# 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_3
_audit_block_doi                 10.5517/ccdc.csd.cc27rp3t
_database_code_depnum_ccdc_archive 'CCDC 2078336'
loop_
_audit_author_name
_audit_author_address
'Modhu Sudan Maji'
;Indian Institute of Technology Kharagpur
India
;
_audit_update_record             
;
2021-04-30 deposited with the CCDC.	2021-05-06 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            'C33 H22 Cl N O'
_chemical_formula_weight         483.96

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      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                   9.5167(14)
_cell_length_b                   11.0235(17)
_cell_length_c                   13.535(2)
_cell_angle_alpha                94.069(11)
_cell_angle_beta                 97.179(10)
_cell_angle_gamma                99.905(11)
_cell_volume                     1381.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1700
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      26.79

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    0.163
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4123
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   'SADABS 2.10 (Bruker 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13978
_diffrn_reflns_av_unetI/netI     0.2778
_diffrn_reflns_av_R_equivalents  0.1039
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.194
_diffrn_reflns_theta_max         27.395
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6112
_reflns_number_gt                1325
_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)+(0.0825P)²] 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         6112
_refine_ls_number_parameters     329
_refine_ls_number_restraints     105
_refine_ls_R_factor_all          0.2816
_refine_ls_R_factor_gt           0.0845
_refine_ls_wR_factor_ref         0.2585
_refine_ls_wR_factor_gt          0.1889
_refine_ls_goodness_of_fit_ref   0.741
_refine_ls_restrained_S_all      0.738
_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 0.7390(2) 0.22450(17) 0.89602(14) 0.1272(8) Uani 1 1 d . U . . .
O1 O 0.6170(4) 0.0094(3) 0.3495(3) 0.0772(12) Uani 1 1 d . U . . .
N1 N 0.7753(5) 0.7925(5) 0.3371(5) 0.0803(14) Uani 1 1 d D U . . .
C1 C 0.7813(5) 0.7321(5) 0.4227(5) 0.0665(14) Uani 1 1 d . U . . .
C2 C 0.8149(5) 0.7832(5) 0.5234(5) 0.0629(14) Uani 1 1 d . U . . .
C3 C 0.8433(6) 0.9152(5) 0.5494(5) 0.0771(17) Uani 1 1 d . U . . .
H3 H 0.8375 0.9669 0.4983 0.092 Uiso 1 1 calc R U . . .
C4 C 0.8776(7) 0.9661(6) 0.6434(6) 0.091(2) Uani 1 1 d . U . . .
H4 H 0.8839 1.0508 0.6577 0.109 Uiso 1 1 calc R U . . .
C5 C 0.9041(7) 0.8919(6) 0.7201(6) 0.0905(19) Uani 1 1 d . U . . .
C6 C 0.9580(9) 0.9493(7) 0.8160(6) 0.128(3) Uani 1 1 d . U . . .
H6 H 0.9658 1.0345 0.8278 0.153 Uiso 1 1 calc R U . . .
C7 C 0.9996(11) 0.8833(9) 0.8930(7) 0.150(4) Uani 1 1 d . U . . .
H7 H 1.0397 0.9242 0.9552 0.180 Uiso 1 1 calc R U . . .
C8 C 0.9819(9) 0.7537(8) 0.8780(6) 0.134(3) Uani 1 1 d . U . . .
H8 H 1.0067 0.7076 0.9303 0.161 Uiso 1 1 calc R U . . .
C9 C 0.9264(7) 0.6963(6) 0.7830(5) 0.100(2) Uani 1 1 d . U . . .
H9 H 0.9201 0.6112 0.7716 0.120 Uiso 1 1 calc R U . . .
C10 C 0.8795(6) 0.7612(5) 0.7037(5) 0.0715(15) Uani 1 1 d . U . . .
C11 C 0.8247(5) 0.7032(5) 0.6010(4) 0.0591(13) Uani 1 1 d . U . . .
C12 C 0.7859(5) 0.5699(5) 0.5741(4) 0.0554(13) Uani 1 1 d . U . . .
C13 C 0.7539(5) 0.5247(5) 0.4762(5) 0.0606(13) Uani 1 1 d . U . . .
C14 C 0.7571(5) 0.6032(5) 0.3961(5) 0.0619(13) Uani 1 1 d . U . . .
C15 C 0.7369(6) 0.5868(5) 0.2884(5) 0.0701(15) Uani 1 1 d . U . . .
C16 C 0.7091(6) 0.4851(6) 0.2179(5) 0.0869(18) Uani 1 1 d . U . . .
H16 H 0.6990 0.4053 0.2376 0.104 Uiso 1 1 calc R U . . .
C17 C 0.6962(8) 0.5048(8) 0.1154(6) 0.113(2) Uani 1 1 d . U . . .
H17 H 0.6799 0.4385 0.0663 0.136 Uiso 1 1 calc R U . . .
C18 C 0.7087(8) 0.6275(8) 0.0891(5) 0.110(2) Uani 1 1 d . U . . .
H18 H 0.7012 0.6406 0.0217 0.132 Uiso 1 1 calc R U . . .
C19 C 0.7313(7) 0.7274(7) 0.1577(6) 0.102(2) Uani 1 1 d . U . . .
H19 H 0.7366 0.8071 0.1384 0.122 Uiso 1 1 calc R U . . .
C20 C 0.7455(6) 0.7063(6) 0.2546(6) 0.0779(16) Uani 1 1 d . U . . .
C21 C 0.7152(5) 0.3876(4) 0.4449(4) 0.0562(13) Uani 1 1 d . U . . .
C22 C 0.5775(5) 0.3233(5) 0.4429(4) 0.0655(15) Uani 1 1 d . U . . .
H22 H 0.5072 0.3654 0.4623 0.079 Uiso 1 1 calc R U . . .
C23 C 0.5400(5) 0.1972(5) 0.4129(4) 0.0698(16) Uani 1 1 d . U . . .
H23 H 0.4465 0.1557 0.4138 0.084 Uiso 1 1 calc R U . . .
C24 C 0.6425(6) 0.1342(5) 0.3819(4) 0.0634(15) Uani 1 1 d . U . . .
C25 C 0.7812(6) 0.1973(5) 0.3839(5) 0.0798(18) Uani 1 1 d . U . . .
H25 H 0.8512 0.1552 0.3640 0.096 Uiso 1 1 calc R U . . .
C26 C 0.8181(6) 0.3223(5) 0.4151(4) 0.0763(18) Uani 1 1 d . U . . .
H26 H 0.9124 0.3631 0.4162 0.092 Uiso 1 1 calc R U . . .
C27 C 0.7725(5) 0.4829(5) 0.6515(4) 0.0618(14) Uani 1 1 d . U . . .
C28 C 0.8715(6) 0.4051(5) 0.6698(4) 0.0720(16) Uani 1 1 d . U . . .
H28 H 0.9458 0.4070 0.6310 0.086 Uiso 1 1 calc R U . . .
C29 C 0.8630(7) 0.3263(5) 0.7429(5) 0.0789(17) Uani 1 1 d . U . . .
H29 H 0.9313 0.2760 0.7545 0.095 Uiso 1 1 calc R U . . .
C30 C 0.7518(7) 0.3224(5) 0.7992(4) 0.0753(17) Uani 1 1 d . U . . .
C31 C 0.6467(7) 0.3952(6) 0.7818(4) 0.0851(18) Uani 1 1 d . U . . .
H31 H 0.5709 0.3911 0.8194 0.102 Uiso 1 1 calc R U . . .
C32 C 0.6591(6) 0.4740(5) 0.7066(4) 0.0786(17) Uani 1 1 d . U . . .
H32 H 0.5891 0.5221 0.6929 0.094 Uiso 1 1 calc R U . . .
C33 C 0.4777(6) -0.0567(5) 0.3461(5) 0.095(2) Uani 1 1 d . U . . .
H33A H 0.4747 -0.1415 0.3226 0.142 Uiso 1 1 calc R U . . .
H33B H 0.4500 -0.0527 0.4119 0.142 Uiso 1 1 calc R U . . .
H33C H 0.4125 -0.0217 0.3015 0.142 Uiso 1 1 calc R U . . .
H1A H 0.789(7) 0.8701(19) 0.340(4) 0.11(3) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C30 1.758(6) . ?
O1 C24 1.384(6) . ?
O1 C33 1.392(6) . ?
N1 C1 1.377(7) . ?
N1 C20 1.382(8) . ?
N1 H1A 0.840(19) . ?
C1 C14 1.412(7) . ?
C1 C2 1.413(7) . ?
C2 C11 1.424(7) . ?
C2 C3 1.442(7) . ?
C3 C4 1.331(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(8) . ?
C5 C10 1.415(7) . ?
C6 C7 1.370(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.407(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.390(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.401(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.481(7) . ?
C11 C12 1.460(6) . ?
C12 C13 1.361(7) . ?
C12 C27 1.472(7) . ?
C13 C14 1.434(7) . ?
C13 C21 1.510(6) . ?
C14 C15 1.440(7) . ?
C15 C16 1.386(7) . ?
C15 C20 1.417(7) . ?
