# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
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#                                CCDC 
# 
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#  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.
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#  fide research purposes only. It may contain copyright material
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data_mfit9

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H56 N4 O18 Zn2'
_chemical_formula_weight         1059.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   15.8662(12)
_cell_length_b                   13.3414(11)
_cell_length_c                   23.2173(18)
_cell_angle_alpha                90
_cell_angle_beta                 96.3740(10)
_cell_angle_gamma                90
_cell_volume                     4884.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_F_000             2208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.028
_exptl_absorpt_coefficient_mu    1.058
_shelx_estimated_absorpt_T_min   0.925
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48026
_diffrn_reflns_av_unetI/netI     0.0647
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.481
_diffrn_reflns_theta_max         28.621
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.877
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             10975
_reflns_number_gt                6955
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0409P)²+1.9502P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10975
_refine_ls_number_parameters     649
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1034
_refine_ls_wR_factor_gt          0.0876
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.09489(2) 0.16962(3) 0.23013(2) 0.01803(9) Uani 1 1 d . . . . .
Zn2 Zn 0.26258(2) 0.32423(2) 0.43976(2) 0.01610(9) Uani 1 1 d . . . . .
O1 O 0.01228(13) 0.36919(19) 0.44291(10) 0.0349(6) Uani 1 1 d . . . . .
O2 O -0.02056(15) 0.48764(18) 0.37605(10) 0.0364(6) Uani 1 1 d . . . . .
O3 O -0.03712(13) 0.15294(15) 0.31157(9) 0.0252(5) Uani 1 1 d . . . . .
O4 O 0.02412(13) 0.18831(16) 0.40006(9) 0.0271(5) Uani 1 1 d . . . . .
O5 O -0.31070(13) 0.00095(15) 0.05218(9) 0.0243(5) Uani 1 1 d . . . . .
O6 O -0.26367(12) -0.13886(14) 0.09667(9) 0.0201(5) Uani 1 1 d . . . . .
O7 O -0.12078(12) 0.02166(15) 0.22491(9) 0.0218(5) Uani 1 1 d . . . . .
O8 O -0.17031(12) -0.12628(15) 0.19345(9) 0.0205(5) Uani 1 1 d . . . . .
O9 O 0.00070(13) 0.18104(17) 0.17945(10) 0.0194(5) Uani 1 1 d . . . . .
O10 O 0.16013(12) 0.13825(16) 0.22249(9) 0.0250(5) Uani 1 1 d . . . . .
O11 O 0.18158(13) 0.01401(15) 0.28731(9) 0.0242(5) Uani 1 1 d . . . . .
O12 O 0.20298(12) 0.34414(14) 0.35895(9) 0.0216(5) Uani 1 1 d . . . . .
O13 O 0.14063(12) 0.31391(15) 0.27003(9) 0.0216(5) Uani 1 1 d . . . . .
O14 O 0.50035(12) 0.47811(14) 0.61057(9) 0.0199(5) Uani 1 1 d . . . . .
O15 O 0.45449(12) 0.61987(14) 0.56647(8) 0.0168(4) Uani 1 1 d . . . . .
O16 O 0.30563(12) 0.46497(14) 0.43911(9) 0.0199(5) Uani 1 1 d . . . . .
O17 O 0.36285(12) 0.60976(14) 0.46908(8) 0.0168(4) Uani 1 1 d . . . . .
O18 O 0.16781(14) 0.33116(18) 0.49099(11) 0.0204(5) Uani 1 1 d . . . . .
N1 N -0.12444(15) 0.31138(18) 0.25119(11) 0.0192(6) Uani 1 1 d . . . . .
N2 N -0.19534(14) 0.19123(17) 0.16929(10) 0.0164(5) Uani 1 1 d . . . . .
N3 N 0.28156(14) 0.17915(17) 0.41930(10) 0.0161(5) Uani 1 1 d . . . . .
N4 N 0.36061(14) 0.29391(16) 0.50118(10) 0.0146(5) Uani 1 1 d . . . . .
C1 C -0.17971(18) 0.3576(2) 0.20726(13) 0.0195(7) Uani 1 1 d . . . . .
C2 C -0.1991(2) 0.4595(2) 0.20473(14) 0.0263(7) Uani 1 1 d . . . . .
H2 H -0.1744 0.5029 0.2344 0.038(5) Uiso 1 1 calc R U . . .
C3 C -0.2536(2) 0.4982(2) 0.15981(14) 0.0293(8) Uani 1 1 d . . . . .
H3 H -0.2670 0.5676 0.1590 0.038(5) Uiso 1 1 calc R U . . .
C4 C -0.2887(2) 0.4357(2) 0.11584(14) 0.0271(7) Uani 1 1 d . . . . .
H4 H -0.3254 0.4627 0.0846 0.038(5) Uiso 1 1 calc R U . . .
C5 C -0.27067(18) 0.3345(2) 0.11711(13) 0.0215(7) Uani 1 1 d . . . . .
H5 H -0.2949 0.2924 0.0867 0.038(5) Uiso 1 1 calc R U . . .
C6 C -0.21705(17) 0.2935(2) 0.16286(13) 0.0179(6) Uani 1 1 d . . . . .
C7 C -0.09562(17) 0.3599(2) 0.29857(13) 0.0199(7) Uani 1 1 d . . . . .
H7 H -0.1126 0.4279 0.3011 0.012(5) Uiso 1 1 calc R U . . .
C8 C -0.04204(17) 0.3215(2) 0.34609(13) 0.0222(7) Uani 1 1 d . . . . .
C9 C -0.01938(18) 0.2173(2) 0.35025(14) 0.0226(7) Uani 1 1 d . . . . .
C10 C -0.01412(18) 0.3910(3) 0.39337(15) 0.0275(8) Uani 1 1 d . . . . .
C11 C 0.0074(3) 0.5598(3) 0.42098(17) 0.0488(11) Uani 1 1 d . . . . .
H11A H -0.0294 0.5556 0.4526 0.054(6) Uiso 1 1 calc R U . . .
H11B H 0.0662 0.5444 0.4374 0.054(6) Uiso 1 1 calc R U . . .
C12 C 0.0037(4) 0.6560(4) 0.3977(2) 0.0910(19) Uani 1 1 d . . . . .
H12A H 0.0474 0.6634 0.3713 0.079(6) Uiso 1 1 calc R U . . .
H12B H 0.0136 0.7053 0.4291 0.079(6) Uiso 1 1 calc R U . . .
H12C H -0.0523 0.6673 0.3764 0.079(6) Uiso 1 1 calc R U . . .
C13 C 0.0426(2) 0.0819(3) 0.40602(14) 0.0307(8) Uani 1 1 d . . . . .
H13A H 0.0795 0.0601 0.3767 0.054(6) Uiso 1 1 calc R U . . .
H13B H -0.0105 0.0423 0.4008 0.054(6) Uiso 1 1 calc R U . . .
C14 C 0.0872(2) 0.0677(3) 0.46655(15) 0.0389(9) Uani 1 1 d . . . . .
H14A H 0.1398 0.1068 0.4709 0.079(6) Uiso 1 1 calc R U . . .
H14B H 0.1005 -0.0035 0.4730 0.079(6) Uiso 1 1 calc R U . . .
H14C H 0.0501 0.0905 0.4950 0.079(6) Uiso 1 1 calc R U . . .
C15 C -0.23450(17) 0.1215(2) 0.13676(13) 0.0174(6) Uani 1 1 d . . . . .
H15 H -0.2758 0.1440 0.1068 0.012(5) Uiso 1 1 calc R U . . .
C16 C -0.22247(17) 0.0170(2) 0.14110(12) 0.0160(6) Uani 1 1 d . . . . .
C17 C -0.16766(17) -0.0263(2) 0.18837(13) 0.0185(6) Uani 1 1 d . . . . .
C18 C -0.26942(17) -0.0388(2) 0.09350(13) 0.0179(6) Uani 1 1 d . . . . .
C19 C -0.30399(19) -0.1918(2) 0.04621(13) 0.0223(7) Uani 1 1 d . . . . .
H19A H -0.2745 -0.1768 0.0118 0.026(4) Uiso 1 1 calc R U . . .
H19B H -0.3640 -0.1710 0.0380 0.026(4) Uiso 1 1 calc R U . . .
C20 C -0.2985(2) -0.3017(2) 0.05991(15) 0.0298(8) Uani 1 1 d . . . . .
H20A H -0.2388 -0.3212 0.0683 0.041(4) Uiso 1 1 calc R U . . .
H20B H -0.3246 -0.3401 0.0266 0.041(4) Uiso 1 1 calc R U . . .
H20C H -0.3285 -0.3157 0.0937 0.041(4) Uiso 1 1 calc R U . . .
C21 C -0.11947(18) -0.1688(2) 0.24329(13) 0.0208(6) Uani 1 1 d . . . . .
H21A H -0.1366 -0.1406 0.2797 0.026(4) Uiso 1 1 calc R U . . .
H21B H -0.0586 -0.1542 0.2416 0.026(4) Uiso 1 1 calc R U . . .
C22 C -0.1352(2) -0.2803(2) 0.24062(14) 0.0268(7) Uani 1 1 d . . . . .
H22A H -0.1957 -0.2934 0.2420 0.041(4) Uiso 1 1 calc R U . . .
H22B H -0.1023 -0.3128 0.2736 0.041(4) Uiso 1 1 calc R U . . .
H22C H -0.1178 -0.3070 0.2044 0.041(4) Uiso 1 1 calc R U . . .
C23 C 0.33034(17) 0.1283(2) 0.46514(13) 0.0161(6) Uani 1 1 d . . . . .
C24 C 0.33718(19) 0.0251(2) 0.47016(13) 0.0220(7) Uani 1 1 d . . . . .
H24 H 0.3087 -0.0166 0.4410 0.026(4) Uiso 1 1 calc R U . . .
C25 C 0.38505(19) -0.0180(2) 0.51714(14) 0.0263(7) Uani 1 1 d . . . . .
H25 H 0.3905 -0.0888 0.5196 0.026(4) Uiso 1 1 calc R U . . .
C26 C 0.42507(18) 0.0420(2) 0.56054(14) 0.0221(7) Uani 1 1 d . . . . .
H26 H 0.4574 0.0122 0.5930 0.026(4) Uiso 1 1 calc R U . . .
C27 C 0.41816(17) 0.1448(2) 0.55678(13) 0.0186(6) Uani 1 1 d . . . . .
H27 H 0.4452 0.1855 0.5870 0.026(4) Uiso 1 1 calc R U . . .
C28 C 0.37210(16) 0.1894(2) 0.50927(12) 0.0150(6) Uani 1 1 d . . . . .
C29 C 0.25449(17) 0.1348(2) 0.37064(13) 0.0179(6) Uani 1 1 d . . . . .
H29 H 0.2681 0.0657 0.3679 0.016(5) Uiso 1 1 calc R U . . .
C30 C 0.20720(17) 0.1776(2) 0.32151(12) 0.0175(6) Uani 1 1 d . . . . .
C31 C 0.18512(17) 0.2823(2) 0.31932(13) 0.0195(7) Uani 1 1 d . . . . .
C32 C 0.18117(17) 0.1123(2) 0.27232(14) 0.0202(7) Uani 1 1 d . . . . .
C33 C 0.1461(2) -0.0535(2) 0.24181(15) 0.0292(8) Uani 1 1 d . . . . .
H33A H 0.1797 -0.0506 0.2084 0.023(4) Uiso 1 1 calc R U . . .
H33B H 0.0868 -0.0346 0.2284 0.023(4) Uiso 1 1 calc R U . . .
C34 C 0.1493(2) -0.1574(2) 0.26738(16) 0.0349(9) Uani 1 1 d . . . . .
H34A H 0.2079 -0.1737 0.2823 0.042(4) Uiso 1 1 calc R U . . .
H34B H 0.1286 -0.2058 0.2374 0.042(4) Uiso 1 1 calc R U . . .
H34C H 0.1134 -0.1601 0.2991 0.042(4) Uiso 1 1 calc R U . . .
C35 C 0.11945(19) 0.4201(2) 0.26691(13) 0.0215(7) Uani 1 1 d . . . . .
H35A H 0.1716 0.4613 0.2729 0.023(4) Uiso 1 1 calc R U . . .
H35B H 0.0825 0.4378 0.2971 0.023(4) Uiso 1 1 calc R U . . .
C36 C 0.0740(2) 0.4384(2) 0.20756(14) 0.0310(8) Uani 1 1 d . . . . .
H36A H 0.1119 0.4229 0.1782 0.042(4) Uiso 1 1 calc R U . . .
H36B H 0.0567 0.5089 0.2041 0.042(4) Uiso 1 1 calc R U . . .
