# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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. 
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data_d8v18970
_database_code_depnum_ccdc_archive 'CCDC 1950856'
_audit_update_record             
;
2019-09-02 deposited with the CCDC.	2019-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H39 N O4'
_chemical_formula_weight         525.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7980(4)
_cell_length_b                   11.9188(4)
_cell_length_c                   12.2905(6)
_cell_angle_alpha                111.6870(10)
_cell_angle_beta                 95.282(2)
_cell_angle_gamma                92.5400(10)
_cell_volume                     1458.32(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8406
_cell_measurement_theta_min      4.916
_cell_measurement_theta_max      53.500

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_F_000             564
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6842
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21535
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.764
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5706
_reflns_number_gt                4400
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0514P)²+0.3746P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.021(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5706
_refine_ls_number_parameters     368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1246
_refine_ls_wR_factor_gt          0.1114
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.004
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.75336(10) 0.21331(11) 0.24985(10) 0.0507(3) Uani 1 1 d . . . . .
O2 O 0.88172(14) 0.40819(13) 0.90482(11) 0.0589(4) Uani 1 1 d . . . . .
O3 O 0.50849(12) 0.29514(11) 0.52481(11) 0.0595(3) Uani 1 1 d . . . . .
O4 O 0.40656(11) 0.12394(11) 0.39523(12) 0.0624(4) Uani 1 1 d . . . . .
N1 N 0.45043(15) 0.46403(14) 0.27684(15) 0.0593(4) Uani 1 1 d . . . . .
C1 C 0.83003(14) 0.12995(14) 0.26455(14) 0.0418(4) Uani 1 1 d . . . . .
C2 C 0.91968(16) 0.09672(17) 0.18701(16) 0.0541(4) Uani 1 1 d . . . . .
H2A H 0.9259 0.1321 0.1315 0.065 Uiso 1 1 calc R U . . .
C3 C 0.99922(18) 0.01157(18) 0.19229(18) 0.0630(5) Uani 1 1 d . . . . .
H3 H 1.0589 -0.0109 0.1400 0.076 Uiso 1 1 calc R U . . .
C4 C 0.99102(18) -0.04074(18) 0.27461(19) 0.0632(5) Uani 1 1 d . . . . .
H4 H 1.0453 -0.0979 0.2785 0.076 Uiso 1 1 calc R U . . .
C5 C 0.90150(16) -0.00747(16) 0.35126(16) 0.0531(4) Uani 1 1 d . . . . .
H5 H 0.8964 -0.0430 0.4067 0.064 Uiso 1 1 calc R U . . .
C6 C 0.81872(14) 0.07771(13) 0.34790(13) 0.0399(4) Uani 1 1 d . . . . .
C7 C 0.71739(14) 0.10890(13) 0.42887(13) 0.0382(3) Uani 1 1 d . . . . .
H7 H 0.6817 0.0325 0.4303 0.046 Uiso 1 1 calc R U . . .
C8 C 0.61375(14) 0.15976(13) 0.36939(13) 0.0380(3) Uani 1 1 d . . . . .
H8 H 0.5793 0.0942 0.2956 0.046 Uiso 1 1 calc R U . . .
C9 C 0.66910(14) 0.26228(14) 0.33715(14) 0.0417(4) Uani 1 1 d . . . . .
H9 H 0.7159 0.3235 0.4078 0.050 Uiso 1 1 calc R U . . .
C10 C 0.57285(15) 0.32141(14) 0.28742(14) 0.0429(4) Uani 1 1 d . . . . .
C11 C 0.55252(17) 0.44060(15) 0.33620(17) 0.0538(4) Uani 1 1 d . . . . .
H11 H 0.6013 0.4979 0.4008 0.065 Uiso 1 1 calc R U . . .
C12 C 0.40100(16) 0.35863(16) 0.18712(16) 0.0490(4) Uani 1 1 d . . . . .
C13 C 0.47584(14) 0.26576(14) 0.19098(14) 0.0408(4) Uani 1 1 d . . . . .
C14 C 0.44209(16) 0.14805(16) 0.10976(14) 0.0480(4) Uani 1 1 d . . . . .
H14 H 0.4901 0.0851 0.1095 0.058 Uiso 1 1 calc R U . . .
C15 C 0.33759(18) 0.12627(18) 0.03048(16) 0.0596(5) Uani 1 1 d . . . . .
H15 H 0.3143 0.0477 -0.0227 0.072 Uiso 1 1 calc R U . . .
C16 C 0.26531(19) 0.2199(2) 0.02790(19) 0.0675(6) Uani 1 1 d . . . . .
H16 H 0.1950 0.2025 -0.0271 0.081 Uiso 1 1 calc R U . . .
C17 C 0.29627(18) 0.33680(19) 0.10504(19) 0.0630(5) Uani 1 1 d . . . . .
H17 H 0.2489 0.3993 0.1026 0.076 Uiso 1 1 calc R U . . .
