# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_20160224lt_0m
_database_code_depnum_ccdc_archive 'CCDC 1943947'
loop_
_audit_author_name
_audit_author_address
'Seong Ho Han'
;KRICT
South Korea
;
_audit_update_record             
;
2019-07-28 deposited with the CCDC.	2020-03-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H21 N O Zn'
_chemical_formula_weight         224.64

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   8.9302(3)
_cell_length_b                   7.9409(2)
_cell_length_c                   16.0244(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.905(2)
_cell_angle_gamma                90.00
_cell_volume                     1132.19(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    7189
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      31.46

_exptl_crystal_description       block
_exptl_crystal_colour            silver
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             480
_exptl_absorpt_coefficient_mu    2.130
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4829
_exptl_absorpt_correction_T_max  0.9196
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2219
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0131
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.52
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2219
_reflns_number_gt                2067
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0211P)²+0.6785P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2219
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0202
_refine_ls_R_factor_gt           0.0181
_refine_ls_wR_factor_ref         0.0457
_refine_ls_wR_factor_gt          0.0448
_refine_ls_goodness_of_fit_ref   1.048
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.352648(16) 0.05992(2) 0.027033(9) 0.01328(6) Uani 1 1 d . . .
O1 O 0.57209(10) 0.09259(13) 0.05789(6) 0.0143(2) Uani 1 1 d . . .
N1 N 0.33425(13) -0.11861(16) 0.12956(7) 0.0165(3) Uani 1 1 d . . .
C1 C 0.18434(16) 0.2254(2) 0.02111(9) 0.0204(3) Uani 1 1 d . . .
H1A H 0.0886 0.1619 0.0146 0.024 Uiso 1 1 calc R . .
H1B H 0.1875 0.2853 0.0754 0.024 Uiso 1 1 calc R . .
C2 C 0.18126(19) 0.3574(2) -0.04854(11) 0.0278(4) Uani 1 1 d . . .
H2A H 0.0941 0.4312 -0.0451 0.042 Uiso 1 1 calc R . .
H2B H 0.1742 0.3009 -0.1031 0.042 Uiso 1 1 calc R . .
H2C H 0.2736 0.4246 -0.0421 0.042 Uiso 1 1 calc R . .
C3 C 0.63019(15) 0.12281(19) 0.14178(9) 0.0153(3) Uani 1 1 d . . .
C4 C 0.58723(17) -0.0218(2) 0.19918(9) 0.0191(3) Uani 1 1 d . . .
H4A H 0.6316 -0.1270 0.1791 0.023 Uiso 1 1 calc R . .
H4B H 0.6351 0.0004 0.2562 0.023 Uiso 1 1 calc R . .
C5 C 0.42054(17) -0.05286(19) 0.20618(9) 0.0192(3) Uani 1 1 d . . .
H5A H 0.4102 -0.1338 0.2523 0.023 Uiso 1 1 calc R . .
H5B H 0.3740 0.0544 0.2220 0.023 Uiso 1 1 calc R . .
C6 C 0.56883(16) 0.29146(19) 0.16970(10) 0.0204(3) Uani 1 1 d . . .
H6A H 0.5975 0.3807 0.1319 0.031 Uiso 1 1 calc R . .
H6B H 0.6106 0.3163 0.2269 0.031 Uiso 1 1 calc R . .
H6C H 0.4590 0.2855 0.1681 0.031 Uiso 1 1 calc R . .
C7 C 0.80178(16) 0.1313(2) 0.14475(10) 0.0213(3) Uani 1 1 d . . .
H7A H 0.8313 0.2228 0.1085 0.032 Uiso 1 1 calc R . .
H7B H 0.8407 0.0243 0.1252 0.032 Uiso 1 1 calc R . .
H7C H 0.8432 0.1524 0.2024 0.032 Uiso 1 1 calc R . .
C8 C 0.38550(19) -0.2887(2) 0.10953(10) 0.0250(3) Uani 1 1 d . . .
H8A H 0.3749 -0.3635 0.1573 0.037 Uiso 1 1 calc R . .
H8B H 0.4912 -0.2844 0.0975 0.037 Uiso 1 1 calc R . .
H8C H 0.3245 -0.3317 0.0604 0.037 Uiso 1 1 calc R . .
C9 C 0.17458(17) -0.1271(2) 0.14588(11) 0.0287(4) Uani 1 1 d . . .
H9A H 0.1624 -0.2063 0.1917 0.043 Uiso 1 1 calc R . .
H9B H 0.1149 -0.1654 0.0953 0.043 Uiso 1 1 calc R . .
H9C H 0.1402 -0.0151 0.1615 0.043 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9816(10) 3_655 ?
Zn1 C1 1.9927(14) . ?
Zn1 O1 1.9966(9) . ?
Zn1 N1 2.1868(12) . ?
Zn1 Zn1 2.9954(3) 3_655 ?
O1 C3 1.4193(16) . ?
O1 Zn1 1.9816(10) 3_655 ?
N1 C8 1.471(2) . ?
N1 C9 1.4730(18) . ?
N1 C5 1.4874(19) . ?
C1 C2 1.530(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C6 1.528(2) . ?
C3 C7 1.5305(19) . ?
C3 C4 1.540(2) . ?
C4 C5 1.522(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 C1 132.00(5) 3_655 . ?
O1 Zn1 O1 82.31(4) 3_655 . ?
C1 Zn1 O1 130.28(5) . . ?
O1 Zn1 N1 99.87(4) 3_655 . ?
C1 Zn1 N1 111.01(5) . . ?
O1 Zn1 N1 91.91(4) . . ?
O1 Zn1 Zn1 41.34(3) 3_655 3_655 ?
C1 Zn1 Zn1 150.87(4) . 3_655 ?
O1 Zn1 Zn1 40.96(3) . 3_655 ?
N1 Zn1 Zn1 97.80(3) . 3_655 ?
C3 O1 Zn1 129.48(8) . 3_655 ?
C3 O1 Zn1 121.88(8) . . ?
Zn1 O1 Zn1 97.69(4) 3_655 . ?
C8 N1 C9 108.72(13) . . ?
C8 N1 C5 110.71(12) . . ?
C9 N1 C5 108.09(12) . . ?
