# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_10
_database_code_depnum_ccdc_archive 'CCDC 1891001'
_audit_update_record             
;
2019-01-15 deposited with the CCDC.	2019-04-25 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            'C23 H18 N6 O5 Zn'
_chemical_formula_weight         523.80

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                   9.8795(11)
_cell_length_b                   22.045(2)
_cell_length_c                   11.3775(12)
_cell_angle_alpha                90
_cell_angle_beta                 114.823(2)
_cell_angle_gamma                90
_cell_volume                     2249.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7218
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      30.46

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   0.698
_exptl_transmission_factor_max   0.821
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.141
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13352
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.178
_diffrn_reflns_theta_max         27.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             5202
_reflns_number_gt                4563
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0573P)²+0.3724P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5202
_refine_ls_number_parameters     320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0926
_refine_ls_wR_factor_gt          0.0895
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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 0.06738(2) 0.90307(2) 0.50425(2) 0.03115(8) Uani 1 1 d . . . . .
O2 O 0.04066(14) 0.88173(6) 0.66114(11) 0.0382(3) Uani 1 1 d . . . . .
O3 O -0.50106(18) 0.80267(7) -0.01443(14) 0.0550(4) Uani 1 1 d . . . . .
H3 H -0.5269 0.7843 0.0354 0.082 Uiso 1 1 calc R U . . .
O4 O 0.13402(16) 0.85330(6) 1.10019(12) 0.0459(3) Uani 1 1 d . . . . .
H4 H 0.0664 0.8287 1.0666 0.069 Uiso 1 1 calc R U . . .
O1 O -0.12608(14) 0.87270(6) 0.38130(12) 0.0436(3) Uani 1 1 d . . . . .
N1 N 0.07897(16) 0.95645(6) 0.35833(13) 0.0330(3) Uani 1 1 d . . . . .
C8 C 0.11989(18) 0.89619(7) 0.78252(16) 0.0293(3) Uani 1 1 d . . . . .
C9 C 0.19483(19) 0.99738(7) 0.40537(16) 0.0334(3) Uani 1 1 d . . . . .
C10 C -0.1272(2) 0.90965(8) 0.18115(17) 0.0353(4) Uani 1 1 d . . . . .
N2 N 0.22374(16) 0.96921(6) 0.61460(13) 0.0325(3) Uani 1 1 d . . . . .
C12 C 0.08494(19) 0.86848(8) 0.87789(16) 0.0347(3) Uani 1 1 d . . . . .
H12 H 0.0058 0.8413 0.8524 0.042 Uiso 1 1 calc R U . . .
N5 N 0.22767(17) 0.83517(6) 0.51611(14) 0.0363(3) Uani 1 1 d . . . . .
C14 C 0.26958(18) 1.00410(7) 0.53661(16) 0.0331(3) Uani 1 1 d . . . . .
C15 C -0.0037(2) 0.94894(8) 0.23394(16) 0.0356(3) Uani 1 1 d . . . . .
H15 H 0.0315 0.9712 0.1710 0.043 Uiso 1 1 d R U . . .
C16 C 0.1645(2) 0.88049(8) 1.00741(16) 0.0346(3) Uani 1 1 d . . . . .
C17 C 0.24005(18) 0.93895(7) 0.82441(15) 0.0326(3) Uani 1 1 d . . . . .
C18 C 0.28495(19) 0.97281(8) 0.74054(16) 0.0352(3) Uani 1 1 d . . . . .
H18 H 0.3658 1.0021 0.7799 0.042 Uiso 1 1 d R U . . .
C19 C -0.18586(19) 0.87441(8) 0.25552(16) 0.0346(3) Uani 1 1 d . . . . .
C20 C 0.2393(2) 1.03280(9) 0.32181(17) 0.0432(4) Uani 1 1 d . . . . .
C21 C -0.2026(2) 0.90695(8) 0.04324(18) 0.0433(4) Uani 1 1 d . . . . .
H21 H -0.1656 0.9298 -0.0056 0.052 Uiso 1 1 calc R U . . .
C22 C -0.3157(2) 0.83980(8) 0.18734(17) 0.0395(4) Uani 1 1 d . . . . .
H22 H -0.3571 0.8177 0.2337 0.047 Uiso 1 1 calc R U . . .
C23 C 0.3927(2) 1.04578(9) 0.58865(17) 0.0404(4) Uani 1 1 d . . . . .
C24 C -0.3250(2) 0.87270(9) -0.01913(18) 0.0455(4) Uani 1 1 d . . . . .
H24 H -0.3749 0.8713 -0.1024 0.055 Uiso 1 1 d R U . . .
C25 C 0.2549(2) 0.81924(9) 0.41498(19) 0.0455(4) Uani 1 1 d . . . . .
H25 H 0.1906 0.8392 0.3322 0.055 Uiso 1 1 d R U . . .
N6 N 0.4289(2) 0.74359(8) 0.5329(2) 0.0513(4) Uani 1 1 d . . . . .
C27 C -0.3827(2) 0.83788(8) 0.05380(18) 0.0413(4) Uani 1 1 d . . . . .
C28 C 0.3164(2) 0.95027(9) 0.95885(17) 0.0443(4) Uani 1 1 d . . . . .