C18 C 0.76339(14) 0.19016(13) 0.55593(13) 0.0379(3) Uani 1 1 d . . . . .
C19 C 0.86891(14) 0.27027(14) 0.58598(13) 0.0407(4) Uani 1 1 d . . . . .
H19 H 0.9141 0.2740 0.5264 0.049 Uiso 1 1 calc R U . . .
C20 C 0.91024(14) 0.34564(14) 0.70218(13) 0.0417(4) Uani 1 1 d . . . . .
C21 C 0.83930(15) 0.33715(14) 0.78914(13) 0.0411(4) Uani 1 1 d . . . . .
C22 C 0.72996(15) 0.25941(14) 0.76340(13) 0.0408(4) Uani 1 1 d . . . . .
C23 C 0.69680(15) 0.18550(14) 0.64522(13) 0.0412(4) Uani 1 1 d . . . . .
H23 H 0.6267 0.1306 0.6256 0.049 Uiso 1 1 calc R U . . .
C24 C 1.03161(16) 0.42982(17) 0.73239(15) 0.0549(5) Uani 1 1 d . . . . .
C25 C 1.0868(2) 0.4245(3) 0.6206(2) 0.1016(10) Uani 1 1 d . . . . .
H25A H 1.1062 0.3432 0.5776 0.152 Uiso 1 1 calc R U . . .
H25B H 1.1616 0.4782 0.6416 0.152 Uiso 1 1 calc R U . . .
H25C H 1.0273 0.4487 0.5723 0.152 Uiso 1 1 calc R U . . .
C26 C 1.13025(19) 0.3886(2) 0.8053(2) 0.0802(7) Uani 1 1 d . . . . .
H26A H 1.0999 0.3935 0.8778 0.120 Uiso 1 1 calc R U . . .
H26B H 1.2061 0.4402 0.8223 0.120 Uiso 1 1 calc R U . . .
H26C H 1.1462 0.3065 0.7612 0.120 Uiso 1 1 calc R U . . .
C27 C 1.0089(2) 0.56208(18) 0.8000(2) 0.0717(6) Uani 1 1 d . . . . .
H27A H 0.9461 0.5866 0.7549 0.107 Uiso 1 1 calc R U . . .
H27B H 1.0850 0.6124 0.8132 0.107 Uiso 1 1 calc R U . . .
H27C H 0.9812 0.5702 0.8744 0.107 Uiso 1 1 calc R U . . .
C28 C 0.65099(17) 0.25040(15) 0.85897(15) 0.0495(4) Uani 1 1 d . . . . .
C29 C 0.7258(2) 0.1956(2) 0.9371(2) 0.0841(7) Uani 1 1 d . . . . .
H29A H 0.7397 0.1135 0.8909 0.126 Uiso 1 1 calc R U . . .
H29B H 0.6797 0.1970 1.0007 0.126 Uiso 1 1 calc R U . . .
H29C H 0.8046 0.2423 0.9686 0.126 Uiso 1 1 calc R U . . .
C30 C 0.6101(2) 0.37341(18) 0.93556(19) 0.0695(6) Uani 1 1 d . . . . .
H30A H 0.6826 0.4278 0.9753 0.104 Uiso 1 1 calc R U . . .
H30B H 0.5605 0.3633 0.9927 0.104 Uiso 1 1 calc R U . . .
H30C H 0.5617 0.4062 0.8866 0.104 Uiso 1 1 calc R U . . .
C31 C 0.5314(2) 0.1688(2) 0.8043(2) 0.0847(8) Uani 1 1 d . . . . .
H31A H 0.4836 0.1998 0.7535 0.127 Uiso 1 1 calc R U . . .
H31B H 0.4833 0.1667 0.8656 0.127 Uiso 1 1 calc R U . . .
H31C H 0.5516 0.0883 0.7594 0.127 Uiso 1 1 calc R U . . .
C32 C 0.50655(15) 0.20275(14) 0.44070(14) 0.0425(4) Uani 1 1 d . . . . .
C33 C 0.28762(18) 0.1633(2) 0.4355(2) 0.0748(6) Uani 1 1 d . . . . .
H33A H 0.2994 0.2112 0.5194 0.090 Uiso 1 1 calc R U . . .
H33B H 0.2302 0.0933 0.4218 0.090 Uiso 1 1 calc R U . . .
C34 C 0.2346(2) 0.2375(3) 0.3698(2) 0.0859(7) Uani 1 1 d . . . . .
H34A H 0.2382 0.1958 0.2869 0.129 Uiso 1 1 calc R U . . .
H34B H 0.2824 0.3146 0.3964 0.129 Uiso 1 1 calc R U . . .
H34C H 0.1494 0.2497 0.3841 0.129 Uiso 1 1 calc R U . . .
H2 H 0.858(5) 0.394(5) 0.950(4) 0.23(2) Uiso 1 1 d . . . . .
H1 H 0.421(2) 0.536(2) 0.2985(19) 0.076(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3723(19) . ?
