# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_yumm02
_database_code_depnum_ccdc_archive 'CCDC 960149'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-03-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H18 N2 O4'
_chemical_formula_sum            'C20 H18 N2 O4'
_chemical_formula_weight         350.36

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/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                   17.9227(13)
_cell_length_b                   5.0106(3)
_cell_length_c                   20.9309(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.168(9)
_cell_angle_gamma                90.00
_cell_volume                     1714.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS v2008/1, Sheldrick, G.M., (2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5964
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0468
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3002
_reflns_number_gt                1816
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_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)+(0.0670P)²+0.0810P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3002
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1041
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1498
_refine_ls_wR_factor_gt          0.1305
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
N1 N 0.74331(12) 0.2297(4) 0.01478(9) 0.0439(5) Uani 1 1 d . . .
N2 N 0.60219(13) 0.7479(4) -0.06398(10) 0.0493(5) Uani 1 1 d . . .
O3 O 0.85844(11) -0.1278(3) 0.02629(9) 0.0589(5) Uani 1 1 d . . .
C4 C 0.74021(14) 0.0757(4) 0.12452(11) 0.0412(6) Uani 1 1 d . . .
C5 C 0.68399(15) 0.3992(4) 0.00880(12) 0.0426(6) Uani 1 1 d . . .
C6 C 0.77123(14) 0.0657(4) 0.07215(11) 0.0393(6) Uani 1 1 d . . .
C7 C 0.57386(15) 0.9141(4) -0.12369(12) 0.0454(6) Uani 1 1 d . . .
C8 C 0.65688(16) 0.5724(5) -0.05324(12) 0.0492(6) Uani 1 1 d . . .
H8 H 0.6803 0.5528 -0.0852 0.059 Uiso 1 1 calc R . .
C9 C 0.83445(14) -0.1211(4) 0.08027(12) 0.0429(6) Uani 1 1 d . . .
O10 O 0.49153(13) 1.0988(4) -0.07037(11) 0.0762(6) Uani 1 1 d . . .
H10 H 0.5138 0.9752 -0.0437 0.114 Uiso 1 1 calc R . .
C11 C 0.51388(15) 1.0944(5) -0.12528(13) 0.0490(6) Uani 1 1 d . . .
C12 C 0.77310(16) -0.0939(5) 0.18351(12) 0.0501(7) Uani 1 1 d . . .
H12 H 0.7529 -0.0879 0.2179 0.060 Uiso 1 1 calc R . .
C13 C 0.86470(15) -0.2809(5) 0.13823(12) 0.0500(6) Uani 1 1 d . . .
H13 H 0.9062 -0.4016 0.1434 0.060 Uiso 1 1 calc R . .
C14 C 0.83419(16) -0.2655(5) 0.18973(12) 0.0513(7) Uani 1 1 d . . .
H14 H 0.8562 -0.3748 0.2290 0.062 Uiso 1 1 calc R . .
C15 C 0.64841(16) 0.4189(5) 0.05718(13) 0.0498(7) Uani 1 1 d . . .
H15 H 0.6065 0.5400 0.0503 0.060 Uiso 1 1 calc R . .
C16 C 0.59717(17) 0.9146(5) -0.17926(14) 0.0619(8) Uani 1 1 d . . .
H16 H 0.6369 0.7957 -0.1795 0.074 Uiso 1 1 calc R . .
C17 C 0.67651(15) 0.2575(5) 0.11403(12) 0.0501(7) Uani 1 1 d . . .
H17 H 0.6534 0.2670 0.1465 0.060 Uiso 1 1 calc R . .
C18 C 0.92850(16) -0.2810(5) 0.03515(13) 0.0552(7) Uani 1 1 d . . .
H18A H 0.9294 -0.3134 -0.0102 0.066 Uiso 1 1 calc R . .
H18B H 0.9255 -0.4524 0.0555 0.066 Uiso 1 1 calc R . .
