# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
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# Crystallographic Data Centre (CCDC).
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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data_mo_dm16252_0m
_database_code_depnum_ccdc_archive 'CCDC 1521394'
_audit_update_record             
;
2016-12-08 deposited with the CCDC.
2017-02-08 downloaded from the CCDC.
;
_audit_creation_date             2016-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H22 N2 O3'
_chemical_formula_sum            'C24 H22 N2 O3'
_chemical_formula_weight         386.43
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_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                   25.295(3)
_cell_length_b                   10.0831(10)
_cell_length_c                   19.1963(19)
_cell_angle_alpha                90
_cell_angle_beta                 125.9700(10)
_cell_angle_gamma                90
_cell_volume                     3962.4(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4128
_cell_measurement_temperature    130
_cell_measurement_theta_max      30.24
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0452 before and 0.0409 after correction.
The Ratio of minimum to maximum transmission is 0.9392.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            19824
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.745
_diffrn_reflns_theta_min         1.990
_diffrn_ambient_temperature      130
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4206
_reflns_number_total             6161
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         6161
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0548P)²+1.4000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1031
_refine_ls_wR_factor_ref         0.1204
_refine_special_details          
;
 ?
;
_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:
 C1(H1), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C13(H13), C15(H15), C16(H16),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.22957(4) 0.50555(8) 0.30872(5) 0.02464(19) Uani 1 1 d . . . . .
O2 O 0.32796(5) 0.85019(10) 0.53376(6) 0.0390(2) Uani 1 1 d . . . . .
O3 O 0.40710(5) 0.25956(9) 0.62189(6) 0.0312(2) Uani 1 1 d . . . . .
N1 N 0.23969(5) 0.73847(10) 0.31921(6) 0.0240(2) Uani 1 1 d . . . . .
N2 N 0.29510(5) 0.74586(10) 0.40826(6) 0.0238(2) Uani 1 1 d . . . . .
C1 C 0.19863(6) 0.62498(11) 0.30923(8) 0.0224(2) Uani 1 1 d . . . . .
H1 H 0.1944 0.6230 0.3578 0.027 Uiso 1 1 calc R . . . .
C2 C 0.13241(6) 0.63288(12) 0.22476(8) 0.0242(2) Uani 1 1 d . . . . .
C3 C 0.12575(7) 0.63344(13) 0.14734(8) 0.0315(3) Uani 1 1 d . . . . .
H3 H 0.1633 0.6279 0.1475 0.038 Uiso 1 1 calc R . . . .
C4 C 0.06393(7) 0.64217(15) 0.06990(9) 0.0391(3) Uani 1 1 d . . . . .
H4 H 0.0594 0.6428 0.0171 0.047 Uiso 1 1 calc R . . . .
C5 C 0.00888(7) 0.65002(14) 0.06920(10) 0.0411(4) Uani 1 1 d . . . . .
H5 H -0.0333 0.6546 0.0160 0.049 Uiso 1 1 calc R . . . .
C6 C 0.01534(7) 0.65118(14) 0.14589(10) 0.0373(3) Uani 1 1 d . . . . .
H6 H -0.0223 0.6575 0.1454 0.045 Uiso 1 1 calc R . . . .
C7 C 0.07699(6) 0.64314(12) 0.22370(9) 0.0291(3) Uani 1 1 d . . . . .
H7 H 0.0814 0.6446 0.2763 0.035 Uiso 1 1 calc R . . . .
C8 C 0.20906(7) 0.87086(12) 0.30732(9) 0.0310(3) Uani 1 1 d . . . . .
H8A H 0.1614 0.8670 0.2619 0.037 Uiso 1 1 calc R . . . .
H8B H 0.2285 0.9384 0.2911 0.037 Uiso 1 1 calc R . . . .
C9 C 0.22329(7) 0.90344(13) 0.39434(10) 0.0358(3) Uani 1 1 d . . . . .
H9A H 0.2274 1.0003 0.4048 0.043 Uiso 1 1 calc R . . . .
H9B H 0.1889 0.8682 0.3988 0.043 Uiso 1 1 calc R . . . .
C10 C 0.28779(7) 0.83341(13) 0.45586(9) 0.0295(3) Uani 1 1 d . . . . .
C11 C 0.34789(6) 0.64983(11) 0.44379(7) 0.0225(2) Uani 1 1 d . . . . .
H11 H 0.3831 0.6822 0.5029 0.027 Uiso 1 1 calc R . . . .
C12 C 0.32927(6) 0.51316(11) 0.45563(7) 0.0214(2) Uani 1 1 d . . . . .
C13 C 0.37163(6) 0.44677(12) 0.53292(8) 0.0236(2) Uani 1 1 d . . . . .
