# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_NEM-7-Zn
_database_code_depnum_ccdc_archive 'CCDC 1853053'
_audit_update_record             
;
2018-09-08 deposited with the CCDC.
2018-09-14 downloaded from the CCDC.
;
_audit_creation_date             2018-09-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H30 N4 O13 Zn2'
_chemical_formula_sum            'C31 H30 N4 O13 Zn2'
_chemical_formula_weight         797.33
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Zn'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 2 21 21'
_space_group_name_Hall           'P 2bc 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'x, -y, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   13.4950(6)
_cell_length_b                   13.7761(5)
_cell_length_c                   26.8721(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4995.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4870
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      69.7420
_cell_measurement_theta_min      4.5740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.604
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88186
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12786
_diffrn_reflns_point_group_measured_fraction_full 0.872
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.876
_diffrn_reflns_theta_min         3.605
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  22.00   1.00    1.00    --    0.00 -57.00 -90.00   27
  2  ω    -65.00 -38.00   1.00    1.00    --    0.00 -57.00 -90.00   27
  3  ω    -30.00   0.00   1.00    1.00    --    0.00  77.00-120.00   30
  4  ω     32.00  68.00   1.00    1.00    --    0.00  77.00-120.00   36
  5  ω     51.00 124.00   1.00    3.96    --   54.00  38.00  60.00   73
  6  ω     72.00 106.00   1.00    3.96    --   54.00 159.00 100.00   34
  7  ω     34.00 116.00   1.00    3.96    --   54.00  77.00 150.00   82
  8  ω    107.00 171.00   1.00    3.96    --  108.00 111.00-120.00   64
  9  ω    100.00 157.00   1.00    3.96    --  108.00  77.00 150.00   57
 10  ω    120.00 176.00   1.00    3.96    --  108.00 111.00 -30.00   56
 11  ω     38.00 131.00   1.00    3.96    --  108.00 -50.00 -60.00   93
 12  ω    101.00 133.00   1.00    3.96    --  108.00 111.00-150.00   32
 13  ω    132.00 175.00   1.00    3.96    --  108.00 111.00  30.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0111345000
_diffrn_orient_matrix_UB_12      -0.0841320000
_diffrn_orient_matrix_UB_13      0.0373850000
_diffrn_orient_matrix_UB_21      0.1124938000
_diffrn_orient_matrix_UB_22      -0.0021381000
_diffrn_orient_matrix_UB_23      -0.0096801000
_diffrn_orient_matrix_UB_31      0.0158314000
_diffrn_orient_matrix_UB_32      0.0736419000
_diffrn_orient_matrix_UB_33      0.0423818000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.566
_reflns_Friedel_fraction_full    0.719
_reflns_Friedel_fraction_max     0.687
_reflns_number_gt                7381
_reflns_number_total             8157
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.291
_refine_diff_density_min         -0.728
_refine_diff_density_rms         0.193
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.11(8)
_refine_ls_extinction_coef       0.0110(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.289
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     504
_refine_ls_number_reflns         8157
_refine_ls_number_restraints     181
_refine_ls_R_factor_all          0.1113
_refine_ls_R_factor_gt           0.1064
_refine_ls_restrained_S_all      1.291
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2928
_refine_ls_wR_factor_ref         0.3008
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.89(8)
 0.11(8)
2. 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
3. Shared sites
{C11, N5}
4. Restrained distances
 C30-C31
 2.5 with sigma of 0.02
 O13-O14
 2.2 with sigma of 0.02
 O13-C33 = C33-O14
 1.2 with sigma of 0.02
 C33-C10
 1.4 with sigma of 0.02
 O13-C10 = C10-O14
 2.4 with sigma of 0.02
 C34-C32
 1.4 with sigma of 0.02
 O15-C34 = C34-O16
 1.2 with sigma of 0.02
 O15-O16
 2.2 with sigma of 0.02
 O15-C32 = C32-O16
 2.4 with sigma of 0.02
 H22-H17
 2.2 with sigma of 0.02
 H28C_$1-H28C
 2.2 with sigma of 0.02
 O13-C10 \\sim C10-O14
 with sigma of 0.02
5. Uiso/Uaniso restraints and constraints
Uanis(C31) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O13) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(O14) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O15) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(O16) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C20) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C32)
\\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms
of 0.02
Uanis(C11) = Uanis(N5)
6. Rigid body (RIGU) restrains
 C10, C33, O13, O14
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C32, C34, O16, O15
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C32, O15, C34, O16
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C26, N2, C27, C28
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C20, C21, C22, C32, N4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C11, C9, C10, C7
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Fixed Sof: H10(0.5) C11(0.5) H11(0.5) C21(0.5) H21(0.5) C22(0.5) H22(0.5)
 C32(0.5) N4(0.5) H4(0.5) N5(0.5) H5(0.5) O13(0.5) C33(0.5) O14(0.5) C34(0.5)
 O16(0.5) O15(0.5)
8.a Riding coordinates:
 C11(H11), N4(H4), N5(H5)
8.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C8(H8), C10(H10), C14(H14), C17(H17), C19(H19), C21(H21),
 C22(H22), C23(H23), C26(H26), C29(H29)
8.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.18111(10) 0.56143(9) 0.16084(5) 0.0470(4) Uani 1 1 d . . . . .
