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

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

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H22 N6 O8 Zn'
_chemical_formula_weight         467.75

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   14.043(2)
_cell_length_b                   12.4823(15)
_cell_length_c                   12.349(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.890(8)
_cell_angle_gamma                90.00
_cell_volume                     2008.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2108
_cell_measurement_theta_min      2.9650
_cell_measurement_theta_max      27.4895

_exptl_crystal_description       Prism
_exptl_crystal_colour            White
_exptl_crystal_size_max          0.2500
_exptl_crystal_size_mid          0.2000
_exptl_crystal_size_min          0.1000
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    1.277
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8521
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Mercury70 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean 14.6306
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7516
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         27.49
_reflns_number_total             2292
_reflns_number_gt                1984
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0879P)²+6.3717P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0060(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2292
_refine_ls_number_parameters     133
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0606
_refine_ls_wR_factor_ref         0.1705
_refine_ls_wR_factor_gt          0.1615
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.5000 0.72105(4) 0.2500 0.0347(3) Uani 1 2 d S . .
C1 C 0.4418(3) 0.4942(3) 0.2245(4) 0.0391(9) Uani 1 1 d . . .
H1A H 0.4175 0.4932 0.1400 0.047 Uiso 1 1 calc R . .
H1B H 0.4160 0.4308 0.2499 0.047 Uiso 1 1 calc R . .
C2 C 0.2923(3) 0.6075(3) 0.2050(4) 0.0433(10) Uani 1 1 d . . .
H2A H 0.2769 0.6196 0.1227 0.052 Uiso 1 1 calc R . .
H2B H 0.2732 0.6716 0.2363 0.052 Uiso 1 1 calc R . .
C3 C 0.2269(3) 0.5149(3) 0.2176(4) 0.0373(8) Uani 1 1 d . . .
C4 C 0.2384(5) 0.4707(5) 0.3231(5) 0.079(2) Uani 1 1 d . . .
H4A H 0.2886 0.4967 0.3911 0.095 Uiso 1 1 calc R . .
C7 C 0.1549(6) 0.4718(6) 0.1259(5) 0.107(3) Uani 1 1 d . . .
H7A H 0.1458 0.4961 0.0515 0.128 Uiso 1 1 calc R . .
C5 C 0.1752(5) 0.3872(5) 0.3287(4) 0.0699(17) Uani 1 1 d . . .
H5A H 0.1856 0.3583 0.4016 0.084 Uiso 1 1 calc R . .
C6 C 0.0925(6) 0.3906(6) 0.1391(5) 0.110(3) Uani 1 1 d . . .
H6A H 0.0400 0.3659 0.0724 0.132 Uiso 1 1 calc R . .
N1 N 0.4042(2) 0.5912(2) 0.2640(3) 0.0303(6) Uani 1 1 d . . .
H1C H 0.4170 0.5823 0.3413 0.036 Uiso 1 1 calc R . .
N3 N 0.5597(3) 0.6997(3) 0.5273(3) 0.0547(10) Uani 1 1 d . . .
N2 N 0.1024(2) 0.3467(2) 0.2384(3) 0.0342(7) Uani 1 1 d . . .
O1 O 0.5874(2) 0.7204(2) 0.4444(3) 0.0455(7) Uani 1 1 d . . .
O2 O 0.5955(4) 0.7478(5) 0.6185(4) 0.1002(17) Uani 1 1 d . . .
O3 O 0.4933(5) 0.6325(5) 0.5154(4) 0.133(3) Uani 1 1 d . . .
O4 O 0.613(3) 0.7972(17) 0.861(2) 0.68(2) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0255(3) 0.0227(3) 0.0602(5) 0.000 0.0210(3) 0.000
C1 0.037(2) 0.0262(17) 0.058(2) -0.0064(15) 0.0224(18) -0.0063(14)
C2 0.0268(17) 0.0336(19) 0.069(3) 0.0143(18) 0.0178(17) -0.0018(15)
C3 0.0246(15) 0.0288(17) 0.059(2) 0.0083(16) 0.0159(15) -0.0001(13)
C4 0.101(4) 0.079(4) 0.055(3) -0.011(3) 0.028(3) -0.061(4)
C7 0.114(5) 0.131(6) 0.052(3) 0.025(3) 0.003(3) -0.088(5)
C5 0.088(4) 0.075(4) 0.048(3) -0.006(2) 0.027(3) -0.053(3)
C6 0.119(6) 0.128(6) 0.052(3) 0.018(3) -0.004(3) -0.094(5)
N1 0.0240(13) 0.0250(13) 0.0433(16) 0.0010(11) 0.0140(12) -0.0018(10)
N3 0.061(2) 0.057(2) 0.048(2) -0.0037(17) 0.0214(18) -0.0199(19)
N2 0.0272(14) 0.0280(14) 0.0503(18) 0.0039(12) 0.0178(13) -0.0017(11)
O1 0.0380(15) 0.0573(19) 0.0436(16) 0.0078(12) 0.0180(12) -0.0021(12)
O2 0.104(4) 0.139(4) 0.068(3) -0.050(3) 0.043(3) -0.062(3)
O3 0.175(5) 0.166(6) 0.062(3) -0.020(3) 0.049(3) -0.130(5)
O4 1.33(7) 0.48(2) 0.61(4) -0.276(14) 0.78(4) -0.507

_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 2.154(3) 2_655 ?
Zn1 N1 2.154(3) . ?
Zn1 N2 2.168(3) 3 ?
Zn1 N2 2.168(3) 4 ?
Zn1 O1 2.252(3) . ?
Zn1 O1 2.252(3) 2_655 ?
C1 N1 1.476(5) . ?
C1 C1 1.516(7) 2_655 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N1 1.479(4) . ?
C2 C3 1.520(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C7 1.319(7) . ?
C3 C4 1.367(7) . ?
C4 C5 1.387(6) . ?
C4 H4A 0.9300 . ?
C7 C6 1.389(7) . ?
C7 H7A 0.9300 . ?
C5 N2 1.302(6) . ?
C5 H5A 0.9300 . ?
C6 N2 1.302(6) . ?
C6 H6A 0.9300 . ?
N1 H1C 0.9100 . ?
N3 O2 1.208(6) . ?
N3 O3 1.221(5) . ?
N3 O1 1.251(5) . ?
N2 Zn1 2.168(3) 3_445 ?

