Supplementary information (ESI) for Dalton Trans.
This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               'Dalton Trans.'

_journal_coden_Cambridge         0222

_publ_contact_author_name        'Hans-Jorg Himmel'
_publ_contact_author_address     
;
Institute of Inorganic Chemistry
Ruprecht-Karls-University Heidelberg
Im Neuenheimer Feld 270
Heidelberg
BW
D-69120
GERMANY
;

_publ_contact_author_email       HANS-JORG.HIMMEL@ACI.UNI-HEIDELBERG.DE

_publ_section_title              
;
Electron Density Controlled Carbamate Ligand Binding
Mode: Key to the Understanding of Metalloenzyme Activity?
;
loop_
_publ_author_name
'Hans-Jorg Himmel'
'D. Domide'
'E. Kaifer'
'J. Mautz'
'C. Neuhauser'

data_cn04_2
_database_code_depnum_ccdc_archive 'CCDC 669236'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2 (C28 H62 N8 O4 Zn) , 0.5 (C6 H14)'
_chemical_formula_sum            'C59 H131 N16 O8 Zn2'
_chemical_formula_weight         1323.57

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'

_symmetry_cell_setting           MONOCLINIC
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   13.780(3)
_cell_length_b                   13.224(3)
_cell_length_c                   22.187(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.97(3)
_cell_angle_gamma                90.00
_cell_volume                     4013.2(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    200
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       'box shaped'
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.095
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1442
_exptl_absorpt_coefficient_mu    0.651
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200
_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  'NONIUS KAPPA CCD'
_diffrn_measurement_method       'O-Scan '
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21564
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_sigmaI/netI    0.0646
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         30.06
_reflns_number_total             11530
_reflns_number_gt                7729
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1088P)^2^+1.0664P] where P=(Fo^2^+2Fc^2^)/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         11530
_refine_ls_number_parameters     442
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1949
_refine_ls_wR_factor_gt          0.1731
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.059
_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 0.78061(2) 0.73706(2) 0.285149(13) 0.02728(11) Uani 1 1 d . . .
O1 O 0.74824(14) 0.77441(15) 0.36541(8) 0.0326(4) Uani 1 1 d . . .
O2 O 0.61237(14) 0.68021(15) 0.36594(9) 0.0361(4) Uani 1 1 d . . .
O3 O 0.91999(13) 0.70506(16) 0.30082(8) 0.0334(4) Uani 1 1 d . . .
O4 O 0.97169(14) 0.80671(16) 0.22949(9) 0.0369(4) Uani 1 1 d . . .
N1 N 0.76750(16) 0.85236(17) 0.22713(10) 0.0316(5) Uani 1 1 d . . .
H1 H 0.8218 0.8877 0.2283 0.097(11) Uiso 1 1 calc R . .
N2 N 0.71458(16) 0.92972(18) 0.13387(10) 0.0327(5) Uani 1 1 d . . .
N3 N 0.60253(16) 0.88563(18) 0.19845(10) 0.0330(5) Uani 1 1 d . . .
N4 N 0.69716(16) 0.62061(17) 0.25568(10) 0.0306(5) Uani 1 1 d . . .
H4 H 0.6764 0.5845 0.2849 0.097(11) Uiso 1 1 calc R . .
N5 N 0.72623(17) 0.59370(19) 0.15585(10) 0.0352(5) Uani 1 1 d . . .
N6 N 0.57739(17) 0.54621(18) 0.18509(10) 0.0356(5) Uani 1 1 d . . .
N9 N 0.65711(17) 0.79177(19) 0.44180(10) 0.0348(5) Uani 1 1 d . B .
N12 N 1.08126(17) 0.7242(2) 0.29678(11) 0.0385(6) Uani 1 1 d . . .
C1 C 0.69835(19) 0.8882(2) 0.18798(12) 0.0294(5) Uani 1 1 d . . .
C2 C 0.8108(2) 0.9182(2) 0.11301(13) 0.0389(6) Uani 1 1 d . . .
H2A H 0.8543 0.9720 0.1306 0.0626(17) Uiso 1 1 calc R . .
H2B H 0.8041 0.9228 0.0686 0.0626(17) Uiso 1 1 calc R . .
H2C H 0.8383 0.8523 0.1259 0.0626(17) Uiso 1 1 calc R . .
C3 C 0.6606(2) 1.0200(2) 0.11028(12) 0.0368(6) Uani 1 1 d . . .
H3A H 0.6125 1.0384 0.1375 0.0626(17) Uiso 1 1 calc R . .
H3B H 0.6269 1.0057 0.0697 0.0626(17) Uiso 1 1 calc R . .
H3C H 0.7064 1.0762 0.1079 0.0626(17) Uiso 1 1 calc R . .
C4 C 0.5257(2) 0.8575(2) 0.15034(14) 0.0422(7) Uani 1 1 d . . .
H4A H 0.5513 0.8604 0.1111 0.0626(17) Uiso 1 1 calc R . .
H4B H 0.4707 0.9047 0.1502 0.0626(17) Uiso 1 1 calc R . .
H4C H 0.5033 0.7887 0.1575 0.0626(17) Uiso 1 1 calc R . .
C5 C 0.5780(2) 0.8672(2) 0.25935(13) 0.0368(6) Uani 1 1 d . . .
H5A H 0.5712 0.7943 0.2656 0.0626(17) Uiso 1 1 calc R . .
H5B H 0.5161 0.9009 0.2644 0.0626(17) Uiso 1 1 calc R . .
H5C H 0.6299 0.8939 0.2892 0.0626(17) Uiso 1 1 calc R . .
C6 C 0.6672(2) 0.5874(2) 0.20126(12) 0.0307(5) Uani 1 1 d . . .
C7 C 0.8310(2) 0.6053(2) 0.17026(13) 0.0388(6) Uani 1 1 d . . .
H7A H 0.8478 0.6773 0.1706 0.0626(17) Uiso 1 1 calc R . .
