# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_Al-E
_database_code_depnum_ccdc_archive 'CCDC 1043547'
_audit_update_record             
;
2015-01-14 deposited with the CCDC.
2015-02-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H25 Al N2 O2, 2(C7 H8)'
_chemical_formula_sum            'C46 H41 Al N2 O2'
_chemical_formula_weight         680.79

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'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   25.8123(7)
_cell_length_b                   21.5571(4)
_cell_length_c                   14.7290(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.529(3)
_cell_angle_gamma                90.00
_cell_volume                     7332.8(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173
_cell_measurement_reflns_used    11620
_cell_measurement_theta_min      2.9629
_cell_measurement_theta_max      32.6657

_exptl_crystal_description       blocks
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2880
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173
_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  'OD Xcalibur 3'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 15.9825
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            41849
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0293
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         32.74
_reflns_number_total             12412
_reflns_number_gt                9301
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0872P)²+2.9474P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         12412
_refine_ls_number_parameters     487
_refine_ls_number_restraints     250
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.1677
_refine_ls_wR_factor_gt          0.1544
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.106
_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
Al Al 0.328826(15) 0.603411(16) 0.70644(3) 0.01999(9) Uani 1 1 d . . .
N1 N 0.41719(4) 0.56748(5) 0.78708(7) 0.01955(19) Uani 1 1 d . . .
C2 C 0.44195(5) 0.51148(5) 0.80850(8) 0.0209(2) Uani 1 1 d . . .
C3 C 0.50275(5) 0.50499(6) 0.86657(9) 0.0259(2) Uani 1 1 d . . .
H3A H 0.5194 0.4647 0.8820 0.031 Uiso 1 1 calc R . .
C4 C 0.53770(5) 0.55596(6) 0.90055(9) 0.0267(2) Uani 1 1 d . . .
H4A H 0.5785 0.5512 0.9376 0.032 Uiso 1 1 calc R . .
C5 C 0.51277(5) 0.61569(6) 0.88025(9) 0.0228(2) Uani 1 1 d . . .
C6 C 0.54455(6) 0.67148(7) 0.91273(10) 0.0299(3) Uani 1 1 d . . .
H6A H 0.5856 0.6705 0.9494 0.036 Uiso 1 1 calc R . .
C7 C 0.51571(6) 0.72706(7) 0.89088(11) 0.0320(3) Uani 1 1 d . . .
H7A H 0.5373 0.7644 0.9128 0.038 Uiso 1 1 calc R . .
C8 C 0.45492(6) 0.73046(6) 0.83682(10) 0.0276(3) Uani 1 1 d . . .
H8A H 0.4362 0.7697 0.8229 0.033 Uiso 1 1 calc R . .
C9 C 0.42237(5) 0.67685(6) 0.80393(9) 0.0215(2) Uani 1 1 d . . .
O9 O 0.36477(4) 0.67616(4) 0.75473(7) 0.02483(18) Uani 1 1 d . . .
C10 C 0.45178(5) 0.61861(5) 0.82440(8) 0.0194(2) Uani 1 1 d . . .
C11 C 0.40647(5) 0.45470(6) 0.76966(9) 0.0229(2) Uani 1 1 d . . .
C12 C 0.36208(6) 0.45111(6) 0.67085(10) 0.0274(3) Uani 1 1 d . . .
H12A H 0.3535 0.4859 0.6270 0.033 Uiso 1 1 calc R . .
C13 C 0.33039(7) 0.39673(7) 0.63656(12) 0.0348(3) Uani 1 1 d . . .
H13A H 0.3000 0.3948 0.5694 0.042 Uiso 1 1 calc R . .
C14 C 0.34272(8) 0.34531(7) 0.69921(13) 0.0384(3) Uani 1 1 d . . .
H14A H 0.3209 0.3083 0.6753 0.046 Uiso 1 1 calc R . .
C15 C 0.38710(8) 0.34830(7) 0.79700(12) 0.0391(3) Uani 1 1 d . . .
H15A H 0.3958 0.3131 0.8402 0.047 Uiso 1 1 calc R . .
C16 C 0.41887(7) 0.40234(6) 0.83216(11) 0.0305(3) Uani 1 1 d . . .
H16A H 0.4493 0.4039 0.8993 0.037 Uiso 1 1 calc R . .
N21 N 0.25217(4) 0.65438(5) 0.60971(7) 0.01997(19) Uani 1 1 d . . .
C22 C 0.21130(5) 0.68570(5) 0.62246(9) 0.0222(2) Uani 1 1 d . . .
C23 C 0.16744(6) 0.71887(6) 0.54115(10) 0.0280(3) Uani 1 1 d . . .
H23A H 0.1391 0.7412 0.5524 0.034 Uiso 1 1 calc R . .
C24 C 0.16546(6) 0.71903(6) 0.44676(10) 0.0284(3) Uani 1 1 d . . .
H24A H 0.1366 0.7422 0.3932 0.034 Uiso 1 1 calc R . .
C25 C 0.20670(5) 0.68441(6) 0.42979(9) 0.0240(2) Uani 1 1 d . . .
C26 C 0.20770(6) 0.67958(7) 0.33471(10) 0.0293(3) Uani 1 1 d . . .
H26A H 0.1797 0.7008 0.2771 0.035 Uiso 1 1 calc R . .
C27 C 0.24945(6) 0.64393(7) 0.32659(10) 0.0310(3) Uani 1 1 d . . .
H27A H 0.2499 0.6407 0.2626 0.037 Uiso 1 1 calc R . .
C28 C 0.29186(6) 0.61182(6) 0.41080(10) 0.0269(2) Uani 1 1 d . . .
H28A H 0.3202 0.5874 0.4028 0.032 Uiso 1 1 calc R . .
C29 C 0.29212(5) 0.61593(5) 0.50444(9) 0.0213(2) Uani 1 1 d . . .
O29 O 0.33033(4) 0.58682(4) 0.58783(6) 0.02401(18) Uani 1 1 d . . .
C30 C 0.24918(5) 0.65289(5) 0.51428(8) 0.0199(2) Uani 1 1 d . . .
C31 C 0.21038(5) 0.68546(6) 0.72251(9) 0.0238(2) Uani 1 1 d . . .
C32 C 0.26008(6) 0.69736(6) 0.81252(9) 0.0263(2) Uani 1 1 d . . .
H32A H 0.2956 0.7067 0.8107 0.032 Uiso 1 1 calc R . .