C19 C 0.56152(18) 1.0918(6) -0.23441(14) 0.0655(8) Uani 1 1 d . . .
H19 H 0.5772 1.0914 -0.2716 0.079 Uiso 1 1 calc R . .
C20 C 0.47882(17) 1.2708(5) -0.18007(15) 0.0619(8) Uani 1 1 d . . .
H20 H 0.4391 1.3906 -0.1803 0.074 Uiso 1 1 calc R . .
C21 C 1.00597(18) -0.1411(6) 0.08166(14) 0.0554(7) Uani 1 1 d . . .
O22 O 1.06943(12) -0.2926(4) 0.09028(11) 0.0816(6) Uani 1 1 d . . .
O23 O 1.01051(14) 0.0764(4) 0.10606(12) 0.0891(7) Uani 1 1 d . . .
C24 C 0.50292(17) 1.2679(5) -0.23393(14) 0.0618(8) Uani 1 1 d . . .
H24 H 0.4794 1.3869 -0.2709 0.074 Uiso 1 1 calc R . .
C1 C 1.1508(2) -0.1789(8) 0.1287(2) 0.1227(15) Uani 1 1 d . . .
H1A H 1.1673 -0.0820 0.0965 0.147 Uiso 1 1 calc R . .
H1B H 1.1490 -0.0537 0.1634 0.147 Uiso 1 1 calc R . .
C2 C 1.2068(2) -0.3740(10) 0.1613(3) 0.1473(19) Uani 1 1 d . . .
H2A H 1.2063 -0.5039 0.1274 0.221 Uiso 1 1 calc R . .
H2B H 1.1933 -0.4590 0.1962 0.221 Uiso 1 1 calc R . .
H2C H 1.2603 -0.2960 0.1831 0.221 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
N1 C5 1.326(3) . ?
N1 C6 1.370(3) . ?
N2 C8 1.266(3) . ?
N2 C7 1.412(3) . ?
O3 C9 1.364(3) . ?
O3 C18 1.418(3) . ?
C4 C17 1.406(3) . ?
C4 C12 1.414(3) . ?
C4 C6 1.419(3) . ?
C5 C15 1.404(3) . ?
C5 C8 1.469(3) . ?
C6 C9 1.425(3) . ?
C7 C16 1.388(3) . ?
C7 C11 1.394(3) . ?
C9 C13 1.367(3) . ?
O10 C11 1.363(3) . ?
C11 C20 1.379(3) . ?
C12 C14 1.356(3) . ?
C13 C14 1.396(3) . ?
C15 C17 1.354(3) . ?
C16 C19 1.387(3) . ?
C18 C21 1.503(4) . ?
C19 C24 1.375(4) . ?
C20 C24 1.362(4) . ?
C21 O23 1.192(3) . ?
C21 O22 1.317(3) . ?
O22 C1 1.462(4) . ?
C1 C2 1.367(5) . ?

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
C5 N1 C6 117.28(19) . . ?
C8 N2 C7 122.6(2) . . ?
C9 O3 C18 117.88(18) . . ?
C17 C4 C12 123.2(2) . . ?
C17 C4 C6 116.9(2) . . ?
C12 C4 C6 119.9(2) . . ?
N1 C5 C15 124.1(2) . . ?
N1 C5 C8 115.1(2) . . ?
C15 C5 C8 120.8(2) . . ?
N1 C6 C4 122.5(2) . . ?
N1 C6 C9 119.1(2) . . ?
C4 C6 C9 118.4(2) . . ?
C16 C7 C11 118.2(2) . . ?
C16 C7 N2 128.4(2) . . ?
C11 C7 N2 113.4(2) . . ?
N2 C8 C5 121.2(2) . . ?
O3 C9 C13 125.2(2) . . ?
O3 C9 C6 114.97(19) . . ?
C13 C9 C6 119.8(2) . . ?
O10 C11 C20 120.0(2) . . ?
O10 C11 C7 118.7(2) . . ?
C20 C11 C7 121.3(3) . . ?
