# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               Org.Biomol.Chem.
_journal_coden_cambridge         0177
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_email       m_ali2062@yahoo.com
_publ_contact_author_name        'Ali Mahammad'
_publ_author_name                'Ali Mahammad'

data_barun
_database_code_depnum_ccdc_archive 'CCDC 834115'
#TrackingRef '- TM71.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H24 N4 O9 Zn2, 2(C3 H7N O)'
_chemical_formula_sum            'C33 H38 N6 O11 Zn2'
_chemical_formula_weight         825.47

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                   9.5044(3)
_cell_length_b                   11.9561(4)
_cell_length_c                   17.0346(6)
_cell_angle_alpha                103.1300(10)
_cell_angle_beta                 91.6780(10)
_cell_angle_gamma                105.3550(10)
_cell_volume                     1809.58(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            'yellowish orange'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             852.0
_exptl_absorpt_coefficient_mu    1.392
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      273(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30230
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         27.47
_reflns_number_total             8294
_reflns_number_gt                6707
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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^)+(0.1311P)^2^+2.3885P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8294
_refine_ls_number_parameters     489
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.1096
_refine_ls_wR_factor_gt          0.0936
_refine_ls_goodness_of_fit_ref   0.563
_refine_ls_restrained_S_all      0.563
_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 0.38205(3) 0.73181(2) 0.462187(13) 0.03520(8) Uani 1 1 d . . .
Zn2 Zn 0.28686(3) 0.60972(2) 0.275115(13) 0.03644(8) Uani 1 1 d . . .
O1 O 0.3502(2) 0.55889(14) 0.45230(9) 0.0516(4) Uani 1 1 d . . .
O2 O 0.27540(19) 0.47321(14) 0.32304(9) 0.0484(4) Uani 1 1 d . . .
O3 O 0.14540(18) 0.48562(15) 0.17484(9) 0.0473(4) Uani 1 1 d . . .
O4 O 0.3614(2) 0.76149(15) 0.58410(9) 0.0514(4) Uani 1 1 d . . .
O5 O 0.13053(17) 0.68481(15) 0.30533(10) 0.0477(4) Uani 1 1 d . . .
O6 O 0.19906(18) 0.77070(16) 0.43579(10) 0.0519(4) Uani 1 1 d . . .
C51 C 0.5758(2) 0.80655(17) 0.32694(11) 0.0317(4) Uani 1 1 d . . .
N2 N 0.3269(2) 0.56032(18) 0.10435(10) 0.0426(4) Uani 1 1 d . . .
O9 O 0.2795(2) 0.47708(18) -0.05527(10) 0.0585(5) Uani 1 1 d . . .
C50 C 0.6705(2) 0.90432(18) 0.38525(12) 0.0345(4) Uani 1 1 d . . .
N5 N 0.56000(19) 0.87176(15) 0.50832(10) 0.0348(3) Uani 1 1 d . . .
N6 N 0.5702(2) 0.91514(16) 0.59198(10) 0.0394(4) Uani 1 1 d . . .
C52 C -0.0023(4) 0.8083(4) 0.3761(3) 0.0895(12) Uani 1 1 d . . .
H52A H 0.0325 0.8854 0.3646 0.134 Uiso 1 1 calc R . .
H52B H -0.0349 0.8177 0.4294 0.134 Uiso 1 1 calc R . .
H52C H -0.0824 0.7594 0.3370 0.134 Uiso 1 1 calc R . .
C1 C 0.3065(2) 0.47013(18) 0.39399(12) 0.0387(4) Uani 1 1 d . . .
O7 O 0.46235(15) 0.73200(13) 0.34761(8) 0.0363(3) Uani 1 1 d . . .
C3 C 0.6103(2) 0.79308(19) 0.24517(12) 0.0376(4) Uani 1 1 d . . .
C4 C 0.5240(2) 0.7058(2) 0.17620(12) 0.0425(5) Uani 1 1 d . . .
H4 H 0.5626 0.7019 0.1264 0.051 Uiso 1 1 calc R . .
N9 N 0.3989(2) 0.63344(17) 0.17772(10) 0.0380(4) Uani 1 1 d . . .
C6 C 0.1936(2) 0.48750(19) 0.10766(12) 0.0371(4) Uani 1 1 d . . .
C7 C 0.1067(2) 0.40931(19) 0.03304(12) 0.0399(4) Uani 1 1 d . . .
