# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1004162'
_audit_update_record             
;
2014-05-20 deposited with the CCDC.
2016-01-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H49 N3 O4'
_chemical_formula_sum            'C43 H49 N3 O4'
_chemical_formula_weight         671.85
_chemical_absolute_configuration rm

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   12.5755(7)
_cell_length_b                   16.6410(10)
_cell_length_c                   17.7068(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3705.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440.0
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_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            10724
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0658
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.07
_diffrn_reflns_theta_max         29.00
_reflns_number_total             9846
_reflns_number_gt                5078
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0367P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.5(10)
_refine_ls_number_reflns         7779
_refine_ls_number_parameters     453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.0956
_refine_ls_wR_factor_gt          0.0835
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_restrained_S_all      0.928
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.003

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
O23 O 1.19041(10) 1.33343(8) 1.20096(8) 0.0376(3) Uani 1 1 d . . .
N26 N 1.37504(14) 1.34045(10) 1.12089(9) 0.0373(4) Uani 1 1 d . . .
O3 O 1.51940(11) 1.46019(9) 1.14222(8) 0.0423(4) Uani 1 1 d . . .
N16 N 1.08846(13) 1.48199(10) 1.21731(9) 0.0366(4) Uani 1 1 d . . .
C13 C 1.28906(16) 1.52216(13) 1.28574(11) 0.0359(5) Uani 1 1 d . . .
H13 H 1.2883 1.4863 1.2454 0.043 Uiso 1 1 calc R . .
C17 C 1.07234(15) 1.41810(12) 1.27305(12) 0.0368(5) Uani 1 1 d . . .
H17 H 1.1288 1.4251 1.3106 0.044 Uiso 1 1 calc R . .
C15 C 1.10163(17) 1.56170(12) 1.25007(13) 0.0437(6) Uani 1 1 d . . .
H15A H 1.0390 1.5747 1.2796 0.052 Uiso 1 1 calc R . .
H15B H 1.1072 1.6008 1.2097 0.052 Uiso 1 1 calc R . .
C25 C 1.30205(18) 1.28585(12) 1.10176(11) 0.0364(5) Uani 1 1 d . . .
C32 C 1.20120(19) 1.62066(14) 1.36009(13) 0.0500(6) Uani 1 1 d . . .
H32 H 1.1410 1.6505 1.3720 0.060 Uiso 1 1 calc R . .
C30 C 1.38100(19) 1.58344(14) 1.38756(12) 0.0499(6) Uani 1 1 d . . .
H30 H 1.4421 1.5897 1.4165 0.060 Uiso 1 1 calc R . .
C1 C 1.46524(17) 1.33929(13) 1.08132(12) 0.0402(5) Uani 1 1 d . . .
C24 C 1.19781(19) 1.28322(14) 1.14318(13) 0.0449(6) Uani 1 1 d . . .
C12 C 1.37928(16) 1.52800(13) 1.32930(11) 0.0362(5) Uani 1 1 d . . .
C22 C 1.08782(15) 1.33438(12) 1.24072(12) 0.0370(5) Uani 1 1 d . . .
H22 H 1.0306 1.3227 1.2048 0.044 Uiso 1 1 calc R . .
C4 C 1.59550(17) 1.52587(14) 1.15426(12) 0.0419(5) Uani 1 1 d . . .
H4 H 1.6676 1.5039 1.1578 0.050 Uiso 1 1 calc R . .
C14 C 1.19911(16) 1.56807(12) 1.30008(12) 0.0375(5) Uani 1 1 d . . .
N10 N 1.56949(13) 1.51565(11) 1.29588(9) 0.0395(4) Uani 1 1 d . . .
C2 C 1.55088(19) 1.40036(15) 1.09702(12) 0.0473(6) Uani 1 1 d . . .
C39 C 1.09658(18) 1.52362(13) 1.08571(12) 0.0423(5) Uani 1 1 d . . .
C18 C 0.96771(18) 1.41860(16) 1.31765(14) 0.0538(7) Uani 1 1 d . . .
H18A H 0.9566 1.4715 1.3392 0.065 Uiso 1 1 calc R . .
H18B H 0.9091 1.4074 1.2836 0.065 Uiso 1 1 calc R . .
C27 C 1.4860(2) 1.28553(14) 1.02346(13) 0.0524(7) Uani 1 1 d . . .
H27 H 1.5505 1.2868 0.9978 0.063 Uiso 1 1 calc R . .
C45 C 1.67305(17) 1.39201(14) 1.33126(14) 0.0433(6) Uani 1 1 d . . .
C40 C 1.0548(2) 1.58270(14) 1.03877(13) 0.0538(7) Uani 1 1 d . . .
H40 H 0.9837 1.5972 1.0437 0.065 Uiso 1 1 calc R . .
C35 C 1.67140(17) 1.48323(13) 1.32276(12) 0.0431(5) Uani 1 1 d . . .
H35 H 1.7244 1.4965 1.2841 0.052 Uiso 1 1 calc R . .
C11 C 1.47295(16) 1.47241(14) 1.31576(12) 0.0411(5) Uani 1 1 d . . .
