# 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_c:1
_database_code_depnum_ccdc_archive 'CCDC 1026109'
_audit_update_record             
;
2014-09-25 deposited with the CCDC.
2015-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H10 O14 Zn2.50'
_chemical_formula_weight         685.74

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'
O O 0.0492 0.0322 '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'
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                   9.3789(3)
_cell_length_b                   10.9247(4)
_cell_length_c                   18.8993(6)
_cell_angle_alpha                104.858(3)
_cell_angle_beta                 94.314(2)
_cell_angle_gamma                107.714(3)
_cell_volume                     1758.09(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             682
_exptl_absorpt_coefficient_mu    2.519
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6327
_exptl_absorpt_correction_T_max  0.7038
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_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         14401
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14222
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0292
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.40
_diffrn_reflns_theta_max         76.62
_reflns_number_total             7187
_reflns_number_gt                6343
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          SQUEEZE
# SQUEEZE RESULTS (APPEND TO CIF)
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
1 0.080 0.489 0.500 637.9 127.3
2 0.274 0.768 0.848 7.0 1.0
3 0.726 0.231 0.152 6.4 3.1
_platon_squeeze_details          
;
;
_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)+(0.1075P)²+1.7844P] 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         7187
_refine_ls_number_parameters     373
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1558
_refine_ls_wR_factor_gt          0.1505
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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 1.0000 1.0000 0.0000 0.00774(13) Uani 1 2 d S . .
Zn2 Zn 1.31589(4) 1.03581(4) 0.137863(19) 0.01149(12) Uani 1 1 d . . .
Zn3 Zn 1.04421(5) 1.36595(5) -0.23207(3) 0.03138(15) Uani 1 1 d . . .
O2 O 0.9727(2) 0.9969(2) 0.10852(10) 0.0133(4) Uani 1 1 d . . .
O9 O 1.2100(2) 1.1528(2) 0.03254(12) 0.0167(4) Uani 1 1 d . . .
O10 O 1.4269(2) 1.1380(2) 0.07846(13) 0.0222(5) Uani 1 1 d . . .
O3 O 1.1737(2) 1.0806(2) 0.20025(12) 0.0210(4) Uani 1 1 d . . .
C16 C 1.5918(3) 1.3018(3) 0.00147(15) 0.0110(5) Uani 1 1 d . . .
H16 H 1.6461 1.2785 0.0375 0.013 Uiso 1 1 calc R . .
C13 C 1.3498(3) 1.1744(3) 0.03552(15) 0.0132(5) Uani 1 1 d . . .
C18 C 1.5889(3) 1.4171(3) -0.09106(16) 0.0145(5) Uani 1 1 d . . .
H18 H 1.6413 1.4727 -0.1187 0.017 Uiso 1 1 calc R . .
C1 C 1.0310(3) 1.0328(3) 0.17492(15) 0.0141(5) Uani 1 1 d . . .
C17 C 1.6712(3) 1.3835(3) -0.03877(15) 0.0114(5) Uani 1 1 d . . .
C3 C 0.7774(3) 1.0081(3) 0.21318(15) 0.0160(5) Uani 1 1 d . . .
H3 H 0.7414 1.0125 0.1659 0.019 Uiso 1 1 calc R . .
C15 C 1.3537(3) 1.2875(3) -0.06395(16) 0.0141(5) Uani 1 1 d . . .
H15 H 1.2459 1.2532 -0.0732 0.017 Uiso 1 1 calc R . .
C2 C 0.9276(3) 1.0183(3) 0.23127(15) 0.0171(6) Uani 1 1 d . . .
C14 C 1.4340(3) 1.2546(3) -0.01077(15) 0.0120(5) Uani 1 1 d . . .
C21 C 1.8403(3) 1.4394(3) -0.02190(15) 0.0113(5) Uani 1 1 d . . .
C4 C 0.6800(3) 0.9915(3) 0.26416(16) 0.0195(6) Uani 1 1 d . . .
C8 C 0.9815(3) 1.0155(4) 0.30125(17) 0.0230(7) Uani 1 1 d . . .
H8 H 1.0854 1.0264 0.3141 0.028 Uiso 1 1 calc R . .
C19 C 1.4309(3) 1.3699(3) -0.10317(16) 0.0170(6) Uani 1 1 d . . .
O1 O 0.9107(2) 1.15832(18) 0.01810(11) 0.0127(4) Uani 1 1 d . . .
O8 O 1.2106(2) 0.84414(19) 0.08923(11) 0.0156(4) Uani 1 1 d . . .
O4 O 0.4975(2) 1.0447(3) 0.19886(13) 0.0254(5) Uani 1 1 d . . .
O12 O 1.1974(3) 1.3703(3) -0.15792(15) 0.0326(6) Uani 1 1 d . . .
O5 O 0.4174(3) 0.9156(4) 0.27200(16) 0.0441(8) Uani 1 1 d . . .
C23 C 1.9305(3) 1.3647(3) -0.00736(15) 0.0116(5) Uani 1 1 d . . .
C22 C 1.9124(3) 1.5744(3) -0.01514(15) 0.0120(5) Uani 1 1 d . . .
H22 H 1.8537 1.6265 -0.0260 0.014 Uiso 1 1 calc R . .
C24 C 1.8712(3) 1.2142(3) -0.02589(15) 0.0111(5) Uani 1 1 d . . .
O6 O 0.9265(3) 0.7332(3) 0.32803(16) 0.0411(7) Uani 1 1 d . . .
O14 O 0.8555(3) 1.2702(4) -0.20279(16) 0.0459(7) Uani 1 1 d D . .
C20 C 1.3405(4) 1.4104(4) -0.15678(19) 0.0263(7) Uani 1 1 d . . .
O11 O 1.4051(3) 1.4772(4) -0.1953(2) 0.0572(10) Uani 1 1 d . . .
C5 C 0.5182(3) 0.9816(4) 0.24468(17) 0.0230(7) Uani 1 1 d . . .
C6 C 0.7326(3) 0.9852(4) 0.33414(17) 0.0247(7) Uani 1 1 d . . .
H6 H 0.6652 0.9731 0.3688 0.030 Uiso 1 1 calc R . .
C7 C 0.8836(4) 0.9967(4) 0.35269(17) 0.0264(7) Uani 1 1 d . . .
C9 C 0.9405(4) 0.9947(4) 0.42801(18) 0.0295(8) Uani 1 1 d . . .
O13 O 1.0357(5) 1.5405(4) -0.2369(3) 0.0728(12) Uani 1 1 d . . .
C12 C 1.0835(4) 0.9198(5) 0.5103(2) 0.0380(9) Uani 1 1 d . . .
H12 H 1.1418 0.8649 0.5169 0.046 Uiso 1 1 calc R . .
C10 C 1.0252(4) 0.9108(5) 0.4384(2) 0.0369(9) Uani 1 1 d . . .
O7 O 1.1726(4) 0.7957(5) 0.37184(18) 0.0701(13) Uani 1 1 d . . .
C11 C 1.0454(5) 0.8065(5) 0.3752(2) 0.0410(10) Uani 1 1 d . . .
H14A H 0.889(6) 1.205(4) -0.220(2) 0.049 Uiso 1 1 d D . .
H14B H 0.823(6) 1.270(4) -0.1614(15) 0.049 Uiso 1 1 d 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 O9 2.0816(19) . ?
Zn1 O9 2.0816(19) 2_775 ?
Zn1 O2 2.0935(19) . ?
Zn1 O2 2.0935(19) 2_775 ?
Zn1 O1 2.1054(18) 2_775 ?
Zn1 O1 2.1054(18) . ?
Zn2 O10 1.924(2) . ?
Zn2 O3 1.935(2) . ?
Zn2 O4 1.946(2) 1_655 ?
Zn2 O8 1.955(2) . ?
Zn3 O12 1.911(2) . ?
Zn3 O6 1.946(3) 2_775 ?
Zn3 O13 1.958(4) . ?
Zn3 O14 1.962(3) . ?
O2 C1 1.242(3) . ?
O9 C13 1.254(3) . ?
O10 C13 1.262(4) . ?
O3 C1 1.282(3) . ?
C16 C14 1.390(3) . ?
C16 C17 1.399(4) . ?
C13 C14 1.494(4) . ?
C18 C19 1.392(4) . ?
C18 C17 1.397(4) . ?
C1 C2 1.499(4) . ?
C17 C21 1.491(3) . ?
C3 C4 1.385(4) . ?
C3 C2 1.388(4) . ?
C15 C19 1.383(4) . ?
C15 C14 1.394(4) . ?
C2 C8 1.391(4) . ?
C21 C22 1.390(4) . ?
C21 C23 1.399(4) . ?
C4 C6 1.402(4) . ?
C4 C5 1.498(4) . ?
C8 C7 1.397(4) . ?
C19 C20 1.506(4) . ?
O1 C24 1.246(3) 1_455 ?
O8 C24 1.265(3) 2_875 ?
O4 C5 1.275(4) . ?
O4 Zn2 1.946(2) 1_455 ?
O12 C20 1.275(4) . ?
O5 C5 1.237(4) . ?
C23 C22 1.400(4) 2_985 ?
C23 C24 1.502(4) . ?
C22 C23 1.400(4) 2_985 ?
C24 O1 1.246(3) 1_655 ?
C24 O8 1.265(3) 2_875 ?
O6 C11 1.273(5) . ?
O6 Zn3 1.946(3) 2_775 ?
C20 O11 1.225(5) . ?
C6 C7 1.392(4) . ?
C7 C9 1.490(4) . ?
