 0.0527(15) 0.0364(13) 0.0047(12) -0.0069(11) 0.0000(11)
C4 0.0283(11) 0.0396(12) 0.0353(12) -0.0023(10) -0.0028(9) -0.0017(9)
C5 0.0303(11) 0.0406(13) 0.0407(13) -0.0083(11) -0.0038(10) -0.0064(10)
C6 0.0333(12) 0.0362(12) 0.0390(12) -0.0059(10) 0.0009(10) -0.0096(9)
C7 0.0423(14) 0.0502(15) 0.0470(14) -0.0045(13) 0.0118(12) -0.0093(12)
C8 0.0672(19) 0.0622(19) 0.0475(17) 0.0068(14) 0.0168(15) -0.0085(15)
C9 0.0669(18) 0.0492(16) 0.0470(16) 0.0005(13) -0.0033(14) -0.0066(13)
C10 0.0335(11) 0.0324(12) 0.0357(12) -0.0019(10) -0.0014(10) -0.0081(9)
C11 0.0304(11) 0.0462(13) 0.0229(10) 0.0007(10) -0.0009(9) -0.0006(10)
C12 0.0336(11) 0.0384(12) 0.0222(9) -0.0002(9) -0.0025(9) 0.0036(9)
C13 0.0319(11) 0.0406(12) 0.0163(9) -0.0008(8) -0.0030(8) 0.0040(9)
C14 0.0301(11) 0.0473(13) 0.0247(10) -0.0018(10) 0.0006(9) 0.0086(10)
C15 0.0427(13) 0.0393(12) 0.0305(12) -0.0046(10) -0.0030(10) 0.0105(10)
C16 0.0411(12) 0.0364(12) 0.0319(11) -0.0015(10) -0.0030(10) -0.0006(10)
N1 0.0416(12) 0.0565(14) 0.0664(17) -0.0140(13) -0.0052(12) 0.0030(10)
N2 0.0319(10) 0.0402(10) 0.0333(10) 0.0027(9) 0.0007(8) -0.0008(8)
N3 0.0555(14) 0.0472(12) 0.0515(14) -0.0057(11) -0.0042(12) -0.0050(10)
O1 0.161(4) 0.161(4) 0.192(12) 0.000 0.000 0.000

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.364(4) . ?
C1 C2 1.372(4) . ?
C2 C3 1.366(3) . ?
C3 C4 1.383(4) . ?
C4 C5 1.398(3) . ?
C4 N2 1.385(3) . ?
C5 N1 1.379(3) . ?
C5 C6 1.433(4) . ?
C6 C7 1.389(4) . ?
C6 C10 1.405(3) . ?
C7 C8 1.363(4) . ?
C8 C9 1.391(4) . ?
C9 N3 1.376(4) . ?
C10 N3 1.359(3) . ?
C10 N2 1.389(3) . ?
C11 C12 1.383(3) . ?
C11 C16 1.389(3) . ?
C11 N2 1.430(3) . ?
C12 C13 1.392(3) . ?
C13 C14 1.401(3) . ?
C13 C13 1.474(4) 2 ?
C14 C15 1.371(3) . ?
C15 C16 1.381(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 122.3(2) . . ?
C1 C2 C3 122.2(3) . . ?
C2 C3 C4 116.3(3) . . ?
C3 C4 C5 121.5(2) . . ?
C3 C4 N2 129.3(2) . . ?
C5 C4 N2 109.1(2) . . ?
C4 C5 N1 120.8(2) . . ?
C4 C5 C6 107.1(2) . . ?
N1 C5 C6 132.1(2) . . ?
C7 C6 C10 118.9(2) . . ?
C7 C6 C5 134.3(2) . . ?
C10 C6 C5 106.7(2) . . ?
C8 C7 C6 118.4(3) . . ?
C7 C8 C9 120.8(3) . . ?
N3 C9 C8 122.4(3) . . ?
N3 C10 N2 127.6(2) . . ?
N3 C10 C6 123.5(2) . . ?
N2 C10 C6 108.9(2) . . ?
C12 C11 C16 120.7(2) . . ?
C12 C11 N2 119.5(2) . . ?
C16 C11 N2 119.8(2) . . ?
C11 C12 C13 120.7(2) . . ?
C12 C13 C14 118.3(2) . . ?
C12 C13 C13 119.5(2) . 2 ?
C14 C13 C13 122.0(2) . 2 ?
C15 C14 C13 120.3(2) . . ?
C14 C15 C16 121.6(2) . . ?
C15 C16 C11 118.4(2) . . ?
C1 N1 C5 116.8(2) . . ?
C10 N2 C4 108.19(18) . . ?
C10 N2 C11 125.28(19) . . ?
C4 N2 C11 125.1(2) . . ?
C10 N3 C9 116.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.041