H36C H 0.0236 0.3955 0.2017 0.042(4) Uiso 1 1 calc R U . . .
C37 C 0.40772(16) 0.3602(2) 0.53106(13) 0.0158(6) Uani 1 1 d . . . . .
H37 H 0.4493 0.3349 0.5600 0.016(5) Uiso 1 1 calc R U . . .
C38 C 0.40343(16) 0.4657(2) 0.52500(12) 0.0146(6) Uani 1 1 d . . . . .
C39 C 0.35411(17) 0.5106(2) 0.47633(12) 0.0152(6) Uani 1 1 d . . . . .
C40 C 0.45608(17) 0.5196(2) 0.57019(13) 0.0170(6) Uani 1 1 d . . . . .
C41 C 0.50643(17) 0.6714(2) 0.61272(13) 0.0184(6) Uani 1 1 d . . . . .
H41A H 0.5672 0.6566 0.6108 0.015(4) Uiso 1 1 calc R U . . .
H41B H 0.4911 0.6496 0.6510 0.015(4) Uiso 1 1 calc R U . . .
C42 C 0.48980(19) 0.7815(2) 0.60430(14) 0.0238(7) Uani 1 1 d . . . . .
H42A H 0.5061 0.8023 0.5666 0.034(4) Uiso 1 1 calc R U . . .
H42B H 0.5231 0.8192 0.6351 0.034(4) Uiso 1 1 calc R U . . .
H42C H 0.4293 0.7950 0.6057 0.034(4) Uiso 1 1 calc R U . . .
C43 C 0.31947(18) 0.6498(2) 0.41569(13) 0.0197(7) Uani 1 1 d . . . . .
H43A H 0.2580 0.6354 0.4132 0.015(4) Uiso 1 1 calc R U . . .
H43B H 0.3423 0.6194 0.3817 0.015(4) Uiso 1 1 calc R U . . .
C44 C 0.3347(2) 0.7609(2) 0.41701(14) 0.0270(8) Uani 1 1 d . . . . .
H44A H 0.3105 0.7902 0.4502 0.034(4) Uiso 1 1 calc R U . . .
H44B H 0.3077 0.7911 0.3811 0.034(4) Uiso 1 1 calc R U . . .
H44C H 0.3958 0.7740 0.4205 0.034(4) Uiso 1 1 calc R U . . .
H91 H 0.052(2) 0.182(3) 0.1935(17) 0.050(12) Uiso 1 1 d . . . . .
H92 H -0.003(2) 0.133(3) 0.1571(16) 0.043(12) Uiso 1 1 d . . . . .
H181 H 0.130(3) 0.331(3) 0.471(2) 0.060(16) Uiso 1 1 d . . . . .
H182 H 0.175(2) 0.387(3) 0.5122(16) 0.045(12) Uiso 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
Zn1 O7 2.017(2) . ?
Zn1 O3 2.020(2) . ?
Zn1 N1 2.022(2) . ?
Zn1 O9 2.026(2) . ?
Zn1 N2 2.029(2) . ?
Zn2 O16 1.9986(19) . ?
Zn2 O18 2.020(2) . ?
Zn2 O12 2.023(2) . ?
Zn2 N3 2.024(2) . ?
Zn2 N4 2.031(2) . ?
O1 C10 1.215(4) . ?
O2 C10 1.351(4) . ?
O2 C11 1.452(4) . ?
O3 C9 1.252(4) . ?
O4 C9 1.336(4) . ?
O4 C13 1.453(4) . ?
O5 C18 1.221(3) . ?
O6 C18 1.339(3) . ?
O6 C19 1.454(3) . ?
O7 C17 1.242(3) . ?
O8 C17 1.340(3) . ?
O8 C21 1.450(3) . ?
O9 H91 0.84(4) . ?
O9 H92 0.83(4) . ?
O10 C32 1.218(4) . ?
O11 C32 1.357(3) . ?
O11 C33 1.453(3) . ?
O12 C31 1.245(3) . ?
O13 C31 1.344(3) . ?
O13 C35 1.456(3) . ?
O14 C40 1.238(3) . ?
O15 C40 1.341(3) . ?
O15 C41 1.452(3) . ?
O16 C39 1.250(3) . ?
O17 C39 1.342(3) . ?
O17 C43 1.451(3) . ?
O18 H181 0.71(4) . ?
O18 H182 0.89(4) . ?
N1 C7 1.314(4) . ?
N1 C1 1.411(4) . ?
N2 C15 1.310(3) . ?
N2 C6 1.411(3) . ?
N3 C29 1.305(4) . ?
N3 C23 1.418(4) . ?
N4 C37 1.307(3) . ?
N4 C28 1.416(3) . ?
C1 C2 1.393(4) . ?
C1 C6 1.418(4) . ?
C2 C3 1.379(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.397(4) . ?
C5 H5 0.9500 . ?
C7 C8 1.412(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.435(4) . ?
C8 C10 1.468(4) . ?
C11 C12 1.391(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.514(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.410(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.443(4) . ?
C16 C18 1.465(4) . ?
C19 C20 1.501(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.508(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.385(4) . ?
C23 C28 1.416(4) . ?
C24 C25 1.383(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.384(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.378(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.388(4) . ?
C27 H27 0.9500 . ?
C29 C30 1.414(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.440(4) . ?
C30 C32 1.459(4) . ?
C33 C34 1.506(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.503(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.415(4) . ?
C37 H37 0.9500 . ?
C38 C39 1.433(4) . ?
C38 C40 1.457(4) . ?
C41 C42 1.501(4) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.502(4) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 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
O7 Zn1 O3 90.95(8) . . ?
O7 Zn1 N1 151.51(9) . . ?
O3 Zn1 N1 88.28(9) . . ?
O7 Zn1 O9 101.49(9) . . ?
O3 Zn1 O9 105.12(9) . . ?
N1 Zn1 O9 106.19(9) . . ?
O7 Zn1 N2 87.60(8) . . ?
O3 Zn1 N2 155.08(9) . . ?
N1 Zn1 N2 81.38(9) . . ?
O9 Zn1 N2 99.54(9) . . ?
O16 Zn2 O18 103.81(9) . . ?
O16 Zn2 O12 89.69(8) . . ?
O18 Zn2 O12 103.79(9) . . ?
O16 Zn2 N3 146.82(9) . . ?
O18 Zn2 N3 108.78(9) . . ?
O12 Zn2 N3 88.53(9) . . ?
O16 Zn2 N4 87.51(8) . . ?
O18 Zn2 N4 99.08(9) . . ?
O12 Zn2 N4 156.97(9) . . ?
N3 Zn2 N4 81.49(9) . . ?
C10 O2 C11 114.3(3) . . ?
C9 O3 Zn1 129.7(2) . . ?
C9 O4 C13 116.4(2) . . ?
C18 O6 C19 114.7(2) . . ?
C17 O7 Zn1 130.4(2) . . ?
C17 O8 C21 116.1(2) . . ?
Zn1 O9 H91 122(3) . . ?
Zn1 O9 H92 107(2) . . ?
H91 O9 H92 105(3) . . ?
C32 O11 C33 115.0(2) . . ?
C31 O12 Zn2 130.03(19) . . ?
C31 O13 C35 116.4(2) . . ?
C40 O15 C41 114.8(2) . . ?
C39 O16 Zn2 129.60(18) . . ?
C39 O17 C43 115.1(2) . . ?
Zn2 O18 H181 104(4) . . ?
Zn2 O18 H182 108(2) . . ?
H181 O18 H182 115(4) . . ?
C7 N1 C1 121.4(3) . . ?
C7 N1 Zn1 126.5(2) . . ?
C1 N1 Zn1 112.11(19) . . ?
C15 N2 C6 122.0(3) . . ?
C15 N2 Zn1 125.9(2) . . ?
C6 N2 Zn1 112.01(18) . . ?
C29 N3 C23 122.2(2) . . ?
C29 N3 Zn2 126.4(2) . . ?
C23 N3 Zn2 111.40(18) . . ?
C37 N4 C28 122.6(2) . . ?
C37 N4 Zn2 125.91(19) . . ?
C28 N4 Zn2 111.51(18) . . ?
C2 C1 N1 125.0(3) . . ?
C2 C1 C6 119.1(3) . . ?
N1 C1 C6 115.9(3) . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 N2 125.5(3) . . ?
C5 C6 C1 119.1(3) . . ?
N2 C6 C1 115.4(3) . . ?
N1 C7 C8 126.8(3) . . ?
N1 C7 H7 116.6 . . ?
C8 C7 H7 116.6 . . ?
C7 C8 C9 121.9(3) . . ?
C7 C8 C10 117.4(3) . . ?
C9 C8 C10 120.6(3) . . ?
O3 C9 O4 118.4(3) . . ?
O3 C9 C8 125.5(3) . . ?
O4 C9 C8 116.1(3) . . ?
O1 C10 O2 121.1(3) . . ?
O1 C10 C8 126.9(3) . . ?
O2 C10 C8 112.0(3) . . ?
C12 C11 O2 109.7(4) . . ?
C12 C11 H11A 109.7 . . ?
O2 C11 H11A 109.7 . . ?
C12 C11 H11B 109.7 . . ?
O2 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O4 C13 C14 106.2(3) . . ?
O4 C13 H13A 110.5 . . ?
C14 C13 H13A 110.5 . . ?
O4 C13 H13B 110.5 . . ?
C14 C13 H13B 110.5 . . ?
H13A C13 H13B 108.7 . . ?
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 . . ?
N2 C15 C16 127.5(3) . . ?
N2 C15 H15 116.2 . . ?
C16 C15 H15 116.2 . . ?
C15 C16 C17 121.1(3) . . ?
C15 C16 C18 113.3(3) . . ?
C17 C16 C18 125.7(3) . . ?
O7 C17 O8 118.4(3) . . ?
O7 C17 C16 125.3(3) . . ?
O8 C17 C16 116.3(3) . . ?
O5 C18 O6 120.2(3) . . ?
O5 C18 C16 123.7(3) . . ?
O6 C18 C16 116.0(3) . . ?
O6 C19 C20 107.1(2) . . ?
O6 C19 H19A 110.3 . . ?
C20 C19 H19A 110.3 . . ?
O6 C19 H19B 110.3 . . ?
C20 C19 H19B 110.3 . . ?
H19A C19 H19B 108.6 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O8 C21 C22 106.1(2) . . ?
O8 C21 H21A 110.5 . . ?
C22 C21 H21A 110.5 . . ?
O8 C21 H21B 110.5 . . ?
C22 C21 H21B 110.5 . . ?
H21A C21 H21B 108.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C28 119.1(3) . . ?
C24 C23 N3 124.8(3) . . ?
C28 C23 N3 116.1(2) . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 120.1(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C25 120.1(3) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C26 C27 C28 120.6(3) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C27 C28 C23 119.4(3) . . ?
C27 C28 N4 125.2(3) . . ?
C23 C28 N4 115.4(3) . . ?
N3 C29 C30 127.5(3) . . ?
N3 C29 H29 116.2 . . ?
C30 C29 H29 116.2 . . ?
C29 C30 C31 121.7(3) . . ?
C29 C30 C32 118.0(3) . . ?
C31 C30 C32 120.3(3) . . ?
O12 C31 O13 118.4(3) . . ?
O12 C31 C30 125.6(3) . . ?
O13 C31 C30 115.9(3) . . ?
O10 C32 O11 120.7(3) . . ?
O10 C32 C30 126.8(3) . . ?
O11 C32 C30 112.5(3) . . ?
O11 C33 C34 106.9(3) . . ?
O11 C33 H33A 110.3 . . ?
C34 C33 H33A 110.3 . . ?
O11 C33 H33B 110.3 . . ?
C34 C33 H33B 110.3 . . ?
H33A C33 H33B 108.6 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O13 C35 C36 106.8(2) . . ?
O13 C35 H35A 110.4 . . ?
C36 C35 H35A 110.4 . . ?
O13 C35 H35B 110.4 . . ?
C36 C35 H35B 110.4 . . ?
H35A C35 H35B 108.6 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N4 C37 C38 127.0(3) . . ?
N4 C37 H37 116.5 . . ?
C38 C37 H37 116.5 . . ?
C37 C38 C39 120.7(3) . . ?
C37 C38 C40 113.7(3) . . ?
C39 C38 C40 125.5(3) . . ?
O16 C39 O17 117.3(3) . . ?
O16 C39 C38 125.5(3) . . ?
O17 C39 C38 117.2(3) . . ?
O14 C40 O15 120.0(3) . . ?
O14 C40 C38 123.8(3) . . ?
O15 C40 C38 116.2(3) . . ?
O15 C41 C42 106.9(2) . . ?
O15 C41 H41A 110.3 . . ?
C42 C41 H41A 110.3 . . ?
O15 C41 H41B 110.3 . . ?
C42 C41 H41B 110.3 . . ?
H41A C41 H41B 108.6 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O17 C43 C44 106.6(2) . . ?
O17 C43 H43A 110.4 . . ?
C44 C43 H43A 110.4 . . ?
O17 C43 H43B 110.4 . . ?
C44 C43 H43B 110.4 . . ?
H43A C43 H43B 108.6 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?

