# 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_FeLI-O-FeLI
_database_code_depnum_ccdc_archive 'CCDC 1018600'
_audit_update_record             
;
2016-08-04 deposited with the CCDC.
2016-08-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C84 H96 Fe2 N8 O5, 1.5(C4 H8 O)'
_chemical_formula_sum            'C90 H108 Fe2 N8 O6.50'
_chemical_formula_weight         1529.56

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'
Fe Fe 0.3463 0.8444 '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   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

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

_cell_length_a                   18.9491(3)
_cell_length_b                   41.3420(7)
_cell_length_c                   13.8422(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 128.2090(10)
_cell_angle_gamma                90.00
_cell_volume                     8520.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    409
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      27.740

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.576
_exptl_crystal_size_mid          0.271
_exptl_crystal_size_min          0.104
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3268
_exptl_absorpt_coefficient_mu    0.399
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.878
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
  The unit cell contains 6 tetrahydrofuran molecules 
which have been treated as a diffuse contribution 
to the overall scattering without specific 
atom positions by SQUEEZE/PLATON.
;

_diffrn_ambient_temperature      180(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  'Bruker APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            50373
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0364
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_k_max       53
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         0.99
_diffrn_reflns_theta_max         27.74
_reflns_number_total             9764
_reflns_number_gt                7006
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       'SMART, SAINT (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Olex2.1 (Dolmanov, 2009)'
_computing_publication_material  'Bruker APEX2 (Bruker, 2010)'

_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., SQUEEZE
;

_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)+(0.0779P)²+1.8189P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9764
_refine_ls_number_parameters     458
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1465
_refine_ls_wR_factor_gt          0.1374
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_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
Fe1 Fe 0.455695(17) 0.119169(6) 0.59627(3) 0.03432(11) Uani 1 1 d . . .
O1 O 0.33313(8) 0.13357(3) 0.49398(14) 0.0456(4) Uani 1 1 d . . .
O2 O 0.49458(9) 0.15310(3) 0.54572(15) 0.0461(4) Uani 1 1 d . . .
O3 O 0.5000 0.12602(5) 0.7500 0.0427(5) Uani 1 2 d S . .
N1 N 0.40300(10) 0.07194(4) 0.56377(15) 0.0334(4) Uani 1 1 d . . .
N2 N 0.55608(10) 0.09034(4) 0.61834(16) 0.0356(4) Uani 1 1 d . . .
N3 N 0.49780(12) -0.04058(4) 0.63521(16) 0.0452(4) Uani 1 1 d . . .
N4 N 0.67226(12) -0.01894(4) 0.72658(18) 0.0474(5) Uani 1 1 d . . .
C1 C 0.26737(12) 0.12313(5) 0.4922(2) 0.0408(5) Uani 1 1 d . . .
C2 C 0.19982(13) 0.14495(5) 0.4687(2) 0.0497(6) Uani 1 1 d . . .
C3 C 0.20708(15) 0.18118(6) 0.4546(3) 0.0729(9) Uani 1 1 d . . .
C4 C 0.20489(19) 0.18733(7) 0.3440(3) 0.0935(12) Uani 1 1 d . . .
H4A H 0.2082 0.2102 0.3348 0.140 Uiso 1 1 calc R . .
H4B H 0.1500 0.1789 0.2711 0.140 Uiso 1 1 calc R . .
H4C H 0.2551 0.1768 0.3565 0.140 Uiso 1 1 calc R . .
C5 C 0.29466(18) 0.19426(6) 0.5732(4) 0.0941(12) Uani 1 1 d . . .
H5A H 0.2995 0.2170 0.5644 0.141 Uiso 1 1 calc R . .
H5B H 0.3450 0.1832 0.5879 0.141 Uiso 1 1 calc R . .
H5C H 0.2940 0.1907 0.6412 0.141 Uiso 1 1 calc R . .
C6 C 0.1292(2) 0.20039(7) 0.4340(4) 0.1128(16) Uani 1 1 d . . .
H6A H 0.0731 0.1923 0.3624 0.169 Uiso 1 1 calc R . .
H6B H 0.1350 0.2228 0.4225 0.169 Uiso 1 1 calc R . .
H6C H 0.1309 0.1980 0.5044 0.169 Uiso 1 1 calc R . .
C7 C 0.13069(14) 0.13219(6) 0.4638(2) 0.0521(6) Uani 1 1 d . . .
H7 H 0.0871 0.1465 0.4494 0.063 Uiso 1 1 calc R . .
C8 C 0.12041(13) 0.09935(5) 0.4788(2) 0.0454(5) Uani 1 1 d . . .
C9 C 0.03864(16) 0.08849(6) 0.4691(3) 0.0587(6) Uani 1 1 d . . .
C10 C 0.0295(2) 0.05180(8) 0.4644(4) 0.1084(14) Uani 1 1 d . . .
H10A H -0.0257 0.0461 0.4492 0.163 Uiso 1 1 calc R . .
H10B H 0.0791 0.0428 0.5415 0.163 Uiso 1 1 calc R . .
H10C H 0.0294 0.0434 0.3996 0.163 Uiso 1 1 calc R . .
C11 C -0.04771(18) 0.10231(11) 0.3502(4) 0.1208(15) Uani 1 1 d . . .
H11A H -0.0541 0.0941 0.2803 0.181 Uiso 1 1 calc R . .
H11B H -0.0440 0.1255 0.3515 0.181 Uiso 1 1 calc R . .
H11C H -0.0987 0.0960 0.3450 0.181 Uiso 1 1 calc R . .
C12 C 0.0467(3) 0.10187(9) 0.5773(4) 0.0970(11) Uani 1 1 d . . .
H12A H 0.0975 0.0922 0.6519 0.146 Uiso 1 1 calc R . .
H12B H -0.0069 0.0970 0.5675 0.146 Uiso 1 1 calc R . .
H12C H 0.0546 0.1249 0.5810 0.146 Uiso 1 1 calc R . .
C13 C 0.18638(13) 0.07875(5) 0.5043(2) 0.0423(5) Uani 1 1 d . . .
H13 H 0.1824 0.0569 0.5164 0.051 Uiso 1 1 calc R . .
C14 C 0.26060(12) 0.08988(5) 0.51249(19) 0.0372(4) Uani 1 1 d . . .
C15 C 0.32664(12) 0.06648(5) 0.54249(18) 0.0355(4) Uani 1 1 d . . .
H15 H 0.3140 0.0451 0.5474 0.043 Uiso 1 1 calc R . .
C16 C 0.46401(12) 0.04636(5) 0.59665(17) 0.0319(4) Uani 1 1 d . . .
C17 C 0.44774(12) 0.01412(5) 0.59540(17) 0.0362(4) Uani 1 1 d . . .
H17 H 0.3910 0.0073 0.5667 0.043 Uiso 1 1 calc R . .
C18 C 0.51663(13) -0.00910(4) 0.63755(17) 0.0363(4) Uani 1 1 d . . .
C19 C 0.56668(16) -0.06120(5) 0.6787(2) 0.0477(6) Uani 1 1 d . . .
C20 C 0.55182(19) -0.09508(5) 0.6806(2) 0.0657(8) Uani 1 1 d . . .
H20 H 0.4965 -0.1027 0.6552 0.079 Uiso 1 1 calc R . .
C21 C 0.6216(2) -0.11625(6) 0.7212(3) 0.0711(9) Uani 1 1 d . . .
H21 H 0.6119 -0.1383 0.7205 0.085 Uiso 1 1 calc R . .
C22 C 0.7055(2) -0.10568(6) 0.7628(3) 0.0732(8) Uani 1 1 d . . .
H22 H 0.7510 -0.1206 0.7904 0.088 Uiso 1 1 calc R . .
C23 C 0.72179(19) -0.07373(6) 0.7637(2) 0.0621(7) Uani 1 1 d . . .
H23 H 0.7782 -0.0669 0.7908 0.074 Uiso 1 1 calc R . .
C24 C 0.65332(16) -0.05053(5) 0.7234(2) 0.0472(5) Uani 1 1 d . . .
C25 C 0.60391(13) 0.00178(5) 0.68329(18) 0.0367(4) Uani 1 1 d . . .
C26 C 0.61872(13) 0.03509(5) 0.68071(19) 0.0375(4) Uani 1 1 d . . .
H26 H 0.6755 0.0423 0.7107 0.045 Uiso 1 1 calc R . .
C27 C 0.55059(12) 0.05696(4) 0.63466(18) 0.0327(4) Uani 1 1 d . . .
C28 C 0.62034(13) 0.10126(5) 0.6184(2) 0.0396(5) Uani 1 1 d . . .
H28 H 0.6632 0.0864 0.6344 0.048 Uiso 1 1 calc R . .
C29 C 0.63181(13) 0.13381(5) 0.5963(2) 0.0393(5) Uani 1 1 d . . .
C30 C 0.70847(13) 0.14022(5) 0.6032(2) 0.0439(5) Uani 1 1 d . . .
H30 H 0.7486 0.1235 0.6243 0.053 Uiso 1 1 calc R . .
C31 C 0.72484(13) 0.17018(5) 0.5798(2) 0.0440(5) Uani 1 1 d . . .
C32 C 0.80579(14) 0.17814(6) 0.5844(2) 0.0505(6) Uani 1 1 d . . .
C33 C 0.86174(17) 0.14804(7) 0.6080(3) 0.0667(7) Uani 1 1 d . . .
H33A H 0.8246 0.1324 0.5444 0.100 Uiso 1 1 calc R . .
H33B H 0.8849 0.1389 0.6862 0.100 Uiso 1 1 calc R . .
H33C H 0.9108 0.1540 0.6081 0.100 Uiso 1 1 calc R . .
C34 C 0.77311(18) 0.19265(7) 0.4610(3) 0.0662(7) Uani 1 1 d . . .
H34A H 0.7438 0.2129 0.4485 0.099 Uiso 1 1 calc R . .
H34B H 0.7316 0.1780 0.3958 0.099 Uiso 1 1 calc R . .
H34C H 0.8235 0.1961 0.4617 0.099 Uiso 1 1 calc R . .
C35 C 0.86553(17) 0.20281(7) 0.6871(3) 0.0728(8) Uani 1 1 d . . .
H35A H 0.8869 0.1936 0.7647 0.109 Uiso 1 1 calc R . .
H35B H 0.8314 0.2220 0.6718 0.109 Uiso 1 1 calc R . .
H35C H 0.9157 0.2083 0.6893 0.109 Uiso 1 1 calc R . .
C36 C 0.66299(14) 0.19478(5) 0.5509(2) 0.0473(5) Uani 1 1 d . . .
H36 H 0.6747 0.2155 0.5377 0.057 Uiso 1 1 calc R . .
C37 C 0.58658(13) 0.19047(5) 0.5407(2) 0.0454(5) Uani 1 1 d . . .
C38 C 0.52141(15) 0.21856(5) 0.5089(3) 0.0583(7) Uani 1 1 d . . .
C39 C 0.42894(16) 0.21153(6) 0.3861(3) 0.0741(9) Uani 1 1 d . . .
H39A H 0.4355 0.2078 0.3235 0.111 Uiso 1 1 calc R . .
H39B H 0.3900 0.2297 0.3635 0.111 Uiso 1 1 calc R . .
H39C H 0.4036 0.1927 0.3945 0.111 Uiso 1 1 calc R . .
C40 C 0.5142(2) 0.22311(6) 0.6123(3) 0.0760(9) Uani 1 1 d . . .
H40A H 0.4715 0.2399 0.5901 0.114 Uiso 1 1 calc R . .
H40B H 0.5719 0.2290 0.6867 0.114 Uiso 1 1 calc R . .
H40C H 0.4948 0.2032 0.6251 0.114 Uiso 1 1 calc R . .
C41 C 0.55493(18) 0.25060(6) 0.4949(3) 0.0845(10) Uani 1 1 d . . .
H41A H 0.6128 0.2556 0.5705 0.127 Uiso 1 1 calc R . .
H41B H 0.5133 0.2675 0.4755 0.127 Uiso 1 1 calc R . .
H41C H 0.5596 0.2487 0.4300 0.127 Uiso 1 1 calc R . .
C42 C 0.56863(13) 0.15870(5) 0.5613(2) 0.0400(5) Uani 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
Fe1 O3 1.7616(4) . ?
Fe1 O2 1.9074(13) . ?
Fe1 O1 1.9196(13) . ?
Fe1 N2 2.1007(15) . ?
Fe1 N1 2.1107(15) . ?
O1 C1 1.304(2) . ?
O2 C42 1.302(2) . ?
O3 Fe1 1.7616(4) 2_656 ?
N1 C15 1.305(2) . ?
N1 C16 1.418(2) . ?
N2 C28 1.299(2) . ?
N2 C27 1.412(2) . ?
N3 C18 1.344(2) . ?
N3 C19 1.349(3) . ?
N4 C25 1.345(2) . ?
N4 C24 1.348(3) . ?
C1 C14 1.424(3) . ?
C1 C2 1.430(3) . ?
C2 C7 1.374(3) . ?
C2 C3 1.528(3) . ?
C3 C4 1.527(5) . ?
C3 C5 1.540(4) . ?
C3 C6 1.540(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.405(3) . ?
C7 H7 0.9300 . ?
C8 C13 1.367(3) . ?
C8 C9 1.537(3) . ?
C9 C12 1.513(4) . ?
C9 C10 1.523(4) . ?
C9 C11 1.543(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.416(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.425(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.366(3) . ?
C16 C27 1.447(3) . ?
C17 C18 1.422(3) . ?
C17 H17 0.9300 . ?
C18 C25 1.430(3) . ?
C19 C24 1.420(3) . ?
C19 C20 1.432(3) . ?
C20 C21 1.383(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.384(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.355(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.421(3) . ?
C23 H23 0.9300 . ?
C25 C26 1.410(3) . ?
C26 C27 1.369(3) . ?
C26 H26 0.9300 . ?
C28 C29 1.426(3) . ?
C28 H28 0.9300 . ?
C29 C42 1.418(3) . ?
C29 C30 1.420(3) . ?
C30 C31 1.364(3) . ?
C30 H30 0.9300 . ?
C31 C36 1.410(3) . ?
C31 C32 1.531(3) . ?
C32 C34 1.533(4) . ?
C32 C33 1.533(3) . ?
C32 C35 1.534(3) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.377(3) . ?
C36 H36 0.9300 . ?
C37 C42 1.429(3) . ?
C37 C38 1.547(3) . ?
C38 C40 1.531(4) . ?
C38 C41 1.532(3) . ?
C38 C39 1.536(4) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 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
O3 Fe1 O2 108.74(7) . . ?
O3 Fe1 O1 107.24(6) . . ?
O2 Fe1 O1 93.85(6) . . ?
O3 Fe1 N2 101.73(6) . . ?
O2 Fe1 N2 87.14(6) . . ?
O1 Fe1 N2 148.95(7) . . ?
O3 Fe1 N1 102.43(7) . . ?
O2 Fe1 N1 147.27(7) . . ?
O1 Fe1 N1 86.13(6) . . ?
N2 Fe1 N1 76.86(6) . . ?
C1 O1 Fe1 128.11(13) . . ?
C42 O2 Fe1 133.73(12) . . ?
Fe1 O3 Fe1 161.50(12) . 2_656 ?
C15 N1 C16 120.87(16) . . ?
C15 N1 Fe1 121.35(13) . . ?
C16 N1 Fe1 115.92(12) . . ?
C28 N2 C27 120.09(15) . . ?
C28 N2 Fe1 124.57(13) . . ?
C27 N2 Fe1 115.34(11) . . ?
C18 N3 C19 115.59(19) . . ?
C25 N4 C24 116.03(19) . . ?
O1 C1 C14 121.13(17) . . ?
O1 C1 C2 120.40(18) . . ?
C14 C1 C2 118.47(18) . . ?
C7 C2 C1 117.5(2) . . ?
C7 C2 C3 121.91(19) . . ?
C1 C2 C3 120.60(19) . . ?
C4 C3 C2 110.0(2) . . ?
C4 C3 C5 110.7(3) . . ?
C2 C3 C5 109.3(2) . . ?
C4 C3 C6 107.5(3) . . ?
C2 C3 C6 112.2(2) . . ?
C5 C3 C6 107.1(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
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 . . ?
C2 C7 C8 125.36(19) . . ?
C2 C7 H7 117.3 . . ?
C8 C7 H7 117.3 . . ?
C13 C8 C7 116.85(18) . . ?
C13 C8 C9 123.5(2) . . ?
C7 C8 C9 119.60(19) . . ?
C12 C9 C10 110.2(3) . . ?
C12 C9 C8 109.1(2) . . ?
C10 C9 C8 112.1(2) . . ?
C12 C9 C11 108.1(3) . . ?
C10 C9 C11 107.8(3) . . ?
C8 C9 C11 109.4(2) . . ?
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 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 C14 121.5(2) . . ?
C8 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C1 120.25(18) . . ?
C13 C14 C15 116.90(18) . . ?
C1 C14 C15 122.85(17) . . ?
N1 C15 C14 126.82(18) . . ?
N1 C15 H15 116.6 . . ?
C14 C15 H15 116.6 . . ?
C17 C16 N1 126.23(17) . . ?
C17 C16 C27 119.77(16) . . ?
N1 C16 C27 114.00(16) . . ?
C16 C17 C18 120.72(18) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
N3 C18 C17 118.74(19) . . ?
N3 C18 C25 122.16(17) . . ?
C17 C18 C25 119.08(17) . . ?
N3 C19 C24 122.4(2) . . ?
N3 C19 C20 118.6(2) . . ?
C24 C19 C20 118.9(2) . . ?
C21 C20 C19 118.5(3) . . ?
C21 C20 H20 120.8 . . ?
C19 C20 H20 120.8 . . ?
C20 C21 C22 122.2(2) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 H21 118.9 . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.5(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
N4 C24 C19 121.88(18) . . ?
N4 C24 C23 118.8(2) . . ?
C19 C24 C23 119.3(2) . . ?
N4 C25 C26 118.76(18) . . ?
N4 C25 C18 121.89(18) . . ?
C26 C25 C18 119.34(16) . . ?
C27 C26 C25 120.80(18) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 N2 125.35(17) . . ?
C26 C27 C16 120.00(17) . . ?
N2 C27 C16 114.64(15) . . ?
N2 C28 C29 126.53(17) . . ?
N2 C28 H28 116.7 . . ?
C29 C28 H28 116.7 . . ?
C42 C29 C30 120.01(18) . . ?
C42 C29 C28 123.34(17) . . ?
C30 C29 C28 116.54(18) . . ?
C31 C30 C29 121.80(19) . . ?
C31 C30 H30 119.1 . . ?
C29 C30 H30 119.1 . . ?
C30 C31 C36 116.80(18) . . ?
C30 C31 C32 123.7(2) . . ?
C36 C31 C32 119.50(19) . . ?
C31 C32 C34 109.47(19) . . ?
C31 C32 C33 112.17(19) . . ?
C34 C32 C33 107.7(2) . . ?
C31 C32 C35 109.1(2) . . ?
C34 C32 C35 109.3(2) . . ?
C33 C32 C35 109.0(2) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 C31 124.95(19) . . ?
C37 C36 H36 117.5 . . ?
C31 C36 H36 117.5 . . ?
C36 C37 C42 117.61(19) . . ?
C36 C37 C38 122.40(19) . . ?
C42 C37 C38 119.99(18) . . ?
C40 C38 C41 107.2(2) . . ?
C40 C38 C39 111.0(2) . . ?
C41 C38 C39 107.6(2) . . ?
C40 C38 C37 110.1(2) . . ?
C41 C38 C37 111.36(19) . . ?
C39 C38 C37 109.6(2) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C38 C41 H41A 109.5 . . ?
C38 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C38 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O2 C42 C29 121.58(17) . . ?
O2 C42 C37 119.70(17) . . ?
C29 C42 C37 118.70(17) . . ?