H13 H 0.4085 0.4923 0.5797 0.028 Uiso 1 1 calc R . . . .
C14 C 0.36119(6) 0.31502(12) 0.54312(8) 0.0244(2) Uani 1 1 d . . . . .
C15 C 0.30704(6) 0.24837(13) 0.47556(8) 0.0284(3) Uani 1 1 d . . . . .
H15 H 0.2999 0.1580 0.4817 0.034 Uiso 1 1 calc R . . . .
C16 C 0.26316(6) 0.31510(12) 0.39858(8) 0.0278(3) Uani 1 1 d . . . . .
H16 H 0.2256 0.2702 0.3526 0.033 Uiso 1 1 calc R . . . .
C17 C 0.27371(6) 0.44606(12) 0.38836(7) 0.0223(2) Uani 1 1 d . . . . .
C18 C 0.40379(7) 0.11995(13) 0.62935(10) 0.0359(3) Uani 1 1 d . . . . .
H18A H 0.4046 0.0753 0.5846 0.054 Uiso 1 1 calc GR . . . .
H18B H 0.3632 0.0975 0.6224 0.054 Uiso 1 1 calc GR . . . .
H18C H 0.4413 0.0908 0.6862 0.054 Uiso 1 1 calc GR . . . .
C19 C 0.37808(5) 0.64670(12) 0.39447(7) 0.0229(2) Uani 1 1 d . . . . .
C20 C 0.41366(6) 0.53652(13) 0.40023(8) 0.0283(3) Uani 1 1 d . . . . .
H20 H 0.4163 0.4606 0.4314 0.034 Uiso 1 1 calc R . . . .
C21 C 0.44544(7) 0.53677(15) 0.36068(9) 0.0344(3) Uani 1 1 d . . . . .
H21 H 0.4694 0.4610 0.3648 0.041 Uiso 1 1 calc R . . . .
C22 C 0.44220(7) 0.64709(16) 0.31529(9) 0.0386(3) Uani 1 1 d . . . . .
H22 H 0.4639 0.6474 0.2883 0.046 Uiso 1 1 calc R . . . .
C23 C 0.40696(7) 0.75715(16) 0.30973(10) 0.0394(3) Uani 1 1 d . . . . .
H23 H 0.4048 0.8333 0.2790 0.047 Uiso 1 1 calc R . . . .
C24 C 0.37493(6) 0.75717(14) 0.34857(9) 0.0307(3) Uani 1 1 d . . . . .
H24 H 0.3507 0.8329 0.3439 0.037 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
O1 C1 1.4394(14) . ?
O1 C17 1.3922(14) . ?
O2 C10 1.2298(16) . ?
O3 C14 1.3729(14) . ?
O3 C18 1.4224(16) . ?
N1 N2 1.4413(14) . ?
N1 C1 1.4803(15) . ?
N1 C8 1.4922(16) . ?
N2 C10 1.3590(16) . ?
N2 C11 1.4546(15) . ?
C1 H1 1.0000 . ?
C1 C2 1.5002(16) . ?
C2 C3 1.3939(18) . ?
C2 C7 1.3939(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.3901(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.3903(19) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.524(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.514(2) . ?
C11 H11 1.0000 . ?
C11 C12 1.5160(16) . ?
C11 C19 1.5265(17) . ?
C12 C13 1.3891(16) . ?
C12 C17 1.4031(16) . ?
C13 H13 0.9500 . ?
C13 C14 1.3905(17) . ?
C14 C15 1.3867(17) . ?
C15 H15 0.9500 . ?
C15 C16 1.3935(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.3838(17) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.3925(18) . ?
C19 C24 1.3931(17) . ?
C20 H20 0.9500 . ?
C20 C21 1.3927(19) . ?
C21 H21 0.9500 . ?
C21 C22 1.385(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.3863(19) . ?
C24 H24 0.9500 . ?

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
C17 O1 C1 116.20(9) . . ?
C14 O3 C18 116.89(10) . . ?
N2 N1 C1 108.24(9) . . ?
N2 N1 C8 101.01(9) . . ?
C1 N1 C8 114.20(10) . . ?
N1 N2 C11 120.46(9) . . ?
C10 N2 N1 114.17(10) . . ?
C10 N2 C11 124.54(10) . . ?
O1 C1 N1 107.74(9) . . ?
O1 C1 H1 110.3 . . ?
O1 C1 C2 107.67(9) . . ?
N1 C1 H1 110.3 . . ?
N1 C1 C2 110.61(9) . . ?
C2 C1 H1 110.3 . . ?
C3 C2 C1 120.76(11) . . ?
C3 C2 C7 119.57(12) . . ?
C7 C2 C1 119.65(11) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.74(13) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.41(14) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.01(13) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.00(14) . . ?