H7B H 0.8641 0.5704 0.1396 0.0626(17) Uiso 1 1 calc R . .
H7C H 0.8518 0.5760 0.2103 0.0626(17) Uiso 1 1 calc R . .
C8 C 0.6873(2) 0.6273(2) 0.09514(13) 0.0415(7) Uani 1 1 d . . .
H8A H 0.6163 0.6357 0.0930 0.0626(17) Uiso 1 1 calc R . .
H8B H 0.7021 0.5767 0.0653 0.0626(17) Uiso 1 1 calc R . .
H8C H 0.7172 0.6920 0.0863 0.0626(17) Uiso 1 1 calc R . .
C9 C 0.5660(2) 0.4608(2) 0.14253(13) 0.0405(7) Uani 1 1 d . . .
H9A H 0.6305 0.4386 0.1334 0.0626(17) Uiso 1 1 calc R . .
H9B H 0.5266 0.4819 0.1049 0.0626(17) Uiso 1 1 calc R . .
H9C H 0.5333 0.4048 0.1608 0.0626(17) Uiso 1 1 calc R . .
C10 C 0.5039(2) 0.5506(2) 0.22745(14) 0.0418(7) Uani 1 1 d . . .
H10A H 0.5162 0.4966 0.2576 0.0626(17) Uiso 1 1 calc R . .
H10B H 0.4386 0.5420 0.2050 0.0626(17) Uiso 1 1 calc R . .
H10C H 0.5077 0.6163 0.2480 0.0626(17) Uiso 1 1 calc R . .
C11 C 0.67111(19) 0.74477(19) 0.38805(12) 0.0282(5) Uani 1 1 d . . .
C12 C 0.5731(2) 0.7675(2) 0.47319(13) 0.0360(6) Uani 1 1 d . . .
H12A H 0.5967 0.7478 0.5155 0.055(4) Uiso 1 1 calc R . .
H12B H 0.5388 0.7085 0.4531 0.055(4) Uiso 1 1 calc R . .
C13 C 0.5010(3) 0.8538(3) 0.47440(16) 0.0504(8) Uani 1 1 d . . .
H13 H 0.5371 0.9142 0.4926 0.058(6) Uiso 1 1 calc R . .
C14 C 0.4558(4) 0.8812(4) 0.4115(2) 0.0929(17) Uani 1 1 d . . .
H14A H 0.5060 0.9093 0.3886 0.0626(17) Uiso 1 1 calc R . .
H14B H 0.4043 0.9317 0.4140 0.0626(17) Uiso 1 1 calc R . .
H14C H 0.4275 0.8206 0.3909 0.0626(17) Uiso 1 1 calc R . .
C15 C 0.4229(3) 0.8254(3) 0.51466(17) 0.0591(10) Uani 1 1 d . . .
H15A H 0.3795 0.8833 0.5181 0.0626(17) Uiso 1 1 calc R . .
H15B H 0.4544 0.8066 0.5551 0.0626(17) Uiso 1 1 calc R . .
H15C H 0.3848 0.7681 0.4966 0.0626(17) Uiso 1 1 calc R . .
C16 C 0.7300(2) 0.8600(3) 0.47208(14) 0.0443(7) Uani 1 1 d D . .
H16A H 0.6962 0.9214 0.4842 0.055(4) Uiso 1 1 calc R A 1
H16B H 0.7741 0.8811 0.4423 0.055(4) Uiso 1 1 calc R A 1
C17 C 0.7916(4) 0.8191(4) 0.5272(2) 0.0429(15) Uani 0.676(11) 1 d PD B 1
H17 H 0.7474 0.8024 0.5584 0.051 Uiso 0.676(11) 1 calc PR B 1
C18 C 0.8637(6) 0.8997(7) 0.5535(3) 0.071(2) Uani 0.676(11) 1 d PD B 1
H18A H 0.9063 0.9188 0.5231 0.106 Uiso 0.676(11) 1 calc PR B 1
H18B H 0.9034 0.8729 0.5896 0.106 Uiso 0.676(11) 1 calc PR B 1
H18C H 0.8276 0.9594 0.5647 0.106 Uiso 0.676(11) 1 calc PR B 1
C19 C 0.8398(8) 0.7226(9) 0.5100(4) 0.071(3) Uani 0.676(11) 1 d PD B 1
H19A H 0.7895 0.6724 0.4964 0.106 Uiso 0.676(11) 1 calc PR B 1
H19B H 0.8818 0.6963 0.5454 0.106 Uiso 0.676(11) 1 calc PR B 1
H19C H 0.8795 0.7363 0.4771 0.106 Uiso 0.676(11) 1 calc PR B 1
C17B C 0.8299(9) 0.7958(10) 0.4942(6) 0.059(4) Uani 0.324(11) 1 d PD B 2
H17B H 0.8585 0.7757 0.4566 0.071 Uiso 0.324(11) 1 calc PR B 2
C18B C 0.9037(15) 0.8678(18) 0.5297(8) 0.103(9) Uani 0.324(11) 1 d PD B 2
H18D H 0.8738 0.8988 0.5631 0.154 Uiso 0.324(11) 1 calc PR B 2
H18E H 0.9225 0.9208 0.5025 0.154 Uiso 0.324(11) 1 calc PR B 2
H18F H 0.9619 0.8296 0.5463 0.154 Uiso 0.324(11) 1 calc PR B 2
C19B C 0.8233(18) 0.7006(17) 0.5314(8) 0.063(5) Uani 0.324(11) 1 d PD B 2
H19D H 0.7964 0.7173 0.5691 0.095 Uiso 0.324(11) 1 calc PR B 2
H19E H 0.8886 0.6714 0.5411 0.095 Uiso 0.324(11) 1 calc PR B 2
H19F H 0.7805 0.6517 0.5081 0.095 Uiso 0.324(11) 1 calc PR B 2
C20 C 0.9867(2) 0.7478(2) 0.27351(12) 0.0309(6) Uani 1 1 d . . .
