# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_a12
_database_code_depnum_ccdc_archive 'CCDC 894885'
_audit_update_record             
;
2012-08-05 deposited with the CCDC.
2015-05-12 downloaded from the CCDC.
;
#TrackingRef 'a12.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H16 N4 O'
_chemical_formula_sum            'C19 H16 N4 O'
_chemical_formula_weight         316.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   8.3688(6)
_cell_length_b                   16.4560(11)
_cell_length_c                   11.4722(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.247(6)
_cell_angle_gamma                90.00
_cell_volume                     1577.38(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7464
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      29.07

_exptl_crystal_description       Block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9564
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   CrysAlisPro

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.0938
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7464
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0444
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.19
_diffrn_reflns_theta_max         29.07
_reflns_number_total             4227
_reflns_number_gt                2362
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2σ(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)+(0.0453P)²+0.1557P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4227
_refine_ls_number_parameters     224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1192
_refine_ls_wR_factor_gt          0.0995
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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
C11 C 0.4662(3) -0.30704(12) 1.06238(18) 0.0639(5) Uani 1 1 d . . .
H051 H 0.4446 -0.3469 1.1167 0.077 Uiso 1 1 calc R . .
N3 N 0.22012(16) 0.00426(8) 0.85937(12) 0.0446(4) Uani 1 1 d . . .
H3 H 0.1965 0.0321 0.9194 0.054 Uiso 1 1 calc R . .
N2 N 0.29641(15) -0.06877(8) 0.87432(12) 0.0429(3) Uani 1 1 d . . .
C5 C 0.30489(17) -0.04884(9) 1.09034(14) 0.0387(4) Uani 1 1 d . . .
C6 C 0.33439(17) -0.09317(10) 0.98013(14) 0.0379(4) Uani 1 1 d . . .
O1 O 0.20706(16) -0.00509(8) 0.66105(11) 0.0626(4) Uani 1 1 d . . .
N1 N 0.19132(16) 0.00913(8) 1.08449(12) 0.0477(4) Uani 1 1 d . . .
C13 C 0.18104(19) 0.03336(10) 0.75007(14) 0.0430(4) Uani 1 1 d . . .
C8 C 0.5270(2) -0.18998(11) 0.89956(15) 0.0506(4) Uani 1 1 d . . .
H008 H 0.5478 -0.1509 0.8438 0.061 Uiso 1 1 calc R . .
C19 C 0.1282(2) 0.16713(10) 0.84575(14) 0.0458(4) Uani 1 1 d . . .
H009 H 0.1983 0.1518 0.9076 0.055 Uiso 1 1 calc R . .
C14 C 0.10361(17) 0.11424(10) 0.75071(13) 0.0395(4) Uani 1 1 d . . .
C7 C 0.42035(17) -0.17232(10) 0.98479(13) 0.0390(4) Uani 1 1 d . . .
C15 C 0.00189(19) 0.13974(10) 0.65555(15) 0.0462(4) Uani 1 1 d . . .
C12 C 0.3918(2) -0.23180(10) 1.06700(15) 0.0492(4) Uani 1 1 d . . .
H013 H 0.3223 -0.2211 1.1256 0.059 Uiso 1 1 calc R . .
N4 N -0.0177(2) 0.09412(12) 0.55561(15) 0.0665(5) Uani 1 1 d . . .
H4A H -0.100(2) 0.1065(13) 0.5103(19) 0.080 Uiso 1 1 d . . .
H4B H 0.036(3) 0.0468(13) 0.5584(19) 0.080 Uiso 1 1 d . . .
C1 C 0.1634(2) 0.05111(12) 1.18084(16) 0.0552(5) Uani 1 1 d . . .
H015 H 0.0842 0.0908 1.1762 0.066 Uiso 1 1 calc R . .
C4 C 0.3943(2) -0.06367(11) 1.19378(15) 0.0507(4) Uani 1 1 d . . .
H017 H 0.4739 -0.1031 1.1970 0.061 Uiso 1 1 calc R . .
C2 C 0.2453(2) 0.03872(12) 1.28615(17) 0.0587(5) Uani 1 1 d . . .
H018 H 0.2214 0.0686 1.3517 0.070 Uiso 1 1 calc R . .
C16 C -0.0784(2) 0.21406(11) 0.66378(17) 0.0560(5) Uani 1 1 d . . .
H019 H -0.1499 0.2302 0.6032 0.067 Uiso 1 1 calc R . .
C17 C -0.0538(2) 0.26358(11) 0.75920(18) 0.0573(5) Uani 1 1 d . . .
H020 H -0.1087 0.3126 0.7627 0.069 Uiso 1 1 calc R . .
C18 C 0.0523(2) 0.24096(11) 0.85046(16) 0.0547(5) Uani 1 1 d . . .
H021 H 0.0719 0.2753 0.9141 0.066 Uiso 1 1 calc R . .
C10 C 0.5721(3) -0.32277(13) 0.97735(19) 0.0714(6) Uani 1 1 d . . .
H022 H 0.6228 -0.3730 0.9749 0.086 Uiso 1 1 calc R . .
C9 C 0.6024(2) -0.26434(13) 0.89641(18) 0.0671(6) Uani 1 1 d . . .
H023 H 0.6741 -0.2749 0.8392 0.081 Uiso 1 1 calc R . .
C3 C 0.3631(2) -0.01892(12) 1.29209(16) 0.0623(5) Uani 1 1 d . . .
H024 H 0.4222 -0.0280 1.3620 0.075 Uiso 1 1 calc R . .


_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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
C11 C10 1.379(3) . ?
C11 C12 1.388(2) . ?
C11 H051 0.9300 . ?
N3 C13 1.365(2) . ?
N3 N2 1.3672(18) . ?
N3 H3 0.8600 . ?
N2 C6 1.3008(19) . ?
C5 N1 1.3457(19) . ?
C5 C4 1.388(2) . ?
C5 C6 1.492(2) . ?
C6 C7 1.487(2) . ?
O1 C13 1.2313(19) . ?
N1 C1 1.335(2) . ?
C13 C14 1.480(2) . ?
C8 C9 1.378(3) . ?
C8 C7 1.392(2) . ?
C8 H008 0.9300 . ?
C19 C18 1.374(2) . ?
C19 C14 1.401(2) . ?
C19 H009 0.9300 . ?
C14 C15 1.410(2) . ?
C7 C12 1.389(2) . ?
C15 N4 1.372(2) . ?
C15 C16 1.401(2) . ?
C12 H013 0.9300 . ?
N4 H4A 0.86(2) . ?
N4 H4B 0.90(2) . ?
C1 C2 1.370(3) . ?
C1 H015 0.9300 . ?
C4 C3 1.384(2) . ?
C4 H017 0.9300 . ?
C2 C3 1.367(3) . ?
C2 H018 0.9300 . ?
C16 C17 1.371(3) . ?
C16 H019 0.9300 . ?
C17 C18 1.385(3) . ?
C17 H020 0.9300 . ?
C18 H021 0.9300 . ?
C10 C9 1.370(3) . ?
C10 H022 0.9300 . ?
C9 H023 0.9300 . ?
C3 H024 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C11 C12 120.13(19) . . ?
C10 C11 H051 119.9 . . ?
C12 C11 H051 119.9 . . ?
C13 N3 N2 120.64(14) . . ?
C13 N3 H3 119.7 . . ?
N2 N3 H3 119.7 . . ?
C6 N2 N3 118.43(13) . . ?
N1 C5 C4 120.80(15) . . ?
N1 C5 C6 117.04(14) . . ?
C4 C5 C6 122.10(14) . . ?
N2 C6 C7 113.32(13) . . ?
N2 C6 C5 126.61(14) . . ?
C7 C6 C5 120.03(14) . . ?
C1 N1 C5 118.80(15) . . ?
O1 C13 N3 122.51(15) . . ?
O1 C13 C14 124.34(15) . . ?
N3 C13 C14 113.15(14) . . ?
C9 C8 C7 121.12(18) . . ?
C9 C8 H008 119.4 . . ?
C7 C8 H008 119.4 . . ?
C18 C19 C14 122.15(17) . . ?
C18 C19 H009 118.9 . . ?
C14 C19 H009 118.9 . . ?
C19 C14 C15 118.26(15) . . ?
C19 C14 C13 121.14(15) . . ?
C15 C14 C13 120.60(15) . . ?
C12 C7 C8 118.14(15) . . ?
C12 C7 C6 122.67(14) . . ?
C8 C7 C6 119.08(15) . . ?
N4 C15 C16 119.92(17) . . ?
N4 C15 C14 121.50(17) . . ?
C16 C15 C14 118.58(16) . . ?
C11 C12 C7 120.51(16) . . ?
C11 C12 H013 119.7 . . ?
C7 C12 H013 119.7 . . ?
C15 N4 H4A 115.4(14) . . ?
C15 N4 H4B 114.1(14) . . ?
H4A N4 H4B 127(2) . . ?
N1 C1 C2 123.41(17) . . ?
N1 C1 H015 118.3 . . ?
C2 C1 H015 118.3 . . ?
C3 C4 C5 119.08(17) . . ?
C3 C4 H017 120.5 . . ?
C5 C4 H017 120.5 . . ?
C3 C2 C1 118.07(17) . . ?
C3 C2 H018 121.0 . . ?
C1 C2 H018 121.0 . . ?
C17 C16 C15 121.46(17) . . ?
C17 C16 H019 119.3 . . ?
C15 C16 H019 119.3 . . ?
C16 C17 C18 120.32(17) . . ?
C16 C17 H020 119.8 . . ?
C18 C17 H020 119.8 . . ?
C19 C18 C17 119.09(18) . . ?
C19 C18 H021 120.5 . . ?
C17 C18 H021 120.5 . . ?
C9 C10 C11 119.92(18) . . ?
C9 C10 H022 120.0 . . ?
C11 C10 H022 120.0 . . ?
C10 C9 C8 120.16(18) . . ?
C10 C9 H023 119.9 . . ?
C8 C9 H023 119.9 . . ?
C2 C3 C4 119.81(18) . . ?
C2 C3 H024 120.1 . . ?
C4 C3 H024 120.1 . . ?

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
C13 N3 N2 C6 178.51(14) . . . . ?
N3 N2 C6 C7 -178.53(12) . . . . ?
N3 N2 C6 C5 -0.7(2) . . . . ?
N1 C5 C6 N2 20.2(2) . . . . ?
C4 C5 C6 N2 -157.13(16) . . . . ?
N1 C5 C6 C7 -162.12(13) . . . . ?
C4 C5 C6 C7 20.5(2) . . . . ?
C4 C5 N1 C1 -1.5(2) . . . . ?
C6 C5 N1 C1 -178.85(14) . . . . ?
N2 N3 C13 O1 2.5(2) . . . . ?
N2 N3 C13 C14 -178.25(13) . . . . ?
C18 C19 C14 C15 2.4(2) . . . . ?
C18 C19 C14 C13 -177.14(15) . . . . ?
O1 C13 C14 C19 -156.43(16) . . . . ?
N3 C13 C14 C19 24.3(2) . . . . ?
O1 C13 C14 C15 24.0(2) . . . . ?
N3 C13 C14 C15 -155.25(15) . . . . ?
C9 C8 C7 C12 0.0(3) . . . . ?
C9 C8 C7 C6 -176.24(16) . . . . ?
N2 C6 C7 C12 -140.32(16) . . . . ?
C5 C6 C7 C12 41.7(2) . . . . ?
N2 C6 C7 C8 35.8(2) . . . . ?
C5 C6 C7 C8 -142.17(15) . . . . ?
C19 C14 C15 N4 174.66(15) . . . . ?
C13 C14 C15 N4 -5.8(2) . . . . ?
C19 C14 C15 C16 -4.4(2) . . . . ?
C13 C14 C15 C16 175.17(14) . . . . ?
C10 C11 C12 C7 1.4(3) . . . . ?
C8 C7 C12 C11 -1.0(2) . . . . ?
C6 C7 C12 C11 175.11(16) . . . . ?
C5 N1 C1 C2 0.4(3) . . . . ?
N1 C5 C4 C3 1.2(2) . . . . ?
C6 C5 C4 C3 178.42(15) . . . . ?
N1 C1 C2 C3 0.9(3) . . . . ?
N4 C15 C16 C17 -175.83(17) . . . . ?
C14 C15 C16 C17 3.2(2) . . . . ?
C15 C16 C17 C18 0.1(3) . . . . ?
C14 C19 C18 C17 0.9(2) . . . . ?
C16 C17 C18 C19 -2.2(3) . . . . ?
C12 C11 C10 C9 -0.8(3) . . . . ?
C11 C10 C9 C8 -0.2(3) . . . . ?
C7 C8 C9 C10 0.6(3) . . . . ?
C1 C2 C3 C4 -1.2(3) . . . . ?
C5 C4 C3 C2 0.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.853
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.148
_refine_diff_density_rms         0.033
####################################################################### 
# 
# 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_zn-a12-ii
_database_code_depnum_ccdc_archive 'CCDC 894890'
_audit_update_record             
;
2012-08-05 deposited with the CCDC.
2015-05-12 downloaded from the CCDC.
;
#TrackingRef 'zn-a12-ii.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H30 Cl0 N8 O4 Zn'
_chemical_formula_sum            'C38 H30 Cl0 N8 O4 Zn'
_chemical_formula_weight         728.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.442(5)
_cell_length_b                   11.517(5)
_cell_length_c                   15.425(5)
_cell_angle_alpha                100.627(5)
_cell_angle_beta                 102.962(5)
_cell_angle_gamma                99.075(5)
_cell_volume                     1737.9(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7865
_cell_measurement_theta_min      3.40
_cell_measurement_theta_max      29.04

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    0.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95853
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   CrysAlisPro