_refine_diff_density_max         1.143
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.078

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 974318'
#######################################################################
#
#                 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_mfit10

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H26 N4 O5 S Zn'
_chemical_formula_weight         523.90

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.7526(5)
_cell_length_b                   11.5952(5)
_cell_length_c                   19.6353(9)
_cell_angle_alpha                90
_cell_angle_beta                 100.7200(10)
_cell_angle_gamma                90
_cell_volume                     2405.38(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.144
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.064
_exptl_absorpt_coefficient_mu    1.148
_shelx_estimated_absorpt_T_min   0.852
_shelx_estimated_absorpt_T_max   0.930
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43271
_diffrn_reflns_av_unetI/netI     0.0128
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.928
_diffrn_reflns_theta_max         28.486
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5774
_reflns_number_gt                5337
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0261P)²+1.6508P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5774
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0218
_refine_ls_wR_factor_ref         0.0578
_refine_ls_wR_factor_gt          0.0563
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.14509(2) 0.13893(2) 0.88617(2) 0.01034(5) Uani 1 1 d . . . . .
O1 O 0.09629(8) 0.23959(8) 0.96343(5) 0.01423(18) Uani 1 1 d . . . . .
O2 O 0.11047(9) 0.38827(8) 1.03772(5) 0.01742(19) Uani 1 1 d . . . . .
O3 O -0.00977(8) 0.02369(8) 0.87233(5) 0.01378(18) Uani 1 1 d . . . . .
O4 O -0.13370(8) -0.12164(8) 0.82270(5) 0.01592(18) Uani 1 1 d . . . . .
N1 N 0.30949(9) 0.23156(9) 0.88913(5) 0.0115(2) Uani 1 1 d . . . . .
N2 N 0.35729(12) 0.55900(11) 1.03560(8) 0.0291(3) Uani 1 1 d . . . . .
N3 N 0.21667(9) 0.05179(9) 0.80995(5) 0.0115(2) Uani 1 1 d . . . . .
N4 N -0.03479(10) -0.24176(10) 0.68876(6) 0.0159(2) Uani 1 1 d . . . . .
C1 C 0.38616(11) 0.18779(10) 0.84378(6) 0.0117(2) Uani 1 1 d . . . . .
C2 C 0.50674(11) 0.22893(10) 0.83902(6) 0.0130(2) Uani 1 1 d . . . . .
H2 H 0.5414 0.2911 0.8679 0.022(3) Uiso 1 1 calc R U . . .
C3 C 0.57723(11) 0.18169(11) 0.79337(7) 0.0137(2) Uani 1 1 d . . . . .
C4 C 0.52696(12) 0.08987(11) 0.75018(7) 0.0156(2) Uani 1 1 d . . . . .
C5 C 0.40818(12) 0.04712(11) 0.75549(7) 0.0159(2) Uani 1 1 d . . . . .
H5 H 0.3748 -0.0162 0.7272 0.022(3) Uiso 1 1 calc R U . . .
C6 C 0.33645(11) 0.09418(11) 0.80112(6) 0.0123(2) Uani 1 1 d . . . . .
C7 C 0.70733(12) 0.22793(12) 0.79081(7) 0.0181(3) Uani 1 1 d . . . . .
H7A H 0.7290 0.2886 0.8258 0.036(2) Uiso 1 1 calc R U . . .
H7B H 0.7082 0.2599 0.7447 0.036(2) Uiso 1 1 calc R U . . .
H7C H 0.7694 0.1653 0.8003 0.036(2) Uiso 1 1 calc R U . . .
C8 C 0.59938(14) 0.03780(13) 0.69880(8) 0.0244(3) Uani 1 1 d . . . . .
H8A H 0.5470 -0.0208 0.6711 0.036(2) Uiso 1 1 calc R U . . .
H8B H 0.6772 0.0020 0.7238 0.036(2) Uiso 1 1 calc R U . . .
H8C H 0.6210 0.0984 0.6682 0.036(2) Uiso 1 1 calc R U . . .
C9 C 0.34167(11) 0.32253(11) 0.92734(6) 0.0131(2) Uani 1 1 d . . . . .
H9 H 0.4190 0.3592 0.9234 0.014(3) Uiso 1 1 calc R U . . .
C10 C 0.27079(12) 0.37123(11) 0.97430(7) 0.0142(2) Uani 1 1 d . . . . .
C11 C 0.15499(12) 0.32615(11) 0.98931(6) 0.0134(2) Uani 1 1 d . . . . .
C12 C 0.31870(12) 0.47459(12) 1.00880(7) 0.0189(3) Uani 1 1 d . . . . .
C13 C -0.01010(13) 0.35223(12) 1.05389(7) 0.0201(3) Uani 1 1 d . . . . .
H13A H -0.0115 0.2675 1.0599 0.021(2) Uiso 1 1 calc R U . . .
H13B H -0.0802 0.3741 1.0159 0.021(2) Uiso 1 1 calc R U . . .
C14 C -0.02474(15) 0.41188(15) 1.12004(8) 0.0289(3) Uani 1 1 d . . . . .
H14A H 0.0408 0.3845 1.1581 0.037(2) Uiso 1 1 calc R U . . .
H14B H -0.1084 0.3946 1.1304 0.037(2) Uiso 1 1 calc R U . . .
H14C H -0.0162 0.4954 1.1146 0.037(2) Uiso 1 1 calc R U . . .
C15 C 0.15664(11) -0.02556(10) 0.76849(6) 0.0121(2) Uani 1 1 d . . . . .
H15 H 0.1933 -0.0481 0.7301 0.014(3) Uiso 1 1 calc R U . . .
C16 C 0.04142(11) -0.07924(11) 0.77553(6) 0.0121(2) Uani 1 1 d . . . . .
C17 C -0.03206(11) -0.05264(11) 0.82742(6) 0.0122(2) Uani 1 1 d . . . . .
C18 C -0.00286(11) -0.16870(11) 0.72778(6) 0.0129(2) Uani 1 1 d . . . . .
C19 C -0.21859(12) -0.10172(12) 0.87106(7) 0.0173(3) Uani 1 1 d . . . . .
H19A H -0.2584 -0.0247 0.8634 0.021(2) Uiso 1 1 calc R U . . .
H19B H -0.1717 -0.1060 0.9194 0.021(2) Uiso 1 1 calc R U . . .
C20 C -0.31794(13) -0.19522(13) 0.85753(8) 0.0227(3) Uani 1 1 d . . . . .
H20A H -0.3678 -0.1861 0.8107 0.037(2) Uiso 1 1 calc R U . . .
H20B H -0.3739 -0.1893 0.8915 0.037(2) Uiso 1 1 calc R U . . .
H20C H -0.2766 -0.2709 0.8616 0.037(2) Uiso 1 1 calc R U . . .
S1 S 0.24012(3) -0.10286(3) 0.95438(2) 0.01624(7) Uani 1 1 d . . . . .
O5 O 0.24244(9) 0.02613(8) 0.96710(5) 0.01788(19) Uani 1 1 d . . . . .
C21 C 0.23063(14) -0.16501(12) 1.03599(7) 0.0202(3) Uani 1 1 d . . . . .
H21A H 0.2950 -0.1303 1.0720 0.039(2) Uiso 1 1 calc R U . . .
H21B H 0.2452 -0.2483 1.0343 0.039(2) Uiso 1 1 calc R U . . .
H21C H 0.1465 -0.1507 1.0466 0.039(2) Uiso 1 1 calc R U . . .
C22 C 0.39963(16) -0.14212(15) 0.95158(11) 0.0364(4) Uani 1 1 d . . . . .
H22A H 0.4247 -0.1075 0.9106 0.039(2) Uiso 1 1 calc R U . . .
H22B H 0.4061 -0.2263 0.9491 0.039(2) Uiso 1 1 calc R U . . .
H22C H 0.4556 -0.1141 0.9935 0.039(2) Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0579(9) . ?
Zn1 N1 2.0600(10) . ?
Zn1 N3 2.0692(10) . ?
Zn1 O3 2.1127(9) . ?
Zn1 O5 2.1709(9) . ?
Zn1 N4 2.1992(11) 2_556 ?
O1 C11 1.2429(16) . ?
O2 C11 1.3493(15) . ?
O2 C13 1.4523(16) . ?
O3 C17 1.2409(15) . ?
O4 C17 1.3437(15) . ?
O4 C19 1.4529(15) . ?
N1 C9 1.3034(16) . ?
N1 C1 1.4153(15) . ?
N2 C12 1.1513(19) . ?
N3 C15 1.2993(16) . ?
N3 C6 1.4190(15) . ?
N4 C18 1.1509(17) . ?
N4 Zn1 2.1991(11) 2_546 ?
C1 C2 1.4009(16) . ?
C1 C6 1.4138(17) . ?
C2 C3 1.3894(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.4052(18) . ?
C3 C7 1.5077(16) . ?
C4 C5 1.3918(17) . ?
C4 C8 1.5103(18) . ?
C5 C6 1.3973(17) . ?
C5 H5 0.9500 . ?
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 C10 1.4182(17) . ?
C9 H9 0.9500 . ?
C10 C12 1.4251(18) . ?
C10 C11 1.4308(17) . ?
C13 C14 1.5053(19) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.4160(16) . ?
C15 H15 0.9500 . ?
C16 C18 1.4198(17) . ?
C16 C17 1.4341(17) . ?
C19 C20 1.5105(18) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
S1 O5 1.5158(10) . ?
S1 C21 1.7773(14) . ?
S1 C22 1.7852(16) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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 N1 91.07(4) . . ?
O1 Zn1 N3 171.99(4) . . ?
N1 Zn1 N3 80.93(4) . . ?
O1 Zn1 O3 98.66(3) . . ?
N1 Zn1 O3 170.07(4) . . ?
N3 Zn1 O3 89.34(4) . . ?
O1 Zn1 O5 87.51(4) . . ?
N1 Zn1 O5 89.95(4) . . ?
N3 Zn1 O5 92.39(4) . . ?
O3 Zn1 O5 88.53(4) . . ?
O1 Zn1 N4 87.52(4) . 2_556 ?
N1 Zn1 N4 92.52(4) . 2_556 ?
N3 Zn1 N4 92.87(4) . 2_556 ?
O3 Zn1 N4 89.87(4) . 2_556 ?
O5 Zn1 N4 174.49(4) . 2_556 ?
C11 O1 Zn1 125.43(8) . . ?
C11 O2 C13 116.65(10) . . ?
C17 O3 Zn1 125.87(8) . . ?
C17 O4 C19 117.52(10) . . ?
C9 N1 C1 121.94(10) . . ?
C9 N1 Zn1 124.94(8) . . ?
C1 N1 Zn1 113.11(8) . . ?
C15 N3 C6 121.26(11) . . ?
C15 N3 Zn1 125.59(8) . . ?
C6 N3 Zn1 112.79(8) . . ?
C18 N4 Zn1 164.89(10) . 2_546 ?
C2 C1 C6 118.33(11) . . ?
C2 C1 N1 125.06(11) . . ?
C6 C1 N1 116.60(10) . . ?
C3 C2 C1 122.11(11) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 119.56(11) . . ?
C2 C3 C7 120.15(11) . . ?
C4 C3 C7 120.29(11) . . ?
C5 C4 C3 118.67(12) . . ?
C5 C4 C8 120.14(12) . . ?
C3 C4 C8 121.19(11) . . ?
C4 C5 C6 122.19(12) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C1 119.13(11) . . ?
C5 C6 N3 124.39(11) . . ?
C1 C6 N3 116.44(11) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C10 125.40(11) . . ?
N1 C9 H9 117.3 . . ?
C10 C9 H9 117.3 . . ?
C9 C10 C12 116.97(11) . . ?
C9 C10 C11 125.59(11) . . ?
C12 C10 C11 117.44(11) . . ?
O1 C11 O2 119.96(11) . . ?
O1 C11 C10 127.30(12) . . ?
O2 C11 C10 112.74(11) . . ?
N2 C12 C10 178.83(16) . . ?
O2 C13 C14 107.29(11) . . ?
O2 C13 H13A 110.3 . . ?
C14 C13 H13A 110.3 . . ?
O2 C13 H13B 110.3 . . ?
C14 C13 H13B 110.3 . . ?
H13A C13 H13B 108.5 . . ?
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 . . ?
N3 C15 C16 125.73(11) . . ?
N3 C15 H15 117.1 . . ?
C16 C15 H15 117.1 . . ?
C15 C16 C18 116.66(11) . . ?
C15 C16 C17 125.62(11) . . ?
C18 C16 C17 117.70(11) . . ?
O3 C17 O4 121.39(11) . . ?
O3 C17 C16 126.81(11) . . ?
O4 C17 C16 111.80(11) . . ?
N4 C18 C16 177.78(13) . . ?
O4 C19 C20 106.30(11) . . ?
O4 C19 H19A 110.5 . . ?
C20 C19 H19A 110.5 . . ?
O4 C19 H19B 110.5 . . ?
C20 C19 H19B 110.5 . . ?
H19A C19 H19B 108.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O5 S1 C21 104.68(6) . . ?
O5 S1 C22 105.68(7) . . ?
C21 S1 C22 98.10(8) . . ?
S1 O5 Zn1 118.88(5) . . ?
S1 C21 H21A 109.5 . . ?
S1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
S1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
S1 C22 H22A 109.5 . . ?
S1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
S1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