C8 N1 Zn1 112.75(9) . . ?
C9 N1 Zn1 107.40(9) . . ?
C5 N1 Zn1 109.01(9) . . ?
C2 C1 Zn1 116.94(10) . . ?
C2 C1 H1A 108.1 . . ?
Zn1 C1 H1A 108.1 . . ?
C2 C1 H1B 108.1 . . ?
Zn1 C1 H1B 108.1 . . ?
H1A C1 H1B 107.3 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O1 C3 C6 108.32(11) . . ?
O1 C3 C7 108.72(11) . . ?
C6 C3 C7 109.58(12) . . ?
O1 C3 C4 110.49(11) . . ?
C6 C3 C4 111.38(12) . . ?
C7 C3 C4 108.31(12) . . ?
C5 C4 C3 117.38(12) . . ?
C5 C4 H4A 108.0 . . ?
C3 C4 H4A 108.0 . . ?
C5 C4 H4B 108.0 . . ?
C3 C4 H4B 108.0 . . ?
H4A C4 H4B 107.2 . . ?
N1 C5 C4 115.90(12) . . ?
N1 C5 H5A 108.3 . . ?
C4 C5 H5A 108.3 . . ?
N1 C5 H5B 108.3 . . ?
C4 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
O1 Zn1 O1 C3 -147.09(12) 3_655 . . . ?
C1 Zn1 O1 C3 72.51(12) . . . . ?
N1 Zn1 O1 C3 -47.38(10) . . . . ?
Zn1 Zn1 O1 C3 -147.09(12) 3_655 . . . ?
O1 Zn1 O1 Zn1 0.0 3_655 . . 3_655 ?
C1 Zn1 O1 Zn1 -140.40(6) . . . 3_655 ?
N1 Zn1 O1 Zn1 99.70(5) . . . 3_655 ?
O1 Zn1 N1 C8 2.31(10) 3_655 . . . ?
C1 Zn1 N1 C8 144.90(10) . . . . ?
O1 Zn1 N1 C8 -80.21(10) . . . . ?
Zn1 Zn1 N1 C8 -39.50(10) 3_655 . . . ?
O1 Zn1 N1 C9 -117.43(10) 3_655 . . . ?
C1 Zn1 N1 C9 25.16(12) . . . . ?
O1 Zn1 N1 C9 160.05(10) . . . . ?
Zn1 Zn1 N1 C9 -159.24(10) 3_655 . . . ?
O1 Zn1 N1 C5 125.69(9) 3_655 . . . ?
C1 Zn1 N1 C5 -91.72(10) . . . . ?
O1 Zn1 N1 C5 43.17(9) . . . . ?
Zn1 Zn1 N1 C5 83.88(9) 3_655 . . . ?
O1 Zn1 C1 C2 -52.92(15) 3_655 . . . ?
O1 Zn1 C1 C2 68.88(14) . . . . ?
N1 Zn1 C1 C2 -179.27(11) . . . . ?
Zn1 Zn1 C1 C2 9.72(19) 3_655 . . . ?
Zn1 O1 C3 C6 159.85(9) 3_655 . . . ?
Zn1 O1 C3 C6 -64.38(13) . . . . ?
Zn1 O1 C3 C7 40.84(16) 3_655 . . . ?
Zn1 O1 C3 C7 176.60(9) . . . . ?
Zn1 O1 C3 C4 -77.90(14) 3_655 . . . ?
Zn1 O1 C3 C4 57.87(14) . . . . ?
O1 C3 C4 C5 -61.33(17) . . . . ?
C6 C3 C4 C5 59.11(17) . . . . ?
C7 C3 C4 C5 179.69(12) . . . . ?
C8 N1 C5 C4 65.69(16) . . . . ?
C9 N1 C5 C4 -175.32(13) . . . . ?
Zn1 N1 C5 C4 -58.89(14) . . . . ?
C3 C4 C5 N1 68.38(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.047
####################################################################### 
# 
# 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_20190812lt_0m
_database_code_depnum_ccdc_archive 'CCDC 1946852'
loop_
_audit_author_name
_audit_author_address
'Seong Ho Han'
;KRICT
South Korea
;
_audit_update_record             
;
2019-08-13 deposited with the CCDC.	2020-03-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H38 N2 O2 Zn2'
_chemical_formula_weight         421.22

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.952(5)
_cell_length_b                   10.298(5)
_cell_length_c                   12.228(6)
_cell_angle_alpha                72.78(2)
_cell_angle_beta                 89.89(3)
_cell_angle_gamma                63.71(2)
_cell_volume                     1060.9(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    3345
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      24.42

_exptl_crystal_description       block
_exptl_crystal_colour            silver
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    2.268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6597
_exptl_absorpt_correction_T_max  0.9147
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4020
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0522
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.31
_diffrn_reflns_theta_max         26.02
_reflns_number_total             4020
_reflns_number_gt                2781
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0565P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4020
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1049
_refine_ls_wR_factor_gt          0.0956
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_restrained_S_all      0.943
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.63617(4) 0.52517(4) 0.51094(4) 0.04499(15) Uani 1 1 d . . .
Zn2 Zn 0.13354(4) 0.52848(4) -0.02683(4) 0.04407(15) Uani 1 1 d . . .
O1 O 0.5553(2) 0.4318(2) 0.4230(2) 0.0451(6) Uani 1 1 d . . .
O2 O 0.0549(2) 0.4393(2) 0.11104(19) 0.0441(6) Uani 1 1 d . . .
N1 N 0.7891(3) 0.2970(3) 0.6361(2) 0.0431(7) Uani 1 1 d . . .
N2 N 0.2891(3) 0.2979(3) -0.0304(2) 0.0461(7) Uani 1 1 d . . .
C1 C 0.7446(4) 0.6461(4) 0.4496(4) 0.0587(10) Uani 1 1 d . . .
H1A H 0.8177 0.6267 0.5147 0.070 Uiso 1 1 calc R . .
H1B H 0.8050 0.6035 0.3929 0.070 Uiso 1 1 calc R . .
C2 C 0.6570(5) 0.8179(5) 0.3921(4) 0.0784(14) Uani 1 1 d . . .
H2A H 0.7276 0.8591 0.3659 0.118 Uiso 1 1 calc R . .
