# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p101218f
_database_code_depnum_ccdc_archive 'CCDC 1023610'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2015-05-28 downloaded from the CCDC.
;
_audit_creation_date             2014-09-10
_audit_creation_method           
;
  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.25(C48 H16 O52 Zn12)'
_chemical_formula_sum            'C12 H0.25 O13 Zn3'
_chemical_formula_weight         548.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         C12ZN1
_chemical_oxdiff_usercomment     2010120113
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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_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                   17.1017(13)
_cell_length_b                   13.7034(8)
_cell_length_c                   10.0254(11)
_cell_angle_alpha                90
_cell_angle_beta                 105.429(11)
_cell_angle_gamma                90
_cell_volume                     2264.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1859
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9641
_cell_measurement_theta_min      2.4668
_exptl_absorpt_coefficient_mu    3.204
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1065
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4315
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.006
_diffrn_reflns_theta_min         2.471
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.2116
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -14.00   91.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       18.1935    0.0000    0.0000 105

#__ type_ start__ end____ width___ exp.time_
  2 omega  -26.00    4.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.8185  -87.0000  -13.0000 30

#__ type_ start__ end____ width___ exp.time_
  3 omega  -84.00    3.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.8185  -77.0000 -150.0000 87
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0273314000
_diffrn_orient_matrix_UB_12      -0.0162855000
_diffrn_orient_matrix_UB_13      0.0623064000
_diffrn_orient_matrix_UB_21      -0.0273410000
_diffrn_orient_matrix_UB_22      0.0159530000
_diffrn_orient_matrix_UB_23      0.0377703000
_diffrn_orient_matrix_UB_31      -0.0189496000
_diffrn_orient_matrix_UB_32      -0.0464713000
_diffrn_orient_matrix_UB_33      -0.0088153000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1629
_reflns_number_total             2003
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         1.297
_refine_diff_density_min         -1.306
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     132
_refine_ls_number_reflns         2003
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0604
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0553P)²+14.6734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1414
_refine_ls_wR_factor_ref         0.1478
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.02874(5) 0.11544(5) -0.39704(8) 0.0249(3) Uani 1 1 d . . . . .
Zn2 Zn -0.47720(9) 0.39908(10) -0.2432(3) 0.0314(6) Uani 0.5 1 d . . . . .
O1 O -0.3991(3) 0.4973(4) -0.4470(5) 0.0477(15) Uani 1 1 d . . . . .
O2 O -0.3600(3) 0.4121(4) -0.2500(5) 0.0418(13) Uani 1 1 d . . . . .
O3 O -0.2324(3) 0.3390(3) -0.3255(5) 0.0302(11) Uani 1 1 d . . . . .
O4 O -0.1203(3) 0.1991(4) -0.2177(5) 0.0383(13) Uani 1 1 d . . . . .
O5 O -0.0640(3) 0.2192(4) -0.3961(5) 0.0436(14) Uani 1 1 d . . . . .
O6 O 0.0278(3) 0.1691(3) -0.5797(4) 0.0322(11) Uani 1 1 d . . . . .
O7 O 0.0000 0.0361(5) -0.2500 0.054(2) Uani 1 2 d S TU P . .
C1 C -0.3511(4) 0.4410(5) -0.3639(7) 0.0330(16) Uani 1 1 d . . . . .
C2 C -0.2805(4) 0.4078(5) -0.4070(7) 0.0324(17) Uani 1 1 d . . . . .
C3 C -0.2540(4) 0.4264(6) -0.5212(8) 0.0380(17) Uani 1 1 d . . . . .
H3 H -0.2765 0.4696 -0.5926 0.046 Uiso 1 1 calc R . . . .
C4 C -0.1844(5) 0.3655(6) -0.5086(8) 0.045(2) Uani 1 1 d . . . . .
H4 H -0.1521 0.3621 -0.5699 0.054 Uiso 1 1 calc R . . . .
C5 C -0.1746(4) 0.3139(5) -0.3905(7) 0.0333(17) Uani 1 1 d . . . . .
C6 C -0.1141(4) 0.2375(5) -0.3287(7) 0.0342(17) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.173(5) 3_545 ?
Zn1 O4 2.032(5) 2_554 ?
Zn1 O5 2.132(5) . ?
Zn1 O6 1.970(4) . ?
Zn1 O7 1.995(4) . ?
Zn2 Zn2 0.755(3) 2_454 ?
Zn2 O2 2.032(5) . ?
Zn2 O6 1.868(5) 8_456 ?
Zn2 O6 1.989(5) 7_454 ?
Zn2 O7 1.915(7) 3_455 ?
O1 Zn1 2.173(5) 3_455 ?
O1 C1 1.265(8) . ?
O2 C1 1.255(8) . ?
O3 C2 1.369(8) . ?
O3 C5 1.365(7) . ?
O4 Zn1 2.032(5) 2_554 ?
O4 C6 1.260(8) . ?
O5 C6 1.249(8) . ?
O6 Zn2 1.989(5) 7_454 ?
O6 Zn2 1.868(5) 8 ?
O7 Zn1 1.995(4) 2_554 ?
O7 Zn2 1.916(7) 3_545 ?
O7 Zn2 1.916(7) 4_444 ?
C1 C2 1.460(9) . ?
C2 C3 1.363(10) . ?
C3 H3 0.9300 . ?
C3 C4 1.432(10) . ?
C4 H4 0.9300 . ?
C4 C5 1.351(10) . ?
C5 C6 1.487(10) . ?

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
O4 Zn1 O1 98.7(2) 2_554 3_545 ?
O4 Zn1 O5 94.8(2) 2_554 . ?
O5 Zn1 O1 165.1(2) . 3_545 ?
O6 Zn1 O1 85.88(18) . 3_545 ?
O6 Zn1 O4 97.52(19) . 2_554 ?
O6 Zn1 O5 86.18(19) . . ?
O6 Zn1 O7 161.35(17) . . ?
O7 Zn1 O1 91.8(2) . 3_545 ?
O7 Zn1 O4 101.12(17) . 2_554 ?
O7 Zn1 O5 91.73(19) . . ?
Zn2 Zn2 O2 167.1(4) 2_454 . ?
Zn2 Zn2 O6 69.8(3) 2_454 7_454 ?
Zn2 Zn2 O6 87.9(4) 2_454 8_456 ?
Zn2 Zn2 O7 78.63(6) 2_454 3_455 ?
O6 Zn2 O2 105.0(2) 8_456 . ?
O6 Zn2 O2 102.1(2) 7_454 . ?
O6 Zn2 O6 117.1(3) 8_456 7_454 ?
O6 Zn2 O7 118.86(18) 8_456 3_455 ?
O7 Zn2 O2 96.07(17) 3_455 . ?
O7 Zn2 O6 113.10(17) 3_455 7_454 ?
C1 O1 Zn1 127.7(5) . 3_455 ?
C1 O2 Zn2 114.7(5) . . ?
C5 O3 C2 106.6(5) . . ?
C6 O4 Zn1 120.2(4) . 2_554 ?
C6 O5 Zn1 139.0(5) . . ?
Zn1 O6 Zn2 123.3(2) . 7_454 ?
Zn2 O6 Zn1 128.1(3) 8 . ?
Zn2 O6 Zn2 22.30(10) 8 7_454 ?
Zn1 O7 Zn1 114.0(3) . 2_554 ?
Zn2 O7 Zn1 118.21(16) 4_444 2_554 ?
Zn2 O7 Zn1 118.21(16) 3_545 . ?
Zn2 O7 Zn1 126.55(19) 4_444 . ?
Zn2 O7 Zn1 126.55(19) 3_545 2_554 ?
Zn2 O7 Zn2 22.73(12) 4_444 3_545 ?
O1 C1 C2 116.0(6) . . ?
O2 C1 O1 125.3(6) . . ?
O2 C1 C2 118.7(6) . . ?
O3 C2 C1 116.8(6) . . ?
C3 C2 O3 110.4(6) . . ?
C3 C2 C1 132.6(7) . . ?