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
O3 Fe1 O1 C1 -60.43(19) . . . . ?
O2 Fe1 O1 C1 -171.41(18) . . . . ?
N2 Fe1 O1 C1 97.7(2) . . . . ?
N1 Fe1 O1 C1 41.40(18) . . . . ?
O3 Fe1 O2 C42 80.7(2) . . . . ?
O1 Fe1 O2 C42 -169.6(2) . . . . ?
N2 Fe1 O2 C42 -20.7(2) . . . . ?
N1 Fe1 O2 C42 -80.8(2) . . . . ?
O2 Fe1 O3 Fe1 -147.37(4) . . . 2_656 ?
O1 Fe1 O3 Fe1 112.30(5) . . . 2_656 ?
N2 Fe1 O3 Fe1 -56.41(5) . . . 2_656 ?
N1 Fe1 O3 Fe1 22.52(4) . . . 2_656 ?
O3 Fe1 N1 C15 77.67(16) . . . . ?
O2 Fe1 N1 C15 -120.24(16) . . . . ?
O1 Fe1 N1 C15 -29.14(16) . . . . ?
N2 Fe1 N1 C15 177.01(17) . . . . ?
O3 Fe1 N1 C16 -86.95(13) . . . . ?
O2 Fe1 N1 C16 75.14(17) . . . . ?
O1 Fe1 N1 C16 166.24(14) . . . . ?
N2 Fe1 N1 C16 12.40(13) . . . . ?
O3 Fe1 N2 C28 -95.87(18) . . . . ?
O2 Fe1 N2 C28 12.69(17) . . . . ?
O1 Fe1 N2 C28 105.40(19) . . . . ?
N1 Fe1 N2 C28 163.92(18) . . . . ?
O3 Fe1 N2 C27 83.77(15) . . . . ?
O2 Fe1 N2 C27 -167.67(14) . . . . ?
O1 Fe1 N2 C27 -74.96(18) . . . . ?
N1 Fe1 N2 C27 -16.44(13) . . . . ?
Fe1 O1 C1 C14 -35.5(3) . . . . ?
Fe1 O1 C1 C2 144.97(17) . . . . ?
O1 C1 C2 C7 177.8(2) . . . . ?
C14 C1 C2 C7 -1.8(3) . . . . ?
O1 C1 C2 C3 -4.4(4) . . . . ?
C14 C1 C2 C3 176.0(2) . . . . ?
C7 C2 C3 C4 -120.0(3) . . . . ?
C1 C2 C3 C4 62.3(3) . . . . ?
C7 C2 C3 C5 118.2(3) . . . . ?
C1 C2 C3 C5 -59.5(4) . . . . ?
C7 C2 C3 C6 -0.4(4) . . . . ?
C1 C2 C3 C6 -178.1(3) . . . . ?
C1 C2 C7 C8 -0.6(4) . . . . ?
C3 C2 C7 C8 -178.4(3) . . . . ?
C2 C7 C8 C13 2.2(4) . . . . ?
C2 C7 C8 C9 -179.1(2) . . . . ?
C13 C8 C9 C12 110.5(3) . . . . ?
C7 C8 C9 C12 -68.1(3) . . . . ?
C13 C8 C9 C10 -11.8(4) . . . . ?
C7 C8 C9 C10 169.6(3) . . . . ?
C13 C8 C9 C11 -131.4(3) . . . . ?
C7 C8 C9 C11 50.0(3) . . . . ?
C7 C8 C13 C14 -1.3(3) . . . . ?
C9 C8 C13 C14 -179.9(2) . . . . ?
C8 C13 C14 C1 -1.0(3) . . . . ?
C8 C13 C14 C15 178.5(2) . . . . ?
O1 C1 C14 C13 -176.9(2) . . . . ?
C2 C1 C14 C13 2.6(3) . . . . ?
O1 C1 C14 C15 3.6(3) . . . . ?
C2 C1 C14 C15 -176.9(2) . . . . ?
C16 N1 C15 C14 177.96(19) . . . . ?
Fe1 N1 C15 C14 14.1(3) . . . . ?
C13 C14 C15 N1 -174.4(2) . . . . ?
C1 C14 C15 N1 5.1(4) . . . . ?
C15 N1 C16 C17 8.5(3) . . . . ?
Fe1 N1 C16 C17 173.15(16) . . . . ?
C15 N1 C16 C27 -171.34(17) . . . . ?
Fe1 N1 C16 C27 -6.6(2) . . . . ?
N1 C16 C17 C18 -176.27(18) . . . . ?
C27 C16 C17 C18 3.5(3) . . . . ?
C19 N3 C18 C17 -178.76(19) . . . . ?
C19 N3 C18 C25 -0.1(3) . . . . ?
C16 C17 C18 N3 179.71(18) . . . . ?
C16 C17 C18 C25 1.0(3) . . . . ?
C18 N3 C19 C24 -0.4(3) . . . . ?
C18 N3 C19 C20 179.1(2) . . . . ?
N3 C19 C20 C21 177.7(2) . . . . ?
C24 C19 C20 C21 -2.7(4) . . . . ?
C19 C20 C21 C22 1.8(4) . . . . ?
C20 C21 C22 C23 -0.8(5) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C25 N4 C24 C19 -1.0(3) . . . . ?
C25 N4 C24 C23 177.8(2) . . . . ?
N3 C19 C24 N4 1.0(4) . . . . ?
C20 C19 C24 N4 -178.6(2) . . . . ?
N3 C19 C24 C23 -177.7(2) . . . . ?
C20 C19 C24 C23 2.7(3) . . . . ?
C22 C23 C24 N4 179.4(2) . . . . ?
C22 C23 C24 C19 -1.8(4) . . . . ?
C24 N4 C25 C26 -178.12(19) . . . . ?
C24 N4 C25 C18 0.5(3) . . . . ?
N3 C18 C25 N4 0.0(3) . . . . ?
C17 C18 C25 N4 178.73(19) . . . . ?
N3 C18 C25 C26 178.62(18) . . . . ?
C17 C18 C25 C26 -2.7(3) . . . . ?
N4 C25 C26 C27 178.38(19) . . . . ?
C18 C25 C26 C27 -0.2(3) . . . . ?
C25 C26 C27 N2 -174.42(18) . . . . ?
C25 C26 C27 C16 4.8(3) . . . . ?
C28 N2 C27 C26 17.0(3) . . . . ?
Fe1 N2 C27 C26 -162.62(17) . . . . ?
C28 N2 C27 C16 -162.19(18) . . . . ?
Fe1 N2 C27 C16 18.2(2) . . . . ?
C17 C16 C27 C26 -6.5(3) . . . . ?
N1 C16 C27 C26 173.34(18) . . . . ?
C17 C16 C27 N2 172.80(17) . . . . ?
N1 C16 C27 N2 -7.4(2) . . . . ?
C27 N2 C28 C29 176.3(2) . . . . ?
Fe1 N2 C28 C29 -4.1(3) . . . . ?
N2 C28 C29 C42 -5.0(4) . . . . ?
N2 C28 C29 C30 178.9(2) . . . . ?
C42 C29 C30 C31 1.6(3) . . . . ?
C28 C29 C30 C31 177.8(2) . . . . ?
C29 C30 C31 C36 1.4(3) . . . . ?
C29 C30 C31 C32 -179.2(2) . . . . ?
C30 C31 C32 C34 124.2(2) . . . . ?
C36 C31 C32 C34 -56.4(3) . . . . ?
C30 C31 C32 C33 4.6(3) . . . . ?
C36 C31 C32 C33 -175.9(2) . . . . ?
C30 C31 C32 C35 -116.2(3) . . . . ?
C36 C31 C32 C35 63.2(3) . . . . ?
C30 C31 C36 C37 -2.3(4) . . . . ?
C32 C31 C36 C37 178.2(2) . . . . ?
C31 C36 C37 C42 0.2(4) . . . . ?
C31 C36 C37 C38 179.9(2) . . . . ?
C36 C37 C38 C40 -120.4(2) . . . . ?
C42 C37 C38 C40 59.3(3) . . . . ?
C36 C37 C38 C41 -1.6(4) . . . . ?
C42 C37 C38 C41 178.1(2) . . . . ?
C36 C37 C38 C39 117.3(3) . . . . ?
C42 C37 C38 C39 -63.0(3) . . . . ?
Fe1 O2 C42 C29 18.2(3) . . . . ?
Fe1 O2 C42 C37 -163.02(16) . . . . ?
C30 C29 C42 O2 175.1(2) . . . . ?
C28 C29 C42 O2 -0.8(3) . . . . ?
C30 C29 C42 C37 -3.7(3) . . . . ?
C28 C29 C42 C37 -179.6(2) . . . . ?
C36 C37 C42 O2 -176.0(2) . . . . ?
C38 C37 C42 O2 4.3(3) . . . . ?
C36 C37 C42 C29 2.8(3) . . . . ?
C38 C37 C42 C29 -176.9(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        27.74
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.056

