# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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. 
# 
#######################################################################

data_ev2022
_database_code_depnum_ccdc_archive 'CCDC 1858541'
loop_
_audit_author_name
_audit_author_address
'Luc Van Meervelt'
;KU Leuven
Belgium
;
_audit_update_record             
;
2018-07-26 deposited with the CCDC.	2019-06-06 downloaded from the CCDC.
;
_audit_creation_date             2018-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H27 N3 O3'
_chemical_formula_sum            'C25 H27 N3 O3'
_chemical_formula_weight         417.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H27 N3 O3'
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           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                   8.69310(18)
_cell_length_b                   24.9324(6)
_cell_length_c                   9.8261(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.438(2)
_cell_angle_gamma                90
_cell_volume                     2129.64(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10086
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.6860
_cell_measurement_theta_min      3.2030
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14631
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.689
_diffrn_reflns_theta_min         3.222
_diffrn_ambient_temperature      150.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 phi      0.00  184.50   1.5000  240.0000
omega____ theta____ kappa____ phi______ frames
  57.0000    0.0000 -134.0000     -     123
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  MAR345
_diffrn_measurement_method       'π scans'
_diffrn_orient_matrix_UB_11      -0.0127638000
_diffrn_orient_matrix_UB_12      0.0137551000
_diffrn_orient_matrix_UB_13      -0.0622214000
_diffrn_orient_matrix_UB_21      0.0779283000
_diffrn_orient_matrix_UB_22      0.0084215000
_diffrn_orient_matrix_UB_23      -0.0000667000
_diffrn_orient_matrix_UB_31      0.0204486000
_diffrn_orient_matrix_UB_32      -0.0234669000
_diffrn_orient_matrix_UB_33      -0.0365126000
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rigaku UltraX 18 rotating anode'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3726
_reflns_number_total             3992
_reflns_odcompleteness_completeness 89.39
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       CrysAlisPro
_computing_data_collection       MAR
_computing_data_reduction        CrysAlisPro
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         3992
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0396
_refine_ls_restrained_S_all      1.084
_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)+(0.0382P)²+1.1547P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.0986
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C12(H12), C20(H20), C21(H21), C22(H22), C23(H23), N27(H27)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C24(H24A,H24B,H24C), C29(H29A,H29B,H29C), C30(H30A,H30B,
 H30C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
N1 N 0.65546(13) 0.39503(4) 0.58286(11) 0.0196(2) Uani 1 1 d . . . . .
C2 C 0.73630(15) 0.34656(5) 0.62523(13) 0.0192(3) Uani 1 1 d . . . . .
C3 C 0.62445(14) 0.29896(5) 0.64078(13) 0.0185(3) Uani 1 1 d . . . . .
H3 H 0.554983 0.307464 0.718511 0.022 Uiso 1 1 calc R . . . .
C4 C 0.52572(14) 0.29691(5) 0.51329(13) 0.0173(3) Uani 1 1 d . . . . .
C5 C 0.48772(14) 0.34262(5) 0.44306(13) 0.0177(3) Uani 1 1 d . . . . .
C6 C 0.55610(15) 0.39743(5) 0.46290(13) 0.0183(3) Uani 1 1 d . . . . .
H6 H 0.470572 0.423134 0.481800 0.022 Uiso 1 1 calc R . . . .
C7 C 0.68453(16) 0.43766(6) 0.66641(14) 0.0244(3) Uani 1 1 d . . . . .
C8 C 0.77905(17) 0.41592(6) 0.78025(15) 0.0280(3) Uani 1 1 d . . . . .
H8 H 0.812831 0.435747 0.857442 0.034 Uiso 1 1 calc R . . . .
C9 C 0.80906(16) 0.36449(6) 0.75744(14) 0.0244(3) Uani 1 1 d . . . . .
H9 H 0.868076 0.342132 0.816160 0.029 Uiso 1 1 calc R . . . .
O10 O 0.63960(12) 0.48394(4) 0.64690(11) 0.0320(3) Uani 1 1 d . . . . .
C11 C 0.86742(14) 0.33259(5) 0.52366(13) 0.0200(3) Uani 1 1 d . . . . .
C12 C 0.91996(15) 0.27699(6) 0.52121(13) 0.0206(3) Uani 1 1 d . . . . .
H12 H 1.005933 0.268246 0.466380 0.025 Uiso 1 1 calc R . . . .
C13 C 0.85272(15) 0.23748(5) 0.59273(13) 0.0197(3) Uani 1 1 d . . . . .
C14 C 0.71361(15) 0.24802(5) 0.67871(13) 0.0204(3) Uani 1 1 d . . . . .
H14A H 0.746828 0.250733 0.775057 0.024 Uiso 1 1 calc R . . . .
H14B H 0.643242 0.216931 0.671016 0.024 Uiso 1 1 calc R . . . .
O15 O 0.92631(11) 0.36787(4) 0.45607(11) 0.0293(2) Uani 1 1 d . . . . .
C16 C 0.91390(16) 0.18140(6) 0.59589(14) 0.0243(3) Uani 1 1 d . . . . .
H16A H 1.005672 0.179114 0.538875 0.036 Uiso 1 1 calc GR . . . .