C2 C3 H3 127.1 . . ?
C2 C3 C4 105.8(6) . . ?
C4 C3 H3 127.1 . . ?
C3 C4 H4 126.6 . . ?
C5 C4 C3 106.7(6) . . ?
C5 C4 H4 126.6 . . ?
O3 C5 C6 119.4(6) . . ?
C4 C5 O3 110.5(6) . . ?
C4 C5 C6 130.1(6) . . ?
O4 C6 C5 116.7(6) . . ?
O5 C6 O4 128.6(7) . . ?
O5 C6 C5 114.7(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C1 O2 33.1(11) 3_455 . . . ?
Zn1 O1 C1 C2 -147.2(5) 3_455 . . . ?
Zn1 O4 C6 O5 13.8(11) 2_554 . . . ?
Zn1 O4 C6 C5 -167.3(5) 2_554 . . . ?
Zn1 O5 C6 O4 8.0(13) . . . . ?
Zn1 O5 C6 C5 -171.0(5) . . . . ?
Zn2 O2 C1 O1 30.6(10) . . . . ?
Zn2 O2 C1 C2 -149.1(5) . . . . ?
O1 C1 C2 O3 -173.4(6) . . . . ?
O1 C1 C2 C3 1.0(13) . . . . ?
O2 C1 C2 O3 6.3(10) . . . . ?
O2 C1 C2 C3 -179.3(8) . . . . ?
O3 C2 C3 C4 -0.6(9) . . . . ?
O3 C5 C6 O4 0.5(10) . . . . ?
O3 C5 C6 O5 179.5(6) . . . . ?
C1 C2 C3 C4 -175.2(8) . . . . ?
C2 O3 C5 C4 0.8(8) . . . . ?
C2 O3 C5 C6 -178.1(6) . . . . ?
C2 C3 C4 C5 1.0(9) . . . . ?
C3 C4 C5 O3 -1.1(9) . . . . ?
C3 C4 C5 C6 177.6(7) . . . . ?
C4 C5 C6 O4 -178.2(8) . . . . ?
C4 C5 C6 O5 0.9(12) . . . . ?
C5 O3 C2 C1 175.5(6) . . . . ?
C5 O3 C2 C3 -0.1(8) . . . . ?

_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O7) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
3. Others
 Fixed Sof: Zn2(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
;
_platon_squeeze_details          
;
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.455 -0.028 -0.023 821 209 ' '

_shelx_estimated_absorpt_T_max   0.567
_shelx_estimated_absorpt_T_min   0.567
_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.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p101209j2
_database_code_depnum_ccdc_archive 'CCDC 1036654'
_audit_update_record             
;
2014-11-28 deposited with the CCDC.
2015-05-28 downloaded from the CCDC.
;
_audit_creation_date             2014-11-28
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2014.10.28 svn.r3060 for OlexSys, GUI svn.r4951)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         
'C48 H16 O40 Zn6, 4(C2 H8 N), 3(C3 H7 N O), 1.17(O)'
_chemical_formula_sum            'C65 H69 N7 O44.17 Zn6'
_chemical_formula_weight         2047.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         C12ZN1
_chemical_oxdiff_usercomment     2010120158
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.6947(8)
_cell_length_b                   12.8242(6)
_cell_length_c                   14.7971(7)
_cell_angle_alpha                85.110(4)
_cell_angle_beta                 65.988(5)
_cell_angle_gamma                89.663(4)
_cell_volume                     2191.4(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7261
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      28.9944
_cell_measurement_theta_min      2.3314
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.712
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       strip
_exptl_crystal_F_000             1041
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14590
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_min         2.335
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean 16.2116
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -5.00   86.00   1.0000    2.7000
omega____ theta____ kappa____ phi______ frames
    -       18.1935   37.0000 -150.0000 91

#__ type_ start__ end____ width___ exp.time_
  2 omega  -33.00   11.00   1.0000    2.7000
omega____ theta____ kappa____ phi______ frames
    -       18.1935  -77.0000  -60.0000 44

#__ type_ start__ end____ width___ exp.time_
  3 omega   27.00   90.00   1.0000    2.7000
omega____ theta____ kappa____ phi______ frames
    -       18.1935 -150.0000  -45.0000 63

#__ type_ start__ end____ width___ exp.time_
  4 omega   -3.00   55.00   1.0000    2.7000
omega____ theta____ kappa____ phi______ frames
    -       18.1935   77.0000    0.0000 58

#__ type_ start__ end____ width___ exp.time_
  5 omega  -52.00   44.00   1.0000    2.7000
omega____ theta____ kappa____ phi______ frames
    -       18.1935  -37.0000   30.0000 96

#__ type_ start__ end____ width___ exp.time_
  6 omega  -71.00  -45.00   1.0000    2.7000
omega____ theta____ kappa____ phi______ frames
    -      -18.8185  122.0000   63.0000 26
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0031795000
_diffrn_orient_matrix_UB_12      0.0048478000
_diffrn_orient_matrix_UB_13      0.0484269000
_diffrn_orient_matrix_UB_21      0.0603235000
_diffrn_orient_matrix_UB_22      0.0109213000
_diffrn_orient_matrix_UB_23      -0.0201829000
_diffrn_orient_matrix_UB_31      -0.0098728000
_diffrn_orient_matrix_UB_32      0.0542675000
_diffrn_orient_matrix_UB_33      -0.0052264000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6316
_reflns_number_total             7711
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.819
_refine_diff_density_min         -1.970
_refine_diff_density_rms         0.143
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         7711
_refine_ls_number_restraints     23
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0581
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0814P)²+9.0732P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1542
_refine_ls_wR_factor_ref         0.1672
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1A-C14
 2.5 with sigma of 0.02
 C11-N15
 1.5 with sigma of 0.02
 N15-C18
 1.5 with sigma of 0.02
 C1A-N12
 1.5 with sigma of 0.02
 N12-C14
 1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C14) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O1) \\sim Ueq, Uanis(O2) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.0005
Uanis(C14) = Uanis(C18)
Uanis(C1A) = Uanis(C11)
Uanis(N12) = Uanis(N15)
Uanis(O13) = Uanis(C10) = Uanis(N9) = Uanis(C19) = Uanis(C17)
Uanis(O1) = Uanis(O2)
Uanis(O8BA) = Uanis(C6DA) = Uanis(O7BA)
4. Others
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(N15)=Sof(H15A)=Sof(H15B)=Sof(C18)=
 Sof(H18A)=Sof(H18B)=Sof(H18C)=1-FVAR(1)
 Sof(N12)=Sof(H12A)=Sof(H12B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=Sof(C1A)=
 Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=FVAR(1)
 Fixed Sof: N9(0.5) C10(0.5) H10(0.5) O13(0.5) C17(0.5) H17A(0.5) H17B(0.5)
 H17C(0.5) C19(0.5) H19A(0.5) H19B(0.5) H19C(0.5) O1(0.33333) O2(0.25)
5.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), N12(H12A,H12B), N15(H15A,H15B)
5.b Aromatic/amide H refined with riding coordinates:
 C3CA(H3CA), C2DA(H2DA), C3DA(H3DA), C4DA(H4DA), C5DA(H5DA), C4EA(H4EA),
 C7EA(H7EA), C8EA(H8EA), C5(H5), C10(H10)
5.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C1(H1A,H1B,H1C), C8(H8A,H8B,H8C), C11(H11A,
 H11B,H11C), C14(H14A,H14B,H14C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C),
 C19(H19A,H19B,H19C), C1A(H1AA,H1AB,H1AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.71720(5) 0.95220(5) 0.05788(4) 0.01406(17) Uani 1 1 d . . . . .
Zn2 Zn 0.15524(5) 0.59714(4) 0.63187(4) 0.01406(17) Uani 1 1 d . . . . .
Zn3 Zn 0.5000 1.0000 0.0000 0.0111(2) Uani 1 2 d S T P . .
Zn4 Zn 0.0000 0.5000 0.5000 0.0120(2) Uani 1 2 d S T P . .
