# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# 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_complex1
_database_code_depnum_ccdc_archive 'CCDC 1054076'
_audit_update_record             
;
2015-03-16 deposited with the CCDC.
2015-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H24 N2 O13 Zn2'
_chemical_formula_weight         739.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.5170(4)
_cell_length_b                   10.3341(4)
_cell_length_c                   18.2392(7)
_cell_angle_alpha                104.782(4)
_cell_angle_beta                 91.187(3)
_cell_angle_gamma                110.479(4)
_cell_volume                     1443.34(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6706
_cell_measurement_theta_min      4.7130
_cell_measurement_theta_max      73.3240

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    2.702
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.86844
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'CrysAlisPro, Agilent Technologies'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_reflns_number            10527
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0154
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.721
_diffrn_reflns_theta_max         73.390
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5571
_reflns_number_gt                5084
_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.
 
 _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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0425P)²+3.7058P] 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         5571
_refine_ls_number_parameters     420
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.0966
_refine_ls_wR_factor_gt          0.0939
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.67065(4) -0.18998(3) 0.21816(2) 0.00969(10) Uani 1 1 d . . . . .
Zn2 Zn 0.96237(4) 0.13835(4) 0.30935(2) 0.01045(10) Uani 1 1 d . . . . .
O4 O 0.5246(2) 0.60787(19) 0.17217(11) 0.0159(4) Uani 1 1 d . . . . .
O7 O 1.0959(2) 0.3477(2) 0.35855(11) 0.0142(4) Uani 1 1 d . . . . .
O9 O 1.8591(2) 0.4292(2) 0.42017(13) 0.0196(4) Uani 1 1 d . . . . .
H9A H 1.9487 0.4195 0.4064 0.029 Uiso 1 1 calc R U . . .
O12 O 1.6450(3) 0.8601(2) 0.32596(11) 0.0161(4) Uani 1 1 d . . . . .
O2 O 0.7435(2) 0.1427(2) 0.26767(12) 0.0200(4) Uani 1 1 d . . . . .
O3 O 0.7406(2) 0.6059(2) 0.24138(11) 0.0149(4) Uani 1 1 d . . . . .
O6 O -0.1343(3) -0.1458(2) 0.16052(11) 0.0172(4) Uani 1 1 d . . . . .
O8 O 1.2394(2) 0.20713(19) 0.35696(11) 0.0134(4) Uani 1 1 d . . . . .
O1 O 0.5666(3) -0.0628(2) 0.18729(12) 0.0196(4) Uani 1 1 d . . . . .
O11 O 1.8653(2) 1.0543(2) 0.39052(11) 0.0149(4) Uani 1 1 d . . . . .
O5 O 0.0314(3) 0.0856(2) 0.20708(11) 0.0211(5) Uani 1 1 d . . . . .
O10 O 1.9905(2) 0.6533(2) 0.41258(13) 0.0209(4) Uani 1 1 d . . . . .
C8 C 0.6030(3) 0.5418(3) 0.20051(15) 0.0116(5) Uani 1 1 d . . . . .
C6 C 0.5207(3) 0.3808(3) 0.18078(15) 0.0104(5) Uani 1 1 d . . . . .
C13 C 1.2360(3) 0.3300(3) 0.37129(14) 0.0109(5) Uani 1 1 d . . . . .
C19 C 1.5280(3) 0.7202(3) 0.44790(14) 0.0102(5) Uani 1 1 d . . . . .
C24 C 1.7181(3) 0.9632(3) 0.38374(15) 0.0111(5) Uani 1 1 d . . . . .
C2 C 0.5284(3) 0.1540(3) 0.18954(15) 0.0108(5) Uani 1 1 d . . . . .
C7 C 0.5995(3) 0.3035(3) 0.20978(14) 0.0109(5) Uani 1 1 d . . . . .
H7 H 0.7019 0.3530 0.2434 0.013 Uiso 1 1 calc R U . . .
C17 C 1.8627(3) 0.5573(3) 0.41848(15) 0.0126(5) Uani 1 1 d . . . . .
C20 C 1.5134(3) 0.8635(3) 0.47338(14) 0.0102(5) Uani 1 1 d . . . . .