H16B H 0.835227 0.156684 0.561164 0.036 Uiso 1 1 calc GR . . . .
H16C H 0.940889 0.171673 0.689712 0.036 Uiso 1 1 calc GR . . . .
C17 C 0.43612(14) 0.25422(5) 0.45399(13) 0.0174(3) Uani 1 1 d . . . . .
C18 C 0.34502(14) 0.27814(5) 0.34935(13) 0.0185(3) Uani 1 1 d . . . . .
N19 N 0.37787(12) 0.33221(4) 0.34481(11) 0.0191(2) Uani 1 1 d . . . . .
C20 C 0.42284(16) 0.19845(5) 0.47452(14) 0.0214(3) Uani 1 1 d . . . . .
H20 H 0.481809 0.181153 0.543473 0.026 Uiso 1 1 calc R . . . .
C21 C 0.32294(16) 0.16916(6) 0.39312(14) 0.0244(3) Uani 1 1 d . . . . .
H21 H 0.313831 0.131592 0.407116 0.029 Uiso 1 1 calc R . . . .
C22 C 0.23473(16) 0.19376(6) 0.29027(14) 0.0241(3) Uani 1 1 d . . . . .
H22 H 0.167544 0.172555 0.235780 0.029 Uiso 1 1 calc R . . . .
C23 C 0.24423(15) 0.24844(5) 0.26711(14) 0.0212(3) Uani 1 1 d . . . . .
H23 H 0.184442 0.265203 0.197850 0.025 Uiso 1 1 calc R . . . .
C24 C 0.28888(16) 0.37234(5) 0.26978(14) 0.0235(3) Uani 1 1 d . . . . .
H24A H 0.186347 0.375540 0.309732 0.035 Uiso 1 1 calc GR . . . .
H24B H 0.279074 0.361354 0.174344 0.035 Uiso 1 1 calc GR . . . .
H24C H 0.341542 0.407043 0.274925 0.035 Uiso 1 1 calc GR . . . .
C25 C 0.64286(14) 0.41721(5) 0.33360(13) 0.0193(3) Uani 1 1 d . . . . .
O26 O 0.65114(11) 0.38957(4) 0.23101(10) 0.0257(2) Uani 1 1 d . . . . .
N27 N 0.69933(13) 0.46687(4) 0.34876(12) 0.0223(3) Uani 1 1 d . . . . .
H27 H 0.684488 0.482714 0.427604 0.027 Uiso 1 1 calc R . . . .
C28 C 0.78443(17) 0.49737(6) 0.24452(16) 0.0267(3) Uani 1 1 d . . . . .
C29 C 0.93426(19) 0.46818(6) 0.2103(2) 0.0387(4) Uani 1 1 d . . . . .
H29A H 0.998687 0.465530 0.292343 0.058 Uiso 1 1 calc GR . . . .
H29B H 0.989410 0.488228 0.140159 0.058 Uiso 1 1 calc GR . . . .
H29C H 0.910551 0.432094 0.176647 0.058 Uiso 1 1 calc GR . . . .
C30 C 0.81956(19) 0.55189(6) 0.30851(18) 0.0349(4) Uani 1 1 d . . . . .
H30A H 0.722931 0.570253 0.329519 0.052 Uiso 1 1 calc GR . . . .
H30B H 0.878973 0.573647 0.244583 0.052 Uiso 1 1 calc GR . . . .
H30C H 0.879318 0.546762 0.392477 0.052 Uiso 1 1 calc GR . . . .
C31 C 0.6836(2) 0.50451(7) 0.11754(17) 0.0372(4) Uani 1 1 d . . . . .
H31A H 0.658930 0.469263 0.078954 0.056 Uiso 1 1 calc GR . . . .
H31B H 0.738937 0.525898 0.050089 0.056 Uiso 1 1 calc GR . . . .
H31C H 0.588172 0.522929 0.142230 0.056 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
N1 C2 1.4571(17) . ?
N1 C6 1.4573(17) . ?
N1 C7 1.3655(17) . ?
C2 C3 1.5425(18) . ?
C2 C9 1.5083(18) . ?
C2 C11 1.5602(18) . ?
C3 H3 1.0000 . ?
C3 C4 1.5140(17) . ?
C3 C14 1.5323(18) . ?
C4 C5 1.3714(18) . ?
C4 C17 1.4396(18) . ?
C5 C6 1.5023(17) . ?
C5 N19 1.3774(17) . ?
C6 H6 1.0000 . ?
C6 C25 1.5623(18) . ?
C7 C8 1.485(2) . ?
C7 O10 1.2326(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.328(2) . ?
C9 H9 0.9500 . ?
C11 C12 1.4599(19) . ?
C11 O15 1.2174(17) . ?
C12 H12 0.9500 . ?
C12 C13 1.3462(19) . ?
C13 C14 1.5036(18) . ?
C13 C16 1.4961(19) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.4239(18) . ?
C17 C20 1.4099(18) . ?
C18 N19 1.3788(17) . ?
C18 C23 1.3992(19) . ?
N19 C24 1.4609(17) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.405(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(2) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 O26 1.2236(16) . ?
C25 N27 1.3399(17) . ?
N27 H27 0.8800 . ?
