# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_complex_1
_database_code_depnum_ccdc_archive 'CCDC 1006844'
_audit_update_record             
;
2014-11-18 deposited with the CCDC.
2014-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H28 Cl N2 O9 Zn'
_chemical_formula_weight         589.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Cl Cl 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2840 1.4300 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 2/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                   23.365(3)
_cell_length_b                   12.7460(18)
_cell_length_c                   17.904(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.513(4)
_cell_angle_gamma                90.00
_cell_volume                     5224.7(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       rod-like
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2440
_exptl_absorpt_coefficient_mu    1.097
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.749
_exptl_absorpt_correction_T_max  0.867
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32409
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         26.59
_reflns_number_total             5476
_reflns_number_gt                3057
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    Diamond
_computing_publication_material  
'SHELXL-97 (Sheldrick, 1997), PLATON (Spek, 2009)'
_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)+(0.0915P)²+15.3476P] 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         5382
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1209
_refine_ls_R_factor_gt           0.0584
_refine_ls_wR_factor_ref         0.2023
_refine_ls_wR_factor_gt          0.1555
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.007
_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 0.39903(3) 0.44587(4) 0.17591(4) 0.0574(2) Uani 1 1 d . . .
O1 O 0.48121(15) 0.4042(3) 0.1591(2) 0.0609(9) Uani 1 1 d . . .
O2 O 0.30842(18) 0.4482(3) 0.1993(3) 0.0854(13) Uani 1 1 d . . .
O3 O 0.43644(15) 0.5120(2) 0.27853(19) 0.0567(8) Uani 1 1 d . . .
O4 O 0.3607(2) 0.4093(3) 0.0498(2) 0.0862(13) Uani 1 1 d . . .
N1 N 0.38448(19) 0.2924(3) 0.1971(3) 0.0618(11) Uani 1 1 d . . .
N2 N 0.38879(19) 0.5903(3) 0.1279(2) 0.0596(11) Uani 1 1 d . . .
C1 C 0.4985(2) 0.3088(4) 0.1395(3) 0.0554(12) Uani 1 1 d . . .
C2 C 0.5486(3) 0.3006(4) 0.1096(3) 0.0659(14) Uani 1 1 d . . .
H2 H 0.5696 0.3610 0.1037 0.079 Uiso 1 1 calc R . .
C3 C 0.5680(3) 0.2052(5) 0.0883(4) 0.0842(19) Uani 1 1 d . . .
H3 H 0.6022 0.2013 0.0693 0.101 Uiso 1 1 calc R . .
C4 C 0.5369(4) 0.1165(5) 0.0951(4) 0.095(2) Uani 1 1 d . . .
H4 H 0.5488 0.0523 0.0788 0.114 Uiso 1 1 calc R . .
C5 C 0.4879(3) 0.1223(5) 0.1262(4) 0.091(2) Uani 1 1 d . . .
H5 H 0.4681 0.0609 0.1328 0.109 Uiso 1 1 calc R . .
C6 C 0.4667(3) 0.2187(4) 0.1486(3) 0.0636(14) Uani 1 1 d . . .
C7 C 0.4143(3) 0.2136(4) 0.1796(3) 0.0711(16) Uani 1 1 d . . .
H7 H 0.4006 0.1470 0.1878 0.085 Uiso 1 1 calc R . .
C8 C 0.3314(3) 0.2710(5) 0.2256(4) 0.0863(19) Uani 1 1 d . . .
H8A H 0.3399 0.2752 0.2808 0.104 Uiso 1 1 calc R . .
H8B H 0.3182 0.2003 0.2114 0.104 Uiso 1 1 calc R . .
C9 C 0.2840(3) 0.3459(6) 0.1950(5) 0.103(2) Uani 1 1 d . . .
H9 H 0.2697 0.3292 0.1411 0.123 Uiso 1 1 calc R . .
C10 C 0.2325(3) 0.3534(6) 0.2322(5) 0.099(2) Uani 1 1 d . . .
H10A H 0.2026 0.3030 0.2108 0.119 Uiso 1 1 calc R . .
H10B H 0.2437 0.3421 0.2868 0.119 Uiso 1 1 calc R . .
C11 C 0.2120(3) 0.4628(7) 0.2148(5) 0.111(3) Uani 1 1 d . . .
H11A H 0.1959 0.4917 0.2563 0.133 Uiso 1 1 calc R . .
H11B H 0.1822 0.4650 0.1685 0.133 Uiso 1 1 calc R . .
