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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 2214873'
loop_
_audit_author_name
_audit_author_address
'Alireza Abbasi'
;University Of Tehran
Iran
;
_audit_update_record             
;
2022-10-24 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;
_audit_creation_date             2022-06-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H22 Cl N'
_chemical_formula_sum            'C28 H22 Cl N'
_chemical_formula_weight         407.91
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   9.2102(18)
_cell_length_b                   20.916(4)
_cell_length_c                   11.778(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.60(3)
_cell_angle_gamma                90
_cell_volume                     2214.3(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15614
_cell_measurement_temperature    290
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      1.9
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0796
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15614
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.008
_diffrn_reflns_theta_min         1.947
_diffrn_ambient_temperature      290
_diffrn_detector                 'image-plate detector'
_diffrn_detector_area_resol_mean 0.81
_diffrn_detector_type            MAR345-dtb
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device       'one-circle diffractometer'
_diffrn_measurement_device_type  MAR-345-dtb
_diffrn_measurement_method       'image-plate detector - phi oscillation'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3605
_reflns_number_total             4293
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Automar software package (3.3a, 2015)'
_computing_data_collection       'MAR345 dtb Program (1.24-4, 2013)'
_computing_data_reduction        'Automar software package (3.3a, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'PLATON (2018)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.0084(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0675
_refine_ls_restrained_S_all      1.115
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0381P)²+0.8638P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1315
_refine_ls_wR_factor_ref         0.1385
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C10(H10), C14(H14), C16(H16), C19(H19), C27(H27), C28(H28), C31(H31),
 C33(H33), C35(H35), C41(H41), C44(H44), C45(H45), C48(H48), C49(H49), C53(H53),
  C56(H56)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.88702(9) -0.09453(4) 0.88316(6) 0.0904(3) Uani 1 1 d . . . . .
N1 N 0.7357(2) -0.01619(8) 0.45573(15) 0.0563(4) Uani 1 1 d . . . . .
C3 C 0.6088(4) -0.25397(13) 0.2118(3) 0.0947(9) Uani 1 1 d . . . . .
H3A H 0.662350 -0.288067 0.258978 0.114 Uiso 1 1 calc R U . . .
H3B H 0.503349 -0.263043 0.200455 0.114 Uiso 1 1 calc R U . . .
C4 C 0.6829(2) 0.05236(10) 0.27873(18) 0.0551(5) Uani 1 1 d . . . . .
C5 C 0.7022(2) -0.07585(10) 0.39545(18) 0.0524(5) Uani 1 1 d . . . . .
C7 C 0.7288(2) 0.04439(10) 0.40561(18) 0.0525(5) Uani 1 1 d . . . . .
C8 C 0.5336(3) -0.14517(11) 0.2709(2) 0.0657(6) Uani 1 1 d . . . . .
H8 H 0.439076 -0.152774 0.225620 0.079 Uiso 1 1 calc R U . . .
C10 C 0.5617(2) -0.08784(10) 0.3298(2) 0.0590(5) Uani 1 1 d . . . . .
H10 H 0.486580 -0.057622 0.325147 0.071 Uiso 1 1 calc R U . . .
C13 C 0.7814(2) -0.00994(10) 0.57484(18) 0.0535(5) Uani 1 1 d . . . . .
C14 C 0.8536(3) 0.07329(11) 0.71752(19) 0.0604(5) Uani 1 1 d . . . . .
H14 H 0.871134 0.116087 0.737229 0.073 Uiso 1 1 calc R U . . .
C16 C 0.8045(3) -0.05730(11) 0.6602(2) 0.0624(6) Uani 1 1 d . . . . .
H16 H 0.789015 -0.100312 0.641424 0.075 Uiso 1 1 calc R U . . .
C19 C 0.8128(3) -0.12086(11) 0.4031(2) 0.0622(6) Uani 1 1 d . . . . .
H19 H 0.907741 -0.112698 0.447128 0.075 Uiso 1 1 calc R U . . .
C20 C 0.7906(2) 0.15878(10) 0.47565(19) 0.0559(5) Uani 1 1 d . . . . .
C21 C 0.7703(2) 0.08951(10) 0.49167(18) 0.0526(5) Uani 1 1 d . . . . .
C22 C 0.6418(3) -0.19150(11) 0.2772(2) 0.0661(6) Uani 1 1 d . . . . .
C26 C 0.8515(3) -0.03729(11) 0.7735(2) 0.0638(6) Uani 1 1 d . . . . .
C27 C 0.8575(3) 0.18159(11) 0.3883(2) 0.0645(6) Uani 1 1 d . . . . .
H27 H 0.886607 0.153056 0.336955 0.077 Uiso 1 1 calc R U . . .
C28 C 0.7816(3) -0.17859(11) 0.3446(2) 0.0697(6) Uani 1 1 d . . . . .
H28 H 0.856146 -0.209195 0.350914 0.084 Uiso 1 1 calc R U . . .
C31 C 0.8764(3) 0.02715(12) 0.8029(2) 0.0647(6) Uani 1 1 d . . . . .
H31 H 0.908514 0.038895 0.880460 0.078 Uiso 1 1 calc R U . . .
C32 C 0.6501(4) -0.25408(18) 0.0969(3) 0.1131(12) Uani 1 1 d . . . . .
H32A H 0.598082 -0.220319 0.049625 0.170 Uiso 1 1 calc R U . . .
H32B H 0.623486 -0.294413 0.059166 0.170 Uiso 1 1 calc R U . . .
H32C H 0.755367 -0.247577 0.107524 0.170 Uiso 1 1 calc R U . . .
C33 C 0.8807(3) 0.24644(13) 0.3776(2) 0.0778(7) Uani 1 1 d . . . . .
H33 H 0.923884 0.261117 0.318063 0.093 Uiso 1 1 calc R U . . .
C35 C 0.7576(3) 0.02160(13) 0.2044(2) 0.0723(7) Uani 1 1 d . . . . .
H35 H 0.837528 -0.005001 0.234799 0.087 Uiso 1 1 calc R U . . .
