# Electronic Supplementary Material (ESI) for ChemComm.
# 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_KA881_0m
_database_code_depnum_ccdc_archive 'CCDC 2047768'
loop_
_audit_author_name
_audit_author_address
'Jagadeesh Babu Nanubolu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2020-12-02 deposited with the CCDC.	2021-04-30 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         'C23 H23 N O3'
_chemical_formula_sum            'C23 H23 N O3'
_chemical_formula_weight         361.42

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                   12.789(3)
_cell_length_b                   10.573(2)
_cell_length_c                   13.888(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.041(6)
_cell_angle_gamma                90
_cell_volume                     1843.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9950
_cell_measurement_theta_min      2.442
_cell_measurement_theta_max      30.570

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.086
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6119
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20159
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.438
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4217
_reflns_number_gt                3398
_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       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0625P)²+0.5580P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.038(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4217
_refine_ls_number_parameters     270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.1311
_refine_ls_wR_factor_gt          0.1193
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_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 0.77931(11) 0.35053(13) 0.56011(11) 0.0387(3) Uani 1 1 d . . . . .
C2 C 0.77586(14) 0.28652(14) 0.47167(12) 0.0496(4) Uani 1 1 d . . . . .
H2 H 0.821674 0.219410 0.467122 0.060 Uiso 1 1 calc R U . . .
C3 C 0.70272(15) 0.32574(16) 0.39157(12) 0.0538(4) Uani 1 1 d . . . . .
H3 H 0.699893 0.285429 0.331610 0.065 Uiso 1 1 calc R U . . .
C4 C 0.63235(14) 0.42521(15) 0.39847(11) 0.0494(4) Uani 1 1 d . . . . .
H4 H 0.582687 0.448822 0.343385 0.059 Uiso 1 1 calc R U . . .
C5 C 0.63549(11) 0.48860(13) 0.48546(10) 0.0389(3) Uani 1 1 d . . . . .
H5 H 0.588534 0.554794 0.489181 0.047 Uiso 1 1 calc R U . . .
C6 C 0.71032(10) 0.45238(12) 0.56861(9) 0.0326(3) Uani 1 1 d . . . . .
C7 C 0.73387(10) 0.49459(12) 0.66925(9) 0.0343(3) Uani 1 1 d . . . . .
C8 C 0.81349(12) 0.41675(15) 0.71588(11) 0.0447(4) Uani 1 1 d . . . . .
H8 H 0.844199 0.421433 0.782130 0.054 Uiso 1 1 calc R U . . .
C9 C 0.67617(10) 0.59218(12) 0.71471(9) 0.0325(3) Uani 1 1 d . . . . .
C10 C 0.62725(11) 0.55496(13) 0.79173(9) 0.0351(3) Uani 1 1 d . . . . .
H10 H 0.637955 0.473109 0.816141 0.042 Uiso 1 1 calc R U . . .
C11 C 0.56307(11) 0.63660(13) 0.83297(9) 0.0361(3) Uani 1 1 d . . . . .
C12 C 0.54678(12) 0.75913(13) 0.79713(11) 0.0416(3) Uani 1 1 d . . . . .
H12 H 0.503016 0.814650 0.823073 0.050 Uiso 1 1 calc R U . . .
C13 C 0.59700(12) 0.79696(13) 0.72202(11) 0.0419(3) Uani 1 1 d . . . . .
H13 H 0.586219 0.879216 0.698501 0.050 Uiso 1 1 calc R U . . .
C14 C 0.66274(11) 0.71794(12) 0.68008(9) 0.0346(3) Uani 1 1 d . . . . .
C15 C 0.43644(15) 0.65764(17) 0.93821(13) 0.0565(4) Uani 1 1 d . . . . .
H15A H 0.381926 0.679744 0.883135 0.085 Uiso 1 1 calc R U . . .
H15B H 0.467087 0.733293 0.969953 0.085 Uiso 1 1 calc R U . . .
H15C H 0.405943 0.608117 0.983792 0.085 Uiso 1 1 calc R U . . .
C16 C 0.71446(11) 0.76964(13) 0.59907(10) 0.0369(3) Uani 1 1 d . . . . .
H16A H 0.667146 0.832368 0.563001 0.044 Uiso 1 1 calc R U . . .
H16B H 0.720873 0.701201 0.554054 0.044 Uiso 1 1 calc R U . . .
