# 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_ev2031
_database_code_depnum_ccdc_archive 'CCDC 1900531'
loop_
_audit_author_name
_audit_author_address
'Luc Van Meervelt'
;KU Leuven
Belgium
;
_audit_update_record             
;
2019-03-01 deposited with the CCDC.	2019-10-23 downloaded from the CCDC.
;
_audit_creation_date             2018-11-23
_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 H28 N2 O3'
_chemical_formula_sum            'C25 H28 N2 O3'
_chemical_formula_weight         404.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H28 N2 O3'
_chemical_oxdiff_usercomment     TN-001R48B
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.4238(5)
_cell_length_b                   10.0908(3)
_cell_length_c                   16.9778(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.486(4)
_cell_angle_gamma                90
_cell_volume                     2285.05(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8698
_cell_measurement_temperature    294
_cell_measurement_theta_max      21.9590
_cell_measurement_theta_min      2.7200
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73733
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            36041
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.352
_diffrn_ambient_temperature      294
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9631
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  25.00   1.00   30.00    --  -17.15 -99.00 -30.00   45
  2  ω    -20.00  25.00   1.00   30.00    --  -17.15 -99.00-150.00   45
  3  ω    -61.00  56.00   1.00   30.00    --  -17.15  19.00  90.00  117
  4  ω     34.00  95.00   1.00   30.00    --   18.79-178.00-120.00   61
  5  ω     -7.00  91.00   1.00   30.00    --   18.79  38.00 -60.00   98
  6  ω    -20.00  61.00   1.00   30.00    --   18.79 -99.00 -60.00   81
  7  ω    -50.00  39.00   1.00   30.00    --   18.79 -57.00-150.00   89
  8  ω     -3.00  88.00   1.00   30.00    --   18.79  57.00 120.00   91
  9  ω    -86.00 -53.00   1.00   30.00    --  -17.15 -57.00 120.00   33
 10  ω    -20.00  61.00   1.00   30.00    --   18.79 -99.00  90.00   81
 11  ω     -3.00  88.00   1.00   30.00    --   18.79  57.00   0.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0456493000
_diffrn_orient_matrix_UB_12      0.0007594000
_diffrn_orient_matrix_UB_13      -0.0254713000
_diffrn_orient_matrix_UB_21      -0.0082528000
_diffrn_orient_matrix_UB_22      -0.0673781000
_diffrn_orient_matrix_UB_23      0.0092869000
_diffrn_orient_matrix_UB_31      -0.0259786000
_diffrn_orient_matrix_UB_32      0.0200947000
_diffrn_orient_matrix_UB_33      0.0321296000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2867
_reflns_number_total             4653
_reflns_odcompleteness_completeness 99.90
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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         0.332
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.0037(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4653
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0677
_refine_ls_restrained_S_all      1.052
_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)+(0.0826P)²+0.5545P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1724
_refine_ls_wR_factor_ref         0.1975
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(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:
 C7(H7), C8(H8), C9(H9), C10(H10), C16(H16)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C15(H15), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), N26(H26)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C17(H17A,H17B,H17C), C28(H28A,H28B,H28C), C29(H29A,H29B,
 H29C), C30(H30A,H30B,H30C)
;
_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
N1 N 0.44724(14) 0.42135(18) 0.71215(12) 0.0606(5) Uani 1 1 d . . . . .
C2 C 0.5032(2) 0.3390(3) 0.76572(18) 0.0721(7) Uani 1 1 d . . . . .
C3 C 0.4744(2) 0.2023(2) 0.74294(19) 0.0810(8) Uani 1 1 d . . . . .
H3 H 0.504745 0.126741 0.765999 0.097 Uiso 1 1 calc R . . . .
C4 C 0.3995(2) 0.2016(2) 0.68525(18) 0.0727(7) Uani 1 1 d . . . . .
C5 C 0.37346(18) 0.3425(2) 0.66125(15) 0.0618(6) Uani 1 1 d . . . . .
C6 C 0.3866(2) 0.3721(2) 0.57337(16) 0.0686(7) Uani 1 1 d . . . . .
C7 C 0.3120(2) 0.4735(3) 0.53845(16) 0.0705(7) Uani 1 1 d . . . . .
H7 H 0.324417 0.498079 0.484577 0.085 Uiso 1 1 calc R . . . .
C8 C 0.32273(18) 0.5964(2) 0.59554(15) 0.0616(6) Uani 1 1 d . . . . .
H8 H 0.392849 0.625039 0.598930 0.074 Uiso 1 1 calc R . . . .
C9 C 0.30388(17) 0.5507(2) 0.67964(14) 0.0599(6) Uani 1 1 d . . . . .
H9 H 0.253360 0.606334 0.700903 0.072 Uiso 1 1 calc R . . . .
C10 C 0.40081(17) 0.5456(2) 0.73649(15) 0.0607(6) Uani 1 1 d . . . . .
H10 H 0.382867 0.533627 0.790402 0.073 Uiso 1 1 calc R . . . .
O11 O 0.56221(16) 0.37873(19) 0.81986(14) 0.0913(6) Uani 1 1 d . . . . .
C12 C 0.3483(3) 0.0875(3) 0.6429(2) 0.0977(10) Uani 1 1 d . . . . .
H12A H 0.276964 0.099292 0.639970 0.147 Uiso 1 1 calc GR . . . .
H12B H 0.366957 0.007151 0.670999 0.147 Uiso 1 1 calc GR . . . .
H12C H 0.367712 0.082339 0.590266 0.147 Uiso 1 1 calc GR . . . .
O13 O 0.45055(17) 0.3221(2) 0.53958(13) 0.0965(7) Uani 1 1 d . . . . .
C14 C 0.2099(2) 0.4113(3) 0.53911(18) 0.0795(8) Uani 1 1 d . . . . .
C15 C 0.1914(2) 0.3749(3) 0.61079(19) 0.0781(8) Uani 1 1 d . . . . .
H15 H 0.131277 0.334646 0.619534 0.094 Uiso 1 1 calc R . . . .
C16 C 0.27190(18) 0.4019(2) 0.67710(16) 0.0652(6) Uani 1 1 d . . . . .
H16 H 0.252330 0.372403 0.728166 0.078 Uiso 1 1 calc R . . . .
C17 C 0.1397(3) 0.3964(4) 0.4647(2) 0.1203(13) Uani 1 1 d . . . . .
H17A H 0.126945 0.481812 0.440723 0.180 Uiso 1 1 calc GR . . . .
H17B H 0.077776 0.358491 0.477095 0.180 Uiso 1 1 calc GR . . . .
H17C H 0.169351 0.339442 0.428510 0.180 Uiso 1 1 calc GR . . . .
C18 C 0.2598(2) 0.7107(2) 0.56087(15) 0.0653(7) Uani 1 1 d . . . . .
C19 C 0.3014(2) 0.7984(3) 0.51121(17) 0.0809(8) Uani 1 1 d . . . . .
H19 H 0.367584 0.787577 0.501220 0.097 Uiso 1 1 calc R . . . .
C20 C 0.2451(3) 0.9023(3) 0.4762(2) 0.1007(11) Uani 1 1 d . . . . .
H20 H 0.274042 0.960841 0.443087 0.121 Uiso 1 1 calc R . . . .
C21 C 0.1476(3) 0.9197(3) 0.4898(2) 0.1106(12) Uani 1 1 d . . . . .
H21 H 0.109988 0.988878 0.465629 0.133 Uiso 1 1 calc R . . . .
C22 C 0.1061(3) 0.8349(4) 0.5390(2) 0.1080(11) Uani 1 1 d . . . . .
H22 H 0.040068 0.847058 0.549225 0.130 Uiso 1 1 calc R . . . .
C23 C 0.1614(2) 0.7306(3) 0.57400(18) 0.0874(9) Uani 1 1 d . . . . .
H23 H 0.131656 0.672789 0.607030 0.105 Uiso 1 1 calc R . . . .
