# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1060804'
_audit_update_record             
;
2015-04-21 deposited with the CCDC.
2016-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C62 H76 N8 O4 Zn2, 4(O)'
_chemical_formula_sum            'C62 H76 N8 O8 Zn2'
_exptl_crystal_recrystallization_method DCM/MeOH
_chemical_melting_point          ?

_exptl_crystal_description       Block
_exptl_crystal_colour            'light yellow'

_diffrn_ambient_temperature      292(2)
_chemical_formula_weight         1192.09

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'
Cl Cl 0.1484 0.1585 '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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?

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                   13.2334(5)
_cell_length_b                   16.7995(6)
_cell_length_c                   15.3797(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.611(2)
_cell_angle_gamma                90.00
_cell_volume                     3323.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8005
_exptl_absorpt_correction_T_max  0.8478
_exptl_absorpt_process_details   'Sortav (Blessing 1995)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            57457
_diffrn_reflns_av_R_equivalents  0.0906
_diffrn_reflns_av_sigmaI/netI    0.0854
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         27.10
_reflns_number_total             7315
_reflns_number_gt                3576
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1050P)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     SHELXL
_refine_ls_extinction_coef       0.0020(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7315
_refine_ls_number_parameters     372
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1196
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.1859
_refine_ls_wR_factor_gt          0.1647
_refine_ls_goodness_of_fit_ref   0.890
_refine_ls_restrained_S_all      0.890
_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
C21 C 1.0942(3) 0.2103(2) 0.6174(3) 0.0480(10) Uani 1 1 d . . .
H21 H 1.1413 0.1928 0.6687 0.058 Uiso 1 1 calc R . .
O2 O 0.9869(2) 0.28498(16) 0.44632(18) 0.0641(8) Uani 1 1 d . . .
C3 C 1.0427(3) 0.0101(2) 0.2863(3) 0.0545(10) Uani 1 1 d . . .
H3 H 1.0854 0.0215 0.2477 0.065 Uiso 1 1 calc R . .
C30 C 1.1407(4) 0.5579(3) 0.4366(3) 0.0770(15) Uani 1 1 d . . .
H30A H 1.1384(4) 0.6193(19) 0.4487(5) 0.092 Uiso 1 1 calc R . .
H30B H 1.064(2) 0.5372(6) 0.4171(7) 0.092 Uiso 1 1 calc R . .
N4 N 1.1947(3) 0.5168(2) 0.5200(2) 0.0618(9) Uani 1 1 d . . .
C29 C 1.2334(5) 0.6013(3) 0.6556(4) 0.1031(19) Uani 1 1 d . . .
H29A H 1.1794 0.6387 0.6310 0.155 Uiso 1 1 calc R . .
H29B H 1.2894 0.6285 0.6956 0.155 Uiso 1 1 calc R . .
H29C H 1.2063 0.5607 0.6877 0.155 Uiso 1 1 calc R . .
C31 C 1.1950(5) 0.5434(4) 0.3615(4) 0.120(2) Uani 1 1 d . . .
H31A H 1.2635 0.5659 0.3773 0.180 Uiso 1 1 calc R . .
H31B H 1.1560 0.5679 0.3076 0.180 Uiso 1 1 calc R . .
H31C H 1.1999 0.4872 0.3521 0.180 Uiso 1 1 calc R . .
C4 C 1.0435(3) -0.0667(2) 0.3197(3) 0.0553(10) Uani 1 1 d . . .
C8 C 1.1121(4) -0.1309(3) 0.2942(3) 0.0835(15) Uani 1 1 d . . .
H8A H 1.1540 -0.1545 0.3474 0.125 Uiso 1 1 calc R . .
H8B H 1.1563 -0.1077 0.2597 0.125 Uiso 1 1 calc R . .
H8C H 1.0692 -0.1711 0.2593 0.125 Uiso 1 1 calc R . .
O3 O 0.3669(5) -0.0371(4) 0.3916(4) 0.191(2) Uani 1 1 d . . .
O4 O 0.5211(7) -0.1148(4) 0.3177(6) 0.258(4) Uani 1 1 d . . .
C19 C 0.3065(4) 0.2537(4) 0.3859(5) 0.1073(19) Uani 1 1 d . . .
H19A H 0.2640 0.3001 0.3893 0.129 Uiso 1 1 calc R . .
