# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2080961'
loop_
_audit_author_name
_audit_author_address
'Chandan Kumar Giri'
;Indian Institute of Technology Madras
India
;
_audit_update_record             
;
2021-04-29 deposited with the CCDC.	2021-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H28 N2 O2'
_chemical_formula_sum            'C22 H28 N2 O2'
_chemical_formula_weight         352.46

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.9840(9)
_cell_length_b                   12.2827(7)
_cell_length_c                   10.0356(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.870(2)
_cell_angle_gamma                90
_cell_volume                     1963.14(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    9029
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      32.87
_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6400
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
'Bruker D8 VENTURE diffractometer with PHOTON II detector'
_diffrn_measurement_method       'ω and φ scan'


_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57370
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.838
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3822
_reflns_number_gt                3033
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'

_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'


_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0744P)²+1.1649P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3822
_refine_ls_number_parameters     243
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0592
_refine_ls_wR_factor_ref         0.1841
_refine_ls_wR_factor_gt          0.1564
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.86370(15) 0.2574(2) 0.2284(3) 0.0615(7) Uani 1 1 d . . . . .
H1A H 0.853130 0.209232 0.152224 0.074 Uiso 1 1 calc R U . . .
H1B H 0.862827 0.214232 0.309280 0.074 Uiso 1 1 calc R U . . .
C2 C 0.95037(17) 0.3119(2) 0.2239(4) 0.0790(9) Uani 1 1 d . . . . .
H2 H 0.994225 0.256024 0.226005 0.095 Uiso 1 1 calc R U . . .
C3 C 0.96608(19) 0.3870(3) 0.3442(4) 0.0845(10) Uani 1 1 d . . . . .
H3A H 0.964545 0.345199 0.425954 0.101 Uiso 1 1 calc R U . . .
H3B H 1.021287 0.419681 0.343694 0.101 Uiso 1 1 calc R U . . .
C4 C 0.9008(2) 0.4742(2) 0.3398(3) 0.0736(8) Uani 1 1 d . . . . .
H4 H 0.911841 0.522597 0.416937 0.088 Uiso 1 1 calc R U . . .
C5 C 0.81395(17) 0.4210(2) 0.3451(2) 0.0643(7) Uani 1 1 d . . . . .
H5A H 0.812591 0.380048 0.427556 0.077 Uiso 1 1 calc R U . . .
H5B H 0.771144 0.477048 0.343992 0.077 Uiso 1 1 calc R U . . .
C6 C 0.79552(12) 0.34502(17) 0.22569(18) 0.0402(5) Uani 1 1 d . . . . .
C7 C 0.79801(15) 0.4122(2) 0.0973(2) 0.0547(6) Uani 1 1 d . . . . .
H7A H 0.786640 0.365422 0.020079 0.066 Uiso 1 1 calc R U . . .
H7B H 0.754954 0.468037 0.094539 0.066 Uiso 1 1 calc R U . . .
C8 C 0.88441(17) 0.4656(2) 0.0924(3) 0.0620(6) Uani 1 1 d . . . . .
H8 H 0.885493 0.508371 0.010106 0.074 Uiso 1 1 calc R U . . .
C9 C 0.95059(19) 0.3780(3) 0.0954(3) 0.0788(9) Uani 1 1 d . . . . .