C24 C 0.46355(19) 0.6698(2) 0.73520(14) 0.0615(6) Uani 1 1 d . . . . .
O25 O 0.42221(15) 0.77793(17) 0.73651(14) 0.0976(7) Uani 1 1 d . . . . .
N26 N 0.56033(16) 0.65376(19) 0.73357(15) 0.0778(7) Uani 1 1 d . . . . .
H26 H 0.581445 0.573451 0.731934 0.093 Uiso 1 1 calc R . . . .
C27 C 0.6361(2) 0.7581(3) 0.7342(2) 0.0951(10) Uani 1 1 d . . . . .
C28 C 0.6143(4) 0.8427(4) 0.6611(2) 0.1363(16) Uani 1 1 d . . . . .
H28A H 0.611828 0.787763 0.614744 0.204 Uiso 1 1 calc GR . . . .
H28B H 0.666171 0.907843 0.659720 0.204 Uiso 1 1 calc GR . . . .
H28C H 0.550906 0.886385 0.662213 0.204 Uiso 1 1 calc GR . . . .
C29 C 0.6341(3) 0.8445(3) 0.8080(2) 0.1191(13) Uani 1 1 d . . . . .
H29A H 0.571277 0.890602 0.805268 0.179 Uiso 1 1 calc GR . . . .
H29B H 0.687918 0.907650 0.810531 0.179 Uiso 1 1 calc GR . . . .
H29C H 0.642011 0.789617 0.854430 0.179 Uiso 1 1 calc GR . . . .
C30 C 0.7360(3) 0.6868(4) 0.7381(4) 0.197(3) Uani 1 1 d . . . . .
H30A H 0.744825 0.651969 0.686701 0.296 Uiso 1 1 calc GR . . . .
H30B H 0.737328 0.615524 0.775598 0.296 Uiso 1 1 calc GR . . . .
H30C H 0.789235 0.747933 0.754352 0.296 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 1.388(3) . ?
N1 C5 1.472(3) . ?
N1 C10 1.480(3) . ?
C2 C3 1.472(4) . ?
C2 O11 1.212(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.322(4) . ?
C4 C5 1.509(3) . ?
C4 C12 1.484(4) . ?
C5 C6 1.551(4) . ?
C5 C16 1.540(3) . ?
C6 C7 1.507(4) . ?
C6 O13 1.196(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.571(3) . ?
C7 C14 1.508(4) . ?
C8 H8 0.9800 . ?
C8 C9 1.548(3) . ?
C8 C18 1.510(3) . ?
C9 H9 0.9800 . ?
C9 C10 1.531(3) . ?
C9 C16 1.562(3) . ?
C10 H10 0.9800 . ?
C10 C24 1.511(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C14 C15 1.321(4) . ?
C14 C17 1.496(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.495(4) . ?
C16 H16 0.9800 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.383(4) . ?
C18 C23 1.378(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.386(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.366(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.358(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(4) . ?
C23 H23 0.9300 . ?
C24 O25 1.226(3) . ?
C24 N26 1.313(3) . ?
N26 H26 0.8600 . ?
N26 C27 1.463(3) . ?
C27 C28 1.508(5) . ?
C27 C29 1.528(5) . ?
C27 C30 1.518(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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
C2 N1 C5 109.83(19) . . ?
C2 N1 C10 122.6(2) . . ?
C5 N1 C10 110.19(17) . . ?
N1 C2 C3 106.4(2) . . ?
O11 C2 N1 123.9(2) . . ?
O11 C2 C3 129.7(3) . . ?
C2 C3 H3 124.6 . . ?
C4 C3 C2 110.8(2) . . ?
C4 C3 H3 124.6 . . ?
C3 C4 C5 109.2(2) . . ?
C3 C4 C12 129.4(2) . . ?
C12 C4 C5 121.3(3) . . ?
N1 C5 C4 103.3(2) . . ?
N1 C5 C6 108.57(19) . . ?
N1 C5 C16 103.74(18) . . ?
C4 C5 C6 113.1(2) . . ?
C4 C5 C16 120.1(2) . . ?
C16 C5 C6 107.0(2) . . ?
C7 C6 C5 111.5(2) . . ?
O13 C6 C5 123.1(2) . . ?
O13 C6 C7 125.4(3) . . ?
C6 C7 H7 111.3 . . ?
C6 C7 C8 106.4(2) . . ?
C6 C7 C14 106.2(2) . . ?
C8 C7 H7 111.3 . . ?
C14 C7 H7 111.3 . . ?
C14 C7 C8 110.2(2) . . ?
C7 C8 H8 106.8 . . ?
C9 C8 C7 108.71(19) . . ?
C9 C8 H8 106.8 . . ?
C18 C8 C7 110.7(2) . . ?
C18 C8 H8 106.8 . . ?
C18 C8 C9 116.4(2) . . ?
C8 C9 H9 111.2 . . ?
C8 C9 C16 109.52(19) . . ?
C10 C9 C8 112.07(19) . . ?
C10 C9 H9 111.2 . . ?
C10 C9 C16 101.32(18) . . ?
C16 C9 H9 111.2 . . ?
N1 C10 C9 101.97(18) . . ?
N1 C10 H10 108.2 . . ?
N1 C10 C24 116.46(19) . . ?
C9 C10 H10 108.2 . . ?
C24 C10 C9 113.47(19) . . ?
C24 C10 H10 108.2 . . ?
C4 C12 H12A 109.5 . . ?
C4 C12 H12B 109.5 . . ?
C4 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C14 C7 112.9(3) . . ?
C15 C14 C17 125.7(3) . . ?
C17 C14 C7 121.4(3) . . ?
C14 C15 H15 121.7 . . ?
C14 C15 C16 116.6(2) . . ?
C16 C15 H15 121.7 . . ?
C5 C16 C9 97.63(18) . . ?
C5 C16 H16 111.6 . . ?
C9 C16 H16 111.6 . . ?
C15 C16 C5 112.1(2) . . ?
C15 C16 C9 111.6(2) . . ?
C15 C16 H16 111.6 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C8 118.7(2) . . ?
C23 C18 C8 123.6(2) . . ?
C23 C18 C19 117.7(3) . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.5(3) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.7(3) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.4(3) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.4(3) . . ?
C23 C22 H22 119.8 . . ?
C18 C23 C22 121.3(3) . . ?
C18 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
O25 C24 C10 118.9(2) . . ?
O25 C24 N26 124.1(2) . . ?
N26 C24 C10 116.9(2) . . ?
C24 N26 H26 116.6 . . ?
C24 N26 C27 126.9(2) . . ?
C27 N26 H26 116.6 . . ?
N26 C27 C28 109.3(3) . . ?
N26 C27 C29 109.9(3) . . ?
N26 C27 C30 105.6(3) . . ?
C28 C27 C29 109.4(3) . . ?
C28 C27 C30 113.1(4) . . ?
C30 C27 C29 109.4(4) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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 -6.0(3) . . . . ?
N1 C5 C6 C7 -97.9(2) . . . . ?
N1 C5 C6 O13 80.2(3) . . . . ?
N1 C5 C16 C9 40.5(2) . . . . ?
N1 C5 C16 C15 157.6(2) . . . . ?
N1 C10 C24 O25 163.2(2) . . . . ?
N1 C10 C24 N26 -17.5(3) . . . . ?
C2 N1 C5 C4 -5.7(3) . . . . ?
C2 N1 C5 C6 -126.1(2) . . . . ?
C2 N1 C5 C16 120.3(2) . . . . ?
C2 N1 C10 C9 -145.5(2) . . . . ?
C2 N1 C10 C24 90.4(3) . . . . ?
C2 C3 C4 C5 2.4(3) . . . . ?
C2 C3 C4 C12 178.4(3) . . . . ?
C3 C4 C5 N1 1.9(3) . . . . ?
C3 C4 C5 C6 119.1(3) . . . . ?
C3 C4 C5 C16 -112.9(3) . . . . ?
