# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_rrindno3_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1498320'
_audit_update_record             
;
2016-08-09 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;
_audit_creation_date             2015-08-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        IND.Zn
_chemical_formula_moiety         'C40 H38 Cl2 N2 O10 Zn'
_chemical_formula_sum            'C40 H38 Cl2 N2 O10 Zn'
_chemical_formula_weight         842.99
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   29.2403(13)
_cell_length_b                   5.3028(2)
_cell_length_c                   24.3344(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.895(3)
_cell_angle_gamma                90.00
_cell_volume                     3772.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3177
_cell_measurement_temperature    100
_cell_measurement_theta_max      20.63
_cell_measurement_theta_min      2.79
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1006 before and 0.0527 after correction.
The Ratio of minimum to maximum transmission is 0.9260.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1744
_exptl_crystal_preparation       'ADDITION OF METHANOLIC SOLUTION'
_exptl_crystal_recrystallization_method 'SOLVOTHERMAL AT 70C'
_exptl_crystal_size_max          0.76
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            22634
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         1.39
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_target            Mo
_diffrn_special_details          'METHANOL SOLVENT'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                2558
_reflns_number_total             3584
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3584
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.117
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0726P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1361
_refine_special_details          '3 restraints'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O5-H5
 0.85 with sigma of 0.01
 C20-H5
 1.8804 with sigma of 0.02
 Zn1-H5
 2.605558 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
3.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C16(H16), C3(H3), C14(H14), C5(H5A), C2(H2), C6(H6)
3.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C17(H17A,H17B,H17C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.5000 0.56376(10) 0.7500 0.0299(2) Uani 1 d . . 2 DS T P
Cl1 Cl 0.84880(4) 1.3184(3) 0.74173(5) 0.0684(4) Uani 1 d . . 1 . . .
O3 O 0.55547(8) 0.6611(4) 0.69745(10) 0.0337(6) Uani 1 d . . 1 . . .
O4 O 0.49108(8) 0.8668(4) 0.68962(10) 0.0312(6) Uani 1 d . . 1 . . .
O1 O 0.72772(9) 0.9820(5) 0.52210(10) 0.0423(7) Uani 1 d . . 1 . . .
O5 O 0.46176(9) 0.3133(4) 0.70771(12) 0.0449(7) Uani 1 d . . 1 D . .
H5 H 0.4705(10) 0.163(3) 0.7003(15) 0.067 Uiso 1 d . . 1 DR . .
O2 O 0.54713(9) 0.2538(5) 0.49522(12) 0.0449(7) Uani 1 d . . 1 . . .
N1 N 0.66903(9) 0.9458(5) 0.58101(10) 0.0259(6) Uani 1 d . . 1 . . .
C9 C 0.59716(11) 0.9567(6) 0.61307(13) 0.0262(7) Uani 1 d . . 1 . . .
C8 C 0.63914(11) 1.0644(6) 0.61807(12) 0.0248(7) Uani 1 d . . 1 . . .
C10 C 0.59926(11) 0.7623(6) 0.57193(13) 0.0257(7) Uani 1 d . . 1 . . .
C11 C 0.64380(11) 0.7642(6) 0.55085(13) 0.0259(7) Uani 1 d . . 1 . . .
C19 C 0.53309(11) 0.8399(6) 0.67746(13) 0.0251(7) Uani 1 d . . 1 . . .
C4 C 0.74448(11) 1.1013(7) 0.61321(14) 0.0314(8) Uani 1 d . . 1 . . .
C13 C 0.65688(12) 0.5954(6) 0.51067(14) 0.0322(8) Uani 1 d . . 1 . . .
H13 H 0.6870 0.5973 0.4967 0.039 Uiso 1 calc . . 1 R . .
C7 C 0.71355(12) 1.0121(6) 0.56833(14) 0.0295(8) Uani 1 d . . 1 . . .
C18 C 0.55444(11) 1.0343(6) 0.64084(14) 0.0293(8) Uani 1 d . . 1 . . .
H18A H 0.5317 1.0829 0.6122 0.035 Uiso 1 calc . . 1 R . .
H18B H 0.5612 1.1863 0.6631 0.035 Uiso 1 calc . . 1 R . .
C16 C 0.56752(12) 0.5900(6) 0.55175(14) 0.0312(8) Uani 1 d . . 1 . . .
H16 H 0.5372 0.5883 0.5653 0.037 Uiso 1 calc . . 1 R . .
C12 C 0.65233(12) 1.2901(6) 0.65164(14) 0.0314(8) Uani 1 d . . 1 . . .
H12A H 0.6708 1.2364 0.6835 0.047 Uiso 1 calc . . 1 GR . .
H12B H 0.6247 1.3752 0.6643 0.047 Uiso 1 calc . . 1 GR . .
H12C H 0.6701 1.4066 0.6291 0.047 Uiso 1 calc . . 1 GR . .
C15 C 0.58040(12) 0.4208(6) 0.51171(14) 0.0320(8) Uani 1 d . . 1 . . .
C3 C 0.74644(13) 0.9767(7) 0.66332(15) 0.0366(9) Uani 1 d . . 1 . . .
H3 H 0.7254 0.8448 0.6705 0.044 Uiso 1 calc . . 1 R . .
C14 C 0.62471(12) 0.4236(7) 0.49142(15) 0.0349(8) Uani 1 d . . 1 . . .
H14 H 0.6330 0.3057 0.4639 0.042 Uiso 1 calc . . 1 R . .
C5 C 0.77516(13) 1.2950(7) 0.60272(16) 0.0419(10) Uani 1 d . . 1 . . .
H5A H 0.7745 1.3788 0.5682 0.050 Uiso 1 calc . . 1 R . .
C2 C 0.77854(13) 1.0420(8) 0.70275(16) 0.0439(10) Uani 1 d . . 1 . . .
H2 H 0.7802 0.9539 0.7367 0.053 Uiso 1 calc . . 1 R . .
C1 C 0.80818(13) 1.2374(8) 0.69211(16) 0.0417(10) Uani 1 d . . 1 . . .
C17 C 0.55824(15) 0.0743(8) 0.45403(16) 0.0468(10) Uani 1 d . . 1 . . .
H17A H 0.5641 0.1620 0.4194 0.070 Uiso 1 calc . . 1 GR . .
H17B H 0.5327 -0.0431 0.4488 0.070 Uiso 1 calc . . 1 GR . .
H17C H 0.5856 -0.0195 0.4655 0.070 Uiso 1 calc . . 1 GR . .
C6 C 0.80654(14) 1.3646(8) 0.64288(17) 0.0486(11) Uani 1 d . . 1 . . .
H6 H 0.8270 1.5003 0.6365 0.058 Uiso 1 calc . . 1 R . .
C20 C 0.42486(18) 0.3746(9) 0.6718(3) 0.0814(18) Uani 1 d . . 1 D . .
H20A H 0.4352 0.3698 0.6337 0.122 Uiso 1 calc . . 1 GR . .
H20B H 0.4137 0.5441 0.6803 0.122 Uiso 1 calc . . 1 GR . .
H20C H 0.4001 0.2522 0.6765 0.122 Uiso 1 calc . . 1 GR . .


_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 O3 2.144(2) . ?
Zn1 O3 2.144(2) 2_656 ?
Zn1 O4 2.190(2) . ?
Zn1 O4 2.190(2) 2_656 ?
Zn1 O5 2.009(3) . ?
Zn1 O5 2.009(3) 2_656 ?
Zn1 C19 2.500(3) 2_656 ?
Cl1 C1 1.734(4) . ?
O3 C19 1.247(4) . ?
O4 C19 1.276(4) . ?
O1 C7 1.215(4) . ?
O5 H5 0.856(9) . ?
O5 C20 1.416(5) . ?
O2 C15 1.371(4) . ?
O2 C17 1.423(5) . ?
N1 C8 1.413(4) . ?
N1 C11 1.412(4) . ?
N1 C7 1.388(4) . ?
C9 C8 1.358(4) . ?
C9 C10 1.439(5) . ?
C9 C18 1.488(5) . ?
C8 C12 1.496(5) . ?
C10 C11 1.407(4) . ?
C10 C16 1.387(5) . ?
C11 C13 1.384(5) . ?
C19 C18 1.505(5) . ?
C4 C7 1.484(5) . ?
C4 C3 1.387(5) . ?
C4 C5 1.390(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.386(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C16 H16 0.9500 . ?
C16 C15 1.381(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C15 C14 1.394(5) . ?
C3 H3 0.9500 . ?
C3 C2 1.376(5) . ?
C14 H14 0.9500 . ?
C5 H5A 0.9500 . ?
C5 C6 1.380(5) . ?
C2 H2 0.9500 . ?
C2 C1 1.378(6) . ?
C1 C6 1.375(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C6 H6 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
O3 Zn1 O3 152.14(13) 2_656 . ?
O3 Zn1 O4 98.06(9) 2_656 . ?
O3 Zn1 O4 60.43(9) 2_656 2_656 ?
O3 Zn1 O4 60.44(9) . . ?
O3 Zn1 O4 98.06(9) . 2_656 ?
O3 Zn1 C19 29.91(9) 2_656 2_656 ?
O3 Zn1 C19 125.79(10) . 2_656 ?
O4 Zn1 O4 85.61(12) . 2_656 ?
O4 Zn1 C19 90.03(9) . 2_656 ?
O4 Zn1 C19 30.67(9) 2_656 2_656 ?
O5 Zn1 O3 105.88(11) 2_656 2_656 ?
O5 Zn1 O3 105.88(11) . . ?
O5 Zn1 O3 92.55(10) 2_656 . ?
O5 Zn1 O3 92.55(10) . 2_656 ?
O5 Zn1 O4 94.69(10) . . ?
O5 Zn1 O4 94.69(10) 2_656 2_656 ?
O5 Zn1 O4 152.63(10) . 2_656 ?
O5 Zn1 O4 152.63(10) 2_656 . ?
O5 Zn1 O5 97.25(15) 2_656 . ?
O5 Zn1 C19 104.11(11) 2_656 2_656 ?
O5 Zn1 C19 122.04(11) . 2_656 ?
C19 O3 Zn1 91.0(2) . . ?
C19 O4 Zn1 88.19(19) . . ?
Zn1 O5 H5 123.9(14) . . ?
C20 O5 Zn1 125.3(2) . . ?
C20 O5 H5 108.1(14) . . ?
C15 O2 C17 118.0(3) . . ?
C11 N1 C8 108.2(3) . . ?
C7 N1 C8 128.4(3) . . ?
C7 N1 C11 122.8(3) . . ?
C8 C9 C10 108.4(3) . . ?
C8 C9 C18 127.4(3) . . ?
C10 C9 C18 124.0(3) . . ?
N1 C8 C12 123.2(3) . . ?
C9 C8 N1 108.8(3) . . ?
C9 C8 C12 127.6(3) . . ?
C11 C10 C9 107.4(3) . . ?
C16 C10 C9 133.1(3) . . ?
C16 C10 C11 119.6(3) . . ?
C10 C11 N1 107.1(3) . . ?
C13 C11 N1 131.3(3) . . ?
C13 C11 C10 121.4(3) . . ?
O3 C19 O4 119.7(3) . . ?
O3 C19 C18 122.1(3) . . ?
O4 C19 C18 118.1(3) . . ?
C3 C4 C7 120.8(3) . . ?
C3 C4 C5 119.7(3) . . ?
C5 C4 C7 119.2(3) . . ?
C11 C13 H13 121.0 . . ?
C11 C13 C14 118.1(3) . . ?
C14 C13 H13 121.0 . . ?
O1 C7 N1 120.5(3) . . ?
O1 C7 C4 120.7(3) . . ?
N1 C7 C4 118.7(3) . . ?
C9 C18 C19 116.0(3) . . ?
C9 C18 H18A 108.3 . . ?
C9 C18 H18B 108.3 . . ?
C19 C18 H18A 108.3 . . ?
C19 C18 H18B 108.3 . . ?
H18A C18 H18B 107.4 . . ?
C10 C16 H16 120.3 . . ?
C15 C16 C10 119.3(3) . . ?
C15 C16 H16 120.3 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C15 C16 115.2(3) . . ?
O2 C15 C14 124.2(3) . . ?
C16 C15 C14 120.5(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 C4 120.8(4) . . ?
C2 C3 H3 119.6 . . ?
C13 C14 C15 121.1(3) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C4 C5 H5A 120.3 . . ?
C6 C5 C4 119.4(4) . . ?
C6 C5 H5A 120.3 . . ?
C3 C2 H2 120.6 . . ?
C3 C2 C1 118.8(4) . . ?
C1 C2 H2 120.6 . . ?
C2 C1 Cl1 118.8(3) . . ?
C6 C1 Cl1 120.0(3) . . ?
C6 C1 C2 121.3(4) . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C6 H6 120.0 . . ?
C1 C6 C5 120.0(4) . . ?
C1 C6 H6 120.0 . . ?
O5 C20 H20A 109.5 . . ?
O5 C20 H20B 109.5 . . ?
O5 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5 O4 0.856(9) 1.705(10) 2.559(3) 175(2) 1_545
C13 H13 O1 0.95 2.44 2.924(4) 111.7 .
C13 H13 O1 0.95 2.58 3.504(4) 165.5 7_666
C18 H18B O3 0.99 2.66 3.598(4) 158.5 1_565
C12 H12A Cl1 0.98 2.93 3.605(4) 126.8 4_646
C20 H20B Cl1 0.98 2.83 3.674(6) 144.1 3_445

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O3 C19 O4 -7.6(3) . . . . ?
Zn1 O3 C19 C18 169.8(3) . . . . ?
Zn1 O4 C19 O3 7.5(3) . . . . ?
Zn1 O4 C19 C18 -170.0(3) . . . . ?
Cl1 C1 C6 C5 178.0(3) . . . . ?
O3 Zn1 O3 C19 -38.82(18) 2_656 . . . ?
O3 Zn1 O4 C19 -4.34(18) . . . . ?
O3 Zn1 O4 C19 156.80(18) 2_656 . . . ?
O3 Zn1 O5 C20 -89.6(4) . . . . ?
O3 Zn1 O5 C20 69.3(4) 2_656 . . . ?
O3 C19 C18 C9 21.9(5) . . . . ?
O4 Zn1 O3 C19 -75.8(2) 2_656 . . . ?
O4 Zn1 O3 C19 4.44(18) . . . . ?
O4 Zn1 O4 C19 97.51(19) 2_656 . . . ?
O4 Zn1 O5 C20 60.5(5) 2_656 . . . ?
O4 Zn1 O5 C20 -29.1(4) . . . . ?
O4 C19 C18 C9 -160.6(3) . . . . ?
O5 Zn1 O3 C19 90.8(2) . . . . ?
O5 Zn1 O3 C19 -170.9(2) 2_656 . . . ?
O5 Zn1 O4 C19 -109.95(19) . . . . ?
O5 Zn1 O4 C19 5.8(3) 2_656 . . . ?
O5 Zn1 O5 C20 175.6(4) 2_656 . . . ?
O2 C15 C14 C13 -178.9(3) . . . . ?
N1 C11 C13 C14 174.8(3) . . . . ?
C9 C10 C11 N1 3.5(3) . . . . ?
C9 C10 C11 C13 179.2(3) . . . . ?
C9 C10 C16 C15 -179.1(3) . . . . ?
C8 N1 C11 C10 -3.4(3) . . . . ?
C8 N1 C11 C13 -178.6(3) . . . . ?
C8 N1 C7 O1 -145.6(3) . . . . ?
C8 N1 C7 C4 39.2(5) . . . . ?
C8 C9 C10 C11 -2.3(4) . . . . ?
C8 C9 C10 C16 177.6(3) . . . . ?
C8 C9 C18 C19 -119.5(4) . . . . ?
C10 C9 C8 N1 0.1(4) . . . . ?
C10 C9 C8 C12 173.6(3) . . . . ?
C10 C9 C18 C19 66.1(4) . . . . ?
C10 C11 C13 C14 0.2(5) . . . . ?
C10 C16 C15 O2 178.5(3) . . . . ?
C10 C16 C15 C14 -0.4(5) . . . . ?
C11 N1 C8 C9 2.1(3) . . . . ?
C11 N1 C8 C12 -171.8(3) . . . . ?
C11 N1 C7 O1 23.9(5) . . . . ?
C11 N1 C7 C4 -151.3(3) . . . . ?
C11 C10 C16 C15 0.8(5) . . . . ?
C11 C13 C14 C15 0.2(5) . . . . ?
C19 Zn1 O3 C19 -61.5(3) 2_656 . . . ?
C19 Zn1 O4 C19 127.89(18) 2_656 . . . ?
C19 Zn1 O5 C20 63.9(4) 2_656 . . . ?
C4 C3 C2 C1 1.4(6) . . . . ?
C4 C5 C6 C1 2.0(6) . . . . ?
C7 N1 C8 C9 172.8(3) . . . . ?
C7 N1 C8 C12 -1.0(5) . . . . ?
C7 N1 C11 C10 -174.8(3) . . . . ?
C7 N1 C11 C13 10.1(5) . . . . ?
C7 C4 C3 C2 172.9(3) . . . . ?
C7 C4 C5 C6 -174.7(3) . . . . ?
C18 C9 C8 N1 -175.0(3) . . . . ?
C18 C9 C8 C12 -1.5(5) . . . . ?
C18 C9 C10 C11 173.0(3) . . . . ?
C18 C9 C10 C16 -7.1(6) . . . . ?
C16 C10 C11 N1 -176.4(3) . . . . ?
C16 C10 C11 C13 -0.7(5) . . . . ?
C16 C15 C14 C13 -0.1(5) . . . . ?
C3 C4 C7 O1 -130.5(4) . . . . ?
C3 C4 C7 N1 44.7(5) . . . . ?
C3 C4 C5 C6 -1.4(6) . . . . ?
C3 C2 C1 Cl1 -179.7(3) . . . . ?
C3 C2 C1 C6 -0.8(6) . . . . ?
C5 C4 C7 O1 42.7(5) . . . . ?
C5 C4 C7 N1 -142.1(3) . . . . ?
C5 C4 C3 C2 -0.3(5) . . . . ?
C2 C1 C6 C5 -0.8(6) . . . . ?
C17 O2 C15 C16 180.0(3) . . . . ?
C17 O2 C15 C14 -1.1(5) . . . . ?

_olex2_date_sample_completion    2015-03-30
_olex2_date_sample_data_collection 2015-03-30
_olex2_date_sample_submission    2015-03-30
_olex2_exptl_crystal_mounting_method 'FIBRE LOOP'
_olex2_submission_original_sample_id IND.Zn
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_rr02_t08no3_0m_b
_database_code_depnum_ccdc_archive 'CCDC 1498321'
_audit_update_record             
;
2016-08-09 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;
_audit_creation_date             2015-08-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        FLR.Zn
_chemical_formula_moiety         'C30 H28 F2 O6 Zn'
_chemical_formula_sum            'C30 H28 F2 O6 Zn'
_chemical_formula_weight         587.89
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z'

_cell_length_a                   9.9111(10)
_cell_length_b                   6.1719(6)
_cell_length_c                   21.436(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.592(8)
_cell_angle_gamma                90.00
_cell_volume                     1310.8(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1617
_cell_measurement_temperature    100
_cell_measurement_theta_max      18.58
_cell_measurement_theta_min      2.85
_exptl_absorpt_coefficient_mu    0.995
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6292
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.0980 before and 0.0707 after correction. The Ratio of minimum to maximum transmission is 0.8443. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             608
_exptl_crystal_preparation       'ADDITION OF METHANOLIC SOLUTION'
_exptl_crystal_recrystallization_method 
'MeOH-DMF (1 :1) in long tube by slow evaporation method'
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_unetI/netI     0.0806
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            7699
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.85
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_special_details          'WATER SOLVENT'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                1988
_reflns_number_total             2315
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.847
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.116
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_coef       0.018(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         2315
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0690
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1297P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1766
_refine_ls_wR_factor_ref         0.1869
_refine_special_details          '1 restraints'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Rotating group:
 O3(H3A,H3B)
2.b Ternary CH refined with riding coordinates:
 C13(H13)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C8(H8), C5(H5), C6(H6), C9(H9), C1(H1), C2(H2), C3(H3)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.5000 0.43482(9) 0.5000 0.0294(4) Uani 1 d . . 2 S T P
O1 O 0.6286(5) 0.8318(9) 0.5572(3) 0.0404(13) Uani 1 d . . 1 . . .
O3 O 0.3473(5) 0.2314(10) 0.4915(3) 0.0479(15) Uani 1 d . . 1 . . .
H3A H 0.3146 0.1996 0.5278 0.072 Uiso 1 d . . 1 GR . .
H3B H 0.3731 0.1109 0.4743 0.072 Uiso 1 d . . 1 GR . .
O2 O 0.4714(6) 0.5865(9) 0.5761(2) 0.0393(13) Uani 1 d . . 1 . . .
F1 F 0.4974(7) 0.2183(11) 0.7719(3) 0.0852(19) Uani 1 d . . 1 . . .
C13 C 0.5020(7) 0.8732(11) 0.6493(3) 0.0341(18) Uani 1 d . . 1 . . .
H13 H 0.5497 1.0159 0.6507 0.041 Uiso 1 calc . . 1 R . .
C15 C 0.5363(7) 0.7567(11) 0.5904(3) 0.0300(16) Uani 1 d . . 1 . . .
C11 C 0.4998(7) 0.5315(13) 0.7154(4) 0.0353(17) Uani 1 d . . 1 . . .
H11 H 0.4316 0.4740 0.6882 0.042 Uiso 1 calc . . 1 R . .
C10 C 0.5495(7) 0.7367(12) 0.7054(3) 0.0320(16) Uani 1 d . . 1 . . .
C4 C 0.7061(8) 0.3429(13) 0.8576(3) 0.0370(18) Uani 1 d . . 1 . . .
C7 C 0.6481(7) 0.4844(11) 0.8064(4) 0.036(2) Uani 1 d . . 1 . . .
C12 C 0.5491(7) 0.4086(16) 0.7652(3) 0.0351(18) Uani 1 d . . 1 . . .
C8 C 0.6948(7) 0.6910(14) 0.7965(4) 0.0395(19) Uani 1 d . . 1 . . .
H8 H 0.7611 0.7496 0.8246 0.047 Uiso 1 calc . . 1 R . .
C5 C 0.6215(9) 0.2263(15) 0.8978(4) 0.047(2) Uani 1 d . . 1 . . .
H5 H 0.5263 0.2363 0.8921 0.056 Uiso 1 calc . . 1 R . .
C14 C 0.3479(7) 0.912(2) 0.6522(4) 0.046(2) Uani 1 d . . 1 . . .
H14A H 0.3217 1.0284 0.6231 0.069 Uiso 1 calc . . 1 GR . .
H14B H 0.3248 0.9538 0.6947 0.069 Uiso 1 calc . . 1 GR . .
H14C H 0.2997 0.7789 0.6405 0.069 Uiso 1 calc . . 1 GR . .
C6 C 0.6744(10) 0.0997(16) 0.9446(4) 0.054(2) Uani 1 d . . 1 . . .
H6 H 0.6177 0.0223 0.9718 0.064 Uiso 1 calc . . 1 R . .
C9 C 0.6477(7) 0.8176(13) 0.7464(4) 0.0360(17) Uani 1 d . . 1 . . .
H9 H 0.6830 0.9590 0.7404 0.043 Uiso 1 calc . . 1 R . .
C1 C 0.8201(11) 0.0876(17) 0.9514(5) 0.061(3) Uani 1 d . . 1 . . .
H1 H 0.8598 -0.0002 0.9833 0.073 Uiso 1 calc . . 1 R . .
C2 C 0.8984(9) 0.1970(16) 0.9136(4) 0.051(2) Uani 1 d . . 1 . . .
H2 H 0.9938 0.1877 0.9185 0.061 Uiso 1 calc . . 1 R . .
C3 C 0.8399(8) 0.3281(15) 0.8660(4) 0.046(2) Uani 1 d . . 1 . . .
H3 H 0.8969 0.4073 0.8394 0.056 Uiso 1 calc . . 1 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 O3 1.970(5) . ?
Zn1 O3 1.970(5) 2_656 ?
Zn1 O2 1.908(5) 2_656 ?
Zn1 O2 1.908(5) . ?
O1 C15 1.262(9) . ?
O3 H3A 0.8730 . ?
O3 H3B 0.8720 . ?
O2 C15 1.265(9) . ?
F1 C12 1.291(12) . ?
C13 H13 1.0000 . ?
C13 C15 1.501(10) . ?
C13 C10 1.530(10) . ?
C13 C14 1.549(10) . ?
C11 H11 0.9500 . ?
C11 C10 1.378(11) . ?
C11 C12 1.388(11) . ?
C10 C9 1.386(11) . ?
C4 C7 1.504(10) . ?
C4 C5 1.416(12) . ?
C4 C3 1.336(11) . ?
C7 C12 1.383(10) . ?
C7 C8 1.375(11) . ?
C8 H8 0.9500 . ?
C8 C9 1.399(12) . ?
C5 H5 0.9500 . ?
C5 C6 1.365(12) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C6 H6 0.9500 . ?
C6 C1 1.449(14) . ?
C9 H9 0.9500 . ?
C1 H1 0.9500 . ?
C1 C2 1.322(14) . ?
C2 H2 0.9500 . ?
C2 C3 1.414(12) . ?
C3 H3 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
O3 Zn1 O3 100.9(3) . 2_656 ?
O2 Zn1 O3 105.1(2) . . ?
O2 Zn1 O3 111.4(3) . 2_656 ?
O2 Zn1 O3 105.1(2) 2_656 2_656 ?
O2 Zn1 O3 111.4(3) 2_656 . ?
O2 Zn1 O2 121.2(3) 2_656 . ?
Zn1 O3 H3A 111.4 . . ?
Zn1 O3 H3B 110.4 . . ?
H3A O3 H3B 107.8 . . ?
C15 O2 Zn1 121.9(5) . . ?
C15 C13 H13 109.1 . . ?
C15 C13 C10 109.0(6) . . ?
C15 C13 C14 110.7(6) . . ?
C10 C13 H13 109.1 . . ?
C10 C13 C14 109.7(7) . . ?
C14 C13 H13 109.1 . . ?
O1 C15 O2 122.7(7) . . ?
O1 C15 C13 118.9(6) . . ?
O2 C15 C13 118.4(6) . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.2(7) . . ?
C12 C11 H11 119.9 . . ?
C11 C10 C13 121.7(7) . . ?
C11 C10 C9 118.7(7) . . ?
C9 C10 C13 119.6(7) . . ?
C5 C4 C7 121.2(7) . . ?
C3 C4 C7 119.7(8) . . ?
C3 C4 C5 119.0(8) . . ?
C12 C7 C4 121.3(7) . . ?
C8 C7 C4 121.9(7) . . ?
C8 C7 C12 116.8(7) . . ?
F1 C12 C11 116.7(7) . . ?
F1 C12 C7 121.0(8) . . ?
C7 C12 C11 122.3(8) . . ?
C7 C8 H8 119.0 . . ?
C7 C8 C9 122.0(7) . . ?
C9 C8 H8 119.0 . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.1(9) . . ?
C6 C5 H5 119.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C6 H6 121.2 . . ?
C5 C6 C1 117.6(9) . . ?
C1 C6 H6 121.2 . . ?
C10 C9 C8 120.0(7) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C6 C1 H1 119.6 . . ?
C2 C1 C6 120.9(9) . . ?
C2 C1 H1 119.6 . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.8(9) . . ?
C3 C2 H2 120.1 . . ?
C4 C3 C2 121.5(9) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3A O1 0.87 2.13 2.690(8) 121.6 3_445
O3 H3B O1 0.87 1.85 2.691(8) 161.6 2_646
C11 H11 O2 0.95 2.54 3.012(9) 110.7 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O2 C15 O1 -3.6(10) . . . . ?
Zn1 O2 C15 C13 176.5(5) . . . . ?
O3 Zn1 O2 C15 84.9(6) 2_656 . . . ?
O3 Zn1 O2 C15 -166.7(5) . . . . ?
O2 Zn1 O2 C15 -39.5(5) 2_656 . . . ?
C13 C10 C9 C8 -177.9(7) . . . . ?
C15 C13 C10 C11 -61.1(9) . . . . ?
C15 C13 C10 C9 117.1(7) . . . . ?
C11 C10 C9 C8 0.3(11) . . . . ?
C10 C13 C15 O1 -109.4(7) . . . . ?
C10 C13 C15 O2 70.4(8) . . . . ?
C10 C11 C12 F1 179.7(7) . . . . ?
C10 C11 C12 C7 0.2(12) . . . . ?
C4 C7 C12 F1 4.4(11) . . . . ?
C4 C7 C12 C11 -176.1(7) . . . . ?
C4 C7 C8 C9 175.5(7) . . . . ?
C4 C5 C6 C1 -0.5(14) . . . . ?
C7 C4 C5 C6 -179.3(8) . . . . ?
C7 C4 C3 C2 179.9(8) . . . . ?
C7 C8 C9 C10 1.0(12) . . . . ?
C12 C11 C10 C13 177.3(7) . . . . ?
C12 C11 C10 C9 -0.8(11) . . . . ?
C12 C7 C8 C9 -1.7(11) . . . . ?
C8 C7 C12 F1 -178.4(7) . . . . ?
C8 C7 C12 C11 1.1(11) . . . . ?
C5 C4 C7 C12 -49.6(11) . . . . ?
C5 C4 C7 C8 133.4(8) . . . . ?
C5 C4 C3 C2 0.7(13) . . . . ?
C5 C6 C1 C2 0.5(15) . . . . ?
C14 C13 C15 O1 129.8(8) . . . . ?
C14 C13 C15 O2 -50.3(9) . . . . ?
C14 C13 C10 C11 60.3(9) . . . . ?
C14 C13 C10 C9 -121.6(8) . . . . ?
C6 C1 C2 C3 0.0(15) . . . . ?
C1 C2 C3 C4 -0.6(15) . . . . ?
C3 C4 C7 C12 131.2(9) . . . . ?
C3 C4 C7 C8 -45.8(11) . . . . ?
C3 C4 C5 C6 -0.1(13) . . . . ?