H11A H 1.4858 1.4411 1.3610 0.049 Uiso 1 1 calc R . .
H11B H 1.4553 1.4354 1.2754 0.049 Uiso 1 1 calc R . .
C7 C 1.6224(2) 1.70000(15) 1.17183(15) 0.0617(7) Uani 1 1 d . . .
H7A H 1.5496 1.7186 1.1670 0.074 Uiso 1 1 calc R . .
H7B H 1.6675 1.7464 1.1803 0.074 Uiso 1 1 calc R . .
O38 O 1.63862(14) 1.39548(11) 1.06984(10) 0.0730(6) Uani 1 1 d . . .
O37 O 1.12777(15) 1.23792(12) 1.12442(11) 0.0838(7) Uani 1 1 d . . .
C29 C 1.3152(2) 1.23014(13) 1.04410(12) 0.0441(6) Uani 1 1 d . . .
H29 H 1.2616 1.1937 1.0325 0.053 Uiso 1 1 calc R . .
C9 C 1.56560(16) 1.56593(13) 1.22894(12) 0.0393(5) Uani 1 1 d . . .
H9 H 1.4914 1.5831 1.2236 0.047 Uiso 1 1 calc R . .
C8 C 1.63101(18) 1.64291(13) 1.23894(14) 0.0523(6) Uani 1 1 d . . .
H8A H 1.6071 1.6705 1.2841 0.063 Uiso 1 1 calc R . .
H8B H 1.7051 1.6286 1.2462 0.063 Uiso 1 1 calc R . .
C33 C 1.03078(17) 1.47989(15) 1.14535(12) 0.0448(6) Uani 1 1 d . . .
H33 H 1.0283 1.4234 1.1299 0.054 Uiso 1 1 calc R . .
C46 C 1.6781(2) 1.34325(17) 1.26810(16) 0.0631(7) Uani 1 1 d . . .
H46 H 1.6796 1.3664 1.2203 0.076 Uiso 1 1 calc R . .
C31 C 1.2926(2) 1.62920(15) 1.40265(13) 0.0580(7) Uani 1 1 d . . .
H31 H 1.2944 1.6663 1.4419 0.070 Uiso 1 1 calc R . .
C44 C 1.20290(19) 1.50413(14) 1.07718(13) 0.0505(6) Uani 1 1 d . . .
H44 H 1.2332 1.4655 1.1084 0.061 Uiso 1 1 calc R . .
C5 C 1.5886(2) 1.58294(15) 1.08746(14) 0.0594(7) Uani 1 1 d . . .
H5A H 1.5151 1.5985 1.0798 0.071 Uiso 1 1 calc R . .
H5B H 1.6127 1.5555 1.0423 0.071 Uiso 1 1 calc R . .
C21 C 1.08884(19) 1.27079(14) 1.30207(13) 0.0523(6) Uani 1 1 d . . .
H21A H 1.1493 1.2796 1.3351 0.063 Uiso 1 1 calc R . .
H21B H 1.0965 1.2181 1.2792 0.063 Uiso 1 1 calc R . .
C28 C 1.4090(2) 1.23008(14) 1.00476(14) 0.0539(7) Uani 1 1 d . . .
H28 H 1.4205 1.1933 0.9661 0.065 Uiso 1 1 calc R . .
C42 C 1.2210(3) 1.59953(19) 0.97678(15) 0.0740(9) Uani 1 1 d . . .
H42 H 1.2626 1.6245 0.9402 0.089 Uiso 1 1 calc R . .
C48 C 1.6804(2) 1.22412(19) 1.3449(3) 0.0867(10) Uani 1 1 d . . .
H48 H 1.6833 1.1685 1.3495 0.104 Uiso 1 1 calc R . .
C43 C 1.2645(2) 1.54131(17) 1.02294(14) 0.0653(7) Uani 1 1 d . . .
H43 H 1.3356 1.5271 1.0175 0.078 Uiso 1 1 calc R . .
C6 C 1.6559(2) 1.65800(15) 1.09980(15) 0.0643(8) Uani 1 1 d . . .
H6A H 1.7303 1.6432 1.1031 0.077 Uiso 1 1 calc R . .
H6B H 1.6473 1.6942 1.0573 0.077 Uiso 1 1 calc R . .
C34 C 0.91476(19) 1.50878(19) 1.14900(16) 0.0816(10) Uani 1 1 d . . .
H34A H 0.9131 1.5644 1.1634 0.122 Uiso 1 1 calc R . .
H34B H 0.8766 1.4774 1.1855 0.122 Uiso 1 1 calc R . .
H34C H 0.8822 1.5026 1.1003 0.122 Uiso 1 1 calc R . .
C19 C 0.9688(2) 1.35652(17) 1.38050(15) 0.0654(8) Uani 1 1 d . . .
H19A H 1.0249 1.3692 1.4161 0.078 Uiso 1 1 calc R . .
H19B H 0.9016 1.3579 1.4073 0.078 Uiso 1 1 calc R . .
