# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

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

data_p-1111
_audit_block_doi                 10.5517/ccdc.csd.cc1ny6vn
_database_code_depnum_ccdc_archive 'CCDC 1547422'
_audit_update_record             
;
2017-05-02 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;
_audit_creation_date             2017-05-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H27 N3 O7 Zn, 3(C3 H7 N O)'
_chemical_formula_sum            'C34 H48 N6 O10 Zn'
_chemical_formula_weight         766.15
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.9976(17)
_cell_length_b                   13.561(2)
_cell_length_c                   14.593(3)
_cell_angle_alpha                89.719(4)
_cell_angle_beta                 71.759(4)
_cell_angle_gamma                80.909(4)
_cell_volume                     1853.4(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2626
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      24.53
_cell_measurement_theta_min      2.21
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.726
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_unetI/netI     0.1459
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11327
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         1.471
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4305
_reflns_number_total             7198
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.141
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     468
_refine_ls_number_reflns         7198
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1316
_refine_ls_R_factor_gt           0.0678
_refine_ls_restrained_S_all      0.983
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0706P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1402
_refine_ls_wR_factor_ref         0.1727
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C11(H11A,H11B), C12(H12A,H12B), C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), C17(H17), C4(H4), C6(H6), C23(H23), C21(H21), C3(H3),
 C18(H18), C7(H7), C20(H20), C29(H29), C32(H32), C26(H26)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C), C27(H27A,H27B,H27C), C34(H34A,H34B,
 H34C), C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C30(H30A,H30B,H30C), C28(H28A,
 H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.14591(6) 0.04109(4) 1.00042(4) 0.01712(18) Uani 1 1 d . . . . .
O7 O -0.3448(3) 0.0942(3) 1.0109(2) 0.0221(8) Uani 1 1 d . . . . .
O1 O -0.0430(4) 0.1408(3) 0.9083(2) 0.0262(9) Uani 1 1 d . . . . .
O4 O -0.0035(4) 0.6210(3) 0.4954(3) 0.0307(9) Uani 1 1 d . . . . .
O3 O 0.4889(4) 0.3699(3) 0.5425(3) 0.0392(11) Uani 1 1 d . . . . .
N3 N -0.5156(4) 0.2226(3) 1.0048(3) 0.0199(10) Uani 1 1 d . . . . .
N2 N 0.2355(4) 0.5944(3) 0.4602(3) 0.0249(10) Uani 1 1 d . . . . .
H2 H 0.3065 0.6140 0.4718 0.030 Uiso 1 1 calc R . . . .
N1 N 0.2946(4) 0.3881(3) 0.4937(3) 0.0239(10) Uani 1 1 d . . . . .
H1 H 0.2060 0.3821 0.5085 0.029 Uiso 1 1 calc R . . . .
C15 C 0.1045(5) 0.6348(4) 0.5142(4) 0.0205(11) Uani 1 1 d . . . . .
C1 C 0.0915(5) 0.1357(4) 0.8814(3) 0.0195(11) Uani 1 1 d . . . . .
C8 C 0.3634(5) 0.3601(4) 0.5565(3) 0.0214(12) Uani 1 1 d . . . . .
C17 C 0.1957(5) 0.6885(4) 0.6471(4) 0.0245(12) Uani 1 1 d . . . . .
H17 H 0.2788 0.6420 0.6232 0.029 Uiso 1 1 calc R . . . .
C2 C 0.1554(5) 0.2039(4) 0.8051(3) 0.0166(11) Uani 1 1 d . . . . .
C4 C 0.3637(5) 0.2610(4) 0.6999(4) 0.0233(12) Uani 1 1 d . . . . .
H4 H 0.4608 0.2633 0.6832 0.028 Uiso 1 1 calc R . . . .
C5 C 0.2844(5) 0.3120(4) 0.6460(3) 0.0208(12) Uani 1 1 d . . . . .
C9 C 0.3617(5) 0.4286(4) 0.4010(4) 0.0231(12) Uani 1 1 d . . . . .
H9 H 0.4503 0.4495 0.4029 0.028 Uiso 1 1 calc R . . . .
C6 C 0.1369(5) 0.3127(4) 0.6766(4) 0.0255(12) Uani 1 1 d . . . . .
H6 H 0.0810 0.3486 0.6434 0.031 Uiso 1 1 calc R . . . .
C14 C 0.2665(6) 0.5184(4) 0.3821(3) 0.0239(12) Uani 1 1 d . . . . .
H14 H 0.1762 0.4977 0.3838 0.029 Uiso 1 1 calc R . . . .
C23 C -0.3825(5) 0.1818(4) 0.9910(3) 0.0212(12) Uani 1 1 d . . . . .
H23 H -0.3119 0.2204 0.9648 0.025 Uiso 1 1 calc R . . . .
C25 C -0.6314(5) 0.1662(4) 1.0413(4) 0.0351(15) Uani 1 1 d . . . . .
H25A H -0.6780 0.1615 0.9935 0.053 Uiso 1 1 calc GR . . . .
H25B H -0.6988 0.1994 1.0991 0.053 Uiso 1 1 calc GR . . . .
H25C H -0.5940 0.1003 1.0554 0.053 Uiso 1 1 calc GR . . . .
C21 C -0.0331(5) 0.7683(4) 0.6381(4) 0.0251(13) Uani 1 1 d . . . . .
H21 H -0.1029 0.7756 0.6077 0.030 Uiso 1 1 calc R . . . .
C3 C 0.3014(5) 0.2071(4) 0.7776(4) 0.0243(12) Uani 1 1 d . . . . .
H3 H 0.3570 0.1728 0.8118 0.029 Uiso 1 1 calc R . . . .
C16 C 0.0917(5) 0.6976(4) 0.6008(4) 0.0218(12) Uani 1 1 d . . . . .
C18 C 0.1756(5) 0.7483(4) 0.7284(4) 0.0261(13) Uani 1 1 d . . . . .
H18 H 0.2456 0.7416 0.7586 0.031 Uiso 1 1 calc R . . . .
C7 C 0.0738(5) 0.2608(4) 0.7555(4) 0.0257(12) Uani 1 1 d . . . . .