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 N1 82.42(15) 2_655 . ?
N1 Zn1 N2 95.12(11) 2_655 3 ?
N1 Zn1 N2 177.36(10) . 3 ?
N1 Zn1 N2 177.36(10) 2_655 4 ?
N1 Zn1 N2 95.12(11) . 4 ?
N2 Zn1 N2 87.35(16) 3 4 ?
N1 Zn1 O1 88.53(11) 2_655 . ?
N1 Zn1 O1 91.14(11) . . ?
N2 Zn1 O1 87.82(11) 3 . ?
N2 Zn1 O1 92.50(12) 4 . ?
N1 Zn1 O1 91.14(11) 2_655 2_655 ?
N1 Zn1 O1 88.53(11) . 2_655 ?
N2 Zn1 O1 92.50(12) 3 2_655 ?
N2 Zn1 O1 87.82(11) 4 2_655 ?
O1 Zn1 O1 179.56(15) . 2_655 ?
N1 C1 C1 109.0(3) . 2_655 ?
N1 C1 H1A 109.9 . . ?
C1 C1 H1A 109.9 2_655 . ?
N1 C1 H1B 109.9 . . ?
C1 C1 H1B 109.9 2_655 . ?
H1A C1 H1B 108.3 . . ?
N1 C2 C3 114.7(3) . . ?
N1 C2 H2A 108.6 . . ?
C3 C2 H2A 108.6 . . ?
N1 C2 H2B 108.6 . . ?
C3 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C7 C3 C4 115.8(4) . . ?
C7 C3 C2 121.4(4) . . ?
C4 C3 C2 122.8(4) . . ?
C3 C4 C5 119.9(5) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
C3 C7 C6 120.8(5) . . ?
C3 C7 H7A 119.6 . . ?
C6 C7 H7A 119.6 . . ?
N2 C5 C4 124.2(5) . . ?
N2 C5 H5A 117.9 . . ?
C4 C5 H5A 117.9 . . ?
N2 C6 C7 124.6(5) . . ?
N2 C6 H6A 117.7 . . ?
C7 C6 H6A 117.7 . . ?
C1 N1 C2 113.3(3) . . ?
C1 N1 Zn1 106.2(2) . . ?
C2 N1 Zn1 116.0(2) . . ?
C1 N1 H1C 106.9 . . ?
C2 N1 H1C 106.9 . . ?
Zn1 N1 H1C 106.9 . . ?
O2 N3 O3 119.2(5) . . ?
O2 N3 O1 120.8(4) . . ?
O3 N3 O1 120.0(4) . . ?
C5 N2 C6 114.6(4) . . ?
C5 N2 Zn1 123.6(3) . 3_445 ?
C6 N2 Zn1 121.7(3) . 3_445 ?
N3 O1 Zn1 131.4(3) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.637
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.089
_database_code_depnum_ccdc_archive 'CCDC 998918'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H26 Mo N4 O8 Zn'
_chemical_formula_weight         539.70

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'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2

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

_cell_length_a                   13.901(7)
_cell_length_b                   12.713(6)
_cell_length_c                   7.070(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.139(9)
_cell_angle_gamma                90.00
_cell_volume                     1249.1(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2092
_cell_measurement_theta_min      2.1709
_cell_measurement_theta_max      27.4816