H19B H 0.3080 0.2458 0.3237 0.129 Uiso 1 1 calc R . .
Zn1 Zn 0.91006(3) 0.19635(2) 0.47779(3) 0.0549(2) Uani 1 1 d . . .
N1 N 0.8527(2) 0.11291(16) 0.3880(2) 0.0455(7) Uani 1 1 d . . .
O1 O 0.77903(19) 0.23116(16) 0.49807(19) 0.0641(8) Uani 1 1 d . . .
C1 C 0.9158(3) 0.0511(2) 0.3632(2) 0.0424(9) Uani 1 1 d . . .
C10 C 0.7519(3) 0.1064(2) 0.3585(2) 0.0481(9) Uani 1 1 d . . .
H10 H 0.7294 0.0655 0.3177 0.058 Uiso 1 1 calc R . .
C23 C 1.0618(3) 0.3211(2) 0.5042(3) 0.0469(9) Uani 1 1 d . . .
C25 C 1.1692(3) 0.4412(2) 0.5398(3) 0.0496(10) Uani 1 1 d . . .
C2 C 0.9822(3) 0.0697(2) 0.3072(2) 0.0469(9) Uani 1 1 d . . .
C22 C 1.1136(3) 0.2862(2) 0.5867(2) 0.0442(9) Uani 1 1 d . . .
C12 C 0.6871(3) 0.2110(2) 0.4491(3) 0.0497(10) Uani 1 1 d . . .
C26 C 1.2210(3) 0.4058(2) 0.6205(3) 0.0537(10) Uani 1 1 d . . .
H26 H 1.2741 0.4332 0.6593 0.064 Uiso 1 1 calc R . .
C6 C 0.9138(3) -0.0255(2) 0.3992(2) 0.0432(9) Uani 1 1 d . . .
C9 C 0.8445(3) -0.0445(2) 0.4623(3) 0.0511(10) Uani 1 1 d . . .
H9A H 0.8339 0.0029 0.4939 0.077 Uiso 1 1 calc R . .
H9B H 0.8771 -0.0844 0.5043 0.077 Uiso 1 1 calc R . .
H9C H 0.7787 -0.0639 0.4285 0.077 Uiso 1 1 calc R . .
C24 C 1.0915(3) 0.3966(2) 0.4821(3) 0.0533(10) Uani 1 1 d . . .
H24 H 1.0587 0.4182 0.4270 0.064 Uiso 1 1 calc R . .
C13 C 0.5986(3) 0.2471(2) 0.4687(3) 0.0569(11) Uani 1 1 d . . .
H13 H 0.6078 0.2827 0.5162 0.068 Uiso 1 1 calc R . .
C11 C 0.6723(3) 0.1536(2) 0.3806(3) 0.0470(9) Uani 1 1 d . . .
C27 C 1.1940(3) 0.3319(2) 0.6422(3) 0.0541(10) Uani 1 1 d . . .
H27 H 1.2300 0.3099 0.6961 0.065 Uiso 1 1 calc R . .
C16 C 0.5693(3) 0.1378(3) 0.3330(3) 0.0684(12) Uani 1 1 d . . .
H16 H 0.5586 0.1000 0.2876 0.082 Uiso 1 1 calc R . .
N3 N 0.4152(3) 0.2676(3) 0.4407(3) 0.0848(12) Uani 1 1 d . . .
C7 C 0.9851(3) 0.1530(2) 0.2705(3) 0.0655(12) Uani 1 1 d . . .
H7A H 1.0375 0.1559 0.2368 0.098 Uiso 1 1 calc R . .
H7B H 1.0010 0.1903 0.3191 0.098 Uiso 1 1 calc R . .
H7C H 0.9186 0.1656 0.2323 0.098 Uiso 1 1 calc R . .
C15 C 0.4852(3) 0.1750(3) 0.3500(3) 0.0711(13) Uani 1 1 d . . .
H15 H 0.4190 0.1634 0.3158 0.085 Uiso 1 1 calc R . .
C14 C 0.4983(3) 0.2312(3) 0.4198(3) 0.0619(11) Uani 1 1 d . . .
C18 C 0.4459(5) 0.4030(4) 0.4990(6) 0.137(3) Uani 1 1 d . . .
H18A H 0.3853 0.4254 0.4597 0.206 Uiso 1 1 calc R . .