H7 H -0.0247 0.2636 0.7760 0.031 Uiso 1 1 calc R . . . .
C24 C -0.5490(6) 0.3227(4) 0.9716(4) 0.0309(14) Uani 1 1 d . . . . .
H24A H -0.4675 0.3559 0.9595 0.046 Uiso 1 1 calc GR . . . .
H24B H -0.6285 0.3605 1.0203 0.046 Uiso 1 1 calc GR . . . .
H24C H -0.5728 0.3175 0.9131 0.046 Uiso 1 1 calc GR . . . .
C13 C 0.3299(6) 0.5587(4) 0.2837(4) 0.0301(13) Uani 1 1 d . . . . .
H13A H 0.4151 0.5853 0.2821 0.036 Uiso 1 1 calc R . . . .
H13B H 0.2618 0.6128 0.2723 0.036 Uiso 1 1 calc R . . . .
C20 C -0.0525(5) 0.8268(4) 0.7193(4) 0.0246(12) Uani 1 1 d . . . . .
H20 H -0.1361 0.8727 0.7438 0.030 Uiso 1 1 calc R . . . .
C11 C 0.4668(7) 0.3872(5) 0.2206(4) 0.0384(15) Uani 1 1 d . . . . .
H11A H 0.5574 0.4065 0.2178 0.046 Uiso 1 1 calc R . . . .
H11B H 0.4849 0.3358 0.1702 0.046 Uiso 1 1 calc R . . . .
C12 C 0.3680(7) 0.4766(4) 0.2040(4) 0.0377(15) Uani 1 1 d . . . . .
H12A H 0.2811 0.4555 0.2010 0.045 Uiso 1 1 calc R . . . .
H12B H 0.4132 0.5034 0.1423 0.045 Uiso 1 1 calc R . . . .
C10 C 0.4003(6) 0.3458(4) 0.3192(4) 0.0304(13) Uani 1 1 d . . . . .
H10A H 0.4670 0.2909 0.3307 0.037 Uiso 1 1 calc R . . . .
H10B H 0.3148 0.3203 0.3196 0.037 Uiso 1 1 calc R . . . .
O6 O -0.0850(4) 0.9435(3) 0.8843(3) 0.0288(9) Uani 1 1 d . . . . .
C22 C 0.0307(5) 0.8848(4) 0.8527(4) 0.0220(12) Uani 1 1 d . . . . .
C19 C 0.0520(5) 0.8184(4) 0.7658(4) 0.0224(12) Uani 1 1 d . . . . .
O2 O 0.1748(4) 0.0758(3) 0.9121(3) 0.0299(9) Uani 1 1 d . . . . .
O5 O 0.1314(4) 0.8757(3) 0.8883(2) 0.0287(9) Uani 1 1 d . . . . .
O9 O 0.6313(4) 0.1667(3) 0.7806(3) 0.0448(12) Uani 1 1 d . . . . .
N5 N 0.8348(5) 0.1061(4) 0.6593(3) 0.0306(11) Uani 1 1 d . . . . .
O8 O -0.2659(5) 0.4093(3) 1.0120(3) 0.0510(12) Uani 1 1 d . . . . .
N4 N -0.0997(5) 0.4246(4) 1.0860(4) 0.0338(12) Uani 1 1 d . . . . .
N6 N -0.5156(5) 0.9272(4) 0.6416(3) 0.0322(12) Uani 1 1 d . . . . .
O10 O -0.2916(5) 0.8631(4) 0.5447(3) 0.0545(13) Uani 1 1 d . . . . .
C29 C 0.7573(6) 0.1314(5) 0.7499(4) 0.0350(15) Uani 1 1 d . . . . .
H29 H 0.8048 0.1209 0.7955 0.042 Uiso 1 1 calc R . . . .
C27 C -0.1826(7) 0.5128(5) 1.1447(5) 0.0448(17) Uani 1 1 d . . . . .
H27A H -0.2686 0.5326 1.1285 0.067 Uiso 1 1 calc GR . . . .
H27B H -0.1276 0.5662 1.1327 0.067 Uiso 1 1 calc GR . . . .
H27C H -0.2064 0.4980 1.2118 0.067 Uiso 1 1 calc GR . . . .
C32 C -0.4197(7) 0.8894(5) 0.5590(5) 0.0407(16) Uani 1 1 d . . . . .
H32 H -0.4530 0.8823 0.5070 0.049 Uiso 1 1 calc R . . . .
C26 C -0.1517(7) 0.3800(5) 1.0258(4) 0.0394(15) Uani 1 1 d . . . . .
H26 H -0.0965 0.3221 0.9917 0.047 Uiso 1 1 calc R . . . .
C34 C -0.4752(7) 0.9368(5) 0.7287(4) 0.0491(18) Uani 1 1 d . . . . .
H34A H -0.3846 0.8954 0.7206 0.074 Uiso 1 1 calc GR . . . .
H34B H -0.5462 0.9159 0.7830 0.074 Uiso 1 1 calc GR . . . .
H34C H -0.4682 1.0052 0.7397 0.074 Uiso 1 1 calc GR . . . .
C31 C 0.9852(6) 0.0675(5) 0.6297(5) 0.0456(17) Uani 1 1 d . . . . .
H31A H 1.0181 0.0653 0.6849 0.068 Uiso 1 1 calc GR . . . .
H31B H 1.0358 0.1101 0.5833 0.068 Uiso 1 1 calc GR . . . .
H31C H 1.0020 0.0013 0.6010 0.068 Uiso 1 1 calc GR . . . .
C33 C -0.6613(6) 0.9643(5) 0.6491(4) 0.0432(16) Uani 1 1 d . . . . .
H33A H -0.6777 1.0360 0.6545 0.065 Uiso 1 1 calc GR . . . .
H33B H -0.7234 0.9390 0.7053 0.065 Uiso 1 1 calc GR . . . .
H33C H -0.6802 0.9426 0.5926 0.065 Uiso 1 1 calc GR . . . .
C30 C 0.7672(7) 0.1156(5) 0.5830(4) 0.0486(18) Uani 1 1 d . . . . .
H30A H 0.7685 0.0503 0.5573 0.073 Uiso 1 1 calc GR . . . .