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.114 599 128 ' '
2 0.500 0.500 0.169 599 128 ' '
3 0.038 0.175 0.036 11 0 ' '
4 0.538 0.675 0.036 11 0 ' '
5 0.500 0.165 0.250 21 1 ' '
6 1.000 0.665 0.250 21 1 ' '
7 0.739 0.264 0.210 10 1 ' '
8 0.239 0.764 0.210 10 1 ' '
9 0.260 0.264 0.290 10 1 ' '
10 0.760 0.764 0.290 10 1 ' '
11 0.962 0.175 0.464 11 0 ' '
12 0.462 0.675 0.464 11 0 ' '
13 0.538 0.325 0.536 11 0 ' '
14 0.038 0.825 0.536 11 0 ' '
15 1.000 0.335 0.750 21 1 ' '
16 0.500 0.835 0.750 21 1 ' '
17 0.239 0.236 0.710 10 1 ' '
18 0.739 0.736 0.710 10 1 ' '
19 0.760 0.236 0.790 10 1 ' '
20 0.260 0.736 0.790 10 1 ' '
21 0.462 0.325 0.964 11 0 ' '
22 0.962 0.825 0.964 11 0 ' '
_platon_squeeze_details          
; 
  The unit cell contains 6 tetrahydrofuran molecules 
which have been treated as a diffuse contribution 
to the overall scattering without specific 
atom positions by SQUEEZE/PLATON.
;
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: THF'
####################################################################### 
# 
# 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_Emily05222015_0m
_database_code_depnum_ccdc_archive 'CCDC 1452244'
_audit_update_record             
;
2016-07-15 deposited with the CCDC.
2016-08-11 downloaded from the CCDC.
;
_audit_creation_date             2016-07-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_formula_moiety         'C43 H52 N4 O3 Zn'
_chemical_formula_sum            'C43 H52 N4 O3 Zn'
_chemical_formula_weight         738.31
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   9.3102(5)
_cell_length_b                   15.1537(7)
_cell_length_c                   16.4769(8)
_cell_angle_alpha                105.875(2)
_cell_angle_beta                 100.257(2)
_cell_angle_gamma                91.511(2)
_cell_volume                     2193.30(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9976
_cell_measurement_temperature    180.45
_cell_measurement_theta_max      27.87
_cell_measurement_theta_min      2.17
_exptl_absorpt_coefficient_mu    0.599
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6337
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/2 (Bruker,2014/2) was used for absorption correction. wR2(int) was 0.1335 before and 0.0677 after correction. The Ratio of minimum to maximum transmission is 0.8503. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.1179
_exptl_crystal_description       Fragment
_exptl_crystal_F_000             784.9006
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            43775
_diffrn_reflns_theta_full        25.7232
_diffrn_reflns_theta_max         25.72
_diffrn_reflns_theta_min         1.63
_diffrn_ambient_temperature      180.45
_diffrn_measured_fraction_theta_full 0.9951
_diffrn_measured_fraction_theta_max 0.9951
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              17
_reflns_limit_k_min              -18
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                6824
_reflns_number_total             8341
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.5904
_refine_diff_density_min         -0.6054
_refine_diff_density_rms         0.0903
_refine_ls_d_res_high            0.8188
_refine_ls_d_res_low             12.5314
_refine_ls_goodness_of_fit_ref   1.0636
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    76
_refine_ls_number_parameters     476
_refine_ls_number_reflns         8341
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0467
_refine_ls_restrained_S_all      1.0635
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0521P)²+1.6034P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1186
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H3-O3
 0.94 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C3(H3a), C5(H5), C28(H28), C30(H30), C32(H32), C26(H26), C17(H17),
 C20(H20), C21(H21), C22(H22), C23(H23)
3.b Idealised Me refined as rotating group:
 C13(H13a,H13b,H13c), C12(H12a,H12b,H12c), C14(H14a,H14b,H14c), C8(H8a,H8b,
 H8c), C9(H9a,H9b,H9c), C10(H10a,H10b,H10c), C37(H37a,H37b,H37c), C38(H38a,H38b,
 H38c), C36(H36a,H36b,H36c), C42(H42a,H42b,H42c), C41(H41a,H41b,H41c), C40(H40a,
 H40b,H40c), C43(H43a,H43b,H43c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
Zn1 Zn 0.31842(3) 0.32444(2) 0.273192(18) 0.02258(10) Uani 1.000000 .
O1 O 0.3995(2) 0.20822(12) 0.28159(11) 0.0259(4) Uani 1.000000 .
O2 O 0.2306(2) 0.27798(13) 0.15143(11) 0.0292(4) Uani 1.000000 .
O3 O 0.5039(2) 0.39939(14) 0.26237(12) 0.0321(5) Uani 1.000000 D
N1 N 0.3529(2) 0.37068(13) 0.40613(12) 0.0185(4) Uani 1.000000 .
N2 N 0.1606(2) 0.41857(13) 0.28959(12) 0.0197(4) Uani 1.000000 .
N4 N 0.0146(2) 0.66357(14) 0.51186(14) 0.0265(5) Uani 1.000000 .
N3 N 0.2384(2) 0.62253(14) 0.63459(13) 0.0235(5) Uani 1.000000 .
C15 C 0.4360(3) 0.33200(16) 0.45689(15) 0.0202(5) Uani 1.000000 .
H15 H 0.4519(3) 0.36261(16) 0.51670(15) 0.0242(6) Uiso 1.000000 R
C6 C 0.5055(3) 0.24883(17) 0.43220(15) 0.0209(5) Uani 1.000000 .
C1 C 0.4801(3) 0.18878(17) 0.34570(16) 0.0205(5) Uani 1.000000 .
C2 C 0.5469(3) 0.10185(17) 0.33192(16) 0.0227(5) Uani 1.000000 .
C3 C 0.6379(3) 0.08545(17) 0.40069(17) 0.0246(6) Uani 1.000000 .
H3a H 0.6853(3) 0.02981(17) 0.39017(17) 0.0295(7) Uiso 1.000000 R
C4 C 0.6674(3) 0.14436(17) 0.48603(16) 0.0239(6) Uani 1.000000 .
C5 C 0.5986(3) 0.22426(18) 0.49970(16) 0.0251(6) Uani 1.000000 .
H5 H 0.6135(3) 0.26486(18) 0.55628(16) 0.0301(7) Uiso 1.000000 R
C11 C 0.7718(3) 0.11623(19) 0.55642(18) 0.0304(6) Uani 1.000000 .
C13 C 0.9277(3) 0.1179(2) 0.5377(2) 0.0408(8) Uani 1.000000 .
H13a H 0.9613(9) 0.1810(3) 0.5416(13) 0.0612(11) Uiso 1.000000 GR
H13b H 0.9937(5) 0.0956(14) 0.5798(8) 0.0612(11) Uiso 1.000000 GR
H13c H 0.9275(5) 0.0780(11) 0.4797(5) 0.0612(11) Uiso 1.000000 GR
C12 C 0.7727(4) 0.1811(2) 0.64587(18) 0.0450(8) Uani 1.000000 .
H12a H 0.8375(19) 0.1597(9) 0.6891(2) 0.0675(13) Uiso 1.000000 GR
H12b H 0.808(2) 0.2434(4) 0.6481(5) 0.0675(13) Uiso 1.000000 GR
H12c H 0.6732(6) 0.1819(12) 0.6577(6) 0.0675(13) Uiso 1.000000 GR
C14 C 0.7258(3) 0.0179(2) 0.5568(2) 0.0412(8) Uani 1.000000 .
H14a H 0.7916(14) 0.0014(6) 0.6029(9) 0.0618(11) Uiso 1.000000 GR
H14b H 0.6251(9) 0.0152(4) 0.5665(13) 0.0618(11) Uiso 1.000000 GR
H14c H 0.731(2) -0.0255(3) 0.5013(5) 0.0618(11) Uiso 1.000000 GR
C7 C 0.5118(3) 0.03010(17) 0.24268(16) 0.0250(6) Uani 1.000000 .
C8 C 0.5627(3) 0.0676(2) 0.17345(18) 0.0337(7) Uani 1.000000 .
H8a H 0.6695(4) 0.0797(12) 0.1872(7) 0.0505(10) Uiso 1.000000 GR
H8b H 0.5338(18) 0.0221(6) 0.1171(3) 0.0505(10) Uiso 1.000000 GR
H8c H 0.5172(16) 0.1249(7) 0.1721(8) 0.0505(10) Uiso 1.000000 GR
C9 C 0.3467(3) 0.00271(19) 0.21643(18) 0.0313(6) Uani 1.000000 .
H9a H 0.3265(4) -0.0455(9) 0.1615(6) 0.0469(10) Uiso 1.000000 GR
H9b H 0.3138(5) -0.0204(12) 0.2606(6) 0.0469(10) Uiso 1.000000 GR
H9c H 0.2944(3) 0.0565(4) 0.2104(12) 0.0469(10) Uiso 1.000000 GR
C10 C 0.5881(4) -0.05819(19) 0.24362(19) 0.0380(7) Uani 1.000000 .
H10a H 0.5586(17) -0.0835(8) 0.2874(9) 0.0570(11) Uiso 1.000000 GR
H10b H 0.5600(18) -0.1034(5) 0.1871(4) 0.0570(11) Uiso 1.000000 GR
H10c H 0.6945(4) -0.0441(3) 0.2569(13) 0.0570(11) Uiso 1.000000 GR
C16 C 0.2798(3) 0.44944(16) 0.43904(15) 0.0188(5) Uani 1.000000 .
C27 C 0.1696(3) 0.47349(16) 0.37510(15) 0.0180(5) Uani 1.000000 .
C28 C 0.0579(3) 0.42729(17) 0.22771(16) 0.0226(5) Uani 1.000000 .
H28 H -0.0075(3) 0.47336(17) 0.24309(16) 0.0271(7) Uiso 1.000000 R
C29 C 0.0332(3) 0.37500(17) 0.13941(15) 0.0223(5) Uani 1.000000 .
C30 C -0.0860(3) 0.39903(19) 0.08461(17) 0.0283(6) Uani 1.000000 .
H30 H -0.1394(3) 0.44921(19) 0.10803(17) 0.0340(7) Uiso 1.000000 R
C31 C -0.1264(3) 0.3521(2) -0.00093(17) 0.0296(6) Uani 1.000000 .
C35 C -0.2543(3) 0.3754(2) -0.06199(19) 0.0416(8) Uani 1.000000 .
C37 C -0.2050(4) 0.3876(2) -0.14190(19) 0.0464(8) Uani 1.000000 .
H37a H -0.1242(16) 0.4358(11) -0.1248(2) 0.0696(13) Uiso 1.000000 GR
H37b H -0.172(2) 0.3296(5) -0.1735(8) 0.0696(13) Uiso 1.000000 GR
H37c H -0.2870(7) 0.4053(15) -0.1788(7) 0.0696(13) Uiso 1.000000 GR
C38 C -0.3746(4) 0.2973(4) -0.0885(4) 0.112(2) Uani 1.000000 .
H38a H -0.3355(13) 0.2396(7) -0.116(2) 0.168(3) Uiso 1.000000 GR
H38b H -0.410(3) 0.2914(19) -0.0376(5) 0.168(3) Uiso 1.000000 GR
H38c H -0.456(2) 0.3106(15) -0.129(2) 0.168(3) Uiso 1.000000 GR
C36 C -0.3140(5) 0.4654(4) -0.0195(2) 0.103(2) Uani 1.000000 .
H36a H -0.342(4) 0.4617(11) 0.0343(13) 0.155(3) Uiso 1.000000 GR
H36b H -0.2386(16) 0.5161(5) -0.007(2) 0.155(3) Uiso 1.000000 GR
H36c H -0.400(3) 0.4762(15) -0.0582(11) 0.155(3) Uiso 1.000000 GR
C32 C -0.0465(3) 0.27599(19) -0.03190(16) 0.0286(6) Uani 1.000000 .
H32 H -0.0756(3) 0.24151(19) -0.09052(16) 0.0343(7) Uiso 1.000000 R
C33 C 0.0705(3) 0.24805(18) 0.01656(16) 0.0248(6) Uani 1.000000 .
C39 C 0.1514(3) 0.1638(2) -0.02116(17) 0.0311(6) Uani 1.000000 .
C42 C 0.0786(4) 0.1120(2) -0.11412(19) 0.0444(8) Uani 1.000000 .
H42a H 0.079(2) 0.1531(5) -0.1508(3) 0.0666(12) Uiso 1.000000 GR
H42b H 0.1328(14) 0.0585(9) -0.1351(5) 0.0666(12) Uiso 1.000000 GR
H42c H -0.0227(8) 0.0913(13) -0.1157(3) 0.0666(12) Uiso 1.000000 GR
C41 C 0.1521(4) 0.0953(2) 0.0330(2) 0.0480(9) Uani 1.000000 .
H41a H 0.197(2) 0.0397(7) 0.0059(8) 0.0721(13) Uiso 1.000000 GR
H41b H 0.209(2) 0.1237(6) 0.0910(5) 0.0721(13) Uiso 1.000000 GR
H41c H 0.0513(4) 0.0787(12) 0.0363(12) 0.0721(13) Uiso 1.000000 GR
C40 C 0.3095(3) 0.1946(2) -0.02123(19) 0.0409(8) Uani 1.000000 .
H40a H 0.3618(7) 0.1405(2) -0.0431(13) 0.0614(12) Uiso 1.000000 GR
H40b H 0.3094(3) 0.2354(12) -0.0582(11) 0.0614(12) Uiso 1.000000 GR
H40c H 0.3585(8) 0.2274(13) 0.0375(3) 0.0614(12) Uiso 1.000000 GR
C34 C 0.1171(3) 0.30071(18) 0.10541(16) 0.0228(6) Uani 1.000000 .
C26 C 0.0858(3) 0.54508(17) 0.40111(16) 0.0238(6) Uani 1.000000 .
H26 H 0.0145(3) 0.56077(17) 0.35952(16) 0.0285(7) Uiso 1.000000 R
C25 C 0.1033(3) 0.59628(16) 0.48883(16) 0.0213(5) Uani 1.000000 .
C24 C 0.0353(3) 0.70975(17) 0.59612(18) 0.0267(6) Uani 1.000000 .
C19 C 0.1484(3) 0.68977(17) 0.65830(17) 0.0263(6) Uani 1.000000 .
C18 C 0.2160(3) 0.57527(16) 0.55092(16) 0.0202(5) Uani 1.000000 .
C17 C 0.3035(3) 0.50161(16) 0.52293(15) 0.0199(5) Uani 1.000000 .
H17 H 0.3800(3) 0.48841(16) 0.56336(15) 0.0238(6) Uiso 1.000000 R
C20 C 0.1630(3) 0.73960(19) 0.74628(18) 0.0338(7) Uani 1.000000 .
H20 H 0.2374(3) 0.72696(19) 0.78819(18) 0.0406(8) Uiso 1.000000 R
C21 C 0.0701(3) 0.8056(2) 0.7705(2) 0.0409(8) Uani 1.000000 .
H21 H 0.0796(3) 0.8381(2) 0.8296(2) 0.0490(9) Uiso 1.000000 R
C22 C -0.0396(3) 0.8266(2) 0.7096(2) 0.0420(8) Uani 1.000000 .
H22 H -0.1020(3) 0.8735(2) 0.7282(2) 0.0504(10) Uiso 1.000000 R
C23 C -0.0579(3) 0.78054(19) 0.6244(2) 0.0366(7) Uani 1.000000 .
H23 H -0.1324(3) 0.79549(19) 0.5839(2) 0.0440(9) Uiso 1.000000 R
C43 C 0.5261(4) 0.4059(3) 0.1810(2) 0.0625(11) Uani 1.000000 .
H43a H 0.549(3) 0.3459(6) 0.1470(7) 0.0938(17) Uiso 1.000000 GR
H43b H 0.4370(11) 0.4246(18) 0.1507(7) 0.0938(17) Uiso 1.000000 GR
H43c H 0.6077(19) 0.4517(14) 0.1893(2) 0.0938(17) Uiso 1.000000 GR
H3 H 0.588(3) 0.391(2) 0.296(2) 0.065(12) Uiso 1.000000 D