C12 C 0.2647(3) 0.5226(6) 0.2048(5) 0.094(2) Uani 1 1 d . . .
H12A H 0.2560 0.5650 0.1590 0.113 Uiso 1 1 calc R . .
H12B H 0.2777 0.5686 0.2481 0.113 Uiso 1 1 calc R . .
C13 C 0.43902(19) 0.6139(4) 0.2973(3) 0.0516(12) Uani 1 1 d . . .
C14 C 0.4625(2) 0.6423(5) 0.3725(3) 0.0693(15) Uani 1 1 d . . .
H14 H 0.4758 0.5906 0.4084 0.083 Uiso 1 1 calc R . .
C15 C 0.4663(3) 0.7455(6) 0.3938(5) 0.095(2) Uani 1 1 d . . .
H15 H 0.4817 0.7632 0.4442 0.114 Uiso 1 1 calc R . .
C16 C 0.4477(3) 0.8228(6) 0.3420(5) 0.108(3) Uani 1 1 d . . .
H16 H 0.4503 0.8927 0.3572 0.130 Uiso 1 1 calc R . .
C17 C 0.4250(3) 0.7975(5) 0.2676(4) 0.0855(19) Uani 1 1 d . . .
H17 H 0.4128 0.8506 0.2325 0.103 Uiso 1 1 calc R . .
C18 C 0.4201(2) 0.6929(4) 0.2438(3) 0.0558(12) Uani 1 1 d . . .
C19 C 0.3980(2) 0.6768(4) 0.1635(3) 0.0588(13) Uani 1 1 d . . .
H19 H 0.3895 0.7371 0.1342 0.071 Uiso 1 1 calc R . .
C20 C 0.3693(4) 0.5913(6) 0.0448(4) 0.100(2) Uani 1 1 d . . .
H20A H 0.3415 0.6481 0.0317 0.120 Uiso 1 1 calc R . .
H20B H 0.4028 0.6077 0.0224 0.120 Uiso 1 1 calc R . .
C21 C 0.3448(6) 0.5038(6) 0.0121(4) 0.162(5) Uani 1 1 d . . .
H21 H 0.3056 0.5117 0.0230 0.194 Uiso 1 1 calc R . .
C22 C 0.3291(3) 0.4820(6) -0.0709(3) 0.090(2) Uani 1 1 d . . .
H22A H 0.3615 0.4973 -0.0957 0.108 Uiso 1 1 calc R . .
H22B H 0.2954 0.5227 -0.0950 0.108 Uiso 1 1 calc R . .
C23 C 0.3155(3) 0.3664(6) -0.0738(4) 0.100(2) Uani 1 1 d . . .
H23A H 0.2736 0.3550 -0.0867 0.120 Uiso 1 1 calc R . .
H23B H 0.3334 0.3317 -0.1116 0.120 Uiso 1 1 calc R . .
C24 C 0.3394(5) 0.3261(7) 0.0019(4) 0.132(4) Uani 1 1 d . . .
H24A H 0.3092 0.2894 0.0217 0.159 Uiso 1 1 calc R . .
H24B H 0.3706 0.2769 -0.0005 0.159 Uiso 1 1 calc R . .
Cl1 Cl 0.15989(8) 0.46288(17) 0.45138(14) 0.1011(6) Uani 1 1 d . . .
O5 O 0.1627(7) 0.5284(11) 0.5039(7) 0.309(8) Uani 1 1 d . . .
O6 O 0.1036(3) 0.4222(6) 0.4329(6) 0.179(3) Uani 1 1 d . . .
O7 O 0.1965(4) 0.3843(7) 0.4744(9) 0.301(8) Uani 1 1 d . . .
O8 O 0.1714(5) 0.5161(11) 0.3939(7) 0.281(7) Uani 1 1 d . . .
O9 O 0.2678(8) 0.2479(12) 0.4162(9) 0.339(8) Uani 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 N2 2.026(4) . ?
Zn1 N1 2.035(4) . ?
Zn1 O3 2.052(3) . ?
Zn1 O1 2.071(4) . ?
Zn1 O2 2.239(4) . ?
Zn1 O4 2.305(4) . ?
O1 C1 1.349(6) . ?
O2 C12 1.410(7) . ?
O2 C9 1.420(7) . ?
O3 C13 1.340(6) . ?
O4 C24 1.392(8) . ?
O4 C21 1.393(9) . ?
N1 C7 1.296(7) . ?
N1 C8 1.458(7) . ?
