# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1465176'
_audit_update_record             
;
2016-03-23 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          453-456
_chemical_formula_moiety         'C24 H20 N6 Zn'
_chemical_formula_sum            'C24 H20 N6 Zn'
_chemical_formula_weight         457.83

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   'C2/c  '

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

_cell_length_a                   18.700(17)
_cell_length_b                   9.744(9)
_cell_length_c                   11.970(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.312(12)
_cell_angle_gamma                90.00
_cell_volume                     2082(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    238(2)
_cell_measurement_reflns_used    3202
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      26.99

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    1.204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7141
_exptl_absorpt_correction_T_max  0.7948
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      238(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 DETECOR'
_diffrn_measurement_method       /w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4442
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         25.01
_reflns_number_total             1793
_reflns_number_gt                1627
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       SMART
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_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)+(0.1909P)²+1.7666P] 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         1793
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0601
_refine_ls_wR_factor_ref         0.2060
_refine_ls_wR_factor_gt          0.1711
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.954
_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 0.5000 0.16562(6) 0.2500 0.0280(4) Uani 1 2 d S . .
N1 N 0.55611(19) 0.2938(4) 0.3800(3) 0.0309(8) Uani 1 1 d . . .
N2 N 0.4342(2) 0.1331(4) 0.4430(3) 0.0364(9) Uani 1 1 d . . .
N3 N 0.43514(18) 0.0913(3) 0.3361(3) 0.0277(8) Uani 1 1 d . . .
C1 C 0.4799(3) 0.2262(5) 0.5035(4) 0.0397(11) Uani 1 1 d . . .
H1 H 0.4725 0.2452 0.5763 0.048 Uiso 1 1 calc R . .
C2 C 0.5386(2) 0.3047(4) 0.4814(4) 0.0316(9) Uani 1 1 d . . .
C3 C 0.5777(3) 0.3990(5) 0.5681(4) 0.0433(12) Uani 1 1 d . . .
H3 H 0.5643 0.4090 0.6373 0.052 Uiso 1 1 calc R . .
C4 C 0.6349(3) 0.4756(5) 0.5512(5) 0.0497(12) Uani 1 1 d . . .
H4 H 0.6618 0.5362 0.6097 0.060 Uiso 1 1 calc R . .
C5 C 0.6530(3) 0.4636(6) 0.4477(5) 0.0562(14) Uani 1 1 d . . .
H5 H 0.6918 0.5157 0.4338 0.067 Uiso 1 1 calc R . .
C6 C 0.6114(3) 0.3708(5) 0.3645(5) 0.0440(11) Uani 1 1 d . . .
H6 H 0.6230 0.3621 0.2936 0.053 Uiso 1 1 calc R . .
C7 C 0.3825(2) -0.0130(4) 0.2923(3) 0.0272(8) Uani 1 1 d . . .
C8 C 0.3364(2) -0.0690(5) 0.3534(4) 0.0342(9) Uani 1 1 d . . .
H8 H 0.3389 -0.0353 0.4280 0.041 Uiso 1 1 calc R . .
C9 C 0.2871(3) -0.1736(4) 0.3049(5) 0.0363(11) Uani 1 1 d . . .
H9 H 0.2571 -0.2114 0.3477 0.044 Uiso 1 1 calc R . .
C10 C 0.2812(3) -0.2241(5) 0.1930(4) 0.0404(11) Uani 1 1 d . . .
H10 H 0.2471 -0.2944 0.1599 0.048 Uiso 1 1 calc R . .
C11 C 0.3261(3) -0.1695(5) 0.1326(5) 0.0427(12) Uani 1 1 d . . .
H11 H 0.3228 -0.2032 0.0577 0.051 Uiso 1 1 calc R . .
C12 C 0.3765(2) -0.0646(5) 0.1803(4) 0.0354(10) Uani 1 1 d . . .
H12 H 0.4068 -0.0282 0.1373 0.042 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
Zn1 N3 1.950(3) 2_655 ?
Zn1 N3 1.950(3) . ?
Zn1 N1 2.028(4) . ?
Zn1 N1 2.028(4) 2_655 ?
N1 C6 1.334(6) . ?
N1 C2 1.352(6) . ?
N2 C1 1.307(6) . ?
N2 N3 1.348(5) . ?
N3 C7 1.403(5) . ?
C1 C2 1.427(6) . ?
C1 H1 0.9400 . ?
C2 C3 1.415(6) . ?
C3 C4 1.368(7) . ?
C3 H3 0.9400 . ?
C4 C5 1.384(8) . ?
C4 H4 0.9400 . ?
C5 C6 1.398(7) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C7 C8 1.398(6) . ?
C7 C12 1.404(6) . ?
C8 C9 1.380(6) . ?
C8 H8 0.9400 . ?
C9 C10 1.401(7) . ?
C9 H9 0.9400 . ?
C10 C11 1.367(7) . ?
C10 H10 0.9400 . ?
C11 C12 1.392(7) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?

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
N3 Zn1 N3 136.37(19) 2_655 . ?
N3 Zn1 N1 111.93(15) 2_655 . ?
N3 Zn1 N1 94.84(15) . . ?
N3 Zn1 N1 94.84(15) 2_655 2_655 ?
N3 Zn1 N1 111.93(15) . 2_655 ?
N1 Zn1 N1 103.9(2) . 2_655 ?
C6 N1 C2 119.0(4) . . ?
C6 N1 Zn1 119.0(3) . . ?
C2 N1 Zn1 122.0(3) . . ?
C1 N2 N3 123.0(4) . . ?
N2 N3 C7 111.6(3) . . ?
N2 N3 Zn1 125.1(3) . . ?
C7 N3 Zn1 123.3(3) . . ?
N2 C1 C2 133.0(4) . . ?
N2 C1 H1 113.5 . . ?
C2 C1 H1 113.5 . . ?
N1 C2 C1 122.0(4) . . ?
N1 C2 C3 120.0(4) . . ?
C1 C2 C3 118.1(4) . . ?
C4 C3 C2 120.1(5) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 119.8(4) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 117.4(5) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
N1 C6 C5 123.7(5) . . ?
N1 C6 H6 118.1 . . ?
C5 C6 H6 118.1 . . ?
C8 C7 C12 118.3(4) . . ?
C8 C7 N3 124.1(3) . . ?
C12 C7 N3 117.7(4) . . ?
C9 C8 C7 120.5(4) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 120.9(4) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C9 118.9(4) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 121.1(4) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C11 C12 C7 120.4(4) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?

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
N3 Zn1 N1 C6 33.7(4) 2_655 . . . ?
N3 Zn1 N1 C6 178.5(4) . . . . ?
N1 Zn1 N1 C6 -67.5(3) 2_655 . . . ?
N3 Zn1 N1 C2 -147.1(3) 2_655 . . . ?
N3 Zn1 N1 C2 -2.3(3) . . . . ?
N1 Zn1 N1 C2 111.7(4) 2_655 . . . ?
C1 N2 N3 C7 177.7(4) . . . . ?
C1 N2 N3 Zn1 -2.9(6) . . . . ?
N3 Zn1 N3 N2 132.8(3) 2_655 . . . ?
N1 Zn1 N3 N2 3.6(3) . . . . ?
N1 Zn1 N3 N2 -103.6(3) 2_655 . . . ?
N3 Zn1 N3 C7 -47.9(3) 2_655 . . . ?
N1 Zn1 N3 C7 -177.1(3) . . . . ?
N1 Zn1 N3 C7 75.7(3) 2_655 . . . ?
N3 N2 C1 C2 -0.3(9) . . . . ?
C6 N1 C2 C1 179.6(4) . . . . ?
Zn1 N1 C2 C1 0.4(6) . . . . ?
C6 N1 C2 C3 1.4(6) . . . . ?
Zn1 N1 C2 C3 -177.8(3) . . . . ?
N2 C1 C2 N1 1.7(8) . . . . ?
N2 C1 C2 C3 179.9(5) . . . . ?
N1 C2 C3 C4 -2.3(7) . . . . ?
C1 C2 C3 C4 179.4(5) . . . . ?
C2 C3 C4 C5 1.9(8) . . . . ?
C3 C4 C5 C6 -0.6(8) . . . . ?
C2 N1 C6 C5 -0.1(8) . . . . ?
Zn1 N1 C6 C5 179.2(4) . . . . ?
C4 C5 C6 N1 -0.4(9) . . . . ?
N2 N3 C7 C8 -1.6(5) . . . . ?
Zn1 N3 C7 C8 179.0(3) . . . . ?
N2 N3 C7 C12 178.9(4) . . . . ?
Zn1 N3 C7 C12 -0.5(5) . . . . ?
C12 C7 C8 C9 0.9(6) . . . . ?
N3 C7 C8 C9 -178.6(4) . . . . ?
C7 C8 C9 C10 -1.2(6) . . . . ?
C8 C9 C10 C11 1.0(7) . . . . ?
C9 C10 C11 C12 -0.5(7) . . . . ?
C10 C11 C12 C7 0.2(7) . . . . ?
C8 C7 C12 C11 -0.4(6) . . . . ?
N3 C7 C12 C11 179.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.638
_refine_diff_density_min         -1.179
_refine_diff_density_rms         0.182
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1465177'
_audit_update_record             
;
2016-03-23 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          443-445
_chemical_formula_moiety         'C24 H20 N6 Sn'
_chemical_formula_sum            'C24 H20 N6 Sn'
_chemical_formula_weight         511.15

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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)   '

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

_cell_length_a                   6.8727(6)
_cell_length_b                   13.5765(12)
_cell_length_c                   11.6682(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.5260(10)
_cell_angle_gamma                90.00
_cell_volume                     1083.67(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    238(2)
_cell_measurement_reflns_used    6382
_cell_measurement_theta_min      3.33
_cell_measurement_theta_max      31.97

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512
_exptl_absorpt_coefficient_mu    1.203
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7143
_exptl_absorpt_correction_T_max  0.7949
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      238(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 DETECOR'
_diffrn_measurement_method       /w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5992
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.33
_diffrn_reflns_theta_max         25.04
_reflns_number_total             2735
_reflns_number_gt                2680
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       SMART
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_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)+(0.0208P)²+0.0523P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constra
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.028(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_number_reflns         2735
_refine_ls_number_parameters     281
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0210
_refine_ls_R_factor_gt           0.0204
_refine_ls_wR_factor_ref         0.0506
_refine_ls_wR_factor_gt          0.0501
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.048
_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
Sn1 Sn 1.128702(19) 0.24493(3) 0.151491(12) 0.03274(10) Uani 1 1 d . . .
N3 N 0.9055(4) 0.3581(2) 0.1133(2) 0.0364(6) Uani 1 1 d . . .
N2 N 0.7867(4) 0.3983(2) 0.1867(2) 0.0416(6) Uani 1 1 d . . .
N1 N 1.1887(4) 0.3605(2) 0.3036(2) 0.0349(5) Uani 1 1 d . . .
N5 N 0.7794(4) 0.1495(2) 0.2795(3) 0.0472(7) Uani 1 1 d . . .
N6 N 0.9708(4) 0.1692(2) 0.2820(2) 0.0366(6) Uani 1 1 d . . .
N4 N 0.8974(4) 0.1455(2) 0.0366(3) 0.0373(6) Uani 1 1 d . . .
C1 C 0.8500(5) 0.4150(3) 0.2932(3) 0.0424(7) Uani 1 1 d . . .
H1 H 0.7532 0.4355 0.3397 0.051 Uiso 1 1 calc R . .
C2 C 1.0441(5) 0.4075(2) 0.3528(3) 0.0367(7) Uani 1 1 d . . .
C3 C 1.0825(5) 0.4544(3) 0.4595(3) 0.0466(8) Uani 1 1 d . . .
H3 H 0.9807 0.4849 0.4946 0.056 Uiso 1 1 calc R . .
C4 C 1.2694(6) 0.4556(3) 0.5125(3) 0.0526(9) Uani 1 1 d . . .
H4 H 1.2971 0.4873 0.5839 0.063 Uiso 1 1 calc R . .
C5 C 1.4165(6) 0.4098(3) 0.4598(3) 0.0528(9) Uani 1 1 d . . .
H5 H 1.5458 0.4106 0.4944 0.063 Uiso 1 1 calc R . .
C6 C 1.3714(4) 0.3629(3) 0.3559(3) 0.0436(9) Uani 1 1 d . . .
H6 H 1.4718 0.3315 0.3205 0.052 Uiso 1 1 calc R . .
C7 C 0.8271(6) 0.3669(3) -0.0032(3) 0.0442(9) Uani 1 1 d . . .
C8 C 0.6295(6) 0.3514(3) -0.0386(4) 0.0596(11) Uani 1 1 d . . .
H8 H 0.5408 0.3352 0.0150 0.072 Uiso 1 1 calc R . .
C9 C 0.5678(9) 0.3604(5) -0.1542(5) 0.0888(19) Uani 1 1 d . . .
H9 H 0.4354 0.3493 -0.1791 0.107 Uiso 1 1 calc R . .
C10 C 0.6938(14) 0.3851(5) -0.2340(5) 0.111(3) Uani 1 1 d . . .
H10 H 0.6474 0.3916 -0.3120 0.133 Uiso 1 1 calc R . .
C11 C 0.8864(14) 0.4001(5) -0.1992(5) 0.095(2) Uani 1 1 d . . .
H11 H 0.9732 0.4163 -0.2538 0.114 Uiso 1 1 calc R . .
C12 C 0.9553(9) 0.3917(4) -0.0844(4) 0.0571(14) Uani 1 1 d . . .
H12 H 1.0882 0.4027 -0.0610 0.069 Uiso 1 1 calc R . .
C13 C 0.6717(5) 0.1323(3) 0.1832(3) 0.0468(8) Uani 1 1 d . . .
H13 H 0.5374 0.1268 0.1915 0.056 Uiso 1 1 calc R . .
C14 C 0.7199(5) 0.1203(2) 0.0667(3) 0.0415(7) Uani 1 1 d . . .
C15 C 0.5822(5) 0.0771(3) -0.0150(4) 0.0500(9) Uani 1 1 d . . .
H15 H 0.4577 0.0604 0.0059 0.060 Uiso 1 1 calc R . .
C16 C 0.6271(6) 0.0594(3) -0.1237(4) 0.0599(10) Uani 1 1 d . . .
H16 H 0.5350 0.0297 -0.1777 0.072 Uiso 1 1 calc R . .
C17 C 0.8085(8) 0.0851(3) -0.1542(4) 0.0589(10) Uani 1 1 d . . .
H17 H 0.8422 0.0744 -0.2294 0.071 Uiso 1 1 calc R . .
C18 C 0.9401(7) 0.1272(3) -0.0713(4) 0.0463(10) Uani 1 1 d . . .
H18 H 1.0652 0.1437 -0.0914 0.056 Uiso 1 1 calc R . .
C19 C 1.0602(5) 0.1706(2) 0.3978(3) 0.0417(7) Uani 1 1 d . . .
C20 C 1.2545(6) 0.1421(3) 0.4199(4) 0.0508(9) Uani 1 1 d . . .
H20 H 1.3230 0.1193 0.3592 0.061 Uiso 1 1 calc R . .
C21 C 1.3485(7) 0.1468(3) 0.5302(4) 0.0642(12) Uani 1 1 d . . .
H21 H 1.4811 0.1294 0.5432 0.077 Uiso 1 1 calc R . .
C22 C 1.2502(9) 0.1767(3) 0.6202(4) 0.0727(13) Uani 1 1 d . . .
H22 H 1.3142 0.1787 0.6951 0.087 Uiso 1 1 calc R . .
C23 C 1.0580(9) 0.2036(3) 0.6010(3) 0.0735(14) Uani 1 1 d . . .
H23 H 0.9906 0.2241 0.6632 0.088 Uiso 1 1 calc R . .
C24 C 0.9604(6) 0.2013(3) 0.4903(3) 0.0517(9) Uani 1 1 d . . .
H24 H 0.8285 0.2203 0.4781 0.062 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
Sn1 N3 2.186(3) . ?
Sn1 N6 2.207(3) . ?
Sn1 N1 2.375(3) . ?
Sn1 N4 2.395(3) . ?
N3 N2 1.354(4) . ?
N3 C7 1.419(5) . ?
N2 C1 1.297(4) . ?
N1 C6 1.343(4) . ?
N1 C2 1.354(4) . ?
N5 C13 1.306(5) . ?
N5 N6 1.340(4) . ?
N6 C19 1.430(4) . ?
N4 C18 1.343(5) . ?
N4 C14 1.346(4) . ?
C1 C2 1.447(5) . ?
C1 H1 0.9400 . ?
C2 C3 1.401(5) . ?
C3 C4 1.371(5) . ?
C3 H3 0.9400 . ?
C4 C5 1.381(6) . ?
C4 H4 0.9400 . ?
C5 C6 1.378(5) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C7 C12 1.395(7) . ?
C7 C8 1.397(5) . ?
C8 C9 1.380(7) . ?
C8 H8 0.9400 . ?
C9 C10 1.372(10) . ?
C9 H9 0.9400 . ?
C10 C11 1.362(11) . ?
C10 H10 0.9400 . ?
C11 C12 1.382(9) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.439(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.405(5) . ?
C15 C16 1.355(6) . ?
C15 H15 0.9400 . ?
C16 C17 1.374(6) . ?
C16 H16 0.9400 . ?
C17 C18 1.382(6) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C20 1.390(5) . ?
C19 C24 1.397(5) . ?
C20 C21 1.385(6) . ?
C20 H20 0.9400 . ?
C21 C22 1.364(7) . ?
C21 H21 0.9400 . ?
C22 C23 1.368(8) . ?
C22 H22 0.9400 . ?
C23 C24 1.397(6) . ?
C23 H23 0.9400 . ?
C24 H24 0.9400 . ?