Zn2 Zn 0.25543(10) 0.70648(9) 0.25592(5) 0.0459(4) Uani 1 1 d . . . . .
O1 O 0.3078(5) 0.6328(5) 0.1936(3) 0.0508(16) Uani 1 1 d . . . . .
O2 O 0.4051(7) 0.6240(6) 0.2581(3) 0.061(2) Uani 1 1 d . . . . .
O3 O 0.7043(6) 0.2940(6) 0.1861(3) 0.0539(17) Uani 1 1 d . . . . .
O4 O 0.6416(7) 0.3417(7) 0.2584(3) 0.065(2) Uani 1 1 d . . . . .
O5 O 0.1883(7) 0.6009(6) 0.2946(3) 0.0578(19) Uani 1 1 d . . . . .
O6 O 0.1234(6) 0.5210(6) 0.2305(3) 0.0530(17) Uani 1 1 d . . . . .
O7 O -0.1115(6) 0.1944(5) 0.3428(3) 0.0559(18) Uani 1 1 d . . . . .
O8 O -0.1341(6) 0.2720(5) 0.2705(3) 0.0509(17) Uani 1 1 d . . . . .
O9 O 0.0542(6) 0.4980(6) 0.1300(3) 0.0547(18) Uani 1 1 d . . . . .
O10 O 0.2324(6) 0.5881(6) 0.0876(3) 0.0598(19) Uani 1 1 d . . . . .
O11 O 0.2561(7) 0.4272(5) 0.1590(3) 0.0620(19) Uani 1 1 d . . . . .
N1 N -0.0529(11) 0.3752(11) 0.1164(5) 0.085(4) Uani 1 1 d . . . . .
N2 N 0.2019(13) 0.6452(16) 0.0096(5) 0.108(5) Uani 1 1 d . U . . .
N3 N 0.3407(8) 0.3056(8) 0.1945(7) 0.081(4) Uani 1 1 d . . . . .
C1 C 0.3868(10) 0.6026(8) 0.2148(4) 0.054(3) Uani 1 1 d . . . . .
C2 C 0.4610(9) 0.5464(7) 0.1846(4) 0.052(2) Uani 1 1 d . . . . .
C3 C 0.5235(10) 0.4829(8) 0.2111(4) 0.056(3) Uani 1 1 d . . . . .
H3 H 0.522066 0.482007 0.246399 0.067 Uiso 1 1 calc R . . . .
C4 C 0.5853(8) 0.4234(9) 0.1860(4) 0.053(2) Uani 1 1 d . . . . .
C5 C 0.6486(9) 0.3489(8) 0.2122(4) 0.053(2) Uani 1 1 d . . . . .
C6 C 0.5922(8) 0.4278(9) 0.1329(4) 0.050(2) Uani 1 1 d . . . . .
H6 H 0.637873 0.386847 0.116069 0.060 Uiso 1 1 calc R . . . .
C7 C 0.5319(9) 0.4926(8) 0.1049(4) 0.055(2) Uani 1 1 d . U . . .
C8 C 0.4658(8) 0.5468(8) 0.1320(4) 0.050(2) Uani 1 1 d . . . . .
H8 H 0.420685 0.587047 0.114383 0.060 Uiso 1 1 calc R . . . .
C9 C 0.5372(10) 0.4974(12) 0.0515(5) 0.067(3) Uani 1 1 d . U . . .