N2 C19 1.269(6) . ?
N2 C20 1.467(7) . ?
C1 C2 1.386(8) . ?
C1 C6 1.394(7) . ?
C2 C3 1.378(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.363(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.370(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.412(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.443(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.480(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.491(9) . ?
C9 H9 0.9800 . ?
C10 C11 1.487(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.490(10) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.396(7) . ?
C13 C18 1.399(7) . ?
C14 C15 1.368(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.363(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.371(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.397(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.442(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.335(10) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.485(9) . ?
C21 H21 0.9800 . ?
C22 C23 1.506(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.453(11) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
Cl1 O5 1.250(10) . ?
Cl1 O8 1.306(8) . ?
Cl1 O7 1.327(8) . ?
Cl1 O6 1.391(7) . ?

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 Zn1 N1 160.62(17) . . ?
N2 Zn1 O3 89.96(15) . . ?
N1 Zn1 O3 106.57(16) . . ?
N2 Zn1 O1 101.89(16) . . ?
N1 Zn1 O1 88.55(16) . . ?
O3 Zn1 O1 89.66(13) . . ?
N2 Zn1 O2 91.78(17) . . ?
N1 Zn1 O2 77.21(17) . . ?
O3 Zn1 O2 94.40(16) . . ?
O1 Zn1 O2 165.76(14) . . ?
N2 Zn1 O4 77.19(17) . . ?
N1 Zn1 O4 86.68(17) . . ?
O3 Zn1 O4 166.72(14) . . ?
O1 Zn1 O4 89.77(16) . . ?
O2 Zn1 O4 89.36(18) . . ?
C1 O1 Zn1 127.1(3) . . ?
C12 O2 C9 109.4(5) . . ?
C12 O2 Zn1 138.3(4) . . ?
C9 O2 Zn1 111.2(4) . . ?
C13 O3 Zn1 127.8(3) . . ?
C24 O4 C21 109.5(6) . . ?
C24 O4 Zn1 141.1(5) . . ?
C21 O4 Zn1 108.2(4) . . ?
C7 N1 C8 118.5(5) . . ?
C7 N1 Zn1 125.5(4) . . ?
C8 N1 Zn1 115.5(4) . . ?
C19 N2 C20 119.3(5) . . ?
C19 N2 Zn1 125.6(4) . . ?
C20 N2 Zn1 115.1(4) . . ?
O1 C1 C2 119.2(5) . . ?
O1 C1 C6 121.2(5) . . ?
C2 C1 C6 119.6(5) . . ?
C3 C2 C1 121.5(5) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C4 C3 C2 119.8(6) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 119.7(6) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 122.1(6) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C1 C6 C5 117.3(5) . . ?
C1 C6 C7 126.4(5) . . ?
C5 C6 C7 116.3(5) . . ?
N1 C7 C6 126.7(5) . . ?
N1 C7 H7 116.6 . . ?
C6 C7 H7 116.6 . . ?
N1 C8 C9 112.1(5) . . ?
N1 C8 H8A 109.2 . . ?
C9 C8 H8A 109.2 . . ?
N1 C8 H8B 109.2 . . ?
C9 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
O2 C9 C8 108.1(6) . . ?
O2 C9 C10 105.5(6) . . ?
C8 C9 C10 119.1(7) . . ?
O2 C9 H9 107.9 . . ?
C8 C9 H9 107.9 . . ?
C10 C9 H9 107.9 . . ?
C11 C10 C9 102.8(6) . . ?
C11 C10 H10A 111.2 . . ?
C9 C10 H10A 111.2 . . ?
C11 C10 H10B 111.2 . . ?
C9 C10 H10B 111.2 . . ?
H10A C10 H10B 109.1 . . ?
C10 C11 C12 105.3(6) . . ?
C10 C11 H11A 110.7 . . ?
C12 C11 H11A 110.7 . . ?
C10 C11 H11B 110.7 . . ?
C12 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
O2 C12 C11 107.0(6) . . ?
O2 C12 H12A 110.3 . . ?
C11 C12 H12A 110.3 . . ?
O2 C12 H12B 110.3 . . ?
C11 C12 H12B 110.3 . . ?
H12A C12 H12B 108.6 . . ?
O3 C13 C14 118.9(5) . . ?
O3 C13 C18 122.2(4) . . ?
C14 C13 C18 118.9(5) . . ?
C15 C14 C13 120.6(6) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C14 120.7(7) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 120.0(6) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C18 120.9(7) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C13 118.9(5) . . ?