C4 C5 C6 C7 148.0(2) . . . . ?
C4 C5 C6 O13 -33.9(3) . . . . ?
C4 C5 C16 C9 155.1(2) . . . . ?
C4 C5 C16 C15 -87.8(3) . . . . ?
C5 N1 C2 C3 7.1(3) . . . . ?
C5 N1 C2 O11 -172.2(3) . . . . ?
C5 N1 C10 C9 -14.0(2) . . . . ?
C5 N1 C10 C24 -138.0(2) . . . . ?
C5 C6 C7 C8 53.4(3) . . . . ?
C5 C6 C7 C14 -64.0(3) . . . . ?
C6 C5 C16 C9 -74.2(2) . . . . ?
C6 C5 C16 C15 43.0(3) . . . . ?
C6 C7 C8 C9 -57.7(3) . . . . ?
C6 C7 C8 C18 173.2(2) . . . . ?
C6 C7 C14 C15 57.7(3) . . . . ?
C6 C7 C14 C17 -123.0(3) . . . . ?
C7 C8 C9 C10 106.8(2) . . . . ?
C7 C8 C9 C16 -4.8(3) . . . . ?
C7 C8 C18 C19 -88.2(3) . . . . ?
C7 C8 C18 C23 89.7(3) . . . . ?
C7 C14 C15 C16 0.5(4) . . . . ?
C8 C7 C14 C15 -57.2(3) . . . . ?
C8 C7 C14 C17 122.1(3) . . . . ?
C8 C9 C10 N1 -77.2(2) . . . . ?
C8 C9 C10 C24 48.9(3) . . . . ?
C8 C9 C16 C5 69.3(2) . . . . ?
C8 C9 C16 C15 -48.2(3) . . . . ?
C8 C18 C19 C20 178.0(3) . . . . ?
C8 C18 C23 C22 -178.2(3) . . . . ?
C9 C8 C18 C19 147.0(2) . . . . ?
C9 C8 C18 C23 -35.1(4) . . . . ?
C9 C10 C24 O25 45.2(3) . . . . ?
C9 C10 C24 N26 -135.5(2) . . . . ?
C10 N1 C2 C3 138.9(2) . . . . ?
C10 N1 C2 O11 -40.5(4) . . . . ?
C10 N1 C5 C4 -143.6(2) . . . . ?
C10 N1 C5 C6 96.0(2) . . . . ?
C10 N1 C5 C16 -17.6(2) . . . . ?
C10 C9 C16 C5 -49.2(2) . . . . ?
C10 C9 C16 C15 -166.7(2) . . . . ?
C10 C24 N26 C27 -178.2(3) . . . . ?
O11 C2 C3 C4 173.3(3) . . . . ?
C12 C4 C5 N1 -174.5(2) . . . . ?
C12 C4 C5 C6 -57.3(3) . . . . ?
C12 C4 C5 C16 70.6(4) . . . . ?
O13 C6 C7 C8 -124.6(3) . . . . ?
O13 C6 C7 C14 118.0(3) . . . . ?
C14 C7 C8 C9 57.0(3) . . . . ?
C14 C7 C8 C18 -72.1(3) . . . . ?
C14 C15 C16 C5 -54.2(3) . . . . ?
C14 C15 C16 C9 54.2(3) . . . . ?
C16 C5 C6 C7 13.5(3) . . . . ?
C16 C5 C6 O13 -168.4(2) . . . . ?
C16 C9 C10 N1 39.5(2) . . . . ?
C16 C9 C10 C24 165.53(19) . . . . ?
C17 C14 C15 C16 -178.8(3) . . . . ?
C18 C8 C9 C10 -127.3(2) . . . . ?
C18 C8 C9 C16 121.1(2) . . . . ?
C18 C19 C20 C21 -0.3(5) . . . . ?
C19 C18 C23 C22 -0.2(5) . . . . ?
C19 C20 C21 C22 0.8(6) . . . . ?
C20 C21 C22 C23 -1.1(6) . . . . ?
C21 C22 C23 C18 0.8(6) . . . . ?
C23 C18 C19 C20 0.0(4) . . . . ?
C24 N26 C27 C28 -62.3(4) . . . . ?
C24 N26 C27 C29 57.8(4) . . . . ?
C24 N26 C27 C30 175.7(4) . . . . ?
O25 C24 N26 C27 1.0(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.291
_oxdiff_exptl_absorpt_empirical_full_min 0.740
####################################################################### 
# 
# 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_ev2028
_database_code_depnum_ccdc_archive 'CCDC 1900532'
loop_
_audit_author_name
_audit_author_address
'Luc Van Meervelt'
;KU Leuven
Belgium
;
_audit_update_record             
;
2019-03-01 deposited with the CCDC.	2019-10-23 downloaded from the CCDC.
;
_audit_creation_date             2018-10-18
_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         'C24 H26 N2 O3'
_chemical_formula_sum            'C24 H26 N2 O3'
_chemical_formula_weight         390.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H26 N2 O3'
_chemical_oxdiff_usercomment     TN-001R3B
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                   11.7236(5)
_cell_length_b                   11.7540(5)
_cell_length_c                   17.2404(8)
_cell_angle_alpha                73.252(4)
_cell_angle_beta                 73.789(4)
_cell_angle_gamma                71.074(4)
_cell_volume                     2106.23(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7100
_cell_measurement_temperature    294.15
_cell_measurement_theta_max      25.7880
_cell_measurement_theta_min      2.9800
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87813
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22533
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.478
_diffrn_ambient_temperature      294.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9631
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -90.00  27.00   1.00   30.00    --  -17.15 -19.00 -30.00  117
  2  ω    -20.00  25.00   1.00   30.00    --  -17.15 -99.00  60.00   45
  3  ω    -20.00  25.00   1.00   30.00    --  -17.15 -99.00-120.00   45
  4  ω    -50.00  39.00   1.00   30.00    --   18.79 -57.00-120.00   89
  5  ω    -90.00  27.00   1.00   30.00    --  -17.15 -19.00 120.00  117
  6  ω    -43.00  25.00   1.00   30.00    --  -17.15  38.00 150.00   68
  7  ω     35.00  95.00   1.00   30.00    --   18.79 178.00 150.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0585606000
_diffrn_orient_matrix_UB_12      -0.0404415000
_diffrn_orient_matrix_UB_13      0.0051333000
_diffrn_orient_matrix_UB_21      0.0187171000
_diffrn_orient_matrix_UB_22      0.0055980000
_diffrn_orient_matrix_UB_23      -0.0434631000
_diffrn_orient_matrix_UB_31      0.0221509000
_diffrn_orient_matrix_UB_32      0.0510399000
_diffrn_orient_matrix_UB_33      -0.0033950000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5453
_reflns_number_total             8322
_reflns_odcompleteness_completeness 96.52
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     544
_refine_ls_number_reflns         8322
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.056
_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)+(0.0436P)²+0.6839P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1407
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26-C27 = C26-C27A = C26-C28 = C26-C28A = C26-C29 = C26-C29A
 1.52 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(C27) \\sim Ueq, Uanis(C27A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(C27) = Uanis(C27A)
Uanis(C28) = Uanis(C28A)
Uanis(C29) = Uanis(C29A)
4. Rigid body (RIGU) restrains
 C26, C27, C27A, C28, C28A, C29, C29A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C27A)=Sof(H27D)=Sof(H27E)=Sof(H27F)=Sof(C28A)=Sof(H28D)=Sof(H28E)=
 Sof(H28F)=Sof(C29A)=Sof(H29D)=Sof(H29E)=Sof(H29F)=1-FVAR(1)
 Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(H27C)=Sof(C28)=Sof(H28A)=Sof(H28B)=Sof(H28C)=
 Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(H29C)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C12(H12), C13(H13), C35(H35), C36(H36), C37(H37),
 C41(H41), C42(H42)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C15(H15), C16(H16), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22),
 N25(H25), C32(H32), C44(H44), C45(H45), C47(H47), C48(H48), C49(H49), C50(H50),
  C51(H51), N54(H54)
6.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C27(H27A,H27B,H27C), C27A(H27D,H27E,H27F), C28(H28A,H28B,
 H28C), C28A(H28D,H28E,H28F), C29(H29A,H29B,H29C), C29A(H29D,H29E,H29F),
 C39(H39A,H39B,H39C), C56(H56A,H56B,H56C), C57(H57A,H57B,H57C), C58(H58A,H58B,
 H58C)
;
_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
N1 N 0.75371(16) 0.39293(16) 0.16528(11) 0.0463(4) Uani 1 1 d . . . . .
