# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1051036'
_audit_update_record             
;
2015-11-09 deposited with the CCDC.
2015-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C49 H64 N8 O8 Zn2, 2(C3 H7 O N), 7(H2 O)'
_chemical_formula_sum            'C55 H92 N10 O17 Zn2'
_chemical_formula_weight         1296.12

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

_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_H-M_alt        'P 4/n'
_space_group_name_Hall           '-P 4a'

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

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

_cell_length_a                   17.1627(10)
_cell_length_b                   17.1627(10)
_cell_length_c                   12.407(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3654.6(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1797
_cell_measurement_theta_min      3.2230
_cell_measurement_theta_max      26.2400

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.720
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.925
_exptl_absorpt_correction_T_max  0.933
_exptl_absorpt_process_details   
;
[Clark & Reid (1995) in CrysAlis Pro (Oxford Diffraction, 2009)]
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.3438
_diffrn_reflns_number            12383
_diffrn_reflns_av_unetI/netI     0.1140
_diffrn_reflns_av_R_equivalents  0.0887
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.121
_diffrn_reflns_theta_max         26.490
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3792
_reflns_number_gt                1733
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;
CrysAlis PRO (Oxford Diffraction, 2009)
;
_computing_cell_refinement       
;
CrysAlis PRO (Oxford Diffraction, 2009)
;
_computing_data_reduction        
;
CrysAlis PRO (Oxford Diffraction, 2009)
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Diamond (Crystal Impact, 2010)'
_computing_publication_material  SHELXL-2013

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0876P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3792
_refine_ls_number_parameters     153
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1310
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.2013
_refine_ls_wR_factor_gt          0.1647
_refine_ls_goodness_of_fit_ref   0.947
_refine_ls_restrained_S_all      0.947
_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_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 0.0000 0.5000 0.5000 0.0462(3) Uani 1 2 d S . P . .
O1 O -0.05053(18) 0.42321(18) 0.3770(3) 0.0611(9) Uani 1 1 d . . . . .
C13 C -0.2500 0.2500 0.0000 0.0360(18) Uani 1 4 d S T P . .
N2 N -0.1141(2) 0.5300(2) 0.5410(3) 0.0590(11) Uani 1 1 d . . . . .
H2 H -0.1106 0.5629 0.6074 0.071 Uiso 1 1 calc R U . . .
C10 C -0.1871(2) 0.2858(2) 0.0755(3) 0.0358(9) Uani 1 1 d . . . . .
O2 O 0.0475(2) 0.3811(3) 0.2797(3) 0.0955(14) Uani 1 1 d . . . . .
C7 C -0.0799(2) 0.3521(2) 0.2200(3) 0.0431(10) Uani 1 1 d . . . . .
C8 C -0.1578(2) 0.3671(2) 0.2296(3) 0.0481(11) Uani 1 1 d . . . . .
H8 H -0.1758 0.4004 0.2856 0.058 Uiso 1 1 calc R U . . .
C9 C -0.2105(2) 0.3345(2) 0.1590(3) 0.0469(11) Uani 1 1 d . . . . .
H9 H -0.2644 0.3455 0.1675 0.056 Uiso 1 1 calc R U . . .
N1 N -0.0071(2) 0.5928(2) 0.3871(3) 0.0643(11) Uani 1 1 d . . . . .
H1 H -0.0188 0.5695 0.3149 0.077 Uiso 1 1 calc R U . . .
C6 C -0.0205(3) 0.3894(3) 0.3009(4) 0.0550(12) Uani 1 1 d . . . . .
C11 C -0.1086(3) 0.2699(2) 0.0663(3) 0.0512(12) Uani 1 1 d . . . . .
H11 H -0.0907 0.2359 0.0112 0.061 Uiso 1 1 calc R U . . .
C12 C -0.0552(2) 0.3036(3) 0.1378(4) 0.0552(12) Uani 1 1 d . . . . .
H12 H -0.0012 0.2931 0.1297 0.066 Uiso 1 1 calc R U . . .
C4 C -0.1414(3) 0.5811(3) 0.4545(5) 0.0737(16) Uani 1 1 d . . . . .
H4B H -0.1874 0.6109 0.4792 0.088 Uiso 1 1 calc R U . . .
H4A H -0.1570 0.5494 0.3914 0.088 Uiso 1 1 calc R U . . .
C3 C -0.1660(3) 0.4634(3) 0.5680(4) 0.0682(14) Uani 1 1 d . . . . .
H3A H -0.1750 0.4321 0.5021 0.082 Uiso 1 1 calc R U . . .
H3B H -0.2169 0.4838 0.5924 0.082 Uiso 1 1 calc R U . . .
C2 C -0.1330(3) 0.4118(4) 0.6538(5) 0.0796(16) Uani 1 1 d . . . . .
H2A H -0.1751 0.3768 0.6792 0.096 Uiso 1 1 calc R U . . .
H2B H -0.1178 0.4450 0.7155 0.096 Uiso 1 1 calc R U . . .
C5 C -0.0776(3) 0.6366(3) 0.4225(5) 0.0775(16) Uani 1 1 d . . . . .
H5A H -0.0961 0.6704 0.3630 0.093 Uiso 1 1 calc R U . . .
H5B H -0.0642 0.6704 0.4845 0.093 Uiso 1 1 calc R U . . .
C1 C 0.0633(3) 0.6384(3) 0.3765(5) 0.0819(17) Uani 1 1 d . . . . .
H1B H 0.0741 0.6651 0.4456 0.098 Uiso 1 1 calc R U . . .
H1A H 0.0555 0.6788 0.3206 0.098 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 2.087(3) . ?
Zn1 N2 2.087(3) 5_566 ?
Zn1 N1 2.125(4) . ?
Zn1 N1 2.125(4) 5_566 ?
Zn1 O1 2.195(3) . ?
Zn1 O1 2.195(3) 5_566 ?
O1 C6 1.222(5) . ?
C13 C10 1.557(4) . ?
C13 C10 1.557(4) 7 ?
C13 C10 1.557(4) 2_455 ?
C13 C10 1.557(4) 8_565 ?
N2 C4 1.464(6) . ?
N2 C3 1.487(6) . ?
N2 H2 1.0000 . ?
C10 C11 1.379(5) . ?
C10 C9 1.389(5) . ?
O2 C6 1.206(5) . ?
C7 C8 1.366(5) . ?
C7 C12 1.383(5) . ?
C7 C6 1.568(6) . ?
C8 C9 1.379(5) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
N1 C1 1.445(6) . ?
N1 C5 1.491(6) . ?
N1 H1 1.0000 . ?
C11 C12 1.400(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C4 C5 1.503(7) . ?
C4 H4B 0.9900 . ?
C4 H4A 0.9900 . ?
C3 C2 1.496(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C2 C1 1.522(7) 5_566 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C1 C2 1.522(7) 5_566 ?
C1 H1B 0.9900 . ?
C1 H1A 0.9900 . ?