O O 0.0492(3) 0.3576(3) 0.4415(3) 0.0190(8) Uani 1 1 d . . . . .
O3AA O 0.3603(3) 0.7624(3) 0.3185(3) 0.0158(8) Uani 1 1 d . . . . .
O4AA O 0.0214(3) 0.5808(3) 0.3634(3) 0.0163(8) Uani 1 1 d . . . . .
O5AA O 0.5562(3) 0.8984(3) 0.0930(3) 0.0137(7) Uani 1 1 d . . . . .
O0AA O 0.1811(3) 0.5372(3) 0.4436(3) 0.0189(8) Uani 1 1 d . . . . .
O1AA O 0.2419(4) 0.6704(3) 0.5005(3) 0.0256(9) Uani 1 1 d . . . . .
O6AA O -0.1106(3) 0.7336(3) 0.2307(3) 0.0179(8) Uani 1 1 d . . . . .
O3BA O 0.7855(3) 0.9037(3) -0.0773(3) 0.0201(8) Uani 1 1 d . . . . .
O4BA O 0.3406(3) 1.0011(3) 0.1174(3) 0.0174(8) Uani 1 1 d . . . . .
O5BA O 0.5419(3) 1.1324(3) 0.0511(3) 0.0181(8) Uani 1 1 d . . . . .
O7AA O 0.3329(3) 0.7267(3) 0.8203(3) 0.0177(8) Uani 1 1 d . . . . .
O6BA O 0.8446(3) 0.8004(3) -0.2411(3) 0.0191(8) Uani 1 1 d . . . . .
O9AA O 0.0033(3) 0.6593(3) 0.6848(3) 0.0227(9) Uani 1 1 d . . . . .
O0BA O 0.2268(3) 0.6509(3) 0.7148(3) 0.0225(9) Uani 1 1 d . . . . .
O2AA O 0.5057(3) 0.9342(3) 0.2505(3) 0.0229(9) Uani 1 1 d . . . . .
O1BA O 0.7018(3) 1.1021(3) 0.0801(3) 0.0186(8) Uani 1 1 d . . . . .
C7BA C -0.0486(4) 0.6053(4) 0.3265(4) 0.0139(11) Uani 1 1 d . . . . .
C8BA C 0.2356(5) 0.6225(4) 0.4315(4) 0.0170(11) Uani 1 1 d . . . . .
O2BA O 0.3583(4) 0.5293(3) 0.6601(3) 0.0335(11) Uani 1 1 d . . . . .
C0CA C 0.7333(4) 0.9294(4) -0.1323(4) 0.0166(11) Uani 1 1 d . . . . .
C1CA C -0.0252(5) 0.7054(4) 0.2615(4) 0.0173(11) Uani 1 1 d . . . . .
C2CA C 0.4166(4) 0.7883(4) 0.2190(4) 0.0160(11) Uani 1 1 d . . . . .
C3CA C 0.4909(6) 0.6795(5) 0.8429(5) 0.0285(14) Uani 1 1 d . . . . .
H3CA H 0.5506 0.6780 0.8642 0.034 Uiso 1 1 calc R . . . .
C4CA C 0.4955(4) 0.8822(4) 0.1891(4) 0.0132(11) Uani 1 1 d . . . . .
C6CA C 0.3757(5) 0.6401(4) 0.7702(4) 0.0210(12) Uani 1 1 d . . . . .
C7CA C 0.3002(4) 0.6698(4) 0.3292(4) 0.0176(11) Uani 1 1 d . . . . .
O7BA O 0.7533(5) 0.8367(4) 0.1534(4) 0.0505(9) Uani 1 1 d . . . . .
C0DA C 0.7614(4) 0.8744(4) -0.2229(4) 0.0166(11) Uani 1 1 d . . . . .
C2DA C 0.3943(5) 0.7168(4) 0.1672(4) 0.0217(12) Uani 1 1 d . . . . .
H2DA H 0.4224 0.7178 0.0985 0.026 Uiso 1 1 calc R . . . .
C3DA C 0.7182(5) 0.8789(4) -0.2927(4) 0.0223(12) Uani 1 1 d . . . . .
H3DA H 0.6607 0.9222 -0.2962 0.027 Uiso 1 1 calc R . . . .
C4DA C 0.7784(5) 0.8042(4) -0.3598(4) 0.0231(13) Uani 1 1 d . . . . .
H4DA H 0.7683 0.7895 -0.4163 0.028 Uiso 1 1 calc R . . . .
C5DA C 0.3190(5) 0.6393(4) 0.2387(4) 0.0202(12) Uani 1 1 d . . . . .
H5DA H 0.2886 0.5794 0.2256 0.024 Uiso 1 1 calc R . . . .
C6DA C 0.8491(7) 0.8717(6) 0.1291(6) 0.0505(9) Uani 1 1 d . . . . .
C7DA C 0.6143(5) 1.1542(4) 0.0843(4) 0.0163(11) Uani 1 1 d . . . . .
C8DA C 0.0576(5) 0.3202(4) 0.3641(4) 0.0189(12) Uani 1 1 d . . . . .
C9DA C 0.3170(5) 0.6022(4) 0.7106(4) 0.0200(12) Uani 1 1 d . . . . .
C3EA C 0.8534(5) 0.7586(4) -0.3258(4) 0.0186(12) Uani 1 1 d . . . . .
C4EA C 0.0632(5) 0.7747(4) 0.2232(5) 0.0258(13) Uani 1 1 d . . . . .
H4EA H 0.1301 0.7732 0.2345 0.031 Uiso 1 1 calc R . . . .
C5EA C 0.4060(5) 0.7497(4) 0.8638(4) 0.0193(12) Uani 1 1 d . . . . .
C7EA C 0.0351(5) 0.8516(5) 0.1618(5) 0.0293(14) Uani 1 1 d . . . . .
H7EA H 0.0808 0.9092 0.1239 0.035 Uiso 1 1 calc R . . . .
C8EA C 0.4713(6) 0.6081(5) 0.7819(5) 0.0335(16) Uani 1 1 d . . . . .
H8EA H 0.5154 0.5512 0.7555 0.040 Uiso 1 1 calc R . . . .
C9EA C -0.0716(5) 0.8239(4) 0.1696(4) 0.0238(13) Uani 1 1 d . . . . .
O8BA O 0.8844(5) 0.9501(4) 0.0692(4) 0.0505(9) Uani 1 1 d . . . . .
N2 N 0.6560(4) 0.6709(3) 0.4043(3) 0.0188(10) Uani 1 1 d . . . . .
H2A H 0.7015 0.7351 0.3926 0.023 Uiso 1 1 calc R . . . .
H2B H 0.7046 0.6212 0.3610 0.023 Uiso 1 1 calc R . . . .
O3 O 0.7183(4) 0.8692(3) 0.4221(4) 0.0352(11) Uani 1 1 d . . . . .
N4 N 0.6474(5) 1.0318(4) 0.4197(4) 0.0260(11) Uani 1 1 d . . . . .
C5 C 0.6769(5) 0.9398(5) 0.3852(5) 0.0279(14) Uani 1 1 d . . . . .
H5 H 0.6658 0.9268 0.3287 0.034 Uiso 1 1 calc R . . . .
C6 C 0.6219(6) 0.6281(5) 0.5092(5) 0.0326(15) Uani 1 1 d . . . . .
H6A H 0.6897 0.6102 0.5199 0.049 Uiso 1 1 calc GR . . . .
H6B H 0.5732 0.5666 0.5226 0.049 Uiso 1 1 calc GR . . . .
H6C H 0.5807 0.6797 0.5527 0.049 Uiso 1 1 calc GR . . . .
C7 C 0.5570(6) 0.6933(5) 0.3772(5) 0.0333(15) Uani 1 1 d . . . . .
H7A H 0.5848 0.7277 0.3112 0.050 Uiso 1 1 calc GR . . . .
H7B H 0.5049 0.7378 0.4231 0.050 Uiso 1 1 calc GR . . . .
H7C H 0.5175 0.6288 0.3798 0.050 Uiso 1 1 calc GR . . . .
