# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1469
_database_code_depnum_ccdc_archive 'CCDC 2404186'
loop_
_audit_author_name
_audit_author_address
'Pavel Alexandrovich Slepukhin'
;Russian Academy of Sciences, Institute of Organic Synthesis
Russia
;
_audit_update_record             
;
2024-11-20 deposited with the CCDC.	2025-01-13 downloaded from the CCDC.
;
_audit_creation_date             2024-06-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
(2RR,3RR)-4-(dimethylamino)-2-((dimethylamino)methyl)-1,3-diphenylbutan-1-one
_chemical_formula_moiety         'C21 H28 N2 O'
_chemical_formula_sum            'C21 H28 N2 O'
_chemical_formula_weight         324.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   6.0605(3)
_cell_length_b                   17.2239(8)
_cell_length_c                   18.3326(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.229(4)
_cell_angle_gamma                90
_cell_volume                     1908.45(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2404
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.4800
_cell_measurement_theta_min      3.2410
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.98a (Rigaku Oxford Diffraction, 2021)
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    1.129
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.868
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            8782
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.868
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.715
_diffrn_reflns_theta_min         2.228
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9555
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.868
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -39.00   3.00   1.00   50.00    --  -20.95 -77.00  60.00   42
  2  ω      2.00  65.00   1.00   50.00    --   23.14 -99.00 -30.00   63
  3  ω    -40.00  58.00   1.00   50.00    --   23.14 -19.00-150.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0120942000
_diffrn_orient_matrix_UB_12      0.0220006000
_diffrn_orient_matrix_UB_13      -0.0327476000
_diffrn_orient_matrix_UB_21      0.0831404000
_diffrn_orient_matrix_UB_22      0.0260126000
_diffrn_orient_matrix_UB_23      0.0142349000
_diffrn_orient_matrix_UB_31      0.0820053000
_diffrn_orient_matrix_UB_32      -0.0231163000
_diffrn_orient_matrix_UB_33      -0.0151565000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2794
_reflns_number_total             5149
_reflns_odcompleteness_completeness 98.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.133
_refine_diff_density_min         -0.136
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0053(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         5149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.016
_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)+(0.0525P)²+0.0950P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1444
_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 Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C17(H17), C18(H18), C19(H19),
 C20(H20), C21(H21)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C)
;
_atom_sites_solution_hydrogens   mixed
_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
O1 O 0.65067(17) 0.66295(7) 0.66331(6) 0.0586(3) Uani 1 1 d . . . . .
N1 N 0.2668(2) 0.76873(8) 0.71686(7) 0.0531(4) Uani 1 1 d . . . . .
C1 C 0.3782(3) 0.69963(9) 0.57175(8) 0.0433(4) Uani 1 1 d . . . . .
N2 N 0.4326(2) 0.49748(8) 0.60487(7) 0.0570(4) Uani 1 1 d . . . . .
C2 C 0.5289(3) 0.74579(11) 0.53883(9) 0.0594(5) Uani 1 1 d . . . . .
H2 H 0.672719 0.749961 0.559911 0.071 Uiso 1 1 calc R U . . .
C3 C 0.4691(4) 0.78581(12) 0.47513(10) 0.0710(6) Uani 1 1 d . . . . .
H3 H 0.571909 0.817204 0.454066 0.085 Uiso 1 1 calc R U . . .
C4 C 0.2595(4) 0.77932(12) 0.44305(10) 0.0727(6) Uani 1 1 d . . . . .
H4 H 0.219577 0.805742 0.399839 0.087 Uiso 1 1 calc R U . . .
C5 C 0.1076(3) 0.73355(13) 0.47492(10) 0.0724(6) Uani 1 1 d . . . . .
H5 H -0.035239 0.728832 0.453088 0.087 Uiso 1 1 calc R U . . .
C6 C 0.1665(3) 0.69454(11) 0.53929(10) 0.0583(5) Uani 1 1 d . . . . .
H6 H 0.061820 0.664489 0.560945 0.070 Uiso 1 1 calc R U . . .
C7 C 0.4565(2) 0.65841(9) 0.64072(8) 0.0443(4) Uani 1 1 d . . . . .
C8 C 0.3050(2) 0.60581(9) 0.68154(8) 0.0402(4) Uani 1 1 d . . . . .