C14 C12 C4 119.8(2) . . ?
C9 C13 C14 121.0(2) . . ?
C12 C14 C13 121.1(2) . . ?
C17 C15 C5 118.5(2) . . ?
C19 C16 C7 120.3(3) . . ?
C15 C17 C4 120.7(2) . . ?
O3 C18 C21 111.5(2) . . ?
C24 C19 C16 119.9(3) . . ?
C24 C20 C11 119.4(3) . . ?
O23 C21 O22 124.4(3) . . ?
O23 C21 C18 125.9(3) . . ?
O22 C21 C18 109.7(2) . . ?
C21 O22 C1 117.5(3) . . ?
C20 C24 C19 121.0(3) . . ?
C2 C1 O22 111.1(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.035
####################################################################### 
# 
# 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_yumm02
_database_code_depnum_ccdc_archive 'CCDC 1019895'
_audit_update_record             
;
2014-08-25 deposited with the CCDC.
2015-03-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 Cl2 N2 O4 Zn'
_chemical_formula_weight         486.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.6068(10)
_cell_length_b                   9.8747(15)
_cell_length_c                   11.0893(14)
_cell_angle_alpha                95.233(12)
_cell_angle_beta                 102.357(10)
_cell_angle_gamma                90.567(11)
_cell_volume                     1022.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_exptl_absorpt_coefficient_mu    4.329
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3587
_exptl_absorpt_correction_T_max  0.8026
_exptl_absorpt_process_details   'SADABS v2008/1, Sheldrick, G.M., (2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7862
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_sigmaI/netI    0.0667
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.10
_diffrn_reflns_theta_max         72.50
_reflns_number_total             3878
_reflns_number_gt                2675
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_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)+(0.1324P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3878
_refine_ls_number_parameters     267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_gt           0.0716
_refine_ls_wR_factor_ref         0.2209
_refine_ls_wR_factor_gt          0.1889
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_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 0.23494(7) 0.69099(8) 0.97964(7) 0.0584(3) Uani 1 1 d . . .
Cl1 Cl 0.07707(14) 0.82156(15) 1.04746(14) 0.0659(4) Uani 1 1 d . . .
Cl2 Cl 0.16088(13) 0.53047(16) 0.81904(14) 0.0663(4) Uani 1 1 d . . .
O1 O 0.1350(4) 0.5154(5) 1.1082(5) 0.0767(13) Uani 1 1 d . . .
O2 O 0.1911(4) 0.8700(4) 0.8059(4) 0.0659(10) Uani 1 1 d . . .
O3 O -0.0994(5) 0.8899(6) 0.5469(5) 0.1039(18) Uani 1 1 d . . .
O4 O 0.0934(6) 0.7621(6) 0.5786(4) 0.0948(15) Uani 1 1 d . . .
N1 N 0.3973(4) 0.6068(4) 1.1144(4) 0.0515(9) Uani 1 1 d . . .
N2 N 0.4235(4) 0.7880(4) 0.9496(4) 0.0515(10) Uani 1 1 d . . .
C1 C 0.2385(6) 0.4699(6) 1.1972(5) 0.0597(13) Uani 1 1 d . . .
C2 C 0.2125(7) 0.3840(6) 1.2811(6) 0.0666(15) Uani 1 1 d . . .
H2 H 0.1192 0.3575 1.2806 0.080 Uiso 1 1 calc R . .
C3 C 0.3227(8) 0.3371(8) 1.3653(7) 0.0817(19) Uani 1 1 d . . .
H3 H 0.3039 0.2798 1.4223 0.098 Uiso 1 1 calc R . .
C4 C 0.4609(8) 0.3744(8) 1.3660(7) 0.086(2) Uani 1 1 d . . .
H4 H 0.5355 0.3396 1.4214 0.103 Uiso 1 1 calc R . .
C5 C 0.4892(6) 0.4623(7) 1.2857(6) 0.0725(16) Uani 1 1 d . . .