H18B H 0.5034 0.4055 0.4710 0.206 Uiso 1 1 calc R . .
H18C H 0.4623 0.4326 0.5539 0.206 Uiso 1 1 calc R . .
N2 N 1.0193(2) 0.16119(17) 0.5839(2) 0.0463(8) Uani 1 1 d . . .
C20 C 0.2622(5) 0.1855(4) 0.4180(5) 0.135(3) Uani 1 1 d . . .
H20A H 0.3050 0.1399 0.4155 0.202 Uiso 1 1 calc R . .
H20B H 0.1937 0.1764 0.3814 0.202 Uiso 1 1 calc R . .
H20C H 0.2581 0.1945 0.4787 0.202 Uiso 1 1 calc R . .
C17 C 0.4253(4) 0.3194(4) 0.5179(4) 0.099(2) Uani 1 1 d . . .
H17A H 0.479(2) 0.3008(9) 0.564(2) 0.119 Uiso 1 1 calc R . .
H17B H 0.364(2) 0.3169(4) 0.5381(10) 0.119 Uiso 1 1 calc R . .
C5 C 1.0214(3) 0.0833(2) 0.6232(2) 0.0450(9) Uani 1 1 d . . .
C28 C 1.2727(4) 0.5640(3) 0.5814(3) 0.0768(15) Uani 1 1 d . . .
H28A H 1.2985(9) 0.6077(13) 0.5463(11) 0.092 Uiso 1 1 calc R . .
H28B H 1.3343(19) 0.5285(11) 0.6085(8) 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
C21 N2 1.299(4) . ?
C21 C22 1.404(5) . ?
C21 H21 0.9300 . ?
O2 C23 1.315(4) . ?
O2 Zn1 1.928(3) . ?
C3 C2 1.368(5) . ?
C3 C4 1.387(5) . ?
C3 H3 0.9300 . ?
C30 N4 1.483(5) . ?
C30 C31 1.517(7) . ?
C30 H30A 1.0504 . ?
C30 H30B 1.0504 . ?
N4 C25 1.367(5) . ?
N4 C28 1.458(5) . ?
C29 C28 1.497(7) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C4 C5 1.394(5) 3_756 ?
C4 C8 1.520(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C19 C20 1.427(8) . ?
C19 N3 1.505(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
Zn1 O1 1.924(3) . ?
Zn1 N1 1.988(3) . ?
Zn1 N2 1.998(3) . ?
N1 C10 1.308(4) . ?
N1 C1 1.440(4) . ?
O1 C12 1.316(4) . ?
C1 C2 1.402(5) . ?
C1 C6 1.404(5) . ?
C10 C11 1.424(5) . ?
C10 H10 0.9300 . ?
C23 C24 1.393(5) . ?
C23 C22 1.419(5) . ?
C25 C26 1.400(5) . ?
C25 C24 1.408(5) . ?
C2 C7 1.513(5) . ?
C22 C27 1.423(5) . ?
C12 C11 1.406(5) . ?
C12 C13 1.414(5) . ?
C26 C27 1.356(5) . ?
C26 H26 0.9300 . ?
C6 C5 1.390(5) 3_756 ?
C6 C9 1.518(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C24 H24 0.9300 . ?
C13 C14 1.388(5) . ?
C13 H13 0.9300 . ?
C11 C16 1.413(5) . ?
C27 H27 0.9300 . ?
C16 C15 1.354(5) . ?
C16 H16 0.9300 . ?
N3 C14 1.361(5) . ?
N3 C17 1.453(7) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C15 C14 1.409(6) . ?
C15 H15 0.9300 . ?
C18 C17 1.472(8) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
N2 C5 1.439(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C17 H17A 0.9330 . ?
C17 H17B 0.9330 . ?
C5 C6 1.390(5) 3_756 ?
C5 C4 1.394(5) 3_756 ?
C28 H28A 1.0172 . ?
C28 H28B 1.0172 . ?

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 C21 C22 128.7(3) . . ?
N2 C21 H21 115.6 . . ?
C22 C21 H21 115.6 . . ?
C23 O2 Zn1 123.0(2) . . ?
C2 C3 C4 123.2(4) . . ?
C2 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
N4 C30 C31 111.4(4) . . ?
N4 C30 H30A 109.3 . . ?
C31 C30 H30A 109.3 . . ?
N4 C30 H30B 109.3 . . ?