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.2000
_exptl_crystal_size_mid          0.2000
_exptl_crystal_size_min          0.2000
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             548
_exptl_absorpt_coefficient_mu    1.501
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7340
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5382
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_sigmaI/netI    0.0755
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.88
_diffrn_reflns_theta_max         27.58
_reflns_number_total             2816
_reflns_number_gt                2437
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_chemical_absolute_configuration unk
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0457P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.032(18)
_refine_ls_number_reflns         2816
_refine_ls_number_parameters     118
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.0966
_refine_ls_wR_factor_gt          0.0942
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.0000 -0.91875(4) -0.5000 0.0231(2) Uani 1 2 d S . .
Mo1 Mo 0.0000 -0.99928(3) -1.0000 0.02880(19) Uani 1 2 d S . .
C2 C -0.1951(4) -1.0348(4) -0.5705(9) 0.0412(14) Uani 1 1 d . . .
H2A H -0.1858 -1.0198 -0.7033 0.049 Uiso 1 1 calc R . .
H2B H -0.2252 -0.9736 -0.5149 0.049 Uiso 1 1 calc R . .
C3 C -0.2635(4) -1.1275(4) -0.5552(9) 0.0382(13) Uani 1 1 d . . .
C1 C -0.0518(4) -1.1465(4) -0.5347(9) 0.0378(13) Uani 1 1 d . . .
H1A H -0.0537 -1.1531 -0.6714 0.045 Uiso 1 1 calc R . .
H1B H -0.0847 -1.2068 -0.4823 0.045 Uiso 1 1 calc R . .
C4 C -0.2906(6) -1.1622(6) -0.3847(10) 0.073(2) Uani 1 1 d . . .
H4A H -0.2684 -1.1290 -0.2750 0.088 Uiso 1 1 calc R . .
C7 C -0.3039(6) -1.1725(6) -0.7088(11) 0.079(3) Uani 1 1 d . . .
H7A H -0.2918 -1.1457 -0.8284 0.095 Uiso 1 1 calc R . .
C6 C -0.3645(5) -1.2600(6) -0.6897(9) 0.065(2) Uani 1 1 d . . .
H6A H -0.3857 -1.2945 -0.7989 0.078 Uiso 1 1 calc R . .
C5 C -0.3539(5) -1.2508(6) -0.3737(9) 0.067(2) Uani 1 1 d . . .
H5A H -0.3684 -1.2778 -0.2553 0.080 Uiso 1 1 calc R . .
N1 N -0.1022(3) -1.0499(3) -0.4804(6) 0.0306(9) Uani 1 1 d . . .
H1C H -0.1140 -1.0570 -0.3549 0.037 Uiso 1 1 calc R . .
N2 N -0.3926(3) -1.2957(3) -0.5265(6) 0.0301(10) Uani 1 1 d . . .
O1 O -0.0213(3) -0.9202(3) -0.7985(5) 0.0335(8) Uani 1 1 d . . .
O2 O 0.0994(4) -1.0797(4) -0.9524(7) 0.0640(14) Uani 1 1 d . . .
O3 O 0.0924(12) -1.2993(15) -0.952(3) 0.352(10) Uiso 1 1 d . . .
O4 O -0.3005(16) -0.952(3) -0.058(4) 0.495(16) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0231(5) 0.0203(4) 0.0259(5) 0.000 0.0014(4) 0.000
Mo1 0.0392(4) 0.0255(3) 0.0217(3) 0.000 0.0013(3) 0.000
C2 0.034(3) 0.037(3) 0.052(4) 0.006(2) -0.006(3) -0.012(2)
C3 0.030(3) 0.044(3) 0.041(4) 0.007(2) -0.001(2) -0.006(2)
C1 0.044(3) 0.024(2) 0.046(4) -0.002(2) 0.004(3) -0.007(2)
C4 0.101(6) 0.082(5) 0.037(4) -0.016(4) 0.005(4) -0.059(5)
C7 0.105(6) 0.089(5) 0.044(4) 0.014(4) -0.004(4) -0.068(5)
C6 0.084(5) 0.077(5) 0.035(4) 0.003(3) 0.000(3) -0.052(4)
C5 0.080(5) 0.085(5) 0.036(4) -0.003(3) 0.008(3) -0.053(4)
N1 0.032(2) 0.030(2) 0.030(2) 0.0004(17) 0.0009(18) -0.0016(17)
N2 0.028(2) 0.029(2) 0.034(3) 0.0020(18) 0.0025(18) -0.0073(18)
O1 0.051(2) 0.0294(16) 0.0201(19) -0.0055(14) 0.0012(15) 0.0001(17)
O2 0.080(3) 0.063(3) 0.049(3) 0.003(3) 0.009(2) 0.041(3)

_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 2.125(4) . ?
Zn1 O1 2.125(4) 2_554 ?
Zn1 N2 2.173(4) 3 ?
Zn1 N2 2.173(4) 4_454 ?
Zn1 N1 2.197(4) . ?
Zn1 N1 2.197(4) 2_554 ?
Mo1 O2 1.746(4) 2_553 ?
Mo1 O2 1.746(4) . ?
Mo1 O1 1.773(3) 2_553 ?
Mo1 O1 1.773(3) . ?
C2 N1 1.441(7) . ?
C2 C3 1.520(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C7 1.341(9) . ?
C3 C4 1.344(9) . ?
C1 N1 1.469(6) . ?
C1 C1 1.512(11) 2_554 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C4 C5 1.433(9) . ?
C4 H4A 0.9300 . ?
C7 C6 1.403(8) . ?
C7 H7A 0.9300 . ?
C6 N2 1.307(7) . ?
C6 H6A 0.9300 . ?
C5 N2 1.326(7) . ?
C5 H5A 0.9300 . ?
N1 H1C 0.9100 . ?
N2 Zn1 2.173(4) 3_445 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 179.03(18) . 2_554 ?
O1 Zn1 N2 90.15(15) . 3 ?
O1 Zn1 N2 90.54(15) 2_554 3 ?
O1 Zn1 N2 90.54(15) . 4_454 ?
O1 Zn1 N2 90.15(15) 2_554 4_454 ?
N2 Zn1 N2 87.9(2) 3 4_454 ?
O1 Zn1 N1 88.78(15) . . ?
O1 Zn1 N1 90.48(15) 2_554 . ?
N2 Zn1 N1 176.53(16) 3 . ?
N2 Zn1 N1 95.42(15) 4_454 . ?
O1 Zn1 N1 90.48(15) . 2_554 ?
O1 Zn1 N1 88.78(15) 2_554 2_554 ?
N2 Zn1 N1 95.42(15) 3 2_554 ?
N2 Zn1 N1 176.53(17) 4_454 2_554 ?
N1 Zn1 N1 81.3(2) . 2_554 ?
O2 Mo1 O2 108.3(4) 2_553 . ?
O2 Mo1 O1 108.7(2) 2_553 2_553 ?
O2 Mo1 O1 110.1(2) . 2_553 ?
O2 Mo1 O1 110.1(2) 2_553 . ?
O2 Mo1 O1 108.7(2) . . ?
O1 Mo1 O1 110.9(2) 2_553 . ?
N1 C2 C3 115.0(4) . . ?
N1 C2 H2A 108.5 . . ?
C3 C2 H2A 108.5 . . ?
N1 C2 H2B 108.5 . . ?
C3 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C7 C3 C4 117.8(6) . . ?
C7 C3 C2 121.7(5) . . ?
C4 C3 C2 120.3(6) . . ?
N1 C1 C1 111.8(4) . 2_554 ?
N1 C1 H1A 109.3 . . ?
C1 C1 H1A 109.3 2_554 . ?
N1 C1 H1B 109.3 . . ?
C1 C1 H1B 109.3 2_554 . ?
H1A C1 H1B 107.9 . . ?
C3 C4 C5 119.3(6) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
C3 C7 C6 120.2(6) . . ?
C3 C7 H7A 119.9 . . ?
C6 C7 H7A 119.9 . . ?
N2 C6 C7 123.4(6) . . ?
N2 C6 H6A 118.3 . . ?
C7 C6 H6A 118.3 . . ?
N2 C5 C4 122.2(6) . . ?
N2 C5 H5A 118.9 . . ?
C4 C5 H5A 118.9 . . ?
C2 N1 C1 115.1(4) . . ?
C2 N1 Zn1 116.5(3) . . ?
C1 N1 Zn1 107.8(3) . . ?
C2 N1 H1C 105.5 . . ?
C1 N1 H1C 105.5 . . ?
Zn1 N1 H1C 105.5 . . ?
C6 N2 C5 116.5(5) . . ?
C6 N2 Zn1 123.0(4) . 3_445 ?
C5 N2 Zn1 120.5(4) . 3_445 ?
Mo1 O1 Zn1 141.29(19) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.58
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.114
_database_code_depnum_ccdc_archive 'CCDC 998919'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H30 Mo N4 O10 Zn'
_chemical_formula_weight         575.73