C9 C 0.2975(3) 0.63366(9) 0.76150(8) 0.0435(4) Uani 1 1 d . . . . .
C10 C 0.1747(3) 0.71103(9) 0.76324(9) 0.0529(4) Uani 1 1 d . . . . .
H10A H 0.020221 0.702881 0.747332 0.064 Uiso 1 1 calc R U . . .
H10B H 0.181765 0.730171 0.813115 0.064 Uiso 1 1 calc R U . . .
C11 C 0.3987(3) 0.52360(9) 0.67857(8) 0.0481(4) Uani 1 1 d . . . . .
H11A H 0.538939 0.521762 0.707682 0.058 Uiso 1 1 calc R U . . .
H11B H 0.298207 0.488073 0.700346 0.058 Uiso 1 1 calc R U . . .
C12 C 0.1024(4) 0.82465(11) 0.68894(12) 0.0803(6) Uani 1 1 d . . . . .
H12A H -0.019789 0.797774 0.663978 0.120 Uiso 1 1 calc R U . . .
H12B H 0.167401 0.859230 0.655500 0.120 Uiso 1 1 calc R U . . .
H12C H 0.050722 0.853914 0.728864 0.120 Uiso 1 1 calc R U . . .
C13 C 0.4619(4) 0.80610(12) 0.75091(13) 0.0791(6) Uani 1 1 d . . . . .
H13A H 0.424180 0.832917 0.794177 0.119 Uiso 1 1 calc R U . . .
H13B H 0.518488 0.842545 0.717331 0.119 Uiso 1 1 calc R U . . .
H13C H 0.572625 0.767628 0.763814 0.119 Uiso 1 1 calc R U . . .
C14 C 0.2308(4) 0.47347(14) 0.56593(12) 0.0916(7) Uani 1 1 d . . . . .
H14A H 0.166472 0.431729 0.591823 0.137 Uiso 1 1 calc R U . . .
H14B H 0.261078 0.456184 0.517895 0.137 Uiso 1 1 calc R U . . .
H14C H 0.129580 0.516381 0.561957 0.137 Uiso 1 1 calc R U . . .
C15 C 0.5908(4) 0.43405(14) 0.60680(13) 0.0984(8) Uani 1 1 d . . . . .
H15A H 0.728854 0.451052 0.630565 0.148 Uiso 1 1 calc R U . . .
H15B H 0.613396 0.417995 0.557759 0.148 Uiso 1 1 calc R U . . .
H15C H 0.534808 0.391189 0.633347 0.148 Uiso 1 1 calc R U . . .
C16 C 0.1925(3) 0.57617(9) 0.81081(8) 0.0440(4) Uani 1 1 d . . . . .
C17 C 0.3047(3) 0.55024(10) 0.87450(9) 0.0547(4) Uani 1 1 d . . . . .
H17 H 0.447297 0.568025 0.887095 0.066 Uiso 1 1 calc R U . . .
C18 C 0.2076(4) 0.49824(12) 0.91968(10) 0.0705(6) Uani 1 1 d . . . . .
H18 H 0.285528 0.481033 0.962235 0.085 Uiso 1 1 calc R U . . .
C19 C -0.0020(4) 0.47196(11) 0.90220(11) 0.0700(6) Uani 1 1 d . . . . .
H19 H -0.066942 0.436884 0.932705 0.084 Uiso 1 1 calc R U . . .
C20 C -0.1166(3) 0.49747(11) 0.83954(11) 0.0641(5) Uani 1 1 d . . . . .
H20 H -0.259232 0.479496 0.827365 0.077 Uiso 1 1 calc R U . . .
C21 C -0.0208(3) 0.54968(10) 0.79453(9) 0.0543(4) Uani 1 1 d . . . . .
H21 H -0.100831 0.567375 0.752566 0.065 Uiso 1 1 calc R U . . .
H9 H 0.453(2) 0.6407(9) 0.7807(8) 0.047(4) Uiso 1 1 d . . . . .
H8 H 0.150(2) 0.6072(8) 0.6579(7) 0.035(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
O1 C7 1.2212(17) . ?
N1 C10 1.446(2) . ?
N1 C12 1.452(2) . ?
N1 C13 1.447(2) . ?
C1 C2 1.383(2) . ?
C1 C6 1.377(2) . ?
C1 C7 1.496(2) . ?
N2 C11 1.4530(19) . ?