C16 C17 1.413(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.412(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.358(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.342(8) . ?
C19 H19 0.9300 . ?
C21 C22 1.374(6) . ?
C21 C26 1.393(6) . ?
C22 C23 1.392(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.379(7) . ?
C25 C26 1.383(7) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C32 1.380(7) . ?
C27 C28 1.391(6) . ?
C28 C29 1.363(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.376(8) . ?
C29 H29 0.9300 . ?
C30 C31 1.395(7) . ?
C31 C32 1.388(7) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 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
C24 O1 C33 117.8(4) . . ?
C1 N1 C20 109.2(5) . . ?
C1 N1 H1A 121(4) . . ?
C20 N1 H1A 130(4) . . ?
N1 C1 C14 109.2(6) . . ?
N1 C1 C2 128.6(5) . . ?
C14 C1 C2 122.1(6) . . ?
C11 C2 C1 119.4(5) . . ?
C11 C2 C3 119.1(6) . . ?
C1 C2 C3 121.5(6) . . ?
C4 C3 C2 122.9(6) . . ?
C4 C3 H3 118.5 . . ?
C2 C3 H3 118.5 . . ?
C3 C4 C5 119.6(6) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 118.4(7) . . ?
C4 C5 C10 122.2(7) . . ?
C6 C5 C10 119.5(7) . . ?
C7 C6 C5 121.7(8) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C8 120.0(8) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 118.3(8) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 120.9 . . ?
C8 C9 C10 122.8(7) . . ?
C8 C9 H9 118.6 . . ?
C10 C9 H9 118.6 . . ?
C9 C10 C5 117.4(6) . . ?
C9 C10 C11 123.9(5) . . ?
C5 C10 C11 118.2(6) . . ?
C2 C11 C12 118.4(5) . . ?
C2 C11 C10 117.3(5) . . ?
C12 C11 C10 124.3(5) . . ?
C13 C12 C27 118.9(5) . . ?
C13 C12 C11 119.9(5) . . ?
C27 C12 C11 121.1(5) . . ?
C12 C13 C14 122.6(5) . . ?
C12 C13 C21 121.7(5) . . ?
C14 C13 C21 115.6(5) . . ?
C1 C14 C13 117.0(6) . . ?
C1 C14 C15 106.3(5) . . ?
C13 C14 C15 136.6(5) . . ?
C16 C15 C20 118.5(6) . . ?
C16 C15 C14 134.6(6) . . ?
C20 C15 C14 106.9(6) . . ?
C15 C16 C17 118.8(6) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C18 C17 C16 118.4(7) . . ?
C18 C17 H17 120.8 . . ?
C16 C17 H17 120.8 . . ?
C19 C18 C17 123.1(7) . . ?
C19 C18 H18 118.5 . . ?
C17 C18 H18 118.5 . . ?
C20 C19 C18 117.3(7) . . ?
C20 C19 H19 121.4 . . ?
C18 C19 H19 121.4 . . ?
C19 C20 N1 127.8(7) . . ?
C19 C20 C15 123.9(7) . . ?
N1 C20 C15 108.3(6) . . ?
C22 C21 C26 117.7(5) . . ?
C22 C21 C13 121.5(5) . . ?
C26 C21 C13 120.8(5) . . ?
C23 C22 C21 122.1(5) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C22 C23 C24 119.6(5) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C25 C24 O1 116.5(5) . . ?
C25 C24 C23 119.0(5) . . ?
O1 C24 C23 124.5(5) . . ?
C24 C25 C26 121.1(5) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C25 C26 C21 120.5(5) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
C32 C27 C28 117.9(6) . . ?
C32 C27 C12 120.9(5) . . ?
C28 C27 C12 121.1(5) . . ?
C29 C28 C27 122.0(6) . . ?
C29 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
C28 C29 C30 118.9(6) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 H29 120.5 . . ?
C29 C30 C31 121.5(6) . . ?
C29 C30 Cl1 120.4(5) . . ?
C31 C30 Cl1 118.1(6) . . ?
C32 C31 C30 117.7(6) . . ?
C32 C31 H31 121.1 . . ?
C30 C31 H31 121.1 . . ?
C31 C32 C27 121.8(5) . . ?
C31 C32 H32 119.1 . . ?
C27 C32 H32 119.1 . . ?
O1 C33 H33A 109.5 . . ?
O1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 N1 C1 C14 1.0(6) . . . . ?
C20 N1 C1 C2 176.9(5) . . . . ?
N1 C1 C2 C11 -175.6(5) . . . . ?
C14 C1 C2 C11 -0.1(7) . . . . ?
N1 C1 C2 C3 2.7(8) . . . . ?
C14 C1 C2 C3 178.2(5) . . . . ?
C11 C2 C3 C4 -0.5(8) . . . . ?
C1 C2 C3 C4 -178.8(5) . . . . ?
C2 C3 C4 C5 7.7(9) . . . . ?
C3 C4 C5 C6 171.8(6) . . . . ?
C3 C4 C5 C10 -7.6(10) . . . . ?
C4 C5 C6 C7 -173.6(8) . . . . ?
C10 C5 C6 C7 5.7(12) . . . . ?
C5 C6 C7 C8 -3.2(15) . . . . ?
C6 C7 C8 C9 2.2(15) . . . . ?
C7 C8 C9 C10 -4.0(13) . . . . ?
C8 C9 C10 C5 6.4(10) . . . . ?
C8 C9 C10 C11 177.8(6) . . . . ?
C4 C5 C10 C9 172.3(6) . . . . ?
C6 C5 C10 C9 -7.1(9) . . . . ?
C4 C5 C10 C11 0.4(9) . . . . ?
C6 C5 C10 C11 -179.0(6) . . . . ?
C1 C2 C11 C12 -5.9(7) . . . . ?
C3 C2 C11 C12 175.8(4) . . . . ?
C1 C2 C11 C10 171.8(4) . . . . ?
C3 C2 C11 C10 -6.5(7) . . . . ?
C9 C10 C11 C2 -164.8(5) . . . . ?
C5 C10 C11 C2 6.5(7) . . . . ?
C9 C10 C11 C12 12.7(8) . . . . ?
C5 C10 C11 C12 -175.9(5) . . . . ?
C2 C11 C12 C13 5.8(7) . . . . ?
C10 C11 C12 C13 -171.7(5) . . . . ?
C2 C11 C12 C27 -170.7(5) . . . . ?
C10 C11 C12 C27 11.8(7) . . . . ?
C27 C12 C13 C14 176.9(4) . . . . ?
C11 C12 C13 C14 0.3(7) . . . . ?
C27 C12 C13 C21 -4.4(7) . . . . ?
C11 C12 C13 C21 179.1(4) . . . . ?
N1 C1 C14 C13 -177.7(5) . . . . ?
C2 C1 C14 C13 6.1(7) . . . . ?
N1 C1 C14 C15 0.5(6) . . . . ?
C2 C1 C14 C15 -175.8(5) . . . . ?
C12 C13 C14 C1 -6.2(7) . . . . ?
C21 C13 C14 C1 175.0(4) . . . . ?
C12 C13 C14 C15 176.4(6) . . . . ?
C21 C13 C14 C15 -2.5(9) . . . . ?
C1 C14 C15 C16 -179.7(6) . . . . ?
C13 C14 C15 C16 -2.1(11) . . . . ?
C1 C14 C15 C20 -1.7(6) . . . . ?
C13 C14 C15 C20 175.9(6) . . . . ?
C20 C15 C16 C17 2.5(8) . . . . ?
C14 C15 C16 C17 -179.7(6) . . . . ?
C15 C16 C17 C18 -1.6(10) . . . . ?
C16 C17 C18 C19 -0.6(12) . . . . ?
C17 C18 C19 C20 1.7(12) . . . . ?
C18 C19 C20 N1 176.8(6) . . . . ?
C18 C19 C20 C15 -0.6(10) . . . . ?
C1 N1 C20 C19 -179.8(6) . . . . ?
C1 N1 C20 C15 -2.1(6) . . . . ?
C16 C15 C20 C19 -1.5(9) . . . . ?
C14 C15 C20 C19 -179.8(6) . . . . ?
C16 C15 C20 N1 -179.3(5) . . . . ?
C14 C15 C20 N1 2.3(6) . . . . ?
C12 C13 C21 C22 83.1(7) . . . . ?
C14 C13 C21 C22 -98.0(6) . . . . ?
C12 C13 C21 C26 -98.1(6) . . . . ?
C14 C13 C21 C26 80.8(6) . . . . ?
C26 C21 C22 C23 0.3(8) . . . . ?
C13 C21 C22 C23 179.1(5) . . . . ?
C21 C22 C23 C24 -1.5(9) . . . . ?
C33 O1 C24 C25 -179.7(5) . . . . ?
C33 O1 C24 C23 1.4(8) . . . . ?
C22 C23 C24 C25 1.8(8) . . . . ?
C22 C23 C24 O1 -179.3(5) . . . . ?
O1 C24 C25 C26 -180.0(5) . . . . ?
C23 C24 C25 C26 -0.9(9) . . . . ?
C24 C25 C26 C21 -0.3(9) . . . . ?
C22 C21 C26 C25 0.6(9) . . . . ?
C13 C21 C26 C25 -178.3(5) . . . . ?
C13 C12 C27 C32 -105.4(6) . . . . ?
C11 C12 C27 C32 71.1(7) . . . . ?
C13 C12 C27 C28 73.0(7) . . . . ?
C11 C12 C27 C28 -110.5(6) . . . . ?
C32 C27 C28 C29 -3.3(9) . . . . ?
C12 C27 C28 C29 178.2(5) . . . . ?
C27 C28 C29 C30 1.0(9) . . . . ?
C28 C29 C30 C31 1.3(9) . . . . ?
C28 C29 C30 Cl1 -178.6(4) . . . . ?
C29 C30 C31 C32 -1.1(9) . . . . ?
Cl1 C30 C31 C32 178.8(4) . . . . ?
C30 C31 C32 C27 -1.3(9) . . . . ?
C28 C27 C32 C31 3.4(9) . . . . ?
C12 C27 C32 C31 -178.1(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O1 0.840(19) 2.44(5) 3.043(6) 130(5) 1_565