H30B H 0.8186 0.1539 0.5325 0.073 Uiso 1 1 calc GR . . . .
H30C H 0.6702 0.1488 0.6095 0.073 Uiso 1 1 calc GR . . . .
C28 C 0.0390(7) 0.3877(5) 1.0951(6) 0.060(2) Uani 1 1 d . . . . .
H28A H 0.1004 0.4366 1.0734 0.090 Uiso 1 1 calc GR . . . .
H28B H 0.0797 0.3267 1.0565 0.090 Uiso 1 1 calc GR . . . .
H28C H 0.0292 0.3752 1.1615 0.090 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Zn1 2.9504(12) 2_557 ?
Zn1 O7 1.963(3) . ?
Zn1 O1 2.062(4) . ?
Zn1 O6 2.029(3) 1_545 ?
Zn1 O2 2.030(4) 2_557 ?
Zn1 O5 2.037(3) 2_567 ?
O7 C23 1.250(6) . ?
O1 C1 1.268(6) . ?
O4 C15 1.236(6) . ?
O3 C8 1.236(6) . ?
N3 C23 1.310(6) . ?
N3 C25 1.449(7) . ?
N3 C24 1.464(6) . ?
N2 H2 0.8600 . ?
N2 C15 1.330(6) . ?
N2 C14 1.465(6) . ?
N1 H1 0.8600 . ?
N1 C8 1.329(6) . ?
N1 C9 1.457(6) . ?
C15 C16 1.487(7) . ?
C1 C2 1.494(7) . ?
C1 O2 1.253(5) . ?
C8 C5 1.504(7) . ?
C17 H17 0.9300 . ?
C17 C16 1.397(7) . ?
C17 C18 1.383(7) . ?
C2 C3 1.395(7) . ?
C2 C7 1.397(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.393(7) . ?
C4 C3 1.377(7) . ?
C5 C6 1.399(7) . ?
C9 H9 0.9800 . ?
C9 C14 1.503(7) . ?
C9 C10 1.556(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(7) . ?
C14 H14 0.9800 . ?
C14 C13 1.515(7) . ?
C23 H23 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C16 1.406(7) . ?
C21 C20 1.373(7) . ?
C3 H3 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.393(7) . ?
C7 H7 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C12 1.529(7) . ?
C20 H20 0.9300 . ?
C20 C19 1.403(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.508(8) . ?
C11 C10 1.529(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
O6 Zn1 2.029(3) 1_565 ?
O6 C22 1.250(6) . ?
C22 C19 1.499(7) . ?
C22 O5 1.260(6) . ?
O2 Zn1 2.030(4) 2_557 ?
O5 Zn1 2.037(3) 2_567 ?
O9 C29 1.215(6) . ?
N5 C29 1.320(7) . ?
N5 C31 1.438(7) . ?
N5 C30 1.468(7) . ?
O8 C26 1.226(7) . ?
N4 C27 1.451(7) . ?
N4 C26 1.340(7) . ?
N4 C28 1.445(7) . ?
N6 C32 1.327(7) . ?
N6 C34 1.461(7) . ?
N6 C33 1.433(7) . ?
O10 C32 1.226(7) . ?
C29 H29 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C32 H32 0.9300 . ?
C26 H26 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
O7 Zn1 Zn1 175.90(10) . 2_557 ?
O7 Zn1 O1 100.01(14) . . ?
O7 Zn1 O6 102.48(14) . 1_545 ?
O7 Zn1 O2 100.28(14) . 2_557 ?
O7 Zn1 O5 98.08(14) . 2_567 ?
O1 Zn1 Zn1 83.11(9) . 2_557 ?
O6 Zn1 Zn1 80.25(10) 1_545 2_557 ?
O6 Zn1 O1 86.92(15) 1_545 . ?
O6 Zn1 O2 89.05(16) 1_545 2_557 ?
O6 Zn1 O5 159.35(14) 1_545 2_567 ?
O2 Zn1 Zn1 76.60(10) 2_557 2_557 ?
O2 Zn1 O1 159.70(13) 2_557 . ?
O2 Zn1 O5 89.17(15) 2_557 2_567 ?
O5 Zn1 Zn1 79.32(10) 2_567 2_557 ?
O5 Zn1 O1 87.65(15) 2_567 . ?
C23 O7 Zn1 122.2(3) . . ?
C1 O1 Zn1 122.4(3) . . ?
C23 N3 C25 121.4(4) . . ?
C23 N3 C24 120.2(4) . . ?
C25 N3 C24 117.9(4) . . ?
C15 N2 H2 117.9 . . ?
C15 N2 C14 124.1(4) . . ?
C14 N2 H2 117.9 . . ?
C8 N1 H1 118.4 . . ?
C8 N1 C9 123.2(4) . . ?
C9 N1 H1 118.4 . . ?
O4 C15 N2 122.6(5) . . ?
O4 C15 C16 120.3(4) . . ?
N2 C15 C16 117.1(4) . . ?
O1 C1 C2 117.5(4) . . ?
O2 C1 O1 124.8(5) . . ?
O2 C1 C2 117.7(4) . . ?
O3 C8 N1 122.4(5) . . ?
O3 C8 C5 119.9(4) . . ?
N1 C8 C5 117.6(4) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C18 C17 C16 120.3(5) . . ?
C3 C2 C1 120.2(4) . . ?
C3 C2 C7 118.2(5) . . ?
C7 C2 C1 121.5(4) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.5(5) . . ?
C4 C5 C8 117.9(4) . . ?
C4 C5 C6 118.0(5) . . ?
C6 C5 C8 124.0(4) . . ?
N1 C9 H9 108.3 . . ?
N1 C9 C14 111.0(4) . . ?
N1 C9 C10 109.7(4) . . ?
C14 C9 H9 108.3 . . ?
C14 C9 C10 111.2(4) . . ?
C10 C9 H9 108.3 . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.6(5) . . ?
C7 C6 H6 119.7 . . ?
N2 C14 C9 108.9(4) . . ?
N2 C14 H14 107.8 . . ?
N2 C14 C13 112.0(4) . . ?
C9 C14 H14 107.8 . . ?