C17 C 0.82780(12) 0.83188(14) 0.63225(11) 0.0421(3) Uani 1 1 d . . . . .
C18 C 0.85245(14) 0.89480(17) 0.53870(14) 0.0577(5) Uani 1 1 d . . . . .
C22 C 0.91195(11) 0.73027(15) 0.66490(11) 0.0433(3) Uani 1 1 d . . . . .
C23 C 0.82752(17) 0.92983(19) 0.71269(15) 0.0682(5) Uani 1 1 d . . . . .
H23A H 0.896038 0.969926 0.728100 0.102 Uiso 1 1 calc R U . . .
H23B H 0.812461 0.888943 0.770233 0.102 Uiso 1 1 calc R U . . .
H23C H 0.773882 0.992323 0.690411 0.102 Uiso 1 1 calc R U . . .
N1 N 0.84141(11) 0.33122(13) 0.65130(10) 0.0489(3) Uani 1 1 d . . . . .
H1 H 0.8922(17) 0.273(2) 0.6670(15) 0.069(6) Uiso 1 1 d . . . . .
O1 O 0.51701(9) 0.58616(10) 0.90525(8) 0.0489(3) Uani 1 1 d . . . . .
O2 O 0.84736(18) 1.00653(15) 0.52906(16) 0.1149(7) Uani 1 1 d . . . . .
O3 O 0.95345(10) 0.71896(14) 0.75070(9) 0.0669(4) Uani 1 1 d . . . . .
C19 C 0.8977(7) 0.8143(9) 0.4645(8) 0.0694(19) Uani 0.641(11) 1 d . . P A 1
H19A H 0.852933 0.825802 0.400341 0.083 Uiso 0.641(11) 1 calc R U P A 1
H19B H 0.968035 0.845975 0.460951 0.083 Uiso 0.641(11) 1 calc R U P A 1
C20 C 0.9064(4) 0.6729(4) 0.4867(2) 0.0553(11) Uani 0.641(11) 1 d . . P A 1
H20A H 0.836634 0.634382 0.467805 0.066 Uiso 0.641(11) 1 calc R U P A 1
H20B H 0.953240 0.634279 0.447829 0.066 Uiso 0.641(11) 1 calc R U P A 1
C21 C 0.94671(15) 0.64788(18) 0.58859(14) 0.0595(5) Uani 0.641(11) 1 d . . P A
1
H21A H 1.023829 0.651865 0.598874 0.071 Uiso 0.641(11) 1 calc R U P A 1
H21B H 0.928115 0.561385 0.601434 0.071 Uiso 0.641(11) 1 calc R U P A 1
C19D C 0.8592(10) 0.814(2) 0.4580(13) 0.068(3) Uani 0.359(11) 1 d . . P A 2
H19C H 0.871034 0.863083 0.402104 0.082 Uiso 0.359(11) 1 calc R U P A 2
H19D H 0.793866 0.765953 0.438898 0.082 Uiso 0.359(11) 1 calc R U P A 2
C20D C 0.9507(7) 0.7272(11) 0.4918(5) 0.065(2) Uani 0.359(11) 1 d . . P A 2
H20C H 1.015660 0.776938 0.503074 0.077 Uiso 0.359(11) 1 calc R U P A 2
H20D H 0.955170 0.668241 0.439153 0.077 Uiso 0.359(11) 1 calc R U P A 2
C21D C 0.94671(15) 0.64788(18) 0.58859(14) 0.0595(5) Uani 0.359(11) 1 d . . P A
2
H21C H 0.897338 0.577930 0.572728 0.071 Uiso 0.359(11) 1 calc R U P A 2
H21D H 1.016688 0.613229 0.614437 0.071 Uiso 0.359(11) 1 calc R U P A 2


_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 N1 1.375(2) . ?
C1 C2 1.396(2) . ?
C1 C6 1.4114(19) . ?
C2 C3 1.373(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.399(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.4046(19) . ?
C5 H5 0.9300 . ?
C6 C7 1.4429(19) . ?
C7 C8 1.3714(19) . ?
C7 C9 1.4787(18) . ?
C8 N1 1.368(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.3952(18) . ?
C9 C14 1.4132(18) . ?
C10 C11 1.3881(19) . ?
C10 H10 0.9300 . ?
C11 O1 1.3659(16) . ?
C11 C12 1.389(2) . ?
C12 C13 1.385(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.390(2) . ?