_refine_diff_density_max         0.189
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_2
_audit_block_doi                 10.5517/ccdc.csd.cc27p447
_database_code_depnum_ccdc_archive 'CCDC 2075888'
loop_
_audit_author_name
_audit_author_address
'Modhu Sudan Maji'
;Indian Institute of Technology Kharagpur
India
;
_audit_update_record             
;
2021-04-30 deposited with the CCDC.	2021-05-06 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            'C34 H23 N O'
_chemical_formula_weight         461.53

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                   10.249(4)
_cell_length_b                   10.824(6)
_cell_length_c                   11.279(4)
_cell_angle_alpha                80.260(13)
_cell_angle_beta                 67.268(13)
_cell_angle_gamma                85.10(2)
_cell_volume                     1137.1(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4036
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      27.03

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             484
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6727
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   'SADABS 2.10 (Bruker 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15465
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.155
_diffrn_reflns_theta_max         27.173
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measured_fraction_theta_full 0.938
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_Laue_measured_fraction_full 0.938
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_point_group_measured_fraction_full 0.938
_reflns_number_total             4773
_reflns_number_gt                2403
_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)+(0.0781P)²+0.1870P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4773
_refine_ls_number_parameters     328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1253
_refine_ls_R_factor_gt           0.0613
_refine_ls_wR_factor_ref         0.2084
_refine_ls_wR_factor_gt          0.1497
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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 0.3144(2) 0.04253(18) 0.6308(2) 0.0811(7) Uani 1 1 d . . . . .
N1 N 0.4648(2) 0.91773(19) 0.2158(2) 0.0615(6) Uani 1 1 d . . . . .
C1 C 0.5917(3) 0.9050(3) 0.1130(3) 0.0610(7) Uani 1 1 d . . . . .
C2 C 0.6768(4) 0.9985(3) 0.0251(3) 0.0771(9) Uani 1 1 d . . . . .
H2 H 0.6515 1.0825 0.0304 0.092 Uiso 1 1 calc R U . . .
C4 C 0.8361(3) 0.8397(3) -0.0798(3) 0.0725(8) Uani 1 1 d . . . . .
H4 H 0.9197 0.8187 -0.1452 0.087 Uiso 1 1 calc R U . . .
C5 C 0.7503(3) 0.7462(3) 0.0063(3) 0.0635(7) Uani 1 1 d . . . . .
H5 H 0.7749 0.6626 -0.0024 0.076 Uiso 1 1 calc R U . . .
C6 C 0.6260(3) 0.7771(2) 0.1068(3) 0.0545(6) Uani 1 1 d . . . . .
C7 C 0.5156(3) 0.7097(2) 0.2154(2) 0.0489(6) Uani 1 1 d . . . . .
C8 C 0.4971(2) 0.5820(2) 0.2673(2) 0.0463(6) Uani 1 1 d . . . . .
C9 C 0.3808(2) 0.5443(2) 0.3819(2) 0.0453(6) Uani 1 1 d . . . . .
C10 C 0.3622(2) 0.4162(2) 0.4526(2) 0.0454(6) Uani 1 1 d . . . . .
C11 C 0.2316(2) 0.3775(2) 0.5495(2) 0.0485(6) Uani 1 1 d . . . . .
C12 C 0.1164(2) 0.4699(3) 0.5910(2) 0.0505(6) Uani 1 1 d . . . . .
C13 C -0.0145(3) 0.4371(3) 0.6868(3) 0.0623(7) Uani 1 1 d . . . . .
H13 H -0.0307 0.3535 0.7239 0.075 Uiso 1 1 calc R U . . .
C14 C -0.1211(3) 0.5251(3) 0.7285(3) 0.0676(8) Uani 1 1 d . . . . .
H14 H -0.2074 0.5006 0.7938 0.081 Uiso 1 1 calc R U . . .
C15 C -0.1008(3) 0.6471(3) 0.6747(3) 0.0645(8) Uani 1 1 d . . . . .
H15 H -0.1738 0.7057 0.7027 0.077 Uiso 1 1 calc R U . . .
C16 C 0.0282(3) 0.6860(3) 0.5780(3) 0.0550(6) Uani 1 1 d . . . . .
C17 C 0.0495(3) 0.8124(3) 0.5174(3) 0.0688(8) Uani 1 1 d . . . . .
H17 H -0.0238 0.8709 0.5444 0.083 Uiso 1 1 calc R U . . .
C18 C 0.1718(3) 0.8499(3) 0.4225(3) 0.0676(8) Uani 1 1 d . . . . .
H18 H 0.1816 0.9336 0.3848 0.081 Uiso 1 1 calc R U . . .
C19 C 0.2882(3) 0.7639(2) 0.3778(3) 0.0533(6) Uani 1 1 d . . . . .
C20 C 0.4169(3) 0.7996(2) 0.2771(3) 0.0533(6) Uani 1 1 d . . . . .
C21 C 0.1401(2) 0.5964(2) 0.5345(2) 0.0495(6) Uani 1 1 d . . . . .
C22 C 0.2717(2) 0.6358(2) 0.4324(2) 0.0473(6) Uani 1 1 d . . . . .
C23 C 0.6017(2) 0.4926(2) 0.1901(2) 0.0457(6) Uani 1 1 d . . . . .
C24 C 0.7390(3) 0.4820(3) 0.1852(3) 0.0589(7) Uani 1 1 d . . . . .
H24 H 0.7670 0.5308 0.2312 0.071 Uiso 1 1 calc R U . . .
C25 C 0.8347(3) 0.4000(3) 0.1128(3) 0.0716(9) Uani 1 1 d . . . . .
H25 H 0.9264 0.3923 0.1111 0.086 Uiso 1 1 calc R U . . .
C26 C 0.7937(4) 0.3294(3) 0.0429(3) 0.0777(10) Uani 1 1 d . . . . .
H26 H 0.8577 0.2733 -0.0055 0.093 Uiso 1 1 calc R U . . .
C27 C 0.6594(4) 0.3415(3) 0.0443(3) 0.0708(9) Uani 1 1 d . . . . .
H27 H 0.6331 0.2953 -0.0051 0.085 Uiso 1 1 calc R U . . .
C28 C 0.5632(3) 0.4215(2) 0.1182(2) 0.0522(6) Uani 1 1 d . . . . .
H28 H 0.4714 0.4280 0.1201 0.063 Uiso 1 1 calc R U . . .