C33 C 0.25758(7) 0.69551(7) 0.90494(10) 0.0314(3) Uani 1 1 d . . .
H33A H 0.2914 0.7038 0.9660 0.038 Uiso 1 1 calc R . .
C34 C 0.20612(7) 0.68158(7) 0.90849(11) 0.0338(3) Uani 1 1 d . . .
H34A H 0.2049 0.6795 0.9720 0.041 Uiso 1 1 calc R . .
C35 C 0.15645(7) 0.67067(7) 0.81959(12) 0.0362(3) Uani 1 1 d . . .
H35A H 0.1211 0.6616 0.8219 0.043 Uiso 1 1 calc R . .
C36 C 0.15839(6) 0.67306(7) 0.72681(11) 0.0311(3) Uani 1 1 d . . .
H36A H 0.1241 0.6662 0.6658 0.037 Uiso 1 1 calc R . .
C40 C 0.29753(6) 0.55132(6) 0.78070(10) 0.0255(2) Uani 1 1 d . . .
H40A H 0.2582 0.5663 0.7653 0.031 Uiso 1 1 calc R . .
H40B H 0.2938 0.5082 0.7553 0.031 Uiso 1 1 calc R . .
C41 C 0.33446(8) 0.55071(8) 0.89701(11) 0.0385(3) Uani 1 1 d . . .
H41A H 0.3161 0.5238 0.9279 0.058 Uiso 1 1 calc R . .
H41B H 0.3374 0.5930 0.9235 0.058 Uiso 1 1 calc R . .
H41C H 0.3733 0.5350 0.9135 0.058 Uiso 1 1 calc R . .
C50 C 0.05543(13) 0.80262(13) 0.9285(2) 0.0799(7) Uani 1 1 d . . .
H50A H 0.0933 0.8155 0.9351 0.120 Uiso 1 1 calc R . .
H50B H 0.0485 0.8221 0.9822 0.120 Uiso 1 1 calc R . .
H50C H 0.0252 0.8154 0.8621 0.120 Uiso 1 1 calc R . .
C51 C 0.05433(9) 0.73385(12) 0.93797(16) 0.0600(5) Uani 1 1 d . . .
C52 C 0.10057(10) 0.70190(14) 1.01415(17) 0.0675(6) Uani 1 1 d . . .
H52A H 0.1331 0.7246 1.0609 0.081 Uiso 1 1 calc R . .
C53 C 0.09987(13) 0.63947(16) 1.0227(2) 0.0817(8) Uani 1 1 d . . .
H53A H 0.1316 0.6189 1.0754 0.098 Uiso 1 1 calc R . .
C54 C 0.05308(17) 0.60550(16) 0.9548(3) 0.1024(11) Uani 1 1 d . . .
H54A H 0.0529 0.5615 0.9594 0.123 Uiso 1 1 calc R . .
C55 C 0.00752(14) 0.63574(16) 0.8819(3) 0.1051(12) Uani 1 1 d . . .
H55A H -0.0252 0.6128 0.8362 0.126 Uiso 1 1 calc R . .
C56 C 0.00798(11) 0.69894(14) 0.8731(2) 0.0772(7) Uani 1 1 d . . .
H56A H -0.0244 0.7191 0.8212 0.093 Uiso 1 1 calc R . .
C60 C 0.1315(5) 0.5117(4) 0.2516(6) 0.147(3) Uani 0.528(3) 1 d PDU A 1
H60A H 0.1683 0.4959 0.2563 0.220 Uiso 0.528(3) 1 calc PR A 1
H60B H 0.1220 0.5510 0.2145 0.220 Uiso 0.528(3) 1 calc PR A 1
H60C H 0.1007 0.4815 0.2157 0.220 Uiso 0.528(3) 1 calc PR A 1
C61 C 0.1369(2) 0.5214(2) 0.3530(3) 0.097(2) Uani 0.528(3) 1 d PGDU A 1
C62 C 0.1837(2) 0.4950(2) 0.4345(4) 0.0889(18) Uani 0.528(3) 1 d PGDU A 1
H62A H 0.2119 0.4722 0.4233 0.107 Uiso 0.528(3) 1 calc PR A 1
C63 C 0.1894(2) 0.5019(2) 0.5323(3) 0.111(3) Uani 0.528(3) 1 d PGU A 1
H63A H 0.2215 0.4838 0.5880 0.133 Uiso 0.528(3) 1 calc PR A 1
C64 C 0.1483(3) 0.5352(2) 0.5487(4) 0.108(2) Uani 0.528(3) 1 d PGU A 1
H64A H 0.1522 0.5399 0.6156 0.130 Uiso 0.528(3) 1 calc PR A 1
C65 C 0.1014(2) 0.5617(2) 0.4672(5) 0.128(3) Uani 0.528(3) 1 d PGU A 1
H65A H 0.0733 0.5845 0.4784 0.153 Uiso 0.528(3) 1 calc PR A 1
C66 C 0.0957(2) 0.5548(2) 0.3693(4) 0.128(3) Uani 0.528(3) 1 d PGDU A 1
H66A H 0.0637 0.5729 0.3136 0.153 Uiso 0.528(3) 1 calc PR A 1
C60' C 0.1919(6) 0.4927(7) 0.4876(10) 0.103(4) Uiso 0.332(4) 1 d PDU B 2
H60D H 0.2243 0.5045 0.4735 0.154 Uiso 0.332(4) 1 calc PR B 2
H60E H 0.1810 0.4496 0.4667 0.154 Uiso 0.332(4) 1 calc PR B 2
H60F H 0.2037 0.4968 0.5605 0.154 Uiso 0.332(4) 1 calc PR B 2
C61' C 0.1435(3) 0.5326(4) 0.4323(6) 0.091(3) Uiso 0.332(4) 1 d PGDU B 2
C62' C 0.1121(4) 0.5583(4) 0.4789(5) 0.107(4) Uiso 0.332(4) 1 d PGDU B 2
H62B H 0.1232 0.5504 0.5486 0.128 Uiso 0.332(4) 1 calc PR B 2
C63' C 0.0644(4) 0.5957(4) 0.4235(7) 0.109(3) Uiso 0.332(4) 1 d PGU B 2
H63B H 0.0429 0.6133 0.4553 0.131 Uiso 0.332(4) 1 calc PR B 2
C64' C 0.0481(3) 0.6073(4) 0.3215(6) 0.125(4) Uiso 0.332(4) 1 d PGU B 2