N27 C28 1.4785(18) . ?
C28 C29 1.532(2) . ?
C28 C30 1.528(2) . ?
C28 C31 1.530(2) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 123.15(10) . . ?
C7 N1 C2 112.78(11) . . ?
C7 N1 C6 124.07(11) . . ?
N1 C2 C3 111.31(10) . . ?
N1 C2 C9 101.44(11) . . ?
N1 C2 C11 110.82(10) . . ?
C3 C2 C11 110.85(10) . . ?
C9 C2 C3 113.78(11) . . ?
C9 C2 C11 108.27(10) . . ?
C2 C3 H3 107.3 . . ?
C4 C3 C2 107.32(10) . . ?
C4 C3 H3 107.3 . . ?
C4 C3 C14 117.11(11) . . ?
C14 C3 C2 110.10(10) . . ?
C14 C3 H3 107.3 . . ?
C5 C4 C3 121.41(11) . . ?
C5 C4 C17 106.45(11) . . ?
C17 C4 C3 131.41(11) . . ?
C4 C5 C6 126.66(12) . . ?
C4 C5 N19 111.05(11) . . ?
N19 C5 C6 122.27(11) . . ?
N1 C6 C5 107.40(10) . . ?
N1 C6 H6 108.2 . . ?
N1 C6 C25 112.58(10) . . ?
C5 C6 H6 108.2 . . ?
C5 C6 C25 112.00(10) . . ?
C25 C6 H6 108.2 . . ?
N1 C7 C8 105.51(12) . . ?
O10 C7 N1 125.32(13) . . ?
O10 C7 C8 129.17(13) . . ?
C7 C8 H8 125.3 . . ?
C9 C8 C7 109.48(12) . . ?
C9 C8 H8 125.3 . . ?
C2 C9 H9 124.8 . . ?
C8 C9 C2 110.49(13) . . ?
C8 C9 H9 124.8 . . ?
C12 C11 C2 116.91(11) . . ?
O15 C11 C2 120.00(12) . . ?
O15 C11 C12 122.98(12) . . ?
C11 C12 H12 118.3 . . ?
C13 C12 C11 123.31(12) . . ?
C13 C12 H12 118.3 . . ?
C12 C13 C14 121.31(12) . . ?
C12 C13 C16 122.61(12) . . ?
C16 C13 C14 116.05(11) . . ?
C3 C14 H14A 108.6 . . ?
C3 C14 H14B 108.6 . . ?
C13 C14 C3 114.57(11) . . ?
C13 C14 H14A 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C4 106.19(11) . . ?
C20 C17 C4 135.72(12) . . ?
C20 C17 C18 118.08(12) . . ?
N19 C18 C17 108.58(11) . . ?
N19 C18 C23 128.87(12) . . ?
C23 C18 C17 122.53(12) . . ?
C5 N19 C18 107.71(10) . . ?
C5 N19 C24 125.89(11) . . ?
C18 N19 C24 125.24(11) . . ?
C17 C20 H20 120.4 . . ?
C21 C20 C17 119.29(13) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.46(13) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 121.01(13) . . ?
C23 C22 H22 119.5 . . ?
C18 C23 H23 121.2 . . ?
C22 C23 C18 117.64(13) . . ?
C22 C23 H23 121.2 . . ?
N19 C24 H24A 109.5 . . ?
N19 C24 H24B 109.5 . . ?
N19 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O26 C25 C6 121.60(11) . . ?
O26 C25 N27 126.03(12) . . ?
N27 C25 C6 112.34(11) . . ?
C25 N27 H27 117.2 . . ?
C25 N27 C28 125.67(12) . . ?
C28 N27 H27 117.2 . . ?
N27 C28 C29 109.78(12) . . ?
N27 C28 C30 105.79(12) . . ?
N27 C28 C31 109.76(12) . . ?
C30 C28 C29 110.21(13) . . ?
C30 C28 C31 110.10(13) . . ?
C31 C28 C29 111.07(14) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 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
N1 C2 C3 C4 48.81(13) . . . . ?
N1 C2 C3 C14 177.31(10) . . . . ?
N1 C2 C9 C8 -2.85(15) . . . . ?
N1 C2 C11 C12 -157.90(11) . . . . ?
N1 C2 C11 O15 25.76(16) . . . . ?
N1 C6 C25 O26 120.89(13) . . . . ?
N1 C6 C25 N27 -61.14(14) . . . . ?
N1 C7 C8 C9 3.51(16) . . . . ?
C2 N1 C6 C5 30.08(15) . . . . ?
C2 N1 C6 C25 -93.67(13) . . . . ?
C2 N1 C7 C8 -5.55(15) . . . . ?
C2 N1 C7 O10 174.22(13) . . . . ?
C2 C3 C4 C5 -31.49(16) . . . . ?
C2 C3 C4 C17 159.66(13) . . . . ?
C2 C3 C14 C13 -47.75(15) . . . . ?
C2 C11 C12 C13 5.71(18) . . . . ?
C3 C2 C9 C8 -122.47(13) . . . . ?
C3 C2 C11 C12 -33.79(15) . . . . ?
C3 C2 C11 O15 149.87(12) . . . . ?
C3 C4 C5 C6 11.67(19) . . . . ?