C9 C14 C13 112.2(4) . . ?
C13 C14 H14 107.8 . . ?
O7 C23 N3 124.0(5) . . ?
O7 C23 H23 118.0 . . ?
N3 C23 H23 118.0 . . ?
N3 C25 H25A 109.5 . . ?
N3 C25 H25B 109.5 . . ?
N3 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C16 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C16 120.3(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(5) . . ?
C4 C3 H3 119.8 . . ?
C17 C16 C15 123.4(4) . . ?
C17 C16 C21 118.9(4) . . ?
C21 C16 C15 117.7(4) . . ?
C17 C18 H18 119.5 . . ?
C17 C18 C19 121.0(5) . . ?
C19 C18 H18 119.5 . . ?
C2 C7 H7 119.4 . . ?
C6 C7 C2 121.1(5) . . ?
C6 C7 H7 119.4 . . ?
N3 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
N3 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C14 C13 C12 110.9(5) . . ?
H13A C13 H13B 108.0 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C21 C20 H20 119.5 . . ?
C21 C20 C19 121.0(4) . . ?
C19 C20 H20 119.5 . . ?
H11A C11 H11B 108.1 . . ?
C12 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
C12 C11 C10 110.2(5) . . ?
C10 C11 H11A 109.6 . . ?
C10 C11 H11B 109.6 . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C11 C12 C13 112.2(4) . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C11 C10 C9 110.7(5) . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C22 O6 Zn1 127.0(3) . 1_565 ?
O6 C22 C19 117.8(4) . . ?
O6 C22 O5 125.6(5) . . ?
O5 C22 C19 116.6(4) . . ?
C18 C19 C20 118.4(5) . . ?
C18 C19 C22 121.3(4) . . ?
C20 C19 C22 120.2(4) . . ?
C1 O2 Zn1 132.9(3) . 2_557 ?
C22 O5 Zn1 127.6(3) . 2_567 ?
C29 N5 C31 123.5(5) . . ?
C29 N5 C30 119.9(5) . . ?
C31 N5 C30 116.6(5) . . ?
C26 N4 C27 120.4(5) . . ?
C26 N4 C28 122.1(5) . . ?
C28 N4 C27 117.6(5) . . ?
C32 N6 C34 121.0(5) . . ?
C32 N6 C33 122.1(5) . . ?
C33 N6 C34 116.8(5) . . ?
O9 C29 N5 127.6(5) . . ?
O9 C29 H29 116.2 . . ?
N5 C29 H29 116.2 . . ?
N4 C27 H27A 109.5 . . ?
N4 C27 H27B 109.5 . . ?
N4 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N6 C32 H32 116.9 . . ?
O10 C32 N6 126.3(6) . . ?
O10 C32 H32 116.9 . . ?
O8 C26 N4 125.4(6) . . ?
O8 C26 H26 117.3 . . ?
N4 C26 H26 117.3 . . ?
N6 C34 H34A 109.5 . . ?
N6 C34 H34B 109.5 . . ?
N6 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N5 C31 H31A 109.5 . . ?
N5 C31 H31B 109.5 . . ?
N5 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N6 C33 H33A 109.5 . . ?
N6 C33 H33B 109.5 . . ?
N6 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N5 C30 H30A 109.5 . . ?
N5 C30 H30B 109.5 . . ?
N5 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N4 C28 H28A 109.5 . . ?
N4 C28 H28B 109.5 . . ?
N4 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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 O7 C23 N3 -174.0(3) . . . . ?
Zn1 O1 C1 C2 172.5(3) . . . . ?
Zn1 O1 C1 O2 -5.4(7) . . . . ?
Zn1 O6 C22 C19 179.4(3) 1_565 . . . ?
Zn1 O6 C22 O5 0.2(8) 1_565 . . . ?
O1 C1 C2 C3 175.2(4) . . . . ?
O1 C1 C2 C7 -8.9(7) . . . . ?
O1 C1 O2 Zn1 7.1(8) . . . 2_557 ?
O4 C15 C16 C17 155.7(5) . . . . ?
O4 C15 C16 C21 -23.3(8) . . . . ?
O3 C8 C5 C4 -13.5(7) . . . . ?
O3 C8 C5 C6 168.6(5) . . . . ?
N2 C15 C16 C17 -23.5(8) . . . . ?
N2 C15 C16 C21 157.5(5) . . . . ?
N2 C14 C13 C12 177.2(4) . . . . ?
N1 C8 C5 C4 164.7(5) . . . . ?
N1 C8 C5 C6 -13.2(8) . . . . ?
N1 C9 C14 N2 58.5(6) . . . . ?
N1 C9 C14 C13 -176.8(4) . . . . ?
N1 C9 C10 C11 178.3(4) . . . . ?
C15 N2 C14 C9 -124.3(5) . . . . ?
C15 N2 C14 C13 111.0(6) . . . . ?
C1 C2 C3 C4 172.5(5) . . . . ?
C1 C2 C7 C6 -171.0(5) . . . . ?
C8 N1 C9 C14 -135.6(5) . . . . ?
C8 N1 C9 C10 101.1(6) . . . . ?
C8 C5 C6 C7 175.2(5) . . . . ?
C17 C18 C19 C20 0.3(8) . . . . ?
C17 C18 C19 C22 -178.8(5) . . . . ?
C2 C1 O2 Zn1 -170.8(3) . . . 2_557 ?
C4 C5 C6 C7 -2.7(8) . . . . ?
C5 C4 C3 C2 -1.1(8) . . . . ?
C5 C6 C7 C2 -1.8(8) . . . . ?
C9 N1 C8 O3 2.9(8) . . . . ?
C9 N1 C8 C5 -175.2(4) . . . . ?
C9 C14 C13 C12 54.3(6) . . . . ?
C14 N2 C15 O4 -9.4(8) . . . . ?
C14 N2 C15 C16 169.8(4) . . . . ?
C14 C9 C10 C11 55.1(6) . . . . ?
C14 C13 C12 C11 -55.6(7) . . . . ?
C25 N3 C23 O7 -2.8(7) . . . . ?
C21 C20 C19 C18 -0.7(8) . . . . ?