C1 C 0.5972(7) 1.1096(5) 0.3725(5) 0.0416(18) Uani 1 1 d . . . . .
H1A H 0.6011 1.0864 0.3112 0.062 Uiso 1 1 calc GR . . . .
H1B H 0.6393 1.1751 0.3592 0.062 Uiso 1 1 calc GR . . . .
H1C H 0.5180 1.1186 0.4159 0.062 Uiso 1 1 calc GR . . . .
C8 C 0.6645(7) 1.0610(5) 0.5067(5) 0.0386(17) Uani 1 1 d . . . . .
H8A H 0.5912 1.0606 0.5626 0.058 Uiso 1 1 calc GR . . . .
H8B H 0.6999 1.1298 0.4927 0.058 Uiso 1 1 calc GR . . . .
H8C H 0.7135 1.0117 0.5218 0.058 Uiso 1 1 calc GR . . . .
N9 N 0.7742(13) 0.5547(13) 0.0076(11) 0.0631(19) Uani 0.5 1 d . . . . .
C10 C 0.8196(15) 0.5566(16) 0.0726(14) 0.0631(19) Uani 0.5 1 d . . . . .
H10 H 0.7890 0.6006 0.1233 0.076 Uiso 0.5 1 calc R . . . .
O13 O 0.9002(10) 0.5029(10) 0.0695(9) 0.0631(19) Uani 0.5 1 d . . . . .
C11 C -0.0950(12) 1.1273(11) 0.2175(10) 0.050(3) Uani 0.578(8) 1 d D . . A 2
H11A H -0.0182 1.1213 0.2143 0.075 Uiso 0.578(8) 1 calc GR . . A 2
H11B H -0.1357 1.0610 0.2417 0.075 Uiso 0.578(8) 1 calc GR . . A 2
H11C H -0.1347 1.1790 0.2617 0.075 Uiso 0.578(8) 1 calc GR . . A 2
N12 N -0.0546(14) 1.2119(11) 0.1795(12) 0.054(3) Uani 0.422(8) 1 d D . . A 1
H12A H -0.1282 1.2436 0.2135 0.065 Uiso 0.422(8) 1 calc R . . A 1
H12B H -0.0191 1.2003 0.2263 0.065 Uiso 0.422(8) 1 calc R . . A 1
C14 C 0.0191(17) 1.2851(13) 0.0967(14) 0.054(3) Uani 0.422(8) 1 d D U . A 1
H14A H -0.0094 1.2895 0.0455 0.081 Uiso 0.422(8) 1 calc GR . . A 1
H14B H 0.0965 1.2607 0.0705 0.081 Uiso 0.422(8) 1 calc GR . . A 1
H14C H 0.0184 1.3530 0.1196 0.081 Uiso 0.422(8) 1 calc GR . . A 1
N15 N -0.0895(11) 1.1595(9) 0.1161(9) 0.054(3) Uani 0.578(8) 1 d D . . A 2
H15A H -0.0510 1.1062 0.0723 0.065 Uiso 0.578(8) 1 calc R . . A 2
H15B H -0.1674 1.1638 0.1197 0.065 Uiso 0.578(8) 1 calc R . . A 2
O16 O -0.1377(3) 0.5537(3) 0.3366(3) 0.0177(8) Uani 1 1 d . . . . .
C17 C 0.6815(15) 0.6152(15) 0.0226(14) 0.0631(19) Uani 0.5 1 d . . . . .
H17A H 0.6550 0.6402 0.0874 0.095 Uiso 0.5 1 calc GR . . . .
H17B H 0.6209 0.5746 0.0181 0.095 Uiso 0.5 1 calc GR . . . .
H17C H 0.7032 0.6738 -0.0269 0.095 Uiso 0.5 1 calc GR . . . .
C18 C -0.0307(13) 1.2568(11) 0.0750(11) 0.054(3) Uani 0.578(8) 1 d D . . A 2
H18A H -0.0204 1.2689 0.0069 0.081 Uiso 0.578(8) 1 calc GR . . A 2
H18B H 0.0433 1.2559 0.0782 0.081 Uiso 0.578(8) 1 calc GR . . A 2
H18C H -0.0751 1.3117 0.1119 0.081 Uiso 0.578(8) 1 calc GR . . A 2
C19 C 0.8213(15) 0.4776(15) -0.0640(13) 0.0631(19) Uani 0.5 1 d . . . . .
H19A H 0.8531 0.5123 -0.1300 0.095 Uiso 0.5 1 calc GR . . . .
H19B H 0.7610 0.4289 -0.0577 0.095 Uiso 0.5 1 calc GR . . . .
H19C H 0.8807 0.4406 -0.0516 0.095 Uiso 0.5 1 calc GR . . . .
C1A C -0.0754(17) 1.1087(12) 0.1492(17) 0.050(3) Uani 0.422(8) 1 d D . . A 1
H1AA H -0.0037 1.0834 0.1038 0.075 Uiso 0.422(8) 1 calc GR . . A 1
H1AB H -0.1278 1.1168 0.1173 0.075 Uiso 0.422(8) 1 calc GR . . A 1
H1AC H -0.1082 1.0595 0.2069 0.075 Uiso 0.422(8) 1 calc GR . . A 1
O1 O 0.0710(14) 0.9139(12) 0.6403(12) 0.050(3) Uani 0.3333 1 d . U . . .
O2 O 0.0189(19) 0.9826(17) 0.5333(15) 0.050(3) Uani 0.25 1 d . 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 O5AA 2.004(4) . ?
Zn1 O3BA 1.984(4) . ?
Zn1 O1BA 1.973(4) . ?
Zn1 O7BA 2.136(4) . ?
Zn1 C6DA 2.492(7) . ?
Zn1 O8BA 2.196(5) . ?
Zn2 O1AA 1.958(4) . ?
Zn2 O9AA 1.957(4) . ?
Zn2 O0BA 1.966(4) . ?
Zn2 O16 1.943(3) 2_566 ?
Zn3 O5AA 2.140(3) 2_675 ?
Zn3 O5AA 2.140(3) . ?
Zn3 O4BA 2.063(3) 2_675 ?
Zn3 O4BA 2.063(3) . ?
Zn3 O5BA 2.072(3) . ?
Zn3 O5BA 2.072(3) 2_675 ?
Zn4 O 2.071(3) . ?
Zn4 O 2.071(3) 2_566 ?
Zn4 O4AA 2.106(3) 2_566 ?
Zn4 O4AA 2.106(3) . ?
Zn4 O0AA 2.144(4) . ?
Zn4 O0AA 2.144(4) 2_566 ?
O C8DA 1.243(7) . ?
O3AA C2CA 1.361(6) . ?
O3AA C7CA 1.377(6) . ?
O4AA C7BA 1.244(6) . ?
O5AA C4CA 1.311(6) . ?
O0AA C8BA 1.258(6) . ?
O1AA C8BA 1.264(6) . ?
O6AA C1CA 1.372(6) . ?
O6AA C9EA 1.367(7) . ?
O3BA C0CA 1.265(7) . ?
O4BA C0CA 1.256(6) 2_675 ?
O5BA C7DA 1.249(6) . ?
O7AA C6CA 1.373(6) . ?
O7AA C5EA 1.374(6) . ?
O6BA C0DA 1.373(6) . ?
O6BA C3EA 1.368(6) . ?
O9AA C8DA 1.270(7) 2_566 ?
O0BA C9DA 1.282(7) . ?
O2AA C4CA 1.220(6) . ?
O1BA C7DA 1.275(6) . ?
C7BA C1CA 1.491(7) . ?
C7BA O16 1.263(6) . ?
C8BA C7CA 1.473(8) . ?
O2BA C9DA 1.227(7) . ?
C0CA O4BA 1.256(6) 2_675 ?
C0CA C0DA 1.481(7) . ?
C1CA C4EA 1.334(8) . ?
C2CA C4CA 1.488(7) . ?
C2CA C2DA 1.344(8) . ?
C3CA C5EA 1.353(8) . ?
C3CA C8EA 1.430(8) . ?