H9A H 1.005352 0.410970 0.090062 0.095 Uiso 1 1 calc R U . . .
H9B H 0.939638 0.330346 0.018805 0.095 Uiso 1 1 calc R U . . .
C10 C 0.9018(2) 0.5392(2) 0.2128(3) 0.0755(8) Uani 1 1 d . . . . .
H10A H 0.956150 0.573720 0.209324 0.091 Uiso 1 1 calc R U . . .
H10B H 0.859474 0.595935 0.211328 0.091 Uiso 1 1 calc R U . . .
C11 C 0.71218(13) 0.28805(18) 0.24029(19) 0.0430(5) Uani 1 1 d . . . . .
C12 C 0.58090(13) 0.21464(19) 0.1392(2) 0.0488(5) Uani 1 1 d . . . . .
H12A H 0.591996 0.149965 0.193288 0.059 Uiso 1 1 calc R U . . .
H12B H 0.560436 0.191248 0.049994 0.059 Uiso 1 1 calc R U . . .
C13 C 0.51305(13) 0.28147(18) 0.1985(2) 0.0444(5) Uani 1 1 d . . . . .
H13 H 0.536205 0.311115 0.284537 0.053 Uiso 1 1 calc R U . . .
C14 C 0.43719(13) 0.21260(19) 0.2222(2) 0.0496(5) Uani 1 1 d . . . . .
H14A H 0.417799 0.175184 0.140245 0.059 Uiso 1 1 calc R U . . .
H14B H 0.452763 0.158098 0.289770 0.059 Uiso 1 1 calc R U . . .
C15 C 0.36756(13) 0.28217(18) 0.2675(2) 0.0435(5) Uani 1 1 d . . . . .
C16 C 0.35735(13) 0.38712(17) 0.2151(2) 0.0441(5) Uani 1 1 d . . . . .
C17 C 0.41642(13) 0.42953(18) 0.1204(2) 0.0474(5) Uani 1 1 d . . . . .
C18 C 0.31225(13) 0.24540(19) 0.3574(2) 0.0479(5) Uani 1 1 d . . . . .
H18 H 0.318933 0.175580 0.392514 0.057 Uiso 1 1 calc R U . . .
C19 C 0.24730(13) 0.3102(2) 0.3961(2) 0.0489(5) Uani 1 1 d . . . . .
C20 C 0.23763(15) 0.4140(2) 0.3409(2) 0.0544(6) Uani 1 1 d . . . . .
H20 H 0.194239 0.458374 0.365094 0.065 Uiso 1 1 calc R U . . .
C21 C 0.29158(14) 0.45220(19) 0.2508(2) 0.0524(5) Uani 1 1 d . . . . .
H21 H 0.283885 0.521347 0.214000 0.063 Uiso 1 1 calc R U . . .
C22 C 0.19030(16) 0.2701(2) 0.4978(3) 0.0628(7) Uani 1 1 d . . . . .
H22A H 0.149326 0.325067 0.512397 0.094 Uiso 1 1 calc R U . . .
H22B H 0.162327 0.204984 0.465412 0.094 Uiso 1 1 calc R U . . .
H22C H 0.222947 0.254895 0.580452 0.094 Uiso 1 1 calc R U . . .
N1 N 0.65900(11) 0.27449(16) 0.13171(17) 0.0454(4) Uani 1 1 d D . . . .
N2 N 0.48714(11) 0.37227(16) 0.11019(19) 0.0490(5) Uani 1 1 d D . . . .
O1 O 0.39989(11) 0.51293(15) 0.05399(19) 0.0688(5) Uani 1 1 d . . . . .
O2 O 0.69489(11) 0.25375(18) 0.34972(15) 0.0691(6) Uani 1 1 d . . . . .
H1N H 0.6760(17) 0.288(2) 0.057(2) 0.074(9) Uiso 1 1 d D . . . .
H2N H 0.5243(13) 0.401(2) 0.059(2) 0.057(7) Uiso 1 1 d 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
C1 C6 1.531(3) . ?
C1 C2 1.543(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.522(5) . ?
C2 C9 1.525(5) . ?
C2 H2 0.9800 . ?
C3 C4 1.494(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C10 1.505(4) . ?
C4 C5 1.539(4) . ?
C4 H4 0.9800 . ?
C5 C6 1.528(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C11 1.523(3) . ?
C6 C7 1.533(3) . ?
C7 C8 1.533(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.508(4) . ?
C8 C10 1.516(4) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 O2 1.229(2) . ?
C11 N1 1.334(3) . ?
C12 N1 1.456(3) . ?
C12 C13 1.521(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N2 1.462(3) . ?