_olex2_date_sample_completion    2015-04-02
_olex2_date_sample_data_collection 2015-04-02
_olex2_date_sample_submission    2015-04-02
_olex2_exptl_crystal_mounting_method 'FIBRE LOOP'
_olex2_submission_original_sample_id FLR.Zn
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_t07no3_a
_database_code_depnum_ccdc_archive 'CCDC 1498322'
_audit_update_record             
;
2016-08-09 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;
_audit_creation_date             2015-08-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        IBU.Zn
_chemical_formula_moiety         'C26 H20 O6 Zn'
_chemical_formula_sum            'C26 H20 O6 Zn'
_chemical_formula_weight         493.79
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   9.8322(13)
_cell_length_b                   5.9632(9)
_cell_length_c                   45.904(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.423(10)
_cell_angle_gamma                90.00
_cell_volume                     2689.0(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    947
_cell_measurement_temperature    100
_cell_measurement_theta_max      15.25
_cell_measurement_theta_min      2.66
_exptl_absorpt_coefficient_mu    0.947
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_correction_T_min  0.6397
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0868 before and 0.0689 after correction.
The Ratio of minimum to maximum transmission is 0.8588.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1016
_exptl_crystal_preparation       'ADDITION OF METHANOLIC SOLUTION'
_exptl_crystal_recrystallization_method 
'MeOH-DMF (1 :1) in long tube by slowevaporation method'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1154
_diffrn_reflns_av_unetI/netI     0.0740
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            12737
_diffrn_reflns_theta_full        23.25
_diffrn_reflns_theta_max         23.25
_diffrn_reflns_theta_min         1.78
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_special_details          'WATER SOLVENT'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                1403
_reflns_number_total             1945
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.959
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       0.0031(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         1945
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0992
_refine_ls_R_factor_gt           0.0679
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0882P)²+10.6185P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1640
_refine_ls_wR_factor_ref         0.1873
_refine_special_details          '0 restraints'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: C12A(0.46844) C12B(0.53156) C13A(0.46844) C13B(0.53156)
 C11A(0.46844) C11B(0.53156)
3.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C2(H2), C5(H5), C3(H3A)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
3.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.5000 0.15686(18) 0.2500 0.0366(5) Uani 1 d . . 2 S T P
O1 O 0.6289(4) 0.5449(7) 0.27736(10) 0.0434(12) Uani 1 d . . 1 . . .
O2 O 0.4651(4) 0.3030(7) 0.28642(9) 0.0434(12) Uani 1 d . . 1 . . .
O3 O 0.3430(4) -0.0482(8) 0.24564(12) 0.0520(14) Uani 1 d . . 1 . . .
H3 H 0.3644 -0.1597 0.2356 0.078 Uiso 1 calc . . 1 GR . .
C1 C 0.5558(6) 0.4714(11) 0.34684(14) 0.0374(17) Uani 1 d . . 1 . . .
C7 C 0.5004(6) 0.5988(11) 0.32044(14) 0.0402(17) Uani 1 d . . 1 . . .
H7 H 0.5484 0.7466 0.3203 0.048 Uiso 1 calc . . 1 R . .
C9 C 0.5350(6) 0.4776(10) 0.29278(14) 0.0350(16) Uani 1 d . . 1 . . .
C6 C 0.6545(7) 0.5578(13) 0.36549(16) 0.0476(19) Uani 1 d . . 1 . . .
H6 H 0.6908 0.7022 0.3618 0.057 Uiso 1 calc . . 1 R . .
C2 C 0.5049(7) 0.2565(12) 0.35308(16) 0.0455(18) Uani 1 d . . 1 . . .
H2 H 0.4357 0.1927 0.3406 0.055 Uiso 1 calc . . 1 R . .
C4 C 0.6526(8) 0.2259(14) 0.39577(16) 0.055(2) Uani 1 d . . 1 . . .
C5 C 0.7025(8) 0.4389(15) 0.38959(18) 0.060(2) Uani 1 d . . 1 . . .
H5 H 0.7708 0.5033 0.4022 0.072 Uiso 1 calc . . 1 R . .
C3 C 0.5534(7) 0.1391(13) 0.37669(16) 0.0526(19) Uani 1 d . . 1 . . .
H3A H 0.5183 -0.0064 0.3802 0.063 Uiso 1 calc . . 1 R . .
C8 C 0.3495(7) 0.6479(13) 0.32168(16) 0.0537(19) Uani 1 d . . 1 . . .
H8A H 0.2980 0.5077 0.3196 0.081 Uiso 1 calc . . 1 GR . .
H8B H 0.3219 0.7502 0.3058 0.081 Uiso 1 calc . . 1 GR . .
H8C H 0.3310 0.7178 0.3404 0.081 Uiso 1 calc . . 1 GR . .
C10 C 0.7080(9) 0.0951(18) 0.4217(2) 0.087(3) Uani 1 d . . 1 . . .
H10 H 0.7989 0.0201 0.4216 0.105 Uiso 1 calc . . 1 R . .
C12A C 0.581(3) 0.313(6) 0.4587(7) 0.137(10) Uiso 0.47 d . . 1 . . .
C12B C 0.5178(19) 0.168(3) 0.4526(4) 0.080(5) Uiso 0.53 d . . 1 . . .
C13A C 0.716(3) 0.007(5) 0.4744(7) 0.128(9) Uiso 0.47 d . . 1 . . .
C13B C 0.660(2) -0.150(4) 0.4654(5) 0.115(7) Uiso 0.53 d . . 1 . . .
C11A C 0.644(2) 0.162(4) 0.4500(5) 0.092(7) Uiso 0.47 d . . 1 . . .
C11B C 0.592(2) 0.006(4) 0.4413(5) 0.097(6) Uiso 0.53 d . . 1 . . .


_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 1.929(4) 2_655 ?
Zn1 O2 1.929(4) . ?
Zn1 O3 1.973(4) . ?
Zn1 O3 1.973(4) 2_655 ?
O1 C9 1.253(7) . ?
O2 C9 1.274(7) . ?
O3 H3 0.8400 . ?
C1 C7 1.512(9) . ?
C1 C6 1.368(9) . ?
C1 C2 1.410(9) . ?
C7 H7 1.0000 . ?
C7 C9 1.512(9) . ?
C7 C8 1.516(9) . ?
C6 H6 0.9500 . ?
C6 C5 1.380(11) . ?
C2 H2 0.9500 . ?
C2 C3 1.360(10) . ?
C4 C5 1.394(11) . ?
C4 C3 1.383(11) . ?
C4 C10 1.504(11) . ?
C5 H5 0.9500 . ?
C3 H3A 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 H10 1.0000 . ?
C10 C11A 1.52(3) . ?
C10 C11B 1.58(2) . ?
C12A C12B 1.09(3) . ?
C12A C11A 1.17(3) . ?
C12A C11B 2.00(4) . ?
C12B C11A 1.25(3) . ?
C12B C11B 1.33(3) . ?
C13A C13B 1.15(3) . ?
C13A C11A 1.59(3) . ?
C13A C11B 1.91(4) . ?
C13B C11A 1.99(3) . ?
C13B C11B 1.57(3) . ?
C11A C11B 1.13(3) . ?

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 O2 126.3(3) 2_655 . ?
O2 Zn1 O3 101.60(18) 2_655 2_655 ?
O2 Zn1 O3 111.0(2) 2_655 . ?
O2 Zn1 O3 101.60(18) . . ?
O2 Zn1 O3 111.0(2) . 2_655 ?
O3 Zn1 O3 103.4(3) . 2_655 ?
C9 O2 Zn1 117.0(4) . . ?
Zn1 O3 H3 109.5 . . ?
C6 C1 C7 122.3(6) . . ?
C6 C1 C2 117.6(7) . . ?
C2 C1 C7 120.0(6) . . ?
C1 C7 H7 107.0 . . ?
C1 C7 C9 110.3(5) . . ?
C1 C7 C8 112.8(6) . . ?
C9 C7 H7 107.0 . . ?
C9 C7 C8 112.3(6) . . ?
C8 C7 H7 107.0 . . ?
O1 C9 O2 122.4(6) . . ?
O1 C9 C7 121.2(6) . . ?
O2 C9 C7 116.4(5) . . ?
C1 C6 H6 119.4 . . ?
C1 C6 C5 121.2(7) . . ?
C5 C6 H6 119.4 . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.0(7) . . ?
C3 C2 H2 119.5 . . ?
C5 C4 C10 121.0(8) . . ?
C3 C4 C5 117.2(7) . . ?
C3 C4 C10 121.8(8) . . ?
C6 C5 C4 121.3(8) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C2 C3 C4 121.7(8) . . ?
C2 C3 H3A 119.1 . . ?
C4 C3 H3A 119.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C10 H10 121.5 . . ?
C4 C10 C11A 113.0(11) . . ?
C4 C10 C11B 112.3(10) . . ?
C11A C10 H10 121.5 . . ?
C11A C10 C11B 42.7(11) . . ?
C11B C10 H10 121.5 . . ?
C12B C12A C11A 67(2) . . ?
C12B C12A C11B 38.3(16) . . ?
C11A C12A C11B 29.1(16) . . ?
C12A C12B C11A 59(2) . . ?
C12A C12B C11B 111(2) . . ?
C11A C12B C11B 51.8(15) . . ?
C13B C13A C11A 92(2) . . ?
C13B C13A C11B 55.3(19) . . ?
C11A C13A C11B 36.2(11) . . ?
C13A C13B C11A 53.1(19) . . ?
C13A C13B C11B 88(2) . . ?
C11B C13B C11A 34.5(11) . . ?
C10 C11A C13A 105.2(19) . . ?
C10 C11A C13B 91.7(15) . . ?
C12A C11A C10 137(3) . . ?
C12A C11A C12B 53.4(19) . . ?
C12A C11A C13A 116(3) . . ?
C12A C11A C13B 129(2) . . ?
C12B C11A C10 122(2) . . ?
C12B C11A C13A 111(2) . . ?
C12B C11A C13B 93.2(18) . . ?
C13A C11A C13B 35.4(13) . . ?
C11B C11A C10 71.3(19) . . ?
C11B C11A C12A 121(3) . . ?
C11B C11A C12B 67.4(19) . . ?
C11B C11A C13A 87(2) . . ?
C11B C11A C13B 52.0(16) . . ?
C10 C11B C12A 88.3(15) . . ?
C10 C11B C13A 89.8(14) . . ?
C12B C11B C10 113.5(17) . . ?
C12B C11B C12A 30.7(12) . . ?
C12B C11B C13A 91.8(17) . . ?
C12B C11B C13B 112.4(19) . . ?
C13A C11B C12A 73.9(15) . . ?
C13B C11B C10 107.6(16) . . ?
C13B C11B C12A 106.7(17) . . ?
C13B C11B C13A 37.1(12) . . ?
C11A C11B C10 66.0(17) . . ?
C11A C11B C12A 30.2(16) . . ?
C11A C11B C12B 60.8(17) . . ?
C11A C11B C13A 56.4(18) . . ?
C11A C11B C13B 94(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3 O1 0.84 1.86 2.665(6) 159.6 2_645

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O2 C9 O1 -4.8(8) . . . . ?
Zn1 O2 C9 C7 176.2(4) . . . . ?
O2 Zn1 O2 C9 -39.7(4) 2_655 . . . ?
O3 Zn1 O2 C9 83.7(5) 2_655 . . . ?
O3 Zn1 O2 C9 -166.9(4) . . . . ?
C1 C7 C9 O1 -103.3(7) . . . . ?
C1 C7 C9 O2 75.6(7) . . . . ?
C1 C6 C5 C4 0.3(11) . . . . ?
C1 C2 C3 C4 1.0(11) . . . . ?
C7 C1 C6 C5 179.4(6) . . . . ?
C7 C1 C2 C3 179.9(6) . . . . ?
C6 C1 C7 C9 115.5(7) . . . . ?
C6 C1 C7 C8 -118.1(7) . . . . ?
C6 C1 C2 C3 -0.5(9) . . . . ?
C2 C1 C7 C9 -65.0(7) . . . . ?
C2 C1 C7 C8 61.4(8) . . . . ?
C2 C1 C6 C5 -0.1(9) . . . . ?
C4 C10 C11A C12A -17(4) . . . . ?
C4 C10 C11A C12B 52(3) . . . . ?
C4 C10 C11A C13A -179.7(16) . . . . ?
C4 C10 C11A C13B 147.1(12) . . . . ?
C4 C10 C11A C11B 98.4(18) . . . . ?
C4 C10 C11B C12A -79.3(14) . . . . ?
C4 C10 C11B C12B -61(2) . . . . ?
C4 C10 C11B C13A -153.2(12) . . . . ?
C4 C10 C11B C13B 173.7(14) . . . . ?
C4 C10 C11B C11A -100.4(19) . . . . ?
C5 C4 C3 C2 -0.8(11) . . . . ?
C5 C4 C10 C11A 82.4(14) . . . . ?
C5 C4 C10 C11B 128.8(12) . . . . ?
C3 C4 C5 C6 0.1(10) . . . . ?
C3 C4 C10 C11A -99.4(14) . . . . ?
C3 C4 C10 C11B -53.0(14) . . . . ?
C8 C7 C9 O1 130.0(7) . . . . ?
C8 C7 C9 O2 -51.1(8) . . . . ?
C10 C4 C5 C6 178.4(7) . . . . ?
C10 C4 C3 C2 -179.1(7) . . . . ?
C10 C11A C11B C12A -135(3) . . . . ?
C10 C11A C11B C12B -138.6(17) . . . . ?
C10 C11A C11B C13A 106.9(16) . . . . ?
C10 C11A C11B C13B 107.7(15) . . . . ?
C12A C12B C11A C10 -128(3) . . . . ?
C12A C12B C11A C13A 107(3) . . . . ?
C12A C12B C11A C13B 138(3) . . . . ?
C12A C12B C11A C11B -176(3) . . . . ?
C12A C12B C11B C10 -37(3) . . . . ?
C12A C12B C11B C13A 53(3) . . . . ?
C12A C12B C11B C13B 85(3) . . . . ?
C12A C12B C11B C11A 4(3) . . . . ?
C12A C11A C11B C10 135(3) . . . . ?
C12A C11A C11B C12B -4(3) . . . . ?
C12A C11A C11B C13A -119(4) . . . . ?
C12A C11A C11B C13B -118(3) . . . . ?
C12B C12A C11A C10 100(4) . . . . ?
C12B C12A C11A C13A -98(3) . . . . ?
C12B C12A C11A C13B -59(3) . . . . ?
C12B C12A C11A C11B 5(3) . . . . ?
C12B C12A C11B C10 146(3) . . . . ?
C12B C12A C11B C13A -123(3) . . . . ?
C12B C12A C11B C13B -106(3) . . . . ?
C12B C12A C11B C11A -173(5) . . . . ?
C12B C11A C11B C10 138.6(17) . . . . ?
C12B C11A C11B C12A 4(3) . . . . ?
C12B C11A C11B C13A -114.4(19) . . . . ?
C12B C11A C11B C13B -113.7(18) . . . . ?
C13A C13B C11A C10 114(3) . . . . ?
C13A C13B C11A C12A -80(4) . . . . ?
C13A C13B C11A C12B -123(3) . . . . ?
C13A C13B C11A C11B 179(3) . . . . ?
C13A C13B C11B C10 65(2) . . . . ?
C13A C13B C11B C12A -29(3) . . . . ?
C13A C13B C11B C12B -61(3) . . . . ?
C13A C13B C11B C11A -1(3) . . . . ?
C13A C11A C11B C10 -106.9(16) . . . . ?
C13A C11A C11B C12A 119(4) . . . . ?
C13A C11A C11B C12B 114.4(19) . . . . ?
C13A C11A C11B C13B 0.7(19) . . . . ?
C13B C13A C11A C10 -71(2) . . . . ?
C13B C13A C11A C12A 122(3) . . . . ?
C13B C13A C11A C12B 64(3) . . . . ?
C13B C13A C11A C11B -1(3) . . . . ?
C13B C13A C11B C10 -120(2) . . . . ?
C13B C13A C11B C12A 151(3) . . . . ?
C13B C13A C11B C12B 126(3) . . . . ?
C13B C13A C11B C11A 179(3) . . . . ?
C13B C11A C11B C10 -107.7(15) . . . . ?
C13B C11A C11B C12A 118(3) . . . . ?
C13B C11A C11B C12B 113.7(18) . . . . ?
C13B C11A C11B C13A -0.7(19) . . . . ?
C11A C10 C11B C12A 21.0(17) . . . . ?
C11A C10 C11B C12B 39.0(18) . . . . ?
C11A C10 C11B C13A -52.8(18) . . . . ?
C11A C10 C11B C13B -86(2) . . . . ?
C11A C12A C12B C11B -4(3) . . . . ?
C11A C12A C11B C10 -41(3) . . . . ?
C11A C12A C11B C12B 173(5) . . . . ?
C11A C12A C11B C13A 50(3) . . . . ?
C11A C12A C11B C13B 67(3) . . . . ?
C11A C12B C11B C10 -41.2(18) . . . . ?
C11A C12B C11B C12A -4(3) . . . . ?
C11A C12B C11B C13A 49.3(18) . . . . ?
C11A C12B C11B C13B 81(2) . . . . ?
C11A C13A C13B C11B 0.7(19) . . . . ?
C11A C13A C11B C10 60.9(19) . . . . ?
C11A C13A C11B C12A -27.4(18) . . . . ?
C11A C13A C11B C12B -52.6(19) . . . . ?
C11A C13A C11B C13B -179(3) . . . . ?
C11A C13B C11B C10 65.9(19) . . . . ?
C11A C13B C11B C12A -27.7(16) . . . . ?
C11A C13B C11B C12B -60(2) . . . . ?
C11A C13B C11B C13A 1(3) . . . . ?
C11B C10 C11A C12A -115(5) . . . . ?
C11B C10 C11A C12B -46(2) . . . . ?
C11B C10 C11A C13A 82(2) . . . . ?
C11B C10 C11A C13B 48.7(16) . . . . ?
C11B C12A C12B C11A 4(3) . . . . ?
C11B C12A C11A C10 95(5) . . . . ?
C11B C12A C11A C12B -5(3) . . . . ?
C11B C12A C11A C13A -103(4) . . . . ?
C11B C12A C11A C13B -64(3) . . . . ?
C11B C12B C11A C10 48(2) . . . . ?
C11B C12B C11A C12A 176(3) . . . . ?
C11B C12B C11A C13A -78(2) . . . . ?
C11B C12B C11A C13B -46.3(16) . . . . ?
C11B C13A C13B C11A -0.7(19) . . . . ?
C11B C13A C11A C10 -70(2) . . . . ?
C11B C13A C11A C12A 123(3) . . . . ?
C11B C13A C11A C12B 65(2) . . . . ?
C11B C13A C11A C13B 1(3) . . . . ?
C11B C13B C11A C10 -64.6(19) . . . . ?
C11B C13B C11A C12A 102(4) . . . . ?
C11B C13B C11A C12B 58(2) . . . . ?
C11B C13B C11A C13A -179(3) . . . . ?

