# 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_BS_KGH17_0m
_audit_block_doi                 10.5517/ccdc.csd.cc22j852
_database_code_depnum_ccdc_archive 'CCDC 1922253'
loop_
_audit_author_name
_audit_author_address
'sanjib gogoi'
;CSIR NEIST
India
;
_audit_update_record             
;
2019-06-11 deposited with the CCDC.	2021-01-12 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            'C29 H22 N2 O3'
_chemical_formula_weight         446.48

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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.2160(5)
_cell_length_b                   12.0622(5)
_cell_length_c                   14.8049(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.702(2)
_cell_angle_gamma                90
_cell_volume                     2174.19(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6303
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      21.50

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.986
_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   ?
_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            44289
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.080
_diffrn_reflns_theta_max         28.638
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5543
_reflns_number_gt                3482
_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)+(0.1000P)²+0.6325P] 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         5543
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1620
_refine_ls_wR_factor_gt          0.1269
_refine_ls_goodness_of_fit_ref   0.865
_refine_ls_restrained_S_all      0.865
_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 0.63099(11) 0.94877(11) 0.36095(9) 0.0334(3) Uani 1 1 d . . . . .
N2 N 0.50667(12) 0.99077(11) 0.23247(10) 0.0381(3) Uani 1 1 d . . . . .
O2 O 0.36431(11) 0.46585(10) 0.14356(9) 0.0491(4) Uani 1 1 d . . . . .
O1 O 0.38261(11) 1.12974(11) 0.24384(11) 0.0577(4) Uani 1 1 d . . . . .
O3 O 0.85068(13) 1.04003(14) -0.06135(11) 0.0676(5) Uani 1 1 d . . . . .
C15 C 0.64388(13) 0.83765(13) 0.22899(11) 0.0323(4) Uani 1 1 d . . . . .
C2 C 0.58549(13) 0.93346(13) 0.27379(11) 0.0323(4) Uani 1 1 d . . . . .
C3 C 0.59929(14) 1.04173(13) 0.41031(12) 0.0360(4) Uani 1 1 d . . . . .
C16 C 0.56535(13) 0.74157(13) 0.20077(11) 0.0326(4) Uani 1 1 d . . . . .
C9 C 0.71173(13) 0.86469(13) 0.38415(12) 0.0330(4) Uani 1 1 d . . . . .
C13 C 0.79900(15) 0.71397(14) 0.31162(13) 0.0398(4) Uani 1 1 d . . . . .
H13 H 0.8084 0.6714 0.2605 0.048 Uiso 1 1 calc R U . . .
C8 C 0.51245(14) 1.10546(13) 0.37007(13) 0.0385(4) Uani 1 1 d . . . . .
C18 C 0.39315(15) 0.64291(14) 0.20693(12) 0.0412(4) Uani 1 1 d . . . . .
H18 H 0.3218 0.6406 0.2244 0.049 Uiso 1 1 calc R U . . .
C1 C 0.46135(14) 1.07745(14) 0.27955(13) 0.0393(4) Uani 1 1 d . . . . .
C23 C 0.70030(13) 0.88635(13) 0.14825(12) 0.0346(4) Uani 1 1 d . . . . .
C19 C 0.43432(14) 0.55419(13) 0.16001(11) 0.0364(4) Uani 1 1 d . . . . .
C14 C 0.72386(13) 0.80047(13) 0.30715(11) 0.0333(4) Uani 1 1 d . . . . .
C28 C 0.64365(15) 0.89735(15) 0.06376(12) 0.0410(4) Uani 1 1 d . . . . .
H28 H 0.5721 0.8708 0.0551 0.049 Uiso 1 1 calc R U . . .
C17 C 0.45890(14) 0.73489(14) 0.22765(12) 0.0376(4) Uani 1 1 d . . . . .
H17 H 0.4313 0.7932 0.2601 0.045 Uiso 1 1 calc R U . . .
C20 C 0.53909(15) 0.56037(14) 0.13095(12) 0.0404(4) Uani 1 1 d . . . . .
H20 H 0.5665 0.5023 0.0982 0.048 Uiso 1 1 calc R U . . .
C21 C 0.60309(14) 0.65376(14) 0.15101(12) 0.0395(4) Uani 1 1 d . . . . .
H21 H 0.6730 0.6576 0.1306 0.047 Uiso 1 1 calc R U . . .