C7 C6 H6 120.0 . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.25(13) . . ?
C6 C7 H7 119.9 . . ?
N1 C8 H8A 110.8 . . ?
N1 C8 H8B 110.8 . . ?
N1 C8 C9 104.96(10) . . ?
H8A C8 H8B 108.8 . . ?
C9 C8 H8A 110.8 . . ?
C9 C8 H8B 110.8 . . ?
C8 C9 H9A 111.4 . . ?
C8 C9 H9B 111.4 . . ?
H9A C9 H9B 109.2 . . ?
C10 C9 C8 101.94(11) . . ?
C10 C9 H9A 111.4 . . ?
C10 C9 H9B 111.4 . . ?
O2 C10 N2 124.43(13) . . ?
O2 C10 C9 128.80(12) . . ?
N2 C10 C9 106.76(11) . . ?
N2 C11 H11 105.9 . . ?
N2 C11 C12 113.26(10) . . ?
N2 C11 C19 112.26(9) . . ?
C12 C11 H11 105.9 . . ?
C12 C11 C19 112.76(10) . . ?
C19 C11 H11 105.9 . . ?
C13 C12 C11 119.05(10) . . ?
C13 C12 C17 118.55(11) . . ?
C17 C12 C11 122.12(10) . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.31(11) . . ?
C14 C13 H13 119.3 . . ?
O3 C14 C13 115.88(11) . . ?
O3 C14 C15 124.37(11) . . ?
C15 C14 C13 119.75(11) . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.46(12) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.75(11) . . ?
C17 C16 H16 119.6 . . ?
O1 C17 C12 121.78(10) . . ?
C16 C17 O1 118.02(10) . . ?
C16 C17 C12 120.13(11) . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C11 120.18(11) . . ?
C20 C19 C24 118.84(12) . . ?
C24 C19 C11 120.80(11) . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.54(12) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.30(13) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.4 . . ?
C21 C22 C23 119.24(13) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.70(13) . . ?
C24 C23 H23 119.6 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.38(13) . . ?
C23 C24 H24 119.8 . . ?

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
O1 C1 C2 C3 -58.04(14) . . . . ?
O1 C1 C2 C7 123.59(12) . . . . ?
O3 C14 C15 C16 179.33(12) . . . . ?
N1 N2 C10 O2 176.51(12) . . . . ?
N1 N2 C10 C9 -4.55(14) . . . . ?
N1 N2 C11 C12 -72.30(13) . . . . ?
N1 N2 C11 C19 56.82(13) . . . . ?
N1 C1 C2 C3 59.44(15) . . . . ?
N1 C1 C2 C7 -118.94(12) . . . . ?
N1 C8 C9 C10 30.44(13) . . . . ?
N2 N1 C1 O1 -77.37(11) . . . . ?
N2 N1 C1 C2 165.20(9) . . . . ?
N2 N1 C8 C9 -32.52(12) . . . . ?
N2 C11 C12 C13 -133.18(11) . . . . ?
N2 C11 C12 C17 53.02(15) . . . . ?
N2 C11 C19 C20 -159.67(11) . . . . ?
N2 C11 C19 C24 25.32(15) . . . . ?
C1 O1 C17 C12 -59.48(14) . . . . ?
C1 O1 C17 C16 123.67(12) . . . . ?
C1 N1 N2 C10 -96.54(11) . . . . ?
C1 N1 N2 C11 73.57(13) . . . . ?
C1 N1 C8 C9 83.40(12) . . . . ?
C1 C2 C3 C4 -179.36(12) . . . . ?
C1 C2 C7 C6 179.69(11) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C3 C2 C7 C6 1.30(19) . . . . ?
C3 C4 C5 C6 1.0(2) . . . . ?
C4 C5 C6 C7 -0.6(2) . . . . ?
C5 C6 C7 C2 -0.5(2) . . . . ?
C7 C2 C3 C4 -0.98(19) . . . . ?
C8 N1 N2 C10 23.71(13) . . . . ?
C8 N1 N2 C11 -166.17(10) . . . . ?
C8 N1 C1 O1 171.01(10) . . . . ?
C8 N1 C1 C2 53.57(13) . . . . ?
C8 C9 C10 O2 162.57(14) . . . . ?
C8 C9 C10 N2 -16.31(13) . . . . ?
C10 N2 C11 C12 96.73(13) . . . . ?
C10 N2 C11 C19 -134.14(12) . . . . ?
C11 N2 C10 O2 6.9(2) . . . . ?
C11 N2 C10 C9 -174.20(11) . . . . ?
C11 C12 C13 C14 -171.47(11) . . . . ?
C11 C12 C17 O1 -5.24(17) . . . . ?
C11 C12 C17 C16 171.55(11) . . . . ?