H5 H 0.5831 0.4883 1.2881 0.087 Uiso 1 1 calc R . .
C6 C 0.3783(5) 0.5143(6) 1.1991(5) 0.0553(12) Uani 1 1 d . . .
C7 C 0.5217(5) 0.6527(5) 1.1094(5) 0.0570(13) Uani 1 1 d . . .
H7 H 0.6012 0.6244 1.1640 0.068 Uiso 1 1 calc R . .
C8 C 0.5416(5) 0.7468(6) 1.0216(5) 0.0548(12) Uani 1 1 d . . .
C9 C 0.6794(6) 0.7897(6) 1.0155(6) 0.0642(14) Uani 1 1 d . . .
H9 H 0.7588 0.7600 1.0693 0.077 Uiso 1 1 calc R . .
C10 C 0.6951(6) 0.8756(6) 0.9297(6) 0.0658(15) Uani 1 1 d . . .
H10 H 0.7857 0.9043 0.9238 0.079 Uiso 1 1 calc R . .
C11 C 0.5738(6) 0.9210(6) 0.8497(5) 0.0610(13) Uani 1 1 d . . .
C12 C 0.4382(6) 0.8730(6) 0.8626(5) 0.0566(12) Uani 1 1 d . . .
C13 C 0.3138(6) 0.9190(6) 0.7823(5) 0.0620(14) Uani 1 1 d . . .
C14 C 0.3276(7) 1.0018(7) 0.6935(6) 0.0725(16) Uani 1 1 d . . .
H14 H 0.2467 1.0294 0.6403 0.087 Uiso 1 1 calc R . .
C15 C 0.4636(8) 1.0459(8) 0.6817(6) 0.0817(19) Uani 1 1 d . . .
H15 H 0.4709 1.1019 0.6201 0.098 Uiso 1 1 calc R . .
C16 C 0.5837(7) 1.0086(8) 0.7577(6) 0.0782(18) Uani 1 1 d . . .
H16 H 0.6723 1.0404 0.7496 0.094 Uiso 1 1 calc R . .
C17 C 0.0592(6) 0.9183(8) 0.7403(6) 0.0744(17) Uani 1 1 d . . .
H17A H 0.0692 1.0160 0.7389 0.089 Uiso 1 1 calc R . .
H17B H -0.0138 0.9018 0.7860 0.089 Uiso 1 1 calc R . .
C18 C 0.0091(7) 0.8561(7) 0.6100(6) 0.0729(17) Uani 1 1 d . . .
C19 C 0.0610(14) 0.6986(13) 0.4514(9) 0.141(4) Uani 1 1 d . . .
H19A H 0.0699 0.6008 0.4513 0.169 Uiso 1 1 calc R . .
H19B H -0.0362 0.7170 0.4117 0.169 Uiso 1 1 calc R . .
C20 C 0.1586(14) 0.7522(12) 0.3834(8) 0.136(4) Uani 1 1 d . . .
H20A H 0.1237 0.7281 0.2962 0.205 Uiso 1 1 calc R . .
H20B H 0.2508 0.7146 0.4093 0.205 Uiso 1 1 calc R . .
H20C H 0.1661 0.8494 0.3997 0.205 Uiso 1 1 calc R . .
H1 H 0.069(11) 0.492(10) 1.126(9) 0.13(4) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 2.142(4) . ?
Zn1 N1 2.147(4) . ?
Zn1 Cl1 2.2087(14) . ?
Zn1 Cl2 2.2607(17) . ?
O1 C1 1.355(7) . ?
O1 H1 0.74(10) . ?
O2 C13 1.355(7) . ?
O2 C17 1.430(6) . ?
O3 C18 1.193(8) . ?
O4 C18 1.310(9) . ?
O4 C19 1.458(10) . ?
N1 C7 1.288(7) . ?
N1 C6 1.406(7) . ?
N2 C8 1.331(6) . ?
N2 C12 1.363(7) . ?