_refine_diff_density_max         0.433
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.051

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 974319'
#######################################################################
#
#                 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_mfit12

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H20 Cl2 N4 O5 S Zn'
_chemical_formula_weight         564.73

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'
S S 0.1246 0.1234 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.9276(6)
_cell_length_b                   11.7495(6)
_cell_length_c                   18.1519(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.7840(10)
_cell_angle_gamma                90
_cell_volume                     2309.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.122
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.029
_exptl_absorpt_coefficient_mu    1.426
_shelx_estimated_absorpt_T_min   0.845
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37598
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_av_R_equivalents  0.0910
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.881
_diffrn_reflns_theta_max         28.515
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5495
_reflns_number_gt                4376
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0435P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5495
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0863
_refine_ls_wR_factor_gt          0.0827
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.85169(2) 0.85270(2) 0.11159(2) 0.00984(8) Uani 1 1 d . . . . .
Cl1 Cl 0.38793(6) 0.95017(5) 0.33019(4) 0.02294(15) Uani 1 1 d . . . . .
Cl2 Cl 0.27830(5) 0.75653(4) 0.22169(3) 0.01860(14) Uani 1 1 d . . . . .
O1 O 1.00826(14) 0.95394(11) 0.13265(9) 0.0124(3) Uani 1 1 d . . . . .
O2 O 1.13802(14) 1.08358(11) 0.19168(9) 0.0135(3) Uani 1 1 d . . . . .
O3 O 0.88610(14) 0.77020(11) 0.01461(9) 0.0129(3) Uani 1 1 d . . . . .
O4 O 0.86170(14) 0.63481(12) -0.07414(9) 0.0152(3) Uani 1 1 d . . . . .
N1 N 0.78493(16) 0.92703(13) 0.20317(10) 0.0109(4) Uani 1 1 d . . . . .
N2 N 0.68858(16) 0.76527(13) 0.10880(10) 0.0096(4) Uani 1 1 d . . . . .
N3 N 1.03903(17) 1.21457(14) 0.32827(11) 0.0144(4) Uani 1 1 d . . . . .
N4 N 0.63968(18) 0.44870(15) -0.05319(12) 0.0191(4) Uani 1 1 d . . . . .
C1 C 0.6649(2) 0.88903(16) 0.21178(13) 0.0113(4) Uani 1 1 d . . . . .
C2 C 0.6140(2) 0.80277(15) 0.16182(12) 0.0103(4) Uani 1 1 d . . . . .
C3 C 0.4953(2) 0.76310(15) 0.16639(13) 0.0125(5) Uani 1 1 d . . . . .
H3 H 0.4606 0.7056 0.1332 0.013(4) Uiso 1 1 calc R U . . .
C4 C 0.4273(2) 0.80661(16) 0.21877(13) 0.0134(5) Uani 1 1 d . . . . .
C5 C 0.4756(2) 0.89226(16) 0.26689(13) 0.0142(5) Uani 1 1 d . . . . .
C6 C 0.5935(2) 0.93321(16) 0.26320(13) 0.0146(5) Uani 1 1 d . . . . .
H6 H 0.6261 0.9920 0.2961 0.013(4) Uiso 1 1 calc R U . . .
C7 C 0.8428(2) 1.00194(15) 0.24849(12) 0.0107(4) Uani 1 1 d . . . . .
H7 H 0.8041 1.0251 0.2899 0.014(6) Uiso 1 1 calc R U . . .
C8 C 0.9581(2) 1.05104(16) 0.24069(13) 0.0114(4) Uani 1 1 d . . . . .
C9 C 1.0328(2) 1.02389(16) 0.18429(12) 0.0118(4) Uani 1 1 d . . . . .
C10 C 1.0030(2) 1.14003(16) 0.29045(13) 0.0123(5) Uani 1 1 d . . . . .
C11 C 1.2222(2) 1.06158(17) 0.13761(13) 0.0149(5) Uani 1 1 d . . . . .
H11A H 1.1793 1.0720 0.0864 0.019(5) Uiso 1 1 calc R U . . .
H11B H 1.2539 0.9826 0.1427 0.019(5) Uiso 1 1 calc R U . . .
C12 C 1.3266(2) 1.14533(18) 0.15332(15) 0.0201(5) Uani 1 1 d . . . . .
H12A H 1.2932 1.2228 0.1526 0.022(4) Uiso 1 1 calc R U . . .
H12B H 1.3818 1.1382 0.1153 0.022(4) Uiso 1 1 calc R U . . .
H12C H 1.3729 1.1296 0.2024 0.022(4) Uiso 1 1 calc R U . . .
C13 C 0.6557(2) 0.67815(15) 0.06581(13) 0.0118(5) Uani 1 1 d . . . . .
H13 H 0.5817 0.6399 0.0731 0.006(5) Uiso 1 1 calc R U . . .
C14 C 0.7204(2) 0.63606(15) 0.00969(13) 0.0118(4) Uani 1 1 d . . . . .
C15 C 0.8282(2) 0.68694(16) -0.01387(12) 0.0122(5) Uani 1 1 d . . . . .
C16 C 0.6753(2) 0.53338(16) -0.02615(13) 0.0133(5) Uani 1 1 d . . . . .
C17 C 0.9724(2) 0.67372(17) -0.10287(14) 0.0152(5) Uani 1 1 d . . . . .
H17A H 0.9957 0.7503 -0.0830 0.011(4) Uiso 1 1 calc R U . . .
H17B H 0.9567 0.6787 -0.1578 0.011(4) Uiso 1 1 calc R U . . .
C18 C 1.0757(2) 0.59047(19) -0.07955(15) 0.0229(6) Uani 1 1 d . . . . .
H18A H 1.0950 0.5904 -0.0252 0.029(4) Uiso 1 1 calc R U . . .
H18B H 1.1492 0.6130 -0.1015 0.029(4) Uiso 1 1 calc R U . . .
H18C H 1.0500 0.5140 -0.0968 0.029(4) Uiso 1 1 calc R U . . .
S1 S 0.77198(5) 1.10783(4) 0.05891(3) 0.01501(13) Uani 1 1 d . . . . .
O5 O 0.76505(14) 0.98289(11) 0.03771(9) 0.0154(3) Uani 1 1 d . . . . .
C19 C 0.6192(3) 1.1447(2) 0.07441(17) 0.0310(7) Uani 1 1 d . . . . .
H19A H 0.5606 1.1228 0.0310 0.037(3) Uiso 1 1 calc R U . . .
H19B H 0.6143 1.2270 0.0822 0.037(3) Uiso 1 1 calc R U . . .
H19C H 0.5988 1.1046 0.1185 0.037(3) Uiso 1 1 calc R U . . .
C20 C 0.7737(2) 1.18101(17) -0.02662(14) 0.0214(6) Uani 1 1 d . . . . .
H20A H 0.8531 1.1682 -0.0447 0.037(3) Uiso 1 1 calc R U . . .
H20B H 0.7624 1.2627 -0.0190 0.037(3) Uiso 1 1 calc R U . . .
H20C H 0.7067 1.1526 -0.0633 0.037(3) Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 2.0519(17) . ?
Zn1 O1 2.0764(15) . ?
Zn1 O3 2.0880(15) . ?
Zn1 N1 2.0944(18) . ?
Zn1 O5 2.1658(15) . ?
Zn1 N3 2.2133(18) 2_745 ?
Cl1 C5 1.732(2) . ?
Cl2 C4 1.739(2) . ?
O1 C9 1.248(2) . ?
O2 C9 1.338(2) . ?
O2 C11 1.456(3) . ?
O3 C15 1.239(2) . ?
O4 C15 1.347(3) . ?
O4 C17 1.454(3) . ?
N1 C7 1.308(3) . ?
N1 C1 1.414(3) . ?
N2 C13 1.308(3) . ?
N2 C2 1.413(3) . ?
N3 C10 1.149(3) . ?
N3 Zn1 2.2133(18) 2_755 ?
N4 C16 1.154(3) . ?
C1 C6 1.395(3) . ?
C1 C2 1.422(3) . ?
C2 C3 1.392(3) . ?
C3 C4 1.381(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(3) . ?
C5 C6 1.385(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.410(3) . ?
C7 H7 0.9500 . ?
C8 C10 1.425(3) . ?
C8 C9 1.430(3) . ?
C11 C12 1.504(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.406(3) . ?
C13 H13 0.9500 . ?
C14 C16 1.427(3) . ?
C14 C15 1.436(3) . ?
C17 C18 1.511(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
S1 O5 1.5169(14) . ?
S1 C20 1.777(2) . ?
S1 C19 1.783(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
N2 Zn1 O1 169.33(6) . . ?
N2 Zn1 O3 90.10(6) . . ?
O1 Zn1 O3 100.56(6) . . ?
N2 Zn1 N1 80.42(7) . . ?
O1 Zn1 N1 88.96(6) . . ?
O3 Zn1 N1 169.94(6) . . ?
N2 Zn1 O5 91.88(6) . . ?
O1 Zn1 O5 89.40(6) . . ?
O3 Zn1 O5 85.37(6) . . ?
N1 Zn1 O5 91.55(6) . . ?
N2 Zn1 N3 93.09(7) . 2_745 ?
O1 Zn1 N3 87.32(6) . 2_745 ?
O3 Zn1 N3 85.91(6) . 2_745 ?
N1 Zn1 N3 97.88(7) . 2_745 ?
O5 Zn1 N3 169.96(7) . 2_745 ?
C9 O1 Zn1 127.12(14) . . ?
C9 O2 C11 116.88(16) . . ?
C15 O3 Zn1 125.31(14) . . ?
C15 O4 C17 118.63(16) . . ?
C7 N1 C1 121.30(18) . . ?
C7 N1 Zn1 126.10(15) . . ?
C1 N1 Zn1 112.59(13) . . ?
C13 N2 C2 120.91(18) . . ?
C13 N2 Zn1 125.02(15) . . ?
C2 N2 Zn1 113.96(13) . . ?
C10 N3 Zn1 166.40(18) . 2_755 ?
C6 C1 N1 124.57(19) . . ?
C6 C1 C2 119.1(2) . . ?
N1 C1 C2 116.29(19) . . ?
C3 C2 N2 124.37(19) . . ?
C3 C2 C1 119.19(19) . . ?
N2 C2 C1 116.41(19) . . ?
C4 C3 C2 120.64(19) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 120.5(2) . . ?
C3 C4 Cl2 119.25(17) . . ?
C5 C4 Cl2 120.24(17) . . ?
C6 C5 C4 119.9(2) . . ?
C6 C5 Cl1 119.82(16) . . ?
C4 C5 Cl1 120.29(17) . . ?
C5 C6 C1 120.7(2) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
N1 C7 C8 125.1(2) . . ?
N1 C7 H7 117.5 . . ?
C8 C7 H7 117.5 . . ?
C7 C8 C10 118.20(19) . . ?
C7 C8 C9 125.83(19) . . ?
C10 C8 C9 115.88(19) . . ?
O1 C9 O2 121.0(2) . . ?
O1 C9 C8 126.8(2) . . ?
O2 C9 C8 112.19(18) . . ?
N3 C10 C8 177.4(2) . . ?
O2 C11 C12 106.76(17) . . ?
O2 C11 H11A 110.4 . . ?
C12 C11 H11A 110.4 . . ?
O2 C11 H11B 110.4 . . ?
C12 C11 H11B 110.4 . . ?
H11A C11 H11B 108.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C14 125.7(2) . . ?
N2 C13 H13 117.1 . . ?
C14 C13 H13 117.1 . . ?
C13 C14 C16 116.83(19) . . ?
C13 C14 C15 125.61(18) . . ?
C16 C14 C15 117.56(19) . . ?
O3 C15 O4 121.2(2) . . ?
O3 C15 C14 126.7(2) . . ?
O4 C15 C14 112.13(17) . . ?
N4 C16 C14 178.0(3) . . ?
O4 C17 C18 108.81(18) . . ?
O4 C17 H17A 109.9 . . ?
C18 C17 H17A 109.9 . . ?
O4 C17 H17B 109.9 . . ?
C18 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 S1 C20 104.64(10) . . ?
O5 S1 C19 105.03(11) . . ?
C20 S1 C19 98.14(13) . . ?
S1 O5 Zn1 121.58(9) . . ?
S1 C19 H19A 109.5 . . ?
S1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
S1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
S1 C20 H20A 109.5 . . ?
S1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
S1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_refine_diff_density_max         0.504
_refine_diff_density_min         -0.835
_refine_diff_density_rms         0.101

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 974320'
#######################################################################
#
#                 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_mfit17

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H30 Cl2 N2 O9 S Zn'
_chemical_formula_weight         658.83