C17 C18 C19 115.6(5) . . ?
C13 C18 C19 125.5(4) . . ?
N2 C19 C18 128.0(5) . . ?
N2 C19 H19 116.0 . . ?
C18 C19 H19 116.0 . . ?
C21 C20 N2 117.1(6) . . ?
C21 C20 H20A 108.0 . . ?
N2 C20 H20A 108.0 . . ?
C21 C20 H20B 108.0 . . ?
N2 C20 H20B 108.0 . . ?
H20A C20 H20B 107.3 . . ?
C20 C21 O4 117.5(7) . . ?
C20 C21 C22 126.4(8) . . ?
O4 C21 C22 108.1(6) . . ?
C20 C21 H21 99.4 . . ?
O4 C21 H21 99.4 . . ?
C22 C21 H21 99.4 . . ?
C21 C22 C23 103.0(6) . . ?
C21 C22 H22A 111.2 . . ?
C23 C22 H22A 111.2 . . ?
C21 C22 H22B 111.2 . . ?
C23 C22 H22B 111.2 . . ?
H22A C22 H22B 109.1 . . ?
C24 C23 C22 105.9(6) . . ?
C24 C23 H23A 110.6 . . ?
C22 C23 H23A 110.6 . . ?
C24 C23 H23B 110.5 . . ?
C22 C23 H23B 110.6 . . ?
H23A C23 H23B 108.7 . . ?
O4 C24 C23 109.2(7) . . ?
O4 C24 H24A 109.8 . . ?
C23 C24 H24A 109.8 . . ?
O4 C24 H24B 109.8 . . ?
C23 C24 H24B 109.8 . . ?
H24A C24 H24B 108.3 . . ?
O5 Cl1 O8 104.9(10) . . ?
O5 Cl1 O7 109.7(10) . . ?
O8 Cl1 O7 114.5(8) . . ?
O5 Cl1 O6 109.4(9) . . ?
O8 Cl1 O6 110.0(7) . . ?
O7 Cl1 O6 108.2(5) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        26.59
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.077
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items have may 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_complex_2
_database_code_depnum_ccdc_archive 'CCDC 1006845'
_audit_update_record             
;
2014-11-18 deposited with the CCDC.
2014-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H28 N4 O4 S2 Zn2'
_chemical_formula_weight         655.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2840 1.4300 '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/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                   6.8404(8)
_cell_length_b                   21.759(2)
_cell_length_c                   9.8058(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.686(3)
_cell_angle_gamma                90.00
_cell_volume                     1398.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    1.904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.625
_exptl_absorpt_correction_T_max  0.781
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15239
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_sigmaI/netI    0.0121
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         25.59
_reflns_number_total             2628
_reflns_number_gt                2418
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    Diamond
_computing_publication_material  
'SHELXL-97 (Sheldrick, 1997), PLATON (Spek, 2009)'
_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)+(0.0272P)²+2.4967P] 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         2628
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.0954
_refine_ls_wR_factor_gt          0.0928
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.138
_refine_ls_shift/su_max          0.006
_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 0.45572(6) 0.069975(18) -0.01325(4) 0.04237(14) Uani 1 1 d . . .
S1 S 0.5700(2) 0.18391(6) -0.39076(12) 0.0754(4) Uani 1 1 d . . .
O1 O 0.6887(4) 0.00881(10) 0.0775(3) 0.0446(6) Uani 1 1 d . . .
O2 O 0.1814(4) 0.13222(12) -0.0457(3) 0.0533(6) Uani 1 1 d . . .
N1 N 0.5053(5) 0.11024(14) 0.1798(3) 0.0465(7) Uani 1 1 d . . .
N2 N 0.5322(5) 0.11127(17) -0.1678(4) 0.0605(9) Uani 1 1 d . . .
C1 C 0.8487(5) 0.01960(15) 0.1905(4) 0.0413(7) Uani 1 1 d . . .
C2 C 1.0313(6) -0.01268(18) 0.2106(5) 0.0550(10) Uani 1 1 d . . .
H2 H 1.0405 -0.0426 0.1450 0.066 Uiso 1 1 calc R . .
C3 C 1.1976(6) -0.00110(19) 0.3253(5) 0.0650(12) Uani 1 1 d . . .
H3 H 1.3178 -0.0230 0.3354 0.078 Uiso 1 1 calc R . .
C4 C 1.1892(6) 0.0425(2) 0.4260(5) 0.0662(12) Uani 1 1 d . . .