H64B H 0.0155 0.6329 0.2836 0.149 Uiso 0.332(4) 1 calc PR B 2
C65' C 0.0795(4) 0.5816(4) 0.2749(5) 0.122(4) Uiso 0.332(4) 1 d PGU B 2
H65B H 0.0684 0.5896 0.2052 0.146 Uiso 0.332(4) 1 calc PR B 2
C66' C 0.1272(4) 0.5442(4) 0.3303(6) 0.120(4) Uiso 0.332(4) 1 d PGDU B 2
H66B H 0.1487 0.5267 0.2985 0.144 Uiso 0.332(4) 1 calc PR B 2
C60" C 0.1774(11) 0.4994(14) 0.368(2) 0.110(6) Uiso 0.140(4) 1 d PDU C 3
H60G H 0.2179 0.5038 0.4189 0.166 Uiso 0.140(4) 1 calc PR C 3
H60H H 0.1713 0.5214 0.3062 0.166 Uiso 0.140(4) 1 calc PR C 3
H60I H 0.1683 0.4553 0.3531 0.166 Uiso 0.140(4) 1 calc PR C 3
C61" C 0.1398(9) 0.5254(12) 0.4083(14) 0.109(5) Uiso 0.140(4) 1 d PGDU C 3
C62" C 0.1516(9) 0.5167(11) 0.5091(13) 0.107(5) Uiso 0.140(4) 1 d PGDU C 3
H62C H 0.1856 0.4952 0.5538 0.129 Uiso 0.140(4) 1 calc PR C 3
C63" C 0.1136(11) 0.5394(11) 0.5446(13) 0.123(6) Uiso 0.140(4) 1 d PGU C 3
H63C H 0.1216 0.5334 0.6135 0.148 Uiso 0.140(4) 1 calc PR C 3
C64" C 0.0638(10) 0.5708(10) 0.4792(18) 0.120(6) Uiso 0.140(4) 1 d PGU C 3
H64C H 0.0378 0.5863 0.5034 0.144 Uiso 0.140(4) 1 calc PR C 3
C65" C 0.0520(9) 0.5795(11) 0.3783(16) 0.126(6) Uiso 0.140(4) 1 d PGU C 3
H65C H 0.0180 0.6010 0.3336 0.152 Uiso 0.140(4) 1 calc PR C 3
C66" C 0.0900(10) 0.5569(12) 0.3428(13) 0.133(6) Uiso 0.140(4) 1 d PGDU C 3
H66C H 0.0820 0.5628 0.2739 0.159 Uiso 0.140(4) 1 calc PR C 3


_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
Al O9 1.7989(9) . ?
Al O29 1.8007(10) . ?
Al C40 1.9746(13) . ?
Al N21 2.1527(10) . ?
Al N1 2.1892(10) . ?
N1 C2 1.3360(15) . ?
N1 C10 1.3697(15) . ?
C2 C3 1.4195(17) . ?
C2 C11 1.4820(17) . ?
C3 C4 1.3668(19) . ?
C4 C5 1.4106(18) . ?
C5 C6 1.4134(18) . ?
C5 C10 1.4149(16) . ?
C6 C7 1.371(2) . ?
C7 C8 1.4091(19) . ?
C8 C9 1.3829(17) . ?
C9 O9 1.3317(14) . ?
C9 C10 1.4281(16) . ?
C11 C12 1.3955(17) . ?
C11 C16 1.4003(18) . ?
C12 C13 1.3889(19) . ?
C13 C14 1.385(2) . ?
C14 C15 1.385(2) . ?
C15 C16 1.385(2) . ?
N21 C22 1.3344(15) . ?
N21 C30 1.3732(15) . ?
C22 C23 1.4199(16) . ?
C22 C31 1.4845(17) . ?
C23 C24 1.3682(19) . ?
C24 C25 1.4109(18) . ?
C25 C30 1.4119(15) . ?
C25 C26 1.4161(18) . ?
C26 C27 1.372(2) . ?
C27 C28 1.4152(18) . ?
C28 C29 1.3792(17) . ?
C29 O29 1.3391(14) . ?
C29 C30 1.4239(16) . ?
C31 C32 1.3964(17) . ?
C31 C36 1.3972(19) . ?
C32 C33 1.3919(18) . ?
C33 C34 1.385(2) . ?
C34 C35 1.384(2) . ?
C35 C36 1.391(2) . ?
C40 C41 1.544(2) . ?
C50 C51 1.490(4) . ?
C51 C56 1.375(3) . ?
C51 C52 1.401(3) . ?
C52 C53 1.352(4) . ?
C53 C54 1.384(5) . ?
C54 C55 1.354(5) . ?
C55 C56 1.369(4) . ?
C60 C61 1.452(8) . ?
C61 C62 1.3900 . ?
C61 C66 1.3900 . ?
C62 C63 1.3900 . ?
C63 C64 1.3900 . ?
C64 C65 1.3900 . ?
C65 C66 1.3900 . ?
C60' C61' 1.435(11) . ?
C61' C62' 1.3900 . ?
C61' C66' 1.3900 . ?
C62' C63' 1.3900 . ?
C63' C64' 1.3900 . ?
C64' C65' 1.3900 . ?
C65' C66' 1.3900 . ?
C60" C61" 1.452(13) . ?
C61" C62" 1.3900 . ?
C61" C66" 1.3900 . ?
C62" C63" 1.3900 . ?
C63" C64" 1.3900 . ?
C64" C65" 1.3900 . ?
C65" C66" 1.3900 . ?

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
O9 Al O29 109.02(5) . . ?
O9 Al C40 122.89(5) . . ?
O29 Al C40 128.02(5) . . ?
O9 Al N21 88.62(4) . . ?
O29 Al N21 82.59(4) . . ?
C40 Al N21 100.04(5) . . ?
O9 Al N1 82.28(4) . . ?
O29 Al N1 89.27(4) . . ?
C40 Al N1 94.77(5) . . ?
N21 Al N1 165.14(4) . . ?
C2 N1 C10 118.35(10) . . ?
C2 N1 Al 136.09(8) . . ?
C10 N1 Al 105.52(7) . . ?
N1 C2 C3 121.00(11) . . ?
N1 C2 C11 120.47(10) . . ?
C3 C2 C11 118.52(11) . . ?
C4 C3 C2 120.85(11) . . ?
C3 C4 C5 119.48(11) . . ?
C4 C5 C6 124.34(11) . . ?