C10 C 0.76931(15) 0.84079(15) 0.46654(12) 0.0412(4) Uani 1 1 d . . . . .
H10 H 0.7585 0.8817 0.5183 0.049 Uiso 1 1 calc R U . . .
C12 C 0.85989(15) 0.69130(15) 0.39241(13) 0.0427(4) Uani 1 1 d . . . . .
H12 H 0.9115 0.6344 0.3953 0.051 Uiso 1 1 calc R U . . .
C25 C 0.85486(16) 0.97756(18) 0.08851(15) 0.0525(5) Uani 1 1 d . . . . .
H25 H 0.9262 1.0048 0.0972 0.063 Uiso 1 1 calc R U . . .
C4 C 0.65151(17) 1.07420(16) 0.49362(13) 0.0471(5) Uani 1 1 d . . . . .
H4 H 0.7104 1.0336 0.5201 0.057 Uiso 1 1 calc R U . . .
C11 C 0.84410(16) 0.75318(15) 0.46893(13) 0.0442(4) Uani 1 1 d . . . . .
H11 H 0.8843 0.7360 0.5232 0.053 Uiso 1 1 calc R U . . .
C24 C 0.80713(15) 0.92706(16) 0.15954(14) 0.0444(4) Uani 1 1 d . . . . .
H24 H 0.8470 0.9203 0.2155 0.053 Uiso 1 1 calc R U . . .
C7 C 0.47677(17) 1.19813(15) 0.41647(15) 0.0517(5) Uani 1 1 d . . . . .
H7 H 0.4181 1.2396 0.3908 0.062 Uiso 1 1 calc R U . . .
C26 C 0.79691(16) 0.98773(16) 0.00455(13) 0.0454(5) Uani 1 1 d . . . . .
C6 C 0.5264(2) 1.22896(17) 0.49888(16) 0.0598(6) Uani 1 1 d . . . . .
H6 H 0.5014 1.2902 0.5293 0.072 Uiso 1 1 calc R U . . .
C27 C 0.69048(17) 0.94679(16) -0.00824(13) 0.0462(5) Uani 1 1 d . . . . .
H27 H 0.6511 0.9525 -0.0645 0.055 Uiso 1 1 calc R U . . .
C29 C 0.7893(2) 1.0650(2) -0.14426(15) 0.0718(7) Uani 1 1 d . . . . .
H29A H 0.7584 0.9980 -0.1705 0.108 Uiso 1 1 calc R U . . .
H29B H 0.8366 1.0984 -0.1853 0.108 Uiso 1 1 calc R U . . .
H29C H 0.7312 1.1156 -0.1332 0.108 Uiso 1 1 calc R U . . .
C5 C 0.6146(2) 1.16755(18) 0.53634(15) 0.0582(6) Uani 1 1 d . . . . .
H5 H 0.6498 1.1895 0.5915 0.070 Uiso 1 1 calc R U . . .
C22 C 0.4129(2) 0.36246(16) 0.12124(17) 0.0611(6) Uani 1 1 d . . . . .
H22A H 0.4367 0.3665 0.0611 0.092 Uiso 1 1 calc R U . . .
H22B H 0.3597 0.3042 0.1239 0.092 Uiso 1 1 calc R U . . .
H22C H 0.4747 0.3473 0.1637 0.092 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 C2 1.375(2) . ?
N1 C3 1.410(2) . ?
N1 C9 1.437(2) . ?
N2 C2 1.297(2) . ?
N2 C1 1.396(2) . ?
O2 C19 1.375(2) . ?
O2 C22 1.431(2) . ?
O1 C1 1.233(2) . ?
O3 C26 1.374(2) . ?
O3 C29 1.418(3) . ?
C15 C14 1.520(2) . ?
C15 C2 1.537(2) . ?
C15 C16 1.540(2) . ?
C15 C23 1.544(2) . ?
C3 C4 1.397(3) . ?
C3 C8 1.403(2) . ?
C16 C21 1.390(2) . ?
C16 C17 1.393(2) . ?
C9 C10 1.388(2) . ?
C9 C14 1.396(2) . ?
C13 C12 1.383(3) . ?
C13 C14 1.388(2) . ?
C13 H13 0.9300 . ?
C8 C7 1.400(2) . ?
C8 C1 1.471(3) . ?
C18 C17 1.389(2) . ?
C18 C19 1.392(2) . ?
C18 H18 0.9300 . ?
C23 C28 1.385(2) . ?
C23 C24 1.392(2) . ?