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
N3 Sn1 N6 94.94(10) . . ?
N3 Sn1 N1 75.86(10) . . ?
N6 Sn1 N1 81.61(9) . . ?
N3 Sn1 N4 82.37(10) . . ?
N6 Sn1 N4 77.26(10) . . ?
N1 Sn1 N4 148.07(9) . . ?
N2 N3 C7 112.0(3) . . ?
N2 N3 Sn1 127.5(2) . . ?
C7 N3 Sn1 116.7(2) . . ?
C1 N2 N3 120.6(3) . . ?
C6 N1 C2 119.2(3) . . ?
C6 N1 Sn1 116.3(2) . . ?
C2 N1 Sn1 123.11(19) . . ?
C13 N5 N6 121.9(3) . . ?
N5 N6 C19 110.8(3) . . ?
N5 N6 Sn1 128.7(2) . . ?
C19 N6 Sn1 116.8(2) . . ?
C18 N4 C14 118.9(3) . . ?
C18 N4 Sn1 115.8(3) . . ?
C14 N4 Sn1 124.5(2) . . ?
N2 C1 C2 131.1(3) . . ?
N2 C1 H1 114.5 . . ?
C2 C1 H1 114.5 . . ?
N1 C2 C3 120.5(3) . . ?
N1 C2 C1 120.6(3) . . ?
C3 C2 C1 118.7(3) . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 119.2(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 119.2(3) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
N1 C6 C5 122.2(3) . . ?
N1 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C12 C7 C8 119.7(4) . . ?
C12 C7 N3 117.7(4) . . ?
C8 C7 N3 122.6(4) . . ?
C9 C8 C7 118.3(5) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 120.9 . . ?
C10 C9 C8 122.0(5) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C11 C10 C9 119.6(5) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C12 120.6(7) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C7 119.9(6) . . ?
C11 C12 H12 120.1 . . ?
C7 C12 H12 120.1 . . ?
N5 C13 C14 132.1(3) . . ?
N5 C13 H13 114.0 . . ?
C14 C13 H13 114.0 . . ?
N4 C14 C15 119.8(3) . . ?
N4 C14 C13 121.0(3) . . ?
C15 C14 C13 119.1(3) . . ?
C16 C15 C14 120.6(4) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C17 119.4(4) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C16 C17 C18 118.2(4) . . ?
C16 C17 H17 120.9 . . ?
C18 C17 H17 120.9 . . ?
N4 C18 C17 123.0(5) . . ?
N4 C18 H18 118.5 . . ?
C17 C18 H18 118.5 . . ?
C20 C19 C24 118.3(3) . . ?
C20 C19 N6 119.3(3) . . ?
C24 C19 N6 122.4(3) . . ?
C21 C20 C19 120.9(4) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C20 120.5(4) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 119.7(4) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C22 C23 C24 121.0(4) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C19 C24 C23 119.5(4) . . ?
C19 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?

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
N6 Sn1 N3 N2 32.4(3) . . . . ?
N1 Sn1 N3 N2 -47.6(2) . . . . ?
N4 Sn1 N3 N2 108.8(3) . . . . ?
N6 Sn1 N3 C7 -123.8(3) . . . . ?
N1 Sn1 N3 C7 156.1(3) . . . . ?
N4 Sn1 N3 C7 -47.4(3) . . . . ?
C7 N3 N2 C1 -166.1(3) . . . . ?
Sn1 N3 N2 C1 36.8(4) . . . . ?
N3 Sn1 N1 C6 -155.5(3) . . . . ?
N6 Sn1 N1 C6 107.2(2) . . . . ?
N4 Sn1 N1 C6 156.0(2) . . . . ?
N3 Sn1 N1 C2 38.0(2) . . . . ?
N6 Sn1 N1 C2 -59.3(2) . . . . ?
N4 Sn1 N1 C2 -10.5(3) . . . . ?
C13 N5 N6 C19 -171.3(3) . . . . ?
C13 N5 N6 Sn1 31.6(5) . . . . ?
N3 Sn1 N6 N5 41.1(3) . . . . ?
N1 Sn1 N6 N5 116.0(3) . . . . ?
N4 Sn1 N6 N5 -39.9(3) . . . . ?
N3 Sn1 N6 C19 -114.8(2) . . . . ?
N1 Sn1 N6 C19 -39.9(2) . . . . ?
N4 Sn1 N6 C19 164.2(2) . . . . ?
N3 Sn1 N4 C18 103.6(3) . . . . ?
N6 Sn1 N4 C18 -159.6(3) . . . . ?
N1 Sn1 N4 C18 150.6(3) . . . . ?
N3 Sn1 N4 C14 -66.3(3) . . . . ?
N6 Sn1 N4 C14 30.6(2) . . . . ?
N1 Sn1 N4 C14 -19.2(4) . . . . ?
N3 N2 C1 C2 7.3(6) . . . . ?
C6 N1 C2 C3 -2.7(5) . . . . ?
Sn1 N1 C2 C3 163.4(2) . . . . ?
C6 N1 C2 C1 173.6(3) . . . . ?
Sn1 N1 C2 C1 -20.2(4) . . . . ?
N2 C1 C2 N1 -13.3(6) . . . . ?
N2 C1 C2 C3 163.1(4) . . . . ?
N1 C2 C3 C4 2.2(5) . . . . ?
C1 C2 C3 C4 -174.2(3) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C3 C4 C5 C6 -0.8(6) . . . . ?
C2 N1 C6 C5 1.5(5) . . . . ?
Sn1 N1 C6 C5 -165.6(3) . . . . ?
C4 C5 C6 N1 0.3(6) . . . . ?
N2 N3 C7 C12 138.6(4) . . . . ?
Sn1 N3 C7 C12 -61.6(4) . . . . ?
N2 N3 C7 C8 -41.6(5) . . . . ?
Sn1 N3 C7 C8 118.2(4) . . . . ?
C12 C7 C8 C9 0.6(6) . . . . ?
N3 C7 C8 C9 -179.1(4) . . . . ?
C7 C8 C9 C10 -0.8(8) . . . . ?
C8 C9 C10 C11 0.9(10) . . . . ?
C9 C10 C11 C12 -0.7(10) . . . . ?
C10 C11 C12 C7 0.5(9) . . . . ?
C8 C7 C12 C11 -0.5(7) . . . . ?
N3 C7 C12 C11 179.3(4) . . . . ?
N6 N5 C13 C14 6.7(7) . . . . ?
C18 N4 C14 C15 -1.1(5) . . . . ?
Sn1 N4 C14 C15 168.5(3) . . . . ?
C18 N4 C14 C13 175.8(4) . . . . ?
Sn1 N4 C14 C13 -14.6(4) . . . . ?
N5 C13 C14 N4 -13.6(6) . . . . ?
N5 C13 C14 C15 163.4(4) . . . . ?
N4 C14 C15 C16 0.9(5) . . . . ?
C13 C14 C15 C16 -176.1(4) . . . . ?
C14 C15 C16 C17 -0.8(6) . . . . ?
C15 C16 C17 C18 0.9(7) . . . . ?
C14 N4 C18 C17 1.3(6) . . . . ?
Sn1 N4 C18 C17 -169.2(4) . . . . ?
C16 C17 C18 N4 -1.2(7) . . . . ?
N5 N6 C19 C20 149.0(3) . . . . ?
Sn1 N6 C19 C20 -51.0(4) . . . . ?
N5 N6 C19 C24 -32.2(5) . . . . ?
Sn1 N6 C19 C24 127.9(3) . . . . ?
C24 C19 C20 C21 -1.9(5) . . . . ?
N6 C19 C20 C21 177.0(3) . . . . ?
C19 C20 C21 C22 2.1(6) . . . . ?
C20 C21 C22 C23 -1.1(7) . . . . ?
C21 C22 C23 C24 -0.1(7) . . . . ?
C20 C19 C24 C23 0.7(5) . . . . ?
N6 C19 C24 C23 -178.1(4) . . . . ?
C22 C23 C24 C19 0.3(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.047
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1465178'
_audit_update_record             
;
2016-03-23 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          441-443
_chemical_formula_moiety         'C24 H20 Fe N6'
_chemical_formula_sum            'C24 H20 Fe N6'
_chemical_formula_weight         448.31

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

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

_cell_length_a                   18.647(4)
_cell_length_b                   9.818(2)
_cell_length_c                   11.893(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.839(4)
_cell_angle_gamma                90.00
_cell_volume                     2072.7(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    238(2)
_cell_measurement_reflns_used    2506
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      27.72

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8059
_exptl_absorpt_correction_T_max  0.8642
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      238(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 DETECOR'
_diffrn_measurement_method       /w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5475
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_sigmaI/netI    0.0485
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         25.04
_reflns_number_total             1833
_reflns_number_gt                1619
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       SMART
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_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)+(0.0293P)²+1.6681P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constra
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1833
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0848
_refine_ls_wR_factor_gt          0.0813
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
Fe1 Fe 0.5000 0.84202(4) 0.7500 0.03197(16) Uani 1 2 d S . .
N1 N 0.44604(9) 0.70984(17) 0.61797(15) 0.0344(4) Uani 1 1 d . . .
N2 N 0.56689(10) 0.86837(19) 0.55222(15) 0.0399(4) Uani 1 1 d . . .
N3 N 0.56622(9) 0.91018(17) 0.65993(13) 0.0310(4) Uani 1 1 d . . .
C1 C 0.52142(12) 0.7757(2) 0.49283(18) 0.0411(5) Uani 1 1 d . . .
H1 H 0.5281 0.7570 0.4192 0.049 Uiso 1 1 calc R . .
C2 C 0.46287(11) 0.6955(2) 0.51590(18) 0.0344(5) Uani 1 1 d . . .
C3 C 0.42375(13) 0.6015(2) 0.4306(2) 0.0457(6) Uani 1 1 d . . .
H3 H 0.4362 0.5918 0.3601 0.055 Uiso 1 1 calc R . .
C4 C 0.36763(13) 0.5237(3) 0.4491(2) 0.0534(6) Uani 1 1 d . . .
H4 H 0.3408 0.4614 0.3915 0.064 Uiso 1 1 calc R . .
C5 C 0.35119(14) 0.5384(3) 0.5535(2) 0.0585(7) Uani 1 1 d . . .
H5 H 0.3132 0.4856 0.5689 0.070 Uiso 1 1 calc R . .
C6 C 0.39085(13) 0.6309(3) 0.6343(2) 0.0491(6) Uani 1 1 d . . .
H6 H 0.3791 0.6401 0.7054 0.059 Uiso 1 1 calc R . .
C7 C 0.61909(10) 1.0147(2) 0.70445(17) 0.0306(4) Uani 1 1 d . . .
C8 C 0.66495(11) 1.0710(2) 0.64354(18) 0.0359(5) Uani 1 1 d . . .
H8 H 0.6624 1.0377 0.5683 0.043 Uiso 1 1 calc R . .
C9 C 0.71408(12) 1.1756(2) 0.6930(2) 0.0403(5) Uani 1 1 d . . .
H9 H 0.7441 1.2134 0.6503 0.048 Uiso 1 1 calc R . .
C10 C 0.71984(12) 1.2255(2) 0.8040(2) 0.0426(5) Uani 1 1 d . . .
H10 H 0.7539 1.2958 0.8374 0.051 Uiso 1 1 calc R . .
C11 C 0.67475(13) 1.1704(2) 0.8650(2) 0.0441(5) Uani 1 1 d . . .
H11 H 0.6779 1.2038 0.9405 0.053 Uiso 1 1 calc R . .
C12 C 0.62509(12) 1.0668(2) 0.81618(18) 0.0379(5) Uani 1 1 d . . .
H12 H 0.5947 1.0306 0.8589 0.046 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
Fe1 N3 1.9825(16) . ?
Fe1 N3 1.9825(16) 2_656 ?
Fe1 N1 2.0480(17) . ?
Fe1 N1 2.0480(17) 2_656 ?
N1 C6 1.349(3) . ?
N1 C2 1.351(3) . ?
N2 C1 1.295(3) . ?
N2 N3 1.349(2) . ?
N3 C7 1.409(3) . ?
C1 C2 1.439(3) . ?
C1 H1 0.9400 . ?
C2 C3 1.400(3) . ?
C3 C4 1.366(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.375(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.363(3) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C7 C8 1.393(3) . ?
C7 C12 1.396(3) . ?
C8 C9 1.382(3) . ?
C8 H8 0.9400 . ?
C9 C10 1.382(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.378(3) . ?
C10 H10 0.9400 . ?
C11 C12 1.378(3) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?