H4 H 1.3018 0.0498 0.5039 0.079 Uiso 1 1 calc R . .
C5 C 1.0118(6) 0.07462(19) 0.4087(4) 0.0582(10) Uani 1 1 d . . .
H5 H 1.0053 0.1039 0.4764 0.070 Uiso 1 1 calc R . .
C6 C 0.8400(5) 0.06492(16) 0.2924(4) 0.0441(8) Uani 1 1 d . . .
C7 C 0.6660(6) 0.10379(18) 0.2847(4) 0.0491(9) Uani 1 1 d . . .
H7 H 0.6715 0.1269 0.3656 0.059 Uiso 1 1 calc R . .
C8 C 0.3518(6) 0.1563(2) 0.1937(4) 0.0616(11) Uani 1 1 d . . .
H8A H 0.3403 0.1556 0.2900 0.074 Uiso 1 1 calc R . .
H8B H 0.3954 0.1971 0.1751 0.074 Uiso 1 1 calc R . .
C9 C 0.1527(7) 0.1424(2) 0.0924(5) 0.0682(12) Uani 1 1 d . . .
H9 H 0.0951 0.1054 0.1231 0.082 Uiso 1 1 calc R . .
C10 C -0.0024(8) 0.1946(3) 0.0675(6) 0.0844(16) Uani 1 1 d . . .
H10A H -0.1399 0.1785 0.0475 0.101 Uiso 1 1 calc R . .
H10B H 0.0243 0.2211 0.1504 0.101 Uiso 1 1 calc R . .
C11 C 0.0236(8) 0.2287(2) -0.0568(7) 0.0866(16) Uani 1 1 d . . .
H11A H 0.1133 0.2637 -0.0260 0.104 Uiso 1 1 calc R . .
H11B H -0.1071 0.2433 -0.1163 0.104 Uiso 1 1 calc R . .
C12 C 0.1156(10) 0.1837(3) -0.1365(6) 0.0942(19) Uani 1 1 d . . .
H12A H 0.0153 0.1711 -0.2238 0.113 Uiso 1 1 calc R . .
H12B H 0.2304 0.2021 -0.1607 0.113 Uiso 1 1 calc R . .
C13 C 0.5465(6) 0.14176(18) -0.2608(4) 0.0489(9) Uani 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 N2 1.958(3) . ?
Zn1 O1 1.989(2) 3_655 ?
Zn1 N1 2.025(3) . ?
Zn1 O1 2.071(2) . ?
Zn1 O2 2.261(3) . ?
Zn1 Zn1 3.1011(8) 3_655 ?
S1 C13 1.615(4) . ?
O1 C1 1.336(4) . ?
O1 Zn1 1.989(2) 3_655 ?
O2 C12 1.420(5) . ?
O2 C9 1.441(5) . ?
N1 C7 1.279(5) . ?
N1 C8 1.486(5) . ?
N2 C13 1.155(5) . ?
C1 C2 1.397(5) . ?
C1 C6 1.417(5) . ?
C2 C3 1.374(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.368(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.399(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.444(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.468(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.525(6) . ?
C9 H9 0.9800 . ?
C10 C11 1.480(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.501(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Zn1 O1 111.67(13) . 3_655 ?
N2 Zn1 N1 120.99(14) . . ?
O1 Zn1 N1 127.17(12) 3_655 . ?
N2 Zn1 O1 106.51(13) . . ?
O1 Zn1 O1 80.40(10) 3_655 . ?
N1 Zn1 O1 88.53(11) . . ?
N2 Zn1 O2 90.65(12) . . ?
O1 Zn1 O2 98.92(10) 3_655 . ?
N1 Zn1 O2 77.41(10) . . ?
O1 Zn1 O2 161.89(10) . . ?
N2 Zn1 Zn1 115.24(10) . 3_655 ?
O1 Zn1 Zn1 41.18(7) 3_655 3_655 ?
N1 Zn1 Zn1 111.73(9) . 3_655 ?
O1 Zn1 Zn1 39.22(6) . 3_655 ?
O2 Zn1 Zn1 137.23(7) . 3_655 ?
C1 O1 Zn1 128.9(2) . 3_655 ?
C1 O1 Zn1 126.1(2) . . ?
Zn1 O1 Zn1 99.60(10) 3_655 . ?
C12 O2 C9 111.3(3) . . ?
C12 O2 Zn1 131.4(3) . . ?