_olex2_date_sample_completion    2015-04-20
_olex2_date_sample_data_collection 2015-04-20
_olex2_date_sample_submission    2015-04-20
_olex2_exptl_crystal_mounting_method 'FIBRE LOOP'
_olex2_submission_original_sample_id IBU.Zn
_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_THETM01_t07no3_a            
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: The crystal was poorly diffracting at higher Bragg angles.
The situation did not improve even after recrystallisation and fresh data
collection.
;
_vrf_PLAT201_t07no3_a            
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          3 Report
RESPONSE: Three C atoms were found to be diordered over two positions. 
;
# end Validation Reply Form

####################################################################### 
# 
# 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_rr02_t05no3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1498323'
_audit_update_record             
;
2016-08-09 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;
_audit_creation_date             2015-08-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        TOL.Zn
_chemical_formula_moiety         'C86 H74 Cl6 N6 O14 Zn3'
_chemical_formula_sum            'C86 H74 Cl6 N6 O14 Zn3'
_chemical_formula_weight         1824.32
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.3851(4)
_cell_length_b                   11.1219(4)
_cell_length_c                   25.0514(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.523(2)
_cell_angle_gamma                90.00
_cell_volume                     3973.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9852
_cell_measurement_temperature    100
_cell_measurement_theta_max      23.64
_cell_measurement_theta_min      2.32
_exptl_absorpt_coefficient_mu    1.171
_exptl_absorpt_correction_T_max  0.7450
_exptl_absorpt_correction_T_min  0.5767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.0843 before and 0.0452 after correction. The Ratio of minimum to maximum transmission is 0.7741. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1872
_exptl_crystal_preparation       'ADDITION OF METHANOLIC SOLUTION'
_exptl_crystal_recrystallization_method 'SLOW EVAPORATION IN BEAKER'
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            40891
_diffrn_reflns_theta_full        23.73
_diffrn_reflns_theta_max         23.73
_diffrn_reflns_theta_min         1.55
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_special_details          'METAL-LIGAND SBU'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                5347
_reflns_number_total             6021
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         6021
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0325
_refine_ls_restrained_S_all      1.132
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0501P)²+3.5221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0975
_refine_special_details          '3 restraints'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O7-H7
 0.85 with sigma of 0.01
 C43-H7
 1.906402 with sigma of 0.02
 Zn2-H7
 2.68824 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N3(H3), N2(H2), C40(H40), C37(H37), C26(H26), C23(H23), C39(H39),
 C24(H24), C9(H9), C12(H12), C25(H25), C38(H38), C11(H11), C34(H34), C18(H18),
 C4(H4), C2(H2A), C10(H10), C16(H16), C17(H17), C3(H3A), C33(H33), C32(H32)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C35(H35A,H35B,H35C), C21(H21A,H21B,H21C), C43(H43A,H43B,H43C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.5000 0.5000 0.5000 0.01996(13) Uani 1 d . . 2 S T P
Zn2 Zn 0.55044(2) 0.79979(3) 0.471722(13) 0.02520(11) Uani 1 d . . 1 D . .
Cl03 Cl 0.95795(7) 0.06636(8) 0.55885(4) 0.0541(3) Uani 1 d . . 1 . . .
Cl04 Cl 0.42584(7) -0.01242(9) 0.25634(5) 0.0609(3) Uani 1 d . . 1 . . .
Cl05 Cl 0.11609(11) 0.23638(12) 0.66232(6) 0.0947(5) Uani 1 d . . 1 . . .
O1 O 0.40493(13) 0.62240(16) 0.52741(8) 0.0259(4) Uani 1 d . . 1 . . .
O5 O 0.47338(13) 0.55510(17) 0.42191(7) 0.0268(4) Uani 1 d . . 1 . . .
O3 O 0.62785(13) 0.60815(17) 0.52430(8) 0.0300(5) Uani 1 d . . 1 . . .
O4 O 0.67127(14) 0.79657(17) 0.51444(9) 0.0323(5) Uani 1 d . . 1 . . .
O7 O 0.52692(15) 0.96766(18) 0.44161(8) 0.0335(5) Uani 1 d . . 1 D . .
H7 H 0.5474(18) 1.0352(11) 0.4547(11) 0.050 Uiso 1 d . . 1 DR . .
O2 O 0.44281(14) 0.81161(17) 0.51017(8) 0.0308(5) Uani 1 d . . 1 . . .
O6 O 0.54710(17) 0.72274(18) 0.40396(8) 0.0386(5) Uani 1 d . . 1 . . .
N1 N 0.75937(17) 0.4503(2) 0.56787(11) 0.0347(6) Uani 1 d . . 1 . . .
H1 H 0.7035 0.4598 0.5494 0.042 Uiso 1 calc . . 1 R . .
N3 N 0.29826(18) 0.6049(2) 0.60954(11) 0.0368(6) Uani 1 d . . 1 . . .
H3 H 0.3402 0.5705 0.5919 0.044 Uiso 1 calc . . 1 R . .
N2 N 0.41188(18) 0.4101(2) 0.33894(10) 0.0341(6) Uani 1 d . . 1 . . .
H2 H 0.4113 0.4255 0.3733 0.041 Uiso 1 calc . . 1 R . .
C41 C 0.31271(19) 0.7836(2) 0.55569(11) 0.0235(6) Uani 1 d . . 1 . . .
C13 C 0.78487(19) 0.6651(2) 0.55879(11) 0.0246(6) Uani 1 d . . 1 . . .
C8 C 0.8158(2) 0.5500(3) 0.57672(11) 0.0265(6) Uani 1 d . . 1 . . .
C28 C 0.50787(18) 0.6243(2) 0.38953(11) 0.0235(6) Uani 1 d . . 1 . . .
C42 C 0.39119(18) 0.7330(2) 0.52921(11) 0.0210(6) Uani 1 d . . 1 . . .
C36 C 0.27276(19) 0.7218(3) 0.59629(12) 0.0267(6) Uani 1 d . . 1 . . .
C27 C 0.50301(19) 0.5928(2) 0.33203(11) 0.0240(6) Uani 1 d . . 1 . . .
C14 C 0.68912(19) 0.6894(2) 0.53111(11) 0.0244(6) Uani 1 d . . 1 . . .
C22 C 0.4581(2) 0.4879(3) 0.30933(11) 0.0261(6) Uani 1 d . . 1 . . .
C40 C 0.2806(2) 0.8993(3) 0.54066(13) 0.0313(7) Uani 1 d . . 1 . . .
H40 H 0.3053 0.9390 0.5120 0.038 Uiso 1 calc . . 1 R . .
C37 C 0.2068(2) 0.7840(3) 0.62237(13) 0.0369(8) Uani 1 d . . 1 . . .
H37 H 0.1805 0.7456 0.6508 0.044 Uiso 1 calc . . 1 R . .
C26 C 0.5465(2) 0.6703(3) 0.29911(12) 0.0329(7) Uani 1 d . . 1 . . .
H26 H 0.5765 0.7406 0.3145 0.040 Uiso 1 calc . . 1 R . .
C29 C 0.2616(2) 0.5371(3) 0.64945(12) 0.0324(7) Uani 1 d . . 1 . . .
C1 C 0.7856(2) 0.3329(3) 0.58665(12) 0.0305(7) Uani 1 d . . 1 . . .
C30 C 0.2126(2) 0.4308(3) 0.63501(13) 0.0347(7) Uani 1 d . . 1 . . .
C6 C 0.8532(2) 0.2681(3) 0.56367(12) 0.0308(7) Uani 1 d . . 1 . . .
C23 C 0.4604(2) 0.4673(3) 0.25401(12) 0.0314(7) Uani 1 d . . 1 . . .
H23 H 0.4306 0.3978 0.2376 0.038 Uiso 1 calc . . 1 R . .
C20 C 0.4161(2) 0.2073(3) 0.30196(12) 0.0323(7) Uani 1 d . . 1 . . .
C19 C 0.3645(2) 0.3053(3) 0.31670(11) 0.0281(7) Uani 1 d . . 1 . . .
C39 C 0.2143(2) 0.9568(3) 0.56629(14) 0.0403(8) Uani 1 d . . 1 . . .
H39 H 0.1929 1.0351 0.5555 0.048 Uiso 1 calc . . 1 R . .
C24 C 0.5046(2) 0.5451(3) 0.22335(12) 0.0360(7) Uani 1 d . . 1 . . .
H24 H 0.5060 0.5279 0.1863 0.043 Uiso 1 calc . . 1 R . .
C9 C 0.9066(2) 0.5386(3) 0.60473(13) 0.0354(7) Uani 1 d . . 1 . . .
H9 H 0.9277 0.4623 0.6184 0.042 Uiso 1 calc . . 1 R . .
C12 C 0.8468(2) 0.7619(3) 0.56739(13) 0.0357(7) Uani 1 d . . 1 . . .
H12 H 0.8264 0.8394 0.5549 0.043 Uiso 1 calc . . 1 R . .
C25 C 0.5473(2) 0.6485(3) 0.24534(13) 0.0394(8) Uani 1 d . . 1 . . .
H25 H 0.5766 0.7032 0.2236 0.047 Uiso 1 calc . . 1 R . .
C38 C 0.1795(2) 0.8983(3) 0.60799(14) 0.0408(8) Uani 1 d . . 1 . . .
H38 H 0.1357 0.9382 0.6271 0.049 Uiso 1 calc . . 1 R . .
C11 C 0.9358(2) 0.7485(3) 0.59327(16) 0.0494(9) Uani 1 d . . 1 . . .
H11 H 0.9772 0.8154 0.5980 0.059 Uiso 1 calc . . 1 R . .
C34 C 0.2752(2) 0.5759(3) 0.70241(14) 0.0452(9) Uani 1 d . . 1 . . .
H34 H 0.3098 0.6475 0.7114 0.054 Uiso 1 calc . . 1 R . .
C7 C 0.9018(2) 0.3165(3) 0.51886(13) 0.0415(8) Uani 1 d . . 1 . . .
H7A H 0.8683 0.3877 0.5034 0.062 Uiso 1 calc . . 1 GR . .
H7B H 0.9025 0.2549 0.4910 0.062 Uiso 1 calc . . 1 GR . .
H7C H 0.9663 0.3386 0.5329 0.062 Uiso 1 calc . . 1 GR . .
C15 C 0.3654(2) 0.1112(3) 0.27783(12) 0.0341(7) Uani 1 d . . 1 . . .
C18 C 0.2679(2) 0.3031(3) 0.30999(13) 0.0344(7) Uani 1 d . . 1 . . .
H18 H 0.2339 0.3697 0.3212 0.041 Uiso 1 calc . . 1 R . .
C4 C 0.8276(2) 0.1025(3) 0.62412(14) 0.0418(8) Uani 1 d . . 1 . . .
H4 H 0.8418 0.0229 0.6363 0.050 Uiso 1 calc . . 1 R . .
C2 C 0.7407(2) 0.2846(3) 0.62735(14) 0.0401(8) Uani 1 d . . 1 . . .
H2A H 0.6955 0.3309 0.6427 0.048 Uiso 1 calc . . 1 R . .
C10 C 0.9649(2) 0.6357(3) 0.61255(15) 0.0473(9) Uani 1 d . . 1 . . .
H10 H 1.0262 0.6260 0.6314 0.057 Uiso 1 calc . . 1 R . .
C5 C 0.8730(2) 0.1526(3) 0.58440(13) 0.0366(8) Uani 1 d . . 1 . . .
C16 C 0.2689(2) 0.1083(3) 0.27020(13) 0.0379(8) Uani 1 d . . 1 . . .
H16 H 0.2366 0.0408 0.2535 0.045 Uiso 1 calc . . 1 R . .
C17 C 0.2204(2) 0.2035(3) 0.28692(14) 0.0421(8) Uani 1 d . . 1 . . .
H17 H 0.1538 0.2016 0.2828 0.050 Uiso 1 calc . . 1 R . .
C3 C 0.7614(2) 0.1694(3) 0.64581(15) 0.0455(9) Uani 1 d . . 1 . . .
H3A H 0.7298 0.1365 0.6735 0.055 Uiso 1 calc . . 1 R . .
C31 C 0.1794(3) 0.3690(3) 0.67658(16) 0.0498(9) Uani 1 d . . 1 . . .
C35 C 0.1987(3) 0.3864(3) 0.57800(15) 0.0529(10) Uani 1 d . . 1 . . .
H35A H 0.2113 0.4519 0.5538 0.079 Uiso 1 calc . . 1 GR . .
H35B H 0.1340 0.3587 0.5687 0.079 Uiso 1 calc . . 1 GR . .
H35C H 0.2419 0.3197 0.5743 0.079 Uiso 1 calc . . 1 GR . .
C33 C 0.2396(3) 0.5125(4) 0.74202(15) 0.0576(11) Uani 1 d . . 1 . . .
H33 H 0.2478 0.5411 0.7781 0.069 Uiso 1 calc . . 1 R . .
C21 C 0.5208(2) 0.2078(4) 0.31182(18) 0.0570(11) Uani 1 d . . 1 . . .
H21A H 0.5457 0.2274 0.2783 0.085 Uiso 1 calc . . 1 GR . .
H21B H 0.5433 0.1282 0.3244 0.085 Uiso 1 calc . . 1 GR . .
H21C H 0.5421 0.2681 0.3392 0.085 Uiso 1 calc . . 1 GR . .
C32 C 0.1924(3) 0.4082(4) 0.72925(16) 0.0628(11) Uani 1 d . . 1 . . .
H32 H 0.1684 0.3627 0.7565 0.075 Uiso 1 calc . . 1 R . .
C43 C 0.4398(3) 0.9890(4) 0.40794(17) 0.0634(12) Uani 1 d . . 1 D . .
H43A H 0.4400 0.9466 0.3737 0.095 Uiso 1 calc . . 1 GR . .
H43B H 0.4322 1.0755 0.4012 0.095 Uiso 1 calc . . 1 GR . .
H43C H 0.3878 0.9595 0.4260 0.095 Uiso 1 calc . . 1 GR . .


_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 2.1073(18) 3_666 ?
Zn1 O1 2.1073(18) . ?
Zn1 O5 2.0377(18) 3_666 ?
Zn1 O5 2.0378(18) . ?
Zn1 O3 2.2151(19) . ?
Zn1 O3 2.2152(19) 3_666 ?
Zn2 O4 1.918(2) . ?
Zn2 O7 2.025(2) . ?
Zn2 O2 1.9320(19) . ?
Zn2 O6 1.897(2) . ?
Cl03 C5 1.741(3) . ?
Cl04 C15 1.749(3) . ?
Cl05 C31 1.746(4) . ?
O1 C42 1.247(3) . ?
O5 C28 1.266(3) . ?
O3 C14 1.258(3) . ?
O4 C14 1.278(3) . ?
O7 H7 0.856(9) . ?
O7 C43 1.436(4) . ?
O2 C42 1.279(3) . ?
O6 C28 1.262(3) . ?
N1 H1 0.8800 . ?
N1 C8 1.375(4) . ?
N1 C1 1.422(4) . ?
N3 H3 0.8800 . ?
N3 C36 1.379(4) . ?
N3 C29 1.409(4) . ?
N2 H2 0.8800 . ?
N2 C22 1.368(4) . ?
N2 C19 1.426(4) . ?
C41 C42 1.493(4) . ?
C41 C36 1.411(4) . ?
C41 C40 1.402(4) . ?
C13 C8 1.410(4) . ?
C13 C14 1.483(4) . ?
C13 C12 1.396(4) . ?
C8 C9 1.404(4) . ?
C28 C27 1.475(4) . ?
C36 C37 1.403(4) . ?
C27 C22 1.416(4) . ?
C27 C26 1.396(4) . ?
C22 C23 1.409(4) . ?
C40 H40 0.9500 . ?
C40 C39 1.376(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.365(5) . ?
C26 H26 0.9500 . ?
C26 C25 1.370(4) . ?
C29 C30 1.399(5) . ?
C29 C34 1.384(5) . ?
C1 C6 1.395(4) . ?
C1 C2 1.385(5) . ?
C30 C31 1.384(5) . ?
C30 C35 1.499(5) . ?
C6 C7 1.498(5) . ?
C6 C5 1.400(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.368(4) . ?
C20 C19 1.395(4) . ?
C20 C15 1.387(4) . ?
C20 C21 1.495(5) . ?
C19 C18 1.378(4) . ?
C39 H39 0.9500 . ?
C39 C38 1.379(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.384(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.366(5) . ?
C12 H12 0.9500 . ?
C12 C11 1.365(5) . ?
C25 H25 0.9500 . ?
C38 H38 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.389(5) . ?
C34 H34 0.9500 . ?
C34 C33 1.370(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C15 C16 1.376(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.388(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.377(5) . ?
C4 C3 1.376(5) . ?
C2 H2A 0.9500 . ?
C2 C3 1.380(5) . ?
C10 H10 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.364(5) . ?
C17 H17 0.9500 . ?
C3 H3A 0.9500 . ?
C31 C32 1.379(6) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C33 H33 0.9500 . ?
C33 C32 1.361(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C32 H32 0.9500 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 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 O1 180.00(10) . 3_666 ?
O1 Zn1 O3 96.35(7) . . ?
O1 Zn1 O3 96.35(7) 3_666 3_666 ?
O1 Zn1 O3 83.65(7) 3_666 . ?
O1 Zn1 O3 83.65(7) . 3_666 ?
O5 Zn1 O1 85.98(8) . 3_666 ?
O5 Zn1 O1 94.02(8) 3_666 3_666 ?
O5 Zn1 O1 94.02(8) . . ?
O5 Zn1 O1 85.98(8) 3_666 . ?
O5 Zn1 O5 180.00(10) 3_666 . ?
O5 Zn1 O3 81.64(7) 3_666 . ?
O5 Zn1 O3 98.36(7) 3_666 3_666 ?
O5 Zn1 O3 98.36(7) . . ?
O5 Zn1 O3 81.64(7) . 3_666 ?
O3 Zn1 O3 180.0 . 3_666 ?
O4 Zn2 O7 108.66(8) . . ?
O4 Zn2 O2 116.73(9) . . ?
O2 Zn2 O7 90.99(9) . . ?
O6 Zn2 O4 113.94(10) . . ?
O6 Zn2 O7 95.72(9) . . ?
O6 Zn2 O2 123.30(9) . . ?
C42 O1 Zn1 139.58(17) . . ?
C28 O5 Zn1 139.28(18) . . ?
C14 O3 Zn1 165.69(19) . . ?
C14 O4 Zn2 109.16(17) . . ?
Zn2 O7 H7 129.3(15) . . ?
C43 O7 Zn2 117.5(2) . . ?
C43 O7 H7 108.1(14) . . ?
C42 O2 Zn2 132.95(18) . . ?
C28 O6 Zn2 127.30(19) . . ?
C8 N1 H1 117.9 . . ?
C8 N1 C1 124.2(2) . . ?
C1 N1 H1 117.9 . . ?
C36 N3 H3 117.9 . . ?
C36 N3 C29 124.2(3) . . ?
C29 N3 H3 117.9 . . ?
C22 N2 H2 118.4 . . ?
C22 N2 C19 123.1(2) . . ?
C19 N2 H2 118.4 . . ?
C36 C41 C42 122.6(2) . . ?
C40 C41 C42 118.0(3) . . ?
C40 C41 C36 119.3(3) . . ?
C8 C13 C14 123.3(2) . . ?
C12 C13 C8 118.9(3) . . ?
C12 C13 C14 117.8(3) . . ?
N1 C8 C13 121.7(3) . . ?
N1 C8 C9 119.9(3) . . ?
C9 C8 C13 118.4(3) . . ?
O5 C28 C27 120.6(2) . . ?
O6 C28 O5 122.8(3) . . ?
O6 C28 C27 116.6(2) . . ?
O1 C42 O2 123.9(2) . . ?
O1 C42 C41 121.4(2) . . ?
O2 C42 C41 114.7(2) . . ?
N3 C36 C41 120.8(3) . . ?
N3 C36 C37 121.8(3) . . ?
C37 C36 C41 117.3(3) . . ?
C22 C27 C28 123.3(2) . . ?
C26 C27 C28 117.5(3) . . ?
C26 C27 C22 119.2(3) . . ?
O3 C14 O4 121.2(3) . . ?
O3 C14 C13 121.6(2) . . ?
O4 C14 C13 117.2(2) . . ?
N2 C22 C27 122.1(3) . . ?
N2 C22 C23 120.4(3) . . ?
C23 C22 C27 117.5(3) . . ?
C41 C40 H40 119.1 . . ?
C39 C40 C41 121.7(3) . . ?
C39 C40 H40 119.1 . . ?
C36 C37 H37 119.2 . . ?
C38 C37 C36 121.7(3) . . ?
C38 C37 H37 119.2 . . ?
C27 C26 H26 118.9 . . ?
C25 C26 C27 122.2(3) . . ?
C25 C26 H26 118.9 . . ?
C30 C29 N3 119.4(3) . . ?
C34 C29 N3 119.6(3) . . ?
C34 C29 C30 121.0(3) . . ?
C6 C1 N1 120.5(3) . . ?
C2 C1 N1 118.1(3) . . ?
C2 C1 C6 121.4(3) . . ?
C29 C30 C35 121.6(3) . . ?
C31 C30 C29 115.9(3) . . ?
C31 C30 C35 122.5(3) . . ?
C1 C6 C7 122.9(3) . . ?
C1 C6 C5 116.1(3) . . ?
C5 C6 C7 121.0(3) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 C22 121.4(3) . . ?
C24 C23 H23 119.3 . . ?
C19 C20 C21 120.8(3) . . ?
C15 C20 C19 116.8(3) . . ?
C15 C20 C21 122.4(3) . . ?
C20 C19 N2 119.9(3) . . ?
C18 C19 N2 119.0(3) . . ?
C18 C19 C20 121.1(3) . . ?
C40 C39 H39 120.8 . . ?
C40 C39 C38 118.4(3) . . ?
C38 C39 H39 120.8 . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.2(3) . . ?
C25 C24 H24 119.4 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.9(3) . . ?
C10 C9 H9 119.6 . . ?
C13 C12 H12 119.0 . . ?
C11 C12 C13 121.9(3) . . ?
C11 C12 H12 119.0 . . ?
C26 C25 C24 118.5(3) . . ?
C26 C25 H25 120.7 . . ?
C24 C25 H25 120.7 . . ?
C37 C38 C39 121.3(3) . . ?
C37 C38 H38 119.4 . . ?
C39 C38 H38 119.4 . . ?
C12 C11 H11 120.5 . . ?
C12 C11 C10 119.0(3) . . ?
C10 C11 H11 120.5 . . ?
C29 C34 H34 119.5 . . ?
C33 C34 C29 121.0(3) . . ?
C33 C34 H34 119.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C20 C15 Cl04 119.1(2) . . ?
C16 C15 Cl04 118.1(2) . . ?
C16 C15 C20 122.8(3) . . ?
C19 C18 H18 120.0 . . ?
C19 C18 C17 120.0(3) . . ?
C17 C18 H18 120.0 . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 118.9(3) . . ?
C1 C2 H2A 119.8 . . ?
C3 C2 C1 120.4(3) . . ?
C3 C2 H2A 119.8 . . ?
C9 C10 C11 120.9(3) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C6 C5 Cl03 119.2(3) . . ?
C4 C5 Cl03 117.7(3) . . ?
C4 C5 C6 123.2(3) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.1(3) . . ?
C17 C16 H16 120.4 . . ?
C18 C17 H17 119.9 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C30 C31 Cl05 119.2(3) . . ?
C32 C31 Cl05 117.7(3) . . ?
C32 C31 C30 123.1(3) . . ?
C30 C35 H35A 109.5 . . ?
C30 C35 H35B 109.5 . . ?
C30 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C33 H33 120.3 . . ?
C32 C33 C34 119.4(4) . . ?
C32 C33 H33 120.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C31 C32 H32 120.2 . . ?
C33 C32 C31 119.7(3) . . ?
C33 C32 H32 120.2 . . ?
O7 C43 H43A 109.5 . . ?
O7 C43 H43B 109.5 . . ?
O7 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7 O2 0.856(9) 1.915(14) 2.746(3) 163(3) 3_676
N1 H1 O1 0.88 2.49 3.234(3) 143.1 3_666
N1 H1 O3 0.88 2.03 2.704(3) 132.5 .
N3 H3 O1 0.88 2.05 2.730(3) 133.2 .
N2 H2 O5 0.88 2.02 2.687(3) 132.0 .
C43 H43A Cl04 0.98 2.95 3.777(4) 142.2 1_565