C3 C4 C5 N19 -170.14(11) . . . . ?
C3 C4 C17 C18 169.23(12) . . . . ?
C3 C4 C17 C20 -12.0(2) . . . . ?
C4 C3 C14 C13 75.18(14) . . . . ?
C4 C5 C6 N1 -7.59(17) . . . . ?
C4 C5 C6 C25 116.50(14) . . . . ?
C4 C5 N19 C18 -1.00(14) . . . . ?
C4 C5 N19 C24 167.14(12) . . . . ?
C4 C17 C18 N19 0.28(13) . . . . ?
C4 C17 C18 C23 178.90(11) . . . . ?
C4 C17 C20 C21 -178.60(14) . . . . ?
C5 C4 C17 C18 -0.86(13) . . . . ?
C5 C4 C17 C20 177.90(14) . . . . ?
C5 C6 C25 O26 -0.26(17) . . . . ?
C5 C6 C25 N27 177.71(11) . . . . ?
C6 N1 C2 C3 -54.12(15) . . . . ?
C6 N1 C2 C9 -175.49(11) . . . . ?
C6 N1 C2 C11 69.72(14) . . . . ?
C6 N1 C7 C8 175.22(11) . . . . ?
C6 N1 C7 O10 -5.0(2) . . . . ?
C6 C5 N19 C18 177.28(11) . . . . ?
C6 C5 N19 C24 -14.57(19) . . . . ?
C6 C25 N27 C28 -178.76(12) . . . . ?
C7 N1 C2 C3 126.63(12) . . . . ?
C7 N1 C2 C9 5.26(14) . . . . ?
C7 N1 C2 C11 -109.52(12) . . . . ?
C7 N1 C6 C5 -150.77(12) . . . . ?
C7 N1 C6 C25 85.49(15) . . . . ?
C7 C8 C9 C2 -0.25(16) . . . . ?
C9 C2 C3 C4 162.67(11) . . . . ?
C9 C2 C3 C14 -68.83(14) . . . . ?
C9 C2 C11 C12 91.67(14) . . . . ?
C9 C2 C11 O15 -84.66(15) . . . . ?
O10 C7 C8 C9 -176.25(14) . . . . ?
C11 C2 C3 C4 -75.03(12) . . . . ?
C11 C2 C3 C14 53.47(13) . . . . ?
C11 C2 C9 C8 113.81(13) . . . . ?
C11 C12 C13 C14 1.67(19) . . . . ?
C11 C12 C13 C16 -176.10(12) . . . . ?
C12 C13 C14 C3 20.33(17) . . . . ?
C14 C3 C4 C5 -155.83(12) . . . . ?
C14 C3 C4 C17 35.32(19) . . . . ?
O15 C11 C12 C13 -178.08(13) . . . . ?
C16 C13 C14 C3 -161.77(11) . . . . ?
C17 C4 C5 C6 -177.03(11) . . . . ?
C17 C4 C5 N19 1.16(14) . . . . ?
C17 C18 N19 C5 0.41(14) . . . . ?
C17 C18 N19 C24 -167.83(12) . . . . ?
C17 C18 C23 C22 -0.02(19) . . . . ?
C17 C20 C21 C22 0.1(2) . . . . ?
C18 C17 C20 C21 0.06(18) . . . . ?
N19 C5 C6 N1 174.41(11) . . . . ?
N19 C5 C6 C25 -61.50(15) . . . . ?
N19 C18 C23 C22 178.30(13) . . . . ?
C20 C17 C18 N19 -178.74(11) . . . . ?
C20 C17 C18 C23 -0.12(18) . . . . ?
C20 C21 C22 C23 -0.3(2) . . . . ?
C21 C22 C23 C18 0.23(19) . . . . ?
C23 C18 N19 C5 -178.09(13) . . . . ?
C23 C18 N19 C24 13.7(2) . . . . ?
C25 N27 C28 C29 -62.81(18) . . . . ?
C25 N27 C28 C30 178.30(13) . . . . ?
C25 N27 C28 C31 59.54(17) . . . . ?
O26 C25 N27 C28 -0.9(2) . . . . ?

_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_ev2023
_database_code_depnum_ccdc_archive 'CCDC 1858542'
loop_
_audit_author_name
_audit_author_address
'Luc Van Meervelt'
;KU Leuven
Belgium
;
_audit_update_record             
;
2018-07-26 deposited with the CCDC.	2019-06-06 downloaded from the CCDC.