H2B H 0.6009 0.8647 0.4477 0.118 Uiso 1 1 calc R . .
H2C H 0.5857 0.8412 0.3255 0.118 Uiso 1 1 calc R . .
C3 C 0.6546(4) 0.3027(4) 0.3932(3) 0.0521(9) Uani 1 1 d . . .
H3A H 0.7247 0.3320 0.3454 0.062 Uiso 1 1 calc R . .
C4 C 0.7517(4) 0.1671(4) 0.4987(3) 0.0591(10) Uani 1 1 d . . .
H4A H 0.6835 0.1405 0.5492 0.071 Uiso 1 1 calc R . .
H4B H 0.8119 0.0785 0.4727 0.071 Uiso 1 1 calc R . .
C5 C 0.8595(4) 0.1869(4) 0.5712(3) 0.0602(10) Uani 1 1 d . . .
H5A H 0.9281 0.0853 0.6278 0.072 Uiso 1 1 calc R . .
H5B H 0.9227 0.2211 0.5197 0.072 Uiso 1 1 calc R . .
C6 C 0.5664(5) 0.2640(5) 0.3181(4) 0.0682(11) Uani 1 1 d . . .
H6A H 0.5070 0.3545 0.2505 0.102 Uiso 1 1 calc R . .
H6B H 0.4981 0.2322 0.3630 0.102 Uiso 1 1 calc R . .
H6C H 0.6373 0.1802 0.2924 0.102 Uiso 1 1 calc R . .
C7 C 0.7082(4) 0.2439(4) 0.7238(3) 0.0581(10) Uani 1 1 d . . .
H7A H 0.7786 0.1427 0.7778 0.087 Uiso 1 1 calc R . .
H7B H 0.6262 0.2366 0.6859 0.087 Uiso 1 1 calc R . .
H7C H 0.6653 0.3166 0.7663 0.087 Uiso 1 1 calc R . .
C8 C 0.9115(4) 0.3058(5) 0.6965(4) 0.0689(12) Uani 1 1 d . . .
H8A H 0.9788 0.2046 0.7521 0.103 Uiso 1 1 calc R . .
H8B H 0.8674 0.3800 0.7377 0.103 Uiso 1 1 calc R . .
H8C H 0.9695 0.3385 0.6398 0.103 Uiso 1 1 calc R . .
C9 C 0.2394(5) 0.6546(4) -0.0333(4) 0.0633(11) Uani 1 1 d . . .
H9A H 0.2999 0.6166 0.0438 0.076 Uiso 1 1 calc R . .
H9B H 0.3122 0.6332 -0.0889 0.076 Uiso 1 1 calc R . .
C10 C 0.1498(6) 0.8239(5) -0.0655(5) 0.0887(15) Uani 1 1 d . . .
H10A H 0.2184 0.8684 -0.0634 0.133 Uiso 1 1 calc R . .
H10B H 0.0785 0.8490 -0.0105 0.133 Uiso 1 1 calc R . .
H10C H 0.0934 0.8660 -0.1438 0.133 Uiso 1 1 calc R . .
C11 C 0.1536(4) 0.3158(4) 0.2078(3) 0.0485(9) Uani 1 1 d . . .
H11A H 0.2200 0.3500 0.2395 0.058 Uiso 1 1 calc R . .
C12 C 0.2564(4) 0.1766(4) 0.1749(3) 0.0604(11) Uani 1 1 d . . .
H12A H 0.3185 0.0925 0.2467 0.072 Uiso 1 1 calc R . .
H12B H 0.1918 0.1431 0.1415 0.072 Uiso 1 1 calc R . .
C13 C 0.3625(4) 0.1970(4) 0.0899(3) 0.0602(11) Uani 1 1 d . . .
H13A H 0.4209 0.2393 0.1198 0.072 Uiso 1 1 calc R . .
H13B H 0.4357 0.0946 0.0877 0.072 Uiso 1 1 calc R . .
C14 C 0.0660(5) 0.2764(5) 0.3024(3) 0.0693(12) Uani 1 1 d . . .
H14A H 0.0014 0.3684 0.3218 0.104 Uiso 1 1 calc R . .
H14B H 0.1372 0.1973 0.3713 0.104 Uiso 1 1 calc R . .
H14C H 0.0027 0.2381 0.2753 0.104 Uiso 1 1 calc R . .
C15 C 0.4105(4) 0.3071(5) -0.0994(4) 0.0682(12) Uani 1 1 d . . .
H15A H 0.4803 0.2049 -0.1016 0.102 Uiso 1 1 calc R . .
H15B H 0.4665 0.3455 -0.0634 0.102 Uiso 1 1 calc R . .
H15C H 0.3645 0.3770 -0.1785 0.102 Uiso 1 1 calc R . .
C16 C 0.2125(4) 0.2338(4) -0.0838(4) 0.0613(11) Uani 1 1 d . . .
H16A H 0.2860 0.1315 -0.0835 0.092 Uiso 1 1 calc R . .
H16B H 0.1679 0.3008 -0.1638 0.092 Uiso 1 1 calc R . .
H16C H 0.1323 0.2263 -0.0399 0.092 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C1 1.979(4) . ?
Zn1 O1 1.984(2) 2_666 ?
Zn1 O1 2.008(2) . ?
Zn1 N1 2.212(3) . ?
Zn1 Zn1 3.0029(16) 2_666 ?
Zn2 O2 1.985(2) 2_565 ?
Zn2 C9 1.988(4) . ?
Zn2 O2 2.003(2) . ?
Zn2 N2 2.201(3) . ?
Zn2 Zn2 2.9979(15) 2_565 ?
O1 C3 1.414(4) . ?
O1 Zn1 1.984(2) 2_666 ?
O2 C11 1.410(4) . ?
O2 Zn2 1.986(2) 2_565 ?
N1 C7 1.462(4) . ?
N1 C8 1.475(4) . ?
N1 C5 1.494(5) . ?
N2 C16 1.465(4) . ?
N2 C13 1.484(5) . ?
N2 C15 1.494(4) . ?
C1 C2 1.511(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.514(5) . ?
C3 C6 1.517(5) . ?
C3 H3A 1.0000 . ?
C4 C5 1.511(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.487(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C14 1.515(5) . ?