C13 H13 0.9300 . ?
C14 C16 1.5123(19) . ?
C15 O1 1.4222(19) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.578(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C23 1.524(2) . ?
C17 C22 1.527(2) . ?
C17 C18 1.545(2) . ?
C18 O2 1.189(2) . ?
C18 C19D 1.43(2) . ?
C18 C19 1.533(10) . ?
C22 O3 1.2140(18) . ?
C22 C21D 1.503(2) . ?
C22 C21 1.503(2) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
N1 H1 0.89(2) . ?
C19 C20 1.527(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.434(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C19D C20D 1.490(17) . ?
C19D H19C 0.9700 . ?
C19D H19D 0.9700 . ?
C20D C21D 1.594(8) . ?
C20D H20C 0.9700 . ?
C20D H20D 0.9700 . ?
C21D H21C 0.9700 . ?
C21D H21D 0.9700 . ?

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
N1 C1 C2 130.83(13) . . ?
N1 C1 C6 107.24(12) . . ?
C2 C1 C6 121.92(13) . . ?
C3 C2 C1 117.92(14) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
C2 C3 C4 121.25(15) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 121.03(15) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 119.34(13) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 118.53(13) . . ?
C5 C6 C7 134.03(12) . . ?
C1 C6 C7 107.40(12) . . ?
C8 C7 C6 105.68(12) . . ?
C8 C7 C9 127.10(12) . . ?
C6 C7 C9 126.92(11) . . ?
N1 C8 C7 110.51(13) . . ?
N1 C8 H8 124.7 . . ?
C7 C8 H8 124.7 . . ?
C10 C9 C14 118.89(12) . . ?
C10 C9 C7 117.67(11) . . ?
C14 C9 C7 123.32(12) . . ?
C11 C10 C9 121.90(12) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
O1 C11 C10 115.65(12) . . ?
O1 C11 C12 124.83(13) . . ?
C10 C11 C12 119.47(13) . . ?
C13 C12 C11 118.68(13) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C12 C13 C14 123.18(13) . . ?
C12 C13 H13 118.4 . . ?
C14 C13 H13 118.4 . . ?
C13 C14 C9 117.83(12) . . ?
C13 C14 C16 118.71(12) . . ?
C9 C14 C16 123.46(12) . . ?
O1 C15 H15A 109.5 . . ?
O1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 C17 116.21(11) . . ?
C14 C16 H16A 108.2 . . ?
C17 C16 H16A 108.2 . . ?
C14 C16 H16B 108.2 . . ?
C17 C16 H16B 108.2 . . ?
H16A C16 H16B 107.4 . . ?
C23 C17 C22 111.16(14) . . ?
C23 C17 C18 110.70(14) . . ?
C22 C17 C18 107.88(13) . . ?
C23 C17 C16 111.49(13) . . ?
C22 C17 C16 110.43(11) . . ?
C18 C17 C16 104.95(12) . . ?
O2 C18 C19D 121.2(7) . . ?
O2 C18 C19 119.7(4) . . ?
O2 C18 C17 120.46(19) . . ?
C19D C18 C17 117.1(7) . . ?
C19 C18 C17 119.4(4) . . ?
O3 C22 C21D 120.15(16) . . ?
O3 C22 C21 120.15(16) . . ?
O3 C22 C17 120.78(15) . . ?
C21D C22 C17 119.02(13) . . ?
C21 C22 C17 119.02(13) . . ?
C17 C23 H23A 109.5 . . ?
C17 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C17 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C8 N1 C1 109.17(12) . . ?
C8 N1 H1 124.3(13) . . ?
C1 N1 H1 126.5(13) . . ?
C11 O1 C15 118.04(12) . . ?
C20 C19 C18 115.5(6) . . ?
C20 C19 H19A 108.4 . . ?
C18 C19 H19A 108.4 . . ?
C20 C19 H19B 108.4 . . ?
C18 C19 H19B 108.4 . . ?
H19A C19 H19B 107.5 . . ?
C21 C20 C19 112.2(5) . . ?
C21 C20 H20A 109.2 . . ?
C19 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
C19 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C20 C21 C22 119.32(19) . . ?
C20 C21 H21A 107.5 . . ?
C22 C21 H21A 107.5 . . ?
C20 C21 H21B 107.5 . . ?
C22 C21 H21B 107.5 . . ?