C41 C 0.7497(3) 0.20319(11) 0.5507(2) 0.0699(6) Uani 1 1 d . . . . .
H41 H 0.703851 0.189208 0.609185 0.084 Uiso 1 1 calc R U . . .
C44 C 0.8411(4) 0.28935(13) 0.4533(3) 0.0864(9) Uani 1 1 d . . . . .
H44 H 0.858284 0.332800 0.445755 0.104 Uiso 1 1 calc R U . . .
C45 C 0.5628(3) 0.09083(12) 0.2315(2) 0.0710(6) Uani 1 1 d . . . . .
H45 H 0.510284 0.111320 0.280056 0.085 Uiso 1 1 calc R U . . .
C48 C 0.7760(4) 0.26788(12) 0.5401(3) 0.0853(8) Uani 1 1 d . . . . .
H48 H 0.749478 0.296781 0.592068 0.102 Uiso 1 1 calc R U . . .
C49 C 0.5973(5) 0.06861(17) 0.0404(3) 0.0990(11) Uani 1 1 d . . . . .
H49 H 0.569369 0.074394 -0.039709 0.119 Uiso 1 1 calc R U . . .
C53 C 0.7146(4) 0.03004(16) 0.0865(3) 0.0944(10) Uani 1 1 d . . . . .
H53 H 0.765970 0.009256 0.037527 0.113 Uiso 1 1 calc R U . . .
C56 C 0.5205(4) 0.09892(15) 0.1125(3) 0.0925(9) Uani 1 1 d . . . . .
H56 H 0.439915 0.124953 0.081126 0.111 Uiso 1 1 calc R U . . .
C58 C 0.8039(2) 0.05554(10) 0.60089(18) 0.0536(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C26 1.739(2) . ?
N1 C5 1.435(3) . ?
N1 C7 1.394(3) . ?
N1 C13 1.380(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C22 1.514(3) . ?
C3 C32 1.483(4) . ?
C4 C7 1.471(3) . ?
C4 C35 1.384(3) . ?
C4 C45 1.383(3) . ?
C5 C10 1.378(3) . ?
C5 C19 1.375(3) . ?
C7 C21 1.377(3) . ?
C8 H8 0.9300 . ?
C8 C10 1.381(3) . ?
C8 C22 1.380(3) . ?
C10 H10 0.9300 . ?
C13 C16 1.394(3) . ?
C13 C58 1.409(3) . ?
C14 H14 0.9300 . ?
C14 C31 1.376(3) . ?
C14 C58 1.400(3) . ?
C16 H16 0.9300 . ?
C16 C26 1.375(3) . ?
C19 H19 0.9300 . ?
C19 C28 1.389(3) . ?
C20 C21 1.478(3) . ?
C20 C27 1.393(3) . ?
C20 C41 1.390(3) . ?
C21 C58 1.443(3) . ?
C22 C28 1.384(4) . ?
C26 C31 1.398(3) . ?
C27 H27 0.9300 . ?
C27 C33 1.383(3) . ?
C28 H28 0.9300 . ?
C31 H31 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33 0.9300 . ?
C33 C44 1.370(4) . ?
C35 H35 0.9300 . ?
C35 C53 1.370(4) . ?
C41 H41 0.9300 . ?
C41 C48 1.385(3) . ?
C44 H44 0.9300 . ?
C44 C48 1.369(4) . ?
C45 H45 0.9300 . ?
C45 C56 1.381(4) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C49 C53 1.363(5) . ?
C49 C56 1.373(5) . ?
C53 H53 0.9300 . ?
C56 H56 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
C7 N1 C5 126.58(17) . . ?
C13 N1 C5 124.76(17) . . ?
C13 N1 C7 108.66(17) . . ?
H3A C3 H3B 107.7 . . ?
C22 C3 H3A 108.8 . . ?
C22 C3 H3B 108.8 . . ?
C32 C3 H3A 108.8 . . ?
C32 C3 H3B 108.8 . . ?
C32 C3 C22 113.8(3) . . ?
C35 C4 C7 121.1(2) . . ?
C45 C4 C7 120.1(2) . . ?
C45 C4 C35 118.7(2) . . ?
C10 C5 N1 120.64(19) . . ?
C19 C5 N1 119.12(19) . . ?
C19 C5 C10 120.2(2) . . ?
N1 C7 C4 120.65(18) . . ?
C21 C7 N1 109.38(18) . . ?
C21 C7 C4 129.97(19) . . ?
C10 C8 H8 119.1 . . ?
C22 C8 H8 119.1 . . ?
C22 C8 C10 121.9(2) . . ?
C5 C10 C8 119.3(2) . . ?
C5 C10 H10 120.3 . . ?
C8 C10 H10 120.3 . . ?
N1 C13 C16 129.08(19) . . ?
N1 C13 C58 108.13(17) . . ?
C16 C13 C58 122.8(2) . . ?
C31 C14 H14 120.1 . . ?
C31 C14 C58 119.7(2) . . ?
C58 C14 H14 120.1 . . ?
C13 C16 H16 121.6 . . ?
C26 C16 C13 116.7(2) . . ?
C26 C16 H16 121.6 . . ?
C5 C19 H19 120.3 . . ?
C5 C19 C28 119.5(2) . . ?
C28 C19 H19 120.3 . . ?
C27 C20 C21 121.2(2) . . ?
C41 C20 C21 120.9(2) . . ?
C41 C20 C27 117.8(2) . . ?
C7 C21 C20 126.90(19) . . ?
C7 C21 C58 106.85(18) . . ?
C58 C21 C20 126.02(19) . . ?
C8 C22 C3 121.1(2) . . ?
C8 C22 C28 117.7(2) . . ?
C28 C22 C3 121.2(2) . . ?
C16 C26 Cl1 118.66(19) . . ?
C16 C26 C31 122.3(2) . . ?
C31 C26 Cl1 119.05(18) . . ?
C20 C27 H27 119.8 . . ?
C33 C27 C20 120.4(2) . . ?
C33 C27 H27 119.8 . . ?
C19 C28 H28 119.3 . . ?
C22 C28 C19 121.3(2) . . ?