C11 C12 1.518(5) . ?
C11 H11A 1.0000 . ?
C12 C13 1.518(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
C1 Zn1 O1 134.39(13) . 2_666 ?
C1 Zn1 O1 126.24(15) . . ?
O1 Zn1 O1 82.44(10) 2_666 . ?
C1 Zn1 N1 111.83(14) . . ?
O1 Zn1 N1 100.33(10) 2_666 . ?
O1 Zn1 N1 91.51(10) . . ?
C1 Zn1 Zn1 149.05(12) . 2_666 ?
O1 Zn1 Zn1 41.51(7) 2_666 2_666 ?
O1 Zn1 Zn1 40.93(7) . 2_666 ?
N1 Zn1 Zn1 97.82(8) . 2_666 ?
O2 Zn2 C9 135.05(14) 2_565 . ?
O2 Zn2 O2 82.54(10) 2_565 . ?
C9 Zn2 O2 126.27(15) . . ?
O2 Zn2 N2 99.61(10) 2_565 . ?
C9 Zn2 N2 111.84(15) . . ?
O2 Zn2 N2 91.04(10) . . ?
O2 Zn2 Zn2 41.49(7) 2_565 2_565 ?
C9 Zn2 Zn2 149.77(12) . 2_565 ?
O2 Zn2 Zn2 41.05(6) . 2_565 ?
N2 Zn2 Zn2 97.04(8) . 2_565 ?
C3 O1 Zn1 130.3(2) . 2_666 ?
C3 O1 Zn1 120.8(2) . . ?
Zn1 O1 Zn1 97.56(10) 2_666 . ?
C11 O2 Zn2 129.6(2) . 2_565 ?
C11 O2 Zn2 121.6(2) . . ?
Zn2 O2 Zn2 97.46(10) 2_565 . ?
C7 N1 C8 107.7(3) . . ?
C7 N1 C5 111.1(3) . . ?
C8 N1 C5 108.2(3) . . ?
C7 N1 Zn1 111.3(2) . . ?
C8 N1 Zn1 109.7(2) . . ?
C5 N1 Zn1 108.7(2) . . ?
C16 N2 C13 111.2(3) . . ?
C16 N2 C15 107.9(3) . . ?
C13 N2 C15 107.9(3) . . ?
C16 N2 Zn2 112.4(2) . . ?
C13 N2 Zn2 108.5(2) . . ?
C15 N2 Zn2 108.9(2) . . ?
C2 C1 Zn1 120.1(3) . . ?
C2 C1 H1A 107.3 . . ?
Zn1 C1 H1A 107.3 . . ?
C2 C1 H1B 107.3 . . ?
Zn1 C1 H1B 107.3 . . ?
H1A C1 H1B 106.9 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O1 C3 C4 112.1(3) . . ?
O1 C3 C6 110.2(3) . . ?
C4 C3 C6 112.5(3) . . ?
O1 C3 H3A 107.2 . . ?
C4 C3 H3A 107.2 . . ?
C6 C3 H3A 107.2 . . ?
C5 C4 C3 116.9(3) . . ?
C5 C4 H4A 108.1 . . ?
C3 C4 H4A 108.1 . . ?
C5 C4 H4B 108.1 . . ?
C3 C4 H4B 108.1 . . ?
H4A C4 H4B 107.3 . . ?
N1 C5 C4 116.5(3) . . ?
N1 C5 H5A 108.2 . . ?
C4 C5 H5A 108.2 . . ?
N1 C5 H5B 108.2 . . ?
C4 C5 H5B 108.2 . . ?
H5A C5 H5B 107.3 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 Zn2 119.7(3) . . ?
C10 C9 H9A 107.4 . . ?
Zn2 C9 H9A 107.4 . . ?
C10 C9 H9B 107.4 . . ?
Zn2 C9 H9B 107.4 . . ?
H9A C9 H9B 106.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 C14 111.0(3) . . ?
O2 C11 C12 112.0(3) . . ?
C14 C11 C12 111.6(3) . . ?
O2 C11 H11A 107.3 . . ?
C14 C11 H11A 107.3 . . ?
C12 C11 H11A 107.3 . . ?
C13 C12 C11 116.7(3) . . ?
C13 C12 H12A 108.1 . . ?
C11 C12 H12A 108.1 . . ?
C13 C12 H12B 108.1 . . ?
C11 C12 H12B 108.1 . . ?
H12A C12 H12B 107.3 . . ?
N2 C13 C12 115.8(3) . . ?
N2 C13 H13A 108.3 . . ?
C12 C13 H13A 108.3 . . ?
N2 C13 H13B 108.3 . . ?
C12 C13 H13B 108.3 . . ?
H13A C13 H13B 107.4 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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 Zn1 O1 C3 72.0(3) . . . . ?
O1 Zn1 O1 C3 -146.9(3) 2_666 . . . ?
N1 Zn1 O1 C3 -46.7(2) . . . . ?
Zn1 Zn1 O1 C3 -146.9(3) 2_666 . . . ?
C1 Zn1 O1 Zn1 -141.05(15) . . . 2_666 ?
O1 Zn1 O1 Zn1 0.0 2_666 . . 2_666 ?
N1 Zn1 O1 Zn1 100.22(11) . . . 2_666 ?
O2 Zn2 O2 C11 146.6(3) 2_565 . . . ?
C9 Zn2 O2 C11 -71.3(3) . . . . ?
N2 Zn2 O2 C11 47.0(2) . . . . ?
Zn2 Zn2 O2 C11 146.6(3) 2_565 . . . ?
O2 Zn2 O2 Zn2 0.0 2_565 . . 2_565 ?
C9 Zn2 O2 Zn2 142.11(16) . . . 2_565 ?
N2 Zn2 O2 Zn2 -99.55(11) . . . 2_565 ?
C1 Zn1 N1 C7 149.3(3) . . . . ?
O1 Zn1 N1 C7 2.3(2) 2_666 . . . ?
O1 Zn1 N1 C7 -80.3(2) . . . . ?
Zn1 Zn1 N1 C7 -39.7(2) 2_666 . . . ?
C1 Zn1 N1 C8 30.1(3) . . . . ?
O1 Zn1 N1 C8 -116.9(2) 2_666 . . . ?