O1 C9 1.4434(19) . ?
O2 C21 1.3799(19) . ?
O2 H2 0.70(5) . ?
O3 C32 1.1977(19) . ?
O4 C32 1.3310(19) . ?
O4 C33 1.454(2) . ?
N1 C11 1.362(2) . ?
N1 C12 1.374(2) . ?
N1 H1 0.88(2) . ?
C1 C2 1.388(2) . ?
C1 C6 1.393(2) . ?
C2 C3 1.374(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.378(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.513(2) . ?
C7 C18 1.523(2) . ?
C7 C8 1.546(2) . ?
C7 H7 0.9800 . ?
C8 C32 1.509(2) . ?
C8 C9 1.531(2) . ?
C8 H8 0.9800 . ?
C9 C10 1.489(2) . ?
C9 H9 0.9800 . ?
C10 C11 1.360(2) . ?
C10 C13 1.439(2) . ?
C11 H11 0.9300 . ?
C12 C17 1.391(3) . ?
C12 C13 1.411(2) . ?
C13 C14 1.397(2) . ?
C14 C15 1.369(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.398(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.370(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C23 1.382(2) . ?
C18 C19 1.383(2) . ?
C19 C20 1.394(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.401(2) . ?
C20 C24 1.543(2) . ?
C21 C22 1.404(2) . ?
C22 C23 1.394(2) . ?
C22 C28 1.545(2) . ?
C23 H23 0.9300 . ?
C24 C25 1.529(3) . ?
C24 C27 1.530(3) . ?
C24 C26 1.541(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C31 1.521(3) . ?
C28 C30 1.531(3) . ?
C28 C29 1.539(3) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C33 C34 1.500(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 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
C1 O1 C9 117.43(12) . . ?
C21 O2 H2 119(4) . . ?
C32 O4 C33 117.40(15) . . ?
C11 N1 C12 109.18(15) . . ?
C11 N1 H1 122.6(14) . . ?
C12 N1 H1 128.1(14) . . ?
O1 C1 C2 115.27(14) . . ?
O1 C1 C6 123.74(14) . . ?
C2 C1 C6 120.96(15) . . ?
C3 C2 C1 119.94(17) . . ?
C3 C2 H2A 120.0 . . ?
C1 C2 H2A 120.0 . . ?
C2 C3 C4 120.37(18) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 119.38(18) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 121.85(17) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 117.49(15) . . ?
C5 C6 C7 121.13(15) . . ?
C1 C6 C7 121.35(14) . . ?
C6 C7 C18 114.36(12) . . ?
C6 C7 C8 106.80(12) . . ?
C18 C7 C8 114.31(12) . . ?
C6 C7 H7 107.0 . . ?
C18 C7 H7 107.0 . . ?
C8 C7 H7 107.0 . . ?
C32 C8 C9 109.60(12) . . ?
C32 C8 C7 114.72(12) . . ?
C9 C8 C7 110.38(12) . . ?
C32 C8 H8 107.3 . . ?
C9 C8 H8 107.3 . . ?
C7 C8 H8 107.3 . . ?
O1 C9 C10 107.90(12) . . ?
O1 C9 C8 108.83(12) . . ?
C10 C9 C8 113.11(13) . . ?
O1 C9 H9 109.0 . . ?
C10 C9 H9 109.0 . . ?
C8 C9 H9 109.0 . . ?
C11 C10 C13 106.64(15) . . ?
C11 C10 C9 124.45(15) . . ?
C13 C10 C9 128.52(14) . . ?
C10 C11 N1 110.24(16) . . ?
C10 C11 H11 124.9 . . ?
N1 C11 H11 124.9 . . ?
N1 C12 C17 130.27(17) . . ?
N1 C12 C13 107.44(15) . . ?
C17 C12 C13 122.28(17) . . ?
C14 C13 C12 118.34(15) . . ?
C14 C13 C10 135.14(15) . . ?
C12 C13 C10 106.50(14) . . ?
C15 C14 C13 119.33(17) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 121.30(18) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 121.14(18) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C12 117.60(18) . . ?
C16 C17 H17 121.2 . . ?
C12 C17 H17 121.2 . . ?
C23 C18 C19 118.22(14) . . ?
C23 C18 C7 119.20(13) . . ?
C19 C18 C7 122.57(13) . . ?
C18 C19 C20 122.57(14) . . ?
C18 C19 H19 118.7 . . ?
C20 C19 H19 118.7 . . ?
C19 C20 C21 116.81(14) . . ?
C19 C20 C24 120.88(14) . . ?
C21 C20 C24 122.26(14) . . ?
O2 C21 C20 117.33(14) . . ?
O2 C21 C22 119.66(14) . . ?
C20 C21 C22 123.01(14) . . ?
C23 C22 C21 116.36(14) . . ?
C23 C22 C28 120.44(14) . . ?
C21 C22 C28 123.16(14) . . ?
C18 C23 C22 122.97(14) . . ?
C18 C23 H23 118.5 . . ?