C9 C12 1.375(6) 2_776 ?
C9 C10 1.422(5) . ?
C12 C9 1.375(6) 2_776 ?
C12 C10 1.394(5) . ?
C10 C11 1.492(6) . ?
O7 C11 1.239(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
O9 Zn1 O9 180.0 . 2_775 ?
O9 Zn1 O2 94.13(8) . . ?
O9 Zn1 O2 85.87(8) 2_775 . ?
O9 Zn1 O2 85.87(8) . 2_775 ?
O9 Zn1 O2 94.13(8) 2_775 2_775 ?
O2 Zn1 O2 180.00(11) . 2_775 ?
O9 Zn1 O1 95.30(8) . 2_775 ?
O9 Zn1 O1 84.70(8) 2_775 2_775 ?
O2 Zn1 O1 92.77(7) . 2_775 ?
O2 Zn1 O1 87.23(7) 2_775 2_775 ?
O9 Zn1 O1 84.70(8) . . ?
O9 Zn1 O1 95.30(8) 2_775 . ?
O2 Zn1 O1 87.23(7) . . ?
O2 Zn1 O1 92.77(7) 2_775 . ?
O1 Zn1 O1 180.0 2_775 . ?
O10 Zn2 O3 127.56(10) . . ?
O10 Zn2 O4 94.14(10) . 1_655 ?
O3 Zn2 O4 110.01(9) . 1_655 ?
O10 Zn2 O8 116.63(10) . . ?
O3 Zn2 O8 101.42(9) . . ?
O4 Zn2 O8 105.01(10) 1_655 . ?
O12 Zn3 O6 108.02(12) . 2_775 ?
O12 Zn3 O13 116.18(14) . . ?
O6 Zn3 O13 109.24(18) 2_775 . ?
O12 Zn3 O14 102.92(12) . . ?
O6 Zn3 O14 112.13(13) 2_775 . ?
O13 Zn3 O14 108.31(18) . . ?
C1 O2 Zn1 147.87(18) . . ?
C13 O9 Zn1 142.62(19) . . ?
C13 O10 Zn2 116.16(18) . . ?
C1 O3 Zn2 120.01(18) . . ?
C14 C16 C17 120.5(2) . . ?
O9 C13 O10 123.8(3) . . ?
O9 C13 C14 119.1(2) . . ?
O10 C13 C14 117.0(2) . . ?
C19 C18 C17 120.7(3) . . ?
O2 C1 O3 125.7(3) . . ?
O2 C1 C2 118.1(2) . . ?
O3 C1 C2 116.2(2) . . ?
C18 C17 C16 118.7(2) . . ?
C18 C17 C21 121.5(2) . . ?
C16 C17 C21 119.7(2) . . ?
C4 C3 C2 119.9(3) . . ?
C19 C15 C14 120.0(2) . . ?
C3 C2 C8 120.1(3) . . ?
C3 C2 C1 119.4(2) . . ?
C8 C2 C1 120.5(3) . . ?
C16 C14 C15 120.0(2) . . ?
C16 C14 C13 120.3(2) . . ?
C15 C14 C13 119.6(2) . . ?
C22 C21 C23 117.8(2) . . ?
C22 C21 C17 119.0(2) . . ?
C23 C21 C17 123.0(2) . . ?
C3 C4 C6 120.2(3) . . ?
C3 C4 C5 119.8(3) . . ?
C6 C4 C5 119.9(3) . . ?
C2 C8 C7 120.4(3) . . ?
C15 C19 C18 120.0(3) . . ?
C15 C19 C20 118.6(3) . . ?
C18 C19 C20 121.4(3) . . ?
C24 O1 Zn1 130.54(17) 1_455 . ?
C24 O8 Zn2 129.63(18) 2_875 . ?
C5 O4 Zn2 132.3(2) . 1_455 ?
C20 O12 Zn3 127.0(2) . . ?
C21 C23 C22 120.7(2) . 2_985 ?
C21 C23 C24 122.7(2) . . ?
C22 C23 C24 115.8(2) 2_985 . ?
C21 C22 C23 121.4(2) . 2_985 ?
O1 C24 O8 126.2(2) 1_655 2_875 ?
O1 C24 C23 119.8(2) 1_655 . ?
O8 C24 C23 113.9(2) 2_875 . ?
C11 O6 Zn3 117.0(3) . 2_775 ?
O11 C20 O12 124.7(3) . . ?
O11 C20 C19 120.1(3) . . ?
O12 C20 C19 115.2(3) . . ?
O5 C5 O4 125.2(3) . . ?
O5 C5 C4 120.4(3) . . ?
O4 C5 C4 114.4(3) . . ?
C7 C6 C4 119.9(3) . . ?
C6 C7 C8 119.4(3) . . ?
C6 C7 C9 119.8(3) . . ?
C8 C7 C9 120.8(3) . . ?
C12 C9 C10 118.5(3) 2_776 . ?
C12 C9 C7 119.5(3) 2_776 . ?
C10 C9 C7 121.9(3) . . ?
C9 C12 C10 122.3(4) 2_776 . ?
C12 C10 C9 119.1(4) . . ?
C12 C10 C11 118.4(4) . . ?
C9 C10 C11 122.3(3) . . ?
O7 C11 O6 124.5(4) . . ?
O7 C11 C10 119.5(4) . . ?
O6 C11 C10 116.0(3) . . ?

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        76.62
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         1.471
_refine_diff_density_min         -1.574
_refine_diff_density_rms         0.124
_exptl_crystal_recrystallization_method 'From the Melt'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_c:2
_database_code_depnum_ccdc_archive 'CCDC 1026110'
_audit_update_record             
;
2014-09-25 deposited with the CCDC.
2015-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H13 N0 O13 Zn'
_chemical_formula_weight         574.71

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           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   11.0076(4)
_cell_length_b                   21.4138(8)
_cell_length_c                   13.7391(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.520(5)
_cell_angle_gamma                90.00
_cell_volume                     3070.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1164
_exptl_absorpt_coefficient_mu    1.616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70445
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_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         10497
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5738
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0832
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.97
_diffrn_reflns_theta_max         69.99
_reflns_number_total             5738
_reflns_number_gt                4131
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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. 
;
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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 -0.016 0.000 -0.016 538 168 ' '
2 -0.152 0.500 0.348 538 168 ' '
_platon_squeeze_details          
;
;
_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)+(0.0248P)²+0.0000P] 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         5738
_refine_ls_number_parameters     347
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1056
_refine_ls_wR_factor_gt          0.0989
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.11893(4) 1.062856(18) 0.66194(3) 0.01715(10) Uani 1 1 d . . .
O2 O 1.1216(2) 0.97289(10) 0.65338(19) 0.0265(5) Uani 1 1 d . . .
O12 O 0.4314(2) 0.50560(11) 0.3904(2) 0.0352(6) Uani 1 1 d . . .
O7 O 0.80883(19) 0.89188(10) 0.43343(16) 0.0201(4) Uani 1 1 d . . .
O9 O 0.64416(19) 0.64492(10) 0.71223(16) 0.0195(4) Uani 1 1 d . . .
O8 O 0.80953(17) 0.59159(9) 0.69315(15) 0.0154(4) Uani 1 1 d . . .
O10 O 0.20909(19) 0.81486(10) 0.40279(18) 0.0242(5) Uani 1 1 d . . .
O1 O 0.93117(14) 1.07310(7) 0.6313(2) 0.0349(6) Uani 1 1 d D . .
C11 C 0.75708(14) 0.68802(7) 0.60438(16) 0.0172(6) Uani 1 1 d R . .
C10 C 0.88186(14) 0.70954(7) 0.63019(16) 0.0172(6) Uani 1 1 d R . .
H10 H 0.9466 0.6891 0.6834 0.021 Uiso 1 1 calc R . .
O6 O 0.91241(19) 0.82065(10) 0.37467(17) 0.0213(5) Uani 1 1 d . . .
O5 O 1.3629(2) 0.66299(11) 0.6851(2) 0.0316(6) Uani 1 1 d . . .
O13 O 0.2374(2) 0.51916(11) 0.4065(2) 0.0280(5) Uani 1 1 d . . .
H13A H 0.2327 0.4802 0.3990 0.042 Uiso 1 1 calc R . .
O11 O 0.07681(19) 0.73238(10) 0.38495(18) 0.0226(5) Uani 1 1 d . . .
H11A H 0.0229 0.7595 0.3876 0.034 Uiso 1 1 calc R . .
O4 O 1.49963(19) 0.74363(11) 0.70739(17) 0.0238(5) Uani 1 1 d . . .
H4A H 1.5503 0.7166 0.6984 0.036 Uiso 1 1 calc R . .
C1 C 1.2184(3) 0.94121(15) 0.6535(2) 0.0224(6) Uani 1 1 d . . .
C7 C 1.0488(3) 0.78431(14) 0.6139(2) 0.0163(6) Uani 1 1 d . . .
C9 C 0.9153(3) 0.76028(14) 0.5805(2) 0.0169(6) Uani 1 1 d . . .
C14 C 0.6939(3) 0.76629(14) 0.4731(2) 0.0198(6) Uani 1 1 d . . .
H14 H 0.6296 0.7862 0.4189 0.024 Uiso 1 1 calc R . .
C2 C 1.1978(3) 0.87099(14) 0.6481(2) 0.0178(6) Uani 1 1 d . . .
C15 C 0.8188(3) 0.78811(14) 0.5005(2) 0.0166(6) Uani 1 1 d . . .
C8 C 1.0736(3) 0.84838(13) 0.6212(2) 0.0157(6) Uani 1 1 d . . .