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2

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

_cell_length_a                   13.971(19)
_cell_length_b                   12.841(19)
_cell_length_c                   7.137(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.74(5)
_cell_angle_gamma                90.00
_cell_volume                     1280(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2021
_cell_measurement_theta_min      2.1544
_cell_measurement_theta_max      27.4662

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.2000
_exptl_crystal_size_mid          0.2000
_exptl_crystal_size_min          0.2000
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             588
_exptl_absorpt_coefficient_mu    1.475
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.3146
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4313
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_av_sigmaI/netI    0.1743
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2228
_reflns_number_gt                1389
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_chemical_absolute_configuration unk
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0911P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.036(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.09(5)
_refine_ls_number_reflns         2228
_refine_ls_number_parameters     123
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0991
_refine_ls_R_factor_gt           0.0761
_refine_ls_wR_factor_ref         0.2024
_refine_ls_wR_factor_gt          0.1776
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.0000 0.50868(7) 0.5000 0.0468(7) Uani 1 2 d S . .
Zn1 Zn 0.0000 0.42832(13) 0.0000 0.0356(7) Uani 1 2 d S . .
C3 C 0.1367(14) 0.2655(17) -0.179(2) 0.088(6) Uani 1 1 d . . .
H3A H 0.1138 0.2974 -0.2874 0.105 Uiso 1 1 calc R . .
C1 C 0.1446(14) 0.2656(16) 0.127(2) 0.083(6) Uani 1 1 d . . .
H1A H 0.1332 0.2947 0.2440 0.100 Uiso 1 1 calc R . .
C2 C 0.2055(19) 0.1726(17) 0.115(3) 0.104(8) Uani 1 1 d . . .
H2A H 0.2234 0.1358 0.2217 0.125 Uiso 1 1 calc R . .
C4 C 0.1957(18) 0.1830(16) -0.208(3) 0.109(9) Uani 1 1 d . . .
H4A H 0.2075 0.1575 -0.3275 0.130 Uiso 1 1 calc R . .
C5 C 0.2351(14) 0.1417(14) -0.058(3) 0.070(5) Uani 1 1 d . . .
C6 C 0.3022(14) 0.0433(15) -0.074(3) 0.079(6) Uani 1 1 d . . .
H6A H 0.2719 -0.0156 -0.0135 0.095 Uiso 1 1 calc R . .
H6B H 0.3102 0.0261 -0.2050 0.095 Uiso 1 1 calc R . .
C7 C 0.4503(12) 0.1518(13) -0.027(2) 0.062(4) Uani 1 1 d . . .
H7A H 0.4194 0.2103 0.0335 0.074 Uiso 1 1 calc R . .
H7B H 0.4459 0.1633 -0.1612 0.074 Uiso 1 1 calc R . .
N1 N 0.1063(10) 0.3080(10) -0.0206(17) 0.047(3) Uani 1 1 d . . .
N2 N 0.3989(10) 0.0617(8) 0.0152(17) 0.051(3) Uani 1 1 d . . .
H2B H 0.4226 0.0168 0.0921 0.061 Uiso 1 1 calc R . .
O1 O 0.0172(9) 0.4304(7) 0.2992(12) 0.068(3) Uani 1 1 d . . .
O2 O 0.0976(13) 0.5900(12) 0.5420(19) 0.099(5) Uani 1 1 d . . .
O3 O 0.392(3) 0.305(3) 0.422(5) 0.306(18) Uiso 1 1 d . . .
O4 O -0.021(9) 0.064(11) -0.351(17) 0.80(9) Uiso 1 1 d . . .
O5 O -0.019(6) -0.064(7) -0.186(11) 0.58(6) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Mo1 0.0787(18) 0.0395(11) 0.0221(9) 0.000 -0.0006(10) 0.000
Zn1 0.0401(16) 0.0359(14) 0.0309(14) 0.000 -0.0019(11) 0.000
C3 0.100(16) 0.107(15) 0.055(11) -0.012(11) -0.024(10) 0.038(13)
C1 0.097(16) 0.098(14) 0.055(11) 0.022(11) 0.009(10) 0.045(13)
C2 0.14(2) 0.097(15) 0.075(15) 0.028(13) -0.008(14) 0.037(16)
C4 0.17(2) 0.104(16) 0.055(12) -0.010(11) -0.014(13) 0.093(16)
C5 0.067(12) 0.081(12) 0.063(11) -0.021(10) 0.009(9) -0.005(10)
C6 0.076(14) 0.084(13) 0.077(12) -0.018(10) 0.012(10) -0.002(10)
C7 0.069(11) 0.074(11) 0.042(9) -0.014(9) 0.002(8) 0.001(9)
N1 0.047(8) 0.048(8) 0.045(8) -0.016(6) 0.002(6) 0.000(6)
N2 0.085(11) 0.025(6) 0.043(7) -0.005(5) 0.001(6) 0.018(6)
O1 0.135(10) 0.051(6) 0.016(5) 0.003(4) 0.000(5) -0.006(7)
O2 0.164(14) 0.073(9) 0.061(9) 0.006(8) 0.009(8) 0.025(11)