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.0938
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14181
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_sigmaI/netI    0.1605
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         29.04
_reflns_number_total             7865
_reflns_number_gt                3500
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2σ(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)+(0.0101P)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    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7865
_refine_ls_number_parameters     472
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1451
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.0854
_refine_ls_wR_factor_gt          0.0680
_refine_ls_goodness_of_fit_ref   0.862
_refine_ls_restrained_S_all      0.862
_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 0.54245(4) 0.12110(4) 0.26351(3) 0.04243(14) Uani 1 1 d . . .
O2 O 0.48870(19) -0.0551(2) 0.27649(15) 0.0456(7) Uani 1 1 d . . .
O1 O 0.36030(19) 0.1694(2) 0.27311(15) 0.0471(7) Uani 1 1 d . . .
N2 N 0.4689(2) 0.1665(2) 0.14045(18) 0.0364(7) Uani 1 1 d . . .
N1 N 0.6916(2) 0.0894(3) 0.1850(2) 0.0418(8) Uani 1 1 d . . .
N6 N 0.6627(2) 0.1178(3) 0.38856(18) 0.0346(7) Uani 1 1 d . . .
N5 N 0.6553(2) 0.3130(2) 0.32714(18) 0.0373(8) Uani 1 1 d . . .
N7 N 0.6538(2) 0.0094(2) 0.41378(19) 0.0356(7) Uani 1 1 d . . .
N8 N 0.6333(3) -0.1250(3) 0.5374(2) 0.0527(10) Uani 1 1 d . . .
C14 C 0.1943(3) 0.2737(3) 0.2125(2) 0.0363(9) Uani 1 1 d . . .
N3 N 0.3616(2) 0.2229(2) 0.13554(19) 0.0388(8) Uani 1 1 d . . .
C33 C 0.5146(3) -0.1905(3) 0.3750(2) 0.0337(9) Uani 1 1 d . . .
C38 C 0.4324(3) -0.2837(3) 0.3052(3) 0.0457(10) Uani 1 1 d . . .
H013 H 0.4088 -0.2705 0.2465 0.055 Uiso 1 1 calc R . .
C13 C 0.3119(3) 0.2165(3) 0.2076(2) 0.0356(9) Uani 1 1 d . . .
C24 C 0.7471(3) 0.3222(3) 0.4063(2) 0.0336(9) Uani 1 1 d . . .
C7 C 0.5281(4) 0.2517(3) 0.0163(3) 0.0471(10) Uani 1 1 d . . .
C19 C 0.1542(3) 0.2833(3) 0.2932(3) 0.0529(11) Uani 1 1 d . . .
H017 H 0.2009 0.2534 0.3401 0.063 Uiso 1 1 calc R . .
C32 C 0.5536(3) -0.0714(3) 0.3534(2) 0.0325(8) Uani 1 1 d . . .
C35 C 0.4978(3) -0.3229(4) 0.4769(3) 0.0505(11) Uani 1 1 d . . .
H019 H 0.5187 -0.3371 0.5354 0.061 Uiso 1 1 calc R . .
C5 C 0.6623(3) 0.1208(3) 0.1039(3) 0.0408(9) Uani 1 1 d . . .
C26 C 0.8670(3) 0.2014(3) 0.5128(3) 0.0376(9) Uani 1 1 d . . .
C25 C 0.7560(3) 0.2078(3) 0.4351(2) 0.0347(9) Uani 1 1 d . . .
C6 C 0.5440(3) 0.1779(3) 0.0854(2) 0.0373(9) Uani 1 1 d . . .
C34 C 0.5504(3) -0.2095(3) 0.4642(3) 0.0394(9) Uani 1 1 d . . .
C23 C 0.8230(3) 0.4320(3) 0.4578(3) 0.0458(10) Uani 1 1 d . . .
H025 H 0.8868 0.4366 0.5119 0.055 Uiso 1 1 calc R . .
C15 C 0.1223(3) 0.3157(3) 0.1404(3) 0.0491(11) Uani 1 1 d . . .
C21 C 0.7085(3) 0.5273(3) 0.3485(3) 0.0535(11) Uani 1 1 d . . .
H027 H 0.6927 0.5958 0.3275 0.064 Uiso 1 1 calc R . .
N4 N 0.1518(3) 0.3092(4) 0.0593(3) 0.0831(15) Uani 1 1 d . . .
C27 C 0.9756(3) 0.1580(3) 0.4958(3) 0.0493(10) Uani 1 1 d . . .
H029 H 0.9785 0.1324 0.4356 0.059 Uiso 1 1 calc R . .
C37 C 0.3845(3) -0.3950(3) 0.3192(3) 0.0551(11) Uani 1 1 d . . .
H030 H 0.3315 -0.4567 0.2707 0.066 Uiso 1 1 calc R . .
C22 C 0.8032(3) 0.5361(3) 0.4281(3) 0.0551(11) Uani 1 1 d . . .
H031 H 0.8537 0.6112 0.4621 0.066 Uiso 1 1 calc R . .
C36 C 0.4167(4) -0.4135(4) 0.4068(3) 0.0593(12) Uani 1 1 d . . .
H032 H 0.3833 -0.4875 0.4180 0.071 Uiso 1 1 calc R . .
C20 C 0.6372(3) 0.4137(3) 0.3003(2) 0.0461(10) Uani 1 1 d . . .
H033 H 0.5730 0.4074 0.2460 0.055 Uiso 1 1 calc R . .
O3 O 0.2216(2) -0.1039(3) 0.1829(2) 0.1196(13) Uani 1 1 d . . .
C4 C 0.7378(4) 0.1012(4) 0.0418(3) 0.0624(12) Uani 1 1 d . . .
H035 H 0.7152 0.1217 -0.0144 0.075 Uiso 1 1 calc R . .
C12 C 0.6337(4) 0.3416(4) 0.0182(3) 0.0671(13) Uani 1 1 d . . .
H036 H 0.7156 0.3523 0.0610 0.080 Uiso 1 1 calc R . .
C10 C 0.5000(7) 0.4002(6) -0.1050(4) 0.113(3) Uani 1 1 d . . .
H037 H 0.4892 0.4511 -0.1453 0.136 Uiso 1 1 calc R . .
C2 C 0.8803(4) 0.0209(4) 0.1488(3) 0.0716(14) Uani 1 1 d . . .
H038 H 0.9556 -0.0115 0.1660 0.086 Uiso 1 1 calc R . .
C28 C 1.0805(3) 0.1512(4) 0.5651(3) 0.0626(13) Uani 1 1 d . . .
H039 H 1.1532 0.1212 0.5518 0.075 Uiso 1 1 calc R . .
C3 C 0.8477(4) 0.0503(4) 0.0658(3) 0.0791(15) Uani 1 1 d . . .
H040 H 0.9002 0.0359 0.0251 0.095 Uiso 1 1 calc R . .
C1 C 0.7983(3) 0.0407(3) 0.2060(3) 0.0563(11) Uani 1 1 d . . .
H041 H 0.8186 0.0191 0.2619 0.068 Uiso 1 1 calc R . .
C31 C 0.8640(4) 0.2380(4) 0.6010(3) 0.0857(17) Uani 1 1 d . . .
H042 H 0.7903 0.2664 0.6140 0.103 Uiso 1 1 calc R . .
C18 C 0.0481(3) 0.3352(4) 0.3064(3) 0.0709(14) Uani 1 1 d . . .
H043 H 0.0241 0.3421 0.3614 0.085 Uiso 1 1 calc R . .
O4 O 0.0717(3) -0.3372(3) 0.0962(2) 0.1296(14) Uani 1 1 d . . .
C16 C 0.0151(3) 0.3691(4) 0.1554(3) 0.0672(14) Uani 1 1 d . . .
H045 H -0.0322 0.4000 0.1094 0.081 Uiso 1 1 calc R . .
C8 C 0.4096(4) 0.2360(4) -0.0475(3) 0.0718(13) Uani 1 1 d . . .
H046 H 0.3377 0.1753 -0.0500 0.086 Uiso 1 1 calc R . .
C29 C 1.0771(4) 0.1883(4) 0.6528(3) 0.0748(15) Uani 1 1 d . . .
H047 H 1.1475 0.1833 0.7001 0.090 Uiso 1 1 calc R . .
C17 C -0.0219(4) 0.3770(4) 0.2351(3) 0.0746(14) Uani 1 1 d . . .
H048 H -0.0952 0.4110 0.2418 0.089 Uiso 1 1 calc R . .
C9 C 0.3958(6) 0.3102(5) -0.1086(3) 0.106(2) Uani 1 1 d . . .
H049 H 0.3148 0.2985 -0.1524 0.127 Uiso 1 1 calc R . .
C30 C 0.9705(5) 0.2333(5) 0.6720(3) 0.105(2) Uani 1 1 d . . .
H050 H 0.9692 0.2606 0.7323 0.126 Uiso 1 1 calc R . .
C11 C 0.6195(6) 0.4156(4) -0.0427(4) 0.0973(19) Uani 1 1 d . . .
H051 H 0.6914 0.4757 -0.0410 0.117 Uiso 1 1 calc R . .
H8A H 0.635(4) -0.137(4) 0.582(3) 0.117 Uiso 1 1 d . . .
H8B H 0.666(4) -0.044(4) 0.531(3) 0.117 Uiso 1 1 d . . .
H7A H 0.099(4) 0.317(4) 0.014(3) 0.117 Uiso 1 1 d . . .
H7B H 0.232(4) 0.276(4) 0.043(3) 0.117 Uiso 1 1 d . . .


