# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_ZnTdaPhen
_database_code_depnum_ccdc_archive 'CCDC 1055076'

_audit_update_record             
;
2015-03-19 deposited with the CCDC.
2015-07-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C32 H24 N4 O8 S2 Zn2, C4 H6 O4 S'
_chemical_formula_iupac          '[(Zn +2)(C4H4O4S -2)(C12H8N2)]2; (C4H6O4S)'
_chemical_formula_sum            'C36 H30 N4 O12 S3 Zn2'

_chemical_formula_weight         937.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_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                   19.6524(6)
_cell_length_b                   14.4247(3)
_cell_length_c                   13.6567(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.958(4)
_cell_angle_gamma                90
_cell_volume                     3703.07(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2974
_cell_measurement_theta_min      3.85
_cell_measurement_theta_max      27.44
_exptl_crystal_description       prisms
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.682
_exptl_crystal_F_000             1912
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.536
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.85
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS in SAINT-NT (Bruker, 2001)'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9117
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_av_R_equivalents  0.0123
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.625
_diffrn_reflns_theta_max         29.085
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.857
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.857
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4261
_reflns_number_gt                3577
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .



_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0315P)²+2.0794P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4261
_refine_ls_number_parameters     262
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0276
_refine_ls_wR_factor_ref         0.0690
_refine_ls_wR_factor_gt          0.0648
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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 0.20929(2) 0.33542(2) 0.03530(2) 0.03675(7) Uani 1 1 d . . . . .
N1 N 0.16945(8) 0.47019(10) -0.00043(11) 0.0368(3) Uani 1 1 d . . . . .
N2 N 0.10246(8) 0.30699(10) -0.04850(11) 0.0369(3) Uani 1 1 d . . . . .
C1 C 0.20449(11) 0.55008(14) 0.02261(16) 0.0477(5) Uani 1 1 d . . . . .
H1A H 0.2523 0.5490 0.0603 0.057 Uiso 1 1 calc R U . . .
C2 C 0.17161(14) 0.63561(14) -0.00822(17) 0.0554(5) Uani 1 1 d . . . . .
H2A H 0.1975 0.6903 0.0080 0.066 Uiso 1 1 calc R U . . .
C3 C 0.10168(13) 0.63833(14) -0.06192(17) 0.0539(5) Uani 1 1 d . . . . .
H3A H 0.0795 0.6949 -0.0831 0.065 Uiso 1 1 calc R U . . .
C4 C 0.06289(11) 0.55556(13) -0.08532(14) 0.0423(4) Uani 1 1 d . . . . .
C5 C -0.01158(11) 0.55118(16) -0.13746(16) 0.0524(5) Uani 1 1 d . . . . .
H5A H -0.0364 0.6061 -0.1581 0.063 Uiso 1 1 calc R U . . .
C6 C -0.04684(11) 0.47071(17) -0.15753(15) 0.0526(5) Uani 1 1 d . . . . .
H6A H -0.0956 0.4708 -0.1898 0.063 Uiso 1 1 calc R U . . .
C7 C -0.00989(9) 0.38381(15) -0.12958(14) 0.0430(4) Uani 1 1 d . . . . .
C8 C -0.04276(10) 0.29768(17) -0.14900(16) 0.0529(5) Uani 1 1 d . . . . .
H8A H -0.0913 0.2935 -0.1819 0.063 Uiso 1 1 calc R U . . .
C9 C -0.00347(12) 0.21958(17) -0.11954(18) 0.0592(6) Uani 1 1 d . . . . .
H9A H -0.0252 0.1618 -0.1328 0.071 Uiso 1 1 calc R U . . .
C10 C 0.06974(11) 0.22552(14) -0.06919(16) 0.0495(5) Uani 1 1 d . . . . .
H10 H 0.0959 0.1713 -0.0499 0.059 Uiso 1 1 calc R U . . .
C11 C 0.06362(9) 0.38520(12) -0.07832(13) 0.0343(4) Uani 1 1 d . . . . .
C12 C 0.10010(9) 0.47259(12) -0.05404(12) 0.0344(4) Uani 1 1 d . . . . .
C1A C 0.24863(10) 0.15999(12) 0.16052(14) 0.0376(4) Uani 1 1 d . . . . .
C2A C 0.20108(13) 0.19348(15) 0.22353(17) 0.0543(5) Uani 1 1 d . . . . .
H2AA H 0.2259 0.1829 0.2952 0.065 Uiso 1 1 calc R U . . .
H2AB H 0.1587 0.1551 0.2065 0.065 Uiso 1 1 calc R U . . .
C3A C 0.25038(12) 0.37417(16) 0.28400(16) 0.0542(5) Uani 1 1 d . . . . .
H3AA H 0.2344 0.4318 0.3065 0.065 Uiso 1 1 calc R U . . .
H3AB H 0.2720 0.3377 0.3448 0.065 Uiso 1 1 calc R U . . .
C4A C 0.30812(10) 0.39745(13) 0.23399(14) 0.0416(4) Uani 1 1 d . . . . .
O1A O 0.29175(9) 0.09940(11) 0.19626(12) 0.0646(4) Uani 1 1 d . . . . .
O2A O 0.23742(7) 0.19560(9) 0.07107(9) 0.0387(3) Uani 1 1 d . . . . .
O3A O 0.36280(8) 0.43413(12) 0.29122(11) 0.0625(4) Uani 1 1 d . . . . .
O4A O 0.29873(7) 0.38236(10) 0.14070(10) 0.0458(3) Uani 1 1 d . . . . .
S1A S 0.17342(3) 0.31277(4) 0.20897(4) 0.04590(12) Uani 1 1 d . . . . .
C1B C 0.08833(13) 0.07226(15) 0.4478(2) 0.0603(6) Uani 1 1 d . . . . .
C2B C 0.04204(14) 0.03456(15) 0.34792(17) 0.0614(6) Uani 1 1 d . . . . .
H2BA H 0.0049 -0.0027 0.3620 0.074 Uiso 1 1 calc R U . . .
H2BB H 0.0707 -0.0065 0.3198 0.074 Uiso 1 1 calc R U . . .
O1B O 0.11844(13) 0.14526(13) 0.45911(18) 0.1023(7) Uani 1 1 d . . . . .
O2B O 0.09534(10) 0.01267(12) 0.52276(13) 0.0679(5) Uani 1 1 d D . . . .
H2B H 0.121(3) 0.032(5) 0.580(3) 0.35(4) Uiso 1 1 d D . . . .
S1B S 0.0000 0.11975(6) 0.2500 0.0720(3) Uani 1 2 d S T P . .