H8 H 1.0041 0.8769 0.6075 0.019 Uiso 1 1 calc R . .
C3 C 1.3010(3) 0.83025(14) 0.6696(2) 0.0181(6) Uani 1 1 d . . .
H3 H 1.3860 0.8458 0.6868 0.022 Uiso 1 1 calc R . .
C21 C 0.2726(3) 0.64823(15) 0.4127(2) 0.0185(6) Uani 1 1 d . . .
H21 H 0.1869 0.6333 0.3905 0.022 Uiso 1 1 calc R . .
C4 C 1.2780(3) 0.76622(14) 0.6655(2) 0.0178(6) Uani 1 1 d . . .
C12 C 0.7313(3) 0.63815(13) 0.6730(2) 0.0158(6) Uani 1 1 d . . .
C6 C 1.1533(3) 0.74323(14) 0.6386(2) 0.0166(6) Uani 1 1 d . . .
H6 H 1.1390 0.6994 0.6371 0.020 Uiso 1 1 calc R . .
C16 C 0.8501(3) 0.83608(14) 0.4315(2) 0.0177(6) Uani 1 1 d . . .
C23 C 0.1905(3) 0.75886(15) 0.4036(2) 0.0187(6) Uani 1 1 d . . .
C24 C 0.4225(3) 0.73375(14) 0.4613(2) 0.0184(6) Uani 1 1 d . . .
H24 H 0.4382 0.7774 0.4692 0.022 Uiso 1 1 calc R . .
C5 C 1.3838(3) 0.71889(15) 0.6873(2) 0.0190(6) Uani 1 1 d . . .
C13 C 0.6599(3) 0.71525(14) 0.5238(2) 0.0178(6) Uani 1 1 d . . .
C20 C 0.3532(3) 0.53868(15) 0.4080(2) 0.0213(6) Uani 1 1 d . . .
O3 O 1.3242(2) 0.96237(12) 0.6582(2) 0.0413(7) Uani 1 1 d . . .
C19 C 0.3743(3) 0.60675(14) 0.4322(2) 0.0173(6) Uani 1 1 d . . .
C17 C 0.5256(3) 0.69204(14) 0.4854(2) 0.0179(6) Uani 1 1 d . . .
C18 C 0.5004(3) 0.62863(15) 0.4679(2) 0.0193(6) Uani 1 1 d . . .
H18 H 0.5695 0.6000 0.4803 0.023 Uiso 1 1 calc R . .
C22 C 0.2972(3) 0.71179(14) 0.4258(2) 0.0170(6) Uani 1 1 d . . .
H1A H 0.880(2) 1.0422(8) 0.619(3) 0.020 Uiso 1 1 d D . .
H1B H 0.896(3) 1.1090(7) 0.613(3) 0.020 Uiso 1 1 d 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 O2 1.931(2) . ?
Zn1 O1 1.9861(15) . ?
Zn1 O7 1.988(2) 3_776 ?
Zn1 O8 1.992(2) 2_756 ?
Zn1 C16 2.594(3) 3_776 ?
O2 C1 1.263(4) . ?
O12 C20 1.197(4) . ?
O7 C16 1.282(4) . ?
O7 Zn1 1.988(2) 3_776 ?
O9 C12 1.248(3) . ?
O8 C12 1.289(3) . ?
O8 Zn1 1.992(2) 2_746 ?
O10 C23 1.217(4) . ?
O1 H1A 0.851(9) . ?
O1 H1B 0.860(10) . ?
C11 C10 1.3839 . ?
C11 C13 1.399(3) . ?
C11 C12 1.510(3) . ?
C10 C9 1.394(3) . ?
C10 H10 0.9500 . ?
O6 C16 1.237(4) . ?
O5 C5 1.218(4) . ?
O13 C20 1.336(4) . ?
O13 H13A 0.8400 . ?
O11 C23 1.323(3) . ?
O11 H11A 0.8400 . ?
O4 C5 1.326(3) . ?
O4 H4A 0.8400 . ?
C1 O3 1.232(4) . ?
C1 C2 1.519(4) . ?
C7 C8 1.396(4) . ?
C7 C6 1.401(4) . ?
C7 C9 1.485(4) . ?
C9 C15 1.397(4) . ?
C14 C15 1.386(4) . ?
C14 C13 1.408(4) . ?
C14 H14 0.9500 . ?
C2 C8 1.385(4) . ?
C2 C3 1.388(4) . ?
C15 C16 1.510(4) . ?
C8 H8 0.9500 . ?
C3 C4 1.392(4) . ?
C3 H3 0.9500 . ?
C21 C22 1.388(4) . ?
C21 C19 1.387(4) . ?
C21 H21 0.9500 . ?
C4 C6 1.394(4) . ?
C4 C5 1.500(4) . ?
C6 H6 0.9500 . ?
C16 Zn1 2.594(3) 3_776 ?
C23 C22 1.504(4) . ?
C24 C22 1.390(4) . ?
C24 C17 1.399(4) . ?
C24 H24 0.9500 . ?
C13 C17 1.489(4) . ?
C20 C19 1.497(4) . ?
C19 C18 1.398(4) . ?
C17 C18 1.391(4) . ?
C18 H18 0.9500 . ?

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
O2 Zn1 O1 97.60(8) . . ?
O2 Zn1 O7 115.42(10) . 3_776 ?
O1 Zn1 O7 114.46(10) . 3_776 ?
O2 Zn1 O8 111.12(10) . 2_756 ?
O1 Zn1 O8 103.41(10) . 2_756 ?
O7 Zn1 O8 113.23(8) 3_776 2_756 ?
O2 Zn1 C16 142.69(10) . 3_776 ?
O1 Zn1 C16 95.44(8) . 3_776 ?
O7 Zn1 C16 28.80(9) 3_776 3_776 ?
O8 Zn1 C16 99.47(9) 2_756 3_776 ?
C1 O2 Zn1 124.4(2) . . ?
C16 O7 Zn1 102.86(17) . 3_776 ?
C12 O8 Zn1 118.58(18) . 2_746 ?
Zn1 O1 H1A 122.4(19) . . ?
Zn1 O1 H1B 120.0(19) . . ?
H1A O1 H1B 115.3(16) . . ?
C10 C11 C13 120.72(13) . . ?
C10 C11 C12 116.34(12) . . ?
C13 C11 C12 122.75(19) . . ?
C11 C10 C9 121.97(14) . . ?
C11 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
C20 O13 H13A 109.5 . . ?
C23 O11 H11A 109.5 . . ?
C5 O4 H4A 109.5 . . ?
O3 C1 O2 125.9(3) . . ?
O3 C1 C2 119.4(3) . . ?
O2 C1 C2 114.7(3) . . ?
C8 C7 C6 118.2(3) . . ?
C8 C7 C9 120.9(3) . . ?
C6 C7 C9 120.8(3) . . ?
C10 C9 C15 117.7(2) . . ?
C10 C9 C7 120.6(2) . . ?
C15 C9 C7 121.7(3) . . ?
C15 C14 C13 121.5(3) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C8 C2 C3 120.6(3) . . ?
C8 C2 C1 118.6(3) . . ?
C3 C2 C1 120.8(3) . . ?
C14 C15 C9 120.7(3) . . ?
C14 C15 C16 117.6(3) . . ?
C9 C15 C16 121.1(2) . . ?
C2 C8 C7 121.1(3) . . ?
C2 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C2 C3 C4 119.0(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C22 C21 C19 119.4(3) . . ?
C22 C21 H21 120.3 . . ?
C19 C21 H21 120.3 . . ?
C3 C4 C6 120.6(3) . . ?
C3 C4 C5 122.5(3) . . ?
C6 C4 C5 116.8(3) . . ?
O9 C12 O8 123.4(3) . . ?
O9 C12 C11 120.7(2) . . ?
O8 C12 C11 115.8(2) . . ?
C4 C6 C7 120.4(3) . . ?
C4 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
O6 C16 O7 122.2(3) . . ?
O6 C16 C15 119.8(3) . . ?
O7 C16 C15 117.9(2) . . ?
O6 C16 Zn1 73.96(17) . 3_776 ?
O7 C16 Zn1 48.34(14) . 3_776 ?
C15 C16 Zn1 166.1(2) . 3_776 ?
O10 C23 O11 124.9(3) . . ?
O10 C23 C22 122.6(3) . . ?
O11 C23 C22 112.5(3) . . ?
C22 C24 C17 120.5(3) . . ?
C22 C24 H24 119.8 . . ?
C17 C24 H24 119.8 . . ?
O5 C5 O4 124.0(3) . . ?
O5 C5 C4 122.1(3) . . ?
O4 C5 C4 113.9(3) . . ?
C11 C13 C14 117.3(2) . . ?
C11 C13 C17 124.4(2) . . ?
C14 C13 C17 118.2(3) . . ?
O12 C20 O13 123.8(3) . . ?
O12 C20 C19 123.4(3) . . ?
O13 C20 C19 112.8(3) . . ?
C21 C19 C18 120.3(3) . . ?
C21 C19 C20 121.5(3) . . ?
C18 C19 C20 118.1(3) . . ?
C18 C17 C24 118.7(3) . . ?
C18 C17 C13 120.5(3) . . ?
C24 C17 C13 120.7(3) . . ?
C17 C18 C19 120.6(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C21 C22 C24 120.5(3) . . ?
C21 C22 C23 121.6(3) . . ?
C24 C22 C23 117.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        69.99
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.074
####################################################################### 
# 
# 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_c:3
_database_code_depnum_ccdc_archive 'CCDC 1026111'
_audit_update_record             
;
2014-09-25 deposited with the CCDC.