C13 C14 1.514(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.504(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C18 1.391(3) . ?
C15 C16 1.396(3) . ?
C16 C21 1.391(3) . ?
C16 C17 1.490(3) . ?
C17 O1 1.238(3) . ?
C17 N2 1.343(3) . ?
C18 C19 1.389(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.394(3) . ?
C19 C22 1.507(3) . ?
C20 C21 1.384(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
N1 H1N 0.835(17) . ?
N2 H2N 0.891(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 109.5(2) . . ?
C6 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
C6 C1 H1B 109.8 . . ?
C2 C1 H1B 109.8 . . ?
H1A C1 H1B 108.2 . . ?
C3 C2 C9 109.6(2) . . ?
C3 C2 C1 109.1(3) . . ?
C9 C2 C1 108.8(2) . . ?
C3 C2 H2 109.7 . . ?
C9 C2 H2 109.7 . . ?
C1 C2 H2 109.7 . . ?
C4 C3 C2 110.1(2) . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.2 . . ?
C3 C4 C10 110.3(3) . . ?
C3 C4 C5 108.9(2) . . ?
C10 C4 C5 109.2(2) . . ?
C3 C4 H4 109.4 . . ?
C10 C4 H4 109.4 . . ?
C5 C4 H4 109.4 . . ?
C6 C5 C4 110.3(2) . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C11 C6 C5 108.49(17) . . ?
C11 C6 C1 107.60(17) . . ?
C5 C6 C1 109.03(19) . . ?
C11 C6 C7 114.43(16) . . ?
C5 C6 C7 108.24(19) . . ?
C1 C6 C7 108.94(19) . . ?
C8 C7 C6 110.19(18) . . ?
C8 C7 H7A 109.6 . . ?
C6 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
C6 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C9 C8 C10 109.2(2) . . ?
C9 C8 C7 109.1(2) . . ?
C10 C8 C7 109.5(2) . . ?
C9 C8 H8 109.7 . . ?
C10 C8 H8 109.7 . . ?
C7 C8 H8 109.7 . . ?
C8 C9 C2 110.2(2) . . ?
C8 C9 H9A 109.6 . . ?
C2 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
C2 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C4 C10 C8 110.1(2) . . ?
C4 C10 H10A 109.6 . . ?
C8 C10 H10A 109.6 . . ?
C4 C10 H10B 109.6 . . ?
C8 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
O2 C11 N1 120.7(2) . . ?
O2 C11 C6 120.54(18) . . ?
N1 C11 C6 118.73(17) . . ?
N1 C12 C13 112.98(19) . . ?
N1 C12 H12A 109.0 . . ?
C13 C12 H12A 109.0 . . ?
N1 C12 H12B 109.0 . . ?
C13 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N2 C13 C14 109.39(17) . . ?
N2 C13 C12 110.41(17) . . ?
C14 C13 C12 111.54(18) . . ?
N2 C13 H13 108.5 . . ?
C14 C13 H13 108.5 . . ?
C12 C13 H13 108.5 . . ?
C15 C14 C13 110.69(18) . . ?
C15 C14 H14A 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C18 C15 C16 118.9(2) . . ?
C18 C15 C14 122.60(19) . . ?
C16 C15 C14 118.49(18) . . ?
C21 C16 C15 120.03(19) . . ?
C21 C16 C17 119.79(19) . . ?
C15 C16 C17 120.18(19) . . ?
O1 C17 N2 122.3(2) . . ?
O1 C17 C16 121.0(2) . . ?
N2 C17 C16 116.67(18) . . ?
C19 C18 C15 121.8(2) . . ?
C19 C18 H18 119.1 . . ?
C15 C18 H18 119.1 . . ?
C18 C19 C20 118.3(2) . . ?
C18 C19 C22 120.8(2) . . ?
C20 C19 C22 121.0(2) . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C16 120.0(2) . . ?
C20 C21 H21 120.0 . . ?
C16 C21 H21 120.0 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C11 N1 C12 120.70(17) . . ?
C11 N1 H1N 118(2) . . ?
C12 N1 H1N 119(2) . . ?
C17 N2 C13 123.38(17) . . ?
C17 N2 H2N 116.3(16) . . ?
C13 N2 H2N 118.9(16) . . ?