_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 O4A 2.0356(13) . y
Zn1 O2A 2.0723(12) 7 y
Zn1 N1 2.0994(14) . y
Zn1 O2A 2.1106(12) . y
Zn1 N2 2.1177(15) . y
Zn1 S1A 2.6841(6) . y
N1 C1 1.332(2) . ?
N1 C12 1.346(2) . ?
N2 C10 1.330(2) . ?
N2 C11 1.356(2) . ?
C1 C2 1.399(3) . ?
C1 H1A 0.9300 . ?
C2 C3 1.356(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.402(3) . ?
C3 H3A 0.9300 . ?
C4 C12 1.403(2) . ?
C4 C5 1.430(3) . ?
C5 C6 1.339(3) . ?
C5 H5A 0.9300 . ?
C6 C7 1.443(3) . ?
C6 H6A 0.9300 . ?
C7 C8 1.390(3) . ?
C7 C11 1.410(2) . ?
C8 C9 1.359(3) . ?
C8 H8A 0.9300 . ?
C9 C10 1.405(3) . ?
C9 H9A 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.440(2) . ?
C1A O1A 1.216(2) . ?
C1A O2A 1.284(2) . ?
C1A C2A 1.522(3) . ?
C2A S1A 1.798(2) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C3A C4A 1.523(3) . ?
C3A S1A 1.794(2) . ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C4A O3A 1.247(2) . ?
C4A O4A 1.252(2) . ?
O2A Zn1 2.0723(12) 7 ?
C1B O1B 1.196(3) . ?
C1B O2B 1.313(3) . ?
C1B C2B 1.504(3) . ?
C2B S1B 1.827(2) . ?
C2B H2BA 0.9700 . ?
C2B H2BB 0.9700 . ?
O2B H2B 0.848(10) . ?
S1B C2B 1.827(2) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4A Zn1 O2A 93.37(5) . 7 ?
O4A Zn1 N1 92.46(6) . . ?
O2A Zn1 N1 105.52(5) 7 . ?
O4A Zn1 O2A 92.31(5) . . ?
O2A Zn1 O2A 78.70(5) 7 . ?
N1 Zn1 O2A 173.43(5) . . ?
O4A Zn1 N2 164.16(5) . . ?
O2A Zn1 N2 101.74(5) 7 . ?
N1 Zn1 N2 79.05(6) . . ?
O2A Zn1 N2 95.25(5) . . ?
O4A Zn1 S1A 79.10(4) . . ?
O2A Zn1 S1A 155.48(4) 7 . ?
N1 Zn1 S1A 98.15(4) . . ?
O2A Zn1 S1A 78.33(3) . . ?
N2 Zn1 S1A 88.82(4) . . ?
C1 N1 C12 118.54(16) . . ?
C1 N1 Zn1 127.88(13) . . ?
C12 N1 Zn1 113.57(11) . . ?
C10 N2 C11 118.45(16) . . ?
C10 N2 Zn1 128.88(13) . . ?
C11 N2 Zn1 112.55(11) . . ?
N1 C1 C2 122.0(2) . . ?
N1 C1 H1A 119.0 . . ?
C2 C1 H1A 119.0 . . ?
C3 C2 C1 119.6(2) . . ?
C3 C2 H2A 120.2 . . ?
C1 C2 H2A 120.2 . . ?
C2 C3 C4 119.76(19) . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 H3A 120.1 . . ?
C3 C4 C12 117.16(18) . . ?