_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
Mo1 O2 1.740(19) . ?
Mo1 O2 1.740(19) 2_556 ?
Mo1 O1 1.769(9) . ?
Mo1 O1 1.769(9) 2_556 ?
Zn1 O1 2.146(10) . ?
Zn1 O1 2.146(10) 2 ?
Zn1 N1 2.150(13) 2 ?
Zn1 N1 2.150(13) . ?
Zn1 N2 2.223(11) 4 ?
Zn1 N2 2.223(11) 3_455 ?
C3 N1 1.33(2) . ?
C3 C4 1.36(2) . ?
C3 H3A 0.9300 . ?
C1 N1 1.30(2) . ?
C1 C2 1.47(3) . ?
C1 H1A 0.9300 . ?
C2 C5 1.36(3) . ?
C2 H2A 0.9300 . ?
C4 C5 1.31(2) . ?
C4 H4A 0.9300 . ?
C5 C6 1.58(2) . ?
C6 N2 1.50(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N2 1.396(19) . ?
C7 C7 1.44(3) 2_655 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N2 Zn1 2.223(11) 3_545 ?
N2 H2B 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Mo1 O2 106.3(10) . 2_556 ?
O2 Mo1 O1 111.5(6) . . ?
O2 Mo1 O1 108.4(6) 2_556 . ?
O2 Mo1 O1 108.4(6) . 2_556 ?
O2 Mo1 O1 111.5(6) 2_556 2_556 ?
O1 Mo1 O1 110.8(6) . 2_556 ?
O1 Zn1 O1 178.6(5) . 2 ?
O1 Zn1 N1 90.6(4) . 2 ?
O1 Zn1 N1 90.5(4) 2 2 ?
O1 Zn1 N1 90.5(4) . . ?
O1 Zn1 N1 90.6(4) 2 . ?
N1 Zn1 N1 88.1(7) 2 . ?
O1 Zn1 N2 88.6(4) . 4 ?
O1 Zn1 N2 90.3(4) 2 4 ?
N1 Zn1 N2 175.5(5) 2 4 ?
N1 Zn1 N2 96.3(5) . 4 ?
O1 Zn1 N2 90.3(4) . 3_455 ?
O1 Zn1 N2 88.6(4) 2 3_455 ?
N1 Zn1 N2 96.3(5) 2 3_455 ?
N1 Zn1 N2 175.5(5) . 3_455 ?
N2 Zn1 N2 79.2(7) 4 3_455 ?
N1 C3 C4 130.6(17) . . ?
N1 C3 H3A 114.7 . . ?
C4 C3 H3A 114.7 . . ?
N1 C1 C2 121.7(16) . . ?
N1 C1 H1A 119.2 . . ?
C2 C1 H1A 119.2 . . ?
C5 C2 C1 118.3(17) . . ?
C5 C2 H2A 120.8 . . ?
C1 C2 H2A 120.8 . . ?
C5 C4 C3 116.0(17) . . ?
C5 C4 H4A 122.0 . . ?
C3 C4 H4A 122.0 . . ?
C4 C5 C2 119.5(19) . . ?
C4 C5 C6 120.5(16) . . ?
C2 C5 C6 119.1(18) . . ?
N2 C6 C5 112.0(13) . . ?
N2 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
N2 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
N2 C7 C7 116.1(11) . 2_655 ?
N2 C7 H7A 108.3 . . ?
C7 C7 H7A 108.3 2_655 . ?
N2 C7 H7B 108.3 . . ?
C7 C7 H7B 108.3 2_655 . ?
H7A C7 H7B 107.4 . . ?
C1 N1 C3 112.7(14) . . ?
C1 N1 Zn1 121.6(11) . . ?
C3 N1 Zn1 125.6(11) . . ?
C7 N2 C6 120.0(13) . . ?
C7 N2 Zn1 107.4(11) . 3_545 ?
C6 N2 Zn1 115.2(9) . 3_545 ?
C7 N2 H2B 120.0 . . ?
C6 N2 H2B 120.0 . . ?
Zn1 N2 H2B 43.5 3_545 . ?
Mo1 O1 Zn1 143.0(6) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.803
_refine_diff_density_min         -1.657
_refine_diff_density_rms         0.306
_database_code_depnum_ccdc_archive 'CCDC 998920'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H32 N4 O11 S Zn'
_chemical_formula_weight         529.87

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2

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

_cell_length_a                   13.783(9)
_cell_length_b                   12.697(9)
_cell_length_c                   6.743(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.759(14)
_cell_angle_gamma                90.00
_cell_volume                     1180.1(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1518
_cell_measurement_theta_min      3.0211
_cell_measurement_theta_max      27.5050