C29 C 0.4735(3) 0.3269(2) 0.4317(2) 0.0507(6) Uani 1 1 d . . . . .
H29 H 0.5635 0.3515 0.3740 0.061 Uiso 1 1 calc R U . . .
C30 C 0.4553(3) 0.2058(2) 0.4922(2) 0.0545(6) Uani 1 1 d . . . . .
H30 H 0.5316 0.1493 0.4746 0.065 Uiso 1 1 calc R U . . .
C31 C 0.3224(3) 0.1673(2) 0.5802(3) 0.0567(7) Uani 1 1 d . . . . .
C32 C 0.2133(3) 0.2526(3) 0.6109(3) 0.0560(6) Uani 1 1 d . . . . .
H32 H 0.1255 0.2277 0.6733 0.067 Uiso 1 1 calc R U . . .
C33 C 0.1811(4) -0.0026(3) 0.7220(4) 0.0955(12) Uani 1 1 d . . . . .
H33A H 0.1519 0.0401 0.7965 0.143 Uiso 1 1 calc R U . . .
H33B H 0.1891 -0.0910 0.7487 0.143 Uiso 1 1 calc R U . . .
H33C H 0.1122 0.0127 0.6825 0.143 Uiso 1 1 calc R U . . .
C34 C 0.4179(3) 1.0378(3) 0.2628(3) 0.0785(9) Uani 1 1 d . . . . .
H34A H 0.3516 1.0779 0.2265 0.118 Uiso 1 1 calc R U . . .
H34B H 0.4980 1.0904 0.2368 0.118 Uiso 1 1 calc R U . . .
H34C H 0.3732 1.0240 0.3559 0.118 Uiso 1 1 calc R U . . .
C3 C 0.7989(4) 0.9646(3) -0.0697(3) 0.0813(10) Uani 1 1 d . . . . .
H3 H 0.8581 1.0264 -0.1285 0.098 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
O1 C31 1.370(3) . ?
O1 C33 1.422(3) . ?
N1 C20 1.378(3) . ?
N1 C1 1.384(3) . ?
N1 C34 1.459(3) . ?
C1 C2 1.382(4) . ?
C1 C6 1.405(4) . ?
C2 C3 1.365(4) . ?
C2 H2 0.9300 . ?
C4 C5 1.378(4) . ?
C4 C3 1.384(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.442(3) . ?
C7 C20 1.404(3) . ?
C7 C8 1.405(3) . ?
C8 C9 1.404(3) . ?
C8 C23 1.493(3) . ?
C9 C22 1.438(3) . ?
C9 C10 1.465(3) . ?
C10 C29 1.404(3) . ?
C10 C11 1.404(3) . ?
C11 C32 1.403(4) . ?
C11 C12 1.464(3) . ?
C12 C13 1.387(3) . ?
C12 C21 1.408(4) . ?
C13 C14 1.378(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.354(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.393(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.417(4) . ?
C16 C21 1.425(3) . ?
C17 C18 1.336(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.431(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.400(4) . ?
C19 C22 1.414(4) . ?
C21 C22 1.434(3) . ?
C23 C24 1.382(4) . ?
C23 C28 1.384(3) . ?
C24 C25 1.376(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.378(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.365(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.371(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.364(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.388(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.362(4) . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C3 H3 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
C31 O1 C33 117.6(2) . . ?
C20 N1 C1 108.3(2) . . ?
C20 N1 C34 128.5(2) . . ?
C1 N1 C34 121.5(2) . . ?
C2 C1 N1 128.2(3) . . ?
C2 C1 C6 122.3(3) . . ?
N1 C1 C6 109.6(2) . . ?
C3 C2 C1 118.4(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.0(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 117.6(3) . . ?
C5 C6 C7 136.5(2) . . ?
C1 C6 C7 106.0(2) . . ?
C20 C7 C8 120.1(2) . . ?
C20 C7 C6 106.9(2) . . ?
C8 C7 C6 133.0(2) . . ?
C9 C8 C7 120.0(2) . . ?
C9 C8 C23 123.6(2) . . ?
C7 C8 C23 116.2(2) . . ?
C8 C9 C22 118.4(2) . . ?
C8 C9 C10 124.0(2) . . ?
C22 C9 C10 117.6(2) . . ?
C29 C10 C11 116.2(2) . . ?
C29 C10 C9 122.6(2) . . ?
C11 C10 C9 121.2(2) . . ?
C32 C11 C10 120.4(2) . . ?
C32 C11 C12 120.0(2) . . ?
C10 C11 C12 119.5(2) . . ?
C13 C12 C21 118.9(2) . . ?
C13 C12 C11 122.0(3) . . ?
C21 C12 C11 119.1(2) . . ?
C14 C13 C12 121.7(3) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C17 121.4(2) . . ?
C15 C16 C21 119.8(3) . . ?
C17 C16 C21 118.8(2) . . ?
C18 C17 C16 121.8(2) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C17 C18 C19 121.4(3) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C20 C19 C22 117.9(2) . . ?
C20 C19 C18 122.8(2) . . ?
C22 C19 C18 119.2(2) . . ?
N1 C20 C19 129.5(2) . . ?
N1 C20 C7 109.2(2) . . ?
C19 C20 C7 121.1(2) . . ?
C12 C21 C16 118.5(2) . . ?
C12 C21 C22 121.6(2) . . ?
C16 C21 C22 119.8(2) . . ?
C19 C22 C21 119.0(2) . . ?
C19 C22 C9 121.0(2) . . ?
C21 C22 C9 119.8(2) . . ?
C24 C23 C28 118.7(2) . . ?
C24 C23 C8 121.3(2) . . ?
C28 C23 C8 120.0(2) . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 119.5(3) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.9 . . ?
C26 C27 C28 120.2(3) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C27 C28 C23 120.5(3) . . ?
C27 C28 H28 119.7 . . ?
C23 C28 H28 119.7 . . ?
C30 C29 C10 122.9(2) . . ?
C30 C29 H29 118.6 . . ?
C10 C29 H29 118.6 . . ?
C29 C30 C31 119.7(2) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C32 C31 O1 125.4(2) . . ?
C32 C31 C30 119.6(2) . . ?
O1 C31 C30 115.0(2) . . ?
C31 C32 C11 120.8(2) . . ?
C31 C32 H32 119.6 . . ?
C11 C32 H32 119.6 . . ?
O1 C33 H33A 109.5 . . ?
O1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N1 C34 H34A 109.5 . . ?
N1 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N1 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C2 C3 C4 121.1(3) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?