C22 C23 H23 118.5 . . ?
C25 C24 C27 107.10(19) . . ?
C25 C24 C26 107.10(19) . . ?
C27 C24 C26 109.92(16) . . ?
C25 C24 C20 111.06(14) . . ?
C27 C24 C20 111.66(15) . . ?
C26 C24 C20 109.86(16) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C31 C28 C30 105.87(17) . . ?
C31 C28 C29 107.61(18) . . ?
C30 C28 C29 109.80(17) . . ?
C31 C28 C22 111.39(15) . . ?
C30 C28 C22 112.37(14) . . ?
C29 C28 C22 109.64(15) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O3 C32 O4 123.99(15) . . ?
O3 C32 C8 125.83(15) . . ?
O4 C32 C8 110.17(13) . . ?
O4 C33 C34 109.31(17) . . ?
O4 C33 H33A 109.8 . . ?
C34 C33 H33A 109.8 . . ?
O4 C33 H33B 109.8 . . ?
C34 C33 H33B 109.8 . . ?
H33A C33 H33B 108.3 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 O1 C1 C2 -172.42(14) . . . . ?
C9 O1 C1 C6 9.6(2) . . . . ?
O1 C1 C2 C3 -178.40(16) . . . . ?
C6 C1 C2 C3 -0.3(3) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C5 C6 C1 -0.7(3) . . . . ?
C4 C5 C6 C7 177.18(16) . . . . ?
O1 C1 C6 C5 178.71(15) . . . . ?
C2 C1 C6 C5 0.8(2) . . . . ?
O1 C1 C6 C7 0.9(2) . . . . ?
C2 C1 C6 C7 -177.04(14) . . . . ?
C5 C6 C7 C18 75.93(18) . . . . ?
C1 C6 C7 C18 -106.30(16) . . . . ?
C5 C6 C7 C8 -156.57(14) . . . . ?
C1 C6 C7 C8 21.20(18) . . . . ?
C6 C7 C8 C32 -176.83(12) . . . . ?
C18 C7 C8 C32 -49.30(17) . . . . ?
C6 C7 C8 C9 -52.42(15) . . . . ?
C18 C7 C8 C9 75.10(16) . . . . ?
C1 O1 C9 C10 -164.26(12) . . . . ?
C1 O1 C9 C8 -41.18(18) . . . . ?
C32 C8 C9 O1 -168.40(12) . . . . ?
C7 C8 C9 O1 64.31(15) . . . . ?
C32 C8 C9 C10 -48.50(17) . . . . ?
C7 C8 C9 C10 -175.79(12) . . . . ?
O1 C9 C10 C11 -120.14(17) . . . . ?
C8 C9 C10 C11 119.42(18) . . . . ?
O1 C9 C10 C13 68.0(2) . . . . ?
C8 C9 C10 C13 -52.5(2) . . . . ?
C13 C10 C11 N1 -0.5(2) . . . . ?
C9 C10 C11 N1 -173.87(15) . . . . ?
C12 N1 C11 C10 0.3(2) . . . . ?
C11 N1 C12 C17 178.53(19) . . . . ?
C11 N1 C12 C13 0.0(2) . . . . ?
N1 C12 C13 C14 178.19(14) . . . . ?
C17 C12 C13 C14 -0.5(2) . . . . ?
N1 C12 C13 C10 -0.24(18) . . . . ?
C17 C12 C13 C10 -178.96(16) . . . . ?
C11 C10 C13 C14 -177.60(18) . . . . ?
C9 C10 C13 C14 -4.6(3) . . . . ?
C11 C10 C13 C12 0.44(18) . . . . ?
C9 C10 C13 C12 173.46(15) . . . . ?
C12 C13 C14 C15 -0.7(2) . . . . ?
C10 C13 C14 C15 177.12(17) . . . . ?
C13 C14 C15 C16 1.1(3) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C15 C16 C17 C12 -1.0(3) . . . . ?
N1 C12 C17 C16 -177.01(18) . . . . ?
C13 C12 C17 C16 1.4(3) . . . . ?
C6 C7 C18 C23 -153.82(14) . . . . ?
C8 C7 C18 C23 82.63(17) . . . . ?
C6 C7 C18 C19 27.1(2) . . . . ?
C8 C7 C18 C19 -96.49(17) . . . . ?
C23 C18 C19 C20 0.1(2) . . . . ?
C7 C18 C19 C20 179.26(14) . . . . ?
C18 C19 C20 C21 -0.1(2) . . . . ?
C18 C19 C20 C24 177.37(15) . . . . ?
C19 C20 C21 O2 177.78(15) . . . . ?
C24 C20 C21 O2 0.3(2) . . . . ?
C19 C20 C21 C22 -1.3(2) . . . . ?
C24 C20 C21 C22 -178.78(15) . . . . ?
O2 C21 C22 C23 -176.49(14) . . . . ?
C20 C21 C22 C23 2.6(2) . . . . ?