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C42 O2 0.9(5) . . . . ?
Zn1 O1 C42 C41 -177.52(19) . . . . ?
Zn1 O5 C28 O6 -35.6(4) . . . . ?
Zn1 O5 C28 C27 144.8(2) . . . . ?
Zn1 O3 C14 O4 7.8(10) . . . . ?
Zn1 O3 C14 C13 -172.3(6) . . . . ?
Zn2 O4 C14 O3 -8.0(3) . . . . ?
Zn2 O4 C14 C13 172.03(19) . . . . ?
Zn2 O2 C42 O1 2.6(4) . . . . ?
Zn2 O2 C42 C41 -178.94(19) . . . . ?
Zn2 O6 C28 O5 -8.6(4) . . . . ?
Zn2 O6 C28 C27 170.94(19) . . . . ?
Cl04 C15 C16 C17 179.7(3) . . . . ?
Cl05 C31 C32 C33 -178.6(3) . . . . ?
O1 Zn1 O1 C42 3(100) 3_666 . . . ?
O1 Zn1 O5 C28 97.8(3) . . . . ?
O1 Zn1 O5 C28 -82.2(3) 3_666 . . . ?
O1 Zn1 O3 C14 125.4(8) 3_666 . . . ?
O1 Zn1 O3 C14 -54.6(8) . . . . ?
O5 Zn1 O1 C42 120.3(3) 3_666 . . . ?
O5 Zn1 O1 C42 -59.7(3) . . . . ?
O5 Zn1 O5 C28 -80(18) 3_666 . . . ?
O5 Zn1 O3 C14 40.4(8) . . . . ?
O5 Zn1 O3 C14 -139.6(8) 3_666 . . . ?
O5 C28 C27 C22 2.0(4) . . . . ?
O5 C28 C27 C26 -176.9(3) . . . . ?
O3 Zn1 O1 C42 -140.8(3) 3_666 . . . ?
O3 Zn1 O1 C42 39.2(3) . . . . ?
O3 Zn1 O5 C28 -179.2(3) 3_666 . . . ?
O3 Zn1 O5 C28 0.8(3) . . . . ?
O3 Zn1 O3 C14 -171(22) 3_666 . . . ?
O4 Zn2 O7 C43 179.6(2) . . . . ?
O4 Zn2 O2 C42 -90.0(3) . . . . ?
O4 Zn2 O6 C28 108.9(2) . . . . ?
O7 Zn2 O4 C14 -176.32(18) . . . . ?
O7 Zn2 O2 C42 158.4(3) . . . . ?
O7 Zn2 O6 C28 -137.7(2) . . . . ?
O2 Zn2 O4 C14 82.70(19) . . . . ?
O2 Zn2 O7 C43 -61.7(3) . . . . ?
O2 Zn2 O6 C28 -42.7(3) . . . . ?
O6 Zn2 O4 C14 -70.9(2) . . . . ?
O6 Zn2 O7 C43 62.0(3) . . . . ?
O6 Zn2 O2 C42 60.9(3) . . . . ?
O6 C28 C27 C22 -177.5(3) . . . . ?
O6 C28 C27 C26 3.5(4) . . . . ?
N1 C8 C9 C10 178.0(3) . . . . ?
N1 C1 C6 C7 0.1(4) . . . . ?
N1 C1 C6 C5 -179.0(3) . . . . ?
N1 C1 C2 C3 177.9(3) . . . . ?
N3 C36 C37 C38 -177.9(3) . . . . ?
N3 C29 C30 C31 179.6(3) . . . . ?
N3 C29 C30 C35 0.5(5) . . . . ?
N3 C29 C34 C33 179.4(3) . . . . ?
N2 C22 C23 C24 178.7(3) . . . . ?
N2 C19 C18 C17 178.0(3) . . . . ?
C41 C36 C37 C38 2.3(4) . . . . ?
C41 C40 C39 C38 0.3(5) . . . . ?
C13 C8 C9 C10 -2.6(5) . . . . ?
C13 C12 C11 C10 -1.3(6) . . . . ?
C8 N1 C1 C6 -71.1(4) . . . . ?
C8 N1 C1 C2 110.2(3) . . . . ?
C8 C13 C14 O3 3.5(4) . . . . ?
C8 C13 C14 O4 -176.6(3) . . . . ?
C8 C13 C12 C11 -0.9(5) . . . . ?
C8 C9 C10 C11 0.4(6) . . . . ?
C28 C27 C22 N2 3.1(4) . . . . ?
C28 C27 C22 C23 -178.7(3) . . . . ?
C28 C27 C26 C25 179.0(3) . . . . ?
C42 C41 C36 N3 -6.9(4) . . . . ?
C42 C41 C36 C37 173.0(3) . . . . ?
C42 C41 C40 C39 -174.3(3) . . . . ?
C36 N3 C29 C30 118.9(3) . . . . ?
C36 N3 C29 C34 -61.7(4) . . . . ?
C36 C41 C42 O1 24.5(4) . . . . ?
C36 C41 C42 O2 -154.0(3) . . . . ?
C36 C41 C40 C39 3.3(4) . . . . ?
C36 C37 C38 C39 1.3(5) . . . . ?
C27 C22 C23 C24 0.3(4) . . . . ?
C27 C26 C25 C24 -0.9(5) . . . . ?
C14 C13 C8 N1 2.3(4) . . . . ?
C14 C13 C8 C9 -177.0(3) . . . . ?
C14 C13 C12 C11 179.0(3) . . . . ?
C22 N2 C19 C20 71.1(4) . . . . ?
C22 N2 C19 C18 -108.7(3) . . . . ?
C22 C27 C26 C25 0.0(5) . . . . ?
C22 C23 C24 C25 -1.3(5) . . . . ?
C40 C41 C42 O1 -158.0(3) . . . . ?
C40 C41 C42 O2 23.5(4) . . . . ?
C40 C41 C36 N3 175.7(3) . . . . ?
C40 C41 C36 C37 -4.5(4) . . . . ?
C40 C39 C38 C37 -2.7(5) . . . . ?
C26 C27 C22 N2 -178.0(3) . . . . ?
C26 C27 C22 C23 0.3(4) . . . . ?
C29 N3 C36 C41 -179.9(3) . . . . ?
C29 N3 C36 C37 0.3(5) . . . . ?
C29 C30 C31 Cl05 179.2(3) . . . . ?
C29 C30 C31 C32 0.3(5) . . . . ?
C29 C34 C33 C32 1.8(6) . . . . ?
C1 N1 C8 C13 -177.7(3) . . . . ?
C1 N1 C8 C9 1.7(5) . . . . ?
C1 C6 C5 Cl03 -178.9(2) . . . . ?
C1 C6 C5 C4 1.7(4) . . . . ?
C1 C2 C3 C4 0.7(5) . . . . ?
C30 C29 C34 C33 -1.3(5) . . . . ?
C30 C31 C32 C33 0.2(7) . . . . ?
C6 C1 C2 C3 -0.8(5) . . . . ?
C23 C24 C25 C26 1.5(5) . . . . ?
C20 C19 C18 C17 -1.8(5) . . . . ?
C20 C15 C16 C17 0.0(5) . . . . ?
C19 N2 C22 C27 178.7(3) . . . . ?
C19 N2 C22 C23 0.4(4) . . . . ?
C19 C20 C15 Cl04 177.9(2) . . . . ?
C19 C20 C15 C16 -2.5(5) . . . . ?
C19 C18 C17 C16 -0.8(5) . . . . ?
C12 C13 C8 N1 -177.8(3) . . . . ?
C12 C13 C8 C9 2.9(4) . . . . ?
C12 C13 C14 O3 -176.4(3) . . . . ?
C12 C13 C14 O4 3.5(4) . . . . ?
C12 C11 C10 C9 1.6(6) . . . . ?
C34 C29 C30 C31 0.2(5) . . . . ?
C34 C29 C30 C35 -178.9(3) . . . . ?
C34 C33 C32 C31 -1.3(7) . . . . ?
C7 C6 C5 Cl03 2.0(4) . . . . ?
C7 C6 C5 C4 -177.4(3) . . . . ?
C15 C20 C19 N2 -176.5(3) . . . . ?
C15 C20 C19 C18 3.3(4) . . . . ?
C15 C16 C17 C18 1.7(5) . . . . ?
C2 C1 C6 C7 178.7(3) . . . . ?
C2 C1 C6 C5 -0.3(4) . . . . ?
C5 C4 C3 C2 0.6(5) . . . . ?
C3 C4 C5 Cl03 178.8(3) . . . . ?
C3 C4 C5 C6 -1.8(5) . . . . ?
C35 C30 C31 Cl05 -1.8(5) . . . . ?
C35 C30 C31 C32 179.4(4) . . . . ?
C21 C20 C19 N2 3.3(5) . . . . ?
C21 C20 C19 C18 -177.0(3) . . . . ?
C21 C20 C15 Cl04 -1.8(5) . . . . ?
C21 C20 C15 C16 177.8(3) . . . . ?

_olex2_date_sample_completion    2015-02-19
_olex2_date_sample_data_collection 2015-02-19
_olex2_date_sample_submission    2015-02-19
_olex2_exptl_crystal_mounting_method 'FIBRE LOOP'
_olex2_submission_original_sample_id TOL.Zn
_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_THETM01_rr02_t05no3_0m_a    
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: The crystal was poorly diffracting at higher Bragg angles.
The situation did not improve even after recrystallisation and fresh data
collection.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_rr02_t11no3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1498324'
_audit_update_record             
;
2016-08-09 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;
_audit_creation_date             2015-08-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        SUL.Zn
_chemical_formula_moiety         'C40 H42 N8 O14 S2 Zn'
_chemical_formula_sum            'C40 H42 N8 O14 S2 Zn'
_chemical_formula_weight         988.31
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   14.4904(5)
_cell_length_b                   10.3481(3)
_cell_length_c                   16.0712(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.233(2)
_cell_angle_gamma                90.00
_cell_volume                     2230.68(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7762
_cell_measurement_temperature    100
_cell_measurement_theta_max      23.87
_cell_measurement_theta_min      2.49
_exptl_absorpt_coefficient_mu    0.719
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0861 before and 0.0511 after correction.
The Ratio of minimum to maximum transmission is 0.8827.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'metallic yellowish orange'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1024
_exptl_crystal_preparation       'ADDITION OF METHANOLIC SOLUTION'
_exptl_crystal_recrystallization_method 
'MeOH by slow evaporation method in beaker'
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            34935
_diffrn_reflns_theta_full        25.89
_diffrn_reflns_theta_max         25.89
_diffrn_reflns_theta_min         1.52
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_special_details          'METHANOL SOLVENTS'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                3370
_reflns_number_total             4317
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4317
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0559P)²+1.2270P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1074
_refine_special_details          '6 restraints'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O6-H6
 0.87 with sigma of 0.01
 O7-H7
 0.87 with sigma of 0.01
 C19-H6
 1.887762 with sigma of 0.02
 Zn1-H6
 2.733522 with sigma of 0.02
 C20-H7
 1.897284 with sigma of 0.02
 Zn1-H7
 2.699626 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C17(H17), C10(H10), C7(H7A), C8(H8), C11(H11), C14(H14), C1(H1A),
 C13(H13), C2(H2), C3(H3A)
3.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C19(H19A,H19B,H19C)
3.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.5000 1.0000 0.0000 0.03263(14) Uani 1 d . . 2 DS T P
S1 S 0.96202(5) 0.08912(6) 0.30028(4) 0.03268(17) Uani 1 d . . 1 . . .
O5 O 0.45227(13) 0.82931(16) 0.02426(13) 0.0382(4) Uani 1 d . . 1 . . .
O3 O 0.18096(13) 0.67031(19) -0.00322(15) 0.0472(5) Uani 1 d . . 1 . . .
H3 H 0.1943 0.7460 -0.0139 0.071 Uiso 1 calc . . 1 GR . .
O2 O 1.03698(14) 0.14085(19) 0.27175(13) 0.0438(5) Uani 1 d . . 1 . . .
O4 O 0.28742(13) 0.85679(17) -0.01977(13) 0.0432(5) Uani 1 d . . 1 . . .
O6 O 0.45649(15) 1.10126(18) 0.09571(13) 0.0434(5) Uani 1 d . . 1 D . .
H6 H 0.482(2) 1.1789(14) 0.1134(16) 0.065 Uiso 1 d . . 1 DR . .
N3 N 0.60381(15) 0.42594(19) 0.15929(13) 0.0318(5) Uani 1 d . . 1 . . .
O1 O 0.92750(15) -0.03998(18) 0.27085(13) 0.0435(5) Uani 1 d . . 1 . . .
N0AA N 0.52114(15) 0.36919(19) 0.13765(13) 0.0311(5) Uani 1 d . . 1 . . .
O7 O 0.64284(14) 0.95765(19) 0.09963(13) 0.0454(5) Uani 1 d . . 1 D . .
H7 H 0.6917(10) 1.0073(19) 0.097(2) 0.068 Uiso 1 d . . 1 DR . .
N2 N 0.99306(15) 0.0868(2) 0.40627(13) 0.0315(5) Uani 1 d . . 1 . . .
N1 N 1.04237(15) 0.1803(2) 0.54329(14) 0.0331(5) Uani 1 d . . 1 . . .
H1 H 1.0232 0.1075 0.5601 0.040 Uiso 1 calc . . 1 R . .
C16 C 0.35809(17) 0.6548(2) 0.04083(16) 0.0274(5) Uani 1 d . . 1 . . .
C5 C 1.03158(18) 0.1918(2) 0.45622(16) 0.0315(6) Uani 1 d . . 1 . . .
C12 C 0.43715(18) 0.4519(2) 0.09990(16) 0.0295(5) Uani 1 d . . 1 . . .
C9 C 0.68821(18) 0.3434(2) 0.19695(16) 0.0302(5) Uani 1 d . . 1 . . .
C15 C 0.26511(18) 0.6014(2) 0.02992(17) 0.0332(6) Uani 1 d . . 1 . . .
C6 C 0.85648(18) 0.1921(2) 0.25967(15) 0.0291(5) Uani 1 d . . 1 . . .
C17 C 0.44316(17) 0.5788(2) 0.07600(16) 0.0278(5) Uani 1 d . . 1 . . .
H17 H 0.5062 0.6146 0.0837 0.033 Uiso 1 calc . . 1 R . .
C18 C 0.36577(18) 0.7902(2) 0.01314(17) 0.0318(6) Uani 1 d . . 1 . . .
C10 C 0.68579(19) 0.2255(3) 0.23706(17) 0.0365(6) Uani 1 d . . 1 . . .
H10 H 0.6262 0.1972 0.2431 0.044 Uiso 1 calc . . 1 R . .
C7 C 0.86111(19) 0.3116(2) 0.22336(17) 0.0339(6) Uani 1 d . . 1 . . .
H7A H 0.9214 0.3409 0.2193 0.041 Uiso 1 calc . . 1 R . .
C8 C 0.77601(18) 0.3884(2) 0.19284(17) 0.0343(6) Uani 1 d . . 1 . . .
H8 H 0.7784 0.4719 0.1691 0.041 Uiso 1 calc . . 1 R . .
C11 C 0.76985(19) 0.1498(3) 0.26811(17) 0.0365(6) Uani 1 d . . 1 . . .
H11 H 0.7685 0.0687 0.2953 0.044 Uiso 1 calc . . 1 R . .
C4 C 1.0640(2) 0.3105(3) 0.4324(2) 0.0431(7) Uani 1 d . . 1 . . .
C14 C 0.2594(2) 0.4735(3) 0.0533(2) 0.0425(7) Uani 1 d . . 1 . . .
H14 H 0.1966 0.4370 0.0458 0.051 Uiso 1 calc . . 1 R . .
C1 C 1.0803(2) 0.2724(3) 0.6059(2) 0.0447(7) Uani 1 d . . 1 . . .
H1A H 1.0850 0.2577 0.6657 0.054 Uiso 1 calc . . 1 R . .
C13 C 0.3440(2) 0.3994(3) 0.08720(19) 0.0405(6) Uani 1 d . . 1 . . .
H13 H 0.3392 0.3115 0.1022 0.049 Uiso 1 calc . . 1 R . .
C2 C 1.1119(3) 0.3858(3) 0.5844(2) 0.0565(8) Uani 1 d . . 1 . . .
H2 H 1.1390 0.4513 0.6283 0.068 Uiso 1 calc . . 1 R . .
C3 C 1.1032(3) 0.4036(3) 0.4952(2) 0.0585(9) Uani 1 d . . 1 . . .
H3A H 1.1252 0.4824 0.4785 0.070 Uiso 1 calc . . 1 R . .
C20 C 0.6878(3) 0.8344(3) 0.1265(3) 0.0682(10) Uani 1 d . . 1 D . .
H20A H 0.6855 0.7860 0.0733 0.102 Uiso 1 calc . . 1 GR . .
H20B H 0.6515 0.7867 0.1571 0.102 Uiso 1 calc . . 1 GR . .
H20C H 0.7573 0.8457 0.1675 0.102 Uiso 1 calc . . 1 GR . .
C19 C 0.4401(3) 1.0449(3) 0.1690(2) 0.0674(10) Uani 1 d . . 1 D . .
H19A H 0.3799 0.9914 0.1465 0.101 Uiso 1 calc . . 1 GR . .
H19B H 0.4317 1.1132 0.2077 0.101 Uiso 1 calc . . 1 GR . .
H19C H 0.4975 0.9911 0.2035 0.101 Uiso 1 calc . . 1 GR . .
H4 H 1.058(2) 0.319(3) 0.379(2) 0.050(10) Uiso 1 d . . 1 . . .


_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 O5 1.9886(16) 3_675 ?
Zn1 O5 1.9886(16) . ?
Zn1 O6 2.1437(19) 3_675 ?
Zn1 O6 2.1436(19) . ?
Zn1 O7 2.1289(18) 3_675 ?
Zn1 O7 2.1289(18) . ?
S1 O2 1.4331(19) . ?
S1 O1 1.442(2) . ?
S1 N2 1.589(2) . ?
S1 C6 1.773(2) . ?
O5 C18 1.264(3) . ?
O3 H3 0.8400 . ?
O3 C15 1.337(3) . ?
O4 C18 1.261(3) . ?
O6 H6 0.884(9) . ?
O6 C19 1.412(4) . ?
N3 N0AA 1.259(3) . ?
N3 C9 1.425(3) . ?
N0AA C12 1.422(3) . ?
O7 H7 0.886(9) . ?
O7 C20 1.423(4) . ?
N2 C5 1.341(3) . ?
N1 H1 0.8800 . ?
N1 C5 1.353(3) . ?
N1 C1 1.343(3) . ?
C16 C15 1.404(3) . ?
C16 C17 1.390(3) . ?
C16 C18 1.486(3) . ?
C5 C4 1.418(4) . ?
C12 C17 1.380(3) . ?
C12 C13 1.397(3) . ?
C9 C10 1.386(3) . ?
C9 C8 1.380(3) . ?
C15 C14 1.387(4) . ?
C6 C7 1.379(3) . ?
C6 C11 1.384(4) . ?
C17 H17 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.373(4) . ?
C7 H7A 0.9500 . ?
C7 C8 1.391(3) . ?
C8 H8 0.9500 . ?
C11 H11 0.9500 . ?
C4 C3 1.355(4) . ?
C4 H4 0.83(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.372(4) . ?
C1 H1A 0.9500 . ?
C1 C2 1.350(4) . ?
C13 H13 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.404(5) . ?
C3 H3A 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
O5 Zn1 O5 180.00(11) 3_675 . ?
O5 Zn1 O6 94.30(7) . . ?
O5 Zn1 O6 94.30(7) 3_675 3_675 ?
O5 Zn1 O6 85.70(7) 3_675 . ?
O5 Zn1 O6 85.70(7) . 3_675 ?
O5 Zn1 O7 88.91(7) 3_675 3_675 ?
O5 Zn1 O7 88.91(7) . . ?
O5 Zn1 O7 91.09(7) 3_675 . ?
O5 Zn1 O7 91.09(7) . 3_675 ?
O6 Zn1 O6 180.0 . 3_675 ?
O7 Zn1 O6 91.55(8) 3_675 3_675 ?
O7 Zn1 O6 88.45(8) 3_675 . ?
O7 Zn1 O6 91.56(8) . . ?
O7 Zn1 O6 88.45(8) . 3_675 ?
O7 Zn1 O7 180.0 3_675 . ?
O2 S1 O1 116.87(12) . . ?
O2 S1 N2 114.02(12) . . ?
O2 S1 C6 108.08(11) . . ?
O1 S1 N2 105.08(11) . . ?
O1 S1 C6 106.99(12) . . ?
N2 S1 C6 104.97(11) . . ?
C18 O5 Zn1 131.06(16) . . ?
C15 O3 H3 109.5 . . ?
Zn1 O6 H6 118.6(13) . . ?
C19 O6 Zn1 125.76(19) . . ?
C19 O6 H6 106.6(13) . . ?
N0AA N3 C9 114.3(2) . . ?
N3 N0AA C12 114.1(2) . . ?
Zn1 O7 H7 114.5(13) . . ?
C20 O7 Zn1 128.01(19) . . ?
C20 O7 H7 104.5(13) . . ?
C5 N2 S1 120.97(17) . . ?
C5 N1 H1 117.8 . . ?
C1 N1 H1 117.8 . . ?
C1 N1 C5 124.5(2) . . ?
C15 C16 C18 120.7(2) . . ?
C17 C16 C15 119.3(2) . . ?
C17 C16 C18 120.0(2) . . ?
N2 C5 N1 114.0(2) . . ?
N2 C5 C4 130.2(2) . . ?
N1 C5 C4 115.8(2) . . ?
C17 C12 N0AA 123.9(2) . . ?
C17 C12 C13 119.3(2) . . ?
C13 C12 N0AA 116.9(2) . . ?
C10 C9 N3 123.8(2) . . ?
C8 C9 N3 115.9(2) . . ?
C8 C9 C10 120.3(2) . . ?
O3 C15 C16 121.8(2) . . ?
O3 C15 C14 118.5(2) . . ?
C14 C15 C16 119.6(2) . . ?
C7 C6 S1 121.40(19) . . ?
C7 C6 C11 121.1(2) . . ?
C11 C6 S1 117.52(18) . . ?
C16 C17 H17 119.6 . . ?
C12 C17 C16 120.8(2) . . ?
C12 C17 H17 119.6 . . ?
O5 C18 C16 116.2(2) . . ?
O4 C18 O5 124.8(2) . . ?
O4 C18 C16 118.9(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.7(2) . . ?
C11 C10 H10 120.1 . . ?
C6 C7 H7A 120.6 . . ?
C6 C7 C8 118.9(2) . . ?
C8 C7 H7A 120.6 . . ?
C9 C8 C7 120.1(2) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C6 C11 H11 120.1 . . ?
C10 C11 C6 119.8(2) . . ?
C10 C11 H11 120.1 . . ?
C5 C4 H4 117(2) . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4 123(2) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 C15 120.3(2) . . ?
C13 C14 H14 119.8 . . ?
N1 C1 H1A 119.8 . . ?
N1 C1 C2 120.5(3) . . ?
C2 C1 H1A 119.8 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.6(2) . . ?
C14 C13 H13 119.7 . . ?
C1 C2 H2 121.1 . . ?
C1 C2 C3 117.9(3) . . ?
C3 C2 H2 121.1 . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.4 . . ?
O7 C20 H20A 109.5 . . ?
O7 C20 H20B 109.5 . . ?
O7 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O6 C19 H19A 109.5 . . ?
O6 C19 H19B 109.5 . . ?
O6 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H6 N0AA 0.884(9) 2.047(10) 2.923(3) 171(3) 1_565
O7 H7 O4 0.886(9) 1.978(17) 2.709(3) 138.8(19) 3_675
C7 H7A O1 0.95 2.47 3.397(3) 166.6 2_755
C14 H14 N1 0.95 2.53 3.473(3) 172.2 4_465
C1 H1A O2 0.95 2.32 3.094(3) 138.1 4_566
C1 H1A O1 0.95 2.51 3.146(4) 124.5 3_756