_exptl_crystal_description       Prism
_exptl_crystal_colour            White
_exptl_crystal_size_max          0.1000
_exptl_crystal_size_mid          0.1000
_exptl_crystal_size_min          0.0800
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             556
_exptl_absorpt_coefficient_mu    1.188
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8073
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Mercury70 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean 14.6306
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4568
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_sigmaI/netI    0.0947
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         27.44
_reflns_number_total             2541
_reflns_number_gt                2112
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_chemical_absolute_configuration unk
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0768P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_number_reflns         2541
_refine_ls_number_parameters     124
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0606
_refine_ls_wR_factor_ref         0.1534
_refine_ls_wR_factor_gt          0.1449
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.0000 0.56225(4) 0.5000 0.0250(3) Uani 1 2 d S . .
C1 C -0.4480(4) 0.2864(4) 0.5378(10) 0.0331(13) Uani 1 1 d . . .
H1A H -0.4144 0.3478 0.4873 0.040 Uiso 1 1 calc R . .
H1B H -0.4471 0.2902 0.6815 0.040 Uiso 1 1 calc R . .
C2 C -0.3022(4) 0.1747(5) 0.5701(11) 0.0363(14) Uani 1 1 d . . .
H2A H -0.2716 0.1137 0.5111 0.044 Uiso 1 1 calc R . .
H2B H -0.3117 0.1595 0.7094 0.044 Uiso 1 1 calc R . .
C3 C -0.1957(6) 0.3147(7) 0.7163(12) 0.067(3) Uani 1 1 d . . .
H3A H -0.2093 0.2893 0.8422 0.081 Uiso 1 1 calc R . .
C4 C -0.1341(6) 0.4029(7) 0.6934(12) 0.066(3) Uani 1 1 d . . .
H4A H -0.1120 0.4368 0.8075 0.079 Uiso 1 1 calc R . .
C5 C -0.1451(6) 0.3934(7) 0.3650(11) 0.064(3) Uani 1 1 d . . .
H5A H -0.1291 0.4191 0.2406 0.077 Uiso 1 1 calc R . .
C6 C -0.2082(8) 0.3085(8) 0.3752(11) 0.073(3) Uani 1 1 d . . .
H6A H -0.2329 0.2792 0.2586 0.087 Uiso 1 1 calc R . .
C7 C -0.2348(4) 0.2674(5) 0.5531(10) 0.0335(13) Uani 1 1 d . . .
N2 N -0.1064(4) 0.4396(4) 0.5237(8) 0.0262(12) Uani 1 1 d . . .
N3 N -0.3978(4) 0.1907(4) 0.4741(8) 0.0278(12) Uani 1 1 d . . .
H3B H -0.4220 0.1476 0.3883 0.033 Uiso 1 1 calc R . .
O1 O -0.0192(2) 0.5605(5) 0.1722(5) 0.0295(8) Uani 1 1 d . . .
O2 O 0.0850(4) 0.6942(4) 0.0416(7) 0.0578(16) Uani 1 1 d . . .
O3 O 0.2802(9) 0.5832(15) 0.0644(19) 0.192(5) Uiso 1 1 d . . .
O4 O 0.0943(12) 0.9216(14) 0.047(3) 0.231(7) Uiso 1 1 d . . .
O5 O 0.0000 0.202(3) 1.0000 0.306(15) Uiso 1 2 d S . .
O6 O -0.4905(16) 0.568(3) 0.705(3) 0.355(12) Uiso 1 1 d . . .
S1 S 0.0000 0.62847(14) 0.0000 0.0260(4) Uani 1 2 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0223(4) 0.0187(4) 0.0341(5) 0.000 0.0011(3) 0.000
C1 0.040(3) 0.023(3) 0.036(3) -0.003(2) 0.003(3) -0.007(2)
C2 0.029(3) 0.037(3) 0.043(4) 0.003(3) -0.002(3) -0.011(2)
C3 0.083(6) 0.083(6) 0.036(4) 0.013(4) -0.010(4) -0.057(5)
C4 0.081(6) 0.084(6) 0.032(4) -0.007(4) -0.004(4) -0.055(5)
C5 0.081(6) 0.085(6) 0.026(4) 0.002(4) 0.000(4) -0.059(5)
C6 0.113(7) 0.084(6) 0.022(4) -0.006(4) 0.003(4) -0.064(6)
C7 0.031(3) 0.031(3) 0.039(4) 0.004(3) 0.004(3) -0.009(2)
N2 0.023(3) 0.026(3) 0.029(3) 0.003(2) -0.002(2) 0.000(2)
N3 0.032(3) 0.023(3) 0.028(3) -0.002(2) -0.001(2) -0.009(2)
O1 0.0374(17) 0.0335(18) 0.0177(17) 0.011(2) 0.0000(14) -0.012(3)
O2 0.090(4) 0.063(4) 0.020(2) 0.001(2) 0.006(3) -0.047(3)
S1 0.0386(11) 0.0229(10) 0.0166(9) 0.000 0.0013(8) 0.000

_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 2.147(6) . ?
Zn1 N2 2.147(6) 2_556 ?
Zn1 N3 2.163(6) 3 ?
Zn1 N3 2.163(6) 4_456 ?
Zn1 O1 2.223(4) 2_556 ?
Zn1 O1 2.223(4) . ?
C1 N3 1.466(8) . ?
C1 C1 1.516(13) 2_456 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N3 1.474(9) . ?
C2 C7 1.505(8) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C7 1.359(10) . ?
C3 C4 1.414(10) . ?
C3 H3A 0.9300 . ?
C4 N2 1.298(10) . ?
C4 H4A 0.9300 . ?
C5 N2 1.326(9) . ?
C5 C6 1.387(10) . ?
C5 H5A 0.9300 . ?
C6 C7 1.363(10) . ?
C6 H6A 0.9300 . ?
N3 Zn1 2.163(6) 3_445 ?
N3 H3B 0.8600 . ?
O1 S1 1.473(4) . ?
O2 S1 1.462(5) . ?
S1 O2 1.462(5) 2 ?
S1 O1 1.473(4) 2 ?