C3 C 0.3768(3) 0.0816(3) 0.14129(14) 0.0104(5) Uani 1 1 d . . . . .
H3 H 0.3280 -0.0205 0.1279 0.013 Uiso 1 1 calc R U . . .
C9 C 0.1401(3) 0.0793(3) 0.05699(14) 0.0082(5) Uani 1 1 d . . . . .
C12 C 0.1455(3) 0.0934(3) -0.01707(14) 0.0093(5) Uani 1 1 d . . . . .
H12 H 0.2453 0.1580 -0.0291 0.011 Uiso 1 1 calc R U . . .
C21 C 1.3824(3) 0.5970(3) 0.42513(14) 0.0107(5) Uani 1 1 d . . . . .
H21 H 1.2749 0.6056 0.4264 0.013 Uiso 1 1 calc R U . . .
C1 C 0.6197(3) 0.0715(3) 0.21734(15) 0.0114(5) Uani 1 1 d . . . . .
C15 C 1.5484(3) 0.4469(3) 0.40019(14) 0.0102(5) Uani 1 1 d . . . . .
H15 H 1.5554 0.3542 0.3850 0.012 Uiso 1 1 calc R U . . .
C11 C -0.0378(3) -0.0267(3) 0.15374(14) 0.0106(5) Uani 1 1 d . . . . .
N1 N 0.9001(3) 0.2782(3) 0.72605(17) 0.0274(6) Uani 1 1 d . . . . .
H1A H 0.9786 0.3180 0.6911 0.033 Uiso 1 1 calc R U . . .
H1B H 0.9679 0.2974 0.7751 0.033 Uiso 1 1 calc R U . . .
C5 C 0.3693(3) 0.3078(3) 0.13237(14) 0.0101(5) Uani 1 1 d . . . . .
H5 H 0.3156 0.3606 0.1127 0.012 Uiso 1 1 calc R U . . .
C23 C 1.6141(3) 0.9810(3) 0.44853(14) 0.0102(5) Uani 1 1 d . . . . .
C18 C 1.6850(3) 0.7059(3) 0.44576(14) 0.0106(5) Uani 1 1 d . . . . .
H18 H 1.7856 0.7891 0.4603 0.013 Uiso 1 1 calc R U . . .
C14 C 1.3921(3) 0.4610(3) 0.40043(14) 0.0099(5) Uani 1 1 d . . . . .
C10 C -0.0088(3) -0.0156(3) 0.07395(14) 0.0087(5) Uani 1 1 d . . . . .
C4 C 0.2961(3) 0.1580(3) 0.11255(14) 0.0091(5) Uani 1 1 d . . . . .
C16 C 1.6947(3) 0.5699(3) 0.42237(14) 0.0106(5) Uani 1 1 d . . . . .
O13 O 1.0115(4) 0.5953(4) 0.11810(17) 0.0551(9) Uani 1 1 d . . . . .
C22 C 1.3991(3) 0.8847(3) 0.52445(14) 0.0107(5) Uani 1 1 d . . . . .
H22 H 1.3290 0.8062 0.5411 0.013 Uiso 1 1 calc R U . . .
N2 N 0.7989(4) 0.4043(3) 0.03792(19) 0.0370(7) Uani 1 1 d . . . . .
C29 C 0.8563(7) 0.2987(5) 0.0524(3) 0.0552(12) Uani 1 1 d . . . . .
H29A H 0.8997 0.2561 0.0068 0.083 Uiso 1 1 calc R U . . .
H29B H 0.7624 0.2234 0.0649 0.083 Uiso 1 1 calc R U . . .
H29C H 0.9465 0.3437 0.0953 0.083 Uiso 1 1 calc R U . . .
C25 C 0.8198(7) 0.1240(5) 0.6935(3) 0.0578(13) Uani 1 1 d . . . . .
H25A H 0.7465 0.1036 0.6465 0.087 Uiso 1 1 calc R U . . .
H25B H 0.7520 0.0818 0.7302 0.087 Uiso 1 1 calc R U . . .
H25C H 0.9064 0.0821 0.6816 0.087 Uiso 1 1 calc R U . . .