C10 C 0.539(2) 0.5779(16) 0.0271(6) 0.130(7) Uani 1 1 d D U . . .
H10 H 0.535263 0.637321 0.044972 0.156 Uiso 0.5 1 calc R . P A 3
C11 C 0.5462(16) 0.4195(17) 0.0255(6) 0.107(5) Uani 0.5 1 d . U P B 3
H11 H 0.557577 0.359291 0.041801 0.129 Uiso 0.5 1 d R . P B 3
C12 C 0.1357(8) 0.5392(7) 0.2760(4) 0.048(2) Uani 1 1 d . . . . .
C13 C 0.0766(9) 0.4775(8) 0.3125(4) 0.051(2) Uani 1 1 d . . . . .
C14 C 0.0196(9) 0.4024(8) 0.2958(4) 0.052(2) Uani 1 1 d . . . . .
H14 H 0.013873 0.388925 0.261237 0.062 Uiso 1 1 calc R . . . .
C15 C -0.0316(10) 0.3440(9) 0.3323(5) 0.059(3) Uani 1 1 d . . . . .
C16 C -0.0988(8) 0.2623(8) 0.3135(4) 0.054(2) Uani 1 1 d . . . . .
C17 C -0.0309(10) 0.3682(9) 0.3801(4) 0.058(3) Uani 1 1 d . . . . .
H17 H -0.069763 0.332423 0.403207 0.069 Uiso 1 1 calc DR . . . .
C18 C 0.0273(11) 0.4469(9) 0.3969(4) 0.061(3) Uani 1 1 d . . . . .
C19 C 0.0805(10) 0.4996(8) 0.3629(4) 0.056(3) Uani 1 1 d . . . . .
H19 H 0.120536 0.552037 0.373990 0.067 Uiso 1 1 calc R . . . .
C20 C 0.0269(11) 0.4766(9) 0.4516(5) 0.059(3) Uani 1 1 d . U . . .
C21 C 0.078(2) 0.546(2) 0.4709(12) 0.072(6) Uani 0.5 1 d . U P C -1
H21 H 0.121608 0.583297 0.450642 0.087 Uiso 0.5 1 calc R . P C -1
C22 C -0.010(3) 0.423(3) 0.4850(9) 0.088(7) Uani 0.5 1 d . U P C -1
H22 H -0.018728 0.356030 0.477655 0.106 Uiso 0.5 1 calc DR . P C -1
C23 C 0.0292(12) 0.4142(11) 0.1371(5) 0.069(3) Uani 1 1 d . . . . .
H23 H 0.069078 0.374555 0.157936 0.082 Uiso 1 1 calc R . . . .
C24 C -0.0754(15) 0.2711(16) 0.1293(11) 0.124(9) Uani 1 1 d . . . . .
H24A H -0.132567 0.268712 0.151743 0.187 Uiso 1 1 calc GR . . . .
H24B H -0.017784 0.242016 0.145693 0.187 Uiso 1 1 calc GR . . . .
H24C H -0.090545 0.234991 0.098805 0.187 Uiso 1 1 calc GR . . . .
C25 C -0.1072(17) 0.431(2) 0.0820(9) 0.120(8) Uani 1 1 d . . . . .
H25A H -0.176985 0.411237 0.082969 0.180 Uiso 1 1 calc GR . . . .
H25B H -0.080756 0.420382 0.048483 0.180 Uiso 1 1 calc GR . . . .
H25C H -0.101750 0.499770 0.090662 0.180 Uiso 1 1 calc GR . . . .
C26 C 0.1725(14) 0.6195(10) 0.0541(5) 0.074(3) Uani 1 1 d . U . . .
H26 H 0.104085 0.624224 0.061962 0.089 Uiso 1 1 calc R . . . .
C27 C 0.120(3) 0.672(3) -0.0216(9) 0.169(13) Uani 1 1 d . U . . .
H27A H 0.078838 0.614660 -0.028085 0.253 Uiso 1 1 calc GR . . . .
H27B H 0.144886 0.697827 -0.053158 0.253 Uiso 1 1 calc GR . . . .
H27C H 0.080064 0.721570 -0.004797 0.253 Uiso 1 1 calc GR . . . .
C28 C 0.3131(18) 0.613(2) -0.0057(14) 0.154(11) Uani 1 1 d . U . . .