C9 O2 Zn1 106.9(2) . . ?
C7 N1 C8 117.9(3) . . ?
C7 N1 Zn1 125.4(3) . . ?
C8 N1 Zn1 116.4(2) . . ?
C13 N2 Zn1 167.8(3) . . ?
O1 C1 C2 121.0(3) . . ?
O1 C1 C6 121.1(3) . . ?
C2 C1 C6 117.9(3) . . ?
C3 C2 C1 121.3(4) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 121.1(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.7(4) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 122.1(4) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C1 119.0(3) . . ?
C5 C6 C7 116.2(3) . . ?
C1 C6 C7 124.9(3) . . ?
N1 C7 C6 127.7(3) . . ?
N1 C7 H7 116.2 . . ?
C6 C7 H7 116.2 . . ?
C9 C8 N1 110.0(3) . . ?
C9 C8 H8A 109.7 . . ?
N1 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
N1 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
O2 C9 C8 108.5(4) . . ?
O2 C9 C10 103.9(4) . . ?
C8 C9 C10 115.0(4) . . ?
O2 C9 H9 109.8 . . ?
C8 C9 H9 109.7 . . ?
C10 C9 H9 109.8 . . ?
C11 C10 C9 105.3(4) . . ?
C11 C10 H10A 110.7 . . ?
C9 C10 H10A 110.7 . . ?
C11 C10 H10B 110.7 . . ?
C9 C10 H10B 110.7 . . ?
H10A C10 H10B 108.8 . . ?
C10 C11 C12 105.6(4) . . ?
C10 C11 H11A 110.6 . . ?
C12 C11 H11A 110.6 . . ?
C10 C11 H11B 110.6 . . ?
C12 C11 H11B 110.6 . . ?
H11A C11 H11B 108.8 . . ?
O2 C12 C11 107.0(4) . . ?
O2 C12 H12A 110.3 . . ?
C11 C12 H12A 110.3 . . ?
O2 C12 H12B 110.3 . . ?
C11 C12 H12B 110.3 . . ?
H12A C12 H12B 108.6 . . ?
N2 C13 S1 179.1(4) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.59
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.108
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.062
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_complex_3
_database_code_depnum_ccdc_archive 'CCDC 1006846'
_audit_update_record             
;
2014-11-18 deposited with the CCDC.
2014-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H28 N14 O4 Zn3'
_chemical_formula_weight         772.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2840 1.4300 '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 2/c'

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

_cell_length_a                   11.6671(8)
_cell_length_b                   10.8103(7)
_cell_length_c                   12.2636(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.876(2)
_cell_angle_gamma                90.00
_cell_volume                     1501.61(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    2.434
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.531
_exptl_absorpt_correction_T_max  0.694
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14465
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0265
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         24.88
_reflns_number_total             2614
_reflns_number_gt                2245
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    Diamond
_computing_publication_material  
'SHELXL-97 (Sheldrick, 1997), PLATON (Spek, 2009)'
_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)+(0.0366P)²+17.8499P] 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         2614
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0579
_refine_ls_wR_factor_ref         0.1356
_refine_ls_wR_factor_gt          0.1278
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.007
_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 0.09413(6) 0.60684(7) 0.50049(6) 0.0242(2) Uani 1 1 d . . .
Zn2 Zn 0.0000 0.44567(9) 0.2500 0.0176(2) Uani 1 2 d S . .
O1 O -0.0814(4) 0.5710(4) 0.4349(3) 0.0248(9) Uani 1 1 d . . .
O2 O 0.2808(4) 0.6996(5) 0.5315(4) 0.0386(12) Uani 1 1 d . . .
N1 N 0.0641(5) 0.7848(6) 0.4266(5) 0.0373(14) Uani 1 1 d . . .
N2 N 0.1343(4) 0.5300(5) 0.3540(4) 0.0213(11) Uani 1 1 d . . .
N3 N 0.2350(4) 0.5055(5) 0.3486(4) 0.0239(11) Uani 1 1 d . . .
N4 N 0.3309(5) 0.4855(6) 0.3467(5) 0.0383(14) Uani 1 1 d . . .
N5 N 0.0815(5) 0.6698(5) 0.6609(4) 0.0249(11) Uani 1 1 d . . .
N6 N 0.1209(6) 0.7668(6) 0.7009(5) 0.0431(16) Uani 1 1 d . . .
N7 N 0.1583(10) 0.8604(8) 0.7368(7) 0.088(3) Uani 1 1 d . . .