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O5 C18 O4 1.7(4) . . . . ?
Zn1 O5 C18 C16 -178.83(16) . . . . ?
S1 N2 C5 N1 171.99(16) . . . . ?
S1 N2 C5 C4 -9.3(4) . . . . ?
S1 C6 C7 C8 -179.80(19) . . . . ?
S1 C6 C11 C10 -179.5(2) . . . . ?
O5 Zn1 O5 C18 177(6) 3_675 . . . ?
O5 Zn1 O6 C19 -158.8(3) 3_675 . . . ?
O5 Zn1 O6 C19 21.2(3) . . . . ?
O5 Zn1 O7 C20 -151.3(3) 3_675 . . . ?
O5 Zn1 O7 C20 28.7(3) . . . . ?
O3 C15 C14 C13 179.7(3) . . . . ?
O2 S1 N2 C5 48.9(2) . . . . ?
O2 S1 C6 C7 -11.2(2) . . . . ?
O2 S1 C6 C11 170.6(2) . . . . ?
O6 Zn1 O5 C18 63.4(2) . . . . ?
O6 Zn1 O5 C18 -116.6(2) 3_675 . . . ?
O6 Zn1 O6 C19 87(4) 3_675 . . . ?
O6 Zn1 O7 C20 123.0(3) . . . . ?
O6 Zn1 O7 C20 -57.0(3) 3_675 . . . ?
N3 N0AA C12 C17 9.3(3) . . . . ?
N3 N0AA C12 C13 -170.5(2) . . . . ?
N3 C9 C10 C11 177.2(2) . . . . ?
N3 C9 C8 C7 -176.5(2) . . . . ?
O1 S1 N2 C5 178.13(19) . . . . ?
O1 S1 C6 C7 -137.9(2) . . . . ?
O1 S1 C6 C11 43.9(2) . . . . ?
N0AA N3 C9 C10 -22.5(3) . . . . ?
N0AA N3 C9 C8 158.4(2) . . . . ?
N0AA C12 C17 C16 -178.9(2) . . . . ?
N0AA C12 C13 C14 178.3(2) . . . . ?
O7 Zn1 O5 C18 -25.1(2) 3_675 . . . ?
O7 Zn1 O5 C18 154.9(2) . . . . ?
O7 Zn1 O6 C19 112.2(3) 3_675 . . . ?
O7 Zn1 O6 C19 -67.8(3) . . . . ?
O7 Zn1 O7 C20 -102(12) 3_675 . . . ?
N2 S1 C6 C7 110.8(2) . . . . ?
N2 S1 C6 C11 -67.4(2) . . . . ?
N2 C5 C4 C3 -178.4(3) . . . . ?
N1 C5 C4 C3 0.3(4) . . . . ?
N1 C1 C2 C3 0.2(5) . . . . ?
C16 C15 C14 C13 0.2(4) . . . . ?
C5 N1 C1 C2 -0.6(4) . . . . ?
C5 C4 C3 C2 -0.6(5) . . . . ?
C9 N3 N0AA C12 -179.9(2) . . . . ?
C9 C10 C11 C6 0.4(4) . . . . ?
C15 C16 C17 C12 0.2(4) . . . . ?
C15 C16 C18 O5 -179.0(2) . . . . ?
C15 C16 C18 O4 0.5(4) . . . . ?
C15 C14 C13 C12 0.9(4) . . . . ?
C6 S1 N2 C5 -69.2(2) . . . . ?
C6 C7 C8 C9 -1.7(4) . . . . ?
C17 C16 C15 O3 179.7(2) . . . . ?
C17 C16 C15 C14 -0.8(4) . . . . ?
C17 C16 C18 O5 -0.5(3) . . . . ?
C17 C16 C18 O4 179.0(2) . . . . ?
C17 C12 C13 C14 -1.5(4) . . . . ?
C18 C16 C15 O3 -1.8(4) . . . . ?
C18 C16 C15 C14 177.7(2) . . . . ?
C18 C16 C17 C12 -178.3(2) . . . . ?
C10 C9 C8 C7 4.5(4) . . . . ?
C7 C6 C11 C10 2.3(4) . . . . ?
C8 C9 C10 C11 -3.8(4) . . . . ?
C11 C6 C7 C8 -1.7(4) . . . . ?
C1 N1 C5 N2 179.2(2) . . . . ?
C1 N1 C5 C4 0.4(4) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C13 C12 C17 C16 0.9(4) . . . . ?

_olex2_date_sample_completion    2015-02-13
_olex2_date_sample_data_collection 2015-02-13
_olex2_date_sample_submission    2015-02-13
_olex2_exptl_crystal_mounting_method 'FIBRE LOOP'
_olex2_submission_original_sample_id SUL.Zn
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_dicno3
_database_code_depnum_ccdc_archive 'CCDC 1498325'
_audit_update_record             
;
2016-08-09 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;
_audit_creation_date             2015-08-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        DIC.Zn
_chemical_formula_moiety         '2(C30 H28 Cl4 N2 O6 Zn), C H4 O'
_chemical_formula_sum            'C61 H60 Cl8 N4 O13 Zn2'
_chemical_formula_weight         1471.47
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   9.589(5)
_cell_length_b                   19.809(9)
_cell_length_c                   33.740(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.414(7)
_cell_angle_gamma                90.00
_cell_volume                     6403(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9809
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.45
_cell_measurement_theta_min      2.40
_exptl_absorpt_coefficient_mu    1.148
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0803 before and 0.0738 after correction.
The Ratio of minimum to maximum transmission is 0.9314.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             3016
_exptl_crystal_preparation       'ADDITION OF METHANOLIC SOLUTION'
_exptl_crystal_recrystallization_method 'SLOW EVAPORATION IN BEAKER'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.19
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0822
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            79263
_diffrn_reflns_theta_full        26.05
_diffrn_reflns_theta_max         26.05
_diffrn_reflns_theta_min         1.19
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_special_details          'METHANOL SOLVENT'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                9543
_reflns_number_total             12525
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.400
_refine_diff_density_min         -1.290
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     811
_refine_ls_number_reflns         12525
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0542
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0617P)²+21.1133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1340
_refine_ls_wR_factor_ref         0.1491
_refine_special_details          '12 restraints'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O6-H6
 0.85 with sigma of 0.01
 O12-H12A
 0.85 with sigma of 0.01
 O13-H13
 0.85 with sigma of 0.01
 O5-H5
 0.85 with sigma of 0.01
 Zn1-H5
 2.63976 with sigma of 0.02
 C5-H5
 1.880382 with sigma of 0.02
 Zn2-H13
 2.687664 with sigma of 0.02
 C3AA-H13
 1.9798 with sigma of 0.02
 Zn2-H12A
 2.619643 with sigma of 0.02
 C2-H12A
 1.933883 with sigma of 0.02
 Zn1-H6
 2.677199 with sigma of 0.02
 C1-H6
 1.914256 with sigma of 0.02
3.a Riding coordinates:
 N2(H2), N1(H1), N3(H3), N4(H4A)
3.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C41(H41A,H41B), C55(H55A,H55B), C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C37(H37), C22(H22), C45(H45), C4(H4), C39(H39), C51(H51), C11(H11),
 C31(H31), C9(H9), C38(H38), C24(H24), C25(H25), C50(H50), C36(H36), C2AA(H2AA),
  C10(H10), C4AA(H4AA), C32(H32), C23(H23), C53(H53), C18(H18), C19(H19),
 C17(H17), C33(H33), C47(H47), C52(H52), C46(H46)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C3AA(H3AA,H3AB,H3AC),
 C5(H5A,H5B,H5C)
3.e Idealised tetrahedral OH refined as rotating group:
 O7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Zn1 Zn 0.05939(6) 0.65920(3) 0.240624(14) 0.02485(14) Uani 1 d . . D
Zn2 Zn 0.55711(6) 0.89353(3) 0.252115(14) 0.02861(15) Uani 1 d . . D
Cl1 Cl 0.05488(10) 0.59883(5) 0.47237(3) 0.0189(2) Uani 1 d . . .
Cl5 Cl 0.55994(10) 0.85933(5) 0.02029(3) 0.0187(2) Uani 1 d . . .
Cl4 Cl 0.22570(11) 0.74113(6) 0.13580(3) 0.0237(2) Uani 1 d . . .
Cl9 Cl 0.45987(10) 0.84889(5) 0.47725(3) 0.0187(2) Uani 1 d . . .
Cl6 Cl 0.31560(11) 0.97762(6) 0.14605(3) 0.0256(2) Uani 1 d . . .
Cl3 Cl -0.04327(10) 0.61031(5) 0.01260(3) 0.0194(2) Uani 1 d . . .
Cl7 Cl 0.68453(12) 1.00433(6) 0.36253(3) 0.0294(3) Uani 1 d . . .
Cl2 Cl -0.19228(11) 0.74539(6) 0.35137(3) 0.0269(2) Uani 1 d . . .
O8 O 0.5564(3) 0.86567(15) 0.19589(8) 0.0236(7) Uani 1 d . . .
O3 O -0.1248(3) 0.59816(16) 0.21820(9) 0.0279(7) Uani 1 d . . .
O10 O 0.3820(3) 0.80435(16) 0.27040(8) 0.0265(7) Uani 1 d . . .
O9 O 0.7030(3) 0.79587(16) 0.22740(8) 0.0261(7) Uani 1 d . . .
O1 O 0.0481(3) 0.63525(15) 0.29897(8) 0.0245(7) Uani 1 d . . .
O4 O 0.0593(3) 0.61840(18) 0.18387(9) 0.0334(8) Uani 1 d . . .
N2 N 0.0088(3) 0.64715(18) 0.10008(10) 0.0185(7) Uani 1 d . . .
H2 H 0.0417 0.6069 0.1024 0.022 Uiso 1 d . . R
O11 O 0.5352(4) 0.86091(17) 0.30726(9) 0.0332(8) Uani 1 d . . .
C16 C -0.1667(4) 0.7262(2) 0.40188(11) 0.0181(9) Uani 1 d . . .
C12 C -0.2213(4) 0.6884(2) 0.07538(11) 0.0169(8) Uani 1 d . . .
H12 H -0.1783 0.7203 0.0598 0.020 Uiso 1 calc . . R
C0AA C 0.0849(4) 0.6827(2) 0.07245(12) 0.0162(8) Uani 1 d . . .
O2 O 0.1654(3) 0.55789(16) 0.26711(8) 0.0285(7) Uani 1 d . . .
C15 C -0.0643(4) 0.6785(2) 0.41332(12) 0.0164(8) Uani 1 d . . .
N1 N 0.0162(3) 0.64578(18) 0.38521(10) 0.0181(7) Uani 1 d . . .
H1 H -0.0208 0.6073 0.3794 0.022 Uiso 1 d . . R
C28 C 0.1175(5) 0.5800(2) 0.29892(12) 0.0218(9) Uani 1 d . . .
C37 C 0.8962(4) 0.9263(2) 0.08274(12) 0.0186(9) Uani 1 d . . .
H37 H 0.9445 0.9561 0.0671 0.022 Uiso 1 calc . . R
N3 N 0.5290(3) 0.89013(17) 0.10935(10) 0.0175(7) Uani 1 d . . .
H3 H 0.4958 0.8502 0.1121 0.021 Uiso 1 d . . R
C22 C 0.2452(4) 0.6803(2) 0.41434(11) 0.0170(8) Uani 1 d . . .
H22 H 0.2027 0.7139 0.4288 0.020 Uiso 1 calc . . R
C45 C 0.7425(4) 1.0183(2) 0.44119(13) 0.0225(9) Uani 1 d . . .
H45 H 0.8037 1.0520 0.4338 0.027 Uiso 1 calc . . R
O6 O 0.2523(3) 0.70073(19) 0.23562(10) 0.0368(8) Uani 1 d . . D
H6 H 0.288(2) 0.7334(17) 0.2494(13) 0.055 Uiso 1 d . . DR
C4 C 0.2439(4) 0.7561(2) 0.01766(12) 0.0210(9) Uani 1 d . . .
H4 H 0.2929 0.7814 -0.0003 0.025 Uiso 1 calc . . R
N4 N 0.5037(4) 0.89200(18) 0.39175(10) 0.0197(7) Uani 1 d . . .
H4A H 0.5424 0.8530 0.3899 0.024 Uiso 1 d . . R
C40 C 0.7488(4) 0.8357(2) 0.12962(11) 0.0167(8) Uani 1 d . . .
C43 C 0.5737(4) 0.92989(19) 0.42164(12) 0.0156(8) Uani 1 d . . .
C39 C 0.8943(4) 0.8321(2) 0.12754(12) 0.0197(9) Uani 1 d . . .
H39 H 0.9428 0.7993 0.1422 0.024 Uiso 1 calc . . R
C7 C -0.1394(4) 0.6446(2) 0.09939(11) 0.0163(8) Uani 1 d . . .
C8 C -0.2057(4) 0.5984(2) 0.12424(11) 0.0172(8) Uani 1 d . . .
C1AA C 0.1900(4) 0.7293(2) 0.08487(11) 0.0167(8) Uani 1 d . . .
C51 C 0.1258(5) 0.9182(2) 0.40931(13) 0.0246(10) Uani 1 d . . .
H51 H 0.0698 0.9452 0.4246 0.030 Uiso 1 calc . . R
C34 C 0.4487(4) 0.9186(2) 0.04062(12) 0.0159(8) Uani 1 d . . .
C54 C 0.2963(4) 0.8344(2) 0.36446(11) 0.0189(9) Uani 1 d . . .
C20 C -0.0565(4) 0.6628(2) 0.45432(12) 0.0164(8) Uani 1 d . . .
C11 C -0.3662(4) 0.6845(2) 0.07473(12) 0.0186(9) Uani 1 d . . .
H11 H -0.4193 0.7131 0.0583 0.022 Uiso 1 calc . . R
C49 C 0.3562(4) 0.8847(2) 0.38920(11) 0.0181(9) Uani 1 d . . .
C21 C 0.1637(4) 0.6385(2) 0.38908(11) 0.0159(8) Uani 1 d . . .
C31 C 0.2503(4) 1.0058(2) 0.06907(13) 0.0218(9) Uani 1 d . . .
H31 H 0.1821 1.0339 0.0789 0.026 Uiso 1 calc . . R
C9 C -0.3514(5) 0.5957(2) 0.12305(12) 0.0224(9) Uani 1 d . . .
H9 H -0.3954 0.5648 0.1391 0.027 Uiso 1 calc . . R
O12 O 0.7300(5) 0.9494(2) 0.26220(11) 0.0563(12) Uani 1 d . . D
H12A H 0.754(3) 0.984(2) 0.2486(15) 0.084 Uiso 1 d . . DR
C6 C 0.0696(4) 0.6729(2) 0.03118(12) 0.0168(8) Uani 1 d . . .
C38 C 0.9681(4) 0.8761(2) 0.10424(13) 0.0230(9) Uani 1 d . . .
H38 H 1.0644 0.8723 0.1030 0.028 Uiso 1 calc . . R
C24 C 0.4537(4) 0.6223(2) 0.39601(13) 0.0232(10) Uani 1 d . . .
H24 H 0.5499 0.6165 0.3984 0.028 Uiso 1 calc . . R
C25 C 0.3735(5) 0.5815(2) 0.37048(12) 0.0225(9) Uani 1 d . . .
H25 H 0.4172 0.5489 0.3555 0.027 Uiso 1 calc . . R
C50 C 0.2702(4) 0.9263(2) 0.41134(12) 0.0196(9) Uani 1 d . . .
H50 H 0.3101 0.9596 0.4276 0.024 Uiso 1 calc . . R
C36 C 0.7518(4) 0.9315(2) 0.08480(11) 0.0168(8) Uani 1 d . . .
H36 H 0.7046 0.9656 0.0708 0.020 Uiso 1 calc . . R
C27 C 0.1436(5) 0.5435(2) 0.33801(11) 0.0203(9) Uani 1 d . . .
H27A H 0.1941 0.5019 0.3336 0.024 Uiso 1 calc . . R
H27B H 0.0552 0.5321 0.3493 0.024 Uiso 1 calc . . R
C35 C 0.6770(4) 0.8864(2) 0.10753(11) 0.0152(8) Uani 1 d . . .
C2AA C 0.2694(4) 0.7652(2) 0.05850(12) 0.0184(9) Uani 1 d . . .
H2AA H 0.3384 0.7948 0.0679 0.022 Uiso 1 calc . . R
O13 O 0.4031(5) 0.96516(19) 0.24671(13) 0.0566(12) Uani 1 d . . D
H13 H 0.410(2) 1.0080(5) 0.249(2) 0.085 Uiso 1 d . . DR
C10 C -0.4323(4) 0.6378(2) 0.09859(13) 0.0224(9) Uani 1 d . . .
H10 H -0.5292 0.6350 0.0981 0.027 Uiso 1 calc . . R
C56 C 0.4369(5) 0.8179(2) 0.30380(12) 0.0226(9) Uani 1 d . . .
C4AA C 0.1449(4) 0.7091(2) 0.00415(12) 0.0180(8) Uani 1 d . . .
H4AA H 0.1295 0.7019 -0.0229 0.022 Uiso 1 calc . . R
C14 C -0.0590(5) 0.5908(2) 0.18686(12) 0.0222(9) Uani 1 d . . .
C42 C 0.6433(4) 0.8166(2) 0.19565(12) 0.0202(9) Uani 1 d . . .
O5 O -0.0395(4) 0.74797(17) 0.23360(13) 0.0456(10) Uani 1 d . . D
H5 H -0.1263(11) 0.7572(12) 0.232(2) 0.068 Uiso 1 d . . DR
C29 C 0.4435(4) 0.9260(2) 0.08209(12) 0.0162(8) Uani 1 d . . .
C32 C 0.2650(4) 1.0000(2) 0.02830(13) 0.0223(9) Uani 1 d . . .
H32 H 0.2095 1.0255 0.0107 0.027 Uiso 1 calc . . R
C30 C 0.3384(4) 0.9693(2) 0.09499(12) 0.0190(9) Uani 1 d . . .
C23 C 0.3893(4) 0.6718(2) 0.41796(12) 0.0198(9) Uani 1 d . . .
H23 H 0.4424 0.6993 0.4351 0.024 Uiso 1 calc . . R
C53 C 0.1504(5) 0.8283(2) 0.36213(12) 0.0233(9) Uani 1 d . . .
H53 H 0.1096 0.7960 0.3454 0.028 Uiso 1 calc . . R
C18 C -0.2330(4) 0.7440(2) 0.46894(13) 0.0208(9) Uani 1 d . . .
H18 H -0.2861 0.7666 0.4872 0.025 Uiso 1 calc . . R
C19 C -0.1364(4) 0.6959(2) 0.48180(12) 0.0189(9) Uani 1 d . . .
H19 H -0.1252 0.6858 0.5087 0.023 Uiso 1 calc . . R
C17 C -0.2503(4) 0.7584(2) 0.42862(13) 0.0212(9) Uani 1 d . . .
H17 H -0.3173 0.7894 0.4197 0.025 Uiso 1 calc . . R
C44 C 0.6658(4) 0.9825(2) 0.41236(13) 0.0211(9) Uani 1 d . . .
C41 C 0.6729(4) 0.7860(2) 0.15564(12) 0.0192(9) Uani 1 d . . .
H41A H 0.5856 0.7728 0.1423 0.023 Uiso 1 calc . . R
H41B H 0.7295 0.7458 0.1596 0.023 Uiso 1 calc . . R
C48 C 0.5644(4) 0.9154(2) 0.46226(12) 0.0168(8) Uani 1 d . . .
C33 C 0.3640(4) 0.9554(2) 0.01428(13) 0.0204(9) Uani 1 d . . .
H33 H 0.3733 0.9503 -0.0129 0.024 Uiso 1 calc . . R
C55 C 0.3853(5) 0.7859(2) 0.34157(12) 0.0202(9) Uani 1 d . . .
H55A H 0.3309 0.7460 0.3347 0.024 Uiso 1 calc . . R
H55B H 0.4648 0.7719 0.3583 0.024 Uiso 1 calc . . R
C47 C 0.6377(4) 0.9518(2) 0.49168(12) 0.0196(9) Uani 1 d . . .
H47 H 0.6268 0.9418 0.5183 0.024 Uiso 1 calc . . R
C52 C 0.0657(5) 0.8692(2) 0.38411(13) 0.0275(10) Uani 1 d . . .
H52 H -0.0308 0.8641 0.3821 0.033 Uiso 1 calc . . R
C13 C -0.1205(5) 0.5514(2) 0.15153(12) 0.0224(9) Uani 1 d . . .
H13A H -0.0459 0.5311 0.1371 0.027 Uiso 1 calc . . R
H13B H -0.1797 0.5154 0.1608 0.027 Uiso 1 calc . . R
C26 C 0.2285(4) 0.5885(2) 0.36682(11) 0.0174(8) Uani 1 d . . .
O7 O 0.6293(5) 0.5924(2) 0.24900(16) 0.0652(13) Uani 1 d . . .
H7 H 0.6991 0.5943 0.2358 0.098 Uiso 1 calc . . GR
C46 C 0.7275(4) 1.0035(2) 0.48104(13) 0.0229(9) Uani 1 d . . .
H46 H 0.7771 1.0279 0.5005 0.027 Uiso 1 calc . . R
C1 C 0.3642(6) 0.6607(3) 0.22091(17) 0.0442(14) Uani 1 d . . D
H1A H 0.3327 0.6382 0.1970 0.066 Uiso 1 calc . . GR
H1B H 0.3930 0.6278 0.2405 0.066 Uiso 1 calc . . GR
H1C H 0.4416 0.6895 0.2154 0.066 Uiso 1 calc . . GR
C2 C 0.8473(6) 0.9257(3) 0.28654(17) 0.0438(14) Uani 1 d . . D
H2A H 0.9279 0.9223 0.2707 0.066 Uiso 1 calc . . GR
H2B H 0.8261 0.8821 0.2972 0.066 Uiso 1 calc . . GR
H2C H 0.8659 0.9569 0.3079 0.066 Uiso 1 calc . . GR
C3 C 0.6523(7) 0.6325(3) 0.2859(2) 0.0571(17) Uani 1 d . . .
H3A H 0.6641 0.6792 0.2792 0.086 Uiso 1 calc . . GR
H3B H 0.7346 0.6165 0.3001 0.086 Uiso 1 calc . . GR
H3C H 0.5732 0.6277 0.3021 0.086 Uiso 1 calc . . GR
C3AA C 0.2500(6) 0.9455(3) 0.2442(2) 0.0612(18) Uani 1 d . . D
H3AA H 0.2360 0.9101 0.2250 0.092 Uiso 1 calc . . GR
H3AB H 0.1948 0.9840 0.2362 0.092 Uiso 1 calc . . GR
H3AC H 0.2225 0.9301 0.2696 0.092 Uiso 1 calc . . GR
C5 C 0.0366(7) 0.8095(3) 0.22819(19) 0.0523(15) Uani 1 d . . D
H5A H 0.1082 0.8021 0.2096 0.078 Uiso 1 calc . . GR
H5B H 0.0784 0.8238 0.2532 0.078 Uiso 1 calc . . GR
H5C H -0.0261 0.8439 0.2182 0.078 Uiso 1 calc . . GR


_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 O3 2.245(3) . ?
Zn1 O1 2.032(3) . ?
Zn1 O4 2.078(3) . ?
Zn1 O2 2.405(3) . ?
Zn1 O6 2.038(4) . ?
Zn1 O5 2.007(4) . ?
Zn2 O8 1.976(3) . ?
Zn2 O11 1.989(3) . ?
Zn2 O12 2.010(4) . ?
Zn2 O13 2.050(4) . ?
Cl1 C20 1.750(4) . ?
Cl5 C34 1.746(4) . ?
Cl4 C1AA 1.754(4) . ?
Cl9 C48 1.744(4) . ?
Cl6 C30 1.754(4) . ?
Cl3 C6 1.745(4) . ?
Cl7 C44 1.753(4) . ?
Cl2 C16 1.754(4) . ?
O8 C42 1.280(5) . ?
O3 C14 1.262(5) . ?
O10 C56 1.253(5) . ?
O9 C42 1.262(5) . ?
O1 C28 1.281(5) . ?
O4 C14 1.267(5) . ?
N2 H2 0.8602 . ?
N2 C0AA 1.398(5) . ?
N2 C7 1.421(5) . ?
O11 C56 1.272(5) . ?
C16 C15 1.404(6) . ?
C16 C17 1.388(6) . ?
C12 H12 0.9300 . ?
C12 C7 1.404(6) . ?
C12 C11 1.391(6) . ?
C0AA C1AA 1.416(6) . ?
C0AA C6 1.407(5) . ?
O2 C28 1.263(5) . ?
C15 N1 1.406(5) . ?
C15 C20 1.417(6) . ?
N1 H1 0.8600 . ?
N1 C21 1.423(5) . ?
C28 C27 1.515(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.395(6) . ?
C37 C36 1.393(6) . ?
N3 H3 0.8599 . ?
N3 C35 1.424(5) . ?
N3 C29 1.400(5) . ?
C22 H22 0.9300 . ?
C22 C21 1.403(6) . ?
C22 C23 1.392(6) . ?
C45 H45 0.9300 . ?
C45 C44 1.389(6) . ?
C45 C46 1.389(6) . ?
O6 H6 0.859(9) . ?
O6 C1 1.439(6) . ?
C4 H4 0.9300 . ?
C4 C2AA 1.401(6) . ?
C4 C4AA 1.393(6) . ?
N4 H4A 0.8599 . ?
N4 C43 1.405(5) . ?
N4 C49 1.420(5) . ?
C40 C39 1.401(6) . ?
C40 C35 1.413(6) . ?
C40 C41 1.524(6) . ?
C43 C44 1.409(6) . ?
C43 C48 1.407(6) . ?
C39 H39 0.9300 . ?
C39 C38 1.388(6) . ?
C7 C8 1.411(6) . ?
C8 C9 1.397(6) . ?
C8 C13 1.523(6) . ?
C1AA C2AA 1.390(6) . ?
C51 H51 0.9300 . ?
C51 C50 1.393(6) . ?
C51 C52 1.399(7) . ?
C34 C29 1.410(6) . ?
C34 C33 1.385(6) . ?
C54 C49 1.407(6) . ?
C54 C53 1.402(6) . ?
C54 C55 1.517(6) . ?
C20 C19 1.392(6) . ?
C11 H11 0.9300 . ?
C11 C10 1.395(6) . ?
C49 C50 1.403(6) . ?
C21 C26 1.403(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.394(6) . ?
C31 C30 1.393(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.388(6) . ?
O12 H12A 0.857(9) . ?
O12 C2 1.444(7) . ?
C6 C4AA 1.387(6) . ?
C38 H38 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.390(6) . ?
C24 C23 1.389(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.398(6) . ?
C50 H50 0.9300 . ?
C36 H36 0.9300 . ?
C36 C35 1.396(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C26 1.528(6) . ?
C2AA H2AA 0.9300 . ?
O13 H13 0.853(9) . ?
O13 C3AA 1.517(7) . ?
C10 H10 0.9300 . ?
C56 C55 1.525(6) . ?
C4AA H4AA 0.9300 . ?
C14 C13 1.523(6) . ?
C42 C41 1.517(6) . ?
O5 H5 0.852(9) . ?
O5 C5 1.437(7) . ?
C29 C30 1.406(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.394(6) . ?
C23 H23 0.9300 . ?
C53 H53 0.9300 . ?
C53 C52 1.385(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.385(6) . ?
C18 C17 1.393(6) . ?
C19 H19 0.9300 . ?
C17 H17 0.9300 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C48 C47 1.394(6) . ?
C33 H33 0.9300 . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C47 H47 0.9300 . ?
C47 C46 1.394(6) . ?
C52 H52 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
O7 H7 0.8200 . ?
O7 C3 1.485(7) . ?
C46 H46 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3AA H3AA 0.9600 . ?
C3AA H3AB 0.9600 . ?
C3AA H3AC 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?