C21 C20 C19 C22 178.3(5) . . . . ?
C3 C2 C7 C6 4.9(8) . . . . ?
C3 C4 C5 C8 -173.9(5) . . . . ?
C3 C4 C5 C6 4.2(8) . . . . ?
C16 C17 C18 C19 0.1(9) . . . . ?
C16 C21 C20 C19 0.9(8) . . . . ?
C18 C17 C16 C15 -178.9(5) . . . . ?
C18 C17 C16 C21 0.1(8) . . . . ?
C7 C2 C3 C4 -3.5(7) . . . . ?
C24 N3 C23 O7 -174.7(5) . . . . ?
C20 C21 C16 C15 178.5(5) . . . . ?
C20 C21 C16 C17 -0.5(8) . . . . ?
C12 C11 C10 C9 -55.8(6) . . . . ?
C10 C9 C14 N2 -179.1(4) . . . . ?
C10 C9 C14 C13 -54.4(6) . . . . ?
C10 C11 C12 C13 56.7(7) . . . . ?
O6 C22 C19 C18 -177.5(5) . . . . ?
O6 C22 C19 C20 3.5(8) . . . . ?
O6 C22 O5 Zn1 -5.2(8) . . . 2_567 ?
C19 C22 O5 Zn1 175.6(3) . . . 2_567 ?
O2 C1 C2 C3 -6.7(7) . . . . ?
O2 C1 C2 C7 169.2(5) . . . . ?
O5 C22 C19 C18 1.8(8) . . . . ?
O5 C22 C19 C20 -177.3(5) . . . . ?
C27 N4 C26 O8 2.6(10) . . . . ?
C34 N6 C32 O10 -3.1(10) . . . . ?
C31 N5 C29 O9 178.0(6) . . . . ?
C33 N6 C32 O10 174.3(6) . . . . ?
C30 N5 C29 O9 -3.0(10) . . . . ?
C28 N4 C26 O8 -177.3(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p211
_audit_block_doi                 10.5517/ccdc.csd.cc1ny6wp
_database_code_depnum_ccdc_archive 'CCDC 1547423'
_audit_update_record             
;
2017-11-30 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;
_audit_creation_date             2017-11-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H20 N2 O6 Zn0.8'
_chemical_formula_sum            'C22 H20 N2 O6 Zn0.81'
_chemical_formula_weight         461.02
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_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                   12.900(8)
_cell_length_b                   5.117(3)
_cell_length_c                   36.695(19)
_cell_angle_alpha                90
_cell_angle_beta                 109.440(18)
_cell_angle_gamma                90
_cell_volume                     2284(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2238
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.07
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.914
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             953
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0908
_diffrn_reflns_av_unetI/netI     0.1167
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            11554
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         1.177
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3448
_reflns_number_total             4474
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.707
_refine_diff_density_min         -1.370
_refine_diff_density_rms         0.245
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4474
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.2559
_refine_ls_R_factor_gt           0.2314
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1003P)²+139.1718P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5155
_refine_ls_wR_factor_ref         0.5282
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Uiso/Uaniso restraints and constraints
Zn1 \\sim Zn1': within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
Uanis(C16) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(Zn1) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(Zn1) \\sim Ueq, Uanis(Zn1') \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(C9) \\sim Ueq, Uanis(C14) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3.a Ternary CH refined with riding coordinates:
 C14(H14), C9(H9)
3.b Secondary CH2 refined with riding coordinates:
 C12(H12a,H12b), C10(H10a,H10b), C13(H13a,H13b), C11(H11a,H11b)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C20(H20), C7(H7), C18(H18), C21(H21), C17(H17), C6(H6),
 C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.1167(11) 0.629(3) 0.2205(4) 0.044(3) Uani 1 1 d . . . . .
O2 O 0.0159(10) 0.272(2) 0.2125(4) 0.036(3) Uani 1 1 d . . . . .
O5 O 0.9006(11) 0.814(3) 0.1998(4) 0.053(4) Uani 1 1 d . . . . .
O6 O 0.8165(11) 0.504(3) 0.2219(3) 0.048(4) Uani 1 1 d . . . . .
O3 O 0.1563(10) -0.020(2) 0.0480(3) 0.030(3) Uani 1 1 d . U . . .
O4 O 0.4242(10) 1.013(2) 0.0449(3) 0.034(3) Uani 1 1 d . . . . .
N1 N 0.1806(11) 0.420(3) 0.0408(4) 0.027(3) Uani 1 1 d . . . . .
H1 H 0.1758 0.5749 0.0492 0.033 Uiso 1 1 calc R . . . .
N2 N 0.3887(10) 0.575(2) 0.0413(4) 0.023(3) Uani 1 1 d . . . . .
H2 H 0.4075 0.4241 0.0518 0.028 Uiso 1 1 calc R . . . .
C22 C 0.8177(13) 0.673(4) 0.1982(5) 0.037(5) Uani 1 1 d . . . . .
C15 C 0.4493(12) 0.790(3) 0.0587(4) 0.023(3) Uani 1 1 d . . . . .
C20 C 0.7136(14) 0.901(3) 0.1370(5) 0.034(4) Uani 1 1 d . . . . .
H20 H 0.7702 1.0226 0.1425 0.041 Uiso 1 1 calc R . . . .
C7 C 0.0528(14) 0.151(3) 0.1430(4) 0.030(4) Uani 1 1 d . . . . .
H7 H 0.0057 0.0428 0.1506 0.036 Uiso 1 1 calc R . . . .
C14 C 0.2945(11) 0.591(3) 0.0061(4) 0.020(3) Uani 1 1 d . U . . .
H14 H 0.2608 0.7639 0.0054 0.025 Uiso 1 1 calc R . . . .
C12 C 0.2280(14) 0.588(3) -0.0667(4) 0.029(4) Uani 1 1 d . . . . .
H12A H 0.1970 0.7620 -0.0683 0.035 Uiso 1 1 calc R . . . .
H12B H 0.2515 0.5626 -0.0889 0.035 Uiso 1 1 calc R . . . .
C18 C 0.6334(13) 0.516(3) 0.1545(4) 0.024(3) Uani 1 1 d . . . . .