2015-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H20 N2 O8.50 Zn'
_chemical_formula_weight         453.72

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           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   18.3439(3)
_cell_length_b                   8.80900(10)
_cell_length_c                   23.4388(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.965(2)
_cell_angle_gamma                90.00
_cell_volume                     3705.22(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1872
_exptl_absorpt_coefficient_mu    2.324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6536
_exptl_absorpt_correction_T_max  0.6665
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_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         7642
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7437
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0274
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.86
_diffrn_reflns_theta_max         76.46
_reflns_number_total             3789
_reflns_number_gt                3594
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0768P)²+29.8306P] 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         3789
_refine_ls_number_parameters     261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1492
_refine_ls_wR_factor_gt          0.1477
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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 0.42347(2) 0.70336(5) 0.696656(17) 0.00819(16) Uani 1 1 d . . .
O7 O 0.43929(14) -0.1784(3) 0.62234(10) 0.0206(6) Uani 1 1 d . . .
O3 O 0.5000 0.8441(4) 0.7500 0.0095(6) Uani 1 2 d S . .
O2 O 0.59560(13) 0.5951(3) 0.72867(10) 0.0161(5) Uani 1 1 d . . .
O5 O 0.81566(12) 0.1297(3) 0.65266(11) 0.0153(5) Uani 1 1 d . . .
C8 C 0.54861(18) 0.2997(4) 0.61971(14) 0.0114(6) Uani 1 1 d . . .
H8 H 0.4960 0.3105 0.6095 0.014 Uiso 1 1 calc R . .
O4 O 0.82419(12) 0.3501(3) 0.69756(10) 0.0156(5) Uani 1 1 d . . .
O1 O 0.48394(13) 0.5275(3) 0.67640(11) 0.0171(5) Uani 1 1 d . . .
O6 O 0.53326(16) -0.0265(3) 0.66152(11) 0.0261(6) Uani 1 1 d . . .
C7 C 0.58351(18) 0.1875(4) 0.59322(13) 0.0102(6) Uani 1 1 d . . .
C12 C 0.48864(17) -0.0828(4) 0.61909(13) 0.0105(6) Uani 1 1 d . . .
C3 C 0.66772(17) 0.3799(4) 0.67584(14) 0.0119(6) Uani 1 1 d . . .
H3 H 0.6965 0.4458 0.7039 0.014 Uiso 1 1 calc R . .
C1 C 0.55379(18) 0.5164(4) 0.69109(14) 0.0125(6) Uani 1 1 d . . .
C6 C 0.66076(18) 0.1722(4) 0.60808(14) 0.0124(6) Uani 1 1 d . . .
H6 H 0.6848 0.0964 0.5898 0.015 Uiso 1 1 calc R . .
C4 C 0.70286(18) 0.2676(4) 0.64967(14) 0.0126(6) Uani 1 1 d . . .
C10 C 0.54369(17) 0.1181(4) 0.48919(14) 0.0116(6) Uani 1 1 d . . .
H10 H 0.5741 0.2000 0.4817 0.014 Uiso 1 1 calc R . .
C14 C 0.6058(3) 0.8008(5) 0.2945(2) 0.0387(11) Uani 1 1 d . . .
H14A H 0.6061 0.8219 0.2535 0.058 Uiso 1 1 calc R . .
H14B H 0.5657 0.8587 0.3062 0.058 Uiso 1 1 calc R . .
H14C H 0.5977 0.6921 0.2995 0.058 Uiso 1 1 calc R . .
C2 C 0.59032(18) 0.3964(4) 0.66109(14) 0.0118(6) Uani 1 1 d . . .
C9 C 0.53959(17) 0.0871(4) 0.54692(14) 0.0099(6) Uani 1 1 d . . .
N1 N 0.6778(2) 0.8455(5) 0.33106(18) 0.0384(9) Uani 1 1 d . . .
H1A H 0.6751 0.8368 0.3697 0.046 Uiso 1 1 calc R . .
H1B H 0.6868 0.9458 0.3240 0.046 Uiso 1 1 calc R . .
C17 C 0.6526(3) 0.7843(6) 0.4867(2) 0.0432(12) Uani 1 1 d . . .
H17 H 0.6414 0.8518 0.5153 0.052 Uiso 1 1 calc R . .
C11 C 0.49489(17) -0.0341(4) 0.55792(13) 0.0098(6) Uani 1 1 d . . .
C5 C 0.78591(18) 0.2476(4) 0.66721(14) 0.0129(6) Uani 1 1 d . . .
N2 N 0.6365(2) 0.6407(5) 0.49265(17) 0.0375(9) Uani 1 1 d . . .
O8 O 0.6807(3) 0.8416(6) 0.4484(2) 0.0685(13) Uani 1 1 d . . .
C13 C 0.7417(3) 0.7522(6) 0.3204(2) 0.0419(11) Uani 1 1 d . . .
H13A H 0.7466 0.7647 0.2798 0.063 Uiso 1 1 calc R . .
H13B H 0.7327 0.6450 0.3278 0.063 Uiso 1 1 calc R . .
H13C H 0.7877 0.7856 0.3465 0.063 Uiso 1 1 calc R . .
C15 C 0.6522(4) 0.5284(7) 0.4513(3) 0.0571(15) Uani 1 1 d . . .
H15A H 0.6781 0.5772 0.4236 0.086 Uiso 1 1 calc R . .
H15B H 0.6053 0.4842 0.4301 0.086 Uiso 1 1 calc R . .
H15C H 0.6837 0.4481 0.4723 0.086 Uiso 1 1 calc R . .
C16 C 0.6061(4) 0.5877(8) 0.5405(3) 0.0604(17) Uani 1 1 d . . .
H16A H 0.6021 0.6726 0.5666 0.091 Uiso 1 1 calc R . .
H16B H 0.6388 0.5096 0.5618 0.091 Uiso 1 1 calc R . .
H16C H 0.5565 0.5445 0.5257 0.091 Uiso 1 1 calc R . .
O9 O 0.7886(10) 0.383(2) 0.5448(8) 0.286(8) Uiso 1 1 d . . .
H3A H 0.490(3) 0.911(7) 0.778(3) 0.056(18) Uiso 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 2.019(2) . ?
Zn1 O3 2.084(2) . ?
Zn1 O2 2.086(2) 2_656 ?
Zn1 O7 2.101(2) 1_565 ?
Zn1 O5 2.133(2) 3_455 ?
Zn1 O4 2.237(2) 3_455 ?
Zn1 C5 2.505(3) 3_455 ?
O7 C12 1.250(4) . ?
O7 Zn1 2.101(2) 1_545 ?
O3 Zn1 2.084(2) 2_656 ?
O3 H3A 0.93(6) . ?
O2 C1 1.251(4) . ?
O2 Zn1 2.086(2) 2_656 ?
O5 C5 1.253(4) . ?
O5 Zn1 2.133(2) 3_545 ?
C8 C7 1.392(4) . ?
C8 C2 1.394(5) . ?
C8 H8 0.9500 . ?
O4 C5 1.267(4) . ?
O4 Zn1 2.237(2) 3_545 ?
O1 C1 1.260(4) . ?
O6 C12 1.252(4) . ?
C7 C6 1.394(4) . ?
C7 C9 1.499(4) . ?
C12 C11 1.523(4) . ?
C3 C4 1.391(5) . ?
C3 C2 1.397(4) . ?
C3 H3 0.9500 . ?
C1 C2 1.503(4) . ?
C6 C4 1.393(5) . ?
C6 H6 0.9500 . ?
C4 C5 1.504(4) . ?
C10 C11 1.394(4) 5_656 ?
C10 C9 1.398(4) . ?
C10 H10 0.9500 . ?
C14 N1 1.471(7) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C9 C11 1.402(4) . ?
N1 C13 1.494(7) . ?
N1 H1A 0.9200 . ?
N1 H1B 0.9200 . ?
C17 O8 1.233(7) . ?
C17 N2 1.313(7) . ?
C17 H17 0.9500 . ?
C11 C10 1.394(4) 5_656 ?
C5 Zn1 2.505(3) 3_545 ?
N2 C16 1.430(7) . ?
N2 C15 1.455(7) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
O1 Zn1 O3 105.25(9) . . ?
O1 Zn1 O2 92.43(10) . 2_656 ?
O3 Zn1 O2 88.72(8) . 2_656 ?
O1 Zn1 O7 90.48(11) . 1_565 ?
O3 Zn1 O7 90.63(8) . 1_565 ?
O2 Zn1 O7 177.09(11) 2_656 1_565 ?
O1 Zn1 O5 98.76(9) . 3_455 ?
O3 Zn1 O5 155.89(9) . 3_455 ?
O2 Zn1 O5 88.09(9) 2_656 3_455 ?
O7 Zn1 O5 91.35(10) 1_565 3_455 ?
O1 Zn1 O4 159.04(9) . 3_455 ?
O3 Zn1 O4 95.69(8) . 3_455 ?
O2 Zn1 O4 88.72(9) 2_656 3_455 ?
O7 Zn1 O4 88.52(10) 1_565 3_455 ?
O5 Zn1 O4 60.35(9) 3_455 3_455 ?
O1 Zn1 C5 128.75(11) . 3_455 ?
O3 Zn1 C5 125.99(10) . 3_455 ?
O2 Zn1 C5 88.15(10) 2_656 3_455 ?
O7 Zn1 C5 89.93(10) 1_565 3_455 ?
O5 Zn1 C5 30.01(10) 3_455 3_455 ?