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
N3 Fe1 N3 140.55(10) . 2_656 ?
N3 Fe1 N1 92.33(7) . . ?
N3 Fe1 N1 112.78(7) 2_656 . ?
N3 Fe1 N1 112.78(7) . 2_656 ?
N3 Fe1 N1 92.33(7) 2_656 2_656 ?
N1 Fe1 N1 101.35(10) . 2_656 ?
C6 N1 C2 117.85(19) . . ?
C6 N1 Fe1 118.09(15) . . ?
C2 N1 Fe1 124.06(14) . . ?
C1 N2 N3 122.45(17) . . ?
N2 N3 C7 111.68(15) . . ?
N2 N3 Fe1 126.80(13) . . ?
C7 N3 Fe1 121.52(12) . . ?
N2 C1 C2 133.50(19) . . ?
N2 C1 H1 113.3 . . ?
C2 C1 H1 113.2 . . ?
N1 C2 C3 120.5(2) . . ?
N1 C2 C1 120.86(18) . . ?
C3 C2 C1 118.68(19) . . ?
C4 C3 C2 120.4(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 118.7(2) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C6 C5 C4 118.9(2) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
N1 C6 C5 123.6(2) . . ?
N1 C6 H6 118.2 . . ?
C5 C6 H6 118.2 . . ?
C8 C7 C12 117.79(19) . . ?
C8 C7 N3 124.33(17) . . ?
C12 C7 N3 117.87(17) . . ?
C9 C8 C7 120.42(19) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 121.2(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 118.9(2) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 120.5(2) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C7 121.3(2) . . ?
C11 C12 H12 119.4 . . ?
C7 C12 H12 119.4 . . ?

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
N3 Fe1 N1 C6 179.91(17) . . . . ?
N3 Fe1 N1 C6 -31.31(18) 2_656 . . . ?
N1 Fe1 N1 C6 66.12(16) 2_656 . . . ?
N3 Fe1 N1 C2 0.75(16) . . . . ?
N3 Fe1 N1 C2 149.53(15) 2_656 . . . ?
N1 Fe1 N1 C2 -113.04(17) 2_656 . . . ?
C1 N2 N3 C7 -178.01(19) . . . . ?
C1 N2 N3 Fe1 0.9(3) . . . . ?
N3 Fe1 N3 N2 -132.21(17) 2_656 . . . ?
N1 Fe1 N3 N2 -0.98(17) . . . . ?
N1 Fe1 N3 N2 102.37(16) 2_656 . . . ?
N3 Fe1 N3 C7 46.57(13) 2_656 . . . ?
N1 Fe1 N3 C7 177.80(15) . . . . ?
N1 Fe1 N3 C7 -78.85(16) 2_656 . . . ?
N3 N2 C1 C2 -0.2(4) . . . . ?
C6 N1 C2 C3 0.1(3) . . . . ?
Fe1 N1 C2 C3 179.26(15) . . . . ?
C6 N1 C2 C1 -179.6(2) . . . . ?
Fe1 N1 C2 C1 -0.4(3) . . . . ?
N2 C1 C2 N1 0.0(4) . . . . ?
N2 C1 C2 C3 -179.7(2) . . . . ?
N1 C2 C3 C4 0.5(3) . . . . ?
C1 C2 C3 C4 -179.8(2) . . . . ?
C2 C3 C4 C5 -0.9(4) . . . . ?
C3 C4 C5 C6 0.6(4) . . . . ?
C2 N1 C6 C5 -0.3(3) . . . . ?
Fe1 N1 C6 C5 -179.5(2) . . . . ?
C4 C5 C6 N1 0.0(4) . . . . ?
N2 N3 C7 C8 1.8(3) . . . . ?
Fe1 N3 C7 C8 -177.15(15) . . . . ?
N2 N3 C7 C12 -179.32(17) . . . . ?
Fe1 N3 C7 C12 1.7(2) . . . . ?
C12 C7 C8 C9 -0.4(3) . . . . ?
N3 C7 C8 C9 178.49(18) . . . . ?
C7 C8 C9 C10 0.9(3) . . . . ?
C8 C9 C10 C11 -0.9(3) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C10 C11 C12 C7 0.1(3) . . . . ?
C8 C7 C12 C11 -0.1(3) . . . . ?
N3 C7 C12 C11 -179.08(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1465179'
_audit_update_record             
;
2016-03-23 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          466-468
_chemical_formula_moiety         'C24 H20 Co N6'
_chemical_formula_sum            'C24 H20 Co N6'
_chemical_formula_weight         451.39

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

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

_cell_length_a                   17.900(4)
_cell_length_b                   9.5400(19)
_cell_length_c                   12.450(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.90(3)
_cell_angle_gamma                90.00
_cell_volume                     2087.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    238(2)
_cell_measurement_reflns_used    1030
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      22.66

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             932
_exptl_absorpt_coefficient_mu    0.846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7854
_exptl_absorpt_correction_T_max  0.8490
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      238(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 DETECOR'
_diffrn_measurement_method       /w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4455
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         25.05
_reflns_number_total             1848
_reflns_number_gt                1395
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       SMART
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_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)+(0.0809P)²+0.0000P] 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         1848
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1417
_refine_ls_wR_factor_gt          0.1257
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Co1 Co 1.0000 0.67717(7) 0.2500 0.0392(3) Uani 1 2 d S . .
N3 N 0.92896(17) 0.5899(3) 0.3302(2) 0.0384(7) Uani 1 1 d . . .
N2 N 0.92941(19) 0.6102(3) 0.4373(2) 0.0495(8) Uani 1 1 d . . .
N1 N 1.04748(17) 0.8033(3) 0.3714(3) 0.0434(8) Uani 1 1 d . . .
C7 C 0.8742(2) 0.4896(3) 0.2850(3) 0.0372(8) Uani 1 1 d . . .
C8 C 0.8287(2) 0.4162(4) 0.3447(3) 0.0474(9) Uani 1 1 d . . .
H8 H 0.8329 0.4344 0.4198 0.057 Uiso 1 1 calc R . .
C9 C 0.7776(2) 0.3168(4) 0.2949(3) 0.0494(10) Uani 1 1 d . . .
H9 H 0.7481 0.2669 0.3370 0.059 Uiso 1 1 calc R . .
C10 C 0.7692(2) 0.2899(4) 0.1847(3) 0.0478(10) Uani 1 1 d . . .
H10 H 0.7340 0.2225 0.1512 0.057 Uiso 1 1 calc R . .
C11 C 0.8130(2) 0.3631(4) 0.1244(3) 0.0514(10) Uani 1 1 d . . .
H11 H 0.8074 0.3462 0.0489 0.062 Uiso 1 1 calc R . .
C12 C 0.8650(2) 0.4610(4) 0.1733(3) 0.0431(9) Uani 1 1 d . . .
H12 H 0.8948 0.5094 0.1308 0.052 Uiso 1 1 calc R . .
C1 C 0.9754(3) 0.6972(4) 0.4965(3) 0.0553(11) Uani 1 1 d . . .
H1 H 0.9704 0.6978 0.5704 0.066 Uiso 1 1 calc R . .
C2 C 1.0322(2) 0.7928(4) 0.4735(3) 0.0449(9) Uani 1 1 d . . .
C3 C 1.0701(2) 0.8774(4) 0.5578(4) 0.0593(11) Uani 1 1 d . . .
H3 H 1.0589 0.8692 0.6283 0.071 Uiso 1 1 calc R . .
C4 C 1.1228(3) 0.9715(5) 0.5387(4) 0.0687(13) Uani 1 1 d . . .
H4 H 1.1493 1.0272 0.5956 0.082 Uiso 1 1 calc R . .
C5 C 1.1368(3) 0.9837(5) 0.4338(4) 0.0777(15) Uani 1 1 d . . .
H5 H 1.1718 1.0502 0.4177 0.093 Uiso 1 1 calc R . .
C6 C 1.0993(3) 0.8985(4) 0.3543(4) 0.0627(12) Uani 1 1 d . . .
H6 H 1.1101 0.9065 0.2835 0.075 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
Co1 N3 1.946(3) 2_755 ?
Co1 N3 1.946(3) . ?
Co1 N1 1.993(3) . ?
Co1 N1 1.993(3) 2_755 ?
N3 N2 1.346(4) . ?
N3 C7 1.409(4) . ?
N2 C1 1.296(5) . ?
N1 C6 1.344(5) . ?
N1 C2 1.353(5) . ?
C7 C8 1.391(5) . ?
C7 C12 1.396(5) . ?
C8 C9 1.380(5) . ?
C8 H8 0.9400 . ?
C9 C10 1.376(5) . ?
C9 H9 0.9400 . ?
C10 C11 1.374(5) . ?
C10 H10 0.9400 . ?
C11 C12 1.376(5) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C1 C2 1.435(5) . ?
C1 H1 0.9400 . ?
C2 C3 1.394(5) . ?
C3 C4 1.356(6) . ?
C3 H3 0.9400 . ?
C4 C5 1.380(6) . ?
C4 H4 0.9400 . ?
C5 C6 1.356(6) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?

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
N3 Co1 N3 129.34(17) 2_755 . ?
N3 Co1 N1 114.92(12) 2_755 . ?
N3 Co1 N1 95.47(12) . . ?
N3 Co1 N1 95.47(12) 2_755 2_755 ?
N3 Co1 N1 114.92(12) . 2_755 ?
N1 Co1 N1 105.70(17) . 2_755 ?
N2 N3 C7 111.5(3) . . ?
N2 N3 Co1 124.4(2) . . ?
C7 N3 Co1 123.9(2) . . ?
C1 N2 N3 122.7(3) . . ?
C6 N1 C2 117.9(3) . . ?
C6 N1 Co1 119.7(3) . . ?
C2 N1 Co1 122.3(2) . . ?
C8 C7 C12 117.6(3) . . ?
C8 C7 N3 124.2(3) . . ?
C12 C7 N3 118.2(3) . . ?
C9 C8 C7 120.7(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C10 C9 C8 120.9(4) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C11 C10 C9 118.9(4) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C12 120.7(4) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C7 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C7 C12 H12 119.5 . . ?
N2 C1 C2 133.7(4) . . ?
N2 C1 H1 113.1 . . ?
C2 C1 H1 113.1 . . ?
N1 C2 C3 120.6(4) . . ?
N1 C2 C1 120.8(3) . . ?
C3 C2 C1 118.6(4) . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 118.6(4) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C6 C5 C4 119.2(4) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
N1 C6 C5 123.3(4) . . ?
N1 C6 H6 118.3 . . ?
C5 C6 H6 118.3 . . ?

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
N3 Co1 N3 N2 121.1(3) 2_755 . . . ?
N1 Co1 N3 N2 -7.6(3) . . . . ?
N1 Co1 N3 N2 -117.8(3) 2_755 . . . ?
N3 Co1 N3 C7 -54.1(2) 2_755 . . . ?
N1 Co1 N3 C7 177.2(3) . . . . ?
N1 Co1 N3 C7 67.0(3) 2_755 . . . ?
C7 N3 N2 C1 179.7(4) . . . . ?
Co1 N3 N2 C1 4.0(5) . . . . ?
N3 Co1 N1 C6 46.9(3) 2_755 . . . ?
N3 Co1 N1 C6 -174.8(3) . . . . ?
N1 Co1 N1 C6 -57.0(3) 2_755 . . . ?
N3 Co1 N1 C2 -130.0(3) 2_755 . . . ?
N3 Co1 N1 C2 8.3(3) . . . . ?
N1 Co1 N1 C2 126.1(3) 2_755 . . . ?
N2 N3 C7 C8 -2.8(5) . . . . ?
Co1 N3 C7 C8 173.0(3) . . . . ?
N2 N3 C7 C12 177.7(3) . . . . ?
Co1 N3 C7 C12 -6.6(4) . . . . ?
C12 C7 C8 C9 1.2(6) . . . . ?
N3 C7 C8 C9 -178.3(3) . . . . ?
C7 C8 C9 C10 -1.3(6) . . . . ?
C8 C9 C10 C11 0.4(6) . . . . ?
C9 C10 C11 C12 0.6(6) . . . . ?
C10 C11 C12 C7 -0.6(6) . . . . ?
C8 C7 C12 C11 -0.3(5) . . . . ?
N3 C7 C12 C11 179.3(3) . . . . ?
N3 N2 C1 C2 2.1(7) . . . . ?
C6 N1 C2 C3 -0.8(6) . . . . ?
Co1 N1 C2 C3 176.1(3) . . . . ?
C6 N1 C2 C1 177.5(4) . . . . ?
Co1 N1 C2 C1 -5.6(5) . . . . ?
N2 C1 C2 N1 -1.1(7) . . . . ?
N2 C1 C2 C3 177.3(5) . . . . ?
N1 C2 C3 C4 0.0(6) . . . . ?
C1 C2 C3 C4 -178.4(4) . . . . ?
C2 C3 C4 C5 1.5(7) . . . . ?
C3 C4 C5 C6 -2.1(8) . . . . ?
C2 N1 C6 C5 0.1(6) . . . . ?
Co1 N1 C6 C5 -176.8(4) . . . . ?
C4 C5 C6 N1 1.3(8) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.817
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.078
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1465180'
_audit_update_record             
;
2016-03-23 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H56 N6 O5 Zr2'
_chemical_formula_sum            'C40 H56 N6 O5 Zr2'
_chemical_formula_weight         883.35

