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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H23 Cl2 N O4'
_chemical_formula_sum            'C22 H23 Cl2 N O4'
_chemical_formula_weight         436.31

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

_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                   12.1528(18)
_cell_length_b                   8.6038(13)
_cell_length_c                   20.383(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.492(2)
_cell_angle_gamma                90.00
_cell_volume                     2053.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    2078
_cell_measurement_theta_min      2.585
_cell_measurement_theta_max      20.970

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_absorpt_coefficient_mu    0.345
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9597
_exptl_absorpt_correction_T_max  0.9663
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14733
_diffrn_reflns_av_R_equivalents  0.0925
_diffrn_reflns_av_unetI/netI     0.1068
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3809
_reflns_number_gt                2550
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0817P)²+1.9900P] 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         3809
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0705
_refine_ls_wR_factor_ref         0.2104
_refine_ls_wR_factor_gt          0.1945
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      0.980
_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
C1 C 0.1773(3) 0.8432(4) 0.09202(17) 0.0364(8) Uani 1 1 d . . .
C2 C 0.1437(3) 0.7475(4) 0.03428(17) 0.0376(8) Uani 1 1 d . . .
C3 C 0.1383(3) 0.5892(4) 0.04365(18) 0.0398(8) Uani 1 1 d . . .
H3 H 0.1160 0.5240 0.0060 0.048 Uiso 1 1 calc R . .
C4 C 0.1657(3) 0.5266(4) 0.1085(2) 0.0416(9) Uani 1 1 d . . .
C5 C 0.1987(3) 0.6183(4) 0.16433(18) 0.0401(8) Uani 1 1 d . . .
H5 H 0.2162 0.5741 0.2075 0.048 Uiso 1 1 calc R . .
C6 C 0.2063(3) 0.7792(4) 0.15729(17) 0.0372(8) Uani 1 1 d . . .
C7 C 0.2500(4) 0.8782(5) 0.2171(2) 0.0536(10) Uani 1 1 d . . .
H7 H 0.2586 0.9837 0.2098 0.064 Uiso 1 1 calc R . .
C8 C 0.1166(3) 0.8191(4) -0.03548(18) 0.0453(9) Uani 1 1 d . . .
H8A H 0.1198 0.7395 -0.0686 0.054 Uiso 1 1 calc R . .
H8B H 0.0396 0.8605 -0.0469 0.054 Uiso 1 1 calc R . .
C9 C 0.3078(3) 0.8825(4) -0.04563(19) 0.0448(9) Uani 1 1 d . . .
H9A H 0.3496 0.9640 -0.0614 0.054 Uiso 1 1 calc R . .
H9B H 0.2931 0.8001 -0.0794 0.054 Uiso 1 1 calc R . .
C10 C 0.3801(3) 0.8193(4) 0.02108(18) 0.0390(8) Uani 1 1 d . . .
C11 C 0.4311(3) 0.9198(4) 0.07384(19) 0.0439(9) Uani 1 1 d . . .
H11 H 0.4227 1.0266 0.0672 0.053 Uiso 1 1 calc R . .
C12 C 0.4935(3) 0.8636(5) 0.13544(19) 0.0469(9) Uani 1 1 d . . .
C13 C 0.5095(3) 0.7064(5) 0.14733(19) 0.0506(10) Uani 1 1 d . . .
H13 H 0.5524 0.6703 0.1894 0.061 Uiso 1 1 calc R . .
C14 C 0.4604(3) 0.6028(4) 0.09546(19) 0.0440(9) Uani 1 1 d . . .
C15 C 0.3966(3) 0.6593(4) 0.03249(18) 0.0386(8) Uani 1 1 d . . .
C16 C 0.4747(4) 0.4347(5) 0.1074(2) 0.0590(11) Uani 1 1 d . . .
H16 H 0.5190 0.4018 0.1497 0.071 Uiso 1 1 calc R . .
C17 C 0.1458(3) 1.0608(4) -0.09272(17) 0.0402(8) Uani 1 1 d . . .
H17 H 0.0696 1.0835 -0.0875 0.048 Uiso 1 1 calc R . .
C18 C 0.1285(4) 1.0035(4) -0.16529(19) 0.0482(10) Uani 1 1 d . . .
H18A H 0.0828 0.9095 -0.1721 0.058 Uiso 1 1 calc R . .
H18B H 0.2019 0.9788 -0.1730 0.058 Uiso 1 1 calc R . .
C19 C 0.0684(4) 1.1283(5) -0.2163(2) 0.0517(10) Uani 1 1 d . . .
H19A H 0.0609 1.0920 -0.2623 0.062 Uiso 1 1 calc R . .
H19B H -0.0077 1.1464 -0.2112 0.062 Uiso 1 1 calc R . .
C20 C 0.1356(4) 1.2794(5) -0.2046(2) 0.0585(11) Uani 1 1 d . . .
H20A H 0.0951 1.3576 -0.2362 0.070 Uiso 1 1 calc R . .
H20B H 0.2095 1.2631 -0.2132 0.070 Uiso 1 1 calc R . .
C21 C 0.1521(4) 1.3365(5) -0.1319(2) 0.0615(12) Uani 1 1 d . . .
H21A H 0.0784 1.3609 -0.1245 0.074 Uiso 1 1 calc R . .
H21B H 0.1975 1.4309 -0.1250 0.074 Uiso 1 1 calc R . .
C22 C 0.2119(4) 1.2136(4) -0.0806(2) 0.0501(10) Uani 1 1 d . . .
H22A H 0.2886 1.1968 -0.0849 0.060 Uiso 1 1 calc R . .
H22B H 0.2177 1.2500 -0.0348 0.060 Uiso 1 1 calc R . .
Cl1 Cl 0.16372(10) 0.32537(11) 0.11689(6) 0.0621(4) Uani 1 1 d . . .
Cl2 Cl 0.55321(11) 0.99527(17) 0.20035(7) 0.0820(5) Uani 1 1 d . . .
N1 N 0.1977(2) 0.9454(3) -0.03938(15) 0.0385(7) Uani 1 1 d . . .
O1 O 0.1834(2) 0.9982(3) 0.08455(14) 0.0479(7) Uani 1 1 d . . .
H1 H 0.1812 1.0185 0.0449 0.072 Uiso 1 1 calc R . .
O2 O 0.2755(3) 0.8329(4) 0.27519(15) 0.0760(10) Uani 1 1 d . . .
O3 O 0.3469(2) 0.5615(3) -0.01846(13) 0.0515(7) Uani 1 1 d . . .
H3A H 0.3594 0.4566 -0.0022 0.077 Uiso 1 1 d R . .
O4 O 0.4331(3) 0.3373(3) 0.06644(19) 0.0696(9) 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
C1 O1 1.347(4) . ?
C1 C6 1.395(5) . ?
C1 C2 1.405(5) . ?
C2 C3 1.379(5) . ?
C2 C8 1.503(5) . ?
C3 C4 1.382(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.355(5) . ?
C4 Cl1 1.741(4) . ?
C5 C6 1.397(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.466(5) . ?
C7 O2 1.205(5) . ?
C7 H7 0.9300 . ?
C8 N1 1.483(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N1 1.481(4) . ?
C9 C10 1.509(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.390(5) . ?
C10 C15 1.402(5) . ?
C11 C12 1.370(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.378(6) . ?
C12 Cl2 1.746(4) . ?
C13 C14 1.389(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.398(5) . ?
C14 C16 1.470(6) . ?
C15 O3 1.348(4) . ?
C16 O4 1.195(5) . ?
C16 H16 0.9300 . ?
C17 N1 1.483(4) . ?
C17 C18 1.519(5) . ?
C17 C22 1.526(5) . ?
C17 H17 0.9800 . ?
C18 C19 1.537(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.519(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.523(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.528(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
O1 H1 0.8200 . ?
O3 H3A 0.9600 . ?

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 C1 C6 119.4(3) . . ?
O1 C1 C2 119.9(3) . . ?
C6 C1 C2 120.7(3) . . ?
C3 C2 C1 118.5(3) . . ?
C3 C2 C8 122.0(3) . . ?
C1 C2 C8 119.6(3) . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 121.2(3) . . ?
C5 C4 Cl1 120.3(3) . . ?
C3 C4 Cl1 118.4(3) . . ?
C4 C5 C6 120.2(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 118.8(3) . . ?
C1 C6 C7 120.5(3) . . ?
C5 C6 C7 120.6(3) . . ?
O2 C7 C6 124.8(4) . . ?
O2 C7 H7 117.6 . . ?
C6 C7 H7 117.6 . . ?
N1 C8 C2 111.7(3) . . ?
N1 C8 H8A 109.3 . . ?
C2 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
C2 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
N1 C9 C10 112.1(3) . . ?
N1 C9 H9A 109.2 . . ?
C10 C9 H9A 109.2 . . ?
N1 C9 H9B 109.2 . . ?
C10 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C11 C10 C15 117.9(3) . . ?
C11 C10 C9 120.4(3) . . ?
C15 C10 C9 121.7(3) . . ?
C12 C11 C10 120.8(4) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 121.7(4) . . ?
C11 C12 Cl2 118.8(3) . . ?
C13 C12 Cl2 119.5(3) . . ?
C12 C13 C14 118.9(3) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C13 C14 C15 119.7(3) . . ?
C13 C14 C16 119.9(4) . . ?
C15 C14 C16 120.4(4) . . ?
O3 C15 C14 121.0(3) . . ?
O3 C15 C10 118.1(3) . . ?
C14 C15 C10 120.9(3) . . ?
O4 C16 C14 124.4(4) . . ?
O4 C16 H16 117.8 . . ?
C14 C16 H16 117.8 . . ?
N1 C17 C18 114.7(3) . . ?
N1 C17 C22 110.8(3) . . ?
C18 C17 C22 111.5(3) . . ?
N1 C17 H17 106.4 . . ?
C18 C17 H17 106.4 . . ?
C22 C17 H17 106.4 . . ?
C17 C18 C19 110.4(3) . . ?
C17 C18 H18A 109.6 . . ?
C19 C18 H18A 109.6 . . ?
C17 C18 H18B 109.6 . . ?
C19 C18 H18B 109.6 . . ?
H18A C18 H18B 108.1 . . ?
C20 C19 C18 110.7(3) . . ?
C20 C19 H19A 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 108.1 . . ?
C19 C20 C21 110.7(3) . . ?
C19 C20 H20A 109.5 . . ?
C21 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
C20 C21 C22 110.9(3) . . ?
C20 C21 H21A 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 108.0 . . ?
C17 C22 C21 110.7(3) . . ?
C17 C22 H22A 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
C9 N1 C17 113.5(3) . . ?
C9 N1 C8 111.4(3) . . ?
C17 N1 C8 111.8(3) . . ?
C1 O1 H1 109.5 . . ?
C15 O3 H3A 108.9 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.088
_database_code_depnum_ccdc_archive 'CCDC 988803'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H29 Cl4 N3 O3 Zn2'
_chemical_formula_sum            'C25 H29 Cl4 N3 O3 Zn2'
_chemical_formula_weight         692.09

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'
Cl Cl 0.1484 0.1585 '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'

_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                   11.981(5)
_cell_length_b                   13.858(6)
_cell_length_c                   19.572(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.091(7)
_cell_angle_gamma                90.00
_cell_volume                     3199(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    1639
_cell_measurement_theta_min      2.266
_cell_measurement_theta_max      19.172