C11 C19 C20 C21 -175.20(11) . . . . ?
C11 C19 C24 C23 174.81(12) . . . . ?
C12 C11 C19 C20 -30.28(15) . . . . ?
C12 C11 C19 C24 154.71(11) . . . . ?
C12 C13 C14 O3 178.78(11) . . . . ?
C12 C13 C14 C15 -0.94(18) . . . . ?
C13 C12 C17 O1 -179.08(11) . . . . ?
C13 C12 C17 C16 -2.29(17) . . . . ?
C13 C14 C15 C16 -0.97(19) . . . . ?
C14 C15 C16 C17 1.2(2) . . . . ?
C15 C16 C17 O1 177.34(11) . . . . ?
C15 C16 C17 C12 0.43(19) . . . . ?
C17 O1 C1 N1 90.49(11) . . . . ?
C17 O1 C1 C2 -150.19(10) . . . . ?
C17 C12 C13 C14 2.56(17) . . . . ?
C18 O3 C14 C13 -169.71(11) . . . . ?
C18 O3 C14 C15 10.01(18) . . . . ?
C19 C11 C12 C13 97.95(13) . . . . ?
C19 C11 C12 C17 -75.85(14) . . . . ?
C19 C20 C21 C22 0.2(2) . . . . ?
C20 C19 C24 C23 -0.26(19) . . . . ?
C20 C21 C22 C23 0.0(2) . . . . ?
C21 C22 C23 C24 -0.3(2) . . . . ?
C22 C23 C24 C19 0.5(2) . . . . ?
C24 C19 C20 C21 -0.09(18) . . . . ?

_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_cu_dm16608_0m
_database_code_depnum_ccdc_archive 'CCDC 1521395'
_audit_update_record             
;
2016-12-08 deposited with the CCDC.
2017-02-08 downloaded from the CCDC.
;
_audit_creation_date             2016-09-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H29 N3 O2'
_chemical_formula_sum            'C31 H29 N3 O2'
_chemical_formula_weight         475.57
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.6097(5)
_cell_length_b                   9.4290(6)
_cell_length_c                   27.1720(12)
_cell_angle_alpha                90
_cell_angle_beta                 97.692(3)
_cell_angle_gamma                90
_cell_volume                     2439.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3129
_cell_measurement_temperature    296
_cell_measurement_theta_max      66.98
_cell_measurement_theta_min      4.970
_shelx_estimated_absorpt_T_max   0.950
_shelx_estimated_absorpt_T_min   0.882
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  0.7532
_exptl_absorpt_correction_T_min  0.5626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0933 before and 0.0520 after correction.
The Ratio of minimum to maximum transmission is 0.7469.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            17788
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.496
_diffrn_reflns_theta_min         4.969
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
scan:
	Number of images: 340
	           Slice: -110.0000 - 60.0000
	     Image width: 0.5000
	        Exp time: 16.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 270.0000
	             XTD: 45.3038
	          2theta: -20.1830
;
_diffrn_measurement_device       
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_number_total             2330
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0416
_diffrn_orient_matrix_UB_12      -0.0191
_diffrn_orient_matrix_UB_13      0.0361
_diffrn_orient_matrix_UB_21      0.0301
_diffrn_orient_matrix_UB_22      -0.0492
_diffrn_orient_matrix_UB_23      0.0086
_diffrn_orient_matrix_UB_31      0.0196
_diffrn_orient_matrix_UB_32      0.0176
_diffrn_orient_matrix_UB_33      0.0318
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_diffrn_special_details          
;
 ?
;
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3517
_reflns_number_total             4470
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
????
;
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4470
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.164
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0725P)²+0.6690P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1378
_refine_ls_wR_factor_ref         0.1490
_refine_special_details          ?
_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. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(C31) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3.a Ternary CH refined with riding coordinates:
 C17(H17), C4(H4)
3.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C3(H3A,H3B), C2(H2A,H2B)
3.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C12(H12), C15(H15), C10(H10), C13(H13), C30(H30), C19(H19),
 C14(H14), C26(H26), C22(H22), C9(H9), C20(H20), C21(H21), C29(H29), C8(H8),
 C6(H6), C27(H27), C7(H7)
3.d Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
N3 N 0.35172(15) 0.51538(17) 0.33364(5) 0.0455(4) Uani 1 1 d . . . . .
O1 O 0.86929(15) 0.4673(2) 0.31268(7) 0.0758(5) Uani 1 1 d . . . . .
N1 N 0.63197(16) 0.47662(18) 0.31031(6) 0.0505(4) Uani 1 1 d . . . . .
N2 N 0.50914(16) 0.44452(17) 0.27477(6) 0.0495(4) Uani 1 1 d . . . . .