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 1.9637(17) . ?
Zn1 O2 1.9499(17) . ?
Zn1 O3 2.1024(19) . ?
Zn1 N1 2.0713(19) . ?
Zn1 N2 2.075(2) . ?
O1 C1 1.291(3) . ?
O2 C34 1.299(3) . ?
O3 C43 1.421(4) . ?
O3 H3 0.905(18) . ?
N1 C15 1.305(3) . ?
N1 C16 1.415(3) . ?
N2 C27 1.413(3) . ?
N2 C28 1.306(3) . ?
N4 C25 1.345(3) . ?
N4 C24 1.349(3) . ?
N3 C19 1.355(3) . ?
N3 C18 1.344(3) . ?
C15 H15 0.9500 . ?
C15 C6 1.424(3) . ?
C6 C1 1.440(3) . ?
C6 C5 1.424(3) . ?
C1 C2 1.450(3) . ?
C2 C3 1.374(4) . ?
C2 C7 1.545(3) . ?
C3 H3a 0.9500 . ?
C3 C4 1.419(4) . ?
C4 C5 1.367(4) . ?
C4 C11 1.537(4) . ?
C5 H5 0.9500 . ?
C11 C13 1.538(4) . ?
C11 C12 1.530(4) . ?
C11 C14 1.542(4) . ?
C13 H13a 0.9800 . ?
C13 H13b 0.9800 . ?
C13 H13c 0.9800 . ?
C12 H12a 0.9800 . ?
C12 H12b 0.9800 . ?
C12 H12c 0.9800 . ?
C14 H14a 0.9800 . ?
C14 H14b 0.9800 . ?
C14 H14c 0.9800 . ?
C7 C8 1.544(4) . ?
C7 C9 1.534(4) . ?
C7 C10 1.534(4) . ?
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 . ?
C16 C27 1.463(3) . ?
C16 C17 1.367(3) . ?
C27 C26 1.371(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.428(3) . ?
C29 C30 1.423(4) . ?
C29 C34 1.431(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.372(4) . ?
C31 C35 1.532(4) . ?
C31 C32 1.415(4) . ?
C35 C37 1.524(4) . ?
C35 C38 1.523(5) . ?
C35 C36 1.521(5) . ?
C37 H37a 0.9800 . ?
C37 H37b 0.9800 . ?
C37 H37c 0.9800 . ?
C38 H38a 0.9800 . ?
C38 H38b 0.9800 . ?
C38 H38c 0.9800 . ?
C36 H36a 0.9800 . ?
C36 H36b 0.9800 . ?
C36 H36c 0.9800 . ?
C32 H32 0.9500 . ?
C32 C33 1.379(4) . ?
C33 C39 1.538(4) . ?
C33 C34 1.444(3) . ?
C39 C42 1.538(4) . ?
C39 C41 1.543(4) . ?
C39 C40 1.532(4) . ?
C42 H42a 0.9800 . ?
C42 H42b 0.9800 . ?
C42 H42c 0.9800 . ?
C41 H41a 0.9800 . ?
C41 H41b 0.9800 . ?
C41 H41c 0.9800 . ?
C40 H40a 0.9800 . ?
C40 H40b 0.9800 . ?
C40 H40c 0.9800 . ?
C26 H26 0.9500 . ?
C26 C25 1.419(3) . ?
C25 C18 1.436(3) . ?
C24 C19 1.432(4) . ?
C24 C23 1.429(4) . ?
C19 C20 1.420(4) . ?
C18 C17 1.422(3) . ?
C17 H17 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.364(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.406(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.364(4) . ?
C23 H23 0.9500 . ?
C43 H43a 0.9800 . ?
C43 H43b 0.9800 . ?
C43 H43c 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Zn1 O1 94.93(7) . . ?
O3 Zn1 O1 101.34(8) . . ?
O3 Zn1 O2 98.66(8) . . ?
N1 Zn1 O1 89.46(7) . . ?
N1 Zn1 O2 164.37(8) . . ?
N1 Zn1 O3 95.17(8) . . ?
N2 Zn1 O1 152.16(8) . . ?
N2 Zn1 O2 89.89(8) . . ?
N2 Zn1 O3 105.01(8) . . ?
N2 Zn1 N1 79.46(8) . . ?
C1 O1 Zn1 130.08(16) . . ?
C34 O2 Zn1 131.72(16) . . ?
C43 O3 Zn1 120.97(19) . . ?
H3 O3 Zn1 114(2) . . ?
H3 O3 C43 112(2) . . ?
C15 N1 Zn1 123.74(16) . . ?
C16 N1 Zn1 114.68(15) . . ?
C16 N1 C15 121.6(2) . . ?
C27 N2 Zn1 114.74(15) . . ?
C28 N2 Zn1 124.29(17) . . ?
C28 N2 C27 121.0(2) . . ?
C24 N4 C25 116.9(2) . . ?
C18 N3 C19 117.2(2) . . ?
H15 C15 N1 116.52(13) . . ?
C6 C15 N1 127.0(2) . . ?
C6 C15 H15 116.52(14) . . ?
C1 C6 C15 123.6(2) . . ?
C5 C6 C15 116.0(2) . . ?
C5 C6 C1 120.3(2) . . ?
C6 C1 O1 123.1(2) . . ?
C2 C1 O1 119.5(2) . . ?
C2 C1 C6 117.4(2) . . ?
C3 C2 C1 117.9(2) . . ?
C7 C2 C1 120.0(2) . . ?
C7 C2 C3 122.0(2) . . ?
H3a C3 C2 117.15(15) . . ?
C4 C3 C2 125.7(2) . . ?
C4 C3 H3a 117.15(14) . . ?
C5 C4 C3 116.2(2) . . ?
C11 C4 C3 119.6(2) . . ?
C11 C4 C5 124.2(2) . . ?
C4 C5 C6 122.4(2) . . ?
H5 C5 C6 118.80(14) . . ?
H5 C5 C4 118.80(15) . . ?
C13 C11 C4 108.9(2) . . ?
C12 C11 C4 111.9(2) . . ?
C12 C11 C13 108.9(2) . . ?
C14 C11 C4 110.3(2) . . ?
C14 C11 C13 108.5(2) . . ?
C14 C11 C12 108.2(2) . . ?
H13a C13 C11 109.5 . . ?
H13b C13 C11 109.5 . . ?
H13b C13 H13a 109.5 . . ?
H13c C13 C11 109.5 . . ?
H13c C13 H13a 109.5 . . ?
H13c C13 H13b 109.5 . . ?
H12a C12 C11 109.5 . . ?
H12b C12 C11 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 C11 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
H14a C14 C11 109.5 . . ?
H14b C14 C11 109.5 . . ?
H14b C14 H14a 109.5 . . ?
H14c C14 C11 109.5 . . ?
H14c C14 H14a 109.5 . . ?
H14c C14 H14b 109.5 . . ?
C8 C7 C2 111.4(2) . . ?
C9 C7 C2 110.2(2) . . ?
C9 C7 C8 109.3(2) . . ?
C10 C7 C2 111.3(2) . . ?
C10 C7 C8 107.5(2) . . ?
C10 C7 C9 107.0(2) . . ?
H8a C8 C7 109.5 . . ?
H8b C8 C7 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C7 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H9a C9 C7 109.5 . . ?
H9b C9 C7 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C7 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H10a C10 C7 109.5 . . ?
H10b C10 C7 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 C7 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
C27 C16 N1 114.6(2) . . ?
C17 C16 N1 125.7(2) . . ?
C17 C16 C27 119.7(2) . . ?
C16 C27 N2 115.0(2) . . ?
C26 C27 N2 125.7(2) . . ?
C26 C27 C16 119.4(2) . . ?
H28 C28 N2 116.52(14) . . ?
C29 C28 N2 127.0(2) . . ?
C29 C28 H28 116.52(14) . . ?
C30 C29 C28 115.8(2) . . ?
C34 C29 C28 124.2(2) . . ?
C34 C29 C30 120.0(2) . . ?
H30 C30 C29 118.91(15) . . ?
C31 C30 C29 122.2(3) . . ?
C31 C30 H30 118.91(16) . . ?
C35 C31 C30 123.8(3) . . ?
C32 C31 C30 116.6(2) . . ?
C32 C31 C35 119.5(2) . . ?
C37 C35 C31 110.7(2) . . ?
C38 C35 C31 108.8(3) . . ?
C38 C35 C37 109.3(3) . . ?
C36 C35 C31 111.2(3) . . ?
C36 C35 C37 106.8(3) . . ?
C36 C35 C38 109.9(4) . . ?
H37a C37 C35 109.5 . . ?
H37b C37 C35 109.5 . . ?
H37b C37 H37a 109.5 . . ?
H37c C37 C35 109.5 . . ?
H37c C37 H37a 109.5 . . ?
H37c C37 H37b 109.5 . . ?
H38a C38 C35 109.5 . . ?
H38b C38 C35 109.5 . . ?
H38b C38 H38a 109.5 . . ?
H38c C38 C35 109.5 . . ?
H38c C38 H38a 109.5 . . ?
H38c C38 H38b 109.5 . . ?
H36a C36 C35 109.5 . . ?
H36b C36 C35 109.5 . . ?
H36b C36 H36a 109.5 . . ?
H36c C36 C35 109.5 . . ?
H36c C36 H36a 109.5 . . ?
H36c C36 H36b 109.5 . . ?
H32 C32 C31 117.52(15) . . ?
C33 C32 C31 125.0(2) . . ?
C33 C32 H32 117.52(16) . . ?
C39 C33 C32 122.2(2) . . ?
C34 C33 C32 118.0(2) . . ?
C34 C33 C39 119.8(2) . . ?
C42 C39 C33 112.3(2) . . ?
C41 C39 C33 110.0(2) . . ?
C41 C39 C42 107.3(2) . . ?
C40 C39 C33 109.8(2) . . ?
C40 C39 C42 108.0(2) . . ?
C40 C39 C41 109.3(3) . . ?
H42a C42 C39 109.5 . . ?
H42b C42 C39 109.5 . . ?
H42b C42 H42a 109.5 . . ?
H42c C42 C39 109.5 . . ?
H42c C42 H42a 109.5 . . ?
H42c C42 H42b 109.5 . . ?
H41a C41 C39 109.5 . . ?
H41b C41 C39 109.5 . . ?
H41b C41 H41a 109.5 . . ?
H41c C41 C39 109.5 . . ?
H41c C41 H41a 109.5 . . ?
H41c C41 H41b 109.5 . . ?
H40a C40 C39 109.5 . . ?
H40b C40 C39 109.5 . . ?
H40b C40 H40a 109.5 . . ?
H40c C40 C39 109.5 . . ?
H40c C40 H40a 109.5 . . ?
H40c C40 H40b 109.5 . . ?
C29 C34 O2 122.8(2) . . ?
C33 C34 O2 119.1(2) . . ?
C33 C34 C29 118.0(2) . . ?
H26 C26 C27 119.29(14) . . ?
C25 C26 C27 121.4(2) . . ?
C25 C26 H26 119.29(14) . . ?
C26 C25 N4 119.3(2) . . ?
C18 C25 N4 121.6(2) . . ?
C18 C25 C26 119.1(2) . . ?
C19 C24 N4 121.8(2) . . ?
C23 C24 N4 119.2(3) . . ?
C23 C24 C19 118.9(2) . . ?
C24 C19 N3 121.0(2) . . ?
C20 C19 N3 119.8(3) . . ?
C20 C19 C24 119.2(2) . . ?
C25 C18 N3 121.5(2) . . ?
C17 C18 N3 119.7(2) . . ?
C17 C18 C25 118.9(2) . . ?
C18 C17 C16 121.3(2) . . ?
H17 C17 C16 119.33(14) . . ?
H17 C17 C18 119.33(14) . . ?
H20 C20 C19 120.05(17) . . ?
C21 C20 C19 119.9(3) . . ?
C21 C20 H20 120.05(19) . . ?
H21 C21 C20 119.41(19) . . ?
C22 C21 C20 121.2(3) . . ?
C22 C21 H21 119.41(16) . . ?
H22 C22 C21 119.48(16) . . ?
C23 C22 C21 121.0(3) . . ?
C23 C22 H22 119.48(19) . . ?
C22 C23 C24 119.8(3) . . ?
H23 C23 C24 120.12(18) . . ?
H23 C23 C22 120.12(19) . . ?
H43a C43 O3 109.5 . . ?
H43b C43 O3 109.5 . . ?
H43b C43 H43a 109.5 . . ?
H43c C43 O3 109.5 . . ?
H43c C43 H43a 109.5 . . ?
H43c C43 H43b 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.267 -0.290 0.291 177.6 35.4 ?
2 0.267 0.290 0.709 177.6 35.6 ?
3 0.309 0.856 0.975 35.5 0.0 ?
4 0.691 0.144 0.025 35.5 0.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
H3 O3 1 0.9400 0.0200 0.0353