_refine_diff_density_max         0.264
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_1
_audit_block_doi                 10.5517/ccdc.csd.cc27msj6
_database_code_depnum_ccdc_archive 'CCDC 2074598'
loop_
_audit_author_name
_audit_author_address
'Modhu Sudan Maji'
;Indian Institute of Technology Kharagpur
India
;
_audit_update_record             
;
2021-04-30 deposited with the CCDC.	2021-05-06 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            'C33 H19 N'
_chemical_formula_weight         429.49

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/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                   16.09(3)
_cell_length_b                   5.262(13)
_cell_length_c                   23.54(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.07(2)
_cell_angle_gamma                90
_cell_volume                     1982(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2729
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      26.06

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.3973
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS 2.10 (Bruker 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18085
_diffrn_reflns_av_unetI/netI     0.0803
_diffrn_reflns_av_R_equivalents  0.0946
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.546
_diffrn_reflns_theta_max         26.656
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4124
_reflns_number_gt                2028
_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)+(0.0807P)²+0.0538P] 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         4124
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1462
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1961
_refine_ls_wR_factor_gt          0.1510
_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
N1 N 0.63332(13) 0.2488(4) 0.65941(10) 0.0531(6) Uani 1 1 d . . . . .
C1 C 0.61678(17) 0.3831(5) 0.60921(12) 0.0515(7) Uani 1 1 d . . . . .
C2 C 0.65414(18) 0.3569(6) 0.55898(12) 0.0621(8) Uani 1 1 d . . . . .
H2 H 0.6909 0.2243 0.5541 0.075 Uiso 1 1 calc R U . . .
C3 C 0.6349(2) 0.5334(7) 0.51690(13) 0.0676(9) Uani 1 1 d . . . . .
H3 H 0.6581 0.5191 0.4825 0.081 Uiso 1 1 calc R U . . .
C4 C 0.5811(2) 0.7335(6) 0.52488(13) 0.0679(9) Uani 1 1 d . . . . .
H4 H 0.5709 0.8555 0.4964 0.081 Uiso 1 1 calc R U . . .
C5 C 0.54300(18) 0.7540(6) 0.57376(13) 0.0597(8) Uani 1 1 d . . . . .
H5 H 0.5068 0.8886 0.5782 0.072 Uiso 1 1 calc R U . . .
C6 C 0.55811(17) 0.5740(5) 0.61717(12) 0.0518(7) Uani 1 1 d . . . . .
C7 C 0.53733(16) 0.5496(5) 0.67503(12) 0.0479(7) Uani 1 1 d . . . . .
C8 C 0.58874(16) 0.3570(5) 0.70028(11) 0.0471(7) Uani 1 1 d . . . . .
C9 C 0.59635(16) 0.3119(5) 0.75969(12) 0.0472(7) Uani 1 1 d . . . . .
C10 C 0.64612(17) 0.1144(5) 0.78751(12) 0.0545(7) Uani 1 1 d . . . . .
H10 H 0.6691 -0.0087 0.7655 0.065 Uiso 1 1 calc R U . . .
C11 C 0.66034(18) 0.1028(6) 0.84441(13) 0.0589(8) Uani 1 1 d . . . . .
H11 H 0.6935 -0.0276 0.8610 0.071 Uiso 1 1 calc R U . . .
C12 C 0.62655(17) 0.2827(6) 0.88010(12) 0.0549(8) Uani 1 1 d . . . . .
C13 C 0.6456(2) 0.2779(7) 0.93889(14) 0.0710(9) Uani 1 1 d . . . . .
H13 H 0.6812 0.1534 0.9556 0.085 Uiso 1 1 calc R U . . .
C14 C 0.6127(2) 0.4537(8) 0.97205(15) 0.0801(10) Uani 1 1 d . . . . .
H14 H 0.6277 0.4531 1.0113 0.096 Uiso 1 1 calc R U . . .
C15 C 0.5572(2) 0.6340(7) 0.94813(14) 0.0752(10) Uani 1 1 d . . . . .
H15 H 0.5348 0.7514 0.9718 0.090 Uiso 1 1 calc R U . . .
C16 C 0.53423(18) 0.6439(6) 0.88973(13) 0.0569(8) Uani 1 1 d . . . . .
C17 C 0.57102(17) 0.4690(6) 0.85425(12) 0.0520(7) Uani 1 1 d . . . . .
C18 C 0.55483(16) 0.4822(5) 0.79356(11) 0.0463(7) Uani 1 1 d . . . . .
C19 C 0.49824(16) 0.6664(5) 0.76828(12) 0.0479(7) Uani 1 1 d . . . . .
C20 C 0.48375(16) 0.6859(5) 0.70840(12) 0.0483(7) Uani 1 1 d . . . . .
C21 C 0.41516(17) 0.8437(5) 0.68418(13) 0.0539(7) Uani 1 1 d . . . . .
C22 C 0.38089(18) 0.8127(6) 0.62757(14) 0.0639(9) Uani 1 1 d . . . . .
H22 H 0.4007 0.6824 0.6059 0.077 Uiso 1 1 calc R U . . .
C23 C 0.3190(2) 0.9683(7) 0.60294(16) 0.0761(10) Uani 1 1 d . . . . .
H23 H 0.2978 0.9458 0.5650 0.091 Uiso 1 1 calc R U . . .
C24 C 0.2886(2) 1.1588(7) 0.63529(19) 0.0825(11) Uani 1 1 d . . . . .
H24 H 0.2493 1.2726 0.6184 0.099 Uiso 1 1 calc R U . . .
C25 C 0.3160(2) 1.1809(6) 0.69167(18) 0.0759(10) Uani 1 1 d . . . . .
H25 H 0.2935 1.3069 0.7131 0.091 Uiso 1 1 calc R U . . .
C26 C 0.37718(17) 1.0192(5) 0.71830(15) 0.0597(8) Uani 1 1 d . . . . .
C27 C 0.39942(18) 1.0194(5) 0.77924(15) 0.0601(8) Uani 1 1 d . . . . .
C28 C 0.36229(19) 1.1895(6) 0.81492(18) 0.0738(10) Uani 1 1 d . . . . .
H28 H 0.3251 1.3117 0.7989 0.089 Uiso 1 1 calc R U . . .
C29 C 0.3802(2) 1.1775(7) 0.87288(18) 0.0819(11) Uani 1 1 d . . . . .
H29 H 0.3551 1.2912 0.8961 0.098 Uiso 1 1 calc R U . . .
C30 C 0.4348(2) 0.9994(7) 0.89698(15) 0.0729(10) Uani 1 1 d . . . . .
H30 H 0.4457 0.9928 0.9365 0.087 Uiso 1 1 calc R U . . .
C31 C 0.47427(18) 0.8278(6) 0.86398(13) 0.0575(8) Uani 1 1 d . . . . .
C32 C 0.45611(16) 0.8369(5) 0.80397(12) 0.0508(7) Uani 1 1 d . . . . .
C33 C 0.6951(2) 0.0480(7) 0.66618(17) 0.0612(9) Uani 1 1 d . . . . .
33BB H 0.746(2) 0.101(6) 0.6933(12) 0.082(10) Uiso 1 1 d . . . . .
33AA H 0.675(2) -0.116(7) 0.6802(13) 0.089(11) Uiso 1 1 d . . . . .
33CC H 0.714(2) 0.014(7) 0.6279(14) 0.103(12) 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
N1 C1 1.378(4) . ?
N1 C8 1.382(4) . ?
N1 C33 1.448(4) . ?
C1 C2 1.389(5) . ?
C1 C6 1.405(4) . ?
C2 C3 1.369(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.442(5) . ?
C7 C8 1.400(4) . ?
C7 C20 1.420(4) . ?
C8 C9 1.411(5) . ?
C9 C18 1.413(4) . ?
C9 C10 1.428(4) . ?
C10 C11 1.336(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.412(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.386(5) . ?
C12 C17 1.420(4) . ?
C13 C14 1.353(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.382(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.386(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.414(4) . ?
C16 C31 1.453(5) . ?
C17 C18 1.426(5) . ?
C18 C19 1.417(4) . ?
C19 C20 1.408(5) . ?
C19 C32 1.446(4) . ?
C20 C21 1.449(4) . ?
C21 C22 1.397(5) . ?
C21 C26 1.406(4) . ?
C22 C23 1.369(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.379(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.358(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.398(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.441(5) . ?
C27 C28 1.404(4) . ?
C27 C32 1.407(4) . ?
C28 C29 1.365(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.366(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.388(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.413(5) . ?
C33 33BB 1.02(3) . ?
C33 33AA 0.99(3) . ?
C33 33CC 1.00(3) . ?