_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 N6 2.062(3) . ?
Zn1 N2 2.075(3) . ?
Zn1 O2 2.077(2) . ?
Zn1 O1 2.093(2) . ?
Zn1 N1 2.211(3) . ?
Zn1 N5 2.257(3) . ?
O2 C32 1.290(3) . ?
O1 C13 1.277(3) . ?
N2 C6 1.289(4) . ?
N2 N3 1.375(3) . ?
N1 C1 1.329(4) . ?
N1 C5 1.348(4) . ?
N6 C25 1.278(4) . ?
N6 N7 1.370(3) . ?
N5 C20 1.329(4) . ?
N5 C24 1.348(3) . ?
N7 C32 1.328(4) . ?
N8 C34 1.364(5) . ?
N8 H8A 0.73(4) . ?
N8 H8B 0.97(4) . ?
C14 C19 1.391(4) . ?
C14 C15 1.406(4) . ?
C14 C13 1.491(4) . ?
N3 C13 1.338(4) . ?
C33 C38 1.385(4) . ?
C33 C34 1.410(4) . ?
C33 C32 1.487(4) . ?
C38 C37 1.374(4) . ?
C38 H013 0.9300 . ?
C24 C23 1.375(4) . ?
C24 C25 1.475(4) . ?
C7 C8 1.360(4) . ?
C7 C12 1.380(4) . ?
C7 C6 1.478(4) . ?
C19 C18 1.376(4) . ?
C19 H017 0.9300 . ?
C35 C36 1.368(5) . ?
C35 C34 1.401(4) . ?
C35 H019 0.9300 . ?
C5 C4 1.380(4) . ?
C5 C6 1.486(4) . ?
C26 C31 1.357(5) . ?
C26 C27 1.367(4) . ?
C26 C25 1.490(4) . ?
C23 C22 1.389(4) . ?
C23 H025 0.9300 . ?
C15 N4 1.346(5) . ?
C15 C16 1.402(5) . ?
C21 C22 1.369(4) . ?
C21 C20 1.380(4) . ?
C21 H027 0.9300 . ?
N4 H7A 0.81(4) . ?
N4 H7B 1.04(4) . ?
C27 C28 1.371(4) . ?
C27 H029 0.9300 . ?
C37 C36 1.381(5) . ?
C37 H030 0.9300 . ?
C22 H031 0.9300 . ?
C36 H032 0.9300 . ?
C20 H033 0.9300 . ?
C4 C3 1.378(5) . ?
C4 H035 0.9300 . ?
C12 C11 1.379(5) . ?
C12 H036 0.9300 . ?
C10 C11 1.358(6) . ?
C10 C9 1.364(6) . ?
C10 H037 0.9300 . ?
C2 C3 1.368(5) . ?
C2 C1 1.375(5) . ?
C2 H038 0.9300 . ?
C28 C29 1.351(5) . ?
C28 H039 0.9300 . ?
C3 H040 0.9300 . ?
C1 H041 0.9300 . ?
C31 C30 1.390(5) . ?
C31 H042 0.9300 . ?
C18 C17 1.386(5) . ?
C18 H043 0.9300 . ?
C16 C17 1.361(5) . ?
C16 H045 0.9300 . ?
C8 C9 1.383(5) . ?
C8 H046 0.9300 . ?
C29 C30 1.367(5) . ?
C29 H047 0.9300 . ?
C17 H048 0.9300 . ?
C9 H049 0.9300 . ?
C30 H050 0.9300 . ?
C11 H051 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N6 Zn1 N2 162.72(10) . . ?
N6 Zn1 O2 75.57(10) . . ?
N2 Zn1 O2 119.83(10) . . ?
N6 Zn1 O1 112.62(10) . . ?
N2 Zn1 O1 75.44(10) . . ?
O2 Zn1 O1 95.97(9) . . ?
N6 Zn1 N1 96.27(10) . . ?
N2 Zn1 N1 75.06(11) . . ?
O2 Zn1 N1 97.16(10) . . ?
O1 Zn1 N1 150.45(9) . . ?
N6 Zn1 N5 73.88(10) . . ?
N2 Zn1 N5 91.13(10) . . ?
O2 Zn1 N5 149.03(9) . . ?
O1 Zn1 N5 91.07(9) . . ?
N1 Zn1 N5 91.13(10) . . ?
C32 O2 Zn1 112.1(2) . . ?
C13 O1 Zn1 111.9(2) . . ?
C6 N2 N3 119.9(3) . . ?
C6 N2 Zn1 120.2(2) . . ?
N3 N2 Zn1 116.2(2) . . ?
C1 N1 C5 118.5(3) . . ?
C1 N1 Zn1 128.7(3) . . ?
C5 N1 Zn1 112.7(2) . . ?
C25 N6 N7 120.1(3) . . ?
C25 N6 Zn1 121.6(2) . . ?
N7 N6 Zn1 117.5(2) . . ?
C20 N5 C24 118.3(3) . . ?
C20 N5 Zn1 129.2(2) . . ?
C24 N5 Zn1 112.4(2) . . ?
C32 N7 N6 109.3(2) . . ?
C34 N8 H8A 117(4) . . ?
C34 N8 H8B 120(3) . . ?
H8A N8 H8B 121(5) . . ?
C19 C14 C15 119.2(3) . . ?
C19 C14 C13 117.1(3) . . ?
C15 C14 C13 123.7(3) . . ?
C13 N3 N2 110.0(3) . . ?
C38 C33 C34 119.2(3) . . ?
C38 C33 C32 118.0(3) . . ?
C34 C33 C32 122.7(3) . . ?
C37 C38 C33 122.5(4) . . ?
C37 C38 H013 118.7 . . ?
C33 C38 H013 118.7 . . ?
O1 C13 N3 124.9(3) . . ?
O1 C13 C14 118.4(3) . . ?
N3 C13 C14 116.7(3) . . ?
N5 C24 C23 121.6(3) . . ?
N5 C24 C25 115.5(3) . . ?
C23 C24 C25 122.8(3) . . ?
C8 C7 C12 118.9(4) . . ?
C8 C7 C6 121.4(4) . . ?
C12 C7 C6 119.6(3) . . ?
C18 C19 C14 122.5(4) . . ?
C18 C19 H017 118.7 . . ?
C14 C19 H017 118.7 . . ?
O2 C32 N7 124.8(3) . . ?
O2 C32 C33 117.3(3) . . ?
N7 C32 C33 117.8(3) . . ?
C36 C35 C34 122.6(4) . . ?
C36 C35 H019 118.7 . . ?
C34 C35 H019 118.7 . . ?
N1 C5 C4 122.1(3) . . ?
N1 C5 C6 116.0(3) . . ?
C4 C5 C6 121.9(4) . . ?
C31 C26 C27 118.4(3) . . ?
C31 C26 C25 121.8(3) . . ?
C27 C26 C25 119.8(3) . . ?
N6 C25 C24 114.8(3) . . ?
N6 C25 C26 124.1(3) . . ?
C24 C25 C26 121.1(3) . . ?
N2 C6 C7 125.2(3) . . ?
N2 C6 C5 113.7(3) . . ?
C7 C6 C5 120.7(3) . . ?
N8 C34 C35 119.0(3) . . ?
N8 C34 C33 123.9(3) . . ?
C35 C34 C33 117.1(4) . . ?
C24 C23 C22 119.1(3) . . ?
C24 C23 H025 120.4 . . ?
C22 C23 H025 120.4 . . ?
N4 C15 C16 118.8(4) . . ?
N4 C15 C14 123.9(3) . . ?
C16 C15 C14 117.4(4) . . ?
C22 C21 C20 118.0(3) . . ?
C22 C21 H027 121.0 . . ?
C20 C21 H027 121.0 . . ?
C15 N4 H7A 123(3) . . ?
C15 N4 H7B 125(2) . . ?
H7A N4 H7B 112(4) . . ?
C26 C27 C28 121.9(4) . . ?
C26 C27 H029 119.1 . . ?
C28 C27 H029 119.1 . . ?
C38 C37 C36 118.7(4) . . ?
C38 C37 H030 120.7 . . ?
C36 C37 H030 120.7 . . ?
C21 C22 C23 119.4(4) . . ?
C21 C22 H031 120.3 . . ?
C23 C22 H031 120.3 . . ?
C35 C36 C37 119.9(4) . . ?
C35 C36 H032 120.1 . . ?
C37 C36 H032 120.1 . . ?
N5 C20 C21 123.6(3) . . ?
N5 C20 H033 118.2 . . ?
C21 C20 H033 118.2 . . ?
C3 C4 C5 117.9(4) . . ?
C3 C4 H035 121.1 . . ?
C5 C4 H035 121.1 . . ?
C11 C12 C7 120.8(4) . . ?
C11 C12 H036 119.6 . . ?
C7 C12 H036 119.6 . . ?
C11 C10 C9 119.9(6) . . ?
C11 C10 H037 120.0 . . ?
C9 C10 H037 120.0 . . ?
C3 C2 C1 118.1(4) . . ?
C3 C2 H038 121.0 . . ?
C1 C2 H038 121.0 . . ?
C29 C28 C27 119.4(4) . . ?
C29 C28 H039 120.3 . . ?
C27 C28 H039 120.3 . . ?
C2 C3 C4 120.5(4) . . ?
C2 C3 H040 119.7 . . ?
C4 C3 H040 119.7 . . ?
N1 C1 C2 122.9(4) . . ?
N1 C1 H041 118.5 . . ?
C2 C1 H041 118.5 . . ?
C26 C31 C30 120.4(4) . . ?
C26 C31 H042 119.8 . . ?
C30 C31 H042 119.8 . . ?
C19 C18 C17 117.8(4) . . ?
C19 C18 H043 121.1 . . ?
C17 C18 H043 121.1 . . ?
C17 C16 C15 122.0(4) . . ?
C17 C16 H045 119.0 . . ?
C15 C16 H045 119.0 . . ?
C7 C8 C9 120.1(4) . . ?
C7 C8 H046 119.9 . . ?
C9 C8 H046 119.9 . . ?
C28 C29 C30 120.1(4) . . ?
C28 C29 H047 120.0 . . ?
C30 C29 H047 119.9 . . ?
C16 C17 C18 121.0(4) . . ?
C16 C17 H048 119.5 . . ?
C18 C17 H048 119.5 . . ?
C10 C9 C8 120.5(5) . . ?
C10 C9 H049 119.7 . . ?
C8 C9 H049 119.7 . . ?
C29 C30 C31 119.8(4) . . ?
C29 C30 H050 120.1 . . ?
C31 C30 H050 120.1 . . ?
C10 C11 C12 119.7(5) . . ?
C10 C11 H051 120.2 . . ?
C12 C11 H051 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 Zn1 O2 C32 1.6(2) . . . . ?
N2 Zn1 O2 C32 173.1(2) . . . . ?
O1 Zn1 O2 C32 -110.3(2) . . . . ?
N1 Zn1 O2 C32 96.3(2) . . . . ?
N5 Zn1 O2 C32 -8.1(3) . . . . ?
N6 Zn1 O1 C13 154.4(2) . . . . ?
N2 Zn1 O1 C13 -9.5(2) . . . . ?
O2 Zn1 O1 C13 -128.8(2) . . . . ?
N1 Zn1 O1 C13 -12.8(3) . . . . ?
N5 Zn1 O1 C13 81.4(2) . . . . ?
N6 Zn1 N2 C6 49.5(5) . . . . ?
O2 Zn1 N2 C6 -101.8(3) . . . . ?
O1 Zn1 N2 C6 169.7(3) . . . . ?
N1 Zn1 N2 C6 -12.0(3) . . . . ?
N5 Zn1 N2 C6 78.8(3) . . . . ?
N6 Zn1 N2 N3 -108.7(4) . . . . ?
O2 Zn1 N2 N3 100.1(2) . . . . ?
O1 Zn1 N2 N3 11.5(2) . . . . ?
N1 Zn1 N2 N3 -170.2(2) . . . . ?
N5 Zn1 N2 N3 -79.3(2) . . . . ?
N6 Zn1 N1 C1 21.4(3) . . . . ?
N2 Zn1 N1 C1 -173.8(3) . . . . ?
O2 Zn1 N1 C1 -54.8(3) . . . . ?
O1 Zn1 N1 C1 -170.5(3) . . . . ?
N5 Zn1 N1 C1 95.3(3) . . . . ?
N6 Zn1 N1 C5 -161.5(2) . . . . ?
N2 Zn1 N1 C5 3.2(2) . . . . ?
O2 Zn1 N1 C5 122.3(2) . . . . ?
O1 Zn1 N1 C5 6.5(3) . . . . ?
N5 Zn1 N1 C5 -87.6(2) . . . . ?
N2 Zn1 N6 C25 18.6(6) . . . . ?
O2 Zn1 N6 C25 173.1(3) . . . . ?
O1 Zn1 N6 C25 -96.4(3) . . . . ?
N1 Zn1 N6 C25 77.3(3) . . . . ?
N5 Zn1 N6 C25 -12.1(3) . . . . ?
N2 Zn1 N6 N7 -151.2(3) . . . . ?
O2 Zn1 N6 N7 3.2(2) . . . . ?
O1 Zn1 N6 N7 93.8(2) . . . . ?
N1 Zn1 N6 N7 -92.6(2) . . . . ?
N5 Zn1 N6 N7 178.1(2) . . . . ?
N6 Zn1 N5 C20 -170.0(3) . . . . ?
N2 Zn1 N5 C20 18.7(3) . . . . ?
O2 Zn1 N5 C20 -160.3(2) . . . . ?
O1 Zn1 N5 C20 -56.8(3) . . . . ?
N1 Zn1 N5 C20 93.8(3) . . . . ?
N6 Zn1 N5 C24 5.5(2) . . . . ?
N2 Zn1 N5 C24 -165.8(2) . . . . ?
O2 Zn1 N5 C24 15.3(3) . . . . ?
O1 Zn1 N5 C24 118.8(2) . . . . ?
N1 Zn1 N5 C24 -90.7(2) . . . . ?
C25 N6 N7 C32 -177.2(3) . . . . ?
Zn1 N6 N7 C32 -7.2(3) . . . . ?
C6 N2 N3 C13 -169.5(3) . . . . ?
Zn1 N2 N3 C13 -11.3(3) . . . . ?
C34 C33 C38 C37 -0.3(5) . . . . ?
C32 C33 C38 C37 -176.2(3) . . . . ?
Zn1 O1 C13 N3 7.0(4) . . . . ?
Zn1 O1 C13 C14 -170.3(2) . . . . ?
N2 N3 C13 O1 2.6(5) . . . . ?
N2 N3 C13 C14 -180.0(3) . . . . ?
C19 C14 C13 O1 6.7(5) . . . . ?
C15 C14 C13 O1 -172.2(3) . . . . ?
C19 C14 C13 N3 -170.9(3) . . . . ?
C15 C14 C13 N3 10.2(5) . . . . ?
C20 N5 C24 C23 -1.3(5) . . . . ?
Zn1 N5 C24 C23 -177.4(3) . . . . ?
C20 N5 C24 C25 176.2(3) . . . . ?
Zn1 N5 C24 C25 0.1(3) . . . . ?
C15 C14 C19 C18 -1.6(6) . . . . ?
C13 C14 C19 C18 179.4(3) . . . . ?
Zn1 O2 C32 N7 -7.0(4) . . . . ?
Zn1 O2 C32 C33 174.1(2) . . . . ?
N6 N7 C32 O2 9.5(4) . . . . ?
N6 N7 C32 C33 -171.6(3) . . . . ?
C38 C33 C32 O2 13.1(4) . . . . ?
C34 C33 C32 O2 -162.6(3) . . . . ?
C38 C33 C32 N7 -165.9(3) . . . . ?
C34 C33 C32 N7 18.3(5) . . . . ?
C1 N1 C5 C4 1.6(5) . . . . ?
Zn1 N1 C5 C4 -175.8(3) . . . . ?
C1 N1 C5 C6 -178.4(3) . . . . ?
Zn1 N1 C5 C6 4.3(4) . . . . ?
N7 N6 C25 C24 -174.5(3) . . . . ?
Zn1 N6 C25 C24 15.9(4) . . . . ?
N7 N6 C25 C26 5.7(5) . . . . ?
Zn1 N6 C25 C26 -163.9(2) . . . . ?
N5 C24 C25 N6 -9.7(4) . . . . ?
C23 C24 C25 N6 167.8(3) . . . . ?
N5 C24 C25 C26 170.2(3) . . . . ?
C23 C24 C25 C26 -12.4(5) . . . . ?
C31 C26 C25 N6 -99.6(5) . . . . ?
C27 C26 C25 N6 80.6(4) . . . . ?
C31 C26 C25 C24 80.6(5) . . . . ?
C27 C26 C25 C24 -99.3(4) . . . . ?
N3 N2 C6 C7 2.0(5) . . . . ?
Zn1 N2 C6 C7 -155.3(3) . . . . ?
N3 N2 C6 C5 175.1(3) . . . . ?
Zn1 N2 C6 C5 17.7(4) . . . . ?
C8 C7 C6 N2 -54.8(6) . . . . ?
C12 C7 C6 N2 122.9(4) . . . . ?
C8 C7 C6 C5 132.6(4) . . . . ?
C12 C7 C6 C5 -49.7(5) . . . . ?
N1 C5 C6 N2 -14.0(5) . . . . ?
C4 C5 C6 N2 166.1(3) . . . . ?
N1 C5 C6 C7 159.4(3) . . . . ?
C4 C5 C6 C7 -20.5(5) . . . . ?
C36 C35 C34 N8 -178.3(3) . . . . ?
C36 C35 C34 C33 1.1(5) . . . . ?
C38 C33 C34 N8 178.3(3) . . . . ?
C32 C33 C34 N8 -6.0(5) . . . . ?
C38 C33 C34 C35 -1.1(5) . . . . ?
C32 C33 C34 C35 174.6(3) . . . . ?
N5 C24 C23 C22 0.9(5) . . . . ?
C25 C24 C23 C22 -176.5(3) . . . . ?
C19 C14 C15 N4 -179.1(4) . . . . ?
C13 C14 C15 N4 -0.2(6) . . . . ?
C19 C14 C15 C16 2.0(5) . . . . ?
C13 C14 C15 C16 -179.1(3) . . . . ?
C31 C26 C27 C28 -0.3(6) . . . . ?
C25 C26 C27 C28 179.6(3) . . . . ?
C33 C38 C37 C36 1.7(5) . . . . ?
C20 C21 C22 C23 -0.7(5) . . . . ?
C24 C23 C22 C21 0.2(5) . . . . ?
C34 C35 C36 C37 0.3(6) . . . . ?
C38 C37 C36 C35 -1.7(5) . . . . ?
C24 N5 C20 C21 0.8(5) . . . . ?
Zn1 N5 C20 C21 176.1(3) . . . . ?
C22 C21 C20 N5 0.2(6) . . . . ?
N1 C5 C4 C3 -1.4(6) . . . . ?
C6 C5 C4 C3 178.5(4) . . . . ?
C8 C7 C12 C11 0.9(6) . . . . ?
C6 C7 C12 C11 -176.8(4) . . . . ?
C26 C27 C28 C29 -0.1(6) . . . . ?
C1 C2 C3 C4 1.6(7) . . . . ?
C5 C4 C3 C2 -0.2(7) . . . . ?
C5 N1 C1 C2 0.0(6) . . . . ?
Zn1 N1 C1 C2 176.9(3) . . . . ?
C3 C2 C1 N1 -1.6(6) . . . . ?
C27 C26 C31 C30 1.2(7) . . . . ?
C25 C26 C31 C30 -178.6(4) . . . . ?
C14 C19 C18 C17 1.3(6) . . . . ?
N4 C15 C16 C17 178.9(4) . . . . ?
C14 C15 C16 C17 -2.1(6) . . . . ?
C12 C7 C8 C9 -0.7(6) . . . . ?
C6 C7 C8 C9 177.0(4) . . . . ?
C27 C28 C29 C30 -0.6(7) . . . . ?
C15 C16 C17 C18 1.8(7) . . . . ?
C19 C18 C17 C16 -1.3(7) . . . . ?
C11 C10 C9 C8 1.7(9) . . . . ?
C7 C8 C9 C10 -0.6(8) . . . . ?
C28 C29 C30 C31 1.5(8) . . . . ?
C26 C31 C30 C29 -1.8(8) . . . . ?
C9 C10 C11 C12 -1.5(9) . . . . ?
C7 C12 C11 C10 0.2(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.847
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.056
####################################################################### 
# 
# 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_d-35
_database_code_depnum_ccdc_archive 'CCDC 988158'
_audit_update_record             
;
2014-02-21 deposited with the CCDC.
2015-05-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C40 H36 Cl0 N8 Ni O3'
_chemical_formula_sum            'C40 H36 Cl0 N8 Ni O3'
_chemical_melting_point          ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?

_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         735.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_HALL  '-P 1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?