C4 C5 C10 116.59(11) . . ?
C6 C5 C10 119.06(12) . . ?
C7 C6 C5 119.47(12) . . ?
C6 C7 C8 121.94(12) . . ?
C9 C8 C7 120.24(12) . . ?
O9 C9 C8 123.79(11) . . ?
O9 C9 C10 117.65(10) . . ?
C8 C9 C10 118.56(11) . . ?
C9 O9 Al 118.57(8) . . ?
N1 C10 C5 123.66(11) . . ?
N1 C10 C9 115.65(10) . . ?
C5 C10 C9 120.69(10) . . ?
C12 C11 C16 118.75(12) . . ?
C12 C11 C2 121.76(11) . . ?
C16 C11 C2 119.45(11) . . ?
C13 C12 C11 120.13(12) . . ?
C14 C13 C12 120.69(14) . . ?
C15 C14 C13 119.53(13) . . ?
C14 C15 C16 120.31(13) . . ?
C15 C16 C11 120.59(13) . . ?
C22 N21 C30 117.99(10) . . ?
C22 N21 Al 135.71(8) . . ?
C30 N21 Al 106.28(7) . . ?
N21 C22 C23 121.25(11) . . ?
N21 C22 C31 120.14(10) . . ?
C23 C22 C31 118.60(11) . . ?
C24 C23 C22 120.81(12) . . ?
C23 C24 C25 119.33(11) . . ?
C24 C25 C30 116.67(11) . . ?
C24 C25 C26 124.23(11) . . ?
C30 C25 C26 119.09(11) . . ?
C27 C26 C25 119.31(11) . . ?
C26 C27 C28 121.86(12) . . ?
C29 C28 C27 120.10(12) . . ?
O29 C29 C28 124.03(11) . . ?
O29 C29 C30 117.19(10) . . ?
C28 C29 C30 118.78(10) . . ?
C29 O29 Al 118.06(8) . . ?
N21 C30 C25 123.87(11) . . ?
N21 C30 C29 115.26(10) . . ?
C25 C30 C29 120.86(11) . . ?
C32 C31 C36 119.07(12) . . ?
C32 C31 C22 121.77(12) . . ?
C36 C31 C22 119.16(11) . . ?
C33 C32 C31 119.93(13) . . ?
C34 C33 C32 120.48(13) . . ?
C35 C34 C33 119.99(13) . . ?
C34 C35 C36 119.93(14) . . ?
C35 C36 C31 120.56(13) . . ?
C41 C40 Al 114.63(10) . . ?
C56 C51 C52 116.9(3) . . ?
C56 C51 C50 121.8(2) . . ?
C52 C51 C50 121.3(2) . . ?
C53 C52 C51 121.5(2) . . ?
C52 C53 C54 120.2(3) . . ?
C55 C54 C53 119.1(3) . . ?
C54 C55 C56 120.8(3) . . ?
C55 C56 C51 121.4(3) . . ?
C62 C61 C66 120.0 . . ?
C62 C61 C60 118.4(5) . . ?
C66 C61 C60 121.6(5) . . ?
C63 C62 C61 120.0 . . ?
C62 C63 C64 120.0 . . ?
C65 C64 C63 120.0 . . ?
C64 C65 C66 120.0 . . ?
C65 C66 C61 120.0 . . ?
C62' C61' C66' 120.0 . . ?
C62' C61' C60' 120.8(6) . . ?
C66' C61' C60' 119.2(6) . . ?
C63' C62' C61' 120.0 . . ?
C64' C63' C62' 120.0 . . ?
C65' C64' C63' 120.0 . . ?
C64' C65' C66' 120.0 . . ?
C65' C66' C61' 120.0 . . ?
C62" C61" C66" 120.0 . . ?
C62" C61" C60" 120.9(8) . . ?
C66" C61" C60" 119.1(8) . . ?
C61" C62" C63" 120.0 . . ?
C64" C63" C62" 120.0 . . ?
C63" C64" C65" 120.0 . . ?
C64" C65" C66" 120.0 . . ?
C65" C66" C61" 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.915
_diffrn_reflns_theta_full        31.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.684
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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-A
_database_code_depnum_ccdc_archive 'CCDC 1043548'
_audit_update_record             
;
2015-01-14 deposited with the CCDC.
2015-02-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H22 Cl4 N2 O2 Zn2'
_chemical_formula_sum            'C24 H22 Cl4 N2 O2 Zn2'
_chemical_formula_weight         642.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   7.72046(6)
_cell_length_b                   15.77008(11)
_cell_length_c                   20.25661(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2466.29(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173
_cell_measurement_reflns_used    11512
_cell_measurement_theta_min      2.1793
_cell_measurement_theta_max      72.3816

_exptl_crystal_description       tablets
_exptl_crystal_colour            'Pale yellow'
_exptl_crystal_size_max          0.3364
_exptl_crystal_size_mid          0.2102
_exptl_crystal_size_min          0.0432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1296
_exptl_absorpt_coefficient_mu    6.595
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.293
_exptl_absorpt_correction_T_max  0.756
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) 
(compiled Jan 20 2011,15:58:25) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OD Xcalibur PX Ultra'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 8.2556
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18553
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0132
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.37
_diffrn_reflns_theta_max         72.53
_reflns_number_total             2429
_reflns_number_gt                2214
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0442P)²+1.2909P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2429
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0273
_refine_ls_wR_factor_ref         0.0787
_refine_ls_wR_factor_gt          0.0764
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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
Zn1 Zn 0.68268(4) 0.524817(16) 0.474838(13) 0.03095(11) Uani 1 1 d . . .
N1 N 0.6923(2) 0.63626(11) 0.53025(8) 0.0307(4) Uani 1 1 d . . .
C2 C 0.7493(3) 0.71214(13) 0.51243(11) 0.0350(4) Uani 1 1 d . . .
C3 C 0.7846(3) 0.77532(13) 0.56019(12) 0.0410(5) Uani 1 1 d . . .
H3A H 0.8260 0.8293 0.5466 0.049 Uiso 1 1 calc R . .
C4 C 0.7594(3) 0.75896(14) 0.62552(12) 0.0411(5) Uani 1 1 d . . .
H4A H 0.7850 0.8012 0.6575 0.049 Uiso 1 1 calc R . .
C5 C 0.6952(3) 0.67931(13) 0.64584(11) 0.0337(4) Uani 1 1 d . . .