O4 Zn1 C5 30.34(10) 3_455 3_455 ?
C12 O7 Zn1 127.6(2) . 1_545 ?
Zn1 O3 Zn1 107.00(14) . 2_656 ?
Zn1 O3 H3A 126(4) . . ?
Zn1 O3 H3A 99(4) 2_656 . ?
C1 O2 Zn1 131.3(2) . 2_656 ?
C5 O5 Zn1 91.6(2) . 3_545 ?
C7 C8 C2 120.5(3) . . ?
C7 C8 H8 119.8 . . ?
C2 C8 H8 119.8 . . ?
C5 O4 Zn1 86.60(19) . 3_545 ?
C1 O1 Zn1 124.9(2) . . ?
C8 C7 C6 119.7(3) . . ?
C8 C7 C9 120.9(3) . . ?
C6 C7 C9 119.3(3) . . ?
O7 C12 O6 125.5(3) . . ?
O7 C12 C11 116.3(3) . . ?
O6 C12 C11 118.1(3) . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
O2 C1 O1 126.2(3) . . ?
O2 C1 C2 116.9(3) . . ?
O1 C1 C2 117.0(3) . . ?
C4 C6 C7 120.3(3) . . ?
C4 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C3 C4 C6 119.8(3) . . ?
C3 C4 C5 119.9(3) . . ?
C6 C4 C5 120.3(3) . . ?
C11 C10 C9 122.9(3) 5_656 . ?
C11 C10 H10 118.6 5_656 . ?
C9 C10 H10 118.6 . . ?
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 . . ?
C8 C2 C3 119.5(3) . . ?
C8 C2 C1 121.5(3) . . ?
C3 C2 C1 119.1(3) . . ?
C10 C9 C11 118.6(3) . . ?
C10 C9 C7 117.2(3) . . ?
C11 C9 C7 124.3(3) . . ?
C14 N1 C13 113.3(4) . . ?
C14 N1 H1A 108.9 . . ?
C13 N1 H1A 108.9 . . ?
C14 N1 H1B 108.9 . . ?
C13 N1 H1B 108.9 . . ?
H1A N1 H1B 107.7 . . ?
O8 C17 N2 127.5(6) . . ?
O8 C17 H17 116.2 . . ?
N2 C17 H17 116.2 . . ?
C10 C11 C9 118.6(3) 5_656 . ?
C10 C11 C12 118.1(3) 5_656 . ?
C9 C11 C12 123.3(3) . . ?
O5 C5 O4 121.4(3) . . ?
O5 C5 C4 119.7(3) . . ?
O4 C5 C4 118.8(3) . . ?
O5 C5 Zn1 58.36(16) . 3_545 ?
O4 C5 Zn1 63.06(17) . 3_545 ?
C4 C5 Zn1 177.7(3) . 3_545 ?
C17 N2 C16 122.1(5) . . ?
C17 N2 C15 120.3(5) . . ?
C16 N2 C15 117.6(5) . . ?
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 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        76.46
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         1.470
_refine_diff_density_min         -0.989
_refine_diff_density_rms         0.123
####################################################################### 
# 
# 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_c:4
_database_code_depnum_ccdc_archive 'CCDC 1026112'
_audit_update_record             
;
2014-09-25 deposited with the CCDC.
2015-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H11 N O10 Zn2'
_chemical_formula_weight         508.00

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   12.024(3)
_cell_length_b                   13.773(4)
_cell_length_c                   15.850(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.093(5)
_cell_angle_gamma                90.00
_cell_volume                     2591.8(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    1.891
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7035
_exptl_absorpt_correction_T_max  0.8334
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20179
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_sigmaI/netI    0.0709
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         27.44
_reflns_number_total             5894
_reflns_number_gt                4900
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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. 
;
# SQUEEZE RESULTS (APPEND TO CIF)
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
1 -0.013 0.000 0.000 465.7 0.1
2 -0.013 0.500 0.500 465.6 0.0
_platon_squeeze_details          
;
;
_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)+(0.0800P)²+0.0000P] 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         5894
_refine_ls_number_parameters     264
_refine_ls_number_restraints     295
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1359
_refine_ls_wR_factor_gt          0.1314
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.018
_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 1.37139(3) 0.21356(3) 0.43228(2) 0.02361(13) Uani 1 1 d U . .
Zn2 Zn 1.25255(3) 0.10472(3) 0.24010(2) 0.02749(13) Uani 1 1 d . . .
O9 O 0.76037(17) 0.64198(18) 0.04370(13) 0.0310(5) Uani 1 1 d . . .
O10 O 0.83898(18) 0.56893(18) 0.16606(13) 0.0343(5) Uani 1 1 d . . .
O7 O 1.60148(18) 0.5582(2) 0.18146(16) 0.0435(6) Uani 1 1 d . . .
O8 O 1.49961(19) 0.62851(19) 0.06943(17) 0.0410(6) Uani 1 1 d . . .
C11 C 1.0195(2) 0.5160(2) 0.08625(18) 0.0248(6) Uani 1 1 d U . .
H11 H 1.0325 0.5270 0.1462 0.030 Uiso 1 1 calc R . .
C5 C 1.4144(2) 0.5083(2) 0.14346(18) 0.0256(6) Uani 1 1 d U . .
C8 C 1.2184(2) 0.4634(2) 0.10284(17) 0.0227(6) Uani 1 1 d U . .
C10 C 1.1066(2) 0.4785(2) 0.04780(18) 0.0238(6) Uani 1 1 d U . .
C12 C 0.9143(2) 0.5380(2) 0.04048(18) 0.0236(6) Uani 1 1 d U . .
C7 C 1.3115(2) 0.5170(2) 0.08819(18) 0.0240(6) Uani 1 1 d U . .
H7 H 1.3055 0.5596 0.0405 0.029 Uiso 1 1 calc R . .
C3 C 1.3301(3) 0.3894(2) 0.22512(19) 0.0275(6) Uani 1 1 d U . .
C13 C 0.8301(2) 0.5853(2) 0.08792(18) 0.0240(6) Uani 1 1 d U . .
C9 C 1.2282(2) 0.4001(2) 0.1717(2) 0.0271(6) Uani 1 1 d U . .
H9 H 1.1646 0.3639 0.1822 0.032 Uiso 1 1 calc R . .
O5 O 1.2711(2) 0.2521(2) 0.29752(18) 0.0500(7) Uani 1 1 d . . .
C4 C 1.4228(2) 0.4448(2) 0.21283(19) 0.0283(6) Uani 1 1 d U . .
H4 H 1.4915 0.4395 0.2514 0.034 Uiso 1 1 calc R . .
C6 C 1.5126(2) 0.5693(2) 0.13116(19) 0.0281(6) Uani 1 1 d U . .
O4 O 1.4017(2) 0.20897(18) 0.03841(16) 0.0410(6) Uani 1 1 d . . .
O3 O 1.3554(2) 0.1399(2) 0.15299(16) 0.0480(7) Uani 1 1 d . . .
O1 O 1.1047(2) 0.1496(3) 0.15862(18) 0.0580(8) Uani 1 1 d . . .
O6 O 1.4196(3) 0.3296(2) 0.35939(17) 0.0595(8) Uani 1 1 d U . .
C2 C 1.3398(3) 0.3197(3) 0.2973(2) 0.0367(7) Uani 1 1 d U . .
O2 O 1.2283(3) -0.0356(2) 0.18752(18) 0.0553(7) Uani 1 1 d . . .
C1 C 1.3333(3) 0.1953(2) 0.08974(19) 0.0328(7) Uani 1 1 d U . .
C14 C 1.1355(5) -0.0771(4) 0.1825(4) 0.0832(17) Uani 1 1 d U . .
H14 H 1.0832 -0.0485 0.2141 0.100 Uiso 1 1 calc R . .
N1 N 1.1006(5) -0.1561(4) 0.1387(4) 0.109(2) Uani 1 1 d . . .
C15 C 1.1680(9) -0.2009(6) 0.0856(6) 0.151(3) Uani 1 1 d U . .
H15A H 1.1439 -0.1800 0.0265 0.226 Uiso 1 1 calc R . .
H15B H 1.1604 -0.2716 0.0893 0.226 Uiso 1 1 calc R . .
H15C H 1.2469 -0.1826 0.1039 0.226 Uiso 1 1 calc R . .
C16 C 0.9955(7) -0.2010(6) 0.1393(7) 0.153(3) Uani 1 1 d U . .
H16A H 1.0050 -0.2571 0.1777 0.229 Uiso 1 1 calc R . .
H16B H 0.9646 -0.2224 0.0814 0.229 Uiso 1 1 calc R . .
H16C H 0.9436 -0.1545 0.1593 0.229 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 O8 1.947(2) 2_845 ?
Zn1 O9 1.954(2) 2_745 ?
Zn1 O4 1.977(2) 4_566 ?
Zn1 O6 2.107(3) . ?
Zn1 O5 2.342(3) . ?
Zn1 C2 2.570(3) . ?
Zn2 O10 2.045(2) 2_745 ?
Zn2 O3 2.052(2) . ?
Zn2 O7 2.085(2) 2_845 ?
Zn2 O2 2.106(3) . ?
Zn2 O1 2.118(3) . ?
Zn2 O5 2.222(3) . ?
O9 C13 1.272(4) . ?
O9 Zn1 1.954(2) 2_755 ?
O10 C13 1.247(3) . ?
O10 Zn2 2.045(2) 2_755 ?
O7 C6 1.237(4) . ?
O7 Zn2 2.085(2) 2_855 ?