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   13.3344(8)
_cell_length_b                   9.1475(6)
_cell_length_c                   24.1887(15)
_cell_angle_alpha                90
_cell_angle_beta                 103.9830(10)
_cell_angle_gamma                90
_cell_volume                     2863.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_F_000             1360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.297
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.207
_exptl_absorpt_coefficient_mu    1.170
_shelx_estimated_absorpt_T_min   0.723
_shelx_estimated_absorpt_T_max   0.794
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50778
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.603
_diffrn_reflns_theta_max         28.548
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6850
_reflns_number_gt                6354
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0280P)²+2.8729P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6850
_refine_ls_number_parameters     388
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0665
_refine_ls_wR_factor_gt          0.0650
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.060
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.23260(2) 0.13785(2) 0.04193(2) 0.01363(5) Uani 1 1 d . . . . .
S1 S 0.12942(3) 0.45175(4) -0.00672(2) 0.01456(8) Uani 1 1 d . . . . .
Cl1 Cl 0.15949(3) -0.24067(5) -0.20880(2) 0.02701(10) Uani 1 1 d . . . . .
Cl2 Cl -0.01747(3) -0.36202(4) -0.15368(2) 0.02210(9) Uani 1 1 d . . . . .
O1 O 0.36975(8) 0.24654(12) 0.06757(5) 0.0179(2) Uani 1 1 d . . . . .
O2 O 0.52430(8) 0.34306(13) 0.07037(5) 0.0194(2) Uani 1 1 d D . . . .
O3 O 0.61312(9) 0.29751(15) -0.01578(5) 0.0273(3) Uani 1 1 d . . . . .
O4 O 0.52676(8) 0.14634(13) -0.08355(5) 0.0206(2) Uani 1 1 d D . . . .
O5 O 0.21723(8) 0.11788(12) 0.12297(5) 0.0175(2) Uani 1 1 d . . . . .
O6 O 0.17469(9) 0.02983(13) 0.19996(4) 0.0191(2) Uani 1 1 d D . . . .
O7 O -0.01611(11) -0.27992(15) 0.11367(5) 0.0317(3) Uani 1 1 d . . . . .
O8 O 0.01124(17) -0.1240(2) 0.18647(7) 0.0816(8) Uani 1 1 d D . . . .
O9 O 0.12676(8) 0.29391(12) 0.01357(5) 0.0169(2) Uani 1 1 d . . . . .
N1 N 0.28802(10) 0.05993(14) -0.02387(5) 0.0153(2) Uani 1 1 d . . . . .
N2 N 0.14356(9) -0.04502(14) 0.02278(5) 0.0135(2) Uani 1 1 d . . . . .
C1 C 0.21995(11) -0.04257(16) -0.05694(6) 0.0147(3) Uani 1 1 d . . . . .
C2 C 0.22412(12) -0.08960(18) -0.11118(6) 0.0185(3) Uani 1 1 d . . . . .
H2 H 0.2769 -0.0539 -0.1278 0.024(4) Uiso 1 1 calc R U . . .
C3 C 0.15214(12) -0.18774(18) -0.14095(6) 0.0178(3) Uani 1 1 d . . . . .
C4 C 0.07400(11) -0.23995(16) -0.11710(6) 0.0151(3) Uani 1 1 d . . . . .
C5 C 0.06838(11) -0.19459(16) -0.06325(6) 0.0145(3) Uani 1 1 d . . . . .
H5 H 0.0146 -0.2302 -0.0473 0.024(4) Uiso 1 1 calc R U . . .
C6 C 0.14127(11) -0.09684(16) -0.03234(6) 0.0133(3) Uani 1 1 d . . . . .
C7 C 0.37564(11) 0.09234(17) -0.03631(6) 0.0150(3) Uani 1 1 d . . . . .
H7 H 0.3897 0.0436 -0.0683 0.017(4) Uiso 1 1 calc R U . . .
C8 C 0.45151(11) 0.19155(17) -0.00758(6) 0.0151(3) Uani 1 1 d . . . . .
C9 C 0.44431(11) 0.25986(16) 0.04469(6) 0.0150(3) Uani 1 1 d . . . . .
C10 C 0.53920(11) 0.21981(17) -0.03323(6) 0.0162(3) Uani 1 1 d . . . . .
C11 C 0.60376(12) 0.17124(18) -0.11531(7) 0.0197(3) Uani 1 1 d D . . . .
H11A H 0.6724 0.1378 -0.0933 0.022(4) Uiso 1 1 calc R U . . .
H11B H 0.6081 0.2766 -0.1238 0.022(4) Uiso 1 1 calc R U . . .
C12 C 0.57004(13) 0.0847(2) -0.16973(7) 0.0260(4) Uani 1 1 d D . . . .
H12A H 0.5673 -0.0194 -0.1606 0.036(3) Uiso 1 1 calc R U . . .
H12B H 0.6195 0.0997 -0.1933 0.036(3) Uiso 1 1 calc R U . . .
H12C H 0.5014 0.1175 -0.1906 0.036(3) Uiso 1 1 calc R U . . .
C13 C 0.51460(14) 0.4171(2) 0.12185(7) 0.0271(4) Uani 1 1 d D . . . .
H13A H 0.5109 0.3447 0.1517 0.036(4) Uiso 1 1 calc R U . . .
H13B H 0.4509 0.4770 0.1141 0.036(4) Uiso 1 1 calc R U . . .
C14 C 0.60806(13) 0.5127(2) 0.14128(7) 0.0261(4) Uani 1 1 d D . . . .
H14A H 0.6705 0.4522 0.1491 0.040(4) Uiso 1 1 calc R U . . .
H14B H 0.6036 0.5648 0.1760 0.040(4) Uiso 1 1 calc R U . . .
H14C H 0.6110 0.5837 0.1114 0.040(4) Uiso 1 1 calc R U . . .
C15 C 0.09097(11) -0.11044(16) 0.05516(6) 0.0130(3) Uani 1 1 d . . . . .
H15 H 0.0458 -0.1870 0.0382 0.012(4) Uiso 1 1 calc R U . . .
C16 C 0.09513(11) -0.07809(17) 0.11252(6) 0.0146(3) Uani 1 1 d . . . . .
C17 C 0.16436(11) 0.03006(16) 0.14354(6) 0.0143(3) Uani 1 1 d . . . . .
C18 C 0.02625(14) -0.1708(2) 0.13673(7) 0.0263(4) Uani 1 1 d . . . . .
C19 C -0.0270(2) -0.2515(4) 0.21846(14) 0.0285(7) Uani 0.6 1 d D . P A 1
H19A H -0.0140 -0.3479 0.2030 0.036(3) Uiso 0.6 1 calc R U P A 1
H19B H 0.0050 -0.2486 0.2599 0.036(3) Uiso 0.6 1 calc R U P A 1
C20 C -0.1394(3) -0.2165(4) 0.20558(16) 0.0405(8) Uani 0.6 1 d D . P A 1
H20A H -0.1489 -0.1175 0.2189 0.036(3) Uiso 0.6 1 calc R U P A 1
H20B H -0.1746 -0.2868 0.2249 0.036(3) Uiso 0.6 1 calc R U P A 1
H20C H -0.1686 -0.2222 0.1644 0.036(3) Uiso 0.6 1 calc R U P A 1
C19X C -0.0893(3) -0.1655(4) 0.20064(16) 0.0146(7) Uani 0.4 1 d D . P A 2
H19C H -0.1434 -0.1913 0.1662 0.036(3) Uiso 0.4 1 calc R U P A 2
H19D H -0.1150 -0.0875 0.2220 0.036(3) Uiso 0.4 1 calc R U P A 2
C20X C -0.0518(4) -0.2976(5) 0.23748(18) 0.0227(9) Uani 0.4 1 d D . P A 2
H20D H -0.0352 -0.3765 0.2138 0.036(3) Uiso 0.4 1 calc R U P A 2
H20E H -0.1060 -0.3303 0.2557 0.036(3) Uiso 0.4 1 calc R U P A 2
H20F H 0.0102 -0.2715 0.2669 0.036(3) Uiso 0.4 1 calc R U P A 2
C21 C 0.24075(13) 0.14080(19) 0.23303(7) 0.0218(3) Uani 1 1 d D . . . .
H21A H 0.2136 0.2398 0.2214 0.032(4) Uiso 1 1 calc R U . . .