O2 C21 C22 C28 1.3(2) . . . . ?
C20 C21 C22 C28 -179.58(15) . . . . ?
C19 C18 C23 C22 1.3(2) . . . . ?
C7 C18 C23 C22 -177.88(14) . . . . ?
C21 C22 C23 C18 -2.6(2) . . . . ?
C28 C22 C23 C18 179.56(15) . . . . ?
C19 C20 C24 C25 4.8(3) . . . . ?
C21 C20 C24 C25 -177.9(2) . . . . ?
C19 C20 C24 C27 124.28(18) . . . . ?
C21 C20 C24 C27 -58.4(2) . . . . ?
C19 C20 C24 C26 -113.50(18) . . . . ?
C21 C20 C24 C26 63.8(2) . . . . ?
C23 C22 C28 C31 -8.1(2) . . . . ?
C21 C22 C28 C31 174.17(17) . . . . ?
C23 C22 C28 C30 -126.73(18) . . . . ?
C21 C22 C28 C30 55.6(2) . . . . ?
C23 C22 C28 C29 110.88(19) . . . . ?
C21 C22 C28 C29 -66.8(2) . . . . ?
C33 O4 C32 O3 12.3(3) . . . . ?
C33 O4 C32 C8 -166.31(15) . . . . ?
C9 C8 C32 O3 -49.1(2) . . . . ?
C7 C8 C32 O3 75.7(2) . . . . ?
C9 C8 C32 O4 129.51(14) . . . . ?
C7 C8 C32 O4 -105.67(15) . . . . ?
C32 O4 C33 C34 81.2(2) . . . . ?

_refine_diff_density_max         0.187
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.030

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_mo_d8v19176_0m
_database_code_depnum_ccdc_archive 'CCDC 1950866'
loop_
_audit_author_name
_audit_author_address
'Yi-Long Zhu'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-09-02 deposited with the CCDC.	2019-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H22 F N O3'
_chemical_formula_weight         415.44

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6884(5)
_cell_length_b                   11.1735(7)
_cell_length_c                   11.8869(7)
_cell_angle_alpha                95.439(2)
_cell_angle_beta                 110.257(2)
_cell_angle_gamma                94.191(2)
_cell_volume                     1070.78(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9914
_cell_measurement_theta_min      6.210
_cell_measurement_theta_max      54.780

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_F_000             436
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6829
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25617
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.841
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3964
_reflns_number_gt                3309
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0764P)²+0.3617P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.076(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3964
_refine_ls_number_parameters     301
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0563
_refine_ls_wR_factor_ref         0.1601
_refine_ls_wR_factor_gt          0.1492
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.7223(3) 0.0580(2) 0.6148(2) 0.0978(8) Uani 1 1 d . . . . .
H1 H 0.7520 0.0004 0.6580 0.117 Uiso 1 1 calc R U . . .
O1 O 0.43728(17) 0.14227(14) 0.26572(12) 0.0655(4) Uani 1 1 d . . . . .
O2 O 0.9960(2) 0.10512(18) 0.31496(17) 0.0914(6) Uani 1 1 d . . . . .
O3 O 0.9367(2) 0.27624(16) 0.39362(16) 0.0823(5) Uani 1 1 d D . . . .
F1 F 0.5884(3) 0.51518(17) 0.70439(16) 0.1240(7) Uani 1 1 d . . . . .
C1 C 0.3757(2) 0.14305(16) 0.14301(17) 0.0520(5) Uani 1 1 d . . . . .
C2 C 0.2052(3) 0.1231(2) 0.0887(2) 0.0667(6) Uani 1 1 d . . . . .
H2 H 0.1404 0.1106 0.1355 0.080 Uiso 1 1 calc R U . . .
C3 C 0.1324(3) 0.1217(2) -0.0334(2) 0.0690(6) Uani 1 1 d . . . . .
H3 H 0.0180 0.1092 -0.0695 0.083 Uiso 1 1 calc R U . . .
C4 C 0.2279(3) 0.13887(19) -0.1035(2) 0.0645(6) Uani 1 1 d . . . . .
H4 H 0.1782 0.1386 -0.1866 0.077 Uiso 1 1 calc R U . . .
C5 C 0.3965(2) 0.15628(17) -0.04968(17) 0.0565(5) Uani 1 1 d . . . . .
H5 H 0.4603 0.1670 -0.0974 0.068 Uiso 1 1 calc R U . . .
C6 C 0.4749(2) 0.15838(15) 0.07451(16) 0.0477(4) Uani 1 1 d . . . . .
C7 C 0.6610(2) 0.17834(16) 0.13157(16) 0.0494(4) Uani 1 1 d . . . . .
H7 H 0.7038 0.1228 0.0837 0.059 Uiso 1 1 calc R U . . .
C8 C 0.7140(2) 0.13993(17) 0.25979(17) 0.0542(5) Uani 1 1 d . . . . .
H8 H 0.6901 0.0517 0.2498 0.065 Uiso 1 1 calc R U . . .