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'
Zr Zr -2.9673 0.5597 '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           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)   '

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

_cell_length_a                   10.7341(12)
_cell_length_b                   17.2470(18)
_cell_length_c                   25.237(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.824(2)
_cell_angle_gamma                90.00
_cell_volume                     4573.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    238(2)
_cell_measurement_reflns_used    9955
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      26.20

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1832
_exptl_absorpt_coefficient_mu    0.500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8645
_exptl_absorpt_correction_T_max  0.9066
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      238(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 DETECOR'
_diffrn_measurement_method       /w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25694
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         0.82
_diffrn_reflns_theta_max         25.05
_reflns_number_total             12778
_reflns_number_gt                11844
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       SMART
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_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)+(0.0277P)²+6.4265P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.44(5)
_refine_ls_number_reflns         12778
_refine_ls_number_parameters     956
_refine_ls_number_restraints     1891
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1125
_refine_ls_wR_factor_gt          0.1102
_refine_ls_goodness_of_fit_ref   1.302
_refine_ls_restrained_S_all      1.340
_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
Zr1 Zr 0.70465(6) 0.56990(4) 0.15110(2) 0.03192(15) Uani 1 1 d . . .
Zr2 Zr 0.59826(6) 0.47008(4) 0.02913(2) 0.03125(14) Uani 1 1 d . . .
Zr3 Zr 0.07309(5) 0.20491(4) 0.46318(2) 0.03126(14) Uani 1 1 d . . .
Zr4 Zr 0.05677(6) 0.10350(4) 0.34179(3) 0.03608(16) Uani 1 1 d . . .
N1 N 0.8225(5) 0.5129(3) 0.2316(2) 0.0388(13) Uani 1 1 d . . .
N2 N 0.8096(5) 0.4495(3) 0.1343(2) 0.0331(13) Uani 1 1 d . . .
N3 N 0.7839(5) 0.4220(3) 0.0832(2) 0.0347(13) Uani 1 1 d . . .
N4 N 0.5163(5) 0.3414(3) 0.0226(2) 0.0360(13) Uani 1 1 d . . .
N5 N 0.5266(5) 0.4290(3) 0.1106(2) 0.0305(12) Uani 1 1 d . . .
N6 N 0.5495(5) 0.4769(3) 0.1534(2) 0.0346(12) Uani 1 1 d . . .
N7 N 0.0024(5) 0.3340(3) 0.4708(2) 0.0352(13) Uani 1 1 d . . .
N8 N -0.0777(5) 0.2473(3) 0.3826(2) 0.0341(12) Uani 1 1 d . . .
N9 N -0.0995(5) 0.1995(4) 0.3409(2) 0.0376(13) Uani 1 1 d . . .
N10 N 0.0874(6) 0.1609(3) 0.2597(2) 0.0395(14) Uani 1 1 d . . .
N11 N 0.1771(5) 0.2234(3) 0.3571(2) 0.0313(12) Uani 1 1 d . . .
N12 N 0.2061(5) 0.2514(3) 0.4070(2) 0.0325(12) Uani 1 1 d . . .
O1 O 0.6034(5) 0.6425(3) 0.1830(2) 0.0496(13) Uani 1 1 d . . .
O2 O 0.8578(5) 0.6295(3) 0.1528(2) 0.0466(12) Uani 1 1 d . . .
O4 O 0.4287(4) 0.4995(3) -0.00800(19) 0.0431(12) Uani 1 1 d . . .
O3 O 0.6825(5) 0.4658(3) -0.03229(18) 0.0486(12) Uani 1 1 d . . .
O6 O 0.2089(5) 0.0451(3) 0.3407(2) 0.0520(14) Uani 1 1 d . . .
O7 O -0.0734(5) 0.0319(3) 0.3089(2) 0.0587(15) Uani 1 1 d . . .
O8 O -0.0618(4) 0.1791(3) 0.50110(19) 0.0429(12) Uani 1 1 d . . .
O9 O 0.2182(4) 0.2095(3) 0.52281(18) 0.0456(12) Uani 1 1 d . . .
O5 O 0.6442(4) 0.5641(3) 0.07258(16) 0.0352(10) Uani 1 1 d . . .
O10 O 0.0717(4) 0.1100(3) 0.42040(17) 0.0377(10) Uani 1 1 d . . .
C1 C 0.8947(7) 0.4212(5) 0.1744(3) 0.0442(13) Uani 1 1 d U . .
H1A H 0.9484 0.3803 0.1688 0.053 Uiso 1 1 calc R . .
C2 C 0.9034(6) 0.4543(4) 0.2266(3) 0.0414(13) Uani 1 1 d U . .
C3 C 0.9902(7) 0.4273(5) 0.2716(3) 0.0477(16) Uani 1 1 d U . .
H3A H 1.0471 0.3872 0.2679 0.057 Uiso 1 1 calc R . .
C4 C 0.9920(7) 0.4596(5) 0.3216(3) 0.0525(16) Uani 1 1 d U . .
H4A H 1.0493 0.4413 0.3523 0.063 Uiso 1 1 calc R . .
C5 C 0.9089(7) 0.5193(5) 0.3262(3) 0.0527(16) Uani 1 1 d U . .
H5A H 0.9093 0.5430 0.3597 0.063 Uiso 1 1 calc R . .
C6 C 0.8274(7) 0.5422(5) 0.2810(3) 0.0491(14) Uani 1 1 d U . .
H6A H 0.7694 0.5817 0.2845 0.059 Uiso 1 1 calc R . .
C7 C 0.8741(7) 0.3681(4) 0.0685(3) 0.0417(13) Uani 1 1 d U . .
C8 C 0.9959(7) 0.3922(5) 0.0667(3) 0.0488(14) Uani 1 1 d U . .
H8A H 1.0245 0.4411 0.0806 0.059 Uiso 1 1 calc R . .
C9 C 1.0763(8) 0.3446(5) 0.0446(3) 0.0522(15) Uani 1 1 d U . .
H9A H 1.1586 0.3620 0.0431 0.063 Uiso 1 1 calc R . .
C10 C 1.0377(8) 0.2734(5) 0.0252(3) 0.0555(17) Uani 1 1 d U . .
H10A H 1.0918 0.2414 0.0098 0.067 Uiso 1 1 calc R . .
C11 C 0.9175(8) 0.2491(5) 0.0284(3) 0.0582(17) Uani 1 1 d U . .
H11A H 0.8900 0.1997 0.0154 0.070 Uiso 1 1 calc R . .
C12 C 0.8364(7) 0.2955(5) 0.0504(3) 0.0481(14) Uani 1 1 d U . .
H12A H 0.7553 0.2772 0.0528 0.058 Uiso 1 1 calc R . .
C13 C 0.4604(7) 0.3653(4) 0.1081(3) 0.0397(12) Uani 1 1 d U . .
H13A H 0.4185 0.3509 0.1359 0.048 Uiso 1 1 calc R . .
C14 C 0.4547(6) 0.3180(4) 0.0606(3) 0.0374(13) Uani 1 1 d U . .
C15 C 0.3878(7) 0.2464(4) 0.0542(3) 0.0452(15) Uani 1 1 d U . .
H15A H 0.3462 0.2284 0.0811 0.054 Uiso 1 1 calc R . .
C16 C 0.3850(7) 0.2045(5) 0.0085(3) 0.0506(15) Uani 1 1 d U . .
H16A H 0.3373 0.1584 0.0030 0.061 Uiso 1 1 calc R . .
C17 C 0.4504(7) 0.2283(5) -0.0293(3) 0.0503(15) Uani 1 1 d U . .
H17A H 0.4527 0.1974 -0.0598 0.060 Uiso 1 1 calc R . .
C18 C 0.5130(7) 0.2981(5) -0.0224(3) 0.0490(14) Uani 1 1 d U . .
H18A H 0.5544 0.3162 -0.0494 0.059 Uiso 1 1 calc R . .
C19 C 0.4826(7) 0.4610(5) 0.1963(3) 0.0439(13) Uani 1 1 d U . .
C20 C 0.3555(8) 0.4814(5) 0.1906(3) 0.0590(15) Uani 1 1 d U . .
H20A H 0.3108 0.4998 0.1570 0.071 Uiso 1 1 calc R . .
C21 C 0.2937(9) 0.4752(6) 0.2327(4) 0.0676(16) Uani 1 1 d U . .
H21A H 0.2074 0.4890 0.2281 0.081 Uiso 1 1 calc R . .
C22 C 0.3598(8) 0.4487(5) 0.2819(4) 0.0631(14) Uani 1 1 d U . .
H22A H 0.3189 0.4467 0.3115 0.076 Uiso 1 1 calc R . .
C23 C 0.4792(9) 0.4259(6) 0.2885(4) 0.0643(15) Uani 1 1 d U . .
H23A H 0.5209 0.4060 0.3221 0.077 Uiso 1 1 calc R . .
C24 C 0.5455(8) 0.4310(5) 0.2456(3) 0.0546(14) Uani 1 1 d U . .
H24A H 0.6305 0.4143 0.2504 0.066 Uiso 1 1 calc R . .
C25 C 0.5274(8) 0.7013(6) 0.1990(4) 0.0616(18) Uani 1 1 d U . .
C26 C 0.5940(13) 0.7775(7) 0.1987(6) 0.120(4) Uani 1 1 d U . .
H26A H 0.6082 0.7879 0.1626 0.180 Uiso 1 1 calc R . .
H26B H 0.6752 0.7757 0.2241 0.180 Uiso 1 1 calc R . .
H26C H 0.5419 0.8184 0.2093 0.180 Uiso 1 1 calc R . .
C27 C 0.4926(11) 0.6725(7) 0.2521(4) 0.092(3) Uani 1 1 d U . .
H27A H 0.5686 0.6711 0.2805 0.138 Uiso 1 1 calc R . .
H27B H 0.4564 0.6209 0.2466 0.138 Uiso 1 1 calc R . .
H27C H 0.4310 0.7075 0.2624 0.138 Uiso 1 1 calc R . .
C28 C 0.4013(9) 0.7010(7) 0.1584(4) 0.084(3) Uani 1 1 d U . .
H28A H 0.4147 0.7186 0.1235 0.127 Uiso 1 1 calc R . .
H28B H 0.3418 0.7354 0.1709 0.127 Uiso 1 1 calc R . .
H28C H 0.3669 0.6488 0.1550 0.127 Uiso 1 1 calc R . .
C29 C 0.9682(8) 0.6705(6) 0.1514(3) 0.0578(18) Uani 1 1 d U . .
C30 C 1.0499(11) 0.6737(8) 0.2074(4) 0.098(3) Uani 1 1 d U . .
H30A H 1.0742 0.6215 0.2196 0.147 Uiso 1 1 calc R . .
H30B H 1.0024 0.6976 0.2319 0.147 Uiso 1 1 calc R . .
H30C H 1.1257 0.7039 0.2067 0.147 Uiso 1 1 calc R . .
C31 C 1.0360(10) 0.6316(7) 0.1129(5) 0.094(3) Uani 1 1 d U . .
H31A H 1.0605 0.5797 0.1258 0.141 Uiso 1 1 calc R . .
H31B H 1.1115 0.6611 0.1104 0.141 Uiso 1 1 calc R . .
H31C H 0.9802 0.6286 0.0775 0.141 Uiso 1 1 calc R . .
C32 C 0.9286(11) 0.7535(7) 0.1307(6) 0.105(3) Uani 1 1 d U . .
H32A H 0.8775 0.7506 0.0943 0.157 Uiso 1 1 calc R . .
H32B H 1.0042 0.7842 0.1304 0.157 Uiso 1 1 calc R . .
H32C H 0.8794 0.7777 0.1544 0.157 Uiso 1 1 calc R . .
C33 C 0.7391(8) 0.4788(5) -0.0768(3) 0.0546(16) Uani 1 1 d U . .
C34 C 0.7875(11) 0.4034(7) -0.0936(4) 0.091(3) Uani 1 1 d U . .
H34A H 0.7167 0.3682 -0.1051 0.136 Uiso 1 1 calc R . .
H34B H 0.8468 0.3810 -0.0633 0.136 Uiso 1 1 calc R . .
H34C H 0.8305 0.4121 -0.1233 0.136 Uiso 1 1 calc R . .
C35 C 0.6527(12) 0.5159(9) -0.1196(4) 0.109(3) Uani 1 1 d U . .
H35A H 0.6254 0.5649 -0.1068 0.164 Uiso 1 1 calc R . .
H35B H 0.5792 0.4828 -0.1316 0.164 Uiso 1 1 calc R . .
H35C H 0.6946 0.5254 -0.1496 0.164 Uiso 1 1 calc R . .
C36 C 0.8515(11) 0.5295(8) -0.0603(5) 0.102(3) Uani 1 1 d U . .
H36A H 0.8240 0.5805 -0.0511 0.153 Uiso 1 1 calc R . .
H36B H 0.8959 0.5341 -0.0900 0.153 Uiso 1 1 calc R . .
H36C H 0.9081 0.5073 -0.0291 0.153 Uiso 1 1 calc R . .
C37 C 0.3037(7) 0.5177(5) -0.0328(3) 0.0520(17) Uani 1 1 d U . .
C38 C 0.2343(9) 0.5389(6) 0.0132(4) 0.075(2) Uani 1 1 d U . .
H38A H 0.2715 0.5855 0.0313 0.112 Uiso 1 1 calc R . .
H38B H 0.2430 0.4966 0.0391 0.112 Uiso 1 1 calc R . .
H38C H 0.1448 0.5477 -0.0019 0.112 Uiso 1 1 calc R . .