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 N2 87.0(3) . 2_556 ?
N2 Zn1 N3 177.5(3) . 3 ?
N2 Zn1 N3 95.40(15) 2_556 3 ?
N2 Zn1 N3 95.40(15) . 4_456 ?
N2 Zn1 N3 177.5(3) 2_556 4_456 ?
N3 Zn1 N3 82.2(3) 3 4_456 ?
N2 Zn1 O1 89.5(2) . 2_556 ?
N2 Zn1 O1 89.67(19) 2_556 2_556 ?
N3 Zn1 O1 91.1(2) 3 2_556 ?
N3 Zn1 O1 89.8(2) 4_456 2_556 ?
N2 Zn1 O1 89.67(19) . . ?
N2 Zn1 O1 89.5(2) 2_556 . ?
N3 Zn1 O1 89.8(2) 3 . ?
N3 Zn1 O1 91.1(2) 4_456 . ?
O1 Zn1 O1 178.9(3) 2_556 . ?
N3 C1 C1 110.5(4) . 2_456 ?
N3 C1 H1A 109.6 . . ?
C1 C1 H1A 109.6 2_456 . ?
N3 C1 H1B 109.6 . . ?
C1 C1 H1B 109.6 2_456 . ?
H1A C1 H1B 108.1 . . ?
N3 C2 C7 114.1(5) . . ?
N3 C2 H2A 108.7 . . ?
C7 C2 H2A 108.7 . . ?
N3 C2 H2B 108.7 . . ?
C7 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C7 C3 C4 119.6(7) . . ?
C7 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
N2 C4 C3 124.4(7) . . ?
N2 C4 H4A 117.8 . . ?
C3 C4 H4A 117.8 . . ?
N2 C5 C6 123.4(7) . . ?
N2 C5 H5A 118.3 . . ?
C6 C5 H5A 118.3 . . ?
C7 C6 C5 121.1(7) . . ?
C7 C6 H6A 119.4 . . ?
C5 C6 H6A 119.4 . . ?
C3 C7 C6 115.8(6) . . ?
C3 C7 C2 121.6(6) . . ?
C6 C7 C2 122.7(6) . . ?
C4 N2 C5 115.6(6) . . ?
C4 N2 Zn1 122.4(5) . . ?
C5 N2 Zn1 122.0(5) . . ?
C1 N3 C2 114.1(5) . . ?
C1 N3 Zn1 106.9(4) . 3_445 ?
C2 N3 Zn1 116.1(4) . 3_445 ?
C1 N3 H3B 123.0 . . ?
C2 N3 H3B 123.0 . . ?
Zn1 N3 H3B 47.8 3_445 . ?
S1 O1 Zn1 139.2(3) . . ?
O2 S1 O2 110.4(5) . 2 ?
O2 S1 O1 109.6(3) . . ?
O2 S1 O1 109.5(3) 2 . ?
O2 S1 O1 109.5(3) . 2 ?
O2 S1 O1 109.6(3) 2 2 ?
O1 S1 O1 108.3(5) . 2 ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        27.44
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         1.183
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.149
_database_code_depnum_ccdc_archive 'CCDC 998921'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H30 Cr N4 O10 Zn'
_chemical_formula_weight         531.79

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'
Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2

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

_cell_length_a                   13.85(3)
_cell_length_b                   12.77(2)
_cell_length_c                   6.939(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.45(3)
_cell_angle_gamma                90.00
_cell_volume                     1227(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1711
_cell_measurement_theta_min      2.1700
_cell_measurement_theta_max      27.4584