C8 C -0.0299(3) 0.3363(2) 0.04229(14) 0.0527(6) Uani 1 1 d . . .
H8 H -0.0591 0.3379 0.0941 0.063 Uiso 1 1 calc R . .
C9 C -0.1221(3) 0.2619(3) -0.02341(16) 0.0650(7) Uani 1 1 d . . .
H9 H -0.2130 0.2143 -0.0160 0.078 Uiso 1 1 calc R . .
C10 C -0.0788(3) 0.2581(3) -0.10057(15) 0.0599(7) Uani 1 1 d . . .
H10 H -0.1407 0.2078 -0.1452 0.072 Uiso 1 1 calc R . .
C11 C 0.0542(3) 0.3280(2) -0.11127(13) 0.0522(6) Uani 1 1 d . . .
H11 H 0.0829 0.3241 -0.1633 0.063 Uiso 1 1 calc R . .
C12 C 0.1482(3) 0.4053(2) -0.04543(12) 0.0419(5) Uani 1 1 d . . .
C13 C 0.7345(2) 0.8726(2) 0.22589(14) 0.0456(5) Uani 1 1 d . . .
H13 H 0.7569 0.8600 0.1724 0.055 Uiso 1 1 calc R . .
C14 C 0.8242(3) 0.9679(2) 0.28191(16) 0.0490(5) Uani 1 1 d . . .
C15 C 0.7891(2) 0.9825(2) 0.36080(14) 0.0434(5) Uani 1 1 d . . .
H15 H 0.8470 1.0474 0.3998 0.052 Uiso 1 1 calc R . .
C16 C 0.6565(2) 0.93174(18) 0.47129(13) 0.0381(4) Uani 1 1 d . . .
H16 H 0.7241 0.9995 0.5029 0.046 Uiso 1 1 calc R . .
C17 C 0.4625(2) 0.85050(18) 0.62421(12) 0.0370(4) Uani 1 1 d . . .
C18 C 0.4622(3) 0.88846(19) 0.71292(12) 0.0405(4) Uani 1 1 d . . .
C19 C 0.5620(3) 0.9902(2) 0.76128(13) 0.0483(5) Uani 1 1 d . . .
O10 O 0.6702(2) 1.06173(19) 0.73083(11) 0.0698(6) Uani 1 1 d . . .
H10A H 0.6675 1.0343 0.6819 0.105 Uiso 1 1 calc R . .
C21 C 0.5494(3) 1.0225(3) 0.84438(15) 0.0632(7) Uani 1 1 d . . .
H21 H 0.6138 1.0917 0.8764 0.076 Uiso 1 1 calc R . .
C22 C 0.4434(4) 0.9532(3) 0.87882(15) 0.0658(7) Uani 1 1 d . . .
H22 H 0.4374 0.9747 0.9344 0.079 Uiso 1 1 calc R . .
C23 C 0.3461(4) 0.8524(3) 0.83255(16) 0.0722(9) Uani 1 1 d . . .
H23 H 0.2744 0.8052 0.8564 0.087 Uiso 1 1 calc R . .
C24 C 0.3549(3) 0.8211(2) 0.75015(15) 0.0596(7) Uani 1 1 d . . .
H24 H 0.2872 0.7531 0.7188 0.072 Uiso 1 1 calc R . .
C25 C 0.9565(3) 1.0516(3) 0.2584(2) 0.0746(9) Uani 1 1 d . . .
H25A H 0.9672 1.1319 0.2890 0.112 Uiso 1 1 calc R . .
H25B H 0.9437 1.0476 0.2016 0.112 Uiso 1 1 calc R . .
H25C H 1.0427 1.0283 0.2697 0.112 Uiso 1 1 calc R . .
C53 C 0.1191(2) 0.7497(2) 0.37184(15) 0.0444(5) Uani 1 1 d . . .
C27 C 0.2888(4) 0.3487(2) 0.41002(17) 0.0666(8) Uani 1 1 d . . .
H27A H 0.3680 0.3524 0.4477 0.100 Uiso 1 1 calc R . .
H27B H 0.2897 0.2920 0.3602 0.100 Uiso 1 1 calc R . .
H27C H 0.1973 0.3242 0.4324 0.100 Uiso 1 1 calc R . .
C28 C 0.9009(3) 0.4722(3) 0.3768(2) 0.0729(8) Uani 1 1 d . . .
H28A H 0.9763 0.4524 0.3448 0.109 Uiso 1 1 calc R . .