C20 C 0.9867(2) 1.27330(17) 1.34837(17) 0.0690(8) Uani 1 1 d . . .
H20A H 0.9269 1.2585 1.3166 0.083 Uiso 1 1 calc R . .
H20B H 0.9912 1.2347 1.3893 0.083 Uiso 1 1 calc R . .
C50 C 1.6717(2) 1.35389(17) 1.40104(16) 0.0625(7) Uani 1 1 d . . .
H50 H 1.6681 1.3848 1.4447 0.075 Uiso 1 1 calc R . .
C41 C 1.1170(3) 1.62014(16) 0.98501(14) 0.0678(8) Uani 1 1 d . . .
H41 H 1.0876 1.6596 0.9543 0.081 Uiso 1 1 calc R . .
C36 C 1.7054(2) 1.52671(16) 1.39451(14) 0.0734(8) Uani 1 1 d . . .
H36A H 1.6509 1.5213 1.4321 0.110 Uiso 1 1 calc R . .
H36B H 1.7165 1.5826 1.3836 0.110 Uiso 1 1 calc R . .
H36C H 1.7703 1.5036 1.4130 0.110 Uiso 1 1 calc R . .
C47 C 1.6811(2) 1.25937(19) 1.2752(2) 0.0817(10) Uani 1 1 d . . .
H47 H 1.6836 1.2275 1.2321 0.098 Uiso 1 1 calc R . .
C49 C 1.6756(2) 1.27103(19) 1.4072(2) 0.0816(9) Uani 1 1 d . . .
H49 H 1.6748 1.2473 1.4547 0.098 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
O23 C24 1.324(2) . ?
O23 C22 1.470(2) . ?
N26 C1 1.333(2) . ?
N26 C25 1.335(3) . ?
O3 C2 1.337(3) . ?
O3 C4 1.468(2) . ?
N16 C15 1.457(2) . ?
N16 C17 1.465(2) . ?
N16 C33 1.466(3) . ?
C13 C12 1.375(3) . ?
C13 C14 1.388(3) . ?
C17 C22 1.519(3) . ?
C17 C18 1.535(3) . ?
C15 C14 1.516(3) . ?
C25 C29 1.389(3) . ?
C25 C24 1.503(3) . ?
C32 C14 1.377(3) . ?
C32 C31 1.382(3) . ?
C30 C31 1.373(3) . ?
C30 C12 1.384(3) . ?
C1 C27 1.385(3) . ?
C1 C2 1.507(3) . ?
C24 O37 1.206(3) . ?
C12 C11 1.517(3) . ?
C22 C21 1.517(3) . ?
C4 C5 1.519(3) . ?
C4 C9 1.528(3) . ?
N10 C9 1.452(3) . ?
N10 C11 1.455(3) . ?
N10 C35 1.470(3) . ?
C2 O38 1.207(2) . ?
C39 C44 1.384(3) . ?
C39 C40 1.391(3) . ?
C39 C33 1.526(3) . ?
C18 C19 1.519(3) . ?
C27 C28 1.378(3) . ?
C45 C46 1.383(3) . ?
C45 C50 1.389(3) . ?
C45 C35 1.526(3) . ?
C40 C41 1.381(3) . ?
C35 C36 1.523(3) . ?
C7 C6 1.514(3) . ?
C7 C8 1.525(3) . ?
C29 C28 1.370(3) . ?
C9 C8 1.533(3) . ?
C33 C34 1.537(3) . ?
C46 C47 1.402(4) . ?
C44 C43 1.380(3) . ?
C5 C6 1.524(3) . ?
C21 C20 1.525(3) . ?
C42 C41 1.360(4) . ?
C42 C43 1.381(4) . ?
C48 C49 1.352(4) . ?
C48 C47 1.368(4) . ?
C19 C20 1.514(4) . ?
C50 C49 1.384(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
C24 O23 C22 116.01(16) . . ?
C1 N26 C25 116.20(18) . . ?
C2 O3 C4 116.62(17) . . ?
C15 N16 C17 114.09(16) . . ?
C15 N16 C33 115.07(17) . . ?
C17 N16 C33 119.98(17) . . ?
C12 C13 C14 122.05(19) . . ?
N16 C17 C22 113.21(16) . . ?
N16 C17 C18 117.48(17) . . ?
C22 C17 C18 107.99(17) . . ?
N16 C15 C14 112.84(17) . . ?
N26 C25 C29 124.0(2) . . ?
N26 C25 C24 119.71(19) . . ?
C29 C25 C24 116.3(2) . . ?
C14 C32 C31 120.1(2) . . ?
C31 C30 C12 120.1(2) . . ?
N26 C1 C27 124.0(2) . . ?
N26 C1 C2 120.09(19) . . ?
C27 C1 C2 115.9(2) . . ?
O37 C24 O23 123.8(2) . . ?
O37 C24 C25 121.4(2) . . ?
O23 C24 C25 114.84(19) . . ?
C13 C12 C30 118.6(2) . . ?
C13 C12 C11 120.58(19) . . ?
C30 C12 C11 120.82(19) . . ?