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    1.860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8358
_exptl_absorpt_correction_T_max  0.8358
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17052
_diffrn_reflns_av_R_equivalents  0.0798
_diffrn_reflns_av_unetI/netI     0.1017
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5586
_reflns_number_gt                2828
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0908P)²+39.8700P] 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         5586
_refine_ls_number_parameters     334
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.1800
_refine_ls_R_factor_gt           0.1036
_refine_ls_wR_factor_ref         0.2956
_refine_ls_wR_factor_gt          0.2698
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_restrained_S_all      0.985
_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 0.05626(13) 0.56442(10) 0.31059(7) 0.0549(4) Uani 1 1 d . . .
Zn2 Zn 0.33789(17) 0.55026(14) 0.31005(9) 0.0859(6) Uani 1 1 d U . .
C1 C 0.0824(9) 0.4165(8) 0.4164(5) 0.042(2) Uani 1 1 d . . .
C2 C 0.1116(9) 0.3877(9) 0.4885(5) 0.045(3) Uani 1 1 d . . .
C3 C 0.0998(10) 0.2939(8) 0.5056(6) 0.053(3) Uani 1 1 d . . .
H3 H 0.1166 0.2759 0.5521 0.063 Uiso 1 1 calc R . .
C4 C 0.0641(12) 0.2255(9) 0.4571(6) 0.066(4) Uani 1 1 d . . .
C5 C 0.0375(11) 0.2485(9) 0.3888(6) 0.060(3) Uani 1 1 d . . .
H5 H 0.0106 0.2012 0.3564 0.071 Uiso 1 1 calc R . .
C6 C 0.0505(9) 0.3429(8) 0.3672(5) 0.044(3) Uani 1 1 d . . .
C7 C 0.1555(10) 0.4695(9) 0.5404(6) 0.053(3) Uani 1 1 d . . .
H7A H 0.0953 0.5159 0.5419 0.064 Uiso 1 1 calc R . .
H7B H 0.1778 0.4426 0.5865 0.064 Uiso 1 1 calc R . .
C8 C 0.3671(11) 0.4656(11) 0.5378(6) 0.069(4) Uani 1 1 d . . .
H8A H 0.4293 0.5091 0.5344 0.083 Uiso 1 1 calc R . .
H8B H 0.3757 0.4436 0.5855 0.083 Uiso 1 1 calc R . .
C9 C 0.3721(10) 0.3820(10) 0.4919(6) 0.060(3) Uani 1 1 d . . .
C10 C 0.3593(9) 0.4026(10) 0.4196(6) 0.056(3) Uani 1 1 d . . .
C11 C 0.3525(10) 0.3237(11) 0.3732(6) 0.061(4) Uani 1 1 d . . .
C12 C 0.3633(12) 0.2288(11) 0.3983(8) 0.077(4) Uani 1 1 d . . .
H12 H 0.3598 0.1766 0.3681 0.093 Uiso 1 1 calc R . .
C13 C 0.3796(15) 0.2150(11) 0.4696(11) 0.097(5) Uani 1 1 d . . .
C14 C 0.3828(13) 0.2900(14) 0.5165(8) 0.088(5) Uani 1 1 d . . .
H14 H 0.3921 0.2778 0.5639 0.106 Uiso 1 1 calc R . .
C15 C 0.3198(11) 0.3385(12) 0.2959(7) 0.070(4) Uani 1 1 d . . .
H15 H 0.3112 0.2828 0.2690 0.084 Uiso 1 1 calc R . .
C16 C 0.2630(13) 0.4078(12) 0.1892(6) 0.079(4) Uani 1 1 d . . .
H16A H 0.2459 0.3411 0.1765 0.094 Uiso 1 1 calc R . .
H16B H 0.3227 0.4292 0.1651 0.094 Uiso 1 1 calc R . .
C17 C 0.1568(13) 0.4697(10) 0.1661(6) 0.071(4) Uani 1 1 d . . .
H17A H 0.1701 0.5335 0.1864 0.085 Uiso 1 1 calc R . .
H17B H 0.1452 0.4770 0.1161 0.085 Uiso 1 1 calc R . .
C18 C 0.0536(13) 0.4304(10) 0.1852(5) 0.075(4) Uani 1 1 d . . .
H18A H 0.0465 0.3631 0.1715 0.090 Uiso 1 1 calc R . .
H18B H -0.0113 0.4647 0.1598 0.090 Uiso 1 1 calc R . .
C19 C 0.0406(9) 0.3557(8) 0.2930(5) 0.050(3) Uani 1 1 d . . .
H19 H 0.0250 0.3008 0.2656 0.060 Uiso 1 1 calc R . .
C20 C 0.2588(15) 0.6264(12) 0.5446(8) 0.093(5) Uani 1 1 d U . .
H20 H 0.1782 0.6433 0.5367 0.112 Uiso 1 1 calc R . .
C21 C 0.301(2) 0.6901(10) 0.5026(9) 0.142(10) Uani 1 1 d U . .
H21A H 0.2624 0.6800 0.4552 0.171 Uiso 1 1 calc R . .
H21B H 0.3806 0.6771 0.5044 0.171 Uiso 1 1 calc R . .
C22 C 0.285(2) 0.7996(12) 0.5231(9) 0.138(7) Uani 1 1 d DU . .
H22A H 0.3243 0.8412 0.4951 0.165 Uiso 1 1 calc R . .
H22B H 0.2055 0.8164 0.5141 0.165 Uiso 1 1 calc R . .
C23 C 0.332(2) 0.8146(12) 0.5978(9) 0.149(7) Uani 1 1 d DU . .
H23A H 0.3151 0.8797 0.6109 0.178 Uiso 1 1 calc R . .
H23B H 0.4142 0.8079 0.6050 0.178 Uiso 1 1 calc R . .
C24 C 0.2856(16) 0.7446(14) 0.6432(9) 0.117(5) Uani 1 1 d DU . .
H24A H 0.2072 0.7615 0.6435 0.140 Uiso 1 1 calc R . .
H24B H 0.3267 0.7523 0.6902 0.140 Uiso 1 1 calc R . .
C25 C 0.2904(14) 0.6351(13) 0.6227(8) 0.098(5) Uani 1 1 d U . .
H25A H 0.3661 0.6099 0.6382 0.118 Uiso 1 1 calc R . .
H25B H 0.2379 0.5981 0.6448 0.118 Uiso 1 1 calc R . .
Cl1 Cl 0.0475(5) 0.1068(3) 0.4831(2) 0.130(2) Uani 1 1 d . . .
Cl2 Cl 0.3979(7) 0.0955(5) 0.5016(4) 0.190(3) Uani 1 1 d . . .
Cl3 Cl -0.1120(4) 0.6355(3) 0.28961(19) 0.0888(12) Uani 1 1 d . . .
Cl4 Cl 0.4894(4) 0.6243(4) 0.2866(2) 0.1180(17) Uani 1 1 d . . .
N1 N 0.2555(8) 0.5195(7) 0.5188(4) 0.047(2) Uani 1 1 d . . .
N2 N 0.3036(10) 0.4138(10) 0.2648(5) 0.074(3) Uani 1 1 d . . .
N3 N 0.0515(9) 0.4377(7) 0.2603(4) 0.055(3) Uani 1 1 d . . .
O1 O 0.0892(6) 0.5082(5) 0.4035(3) 0.0467(18) Uani 1 1 d . . .
O2 O 0.3537(8) 0.4933(8) 0.4006(4) 0.075(3) Uani 1 1 d . . .
O3 O 0.1878(6) 0.6497(8) 0.2949(4) 0.076(2) Uani 1 1 d U . .
H3A H 0.1993 0.7018 0.3285 0.113 Uiso 1 1 d R . .
H3B H 0.1743 0.6769 0.2486 0.113 Uiso 1 1 d 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 O1 1.953(7) . ?
Zn1 N3 2.009(10) . ?
Zn1 O3 2.036(8) . ?
Zn1 Cl3 2.217(4) . ?
Zn2 O2 1.919(9) . ?
Zn2 N2 2.098(14) . ?
Zn2 Cl4 2.203(5) . ?
Zn2 O3 2.243(10) . ?
C1 O1 1.301(12) . ?
C1 C6 1.410(14) . ?
C1 C2 1.448(13) . ?
C2 C3 1.356(16) . ?
C2 C7 1.552(15) . ?
C3 C4 1.356(16) . ?
C3 H3 0.9300 . ?
C4 C5 1.358(16) . ?
C4 Cl1 1.744(12) . ?
C5 C6 1.391(15) . ?
C5 H5 0.9300 . ?
C6 C19 1.447(14) . ?
C7 N1 1.507(14) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.474(18) . ?
C8 N1 1.520(15) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C14 1.36(2) . ?
C9 C10 1.424(16) . ?
C10 O2 1.309(15) . ?
C10 C11 1.416(17) . ?
C11 C12 1.401(19) . ?
C11 C15 1.509(19) . ?
C12 C13 1.39(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.38(2) . ?
C13 Cl2 1.771(16) . ?
C14 H14 0.9300 . ?
C15 N2 1.207(17) . ?
C15 H15 0.9300 . ?
C16 N2 1.475(15) . ?
C16 C17 1.54(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.459(19) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 N3 1.478(13) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 N3 1.322(14) . ?
C19 H19 0.9300 . ?
C20 C21 1.36(2) . ?
C20 C25 1.51(2) . ?
C20 N1 1.565(17) . ?
C20 H20 0.9800 . ?
C21 C22 1.59(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.486(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.489(10) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.57(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
O3 H3A 0.9700 . ?
O3 H3B 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 N3 95.2(3) . . ?
O1 Zn1 O3 109.6(3) . . ?
N3 Zn1 O3 113.0(4) . . ?
O1 Zn1 Cl3 112.2(3) . . ?
N3 Zn1 Cl3 110.6(3) . . ?
O3 Zn1 Cl3 114.7(3) . . ?
O2 Zn2 N2 90.0(5) . . ?
O2 Zn2 Cl4 115.6(3) . . ?
N2 Zn2 Cl4 116.1(4) . . ?
O2 Zn2 O3 108.7(3) . . ?
N2 Zn2 O3 113.9(4) . . ?
Cl4 Zn2 O3 110.9(3) . . ?
O1 C1 C6 126.3(9) . . ?
O1 C1 C2 116.5(9) . . ?
C6 C1 C2 117.2(9) . . ?
C3 C2 C1 119.2(10) . . ?
C3 C2 C7 125.2(9) . . ?
C1 C2 C7 115.6(10) . . ?
C4 C3 C2 122.0(10) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 C5 121.1(11) . . ?
C3 C4 Cl1 119.5(9) . . ?
C5 C4 Cl1 119.4(10) . . ?
C4 C5 C6 120.1(11) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 120.2(9) . . ?
C5 C6 C19 115.2(10) . . ?
C1 C6 C19 124.3(10) . . ?
N1 C7 C2 110.3(8) . . ?
N1 C7 H7A 109.6 . . ?
C2 C7 H7A 109.6 . . ?
N1 C7 H7B 109.6 . . ?
C2 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C9 C8 N1 111.4(9) . . ?
C9 C8 H8A 109.4 . . ?
N1 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
N1 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C14 C9 C10 121.8(13) . . ?
C14 C9 C8 122.1(13) . . ?
C10 C9 C8 116.0(12) . . ?
O2 C10 C11 124.4(11) . . ?
O2 C10 C9 117.8(12) . . ?
C11 C10 C9 117.8(13) . . ?
C12 C11 C10 120.6(12) . . ?
C12 C11 C15 118.1(12) . . ?
C10 C11 C15 120.9(13) . . ?
C13 C12 C11 117.9(13) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
C14 C13 C12 123.2(14) . . ?
C14 C13 Cl2 118.7(15) . . ?
C12 C13 Cl2 118.1(14) . . ?
C9 C14 C13 118.6(14) . . ?
C9 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
N2 C15 C11 127.9(13) . . ?
N2 C15 H15 116.0 . . ?
C11 C15 H15 116.0 . . ?
N2 C16 C17 112.0(11) . . ?
N2 C16 H16A 109.2 . . ?
C17 C16 H16A 109.2 . . ?
N2 C16 H16B 109.2 . . ?
C17 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C18 C17 C16 114.3(12) . . ?
C18 C17 H17A 108.7 . . ?
C16 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
C16 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 N3 113.1(11) . . ?
C17 C18 H18A 109.0 . . ?
N3 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
N3 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
N3 C19 C6 126.3(10) . . ?
N3 C19 H19 116.8 . . ?
C6 C19 H19 116.8 . . ?
C21 C20 C25 120.4(15) . . ?
C21 C20 N1 114.2(12) . . ?
C25 C20 N1 112.9(14) . . ?
C21 C20 H20 101.9 . . ?
C25 C20 H20 101.9 . . ?
N1 C20 H20 101.9 . . ?
C20 C21 C22 113.3(17) . . ?
C20 C21 H21A 108.9 . . ?
C22 C21 H21A 108.9 . . ?
C20 C21 H21B 108.9 . . ?
C22 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C23 C22 C21 110.0(15) . . ?
C23 C22 H22A 109.7 . . ?
C21 C22 H22A 109.7 . . ?
C23 C22 H22B 109.7 . . ?
C21 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?
C22 C23 C24 112.2(18) . . ?
C22 C23 H23A 109.2 . . ?
C24 C23 H23A 109.2 . . ?
C22 C23 H23B 109.2 . . ?
C24 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
C23 C24 C25 116.3(14) . . ?
C23 C24 H24A 108.2 . . ?
C25 C24 H24A 108.2 . . ?
C23 C24 H24B 108.2 . . ?
C25 C24 H24B 108.2 . . ?
H24A C24 H24B 107.4 . . ?
C20 C25 C24 108.7(15) . . ?
C20 C25 H25A 110.0 . . ?
C24 C25 H25A 110.0 . . ?
C20 C25 H25B 110.0 . . ?
C24 C25 H25B 110.0 . . ?
H25A C25 H25B 108.3 . . ?
C7 N1 C8 114.5(9) . . ?
C7 N1 C20 108.8(9) . . ?
C8 N1 C20 114.5(10) . . ?
C15 N2 C16 116.9(14) . . ?
C15 N2 Zn2 124.3(10) . . ?
C16 N2 Zn2 118.7(10) . . ?
C19 N3 C18 116.2(10) . . ?
C19 N3 Zn1 120.8(7) . . ?
C18 N3 Zn1 122.9(8) . . ?
C1 O1 Zn1 124.2(6) . . ?
C10 O2 Zn2 130.5(8) . . ?
Zn1 O3 Zn2 104.3(4) . . ?
Zn1 O3 H3A 110.6 . . ?
Zn2 O3 H3A 110.7 . . ?
Zn1 O3 H3B 111.1 . . ?
Zn2 O3 H3B 111.1 . . ?
H3A O3 H3B 109.0 . . ?

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
O1 C1 C2 C3 176.2(10) . . . . ?
C6 C1 C2 C3 -4.4(15) . . . . ?
O1 C1 C2 C7 -4.1(14) . . . . ?
C6 C1 C2 C7 175.2(9) . . . . ?
C1 C2 C3 C4 1.7(18) . . . . ?
C7 C2 C3 C4 -177.9(12) . . . . ?
C2 C3 C4 C5 -1(2) . . . . ?
C2 C3 C4 Cl1 -178.4(10) . . . . ?
C3 C4 C5 C6 2(2) . . . . ?
Cl1 C4 C5 C6 -179.9(10) . . . . ?
C4 C5 C6 C1 -5.2(19) . . . . ?
C4 C5 C6 C19 168.7(12) . . . . ?
O1 C1 C6 C5 -174.6(11) . . . . ?
C2 C1 C6 C5 6.1(16) . . . . ?
O1 C1 C6 C19 12.1(18) . . . . ?
C2 C1 C6 C19 -167.2(10) . . . . ?
C3 C2 C7 N1 124.4(12) . . . . ?
C1 C2 C7 N1 -55.3(12) . . . . ?
N1 C8 C9 C14 -118.6(14) . . . . ?
N1 C8 C9 C10 58.3(15) . . . . ?
C14 C9 C10 O2 -177.6(12) . . . . ?
C8 C9 C10 O2 5.5(16) . . . . ?
C14 C9 C10 C11 3.0(18) . . . . ?
C8 C9 C10 C11 -173.9(11) . . . . ?
O2 C10 C11 C12 177.7(12) . . . . ?
C9 C10 C11 C12 -2.9(18) . . . . ?
O2 C10 C11 C15 -9.5(18) . . . . ?
C9 C10 C11 C15 169.9(11) . . . . ?
C10 C11 C12 C13 1(2) . . . . ?
C15 C11 C12 C13 -172.2(13) . . . . ?
C11 C12 C13 C14 2(3) . . . . ?
C11 C12 C13 Cl2 -178.0(12) . . . . ?
C10 C9 C14 C13 -1(2) . . . . ?
C8 C9 C14 C13 175.9(14) . . . . ?
C12 C13 C14 C9 -1(3) . . . . ?
Cl2 C13 C14 C9 178.1(12) . . . . ?
C12 C11 C15 N2 177.9(15) . . . . ?
C10 C11 C15 N2 5(2) . . . . ?
N2 C16 C17 C18 -73.2(15) . . . . ?
C16 C17 C18 N3 72.0(15) . . . . ?
C5 C6 C19 N3 -178.8(12) . . . . ?
C1 C6 C19 N3 -5.1(19) . . . . ?
C25 C20 C21 C22 -50(3) . . . . ?
N1 C20 C21 C22 170.9(15) . . . . ?
C20 C21 C22 C23 53(3) . . . . ?
C21 C22 C23 C24 -53(3) . . . . ?
C22 C23 C24 C25 50(3) . . . . ?
C21 C20 C25 C24 43(2) . . . . ?
N1 C20 C25 C24 -177.4(12) . . . . ?
C23 C24 C25 C20 -41(2) . . . . ?
C2 C7 N1 C8 -79.3(11) . . . . ?
C2 C7 N1 C20 151.3(10) . . . . ?
C9 C8 N1 C7 74.9(12) . . . . ?
C9 C8 N1 C20 -158.6(11) . . . . ?
C21 C20 N1 C7 -147.8(17) . . . . ?
C25 C20 N1 C7 69.7(15) . . . . ?
C21 C20 N1 C8 83(2) . . . . ?
C25 C20 N1 C8 -59.7(15) . . . . ?
C11 C15 N2 C16 -175.0(12) . . . . ?
C11 C15 N2 Zn2 9(2) . . . . ?
C17 C16 N2 C15 128.5(14) . . . . ?
C17 C16 N2 Zn2 -54.9(14) . . . . ?
O2 Zn2 N2 C15 -13.6(12) . . . . ?
Cl4 Zn2 N2 C15 105.2(12) . . . . ?
O3 Zn2 N2 C15 -124.2(12) . . . . ?
O2 Zn2 N2 C16 170.1(10) . . . . ?
Cl4 Zn2 N2 C16 -71.2(10) . . . . ?
O3 Zn2 N2 C16 59.5(10) . . . . ?
C6 C19 N3 C18 171.8(11) . . . . ?
C6 C19 N3 Zn1 -11.4(16) . . . . ?
C17 C18 N3 C19 -121.6(13) . . . . ?
C17 C18 N3 Zn1 61.7(15) . . . . ?
O1 Zn1 N3 C19 16.9(9) . . . . ?
O3 Zn1 N3 C19 130.8(9) . . . . ?
Cl3 Zn1 N3 C19 -99.2(9) . . . . ?
O1 Zn1 N3 C18 -166.5(10) . . . . ?
O3 Zn1 N3 C18 -52.6(10) . . . . ?
Cl3 Zn1 N3 C18 77.4(10) . . . . ?
C6 C1 O1 Zn1 -0.2(15) . . . . ?
C2 C1 O1 Zn1 179.1(7) . . . . ?
N3 Zn1 O1 C1 -11.8(9) . . . . ?
O3 Zn1 O1 C1 -128.4(8) . . . . ?
Cl3 Zn1 O1 C1 103.0(8) . . . . ?
C11 C10 O2 Zn2 -1.1(18) . . . . ?
C9 C10 O2 Zn2 179.5(8) . . . . ?
N2 Zn2 O2 C10 10.3(11) . . . . ?
Cl4 Zn2 O2 C10 -108.9(10) . . . . ?
O3 Zn2 O2 C10 125.6(10) . . . . ?
O1 Zn1 O3 Zn2 58.5(4) . . . . ?
N3 Zn1 O3 Zn2 -46.4(4) . . . . ?
Cl3 Zn1 O3 Zn2 -174.2(2) . . . . ?
O2 Zn2 O3 Zn1 -56.7(5) . . . . ?
N2 Zn2 O3 Zn1 41.9(5) . . . . ?
Cl4 Zn2 O3 Zn1 175.1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.657
_refine_diff_density_min         -1.104
_refine_diff_density_rms         0.162
_database_code_depnum_ccdc_archive 'CCDC 988804'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H31 Br2 Cl2 N3 O2 Zn'
_chemical_formula_sum            'C25 H31 Br2 Cl2 N3 O2 Zn'
_chemical_formula_weight         701.62

