 
data_a 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C32 H16 N8 Zn' 
_chemical_formula_weight          577.92 
 
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' 
 'Zn'  'Zn'   0.2839   1.4301 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting           'Monoclinic'
_symmetry_space_group_name_H-M   'P21/c   '
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
 
_cell_length_a                    14.5140(10) 
_cell_length_b                    4.8442(19) 
_cell_length_c                    19.190(6) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  120.54(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      1162.1(6) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used    1073
_cell_measurement_theta_min        2.92
_cell_measurement_theta_max       22.09
 
_exptl_crystal_description        block 
_exptl_crystal_colour             red 
_exptl_crystal_size_max           0.32 
_exptl_crystal_size_mid           0.28 
_exptl_crystal_size_min           0.21 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.652 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              588 
_exptl_absorpt_coefficient_mu     1.101 
_exptl_absorpt_correction_type    Multi-scan 
_exptl_absorpt_correction_T_min   0.7196 
_exptl_absorpt_correction_T_max   0.8018 
_exptl_absorpt_process_details    SADABS 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       293(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_reflns_number             5487 
_diffrn_reflns_av_R_equivalents   0.0420 
_diffrn_reflns_av_sigmaI/netI     0.0506 
_diffrn_reflns_limit_h_min        -17 
_diffrn_reflns_limit_h_max        16 
_diffrn_reflns_limit_k_min        -5 
_diffrn_reflns_limit_k_max        5 
_diffrn_reflns_limit_l_min        -22 
_diffrn_reflns_limit_l_max        20 
_diffrn_reflns_theta_min          1.63 
_diffrn_reflns_theta_max          25.00 
_reflns_number_total              2045 
_reflns_number_gt                 1523 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection      'Bruker SMART'
_computing_cell_refinement      'Bruker SMART'
_computing_data_reduction       'Bruker SAINT'
_computing_structure_solution   'Bruker SHELXTL'
_computing_structure_refinement 'Bruker SHELXTL'
_computing_molecular_graphics   'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
 
_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)+(0.0100P)²+1.6000P] 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          2045 
_refine_ls_number_parameters      187 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0598 
_refine_ls_R_factor_gt            0.0402 
_refine_ls_wR_factor_ref          0.0837 
_refine_ls_wR_factor_gt           0.0778 
_refine_ls_goodness_of_fit_ref    1.047 
_refine_ls_restrained_S_all       1.047 
_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 
Zn1 Zn 0.0000 0.5000 0.0000 0.03338(18) Uani 1 2 d S . . 
N1 N 0.0748(2) 0.7246(5) 0.09910(15) 0.0286(6) Uani 1 1 d . . . 
N2 N 0.25201(19) 0.5268(6) 0.16081(14) 0.0277(6) Uani 1 1 d . . . 
N3 N 0.13439(19) 0.2980(5) 0.03407(15) 0.0280(6) Uani 1 1 d . . . 
N4 N -0.0714(2) 1.0178(6) 0.07831(15) 0.0296(6) Uani 1 1 d . . . 
C1 C 0.0287(2) 0.9272(6) 0.11971(18) 0.0280(8) Uani 1 1 d . . . 
C2 C 0.1072(2) 1.0384(7) 0.19829(18) 0.0286(7) Uani 1 1 d . . . 
C3 C 0.2018(2) 0.8950(7) 0.22276(18) 0.0282(7) Uani 1 1 d . . . 
C4 C 0.1795(2) 0.6988(7) 0.15896(18) 0.0274(7) Uani 1 1 d . . . 
C5 C 0.2920(3) 0.9513(8) 0.29671(19) 0.0368(9) Uani 1 1 d . . . 
H5 H 0.3557 0.8565 0.3138 0.044 Uiso 1 1 calc R . . 
C6 C 0.2842(3) 1.1532(8) 0.3442(2) 0.0403(9) Uani 1 1 d . . . 
H6 H 0.3438 1.1943 0.3942 0.048 Uiso 1 1 calc R . . 
C7 C 0.1894(3) 1.2963(8) 0.3190(2) 0.0387(9) Uani 1 1 d . . . 
H7 H 0.1868 1.4321 0.3522 0.046 Uiso 1 1 calc R . . 
C8 C 0.0999(3) 1.2405(7) 0.24596(19) 0.0352(8) Uani 1 1 d . . . 
H8 H 0.0363 1.3355 0.2291 0.042 Uiso 1 1 calc R . . 
C9 C 0.2310(2) 0.3454(7) 0.10268(19) 0.0274(7) Uani 1 1 d . . . 
C10 C 0.3103(3) 0.1610(7) 0.10339(19) 0.0293(8) Uani 1 1 d . . . 
C11 C 0.4186(3) 0.1274(7) 0.1556(2) 0.0376(9) Uani 1 1 d . . . 
H11 H 0.4551 0.2336 0.2022 0.045 Uiso 1 1 calc R . . 
C12 C 0.4710(3) -0.0684(7) 0.1364(2) 0.0418(9) Uani 1 1 d . . . 
H12 H 0.5441 -0.0939 0.1707 0.050 Uiso 1 1 calc R . . 
C13 C 0.4173(3) -0.2281(8) 0.0672(2) 0.0419(9) Uani 1 1 d . . . 
H13 H 0.4549 -0.3595 0.0561 0.050 Uiso 1 1 calc R . . 
C14 C 0.3097(3) -0.1958(7) 0.0147(2) 0.0347(8) Uani 1 1 d . . . 
H14 H 0.2735 -0.3027 -0.0319 0.042 Uiso 1 1 calc R . . 
C15 C 0.2567(2) 0.0013(7) 0.03350(18) 0.0288(7) Uani 1 1 d . . . 
C16 C -0.1460(3) 0.9098(7) 0.00857(19) 0.0297(8) Uani 1 1 d . . . 
 