O23 C22 C17 107.63(16) . . ?
O23 C22 C21 109.16(16) . . ?
C17 C22 C21 111.78(17) . . ?
O3 C4 C5 108.38(17) . . ?
O3 C4 C9 106.86(16) . . ?
C5 C4 C9 112.76(18) . . ?
C32 C14 C13 118.4(2) . . ?
C32 C14 C15 120.71(19) . . ?
C13 C14 C15 120.90(19) . . ?
C9 N10 C11 117.04(16) . . ?
C9 N10 C35 120.36(16) . . ?
C11 N10 C35 117.90(17) . . ?
O38 C2 O3 124.0(2) . . ?
O38 C2 C1 122.3(2) . . ?
O3 C2 C1 113.64(19) . . ?
C44 C39 C40 117.7(2) . . ?
C44 C39 C33 119.2(2) . . ?
C40 C39 C33 123.1(2) . . ?
C19 C18 C17 111.46(18) . . ?
C28 C27 C1 118.5(2) . . ?
C46 C45 C50 116.9(2) . . ?
C46 C45 C35 120.3(2) . . ?
C50 C45 C35 122.8(2) . . ?
C41 C40 C39 121.1(3) . . ?
N10 C35 C36 109.92(19) . . ?
N10 C35 C45 114.14(18) . . ?
C36 C35 C45 112.7(2) . . ?
N10 C11 C12 112.63(18) . . ?
C6 C7 C8 110.4(2) . . ?
C28 C29 C25 118.5(2) . . ?
N10 C9 C4 116.54(17) . . ?
N10 C9 C8 111.68(18) . . ?
C4 C9 C8 109.43(18) . . ?
C7 C8 C9 113.11(19) . . ?
N16 C33 C39 108.76(17) . . ?
N16 C33 C34 115.18(19) . . ?
C39 C33 C34 113.23(19) . . ?
C45 C46 C47 120.9(3) . . ?
C30 C31 C32 120.7(2) . . ?
C43 C44 C39 120.9(2) . . ?
C4 C5 C6 111.7(2) . . ?
C22 C21 C20 111.04(19) . . ?
C29 C28 C27 118.8(2) . . ?
C41 C42 C43 119.7(3) . . ?
C49 C48 C47 119.3(3) . . ?
C42 C43 C44 120.3(3) . . ?
C7 C6 C5 110.2(2) . . ?
C20 C19 C18 110.4(2) . . ?
C19 C20 C21 110.6(2) . . ?
C45 C50 C49 121.6(3) . . ?
C42 C41 C40 120.3(3) . . ?
C48 C47 C46 120.5(3) . . ?
C48 C49 C50 120.9(3) . . ?

_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 1
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.032
####################################################################### 
# 
# 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_exp_510
_database_code_depnum_ccdc_archive 'CCDC 1016922'
_audit_update_record             
;
2014-07-30 deposited with the CCDC.
2016-01-28 downloaded from the CCDC.
;
_audit_creation_date             2014-07-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_formula_moiety         'C43 H49 N3 O4'
_chemical_formula_sum            'C43 H49 N3 O4'
_chemical_formula_weight         671.85
_chemical_absolute_configuration unk
_chemical_oxdiff_formula         'C H N O'
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 0.01920 0.00962 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 0.05239 0.03377 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 0.03256 0.01839 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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   12.8516(2)
_cell_length_b                   13.9590(3)
_cell_length_c                   21.1978(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3802.79(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4403
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.9870
_cell_measurement_theta_min      3.4620
_exptl_absorpt_coefficient_mu    0.592
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.1735
_exptl_crystal_F_000             1440.0
_exptl_crystal_F_000'            1444.05
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            8447
_diffrn_reflns_theta_full        70.0301
_diffrn_reflns_theta_max         70.03
_diffrn_reflns_theta_min         3.79
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.0851
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    6.00   38.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3214   77.0000    0.0000 32

#__ type_ start__ end____ width___ exp.time_
  2 omega  -65.00   50.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3214   77.0000  -30.0000 115

#__ type_ start__ end____ width___ exp.time_
  3 omega -109.00   -1.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -      -69.6557   77.0000   30.0000 108

#__ type_ start__ end____ width___ exp.time_
  4 omega   50.00   83.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -       69.6557   77.0000   90.0000 33

#__ type_ start__ end____ width___ exp.time_
  5 omega   39.00   65.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -       69.6557   77.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega   52.00  118.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -       69.6557   77.0000  -60.0000 66

#__ type_ start__ end____ width___ exp.time_
  7 omega   83.00  162.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -      112.9900   77.0000  -90.0000 79

#__ type_ start__ end____ width___ exp.time_
  8 omega  116.00  141.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -      112.9900   77.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