H21A C21 H21B 107.0 . . ?
C18 C19D C20D 106.5(12) . . ?
C18 C19D H19C 110.4 . . ?
C20D C19D H19C 110.4 . . ?
C18 C19D H19D 110.4 . . ?
C20D C19D H19D 110.4 . . ?
H19C C19D H19D 108.6 . . ?
C19D C20D C21D 116.0(8) . . ?
C19D C20D H20C 108.3 . . ?
C21D C20D H20C 108.3 . . ?
C19D C20D H20D 108.3 . . ?
C21D C20D H20D 108.3 . . ?
H20C C20D H20D 107.4 . . ?
C22 C21D C20D 110.6(3) . . ?
C22 C21D H21C 109.5 . . ?
C20D C21D H21C 109.5 . . ?
C22 C21D H21D 109.5 . . ?
C20D C21D H21D 109.5 . . ?
H21C C21D H21D 108.1 . . ?

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 C1 C2 C3 178.50(16) . . . . ?
C6 C1 C2 C3 0.2(2) . . . . ?
C1 C2 C3 C4 -1.1(2) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C3 C4 C5 C6 -0.2(2) . . . . ?
C4 C5 C6 C1 -0.7(2) . . . . ?
C4 C5 C6 C7 -178.39(15) . . . . ?
N1 C1 C6 C5 -177.92(12) . . . . ?
C2 C1 C6 C5 0.8(2) . . . . ?
N1 C1 C6 C7 0.33(15) . . . . ?
C2 C1 C6 C7 179.01(13) . . . . ?
C5 C6 C7 C8 177.19(15) . . . . ?
C1 C6 C7 C8 -0.67(15) . . . . ?
C5 C6 C7 C9 3.2(2) . . . . ?
C1 C6 C7 C9 -174.70(12) . . . . ?
C6 C7 C8 N1 0.77(17) . . . . ?
C9 C7 C8 N1 174.79(13) . . . . ?
C8 C7 C9 C10 -54.52(19) . . . . ?
C6 C7 C9 C10 118.27(15) . . . . ?
C8 C7 C9 C14 129.60(15) . . . . ?
C6 C7 C9 C14 -57.61(19) . . . . ?
C14 C9 C10 C11 2.18(19) . . . . ?
C7 C9 C10 C11 -173.89(12) . . . . ?
C9 C10 C11 O1 177.57(12) . . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
O1 C11 C12 C13 -178.63(13) . . . . ?
C10 C11 C12 C13 -1.2(2) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
C12 C13 C14 C9 1.7(2) . . . . ?
C12 C13 C14 C16 -179.38(13) . . . . ?
C10 C9 C14 C13 -2.86(19) . . . . ?
C7 C9 C14 C13 172.97(12) . . . . ?
C10 C9 C14 C16 178.23(12) . . . . ?
C7 C9 C14 C16 -5.9(2) . . . . ?
C13 C14 C16 C17 90.75(16) . . . . ?
C9 C14 C16 C17 -90.34(16) . . . . ?
C14 C16 C17 C23 -51.09(18) . . . . ?
C14 C16 C17 C22 73.01(16) . . . . ?
C14 C16 C17 C18 -170.97(13) . . . . ?
C23 C17 C18 O2 -14.9(3) . . . . ?
C22 C17 C18 O2 -136.7(2) . . . . ?
C16 C17 C18 O2 105.5(2) . . . . ?
C23 C17 C18 C19D 177.8(6) . . . . ?
C22 C17 C18 C19D 56.0(6) . . . . ?
C16 C17 C18 C19D -61.8(6) . . . . ?
C23 C17 C18 C19 157.1(4) . . . . ?
C22 C17 C18 C19 35.3(4) . . . . ?
C16 C17 C18 C19 -82.5(4) . . . . ?
C23 C17 C22 O3 14.6(2) . . . . ?
C18 C17 C22 O3 136.14(15) . . . . ?
C16 C17 C22 O3 -109.69(16) . . . . ?
C23 C17 C22 C21D -162.57(14) . . . . ?
C18 C17 C22 C21D -41.03(18) . . . . ?
C16 C17 C22 C21D 73.14(17) . . . . ?
C23 C17 C22 C21 -162.57(14) . . . . ?
C18 C17 C22 C21 -41.03(18) . . . . ?
C16 C17 C22 C21 73.14(17) . . . . ?