C2 C 0.7036(2) 0.4369(2) 0.23755(14) 0.0532(6) Uani 1 1 d . . . . .
C3 C 0.7215(2) 0.3304(2) 0.30622(14) 0.0557(6) Uani 1 1 d . . . . .
H3 H 0.688884 0.332890 0.361642 0.067 Uiso 1 1 calc R . . . .
C4 C 0.7901(2) 0.2296(2) 0.27940(13) 0.0507(6) Uani 1 1 d . . . . .
C5 C 0.81871(19) 0.26129(19) 0.18654(13) 0.0446(5) Uani 1 1 d . . . . .
C6 C 0.95336(19) 0.2550(2) 0.13968(13) 0.0476(5) Uani 1 1 d . . . . .
H6 H 0.996615 0.284349 0.167899 0.057 Uiso 1 1 calc R . . . .
C7 C 0.92547(19) 0.3481(2) 0.05824(13) 0.0463(5) Uani 1 1 d . . . . .
H7 H 0.999408 0.373087 0.024584 0.056 Uiso 1 1 calc R . . . .
C8 C 0.8291(2) 0.4562(2) 0.09183(13) 0.0480(5) Uani 1 1 d . . . . .
H8 H 0.872584 0.496672 0.112023 0.058 Uiso 1 1 calc R . . . .
O9 O 0.65702(17) 0.54573(16) 0.23872(11) 0.0735(5) Uani 1 1 d . . . . .
C10 C 0.8316(3) 0.1019(2) 0.32758(15) 0.0717(8) Uani 1 1 d . . . . .
H10A H 0.792831 0.049311 0.316591 0.108 Uiso 1 1 calc GR . . . .
H10B H 0.809283 0.101652 0.385589 0.108 Uiso 1 1 calc GR . . . .
H10C H 0.919415 0.072239 0.311633 0.108 Uiso 1 1 calc GR . . . .
C11 C 0.7687(2) 0.18894(19) 0.14778(13) 0.0449(5) Uani 1 1 d . . . . .
C12 C 0.8499(2) 0.1653(2) 0.06594(13) 0.0470(5) Uani 1 1 d . . . . .
H12 H 0.813922 0.126779 0.038681 0.056 Uiso 1 1 calc R . . . .
C13 C 0.8756(2) 0.2893(2) 0.00968(13) 0.0461(5) Uani 1 1 d . . . . .
H13 H 0.797077 0.345441 -0.002462 0.055 Uiso 1 1 calc R . . . .
O14 O 0.67713(14) 0.15359(15) 0.18049(10) 0.0606(4) Uani 1 1 d . . . . .
C15 C 0.9681(2) 0.0810(2) 0.08974(13) 0.0529(6) Uani 1 1 d . . . . .
H15 H 1.001570 0.002400 0.078922 0.063 Uiso 1 1 calc R . . . .
C16 C 1.0202(2) 0.1278(2) 0.12722(14) 0.0543(6) Uani 1 1 d . . . . .
H16 H 1.093698 0.084469 0.144733 0.065 Uiso 1 1 calc R . . . .
C17 C 0.9590(2) 0.2622(2) -0.07104(13) 0.0531(6) Uani 1 1 d . . . . .
C18 C 0.9080(3) 0.2596(2) -0.13400(15) 0.0713(8) Uani 1 1 d . . . . .
H18 H 0.822997 0.285744 -0.129237 0.086 Uiso 1 1 calc R . . . .
C19 C 0.9832(4) 0.2182(3) -0.20446(17) 0.0898(11) Uani 1 1 d . . . . .
H19 H 0.948121 0.217127 -0.246330 0.108 Uiso 1 1 calc R . . . .
C20 C 1.1081(4) 0.1792(3) -0.2119(2) 0.0979(12) Uani 1 1 d . . . . .
H20 H 1.157702 0.147035 -0.257195 0.118 Uiso 1 1 calc R . . . .
C21 C 1.1599(3) 0.1874(3) -0.1532(2) 0.0962(11) Uani 1 1 d . . . . .
H21 H 1.245225 0.165422 -0.160074 0.115 Uiso 1 1 calc R . . . .
C22 C 1.0864(3) 0.2284(3) -0.08275(16) 0.0713(8) Uani 1 1 d . . . . .
H22 H 1.123241 0.233282 -0.042929 0.086 Uiso 1 1 calc R . . . .
C23 C 0.7631(2) 0.5532(2) 0.02740(15) 0.0516(6) Uani 1 1 d . . . . .
O24 O 0.82272(17) 0.57719(18) -0.04300(12) 0.0849(6) Uani 1 1 d . . . . .
N25 N 0.64641(19) 0.60965(19) 0.05096(13) 0.0706(6) Uani 1 1 d . . . . .
H25 H 0.611238 0.583803 0.101065 0.085 Uiso 1 1 calc R . . . .
C26 C 0.5702(2) 0.7132(2) -0.00050(16) 0.0726(8) Uani 1 1 d D U . . .
C27 C 0.4365(4) 0.7369(7) 0.0448(4) 0.109(2) Uani 0.644(6) 1 d D U P A 1
H27A H 0.409503 0.663751 0.056146 0.164 Uiso 0.644(6) 1 calc GR . P A 1
H27B H 0.386592 0.803067 0.010899 0.164 Uiso 0.644(6) 1 calc GR . P A 1
H27C H 0.428721 0.758802 0.095849 0.164 Uiso 0.644(6) 1 calc GR . P A 1
C27A C 0.4768(10) 0.7842(11) 0.0638(6) 0.109(2) Uani 0.356(6) 1 d D U P A 2
H27D H 0.437598 0.728437 0.107236 0.164 Uiso 0.356(6) 1 calc GR . P A 2
H27E H 0.415741 0.848201 0.037426 0.164 Uiso 0.356(6) 1 calc GR . P A 2
H27F H 0.519193 0.819972 0.086783 0.164 Uiso 0.356(6) 1 calc GR . P A 2
C28 C 0.6207(13) 0.8246(9) -0.0218(6) 0.106(3) Uani 0.644(6) 1 d D U P A 1
H28A H 0.617216 0.847324 0.028205 0.159 Uiso 0.644(6) 1 calc GR . P A 1
H28B H 0.572284 0.892202 -0.055778 0.159 Uiso 0.644(6) 1 calc GR . P A 1
H28C H 0.704690 0.804807 -0.051297 0.159 Uiso 0.644(6) 1 calc GR . P A 1
C28A C 0.640(3) 0.806(2) -0.0541(11) 0.106(3) Uani 0.356(6) 1 d D U P A 2
H28D H 0.677047 0.830563 -0.020234 0.159 Uiso 0.356(6) 1 calc GR . P A 2
H28E H 0.584710 0.877479 -0.080293 0.159 Uiso 0.356(6) 1 calc GR . P A 2
H28F H 0.703765 0.769960 -0.095648 0.159 Uiso 0.356(6) 1 calc GR . P A 2
C29 C 0.5770(7) 0.6811(7) -0.0826(4) 0.1050(19) Uani 0.644(6) 1 d D U P A 1
H29A H 0.660165 0.668747 -0.113888 0.157 Uiso 0.644(6) 1 calc GR . P A 1
H29B H 0.523630 0.747412 -0.113980 0.157 Uiso 0.644(6) 1 calc GR . P A 1
H29C H 0.551561 0.607035 -0.071122 0.157 Uiso 0.644(6) 1 calc GR . P A 1
C29A C 0.5162(12) 0.6561(12) -0.0443(8) 0.1050(19) Uani 0.356(6) 1 d D U P A 2
H29D H 0.581474 0.606859 -0.078293 0.157 Uiso 0.356(6) 1 calc GR . P A 2
H29E H 0.464817 0.719927 -0.078419 0.157 Uiso 0.356(6) 1 calc GR . P A 2
H29F H 0.467836 0.605082 -0.004263 0.157 Uiso 0.356(6) 1 calc GR . P A 2
N30 N 0.33741(16) 0.50091(16) 0.35253(10) 0.0443(4) Uani 1 1 d . . . . .