C9 C 0.6101(3) 0.19146(19) 0.32783(17) 0.0592(5) Uani 1 1 d . . . . .
H9 H 0.6198 0.2797 0.3305 0.071 Uiso 1 1 calc R U . . .
C10 C 0.6535(3) 0.1595(2) 0.45447(18) 0.0632(5) Uani 1 1 d . . . . .
C11 C 0.6993(4) 0.0537(3) 0.4944(2) 0.0948(9) Uani 1 1 d . . . . .
H11 H 0.7133 -0.0127 0.4469 0.114 Uiso 1 1 calc R U . . .
C12 C 0.6905(3) 0.1683(2) 0.65492(19) 0.0652(6) Uani 1 1 d . . . . .
C13 C 0.6471(2) 0.23535(19) 0.55565(16) 0.0555(5) Uani 1 1 d . . . . .
C14 C 0.6116(3) 0.3534(2) 0.57233(19) 0.0681(6) Uani 1 1 d . . . . .
H14 H 0.5831 0.4001 0.5090 0.082 Uiso 1 1 calc R U . . .
C15 C 0.6203(3) 0.3979(2) 0.6850(2) 0.0780(7) Uani 1 1 d . . . . .
C16 C 0.6607(3) 0.3336(3) 0.7829(2) 0.0780(7) Uani 1 1 d . . . . .
H16 H 0.6633 0.3688 0.8577 0.094 Uiso 1 1 calc R U . . .
C17 C 0.6969(3) 0.2177(3) 0.76843(19) 0.0733(7) Uani 1 1 d . . . . .
H17 H 0.7252 0.1727 0.8331 0.088 Uiso 1 1 calc R U . . .
C18 C 0.7314(2) 0.30573(16) 0.12637(15) 0.0478(4) Uani 1 1 d . . . . .
C19 C 0.6475(2) 0.40531(17) 0.12998(18) 0.0567(5) Uani 1 1 d . . . . .
H19 H 0.5419 0.3953 0.1331 0.068 Uiso 1 1 calc R U . . .
C20 C 0.7183(3) 0.5193(2) 0.1290(2) 0.0744(6) Uani 1 1 d . . . . .
H20 H 0.6599 0.5855 0.1307 0.089 Uiso 1 1 calc R U . . .
C21 C 0.8745(3) 0.5360(2) 0.1254(3) 0.0853(8) Uani 1 1 d . . . . .
H21 H 0.9226 0.6134 0.1262 0.102 Uiso 1 1 calc R U . . .
C22 C 0.9589(3) 0.4386(3) 0.1208(2) 0.0803(7) Uani 1 1 d . . . . .
H22 H 1.0647 0.4495 0.1183 0.096 Uiso 1 1 calc R U . . .
C23 C 0.8872(2) 0.3237(2) 0.11972(19) 0.0632(5) Uani 1 1 d . . . . .
H23 H 0.9445 0.2576 0.1145 0.076 Uiso 1 1 calc R U . . .
C24 C 0.8981(3) 0.1694(2) 0.32644(19) 0.0629(5) Uani 1 1 d . . . . .
C25 C 1.1110(11) 0.3162(13) 0.4624(12) 0.1248(17) Uani 0.7 1 d D U P A 1
H25A H 1.1314 0.4037 0.4713 0.150 Uiso 0.7 1 calc R U P A 1
H25B H 1.1795 0.2820 0.4212 0.150 Uiso 0.7 1 calc R U P A 1
C26 C 1.1493(8) 0.2736(8) 0.5828(6) 0.143(2) Uani 0.6 1 d D U P A 1
H26A H 1.0790 0.3067 0.6218 0.215 Uiso 0.6 1 calc R U P A 1
H26B H 1.2626 0.2999 0.6315 0.215 Uiso 0.6 1 calc R U P A 1
H26C H 1.1310 0.1869 0.5728 0.215 Uiso 0.6 1 calc R U P A 1
C25' C 1.116(2) 0.301(3) 0.457(3) 0.128(2) Uani 0.3 1 d D U P A 2
H25C H 1.1720 0.3180 0.4014 0.154 Uiso 0.3 1 calc R U P A 2
H25D H 1.1604 0.2337 0.4984 0.154 Uiso 0.3 1 calc R U P A 2
C26' C 1.1326(13) 0.4110(12) 0.5455(10) 0.152(3) Uani 0.4 1 d D U P A 2
H26D H 1.0796 0.4741 0.5028 0.229 Uiso 0.4 1 calc R U P A 2
H26E H 1.2474 0.4382 0.5883 0.229 Uiso 0.4 1 calc R U P A 2
H26F H 1.0813 0.3907 0.6020 0.229 Uiso 0.4 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C12 1.361(3) . ?
N1 C11 1.371(3) . ?
N1 H1 0.8600 . ?
O1 C1 1.370(2) . ?
O1 C9 1.462(2) . ?
O2 C24 1.187(3) . ?
O3 C24 1.323(3) . ?