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'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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'

_cell_length_a                   12.269(3)
_cell_length_b                   13.851(3)
_cell_length_c                   19.379(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3293.5(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    3090
_cell_measurement_theta_min      2.220
_cell_measurement_theta_max      19.102

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_absorpt_coefficient_mu    3.358
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7300
_exptl_absorpt_correction_T_max  0.7300
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22590
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_av_unetI/netI     0.0804
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         25.49
_reflns_number_total             6129
_reflns_number_gt                4055
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0901P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.076(11)
_refine_ls_number_reflns         6129
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0879
_refine_ls_wR_factor_gt          0.0807
_refine_ls_goodness_of_fit_ref   0.920
_refine_ls_restrained_S_all      0.920
_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 0.52172(5) 0.69239(4) 0.18389(3) 0.05279(16) Uani 1 1 d . . .
Br1 Br 0.64912(5) 0.56843(4) 0.20499(3) 0.0785(2) Uani 1 1 d . . .
Br2 Br 0.33892(5) 0.63400(4) 0.19833(3) 0.07570(19) Uani 1 1 d . . .
C1 C 0.8232(4) 0.8473(3) 0.1050(3) 0.0510(13) Uani 1 1 d . . .
C2 C 0.8412(5) 0.8565(4) 0.0326(2) 0.0596(14) Uani 1 1 d . . .
C3 C 0.8722(4) 0.9445(4) 0.0053(3) 0.0657(15) Uani 1 1 d . . .
H3 H 0.8848 0.9499 -0.0419 0.079 Uiso 1 1 calc R . .
C4 C 0.8849(5) 1.0247(4) 0.0471(3) 0.0666(15) Uani 1 1 d . . .
C5 C 0.8655(5) 1.0197(4) 0.1154(3) 0.0686(16) Uani 1 1 d . . .
H5 H 0.8722 1.0751 0.1421 0.082 Uiso 1 1 calc R . .
C6 C 0.8343(4) 0.9303(4) 0.1478(3) 0.0568(13) Uani 1 1 d . . .
C7 C 0.8223(4) 0.7691(4) -0.0111(3) 0.0646(15) Uani 1 1 d . . .
H7A H 0.8740 0.7192 0.0016 0.077 Uiso 1 1 calc R . .
H7B H 0.8346 0.7854 -0.0592 0.077 Uiso 1 1 calc R . .
C8 C 0.6228(4) 0.7966(4) -0.0329(2) 0.0617(14) Uani 1 1 d . . .
H8A H 0.5588 0.7592 -0.0450 0.074 Uiso 1 1 calc R . .
H8B H 0.6511 0.8256 -0.0748 0.074 Uiso 1 1 calc R . .
C9 C 0.5910(4) 0.8753(3) 0.0174(2) 0.0467(12) Uani 1 1 d . . .
C10 C 0.5566(4) 0.8449(3) 0.0838(2) 0.0421(11) Uani 1 1 d . . .
C11 C 0.5416(4) 0.9176(3) 0.1342(2) 0.0450(11) Uani 1 1 d . . .
C12 C 0.5484(4) 1.0158(4) 0.1141(3) 0.0591(14) Uani 1 1 d . . .
H12 H 0.5357 1.0640 0.1466 0.071 Uiso 1 1 calc R . .
C13 C 0.5731(5) 1.0404(4) 0.0485(3) 0.0658(15) Uani 1 1 d . . .
C14 C 0.5978(5) 0.9722(4) 0.0006(3) 0.0652(16) Uani 1 1 d . . .
H14 H 0.6193 0.9907 -0.0435 0.078 Uiso 1 1 calc R . .
C15 C 0.5339(4) 0.8993(3) 0.2078(2) 0.0491(11) Uani 1 1 d . . .
H15 H 0.5283 0.9530 0.2363 0.059 Uiso 1 1 calc R . .
C16 C 0.5432(5) 0.8163(4) 0.3143(2) 0.0697(15) Uani 1 1 d . . .
H16A H 0.5321 0.8811 0.3320 0.084 Uiso 1 1 calc R . .
H16B H 0.4867 0.7752 0.3333 0.084 Uiso 1 1 calc R . .
C17 C 0.6512(6) 0.7805(4) 0.3369(2) 0.0719(16) Uani 1 1 d . . .
H17A H 0.6648 0.7194 0.3140 0.086 Uiso 1 1 calc R . .
H17B H 0.6478 0.7677 0.3860 0.086 Uiso 1 1 calc R . .
C18 C 0.7475(6) 0.8460(4) 0.3235(3) 0.089(2) Uani 1 1 d . . .
H18A H 0.7304 0.9103 0.3402 0.107 Uiso 1 1 calc R . .
H18B H 0.8097 0.8226 0.3495 0.107 Uiso 1 1 calc R . .
C19 C 0.8108(4) 0.9287(4) 0.2168(3) 0.0656(15) Uani 1 1 d . . .
H19 H 0.8189 0.9855 0.2419 0.079 Uiso 1 1 calc R . .
C20 C 0.6945(5) 0.6283(4) -0.0296(3) 0.0659(16) Uani 1 1 d . . .
H20 H 0.6182 0.6110 -0.0213 0.079 Uiso 1 1 calc R . .
C21 C 0.7112(6) 0.6199(4) -0.1081(3) 0.0821(19) Uani 1 1 d . . .
H21A H 0.6670 0.6675 -0.1318 0.098 Uiso 1 1 calc R . .
H21B H 0.7871 0.6314 -0.1196 0.098 Uiso 1 1 calc R . .
C22 C 0.6783(7) 0.5197(7) -0.1298(4) 0.125(3) Uani 1 1 d . . .
H22A H 0.6934 0.5115 -0.1786 0.150 Uiso 1 1 calc R . .
H22B H 0.6005 0.5118 -0.1230 0.150 Uiso 1 1 calc R . .
C23 C 0.7389(8) 0.4424(6) -0.0890(5) 0.134(4) Uani 1 1 d . . .
H23A H 0.7103 0.3796 -0.1016 0.161 Uiso 1 1 calc R . .
H23B H 0.8153 0.4439 -0.1018 0.161 Uiso 1 1 calc R . .
C24 C 0.7298(7) 0.4547(4) -0.0111(4) 0.118(3) Uani 1 1 d . . .
H24A H 0.6556 0.4414 0.0033 0.141 Uiso 1 1 calc R . .
H24B H 0.7774 0.4088 0.0116 0.141 Uiso 1 1 calc R . .
C25 C 0.7608(6) 0.5565(4) 0.0105(3) 0.089(2) Uani 1 1 d . . .
H25A H 0.7476 0.5648 0.0595 0.107 Uiso 1 1 calc R . .
H25B H 0.8377 0.5671 0.0019 0.107 Uiso 1 1 calc R . .
Cl1 Cl 0.92403(18) 1.13372(12) 0.01118(11) 0.1130(7) Uani 1 1 d . . .
Cl2 Cl 0.58181(19) 1.16254(11) 0.02681(10) 0.1154(7) Uani 1 1 d . . .
N1 N 0.7075(3) 0.7308(3) -0.0025(2) 0.0508(10) Uani 1 1 d . . .
N2 N 0.5339(3) 0.8175(3) 0.23710(18) 0.0537(10) Uani 1 1 d . . .
N3 N 0.7779(4) 0.8520(3) 0.2491(2) 0.0688(13) Uani 1 1 d . . .
H3A H 0.8304 0.8075 0.2428 0.083 Uiso 1 1 calc R . .
H3B H 0.7194 0.8308 0.2256 0.083 Uiso 1 1 calc R . .
O1 O 0.7938(3) 0.7651(2) 0.13156(17) 0.0653(10) Uani 1 1 d . . .
H1A H 0.7224 0.7488 0.1150 0.098 Uiso 1 1 d R . .
O2 O 0.5460(3) 0.7527(2) 0.09510(14) 0.0484(8) Uani 1 1 d . . .
H2 H 0.5505 0.7121 0.0570 0.073 Uiso 1 1 d 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 O2 1.936(3) . ?
Zn1 N2 2.022(4) . ?
Zn1 Br1 2.3577(9) . ?
Zn1 Br2 2.4006(10) . ?
C1 O1 1.300(5) . ?
C1 C2 1.425(7) . ?
C1 C6 1.425(7) . ?
C2 C3 1.382(7) . ?
C2 C7 1.496(7) . ?
C3 C4 1.384(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.346(8) . ?
C4 Cl1 1.731(5) . ?
C5 C6 1.440(7) . ?
C5 H5 0.9300 . ?
C6 C19 1.368(7) . ?
C7 N1 1.514(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N1 1.502(6) . ?
C8 C9 1.514(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C14 1.383(7) . ?
C9 C10 1.420(6) . ?
C10 O2 1.302(5) . ?
C10 C11 1.415(6) . ?
C11 C12 1.418(6) . ?
C11 C15 1.451(6) . ?
C12 C13 1.351(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.358(7) . ?
C13 Cl2 1.746(5) . ?
C14 H14 0.9300 . ?
C15 N2 1.267(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.481(7) . ?
C16 N2 1.501(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.512(8) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 N3 1.492(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 N3 1.297(6) . ?
C19 H19 0.9300 . ?
C20 C25 1.500(8) . ?
C20 N1 1.523(6) . ?
C20 C21 1.539(7) . ?
C20 H20 0.9800 . ?
C21 C22 1.506(9) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.525(11) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.523(10) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.519(8) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
N3 H3A 0.9000 . ?
N3 H3B 0.9000 . ?
O1 H1A 0.9600 . ?
O2 H2 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
O2 Zn1 N2 94.13(14) . . ?
O2 Zn1 Br1 111.49(9) . . ?
N2 Zn1 Br1 119.12(12) . . ?
O2 Zn1 Br2 113.12(10) . . ?
N2 Zn1 Br2 107.37(12) . . ?
Br1 Zn1 Br2 110.72(3) . . ?
O1 C1 C2 120.8(4) . . ?
O1 C1 C6 120.1(4) . . ?
C2 C1 C6 119.0(4) . . ?
C3 C2 C1 119.9(5) . . ?
C3 C2 C7 122.6(5) . . ?
C1 C2 C7 117.4(4) . . ?
C2 C3 C4 120.9(5) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 121.0(5) . . ?
C5 C4 Cl1 119.3(5) . . ?
C3 C4 Cl1 119.7(4) . . ?
C4 C5 C6 121.3(5) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C19 C6 C1 122.4(5) . . ?
C19 C6 C5 119.8(5) . . ?
C1 C6 C5 117.7(5) . . ?
C2 C7 N1 111.4(4) . . ?
C2 C7 H7A 109.3 . . ?
N1 C7 H7A 109.3 . . ?
C2 C7 H7B 109.3 . . ?
N1 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
N1 C8 C9 111.3(4) . . ?
N1 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N1 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C14 C9 C10 121.3(4) . . ?
C14 C9 C8 122.2(4) . . ?
C10 C9 C8 116.5(4) . . ?
O2 C10 C11 124.7(4) . . ?
O2 C10 C9 118.3(4) . . ?
C11 C10 C9 116.9(4) . . ?
C10 C11 C12 119.1(4) . . ?
C10 C11 C15 124.2(4) . . ?
C12 C11 C15 116.2(4) . . ?
C13 C12 C11 120.9(5) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 121.2(5) . . ?
C12 C13 Cl2 118.9(4) . . ?
C14 C13 Cl2 119.7(4) . . ?
C13 C14 C9 120.1(5) . . ?
C13 C14 H14 120.0 . . ?
C9 C14 H14 120.0 . . ?
N2 C15 C11 126.6(4) . . ?
N2 C15 H15 116.7 . . ?
C11 C15 H15 116.7 . . ?
C17 C16 N2 111.4(4) . . ?
C17 C16 H16A 109.3 . . ?
N2 C16 H16A 109.3 . . ?
C17 C16 H16B 109.3 . . ?
N2 C16 H16B 109.3 . . ?
H16A C16 H16B 108.0 . . ?
C16 C17 C18 116.6(4) . . ?
C16 C17 H17A 108.1 . . ?
C18 C17 H17A 108.1 . . ?
C16 C17 H17B 108.1 . . ?
C18 C17 H17B 108.1 . . ?
H17A C17 H17B 107.3 . . ?
N3 C18 C17 113.2(4) . . ?
N3 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
N3 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.8 . . ?
N3 C19 C6 123.4(5) . . ?
N3 C19 H19 118.3 . . ?
C6 C19 H19 118.3 . . ?
C25 C20 N1 112.6(5) . . ?
C25 C20 C21 112.9(5) . . ?
N1 C20 C21 113.4(4) . . ?
C25 C20 H20 105.7 . . ?
N1 C20 H20 105.7 . . ?
C21 C20 H20 105.7 . . ?
C22 C21 C20 108.0(5) . . ?
C22 C21 H21A 110.1 . . ?
C20 C21 H21A 110.1 . . ?
C22 C21 H21B 110.1 . . ?
C20 C21 H21B 110.1 . . ?
H21A C21 H21B 108.4 . . ?
C21 C22 C23 111.8(6) . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22B 109.3 . . ?
C23 C22 H22B 109.3 . . ?
H22A C22 H22B 107.9 . . ?
C24 C23 C22 113.6(6) . . ?
C24 C23 H23A 108.9 . . ?
C22 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C25 C24 C23 111.0(6) . . ?
C25 C24 H24A 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
C20 C25 C24 109.7(6) . . ?
C20 C25 H25A 109.7 . . ?
C24 C25 H25A 109.7 . . ?
C20 C25 H25B 109.7 . . ?
C24 C25 H25B 109.7 . . ?
H25A C25 H25B 108.2 . . ?
C8 N1 C7 112.9(4) . . ?
C8 N1 C20 111.0(4) . . ?
C7 N1 C20 112.7(4) . . ?
C15 N2 C16 117.2(4) . . ?
C15 N2 Zn1 122.5(3) . . ?
C16 N2 Zn1 120.3(3) . . ?
C19 N3 C18 126.1(5) . . ?
C19 N3 H3A 105.8 . . ?
C18 N3 H3A 105.8 . . ?
C19 N3 H3B 105.8 . . ?
C18 N3 H3B 105.8 . . ?
H3A N3 H3B 106.2 . . ?
C1 O1 H1A 109.1 . . ?
C10 O2 Zn1 126.0(3) . . ?
C10 O2 H2 117.0 . . ?
Zn1 O2 H2 117.0 . . ?