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
C1 N1 C8 108.5(3) . . ?
C1 N1 C33 122.5(3) . . ?
C8 N1 C33 128.7(3) . . ?
N1 C1 C2 128.1(3) . . ?
N1 C1 C6 108.9(3) . . ?
C2 C1 C6 122.8(3) . . ?
C3 C2 C1 117.6(3) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C2 C3 C4 120.9(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 121.1(3) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 117.1(3) . . ?
C5 C6 C7 135.4(3) . . ?
C1 C6 C7 106.8(3) . . ?
C8 C7 C20 119.8(3) . . ?
C8 C7 C6 106.2(2) . . ?
C20 C7 C6 133.8(3) . . ?
N1 C8 C7 109.3(3) . . ?
N1 C8 C9 128.6(3) . . ?
C7 C8 C9 121.8(3) . . ?
C8 C9 C18 117.1(3) . . ?
C8 C9 C10 124.2(3) . . ?
C18 C9 C10 118.6(3) . . ?
C11 C10 C9 121.4(3) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 122.0(3) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C13 C12 C11 121.6(3) . . ?
C13 C12 C17 120.2(3) . . ?
C11 C12 C17 118.2(3) . . ?
C14 C13 C12 120.3(4) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 120.6(4) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 121.6(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 118.4(3) . . ?
C15 C16 C31 122.3(3) . . ?
C17 C16 C31 119.2(3) . . ?
C16 C17 C12 118.7(3) . . ?
C16 C17 C18 121.1(3) . . ?
C12 C17 C18 120.2(3) . . ?
C9 C18 C19 121.2(3) . . ?
C9 C18 C17 119.1(3) . . ?
C19 C18 C17 119.7(3) . . ?
C20 C19 C18 120.1(2) . . ?
C20 C19 C32 119.9(3) . . ?
C18 C19 C32 120.0(3) . . ?
C19 C20 C7 118.1(3) . . ?
C19 C20 C21 118.3(3) . . ?
C7 C20 C21 123.6(3) . . ?
C22 C21 C26 118.0(3) . . ?
C22 C21 C20 121.1(3) . . ?
C26 C21 C20 120.7(3) . . ?
C23 C22 C21 122.0(3) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C22 C23 C24 119.0(4) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
C25 C24 C23 120.3(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 121.8(3) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C25 C26 C21 118.1(3) . . ?
C25 C26 C27 122.3(3) . . ?
C21 C26 C27 119.5(3) . . ?
C28 C27 C32 119.1(4) . . ?
C28 C27 C26 121.3(3) . . ?
C32 C27 C26 119.6(3) . . ?
C29 C28 C27 120.7(4) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C28 C29 C30 120.3(3) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C29 C30 C31 121.8(4) . . ?
C29 C30 H30 119.1 . . ?
C31 C30 H30 119.1 . . ?
C30 C31 C32 118.6(3) . . ?
C30 C31 C16 121.5(3) . . ?
C32 C31 C16 119.8(3) . . ?
C27 C32 C31 119.6(3) . . ?
C27 C32 C19 120.4(3) . . ?
C31 C32 C19 120.0(3) . . ?
N1 C33 33BB 111.3(18) . . ?
N1 C33 33AA 115.3(19) . . ?
33BB C33 33AA 107(3) . . ?
N1 C33 33CC 108(2) . . ?
33BB C33 33CC 108(3) . . ?
33AA C33 33CC 107(3) . . ?

_refine_diff_density_max         0.192
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_4
_audit_block_doi                 10.5517/ccdc.csd.cc27rp4v
_database_code_depnum_ccdc_archive 'CCDC 2078337'
loop_
_audit_author_name
_audit_author_address
'Modhu Sudan Maji'
;Indian Institute of Technology Kharagpur
India
;
_audit_update_record             
;
2021-04-30 deposited with the CCDC.	2021-05-06 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            'C34 H25 N O'
_chemical_formula_weight         463.55

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      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

_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'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'

_cell_length_a                   29.4033(13)
_cell_length_b                   34.6034(15)
_cell_length_c                   9.5921(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9759.5(8)
_cell_formula_units_Z            16
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2966
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      26.04

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_F_000             3904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6385
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS 2.10 (Bruker 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40565
_diffrn_reflns_av_unetI/netI     0.0848
_diffrn_reflns_av_R_equivalents  0.1659
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.310
_diffrn_reflns_theta_max         26.769
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5196
_reflns_number_gt                2408
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.883
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.999

