# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_12345
_database_code_depnum_ccdc_archive 'CCDC 1414921'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H34 N2 O2 Zn2'
_chemical_formula_weight         609.35

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   14.0974(5)
_cell_length_b                   8.6016(3)
_cell_length_c                   23.2550(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2819.91(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9910
_cell_measurement_theta_min      2.9095
_cell_measurement_theta_max      28.299

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.732
_shelx_estimated_absorpt_T_min   0.723
_shelx_estimated_absorpt_T_max   0.903
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26571
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.890
_diffrn_reflns_theta_max         28.298
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3496
_reflns_number_gt                2954
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0276P)²+1.7481P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3496
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0678
_refine_ls_wR_factor_gt          0.0639
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.42294(2) 0.04090(2) 0.54524(2) 0.02525(7) Uani 1 1 d . . . . .
O1 O 0.56984(8) 0.00610(14) 0.53899(5) 0.0255(2) Uani 1 1 d . . . . .
N1 N 0.40557(10) 0.27384(17) 0.52901(6) 0.0282(3) Uani 1 1 d . . . . .
C10 C 0.61946(12) -0.0009(2) 0.63628(7) 0.0285(4) Uani 1 1 d . . . . .
C4 C 0.36062(14) -0.0587(2) 0.61161(7) 0.0322(4) Uani 1 1 d . . . . .
H4A H 0.3003 -0.1061 0.5986 0.039 Uiso 1 1 calc R U . . .
H4B H 0.4018 -0.1434 0.6260 0.039 Uiso 1 1 calc R U . . .
C9 C 0.42039(14) 0.3750(2) 0.57231(9) 0.0367(4) Uani 1 1 d . . . . .
H9 H 0.4476 0.3370 0.6069 0.044 Uiso 1 1 calc R U . . .
C3 C 0.61056(12) -0.0810(2) 0.57952(7) 0.0255(3) Uani 1 1 d . . . . .
C2 C 0.64354(12) -0.2270(2) 0.57059(7) 0.0301(4) Uani 1 1 d . . . . .
H2 H 0.6792 -0.2702 0.6013 0.036 Uiso 1 1 calc R U . . .
C8 C 0.39818(16) 0.5303(2) 0.56901(11) 0.0453(5) Uani 1 1 d . . . . .
H8 H 0.4107 0.5983 0.6003 0.054 Uiso 1 1 calc R U . . .
C1 C 0.36784(12) 0.3264(2) 0.47901(8) 0.0286(4) Uani 1 1 d . . . . .
C7 C 0.35711(16) 0.5850(2) 0.51887(11) 0.0476(5) Uani 1 1 d . . . . .
H7 H 0.3398 0.6913 0.5154 0.057 Uiso 1 1 calc R U . . .
C11 C 0.63214(13) 0.1604(2) 0.63463(8) 0.0357(4) Uani 1 1 d . . . . .
H11 H 0.6340 0.2117 0.5985 0.043 Uiso 1 1 calc R U . . .
C6 C 0.34168(15) 0.4842(2) 0.47446(10) 0.0399(4) Uani 1 1 d . . . . .
H6 H 0.3130 0.5209 0.4401 0.048 Uiso 1 1 calc R U . . .
C15 C 0.61325(14) -0.0758(3) 0.69022(8) 0.0391(5) Uani 1 1 d . . . . .
C16 C 0.59256(17) -0.2460(3) 0.69841(9) 0.0533(6) Uani 1 1 d . . . . .
H16A H 0.6519 -0.3051 0.6963 0.080 Uiso 1 1 calc R U . . .
H16B H 0.5492 -0.2815 0.6682 0.080 Uiso 1 1 calc R U . . .
H16C H 0.5631 -0.2621 0.7361 0.080 Uiso 1 1 calc R U . . .
C12 C 0.64207(16) 0.2470(3) 0.68450(10) 0.0486(5) Uani 1 1 d . . . . .
H12 H 0.6512 0.3563 0.6825 0.058 Uiso 1 1 calc R U . . .
C14 C 0.62323(16) 0.0150(3) 0.73927(8) 0.0528(6) Uani 1 1 d . . . . .
H14 H 0.6194 -0.0339 0.7758 0.063 Uiso 1 1 calc R U . . .
C5 C 0.3397(2) 0.0530(3) 0.66093(9) 0.0567(6) Uani 1 1 d . . . . .
H5A H 0.3993 0.0973 0.6751 0.085 Uiso 1 1 calc R U . . .
H5B H 0.3081 -0.0034 0.6921 0.085 Uiso 1 1 calc R U . . .
H5C H 0.2983 0.1367 0.6472 0.085 Uiso 1 1 calc R U . . .
C13 C 0.63851(17) 0.1730(3) 0.73703(10) 0.0569(7) Uani 1 1 d . . . . .
H13 H 0.6466 0.2307 0.7715 0.068 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C4 1.9718(17) . ?
Zn1 O1 2.0025(11) 5_656 ?
Zn1 N1 2.0535(15) . ?
Zn1 O1 2.0975(12) . ?
Zn1 Zn1 3.1052(4) 5_656 ?
O1 C3 1.3340(19) . ?
O1 Zn1 2.0025(11) 5_656 ?
N1 C9 1.347(2) . ?
N1 C1 1.356(2) . ?
C10 C11 1.399(3) . ?
C10 C15 1.413(2) . ?
C10 C3 1.495(2) . ?
C4 C5 1.525(3) . ?
C9 C8 1.374(3) . ?
C3 C2 1.355(2) . ?
C2 C1 1.445(3) 5_656 ?
C8 C7 1.384(3) . ?
C1 C6 1.411(2) . ?
C1 C2 1.445(3) 5_656 ?
C7 C6 1.365(3) . ?
C11 C12 1.385(3) . ?
C15 C14 1.390(3) . ?
C15 C16 1.504(3) . ?
C12 C13 1.378(3) . ?
C14 C13 1.377(4) . ?

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
C4 Zn1 O1 134.47(7) . 5_656 ?
C4 Zn1 N1 120.98(7) . . ?
O1 Zn1 N1 91.33(5) 5_656 . ?
C4 Zn1 O1 115.60(6) . . ?
O1 Zn1 O1 81.56(5) 5_656 . ?
N1 Zn1 O1 104.14(5) . . ?
C4 Zn1 Zn1 138.04(5) . 5_656 ?
O1 Zn1 Zn1 41.92(3) 5_656 5_656 ?
N1 Zn1 Zn1 100.37(4) . 5_656 ?
O1 Zn1 Zn1 39.64(3) . 5_656 ?
C3 O1 Zn1 123.76(11) . 5_656 ?
C3 O1 Zn1 117.14(10) . . ?
Zn1 O1 Zn1 98.44(5) 5_656 . ?
C9 N1 C1 119.09(16) . . ?
C9 N1 Zn1 118.33(13) . . ?
C1 N1 Zn1 121.99(12) . . ?
C11 C10 C15 119.00(18) . . ?
C11 C10 C3 116.36(16) . . ?
C15 C10 C3 124.61(17) . . ?
C5 C4 Zn1 113.65(14) . . ?
N1 C9 C8 123.43(19) . . ?
O1 C3 C2 124.07(16) . . ?
O1 C3 C10 113.62(15) . . ?
C2 C3 C10 122.29(15) . . ?
C3 C2 C1 129.23(16) . 5_656 ?
C9 C8 C7 118.2(2) . . ?
N1 C1 C6 119.19(18) . . ?
N1 C1 C2 122.06(16) . 5_656 ?
C6 C1 C2 118.71(17) . 5_656 ?
C6 C7 C8 119.23(19) . . ?
C12 C11 C10 121.54(19) . . ?
C7 C6 C1 120.8(2) . . ?
C14 C15 C10 117.7(2) . . ?
C14 C15 C16 117.55(19) . . ?
C10 C15 C16 124.65(19) . . ?
C13 C12 C11 119.3(2) . . ?
C13 C14 C15 122.7(2) . . ?
C14 C13 C12 119.7(2) . . ?

_refine_diff_density_max         0.244
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_SX3
_database_code_depnum_ccdc_archive 'CCDC 1414920'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H38 N2 O2 Zn2'
_chemical_formula_weight         637.40

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.3871(17)
_cell_length_b                   18.253(4)
_cell_length_c                   10.316(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.63(3)
_cell_angle_gamma                90
_cell_volume                     1546.9(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5970
_cell_measurement_theta_min      2.3035
_cell_measurement_theta_max      28.3185

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.582
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10881
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.232
_diffrn_reflns_theta_max         28.383
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3854
_reflns_number_gt                3470
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2500P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3854
_refine_ls_number_parameters     184
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.2703
_refine_ls_wR_factor_gt          0.2623
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.01183(5) 0.56705(2) 0.41421(4) 0.0229(3) Uani 1 1 d . . . . .
C1 C 1.2547(4) 0.4728(2) 0.3019(3) 0.0218(7) Uani 1 1 d . . . . .
C8 C 1.5055(5) 0.5726(2) 0.3780(5) 0.0339(9) Uani 1 1 d . . . . .
H2 H 1.5864 0.6078 0.4013 0.041 Uiso 1 1 calc R U . . .
C6 C 1.4113(5) 0.4572(2) 0.2811(4) 0.0297(8) Uani 1 1 d . . . . .
H4 H 1.4309 0.4135 0.2408 0.036 Uiso 1 1 calc R U . . .
C9 C 1.3499(5) 0.5839(2) 0.3996(4) 0.0294(8) Uani 1 1 d . . . . .
H9 H 1.3290 0.6269 0.4416 0.035 Uiso 1 1 calc R U . . .
C7 C 1.5366(5) 0.5067(2) 0.3203(4) 0.0314(8) Uani 1 1 d . . . . .
H3 H 1.6410 0.4960 0.3081 0.038 Uiso 1 1 calc R U . . .
N1 N 1.2273(4) 0.53600(17) 0.3628(3) 0.0240(6) Uani 1 1 d . . . . .
C3 C 0.9756(5) 0.42044(19) 0.2917(3) 0.0211(7) Uani 1 1 d . . . . .
C2 C 1.1181(5) 0.4216(2) 0.2515(4) 0.0229(7) Uani 1 1 d . . . . .
C16 C 1.1506(5) 0.3673(2) 0.1479(4) 0.0344(9) Uani 1 1 d . . . . .
H7A H 1.2376 0.3350 0.1869 0.052 Uiso 1 1 calc R U . . .
H7B H 1.1806 0.3934 0.0757 0.052 Uiso 1 1 calc R U . . .
H7C H 1.0541 0.3391 0.1158 0.052 Uiso 1 1 calc R U . . .
O1 O 0.9349(3) 0.46310(14) 0.3881(2) 0.0221(5) Uani 1 1 d . . . . .
C10 C 0.8390(5) 0.3701(2) 0.2337(4) 0.0247(7) Uani 1 1 d . . . . .
C15 C 0.8081(6) 0.3084(2) 0.3043(4) 0.0366(9) Uani 1 1 d . . . . .
H10 H 0.8763 0.2970 0.3846 0.044 Uiso 1 1 calc R U . . .
C11 C 0.7372(5) 0.3874(2) 0.1128(4) 0.0316(8) Uani 1 1 d . . . . .
C12 C 0.6023(6) 0.3407(3) 0.0664(5) 0.0427(11) Uani 1 1 d . . . . .
H13 H 0.5314 0.3516 -0.0128 0.051 Uiso 1 1 calc R U . . .
C13 C 0.5754(6) 0.2803(3) 0.1362(6) 0.0468(13) Uani 1 1 d . . . . .
H12 H 0.4878 0.2499 0.1028 0.056 Uiso 1 1 calc R U . . .
C14 C 0.6747(7) 0.2636(3) 0.2545(6) 0.0503(14) Uani 1 1 d . . . . .
H11 H 0.6536 0.2226 0.3017 0.060 Uiso 1 1 calc R U . . .
C17 C 0.7654(8) 0.4532(3) 0.0330(6) 0.0545(14) Uani 1 1 d . . . . .
H15A H 0.8331 0.4398 -0.0279 0.082 Uiso 1 1 calc R U . . .
H1 H 0.8182 0.4908 0.0912 0.082 Uiso 1 1 calc R U . . .
H15C H 0.6629 0.4711 -0.0153 0.082 Uiso 1 1 calc R U . . .
C4 C 0.9128(6) 0.6625(2) 0.3585(4) 0.0326(9) Uani 1 1 d . . . . .
H16A H 0.8363 0.6744 0.4145 0.039 Uiso 1 1 calc R U . . .
H16B H 0.9977 0.6994 0.3738 0.039 Uiso 1 1 calc R U . . .
C5 C 0.8250(8) 0.6674(3) 0.2159(5) 0.0553(15) Uani 1 1 d . . . . .
H17A H 0.9014 0.6606 0.1591 0.083 Uiso 1 1 calc R U . . .
H17B H 0.7749 0.7147 0.1997 0.083 Uiso 1 1 calc R U . . .
H17C H 0.7429 0.6301 0.1983 0.083 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C4 1.966(4) . ?
Zn1 O1 2.005(3) . ?
Zn1 N1 2.062(3) . ?
Zn1 O1 2.073(3) 3_766 ?
Zn1 Zn1 3.0506(9) 3_766 ?
C1 N1 1.356(5) . ?
C1 C6 1.401(5) . ?
C1 C2 1.488(5) . ?
C8 C9 1.382(6) . ?
C8 C7 1.389(6) . ?
C6 C7 1.384(6) . ?
C9 N1 1.345(5) . ?
C3 O1 1.359(4) . ?
C3 C2 1.342(5) . ?
C3 C10 1.496(5) . ?
C2 C16 1.522(5) . ?
O1 Zn1 2.073(3) 3_766 ?
C10 C15 1.394(5) . ?
C10 C11 1.398(5) . ?
C15 C14 1.397(6) . ?
C11 C12 1.421(6) . ?
C11 C17 1.501(7) . ?
C12 C13 1.360(8) . ?
C13 C14 1.366(9) . ?
C4 C5 1.509(6) . ?