H28 H 0.3939 0.9783 0.9868 0.053 Uiso 1 1 calc R U . . .
N3 N 0.4912(2) 1.07848(10) 0.62710(18) 0.0612(5) Uani 1 1 d . . . . .
C30 C 0.4043(2) 0.76079(10) 0.6348(2) 0.0504(5) Uani 1 1 d . . . . .
H30 H 0.4564 0.7416 0.7138 0.061 Uiso 1 1 calc R U . . .
C32 C 0.3546(3) 0.77422(10) 0.4238(2) 0.0540(5) Uani 1 1 d . . . . .
H32 H 0.3821 0.7622 0.3615 0.065 Uiso 1 1 d R U . . .
C33 C 0.3048(2) 0.80584(9) 0.62712(19) 0.0458(4) Uani 1 1 d . . . . .
H33 H 0.2829 0.8157 0.6984 0.055 Uiso 1 1 d R U . . .
C34 C 0.2820(2) 0.92231(10) 1.04896(17) 0.0445(4) Uani 1 1 d . . . . .
H34 H 0.3440 0.9242 1.1425 0.053 Uiso 1 1 d R U . . .
N4 N 0.2772(3) 1.06068(10) 0.2567(2) 0.0702(6) Uani 1 1 d . . . . .
O6 O 0.41247(17) 0.72823(6) 0.12565(15) 0.0515(3) Uani 1 1 d . . . . .
H6 H 0.4615 0.6968 0.1424 0.077 Uiso 1 1 calc R U . . .
C31 C 0.2594(3) 0.71408(12) 0.0615(3) 0.0676(7) Uani 1 1 d . . . . .
H31A H 0.2429 0.6885 -0.0116 0.101 Uiso 1 1 calc R U . . .
H31B H 0.2030 0.7508 0.0325 0.101 Uiso 1 1 calc R U . . .
H31C H 0.2283 0.6932 0.1201 0.101 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 O1 1.9528(13) . ?
Zn1 O2 1.9679(12) . ?
Zn1 N1 2.0769(14) . ?
Zn1 N2 2.1118(14) . ?
Zn1 N5 2.1418(15) . ?
O2 C8 1.309(2) . ?
O3 C27 1.345(2) . ?
O4 C16 1.353(2) . ?
O1 C19 1.299(2) . ?
N1 C15 1.314(2) . ?
N1 C9 1.377(2) . ?
C8 C12 1.409(2) . ?
C8 C17 1.432(2) . ?
C9 C14 1.368(2) . ?
C9 C20 1.434(2) . ?
C10 C15 1.409(2) . ?
C10 C21 1.428(2) . ?
C10 C19 1.438(2) . ?
N2 C18 1.303(2) . ?
N2 C14 1.386(2) . ?
C12 C16 1.374(2) . ?
N5 C25 1.334(2) . ?
N5 C33 1.336(2) . ?
C14 C23 1.439(2) . ?
C16 C34 1.400(3) . ?
C17 C28 1.415(2) . ?
C17 C18 1.421(2) . ?
C19 C22 1.412(3) . ?
C20 N4 1.140(2) . ?
C21 C24 1.348(3) . ?
C22 C27 1.380(2) . ?
C23 N3 1.140(3) . ?
C24 C27 1.414(3) . ?
C25 C32 1.372(3) . ?
N6 C32 1.331(3) . ?
N6 C30 1.335(3) . ?
C28 C34 1.356(3) . ?
C30 C33 1.374(3) . ?
O6 C31 1.411(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
O1 Zn1 O2 95.98(5) . . ?
O1 Zn1 N1 89.28(5) . . ?
O2 Zn1 N1 159.05(6) . . ?
O1 Zn1 N2 156.10(6) . . ?
O2 Zn1 N2 88.23(5) . . ?
N1 Zn1 N2 79.17(5) . . ?
O1 Zn1 N5 106.31(6) . . ?
O2 Zn1 N5 98.79(6) . . ?
N1 Zn1 N5 99.15(6) . . ?
N2 Zn1 N5 96.21(6) . . ?
C8 O2 Zn1 130.55(10) . . ?
C19 O1 Zn1 129.39(11) . . ?
C15 N1 C9 122.70(14) . . ?
C15 N1 Zn1 124.88(12) . . ?
C9 N1 Zn1 112.11(11) . . ?
O2 C8 C12 118.40(14) . . ?
O2 C8 C17 123.81(14) . . ?
C12 C8 C17 117.79(15) . . ?
C14 C9 N1 118.35(14) . . ?
C14 C9 C20 119.31(16) . . ?
N1 C9 C20 122.34(16) . . ?
C15 C10 C21 116.92(16) . . ?
C15 C10 C19 124.92(16) . . ?
C21 C10 C19 118.10(16) . . ?
C18 N2 C14 123.00(15) . . ?
C18 N2 Zn1 125.58(11) . . ?
C14 N2 Zn1 110.89(11) . . ?
C16 C12 C8 121.86(15) . . ?
C25 N5 C33 116.50(16) . . ?
C25 N5 Zn1 122.76(12) . . ?
C33 N5 Zn1 120.73(12) . . ?
C9 C14 N2 117.84(15) . . ?
C9 C14 C23 119.61(15) . . ?
N2 C14 C23 122.55(15) . . ?
N1 C15 C10 124.87(16) . . ?