H21B H 0.3118 0.1333 0.2276 0.032(4) Uiso 1 1 calc R U . . .
C22 C 0.23985(16) 0.1115(2) 0.29395(7) 0.0300(4) Uani 1 1 d D . . . .
H22A H 0.1685 0.1136 0.2980 0.046(4) Uiso 1 1 calc R U . . .
H22B H 0.2804 0.1867 0.3184 0.046(4) Uiso 1 1 calc R U . . .
H22C H 0.2701 0.0152 0.3052 0.046(4) Uiso 1 1 calc R U . . .
C23 C 0.22341(12) 0.45850(18) -0.04808(7) 0.0185(3) Uani 1 1 d . . . . .
H23A H 0.2875 0.4121 -0.0269 0.029(2) Uiso 1 1 calc R U . . .
H23B H 0.2373 0.5606 -0.0560 0.029(2) Uiso 1 1 calc R U . . .
H23C H 0.1972 0.4065 -0.0841 0.029(2) Uiso 1 1 calc R U . . .
C24 C 0.19738(12) 0.54819(18) 0.05506(7) 0.0196(3) Uani 1 1 d . . . . .
H24A H 0.1527 0.5594 0.0815 0.029(2) Uiso 1 1 calc R U . . .
H24B H 0.2173 0.6449 0.0439 0.029(2) Uiso 1 1 calc R U . . .
H24C H 0.2595 0.4933 0.0737 0.029(2) Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O9 2.0082(11) . ?
Zn1 O5 2.0279(11) . ?
Zn1 N1 2.0386(12) . ?
Zn1 N2 2.0389(12) . ?
Zn1 O1 2.0419(11) . ?
S1 O9 1.5281(11) . ?
S1 C24 1.7828(16) . ?
S1 C23 1.7836(15) . ?
Cl1 C3 1.7365(15) . ?
Cl2 C4 1.7309(15) . ?
O1 C9 1.2552(17) . ?
O2 C9 1.3352(18) . ?
O2 C13 1.4504(18) . ?
O3 C10 1.2057(19) . ?
O4 C10 1.3648(18) . ?
O4 C11 1.4413(17) . ?
O5 C17 1.2487(18) . ?
O6 C17 1.3383(17) . ?
O6 C21 1.4511(18) . ?
O7 C18 1.214(2) . ?
O8 C18 1.337(2) . ?
O8 C19X 1.510(3) . ?
O8 C19 1.552(4) . ?
N1 C7 1.3090(18) . ?
N1 C1 1.4113(19) . ?
N2 C15 1.3149(18) . ?
N2 C6 1.4084(18) . ?
C1 C2 1.394(2) . ?
C1 C6 1.4153(19) . ?
C2 C3 1.383(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(2) . ?
C4 C5 1.386(2) . ?
C5 C6 1.397(2) . ?
C5 H5 0.9500 . ?
C7 C8 1.411(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.434(2) . ?
C8 C10 1.4731(19) . ?
C11 C12 1.509(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.502(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.407(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.435(2) . ?
C16 C18 1.472(2) . ?
C19 C20 1.490(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C19X C20X 1.513(5) . ?
C19X H19C 0.9900 . ?
C19X H19D 0.9900 . ?
C20X H20D 0.9800 . ?
C20X H20E 0.9800 . ?
C20X H20F 0.9800 . ?
C21 C22 1.500(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 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
O9 Zn1 O5 99.64(4) . . ?
O9 Zn1 N1 109.83(5) . . ?
O5 Zn1 N1 149.72(5) . . ?
O9 Zn1 N2 100.54(5) . . ?
O5 Zn1 N2 87.50(5) . . ?
N1 Zn1 N2 80.60(5) . . ?
O9 Zn1 O1 105.16(4) . . ?
O5 Zn1 O1 92.44(4) . . ?
N1 Zn1 O1 86.59(5) . . ?
N2 Zn1 O1 153.92(5) . . ?
O9 S1 C24 104.18(7) . . ?
O9 S1 C23 106.67(7) . . ?
C24 S1 C23 99.75(7) . . ?
C9 O1 Zn1 131.30(10) . . ?
C9 O2 C13 116.01(12) . . ?
C10 O4 C11 116.66(12) . . ?
C17 O5 Zn1 129.92(10) . . ?
C17 O6 C21 117.41(12) . . ?
C18 O8 C19X 117.3(2) . . ?
C18 O8 C19 110.30(18) . . ?
S1 O9 Zn1 135.43(6) . . ?
C7 N1 C1 120.51(13) . . ?
C7 N1 Zn1 127.76(11) . . ?
C1 N1 Zn1 111.72(9) . . ?
C15 N2 C6 121.20(13) . . ?
C15 N2 Zn1 127.10(10) . . ?
C6 N2 Zn1 111.69(9) . . ?
C2 C1 N1 124.88(13) . . ?
C2 C1 C6 119.30(13) . . ?
N1 C1 C6 115.80(13) . . ?
C3 C2 C1 120.66(14) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.13(14) . . ?
C2 C3 Cl1 118.86(12) . . ?
C4 C3 Cl1 121.00(12) . . ?
C5 C4 C3 120.18(14) . . ?
C5 C4 Cl2 118.82(11) . . ?
C3 C4 Cl2 121.01(11) . . ?
C4 C5 C6 120.39(13) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 N2 125.11(13) . . ?
C5 C6 C1 119.34(13) . . ?
N2 C6 C1 115.54(13) . . ?
N1 C7 C8 127.31(14) . . ?
N1 C7 H7 116.3 . . ?
C8 C7 H7 116.3 . . ?
C7 C8 C9 121.45(13) . . ?
C7 C8 C10 116.94(13) . . ?
C9 C8 C10 121.60(13) . . ?
O1 C9 O2 118.62(13) . . ?
O1 C9 C8 125.12(14) . . ?
O2 C9 C8 116.25(12) . . ?
O3 C10 O4 121.03(13) . . ?
O3 C10 C8 128.38(14) . . ?
O4 C10 C8 110.57(12) . . ?
O4 C11 C12 106.36(13) . . ?
O4 C11 H11A 110.5 . . ?
C12 C11 H11A 110.5 . . ?
O4 C11 H11B 110.5 . . ?
C12 C11 H11B 110.5 . . ?
H11A C11 H11B 108.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 C14 107.53(13) . . ?
O2 C13 H13A 110.2 . . ?
C14 C13 H13A 110.2 . . ?
O2 C13 H13B 110.2 . . ?
C14 C13 H13B 110.2 . . ?
H13A C13 H13B 108.5 . . ?
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 . . ?
N2 C15 C16 126.32(14) . . ?
N2 C15 H15 116.8 . . ?
C16 C15 H15 116.8 . . ?
C15 C16 C17 121.86(13) . . ?
C15 C16 C18 113.06(13) . . ?
C17 C16 C18 125.01(13) . . ?
O5 C17 O6 118.58(13) . . ?
O5 C17 C16 126.09(13) . . ?
O6 C17 C16 115.27(13) . . ?
O7 C18 O8 121.49(15) . . ?
O7 C18 C16 123.82(15) . . ?
O8 C18 C16 114.67(15) . . ?
C20 C19 O8 99.8(3) . . ?
C20 C19 H19A 111.8 . . ?
O8 C19 H19A 111.8 . . ?
C20 C19 H19B 111.8 . . ?
O8 C19 H19B 111.8 . . ?
H19A C19 H19B 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O8 C19X C20X 98.6(3) . . ?
O8 C19X H19C 112.1 . . ?
C20X C19X H19C 112.1 . . ?
O8 C19X H19D 112.1 . . ?
C20X C19X H19D 112.1 . . ?
H19C C19X H19D 109.7 . . ?
C19X C20X H20D 109.5 . . ?
C19X C20X H20E 109.5 . . ?
H20D C20X H20E 109.5 . . ?
C19X C20X H20F 109.5 . . ?
H20D C20X H20F 109.5 . . ?
H20E C20X H20F 109.5 . . ?
O6 C21 C22 105.59(13) . . ?
O6 C21 H21A 110.6 . . ?
C22 C21 H21A 110.6 . . ?
O6 C21 H21B 110.6 . . ?
C22 C21 H21B 110.6 . . ?
H21A C21 H21B 108.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
S1 C23 H23A 109.5 . . ?
S1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
S1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
S1 C24 H24A 109.5 . . ?
S1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
S1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         1.162
_refine_diff_density_min         -0.839
_refine_diff_density_rms         0.063

