# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_BS_AS26
_database_code_depnum_ccdc_archive 'CCDC 2219981'
loop_
_audit_author_name
_audit_author_address
'Bipul Sarma'
;Tezpur University
India
;
_audit_update_record             
;
2022-11-16 deposited with the CCDC.	2023-08-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H19 N O2'
_chemical_formula_weight         341.39

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                   7.804(11)
_cell_length_b                   10.261(14)
_cell_length_c                   11.611(16)
_cell_angle_alpha                100.605(13)
_cell_angle_beta                 102.623(13)
_cell_angle_gamma                94.906(13)
_cell_volume                     884(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1154
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      22.44

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_F_000             360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   SADABS
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8427
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.677
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             3418
_reflns_number_gt                1894
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0711P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3418
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1647
_refine_ls_wR_factor_gt          0.1359
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.982
_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
O2 O 0.9092(2) 0.83699(15) 0.47859(15) 0.0577(5) Uani 1 1 d . . . . .
O3 O 1.0392(2) 0.77237(17) 0.68123(15) 0.0646(5) Uani 1 1 d . . . . .
N1 N 0.4756(2) 0.44235(16) 0.22008(16) 0.0433(5) Uani 1 1 d . . . . .
C1 C 0.3803(3) 0.0266(2) 0.23417(19) 0.0419(6) Uani 1 1 d . . . . .
C2 C 0.3045(3) -0.0121(2) 0.3214(2) 0.0496(6) Uani 1 1 d . . . . .
H2 H 0.2700 0.0523 0.3762 0.059 Uiso 1 1 calc R U . . .
C3 C 0.2792(3) -0.1451(2) 0.3284(2) 0.0582(7) Uani 1 1 d . . . . .
H3 H 0.2278 -0.1696 0.3877 0.070 Uiso 1 1 calc R U . . .
C4 C 0.3297(3) -0.2412(2) 0.2481(2) 0.0569(7) Uani 1 1 d . . . . .
H4 H 0.3124 -0.3307 0.2525 0.068 Uiso 1 1 calc R U . . .
C5 C 0.4057(3) -0.2041(2) 0.1613(2) 0.0578(7) Uani 1 1 d . . . . .
H5 H 0.4412 -0.2688 0.1073 0.069 Uiso 1 1 calc R U . . .
C6 C 0.4302(3) -0.0718(2) 0.1534(2) 0.0513(6) Uani 1 1 d . . . . .
H6 H 0.4807 -0.0481 0.0934 0.062 Uiso 1 1 calc R U . . .
C7 C 0.4089(3) 0.1706(2) 0.22756(19) 0.0380(5) Uani 1 1 d . . . . .
C8 C 0.3237(3) 0.21709(19) 0.12515(19) 0.0380(5) Uani 1 1 d . . . . .
C9 C 0.3602(3) 0.3545(2) 0.12606(19) 0.0422(6) Uani 1 1 d . . . . .
C10 C 0.5496(3) 0.39644(19) 0.31601(19) 0.0381(5) Uani 1 1 d . . . . .
C11 C 0.5172(3) 0.2604(2) 0.3220(2) 0.0416(6) Uani 1 1 d . . . . .
H11 H 0.5704 0.2319 0.3913 0.050 Uiso 1 1 calc R U . . .
C12 C 0.1978(3) 0.1371(2) 0.0248(2) 0.0467(6) Uani 1 1 d . . . . .
H12 H 0.1726 0.0463 0.0224 0.056 Uiso 1 1 calc R U . . .
C13 C 0.2733(3) 0.4060(2) 0.0277(2) 0.0564(7) Uani 1 1 d . . . . .
H13 H 0.2986 0.4960 0.0268 0.068 Uiso 1 1 calc R U . . .
C14 C 0.1519(4) 0.3241(3) -0.0666(2) 0.0630(7) Uani 1 1 d . . . . .
H14 H 0.0944 0.3591 -0.1307 0.076 Uiso 1 1 calc R U . . .
C15 C 0.1137(3) 0.1884(2) -0.0673(2) 0.0556(7) Uani 1 1 d . . . . .
H15 H 0.0302 0.1336 -0.1313 0.067 Uiso 1 1 calc R U . . .
C16 C 0.6767(3) 0.4942(2) 0.41555(19) 0.0393(5) Uani 1 1 d . . . . .
C17 C 0.7288(3) 0.6214(2) 0.3986(2) 0.0425(6) Uani 1 1 d . . . . .
H17 H 0.6819 0.6457 0.3260 0.051 Uiso 1 1 calc R U . . .
C18 C 0.8494(3) 0.7112(2) 0.4889(2) 0.0435(6) Uani 1 1 d . . . . .