O4 C16 C12 122.48(16) . . ?
O4 C16 C34 116.92(15) . . ?
C12 C16 C34 120.60(15) . . ?
C28 C17 C18 117.28(15) . . ?
C28 C17 C8 117.84(15) . . ?
C18 C17 C8 124.84(15) . . ?
N2 C18 C17 125.09(15) . . ?
O1 C19 C22 118.52(15) . . ?
O1 C19 C10 123.69(16) . . ?
C22 C19 C10 117.80(15) . . ?
N4 C20 C9 178.8(2) . . ?
C24 C21 C10 122.73(17) . . ?
C27 C22 C19 121.80(16) . . ?
N3 C23 C14 178.1(2) . . ?
C21 C24 C27 119.28(17) . . ?
N5 C25 C32 121.72(18) . . ?
C32 N6 C30 115.81(17) . . ?
O3 C27 C22 123.52(18) . . ?
O3 C27 C24 116.19(17) . . ?
C22 C27 C24 120.26(17) . . ?
C34 C28 C17 123.25(16) . . ?
N6 C30 C33 122.45(19) . . ?
N6 C32 C25 122.23(19) . . ?
N5 C33 C30 121.24(18) . . ?
C28 C34 C16 118.64(17) . . ?

_refine_diff_density_max         0.278
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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 1891003'
_audit_update_record             
;
2019-01-15 deposited with the CCDC.	2019-04-25 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            'C22 H24 N4 O6'
_chemical_formula_weight         440.45

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'

_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                   19.4386(13)
_cell_length_b                   11.5018(8)
_cell_length_c                   13.4225(9)
_cell_angle_alpha                90
_cell_angle_beta                 131.941(2)
_cell_angle_gamma                90
_cell_volume                     2232.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3560
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      28.39

_exptl_crystal_description       cube
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   0.969
_exptl_transmission_factor_max   0.971
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.310
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13182
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.263
_diffrn_reflns_theta_max         28.251
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2769
_reflns_number_gt                1839
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1159P)²+1.4504P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0052(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2769
_refine_ls_number_parameters     147
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0670
_refine_ls_wR_factor_ref         0.2137
_refine_ls_wR_factor_gt          0.1839
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.048
_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
O3 O 0.36732(16) 0.01805(17) 0.4348(2) 0.0853(7) Uani 1 1 d . . . . .
H3A H 0.4044 0.0202 0.4216 0.128 Uiso 1 1 d R U . . .
C10 C 0.3292(4) 0.1210(5) 0.5462(6) 0.160(2) Uani 1 1 d D . . . .
H10A H 0.2657 0.1104 0.4659 0.240 Uiso 1 1 calc R U . . .
H10B H 0.3367 0.1963 0.5833 0.240 Uiso 1 1 calc R U . . .
H10C H 0.3464 0.0621 0.6101 0.240 Uiso 1 1 calc R U . . .
O1 O 0.45002(13) 0.64660(14) 0.30308(19) 0.0655(5) Uani 1 1 d . . . . .
H1A H 0.4616 0.5778 0.2913 0.079 Uiso 1 1 d R U . . .
O2 O 0.30331(12) 0.81787(15) 0.44014(18) 0.0635(5) Uani 1 1 d . . . . .
H2 H 0.3207 0.8771 0.4285 0.095 Uiso 1 1 calc R U . . .
N2 N 0.44940(11) 0.41964(14) 0.29028(15) 0.0414(4) Uani 1 1 d . . . . .
C2 C 0.47496(12) 0.31749(16) 0.26916(18) 0.0397(4) Uani 1 1 d . . . . .
C3 C 0.40397(13) 0.41802(18) 0.33013(19) 0.0437(5) Uani 1 1 d . . . . .
H3 H 0.3888 0.3423 0.3423 0.052 Uiso 1 1 d R U . . .
N1 N 0.42831(16) 0.12423(17) 0.3074(2) 0.0665(6) Uani 1 1 d . . . . .
C7 C 0.32879(14) 0.72419(19) 0.4115(2) 0.0463(5) Uani 1 1 d . . . . .
C9 C 0.40217(14) 0.63353(18) 0.3422(2) 0.0453(5) Uani 1 1 d . . . . .
C4 C 0.37857(12) 0.52238(17) 0.35637(18) 0.0416(4) Uani 1 1 d . . . . .
C1 C 0.44988(14) 0.20747(18) 0.2889(2) 0.0462(5) Uani 1 1 d . . . . .
C8 C 0.37709(14) 0.73282(19) 0.3693(2) 0.0483(5) Uani 1 1 d . . . . .
H8 H 0.3857 0.8047 0.3557 0.058 Uiso 1 1 d R U . . .
C6 C 0.30544(15) 0.6152(2) 0.4279(2) 0.0509(5) Uani 1 1 d . . . . .
H6 H 0.2697 0.6135 0.4579 0.061 Uiso 1 1 d R U . . .
C5 C 0.33016(15) 0.5170(2) 0.4007(2) 0.0501(5) Uani 1 1 d . . . . .
H5 H 0.3115 0.4344 0.4098 0.060 Uiso 1 1 d R U . . .
C11 C 0.3871(4) 0.1123(4) 0.5155(5) 0.142(2) Uani 1 1 d D . . . .