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
O1 C1 C2 C3 179.9(5) . . . . ?
C6 C1 C2 C3 1.9(8) . . . . ?
O1 C1 C2 C7 1.5(7) . . . . ?
C6 C1 C2 C7 -176.5(4) . . . . ?
C1 C2 C3 C4 -0.8(8) . . . . ?
C7 C2 C3 C4 177.5(5) . . . . ?
C2 C3 C4 C5 -1.2(9) . . . . ?
C2 C3 C4 Cl1 179.9(4) . . . . ?
C3 C4 C5 C6 2.1(9) . . . . ?
Cl1 C4 C5 C6 -179.0(4) . . . . ?
O1 C1 C6 C19 -2.7(8) . . . . ?
C2 C1 C6 C19 175.2(5) . . . . ?
O1 C1 C6 C5 -179.1(5) . . . . ?
C2 C1 C6 C5 -1.1(7) . . . . ?
C4 C5 C6 C19 -177.3(5) . . . . ?
C4 C5 C6 C1 -0.9(8) . . . . ?
C3 C2 C7 N1 -121.5(6) . . . . ?
C1 C2 C7 N1 56.9(6) . . . . ?
N1 C8 C9 C14 124.4(5) . . . . ?
N1 C8 C9 C10 -53.8(6) . . . . ?
C14 C9 C10 O2 176.1(5) . . . . ?
C8 C9 C10 O2 -5.7(6) . . . . ?
C14 C9 C10 C11 -6.9(7) . . . . ?
C8 C9 C10 C11 171.3(4) . . . . ?
O2 C10 C11 C12 -175.7(5) . . . . ?
C9 C10 C11 C12 7.5(7) . . . . ?
O2 C10 C11 C15 12.9(8) . . . . ?
C9 C10 C11 C15 -163.9(4) . . . . ?
C10 C11 C12 C13 -2.6(8) . . . . ?
C15 C11 C12 C13 169.5(5) . . . . ?
C11 C12 C13 C14 -3.5(9) . . . . ?
C11 C12 C13 Cl2 -179.3(4) . . . . ?
C12 C13 C14 C9 4.3(9) . . . . ?
Cl2 C13 C14 C9 -180.0(4) . . . . ?
C10 C9 C14 C13 1.1(8) . . . . ?
C8 C9 C14 C13 -177.0(5) . . . . ?
C10 C11 C15 N2 -3.7(8) . . . . ?
C12 C11 C15 N2 -175.2(5) . . . . ?
N2 C16 C17 C18 70.2(6) . . . . ?
C16 C17 C18 N3 -71.8(6) . . . . ?
C1 C6 C19 N3 0.8(8) . . . . ?
C5 C6 C19 N3 177.0(5) . . . . ?
C25 C20 C21 C22 59.7(7) . . . . ?
N1 C20 C21 C22 -170.8(6) . . . . ?
C20 C21 C22 C23 -54.7(8) . . . . ?
C21 C22 C23 C24 53.3(10) . . . . ?
C22 C23 C24 C25 -51.7(10) . . . . ?
N1 C20 C25 C24 170.5(5) . . . . ?
C21 C20 C25 C24 -59.5(7) . . . . ?
C23 C24 C25 C20 53.8(9) . . . . ?
C9 C8 N1 C7 -84.5(5) . . . . ?
C9 C8 N1 C20 147.9(4) . . . . ?
C2 C7 N1 C8 69.3(5) . . . . ?
C2 C7 N1 C20 -164.0(4) . . . . ?
C25 C20 N1 C8 -167.5(5) . . . . ?
C21 C20 N1 C8 62.8(6) . . . . ?
C25 C20 N1 C7 64.8(6) . . . . ?
C21 C20 N1 C7 -64.9(6) . . . . ?
C11 C15 N2 C16 170.4(4) . . . . ?
C11 C15 N2 Zn1 -9.8(7) . . . . ?
C17 C16 N2 C15 -108.7(5) . . . . ?
C17 C16 N2 Zn1 71.5(5) . . . . ?
O2 Zn1 N2 C15 12.0(4) . . . . ?
Br1 Zn1 N2 C15 129.4(4) . . . . ?
Br2 Zn1 N2 C15 -103.8(4) . . . . ?
O2 Zn1 N2 C16 -168.2(4) . . . . ?
Br1 Zn1 N2 C16 -50.8(4) . . . . ?
Br2 Zn1 N2 C16 76.0(4) . . . . ?
C6 C19 N3 C18 -177.9(5) . . . . ?
C17 C18 N3 C19 142.0(6) . . . . ?
C11 C10 O2 Zn1 -6.5(7) . . . . ?
C9 C10 O2 Zn1 170.2(3) . . . . ?
N2 Zn1 O2 C10 -4.2(4) . . . . ?
Br1 Zn1 O2 C10 -127.8(3) . . . . ?
Br2 Zn1 O2 C10 106.6(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.49
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.054
_database_code_depnum_ccdc_archive 'CCDC 988805'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H33 Cl2 I2 N3 O3 Zn2'
_chemical_formula_sum            'C27 H33 Cl2 I2 N3 O3 Zn2'
_chemical_formula_weight         903.00

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'
I I -0.4742 1.8119 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 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'

_cell_length_a                   15.4126(16)
_cell_length_b                   13.5156(16)
_cell_length_c                   15.8239(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.866(3)
_cell_angle_gamma                90.00
_cell_volume                     3288.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    3886
_cell_measurement_theta_min      2.336
_cell_measurement_theta_max      24.755

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1760
_exptl_absorpt_coefficient_mu    3.530
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7323
_exptl_absorpt_correction_T_max  0.7323
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9075
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_av_unetI/netI     0.0588
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4929
_reflns_number_gt                4188
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1071P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_number_reflns         4929
_refine_ls_number_parameters     353
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1526
_refine_ls_wR_factor_gt          0.1485
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      1.003
_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 0.69950(8) -0.06922(9) 0.29362(8) 0.0434(3) Uani 1 1 d . . .
Zn2 Zn 0.84649(9) -0.14649(10) 0.16710(8) 0.0448(3) Uani 1 1 d . . .
C1 C 0.7661(6) 0.1301(7) 0.3117(7) 0.033(2) Uani 1 1 d . . .
C2 C 0.6988(7) 0.1661(8) 0.2522(7) 0.039(2) Uani 1 1 d . . .
C3 C 0.6886(7) 0.2694(8) 0.2418(7) 0.044(3) Uani 1 1 d . . .
H3 H 0.6442 0.2933 0.2046 0.052 Uiso 1 1 calc R . .
C4 C 0.7414(7) 0.3337(8) 0.2841(8) 0.046(3) Uani 1 1 d . . .
C5 C 0.8144(8) 0.3006(8) 0.3364(7) 0.045(3) Uani 1 1 d . . .
H5 H 0.8534 0.3454 0.3624 0.054 Uiso 1 1 calc R . .
C6 C 0.8255(7) 0.2002(7) 0.3476(7) 0.038(2) Uani 1 1 d . . .
C7 C 0.6445(7) 0.1047(8) 0.1956(7) 0.040(2) Uani 1 1 d . . .
H7 H 0.6084 0.1366 0.1547 0.048 Uiso 1 1 calc R . .
C8 C 0.5836(7) -0.0395(9) 0.1311(8) 0.048(3) Uani 1 1 d . . .
H8A H 0.5284 -0.0531 0.1548 0.057 Uiso 1 1 calc R . .
H8B H 0.5725 0.0058 0.0841 0.057 Uiso 1 1 calc R . .
C9 C 0.6182(7) -0.1335(8) 0.0980(7) 0.046(3) Uani 1 1 d . . .
H9A H 0.5703 -0.1689 0.0689 0.055 Uiso 1 1 calc R . .
H9B H 0.6390 -0.1737 0.1460 0.055 Uiso 1 1 calc R . .
C10 C 0.6911(8) -0.1251(9) 0.0382(7) 0.048(3) Uani 1 1 d . . .
H10A H 0.7075 -0.1908 0.0205 0.057 Uiso 1 1 calc R . .
H10B H 0.6703 -0.0885 -0.0119 0.057 Uiso 1 1 calc R . .
C11 C 0.7804(7) 0.0167(8) 0.0574(6) 0.039(2) Uani 1 1 d . . .
H11 H 0.7462 0.0402 0.0110 0.047 Uiso 1 1 calc R . .
C12 C 0.8417(7) 0.0864(8) 0.0975(6) 0.040(2) Uani 1 1 d . . .
C13 C 0.9002(6) 0.0586(8) 0.1673(6) 0.035(2) Uani 1 1 d . . .
C14 C 0.9454(7) 0.1385(8) 0.2089(6) 0.037(2) Uani 1 1 d . . .
C15 C 0.9357(7) 0.2336(8) 0.1808(7) 0.040(2) Uani 1 1 d . . .
H15 H 0.9671 0.2837 0.2092 0.048 Uiso 1 1 calc R . .
C16 C 0.8810(7) 0.2572(8) 0.1121(7) 0.041(2) Uani 1 1 d . . .
C17 C 0.8317(7) 0.1814(8) 0.0707(7) 0.040(2) Uani 1 1 d . . .
H17 H 0.7926 0.1964 0.0252 0.048 Uiso 1 1 calc R . .
C18 C 1.0014(7) 0.1141(9) 0.2890(7) 0.044(2) Uani 1 1 d . . .
H18A H 1.0427 0.0629 0.2764 0.053 Uiso 1 1 calc R . .
H18B H 1.0342 0.1724 0.3073 0.053 Uiso 1 1 calc R . .
C19 C 0.9016(7) 0.1622(8) 0.4016(7) 0.041(2) Uani 1 1 d . . .
H19A H 0.8815 0.1379 0.4546 0.049 Uiso 1 1 calc R . .
H19B H 0.9417 0.2162 0.4146 0.049 Uiso 1 1 calc R . .
C20 C 1.0006(7) 0.0184(9) 0.4281(8) 0.047(3) Uani 1 1 d . . .
H20 H 0.9603 0.0049 0.4720 0.056 Uiso 1 1 calc R . .
C21 C 1.0251(9) -0.0818(9) 0.3927(10) 0.058(3) Uani 1 1 d . . .
H21A H 1.0667 -0.0732 0.3500 0.070 Uiso 1 1 calc R . .
H21B H 0.9739 -0.1142 0.3666 0.070 Uiso 1 1 calc R . .
C22 C 1.0651(10) -0.1453(12) 0.4663(13) 0.078(5) Uani 1 1 d . . .
H22A H 1.0222 -0.1564 0.5075 0.094 Uiso 1 1 calc R . .
H22B H 1.0825 -0.2091 0.4450 0.094 Uiso 1 1 calc R . .
C23 C 1.1448(12) -0.0921(14) 0.5091(13) 0.095(6) Uani 1 1 d . . .
H23A H 1.1686 -0.1314 0.5564 0.114 Uiso 1 1 calc R . .
H23B H 1.1893 -0.0857 0.4688 0.114 Uiso 1 1 calc R . .
C24 C 1.1213(11) 0.0079(13) 0.5399(9) 0.078(4) Uani 1 1 d . . .
H24A H 1.1737 0.0405 0.5632 0.093 Uiso 1 1 calc R . .
H24B H 1.0828 0.0002 0.5855 0.093 Uiso 1 1 calc R . .
C25 C 1.0767(8) 0.0750(9) 0.4714(8) 0.053(3) Uani 1 1 d . . .
H25A H 1.0560 0.1351 0.4969 0.064 Uiso 1 1 calc R . .
H25B H 1.1177 0.0933 0.4302 0.064 Uiso 1 1 calc R . .
C26 C 0.7546(14) -0.2749(12) 0.2902(11) 0.116(6) Uani 1 1 d DU . .
H26A H 0.7450 -0.3210 0.2436 0.139 Uiso 1 1 calc R . .
H26B H 0.7042 -0.2743 0.3239 0.139 Uiso 1 1 calc R . .
C27 C 0.8476(15) -0.2999(18) 0.3498(12) 0.117(6) Uani 1 1 d U . .
H27A H 0.8964 -0.2942 0.3153 0.175 Uiso 1 1 calc R . .
H27B H 0.8451 -0.3660 0.3718 0.175 Uiso 1 1 calc R . .
H27C H 0.8541 -0.2538 0.3958 0.175 Uiso 1 1 calc R . .
Cl1 Cl 0.7304(3) 0.4618(2) 0.2687(3) 0.0688(9) Uani 1 1 d . . .
Cl2 Cl 0.8653(2) 0.3783(2) 0.0798(2) 0.0647(9) Uani 1 1 d . . .
I1 I 0.58529(6) -0.12048(8) 0.39436(5) 0.0723(3) Uani 1 1 d . . .
I2 I 0.91544(6) -0.29906(7) 0.10721(6) 0.0717(3) Uani 1 1 d . . .
N1 N 0.6418(5) 0.0102(6) 0.1970(5) 0.0343(18) Uani 1 1 d . . .
N2 N 0.7675(5) -0.0749(6) 0.0786(6) 0.0379(19) Uani 1 1 d . . .
N3 N 0.9491(5) 0.0798(6) 0.3592(5) 0.0333(18) Uani 1 1 d . . .
O1 O 0.7785(4) 0.0377(5) 0.3298(4) 0.0391(16) Uani 1 1 d . . .
O2 O 0.9139(5) -0.0309(6) 0.1974(5) 0.0461(17) Uani 1 1 d . . .
O3 O 0.7775(8) -0.1711(6) 0.2597(7) 0.068(3) Uani 1 1 d . . .
H3A H 0.8177 -0.1533 0.2959 0.103 Uiso 1 1 d RD . .