C21 C 1.1629(2) 0.7658(3) 0.26947(15) 0.0458(8) Uani 1 1 d . . .
H21A H 1.2147 0.7853 0.3023 0.055(4) Uiso 1 1 calc R . .
H21B H 1.1408 0.8282 0.2472 0.055(4) Uiso 1 1 calc R . .
C22 C 1.2067(3) 0.6962(4) 0.22653(18) 0.0616(10) Uani 1 1 d . . .
H22 H 1.2329 0.6363 0.2508 0.058(6) Uiso 1 1 calc R . .
C23 C 1.1392(4) 0.6585(5) 0.1775(3) 0.105(2) Uani 1 1 d . . .
H23A H 1.0835 0.6269 0.1938 0.0626(17) Uiso 1 1 calc R . .
H23B H 1.1719 0.6083 0.1545 0.0626(17) Uiso 1 1 calc R . .
H23C H 1.1159 0.7145 0.1506 0.0626(17) Uiso 1 1 calc R . .
C24 C 1.2950(3) 0.7501(4) 0.2042(2) 0.0813(15) Uani 1 1 d . . .
H24A H 1.3276 0.7039 0.1786 0.0626(17) Uiso 1 1 calc R . .
H24B H 1.3410 0.7706 0.2393 0.0626(17) Uiso 1 1 calc R . .
H24C H 1.2724 0.8101 0.1807 0.0626(17) Uiso 1 1 calc R . .
C25 C 1.0998(2) 0.6556(3) 0.34860(13) 0.0424(7) Uani 1 1 d . . .
H25A H 1.1678 0.6304 0.3507 0.055(4) Uiso 1 1 calc R . .
H25B H 1.0556 0.5966 0.3416 0.055(4) Uiso 1 1 calc R . .
C26 C 1.0853(3) 0.7034(3) 0.40961(15) 0.0516(8) Uani 1 1 d . . .
H26 H 1.0157 0.7258 0.4073 0.058(6) Uiso 1 1 calc R . .
C27 C 1.1481(3) 0.7934(4) 0.42406(19) 0.0726(12) Uani 1 1 d . . .
H27A H 1.2170 0.7731 0.4281 0.0626(17) Uiso 1 1 calc R . .
H27B H 1.1332 0.8233 0.4623 0.0626(17) Uiso 1 1 calc R . .
H27C H 1.1356 0.8432 0.3913 0.0626(17) Uiso 1 1 calc R . .
C28 C 1.10246(19) 0.6225(3) 0.45955(15) 0.0695(12) Uani 1 1 d . . .
H28A H 1.1702 0.5986 0.4625 0.0626(17) Uiso 1 1 calc R . .
H28B H 1.0578 0.5656 0.4495 0.0626(17) Uiso 1 1 calc R . .
H28C H 1.0902 0.6517 0.4985 0.0626(17) Uiso 1 1 calc R . .
C101 C 0.49525(19) 0.4913(2) 0.46689(13) 0.0279(11) Uani 0.50 1 d PR . .
H10D H 0.5123 0.4202 0.4590 0.024(7) Uiso 0.50 1 calc PR . .
H10E H 0.5420 0.5354 0.4488 0.024(7) Uiso 0.50 1 calc PR . .
C102 C 0.39096(19) 0.5132(2) 0.43629(13) 0.0391(13) Uani 0.50 1 d PR . .
H10F H 0.3727 0.5828 0.4470 0.024(7) Uiso 0.50 1 calc PR . .
H10G H 0.3452 0.4662 0.4531 0.024(7) Uiso 0.50 1 calc PR . .
C103 C 0.37775(19) 0.5031(2) 0.36650(13) 0.0553(18) Uani 0.50 1 d PR . .
H10H H 0.4212 0.5509 0.3492 0.064(13) Uiso 0.50 1 calc PR . .
H10I H 0.3097 0.5179 0.3507 0.064(13) Uiso 0.50 1 calc PR . .
H10J H 0.3939 0.4340 0.3553 0.064(13) Uiso 0.50 1 calc PR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.02656(17) 0.03071(17) 0.02507(16) 0.00116(11) 0.00520(11) -0.00043(12)
O1 0.0301(10) 0.0417(11) 0.0272(9) -0.0024(8) 0.0088(7) -0.0056(8)
O2 0.0368(10) 0.0386(11) 0.0341(10) -0.0070(8) 0.0092(8) -0.0076(9)
O3 0.0269(9) 0.0416(11) 0.0320(10) 0.0062(8) 0.0055(7) 0.0004(8)
O4 0.0311(10) 0.0434(11) 0.0370(10) 0.0097(9) 0.0079(8) 0.0003(9)
N1 0.0296(11) 0.0322(11) 0.0336(11) 0.0050(9) 0.0065(9) -0.0021(9)
N2 0.0320(11) 0.0363(12) 0.0308(11) 0.0056(9) 0.0079(9) 0.0002(10)
N3 0.0258(11) 0.0414(13) 0.0322(12) 0.0022(10) 0.0052(9) -0.0005(10)
N4 0.0342(12) 0.0318(11) 0.0266(11) -0.0010(9) 0.0076(9) -0.0038(9)
N5 0.0390(13) 0.0413(13) 0.0262(11) 0.0009(9) 0.0077(9) 0.0015(11)
N6 0.0355(12) 0.0366(13) 0.0348(12) -0.0045(10) 0.0052(9) -0.0027(10)
N9 0.0339(12) 0.0422(13) 0.0304(11) -0.0073(10) 0.0120(9) -0.0079(10)
N12 0.0251(11) 0.0578(16) 0.0330(12) 0.0094(11) 0.0053(9) 0.0016(11)
C1 0.0323(13) 0.0279(12) 0.0283(12) -0.0008(10) 0.0053(10) -0.0010(10)
C2 0.0390(15) 0.0459(17) 0.0335(14) 0.0028(12) 0.0121(11) -0.0006(13)
C3 0.0444(16) 0.0337(14) 0.0315(14) 0.0035(11) 0.0017(11) -0.0003(12)
C4 0.0343(15) 0.0484(17) 0.0437(17) -0.0003(14) 0.0037(12) -0.0043(13)
C5 0.0354(14) 0.0404(15) 0.0364(14) 0.0007(12) 0.0120(11) 0.0046(12)