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol/THF'
####################################################################### 
# 
# 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_hardy012815
_database_code_depnum_ccdc_archive 'CCDC 1452415'
_audit_update_record             
;
2016-07-15 deposited with the CCDC.
2016-08-11 downloaded from the CCDC.
;
_audit_creation_date             2016-07-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_formula_moiety         'C42 H50 N4 O2, 0.5(C4 O2)'
_chemical_formula_sum            'C44 H50 N4 O3'
_chemical_formula_weight         682.91
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn '
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   6.2424(2)
_cell_length_b                   22.8992(7)
_cell_length_c                   27.3834(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.704(1)
_cell_angle_gamma                90
_cell_volume                     3901.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9896
_cell_measurement_temperature    180.45
_cell_measurement_theta_max      21.716
_cell_measurement_theta_min      2.322
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.7450
_exptl_absorpt_correction_T_min  0.7054
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/2 (Bruker,2014/2) was used for absorption correction.
wR2(int) was 0.0909 before and 0.0519 after correction.
The Ratio of minimum to maximum transmission is 0.9468.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'dark orange'
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.1626
_exptl_crystal_description       plate
_exptl_crystal_F_000             1464.6099
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'slow evaporation of ethyl acetate'
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            75008
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         24.11
_diffrn_reflns_theta_min         1.49
_diffrn_ambient_temperature      180.45
_diffrn_measured_fraction_theta_full 0.9998
_diffrn_measured_fraction_theta_max 0.9998
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              6
_reflns_limit_h_min              -7
_reflns_limit_k_max              26
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              -5
_reflns_number_gt                4586
_reflns_number_total             6196
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.3549
_refine_diff_density_min         -0.2768
_refine_diff_density_rms         0.0597
_refine_ls_d_res_high            0.8700
_refine_ls_d_res_low             13.6456
_refine_ls_goodness_of_fit_ref   1.0674
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    89
_refine_ls_number_parameters     519
_refine_ls_number_reflns         6196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0453
_refine_ls_restrained_S_all      1.0674
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0550P)²+1.4377P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1212
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 C1A, C1b, C2A, C2b, C3A, C3b
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Same fragment restrains
{C1A, C1b, C2A, C2b, C3A, C3b} sigma for 1-2: 0.02, 1-3: 0.04
as
{C1AA, N1, O1, C2AA, N2, O2}
4. Others
 Sof(C1b)=Sof(C2b)=Sof(C3b)=Sof(H1ba)=Sof(H1bb)=Sof(H1bc)=Sof(H2ba)=Sof(H2bb)=
 Sof(H2bc)=Sof(H3ba)=Sof(H3bb)=Sof(H3bc)=1-FVAR(1)
 Sof(C1A)=Sof(C2A)=Sof(C3A)=Sof(H1Aa)=Sof(H1Ab)=Sof(H1Ac)=Sof(H2Aa)=Sof(H2Ab)=
 Sof(H2Ac)=Sof(H3Aa)=Sof(H3Ab)=Sof(H3Ac)=FVAR(1)
 Fixed Sof: C44S(0.5) C45S(0.5) O46S(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C13(H13), C15(H15), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23),
 C26(H26), C28(H28), C30(H30), C36(H36)
5.b Idealised Me refined as rotating group:
 C6AA(H6Aa,H6Ab,H6Ac), C5(H5a,H5b,H5c), C9AA(H9Aa,H9Ab,H9Ac), C33(H33a,H33b,
 H33c), C34(H34a,H34b,H34c), C35(H35a,H35b,H35c), C39(H39a,H39b,H39c), C40(H40a,
 H40b,H40c), C41(H41a,H41b,H41c), C1A(H1Aa,H1Ab,H1Ac), C2A(H2Aa,H2Ab,H2Ac),
 C3A(H3Aa,H3Ab,H3Ac), C1b(H1ba,H1bb,H1bc), C2b(H2ba,H2bb,H2bc), C3b(H3ba,H3bb,
 H3bc)
5.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_atom_sites_solution_primary     direct
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
C1AA C 0.6188(3) 0.68220(8) 0.18664(7) 0.0231(4) Uani 1.000000 1 D . . .
N1 N 0.2784(2) 0.62631(7) 0.23349(6) 0.0253(4) Uani 1.000000 1 D . . .
O1 O 0.5574(2) 0.70894(6) 0.22721(5) 0.0331(4) Uani 1.000000 1 D . . .
H1 H 0.464(3) 0.6885(5) 0.2397(5) 0.0497(5) Uiso 1.000000 1 GR . . .
C2AA C 0.7814(3) 0.70790(8) 0.16093(7) 0.0219(4) Uani 1.000000 1 D . . .
N2 N 0.2317(2) 0.66523(7) 0.32521(6) 0.0272(4) Uani 1.000000 1 D . . .
O2 O 0.3940(2) 0.77054(6) 0.32835(5) 0.0358(4) Uani 1.000000 1 D . . .
H2 H 0.319(3) 0.7423(3) 0.3173(5) 0.0536(6) Uiso 1.000000 1 GR . . .
C3AA C 0.8827(3) 0.76692(8) 0.17726(7) 0.0256(5) Uani 1.000000 1 . . . .
N3 N -0.3479(2) 0.50201(7) 0.24047(6) 0.0275(4) Uani 1.000000 1 . . . .
C6AA C 0.7084(3) 0.81457(9) 0.17666(8) 0.0364(5) Uani 1.000000 1 . . . .
H6Aa H 0.6413(14) 0.8192(4) 0.14325(12) 0.0547(8) Uiso 1.000000 1 GR . . .
H6Ab H 0.5989(11) 0.8032(3) 0.1985(4) 0.0547(8) Uiso 1.000000 1 GR . . .
H6Ac H 0.7739(5) 0.85163(15) 0.1878(4) 0.0547(8) Uiso 1.000000 1 GR . . .
N4 N -0.3907(2) 0.54329(7) 0.33764(6) 0.0296(4) Uani 1.000000 1 . . . .
C5 C 0.9969(3) 0.76138(9) 0.22888(7) 0.0322(5) Uani 1.000000 1 . . . .
H5a H 0.8936(5) 0.7486(5) 0.25176(11) 0.0484(8) Uiso 1.000000 1 GR . . .
H5b H 1.1131(13) 0.7327(4) 0.22847(12) 0.0484(8) Uiso 1.000000 1 GR . . .
H5c H 1.0568(17) 0.79935(15) 0.2394(2) 0.0484(8) Uiso 1.000000 1 GR . . .
C9AA C 1.0500(4) 0.78697(9) 0.14313(8) 0.0420(6) Uani 1.000000 1 . . . .
H9Aa H 1.1658(12) 0.7580(3) 0.1434(4) 0.0630(9) Uiso 1.000000 1 GR . . .
H9Ab H 0.9821(6) 0.7911(6) 0.10976(13) 0.0630(9) Uiso 1.000000 1 GR . . .
H9Ac H 1.1096(17) 0.8247(3) 0.1544(3) 0.0630(9) Uiso 1.000000 1 GR . . .
C7 C 0.8441(3) 0.67747(8) 0.12060(7) 0.0241(4) Uani 1.000000 1 . . . .
H7 H 0.9548(3) 0.69404(8) 0.10321(7) 0.0289(5) Uiso 1.000000 1 R . . .
C8 C 0.7558(3) 0.62393(8) 0.10354(7) 0.0253(4) Uani 1.000000 1 . . . .
C13 C 0.5951(3) 0.60076(8) 0.12950(7) 0.0255(5) Uani 1.000000 1 . . . .
H13 H 0.5315(3) 0.56466(8) 0.11920(7) 0.0306(6) Uiso 1.000000 1 R . . .
C14 C 0.5231(3) 0.62892(8) 0.17055(7) 0.0229(4) Uani 1.000000 1 . . . .
C15 C 0.3537(3) 0.60225(8) 0.19595(7) 0.0250(5) Uani 1.000000 1 . . . .
H15 H 0.2962(3) 0.56584(8) 0.18458(7) 0.0300(5) Uiso 1.000000 1 R . . .
C16 C 0.1055(3) 0.60212(8) 0.25689(7) 0.0231(4) Uani 1.000000 1 . . . .
C17 C -0.0403(3) 0.56317(8) 0.23595(7) 0.0250(5) Uani 1.000000 1 . . . .
H17 H -0.0281(3) 0.55054(8) 0.20325(7) 0.0300(5) Uiso 1.000000 1 R . . .
C18 C -0.2102(3) 0.54125(8) 0.26236(7) 0.0233(4) Uani 1.000000 1 . . . .
C19 C -0.5060(3) 0.48307(8) 0.26732(7) 0.0270(5) Uani 1.000000 1 . . . .
C20 C -0.6584(3) 0.44176(9) 0.24632(8) 0.0333(5) Uani 1.000000 1 . . . .
H20 H -0.6461(3) 0.42756(9) 0.21408(8) 0.0400(6) Uiso 1.000000 1 R . . .
C21 C -0.8210(3) 0.42274(9) 0.27247(8) 0.0376(6) Uani 1.000000 1 . . . .
H21 H -0.9216(3) 0.39525(9) 0.25823(8) 0.0451(7) Uiso 1.000000 1 R . . .
C22 C -0.8423(3) 0.44327(9) 0.32044(9) 0.0385(6) Uani 1.000000 1 . . . .
H22 H -0.9569(3) 0.42936(9) 0.33807(9) 0.0462(7) Uiso 1.000000 1 R . . .
C23 C -0.7009(3) 0.48270(9) 0.34177(8) 0.0354(5) Uani 1.000000 1 . . . .
H23 H -0.7176(3) 0.49623(9) 0.37403(8) 0.0424(6) Uiso 1.000000 1 R . . .
C24 C -0.5280(3) 0.50375(8) 0.31583(8) 0.0280(5) Uani 1.000000 1 . . . .
C25 C -0.2323(3) 0.56194(8) 0.31100(7) 0.0254(5) Uani 1.000000 1 . . . .
C26 C -0.0810(3) 0.60351(8) 0.33168(7) 0.0279(5) Uani 1.000000 1 . . . .
H26 H -0.0948(3) 0.61803(8) 0.36377(7) 0.0335(6) Uiso 1.000000 1 R . . .
C27 C 0.0831(3) 0.62267(8) 0.30603(7) 0.0247(4) Uani 1.000000 1 . . . .
C28 C 0.3351(3) 0.65628(9) 0.36696(7) 0.0277(5) Uani 1.000000 1 . . . .
H28 H 0.3133(3) 0.62051(9) 0.38340(7) 0.0332(6) Uiso 1.000000 1 R . . .
C29 C 0.4845(3) 0.69859(8) 0.39020(7) 0.0265(5) Uani 1.000000 1 . . . .
C30 C 0.6045(3) 0.68251(9) 0.43365(7) 0.0302(5) Uani 1.000000 1 . . . .
H30 H 0.5844(3) 0.64483(9) 0.44705(7) 0.0362(6) Uiso 1.000000 1 R . . .
C31 C 0.7510(3) 0.72005(9) 0.45740(7) 0.0294(5) Uani 1.000000 1 . . . .
C32 C 0.8876(3) 0.70439(10) 0.50466(7) 0.0364(5) Uani 1.000000 1 . . . .
C33 C 0.8122(4) 0.64794(11) 0.52722(8) 0.0510(7) Uani 1.000000 1 . . . .
H33a H 0.6600(8) 0.6514(3) 0.5331(5) 0.0765(10) Uiso 1.000000 1 GR . . .
H33b H 0.831(2) 0.61540(15) 0.5047(3) 0.0765(10) Uiso 1.000000 1 GR . . .
H33c H 0.8971(17) 0.6407(4) 0.5583(3) 0.0765(10) Uiso 1.000000 1 GR . . .
C34 C 0.8729(4) 0.75328(11) 0.54275(8) 0.0469(6) Uani 1.000000 1 . . . .
H34a H 0.928(2) 0.78976(18) 0.5298(2) 0.0704(9) Uiso 1.000000 1 GR . . .
H34b H 0.7227(5) 0.7586(4) 0.5497(4) 0.0704(9) Uiso 1.000000 1 GR . . .
H34c H 0.9589(19) 0.7427(3) 0.5730(2) 0.0704(9) Uiso 1.000000 1 GR . . .
C35 C 1.1229(4) 0.69756(13) 0.49295(9) 0.0567(7) Uani 1.000000 1 . . . .
H35a H 1.1349(6) 0.6647(5) 0.4704(5) 0.0850(11) Uiso 1.000000 1 GR . . .
H35b H 1.1707(9) 0.7335(3) 0.4777(6) 0.0850(11) Uiso 1.000000 1 GR . . .
H35c H 1.2132(5) 0.6901(7) 0.52331(12) 0.0850(11) Uiso 1.000000 1 GR . . .
C36 C 0.7747(3) 0.77498(9) 0.43552(7) 0.0303(5) Uani 1.000000 1 . . . .
H36 H 0.8771(3) 0.80103(9) 0.45112(7) 0.0364(6) Uiso 1.000000 1 R . . .
C37 C 0.6604(3) 0.79409(9) 0.39298(7) 0.0275(5) Uani 1.000000 1 . . . .
C38 C 0.6956(3) 0.85460(9) 0.37088(7) 0.0311(5) Uani 1.000000 1 . . . .
C39 C 0.4847(3) 0.88991(10) 0.36788(9) 0.0426(6) Uani 1.000000 1 . . . .
H39a H 0.3723(7) 0.8682(3) 0.3485(4) 0.0639(9) Uiso 1.000000 1 GR . . .
H39b H 0.4406(12) 0.8963(5) 0.40098(9) 0.0639(9) Uiso 1.000000 1 GR . . .
H39c H 0.5073(7) 0.9277(3) 0.3522(5) 0.0639(9) Uiso 1.000000 1 GR . . .
C40 C 0.8668(4) 0.88993(10) 0.40159(8) 0.0437(6) Uani 1.000000 1 . . . .
H40a H 0.8193(11) 0.8965(6) 0.43438(19) 0.0656(9) Uiso 1.000000 1 GR . . .
H40b H 1.0026(7) 0.8682(3) 0.4043(5) 0.0656(9) Uiso 1.000000 1 GR . . .
H40c H 0.8878(17) 0.9276(3) 0.3857(3) 0.0656(9) Uiso 1.000000 1 GR . . .
C41 C 0.7750(4) 0.84779(10) 0.31979(8) 0.0400(6) Uani 1.000000 1 . . . .
H41a H 0.9148(11) 0.8281(5) 0.32241(9) 0.0601(8) Uiso 1.000000 1 GR . . .
H41b H 0.6714(11) 0.8245(5) 0.29919(17) 0.0601(8) Uiso 1.000000 1 GR . . .
H41c H 0.790(2) 0.88643(10) 0.3050(2) 0.0601(8) Uiso 1.000000 1 GR . . .
C42 C 0.5107(3) 0.75414(9) 0.36992(7) 0.0263(5) Uani 1.000000 1 . . . .
C43S C 0.7042(8) 0.4618(2) 0.44961(15) 0.1189(15) Uani 1.000000 1 . . . .
C44S C 0.8738(14) 0.4920(3) 0.4454(2) 0.084(2) Uani 0.500000 1 . . . .
C45S C 0.8267(13) 0.4726(3) 0.5012(3) 0.0744(18) Uani 0.500000 1 . . . .
O46S O 0.7458(8) 0.45526(19) 0.53682(17) 0.0906(14) Uani 0.500000 1 . . . .
O3S O 1.0 0.5 0.5 0.0853(10) Uani 1.000000 2 S T P .
C9 C 0.8373(3) 0.59269(9) 0.05905(7) 0.0304(5) Uani 1.000000 1 . . . .
C1A C 0.9667(12) 0.5354(3) 0.0796(2) 0.050(2) Uani 0.463(9) 1 D U . 1
C2A C 0.9950(16) 0.6267(3) 0.0326(3) 0.067(3) Uani 0.463(9) 1 D U . 1
C3A C 0.6512(16) 0.5700(5) 0.0263(4) 0.062(3) Uani 0.463(9) 1 D U . 1
C1b C 1.0628(9) 0.5739(3) 0.07056(19) 0.055(2) Uani 0.537(9) 1 D U . 2
C2b C 0.8347(11) 0.6381(2) 0.01453(16) 0.0454(17) Uani 0.537(9) 1 D U . 2
C3b C 0.6953(15) 0.5432(4) 0.0400(4) 0.063(3) Uani 0.537(9) 1 D U . 2
H1Aa H 1.091(4) 0.5474(3) 0.1015(10) 0.075(3) Uiso 0.463(9) 1 GR . . 1
H1Ab H 0.871(2) 0.5109(8) 0.0977(11) 0.075(3) Uiso 0.463(9) 1 GR . . 1
H1Ac H 1.016(5) 0.5132(9) 0.0521(2) 0.075(3) Uiso 0.463(9) 1 GR . . 1
H2Aa H 0.932(3) 0.6643(8) 0.0222(14) 0.101(5) Uiso 0.463(9) 1 GR . . 1
H2Ab H 1.125(3) 0.6335(16) 0.0544(6) 0.101(5) Uiso 0.463(9) 1 GR . . 1
H2Ac H 1.032(6) 0.6047(9) 0.0037(9) 0.101(5) Uiso 0.463(9) 1 GR . . 1
H3Aa H 0.567(4) 0.5430(14) 0.0448(5) 0.093(5) Uiso 0.463(9) 1 GR . . 1
H3Ab H 0.560(4) 0.6027(5) 0.0144(13) 0.093(5) Uiso 0.463(9) 1 GR . . 1
H3Ac H 0.7051(16) 0.5495(16) -0.0016(8) 0.093(5) Uiso 0.463(9) 1 GR . . 1
H1ba H 1.1517(13) 0.6079(4) 0.0802(12) 0.083(3) Uiso 0.537(9) 1 GR . . 2
H1bb H 1.0696(12) 0.5456(12) 0.0975(8) 0.083(3) Uiso 0.537(9) 1 GR . . 2
H1bc H 1.116(2) 0.5556(14) 0.0416(4) 0.083(3) Uiso 0.537(9) 1 GR . . 2
H2ba H 0.6865(12) 0.6505(10) 0.0054(7) 0.068(3) Uiso 0.537(9) 1 GR . . 2
H2bb H 0.922(4) 0.6722(6) 0.0246(4) 0.068(3) Uiso 0.537(9) 1 GR . . 2
H2bc H 0.894(4) 0.6194(4) -0.0136(4) 0.068(3) Uiso 0.537(9) 1 GR . . 2
H3ba H 0.706(5) 0.5109(7) 0.0635(7) 0.094(4) Uiso 0.537(9) 1 GR . . 2
H3bb H 0.5460(17) 0.5567(5) 0.0355(13) 0.094(4) Uiso 0.537(9) 1 GR . . 2
H3bc H 0.741(4) 0.5298(11) 0.0085(8) 0.094(4) Uiso 0.537(9) 1 GR . . 2