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
C4 Zn1 O1 133.95(16) . . ?
C4 Zn1 N1 120.60(16) . . ?
O1 Zn1 N1 88.88(11) . . ?
C4 Zn1 O1 121.17(14) . 3_766 ?
O1 Zn1 O1 83.16(11) . 3_766 ?
N1 Zn1 O1 98.83(12) . 3_766 ?
C4 Zn1 Zn1 143.88(14) . 3_766 ?
O1 Zn1 Zn1 42.42(7) . 3_766 ?
N1 Zn1 Zn1 95.25(9) . 3_766 ?
O1 Zn1 Zn1 40.73(7) 3_766 3_766 ?
N1 C1 C6 119.7(3) . . ?
N1 C1 C2 120.3(3) . . ?
C6 C1 C2 119.9(3) . . ?
C9 C8 C7 117.6(4) . . ?
C7 C6 C1 120.2(4) . . ?
N1 C9 C8 123.4(4) . . ?
C6 C7 C8 119.5(4) . . ?
C9 N1 C1 119.5(3) . . ?
C9 N1 Zn1 114.1(3) . . ?
C1 N1 Zn1 126.3(3) . . ?
O1 C3 C2 126.0(3) . . ?
O1 C3 C10 111.1(3) . . ?
C2 C3 C10 123.0(3) . . ?
C3 C2 C1 125.0(3) . . ?
C3 C2 C16 120.2(4) . . ?
C1 C2 C16 114.8(3) . . ?
C3 O1 Zn1 121.3(2) . . ?
C3 O1 Zn1 122.1(2) . 3_766 ?
Zn1 O1 Zn1 96.85(10) . 3_766 ?
C15 C10 C11 120.3(4) . . ?
C15 C10 C3 119.7(3) . . ?
C11 C10 C3 119.9(3) . . ?
C14 C15 C10 120.0(4) . . ?
C10 C11 C12 117.8(4) . . ?
C10 C11 C17 122.3(4) . . ?
C12 C11 C17 119.9(4) . . ?
C13 C12 C11 120.9(5) . . ?
C14 C13 C12 121.2(4) . . ?
C13 C14 C15 119.8(5) . . ?
C5 C4 Zn1 115.6(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
N1 C1 C6 C7 -1.2(6) . . . . ?
C2 C1 C6 C7 176.0(4) . . . . ?
C7 C8 C9 N1 -2.7(7) . . . . ?
C1 C6 C7 C8 -1.3(6) . . . . ?
C9 C8 C7 C6 3.1(7) . . . . ?
C8 C9 N1 C1 0.3(6) . . . . ?
C8 C9 N1 Zn1 178.1(4) . . . . ?
C6 C1 N1 C9 1.7(5) . . . . ?
C2 C1 N1 C9 -175.4(3) . . . . ?
C6 C1 N1 Zn1 -175.8(3) . . . . ?
C2 C1 N1 Zn1 7.0(5) . . . . ?
O1 C3 C2 C1 -3.0(6) . . . . ?
C10 C3 C2 C1 177.2(3) . . . . ?
O1 C3 C2 C16 176.2(4) . . . . ?
C10 C3 C2 C16 -3.6(6) . . . . ?
N1 C1 C2 C3 -20.0(6) . . . . ?
C6 C1 C2 C3 162.8(4) . . . . ?
N1 C1 C2 C16 160.7(4) . . . . ?
C6 C1 C2 C16 -16.5(5) . . . . ?
C2 C3 O1 Zn1 35.8(5) . . . . ?
C10 C3 O1 Zn1 -144.4(2) . . . . ?
C2 C3 O1 Zn1 -87.3(4) . . . 3_766 ?
C10 C3 O1 Zn1 92.6(3) . . . 3_766 ?
O1 C3 C10 C15 -75.9(4) . . . . ?
C2 C3 C10 C15 103.9(5) . . . . ?
O1 C3 C10 C11 100.4(4) . . . . ?
C2 C3 C10 C11 -79.8(5) . . . . ?
C11 C10 C15 C14 -0.2(6) . . . . ?
C3 C10 C15 C14 176.0(4) . . . . ?
C15 C10 C11 C12 0.7(6) . . . . ?
C3 C10 C11 C12 -175.6(4) . . . . ?
C15 C10 C11 C17 -180.0(5) . . . . ?
C3 C10 C11 C17 3.8(6) . . . . ?
C10 C11 C12 C13 -1.4(6) . . . . ?
C17 C11 C12 C13 179.2(5) . . . . ?
C11 C12 C13 C14 1.6(7) . . . . ?
C12 C13 C14 C15 -1.1(8) . . . . ?
C10 C15 C14 C13 0.4(7) . . . . ?

_refine_diff_density_max         0.984
_refine_diff_density_min         -2.286
_refine_diff_density_rms         0.108

####################################################################### 
# 
# 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_li-15_sq_s
_database_code_depnum_ccdc_archive 'CCDC 1535164'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H32 F6 N2 O2 Zn2'
_chemical_formula_weight         745.35

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'
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 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   26.5338(10)
_cell_length_b                   8.6635(3)
_cell_length_c                   16.4956(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.5740(10)
_cell_angle_gamma                90
_cell_volume                     3791.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9963
_cell_measurement_theta_min      3.071
_cell_measurement_theta_max      28.2985

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_F_000             1520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.323
_shelx_estimated_absorpt_T_min   0.778
_shelx_estimated_absorpt_T_max   0.826
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17698
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.071
_diffrn_reflns_theta_max         28.298
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             4580
_reflns_number_gt                4137
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0756P)²+2.6896P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4580
_refine_ls_number_parameters     210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.1101
_refine_ls_wR_factor_gt          0.1061
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.27096(2) 0.29023(2) 0.41664(2) 0.02136(9) Uani 1 1 d . . . . .
F1 F 0.05339(7) 0.5183(2) 0.54318(11) 0.0650(5) Uani 1 1 d . . . . .
F2 F 0.04048(6) 0.2790(2) 0.51953(11) 0.0569(4) Uani 1 1 d . . . . .
F3 F 0.11198(5) 0.3545(2) 0.56669(8) 0.0476(3) Uani 1 1 d . . . . .
O1 O 0.20229(4) 0.27013(14) 0.47405(7) 0.0216(2) Uani 1 1 d . . . . .
N1 N 0.20831(6) -0.01584(17) 0.55746(8) 0.0231(3) Uani 1 1 d . . . . .
C1 C 0.14503(6) 0.0562(2) 0.45367(10) 0.0233(3) Uani 1 1 d . . . . .
C2 C 0.16021(6) 0.20446(19) 0.44400(10) 0.0210(3) Uani 1 1 d . . . . .
C3 C 0.12976(6) 0.3176(2) 0.39477(12) 0.0260(3) Uani 1 1 d . . . . .
C4 C 0.09259(7) 0.4114(2) 0.42841(13) 0.0311(4) Uani 1 1 d . . . . .
C5 C 0.06791(8) 0.5225(3) 0.38070(18) 0.0474(6) Uani 1 1 d . . . . .
H5 H 0.0433 0.5850 0.4034 0.057 Uiso 1 1 calc R U . . .
C6 C 0.08017(10) 0.5392(3) 0.3001(2) 0.0594(8) Uani 1 1 d . . . . .
H6 H 0.0641 0.6140 0.2688 0.071 Uiso 1 1 calc R U . . .
C7 C 0.11609(9) 0.4458(4) 0.26576(16) 0.0548(7) Uani 1 1 d . . . . .
H7 H 0.1237 0.4560 0.2111 0.066 Uiso 1 1 calc R U . . .
C8 C 0.14102(8) 0.3361(3) 0.31295(13) 0.0399(5) Uani 1 1 d . . . . .
H8 H 0.1656 0.2742 0.2896 0.048 Uiso 1 1 calc R U . . .
C9 C 0.07512(7) 0.3904(3) 0.51403(14) 0.0387(5) Uani 1 1 d . . . . .
C10 C 0.17244(6) -0.0596(2) 0.50269(10) 0.0230(3) Uani 1 1 d . . . . .
C11 C 0.16082(8) -0.2174(2) 0.49492(14) 0.0325(4) Uani 1 1 d . . . . .
H11 H 0.1364 -0.2489 0.4577 0.039 Uiso 1 1 calc R U . . .
C12 C 0.18553(9) -0.3263(2) 0.54233(14) 0.0369(4) Uani 1 1 d . . . . .
H12 H 0.1781 -0.4306 0.5364 0.044 Uiso 1 1 calc R U . . .
C13 C 0.22109(9) -0.2793(2) 0.59820(14) 0.0352(4) Uani 1 1 d . . . . .
H13 H 0.2377 -0.3501 0.6313 0.042 Uiso 1 1 calc R U . . .
C14 C 0.23128(7) -0.1235(2) 0.60348(12) 0.0302(4) Uani 1 1 d . . . . .
H14 H 0.2554 -0.0910 0.6410 0.036 Uiso 1 1 calc R U . . .
C15 C 0.09715(7) 0.0002(2) 0.41179(13) 0.0336(4) Uani 1 1 d . . . . .
H15A H 0.0799 0.0864 0.3878 0.050 Uiso 1 1 calc R U . . .
H15B H 0.0757 -0.0483 0.4508 0.050 Uiso 1 1 calc R U . . .
H15C H 0.1056 -0.0728 0.3703 0.050 Uiso 1 1 calc R U . . .
C16 C 0.28302(8) 0.2119(2) 0.30667(12) 0.0330(4) Uani 1 1 d . . . . .
H16A H 0.2969 0.1086 0.3105 0.040 Uiso 1 1 calc R U . . .
H16B H 0.2510 0.2049 0.2779 0.040 Uiso 1 1 calc R U . . .
C17 C 0.31883(10) 0.3125(3) 0.25773(14) 0.0420(5) Uani 1 1 d . . . . .
H17A H 0.3046 0.4138 0.2514 0.063 Uiso 1 1 calc R U . . .
H17B H 0.3237 0.2671 0.2053 0.063 Uiso 1 1 calc R U . . .
H17C H 0.3506 0.3200 0.2857 0.063 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C16 1.9661(19) . ?
Zn1 O1 2.0008(12) 7_556 ?
Zn1 O1 2.0693(12) . ?
Zn1 N1 2.0739(15) 7_556 ?
Zn1 Zn1 3.0573(4) 7_556 ?
F1 C9 1.341(3) . ?
F2 C9 1.336(3) . ?
F3 C9 1.338(3) . ?
O1 C2 1.343(2) . ?
O1 Zn1 2.0008(12) 7_556 ?
N1 C14 1.345(2) . ?
N1 C10 1.360(2) . ?
N1 Zn1 2.0739(15) 7_556 ?
C1 C2 1.356(2) . ?
C1 C10 1.475(2) . ?
C1 C15 1.519(2) . ?
C2 C3 1.504(2) . ?
C3 C8 1.394(3) . ?
C3 C4 1.397(3) . ?
C4 C5 1.402(3) . ?
C4 C9 1.502(3) . ?
C5 C6 1.379(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.376(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.392(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C10 C11 1.408(2) . ?
C11 C12 1.386(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.374(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.526(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
C16 Zn1 O1 132.99(8) . 7_556 ?
C16 Zn1 O1 123.05(7) . . ?
O1 Zn1 O1 82.63(5) 7_556 . ?
C16 Zn1 N1 118.04(7) . 7_556 ?
O1 Zn1 N1 88.27(5) 7_556 7_556 ?
O1 Zn1 N1 102.60(5) . 7_556 ?
C16 Zn1 Zn1 144.62(6) . 7_556 ?
O1 Zn1 Zn1 42.16(3) 7_556 7_556 ?
O1 Zn1 Zn1 40.47(3) . 7_556 ?
N1 Zn1 Zn1 97.34(4) 7_556 7_556 ?
C2 O1 Zn1 120.52(10) . 7_556 ?
C2 O1 Zn1 126.81(11) . . ?
Zn1 O1 Zn1 97.37(5) 7_556 . ?
C14 N1 C10 119.50(15) . . ?
C14 N1 Zn1 114.80(12) . 7_556 ?
C10 N1 Zn1 125.59(11) . 7_556 ?
C2 C1 C10 124.25(15) . . ?
C2 C1 C15 119.78(16) . . ?
C10 C1 C15 115.96(15) . . ?
O1 C2 C1 127.19(15) . . ?
O1 C2 C3 111.30(14) . . ?
C1 C2 C3 121.51(15) . . ?
C8 C3 C4 118.48(18) . . ?
C8 C3 C2 118.57(17) . . ?
C4 C3 C2 122.85(17) . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 C9 121.92(17) . . ?
C5 C4 C9 117.7(2) . . ?
C6 C5 C4 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C7 C6 C5 120.4(2) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 119.9(2) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C7 C8 C3 121.0(2) . . ?
C7 C8 H8 119.5 . . ?
C3 C8 H8 119.5 . . ?
F2 C9 F3 106.7(2) . . ?
F2 C9 F1 105.90(18) . . ?
F3 C9 F1 105.86(19) . . ?
F2 C9 C4 111.74(19) . . ?
F3 C9 C4 114.09(16) . . ?
F1 C9 C4 112.0(2) . . ?
N1 C10 C11 118.84(16) . . ?
N1 C10 C1 120.86(15) . . ?
C11 C10 C1 120.27(16) . . ?
C12 C11 C10 120.53(19) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 119.62(19) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C14 117.73(19) . . ?
C12 C13 H13 121.1 . . ?
C14 C13 H13 121.1 . . ?
N1 C14 C13 123.76(18) . . ?
N1 C14 H14 118.1 . . ?
C13 C14 H14 118.1 . . ?
C1 C15 H15A 109.5 . . ?
C1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 Zn1 113.50(14) . . ?
C17 C16 H16A 108.9 . . ?
Zn1 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
Zn1 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

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 C2 C1 -35.7(2) 7_556 . . . ?
Zn1 O1 C2 C1 93.2(2) . . . . ?
Zn1 O1 C2 C3 144.90(12) 7_556 . . . ?
Zn1 O1 C2 C3 -86.26(16) . . . . ?
C10 C1 C2 O1 2.2(3) . . . . ?
C15 C1 C2 O1 -177.27(17) . . . . ?
C10 C1 C2 C3 -178.46(16) . . . . ?
C15 C1 C2 C3 2.1(3) . . . . ?
O1 C2 C3 C8 86.5(2) . . . . ?
C1 C2 C3 C8 -93.0(2) . . . . ?
O1 C2 C3 C4 -89.8(2) . . . . ?
C1 C2 C3 C4 90.7(2) . . . . ?
C8 C3 C4 C5 -0.9(3) . . . . ?
C2 C3 C4 C5 175.42(18) . . . . ?
C8 C3 C4 C9 174.85(19) . . . . ?
C2 C3 C4 C9 -8.9(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C9 C4 C5 C6 -175.6(2) . . . . ?
C4 C5 C6 C7 0.9(4) . . . . ?
C5 C6 C7 C8 -1.4(4) . . . . ?
C6 C7 C8 C3 0.8(4) . . . . ?
C4 C3 C8 C7 0.3(3) . . . . ?
C2 C3 C8 C7 -176.1(2) . . . . ?
C3 C4 C9 F2 -82.7(2) . . . . ?
C5 C4 C9 F2 93.1(2) . . . . ?
C3 C4 C9 F3 38.4(3) . . . . ?
C5 C4 C9 F3 -145.8(2) . . . . ?
C3 C4 C9 F1 158.63(18) . . . . ?
C5 C4 C9 F1 -25.5(3) . . . . ?
C14 N1 C10 C11 -0.9(3) . . . . ?
Zn1 N1 C10 C11 -176.78(14) 7_556 . . . ?
C14 N1 C10 C1 177.46(16) . . . . ?
Zn1 N1 C10 C1 1.6(2) 7_556 . . . ?
C2 C1 C10 N1 16.2(3) . . . . ?
C15 C1 C10 N1 -164.32(16) . . . . ?
C2 C1 C10 C11 -165.46(18) . . . . ?
C15 C1 C10 C11 14.0(3) . . . . ?
N1 C10 C11 C12 0.0(3) . . . . ?
C1 C10 C11 C12 -178.32(19) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C11 C12 C13 C14 -1.1(3) . . . . ?
C10 N1 C14 C13 0.8(3) . . . . ?
Zn1 N1 C14 C13 177.08(17) 7_556 . . . ?
C12 C13 C14 N1 0.3(3) . . . . ?