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 974321'
#######################################################################
#
#                 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_mfit23

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H42 N2 O10 S2 Zn'
_chemical_formula_weight         696.12

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   7.8991(5)
_cell_length_b                   26.6878(18)
_cell_length_c                   15.6509(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.0720(10)
_cell_angle_gamma                90
_cell_volume                     3274.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_F_000             1464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.131
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.053
_exptl_absorpt_coefficient_mu    0.933
_shelx_estimated_absorpt_T_min   0.888
_shelx_estimated_absorpt_T_max   0.952
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15385
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.517
_diffrn_reflns_theta_max         28.487
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7901
_reflns_number_gt                6230
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0452P)²+22.4516P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7901
_refine_ls_number_parameters     409
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.1826
_refine_ls_wR_factor_gt          0.1765
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.107
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.59772(7) 0.41010(2) -0.24706(3) 0.01907(14) Uani 1 1 d . . . . .
O1 O 0.6337(4) 0.45481(11) -0.1388(2) 0.0234(7) Uani 1 1 d . . . . .
O2 O 0.7128(5) 0.47947(11) -0.0043(2) 0.0257(7) Uani 1 1 d . . . . .
O3 O 0.7633(5) 0.41280(13) 0.1206(2) 0.0340(9) Uani 1 1 d . . . . .
O4 O 0.8160(5) 0.33596(13) 0.0746(2) 0.0302(8) Uani 1 1 d . . . . .
O5 O 0.6416(4) 0.45500(12) -0.3505(2) 0.0243(7) Uani 1 1 d . . . . .
O6 O 0.7327(5) 0.47789(12) -0.4737(2) 0.0274(7) Uani 1 1 d . . . . .
O7 O 0.8017(6) 0.40721(14) -0.5870(2) 0.0415(10) Uani 1 1 d . . . . .
O8 O 0.8364(6) 0.33173(14) -0.5257(3) 0.0393(10) Uani 1 1 d . . . . .
N1 N 0.5755(5) 0.35125(14) -0.3326(2) 0.0201(8) Uani 1 1 d . . . . .
N2 N 0.5802(5) 0.35065(13) -0.1625(2) 0.0180(7) Uani 1 1 d . . . . .
C1 C 0.5274(5) 0.30612(16) -0.2957(3) 0.0177(8) Uani 1 1 d . . . . .
C2 C 0.4723(6) 0.26274(17) -0.3426(3) 0.0242(10) Uani 1 1 d . . . . .
H2 H 0.4628 0.2637 -0.4037 0.032(11) Uiso 1 1 calc R U . . .
C3 C 0.4316(6) 0.21897(17) -0.3030(3) 0.0268(10) Uani 1 1 d . . . . .
C4 C 0.4378(6) 0.21774(17) -0.2126(3) 0.0269(10) Uani 1 1 d . . . . .
C5 C 0.4857(6) 0.26134(16) -0.1660(3) 0.0245(10) Uani 1 1 d . . . . .
H5 H 0.4868 0.2609 -0.1052 0.032(11) Uiso 1 1 calc R U . . .
C6 C 0.5317(6) 0.30534(16) -0.2052(3) 0.0203(9) Uani 1 1 d . . . . .
C7 C 0.3778(8) 0.17339(19) -0.3565(4) 0.0362(13) Uani 1 1 d . . . . .
H7A H 0.3745 0.1817 -0.4177 0.054(8) Uiso 1 1 calc R U . . .
H7B H 0.2643 0.1627 -0.3448 0.054(8) Uiso 1 1 calc R U . . .
H7C H 0.4598 0.1462 -0.3419 0.054(8) Uiso 1 1 calc R U . . .
C8 C 0.3957(8) 0.17047(19) -0.1663(4) 0.0403(14) Uani 1 1 d . . . . .
H8A H 0.3945 0.1777 -0.1050 0.054(8) Uiso 1 1 calc R U . . .
H8B H 0.4820 0.1449 -0.1730 0.054(8) Uiso 1 1 calc R U . . .
H8C H 0.2833 0.1582 -0.1909 0.054(8) Uiso 1 1 calc R U . . .
C9 C 0.6424(6) 0.35038(17) -0.4050(3) 0.0207(9) Uani 1 1 d . . . . .
H9 H 0.6539 0.3183 -0.4299 0.027(10) Uiso 1 1 calc R U . . .
C10 C 0.6995(6) 0.39158(18) -0.4504(3) 0.0227(9) Uani 1 1 d . . . . .
C11 C 0.6879(6) 0.44239(17) -0.4207(3) 0.0217(9) Uani 1 1 d . . . . .
C12 C 0.7790(6) 0.38014(18) -0.5276(3) 0.0245(10) Uani 1 1 d . . . . .
C13 C 0.7189(7) 0.52863(18) -0.4450(3) 0.0251(10) Uani 1 1 d . . . . .
H13A H 0.7884 0.5335 -0.3885 0.046(9) Uiso 1 1 calc R U . . .
H13B H 0.5987 0.5368 -0.4389 0.046(9) Uiso 1 1 calc R U . . .
C14 C 0.7839(8) 0.5621(2) -0.5126(4) 0.0385(13) Uani 1 1 d . . . . .
H14A H 0.9031 0.5538 -0.5177 0.056(8) Uiso 1 1 calc R U . . .
H14B H 0.7758 0.5973 -0.4955 0.056(8) Uiso 1 1 calc R U . . .
H14C H 0.7145 0.5568 -0.5682 0.056(8) Uiso 1 1 calc R U . . .
C15 C 0.9163(9) 0.3150(2) -0.5995(4) 0.0420(15) Uani 1 1 d . . . . .
H15A H 0.9886 0.3419 -0.6192 0.046(9) Uiso 1 1 calc R U . . .
H15B H 0.8285 0.3057 -0.6476 0.046(9) Uiso 1 1 calc R U . . .
C16 C 1.0233(10) 0.2701(3) -0.5700(5) 0.0541(18) Uani 1 1 d . . . . .
H16A H 1.1087 0.2797 -0.5220 0.056(8) Uiso 1 1 calc R U . . .
H16B H 1.0808 0.2575 -0.6177 0.056(8) Uiso 1 1 calc R U . . .
H16C H 0.9499 0.2437 -0.5510 0.056(8) Uiso 1 1 calc R U . . .
C17 C 0.6451(6) 0.35060(16) -0.0815(3) 0.0193(9) Uani 1 1 d . . . . .
H17 H 0.6614 0.3187 -0.0548 0.027(10) Uiso 1 1 calc R U . . .
C18 C 0.6936(6) 0.39251(16) -0.0293(3) 0.0197(9) Uani 1 1 d . . . . .
C19 C 0.6766(6) 0.44333(16) -0.0628(3) 0.0194(9) Uani 1 1 d . . . . .
C20 C 0.7582(6) 0.38366(17) 0.0614(3) 0.0228(9) Uani 1 1 d . . . . .
C21 C 0.6964(7) 0.53155(16) -0.0349(4) 0.0309(11) Uani 1 1 d . . . . .
H21A H 0.6818 0.5539 0.0142 0.054(10) Uiso 1 1 calc R U . . .
H21B H 0.5936 0.5347 -0.0776 0.054(10) Uiso 1 1 calc R U . . .
C22 C 0.8479(8) 0.5474(2) -0.0746(5) 0.0486(16) Uani 1 1 d . . . . .
H22A H 0.9511 0.5408 -0.0347 0.054(8) Uiso 1 1 calc R U . . .
H22B H 0.8401 0.5834 -0.0874 0.054(8) Uiso 1 1 calc R U . . .
H22C H 0.8530 0.5287 -0.1280 0.054(8) Uiso 1 1 calc R U . . .
C23 C 0.8690(7) 0.32389(19) 0.1641(3) 0.0320(12) Uani 1 1 d . . . . .
H23A H 0.7709 0.3261 0.1976 0.054(10) Uiso 1 1 calc R U . . .
H23B H 0.9583 0.3475 0.1891 0.054(10) Uiso 1 1 calc R U . . .
C24 C 0.9378(8) 0.2711(2) 0.1660(4) 0.0400(13) Uani 1 1 d . . . . .
H24A H 0.8536 0.2489 0.1342 0.054(8) Uiso 1 1 calc R U . . .
H24B H 0.9610 0.2598 0.2258 0.054(8) Uiso 1 1 calc R U . . .
H24C H 1.0437 0.2705 0.1393 0.054(8) Uiso 1 1 calc R U . . .
O9 O 0.3482(4) 0.44079(11) -0.2634(2) 0.0222(7) Uani 1 1 d D . . . .
S1 S 0.30262(16) 0.48928(4) -0.21963(8) 0.0214(3) Uani 0.95 1 d D . P A 1
S1X S 0.2980(10) 0.4886(3) -0.3092(7) 0.014(4) Uiso 0.05 1 d D . P A 2
C25 C 0.4279(6) 0.53721(16) -0.2614(3) 0.0264(10) Uani 1 1 d D . . . .
H25A H 0.5490 0.5313 -0.2419 0.043(8) Uiso 0.95 1 calc R U P A 1
H25B H 0.3945 0.5700 -0.2407 0.043(8) Uiso 0.95 1 calc R U P A 1
H25C H 0.4089 0.5366 -0.3244 0.043(8) Uiso 0.95 1 calc R U P A 1
H25D H 0.3559 0.5639 -0.2423 0.043(8) Uiso 0.05 1 calc R U P A 2
H25E H 0.4979 0.5508 -0.3035 0.043(8) Uiso 0.05 1 calc R U P A 2
H25F H 0.5022 0.5240 -0.2117 0.043(8) Uiso 0.05 1 calc R U P A 2
C26 C 0.1007(6) 0.50658(18) -0.2766(3) 0.0284(11) Uani 1 1 d D . . . .