C3 C4 C5 124.09(18) . . ?
C12 C4 C5 118.74(19) . . ?
C6 C5 C4 122.26(18) . . ?
C6 C5 H5A 118.9 . . ?
C4 C5 H5A 118.9 . . ?
C5 C6 C7 120.56(18) . . ?
C5 C6 H6A 119.7 . . ?
C7 C6 H6A 119.7 . . ?
C8 C7 C11 117.35(18) . . ?
C8 C7 C6 123.78(18) . . ?
C11 C7 C6 118.86(19) . . ?
C9 C8 C7 119.49(18) . . ?
C9 C8 H8A 120.3 . . ?
C7 C8 H8A 120.3 . . ?
C8 C9 C10 120.5(2) . . ?
C8 C9 H9A 119.8 . . ?
C10 C9 H9A 119.8 . . ?
N2 C10 C9 121.38(19) . . ?
N2 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
N2 C11 C7 122.87(17) . . ?
N2 C11 C12 117.39(15) . . ?
C7 C11 C12 119.73(16) . . ?
N1 C12 C4 122.87(17) . . ?
N1 C12 C11 117.37(15) . . ?
C4 C12 C11 119.76(16) . . ?
O1A C1A O2A 125.14(18) . . ?
O1A C1A C2A 118.17(17) . . ?
O2A C1A C2A 116.61(16) . . ?
C1A C2A S1A 117.19(14) . . ?
C1A C2A H2AA 108.0 . . ?
S1A C2A H2AA 108.0 . . ?
C1A C2A H2AB 108.0 . . ?
S1A C2A H2AB 108.0 . . ?
H2AA C2A H2AB 107.2 . . ?
C4A C3A S1A 117.85(14) . . ?
C4A C3A H3AA 107.8 . . ?
S1A C3A H3AA 107.8 . . ?
C4A C3A H3AB 107.8 . . ?
S1A C3A H3AB 107.8 . . ?
H3AA C3A H3AB 107.2 . . ?
O3A C4A O4A 123.76(18) . . ?
O3A C4A C3A 115.53(17) . . ?
O4A C4A C3A 120.67(17) . . ?
C1A O2A Zn1 126.81(11) . 7 ?
C1A O2A Zn1 124.28(11) . . ?
Zn1 O2A Zn1 101.30(5) 7 . ?
C4A O4A Zn1 128.16(12) . . ?
C3A S1A C2A 103.41(11) . . ?
C3A S1A Zn1 92.84(7) . . ?
C2A S1A Zn1 93.75(7) . . ?
O1B C1B O2B 122.7(3) . . ?
O1B C1B C2B 125.5(2) . . ?
O2B C1B C2B 111.64(19) . . ?
C1B C2B S1B 116.47(16) . . ?
C1B C2B H2BA 108.2 . . ?
S1B C2B H2BA 108.2 . . ?
C1B C2B H2BB 108.2 . . ?
S1B C2B H2BB 108.2 . . ?
H2BA C2B H2BB 107.3 . . ?
C1B O2B H2B 114(5) . . ?
C2B S1B C2B 95.44(15) . 2 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9A O3A 0.93 2.55 3.382(3) 149.1 8_455
C3A H3AA O1A 0.97 2.47 3.383(3) 156.8 4
C2B H2BB O3A 0.97 2.43 3.359(3) 160.5 4_545
O2B H2B O3A 0.848(10) 1.76(4) 2.550(2) 155(8) 7_556

_refine_diff_density_max         0.903
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.044

_shelxl_version_number           2014/6