C7 C8 N1 C1 -0.59(18) . . . . ?
C2 C1 N1 C8 -178.38(16) . . . . ?
C6 C1 N1 C8 0.14(17) . . . . ?
C10 C11 O1 C15 -169.28(13) . . . . ?
C12 C11 O1 C15 8.3(2) . . . . ?
O2 C18 C19 C20 176.7(5) . . . . ?
C17 C18 C19 C20 4.7(9) . . . . ?
C18 C19 C20 C21 -42.8(9) . . . . ?
C19 C20 C21 C22 38.7(7) . . . . ?
O3 C22 C21 C20 -172.4(3) . . . . ?
C17 C22 C21 C20 4.8(4) . . . . ?
O2 C18 C19D C20D 129.5(9) . . . . ?
C17 C18 C19D C20D -63.2(11) . . . . ?
C18 C19D C20D C21D 55.4(15) . . . . ?
O3 C22 C21D C20D -140.5(4) . . . . ?
C17 C22 C21D C20D 36.7(5) . . . . ?
C19D C20D C21D C22 -43.6(13) . . . . ?

_refine_diff_density_max         0.245
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_KA874_0m
_database_code_depnum_ccdc_archive 'CCDC 2047769'
loop_
_audit_author_name
_audit_author_address
'Jagadeesh Babu Nanubolu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2020-12-02 deposited with the CCDC.	2021-04-30 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 H23 N O4'
_chemical_formula_sum            'C22 H23 N O4'
_chemical_formula_weight         365.41

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   7.543(5)
_cell_length_b                   7.946(6)
_cell_length_c                   16.011(11)
_cell_angle_alpha                94.693(17)
_cell_angle_beta                 95.845(13)
_cell_angle_gamma                97.337(14)
_cell_volume                     942.5(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9995
_cell_measurement_theta_min      2.571
_cell_measurement_theta_max      30.5455

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_F_000             388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.088
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5928
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20438
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.569
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4328
_reflns_number_gt                3345
_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       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0632P)²+0.3003P] 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         4328
_refine_ls_number_parameters     250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1408
_refine_ls_wR_factor_gt          0.1284
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_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
O1 O 0.1222(2) -0.16756(19) 0.83211(10) 0.0719(5) Uani 1 1 d . . . . .
O2 O 0.58882(14) 0.27680(13) 0.81026(6) 0.0306(3) Uani 1 1 d . . . . .
O3 O 0.71439(17) 0.44310(15) 0.93460(6) 0.0416(3) Uani 1 1 d . . . . .
O4 O 0.6282(2) 0.6521(2) 0.66774(8) 0.0647(4) Uani 1 1 d . . . . .
N1 N 0.3845(2) 0.31987(19) 0.51679(9) 0.0390(3) Uani 1 1 d . . . . .
C1 C 0.2032(2) -0.0286(2) 0.82327(11) 0.0444(4) Uani 1 1 d . . . . .
C2 C 0.2369(3) 0.1095(2) 0.89258(11) 0.0460(4) Uani 1 1 d . . . . .
H2 H 0.193133 0.089609 0.943635 0.055 Uiso 1 1 calc R U . . .
C3 C 0.3272(2) 0.2608(2) 0.88502(10) 0.0401(4) Uani 1 1 d . . . . .
H3 H 0.345251 0.341463 0.931613 0.048 Uiso 1 1 calc R U . . .
C4 C 0.4028(2) 0.31023(19) 0.80478(9) 0.0305(3) Uani 1 1 d . . . . .
C5 C 0.2973(2) 0.19862(19) 0.72754(9) 0.0305(3) Uani 1 1 d . . . . .
H5 H 0.175331 0.229816 0.722534 0.037 Uiso 1 1 calc R U . . .
C6 C 0.2783(2) 0.0094(2) 0.74280(10) 0.0391(4) Uani 1 1 d . . . . .
H6A H 0.200698 -0.055726 0.696039 0.047 Uiso 1 1 calc R U . . .
H6B H 0.395696 -0.028472 0.743531 0.047 Uiso 1 1 calc R U . . .
C7 C 0.4129(2) 0.5031(2) 0.79734(10) 0.0348(3) Uani 1 1 d . . . . .
H7A H 0.358929 0.524577 0.742290 0.042 Uiso 1 1 calc R U . . .
H7B H 0.350858 0.556547 0.840288 0.042 Uiso 1 1 calc R U . . .