C6 C 0.6593(3) 0.65559(14) 0.71190(11) 0.0374(5) Uani 1 1 d . . .
Cl6 Cl 0.70187(10) 0.72678(4) 0.77542(3) 0.05336(18) Uani 1 1 d . . .
C7 C 0.5904(3) 0.57867(14) 0.72668(10) 0.0377(5) Uani 1 1 d . . .
H7A H 0.5654 0.5643 0.7712 0.045 Uiso 1 1 calc R . .
C8 C 0.5562(3) 0.52027(12) 0.67580(10) 0.0331(4) Uani 1 1 d . . .
Cl8 Cl 0.46414(8) 0.42351(3) 0.69673(2) 0.04229(15) Uani 1 1 d . . .
C9 C 0.5934(3) 0.53684(12) 0.61036(10) 0.0295(4) Uani 1 1 d . . .
C10 C 0.6621(3) 0.61895(12) 0.59599(9) 0.0297(4) Uani 1 1 d . . .
C11 C 0.7737(3) 0.72961(14) 0.44033(11) 0.0444(5) Uani 1 1 d . . .
H11A H 0.8972 0.7267 0.4294 0.067 Uiso 1 1 calc R . .
H11B H 0.7294 0.7863 0.4299 0.067 Uiso 1 1 calc R . .
H11C H 0.7103 0.6872 0.4145 0.067 Uiso 1 1 calc R . .
O12 O 0.5684(2) 0.48182(8) 0.56146(6) 0.0295(3) Uani 1 1 d . . .
C13 C 0.8675(3) 0.47177(14) 0.42073(11) 0.0378(5) Uani 1 1 d . . .
H13A H 0.9389 0.4351 0.4496 0.045 Uiso 1 1 calc R . .
H13B H 0.8128 0.4351 0.3870 0.045 Uiso 1 1 calc R . .
C14 C 0.9861(3) 0.53506(18) 0.38606(12) 0.0488(6) Uani 1 1 d . . .
H14A H 1.0733 0.5043 0.3603 0.073 Uiso 1 1 calc R . .
H14B H 1.0439 0.5706 0.4191 0.073 Uiso 1 1 calc R . .
H14C H 0.9173 0.5709 0.3565 0.073 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C13 1.984(2) . ?
Zn1 O12 2.0761(15) 5_666 ?
Zn1 O12 2.0776(14) . ?
Zn1 N1 2.0866(17) . ?
Zn1 Zn1 3.0998(6) 5_666 ?
N1 C2 1.325(3) . ?
N1 C10 1.379(3) . ?
C2 C3 1.415(3) . ?
C2 C11 1.498(3) . ?
C3 C4 1.362(3) . ?
C4 C5 1.411(3) . ?
C5 C10 1.411(3) . ?
C5 C6 1.417(3) . ?
C6 C7 1.358(3) . ?
C6 Cl6 1.739(2) . ?
C7 C8 1.407(3) . ?
C8 C9 1.381(3) . ?
C8 Cl8 1.736(2) . ?
C9 O12 1.331(2) . ?
C9 C10 1.429(3) . ?
O12 Zn1 2.0761(15) 5_666 ?
C13 C14 1.526(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 Zn1 O12 117.05(8) . 5_666 ?
C13 Zn1 O12 129.36(8) . . ?
O12 Zn1 O12 83.46(6) 5_666 . ?
C13 Zn1 N1 128.80(8) . . ?
O12 Zn1 N1 105.43(6) 5_666 . ?
O12 Zn1 N1 80.54(6) . . ?
C13 Zn1 Zn1 136.86(7) . 5_666 ?
O12 Zn1 Zn1 41.75(4) 5_666 5_666 ?
O12 Zn1 Zn1 41.71(4) . 5_666 ?
N1 Zn1 Zn1 93.90(5) . 5_666 ?
C2 N1 C10 119.85(18) . . ?
C2 N1 Zn1 128.75(14) . . ?
C10 N1 Zn1 110.29(13) . . ?
N1 C2 C3 120.90(19) . . ?
N1 C2 C11 118.25(19) . . ?
C3 C2 C11 120.85(19) . . ?
C4 C3 C2 120.2(2) . . ?
C3 C4 C5 120.1(2) . . ?
C10 C5 C4 117.1(2) . . ?
C10 C5 C6 117.54(19) . . ?
C4 C5 C6 125.38(19) . . ?
C7 C6 C5 121.38(19) . . ?
C7 C6 Cl6 119.18(17) . . ?
C5 C6 Cl6 119.43(17) . . ?
C6 C7 C8 119.8(2) . . ?
C9 C8 C7 122.68(19) . . ?
C9 C8 Cl8 119.06(16) . . ?
C7 C8 Cl8 118.25(17) . . ?
O12 C9 C8 124.12(18) . . ?
O12 C9 C10 119.52(17) . . ?
C8 C9 C10 116.36(17) . . ?
N1 C10 C5 121.80(19) . . ?
N1 C10 C9 116.01(17) . . ?
C5 C10 C9 122.18(18) . . ?
C9 O12 Zn1 115.56(13) . 5_666 ?
C9 O12 Zn1 110.76(12) . . ?
Zn1 O12 Zn1 96.54(6) 5_666 . ?
C14 C13 Zn1 114.21(16) . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        72.53
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.058
####################################################################### 
# 
# 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-D
_database_code_depnum_ccdc_archive 'CCDC 1043549'
_audit_update_record             
;
2015-01-14 deposited with the CCDC.
2015-02-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H39 N3 O3 Zn3, C7 H8'
_chemical_formula_sum            'C43 H47 N3 O3 Zn3'
_chemical_formula_weight         849.94

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.8656(5)
_cell_length_b                   12.3476(6)
_cell_length_c                   14.4868(7)
_cell_angle_alpha                80.956(4)
_cell_angle_beta                 69.131(4)
_cell_angle_gamma                78.832(4)
_cell_volume                     1936.67(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    173
_cell_measurement_reflns_used    3539
_cell_measurement_theta_min      2.5370
_cell_measurement_theta_max      27.7840

_exptl_crystal_description       blocks
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.27
_exptl_absorpt_coefficient_mu    1.886
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.527
_exptl_absorpt_correction_T_max  0.712
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET)
(compiled Mar 28 2014,12:25:20)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            11176
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_av_R_equivalents  0.0181
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.691
_diffrn_reflns_theta_max         28.313
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.790
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.790
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.790
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             7619
_reflns_number_gt                6378
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0251P)²+1.0873P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7619
_refine_ls_number_parameters     477
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0738
_refine_ls_wR_factor_gt          0.0681
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.002
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.71695(3) 0.30719(2) 0.15947(2) 0.02180(8) Uani 1 1 d . . . . .