C28 C 0.8814(5) 0.5439(4) 0.0731(2) 0.0370(8) Uani 1 1 d . . . . .
H28 H 0.8354 0.6095 0.0622 0.044 Uiso 1 1 calc R U . . .
C26 C 0.7827(8) 0.3537(7) 0.7397(3) 0.0720(18) Uani 1 1 d . . . . .
H26A H 0.6977 0.3183 0.6950 0.108 Uiso 1 1 calc R U . . .
H26B H 0.8447 0.4571 0.7488 0.108 Uiso 1 1 calc R U . . .
H26C H 0.7267 0.3363 0.7846 0.108 Uiso 1 1 calc R U . . .
C27 C 0.6575(6) 0.3563(6) -0.0185(3) 0.0559(12) Uani 1 1 d . . . . .
H27A H 0.6901 0.3234 -0.0691 0.084 Uiso 1 1 calc R U . . .
H27B H 0.6191 0.4357 -0.0173 0.084 Uiso 1 1 calc R U . . .
H27C H 0.5659 0.2767 -0.0080 0.084 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 O12 1.9390(19) 1_445 ?
Zn1 O4 1.9646(19) 1_545 ?
Zn1 O6 1.9648(19) 1_655 ?
Zn1 O1 2.000(2) . ?
Zn1 C8 2.557(3) 1_545 ?
Zn2 O11 1.9581(19) 1_445 ?
Zn2 O5 1.968(2) 1_655 ?
Zn2 O7 2.0062(18) . ?
Zn2 O2 2.0180(19) . ?
Zn2 O8 2.2917(18) . ?
Zn2 C13 2.480(3) . ?
O4 C8 1.290(3) . ?
O4 Zn1 1.9646(18) 1_565 ?
O7 C13 1.293(3) . ?
O9 C17 1.321(3) . ?
O12 C24 1.253(3) . ?
O12 Zn1 1.9389(19) 1_665 ?
O2 C1 1.252(3) . ?
O3 C8 1.239(3) . ?
O6 C11 1.257(3) . ?
O6 Zn1 1.9648(19) 1_455 ?
O8 C13 1.241(3) . ?
O1 C1 1.263(3) . ?
O11 C24 1.258(3) . ?
O11 Zn2 1.9581(19) 1_665 ?
O5 C11 1.250(3) . ?
O5 Zn2 1.968(2) 1_455 ?
O10 C17 1.218(3) . ?
C8 C6 1.503(3) . ?
C8 Zn1 2.557(3) 1_565 ?
C6 C5 1.394(4) . ?
C6 C7 1.394(4) . ?
C13 C14 1.492(3) . ?
C19 C21 1.392(4) . ?
C19 C18 1.396(4) . ?
C19 C20 1.485(3) . ?
C24 C23 1.504(3) . ?
C2 C7 1.391(4) . ?
C2 C3 1.394(4) . ?
C2 C1 1.502(4) . ?
C17 C16 1.483(3) . ?
C20 C22 1.395(4) . ?
C20 C23 1.408(4) . ?
C3 C4 1.396(4) . ?
C9 C12 1.395(4) . ?
C9 C10 1.402(3) . ?
C9 C4 1.490(3) . ?
C12 C10 1.396(3) 2 ?
C21 C14 1.394(4) . ?
C15 C14 1.389(4) . ?
C15 C16 1.393(4) . ?
C11 C10 1.507(3) . ?
N1 C25 1.449(5) . ?
N1 C26 1.458(5) . ?
C5 C4 1.395(4) . ?
C23 C22 1.394(4) 2_876 ?
C18 C16 1.393(4) . ?
C10 C12 1.396(3) 2 ?
O13 C28 1.230(5) . ?
C22 C23 1.394(4) 2_876 ?
N2 C28 1.336(5) . ?
N2 C29 1.419(5) . ?
N2 C27 1.423(5) . ?

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
O12 Zn1 O4 108.15(8) 1_445 1_545 ?
O12 Zn1 O6 133.51(9) 1_445 1_655 ?
O4 Zn1 O6 107.90(8) 1_545 1_655 ?
O12 Zn1 O1 97.77(9) 1_445 . ?