C22 C28 H28 119.3 . . ?
C14 C31 C26 120.3(2) . . ?
C14 C31 H31 119.9 . . ?
C26 C31 H31 119.9 . . ?
C3 C32 H32A 109.5 . . ?
C3 C32 H32B 109.5 . . ?
C3 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C27 C33 H33 119.5 . . ?
C44 C33 C27 121.0(3) . . ?
C44 C33 H33 119.5 . . ?
C4 C35 H35 119.7 . . ?
C53 C35 C4 120.5(3) . . ?
C53 C35 H35 119.8 . . ?
C20 C41 H41 119.4 . . ?
C48 C41 C20 121.2(3) . . ?
C48 C41 H41 119.4 . . ?
C33 C44 H44 120.2 . . ?
C48 C44 C33 119.6(2) . . ?
C48 C44 H44 120.2 . . ?
C4 C45 H45 119.9 . . ?
C56 C45 C4 120.2(3) . . ?
C56 C45 H45 119.9 . . ?
C41 C48 H48 119.9 . . ?
C44 C48 C41 120.1(3) . . ?
C44 C48 H48 119.9 . . ?
C53 C49 H49 120.1 . . ?
C53 C49 C56 119.8(3) . . ?
C56 C49 H49 120.1 . . ?
C35 C53 H53 119.7 . . ?
C49 C53 C35 120.6(3) . . ?
C49 C53 H53 119.7 . . ?
C45 C56 H56 119.9 . . ?
C49 C56 C45 120.2(3) . . ?
C49 C56 H56 119.9 . . ?
C13 C58 C21 106.97(18) . . ?
C14 C58 C13 118.20(19) . . ?
C14 C58 C21 134.8(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C26 C31 C14 178.00(19) . . . . ?
N1 C5 C10 C8 178.7(2) . . . . ?
N1 C5 C19 C28 -179.7(2) . . . . ?
N1 C7 C21 C20 174.4(2) . . . . ?
N1 C7 C21 C58 -0.4(2) . . . . ?
N1 C13 C16 C26 179.6(2) . . . . ?
N1 C13 C58 C14 -178.86(19) . . . . ?
N1 C13 C58 C21 -0.2(2) . . . . ?
C3 C22 C28 C19 178.9(2) . . . . ?
C4 C7 C21 C20 -5.4(4) . . . . ?
C4 C7 C21 C58 179.9(2) . . . . ?
C4 C35 C53 C49 -0.3(4) . . . . ?
C4 C45 C56 C49 0.2(4) . . . . ?
C5 N1 C7 C4 0.4(3) . . . . ?
C5 N1 C7 C21 -179.44(19) . . . . ?
C5 N1 C13 C16 -0.1(4) . . . . ?
C5 N1 C13 C58 179.68(19) . . . . ?
C5 C19 C28 C22 1.0(4) . . . . ?
C7 N1 C5 C10 -61.8(3) . . . . ?
C7 N1 C5 C19 117.6(2) . . . . ?
C7 N1 C13 C16 -179.7(2) . . . . ?
C7 N1 C13 C58 0.0(2) . . . . ?
C7 C4 C35 C53 -179.3(2) . . . . ?
C7 C4 C45 C56 179.3(2) . . . . ?
C7 C21 C58 C13 0.4(2) . . . . ?
C7 C21 C58 C14 178.7(2) . . . . ?
C8 C22 C28 C19 -0.6(4) . . . . ?
C10 C5 C19 C28 -0.3(3) . . . . ?
C10 C8 C22 C3 -179.9(2) . . . . ?
C10 C8 C22 C28 -0.4(4) . . . . ?
C13 N1 C5 C10 118.6(2) . . . . ?
C13 N1 C5 C19 -62.0(3) . . . . ?
C13 N1 C7 C4 -179.97(19) . . . . ?
C13 N1 C7 C21 0.2(2) . . . . ?
C13 C16 C26 Cl1 -178.26(18) . . . . ?
C13 C16 C26 C31 -0.5(4) . . . . ?
C16 C13 C58 C14 0.9(3) . . . . ?
C16 C13 C58 C21 179.5(2) . . . . ?
C16 C26 C31 C14 0.3(4) . . . . ?
C19 C5 C10 C8 -0.7(3) . . . . ?
C20 C21 C58 C13 -174.5(2) . . . . ?
C20 C21 C58 C14 3.8(4) . . . . ?
C20 C27 C33 C44 1.1(4) . . . . ?
C20 C41 C48 C44 1.1(4) . . . . ?
C21 C20 C27 C33 -177.5(2) . . . . ?
C21 C20 C41 C48 176.4(2) . . . . ?
C22 C8 C10 C5 1.0(4) . . . . ?
C27 C20 C21 C7 -40.0(3) . . . . ?
C27 C20 C21 C58 133.8(2) . . . . ?
C27 C20 C41 C48 -0.8(4) . . . . ?
C27 C33 C44 C48 -0.7(4) . . . . ?
C31 C14 C58 C13 -1.2(3) . . . . ?
C31 C14 C58 C21 -179.3(2) . . . . ?
C32 C3 C22 C8 95.0(4) . . . . ?
C32 C3 C22 C28 -84.4(4) . . . . ?
C33 C44 C48 C41 -0.4(4) . . . . ?
C35 C4 C7 N1 -57.0(3) . . . . ?
C35 C4 C7 C21 122.8(3) . . . . ?
C35 C4 C45 C56 -1.0(4) . . . . ?
C41 C20 C21 C7 143.0(2) . . . . ?
C41 C20 C21 C58 -43.2(3) . . . . ?
C41 C20 C27 C33 -0.4(3) . . . . ?
C45 C4 C7 N1 122.7(2) . . . . ?
C45 C4 C7 C21 -57.5(3) . . . . ?
C45 C4 C35 C53 1.1(4) . . . . ?
C53 C49 C56 C45 0.6(5) . . . . ?
C56 C49 C53 C35 -0.6(5) . . . . ?
C58 C13 C16 C26 -0.1(3) . . . . ?