O8 C6 1.264(4) . ?
O8 Zn1 1.947(2) 2_855 ?
C11 C12 1.388(4) . ?
C11 C10 1.392(4) . ?
C5 C4 1.396(4) . ?
C5 C7 1.404(4) . ?
C5 C6 1.486(4) . ?
C8 C9 1.387(4) . ?
C8 C7 1.391(4) . ?
C8 C10 1.497(4) . ?
C10 C12 1.400(4) 3_765 ?
C12 C10 1.400(4) 3_765 ?
C12 C13 1.502(4) . ?
C3 C9 1.383(4) . ?
C3 C4 1.390(4) . ?
C3 C2 1.484(4) . ?
O5 C2 1.246(5) . ?
O4 C1 1.259(4) . ?
O4 Zn1 1.977(2) 4_565 ?
O3 C1 1.254(4) . ?
O6 C2 1.269(4) . ?
O2 C14 1.246(6) . ?
C14 N1 1.322(7) . ?
N1 C15 1.401(10) . ?
N1 C16 1.408(8) . ?

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
O8 Zn1 O9 111.79(11) 2_845 2_745 ?
O8 Zn1 O4 107.25(11) 2_845 4_566 ?
O9 Zn1 O4 98.78(9) 2_745 4_566 ?
O8 Zn1 O6 99.20(12) 2_845 . ?
O9 Zn1 O6 142.35(10) 2_745 . ?
O4 Zn1 O6 91.57(11) 4_566 . ?
O8 Zn1 O5 114.86(10) 2_845 . ?
O9 Zn1 O5 88.60(9) 2_745 . ?
O4 Zn1 O5 130.75(11) 4_566 . ?
O6 Zn1 O5 58.31(10) . . ?
O8 Zn1 C2 110.11(11) 2_845 . ?
O9 Zn1 C2 115.59(11) 2_745 . ?
O4 Zn1 C2 112.62(12) 4_566 . ?
O6 Zn1 C2 29.41(11) . . ?
O5 Zn1 C2 28.91(10) . . ?
O10 Zn2 O3 175.56(9) 2_745 . ?
O10 Zn2 O7 89.51(10) 2_745 2_845 ?
O3 Zn2 O7 86.21(10) . 2_845 ?
O10 Zn2 O2 90.57(10) 2_745 . ?
O3 Zn2 O2 90.62(12) . . ?
O7 Zn2 O2 90.29(12) 2_845 . ?
O10 Zn2 O1 91.00(10) 2_745 . ?
O3 Zn2 O1 93.31(11) . . ?
O7 Zn2 O1 178.81(12) 2_845 . ?
O2 Zn2 O1 88.62(13) . . ?
O10 Zn2 O5 87.30(9) 2_745 . ?
O3 Zn2 O5 91.59(11) . . ?
O7 Zn2 O5 90.91(11) 2_845 . ?
O2 Zn2 O5 177.55(10) . . ?
O1 Zn2 O5 90.19(12) . . ?
C13 O9 Zn1 133.34(19) . 2_755 ?
C13 O10 Zn2 135.0(2) . 2_755 ?
C6 O7 Zn2 155.0(3) . 2_855 ?
C6 O8 Zn1 113.4(2) . 2_855 ?
C12 C11 C10 122.6(3) . . ?
C4 C5 C7 119.4(3) . . ?
C4 C5 C6 119.8(3) . . ?
C7 C5 C6 120.7(3) . . ?
C9 C8 C7 119.6(3) . . ?
C9 C8 C10 120.2(3) . . ?
C7 C8 C10 120.1(3) . . ?
C11 C10 C12 118.0(2) . 3_765 ?
C11 C10 C8 117.7(2) . . ?
C12 C10 C8 124.2(2) 3_765 . ?
C11 C12 C10 119.4(2) . 3_765 ?
C11 C12 C13 117.6(2) . . ?
C10 C12 C13 122.8(2) 3_765 . ?
C8 C7 C5 120.3(3) . . ?
C9 C3 C4 120.5(3) . . ?
C9 C3 C2 119.7(3) . . ?
C4 C3 C2 119.7(3) . . ?
O10 C13 O9 127.2(3) . . ?
O10 C13 C12 117.4(3) . . ?
O9 C13 C12 115.3(2) . . ?
C3 C9 C8 120.4(3) . . ?
C2 O5 Zn2 134.8(2) . . ?
C2 O5 Zn1 85.7(2) . . ?
Zn2 O5 Zn1 99.79(11) . . ?
C3 C4 C5 119.6(3) . . ?
O7 C6 O8 124.5(3) . . ?
O7 C6 C5 118.0(3) . . ?
O8 C6 C5 117.5(3) . . ?
C1 O4 Zn1 125.4(2) . 4_565 ?
C1 O3 Zn2 127.4(2) . . ?
C2 O6 Zn1 96.0(2) . . ?
O5 C2 O6 119.9(3) . . ?
O5 C2 C3 121.0(3) . . ?
O6 C2 C3 119.1(3) . . ?
O5 C2 Zn1 65.35(19) . . ?
O6 C2 Zn1 54.63(18) . . ?
C3 C2 Zn1 173.4(3) . . ?
C14 O2 Zn2 120.9(4) . . ?
O3 C1 O4 122.0(3) . . ?
O2 C14 N1 128.2(7) . . ?
C14 N1 C15 120.8(7) . . ?
C14 N1 C16 124.6(7) . . ?
C15 N1 C16 114.6(7) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.44
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.596
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.093
####################################################################### 
# 
# 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_c:5
_database_code_depnum_ccdc_archive 'CCDC 1026113'
_audit_update_record             
;
2014-09-25 deposited with the CCDC.
2015-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H45 N2 O18 Zn4'
_chemical_formula_weight         1103.26

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           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   17.0549(3)
_cell_length_b                   15.3986(3)
_cell_length_c                   23.0104(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.754(2)
_cell_angle_gamma                90.00
_cell_volume                     5893.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    10443
_cell_measurement_theta_min      3.9290
_cell_measurement_theta_max      72.9390

_exptl_crystal_description       Prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2252
_exptl_absorpt_coefficient_mu    2.348
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.73986
_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_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_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         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24595
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_sigmaI/netI    0.0344
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.94
_diffrn_reflns_theta_max         73.35
_reflns_number_total             11447
_reflns_number_gt                9311
_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)+(0.1689P)²+12.2614P] 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         11447
_refine_ls_number_parameters     490
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0824
_refine_ls_wR_factor_ref         0.2626
_refine_ls_wR_factor_gt          0.2500
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.011
_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 0.98123(4) 0.22561(4) 0.57224(3) 0.0331(2) Uani 1 1 d . . .
Zn2 Zn 0.88540(4) 0.33108(4) 0.43250(3) 0.0324(2) Uani 1 1 d U . .
Zn3 Zn 0.59030(5) 1.03125(5) 0.62390(3) 0.0433(2) Uani 1 1 d . . .
Zn4 Zn 0.54650(5) 0.82961(5) 0.66745(3) 0.0423(2) Uani 1 1 d . . .
O17 O 0.51337(8) 0.70633(6) 0.70034(8) 0.120(3) Uani 1 1 d . . .
O12 O 0.82000(6) 1.22954(6) 0.43963(4) 0.0407(8) Uani 1 1 d R . .
O10 O 0.95395(6) 0.71360(6) 0.48311(4) 0.0343(7) Uani 1 1 d R . .
O11 O 0.91645(6) 1.15346(6) 0.50090(4) 0.0365(8) Uani 1 1 d R . .
O9 O 1.00814(6) 0.69934(6) 0.58020(5) 0.0374(8) Uani 1 1 d R . .
O6 O 0.88346(6) 0.42177(6) 0.49110(4) 0.0400(8) Uani 1 1 d R . .
O5 O 0.89311(6) 0.32072(6) 0.56132(4) 0.0380(8) Uani 1 1 d R . .
O13 O 0.55069(7) 1.11308(9) 0.37757(8) 0.0624(13) Uani 1 1 d R . .
O15 O 0.67065(6) 0.94862(6) 0.60799(4) 0.0382(8) Uani 1 1 d R . .
O7 O 0.90939(7) 0.40819(7) 0.76648(5) 0.0661(14) Uani 1 1 d R . .
O8 O 0.88600(8) 0.54467(7) 0.78995(4) 0.0528(10) Uani 1 1 d R . .
O3 O 1.06858(6) 0.12774(6) 0.59063(4) 0.0450(9) Uani 1 1 d R . .
O18 O 0.62848(19) 1.13584(6) 0.58835(10) 0.0549(10) Uani 1 1 d R . .
O2 O 1.04307(6) 0.29899(6) 0.64236(4) 0.0497(10) Uani 1 1 d R . .
O14 O 0.51383(7) 0.99705(9) 0.42271(8) 0.0663(15) Uani 1 1 d R . .
O1 O 0.91951(6) 0.15470(6) 0.62592(4) 0.0528(10) Uani 1 1 d R . .
O16 O 0.62308(6) 0.81415(6) 0.61746(4) 0.0570(12) Uani 1 1 d R . .
O4 O 0.83205(7) 0.38335(7) 0.35412(4) 0.0639(12) Uani 1 1 d RU . .
C28 C 0.80772(6) 1.01882(6) 0.50725(4) 0.0312(9) Uani 1 1 d R . .
H28 H 0.8621 1.0118 0.5279 0.037 Uiso 1 1 calc R . .
C17 C 0.86784(6) 0.55346(6) 0.57081(4) 0.0330(10) Uani 1 1 d R . .