O4 Zn1 O1 109.25(8) 1_545 . ?
O6 Zn1 O1 97.08(9) 1_655 . ?
O12 Zn1 C8 96.87(8) 1_445 1_545 ?
O4 Zn1 C8 29.62(8) 1_545 1_545 ?
O6 Zn1 C8 100.18(8) 1_655 1_545 ?
O1 Zn1 C8 138.81(8) . 1_545 ?
O11 Zn2 O5 141.39(9) 1_445 1_655 ?
O11 Zn2 O7 107.13(8) 1_445 . ?
O5 Zn2 O7 108.07(8) 1_655 . ?
O11 Zn2 O2 94.60(8) 1_445 . ?
O5 Zn2 O2 93.09(9) 1_655 . ?
O7 Zn2 O2 102.13(8) . . ?
O11 Zn2 O8 96.32(7) 1_445 . ?
O5 Zn2 O8 87.17(8) 1_655 . ?
O7 Zn2 O8 61.05(7) . . ?
O2 Zn2 O8 162.12(8) . . ?
O11 Zn2 C13 104.84(8) 1_445 . ?
O5 Zn2 C13 97.10(8) 1_655 . ?
O7 Zn2 C13 31.30(8) . . ?
O2 Zn2 C13 132.91(8) . . ?
O8 Zn2 C13 29.81(8) . . ?
C8 O4 Zn1 101.54(16) . 1_565 ?
C13 O7 Zn2 95.00(15) . . ?
C24 O12 Zn1 136.50(18) . 1_665 ?
C1 O2 Zn2 141.69(19) . . ?
C11 O6 Zn1 129.69(17) . 1_455 ?
C13 O8 Zn2 83.53(15) . . ?
C1 O1 Zn1 122.82(17) . . ?
C24 O11 Zn2 124.16(17) . 1_665 ?
C11 O5 Zn2 128.41(18) . 1_455 ?
O3 C8 O4 122.6(2) . . ?
O3 C8 C6 120.7(2) . . ?
O4 C8 C6 116.7(2) . . ?
O3 C8 Zn1 73.82(15) . 1_565 ?
O4 C8 Zn1 48.84(12) . 1_565 ?
C6 C8 Zn1 165.33(19) . 1_565 ?
C5 C6 C7 119.8(2) . . ?
C5 C6 C8 120.9(2) . . ?
C7 C6 C8 119.4(2) . . ?
O8 C13 O7 120.2(2) . . ?
O8 C13 C14 121.7(2) . . ?
O7 C13 C14 118.0(2) . . ?
O8 C13 Zn2 66.67(14) . . ?
O7 C13 Zn2 53.70(12) . . ?
C14 C13 Zn2 169.59(19) . . ?
C21 C19 C18 118.9(2) . . ?
C21 C19 C20 119.5(2) . . ?
C18 C19 C20 121.5(2) . . ?
O12 C24 O11 126.0(2) . . ?
O12 C24 C23 115.6(2) . . ?
O11 C24 C23 118.3(2) . . ?
C7 C2 C3 120.0(2) . . ?
C7 C2 C1 119.5(2) . . ?
C3 C2 C1 120.4(2) . . ?
C2 C7 C6 120.0(2) . . ?
O10 C17 O9 123.2(2) . . ?
O10 C17 C16 123.9(2) . . ?
O9 C17 C16 112.9(2) . . ?
C22 C20 C23 118.3(2) . . ?
C22 C20 C19 119.7(2) . . ?
C23 C20 C19 122.0(2) . . ?
C2 C3 C4 120.4(2) . . ?
C12 C9 C10 118.2(2) . . ?
C12 C9 C4 118.5(2) . . ?
C10 C9 C4 123.2(2) . . ?
C9 C12 C10 122.1(2) . 2 ?
C19 C21 C14 120.8(2) . . ?
O2 C1 O1 125.8(2) . . ?
O2 C1 C2 116.9(2) . . ?
O1 C1 C2 117.3(2) . . ?
C14 C15 C16 119.4(2) . . ?
O5 C11 O6 125.9(2) . . ?
O5 C11 C10 116.7(2) . . ?
O6 C11 C10 117.4(2) . . ?