H18 H 0.6358 0.3800 0.1716 0.028 Uiso 1 1 calc R . . . .
C9 C 0.2102(12) 0.389(3) 0.0056(4) 0.023(3) Uani 1 1 d . U . . .
H9 H 0.2410 0.2145 0.0053 0.027 Uiso 1 1 calc R U . . .
C21 C 0.6238(14) 0.921(3) 0.1029(5) 0.034(4) Uani 1 1 d . . . . .
H21 H 0.6211 1.0546 0.0855 0.041 Uiso 1 1 calc R . . . .
C1 C 0.0749(13) 0.423(3) 0.2021(5) 0.034(4) Uani 1 1 d . . . . .
C17 C 0.5447(13) 0.542(3) 0.1200(4) 0.028(3) Uani 1 1 d . . . . .
H17 H 0.4878 0.4204 0.1137 0.033 Uiso 1 1 calc R . . . .
C8 C 0.1602(14) 0.207(3) 0.0606(5) 0.031(4) Uani 1 1 d . . . . .
C10 C 0.1088(12) 0.426(3) -0.0304(5) 0.026(3) Uani 1 1 d . . . . .
H10A H 0.0785 0.5991 -0.0302 0.031 Uiso 1 1 calc R . . . .
H10B H 0.0530 0.2987 -0.0303 0.031 Uiso 1 1 calc R . . . .
C2 C 0.1028(13) 0.359(3) 0.1663(5) 0.029(4) Uani 1 1 d . . . . .
C5 C 0.1412(12) 0.264(3) 0.0977(5) 0.028(4) Uani 1 1 d . . . . .
C13 C 0.3283(14) 0.566(3) -0.0295(4) 0.028(3) Uani 1 1 d . . . . .
H13A H 0.3638 0.3984 -0.0291 0.033 Uiso 1 1 calc R . . . .
H13B H 0.3808 0.7021 -0.0294 0.033 Uiso 1 1 calc R . . . .
C19 C 0.7184(12) 0.700(3) 0.1626(4) 0.024(3) Uani 1 1 d . . . . .
C6 C 0.0709(13) 0.099(3) 0.1085(5) 0.033(4) Uani 1 1 d . . . . .
H6 H 0.0372 -0.0421 0.0931 0.039 Uiso 1 1 calc R . . . .
C3 C 0.1704(15) 0.519(4) 0.1546(5) 0.038(4) Uani 1 1 d . . . . .
H3 H 0.2038 0.6595 0.1702 0.046 Uiso 1 1 calc R . . . .
C16 C 0.5416(12) 0.747(3) 0.0953(4) 0.021(3) Uani 1 1 d . U . . .
C4 C 0.1901(13) 0.481(3) 0.1212(5) 0.029(4) Uani 1 1 d . . . . .
H4 H 0.2353 0.5946 0.1136 0.035 Uiso 1 1 calc R . . . .
C11 C 0.1412(14) 0.390(3) -0.0676(5) 0.032(4) Uani 1 1 d . . . . .
H11A H 0.1692 0.2144 -0.0683 0.039 Uiso 1 1 calc R . . . .
H11B H 0.0772 0.4145 -0.0905 0.039 Uiso 1 1 calc R . . . .
Zn1 Zn 0.0423(2) 0.8985(8) 0.24070(8) 0.0236(12) Uani 0.579(11) 1 d . U . A -1
Zn1' Zn 0.0578(9) 0.702(3) 0.2571(3) 0.046(5) Uani 0.226(11) 1 d . U . A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.27(2) . ?
O1 Zn1 1.962(14) . ?
O1 Zn1' 1.789(15) . ?
O2 C1 1.229(19) . ?
O2 Zn1' 1.728(15) 2_545 ?
O5 C22 1.28(2) . ?
O5 Zn1' 2.454(18) 1_655 ?
O5 Zn1' 2.48(2) 2_655 ?
O6 C22 1.23(2) . ?
O6 Zn1' 2.185(18) 2_645 ?
O3 C8 1.25(2) . ?
O4 C15 1.241(18) . ?
N1 H1 0.8600 . ?
N1 C9 1.471(18) . ?
N1 C8 1.38(2) . ?
N2 H2 0.8600 . ?
N2 C15 1.380(19) . ?
N2 C14 1.452(18) . ?
C22 C19 1.50(2) . ?
C15 C16 1.48(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.40(2) . ?
C20 C19 1.38(2) . ?
C7 H7 0.9300 . ?
C7 C2 1.39(2) . ?
C7 C6 1.39(2) . ?
C14 H14 0.9800 . ?
C14 C9 1.50(2) . ?
C14 C13 1.516(19) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.54(2) . ?
C12 C11 1.50(2) . ?
C18 H18 0.9300 . ?
C18 C17 1.40(2) . ?
C18 C19 1.40(2) . ?
C9 H9 0.9800 . ?
C9 C10 1.53(2) . ?
C21 H21 0.9300 . ?
C21 C16 1.34(2) . ?
C1 C2 1.51(2) . ?
C1 Zn1' 2.54(2) . ?
C17 H17 0.9300 . ?
C17 C16 1.38(2) . ?
C8 C5 1.49(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.57(2) . ?
C2 C3 1.37(3) . ?
C5 C6 1.39(2) . ?
C5 C4 1.42(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C6 H6 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.35(3) . ?
C4 H4 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
Zn1 Zn1' 1.155(14) . ?
Zn1' O2 1.728(15) 2 ?
Zn1' O5 2.48(2) 2_645 ?
Zn1' O5 2.454(18) 1_455 ?
Zn1' O6 2.185(19) 2_655 ?
Zn1' Zn1' 2.920(10) 2_545 ?
Zn1' Zn1' 2.920(10) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 Zn1 127.6(12) . . ?
C1 O1 Zn1' 111.2(12) . . ?
Zn1' O1 Zn1 35.5(5) . . ?
C1 O2 Zn1' 149.4(14) . 2_545 ?
C22 O5 Zn1' 118.8(12) . 2_655 ?
C22 O5 Zn1' 110.3(13) . 1_655 ?
Zn1' O5 Zn1' 72.5(5) 1_655 2_655 ?