C19 C20 1.385(3) . ?
C28 C27 1.385(2) . ?
C28 H28 0.9300 . ?
C17 H17 0.9300 . ?
C20 C21 1.389(2) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C10 C11 1.395(3) . ?
C10 H10 0.9300 . ?
C12 C11 1.383(3) . ?
C12 H12 0.9300 . ?
C25 C26 1.385(3) . ?
C25 C24 1.385(3) . ?
C25 H25 0.9300 . ?
C4 C5 1.385(3) . ?
C4 H4 0.9300 . ?
C11 H11 0.9300 . ?
C24 H24 0.9300 . ?
C7 C6 1.369(3) . ?
C7 H7 0.9300 . ?
C26 C27 1.389(3) . ?
C6 C5 1.385(3) . ?
C6 H6 0.9300 . ?
C27 H27 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C5 H5 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C3 119.09(14) . . ?
C2 N1 C9 110.26(13) . . ?
C3 N1 C9 130.53(14) . . ?
C2 N2 C1 118.23(16) . . ?
C19 O2 C22 116.91(15) . . ?
C26 O3 C29 117.56(17) . . ?
C14 C15 C2 100.68(13) . . ?
C14 C15 C16 109.37(13) . . ?
C2 C15 C16 112.46(13) . . ?
C14 C15 C23 113.69(13) . . ?
C2 C15 C23 107.49(13) . . ?
C16 C15 C23 112.58(13) . . ?
N2 C2 N1 126.75(15) . . ?
N2 C2 C15 123.37(15) . . ?
N1 C2 C15 109.87(13) . . ?
C4 C3 C8 119.73(16) . . ?
C4 C3 N1 123.75(16) . . ?
C8 C3 N1 116.49(16) . . ?
C21 C16 C17 117.72(15) . . ?
C21 C16 C15 119.39(14) . . ?
C17 C16 C15 122.77(14) . . ?
C10 C9 C14 121.49(15) . . ?
C10 C9 N1 130.21(15) . . ?
C14 C9 N1 108.26(14) . . ?
C12 C13 C14 119.79(16) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C7 C8 C3 118.96(18) . . ?
C7 C8 C1 120.30(17) . . ?
C3 C8 C1 120.72(15) . . ?
C17 C18 C19 119.88(16) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
O1 C1 N2 119.77(18) . . ?
O1 C1 C8 122.10(17) . . ?
N2 C1 C8 118.10(15) . . ?
C28 C23 C24 117.96(16) . . ?
C28 C23 C15 120.91(14) . . ?
C24 C23 C15 121.00(16) . . ?
O2 C19 C20 124.30(15) . . ?
O2 C19 C18 116.05(15) . . ?
C20 C19 C18 119.63(15) . . ?
C13 C14 C9 119.49(16) . . ?
C13 C14 C15 129.77(15) . . ?
C9 C14 C15 110.69(14) . . ?
C23 C28 C27 121.92(16) . . ?
C23 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
C18 C17 C16 121.30(15) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C19 C20 C21 119.69(16) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C20 C21 C16 121.71(16) . . ?
C20 C21 H21 119.1 . . ?
C16 C21 H21 119.1 . . ?
C9 C10 C11 117.61(17) . . ?
C9 C10 H10 121.2 . . ?
C11 C10 H10 121.2 . . ?
C13 C12 C11 120.02(17) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C26 C25 C24 120.31(18) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C5 C4 C3 119.26(19) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C12 C11 C10 121.52(18) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C25 C24 C23 120.87(18) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C6 C7 C8 121.41(19) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 H7 119.3 . . ?
O3 C26 C25 116.06(18) . . ?
O3 C26 C27 124.28(19) . . ?
C25 C26 C27 119.66(17) . . ?
C7 C6 C5 119.01(18) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C28 C27 C26 119.28(18) . . ?
C28 C27 H27 120.4 . . ?
C26 C27 H27 120.4 . . ?
O3 C29 H29A 109.5 . . ?
O3 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O3 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C6 C5 C4 121.6(2) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
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 . . ?