C25 N1 C26 114.2(4) . . ?
C6 C5 C4 120.6(2) . . ?
C22 C23 C20 120.4(2) 2_876 . ?
C22 C23 C24 116.8(2) 2_876 . ?
C20 C23 C24 122.1(2) . . ?
C16 C18 C19 120.2(2) . . ?
C15 C14 C21 120.1(2) . . ?
C15 C14 C13 119.3(2) . . ?
C21 C14 C13 120.6(2) . . ?
C12 C10 C9 119.8(2) 2 . ?
C12 C10 C11 116.8(2) 2 . ?
C9 C10 C11 123.1(2) . . ?
C5 C4 C3 119.2(2) . . ?
C5 C4 C9 120.6(2) . . ?
C3 C4 C9 120.0(2) . . ?
C18 C16 C15 120.5(2) . . ?
C18 C16 C17 119.3(2) . . ?
C15 C16 C17 120.1(2) . . ?
C23 C22 C20 121.2(2) 2_876 . ?
C28 N2 C29 120.7(4) . . ?
C28 N2 C27 121.8(4) . . ?
C29 N2 C27 117.4(4) . . ?
O13 C28 N2 126.0(4) . . ?

_refine_diff_density_max         1.907
_refine_diff_density_min         -0.607
_refine_diff_density_rms         0.088

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_complex2
_database_code_depnum_ccdc_archive 'CCDC 1054077'
_audit_update_record             
;
2015-03-16 deposited with the CCDC.
2015-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H30 N2 O20 Zn4'
_chemical_formula_weight         1000.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8732(4)
_cell_length_b                   9.6571(4)
_cell_length_c                   12.1461(6)
_cell_angle_alpha                76.894(4)
_cell_angle_beta                 89.325(4)
_cell_angle_gamma                77.575(4)
_cell_volume                     877.71(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3813
_cell_measurement_theta_min      4.7950
_cell_measurement_theta_max      72.8940

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.892
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    3.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77145
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'CrysAlisPro, Agilent Technologies'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173.02(16)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_standards_number         6706
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6678
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.74
_diffrn_reflns_theta_max         73.08
_reflns_number_total             3396
_reflns_number_gt                2994
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0417P)²+0.9537P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3396
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0785
_refine_ls_wR_factor_gt          0.0746
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.07154(4) 0.13737(3) 0.51608(3) 0.01079(10) Uani 1 1 d . . .
Zn2 Zn -0.33344(4) 0.16372(3) 0.36787(3) 0.01041(10) Uani 1 1 d . . .
O3 O -0.0692(3) 0.3454(2) 0.53071(17) 0.0219(4) Uani 1 1 d . . .
O2 O 0.1128(3) 0.2310(2) 0.34569(16) 0.0193(4) Uani 1 1 d . . .
O1 O -0.1661(2) 0.07703(18) 0.49714(14) 0.0116(3) Uani 1 1 d . . .
O5 O 0.4866(2) -0.03028(19) 0.63700(15) 0.0156(4) Uani 1 1 d . . .
O4 O 0.3044(2) 0.1821(2) 0.55822(16) 0.0174(4) Uani 1 1 d . . .
O7 O 0.6124(3) 0.6352(2) 0.75032(18) 0.0243(5) Uani 1 1 d . . .
O6 O 0.4081(2) 0.63429(19) 0.62543(16) 0.0184(4) Uani 1 1 d . . .
O9 O 0.9581(2) -0.07413(19) 1.30737(15) 0.0152(4) Uani 1 1 d . . .
O8 O 0.8005(2) 0.14915(19) 1.23114(15) 0.0154(4) Uani 1 1 d . . .
C1 C 0.4343(3) 0.1073(3) 0.6181(2) 0.0125(5) Uani 1 1 d . . .
C2 C 0.5385(3) 0.1845(3) 0.6762(2) 0.0108(5) Uani 1 1 d . . .
C3 C 0.6684(3) 0.1050(3) 0.7565(2) 0.0120(5) Uani 1 1 d . . .
H3 H 0.6969 0.0017 0.7700 0.014 Uiso 1 1 calc R . .