_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 O3 1.928(10) . ?
Zn1 O1 1.950(7) . ?
Zn1 N1 2.024(9) . ?
Zn1 I1 2.5491(14) . ?
Zn1 H3A 2.1463 . ?
Zn2 O3 1.897(9) . ?
Zn2 O2 1.919(8) . ?
Zn2 N2 2.037(9) . ?
Zn2 I2 2.5329(16) . ?
Zn2 H3A 2.1173 . ?
C1 O1 1.293(12) . ?
C1 C6 1.410(14) . ?
C1 C2 1.438(15) . ?
C2 C3 1.413(15) . ?
C2 C7 1.446(15) . ?
C3 C4 1.339(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.423(17) . ?
C4 Cl1 1.754(12) . ?
C5 C6 1.377(15) . ?
C5 H5 0.9300 . ?
C6 C19 1.495(15) . ?
C7 N1 1.278(13) . ?
C7 H7 0.9300 . ?
C8 C9 1.486(17) . ?
C8 N1 1.489(13) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.521(17) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N2 1.468(14) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 N2 1.301(14) . ?
C11 C12 1.451(15) . ?
C11 H11 0.9300 . ?
C12 C17 1.358(16) . ?
C12 C13 1.427(15) . ?
C13 O2 1.313(13) . ?
C13 C14 1.422(15) . ?
C14 C15 1.364(15) . ?
C14 C18 1.521(14) . ?
C15 C16 1.368(16) . ?
C15 H15 0.9300 . ?
C16 C17 1.410(15) . ?
C16 Cl2 1.727(11) . ?
C17 H17 0.9300 . ?
C18 N3 1.490(14) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 N3 1.513(14) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.523(18) . ?
C20 C25 1.524(16) . ?
C20 N3 1.546(13) . ?
C20 H20 0.9800 . ?
C21 C22 1.54(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.54(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.49(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.540(17) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 O3 1.533(12) . ?
C26 C27 1.70(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
O3 H3A 0.8500 . ?

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
O3 Zn1 O1 102.9(4) . . ?
O3 Zn1 N1 114.8(4) . . ?
O1 Zn1 N1 93.6(3) . . ?
O3 Zn1 I1 116.7(3) . . ?
O1 Zn1 I1 117.5(2) . . ?
N1 Zn1 I1 109.3(2) . . ?
O3 Zn1 H3A 23.3 . . ?
O1 Zn1 H3A 82.8 . . ?
N1 Zn1 H3A 128.5 . . ?
I1 Zn1 H3A 117.8 . . ?
O3 Zn2 O2 105.8(4) . . ?
O3 Zn2 N2 106.0(4) . . ?
O2 Zn2 N2 94.2(3) . . ?
O3 Zn2 I2 114.7(3) . . ?
O2 Zn2 I2 121.5(2) . . ?
N2 Zn2 I2 112.1(2) . . ?
O3 Zn2 H3A 23.6 . . ?
O2 Zn2 H3A 86.6 . . ?
N2 Zn2 H3A 121.9 . . ?
I2 Zn2 H3A 116.4 . . ?
O1 C1 C6 118.6(9) . . ?
O1 C1 C2 124.1(9) . . ?
C6 C1 C2 117.2(9) . . ?
C3 C2 C1 118.7(9) . . ?
C3 C2 C7 116.1(10) . . ?
C1 C2 C7 125.0(10) . . ?
C4 C3 C2 121.6(11) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 121.1(10) . . ?
C3 C4 Cl1 121.4(10) . . ?
C5 C4 Cl1 117.1(8) . . ?
C6 C5 C4 118.1(9) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C5 C6 C1 122.6(10) . . ?
C5 C6 C19 119.9(9) . . ?
C1 C6 C19 117.5(9) . . ?
N1 C7 C2 125.5(10) . . ?
N1 C7 H7 117.3 . . ?
C2 C7 H7 117.3 . . ?
C9 C8 N1 114.8(9) . . ?
C9 C8 H8A 108.6 . . ?
N1 C8 H8A 108.6 . . ?
C9 C8 H8B 108.6 . . ?
N1 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
C8 C9 C10 116.9(10) . . ?
C8 C9 H9A 108.1 . . ?
C10 C9 H9A 108.1 . . ?
C8 C9 H9B 108.1 . . ?
C10 C9 H9B 108.1 . . ?
H9A C9 H9B 107.3 . . ?
N2 C10 C9 111.6(9) . . ?
N2 C10 H10A 109.3 . . ?
C9 C10 H10A 109.3 . . ?
N2 C10 H10B 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
N2 C11 C12 127.7(10) . . ?
N2 C11 H11 116.2 . . ?
C12 C11 H11 116.2 . . ?
C17 C12 C13 122.9(10) . . ?
C17 C12 C11 114.9(10) . . ?
C13 C12 C11 121.8(10) . . ?
O2 C13 C14 118.0(9) . . ?
O2 C13 C12 127.0(10) . . ?
C14 C13 C12 115.0(9) . . ?
C15 C14 C13 121.7(9) . . ?
C15 C14 C18 121.3(10) . . ?
C13 C14 C18 117.0(9) . . ?
C14 C15 C16 121.7(10) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C15 C16 C17 118.9(10) . . ?
C15 C16 Cl2 121.5(9) . . ?
C17 C16 Cl2 119.4(9) . . ?
C12 C17 C16 119.7(10) . . ?
C12 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
N3 C18 C14 112.5(8) . . ?
N3 C18 H18A 109.1 . . ?
C14 C18 H18A 109.1 . . ?
N3 C18 H18B 109.1 . . ?
C14 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C6 C19 N3 112.6(8) . . ?
C6 C19 H19A 109.1 . . ?
N3 C19 H19A 109.1 . . ?
C6 C19 H19B 109.1 . . ?
N3 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
C21 C20 C25 114.2(10) . . ?
C21 C20 N3 110.3(10) . . ?
C25 C20 N3 113.0(9) . . ?
C21 C20 H20 106.3 . . ?
C25 C20 H20 106.3 . . ?
N3 C20 H20 106.3 . . ?
C20 C21 C22 108.2(13) . . ?
C20 C21 H21A 110.1 . . ?
C22 C21 H21A 110.1 . . ?
C20 C21 H21B 110.1 . . ?
C22 C21 H21B 110.1 . . ?
H21A C21 H21B 108.4 . . ?
C23 C22 C21 109.8(13) . . ?
C23 C22 H22A 109.7 . . ?
C21 C22 H22A 109.7 . . ?
C23 C22 H22B 109.7 . . ?
C21 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?
C24 C23 C22 111.3(14) . . ?
C24 C23 H23A 109.4 . . ?
C22 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C22 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C23 C24 C25 114.2(13) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C20 C25 C24 108.3(10) . . ?
C20 C25 H25A 110.0 . . ?
C24 C25 H25A 110.0 . . ?
C20 C25 H25B 110.0 . . ?
C24 C25 H25B 110.0 . . ?
H25A C25 H25B 108.4 . . ?
O3 C26 C27 98.8(11) . . ?
O3 C26 H26A 112.0 . . ?
C27 C26 H26A 112.0 . . ?
O3 C26 H26B 112.0 . . ?
C27 C26 H26B 112.0 . . ?
H26A C26 H26B 109.7 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C7 N1 C8 117.2(9) . . ?
C7 N1 Zn1 122.0(7) . . ?
C8 N1 Zn1 120.2(7) . . ?
C11 N2 C10 117.3(9) . . ?
C11 N2 Zn2 122.3(7) . . ?
C10 N2 Zn2 120.3(7) . . ?
C18 N3 C19 113.9(8) . . ?
C18 N3 C20 114.5(8) . . ?
C19 N3 C20 108.9(8) . . ?
C1 O1 Zn1 124.8(6) . . ?
C13 O2 Zn2 126.0(7) . . ?
C26 O3 Zn2 123.9(10) . . ?
C26 O3 Zn1 113.9(11) . . ?
Zn2 O3 Zn1 118.8(4) . . ?
C26 O3 H3A 102.7 . . ?
Zn2 O3 H3A 92.9 . . ?
Zn1 O3 H3A 92.9 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         2.253
_refine_diff_density_min         -1.034
_refine_diff_density_rms         0.165
_database_code_depnum_ccdc_archive 'CCDC 988806'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H39 Cl2 N3 O3 Zn2'
_chemical_formula_sum            'C29 H39 Cl2 N3 O3 Zn2'
_chemical_formula_weight         679.31

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'

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

_cell_length_a                   21.705(7)
_cell_length_b                   12.007(4)
_cell_length_c                   12.259(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3194.8(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    1592
_cell_measurement_theta_min      2.373
_cell_measurement_theta_max      27.504

_exptl_crystal_description       block
_exptl_crystal_colour            yello
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_absorpt_coefficient_mu    1.702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8483
_exptl_absorpt_correction_T_max  0.8483
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21785
_diffrn_reflns_av_R_equivalents  0.1232
_diffrn_reflns_av_unetI/netI     0.1945
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2944
_reflns_number_gt                1072
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0610P)²+2.1890P] 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         2944
_refine_ls_number_parameters     200
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.2493
_refine_ls_R_factor_gt           0.0942
_refine_ls_wR_factor_ref         0.2440
_refine_ls_wR_factor_gt          0.2077
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.004
_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 0.34531(5) 0.88674(11) 0.61385(12) 0.0635(6) Uani 1 1 d U . .
C1 C 0.4783(5) 0.8884(8) 0.6575(9) 0.044(3) Uani 1 1 d . . .
C2 C 0.4676(5) 0.9026(8) 0.7741(9) 0.046(3) Uani 1 1 d . . .
C3 C 0.5196(5) 0.9147(8) 0.8385(9) 0.052(3) Uani 1 1 d . . .
H3 H 0.5133 0.9238 0.9130 0.063 Uiso 1 1 calc R . .
C4 C 0.5799(5) 0.9145(8) 0.8026(10) 0.053(3) Uani 1 1 d U . .
C5 C 0.5872(5) 0.8945(9) 0.6935(11) 0.056(3) Uani 1 1 d . . .
H5 H 0.6271 0.8916 0.6659 0.067 Uiso 1 1 calc R . .
C6 C 0.5394(4) 0.8786(8) 0.6226(9) 0.045(3) Uani 1 1 d . . .
C7 C 0.6328(6) 0.9306(13) 0.8824(11) 0.103(5) Uani 1 1 d U . .
H7A H 0.6600 0.8677 0.8784 0.154 Uiso 1 1 calc R . .
H7B H 0.6167 0.9370 0.9551 0.154 Uiso 1 1 calc R . .
H7C H 0.6550 0.9971 0.8640 0.154 Uiso 1 1 calc R . .
C8 C 0.4080(5) 0.8909(9) 0.8234(9) 0.055(3) Uani 1 1 d . . .
H8 H 0.4075 0.8954 0.8992 0.066 Uiso 1 1 calc R . .
C9 C 0.3029(5) 0.8561(10) 0.8518(10) 0.073(4) Uani 1 1 d U . .
H9A H 0.2751 0.9192 0.8469 0.087 Uiso 1 1 calc R . .
H9B H 0.3183 0.8530 0.9260 0.087 Uiso 1 1 calc R . .
C10 C 0.2667(7) 0.7500 0.8286(16) 0.089(7) Uani 1 2 d S . .
H10A H 0.2542 0.7500 0.7526 0.106 Uiso 1 2 calc SR . .
H10B H 0.2297 0.7500 0.8728 0.106 Uiso 1 2 calc SR . .
C11 C 0.5518(5) 0.8549(8) 0.5056(9) 0.060(3) Uani 1 1 d U . .
H11A H 0.5958 0.8450 0.4953 0.072 Uiso 1 1 calc R . .
H11B H 0.5390 0.9182 0.4621 0.072 Uiso 1 1 calc R . .
C12 C 0.5090(9) 0.7500 0.3425(14) 0.079(3) Uani 1 2 d SU . .
H12A H 0.4974 0.6736 0.3320 0.095 Uiso 0.50 1 d PR . .
C13 C 0.4549(13) 0.7967(19) 0.3012(19) 0.097(10) Uani 0.50 1 d P . .
H13A H 0.4603 0.8760 0.2999 0.116 Uiso 0.50 1 d PR . .
H13B H 0.4212 0.7792 0.3489 0.116 Uiso 0.50 1 d PR . .
C14 C 0.4432(11) 0.7500 0.1799(17) 0.117(5) Uani 1 2 d SU . .
H14A H 0.4076 0.7850 0.1484 0.140 Uiso 0.50 1 d PR . .
H14B H 0.4371 0.6708 0.1805 0.140 Uiso 0.50 1 d PR . .
C15 C 0.4978(13) 0.780(3) 0.115(2) 0.115(5) Uani 0.50 1 d PU . .
H15A H 0.4984 0.8594 0.1087 0.137 Uiso 0.50 1 d PR . .
H15B H 0.4939 0.7500 0.0428 0.137 Uiso 1 2 d SR . .
C16 C 0.5521(11) 0.7500 0.1519(17) 0.110(4) Uani 1 2 d SU . .
H16A H 0.5820 0.7962 0.1160 0.132 Uiso 0.50 1 d PR . .
H16B H 0.5589 0.6755 0.1260 0.132 Uiso 0.50 1 d PR . .
C17 C 0.5700(9) 0.7500 0.2782(14) 0.094(3) Uani 1 2 d SU . .
H17A H 0.5935 0.6850 0.2965 0.113 Uiso 0.50 1 d PR . .
H17B H 0.5935 0.8150 0.2965 0.113 Uiso 0.50 1 d PR . .
C18 C 0.2681(9) 0.7500 0.4525(14) 0.109(4) Uani 1 2 d SDU . .
H18A H 0.2421 0.8136 0.4688 0.130 Uiso 0.50 1 calc PR . .
H18B H 0.2421 0.6864 0.4688 0.130 Uiso 0.50 1 calc PR . .
C19 C 0.261(3) 0.7500 0.3266(15) 0.41(4) Uani 1 2 d SDU . .
H19A H 0.2225 0.7826 0.3068 0.617 Uiso 0.50 1 calc PR . .
H19B H 0.2631 0.6748 0.3000 0.617 Uiso 0.50 1 calc PR . .
H19C H 0.2942 0.7926 0.2948 0.617 Uiso 0.50 1 calc PR . .
Cl1 Cl 0.29623(14) 1.0402(3) 0.5641(4) 0.1019(14) Uani 1 1 d . . .
N1 N 0.3547(4) 0.8749(7) 0.7784(8) 0.056(2) Uani 1 1 d U . .
N2 N 0.5180(7) 0.7500 0.4652(10) 0.073(3) Uani 1 2 d SU . .
O1 O 0.4339(3) 0.8788(5) 0.5860(5) 0.0515(19) Uani 1 1 d . . .
O2 O 0.3075(6) 0.7500 0.5571(11) 0.105(3) Uani 1 2 d SDU . .
H2A H 0.3500 0.7500 0.5469 0.158 Uiso 1 2 d SR . .