C1 C -0.1679(6) 0.6537(6) 0.4084(5) 0.0295(15) Uani 1 1 d . . .
C2 C -0.2886(6) 0.6130(7) 0.4002(5) 0.0357(16) Uani 1 1 d . . .
H2 H -0.3036 0.5306 0.4137 0.043 Uiso 1 1 calc R . .
C3 C -0.3798(7) 0.6950(7) 0.3728(6) 0.0415(18) Uani 1 1 d . . .
H3 H -0.4563 0.6695 0.3710 0.050 Uiso 1 1 calc R . .
C4 C -0.3584(7) 0.8153(7) 0.3480(6) 0.0408(17) Uani 1 1 d . . .
H4 H -0.4224 0.8688 0.3274 0.049 Uiso 1 1 calc R . .
C5 C -0.2502(6) 0.8600(7) 0.3520(6) 0.0354(16) Uani 1 1 d . . .
H5 H -0.2397 0.9422 0.3341 0.043 Uiso 1 1 calc R . .
C6 C -0.1497(6) 0.7768(6) 0.3849(5) 0.0328(15) Uani 1 1 d . . .
C7 C -0.0407(6) 0.8310(7) 0.3891(6) 0.0367(16) Uani 1 1 d . . .
H7 H -0.0431 0.9112 0.3611 0.044 Uiso 1 1 calc R . .
C8 C 0.1696(7) 0.8646(9) 0.4328(9) 0.067(3) Uani 1 1 d . . .
H8A H 0.1597 0.9102 0.3630 0.080 Uiso 1 1 calc R . .
H8B H 0.1751 0.9242 0.4929 0.080 Uiso 1 1 calc R . .
C9 C 0.2727(8) 0.7978(10) 0.4513(11) 0.081(4) Uani 1 1 d . . .
H9 H 0.2730 0.7578 0.3796 0.097 Uiso 1 1 calc R . .
C10 C 0.3886(6) 0.8692(7) 0.4850(7) 0.0440(19) Uani 1 1 d . . .
H10A H 0.4394 0.8498 0.4354 0.053 Uiso 1 1 calc R . .
H10B H 0.3742 0.9577 0.4830 0.053 Uiso 1 1 calc R . .
C11 C 0.4407(10) 0.8286(10) 0.5978(9) 0.086(4) Uani 1 1 d . . .
H11A H 0.4178 0.8829 0.6520 0.104 Uiso 1 1 calc R . .
H11B H 0.5261 0.8282 0.6118 0.104 Uiso 1 1 calc R . .
C12 C 0.3937(8) 0.6970(9) 0.6064(8) 0.061(3) Uani 1 1 d . . .
H12A H 0.4441 0.6358 0.5835 0.074 Uiso 1 1 calc R . .
H12B H 0.3880 0.6789 0.6824 0.074 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
Zn1 O1 2.049(4) . ?
Zn1 O1 2.098(4) 3_566 ?
Zn1 N5 2.120(5) . ?
Zn1 N1 2.120(6) . ?
Zn1 N2 2.131(5) . ?
Zn1 O2 2.345(5) . ?
Zn1 Zn1 3.1855(14) 3_566 ?
Zn2 N2 1.989(5) . ?
Zn2 N2 1.989(5) 2 ?
Zn2 N5 2.037(5) 4_565 ?
Zn2 N5 2.037(5) 3_566 ?
O1 C1 1.330(7) . ?
O1 Zn1 2.098(4) 3_566 ?
O2 C12 1.414(9) . ?
O2 C9 1.435(11) . ?
N1 C7 1.298(9) . ?
N1 C8 1.490(10) . ?
N2 N3 1.221(7) . ?
N3 N4 1.145(7) . ?
N5 N6 1.202(8) . ?
N5 Zn2 2.037(5) 3_566 ?
N6 N7 1.148(9) . ?
C1 C6 1.388(10) . ?
C1 C2 1.456(10) . ?
C2 C3 1.364(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.372(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.341(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.457(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.390(10) . ?
C7 H7 0.9300 . ?
C8 C9 1.375(14) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.525(11) . ?
C9 H9 0.9800 . ?
C10 C11 1.439(13) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.538(12) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 79.65(17) . 3_566 ?
O1 Zn1 N5 98.01(18) . . ?
O1 Zn1 N5 85.22(18) 3_566 . ?
O1 Zn1 N1 87.5(2) . . ?
O1 Zn1 N1 166.8(2) 3_566 . ?