H28A H 0.355078 0.671067 -0.008292 0.231 Uiso 1 1 calc GR . . . .
H28B H 0.311638 0.579533 -0.037767 0.231 Uiso 1 1 calc GR . . . .
H28C H 0.340020 0.569743 0.019838 0.231 Uiso 1 1 calc DGR . . . .
C29 C 0.2869(11) 0.3858(9) 0.1973(7) 0.074(4) Uani 1 1 d . . . . .
H29 H 0.271598 0.412227 0.228991 0.088 Uiso 1 1 calc R . . . .
C30 C 0.3742(17) 0.2570(14) 0.2383(9) 0.131(10) Uani 1 1 d D . . . .
H30A H 0.446773 0.257923 0.239302 0.197 Uiso 1 1 calc GR . . . .
H30B H 0.350843 0.189683 0.237925 0.197 Uiso 1 1 calc GR . . . .
H30C H 0.347948 0.290174 0.267766 0.197 Uiso 1 1 calc GR . . . .
C31 C 0.3691(17) 0.2662(15) 0.1461(9) 0.115(7) Uani 1 1 d D U . . .
H31A H 0.310699 0.238142 0.129772 0.173 Uiso 1 1 calc GR . . . .
H31B H 0.419354 0.215633 0.150654 0.173 Uiso 1 1 calc GR . . . .
H31C H 0.396143 0.318213 0.125253 0.173 Uiso 1 1 calc GR . . . .
C32 C -0.043(3) 0.459(3) 0.5365(14) 0.102(9) Uani 0.5 1 d D U P C -1
N4 N 0.069(4) 0.567(4) 0.5222(14) 0.132(12) Uani 0.5 1 d . U P C -1
H4 H 0.099190 0.619689 0.533445 0.158 Uiso 0.5 1 d R . P C -1
N5 N 0.5462(16) 0.4195(17) 0.0255(6) 0.107(5) Uani 0.5 1 d . . P B 4
H5 H 0.555310 0.360399 0.041015 0.129 Uiso 0.5 1 d R . P B 4
O13 O 0.442(3) 0.700(4) 0.066(2) 0.208(15) Uani 0.5 1 d D U P D 4
C33 C 0.530(3) 0.670(4) 0.053(2) 0.176(12) Uani 0.5 1 d D U P D 4
O14 O 0.601(3) 0.703(3) 0.0781(19) 0.184(14) Uani 0.5 1 d D U P D 4
C34 C -0.129(3) 0.466(4) 0.570(2) 0.144(12) Uani 0.5 1 d D U P C -1
O16 O -0.203(3) 0.412(3) 0.5643(16) 0.157(12) Uani 0.5 1 d D U P C -1
O15 O -0.136(4) 0.535(4) 0.6011(18) 0.191(16) Uani 0.5 1 d D U P C -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 O1 2.160(7) . ?
Zn1 O6 2.103(7) . ?
Zn1 O7 2.061(7) 4 ?
Zn1 O9 2.094(8) . ?
Zn1 O10 2.118(8) . ?
Zn1 O11 2.108(7) . ?
Zn2 O1 2.082(8) . ?
Zn2 O2 2.318(9) . ?
Zn2 O3 2.043(7) 4_655 ?
Zn2 O4 2.356(10) 4_655 ?
Zn2 O5 2.004(7) . ?
Zn2 O8 1.999(7) 4 ?
Zn2 C1 2.532(13) . ?
Zn2 C5 2.503(12) 4_655 ?
O1 C1 1.278(14) . ?
O2 C1 1.226(14) . ?
O3 C5 1.277(15) . ?
O4 C5 1.250(14) . ?
O5 C12 1.215(13) . ?
O6 C12 1.257(13) . ?
O7 C16 1.235(14) . ?
O8 C16 1.257(14) . ?
O9 C23 1.217(16) . ?
O10 C26 1.284(17) . ?
O11 C29 1.247(19) . ?
N1 C23 1.35(2) . ?
N1 C24 1.51(3) . ?
N1 C25 1.41(3) . ?
N2 C26 1.31(2) . ?
N2 C27 1.44(3) . ?
N2 C28 1.62(3) . ?
N3 C29 1.323(18) . ?
N3 C30 1.43(2) . ?
N3 C31 1.46(3) . ?
C1 C2 1.504(18) . ?
C2 C3 1.408(16) . ?