N2 C14 1.431(2) . ?
N2 C15 1.452(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.365(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.375(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.525(2) . ?
C8 C9 1.546(2) . ?
C8 C11 1.528(2) . ?
C8 H8 1.008(13) . ?
C9 C10 1.528(2) . ?
C9 C16 1.513(2) . ?
C9 H9 0.988(15) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.381(2) . ?
C16 C21 1.382(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.381(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.365(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.370(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.377(2) . ?
C21 H21 0.9300 . ?

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
C10 N1 C12 112.25(14) . . ?
C10 N1 C13 112.99(15) . . ?
C13 N1 C12 112.02(15) . . ?
C2 C1 C7 117.58(14) . . ?
C6 C1 C2 118.19(16) . . ?
C6 C1 C7 124.22(14) . . ?
C14 N2 C11 112.29(14) . . ?
C14 N2 C15 109.46(17) . . ?
C15 N2 C11 110.40(15) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.04(18) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.07(18) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.69(18) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.20(19) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 120.80(17) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
O1 C7 C1 119.60(14) . . ?
O1 C7 C8 118.14(14) . . ?
C1 C7 C8 122.13(13) . . ?
C7 C8 C9 109.99(13) . . ?
C7 C8 C11 107.12(12) . . ?
C7 C8 H8 110.6(8) . . ?
C9 C8 H8 108.0(8) . . ?
C11 C8 C9 110.99(12) . . ?
C11 C8 H8 110.2(8) . . ?
C8 C9 H9 106.4(9) . . ?
C10 C9 C8 109.80(13) . . ?
C10 C9 H9 109.8(9) . . ?
C16 C9 C8 114.00(13) . . ?
C16 C9 C10 109.35(12) . . ?
C16 C9 H9 107.4(9) . . ?
N1 C10 C9 112.17(12) . . ?
N1 C10 H10A 109.2 . . ?
N1 C10 H10B 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
N2 C11 C8 113.48(13) . . ?
N2 C11 H11A 108.9 . . ?
N2 C11 H11B 108.9 . . ?
C8 C11 H11A 108.9 . . ?
C8 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C9 120.94(15) . . ?
C17 C16 C21 118.03(15) . . ?
C21 C16 C9 121.00(15) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.79(18) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.31(19) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.73(17) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.14(18) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 H21 119.5 . . ?
C20 C21 C16 120.98(17) . . ?
C20 C21 H21 119.5 . . ?

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
O1 C7 C8 C9 60.53(19) . . . . ?
O1 C7 C8 C11 -60.20(18) . . . . ?
C1 C2 C3 C4 -0.9(3) . . . . ?
C1 C7 C8 C9 -123.77(15) . . . . ?
C1 C7 C8 C11 115.51(15) . . . . ?
C2 C1 C6 C5 1.0(3) . . . . ?
C2 C1 C7 O1 -4.1(2) . . . . ?
C2 C1 C7 C8 -179.79(14) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C4 C5 C6 C1 -1.2(3) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
C6 C1 C7 O1 175.95(16) . . . . ?
C6 C1 C7 C8 0.3(2) . . . . ?
C7 C1 C2 C3 -179.89(16) . . . . ?
C7 C1 C6 C5 -179.05(16) . . . . ?
C7 C8 C9 C10 69.33(16) . . . . ?
C7 C8 C9 C16 -167.60(13) . . . . ?
C7 C8 C11 N2 -53.52(17) . . . . ?
C8 C9 C10 N1 -54.05(18) . . . . ?
C8 C9 C16 C17 124.59(16) . . . . ?
C8 C9 C16 C21 -57.20(19) . . . . ?
C9 C8 C11 N2 -173.61(13) . . . . ?
C9 C16 C17 C18 179.49(15) . . . . ?
C9 C16 C21 C20 -179.86(15) . . . . ?
C10 C9 C16 C17 -112.09(16) . . . . ?
C10 C9 C16 C21 66.12(19) . . . . ?
C11 C8 C9 C10 -172.30(13) . . . . ?
C11 C8 C9 C16 -49.23(18) . . . . ?
C12 N1 C10 C9 151.21(15) . . . . ?
C13 N1 C10 C9 -80.93(18) . . . . ?
C14 N2 C11 C8 -78.33(19) . . . . ?
C15 N2 C11 C8 159.22(15) . . . . ?