C8 C 0.6141(2) 0.57155(19) 0.80985(9) 0.0322(3) Uani 1 1 d . . . . .
C9 C 0.6624(3) 0.7456(2) 0.86186(11) 0.0469(4) Uani 1 1 d . . . . .
H9A H 0.790826 0.774995 0.870615 0.070 Uiso 1 1 calc R U . . .
H9B H 0.616246 0.739924 0.915411 0.070 Uiso 1 1 calc R U . . .
H9C H 0.610380 0.830730 0.832051 0.070 Uiso 1 1 calc R U . . .
C10 C 0.6941(2) 0.5833(2) 0.72552(10) 0.0399(4) Uani 1 1 d . . . . .
C11 C 0.8615(2) 0.5002(2) 0.72619(11) 0.0442(4) Uani 1 1 d . . . . .
H11A H 0.964379 0.583314 0.720295 0.053 Uiso 1 1 calc R U . . .
H11B H 0.849353 0.410818 0.680123 0.053 Uiso 1 1 calc R U . . .
C12 C 0.8856(2) 0.4257(2) 0.81094(11) 0.0434(4) Uani 1 1 d . . . . .
H12A H 0.915099 0.310568 0.803452 0.052 Uiso 1 1 calc R U . . .
H12B H 0.980695 0.495122 0.848754 0.052 Uiso 1 1 calc R U . . .
C13 C 0.7046(2) 0.4266(2) 0.84579(9) 0.0321(3) Uani 1 1 d . . . . .
C14 C 0.7890(3) 0.3083(3) 0.97324(12) 0.0621(6) Uani 1 1 d . . . . .
H14A H 0.724667 0.200677 0.948669 0.093 Uiso 1 1 calc R U . . .
H14B H 0.778964 0.320186 1.032666 0.093 Uiso 1 1 calc R U . . .
H14C H 0.913430 0.313418 0.964369 0.093 Uiso 1 1 calc R U . . .
C15 C 0.3702(2) 0.23024(19) 0.64561(9) 0.0299(3) Uani 1 1 d . . . . .
C16 C 0.2863(2) 0.3110(2) 0.58383(9) 0.0349(3) Uani 1 1 d . . . . .
H16 H 0.177745 0.353768 0.587012 0.042 Uiso 1 1 calc R U . . .
C17 C 0.5341(2) 0.2421(2) 0.53329(9) 0.0344(4) Uani 1 1 d . . . . .
C18 C 0.6733(3) 0.2221(2) 0.48386(11) 0.0464(4) Uani 1 1 d . . . . .
H18 H 0.674023 0.264210 0.431371 0.056 Uiso 1 1 calc R U . . .
C19 C 0.8083(3) 0.1382(3) 0.51554(12) 0.0527(5) Uani 1 1 d . . . . .
H19 H 0.903733 0.124300 0.484288 0.063 Uiso 1 1 calc R U . . .
C20 C 0.8065(3) 0.0725(2) 0.59408(12) 0.0488(5) Uani 1 1 d . . . . .
H20 H 0.898960 0.013402 0.613280 0.059 Uiso 1 1 calc R U . . .
C21 C 0.6703(2) 0.0937(2) 0.64329(10) 0.0384(4) Uani 1 1 d . . . . .
H21 H 0.670908 0.050243 0.695498 0.046 Uiso 1 1 calc R U . . .
C22 C 0.5306(2) 0.18170(19) 0.61381(9) 0.0308(3) Uani 1 1 d . . . . .
H1N H 0.342(3) 0.360(3) 0.4658(14) 0.062(6) 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 C1 1.218(2) . ?
O2 C13 1.423(2) . ?
O2 C4 1.457(2) . ?
O3 C13 1.411(2) . ?
O3 C14 1.427(2) . ?
O4 C10 1.208(2) . ?
N1 C16 1.366(2) . ?
N1 C17 1.367(2) . ?
N1 H1N 0.94(2) . ?
C1 C2 1.474(3) . ?
C1 C6 1.497(2) . ?
C2 C3 1.325(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.518(2) . ?
C3 H3 0.9300 . ?
C4 C7 1.539(2) . ?
C4 C5 1.546(2) . ?
C5 C15 1.501(2) . ?
C5 C6 1.534(2) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.532(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C13 1.534(2) . ?
C8 C9 1.536(2) . ?