H11A H 0.3808 0.1833 0.4709 0.171 Uiso 1 1 calc R U . . .
H11B H 0.4510 0.1068 0.5987 0.171 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
O3 C11 1.393(4) . ?
O3 H3A 0.8500 . ?
C10 C11 1.439(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
O1 C9 1.347(2) . ?
O1 H1A 0.8658 . ?
O2 C7 1.345(2) . ?
O2 H2 0.8200 . ?
N2 C3 1.303(2) . ?
N2 C2 1.377(2) . ?
C2 C2 1.371(4) 2_655 ?
C2 C1 1.443(3) . ?
C3 C4 1.429(3) . ?
C3 H3 0.9678 . ?
N1 C1 1.137(3) . ?
C7 C8 1.386(3) . ?
C7 C6 1.400(3) . ?
C9 C8 1.383(3) . ?
C9 C4 1.414(3) . ?
C4 C5 1.411(3) . ?
C8 H8 0.8867 . ?
C6 C5 1.370(3) . ?
C6 H6 1.0102 . ?
C5 H5 1.0529 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?

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
C11 O3 H3A 107.9 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 O1 H1A 107.4 . . ?
C7 O2 H2 109.5 . . ?
C3 N2 C2 120.61(16) . . ?
C2 C2 N2 121.43(10) 2_655 . ?
C2 C2 C1 118.73(11) 2_655 . ?
N2 C2 C1 119.84(16) . . ?
N2 C3 C4 122.00(17) . . ?
N2 C3 H3 116.6 . . ?
C4 C3 H3 121.4 . . ?
O2 C7 C8 122.59(19) . . ?
O2 C7 C6 116.86(18) . . ?
C8 C7 C6 120.55(18) . . ?
O1 C9 C8 117.85(17) . . ?
O1 C9 C4 121.61(17) . . ?
C8 C9 C4 120.54(18) . . ?
C5 C4 C9 117.68(18) . . ?
C5 C4 C3 120.31(18) . . ?
C9 C4 C3 122.00(17) . . ?
N1 C1 C2 176.0(2) . . ?
C9 C8 C7 120.17(19) . . ?
C9 C8 H8 124.6 . . ?
C7 C8 H8 115.1 . . ?
C5 C6 C7 119.17(18) . . ?
C5 C6 H6 123.2 . . ?
C7 C6 H6 117.6 . . ?
C6 C5 C4 121.89(19) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 117.9 . . ?
O3 C11 C10 114.5(3) . . ?
O3 C11 H11A 108.6 . . ?
C10 C11 H11A 108.6 . . ?
O3 C11 H11B 108.6 . . ?
C10 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?

_refine_diff_density_max         0.514
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.097

####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1891002'
_audit_update_record             
;
2019-01-15 deposited with the CCDC.	2019-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29.50 H24 N6 O5.50 Zn'
_chemical_formula_weight         615.92

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                   12.020(2)
_cell_length_b                   16.434(3)
_cell_length_c                   14.413(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.58(3)
_cell_angle_gamma                90
_cell_volume                     2815.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    152(2)
_cell_measurement_reflns_used    7720
_cell_measurement_theta_min      2.11
_cell_measurement_theta_max      29.13

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_F_000             1268
_exptl_transmission_factor_min   0.836
_exptl_transmission_factor_max   0.873
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.925
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      152(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21095
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.115
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6046
_reflns_number_gt                4889
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0654P)²+0.9898P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6046
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1155
_refine_ls_wR_factor_gt          0.1073
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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 0.22701(2) 0.03979(2) 0.66950(2) 0.02462(10) Uani 1 1 d . . . . .
O1 O 0.24137(15) 0.01914(10) 0.80628(11) 0.0292(4) Uani 1 1 d . . . . .
O2 O 0.07183(14) 0.07853(11) 0.65092(11) 0.0312(4) Uani 1 1 d . . . . .
O3 O -0.22366(18) 0.24626(13) 0.52232(14) 0.0483(5) Uani 1 1 d . . . . .
H3 H -0.250723 0.269500 0.472093 0.073 Uiso 1 1 d R U . . .
O7 O 0.3680(2) -0.07321(15) 1.11347(13) 0.0602(7) Uani 1 1 d . . . . .
H7A H 0.310441 -0.047645 1.123378 0.090 Uiso 1 1 d R U . . .
N1 N 0.5439(3) -0.14229(18) 0.5359(2) 0.0630(8) Uani 1 1 d . . . . .
N2 N 0.3336(3) -0.0450(2) 0.33034(18) 0.0626(9) Uani 1 1 d . . . . .
N3 N 0.35148(17) -0.04954(11) 0.66341(14) 0.0268(4) Uani 1 1 d . . . . .
N4 N 0.21200(17) 0.01883(12) 0.52470(14) 0.0286(4) Uani 1 1 d . . . . .
N5 N 0.32273(16) 0.14598(12) 0.67569(14) 0.0270(4) Uani 1 1 d . . . . .
N6 N 0.6944(2) 0.47525(17) 0.64586(17) 0.0505(7) Uani 1 1 d . . . . .
C1 C 0.4669(2) -0.10745(17) 0.55167(19) 0.0400(6) Uani 1 1 d . . . . .