O1 Zn1 N1 C8 160.5(2) . . . . ?
Zn1 Zn1 N1 C8 -158.9(2) 2_666 . . . ?
C1 Zn1 N1 C5 -88.0(3) . . . . ?
O1 Zn1 N1 C5 125.0(2) 2_666 . . . ?
O1 Zn1 N1 C5 42.4(2) . . . . ?
Zn1 Zn1 N1 C5 83.0(2) 2_666 . . . ?
O2 Zn2 N2 C16 -3.4(3) 2_565 . . . ?
C9 Zn2 N2 C16 -150.6(3) . . . . ?
O2 Zn2 N2 C16 79.2(2) . . . . ?
Zn2 Zn2 N2 C16 38.5(2) 2_565 . . . ?
O2 Zn2 N2 C13 -126.7(2) 2_565 . . . ?
C9 Zn2 N2 C13 86.0(3) . . . . ?
O2 Zn2 N2 C13 -44.1(2) . . . . ?
Zn2 Zn2 N2 C13 -84.8(2) 2_565 . . . ?
O2 Zn2 N2 C15 116.1(2) 2_565 . . . ?
C9 Zn2 N2 C15 -31.1(3) . . . . ?
O2 Zn2 N2 C15 -161.3(2) . . . . ?
Zn2 Zn2 N2 C15 158.0(2) 2_565 . . . ?
O1 Zn1 C1 C2 -30.3(5) 2_666 . . . ?
O1 Zn1 C1 C2 89.0(4) . . . . ?
N1 Zn1 C1 C2 -161.8(3) . . . . ?
Zn1 Zn1 C1 C2 35.8(5) 2_666 . . . ?
Zn1 O1 C3 C4 -76.0(4) 2_666 . . . ?
Zn1 O1 C3 C4 58.9(4) . . . . ?
Zn1 O1 C3 C6 50.3(4) 2_666 . . . ?
Zn1 O1 C3 C6 -174.9(2) . . . . ?
O1 C3 C4 C5 -62.7(4) . . . . ?
C6 C3 C4 C5 172.4(3) . . . . ?
C7 N1 C5 C4 64.6(4) . . . . ?
C8 N1 C5 C4 -177.3(3) . . . . ?
Zn1 N1 C5 C4 -58.3(4) . . . . ?
C3 C4 C5 N1 68.3(5) . . . . ?
O2 Zn2 C9 C10 31.6(5) 2_565 . . . ?
O2 Zn2 C9 C10 -88.9(4) . . . . ?
N2 Zn2 C9 C10 162.5(3) . . . . ?
Zn2 Zn2 C9 C10 -35.7(5) 2_565 . . . ?
Zn2 O2 C11 C14 -48.3(4) 2_565 . . . ?
Zn2 O2 C11 C14 176.8(2) . . . . ?
Zn2 O2 C11 C12 77.2(4) 2_565 . . . ?
Zn2 O2 C11 C12 -57.7(4) . . . . ?
O2 C11 C12 C13 61.0(4) . . . . ?
C14 C11 C12 C13 -173.8(3) . . . . ?
C16 N2 C13 C12 -63.5(4) . . . . ?
C15 N2 C13 C12 178.4(3) . . . . ?
Zn2 N2 C13 C12 60.6(4) . . . . ?
C11 C12 C13 N2 -68.9(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.961
_diffrn_reflns_theta_full        26.02
_diffrn_measured_fraction_theta_full 0.961
_refine_diff_density_max         0.683
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.084
####################################################################### 
# 
# 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_20181115lt_0m
_database_code_depnum_ccdc_archive 'CCDC 1943948'
loop_
_audit_author_name
_audit_author_address
'Seong Ho Han'
;KRICT
South Korea
;
_audit_update_record             
;
2019-07-28 deposited with the CCDC.	2020-03-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H23 N O Zn'
_chemical_formula_weight         238.66

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7333(5)
_cell_length_b                   9.0204(6)
_cell_length_c                   9.2754(6)
_cell_angle_alpha                74.598(3)
_cell_angle_beta                 74.548(3)
_cell_angle_gamma                62.454(3)
_cell_volume                     615.72(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    7863
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      28.33

_exptl_crystal_description       block
_exptl_crystal_colour            silver
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             256
_exptl_absorpt_coefficient_mu    1.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5385
_exptl_absorpt_correction_T_max  0.7707
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10730
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.31
_diffrn_reflns_theta_max         27.88
_reflns_number_total             2903
_reflns_number_gt                2664
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0823P)²+0.3228P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2903
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1234
_refine_ls_wR_factor_gt          0.1215
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.43289(3) 0.43141(3) 0.15564(3) 0.02373(13) Uani 1 1 d . . .
O1 O 0.5982(2) 0.5371(2) 0.0561(2) 0.0235(4) Uani 1 1 d . . .
N1 N 0.2245(3) 0.6712(3) 0.2200(2) 0.0245(4) Uani 1 1 d . . .
C1 C 0.4605(4) 0.2372(4) 0.3261(3) 0.0366(6) Uani 1 1 d . . .
H1A H 0.4504 0.2753 0.4204 0.044 Uiso 1 1 calc R . .
H1B H 0.3626 0.2053 0.3397 0.044 Uiso 1 1 calc R . .
C2 C 0.6325(5) 0.0798(4) 0.3062(4) 0.0424(7) Uani 1 1 d . . .
H2A H 0.6347 -0.0085 0.3951 0.064 Uiso 1 1 calc R . .
H2B H 0.7307 0.1086 0.2954 0.064 Uiso 1 1 calc R . .
H2C H 0.6425 0.0381 0.2152 0.064 Uiso 1 1 calc R . .
C3 C 0.6249(3) 0.6395(4) 0.1302(3) 0.0308(6) Uani 1 1 d . . .
C4 C 0.4490(4) 0.7895(4) 0.1749(4) 0.0425(7) Uani 1 1 d . . .
H4A H 0.4746 0.8616 0.2202 0.051 Uiso 1 1 calc R . .
H4B H 0.4036 0.8584 0.0803 0.051 Uiso 1 1 calc R . .
C5 C 0.3045(4) 0.7518(5) 0.2819(5) 0.0460(8) Uani 1 1 d . . .