C11 C 0.37407(18) 0.3815(2) 0.35647(6) 0.0440(4) Uani 1 1 d . . . . .
C16 C 0.51277(18) 0.3358(2) 0.36919(7) 0.0458(4) Uani 1 1 d . . . . .
C18 C 0.64582(17) 0.5603(2) 0.39774(7) 0.0481(4) Uani 1 1 d . . . . .
C17 C 0.63379(18) 0.4338(2) 0.36221(7) 0.0478(4) Uani 1 1 d . . . . .
H17 H 0.7196 0.3780 0.3708 0.057 Uiso 1 1 calc R . . . .
C4 C 0.38885(19) 0.5326(2) 0.28292(7) 0.0473(4) Uani 1 1 d . . . . .
H4 H 0.4140 0.6321 0.2786 0.057 Uiso 1 1 calc R . . . .
C25 C 0.20387(19) 0.6379(2) 0.38996(7) 0.0505(5) Uani 1 1 d . . . . .
C5 C 0.2684(2) 0.4949(2) 0.24259(7) 0.0498(4) Uani 1 1 d . . . . .
C24 C 0.21887(19) 0.5887(2) 0.33835(7) 0.0521(5) Uani 1 1 d . . . . .
H24A H 0.1417 0.5252 0.3272 0.063 Uiso 1 1 calc R . . . .
H24B H 0.2107 0.6703 0.3164 0.063 Uiso 1 1 calc R . . . .
O2 O 0.15262(19) 0.8207(3) 0.52560(7) 0.1137(8) Uani 1 1 d . U . . .
C23 C 0.6723(2) 0.6957(2) 0.38246(8) 0.0555(5) Uani 1 1 d . . . . .
H23 H 0.6795 0.7126 0.3492 0.067 Uiso 1 1 calc R . . . .
C12 C 0.2653(2) 0.2952(2) 0.36858(7) 0.0530(5) Uani 1 1 d . . . . .
H12 H 0.1726 0.3253 0.3614 0.064 Uiso 1 1 calc R . . . .
C15 C 0.5394(2) 0.2047(2) 0.39112(8) 0.0552(5) Uani 1 1 d . . . . .
H15 H 0.6316 0.1735 0.3985 0.066 Uiso 1 1 calc R . . . .
C1 C 0.7516(2) 0.4723(2) 0.28895(9) 0.0586(5) Uani 1 1 d . . . . .
C10 C 0.2129(2) 0.3601(2) 0.23875(8) 0.0572(5) Uani 1 1 d . . . . .
H10 H 0.2529 0.2890 0.2597 0.069 Uiso 1 1 calc R . . . .
C13 C 0.2950(2) 0.1652(2) 0.39128(8) 0.0598(5) Uani 1 1 d . . . . .
H13 H 0.2219 0.1085 0.3991 0.072 Uiso 1 1 calc R . . . .
C30 C 0.3076(2) 0.7171(2) 0.41778(8) 0.0608(5) Uani 1 1 d . . . . .
H30 H 0.3928 0.7310 0.4058 0.073 Uiso 1 1 calc R . . . .
C19 C 0.6380(2) 0.5382(3) 0.44795(8) 0.0616(5) Uani 1 1 d . . . . .
H19 H 0.6220 0.4472 0.4592 0.074 Uiso 1 1 calc R . . . .
C14 C 0.4308(2) 0.1191(2) 0.40229(8) 0.0613(5) Uani 1 1 d . . . . .
H14 H 0.4498 0.0311 0.4171 0.074 Uiso 1 1 calc R . . . .
C3 C 0.5561(2) 0.4850(3) 0.22635(8) 0.0640(6) Uani 1 1 d . . . . .
H3A H 0.5306 0.5825 0.2180 0.077 Uiso 1 1 calc R . . . .
H3B H 0.5132 0.4238 0.1999 0.077 Uiso 1 1 calc R . . . .
C26 C 0.0802(2) 0.6169(3) 0.40933(8) 0.0672(6) Uani 1 1 d . . . . .
H26 H 0.0096 0.5624 0.3917 0.081 Uiso 1 1 calc R . . . .
C22 C 0.6883(2) 0.8073(3) 0.41606(10) 0.0665(6) Uani 1 1 d . . . . .
H22 H 0.7065 0.8981 0.4052 0.080 Uiso 1 1 calc R . . . .
C9 C 0.0979(2) 0.3294(3) 0.20390(9) 0.0676(6) Uani 1 1 d . . . . .
H9 H 0.0617 0.2378 0.2016 0.081 Uiso 1 1 calc R . . . .
C2 C 0.7125(2) 0.4677(2) 0.23357(9) 0.0644(6) Uani 1 1 d . . . . .
H2A H 0.7573 0.5442 0.2177 0.077 Uiso 1 1 calc R . . . .