_refine_diff_density_max         0.497
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.079



####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1535158'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H38 N2 O2 Zn2'
_chemical_formula_weight         541.32

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   14.3802(7)
_cell_length_b                   13.2221(7)
_cell_length_c                   15.0260(8)
_cell_angle_alpha                90
_cell_angle_beta                 108.765(2)
_cell_angle_gamma                90
_cell_volume                     2705.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9864
_cell_measurement_theta_min      2.992
_cell_measurement_theta_max      28.2755

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.796
_shelx_estimated_absorpt_T_min   0.715
_shelx_estimated_absorpt_T_max   0.774
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26054
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.835
_diffrn_reflns_theta_max         28.312
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6697
_reflns_number_gt                5636
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0325P)²+1.6163P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6697
_refine_ls_number_parameters     297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0801
_refine_ls_wR_factor_gt          0.0742
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn2 Zn 0.61598(2) 0.73090(2) 0.21929(2) 0.03294(7) Uani 1 1 d . . . . .
Zn1 Zn 0.44924(2) 0.70107(2) 0.30169(2) 0.03324(7) Uani 1 1 d . . . . .
O2 O 0.52822(9) 0.81986(9) 0.26881(9) 0.0320(3) Uani 1 1 d . . . . .
O1 O 0.52360(9) 0.61648(9) 0.23618(9) 0.0324(3) Uani 1 1 d . . . . .
C17 C 0.6385(2) 0.75148(19) 0.09820(16) 0.0527(6) Uani 1 1 d . . . . .
H12A H 0.7006 0.7173 0.1009 0.063 Uiso 1 1 calc R U . . .
H12B H 0.5849 0.7177 0.0486 0.063 Uiso 1 1 calc R U . . .
C18 C 0.6442(2) 0.8599(2) 0.0692(2) 0.0664(7) Uani 1 1 d . . . . .
H18A H 0.5824 0.8944 0.0639 0.100 Uiso 1 1 calc R U . . .
H18B H 0.6556 0.8617 0.0083 0.100 Uiso 1 1 calc R U . . .
H18C H 0.6984 0.8941 0.1165 0.100 Uiso 1 1 calc R U . . .
C4 C 0.30610(17) 0.7035(2) 0.2724(2) 0.0603(7) Uani 1 1 d . . . . .
H25A H 0.2783 0.7481 0.2173 0.072 Uiso 1 1 calc R U . . .
H25B H 0.2810 0.6344 0.2533 0.072 Uiso 1 1 calc R U . . .
N2 N 0.71879(11) 0.72518(12) 0.35115(11) 0.0324(3) Uani 1 1 d . . . . .
N1 N 0.54006(11) 0.65383(12) 0.43076(11) 0.0323(3) Uani 1 1 d . . . . .
C16 C 0.57168(14) 0.89455(13) 0.32721(13) 0.0323(4) Uani 1 1 d . . . . .
C14 C 0.72390(14) 0.79718(14) 0.41689(14) 0.0334(4) Uani 1 1 d . . . . .
C10 C 0.53954(17) 0.44482(15) 0.19161(16) 0.0443(5) Uani 1 1 d . . . . .
C9 C 0.54616(15) 0.70963(16) 0.50756(15) 0.0395(4) Uani 1 1 d . . . . .
H14 H 0.5126 0.7726 0.4991 0.047 Uiso 1 1 calc R U . . .
C2 C 0.57956(14) 0.49922(14) 0.36117(15) 0.0378(4) Uani 1 1 d . . . . .
H19 H 0.5986 0.4308 0.3757 0.045 Uiso 1 1 calc R U . . .
C15 C 0.65968(14) 0.88466(14) 0.39501(14) 0.0370(4) Uani 1 1 d . . . . .
H6 H 0.6824 0.9425 0.4333 0.044 Uiso 1 1 calc R U . . .
C3 C 0.54973(14) 0.52289(13) 0.26901(14) 0.0335(4) Uani 1 1 d . . . . .
C1 C 0.58670(13) 0.56357(14) 0.44138(14) 0.0337(4) Uani 1 1 d . . . . .
C8 C 0.59815(16) 0.68033(19) 0.59702(16) 0.0482(5) Uani 1 1 d . . . . .
H15 H 0.6011 0.7220 0.6494 0.058 Uiso 1 1 calc R U . . .
C23 C 0.51311(16) 0.99352(14) 0.31071(15) 0.0407(4) Uani 1 1 d . . . . .
C19 C 0.79386(16) 0.78831(16) 0.50638(15) 0.0432(5) Uani 1 1 d . . . . .
H4 H 0.7977 0.8388 0.5524 0.052 Uiso 1 1 calc R U . . .
C22 C 0.78147(14) 0.64684(16) 0.37390(16) 0.0409(4) Uani 1 1 d . . . . .
H1 H 0.7774 0.5968 0.3274 0.049 Uiso 1 1 calc R U . . .
C20 C 0.85678(17) 0.70748(18) 0.52799(17) 0.0501(5) Uani 1 1 d . . . . .
H3 H 0.9039 0.7015 0.5888 0.060 Uiso 1 1 calc R U . . .
C21 C 0.85097(16) 0.63511(18) 0.46056(17) 0.0491(5) Uani 1 1 d . . . . .
H2 H 0.8940 0.5785 0.4737 0.059 Uiso 1 1 calc R U . . .
C7 C 0.64607(18) 0.5887(2) 0.60904(16) 0.0546(6) Uani 1 1 d . . . . .
H16 H 0.6827 0.5659 0.6703 0.066 Uiso 1 1 calc R U . . .
C6 C 0.64049(16) 0.53071(18) 0.53200(16) 0.0477(5) Uani 1 1 d . . . . .
H17 H 0.6735 0.4675 0.5401 0.057 Uiso 1 1 calc R U . . .
C13 C 0.6035(2) 0.4759(2) 0.1325(2) 0.0742(9) Uani 1 1 d . . . . .
H22A H 0.6726 0.4768 0.1721 0.111 Uiso 1 1 calc R U . . .
H22B H 0.5841 0.5435 0.1063 0.111 Uiso 1 1 calc R U . . .
H22C H 0.5948 0.4273 0.0812 0.111 Uiso 1 1 calc R U . . .
C11 C 0.5679(3) 0.33774(18) 0.2286(2) 0.0713(8) Uani 1 1 d . . . . .
H23A H 0.5567 0.2911 0.1755 0.107 Uiso 1 1 calc R U . . .
H23B H 0.5277 0.3172 0.2672 0.107 Uiso 1 1 calc R U . . .
H23C H 0.6374 0.3363 0.2667 0.107 Uiso 1 1 calc R U . . .
C25 C 0.5683(2) 1.08006(18) 0.3729(2) 0.0726(8) Uani 1 1 d . . . . .
H9A H 0.5790 1.0635 0.4390 0.109 Uiso 1 1 calc R U . . .
H9B H 0.5296 1.1423 0.3565 0.109 Uiso 1 1 calc R U . . .
H9C H 0.6319 1.0899 0.3630 0.109 Uiso 1 1 calc R U . . .
C24 C 0.4163(2) 0.9750(2) 0.3292(3) 0.0793(10) Uani 1 1 d . . . . .
H11A H 0.4296 0.9540 0.3946 0.119 Uiso 1 1 calc R U . . .
H11B H 0.3795 0.9218 0.2871 0.119 Uiso 1 1 calc R U . . .
H11C H 0.3776 1.0375 0.3177 0.119 Uiso 1 1 calc R U . . .
C12 C 0.4312(2) 0.4448(2) 0.1309(2) 0.0682(8) Uani 1 1 d . . . . .
H24A H 0.4133 0.5117 0.1025 0.102 Uiso 1 1 calc R U . . .
H24B H 0.3904 0.4288 0.1702 0.102 Uiso 1 1 calc R U . . .
H24C H 0.4206 0.3939 0.0812 0.102 Uiso 1 1 calc R U . . .
C26 C 0.4929(3) 1.02499(19) 0.20857(18) 0.0694(8) Uani 1 1 d . . . . .
H10A H 0.4545 1.0877 0.1963 0.104 Uiso 1 1 calc R U . . .
H10B H 0.4559 0.9715 0.1670 0.104 Uiso 1 1 calc R U . . .
H10C H 0.5553 1.0360 0.1968 0.104 Uiso 1 1 calc R U . . .
C5 C 0.2666(2) 0.7382(2) 0.3495(3) 0.0786(10) Uani 1 1 d . . . . .
H26A H 0.3007 0.7022 0.4079 0.118 Uiso 1 1 calc R U . . .
H26B H 0.1961 0.7237 0.3311 0.118 Uiso 1 1 calc R U . . .
H26C H 0.2773 0.8111 0.3594 0.118 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn2 C17 1.967(2) . ?
Zn2 O2 2.0333(13) . ?
Zn2 N2 2.0573(16) . ?
Zn2 O1 2.0820(12) . ?
Zn1 C4 1.962(2) . ?
Zn1 O1 2.0100(12) . ?
Zn1 N1 2.0561(16) . ?
Zn1 O2 2.0886(13) . ?
O2 C16 1.335(2) . ?
O1 C3 1.340(2) . ?
C17 C18 1.509(4) . ?
C4 C5 1.517(4) . ?
N2 C22 1.343(2) . ?
N2 C14 1.357(2) . ?
N1 C9 1.349(3) . ?
N1 C1 1.353(2) . ?
C16 C15 1.352(3) . ?
C16 C23 1.533(2) . ?
C14 C19 1.401(3) . ?
C14 C15 1.450(3) . ?
C10 C13 1.526(3) . ?
C10 C3 1.526(3) . ?
C10 C11 1.527(3) . ?
C10 C12 1.531(4) . ?
C9 C8 1.367(3) . ?
C2 C3 1.348(3) . ?
C2 C1 1.452(3) . ?
C1 C6 1.401(3) . ?
C8 C7 1.377(4) . ?
C23 C24 1.524(3) . ?
C23 C26 1.525(3) . ?
C23 C25 1.528(3) . ?
C19 C20 1.370(3) . ?
C22 C21 1.372(3) . ?
C20 C21 1.377(3) . ?
C7 C6 1.369(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
C17 Zn2 O2 124.39(9) . . ?
C17 Zn2 N2 127.94(9) . . ?
O2 Zn2 N2 90.41(6) . . ?
C17 Zn2 O1 120.98(8) . . ?
O2 Zn2 O1 83.12(5) . . ?
N2 Zn2 O1 98.33(6) . . ?
C4 Zn1 O1 125.75(9) . . ?
C4 Zn1 N1 121.24(10) . . ?
O1 Zn1 N1 90.94(6) . . ?
C4 Zn1 O2 123.09(9) . . ?
O1 Zn1 O2 83.52(5) . . ?
N1 Zn1 O2 102.88(6) . . ?
C16 O2 Zn2 117.00(11) . . ?
C16 O2 Zn1 125.16(11) . . ?
Zn2 O2 Zn1 95.75(5) . . ?
C3 O1 Zn1 117.63(11) . . ?
C3 O1 Zn2 126.97(11) . . ?
Zn1 O1 Zn2 96.67(5) . . ?
C18 C17 Zn2 116.06(18) . . ?
C5 C4 Zn1 117.2(2) . . ?
C22 N2 C14 118.76(17) . . ?
C22 N2 Zn2 119.27(14) . . ?
C14 N2 Zn2 121.95(13) . . ?
C9 N1 C1 119.23(17) . . ?
C9 N1 Zn1 119.19(13) . . ?
C1 N1 Zn1 121.30(13) . . ?
O2 C16 C15 123.41(16) . . ?
O2 C16 C23 114.11(16) . . ?
C15 C16 C23 122.48(17) . . ?
N2 C14 C19 119.60(18) . . ?
N2 C14 C15 120.88(17) . . ?
C19 C14 C15 119.51(18) . . ?
C13 C10 C3 109.47(18) . . ?
C13 C10 C11 108.7(2) . . ?
C3 C10 C11 113.6(2) . . ?
C13 C10 C12 110.0(2) . . ?
C3 C10 C12 106.47(17) . . ?
C11 C10 C12 108.5(2) . . ?
N1 C9 C8 123.4(2) . . ?
C3 C2 C1 129.12(17) . . ?
C16 C15 C14 128.42(17) . . ?
O1 C3 C2 123.46(17) . . ?
O1 C3 C10 113.40(17) . . ?
C2 C3 C10 123.12(17) . . ?
N1 C1 C6 119.07(19) . . ?
N1 C1 C2 121.27(17) . . ?
C6 C1 C2 119.64(18) . . ?
C9 C8 C7 118.1(2) . . ?
C24 C23 C26 109.7(2) . . ?
C24 C23 C25 109.5(2) . . ?
C26 C23 C25 107.7(2) . . ?
C24 C23 C16 108.68(17) . . ?
C26 C23 C16 108.22(17) . . ?
C25 C23 C16 112.95(19) . . ?
C20 C19 C14 120.5(2) . . ?
N2 C22 C21 123.6(2) . . ?
C19 C20 C21 119.3(2) . . ?
C22 C21 C20 118.2(2) . . ?
C6 C7 C8 119.4(2) . . ?
C7 C6 C1 120.8(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
Zn2 O2 C16 C15 -39.9(2) . . . . ?
Zn1 O2 C16 C15 79.9(2) . . . . ?
Zn2 O2 C16 C23 139.98(13) . . . . ?
Zn1 O2 C16 C23 -100.25(16) . . . . ?
C22 N2 C14 C19 0.0(3) . . . . ?
Zn2 N2 C14 C19 178.47(14) . . . . ?
C22 N2 C14 C15 178.29(17) . . . . ?
Zn2 N2 C14 C15 -3.2(2) . . . . ?
C1 N1 C9 C8 0.5(3) . . . . ?
Zn1 N1 C9 C8 174.53(16) . . . . ?
O2 C16 C15 C14 1.6(3) . . . . ?
C23 C16 C15 C14 -178.28(19) . . . . ?
N2 C14 C15 C16 23.2(3) . . . . ?
C19 C14 C15 C16 -158.5(2) . . . . ?
Zn1 O1 C3 C2 -37.6(2) . . . . ?
Zn2 O1 C3 C2 86.4(2) . . . . ?
Zn1 O1 C3 C10 140.73(13) . . . . ?
Zn2 O1 C3 C10 -95.34(18) . . . . ?
C1 C2 C3 O1 2.4(3) . . . . ?
C1 C2 C3 C10 -175.72(19) . . . . ?
C13 C10 C3 O1 59.0(3) . . . . ?
C11 C10 C3 O1 -179.2(2) . . . . ?
C12 C10 C3 O1 -59.8(2) . . . . ?
C13 C10 C3 C2 -122.7(2) . . . . ?
C11 C10 C3 C2 -0.9(3) . . . . ?
C12 C10 C3 C2 118.5(2) . . . . ?
C9 N1 C1 C6 -0.3(3) . . . . ?
Zn1 N1 C1 C6 -174.16(14) . . . . ?
C9 N1 C1 C2 177.87(17) . . . . ?
Zn1 N1 C1 C2 4.0(2) . . . . ?
C3 C2 C1 N1 16.7(3) . . . . ?
C3 C2 C1 C6 -165.2(2) . . . . ?
N1 C9 C8 C7 -0.5(3) . . . . ?
O2 C16 C23 C24 63.1(3) . . . . ?
C15 C16 C23 C24 -117.1(2) . . . . ?
O2 C16 C23 C26 -56.0(2) . . . . ?
C15 C16 C23 C26 123.8(2) . . . . ?
O2 C16 C23 C25 -175.17(19) . . . . ?
C15 C16 C23 C25 4.7(3) . . . . ?
N2 C14 C19 C20 -0.2(3) . . . . ?
C15 C14 C19 C20 -178.5(2) . . . . ?
C14 N2 C22 C21 0.1(3) . . . . ?
Zn2 N2 C22 C21 -178.45(16) . . . . ?
C14 C19 C20 C21 0.4(3) . . . . ?
N2 C22 C21 C20 0.1(3) . . . . ?
C19 C20 C21 C22 -0.3(3) . . . . ?
C9 C8 C7 C6 0.2(3) . . . . ?
C8 C7 C6 C1 0.0(3) . . . . ?
N1 C1 C6 C7 0.0(3) . . . . ?
C2 C1 C6 C7 -178.1(2) . . . . ?