C6 0.0362(14) 0.0273(13) 0.0292(13) 0.0001(10) 0.0063(10) 0.0027(11)
C7 0.0391(15) 0.0426(16) 0.0363(15) -0.0033(12) 0.0108(12) 0.0024(13)
C8 0.0538(18) 0.0411(16) 0.0302(14) 0.0028(12) 0.0072(12) 0.0008(14)
C9 0.0469(17) 0.0371(15) 0.0359(15) -0.0047(12) -0.0012(12) -0.0022(13)
C10 0.0331(15) 0.0428(16) 0.0505(17) -0.0055(14) 0.0096(12) 0.0009(13)
C11 0.0289(13) 0.0313(13) 0.0253(12) 0.0025(10) 0.0066(9) 0.0018(10)
C12 0.0349(15) 0.0416(15) 0.0339(14) -0.0016(12) 0.0144(11) -0.0030(12)
C13 0.0475(18) 0.0508(19) 0.057(2) -0.0031(16) 0.0232(15) 0.0054(15)
C14 0.079(3) 0.122(4) 0.085(3) 0.047(3) 0.038(2) 0.051(3)
C15 0.0455(19) 0.077(3) 0.060(2) -0.0086(19) 0.0251(16) 0.0091(18)
C16 0.0448(17) 0.0509(18) 0.0394(16) -0.0149(14) 0.0136(13) -0.0160(14)
C17 0.049(3) 0.053(3) 0.027(2) -0.0115(19) 0.0076(19) -0.011(2)
C18 0.072(5) 0.095(5) 0.045(4) -0.007(3) 0.004(3) -0.041(4)
C19 0.067(6) 0.099(8) 0.043(5) -0.015(5) -0.007(4) 0.030(6)
C17B 0.064(8) 0.065(8) 0.043(7) 0.008(6) -0.016(6) -0.014(7)
C18B 0.076(12) 0.16(2) 0.062(11) 0.015(12) -0.031(9) -0.072(14)
C19B 0.063(10) 0.083(11) 0.041(10) -0.005(8) -0.005(8) -0.007(8)
C20 0.0280(13) 0.0366(15) 0.0285(13) -0.0021(10) 0.0051(10) -0.0002(11)
C21 0.0296(15) 0.067(2) 0.0419(17) 0.0079(15) 0.0070(12) -0.0043(14)
C22 0.049(2) 0.080(3) 0.061(2) 0.003(2) 0.0257(17) 0.001(2)
C23 0.101(4) 0.124(5) 0.101(4) -0.043(4) 0.055(3) -0.026(4)
C24 0.058(3) 0.119(4) 0.075(3) 0.010(3) 0.038(2) 0.006(2)
C25 0.0291(14) 0.060(2) 0.0382(15) 0.0105(14) 0.0041(11) 0.0074(14)
C26 0.0413(18) 0.077(2) 0.0360(16) 0.0062(16) 0.0027(13) 0.0059(17)
C27 0.077(3) 0.087(3) 0.049(2) -0.007(2) -0.011(2) -0.002(2)
C28 0.061(2) 0.104(3) 0.0418(19) 0.023(2) 0.0009(16) 0.005(2)
C101 0.035(3) 0.0116(19) 0.043(3) 0.0016(18) 0.026(2) 0.0010(18)
C102 0.037(3) 0.032(3) 0.053(3) -0.005(2) 0.022(3) 0.003(2)
C103 0.068(5) 0.054(4) 0.043(4) -0.012(3) 0.003(3) 0.018(4)

_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 1.9511(19) . ?
Zn1 O3 1.9562(19) . ?
Zn1 N4 1.985(2) . ?
Zn1 N1 1.989(2) . ?
O1 C11 1.290(3) . ?
O2 C11 1.236(3) . ?
O3 C20 1.292(3) . ?
O4 C20 1.247(3) . ?
N1 C1 1.299(3) . ?
N1 H1 0.8800 . ?
N2 C1 1.363(3) . ?
N2 C2 1.464(3) . ?
N2 C3 1.469(3) . ?
N3 C1 1.369(3) . ?
N3 C5 1.453(3) . ?
N3 C4 1.458(4) . ?
N4 C6 1.304(3) . ?
N4 H4 0.8800 . ?
N5 C6 1.372(3) . ?
N5 C7 1.448(4) . ?
N5 C8 1.457(4) . ?
N6 C6 1.360(4) . ?
N6 C10 1.464(4) . ?
N6 C9 1.469(4) . ?
N9 C11 1.379(3) . ?
N9 C16 1.453(4) . ?
N9 C12 1.457(3) . ?
N12 C20 1.377(4) . ?
N12 C21 1.450(4) . ?
N12 C25 1.462(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 C13 1.516(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.502(6) . ?
C13 C15 1.526(5) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.501(6) . ?
C16 C17B 1.640(13) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C19 1.510(10) . ?
C17 C18 1.524(8) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C17B C19B 1.515(17) . ?
C17B C18B 1.539(15) . ?
C17B H17B 1.0000 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C19B H19D 0.9800 . ?
C19B H19E 0.9800 . ?
C19B H19F 0.9800 . ?
C21 C22 1.503(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.433(6) . ?
C22 C24 1.542(6) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.528(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.483(6) . ?
C26 C28 1.538(4) . ?
C26 H26 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C101 C101 1.477(6) 3_666 ?
C101 C102 1.5405 . ?
C101 H10D 0.9900 . ?
C101 H10E 0.9900 . ?
C102 C103 1.5429 . ?
C102 H10F 0.9900 . ?
C102 H10G 0.9900 . ?
C103 H10H 0.9800 . ?