C2 C8 1.414(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.350(17) . ?
C4 C5 1.508(15) . ?
C4 C6 1.432(14) . ?
C6 H6 0.9500 . ?
C6 C7 1.423(15) . ?
C7 C8 1.372(17) . ?
C7 C9 1.438(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.29(2) . ?
C9 C11 1.29(3) . ?
C9 N5 1.29(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.42(2) 3_565 ?
C10 C33 1.46(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.524(15) . ?
C13 C14 1.365(16) . ?
C13 C19 1.389(14) . ?
C14 H14 0.9500 . ?
C14 C15 1.445(16) . ?
C15 C16 1.532(16) . ?
C15 C17 1.328(16) . ?
C17 H17 0.9500 . ?
C17 C18 1.412(18) . ?
C18 C19 1.369(18) . ?
C18 C20 1.526(15) . ?
C19 H19 0.9500 . ?
C20 C21 1.29(3) . ?
C20 C22 1.27(4) . ?
C20 C32 1.34(4) 3_566 ?
C20 N4 1.09(5) 3_566 ?
C21 H21 0.9500 . ?
C21 N4 1.41(5) . ?
C22 H22 0.9500 . ?
C22 C32 1.53(4) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C34 1.46(2) . ?
N4 H4 0.8799 . ?
N5 H5 0.9225 . ?
O13 C33 1.29(2) . ?
C33 O14 1.26(2) . ?
C34 O16 1.25(2) . ?
C34 O15 1.27(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Zn1 O1 92.9(3) . . ?
O6 Zn1 O10 173.8(3) . . ?
O6 Zn1 O11 88.0(3) . . ?
O7 Zn1 O1 88.6(3) 4 . ?
O7 Zn1 O6 96.2(3) 4 . ?
O7 Zn1 O9 88.8(3) 4 . ?
O7 Zn1 O10 87.2(3) 4 . ?
O7 Zn1 O11 175.7(4) 4 . ?
O9 Zn1 O1 177.3(3) . . ?
O9 Zn1 O6 86.5(3) . . ?
O9 Zn1 O10 88.4(3) . . ?
O9 Zn1 O11 91.0(3) . . ?
O10 Zn1 O1 92.4(3) . . ?
O11 Zn1 O1 91.6(3) . . ?
O11 Zn1 O10 88.5(3) . . ?
O1 Zn2 O2 59.1(3) . . ?
O1 Zn2 O4 93.1(3) . 4_655 ?
O1 Zn2 C1 30.2(3) . . ?
O1 Zn2 C5 118.8(3) . 4_655 ?
O2 Zn2 O4 83.0(3) . 4_655 ?
O2 Zn2 C1 28.9(3) . . ?
O2 Zn2 C5 85.7(3) . 4_655 ?
O3 Zn2 O1 144.2(3) 4_655 . ?
O3 Zn2 O2 92.2(3) 4_655 . ?
O3 Zn2 O4 60.1(3) 4_655 4_655 ?
O3 Zn2 C1 118.7(3) 4_655 . ?
O3 Zn2 C5 30.5(3) 4_655 4_655 ?
O4 Zn2 C1 87.9(3) 4_655 . ?
O4 Zn2 C5 29.6(3) 4_655 4_655 ?
O5 Zn2 O1 102.5(3) . . ?
O5 Zn2 O2 91.4(4) . . ?
O5 Zn2 O3 98.8(3) . 4_655 ?
O5 Zn2 O4 157.7(3) . 4_655 ?
O5 Zn2 C1 97.6(4) . . ?
O5 Zn2 C5 128.7(3) . 4_655 ?
O8 Zn2 O1 102.3(3) 4 . ?
O8 Zn2 O2 160.7(3) 4 . ?
O8 Zn2 O3 102.8(3) 4 4_655 ?
O8 Zn2 O4 93.9(3) 4 4_655 ?
O8 Zn2 O5 98.1(3) 4 . ?
O8 Zn2 C1 132.3(3) 4 . ?
O8 Zn2 C5 101.0(4) 4 4_655 ?
C5 Zn2 C1 103.3(4) 4_655 . ?
Zn2 O1 Zn1 106.3(3) . . ?
C1 O1 Zn1 133.9(7) . . ?
C1 O1 Zn2 94.8(7) . . ?
C1 O2 Zn2 85.3(8) . . ?