_refine_diff_density_max         0.313
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_sasa
_database_code_depnum_ccdc_archive 'CCDC 1535162'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H38 N2 O2 Zn2'
_chemical_formula_weight         637.40

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

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3149(5)
_cell_length_b                   9.3219(6)
_cell_length_c                   10.6244(7)
_cell_angle_alpha                82.944(2)
_cell_angle_beta                 69.632(2)
_cell_angle_gamma                79.457(2)
_cell_volume                     757.42(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5628
_cell_measurement_theta_min      2.9285
_cell_measurement_theta_max      28.2815

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_F_000             332
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.616
_shelx_estimated_absorpt_T_min   0.738
_shelx_estimated_absorpt_T_max   0.909
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7573
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.928
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             3655
_reflns_number_gt                3333
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0299P)²+0.3243P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0089(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3655
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0676
_refine_ls_wR_factor_gt          0.0652
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.53321(2) 0.35100(2) 0.07348(2) 0.02035(8) Uani 1 1 d . . . . .
O1 O 0.41214(14) 0.55319(12) 0.11991(11) 0.0196(2) Uani 1 1 d . . . . .
N1 N 0.73412(18) 0.39701(15) 0.12653(14) 0.0216(3) Uani 1 1 d . . . . .
C9 C 0.8888(2) 0.3147(2) 0.07230(19) 0.0281(4) Uani 1 1 d . . . . .
H9 H 0.8963 0.2448 0.0144 0.034 Uiso 1 1 calc R U . . .
C8 C 1.0369(2) 0.3279(2) 0.0975(2) 0.0323(4) Uani 1 1 d . . . . .
H2 H 1.1414 0.2682 0.0586 0.039 Uiso 1 1 calc R U . . .
C7 C 1.0244(2) 0.4331(2) 0.1827(2) 0.0332(4) Uani 1 1 d . . . . .
H3 H 1.1217 0.4464 0.2014 0.040 Uiso 1 1 calc R U . . .
C6 C 0.8670(2) 0.5182(2) 0.23984(18) 0.0281(4) Uani 1 1 d . . . . .
H6 H 0.8586 0.5885 0.2977 0.034 Uiso 1 1 calc R U . . .
C1 C 0.7185(2) 0.50033(18) 0.21185(16) 0.0207(3) Uani 1 1 d . . . . .
C2 C 0.5512(2) 0.59072(17) 0.27482(16) 0.0206(3) Uani 1 1 d . . . . .
C16 C 0.5404(3) 0.6727(2) 0.39336(19) 0.0307(4) Uani 1 1 d . . . . .
H7A H 0.4226 0.7166 0.4358 0.046 Uiso 1 1 calc R U . . .
H7B H 0.6132 0.7476 0.3621 0.046 Uiso 1 1 calc R U . . .
H7C H 0.5787 0.6058 0.4570 0.046 Uiso 1 1 calc R U . . .
C3 C 0.4143(2) 0.61180(16) 0.22862(15) 0.0181(3) Uani 1 1 d . . . . .
C10 C 0.2459(2) 0.70578(17) 0.29546(16) 0.0197(3) Uani 1 1 d . . . . .
C11 C 0.1319(2) 0.6634(2) 0.41913(18) 0.0289(4) Uani 1 1 d . . . . .
H10 H 0.1621 0.5760 0.4639 0.035 Uiso 1 1 calc R U . . .
C12 C -0.0264(2) 0.7491(2) 0.47708(19) 0.0327(4) Uani 1 1 d . . . . .
H11 H -0.1006 0.7183 0.5601 0.039 Uiso 1 1 calc R U . . .
C13 C -0.0759(2) 0.8804(2) 0.41334(18) 0.0287(4) Uani 1 1 d . . . . .
C17 C -0.2454(3) 0.9759(3) 0.4795(3) 0.0419(5) Uani 1 1 d . . . . .
C14 C 0.0368(3) 0.9219(2) 0.2894(2) 0.0326(4) Uani 1 1 d . . . . .
H13 H 0.0059 1.0088 0.2444 0.039 Uiso 1 1 calc R U . . .
C15 C 0.1953(2) 0.83613(19) 0.23070(18) 0.0271(4) Uani 1 1 d . . . . .
H14 H 0.2686 0.8663 0.1470 0.033 Uiso 1 1 calc R U . . .
C4 C 0.4610(2) 0.15579(18) 0.12335(18) 0.0271(4) Uani 1 1 d . . . . .
H16A H 0.3531 0.1635 0.1986 0.033 Uiso 1 1 calc R U . . .
H16B H 0.4386 0.1240 0.0483 0.033 Uiso 1 1 calc R U . . .
C5 C 0.5944(3) 0.0396(2) 0.1617(2) 0.0405(5) Uani 1 1 d . . . . .
H5A H 0.6991 0.0260 0.0856 0.061 Uiso 1 1 calc R U . . .
H5B H 0.5487 -0.0510 0.1885 0.061 Uiso 1 1 calc R U . . .
H5C H 0.6192 0.0708 0.2349 0.061 Uiso 1 1 calc R U . . .
H20 H -0.258(4) 1.006(4) 0.561(3) 0.077(10) Uiso 1 1 d . . . . .
H22 H -0.257(5) 1.065(4) 0.426(4) 0.096(12) Uiso 1 1 d . . . . .
H21 H -0.335(5) 0.924(4) 0.500(4) 0.097(12) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C4 1.9735(17) . ?
Zn1 O1 1.9994(11) . ?
Zn1 N1 2.0662(14) . ?
Zn1 O1 2.0672(11) 2_665 ?
Zn1 Zn1 3.0713(4) 2_665 ?
O1 C3 1.3439(18) . ?
O1 Zn1 2.0672(11) 2_665 ?
N1 C9 1.344(2) . ?
N1 C1 1.361(2) . ?
C9 C8 1.377(2) . ?
C9 H9 0.9300 . ?
C8 C7 1.381(3) . ?
C8 H2 0.9300 . ?
C7 C6 1.377(3) . ?
C7 H3 0.9300 . ?
C6 C1 1.408(2) . ?
C6 H6 0.9300 . ?
C1 C2 1.468(2) . ?
C2 C3 1.363(2) . ?
C2 C16 1.520(2) . ?
C16 H7A 0.9600 . ?
C16 H7B 0.9600 . ?
C16 H7C 0.9600 . ?
C3 C10 1.498(2) . ?
C10 C11 1.387(2) . ?
C10 C15 1.391(2) . ?
C11 C12 1.386(3) . ?
C11 H10 0.9300 . ?
C12 C13 1.390(3) . ?
C12 H11 0.9300 . ?
C13 C14 1.382(3) . ?
C13 C17 1.509(3) . ?
C17 H20 0.91(3) . ?
C17 H22 0.95(4) . ?
C17 H21 0.91(4) . ?
C14 C15 1.389(2) . ?
C14 H13 0.9300 . ?
C15 H14 0.9300 . ?
C4 C5 1.528(3) . ?
C4 H16A 0.9700 . ?
C4 H16B 0.9700 . ?
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
C4 Zn1 O1 133.42(6) . . ?
C4 Zn1 N1 119.32(7) . . ?
O1 Zn1 N1 87.95(5) . . ?
C4 Zn1 O1 122.72(6) . 2_665 ?
O1 Zn1 O1 81.92(5) . 2_665 ?
N1 Zn1 O1 101.60(5) . 2_665 ?
C4 Zn1 Zn1 144.22(5) . 2_665 ?
O1 Zn1 Zn1 41.79(3) . 2_665 ?
N1 Zn1 Zn1 96.44(4) . 2_665 ?
O1 Zn1 Zn1 40.13(3) 2_665 2_665 ?
C3 O1 Zn1 121.05(10) . . ?
C3 O1 Zn1 126.95(10) . 2_665 ?
Zn1 O1 Zn1 98.08(5) . 2_665 ?
C9 N1 C1 119.65(14) . . ?
C9 N1 Zn1 115.49(11) . . ?
C1 N1 Zn1 124.85(11) . . ?
N1 C9 C8 123.83(17) . . ?
N1 C9 H9 118.1 . . ?
C8 C9 H9 118.1 . . ?
C9 C8 C7 117.47(17) . . ?
C9 C8 H2 121.3 . . ?
C7 C8 H2 121.3 . . ?
C6 C7 C8 119.65(16) . . ?
C6 C7 H3 120.2 . . ?
C8 C7 H3 120.2 . . ?
C7 C6 C1 120.95(17) . . ?
C7 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
N1 C1 C6 118.44(15) . . ?
N1 C1 C2 121.27(14) . . ?
C6 C1 C2 120.29(15) . . ?
C3 C2 C1 124.50(14) . . ?
C3 C2 C16 119.73(15) . . ?
C1 C2 C16 115.62(14) . . ?
C2 C16 H7A 109.5 . . ?
C2 C16 H7B 109.5 . . ?
H7A C16 H7B 109.5 . . ?
C2 C16 H7C 109.5 . . ?
H7A C16 H7C 109.5 . . ?
H7B C16 H7C 109.5 . . ?
O1 C3 C2 125.31(14) . . ?
O1 C3 C10 111.88(13) . . ?
C2 C3 C10 122.81(14) . . ?
C11 C10 C15 117.86(16) . . ?
C11 C10 C3 121.82(15) . . ?
C15 C10 C3 120.23(14) . . ?
C10 C11 C12 121.03(17) . . ?
C10 C11 H10 119.5 . . ?
C12 C11 H10 119.5 . . ?
C11 C12 C13 121.14(17) . . ?
C11 C12 H11 119.4 . . ?
C13 C12 H11 119.4 . . ?
C14 C13 C12 117.86(16) . . ?
C14 C13 C17 121.33(19) . . ?
C12 C13 C17 120.79(19) . . ?
C13 C17 H20 115(2) . . ?
C13 C17 H22 111(2) . . ?
H20 C17 H22 104(3) . . ?
C13 C17 H21 110(2) . . ?
H20 C17 H21 102(3) . . ?
H22 C17 H21 115(3) . . ?
C13 C14 C15 121.23(17) . . ?
C13 C14 H13 119.4 . . ?
C15 C14 H13 119.4 . . ?
C14 C15 C10 120.88(16) . . ?
C14 C15 H14 119.6 . . ?
C10 C15 H14 119.6 . . ?
C5 C4 Zn1 114.02(13) . . ?
C5 C4 H16A 108.7 . . ?
Zn1 C4 H16A 108.7 . . ?
C5 C4 H16B 108.7 . . ?
Zn1 C4 H16B 108.7 . . ?
H16A C4 H16B 107.6 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

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
C1 N1 C9 C8 -0.1(3) . . . . ?
Zn1 N1 C9 C8 -178.98(15) . . . . ?
N1 C9 C8 C7 -0.6(3) . . . . ?
C9 C8 C7 C6 0.8(3) . . . . ?
C8 C7 C6 C1 -0.5(3) . . . . ?
C9 N1 C1 C6 0.4(2) . . . . ?
Zn1 N1 C1 C6 179.25(12) . . . . ?
C9 N1 C1 C2 -178.99(15) . . . . ?
Zn1 N1 C1 C2 -0.2(2) . . . . ?
C7 C6 C1 N1 -0.2(3) . . . . ?
C7 C6 C1 C2 179.27(16) . . . . ?
N1 C1 C2 C3 -19.6(2) . . . . ?
C6 C1 C2 C3 161.01(16) . . . . ?
N1 C1 C2 C16 164.91(15) . . . . ?
C6 C1 C2 C16 -14.5(2) . . . . ?
Zn1 O1 C3 C2 36.4(2) . . . . ?
Zn1 O1 C3 C2 -94.71(17) 2_665 . . . ?
Zn1 O1 C3 C10 -143.72(10) . . . . ?
Zn1 O1 C3 C10 85.12(15) 2_665 . . . ?
C1 C2 C3 O1 0.2(3) . . . . ?
C16 C2 C3 O1 175.55(15) . . . . ?
C1 C2 C3 C10 -179.61(15) . . . . ?
C16 C2 C3 C10 -4.3(2) . . . . ?
O1 C3 C10 C11 109.11(17) . . . . ?
C2 C3 C10 C11 -71.1(2) . . . . ?
O1 C3 C10 C15 -67.46(19) . . . . ?
C2 C3 C10 C15 112.37(19) . . . . ?
C15 C10 C11 C12 -0.8(3) . . . . ?
C3 C10 C11 C12 -177.50(16) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 C14 0.8(3) . . . . ?
C11 C12 C13 C17 -177.65(19) . . . . ?
C12 C13 C14 C15 -0.7(3) . . . . ?
C17 C13 C14 C15 177.79(18) . . . . ?
C13 C14 C15 C10 -0.3(3) . . . . ?
C11 C10 C15 C14 1.0(3) . . . . ?
C3 C10 C15 C14 177.71(16) . . . . ?