C19 C 0.9198(3) 0.6770(2) 0.5984(2) 0.0481(6) Uani 1 1 d . . . . .
C20 C 0.8671(3) 0.5532(2) 0.6159(2) 0.0536(7) Uani 1 1 d . . . . .
H20 H 0.9125 0.5301 0.6893 0.064 Uiso 1 1 calc R U . . .
C21 C 0.7459(3) 0.4611(2) 0.5250(2) 0.0506(6) Uani 1 1 d . . . . .
H21 H 0.7116 0.3770 0.5380 0.061 Uiso 1 1 calc R U . . .
C22 C 0.8171(4) 0.8879(2) 0.3799(2) 0.0672(8) Uani 1 1 d . . . . .
H22A H 0.8673 0.9784 0.3864 0.101 Uiso 1 1 calc R U . . .
H22B H 0.6944 0.8856 0.3813 0.101 Uiso 1 1 calc R U . . .
H22C H 0.8275 0.8340 0.3055 0.101 Uiso 1 1 calc R U . . .
C23 C 1.1086(3) 0.7442(3) 0.7965(2) 0.0718(8) Uani 1 1 d . . . . .
H23A H 1.1880 0.8201 0.8464 0.108 Uiso 1 1 calc R U . . .
H23B H 1.1715 0.6680 0.7874 0.108 Uiso 1 1 calc R U . . .
H23C H 1.0132 0.7254 0.8334 0.108 Uiso 1 1 calc R U . . .


_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
O2 C18 1.370(3) . ?
O2 C22 1.423(3) . ?
O3 C19 1.363(3) . ?
O3 C23 1.421(4) . ?
N1 C10 1.325(3) . ?
N1 C9 1.373(3) . ?
C1 C2 1.379(3) . ?
C1 C6 1.389(3) . ?
C1 C7 1.494(3) . ?
C2 C3 1.382(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.377(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C11 1.363(3) . ?
C7 C8 1.415(3) . ?
C8 C9 1.412(3) . ?
C8 C12 1.416(3) . ?
C9 C13 1.410(3) . ?
C10 C11 1.415(3) . ?
C10 C16 1.493(3) . ?
C11 H11 0.9300 . ?
C12 C15 1.345(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.397(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.383(3) . ?
C16 C17 1.395(3) . ?
C17 C18 1.378(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(4) . ?
C19 C20 1.366(4) . ?
C20 C21 1.395(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O2 C22 118.00(18) . . ?
C19 O3 C23 118.0(2) . . ?
C10 N1 C9 118.1(2) . . ?
C2 C1 C6 118.2(2) . . ?
C2 C1 C7 120.75(18) . . ?
C6 C1 C7 121.0(2) . . ?
C1 C2 C3 120.9(2) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 119.5(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C1 120.6(2) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
C11 C7 C8 118.6(2) . . ?
C11 C7 C1 120.0(2) . . ?
C8 C7 C1 121.37(19) . . ?
C9 C8 C7 117.51(19) . . ?
C9 C8 C12 117.8(2) . . ?
C7 C8 C12 124.6(2) . . ?
N1 C9 C8 122.9(2) . . ?
N1 C9 C13 117.7(2) . . ?
C8 C9 C13 119.4(2) . . ?
N1 C10 C11 122.0(2) . . ?
N1 C10 C16 116.6(2) . . ?
C11 C10 C16 121.3(2) . . ?
C7 C11 C10 120.7(2) . . ?
C7 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C15 C12 C8 122.1(2) . . ?
C15 C12 H12 119.0 . . ?
C8 C12 H12 119.0 . . ?
C14 C13 C9 120.3(2) . . ?
C14 C13 H13 119.8 . . ?
C9 C13 H13 119.8 . . ?
C13 C14 C15 120.6(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C12 C15 C14 119.9(2) . . ?
C12 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C21 C16 C17 118.8(2) . . ?
C21 C16 C10 121.3(2) . . ?
C17 C16 C10 119.9(2) . . ?
C18 C17 C16 120.3(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
O2 C18 C17 123.9(2) . . ?
O2 C18 C19 115.5(2) . . ?
C17 C18 C19 120.6(2) . . ?
C20 C19 O3 124.8(2) . . ?
C20 C19 C18 119.2(2) . . ?
O3 C19 C18 116.1(2) . . ?
C19 C20 C21 120.8(2) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C16 C21 C20 120.3(2) . . ?
C16 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
O2 C22 H22A 109.5 . . ?
O2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O3 C23 H23A 109.5 . . ?
