# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1-Zn
_database_code_depnum_ccdc_archive 'CCDC 1875752'
_audit_update_record             
;
2018-10-28 deposited with the CCDC.
2018-12-26 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         ?
_chemical_formula_sum            'C37 H34 N10 O14 Zn2'
_chemical_formula_weight         973.48

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      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'

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

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

_cell_length_a                   35.7794(16)
_cell_length_b                   12.6929(5)
_cell_length_c                   12.7024(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5768.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3412
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      20.56

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_F_000             1992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.889
_shelx_estimated_absorpt_T_min   0.718
_shelx_estimated_absorpt_T_max   0.871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6422
_exptl_absorpt_correction_T_max  0.754
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21837
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.277
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6722
_reflns_number_gt                5742
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1131P)²+3.8364P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2226 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.022(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6722
_refine_ls_number_parameters     292
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0674
_refine_ls_wR_factor_ref         0.1886
_refine_ls_wR_factor_gt          0.1801
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.69977(2) 0.44762(5) 0.00184(9) 0.0195(2) Uani 1 1 d . . . . .
O1 O 0.77520(15) 0.0835(4) 0.0273(3) 0.0271(11) Uani 1 1 d . . . . .
O2 O 0.81522(14) 0.0940(4) 0.1614(4) 0.0259(10) Uani 1 1 d . . . . .
O3 O 0.77643(14) 0.1010(4) 0.3703(4) 0.0235(10) Uani 1 1 d . . . . .
O4 O 0.81554(16) 0.2361(4) 0.3841(4) 0.0338(12) Uani 1 1 d . . . . .
N1 N 0.64533(16) 0.4693(5) -0.0216(4) 0.0244(13) Uani 1 1 d . . . . .
N2 N 0.51929(18) 0.5275(8) -0.1893(5) 0.046(2) Uani 1 1 d . . . . .
N3 N 0.5000 0.5004(10) -0.0258(6) 0.034(2) Uani 1 2 d S T P . .
N4 N 0.5000 0.5047(11) 0.0840(9) 0.063(4) Uani 1 2 d DS T P . .
H4A H 0.5188 0.5463 0.0791 0.076 Uiso 1 1 d D U . . .
N5 N 0.72274(18) 0.3561(5) 0.1154(5) 0.0235(12) Uani 1 1 d . . . . .
C1 C 0.6190(9) 0.4298(17) 0.044(3) 0.040(5) Uani 0.66(3) 1 d . U P A 1