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
O3 Zn1 O2 89.43(12) . . ?
O1 Zn1 O3 97.33(12) . . ?
O1 Zn1 O4 143.48(13) . . ?
O1 Zn1 O2 58.94(11) . . ?
O1 Zn1 O6 105.06(13) . . ?
O4 Zn1 O3 60.67(12) . . ?
O4 Zn1 O2 90.09(12) . . ?
O6 Zn1 O3 153.30(12) . . ?
O6 Zn1 O4 92.64(13) . . ?
O6 Zn1 O2 89.80(14) . . ?
O5 Zn1 O3 94.08(14) . . ?
O5 Zn1 O1 105.96(16) . . ?
O5 Zn1 O4 104.48(16) . . ?
O5 Zn1 O2 164.85(15) . . ?
O5 Zn1 O6 93.57(15) . . ?
O8 Zn2 O11 144.22(14) . . ?
O8 Zn2 O12 106.60(15) . . ?
O8 Zn2 O13 97.74(15) . . ?
O11 Zn2 O12 98.02(14) . . ?
O11 Zn2 O13 101.77(16) . . ?
O12 Zn2 O13 102.69(19) . . ?
C42 O8 Zn2 104.0(2) . . ?
C14 O3 Zn1 86.0(3) . . ?
C28 O1 Zn1 98.6(2) . . ?
C14 O4 Zn1 93.5(3) . . ?
C0AA N2 H2 109.1 . . ?
C0AA N2 C7 123.8(3) . . ?
C7 N2 H2 109.3 . . ?
C56 O11 Zn2 103.8(3) . . ?
C15 C16 Cl2 118.7(3) . . ?
C17 C16 Cl2 118.1(3) . . ?
C17 C16 C15 123.2(4) . . ?
C7 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C7 120.6(4) . . ?
N2 C0AA C1AA 121.0(4) . . ?
N2 C0AA C6 123.7(4) . . ?
C6 C0AA C1AA 115.2(4) . . ?
C28 O2 Zn1 82.2(2) . . ?
C16 C15 N1 121.4(4) . . ?
C16 C15 C20 115.1(4) . . ?
N1 C15 C20 123.3(4) . . ?
C15 N1 H1 109.3 . . ?
C15 N1 C21 123.9(3) . . ?
C21 N1 H1 109.2 . . ?
O1 C28 C27 118.2(4) . . ?
O2 C28 O1 120.3(4) . . ?
O2 C28 C27 121.5(4) . . ?
C38 C37 H37 120.1 . . ?
C36 C37 H37 120.1 . . ?
C36 C37 C38 119.9(4) . . ?
C35 N3 H3 109.3 . . ?
C29 N3 H3 109.1 . . ?
C29 N3 C35 123.7(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C23 C22 C21 120.5(4) . . ?
C44 C45 H45 120.1 . . ?
C44 C45 C46 119.8(4) . . ?
C46 C45 H45 120.1 . . ?
Zn1 O6 H6 126.9(17) . . ?
C1 O6 Zn1 119.9(3) . . ?
C1 O6 H6 108.5(16) . . ?
C2AA C4 H4 120.1 . . ?
C4AA C4 H4 120.1 . . ?
C4AA C4 C2AA 119.7(4) . . ?
C43 N4 H4A 109.7 . . ?
C43 N4 C49 122.9(3) . . ?
C49 N4 H4A 109.6 . . ?
C39 C40 C35 118.3(4) . . ?
C39 C40 C41 119.8(4) . . ?
C35 C40 C41 121.9(4) . . ?
N4 C43 C44 121.4(4) . . ?
N4 C43 C48 122.8(4) . . ?
C48 C43 C44 115.7(4) . . ?
C40 C39 H39 119.0 . . ?
C38 C39 C40 122.0(4) . . ?
C38 C39 H39 119.0 . . ?
C12 C7 N2 121.5(4) . . ?
C12 C7 C8 119.3(4) . . ?
C8 C7 N2 119.2(3) . . ?
C7 C8 C13 120.9(4) . . ?
C9 C8 C7 118.9(4) . . ?
C9 C8 C13 120.3(4) . . ?
C0AA C1AA Cl4 119.0(3) . . ?
C2AA C1AA Cl4 118.0(3) . . ?
C2AA C1AA C0AA 123.0(4) . . ?
C50 C51 H51 120.2 . . ?
C50 C51 C52 119.6(4) . . ?
C52 C51 H51 120.2 . . ?
C29 C34 Cl5 120.5(3) . . ?
C33 C34 Cl5 116.9(3) . . ?
C33 C34 C29 122.5(4) . . ?
C49 C54 C55 121.7(4) . . ?
C53 C54 C49 118.4(4) . . ?
C53 C54 C55 119.9(4) . . ?
C15 C20 Cl1 120.3(3) . . ?
C19 C20 Cl1 117.0(3) . . ?
C19 C20 C15 122.6(4) . . ?
C12 C11 H11 119.8 . . ?
C12 C11 C10 120.4(4) . . ?
C10 C11 H11 119.8 . . ?
C54 C49 N4 119.3(4) . . ?
C50 C49 N4 120.9(4) . . ?
C50 C49 C54 119.8(4) . . ?
C22 C21 N1 121.5(4) . . ?
C22 C21 C26 119.6(4) . . ?
C26 C21 N1 118.9(4) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C30 C31 C32 119.5(4) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 C8 121.8(4) . . ?
C10 C9 H9 119.1 . . ?
Zn2 O12 H12A 125.6(16) . . ?
C2 O12 Zn2 122.3(3) . . ?
C2 O12 H12A 110.2(16) . . ?
C0AA C6 Cl3 119.4(3) . . ?
C4AA C6 Cl3 117.6(3) . . ?
C4AA C6 C0AA 123.0(4) . . ?
C37 C38 H38 120.4 . . ?
C39 C38 C37 119.3(4) . . ?
C39 C38 H38 120.4 . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.6(4) . . ?
C24 C25 H25 119.4 . . ?
C24 C25 C26 121.3(4) . . ?
C26 C25 H25 119.4 . . ?
C51 C50 C49 120.8(4) . . ?
C51 C50 H50 119.6 . . ?
C49 C50 H50 119.6 . . ?
C37 C36 H36 119.5 . . ?
C37 C36 C35 120.9(4) . . ?
C35 C36 H36 119.5 . . ?
C28 C27 H27A 109.7 . . ?
C28 C27 H27B 109.7 . . ?
C28 C27 C26 109.9(3) . . ?
H27A C27 H27B 108.2 . . ?
C26 C27 H27A 109.7 . . ?
C26 C27 H27B 109.7 . . ?
C40 C35 N3 118.6(4) . . ?
C36 C35 N3 121.8(4) . . ?
C36 C35 C40 119.6(4) . . ?
C4 C2AA H2AA 120.4 . . ?
C1AA C2AA C4 119.1(4) . . ?
C1AA C2AA H2AA 120.4 . . ?
Zn2 O13 H13 129.2(16) . . ?
C3AA O13 Zn2 121.3(3) . . ?
C3AA O13 H13 109.0(16) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 C11 119.0(4) . . ?
C9 C10 H10 120.5 . . ?
O10 C56 O11 120.5(4) . . ?
O10 C56 C55 121.6(4) . . ?
O11 C56 C55 117.9(4) . . ?
C4 C4AA H4AA 120.1 . . ?
C6 C4AA C4 119.8(4) . . ?
C6 C4AA H4AA 120.1 . . ?
O3 C14 O4 119.8(4) . . ?
O3 C14 C13 121.6(4) . . ?
O4 C14 C13 118.5(4) . . ?
O8 C42 C41 117.1(4) . . ?
O9 C42 O8 120.9(4) . . ?
O9 C42 C41 122.0(4) . . ?
Zn1 O5 H5 130.6(15) . . ?
C5 O5 Zn1 121.3(3) . . ?
C5 O5 H5 108.1(15) . . ?
N3 C29 C34 123.7(4) . . ?
N3 C29 C30 120.9(4) . . ?
C30 C29 C34 115.3(4) . . ?
C31 C32 H32 120.5 . . ?
C31 C32 C33 119.1(4) . . ?
C33 C32 H32 120.5 . . ?
C31 C30 Cl6 118.1(3) . . ?
C31 C30 C29 123.1(4) . . ?
C29 C30 Cl6 118.8(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0(4) . . ?
C24 C23 H23 120.0 . . ?
C54 C53 H53 119.1 . . ?
C52 C53 C54 121.8(4) . . ?
C52 C53 H53 119.1 . . ?
C19 C18 H18 120.1 . . ?
C19 C18 C17 119.8(4) . . ?
C17 C18 H18 120.1 . . ?
C20 C19 H19 120.2 . . ?
C18 C19 C20 119.7(4) . . ?
C18 C19 H19 120.2 . . ?
C16 C17 C18 119.5(4) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C45 C44 Cl7 118.2(3) . . ?
C45 C44 C43 122.7(4) . . ?
C43 C44 Cl7 119.1(3) . . ?
C40 C41 H41A 109.3 . . ?
C40 C41 H41B 109.3 . . ?
C42 C41 C40 111.5(3) . . ?
C42 C41 H41A 109.3 . . ?
C42 C41 H41B 109.3 . . ?
H41A C41 H41B 108.0 . . ?
C43 C48 Cl9 119.8(3) . . ?
C47 C48 Cl9 117.6(3) . . ?
C47 C48 C43 122.5(4) . . ?
C34 C33 C32 120.3(4) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C54 C55 C56 111.8(3) . . ?
C54 C55 H55A 109.2 . . ?
C54 C55 H55B 109.2 . . ?
C56 C55 H55A 109.2 . . ?
C56 C55 H55B 109.2 . . ?
H55A C55 H55B 107.9 . . ?
C48 C47 H47 120.2 . . ?
C48 C47 C46 119.7(4) . . ?
C46 C47 H47 120.2 . . ?
C51 C52 H52 120.2 . . ?
C53 C52 C51 119.7(4) . . ?
C53 C52 H52 120.2 . . ?
C8 C13 C14 109.9(4) . . ?
C8 C13 H13A 109.7 . . ?
C8 C13 H13B 109.7 . . ?
C14 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C21 C26 C27 121.1(4) . . ?
C25 C26 C21 118.9(4) . . ?
C25 C26 C27 120.0(4) . . ?
C3 O7 H7 109.5 . . ?
C45 C46 C47 119.6(4) . . ?
C45 C46 H46 120.2 . . ?
C47 C46 H46 120.2 . . ?
O6 C1 H1A 109.5 . . ?
O6 C1 H1B 109.5 . . ?
O6 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O12 C2 H2A 109.5 . . ?
O12 C2 H2B 109.5 . . ?
O12 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O7 C3 H3A 109.5 . . ?
O7 C3 H3B 109.5 . . ?
O7 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O13 C3AA H3AA 109.5 . . ?
O13 C3AA H3AB 109.5 . . ?
O13 C3AA H3AC 109.5 . . ?
H3AA C3AA H3AB 109.5 . . ?
H3AA C3AA H3AC 109.5 . . ?
H3AB C3AA H3AC 109.5 . . ?
O5 C5 H5A 109.5 . . ?
O5 C5 H5B 109.5 . . ?
O5 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H6 O10 0.859(9) 1.800(11) 2.648(4) 169(4) .
O12 H12A O2 0.857(9) 1.753(13) 2.586(5) 163(3) 2_655
O13 H13 O7 0.853(9) 1.715(12) 2.544(6) 163(2) 2_655
O5 H5 O9 0.852(9) 1.809(11) 2.646(5) 167(2) 1_455
O7 H7 O3 0.82 1.81 2.619(5) 166.3 1_655
C1 H1B O7 0.96 2.38 2.999(8) 121.9 .
C2 H2C Cl7 0.96 2.75 3.432(6) 128.3 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O3 C14 O4 -1.1(4) . . . . ?
Zn1 O3 C14 C13 -178.8(4) . . . . ?
Zn1 O1 C28 O2 -0.9(5) . . . . ?
Zn1 O1 C28 C27 177.2(3) . . . . ?
Zn1 O4 C14 O3 1.2(4) . . . . ?
Zn1 O4 C14 C13 179.0(3) . . . . ?
Zn1 O2 C28 O1 0.8(4) . . . . ?
Zn1 O2 C28 C27 -177.3(4) . . . . ?
Zn2 O8 C42 O9 2.0(5) . . . . ?
Zn2 O8 C42 C41 -176.6(3) . . . . ?
Zn2 O11 C56 O10 1.8(5) . . . . ?
Zn2 O11 C56 C55 -175.8(3) . . . . ?
Cl1 C20 C19 C18 -175.9(3) . . . . ?
Cl5 C34 C29 N3 3.3(5) . . . . ?
Cl5 C34 C29 C30 -172.6(3) . . . . ?
Cl5 C34 C33 C32 175.1(3) . . . . ?
Cl4 C1AA C2AA C4 179.4(3) . . . . ?
Cl9 C48 C47 C46 177.1(3) . . . . ?
Cl3 C6 C4AA C4 -175.3(3) . . . . ?
Cl2 C16 C15 N1 -0.6(5) . . . . ?
Cl2 C16 C15 C20 -176.2(3) . . . . ?
Cl2 C16 C17 C18 179.7(3) . . . . ?
O8 Zn2 O11 C56 -38.9(4) . . . . ?
O8 Zn2 O12 C2 -109.7(4) . . . . ?
O8 Zn2 O13 C3AA 79.1(4) . . . . ?
O8 C42 C41 C40 66.8(5) . . . . ?
O3 Zn1 O1 C28 85.4(3) . . . . ?
O3 Zn1 O4 C14 -0.7(2) . . . . ?
O3 Zn1 O2 C28 -99.4(3) . . . . ?
O3 Zn1 O6 C1 -45.9(5) . . . . ?
O3 Zn1 O5 C5 -155.2(4) . . . . ?
O3 C14 C13 C8 88.8(5) . . . . ?
O10 C56 C55 C54 -102.7(5) . . . . ?
O9 C42 C41 C40 -111.9(4) . . . . ?
O1 Zn1 O3 C14 -148.3(2) . . . . ?
O1 Zn1 O4 C14 58.5(4) . . . . ?
O1 Zn1 O2 C28 -0.5(2) . . . . ?
O1 Zn1 O6 C1 100.1(4) . . . . ?
O1 Zn1 O5 C5 106.0(4) . . . . ?
O1 C28 C27 C26 -61.3(5) . . . . ?
O4 Zn1 O3 C14 0.7(2) . . . . ?
O4 Zn1 O1 C28 36.4(4) . . . . ?
O4 Zn1 O2 C28 -160.1(3) . . . . ?
O4 Zn1 O6 C1 -47.6(4) . . . . ?
O4 Zn1 O5 C5 -94.4(4) . . . . ?
O4 C14 C13 C8 -88.9(5) . . . . ?
N2 C0AA C1AA Cl4 0.9(5) . . . . ?
N2 C0AA C1AA C2AA 179.2(4) . . . . ?
N2 C0AA C6 Cl3 -3.5(5) . . . . ?
N2 C0AA C6 C4AA 179.4(4) . . . . ?
N2 C7 C8 C9 -179.3(4) . . . . ?
N2 C7 C8 C13 -0.1(6) . . . . ?
O11 Zn2 O8 C42 -52.8(4) . . . . ?
O11 Zn2 O12 C2 44.0(4) . . . . ?
O11 Zn2 O13 C3AA -70.7(4) . . . . ?
O11 C56 C55 C54 74.8(5) . . . . ?
C16 C15 N1 C21 133.1(4) . . . . ?
C16 C15 C20 Cl1 174.2(3) . . . . ?
C16 C15 C20 C19 -4.8(6) . . . . ?
C12 C7 C8 C9 2.5(6) . . . . ?
C12 C7 C8 C13 -178.4(4) . . . . ?
C12 C11 C10 C9 0.2(6) . . . . ?
C0AA N2 C7 C12 -12.6(6) . . . . ?
C0AA N2 C7 C8 169.2(4) . . . . ?
C0AA C1AA C2AA C4 1.0(6) . . . . ?
C0AA C6 C4AA C4 1.9(6) . . . . ?
O2 Zn1 O3 C14 -89.7(2) . . . . ?
O2 Zn1 O1 C28 0.5(2) . . . . ?
O2 Zn1 O4 C14 88.6(3) . . . . ?
O2 Zn1 O6 C1 42.5(4) . . . . ?
O2 Zn1 O5 C5 101.8(6) . . . . ?
O2 C28 C27 C26 116.8(4) . . . . ?
C15 C16 C17 C18 0.5(6) . . . . ?
C15 N1 C21 C22 -20.1(6) . . . . ?
C15 N1 C21 C26 160.4(4) . . . . ?
C15 C20 C19 C18 3.1(6) . . . . ?
N1 C15 C20 Cl1 -1.3(5) . . . . ?
N1 C15 C20 C19 179.7(4) . . . . ?
N1 C21 C26 C25 179.7(4) . . . . ?
N1 C21 C26 C27 1.5(6) . . . . ?
C28 C27 C26 C21 82.4(5) . . . . ?
C28 C27 C26 C25 -95.8(4) . . . . ?
C37 C36 C35 N3 -178.7(4) . . . . ?
C37 C36 C35 C40 1.7(6) . . . . ?
N3 C29 C30 Cl6 -0.2(5) . . . . ?
N3 C29 C30 C31 -179.7(4) . . . . ?
C22 C21 C26 C25 0.2(6) . . . . ?
C22 C21 C26 C27 -178.0(4) . . . . ?
O6 Zn1 O3 C14 -1.3(4) . . . . ?
O6 Zn1 O1 C28 -79.9(3) . . . . ?
O6 Zn1 O4 C14 178.4(3) . . . . ?
O6 Zn1 O2 C28 107.3(3) . . . . ?
O6 Zn1 O5 C5 -0.8(4) . . . . ?
N4 C43 C44 Cl7 4.1(5) . . . . ?
N4 C43 C44 C45 -176.3(4) . . . . ?
N4 C43 C48 Cl9 -1.2(5) . . . . ?
N4 C43 C48 C47 177.9(4) . . . . ?
N4 C49 C50 C51 -178.9(4) . . . . ?
C40 C39 C38 C37 1.1(6) . . . . ?
C43 N4 C49 C54 -165.6(4) . . . . ?
C43 N4 C49 C50 13.6(6) . . . . ?
C43 C48 C47 C46 -2.0(6) . . . . ?
C39 C40 C35 N3 179.7(3) . . . . ?
C39 C40 C35 C36 -0.7(6) . . . . ?
C39 C40 C41 C42 97.6(4) . . . . ?
C7 N2 C0AA C1AA 128.1(4) . . . . ?
C7 N2 C0AA C6 -55.4(6) . . . . ?
C7 C12 C11 C10 1.4(6) . . . . ?
C7 C8 C9 C10 -1.0(6) . . . . ?
C7 C8 C13 C14 74.8(5) . . . . ?
C8 C9 C10 C11 -0.4(6) . . . . ?
C1AA C0AA C6 Cl3 173.2(3) . . . . ?
C1AA C0AA C6 C4AA -4.0(6) . . . . ?
C34 C29 C30 Cl6 175.9(3) . . . . ?
C34 C29 C30 C31 -3.6(6) . . . . ?
C54 C49 C50 C51 0.4(6) . . . . ?
C54 C53 C52 C51 0.2(6) . . . . ?
C20 C15 N1 C21 -51.7(6) . . . . ?
C11 C12 C7 N2 179.1(4) . . . . ?
C11 C12 C7 C8 -2.7(6) . . . . ?
C49 N4 C43 C44 -125.0(4) . . . . ?
C49 N4 C43 C48 59.4(5) . . . . ?
C49 C54 C53 C52 -1.5(6) . . . . ?
C49 C54 C55 C56 -80.3(5) . . . . ?
C21 C22 C23 C24 1.0(6) . . . . ?
C31 C32 C33 C34 -1.5(6) . . . . ?
C9 C8 C13 C14 -106.1(4) . . . . ?
O12 Zn2 O8 C42 78.7(3) . . . . ?
O12 Zn2 O11 C56 -172.5(3) . . . . ?
O12 Zn2 O13 C3AA -171.8(4) . . . . ?
C6 C0AA C1AA Cl4 -175.9(3) . . . . ?
C6 C0AA C1AA C2AA 2.5(6) . . . . ?
C38 C37 C36 C35 -1.3(6) . . . . ?
C24 C25 C26 C21 0.9(6) . . . . ?
C24 C25 C26 C27 179.1(4) . . . . ?
C25 C24 C23 C22 0.1(6) . . . . ?
C50 C51 C52 C53 1.4(6) . . . . ?
C36 C37 C38 C39 -0.1(6) . . . . ?
C35 N3 C29 C34 51.2(6) . . . . ?
C35 N3 C29 C30 -133.1(4) . . . . ?
C35 C40 C39 C38 -0.7(6) . . . . ?
C35 C40 C41 C42 -81.7(5) . . . . ?
C2AA C4 C4AA C6 1.8(6) . . . . ?
O13 Zn2 O8 C42 -175.5(3) . . . . ?
O13 Zn2 O11 C56 82.7(3) . . . . ?
O13 Zn2 O12 C2 148.1(4) . . . . ?
C4AA C4 C2AA C1AA -3.2(6) . . . . ?
O5 Zn1 O3 C14 105.0(3) . . . . ?
O5 Zn1 O1 C28 -178.2(3) . . . . ?
O5 Zn1 O4 C14 -87.2(3) . . . . ?
O5 Zn1 O2 C28 4.2(6) . . . . ?
O5 Zn1 O6 C1 -152.3(4) . . . . ?
C29 N3 C35 C40 -163.7(4) . . . . ?
C29 N3 C35 C36 16.7(6) . . . . ?
C29 C34 C33 C32 -2.5(6) . . . . ?
C32 C31 C30 Cl6 -179.6(3) . . . . ?
C32 C31 C30 C29 -0.1(6) . . . . ?
C30 C31 C32 C33 2.7(6) . . . . ?
C23 C22 C21 N1 179.4(4) . . . . ?
C23 C22 C21 C26 -1.1(6) . . . . ?
C23 C24 C25 C26 -1.0(6) . . . . ?
C53 C54 C49 N4 -179.5(4) . . . . ?
C53 C54 C49 C50 1.2(6) . . . . ?
C53 C54 C55 C56 101.6(4) . . . . ?
C19 C18 C17 C16 -2.4(6) . . . . ?
C17 C16 C15 N1 178.6(4) . . . . ?
C17 C16 C15 C20 3.0(6) . . . . ?
C17 C18 C19 C20 0.7(6) . . . . ?
C44 C45 C46 C47 1.4(6) . . . . ?
C44 C43 C48 Cl9 -177.1(3) . . . . ?
C44 C43 C48 C47 2.0(6) . . . . ?
C41 C40 C39 C38 179.9(4) . . . . ?
C41 C40 C35 N3 -1.0(6) . . . . ?
C41 C40 C35 C36 178.7(4) . . . . ?
C48 C43 C44 Cl7 -179.9(3) . . . . ?
C48 C43 C44 C45 -0.3(6) . . . . ?
C48 C47 C46 C45 0.3(6) . . . . ?
C33 C34 C29 N3 -179.2(4) . . . . ?
C33 C34 C29 C30 4.9(6) . . . . ?
C55 C54 C49 N4 2.4(6) . . . . ?
C55 C54 C49 C50 -176.9(4) . . . . ?
C55 C54 C53 C52 176.6(4) . . . . ?
C52 C51 C50 C49 -1.7(6) . . . . ?
C13 C8 C9 C10 179.9(4) . . . . ?
C46 C45 C44 Cl7 178.3(3) . . . . ?
C46 C45 C44 C43 -1.4(6) . . . . ?