H28B H 0.8578 0.4080 0.4014 0.109 Uiso 1 1 calc R . .
H28C H 0.9425 0.5441 0.4182 0.109 Uiso 1 1 calc R . .
N11 N 0.7895(2) 0.4905(2) 0.32558(12) 0.0520(5) Uani 1 1 d . . .
C30 C 0.8023(3) 0.4902(3) 0.24900(16) 0.0572(6) Uani 1 1 d . . .
O11 O 0.7079(2) 0.5047(2) 0.20397(12) 0.0742(6) Uani 1 1 d . . .
C32 C 0.6589(4) 0.5090(4) 0.3612(2) 0.0834(11) Uani 1 1 d . . .
H32A H 0.6737 0.5928 0.3844 0.125 Uiso 1 1 calc R . .
H32B H 0.6385 0.4661 0.4027 0.125 Uiso 1 1 calc R . .
H32C H 0.5777 0.4805 0.3201 0.125 Uiso 1 1 calc R . .
C76 C 0.4303(4) 0.2812(3) 0.06553(19) 0.0736(8) Uani 1 1 d . . .
H76 H 0.4921 0.3419 0.1057 0.088 Uiso 1 1 calc R . .
N12 N 0.3094(3) 0.2187(2) 0.08781(14) 0.0621(6) Uani 1 1 d . . .
C35 C 0.2782(5) 0.2397(4) 0.1716(2) 0.0910(12) Uani 1 1 d . . .
H35A H 0.3560 0.3039 0.2039 0.137 Uiso 1 1 calc R . .
H35B H 0.2703 0.1685 0.1902 0.137 Uiso 1 1 calc R . .
H35C H 0.1876 0.2607 0.1764 0.137 Uiso 1 1 calc R . .
C77 C 0.2088(5) 0.1238(4) 0.0292(3) 0.0997(12) Uani 1 1 d . . .
H77A H 0.1126 0.1352 0.0312 0.150 Uiso 1 1 calc R . .
H77B H 0.2067 0.0486 0.0409 0.150 Uiso 1 1 calc R . .
H77C H 0.2398 0.1241 -0.0240 0.150 Uiso 1 1 calc R . .
H50 H 0.889(4) 0.472(3) 0.232(2) 0.077(10) Uiso 1 1 d . . .
H53 H 0.363(3) 0.568(3) 0.059(2) 0.062(8) Uiso 1 1 d . . .
O15 O 0.4695(3) 0.2674(3) -0.00253(15) 0.1035(9) Uani 1 1 d . . .
H56 H 0.284(4) 0.477(3) -0.106(2) 0.072(10) Uiso 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 0.03921(14) 0.03649(13) 0.02418(12) 0.00444(9) 0.00053(9) 0.00362(10)
Zn2 0.03757(14) 0.04516(15) 0.02197(12) 0.00748(9) 0.00209(9) 0.00441(10)
O1 0.0820(12) 0.0384(8) 0.0301(7) 0.0086(6) 0.0026(7) 0.0095(8)
O2 0.0638(10) 0.0430(8) 0.0316(7) 0.0097(6) -0.0056(7) 0.0040(7)
O3 0.0497(9) 0.0603(10) 0.0229(7) 0.0082(6) 0.0025(6) 0.0020(7)
O4 0.0628(10) 0.0492(9) 0.0260(7) 0.0035(6) 0.0035(7) -0.0067(8)
O5 0.0407(8) 0.0577(9) 0.0413(8) 0.0067(7) -0.0010(6) 0.0131(7)
O6 0.0439(8) 0.0654(10) 0.0422(9) 0.0005(8) 0.0000(7) 0.0192(8)
C51 0.0303(9) 0.0369(9) 0.0294(9) 0.0114(7) 0.0046(7) 0.0089(7)
N2 0.0474(10) 0.0551(11) 0.0206(8) 0.0056(7) 0.0033(7) 0.0091(8)
O9 0.0609(11) 0.0761(12) 0.0242(7) 0.0089(8) 0.0042(7) -0.0024(9)
C50 0.0316(9) 0.0370(9) 0.0348(10) 0.0101(8) 0.0033(7) 0.0082(8)
N5 0.0388(9) 0.0366(8) 0.0261(8) 0.0031(6) -0.0003(6) 0.0096(7)
N6 0.0448(9) 0.0421(9) 0.0248(8) 0.0002(7) -0.0012(7) 0.0085(7)
C52 0.074(2) 0.092(2) 0.100(3) -0.011(2) -0.0203(19) 0.0501(19)
C1 0.0456(11) 0.0384(10) 0.0314(9) 0.0091(8) 0.0057(8) 0.0096(8)