C1 C2 1.373(8) . ?
C1 C6 1.404(7) . ?
C2 C3 1.369(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.372(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.408(8) . ?
C5 H5 0.9300 . ?
C7 C8 1.445(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.403(7) . ?
C9 C10 1.362(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.409(8) . ?
C10 H10 0.9300 . ?
C11 C16 1.414(9) . ?
C11 C12 1.422(8) . ?
C12 C13 1.435(8) . ?
C13 C14 1.362(8) . ?
C14 C15 1.409(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.351(10) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.494(9) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C19 C20 1.446(14) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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
N2 Zn1 N1 78.63(17) . . ?
N2 Zn1 Cl1 117.67(12) . . ?
N1 Zn1 Cl1 118.06(12) . . ?
N2 Zn1 Cl2 107.19(12) . . ?
N1 Zn1 Cl2 108.38(13) . . ?
Cl1 Zn1 Cl2 119.57(6) . . ?
C1 O1 H1 102(8) . . ?
C13 O2 C17 118.1(5) . . ?
C18 O4 C19 118.3(7) . . ?
C7 N1 C6 121.9(4) . . ?
C7 N1 Zn1 110.7(4) . . ?
C6 N1 Zn1 127.4(3) . . ?
C8 N2 C12 117.8(4) . . ?
C8 N2 Zn1 112.4(3) . . ?
C12 N2 Zn1 129.5(3) . . ?
O1 C1 C2 123.5(5) . . ?
O1 C1 C6 116.0(5) . . ?
C2 C1 C6 120.5(5) . . ?
C3 C2 C1 120.5(6) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.3(6) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 120.2(6) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.0(6) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C1 C6 N1 117.7(5) . . ?
C1 C6 C5 117.4(5) . . ?
N1 C6 C5 124.9(5) . . ?
N1 C7 C8 122.0(5) . . ?
N1 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
N2 C8 C9 123.6(5) . . ?
N2 C8 C7 116.2(4) . . ?
C9 C8 C7 120.2(5) . . ?
C10 C9 C8 119.0(5) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C9 C10 C11 119.9(5) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C16 122.3(5) . . ?
C10 C11 C12 117.4(5) . . ?
C16 C11 C12 120.2(5) . . ?
N2 C12 C11 122.3(5) . . ?
N2 C12 C13 119.7(5) . . ?
C11 C12 C13 118.0(5) . . ?
O2 C13 C14 127.3(5) . . ?
O2 C13 C12 112.6(5) . . ?
C14 C13 C12 120.1(5) . . ?
C13 C14 C15 120.5(6) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 121.5(6) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C11 119.7(6) . . ?
C15 C16 H16 120.2 . . ?
C11 C16 H16 120.2 . . ?
O2 C17 C18 115.5(5) . . ?
O2 C17 H17A 108.4 . . ?
C18 C17 H17A 108.4 . . ?
O2 C17 H17B 108.4 . . ?
C18 C17 H17B 108.4 . . ?
H17A C17 H17B 107.5 . . ?
O3 C18 O4 126.4(7) . . ?
O3 C18 C17 120.8(7) . . ?
O4 C18 C17 112.8(5) . . ?
C20 C19 O4 109.5(9) . . ?
C20 C19 H19A 109.8 . . ?
O4 C19 H19A 109.8 . . ?
C20 C19 H19B 109.8 . . ?
O4 C19 H19B 109.8 . . ?
H19A C19 H19B 108.2 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
N2 Zn1 N1 C7 -0.8(4) . . . . ?
Cl1 Zn1 N1 C7 -116.3(4) . . . . ?
Cl2 Zn1 N1 C7 103.7(4) . . . . ?
N2 Zn1 N1 C6 179.1(4) . . . . ?
Cl1 Zn1 N1 C6 63.6(4) . . . . ?
Cl2 Zn1 N1 C6 -76.4(4) . . . . ?
N1 Zn1 N2 C8 2.3(4) . . . . ?