C58 C14 C31 C26 0.6(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_abs
_database_code_depnum_ccdc_archive 'CCDC 2241510'
loop_
_audit_author_name
_audit_author_address
'Dr. Ali Reza Abbasi'
;University of Tehran
Iran
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;
_audit_creation_date             2023-01-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C28 H23 N O'
_chemical_formula_sum            'C28 H23 N O'
_chemical_formula_weight         389.47
_chemical_melting_point          ?
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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   10.887(2)
_cell_length_b                   9.942(2)
_cell_length_c                   19.661(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.94(3)
_cell_angle_gamma                90.00
_cell_volume                     2125.3(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11042
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.07
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.20
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11042
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.07
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2935
_reflns_number_total             3702
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'Automar software package (3.3a, 2015)'
_computing_data_collection       'MAR345 dtb Program (1.24-4, 2013)'
_computing_data_reduction        'Automar software package (3.3a, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'PLATON (2018)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.135
_refine_diff_density_min         -0.133
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.053(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3702
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0639
_refine_ls_restrained_S_all      1.135
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0380P)²+0.7336P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1392
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27),
  C28(H28), C29(H29)
2.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.02426(16) 0.70609(19) 0.13749(9) 0.0572(5) Uani 1 1 d . . .
C2 C -0.1029(2) 0.6716(2) 0.12014(12) 0.0610(6) Uani 1 1 d . . .
H2A H -0.1458 0.6623 0.1619 0.073 Uiso 1 1 calc R . .
H2B H -0.1051 0.5849 0.0975 0.073 Uiso 1 1 calc R . .
C3 C 0.2293(2) 0.7249(2) 0.12948(10) 0.0552(5) Uani 1 1 d . . .
C4 C 0.1189(2) 0.6875(2) 0.09442(10) 0.0544(5) Uani 1 1 d . . .
C5 C -0.17121(19) 0.7727(2) 0.07468(10) 0.0538(5) Uani 1 1 d . . .
C6 C 0.1153(2) 0.6433(2) 0.02713(11) 0.0631(6) Uani 1 1 d . . .
H6 H 0.0412 0.6213 0.0041 0.076 Uiso 1 1 calc R . .
C7 C 0.3392(2) 0.7133(2) 0.09640(12) 0.0652(6) Uani 1 1 d . . .
H7 H 0.4136 0.7370 0.1186 0.078 Uiso 1 1 calc R . .
C8 C 0.1984(2) 0.7672(2) 0.19630(11) 0.0575(6) Uani 1 1 d . . .
C9 C 0.2856(2) 0.8242(3) 0.24917(11) 0.0628(6) Uani 1 1 d . . .
C10 C 0.0738(2) 0.7541(2) 0.20008(10) 0.0561(5) Uani 1 1 d . . .
O11 O 0.34378(18) 0.6061(2) 0.28175(10) 0.0930(6) Uani 1 1 d . . .
C12 C -0.0036(2) 0.7781(2) 0.25829(11) 0.0570(6) Uani 1 1 d . . .
C13 C -0.1233(2) 0.8974(2) 0.05977(12) 0.0657(6) Uani 1 1 d . . .
H13 H -0.0459 0.9215 0.0781 0.079 Uiso 1 1 calc R . .
C14 C -0.2871(2) 0.7408(3) 0.04704(11) 0.0648(6) Uani 1 1 d . . .
H14 H -0.3214 0.6575 0.0563 0.078 Uiso 1 1 calc R . .
C15 C -0.1039(2) 0.8647(3) 0.25432(12) 0.0705(7) Uani 1 1 d . . .
H15 H -0.1236 0.9100 0.2138 0.085 Uiso 1 1 calc R . .
C16 C -0.3525(2) 0.8316(3) 0.00577(13) 0.0791(8) Uani 1 1 d . . .
H16 H -0.4307 0.8092 -0.0119 0.095 Uiso 1 1 calc R . .
C17 C 0.2247(2) 0.6332(2) -0.00407(12) 0.0704(7) Uani 1 1 d . . .
H17 H 0.2248 0.6038 -0.0490 0.084 Uiso 1 1 calc R . .
C18 C 0.3358(2) 0.6661(3) 0.03024(13) 0.0727(7) Uani 1 1 d . . .
H18 H 0.4089 0.6562 0.0083 0.087 Uiso 1 1 calc R . .
C19 C -0.3033(3) 0.9537(3) -0.00911(13) 0.0815(8) Uani 1 1 d . . .
H19 H -0.3470 1.0137 -0.0374 0.098 Uiso 1 1 calc R . .
C20 C -0.1887(3) 0.9869(3) 0.01802(13) 0.0779(7) Uani 1 1 d . . .
H20 H -0.1548 1.0702 0.0083 0.094 Uiso 1 1 calc R . .
C21 C 0.0242(2) 0.7141(3) 0.31972(12) 0.0730(7) Uani 1 1 d . . .
H21 H 0.0922 0.6574 0.3240 0.088 Uiso 1 1 calc R . .
C22 C -0.1471(3) 0.8177(3) 0.36974(13) 0.0837(8) Uani 1 1 d . . .
H22 H -0.1957 0.8298 0.4068 0.100 Uiso 1 1 calc R . .
C23 C 0.4485(3) 0.7971(4) 0.33710(14) 0.0962(10) Uani 1 1 d . . .
H23 H 0.5000 0.7418 0.3639 0.115 Uiso 1 1 calc R . .
C24 C 0.3616(2) 0.7410(3) 0.29071(12) 0.0740(7) Uani 1 1 d . . .
C25 C -0.1748(3) 0.8844(3) 0.30972(14) 0.0816(8) Uani 1 1 d . . .
H25 H -0.2414 0.9430 0.3064 0.098 Uiso 1 1 calc R . .
C26 C -0.0480(3) 0.7336(3) 0.37467(13) 0.0855(8) Uani 1 1 d . . .
H26 H -0.0288 0.6890 0.4154 0.103 Uiso 1 1 calc R . .
C27 C 0.2973(2) 0.9619(3) 0.25716(15) 0.0852(8) Uani 1 1 d . . .
H27 H 0.2471 1.0187 0.2304 0.102 Uiso 1 1 calc R . .