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 180.0 . 5_566 ?
N2 Zn1 N1 85.53(16) . . ?
N2 Zn1 N1 94.47(16) 5_566 . ?
N2 Zn1 N1 94.47(16) . 5_566 ?
N2 Zn1 N1 85.53(16) 5_566 5_566 ?
N1 Zn1 N1 180.0(3) . 5_566 ?
N2 Zn1 O1 86.97(13) . . ?
N2 Zn1 O1 93.03(13) 5_566 . ?
N1 Zn1 O1 88.20(14) . . ?
N1 Zn1 O1 91.80(14) 5_566 . ?
N2 Zn1 O1 93.03(13) . 5_566 ?
N2 Zn1 O1 86.97(13) 5_566 5_566 ?
N1 Zn1 O1 91.80(14) . 5_566 ?
N1 Zn1 O1 88.20(14) 5_566 5_566 ?
O1 Zn1 O1 180.0 . 5_566 ?
C6 O1 Zn1 131.0(3) . . ?
C10 C13 C10 111.26(14) . 7 ?
C10 C13 C10 106.0(3) . 2_455 ?
C10 C13 C10 111.26(14) 7 2_455 ?
C10 C13 C10 111.25(14) . 8_565 ?
C10 C13 C10 106.0(3) 7 8_565 ?
C10 C13 C10 111.26(14) 2_455 8_565 ?
C4 N2 C3 115.7(4) . . ?
C4 N2 Zn1 105.6(3) . . ?
C3 N2 Zn1 115.3(3) . . ?
C4 N2 H2 106.5 . . ?
C3 N2 H2 106.5 . . ?
Zn1 N2 H2 106.5 . . ?
C11 C10 C9 117.6(4) . . ?
C11 C10 C13 123.3(3) . . ?
C9 C10 C13 119.0(3) . . ?
C8 C7 C12 118.6(4) . . ?
C8 C7 C6 120.2(4) . . ?
C12 C7 C6 121.2(4) . . ?
C7 C8 C9 120.6(4) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C8 C9 C10 121.9(4) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C1 N1 C5 115.6(4) . . ?
C1 N1 Zn1 114.7(3) . . ?
C5 N1 Zn1 103.3(3) . . ?
C1 N1 H1 107.6 . . ?
C5 N1 H1 107.6 . . ?
Zn1 N1 H1 107.6 . . ?
O2 C6 O1 129.3(5) . . ?
O2 C6 C7 116.2(4) . . ?
O1 C6 C7 114.5(4) . . ?
C10 C11 C12 120.3(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C7 C12 C11 121.0(4) . . ?
C7 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
N2 C4 C5 109.9(4) . . ?
N2 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
N2 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
H4B C4 H4A 108.2 . . ?
N2 C3 C2 112.9(4) . . ?
N2 C3 H3A 109.0 . . ?
C2 C3 H3A 109.0 . . ?
N2 C3 H3B 109.0 . . ?
C2 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C3 C2 C1 117.1(5) . 5_566 ?
C3 C2 H2A 108.0 . . ?
C1 C2 H2A 108.0 5_566 . ?
C3 C2 H2B 108.0 . . ?
C1 C2 H2B 108.0 5_566 . ?
H2A C2 H2B 107.3 . . ?
N1 C5 C4 110.4(4) . . ?
N1 C5 H5A 109.6 . . ?
C4 C5 H5A 109.6 . . ?
N1 C5 H5B 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
N1 C1 C2 111.9(4) . 5_566 ?
N1 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 5_566 . ?
N1 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 5_566 . ?
H1B C1 H1A 107.9 . . ?