H1 H 0.6269 0.3911 0.1045 0.048 Uiso 0.66(3) 1 calc R U P A 1
C2 C 0.5795(5) 0.4443(18) 0.027(2) 0.043(5) Uani 0.66(3) 1 d . U P A 1
H2 H 0.5613 0.4166 0.0738 0.051 Uiso 0.66(3) 1 calc R U P A 1
C1' C 0.6203(19) 0.462(4) 0.051(6) 0.040(5) Uani 0.34(3) 1 d . . P A 2
H1' H 0.6290 0.4518 0.1211 0.048 Uiso 0.34(3) 1 calc R U P A 2
C2' C 0.5850(9) 0.467(4) 0.039(6) 0.043(5) Uani 0.34(3) 1 d . . P A 2
H2' H 0.5688 0.4484 0.0950 0.051 Uiso 0.34(3) 1 calc DR U P A 2
C3 C 0.5696(2) 0.5003(7) -0.0615(6) 0.0299(16) Uani 1 1 d . . . . .
C4 C 0.5971(5) 0.5456(18) -0.1279(15) 0.039(4) Uani 0.66(3) 1 d . . P A 1
H4 H 0.5900 0.5867 -0.1871 0.046 Uiso 0.66(3) 1 calc R U P A 1
C5 C 0.6344(5) 0.5289(19) -0.1048(16) 0.042(5) Uani 0.66(3) 1 d . . P A 1
H5 H 0.6530 0.5601 -0.1484 0.050 Uiso 0.66(3) 1 calc R U P A 1
C4' C 0.5942(11) 0.498(3) -0.141(3) 0.039(4) Uani 0.34(3) 1 d . . P A 2
H4' H 0.5859 0.5079 -0.2114 0.046 Uiso 0.34(3) 1 calc R U P A 2
C5' C 0.6318(11) 0.480(4) -0.120(4) 0.042(5) Uani 0.34(3) 1 d . . P A 2
H5' H 0.6487 0.4761 -0.1776 0.050 Uiso 0.34(3) 1 calc R U P A 2
C6 C 0.5304(2) 0.5115(7) -0.0912(6) 0.0306(16) Uani 1 1 d . . . . .
C7 C 0.7430(2) 0.2715(5) 0.0872(5) 0.0224(14) Uani 1 1 d . . . . .
H7 H 0.7416 0.2489 0.0160 0.027 Uiso 1 1 calc R U . . .
C8 C 0.7655(2) 0.2155(5) 0.1543(5) 0.0220(13) Uani 1 1 d . . . . .
C9 C 0.7678(2) 0.2465(5) 0.2593(5) 0.0207(13) Uani 1 1 d . . . . .
C10 C 0.7462(2) 0.3337(6) 0.2912(5) 0.0271(15) Uani 1 1 d . . . . .
H10 H 0.7466 0.3564 0.3625 0.033 Uiso 1 1 calc R U . . .
C11 C 0.7244(2) 0.3862(6) 0.2177(5) 0.0278(16) Uani 1 1 d . . . . .
H11 H 0.7100 0.4452 0.2398 0.033 Uiso 1 1 calc R U . . .
C12 C 0.7880(2) 0.1247(5) 0.1130(5) 0.0225(14) Uani 1 1 d . . . . .
C13 C 0.7897(2) 0.1898(6) 0.3428(5) 0.0232(14) Uani 1 1 d . . . . .
O5 O 0.6432(4) 0.2742(11) 0.2420(11) 0.050(2) Uiso 0.5 1 d D . P B 1
N6 N 0.6666(5) 0.1132(14) 0.2092(13) 0.062(5) Uiso 0.5 1 d D . P B 1
C14 C 0.6594(7) 0.1921(15) 0.2759(15) 0.063(6) Uiso 0.5 1 d D . P B 1
C15 C 0.6680(6) 0.1751(17) 0.3898(14) 0.054(5) Uiso 0.5 1 d D . P B 1
H15A H 0.6805 0.1070 0.3987 0.081 Uiso 0.5 1 calc R U P B 1
H15B H 0.6844 0.2315 0.4149 0.081 Uiso 0.5 1 calc R U P B 1
H15C H 0.6447 0.1756 0.4304 0.081 Uiso 0.5 1 calc R U P B 1
C16 C 0.6547(6) 0.1338(17) 0.1019(14) 0.054(5) Uiso 0.5 1 d D . P B 1
H16A H 0.6607 0.0731 0.0575 0.081 Uiso 0.5 1 calc R U P B 1
H16B H 0.6276 0.1459 0.1007 0.081 Uiso 0.5 1 calc R U P B 1
H16C H 0.6676 0.1964 0.0752 0.081 Uiso 0.5 1 calc R U P B 1
C17 C 0.6863(8) 0.020(2) 0.248(3) 0.092(9) Uiso 0.5 1 d D . P B 1
H17A H 0.6895 -0.0306 0.1907 0.138 Uiso 0.5 1 calc R U P B 1