C28 C 0.4576(3) 0.9344(5) 0.34285(16) 0.1080(12) Uani 1 1 d . . .
H28 H 0.5160 0.9715 0.3735 0.130 Uiso 1 1 calc R . .
C29 C 0.3824(3) 1.0174(4) 0.30438(18) 0.1032(11) Uani 1 1 d . . .
H29 H 0.3880 1.1102 0.3096 0.124 Uiso 1 1 calc R . .
C30 C 0.4063(3) 0.5148(4) 0.32773(16) 0.1133(12) Uani 1 1 d . . .
H30A H 0.3841 0.4241 0.3156 0.170 Uiso 1 1 calc R . .
H30B H 0.3832 0.5328 0.3733 0.170 Uiso 1 1 calc R . .
H30C H 0.4935 0.5261 0.3252 0.170 Uiso 1 1 calc R . .


_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 1.450(3) . ?
N1 C4 1.379(3) . ?
N1 C10 1.402(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C5 1.515(3) . ?
C3 C4 1.405(3) . ?
C3 C7 1.396(3) . ?
C3 C8 1.435(3) . ?
C4 C6 1.393(3) . ?
C5 C13 1.383(3) . ?
C5 C14 1.384(3) . ?
C6 H6 0.9300 . ?
C6 C17 1.372(3) . ?
C7 H7 0.9300 . ?
C7 C18 1.382(3) . ?
C8 C9 1.483(3) . ?
C8 C10 1.369(3) . ?
C9 C24 1.403(4) . ?
C9 C27 1.383(4) . ?
C10 C12 1.475(3) . ?
O11 C24 1.365(3) . ?
O11 C30 1.429(3) . ?
C12 C15 1.390(3) . ?
C12 C21 1.385(3) . ?
C13 H13 0.9300 . ?
C13 C20 1.383(3) . ?
C14 H14 0.9300 . ?
C14 C16 1.386(3) . ?
C15 H15 0.9300 . ?
C15 C25 1.380(3) . ?
C16 H16 0.9300 . ?
C16 C19 1.364(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.393(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.372(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C21 C26 1.382(4) . ?
C22 H22 0.9300 . ?
C22 C25 1.373(4) . ?
C22 C26 1.365(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.396(4) . ?
C23 C28 1.373(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C27 C29 1.392(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.363(5) . ?
C29 H29 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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
C4 N1 C2 123.91(18) . . ?
C4 N1 C10 108.58(17) . . ?
C10 N1 C2 127.39(19) . . ?
N1 C2 H2A 108.6 . . ?
N1 C2 H2B 108.6 . . ?
N1 C2 C5 114.59(18) . . ?
H2A C2 H2B 107.6 . . ?
C5 C2 H2A 108.6 . . ?
C5 C2 H2B 108.6 . . ?
C4 C3 C8 107.01(19) . . ?
C7 C3 C4 118.8(2) . . ?
C7 C3 C8 134.2(2) . . ?
N1 C4 C3 108.08(18) . . ?
N1 C4 C6 129.8(2) . . ?
C6 C4 C3 122.1(2) . . ?
C13 C5 C2 122.74(19) . . ?
C13 C5 C14 117.9(2) . . ?
C14 C5 C2 119.3(2) . . ?
C4 C6 H6 121.1 . . ?
C17 C6 C4 117.7(2) . . ?
C17 C6 H6 121.1 . . ?
C3 C7 H7 120.5 . . ?
C18 C7 C3 119.0(2) . . ?
C18 C7 H7 120.5 . . ?
C3 C8 C9 125.60(19) . . ?
C10 C8 C3 107.49(18) . . ?
C10 C8 C9 126.8(2) . . ?
C24 C9 C8 121.4(2) . . ?
C27 C9 C8 120.6(2) . . ?
C27 C9 C24 118.0(2) . . ?
N1 C10 C12 121.74(19) . . ?
C8 C10 N1 108.84(19) . . ?
C8 C10 C12 129.37(19) . . ?
C24 O11 C30 118.8(2) . . ?
C15 C12 C10 122.4(2) . . ?
C21 C12 C10 119.6(2) . . ?
C21 C12 C15 118.0(2) . . ?
C5 C13 H13 119.5 . . ?
C5 C13 C20 120.9(2) . . ?
C20 C13 H13 119.5 . . ?
C5 C14 H14 119.6 . . ?
C5 C14 C16 120.8(2) . . ?
C16 C14 H14 119.6 . . ?
C12 C15 H15 119.6 . . ?
C25 C15 C12 120.8(2) . . ?
C25 C15 H15 119.6 . . ?
C14 C16 H16 119.7 . . ?
C19 C16 C14 120.6(2) . . ?
C19 C16 H16 119.7 . . ?
C6 C17 H17 119.4 . . ?
C6 C17 C18 121.2(2) . . ?
C18 C17 H17 119.4 . . ?
C7 C18 C17 121.1(2) . . ?
C7 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C16 C19 H19 120.3 . . ?
C16 C19 C20 119.4(3) . . ?
C20 C19 H19 120.3 . . ?
C13 C20 H20 119.8 . . ?
C19 C20 C13 120.4(2) . . ?
C19 C20 H20 119.8 . . ?
C12 C21 H21 119.7 . . ?
C26 C21 C12 120.6(2) . . ?
C26 C21 H21 119.7 . . ?
C25 C22 H22 120.2 . . ?
C26 C22 H22 120.2 . . ?
C26 C22 C25 119.6(3) . . ?
C24 C23 H23 120.2 . . ?
C28 C23 H23 120.2 . . ?
C28 C23 C24 119.6(3) . . ?
O11 C24 C9 115.3(2) . . ?
O11 C24 C23 124.3(3) . . ?
C23 C24 C9 120.3(3) . . ?
C15 C25 H25 119.9 . . ?
C22 C25 C15 120.2(3) . . ?
C22 C25 H25 119.9 . . ?
C21 C26 H26 119.7 . . ?
C22 C26 C21 120.7(2) . . ?
C22 C26 H26 119.7 . . ?