H17 H 0.8639 0.5683 0.5302 0.040 Uiso 1 1 calc R . .
C29 C 0.7850(3) 1.0946(3) 0.4747(2) 0.0307(9) Uani 1 1 d . . .
C32 C 0.6496(3) 1.0402(4) 0.4469(2) 0.0355(10) Uani 1 1 d . . .
C25 C 0.7687(3) 0.7474(4) 0.6036(2) 0.0360(10) Uani 1 1 d . . .
H25 H 0.7408 0.7185 0.6295 0.043 Uiso 1 1 calc R . .
C11 C 0.8835(3) 0.4688(3) 0.5892(2) 0.0340(10) Uani 1 1 d . . .
N3 N 1.10020(14) -0.00488(15) 0.63102(10) 0.0628(16) Uani 1 1 d . . .
C23 C 0.74168(14) 0.82818(15) 0.58072(10) 0.0323(10) Uani 1 1 d R . .
C20 C 0.95218(14) 0.71835(15) 0.53622(10) 0.0333(10) Uani 1 1 d R . .
C10 C 0.88730(14) 0.39763(15) 0.54381(10) 0.0371(11) Uani 1 1 d R . .
C34 C 0.67262(14) 0.96523(15) 0.47936(10) 0.0324(10) Uani 1 1 d R . .
H34 H 0.6339 0.9214 0.4808 0.039 Uiso 1 1 calc R . .
C30 C 0.8464(3) 1.1638(3) 0.4722(2) 0.0348(10) Uani 1 1 d . . .
C15 C 0.86550(13) 0.59574(15) 0.67089(10) 0.0364(11) Uani 1 1 d . . .
H15 H 0.8586 0.6388 0.6989 0.044 Uiso 1 1 calc R . .
C26 C 0.78065(13) 0.87092(15) 0.54107(10) 0.0328(10) Uani 1 1 d R . .
C27 C 0.75255(13) 0.95342(15) 0.51011(10) 0.0327(10) Uani 1 1 d R . .
C13 C 0.88340(13) 0.51018(15) 0.68943(10) 0.0371(11) Uani 1 1 d R . .
C21 C 0.84764(13) 0.83134(15) 0.52708(10) 0.0337(10) Uani 1 1 d R . .
H21 H 0.8746 0.8595 0.5003 0.040 Uiso 1 1 calc R . .
C19 C 0.8763(3) 0.7509(3) 0.5516(2) 0.0321(10) Uani 1 1 d . . .
C31 C 0.70511(17) 1.10491(19) 0.44399(13) 0.0348(10) Uani 1 1 d . . .
H31 H 0.6890 1.1560 0.4213 0.042 Uiso 1 1 calc R . .
C18 C 0.83624(17) 0.70722(19) 0.58962(13) 0.0315(10) Uani 1 1 d R . .
C12 C 0.89215(17) 0.44707(19) 0.64874(13) 0.0367(11) Uani 1 1 d R . .
H12 H 0.9041 0.3889 0.6615 0.044 Uiso 1 1 calc R . .
C16 C 0.8578(3) 0.6174(3) 0.6114(2) 0.0342(10) Uani 1 1 d . . .
C33 C 0.5642(3) 1.0514(4) 0.4136(2) 0.0399(11) Uani 1 1 d . . .
C24 C 0.6725(3) 0.8663(4) 0.6033(2) 0.0390(11) Uani 1 1 d . . .
C14 C 0.8949(3) 0.4854(3) 0.75395(18) 0.0412(12) Uani 1 1 d . . .
C7 C 1.0500(3) 0.0512(3) 0.60038(18) 0.0510(14) Uani 1 1 d R . .
H7 H 0.9963 0.0329 0.5846 0.061 Uiso 1 1 calc R . .
N2 N 1.1320(4) 0.3265(5) 0.7280(3) 0.078(2) Uani 1 1 d . . .
N4 N 0.6134(5) 1.2468(4) 0.5256(3) 0.0712(17) Uani 1 1 d . . .
N1 N 0.8349(5) 0.1400(6) 0.6873(3) 0.084(2) Uani 1 1 d . . .
C4 C 1.0916(5) 0.2747(5) 0.6858(3) 0.0634(18) Uani 1 1 d . . .
H4 H 1.1016 0.2141 0.6900 0.076 Uiso 1 1 calc R . .
C35 C 0.5875(4) 1.1774(4) 0.5487(3) 0.072(2) Uani 1 1 d . . .
H35 H 0.5337 1.1590 0.5334 0.086 Uiso 1 1 calc R . .
C1 C 0.8781(4) 0.1853(4) 0.6571(3) 0.0651(19) Uani 1 1 d R . .
H1 H 0.8765 0.2468 0.6601 0.078 Uiso 1 1 calc R . .
C3 C 0.7865(8) 0.1858(12) 0.7253(6) 0.137(6) Uani 1 1 d . . .
H3A H 0.8187 0.2326 0.7477 0.206 Uiso 1 1 calc R . .
H3B H 0.7714 0.1443 0.7533 0.206 Uiso 1 1 calc R . .
H3C H 0.7378 0.2103 0.6999 0.206 Uiso 1 1 calc R . .
C9 C 1.1826(6) 0.0178(7) 0.6567(4) 0.091(3) Uani 1 1 d . . .
H9A H 1.1929 0.0774 0.6454 0.137 Uiso 1 1 calc R . .
H9B H 1.2185 -0.0221 0.6419 0.137 Uiso 1 1 calc R . .
H9C H 1.1925 0.0134 0.7002 0.137 Uiso 1 1 calc R . .
C5 C 1.1185(6) 0.4199(6) 0.7272(5) 0.084(3) Uani 1 1 d . . .
H5A H 1.0830 0.4365 0.6893 0.126 Uiso 1 1 calc R . .
H5B H 1.1701 0.4502 0.7317 0.126 Uiso 1 1 calc R . .
H5C H 1.0935 0.4359 0.7602 0.126 Uiso 1 1 calc R . .
C8 C 1.0700(8) -0.0918(5) 0.6428(4) 0.092(3) Uani 1 1 d . . .
H8A H 1.0543 -0.0913 0.6813 0.138 Uiso 1 1 calc R . .
H8B H 1.1124 -0.1350 0.6438 0.138 Uiso 1 1 calc R . .
H8C H 1.0233 -0.1066 0.6112 0.138 Uiso 1 1 calc R . .
C36 C 0.6954(7) 1.2764(7) 0.5441(5) 0.094(3) Uani 1 1 d . . .
H36A H 0.7288 1.2295 0.5654 0.141 Uiso 1 1 calc R . .
H36B H 0.6976 1.3266 0.5705 0.141 Uiso 1 1 calc R . .
H36C H 0.7156 1.2931 0.5090 0.141 Uiso 1 1 calc R . .
C2 C 0.8397(9) 0.0441(8) 0.6887(6) 0.127(5) Uani 1 1 d . . .
H2A H 0.8929 0.0258 0.6836 0.190 Uiso 1 1 calc R . .
H2B H 0.7982 0.0200 0.6563 0.190 Uiso 1 1 calc R . .
H2C H 0.8314 0.0229 0.7270 0.190 Uiso 1 1 calc R . .
C37 C 0.5614(8) 1.2944(8) 0.4763(6) 0.113(4) Uani 1 1 d . . .
H37A H 0.5284 1.2530 0.4490 0.170 Uiso 1 1 calc R . .
H37B H 0.5948 1.3279 0.4548 0.170 Uiso 1 1 calc R . .
H37C H 0.5263 1.3339 0.4923 0.170 Uiso 1 1 calc R . .
C6 C 1.1900(11) 0.2934(11) 0.7778(7) 0.173(9) Uani 1 1 d . . .
H6A H 1.1913 0.2298 0.7755 0.259 Uiso 1 1 calc R . .
H6B H 1.1752 0.3108 0.8149 0.259 Uiso 1 1 calc R . .
H6C H 1.2432 0.3167 0.7770 0.259 Uiso 1 1 calc R . .
C39 C 0.7199(13) 0.4287(14) 0.3057(10) 0.183(8) Uiso 1 1 d . . .
H39A H 0.7338 0.4906 0.3070 0.275 Uiso 1 1 calc R . .
H39B H 0.6644 0.4209 0.2833 0.275 Uiso 1 1 calc R . .
H39C H 0.7564 0.3965 0.2861 0.275 Uiso 1 1 calc R . .
C38 C 0.7299(7) 0.3870(9) 0.3835(6) 0.103(3) Uiso 1 1 d U . .
H38A H 0.7038 0.3307 0.3883 0.123 Uiso 1 1 calc R . .
H38B H 0.7266 0.4302 0.4148 0.123 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 O2 2.0593(12) . ?
Zn1 O5 2.0737(12) . ?
Zn1 O10 2.0839(11) 3_766 ?
Zn1 O11 2.0856(12) 1_545 ?
Zn1 O3 2.0956(11) . ?
Zn1 O1 2.0975(11) . ?
Zn2 O6 1.9465(12) . ?
Zn2 O12 1.9485(11) 1_545 ?
Zn2 O9 1.9585(12) 3_766 ?
Zn2 O4 2.0011(11) . ?
Zn3 O14 1.911(2) 3_676 ?
Zn3 O8 1.945(2) 2_656 ?
Zn3 O15 1.9628(13) . ?
Zn3 O18 1.9803(12) . ?
Zn4 O16 1.9363(13) . ?
Zn4 O7 1.959(2) 2_656 ?
Zn4 O13 1.9599(17) 3_676 ?
Zn4 O17 2.1643(12) . ?