C2 C 0.3181(3) -0.03733(18) 0.4057(2) 0.0424(7) Uani 1 1 d . . . . .
C3 C 0.3718(2) -0.06162(15) 0.57251(18) 0.0304(5) Uani 1 1 d . . . . .
C4 C 0.2997(2) -0.02688(15) 0.50126(17) 0.0316(6) Uani 1 1 d . . . . .
C5 C 0.4092(2) -0.08787(14) 0.73487(18) 0.0298(5) Uani 1 1 d . . . . .
H5 H 0.467053 -0.123637 0.721992 0.036 Uiso 1 1 calc R U . . .
C6 C 0.3921(2) -0.08016(14) 0.82927(17) 0.0288(5) Uani 1 1 d . . . . .
C7 C 0.4602(2) -0.12841(17) 0.89671(19) 0.0394(6) Uani 1 1 d . . . . .
H7 H 0.514128 -0.163610 0.875992 0.047 Uiso 1 1 calc R U . . .
C8 C 0.4519(3) -0.12667(19) 0.9893(2) 0.0461(7) Uani 1 1 d . . . . .
H8 H 0.498448 -0.160468 1.032302 0.055 Uiso 1 1 calc R U . . .
C9 C 0.3730(2) -0.07395(18) 1.02092(19) 0.0403(7) Uani 1 1 d . . . . .
C10 C 0.3047(2) -0.02597(15) 0.95782(17) 0.0317(6) Uani 1 1 d . . . . .
H10 H 0.251620 0.008948 0.980256 0.038 Uiso 1 1 calc R U . . .
C11 C 0.3112(2) -0.02720(14) 0.86161(16) 0.0258(5) Uani 1 1 d . . . . .
C12 C 0.1352(2) 0.05152(15) 0.46131(17) 0.0327(6) Uani 1 1 d . . . . .
H12 H 0.141649 0.042994 0.397130 0.039 Uiso 1 1 calc R U . . .
C13 C 0.0441(2) 0.09834(15) 0.48209(17) 0.0295(5) Uani 1 1 d . . . . .
C14 C -0.0257(2) 0.13480(17) 0.40511(18) 0.0378(6) Uani 1 1 d . . . . .
H14 H -0.009598 0.124772 0.343576 0.045 Uiso 1 1 calc R U . . .
C15 C -0.1143(2) 0.18323(17) 0.41540(19) 0.0381(6) Uani 1 1 d . . . . .
H15 H -0.158535 0.207390 0.362404 0.046 Uiso 1 1 calc R U . . .
C16 C -0.1392(2) 0.19687(16) 0.50636(19) 0.0340(6) Uani 1 1 d . . . . .
C17 C -0.0779(2) 0.15928(15) 0.58326(17) 0.0319(5) Uani 1 1 d . . . . .
H17 H -0.099994 0.166567 0.643325 0.038 Uiso 1 1 calc R U . . .
C18 C 0.0158(2) 0.11070(15) 0.57495(17) 0.0278(5) Uani 1 1 d . . . . .
C19 C 0.2855(2) 0.21538(16) 0.6333(2) 0.0376(6) Uani 1 1 d . . . . .
H19 H 0.209019 0.218274 0.604892 0.045 Uiso 1 1 calc R U . . .
C20 C 0.3524(2) 0.28257(16) 0.6290(2) 0.0379(6) Uani 1 1 d . . . . .
H20 H 0.321920 0.330635 0.598589 0.045 Uiso 1 1 calc R U . . .
C21 C 0.4645(2) 0.28006(15) 0.66916(16) 0.0288(5) Uani 1 1 d . . . . .
C22 C 0.5017(2) 0.20915(16) 0.71592(19) 0.0360(6) Uani 1 1 d . . . . .
H22 H 0.577114 0.205178 0.746714 0.043 Uiso 1 1 calc R U . . .
C23 C 0.4293(2) 0.14460(15) 0.71763(19) 0.0349(6) Uani 1 1 d . . . . .
H23 H 0.456569 0.096698 0.750279 0.042 Uiso 1 1 calc R U . . .
C24 C 0.5422(2) 0.34873(16) 0.66187(17) 0.0315(5) Uani 1 1 d . . . . .
C25 C 0.5064(3) 0.4294(2) 0.6551(3) 0.0587(9) Uani 1 1 d . . . . .
H25 H 0.429605 0.442728 0.655647 0.070 Uiso 1 1 calc R U . . .
C26 C 0.5853(4) 0.4898(2) 0.6477(3) 0.0717(11) Uani 1 1 d . . . . .
H26 H 0.560261 0.544721 0.643658 0.086 Uiso 1 1 calc R U . . .
C27 C 0.7247(3) 0.4012(3) 0.6551(3) 0.0800(14) Uani 1 1 d . . . . .
H27 H 0.802469 0.389681 0.656882 0.096 Uiso 1 1 calc R U . . .
C28 C 0.6535(3) 0.3359(2) 0.6627(3) 0.0696(11) Uani 1 1 d . . . . .
H28 H 0.682872 0.282141 0.668415 0.084 Uiso 1 1 calc R U . . .
O10 O 0.2905(4) 0.3166(3) 0.2894(3) 0.0552(11) Uani 0.5 1 d . . P . .
H10A H 0.251396 0.356677 0.283240 0.083 Uiso 0.5 1 d R U P . .