C16 C9 C10 N1 -179.82(14) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C17 C16 C21 C20 -1.6(2) . . . . ?
C17 C18 C19 C20 -0.1(3) . . . . ?
C18 C19 C20 C21 -0.3(3) . . . . ?
C19 C20 C21 C16 1.2(3) . . . . ?
C21 C16 C17 C18 1.2(2) . . . . ?


_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 1.068
_oxdiff_exptl_absorpt_empirical_full_min 0.950
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1440
_database_code_depnum_ccdc_archive 'CCDC 2404275'
loop_
_audit_author_name
_audit_author_address
'Pavel Alexandrovich Slepukhin'
;Russian Academy of Sciences, Institute of Organic Synthesis
Russia
;
_audit_update_record             
;
2024-11-21 deposited with the CCDC.	2025-01-13 downloaded from the CCDC.
;
_audit_creation_date             2024-11-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C32 H30 N2 O'
_chemical_formula_sum            'C32 H30 N2 O'
_chemical_formula_weight         458.608
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   10.1157(6)
_cell_length_b                   11.0328(7)
_cell_length_c                   12.6551(8)
_cell_angle_alpha                74.010(5)
_cell_angle_beta                 84.607(5)
_cell_angle_gamma                81.879(5)
_cell_volume                     1341.86(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2148
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      24.4910
_cell_measurement_theta_min      2.2590
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72665
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.98a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_description       block
_exptl_crystal_F_000             488.270
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.18
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_Laue_measured_fraction_full 0.9967
_diffrn_reflns_Laue_measured_fraction_max 0.8669
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9804
_diffrn_reflns_point_group_measured_fraction_full 0.9967
_diffrn_reflns_point_group_measured_fraction_max 0.8669
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         30.36
_diffrn_reflns_theta_min         2.56
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 15.9555
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9967
_diffrn_measured_fraction_theta_max 0.8669
_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   9.00   1.00   60.00    --  -23.59 -77.00 150.00   29
  2  ω    -47.00  46.00   1.00   60.00    --  -23.59  57.00-180.00   93
  3  ω    -31.00   9.00   1.00   60.00    --  -23.59 -77.00 -60.00   40
  4  ω    -92.00   0.00   1.00   60.00    --  -23.59 -57.00  30.00   92
  5  ω    -47.00  46.00   1.00   60.00    --  -23.59  57.00 -60.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -13
_reflns_limit_k_max              15
_reflns_limit_k_min              -14
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                3501
_reflns_number_total             7017
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.4009
_refine_diff_density_min         -0.3302
_refine_diff_density_rms         0.0672
_refine_ls_d_res_high            0.7032
_refine_ls_d_res_low             7.9477
_refine_ls_goodness_of_fit_ref   1.0536
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    52
_refine_ls_number_parameters     324
_refine_ls_number_reflns         7017
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1472
_refine_ls_R_factor_gt           0.0737
_refine_ls_restrained_S_all      1.0536
_refine_ls_shift/su_max          -0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1100P)²+0.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1895
_refine_ls_wR_factor_ref         0.2533
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C14(H14a,H14b), C19(H19a,H19b), C16(H16a,H16b)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C30(H30), C29(H29), C28(H28), C13(H13),
 C12(H12), C11(H11), C10(H10), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26),
  C32(H32), C31(H31), C2(H2), C9(H9)
;
_atom_sites_solution_primary     iterative
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
N1 N 0.15367(19) -0.07097(17) 0.76292(16) 0.0569(5) Uani 1.000000 .
O1 O 0.5005(2) 0.26732(19) 0.70189(16) 0.0849(6) Uani 1.000000 .
C27 C 0.1901(2) 0.2491(2) 0.8150(2) 0.0588(6) Uani 1.000000 .
C20 C 0.4325(2) 0.2067(2) 0.6671(2) 0.0599(6) Uani 1.000000 .
C6 C -0.0241(3) -0.2052(3) 0.6043(2) 0.0735(7) Uani 1.000000 .
C17 C 0.3686(2) 0.0972(2) 0.7446(2) 0.0576(6) Uani 1.000000 .
C8 C 0.2290(3) -0.2392(2) 0.9269(2) 0.0594(6) Uani 1.000000 .
C1 C 0.0813(3) -0.1407(2) 0.6077(2) 0.0628(6) Uani 1.000000 .