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

_cell_length_a                   10.5214(6)
_cell_length_b                   11.2399(8)
_cell_length_c                   16.4854(11)
_cell_angle_alpha                79.270(6)
_cell_angle_beta                 85.438(5)
_cell_angle_gamma                83.472(5)
_cell_volume                     1899.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    0.559
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.82653
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15109
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_sigmaI/netI    0.1005
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.18
_diffrn_reflns_theta_max         29.09
_reflns_number_total             10199
_reflns_number_gt                6773
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1224P)²+1.7530P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10199
_refine_ls_number_parameters     486
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1529
_refine_ls_R_factor_gt           0.0858
_refine_ls_wR_factor_ref         0.2649
_refine_ls_wR_factor_gt          0.2099
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001

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 0.84161(6) 0.14759(6) 0.20914(4) 0.0410(2) Uani 1 1 d . . .
O1 O 0.9041(3) -0.0358(3) 0.2086(2) 0.0504(9) Uani 1 1 d . . .
O2 O 1.0255(3) 0.2046(3) 0.1914(2) 0.0476(9) Uani 1 1 d . . .
N3 N 0.8120(4) 0.0091(4) 0.0812(3) 0.0423(10) Uani 1 1 d . . .
N6 N 0.8766(4) 0.1776(4) 0.3197(2) 0.0399(9) Uani 1 1 d . . .
N5 N 0.6695(4) 0.1056(4) 0.2787(3) 0.0460(10) Uani 1 1 d . . .
N1 N 0.7634(4) 0.3242(4) 0.1571(3) 0.0422(10) Uani 1 1 d . . .
N7 N 0.9901(4) 0.2200(4) 0.3297(3) 0.0466(11) Uani 1 1 d . . .
N4 N 0.8881(6) -0.1498(6) -0.0220(4) 0.0635(16) Uani 1 1 d D . .
N2 N 0.7908(4) 0.1227(4) 0.1008(2) 0.0384(9) Uani 1 1 d . . .
C13 C 0.8788(4) -0.0646(5) 0.1407(3) 0.0409(11) Uani 1 1 d . . .
C33 C 1.1828(5) 0.2874(5) 0.2543(3) 0.0464(12) Uani 1 1 d . . .
C5 C 0.7143(4) 0.3266(5) 0.0831(3) 0.0413(12) Uani 1 1 d . . .
C7 C 0.6524(5) 0.1935(5) -0.0161(3) 0.0481(13) Uani 1 1 d . . .
C14 C 0.9261(5) -0.1881(5) 0.1247(3) 0.0445(12) Uani 1 1 d . . .
C15 C 0.9346(5) -0.2225(5) 0.0465(4) 0.0486(13) Uani 1 1 d . . .
C24 C 0.6707(5) 0.1236(5) 0.3579(3) 0.0439(12) Uani 1 1 d . . .
C32 C 1.0595(4) 0.2335(5) 0.2568(3) 0.0425(12) Uani 1 1 d . . .
C19 C 0.9739(5) -0.2735(5) 0.1922(4) 0.0536(14) Uani 1 1 d . . .
H19 H 0.9686 -0.2516 0.2441 0.064 Uiso 1 1 calc R . .
C25 C 0.7910(5) 0.1596(5) 0.3811(3) 0.0430(12) Uani 1 1 d . . .
C23 C 0.5620(5) 0.1121(6) 0.4117(4) 0.0616(16) Uani 1 1 d . . .
H23 H 0.5636 0.1255 0.4656 0.074 Uiso 1 1 calc R . .
C1 C 0.7668(5) 0.4292(5) 0.1843(4) 0.0497(13) Uani 1 1 d . . .
H1 H 0.8003 0.4270 0.2351 0.060 Uiso 1 1 calc R . .
C2 C 0.7222(5) 0.5403(6) 0.1393(4) 0.0612(16) Uani 1 1 d . . .
H2 H 0.7272 0.6118 0.1592 0.073 Uiso 1 1 calc R . .
C38 C 1.2588(5) 0.2969(6) 0.1808(4) 0.0570(15) Uani 1 1 d . . .
H38 H 1.2320 0.2665 0.1370 0.068 Uiso 1 1 calc R . .
C4 C 0.6661(5) 0.4357(5) 0.0364(4) 0.0540(14) Uani 1 1 d . . .
H4 H 0.6309 0.4367 -0.0138 0.065 Uiso 1 1 calc R . .
C16 C 0.9946(5) -0.3392(6) 0.0394(4) 0.0608(17) Uani 1 1 d . . .
H16 H 1.0032 -0.3622 -0.0122 0.073 Uiso 1 1 calc R . .
C6 C 0.7217(4) 0.2091(5) 0.0559(3) 0.0413(12) Uani 1 1 d . . .
C12 C 0.5305(5) 0.1621(6) -0.0067(4) 0.0597(15) Uani 1 1 d . . .
H12 H 0.4903 0.1492 0.0460 0.072 Uiso 1 1 calc R . .
C18 C 1.0285(6) -0.3889(6) 0.1834(5) 0.0704(19) Uani 1 1 d . . .
H18 H 1.0566 -0.4451 0.2289 0.085 Uiso 1 1 calc R . .
C26 C 0.8107(5) 0.1757(6) 0.4665(3) 0.0542(14) Uani 1 1 d . . .
C34 C 1.2261(6) 0.3303(6) 0.3208(4) 0.0627(16) Uani 1 1 d . . .
N8 N 1.1601(6) 0.3245(9) 0.3962(4) 0.105(3) Uani 1 1 d D . .
C11 C 0.4646(7) 0.1487(6) -0.0728(5) 0.073(2) Uani 1 1 d . . .
H11 H 0.3815 0.1261 -0.0641 0.088 Uiso 1 1 calc R . .
C20 C 0.5629(5) 0.0748(5) 0.2534(4) 0.0548(14) Uani 1 1 d . . .
H20 H 0.5621 0.0631 0.1990 0.066 Uiso 1 1 calc R . .
C21 C 0.4535(6) 0.0596(6) 0.3045(4) 0.0665(18) Uani 1 1 d . . .
H21 H 0.3815 0.0355 0.2852 0.080 Uiso 1 1 calc R . .
C3 C 0.6709(6) 0.5438(6) 0.0653(4) 0.0671(17) Uani 1 1 d . . .
H3 H 0.6393 0.6177 0.0346 0.081 Uiso 1 1 calc R . .
C17 C 1.0400(6) -0.4184(6) 0.1049(5) 0.0717(19) Uani 1 1 d . . .
H17 H 1.0797 -0.4941 0.0974 0.086 Uiso 1 1 calc R . .
C37 C 1.3723(5) 0.3499(7) 0.1707(5) 0.0720(19) Uani 1 1 d . . .
H37 H 1.4209 0.3554 0.1207 0.086 Uiso 1 1 calc R . .
C22 C 0.4516(6) 0.0804(7) 0.3843(4) 0.074(2) Uani 1 1 d . . .
H22 H 0.3777 0.0733 0.4191 0.089 Uiso 1 1 calc R . .
C35 C 1.3418(6) 0.3845(7) 0.3085(5) 0.082(2) Uani 1 1 d . . .
H35 H 1.3708 0.4148 0.3517 0.099 Uiso 1 1 calc R . .
C27 C 0.8462(6) 0.0790(8) 0.5250(4) 0.081(2) Uani 1 1 d . . .
H27 H 0.8588 0.0018 0.5112 0.097 Uiso 1 1 calc R . .
C36 C 1.4126(6) 0.3941(7) 0.2350(5) 0.080(2) Uani 1 1 d . . .
H36 H 1.4885 0.4308 0.2287 0.096 Uiso 1 1 calc R . .
C10 C 0.5195(8) 0.1681(8) -0.1495(5) 0.093(3) Uani 1 1 d . . .
H10 H 0.4752 0.1589 -0.1942 0.112 Uiso 1 1 calc R . .
C28 C 0.8646(8) 0.0927(12) 0.6060(6) 0.110(3) Uani 1 1 d . . .
H28 H 0.8883 0.0244 0.6451 0.132 Uiso 1 1 calc R . .
C9 C 0.6357(11) 0.1998(15) -0.1608(6) 0.184(7) Uani 1 1 d . . .
H9 H 0.6730 0.2146 -0.2143 0.221 Uiso 1 1 calc R . .
C8 C 0.7072(8) 0.2126(11) -0.0940(5) 0.140(5) Uani 1 1 d . . .
H8 H 0.7907 0.2338 -0.1036 0.168 Uiso 1 1 calc R . .
C29 C 0.8489(10) 0.2001(15) 0.6273(6) 0.129(4) Uani 1 1 d . . .
H29 H 0.8589 0.2083 0.6814 0.155 Uiso 1 1 calc R . .
C31 C 0.7978(12) 0.2876(9) 0.4865(6) 0.136(4) Uani 1 1 d . . .
H31 H 0.7763 0.3556 0.4466 0.163 Uiso 1 1 calc R . .
C30 C 0.8170(16) 0.3016(14) 0.5677(8) 0.186(6) Uani 1 1 d . . .
H30 H 0.8083 0.3789 0.5814 0.223 Uiso 1 1 calc R . .
C40 C 0.6963(9) 0.6398(6) 0.3914(4) 0.092(3) Uani 1 1 d . . .
H40B H 0.6241 0.6188 0.3657 0.111 Uiso 1 1 calc R . .
H40A H 0.7753 0.6072 0.3655 0.111 Uiso 1 1 calc R . .
C39 C 0.6891(14) 0.5960(13) 0.4791(7) 0.193(7) Uani 1 1 d D . .
H39A H 0.7738 0.5694 0.4973 0.290 Uiso 1 1 calc R . .
H39B H 0.6375 0.5291 0.4915 0.290 Uiso 1 1 calc R . .
H39C H 0.6514 0.6603 0.5070 0.290 Uiso 1 1 calc R . .
O3 O 0.692(2) 0.7740(15) 0.3862(10) 0.60(2) Uani 1 1 d D . .
H3A H 0.6802 0.8082 0.3386 0.897 Uiso 1 1 calc R . .
H8A H 1.098(6) 0.274(6) 0.409(4) 0.067(19) Uiso 1 1 d . . .
H8B H 1.188(5) 0.371(5) 0.429(3) 0.069(19) Uiso 1 1 d D . .
H4B H 0.914(5) -0.165(6) -0.0735(19) 0.069(19) Uiso 1 1 d D . .
H4A H 0.853(6) -0.096(6) -0.016(4) 0.06(2) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N2 1.981(4) . ?
Ni1 N6 1.983(4) . ?
Ni1 O2 2.089(3) . ?
Ni1 O1 2.092(4) . ?
Ni1 N1 2.112(4) . ?
Ni1 N5 2.117(4) . ?
O1 C13 1.278(6) . ?
O2 C32 1.271(6) . ?
N3 C13 1.348(6) . ?
N3 N2 1.365(5) . ?
N6 C25 1.303(6) . ?
N6 N7 1.369(5) . ?
N5 C20 1.330(6) . ?
N5 C24 1.358(6) . ?
N1 C1 1.343(6) . ?
N1 C5 1.358(6) . ?
N7 C32 1.349(6) . ?
N4 C15 1.355(8) . ?
N4 H4B 0.91(2) . ?
N4 H4A 0.69(6) . ?
N2 C6 1.295(6) . ?
C13 C14 1.485(7) . ?
C33 C38 1.392(7) . ?
C33 C34 1.403(8) . ?
C33 C32 1.487(7) . ?
C5 C4 1.387(7) . ?
C5 C6 1.464(7) . ?
C7 C8 1.354(9) . ?
C7 C12 1.357(7) . ?
C7 C6 1.489(7) . ?
C14 C15 1.406(7) . ?
C14 C19 1.411(8) . ?
C15 C16 1.411(8) . ?
C24 C23 1.394(7) . ?
C24 C25 1.471(7) . ?
C19 C18 1.387(8) . ?
C19 H19 0.9300 . ?
C25 C26 1.487(7) . ?
C23 C22 1.385(8) . ?
C23 H23 0.9300 . ?
C1 C2 1.380(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.365(9) . ?
C2 H2 0.9300 . ?
C38 C37 1.379(8) . ?
C38 H38 0.9300 . ?
C4 C3 1.393(8) . ?
C4 H4 0.9300 . ?
C16 C17 1.347(9) . ?
C16 H16 0.9300 . ?
C12 C11 1.377(8) . ?
C12 H12 0.9300 . ?
C18 C17 1.386(10) . ?
C18 H18 0.9300 . ?
C26 C31 1.347(10) . ?
C26 C27 1.351(9) . ?
C34 N8 1.369(9) . ?
C34 C35 1.406(9) . ?
N8 H8A 0.90(6) . ?
N8 H8B 0.90(2) . ?
C11 C10 1.337(11) . ?
C11 H11 0.9300 . ?
C20 C21 1.379(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.378(9) . ?
C21 H21 0.9300 . ?
C3 H3 0.9300 . ?
C17 H17 0.9300 . ?
C37 C36 1.367(10) . ?
C37 H37 0.9300 . ?
C22 H22 0.9300 . ?
C35 C36 1.364(10) . ?
C35 H35 0.9300 . ?
C27 C28 1.403(11) . ?
C27 H27 0.9300 . ?
C36 H36 0.9300 . ?
C10 C9 1.302(12) . ?
C10 H10 0.9300 . ?
C28 C29 1.308(14) . ?
C28 H28 0.9300 . ?
C9 C8 1.419(11) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
C29 C30 1.388(16) . ?
C29 H29 0.9300 . ?
C31 C30 1.410(13) . ?
C31 H31 0.9300 . ?
C30 H30 0.9300 . ?
C40 C39 1.435(12) . ?
C40 O3 1.490(18) . ?
C40 H40B 0.9700 . ?
C40 H40A 0.9700 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
O3 H3A 0.8200 . ?

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
N2 Ni1 N6 174.99(16) . . ?
N2 Ni1 O2 107.59(14) . . ?
N6 Ni1 O2 76.52(14) . . ?
N2 Ni1 O1 76.94(15) . . ?
N6 Ni1 O1 105.86(16) . . ?
O2 Ni1 O1 94.69(14) . . ?
N2 Ni1 N1 78.15(16) . . ?
N6 Ni1 N1 99.18(17) . . ?
O2 Ni1 N1 90.18(15) . . ?
O1 Ni1 N1 154.94(16) . . ?
N2 Ni1 N5 97.64(16) . . ?
N6 Ni1 N5 78.19(16) . . ?
O2 Ni1 N5 154.70(16) . . ?
O1 Ni1 N5 92.82(16) . . ?
N1 Ni1 N5 93.17(16) . . ?
C13 O1 Ni1 110.0(3) . . ?
C32 O2 Ni1 111.0(3) . . ?
C13 N3 N2 108.7(4) . . ?
C25 N6 N7 120.8(4) . . ?
C25 N6 Ni1 120.1(3) . . ?
N7 N6 Ni1 119.1(3) . . ?
C20 N5 C24 118.9(5) . . ?
C20 N5 Ni1 128.9(4) . . ?
C24 N5 Ni1 112.0(3) . . ?
C1 N1 C5 119.2(5) . . ?
C1 N1 Ni1 128.7(4) . . ?
C5 N1 Ni1 111.8(3) . . ?
C32 N7 N6 108.9(4) . . ?
C15 N4 H4B 121(4) . . ?
C15 N4 H4A 117(6) . . ?
H4B N4 H4A 122(7) . . ?
C6 N2 N3 120.9(4) . . ?
C6 N2 Ni1 119.3(3) . . ?
N3 N2 Ni1 119.0(3) . . ?
O1 C13 N3 125.0(5) . . ?
O1 C13 C14 118.4(5) . . ?
N3 C13 C14 116.6(4) . . ?
C38 C33 C34 118.2(5) . . ?
C38 C33 C32 117.5(5) . . ?
C34 C33 C32 124.3(5) . . ?
N1 C5 C4 120.7(5) . . ?
N1 C5 C6 115.6(5) . . ?
C4 C5 C6 123.7(5) . . ?
C8 C7 C12 117.2(6) . . ?
C8 C7 C6 121.4(5) . . ?
C12 C7 C6 121.4(5) . . ?
C15 C14 C19 118.4(5) . . ?
C15 C14 C13 124.6(5) . . ?
C19 C14 C13 116.9(5) . . ?
N4 C15 C14 123.6(5) . . ?
N4 C15 C16 118.4(6) . . ?
C14 C15 C16 118.0(6) . . ?
N5 C24 C23 121.0(5) . . ?
N5 C24 C25 115.9(4) . . ?
C23 C24 C25 123.1(5) . . ?
O2 C32 N7 124.3(4) . . ?
O2 C32 C33 119.1(5) . . ?
N7 C32 C33 116.5(4) . . ?
C18 C19 C14 122.0(6) . . ?
C18 C19 H19 119.0 . . ?
C14 C19 H19 119.0 . . ?
N6 C25 C24 113.6(4) . . ?
N6 C25 C26 123.8(5) . . ?
C24 C25 C26 122.6(4) . . ?
C22 C23 C24 119.4(6) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
N1 C1 C2 122.3(5) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C3 C2 C1 119.1(6) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C37 C38 C33 122.4(6) . . ?
C37 C38 H38 118.8 . . ?
C33 C38 H38 118.8 . . ?
C5 C4 C3 119.3(5) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C17 C16 C15 122.2(6) . . ?
C17 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
N2 C6 C5 113.8(4) . . ?
N2 C6 C7 124.6(5) . . ?
C5 C6 C7 121.5(5) . . ?
C7 C12 C11 122.1(6) . . ?
C7 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
C17 C18 C19 118.2(6) . . ?
C17 C18 H18 120.9 . . ?
C19 C18 H18 120.9 . . ?
C31 C26 C27 118.6(7) . . ?
C31 C26 C25 120.6(6) . . ?
C27 C26 C25 120.7(6) . . ?
N8 C34 C33 123.3(5) . . ?
N8 C34 C35 118.5(6) . . ?
C33 C34 C35 118.1(6) . . ?
C34 N8 H8A 118(4) . . ?
C34 N8 H8B 114(4) . . ?
H8A N8 H8B 128(6) . . ?
C10 C11 C12 120.2(7) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
N5 C20 C21 122.6(6) . . ?
N5 C20 H20 118.7 . . ?
C21 C20 H20 118.7 . . ?
C22 C21 C20 119.5(6) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C2 C3 C4 119.4(6) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C16 C17 C18 121.1(6) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C36 C37 C38 119.1(6) . . ?
C36 C37 H37 120.4 . . ?
C38 C37 H37 120.4 . . ?
C21 C22 C23 118.6(5) . . ?
C21 C22 H22 120.7 . . ?
C23 C22 H22 120.7 . . ?
C36 C35 C34 121.9(7) . . ?
C36 C35 H35 119.0 . . ?
C34 C35 H35 119.0 . . ?
C26 C27 C28 121.4(8) . . ?
C26 C27 H27 119.3 . . ?
C28 C27 H27 119.3 . . ?
C35 C36 C37 120.2(6) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 H36 119.9 . . ?
C9 C10 C11 119.2(7) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C29 C28 C27 121.0(10) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C10 C9 C8 122.1(9) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C7 C8 C9 119.2(7) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C28 C29 C30 118.9(10) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 H29 120.5 . . ?
C26 C31 C30 120.1(10) . . ?
C26 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C29 C30 C31 120.0(11) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C39 C40 O3 102.5(8) . . ?
C39 C40 H40B 111.3 . . ?
O3 C40 H40B 111.3 . . ?
C39 C40 H40A 111.3 . . ?
O3 C40 H40A 111.3 . . ?
H40B C40 H40A 109.2 . . ?
C40 C39 H39A 109.5 . . ?
C40 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C40 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C40 O3 H3A 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.835
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.860
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.089