O3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_refine_diff_density_max         0.202
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.058



####################################################################### 
# 
# 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_ASAB22_a
_database_code_depnum_ccdc_archive 'CCDC 2219982'
loop_
_audit_author_name
_audit_author_address
'Bipul Sarma'
;Tezpur University
India
;
_audit_update_record             
;
2022-11-16 deposited with the CCDC.	2023-08-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H17 N'
_chemical_formula_sum            'C23 H17 N'
_chemical_formula_weight         307.38

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'

_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                   14.183(3)
_cell_length_b                   12.855(3)
_cell_length_c                   8.8411(19)
_cell_angle_alpha                90
_cell_angle_beta                 98.111(6)
_cell_angle_gamma                90
_cell_volume                     1595.7(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3679
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      21.25

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   SADABS
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30087
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.450
_diffrn_reflns_theta_max         25.994
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3136
_reflns_number_gt                2265
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0570P)²+0.1818P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3136
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.1161
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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
N1 N 0.36855(9) 0.33798(9) 0.51294(14) 0.0407(3) Uani 1 1 d . . . . .
C1 C 0.50479(11) 0.36945(11) 0.38741(17) 0.0400(4) Uani 1 1 d . . . . .
C2 C 0.54999(11) 0.43705(12) 0.29655(17) 0.0421(4) Uani 1 1 d . . . . .
C3 C 0.64638(11) 0.42421(14) 0.28890(19) 0.0520(4) Uani 1 1 d . . . . .
H3 H 0.676764 0.468625 0.228204 0.062 Uiso 1 1 calc R U . . .
C4 C 0.69752(12) 0.34633(15) 0.3703(2) 0.0599(5) Uani 1 1 d . . . . .
H4 H 0.762035 0.338441 0.364099 0.072 Uiso 1 1 calc R U . . .
C5 C 0.65343(13) 0.28007(14) 0.4610(2) 0.0590(5) Uani 1 1 d . . . . .
H5 H 0.688332 0.227893 0.516193 0.071 Uiso 1 1 calc R U . . .
C6 C 0.55763(12) 0.29103(12) 0.46995(19) 0.0500(4) Uani 1 1 d . . . . .
H6 H 0.528071 0.246132 0.531078 0.060 Uiso 1 1 calc R U . . .
C7 C 0.49354(11) 0.52317(13) 0.21353(18) 0.0467(4) Uani 1 1 d . . . . .
H7A H 0.524058 0.544831 0.127191 0.056 Uiso 1 1 calc R U . . .
H7B H 0.492480 0.582355 0.281326 0.056 Uiso 1 1 calc R U . . .
C8 C 0.39217(11) 0.48938(14) 0.15715(18) 0.0480(4) Uani 1 1 d . . . . .
H8A H 0.355817 0.548662 0.113227 0.058 Uiso 1 1 calc R U . . .
H8B H 0.392639 0.437379 0.077754 0.058 Uiso 1 1 calc R U . . .
C9 C 0.34531(10) 0.44514(11) 0.28478(16) 0.0374(4) Uani 1 1 d . . . . .
C10 C 0.40220(10) 0.38369(11) 0.39799(16) 0.0379(4) Uani 1 1 d . . . . .
C11 C 0.25034(10) 0.45828(11) 0.29552(16) 0.0368(3) Uani 1 1 d . . . . .
C12 C 0.21214(10) 0.41079(11) 0.41921(16) 0.0363(3) Uani 1 1 d . . . . .
C13 C 0.27451(10) 0.35196(11) 0.52505(16) 0.0378(4) Uani 1 1 d . . . . .
C14 C 0.11546(11) 0.41760(12) 0.44111(18) 0.0431(4) Uani 1 1 d . . . . .
H14 H 0.072857 0.454331 0.371173 0.052 Uiso 1 1 calc R U . . .
C15 C 0.08377(12) 0.37125(12) 0.56292(19) 0.0491(4) Uani 1 1 d . . . . .
H15 H 0.019889 0.376558 0.575191 0.059 Uiso 1 1 calc R U . . .
C16 C 0.14654(13) 0.31570(13) 0.6698(2) 0.0523(4) Uani 1 1 d . . . . .
H16 H 0.124440 0.285458 0.753696 0.063 Uiso 1 1 calc R U . . .
C17 C 0.23964(12) 0.30575(12) 0.65156(18) 0.0472(4) Uani 1 1 d . . . . .
H17 H 0.280789 0.268296 0.722740 0.057 Uiso 1 1 calc R U . . .
C18 C 0.18725(10) 0.51981(12) 0.17827(16) 0.0391(4) Uani 1 1 d . . . . .
C19 C 0.16816(12) 0.48519(13) 0.02896(18) 0.0505(4) Uani 1 1 d . . . . .
H19 H 0.194271 0.422751 0.001672 0.061 Uiso 1 1 calc R U . . .
C20 C 0.11094(13) 0.54206(15) -0.07982(19) 0.0600(5) Uani 1 1 d . . . . .