_refine_diff_density_max         0.208
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_NS_KGH_81_0m
_database_code_depnum_ccdc_archive 'CCDC 2024912'
loop_
_audit_author_name
_audit_author_address
'Sanjib Gogoi'
;CSIR NEIST
India
;
_audit_update_record             
;
2020-08-24 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;
_vrf_PLAT360_BS_NS_KGH_81_0m     
;
PROBLEM: Short  C(sp3)-C(sp3) Bond  C42      - C43
         1.22 Ang.
RESPONSE: Disorder in dangling ethyl carbons, C42 and C43 
;

_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            'C21 H21 Cl N2 O2'
_chemical_formula_weight         368.85

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'
Cl Cl 0.1484 0.1585 '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                   10.104(6)
_cell_length_b                   12.445(8)
_cell_length_c                   15.461(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.966(8)
_cell_angle_gamma                90
_cell_volume                     1909(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3478
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      18.33

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.217
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.945
_exptl_absorpt_correction_T_max  0.978
_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            59131
_diffrn_reflns_av_unetI/netI     0.0575
_diffrn_reflns_av_R_equivalents  0.1005
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.053
_diffrn_reflns_theta_max         29.428
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5147
_reflns_number_gt                2349
_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)+(0.1000P)²+0.0437P] 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         5147
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1565
_refine_ls_R_factor_gt           0.0702
_refine_ls_wR_factor_ref         0.2315
_refine_ls_wR_factor_gt          0.1896
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.138
_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
Cl1 Cl 0.63977(8) 0.47718(6) 0.21279(6) 0.0846(3) Uani 1 1 d . . . . .
O2 O 0.92369(19) -0.15308(16) 0.22406(16) 0.0889(7) Uani 1 1 d . . . . .
N4 N 0.6443(2) 0.01198(18) 0.17321(19) 0.0779(8) Uani 1 1 d . . . . .
N3 N 0.7791(2) -0.01008(18) 0.21133(18) 0.0778(8) Uani 1 1 d . . . . .
C22 C 0.6861(3) -0.1591(2) 0.14851(18) 0.0592(7) Uani 1 1 d . . . . .
C27 C 0.5890(2) -0.0788(2) 0.13377(17) 0.0571(7) Uani 1 1 d . . . . .
C21 C 0.8114(3) -0.1134(2) 0.1980(2) 0.0684(8) Uani 1 1 d . . . . .
C26 C 0.4598(3) -0.0988(2) 0.08596(18) 0.0650(7) Uani 1 1 d . . . . .
H26 H 0.3952 -0.0448 0.0747 0.078 Uiso 1 1 calc R U . . .
C23 C 0.6549(3) -0.2621(2) 0.1179(2) 0.0717(8) Uani 1 1 d . . . . .
H23 H 0.7192 -0.3165 0.1282 0.086 Uiso 1 1 calc R U . . .
C25 C 0.4329(3) -0.2010(2) 0.05655(19) 0.0731(8) Uani 1 1 d . . . . .
H25 H 0.3475 -0.2170 0.0248 0.088 Uiso 1 1 calc R U . . .
C24 C 0.5287(3) -0.2825(3) 0.0723(2) 0.0802(9) Uani 1 1 d . . . . .
H24 H 0.5061 -0.3515 0.0515 0.096 Uiso 1 1 calc R U . . .
C31 C 0.6347(3) 0.3379(2) 0.20170(17) 0.0601(7) Uani 1 1 d . . . . .
C30 C 0.7504(3) 0.2796(2) 0.23088(18) 0.0621(7) Uani 1 1 d . . . . .
H30 H 0.8302 0.3132 0.2571 0.075 Uiso 1 1 calc R U . . .
C28 C 0.8511(3) 0.0864(2) 0.2496(2) 0.0706(8) Uani 1 1 d . . . . .
C32 C 0.5152(3) 0.2901(2) 0.16400(19) 0.0650(7) Uani 1 1 d . . . . .
H32 H 0.4386 0.3321 0.1471 0.078 Uiso 1 1 calc R U . . .
C34 C 0.6238(2) 0.1215(2) 0.17826(18) 0.0598(7) Uani 1 1 d . . . . .
C29 C 0.7438(2) 0.1702(2) 0.21989(17) 0.0600(7) Uani 1 1 d . . . . .
C33 C 0.5074(3) 0.1802(2) 0.15089(19) 0.0639(7) Uani 1 1 d . . . . .
H33 H 0.4271 0.1472 0.1248 0.077 Uiso 1 1 calc R U . . .
C35 C 0.8826(3) 0.0744(3) 0.3507(2) 0.0892(10) Uani 1 1 d . . . . .
H35A H 0.9483 0.0173 0.3659 0.107 Uiso 1 1 calc R U . . .