  9 omega  153.00  178.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -      112.9900   77.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
 10 omega   73.00  175.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -      112.9900   77.0000 -120.0000 102

#__ type_ start__ end____ width___ exp.time_
 11 omega   73.00  109.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -      112.9900   77.0000   30.0000 36

#__ type_ start__ end____ width___ exp.time_
 12 omega  140.00  172.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -      112.9900   77.0000  150.0000 32

#__ type_ start__ end____ width___ exp.time_
 13 omega  100.00  170.00   1.0000    2.5400
omega____ theta____ kappa____ phi______ frames
    -      112.9900   77.0000 -150.0000 70
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0954674000
_diffrn_orient_matrix_UB_12      -0.0275703000
_diffrn_orient_matrix_UB_13      0.0400598000
_diffrn_orient_matrix_UB_21      0.0661096000
_diffrn_orient_matrix_UB_22      -0.0744960000
_diffrn_orient_matrix_UB_23      0.0356157000
_diffrn_orient_matrix_UB_31      0.0298477000
_diffrn_orient_matrix_UB_32      0.0765763000
_diffrn_orient_matrix_UB_33      0.0490824000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.575
_reflns_limit_h_max              15
_reflns_limit_h_min              -15
_reflns_limit_k_max              16
_reflns_limit_k_min              -16
_reflns_limit_l_max              25
_reflns_limit_l_min              -25
_reflns_number_gt                5223
_reflns_number_total             7206
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_refine_diff_density_max         0.2469
_refine_diff_density_min         -0.2320
_refine_diff_density_rms         0.0466
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_d_res_high            0.8202
_refine_ls_d_res_low             11.6583
_refine_ls_goodness_of_fit_ref   1.0492
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    84
_refine_ls_number_parameters     452
_refine_ls_number_reflns         5807
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      1.0492
_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)+(0.0679P)²+0.2110P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1215
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C22(H22), C4(H4), C17(H17), C33(H33), C35(H35)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11a,H11b), C15(H15a,H15b), C8(H8a,H8b), C21(H21a,H21b), C5(H5a,H5b),
 C6(H6a,H6b), C7(H7a,H7b), C19(H19a,H19b), C18(H18a,H18b), C20(H20a,H20b)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C32(H32), C30(H30), C31(H31), C29(H29), C28(H28), C27(H27),
 C46(H46), C43(H43), C50(H50), C44(H44), C48(H48), C40(H40), C47(H47), C49(H49),
  C41(H41), C42(H42)
2.d Idealised Me refined as rotating group:
 C34(H34a,H34b,H34c), C36(H36a,H36b,H36c)
;
_atom_sites_solution_primary     iterative
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
O23 O -0.01069(11) -0.03941(12) -0.15962(8) 0.0481(4) Uani 1.000000 .
O3 O -0.35215(11) 0.06081(12) -0.11564(7) 0.0461(4) Uani 1.000000 .
N26 N -0.14491(14) 0.07751(14) -0.09872(8) 0.0426(4) Uani 1.000000 .
N10 N -0.45455(13) 0.01811(13) -0.24031(8) 0.0411(4) Uani 1.000000 .
O37 O 0.12324(13) 0.01947(16) -0.10483(11) 0.0768(6) Uani 1.000000 .
N16 N -0.07774(14) -0.22820(14) -0.16005(9) 0.0449(4) Uani 1.000000 .
C13 C -0.25626(15) -0.14544(17) -0.22490(10) 0.0428(5) Uani 1.000000 .
H13 H -0.23786(15) -0.11402(17) -0.18786(10) 0.0514(5) Uiso 1.000000 R
C11 C -0.34513(16) 0.00612(16) -0.25995(11) 0.0440(5) Uani 1.000000 .
H11a H -0.33386(16) 0.04070(16) -0.29905(11) 0.0528(6) Uiso 1.000000 R
H11b H -0.30009(16) 0.03392(16) -0.22812(11) 0.0528(6) Uiso 1.000000 R
C24 C 0.03207(17) 0.01856(18) -0.11797(12) 0.0490(5) Uani 1.000000 .
O38 O -0.37954(14) 0.19830(17) -0.06373(11) 0.0786(6) Uani 1.000000 .
C9 C -0.48275(15) -0.01894(15) -0.17828(10) 0.0405(4) Uani 1.000000 .
H9 H -0.44074(15) -0.07654(15) -0.17122(10) 0.0487(5) Uiso 1.000000 R
C14 C -0.22325(15) -0.23972(16) -0.23442(10) 0.0418(5) Uani 1.000000 .
C22 C 0.05852(15) -0.10942(17) -0.18882(11) 0.0456(5) Uani 1.000000 .
H22 H 0.11040(15) -0.13042(17) -0.15788(11) 0.0548(6) Uiso 1.000000 R
C25 C -0.04309(16) 0.08585(17) -0.08655(10) 0.0455(5) Uani 1.000000 .
C4 C -0.46523(16) 0.04683(18) -0.12160(10) 0.0452(5) Uani 1.000000 .
H4 H -0.49933(16) 0.10863(18) -0.12891(10) 0.0542(6) Uiso 1.000000 R
C17 C -0.00638(17) -0.19459(17) -0.20928(10) 0.0453(5) Uani 1.000000 .
H17 H -0.05066(17) -0.17128(17) -0.24365(10) 0.0543(6) Uiso 1.000000 R
C1 C -0.20672(16) 0.13986(18) -0.06957(10) 0.0454(5) Uani 1.000000 .