C6CA C9DA 1.476(8) . ?
C6CA C8EA 1.351(8) . ?
C7CA C5DA 1.355(8) . ?
O7BA C6DA 1.197(10) . ?
C0DA C3DA 1.349(8) . ?
C2DA C5DA 1.425(8) . ?
C3DA C4DA 1.424(8) . ?
C4DA C3EA 1.355(8) . ?
C6DA C9EA 1.473(9) 1_655 ?
C6DA O8BA 1.236(9) . ?
C7DA C5EA 1.474(7) 2_676 ?
C8DA O9AA 1.270(7) 2_566 ?
C8DA C3EA 1.477(7) 2_665 ?
C3EA C8DA 1.477(7) 2_665 ?
C4EA C7EA 1.425(8) . ?
C5EA C7DA 1.474(7) 2_676 ?
C7EA C9EA 1.359(9) . ?
C9EA C6DA 1.473(9) 1_455 ?
N2 C6 1.486(8) . ?
N2 C7 1.485(7) . ?
O3 C5 1.240(8) . ?
N4 C5 1.317(7) . ?
N4 C1 1.458(8) . ?
N4 C8 1.468(8) . ?
N9 C10 1.31(2) . ?
N9 C17 1.36(2) . ?
N9 C19 1.45(2) . ?
C10 O13 1.22(2) . ?
C11 N15 1.495(14) . ?
N12 C14 1.462(16) . ?
N12 C1A 1.491(15) . ?
N15 C18 1.412(14) . ?
O16 Zn2 1.943(3) 2_566 ?
O2 O2 1.31(4) 2_576 ?

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
O5AA Zn1 O7BA 95.27(18) . . ?
O5AA Zn1 C6DA 123.9(2) . . ?
O5AA Zn1 O8BA 153.67(16) . . ?
O3BA Zn1 O5AA 96.36(15) . . ?
O3BA Zn1 O7BA 106.64(19) . . ?
O3BA Zn1 C6DA 100.4(2) . . ?
O3BA Zn1 O8BA 92.09(19) . . ?
O1BA Zn1 O5AA 105.09(15) . . ?
O1BA Zn1 O3BA 122.15(16) . . ?
O1BA Zn1 O7BA 123.51(19) . . ?
O1BA Zn1 C6DA 109.7(2) . . ?
O1BA Zn1 O8BA 91.17(18) . . ?
O7BA Zn1 C6DA 28.7(2) . . ?
O7BA Zn1 O8BA 58.4(2) . . ?
O8BA Zn1 C6DA 29.7(2) . . ?
O1AA Zn2 O0BA 103.74(17) . . ?
O9AA Zn2 O1AA 106.61(17) . . ?
O9AA Zn2 O0BA 101.86(16) . . ?
O16 Zn2 O1AA 126.06(16) 2_566 . ?
O16 Zn2 O9AA 109.39(16) 2_566 . ?
O16 Zn2 O0BA 106.53(16) 2_566 . ?
O5AA Zn3 O5AA 180.0 . 2_675 ?
O4BA Zn3 O5AA 91.59(13) . 2_675 ?
O4BA Zn3 O5AA 88.41(13) 2_675 2_675 ?
O4BA Zn3 O5AA 91.59(13) 2_675 . ?
O4BA Zn3 O5AA 88.41(13) . . ?
O4BA Zn3 O4BA 180.0 . 2_675 ?
O4BA Zn3 O5BA 93.32(15) 2_675 . ?
O4BA Zn3 O5BA 93.32(15) . 2_675 ?
O4BA Zn3 O5BA 86.68(15) . . ?
O4BA Zn3 O5BA 86.68(15) 2_675 2_675 ?
O5BA Zn3 O5AA 87.94(14) . 2_675 ?
O5BA Zn3 O5AA 92.06(14) . . ?
O5BA Zn3 O5AA 87.94(14) 2_675 . ?
O5BA Zn3 O5AA 92.06(14) 2_675 2_675 ?
O5BA Zn3 O5BA 180.0 . 2_675 ?
O Zn4 O 180.0 . 2_566 ?
O Zn4 O4AA 85.52(14) 2_566 . ?
O Zn4 O4AA 94.48(14) 2_566 2_566 ?
O Zn4 O4AA 85.52(14) . 2_566 ?
O Zn4 O4AA 94.48(14) . . ?
O Zn4 O0AA 94.35(15) . 2_566 ?
O Zn4 O0AA 94.35(15) 2_566 . ?
O Zn4 O0AA 85.65(15) . . ?
O Zn4 O0AA 85.65(15) 2_566 2_566 ?
O4AA Zn4 O4AA 180.0 2_566 . ?
O4AA Zn4 O0AA 81.33(14) . . ?
O4AA Zn4 O0AA 98.67(14) . 2_566 ?
O4AA Zn4 O0AA 81.32(14) 2_566 2_566 ?
O4AA Zn4 O0AA 98.68(14) 2_566 . ?
O0AA Zn4 O0AA 180.0 2_566 . ?
C8DA O Zn4 134.8(3) . . ?
C2CA O3AA C7CA 106.2(4) . . ?
C7BA O4AA Zn4 131.9(3) . . ?
Zn1 O5AA Zn3 102.99(15) . . ?
C4CA O5AA Zn1 112.9(3) . . ?
C4CA O5AA Zn3 121.9(3) . . ?
C8BA O0AA Zn4 131.6(3) . . ?
C8BA O1AA Zn2 112.4(3) . . ?
C9EA O6AA C1CA 106.2(4) . . ?
C0CA O3BA Zn1 115.8(3) . . ?
C0CA O4BA Zn3 127.4(3) 2_675 . ?
C7DA O5BA Zn3 134.8(3) . . ?
C6CA O7AA C5EA 106.2(4) . . ?
C3EA O6BA C0DA 106.2(4) . . ?
C8DA O9AA Zn2 124.8(3) 2_566 . ?
C9DA O0BA Zn2 113.8(3) . . ?
C7DA O1BA Zn1 123.3(3) . . ?
O4AA C7BA C1CA 117.5(5) . . ?
O4AA C7BA O16 127.2(5) . . ?
O16 C7BA C1CA 115.3(4) . . ?
O0AA C8BA O1AA 125.1(5) . . ?
O0AA C8BA C7CA 118.1(5) . . ?
O1AA C8BA C7CA 116.8(5) . . ?
O3BA C0CA C0DA 118.0(4) . . ?
O4BA C0CA O3BA 125.7(5) 2_675 . ?
O4BA C0CA C0DA 116.3(5) 2_675 . ?
O6AA C1CA C7BA 115.0(4) . . ?
C4EA C1CA O6AA 110.8(5) . . ?
C4EA C1CA C7BA 134.2(5) . . ?
O3AA C2CA C4CA 115.8(4) . . ?
C2DA C2CA O3AA 111.1(5) . . ?
C2DA C2CA C4CA 132.9(5) . . ?
C5EA C3CA C8EA 106.8(5) . . ?
O5AA C4CA C2CA 113.7(4) . . ?
O2AA C4CA O5AA 124.6(5) . . ?
O2AA C4CA C2CA 121.6(5) . . ?
O7AA C6CA C9DA 117.5(5) . . ?
C8EA C6CA O7AA 110.8(5) . . ?
C8EA C6CA C9DA 131.6(5) . . ?
O3AA C7CA C8BA 116.6(5) . . ?
C5DA C7CA O3AA 109.8(5) . . ?
C5DA C7CA C8BA 133.5(5) . . ?
C6DA O7BA Zn1 92.4(4) . . ?
O6BA C0DA C0CA 116.6(4) . . ?
C3DA C0DA O6BA 110.7(5) . . ?
C3DA C0DA C0CA 132.7(5) . . ?
C2CA C2DA C5DA 106.3(5) . . ?
C0DA C3DA C4DA 106.1(5) . . ?
C3EA C4DA C3DA 106.9(5) . . ?
C7CA C5DA C2DA 106.6(5) . . ?
O7BA C6DA Zn1 58.9(4) . . ?