_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 O1 1.956(6) . ?
Zn1 O2 1.963(6) . ?
Zn1 N1 2.032(10) . ?
Zn1 Cl1 2.214(3) . ?
Zn1 Zn1 3.284(3) 8_575 ?
Zn1 H2A 1.8385 . ?
C1 O1 1.308(11) . ?
C1 C6 1.397(13) . ?
C1 C2 1.458(14) . ?
C2 C3 1.385(14) . ?
C2 C8 1.436(14) . ?
C3 C4 1.380(14) . ?
C3 H3 0.9300 . ?
C4 C5 1.368(14) . ?
C4 C7 1.520(15) . ?
C5 C6 1.367(14) . ?
C5 H5 0.9300 . ?
C6 C11 1.487(14) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 N1 1.296(12) . ?
C8 H8 0.9300 . ?
C9 N1 1.457(12) . ?
C9 C10 1.524(13) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C9 1.524(13) 8_575 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 N2 1.540(12) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.40(3) 8_575 ?
C12 C13 1.40(3) . ?
C12 N2 1.52(2) . ?
C12 C17 1.54(2) . ?
C12 H12A 0.9600 . ?
C13 C13 1.12(5) 8_575 ?
C13 C14 1.61(3) . ?
C13 H13A 0.9601 . ?
C13 H13B 0.9599 . ?
C14 C15 1.47(3) . ?
C14 C15 1.47(3) 8_575 ?
C14 C13 1.61(3) 8_575 ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C15 C15 0.72(6) 8_575 ?
C15 C16 1.31(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9615 . ?
C16 C15 1.31(3) 8_575 ?
C16 C17 1.60(2) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C17 H17A 0.9599 . ?
C17 H17B 0.9599 . ?
C18 O2 1.541(9) . ?
C18 C19 1.551(10) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
N2 C11 1.540(12) 8_575 ?
O2 Zn1 1.963(6) 8_575 ?
O2 H2A 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
O1 Zn1 O2 108.0(4) . . ?
O1 Zn1 N1 94.1(3) . . ?
O2 Zn1 N1 109.6(4) . . ?
O1 Zn1 Cl1 117.7(2) . . ?
O2 Zn1 Cl1 113.4(3) . . ?
N1 Zn1 Cl1 112.3(3) . . ?
O1 Zn1 Zn1 87.22(19) . 8_575 ?
O2 Zn1 Zn1 33.2(3) . 8_575 ?
N1 Zn1 Zn1 86.0(2) . 8_575 ?
Cl1 Zn1 Zn1 146.33(10) . 8_575 ?
O1 Zn1 H2A 79.9 . . ?
N1 Zn1 H2A 112.0 . . ?
Cl1 Zn1 H2A 130.3 . . ?
Zn1 Zn1 H2A 26.7 8_575 . ?
O1 C1 C6 119.1(10) . . ?
O1 C1 C2 123.3(9) . . ?
C6 C1 C2 117.5(9) . . ?
C3 C2 C8 120.3(11) . . ?
C3 C2 C1 116.1(10) . . ?
C8 C2 C1 123.1(10) . . ?
C4 C3 C2 126.2(11) . . ?
C4 C3 H3 116.9 . . ?
C2 C3 H3 116.9 . . ?
C5 C4 C3 115.0(10) . . ?
C5 C4 C7 124.3(12) . . ?
C3 C4 C7 120.7(12) . . ?
C6 C5 C4 123.9(10) . . ?
C6 C5 H5 118.0 . . ?
C4 C5 H5 118.0 . . ?
C5 C6 C1 120.9(10) . . ?
C5 C6 C11 120.2(9) . . ?
C1 C6 C11 118.9(9) . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 129.8(11) . . ?
N1 C8 H8 115.1 . . ?
C2 C8 H8 115.1 . . ?
N1 C9 C10 114.3(11) . . ?
N1 C9 H9A 108.7 . . ?
C10 C9 H9A 108.7 . . ?
N1 C9 H9B 108.7 . . ?
C10 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C9 C10 C9 113.5(14) . 8_575 ?
C9 C10 H10A 108.9 . . ?
C9 C10 H10A 108.9 8_575 . ?
C9 C10 H10B 108.9 . . ?
C9 C10 H10B 108.9 8_575 . ?
H10A C10 H10B 107.7 . . ?
C6 C11 N2 112.4(9) . . ?
C6 C11 H11A 109.1 . . ?
N2 C11 H11A 109.1 . . ?
C6 C11 H11B 109.1 . . ?
N2 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
C13 C12 C13 47(2) 8_575 . ?
C13 C12 N2 117.8(17) 8_575 . ?
C13 C12 N2 117.8(17) . . ?
C13 C12 C17 122.5(17) 8_575 . ?
C13 C12 C17 122.5(17) . . ?
N2 C12 C17 113.4(15) . . ?
C13 C12 H12A 49.2 8_575 . ?
C13 C12 H12A 96.5 . . ?
N2 C12 H12A 99.6 . . ?
C17 C12 H12A 99.1 . . ?
C13 C13 C12 66.3(11) 8_575 . ?
C13 C13 C14 69.6(9) 8_575 . ?
C12 C13 C14 109.2(17) . . ?
C13 C13 H13A 172.9 8_575 . ?
C12 C13 H13A 107.6 . . ?
C14 C13 H13A 110.5 . . ?
C13 C13 H13B 77.4 8_575 . ?
C12 C13 H13B 109.5 . . ?
C14 C13 H13B 111.5 . . ?
H13A C13 H13B 108.7 . . ?
C15 C14 C13 106.6(19) . . ?
C15 C14 C13 117(2) 8_575 . ?
C15 C14 C13 117(2) . 8_575 ?
C15 C14 C13 106.6(19) 8_575 8_575 ?
C15 C14 H14A 109.0 . . ?
C15 C14 H14A 122.6 8_575 . ?
C13 C14 H14A 110.3 . . ?
C13 C14 H14A 130.6 8_575 . ?
C15 C14 H14B 110.8 . . ?
C15 C14 H14B 82.7 8_575 . ?
C13 C14 H14B 111.1 . . ?
C13 C14 H14B 70.7 8_575 . ?
H14A C14 H14B 109.1 . . ?
C15 C15 C16 74.2(14) 8_575 . ?
C15 C15 C14 75.9(13) 8_575 . ?
C16 C15 C14 118(3) . . ?
C15 C15 H15A 175.1 8_575 . ?
C16 C15 H15A 106.8 . . ?
C14 C15 H15A 107.3 . . ?
C15 C15 H15B 68.1 8_575 . ?
C16 C15 H15B 107.2 . . ?
C14 C15 H15B 109.6 . . ?
H15A C15 H15B 107.1 . . ?
C15 C16 C17 123(2) 8_575 . ?
C15 C16 C17 123(2) . . ?
C15 C16 H16A 127.5 8_575 . ?
C15 C16 H16A 107.0 . . ?
C17 C16 H16A 106.2 . . ?
C15 C16 H16B 76.7 8_575 . ?
C15 C16 H16B 106.2 . . ?
C17 C16 H16B 106.4 . . ?
H16A C16 H16B 106.5 . . ?
C12 C17 C16 106.7(16) . . ?
C12 C17 H17A 109.7 . . ?
C16 C17 H17A 110.9 . . ?
C12 C17 H17B 109.7 . . ?
C16 C17 H17B 110.9 . . ?
H17A C17 H17B 108.8 . . ?
O2 C18 C19 152(3) . . ?
O2 C18 H18A 98.7 . . ?
C19 C18 H18A 98.7 . . ?
O2 C18 H18B 98.7 . . ?
C19 C18 H18B 98.7 . . ?
H18A C18 H18B 103.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 N1 C9 116.6(10) . . ?
C8 N1 Zn1 120.1(7) . . ?
C9 N1 Zn1 123.2(8) . . ?
C12 N2 C11 112.4(8) . . ?
C12 N2 C11 112.4(8) . 8_575 ?
C11 N2 C11 109.7(11) . 8_575 ?
C1 O1 Zn1 127.1(7) . . ?
C18 O2 Zn1 121.8(4) . . ?
C18 O2 Zn1 121.8(4) . 8_575 ?
Zn1 O2 Zn1 113.5(5) . 8_575 ?
C18 O2 H2A 116.0 . . ?
Zn1 O2 H2A 68.5 . . ?
Zn1 O2 H2A 68.5 8_575 . ?

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
O1 C1 C2 C3 -178.2(9) . . . . ?
C6 C1 C2 C3 5.3(13) . . . . ?
O1 C1 C2 C8 9.7(15) . . . . ?
C6 C1 C2 C8 -166.8(9) . . . . ?
C8 C2 C3 C4 172.4(10) . . . . ?
C1 C2 C3 C4 0.1(15) . . . . ?
C2 C3 C4 C5 -3.6(16) . . . . ?
C2 C3 C4 C7 179.0(11) . . . . ?
C3 C4 C5 C6 1.7(16) . . . . ?
C7 C4 C5 C6 179.0(11) . . . . ?
C4 C5 C6 C1 3.7(16) . . . . ?
C4 C5 C6 C11 -178.6(10) . . . . ?
O1 C1 C6 C5 176.1(9) . . . . ?
C2 C1 C6 C5 -7.2(14) . . . . ?
O1 C1 C6 C11 -1.5(14) . . . . ?
C2 C1 C6 C11 175.1(9) . . . . ?
C3 C2 C8 N1 -177.3(10) . . . . ?
C1 C2 C8 N1 -5.5(17) . . . . ?
N1 C9 C10 C9 67.7(19) . . . 8_575 ?
C5 C6 C11 N2 127.8(10) . . . . ?
C1 C6 C11 N2 -54.6(12) . . . . ?
N2 C12 C13 C13 -103.4(12) . . . 8_575 ?
C17 C12 C13 C13 106.2(13) . . . 8_575 ?
C13 C12 C13 C14 -56.3(18) 8_575 . . . ?
N2 C12 C13 C14 -159.7(11) . . . . ?
C17 C12 C13 C14 50(2) . . . . ?
C13 C13 C14 C15 -112.4(17) 8_575 . . . ?
C12 C13 C14 C15 -58(2) . . . . ?
C13 C13 C14 C15 -84.2(15) 8_575 . . 8_575 ?
C12 C13 C14 C15 -30(2) . . . 8_575 ?
C12 C13 C14 C13 54.4(19) . . . 8_575 ?
C13 C14 C15 C15 116.7(13) . . . 8_575 ?
C13 C14 C15 C15 74.0(12) 8_575 . . 8_575 ?
C15 C14 C15 C16 -63(2) 8_575 . . . ?
C13 C14 C15 C16 54(3) . . . . ?
C13 C14 C15 C16 11(3) 8_575 . . . ?
C14 C15 C16 C15 64(2) . . . 8_575 ?
C15 C15 C16 C17 -100.8(14) 8_575 . . . ?
C14 C15 C16 C17 -37(3) . . . . ?
C13 C12 C17 C16 28.4(14) 8_575 . . . ?
C13 C12 C17 C16 -28.4(14) . . . . ?
N2 C12 C17 C16 180.000(2) . . . . ?
C15 C16 C17 C12 -19.1(18) 8_575 . . . ?
C15 C16 C17 C12 19.1(18) . . . . ?
C2 C8 N1 C9 174.5(10) . . . . ?
C2 C8 N1 Zn1 -9.4(16) . . . . ?
C10 C9 N1 C8 -126.0(12) . . . . ?
C10 C9 N1 Zn1 58.1(14) . . . . ?
O1 Zn1 N1 C8 15.3(8) . . . . ?
O2 Zn1 N1 C8 126.1(9) . . . . ?
Cl1 Zn1 N1 C8 -106.9(8) . . . . ?
Zn1 Zn1 N1 C8 102.3(8) 8_575 . . . ?
O1 Zn1 N1 C9 -168.9(8) . . . . ?
O2 Zn1 N1 C9 -58.2(9) . . . . ?
Cl1 Zn1 N1 C9 68.8(8) . . . . ?
Zn1 Zn1 N1 C9 -82.0(8) 8_575 . . . ?
C13 C12 N2 C11 -144.8(14) 8_575 . . . ?
C13 C12 N2 C11 -90.8(18) . . . . ?
C17 C12 N2 C11 62.2(9) . . . . ?
C13 C12 N2 C11 90.8(18) 8_575 . . 8_575 ?
C13 C12 N2 C11 144.8(14) . . . 8_575 ?
C17 C12 N2 C11 -62.2(9) . . . 8_575 ?
C6 C11 N2 C12 157.2(11) . . . . ?
C6 C11 N2 C11 -77.0(13) . . . 8_575 ?
C6 C1 O1 Zn1 179.0(6) . . . . ?
C2 C1 O1 Zn1 2.5(13) . . . . ?
O2 Zn1 O1 C1 -124.8(8) . . . . ?
N1 Zn1 O1 C1 -12.7(8) . . . . ?
Cl1 Zn1 O1 C1 105.2(8) . . . . ?
Zn1 Zn1 O1 C1 -98.4(8) 8_575 . . . ?
C19 C18 O2 Zn1 79.8(10) . . . . ?
C19 C18 O2 Zn1 -79.8(10) . . . 8_575 ?
O1 Zn1 O2 C18 -107.1(13) . . . . ?
N1 Zn1 O2 C18 151.6(13) . . . . ?
Cl1 Zn1 O2 C18 25.2(15) . . . . ?
Zn1 Zn1 O2 C18 -161.1(19) 8_575 . . . ?
O1 Zn1 O2 Zn1 54.0(8) . . . 8_575 ?
N1 Zn1 O2 Zn1 -47.3(8) . . . 8_575 ?
Cl1 Zn1 O2 Zn1 -173.7(5) . . . 8_575 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.751
_refine_diff_density_min         -1.586
_refine_diff_density_rms         0.129
_database_code_depnum_ccdc_archive 'CCDC 988807'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H38 Br2 N4 O3 Zn2'
_chemical_formula_sum            'C29 H38 Br2 N4 O3 Zn2'
_chemical_formula_weight         781.19

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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'

_cell_length_a                   11.757(6)
_cell_length_b                   13.684(7)
_cell_length_c                   19.582(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3151(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2727
_cell_measurement_theta_min      2.507
_cell_measurement_theta_max      24.983