C37 C 0.2884(7) 0.2819(6) 0.3715(6) 0.087(3) Uani 0.5 1 d . . P . .
H37A H 0.214579 0.290506 0.390971 0.130 Uiso 0.5 1 calc R U P . .
H37B H 0.346898 0.305898 0.418128 0.130 Uiso 0.5 1 calc R U P . .
H37C H 0.302212 0.223368 0.366575 0.130 Uiso 0.5 1 calc R U P . .
O11 O 0.6857(2) 0.33657(14) 0.38135(17) 0.0640(7) Uani 1 1 d . . . . .
H11 H 0.701865 0.380087 0.355841 0.096 Uiso 1 1 d R U . . .
C35 C 0.5871(4) 0.3116(3) 0.3413(4) 0.134(3) Uani 1 1 d . . . . .
H35A H 0.588370 0.252343 0.333799 0.201 Uiso 1 1 calc R U . . .
H35B H 0.568680 0.337301 0.279571 0.201 Uiso 1 1 calc R U . . .
H35C H 0.530208 0.326365 0.380456 0.201 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 O2 1.9513(17) . ?
Zn1 O1 1.9823(17) . ?
Zn1 N5 2.085(2) . ?
Zn1 N4 2.096(2) . ?
Zn1 N3 2.107(2) . ?
O1 C11 1.312(3) . ?
O2 C18 1.308(3) . ?
O3 C16 1.347(3) . ?
O3 H3 0.8399 . ?
O7 C9 1.344(3) . ?
O7 H7A 0.8400 . ?
N1 C1 1.140(4) . ?
N2 C2 1.136(4) . ?
N3 C5 1.313(3) . ?
N3 C3 1.383(3) . ?
N4 C12 1.313(3) . ?
N4 C4 1.377(3) . ?
N5 C23 1.333(3) . ?
N5 C19 1.339(3) . ?
N6 C27 1.271(5) . ?
N6 C26 1.338(5) . ?
C1 C3 1.437(4) . ?
C2 C4 1.437(3) . ?
C3 C4 1.366(4) . ?
C5 C6 1.412(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.416(4) . ?
C6 C11 1.433(3) . ?
C7 C8 1.353(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.409(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.379(4) . ?
C10 C11 1.401(3) . ?
C10 H10 0.9500 . ?
C12 C13 1.407(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.420(4) . ?
C13 C18 1.443(3) . ?
C14 C15 1.355(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.405(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.381(4) . ?
C17 C18 1.401(4) . ?
C17 H17 0.9500 . ?
C19 C20 1.373(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.385(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.387(4) . ?
C21 C24 1.479(3) . ?
C22 C23 1.375(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C28 1.352(4) . ?
C24 C25 1.392(4) . ?
C25 C26 1.388(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.388(5) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
O10 C37 1.318(9) . ?
O10 H10A 0.8060 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
O11 C35 1.305(5) . ?
O11 H11 0.8400 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Zn1 O1 97.58(7) . . ?
O2 Zn1 N5 104.05(8) . . ?
O1 Zn1 N5 97.76(8) . . ?
O2 Zn1 N4 88.77(8) . . ?
O1 Zn1 N4 160.69(8) . . ?
N5 Zn1 N4 98.35(8) . . ?
O2 Zn1 N3 153.10(8) . . ?
O1 Zn1 N3 88.00(8) . . ?
N5 Zn1 N3 101.20(8) . . ?
N4 Zn1 N3 78.48(8) . . ?
C11 O1 Zn1 131.06(16) . . ?
C18 O2 Zn1 127.50(16) . . ?
C16 O3 H3 109.4 . . ?
C9 O7 H7A 109.5 . . ?
C5 N3 C3 121.8(2) . . ?
C5 N3 Zn1 126.62(16) . . ?
C3 N3 Zn1 111.50(16) . . ?
C12 N4 C4 122.5(2) . . ?
C12 N4 Zn1 124.95(18) . . ?
C4 N4 Zn1 112.24(16) . . ?
C23 N5 C19 117.1(2) . . ?
C23 N5 Zn1 119.48(16) . . ?
C19 N5 Zn1 123.28(16) . . ?
C27 N6 C26 115.8(3) . . ?
N1 C1 C3 178.4(3) . . ?
N2 C2 C4 179.3(4) . . ?
C4 C3 N3 118.1(2) . . ?
C4 C3 C1 119.8(2) . . ?
N3 C3 C1 122.1(2) . . ?
C3 C4 N4 117.8(2) . . ?
C3 C4 C2 120.0(2) . . ?
N4 C4 C2 122.2(2) . . ?
N3 C5 C6 125.2(2) . . ?
N3 C5 H5 117.4 . . ?
C6 C5 H5 117.4 . . ?
C5 C6 C7 117.3(2) . . ?
C5 C6 C11 124.8(2) . . ?
C7 C6 C11 117.8(2) . . ?
C8 C7 C6 123.0(2) . . ?
C8 C7 H7 118.5 . . ?
C6 C7 H7 118.5 . . ?
C7 C8 C9 118.9(2) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
O7 C9 C10 122.6(2) . . ?
O7 C9 C8 117.3(2) . . ?
C10 C9 C8 120.1(2) . . ?