C103 H10I 0.9800 . ?
C103 H10J 0.9800 . ?

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 O3 102.76(9) . . ?
O1 Zn1 N4 108.03(9) . . ?
O3 Zn1 N4 114.07(9) . . ?
O1 Zn1 N1 112.56(9) . . ?
O3 Zn1 N1 106.91(9) . . ?
N4 Zn1 N1 112.22(10) . . ?
C11 O1 Zn1 124.67(17) . . ?
C20 O3 Zn1 124.18(18) . . ?
C1 N1 Zn1 135.58(19) . . ?
C1 N1 H1 112.2 . . ?
Zn1 N1 H1 112.2 . . ?
C1 N2 C2 119.2(2) . . ?
C1 N2 C3 120.7(2) . . ?
C2 N2 C3 114.2(2) . . ?
C1 N3 C5 120.0(2) . . ?
C1 N3 C4 120.8(2) . . ?
C5 N3 C4 114.1(2) . . ?
C6 N4 Zn1 132.23(19) . . ?
C6 N4 H4 113.9 . . ?
Zn1 N4 H4 113.9 . . ?
C6 N5 C7 120.5(2) . . ?
C6 N5 C8 120.8(2) . . ?
C7 N5 C8 114.7(2) . . ?
C6 N6 C10 119.5(2) . . ?
C6 N6 C9 120.0(2) . . ?
C10 N6 C9 114.5(2) . . ?
C11 N9 C16 121.2(2) . . ?
C11 N9 C12 121.1(2) . . ?
C16 N9 C12 117.4(2) . . ?
C20 N12 C21 120.2(2) . . ?
C20 N12 C25 120.2(2) . . ?
C21 N12 C25 119.6(2) . . ?
N1 C1 N2 123.4(2) . . ?
N1 C1 N3 121.5(2) . . ?
N2 C1 N3 115.1(2) . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N4 C6 N6 123.7(2) . . ?
N4 C6 N5 120.7(2) . . ?
N6 C6 N5 115.6(2) . . ?
N5 C7 H7A 109.5 . . ?
N5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N5 C8 H8A 109.5 . . ?
N5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N6 C9 H9A 109.5 . . ?
N6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N6 C10 H10A 109.5 . . ?
N6 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N6 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 O1 125.9(2) . . ?
O2 C11 N9 120.1(2) . . ?
O1 C11 N9 114.1(2) . . ?
N9 C12 C13 113.8(3) . . ?
N9 C12 H12A 108.8 . . ?
C13 C12 H12A 108.8 . . ?
N9 C12 H12B 108.8 . . ?
C13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 111.3(3) . . ?
C14 C13 C15 111.2(3) . . ?
C12 C13 C15 109.6(3) . . ?
C14 C13 H13 108.2 . . ?
C12 C13 H13 108.2 . . ?
C15 C13 H13 108.2 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N9 C16 C17 116.3(3) . . ?
N9 C16 C17B 109.0(5) . . ?
C17 C16 C17B 36.9(5) . . ?
N9 C16 H16A 108.2 . . ?
C17 C16 H16A 108.2 . . ?
C17B C16 H16A 138.5 . . ?
N9 C16 H16B 108.2 . . ?
C17 C16 H16B 108.2 . . ?
C17B C16 H16B 77.5 . . ?
H16A C16 H16B 107.4 . . ?
C16 C17 C19 108.8(5) . . ?
C16 C17 C18 109.7(5) . . ?
C19 C17 C18 113.7(7) . . ?
C16 C17 H17 108.2 . . ?
C19 C17 H17 108.2 . . ?
C18 C17 H17 108.2 . . ?
C19B C17B C18B 108.3(14) . . ?
C19B C17B C16 119.3(13) . . ?
C18B C17B C16 108.2(12) . . ?
C19B C17B H17B 106.8 . . ?
C18B C17B H17B 106.8 . . ?
C16 C17B H17B 106.8 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C17B C19B H19D 109.5 . . ?
C17B C19B H19E 109.5 . . ?
H19D C19B H19E 109.5 . . ?
C17B C19B H19F 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?
O4 C20 O3 125.5(3) . . ?
O4 C20 N12 119.7(2) . . ?
O3 C20 N12 114.8(2) . . ?
N12 C21 C22 115.1(3) . . ?
N12 C21 H21A 108.5 . . ?
C22 C21 H21A 108.5 . . ?
N12 C21 H21B 108.5 . . ?
C22 C21 H21B 108.5 . . ?
H21A C21 H21B 107.5 . . ?
C23 C22 C21 114.9(4) . . ?
C23 C22 C24 112.4(4) . . ?
C21 C22 C24 108.3(4) . . ?
C23 C22 H22 106.9 . . ?
C21 C22 H22 106.9 . . ?
C24 C22 H22 106.9 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N12 C25 C26 114.3(3) . . ?
N12 C25 H25A 108.7 . . ?
C26 C25 H25A 108.7 . . ?
N12 C25 H25B 108.7 . . ?
C26 C25 H25B 108.7 . . ?
H25A C25 H25B 107.6 . . ?
C27 C26 C25 112.8(3) . . ?
C27 C26 C28 111.6(3) . . ?
C25 C26 C28 109.0(3) . . ?
C27 C26 H26 107.7 . . ?
C25 C26 H26 107.7 . . ?
C28 C26 H26 107.7 . . ?
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 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C101 C101 C102 112.0(2) 3_666 . ?
C101 C101 H10D 109.2 3_666 . ?
C102 C101 H10D 109.2 . . ?
C101 C101 H10E 109.2 3_666 . ?
C102 C101 H10E 109.2 . . ?
H10D C101 H10E 107.9 . . ?
C101 C102 C103 114.6 . . ?
C101 C102 H10F 108.6 . . ?
C103 C102 H10F 108.6 . . ?
C101 C102 H10G 108.6 . . ?
C103 C102 H10G 108.6 . . ?
H10F C102 H10G 107.6 . . ?