####################################################################### 
# 
# 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_d-33
_database_code_depnum_ccdc_archive 'CCDC 988159'
_audit_update_record             
;
2014-02-21 deposited with the CCDC.
2015-05-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C38 H30 Mn N8 O2'
_chemical_formula_sum            'C38 H30 Mn N8 O2'
_chemical_melting_point          ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?

_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         685.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?

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

_cell_length_a                   10.7689(6)
_cell_length_b                   11.3142(8)
_cell_length_c                   15.4981(11)
_cell_angle_alpha                82.460(6)
_cell_angle_beta                 85.509(5)
_cell_angle_gamma                67.300(6)
_cell_volume                     1726.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             710
_exptl_absorpt_coefficient_mu    0.428
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.89611
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13537
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0880
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.30
_diffrn_reflns_theta_max         29.18
_reflns_number_total             9333
_reflns_number_gt                4222
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1159P)²+1.0633P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9333
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1444
_refine_ls_R_factor_gt           0.0769
_refine_ls_wR_factor_ref         0.2572
_refine_ls_wR_factor_gt          0.2027
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
O2 O -0.0146(3) 0.6102(3) 0.8146(2) 0.0539(9) Uani 1 1 d . . .
N5 N 0.2498(4) 0.2237(3) 0.8050(2) 0.0458(9) Uani 1 1 d . . .
N6 N 0.1854(3) 0.4275(3) 0.8872(2) 0.0401(8) Uani 1 1 d . . .
N2 N 0.0913(4) 0.3752(4) 0.6336(2) 0.0474(9) Uani 1 1 d . . .
O1 O -0.0800(3) 0.3685(3) 0.7525(2) 0.0564(9) Uani 1 1 d . . .
C23 C 0.4318(4) 0.1004(4) 0.8986(3) 0.0460(11) Uani 1 1 d . . .
H23 H 0.4864 0.0962 0.9435 0.055 Uiso 1 1 calc R . .
N7 N 0.1414(3) 0.5416(3) 0.9246(2) 0.0394(8) Uani 1 1 d . . .
C22 C 0.4541(5) -0.0091(4) 0.8574(3) 0.0567(13) Uani 1 1 d . . .
H22 H 0.5228 -0.0871 0.8749 0.068 Uiso 1 1 calc R . .
C27 C 0.3126(5) 0.3627(4) 1.0702(3) 0.0472(11) Uani 1 1 d . . .
H27 H 0.2228 0.3731 1.0798 0.057 Uiso 1 1 calc R . .
N3 N 0.0138(4) 0.3085(4) 0.6192(2) 0.0514(10) Uani 1 1 d . . .
C31 C 0.5057(4) 0.3229(4) 0.9756(3) 0.0493(11) Uani 1 1 d . . .
H31 H 0.5479 0.3061 0.9213 0.059 Uiso 1 1 calc R . .
C34 C -0.0116(4) 0.7783(4) 1.0011(3) 0.0434(10) Uani 1 1 d . . .
C24 C 0.3278(4) 0.2152(4) 0.8720(3) 0.0390(9) Uani 1 1 d . . .
C33 C -0.0325(4) 0.7553(4) 0.9171(3) 0.0428(10) Uani 1 1 d . . .
C35 C -0.0867(5) 0.9016(5) 1.0277(3) 0.0563(13) Uani 1 1 d . . .
H35 H -0.0762 0.9187 1.0832 0.068 Uiso 1 1 calc R . .
C5 C 0.2492(5) 0.4672(5) 0.5994(3) 0.0536(12) Uani 1 1 d . . .
C13 C -0.0758(5) 0.3168(4) 0.6842(3) 0.0476(11) Uani 1 1 d . . .
N1 N 0.2277(4) 0.5007(4) 0.6807(3) 0.0572(10) Uani 1 1 d . . .
C25 C 0.2921(4) 0.3325(4) 0.9162(3) 0.0361(9) Uani 1 1 d . . .
C21 C 0.3740(5) 0.0002(5) 0.7916(3) 0.0579(13) Uani 1 1 d . . .
H21 H 0.3860 -0.0713 0.7635 0.070 Uiso 1 1 calc R . .
C7 C 0.2308(5) 0.3116(5) 0.5004(3) 0.0511(12) Uani 1 1 d . . .
C28 C 0.3839(6) 0.3726(5) 1.1369(3) 0.0611(14) Uani 1 1 d . . .
H28 H 0.3426 0.3881 1.1915 0.073 Uiso 1 1 calc R . .
C38 C -0.1237(5) 0.8559(5) 0.8637(4) 0.0595(13) Uani 1 1 d . . .
H38 H -0.1375 0.8411 0.8083 0.071 Uiso 1 1 calc R . .
C14 C -0.1827(5) 0.2648(5) 0.6752(3) 0.0591(13) Uani 1 1 d . . .
C26 C 0.3729(4) 0.3376(4) 0.9888(3) 0.0372(9) Uani 1 1 d . . .
C32 C 0.0332(4) 0.6293(4) 0.8823(3) 0.0407(10) Uani 1 1 d . . .
C12 C 0.1415(6) 0.3260(6) 0.4360(4) 0.083(2) Uani 1 1 d . . .
H12 H 0.0514 0.3796 0.4425 0.099 Uiso 1 1 calc R . .
C29 C 0.5139(7) 0.3597(5) 1.1233(4) 0.0749(18) Uani 1 1 d . . .
H29 H 0.5607 0.3689 1.1682 0.090 Uiso 1 1 calc R . .
N8 N 0.0752(4) 0.6874(4) 1.0579(3) 0.0681(13) Uani 1 1 d . . .
H8A H 0.1207 0.6114 1.0433 0.082 Uiso 1 1 calc R . .
H8B H 0.0845 0.7060 1.1085 0.082 Uiso 1 1 calc R . .
C30 C 0.5773(5) 0.3333(5) 1.0440(4) 0.0671(16) Uani 1 1 d . . .
H30 H 0.6673 0.3223 1.0356 0.080 Uiso 1 1 calc R . .
C37 C -0.1931(5) 0.9756(5) 0.8904(4) 0.0699(16) Uani 1 1 d . . .
H37 H -0.2513 1.0411 0.8529 0.084 Uiso 1 1 calc R . .
C9 C 0.4044(6) 0.1638(6) 0.4160(4) 0.0835(19) Uani 1 1 d . . .
H9 H 0.4931 0.1064 0.4105 0.100 Uiso 1 1 calc R . .
C15 C -0.1757(8) 0.1803(7) 0.6155(5) 0.091(2) Uani 1 1 d . . .
C6 C 0.1867(5) 0.3800(4) 0.5794(3) 0.0469(11) Uani 1 1 d . . .
C36 C -0.1763(5) 0.9978(5) 0.9718(4) 0.0693(16) Uani 1 1 d . . .
H36 H -0.2252 1.0782 0.9905 0.083 Uiso 1 1 calc R . .
C17 C -0.3874(10) 0.1769(10) 0.6679(6) 0.121(4) Uani 1 1 d . . .
H17 H -0.4539 0.1436 0.6675 0.145 Uiso 1 1 calc R . .
C19 C -0.2988(6) 0.3087(6) 0.7279(4) 0.0735(17) Uani 1 1 d . . .
H19 H -0.3054 0.3673 0.7665 0.088 Uiso 1 1 calc R . .
C8 C 0.3627(5) 0.2300(5) 0.4893(4) 0.0695(15) Uani 1 1 d . . .
H8 H 0.4247 0.2190 0.5312 0.083 Uiso 1 1 calc R . .
C20 C 0.2738(5) 0.1190(4) 0.7671(3) 0.0546(12) Uani 1 1 d . . .
H20 H 0.2203 0.1250 0.7211 0.065 Uiso 1 1 calc R . .
N4 N -0.0686(8) 0.1354(8) 0.5603(5) 0.162(4) Uani 1 1 d . . .
H41 H -0.0018 0.1591 0.5613 0.194 Uiso 1 1 calc R . .
H4B H -0.0672 0.0833 0.5242 0.194 Uiso 1 1 calc R . .
C18 C -0.4031(7) 0.2693(8) 0.7251(5) 0.099(3) Uani 1 1 d . . .
H18 H -0.4810 0.3020 0.7593 0.119 Uiso 1 1 calc R . .
C11 C 0.1854(7) 0.2603(7) 0.3611(4) 0.097(2) Uani 1 1 d . . .
H11 H 0.1251 0.2708 0.3182 0.117 Uiso 1 1 calc R . .
C10 C 0.3169(7) 0.1819(6) 0.3525(4) 0.0845(19) Uani 1 1 d . . .
H10 H 0.3473 0.1401 0.3026 0.101 Uiso 1 1 calc R . .
C1 C 0.2748(6) 0.5873(6) 0.7010(4) 0.0788(17) Uani 1 1 d . . .
H1 H 0.2613 0.6091 0.7577 0.095 Uiso 1 1 calc R . .
C2 C 0.3411(7) 0.6447(7) 0.6426(5) 0.093(2) Uani 1 1 d . . .
H2 H 0.3704 0.7057 0.6590 0.111 Uiso 1 1 calc R . .
C3 C 0.3638(7) 0.6112(7) 0.5602(5) 0.091(2) Uani 1 1 d . . .
H3 H 0.4102 0.6481 0.5195 0.109 Uiso 1 1 calc R . .
C4 C 0.3172(6) 0.5219(6) 0.5371(4) 0.0730(16) Uani 1 1 d . . .
H4 H 0.3312 0.4987 0.4807 0.088 Uiso 1 1 calc R . .
C16 C -0.2798(10) 0.1358(8) 0.6144(6) 0.119(3) Uani 1 1 d . . .
H16 H -0.2741 0.0771 0.5761 0.143 Uiso 1 1 calc R . .
Mn1 Mn 0.08277(7) 0.42660(7) 0.76939(4) 0.0474(3) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C32 1.281(5) . ?
O2 Mn1 2.119(3) . ?
N5 C20 1.318(5) . ?
N5 C24 1.358(5) . ?
N5 Mn1 2.334(3) . ?
N6 C25 1.295(5) . ?
N6 N7 1.381(5) . ?
N6 Mn1 2.210(3) . ?
N2 C6 1.289(6) . ?
N2 N3 1.369(5) . ?
N2 Mn1 2.241(4) . ?
O1 C13 1.265(5) . ?
O1 Mn1 2.141(3) . ?
C23 C24 1.386(6) . ?
C23 C22 1.398(6) . ?
C23 H23 0.9300 . ?
N7 C32 1.352(5) . ?
C22 C21 1.354(7) . ?
C22 H22 0.9300 . ?
C27 C28 1.376(7) . ?
C27 C26 1.384(6) . ?
C27 H27 0.9300 . ?
N3 C13 1.325(6) . ?
C31 C26 1.376(6) . ?
C31 C30 1.401(7) . ?
C31 H31 0.9300 . ?
C34 N8 1.362(6) . ?
C34 C33 1.412(6) . ?
C34 C35 1.414(6) . ?
C24 C25 1.477(6) . ?
C33 C38 1.400(6) . ?
C33 C32 1.479(6) . ?
C35 C36 1.392(7) . ?
C35 H35 0.9300 . ?
C5 N1 1.340(6) . ?
C5 C4 1.391(7) . ?
C5 C6 1.466(7) . ?
C13 C14 1.503(7) . ?
N1 C1 1.344(6) . ?
N1 Mn1 2.323(4) . ?
C25 C26 1.495(6) . ?
C21 C20 1.388(7) . ?
C21 H21 0.9300 . ?
C7 C8 1.376(7) . ?
C7 C12 1.390(7) . ?
C7 C6 1.482(6) . ?
C28 C29 1.353(8) . ?
C28 H28 0.9300 . ?
C38 C37 1.371(7) . ?
C38 H38 0.9300 . ?
C14 C15 1.393(8) . ?
C14 C19 1.395(8) . ?
C12 C11 1.412(7) . ?
C12 H12 0.9300 . ?
C29 C30 1.368(8) . ?
C29 H29 0.9300 . ?
N8 H8A 0.8600 . ?
N8 H8B 0.8600 . ?
C30 H30 0.9300 . ?
C37 C36 1.358(8) . ?
C37 H37 0.9300 . ?
C9 C10 1.358(9) . ?
C9 C8 1.391(8) . ?
C9 H9 0.9300 . ?
C15 N4 1.353(9) . ?
C15 C16 1.396(10) . ?
C36 H36 0.9300 . ?
C17 C16 1.334(11) . ?
C17 C18 1.411(11) . ?
C17 H17 0.9300 . ?
C19 C18 1.364(8) . ?
C19 H19 0.9300 . ?
C8 H8 0.9300 . ?
C20 H20 0.9300 . ?
N4 H41 0.8600 . ?
N4 H4B 0.8600 . ?
C18 H18 0.9300 . ?
C11 C10 1.357(9) . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C1 C2 1.361(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.358(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(8) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C16 H16 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C32 O2 Mn1 116.7(3) . . ?
C20 N5 C24 118.2(4) . . ?
C20 N5 Mn1 126.5(3) . . ?
C24 N5 Mn1 115.4(3) . . ?
C25 N6 N7 119.2(3) . . ?
C25 N6 Mn1 123.3(3) . . ?
N7 N6 Mn1 117.0(2) . . ?
C6 N2 N3 121.0(4) . . ?
C6 N2 Mn1 120.8(3) . . ?
N3 N2 Mn1 116.2(3) . . ?
C13 O1 Mn1 116.8(3) . . ?
C24 C23 C22 119.4(4) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C32 N7 N6 109.7(3) . . ?
C21 C22 C23 119.0(4) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 H22 120.5 . . ?
C28 C27 C26 120.7(5) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C13 N3 N2 109.6(4) . . ?
C26 C31 C30 119.9(5) . . ?
C26 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
N8 C34 C33 123.4(4) . . ?
N8 C34 C35 118.7(4) . . ?
C33 C34 C35 117.9(4) . . ?
N5 C24 C23 120.9(4) . . ?
N5 C24 C25 116.4(3) . . ?
C23 C24 C25 122.6(4) . . ?
C38 C33 C34 118.7(4) . . ?
C38 C33 C32 117.3(4) . . ?
C34 C33 C32 123.9(4) . . ?
C36 C35 C34 120.8(5) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
N1 C5 C4 120.9(5) . . ?
N1 C5 C6 115.9(4) . . ?
C4 C5 C6 123.0(5) . . ?
O1 C13 N3 124.6(4) . . ?
O1 C13 C14 117.4(4) . . ?
N3 C13 C14 117.9(4) . . ?
C5 N1 C1 118.4(5) . . ?
C5 N1 Mn1 116.2(3) . . ?
C1 N1 Mn1 124.7(4) . . ?
N6 C25 C24 114.2(4) . . ?
N6 C25 C26 124.0(4) . . ?
C24 C25 C26 121.8(3) . . ?
C22 C21 C20 118.5(4) . . ?
C22 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
C8 C7 C12 117.9(5) . . ?
C8 C7 C6 120.3(4) . . ?
C12 C7 C6 121.8(4) . . ?
C29 C28 C27 120.2(5) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C37 C38 C33 122.2(5) . . ?
C37 C38 H38 118.9 . . ?
C33 C38 H38 118.9 . . ?
C15 C14 C19 118.1(6) . . ?
C15 C14 C13 124.5(5) . . ?
C19 C14 C13 117.4(5) . . ?
C31 C26 C27 118.9(4) . . ?
C31 C26 C25 121.2(4) . . ?
C27 C26 C25 119.9(4) . . ?
O2 C32 N7 124.3(4) . . ?
O2 C32 C33 118.7(3) . . ?
N7 C32 C33 117.0(4) . . ?
C7 C12 C11 121.0(5) . . ?
C7 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C28 C29 C30 120.7(5) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C34 N8 H8A 120.0 . . ?
C34 N8 H8B 120.0 . . ?
H8A N8 H8B 120.0 . . ?
C29 C30 C31 119.7(5) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
C36 C37 C38 119.5(5) . . ?
C36 C37 H37 120.2 . . ?
C38 C37 H37 120.2 . . ?
C10 C9 C8 120.7(5) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
N4 C15 C14 122.1(6) . . ?
N4 C15 C16 118.4(7) . . ?
C14 C15 C16 119.4(7) . . ?
N2 C6 C5 113.8(4) . . ?
N2 C6 C7 126.1(4) . . ?
C5 C6 C7 120.1(4) . . ?
C37 C36 C35 120.8(5) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C16 C17 C18 121.9(7) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C18 C19 C14 122.8(7) . . ?
C18 C19 H19 118.6 . . ?
C14 C19 H19 118.6 . . ?
C7 C8 C9 120.6(5) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
N5 C20 C21 124.0(5) . . ?
N5 C20 H20 118.0 . . ?
C21 C20 H20 118.0 . . ?
C15 N4 H41 120.0 . . ?
C15 N4 H4B 120.0 . . ?
H41 N4 H4B 120.0 . . ?
C19 C18 C17 117.0(7) . . ?
C19 C18 H18 121.5 . . ?
C17 C18 H18 121.5 . . ?
C10 C11 C12 119.0(6) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
C11 C10 C9 120.6(6) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
N1 C1 C2 123.3(6) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C3 C2 C1 118.7(6) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 119.6(6) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 119.1(6) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C17 C16 C15 120.6(8) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
O2 Mn1 O1 103.49(13) . . ?
O2 Mn1 N6 72.18(11) . . ?
O1 Mn1 N6 131.60(13) . . ?
O2 Mn1 N2 127.93(13) . . ?
O1 Mn1 N2 70.14(13) . . ?
N6 Mn1 N2 150.33(14) . . ?
O2 Mn1 N1 90.52(14) . . ?
O1 Mn1 N1 137.13(13) . . ?
N6 Mn1 N1 91.21(14) . . ?
N2 Mn1 N1 69.38(14) . . ?
O2 Mn1 N5 142.13(12) . . ?
O1 Mn1 N5 98.89(13) . . ?
N6 Mn1 N5 70.10(12) . . ?
N2 Mn1 N5 88.31(13) . . ?
N1 Mn1 N5 93.47(14) . . ?