H5A H 0.3560 0.6701 0.3713 0.055 Uiso 1 1 calc R . .
C6 C 0.7189(5) 0.5285(5) 0.2617(4) 0.0493(8) Uani 1 1 d . . .
H6A H 0.8280 0.4365 0.2247 0.074 Uiso 1 1 calc R . .
H6B H 0.6438 0.4806 0.3366 0.074 Uiso 1 1 calc R . .
H6C H 0.7459 0.5968 0.3091 0.074 Uiso 1 1 calc R . .
C7 C 0.7388(5) 0.7215(5) 0.0172(4) 0.0464(8) Uani 1 1 d . . .
H7A H 0.8528 0.6329 -0.0167 0.070 Uiso 1 1 calc R . .
H7B H 0.7556 0.7952 0.0665 0.070 Uiso 1 1 calc R . .
H7C H 0.6807 0.7889 -0.0705 0.070 Uiso 1 1 calc R . .
C8 C 0.1671(5) 0.9174(6) 0.3403(6) 0.0726(15) Uani 1 1 d . . .
H8A H 0.0708 0.8963 0.4108 0.109 Uiso 1 1 calc R . .
H8B H 0.1213 1.0047 0.2543 0.109 Uiso 1 1 calc R . .
H8C H 0.2220 0.9563 0.3927 0.109 Uiso 1 1 calc R . .
C9 C 0.1327(4) 0.7772(4) 0.0939(4) 0.0422(8) Uani 1 1 d . . .
H9A H 0.0404 0.8834 0.1253 0.063 Uiso 1 1 calc R . .
H9B H 0.0803 0.7172 0.0635 0.063 Uiso 1 1 calc R . .
H9C H 0.2157 0.8025 0.0080 0.063 Uiso 1 1 calc R . .
C10 C 0.1046(4) 0.6193(5) 0.3426(4) 0.0461(8) Uani 1 1 d . . .
H10A H 0.0063 0.7200 0.3785 0.069 Uiso 1 1 calc R . .
H10B H 0.1671 0.5457 0.4265 0.069 Uiso 1 1 calc R . .
H10C H 0.0602 0.5574 0.3049 0.069 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9820(17) 2_665 ?
Zn1 O1 1.9845(18) . ?
Zn1 C1 1.992(3) . ?
Zn1 N1 2.194(2) . ?
Zn1 Zn1 2.9802(5) 2_665 ?
O1 C3 1.415(3) . ?
O1 Zn1 1.9820(17) 2_665 ?
N1 C9 1.457(3) . ?
N1 C10 1.465(4) . ?
N1 C5 1.501(4) . ?
C1 C2 1.524(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C6 1.513(4) . ?
C3 C7 1.533(5) . ?
C3 C4 1.549(4) . ?
C4 C5 1.498(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C8 1.546(5) . ?
C5 H5A 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 82.59(8) 2_665 . ?
O1 Zn1 C1 131.68(11) 2_665 . ?
O1 Zn1 C1 128.58(11) . . ?
O1 Zn1 N1 99.91(7) 2_665 . ?
O1 Zn1 N1 92.33(8) . . ?
C1 Zn1 N1 112.41(10) . . ?
O1 Zn1 Zn1 41.33(5) 2_665 2_665 ?
O1 Zn1 Zn1 41.26(5) . 2_665 ?
C1 Zn1 Zn1 149.03(9) . 2_665 ?
N1 Zn1 Zn1 98.14(6) . 2_665 ?
C3 O1 Zn1 130.91(17) . 2_665 ?
C3 O1 Zn1 121.26(16) . . ?
Zn1 O1 Zn1 97.42(8) 2_665 . ?
C9 N1 C10 109.5(2) . . ?
C9 N1 C5 114.8(3) . . ?
C10 N1 C5 109.2(3) . . ?
C9 N1 Zn1 110.94(17) . . ?
C10 N1 Zn1 104.05(18) . . ?
C5 N1 Zn1 107.86(17) . . ?
C2 C1 Zn1 115.2(2) . . ?
C2 C1 H1A 108.5 . . ?
Zn1 C1 H1A 108.5 . . ?
C2 C1 H1B 108.5 . . ?
Zn1 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O1 C3 C6 108.8(3) . . ?
O1 C3 C7 108.7(2) . . ?
C6 C3 C7 109.4(3) . . ?
O1 C3 C4 110.3(2) . . ?
C6 C3 C4 114.3(3) . . ?
C7 C3 C4 105.1(3) . . ?
C5 C4 C3 118.7(3) . . ?
C5 C4 H4A 107.6 . . ?
C3 C4 H4A 107.6 . . ?
C5 C4 H4B 107.6 . . ?
C3 C4 H4B 107.6 . . ?
H4A C4 H4B 107.1 . . ?
C4 C5 N1 115.3(3) . . ?
C4 C5 C8 107.8(3) . . ?
N1 C5 C8 112.5(3) . . ?
C4 C5 H5A 106.9 . . ?
N1 C5 H5A 106.9 . . ?
C8 C5 H5A 106.9 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
O1 Zn1 O1 C3 148.4(2) 2_665 . . . ?
C1 Zn1 O1 C3 -72.7(2) . . . . ?
N1 Zn1 O1 C3 48.69(19) . . . . ?
Zn1 Zn1 O1 C3 148.4(2) 2_665 . . . ?
O1 Zn1 O1 Zn1 0.0 2_665 . . 2_665 ?
C1 Zn1 O1 Zn1 138.93(12) . . . 2_665 ?
N1 Zn1 O1 Zn1 -99.70(8) . . . 2_665 ?
O1 Zn1 N1 C9 -0.9(2) 2_665 . . . ?
O1 Zn1 N1 C9 81.9(2) . . . . ?
C1 Zn1 N1 C9 -144.3(2) . . . . ?
Zn1 Zn1 N1 C9 40.9(2) 2_665 . . . ?
O1 Zn1 N1 C10 116.67(19) 2_665 . . . ?
O1 Zn1 N1 C10 -160.5(2) . . . . ?
C1 Zn1 N1 C10 -26.7(2) . . . . ?
Zn1 Zn1 N1 C10 158.50(19) 2_665 . . . ?
O1 Zn1 N1 C5 -127.5(2) 2_665 . . . ?