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
C10 C13 C10 C11 7.3(4) 7 . . . ?
C10 C13 C10 C11 128.4(4) 2_455 . . . ?
C10 C13 C10 C11 -110.6(5) 8_565 . . . ?
C10 C13 C10 C9 -170.6(3) 7 . . . ?
C10 C13 C10 C9 -49.5(3) 2_455 . . . ?
C10 C13 C10 C9 71.5(2) 8_565 . . . ?
C12 C7 C8 C9 0.1(7) . . . . ?
C6 C7 C8 C9 -179.8(4) . . . . ?
C7 C8 C9 C10 -0.3(7) . . . . ?
C11 C10 C9 C8 1.0(6) . . . . ?
C13 C10 C9 C8 179.0(3) . . . . ?
Zn1 O1 C6 O2 10.2(8) . . . . ?
Zn1 O1 C6 C7 -169.5(3) . . . . ?
C8 C7 C6 O2 -171.4(5) . . . . ?
C12 C7 C6 O2 8.7(7) . . . . ?
C8 C7 C6 O1 8.3(6) . . . . ?
C12 C7 C6 O1 -171.6(4) . . . . ?
C9 C10 C11 C12 -1.5(6) . . . . ?
C13 C10 C11 C12 -179.4(3) . . . . ?
C8 C7 C12 C11 -0.6(7) . . . . ?
C6 C7 C12 C11 179.4(4) . . . . ?
C10 C11 C12 C7 1.3(7) . . . . ?
C3 N2 C4 C5 -169.9(4) . . . . ?
Zn1 N2 C4 C5 -41.1(5) . . . . ?
C4 N2 C3 C2 177.7(4) . . . . ?
Zn1 N2 C3 C2 53.8(5) . . . . ?
N2 C3 C2 C1 -70.9(6) . . . 5_566 ?
C1 N1 C5 C4 -167.2(5) . . . . ?
Zn1 N1 C5 C4 -41.1(5) . . . . ?
N2 C4 C5 N1 58.2(6) . . . . ?
C5 N1 C1 C2 176.8(4) . . . 5_566 ?
Zn1 N1 C1 C2 56.8(5) . . . 5_566 ?

_refine_diff_density_max         0.413
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.066



# start Validation Reply Form
_vrf_CHEMW03_shelx               
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: Sum formula contains molecules of solvents in voids 
treated with PLATON/SQUEEZE procedure.
;
# end Validation Reply Form