C9 C10 C11 121.9(2) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
O1 C11 C10 117.9(2) . . ?
O1 C11 C6 123.9(2) . . ?
C10 C11 C6 118.1(2) . . ?
N4 C12 C13 124.4(2) . . ?
N4 C12 H12 117.8 . . ?
C13 C12 H12 117.8 . . ?
C12 C13 C14 116.9(2) . . ?
C12 C13 C18 124.9(2) . . ?
C14 C13 C18 118.2(2) . . ?
C15 C14 C13 123.0(2) . . ?
C15 C14 H14 118.5 . . ?
C13 C14 H14 118.5 . . ?
C14 C15 C16 118.4(2) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
O3 C16 C17 117.2(2) . . ?
O3 C16 C15 121.8(2) . . ?
C17 C16 C15 121.0(3) . . ?
C16 C17 C18 121.7(2) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
O2 C18 C17 118.6(2) . . ?
O2 C18 C13 123.8(2) . . ?
C17 C18 C13 117.6(2) . . ?
N5 C19 C20 123.2(2) . . ?
N5 C19 H19 118.4 . . ?
C20 C19 H19 118.4 . . ?
C19 C20 C21 119.8(2) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C20 C21 C22 116.8(2) . . ?
C20 C21 C24 122.2(2) . . ?
C22 C21 C24 120.9(2) . . ?
C23 C22 C21 119.9(2) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
N5 C23 C22 123.2(2) . . ?
N5 C23 H23 118.4 . . ?
C22 C23 H23 118.4 . . ?
C28 C24 C25 116.4(3) . . ?
C28 C24 C21 121.0(3) . . ?
C25 C24 C21 122.6(2) . . ?
C26 C25 C24 118.6(3) . . ?
C26 C25 H25 120.7 . . ?
C24 C25 H25 120.7 . . ?
N6 C26 C25 123.8(4) . . ?
N6 C26 H26 118.1 . . ?
C25 C26 H26 118.1 . . ?
N6 C27 C28 125.3(3) . . ?
N6 C27 H27 117.3 . . ?
C28 C27 H27 117.3 . . ?
C24 C28 C27 120.0(3) . . ?
C24 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C37 O10 H10A 111.3 . . ?
O10 C37 H37A 109.5 . . ?
O10 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O10 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 O11 H11 109.1 . . ?
O11 C35 H35A 109.5 . . ?
O11 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O11 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 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
C5 N3 C3 C4 172.5(2) . . . . ?
Zn1 N3 C3 C4 -10.6(3) . . . . ?
C5 N3 C3 C1 -9.0(4) . . . . ?
Zn1 N3 C3 C1 167.9(2) . . . . ?
N3 C3 C4 N4 0.7(3) . . . . ?
C1 C3 C4 N4 -177.8(2) . . . . ?
N3 C3 C4 C2 179.5(2) . . . . ?
C1 C3 C4 C2 1.0(4) . . . . ?
C12 N4 C4 C3 -176.7(2) . . . . ?
Zn1 N4 C4 C3 9.6(3) . . . . ?
C12 N4 C4 C2 4.5(4) . . . . ?
Zn1 N4 C4 C2 -169.2(2) . . . . ?
C3 N3 C5 C6 -178.6(2) . . . . ?
Zn1 N3 C5 C6 4.9(4) . . . . ?
N3 C5 C6 C7 178.0(2) . . . . ?
N3 C5 C6 C11 -2.1(4) . . . . ?
C5 C6 C7 C8 -179.9(3) . . . . ?
C11 C6 C7 C8 0.1(4) . . . . ?
C6 C7 C8 C9 -0.8(5) . . . . ?
C7 C8 C9 O7 -179.3(3) . . . . ?
C7 C8 C9 C10 0.9(5) . . . . ?
O7 C9 C10 C11 179.8(3) . . . . ?
C8 C9 C10 C11 -0.5(5) . . . . ?
Zn1 O1 C11 C10 176.57(17) . . . . ?
Zn1 O1 C11 C6 -4.7(4) . . . . ?
C9 C10 C11 O1 178.6(3) . . . . ?
C9 C10 C11 C6 -0.2(4) . . . . ?
C5 C6 C11 O1 1.7(4) . . . . ?
C7 C6 C11 O1 -178.4(2) . . . . ?
C5 C6 C11 C10 -179.6(2) . . . . ?
C7 C6 C11 C10 0.3(4) . . . . ?
C4 N4 C12 C13 179.8(2) . . . . ?
Zn1 N4 C12 C13 -7.4(3) . . . . ?
N4 C12 C13 C14 174.8(2) . . . . ?
N4 C12 C13 C18 -6.2(4) . . . . ?
C12 C13 C14 C15 -178.1(2) . . . . ?
C18 C13 C14 C15 2.9(4) . . . . ?
C13 C14 C15 C16 -1.1(4) . . . . ?
C14 C15 C16 O3 177.9(2) . . . . ?
C14 C15 C16 C17 -2.6(4) . . . . ?
O3 C16 C17 C18 -176.1(2) . . . . ?
C15 C16 C17 C18 4.5(4) . . . . ?
Zn1 O2 C18 C17 -158.40(17) . . . . ?
Zn1 O2 C18 C13 22.4(3) . . . . ?
C16 C17 C18 O2 178.3(2) . . . . ?