H20 H 0.099344 0.518240 -0.180049 0.072 Uiso 1 1 calc R U . . .
C21 C 0.07092(13) 0.63382(14) -0.0408(2) 0.0568(5) Uani 1 1 d . . . . .
H21 H 0.031293 0.671506 -0.113822 0.068 Uiso 1 1 calc R U . . .
C22 C 0.08983(12) 0.66944(13) 0.1065(2) 0.0525(4) Uani 1 1 d . . . . .
H22 H 0.063619 0.732035 0.132969 0.063 Uiso 1 1 calc R U . . .
C23 C 0.14744(11) 0.61310(12) 0.21570(18) 0.0448(4) Uani 1 1 d . . . . .
H23 H 0.159676 0.637951 0.315332 0.054 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C10 1.3202(18) . ?
N1 C13 1.3649(19) . ?
C1 C6 1.399(2) . ?
C1 C2 1.399(2) . ?
C1 C10 1.482(2) . ?
C2 C3 1.388(2) . ?
C2 C7 1.496(2) . ?
C3 C4 1.378(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.379(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.517(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.500(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C11 1.374(2) . ?
C9 C10 1.431(2) . ?
C11 C12 1.425(2) . ?
C11 C18 1.496(2) . ?
C12 C13 1.413(2) . ?
C12 C14 1.414(2) . ?
C13 C17 1.416(2) . ?
C14 C15 1.361(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.399(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.359(2) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.383(2) . ?
C18 C23 1.385(2) . ?
C19 C20 1.378(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.374(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.371(2) . ?
C21 H21 0.9300 . ?
C22 C23 1.379(2) . ?
C22 H22 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
C10 N1 C13 117.72(12) . . ?
C6 C1 C2 119.48(14) . . ?
C6 C1 C10 120.97(14) . . ?
C2 C1 C10 119.53(13) . . ?
C3 C2 C1 119.24(15) . . ?
C3 C2 C7 121.78(15) . . ?
C1 C2 C7 118.97(13) . . ?
C4 C3 C2 120.68(16) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 120.28(16) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.10(17) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 120.22(16) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
C2 C7 C8 111.47(13) . . ?
C2 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
C2 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
C9 C8 C7 111.18(12) . . ?
C9 C8 H8A 109.4 . . ?
C7 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C11 C9 C10 118.75(13) . . ?
C11 C9 C8 123.23(13) . . ?
C10 C9 C8 117.99(13) . . ?
N1 C10 C9 123.68(13) . . ?
N1 C10 C1 117.27(13) . . ?
C9 C10 C1 119.05(13) . . ?
C9 C11 C12 118.88(13) . . ?
C9 C11 C18 120.89(13) . . ?
C12 C11 C18 120.22(13) . . ?
C13 C12 C14 118.10(13) . . ?
C13 C12 C11 117.87(13) . . ?
C14 C12 C11 124.03(13) . . ?
N1 C13 C12 123.09(13) . . ?
N1 C13 C17 117.44(13) . . ?
C12 C13 C17 119.47(14) . . ?
C15 C14 C12 121.06(15) . . ?
C15 C14 H14 119.5 . . ?
C12 C14 H14 119.5 . . ?
C14 C15 C16 120.53(15) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C17 C16 C15 120.27(15) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C13 120.53(15) . . ?
C16 C17 H17 119.7 . . ?
C13 C17 H17 119.7 . . ?
C19 C18 C23 118.36(14) . . ?
C19 C18 C11 120.57(13) . . ?
C23 C18 C11 121.07(13) . . ?
C20 C19 C18 120.82(16) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C21 C20 C19 120.25(16) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 119.53(16) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 120.46(16) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C18 120.57(15) . . ?
C22 C23 H23 119.7 . . ?
C18 C23 H23 119.7 . . ?

_refine_diff_density_max         0.173
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.036



####################################################################### 
# 
# 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_BS_AS12
_database_code_depnum_ccdc_archive 'CCDC 2219983'
loop_
_audit_author_name
_audit_author_address
'Bipul Sarma'
;Tezpur University
India
;
_audit_update_record             
;
2022-11-16 deposited with the CCDC.	2023-08-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H15 N O2'
_chemical_formula_weight         265.30

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                   10.699(9)
_cell_length_b                   24.611(19)
_cell_length_c                   11.444(9)
_cell_angle_alpha                90
_cell_angle_beta                 112.405(19)
_cell_angle_gamma                90
_cell_volume                     2786(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6196
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      20.43

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   SADABS
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69323
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_av_R_equivalents  0.1118
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.655
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5470
_reflns_number_gt                3217
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1098P)²+0.1705P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5470
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1156
_refine_ls_R_factor_gt           0.0693
_refine_ls_wR_factor_ref         0.1997
_refine_ls_wR_factor_gt          0.1619
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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 0.8862(2) 0.09802(7) 0.83836(16) 0.0889(7) Uani 1 1 d . . . . .