O3 C25 1.461(8) . ?
O3 C25' 1.468(19) . ?
F1 C15 1.373(3) . ?
C1 C2 1.387(3) . ?
C1 C6 1.387(3) . ?
C2 C3 1.367(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.512(2) . ?
C7 C18 1.523(2) . ?
C7 C8 1.545(3) . ?
C7 H7 0.9800 . ?
C8 C24 1.513(3) . ?
C8 C9 1.514(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.505(3) . ?
C9 H9 0.9800 . ?
C10 C11 1.351(3) . ?
C10 C13 1.424(3) . ?
C11 H11 0.9300 . ?
C12 C17 1.390(3) . ?
C12 C13 1.413(3) . ?
C13 C14 1.388(3) . ?
C14 C15 1.358(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.381(3) . ?
C16 C17 1.363(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.379(3) . ?
C18 C23 1.384(3) . ?
C19 C20 1.377(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.372(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.363(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.382(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C25 C26 1.486(16) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C25' C26' 1.502(19) . ?
C25' H25C 0.9700 . ?
C25' H25D 0.9700 . ?
C26' H26D 0.9600 . ?
C26' H26E 0.9600 . ?
C26' H26F 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
C12 N1 C11 108.90(19) . . ?
C12 N1 H1 125.6 . . ?
C11 N1 H1 125.6 . . ?
C1 O1 C9 116.19(14) . . ?
C24 O3 C25 118.1(5) . . ?
C24 O3 C25' 110.8(10) . . ?
O1 C1 C2 115.74(17) . . ?
O1 C1 C6 123.30(16) . . ?
C2 C1 C6 120.92(18) . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.32(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.82(19) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C5 117.51(17) . . ?
C1 C6 C7 121.79(16) . . ?
C5 C6 C7 120.70(16) . . ?
C6 C7 C18 112.67(14) . . ?
C6 C7 C8 108.99(14) . . ?
C18 C7 C8 114.43(15) . . ?
C6 C7 H7 106.8 . . ?
C18 C7 H7 106.8 . . ?
C8 C7 H7 106.8 . . ?
C24 C8 C9 113.88(17) . . ?
C24 C8 C7 111.49(16) . . ?
C9 C8 C7 110.50(15) . . ?
C24 C8 H8 106.8 . . ?
C9 C8 H8 106.8 . . ?
C7 C8 H8 106.8 . . ?
O1 C9 C10 105.08(16) . . ?
O1 C9 C8 109.56(16) . . ?
C10 C9 C8 114.43(16) . . ?
O1 C9 H9 109.2 . . ?
C10 C9 H9 109.2 . . ?
C8 C9 H9 109.2 . . ?
C11 C10 C13 106.37(19) . . ?
C11 C10 C9 127.8(2) . . ?
C13 C10 C9 125.81(18) . . ?
C10 C11 N1 110.4(2) . . ?
C10 C11 H11 124.8 . . ?
N1 C11 H11 124.8 . . ?
N1 C12 C17 131.4(2) . . ?
N1 C12 C13 107.16(19) . . ?
C17 C12 C13 121.4(2) . . ?
C14 C13 C12 119.20(19) . . ?
C14 C13 C10 133.63(18) . . ?
C12 C13 C10 107.15(19) . . ?
C15 C14 C13 117.2(2) . . ?
C15 C14 H14 121.4 . . ?
C13 C14 H14 121.4 . . ?
C14 C15 F1 118.4(2) . . ?
C14 C15 C16 124.5(2) . . ?
F1 C15 C16 117.1(2) . . ?
C17 C16 C15 119.1(2) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C12 118.5(2) . . ?
C16 C17 H17 120.7 . . ?
C12 C17 H17 120.7 . . ?
C19 C18 C23 118.06(18) . . ?
C19 C18 C7 122.78(16) . . ?
C23 C18 C7 119.15(17) . . ?
C20 C19 C18 120.7(2) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 119.7(2) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 120.1(2) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 C18 121.0(2) . . ?
C22 C23 H23 119.5 . . ?
C18 C23 H23 119.5 . . ?
O2 C24 O3 124.4(2) . . ?
O2 C24 C8 123.1(2) . . ?
O3 C24 C8 112.47(18) . . ?
O3 C25 C26 107.0(10) . . ?
O3 C25 H25A 110.3 . . ?
C26 C25 H25A 110.3 . . ?
O3 C25 H25B 110.3 . . ?
C26 C25 H25B 110.3 . . ?
H25A C25 H25B 108.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O3 C25' C26' 103.0(14) . . ?
O3 C25' H25C 111.2 . . ?
C26' C25' H25C 111.2 . . ?
O3 C25' H25D 111.2 . . ?
C26' C25' H25D 111.2 . . ?
H25C C25' H25D 109.1 . . ?
C25' C26' H26D 109.5 . . ?
C25' C26' H26E 109.5 . . ?
H26D C26' H26E 109.5 . . ?
C25' C26' H26F 109.5 . . ?