C8 C10 1.539(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.498(3) . ?
C11 C12 1.528(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.527(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.368(2) . ?
C15 C22 1.444(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.395(2) . ?
C17 C22 1.414(2) . ?
C18 C19 1.365(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.401(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.376(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.401(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
C13 O2 C4 109.44(12) . . ?
C13 O3 C14 113.83(14) . . ?
C16 N1 C17 108.89(14) . . ?
C16 N1 H1N 122.6(14) . . ?
C17 N1 H1N 127.9(14) . . ?
O1 C1 C2 121.41(17) . . ?
O1 C1 C6 121.99(17) . . ?
C2 C1 C6 116.57(15) . . ?
C3 C2 C1 122.57(15) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C2 C3 C4 123.87(15) . . ?
C2 C3 H3 118.1 . . ?
C4 C3 H3 118.1 . . ?
O2 C4 C3 107.91(12) . . ?
O2 C4 C7 104.98(12) . . ?
C3 C4 C7 111.72(13) . . ?
O2 C4 C5 107.97(12) . . ?
C3 C4 C5 110.06(13) . . ?
C7 C4 C5 113.84(13) . . ?
C15 C5 C6 112.09(13) . . ?
C15 C5 C4 113.97(13) . . ?
C6 C5 C4 110.84(13) . . ?
C15 C5 H5 106.5 . . ?
C6 C5 H5 106.5 . . ?
C4 C5 H5 106.5 . . ?
C1 C6 C5 113.94(14) . . ?
C1 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C1 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C8 C7 C4 105.25(13) . . ?
C8 C7 H7A 110.7 . . ?
C4 C7 H7A 110.7 . . ?
C8 C7 H7B 110.7 . . ?
C4 C7 H7B 110.7 . . ?
H7A C7 H7B 108.8 . . ?
C7 C8 C13 104.57(13) . . ?
C7 C8 C9 114.69(14) . . ?
C13 C8 C9 115.05(14) . . ?
C7 C8 C10 112.19(13) . . ?
C13 C8 C10 101.36(13) . . ?
C9 C8 C10 108.25(14) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O4 C10 C11 125.84(16) . . ?
O4 C10 C8 123.26(18) . . ?
C11 C10 C8 110.89(14) . . ?
C10 C11 C12 106.36(14) . . ?
C10 C11 H11A 110.5 . . ?
C12 C11 H11A 110.5 . . ?
C10 C11 H11B 110.5 . . ?
C12 C11 H11B 110.5 . . ?
H11A C11 H11B 108.6 . . ?
C13 C12 C11 105.06(14) . . ?
C13 C12 H12A 110.7 . . ?
C11 C12 H12A 110.7 . . ?
C13 C12 H12B 110.7 . . ?
C11 C12 H12B 110.7 . . ?
H12A C12 H12B 108.8 . . ?
O3 C13 O2 111.26(12) . . ?
O3 C13 C12 114.77(13) . . ?
O2 C13 C12 108.37(13) . . ?
O3 C13 C8 110.05(12) . . ?
O2 C13 C8 103.67(12) . . ?
C12 C13 C8 108.09(13) . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C22 106.36(14) . . ?
C16 C15 C5 123.90(15) . . ?
C22 C15 C5 129.71(14) . . ?
N1 C16 C15 110.35(15) . . ?
N1 C16 H16 124.8 . . ?
C15 C16 H16 124.8 . . ?
N1 C17 C18 129.24(16) . . ?
N1 C17 C22 108.19(14) . . ?
C18 C17 C22 122.56(17) . . ?
C19 C18 C17 117.40(18) . . ?
C19 C18 H18 121.3 . . ?
C17 C18 H18 121.3 . . ?
C18 C19 C20 121.48(17) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C21 C20 C19 121.17(18) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C20 C21 C22 119.19(17) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C21 C22 C17 118.16(15) . . ?
C21 C22 C15 135.65(15) . . ?
C17 C22 C15 106.19(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 178.9(2) . . . . ?
C6 C1 C2 C3 0.7(3) . . . . ?
C1 C2 C3 C4 1.0(3) . . . . ?
C13 O2 C4 C3 -92.11(14) . . . . ?
C13 O2 C4 C7 27.17(14) . . . . ?
C13 O2 C4 C5 148.95(11) . . . . ?
C2 C3 C4 O2 -93.8(2) . . . . ?
C2 C3 C4 C7 151.25(18) . . . . ?