C39 C 0.2429(9) 0.4449(6) -0.0635(4) 0.082(3) Uani 1 1 d U . .
H39A H 0.2870 0.4325 -0.0923 0.123 Uiso 1 1 calc R . .
H39B H 0.1539 0.4550 -0.0788 0.123 Uiso 1 1 calc R . .
H39C H 0.2496 0.4016 -0.0386 0.123 Uiso 1 1 calc R . .
C40 C 0.3061(9) 0.5849(7) -0.0706(4) 0.081(3) Uani 1 1 d U . .
H40A H 0.3439 0.6296 -0.0501 0.122 Uiso 1 1 calc R . .
H40B H 0.2199 0.5973 -0.0889 0.122 Uiso 1 1 calc R . .
H40C H 0.3561 0.5712 -0.0972 0.122 Uiso 1 1 calc R . .
C41 C -0.1393(7) 0.3108(4) 0.3860(3) 0.0432(13) Uani 1 1 d U . .
H41A H -0.2085 0.3251 0.3585 0.052 Uiso 1 1 calc R . .
C42 C -0.0990(6) 0.3595(4) 0.4335(3) 0.0398(13) Uani 1 1 d U . .
C43 C -0.1594(7) 0.4285(4) 0.4410(3) 0.0456(15) Uani 1 1 d U . .
H43A H -0.2296 0.4452 0.4148 0.055 Uiso 1 1 calc R . .
C44 C -0.1173(7) 0.4727(5) 0.4864(3) 0.0509(15) Uani 1 1 d U . .
H44A H -0.1583 0.5195 0.4914 0.061 Uiso 1 1 calc R . .
C45 C -0.0133(7) 0.4475(5) 0.5248(3) 0.0498(15) Uani 1 1 d U . .
H45A H 0.0182 0.4769 0.5560 0.060 Uiso 1 1 calc R . .
C46 C 0.0426(7) 0.3774(5) 0.5158(3) 0.0470(14) Uani 1 1 d U . .
H46A H 0.1115 0.3593 0.5421 0.056 Uiso 1 1 calc R . .
C47 C -0.2107(7) 0.2122(5) 0.2994(3) 0.0496(14) Uani 1 1 d U . .
C48 C -0.3289(8) 0.1916(5) 0.3077(3) 0.0624(17) Uani 1 1 d U . .
H48A H -0.3364 0.1726 0.3418 0.075 Uiso 1 1 calc R . .
C49 C -0.4369(8) 0.1978(6) 0.2675(4) 0.0687(18) Uani 1 1 d U . .
H49A H -0.5173 0.1854 0.2745 0.082 Uiso 1 1 calc R . .
C50 C -0.4246(9) 0.2227(6) 0.2168(4) 0.070(2) Uani 1 1 d U . .
H50A H -0.4959 0.2231 0.1881 0.084 Uiso 1 1 calc R . .
C51 C -0.3099(9) 0.2465(6) 0.2082(4) 0.0700(19) Uani 1 1 d U . .
H51A H -0.3041 0.2664 0.1741 0.084 Uiso 1 1 calc R . .
C52 C -0.1981(8) 0.2421(5) 0.2497(3) 0.0573(15) Uani 1 1 d U . .
H52A H -0.1188 0.2587 0.2436 0.069 Uiso 1 1 calc R . .
C53 C 0.2196(7) 0.2533(5) 0.3157(3) 0.0460(13) Uani 1 1 d U . .
H53A H 0.2790 0.2940 0.3205 0.055 Uiso 1 1 calc R . .
C54 C 0.1707(7) 0.2206(5) 0.2634(3) 0.0476(13) Uani 1 1 d U . .
C55 C 0.1982(8) 0.2542(5) 0.2157(3) 0.0560(15) Uani 1 1 d U . .
H55A H 0.2569 0.2951 0.2181 0.067 Uiso 1 1 calc R . .
C56 C 0.1379(8) 0.2261(5) 0.1662(3) 0.0592(17) Uani 1 1 d U . .
H56A H 0.1531 0.2490 0.1343 0.071 Uiso 1 1 calc R . .
C57 C 0.0575(8) 0.1664(6) 0.1632(3) 0.0600(17) Uani 1 1 d U . .
H57A H 0.0193 0.1461 0.1292 0.072 Uiso 1 1 calc R . .
C58 C 0.0294(8) 0.1332(5) 0.2107(3) 0.0584(15) Uani 1 1 d U . .
H58A H -0.0293 0.0922 0.2082 0.070 Uiso 1 1 calc R . .
C59 C 0.3065(6) 0.3083(4) 0.4193(3) 0.0406(13) Uani 1 1 d U . .
C60 C 0.4303(7) 0.2858(5) 0.4164(3) 0.0501(14) Uani 1 1 d U . .
H60A H 0.4464 0.2361 0.4042 0.060 Uiso 1 1 calc R . .
C61 C 0.5293(7) 0.3389(5) 0.4320(3) 0.0530(15) Uani 1 1 d U . .
H61A H 0.6121 0.3252 0.4285 0.064 Uiso 1 1 calc R . .
C62 C 0.5086(8) 0.4107(5) 0.4524(3) 0.0550(16) Uani 1 1 d U . .
H62A H 0.5770 0.4446 0.4646 0.066 Uiso 1 1 calc R . .
C63 C 0.3854(8) 0.4324(5) 0.4545(3) 0.0570(16) Uani 1 1 d U . .
H63A H 0.3689 0.4821 0.4668 0.068 Uiso 1 1 calc R . .
C64 C 0.2852(7) 0.3793(5) 0.4381(3) 0.0494(13) Uani 1 1 d U . .
H64A H 0.2019 0.3936 0.4403 0.059 Uiso 1 1 calc R . .
C65 C 0.3215(9) 0.0025(6) 0.3480(4) 0.074(2) Uani 1 1 d U . .
C66 C 0.3072(14) -0.0675(9) 0.3792(7) 0.143(4) Uani 1 1 d U . .
H66A H 0.2389 -0.0992 0.3590 0.214 Uiso 1 1 calc R . .
H66B H 0.2872 -0.0529 0.4136 0.214 Uiso 1 1 calc R . .
H66C H 0.3860 -0.0968 0.3855 0.214 Uiso 1 1 calc R . .
C67 C 0.3440(13) -0.0125(10) 0.2893(5) 0.129(4) Uani 1 1 d U . .
H67A H 0.2756 -0.0443 0.2695 0.193 Uiso 1 1 calc R . .
H67B H 0.4245 -0.0390 0.2914 0.193 Uiso 1 1 calc R . .
H67C H 0.3457 0.0366 0.2707 0.193 Uiso 1 1 calc R . .
C68 C 0.4289(11) 0.0501(8) 0.3775(6) 0.113(3) Uani 1 1 d U . .
H68A H 0.4171 0.0598 0.4141 0.170 Uiso 1 1 calc R . .
H68B H 0.4313 0.0991 0.3589 0.170 Uiso 1 1 calc R . .
H68C H 0.5083 0.0226 0.3790 0.170 Uiso 1 1 calc R . .
C69 C -0.1563(9) -0.0301(6) 0.2904(4) 0.072(2) Uani 1 1 d U . .
C70 C -0.2393(12) -0.0117(8) 0.2363(5) 0.116(3) Uani 1 1 d U . .
H70A H -0.1865 -0.0050 0.2096 0.174 Uiso 1 1 calc R . .
H70B H -0.2861 0.0358 0.2390 0.174 Uiso 1 1 calc R . .
H70C H -0.2987 -0.0539 0.2252 0.174 Uiso 1 1 calc R . .
C71 C -0.2409(12) -0.0461(9) 0.3291(5) 0.119(4) Uani 1 1 d U . .
H71A H -0.1897 -0.0614 0.3638 0.178 Uiso 1 1 calc R . .
H71B H -0.2994 -0.0877 0.3150 0.178 Uiso 1 1 calc R . .
H71C H -0.2888 0.0002 0.3336 0.178 Uiso 1 1 calc R . .
C72 C -0.0838(15) -0.0986(10) 0.2931(7) 0.155(5) Uani 1 1 d U . .
H72A H -0.0280 -0.0955 0.2674 0.233 Uiso 1 1 calc R . .
H72B H -0.1402 -0.1427 0.2844 0.233 Uiso 1 1 calc R . .
H72C H -0.0331 -0.1046 0.3294 0.233 Uiso 1 1 calc R . .
C73 C -0.1728(7) 0.1675(5) 0.5217(3) 0.0513(17) Uani 1 1 d U . .
C74 C -0.1458(9) 0.1054(7) 0.5648(4) 0.074(2) Uani 1 1 d U . .
H74A H -0.0820 0.1239 0.5951 0.112 Uiso 1 1 calc R . .
H74B H -0.1146 0.0592 0.5499 0.112 Uiso 1 1 calc R . .
H74C H -0.2234 0.0931 0.5771 0.112 Uiso 1 1 calc R . .
C75 C -0.2759(8) 0.1387(6) 0.4739(4) 0.073(2) Uani 1 1 d U . .
H75A H -0.2937 0.1788 0.4465 0.110 Uiso 1 1 calc R . .
H75B H -0.3529 0.1267 0.4867 0.110 Uiso 1 1 calc R . .
H75C H -0.2459 0.0925 0.4586 0.110 Uiso 1 1 calc R . .
C76 C -0.2147(8) 0.2429(6) 0.5419(4) 0.066(2) Uani 1 1 d U . .
H76A H -0.1502 0.2612 0.5720 0.099 Uiso 1 1 calc R . .
H76B H -0.2942 0.2354 0.5538 0.099 Uiso 1 1 calc R . .
H76C H -0.2268 0.2809 0.5130 0.099 Uiso 1 1 calc R . .
C77 C 0.3220(8) 0.1998(6) 0.5651(3) 0.0597(17) Uani 1 1 d U . .
C78 C 0.2901(12) 0.1484(9) 0.6046(4) 0.126(4) Uani 1 1 d U . .
H78A H 0.2337 0.1745 0.6243 0.189 Uiso 1 1 calc R . .
H78B H 0.3672 0.1328 0.6296 0.189 Uiso 1 1 calc R . .
H78C H 0.2479 0.1029 0.5867 0.189 Uiso 1 1 calc R . .
C79 C 0.3905(9) 0.2715(6) 0.5815(4) 0.080(2) Uani 1 1 d U . .
H79A H 0.3374 0.3059 0.5977 0.120 Uiso 1 1 calc R . .
H79B H 0.4120 0.2963 0.5500 0.120 Uiso 1 1 calc R . .
H79C H 0.4679 0.2600 0.6077 0.120 Uiso 1 1 calc R . .
C80 C 0.4164(11) 0.1475(8) 0.5400(5) 0.113(3) Uani 1 1 d U . .
H80A H 0.3762 0.0981 0.5290 0.170 Uiso 1 1 calc R . .
H80B H 0.4937 0.1389 0.5669 0.170 Uiso 1 1 calc R . .
H80C H 0.4370 0.1735 0.5088 0.170 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
Zr1 O2 1.932(5) . ?
Zr1 O1 1.938(5) . ?
Zr1 O5 1.957(4) . ?
Zr1 N6 2.322(6) . ?
Zr1 N1 2.375(6) . ?
Zr1 N2 2.440(5) . ?
Zr2 O4 1.936(4) . ?
Zr2 O3 1.949(4) . ?
Zr2 O5 1.963(5) . ?
Zr2 N3 2.326(5) . ?
Zr2 N4 2.381(6) . ?
Zr2 N5 2.442(5) . ?
Zr3 O9 1.933(4) . ?
Zr3 O8 1.944(4) . ?
Zr3 O10 1.959(5) . ?
Zr3 N12 2.350(5) . ?
Zr3 N7 2.373(6) . ?
Zr3 N8 2.437(5) . ?
Zr4 O7 1.922(5) . ?
Zr4 O6 1.923(5) . ?
Zr4 O10 1.961(4) . ?
Zr4 N9 2.354(6) . ?
Zr4 N10 2.379(6) . ?
Zr4 N11 2.427(5) . ?
N1 C6 1.337(9) . ?
N1 C2 1.356(9) . ?
N2 C1 1.310(9) . ?
N2 N3 1.349(7) . ?
N3 C7 1.445(9) . ?
N4 C14 1.335(9) . ?
N4 C18 1.353(9) . ?
N5 C13 1.303(9) . ?
N5 N6 1.344(7) . ?
N6 C19 1.443(8) . ?
N7 C42 1.357(9) . ?
N7 C46 1.355(9) . ?
N8 C41 1.290(9) . ?
N8 N9 1.319(7) . ?
N9 C47 1.435(8) . ?
N10 C58 1.352(9) . ?
N10 C54 1.354(10) . ?
N11 C53 1.325(9) . ?
N11 N12 1.326(7) . ?
N12 C59 1.444(9) . ?
O1 C25 1.411(9) . ?
O2 C29 1.386(9) . ?
O4 C37 1.395(9) . ?
O3 C33 1.400(8) . ?
O6 C65 1.395(10) . ?
O7 C69 1.408(10) . ?
O8 C73 1.407(9) . ?
O9 C77 1.386(8) . ?
C1 C2 1.422(10) . ?
C2 C3 1.393(10) . ?
C3 C4 1.375(10) . ?
C4 C5 1.383(11) . ?
C5 C6 1.346(10) . ?
C7 C12 1.365(10) . ?
C7 C8 1.381(10) . ?
C8 C9 1.390(11) . ?
C9 C10 1.355(12) . ?
C10 C11 1.375(12) . ?
C11 C12 1.379(11) . ?
C13 C14 1.440(9) . ?
C14 C15 1.421(10) . ?
C15 C16 1.355(10) . ?
C16 C17 1.359(11) . ?
C17 C18 1.372(11) . ?
C19 C24 1.389(11) . ?
C19 C20 1.387(11) . ?
C20 C21 1.367(11) . ?
C21 C22 1.376(12) . ?
C22 C23 1.318(12) . ?
C23 C24 1.415(11) . ?
C25 C26 1.498(15) . ?
C25 C28 1.521(12) . ?
C25 C27 1.544(14) . ?
C29 C31 1.487(13) . ?
C29 C30 1.504(12) . ?
C29 C32 1.554(15) . ?
C33 C35 1.424(13) . ?
C33 C36 1.479(14) . ?
C33 C34 1.493(13) . ?
C37 C40 1.505(13) . ?
C37 C39 1.547(12) . ?
C37 C38 1.547(12) . ?
C41 C42 1.456(10) . ?
C42 C43 1.388(10) . ?
C43 C44 1.373(10) . ?
C44 C45 1.391(10) . ?
C45 C46 1.388(11) . ?
C47 C48 1.374(11) . ?
C47 C52 1.389(11) . ?
C48 C49 1.379(10) . ?
C49 C50 1.383(13) . ?
C50 C51 1.357(13) . ?
C51 C52 1.424(11) . ?
C53 C54 1.434(10) . ?
C54 C55 1.419(11) . ?
C55 C56 1.373(11) . ?
C56 C57 1.336(12) . ?
C57 C58 1.416(12) . ?
C59 C64 1.350(11) . ?
C59 C60 1.400(10) . ?
C60 C61 1.397(11) . ?
C61 C62 1.377(12) . ?
C62 C63 1.386(12) . ?
C63 C64 1.409(11) . ?
C65 C66 1.466(17) . ?
C65 C68 1.486(15) . ?
C65 C67 1.570(16) . ?
C69 C72 1.408(19) . ?
C69 C70 1.504(14) . ?
C69 C71 1.489(16) . ?
C73 C76 1.500(12) . ?
C73 C74 1.512(12) . ?
C73 C75 1.542(11) . ?
C77 C78 1.427(14) . ?
C77 C79 1.454(13) . ?
C77 C80 1.583(15) . ?