C22 O6 Zn1' 124.3(12) . 2_645 ?
C9 N1 H1 119.1 . . ?
C8 N1 H1 119.1 . . ?
C8 N1 C9 121.8(13) . . ?
C15 N2 H2 118.6 . . ?
C15 N2 C14 122.8(13) . . ?
C14 N2 H2 118.6 . . ?
O5 C22 C19 116.6(18) . . ?
O6 C22 O5 125.0(16) . . ?
O6 C22 C19 118.1(17) . . ?
O4 C15 N2 120.9(13) . . ?
O4 C15 C16 121.8(14) . . ?
N2 C15 C16 117.3(13) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.0(16) . . ?
C2 C7 H7 119.1 . . ?
C2 C7 C6 121.8(17) . . ?
C6 C7 H7 119.1 . . ?
N2 C14 H14 107.9 . . ?
N2 C14 C9 111.1(12) . . ?
N2 C14 C13 111.5(12) . . ?
C9 C14 H14 107.9 . . ?
C9 C14 C13 110.3(12) . . ?
C13 C14 H14 107.9 . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C11 C12 C13 111.7(13) . . ?
C17 C18 H18 120.9 . . ?
C19 C18 H18 120.9 . . ?
C19 C18 C17 118.2(14) . . ?
N1 C9 C14 108.3(12) . . ?
N1 C9 H9 109.5 . . ?
N1 C9 C10 110.3(12) . . ?
C14 C9 H9 109.5 . . ?
C14 C9 C10 109.6(12) . . ?
C10 C9 H9 109.5 . . ?
C20 C21 H21 119.9 . . ?
C16 C21 C20 120.1(16) . . ?
C16 C21 H21 119.9 . . ?
O1 C1 C2 117.4(14) . . ?
O1 C1 Zn1' 41.0(9) . . ?
O2 C1 O1 123.5(17) . . ?
O2 C1 C2 119.0(15) . . ?
O2 C1 Zn1' 83.1(11) . . ?
C2 C1 Zn1' 157.3(12) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 C18 120.1(15) . . ?
C16 C17 H17 119.9 . . ?
O3 C8 N1 122.0(14) . . ?
O3 C8 C5 121.6(15) . . ?
N1 C8 C5 116.4(14) . . ?
C9 C10 H10A 109.7 . . ?
C9 C10 H10B 109.7 . . ?
C9 C10 C11 109.8(12) . . ?
H10A C10 H10B 108.2 . . ?
C11 C10 H10A 109.7 . . ?
C11 C10 H10B 109.7 . . ?
C7 C2 C1 120.6(15) . . ?
C3 C2 C7 118.7(17) . . ?
C3 C2 C1 120.4(15) . . ?
C6 C5 C8 117.5(15) . . ?
C6 C5 C4 120.3(17) . . ?
C4 C5 C8 122.1(16) . . ?
C14 C13 C12 111.0(13) . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C20 C19 C22 119.5(16) . . ?
C20 C19 C18 120.2(14) . . ?
C18 C19 C22 120.2(16) . . ?
C7 C6 C5 117.8(17) . . ?
C7 C6 H6 121.1 . . ?
C5 C6 H6 121.1 . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.2(16) . . ?
C4 C3 H3 118.9 . . ?
C21 C16 C15 115.5(14) . . ?
C21 C16 C17 121.3(14) . . ?
C17 C16 C15 123.2(14) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 C5 119.1(16) . . ?
C3 C4 H4 120.5 . . ?
C12 C11 C10 108.3(13) . . ?
C12 C11 H11A 110.0 . . ?
C12 C11 H11B 110.0 . . ?
C10 C11 H11A 110.0 . . ?
C10 C11 H11B 110.0 . . ?
H11A C11 H11B 108.4 . . ?
Zn1' Zn1 O1 64.1(6) . . ?
O1 Zn1' O5 104.8(8) . 2_645 ?
O1 Zn1' O5 80.9(7) . 1_455 ?
O1 Zn1' O6 87.8(7) . 2_655 ?
O1 Zn1' C1 27.8(6) . . ?
O1 Zn1' Zn1' 90.1(6) . 2_545 ?
O1 Zn1' Zn1' 111.6(8) . 2 ?
O2 Zn1' O1 172.3(9) 2 . ?
O2 Zn1' O5 91.7(7) 2 1_455 ?
O2 Zn1' O5 78.7(7) 2 2_645 ?
O2 Zn1' O6 97.4(7) 2 2_655 ?
O2 Zn1' C1 147.3(8) 2 . ?
O2 Zn1' Zn1' 86.5(8) 2 2_545 ?
O2 Zn1' Zn1' 64.8(6) 2 2 ?
O5 Zn1' O5 132.4(7) 1_455 2_645 ?
O5 Zn1' C1 73.5(6) 1_455 . ?
O5 Zn1' C1 90.0(7) 2_645 . ?
O5 Zn1' Zn1' 54.2(6) 1_455 2 ?
O5 Zn1' Zn1' 79.9(6) 1_455 2_545 ?
O5 Zn1' Zn1' 143.5(6) 2_645 2 ?
O5 Zn1' Zn1' 53.3(4) 2_645 2_545 ?
O6 Zn1' O5 111.2(7) 2_655 2_645 ?
O6 Zn1' O5 116.2(8) 2_655 1_455 ?
O6 Zn1' C1 115.2(7) 2_655 . ?
O6 Zn1' Zn1' 73.7(5) 2_655 2 ?
O6 Zn1' Zn1' 163.1(8) 2_655 2_545 ?
C1 Zn1' Zn1' 62.6(4) . 2_545 ?
C1 Zn1' Zn1' 121.6(7) . 2 ?
Zn1 Zn1' O1 80.5(7) . . ?
Zn1 Zn1' O2 96.8(8) . 2 ?
Zn1 Zn1' O5 172.5(7) . 2_645 ?
Zn1 Zn1' O5 53.1(5) . 1_455 ?
Zn1 Zn1' O6 63.1(7) . 2_655 ?
Zn1 Zn1' C1 97.0(6) . . ?
Zn1 Zn1' Zn1' 32.3(3) . 2 ?