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1576
_exptl_absorpt_coefficient_mu    4.095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6849
_exptl_absorpt_correction_T_max  0.6849
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22913
_diffrn_reflns_av_R_equivalents  0.1282
_diffrn_reflns_av_unetI/netI     0.0997
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5547
_reflns_number_gt                3968
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0988P)²+39.7780P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.54(4)
_refine_ls_number_reflns         5547
_refine_ls_number_parameters     335
_refine_ls_number_restraints     71
_refine_ls_R_factor_all          0.1261
_refine_ls_R_factor_gt           0.0924
_refine_ls_wR_factor_ref         0.2247
_refine_ls_wR_factor_gt          0.2075
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.46919(13) 0.19598(12) 0.18938(8) 0.0236(4) Uani 1 1 d U . .
Zn2 Zn 0.18633(13) 0.19078(11) 0.18976(7) 0.0197(4) Uani 1 1 d U . .
Br1 Br 0.64887(14) 0.12722(13) 0.21677(9) 0.0416(5) Uani 1 1 d U . .
Br2 Br 0.01883(14) 0.10089(13) 0.21279(8) 0.0408(5) Uani 1 1 d U . .
C1 C 0.4673(18) 0.3365(11) 0.0795(9) 0.042 Uani 1 1 d U . .
C2 C 0.4792(13) 0.4178(11) 0.1271(7) 0.025 Uani 1 1 d U . .
C3 C 0.4932(15) 0.5122(11) 0.1028(9) 0.039 Uani 1 1 d U . .
H3 H 0.5010 0.5646 0.1343 0.047 Uiso 1 1 calc R . .
C4 C 0.4962(17) 0.5318(11) 0.0317(8) 0.041(4) Uani 1 1 d U . .
C5 C 0.4760(16) 0.4515(12) -0.0125(8) 0.041(4) Uani 1 1 d U . .
H5 H 0.4725 0.4629 -0.0603 0.049 Uiso 1 1 calc R . .
C6 C 0.4618(12) 0.3610(11) 0.0106(8) 0.028(3) Uani 1 1 d U . .
C7 C 0.506(2) 0.6352(14) 0.0078(12) 0.073(7) Uani 1 1 d . . .
H7A H 0.5421 0.6748 0.0433 0.109 Uiso 1 1 calc R . .
H7B H 0.4297 0.6612 -0.0017 0.109 Uiso 1 1 calc R . .
H7C H 0.5518 0.6376 -0.0339 0.109 Uiso 1 1 calc R . .
C8 C 0.4661(13) 0.4072(13) 0.2021(7) 0.035(4) Uani 1 1 d U . .
H8 H 0.4678 0.4659 0.2280 0.042 Uiso 1 1 calc R . .
C9 C 0.4357(13) 0.3360(12) 0.3089(8) 0.034(4) Uani 1 1 d . . .
H9A H 0.4274 0.4058 0.3211 0.041 Uiso 1 1 calc R . .
H9B H 0.5038 0.3105 0.3327 0.041 Uiso 1 1 calc R . .
C10 C 0.3315(14) 0.2804(11) 0.3335(7) 0.032(3) Uani 1 1 d . . .
H10A H 0.3350 0.2762 0.3840 0.039 Uiso 1 1 calc R . .
H10B H 0.3359 0.2129 0.3156 0.039 Uiso 1 1 calc R . .
C11 C 0.2152(12) 0.3233(11) 0.3136(7) 0.027(2) Uani 1 1 d U . .
H11A H 0.1545 0.2853 0.3365 0.032 Uiso 1 1 calc R . .
H11B H 0.2106 0.3915 0.3302 0.032 Uiso 1 1 calc R . .
C12 C 0.1809(14) 0.4004(10) 0.2080(7) 0.0298(14) Uani 1 1 d U . .
H12 H 0.1720 0.4567 0.2358 0.036 Uiso 1 1 calc R . .
C13 C 0.1761(15) 0.4174(10) 0.1367(7) 0.0302(14) Uani 1 1 d U . .
C14 C 0.1875(14) 0.3434(10) 0.0863(7) 0.0295(14) Uani 1 1 d U . .
C15 C 0.1972(12) 0.3691(12) 0.0172(7) 0.029(3) Uani 1 1 d U . .
C16 C 0.1899(15) 0.4703(12) -0.0013(8) 0.037(4) Uani 1 1 d U . .
H16 H 0.1903 0.4877 -0.0483 0.044 Uiso 1 1 calc R . .
C17 C 0.1820(16) 0.5449(11) 0.0486(7) 0.0329(14) Uani 1 1 d U . .
C18 C 0.1755(16) 0.5156(10) 0.1145(7) 0.0316(14) Uani 1 1 d U . .
H18 H 0.1701 0.5649 0.1485 0.038 Uiso 1 1 calc R . .
C19 C 0.1796(10) 0.6490(8) 0.0301(5) 0.0363(17) Uani 1 1 d U . .
H19A H 0.1447 0.6865 0.0672 0.054 Uiso 1 1 calc R . .
H19B H 0.1350 0.6577 -0.0118 0.054 Uiso 1 1 calc R . .
H19C H 0.2574 0.6722 0.0225 0.054 Uiso 1 1 calc R . .
C20 C 0.2213(10) 0.2960(8) -0.0368(5) 0.030(3) Uani 1 1 d RU . .
H20A H 0.2398 0.3302 -0.0799 0.036 Uiso 1 1 calc R . .
H20B H 0.1526 0.2557 -0.0447 0.036 Uiso 1 1 calc R . .
C21 C 0.4342(12) 0.2768(11) -0.0372(7) 0.025(3) Uani 1 1 d . . .
H21A H 0.4947 0.2267 -0.0344 0.030 Uiso 1 1 calc R . .
H21B H 0.4307 0.3008 -0.0848 0.030 Uiso 1 1 calc R . .
C22 C 0.3058(14) 0.1281(11) -0.0444(9) 0.039(4) Uani 1 1 d U . .
H22 H 0.2242 0.1105 -0.0369 0.047 Uiso 1 1 calc R . .
C23 C 0.3752(18) 0.0551(11) 0.0002(11) 0.052(5) Uani 1 1 d U . .
H23A H 0.3549 0.0622 0.0490 0.062 Uiso 1 1 calc R . .
H23B H 0.4578 0.0667 -0.0051 0.062 Uiso 1 1 calc R . .
C24 C 0.343(2) -0.0488(13) -0.0263(10) 0.064(6) Uani 1 1 d U . .
H24A H 0.3889 -0.0985 -0.0022 0.076 Uiso 1 1 calc R . .
H24B H 0.2616 -0.0618 -0.0161 0.076 Uiso 1 1 calc R . .
C25 C 0.3616(16) -0.0573(15) -0.1000(10) 0.056(3) Uani 1 1 d U . .
H25A H 0.3409 -0.1243 -0.1144 0.067 Uiso 1 1 calc R . .
H25B H 0.4438 -0.0485 -0.1092 0.067 Uiso 1 1 calc R . .
C26 C 0.2977(15) 0.0127(14) -0.1423(10) 0.054(3) Uani 1 1 d U . .
H26A H 0.2151 0.0003 -0.1377 0.065 Uiso 1 1 calc R . .
H26B H 0.3186 0.0041 -0.1909 0.065 Uiso 1 1 calc R . .
C27 C 0.3247(17) 0.1180(13) -0.1198(9) 0.052(3) Uani 1 1 d U . .
H27A H 0.4047 0.1338 -0.1309 0.062 Uiso 1 1 calc R . .
H27B H 0.2750 0.1644 -0.1446 0.062 Uiso 1 1 calc R . .
C28 C 0.284(2) 0.133(2) 0.6807(15) 0.091(9) Uani 1 1 d U . .
C29 C 0.3811(18) 0.1790(17) 0.6993(12) 0.077(7) Uani 1 1 d U . .
H29A H 0.3871 0.1797 0.7492 0.115 Uiso 1 1 calc R . .
H29B H 0.3802 0.2463 0.6822 0.115 Uiso 1 1 calc R . .
H29C H 0.4465 0.1442 0.6800 0.115 Uiso 1 1 calc R . .
N1 N 0.4528(10) 0.3279(9) 0.2355(6) 0.026(3) Uani 1 1 d . . .
N2 N 0.1951(10) 0.3221(8) 0.2395(6) 0.024(2) Uani 1 1 d U . .
N3 N 0.3184(10) 0.2310(7) -0.0172(5) 0.018(2) Uani 1 1 d . . .
N4 N 0.1995(15) 0.0850(14) 0.6648(12) 0.083(6) Uani 1 1 d . . .
O1 O 0.4580(7) 0.2451(7) 0.0965(4) 0.018(2) Uani 1 1 d . . .
O2 O 0.1898(8) 0.2500(6) 0.0999(4) 0.019(2) Uani 1 1 d U . .
O3 O 0.3340(8) 0.1070(6) 0.2065(4) 0.018 Uani 1 1 d . . .
H3A H 0.3352 0.0811 0.2537 0.027 Uiso 1 1 d R . .
H3B H 0.3357 0.0512 0.1744 0.027 Uiso 1 1 d 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 O1 1.943(9) . ?
Zn1 N1 2.028(12) . ?
Zn1 O3 2.030(9) . ?
Zn1 Br1 2.374(2) . ?
Zn2 O2 1.938(9) . ?
Zn2 N2 2.047(11) . ?
Zn2 O3 2.107(9) . ?
Zn2 Br2 2.365(2) . ?
C1 O1 1.299(17) . ?
C1 C6 1.39(2) . ?
C1 C2 1.46(2) . ?
C2 C3 1.39(2) . ?
C2 C8 1.484(19) . ?
C3 C4 1.42(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.42(2) . ?
C4 C7 1.50(2) . ?
C5 C6 1.33(2) . ?
C5 H5 0.9500 . ?
C6 C21 1.52(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 N1 1.277(19) . ?
C8 H8 0.9500 . ?
C9 N1 1.455(19) . ?
C9 C10 1.52(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.54(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N2 1.469(17) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 N2 1.247(17) . ?
C12 C13 1.417(19) . ?
C12 H12 0.9500 . ?
C13 C18 1.412(19) . ?
C13 C14 1.421(19) . ?
C14 O2 1.306(16) . ?
C14 C15 1.40(2) . ?
C15 C16 1.43(2) . ?
C15 C20 1.483(17) . ?
C16 C17 1.42(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.354(19) . ?
C17 C19 1.470(18) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 N3 1.498(15) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N3 1.549(18) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C27 1.50(2) . ?
C22 N3 1.512(17) . ?
C22 C23 1.56(2) . ?
C22 H22 1.0000 . ?
C23 C24 1.56(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.46(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.47(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.54(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 N4 1.23(3) . ?
C28 C29 1.35(3) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
O3 H3A 0.9900 . ?
O3 H3B 0.9900 . ?

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 N1 95.9(4) . . ?
O1 Zn1 O3 108.0(3) . . ?
N1 Zn1 O3 112.7(4) . . ?
O1 Zn1 Br1 114.1(3) . . ?
N1 Zn1 Br1 109.7(3) . . ?
O3 Zn1 Br1 114.9(3) . . ?
O2 Zn2 N2 93.7(4) . . ?
O2 Zn2 O3 110.6(3) . . ?
N2 Zn2 O3 111.2(4) . . ?
O2 Zn2 Br2 114.1(3) . . ?
N2 Zn2 Br2 114.1(3) . . ?
O3 Zn2 Br2 111.9(2) . . ?
O1 C1 C6 118.5(14) . . ?
O1 C1 C2 125.4(14) . . ?
C6 C1 C2 116.1(13) . . ?
C3 C2 C1 120.3(13) . . ?
C3 C2 C8 116.2(14) . . ?
C1 C2 C8 123.3(14) . . ?
C2 C3 C4 121.0(14) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 116.7(14) . . ?
C5 C4 C7 123.7(16) . . ?
C3 C4 C7 119.2(15) . . ?
C6 C5 C4 122.4(16) . . ?
C6 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
C5 C6 C1 123.3(15) . . ?
C5 C6 C21 121.6(14) . . ?
C1 C6 C21 115.1(13) . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 127.1(14) . . ?
N1 C8 H8 116.5 . . ?
C2 C8 H8 116.5 . . ?
N1 C9 C10 112.7(12) . . ?
N1 C9 H9A 109.0 . . ?
C10 C9 H9A 109.0 . . ?
N1 C9 H9B 109.0 . . ?
C10 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C9 C10 C11 116.4(12) . . ?
C9 C10 H10A 108.2 . . ?
C11 C10 H10A 108.2 . . ?
C9 C10 H10B 108.2 . . ?
C11 C10 H10B 108.2 . . ?
H10A C10 H10B 107.3 . . ?
N2 C11 C10 113.0(11) . . ?
N2 C11 H11A 109.0 . . ?
C10 C11 H11A 109.0 . . ?
N2 C11 H11B 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
N2 C12 C13 129.4(13) . . ?
N2 C12 H12 115.3 . . ?
C13 C12 H12 115.3 . . ?
C18 C13 C12 117.4(13) . . ?
C18 C13 C14 117.7(12) . . ?
C12 C13 C14 124.3(13) . . ?
O2 C14 C15 116.1(12) . . ?
O2 C14 C13 124.0(13) . . ?
C15 C14 C13 119.9(13) . . ?
C14 C15 C16 118.8(13) . . ?
C14 C15 C20 122.2(13) . . ?
C16 C15 C20 118.9(13) . . ?
C17 C16 C15 121.7(13) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C18 C17 C16 116.6(13) . . ?
C18 C17 C19 121.4(12) . . ?
C16 C17 C19 122.0(12) . . ?
C17 C18 C13 125.1(13) . . ?
C17 C18 H18 117.4 . . ?
C13 C18 H18 117.4 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C20 N3 111.4(10) . . ?
C15 C20 H20A 109.4 . . ?
N3 C20 H20A 109.4 . . ?
C15 C20 H20B 109.4 . . ?
N3 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C6 C21 N3 109.9(11) . . ?
C6 C21 H21A 109.7 . . ?
N3 C21 H21A 109.7 . . ?
C6 C21 H21B 109.7 . . ?
N3 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C27 C22 N3 114.7(14) . . ?
C27 C22 C23 114.6(15) . . ?
N3 C22 C23 110.4(12) . . ?
C27 C22 H22 105.4 . . ?
N3 C22 H22 105.4 . . ?
C23 C22 H22 105.4 . . ?
C22 C23 C24 105.6(15) . . ?
C22 C23 H23A 110.6 . . ?
C24 C23 H23A 110.6 . . ?
C22 C23 H23B 110.6 . . ?
C24 C23 H23B 110.6 . . ?
H23A C23 H23B 108.7 . . ?
C25 C24 C23 111.3(17) . . ?
C25 C24 H24A 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
C24 C25 C26 115.2(17) . . ?
C24 C25 H25A 108.5 . . ?
C26 C25 H25A 108.5 . . ?
C24 C25 H25B 108.5 . . ?
C26 C25 H25B 108.5 . . ?
H25A C25 H25B 107.5 . . ?
C25 C26 C27 110.0(15) . . ?
C25 C26 H26A 109.7 . . ?
C27 C26 H26A 109.7 . . ?
C25 C26 H26B 109.7 . . ?
C27 C26 H26B 109.7 . . ?
H26A C26 H26B 108.2 . . ?
C22 C27 C26 109.8(16) . . ?
C22 C27 H27A 109.7 . . ?
C26 C27 H27A 109.7 . . ?
C22 C27 H27B 109.7 . . ?
C26 C27 H27B 109.7 . . ?
H27A C27 H27B 108.2 . . ?
N4 C28 C29 175(3) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C8 N1 C9 117.3(13) . . ?
C8 N1 Zn1 121.1(10) . . ?
C9 N1 Zn1 121.4(10) . . ?
C12 N2 C11 120.1(12) . . ?
C12 N2 Zn2 120.7(10) . . ?
C11 N2 Zn2 119.2(9) . . ?
C20 N3 C22 112.8(11) . . ?
C20 N3 C21 111.4(9) . . ?
C22 N3 C21 112.0(11) . . ?
C1 O1 Zn1 124.6(10) . . ?
C14 O2 Zn2 126.4(8) . . ?
Zn1 O3 Zn2 107.0(4) . . ?
Zn1 O3 H3A 111.0 . . ?
Zn2 O3 H3A 110.6 . . ?
Zn1 O3 H3B 110.0 . . ?
Zn2 O3 H3B 109.7 . . ?
H3A O3 H3B 108.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         4.279
_refine_diff_density_min         -1.471
_refine_diff_density_rms         0.239
_database_code_depnum_ccdc_archive 'CCDC 988808'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H39 I2 N3 O3 Zn2'
_chemical_formula_sum            'C29 H39 I2 N3 O3 Zn2'
_chemical_formula_weight         862.17