C31 C30 H30B 109.3 . . ?
H30A C30 H30B 108.0 . . ?
C25 N4 C28 122.3(4) . . ?
C25 N4 C30 122.1(3) . . ?
C28 N4 C30 115.6(3) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C3 C4 C5 117.9(4) . 3_756 ?
C3 C4 C8 121.1(4) . . ?
C5 C4 C8 121.0(4) 3_756 . ?
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 . . ?
C20 C19 N3 110.3(5) . . ?
C20 C19 H19A 109.6 . . ?
N3 C19 H19A 109.6 . . ?
C20 C19 H19B 109.6 . . ?
N3 C19 H19B 109.6 . . ?
H19A C19 H19B 108.1 . . ?
O1 Zn1 O2 110.77(12) . . ?
O1 Zn1 N1 96.64(11) . . ?
O2 Zn1 N1 120.52(12) . . ?
O1 Zn1 N2 117.66(12) . . ?
O2 Zn1 N2 96.33(11) . . ?
N1 Zn1 N2 116.31(12) . . ?
C10 N1 C1 117.1(3) . . ?
C10 N1 Zn1 119.4(2) . . ?
C1 N1 Zn1 122.9(2) . . ?
C12 O1 Zn1 125.1(2) . . ?
C2 C1 C6 121.3(3) . . ?
C2 C1 N1 119.2(3) . . ?
C6 C1 N1 119.4(3) . . ?
N1 C10 C11 128.5(3) . . ?
N1 C10 H10 115.8 . . ?
C11 C10 H10 115.8 . . ?
O2 C23 C24 117.7(3) . . ?
O2 C23 C22 122.9(3) . . ?
C24 C23 C22 119.4(3) . . ?
N4 C25 C26 119.9(3) . . ?
N4 C25 C24 122.4(4) . . ?
C26 C25 C24 117.7(4) . . ?
C3 C2 C1 117.9(3) . . ?
C3 C2 C7 121.5(4) . . ?
C1 C2 C7 120.7(3) . . ?
C21 C22 C23 126.0(3) . . ?
C21 C22 C27 117.3(3) . . ?
C23 C22 C27 116.7(3) . . ?
O1 C12 C11 123.6(3) . . ?
O1 C12 C13 117.9(4) . . ?
C11 C12 C13 118.5(3) . . ?
C27 C26 C25 120.4(4) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C5 C6 C1 118.2(3) 3_756 . ?
C5 C6 C9 120.9(3) 3_756 . ?
C1 C6 C9 121.0(3) . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C23 C24 C25 122.5(4) . . ?
C23 C24 H24 118.8 . . ?
C25 C24 H24 118.8 . . ?
C14 C13 C12 122.4(4) . . ?
C14 C13 H13 118.8 . . ?
C12 C13 H13 118.8 . . ?
C12 C11 C16 117.7(3) . . ?
C12 C11 C10 125.5(3) . . ?
C16 C11 C10 116.7(3) . . ?
C26 C27 C22 123.3(4) . . ?
C26 C27 H27 118.3 . . ?
C22 C27 H27 118.3 . . ?
C15 C16 C11 123.3(4) . . ?
C15 C16 H16 118.4 . . ?
C11 C16 H16 118.4 . . ?
C14 N3 C17 122.5(4) . . ?
C14 N3 C19 121.2(4) . . ?
C17 N3 C19 116.3(4) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C16 C15 C14 119.8(4) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
N3 C14 C13 120.6(4) . . ?
N3 C14 C15 121.3(4) . . ?
C13 C14 C15 118.2(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C21 N2 C5 118.3(3) . . ?
C21 N2 Zn1 118.3(3) . . ?
C5 N2 Zn1 123.4(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 . . ?
N3 C17 C18 113.3(6) . . ?
N3 C17 H17A 108.9 . . ?
C18 C17 H17A 108.9 . . ?
N3 C17 H17B 108.9 . . ?
C18 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C6 C5 C4 121.6(3) 3_756 3_756 ?
C6 C5 N2 118.8(3) 3_756 . ?
C4 C5 N2 119.5(3) 3_756 . ?
N4 C28 C29 113.7(4) . . ?
N4 C28 H28A 108.8 . . ?
C29 C28 H28A 108.8 . . ?
N4 C28 H28B 108.8 . . ?
C29 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?