H35B H 0.9242 0.1404 0.3759 0.107 Uiso 1 1 calc R U . . .
C36 C 0.9787(3) 0.1033(2) 0.2148(3) 0.0823(10) Uani 1 1 d . . . . .
H36A H 1.0224 0.1672 0.2427 0.099 Uiso 1 1 calc R U . . .
H36B H 1.0381 0.0432 0.2340 0.099 Uiso 1 1 calc R U . . .
C37 C 0.7634(4) 0.0502(4) 0.3934(3) 0.1124(13) Uani 1 1 d . . . . .
H37A H 0.7238 -0.0171 0.3696 0.135 Uiso 1 1 calc R U . . .
H37B H 0.6964 0.1059 0.3764 0.135 Uiso 1 1 calc R U . . .
C38 C 0.7925(5) 0.0420(4) 0.4934(3) 0.1416(18) Uani 1 1 d . . . . .
H38A H 0.8463 -0.0206 0.5111 0.212 Uiso 1 1 calc R U . . .
H38B H 0.7091 0.0366 0.5142 0.212 Uiso 1 1 calc R U . . .
H38C H 0.8404 0.1049 0.5179 0.212 Uiso 1 1 calc R U . . .
O3 O 0.8612(3) 0.1048(3) 0.06801(19) 0.1364(12) Uani 1 1 d . . . . .
C41 C 0.9688(4) 0.1148(3) 0.1215(4) 0.1060(13) Uani 1 1 d . . . . .
C42 C 1.0966(6) 0.1380(6) 0.0880(5) 0.197(3) Uani 1 1 d . . . . .
H42A H 1.1573 0.1730 0.1359 0.236 Uiso 1 1 calc R U . . .
H42B H 1.1365 0.0688 0.0794 0.236 Uiso 1 1 calc R U . . .
C43 C 1.1002(8) 0.1907(8) 0.0218(6) 0.292(6) Uani 1 1 d . . . . .
H43A H 1.0112 0.1954 -0.0134 0.437 Uiso 1 1 calc R U . . .
H43B H 1.1593 0.1565 -0.0116 0.437 Uiso 1 1 calc R U . . .
H43C H 1.1329 0.2616 0.0384 0.437 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
Cl1 C31 1.742(3) . ?
O2 C21 1.233(3) . ?
N4 C27 1.353(3) . ?
N4 C34 1.383(3) . ?
N4 N3 1.404(3) . ?
N3 C21 1.352(3) . ?
N3 C28 1.468(3) . ?
C22 C23 1.382(4) . ?
C22 C27 1.389(3) . ?
C22 C21 1.465(4) . ?
C27 C26 1.395(4) . ?
C26 C25 1.362(4) . ?
C26 H26 0.9300 . ?
C23 C24 1.359(4) . ?
C23 H23 0.9300 . ?
C25 C24 1.390(4) . ?
C25 H25 0.9300 . ?
C24 H24 0.9300 . ?
C31 C32 1.372(4) . ?
C31 C30 1.376(3) . ?
C30 C29 1.373(4) . ?
C30 H30 0.9300 . ?
C28 C36 1.503(4) . ?
C28 C29 1.512(3) . ?
C28 C35 1.543(5) . ?
C32 C33 1.383(4) . ?
C32 H32 0.9300 . ?
C34 C33 1.381(4) . ?
C34 C29 1.397(3) . ?
C33 H33 0.9300 . ?
C35 C37 1.509(5) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C41 1.434(6) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.521(5) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
O3 C41 1.240(5) . ?
C41 C42 1.508(6) . ?
C42 C43 1.222(7) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 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
C27 N4 C34 142.7(2) . . ?
C27 N4 N3 108.1(2) . . ?
C34 N4 N3 108.2(2) . . ?
C21 N3 N4 111.4(2) . . ?
C21 N3 C28 136.3(2) . . ?
N4 N3 C28 112.1(2) . . ?
C23 C22 C27 120.2(2) . . ?
C23 C22 C21 131.2(3) . . ?
C27 C22 C21 108.6(2) . . ?
N4 C27 C22 108.0(2) . . ?
N4 C27 C26 130.7(2) . . ?
C22 C27 C26 121.3(2) . . ?
O2 C21 N3 124.5(2) . . ?
O2 C21 C22 131.7(3) . . ?
N3 C21 C22 103.8(2) . . ?
C25 C26 C27 116.8(3) . . ?
C25 C26 H26 121.6 . . ?