H17B H 0.7109 0.0409 0.2752 0.138 Uiso 0.5 1 calc R U P B 1
H17C H 0.6718 -0.0126 0.3049 0.138 Uiso 0.5 1 calc R U P B 1
O6 O 0.6681(4) 0.1240(11) 0.2986(11) 0.050(2) Uiso 0.5 1 d D . P C 2
C18 C 0.6533(8) 0.188(2) 0.221(2) 0.075(7) Uiso 0.5 1 d D . P C 2
O7 O 0.9620(6) 0.1979(18) 0.1202(18) 0.105(7) Uiso 0.5 1 d D . P D -1
N7 N 0.9207(9) 0.258(4) 0.234(3) 0.166(15) Uiso 0.5 1 d D . P D -1
C19 C 0.9553(8) 0.226(4) 0.214(2) 0.150 Uiso 0.5 1 d D U P D -1
C20 C 0.9849(7) 0.254(3) 0.291(2) 0.093(9) Uiso 0.5 1 d D . P D -1
H20A H 0.9734 0.2733 0.3577 0.140 Uiso 0.5 1 calc R U P D -1
H20B H 1.0014 0.1929 0.3011 0.140 Uiso 0.5 1 calc R U P D -1
H20C H 0.9996 0.3132 0.2637 0.140 Uiso 0.5 1 calc R U P D -1
C21 C 0.9139(15) 0.305(5) 0.338(3) 0.19(2) Uiso 0.5 1 d D . P D -1
H21A H 0.8875 0.3252 0.3444 0.283 Uiso 0.5 1 calc R U P D -1
H21B H 0.9201 0.2543 0.3936 0.283 Uiso 0.5 1 calc R U P D -1
H21C H 0.9296 0.3681 0.3465 0.283 Uiso 0.5 1 calc R U P D -1
C22 C 0.8974(10) 0.249(3) 0.141(3) 0.120(12) Uiso 0.5 1 d D . P D -1
H22A H 0.8719 0.2721 0.1575 0.179 Uiso 0.5 1 calc R U P D -1
H22B H 0.9077 0.2926 0.0847 0.179 Uiso 0.5 1 calc R U P D -1
H22C H 0.8968 0.1749 0.1179 0.179 Uiso 0.5 1 calc R U P D -1
O8 O 0.9070(12) 0.410(3) 0.112(4) 0.194(15) Uiso 0.5 1 d D . P E 2
C23 C 0.9044(19) 0.345(5) 0.203(5) 0.20(3) Uiso 0.5 1 d D . P E 2
O9 O 0.4880(10) 0.266(3) 0.088(3) 0.172(12) Uiso 0.5 1 d D . P F -1
C24 C 0.4614(15) 0.217(4) 0.162(4) 0.172(12) Uiso 0.5 1 d D . P F -1
O10 O 0.505(8) 0.157(6) 0.385(6) 0.24(5) Uiso 0.25 1 d . . P G 2
O11 O 0.488(4) 0.034(7) 0.152(9) 0.27(6) Uiso 0.25 1 d . . P H 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 1.970(5) 8_655 ?
Zn1 O3 1.974(5) 6_654 ?
Zn1 N1 1.989(6) . ?
Zn1 N5 2.026(6) . ?
O1 C12 1.292(8) . ?
O1 Zn1 1.970(5) 8_645 ?
O2 C12 1.215(9) . ?
O3 C13 1.271(9) . ?
O3 Zn1 1.974(5) 6_655 ?
O4 C13 1.215(9) . ?
N1 C1' 1.29(7) . ?
N1 C5' 1.35(4) . ?
N1 C5 1.357(19) . ?
N1 C1 1.36(3) . ?
N2 C6 1.325(10) . ?
N2 N2 1.380(13) 4_655 ?
N3 C6 1.376(8) 4_655 ?
N3 C6 1.376(8) . ?
N3 N4 1.396(15) . ?
N5 C7 1.344(9) . ?
N5 C11 1.355(9) . ?
C1 C2 1.44(4) . ?
C2 C3 1.37(3) . ?
C1' C2' 1.27(8) . ?
C2' C3 1.45(6) . ?
C3 C4' 1.34(4) . ?
C3 C4 1.42(2) . ?
C3 C6 1.458(10) . ?
C4 C5 1.39(3) . ?
C4' C5' 1.39(6) . ?
C7 C8 1.371(9) . ?
C8 C9 1.394(9) . ?
C8 C12 1.501(10) . ?
C9 C10 1.409(10) . ?
C9 C13 1.502(9) . ?
C10 C11 1.389(10) . ?
O5 C14 1.269(17) . ?
N6 C14 1.337(18) . ?
N6 C16 1.451(18) . ?
N6 C17 1.464(19) . ?
C14 C15 1.494(18) . ?
O6 C18 1.38(2) . ?
O7 C19 1.26(2) . ?
N7 C19 1.33(2) . ?
N7 C22 1.45(2) . ?
N7 C21 1.47(2) . ?
C19 C20 1.48(2) . ?
O8 C23 1.43(3) . ?
O9 C24 1.48(3) . ?
O11 O11 0.9(3) 4_655 ?