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
C31 C30 N4 C25 -90.9(5) . . . . ?
C31 C30 N4 C28 92.2(5) . . . . ?
C2 C3 C4 C5 0.5(6) . . . 3_756 ?
C2 C3 C4 C8 179.9(4) . . . . ?
C23 O2 Zn1 O1 98.9(3) . . . . ?
C23 O2 Zn1 N1 -149.6(3) . . . . ?
C23 O2 Zn1 N2 -23.9(3) . . . . ?
O1 Zn1 N1 C10 6.8(3) . . . . ?
O2 Zn1 N1 C10 -112.1(3) . . . . ?
N2 Zn1 N1 C10 132.1(3) . . . . ?
O1 Zn1 N1 C1 -163.7(3) . . . . ?
O2 Zn1 N1 C1 77.4(3) . . . . ?
N2 Zn1 N1 C1 -38.4(3) . . . . ?
O2 Zn1 O1 C12 114.9(3) . . . . ?
N1 Zn1 O1 C12 -11.3(3) . . . . ?
N2 Zn1 O1 C12 -135.7(3) . . . . ?
C10 N1 C1 C2 114.1(4) . . . . ?
Zn1 N1 C1 C2 -75.1(4) . . . . ?
C10 N1 C1 C6 -69.2(4) . . . . ?
Zn1 N1 C1 C6 101.5(3) . . . . ?
C1 N1 C10 C11 172.5(4) . . . . ?
Zn1 N1 C10 C11 1.5(5) . . . . ?
Zn1 O2 C23 C24 -162.1(3) . . . . ?
Zn1 O2 C23 C22 18.7(5) . . . . ?
C28 N4 C25 C26 -1.9(6) . . . . ?
C30 N4 C25 C26 -178.5(4) . . . . ?
C28 N4 C25 C24 177.8(4) . . . . ?
C30 N4 C25 C24 1.1(6) . . . . ?
C4 C3 C2 C1 -1.9(6) . . . . ?
C4 C3 C2 C7 178.9(4) . . . . ?
C6 C1 C2 C3 2.1(5) . . . . ?
N1 C1 C2 C3 178.7(3) . . . . ?
C6 C1 C2 C7 -178.7(3) . . . . ?
N1 C1 C2 C7 -2.1(5) . . . . ?
N2 C21 C22 C23 -9.0(7) . . . . ?
N2 C21 C22 C27 172.5(4) . . . . ?
O2 C23 C22 C21 0.7(6) . . . . ?
C24 C23 C22 C21 -178.5(4) . . . . ?
O2 C23 C22 C27 179.2(3) . . . . ?
C24 C23 C22 C27 0.0(5) . . . . ?
Zn1 O1 C12 C11 7.4(5) . . . . ?
Zn1 O1 C12 C13 -174.9(3) . . . . ?
N4 C25 C26 C27 177.8(4) . . . . ?
C24 C25 C26 C27 -1.8(6) . . . . ?
C2 C1 C6 C5 -1.0(5) . . . 3_756 ?
N1 C1 C6 C5 -177.5(3) . . . 3_756 ?
C2 C1 C6 C9 177.9(3) . . . . ?
N1 C1 C6 C9 1.3(5) . . . . ?
O2 C23 C24 C25 178.7(4) . . . . ?
C22 C23 C24 C25 -2.1(6) . . . . ?
N4 C25 C24 C23 -176.6(4) . . . . ?
C26 C25 C24 C23 3.0(6) . . . . ?
O1 C12 C13 C14 178.5(4) . . . . ?
C11 C12 C13 C14 -3.7(6) . . . . ?
O1 C12 C11 C16 -179.8(4) . . . . ?
C13 C12 C11 C16 2.5(6) . . . . ?
O1 C12 C11 C10 4.2(6) . . . . ?
C13 C12 C11 C10 -173.5(4) . . . . ?
N1 C10 C11 C12 -9.2(7) . . . . ?
N1 C10 C11 C16 174.8(4) . . . . ?
C25 C26 C27 C22 -0.2(6) . . . . ?
C21 C22 C27 C26 179.8(4) . . . . ?
C23 C22 C27 C26 1.1(6) . . . . ?
C12 C11 C16 C15 0.0(7) . . . . ?
C10 C11 C16 C15 176.4(4) . . . . ?
C20 C19 N3 C14 87.4(6) . . . . ?