C5 O3 Zn2 95.1(6) . 4_645 ?
C5 O4 Zn2 81.7(8) . 4_645 ?
C12 O5 Zn2 124.0(7) . . ?
C12 O6 Zn1 139.7(7) . . ?
C16 O7 Zn1 134.9(7) . 4_545 ?
C16 O8 Zn2 126.1(7) . 4_545 ?
C23 O9 Zn1 124.1(10) . . ?
C26 O10 Zn1 120.3(9) . . ?
C29 O11 Zn1 122.9(9) . . ?
C23 N1 C24 116.7(17) . . ?
C23 N1 C25 118.8(17) . . ?
C25 N1 C24 124.4(19) . . ?
C26 N2 C27 112(2) . . ?
C26 N2 C28 116.0(19) . . ?
C27 N2 C28 130(2) . . ?
C29 N3 C30 121.2(17) . . ?
C29 N3 C31 120.3(16) . . ?
C30 N3 C31 118.5(13) . . ?
O1 C1 Zn2 55.0(6) . . ?
O1 C1 C2 118.8(10) . . ?
O2 C1 Zn2 65.9(7) . . ?
O2 C1 O1 120.9(12) . . ?
O2 C1 C2 120.2(11) . . ?
C2 C1 Zn2 173.1(8) . . ?
C3 C2 C1 116.4(10) . . ?
C3 C2 C8 118.7(11) . . ?
C8 C2 C1 124.6(10) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.7(11) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 122.1(10) . . ?
C3 C4 C6 120.7(10) . . ?
C6 C4 C5 117.2(10) . . ?
O3 C5 Zn2 54.4(5) . 4_645 ?
O3 C5 C4 118.8(9) . . ?
O4 C5 Zn2 68.7(7) . 4_645 ?
O4 C5 O3 122.8(11) . . ?
O4 C5 C4 118.3(11) . . ?
C4 C5 Zn2 170.4(8) . 4_645 ?
C4 C6 H6 119.5 . . ?
C7 C6 C4 121.1(11) . . ?
C7 C6 H6 119.5 . . ?
C6 C7 C9 121.9(12) . . ?
C8 C7 C6 115.6(10) . . ?
C8 C7 C9 122.4(11) . . ?
C2 C8 H8 118.0 . . ?
C7 C8 C2 123.9(10) . . ?
C7 C8 H8 118.0 . . ?
C10 C9 C7 123.2(16) . . ?
C11 C9 C7 120.5(15) . . ?
C11 C9 C10 116.2(15) . . ?
N5 C9 C7 120.5(15) . . ?
N5 C9 C10 116.2(15) . . ?
C9 C10 H10 119.0 . . ?
C9 C10 C11 122(2) . 3_565 ?
C9 C10 C33 120(3) . . ?
C11 C10 H10 119.0 3_565 . ?
C9 C11 C10 121(2) . 3_565 ?
C9 C11 H11 119.6 . . ?
C10 C11 H11 119.5 3_565 . ?
O5 C12 O6 128.0(10) . . ?
O5 C12 C13 115.5(9) . . ?
O6 C12 C13 116.5(9) . . ?
C14 C13 C12 120.3(9) . . ?
C14 C13 C19 120.6(10) . . ?
C19 C13 C12 119.1(10) . . ?
C13 C14 H14 121.1 . . ?
C13 C14 C15 117.9(10) . . ?
C15 C14 H14 121.1 . . ?
C14 C15 C16 117.9(10) . . ?
C17 C15 C14 121.0(11) . . ?
C17 C15 C16 120.6(11) . . ?
O7 C16 O8 127.9(10) . . ?
O7 C16 C15 115.4(10) . . ?
O8 C16 C15 116.7(10) . . ?
C15 C17 H17 119.8 . . ?
C15 C17 C18 120.3(11) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C20 120.7(11) . . ?
C19 C18 C17 119.1(9) . . ?
C19 C18 C20 120.1(11) . . ?
C13 C19 H19 119.5 . . ?
C18 C19 C13 120.9(10) . . ?
C18 C19 H19 119.5 . . ?
C21 C20 C18 125.8(18) . . ?
C21 C20 C32 78(2) . 3_566 ?
C22 C20 C18 121.9(17) . . ?
C22 C20 C21 111(2) . . ?
C22 C20 C32 87(3) . 3_566 ?