C16 C17 C18 C13 -2.5(4) . . . . ?
C12 C13 C18 O2 -0.8(4) . . . . ?
C14 C13 C18 O2 178.1(2) . . . . ?
C12 C13 C18 C17 179.9(2) . . . . ?
C14 C13 C18 C17 -1.1(3) . . . . ?
C23 N5 C19 C20 2.1(4) . . . . ?
Zn1 N5 C19 C20 -172.8(2) . . . . ?
N5 C19 C20 C21 0.5(5) . . . . ?
C19 C20 C21 C22 -2.8(4) . . . . ?
C19 C20 C21 C24 176.3(3) . . . . ?
C20 C21 C22 C23 2.4(4) . . . . ?
C24 C21 C22 C23 -176.7(2) . . . . ?
C19 N5 C23 C22 -2.5(4) . . . . ?
Zn1 N5 C23 C22 172.7(2) . . . . ?
C21 C22 C23 N5 0.2(4) . . . . ?
C20 C21 C24 C28 -150.7(3) . . . . ?
C22 C21 C24 C28 28.3(4) . . . . ?
C20 C21 C24 C25 30.2(4) . . . . ?
C22 C21 C24 C25 -150.8(3) . . . . ?
C28 C24 C25 C26 1.4(5) . . . . ?
C21 C24 C25 C26 -179.4(3) . . . . ?
C27 N6 C26 C25 -2.6(6) . . . . ?
C24 C25 C26 N6 0.5(6) . . . . ?
C26 N6 C27 C28 2.8(7) . . . . ?
C25 C24 C28 C27 -1.3(6) . . . . ?
C21 C24 C28 C27 179.5(3) . . . . ?
N6 C27 C28 C24 -1.0(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C35 H35B O2 0.98 2.32 3.267(5) 162.7 4_665 yes
O11 H11 O1 0.84 1.89 2.731(3) 176.3 4_665 yes
C37 H37C N1 0.98 2.53 3.210(8) 126.4 3_656 yes
C37 H37A O7 0.98 2.45 3.062(9) 120.4 2_556 yes
O10 H10A N2 0.81 2.42 3.099(6) 143.2 2 yes
O10 H10A O7 0.81 2.50 3.109(5) 133.5 2_556 yes
C28 H28 O10 0.95 2.58 3.381(6) 141.7 4_666 yes
C25 H25 O1 0.95 2.54 3.442(4) 159.3 2_556 yes
C22 H22 O10 0.95 2.57 3.500(5) 165.7 4_666 yes
C17 H17 O10 0.95 2.66 3.590(5) 166.7 4_566 yes
C10 H10 N6 0.95 2.59 3.297(3) 131.1 4_566 yes
O7 H7A N6 0.84 1.90 2.730(3) 171.1 4_566 yes
O3 H3 O11 0.84 1.79 2.619(3) 167.7 1_455 yes
O3 H3 O11 0.84 1.79 2.619(3) 167.7 1_455 yes
O7 H7A N6 0.84 1.90 2.730(3) 171.1 4_566 yes
C10 H10 N6 0.95 2.59 3.297(3) 131.1 4_566 yes
C17 H17 O10 0.95 2.66 3.590(5) 166.7 4_566 yes
C22 H22 O10 0.95 2.57 3.500(5) 165.7 4_666 yes
C25 H25 O1 0.95 2.54 3.442(4) 159.3 2_556 yes
C28 H28 O3 0.95 2.60 3.055(5) 109.9 1_655 yes
C28 H28 O10 0.95 2.58 3.381(6) 141.7 4_666 yes
O10 H10A O7 0.81 2.50 3.109(5) 133.5 2_556 yes
O10 H10A N2 0.81 2.42 3.099(6) 143.2 2 yes
C37 H37A O7 0.98 2.45 3.062(9) 120.4 2_556 yes
C37 H37C N1 0.98 2.53 3.210(8) 126.4 3_656 yes
O11 H11 O1 0.84 1.89 2.731(3) 176.3 4_665 yes
C35 H35B O2 0.98 2.32 3.267(5) 162.7 4_665 yes
O3 H3 O11 0.84 1.79 2.619(3) 167.7 1_455 yes
O7 H7A N6 0.84 1.90 2.730(3) 171.1 4_566 yes
C10 H10 N6 0.95 2.59 3.297(3) 131.1 4_566 yes
C17 H17 O10 0.95 2.66 3.590(5) 166.7 4_566 yes
C22 H22 O10 0.95 2.57 3.500(5) 165.7 4_666 yes
C25 H25 O1 0.95 2.54 3.442(4) 159.3 2_556 yes
C28 H28 O10 0.95 2.58 3.381(6) 141.7 4_666 yes
O10 H10A O7 0.81 2.50 3.109(5) 133.5 2_556 yes
O10 H10A N2 0.81 2.42 3.099(6) 143.2 2 yes
C37 H37A O7 0.98 2.45 3.062(9) 120.4 2_556 yes
C37 H37C N1 0.98 2.53 3.210(8) 126.4 3_656 yes
O11 H11 O1 0.84 1.89 2.731(3) 176.3 4_665 yes
C35 H35B O2 0.98 2.32 3.267(5) 162.7 4_665 yes

_refine_diff_density_max         0.826
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.072