_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)+(0.1102P)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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00037(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 813 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.225(99)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5196
_refine_ls_number_parameters     328
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1599
_refine_ls_R_factor_gt           0.0686
_refine_ls_wR_factor_ref         0.2219
_refine_ls_wR_factor_gt          0.1718
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.972
_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 0.5035(2) 0.40516(15) 0.4846(7) 0.0962(17) Uani 1 1 d . . . . .
C34 C 0.49914(18) 0.28533(15) 0.4947(7) 0.0486(14) Uani 1 1 d . . . . .
N1 N 0.38805(17) 0.18623(16) 0.5313(6) 0.0645(15) Uani 1 1 d . . . . .
C1 C 0.5025(4) 0.4284(3) 0.6132(13) 0.129(4) Uani 1 1 d . . . . .
H1A H 0.4748 0.4233 0.6629 0.194 Uiso 1 1 calc R U . . .
H1B H 0.5041 0.4553 0.5898 0.194 Uiso 1 1 calc R U . . .
H1C H 0.5280 0.4216 0.6707 0.194 Uiso 1 1 calc R U . . .
C2 C 0.5035(2) 0.36570(16) 0.4955(8) 0.0588(16) Uani 1 1 d . . . . .
C3 C 0.5008(2) 0.34632(18) 0.3721(8) 0.0620(18) Uani 1 1 d . . . . .
H3 H 0.5004 0.3599 0.2884 0.074 Uiso 1 1 calc R U . . .
C4 C 0.4986(2) 0.30652(19) 0.3719(7) 0.0585(17) Uani 1 1 d . . . . .
H4 H 0.4968 0.2935 0.2873 0.070 Uiso 1 1 calc R U . . .
C5 C 0.49118(18) 0.24252(16) 0.4931(7) 0.0479(14) Uani 1 1 d . . . . .
C6 C 0.52591(19) 0.21510(16) 0.4870(7) 0.0490(15) Uani 1 1 d . . . . .
C7 C 0.51515(19) 0.17469(16) 0.4837(7) 0.0514(15) Uani 1 1 d . . . . .
C8 C 0.5498(2) 0.14506(18) 0.4571(7) 0.0595(18) Uani 1 1 d . . . . .
C9 C 0.5920(2) 0.1530(2) 0.3949(10) 0.085(3) Uani 1 1 d . . . . .
H9 H 0.5988 0.1780 0.3665 0.102 Uiso 1 1 calc R U . . .
C10 C 0.6239(2) 0.1233(3) 0.3752(13) 0.103(3) Uani 1 1 d . . . . .
H10 H 0.6516 0.1291 0.3334 0.124 Uiso 1 1 calc R U . . .
C11 C 0.6156(3) 0.0861(3) 0.4157(12) 0.106(3) Uani 1 1 d . . . . .
H11 H 0.6378 0.0672 0.4066 0.127 Uiso 1 1 calc R U . . .
C12 C 0.5031(2) 0.30575(19) 0.6185(7) 0.0589(17) Uani 1 1 d . . . . .
H12 H 0.5041 0.2924 0.7026 0.071 Uiso 1 1 calc R U . . .
C13 C 0.5056(2) 0.3452(2) 0.6189(8) 0.0630(18) Uani 1 1 d . . . . .
H13 H 0.5088 0.3583 0.7030 0.076 Uiso 1 1 calc R U . . .
C14 C 0.44527(19) 0.23008(16) 0.5024(7) 0.0529(15) Uani 1 1 d . . . . .
C15 C 0.43511(19) 0.19018(17) 0.5122(8) 0.0571(16) Uani 1 1 d . . . . .
C16 C 0.3685(2) 0.2233(2) 0.5315(7) 0.0635(18) Uani 1 1 d . . . . .
C17 C 0.4023(2) 0.25136(17) 0.5148(7) 0.0540(15) Uani 1 1 d . . . . .
C18 C 0.3905(2) 0.2901(2) 0.5170(8) 0.0693(19) Uani 1 1 d . . . . .
H18 H 0.4125 0.3092 0.5065 0.083 Uiso 1 1 calc R U . . .
C19 C 0.3455(2) 0.2998(2) 0.5352(9) 0.079(2) Uani 1 1 d . . . . .
H19 H 0.3370 0.3256 0.5387 0.094 Uiso 1 1 calc R U . . .
C20 C 0.3127(3) 0.2712(3) 0.5481(9) 0.089(3) Uani 1 1 d . . . . .
H20 H 0.2825 0.2784 0.5590 0.107 Uiso 1 1 calc R U . . .
C21 C 0.3236(2) 0.2330(2) 0.5454(9) 0.080(2) Uani 1 1 d . . . . .
H21 H 0.3012 0.2141 0.5527 0.096 Uiso 1 1 calc R U . . .
C22 C 0.3613(3) 0.1512(2) 0.5556(13) 0.108(3) Uani 1 1 d . . . . .
H22A H 0.3299 0.1580 0.5675 0.162 Uiso 1 1 calc R U . . .
H22B H 0.3721 0.1384 0.6380 0.162 Uiso 1 1 calc R U . . .
H22C H 0.3643 0.1342 0.4770 0.162 Uiso 1 1 calc R U . . .
C23 C 0.46919(19) 0.16201(16) 0.5037(7) 0.0525(15) Uani 1 1 d . . . . .
C24 C 0.5738(2) 0.22886(16) 0.5009(7) 0.0549(16) Uani 1 1 d . . . . .
C25 C 0.5955(2) 0.25050(19) 0.3977(8) 0.0659(19) Uani 1 1 d . . . . .
H25 H 0.5791 0.2590 0.3206 0.079 Uiso 1 1 calc R U . . .
C26 C 0.6414(3) 0.2594(2) 0.4092(10) 0.085(2) Uani 1 1 d . . . . .
H26 H 0.6557 0.2735 0.3391 0.101 Uiso 1 1 calc R U . . .
C27 C 0.6654(3) 0.2478(2) 0.5224(11) 0.081(2) Uani 1 1 d . . . . .
H27 H 0.6963 0.2532 0.5278 0.097 Uiso 1 1 calc R U . . .
C28 C 0.6444(2) 0.2281(2) 0.6297(10) 0.079(2) Uani 1 1 d . . . . .
H28 H 0.6607 0.2214 0.7092 0.094 Uiso 1 1 calc R U . . .
C29 C 0.5991(2) 0.21833(19) 0.6185(8) 0.0644(18) Uani 1 1 d . . . . .
H29 H 0.5851 0.2046 0.6900 0.077 Uiso 1 1 calc R U . . .
C30 C 0.5393(2) 0.10598(18) 0.4874(8) 0.0686(19) Uani 1 1 d . . . . .
C31 C 0.4949(3) 0.0954(2) 0.5221(8) 0.072(2) Uani 1 1 d . . . . .
H31 H 0.4886 0.0699 0.5460 0.086 Uiso 1 1 calc R U . . .
C32 C 0.4609(2) 0.12168(19) 0.5214(9) 0.072(2) Uani 1 1 d . . . . .
H32 H 0.4312 0.1132 0.5328 0.087 Uiso 1 1 calc R U . . .
C33 C 0.5735(3) 0.0772(2) 0.4703(10) 0.090(3) Uani 1 1 d . . . . .
H33 H 0.5674 0.0519 0.4965 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
O1 C2 1.370(7) . ?
O1 C1 1.472(12) . ?
C34 C12 1.386(9) . ?
C34 C4 1.387(9) . ?
C34 C5 1.500(8) . ?
N1 C15 1.403(7) . ?
N1 C16 1.405(8) . ?
N1 C22 1.465(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.363(10) . ?
C2 C13 1.382(10) . ?
C3 C4 1.378(9) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 C6 1.395(8) . ?
C5 C14 1.420(8) . ?
C6 C7 1.434(8) . ?
C6 C24 1.492(8) . ?
C7 C23 1.434(8) . ?
C7 C8 1.468(8) . ?
C8 C9 1.404(9) . ?
C8 C30 1.417(9) . ?
C9 C10 1.406(10) . ?
C9 H9 0.9300 . ?
C10 C11 1.364(12) . ?
C10 H10 0.9300 . ?
C11 C33 1.377(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.366(8) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.416(8) . ?
C14 C17 1.467(8) . ?
C15 C23 1.400(8) . ?
C16 C21 1.370(9) . ?
C16 C17 1.400(9) . ?
C17 C18 1.385(9) . ?
C18 C19 1.375(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.386(11) . ?
C19 H19 0.9300 . ?
C20 C21 1.361(11) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C32 1.426(8) . ?
C24 C25 1.396(9) . ?
C24 C29 1.399(9) . ?
C25 C26 1.388(10) . ?
C25 H25 0.9300 . ?
C26 C27 1.357(12) . ?
C26 H26 0.9300 . ?
C27 C28 1.381(12) . ?
C27 H27 0.9300 . ?
C28 C29 1.378(9) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 C31 1.397(10) . ?
C30 C33 1.424(10) . ?
C31 C32 1.351(9) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 H33 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 O1 C1 118.7(7) . . ?