C9 C27 H27 119.2 . . ?
C9 C27 C29 121.5(3) . . ?
C29 C27 H27 119.2 . . ?
C23 C28 H28 119.4 . . ?
C29 C28 C23 121.2(3) . . ?
C29 C28 H28 119.4 . . ?
C27 C29 H29 120.3 . . ?
C28 C29 C27 119.3(3) . . ?
C28 C29 H29 120.3 . . ?
O11 C30 H30A 109.5 . . ?
O11 C30 H30B 109.5 . . ?
O11 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
N1 C2 C5 C13 -9.9(3) . . . . ?
N1 C2 C5 C14 170.8(2) . . . . ?
N1 C4 C6 C17 -179.7(2) . . . . ?
N1 C10 C12 C15 -57.5(3) . . . . ?
N1 C10 C12 C21 123.3(2) . . . . ?
C2 N1 C4 C3 -176.73(19) . . . . ?
C2 N1 C4 C6 4.7(4) . . . . ?
C2 N1 C10 C8 176.8(2) . . . . ?
C2 N1 C10 C12 -1.0(3) . . . . ?
C2 C5 C13 C20 -180.0(2) . . . . ?
C2 C5 C14 C16 179.4(2) . . . . ?
C3 C4 C6 C17 1.9(3) . . . . ?
C3 C7 C18 C17 1.5(4) . . . . ?
C3 C8 C9 C24 -81.6(3) . . . . ?
C3 C8 C9 C27 96.0(3) . . . . ?
C3 C8 C10 N1 -0.6(2) . . . . ?
C3 C8 C10 C12 176.9(2) . . . . ?
C4 N1 C2 C5 -78.9(3) . . . . ?
C4 N1 C10 C8 0.7(2) . . . . ?
C4 N1 C10 C12 -177.07(19) . . . . ?
C4 C3 C7 C18 0.3(3) . . . . ?
C4 C3 C8 C9 -175.6(2) . . . . ?
C4 C3 C8 C10 0.3(3) . . . . ?
C4 C6 C17 C18 -0.1(4) . . . . ?
C5 C13 C20 C19 0.4(4) . . . . ?
C5 C14 C16 C19 0.8(4) . . . . ?
C6 C17 C18 C7 -1.6(4) . . . . ?
C7 C3 C4 N1 179.23(19) . . . . ?
C7 C3 C4 C6 -2.0(3) . . . . ?
C7 C3 C8 C9 5.5(4) . . . . ?
C7 C3 C8 C10 -178.6(2) . . . . ?
C8 C3 C4 N1 0.1(2) . . . . ?
C8 C3 C4 C6 178.8(2) . . . . ?
C8 C3 C7 C18 179.1(2) . . . . ?
C8 C9 C24 O11 -3.9(3) . . . . ?
C8 C9 C24 C23 175.8(2) . . . . ?
C8 C9 C27 C29 -177.1(2) . . . . ?
C8 C10 C12 C15 125.2(3) . . . . ?
C8 C10 C12 C21 -53.9(3) . . . . ?
C9 C8 C10 N1 175.2(2) . . . . ?
C9 C8 C10 C12 -7.3(4) . . . . ?
C9 C27 C29 C28 1.2(5) . . . . ?
C10 N1 C2 C5 105.6(2) . . . . ?
C10 N1 C4 C3 -0.5(2) . . . . ?
C10 N1 C4 C6 -179.1(2) . . . . ?
C10 C8 C9 C24 103.3(3) . . . . ?
C10 C8 C9 C27 -79.0(3) . . . . ?
C10 C12 C15 C25 179.8(2) . . . . ?
C10 C12 C21 C26 -179.2(2) . . . . ?
C12 C15 C25 C22 -0.3(4) . . . . ?
C12 C21 C26 C22 -0.9(4) . . . . ?
C13 C5 C14 C16 0.0(3) . . . . ?
C14 C5 C13 C20 -0.6(3) . . . . ?
C14 C16 C19 C20 -1.0(4) . . . . ?
C15 C12 C21 C26 1.7(4) . . . . ?
C16 C19 C20 C13 0.4(4) . . . . ?
C21 C12 C15 C25 -1.1(4) . . . . ?
C23 C28 C29 C27 -1.7(5) . . . . ?
C24 C9 C27 C29 0.6(4) . . . . ?
C24 C23 C28 C29 0.5(5) . . . . ?
C25 C22 C26 C21 -0.5(5) . . . . ?
C26 C22 C25 C15 1.1(4) . . . . ?
C27 C9 C24 O11 178.4(2) . . . . ?
C27 C9 C24 C23 -1.8(4) . . . . ?
C28 C23 C24 C9 1.3(4) . . . . ?
C28 C23 C24 O11 -178.9(3) . . . . ?
C30 O11 C24 C9 -172.2(2) . . . . ?
C30 O11 C24 C23 8.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2248038'
loop_
_audit_author_name
_audit_author_address
'alireza abbasi'
;university of Tehran
Iran
;
_audit_update_record             
;
2023-03-12 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;
_audit_creation_date             2022-12-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H23 N O2'
_chemical_formula_sum            'C28 H23 N O2'
_chemical_formula_weight         405.47
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0268(16)
_cell_length_b                   11.315(2)
_cell_length_c                   12.532(3)
_cell_angle_alpha                73.63(3)
_cell_angle_beta                 86.31(3)
_cell_angle_gamma                86.29(3)
_cell_volume                     1088.5(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7016
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14.999
_cell_measurement_theta_min      1.696
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_Laue_measured_fraction_full 0.936
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7016
_diffrn_reflns_point_group_measured_fraction_full 0.936
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.696
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.936
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2673
_reflns_number_total             3585
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Automar software package (3.3a, 2015)'
_computing_data_collection       'MAR345 dtb Program (1.24-4, 2013)'
_computing_data_reduction        'Automar software package (3.3a, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'PLATON (2018)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3585
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0651
_refine_ls_restrained_S_all      1.131
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0507P)²+0.5241P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1529
_refine_ls_wR_factor_ref         0.1643
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C17(H17), C18(H18),
 C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28),
  C29(H29)
2.b Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.4034(3) 0.6920(2) 0.01507(19) 0.0605(6) Uani 1 1 d . . . . .