C20 C19 N3 C17 -90.8(7) . . . . ?
C11 C16 C15 C14 -1.6(8) . . . . ?
C17 N3 C14 C13 -4.6(8) . . . . ?
C19 N3 C14 C13 177.4(5) . . . . ?
C17 N3 C14 C15 173.4(5) . . . . ?
C19 N3 C14 C15 -4.6(7) . . . . ?
C12 C13 C14 N3 -179.7(4) . . . . ?
C12 C13 C14 C15 2.2(6) . . . . ?
C16 C15 C14 N3 -177.6(5) . . . . ?
C16 C15 C14 C13 0.4(7) . . . . ?
C22 C21 N2 C5 174.5(4) . . . . ?
C22 C21 N2 Zn1 -3.4(5) . . . . ?
O1 Zn1 N2 C21 -101.4(3) . . . . ?
O2 Zn1 N2 C21 16.0(3) . . . . ?
N1 Zn1 N2 C21 144.7(3) . . . . ?
O1 Zn1 N2 C5 80.8(3) . . . . ?
O2 Zn1 N2 C5 -161.7(3) . . . . ?
N1 Zn1 N2 C5 -33.1(3) . . . . ?
C14 N3 C17 C18 87.8(7) . . . . ?
C19 N3 C17 C18 -94.0(6) . . . . ?
C21 N2 C5 C6 -79.3(4) . . . 3_756 ?
Zn1 N2 C5 C6 98.5(3) . . . 3_756 ?
C21 N2 C5 C4 102.7(4) . . . 3_756 ?
Zn1 N2 C5 C4 -79.5(4) . . . 3_756 ?
C25 N4 C28 C29 -79.3(5) . . . . ?
C30 N4 C28 C29 97.5(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.952
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.079

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

data_H2L
_database_code_depnum_ccdc_archive 'CCDC 1060805'
_audit_update_record             
;
2015-04-21 deposited with the CCDC.
2016-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C31 H40 N4 O2'
_chemical_formula_sum            'C31 H40 N4 O2'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            black

_diffrn_ambient_temperature      292(2)
_chemical_formula_weight         500.67

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'F d d 2'
_symmetry_int_tables_number      43
_chemical_absolute_configuration ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   20.763(3)
_cell_length_b                   31.748(5)
_cell_length_c                   8.6715(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5716.3(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2160
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   'Sortav (Blessing 1995)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9557
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_sigmaI/netI    0.0193
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         25
_reflns_number_total             910
_reflns_number_gt                852
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0601P)²+3.1562P] 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_abs_structure_details none
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         910
_refine_ls_number_parameters     189
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0895
_refine_ls_wR_factor_gt          0.0865
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.107
_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
O1 O 0.83047(16) 0.61085(12) 0.6205(4) 0.0864(11) Uani 1 1 d . . .
N1 N 0.7598(2) 0.67392(17) 0.5323(5) 0.0690(13) Uani 1 1 d . . .
C1 C 0.75126(18) 0.71271(15) 0.4527(8) 0.0594(14) Uani 1 1 d . . .
N2 N 0.7300(2) 0.48374(19) 0.7696(5) 0.0748(12) Uani 1 1 d . . .
C4 C 0.7500 0.7500 0.5365(8) 0.0555(19) Uani 1 2 d S . .
C7 C 0.7114(3) 0.6519(2) 0.5687(5) 0.0554(12) Uani 1 1 d . . .
C9 C 0.6620(3) 0.5853(2) 0.6653(5) 0.0663(14) Uani 1 1 d . . .
C14 C 0.6732(3) 0.45645(16) 0.7878(6) 0.0903(17) Uani 1 1 d . . .
H14A H 0.6391 0.4724 0.8373 0.108 Uiso 1 1 calc R . .
H14B H 0.6842 0.4331 0.8551 0.108 Uiso 1 1 calc R . .
C8 C 0.7154(3) 0.61028(19) 0.6336(5) 0.0555(13) Uani 1 1 d . . .
C2 C 0.75122(18) 0.71192(14) 0.2934(8) 0.0647(14) Uani 1 1 d . . .
C13 C 0.7749(3) 0.5902(2) 0.6526(6) 0.0611(12) Uani 1 1 d . . .
C11 C 0.7267(3) 0.5249(2) 0.7266(5) 0.0641(14) Uani 1 1 d . . .