Zn1 Zn1' Zn1' 132.9(8) . 2_545 ?
Zn1' Zn1' Zn1' 122.4(7) 2 2_545 ?

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
O1 C1 C2 C7 -174.3(15) . . . . ?
O1 C1 C2 C3 0(2) . . . . ?
O1 Zn1 Zn1' O2 -172.7(8) . . . 2 ?
O1 Zn1 Zn1' O5 -85.7(7) . . . 1_455 ?
O1 Zn1 Zn1' O6 92.4(6) . . . 2_655 ?
O1 Zn1 Zn1' C1 -22.4(6) . . . . ?
O1 Zn1 Zn1' Zn1' -165.3(6) . . . 2 ?
O1 Zn1 Zn1' Zn1' -81.1(9) . . . 2_545 ?
O2 C1 C2 C7 8(2) . . . . ?
O2 C1 C2 C3 -178.4(17) . . . . ?
O5 C22 C19 C20 -11(2) . . . . ?
O5 C22 C19 C18 166.3(15) . . . . ?
O6 C22 C19 C20 175.0(16) . . . . ?
O6 C22 C19 C18 -8(2) . . . . ?
O3 C8 C5 C6 -30(2) . . . . ?
O3 C8 C5 C4 151.2(17) . . . . ?
O4 C15 C16 C21 -30(2) . . . . ?
O4 C15 C16 C17 150.9(16) . . . . ?
N1 C9 C10 C11 -179.5(12) . . . . ?
N1 C8 C5 C6 148.8(15) . . . . ?
N1 C8 C5 C4 -30(2) . . . . ?
N2 C15 C16 C21 153.4(14) . . . . ?
N2 C15 C16 C17 -26(2) . . . . ?
N2 C14 C9 N1 55.5(15) . . . . ?
N2 C14 C9 C10 175.8(11) . . . . ?
N2 C14 C13 C12 -179.2(12) . . . . ?
C15 N2 C14 C9 -147.5(14) . . . . ?
C15 N2 C14 C13 89.0(17) . . . . ?
C20 C21 C16 C15 178.6(15) . . . . ?
C20 C21 C16 C17 -2(2) . . . . ?
C7 C2 C3 C4 0(3) . . . . ?
C14 N2 C15 O4 1(2) . . . . ?
C14 N2 C15 C16 178.2(13) . . . . ?
C14 C9 C10 C11 61.4(16) . . . . ?
C18 C17 C16 C15 -178.5(14) . . . . ?
C18 C17 C16 C21 2(2) . . . . ?
C9 N1 C8 O3 -6(3) . . . . ?
C9 N1 C8 C5 174.5(13) . . . . ?
C9 C14 C13 C12 56.9(16) . . . . ?
C9 C10 C11 C12 -59.0(16) . . . . ?
C21 C20 C19 C22 177.2(15) . . . . ?
C21 C20 C19 C18 0(2) . . . . ?
C1 O1 Zn1' O5 -71.8(13) . . . 1_455 ?
C1 O1 Zn1' O5 59.8(14) . . . 2_645 ?
C1 O1 Zn1' O6 171.2(13) . . . 2_655 ?
C1 O1 Zn1' Zn1 -125.7(13) . . . . ?
C1 O1 Zn1' Zn1' 8.0(13) . . . 2_545 ?
C1 O1 Zn1' Zn1' -117.3(13) . . . 2 ?
C1 C2 C3 C4 -174.5(16) . . . . ?
C17 C18 C19 C22 -177.1(14) . . . . ?
C17 C18 C19 C20 0(2) . . . . ?
C8 N1 C9 C14 -142.1(15) . . . . ?
C8 N1 C9 C10 97.9(17) . . . . ?
C8 C5 C6 C7 -179.9(14) . . . . ?
C8 C5 C4 C3 -179.3(16) . . . . ?
C2 C7 C6 C5 0(2) . . . . ?
C2 C3 C4 C5 -1(3) . . . . ?
C13 C14 C9 N1 179.6(12) . . . . ?
C13 C14 C9 C10 -60.1(16) . . . . ?
C13 C12 C11 C10 56.3(16) . . . . ?
C19 C20 C21 C16 1(3) . . . . ?
C19 C18 C17 C16 -1(2) . . . . ?
C6 C7 C2 C1 175.3(15) . . . . ?
C6 C7 C2 C3 1(2) . . . . ?
C6 C5 C4 C3 2(2) . . . . ?
C4 C5 C6 C7 -1(2) . . . . ?
C11 C12 C13 C14 -56.2(17) . . . . ?
Zn1 O1 C1 O2 -48(2) . . . . ?
Zn1 O1 C1 C2 134.1(14) . . . . ?
Zn1 O1 C1 Zn1' -36.5(8) . . . . ?
Zn1 O1 Zn1' O5 53.9(5) . . . 1_455 ?
Zn1 O1 Zn1' O5 -174.5(9) . . . 2_645 ?
Zn1 O1 Zn1' O6 -63.1(6) . . . 2_655 ?
Zn1 O1 Zn1' C1 125.7(13) . . . . ?
Zn1 O1 Zn1' Zn1' 133.6(8) . . . 2_545 ?
Zn1 O1 Zn1' Zn1' 8.4(3) . . . 2 ?
Zn1' O1 C1 O2 -11(2) . . . . ?
Zn1' O1 C1 C2 170.6(13) . . . . ?
Zn1' O2 C1 O1 9(4) 2_545 . . . ?
Zn1' O2 C1 C2 -173.1(18) 2_545 . . . ?
Zn1' O2 C1 Zn1' 1(3) 2_545 . . . ?
Zn1' O5 C22 O6 0(2) 1_655 . . . ?
Zn1' O5 C22 O6 -81(2) 2_655 . . . ?
Zn1' O5 C22 C19 105.4(14) 2_655 . . . ?
Zn1' O5 C22 C19 -173.9(11) 1_655 . . . ?
Zn1' O6 C22 O5 -48(2) 2_645 . . . ?
Zn1' O6 C22 C19 125.6(13) 2_645 . . . ?
Zn1' C1 C2 C7 -158(2) . . . . ?
Zn1' C1 C2 C3 16(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