C2 C3 C4 C5 23.8(2) . . . . ?
O2 C4 C5 C15 -58.59(16) . . . . ?
C3 C4 C5 C15 -176.14(13) . . . . ?
C7 C4 C5 C15 57.55(18) . . . . ?
O2 C4 C5 C6 68.97(15) . . . . ?
C3 C4 C5 C6 -48.58(18) . . . . ?
C7 C4 C5 C6 -174.89(13) . . . . ?
O1 C1 C6 C5 153.84(19) . . . . ?
C2 C1 C6 C5 -28.0(2) . . . . ?
C15 C5 C6 C1 -179.10(14) . . . . ?
C4 C5 C6 C1 52.32(19) . . . . ?
O2 C4 C7 C8 -6.58(14) . . . . ?
C3 C4 C7 C8 110.12(14) . . . . ?
C5 C4 C7 C8 -124.44(13) . . . . ?
C4 C7 C8 C13 -14.03(15) . . . . ?
C4 C7 C8 C9 -140.97(14) . . . . ?
C4 C7 C8 C10 94.98(15) . . . . ?
C7 C8 C10 O4 50.5(2) . . . . ?
C13 C8 C10 O4 161.54(17) . . . . ?
C9 C8 C10 O4 -77.1(2) . . . . ?
C7 C8 C10 C11 -129.91(15) . . . . ?
C13 C8 C10 C11 -18.88(16) . . . . ?
C9 C8 C10 C11 102.52(16) . . . . ?
O4 C10 C11 C12 -177.73(18) . . . . ?
C8 C10 C11 C12 2.69(18) . . . . ?
C10 C11 C12 C13 14.98(18) . . . . ?
C14 O3 C13 O2 62.73(19) . . . . ?
C14 O3 C13 C12 -60.8(2) . . . . ?
C14 O3 C13 C8 177.06(15) . . . . ?
C4 O2 C13 O3 82.07(14) . . . . ?
C4 O2 C13 C12 -150.85(12) . . . . ?
C4 O2 C13 C8 -36.18(14) . . . . ?
C11 C12 C13 O3 -150.92(14) . . . . ?
C11 C12 C13 O2 84.05(16) . . . . ?
C11 C12 C13 C8 -27.69(17) . . . . ?
C7 C8 C13 O3 -88.97(14) . . . . ?
C9 C8 C13 O3 37.74(18) . . . . ?
C10 C8 C13 O3 154.27(13) . . . . ?
C7 C8 C13 O2 30.11(14) . . . . ?
C9 C8 C13 O2 156.82(13) . . . . ?
C10 C8 C13 O2 -86.65(14) . . . . ?
C7 C8 C13 C12 144.98(13) . . . . ?
C9 C8 C13 C12 -88.30(17) . . . . ?
C10 C8 C13 C12 28.22(15) . . . . ?
C6 C5 C15 C16 124.70(16) . . . . ?
C4 C5 C15 C16 -108.38(18) . . . . ?
C6 C5 C15 C22 -53.1(2) . . . . ?
C4 C5 C15 C22 73.8(2) . . . . ?
C17 N1 C16 C15 0.91(19) . . . . ?
C22 C15 C16 N1 -1.41(17) . . . . ?
C5 C15 C16 N1 -179.65(13) . . . . ?
C16 N1 C17 C18 -179.21(16) . . . . ?
C16 N1 C17 C22 0.00(18) . . . . ?
N1 C17 C18 C19 -179.94(16) . . . . ?
C22 C17 C18 C19 1.0(2) . . . . ?
C17 C18 C19 C20 0.9(3) . . . . ?
C18 C19 C20 C21 -1.6(3) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?
C20 C21 C22 C17 1.3(2) . . . . ?
C20 C21 C22 C15 -179.36(17) . . . . ?
N1 C17 C22 C21 178.68(14) . . . . ?
C18 C17 C22 C21 -2.0(2) . . . . ?
N1 C17 C22 C15 -0.85(16) . . . . ?
C18 C17 C22 C15 178.42(14) . . . . ?
C16 C15 C22 C21 -178.04(17) . . . . ?
C5 C15 C22 C21 0.1(3) . . . . ?
C16 C15 C22 C17 1.37(16) . . . . ?
C5 C15 C22 C17 179.47(14) . . . . ?

_refine_diff_density_max         0.215
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.059