C31 C 0.3841(2) 0.4693(3) 0.27557(15) 0.0610(7) Uani 1 1 d . . . . .
C32 C 0.4427(2) 0.3369(2) 0.29186(16) 0.0634(7) Uani 1 1 d . . . . .
H32 H 0.489682 0.293003 0.251385 0.076 Uiso 1 1 calc R . . . .
C33 C 0.4196(2) 0.2880(2) 0.37196(15) 0.0526(6) Uani 1 1 d . . . . .
C34 C 0.34307(19) 0.38813(18) 0.41758(12) 0.0413(5) Uani 1 1 d . . . . .
C35 C 0.20505(19) 0.39352(19) 0.45522(13) 0.0458(5) Uani 1 1 d . . . . .
H35 H 0.167202 0.374222 0.418270 0.055 Uiso 1 1 calc R . . . .
C36 C 0.15857(18) 0.53275(19) 0.45700(13) 0.0432(5) Uani 1 1 d . . . . .
H36 H 0.068475 0.560334 0.465811 0.052 Uiso 1 1 calc R . . . .
C37 C 0.21721(19) 0.59099(19) 0.36854(13) 0.0445(5) Uani 1 1 d . . . . .
H37 H 0.168390 0.591495 0.330585 0.053 Uiso 1 1 calc R . . . .
O38 O 0.3714(2) 0.5428(2) 0.21056(11) 0.0913(6) Uani 1 1 d . . . . .
C39 C 0.4622(3) 0.1579(2) 0.41594(19) 0.0791(8) Uani 1 1 d . . . . .
H39A H 0.517325 0.152631 0.449649 0.119 Uiso 1 1 calc GR . . . .
H39B H 0.504372 0.107345 0.376210 0.119 Uiso 1 1 calc GR . . . .
H39C H 0.392500 0.129735 0.450363 0.119 Uiso 1 1 calc GR . . . .
C40 C 0.39816(19) 0.39817(18) 0.48605(13) 0.0404(5) Uani 1 1 d . . . . .
C41 C 0.30011(19) 0.43507(19) 0.55938(13) 0.0436(5) Uani 1 1 d . . . . .
H41 H 0.335356 0.445941 0.601195 0.052 Uiso 1 1 calc R . . . .
C42 C 0.20389(18) 0.55402(19) 0.52717(12) 0.0413(5) Uani 1 1 d . . . . .
H42 H 0.247547 0.618328 0.501696 0.050 Uiso 1 1 calc R . . . .
O43 O 0.50791(13) 0.37375(14) 0.48172(10) 0.0542(4) Uani 1 1 d . . . . .
C44 C 0.2426(2) 0.3282(2) 0.59126(15) 0.0552(6) Uani 1 1 d . . . . .
H44 H 0.243135 0.279030 0.644238 0.066 Uiso 1 1 calc R . . . .
C45 C 0.1917(2) 0.3098(2) 0.53830(15) 0.0568(6) Uani 1 1 d . . . . .
H45 H 0.150417 0.248946 0.551953 0.068 Uiso 1 1 calc R . . . .
C46 C 0.09692(19) 0.6025(2) 0.59405(14) 0.0470(5) Uani 1 1 d . . . . .
C47 C 0.0310(2) 0.7243(2) 0.57571(16) 0.0610(6) Uani 1 1 d . . . . .
H47 H 0.053815 0.773744 0.524375 0.073 Uiso 1 1 calc R . . . .
C48 C -0.0694(3) 0.7743(3) 0.63308(19) 0.0748(8) Uani 1 1 d . . . . .
H48 H -0.112322 0.856754 0.619768 0.090 Uiso 1 1 calc R . . . .
C49 C -0.1053(3) 0.7034(3) 0.70858(19) 0.0753(8) Uani 1 1 d . . . . .
H49 H -0.173051 0.736790 0.746321 0.090 Uiso 1 1 calc R . . . .
C50 C -0.0411(3) 0.5834(3) 0.72807(17) 0.0735(8) Uani 1 1 d . . . . .
H50 H -0.064801 0.534721 0.779533 0.088 Uiso 1 1 calc R . . . .
C51 C 0.0601(2) 0.5330(2) 0.67132(15) 0.0616(7) Uani 1 1 d . . . . .
H51 H 0.103547 0.450962 0.685776 0.074 Uiso 1 1 calc R . . . .
C52 C 0.2219(2) 0.7214(2) 0.35800(14) 0.0510(6) Uani 1 1 d . . . . .
O53 O 0.12459(16) 0.80146(15) 0.37124(11) 0.0676(5) Uani 1 1 d . . . . .
N54 N 0.33322(18) 0.74184(17) 0.33339(13) 0.0585(5) Uani 1 1 d . . . . .
H54 H 0.395269 0.679669 0.325362 0.070 Uiso 1 1 calc R . . . .
C55 C 0.3592(3) 0.8617(2) 0.3187(2) 0.0720(8) Uani 1 1 d . . . . .
C56 C 0.4982(3) 0.8380(3) 0.2892(3) 0.1235(15) Uani 1 1 d . . . . .
H56A H 0.538322 0.777964 0.331050 0.185 Uiso 1 1 calc GR . . . .
H56B H 0.520868 0.913389 0.278495 0.185 Uiso 1 1 calc GR . . . .
H56C H 0.523029 0.807640 0.239264 0.185 Uiso 1 1 calc GR . . . .
C57 C 0.2932(3) 0.9554(3) 0.2530(2) 0.0905(10) Uani 1 1 d . . . . .
H57A H 0.318377 0.925210 0.203011 0.136 Uiso 1 1 calc GR . . . .
H57B H 0.313702 1.032006 0.242170 0.136 Uiso 1 1 calc GR . . . .
H57C H 0.205787 0.968175 0.272252 0.136 Uiso 1 1 calc GR . . . .
C58 C 0.3156(3) 0.9055(3) 0.4002(2) 0.1027(11) Uani 1 1 d . . . . .
H58A H 0.228303 0.916343 0.418394 0.154 Uiso 1 1 calc GR . . . .
H58B H 0.334212 0.982404 0.391911 0.154 Uiso 1 1 calc GR . . . .
H58C H 0.356997 0.845100 0.441380 0.154 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 1.390(3) . ?
N1 C5 1.474(3) . ?
N1 C8 1.482(3) . ?
C27Ab H27D 0.9600 . ?
C27Ab H27E 0.9600 . ?
C27Ab H27F 0.9600 . ?
C28Ab H28D 0.9600 . ?
C28Ab H28E 0.9600 . ?
C28Ab H28F 0.9600 . ?
C29Ab H29D 0.9600 . ?
C29Ab H29E 0.9600 . ?
C29Ab H29F 0.9600 . ?
C2 C3 1.459(3) . ?
C2 O9 1.221(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.324(3) . ?
C4 C5 1.500(3) . ?
C4 C10 1.488(3) . ?
C5 C6 1.548(3) . ?
C5 C11 1.544(3) . ?
C6 H6 0.9800 . ?
C6 C7 1.554(3) . ?
C6 C16 1.492(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.534(3) . ?
C7 C13 1.546(3) . ?
C8 H8 0.9800 . ?