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
O2 Zr1 O1 101.2(2) . . ?
O2 Zr1 O5 98.8(2) . . ?
O1 Zr1 O5 110.9(2) . . ?
O2 Zr1 N6 168.1(2) . . ?
O1 Zr1 N6 88.2(2) . . ?
O5 Zr1 N6 84.25(18) . . ?
O2 Zr1 N1 84.3(2) . . ?
O1 Zr1 N1 99.0(2) . . ?
O5 Zr1 N1 148.5(2) . . ?
N6 Zr1 N1 87.23(19) . . ?
O2 Zr1 N2 92.0(2) . . ?
O1 Zr1 N2 160.0(2) . . ?
O5 Zr1 N2 81.38(18) . . ?
N6 Zr1 N2 77.04(19) . . ?
N1 Zr1 N2 67.18(18) . . ?
O4 Zr2 O3 99.7(2) . . ?
O4 Zr2 O5 99.1(2) . . ?
O3 Zr2 O5 111.8(2) . . ?
O4 Zr2 N3 170.1(2) . . ?
O3 Zr2 N3 88.4(2) . . ?
O5 Zr2 N3 83.08(18) . . ?
O4 Zr2 N4 85.1(2) . . ?
O3 Zr2 N4 97.7(2) . . ?
O5 Zr2 N4 148.86(18) . . ?
N3 Zr2 N4 88.18(19) . . ?
O4 Zr2 N5 93.23(18) . . ?
O3 Zr2 N5 159.3(2) . . ?
O5 Zr2 N5 81.75(18) . . ?
N3 Zr2 N5 77.42(18) . . ?
N4 Zr2 N5 67.17(18) . . ?
O9 Zr3 O8 100.9(2) . . ?
O9 Zr3 O10 112.2(2) . . ?
O8 Zr3 O10 99.1(2) . . ?
O9 Zr3 N12 87.90(19) . . ?
O8 Zr3 N12 168.86(19) . . ?
O10 Zr3 N12 83.69(19) . . ?
O9 Zr3 N7 96.8(2) . . ?
O8 Zr3 N7 83.8(2) . . ?
O10 Zr3 N7 149.55(18) . . ?
N12 Zr3 N7 88.39(19) . . ?
O9 Zr3 N8 158.2(2) . . ?
O8 Zr3 N8 92.58(18) . . ?
O10 Zr3 N8 82.08(19) . . ?
N12 Zr3 N8 77.05(18) . . ?
N7 Zr3 N8 67.49(18) . . ?
O7 Zr4 O6 101.6(2) . . ?
O7 Zr4 O10 112.0(2) . . ?
O6 Zr4 O10 98.6(2) . . ?
O7 Zr4 N9 89.7(2) . . ?
O6 Zr4 N9 166.8(2) . . ?
O10 Zr4 N9 83.07(18) . . ?
O7 Zr4 N10 96.3(2) . . ?
O6 Zr4 N10 86.4(2) . . ?
O10 Zr4 N10 149.4(2) . . ?
N9 Zr4 N10 85.7(2) . . ?
O7 Zr4 N11 158.9(2) . . ?
O6 Zr4 N11 91.3(2) . . ?
O10 Zr4 N11 81.96(18) . . ?
N9 Zr4 N11 75.94(18) . . ?
N10 Zr4 N11 67.66(18) . . ?
C6 N1 C2 117.7(6) . . ?
C6 N1 Zr1 123.6(5) . . ?
C2 N1 Zr1 117.9(4) . . ?
C1 N2 N3 125.4(6) . . ?
C1 N2 Zr1 117.2(5) . . ?
N3 N2 Zr1 117.0(4) . . ?
N2 N3 C7 117.2(5) . . ?
N2 N3 Zr2 114.8(4) . . ?
C7 N3 Zr2 128.1(4) . . ?
C14 N4 C18 120.4(6) . . ?
C14 N4 Zr2 117.5(4) . . ?
C18 N4 Zr2 121.2(5) . . ?
C13 N5 N6 124.4(6) . . ?
C13 N5 Zr2 117.9(4) . . ?
N6 N5 Zr2 117.5(4) . . ?
N5 N6 C19 116.7(5) . . ?
N5 N6 Zr1 114.8(4) . . ?
C19 N6 Zr1 128.4(4) . . ?
C42 N7 C46 118.4(6) . . ?
C42 N7 Zr3 118.1(4) . . ?
C46 N7 Zr3 122.3(4) . . ?
C41 N8 N9 125.0(6) . . ?
C41 N8 Zr3 117.5(5) . . ?
N9 N8 Zr3 117.2(4) . . ?
N8 N9 C47 118.1(6) . . ?
N8 N9 Zr4 115.0(4) . . ?
C47 N9 Zr4 126.8(5) . . ?
C58 N10 C54 120.3(6) . . ?
C58 N10 Zr4 122.0(5) . . ?
C54 N10 Zr4 117.6(4) . . ?
C53 N11 N12 123.7(6) . . ?
C53 N11 Zr4 117.6(4) . . ?
N12 N11 Zr4 118.4(4) . . ?
N11 N12 C59 118.1(5) . . ?
N11 N12 Zr3 113.3(4) . . ?
C59 N12 Zr3 128.5(4) . . ?
C25 O1 Zr1 171.5(5) . . ?
C29 O2 Zr1 177.0(5) . . ?
C37 O4 Zr2 176.7(5) . . ?
C33 O3 Zr2 168.5(6) . . ?
C65 O6 Zr4 171.9(6) . . ?
C69 O7 Zr4 170.3(6) . . ?
C73 O8 Zr3 170.5(5) . . ?
C77 O9 Zr3 170.7(6) . . ?
Zr1 O5 Zr2 126.9(2) . . ?
Zr3 O10 Zr4 126.5(2) . . ?
N2 C1 C2 118.0(7) . . ?
N1 C2 C3 120.5(7) . . ?
N1 C2 C1 117.6(6) . . ?
C3 C2 C1 121.9(7) . . ?
C2 C3 C4 119.6(8) . . ?
C5 C4 C3 119.4(7) . . ?
C6 C5 C4 117.8(7) . . ?
N1 C6 C5 125.0(8) . . ?
C12 C7 C8 118.9(7) . . ?
C12 C7 N3 120.6(7) . . ?
C8 C7 N3 120.1(7) . . ?
C9 C8 C7 120.3(8) . . ?
C8 C9 C10 120.8(8) . . ?
C11 C10 C9 118.4(8) . . ?
C10 C11 C12 121.6(8) . . ?
C7 C12 C11 119.9(8) . . ?
N5 C13 C14 116.5(6) . . ?
N4 C14 C15 119.5(6) . . ?
N4 C14 C13 119.0(6) . . ?
C15 C14 C13 121.5(7) . . ?
C16 C15 C14 118.9(7) . . ?
C15 C16 C17 120.8(7) . . ?
C16 C17 C18 119.1(7) . . ?
N4 C18 C17 121.2(7) . . ?
C24 C19 C20 118.3(7) . . ?
C24 C19 N6 121.1(6) . . ?
C20 C19 N6 120.3(7) . . ?
C21 C20 C19 121.6(8) . . ?
C20 C21 C22 119.0(9) . . ?
C23 C22 C21 121.4(9) . . ?
C22 C23 C24 120.9(9) . . ?
C19 C24 C23 118.7(8) . . ?
O1 C25 C26 109.0(8) . . ?
O1 C25 C28 107.0(7) . . ?
C26 C25 C28 111.1(9) . . ?
O1 C25 C27 105.9(8) . . ?
C26 C25 C27 119.1(9) . . ?
C28 C25 C27 104.1(8) . . ?
O2 C29 C31 108.8(8) . . ?
O2 C29 C30 109.4(8) . . ?
C31 C29 C30 111.2(9) . . ?
O2 C29 C32 107.6(7) . . ?
C31 C29 C32 109.5(9) . . ?
C30 C29 C32 110.4(9) . . ?
O3 C33 C35 111.0(7) . . ?
O3 C33 C36 109.4(7) . . ?
C35 C33 C36 108.3(10) . . ?
O3 C33 C34 108.8(8) . . ?
C35 C33 C34 112.7(9) . . ?
C36 C33 C34 106.5(9) . . ?
O4 C37 C40 108.5(7) . . ?
O4 C37 C39 108.1(7) . . ?
C40 C37 C39 111.6(8) . . ?
O4 C37 C38 106.4(6) . . ?
C40 C37 C38 111.6(8) . . ?
C39 C37 C38 110.4(8) . . ?
N8 C41 C42 118.3(6) . . ?
N7 C42 C43 120.9(7) . . ?
N7 C42 C41 116.4(6) . . ?
C43 C42 C41 122.6(7) . . ?
C44 C43 C42 120.5(7) . . ?
C45 C44 C43 119.2(8) . . ?
C44 C45 C46 118.1(7) . . ?
N7 C46 C45 123.0(7) . . ?
C48 C47 C52 119.8(7) . . ?
C48 C47 N9 120.4(7) . . ?
C52 C47 N9 119.7(7) . . ?
C47 C48 C49 122.1(8) . . ?
C50 C49 C48 118.6(9) . . ?
C51 C50 C49 120.3(8) . . ?
C50 C51 C52 121.4(9) . . ?
C47 C52 C51 117.5(8) . . ?
N11 C53 C54 116.9(7) . . ?
N10 C54 C55 120.1(7) . . ?
N10 C54 C53 118.3(7) . . ?
C55 C54 C53 121.3(8) . . ?
C56 C55 C54 119.1(8) . . ?
C57 C56 C55 120.1(8) . . ?
C56 C57 C58 120.8(8) . . ?
N10 C58 C57 119.5(8) . . ?
C64 C59 C60 120.1(7) . . ?
C64 C59 N12 121.3(6) . . ?
C60 C59 N12 118.4(7) . . ?
C61 C60 C59 118.6(8) . . ?
C62 C61 C60 121.5(8) . . ?
C61 C62 C63 119.1(7) . . ?
C62 C63 C64 119.3(8) . . ?
C59 C64 C63 121.2(8) . . ?
O6 C65 C66 108.7(9) . . ?
O6 C65 C68 109.7(9) . . ?
C66 C65 C68 110.0(11) . . ?
O6 C65 C67 105.1(9) . . ?
C66 C65 C67 115.1(12) . . ?
C68 C65 C67 108.1(10) . . ?
C72 C69 O7 108.3(9) . . ?
C72 C69 C70 116.1(11) . . ?
O7 C69 C70 110.9(9) . . ?
C72 C69 C71 102.7(12) . . ?
O7 C69 C71 110.6(9) . . ?
C70 C69 C71 107.9(9) . . ?
O8 C73 C76 109.7(7) . . ?
O8 C73 C74 108.3(6) . . ?
C76 C73 C74 113.3(8) . . ?
O8 C73 C75 106.5(7) . . ?
C76 C73 C75 109.1(7) . . ?
C74 C73 C75 109.6(8) . . ?
O9 C77 C78 110.1(7) . . ?
O9 C77 C79 113.4(8) . . ?
C78 C77 C79 120.7(9) . . ?
O9 C77 C80 103.8(7) . . ?
C78 C77 C80 100.9(10) . . ?
C79 C77 C80 105.6(8) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.806
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.077
####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1465181'
_audit_update_record             
;
2016-03-23 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          471-473
_chemical_formula_moiety         'C25 H22 N6'
_chemical_formula_sum            'C25 H22 N6'
_chemical_formula_weight         406.49

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           Monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_Hall  '-C 2yc'

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

_cell_length_a                   25.670(5)
_cell_length_b                   8.1100(16)
_cell_length_c                   10.500(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.00(3)
_cell_angle_gamma                90.00
_cell_volume                     2012.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    652
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      23.53

_exptl_crystal_description       block
_exptl_crystal_colour            light-yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9755
_exptl_absorpt_correction_T_max  0.9835
_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 DETECOR'
_diffrn_measurement_method       /w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5296
_diffrn_reflns_av_R_equivalents  0.0961
_diffrn_reflns_av_sigmaI/netI    0.1021
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1763
_reflns_number_gt                835
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       SMART
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_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)+(0.0519P)²+0.0000P] 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         1763
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1346
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1429
_refine_ls_wR_factor_gt          0.1111
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_restrained_S_all      0.937
_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
N2 N 1.00019(9) 0.2044(3) 0.0552(2) 0.0400(7) Uani 1 1 d . . .
N3 N 1.05705(9) 0.2025(3) 0.1101(3) 0.0445(7) Uani 1 1 d . . .
H3 H 1.0753 0.1499 0.1857 0.053 Uiso 1 1 calc R . .
N1 N 0.87948(9) 0.0805(3) 0.1135(3) 0.0484(7) Uani 1 1 d . . .
C1 C 0.97273(11) 0.1283(3) 0.1178(3) 0.0387(8) Uani 1 1 d . . .
C2 C 0.91076(11) 0.1331(4) 0.0440(3) 0.0399(8) Uani 1 1 d . . .
C3 C 0.88535(12) 0.1910(4) -0.0913(3) 0.0510(9) Uani 1 1 d . . .
H3B H 0.9074 0.2273 -0.1380 0.061 Uiso 1 1 calc R . .
C4 C 0.82776(12) 0.1941(4) -0.1546(3) 0.0574(10) Uani 1 1 d . . .
H4 H 0.8103 0.2330 -0.2448 0.069 Uiso 1 1 calc R . .
C5 C 0.79549(13) 0.1396(4) -0.0850(4) 0.0614(10) Uani 1 1 d . . .
H5 H 0.7562 0.1403 -0.1265 0.074 Uiso 1 1 calc R . .
C6 C 0.82308(12) 0.0846(4) 0.0467(4) 0.0569(10) Uani 1 1 d . . .
H6 H 0.8013 0.0472 0.0938 0.068 Uiso 1 1 calc R . .
C7 C 1.08607(11) 0.2874(4) 0.0422(3) 0.0403(8) Uani 1 1 d . . .
C8 C 1.05833(13) 0.3820(4) -0.0727(3) 0.0507(9) Uani 1 1 d . . .
H8 H 1.0191 0.3918 -0.1071 0.061 Uiso 1 1 calc R . .
C9 C 1.08861(14) 0.4625(4) -0.1371(4) 0.0575(9) Uani 1 1 d . . .
H9 H 1.0696 0.5252 -0.2158 0.069 Uiso 1 1 calc R . .
C10 C 1.14620(15) 0.4512(4) -0.0867(4) 0.0633(10) Uani 1 1 d . . .
H10 H 1.1664 0.5062 -0.1304 0.076 Uiso 1 1 calc R . .
C11 C 1.17384(14) 0.3582(5) 0.0286(4) 0.0661(11) Uani 1 1 d . . .
H11 H 1.2131 0.3504 0.0636 0.079 Uiso 1 1 calc R . .
C12 C 1.14411(12) 0.2756(4) 0.0936(4) 0.0544(9) Uani 1 1 d . . .
H12 H 1.1632 0.2123 0.1719 0.065 Uiso 1 1 calc R . .
C13 C 1.0000 0.0312(5) 0.2500 0.0417(11) Uani 1 2 d S . .
H13A H 0.9714 -0.0398 0.2599 0.050 Uiso 0.50 1 calc PR . .
H13B H 1.0286 -0.0398 0.2401 0.050 Uiso 0.50 1 calc PR . .