C32 C -0.25067(17) -0.28508(17) -0.29019(11) 0.0487(5) Uani 1.000000 .
H32 H -0.22813(17) -0.34731(17) -0.29785(11) 0.0584(6) Uiso 1.000000 R
C30 C -0.34441(17) -0.14554(18) -0.32424(10) 0.0484(5) Uani 1.000000 .
H30 H -0.38589(17) -0.11494(18) -0.35401(10) 0.0581(6) Uiso 1.000000 R
C31 C -0.31139(19) -0.23841(19) -0.33459(11) 0.0532(5) Uani 1.000000 .
H31 H -0.33005(19) -0.26980(19) -0.37160(11) 0.0639(7) Uiso 1.000000 R
C12 C -0.31575(15) -0.09777(16) -0.26940(10) 0.0413(4) Uani 1.000000 .
C33 C -0.50191(19) 0.10864(17) -0.26001(10) 0.0470(5) Uani 1.000000 .
H33 H -0.56354(19) 0.11719(17) -0.23337(10) 0.0564(6) Uiso 1.000000 R
C15 C -0.15882(18) -0.29056(17) -0.18495(12) 0.0497(5) Uani 1.000000 .
H15a H -0.12715(18) -0.34708(17) -0.20338(12) 0.0597(6) Uiso 1.000000 R
H15b H -0.20369(18) -0.31119(17) -0.15075(12) 0.0597(6) Uiso 1.000000 R
C8 C -0.59775(16) -0.05095(18) -0.17915(13) 0.0521(6) Uani 1.000000 .
H8a H -0.64070(16) 0.00360(18) -0.19034(13) 0.0626(7) Uiso 1.000000 R
H8b H -0.60655(16) -0.09902(18) -0.21176(13) 0.0626(7) Uiso 1.000000 R
C45 C -0.54207(17) 0.1011(2) -0.32782(11) 0.0536(6) Uani 1.000000 .
C2 C -0.32265(17) 0.13618(19) -0.08262(10) 0.0499(5) Uani 1.000000 .
C35 C -0.03415(19) -0.25057(19) -0.09789(11) 0.0523(5) Uani 1.000000 .
H35 H 0.01284(19) -0.19748(19) -0.08773(11) 0.0628(6) Uiso 1.000000 R
C21 C 0.1136(2) -0.0647(2) -0.24521(13) 0.0608(6) Uani 1.000000 .
H21a H 0.0624(2) -0.0399(2) -0.27455(13) 0.0730(8) Uiso 1.000000 R
H21b H 0.1564(2) -0.0117(2) -0.23107(13) 0.0730(8) Uiso 1.000000 R
C5 C -0.5035(2) 0.0039(2) -0.05997(12) 0.0623(7) Uani 1.000000 .
H5a H -0.4637(2) -0.0534(2) -0.05050(12) 0.0747(8) Uiso 1.000000 R
H5b H -0.4925(2) 0.0494(2) -0.02602(12) 0.0747(8) Uiso 1.000000 R
C6 C -0.6191(2) -0.0214(2) -0.06394(14) 0.0679(8) Uani 1.000000 .
H6a H -0.6418(2) -0.0493(2) -0.02436(14) 0.0815(9) Uiso 1.000000 R
H6b H -0.6595(2) 0.0362(2) -0.07145(14) 0.0815(9) Uiso 1.000000 R
C29 C -0.00226(19) 0.1538(2) -0.04563(13) 0.0637(7) Uani 1.000000 .
H29 H 0.06910(19) 0.1571(2) -0.03867(13) 0.0764(8) Uiso 1.000000 R
C28 C -0.0680(2) 0.2155(2) -0.01576(15) 0.0763(9) Uani 1.000000 .
H28 H -0.0425(2) 0.2608(2) 0.01244(15) 0.0916(11) Uiso 1.000000 R
C7 C -0.63649(18) -0.0918(2) -0.11695(14) 0.0653(7) Uani 1.000000 .
H7a H -0.71012(18) -0.1062(2) -0.12029(14) 0.0783(9) Uiso 1.000000 R
H7b H -0.59993(18) -0.1510(2) -0.10782(14) 0.0783(9) Uiso 1.000000 R
C27 C -0.1733(2) 0.2095(2) -0.02822(13) 0.0668(7) Uani 1.000000 .
H27 H -0.2203(2) 0.2512(2) -0.00924(13) 0.0801(9) Uiso 1.000000 R
C46 C -0.5547(2) 0.1812(3) -0.36564(15) 0.0775(9) Uani 1.000000 .
H46 H -0.5360(2) 0.2412(3) -0.35022(15) 0.0929(11) Uiso 1.000000 R
C19 C 0.1225(2) -0.2279(2) -0.29590(13) 0.0684(8) Uani 1.000000 .
H19a H 0.1704(2) -0.2753(2) -0.31248(13) 0.0821(9) Uiso 1.000000 R
H19b H 0.0722(2) -0.2131(2) -0.32862(13) 0.0821(9) Uiso 1.000000 R
C18 C 0.0665(2) -0.2689(2) -0.23916(13) 0.0593(6) Uani 1.000000 .