_exptl_crystal_description       Prism
_exptl_crystal_colour            White
_exptl_crystal_size_max          0.2000
_exptl_crystal_size_mid          0.1500
_exptl_crystal_size_min          0.1000
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    1.471
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7100
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6558
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_sigmaI/netI    0.0940
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         27.37
_reflns_number_total             2674
_reflns_number_gt                2129
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_chemical_absolute_configuration unk
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0799P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(3)
_refine_ls_number_reflns         2674
_refine_ls_number_parameters     122
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0614
_refine_ls_wR_factor_ref         0.1571
_refine_ls_wR_factor_gt          0.1492
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.0000 -0.11503(4) -0.5000 0.0305(3) Uani 1 2 d S . .
Cr1 Cr 0.0000 -0.19036(11) -1.0000 0.0339(4) Uani 1 2 d S . .
C1 C -0.0528(5) -0.3408(5) -0.5376(10) 0.0400(15) Uani 1 1 d . . .
H1A H -0.0544 -0.3450 -0.6772 0.048 Uiso 1 1 calc R . .
H1B H -0.0861 -0.4016 -0.4880 0.048 Uiso 1 1 calc R . .
C2 C -0.1968(5) -0.2290(6) -0.5776(11) 0.0483(18) Uani 1 1 d . . .
H2A H -0.1855 -0.2163 -0.7130 0.058 Uiso 1 1 calc R . .
H2B H -0.2273 -0.1670 -0.5261 0.058 Uiso 1 1 calc R . .
C3 C -0.2649(5) -0.3198(5) -0.5610(9) 0.0403(14) Uani 1 1 d . . .
C4 C -0.3026(7) -0.3713(7) -0.7184(11) 0.071(3) Uani 1 1 d . . .
H4A H -0.2873 -0.3487 -0.8414 0.085 Uiso 1 1 calc R . .
C5 C -0.3638(6) -0.4573(7) -0.6974(11) 0.067(3) Uani 1 1 d . . .
H5A H -0.3857 -0.4919 -0.8082 0.081 Uiso 1 1 calc R . .
C6 C -0.3548(7) -0.4453(7) -0.3766(11) 0.069(3) Uani 1 1 d . . .
H6A H -0.3691 -0.4714 -0.2554 0.082 Uiso 1 1 calc R . .
C7 C -0.2939(7) -0.3572(8) -0.3866(11) 0.078(3) Uani 1 1 d . . .
H7A H -0.2731 -0.3241 -0.2736 0.093 Uiso 1 1 calc R . .
N1 N -0.1026(4) -0.2445(4) -0.4763(8) 0.0331(12) Uani 1 1 d . . .
H1C H -0.1149 -0.2521 -0.3488 0.040 Uiso 1 1 calc R . .
N2 N -0.3926(4) -0.4926(4) -0.5280(8) 0.0347(12) Uani 1 1 d . . .
O1 O -0.0225(3) -0.1167(4) -0.8102(5) 0.0394(9) Uani 1 1 d . . .
O2 O -0.0944(5) -0.2655(5) -1.0477(7) 0.0702(19) Uani 1 1 d . . .
O3 O -0.0854(13) -0.4857(15) -1.044(3) 0.278(9) Uiso 1 1 d . . .
O4 O -0.2901(11) -0.1429(18) -1.075(2) 0.267(8) Uiso 1 1 d . . .
O5 O -0.0017(17) -0.616(3) -0.719(4) 0.434(18) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0256(5) 0.0259(5) 0.0400(6) 0.000 -0.0001(4) 0.000
Cr1 0.0416(9) 0.0308(8) 0.0294(7) 0.000 0.0002(6) 0.000
C1 0.044(4) 0.033(3) 0.043(3) -0.002(3) 0.002(3) -0.010(3)
C2 0.034(4) 0.045(4) 0.066(5) 0.006(3) -0.009(3) -0.007(3)
C3 0.030(3) 0.045(4) 0.046(4) 0.002(3) -0.002(3) -0.003(3)
C4 0.089(7) 0.077(6) 0.047(4) 0.010(4) 0.006(4) -0.049(5)
C5 0.078(6) 0.077(6) 0.047(4) -0.004(4) -0.002(4) -0.046(5)
C6 0.088(7) 0.076(6) 0.042(4) 0.005(4) 0.002(4) -0.050(5)
C7 0.103(8) 0.087(7) 0.042(4) -0.010(4) 0.002(4) -0.065(6)
N1 0.027(3) 0.035(3) 0.037(3) -0.005(2) 0.003(2) -0.008(2)
N2 0.029(3) 0.033(3) 0.042(3) 0.001(2) 0.001(2) -0.001(2)
O1 0.048(2) 0.038(2) 0.0319(19) 0.001(2) 0.0025(16) 0.001(3)
O2 0.095(5) 0.072(4) 0.044(3) 0.002(3) 0.005(3) -0.048(4)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.167(6) . ?
Zn1 O1 2.167(6) 2_554 ?
Zn1 N1 2.189(6) . ?
Zn1 N1 2.189(6) 2_554 ?
Zn1 N2 2.170(6) 3 ?
Zn1 N2 2.170(6) 4_454 ?
Cr1 O2 1.648(6) 2_553 ?
Cr1 O2 1.648(6) . ?
Cr1 O1 1.654(5) . ?
Cr1 O1 1.654(5) 2_553 ?
C1 N1 1.477(9) . ?
C1 C1 1.541(13) 2_554 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N1 1.480(9) . ?
C2 C3 1.500(10) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C7 1.371(10) . ?
C3 C4 1.367(10) . ?
C4 C5 1.398(10) . ?
C4 H4A 0.9300 . ?
C5 N2 1.329(9) . ?
C5 H5A 0.9300 . ?
C6 N2 1.309(9) . ?
C6 C7 1.409(10) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9300 . ?
N1 H1C 0.9100 . ?
N2 Zn1 2.170(6) 3_445 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 178.9(3) . 2_554 ?
O1 Zn1 N1 89.41(19) . . ?
O1 Zn1 N1 89.72(19) 2_554 . ?
O1 Zn1 N1 89.72(19) . 2_554 ?
O1 Zn1 N1 89.41(19) 2_554 2_554 ?
N1 Zn1 N1 81.9(3) . 2_554 ?
O1 Zn1 N2 90.01(19) . 3 ?
O1 Zn1 N2 90.8(2) 2_554 3 ?
N1 Zn1 N2 177.0(2) . 3 ?
N1 Zn1 N2 95.1(2) 2_554 3 ?
O1 Zn1 N2 90.8(2) . 4_454 ?
O1 Zn1 N2 90.01(19) 2_554 4_454 ?
N1 Zn1 N2 95.1(2) . 4_454 ?
N1 Zn1 N2 177.0(2) 2_554 4_454 ?
N2 Zn1 N2 87.8(3) 3 4_454 ?
O2 Cr1 O2 108.8(5) 2_553 . ?
O2 Cr1 O1 109.6(3) 2_553 . ?
O2 Cr1 O1 109.0(3) . . ?
O2 Cr1 O1 109.0(3) 2_553 2_553 ?
O2 Cr1 O1 109.6(3) . 2_553 ?
O1 Cr1 O1 110.7(4) . 2_553 ?
N1 C1 C1 110.4(4) . 2_554 ?
N1 C1 H1A 109.6 . . ?
C1 C1 H1A 109.6 2_554 . ?
N1 C1 H1B 109.6 . . ?
C1 C1 H1B 109.6 2_554 . ?
H1A C1 H1B 108.1 . . ?
N1 C2 C3 114.2(6) . . ?
N1 C2 H2A 108.7 . . ?
C3 C2 H2A 108.7 . . ?
N1 C2 H2B 108.7 . . ?
C3 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C7 C3 C4 115.0(7) . . ?
C7 C3 C2 122.4(6) . . ?
C4 C3 C2 122.6(6) . . ?
C3 C4 C5 121.0(7) . . ?
C3 C4 H4A 119.5 . . ?
C5 C4 H4A 119.5 . . ?
N2 C5 C4 123.7(7) . . ?
N2 C5 H5A 118.2 . . ?
C4 C5 H5A 118.2 . . ?
N2 C6 C7 123.8(7) . . ?
N2 C6 H6A 118.1 . . ?
C7 C6 H6A 118.1 . . ?
C3 C7 C6 120.8(7) . . ?
C3 C7 H7A 119.6 . . ?
C6 C7 H7A 119.6 . . ?
C1 N1 C2 112.7(5) . . ?
C1 N1 Zn1 107.4(4) . . ?
C2 N1 Zn1 115.4(4) . . ?
C1 N1 H1C 106.9 . . ?
C2 N1 H1C 106.9 . . ?
Zn1 N1 H1C 106.9 . . ?
C6 N2 C5 115.5(6) . . ?
C6 N2 Zn1 121.4(5) . 3_445 ?
C5 N2 Zn1 123.0(5) . 3_445 ?
Cr1 O1 Zn1 140.5(3) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.37
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.220
_refine_diff_density_min         -0.789
_refine_diff_density_rms         0.118
_database_code_depnum_ccdc_archive 'CCDC 998922'