C102 C103 H10H 109.5 . . ?
C102 C103 H10I 109.5 . . ?
H10H C103 H10I 109.5 . . ?
C102 C103 H10J 109.5 . . ?
H10H C103 H10J 109.5 . . ?
H10I C103 H10J 109.5 . . ?

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
O3 Zn1 O1 C11 -136.0(2) . . . . ?
N4 Zn1 O1 C11 -15.1(2) . . . . ?
N1 Zn1 O1 C11 109.4(2) . . . . ?
O1 Zn1 O3 C20 -123.7(2) . . . . ?
N4 Zn1 O3 C20 119.6(2) . . . . ?
N1 Zn1 O3 C20 -5.1(2) . . . . ?
O1 Zn1 N1 C1 -91.2(3) . . . . ?
O3 Zn1 N1 C1 156.7(3) . . . . ?
N4 Zn1 N1 C1 30.9(3) . . . . ?
O1 Zn1 N4 C6 155.5(2) . . . . ?
O3 Zn1 N4 C6 -90.9(3) . . . . ?
N1 Zn1 N4 C6 30.8(3) . . . . ?
Zn1 N1 C1 N2 -144.1(2) . . . . ?
Zn1 N1 C1 N3 35.2(4) . . . . ?
C2 N2 C1 N1 11.3(4) . . . . ?
C3 N2 C1 N1 -140.3(3) . . . . ?
C2 N2 C1 N3 -168.1(2) . . . . ?
C3 N2 C1 N3 40.3(3) . . . . ?
C5 N3 C1 N1 16.0(4) . . . . ?
C4 N3 C1 N1 -137.3(3) . . . . ?
C5 N3 C1 N2 -164.7(2) . . . . ?
C4 N3 C1 N2 42.0(4) . . . . ?
Zn1 N4 C6 N6 -143.8(2) . . . . ?
Zn1 N4 C6 N5 35.3(4) . . . . ?
C10 N6 C6 N4 8.7(4) . . . . ?
C9 N6 C6 N4 -142.8(3) . . . . ?
C10 N6 C6 N5 -170.5(3) . . . . ?
C9 N6 C6 N5 38.0(4) . . . . ?
C7 N5 C6 N4 20.4(4) . . . . ?
C8 N5 C6 N4 -136.0(3) . . . . ?
C7 N5 C6 N6 -160.4(2) . . . . ?
C8 N5 C6 N6 43.1(4) . . . . ?
Zn1 O1 C11 O2 8.7(4) . . . . ?
Zn1 O1 C11 N9 -171.57(18) . . . . ?
C16 N9 C11 O2 173.5(3) . . . . ?
C12 N9 C11 O2 -0.6(4) . . . . ?
C16 N9 C11 O1 -6.3(4) . . . . ?
C12 N9 C11 O1 179.6(2) . . . . ?
C11 N9 C12 C13 -113.1(3) . . . . ?
C16 N9 C12 C13 72.6(4) . . . . ?
N9 C12 C13 C14 63.5(4) . . . . ?
N9 C12 C13 C15 -173.1(3) . . . . ?
C11 N9 C16 C17 -104.1(4) . . . . ?
C12 N9 C16 C17 70.2(4) . . . . ?
C11 N9 C16 C17B -64.9(6) . . . . ?
C12 N9 C16 C17B 109.5(6) . . . . ?
N9 C16 C17 C19 55.3(7) . . . . ?
C17B C16 C17 C19 -31.5(8) . . . . ?
N9 C16 C17 C18 -179.8(4) . . . . ?
C17B C16 C17 C18 93.4(8) . . . . ?
N9 C16 C17B C19B -52.1(15) . . . . ?
C17 C16 C17B C19B 56.8(14) . . . . ?
N9 C16 C17B C18B -176.3(9) . . . . ?
C17 C16 C17B C18B -67.4(11) . . . . ?
Zn1 O3 C20 O4 -8.0(4) . . . . ?
Zn1 O3 C20 N12 171.79(18) . . . . ?
C21 N12 C20 O4 -1.3(4) . . . . ?
C25 N12 C20 O4 179.6(3) . . . . ?
C21 N12 C20 O3 178.9(3) . . . . ?
C25 N12 C20 O3 -0.1(4) . . . . ?
C20 N12 C21 C22 -99.0(4) . . . . ?
C25 N12 C21 C22 80.1(4) . . . . ?
N12 C21 C22 C23 56.1(5) . . . . ?
N12 C21 C22 C24 -177.3(3) . . . . ?
C20 N12 C25 C26 -76.3(4) . . . . ?
C21 N12 C25 C26 104.7(3) . . . . ?
N12 C25 C26 C27 -58.0(4) . . . . ?
N12 C25 C26 C28 177.5(2) . . . . ?
C101 C101 C102 C103 176.3(2) 3_666 . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        30.06
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         1.175
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.088

# Attachment 'dan95.cif'

data_dan95
_database_code_depnum_ccdc_archive 'CCDC 669237'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H48 N4 O4 Zn2'
_chemical_formula_weight         635.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           TRICLINIC
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.8950(18)
_cell_length_b                   9.0420(18)
_cell_length_c                   11.105(2)
_cell_angle_alpha                80.75(3)
_cell_angle_beta                 73.47(3)
_cell_angle_gamma                70.46(3)
_cell_volume                     804.8(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    200
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       'cubic shaped'
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336
_exptl_absorpt_coefficient_mu    1.526
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200
_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  'NONIUS KAPPA CCD'
_diffrn_measurement_method       'O-Scan '
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5358
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0457
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         29.48
_reflns_number_total             4193
_reflns_number_gt                3687
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0609P)^2^+0.4507P] where P=(Fo^2^+2Fc^2^)/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         4193
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1174
_refine_ls_wR_factor_gt          0.1126
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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 0.69553(3) 0.84028(3) 0.92069(2) 0.03054(10) Uani 1 1 d . . .
O1 O 0.6322(2) 0.7987(2) 1.10650(16) 0.0376(4) Uani 1 1 d . . .