C27 C26 H26 121.6 . . ?
C24 C23 C22 118.8(3) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C26 C25 C24 122.4(3) . . ?
C26 C25 H25 118.8 . . ?
C24 C25 H25 118.8 . . ?
C23 C24 C25 120.5(3) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C32 C31 C30 122.3(3) . . ?
C32 C31 Cl1 118.7(2) . . ?
C30 C31 Cl1 119.0(2) . . ?
C29 C30 C31 117.6(2) . . ?
C29 C30 H30 121.2 . . ?
C31 C30 H30 121.2 . . ?
N3 C28 C36 111.4(3) . . ?
N3 C28 C29 99.8(2) . . ?
C36 C28 C29 114.2(2) . . ?
N3 C28 C35 108.6(2) . . ?
C36 C28 C35 110.5(2) . . ?
C29 C28 C35 111.8(2) . . ?
C31 C32 C33 120.8(2) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C33 C34 N4 129.1(2) . . ?
C33 C34 C29 121.7(3) . . ?
N4 C34 C29 109.1(2) . . ?
C30 C29 C34 120.3(2) . . ?
C30 C29 C28 129.2(2) . . ?
C34 C29 C28 110.5(2) . . ?
C32 C33 C34 117.1(3) . . ?
C32 C33 H33 121.4 . . ?
C34 C33 H33 121.4 . . ?
C37 C35 C28 115.7(3) . . ?
C37 C35 H35A 108.3 . . ?
C28 C35 H35A 108.3 . . ?
C37 C35 H35B 108.3 . . ?
C28 C35 H35B 108.3 . . ?
H35A C35 H35B 107.4 . . ?
C41 C36 C28 118.2(3) . . ?
C41 C36 H36A 107.8 . . ?
C28 C36 H36A 107.8 . . ?
C41 C36 H36B 107.8 . . ?
C28 C36 H36B 107.8 . . ?
H36A C36 H36B 107.1 . . ?
C35 C37 C38 116.2(3) . . ?
C35 C37 H37A 108.2 . . ?
C38 C37 H37A 108.2 . . ?
C35 C37 H37B 108.2 . . ?
C38 C37 H37B 108.2 . . ?
H37A C37 H37B 107.4 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
O3 C41 C36 123.0(3) . . ?
O3 C41 C42 119.3(5) . . ?
C36 C41 C42 117.7(5) . . ?
C43 C42 C41 123.7(7) . . ?
C43 C42 H42A 106.4 . . ?
C41 C42 H42A 106.4 . . ?
C43 C42 H42B 106.4 . . ?
C41 C42 H42B 106.4 . . ?
H42A C42 H42B 106.5 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?

_refine_diff_density_max         0.300
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_KGH_24_1_0m
_database_code_depnum_ccdc_archive 'CCDC 1922254'
loop_
_audit_author_name
_audit_author_address
'sanjib gogoi'
;CSIR NEIST
India
;
_audit_update_record             
;
2019-06-11 deposited with the CCDC.	2021-01-12 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 H18 N2 O'
_chemical_formula_weight         338.39

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                   8.213(10)
_cell_length_b                   9.582(12)
_cell_length_c                   11.527(14)
_cell_angle_alpha                90.502(13)
_cell_angle_beta                 107.431(13)
_cell_angle_gamma                91.458(14)
_cell_volume                     865.1(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4839
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      22.36

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             356
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_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            28815
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.852
_diffrn_reflns_theta_max         28.990
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4523
_reflns_number_gt                3142
_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)+(0.1000P)²+0.0596P] 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         4523
_refine_ls_number_parameters     240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1722
_refine_ls_wR_factor_gt          0.1460
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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 0.05512(15) 0.84427(11) 0.59252(9) 0.0414(3) Uani 1 1 d . . . . .
N1 N 0.02042(16) 0.85920(12) 0.39124(11) 0.0328(3) Uani 1 1 d . . . . .
N2 N 0.07257(17) 0.66409(12) 0.27935(11) 0.0359(3) Uani 1 1 d . . . . .
C3 C 0.16026(18) 0.66075(14) 0.49681(13) 0.0327(3) Uani 1 1 d . . . . .
C2 C 0.07666(18) 0.79561(14) 0.49879(13) 0.0313(3) Uani 1 1 d . . . . .
C18 C 0.25358(18) 0.87751(14) 0.29599(12) 0.0321(3) Uani 1 1 d . . . . .