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
C25 N6 N7 C32 177.1(4) . . . . ?
Mn1 N6 N7 C32 4.6(4) . . . . ?
C24 C23 C22 C21 0.7(7) . . . . ?
C6 N2 N3 C13 179.4(4) . . . . ?
Mn1 N2 N3 C13 15.6(4) . . . . ?
C20 N5 C24 C23 1.4(6) . . . . ?
Mn1 N5 C24 C23 -179.0(3) . . . . ?
C20 N5 C24 C25 -176.3(4) . . . . ?
Mn1 N5 C24 C25 3.2(5) . . . . ?
C22 C23 C24 N5 -1.8(7) . . . . ?
C22 C23 C24 C25 175.7(4) . . . . ?
N8 C34 C33 C38 -179.6(5) . . . . ?
C35 C34 C33 C38 1.5(6) . . . . ?
N8 C34 C33 C32 2.3(7) . . . . ?
C35 C34 C33 C32 -176.6(4) . . . . ?
N8 C34 C35 C36 179.7(5) . . . . ?
C33 C34 C35 C36 -1.3(7) . . . . ?
Mn1 O1 C13 N3 -7.2(6) . . . . ?
Mn1 O1 C13 C14 174.7(3) . . . . ?
N2 N3 C13 O1 -6.0(6) . . . . ?
N2 N3 C13 C14 172.1(4) . . . . ?
C4 C5 N1 C1 -0.8(8) . . . . ?
C6 C5 N1 C1 -175.5(5) . . . . ?
C4 C5 N1 Mn1 170.2(4) . . . . ?
C6 C5 N1 Mn1 -4.6(5) . . . . ?
N7 N6 C25 C24 179.0(3) . . . . ?
Mn1 N6 C25 C24 -8.9(5) . . . . ?
N7 N6 C25 C26 -0.1(6) . . . . ?
Mn1 N6 C25 C26 172.0(3) . . . . ?
N5 C24 C25 N6 3.2(5) . . . . ?
C23 C24 C25 N6 -174.5(4) . . . . ?
N5 C24 C25 C26 -177.7(4) . . . . ?
C23 C24 C25 C26 4.6(6) . . . . ?
C23 C22 C21 C20 0.7(8) . . . . ?
C26 C27 C28 C29 1.0(7) . . . . ?
C34 C33 C38 C37 -0.1(8) . . . . ?
C32 C33 C38 C37 178.2(5) . . . . ?
O1 C13 C14 C15 -164.5(5) . . . . ?
N3 C13 C14 C15 17.2(8) . . . . ?
O1 C13 C14 C19 18.3(6) . . . . ?
N3 C13 C14 C19 -160.0(4) . . . . ?
C30 C31 C26 C27 0.1(6) . . . . ?
C30 C31 C26 C25 177.4(4) . . . . ?
C28 C27 C26 C31 -0.2(6) . . . . ?
C28 C27 C26 C25 -177.6(4) . . . . ?
N6 C25 C26 C31 -118.2(5) . . . . ?
C24 C25 C26 C31 62.8(6) . . . . ?
N6 C25 C26 C27 59.2(6) . . . . ?
C24 C25 C26 C27 -119.9(4) . . . . ?
Mn1 O2 C32 N7 1.2(6) . . . . ?
Mn1 O2 C32 C33 -179.1(3) . . . . ?
N6 N7 C32 O2 -3.8(6) . . . . ?
N6 N7 C32 C33 176.4(3) . . . . ?
C38 C33 C32 O2 -13.9(6) . . . . ?
C34 C33 C32 O2 164.2(4) . . . . ?
C38 C33 C32 N7 165.9(4) . . . . ?
C34 C33 C32 N7 -16.0(6) . . . . ?
C8 C7 C12 C11 -1.0(10) . . . . ?
C6 C7 C12 C11 179.8(6) . . . . ?
C27 C28 C29 C30 -1.8(8) . . . . ?
C28 C29 C30 C31 1.7(8) . . . . ?
C26 C31 C30 C29 -0.8(7) . . . . ?
C33 C38 C37 C36 -1.6(9) . . . . ?
C19 C14 C15 N4 178.2(7) . . . . ?
C13 C14 C15 N4 1.0(11) . . . . ?
C19 C14 C15 C16 -4.3(10) . . . . ?
C13 C14 C15 C16 178.5(6) . . . . ?
N3 N2 C6 C5 173.3(4) . . . . ?
Mn1 N2 C6 C5 -23.7(5) . . . . ?
N3 N2 C6 C7 -3.9(7) . . . . ?
Mn1 N2 C6 C7 159.1(3) . . . . ?
N1 C5 C6 N2 17.9(6) . . . . ?
C4 C5 C6 N2 -156.7(5) . . . . ?
N1 C5 C6 C7 -164.7(4) . . . . ?
C4 C5 C6 C7 20.7(7) . . . . ?
C8 C7 C6 N2 -123.6(6) . . . . ?
C12 C7 C6 N2 55.6(7) . . . . ?
C8 C7 C6 C5 59.4(7) . . . . ?
C12 C7 C6 C5 -121.4(6) . . . . ?
C38 C37 C36 C35 1.8(9) . . . . ?
C34 C35 C36 C37 -0.3(8) . . . . ?
C15 C14 C19 C18 2.0(9) . . . . ?
C13 C14 C19 C18 179.5(5) . . . . ?
C12 C7 C8 C9 -0.4(9) . . . . ?
C6 C7 C8 C9 178.9(5) . . . . ?
C10 C9 C8 C7 2.5(10) . . . . ?
C24 N5 C20 C21 0.1(7) . . . . ?
Mn1 N5 C20 C21 -179.4(4) . . . . ?
C22 C21 C20 N5 -1.2(8) . . . . ?
C14 C19 C18 C17 2.2(9) . . . . ?
C16 C17 C18 C19 -4.5(11) . . . . ?
C7 C12 C11 C10 0.3(11) . . . . ?
C12 C11 C10 C9 1.8(12) . . . . ?
C8 C9 C10 C11 -3.2(12) . . . . ?
C5 N1 C1 C2 1.3(9) . . . . ?
Mn1 N1 C1 C2 -168.8(5) . . . . ?
N1 C1 C2 C3 -1.5(11) . . . . ?
C1 C2 C3 C4 1.1(11) . . . . ?
C2 C3 C4 C5 -0.7(10) . . . . ?
N1 C5 C4 C3 0.5(8) . . . . ?
C6 C5 C4 C3 174.9(6) . . . . ?
C18 C17 C16 C15 2.3(13) . . . . ?
N4 C15 C16 C17 179.8(8) . . . . ?
C14 C15 C16 C17 2.2(12) . . . . ?
C32 O2 Mn1 O1 130.9(3) . . . . ?
C32 O2 Mn1 N6 1.1(3) . . . . ?
C32 O2 Mn1 N2 -153.9(3) . . . . ?
C32 O2 Mn1 N1 -90.0(3) . . . . ?
C32 O2 Mn1 N5 6.4(4) . . . . ?
C13 O1 Mn1 O2 137.0(3) . . . . ?
C13 O1 Mn1 N6 -145.0(3) . . . . ?
C13 O1 Mn1 N2 11.2(3) . . . . ?
C13 O1 Mn1 N1 31.2(4) . . . . ?
C13 O1 Mn1 N5 -73.8(3) . . . . ?
C25 N6 Mn1 O2 -175.4(4) . . . . ?
N7 N6 Mn1 O2 -3.2(3) . . . . ?
C25 N6 Mn1 O1 92.2(4) . . . . ?
N7 N6 Mn1 O1 -95.6(3) . . . . ?
C25 N6 Mn1 N2 -37.7(5) . . . . ?
N7 N6 Mn1 N2 134.5(3) . . . . ?
C25 N6 Mn1 N1 -85.2(3) . . . . ?
N7 N6 Mn1 N1 87.0(3) . . . . ?
C25 N6 Mn1 N5 8.0(3) . . . . ?
N7 N6 Mn1 N5 -179.8(3) . . . . ?
C6 N2 Mn1 O2 89.7(4) . . . . ?
N3 N2 Mn1 O2 -106.5(3) . . . . ?
C6 N2 Mn1 O1 -178.4(4) . . . . ?
N3 N2 Mn1 O1 -14.6(3) . . . . ?
C6 N2 Mn1 N6 -36.0(5) . . . . ?
N3 N2 Mn1 N6 127.8(3) . . . . ?
C6 N2 Mn1 N1 16.1(3) . . . . ?
N3 N2 Mn1 N1 179.8(3) . . . . ?
C6 N2 Mn1 N5 -78.3(3) . . . . ?
N3 N2 Mn1 N5 85.5(3) . . . . ?
C5 N1 Mn1 O2 -135.7(3) . . . . ?
C1 N1 Mn1 O2 34.6(5) . . . . ?
C5 N1 Mn1 O1 -25.1(4) . . . . ?
C1 N1 Mn1 O1 145.2(4) . . . . ?
C5 N1 Mn1 N6 152.1(3) . . . . ?
C1 N1 Mn1 N6 -37.6(5) . . . . ?
C5 N1 Mn1 N2 -4.9(3) . . . . ?
C1 N1 Mn1 N2 165.4(5) . . . . ?
C5 N1 Mn1 N5 82.0(3) . . . . ?
C1 N1 Mn1 N5 -107.7(5) . . . . ?
C20 N5 Mn1 O2 168.8(4) . . . . ?
C24 N5 Mn1 O2 -10.7(4) . . . . ?
C20 N5 Mn1 O1 42.9(4) . . . . ?
C24 N5 Mn1 O1 -136.6(3) . . . . ?
C20 N5 Mn1 N6 174.1(4) . . . . ?
C24 N5 Mn1 N6 -5.4(3) . . . . ?
C20 N5 Mn1 N2 -26.7(4) . . . . ?
C24 N5 Mn1 N2 153.8(3) . . . . ?
C20 N5 Mn1 N1 -95.9(4) . . . . ?
C24 N5 Mn1 N1 84.6(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.835
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.984
_refine_diff_density_min         -0.338
_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_cu-b12
_database_code_depnum_ccdc_archive 'CCDC 988160'
_audit_update_record             
;
2014-02-21 deposited with the CCDC.
2015-05-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C38 H30 Cu N8 O2'
_chemical_formula_sum            'C38 H30 Cu N8 O2'
_chemical_melting_point          ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?