Zn2 Zn 0.45122(3) 0.20128(2) 0.31426(2) 0.02214(8) Uani 1 1 d . . . . .
Zn3 Zn 0.69624(3) 0.02029(2) 0.22281(2) 0.02318(9) Uani 1 1 d . . . . .
N1 N 0.67956(17) 0.36015(17) 0.02821(14) 0.0203(4) Uani 1 1 d . . . . .
C2 C 0.6743(2) 0.4607(2) -0.01949(19) 0.0247(6) Uani 1 1 d . . . . .
C3 C 0.6405(2) 0.4817(2) -0.1052(2) 0.0315(7) Uani 1 1 d . . . . .
H3A H 0.6351 0.5547 -0.1375 0.038 Uiso 1 1 calc R U . . .
C4 C 0.6155(2) 0.3980(2) -0.1416(2) 0.0335(7) Uani 1 1 d . . . . .
H4A H 0.5930 0.4126 -0.1995 0.040 Uiso 1 1 calc R U . . .
C5 C 0.6228(2) 0.2892(2) -0.09406(19) 0.0267(6) Uani 1 1 d . . . . .
C6 C 0.6013(3) 0.1973(3) -0.1280(2) 0.0372(7) Uani 1 1 d . . . . .
H6A H 0.5788 0.2063 -0.1857 0.045 Uiso 1 1 calc R U . . .
C7 C 0.6130(3) 0.0946(3) -0.0773(2) 0.0362(7) Uani 1 1 d . . . . .
H7A H 0.5989 0.0326 -0.1008 0.043 Uiso 1 1 calc R U . . .
C8 C 0.6453(2) 0.0791(2) 0.0088(2) 0.0284(6) Uani 1 1 d . . . . .
H8A H 0.6533 0.0068 0.0420 0.034 Uiso 1 1 calc R U . . .
C9 C 0.6656(2) 0.1666(2) 0.04550(18) 0.0215(5) Uani 1 1 d . . . . .
O9 O 0.69590(15) 0.15775(13) 0.12765(12) 0.0228(4) Uani 1 1 d . . . . .
C10 C 0.6554(2) 0.2740(2) -0.00747(18) 0.0215(5) Uani 1 1 d . . . . .
C11 C 0.7071(2) 0.5517(2) 0.0186(2) 0.0316(7) Uani 1 1 d . . . . .
H11A H 0.6325 0.5963 0.0578 0.047 Uiso 1 1 calc R U . . .
H11B H 0.7536 0.5989 -0.0374 0.047 Uiso 1 1 calc R U . . .
H11C H 0.7567 0.5195 0.0605 0.047 Uiso 1 1 calc R U . . .
C12 C 0.8623(2) 0.3376(2) 0.1816(2) 0.0317(6) Uani 1 1 d . . . . .
H12A H 0.8464 0.4141 0.2007 0.038 Uiso 1 1 calc R U . . .
H12B H 0.8758 0.2861 0.2377 0.038 Uiso 1 1 calc R U . . .
C13 C 0.9777(3) 0.3251(3) 0.0910(3) 0.0554(10) Uani 1 1 d . . . . .
H13A H 0.9700 0.3837 0.0385 0.083 Uiso 1 1 calc R U . . .
H13B H 0.9891 0.2525 0.0671 0.083 Uiso 1 1 calc R U . . .
H13C H 1.0481 0.3312 0.1092 0.083 Uiso 1 1 calc R U . . .
N21 N 0.36198(17) 0.30099(16) 0.43031(15) 0.0197(4) Uani 1 1 d . . . . .
C22 C 0.2700(2) 0.2835(2) 0.51284(19) 0.0244(6) Uani 1 1 d . . . . .
C23 C 0.2165(2) 0.3638(2) 0.5807(2) 0.0281(6) Uani 1 1 d . . . . .
H23A H 0.1518 0.3487 0.6403 0.034 Uiso 1 1 calc R U . . .
C24 C 0.2574(2) 0.4631(2) 0.5612(2) 0.0277(6) Uani 1 1 d . . . . .
H24A H 0.2205 0.5175 0.6069 0.033 Uiso 1 1 calc R U . . .
C25 C 0.3541(2) 0.4860(2) 0.47336(18) 0.0217(5) Uani 1 1 d . . . . .
C26 C 0.4029(2) 0.5861(2) 0.4475(2) 0.0282(6) Uani 1 1 d . . . . .
H26A H 0.3676 0.6455 0.4883 0.034 Uiso 1 1 calc R U . . .
C27 C 0.5006(2) 0.5972(2) 0.3640(2) 0.0270(6) Uani 1 1 d . . . . .
H27A H 0.5341 0.6645 0.3476 0.032 Uiso 1 1 calc R U . . .
C28 C 0.5539(2) 0.5120(2) 0.30098(19) 0.0246(6) Uani 1 1 d . . . . .
H28A H 0.6236 0.5220 0.2440 0.030 Uiso 1 1 calc R U . . .
C29 C 0.5065(2) 0.4139(2) 0.32069(18) 0.0200(5) Uani 1 1 d . . . . .
O29 O 0.54816(15) 0.33153(14) 0.26163(12) 0.0238(4) Uani 1 1 d . . . . .
C30 C 0.4055(2) 0.40050(19) 0.40970(17) 0.0192(5) Uani 1 1 d . . . . .
C31 C 0.2247(3) 0.1739(2) 0.5327(2) 0.0378(7) Uani 1 1 d . . . . .
H31A H 0.1492 0.1831 0.5174 0.057 Uiso 1 1 calc R U . . .
H31B H 0.2088 0.1465 0.6028 0.057 Uiso 1 1 calc R U . . .
H31C H 0.2865 0.1204 0.4911 0.057 Uiso 1 1 calc R U . . .
C32 C 0.3701(2) 0.1305(2) 0.2469(2) 0.0291(6) Uani 1 1 d . . . . .
H32A H 0.4255 0.0633 0.2200 0.035 Uiso 1 1 calc R U . . .
H32B H 0.2961 0.1056 0.2977 0.035 Uiso 1 1 calc R U . . .
C33 C 0.3326(3) 0.1996(2) 0.1630(2) 0.0338(7) Uani 1 1 d . . . . .