O7BA C6DA C9EA 121.6(7) . 1_655 ?
O7BA C6DA O8BA 120.7(6) . . ?
C9EA C6DA Zn1 179.1(6) 1_655 . ?
O8BA C6DA Zn1 61.8(4) . . ?
O8BA C6DA C9EA 117.8(7) . 1_655 ?
O5BA C7DA O1BA 127.6(5) . . ?
O5BA C7DA C5EA 115.6(5) . 2_676 ?
O1BA C7DA C5EA 116.8(5) . 2_676 ?
O C8DA O9AA 127.3(5) . 2_566 ?
O C8DA C3EA 116.5(5) . 2_665 ?
O9AA C8DA C3EA 116.1(5) 2_566 2_665 ?
O0BA C9DA C6CA 116.3(5) . . ?
O2BA C9DA O0BA 125.1(5) . . ?
O2BA C9DA C6CA 118.5(5) . . ?
O6BA C3EA C8DA 116.7(5) . 2_665 ?
C4DA C3EA O6BA 110.1(4) . . ?
C4DA C3EA C8DA 133.1(5) . 2_665 ?
C1CA C4EA C7EA 106.7(5) . . ?
O7AA C5EA C7DA 117.5(4) . 2_676 ?
C3CA C5EA O7AA 110.2(5) . . ?
C3CA C5EA C7DA 132.2(5) . 2_676 ?
C9EA C7EA C4EA 106.3(5) . . ?
C6CA C8EA C3CA 106.1(5) . . ?
O6AA C9EA C6DA 116.3(6) . 1_455 ?
C7EA C9EA O6AA 110.0(5) . . ?
C7EA C9EA C6DA 133.7(6) . 1_455 ?
C6DA O8BA Zn1 88.5(5) . . ?
C7 N2 C6 114.0(5) . . ?
C5 N4 C1 121.4(5) . . ?
C5 N4 C8 121.6(5) . . ?
C1 N4 C8 117.0(5) . . ?
O3 C5 N4 125.1(6) . . ?
C10 N9 C17 116.3(17) . . ?
C10 N9 C19 114.8(16) . . ?
C17 N9 C19 128.3(16) . . ?
O13 C10 N9 122.7(19) . . ?
C14 N12 C1A 113.9(14) . . ?
C18 N15 C11 113.1(12) . . ?
C7BA O16 Zn2 123.0(3) . 2_566 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p101209l2
_database_code_depnum_ccdc_archive 'CCDC 1036655'
_audit_update_record             
;
2014-11-28 deposited with the CCDC.
2015-05-28 downloaded from the CCDC.
;
_audit_creation_date             2014-11-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C12 H4 O10 Zn1.5, C3 H7 N O, 1(C2 H8 N1)'
_chemical_formula_sum            'C17 H19 N2 O11 Zn1.50'
_chemical_formula_weight         525.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         C12ZN1
_chemical_oxdiff_usercomment     2010120138
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   9.3468(12)
_cell_length_b                   15.2267(8)
_cell_length_c                   17.6517(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.599(8)
_cell_angle_gamma                90
_cell_volume                     2500.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4154
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      29.2245
_cell_measurement_theta_min      2.3815
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.503
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0703
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.845
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11341
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.845
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.256
_diffrn_reflns_theta_min         2.566
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean 16.2116
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.845
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0538116000
_diffrn_orient_matrix_UB_12      -0.0301480000
_diffrn_orient_matrix_UB_13      -0.0145539000
_diffrn_orient_matrix_UB_21      0.0463655000
_diffrn_orient_matrix_UB_22      -0.0355718000
_diffrn_orient_matrix_UB_23      0.0114783000
_diffrn_orient_matrix_UB_31      -0.0282249000
_diffrn_orient_matrix_UB_32      -0.0008232000
_diffrn_orient_matrix_UB_33      0.0359475000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4215
_reflns_number_total             5754
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.005
_refine_diff_density_min         -2.540
_refine_diff_density_rms         0.183
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         5754
_refine_ls_number_restraints     288
_refine_ls_R_factor_all          0.1169
_refine_ls_R_factor_gt           0.0875
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1330P)²+12.3200P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2335
_refine_ls_wR_factor_ref         0.2587
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
O12 \\sim C17 \\sim N2 \\sim C18 \\sim C16 \\sim N1 \\sim C14 \\sim O11 \\sim
C13 \\sim C15 \\sim C20' \\sim C19 \\sim N3' \\sim N3 \\sim C20 \\sim C19':
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O12) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C18)
\\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(C14) \\sim Ueq,
Uanis(O11) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C20')
\\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(N3') \\sim Ueq, Uanis(N3) \\sim Ueq,
Uanis(C20) \\sim Ueq, Uanis(C19') \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim
Ueq, Uanis(O2) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(O6)
\\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12) \\sim Ueq,
Uanis(O10) \\sim Ueq, Uanis(O8) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3. Others
 Sof(N3')=Sof(H3'A)=Sof(H3'B)=Sof(C19')=Sof(H19D)=Sof(H19E)=Sof(H19F)=
 Sof(C20')=Sof(H20D)=Sof(H20E)=Sof(H20F)=1-FVAR(1)
 Sof(N3)=Sof(H3A)=Sof(H3B)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=Sof(C20)=
 Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(1)
 Fixed Sof: O11(0.5) N1(0.5) C13(0.5) H13(0.5) C14(0.5) H14A(0.5) H14B(0.5)
 H14C(0.5) C15(0.5) H15A(0.5) H15B(0.5) H15C(0.5) O12(0.5) N2(0.5) C16(0.5)
 H16(0.5) C17(0.5) H17A(0.5) H17B(0.5) H17C(0.5) C18(0.5) H18A(0.5) H18B(0.5)
 H18C(0.5)
4.a Secondary CH2 refined with riding coordinates:
 N3(H3A,H3B), N3'(H3'A,H3'B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C9(H9), C10(H10), C13(H13), C16(H16)
4.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C19'(H19D,H19E,H19F),
 C20'(H20D,H20E,H20F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.07256(7) 0.10963(4) 0.16232(4) 0.0224(2) Uani 1 1 d . . . . .
Zn2 Zn 0.0000 0.0000 0.0000 0.0394(3) Uani 1 2 d S T P . .
O1 O -0.7334(5) 0.0694(3) 0.1411(3) 0.0336(10) Uani 1 1 d . . . . .
O2 O -0.8034(5) -0.0378(4) 0.0580(4) 0.0587(17) Uani 1 1 d . U . . .
O3 O -0.4547(4) 0.0377(3) 0.1247(2) 0.0284(10) Uani 1 1 d . . . . .
O4 O -0.2036(6) 0.1204(4) 0.1731(3) 0.0496(15) Uani 1 1 d . . . . .
O5 O -0.0748(4) 0.0236(3) 0.1166(2) 0.0299(10) Uani 1 1 d . . . . .
O6 O 0.0584(6) 0.2192(3) 0.1016(2) 0.0367(11) Uani 1 1 d . U . . .
O7 O 0.0540(5) 0.1436(3) -0.0084(2) 0.0304(10) Uani 1 1 d . . . . .
O8 O 0.0838(5) 0.2989(3) -0.0854(2) 0.0309(10) Uani 1 1 d . U . . .
O9 O 0.1196(8) 0.4842(4) -0.2057(4) 0.0629(18) Uani 1 1 d . . . . .
O10 O 0.0899(5) 0.3434(4) -0.2332(3) 0.0416(13) Uani 1 1 d . U . . .
C1 C -0.7104(7) 0.0050(5) 0.0998(4) 0.0367(16) Uani 1 1 d . U . . .
C2 C -0.5589(7) -0.0203(5) 0.0964(4) 0.0337(15) Uani 1 1 d . U . . .
C3 C -0.4970(7) -0.0932(5) 0.0673(5) 0.0417(18) Uani 1 1 d . U . . .
H3 H -0.5445 -0.1422 0.0457 0.050 Uiso 1 1 calc R . . . .