O7 0.0366(7) 0.0415(7) 0.0246(6) 0.0071(5) 0.0032(5) 0.0013(6)
C3 0.0355(10) 0.0457(11) 0.0319(9) 0.0125(8) 0.0065(8) 0.0091(8)
C4 0.0453(11) 0.0568(13) 0.0261(9) 0.0122(9) 0.0103(8) 0.0128(10)
N9 0.0402(9) 0.0489(10) 0.0220(7) 0.0059(7) 0.0013(6) 0.0097(8)
C6 0.0423(11) 0.0435(10) 0.0259(9) 0.0077(8) 0.0017(8) 0.0130(9)
C7 0.0479(11) 0.0454(11) 0.0250(9) 0.0069(8) 0.0000(8) 0.0125(9)
C8 0.0514(13) 0.0653(15) 0.0317(11) 0.0092(10) 0.0032(9) 0.0022(11)
C9 0.0569(15) 0.0753(18) 0.0421(13) 0.0069(12) -0.0008(11) -0.0100(13)
C10 0.0638(16) 0.0653(15) 0.0330(11) 0.0008(10) -0.0095(11) -0.0010(13)
C11 0.0639(15) 0.0595(14) 0.0249(10) 0.0037(9) -0.0004(10) 0.0093(12)
C12 0.0495(12) 0.0485(11) 0.0242(9) 0.0073(8) 0.0024(8) 0.0090(9)
C13 0.0426(11) 0.0600(13) 0.0376(11) 0.0202(10) 0.0131(9) 0.0118(10)
C14 0.0384(11) 0.0558(13) 0.0529(13) 0.0226(11) 0.0110(10) 0.0045(10)
C15 0.0363(10) 0.0414(11) 0.0475(12) 0.0105(9) 0.0032(9) 0.0027(8)
C16 0.0354(10) 0.0379(10) 0.0355(10) 0.0034(8) 0.0007(8) 0.0059(8)
C17 0.0453(11) 0.0337(9) 0.0292(9) 0.0037(7) -0.0001(8) 0.0099(8)
C18 0.0527(12) 0.0410(10) 0.0263(9) 0.0058(8) 0.0003(8) 0.0128(9)
C19 0.0553(13) 0.0538(13) 0.0304(10) 0.0037(9) -0.0057(9) 0.0128(11)
O10 0.0649(12) 0.0741(12) 0.0413(10) -0.0049(9) -0.0021(9) -0.0133(10)
C21 0.0722(18) 0.0707(17) 0.0328(12) -0.0044(11) -0.0095(12) 0.0125(14)
C22 0.087(2) 0.0816(19) 0.0250(11) 0.0066(11) 0.0005(11) 0.0228(16)
C23 0.097(2) 0.0767(19) 0.0345(13) 0.0182(13) 0.0133(14) 0.0052(17)
C24 0.0802(18) 0.0508(13) 0.0333(12) 0.0057(10) 0.0040(11) -0.0025(12)
C25 0.0581(16) 0.080(2) 0.073(2) 0.0288(16) 0.0183(14) -0.0112(14)
C53 0.0385(11) 0.0403(11) 0.0512(13) 0.0057(9) 0.0006(9) 0.0107(9)
C27 0.105(2) 0.0423(13) 0.0505(15) 0.0154(11) -0.0038(15) 0.0147(14)
C28 0.0559(16) 0.081(2) 0.078(2) 0.0370(17) -0.0082(14) 0.0003(14)
N11 0.0488(11) 0.0643(12) 0.0416(10) 0.0188(9) 0.0083(8) 0.0082(9)
C30 0.0546(15) 0.0630(15) 0.0437(13) 0.0103(11) 0.0145(11) 0.0001(12)
O11 0.0727(13) 0.1042(16) 0.0386(9) 0.0262(10) 0.0057(9) 0.0052(12)
C32 0.079(2) 0.141(3) 0.0540(17) 0.045(2) 0.0295(16) 0.049(2)
C76 0.085(2) 0.086(2) 0.0494(16) 0.0229(15) 0.0010(15) 0.0187(17)
N12 0.0740(15) 0.0671(14) 0.0478(12) 0.0140(11) 0.0093(11) 0.0236(12)
C35 0.128(3) 0.106(3) 0.062(2) 0.0324(19) 0.037(2) 0.058(3)
C77 0.097(3) 0.088(3) 0.099(3) 0.004(2) -0.005(2) 0.016(2)
O15 0.115(2) 0.141(3) 0.0559(14) 0.0393(15) 0.0234(14) 0.0233(19)

_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 1.9753(15) . ?