O2 O 0.9057(3) 1.1569(2) -0.45720(18) 0.0884(7) Uani 1 1 d . . . . .
C3 C 0.5072(3) 0.8228(2) -0.1425(2) 0.0516(6) Uani 1 1 d . . . . .
C4 C 0.7559(4) 0.7010(3) 0.1011(2) 0.0658(8) Uani 1 1 d . . . . .
H4 H 0.729504 0.620428 0.107509 0.079 Uiso 1 1 calc R U . . .
C5 C 0.3723(3) 0.6272(2) 0.1310(2) 0.0536(6) Uani 1 1 d . . . . .
C6 C 0.8165(4) 1.0708(3) -0.3789(2) 0.0656(8) Uani 1 1 d . . . . .
C7 C 0.8882(4) 0.9722(3) -0.3016(2) 0.0656(8) Uani 1 1 d . . . . .
H7 H 1.003791 0.960056 -0.300265 0.079 Uiso 1 1 calc R U . . .
C8 C 0.3350(4) 0.4365(3) 0.2728(2) 0.0698(8) Uani 1 1 d . . . . .
H8 H 0.332092 0.350952 0.293436 0.084 Uiso 1 1 calc R U . . .
C9 C 0.3675(4) 0.4998(3) 0.1637(2) 0.0632(7) Uani 1 1 d . . . . .
H9 H 0.386556 0.456571 0.110652 0.076 Uiso 1 1 calc R U . . .
C10 C 0.6623(3) 0.7984(3) 0.0349(2) 0.0556(7) Uani 1 1 d . . . . .
C11 C 0.7861(4) 0.8913(3) -0.2258(2) 0.0630(7) Uani 1 1 d . . . . .
H11 H 0.834860 0.823632 -0.174781 0.076 Uiso 1 1 calc R U . . .
C12 C 0.6454(4) 1.0884(3) -0.3804(3) 0.0719(8) Uani 1 1 d . . . . .
H12 H 0.597268 1.154109 -0.433680 0.086 Uiso 1 1 calc R U . . .
C13 C 0.3019(3) 0.6883(2) -0.0711(2) 0.0551(7) Uani 1 1 d . . . . .
C14 C 0.3660(3) 0.7680(2) -0.1699(2) 0.0567(7) Uani 1 1 d . . . . .
O15 O 0.2777(4) 0.4290(2) 0.45954(18) 0.1035(9) Uani 1 1 d . . . . .
C16 C 0.6141(3) 0.9080(2) -0.2238(2) 0.0570(7) Uani 1 1 d . . . . .
C17 C 0.3442(4) 0.6894(3) 0.2107(2) 0.0647(8) Uani 1 1 d . . . . .
H17 H 0.347360 0.774906 0.189964 0.078 Uiso 1 1 calc R U . . .
C18 C 0.5450(4) 1.0087(3) -0.3031(3) 0.0683(8) Uani 1 1 d . . . . .
H18 H 0.429506 1.022321 -0.303842 0.082 Uiso 1 1 calc R U . . .
C19 C 0.5276(3) 0.7748(2) -0.0299(2) 0.0546(7) Uani 1 1 d . . . . .
C20 C 0.7028(4) 0.9179(3) 0.0284(3) 0.0667(8) Uani 1 1 d . . . . .
H20 H 0.641578 0.984592 -0.015438 0.080 Uiso 1 1 calc R U . . .
C21 C 0.3066(4) 0.5000(3) 0.3520(2) 0.0697(8) Uani 1 1 d . . . . .
C22 C 0.3113(4) 0.6270(3) 0.3207(3) 0.0719(8) Uani 1 1 d . . . . .
H22 H 0.292431 0.670263 0.373753 0.086 Uiso 1 1 calc R U . . .
C23 C 0.1633(4) 0.6202(3) -0.0694(3) 0.0655(8) Uani 1 1 d . . . . .
H23 H 0.119329 0.569615 -0.002943 0.079 Uiso 1 1 calc R U . . .
C24 C 0.8883(4) 0.7225(3) 0.1578(3) 0.0764(9) Uani 1 1 d . . . . .
H24 H 0.950420 0.656303 0.201455 0.092 Uiso 1 1 calc R U . . .
C25 C 0.0934(4) 0.6298(3) -0.1686(3) 0.0734(9) Uani 1 1 d . . . . .
H25 H 0.000332 0.585265 -0.169561 0.088 Uiso 1 1 calc R U . . .
C26 C 0.2944(4) 0.7748(3) -0.2707(2) 0.0663(8) Uani 1 1 d . . . . .
H26 H 0.336941 0.825204 -0.337641 0.080 Uiso 1 1 calc R U . . .
C27 C 0.8342(4) 0.9383(3) 0.0869(3) 0.0802(10) Uani 1 1 d . . . . .
H27 H 0.859050 1.018469 0.083603 0.096 Uiso 1 1 calc R U . . .
C28 C 0.1596(4) 0.7049(3) -0.2678(3) 0.0745(9) Uani 1 1 d . . . . .
H28 H 0.111273 0.708084 -0.334061 0.089 Uiso 1 1 calc R U . . .
C29 C 0.9278(4) 0.8398(4) 0.1498(3) 0.0817(10) Uani 1 1 d . . . . .
H29 H 1.018042 0.853632 0.186953 0.098 Uiso 1 1 calc R U . . .
C30 C 1.0827(5) 1.1489(4) -0.4541(3) 0.0921(11) Uani 1 1 d . . . . .
H30A H 1.128750 1.213121 -0.514215 0.138 Uiso 1 1 calc R U . . .
H30B H 1.124547 1.070094 -0.461614 0.138 Uiso 1 1 calc R U . . .
H30C H 1.114522 1.158223 -0.384498 0.138 Uiso 1 1 calc R U . . .
C31 C 0.2475(6) 0.4913(4) 0.5446(3) 0.1211(16) Uani 1 1 d . . . . .