C4 C -0.3446(7) -0.0789(5) 0.0771(4) 0.0373(16) Uani 1 1 d . U . . .
H4 H -0.2735 -0.1166 0.0631 0.045 Uiso 1 1 calc R . . . .
C5 C -0.3250(6) 0.0005(5) 0.1109(3) 0.0310(14) Uani 1 1 d . U . . .
C6 C -0.1957(6) 0.0543(5) 0.1356(4) 0.0310(14) Uani 1 1 d . U . . .
C7 C 0.0625(7) 0.2118(4) 0.0293(4) 0.0303(14) Uani 1 1 d . . . . .
C8 C 0.0839(8) 0.2987(5) -0.0080(3) 0.0348(15) Uani 1 1 d . U . . .
C9 C 0.1075(12) 0.3799(5) 0.0202(4) 0.057(3) Uani 1 1 d . . . . .
H9 H 0.1135 0.3963 0.0711 0.068 Uiso 1 1 calc R . . . .
C10 C 0.1215(12) 0.4354(6) -0.0427(5) 0.057(2) Uani 1 1 d . . . . .
H10 H 0.1373 0.4957 -0.0411 0.068 Uiso 1 1 calc R . . . .
C11 C 0.1078(8) 0.3858(5) -0.1043(4) 0.0364(15) Uani 1 1 d . U . . .
C12 C 0.1048(8) 0.4072(5) -0.1869(4) 0.0375(16) Uani 1 1 d . U . . .
O11 O -0.239(2) 0.1405(14) -0.4046(13) 0.111(6) Uani 0.5 1 d . U . . .
N1 N -0.451(2) 0.1913(13) -0.4448(12) 0.083(4) Uani 0.5 1 d . U . . .
C13 C -0.329(3) 0.1898(18) -0.4076(16) 0.086(5) Uani 0.5 1 d . U . . .
H13 H -0.3091 0.2388 -0.3769 0.103 Uiso 0.5 1 calc R . . . .
C14 C -0.543(2) 0.2458(12) -0.4082(13) 0.071(5) Uani 0.5 1 d . U . . .
H14A H -0.5449 0.2269 -0.3564 0.107 Uiso 0.5 1 calc GR . . . .
H14B H -0.6382 0.2426 -0.4339 0.107 Uiso 0.5 1 calc GR . . . .
H14C H -0.5090 0.3052 -0.4090 0.107 Uiso 0.5 1 calc GR . . . .
C15 C -0.500(3) 0.1094(18) -0.4878(16) 0.093(7) Uani 0.5 1 d . U . . .
H15A H -0.5187 0.0640 -0.4524 0.139 Uiso 0.5 1 calc GR . . . .
H15B H -0.4255 0.0902 -0.5180 0.139 Uiso 0.5 1 calc GR . . . .
H15C H -0.5855 0.1217 -0.5204 0.139 Uiso 0.5 1 calc GR . . . .
O12 O -0.431(2) -0.0800(14) -0.6996(11) 0.103(5) Uani 0.5 1 d . U . . .
N2 N -0.4208(19) 0.0834(14) -0.6836(10) 0.071(4) Uani 0.5 1 d . U . . .
C16 C -0.492(3) -0.0049(17) -0.7045(13) 0.079(4) Uani 0.5 1 d . U . . .
H16 H -0.5892 -0.0038 -0.7223 0.095 Uiso 0.5 1 calc R . . . .
C17 C -0.2777(19) 0.0896(17) -0.6453(12) 0.071(5) Uani 0.5 1 d . U . . .
H17A H -0.2234 0.1321 -0.6707 0.106 Uiso 0.5 1 calc GR . . . .
H17B H -0.2313 0.0334 -0.6462 0.106 Uiso 0.5 1 calc GR . . . .
H17C H -0.2830 0.1075 -0.5935 0.106 Uiso 0.5 1 calc GR . . . .
C18 C -0.496(2) 0.1548(14) -0.7054(11) 0.059(4) Uani 0.5 1 d . U . . .
H18A H -0.5180 0.1871 -0.6614 0.089 Uiso 0.5 1 calc GR . . . .
H18B H -0.5834 0.1379 -0.7347 0.089 Uiso 0.5 1 calc GR . . . .
H18C H -0.4400 0.1911 -0.7360 0.089 Uiso 0.5 1 calc GR . . . .
N3 N -0.0525(19) 0.1722(12) -0.2674(10) 0.064(3) Uani 0.479(14) 1 d . U . A 1
H3A H -0.0564 0.2282 -0.2817 0.077 Uiso 0.479(14) 1 calc R . . A 1
H3B H -0.0856 0.1388 -0.3067 0.077 Uiso 0.479(14) 1 calc R . . A 1
C19 C -0.140(3) 0.1569(19) -0.1982(16) 0.066(5) Uani 0.479(14) 1 d . U . A 1
H19A H -0.2412 0.1557 -0.2153 0.100 Uiso 0.479(14) 1 calc GR . . A 1
H19B H -0.1216 0.2036 -0.1621 0.100 Uiso 0.479(14) 1 calc GR . . A 1
H19C H -0.1130 0.1019 -0.1745 0.100 Uiso 0.479(14) 1 calc GR . . A 1
C20 C 0.104(4) 0.146(3) -0.238(2) 0.064(6) Uani 0.479(14) 1 d . U . A 1
H20A H 0.1602 0.1395 -0.2802 0.097 Uiso 0.479(14) 1 calc GR . . A 1
H20B H 0.1022 0.0907 -0.2112 0.097 Uiso 0.479(14) 1 calc GR . . A 1
H20C H 0.1451 0.1901 -0.2040 0.097 Uiso 0.479(14) 1 calc GR . . A 1
N3' N -0.0123(18) 0.1477(11) -0.1856(9) 0.062(3) Uani 0.521(14) 1 d . U . A 2
H3'A H -0.0245 0.0962 -0.1633 0.074 Uiso 0.521(14) 1 calc R . . A 2
H3'B H 0.0296 0.1845 -0.1511 0.074 Uiso 0.521(14) 1 calc R . . A 2
C19' C -0.155(3) 0.1839(16) -0.2182(15) 0.066(5) Uani 0.521(14) 1 d . U . A 2
H19D H -0.1399 0.2385 -0.2434 0.099 Uiso 0.521(14) 1 calc GR . . A 2
H19E H -0.2149 0.1935 -0.1779 0.099 Uiso 0.521(14) 1 calc GR . . A 2
H19F H -0.2003 0.1428 -0.2541 0.099 Uiso 0.521(14) 1 calc GR . . A 2
C20' C 0.085(4) 0.136(3) -0.2546(17) 0.061(5) Uani 0.521(14) 1 d . U . A 2
H20D H 0.0395 0.0956 -0.2911 0.092 Uiso 0.521(14) 1 calc GR . . A 2
H20E H 0.1777 0.1135 -0.2355 0.092 Uiso 0.521(14) 1 calc GR . . A 2
H20F H 0.0967 0.1918 -0.2786 0.092 Uiso 0.521(14) 1 calc GR . . A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.985(5) 1_655 ?
Zn1 O5 2.012(4) . ?
Zn1 O6 1.981(5) . ?
Zn1 O10 1.971(5) 4_566 ?
Zn2 O2 2.095(6) 1_655 ?
Zn2 O2 2.095(6) 3_455 ?
Zn2 O5 2.266(4) 3 ?
Zn2 O5 2.266(4) . ?
Zn2 O7 2.252(5) 3 ?
Zn2 O7 2.252(5) . ?
O1 Zn1 1.985(5) 1_455 ?
O1 C1 1.253(8) . ?
O2 Zn2 2.095(6) 1_455 ?
O2 C1 1.265(9) . ?
O3 C2 1.372(8) . ?
O3 C5 1.381(7) . ?
O4 C6 1.212(9) . ?
O5 C6 1.296(8) . ?
O6 C7 1.284(7) . ?
O7 C7 1.232(8) . ?
O8 C8 1.367(7) . ?
O8 C11 1.388(9) . ?
O9 C12 1.231(9) . ?
O10 Zn1 1.970(5) 4_565 ?