H33A H 0.4050 0.2227 0.1104 0.051 Uiso 1 1 calc R U . . .
H33B H 0.2752 0.2654 0.1884 0.051 Uiso 1 1 calc R U . . .
H33C H 0.2934 0.1553 0.1362 0.051 Uiso 1 1 calc R U . . .
N41 N 0.83102(18) 0.05445(17) 0.27165(15) 0.0237(5) Uani 1 1 d . . . . .
C42 C 0.9509(2) 0.0370(2) 0.2295(2) 0.0320(7) Uani 1 1 d . . . . .
C43 C 1.0276(3) 0.0504(3) 0.2810(3) 0.0423(8) Uani 1 1 d . . . . .
H43A H 1.1135 0.0398 0.2491 0.051 Uiso 1 1 calc R U . . .
C44 C 0.9794(3) 0.0783(2) 0.3756(3) 0.0409(8) Uani 1 1 d . . . . .
H44A H 1.0318 0.0865 0.4098 0.049 Uiso 1 1 calc R U . . .
C45 C 0.8510(3) 0.0953(2) 0.4238(2) 0.0305(6) Uani 1 1 d . . . . .
C46 C 0.7916(3) 0.1173(2) 0.5239(2) 0.0403(8) Uani 1 1 d . . . . .
H46A H 0.8377 0.1243 0.5638 0.048 Uiso 1 1 calc R U . . .
C47 C 0.6684(3) 0.1283(2) 0.5625(2) 0.0404(8) Uani 1 1 d . . . . .
H47A H 0.6293 0.1405 0.6306 0.048 Uiso 1 1 calc R U . . .
C48 C 0.5968(3) 0.1223(2) 0.5051(2) 0.0311(6) Uani 1 1 d . . . . .
H48A H 0.5105 0.1320 0.5345 0.037 Uiso 1 1 calc R U . . .
C49 C 0.6495(2) 0.10263(19) 0.40691(18) 0.0222(5) Uani 1 1 d . . . . .
O49 O 0.58674(15) 0.09278(14) 0.34934(12) 0.0233(4) Uani 1 1 d . . . . .
C50 C 0.7798(2) 0.08547(19) 0.36641(18) 0.0228(5) Uani 1 1 d . . . . .
C51 C 1.0006(3) 0.0019(3) 0.1263(2) 0.0470(9) Uani 1 1 d . . . . .
H51A H 0.9717 -0.0672 0.1259 0.070 Uiso 1 1 calc R U . . .
H51B H 1.0900 -0.0102 0.1041 0.070 Uiso 1 1 calc R U . . .
H51C H 0.9728 0.0599 0.0814 0.070 Uiso 1 1 calc R U . . .
C52 C 0.6701(3) -0.1313(2) 0.2158(2) 0.0378(7) Uani 1 1 d . . . . .
H52A H 0.6593 -0.1718 0.2823 0.045 Uiso 1 1 calc R U . . .
H52B H 0.5915 -0.1243 0.2043 0.045 Uiso 1 1 calc R U . . .
C53 C 0.7628(4) -0.2046(3) 0.1411(3) 0.0718(12) Uani 1 1 d . . . . .
H53A H 0.7738 -0.1683 0.0739 0.108 Uiso 1 1 calc R U . . .
H53B H 0.7342 -0.2757 0.1478 0.108 Uiso 1 1 calc R U . . .
H53C H 0.8408 -0.2176 0.1531 0.108 Uiso 1 1 calc R U . . .
C60 C 0.9424(3) 0.6348(3) 0.6536(3) 0.0532(9) Uani 1 1 d . . . . .
H60A H 0.9653 0.6645 0.7023 0.080 Uiso 1 1 calc R U . . .
H60B H 0.8655 0.6773 0.6491 0.080 Uiso 1 1 calc R U . . .
H60C H 1.0065 0.6406 0.5886 0.080 Uiso 1 1 calc R U . . .
C61 C 0.9272(2) 0.5152(2) 0.6857(2) 0.0335(7) Uani 1 1 d . . . . .
C62 C 0.9486(2) 0.4615(3) 0.7710(2) 0.0374(7) Uani 1 1 d . . . . .
H62A H 0.9716 0.5012 0.8109 0.045 Uiso 1 1 calc R U . . .
C63 C 0.9367(3) 0.3509(3) 0.7982(2) 0.0452(8) Uani 1 1 d . . . . .
H63A H 0.9516 0.3150 0.8566 0.054 Uiso 1 1 calc R U . . .
C64 C 0.9033(3) 0.2926(3) 0.7413(3) 0.0536(10) Uani 1 1 d . . . . .
H64A H 0.8953 0.2164 0.7600 0.064 Uiso 1 1 calc R U . . .
C65 C 0.8816(3) 0.3447(3) 0.6576(3) 0.0517(9) Uani 1 1 d . . . . .
H65A H 0.8586 0.3046 0.6180 0.062 Uiso 1 1 calc R U . . .
C66 C 0.8930(3) 0.4549(3) 0.6301(2) 0.0412(8) Uani 1 1 d . . . . .
H66A H 0.8770 0.4901 0.5719 0.049 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C12 1.975(3) . ?
Zn1 O29 2.0215(16) . ?
Zn1 O9 2.0514(17) . ?
Zn1 N1 2.083(2) . ?
Zn2 C32 1.977(3) . ?
Zn2 O49 2.0427(17) . ?
Zn2 O29 2.0487(16) . ?
Zn2 N21 2.083(2) . ?
Zn3 C52 1.979(3) . ?
Zn3 O9 2.0116(17) . ?
Zn3 O49 2.0537(16) . ?
Zn3 N41 2.097(2) . ?
N1 C2 1.325(3) . ?
N1 C10 1.371(3) . ?
C2 C3 1.408(4) . ?
C2 C11 1.495(4) . ?
C3 C4 1.355(4) . ?
C4 C5 1.411(4) . ?
C5 C6 1.403(4) . ?
C5 C10 1.415(4) . ?
C6 C7 1.371(4) . ?
C7 C8 1.405(4) . ?
C8 C9 1.371(3) . ?
C9 O9 1.344(3) . ?
C9 C10 1.431(3) . ?
C12 C13 1.524(4) . ?
N21 C22 1.322(3) . ?
N21 C30 1.374(3) . ?
C22 C23 1.405(4) . ?
C22 C31 1.501(4) . ?