H2B H 0.7393 0.3779 0.2202 0.077 Uiso 1 1 calc R . . . .
C20 C 0.6536(2) 0.6493(3) 0.48128(9) 0.0719(7) Uani 1 1 d . . . . .
H20 H 0.6479 0.6325 0.5147 0.086 Uiso 1 1 calc R . . . .
C28 C 0.1632(2) 0.7569(3) 0.48079(8) 0.0751(7) Uani 1 1 d . . . . .
C21 C 0.6773(2) 0.7842(3) 0.46561(10) 0.0715(7) Uani 1 1 d . . . . .
H21 H 0.6859 0.8592 0.4880 0.086 Uiso 1 1 calc R . . . .
C29 C 0.2873(2) 0.7758(3) 0.46276(9) 0.0700(6) Uani 1 1 d . . . . .
H29 H 0.3586 0.8283 0.4808 0.084 Uiso 1 1 calc R . . . .
C8 C 0.0372(3) 0.4328(3) 0.17277(9) 0.0756(7) Uani 1 1 d . . . . .
H8 H -0.0388 0.4116 0.1490 0.091 Uiso 1 1 calc R . . . .
C6 C 0.2072(3) 0.5983(3) 0.21117(9) 0.0761(7) Uani 1 1 d . . . . .
H6 H 0.2447 0.6893 0.2127 0.091 Uiso 1 1 calc R . . . .
C27 C 0.0585(2) 0.6752(4) 0.45450(9) 0.0825(8) Uani 1 1 d . . . . .
H27 H -0.0255 0.6596 0.4671 0.099 Uiso 1 1 calc R . . . .
C7 C 0.0896(3) 0.5676(3) 0.17714(10) 0.0904(9) Uani 1 1 d . . . . .
H7 H 0.0463 0.6394 0.1572 0.108 Uiso 1 1 calc R . . . .
C31 C 0.0236(4) 0.8126(8) 0.54359(15) 0.190(2) Uani 1 1 d . U . . .
H31A H -0.0491 0.8468 0.5188 0.285 Uiso 1 1 calc GR . . . .
H31B H 0.0265 0.8697 0.5730 0.285 Uiso 1 1 calc GR . . . .
H31C H 0.0047 0.7159 0.5514 0.285 Uiso 1 1 calc GR . . . .


_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
N3 C11 1.410(2) . ?
N3 C4 1.478(2) . ?
N3 C24 1.472(2) . ?
O1 C1 1.226(3) . ?
N1 N2 1.453(2) . ?
N1 C17 1.465(2) . ?
N1 C1 1.356(2) . ?
N2 C4 1.464(2) . ?
N2 C3 1.496(3) . ?
C11 C16 1.399(2) . ?
C11 C12 1.398(3) . ?
C16 C17 1.517(2) . ?
C16 C15 1.381(3) . ?
C18 C17 1.529(3) . ?
C18 C23 1.377(3) . ?
C18 C19 1.392(3) . ?
C17 H17 0.9800 . ?
C4 H4 0.9800 . ?
C4 C5 1.526(3) . ?
C25 C24 1.502(3) . ?
C25 C30 1.386(3) . ?
C25 C26 1.377(3) . ?
C5 C10 1.377(3) . ?
C5 C6 1.375(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
O2 C28 1.374(3) . ?
O2 C31 1.394(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.388(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.385(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.385(3) . ?
C1 C2 1.502(3) . ?
C10 H10 0.9300 . ?
C10 C9 1.386(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.370(3) . ?
C30 H30 0.9300 . ?
C30 C29 1.379(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.380(3) . ?
C14 H14 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.498(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.386(3) . ?
C22 H22 0.9300 . ?
C22 C21 1.382(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.369(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C20 H20 0.9300 . ?
C20 C21 1.370(4) . ?
C28 C29 1.361(3) . ?
C28 C27 1.387(4) . ?
C21 H21 0.9300 . ?
C29 H29 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.366(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.392(4) . ?
C27 H27 0.9300 . ?
C7 H7 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 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
C11 N3 C4 117.83(14) . . ?
C11 N3 C24 117.70(15) . . ?
C24 N3 C4 110.48(14) . . ?
N2 N1 C17 119.09(14) . . ?
C1 N1 N2 111.65(16) . . ?
C1 N1 C17 120.16(17) . . ?
N1 N2 C4 111.64(14) . . ?
N1 N2 C3 102.56(14) . . ?
C4 N2 C3 108.98(16) . . ?
C16 C11 N3 117.92(15) . . ?
C12 C11 N3 123.33(16) . . ?
C12 C11 C16 118.71(17) . . ?
C11 C16 C17 120.14(17) . . ?