;
_audit_creation_date             2018-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H33 N3 O3'
_chemical_formula_sum            'C28 H33 N3 O3'
_chemical_formula_weight         459.57
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2977(8)
_cell_length_b                   9.9446(11)
_cell_length_c                   13.8192(11)
_cell_angle_alpha                83.641(8)
_cell_angle_beta                 73.868(7)
_cell_angle_gamma                74.132(9)
_cell_volume                     1179.8(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5518
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.6680
_cell_measurement_theta_min      3.5560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99113
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17279
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.705
_diffrn_reflns_theta_min         3.130
_diffrn_ambient_temperature      150.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 phi      0.00  170.00   2.0000  180.0000
omega____ theta____ kappa____ phi______ frames
  57.0000    0.0000 -134.0000     -     85

#__ type_ start__ end____ width___ exp.time_
  2 phi      0.00  220.00   2.0000  180.0000
omega____ theta____ kappa____ phi______ frames
  57.0000    0.0000 -134.0000     -     110
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  MAR345
_diffrn_measurement_method       'π scans'
_diffrn_orient_matrix_UB_11      -0.0544422000
_diffrn_orient_matrix_UB_12      -0.0352440000
_diffrn_orient_matrix_UB_13      0.0305977000
_diffrn_orient_matrix_UB_21      -0.0337316000
_diffrn_orient_matrix_UB_22      0.0584541000
_diffrn_orient_matrix_UB_23      0.0312221000
_diffrn_orient_matrix_UB_31      -0.0513852000
_diffrn_orient_matrix_UB_32      0.0291044000
_diffrn_orient_matrix_UB_33      -0.0307876000
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rigaku UltraX 18 rotating anode'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4175
_reflns_number_total             4450
_reflns_odcompleteness_completeness 92.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       CrysAlisPro
_computing_data_collection       MAR
_computing_data_reduction        CrysAlisPro
_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    'SHELXT (Sheldrick, 2015)'
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4450
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.061
_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)+(0.0376P)²+0.6337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.0943
_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:
 C3(H3), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C15(H15), C23(H23), C24(H24), C25(H25), C26(H26)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C19(H19A,H19B,H19C), C27(H27A,H27B,H27C), C32(H32A,H32B,
 H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
N1 N 0.87607(11) 0.21446(11) 0.22149(8) 0.0154(2) Uani 1 1 d . . . . .
C2 C 0.70629(13) 0.25340(12) 0.24113(9) 0.0151(2) Uani 1 1 d . . . . .
C3 C 0.63132(14) 0.18536(12) 0.34260(9) 0.0148(2) Uani 1 1 d . . . . .
H3 H 0.640246 0.085943 0.329988 0.018 Uiso 1 1 calc R . . . .
C4 C 0.71838(14) 0.18343(12) 0.42043(9) 0.0151(2) Uani 1 1 d . . . . .
C5 C 0.86635(14) 0.19933(12) 0.39750(9) 0.0152(2) Uani 1 1 d . . . . .
C6 C 0.95766(14) 0.23243(13) 0.29343(9) 0.0156(2) Uani 1 1 d . . . . .
H6 H 1.058951 0.160193 0.279547 0.019 Uiso 1 1 calc R . . . .
C7 C 0.94450(15) 0.12030(13) 0.14540(9) 0.0181(3) Uani 1 1 d . . . . .
C8 C 0.82069(15) 0.11416(13) 0.09989(9) 0.0189(3) Uani 1 1 d . . . . .
H8 H 0.835543 0.062725 0.042396 0.023 Uiso 1 1 calc R . . . .
C9 C 0.68482(14) 0.19126(13) 0.15112(9) 0.0170(3) Uani 1 1 d . . . . .
O10 O 1.08160(10) 0.05792(10) 0.12276(7) 0.0257(2) Uani 1 1 d . . . . .
C11 C 0.53134(15) 0.22280(14) 0.12660(10) 0.0215(3) Uani 1 1 d . . . . .
H11A H 0.481530 0.323984 0.134386 0.026 Uiso 1 1 calc R . . . .
H11B H 0.464224 0.171289 0.176127 0.026 Uiso 1 1 calc R . . . .
C12 C 0.54023(17) 0.18502(19) 0.02147(11) 0.0327(3) Uani 1 1 d . . . . .
H12A H 0.582785 0.082742 0.014736 0.039 Uiso 1 1 calc R . . . .
H12B H 0.611978 0.231836 -0.028402 0.039 Uiso 1 1 calc R . . . .
C13 C 0.38279(18) 0.22777(19) -0.00174(12) 0.0347(4) Uani 1 1 d . . . . .
H13A H 0.311642 0.180846 0.046985 0.052 Uiso 1 1 calc GR . . . .
H13B H 0.393819 0.200651 -0.069990 0.052 Uiso 1 1 calc GR . . . .
H13C H 0.341537 0.329355 0.002854 0.052 Uiso 1 1 calc GR . . . .
C14 C 0.64420(14) 0.41537(13) 0.23453(9) 0.0170(3) Uani 1 1 d . . . . .
C15 C 0.51640(15) 0.48407(13) 0.31531(10) 0.0199(3) Uani 1 1 d . . . . .
H15 H 0.494677 0.582572 0.319804 0.024 Uiso 1 1 calc R . . . .
C16 C 0.42796(14) 0.41343(13) 0.38379(9) 0.0182(3) Uani 1 1 d . . . . .
C17 C 0.45825(14) 0.25787(13) 0.37827(9) 0.0169(3) Uani 1 1 d . . . . .
H17A H 0.403904 0.237912 0.331368 0.020 Uiso 1 1 calc R . . . .
H17B H 0.415195 0.218542 0.445744 0.020 Uiso 1 1 calc R . . . .
O18 O 0.70383(11) 0.47968(10) 0.16081(7) 0.0238(2) Uani 1 1 d . . . . .