_refine_diff_density_max         0.469
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1414922'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H34 N2 O2 Zn2'
_chemical_formula_weight         609.35

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.6781(17)
_cell_length_b                   8.5619(17)
_cell_length_c                   18.781(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.38(3)
_cell_angle_gamma                90
_cell_volume                     1395.0(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    273
_cell_measurement_reflns_used    4390
_cell_measurement_theta_min      2.3476
_cell_measurement_theta_max      27.4726

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.316
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.096
_exptl_absorpt_coefficient_mu    1.751
_shelx_estimated_absorpt_T_min   0.721
_shelx_estimated_absorpt_T_max   0.721
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_T_max  0.7680
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9259
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.169
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3181
_reflns_number_gt                3001
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.4190P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3181
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.1382
_refine_ls_wR_factor_gt          0.1288
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001

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 0.41901(3) 0.46287(3) 0.42742(2) 0.02238(15) Uani 1 1 d . . . . .
N1 N 0.3679(3) 0.2328(2) 0.44720(11) 0.0227(4) Uani 1 1 d . . . . .
C2 C 0.4039(4) -0.0277(3) 0.40355(19) 0.0337(7) Uani 1 1 d . . . . .
H2 H 0.4449 -0.0945 0.3698 0.040 Uiso 1 1 calc R U . . .
C4 C 0.2541(4) 0.0180(3) 0.50673(17) 0.0297(6) Uani 1 1 d . . . . .
H4 H 0.1943 -0.0204 0.5433 0.036 Uiso 1 1 calc R U . . .
C1 C 0.4273(3) 0.1313(3) 0.40051(16) 0.0297(6) Uani 1 1 d . . . . .
H1 H 0.4874 0.1706 0.3643 0.036 Uiso 1 1 calc R U . . .
C5 C 0.2794(3) 0.1799(3) 0.50092(13) 0.0225(5) Uani 1 1 d . . . . .
C3 C 0.3172(4) -0.0841(3) 0.45879(17) 0.0335(6) Uani 1 1 d . . . . .
H3 H 0.3014 -0.1910 0.4636 0.040 Uiso 1 1 calc R U . . .
C9 C 0.8226(3) 0.4583(3) 0.38422(14) 0.0217(5) Uani 1 1 d . . . . .
C7 C 0.9172(3) 0.7804(3) 0.40350(16) 0.0318(6) Uani 1 1 d . . . . .
H7A H 0.9743 0.6971 0.3823 0.048 Uiso 1 1 calc R U . . .
H7B H 0.9851 0.8420 0.4332 0.048 Uiso 1 1 calc R U . . .
H7C H 0.8725 0.8451 0.3667 0.048 Uiso 1 1 calc R U . . .
C8 C 0.7487(3) 0.5605(3) 0.43813(13) 0.0206(5) Uani 1 1 d . . . . .
C10 C 0.9190(3) 0.3379(4) 0.40684(15) 0.0290(6) Uani 1 1 d . . . . .
H10 H 0.9421 0.3258 0.4551 0.035 Uiso 1 1 calc R U . . .
C6 C 0.7907(3) 0.7126(3) 0.44802(13) 0.0223(5) Uani 1 1 d . . . . .
C12 C 0.9446(4) 0.2503(4) 0.28640(16) 0.0337(6) Uani 1 1 d . . . . .
H12 H 0.9843 0.1797 0.2540 0.040 Uiso 1 1 calc R U . . .
C15 C 0.3535(4) 0.4505(4) 0.27134(17) 0.0403(8) Uani 1 1 d . . . . .
H15A H 0.4503 0.3997 0.2638 0.060 Uiso 1 1 calc R U . . .
H15B H 0.3237 0.5088 0.2295 0.060 Uiso 1 1 calc R U . . .
H15C H 0.2763 0.3734 0.2808 0.060 Uiso 1 1 calc R U . . .
C14 C 0.3696(4) 0.5617(4) 0.33502(15) 0.0329(6) Uani 1 1 d . . . . .
H14A H 0.2738 0.6189 0.3392 0.039 Uiso 1 1 calc R U . . .
H14B H 0.4497 0.6370 0.3250 0.039 Uiso 1 1 calc R U . . .
C13 C 0.8495(4) 0.3698(4) 0.26292(15) 0.0335(6) Uani 1 1 d . . . . .
H13 H 0.8265 0.3807 0.2145 0.040 Uiso 1 1 calc R U . . .
C11 C 0.9807(3) 0.2359(3) 0.35822(16) 0.0326(6) Uani 1 1 d . . . . .
H11 H 1.0469 0.1570 0.3739 0.039 Uiso 1 1 calc R U . . .
O1 O 0.6401(2) 0.4835(2) 0.47347(10) 0.0226(4) Uani 1 1 d . . . . .
C16 C 0.7880(3) 0.4738(3) 0.31128(15) 0.0278(6) Uani 1 1 d . . . . .
H16 H 0.7237 0.5540 0.2953 0.033 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C14 1.969(3) . ?
Zn1 O1 1.9963(18) 3_666 ?
Zn1 N1 2.055(2) . ?
Zn1 O1 2.093(2) . ?
Zn1 Zn1 3.1028(10) 3_666 ?
N1 C1 1.346(3) . ?
N1 C5 1.360(3) . ?
C2 C1 1.378(4) . ?
C2 C3 1.384(5) . ?
C4 C3 1.377(4) . ?
C4 C5 1.408(4) . ?
C5 C6 1.471(4) 3_666 ?
C9 C10 1.387(4) . ?
C9 C16 1.402(4) . ?
C9 C8 1.495(3) . ?
C7 C6 1.512(4) . ?
C8 O1 1.339(3) . ?
C8 C6 1.364(4) . ?
C10 C11 1.381(4) . ?
C6 C5 1.472(4) 3_666 ?
C12 C13 1.380(4) . ?
C12 C11 1.383(4) . ?
C15 C14 1.532(4) . ?
C13 C16 1.387(4) . ?
O1 Zn1 1.9963(18) 3_666 ?

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
C14 Zn1 O1 131.90(11) . 3_666 ?
C14 Zn1 N1 121.86(11) . . ?
O1 Zn1 N1 89.44(8) 3_666 . ?
C14 Zn1 O1 120.39(11) . . ?
O1 Zn1 O1 81.32(8) 3_666 . ?
N1 Zn1 O1 101.90(8) . . ?
C14 Zn1 Zn1 140.43(10) . 3_666 ?
O1 Zn1 Zn1 41.83(6) 3_666 3_666 ?
N1 Zn1 Zn1 97.63(6) . 3_666 ?
O1 Zn1 Zn1 39.49(5) . 3_666 ?
C1 N1 C5 120.0(2) . . ?
C1 N1 Zn1 114.40(18) . . ?
C5 N1 Zn1 125.58(17) . . ?
C1 C2 C3 117.3(3) . . ?
C3 C4 C5 120.6(3) . . ?
N1 C1 C2 123.5(3) . . ?
N1 C5 C4 118.5(2) . . ?
N1 C5 C6 121.6(2) . 3_666 ?
C4 C5 C6 119.9(2) . 3_666 ?
C4 C3 C2 120.0(3) . . ?
C10 C9 C16 118.9(2) . . ?
C10 C9 C8 119.5(2) . . ?
C16 C9 C8 121.4(2) . . ?
O1 C8 C6 126.3(2) . . ?
O1 C8 C9 111.5(2) . . ?
C6 C8 C9 122.2(2) . . ?
C11 C10 C9 120.5(3) . . ?
C8 C6 C5 125.0(2) . 3_666 ?
C8 C6 C7 119.1(2) . . ?
C5 C6 C7 115.9(2) 3_666 . ?
C13 C12 C11 119.8(3) . . ?
C15 C14 Zn1 115.8(2) . . ?
C12 C13 C16 120.2(3) . . ?
C10 C11 C12 120.4(3) . . ?
C8 O1 Zn1 123.29(15) . 3_666 ?
C8 O1 Zn1 119.07(16) . . ?
Zn1 O1 Zn1 98.68(8) 3_666 . ?
C13 C16 C9 120.2(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
C5 N1 C1 C2 0.0(4) . . . . ?
Zn1 N1 C1 C2 -178.7(2) . . . . ?
C3 C2 C1 N1 -1.4(5) . . . . ?
C1 N1 C5 C4 0.9(4) . . . . ?
Zn1 N1 C5 C4 179.38(19) . . . . ?
C1 N1 C5 C6 -178.5(2) . . . 3_666 ?
Zn1 N1 C5 C6 0.0(3) . . . 3_666 ?
C3 C4 C5 N1 -0.3(4) . . . . ?
C3 C4 C5 C6 179.1(3) . . . 3_666 ?
C5 C4 C3 C2 -1.1(5) . . . . ?
C1 C2 C3 C4 2.0(5) . . . . ?
C10 C9 C8 O1 -70.3(3) . . . . ?
C16 C9 C8 O1 104.8(3) . . . . ?
C10 C9 C8 C6 109.7(3) . . . . ?
C16 C9 C8 C6 -75.1(3) . . . . ?
C16 C9 C10 C11 0.5(4) . . . . ?
C8 C9 C10 C11 175.8(3) . . . . ?
O1 C8 C6 C5 -1.2(4) . . . 3_666 ?
C9 C8 C6 C5 178.8(2) . . . 3_666 ?
O1 C8 C6 C7 179.5(2) . . . . ?
C9 C8 C6 C7 -0.5(4) . . . . ?
C11 C12 C13 C16 -1.1(5) . . . . ?
C9 C10 C11 C12 -1.4(4) . . . . ?
C13 C12 C11 C10 1.7(5) . . . . ?
C6 C8 O1 Zn1 -27.6(4) . . . 3_666 ?
C9 C8 O1 Zn1 152.42(17) . . . 3_666 ?
C6 C8 O1 Zn1 97.2(3) . . . . ?
C9 C8 O1 Zn1 -82.7(2) . . . . ?
C12 C13 C16 C9 0.2(4) . . . . ?
C10 C9 C16 C13 0.1(4) . . . . ?
C8 C9 C16 C13 -175.1(3) . . . . ?

_refine_diff_density_max         0.421
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.173

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1535160'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H34 N2 O2 Zn2'
_chemical_formula_weight         609.35

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

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6494(10)
_cell_length_b                   9.7141(12)
_cell_length_c                   10.1944(13)
_cell_angle_alpha                109.661(4)
_cell_angle_beta                 104.640(4)
_cell_angle_gamma                108.913(3)
_cell_volume                     697.30(15)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7382
_cell_measurement_theta_min      3.575
_cell_measurement_theta_max      28.3295

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_F_000             316
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.752
_shelx_estimated_absorpt_T_min   0.721
_shelx_estimated_absorpt_T_max   0.779
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10052
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.617
_diffrn_reflns_theta_max         28.356
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3454
_reflns_number_gt                3117
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0204P)²+0.6564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3454
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0278
_refine_ls_wR_factor_ref         0.0665
_refine_ls_wR_factor_gt          0.0633
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.14242(3) 0.18145(3) 0.57982(2) 0.02166(7) Uani 1 1 d . . . . .
N1 N 0.37705(19) 0.16073(18) 0.62763(17) 0.0219(3) Uani 1 1 d . . . . .
C2 C 0.3062(2) 0.0151(2) 0.7762(2) 0.0231(4) Uani 1 1 d . . . . .
H6 H 0.3581 -0.0122 0.8516 0.028 Uiso 1 1 calc R U . . .
C10 C 0.0221(2) -0.1314(2) 0.79083(19) 0.0196(3) Uani 1 1 d . . . . .
C1 C 0.4281(2) 0.0994(2) 0.7232(2) 0.0212(3) Uani 1 1 d . . . . .
C11 C -0.1318(2) -0.1203(2) 0.8002(2) 0.0236(4) Uani 1 1 d . . . . .
H13 H -0.1682 -0.0506 0.7679 0.028 Uiso 1 1 calc R U . . .
C3 C 0.1281(2) -0.0303(2) 0.73337(19) 0.0189(3) Uani 1 1 d . . . . .
C15 C 0.0690(3) -0.2382(2) 0.8353(2) 0.0262(4) Uani 1 1 d . . . . .
H9 H 0.1720 -0.2498 0.8283 0.031 Uiso 1 1 calc R U . . .
C6 C 0.6035(2) 0.1157(2) 0.7712(2) 0.0282(4) Uani 1 1 d . . . . .
H2 H 0.6412 0.0767 0.8411 0.034 Uiso 1 1 calc R U . . .
C14 C -0.0338(3) -0.3278(2) 0.8898(2) 0.0306(4) Uani 1 1 d . . . . .
H10 H 0.0000 -0.4004 0.9190 0.037 Uiso 1 1 calc R U . . .
C12 C -0.2325(3) -0.2094(2) 0.8560(2) 0.0283(4) Uani 1 1 d . . . . .
H12 H -0.3361 -0.1986 0.8624 0.034 Uiso 1 1 calc R U . . .
C13 C -0.1847(3) -0.3140(2) 0.9027(2) 0.0286(4) Uani 1 1 d . . . . .
C9 C 0.4947(3) 0.2308(2) 0.5768(2) 0.0281(4) Uani 1 1 d . . . . .
H5 H 0.4573 0.2725 0.5093 0.034 Uiso 1 1 calc R U . . .
C7 C 0.7207(3) 0.1875(3) 0.7175(3) 0.0330(5) Uani 1 1 d . . . . .
H3 H 0.8385 0.1973 0.7493 0.040 Uiso 1 1 calc R U . . .
C8 C 0.6653(3) 0.2452(3) 0.6170(2) 0.0316(4) Uani 1 1 d . . . . .
H4 H 0.7429 0.2936 0.5769 0.038 Uiso 1 1 calc R U . . .
C16 C -0.2939(3) -0.4093(3) 0.9647(3) 0.0410(5) Uani 1 1 d . . . . .
H14A H -0.3012 -0.3335 1.0523 0.062 Uiso 1 1 calc R U . . .
H14B H -0.2369 -0.4716 0.9967 0.062 Uiso 1 1 calc R U . . .
H14C H -0.4147 -0.4848 0.8852 0.062 Uiso 1 1 calc R U . . .
O1 O 0.03377(16) 0.00954(15) 0.64060(14) 0.0216(3) Uani 1 1 d . . . . .
C4 C 0.1396(3) 0.3934(3) 0.6208(3) 0.0360(5) Uani 1 1 d . . . . .
H15A H 0.0210 0.3728 0.5539 0.043 Uiso 1 1 calc R U . . .
H15B H 0.1539 0.4472 0.7276 0.043 Uiso 1 1 calc R U . . .
C5 C 0.2823(3) 0.5106(3) 0.5972(3) 0.0489(6) Uani 1 1 d . . . . .
H16A H 0.4002 0.5260 0.6570 0.073 Uiso 1 1 calc R U . . .
H16B H 0.2787 0.6162 0.6304 0.073 Uiso 1 1 calc R U . . .
H16C H 0.2601 0.4654 0.4889 0.073 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C4 1.968(2) . ?
Zn1 O1 2.0073(12) . ?
Zn1 N1 2.0561(15) . ?
Zn1 O1 2.1082(13) 2_556 ?
Zn1 Zn1 3.1029(6) 2_556 ?
N1 C9 1.350(2) . ?
N1 C1 1.358(2) . ?
C2 C3 1.360(2) . ?
C2 C1 1.449(2) . ?
C10 C11 1.394(3) . ?
C10 C15 1.394(2) . ?
C10 C3 1.491(2) . ?
C1 C6 1.408(2) . ?
C11 C12 1.387(3) . ?
C3 O1 1.331(2) . ?
C15 C14 1.389(3) . ?
C6 C7 1.375(3) . ?
C14 C13 1.388(3) . ?
C12 C13 1.389(3) . ?
C13 C16 1.510(3) . ?
C9 C8 1.374(3) . ?
C7 C8 1.381(3) . ?
O1 Zn1 2.1082(13) 2_556 ?
C4 C5 1.517(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
C4 Zn1 O1 131.82(7) . . ?
C4 Zn1 N1 121.87(8) . . ?
O1 Zn1 N1 91.64(5) . . ?
C4 Zn1 O1 115.03(8) . 2_556 ?
O1 Zn1 O1 82.16(5) . 2_556 ?
N1 Zn1 O1 106.09(6) . 2_556 ?
C4 Zn1 Zn1 135.95(7) . 2_556 ?
O1 Zn1 Zn1 42.31(4) . 2_556 ?
N1 Zn1 Zn1 101.93(4) . 2_556 ?
O1 Zn1 Zn1 39.85(3) 2_556 2_556 ?
C9 N1 C1 118.78(16) . . ?
C9 N1 Zn1 117.63(13) . . ?
C1 N1 Zn1 123.03(12) . . ?
C3 C2 C1 129.18(16) . . ?
C11 C10 C15 117.93(16) . . ?
C11 C10 C3 119.03(16) . . ?
C15 C10 C3 123.04(16) . . ?
N1 C1 C6 119.46(16) . . ?
N1 C1 C2 121.83(16) . . ?
C6 C1 C2 118.71(16) . . ?
C12 C11 C10 121.09(17) . . ?
O1 C3 C2 124.83(16) . . ?
O1 C3 C10 114.37(15) . . ?
C2 C3 C10 120.80(15) . . ?
C14 C15 C10 120.44(18) . . ?
C7 C6 C1 120.54(18) . . ?
C13 C14 C15 121.69(18) . . ?
C11 C12 C13 121.13(19) . . ?
C14 C13 C12 117.70(17) . . ?
C14 C13 C16 121.44(19) . . ?
C12 C13 C16 120.9(2) . . ?
N1 C9 C8 123.75(18) . . ?
C8 C7 C6 119.32(18) . . ?
C9 C8 C7 118.09(18) . . ?
C3 O1 Zn1 124.13(11) . . ?
C3 O1 Zn1 115.90(11) . 2_556 ?
Zn1 O1 Zn1 97.84(5) . 2_556 ?
C5 C4 Zn1 115.28(16) . . ?