_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         694.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?

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

_cell_length_a                   13.2388(7)
_cell_length_b                   10.7929(11)
_cell_length_c                   24.2294(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.586(5)
_cell_angle_gamma                90.00
_cell_volume                     3365.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.9466
_cell_measurement_theta_max      29.0641
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1436
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.80935
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   '(North et al., 1968)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16423
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0434
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.21
_diffrn_reflns_theta_max         29.09
_reflns_number_total             9024
_reflns_number_gt                5195
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0857P)²+3.1708P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0032(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         9024
_refine_ls_number_parameters     451
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0938
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.1853
_refine_ls_wR_factor_gt          0.1612
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.002

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
O1 O 0.2525(2) 0.0455(3) 0.11171(11) 0.0618(8) Uani 1 1 d . . .
N6 N 0.3885(2) 0.1886(3) 0.02315(11) 0.0402(6) Uani 1 1 d . . .
H43 H 0.010(4) 0.499(5) 0.257(2) 0.090(16) Uiso 1 1 d . . .
H47 H -0.138(5) 0.541(6) 0.193(3) 0.11(2) Uiso 1 1 d . . .
Cu1 Cu 0.29582(3) 0.21497(5) 0.073999(17) 0.05113(19) Uani 1 1 d . . .
N2 N 0.1942(2) 0.2706(3) 0.11748(11) 0.0410(6) Uani 1 1 d . . .
N7 N 0.49320(19) 0.1950(3) 0.04623(11) 0.0412(7) Uani 1 1 d . . .
N3 N 0.1555(2) 0.1859(3) 0.14880(11) 0.0397(6) Uani 1 1 d . . .
O2 O 0.4402(2) 0.2211(3) 0.12939(10) 0.0664(9) Uani 1 1 d . . .
C32 C 0.5105(2) 0.2079(4) 0.10273(14) 0.0442(8) Uani 1 1 d . . .
C26 C 0.4123(2) 0.2098(3) -0.07376(13) 0.0409(8) Uani 1 1 d . . .
C14 C 0.1701(2) -0.0223(3) 0.18310(12) 0.0365(7) Uani 1 1 d . . .
C13 C 0.1957(2) 0.0731(3) 0.14476(13) 0.0397(7) Uani 1 1 d . . .
N8 N 0.68257(19) 0.1286(3) 0.05468(11) 0.0432(7) Uani 1 1 d . . .
H12A H 0.7331 0.1032 0.0409 0.052 Uiso 1 1 calc R . .
H12B H 0.6205 0.1311 0.0335 0.052 Uiso 1 1 calc R . .
C24 C 0.2358(2) 0.1816(3) -0.04745(13) 0.0413(8) Uani 1 1 d . . .
N5 N 0.1885(2) 0.1855(3) -0.00419(12) 0.0492(8) Uani 1 1 d . . .
C25 C 0.3504(2) 0.1929(3) -0.03089(13) 0.0379(7) Uani 1 1 d . . .
C15 C 0.1163(2) 0.0060(4) 0.22517(13) 0.0413(8) Uani 1 1 d . . .
C19 C 0.2032(2) -0.1431(4) 0.17852(14) 0.0452(8) Uani 1 1 d . . .
H017 H 0.2399 -0.1619 0.1513 0.054 Uiso 1 1 calc R . .
C23 C 0.1801(3) 0.1661(4) -0.10244(14) 0.0534(9) Uani 1 1 d . . .
H018 H 0.2137 0.1661 -0.1321 0.064 Uiso 1 1 calc R . .
C33 C 0.6207(3) 0.2027(4) 0.13380(15) 0.0497(9) Uani 1 1 d . . .
C16 C 0.0992(3) -0.0884(4) 0.26095(14) 0.0506(9) Uani 1 1 d . . .
H020 H 0.0654 -0.0704 0.2896 0.061 Uiso 1 1 calc R . .
C34 C 0.7004(3) 0.1643(4) 0.10900(16) 0.0486(9) Uani 1 1 d . . .
N1 N 0.2866(2) 0.4196(3) 0.06028(13) 0.0544(8) Uani 1 1 d . . .
C6 C 0.1582(3) 0.3824(4) 0.11256(14) 0.0449(8) Uani 1 1 d . . .
C17 C 0.1308(3) -0.2064(4) 0.25500(15) 0.0558(10) Uani 1 1 d . . .
H024 H 0.1173 -0.2680 0.2791 0.067 Uiso 1 1 calc R . .
C27 C 0.4849(3) 0.1248(4) -0.08100(15) 0.0493(9) Uani 1 1 d . . .
H025 H 0.4965 0.0542 -0.0584 0.059 Uiso 1 1 calc R . .
C5 C 0.2094(3) 0.4694(4) 0.08046(14) 0.0485(9) Uani 1 1 d . . .
C7 C 0.0711(3) 0.4254(4) 0.13657(16) 0.0500(9) Uani 1 1 d . . .
C21 C 0.0269(3) 0.1520(5) -0.06853(18) 0.0678(12) Uani 1 1 d . . .
H028 H -0.0446 0.1415 -0.0745 0.081 Uiso 1 1 calc R . .
C31 C 0.3981(3) 0.3155(4) -0.10700(17) 0.0568(10) Uani 1 1 d . . .
H029 H 0.3496 0.3745 -0.1023 0.068 Uiso 1 1 calc R . .
C29 C 0.5264(3) 0.2479(5) -0.15409(17) 0.0690(13) Uani 1 1 d . . .
H030 H 0.5650 0.2605 -0.1811 0.083 Uiso 1 1 calc R . .
C22 C 0.0735(3) 0.1506(5) -0.11326(17) 0.0665(12) Uani 1 1 d . . .
H031 H 0.0344 0.1394 -0.1502 0.080 Uiso 1 1 calc R . .
C1 C 0.3386(4) 0.4926(5) 0.03239(19) 0.0701(12) Uani 1 1 d . . .
H32 H 0.3927 0.4584 0.0190 0.084 Uiso 1 1 calc R . .
C37 C 0.7463(4) 0.2303(7) 0.2231(2) 0.101(2) Uani 1 1 d . . .
H033 H 0.7615 0.2522 0.2612 0.122 Uiso 1 1 calc R . .
C18 C 0.1829(3) -0.2357(4) 0.21349(16) 0.0541(9) Uani 1 1 d . . .
H034 H 0.2038 -0.3167 0.2093 0.065 Uiso 1 1 calc R . .
C38 C 0.6452(3) 0.2350(6) 0.19118(18) 0.0800(15) Uani 1 1 d . . .
H035 H 0.5925 0.2600 0.2082 0.096 Uiso 1 1 calc R . .
C4 C 0.1827(4) 0.5927(4) 0.07247(18) 0.0675(12) Uani 1 1 d . . .
H036 H 0.1292 0.6259 0.0868 0.081 Uiso 1 1 calc R . .
C28 C 0.5408(3) 0.1433(5) -0.12154(17) 0.0655(12) Uani 1 1 d . . .
H037 H 0.5887 0.0841 -0.1268 0.079 Uiso 1 1 calc R . .
C20 C 0.0868(3) 0.1691(5) -0.01492(17) 0.0619(11) Uani 1 1 d . . .
H038 H 0.0547 0.1692 0.0153 0.074 Uiso 1 1 calc R . .
C30 C 0.4550(4) 0.3340(5) -0.14680(18) 0.0704(13) Uani 1 1 d . . .
H039 H 0.4449 0.4054 -0.1689 0.085 Uiso 1 1 calc R . .
C35 C 0.8016(3) 0.1592(5) 0.1420(2) 0.0682(12) Uani 1 1 d . . .
H040 H 0.8550 0.1322 0.1260 0.082 Uiso 1 1 calc R . .
C2 C 0.3161(4) 0.6162(5) 0.0225(2) 0.0798(14) Uani 1 1 d . . .
H041 H 0.3537 0.6644 0.0025 0.096 Uiso 1 1 calc R . .
C3 C 0.2376(5) 0.6661(5) 0.0425(2) 0.0829(15) Uani 1 1 d . . .
H042 H 0.2206 0.7493 0.0362 0.100 Uiso 1 1 calc R . .
C9 C 0.0019(5) 0.4827(5) 0.2155(3) 0.0855(16) Uani 1 1 d D . .
C36 C 0.8234(4) 0.1936(6) 0.1983(2) 0.0892(17) Uani 1 1 d . . .
H044 H 0.8917 0.1918 0.2196 0.107 Uiso 1 1 calc R . .
C12 C -0.0249(4) 0.4499(6) 0.1008(2) 0.0846(15) Uani 1 1 d . . .
H045 H -0.0341 0.4388 0.0619 0.102 Uiso 1 1 calc R . .
C8 C 0.0836(3) 0.4421(4) 0.19405(17) 0.0591(10) Uani 1 1 d . . .
H046 H 0.1476 0.4260 0.2186 0.071 Uiso 1 1 calc R . .
C10 C -0.0945(5) 0.5076(6) 0.1780(3) 0.101(2) Uani 1 1 d D . .
C11 C -0.1064(4) 0.4901(7) 0.1220(3) 0.107(2) Uani 1 1 d . . .
H052 H -0.1705 0.5053 0.0973 0.129 Uiso 1 1 calc R . .
N4 N 0.0809(2) 0.1192(3) 0.23202(10) 0.0376(6) Uani 1 1 d . . .
H11A H 0.0482 0.1327 0.2582 0.045 Uiso 1 1 calc R . .
H11B H 0.0908 0.1787 0.2103 0.045 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
O1 C13 1.256(4) . ?
O1 Cu1 2.181(3) . ?
N6 C25 1.289(4) . ?
N6 N7 1.370(3) . ?
N6 Cu1 1.953(3) . ?
Cu1 N2 1.986(3) . ?
Cu1 O2 2.063(3) . ?
Cu1 N5 2.108(3) . ?
Cu1 N1 2.233(3) . ?
N2 C6 1.292(5) . ?
N2 N3 1.363(4) . ?
N7 C32 1.341(4) . ?
N3 C13 1.342(4) . ?
O2 C32 1.258(4) . ?
C32 C33 1.477(4) . ?
C26 C27 1.369(5) . ?
C26 C31 1.384(5) . ?
C26 C25 1.478(4) . ?
C14 C19 1.388(5) . ?
C14 C15 1.407(4) . ?
C14 C13 1.478(5) . ?
N8 C34 1.338(4) . ?
N8 H12A 0.8600 . ?
N8 H12B 0.8600 . ?
C24 N5 1.342(4) . ?
C24 C23 1.373(5) . ?
C24 C25 1.481(4) . ?
N5 C20 1.322(4) . ?
C15 N4 1.333(4) . ?
C15 C16 1.390(5) . ?
C19 C18 1.377(5) . ?
C19 H017 0.9300 . ?
C23 C22 1.384(5) . ?
C23 H018 0.9300 . ?
C33 C34 1.394(5) . ?
C33 C38 1.396(5) . ?
C16 C17 1.359(6) . ?
C16 H020 0.9300 . ?
C34 C35 1.391(5) . ?
N1 C1 1.330(5) . ?
N1 C5 1.345(5) . ?
C6 C5 1.482(5) . ?
C6 C7 1.482(5) . ?
C17 C18 1.383(5) . ?
C17 H024 0.9300 . ?
C27 C28 1.376(5) . ?
C27 H025 0.9300 . ?
C5 C4 1.378(6) . ?
C7 C8 1.375(5) . ?
C7 C12 1.385(6) . ?
C21 C20 1.366(5) . ?
C21 C22 1.368(6) . ?
C21 H028 0.9300 . ?
C31 C30 1.370(6) . ?
C31 H029 0.9300 . ?
C29 C28 1.365(7) . ?
C29 C30 1.366(7) . ?
C29 H030 0.9300 . ?
C22 H031 0.9300 . ?
C1 C2 1.376(7) . ?
C1 H32 0.9300 . ?
C37 C36 1.360(7) . ?
C37 C38 1.380(6) . ?
C37 H033 0.9300 . ?
C18 H034 0.9300 . ?
C38 H035 0.9300 . ?
C4 C3 1.390(6) . ?
C4 H036 0.9300 . ?
C28 H037 0.9300 . ?
C20 H038 0.9300 . ?
C30 H039 0.9300 . ?
C35 C36 1.376(7) . ?
C35 H040 0.9300 . ?
C2 C3 1.358(7) . ?
C2 H041 0.9300 . ?
C3 H042 0.9300 . ?
C9 C8 1.378(6) . ?
C9 C10 1.407(8) . ?
C9 H43 0.99(5) . ?
C36 H044 0.9300 . ?
C12 C11 1.369(7) . ?
C12 H045 0.9300 . ?
C8 H046 0.9300 . ?
C10 C11 1.343(9) . ?
C10 H47 0.83(6) . ?
C11 H052 0.9300 . ?
N4 H11A 0.8600 . ?
N4 H11B 0.8600 . ?