C19 C 0.29293(16) 0.48276(15) 0.46506(11) 0.0269(3) Uani 1 1 d . . . . .
H19A H 0.305327 0.440558 0.530736 0.040 Uiso 1 1 calc GR . . . .
H19B H 0.197459 0.470437 0.454440 0.040 Uiso 1 1 calc GR . . . .
H19C H 0.287349 0.582805 0.463373 0.040 Uiso 1 1 calc GR . . . .
C20 C 0.67572(14) 0.15054(12) 0.52723(9) 0.0164(3) Uani 1 1 d . . . . .
C21 C 0.80550(14) 0.14832(12) 0.56283(9) 0.0169(3) Uani 1 1 d . . . . .
N22 N 0.92128(12) 0.17653(11) 0.48277(8) 0.0165(2) Uani 1 1 d . . . . .
C23 C 0.54468(15) 0.12070(13) 0.59769(10) 0.0195(3) Uani 1 1 d . . . . .
H23 H 0.455974 0.119962 0.576606 0.023 Uiso 1 1 calc R . . . .
C24 C 0.54667(16) 0.09260(14) 0.69750(10) 0.0223(3) Uani 1 1 d . . . . .
H24 H 0.457976 0.073586 0.744893 0.027 Uiso 1 1 calc R . . . .
C25 C 0.67692(16) 0.09149(14) 0.73053(10) 0.0225(3) Uani 1 1 d . . . . .
H25 H 0.675026 0.071543 0.799644 0.027 Uiso 1 1 calc R . . . .
C26 C 0.80774(15) 0.11906(13) 0.66373(10) 0.0197(3) Uani 1 1 d . . . . .
H26 H 0.896215 0.118147 0.685661 0.024 Uiso 1 1 calc R . . . .
C27 C 1.07230(15) 0.18025(14) 0.49232(10) 0.0202(3) Uani 1 1 d . . . . .
H27A H 1.065318 0.271457 0.516409 0.030 Uiso 1 1 calc GR . . . .
H27B H 1.147804 0.165512 0.426484 0.030 Uiso 1 1 calc GR . . . .
H27C H 1.105370 0.106276 0.540495 0.030 Uiso 1 1 calc GR . . . .
C28 C 0.99447(14) 0.37776(13) 0.28608(9) 0.0177(3) Uani 1 1 d . . . . .
O29 O 1.02451(13) 0.41470(11) 0.35796(7) 0.0291(2) Uani 1 1 d . . . . .
N30 N 0.99773(13) 0.45018(11) 0.19828(8) 0.0189(2) Uani 1 1 d . . . . .
C31 C 1.01747(16) 0.59529(13) 0.18063(10) 0.0208(3) Uani 1 1 d . . . . .
C32 C 1.00477(19) 0.64125(16) 0.07375(11) 0.0306(3) Uani 1 1 d . . . . .
H32A H 0.905570 0.633256 0.066485 0.046 Uiso 1 1 calc GR . . . .
H32B H 1.089718 0.581369 0.025545 0.046 Uiso 1 1 calc GR . . . .
H32C H 1.010865 0.738672 0.060474 0.046 Uiso 1 1 calc GR . . . .
C33 C 1.17673(17) 0.59717(16) 0.19005(12) 0.0302(3) Uani 1 1 d . . . . .
H33A H 1.257072 0.532229 0.142766 0.045 Uiso 1 1 calc GR . . . .
H33B H 1.184170 0.568558 0.259035 0.045 Uiso 1 1 calc GR . . . .
H33C H 1.191143 0.691916 0.174383 0.045 Uiso 1 1 calc GR . . . .
C34 C 0.88812(18) 0.69272(15) 0.25530(12) 0.0310(3) Uani 1 1 d . . . . .
H34A H 0.895585 0.663274 0.324179 0.046 Uiso 1 1 calc GR . . . .
H34B H 0.787414 0.688403 0.248384 0.046 Uiso 1 1 calc GR . . . .
H34C H 0.898586 0.788846 0.241132 0.046 Uiso 1 1 calc GR . . . .
H30 H 0.957(2) 0.4229(18) 0.1572(13) 0.029(4) 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
N1 C2 1.4719(15) . ?
N1 C6 1.4589(15) . ?
N1 C7 1.3812(16) . ?
C2 C3 1.5540(16) . ?
C2 C9 1.5311(16) . ?
C2 C14 1.5570(17) . ?
C3 H3 1.0000 . ?
C3 C4 1.5109(17) . ?
C3 C17 1.5349(16) . ?
C4 C5 1.3725(17) . ?
C4 C20 1.4427(17) . ?
C5 C6 1.5056(17) . ?
C5 N22 1.3830(16) . ?
C6 H6 1.0000 . ?
C6 C28 1.5604(17) . ?
C7 C8 1.4744(17) . ?
C7 O10 1.2233(16) . ?
C8 H8 0.9500 . ?
C8 C9 1.3336(18) . ?
C9 C11 1.5000(17) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.5151(19) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.522(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.4536(18) . ?
C14 O18 1.2206(16) . ?
C15 H15 0.9500 . ?
C15 C16 1.3422(18) . ?
C16 C17 1.5014(17) . ?
C16 C19 1.4925(18) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.4182(17) . ?