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
C1AA O1 1.351(2) . ?
C1AA C2AA 1.410(3) . ?
C1AA C14 1.413(3) . ?
N1 C15 1.289(2) . ?
N1 C16 1.413(2) . ?
C2AA C3AA 1.543(3) . ?
C2AA C7 1.389(3) . ?
N2 C27 1.417(2) . ?
N2 C28 1.282(2) . ?
O2 C42 1.353(2) . ?
C3AA C6AA 1.540(3) . ?
C3AA C5 1.535(3) . ?
C3AA C9AA 1.528(3) . ?
N3 C18 1.349(2) . ?
N3 C19 1.350(2) . ?
N4 C24 1.352(2) . ?
N4 C25 1.346(2) . ?
C7 C8 1.408(3) . ?
C8 C13 1.382(3) . ?
C8 C9 1.535(3) . ?
C13 C14 1.402(3) . ?
C14 C15 1.448(3) . ?
C16 C17 1.367(3) . ?
C16 C27 1.443(3) . ?
C17 C18 1.423(3) . ?
C18 C25 1.431(3) . ?
C19 C20 1.428(3) . ?
C19 C24 1.428(3) . ?
C20 C21 1.361(3) . ?
C21 C22 1.412(3) . ?
C22 C23 1.360(3) . ?
C23 C24 1.424(3) . ?
C25 C26 1.425(3) . ?
C26 C27 1.361(3) . ?
C28 C29 1.454(3) . ?
C29 C30 1.402(3) . ?
C29 C42 1.403(3) . ?
C30 C31 1.378(3) . ?
C31 C32 1.533(3) . ?
C31 C36 1.406(3) . ?
C32 C33 1.524(3) . ?
C32 C34 1.538(3) . ?
C32 C35 1.537(3) . ?
C36 C37 1.386(3) . ?
C37 C38 1.535(3) . ?
C37 C42 1.419(3) . ?
C38 C39 1.541(3) . ?
C38 C40 1.535(3) . ?
C38 C41 1.530(3) . ?
C43S C44S 1.277(8) . ?
C43S C45S 1.570(8) . ?
C44S C45S 1.641(10) . ?
C44S O3S 1.642(6) 3_766 ?
C45S O46S 1.202(7) . ?
C45S O3S 1.253(9) 3_766 ?
C9 C1A 1.617(6) . ?
C9 C2A 1.489(6) . ?
C9 C3A 1.501(10) . ?
C9 C1b 1.481(5) . ?
C9 C2b 1.601(5) . ?
C9 C3b 1.505(8) . ?