Zn1 O6 1.9801(17) . ?
Zn1 N5 2.0258(17) . ?
Zn1 O4 2.0501(15) . ?
Zn1 O7 2.1167(13) . ?
Zn2 O5 1.9545(16) . ?
Zn2 O2 1.9643(15) . ?
Zn2 N9 2.0308(17) . ?
Zn2 O7 2.0523(14) . ?
Zn2 O3 2.1411(15) . ?
O1 C1 1.245(3) . ?
O2 C1 1.247(2) . ?
O3 C6 1.248(2) . ?
O4 C17 1.270(3) . ?
O5 C53 1.245(3) . ?
O6 C53 1.246(3) . ?
C51 O7 1.318(2) . ?
C51 C50 1.423(3) . ?
C51 C3 1.423(3) . ?
N2 C6 1.345(3) . ?
N2 N9 1.390(2) . ?
N2 H53 0.87(3) . ?
O9 C12 1.353(3) . ?
O9 H56 0.87(4) . ?
C50 C15 1.401(3) . ?
C50 C16 1.446(3) . ?
N5 C16 1.282(3) . ?
N5 N6 1.392(2) . ?
N6 C17 1.324(3) . ?
C52 C53 1.496(4) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C1 C27 1.505(3) . ?
C3 C13 1.406(3) . ?
C3 C4 1.440(3) . ?
C4 N9 1.277(3) . ?
C4 H4 0.9300 . ?
C6 C7 1.470(3) . ?
C7 C8 1.395(3) . ?
C7 C12 1.399(3) . ?
C8 C9 1.375(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.361(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.394(3) . ?
C11 H11 0.9300 . ?
C13 C14 1.371(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(3) . ?
C14 C25 1.513(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.476(3) . ?
C18 C24 1.388(3) . ?
C18 C19 1.395(3) . ?
C19 O10 1.351(3) . ?
C19 C21 1.397(3) . ?
O10 H10A 0.8200 . ?
C21 C22 1.363(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.365(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.379(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 N11 1.443(4) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N11 C30 1.313(3) . ?
N11 C32 1.445(4) . ?
C30 O11 1.235(4) . ?
C30 H50 0.95(4) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C76 O15 1.217(4) . ?
C76 N12 1.312(4) . ?
C76 H76 0.9300 . ?
N12 C77 1.433(5) . ?
N12 C35 1.446(4) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C77 H77A 0.9600 . ?
C77 H77B 0.9600 . ?
C77 H77C 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 Zn1 O6 112.23(8) . . ?
O1 Zn1 N5 130.44(7) . . ?
O6 Zn1 N5 116.73(7) . . ?
O1 Zn1 O4 91.37(7) . . ?
O6 Zn1 O4 94.52(7) . . ?
N5 Zn1 O4 77.90(7) . . ?
O1 Zn1 O7 95.75(6) . . ?
O6 Zn1 O7 95.81(6) . . ?
N5 Zn1 O7 86.76(6) . . ?
O4 Zn1 O7 164.18(6) . . ?
O5 Zn2 O2 112.00(7) . . ?
O5 Zn2 N9 122.04(7) . . ?
O2 Zn2 N9 122.85(7) . . ?
O5 Zn2 O7 100.71(6) . . ?
O2 Zn2 O7 99.22(6) . . ?
N9 Zn2 O7 88.37(6) . . ?
O5 Zn2 O3 90.14(7) . . ?
O2 Zn2 O3 87.03(6) . . ?
N9 Zn2 O3 76.17(6) . . ?
O7 Zn2 O3 164.27(6) . . ?
C1 O1 Zn1 132.36(14) . . ?
C1 O2 Zn2 130.58(14) . . ?
C6 O3 Zn2 114.17(14) . . ?
C17 O4 Zn1 111.68(14) . . ?
C53 O5 Zn2 128.08(15) . . ?
C53 O6 Zn1 133.41(15) . . ?
O7 C51 C50 121.74(17) . . ?
O7 C51 C3 121.67(17) . . ?
C50 C51 C3 116.59(17) . . ?
C6 N2 N9 116.20(17) . . ?