H26D C26' H26F 109.5 . . ?
H26E C26' H26F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 O1 C1 C2 -165.68(17) . . . . ?
C9 O1 C1 C6 16.5(3) . . . . ?
O1 C1 C2 C3 -179.76(19) . . . . ?
C6 C1 C2 C3 -1.9(3) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
O1 C1 C6 C5 179.44(17) . . . . ?
C2 C1 C6 C5 1.7(3) . . . . ?
O1 C1 C6 C7 -1.3(3) . . . . ?
C2 C1 C6 C7 -179.05(17) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C4 C5 C6 C7 -179.71(17) . . . . ?
C1 C6 C7 C18 -111.09(18) . . . . ?
C5 C6 C7 C18 68.1(2) . . . . ?
C1 C6 C7 C8 17.1(2) . . . . ?
C5 C6 C7 C8 -163.75(16) . . . . ?
C6 C7 C8 C24 -174.34(15) . . . . ?
C18 C7 C8 C24 -47.2(2) . . . . ?
C6 C7 C8 C9 -46.6(2) . . . . ?
C18 C7 C8 C9 80.5(2) . . . . ?
C1 O1 C9 C10 -170.10(16) . . . . ?
C1 O1 C9 C8 -46.7(2) . . . . ?
C24 C8 C9 O1 -170.93(15) . . . . ?
C7 C8 C9 O1 62.7(2) . . . . ?
C24 C8 C9 C10 -53.2(2) . . . . ?
C7 C8 C9 C10 -179.63(17) . . . . ?
O1 C9 C10 C11 82.7(3) . . . . ?
C8 C9 C10 C11 -37.6(4) . . . . ?
O1 C9 C10 C13 -94.5(2) . . . . ?
C8 C9 C10 C13 145.2(2) . . . . ?
C13 C10 C11 N1 0.0(3) . . . . ?
C9 C10 C11 N1 -177.6(2) . . . . ?
C12 N1 C11 C10 0.2(4) . . . . ?
C11 N1 C12 C17 -179.5(3) . . . . ?
C11 N1 C12 C13 -0.4(3) . . . . ?
N1 C12 C13 C14 -178.6(2) . . . . ?
C17 C12 C13 C14 0.7(3) . . . . ?
N1 C12 C13 C10 0.3(3) . . . . ?
C17 C12 C13 C10 179.6(2) . . . . ?
C11 C10 C13 C14 178.5(3) . . . . ?
C9 C10 C13 C14 -3.8(4) . . . . ?
C11 C10 C13 C12 -0.2(3) . . . . ?
C9 C10 C13 C12 177.5(2) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C10 C13 C14 C15 -178.9(2) . . . . ?
C13 C14 C15 F1 179.0(2) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C14 C15 C16 C17 0.8(4) . . . . ?
F1 C15 C16 C17 -178.6(2) . . . . ?
C15 C16 C17 C12 -0.4(4) . . . . ?
N1 C12 C17 C16 178.8(3) . . . . ?
C13 C12 C17 C16 -0.3(3) . . . . ?
C6 C7 C18 C19 31.3(2) . . . . ?
C8 C7 C18 C19 -93.9(2) . . . . ?
C6 C7 C18 C23 -149.78(17) . . . . ?
C8 C7 C18 C23 85.0(2) . . . . ?
C23 C18 C19 C20 -1.0(3) . . . . ?
C7 C18 C19 C20 177.88(19) . . . . ?
C18 C19 C20 C21 -0.6(3) . . . . ?
C19 C20 C21 C22 1.1(4) . . . . ?
C20 C21 C22 C23 0.0(4) . . . . ?
C21 C22 C23 C18 -1.6(4) . . . . ?
C19 C18 C23 C22 2.1(3) . . . . ?
C7 C18 C23 C22 -176.82(19) . . . . ?
C25 O3 C24 O2 -2.6(9) . . . . ?
C25' O3 C24 O2 -3(2) . . . . ?
C25 O3 C24 C8 -179.7(8) . . . . ?
C25' O3 C24 C8 180(2) . . . . ?
C9 C8 C24 O2 150.3(2) . . . . ?
C7 C8 C24 O2 -83.9(3) . . . . ?
C9 C8 C24 O3 -32.6(2) . . . . ?
C7 C8 C24 O3 93.2(2) . . . . ?
C24 O3 C25 C26 -90.5(7) . . . . ?
C25' O3 C25 C26 -87(20) . . . . ?
C24 O3 C25' C26' -169.0(18) . . . . ?
C25 O3 C25' C26' 15(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O2 0.86 2.50 3.088(3) 126.3 2_756
N1 H1 O1 0.86 2.64 3.234(3) 126.9 2_656
N1 H1 O1 0.86 2.64 3.234(3) 126.9 2_656
N1 H1 O2 0.86 2.50 3.088(3) 126.3 2_756

_refine_diff_density_max         0.403
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.036

_shelxl_version_number           2013-4