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 O3 102.5(2) 8_655 6_654 ?
O1 Zn1 N1 110.4(2) 8_655 . ?
O3 Zn1 N1 109.8(2) 6_654 . ?
O1 Zn1 N5 101.6(2) 8_655 . ?
O3 Zn1 N5 104.4(2) 6_654 . ?
N1 Zn1 N5 125.7(2) . . ?
C12 O1 Zn1 109.4(4) . 8_645 ?
C13 O3 Zn1 110.4(4) . 6_655 ?
C1' N1 C5' 115(4) . . ?
C5 N1 C1 119.2(16) . . ?
C1' N1 Zn1 124(3) . . ?
C5' N1 Zn1 120.3(19) . . ?
C5 N1 Zn1 118.3(8) . . ?
C1 N1 Zn1 122.4(14) . . ?
C6 N2 N2 107.5(4) . 4_655 ?
C6 N3 C6 104.5(8) 4_655 . ?
C6 N3 N4 126.8(4) 4_655 . ?
C6 N3 N4 126.8(4) . . ?
C7 N5 C11 117.2(6) . . ?
C7 N5 Zn1 119.1(4) . . ?
C11 N5 Zn1 122.6(5) . . ?
N1 C1 C2 122(2) . . ?
C3 C2 C1 116(2) . . ?
C2' C1' N1 127(6) . . ?
C1' C2' C3 120(6) . . ?
C2 C3 C4 121.1(13) . . ?
C4' C3 C2' 114(2) . . ?
C4' C3 C6 115.9(19) . . ?
C2 C3 C6 120.7(11) . . ?
C4 C3 C6 118.2(10) . . ?
C2' C3 C6 128(2) . . ?
C5 C4 C3 118.8(15) . . ?
N1 C5 C4 121.8(14) . . ?
C3 C4' C5' 120(4) . . ?
N1 C5' C4' 123(4) . . ?
N2 C6 N3 110.3(7) . . ?
N2 C6 C3 123.2(6) . . ?
N3 C6 C3 126.4(6) . . ?
N5 C7 C8 124.4(6) . . ?
C7 C8 C9 118.9(6) . . ?
C7 C8 C12 119.8(6) . . ?
C9 C8 C12 121.3(6) . . ?
C8 C9 C10 117.7(6) . . ?
C8 C9 C13 124.9(6) . . ?
C10 C9 C13 117.3(6) . . ?
C11 C10 C9 119.5(6) . . ?
N5 C11 C10 122.3(7) . . ?
O2 C12 O1 125.5(6) . . ?
O2 C12 C8 120.0(6) . . ?
O1 C12 C8 114.5(6) . . ?
O4 C13 O3 126.4(7) . . ?
O4 C13 C9 118.1(6) . . ?
O3 C13 C9 115.2(6) . . ?
C14 N6 C16 113.8(16) . . ?
C14 N6 C17 119(2) . . ?
C16 N6 C17 127(2) . . ?
O5 C14 N6 119.2(17) . . ?
O5 C14 C15 122.7(17) . . ?
N6 C14 C15 117.8(16) . . ?
C19 N7 C22 110(2) . . ?
C19 N7 C21 117(3) . . ?
C22 N7 C21 132(3) . . ?
O7 C19 N7 117(3) . . ?
O7 C19 C20 124(3) . . ?
N7 C19 C20 118(2) . . ?

_refine_diff_density_max         1.093
_refine_diff_density_min         -1.111
_refine_diff_density_rms         0.129