C8 C23 1.520(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.510(3) . ?
C11 O14 1.208(2) . ?
C12 H12 0.9800 . ?
C12 C13 1.569(3) . ?
C12 C15 1.504(3) . ?
C13 H13 0.9800 . ?
C13 C17 1.513(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.318(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.389(3) . ?
C17 C22 1.387(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.398(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.366(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.356(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.390(4) . ?
C22 H22 0.9300 . ?
C23 O24 1.224(3) . ?
C23 N25 1.316(3) . ?
N25 H25 0.8600 . ?
N25 C26 1.477(3) . ?
C26 C27 1.517(4) . ?
C26 C27A 1.545(5) . ?
C26 C28 1.519(4) . ?
C26 C28A 1.519(5) . ?
C26 C29 1.542(4) . ?
C26 C29A 1.502(5) . ?
C27A H27A 0.9600 . ?
C27A H27B 0.9600 . ?
C27A H27C 0.9600 . ?
C28A H28A 0.9600 . ?
C28A H28B 0.9600 . ?
C28A H28C 0.9600 . ?
C29A H29A 0.9600 . ?
C29A H29B 0.9600 . ?
C29A H29C 0.9600 . ?
N30 C31 1.395(3) . ?
N30 C34 1.465(3) . ?
N30 C37 1.472(3) . ?
C31 C32 1.461(4) . ?
C31 O38 1.215(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.321(3) . ?
C33 C34 1.505(3) . ?
C33 C39 1.487(3) . ?
C34 C35 1.554(3) . ?
C34 C40 1.543(3) . ?
C35 H35 0.9800 . ?
C35 C36 1.555(3) . ?
C35 C45 1.485(3) . ?
C36 H36 0.9800 . ?
C36 C37 1.544(3) . ?
C36 C42 1.558(3) . ?
C37 H37 0.9800 . ?
C37 C52 1.508(3) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 C41 1.513(3) . ?
C40 O43 1.209(2) . ?
C41 H41 0.9800 . ?
C41 C42 1.554(3) . ?
C41 C44 1.509(3) . ?
C42 H42 0.9800 . ?
C42 C46 1.528(3) . ?
C44 H44 0.9300 . ?
C44 C45 1.319(3) . ?
C45 H45 0.9300 . ?
C46 C47 1.380(3) . ?
C46 C51 1.382(3) . ?
C47 H47 0.9300 . ?
C47 C48 1.395(3) . ?
C48 H48 0.9300 . ?
C48 C49 1.365(4) . ?
C49 H49 0.9300 . ?
C49 C50 1.359(4) . ?
C50 H50 0.9300 . ?
C50 C51 1.395(3) . ?
C51 H51 0.9300 . ?
C52 O53 1.233(3) . ?
C52 N54 1.333(3) . ?
N54 H54 0.8600 . ?
N54 C55 1.474(3) . ?
C55 C56 1.522(4) . ?
C55 C57 1.522(4) . ?
C55 C58 1.531(4) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 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
C2 N1 C5 108.92(17) . . ?
H27Db C27Ab H27E 109.5 . . ?
C2 N1 C8 122.70(18) . . ?
C5 N1 C8 109.71(16) . . ?
N1 C2 C3 106.7(2) . . ?
O9 C2 N1 123.7(2) . . ?
O9 C2 C3 129.6(2) . . ?
C2 C3 H3 124.4 . . ?
H27Eb C27Ab H27F 109.5 . . ?
H27Db C27Ab H27F 109.5 . . ?
H28Db C28Ab H28E 109.5 . . ?
H28Db C28Ab H28F 109.5 . . ?
H28Eb C28Ab H28F 109.5 . . ?
H29Db C29Ab H29E 109.5 . . ?
H29Db C29Ab H29F 109.5 . . ?
H29Eb C29Ab H29F 109.5 . . ?
C29Ab C26 C27A 115.5(7) . . ?
C28Ab C26 C27A 102.6(10) . . ?
C29Ab C26 C28A 116.9(10) . . ?
H27Aa C27A H27B 109.5 . . ?
H27Aa C27A H27C 109.5 . . ?
H27Ba C27A H27C 109.5 . . ?
H28Aa C28A H28B 109.5 . . ?
C4 C3 C2 111.2(2) . . ?
C4 C3 H3 124.4 . . ?
C3 C4 C5 108.5(2) . . ?
C3 C4 C10 129.3(2) . . ?
C10 C4 C5 122.1(2) . . ?
N1 C5 C4 104.04(17) . . ?
N1 C5 C6 104.00(16) . . ?
N1 C5 C11 108.28(16) . . ?
C4 C5 C6 119.52(18) . . ?
C4 C5 C11 113.22(17) . . ?
C11 C5 C6 106.90(17) . . ?
C5 C6 H6 111.5 . . ?
C5 C6 C7 98.02(16) . . ?
C7 C6 H6 111.5 . . ?
C16 C6 C5 110.72(18) . . ?
C16 C6 H6 111.5 . . ?
C16 C6 C7 112.95(18) . . ?
C6 C7 H7 110.8 . . ?
C8 C7 C6 101.35(17) . . ?
C8 C7 H7 110.8 . . ?
C8 C7 C13 113.40(17) . . ?
C13 C7 C6 109.39(17) . . ?
C13 C7 H7 110.8 . . ?
N1 C8 C7 102.53(16) . . ?
N1 C8 H8 107.2 . . ?
N1 C8 C23 117.98(18) . . ?
C7 C8 H8 107.2 . . ?
C23 C8 C7 114.09(19) . . ?
C23 C8 H8 107.2 . . ?
C4 C10 H10A 109.5 . . ?
C4 C10 H10B 109.5 . . ?
C4 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C5 111.76(17) . . ?
O14 C11 C5 123.56(19) . . ?
O14 C11 C12 124.7(2) . . ?
C11 C12 H12 111.8 . . ?
C11 C12 C13 109.25(17) . . ?
C13 C12 H12 111.8 . . ?
C15 C12 C11 103.20(18) . . ?
C15 C12 H12 111.8 . . ?
C15 C12 C13 108.74(17) . . ?
C7 C13 C12 108.91(17) . . ?
C7 C13 H13 108.1 . . ?
C12 C13 H13 108.1 . . ?
C17 C13 C7 115.49(18) . . ?
C17 C13 C12 108.02(17) . . ?
C17 C13 H13 108.1 . . ?
C12 C15 H15 122.8 . . ?
C16 C15 C12 114.4(2) . . ?
C16 C15 H15 122.8 . . ?
C6 C16 H16 122.2 . . ?
C15 C16 C6 115.5(2) . . ?
C15 C16 H16 122.2 . . ?
C18 C17 C13 119.5(2) . . ?
C22 C17 C13 122.6(2) . . ?
C22 C17 C18 117.6(2) . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.7(3) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.1(3) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.0(3) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.5(3) . . ?
C22 C21 H21 119.7 . . ?
C17 C22 C21 120.9(3) . . ?
C17 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
O24 C23 C8 118.0(2) . . ?
O24 C23 N25 123.7(2) . . ?
N25 C23 C8 118.3(2) . . ?
C23 N25 H25 116.9 . . ?
C23 N25 C26 126.2(2) . . ?
C26 N25 H25 116.9 . . ?
N25 C26 C27 109.4(3) . . ?
N25 C26 C27A 102.8(5) . . ?
N25 C26 C28 108.9(6) . . ?
N25 C26 C28A 112.2(13) . . ?
N25 C26 C29 110.5(3) . . ?
N25 C26 C29A 106.1(5) . . ?
C27A C26 C28 113.2(6) . . ?
C27A C26 C29 107.4(4) . . ?
C28A C26 C29 107.4(4) . . ?
C26 C27A H27A 109.5 . . ?
C26 C27A H27B 109.5 . . ?
C26 C27A H27C 109.5 . . ?
C26 C28A H28A 109.5 . . ?
C26 C28A H28B 109.5 . . ?