C15 C16 C11 119.84(17) . . ?
C15 C16 C17 119.88(16) . . ?
C23 C18 C17 122.30(17) . . ?
C23 C18 C19 118.10(19) . . ?
C19 C18 C17 119.50(18) . . ?
N1 C17 C16 112.20(15) . . ?
N1 C17 C18 112.51(16) . . ?
N1 C17 H17 106.2 . . ?
C16 C17 C18 112.99(15) . . ?
C16 C17 H17 106.2 . . ?
C18 C17 H17 106.2 . . ?
N3 C4 H4 108.2 . . ?
N3 C4 C5 112.92(15) . . ?
N2 C4 N3 111.89(15) . . ?
N2 C4 H4 108.2 . . ?
N2 C4 C5 107.31(15) . . ?
C5 C4 H4 108.2 . . ?
C30 C25 C24 121.58(17) . . ?
C26 C25 C24 120.53(19) . . ?
C26 C25 C30 117.61(19) . . ?
C10 C5 C4 121.26(17) . . ?
C6 C5 C4 120.06(19) . . ?
C6 C5 C10 118.6(2) . . ?
N3 C24 C25 114.76(15) . . ?
N3 C24 H24A 108.6 . . ?
N3 C24 H24B 108.6 . . ?
C25 C24 H24A 108.6 . . ?
C25 C24 H24B 108.6 . . ?
H24A C24 H24B 107.6 . . ?
C28 O2 C31 117.5(2) . . ?
C18 C23 H23 119.6 . . ?
C18 C23 C22 120.9(2) . . ?
C22 C23 H23 119.6 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.23(18) . . ?
C13 C12 H12 119.9 . . ?
C16 C15 H15 119.5 . . ?
C16 C15 C14 120.97(19) . . ?
C14 C15 H15 119.5 . . ?
O1 C1 N1 123.5(2) . . ?
O1 C1 C2 127.98(19) . . ?
N1 C1 C2 108.49(19) . . ?
C5 C10 H10 119.7 . . ?
C5 C10 C9 120.7(2) . . ?
C9 C10 H10 119.7 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.80(19) . . ?
C14 C13 H13 119.6 . . ?
C25 C30 H30 119.2 . . ?
C29 C30 C25 121.54(19) . . ?
C29 C30 H30 119.2 . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 120.9(2) . . ?
C20 C19 H19 119.5 . . ?
C15 C14 H14 120.3 . . ?
C13 C14 C15 119.4(2) . . ?
C13 C14 H14 120.3 . . ?
N2 C3 H3A 110.6 . . ?
N2 C3 H3B 110.6 . . ?
N2 C3 C2 105.80(18) . . ?
H3A C3 H3B 108.7 . . ?
C2 C3 H3A 110.6 . . ?
C2 C3 H3B 110.6 . . ?
C25 C26 H26 119.3 . . ?
C25 C26 C27 121.4(2) . . ?
C27 C26 H26 119.3 . . ?
C23 C22 H22 119.8 . . ?
C21 C22 C23 120.3(2) . . ?
C21 C22 H22 119.8 . . ?
C10 C9 H9 119.7 . . ?
C8 C9 C10 120.5(2) . . ?
C8 C9 H9 119.7 . . ?
C1 C2 H2A 111.0 . . ?
C1 C2 H2B 111.0 . . ?
C3 C2 C1 103.88(16) . . ?
C3 C2 H2A 111.0 . . ?
C3 C2 H2B 111.0 . . ?
H2A C2 H2B 109.0 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
O2 C28 C27 124.4(2) . . ?
C29 C28 O2 115.7(2) . . ?
C29 C28 C27 119.8(2) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 C22 119.1(2) . . ?
C20 C21 H21 120.4 . . ?
C30 C29 H29 120.0 . . ?
C28 C29 C30 120.1(2) . . ?
C28 C29 H29 120.0 . . ?
C9 C8 H8 120.4 . . ?
C7 C8 C9 119.2(2) . . ?
C7 C8 H8 120.4 . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.5(2) . . ?
C7 C6 H6 119.8 . . ?
C26 C27 C28 119.5(2) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C8 C7 C6 120.6(2) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
O2 C31 H31A 109.5 . . ?
O2 C31 H31B 109.5 . . ?
O2 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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
N3 C11 C16 C17 4.9(3) . . . . ?
N3 C11 C16 C15 -179.31(17) . . . . ?
N3 C11 C12 C13 -179.58(18) . . . . ?
N3 C4 C5 C10 -61.8(2) . . . . ?
N3 C4 C5 C6 114.1(2) . . . . ?
O1 C1 C2 C3 -177.3(2) . . . . ?
N1 N2 C4 N3 -57.91(19) . . . . ?
N1 N2 C4 C5 177.70(14) . . . . ?