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
C2AA C1AA O1 119.05(16) . . ?
C14 C1AA O1 120.42(17) . . ?
C14 C1AA C2AA 120.53(17) . . ?
C16 N1 C15 122.43(16) . . ?
C3AA C2AA C1AA 121.04(16) . . ?
C7 C2AA C1AA 116.66(16) . . ?
C7 C2AA C3AA 122.31(16) . . ?
C28 N2 C27 119.16(16) . . ?
C6AA C3AA C2AA 110.19(15) . . ?
C5 C3AA C2AA 110.04(15) . . ?
C5 C3AA C6AA 110.04(16) . . ?
C9AA C3AA C2AA 111.74(16) . . ?
C9AA C3AA C6AA 107.37(16) . . ?
C9AA C3AA C5 107.38(16) . . ?
C19 N3 C18 116.06(16) . . ?
C25 N4 C24 116.14(17) . . ?
C8 C7 C2AA 124.93(18) . . ?
C13 C8 C7 116.39(17) . . ?
C9 C8 C7 121.53(17) . . ?
C9 C8 C13 122.07(17) . . ?
C14 C13 C8 122.00(17) . . ?
C13 C14 C1AA 119.47(17) . . ?
C15 C14 C1AA 121.42(17) . . ?
C15 C14 C13 119.10(17) . . ?
C14 C15 N1 122.11(17) . . ?
C17 C16 N1 124.98(17) . . ?
C27 C16 N1 115.55(16) . . ?
C27 C16 C17 119.44(17) . . ?
C18 C17 C16 121.04(18) . . ?
C17 C18 N3 118.88(17) . . ?
C25 C18 N3 121.84(17) . . ?
C25 C18 C17 119.27(17) . . ?
C20 C19 N3 119.08(18) . . ?
C24 C19 N3 122.05(17) . . ?
C24 C19 C20 118.87(18) . . ?
C21 C20 C19 120.1(2) . . ?
C22 C21 C20 120.94(19) . . ?
C23 C22 C21 120.9(2) . . ?
C24 C23 C22 120.1(2) . . ?
C19 C24 N4 121.85(17) . . ?
C23 C24 N4 119.04(19) . . ?
C23 C24 C19 119.11(18) . . ?
C18 C25 N4 122.05(17) . . ?
C26 C25 N4 119.28(17) . . ?
C26 C25 C18 118.66(17) . . ?
C27 C26 C25 120.82(18) . . ?
C16 C27 N2 117.33(16) . . ?
C26 C27 N2 121.87(17) . . ?
C26 C27 C16 120.73(17) . . ?
C29 C28 N2 122.78(18) . . ?
C30 C29 C28 118.37(18) . . ?
C42 C29 C28 121.47(17) . . ?
C42 C29 C30 120.16(17) . . ?
C31 C30 C29 121.60(19) . . ?
C32 C31 C30 123.63(19) . . ?
C36 C31 C30 116.47(18) . . ?
C36 C31 C32 119.88(17) . . ?
C33 C32 C31 111.82(17) . . ?
C34 C32 C31 110.01(17) . . ?
C34 C32 C33 107.76(18) . . ?
C35 C32 C31 108.84(17) . . ?
C35 C32 C33 109.3(2) . . ?
C35 C32 C34 109.08(19) . . ?
C37 C36 C31 125.15(18) . . ?
C38 C37 C36 122.42(17) . . ?
C42 C37 C36 116.44(18) . . ?
C42 C37 C38 121.12(17) . . ?
C39 C38 C37 110.22(16) . . ?
C40 C38 C37 112.04(16) . . ?
C40 C38 C39 107.82(17) . . ?
C41 C38 C37 109.63(16) . . ?
C41 C38 C39 110.13(17) . . ?
C41 C38 C40 106.93(17) . . ?
C29 C42 O2 120.83(16) . . ?
C37 C42 O2 119.01(17) . . ?
C37 C42 C29 120.16(17) . . ?
C45S C43S C44S 69.5(5) . . ?
C45S C44S C43S 63.7(5) . . ?
O3S C44S C43S 108.5(5) 3_766 . ?
O3S C44S C45S 44.9(3) 3_766 . ?
C44S C45S C43S 46.8(3) . . ?
O46S C45S C43S 118.2(7) . . ?
O46S C45S C44S 164.6(8) . . ?
O3S C45S C43S 114.4(6) 3_766 . ?
O3S C45S C44S 67.6(5) 3_766 . ?
O3S C45S O46S 127.5(7) 3_766 . ?
C44S O3S C44S 180.0 . 3_766 ?
C45S O3S C44S 67.5(4) . . ?
C45S O3S C44S 112.5(4) . 3_766 ?
C45S O3S C44S 112.5(4) 3_766 . ?
C45S O3S C44S 67.5(4) 3_766 3_766 ?
C45S O3S C45S 180.0 3_766 . ?
C2A C9 C1A 105.2(4) . . ?
C3A C9 C1A 105.5(4) . . ?
C3A C9 C2A 113.6(5) . . ?
C2b C9 C1b 107.5(3) . . ?
C3b C9 C1b 112.1(4) . . ?
C3b C9 C2b 104.8(4) . . ?

_olex2_exptl_crystal_mounting_method 'mounted on a glass fibre in paratone oil'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bam150_0m
_database_code_depnum_ccdc_archive 'CCDC 1452867'
_audit_update_record             
;
2016-07-15 deposited with the CCDC.
2016-08-11 downloaded from the CCDC.
;
_audit_creation_date             2016-07-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_formula_moiety         'C42 H48 N4 O3 V'
_chemical_formula_sum            'C42 H48 N4 O3 V'
_chemical_formula_weight         707.82
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
V 0.31844 0.54361 10.29710 7.35110 2.07030 2.05710 6.86570 0.43850 26.89380
102.47800 1.21990001202
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   10.5213(4)
_cell_length_b                   12.7581(5)
_cell_length_c                   16.9448(6)
_cell_angle_alpha                77.715(1)
_cell_angle_beta                 74.447(1)
_cell_angle_gamma                79.226(1)
_cell_volume                     2120.59(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6818
_cell_measurement_temperature    296
_cell_measurement_theta_max      25.142
_cell_measurement_theta_min      2.25
_exptl_absorpt_coefficient_mu    0.272
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/2 (Bruker,2014/2) was used for absorption correction.
wR2(int) was 0.0747 before and 0.0442 after correction.
The Ratio of minimum to maximum transmission is 0.9119.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.1084
_exptl_crystal_description       prism
_exptl_crystal_F_000             750.9234
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'slow diffusion of methanol into a concentrated THF solution'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            35450
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         1.65
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9999
_diffrn_measured_fraction_theta_max 0.9999
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -11
_reflns_limit_k_max              15
_reflns_limit_k_min              -14
_reflns_limit_l_max              19
_reflns_limit_l_min              0
_reflns_number_gt                5678
_reflns_number_total             7239
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.3246
_refine_diff_density_min         -0.3191
_refine_diff_density_rms         0.0743
_refine_ls_d_res_high            0.8500
_refine_ls_d_res_low             12.3467
_refine_ls_goodness_of_fit_ref   1.0591
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    72
_refine_ls_number_parameters     462
_refine_ls_number_reflns         7239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.0591
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0660P)²+1.7481P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1321
_refine_ls_wR_factor_ref         0.1405
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C7(H7), C26(H26), C17(H17), C23(H23), C20(H20), C22(H22), C21(H21),
 C30(H30), C28(H28), C15(H15), C36(H36)
2.b Idealised Me refined as rotating group:
 C5(H5a,H5b,H5c), C4(H4a,H4b,H4c), C6(H6a,H6b,H6c), C11(H11a,H11b,H11c),
 C10(H10a,H10b,H10c), C12(H12a,H12b,H12c), C34(H34a,H34b,H34c), C33(H33a,H33b,
 H33c), C41(H41a,H41b,H41c), C40(H40a,H40b,H40c), C39(H39a,H39b,H39c), C35(H35a,
 H35b,H35c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
V1 V 0.49397(4) 0.59393(4) 0.16152(3) 0.02273(14) Uani 1.000000 .
O2 O 0.47193(18) 0.64835(15) 0.26296(11) 0.0277(4) Uani 1.000000 .
O1 O 0.40985(18) 0.47258(15) 0.22997(11) 0.0291(4) Uani 1.000000 .
N2 N 0.6753(2) 0.64995(17) 0.12145(12) 0.0221(5) Uani 1.000000 .
N1 N 0.6001(2) 0.48904(17) 0.08315(12) 0.0232(5) Uani 1.000000 .
N3 N 0.9707(2) 0.48098(19) -0.16038(13) 0.0295(5) Uani 1.000000 .
N4 N 1.0558(2) 0.65514(19) -0.11623(13) 0.0291(5) Uani 1.000000 .
C1 C 0.5222(3) 0.7259(2) 0.27900(16) 0.0239(6) Uani 1.000000 .
C14 C 0.6405(3) 0.7634(2) 0.22654(16) 0.0257(6) Uani 1.000000 .
C2 C 0.4609(3) 0.7717(2) 0.35252(16) 0.0275(6) Uani 1.000000 .
C13 C 0.6959(3) 0.8438(2) 0.24690(17) 0.0302(6) Uani 1.000000 .
C8 C 0.6384(3) 0.8890(2) 0.31634(17) 0.0321(7) Uani 1.000000 .
C7 C 0.5209(3) 0.8503(2) 0.36756(17) 0.0313(7) Uani 1.000000 .
C16 C 0.7600(2) 0.6128(2) 0.04914(15) 0.0219(6) Uani 1.000000 .
C27 C 0.7167(2) 0.5251(2) 0.02622(15) 0.0218(6) Uani 1.000000 .
C26 C 0.7855(3) 0.4842(2) -0.04316(16) 0.0264(6) Uani 1.000000 .
C17 C 0.8725(3) 0.6537(2) 0.00187(16) 0.0255(6) Uani 1.000000 .
C25 C 0.9020(3) 0.5255(2) -0.09311(15) 0.0248(6) Uani 1.000000 .
C18 C 0.9466(3) 0.6121(2) -0.07052(16) 0.0249(6) Uani 1.000000 .
C24 C 1.0809(3) 0.5231(2) -0.20548(16) 0.0299(6) Uani 1.000000 .
C23 C 1.1592(3) 0.4785(3) -0.27642(17) 0.0368(7) Uani 1.000000 .
C20 C 1.2400(3) 0.6530(3) -0.23506(18) 0.0409(8) Uani 1.000000 .
C19 C 1.1235(3) 0.6119(2) -0.18384(16) 0.0301(6) Uani 1.000000 .
C22 C 1.2706(3) 0.5203(3) -0.32278(18) 0.0434(8) Uani 1.000000 .
C21 C 1.3109(3) 0.6085(3) -0.30242(19) 0.0457(8) Uani 1.000000 .
C29 C 0.4535(3) 0.3499(2) 0.13443(16) 0.0260(6) Uani 1.000000 .
C30 C 0.4244(3) 0.2564(2) 0.11398(17) 0.0309(6) Uani 1.000000 .
C28 C 0.5613(3) 0.3995(2) 0.07859(16) 0.0259(6) Uani 1.000000 .
C31 C 0.3293(3) 0.1971(2) 0.16602(18) 0.0304(6) Uani 1.000000 .
O3 O 0.39772(18) 0.67142(15) 0.10847(11) 0.0323(5) Uani 1.000000 .
C15 C 0.7120(3) 0.7201(2) 0.15432(16) 0.0258(6) Uani 1.000000 .
C3 C 0.3326(3) 0.7339(2) 0.41111(17) 0.0359(7) Uani 1.000000 .
C9 C 0.6926(3) 0.9782(3) 0.34099(19) 0.0422(8) Uani 1.000000 .
C5 C 0.3601(4) 0.6135(3) 0.44649(19) 0.0458(8) Uani 1.000000 .
C4 C 0.2211(3) 0.7544(3) 0.3646(2) 0.0450(8) Uani 1.000000 .
C6 C 0.2828(4) 0.7951(3) 0.4852(2) 0.0577(11) Uani 1.000000 .
C11 C 0.5886(4) 1.0791(3) 0.3438(2) 0.0584(10) Uani 1.000000 .
C10 C 0.8206(4) 1.0081(4) 0.2795(3) 0.0809(15) Uani 1.000000 .
C12 C 0.7220(5) 0.9375(3) 0.4273(3) 0.0718(13) Uani 1.000000 .
C32 C 0.3005(3) 0.0924(2) 0.1478(2) 0.0365(7) Uani 1.000000 .
C34 C 0.1515(4) 0.0855(3) 0.1728(3) 0.0622(11) Uani 1.000000 .
C33 C 0.3475(4) 0.0857(3) 0.0560(2) 0.0640(11) Uani 1.000000 .
C37 C 0.2869(3) 0.3233(2) 0.26667(17) 0.0309(6) Uani 1.000000 .
C36 C 0.2642(3) 0.2337(2) 0.24162(18) 0.0341(7) Uani 1.000000 .
C38 C 0.2157(3) 0.3530(3) 0.35288(18) 0.0374(7) Uani 1.000000 .
C41 C 0.3182(3) 0.3358(3) 0.40512(19) 0.0436(8) Uani 1.000000 .
C40 C 0.1493(3) 0.4712(3) 0.3458(2) 0.0458(8) Uani 1.000000 .
C39 C 0.1078(4) 0.2811(3) 0.3988(2) 0.0670(12) Uani 1.000000 .
C35 C 0.3718(5) -0.0029(3) 0.1969(4) 0.0958(18) Uani 1.000000 .
C42 C 0.3834(3) 0.3861(2) 0.21040(16) 0.0269(6) Uani 1.000000 .
H7 H 0.4808(3) 0.8803(2) 0.41523(17) 0.0376(8) Uiso 1.000000 R
H13 H 0.7739(3) 0.8666(2) 0.21190(17) 0.0362(8) Uiso 1.000000 R
H36 H 0.2002(3) 0.1937(2) 0.27793(18) 0.0409(8) Uiso 1.000000 R
H30 H 0.4711(3) 0.2347(2) 0.06387(17) 0.0370(8) Uiso 1.000000 R
H17 H 0.9008(3) 0.7095(2) 0.01734(16) 0.0306(7) Uiso 1.000000 R
H26 H 0.7557(3) 0.4286(2) -0.05790(16) 0.0317(7) Uiso 1.000000 R
H20 H 1.2682(3) 0.7110(3) -0.22242(18) 0.0491(9) Uiso 1.000000 R
H21 H 1.3870(3) 0.6365(3) -0.33554(19) 0.0548(10) Uiso 1.000000 R
H22 H 1.3212(3) 0.4903(3) -0.36877(18) 0.0520(10) Uiso 1.000000 R
H23 H 1.1338(3) 0.4205(3) -0.29091(17) 0.0442(9) Uiso 1.000000 R
H28 H 0.6090(3) 0.3648(2) 0.03441(16) 0.0311(7) Uiso 1.000000 R
H15 H 0.7935(3) 0.7440(2) 0.12744(16) 0.0309(7) Uiso 1.000000 R
H5a H 0.393(2) 0.5731(3) 0.40167(19) 0.0687(13) Uiso 1.000000 GR
H5b H 0.4252(16) 0.6027(3) 0.4788(11) 0.0687(13) Uiso 1.000000 GR
H5c H 0.2791(6) 0.5891(5) 0.4812(11) 0.0687(13) Uiso 1.000000 GR
H4a H 0.2014(15) 0.8307(3) 0.3457(12) 0.0676(12) Uiso 1.000000 GR
H4b H 0.2495(9) 0.7174(15) 0.3178(8) 0.0676(12) Uiso 1.000000 GR
H4c H 0.1428(7) 0.7279(16) 0.4014(4) 0.0676(12) Uiso 1.000000 GR
H6a H 0.3512(10) 0.7849(17) 0.5150(9) 0.0865(16) Uiso 1.000000 GR
H6b H 0.261(2) 0.8709(4) 0.4652(2) 0.0865(16) Uiso 1.000000 GR
H6c H 0.2048(15) 0.7676(15) 0.5217(9) 0.0865(16) Uiso 1.000000 GR
H11a H 0.5727(19) 1.1059(12) 0.2894(4) 0.0876(15) Uiso 1.000000 GR
H11b H 0.5072(9) 1.0612(5) 0.3822(12) 0.0876(15) Uiso 1.000000 GR
H11c H 0.6207(11) 1.1338(8) 0.3615(15) 0.0876(15) Uiso 1.000000 GR
H10a H 0.8866(11) 0.9450(7) 0.2769(15) 0.121(2) Uiso 1.000000 GR
H10b H 0.8035(8) 1.035(2) 0.2255(6) 0.121(2) Uiso 1.000000 GR
H10c H 0.8524(19) 1.063(2) 0.2974(12) 0.121(2) Uiso 1.000000 GR
H12a H 0.6422(8) 0.918(2) 0.4669(4) 0.1077(19) Uiso 1.000000 GR
H12b H 0.789(2) 0.8752(15) 0.4250(5) 0.1077(19) Uiso 1.000000 GR
H12c H 0.753(3) 0.9937(9) 0.4437(8) 0.1077(19) Uiso 1.000000 GR
H34a H 0.1194(6) 0.084(2) 0.2317(4) 0.0934(16) Uiso 1.000000 GR
H34b H 0.1056(5) 0.1477(11) 0.1438(13) 0.0934(16) Uiso 1.000000 GR
H34c H 0.1357(4) 0.0209(11) 0.1587(15) 0.0934(16) Uiso 1.000000 GR
H33a H 0.305(2) 0.1474(12) 0.0246(3) 0.0960(17) Uiso 1.000000 GR
H33b H 0.4423(5) 0.085(2) 0.0388(4) 0.0960(17) Uiso 1.000000 GR
H33c H 0.325(2) 0.0206(12) 0.0466(4) 0.0960(17) Uiso 1.000000 GR
H41a H 0.3616(16) 0.2623(5) 0.4086(11) 0.0654(12) Uiso 1.000000 GR
H41b H 0.3831(13) 0.3842(12) 0.3796(7) 0.0654(12) Uiso 1.000000 GR
H41c H 0.2741(4) 0.3500(17) 0.4600(4) 0.0654(12) Uiso 1.000000 GR
H40a H 0.2165(3) 0.5183(3) 0.3251(13) 0.0686(12) Uiso 1.000000 GR
H40b H 0.0917(17) 0.4844(5) 0.3083(11) 0.0686(12) Uiso 1.000000 GR
H40c H 0.0980(18) 0.4848(6) 0.3996(3) 0.0686(12) Uiso 1.000000 GR
H39a H 0.0416(15) 0.2913(17) 0.3673(9) 0.1005(18) Uiso 1.000000 GR
H39b H 0.1473(6) 0.2065(4) 0.4052(15) 0.1005(18) Uiso 1.000000 GR
H39c H 0.067(2) 0.3003(16) 0.4525(7) 0.1005(18) Uiso 1.000000 GR
H35a H 0.4661(6) -0.0008(17) 0.1794(17) 0.144(3) Uiso 1.000000 GR
H35b H 0.342(3) 0.0008(17) 0.2551(4) 0.144(3) Uiso 1.000000 GR
H35c H 0.353(3) -0.0692(3) 0.1873(19) 0.144(3) Uiso 1.000000 GR