C28 C 0.1923(2) 0.2302(2) 0.9276(2) 0.0635(6) Uani 1.000000 .
C19 C 0.1385(3) 0.0316(2) 0.8177(2) 0.0647(7) Uani 1.000000 .
C14 C 0.1231(3) -0.1881(2) 0.8453(2) 0.0657(7) Uani 1.000000 .
C18 C 0.2167(2) 0.1417(2) 0.7592(2) 0.0603(6) Uani 1.000000 .
C21 C 0.4056(2) 0.2448(3) 0.5483(2) 0.0651(7) Uani 1.000000 .
C16 C 0.4419(3) 0.0496(2) 0.8516(2) 0.0681(7) Uani 1.000000 .
C7 C 0.0655(3) -0.0414(2) 0.6711(2) 0.0692(7) Uani 1.000000 .
C29 C 0.1711(3) 0.3313(3) 0.9745(2) 0.0742(8) Uani 1.000000 .
C9 C 0.2042(3) -0.2483(3) 1.0366(2) 0.0814(8) Uani 1.000000 .
C13 C 0.3569(3) -0.2786(3) 0.8919(2) 0.0754(8) Uani 1.000000 .
C5 C -0.0131(4) -0.2930(3) 0.5440(3) 0.0873(9) Uani 1.000000 .
C26 C 0.3885(3) 0.1596(3) 0.4912(3) 0.0832(9) Uani 1.000000 .
C11 C 0.4291(4) -0.3337(3) 1.0742(3) 0.0864(9) Uani 1.000000 .
C30 C 0.1469(4) 0.4519(3) 0.9088(3) 0.0966(11) Uani 1.000000 .
C12 C 0.4557(3) -0.3267(3) 0.9655(3) 0.0857(9) Uani 1.000000 .
C22 C 0.4033(3) 0.3726(3) 0.4922(3) 0.0951(10) Uani 1.000000 .
C10 C 0.3047(4) -0.2937(4) 1.1095(3) 0.0974(10) Uani 1.000000 .
C15 C 0.5803(3) -0.0006(3) 0.8339(2) 0.0756(8) Uani 1.000000 .
C3 C 0.2086(4) -0.2568(4) 0.4908(3) 0.1109(12) Uani 1.000000 .
N2 N 0.6881(3) -0.0413(3) 0.8195(3) 0.1082(10) Uani 1.000000 .
C31 C 0.1432(5) 0.4718(3) 0.7975(3) 0.1160(14) Uani 1.000000 .
C4 C 0.1022(4) -0.3186(3) 0.4872(3) 0.0967(10) Uani 1.000000 .
C24 C 0.3724(4) 0.3329(7) 0.3254(3) 0.1315(17) Uani 1.000000 .
C32 C 0.1636(4) 0.3721(3) 0.7516(3) 0.0902(10) Uani 1.000000 .
C2 C 0.1982(3) -0.1691(3) 0.5508(3) 0.0956(10) Uani 1.000000 .
C25 C 0.3733(3) 0.2027(6) 0.3763(4) 0.1181(16) Uani 1.000000 .
C23 C 0.3858(5) 0.4152(5) 0.3829(3) 0.1290(15) Uani 1.000000 .
H18 H 0.177(3) 0.170(3) 0.679(2) 0.082(8) Uiso 1.000000 .
H3 H 0.2888(4) -0.2741(4) 0.4523(3) 0.1331(15) Uiso 1.000000 R
H4 H 0.1091(4) -0.3776(3) 0.4462(3) 0.1160(12) Uiso 1.000000 R
H5 H -0.0860(4) -0.3351(3) 0.5423(3) 0.1047(11) Uiso 1.000000 R
H6 H -0.1042(3) -0.1892(3) 0.6433(2) 0.0882(9) Uiso 1.000000 R
H30 H 0.1330(4) 0.5204(3) 0.9395(3) 0.1159(13) Uiso 1.000000 R
H29 H 0.1733(3) 0.3170(3) 1.0503(2) 0.0890(9) Uiso 1.000000 R
H28 H 0.2083(2) 0.1480(2) 0.9726(2) 0.0762(8) Uiso 1.000000 R
H13 H 0.3769(3) -0.2727(3) 0.8176(2) 0.0905(9) Uiso 1.000000 R
H12 H 0.5411(3) -0.3545(3) 0.9406(3) 0.1028(11) Uiso 1.000000 R
H11 H 0.4959(4) -0.3658(3) 1.1238(3) 0.1037(11) Uiso 1.000000 R
H10 H 0.2864(4) -0.2966(4) 1.1836(3) 0.1169(12) Uiso 1.000000 R
H17 H 0.377(2) 0.028(2) 0.7110(18) 0.054(6) Uiso 1.000000 .