H26A H 0.1101 0.5084 -0.3384 0.043(8) Uiso 0.95 1 calc R U P A 1
H26B H 0.0665 0.5394 -0.2563 0.043(8) Uiso 0.95 1 calc R U P A 1
H26C H 0.0150 0.4815 -0.2663 0.043(8) Uiso 0.95 1 calc R U P A 1
H26D H 0.0394 0.4767 -0.2609 0.043(8) Uiso 0.05 1 calc R U P A 2
H26E H 0.0325 0.5240 -0.3240 0.043(8) Uiso 0.05 1 calc R U P A 2
H26F H 0.1208 0.5290 -0.2267 0.043(8) Uiso 0.05 1 calc R U P A 2
S2 S 0.96849(15) 0.35353(4) -0.21821(9) 0.0267(3) Uani 1 1 d D . . . .
O10 O 0.8836(4) 0.40437(11) -0.2283(2) 0.0272(7) Uani 1 1 d D . . . .
C27 C 1.0948(7) 0.3483(2) -0.3043(4) 0.0383(13) Uani 1 1 d D . . . .
H27A H 1.0201 0.3455 -0.3589 0.041(7) Uiso 1 1 calc R U . . .
H27B H 1.1672 0.3185 -0.2958 0.041(7) Uiso 1 1 calc R U . . .
H27C H 1.1668 0.3782 -0.3056 0.041(7) Uiso 1 1 calc R U . . .
C28 C 1.1365(7) 0.3609(2) -0.1321(3) 0.0381(13) Uani 1 1 d D . . . .
H28A H 1.2105 0.3886 -0.1451 0.041(7) Uiso 1 1 calc R U . . .
H28B H 1.2034 0.3299 -0.1250 0.041(7) Uiso 1 1 calc R U . . .
H28C H 1.0880 0.3681 -0.0787 0.041(7) Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 2.057(4) . ?
Zn1 O1 2.064(3) . ?
Zn1 O5 2.077(3) . ?
Zn1 N2 2.081(4) . ?
Zn1 O9 2.121(3) . ?
Zn1 O10 2.247(3) . ?
O1 C19 1.234(5) . ?
O2 C19 1.336(5) . ?
O2 C21 1.471(5) . ?
O3 C20 1.206(6) . ?
O4 C20 1.359(6) . ?
O4 C23 1.448(6) . ?
O5 C11 1.246(6) . ?
O6 C11 1.336(5) . ?
O6 C13 1.435(6) . ?
O7 C12 1.208(6) . ?
O8 C12 1.368(6) . ?
O8 C15 1.453(6) . ?
N1 C9 1.307(6) . ?
N1 C1 1.408(6) . ?
N2 C17 1.308(6) . ?
N2 C6 1.411(5) . ?
C1 C2 1.410(6) . ?
C1 C6 1.413(6) . ?
C2 C3 1.379(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.410(7) . ?
C3 C7 1.508(7) . ?
C4 C5 1.400(7) . ?
C4 C8 1.512(7) . ?
C5 C6 1.394(6) . ?
C5 H5 0.9500 . ?
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 C10 1.413(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.440(6) . ?
C10 C12 1.461(6) . ?
C13 C14 1.522(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.506(9) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.411(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.455(6) . ?
C18 C20 1.467(6) . ?
C21 C22 1.477(8) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.508(7) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
O9 S1X 1.494(8) . ?
O9 S1 1.528(3) . ?
S1 C26 1.789(4) . ?
S1 C25 1.789(4) . ?
S1X C25 1.762(8) . ?
S1X C26 1.764(8) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C25 H25D 0.9800 . ?
C25 H25E 0.9800 . ?
C25 H25F 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C26 H26D 0.9800 . ?
C26 H26E 0.9800 . ?
C26 H26F 0.9800 . ?
S2 O10 1.513(3) . ?
S2 C27 1.778(5) . ?
S2 C28 1.783(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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
N1 Zn1 O1 165.46(14) . . ?
N1 Zn1 O5 86.70(14) . . ?
O1 Zn1 O5 106.69(13) . . ?
N1 Zn1 N2 79.89(14) . . ?
O1 Zn1 N2 86.09(13) . . ?
O5 Zn1 N2 164.94(14) . . ?
N1 Zn1 O9 102.28(14) . . ?
O1 Zn1 O9 84.71(13) . . ?
O5 Zn1 O9 85.69(13) . . ?
N2 Zn1 O9 103.74(14) . . ?
N1 Zn1 O10 92.12(14) . . ?
O1 Zn1 O10 84.11(13) . . ?
O5 Zn1 O10 83.10(13) . . ?
N2 Zn1 O10 90.53(13) . . ?
O9 Zn1 O10 161.19(11) . . ?
C19 O1 Zn1 129.9(3) . . ?
C19 O2 C21 117.1(4) . . ?
C20 O4 C23 114.0(4) . . ?
C11 O5 Zn1 128.8(3) . . ?
C11 O6 C13 116.0(4) . . ?
C12 O8 C15 116.7(4) . . ?
C9 N1 C1 119.9(4) . . ?
C9 N1 Zn1 124.5(3) . . ?
C1 N1 Zn1 113.1(3) . . ?
C17 N2 C6 120.6(4) . . ?
C17 N2 Zn1 124.6(3) . . ?
C6 N2 Zn1 112.8(3) . . ?
N1 C1 C2 124.8(4) . . ?
N1 C1 C6 116.7(4) . . ?
C2 C1 C6 118.5(4) . . ?
C3 C2 C1 122.4(5) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 119.3(4) . . ?
C2 C3 C7 119.9(5) . . ?
C4 C3 C7 120.8(4) . . ?
C5 C4 C3 118.5(4) . . ?
C5 C4 C8 120.3(5) . . ?
C3 C4 C8 121.2(4) . . ?
C6 C5 C4 122.6(5) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 N2 125.7(4) . . ?
C5 C6 C1 118.6(4) . . ?
N2 C6 C1 115.7(4) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C10 127.6(4) . . ?
N1 C9 H9 116.2 . . ?
C10 C9 H9 116.2 . . ?
C9 C10 C11 122.2(4) . . ?
C9 C10 C12 116.7(4) . . ?
C11 C10 C12 121.0(4) . . ?
O5 C11 O6 119.0(4) . . ?
O5 C11 C10 125.2(4) . . ?
O6 C11 C10 115.8(4) . . ?
O7 C12 O8 120.1(5) . . ?
O7 C12 C10 129.1(5) . . ?
O8 C12 C10 110.8(4) . . ?
O6 C13 C14 106.9(4) . . ?
O6 C13 H13A 110.3 . . ?
C14 C13 H13A 110.3 . . ?
O6 C13 H13B 110.3 . . ?
C14 C13 H13B 110.3 . . ?
H13A C13 H13B 108.6 . . ?
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 . . ?
O8 C15 C16 106.5(5) . . ?
O8 C15 H15A 110.4 . . ?
C16 C15 H15A 110.4 . . ?
O8 C15 H15B 110.4 . . ?
C16 C15 H15B 110.4 . . ?
H15A C15 H15B 108.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 C18 127.4(4) . . ?
N2 C17 H17 116.3 . . ?
C18 C17 H17 116.3 . . ?
C17 C18 C19 121.6(4) . . ?
C17 C18 C20 118.1(4) . . ?
C19 C18 C20 120.3(4) . . ?
O1 C19 O2 119.4(4) . . ?
O1 C19 C18 125.5(4) . . ?
O2 C19 C18 115.0(4) . . ?
O3 C20 O4 120.6(4) . . ?
O3 C20 C18 127.8(4) . . ?
O4 C20 C18 111.6(4) . . ?
O2 C21 C22 111.4(4) . . ?
O2 C21 H21A 109.3 . . ?
C22 C21 H21A 109.3 . . ?
O2 C21 H21B 109.3 . . ?
C22 C21 H21B 109.3 . . ?
H21A C21 H21B 108.0 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O4 C23 C24 106.7(4) . . ?
O4 C23 H23A 110.4 . . ?
C24 C23 H23A 110.4 . . ?
O4 C23 H23B 110.4 . . ?
C24 C23 H23B 110.4 . . ?
H23A C23 H23B 108.6 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
S1X O9 Zn1 125.2(4) . . ?
S1 O9 Zn1 122.65(19) . . ?
O9 S1 C26 103.9(2) . . ?
O9 S1 C25 105.7(2) . . ?
C26 S1 C25 97.6(2) . . ?
O9 S1X C25 108.6(6) . . ?
O9 S1X C26 106.6(6) . . ?
C25 S1X C26 99.6(5) . . ?
S1 C25 H25A 109.5 . . ?
S1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
S1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
S1X C25 H25D 109.5 . . ?
S1X C25 H25E 109.5 . . ?
H25D C25 H25E 109.5 . . ?
S1X C25 H25F 109.5 . . ?
H25D C25 H25F 109.5 . . ?
H25E C25 H25F 109.5 . . ?
S1 C26 H26A 109.5 . . ?
S1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
S1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
S1X C26 H26D 109.5 . . ?
S1X C26 H26E 109.5 . . ?
H26D C26 H26E 109.5 . . ?
S1X C26 H26F 109.5 . . ?
H26D C26 H26F 109.5 . . ?
H26E C26 H26F 109.5 . . ?
O10 S2 C27 105.9(2) . . ?
O10 S2 C28 105.0(2) . . ?
C27 S2 C28 98.4(3) . . ?
S2 O10 Zn1 120.00(18) . . ?
S2 C27 H27A 109.5 . . ?
S2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
S2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
S2 C28 H28A 109.5 . . ?
S2 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
S2 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_refine_diff_density_max         1.523
_refine_diff_density_min         -1.650
_refine_diff_density_rms         0.121

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 974322'