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
C9 N1 C1 C6 2.3(3) . . . . ?
Zn1 N1 C1 C6 -168.83(14) . . . . ?
C9 N1 C1 C2 -176.82(17) . . . . ?
Zn1 N1 C1 C2 12.0(2) . . . . ?
C3 C2 C1 N1 6.9(3) . . . . ?
C3 C2 C1 C6 -172.28(19) . . . . ?
C15 C10 C11 C12 1.7(3) . . . . ?
C3 C10 C11 C12 -178.63(17) . . . . ?
C1 C2 C3 O1 -6.6(3) . . . . ?
C1 C2 C3 C10 173.84(18) . . . . ?
C11 C10 C3 O1 -26.1(2) . . . . ?
C15 C10 C3 O1 153.54(17) . . . . ?
C11 C10 C3 C2 153.53(18) . . . . ?
C15 C10 C3 C2 -26.8(3) . . . . ?
C11 C10 C15 C14 -1.2(3) . . . . ?
C3 C10 C15 C14 179.19(17) . . . . ?
N1 C1 C6 C7 -2.4(3) . . . . ?
C2 C1 C6 C7 176.74(19) . . . . ?
C10 C15 C14 C13 -0.4(3) . . . . ?
C10 C11 C12 C13 -0.7(3) . . . . ?
C15 C14 C13 C12 1.3(3) . . . . ?
C15 C14 C13 C16 -178.9(2) . . . . ?
C11 C12 C13 C14 -0.8(3) . . . . ?
C11 C12 C13 C16 179.40(19) . . . . ?
C1 N1 C9 C8 -0.5(3) . . . . ?
Zn1 N1 C9 C8 171.12(17) . . . . ?
C1 C6 C7 C8 0.7(3) . . . . ?
N1 C9 C8 C7 -1.3(3) . . . . ?
C6 C7 C8 C9 1.1(3) . . . . ?
C2 C3 O1 Zn1 -13.2(2) . . . . ?
C10 C3 O1 Zn1 166.36(11) . . . . ?
C2 C3 O1 Zn1 107.58(18) . . . 2_556 ?
C10 C3 O1 Zn1 -72.83(16) . . . 2_556 ?

_refine_diff_density_max         0.482
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.074

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1535163'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H38 N2 O4 Zn2'
_chemical_formula_weight         669.40

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

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4891(9)
_cell_length_b                   9.3386(11)
_cell_length_c                   10.7644(13)
_cell_angle_alpha                77.632(3)
_cell_angle_beta                 73.281(4)
_cell_angle_gamma                87.149(3)
_cell_volume                     798.26(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2685
_cell_measurement_theta_min      3.276
_cell_measurement_theta_max      26.1965

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_F_000             348
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.541
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7677
_diffrn_reflns_av_unetI/netI     0.0616
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.276
_diffrn_reflns_theta_max         28.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             3837
_reflns_number_gt                2476
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0614P)²+0.2410P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3837
_refine_ls_number_parameters     193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1342
_refine_ls_wR_factor_gt          0.1172
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.02410(5) 0.55644(4) 0.62623(4) 0.05190(18) Uani 1 1 d . . . . .
O1 O -0.0184(3) 0.6393(2) 0.4384(2) 0.0511(6) Uani 1 1 d . . . . .
O2 O -0.3256(5) 1.0731(5) 0.0503(4) 0.1153(14) Uani 1 1 d . . . . .
N1 N 0.2177(3) 0.6259(3) 0.5780(3) 0.0526(7) Uani 1 1 d . . . . .
C1 C 0.2884(4) 0.7365(4) 0.4755(4) 0.0544(9) Uani 1 1 d . . . . .
C6 C 0.4555(5) 0.7710(5) 0.4562(5) 0.0717(12) Uani 1 1 d . . . . .
H2 H 0.5069 0.8464 0.3864 0.086 Uiso 1 1 calc R U . . .
C7 C 0.5421(5) 0.6972(6) 0.5365(6) 0.0829(15) Uani 1 1 d . . . . .
H3 H 0.6517 0.7218 0.5220 0.099 Uiso 1 1 calc R U . . .
C8 C 0.4680(5) 0.5862(6) 0.6390(5) 0.0832(15) Uani 1 1 d . . . . .
H4 H 0.5249 0.5339 0.6959 0.100 Uiso 1 1 calc R U . . .
C9 C 0.3052(5) 0.5548(5) 0.6550(5) 0.0685(11) Uani 1 1 d . . . . .
H5 H 0.2539 0.4789 0.7243 0.082 Uiso 1 1 calc R U . . .
C2 C 0.1945(4) 0.8189(4) 0.3897(4) 0.0554(9) Uani 1 1 d . . . . .
C3 C 0.0532(4) 0.7708(4) 0.3765(4) 0.0488(8) Uani 1 1 d . . . . .
C16 C 0.2695(6) 0.9640(5) 0.3045(5) 0.0920(16) Uani 1 1 d . . . . .
H8A H 0.3656 0.9463 0.2367 0.138 Uiso 1 1 calc R U . . .
H8B H 0.2996 1.0209 0.3588 0.138 Uiso 1 1 calc R U . . .
H8C H 0.1907 1.0168 0.2640 0.138 Uiso 1 1 calc R U . . .
C10 C -0.0422(4) 0.8586(4) 0.2903(4) 0.0498(9) Uani 1 1 d . . . . .
C11 C -0.1170(5) 0.9876(4) 0.3151(5) 0.0667(11) Uani 1 1 d . . . . .
H10 H -0.1029 1.0248 0.3848 0.080 Uiso 1 1 calc R U . . .
C12 C -0.2130(6) 1.0635(5) 0.2387(5) 0.0754(13) Uani 1 1 d . . . . .
H1 H -0.2632 1.1502 0.2576 0.090 Uiso 1 1 calc R U . . .
C13 C -0.2335(5) 1.0102(5) 0.1349(5) 0.0713(12) Uani 1 1 d . . . . .
C14 C -0.1603(6) 0.8821(6) 0.1090(5) 0.0757(13) Uani 1 1 d . . . . .
H13 H -0.1739 0.8455 0.0388 0.091 Uiso 1 1 calc R U . . .
C15 C -0.0673(5) 0.8075(4) 0.1856(4) 0.0638(11) Uani 1 1 d . . . . .
H14 H -0.0195 0.7199 0.1671 0.077 Uiso 1 1 calc R U . . .
C17 C -0.3941(9) 1.2034(8) 0.0600(8) 0.142(3) Uani 1 1 d . . . . .
H15A H -0.4677 1.1976 0.1474 0.213 Uiso 1 1 calc R U . . .
H15B H -0.4543 1.2311 -0.0044 0.213 Uiso 1 1 calc R U . . .
H15C H -0.3097 1.2754 0.0439 0.213 Uiso 1 1 calc R U . . .
C4 C -0.1921(6) 0.5703(6) 0.7912(5) 0.0824(14) Uani 1 1 d . . . . .
H16A H -0.2662 0.6483 0.7706 0.099 Uiso 1 1 calc R U . . .
H16B H -0.2558 0.4796 0.8221 0.099 Uiso 1 1 calc R U . . .
C5 C -0.1381(10) 0.5965(9) 0.8978(7) 0.146(3) Uani 1 1 d . . . . .
H17A H -0.0706 0.5169 0.9240 0.219 Uiso 1 1 calc R U . . .
H17B H -0.2318 0.6038 0.9715 0.219 Uiso 1 1 calc R U . . .
H17C H -0.0755 0.6863 0.8698 0.219 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C4 1.956(4) . ?
Zn1 O1 1.992(3) . ?
Zn1 N1 2.069(3) . ?
Zn1 O1 2.072(2) 2_566 ?
Zn1 Zn1 3.0346(9) 2_566 ?
O1 C3 1.346(4) . ?
O1 Zn1 2.072(2) 2_566 ?
O2 C17 1.334(7) . ?
O2 C13 1.385(6) . ?
N1 C9 1.323(5) . ?
N1 C1 1.356(5) . ?
C1 C6 1.416(5) . ?
C1 C2 1.462(6) . ?
C6 C7 1.350(6) . ?
C6 H2 0.9300 . ?
C7 C8 1.365(6) . ?
C7 H3 0.9300 . ?
C8 C9 1.381(6) . ?
C8 H4 0.9300 . ?
C9 H5 0.9300 . ?
C2 C3 1.356(5) . ?
C2 C16 1.517(5) . ?
C3 C10 1.493(5) . ?
C16 H8A 0.9600 . ?
C16 H8B 0.9600 . ?
C16 H8C 0.9600 . ?
C10 C11 1.376(5) . ?
C10 C15 1.386(5) . ?
C11 C12 1.386(6) . ?
C11 H10 0.9300 . ?
C12 C13 1.374(7) . ?
C12 H1 0.9300 . ?
C13 C14 1.365(7) . ?
C14 C15 1.365(6) . ?
C14 H13 0.9300 . ?
C15 H14 0.9300 . ?
C17 H15A 0.9600 . ?
C17 H15B 0.9600 . ?
C17 H15C 0.9600 . ?
C4 C5 1.421(8) . ?
C4 H16A 0.9700 . ?
C4 H16B 0.9700 . ?
C5 H17A 0.9600 . ?
C5 H17B 0.9600 . ?
C5 H17C 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
C4 Zn1 O1 130.31(18) . . ?
C4 Zn1 N1 124.73(17) . . ?
O1 Zn1 N1 87.73(11) . . ?
C4 Zn1 O1 121.19(17) . 2_566 ?
O1 Zn1 O1 83.39(10) . 2_566 ?
N1 Zn1 O1 98.27(10) . 2_566 ?
C4 Zn1 Zn1 141.09(15) . 2_566 ?
O1 Zn1 Zn1 42.70(7) . 2_566 ?
N1 Zn1 Zn1 94.15(9) . 2_566 ?
O1 Zn1 Zn1 40.70(7) 2_566 2_566 ?
C3 O1 Zn1 120.2(2) . . ?
C3 O1 Zn1 127.8(2) . 2_566 ?
Zn1 O1 Zn1 96.61(10) . 2_566 ?
C17 O2 C13 119.7(6) . . ?
C9 N1 C1 119.7(3) . . ?
C9 N1 Zn1 115.7(3) . . ?
C1 N1 Zn1 124.6(3) . . ?
N1 C1 C6 117.5(4) . . ?
N1 C1 C2 121.1(3) . . ?
C6 C1 C2 121.3(4) . . ?
C7 C6 C1 121.6(4) . . ?
C7 C6 H2 119.2 . . ?
C1 C6 H2 119.2 . . ?
C6 C7 C8 119.7(4) . . ?
C6 C7 H3 120.2 . . ?
C8 C7 H3 120.2 . . ?
C7 C8 C9 117.3(5) . . ?
C7 C8 H4 121.3 . . ?
C9 C8 H4 121.3 . . ?
N1 C9 C8 124.1(4) . . ?
N1 C9 H5 118.0 . . ?
C8 C9 H5 118.0 . . ?
C3 C2 C1 124.8(3) . . ?
C3 C2 C16 119.1(4) . . ?
C1 C2 C16 116.1(3) . . ?
O1 C3 C2 124.8(4) . . ?
O1 C3 C10 111.6(3) . . ?
C2 C3 C10 123.7(3) . . ?
C2 C16 H8A 109.5 . . ?
C2 C16 H8B 109.5 . . ?
H8A C16 H8B 109.5 . . ?
C2 C16 H8C 109.5 . . ?
H8A C16 H8C 109.5 . . ?
H8B C16 H8C 109.5 . . ?
C11 C10 C15 117.1(4) . . ?
C11 C10 C3 122.2(4) . . ?
C15 C10 C3 120.6(3) . . ?
C10 C11 C12 121.5(4) . . ?
C10 C11 H10 119.3 . . ?
C12 C11 H10 119.3 . . ?
C13 C12 C11 119.7(4) . . ?
C13 C12 H1 120.1 . . ?
C11 C12 H1 120.1 . . ?
C14 C13 C12 119.5(4) . . ?
C14 C13 O2 114.1(5) . . ?
C12 C13 O2 126.4(5) . . ?
C15 C14 C13 120.3(5) . . ?
C15 C14 H13 119.9 . . ?
C13 C14 H13 119.9 . . ?
C14 C15 C10 121.9(4) . . ?
C14 C15 H14 119.0 . . ?
C10 C15 H14 119.0 . . ?
O2 C17 H15A 109.5 . . ?
O2 C17 H15B 109.5 . . ?
H15A C17 H15B 109.5 . . ?
O2 C17 H15C 109.5 . . ?
H15A C17 H15C 109.5 . . ?
H15B C17 H15C 109.5 . . ?
C5 C4 Zn1 117.6(4) . . ?
C5 C4 H16A 107.9 . . ?
Zn1 C4 H16A 107.9 . . ?
C5 C4 H16B 107.9 . . ?
Zn1 C4 H16B 107.9 . . ?
H16A C4 H16B 107.2 . . ?
C4 C5 H17A 109.5 . . ?
C4 C5 H17B 109.5 . . ?
H17A C5 H17B 109.5 . . ?
C4 C5 H17C 109.5 . . ?
H17A C5 H17C 109.5 . . ?
H17B C5 H17C 109.5 . . ?

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
C9 N1 C1 C6 -0.2(5) . . . . ?
Zn1 N1 C1 C6 179.7(3) . . . . ?
C9 N1 C1 C2 -179.0(4) . . . . ?
Zn1 N1 C1 C2 0.9(5) . . . . ?
N1 C1 C6 C7 -0.1(6) . . . . ?
C2 C1 C6 C7 178.7(4) . . . . ?
C1 C6 C7 C8 0.1(7) . . . . ?
C6 C7 C8 C9 0.1(7) . . . . ?
C1 N1 C9 C8 0.5(6) . . . . ?
Zn1 N1 C9 C8 -179.5(3) . . . . ?
C7 C8 C9 N1 -0.4(7) . . . . ?
N1 C1 C2 C3 -20.3(6) . . . . ?
C6 C1 C2 C3 160.9(4) . . . . ?
N1 C1 C2 C16 163.6(4) . . . . ?
C6 C1 C2 C16 -15.2(6) . . . . ?
Zn1 O1 C3 C2 39.7(4) . . . . ?
Zn1 O1 C3 C2 -88.6(4) 2_566 . . . ?
Zn1 O1 C3 C10 -140.4(2) . . . . ?
Zn1 O1 C3 C10 91.3(3) 2_566 . . . ?
C1 C2 C3 O1 -1.4(6) . . . . ?
C16 C2 C3 O1 174.5(4) . . . . ?
C1 C2 C3 C10 178.7(3) . . . . ?
C16 C2 C3 C10 -5.4(6) . . . . ?
O1 C3 C10 C11 115.1(4) . . . . ?
C2 C3 C10 C11 -65.0(5) . . . . ?
O1 C3 C10 C15 -60.9(4) . . . . ?
C2 C3 C10 C15 119.0(4) . . . . ?
C15 C10 C11 C12 -0.2(6) . . . . ?
C3 C10 C11 C12 -176.3(4) . . . . ?
C10 C11 C12 C13 -0.5(6) . . . . ?
C11 C12 C13 C14 0.6(6) . . . . ?
C11 C12 C13 O2 179.8(4) . . . . ?
C17 O2 C13 C14 -175.6(5) . . . . ?
C17 O2 C13 C12 5.2(7) . . . . ?
C12 C13 C14 C15 0.0(7) . . . . ?
O2 C13 C14 C15 -179.3(4) . . . . ?
C13 C14 C15 C10 -0.7(7) . . . . ?
C11 C10 C15 C14 0.8(6) . . . . ?
C3 C10 C15 C14 176.9(4) . . . . ?