O3 O 0.96334(19) 0.00015(7) 0.85000(16) 0.0711(5) Uani 1 1 d . . . . .
O4 O 0.31871(19) 0.08830(8) 0.83094(16) 0.0778(6) Uani 1 1 d . . . . .
O5 O 0.52542(18) 0.02745(7) 0.87006(16) 0.0711(5) Uani 1 1 d . . . . .
N1 N 0.16627(19) 0.15641(8) 0.38000(17) 0.0527(5) Uani 1 1 d . . . . .
N2 N 0.71256(17) 0.15472(7) 0.37728(16) 0.0492(5) Uani 1 1 d . . . . .
C1 C 0.6203(2) 0.23676(10) 0.2686(2) 0.0625(6) Uani 1 1 d . . . . .
H1 H 0.6481 0.2548 0.3457 0.075 Uiso 1 1 calc R U . . .
C2 C 0.6377(3) 0.09959(11) 0.1491(2) 0.0702(7) Uani 1 1 d . . . . .
H2 H 0.6139 0.0806 0.0734 0.084 Uiso 1 1 calc R U . . .
C3 C 0.6083(2) 0.15497(10) 0.1478(2) 0.0565(6) Uani 1 1 d . . . . .
C4 C 0.5392(3) 0.18495(12) 0.0361(2) 0.0725(7) Uani 1 1 d . . . . .
H4 H 0.5127 0.1679 -0.0422 0.087 Uiso 1 1 calc R U . . .
C5 C 0.5115(3) 0.23832(13) 0.0428(3) 0.0777(8) Uani 1 1 d . . . . .
H5 H 0.4652 0.2577 -0.0309 0.093 Uiso 1 1 calc R U . . .
C6 C 0.5519(3) 0.26433(12) 0.1594(3) 0.0732(8) Uani 1 1 d . . . . .
H6 H 0.5321 0.3009 0.1629 0.088 Uiso 1 1 calc R U . . .
C7 C 0.8004(2) 0.07418(9) 0.4981(2) 0.0484(5) Uani 1 1 d . . . . .
C8 C 0.7375(2) 0.10242(9) 0.3751(2) 0.0485(5) Uani 1 1 d . . . . .
C9 C 0.7002(3) 0.07367(10) 0.2596(2) 0.0667(7) Uani 1 1 d . . . . .
H9 H 0.7191 0.0368 0.2601 0.080 Uiso 1 1 calc R U . . .
C10 C 0.8422(2) 0.02091(9) 0.5071(2) 0.0587(6) Uani 1 1 d . . . . .
H10 H 0.8333 0.0021 0.4339 0.070 Uiso 1 1 calc R U . . .
C11 C 0.9916(3) -0.05590(10) 0.8628(3) 0.0839(9) Uani 1 1 d . . . . .
H11A H 1.0270 -0.0655 0.9507 0.126 Uiso 1 1 calc R U . . .
H11B H 1.0571 -0.0645 0.8269 0.126 Uiso 1 1 calc R U . . .
H11C H 0.9100 -0.0760 0.8193 0.126 Uiso 1 1 calc R U . . .
C12 C 0.8161(2) 0.10122(9) 0.6098(2) 0.0553(6) Uani 1 1 d . . . . .
H12 H 0.7899 0.1374 0.6064 0.066 Uiso 1 1 calc R U . . .
C13 C 0.8694(3) 0.07554(9) 0.7247(2) 0.0573(6) Uani 1 1 d . . . . .
C14 C 0.9120(2) 0.02155(9) 0.7316(2) 0.0541(6) Uani 1 1 d . . . . .
C15 C 0.8972(2) -0.00529(10) 0.6225(2) 0.0596(6) Uani 1 1 d . . . . .
H15 H 0.9243 -0.0414 0.6258 0.072 Uiso 1 1 calc R U . . .
C16 C 0.1070(2) 0.18737(9) 0.2744(2) 0.0520(6) Uani 1 1 d . . . . .
C17 C 0.8270(5) 0.14861(13) 0.8397(3) 0.1259(16) Uani 1 1 d . . . . .
H17A H 0.8325 0.1564 0.9237 0.189 Uiso 1 1 calc R U . . .
H17B H 0.7338 0.1479 0.7829 0.189 Uiso 1 1 calc R U . . .
H17C H 0.8739 0.1762 0.8132 0.189 Uiso 1 1 calc R U . . .