N1 N2 C3 C2 27.3(2) . . . . ?
N1 C1 C2 C3 5.6(2) . . . . ?
N2 N1 C17 C16 10.5(2) . . . . ?
N2 N1 C17 C18 -118.23(17) . . . . ?
N2 N1 C1 O1 -164.8(2) . . . . ?
N2 N1 C1 C2 12.5(2) . . . . ?
N2 C4 C5 C10 62.0(2) . . . . ?
N2 C4 C5 C6 -122.2(2) . . . . ?
N2 C3 C2 C1 -20.6(2) . . . . ?
C11 N3 C4 N2 -32.5(2) . . . . ?
C11 N3 C4 C5 88.71(19) . . . . ?
C11 N3 C24 C25 68.0(2) . . . . ?
C11 C16 C17 N1 -60.0(2) . . . . ?
C11 C16 C17 C18 68.5(2) . . . . ?
C11 C16 C15 C14 -2.1(3) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
C16 C11 C12 C13 -2.0(3) . . . . ?
C16 C15 C14 C13 0.1(3) . . . . ?
C18 C23 C22 C21 -0.3(3) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C17 N1 N2 C4 71.3(2) . . . . ?
C17 N1 N2 C3 -172.18(17) . . . . ?
C17 N1 C1 O1 -18.1(3) . . . . ?
C17 N1 C1 C2 159.17(18) . . . . ?
C17 C16 C15 C14 173.69(19) . . . . ?
C17 C18 C23 C22 -177.34(17) . . . . ?
C17 C18 C19 C20 177.61(19) . . . . ?
C4 N3 C11 C16 67.8(2) . . . . ?
C4 N3 C11 C12 -114.66(19) . . . . ?
C4 N3 C24 C25 -152.60(17) . . . . ?
C4 N2 C3 C2 145.72(17) . . . . ?
C4 C5 C10 C9 176.02(19) . . . . ?
C4 C5 C6 C7 -174.4(2) . . . . ?
C25 C30 C29 C28 -0.2(4) . . . . ?
C25 C26 C27 C28 0.2(4) . . . . ?
C5 C10 C9 C8 -0.2(3) . . . . ?
C5 C6 C7 C8 -3.1(5) . . . . ?
C24 N3 C11 C16 -155.83(16) . . . . ?
C24 N3 C11 C12 21.7(3) . . . . ?
C24 N3 C4 N2 -171.79(15) . . . . ?
C24 N3 C4 C5 -50.6(2) . . . . ?
C24 C25 C30 C29 172.6(2) . . . . ?
C24 C25 C26 C27 -172.7(2) . . . . ?
O2 C28 C29 C30 -179.3(3) . . . . ?
O2 C28 C27 C26 179.4(3) . . . . ?
C23 C18 C17 N1 -8.7(2) . . . . ?
C23 C18 C17 C16 -137.04(18) . . . . ?
C23 C18 C19 C20 1.2(3) . . . . ?
C23 C22 C21 C20 1.5(3) . . . . ?
C12 C11 C16 C17 -172.77(17) . . . . ?
C12 C11 C16 C15 3.0(3) . . . . ?
C12 C13 C14 C15 0.9(3) . . . . ?
C15 C16 C17 N1 124.24(19) . . . . ?
C15 C16 C17 C18 -107.3(2) . . . . ?
C1 N1 N2 C4 -141.63(17) . . . . ?
C1 N1 N2 C3 -25.1(2) . . . . ?
C1 N1 C17 C16 -133.74(18) . . . . ?
C1 N1 C17 C18 97.5(2) . . . . ?
C10 C5 C6 C7 1.6(4) . . . . ?
C10 C9 C8 C7 -1.3(4) . . . . ?
C30 C25 C24 N3 50.9(3) . . . . ?
C30 C25 C26 C27 1.3(4) . . . . ?
C19 C18 C17 N1 175.07(16) . . . . ?
C19 C18 C17 C16 46.7(2) . . . . ?
C19 C18 C23 C22 -1.1(3) . . . . ?
C19 C20 C21 C22 -1.3(3) . . . . ?
C3 N2 C4 N3 -170.48(15) . . . . ?
C3 N2 C4 C5 65.13(19) . . . . ?
C26 C25 C24 N3 -135.3(2) . . . . ?
C26 C25 C30 C29 -1.4(3) . . . . ?
C9 C8 C7 C6 3.0(4) . . . . ?
C29 C28 C27 C26 -1.8(4) . . . . ?
C6 C5 C10 C9 0.1(3) . . . . ?
C27 C28 C29 C30 1.8(4) . . . . ?
C31 O2 C28 C29 175.4(4) . . . . ?
C31 O2 C28 C27 -5.8(5) . . . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