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
C13 O1 Cu1 108.9(2) . . ?
C25 N6 N7 122.0(3) . . ?
C25 N6 Cu1 118.8(2) . . ?
N7 N6 Cu1 117.4(2) . . ?
N6 Cu1 N2 169.29(12) . . ?
N6 Cu1 O2 77.97(10) . . ?
N2 Cu1 O2 106.55(10) . . ?
N6 Cu1 N5 78.55(11) . . ?
N2 Cu1 N5 97.18(11) . . ?
O2 Cu1 N5 156.26(11) . . ?
N6 Cu1 O1 114.11(11) . . ?
N2 Cu1 O1 75.75(11) . . ?
O2 Cu1 O1 92.82(12) . . ?
N5 Cu1 O1 93.54(12) . . ?
N6 Cu1 N1 94.04(12) . . ?
N2 Cu1 N1 76.09(12) . . ?
O2 Cu1 N1 94.30(13) . . ?
N5 Cu1 N1 90.80(12) . . ?
O1 Cu1 N1 151.83(10) . . ?
C6 N2 N3 119.9(3) . . ?
C6 N2 Cu1 121.0(2) . . ?
N3 N2 Cu1 118.9(2) . . ?
C32 N7 N6 109.6(2) . . ?
C13 N3 N2 111.1(3) . . ?
C32 O2 Cu1 110.2(2) . . ?
O2 C32 N7 124.5(3) . . ?
O2 C32 C33 120.2(3) . . ?
N7 C32 C33 115.3(3) . . ?
C27 C26 C31 118.8(3) . . ?
C27 C26 C25 122.0(3) . . ?
C31 C26 C25 119.2(3) . . ?
C19 C14 C15 119.0(3) . . ?
C19 C14 C13 118.7(3) . . ?
C15 C14 C13 122.3(3) . . ?
O1 C13 N3 124.6(3) . . ?
O1 C13 C14 119.7(3) . . ?
N3 C13 C14 115.6(3) . . ?
C34 N8 H12A 120.0 . . ?
C34 N8 H12B 120.0 . . ?
H12A N8 H12B 120.0 . . ?
N5 C24 C23 121.3(3) . . ?
N5 C24 C25 114.9(3) . . ?
C23 C24 C25 123.7(3) . . ?
C20 N5 C24 118.8(3) . . ?
C20 N5 Cu1 129.6(3) . . ?
C24 N5 Cu1 111.6(2) . . ?
N6 C25 C26 124.7(3) . . ?
N6 C25 C24 113.8(3) . . ?
C26 C25 C24 121.5(3) . . ?
N4 C15 C16 118.7(3) . . ?
N4 C15 C14 122.8(3) . . ?
C16 C15 C14 118.5(3) . . ?
C18 C19 C14 121.4(3) . . ?
C18 C19 H017 119.3 . . ?
C14 C19 H017 119.3 . . ?
C24 C23 C22 119.3(3) . . ?
C24 C23 H018 120.4 . . ?
C22 C23 H018 120.4 . . ?
C34 C33 C38 118.8(3) . . ?
C34 C33 C32 123.3(3) . . ?
C38 C33 C32 117.9(3) . . ?
C17 C16 C15 121.4(3) . . ?
C17 C16 H020 119.3 . . ?
C15 C16 H020 119.3 . . ?
N8 C34 C35 118.6(3) . . ?
N8 C34 C33 122.2(3) . . ?
C35 C34 C33 119.2(4) . . ?
C1 N1 C5 118.5(4) . . ?
C1 N1 Cu1 130.1(3) . . ?
C5 N1 Cu1 111.2(2) . . ?
N2 C6 C5 115.8(3) . . ?
N2 C6 C7 124.1(3) . . ?
C5 C6 C7 120.1(3) . . ?
C16 C17 C18 120.7(4) . . ?
C16 C17 H024 119.6 . . ?
C18 C17 H024 119.6 . . ?
C26 C27 C28 120.4(4) . . ?
C26 C27 H025 119.8 . . ?
C28 C27 H025 119.8 . . ?
N1 C5 C4 121.8(4) . . ?
N1 C5 C6 114.7(3) . . ?
C4 C5 C6 123.5(4) . . ?
C8 C7 C12 118.9(4) . . ?
C8 C7 C6 121.3(3) . . ?
C12 C7 C6 119.9(4) . . ?
C20 C21 C22 119.0(4) . . ?
C20 C21 H028 120.5 . . ?
C22 C21 H028 120.5 . . ?
C30 C31 C26 120.5(4) . . ?
C30 C31 H029 119.8 . . ?
C26 C31 H029 119.8 . . ?
C28 C29 C30 119.6(4) . . ?
C28 C29 H030 120.2 . . ?
C30 C29 H030 120.2 . . ?
C21 C22 C23 118.6(3) . . ?
C21 C22 H031 120.7 . . ?
C23 C22 H031 120.7 . . ?
N1 C1 C2 123.1(5) . . ?
N1 C1 H32 118.4 . . ?
C2 C1 H32 118.4 . . ?
C36 C37 C38 119.6(5) . . ?
C36 C37 H033 120.2 . . ?
C38 C37 H033 120.2 . . ?
C19 C18 C17 118.9(4) . . ?
C19 C18 H034 120.5 . . ?
C17 C18 H034 120.5 . . ?
C37 C38 C33 121.1(4) . . ?
C37 C38 H035 119.5 . . ?
C33 C38 H035 119.5 . . ?
C5 C4 C3 118.4(4) . . ?
C5 C4 H036 120.8 . . ?
C3 C4 H036 120.8 . . ?
C29 C28 C27 120.5(4) . . ?
C29 C28 H037 119.8 . . ?
C27 C28 H037 119.8 . . ?
N5 C20 C21 122.9(4) . . ?
N5 C20 H038 118.6 . . ?
C21 C20 H038 118.6 . . ?
C29 C30 C31 120.2(4) . . ?
C29 C30 H039 119.9 . . ?
C31 C30 H039 119.9 . . ?
C36 C35 C34 120.6(4) . . ?
C36 C35 H040 119.7 . . ?
C34 C35 H040 119.7 . . ?
C3 C2 C1 118.3(4) . . ?
C3 C2 H041 120.8 . . ?
C1 C2 H041 120.8 . . ?
C2 C3 C4 120.0(5) . . ?
C2 C3 H042 120.0 . . ?
C4 C3 H042 120.0 . . ?
C8 C9 C10 119.3(5) . . ?
C8 C9 H43 122(3) . . ?
C10 C9 H43 119(3) . . ?
C37 C36 C35 120.7(4) . . ?
C37 C36 H044 119.6 . . ?
C35 C36 H044 119.6 . . ?
C11 C12 C7 121.0(5) . . ?
C11 C12 H045 119.5 . . ?
C7 C12 H045 119.5 . . ?
C7 C8 C9 120.4(5) . . ?
C7 C8 H046 119.8 . . ?
C9 C8 H046 119.8 . . ?
C11 C10 C9 120.0(5) . . ?
C11 C10 H47 125(4) . . ?
C9 C10 H47 115(4) . . ?
C10 C11 C12 120.5(6) . . ?
C10 C11 H052 119.8 . . ?
C12 C11 H052 119.8 . . ?
C15 N4 H11A 120.0 . . ?
C15 N4 H11B 120.0 . . ?
H11A N4 H11B 120.0 . . ?

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
C25 N6 Cu1 N2 -53.2(7) . . . . ?
N7 N6 Cu1 N2 112.2(6) . . . . ?
C25 N6 Cu1 O2 -169.3(3) . . . . ?
N7 N6 Cu1 O2 -4.0(2) . . . . ?
C25 N6 Cu1 N5 14.2(3) . . . . ?
N7 N6 Cu1 N5 179.6(3) . . . . ?
C25 N6 Cu1 O1 103.0(3) . . . . ?
N7 N6 Cu1 O1 -91.7(2) . . . . ?
C25 N6 Cu1 N1 -75.8(3) . . . . ?
N7 N6 Cu1 N1 89.6(2) . . . . ?
C13 O1 Cu1 N6 178.1(2) . . . . ?
C13 O1 Cu1 N2 -6.4(2) . . . . ?
C13 O1 Cu1 O2 100.0(2) . . . . ?
C13 O1 Cu1 N5 -102.9(2) . . . . ?
C13 O1 Cu1 N1 -4.6(4) . . . . ?
N6 Cu1 N2 C6 -13.2(7) . . . . ?
O2 Cu1 N2 C6 100.5(3) . . . . ?
N5 Cu1 N2 C6 -79.0(3) . . . . ?
O1 Cu1 N2 C6 -170.8(3) . . . . ?
N1 Cu1 N2 C6 10.1(2) . . . . ?
N6 Cu1 N2 N3 160.8(5) . . . . ?
O2 Cu1 N2 N3 -85.5(2) . . . . ?
N5 Cu1 N2 N3 95.1(2) . . . . ?
O1 Cu1 N2 N3 3.2(2) . . . . ?
N1 Cu1 N2 N3 -175.9(2) . . . . ?
C25 N6 N7 C32 170.5(3) . . . . ?
Cu1 N6 N7 C32 5.6(4) . . . . ?
C6 N2 N3 C13 174.5(3) . . . . ?
Cu1 N2 N3 C13 0.4(3) . . . . ?
N6 Cu1 O2 C32 1.4(3) . . . . ?
N2 Cu1 O2 C32 -168.6(3) . . . . ?
N5 Cu1 O2 C32 10.0(5) . . . . ?
O1 Cu1 O2 C32 115.4(3) . . . . ?
N1 Cu1 O2 C32 -91.9(3) . . . . ?
Cu1 O2 C32 N7 1.6(5) . . . . ?
Cu1 O2 C32 C33 -176.9(3) . . . . ?
N6 N7 C32 O2 -4.7(5) . . . . ?
N6 N7 C32 C33 173.8(3) . . . . ?
Cu1 O1 C13 N3 9.7(4) . . . . ?
Cu1 O1 C13 C14 -169.7(2) . . . . ?
N2 N3 C13 O1 -7.4(4) . . . . ?
N2 N3 C13 C14 172.0(2) . . . . ?
C19 C14 C13 O1 -4.8(4) . . . . ?
C15 C14 C13 O1 173.1(3) . . . . ?
C19 C14 C13 N3 175.7(3) . . . . ?
C15 C14 C13 N3 -6.4(4) . . . . ?
C23 C24 N5 C20 2.7(6) . . . . ?
C25 C24 N5 C20 -176.3(4) . . . . ?
C23 C24 N5 Cu1 -178.4(3) . . . . ?
C25 C24 N5 Cu1 2.6(4) . . . . ?
N6 Cu1 N5 C20 170.3(4) . . . . ?
N2 Cu1 N5 C20 -19.6(4) . . . . ?
O2 Cu1 N5 C20 161.7(4) . . . . ?
O1 Cu1 N5 C20 56.4(4) . . . . ?
N1 Cu1 N5 C20 -95.7(4) . . . . ?
N6 Cu1 N5 C24 -8.3(3) . . . . ?
N2 Cu1 N5 C24 161.7(3) . . . . ?
O2 Cu1 N5 C24 -17.0(5) . . . . ?
O1 Cu1 N5 C24 -122.2(3) . . . . ?
N1 Cu1 N5 C24 85.6(3) . . . . ?
N7 N6 C25 C26 -2.6(5) . . . . ?
Cu1 N6 C25 C26 162.1(3) . . . . ?
N7 N6 C25 C24 178.6(3) . . . . ?
Cu1 N6 C25 C24 -16.8(4) . . . . ?
C27 C26 C25 N6 63.3(5) . . . . ?
C31 C26 C25 N6 -115.5(4) . . . . ?
C27 C26 C25 C24 -118.0(4) . . . . ?
C31 C26 C25 C24 63.2(5) . . . . ?
N5 C24 C25 N6 8.5(5) . . . . ?
C23 C24 C25 N6 -170.5(4) . . . . ?
N5 C24 C25 C26 -170.4(3) . . . . ?
C23 C24 C25 C26 10.7(5) . . . . ?
C19 C14 C15 N4 -179.3(3) . . . . ?
C13 C14 C15 N4 2.8(5) . . . . ?
C19 C14 C15 C16 0.5(4) . . . . ?
C13 C14 C15 C16 -177.3(3) . . . . ?
C15 C14 C19 C18 1.2(5) . . . . ?
C13 C14 C19 C18 179.2(3) . . . . ?
N5 C24 C23 C22 -1.9(6) . . . . ?
C25 C24 C23 C22 176.9(4) . . . . ?
O2 C32 C33 C34 166.9(4) . . . . ?
N7 C32 C33 C34 -11.6(6) . . . . ?
O2 C32 C33 C38 -11.4(6) . . . . ?
N7 C32 C33 C38 170.0(4) . . . . ?
N4 C15 C16 C17 178.1(3) . . . . ?
C14 C15 C16 C17 -1.7(5) . . . . ?
C38 C33 C34 N8 178.1(4) . . . . ?
C32 C33 C34 N8 -0.2(6) . . . . ?
C38 C33 C34 C35 0.1(6) . . . . ?
C32 C33 C34 C35 -178.3(4) . . . . ?
N6 Cu1 N1 C1 -7.2(4) . . . . ?
N2 Cu1 N1 C1 177.0(4) . . . . ?
O2 Cu1 N1 C1 71.0(4) . . . . ?
N5 Cu1 N1 C1 -85.8(4) . . . . ?
O1 Cu1 N1 C1 175.2(3) . . . . ?
N6 Cu1 N1 C5 166.9(2) . . . . ?
N2 Cu1 N1 C5 -8.9(2) . . . . ?
O2 Cu1 N1 C5 -114.9(2) . . . . ?
N5 Cu1 N1 C5 88.3(2) . . . . ?
O1 Cu1 N1 C5 -10.7(4) . . . . ?
N3 N2 C6 C5 176.6(3) . . . . ?
Cu1 N2 C6 C5 -9.4(4) . . . . ?
N3 N2 C6 C7 -3.5(5) . . . . ?
Cu1 N2 C6 C7 170.4(2) . . . . ?
C15 C16 C17 C18 1.1(6) . . . . ?
C31 C26 C27 C28 -1.5(6) . . . . ?
C25 C26 C27 C28 179.7(3) . . . . ?
C1 N1 C5 C4 0.6(6) . . . . ?
Cu1 N1 C5 C4 -174.2(3) . . . . ?
C1 N1 C5 C6 -178.1(3) . . . . ?
Cu1 N1 C5 C6 7.1(4) . . . . ?
N2 C6 C5 N1 0.5(4) . . . . ?
C7 C6 C5 N1 -179.4(3) . . . . ?
N2 C6 C5 C4 -178.2(4) . . . . ?
C7 C6 C5 C4 1.9(5) . . . . ?
N2 C6 C7 C8 72.2(5) . . . . ?
C5 C6 C7 C8 -107.9(4) . . . . ?
N2 C6 C7 C12 -107.9(5) . . . . ?
C5 C6 C7 C12 71.9(5) . . . . ?
C27 C26 C31 C30 0.7(6) . . . . ?
C25 C26 C31 C30 179.5(4) . . . . ?
C20 C21 C22 C23 0.2(8) . . . . ?
C24 C23 C22 C21 0.4(7) . . . . ?
C5 N1 C1 C2 -1.0(7) . . . . ?
Cu1 N1 C1 C2 172.7(4) . . . . ?
C14 C19 C18 C17 -1.8(5) . . . . ?
C16 C17 C18 C19 0.7(6) . . . . ?
C36 C37 C38 C33 -0.1(10) . . . . ?
C34 C33 C38 C37 0.5(8) . . . . ?
C32 C33 C38 C37 179.0(5) . . . . ?
N1 C5 C4 C3 0.2(6) . . . . ?
C6 C5 C4 C3 178.8(4) . . . . ?
C30 C29 C28 C27 -0.9(7) . . . . ?
C26 C27 C28 C29 1.6(6) . . . . ?
C24 N5 C20 C21 -2.0(7) . . . . ?
Cu1 N5 C20 C21 179.4(4) . . . . ?
C22 C21 C20 N5 0.6(8) . . . . ?
C28 C29 C30 C31 0.0(7) . . . . ?
C26 C31 C30 C29 0.0(7) . . . . ?
N8 C34 C35 C36 -179.3(4) . . . . ?
C33 C34 C35 C36 -1.2(7) . . . . ?
N1 C1 C2 C3 0.6(8) . . . . ?
C1 C2 C3 C4 0.3(8) . . . . ?
C5 C4 C3 C2 -0.7(7) . . . . ?
C38 C37 C36 C35 -1.1(10) . . . . ?
C34 C35 C36 C37 1.7(9) . . . . ?
C8 C7 C12 C11 0.0(8) . . . . ?
C6 C7 C12 C11 -179.8(5) . . . . ?
C12 C7 C8 C9 -0.1(7) . . . . ?
C6 C7 C8 C9 179.7(4) . . . . ?
C10 C9 C8 C7 -0.4(8) . . . . ?
C8 C9 C10 C11 1.0(9) . . . . ?
C9 C10 C11 C12 -1.1(11) . . . . ?
C7 C12 C11 C10 0.6(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.855
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.369
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.065