C18 C 0.1724(2) 0.20106(10) 0.1924(2) 0.0561(6) Uani 1 1 d . . . . .
C19 C 0.2891(2) 0.13702(9) 0.4050(2) 0.0491(5) Uani 1 1 d . . . . .
C20 C -0.0251(3) 0.20660(11) 0.2464(2) 0.0682(7) Uani 1 1 d . . . . .
H20 H -0.0717 0.1964 0.2969 0.082 Uiso 1 1 calc R U . . .
C21 C -0.0851(3) 0.24001(12) 0.1460(2) 0.0749(8) Uani 1 1 d . . . . .
H21 H -0.1728 0.2521 0.1280 0.090 Uiso 1 1 calc R U . . .
C22 C -0.0170(3) 0.25645(12) 0.0696(3) 0.0788(8) Uani 1 1 d . . . . .
H22 H -0.0577 0.2807 0.0037 0.095 Uiso 1 1 calc R U . . .
C23 C 0.1085(3) 0.23713(11) 0.0913(2) 0.0745(8) Uani 1 1 d . . . . .
H23 H 0.1528 0.2477 0.0392 0.089 Uiso 1 1 calc R U . . .
C24 C 0.3533(2) 0.10669(9) 0.5245(2) 0.0510(6) Uani 1 1 d . . . . .
C25 C 0.3004(3) 0.17786(11) 0.2196(2) 0.0681(7) Uani 1 1 d . . . . .
H25 H 0.3461 0.1843 0.1663 0.082 Uiso 1 1 calc R U . . .
C26 C 0.3576(2) 0.14617(11) 0.3232(2) 0.0625(7) Uani 1 1 d . . . . .
H26 H 0.4419 0.1305 0.3403 0.075 Uiso 1 1 calc R U . . .
C27 C 0.3029(2) 0.11199(9) 0.6203(2) 0.0536(6) Uani 1 1 d . . . . .
H27 H 0.2280 0.1340 0.6068 0.064 Uiso 1 1 calc R U . . .
C28 C 0.2062(3) 0.12218(16) 0.8153(3) 0.1018(11) Uani 1 1 d . . . . .
H28A H 0.1869 0.1211 0.8906 0.153 Uiso 1 1 calc R U . . .
H28B H 0.1289 0.1095 0.7449 0.153 Uiso 1 1 calc R U . . .
H28C H 0.2266 0.1588 0.7997 0.153 Uiso 1 1 calc R U . . .
C29 C 0.4646(2) 0.07362(10) 0.5478(2) 0.0596(6) Uani 1 1 d . . . . .
H29 H 0.5006 0.0697 0.4861 0.072 Uiso 1 1 calc R U . . .
C30 C 0.5236(3) 0.04620(10) 0.6615(2) 0.0636(7) Uani 1 1 d . . . . .
H30 H 0.5972 0.0236 0.6742 0.076 Uiso 1 1 calc R U . . .
C31 C 0.4747(2) 0.05200(10) 0.7554(2) 0.0579(6) Uani 1 1 d . . . . .
C32 C 0.3617(2) 0.08542(10) 0.7335(2) 0.0564(6) Uani 1 1 d . . . . .
C34 C 0.6406(3) -0.00677(13) 0.8969(3) 0.0885(9) Uani 1 1 d . . . . .
H34A H 0.6667 -0.0213 0.9807 0.133 Uiso 1 1 calc R U . . .
H34B H 0.7140 0.0140 0.8911 0.133 Uiso 1 1 calc R U . . .
H34C H 0.6187 -0.0360 0.8369 0.133 Uiso 1 1 calc R U . . .
C35 C 0.6488(2) 0.18131(9) 0.2651(2) 0.0498(6) Uani 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 C13 1.360(3) . ?
O1 C17 1.400(4) . ?
O3 C14 1.359(3) . ?
O3 C11 1.408(3) . ?
O4 C32 1.360(3) . ?
O4 C28 1.419(3) . ?
O5 C31 1.356(3) . ?
O5 C34 1.427(3) . ?
N1 C19 1.323(3) . ?
N1 C16 1.363(3) . ?
N2 C8 1.317(3) . ?
N2 C35 1.369(3) . ?
C1 C6 1.363(3) . ?
C1 C35 1.402(4) . ?
C1 H1 0.9300 . ?
C2 C9 1.345(3) . ?
C2 C3 1.397(4) . ?
C2 H2 0.9300 . ?
C3 C35 1.402(3) . ?
C3 C4 1.416(3) . ?
C4 C5 1.355(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C10 1.376(3) . ?
C7 C12 1.394(3) . ?
C7 C8 1.482(3) . ?
C8 C9 1.416(3) . ?
C9 H9 0.9300 . ?
C10 C15 1.383(3) . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.372(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.397(3) . ?