H22 H 0.4140(3) 0.4305(3) 0.5311(3) 0.1142(12) Uiso 1.000000 R
H23 H 0.3830(5) 0.5015(5) 0.3478(3) 0.1548(18) Uiso 1.000000 R
H24 H 0.3623(4) 0.3626(7) 0.2500(3) 0.158(2) Uiso 1.000000 R
H25 H 0.3642(3) 0.1461(6) 0.3357(4) 0.1417(19) Uiso 1.000000 R
H26 H 0.3869(3) 0.0742(3) 0.5276(3) 0.0999(11) Uiso 1.000000 R
H7a H -0.0266(3) -0.0316(2) 0.6997(2) 0.0830(9) Uiso 1.000000 R
H7b H 0.0834(3) 0.0392(2) 0.6207(2) 0.0830(9) Uiso 1.000000 R
H14a H 0.0383(3) -0.1712(2) 0.8843(2) 0.0788(8) Uiso 1.000000 R
H14b H 0.1138(3) -0.2520(2) 0.8079(2) 0.0788(8) Uiso 1.000000 R
H19a H 0.0444(3) 0.0637(2) 0.8230(2) 0.0776(8) Uiso 1.000000 R
H19b H 0.1677(3) -0.0029(2) 0.8921(2) 0.0776(8) Uiso 1.000000 R
H16a H 0.4391(3) 0.1190(2) 0.8853(2) 0.0817(8) Uiso 1.000000 R
H16b H 0.3958(3) -0.0164(2) 0.9024(2) 0.0817(8) Uiso 1.000000 R
H32 H 0.1596(4) 0.3875(3) 0.6758(3) 0.1083(12) Uiso 1.000000 R
H31 H 0.1265(5) 0.5541(3) 0.7528(3) 0.1392(16) Uiso 1.000000 R
H2 H 0.2719(3) -0.1282(3) 0.5529(3) 0.1147(12) Uiso 1.000000 R
H9 H 0.1184(3) -0.2237(3) 1.0627(2) 0.0977(10) Uiso 1.000000 R


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C19 1.466(3) . ?
N1 C14 1.471(3) . ?
N1 C7 1.469(3) . ?
O1 C20 1.210(3) . ?
C27 C28 1.383(3) . ?
C27 C18 1.520(3) . ?
C27 C32 1.378(4) . ?
C20 C17 1.513(3) . ?
C20 C21 1.486(4) . ?
C6 C1 1.373(4) . ?
C6 C5 1.377(4) . ?
C6 H6 0.9300 . ?
C17 C18 1.556(3) . ?
C17 C16 1.531(4) . ?
C17 H17 0.96(2) . ?
C8 C14 1.500(4) . ?
C8 C9 1.366(4) . ?
C8 C13 1.378(4) . ?
C1 C7 1.509(3) . ?
C1 C2 1.369(4) . ?
C28 C29 1.384(3) . ?
C28 H28 0.9300 . ?
C19 C18 1.522(3) . ?
C19 H19a 0.9700 . ?
C19 H19b 0.9700 . ?
C14 H14a 0.9700 . ?
C14 H14b 0.9700 . ?
C18 H18 1.08(3) . ?
C21 C26 1.371(4) . ?
C21 C22 1.390(4) . ?
C16 C15 1.451(4) . ?
C16 H16a 0.9700 . ?
C16 H16b 0.9700 . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C29 C30 1.363(4) . ?
C29 H29 0.9300 . ?
C9 C10 1.384(5) . ?
C9 H9 0.9300 . ?
C13 C12 1.378(4) . ?
C13 H13 0.9300 . ?
C5 C4 1.347(5) . ?
C5 H5 0.9300 . ?
C26 C25 1.415(5) . ?
C26 H26 0.9300 . ?
C11 C12 1.360(4) . ?
C11 C10 1.351(5) . ?
C11 H11 0.9300 . ?
C30 C31 1.367(5) . ?