C20 C23 1.4125(18) . ?
C21 N22 1.3770(16) . ?
C21 C26 1.3972(18) . ?
N22 C27 1.4571(16) . ?
C23 H23 0.9500 . ?
C23 C24 1.3808(18) . ?
C24 H24 0.9500 . ?
C24 C25 1.4049(19) . ?
C25 H25 0.9500 . ?
C25 C26 1.3817(19) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 O29 1.2209(16) . ?
C28 N30 1.3378(17) . ?
N30 C31 1.4891(16) . ?
N30 H30 0.863(18) . ?
C31 C32 1.5240(19) . ?
C31 C33 1.5273(19) . ?
C31 C34 1.5312(19) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N1 C2 123.53(10) . . ?
C7 N1 C2 111.50(10) . . ?
C7 N1 C6 121.84(10) . . ?
N1 C2 C3 110.72(9) . . ?
N1 C2 C9 101.32(9) . . ?
N1 C2 C14 110.30(9) . . ?
C3 C2 C14 113.53(10) . . ?
C9 C2 C3 111.50(10) . . ?
C9 C2 C14 108.80(10) . . ?
C2 C3 H3 107.4 . . ?
C4 C3 C2 110.82(10) . . ?
C4 C3 H3 107.4 . . ?
C4 C3 C17 112.93(10) . . ?
C17 C3 C2 110.56(10) . . ?
C17 C3 H3 107.4 . . ?
C5 C4 C3 123.91(11) . . ?
C5 C4 C20 106.69(11) . . ?
C20 C4 C3 129.06(11) . . ?
C4 C5 C6 124.65(11) . . ?
C4 C5 N22 110.48(11) . . ?
N22 C5 C6 124.84(11) . . ?
N1 C6 C5 107.98(10) . . ?
N1 C6 H6 107.1 . . ?
N1 C6 C28 115.05(10) . . ?
C5 C6 H6 107.1 . . ?
C5 C6 C28 112.10(10) . . ?
C28 C6 H6 107.1 . . ?
N1 C7 C8 106.18(10) . . ?
O10 C7 N1 124.77(12) . . ?
O10 C7 C8 129.04(12) . . ?
C7 C8 H8 124.9 . . ?
C9 C8 C7 110.17(11) . . ?
C9 C8 H8 124.9 . . ?
C8 C9 C2 109.67(11) . . ?
C8 C9 C11 127.93(12) . . ?
C11 C9 C2 122.33(11) . . ?
C9 C11 H11A 108.6 . . ?
C9 C11 H11B 108.6 . . ?
C9 C11 C12 114.49(11) . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
C11 C12 C13 112.26(12) . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C2 118.98(11) . . ?
O18 C14 C2 118.52(11) . . ?
O18 C14 C15 122.49(12) . . ?
C14 C15 H15 118.8 . . ?
C16 C15 C14 122.40(12) . . ?
C16 C15 H15 118.8 . . ?
C15 C16 C17 120.14(11) . . ?
C15 C16 C19 123.14(12) . . ?
C19 C16 C17 116.66(11) . . ?
C3 C17 H17A 109.1 . . ?
C3 C17 H17B 109.1 . . ?
C16 C17 C3 112.67(10) . . ?
C16 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C4 106.13(11) . . ?
C23 C20 C4 136.08(12) . . ?
C23 C20 C21 117.78(11) . . ?
N22 C21 C20 108.78(11) . . ?
N22 C21 C26 128.45(12) . . ?
C26 C21 C20 122.77(12) . . ?
C5 N22 C27 128.79(10) . . ?
C21 N22 C5 107.90(10) . . ?
C21 N22 C27 123.31(10) . . ?
C20 C23 H23 120.3 . . ?
C24 C23 C20 119.40(12) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.48(12) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.81(12) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 H26 121.1 . . ?
C25 C26 C21 117.75(12) . . ?
C25 C26 H26 121.1 . . ?
N22 C27 H27A 109.5 . . ?
N22 C27 H27B 109.5 . . ?
N22 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O29 C28 C6 118.60(11) . . ?
O29 C28 N30 124.71(12) . . ?
N30 C28 C6 116.62(11) . . ?
C28 N30 C31 123.92(11) . . ?
C28 N30 H30 116.7(11) . . ?
C31 N30 H30 116.4(11) . . ?
N30 C31 C32 106.88(11) . . ?
N30 C31 C33 110.02(11) . . ?
N30 C31 C34 109.81(11) . . ?
C32 C31 C33 109.64(12) . . ?
C32 C31 C34 109.20(12) . . ?
C33 C31 C34 111.18(12) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34B 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
N1 C2 C3 C4 37.42(13) . . . . ?
N1 C2 C3 C17 163.42(10) . . . . ?
N1 C2 C9 C8 7.74(13) . . . . ?
N1 C2 C9 C11 -169.72(11) . . . . ?
N1 C2 C14 C15 -131.02(11) . . . . ?
N1 C2 C14 O18 49.85(15) . . . . ?
N1 C6 C28 O29 161.12(11) . . . . ?
N1 C6 C28 N30 -21.97(16) . . . . ?
N1 C7 C8 C9 -4.73(14) . . . . ?
C2 N1 C6 C5 37.72(14) . . . . ?