C14 C15 1.368(3) . ?
C15 H15 0.9300 . ?
C16 C20 1.406(4) . ?
C16 C18 1.409(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C25 1.405(4) . ?
C18 C23 1.411(4) . ?
C19 C26 1.410(3) . ?
C19 C24 1.478(3) . ?
C20 C21 1.359(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.395(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.355(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C29 1.382(3) . ?
C24 C27 1.399(3) . ?
C25 C26 1.354(3) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C32 1.372(3) . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.385(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.370(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.403(3) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O1 C17 118.4(2) . . ?
C14 O3 C11 118.19(19) . . ?
C32 O4 C28 117.6(2) . . ?
C31 O5 C34 117.7(2) . . ?
C19 N1 C16 118.81(19) . . ?
C8 N2 C35 118.78(19) . . ?
C6 C1 C35 120.3(3) . . ?
C6 C1 H1 119.8 . . ?
C35 C1 H1 119.8 . . ?
C9 C2 C3 120.1(2) . . ?
C9 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C2 C3 C35 117.1(2) . . ?
C2 C3 C4 123.7(2) . . ?
C35 C3 C4 119.2(2) . . ?
C5 C4 C3 120.3(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 120.8(3) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C10 C7 C12 117.6(2) . . ?
C10 C7 C8 122.4(2) . . ?
C12 C7 C8 120.0(2) . . ?
N2 C8 C9 121.3(2) . . ?
N2 C8 C7 117.52(19) . . ?
C9 C8 C7 121.1(2) . . ?
C2 C9 C8 120.2(2) . . ?
C2 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C7 C10 C15 121.6(2) . . ?
C7 C10 H10 119.2 . . ?
C15 C10 H10 119.2 . . ?
O3 C11 H11A 109.5 . . ?
O3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C7 121.3(2) . . ?
C13 C12 H12 119.3 . . ?
C7 C12 H12 119.3 . . ?
O1 C13 C12 125.7(2) . . ?
O1 C13 C14 114.3(2) . . ?
C12 C13 C14 120.0(2) . . ?
O3 C14 C15 125.8(2) . . ?
O3 C14 C13 115.1(2) . . ?
C15 C14 C13 119.1(2) . . ?
C14 C15 C10 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
N1 C16 C20 118.6(2) . . ?
N1 C16 C18 122.9(2) . . ?
C20 C16 C18 118.6(2) . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C25 C18 C16 116.4(2) . . ?
C25 C18 C23 124.4(2) . . ?
C16 C18 C23 119.2(2) . . ?
N1 C19 C26 121.6(2) . . ?
N1 C19 C24 117.1(2) . . ?
C26 C19 C24 121.3(2) . . ?
C21 C20 C16 120.4(3) . . ?
C21 C20 H20 119.8 . . ?
C16 C20 H20 119.8 . . ?
C20 C21 C22 121.0(3) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C23 C22 C21 120.1(3) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C18 120.5(3) . . ?
C22 C23 H23 119.7 . . ?
C18 C23 H23 119.7 . . ?
C29 C24 C27 117.7(2) . . ?
C29 C24 C19 122.6(2) . . ?
C27 C24 C19 119.7(2) . . ?
C26 C25 C18 120.4(2) . . ?
C26 C25 H25 119.8 . . ?
C18 C25 H25 119.8 . . ?
C25 C26 C19 119.8(2) . . ?
C25 C26 H26 120.1 . . ?
C19 C26 H26 120.1 . . ?
C32 C27 C24 121.4(2) . . ?
C32 C27 H27 119.3 . . ?
C24 C27 H27 119.3 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C24 C29 C30 121.2(2) . . ?
C24 C29 H29 119.4 . . ?
C30 C29 H29 119.4 . . ?
C31 C30 C29 120.8(2) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
O5 C31 C30 125.5(2) . . ?
O5 C31 C32 115.7(2) . . ?
C30 C31 C32 118.8(2) . . ?
O4 C32 C27 124.9(2) . . ?
O4 C32 C31 115.0(2) . . ?
C27 C32 C31 120.1(2) . . ?
O5 C34 H34A 109.5 . . ?
O5 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O5 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N2 C35 C1 118.4(2) . . ?
N2 C35 C3 122.6(2) . . ?
C1 C35 C3 119.1(2) . . ?

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
C9 C2 C3 C35 0.9(4) . . . . ?
C9 C2 C3 C4 -178.0(3) . . . . ?
C2 C3 C4 C5 178.3(3) . . . . ?
C35 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C35 C1 C6 C5 -1.2(4) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
C35 N2 C8 C9 0.3(3) . . . . ?
C35 N2 C8 C7 -177.01(18) . . . . ?