C32 C20 C18 114.3(18) 3_566 . ?
N4 C20 C18 118(2) 3_566 . ?
N4 C20 C21 83(3) 3_566 . ?
N4 C20 C22 55(3) 3_566 . ?
N4 C20 C32 126(3) 3_566 3_566 ?
C20 C21 H21 120.0 . . ?
C20 C21 N4 120(3) . . ?
N4 C21 H21 120.0 . . ?
C20 C22 H22 117.7 . . ?
C20 C22 C32 125(3) . . ?
C32 C22 H22 117.7 . . ?
O9 C23 N1 122.7(15) . . ?
O9 C23 H23 118.7 . . ?
N1 C23 H23 118.7 . . ?
N1 C24 H24A 109.5 . . ?
N1 C24 H24B 109.5 . . ?
N1 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O10 C26 N2 122.8(17) . . ?
O10 C26 H26 118.6 . . ?
N2 C26 H26 118.6 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O11 C29 N3 121.3(16) . . ?
O11 C29 H29 119.4 . . ?
N3 C29 H29 119.4 . . ?
N3 C30 H30A 109.5 . . ?
N3 C30 H30B 109.5 . . ?
N3 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 H31A 109.5 . . ?
N3 C31 H31B 109.5 . . ?
N3 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C34 C32 C22 143(3) . . ?
C21 N4 H4 117.7 . . ?
C9 N5 C10 121(2) . 3_565 ?
C9 N5 H5 120.3 . . ?
C10 N5 H5 118.8 3_565 . ?
O13 C33 C10 119(2) . . ?
O14 C33 C10 120(2) . . ?
O14 C33 O13 116(3) . . ?
O16 C34 C32 121(2) . . ?
O16 C34 O15 117(2) . . ?
O15 C34 C32 121(2) . . ?

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 C1 Zn2 -118.1(10) . . . . ?
Zn1 O1 C1 O2 -119.0(11) . . . . ?
Zn1 O1 C1 C2 65.5(14) . . . . ?
Zn1 O6 C12 O5 7(2) . . . . ?
Zn1 O6 C12 C13 -173.7(8) . . . . ?
Zn1 O7 C16 O8 6(2) 4_545 . . . ?
Zn1 O7 C16 C15 -174.2(8) 4_545 . . . ?
Zn1 O9 C23 N1 -179.6(9) . . . . ?
Zn1 O10 C26 N2 173.8(14) . . . . ?
Zn1 O11 C29 N3 -174.4(9) . . . . ?
Zn2 O1 C1 O2 -0.9(11) . . . . ?
Zn2 O1 C1 C2 -176.3(8) . . . . ?
Zn2 O2 C1 O1 0.8(10) . . . . ?
Zn2 O2 C1 C2 176.2(9) . . . . ?
Zn2 O3 C5 O4 5.7(13) 4_645 . . . ?
Zn2 O3 C5 C4 -171.9(9) 4_645 . . . ?
Zn2 O4 C5 O3 -5.0(11) 4_645 . . . ?
Zn2 O4 C5 C4 172.7(10) 4_645 . . . ?
Zn2 O5 C12 O6 10.0(17) . . . . ?
Zn2 O5 C12 C13 -169.0(8) . . . . ?
Zn2 O8 C16 O7 22.1(18) 4_545 . . . ?
Zn2 O8 C16 C15 -157.9(8) 4_545 . . . ?
O1 C1 C2 C3 -155.3(10) . . . . ?
O1 C1 C2 C8 18.9(15) . . . . ?
O2 C1 C2 C3 29.3(15) . . . . ?
O2 C1 C2 C8 -156.5(11) . . . . ?
O5 C12 C13 C14 -176.2(11) . . . . ?
O5 C12 C13 C19 4.7(16) . . . . ?
O6 C12 C13 C14 4.7(17) . . . . ?
O6 C12 C13 C19 -174.5(11) . . . . ?
C1 C2 C3 C4 173.7(11) . . . . ?
C1 C2 C8 C7 -177.7(10) . . . . ?
C2 C3 C4 C5 -175.5(10) . . . . ?
C2 C3 C4 C6 3.5(19) . . . . ?
C3 C2 C8 C7 -3.7(17) . . . . ?
C3 C4 C5 O3 179.0(11) . . . . ?
C3 C4 C5 O4 1.2(18) . . . . ?