H18a H 0.1172(2) -0.2895(2) -0.20814(13) 0.0712(7) Uiso 1.000000 R
H18b H 0.0264(2) -0.3244(2) -0.25198(13) 0.0712(7) Uiso 1.000000 R
C34 C -0.4344(3) 0.19710(18) -0.24947(14) 0.0669(7) Uani 1.000000 .
H34a H -0.4046(14) 0.1948(8) -0.2080(4) 0.1003(11) Uiso 1.000000 GR
H34b H -0.3797(10) 0.1985(9) -0.2803(7) 0.1003(11) Uiso 1.000000 GR
H34c H -0.4763(4) 0.25368(19) -0.2535(10) 0.1003(11) Uiso 1.000000 GR
C20 C 0.1816(2) -0.1384(3) -0.27851(15) 0.0751(8) Uani 1.000000 .
H20a H 0.2103(2) -0.1100(3) -0.31649(15) 0.0901(10) Uiso 1.000000 R
H20b H 0.2393(2) -0.1554(3) -0.25117(15) 0.0901(10) Uiso 1.000000 R
C43 C 0.0578(6) -0.5112(3) -0.10120(16) 0.125(2) Uani 1.000000 .
H43 H 0.0312(6) -0.5721(3) -0.10871(16) 0.150(3) Uiso 1.000000 R
C50 C -0.5734(3) 0.0141(3) -0.35192(15) 0.0768(9) Uani 1.000000 .
H50 H -0.5667(3) -0.0406(3) -0.32715(15) 0.0922(10) Uiso 1.000000 R
C39 C 0.0317(2) -0.3413(2) -0.09326(11) 0.0657(7) Uani 1.000000 .
C36 C -0.1195(2) -0.2481(3) -0.04760(13) 0.0713(8) Uani 1.000000 .
H36a H -0.1596(12) -0.1905(9) -0.0521(8) 0.1069(12) Uiso 1.000000 GR
H36b H -0.1642(12) -0.3027(10) -0.0527(7) 0.1069(12) Uiso 1.000000 GR
H36c H -0.0884(3) -0.2497(18) -0.00645(13) 0.1069(12) Uiso 1.000000 GR
C44 C -0.0078(4) -0.4305(3) -0.10345(13) 0.0900(12) Uani 1.000000 .
H44 H -0.0783(4) -0.4382(3) -0.11192(13) 0.1080(14) Uiso 1.000000 R
C48 C -0.6235(3) 0.0874(5) -0.44995(16) 0.1074(16) Uani 1.000000 .
H48 H -0.6486(3) 0.0829(5) -0.49100(16) 0.1289(19) Uiso 1.000000 R
C40 C 0.1381(3) -0.3319(3) -0.07864(15) 0.0914(12) Uani 1.000000 .
H40 H 0.1658(3) -0.2714(3) -0.07110(15) 0.1096(15) Uiso 1.000000 R
C47 C -0.5948(3) 0.1734(4) -0.42603(18) 0.1048(15) Uani 1.000000 .
H47 H -0.6022(3) 0.2282(4) -0.45061(18) 0.1258(18) Uiso 1.000000 R
C49 C -0.6151(3) 0.0057(4) -0.41260(17) 0.1020(13) Uani 1.000000 .
H49 H -0.6368(3) -0.0535(4) -0.42778(17) 0.1224(16) Uiso 1.000000 R
C41 C 0.2016(4) -0.4108(6) -0.0754(2) 0.134(2) Uani 1.000000 .
H41 H 0.2715(4) -0.4041(6) -0.0648(2) 0.161(3) Uiso 1.000000 R
C42 C 0.1613(6) -0.4989(5) -0.08782(19) 0.137(3) Uani 1.000000 .
H42 H 0.2049(6) -0.5521(5) -0.08723(19) 0.165(3) Uiso 1.000000 R


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
O23 C24 1.318(3) . ?
O23 C22 1.459(3) . ?
O3 C4 1.472(2) . ?
O3 C2 1.319(3) . ?
N26 C25 1.339(3) . ?
N26 C1 1.331(3) . ?
N10 C11 1.476(3) . ?
N10 C9 1.459(3) . ?
N10 C33 1.464(3) . ?
O37 C24 1.204(3) . ?
N16 C17 1.466(3) . ?
N16 C15 1.457(3) . ?
N16 C35 1.465(3) . ?
C13 C14 1.397(3) . ?
C13 C12 1.385(3) . ?
C11 C12 1.512(3) . ?
C24 C25 1.503(3) . ?
O38 C2 1.203(3) . ?
C9 C4 1.529(3) . ?
C9 C8 1.544(3) . ?
C14 C32 1.387(3) . ?
C14 C15 1.513(3) . ?
C22 C17 1.516(3) . ?
C22 C21 1.523(3) . ?
C25 C29 1.388(3) . ?
C4 C5 1.519(3) . ?