C10 C7 C8 N2 -173.8(2) . . . . ?
C12 C7 C8 N2 7.8(3) . . . . ?
C10 C7 C8 C9 8.8(3) . . . . ?
C12 C7 C8 C9 -169.6(2) . . . . ?
C3 C2 C9 C8 -0.4(4) . . . . ?
N2 C8 C9 C2 -0.3(4) . . . . ?
C7 C8 C9 C2 177.0(2) . . . . ?
C12 C7 C10 C15 0.4(3) . . . . ?
C8 C7 C10 C15 -178.1(2) . . . . ?
C10 C7 C12 C13 -0.9(3) . . . . ?
C8 C7 C12 C13 177.5(2) . . . . ?
C17 O1 C13 C12 10.3(5) . . . . ?
C17 O1 C13 C14 -169.8(3) . . . . ?
C7 C12 C13 O1 -178.7(2) . . . . ?
C7 C12 C13 C14 1.4(4) . . . . ?
C11 O3 C14 C15 -7.0(4) . . . . ?
C11 O3 C14 C13 171.7(2) . . . . ?
O1 C13 C14 O3 -0.1(3) . . . . ?
C12 C13 C14 O3 179.9(2) . . . . ?
O1 C13 C14 C15 178.8(2) . . . . ?
C12 C13 C14 C15 -1.3(4) . . . . ?
O3 C14 C15 C10 179.4(2) . . . . ?
C13 C14 C15 C10 0.7(4) . . . . ?
C7 C10 C15 C14 -0.3(4) . . . . ?
C19 N1 C16 C20 178.2(2) . . . . ?
C19 N1 C16 C18 -2.0(3) . . . . ?
N1 C16 C18 C25 4.4(3) . . . . ?
C20 C16 C18 C25 -175.8(2) . . . . ?
N1 C16 C18 C23 -174.5(2) . . . . ?
C20 C16 C18 C23 5.3(3) . . . . ?
C16 N1 C19 C26 -2.1(3) . . . . ?
C16 N1 C19 C24 176.13(18) . . . . ?
N1 C16 C20 C21 176.4(2) . . . . ?
C18 C16 C20 C21 -3.4(4) . . . . ?
C16 C20 C21 C22 -0.7(4) . . . . ?
C20 C21 C22 C23 3.1(4) . . . . ?
C21 C22 C23 C18 -1.1(4) . . . . ?
C25 C18 C23 C22 178.1(3) . . . . ?
C16 C18 C23 C22 -3.0(4) . . . . ?
N1 C19 C24 C29 164.0(2) . . . . ?
C26 C19 C24 C29 -17.8(3) . . . . ?
N1 C19 C24 C27 -17.5(3) . . . . ?
C26 C19 C24 C27 160.7(2) . . . . ?
C16 C18 C25 C26 -2.9(4) . . . . ?
C23 C18 C25 C26 176.0(2) . . . . ?
C18 C25 C26 C19 -0.9(4) . . . . ?
N1 C19 C26 C25 3.5(4) . . . . ?
C24 C19 C26 C25 -174.6(2) . . . . ?
C29 C24 C27 C32 0.1(3) . . . . ?
C19 C24 C27 C32 -178.5(2) . . . . ?
C27 C24 C29 C30 0.7(3) . . . . ?
C19 C24 C29 C30 179.2(2) . . . . ?
C24 C29 C30 C31 -1.4(4) . . . . ?
C34 O5 C31 C30 1.0(4) . . . . ?
C34 O5 C31 C32 -179.8(2) . . . . ?
C29 C30 C31 O5 -179.4(2) . . . . ?
C29 C30 C31 C32 1.3(4) . . . . ?
C28 O4 C32 C27 -1.3(4) . . . . ?
C28 O4 C32 C31 179.0(2) . . . . ?
C24 C27 C32 O4 -179.8(2) . . . . ?
C24 C27 C32 C31 -0.1(3) . . . . ?
O5 C31 C32 O4 -0.2(3) . . . . ?
C30 C31 C32 O4 179.1(2) . . . . ?
O5 C31 C32 C27 -179.9(2) . . . . ?
C30 C31 C32 C27 -0.6(3) . . . . ?
C8 N2 C35 C1 178.8(2) . . . . ?
C8 N2 C35 C3 0.3(3) . . . . ?
C6 C1 C35 N2 -177.3(2) . . . . ?
C6 C1 C35 C3 1.2(3) . . . . ?
C2 C3 C35 N2 -0.9(3) . . . . ?
C4 C3 C35 N2 178.1(2) . . . . ?
C2 C3 C35 C1 -179.4(2) . . . . ?
C4 C3 C35 C1 -0.4(3) . . . . ?

_refine_diff_density_max         0.287
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.114