C26 C28A H28C 109.5 . . ?
H28Aa C28A H28C 109.5 . . ?
H28Ba C28A H28C 109.5 . . ?
H29Aa C29A H29B 109.5 . . ?
C26 C29A H29A 109.5 . . ?
H29Aa C29A H29C 109.5 . . ?
H29Ba C29A H29C 109.5 . . ?
C26 C27Ab H27D 109.5 . . ?
C26 C27Ab H27E 109.5 . . ?
C26 C27Ab H27F 109.5 . . ?
C26 C28Ab H28D 109.5 . . ?
C26 C29A H29B 109.5 . . ?
C26 C29A H29C 109.5 . . ?
C31 N30 C34 109.11(18) . . ?
C31 N30 C37 120.57(19) . . ?
C34 N30 C37 110.58(15) . . ?
N30 C31 C32 106.4(2) . . ?
O38 C31 N30 123.3(2) . . ?
O38 C31 C32 130.3(2) . . ?
C31 C32 H32 124.6 . . ?
C33 C32 C31 110.7(2) . . ?
C33 C32 H32 124.6 . . ?
C32 C33 C34 109.1(2) . . ?
C32 C33 C39 128.9(2) . . ?
C39 C33 C34 122.0(2) . . ?
N30 C34 C33 103.46(17) . . ?
N30 C34 C35 102.98(16) . . ?
N30 C34 C40 109.28(15) . . ?
C33 C34 C35 118.57(17) . . ?
C33 C34 C40 114.78(18) . . ?
C40 C34 C35 106.80(16) . . ?
C34 C35 H35 111.3 . . ?
C34 C35 C36 97.83(15) . . ?
C36 C35 H35 111.3 . . ?
C45 C35 C34 110.30(18) . . ?
C45 C35 H35 111.3 . . ?
C45 C35 C36 114.09(18) . . ?
C35 C36 H36 110.6 . . ?
C35 C36 C42 108.98(17) . . ?
C37 C36 C35 101.22(16) . . ?
C37 C36 H36 110.6 . . ?
C37 C36 C42 114.56(16) . . ?
C42 C36 H36 110.6 . . ?
N30 C37 C36 102.70(16) . . ?
N30 C37 H37 108.1 . . ?
N30 C37 C52 115.51(18) . . ?
C36 C37 H37 108.1 . . ?
C52 C37 C36 114.08(18) . . ?
C52 C37 H37 108.1 . . ?
C33 C39 H39A 109.5 . . ?
C33 C39 H39B 109.5 . . ?
C33 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 C34 112.35(17) . . ?
O43 C40 C34 122.72(18) . . ?
O43 C40 C41 124.85(19) . . ?
C40 C41 H41 111.9 . . ?
C40 C41 C42 108.37(16) . . ?
C42 C41 H41 111.9 . . ?
C44 C41 C40 102.52(16) . . ?
C44 C41 H41 111.9 . . ?
C44 C41 C42 109.78(18) . . ?
C36 C42 H42 106.8 . . ?
C41 C42 C36 109.00(16) . . ?
C41 C42 H42 106.8 . . ?
C46 C42 C36 112.13(16) . . ?
C46 C42 C41 114.86(17) . . ?
C46 C42 H42 106.8 . . ?
C41 C44 H44 122.5 . . ?
C45 C44 C41 114.9(2) . . ?
C45 C44 H44 122.5 . . ?
C35 C45 H45 122.5 . . ?
C44 C45 C35 115.0(2) . . ?
C44 C45 H45 122.5 . . ?
C47 C46 C42 117.7(2) . . ?
C47 C46 C51 117.4(2) . . ?
C51 C46 C42 124.8(2) . . ?
C46 C47 H47 119.5 . . ?
C46 C47 C48 120.9(3) . . ?
C48 C47 H47 119.5 . . ?
C47 C48 H48 119.7 . . ?
C49 C48 C47 120.6(3) . . ?
C49 C48 H48 119.7 . . ?
C48 C49 H49 120.3 . . ?
C50 C49 C48 119.4(3) . . ?
C50 C49 H49 120.3 . . ?
C49 C50 H50 119.8 . . ?
C49 C50 C51 120.4(3) . . ?
C51 C50 H50 119.8 . . ?
C46 C51 C50 121.3(3) . . ?
C46 C51 H51 119.4 . . ?
C50 C51 H51 119.4 . . ?
O53 C52 C37 119.0(2) . . ?
O53 C52 N54 124.5(2) . . ?
N54 C52 C37 116.5(2) . . ?
C52 N54 H54 117.2 . . ?
C52 N54 C55 125.7(2) . . ?
C55 N54 H54 117.2 . . ?
N54 C55 C56 105.6(2) . . ?
N54 C55 C57 110.2(2) . . ?
N54 C55 C58 108.6(2) . . ?
C56 C55 C57 110.6(3) . . ?
C56 C55 C58 111.5(3) . . ?
C57 C55 C58 110.3(2) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
C55 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C55 C58 H58A 109.5 . . ?
C55 C58 H58B 109.5 . . ?
C55 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C26 C28Ab H28E 109.5 . . ?
C26 C28Ab H28F 109.5 . . ?
C26 C29Ab H29D 109.5 . . ?
C26 C29Ab H29E 109.5 . . ?
C26 C29Ab H29F 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 6.9(3) . . . . ?
N1 C5 C6 C7 -39.83(19) . . . . ?
N1 C5 C6 C16 -158.15(17) . . . . ?
N1 C5 C11 C12 96.7(2) . . . . ?
N1 C5 C11 O14 -84.9(2) . . . . ?
N1 C8 C23 O24 -157.3(2) . . . . ?
N1 C8 C23 N25 25.0(3) . . . . ?
C2 N1 C5 C4 5.8(2) . . . . ?
C2 N1 C5 C6 -120.08(19) . . . . ?
C2 N1 C5 C11 126.48(18) . . . . ?
C2 N1 C8 C7 143.9(2) . . . . ?
C2 N1 C8 C23 -89.8(3) . . . . ?
C2 C3 C4 C5 -3.2(3) . . . . ?
C2 C3 C4 C10 179.5(2) . . . . ?
C3 C4 C5 N1 -1.5(2) . . . . ?
C3 C4 C5 C6 113.9(2) . . . . ?
C3 C4 C5 C11 -118.8(2) . . . . ?
C4 C5 C6 C7 -155.20(19) . . . . ?
C4 C5 C6 C16 86.5(2) . . . . ?
C4 C5 C11 C12 -148.44(19) . . . . ?
C4 C5 C11 O14 29.9(3) . . . . ?
C5 N1 C2 C3 -7.7(2) . . . . ?
C5 N1 C2 O9 171.1(2) . . . . ?
C5 N1 C8 C7 14.2(2) . . . . ?
C5 N1 C8 C23 140.45(19) . . . . ?
C5 C6 C7 C8 48.39(19) . . . . ?
C5 C6 C7 C13 -71.6(2) . . . . ?
C5 C6 C16 C15 55.1(3) . . . . ?
C5 C11 C12 C13 -50.0(2) . . . . ?
C5 C11 C12 C15 65.5(2) . . . . ?
C6 C5 C11 C12 -14.8(2) . . . . ?
C6 C5 C11 O14 163.6(2) . . . . ?
C6 C7 C8 N1 -39.32(19) . . . . ?
C6 C7 C8 C23 -168.06(17) . . . . ?
C6 C7 C13 C12 9.2(2) . . . . ?
C6 C7 C13 C17 -112.5(2) . . . . ?
C7 C6 C16 C15 -53.7(3) . . . . ?
C7 C8 C23 O24 -36.9(3) . . . . ?
C7 C8 C23 N25 145.4(2) . . . . ?
C7 C13 C17 C18 -153.1(2) . . . . ?
C7 C13 C17 C22 33.0(3) . . . . ?
C8 N1 C2 C3 -137.7(2) . . . . ?
C8 N1 C2 O9 41.0(3) . . . . ?