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
V1 O2 1.9299(17) . ?
V1 O1 1.9295(18) . ?
V1 N2 2.054(2) . ?
V1 N1 2.050(2) . ?
V1 O3 1.5958(19) . ?
O2 C1 1.311(3) . ?
O1 C42 1.313(3) . ?
N2 C16 1.422(3) . ?
N2 C15 1.310(3) . ?
N1 C27 1.426(3) . ?
N1 C28 1.306(3) . ?
N3 C25 1.351(3) . ?
N3 C24 1.342(3) . ?
N4 C18 1.341(3) . ?
N4 C19 1.345(3) . ?
C1 C14 1.420(4) . ?
C1 C2 1.431(4) . ?
C14 C13 1.412(4) . ?
C14 C15 1.417(4) . ?
C2 C7 1.379(4) . ?
C2 C3 1.536(4) . ?
C13 C8 1.364(4) . ?
C8 C7 1.413(4) . ?
C8 C9 1.537(4) . ?
C16 C27 1.442(3) . ?
C16 C17 1.364(4) . ?
C27 C26 1.357(4) . ?
C26 C25 1.412(4) . ?
C17 C18 1.416(4) . ?
C25 C18 1.434(4) . ?
C24 C23 1.426(4) . ?
C24 C19 1.440(4) . ?
C23 C22 1.355(4) . ?
C20 C19 1.417(4) . ?
C20 C21 1.357(4) . ?
C22 C21 1.409(5) . ?
C29 C30 1.416(4) . ?
C29 C28 1.422(4) . ?
C29 C42 1.426(4) . ?
C30 C31 1.370(4) . ?
C31 C32 1.532(4) . ?
C31 C36 1.411(4) . ?
C3 C5 1.529(4) . ?
C3 C4 1.535(4) . ?
C3 C6 1.540(4) . ?
C9 C11 1.526(5) . ?
C9 C10 1.522(5) . ?
C9 C12 1.537(5) . ?
C32 C34 1.524(5) . ?
C32 C33 1.517(5) . ?
C32 C35 1.515(5) . ?
C37 C36 1.380(4) . ?
C37 C38 1.543(4) . ?
C37 C42 1.429(4) . ?
C38 C41 1.528(4) . ?
C38 C40 1.534(5) . ?
C38 C39 1.532(4) . ?

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 V1 O2 86.90(7) . . ?
N2 V1 O2 87.31(8) . . ?
N2 V1 O1 141.41(9) . . ?
N1 V1 O2 148.02(9) . . ?
N1 V1 O1 86.94(8) . . ?
N1 V1 N2 78.27(8) . . ?
O3 V1 O2 108.55(9) . . ?
O3 V1 O1 111.11(9) . . ?
O3 V1 N2 106.90(9) . . ?
O3 V1 N1 102.94(9) . . ?
C1 O2 V1 131.78(16) . . ?
C42 O1 V1 130.98(17) . . ?
C16 N2 V1 115.02(15) . . ?
C15 N2 V1 124.87(17) . . ?
C15 N2 C16 120.0(2) . . ?
C27 N1 V1 115.17(15) . . ?
C28 N1 V1 124.23(18) . . ?
C28 N1 C27 120.3(2) . . ?
C24 N3 C25 116.6(2) . . ?
C19 N4 C18 116.8(2) . . ?
C14 C1 O2 121.5(2) . . ?
C2 C1 O2 120.1(2) . . ?
C2 C1 C14 118.4(2) . . ?
C13 C14 C1 120.5(2) . . ?
C15 C14 C1 122.9(2) . . ?
C15 C14 C13 116.6(2) . . ?
C7 C2 C1 117.4(2) . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 C7 122.3(2) . . ?
C8 C13 C14 122.0(3) . . ?
C7 C8 C13 116.4(2) . . ?
C9 C8 C13 124.4(3) . . ?
C9 C8 C7 119.2(2) . . ?
C8 C7 C2 125.2(2) . . ?
C27 C16 N2 114.2(2) . . ?
C17 C16 N2 125.8(2) . . ?
C17 C16 C27 119.9(2) . . ?
C16 C27 N1 113.3(2) . . ?
C26 C27 N1 126.2(2) . . ?
C26 C27 C16 120.5(2) . . ?
C25 C26 C27 120.5(2) . . ?
C18 C17 C16 120.7(2) . . ?
C26 C25 N3 119.1(2) . . ?
C18 C25 N3 121.4(2) . . ?
C18 C25 C26 119.5(2) . . ?
C17 C18 N4 119.1(2) . . ?
C25 C18 N4 121.9(2) . . ?
C25 C18 C17 118.9(2) . . ?
C23 C24 N3 119.4(3) . . ?
C19 C24 N3 121.8(2) . . ?
C19 C24 C23 118.8(3) . . ?
C22 C23 C24 120.2(3) . . ?
C21 C20 C19 120.6(3) . . ?
C24 C19 N4 121.4(2) . . ?
C20 C19 N4 120.0(3) . . ?
C20 C19 C24 118.6(3) . . ?
C21 C22 C23 121.0(3) . . ?
C22 C21 C20 120.8(3) . . ?
C28 C29 C30 116.5(2) . . ?
C42 C29 C30 120.7(2) . . ?
C42 C29 C28 122.6(2) . . ?
C31 C30 C29 121.8(3) . . ?
C29 C28 N1 126.5(2) . . ?
C32 C31 C30 123.0(3) . . ?
C36 C31 C30 116.0(2) . . ?
C36 C31 C32 120.8(2) . . ?
C14 C15 N2 126.8(2) . . ?
C5 C3 C2 109.4(3) . . ?
C4 C3 C2 110.4(2) . . ?
C4 C3 C5 110.4(3) . . ?
C6 C3 C2 111.6(2) . . ?
C6 C3 C5 107.4(3) . . ?
C6 C3 C4 107.5(3) . . ?
C11 C9 C8 109.4(3) . . ?
C10 C9 C8 111.7(2) . . ?
C10 C9 C11 108.7(3) . . ?
C12 C9 C8 109.1(3) . . ?
C12 C9 C11 109.6(3) . . ?
C12 C9 C10 108.3(3) . . ?
C34 C32 C31 111.0(3) . . ?
C33 C32 C31 111.7(3) . . ?
C33 C32 C34 107.1(3) . . ?
C35 C32 C31 108.5(3) . . ?
C35 C32 C34 109.2(3) . . ?
C35 C32 C33 109.2(3) . . ?
C38 C37 C36 122.0(2) . . ?
C42 C37 C36 117.2(3) . . ?
C42 C37 C38 120.8(2) . . ?
C37 C36 C31 126.0(3) . . ?
C41 C38 C37 108.8(2) . . ?
C40 C38 C37 111.5(2) . . ?
C40 C38 C41 109.1(3) . . ?
C39 C38 C37 111.4(2) . . ?
C39 C38 C41 108.1(3) . . ?
C39 C38 C40 107.8(3) . . ?
C29 C42 O1 121.2(2) . . ?
C37 C42 O1 120.6(2) . . ?
C37 C42 C29 118.2(2) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.519 0.519 435.2 45.2 ?
2 0.000 0.000 0.500 130.3 0.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