C17 C18 1.534(3) . ?
C1 C2 1.516(3) . ?
C1 C27 1.377(3) . ?
C32 C31 1.385(3) . ?
C30 C31 1.382(3) . ?
C30 C12 1.390(3) . ?
C33 C45 1.531(3) . ?
C33 C34 1.526(4) . ?
C8 C7 1.520(4) . ?
C45 C46 1.385(4) . ?
C45 C50 1.378(4) . ?
C35 C39 1.526(4) . ?
C35 C36 1.530(4) . ?
C21 C20 1.523(4) . ?
C5 C6 1.529(4) . ?
C6 C7 1.510(4) . ?
C29 C28 1.363(4) . ?
C28 C27 1.382(4) . ?
C46 C47 1.384(5) . ?
C19 C18 1.513(4) . ?
C19 C20 1.509(4) . ?
C43 C44 1.408(5) . ?
C43 C42 1.371(9) . ?
C50 C49 1.398(4) . ?
C39 C44 1.362(5) . ?
C39 C40 1.409(5) . ?
C48 C47 1.355(7) . ?
C48 C49 1.392(6) . ?
C40 C41 1.373(6) . ?
C41 C42 1.361(9) . ?

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
C22 O23 C24 116.18(16) . . ?
C2 O3 C4 115.79(17) . . ?
C1 N26 C25 115.92(19) . . ?
C9 N10 C11 116.80(16) . . ?
C33 N10 C11 114.43(18) . . ?
C33 N10 C9 117.39(17) . . ?
C15 N16 C17 112.38(18) . . ?
C35 N16 C17 117.97(17) . . ?
C35 N16 C15 118.15(19) . . ?
C12 C13 C14 121.5(2) . . ?
C12 C11 N10 112.58(18) . . ?
O37 C24 O23 124.5(2) . . ?
C25 C24 O23 114.37(18) . . ?
C25 C24 O37 121.1(2) . . ?
C4 C9 N10 117.32(18) . . ?
C8 C9 N10 109.25(17) . . ?
C8 C9 C4 108.92(18) . . ?
C32 C14 C13 118.4(2) . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 C32 121.1(2) . . ?
C17 C22 O23 108.14(16) . . ?
C21 C22 O23 110.0(2) . . ?
C21 C22 C17 110.64(19) . . ?
C24 C25 N26 119.2(2) . . ?
C29 C25 N26 123.3(2) . . ?
C29 C25 C24 117.44(19) . . ?
C9 C4 O3 107.01(16) . . ?
C5 C4 O3 107.34(18) . . ?
C5 C4 C9 113.0(2) . . ?
C22 C17 N16 113.04(18) . . ?
C18 C17 N16 117.4(2) . . ?
C18 C17 C22 108.20(18) . . ?
C2 C1 N26 118.67(19) . . ?
C27 C1 N26 124.8(2) . . ?
C27 C1 C2 116.5(2) . . ?
C31 C32 C14 120.5(2) . . ?
C12 C30 C31 120.1(2) . . ?
C30 C31 C32 120.4(2) . . ?
C11 C12 C13 120.6(2) . . ?
C30 C12 C13 119.0(2) . . ?
C30 C12 C11 120.3(2) . . ?
C45 C33 N10 110.43(19) . . ?
C34 C33 N10 114.86(19) . . ?
C34 C33 C45 112.6(2) . . ?
C14 C15 N16 111.24(18) . . ?
C7 C8 C9 114.3(2) . . ?
C46 C45 C33 121.8(3) . . ?
C50 C45 C33 120.5(2) . . ?
C50 C45 C46 117.6(3) . . ?
O38 C2 O3 125.2(2) . . ?
C1 C2 O3 113.97(19) . . ?
C1 C2 O38 120.8(2) . . ?
C39 C35 N16 116.5(2) . . ?
C36 C35 N16 110.3(2) . . ?
C36 C35 C39 111.8(2) . . ?
C20 C21 C22 110.8(2) . . ?
C6 C5 C4 111.0(2) . . ?
C7 C6 C5 109.6(2) . . ?
C28 C29 C25 119.2(2) . . ?
C27 C28 C29 118.7(3) . . ?
C6 C7 C8 110.6(2) . . ?
C28 C27 C1 118.0(3) . . ?
C47 C46 C45 121.0(4) . . ?
C20 C19 C18 111.0(2) . . ?
C19 C18 C17 111.3(2) . . ?
C19 C20 C21 112.5(2) . . ?
C42 C43 C44 119.2(5) . . ?
C49 C50 C45 121.8(4) . . ?
C44 C39 C35 122.8(3) . . ?
C40 C39 C35 118.4(3) . . ?
C40 C39 C44 118.8(3) . . ?
C39 C44 C43 120.2(4) . . ?
C49 C48 C47 119.5(3) . . ?
C41 C40 C39 120.9(5) . . ?
C48 C47 C46 121.2(4) . . ?
C48 C49 C50 119.0(4) . . ?
C42 C41 C40 119.3(5) . . ?
C41 C42 C43 121.5(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethyl acetate and hexane'