C30 H30 0.9300 . ?
C12 H12 0.9300 . ?
C22 C23 1.354(5) . ?
C22 H22 0.9300 . ?
C10 H10 0.9300 . ?
C15 N2 1.137(4) . ?
C3 C4 1.364(5) . ?
C3 C2 1.373(5) . ?
C3 H3 0.9300 . ?
C31 C32 1.362(4) . ?
C31 H31 0.9300 . ?
C4 H4 0.9300 . ?
C24 C25 1.402(7) . ?
C24 C23 1.339(7) . ?
C24 H24 0.9300 . ?
C32 H32 0.9300 . ?
C2 H2 0.9300 . ?
C25 H25 0.9300 . ?
C23 H23 0.9300 . ?

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
C14 N1 C19 108.12(19) . . ?
C7 N1 C19 111.57(19) . . ?
C7 N1 C14 110.45(19) . . ?
C18 C27 C28 123.4(2) . . ?
C32 C27 C28 117.4(2) . . ?
C32 C27 C18 119.2(2) . . ?
C17 C20 O1 120.5(2) . . ?
C21 C20 O1 119.6(2) . . ?
C21 C20 C17 119.9(2) . . ?
C5 C6 C1 121.1(3) . . ?
H6 C6 C1 119.46(17) . . ?
H6 C6 C5 119.46(19) . . ?
C18 C17 C20 107.7(2) . . ?
C16 C17 C20 110.2(2) . . ?
C16 C17 C18 115.0(2) . . ?
H17 C17 C20 109.0(13) . . ?
H17 C17 C18 107.6(13) . . ?
H17 C17 C16 107.2(13) . . ?
C9 C8 C14 122.4(3) . . ?
C13 C8 C14 120.0(2) . . ?
C13 C8 C9 117.6(3) . . ?
C7 C1 C6 120.2(2) . . ?
C2 C1 C6 117.4(3) . . ?
C2 C1 C7 122.4(2) . . ?
C29 C28 C27 121.3(2) . . ?
H28 C28 C27 119.33(13) . . ?
H28 C28 C29 119.33(17) . . ?
C18 C19 N1 113.8(2) . . ?
H19a C19 N1 108.79(13) . . ?
H19a C19 C18 108.79(14) . . ?
H19b C19 N1 108.79(13) . . ?
H19b C19 C18 108.79(15) . . ?
H19b C19 H19a 107.7 . . ?
C8 C14 N1 112.6(2) . . ?
H14a C14 N1 109.08(13) . . ?
H14a C14 C8 109.08(14) . . ?
H14b C14 N1 109.08(13) . . ?
H14b C14 C8 109.08(13) . . ?
H14b C14 H14a 107.8 . . ?
C17 C18 C27 112.3(2) . . ?
C19 C18 C27 111.7(2) . . ?
C19 C18 C17 111.9(2) . . ?
H18 C18 C27 111.2(14) . . ?
H18 C18 C17 107.3(14) . . ?
H18 C18 C19 101.9(15) . . ?
C26 C21 C20 123.1(3) . . ?
C22 C21 C20 117.9(3) . . ?
C22 C21 C26 119.0(3) . . ?
C15 C16 C17 112.5(2) . . ?
H16a C16 C17 109.09(13) . . ?
H16a C16 C15 109.09(16) . . ?
H16b C16 C17 109.09(14) . . ?
H16b C16 C15 109.09(15) . . ?
H16b C16 H16a 107.8 . . ?
C1 C7 N1 114.13(19) . . ?
H7a C7 N1 108.72(14) . . ?
H7a C7 C1 108.72(14) . . ?
H7b C7 N1 108.72(13) . . ?
H7b C7 C1 108.72(14) . . ?
H7b C7 H7a 107.6 . . ?
C30 C29 C28 119.5(3) . . ?
H29 C29 C28 120.26(17) . . ?
H29 C29 C30 120.26(18) . . ?
C10 C9 C8 121.0(3) . . ?
H9 C9 C8 119.48(17) . . ?
H9 C9 C10 119.5(2) . . ?
C12 C13 C8 121.0(3) . . ?
H13 C13 C8 119.48(16) . . ?
H13 C13 C12 119.48(19) . . ?
C4 C5 C6 120.7(3) . . ?
H5 C5 C6 119.66(19) . . ?