O2 O 0.3658(2) 0.92458(19) 1.11727(16) 0.0340(3) Uani 1 1 d . . .
N1 N 0.9382(2) 0.8173(2) 0.92966(19) 0.0320(4) Uani 1 1 d . . .
N2 N 0.4456(2) 0.7902(2) 1.29178(18) 0.0328(4) Uani 1 1 d . . .
C1 C 1.0269(3) 0.9087(3) 0.8613(3) 0.0402(5) Uani 1 1 d . . .
H1 H 0.9780 0.9920 0.8071 0.061(5) Uiso 1 1 calc R . .
C2 C 1.1864(3) 0.8885(3) 0.8654(3) 0.0455(6) Uani 1 1 d . . .
H2 H 1.2459 0.9560 0.8152 0.061(5) Uiso 1 1 calc R . .
C3 C 1.2573(3) 0.7673(4) 0.9445(3) 0.0469(6) Uani 1 1 d . . .
H3 H 1.3669 0.7498 0.9494 0.061(5) Uiso 1 1 calc R . .
C4 C 1.1674(3) 0.6727(3) 1.0158(3) 0.0446(6) Uani 1 1 d . . .
H4 H 1.2139 0.5890 1.0708 0.061(5) Uiso 1 1 calc R . .
C5 C 1.0075(3) 0.7007(3) 1.0067(3) 0.0379(5) Uani 1 1 d . . .
H5 H 0.9453 0.6352 1.0566 0.061(5) Uiso 1 1 calc R . .
C6 C 0.6887(3) 0.7254(3) 0.7850(2) 0.0370(5) Uani 1 1 d . . .
H6A H 0.6476 0.6350 0.8232 0.052(6) Uiso 1 1 calc R . .
H6B H 0.6111 0.7963 0.7367 0.052(6) Uiso 1 1 calc R . .
C7 C 0.8592(4) 0.6655(4) 0.6954(3) 0.0498(7) Uani 1 1 d . . .
H7A H 0.9040 0.7535 0.6628 0.068(6) Uiso 1 1 calc R . .
H7B H 0.8498 0.6188 0.6252 0.068(6) Uiso 1 1 calc R . .
H7C H 0.9329 0.5859 0.7410 0.068(6) Uiso 1 1 calc R . .
C8 C 0.5689(3) 0.6698(3) 1.3493(2) 0.0375(5) Uani 1 1 d . . .
H8 H 0.5095 0.6449 1.4373 0.043(6) Uiso 1 1 calc R . .
C9 C 0.2734(3) 0.8400(3) 1.3672(2) 0.0400(5) Uani 1 1 d . . .
H9 H 0.2109 0.9294 1.3173 0.043(6) Uiso 1 1 calc R . .
C10 C 0.1948(4) 0.7099(4) 1.3867(3) 0.0548(7) Uani 1 1 d . . .
H10A H 0.2069 0.6736 1.3050 0.063(3) Uiso 1 1 calc R . .
H10B H 0.0776 0.7500 1.4287 0.063(3) Uiso 1 1 calc R . .
H10C H 0.2492 0.6219 1.4392 0.063(3) Uiso 1 1 calc R . .
C11 C 0.2599(4) 0.9024(4) 1.4906(3) 0.0537(7) Uani 1 1 d . . .
H11A H 0.3197 0.8178 1.5425 0.063(3) Uiso 1 1 calc R . .
H11B H 0.1437 0.9402 1.5358 0.063(3) Uiso 1 1 calc R . .
H11C H 0.3075 0.9892 1.4729 0.063(3) Uiso 1 1 calc R . .
C12 C 0.7054(4) 0.7303(4) 1.3606(3) 0.0520(7) Uani 1 1 d . . .
H12A H 0.7732 0.7483 1.2764 0.063(3) Uiso 1 1 calc R . .
H12B H 0.7743 0.6521 1.4106 0.063(3) Uiso 1 1 calc R . .
H12C H 0.6561 0.8292 1.4021 0.063(3) Uiso 1 1 calc R . .
C13 C 0.6388(4) 0.5159(3) 1.2846(3) 0.0445(6) Uani 1 1 d . . .
H13A H 0.5492 0.4734 1.2893 0.063(3) Uiso 1 1 calc R . .
H13B H 0.7191 0.4400 1.3268 0.063(3) Uiso 1 1 calc R . .
H13C H 0.6929 0.5355 1.1961 0.063(3) Uiso 1 1 calc R . .
C14 C 0.4815(3) 0.8407(3) 1.1679(2) 0.0307(4) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.02712(15) 0.03562(16) 0.02765(15) 0.00172(10) -0.00599(10) -0.01051(10)
O1 0.0328(8) 0.0484(9) 0.0271(8) 0.0084(7) -0.0057(6) -0.0132(7)
O2 0.0360(8) 0.0348(8) 0.0323(8) 0.0054(6) -0.0122(7) -0.0129(6)
N1 0.0267(9) 0.0372(9) 0.0321(10) -0.0031(8) -0.0068(7) -0.0100(7)
N2 0.0361(10) 0.0339(9) 0.0241(9) 0.0021(7) -0.0057(7) -0.0087(8)
C1 0.0377(13) 0.0434(13) 0.0385(13) -0.0017(10) -0.0057(10) -0.0151(10)
C2 0.0356(13) 0.0523(15) 0.0502(16) -0.0097(12) 0.0019(11) -0.0234(11)
C3 0.0309(12) 0.0610(16) 0.0534(16) -0.0229(13) -0.0105(11) -0.0114(11)
C4 0.0343(13) 0.0503(14) 0.0485(15) -0.0065(12) -0.0168(11) -0.0051(11)
C5 0.0319(11) 0.0391(12) 0.0402(13) -0.0009(10) -0.0082(10) -0.0092(9)
C6 0.0365(12) 0.0394(12) 0.0366(12) -0.0021(9) -0.0119(10) -0.0114(9)
C7 0.0505(16) 0.0563(16) 0.0423(15) -0.0135(12) -0.0004(12) -0.0208(13)
C8 0.0470(14) 0.0351(11) 0.0289(11) 0.0061(9) -0.0129(10) -0.0116(10)
C9 0.0424(13) 0.0432(13) 0.0272(11) -0.0024(9) -0.0007(10) -0.0106(10)
C10 0.0527(17) 0.0693(19) 0.0426(16) -0.0057(14) 0.0034(13) -0.0308(15)
C11 0.069(2) 0.0478(15) 0.0339(14) -0.0099(11) -0.0040(13) -0.0093(14)
C12 0.0627(19) 0.0541(16) 0.0494(17) 0.0036(13) -0.0313(15) -0.0197(14)
C13 0.0505(15) 0.0344(12) 0.0434(14) 0.0017(10) -0.0111(12) -0.0086(11)
C14 0.0356(11) 0.0315(10) 0.0260(10) 0.0017(8) -0.0083(8) -0.0125(8)

_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 1.9869(17) . ?