_olex2_date_sample_completion    2014-12-01
_olex2_date_sample_data_collection 2014-12-01
_olex2_date_sample_submission    2014-12-01
_olex2_exptl_crystal_mounting_method 'FIBRE LOOP'
_olex2_submission_original_sample_id DIC.Zn
_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT230_dicno3              
;
PROBLEM: Hirshfeld Test Diff for    O5     --  C5      ..        7.5 su    
RESPONSE: The crystal was poorly diffracting at higher Bragg angles.
The situation did not improve even after recrystallisation and fresh data
collection.
;
_vrf_PLAT415_dicno3              
;
PROBLEM: Short Inter D-H..H-X       H4A    ..  H17     ..       2.07 Ang.  
RESPONSE: It is not possible to locate any acceptor within the range in the 
e-map.
;
_vrf_PLAT417_dicno3              
;
PROBLEM: Short Inter D-H..H-D       H7     ..  H13     ..       2.08 Ang.  
RESPONSE: It is not possible to locate any acceptor within the range in the 
e-map.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_rr02_t12n03_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1498326'
_audit_update_record             
;
2016-08-09 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;
_audit_creation_date             2015-08-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        DIF.Zn
_chemical_formula_moiety         'C26 H18 F4 O8 Zn'
_chemical_formula_sum            'C26 H18 F4 O8 Zn'
_chemical_formula_weight         599.77
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 '-x, -y, -z'
4 'x, -y, z-1/2'

_cell_length_a                   30.098(2)
_cell_length_b                   5.2142(3)
_cell_length_c                   32.889(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.920(4)
_cell_angle_gamma                90.00
_cell_volume                     4718.1(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6087
_cell_measurement_temperature    120
_cell_measurement_theta_max      23.76
_cell_measurement_theta_min      2.38
_exptl_absorpt_coefficient_mu    1.125
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0896 before and 0.0693 after correction.
The Ratio of minimum to maximum transmission is 0.6804.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'metallic light colourless'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2432
_exptl_crystal_preparation       'ADDITION OF METHANOLIC SOLUTION'
_exptl_crystal_recrystallization_method 
'MeOH-DMF (1 :1) in close tube by solvothermal method at 70C'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0996
_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            56691
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         1.25
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_target            Mo
_diffrn_special_details          'WATER SOLVENTS'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                6085
_reflns_number_total             8986
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         3.000
_refine_diff_density_min         -1.108
_refine_diff_density_rms         0.171
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     712
_refine_ls_number_reflns         8986
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1127
_refine_ls_R_factor_gt           0.0726
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1198P)²+24.9871P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1988
_refine_ls_wR_factor_ref         0.2339
_refine_special_details          '0 restraints'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Rotating group:
 O9(H9A,H9B), O8(H8A,H8B), O15(H15A,H15B), O4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C0AA(H0AA), C38(H38), C47(H47), C21(H21), C22(H22), C50(H50),
 C18(H18), C8(H8), C31(H31), C51(H51), C15(H15), C34(H34), C19(H19), C35(H35),
 C32(H32), C41(H41), C9(H9), C5(H5A), C28(H28), C2(H2), C6(H6), C44(H44),
 C45(H45)
2.c Idealised tetrahedral OH refined as rotating group:
 O12(H12A), O5(H5), O00C(H00C), O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.0000 -0.16675(19) 0.2500 0.0225(3) Uani 1 d . . 2 S T P
Zn2 Zn 0.27530(3) -0.59926(13) 0.31003(3) 0.0200(2) Uani 1 d . . 1 . . .
Zn3 Zn 0.5000 1.0815(2) 0.2500 0.0248(3) Uani 1 d . . 2 S T P
F6 F 0.29542(17) 0.9797(9) 0.54603(15) 0.0452(12) Uani 1 d . . 1 . . .
O3 O 0.05936(16) -0.0250(9) 0.23881(16) 0.0268(11) Uani 1 d . . 1 . . .
O9 O 0.32636(16) -0.8043(8) 0.35517(15) 0.0239(10) Uani 1 d . . 1 . . .
H9A H 0.3395 -0.7177 0.3802 0.036 Uiso 1 d . . 1 GR . .
H9B H 0.3491 -0.8415 0.3458 0.036 Uiso 1 d . . 1 GR . .
O6 O 0.27094(17) -0.3267(8) 0.26551(15) 0.0258(10) Uani 1 d . . 1 . . .
O10 O 0.22487(16) -0.4612(8) 0.32833(15) 0.0229(10) Uani 1 d . . 1 . . .
O12 O 0.60906(16) 0.9657(8) 0.17424(16) 0.0248(10) Uani 1 d . . 1 . . .
H12A H 0.6007 1.0298 0.1935 0.037 Uiso 1 calc . . 1 GR . .
O11 O 0.28961(15) -0.2345(8) 0.36922(15) 0.0250(10) Uani 1 d . . 1 . . .
O5 O 0.39194(16) -0.4474(9) 0.23874(15) 0.0254(10) Uani 1 d . . 1 . . .
H5 H 0.3830 -0.5185 0.2571 0.038 Uiso 1 calc . . 1 GR . .
O00C O 0.13977(16) -0.3055(9) 0.31364(16) 0.0272(11) Uani 1 d . . 1 . . .
H00C H 0.1608 -0.4028 0.3113 0.041 Uiso 1 calc . . 1 GR . .
O2 O -0.01158(16) 0.1337(8) 0.19649(15) 0.0238(10) Uani 1 d . . 1 . . .
F4 F 0.18558(16) 0.0742(9) 0.14206(16) 0.0465(12) Uani 1 d . . 1 . . .
O8 O 0.23341(16) -0.8754(8) 0.27082(16) 0.0282(11) Uani 1 d . . 1 . . .
H8A H 0.2104 -0.9158 0.2795 0.042 Uiso 1 d . . 1 GR . .
H8B H 0.2511 -1.0115 0.2725 0.042 Uiso 1 d . . 1 GR . .
O15 O 0.45325(17) 1.3365(9) 0.20831(16) 0.0274(11) Uani 1 d . . 1 . . .
H15A H 0.4424 1.2787 0.1807 0.041 Uiso 1 d . . 1 GR . .
H15B H 0.4678 1.4856 0.2095 0.041 Uiso 1 d . . 1 GR . .
F5 F 0.15786(17) 0.4957(11) 0.46447(18) 0.0574(15) Uani 1 d . . 1 . . .
O7 O 0.33525(17) -0.5619(8) 0.27609(15) 0.0258(10) Uani 1 d . . 1 . . .
O14 O 0.48989(17) 0.8008(9) 0.20247(16) 0.0270(11) Uani 1 d . . 1 . . .
O1 O 0.13759(16) 0.1985(9) 0.24740(17) 0.0306(11) Uani 1 d . . 1 . . .
H1 H 0.1203 0.0824 0.2512 0.046 Uiso 1 calc . . 1 GR . .
O13 O 0.55047(17) 1.0585(9) 0.21230(15) 0.0271(10) Uani 1 d . . 1 . . .
F3 F 0.15283(17) 0.7967(9) 0.05037(17) 0.0531(13) Uani 1 d . . 1 . . .
F7 F 0.44191(18) 0.0970(9) 0.11634(17) 0.0508(12) Uani 1 d . . 1 . . .
F1 F -0.0529(2) 1.3912(10) 0.01026(18) 0.0707(18) Uani 1 d . . 1 . . .
O4 O -0.04514(17) -0.4212(9) 0.2084(2) 0.0389(13) Uani 1 d . . 1 . . .
H4A H -0.0452 -0.4046 0.1817 0.058 Uiso 1 d . . 1 GR . .
H4B H -0.0748 -0.3950 0.2065 0.058 Uiso 1 d . . 1 GR . .
F8 F 0.37699(19) -0.2793(11) -0.0229(2) 0.0731(18) Uani 1 d . . 1 . . .
C20 C 0.2894(2) 0.0970(12) 0.1640(2) 0.0219(14) Uani 1 d . . 1 . . .
C12 C 0.0323(2) 0.4828(12) 0.1568(2) 0.0205(13) Uani 1 d . . 1 . . .
H12 H -0.0019 0.4581 0.1422 0.025 Uiso 1 calc . . 1 R . .
C33 C 0.2035(2) 0.2428(12) 0.4126(2) 0.0230(14) Uani 1 d . . 1 . . .
C49 C 0.5756(2) 0.7847(12) 0.1502(2) 0.0216(14) Uani 1 d . . 1 . . .
C11 C 0.0594(2) 0.3232(12) 0.1923(2) 0.0219(14) Uani 1 d . . 1 . . .
C0AA C 0.2827(2) -0.0438(12) 0.1973(2) 0.0208(13) Uani 1 d . . 1 . . .
H0AA H 0.2545 -0.0140 0.2028 0.025 Uiso 1 calc . . 1 R . .
C7 C 0.0538(2) 0.6761(12) 0.1421(2) 0.0230(14) Uani 1 d . . 1 . . .
C30 C 0.2267(2) 0.4385(12) 0.4478(2) 0.0233(14) Uani 1 d . . 1 . . .
C38 C 0.2321(2) 0.0758(12) 0.4009(2) 0.0212(13) Uani 1 d . . 1 . . .
H38 H 0.2664 0.0871 0.4160 0.025 Uiso 1 calc . . 1 R . .
C47 C 0.5005(2) 0.5562(12) 0.1303(2) 0.0230(14) Uani 1 d . . 1 . . .
H47 H 0.4718 0.5244 0.1349 0.028 Uiso 1 calc . . 1 R . .
C21 C 0.3326(2) 0.0517(12) 0.1582(2) 0.0243(14) Uani 1 d . . 1 . . .
H21 H 0.3385 0.1457 0.1361 0.029 Uiso 1 calc . . 1 R . .
C17 C 0.2529(2) 0.2828(12) 0.1350(2) 0.0236(14) Uani 1 d . . 1 . . .
C10 C 0.1096(2) 0.3503(13) 0.2124(2) 0.0243(14) Uani 1 d . . 1 . . .
C24 C 0.3163(2) -0.2265(12) 0.2225(2) 0.0230(14) Uani 1 d . . 1 . . .
C37 C 0.2124(2) -0.1081(11) 0.3677(2) 0.0191(13) Uani 1 d . . 1 . . .
C22 C 0.3662(2) -0.1236(13) 0.1833(2) 0.0241(14) Uani 1 d . . 1 . . .
H22 H 0.3952 -0.1470 0.1789 0.029 Uiso 1 calc . . 1 R . .
C46 C 0.5081(2) 0.4232(12) 0.0972(2) 0.0257(15) Uani 1 d . . 1 . . .
C48 C 0.5338(2) 0.7346(12) 0.1568(2) 0.0221(14) Uani 1 d . . 1 . . .
C50 C 0.5847(2) 0.6480(12) 0.1181(2) 0.0233(14) Uani 1 d . . 1 . . .
H50 H 0.6138 0.6772 0.1141 0.028 Uiso 1 calc . . 1 R . .
C25 C 0.3583(2) -0.2671(12) 0.2151(2) 0.0230(14) Uani 1 d . . 1 . . .
C36 C 0.1619(2) -0.1290(12) 0.3458(2) 0.0217(14) Uani 1 d . . 1 . . .
C18 C 0.2665(3) 0.4855(13) 0.1149(2) 0.0271(15) Uani 1 d . . 1 . . .
H18 H 0.3000 0.5060 0.1211 0.033 Uiso 1 calc . . 1 R . .
C43 C 0.4717(2) 0.2419(13) 0.0661(3) 0.0323(17) Uani 1 d . . 1 . . .
C8 C 0.1049(2) 0.7019(13) 0.1645(2) 0.0250(15) Uani 1 d . . 1 . . .
H8 H 0.1210 0.8331 0.1556 0.030 Uiso 1 calc . . 1 R . .
C26 C 0.3074(2) -0.3799(12) 0.2562(2) 0.0212(13) Uani 1 d . . 1 . . .
C4 C 0.0246(3) 0.8541(13) 0.1053(2) 0.0263(15) Uani 1 d . . 1 . . .
C31 C 0.2754(2) 0.5117(13) 0.4597(2) 0.0298(16) Uani 1 d . . 1 . . .
H31 H 0.2929 0.4351 0.4444 0.036 Uiso 1 calc . . 1 R . .
C51 C 0.5513(2) 0.4694(12) 0.0921(2) 0.0248(15) Uani 1 d . . 1 . . .
H51 H 0.5578 0.3762 0.0703 0.030 Uiso 1 calc . . 1 R . .
C15 C 0.1688(3) 0.4346(14) 0.0966(3) 0.0333(17) Uani 1 d . . 1 . . .
H15 H 0.1353 0.4189 0.0908 0.040 Uiso 1 calc . . 1 R . .
C39 C 0.2450(2) -0.2740(12) 0.3553(2) 0.0223(14) Uani 1 d . . 1 . . .
C16 C 0.2033(3) 0.2654(13) 0.1242(2) 0.0286(16) Uani 1 d . . 1 . . .
C27 C 0.2730(3) 0.8024(14) 0.5140(2) 0.0326(17) Uani 1 d . . 1 . . .
C13 C 0.0343(2) 0.1353(11) 0.2092(2) 0.0203(13) Uani 1 d . . 1 . . .
C34 C 0.1530(2) 0.2241(13) 0.3888(2) 0.0285(16) Uani 1 d . . 1 . . .
H34 H 0.1325 0.3419 0.3951 0.034 Uiso 1 calc . . 1 R . .
C19 C 0.2335(3) 0.6598(13) 0.0861(2) 0.0349(17) Uani 1 d . . 1 . . .
H19 H 0.2439 0.7959 0.0729 0.042 Uiso 1 calc . . 1 R . .
C35 C 0.1322(2) 0.0400(13) 0.3566(2) 0.0269(15) Uani 1 d . . 1 . . .
H35 H 0.0979 0.0279 0.3417 0.032 Uiso 1 calc . . 1 R . .
C32 C 0.2989(3) 0.6888(14) 0.4924(2) 0.0349(17) Uani 1 d . . 1 . . .
H32 H 0.3319 0.7320 0.4999 0.042 Uiso 1 calc . . 1 R . .
C29 C 0.2044(3) 0.5635(14) 0.4717(3) 0.0336(17) Uani 1 d . . 1 . . .
C14 C 0.1857(3) 0.6271(13) 0.0778(3) 0.0355(18) Uani 1 d . . 1 . . .
C41 C 0.4086(3) -0.0941(14) 0.0467(3) 0.048(2) Uani 1 d . . 1 . . .
H41 H 0.3884 -0.2020 0.0552 0.057 Uiso 1 calc . . 1 R . .
C9 C 0.1314(2) 0.5447(13) 0.1983(2) 0.0270(15) Uani 1 d . . 1 . . .
H9 H 0.1656 0.5676 0.2126 0.032 Uiso 1 calc . . 1 R . .
C5 C 0.0465(4) 0.9836(14) 0.0802(2) 0.043(2) Uani 1 d . . 1 . . .
H5A H 0.0792 0.9474 0.0850 0.051 Uiso 1 calc . . 1 R . .
C28 C 0.2256(3) 0.7436(16) 0.5042(3) 0.0397(19) Uani 1 d . . 1 . . .
H28 H 0.2081 0.8235 0.5191 0.048 Uiso 1 calc . . 1 R . .
C52 C 0.5245(2) 0.8702(13) 0.1922(2) 0.0250(15) Uani 1 d . . 1 . . .
C2 C -0.0505(3) 1.0863(15) 0.0629(3) 0.043(2) Uani 1 d . . 1 . . .
H2 H -0.0838 1.1160 0.0567 0.052 Uiso 1 calc . . 1 R . .
C6 C 0.0197(4) 1.1644(16) 0.0483(3) 0.048(2) Uani 1 d . . 1 . . .
H6 H 0.0344 1.2541 0.0318 0.058 Uiso 1 calc . . 1 R . .
F2 F -0.0483(3) 0.7871(17) 0.1118(3) 0.110(3) Uani 1 d . . 1 . . .
C44 C 0.4669(3) 0.2237(17) 0.0209(3) 0.051(2) Uani 1 d . . 1 . . .
H44 H 0.4859 0.3298 0.0107 0.061 Uiso 1 calc . . 1 R . .
C1 C -0.0279(3) 1.2127(15) 0.0409(3) 0.046(2) Uani 1 d . . 1 . . .
C3 C -0.0231(3) 0.9128(14) 0.0946(3) 0.0338(17) Uani 1 d . . 1 . . .
C42 C 0.4414(3) 0.0867(14) 0.0770(3) 0.0354(17) Uani 1 d . . 1 . . .
C40 C 0.4082(3) -0.1023(18) 0.0060(3) 0.049(2) Uani 1 d . . 1 . . .
C45 C 0.4341(3) 0.0497(17) -0.0079(3) 0.049(2) Uani 1 d . . 1 . . .
H45 H 0.4303 0.0404 -0.0379 0.059 Uiso 1 calc . . 1 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 O3 2.099(4) 2 ?
Zn1 O3 2.099(4) . ?
Zn1 O2 2.275(5) . ?
Zn1 O2 2.275(5) 2 ?
Zn1 O4 1.992(5) . ?
Zn1 O4 1.992(5) 2 ?
Zn1 C13 2.544(6) 2 ?
Zn2 O9 1.964(4) . ?
Zn2 O6 2.006(4) . ?
Zn2 O10 1.981(4) . ?
Zn2 O8 2.002(5) . ?
Zn2 O7 2.485(4) . ?
Zn3 O15 2.016(5) 2_655 ?
Zn3 O15 2.016(5) . ?
Zn3 O14 2.072(5) . ?
Zn3 O14 2.072(5) 2_655 ?
Zn3 O13 2.321(4) . ?
Zn3 O13 2.321(4) 2_655 ?
Zn3 C52 2.551(6) 2_655 ?
F6 C27 1.357(8) . ?
O3 C13 1.273(8) . ?
O9 H9A 0.8788 . ?
O9 H9B 0.8787 . ?
O6 C26 1.284(8) . ?
O10 C39 1.293(8) . ?
O12 H12A 0.8400 . ?
O12 C49 1.373(8) . ?
O11 C39 1.249(8) . ?
O5 H5 0.8400 . ?
O5 C25 1.369(8) . ?
O00C H00C 0.8400 . ?
O00C C36 1.356(8) . ?
O2 C13 1.270(8) . ?
F4 C16 1.370(8) . ?
O8 H8A 0.8758 . ?
O8 H8B 0.8757 . ?
O15 H15A 0.8842 . ?
O15 H15B 0.8849 . ?
F5 C29 1.369(8) . ?
O7 C26 1.259(8) . ?
O14 C52 1.270(8) . ?
O1 H1 0.8400 . ?
O1 C10 1.369(8) . ?
O13 C52 1.263(8) . ?
F3 C14 1.360(8) . ?
F7 C42 1.288(9) . ?
F1 C1 1.354(9) . ?
O4 H4A 0.8812 . ?
O4 H4B 0.8808 . ?
F8 C40 1.383(10) . ?
C20 C0AA 1.397(9) . ?
C20 C21 1.409(9) . ?
C20 C17 1.485(9) . ?
C12 H12 0.9500 . ?
C12 C11 1.397(9) . ?
C12 C7 1.387(9) . ?
C33 C30 1.487(9) . ?
C33 C38 1.385(9) . ?
C33 C34 1.403(10) . ?
C49 C48 1.386(9) . ?
C49 C50 1.390(9) . ?
C11 C10 1.390(9) . ?
C11 C13 1.476(8) . ?
C0AA H0AA 0.9500 . ?
C0AA C24 1.392(9) . ?
C7 C8 1.418(9) . ?
C7 C4 1.495(9) . ?
C30 C31 1.408(9) . ?
C30 C29 1.385(9) . ?
C38 H38 0.9500 . ?
C38 C37 1.392(9) . ?
C47 H47 0.9500 . ?
C47 C46 1.384(9) . ?
C47 C48 1.385(9) . ?
C21 H21 0.9500 . ?
C21 C22 1.365(9) . ?
C17 C18 1.394(9) . ?
C17 C16 1.391(9) . ?
C10 C9 1.387(9) . ?
C24 C25 1.398(9) . ?
C24 C26 1.477(9) . ?
C37 C36 1.398(9) . ?
C37 C39 1.482(8) . ?
C22 H22 0.9500 . ?
C22 C25 1.381(9) . ?
C46 C43 1.494(10) . ?
C46 C51 1.397(9) . ?
C48 C52 1.481(9) . ?
C50 H50 0.9500 . ?
C50 C51 1.384(9) . ?
C36 C35 1.397(9) . ?
C18 H18 0.9500 . ?
C18 C19 1.396(10) . ?
C43 C44 1.439(12) . ?
C43 C42 1.371(10) . ?
C8 H8 0.9500 . ?
C8 C9 1.350(10) . ?
C4 C5 1.420(10) . ?
C4 C3 1.367(10) . ?
C31 H31 0.9500 . ?
C31 C32 1.375(10) . ?
C51 H51 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.385(10) . ?
C15 C14 1.379(11) . ?
C27 C32 1.384(10) . ?
C27 C28 1.363(11) . ?
C34 H34 0.9500 . ?
C34 C35 1.378(9) . ?
C19 H19 0.9500 . ?
C19 C14 1.361(11) . ?
C35 H35 0.9500 . ?
C32 H32 0.9500 . ?
C29 C28 1.371(10) . ?
C41 H41 0.9500 . ?
C41 C42 1.434(11) . ?
C41 C40 1.336(13) . ?
C9 H9 0.9500 . ?
C5 H5A 0.9500 . ?
C5 C6 1.396(12) . ?
C28 H28 0.9500 . ?
C2 H2 0.9500 . ?
C2 C1 1.350(12) . ?
C2 C3 1.374(10) . ?
C6 H6 0.9500 . ?
C6 C1 1.375(13) . ?
F2 C3 1.292(10) . ?
C44 H44 0.9500 . ?
C44 C45 1.391(11) . ?
C40 C45 1.316(13) . ?
C45 H45 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
O3 Zn1 O3 138.8(2) 2 . ?
O3 Zn1 O2 59.76(17) 2 2 ?
O3 Zn1 O2 59.76(17) . . ?
O3 Zn1 O2 91.08(17) . 2 ?
O3 Zn1 O2 91.08(17) 2 . ?
O3 Zn1 C13 29.92(19) 2 2 ?
O3 Zn1 C13 115.53(19) . 2 ?
O2 Zn1 O2 93.0(2) 2 . ?
O2 Zn1 C13 29.91(18) 2 2 ?
O2 Zn1 C13 90.82(17) . 2 ?
O4 Zn1 O3 87.86(19) . 2 ?
O4 Zn1 O3 120.4(2) 2 2 ?
O4 Zn1 O3 120.4(2) . . ?
O4 Zn1 O3 87.85(19) 2 . ?
O4 Zn1 O2 94.6(2) 2 2 ?
O4 Zn1 O2 146.86(18) 2 . ?
O4 Zn1 O2 146.86(18) . 2 ?
O4 Zn1 O2 94.6(2) . . ?
O4 Zn1 O4 96.5(3) 2 . ?
O4 Zn1 C13 111.1(2) 2 2 ?
O4 Zn1 C13 117.7(2) . 2 ?
O9 Zn2 O6 137.44(18) . . ?
O9 Zn2 O10 115.41(18) . . ?
O9 Zn2 O8 101.00(19) . . ?
O9 Zn2 O7 83.91(16) . . ?
O6 Zn2 O7 57.39(16) . . ?
O10 Zn2 O6 97.65(18) . . ?
O10 Zn2 O8 95.58(18) . . ?
O10 Zn2 O7 153.31(16) . . ?
O8 Zn2 O6 101.63(19) . . ?
O8 Zn2 O7 98.59(17) . . ?
O15 Zn3 O15 97.5(3) 2_655 . ?
O15 Zn3 O14 145.85(18) 2_655 . ?
O15 Zn3 O14 95.98(18) 2_655 2_655 ?
O15 Zn3 O14 145.85(18) . 2_655 ?
O15 Zn3 O14 95.98(18) . . ?
O15 Zn3 O13 88.27(17) 2_655 . ?
O15 Zn3 O13 88.27(17) . 2_655 ?
O15 Zn3 O13 95.63(17) 2_655 2_655 ?
O15 Zn3 O13 95.63(17) . . ?
O15 Zn3 C52 117.3(2) . 2_655 ?
O15 Zn3 C52 96.35(19) 2_655 2_655 ?
O14 Zn3 O14 90.1(2) . 2_655 ?
O14 Zn3 O13 59.21(17) . . ?
O14 Zn3 O13 59.21(17) 2_655 2_655 ?
O14 Zn3 O13 116.04(17) 2_655 . ?
O14 Zn3 O13 116.04(17) . 2_655 ?
O14 Zn3 C52 29.6(2) 2_655 2_655 ?
O14 Zn3 C52 105.01(19) . 2_655 ?
O13 Zn3 O13 174.1(2) . 2_655 ?
O13 Zn3 C52 29.57(19) 2_655 2_655 ?
O13 Zn3 C52 145.6(2) . 2_655 ?
C13 O3 Zn1 94.8(4) . . ?
Zn2 O9 H9A 110.2 . . ?
Zn2 O9 H9B 109.7 . . ?
H9A O9 H9B 108.8 . . ?
C26 O6 Zn2 102.2(4) . . ?
C39 O10 Zn2 106.3(4) . . ?
C49 O12 H12A 109.5 . . ?
C25 O5 H5 109.5 . . ?
C36 O00C H00C 109.5 . . ?
C13 O2 Zn1 86.9(4) . . ?
Zn2 O8 H8A 109.7 . . ?
Zn2 O8 H8B 109.5 . . ?
H8A O8 H8B 109.1 . . ?
Zn3 O15 H15A 109.8 . . ?
Zn3 O15 H15B 110.6 . . ?
H15A O15 H15B 108.4 . . ?
C26 O7 Zn2 80.8(4) . . ?
C52 O14 Zn3 96.5(4) . . ?
C10 O1 H1 109.5 . . ?
C52 O13 Zn3 85.4(4) . . ?
Zn1 O4 H4A 110.1 . . ?
Zn1 O4 H4B 109.7 . . ?
H4A O4 H4B 108.6 . . ?
C0AA C20 C21 116.9(6) . . ?
C0AA C20 C17 122.8(6) . . ?
C21 C20 C17 120.3(6) . . ?
C11 C12 H12 119.1 . . ?
C7 C12 H12 119.1 . . ?
C7 C12 C11 121.8(6) . . ?
C38 C33 C30 120.0(6) . . ?
C38 C33 C34 117.1(6) . . ?
C34 C33 C30 122.9(6) . . ?
O12 C49 C48 122.7(6) . . ?
O12 C49 C50 117.6(5) . . ?
C48 C49 C50 119.6(6) . . ?
C12 C11 C13 119.7(6) . . ?
C10 C11 C12 119.4(6) . . ?
C10 C11 C13 120.8(6) . . ?
C20 C0AA H0AA 119.1 . . ?
C24 C0AA C20 121.8(6) . . ?
C24 C0AA H0AA 119.1 . . ?
C12 C7 C8 116.7(6) . . ?
C12 C7 C4 121.9(6) . . ?
C8 C7 C4 121.4(6) . . ?
C31 C30 C33 120.7(6) . . ?
C29 C30 C33 125.5(6) . . ?
C29 C30 C31 113.8(6) . . ?
C33 C38 H38 118.7 . . ?
C33 C38 C37 122.5(6) . . ?
C37 C38 H38 118.7 . . ?
C46 C47 H47 119.2 . . ?
C46 C47 C48 121.7(6) . . ?
C48 C47 H47 119.2 . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.8(6) . . ?
C22 C21 H21 119.1 . . ?
C18 C17 C20 121.1(6) . . ?
C16 C17 C20 124.0(6) . . ?
C16 C17 C18 114.9(6) . . ?
O1 C10 C11 121.4(6) . . ?
O1 C10 C9 119.4(6) . . ?
C9 C10 C11 119.1(6) . . ?
C0AA C24 C25 119.3(6) . . ?
C0AA C24 C26 120.6(6) . . ?
C25 C24 C26 120.1(6) . . ?
C38 C37 C36 119.0(6) . . ?
C38 C37 C39 119.9(6) . . ?
C36 C37 C39 121.1(6) . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C25 120.6(6) . . ?
C25 C22 H22 119.7 . . ?
C47 C46 C43 123.1(6) . . ?
C47 C46 C51 117.7(6) . . ?
C51 C46 C43 119.1(6) . . ?
C49 C48 C52 120.4(6) . . ?
C47 C48 C49 119.8(6) . . ?
C47 C48 C52 119.8(6) . . ?
C49 C50 H50 120.1 . . ?
C51 C50 C49 119.7(6) . . ?
C51 C50 H50 120.1 . . ?
O5 C25 C24 121.1(6) . . ?
O5 C25 C22 119.2(6) . . ?
C22 C25 C24 119.6(6) . . ?
O00C C36 C37 122.7(5) . . ?
O00C C36 C35 117.7(6) . . ?
C35 C36 C37 119.6(6) . . ?
C17 C18 H18 118.3 . . ?
C17 C18 C19 123.3(7) . . ?
C19 C18 H18 118.3 . . ?
C44 C43 C46 119.2(7) . . ?
C42 C43 C46 125.2(7) . . ?
C42 C43 C44 115.6(7) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.7(6) . . ?
C9 C8 H8 119.2 . . ?
O6 C26 C24 119.7(6) . . ?
O7 C26 O6 119.5(6) . . ?
O7 C26 C24 120.9(6) . . ?
C5 C4 C7 120.4(7) . . ?
C3 C4 C7 124.0(6) . . ?
C3 C4 C5 115.5(7) . . ?
C30 C31 H31 118.4 . . ?
C32 C31 C30 123.1(7) . . ?
C32 C31 H31 118.4 . . ?
C46 C51 H51 119.3 . . ?
C50 C51 C46 121.4(6) . . ?
C50 C51 H51 119.3 . . ?
C16 C15 H15 121.8 . . ?
C14 C15 H15 121.8 . . ?
C14 C15 C16 116.3(7) . . ?
O10 C39 C37 116.8(6) . . ?
O11 C39 O10 120.7(6) . . ?
O11 C39 C37 122.5(6) . . ?
F4 C16 C17 120.1(6) . . ?
F4 C16 C15 115.3(6) . . ?
C15 C16 C17 124.6(6) . . ?
F6 C27 C32 118.9(7) . . ?
F6 C27 C28 118.8(7) . . ?
C28 C27 C32 122.3(7) . . ?
O3 C13 C11 119.3(6) . . ?
O2 C13 O3 118.4(6) . . ?
O2 C13 C11 122.3(6) . . ?
C33 C34 H34 119.0 . . ?
C35 C34 C33 121.9(6) . . ?
C35 C34 H34 119.0 . . ?
C18 C19 H19 121.3 . . ?
C14 C19 C18 117.3(7) . . ?
C14 C19 H19 121.3 . . ?
C36 C35 H35 120.1 . . ?
C34 C35 C36 119.8(6) . . ?
C34 C35 H35 120.1 . . ?
C31 C32 C27 118.1(7) . . ?
C31 C32 H32 120.9 . . ?
C27 C32 H32 120.9 . . ?
F5 C29 C30 118.5(6) . . ?
F5 C29 C28 115.6(6) . . ?
C28 C29 C30 125.9(7) . . ?
F3 C14 C15 118.0(7) . . ?
F3 C14 C19 118.5(7) . . ?
C19 C14 C15 123.5(7) . . ?
C42 C41 H41 121.9 . . ?
C40 C41 H41 121.9 . . ?
C40 C41 C42 116.3(8) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 C10 121.2(6) . . ?
C8 C9 H9 119.4 . . ?
C4 C5 H5A 120.2 . . ?
C6 C5 C4 119.6(9) . . ?
C6 C5 H5A 120.2 . . ?
C27 C28 C29 116.8(7) . . ?
C27 C28 H28 121.6 . . ?
C29 C28 H28 121.6 . . ?
O14 C52 C48 120.6(6) . . ?
O13 C52 O14 118.9(6) . . ?
O13 C52 C48 120.6(6) . . ?
C1 C2 H2 121.6 . . ?
C1 C2 C3 116.7(8) . . ?
C3 C2 H2 121.6 . . ?
C5 C6 H6 120.0 . . ?
C1 C6 C5 120.0(8) . . ?
C1 C6 H6 120.0 . . ?
C43 C44 H44 120.2 . . ?
C45 C44 C43 119.5(9) . . ?
C45 C44 H44 120.2 . . ?
F1 C1 C6 119.0(8) . . ?
C2 C1 F1 118.9(8) . . ?
C2 C1 C6 122.1(8) . . ?
C4 C3 C2 126.0(7) . . ?
F2 C3 C4 120.9(7) . . ?
F2 C3 C2 112.8(8) . . ?
F7 C42 C43 119.9(7) . . ?
F7 C42 C41 116.7(7) . . ?
C43 C42 C41 123.3(8) . . ?
C41 C40 F8 116.0(9) . . ?
C45 C40 F8 119.8(9) . . ?
C45 C40 C41 124.2(9) . . ?
C44 C45 H45 119.5 . . ?
C40 C45 C44 120.9(9) . . ?
C40 C45 H45 119.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O9 H9B O12 0.88 1.92 2.770(6) 161.2 2_635
O12 H12A O13 0.84 1.86 2.589(6) 144.7 .
O5 H5 O7 0.84 1.80 2.545(6) 147.0 .
O00C H00C O10 0.84 1.80 2.539(6) 145.6 .
O8 H8A O1 0.88 2.10 2.694(6) 124.8 1_545
O8 H8B O6 0.88 1.79 2.647(6) 163.6 1_545
O15 H15A F7 0.88 2.31 3.160(7) 160.4 1_565
O15 H15B O14 0.88 1.82 2.699(6) 170.2 1_565
O1 H1 O3 0.84 1.80 2.538(6) 145.8 .
O4 H4B O00C 0.88 1.85 2.707(6) 163.4 2
C22 H22 O14 0.95 2.65 3.538(8) 156.5 1_545
C19 H19 F6 0.95 2.38 3.277(9) 157.4 4_575
C35 H35 O2 0.95 2.45 3.366(8) 163.2 2
C6 H6 F1 0.95 2.50 3.412(10) 159.8 3_585