C12 C34 C4 117.3(5) . . ?
C12 C34 C5 121.7(6) . . ?
C4 C34 C5 120.8(5) . . ?
C15 N1 C16 108.3(5) . . ?
C15 N1 C22 129.2(5) . . ?
C16 N1 C22 122.4(6) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 O1 115.1(7) . . ?
C3 C2 C13 119.6(5) . . ?
O1 C2 C13 125.3(7) . . ?
C2 C3 C4 119.7(6) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C34 121.8(6) . . ?
C3 C4 H4 119.1 . . ?
C34 C4 H4 119.1 . . ?
C6 C5 C14 119.5(5) . . ?
C6 C5 C34 123.9(5) . . ?
C14 C5 C34 116.6(5) . . ?
C5 C6 C7 120.2(5) . . ?
C5 C6 C24 118.0(5) . . ?
C7 C6 C24 121.4(5) . . ?
C23 C7 C6 120.2(5) . . ?
C23 C7 C8 117.6(5) . . ?
C6 C7 C8 122.1(5) . . ?
C9 C8 C30 117.7(6) . . ?
C9 C8 C7 123.4(6) . . ?
C30 C8 C7 118.7(6) . . ?
C8 C9 C10 120.3(7) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 122.0(8) . . ?
C11 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
C10 C11 C33 118.8(7) . . ?
C10 C11 H11 120.6 . . ?
C33 C11 H11 120.6 . . ?
C13 C12 C34 121.1(6) . . ?
C13 C12 H12 119.5 . . ?
C34 C12 H12 119.5 . . ?
C12 C13 C2 120.5(6) . . ?
C12 C13 H13 119.7 . . ?
C2 C13 H13 119.7 . . ?
C15 C14 C5 120.0(5) . . ?
C15 C14 C17 107.6(5) . . ?
C5 C14 C17 132.2(5) . . ?
C23 C15 N1 130.2(6) . . ?
C23 C15 C14 121.6(5) . . ?
N1 C15 C14 108.2(5) . . ?
C21 C16 C17 121.7(6) . . ?
C21 C16 N1 128.2(6) . . ?
C17 C16 N1 110.1(5) . . ?
C18 C17 C16 119.4(6) . . ?
C18 C17 C14 134.8(6) . . ?
C16 C17 C14 105.8(5) . . ?
C19 C18 C17 118.7(6) . . ?
C19 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
C18 C19 C20 120.4(7) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 122.0(7) . . ?
C21 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
C20 C21 C16 117.7(7) . . ?
C20 C21 H21 121.1 . . ?
C16 C21 H21 121.1 . . ?
N1 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C15 C23 C32 123.5(6) . . ?
C15 C23 C7 118.0(5) . . ?
C32 C23 C7 118.4(5) . . ?
C25 C24 C29 118.0(6) . . ?
C25 C24 C6 122.6(6) . . ?
C29 C24 C6 119.4(6) . . ?
C26 C25 C24 120.5(7) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C27 C26 C25 120.2(8) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C26 C27 C28 120.7(7) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 H27 119.6 . . ?
C29 C28 C27 119.6(8) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C24 120.9(7) . . ?
C28 C29 H29 119.6 . . ?
C24 C29 H29 119.6 . . ?
C31 C30 C8 120.1(6) . . ?
C31 C30 C33 120.3(7) . . ?
C8 C30 C33 119.3(7) . . ?
C32 C31 C30 120.9(6) . . ?
C32 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C31 C32 C23 122.3(6) . . ?
C31 C32 H32 118.9 . . ?
C23 C32 H32 118.9 . . ?
C11 C33 C30 121.4(8) . . ?
C11 C33 H33 119.3 . . ?
C30 C33 H33 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 O1 C2 C3 175.0(7) . . . . ?
C1 O1 C2 C13 -4.4(10) . . . . ?
O1 C2 C3 C4 -177.3(6) . . . . ?
C13 C2 C3 C4 2.2(9) . . . . ?
C2 C3 C4 C34 0.0(10) . . . . ?
C12 C34 C4 C3 -1.6(8) . . . . ?
C5 C34 C4 C3 172.7(5) . . . . ?
C12 C34 C5 C6 -92.2(8) . . . . ?
C4 C34 C5 C6 93.7(8) . . . . ?
C12 C34 C5 C14 85.9(7) . . . . ?
C4 C34 C5 C14 -88.2(7) . . . . ?
C14 C5 C6 C7 2.9(9) . . . . ?
C34 C5 C6 C7 -179.1(6) . . . . ?
C14 C5 C6 C24 -170.1(6) . . . . ?
C34 C5 C6 C24 8.0(9) . . . . ?
C5 C6 C7 C23 -7.6(9) . . . . ?
C24 C6 C7 C23 165.1(6) . . . . ?
C5 C6 C7 C8 171.0(6) . . . . ?
C24 C6 C7 C8 -16.3(9) . . . . ?
C23 C7 C8 C9 159.9(7) . . . . ?
C6 C7 C8 C9 -18.8(10) . . . . ?
C23 C7 C8 C30 -16.0(9) . . . . ?
C6 C7 C8 C30 165.3(6) . . . . ?
C30 C8 C9 C10 -5.4(11) . . . . ?
C7 C8 C9 C10 178.7(7) . . . . ?
C8 C9 C10 C11 -0.3(14) . . . . ?
C9 C10 C11 C33 3.7(16) . . . . ?
C4 C34 C12 C13 1.1(9) . . . . ?
C5 C34 C12 C13 -173.2(5) . . . . ?
C34 C12 C13 C2 1.1(10) . . . . ?
C3 C2 C13 C12 -2.8(10) . . . . ?
O1 C2 C13 C12 176.6(6) . . . . ?
C6 C5 C14 C15 3.0(9) . . . . ?
C34 C5 C14 C15 -175.2(6) . . . . ?
C6 C5 C14 C17 177.7(7) . . . . ?
C34 C5 C14 C17 -0.5(10) . . . . ?
C16 N1 C15 C23 -179.6(7) . . . . ?
C22 N1 C15 C23 3.7(13) . . . . ?
C16 N1 C15 C14 0.9(8) . . . . ?
C22 N1 C15 C14 -175.9(8) . . . . ?
C5 C14 C15 C23 -4.3(10) . . . . ?
C17 C14 C15 C23 179.8(7) . . . . ?
C5 C14 C15 N1 175.3(6) . . . . ?
C17 C14 C15 N1 -0.6(8) . . . . ?
C15 N1 C16 C21 179.1(7) . . . . ?
C22 N1 C16 C21 -3.8(12) . . . . ?
C15 N1 C16 C17 -0.8(8) . . . . ?
C22 N1 C16 C17 176.2(8) . . . . ?
C21 C16 C17 C18 2.3(11) . . . . ?
N1 C16 C17 C18 -177.7(6) . . . . ?
C21 C16 C17 C14 -179.5(7) . . . . ?
N1 C16 C17 C14 0.5(7) . . . . ?
C15 C14 C17 C18 177.8(8) . . . . ?
C5 C14 C17 C18 2.7(14) . . . . ?
C15 C14 C17 C16 0.1(8) . . . . ?
C5 C14 C17 C16 -175.1(7) . . . . ?
C16 C17 C18 C19 -0.3(11) . . . . ?
C14 C17 C18 C19 -177.9(8) . . . . ?
C17 C18 C19 C20 -1.2(12) . . . . ?
C18 C19 C20 C21 0.9(13) . . . . ?
C19 C20 C21 C16 1.0(13) . . . . ?
C17 C16 C21 C20 -2.6(12) . . . . ?
N1 C16 C21 C20 177.4(7) . . . . ?
N1 C15 C23 C32 -3.4(12) . . . . ?
C14 C15 C23 C32 176.1(7) . . . . ?
N1 C15 C23 C7 -179.9(6) . . . . ?
C14 C15 C23 C7 -0.4(10) . . . . ?
C6 C7 C23 C15 6.3(9) . . . . ?
C8 C7 C23 C15 -172.4(6) . . . . ?
C6 C7 C23 C32 -170.4(6) . . . . ?
C8 C7 C23 C32 10.9(9) . . . . ?
C5 C6 C24 C25 -70.0(8) . . . . ?
C7 C6 C24 C25 117.1(7) . . . . ?
C5 C6 C24 C29 113.1(7) . . . . ?
C7 C6 C24 C29 -59.7(8) . . . . ?
C29 C24 C25 C26 3.2(10) . . . . ?
C6 C24 C25 C26 -173.7(6) . . . . ?
C24 C25 C26 C27 -1.2(11) . . . . ?
C25 C26 C27 C28 -2.1(12) . . . . ?
C26 C27 C28 C29 3.3(12) . . . . ?
C27 C28 C29 C24 -1.3(11) . . . . ?
C25 C24 C29 C28 -1.9(10) . . . . ?
C6 C24 C29 C28 175.0(6) . . . . ?
C9 C8 C30 C31 -166.8(8) . . . . ?
C7 C8 C30 C31 9.3(10) . . . . ?
C9 C8 C30 C33 7.7(11) . . . . ?
C7 C8 C30 C33 -176.2(7) . . . . ?
C8 C30 C31 C32 2.9(12) . . . . ?
C33 C30 C31 C32 -171.5(8) . . . . ?
C30 C31 C32 C23 -8.4(13) . . . . ?
C15 C23 C32 C31 -175.4(8) . . . . ?
C7 C23 C32 C31 1.1(11) . . . . ?
C10 C11 C33 C30 -1.2(15) . . . . ?
C31 C30 C33 C11 169.9(9) . . . . ?
C8 C30 C33 C11 -4.6(13) . . . . ?

_refine_diff_density_max         0.553
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.051