O1 Zn1 N1 C5 -44.6(2) . . . . ?
C1 Zn1 N1 C5 89.2(2) . . . . ?
Zn1 Zn1 N1 C5 -85.6(2) 2_665 . . . ?
O1 Zn1 C1 C2 68.8(3) 2_665 . . . ?
O1 Zn1 C1 C2 -50.4(3) . . . . ?
N1 Zn1 C1 C2 -163.1(2) . . . . ?
Zn1 Zn1 C1 C2 6.9(4) 2_665 . . . ?
Zn1 O1 C3 C6 -154.7(2) 2_665 . . . ?
Zn1 O1 C3 C6 68.7(3) . . . . ?
Zn1 O1 C3 C7 -35.7(3) 2_665 . . . ?
Zn1 O1 C3 C7 -172.24(19) . . . . ?
Zn1 O1 C3 C4 79.1(3) 2_665 . . . ?
Zn1 O1 C3 C4 -57.4(3) . . . . ?
O1 C3 C4 C5 61.1(4) . . . . ?
C6 C3 C4 C5 -62.0(4) . . . . ?
C7 C3 C4 C5 178.1(3) . . . . ?
C3 C4 C5 N1 -68.4(4) . . . . ?
C3 C4 C5 C8 165.0(3) . . . . ?
C9 N1 C5 C4 -64.9(4) . . . . ?
C10 N1 C5 C4 171.8(3) . . . . ?
Zn1 N1 C5 C4 59.3(3) . . . . ?
C9 N1 C5 C8 59.2(4) . . . . ?
C10 N1 C5 C8 -64.1(4) . . . . ?
Zn1 N1 C5 C8 -176.6(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.88
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         1.758
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.102
####################################################################### 
# 
# 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_20190124lt_2_0m
_database_code_depnum_ccdc_archive 'CCDC 1943949'
loop_
_audit_author_name
_audit_author_address
'Seong Ho Han'
;KRICT
South Korea
;
_audit_update_record             
;
2019-07-28 deposited with the CCDC.	2020-03-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H23 N O Zn'
_chemical_formula_weight         238.66

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   8.4368(7)
_cell_length_b                   9.2545(8)
_cell_length_c                   16.2121(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.626(4)
_cell_angle_gamma                90.00
_cell_volume                     1254.62(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      26.35

_exptl_crystal_description       block
_exptl_crystal_colour            silver
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512
_exptl_absorpt_coefficient_mu    1.926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5129
_exptl_absorpt_correction_T_max  0.6993
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2444
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0121
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.54
_diffrn_reflns_theta_max         25.99
_reflns_number_total             2444
_reflns_number_gt                2119
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0870P)²+0.5229P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0052(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2444
_refine_ls_number_parameters     119
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1360
_refine_ls_wR_factor_gt          0.1291
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.085
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.55280(4) 0.85001(4) 0.98318(2) 0.0643(2) Uani 1 1 d . . .
O1 O 0.6047(3) 1.0526(2) 0.95581(13) 0.0627(5) Uani 1 1 d . . .
N1 N 0.4113(4) 0.8267(3) 0.8606(2) 0.0748(8) Uani 1 1 d . . .
C1 C 0.6816(7) 0.6815(6) 1.0213(7) 0.162(4) Uani 1 1 d D . .
H1A H 0.6739 0.6729 1.0815 0.195 Uiso 1 1 calc R . .
H1B H 0.6239 0.5971 0.9944 0.195 Uiso 1 1 calc R . .
C2 C 0.8457(9) 0.6586(10) 1.0133(11) 0.336(14) Uani 1 1 d D . .
H2A H 0.8773 0.5613 1.0329 0.504 Uiso 1 1 calc R . .
H2B H 0.9113 0.7302 1.0468 0.504 Uiso 1 1 calc R . .
H2C H 0.8615 0.6684 0.9548 0.504 Uiso 1 1 calc R . .
C3 C 0.6660(4) 1.0925(4) 0.8821(2) 0.0709(8) Uani 1 1 d . . .
C4 C 0.5474(5) 1.0490(5) 0.8066(2) 0.0833(10) Uani 1 1 d . . .
H4A H 0.4454 1.1008 0.8124 0.100 Uiso 1 1 calc R . .
C5 C 0.5054(6) 0.8913(6) 0.7980(3) 0.0901(11) Uani 1 1 d . . .
H5A H 0.4444 0.8764 0.7421 0.108 Uiso 1 1 calc R . .
H5B H 0.6064 0.8362 0.7997 0.108 Uiso 1 1 calc R . .
C6 C 0.8284(5) 1.0190(6) 0.8822(3) 0.1060(15) Uani 1 1 d . . .
H6A H 0.9007 1.0497 0.9314 0.159 Uiso 1 1 calc R . .
H6B H 0.8739 1.0465 0.8319 0.159 Uiso 1 1 calc R . .
H6C H 0.8147 0.9139 0.8834 0.159 Uiso 1 1 calc R . .
C7 C 0.6885(7) 1.2556(5) 0.8832(3) 0.1140(17) Uani 1 1 d . . .
H7A H 0.5845 1.3030 0.8829 0.171 Uiso 1 1 calc R . .
H7B H 0.7362 1.2855 0.8340 0.171 Uiso 1 1 calc R . .
H7C H 0.7592 1.2835 0.9336 0.171 Uiso 1 1 calc R . .
C8 C 0.5963(7) 1.0974(7) 0.7234(3) 0.1091(15) Uani 1 1 d . . .
H8A H 0.5153 1.0661 0.6780 0.164 Uiso 1 1 calc R . .
H8B H 0.6997 1.0543 0.7163 0.164 Uiso 1 1 calc R . .
H8C H 0.6053 1.2030 0.7226 0.164 Uiso 1 1 calc R . .
C9 C 0.2520(5) 0.8866(6) 0.8583(3) 0.0979(12) Uani 1 1 d . . .
H9A H 0.1930 0.8739 0.8025 0.147 Uiso 1 1 calc R . .
H9B H 0.2597 0.9898 0.8718 0.147 Uiso 1 1 calc R . .
H9C H 0.1956 0.8367 0.8990 0.147 Uiso 1 1 calc R . .
C10 C 0.4002(8) 0.6704(5) 0.8411(4) 0.1114(16) Uani 1 1 d . . .