C6 N2 H53 123(2) . . ?
N9 N2 H53 121(2) . . ?
C12 O9 H56 109(2) . . ?
C15 C50 C51 120.07(19) . . ?
C15 C50 C16 114.78(18) . . ?
C51 C50 C16 125.15(18) . . ?
C16 N5 N6 115.79(17) . . ?
C16 N5 Zn1 129.43(14) . . ?
N6 N5 Zn1 114.49(13) . . ?
C17 N6 N5 111.29(16) . . ?
C53 C52 H52A 109.5 . . ?
C53 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C53 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O1 C1 O2 125.4(2) . . ?
O1 C1 C27 117.6(2) . . ?
O2 C1 C27 116.9(2) . . ?
C51 O7 Zn2 128.97(12) . . ?
C51 O7 Zn1 130.08(12) . . ?
Zn2 O7 Zn1 99.48(6) . . ?
C13 C3 C51 119.94(19) . . ?
C13 C3 C4 114.28(18) . . ?
C51 C3 C4 125.71(18) . . ?
N9 C4 C3 125.41(18) . . ?
N9 C4 H4 117.3 . . ?
C3 C4 H4 117.3 . . ?
C4 N9 N2 117.59(17) . . ?
C4 N9 Zn2 128.31(14) . . ?
N2 N9 Zn2 114.09(13) . . ?
O3 C6 N2 119.31(19) . . ?
O3 C6 C7 120.3(2) . . ?
N2 C6 C7 120.38(18) . . ?
C8 C7 C12 118.2(2) . . ?
C8 C7 C6 116.44(19) . . ?
C12 C7 C6 125.3(2) . . ?
C9 C8 C7 121.5(2) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 119.6(2) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C11 C10 C9 120.1(2) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 121.1(2) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
O9 C12 C11 121.71(19) . . ?
O9 C12 C7 118.77(19) . . ?
C11 C12 C7 119.5(2) . . ?
C14 C13 C3 123.4(2) . . ?
C14 C13 H13 118.3 . . ?
C3 C13 H13 118.3 . . ?
C13 C14 C15 116.7(2) . . ?
C13 C14 C25 121.6(2) . . ?
C15 C14 C25 121.7(2) . . ?
C14 C15 C50 123.3(2) . . ?
C14 C15 H15 118.4 . . ?
C50 C15 H15 118.4 . . ?
N5 C16 C50 126.38(19) . . ?
N5 C16 H16 116.8 . . ?
C50 C16 H16 116.8 . . ?
O4 C17 N6 124.54(19) . . ?
O4 C17 C18 119.41(19) . . ?
N6 C17 C18 116.04(18) . . ?
C24 C18 C19 118.1(2) . . ?
C24 C18 C17 118.4(2) . . ?
C19 C18 C17 123.5(2) . . ?
O10 C19 C18 122.6(2) . . ?
O10 C19 C21 117.8(2) . . ?
C18 C19 C21 119.6(2) . . ?
C19 O10 H10A 109.5 . . ?
C22 C21 C19 120.5(3) . . ?
C22 C21 H21 119.7 . . ?
C19 C21 H21 119.7 . . ?
C21 C22 C23 120.6(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 119.5(3) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C18 121.6(2) . . ?
C23 C24 H24 119.2 . . ?
C18 C24 H24 119.2 . . ?
C14 C25 H25A 109.5 . . ?
C14 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C14 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O5 C53 O6 126.4(2) . . ?
O5 C53 C52 117.3(2) . . ?
O6 C53 C52 116.4(2) . . ?
C1 C27 H27A 109.5 . . ?
C1 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C1 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N11 C28 H28A 109.5 . . ?
N11 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N11 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 N11 C28 122.9(3) . . ?
C30 N11 C32 119.5(2) . . ?
C28 N11 C32 117.7(2) . . ?
O11 C30 N11 123.9(3) . . ?
O11 C30 H50 124(2) . . ?
N11 C30 H50 112(2) . . ?
N11 C32 H32A 109.5 . . ?
N11 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N11 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O15 C76 N12 126.4(3) . . ?
O15 C76 H76 116.8 . . ?
N12 C76 H76 116.8 . . ?
C76 N12 C77 119.9(3) . . ?
C76 N12 C35 121.3(3) . . ?
C77 N12 C35 118.7(3) . . ?
N12 C35 H35A 109.5 . . ?
N12 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N12 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N12 C77 H77A 109.5 . . ?
N12 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
N12 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.061