_refine_diff_density_max         0.629
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1535161'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H28 F6 N2 O2 Zn2'
_chemical_formula_weight         717.30

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'
F F 0.0171 0.0103 '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 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.0405(6)
_cell_length_b                   11.0680(7)
_cell_length_c                   13.8622(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.454(2)
_cell_angle_gamma                90
_cell_volume                     1530.72(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7786
_cell_measurement_theta_min      2.958
_cell_measurement_theta_max      28.2525

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.636
_shelx_estimated_absorpt_T_min   0.736
_shelx_estimated_absorpt_T_max   0.894
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14700
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.958
_diffrn_reflns_theta_max         28.302
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3771
_reflns_number_gt                3206
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0270P)²+4.5365P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0032(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3771
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1050
_refine_ls_wR_factor_gt          0.1000
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.35556(3) 0.94909(3) 0.00221(2) 0.02674(12) Uani 1 1 d . . . . .
O1 O 0.5432(2) 0.9107(2) 0.05955(14) 0.0262(4) Uani 1 1 d . . . . .
C10 C 0.7120(3) 0.8337(3) 0.1783(2) 0.0246(6) Uani 1 1 d . . . . .
C1 C 0.3704(3) 0.9659(3) 0.2224(2) 0.0251(6) Uani 1 1 d . . . . .
C15 C 0.7650(3) 0.7363(3) 0.1300(2) 0.0288(6) Uani 1 1 d . . . . .
C7 C 0.2024(3) 1.0567(3) 0.3096(3) 0.0386(8) Uani 1 1 d . . . . .
H7 H 0.1678 1.0749 0.3690 0.046 Uiso 1 1 calc R U . . .
C9 C 0.1894(3) 1.0664(3) 0.1385(2) 0.0331(7) Uani 1 1 d . . . . .
H9 H 0.1429 1.0913 0.0783 0.040 Uiso 1 1 calc R U . . .
C3 C 0.5750(3) 0.8838(3) 0.1530(2) 0.0240(6) Uani 1 1 d . . . . .
C2 C 0.4975(3) 0.9033(3) 0.2252(2) 0.0276(6) Uani 1 1 d . . . . .
H2 H 0.5313 0.8712 0.2866 0.033 Uiso 1 1 calc R U . . .
C11 C 0.7947(3) 0.8881(3) 0.2535(2) 0.0325(7) Uani 1 1 d . . . . .
H11 H 0.7610 0.9541 0.2873 0.039 Uiso 1 1 calc R U . . .
C4 C 0.2066(3) 0.8683(3) -0.0763(2) 0.0383(8) Uani 1 1 d . . . . .
H4A H 0.1376 0.9294 -0.0981 0.046 Uiso 1 1 calc R U . . .
H4B H 0.2402 0.8341 -0.1350 0.046 Uiso 1 1 calc R U . . .
C12 C 0.9242(3) 0.8490(3) 0.2804(3) 0.0403(8) Uani 1 1 d . . . . .
H12 H 0.9781 0.8876 0.3321 0.048 Uiso 1 1 calc R U . . .
C6 C 0.3180(3) 0.9915(3) 0.3094(2) 0.0332(7) Uani 1 1 d . . . . .
H6 H 0.3632 0.9632 0.3690 0.040 Uiso 1 1 calc R U . . .
C13 C 0.9747(4) 0.7541(4) 0.2323(3) 0.0466(9) Uani 1 1 d . . . . .
H13 H 1.0638 0.7271 0.2504 0.056 Uiso 1 1 calc R U . . .
C8 C 0.1362(3) 1.0960(3) 0.2218(3) 0.0377(7) Uani 1 1 d . . . . .
H8 H 0.0562 1.1422 0.2198 0.045 Uiso 1 1 calc R U . . .
C14 C 0.8956(3) 0.6979(3) 0.1574(3) 0.0394(8) Uani 1 1 d . . . . .
H14 H 0.9310 0.6323 0.1242 0.047 Uiso 1 1 calc R U . . .
N1 N 0.3043(2) 1.0037(2) 0.13699(17) 0.0269(5) Uani 1 1 d . . . . .
F1 F 0.7323(3) 0.55595(19) 0.03944(16) 0.0535(6) Uani 1 1 d . . . . .
F2 F 0.6779(2) 0.7201(2) -0.03619(14) 0.0466(5) Uani 1 1 d . . . . .
F3 F 0.5553(2) 0.6509(2) 0.06814(16) 0.0491(5) Uani 1 1 d . . . . .
C16 C 0.6831(3) 0.6674(3) 0.0513(2) 0.0336(7) Uani 1 1 d . . . . .
C5 C 0.1416(5) 0.7684(5) -0.0238(3) 0.0654(13) Uani 1 1 d . . . . .
H5A H 0.2039 0.7003 -0.0130 0.098 Uiso 1 1 calc R U . . .
H5B H 0.0597 0.7416 -0.0632 0.098 Uiso 1 1 calc R U . . .
H5C H 0.1190 0.7985 0.0388 0.098 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C4 1.964(3) . ?
Zn1 O1 2.006(2) . ?
Zn1 N1 2.083(2) . ?
Zn1 O1 2.091(2) 3_675 ?
Zn1 Zn1 3.1188(7) 3_675 ?
O1 C3 1.333(3) . ?
O1 Zn1 2.091(2) 3_675 ?
C10 C11 1.395(4) . ?
C10 C15 1.404(4) . ?
C10 C3 1.489(4) . ?
C1 N1 1.357(4) . ?
C1 C6 1.397(4) . ?
C1 C2 1.449(4) . ?
C15 C14 1.390(4) . ?
C15 C16 1.499(4) . ?
C7 C6 1.368(5) . ?
C7 C8 1.389(5) . ?
C9 N1 1.348(4) . ?
C9 C8 1.367(5) . ?
C3 C2 1.351(4) . ?
C11 C12 1.381(4) . ?
C4 C5 1.512(5) . ?
C12 C13 1.371(6) . ?
C13 C14 1.382(5) . ?
F1 C16 1.345(4) . ?
F2 C16 1.341(4) . ?
F3 C16 1.342(4) . ?

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
C4 Zn1 O1 138.25(13) . . ?
C4 Zn1 N1 112.33(13) . . ?
O1 Zn1 N1 91.25(9) . . ?
C4 Zn1 O1 119.09(12) . 3_675 ?
O1 Zn1 O1 80.87(9) . 3_675 ?
N1 Zn1 O1 109.41(9) . 3_675 ?
C4 Zn1 Zn1 143.69(10) . 3_675 ?
O1 Zn1 Zn1 41.44(6) . 3_675 ?
N1 Zn1 Zn1 103.70(7) . 3_675 ?
O1 Zn1 Zn1 39.42(5) 3_675 3_675 ?
C3 O1 Zn1 122.97(18) . . ?
C3 O1 Zn1 119.29(18) . 3_675 ?
Zn1 O1 Zn1 99.13(9) . 3_675 ?
C11 C10 C15 117.6(3) . . ?
C11 C10 C3 118.1(3) . . ?
C15 C10 C3 124.3(3) . . ?
N1 C1 C6 119.7(3) . . ?
N1 C1 C2 120.9(3) . . ?
C6 C1 C2 119.3(3) . . ?
C14 C15 C10 120.0(3) . . ?
C14 C15 C16 117.8(3) . . ?
C10 C15 C16 122.1(3) . . ?
C6 C7 C8 119.1(3) . . ?
N1 C9 C8 123.6(3) . . ?
O1 C3 C2 126.1(3) . . ?
O1 C3 C10 115.2(2) . . ?
C2 C3 C10 118.6(2) . . ?
C3 C2 C1 129.4(3) . . ?
C12 C11 C10 121.9(3) . . ?
C5 C4 Zn1 114.1(2) . . ?
C13 C12 C11 119.9(3) . . ?
C7 C6 C1 120.7(3) . . ?
C12 C13 C14 119.8(3) . . ?
C9 C8 C7 118.1(3) . . ?
C13 C14 C15 120.8(3) . . ?
C9 N1 C1 118.7(3) . . ?
C9 N1 Zn1 117.5(2) . . ?
C1 N1 Zn1 123.2(2) . . ?
F2 C16 F3 106.0(3) . . ?
F2 C16 F1 105.4(3) . . ?
F3 C16 F1 105.6(3) . . ?
F2 C16 C15 113.5(3) . . ?
F3 C16 C15 113.5(3) . . ?
F1 C16 C15 112.1(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
C11 C10 C15 C14 -0.4(4) . . . . ?
C3 C10 C15 C14 178.3(3) . . . . ?
C11 C10 C15 C16 177.1(3) . . . . ?
C3 C10 C15 C16 -4.3(4) . . . . ?
Zn1 O1 C3 C2 -15.3(4) . . . . ?
Zn1 O1 C3 C2 110.2(3) 3_675 . . . ?
Zn1 O1 C3 C10 167.99(19) . . . . ?
Zn1 O1 C3 C10 -66.5(3) 3_675 . . . ?
C11 C10 C3 O1 127.6(3) . . . . ?
C15 C10 C3 O1 -51.0(4) . . . . ?
C11 C10 C3 C2 -49.4(4) . . . . ?
C15 C10 C3 C2 132.0(3) . . . . ?
O1 C3 C2 C1 -6.3(5) . . . . ?
C10 C3 C2 C1 170.3(3) . . . . ?
N1 C1 C2 C3 7.6(5) . . . . ?
C6 C1 C2 C3 -170.1(3) . . . . ?
C15 C10 C11 C12 0.1(5) . . . . ?
C3 C10 C11 C12 -178.7(3) . . . . ?
C10 C11 C12 C13 0.2(5) . . . . ?
C8 C7 C6 C1 1.0(5) . . . . ?
N1 C1 C6 C7 -1.6(5) . . . . ?
C2 C1 C6 C7 176.1(3) . . . . ?
C11 C12 C13 C14 -0.3(6) . . . . ?
N1 C9 C8 C7 -1.7(5) . . . . ?
C6 C7 C8 C9 0.6(5) . . . . ?
C12 C13 C14 C15 0.0(6) . . . . ?
C10 C15 C14 C13 0.3(5) . . . . ?
C16 C15 C14 C13 -177.2(3) . . . . ?
C8 C9 N1 C1 1.1(5) . . . . ?
C8 C9 N1 Zn1 172.4(3) . . . . ?
C6 C1 N1 C9 0.6(4) . . . . ?
C2 C1 N1 C9 -177.1(3) . . . . ?
C6 C1 N1 Zn1 -170.2(2) . . . . ?
C2 C1 N1 Zn1 12.1(4) . . . . ?
C14 C15 C16 F2 -99.4(3) . . . . ?
C10 C15 C16 F2 83.1(4) . . . . ?
C14 C15 C16 F3 139.4(3) . . . . ?
C10 C15 C16 F3 -38.1(4) . . . . ?
C14 C15 C16 F1 19.9(4) . . . . ?
C10 C15 C16 F1 -157.6(3) . . . . ?

_refine_diff_density_max         0.785
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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_li-1
_database_code_depnum_ccdc_archive 'CCDC 1535159'
_audit_update_record             
;
2017-06-23 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H30 N2 O2 Zn2'
_chemical_formula_weight         581.30

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

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6075(5)
_cell_length_b                   11.6047(6)
_cell_length_c                   13.8778(8)
_cell_angle_alpha                93.222(2)
_cell_angle_beta                 96.688(2)
_cell_angle_gamma                105.4910(10)
_cell_volume                     1321.24(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    8494
_cell_measurement_theta_min      2.9465
_cell_measurement_theta_max      28.3085