_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
N2 C1 1.293(3) . ?
N2 N3 1.344(3) . ?
N3 C7 1.397(3) . ?
N3 H3 0.8600 . ?
N1 C6 1.340(3) . ?
N1 C2 1.348(3) . ?
C1 C2 1.473(4) . ?
C1 C13 1.509(3) . ?
C2 C3 1.393(4) . ?
C3 C4 1.364(4) . ?
C3 H3B 0.9300 . ?
C4 C5 1.375(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.359(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.371(4) . ?
C7 C12 1.376(4) . ?
C8 C9 1.378(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.365(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.367(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.380(4) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C1 1.509(3) 2_755 ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?

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 N2 N3 119.5(3) . . ?
N2 N3 C7 118.8(3) . . ?
N2 N3 H3 120.6 . . ?
C7 N3 H3 120.6 . . ?
C6 N1 C2 117.3(3) . . ?
N2 C1 C2 114.3(3) . . ?
N2 C1 C13 124.6(2) . . ?
C2 C1 C13 121.0(2) . . ?
N1 C2 C3 121.2(3) . . ?
N1 C2 C1 117.1(3) . . ?
C3 C2 C1 121.6(3) . . ?
C4 C3 C2 119.3(3) . . ?
C4 C3 H3B 120.4 . . ?
C2 C3 H3B 120.4 . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 117.6(3) . . ?
C6 C5 H5 121.2 . . ?
C4 C5 H5 121.2 . . ?
N1 C6 C5 124.6(3) . . ?
N1 C6 H6 117.7 . . ?
C5 C6 H6 117.7 . . ?
C8 C7 C12 119.6(3) . . ?
C8 C7 N3 121.9(3) . . ?
C12 C7 N3 118.5(3) . . ?
C7 C8 C9 119.9(3) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 120.8(3) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 119.3(3) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C10 C11 C12 120.7(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C7 C12 C11 119.7(3) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C1 C13 C1 117.1(3) 2_755 . ?
C1 C13 H13A 108.0 2_755 . ?
C1 C13 H13A 108.0 . . ?
C1 C13 H13B 108.0 2_755 . ?
C1 C13 H13B 108.0 . . ?
H13A C13 H13B 107.3 . . ?

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
C1 N2 N3 C7 -179.1(2) . . . . ?
N3 N2 C1 C2 -177.3(2) . . . . ?
N3 N2 C1 C13 -1.4(4) . . . . ?
C6 N1 C2 C3 0.7(4) . . . . ?
C6 N1 C2 C1 -180.0(3) . . . . ?
N2 C1 C2 N1 -169.3(3) . . . . ?
C13 C1 C2 N1 14.7(4) . . . . ?
N2 C1 C2 C3 10.1(4) . . . . ?
C13 C1 C2 C3 -166.0(3) . . . . ?
N1 C2 C3 C4 -0.2(5) . . . . ?
C1 C2 C3 C4 -179.5(3) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C3 C4 C5 C6 0.3(5) . . . . ?
C2 N1 C6 C5 -0.7(5) . . . . ?
C4 C5 C6 N1 0.3(5) . . . . ?
N2 N3 C7 C8 4.8(4) . . . . ?
N2 N3 C7 C12 -175.6(3) . . . . ?
C12 C7 C8 C9 1.0(5) . . . . ?
N3 C7 C8 C9 -179.4(3) . . . . ?
C7 C8 C9 C10 -0.9(5) . . . . ?
C8 C9 C10 C11 0.3(6) . . . . ?
C9 C10 C11 C12 0.3(6) . . . . ?
C8 C7 C12 C11 -0.4(5) . . . . ?
N3 C7 C12 C11 180.0(3) . . . . ?
C10 C11 C12 C7 -0.2(5) . . . . ?
N2 C1 C13 C1 75.0(3) . . . 2_755 ?
C2 C1 C13 C1 -109.4(3) . . . 2_755 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.051
#===end


####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1481713'
_audit_update_record             
;
2016-05-25 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C24 H20 N6 Ni), C4 H10 O2'
_chemical_formula_sum            'C52 H50 N12 Ni2 O2'
_chemical_formula_weight         992.46

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'
Ni Ni 0.3393 1.1124 '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           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.3935(6)
_cell_length_b                   13.9013(6)
_cell_length_c                   14.3241(6)
_cell_angle_alpha                69.0760(10)
_cell_angle_beta                 68.9690(10)
_cell_angle_gamma                85.9630(10)
_cell_volume                     2320.04(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    149(2)
_cell_measurement_reflns_used    9936
_cell_measurement_theta_min      2.982
_cell_measurement_theta_max      28.329

_exptl_crystal_description       rodlike
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1036
_exptl_absorpt_coefficient_mu    0.868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7807
_exptl_absorpt_correction_T_max  0.8455
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      149(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            17408
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.98
_diffrn_reflns_theta_max         25.05
_reflns_number_total             7942
_reflns_number_gt                6817
_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)+(0.0573P)²+2.6006P] 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         7942
_refine_ls_number_parameters     632
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1066
_refine_ls_wR_factor_gt          0.1006
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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
Ni1 Ni 0.10245(3) 0.80363(2) 0.25410(3) 0.01887(10) Uani 1 1 d . A 1
N1 N 0.24700(18) 0.75415(16) 0.20871(16) 0.0210(5) Uani 1 1 d . A 1
N2 N 0.08629(19) 0.63258(17) 0.18387(19) 0.0274(5) Uani 1 1 d . A 1
N3 N 0.03741(18) 0.70057(16) 0.23034(17) 0.0206(5) Uani 1 1 d . A 1
N4 N 0.11733(17) 0.94696(16) 0.15203(17) 0.0209(5) Uani 1 1 d . A 1
N5 N 0.09969(18) 0.94272(16) 0.36939(17) 0.0211(5) Uani 1 1 d . A 1
N6 N 0.08195(17) 0.84730(15) 0.37277(16) 0.0181(4) Uani 1 1 d . A 1
C1 C 0.1896(2) 0.6260(2) 0.1553(2) 0.0291(6) Uani 1 1 d . A 1
H1 H 0.2160 0.5774 0.1209 0.035 Uiso 1 1 calc R A 1
C2 C 0.2714(2) 0.6785(2) 0.1661(2) 0.0233(6) Uani 1 1 d . A 1
C3 C 0.3781(2) 0.6508(2) 0.1331(2) 0.0312(7) Uani 1 1 d . A 1
H3 H 0.3954 0.5981 0.1032 0.037 Uiso 1 1 calc R A 1
C4 C 0.4572(2) 0.6985(2) 0.1435(2) 0.0346(7) Uani 1 1 d . A 1
H4 H 0.5291 0.6796 0.1208 0.042 Uiso 1 1 calc R A 1
C5 C 0.4307(2) 0.7754(2) 0.1880(2) 0.0335(7) Uani 1 1 d . A 1
H5 H 0.4840 0.8097 0.1965 0.040 Uiso 1 1 calc R A 1
C6 C 0.3265(2) 0.8003(2) 0.2189(2) 0.0277(6) Uani 1 1 d . A 1
H6 H 0.3086 0.8528 0.2491 0.033 Uiso 1 1 calc R A 1
C7 C -0.0753(2) 0.6945(2) 0.2578(2) 0.0213(5) Uani 1 1 d . A 1
C8 C -0.1303(2) 0.6292(2) 0.2357(2) 0.0267(6) Uani 1 1 d . A 1
H8 H -0.0924 0.5836 0.2012 0.032 Uiso 1 1 calc R A 1
C9 C -0.2410(2) 0.6308(2) 0.2643(2) 0.0327(7) Uani 1 1 d . A 1
H9 H -0.2779 0.5860 0.2488 0.039 Uiso 1 1 calc R A 1
C10 C -0.2984(2) 0.6957(2) 0.3146(2) 0.0355(7) Uani 1 1 d . A 1
H10 H -0.3739 0.6967 0.3326 0.043 Uiso 1 1 calc R A 1
C11 C -0.2448(3) 0.7594(3) 0.3386(3) 0.0408(8) Uani 1 1 d . A 1
H11 H -0.2834 0.8040 0.3741 0.049 Uiso 1 1 calc R A 1
C12 C -0.1346(2) 0.7582(2) 0.3111(3) 0.0349(7) Uani 1 1 d . A 1
H12 H -0.0986 0.8018 0.3289 0.042 Uiso 1 1 calc R A 1
C13 C 0.1261(2) 1.02104(19) 0.2796(2) 0.0243(6) Uani 1 1 d . A 1
H13 H 0.1431 1.0836 0.2849 0.029 Uiso 1 1 calc R A 1
C14 C 0.1344(2) 1.0305(2) 0.1731(2) 0.0228(6) Uani 1 1 d . A 1
C15 C 0.1592(2) 1.1280(2) 0.0917(2) 0.0311(7) Uani 1 1 d . A 1
H15 H 0.1735 1.1861 0.1062 0.037 Uiso 1 1 calc R A 1
C16 C 0.1631(3) 1.1400(2) -0.0092(2) 0.0384(8) Uani 1 1 d . A 1
H16 H 0.1795 1.2060 -0.0646 0.046 Uiso 1 1 calc R A 1
C17 C 0.1427(3) 1.0541(3) -0.0285(2) 0.0375(7) Uani 1 1 d . A 1
H17 H 0.1443 1.0601 -0.0972 0.045 Uiso 1 1 calc R A 1
C18 C 0.1201(2) 0.9599(2) 0.0533(2) 0.0298(6) Uani 1 1 d . A 1
H18 H 0.1058 0.9012 0.0397 0.036 Uiso 1 1 calc R A 1
C19 C 0.04930(19) 0.77428(19) 0.4783(2) 0.0176(5) Uani 1 1 d . A 1
C20 C 0.0482(2) 0.6689(2) 0.4920(2) 0.0208(5) Uani 1 1 d . A 1
H20 H 0.0682 0.6491 0.4311 0.025 Uiso 1 1 calc R A 1
C21 C 0.0180(2) 0.5934(2) 0.5940(2) 0.0230(6) Uani 1 1 d . A 1
H21 H 0.0182 0.5226 0.6020 0.028 Uiso 1 1 calc R A 1
C22 C -0.0124(2) 0.6209(2) 0.6837(2) 0.0225(6) Uani 1 1 d . A 1
H22 H -0.0321 0.5693 0.7532 0.027 Uiso 1 1 calc R A 1
C23 C -0.0136(2) 0.7250(2) 0.6709(2) 0.0233(6) Uani 1 1 d . A 1
H23 H -0.0348 0.7442 0.7322 0.028 Uiso 1 1 calc R A 1
C24 C 0.0158(2) 0.8009(2) 0.5698(2) 0.0198(5) Uani 1 1 d . A 1
H24 H 0.0132 0.8716 0.5627 0.024 Uiso 1 1 calc R A 1
Ni2 Ni 0.53153(2) 0.32291(2) 0.29679(2) 0.01773(10) Uani 1 1 d . B 1
N7 N 0.42893(17) 0.41435(16) 0.35487(16) 0.0195(4) Uani 1 1 d . B 1
N8 N 0.32395(18) 0.27789(18) 0.28901(18) 0.0252(5) Uani 1 1 d . B 1
N9 N 0.43072(17) 0.26880(16) 0.25751(16) 0.0189(4) Uani 1 1 d . B 1
N10 N 0.56168(17) 0.22366(16) 0.42069(17) 0.0196(5) Uani 1 1 d . B 1
N11 N 0.75097(17) 0.37561(17) 0.27236(17) 0.0221(5) Uani 1 1 d . B 1
N12 N 0.67402(16) 0.38801(16) 0.22996(16) 0.0182(4) Uani 1 1 d . B 1
C25 C 0.2785(2) 0.3381(2) 0.3419(2) 0.0274(6) Uani 1 1 d . B 1
H25 H 0.2026 0.3360 0.3632 0.033 Uiso 1 1 calc R B 1
C26 C 0.3228(2) 0.4077(2) 0.3740(2) 0.0213(5) Uani 1 1 d . B 1
C27 C 0.2539(2) 0.4706(2) 0.4233(2) 0.0301(6) Uani 1 1 d . B 1
H27 H 0.1792 0.4649 0.4373 0.036 Uiso 1 1 calc R B 1
C28 C 0.2932(2) 0.5400(2) 0.4512(2) 0.0339(7) Uani 1 1 d . B 1
H28 H 0.2465 0.5821 0.4851 0.041 Uiso 1 1 calc R B 1
C29 C 0.4028(2) 0.5477(2) 0.4290(2) 0.0316(7) Uani 1 1 d . B 1
H29 H 0.4330 0.5962 0.4460 0.038 Uiso 1 1 calc R B 1
C30 C 0.4665(2) 0.4840(2) 0.3820(2) 0.0273(6) Uani 1 1 d . B 1
H30 H 0.5412 0.4891 0.3678 0.033 Uiso 1 1 calc R B 1
C31 C 0.4642(2) 0.20318(19) 0.1980(2) 0.0209(5) Uani 1 1 d . B 1
C32 C 0.3957(2) 0.1526(2) 0.1738(2) 0.0271(6) Uani 1 1 d . B 1
H32 H 0.3212 0.1631 0.1967 0.033 Uiso 1 1 calc R B 1
C33 C 0.4350(3) 0.0871(2) 0.1165(2) 0.0336(7) Uani 1 1 d . B 1
H33 H 0.3871 0.0532 0.1010 0.040 Uiso 1 1 calc R B 1
C34 C 0.5429(3) 0.0709(2) 0.0819(2) 0.0374(7) Uani 1 1 d . B 1
H34 H 0.5692 0.0250 0.0441 0.045 Uiso 1 1 calc R B 1
C35 C 0.6120(3) 0.1222(3) 0.1030(3) 0.0425(8) Uani 1 1 d . B 1
H35 H 0.6865 0.1122 0.0787 0.051 Uiso 1 1 calc R B 1
C36 C 0.5737(2) 0.1884(2) 0.1594(2) 0.0330(7) Uani 1 1 d . B 1
H36 H 0.6226 0.2242 0.1719 0.040 Uiso 1 1 calc R B 1
C37 C 0.7373(2) 0.3082(2) 0.3671(2) 0.0236(6) Uani 1 1 d . B 1
H37 H 0.7942 0.3094 0.3915 0.028 Uiso 1 1 calc R B 1
C38 C 0.6508(2) 0.2316(2) 0.4420(2) 0.0199(5) Uani 1 1 d . B 1
C39 C 0.6624(2) 0.1627(2) 0.5365(2) 0.0297(6) Uani 1 1 d . B 1
H39 H 0.7249 0.1686 0.5514 0.036 Uiso 1 1 calc R B 1
C40 C 0.5830(3) 0.0870(2) 0.6073(2) 0.0333(7) Uani 1 1 d . B 1
H40 H 0.5898 0.0407 0.6717 0.040 Uiso 1 1 calc R B 1
C41 C 0.4928(2) 0.0790(2) 0.5838(2) 0.0335(7) Uani 1 1 d . B 1
H41 H 0.4373 0.0267 0.6312 0.040 Uiso 1 1 calc R B 1
C42 C 0.4854(2) 0.1480(2) 0.4911(2) 0.0262(6) Uani 1 1 d . B 1
H42 H 0.4234 0.1425 0.4754 0.031 Uiso 1 1 calc R B 1
C43 C 0.7060(2) 0.46304(19) 0.1256(2) 0.0186(5) Uani 1 1 d . B 1
C44 C 0.8109(2) 0.5065(2) 0.0670(2) 0.0239(6) Uani 1 1 d . B 1
H44 H 0.8652 0.4857 0.0970 0.029 Uiso 1 1 calc R B 1
C45 C 0.8358(2) 0.5801(2) -0.0353(2) 0.0286(6) Uani 1 1 d . B 1
H45 H 0.9072 0.6094 -0.0744 0.034 Uiso 1 1 calc R B 1
C46 C 0.7586(2) 0.6117(2) -0.0815(2) 0.0254(6) Uani 1 1 d . B 1
H46 H 0.7764 0.6627 -0.1512 0.030 Uiso 1 1 calc R B 1
C47 C 0.6560(2) 0.5678(2) -0.0249(2) 0.0251(6) Uani 1 1 d . B 1
H47 H 0.6028 0.5877 -0.0565 0.030 Uiso 1 1 calc R B 1
C48 C 0.6285(2) 0.4944(2) 0.0785(2) 0.0236(6) Uani 1 1 d . B 1
H48 H 0.5567 0.4657 0.1169 0.028 Uiso 1 1 calc R B 1
C49 C 0.2011(3) 1.0567(3) 0.5109(3) 0.0455(8) Uani 1 1 d . C 1
H49A H 0.2557 1.0619 0.4415 0.068 Uiso 1 1 calc R C 1
H49B H 0.1762 1.1253 0.5083 0.068 Uiso 1 1 calc R C 1
H49C H 0.1406 1.0104 0.5268 0.068 Uiso 1 1 calc R C 1
C50 C 0.1019(3) 0.7570(3) 0.9112(3) 0.0520(9) Uani 1 1 d . C 1
H50A H 0.0701 0.7336 0.9895 0.078 Uiso 1 1 calc R C 1
H50B H 0.1682 0.7226 0.8901 0.078 Uiso 1 1 calc R C 1
H50C H 0.0512 0.7401 0.8833 0.078 Uiso 1 1 calc R C 1
O1 O 0.24499(18) 1.01779(19) 0.59016(17) 0.0439(6) Uani 1 1 d . C 1
O2 O 0.1246(2) 0.86240(19) 0.87009(19) 0.0557(7) Uani 1 1 d . C 1
C51A C 0.1906(8) 0.9945(7) 0.7028(7) 0.042(2) Uani 0.38 1 d P C 1
H51A H 0.1214 1.0273 0.7167 0.050 Uiso 0.38 1 calc PR C 1
H51B H 0.2350 1.0199 0.7326 0.050 Uiso 0.38 1 calc PR C 1
C52A C 0.1726(7) 0.8798(6) 0.7522(7) 0.0293(19) Uani 0.38 1 d P C 1
H52A H 0.2409 0.8458 0.7348 0.035 Uiso 0.38 1 calc PR C 1
H52B H 0.1225 0.8540 0.7285 0.035 Uiso 0.38 1 calc PR C 1
C51B C 0.1557(4) 0.9572(4) 0.6857(4) 0.0261(10) Uani 0.62 1 d P C 1
H51C H 0.1255 0.9024 0.6725 0.031 Uiso 0.62 1 calc PR C 1
H51D H 0.0980 1.0018 0.7080 0.031 Uiso 0.62 1 calc PR C 1
C52B C 0.2064(5) 0.9116(6) 0.7686(4) 0.0418(14) Uani 0.62 1 d P C 1
H52C H 0.2574 0.8607 0.7493 0.050 Uiso 0.62 1 calc PR C 1
H52D H 0.2465 0.9667 0.7720 0.050 Uiso 0.62 1 calc PR C 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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N3 1.914(2) . ?
Ni1 N6 1.927(2) . ?
Ni1 N1 1.968(2) . ?
Ni1 N4 1.978(2) . ?
N1 C6 1.357(4) . ?
N1 C2 1.361(3) . ?
N2 C1 1.302(4) . ?
N2 N3 1.347(3) . ?
N3 C7 1.417(3) . ?
N4 C18 1.347(3) . ?
N4 C14 1.353(3) . ?
N5 C13 1.301(3) . ?
N5 N6 1.345(3) . ?
N6 C19 1.414(3) . ?
C1 C2 1.439(4) . ?
C2 C3 1.408(4) . ?
C3 C4 1.366(4) . ?
C4 C5 1.395(4) . ?
C5 C6 1.365(4) . ?
C7 C8 1.391(4) . ?
C7 C12 1.396(4) . ?
C8 C9 1.390(4) . ?
C9 C10 1.376(4) . ?
C10 C11 1.379(4) . ?
C11 C12 1.385(4) . ?
C13 C14 1.446(4) . ?
C14 C15 1.401(4) . ?
C15 C16 1.377(4) . ?
C16 C17 1.383(5) . ?
C17 C18 1.373(4) . ?
C19 C24 1.399(4) . ?
C19 C20 1.407(3) . ?
C20 C21 1.393(4) . ?
C21 C22 1.384(4) . ?
C22 C23 1.391(4) . ?
C23 C24 1.386(4) . ?
Ni2 N12 1.921(2) . ?
Ni2 N9 1.923(2) . ?
Ni2 N7 1.971(2) . ?
Ni2 N10 1.976(2) . ?
N7 C30 1.349(3) . ?
N7 C26 1.351(3) . ?
N8 C25 1.303(4) . ?
N8 N9 1.348(3) . ?
N9 C31 1.408(3) . ?
N10 C42 1.349(3) . ?
N10 C38 1.355(3) . ?
N11 C37 1.300(3) . ?
N11 N12 1.345(3) . ?
N12 C43 1.413(3) . ?
C25 C26 1.447(4) . ?
C26 C27 1.406(4) . ?
C27 C28 1.366(4) . ?
C28 C29 1.390(4) . ?
C29 C30 1.367(4) . ?
C31 C32 1.397(4) . ?
C31 C36 1.398(4) . ?
C32 C33 1.392(4) . ?
C33 C34 1.380(5) . ?
C34 C35 1.380(5) . ?
C35 C36 1.388(4) . ?
C37 C38 1.446(4) . ?
C38 C39 1.406(4) . ?
C39 C40 1.374(4) . ?
C40 C41 1.387(4) . ?
C41 C42 1.365(4) . ?
C43 C48 1.398(4) . ?
C43 C44 1.398(4) . ?
C44 C45 1.390(4) . ?
C45 C46 1.385(4) . ?
C46 C47 1.373(4) . ?
C47 C48 1.397(4) . ?
C49 O1 1.387(4) . ?
C50 O2 1.379(4) . ?
O1 C51A 1.433(9) . ?
O1 C51B 1.468(5) . ?
O2 C52B 1.427(6) . ?
O2 C52A 1.508(9) . ?
C51A C52A 1.492(13) . ?
C51B C52B 1.501(8) . ?