O10 C12 1.267(10) . ?
C1 C2 1.474(9) . ?
C2 C3 1.375(10) . ?
C3 C4 1.435(9) . ?
C4 C5 1.352(10) . ?
C5 C6 1.489(9) . ?
C7 C8 1.501(10) . ?
C8 C9 1.342(11) . ?
C9 C10 1.411(11) . ?
C10 C11 1.320(11) . ?
C11 C12 1.492(9) . ?
O11 C13 1.12(3) . ?
N1 C13 1.26(3) . ?
N1 C14 1.40(3) . ?
N1 C15 1.51(3) . ?
O12 C16 1.28(3) . ?
N2 C16 1.53(3) . ?
N2 C17 1.44(2) . ?
N2 C18 1.33(3) . ?
N3 C19 1.56(3) . ?
N3 C20 1.56(4) . ?
N3' C19' 1.50(3) . ?
N3' C20' 1.60(4) . ?

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 O5 109.02(19) 1_655 . ?
O6 Zn1 O1 99.9(2) . 1_655 ?
O6 Zn1 O5 108.9(2) . . ?
O10 Zn1 O1 107.2(2) 4_566 1_655 ?
O10 Zn1 O5 127.0(2) 4_566 . ?
O10 Zn1 O6 101.3(2) 4_566 . ?
O2 Zn2 O2 180.0(6) 3_455 1_655 ?
O2 Zn2 O5 93.8(2) 1_655 3 ?
O2 Zn2 O5 93.8(2) 3_455 . ?
O2 Zn2 O5 86.2(2) 1_655 . ?
O2 Zn2 O5 86.2(2) 3_455 3 ?
O2 Zn2 O7 96.2(2) 3_455 3 ?
O2 Zn2 O7 96.2(2) 1_655 . ?
O2 Zn2 O7 83.8(2) 1_655 3 ?
O2 Zn2 O7 83.8(2) 3_455 . ?
O5 Zn2 O5 180.0 3 . ?
O7 Zn2 O5 90.21(16) . 3 ?
O7 Zn2 O5 89.79(16) 3 3 ?
O7 Zn2 O5 89.79(16) . . ?
O7 Zn2 O5 90.21(16) 3 . ?
O7 Zn2 O7 180.0 3 . ?
C1 O1 Zn1 124.3(4) . 1_455 ?
C1 O2 Zn2 131.6(5) . 1_455 ?
C2 O3 C5 106.1(5) . . ?
Zn1 O5 Zn2 102.00(17) . . ?
C6 O5 Zn1 104.0(4) . . ?
C6 O5 Zn2 130.2(4) . . ?
C7 O6 Zn1 117.2(4) . . ?
C7 O7 Zn2 141.8(4) . . ?
C8 O8 C11 104.9(5) . . ?
C12 O10 Zn1 108.6(5) . 4_565 ?
O1 C1 O2 126.6(6) . . ?
O1 C1 C2 116.6(6) . . ?
O2 C1 C2 116.7(6) . . ?
O3 C2 C1 117.9(6) . . ?
O3 C2 C3 110.2(6) . . ?
C3 C2 C1 131.9(6) . . ?
C2 C3 C4 106.3(6) . . ?
C5 C4 C3 106.3(6) . . ?
O3 C5 C6 115.1(6) . . ?
C4 C5 O3 111.1(5) . . ?
C4 C5 C6 133.8(6) . . ?
O4 C6 O5 122.8(6) . . ?
O4 C6 C5 121.7(6) . . ?
O5 C6 C5 115.4(6) . . ?
O6 C7 C8 112.1(6) . . ?
O7 C7 O6 127.1(6) . . ?
O7 C7 C8 120.7(5) . . ?
O8 C8 C7 117.0(6) . . ?
C9 C8 O8 110.6(6) . . ?
C9 C8 C7 132.3(6) . . ?
C8 C9 C10 106.5(7) . . ?
C11 C10 C9 107.2(7) . . ?
O8 C11 C12 117.0(6) . . ?
C10 C11 O8 110.7(6) . . ?
C10 C11 C12 132.2(7) . . ?
O9 C12 O10 124.4(7) . . ?
O9 C12 C11 118.7(7) . . ?
O10 C12 C11 117.0(6) . . ?
C13 N1 C14 110(2) . . ?
C13 N1 C15 117(2) . . ?
C14 N1 C15 124(2) . . ?
O11 C13 N1 132(3) . . ?
C17 N2 C16 122(2) . . ?
C18 N2 C16 116.3(18) . . ?
C18 N2 C17 121(2) . . ?
O12 C16 N2 126(2) . . ?
C19 N3 C20 104(2) . . ?
C19' N3' C20' 107.4(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C1 O2 9.0(12) 1_455 . . . ?
Zn1 O1 C1 C2 -174.4(5) 1_455 . . . ?
Zn1 O5 C6 O4 -0.4(8) . . . . ?
Zn1 O5 C6 C5 -177.9(4) . . . . ?
Zn1 O6 C7 O7 11.0(9) . . . . ?
Zn1 O6 C7 C8 -167.3(4) . . . . ?
Zn1 O10 C12 O9 -6.4(9) 4_565 . . . ?
Zn1 O10 C12 C11 175.1(5) 4_565 . . . ?
Zn2 O2 C1 O1 30.6(13) 1_455 . . . ?
Zn2 O2 C1 C2 -145.9(6) 1_455 . . . ?
Zn2 O5 C6 O4 -119.8(6) . . . . ?
Zn2 O5 C6 C5 62.6(8) . . . . ?
Zn2 O7 C7 O6 11.4(12) . . . . ?
Zn2 O7 C7 C8 -170.4(5) . . . . ?
O1 C1 C2 O3 -13.4(10) . . . . ?
O1 C1 C2 C3 168.5(8) . . . . ?
O2 C1 C2 O3 163.5(7) . . . . ?
O2 C1 C2 C3 -14.6(13) . . . . ?
O3 C2 C3 C4 -1.0(9) . . . . ?
O3 C5 C6 O4 8.5(9) . . . . ?
O3 C5 C6 O5 -174.0(5) . . . . ?
O6 C7 C8 O8 -177.3(6) . . . . ?
O6 C7 C8 C9 4.5(13) . . . . ?
O7 C7 C8 O8 4.2(10) . . . . ?
O7 C7 C8 C9 -173.9(9) . . . . ?
O8 C8 C9 C10 0.8(11) . . . . ?
O8 C11 C12 O9 177.0(7) . . . . ?
O8 C11 C12 O10 -4.4(9) . . . . ?
C1 C2 C3 C4 177.2(8) . . . . ?
C2 O3 C5 C4 -1.7(7) . . . . ?
C2 O3 C5 C6 178.5(5) . . . . ?
C2 C3 C4 C5 0.0(9) . . . . ?
C3 C4 C5 O3 1.1(8) . . . . ?
C3 C4 C5 C6 -179.1(7) . . . . ?
C4 C5 C6 O4 -171.3(8) . . . . ?
C4 C5 C6 O5 6.2(11) . . . . ?
C5 O3 C2 C1 -176.8(6) . . . . ?
C5 O3 C2 C3 1.7(8) . . . . ?
C7 C8 C9 C10 179.0(8) . . . . ?
C8 O8 C11 C10 -0.1(9) . . . . ?
C8 O8 C11 C12 -176.6(6) . . . . ?
C8 C9 C10 C11 -0.8(12) . . . . ?
C9 C10 C11 O8 0.5(11) . . . . ?
C9 C10 C11 C12 176.3(8) . . . . ?
C10 C11 C12 O9 1.4(14) . . . . ?
C10 C11 C12 O10 -180.0(9) . . . . ?
C11 O8 C8 C7 -179.0(6) . . . . ?
C11 O8 C8 C9 -0.5(9) . . . . ?
C14 N1 C13 O11 156(3) . . . . ?
C15 N1 C13 O11 8(5) . . . . ?
C17 N2 C16 O12 -9(3) . . . . ?
C18 N2 C16 O12 168(2) . . . . ?