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O3 C13 O2 -5.3(6) . . . . ?
Zn1 O3 C13 C11 171.9(5) . . . . ?
Zn1 O2 C13 O3 4.9(5) . . . . ?
Zn1 O2 C13 C11 -172.2(5) . . . . ?
Zn2 O6 C26 O7 -2.6(7) . . . . ?
Zn2 O6 C26 C24 177.6(5) . . . . ?
Zn2 O10 C39 O11 -9.1(7) . . . . ?
Zn2 O10 C39 C37 169.5(4) . . . . ?
Zn2 O7 C26 O6 2.1(5) . . . . ?
Zn2 O7 C26 C24 -178.2(6) . . . . ?
Zn3 O14 C52 O13 1.2(6) . . . . ?
Zn3 O14 C52 C48 -178.1(5) . . . . ?
Zn3 O13 C52 O14 -1.1(6) . . . . ?
Zn3 O13 C52 C48 178.2(6) . . . . ?
F6 C27 C32 C31 -179.3(7) . . . . ?
F6 C27 C28 C29 -180.0(7) . . . . ?
O3 Zn1 O3 C13 -47.7(3) 2 . . . ?
O3 Zn1 O2 C13 -3.0(3) . . . . ?
O3 Zn1 O2 C13 146.3(4) 2 . . . ?
O9 Zn2 O6 C26 29.4(5) . . . . ?
O9 Zn2 O10 C39 74.4(4) . . . . ?
O9 Zn2 O7 C26 -162.8(4) . . . . ?
O6 Zn2 O10 C39 -78.0(4) . . . . ?
O6 Zn2 O7 C26 -1.4(4) . . . . ?
O10 Zn2 O6 C26 171.2(4) . . . . ?
O10 Zn2 O7 C26 -24.3(6) . . . . ?
O12 C49 C48 C47 177.6(6) . . . . ?
O12 C49 C48 C52 -2.6(9) . . . . ?
O12 C49 C50 C51 -178.0(6) . . . . ?
O00C C36 C35 C34 -179.4(6) . . . . ?
O2 Zn1 O3 C13 -89.8(4) 2 . . . ?
O2 Zn1 O3 C13 3.0(3) . . . . ?
O2 Zn1 O2 C13 86.5(3) 2 . . . ?
O8 Zn2 O6 C26 -91.5(4) . . . . ?
O8 Zn2 O10 C39 179.4(4) . . . . ?
O8 Zn2 O7 C26 97.0(4) . . . . ?
O15 Zn3 O14 C52 -20.5(6) 2_655 . . . ?
O15 Zn3 O14 C52 92.3(4) . . . . ?
O15 Zn3 O13 C52 -92.9(4) . . . . ?
O15 Zn3 O13 C52 169.7(4) 2_655 . . . ?
F5 C29 C28 C27 175.9(7) . . . . ?
O7 Zn2 O6 C26 1.4(4) . . . . ?
O7 Zn2 O10 C39 -58.7(6) . . . . ?
O14 Zn3 O14 C52 -121.3(4) 2_655 . . . ?
O14 Zn3 O13 C52 0.7(4) . . . . ?
O14 Zn3 O13 C52 73.9(4) 2_655 . . . ?
O1 C10 C9 C8 -178.6(6) . . . . ?
O13 Zn3 O14 C52 -0.7(4) . . . . ?
O13 Zn3 O14 C52 -176.7(4) 2_655 . . . ?
O13 Zn3 O13 C52 38.2(4) 2_655 . . . ?
O4 Zn1 O3 C13 175.7(4) 2 . . . ?
O4 Zn1 O3 C13 79.4(4) . . . . ?
O4 Zn1 O2 C13 -125.8(4) . . . . ?
O4 Zn1 O2 C13 -16.5(5) 2 . . . ?
F8 C40 C45 C44 -177.9(7) . . . . ?
C20 C0AA C24 C25 1.3(10) . . . . ?
C20 C0AA C24 C26 -177.6(6) . . . . ?
C20 C21 C22 C25 1.3(10) . . . . ?
C20 C17 C18 C19 177.7(6) . . . . ?
C20 C17 C16 F4 2.6(10) . . . . ?
C20 C17 C16 C15 -178.8(7) . . . . ?
C12 C11 C10 O1 179.9(6) . . . . ?
C12 C11 C10 C9 3.5(9) . . . . ?
C12 C11 C13 O3 173.6(6) . . . . ?
C12 C11 C13 O2 -9.2(9) . . . . ?
C12 C7 C8 C9 0.5(9) . . . . ?
C12 C7 C4 C5 -157.0(6) . . . . ?
C12 C7 C4 C3 25.9(10) . . . . ?
C33 C30 C31 C32 -179.1(7) . . . . ?
C33 C30 C29 F5 3.4(11) . . . . ?
C33 C30 C29 C28 179.9(7) . . . . ?
C33 C38 C37 C36 -1.2(9) . . . . ?
C33 C38 C37 C39 177.4(6) . . . . ?
C33 C34 C35 C36 -2.3(11) . . . . ?
C49 C48 C52 O14 -170.3(6) . . . . ?
C49 C48 C52 O13 10.4(9) . . . . ?
C49 C50 C51 C46 0.2(10) . . . . ?
C11 C12 C7 C8 0.9(9) . . . . ?
C11 C12 C7 C4 -177.4(6) . . . . ?
C11 C10 C9 C8 -2.1(10) . . . . ?
C0AA C20 C21 C22 0.8(9) . . . . ?
C0AA C20 C17 C18 155.1(6) . . . . ?
C0AA C20 C17 C16 -27.5(10) . . . . ?
C0AA C24 C25 O5 -179.1(6) . . . . ?
C0AA C24 C25 C22 0.8(10) . . . . ?
C0AA C24 C26 O6 -7.1(9) . . . . ?
C0AA C24 C26 O7 173.2(6) . . . . ?
C7 C12 C11 C10 -2.9(9) . . . . ?
C7 C12 C11 C13 174.7(6) . . . . ?
C7 C8 C9 C10 0.1(10) . . . . ?
C7 C4 C5 C6 -174.9(7) . . . . ?
C7 C4 C3 C2 175.9(7) . . . . ?
C7 C4 C3 F2 -10.3(12) . . . . ?
C30 C33 C38 C37 -178.8(6) . . . . ?
C30 C33 C34 C35 -179.5(6) . . . . ?
C30 C31 C32 C27 -0.9(11) . . . . ?
C30 C29 C28 C27 -0.6(13) . . . . ?
C38 C33 C30 C31 19.8(9) . . . . ?
C38 C33 C30 C29 -160.0(7) . . . . ?
C38 C33 C34 C35 3.2(10) . . . . ?
C38 C37 C36 O00C -178.9(6) . . . . ?
C38 C37 C36 C35 2.2(9) . . . . ?
C38 C37 C39 O10 171.7(5) . . . . ?
C38 C37 C39 O11 -9.8(9) . . . . ?
C47 C46 C43 C44 145.1(7) . . . . ?
C47 C46 C43 C42 -34.8(11) . . . . ?
C47 C46 C51 C50 -2.1(10) . . . . ?
C47 C48 C52 O14 9.6(9) . . . . ?
C47 C48 C52 O13 -169.7(6) . . . . ?
C21 C20 C0AA C24 -2.1(9) . . . . ?
C21 C20 C17 C18 -26.3(9) . . . . ?
C21 C20 C17 C16 151.1(7) . . . . ?
C21 C22 C25 O5 177.8(6) . . . . ?
C21 C22 C25 C24 -2.1(10) . . . . ?
C17 C20 C0AA C24 176.6(6) . . . . ?
C17 C20 C21 C22 -177.9(6) . . . . ?
C17 C18 C19 C14 0.1(11) . . . . ?
C10 C11 C13 O3 -8.8(9) . . . . ?
C10 C11 C13 O2 168.3(6) . . . . ?
C37 C36 C35 C34 -0.5(10) . . . . ?
C46 C47 C48 C49 0.6(10) . . . . ?
C46 C47 C48 C52 -179.3(6) . . . . ?
C46 C43 C44 C45 178.0(7) . . . . ?
C46 C43 C42 F7 2.4(11) . . . . ?
C46 C43 C42 C41 -176.7(7) . . . . ?
C48 C49 C50 C51 2.1(10) . . . . ?
C48 C47 C46 C43 -176.0(6) . . . . ?
C48 C47 C46 C51 1.7(10) . . . . ?
C50 C49 C48 C47 -2.5(9) . . . . ?
C50 C49 C48 C52 177.3(6) . . . . ?
C25 C24 C26 O6 174.0(6) . . . . ?
C25 C24 C26 O7 -5.7(9) . . . . ?
C36 C37 C39 O10 -9.7(9) . . . . ?
C36 C37 C39 O11 168.8(6) . . . . ?
C18 C17 C16 F4 -179.9(6) . . . . ?
C18 C17 C16 C15 -1.2(10) . . . . ?
C18 C19 C14 F3 179.0(6) . . . . ?
C18 C19 C14 C15 0.8(12) . . . . ?
C43 C46 C51 C50 175.7(6) . . . . ?
C43 C44 C45 C40 -1.5(12) . . . . ?
C8 C7 C4 C5 24.8(9) . . . . ?
C8 C7 C4 C3 -152.3(7) . . . . ?
C26 C24 C25 O5 -0.2(9) . . . . ?
C26 C24 C25 C22 179.7(6) . . . . ?
C4 C7 C8 C9 178.8(6) . . . . ?
C4 C5 C6 C1 -1.2(12) . . . . ?
C31 C30 C29 F5 -176.3(7) . . . . ?
C31 C30 C29 C28 0.1(11) . . . . ?
C51 C46 C43 C44 -32.6(10) . . . . ?
C51 C46 C43 C42 147.5(7) . . . . ?
C39 C37 C36 O00C 2.4(9) . . . . ?
C39 C37 C36 C35 -176.4(6) . . . . ?
C16 C17 C18 C19 0.1(10) . . . . ?
C16 C15 C14 F3 179.9(6) . . . . ?
C16 C15 C14 C19 -1.8(11) . . . . ?
C13 Zn1 O3 C13 -71.9(5) 2 . . . ?
C13 Zn1 O2 C13 116.3(4) 2 . . . ?
C13 C11 C10 O1 2.3(9) . . . . ?
C13 C11 C10 C9 -174.1(6) . . . . ?
C34 C33 C30 C31 -157.5(7) . . . . ?
C34 C33 C30 C29 22.8(10) . . . . ?
C34 C33 C38 C37 -1.4(9) . . . . ?
C32 C27 C28 C29 0.4(12) . . . . ?
C29 C30 C31 C32 0.7(10) . . . . ?
C14 C15 C16 F4 -179.2(6) . . . . ?
C14 C15 C16 C17 2.1(11) . . . . ?
C41 C40 C45 C44 4.1(14) . . . . ?
C5 C4 C3 C2 -1.4(12) . . . . ?
C5 C4 C3 F2 172.5(8) . . . . ?
C5 C6 C1 F1 179.2(7) . . . . ?
C5 C6 C1 C2 -1.4(13) . . . . ?
C28 C27 C32 C31 0.3(12) . . . . ?
C52 Zn3 O14 C52 -147.3(3) 2_655 . . . ?
C52 Zn3 O13 C52 71.0(6) 2_655 . . . ?
C44 C43 C42 F7 -177.5(7) . . . . ?
C44 C43 C42 C41 3.4(11) . . . . ?
C1 C2 C3 C4 -1.0(13) . . . . ?
C1 C2 C3 F2 -175.3(8) . . . . ?
C3 C4 C5 C6 2.5(10) . . . . ?
C3 C2 C1 F1 -178.1(7) . . . . ?
C3 C2 C1 C6 2.4(13) . . . . ?
C42 C43 C44 C45 -2.1(11) . . . . ?
C42 C41 C40 F8 179.2(7) . . . . ?
C42 C41 C40 C45 -2.7(13) . . . . ?
C40 C41 C42 F7 179.7(7) . . . . ?
C40 C41 C42 C43 -1.2(11) . . . . ?

# end Validation Reply Form
_olex2_date_sample_completion    2015-05-02
_olex2_date_sample_data_collection 2015-05-02
_olex2_date_sample_submission    2015-05-02
_olex2_exptl_crystal_mounting_method 'FIBRE LOOP'
_olex2_submission_original_sample_id DIF.Zn
_olex2_submission_special_instructions 'No special instructions were received'

_vrf_PLAT230_rr02_t12n03_0m_a    
;
PROBLEM: Hirshfeld Test Diff for    F2     --  C3      ..       10.4 su    
RESPONSE: The crystal was poorly diffracting at higher Bragg angles.
The situation did not improve even after recrystallisation and fresh data
collection.
;
_vrf_PLAT420_rr02_t12n03_0m_a    
;
PROBLEM: D-H Without Acceptor        O9     -   H9A    ..     Please Check 
RESPONSE: It is impossible to locate any acceptor atom within the range in
the e-map.
;