H5 C5 C4 119.66(19) . . ?
C25 C26 C21 119.5(4) . . ?
H26 C26 C21 120.26(19) . . ?
H26 C26 C25 120.3(3) . . ?
C10 C11 C12 119.4(3) . . ?
H11 C11 C12 120.3(2) . . ?
H11 C11 C10 120.30(19) . . ?
C31 C30 C29 119.8(3) . . ?
H30 C30 C29 120.10(18) . . ?
H30 C30 C31 120.10(17) . . ?
C11 C12 C13 120.3(3) . . ?
H12 C12 C13 119.85(19) . . ?
H12 C12 C11 119.9(2) . . ?
C23 C22 C21 122.0(4) . . ?
H22 C22 C21 118.99(18) . . ?
H22 C22 C23 119.0(3) . . ?
C11 C10 C9 120.6(3) . . ?
H10 C10 C9 119.7(2) . . ?
H10 C10 C11 119.72(19) . . ?
N2 C15 C16 179.0(3) . . ?
C2 C3 C4 120.4(3) . . ?
H3 C3 C4 119.8(2) . . ?
H3 C3 C2 119.8(2) . . ?
C32 C31 C30 120.6(3) . . ?
H31 C31 C30 119.70(17) . . ?
H31 C31 C32 119.7(2) . . ?
C3 C4 C5 119.1(3) . . ?
H4 C4 C5 120.43(19) . . ?
H4 C4 C3 120.4(2) . . ?
C23 C24 C25 121.4(4) . . ?
H24 C24 C25 119.3(3) . . ?
H24 C24 C23 119.3(3) . . ?
C31 C32 C27 121.3(3) . . ?
H32 C32 C27 119.34(17) . . ?
H32 C32 C31 119.3(2) . . ?
C3 C2 C1 121.3(3) . . ?
H2 C2 C1 119.37(17) . . ?
H2 C2 C3 119.4(2) . . ?
C24 C25 C26 118.3(4) . . ?
H25 C25 C26 120.8(3) . . ?
H25 C25 C24 120.8(3) . . ?
C24 C23 C22 119.8(5) . . ?
H23 C23 C22 120.1(3) . . ?
H23 C23 C24 120.1(3) . . ?

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 C19 C18 C27 176.2(2) . . . . ?
N1 C19 C18 C17 -56.9(2) . . . . ?
N1 C14 C8 C9 116.7(2) . . . . ?
N1 C14 C8 C13 -63.1(3) . . . . ?
N1 C7 C1 C6 117.7(2) . . . . ?
N1 C7 C1 C2 -63.2(3) . . . . ?
O1 C20 C17 C18 105.5(3) . . . . ?
O1 C20 C17 C16 -20.7(3) . . . . ?
O1 C20 C21 C26 148.3(3) . . . . ?
O1 C20 C21 C22 -29.1(3) . . . . ?
C27 C28 C29 C30 0.3(3) . . . . ?
C27 C18 C17 C20 -64.4(2) . . . . ?
C27 C18 C17 C16 58.9(2) . . . . ?
C27 C32 C31 C30 -0.8(4) . . . . ?
C20 C17 C18 C19 169.1(2) . . . . ?
C20 C17 C16 C15 -62.9(2) . . . . ?
C20 C21 C26 C25 -175.3(3) . . . . ?
C20 C21 C22 C23 176.9(3) . . . . ?
C6 C1 C2 C3 1.3(3) . . . . ?
C6 C5 C4 C3 0.4(4) . . . . ?
C8 C9 C10 C11 -2.1(4) . . . . ?
C8 C13 C12 C11 -1.3(3) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C28 C29 C30 C31 0.4(4) . . . . ?
C21 C26 C25 C24 -1.9(3) . . . . ?
C21 C22 C23 C24 -1.1(4) . . . . ?
C29 C30 C31 C32 -0.1(4) . . . . ?
C9 C10 C11 C12 1.4(4) . . . . ?
C13 C12 C11 C10 0.3(4) . . . . ?
C5 C4 C3 C2 -0.4(4) . . . . ?
C26 C25 C24 C23 0.2(4) . . . . ?
C22 C23 C24 C25 1.3(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
;
_chemical_name_systematic        
(3SS,4RR)-3-benzoyl-5-(dibenzylamino)-4-phenylpentanenitrile
_chemical_melting_point          437