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'

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

_cell_length_a                   19.260(3)
_cell_length_b                   12.2355(19)
_cell_length_c                   14.146(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3333.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    2360
_cell_measurement_theta_min      2.200
_cell_measurement_theta_max      20.936

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696
_exptl_absorpt_coefficient_mu    3.323
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7323
_exptl_absorpt_correction_T_max  0.7323
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18120
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3090
_reflns_number_gt                2000
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0776P)²+0.6142P] 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         3090
_refine_ls_number_parameters     200
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_ref         0.1449
_refine_ls_wR_factor_gt          0.1305
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.067
_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 0.47180(4) 0.88406(6) 0.25640(5) 0.0579(3) Uani 1 1 d . . .
C1 C 0.5644(3) 0.8850(4) 0.0946(4) 0.0457(14) Uani 1 1 d . . .
C2 C 0.6239(3) 0.9016(5) 0.1536(4) 0.0458(14) Uani 1 1 d . . .
C3 C 0.6893(3) 0.9148(5) 0.1112(5) 0.0594(17) Uani 1 1 d . . .
H3 H 0.7278 0.9251 0.1500 0.071 Uiso 1 1 calc R . .
C4 C 0.6990(4) 0.9131(6) 0.0158(5) 0.0667(19) Uani 1 1 d . . .
C5 C 0.6411(4) 0.8917(5) -0.0396(4) 0.0577(17) Uani 1 1 d . . .
H5 H 0.6466 0.8880 -0.1049 0.069 Uiso 1 1 calc R . .
C6 C 0.5765(3) 0.8758(5) -0.0028(4) 0.0492(15) Uani 1 1 d . . .
C7 C 0.7701(4) 0.9308(9) -0.0279(7) 0.109(3) Uani 1 1 d . . .
H7A H 0.8042 0.9368 0.0213 0.163 Uiso 1 1 calc R . .
H7B H 0.7697 0.9968 -0.0646 0.163 Uiso 1 1 calc R . .
H7C H 0.7813 0.8700 -0.0680 0.163 Uiso 1 1 calc R . .
C8 C 0.6217(4) 0.8909(5) 0.2564(4) 0.0563(17) Uani 1 1 d . . .
H8 H 0.6639 0.8974 0.2877 0.068 Uiso 1 1 calc R . .
C9 C 0.5808(4) 0.8569(7) 0.4111(5) 0.072(2) Uani 1 1 d . . .
H9A H 0.5613 0.9179 0.4459 0.087 Uiso 1 1 calc R . .
H9B H 0.6303 0.8547 0.4238 0.087 Uiso 1 1 calc R . .
C10 C 0.5473(6) 0.7500 0.4453(6) 0.071(3) Uani 1 2 d S . .
H10A H 0.5476 0.7500 0.5139 0.085 Uiso 1 2 calc SR . .
H10B H 0.4991 0.7500 0.4254 0.085 Uiso 1 2 calc SR . .
C11 C 0.5148(3) 0.8532(5) -0.0661(4) 0.0542(16) Uani 1 1 d . . .
H11A H 0.4828 0.9143 -0.0625 0.065 Uiso 1 1 calc R . .
H11B H 0.5306 0.8473 -0.1310 0.065 Uiso 1 1 calc R . .
C12 C 0.4040(6) 0.7500 -0.0822(9) 0.093(3) Uani 1 2 d SU . .
H12A H 0.3899 0.6761 -0.0700 0.112 Uiso 0.50 1 d PR . .
C13 C 0.3543(8) 0.8024(15) -0.0366(12) 0.099(3) Uani 0.50 1 d PU . .
H13A H 0.3563 0.8785 -0.0530 0.118 Uiso 0.50 1 d PR . .
H13B H 0.3604 0.7955 0.0305 0.118 Uiso 0.50 1 d PR . .
C14 C 0.2800(7) 0.7500 -0.0762(11) 0.114(3) Uani 1 2 d SU . .
H14A H 0.2417 0.7834 -0.0437 0.136 Uiso 0.50 1 d PR . .
H14B H 0.2787 0.6723 -0.0669 0.136 Uiso 0.50 1 d PR . .
C15 C 0.2793(9) 0.7876(18) -0.1803(12) 0.114(3) Uani 0.50 1 d PU . .
H15A H 0.2779 0.8658 -0.1855 0.136 Uiso 0.50 1 d PR . .
H15B H 0.2380 0.7500 -0.2095 0.136 Uiso 1 2 d SR . .
C16 C 0.3284(8) 0.7500 -0.2280(10) 0.118(3) Uani 1 2 d SU . .
H16A H 0.3300 0.7911 -0.2857 0.142 Uiso 0.50 1 d PR . .
H16B H 0.3182 0.6759 -0.2453 0.142 Uiso 0.50 1 d PR . .
C17 C 0.4047(7) 0.7500 -0.1900(9) 0.118(3) Uani 1 2 d SU . .
H17A H 0.4285 0.6864 -0.2128 0.141 Uiso 0.50 1 d PR . .
H17B H 0.4285 0.8136 -0.2128 0.141 Uiso 0.50 1 d PR . .
C18 C 0.3557(5) 0.7500 0.2954(9) 0.087(4) Uani 1 2 d SDU . .
H18A H 0.3457 0.8134 0.3343 0.105 Uiso 0.50 1 calc PR . .
H18B H 0.3457 0.6866 0.3343 0.105 Uiso 0.50 1 calc PR . .
C19 C 0.3052(8) 0.7500 0.2226(10) 0.129(5) Uani 1 2 d SDU . .
H19A H 0.2596 0.7500 0.2501 0.193 Uiso 1 2 calc SR . .
H19B H 0.3109 0.6859 0.1842 0.193 Uiso 0.50 1 calc PR . .
H19C H 0.3109 0.8141 0.1842 0.193 Uiso 0.50 1 calc PR . .
I1 I 0.41009(3) 1.05356(5) 0.31942(3) 0.0845(3) Uani 1 1 d . . .
N1 N 0.5692(3) 0.8738(5) 0.3078(3) 0.0577(14) Uani 1 1 d . . .
N2 N 0.4771(3) 0.7500 -0.0394(4) 0.0464(17) Uani 1 2 d S . .
O1 O 0.5000(2) 0.8762(3) 0.1258(3) 0.0519(10) Uani 1 1 d . . .
O2 O 0.4219(3) 0.7500 0.2825(5) 0.0679(18) Uani 1 2 d SU . .
H2A H 0.4296 0.7079 0.2359 0.102 Uiso 0.50 1 d PR . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.929(4) . ?
Zn1 O2 1.936(3) . ?
Zn1 N1 2.015(6) . ?
Zn1 I1 2.5512(9) . ?
C1 O1 1.321(7) . ?
C1 C6 1.402(8) . ?
C1 C2 1.432(8) . ?
C2 C3 1.405(9) . ?
C2 C8 1.461(8) . ?
C3 C4 1.363(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(9) . ?
C4 C7 1.518(10) . ?
C5 C6 1.363(9) . ?
C5 H5 0.9300 . ?
C6 C11 1.514(8) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 N1 1.263(8) . ?
C8 H8 0.9300 . ?
C9 N1 1.494(8) . ?
C9 C10 1.537(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C9 1.537(9) 7_575 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 N2 1.505(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.320(17) . ?
C12 C13 1.320(17) 7_575 ?
C12 C17 1.525(17) . ?
C12 N2 1.531(12) . ?
C12 H12A 0.9600 . ?
C13 C13 1.28(4) 7_575 ?
C13 C14 1.665(18) . ?
C13 H13A 0.9601 . ?
C13 H13B 0.9601 . ?
C14 C15 1.54(2) 7_575 ?
C14 C15 1.54(2) . ?
C14 C13 1.665(18) 7_575 ?
C14 H14A 0.9598 . ?
C14 H14B 0.9600 . ?
C15 C15 0.92(4) 7_575 ?
C15 C16 1.250(18) . ?
C15 H15A 0.9600 . ?
C15 H15B 1.0079 . ?
C16 C15 1.250(18) 7_575 ?
C16 C17 1.564(17) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9601 . ?
C17 H17A 0.9599 . ?
C17 H17B 0.9599 . ?
C18 O2 1.290(11) . ?
C18 C19 1.416(9) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
N2 C11 1.505(7) 7_575 ?
O2 Zn1 1.936(3) 7_575 ?
O2 H2A 0.8500 . ?

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 O2 106.2(2) . . ?
O1 Zn1 N1 94.6(2) . . ?
O2 Zn1 N1 109.9(2) . . ?
O1 Zn1 I1 120.44(12) . . ?
O2 Zn1 I1 113.02(16) . . ?
N1 Zn1 I1 111.00(16) . . ?
O1 C1 C6 118.5(5) . . ?
O1 C1 C2 124.7(5) . . ?
C6 C1 C2 116.8(6) . . ?
C3 C2 C1 119.1(5) . . ?
C3 C2 C8 117.5(5) . . ?
C1 C2 C8 123.0(6) . . ?
C4 C3 C2 122.9(6) . . ?
C4 C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
C3 C4 C5 116.9(6) . . ?
C3 C4 C7 121.6(7) . . ?
C5 C4 C7 121.4(6) . . ?
C6 C5 C4 123.0(6) . . ?
C6 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
C5 C6 C1 121.1(6) . . ?
C5 C6 C11 121.1(5) . . ?
C1 C6 C11 117.7(6) . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 127.7(6) . . ?
N1 C8 H8 116.2 . . ?
C2 C8 H8 116.2 . . ?
N1 C9 C10 111.2(6) . . ?
N1 C9 H9A 109.4 . . ?
C10 C9 H9A 109.4 . . ?
N1 C9 H9B 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C9 C10 C9 116.6(9) 7_575 . ?
C9 C10 H10A 108.1 7_575 . ?
C9 C10 H10A 108.1 . . ?
C9 C10 H10B 108.1 7_575 . ?
C9 C10 H10B 108.1 . . ?
H10A C10 H10B 107.3 . . ?
N2 C11 C6 112.6(5) . . ?
N2 C11 H11A 109.1 . . ?
C6 C11 H11A 109.1 . . ?
N2 C11 H11B 109.1 . . ?
C6 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C13 C12 C13 58.1(16) . 7_575 ?
C13 C12 C17 119.6(11) . . ?
C13 C12 C17 119.6(11) 7_575 . ?
C13 C12 N2 118.3(11) . . ?
C13 C12 N2 118.3(11) 7_575 . ?
C17 C12 N2 112.8(9) . . ?
C13 C12 H12A 99.5 . . ?
C17 C12 H12A 100.5 . . ?
N2 C12 H12A 100.9 . . ?
C13 C13 C12 61.0(8) 7_575 . ?
C13 C13 C14 67.4(6) 7_575 . ?
C12 C13 C14 105.8(12) . . ?
C13 C13 H13A 165.8 7_575 . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13A 109.1 . . ?
C13 C13 H13B 85.0 7_575 . ?
C12 C13 H13B 110.5 . . ?
C14 C13 H13B 113.8 . . ?
H13A C13 H13B 108.6 . . ?
C15 C14 C13 116.3(13) 7_575 . ?
C15 C14 C13 102.3(12) . . ?
C15 C14 C13 102.3(12) 7_575 7_575 ?
C15 C14 C13 116.3(13) . 7_575 ?
C13 C14 C13 45.3(13) . 7_575 ?
C15 C14 H14A 125.2 7_575 . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14A 109.6 . . ?
C13 C14 H14A 131.6 7_575 . ?
C15 C14 H14B 80.5 7_575 . ?
C15 C14 H14B 115.2 . . ?
C13 C14 H14B 111.0 . . ?
C13 C14 H14B 66.1 7_575 . ?
H14A C14 H14B 109.6 . . ?
C15 C15 C16 68.4(10) 7_575 . ?
C15 C15 C14 72.7(8) 7_575 . ?
C16 C15 C14 113.5(16) . . ?
C15 C15 H15A 175.3 7_575 . ?
C16 C15 H15A 110.3 . . ?
C14 C15 H15A 111.8 . . ?
C15 C15 H15B 62.8 7_575 . ?
C16 C15 H15B 102.0 . . ?
C14 C15 H15B 105.2 . . ?
H15A C15 H15B 113.7 . . ?
C15 C16 C17 121.7(13) . . ?
C15 C16 C17 121.7(13) 7_575 . ?
C15 C16 H16A 106.8 . . ?
C15 C16 H16A 132.5 7_575 . ?
C17 C16 H16A 105.3 . . ?
C15 C16 H16B 109.3 . . ?
C15 C16 H16B 68.6 7_575 . ?
C17 C16 H16B 106.3 . . ?
H16A C16 H16B 106.5 . . ?
C12 C17 C16 109.6(12) . . ?
C12 C17 H17A 109.9 . . ?
C16 C17 H17A 109.5 . . ?
C12 C17 H17B 109.9 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 108.3 . . ?
O2 C18 C19 125.2(13) . . ?
O2 C18 H18A 106.0 . . ?
C19 C18 H18A 106.0 . . ?
O2 C18 H18B 106.0 . . ?
C19 C18 H18B 106.0 . . ?
H18A C18 H18B 106.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 N1 C9 117.8(6) . . ?
C8 N1 Zn1 121.8(4) . . ?
C9 N1 Zn1 120.1(5) . . ?
C11 N2 C11 114.1(7) 7_575 . ?
C11 N2 C12 110.1(4) 7_575 . ?
C11 N2 C12 110.1(4) . . ?
C1 O1 Zn1 125.4(3) . . ?
C18 O2 Zn1 121.20(18) . 7_575 ?
C18 O2 Zn1 121.20(18) . . ?
Zn1 O2 Zn1 115.8(3) 7_575 . ?
C18 O2 H2A 106.4 . . ?
Zn1 O2 H2A 106.3 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.098
_refine_diff_density_min         -1.066
_refine_diff_density_rms         0.110

_database_code_depnum_ccdc_archive 'CCDC 988809'