C16 C 0.7917(4) 0.46242(19) 0.7847(8) 0.0907(19) Uani 1 1 d . . .
C6 C 0.7500 0.7500 0.7089(9) 0.082(2) Uani 1 2 d S . .
H6A H 0.7509 0.7215 0.7458 0.124 Uiso 0.50 1 calc PR . .
H6B H 0.7118 0.7638 0.7458 0.124 Uiso 0.50 1 calc PR . .
H6C H 0.7873 0.7648 0.7458 0.124 Uiso 0.50 1 calc PR . .
C12 C 0.7804(3) 0.5490(2) 0.6961(6) 0.0663(14) Uani 1 1 d . . .
H12 H 0.8211 0.5370 0.7053 0.080 Uiso 1 1 calc R . .
C10 C 0.6653(3) 0.5444(2) 0.7109(5) 0.0761(14) Uani 1 1 d . . .
H10 H 0.6279 0.5293 0.7315 0.091 Uiso 1 1 calc R . .
C3 C 0.7500 0.7500 0.2183(8) 0.0676(19) Uani 1 2 d S . .
H3 H 0.7500 0.7500 0.1111 0.081 Uiso 1 2 calc SR . .
C17 C 0.8199(2) 0.44783(15) 0.6345(7) 0.1048(17) Uani 1 1 d . . .
H17A H 0.8605 0.4343 0.6533 0.157 Uiso 1 1 calc R . .
H17B H 0.8262 0.4716 0.5678 0.157 Uiso 1 1 calc R . .
H17C H 0.7910 0.4282 0.5864 0.157 Uiso 1 1 calc R . .
C5 C 0.7528(2) 0.67048(17) 0.2060(6) 0.0899(16) Uani 1 1 d . . .
H5A H 0.7540 0.6475 0.2780 0.135 Uiso 1 1 calc R . .
H5B H 0.7905 0.6696 0.1419 0.135 Uiso 1 1 calc R . .
H5C H 0.7150 0.6682 0.1428 0.135 Uiso 1 1 calc R . .
C15 C 0.6485(2) 0.43930(15) 0.6387(7) 0.1084(17) Uani 1 1 d . . .
H15A H 0.6111 0.4223 0.6577 0.163 Uiso 1 1 calc R . .
H15B H 0.6813 0.4224 0.5910 0.163 Uiso 1 1 calc R . .
H15C H 0.6373 0.4622 0.5715 0.163 Uiso 1 1 calc R . .
H9 H 0.6215(19) 0.5981(11) 0.656(4) 0.056(15) Uiso 1 1 d . . .
H7 H 0.6694(19) 0.6626(11) 0.549(4) 0.048(13) Uiso 1 1 d . . .
H1A H 0.816(2) 0.6397(16) 0.570(5) 0.105(18) Uiso 1 1 d . . .
H16A H 0.825(2) 0.4786(17) 0.828(6) 0.10(2) Uiso 1 1 d . . .
H16B H 0.7850(18) 0.4366(13) 0.849(5) 0.080(15) 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
O1 C13 1.356(5) . ?
O1 H1A 1.06(6) . ?
N1 C7 1.264(6) . ?
N1 C1 1.423(6) . ?
C1 C2 1.382(6) . ?
C1 C4 1.389(5) . ?
N2 C11 1.362(6) . ?
N2 C16 1.454(8) . ?
N2 C14 1.473(6) . ?
C4 C1 1.389(5) 14_665 ?
C4 C6 1.495(10) . ?
C7 C8 1.439(6) . ?
C7 H7 0.95(4) . ?
C9 C10 1.359(6) . ?
C9 C8 1.391(6) . ?
C9 H9 0.94(4) . ?
C14 C15 1.493(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C8 C13 1.399(6) . ?
C2 C3 1.374(6) . ?
C2 C5 1.519(6) . ?
C13 C12 1.367(5) . ?
C11 C12 1.378(7) . ?
C11 C10 1.422(7) . ?
C16 C17 1.501(7) . ?
C16 H16A 0.93(5) . ?
C16 H16B 1.00(4) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C12 H12 0.9300 . ?
C10 H10 0.9300 . ?
C3 C2 1.374(6) 14_665 ?
C3 H3 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
C13 O1 H1A 105(2) . . ?
C7 N1 C1 120.0(4) . . ?
C2 C1 C4 122.6(5) . . ?