C8 N1 C5 C4 142.63(17) . . . . ?
C8 N1 C5 C6 16.8(2) . . . . ?
C8 N1 C5 C11 -96.67(19) . . . . ?
C8 C7 C13 C12 -103.1(2) . . . . ?
C8 C7 C13 C17 135.23(19) . . . . ?
C8 C23 N25 C26 174.4(2) . . . . ?
O9 C2 C3 C4 -171.7(2) . . . . ?
C10 C4 C5 N1 176.0(2) . . . . ?
C10 C4 C5 C6 -68.6(3) . . . . ?
C10 C4 C5 C11 58.7(3) . . . . ?
C11 C5 C6 C7 74.60(19) . . . . ?
C11 C5 C6 C16 -43.7(2) . . . . ?
C11 C12 C13 C7 52.8(2) . . . . ?
C11 C12 C13 C17 178.91(18) . . . . ?
C11 C12 C15 C16 -59.3(2) . . . . ?
C12 C13 C17 C18 84.7(2) . . . . ?
C12 C13 C17 C22 -89.2(3) . . . . ?
C12 C15 C16 C6 0.2(3) . . . . ?
C13 C7 C8 N1 77.8(2) . . . . ?
C13 C7 C8 C23 -50.9(2) . . . . ?
C13 C12 C15 C16 56.6(2) . . . . ?
C13 C17 C18 C19 -171.0(2) . . . . ?
C13 C17 C22 C21 170.8(2) . . . . ?
O14 C11 C12 C13 131.6(2) . . . . ?
O14 C11 C12 C15 -112.8(2) . . . . ?
C15 C12 C13 C7 -59.2(2) . . . . ?
C15 C12 C13 C17 67.0(2) . . . . ?
C16 C6 C7 C8 164.98(18) . . . . ?
C16 C6 C7 C13 45.0(2) . . . . ?
C17 C18 C19 C20 0.2(4) . . . . ?
C18 C17 C22 C21 -3.3(4) . . . . ?
C18 C19 C20 C21 -3.8(5) . . . . ?
C19 C20 C21 C22 3.9(5) . . . . ?
C20 C21 C22 C17 -0.2(4) . . . . ?
C22 C17 C18 C19 3.2(4) . . . . ?
C23 N25 C26 C27Ab -150.4(6) . . . . ?
C23 N25 C26 C28Ab -40.8(9) . . . . ?
C23 N25 C26 C29Ab 87.9(7) . . . . ?
C23 N25 C26 C27A 170.4(4) . . . . ?
C23 N25 C26 C28A -65.4(5) . . . . ?
C23 N25 C26 C29A 52.4(5) . . . . ?
O24 C23 N25 C26 -3.1(4) . . . . ?
N30 C31 C32 C33 7.8(3) . . . . ?
N30 C34 C35 C36 -42.39(18) . . . . ?
N30 C34 C35 C45 -161.74(17) . . . . ?
N30 C34 C40 C41 99.30(19) . . . . ?
N30 C34 C40 O43 -83.6(2) . . . . ?
N30 C37 C52 O53 -179.28(19) . . . . ?
N30 C37 C52 N54 1.7(3) . . . . ?
C31 N30 C34 C33 10.4(2) . . . . ?
C31 N30 C34 C35 -113.66(19) . . . . ?
C31 N30 C34 C40 133.09(18) . . . . ?
C31 N30 C37 C36 138.6(2) . . . . ?
C31 N30 C37 C52 -96.6(2) . . . . ?
C31 C32 C33 C34 -1.2(3) . . . . ?
C31 C32 C33 C39 -178.9(2) . . . . ?
C32 C33 C34 N30 -5.5(2) . . . . ?
C32 C33 C34 C35 107.7(2) . . . . ?
C32 C33 C34 C40 -124.5(2) . . . . ?
C33 C34 C35 C36 -155.81(19) . . . . ?
C33 C34 C35 C45 84.8(2) . . . . ?
C33 C34 C40 C41 -145.04(18) . . . . ?
C33 C34 C40 O43 32.0(3) . . . . ?
C34 N30 C31 C32 -11.3(2) . . . . ?
C34 N30 C31 O38 166.8(2) . . . . ?
C34 N30 C37 C36 9.7(2) . . . . ?
C34 N30 C37 C52 134.55(18) . . . . ?
C34 C35 C36 C37 48.21(19) . . . . ?
C34 C35 C36 C42 -72.87(18) . . . . ?
C34 C35 C45 C44 54.6(3) . . . . ?
C34 C40 C41 C42 -52.8(2) . . . . ?
C34 C40 C41 C44 63.2(2) . . . . ?
C35 C34 C40 C41 -11.4(2) . . . . ?
C35 C34 C40 O43 165.63(19) . . . . ?
C35 C36 C37 N30 -36.63(19) . . . . ?
C35 C36 C37 C52 -162.38(18) . . . . ?
C35 C36 C42 C41 11.0(2) . . . . ?
C35 C36 C42 C46 -117.37(18) . . . . ?
C36 C35 C45 C44 -54.4(3) . . . . ?
C36 C37 C52 O53 -60.6(3) . . . . ?
C36 C37 C52 N54 120.4(2) . . . . ?
C36 C42 C46 C47 -74.9(2) . . . . ?
C36 C42 C46 C51 104.2(2) . . . . ?
C37 N30 C31 C32 -140.8(2) . . . . ?
C37 N30 C31 O38 37.3(4) . . . . ?
C37 N30 C34 C33 145.21(17) . . . . ?
C37 N30 C34 C35 21.2(2) . . . . ?
C37 N30 C34 C40 -92.09(19) . . . . ?
C37 C36 C42 C41 -101.60(19) . . . . ?
C37 C36 C42 C46 130.08(19) . . . . ?
C37 C52 N54 C55 179.6(2) . . . . ?
O38 C31 C32 C33 -170.0(3) . . . . ?
C39 C33 C34 N30 172.4(2) . . . . ?
C39 C33 C34 C35 -74.4(3) . . . . ?
C39 C33 C34 C40 53.4(3) . . . . ?
C40 C34 C35 C36 72.67(18) . . . . ?
C40 C34 C35 C45 -46.7(2) . . . . ?
C40 C41 C42 C36 52.4(2) . . . . ?
C40 C41 C42 C46 179.13(16) . . . . ?
C40 C41 C44 C45 -61.0(2) . . . . ?
C41 C42 C46 C47 159.96(19) . . . . ?
C41 C42 C46 C51 -21.0(3) . . . . ?
C41 C44 C45 C35 2.9(3) . . . . ?
C42 C36 C37 N30 80.5(2) . . . . ?
C42 C36 C37 C52 -45.3(2) . . . . ?
C42 C41 C44 C45 54.1(3) . . . . ?
C42 C46 C47 C48 178.7(2) . . . . ?
C42 C46 C51 C50 -178.0(2) . . . . ?
O43 C40 C41 C42 130.2(2) . . . . ?
O43 C40 C41 C44 -113.8(2) . . . . ?
C44 C41 C42 C36 -58.9(2) . . . . ?
C44 C41 C42 C46 67.9(2) . . . . ?
C45 C35 C36 C37 164.64(18) . . . . ?
C45 C35 C36 C42 43.6(2) . . . . ?
C46 C47 C48 C49 -0.5(4) . . . . ?
C47 C46 C51 C50 1.0(4) . . . . ?
C47 C48 C49 C50 0.9(4) . . . . ?
C48 C49 C50 C51 -0.4(4) . . . . ?
C49 C50 C51 C46 -0.6(4) . . . . ?
C51 C46 C47 C48 -0.5(3) . . . . ?
C52 N54 C55 C56 -178.2(3) . . . . ?
C52 N54 C55 C57 -58.7(4) . . . . ?
C52 N54 C55 C58 62.1(3) . . . . ?
O53 C52 N54 C55 0.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.512
_oxdiff_exptl_absorpt_empirical_full_min 0.695