Zn1 C6 1.988(3) . ?
Zn1 O2 2.0156(17) 2_677 ?
Zn1 N1 2.128(2) . ?
O1 C14 1.276(3) . ?
O2 C14 1.273(3) . ?
O2 Zn1 2.0156(17) 2_677 ?
N1 C1 1.332(3) . ?
N1 C5 1.342(3) . ?
N2 C14 1.360(3) . ?
N2 C8 1.474(3) . ?
N2 C9 1.477(3) . ?
C1 C2 1.382(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.384(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.370(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.533(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C13 1.526(4) . ?
C8 C12 1.530(4) . ?
C8 H8 1.0000 . ?
C9 C10 1.517(4) . ?
C9 C11 1.523(4) . ?
C9 H9 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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 C6 129.79(10) . . ?
O1 Zn1 O2 107.68(8) . 2_677 ?
C6 Zn1 O2 113.50(9) . 2_677 ?
O1 Zn1 N1 89.85(8) . . ?
C6 Zn1 N1 113.78(10) . . ?
O2 Zn1 N1 94.20(8) 2_677 . ?
C14 O1 Zn1 120.98(15) . . ?
C14 O2 Zn1 125.98(15) . 2_677 ?
C1 N1 C5 118.1(2) . . ?
C1 N1 Zn1 124.16(17) . . ?
C5 N1 Zn1 117.71(17) . . ?
C14 N2 C8 121.9(2) . . ?
C14 N2 C9 119.3(2) . . ?
C8 N2 C9 118.2(2) . . ?
N1 C1 C2 123.3(3) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C1 C2 C3 118.2(3) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C4 C3 C2 119.2(2) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 119.2(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 122.0(2) . . ?
N1 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C7 C6 Zn1 111.50(18) . . ?
C7 C6 H6A 109.3 . . ?
Zn1 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
Zn1 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 C13 112.8(2) . . ?
N2 C8 C12 112.7(2) . . ?
C13 C8 C12 111.8(2) . . ?
N2 C8 H8 106.3 . . ?
C13 C8 H8 106.3 . . ?
C12 C8 H8 106.3 . . ?
N2 C9 C10 111.4(2) . . ?
N2 C9 C11 111.6(2) . . ?
C10 C9 C11 112.5(2) . . ?
N2 C9 H9 107.0 . . ?
C10 C9 H9 107.0 . . ?
C11 C9 H9 107.0 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 O1 122.7(2) . . ?
O2 C14 N2 119.7(2) . . ?
O1 C14 N2 117.6(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 Zn1 O1 C14 -79.3(2) . . . . ?
O2 Zn1 O1 C14 64.79(19) 2_677 . . . ?
N1 Zn1 O1 C14 159.16(19) . . . . ?
O1 Zn1 N1 C1 -139.9(2) . . . . ?
C6 Zn1 N1 C1 85.8(2) . . . . ?
O2 Zn1 N1 C1 -32.2(2) 2_677 . . . ?
O1 Zn1 N1 C5 41.89(19) . . . . ?
C6 Zn1 N1 C5 -92.4(2) . . . . ?
O2 Zn1 N1 C5 149.62(18) 2_677 . . . ?
C5 N1 C1 C2 0.5(4) . . . . ?
Zn1 N1 C1 C2 -177.7(2) . . . . ?
N1 C1 C2 C3 -0.1(4) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C1 N1 C5 C4 -0.6(4) . . . . ?
Zn1 N1 C5 C4 177.7(2) . . . . ?
C3 C4 C5 N1 0.3(4) . . . . ?
O1 Zn1 C6 C7 -121.82(19) . . . . ?
O2 Zn1 C6 C7 95.68(19) 2_677 . . . ?
N1 Zn1 C6 C7 -10.5(2) . . . . ?
C14 N2 C8 C13 -57.7(3) . . . . ?
C9 N2 C8 C13 113.8(3) . . . . ?
C14 N2 C8 C12 70.1(3) . . . . ?
C9 N2 C8 C12 -118.5(3) . . . . ?
C14 N2 C9 C10 102.2(3) . . . . ?
C8 N2 C9 C10 -69.5(3) . . . . ?
C14 N2 C9 C11 -131.1(2) . . . . ?
C8 N2 C9 C11 57.2(3) . . . . ?
Zn1 O2 C14 O1 -79.4(3) 2_677 . . . ?
Zn1 O2 C14 N2 101.9(2) 2_677 . . . ?
Zn1 O1 C14 O2 -7.3(3) . . . . ?
Zn1 O1 C14 N2 171.46(15) . . . . ?
C8 N2 C14 O2 168.4(2) . . . . ?
C9 N2 C14 O2 -3.0(3) . . . . ?
C8 N2 C14 O1 -10.4(3) . . . . ?
C9 N2 C14 O1 178.2(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.933
_diffrn_reflns_theta_full        29.48
_diffrn_measured_fraction_theta_full 0.933
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.077