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
N3 Ni1 N6 136.16(9) . . ?
N3 Ni1 N1 93.80(9) . . ?
N6 Ni1 N1 109.60(9) . . ?
N3 Ni1 N4 117.26(9) . . ?
N6 Ni1 N4 93.04(9) . . ?
N1 Ni1 N4 103.94(9) . . ?
C6 N1 C2 118.9(2) . . ?
C6 N1 Ni1 117.38(18) . . ?
C2 N1 Ni1 123.73(19) . . ?
C1 N2 N3 121.0(2) . . ?
N2 N3 C7 112.6(2) . . ?
N2 N3 Ni1 127.95(18) . . ?
C7 N3 Ni1 119.38(16) . . ?
C18 N4 C14 119.0(2) . . ?
C18 N4 Ni1 117.24(18) . . ?
C14 N4 Ni1 123.49(18) . . ?
C13 N5 N6 120.9(2) . . ?
N5 N6 C19 111.9(2) . . ?
N5 N6 Ni1 127.76(16) . . ?
C19 N6 Ni1 120.22(16) . . ?
N2 C1 C2 132.0(2) . . ?
N1 C2 C3 119.3(3) . . ?
N1 C2 C1 121.0(2) . . ?
C3 C2 C1 119.7(2) . . ?
C4 C3 C2 121.0(3) . . ?
C3 C4 C5 118.9(3) . . ?
C6 C5 C4 118.4(3) . . ?
N1 C6 C5 123.5(3) . . ?
C8 C7 C12 118.1(3) . . ?
C8 C7 N3 124.5(2) . . ?
C12 C7 N3 117.4(2) . . ?
C9 C8 C7 119.8(3) . . ?
C10 C9 C8 121.6(3) . . ?
C9 C10 C11 119.0(3) . . ?
C10 C11 C12 120.1(3) . . ?
C11 C12 C7 121.4(3) . . ?
N5 C13 C14 132.0(2) . . ?
N4 C14 C15 120.0(3) . . ?
N4 C14 C13 120.8(2) . . ?
C15 C14 C13 119.1(2) . . ?
C16 C15 C14 120.4(3) . . ?
C15 C16 C17 118.7(3) . . ?
C18 C17 C16 118.9(3) . . ?
N4 C18 C17 123.0(3) . . ?
C24 C19 C20 118.2(2) . . ?
C24 C19 N6 123.7(2) . . ?
C20 C19 N6 118.0(2) . . ?
C21 C20 C19 120.6(2) . . ?
C22 C21 C20 120.5(2) . . ?
C21 C22 C23 119.2(2) . . ?
C24 C23 C22 121.0(2) . . ?
C23 C24 C19 120.5(2) . . ?
N12 Ni2 N9 138.17(9) . . ?
N12 Ni2 N7 110.23(9) . . ?
N9 Ni2 N7 93.35(9) . . ?
N12 Ni2 N10 93.24(9) . . ?
N9 Ni2 N10 113.87(9) . . ?
N7 Ni2 N10 105.21(9) . . ?
C30 N7 C26 118.3(2) . . ?
C30 N7 Ni2 117.74(18) . . ?
C26 N7 Ni2 123.85(18) . . ?
C25 N8 N9 121.3(2) . . ?
N8 N9 C31 112.3(2) . . ?
N8 N9 Ni2 127.27(17) . . ?
C31 N9 Ni2 120.12(17) . . ?
C42 N10 C38 118.7(2) . . ?
C42 N10 Ni2 117.49(18) . . ?
C38 N10 Ni2 123.65(17) . . ?
C37 N11 N12 121.2(2) . . ?
N11 N12 C43 112.2(2) . . ?
N11 N12 Ni2 127.94(16) . . ?
C43 N12 Ni2 119.82(16) . . ?
N8 C25 C26 131.6(2) . . ?
N7 C26 C27 120.2(2) . . ?
N7 C26 C25 120.9(2) . . ?
C27 C26 C25 118.9(2) . . ?
C28 C27 C26 120.7(3) . . ?
C27 C28 C29 118.6(3) . . ?
C30 C29 C28 118.6(3) . . ?
N7 C30 C29 123.6(3) . . ?
C32 C31 C36 117.6(2) . . ?
C32 C31 N9 124.5(2) . . ?
C36 C31 N9 117.9(2) . . ?
C33 C32 C31 120.9(3) . . ?
C34 C33 C32 120.7(3) . . ?
C35 C34 C33 119.1(3) . . ?
C34 C35 C36 120.7(3) . . ?
C35 C36 C31 121.0(3) . . ?
N11 C37 C38 131.6(2) . . ?
N10 C38 C39 120.3(2) . . ?
N10 C38 C37 121.1(2) . . ?
C39 C38 C37 118.6(2) . . ?
C40 C39 C38 119.7(3) . . ?
C39 C40 C41 119.4(3) . . ?
C42 C41 C40 118.5(3) . . ?
N10 C42 C41 123.4(3) . . ?
C48 C43 C44 118.6(2) . . ?
C48 C43 N12 117.9(2) . . ?
C44 C43 N12 123.5(2) . . ?
C45 C44 C43 119.9(3) . . ?
C46 C45 C44 121.4(3) . . ?
C47 C46 C45 118.8(2) . . ?
C46 C47 C48 121.1(3) . . ?
C47 C48 C43 120.2(3) . . ?
C49 O1 C51A 127.0(5) . . ?
C49 O1 C51B 104.6(3) . . ?
C51A O1 C51B 34.8(4) . . ?
C50 O2 C52B 121.4(4) . . ?
C50 O2 C52A 100.0(4) . . ?
C52B O2 C52A 31.3(3) . . ?
O1 C51A C52A 106.2(8) . . ?
C51A C52A O2 102.3(7) . . ?
O1 C51B C52B 103.5(4) . . ?
O2 C52B C51B 109.1(5) . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         1.465
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.068