C2 C1 N1 118.0(5) . . ?
C4 C1 N1 119.1(5) . . ?
C11 N2 C16 121.1(5) . . ?
C11 N2 C14 123.6(5) . . ?
C16 N2 C14 115.0(5) . . ?
C1 C4 C1 116.9(6) . 14_665 ?
C1 C4 C6 121.5(3) . . ?
C1 C4 C6 121.5(3) 14_665 . ?
N1 C7 C8 124.0(5) . . ?
N1 C7 H7 119(2) . . ?
C8 C7 H7 117(2) . . ?
C10 C9 C8 124.1(5) . . ?
C10 C9 H9 119(2) . . ?
C8 C9 H9 117(2) . . ?
N2 C14 C15 113.3(4) . . ?
N2 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
N2 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C9 C8 C13 114.9(5) . . ?
C9 C8 C7 123.7(6) . . ?
C13 C8 C7 121.0(6) . . ?
C3 C2 C1 117.3(4) . . ?
C3 C2 C5 121.7(5) . . ?
C1 C2 C5 121.0(5) . . ?
O1 C13 C12 116.6(6) . . ?
O1 C13 C8 120.5(6) . . ?
C12 C13 C8 122.8(5) . . ?
N2 C11 C12 123.0(6) . . ?
N2 C11 C10 119.3(6) . . ?
C12 C11 C10 117.8(5) . . ?
N2 C16 C17 114.1(6) . . ?
N2 C16 H16A 115(3) . . ?
C17 C16 H16A 103(3) . . ?
N2 C16 H16B 108(2) . . ?
C17 C16 H16B 107(2) . . ?
H16A C16 H16B 109(4) . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C13 C12 C11 121.1(5) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C9 C10 C11 119.3(5) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C2 C3 C2 123.4(6) 14_665 . ?
C2 C3 H3 118.3 14_665 . ?
C2 C3 H3 118.3 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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
C7 N1 C1 C2 -90.3(5) . . . . ?
C7 N1 C1 C4 96.2(4) . . . . ?
C2 C1 C4 C1 -0.1(3) . . . 14_665 ?
N1 C1 C4 C1 173.1(4) . . . 14_665 ?
C2 C1 C4 C6 179.9(3) . . . . ?
N1 C1 C4 C6 -6.9(4) . . . . ?
C1 N1 C7 C8 172.8(4) . . . . ?
C11 N2 C14 C15 80.7(6) . . . . ?
C16 N2 C14 C15 -93.0(5) . . . . ?
C10 C9 C8 C13 -0.3(6) . . . . ?
C10 C9 C8 C7 172.6(4) . . . . ?
N1 C7 C8 C9 -176.2(4) . . . . ?
N1 C7 C8 C13 -3.8(6) . . . . ?
C4 C1 C2 C3 0.1(6) . . . . ?
N1 C1 C2 C3 -173.1(3) . . . . ?
C4 C1 C2 C5 179.8(3) . . . . ?
N1 C1 C2 C5 6.6(6) . . . . ?
C9 C8 C13 O1 177.9(4) . . . . ?
C7 C8 C13 O1 4.8(6) . . . . ?
C9 C8 C13 C12 1.2(6) . . . . ?
C7 C8 C13 C12 -171.9(4) . . . . ?
C16 N2 C11 C12 -0.5(6) . . . . ?
C14 N2 C11 C12 -173.8(4) . . . . ?
C16 N2 C11 C10 179.0(5) . . . . ?
C14 N2 C11 C10 5.8(6) . . . . ?
C11 N2 C16 C17 -80.2(6) . . . . ?
C14 N2 C16 C17 93.6(6) . . . . ?
O1 C13 C12 C11 -178.0(4) . . . . ?
C8 C13 C12 C11 -1.1(6) . . . . ?
N2 C11 C12 C13 179.7(4) . . . . ?
C10 C11 C12 C13 0.1(6) . . . . ?
C8 C9 C10 C11 -0.7(6) . . . . ?
N2 C11 C10 C9 -178.9(4) . . . . ?
C12 C11 C10 C9 0.7(6) . . . . ?
C1 C2 C3 C2 -0.1(3) . . . 14_665 ?
C5 C2 C3 C2 -179.7(4) . . . 14_665 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.136
_refine_diff_density_min         -0.083
_refine_diff_density_rms         0.022