C3 C4 C6 C7 -2(2) . . . . ?
C4 C6 C7 C8 -2.0(18) . . . . ?
C4 C6 C7 C9 -179.5(12) . . . . ?
C5 C4 C6 C7 177.0(10) . . . . ?
C6 C4 C5 O3 -0.1(17) . . . . ?
C6 C4 C5 O4 -177.9(11) . . . . ?
C6 C7 C8 C2 4.9(17) . . . . ?
C6 C7 C9 C10 -136(2) . . . . ?
C6 C7 C9 C11 40(2) . . . . ?
C6 C7 C9 N5 40(2) . . . . ?
C7 C9 C10 C11 179(2) . . . 3_565 ?
C7 C9 C10 C33 -4(3) . . . . ?
C7 C9 C11 C10 172(2) . . . 3_565 ?
C7 C9 N5 C10 172(2) . . . 3_565 ?
C8 C2 C3 C4 -0.8(17) . . . . ?
C8 C7 C9 C10 47(3) . . . . ?
C8 C7 C9 C11 -137.0(16) . . . . ?
C8 C7 C9 N5 -137.0(16) . . . . ?
C9 C7 C8 C2 -177.7(12) . . . . ?
C9 C10 C33 O13 -81(7) . . . . ?
C9 C10 C33 O14 75(7) . . . . ?
C10 C9 C11 C10 -12(2) . . . 3_565 ?
C10 C9 N5 C10 -12(2) . . . 3_565 ?
C11 C9 C10 C11 3(3) . . . 3_565 ?
C12 C13 C14 C15 177.5(10) . . . . ?
C12 C13 C19 C18 179.0(11) . . . . ?
C13 C14 C15 C16 177.6(11) . . . . ?
C13 C14 C15 C17 6.3(19) . . . . ?
C14 C13 C19 C18 0(2) . . . . ?
C14 C15 C16 O7 154.5(11) . . . . ?
C14 C15 C16 O8 -25.5(16) . . . . ?
C14 C15 C17 C18 -6(2) . . . . ?
C15 C17 C18 C19 2(2) . . . . ?
C15 C17 C18 C20 178.7(13) . . . . ?
C16 C15 C17 C18 -176.7(11) . . . . ?
C17 C15 C16 O7 -34.1(18) . . . . ?
C17 C15 C16 O8 145.9(13) . . . . ?
C17 C18 C19 C13 1(2) . . . . ?
C17 C18 C20 C21 179(2) . . . . ?
C17 C18 C20 C22 13(3) . . . . ?
C17 C18 C20 C32 -89(2) . . . 3_566 ?
C17 C18 C20 N4 77(4) . . . 3_566 ?
C18 C20 C21 N4 179(3) . . . . ?
C18 C20 C22 C32 -160(3) . . . . ?
C19 C13 C14 C15 -3.3(18) . . . . ?
C19 C18 C20 C21 -4(3) . . . . ?
C19 C18 C20 C22 -171(2) . . . . ?
C19 C18 C20 C32 88(3) . . . 3_566 ?
C19 C18 C20 N4 -106(3) . . . 3_566 ?
C20 C18 C19 C13 -175.8(12) . . . . ?
C20 C22 C32 C34 120(7) . . . . ?
C21 C20 C22 C32 32(4) . . . . ?
C22 C20 C21 N4 -14(4) . . . . ?
C22 C32 C34 O16 22(11) . . . . ?
C22 C32 C34 O15 -150(6) . . . . ?
C24 N1 C23 O9 -178.8(14) . . . . ?
C25 N1 C23 O9 6(2) . . . . ?
C27 N2 C26 O10 176(2) . . . . ?
C28 N2 C26 O10 13(3) . . . . ?
C30 N3 C29 O11 -178.6(15) . . . . ?
C31 N3 C29 O11 3(2) . . . . ?
C32 C20 C21 N4 68(4) 3_566 . . . ?
C32 C20 C22 C32 -43(4) 3_566 . . . ?
N4 C20 C21 N4 -62(3) 3_566 . . . ?
N4 C20 C22 C32 96(4) 3_566 . . . ?
N5 C9 C10 C33 -180(2) . . . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.186 0.264 1924 68 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.402
_oxdiff_exptl_absorpt_empirical_full_min 0.708
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.89(8)
2 0.11(8)