 
_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 
Zn1 N1 1.970(3) . ? 
Zn1 N1 1.970(3) 3_565 ? 
Zn1 N3 1.973(2) . ? 
Zn1 N3 1.973(2) 3_565 ? 
N1 C1 1.356(4) . ? 
N1 C4 1.367(4) . ? 
N2 C9 1.328(4) . ? 
N2 C4 1.329(4) . ? 
N3 C16 1.361(4) 3_565 ? 
N3 C9 1.370(4) . ? 
N4 C1 1.327(4) . ? 
N4 C16 1.329(4) . ? 
C1 C2 1.455(4) . ? 
C2 C8 1.380(4) . ? 
C2 C3 1.391(4) . ? 
C3 C5 1.384(4) . ? 
C3 C4 1.450(4) . ? 
C5 C6 1.380(5) . ? 
C5 H5 0.9300 . ? 
C6 C7 1.390(5) . ? 
C6 H6 0.9300 . ? 
C7 C8 1.369(4) . ? 
C7 H7 0.9300 . ? 
C8 H8 0.9300 . ? 
C9 C10 1.452(4) . ? 
C10 C11 1.378(4) . ? 
C10 C15 1.393(4) . ? 
C11 C12 1.378(5) . ? 
C11 H11 0.9300 . ? 
C12 C13 1.385(5) . ? 
C12 H12 0.9300 . ? 
C13 C14 1.371(4) . ? 
C13 H13 0.9300 . ? 
C14 C15 1.384(4) . ? 
C14 H14 0.9300 . ? 
C15 C16 1.449(4) 3_565 ? 
C16 N3 1.361(4) 3_565 ? 
C16 C15 1.449(4) 3_565 ? 
 
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 Zn1 N1 180.00(12) . 3_565 ? 
N1 Zn1 N3 89.24(10) . . ? 
N1 Zn1 N3 90.76(10) 3_565 . ? 
N1 Zn1 N3 90.76(10) . 3_565 ? 
N1 Zn1 N3 89.24(10) 3_565 3_565 ? 
N3 Zn1 N3 180.00(14) . 3_565 ? 
C1 N1 C4 108.9(3) . . ? 
C1 N1 Zn1 124.7(2) . . ? 
C4 N1 Zn1 126.4(2) . . ? 
C9 N2 C4 123.5(3) . . ? 
C16 N3 C9 108.8(3) 3_565 . ? 
C16 N3 Zn1 124.9(2) 3_565 . ? 
C9 N3 Zn1 126.3(2) . . ? 
C1 N4 C16 123.9(3) . . ? 
N4 C1 N1 128.1(3) . . ? 
N4 C1 C2 122.7(3) . . ? 
N1 C1 C2 109.1(3) . . ? 
C8 C2 C3 121.7(3) . . ? 
C8 C2 C1 131.8(3) . . ? 
C3 C2 C1 106.5(3) . . ? 
C5 C3 C2 120.3(3) . . ? 
C5 C3 C4 133.2(3) . . ? 
C2 C3 C4 106.5(3) . . ? 
N2 C4 N1 127.3(3) . . ? 
N2 C4 C3 123.6(3) . . ? 
N1 C4 C3 109.0(3) . . ? 
C6 C5 C3 117.7(3) . . ? 
C6 C5 H5 121.2 . . ? 
C3 C5 H5 121.2 . . ? 
C5 C6 C7 121.5(3) . . ? 
C5 C6 H6 119.3 . . ? 
C7 C6 H6 119.3 . . ? 
C8 C7 C6 121.0(3) . . ? 
C8 C7 H7 119.5 . . ? 
C6 C7 H7 119.5 . . ? 
C7 C8 C2 117.8(3) . . ? 
C7 C8 H8 121.1 . . ? 
C2 C8 H8 121.1 . . ? 
N2 C9 N3 127.2(3) . . ? 
N2 C9 C10 123.8(3) . . ? 
N3 C9 C10 109.0(3) . . ? 
C11 C10 C15 120.4(3) . . ? 
C11 C10 C9 133.3(3) . . ? 
C15 C10 C9 106.3(3) . . ? 
C12 C11 C10 117.9(3) . . ? 
C12 C11 H11 121.1 . . ? 
C10 C11 H11 121.1 . . ? 
C11 C12 C13 121.5(3) . . ? 
C11 C12 H12 119.2 . . ? 
C13 C12 H12 119.2 . . ? 
C14 C13 C12 121.1(3) . . ? 
C14 C13 H13 119.5 . . ? 
C12 C13 H13 119.5 . . ? 
C13 C14 C15 117.6(3) . . ? 
C13 C14 H14 121.2 . . ? 
C15 C14 H14 121.2 . . ? 
C14 C15 C10 121.5(3) . . ? 
C14 C15 C16 131.7(3) . 3_565 ? 
C10 C15 C16 106.8(3) . 3_565 ? 
N4 C16 N3 127.6(3) . 3_565 ? 
N4 C16 C15 123.4(3) . 3_565 ? 
N3 C16 C15 109.0(3) 3_565 3_565 ? 
 
_diffrn_measured_fraction_theta_max    0.996 
_diffrn_reflns_theta_full              25.00 
_diffrn_measured_fraction_theta_full   0.996 
_refine_diff_density_max    0.292 
_refine_diff_density_min   -0.453 
_refine_diff_density_rms    0.066 