C4 C 0.4978(3) 0.3362(3) 0.6550(2) 0.0124(5) Uani 1 1 d . . .
H4 H 0.4113 0.3909 0.5987 0.015 Uiso 1 1 calc R . .
C5 C 0.5839(3) 0.4073(3) 0.7161(2) 0.0135(5) Uani 1 1 d . . .
C6 C 0.7122(3) 0.3267(3) 0.7977(2) 0.0126(5) Uani 1 1 d . . .
H6 H 0.7695 0.3757 0.8402 0.015 Uiso 1 1 calc R . .
C7 C 0.7575(3) 0.1754(3) 0.8177(2) 0.0121(5) Uani 1 1 d . . .
C8 C 0.8883(3) 0.0874(3) 0.9080(2) 0.0116(5) Uani 1 1 d . . .
C9 C 0.8596(3) 0.1029(3) 1.0183(2) 0.0121(5) Uani 1 1 d . . .
H9 H 0.7633 0.1747 1.0314 0.014 Uiso 1 1 calc R . .
C10 C 0.5353(3) 0.5704(3) 0.6973(2) 0.0162(5) Uani 1 1 d . . .
C11 C 0.9660(3) 0.0176(3) 1.1100(2) 0.0115(5) Uani 1 1 d . . .
C12 C 0.9067(3) 0.0322(3) 1.2264(2) 0.0123(5) Uani 1 1 d . . .
O19 O 0.9511(3) 0.5305(2) 0.29881(19) 0.0314(5) Uani 1 1 d . . .
N1 N 0.8078(4) 0.6156(3) 0.1245(2) 0.0304(6) Uani 1 1 d . . .
C15 C 0.8734(4) 0.6299(3) 0.2212(3) 0.0295(7) Uani 1 1 d . . .
H15 H 0.8590 0.7263 0.2315 0.035 Uiso 1 1 calc R . .
C13 C 0.8120(6) 0.4723(4) 0.1036(3) 0.0433(9) Uani 1 1 d . . .
H13A H 0.8916 0.3981 0.1593 0.065 Uiso 1 1 calc R . .
H13B H 0.8525 0.4698 0.0273 0.065 Uiso 1 1 calc R . .
H13C H 0.6949 0.4525 0.1101 0.065 Uiso 1 1 calc R . .
C14 C 0.7128(5) 0.7404(4) 0.0427(3) 0.0421(9) Uani 1 1 d . . .
H14A H 0.5901 0.7352 0.0393 0.063 Uiso 1 1 calc R . .
H14B H 0.7617 0.7409 -0.0319 0.063 Uiso 1 1 calc R . .
H14C H 0.7221 0.8299 0.0651 0.063 Uiso 1 1 calc R . .


_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 O4 2.0673(18) . ?
Zn1 O1 2.0861(17) 2_556 ?
Zn1 O1 2.1058(17) . ?
Zn1 O2 2.1139(19) . ?
Zn1 O9 2.1169(18) 2_657 ?
Zn1 O3 2.1199(18) . ?
Zn2 O6 1.9326(18) 2_566 ?
Zn2 O5 1.9553(18) 2_556 ?
Zn2 O1 1.9696(17) . ?
Zn2 O8 1.9724(18) 1_454 ?
O1 Zn1 2.0861(17) 2_556 ?
O5 C1 1.271(3) . ?
O5 Zn2 1.9553(18) 2_556 ?
O4 C1 1.248(3) . ?
O7 C10 1.238(3) . ?
O6 C10 1.287(3) . ?
O6 Zn2 1.9326(18) 2_566 ?
O9 C12 1.248(3) . ?
O9 Zn1 2.1169(18) 2_657 ?
O8 C12 1.265(3) . ?
O8 Zn2 1.9724(18) 1_656 ?
C1 C2 1.499(3) . ?
C2 C3 1.390(3) . ?
C2 C4 1.395(3) . ?
C3 C7 1.397(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(4) . ?
C5 C10 1.503(3) . ?
C6 C7 1.392(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.487(3) . ?
C8 C9 1.392(3) . ?
C8 C11 1.409(3) 2_757 ?
C9 C11 1.389(3) . ?
C9 H9 0.9500 . ?