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.845
_shelx_estimated_absorpt_T_min   0.709
_shelx_estimated_absorpt_T_max   0.769
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13059
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.946
_diffrn_reflns_theta_max         28.332
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             6387
_reflns_number_gt                5474
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0309P)²+0.5561P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6387
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0290
_refine_ls_wR_factor_ref         0.0744
_refine_ls_wR_factor_gt          0.0708
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.93931(2) 0.41896(2) 0.08210(2) 0.02277(6) Uani 1 1 d . . . . .
O1 O 1.05637(15) 0.59042(11) 0.07334(9) 0.0226(3) Uani 1 1 d . . . . .
N1 N 0.72730(18) 0.46015(14) 0.09948(11) 0.0237(3) Uani 1 1 d . . . . .
C10 C 1.1332(2) 0.80147(16) 0.11115(13) 0.0235(4) Uani 1 1 d . . . . .
C3 C 1.0079(2) 0.68339(15) 0.10610(12) 0.0208(3) Uani 1 1 d . . . . .
C2 C 0.8590(2) 0.67592(16) 0.13308(13) 0.0242(4) Uani 1 1 d . . . . .
H2 H 0.8450 0.7475 0.1590 0.029 Uiso 1 1 calc R U . . .
C4 C 1.0041(2) 0.28410(16) 0.13903(14) 0.0265(4) Uani 1 1 d . . . . .
H4A H 1.0704 0.2558 0.0964 0.032 Uiso 1 1 calc R U . . .
H4B H 1.0718 0.3141 0.2010 0.032 Uiso 1 1 calc R U . . .
C5 C 0.8641(3) 0.17676(18) 0.15592(17) 0.0366(5) Uani 1 1 d . . . . .
H5A H 0.7993 0.2027 0.1999 0.055 Uiso 1 1 calc R U . . .
H5B H 0.9078 0.1161 0.1835 0.055 Uiso 1 1 calc R U . . .
H5C H 0.7975 0.1444 0.0949 0.055 Uiso 1 1 calc R U . . .
C15 C 1.0928(3) 0.90958(17) 0.10553(17) 0.0349(5) Uani 1 1 d . . . . .
H15 H 0.9843 0.9100 0.1005 0.042 Uiso 1 1 calc R U . . .
C14 C 1.2135(3) 1.01690(19) 0.1074(2) 0.0475(6) Uani 1 1 d . . . . .
H14 H 1.1853 1.0887 0.1038 0.057 Uiso 1 1 calc R U . . .
C13 C 1.3754(3) 1.01752(19) 0.11474(19) 0.0466(6) Uani 1 1 d . . . . .
H13 H 1.4558 1.0895 0.1159 0.056 Uiso 1 1 calc R U . . .
C12 C 1.4171(3) 0.9114(2) 0.12025(18) 0.0412(5) Uani 1 1 d . . . . .
H12 H 1.5259 0.9117 0.1256 0.049 Uiso 1 1 calc R U . . .
C11 C 1.2971(2) 0.80367(18) 0.11789(15) 0.0311(4) Uani 1 1 d . . . . .
H11 H 1.3262 0.7322 0.1208 0.037 Uiso 1 1 calc R U . . .
C1 C 0.7195(2) 0.57236(16) 0.12708(13) 0.0228(4) Uani 1 1 d . . . . .
C9 C 0.5924(2) 0.36782(18) 0.09301(16) 0.0317(4) Uani 1 1 d . . . . .
H9 H 0.5993 0.2916 0.0732 0.038 Uiso 1 1 calc R U . . .
C8 C 0.4446(3) 0.3794(2) 0.11404(17) 0.0374(5) Uani 1 1 d . . . . .
H8 H 0.3540 0.3131 0.1085 0.045 Uiso 1 1 calc R U . . .
C7 C 0.4352(2) 0.4931(2) 0.14370(17) 0.0373(5) Uani 1 1 d . . . . .
H7 H 0.3376 0.5045 0.1588 0.045 Uiso 1 1 calc R U . . .
C6 C 0.5710(2) 0.58840(19) 0.15053(15) 0.0307(4) Uani 1 1 d . . . . .
H6 H 0.5655 0.6648 0.1709 0.037 Uiso 1 1 calc R U . . .
Zn2 Zn 0.40206(2) 0.39585(2) 0.42223(2) 0.02432(6) Uani 1 1 d . . . . .
O2 O 0.52248(15) 0.56940(11) 0.42445(9) 0.0247(3) Uani 1 1 d . . . . .
N2 N 0.18135(18) 0.43353(14) 0.40259(11) 0.0245(3) Uani 1 1 d . . . . .
C16 C 0.5813(2) 0.76776(16) 0.37667(13) 0.0256(4) Uani 1 1 d . . . . .
C17 C 0.5400(3) 0.87616(19) 0.37480(19) 0.0423(5) Uani 1 1 d . . . . .
H17 H 0.4325 0.8768 0.3765 0.051 Uiso 1 1 calc R U . . .
C18 C 0.6583(4) 0.9829(2) 0.3703(2) 0.0549(7) Uani 1 1 d . . . . .
H18 H 0.6293 1.0545 0.3689 0.066 Uiso 1 1 calc R U . . .
C19 C 0.8182(3) 0.9838(2) 0.3680(2) 0.0501(6) Uani 1 1 d . . . . .
H19 H 0.8969 1.0558 0.3656 0.060 Uiso 1 1 calc R U . . .
C20 C 0.8607(3) 0.8777(2) 0.36945(18) 0.0428(5) Uani 1 1 d . . . . .
H20 H 0.9684 0.8778 0.3673 0.051 Uiso 1 1 calc R U . . .
C21 C 0.7434(3) 0.77053(19) 0.37412(15) 0.0327(4) Uani 1 1 d . . . . .
H21 H 0.7735 0.6994 0.3756 0.039 Uiso 1 1 calc R U . . .
C22 C 0.4593(2) 0.65111(16) 0.38426(13) 0.0230(4) Uani 1 1 d . . . . .
C23 C 0.2983(2) 0.63430(17) 0.35284(13) 0.0263(4) Uani 1 1 d . . . . .
H23 H 0.2728 0.6951 0.3188 0.032 Uiso 1 1 calc R U . . .
C24 C 0.1616(2) 0.53496(17) 0.36519(13) 0.0242(4) Uani 1 1 d . . . . .
C25 C 0.0025(2) 0.5452(2) 0.33977(15) 0.0321(4) Uani 1 1 d . . . . .
H25 H -0.0122 0.6133 0.3119 0.039 Uiso 1 1 calc R U . . .
C26 C -0.1304(2) 0.4565(2) 0.35560(16) 0.0369(5) Uani 1 1 d . . . . .
H26 H -0.2349 0.4640 0.3391 0.044 Uiso 1 1 calc R U . . .
C27 C -0.1071(2) 0.3550(2) 0.39663(16) 0.0364(5) Uani 1 1 d . . . . .
H27 H -0.1951 0.2939 0.4093 0.044 Uiso 1 1 calc R U . . .
C28 C 0.0496(2) 0.34722(18) 0.41793(15) 0.0314(4) Uani 1 1 d . . . . .
H28 H 0.0653 0.2786 0.4444 0.038 Uiso 1 1 calc R U . . .
C29 C 0.4360(3) 0.24491(17) 0.36840(16) 0.0316(4) Uani 1 1 d . . . . .
H29A H 0.4727 0.2572 0.3053 0.038 Uiso 1 1 calc R U . . .
H29B H 0.5222 0.2264 0.4109 0.038 Uiso 1 1 calc R U . . .
C30 C 0.2851(3) 0.13628(19) 0.35624(18) 0.0407(5) Uani 1 1 d . . . . .
H30A H 0.2476 0.1228 0.4182 0.061 Uiso 1 1 calc R U . . .
H30B H 0.3126 0.0664 0.3314 0.061 Uiso 1 1 calc R U . . .
H30C H 0.2007 0.1516 0.3115 0.061 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C4 1.9714(18) . ?
Zn1 O1 1.9935(12) . ?
Zn1 N1 2.0426(15) . ?
Zn1 O1 2.1590(13) 2_765 ?
Zn1 Zn1 3.1319(4) 2_765 ?
O1 C3 1.332(2) . ?
O1 Zn1 2.1590(13) 2_765 ?
N1 C9 1.343(2) . ?
N1 C1 1.358(2) . ?
C10 C15 1.392(3) . ?
C10 C11 1.396(3) . ?
C10 C3 1.492(2) . ?
C3 C2 1.359(3) . ?
C2 C1 1.445(2) . ?
C2 H2 0.9300 . ?
C4 C5 1.535(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C15 C14 1.389(3) . ?
C15 H15 0.9300 . ?
C14 C13 1.383(4) . ?
C14 H14 0.9300 . ?
C13 C12 1.376(3) . ?
C13 H13 0.9300 . ?
C12 C11 1.389(3) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C1 C6 1.411(3) . ?
C9 C8 1.377(3) . ?
C9 H9 0.9300 . ?
C8 C7 1.385(3) . ?
C8 H8 0.9300 . ?
C7 C6 1.368(3) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
Zn2 C29 1.9719(19) . ?
Zn2 O2 2.0005(12) . ?
Zn2 N2 2.0521(16) . ?
Zn2 O2 2.1339(13) 2_666 ?
Zn2 Zn2 3.1200(4) 2_666 ?
O2 C22 1.331(2) . ?
O2 Zn2 2.1339(13) 2_666 ?
N2 C28 1.345(2) . ?
N2 C24 1.356(2) . ?
C16 C21 1.392(3) . ?
C16 C17 1.396(3) . ?
C16 C22 1.493(2) . ?
C17 C18 1.387(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.378(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.376(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.387(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.362(3) . ?
C23 C24 1.445(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.412(3) . ?
C25 C26 1.368(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.388(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.375(3) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.535(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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
C4 Zn1 O1 133.54(7) . . ?
C4 Zn1 N1 124.08(7) . . ?
O1 Zn1 N1 92.16(6) . . ?
C4 Zn1 O1 111.06(7) . 2_765 ?
O1 Zn1 O1 82.16(5) . 2_765 ?
N1 Zn1 O1 104.42(6) . 2_765 ?
C4 Zn1 Zn1 133.34(6) . 2_765 ?
O1 Zn1 Zn1 43.07(4) . 2_765 ?
N1 Zn1 Zn1 101.28(4) . 2_765 ?
O1 Zn1 Zn1 39.09(3) 2_765 2_765 ?
C3 O1 Zn1 124.40(11) . . ?
C3 O1 Zn1 112.70(10) . 2_765 ?
Zn1 O1 Zn1 97.84(5) . 2_765 ?
C9 N1 C1 119.06(16) . . ?
C9 N1 Zn1 116.90(13) . . ?
C1 N1 Zn1 123.65(12) . . ?
C15 C10 C11 118.43(18) . . ?
C15 C10 C3 122.59(18) . . ?
C11 C10 C3 118.93(17) . . ?
O1 C3 C2 124.93(16) . . ?
O1 C3 C10 114.05(15) . . ?
C2 C3 C10 121.02(16) . . ?
C3 C2 C1 129.10(17) . . ?
C3 C2 H2 115.4 . . ?
C1 C2 H2 115.4 . . ?
C5 C4 Zn1 115.79(14) . . ?
C5 C4 H4A 108.3 . . ?
Zn1 C4 H4A 108.3 . . ?
C5 C4 H4B 108.3 . . ?
Zn1 C4 H4B 108.3 . . ?
H4A C4 H4B 107.4 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C14 C15 C10 120.5(2) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
C13 C14 C15 120.3(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C12 C13 C14 119.9(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C12 C11 120.2(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
N1 C1 C6 119.15(17) . . ?
N1 C1 C2 121.81(16) . . ?
C6 C1 C2 119.04(17) . . ?
N1 C9 C8 123.8(2) . . ?
N1 C9 H9 118.1 . . ?
C8 C9 H9 118.1 . . ?
C9 C8 C7 117.84(19) . . ?
C9 C8 H8 121.1 . . ?
C7 C8 H8 121.1 . . ?
C6 C7 C8 119.31(19) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C7 C6 C1 120.84(19) . . ?
C7 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C29 Zn2 O2 134.07(7) . . ?
C29 Zn2 N2 123.01(8) . . ?
O2 Zn2 N2 91.76(6) . . ?
C29 Zn2 O2 112.69(7) . 2_666 ?
O2 Zn2 O2 82.06(5) . 2_666 ?
N2 Zn2 O2 104.06(6) . 2_666 ?
C29 Zn2 Zn2 135.21(6) . 2_666 ?
O2 Zn2 Zn2 42.64(4) . 2_666 ?
N2 Zn2 Zn2 100.71(4) . 2_666 ?
O2 Zn2 Zn2 39.42(3) 2_666 2_666 ?
C22 O2 Zn2 124.03(11) . . ?
C22 O2 Zn2 114.72(11) . 2_666 ?
Zn2 O2 Zn2 97.94(5) . 2_666 ?
C28 N2 C24 119.31(17) . . ?
C28 N2 Zn2 117.49(13) . . ?
C24 N2 Zn2 122.80(12) . . ?
C21 C16 C17 118.09(19) . . ?
C21 C16 C22 119.51(17) . . ?
C17 C16 C22 122.38(19) . . ?
C18 C17 C16 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C19 C18 C17 120.6(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 119.7(2) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.1(2) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C20 C21 C16 121.1(2) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
O2 C22 C23 124.81(17) . . ?
O2 C22 C16 114.11(16) . . ?
C23 C22 C16 121.08(17) . . ?
C22 C23 C24 128.87(17) . . ?
C22 C23 H23 115.6 . . ?
C24 C23 H23 115.6 . . ?
N2 C24 C25 119.05(18) . . ?
N2 C24 C23 122.08(16) . . ?
C25 C24 C23 118.85(18) . . ?
C26 C25 C24 120.9(2) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C27 119.07(19) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
C28 C27 C26 118.1(2) . . ?
C28 C27 H27 120.9 . . ?
C26 C27 H27 120.9 . . ?
N2 C28 C27 123.5(2) . . ?
N2 C28 H28 118.3 . . ?
C27 C28 H28 118.3 . . ?
C30 C29 Zn2 114.78(14) . . ?
C30 C29 H29A 108.6 . . ?
Zn2 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
Zn2 C29 H29B 108.6 . . ?
H29A C29 H29B 107.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

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 C3 C2 -13.0(2) . . . . ?
Zn1 O1 C3 C2 104.77(18) 2_765 . . . ?
Zn1 O1 C3 C10 167.23(11) . . . . ?
Zn1 O1 C3 C10 -75.03(16) 2_765 . . . ?
C15 C10 C3 O1 154.06(18) . . . . ?
C11 C10 C3 O1 -23.3(2) . . . . ?
C15 C10 C3 C2 -25.7(3) . . . . ?
C11 C10 C3 C2 156.87(18) . . . . ?
O1 C3 C2 C1 -4.5(3) . . . . ?
C10 C3 C2 C1 175.26(18) . . . . ?
C11 C10 C15 C14 -0.5(3) . . . . ?
C3 C10 C15 C14 -177.9(2) . . . . ?
C10 C15 C14 C13 0.2(4) . . . . ?
C15 C14 C13 C12 -0.1(4) . . . . ?
C14 C13 C12 C11 0.4(4) . . . . ?
C13 C12 C11 C10 -0.8(4) . . . . ?
C15 C10 C11 C12 0.9(3) . . . . ?
C3 C10 C11 C12 178.35(19) . . . . ?
C9 N1 C1 C6 1.6(3) . . . . ?
Zn1 N1 C1 C6 -170.97(14) . . . . ?
C9 N1 C1 C2 -178.40(17) . . . . ?
Zn1 N1 C1 C2 9.1(2) . . . . ?
C3 C2 C1 N1 6.4(3) . . . . ?
C3 C2 C1 C6 -173.59(19) . . . . ?
C1 N1 C9 C8 -0.8(3) . . . . ?
Zn1 N1 C9 C8 172.20(18) . . . . ?
N1 C9 C8 C7 -0.1(3) . . . . ?
C9 C8 C7 C6 0.3(3) . . . . ?
C8 C7 C6 C1 0.5(3) . . . . ?
N1 C1 C6 C7 -1.4(3) . . . . ?
C2 C1 C6 C7 178.54(19) . . . . ?
C21 C16 C17 C18 0.1(4) . . . . ?
C22 C16 C17 C18 178.2(2) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
C17 C18 C19 C20 0.5(4) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?
C19 C20 C21 C16 0.5(4) . . . . ?
C17 C16 C21 C20 -0.3(3) . . . . ?
C22 C16 C21 C20 -178.44(19) . . . . ?
Zn2 O2 C22 C23 13.0(2) . . . . ?
Zn2 O2 C22 C23 -106.63(18) 2_666 . . . ?
Zn2 O2 C22 C16 -167.74(12) . . . . ?
Zn2 O2 C22 C16 72.64(17) 2_666 . . . ?
C21 C16 C22 O2 24.5(2) . . . . ?
C17 C16 C22 O2 -153.62(19) . . . . ?
C21 C16 C22 C23 -156.22(19) . . . . ?
C17 C16 C22 C23 25.7(3) . . . . ?
O2 C22 C23 C24 7.9(3) . . . . ?
C16 C22 C23 C24 -171.36(18) . . . . ?
C28 N2 C24 C25 -2.4(3) . . . . ?
Zn2 N2 C24 C25 170.08(13) . . . . ?
C28 N2 C24 C23 175.91(18) . . . . ?
Zn2 N2 C24 C23 -11.6(2) . . . . ?
C22 C23 C24 N2 -8.2(3) . . . . ?
C22 C23 C24 C25 170.12(19) . . . . ?
N2 C24 C25 C26 2.3(3) . . . . ?
C23 C24 C25 C26 -176.08(19) . . . . ?
C24 C25 C26 C27 -0.5(3) . . . . ?
C25 C26 C27 C28 -1.2(3) . . . . ?
C24 N2 C28 C27 0.8(3) . . . . ?
Zn2 N2 C28 C27 -172.15(16) . . . . ?
C26 C27 C28 N2 1.1(3) . . . . ?

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.093