C1 C 0.07511(18) 0.81668(14) 0.28681(12) 0.0314(3) Uani 1 1 d . . . . .
C15 C -0.05836(19) 0.85762(16) 0.16858(13) 0.0353(3) Uani 1 1 d . . . . .
C4 C 0.14923(19) 0.59359(14) 0.38647(14) 0.0347(3) Uani 1 1 d . . . . .
C5 C 0.2419(2) 0.59745(16) 0.60619(15) 0.0421(4) Uani 1 1 d . . . . .
H5 H 0.2511 0.6433 0.6794 0.051 Uiso 1 1 calc R U . . .
C23 C 0.3625(2) 0.80553(16) 0.24823(14) 0.0402(4) Uani 1 1 d . . . . .
H23 H 0.3321 0.7156 0.2170 0.048 Uiso 1 1 calc R U . . .
C14 C -0.1290(2) 0.72760(18) 0.10438(14) 0.0419(4) Uani 1 1 d . . . . .
C9 C -0.0526(2) 0.61537(16) 0.17453(13) 0.0385(3) Uani 1 1 d . . . . .
C8 C 0.2192(2) 0.46167(16) 0.38780(16) 0.0460(4) Uani 1 1 d . . . . .
H8 H 0.2139 0.4158 0.3153 0.055 Uiso 1 1 calc R U . . .
C7 C 0.2962(2) 0.40050(17) 0.49777(18) 0.0530(5) Uani 1 1 d . . . . .
H7 H 0.3404 0.3120 0.4984 0.064 Uiso 1 1 calc R U . . .
C19 C 0.3025(2) 1.01026(17) 0.34419(17) 0.0484(4) Uani 1 1 d . . . . .
H19 H 0.2321 1.0593 0.3790 0.058 Uiso 1 1 calc R U . . .
C6 C 0.3093(2) 0.46683(18) 0.60644(17) 0.0527(4) Uani 1 1 d . . . . .
H6 H 0.3632 0.4242 0.6796 0.063 Uiso 1 1 calc R U . . .
C22 C 0.5167(2) 0.8655(2) 0.24625(17) 0.0510(4) Uani 1 1 d . . . . .
H22 H 0.5895 0.8158 0.2142 0.061 Uiso 1 1 calc R U . . .
C10 C -0.1019(3) 0.47821(19) 0.13792(17) 0.0539(5) Uani 1 1 d . . . . .
H10 H -0.0515 0.4036 0.1851 0.065 Uiso 1 1 calc R U . . .
C21 C 0.5623(2) 0.9989(2) 0.29182(18) 0.0558(5) Uani 1 1 d . . . . .
H21 H 0.6649 1.0402 0.2893 0.067 Uiso 1 1 calc R U . . .
C16 C -0.0948(2) 0.99016(18) 0.14219(16) 0.0496(4) Uani 1 1 d . . . . .
H16 H -0.0305 1.0570 0.1971 0.060 Uiso 1 1 calc R U . . .
C20 C 0.4561(3) 1.0702(2) 0.3407(2) 0.0616(5) Uani 1 1 d . . . . .
H20 H 0.4873 1.1600 0.3721 0.074 Uiso 1 1 calc R U . . .
C13 C -0.2548(3) 0.7011(2) -0.00618(18) 0.0622(5) Uani 1 1 d . . . . .
H13 H -0.3054 0.7746 -0.0547 0.075 Uiso 1 1 calc R U . . .
C11 C -0.2292(3) 0.4568(2) 0.0281(2) 0.0750(7) Uani 1 1 d . . . . .
H11 H -0.2651 0.3659 0.0020 0.090 Uiso 1 1 calc R U . . .
C17 C -0.2265(3) 1.0432(3) 0.0351(2) 0.0789(7) Uani 1 1 d . . . . .
H17A H -0.1982 1.0196 -0.0375 0.118 Uiso 1 1 calc R U . . .
H17B H -0.2309 1.1428 0.0422 0.118 Uiso 1 1 calc R U . . .
H17C H -0.3357 1.0017 0.0311 0.118 Uiso 1 1 calc R U . . .
C12 C -0.3035(3) 0.5653(3) -0.0428(2) 0.0797(7) Uani 1 1 d . . . . .
H12 H -0.3876 0.5472 -0.1163 0.096 Uiso 1 1 calc R U . . .
H1A H -0.024(2) 0.950(2) 0.3859(17) 0.056(5) 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 C2 1.235(2) . ?