C11 C8 1.409(3) 2_757 ?
C11 C12 1.511(3) . ?
O19 C15 1.239(4) . ?
N1 C15 1.336(4) . ?
N1 C14 1.445(4) . ?
N1 C13 1.456(4) . ?
C15 H15 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

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 98.19(7) . 2_556 ?
O4 Zn1 O1 171.99(7) . . ?
O1 Zn1 O1 80.56(7) 2_556 . ?
O4 Zn1 O2 87.72(7) . . ?
O1 Zn1 O2 94.91(7) 2_556 . ?
O1 Zn1 O2 100.26(7) . . ?
O4 Zn1 O9 85.72(7) . 2_657 ?
O1 Zn1 O9 92.77(7) 2_556 2_657 ?
O1 Zn1 O9 86.44(7) . 2_657 ?
O2 Zn1 O9 170.54(7) . 2_657 ?
O4 Zn1 O3 91.76(8) . . ?
O1 Zn1 O3 169.66(8) 2_556 . ?
O1 Zn1 O3 89.20(7) . . ?
O2 Zn1 O3 88.27(8) . . ?
O9 Zn1 O3 85.13(7) 2_657 . ?
O6 Zn2 O5 125.66(8) 2_566 2_556 ?
O6 Zn2 O1 104.48(8) 2_566 . ?
O5 Zn2 O1 108.49(7) 2_556 . ?
O6 Zn2 O8 109.85(8) 2_566 1_454 ?
O5 Zn2 O8 101.03(8) 2_556 1_454 ?
O1 Zn2 O8 106.02(7) . 1_454 ?
Zn2 O1 Zn1 104.74(8) . 2_556 ?
Zn2 O1 Zn1 124.82(9) . . ?
Zn1 O1 Zn1 99.44(7) 2_556 . ?
C1 O5 Zn2 123.69(17) . 2_556 ?
C1 O4 Zn1 132.81(17) . . ?
C10 O6 Zn2 110.09(16) . 2_566 ?
C12 O9 Zn1 139.58(17) . 2_657 ?
C12 O8 Zn2 120.45(17) . 1_656 ?
O4 C1 O5 126.4(2) . . ?
O4 C1 C2 117.8(2) . . ?
O5 C1 C2 115.7(2) . . ?
C3 C2 C4 119.9(2) . . ?
C3 C2 C1 120.1(2) . . ?
C4 C2 C1 119.9(2) . . ?
C2 C3 C7 120.7(2) . . ?
C2 C3 H3 119.6 . . ?
C7 C3 H3 119.6 . . ?
C5 C4 C2 119.9(2) . . ?
C5 C4 H4 120.0 . . ?
C2 C4 H4 120.0 . . ?
C4 C5 C6 119.8(2) . . ?
C4 C5 C10 120.2(2) . . ?
C6 C5 C10 120.0(2) . . ?
C5 C6 C7 120.9(2) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C3 C7 C6 118.7(2) . . ?
C3 C7 C8 119.6(2) . . ?
C6 C7 C8 121.6(2) . . ?
C9 C8 C11 117.7(2) . 2_757 ?
C9 C8 C7 118.2(2) . . ?
C11 C8 C7 124.0(2) 2_757 . ?
C8 C9 C11 122.7(2) . . ?
C8 C9 H9 118.6 . . ?
C11 C9 H9 118.6 . . ?
O7 C10 O6 123.8(2) . . ?
O7 C10 C5 120.9(2) . . ?
O6 C10 C5 115.4(2) . . ?
C9 C11 C8 119.5(2) . 2_757 ?
C9 C11 C12 117.1(2) . . ?
C8 C11 C12 123.1(2) 2_757 . ?
O9 C12 O8 126.1(2) . . ?
O9 C12 C11 117.7(2) . . ?
O8 C12 C11 116.1(2) . . ?
C15 N1 C14 121.3(3) . . ?
C15 N1 C13 121.1(3) . . ?
C14 N1 C13 117.3(3) . . ?
O19 C15 N1 126.8(3) . . ?
O19 C15 H15 116.6 . . ?
N1 C15 H15 116.6 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        73.08
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.830
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.081