C2 N1 C6 C28 -88.32(13) . . . . ?
C2 N1 C7 C8 10.08(13) . . . . ?
C2 N1 C7 O10 -170.44(12) . . . . ?
C2 C3 C4 C5 -18.17(16) . . . . ?
C2 C3 C4 C20 169.40(11) . . . . ?
C2 C3 C17 C16 -53.75(13) . . . . ?
C2 C9 C11 C12 164.38(12) . . . . ?
C2 C14 C15 C16 -14.80(18) . . . . ?
C3 C2 C9 C8 -110.07(12) . . . . ?
C3 C2 C9 C11 72.47(14) . . . . ?
C3 C2 C14 C15 -6.11(15) . . . . ?
C3 C2 C14 O18 174.77(11) . . . . ?
C3 C4 C5 C6 5.23(19) . . . . ?
C3 C4 C5 N22 -172.97(10) . . . . ?
C3 C4 C20 C21 173.28(11) . . . . ?
C3 C4 C20 C23 -5.7(2) . . . . ?
C4 C3 C17 C16 71.06(13) . . . . ?
C4 C5 C6 N1 -11.95(16) . . . . ?
C4 C5 C6 C28 115.80(13) . . . . ?
C4 C5 N22 C21 -1.31(14) . . . . ?
C4 C5 N22 C27 178.88(11) . . . . ?
C4 C20 C21 N22 -0.62(13) . . . . ?
C4 C20 C21 C26 -179.65(11) . . . . ?
C4 C20 C23 C24 179.70(13) . . . . ?
C5 C4 C20 C21 -0.17(13) . . . . ?
C5 C4 C20 C23 -179.14(14) . . . . ?
C5 C6 C28 O29 37.23(16) . . . . ?
C5 C6 C28 N30 -145.86(11) . . . . ?
C6 N1 C2 C3 -52.77(14) . . . . ?
C6 N1 C2 C9 -171.15(10) . . . . ?
C6 N1 C2 C14 73.74(13) . . . . ?
C6 N1 C7 C8 170.70(10) . . . . ?
C6 N1 C7 O10 -9.82(19) . . . . ?
C6 C5 N22 C21 -179.50(11) . . . . ?
C6 C5 N22 C27 0.68(19) . . . . ?
C6 C28 N30 C31 174.56(11) . . . . ?
C7 N1 C2 C3 107.46(11) . . . . ?
C7 N1 C2 C9 -10.91(12) . . . . ?
C7 N1 C2 C14 -126.03(11) . . . . ?
C7 N1 C6 C5 -120.54(12) . . . . ?
C7 N1 C6 C28 113.42(12) . . . . ?
C7 C8 C9 C2 -2.22(14) . . . . ?
C7 C8 C9 C11 175.06(12) . . . . ?
C8 C9 C11 C12 -12.6(2) . . . . ?
C9 C2 C3 C4 149.42(10) . . . . ?
C9 C2 C3 C17 -84.59(12) . . . . ?
C9 C2 C14 C15 118.68(12) . . . . ?
C9 C2 C14 O18 -60.45(14) . . . . ?
C9 C11 C12 C13 -176.30(13) . . . . ?
O10 C7 C8 C9 175.82(13) . . . . ?
C14 C2 C3 C4 -87.27(12) . . . . ?
C14 C2 C3 C17 38.73(13) . . . . ?
C14 C2 C9 C8 123.96(11) . . . . ?
C14 C2 C9 C11 -53.49(15) . . . . ?
C14 C15 C16 C17 -0.57(19) . . . . ?
C14 C15 C16 C19 -177.81(12) . . . . ?
C15 C16 C17 C3 35.98(16) . . . . ?
C17 C3 C4 C5 -142.83(12) . . . . ?
C17 C3 C4 C20 44.74(16) . . . . ?
O18 C14 C15 C16 164.29(12) . . . . ?
C19 C16 C17 C3 -146.60(11) . . . . ?
C20 C4 C5 C6 179.10(11) . . . . ?
C20 C4 C5 N22 0.90(14) . . . . ?
C20 C21 N22 C5 1.17(13) . . . . ?
C20 C21 N22 C27 -179.00(11) . . . . ?
C20 C21 C26 C25 -0.05(19) . . . . ?
C20 C23 C24 C25 -0.7(2) . . . . ?
C21 C20 C23 C24 0.82(18) . . . . ?
N22 C5 C6 N1 165.99(11) . . . . ?
N22 C5 C6 C28 -66.26(15) . . . . ?
N22 C21 C26 C25 -178.88(12) . . . . ?
C23 C20 C21 N22 178.57(11) . . . . ?
C23 C20 C21 C26 -0.46(18) . . . . ?
C23 C24 C25 C26 0.2(2) . . . . ?
C24 C25 C26 C21 0.20(19) . . . . ?
C26 C21 N22 C5 -179.87(12) . . . . ?
C26 C21 N22 C27 0.0(2) . . . . ?
C28 N30 C31 C32 -176.62(12) . . . . ?
C28 N30 C31 C33 64.40(16) . . . . ?
C28 N30 C31 C34 -58.29(16) . . . . ?
O29 C28 N30 C31 -8.7(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