C23 C24 1.356(4) . ?
C24 C25 1.410(4) . ?
C25 C26 1.407(4) . ?
C25 C30 1.412(3) . ?
C26 C27 1.356(4) . ?
C27 C28 1.404(4) . ?
C28 C29 1.380(3) . ?
C29 O29 1.338(3) . ?
C29 C30 1.426(3) . ?
C32 C33 1.522(4) . ?
N41 C42 1.321(3) . ?
N41 C50 1.372(3) . ?
C42 C43 1.411(4) . ?
C42 C51 1.499(4) . ?
C43 C44 1.356(5) . ?
C44 C45 1.419(4) . ?
C45 C46 1.411(4) . ?
C45 C50 1.412(4) . ?
C46 C47 1.354(4) . ?
C47 C48 1.402(4) . ?
C48 C49 1.374(4) . ?
C49 O49 1.332(3) . ?
C49 C50 1.431(3) . ?
C52 C53 1.509(4) . ?
C60 C61 1.502(4) . ?
C61 C66 1.381(4) . ?
C61 C62 1.391(4) . ?
C62 C63 1.380(4) . ?
C63 C64 1.374(5) . ?
C64 C65 1.365(5) . ?
C65 C66 1.374(5) . ?

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
C12 Zn1 O29 122.22(10) . . ?
C12 Zn1 O9 125.24(10) . . ?
O29 Zn1 O9 94.00(7) . . ?
C12 Zn1 N1 123.03(10) . . ?
O29 Zn1 N1 101.28(7) . . ?
O9 Zn1 N1 81.20(7) . . ?
C32 Zn2 O49 111.70(9) . . ?
C32 Zn2 O29 128.93(9) . . ?
O49 Zn2 O29 95.89(7) . . ?
C32 Zn2 N21 125.24(10) . . ?
O49 Zn2 N21 108.13(7) . . ?
O29 Zn2 N21 80.85(7) . . ?
C52 Zn3 O9 130.87(11) . . ?
C52 Zn3 O49 115.50(10) . . ?
O9 Zn3 O49 96.95(7) . . ?
C52 Zn3 N41 123.88(11) . . ?
O9 Zn3 N41 95.85(7) . . ?
O49 Zn3 N41 80.57(7) . . ?
C2 N1 C10 119.9(2) . . ?
C2 N1 Zn1 129.31(18) . . ?
C10 N1 Zn1 110.72(16) . . ?
N1 C2 C3 121.0(3) . . ?
N1 C2 C11 118.6(2) . . ?
C3 C2 C11 120.4(2) . . ?
C4 C3 C2 120.1(3) . . ?
C3 C4 C5 120.5(3) . . ?
C6 C5 C4 124.3(3) . . ?
C6 C5 C10 119.2(3) . . ?
C4 C5 C10 116.6(3) . . ?
C7 C6 C5 119.6(3) . . ?
C6 C7 C8 121.4(3) . . ?
C9 C8 C7 121.1(3) . . ?
O9 C9 C8 124.2(2) . . ?
O9 C9 C10 117.7(2) . . ?
C8 C9 C10 118.1(2) . . ?
C9 O9 Zn3 124.87(15) . . ?
C9 O9 Zn1 112.68(15) . . ?
Zn3 O9 Zn1 121.82(8) . . ?
N1 C10 C5 121.8(2) . . ?
N1 C10 C9 117.6(2) . . ?
C5 C10 C9 120.6(2) . . ?
C13 C12 Zn1 113.4(2) . . ?
C22 N21 C30 119.4(2) . . ?
C22 N21 Zn2 129.54(17) . . ?
C30 N21 Zn2 110.96(15) . . ?
N21 C22 C23 121.6(2) . . ?
N21 C22 C31 117.9(2) . . ?
C23 C22 C31 120.6(2) . . ?
C24 C23 C22 119.9(2) . . ?
C23 C24 C25 120.5(2) . . ?
C26 C25 C24 124.3(2) . . ?
C26 C25 C30 119.1(2) . . ?
C24 C25 C30 116.5(2) . . ?
C27 C26 C25 119.5(2) . . ?
C26 C27 C28 121.9(2) . . ?
C29 C28 C27 121.0(2) . . ?
O29 C29 C28 124.4(2) . . ?
O29 C29 C30 118.1(2) . . ?
C28 C29 C30 117.5(2) . . ?
C29 O29 Zn1 124.84(15) . . ?
C29 O29 Zn2 112.92(14) . . ?
Zn1 O29 Zn2 119.15(8) . . ?
N21 C30 C25 122.1(2) . . ?
N21 C30 C29 116.9(2) . . ?
C25 C30 C29 121.0(2) . . ?
C33 C32 Zn2 117.56(18) . . ?
C42 N41 C50 120.1(2) . . ?
C42 N41 Zn3 129.09(19) . . ?
C50 N41 Zn3 110.20(16) . . ?
N41 C42 C43 120.6(3) . . ?
N41 C42 C51 117.3(3) . . ?
C43 C42 C51 122.1(3) . . ?
C44 C43 C42 120.4(3) . . ?
C43 C44 C45 120.4(3) . . ?
C46 C45 C50 118.8(3) . . ?
C46 C45 C44 125.1(3) . . ?
C50 C45 C44 116.1(3) . . ?
C47 C46 C45 119.6(3) . . ?
C46 C47 C48 121.9(3) . . ?
C49 C48 C47 121.1(3) . . ?
O49 C49 C48 123.9(2) . . ?
O49 C49 C50 118.4(2) . . ?
C48 C49 C50 117.6(2) . . ?
C49 O49 Zn2 130.01(15) . . ?
C49 O49 Zn3 111.92(14) . . ?
Zn2 O49 Zn3 107.20(8) . . ?
N41 C50 C45 122.3(2) . . ?
N41 C50 C49 116.8(2) . . ?
C45 C50 C49 120.9(2) . . ?
C53 C52 Zn3 120.9(2) . . ?
C66 C61 C62 118.0(3) . . ?
C66 C61 C60 120.7(3) . . ?
C62 C61 C60 121.3(3) . . ?
C63 C62 C61 120.5(3) . . ?
C64 C63 C62 120.3(3) . . ?
C65 C64 C63 119.6(3) . . ?
C64 C65 C66 120.5(3) . . ?
C65 C66 C61 121.1(3) . . ?

_refine_diff_density_max         0.325
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.067

_shelxl_version_number           2013-4

#===END