Cl1 Zn1 N2 C8 118.1(3) . . . . ?
Cl2 Zn1 N2 C8 -103.7(4) . . . . ?
N1 Zn1 N2 C12 175.9(5) . . . . ?
Cl1 Zn1 N2 C12 -68.2(4) . . . . ?
Cl2 Zn1 N2 C12 70.0(4) . . . . ?
O1 C1 C2 C3 177.2(7) . . . . ?
C6 C1 C2 C3 -2.0(10) . . . . ?
C1 C2 C3 C4 -0.7(12) . . . . ?
C2 C3 C4 C5 2.3(13) . . . . ?
C3 C4 C5 C6 -1.3(12) . . . . ?
O1 C1 C6 N1 3.5(8) . . . . ?
C2 C1 C6 N1 -177.3(5) . . . . ?
O1 C1 C6 C5 -176.3(6) . . . . ?
C2 C1 C6 C5 2.9(9) . . . . ?
C7 N1 C6 C1 -179.9(5) . . . . ?
Zn1 N1 C6 C1 0.2(7) . . . . ?
C7 N1 C6 C5 -0.1(9) . . . . ?
Zn1 N1 C6 C5 180.0(5) . . . . ?
C4 C5 C6 C1 -1.3(10) . . . . ?
C4 C5 C6 N1 178.9(6) . . . . ?
C6 N1 C7 C8 179.4(5) . . . . ?
Zn1 N1 C7 C8 -0.7(7) . . . . ?
C12 N2 C8 C9 2.2(8) . . . . ?
Zn1 N2 C8 C9 176.7(5) . . . . ?
C12 N2 C8 C7 -177.7(5) . . . . ?
Zn1 N2 C8 C7 -3.2(6) . . . . ?
N1 C7 C8 N2 2.8(8) . . . . ?
N1 C7 C8 C9 -177.2(5) . . . . ?
N2 C8 C9 C10 -1.7(9) . . . . ?
C7 C8 C9 C10 178.3(5) . . . . ?
C8 C9 C10 C11 0.7(9) . . . . ?
C9 C10 C11 C16 -179.1(6) . . . . ?
C9 C10 C11 C12 -0.4(9) . . . . ?
C8 N2 C12 C11 -1.9(8) . . . . ?
Zn1 N2 C12 C11 -175.2(4) . . . . ?
C8 N2 C12 C13 179.5(5) . . . . ?
Zn1 N2 C12 C13 6.1(7) . . . . ?
C10 C11 C12 N2 1.0(8) . . . . ?
C16 C11 C12 N2 179.7(5) . . . . ?
C10 C11 C12 C13 179.7(5) . . . . ?
C16 C11 C12 C13 -1.6(8) . . . . ?
C17 O2 C13 C14 -6.5(9) . . . . ?
C17 O2 C13 C12 174.2(5) . . . . ?
N2 C12 C13 O2 0.7(8) . . . . ?
C11 C12 C13 O2 -178.0(5) . . . . ?
N2 C12 C13 C14 -178.7(5) . . . . ?
C11 C12 C13 C14 2.6(9) . . . . ?
O2 C13 C14 C15 179.1(6) . . . . ?
C12 C13 C14 C15 -1.6(10) . . . . ?
C13 C14 C15 C16 -0.4(12) . . . . ?
C14 C15 C16 C11 1.4(12) . . . . ?
C10 C11 C16 C15 178.3(7) . . . . ?
C12 C11 C16 C15 -0.4(10) . . . . ?
C13 O2 C17 C18 78.5(7) . . . . ?
C19 O4 C18 O3 5.7(12) . . . . ?
C19 O4 C18 C17 -176.5(7) . . . . ?
O2 C17 C18 O3 -179.6(6) . . . . ?
O2 C17 C18 O4 2.4(8) . . . . ?
C18 O4 C19 C20 104.3(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full        72.50
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max         1.100
_refine_diff_density_min         -0.709
_refine_diff_density_rms         0.109