N5 Zn1 N1 93.7(2) . . ?
O1 Zn1 N2 89.81(17) . . ?
O1 Zn1 N2 90.64(18) 3_566 . ?
N5 Zn1 N2 170.3(2) . . ?
N1 Zn1 N2 92.3(2) . . ?
O1 Zn1 O2 161.16(17) . . ?
O1 Zn1 O2 118.56(17) 3_566 . ?
N5 Zn1 O2 88.91(18) . . ?
N1 Zn1 O2 74.5(2) . . ?
N2 Zn1 O2 85.40(18) . . ?
O1 Zn1 Zn1 40.39(12) . 3_566 ?
O1 Zn1 Zn1 39.26(11) 3_566 3_566 ?
N5 Zn1 Zn1 91.99(14) . 3_566 ?
N1 Zn1 Zn1 127.84(17) . 3_566 ?
N2 Zn1 Zn1 90.30(14) . 3_566 ?
O2 Zn1 Zn1 157.47(13) . 3_566 ?
N2 Zn2 N2 125.4(3) . 2 ?
N2 Zn2 N5 103.2(2) . 4_565 ?
N2 Zn2 N5 109.5(2) 2 4_565 ?
N2 Zn2 N5 109.5(2) . 3_566 ?
N2 Zn2 N5 103.2(2) 2 3_566 ?
N5 Zn2 N5 104.5(3) 4_565 3_566 ?
C1 O1 Zn1 126.7(4) . . ?
C1 O1 Zn1 126.2(4) . 3_566 ?
Zn1 O1 Zn1 100.35(17) . 3_566 ?
C12 O2 C9 111.0(6) . . ?
C12 O2 Zn1 141.4(5) . . ?
C9 O2 Zn1 107.4(5) . . ?
C7 N1 C8 119.5(7) . . ?
C7 N1 Zn1 123.1(5) . . ?
C8 N1 Zn1 117.0(5) . . ?
N3 N2 Zn2 119.1(4) . . ?
N3 N2 Zn1 122.6(4) . . ?
Zn2 N2 Zn1 114.9(2) . . ?
N4 N3 N2 177.5(6) . . ?
N6 N5 Zn2 119.9(4) . 3_566 ?
N6 N5 Zn1 123.6(4) . . ?
Zn2 N5 Zn1 116.5(2) 3_566 . ?
N7 N6 N5 178.5(8) . . ?
O1 C1 C6 123.4(6) . . ?
O1 C1 C2 118.6(6) . . ?
C6 C1 C2 118.0(6) . . ?
C3 C2 C1 120.3(7) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.9(7) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 123.6(8) . . ?
C5 C4 H4 118.2 . . ?
C3 C4 H4 118.2 . . ?
C4 C5 C6 118.4(7) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C7 125.5(6) . . ?
C1 C6 C5 119.7(6) . . ?
C7 C6 C5 114.7(6) . . ?
N1 C7 C6 128.8(7) . . ?
N1 C7 H7 115.6 . . ?
C6 C7 H7 115.6 . . ?
C9 C8 N1 112.6(8) . . ?
C9 C8 H8A 109.0 . . ?
N1 C8 H8A 109.1 . . ?
C9 C8 H8B 109.2 . . ?
N1 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C8 C9 O2 114.4(9) . . ?
C8 C9 C10 117.6(9) . . ?
O2 C9 C10 106.3(7) . . ?
C8 C9 H9 105.9 . . ?
O2 C9 H9 105.9 . . ?
C10 C9 H9 105.9 . . ?
C11 C10 C9 104.4(7) . . ?
C11 C10 H10A 110.9 . . ?
C9 C10 H10A 110.8 . . ?
C11 C10 H10B 110.9 . . ?
C9 C10 H10B 110.9 . . ?
H10A C10 H10B 108.9 . . ?
C10 C11 C12 105.8(8) . . ?
C10 C11 H11A 110.6 . . ?
C12 C11 H11A 110.6 . . ?
C10 C11 H11B 110.6 . . ?
C12 C11 H11B 110.6 . . ?
H11A C11 H11B 108.7 . . ?
O2 C12 C11 103.2(7) . . ?
O2 C12 H12A 111.1 . . ?
C11 C12 H12A 111.1 . . ?
O2 C12 H12B 111.1 . . ?
C11 C12 H12B 111.1 . . ?
H12A C12 H12B 109.1 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.88
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.452
_refine_diff_density_min         -1.163
_refine_diff_density_rms         0.141