H10A H 0.3376 0.6564 0.7863 0.167 Uiso 1 1 calc R . .
H10B H 0.3479 0.6204 0.8835 0.167 Uiso 1 1 calc R . .
H10C H 0.5079 0.6309 0.8407 0.167 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C1 1.954(5) . ?
Zn1 O1 1.976(2) 3_677 ?
Zn1 O1 1.9883(19) . ?
Zn1 N1 2.189(3) . ?
Zn1 Zn1 2.9878(7) 3_677 ?
O1 C3 1.413(4) . ?
O1 Zn1 1.976(2) 3_677 ?
N1 C9 1.450(6) . ?
N1 C10 1.481(5) . ?
N1 C5 1.494(6) . ?
C1 C2 1.423(9) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C7 1.521(6) . ?
C3 C4 1.528(6) . ?
C3 C6 1.530(6) . ?
C4 C5 1.504(6) . ?
C4 C8 1.529(6) . ?
C4 H4A 1.0000 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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
C1 Zn1 O1 126.0(3) . 3_677 ?
C1 Zn1 O1 133.9(2) . . ?
O1 Zn1 O1 82.19(9) 3_677 . ?
C1 Zn1 N1 115.0(3) . . ?
O1 Zn1 N1 100.22(11) 3_677 . ?
O1 Zn1 N1 90.01(10) . . ?
C1 Zn1 Zn1 148.3(3) . 3_677 ?
O1 Zn1 Zn1 41.25(6) 3_677 3_677 ?
O1 Zn1 Zn1 40.95(6) . 3_677 ?
N1 Zn1 Zn1 96.75(8) . 3_677 ?
C3 O1 Zn1 130.5(2) . 3_677 ?
C3 O1 Zn1 123.5(2) . . ?
Zn1 O1 Zn1 97.81(9) 3_677 . ?
C9 N1 C10 109.6(4) . . ?
C9 N1 C5 113.8(4) . . ?
C10 N1 C5 105.7(4) . . ?
C9 N1 Zn1 112.2(3) . . ?
C10 N1 Zn1 107.5(3) . . ?
C5 N1 Zn1 107.6(2) . . ?
C2 C1 Zn1 126.7(6) . . ?
C2 C1 H1A 105.6 . . ?
Zn1 C1 H1A 105.6 . . ?
C2 C1 H1B 105.6 . . ?
Zn1 C1 H1B 105.6 . . ?
H1A C1 H1B 106.1 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O1 C3 C7 107.9(3) . . ?
O1 C3 C4 109.5(3) . . ?
C7 C3 C4 109.8(4) . . ?
O1 C3 C6 108.1(3) . . ?
C7 C3 C6 109.3(4) . . ?
C4 C3 C6 112.1(4) . . ?
C5 C4 C3 116.8(4) . . ?
C5 C4 C8 106.9(4) . . ?
C3 C4 C8 113.8(4) . . ?
C5 C4 H4A 106.2 . . ?
C3 C4 H4A 106.2 . . ?
C8 C4 H4A 106.2 . . ?
N1 C5 C4 117.7(4) . . ?
N1 C5 H5A 107.9 . . ?
C4 C5 H5A 107.9 . . ?
N1 C5 H5B 107.9 . . ?
C4 C5 H5B 107.9 . . ?
H5A C5 H5B 107.2 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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 Zn1 O1 C3 74.9(5) . . . . ?
O1 Zn1 O1 C3 -151.3(3) 3_677 . . . ?
N1 Zn1 O1 C3 -50.9(3) . . . . ?
Zn1 Zn1 O1 C3 -151.3(3) 3_677 . . . ?
C1 Zn1 O1 Zn1 -133.8(5) . . . 3_677 ?
O1 Zn1 O1 Zn1 0.0 3_677 . . 3_677 ?
N1 Zn1 O1 Zn1 100.32(12) . . . 3_677 ?
C1 Zn1 N1 C9 138.5(4) . . . . ?
O1 Zn1 N1 C9 0.5(3) 3_677 . . . ?
O1 Zn1 N1 C9 -81.6(3) . . . . ?
Zn1 Zn1 N1 C9 -41.1(3) 3_677 . . . ?
C1 Zn1 N1 C10 17.9(4) . . . . ?
O1 Zn1 N1 C10 -120.2(3) 3_677 . . . ?
O1 Zn1 N1 C10 157.8(3) . . . . ?
Zn1 Zn1 N1 C10 -161.7(3) 3_677 . . . ?
C1 Zn1 N1 C5 -95.5(3) . . . . ?
O1 Zn1 N1 C5 126.4(3) 3_677 . . . ?
O1 Zn1 N1 C5 44.4(3) . . . . ?
Zn1 Zn1 N1 C5 84.8(3) 3_677 . . . ?
O1 Zn1 C1 C2 -138.9(11) 3_677 . . . ?
O1 Zn1 C1 C2 -21.1(15) . . . . ?
N1 Zn1 C1 C2 95.6(12) . . . . ?
Zn1 Zn1 C1 C2 -85.2(13) 3_677 . . . ?
Zn1 O1 C3 C7 38.2(4) 3_677 . . . ?
Zn1 O1 C3 C7 179.4(3) . . . . ?
Zn1 O1 C3 C4 -81.3(4) 3_677 . . . ?
Zn1 O1 C3 C4 59.9(4) . . . . ?
Zn1 O1 C3 C6 156.4(3) 3_677 . . . ?
Zn1 O1 C3 C6 -62.4(4) . . . . ?
O1 C3 C4 C5 -58.9(5) . . . . ?
C7 C3 C4 C5 -177.3(4) . . . . ?
C6 C3 C4 C5 61.0(4) . . . . ?
O1 C3 C4 C8 175.7(4) . . . . ?
C7 C3 C4 C8 57.3(5) . . . . ?
C6 C3 C4 C8 -64.3(5) . . . . ?
C9 N1 C5 C4 64.3(5) . . . . ?
C10 N1 C5 C4 -175.3(4) . . . . ?
Zn1 N1 C5 C4 -60.6(4) . . . . ?
C3 C4 C5 N1 67.9(5) . . . . ?
C8 C4 C5 N1 -163.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.723
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.068