O12 C30 1.280(5) . ?
O12 Zn2 1.9485(11) 1_565 ?
O10 C20 1.231(3) . ?
O10 Zn1 2.0839(11) 3_766 ?
O11 C30 1.241(5) . ?
O11 Zn1 2.0856(12) 1_565 ?
O9 C20 1.263(2) . ?
O9 Zn2 1.9585(12) 3_766 ?
O6 C10 1.256(2) . ?
O5 C10 1.248(2) . ?
O13 C33 1.248(6) . ?
O13 Zn4 1.9599(13) 3_676 ?
O15 C24 1.273(6) . ?
O7 C14 1.236(4) . ?
O7 Zn4 1.9586(12) 2_646 ?
O8 C14 1.264(5) . ?
O8 Zn3 1.9448(12) 2_646 ?
O3 C7 1.254(4) . ?
O18 C35 1.203(7) . ?
O2 C4 1.208(8) . ?
O14 C33 1.249(6) . ?
O14 Zn3 1.9113(12) 3_676 ?
O1 C1 1.208(6) . ?
O16 C24 1.258(6) . ?
O4 C38 2.005(12) . ?
C28 C27 1.390(2) . ?
C28 C29 1.396(5) . ?
C17 C11 1.378(5) . ?
C17 C16 1.393(5) . ?
C29 C31 1.398(6) . ?
C29 C30 1.503(7) . ?
C32 C34 1.384(6) . ?
C32 C31 1.387(6) . ?
C32 C33 1.499(7) . ?
C25 C23 1.390(6) . ?
C25 C18 1.405(6) . ?
C11 C12 1.386(6) . ?
C11 C10 1.525(5) . ?
N3 C7 1.308(5) . ?
N3 C9 1.442(10) . ?
N3 C8 1.481(9) . ?
C23 C26 1.405(3) . ?
C23 C24 1.509(6) . ?
C20 C19 1.501(5) . ?
C34 C27 1.402(3) . ?
C15 C16 1.387(5) . ?
C15 C13 1.3977 . ?
C26 C21 1.3938 . ?
C26 C27 1.4833 . ?
C13 C12 1.380(4) . ?
C13 C14 1.503(5) . ?
C21 C19 1.403(5) . ?
C19 C18 1.396(6) . ?
C18 C16 1.489(6) . ?
N2 C4 1.326(10) . ?
N2 C6 1.433(14) . ?
N2 C5 1.455(12) . ?
N4 C35 1.314(9) . ?
N4 C36 1.443(13) . ?
N4 C37 1.471(13) . ?
N1 C1 1.318(9) . ?
N1 C2 1.479(15) . ?
N1 C3 1.505(15) . ?
C39 C38 1.88(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
O2 Zn1 O5 86.5 . . ?
O2 Zn1 O10 89.0 . 3_766 ?
O5 Zn1 O10 94.4 . 3_766 ?
O2 Zn1 O11 178.66(6) . 1_545 ?
O5 Zn1 O11 92.1 . 1_545 ?
O10 Zn1 O11 91.1 3_766 1_545 ?
O2 Zn1 O3 91.0 . . ?
O5 Zn1 O3 175.09(6) . . ?
O10 Zn1 O3 89.8 3_766 . ?
O11 Zn1 O3 90.3 1_545 . ?
O2 Zn1 O1 93.5 . . ?
O5 Zn1 O1 89.7 . . ?
O10 Zn1 O1 175.3 3_766 . ?
O11 Zn1 O1 86.5 1_545 . ?
O3 Zn1 O1 86.2 . . ?
O6 Zn2 O12 114.82(6) . 1_545 ?
O6 Zn2 O9 115.7 . 3_766 ?
O12 Zn2 O9 112.8 1_545 3_766 ?
O6 Zn2 O4 105.19(6) . . ?
O12 Zn2 O4 104.12(6) 1_545 . ?
O9 Zn2 O4 102.34(5) 3_766 . ?
O14 Zn3 O8 123.68(6) 3_676 2_656 ?
O14 Zn3 O15 110.36(9) 3_676 . ?
O8 Zn3 O15 105.22(8) 2_656 . ?
O14 Zn3 O18 107.65(9) 3_676 . ?
O8 Zn3 O18 108.74(7) 2_656 . ?
O15 Zn3 O18 98.25(7) . . ?
O16 Zn4 O7 110.07(8) . 2_656 ?
O16 Zn4 O13 110.12(9) . 3_676 ?
O7 Zn4 O13 105.5 2_656 3_676 ?
O16 Zn4 O17 111.24(6) . . ?
O7 Zn4 O17 110.83(6) 2_656 . ?
O13 Zn4 O17 108.91(5) 3_676 . ?
C30 O12 Zn2 123.3(2) . 1_565 ?
C20 O10 Zn1 135.44(13) . 3_766 ?
C30 O11 Zn1 129.1(2) . 1_565 ?
C20 O9 Zn2 119.84(13) . 3_766 ?
C10 O6 Zn2 116.83(12) . . ?
C10 O5 Zn1 135.50(12) . . ?
C33 O13 Zn4 134.7(3) . 3_676 ?
C24 O15 Zn3 133.9(2) . . ?
C14 O7 Zn4 143.0(2) . 2_646 ?
C14 O8 Zn3 124.29(19) . 2_646 ?
C7 O3 Zn1 121.0(2) . . ?
C35 O18 Zn3 123.8(3) . . ?
C4 O2 Zn1 128.1(4) . . ?
C33 O14 Zn3 130.2(2) . 3_676 ?
C1 O1 Zn1 125.6(3) . . ?
C24 O16 Zn4 130.8(3) . . ?
C38 O4 Zn2 87.9(4) . . ?
C27 C28 C29 121.4(2) . . ?
C11 C17 C16 120.4(3) . . ?
C28 C29 C31 119.3(4) . . ?
C28 C29 C30 120.0(4) . . ?
C31 C29 C30 120.7(4) . . ?
C34 C32 C31 120.6(4) . . ?
C34 C32 C33 120.0(4) . . ?
C31 C32 C33 119.3(4) . . ?
C23 C25 C18 121.8(4) . . ?
C17 C11 C12 120.2(4) . . ?
C17 C11 C10 120.3(4) . . ?
C12 C11 C10 119.5(4) . . ?
C7 N3 C9 121.6(5) . . ?
C7 N3 C8 118.9(5) . . ?
C9 N3 C8 119.4(6) . . ?
C25 C23 C26 120.0(3) . . ?
C25 C23 C24 115.9(3) . . ?
C26 C23 C24 124.0(3) . . ?
O10 C20 O9 127.0(2) . . ?
O10 C20 C19 117.7(3) . . ?
O9 C20 C19 115.3(3) . . ?
O5 C10 O6 125.2(2) . . ?
O5 C10 C11 118.2(3) . . ?
O6 C10 C11 116.6(3) . . ?
C32 C34 C27 120.6(3) . . ?
O11 C30 O12 125.9(4) . . ?
O11 C30 C29 119.0(4) . . ?
O12 C30 C29 115.1(4) . . ?
C16 C15 C13 119.6(2) . . ?
C21 C26 C23 118.32(13) . . ?
C21 C26 C27 117.3 . . ?
C23 C26 C27 124.33(13) . . ?
C28 C27 C34 118.37(18) . . ?
C28 C27 C26 119.54(10) . . ?
C34 C27 C26 121.90(13) . . ?
C12 C13 C15 120.38(15) . . ?
C12 C13 C14 118.8(3) . . ?
C15 C13 C14 120.85(19) . . ?
C26 C21 C19 121.6(2) . . ?
C18 C19 C21 120.2(4) . . ?
C18 C19 C20 123.6(4) . . ?
C21 C19 C20 116.2(3) . . ?
C32 C31 C29 119.6(3) . . ?
C19 C18 C25 118.1(4) . . ?
C19 C18 C16 122.6(3) . . ?
C25 C18 C16 119.0(3) . . ?
C13 C12 C11 119.8(3) . . ?
C15 C16 C17 119.5(4) . . ?
C15 C16 C18 121.1(4) . . ?
C17 C16 C18 119.3(4) . . ?
O13 C33 O14 126.1(4) . . ?
O13 C33 C32 116.3(4) . . ?
O14 C33 C32 117.6(4) . . ?
O16 C24 O15 125.6(4) . . ?
O16 C24 C23 117.4(4) . . ?
O15 C24 C23 116.9(4) . . ?
O7 C14 O8 126.1(3) . . ?
O7 C14 C13 116.8(3) . . ?
O8 C14 C13 117.1(3) . . ?
O3 C7 N3 123.8(4) . . ?
C4 N2 C6 121.7(10) . . ?
C4 N2 C5 122.1(8) . . ?
C6 N2 C5 116.2(9) . . ?
C35 N4 C36 121.8(8) . . ?
C35 N4 C37 121.2(8) . . ?
C36 N4 C37 116.8(9) . . ?
C1 N1 C2 120.3(9) . . ?
C1 N1 C3 120.1(10) . . ?
C2 N1 C3 119.4(9) . . ?
O2 C4 N2 124.7(8) . . ?
O18 C35 N4 123.3(6) . . ?
O1 C1 N1 125.1(6) . . ?
C39 C38 O4 65.7(8) . . ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        73.35
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         2.838
_refine_diff_density_min         -1.612
_refine_diff_density_rms         0.153
# SQUEEZE RESULTS (APPEND TO CIF)
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
1 0.000 0.000 0.000 942.5 180.3
2 0.500 0.500 0.500 942.4 181.0
_platon_squeeze_details          
;
;