N1 C2 1.344(2) . ?
N1 C1 1.463(2) . ?
N1 H1A 0.94(2) . ?
N2 C4 1.396(2) . ?
N2 C9 1.399(2) . ?
N2 C1 1.463(2) . ?
C3 C5 1.391(2) . ?
C3 C4 1.398(3) . ?
C3 C2 1.482(2) . ?
C18 C23 1.378(2) . ?
C18 C19 1.384(3) . ?
C18 C1 1.537(3) . ?
C1 C15 1.533(2) . ?
C15 C16 1.329(3) . ?
C15 C14 1.458(3) . ?
C4 C8 1.400(3) . ?
C5 C6 1.381(3) . ?
C5 H5 0.9300 . ?
C23 C22 1.384(3) . ?
C23 H23 0.9300 . ?
C14 C13 1.396(3) . ?
C14 C9 1.396(3) . ?
C9 C10 1.389(3) . ?
C8 C7 1.379(3) . ?
C8 H8 0.9300 . ?
C7 C6 1.373(3) . ?
C7 H7 0.9300 . ?
C19 C20 1.384(3) . ?
C19 H19 0.9300 . ?
C6 H6 0.9300 . ?
C22 C21 1.377(3) . ?
C22 H22 0.9300 . ?
C10 C11 1.389(3) . ?
C10 H10 0.9300 . ?
C21 C20 1.365(3) . ?
C21 H21 0.9300 . ?
C16 C17 1.480(3) . ?
C16 H16 0.9300 . ?
C20 H20 0.9300 . ?
C13 C12 1.376(3) . ?
C13 H13 0.9300 . ?
C11 C12 1.367(4) . ?
C11 H11 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C12 H12 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
C2 N1 C1 121.48(14) . . ?
C2 N1 H1A 121.1(12) . . ?
C1 N1 H1A 114.3(11) . . ?
C4 N2 C9 128.98(14) . . ?
C4 N2 C1 117.11(12) . . ?
C9 N2 C1 110.59(12) . . ?
C5 C3 C4 120.08(16) . . ?
C5 C3 C2 119.26(14) . . ?
C4 C3 C2 120.57(13) . . ?
O1 C2 N1 122.11(15) . . ?
O1 C2 C3 122.14(13) . . ?
N1 C2 C3 115.72(13) . . ?
C23 C18 C19 118.78(15) . . ?
C23 C18 C1 120.67(15) . . ?
C19 C18 C1 120.37(13) . . ?
N2 C1 N1 108.93(11) . . ?
N2 C1 C15 103.62(12) . . ?
N1 C1 C15 109.80(14) . . ?
N2 C1 C18 110.76(12) . . ?
N1 C1 C18 111.46(12) . . ?
C15 C1 C18 111.97(13) . . ?
C16 C15 C14 131.67(17) . . ?
C16 C15 C1 121.80(14) . . ?
C14 C15 C1 106.50(14) . . ?
N2 C4 C3 117.84(15) . . ?
N2 C4 C8 122.96(15) . . ?
C3 C4 C8 119.17(14) . . ?
C6 C5 C3 120.26(16) . . ?
C6 C5 H5 119.9 . . ?
C3 C5 H5 119.9 . . ?
C18 C23 C22 120.78(17) . . ?
C18 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C13 C14 C9 119.17(18) . . ?
C13 C14 C15 131.81(17) . . ?
C9 C14 C15 108.99(16) . . ?
C10 C9 C14 121.40(17) . . ?
C10 C9 N2 128.45(15) . . ?
C14 C9 N2 110.15(15) . . ?
C7 C8 C4 119.32(16) . . ?
C7 C8 H8 120.3 . . ?
C4 C8 H8 120.3 . . ?
C6 C7 C8 121.73(17) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 H7 119.1 . . ?
C18 C19 C20 120.12(17) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C7 C6 C5 119.41(16) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C21 C22 C23 119.93(16) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C11 C10 C9 117.42(18) . . ?
C11 C10 H10 121.3 . . ?
C9 C10 H10 121.3 . . ?
C20 C21 C22 119.66(17) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C15 C16 C17 127.20(19) . . ?
C15 C16 H16 116.4 . . ?
C17 C16 H16 116.4 . . ?
C21 C20 C19 120.70(19) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C12 C13 C14 119.5(2) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C12 C11 C10 122.0(2) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?

_refine_diff_density_max         0.301
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.068