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
C6 C1 C2 C3 59.5(3) . . . . ?
C6 C1 C2 C9 -60.1(3) . . . . ?
C9 C2 C3 C4 57.9(3) . . . . ?
C1 C2 C3 C4 -61.2(3) . . . . ?
C2 C3 C4 C10 -58.8(3) . . . . ?
C2 C3 C4 C5 61.1(3) . . . . ?
C3 C4 C5 C6 -60.3(3) . . . . ?
C10 C4 C5 C6 60.3(3) . . . . ?
C4 C5 C6 C11 175.9(2) . . . . ?
C4 C5 C6 C1 59.0(3) . . . . ?
C4 C5 C6 C7 -59.3(3) . . . . ?
C2 C1 C6 C11 -176.0(2) . . . . ?
C2 C1 C6 C5 -58.6(3) . . . . ?
C2 C1 C6 C7 59.4(3) . . . . ?
C11 C6 C7 C8 -179.82(19) . . . . ?
C5 C6 C7 C8 59.1(3) . . . . ?
C1 C6 C7 C8 -59.3(3) . . . . ?
C6 C7 C8 C9 59.8(3) . . . . ?
C6 C7 C8 C10 -59.6(3) . . . . ?
C10 C8 C9 C2 59.0(3) . . . . ?
C7 C8 C9 C2 -60.7(3) . . . . ?
C3 C2 C9 C8 -58.3(3) . . . . ?
C1 C2 C9 C8 61.0(3) . . . . ?
C3 C4 C10 C8 59.7(3) . . . . ?
C5 C4 C10 C8 -60.0(3) . . . . ?
C9 C8 C10 C4 -59.4(3) . . . . ?
C7 C8 C10 C4 59.9(3) . . . . ?
C5 C6 C11 O2 -41.7(3) . . . . ?
C1 C6 C11 O2 76.1(3) . . . . ?
C7 C6 C11 O2 -162.7(2) . . . . ?
C5 C6 C11 N1 139.4(2) . . . . ?
C1 C6 C11 N1 -102.8(2) . . . . ?
C7 C6 C11 N1 18.4(3) . . . . ?
N1 C12 C13 N2 65.9(2) . . . . ?
N1 C12 C13 C14 -172.26(17) . . . . ?
N2 C13 C14 C15 -51.7(2) . . . . ?
C12 C13 C14 C15 -174.18(17) . . . . ?
C13 C14 C15 C18 -146.2(2) . . . . ?
C13 C14 C15 C16 35.0(3) . . . . ?
C18 C15 C16 C21 -1.4(3) . . . . ?
C14 C15 C16 C21 177.5(2) . . . . ?
C18 C15 C16 C17 178.97(19) . . . . ?
C14 C15 C16 C17 -2.1(3) . . . . ?
C21 C16 C17 O1 -13.3(3) . . . . ?
C15 C16 C17 O1 166.3(2) . . . . ?
C21 C16 C17 N2 167.4(2) . . . . ?
C15 C16 C17 N2 -12.9(3) . . . . ?
C16 C15 C18 C19 0.1(3) . . . . ?
C14 C15 C18 C19 -178.8(2) . . . . ?
C15 C18 C19 C20 0.8(3) . . . . ?
C15 C18 C19 C22 -177.5(2) . . . . ?
C18 C19 C20 C21 -0.5(3) . . . . ?
C22 C19 C20 C21 177.9(2) . . . . ?
C19 C20 C21 C16 -0.8(4) . . . . ?
C15 C16 C21 C20 1.8(3) . . . . ?
C17 C16 C21 C20 -178.6(2) . . . . ?
O2 C11 N1 C12 -2.7(3) . . . . ?
C6 C11 N1 C12 176.20(18) . . . . ?
C13 C12 N1 C11 78.3(3) . . . . ?
O1 C17 N2 C13 172.4(2) . . . . ?
C16 C17 N2 C13 -8.4(3) . . . . ?
C14 C13 N2 C17 41.2(3) . . . . ?
C12 C13 N2 C17 164.3(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C13 H13 O2 0.98 2.66 3.181(3) 113.5 . yes
N1 H1N O2 0.835(17) 2.19(2) 2.955(2) 153(3) 4_565 yes
N2 H2N O1 0.891(16) 2.026(17) 2.910(2) 172(2) 3_665 yes

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.041

# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         11 Note  
RESPONSE: These reflections are affected by the beamstop and hence omitted
from refinement.
;
# end Validation Reply Form