H31A H 0.146042 0.541792 0.531144 0.182 Uiso 1 1 calc R U . . .
H31B H 0.339074 0.542143 0.543630 0.182 Uiso 1 1 calc R U . . .
H31C H 0.237121 0.431466 0.616013 0.182 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 C5 1.445(3) . ?
N1 C13 1.405(3) . ?
N1 C19 1.392(3) . ?
O2 C6 1.373(3) . ?
O2 C30 1.420(4) . ?
C3 C14 1.431(4) . ?
C3 C16 1.464(4) . ?
C3 C19 1.378(3) . ?
C4 H4 0.9300 . ?
C4 C10 1.387(4) . ?
C4 C24 1.386(4) . ?
C5 C9 1.385(4) . ?
C5 C17 1.375(4) . ?
C6 C7 1.376(4) . ?
C6 C12 1.376(4) . ?
C7 H7 0.9300 . ?
C7 C11 1.385(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.370(4) . ?
C8 C21 1.381(4) . ?
C9 H9 0.9300 . ?
C10 C19 1.475(4) . ?
C10 C20 1.390(4) . ?
C11 H11 0.9300 . ?
C11 C16 1.381(4) . ?
C12 H12 0.9300 . ?
C12 C18 1.379(4) . ?
C13 C14 1.401(4) . ?
C13 C23 1.390(4) . ?
C14 C26 1.401(4) . ?
O15 C21 1.375(4) . ?
O15 C31 1.435(5) . ?
C16 C18 1.394(4) . ?
C17 H17 0.9300 . ?
C17 C22 1.378(4) . ?
C18 H18 0.9300 . ?
C20 H20 0.9300 . ?
C20 C27 1.389(4) . ?
C21 C22 1.381(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C23 C25 1.371(4) . ?
C24 H24 0.9300 . ?
C24 C29 1.360(5) . ?
C25 H25 0.9300 . ?
C25 C28 1.388(4) . ?
C26 H26 0.9300 . ?
C26 C28 1.373(4) . ?
C27 H27 0.9300 . ?
C27 C29 1.379(5) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N1 C5 124.4(2) . . ?
C19 N1 C5 127.2(2) . . ?
C19 N1 C13 108.2(2) . . ?
C6 O2 C30 118.3(3) . . ?
C14 C3 C16 124.5(2) . . ?
C19 C3 C14 107.7(2) . . ?
C19 C3 C16 127.7(2) . . ?
C10 C4 H4 119.6 . . ?
C24 C4 H4 119.6 . . ?
C24 C4 C10 120.8(3) . . ?
C9 C5 N1 120.0(3) . . ?
C17 C5 N1 121.4(2) . . ?
C17 C5 C9 118.6(3) . . ?
O2 C6 C7 124.1(3) . . ?
O2 C6 C12 115.8(3) . . ?
C7 C6 C12 120.1(3) . . ?
C6 C7 H7 120.4 . . ?
C6 C7 C11 119.3(3) . . ?
C11 C7 H7 120.4 . . ?
C9 C8 H8 120.1 . . ?
C9 C8 C21 119.8(3) . . ?
C21 C8 H8 120.1 . . ?
C5 C9 H9 119.4 . . ?
C8 C9 C5 121.1(3) . . ?
C8 C9 H9 119.4 . . ?
C4 C10 C19 120.4(2) . . ?
C4 C10 C20 118.4(3) . . ?
C20 C10 C19 121.2(3) . . ?
C7 C11 H11 119.0 . . ?
C16 C11 C7 121.9(3) . . ?
C16 C11 H11 119.0 . . ?
C6 C12 H12 119.9 . . ?
C6 C12 C18 120.2(3) . . ?
C18 C12 H12 119.9 . . ?
C14 C13 N1 107.8(2) . . ?
C23 C13 N1 130.6(3) . . ?
C23 C13 C14 121.6(2) . . ?
C13 C14 C3 107.3(2) . . ?
C13 C14 C26 119.4(3) . . ?
C26 C14 C3 133.2(3) . . ?
C21 O15 C31 117.8(3) . . ?
C11 C16 C3 121.6(2) . . ?
C11 C16 C18 117.6(3) . . ?
C18 C16 C3 120.9(3) . . ?
C5 C17 H17 119.5 . . ?
C5 C17 C22 121.0(3) . . ?
C22 C17 H17 119.5 . . ?
C12 C18 C16 121.0(3) . . ?
C12 C18 H18 119.5 . . ?
C16 C18 H18 119.5 . . ?
N1 C19 C10 123.6(2) . . ?
C3 C19 N1 109.0(2) . . ?
C3 C19 C10 127.3(2) . . ?
C10 C20 H20 119.8 . . ?
C27 C20 C10 120.4(3) . . ?
C27 C20 H20 119.8 . . ?
C8 C21 C22 119.8(3) . . ?
O15 C21 C8 115.9(3) . . ?
O15 C21 C22 124.3(3) . . ?
C17 C22 C21 119.8(3) . . ?
C17 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C13 C23 H23 121.0 . . ?
C25 C23 C13 118.0(3) . . ?
C25 C23 H23 121.0 . . ?
C4 C24 H24 119.8 . . ?
C29 C24 C4 120.3(3) . . ?
C29 C24 H24 119.8 . . ?
C23 C25 H25 119.5 . . ?
C23 C25 C28 120.9(3) . . ?
C28 C25 H25 119.5 . . ?
C14 C26 H26 120.9 . . ?
C28 C26 C14 118.2(3) . . ?
C28 C26 H26 120.9 . . ?
C20 C27 H27 120.0 . . ?
C29 C27 C20 120.0(3) . . ?
C29 C27 H27 120.0 . . ?
C25 C28 H28 119.1 . . ?
C26 C28 C25 121.8(3) . . ?
C26 C28 H28 119.1 . . ?
C24 C29 C27 120.1(3) . . ?
C24 C29 H29 119.9 . . ?
C27 C29 H29 119.9 . . ?
O2 C30 H30A 109.5 . . ?
O2 C30 H30B 109.5 . . ?
O2 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O15 C31 H31A 109.5 . . ?
O15 C31 H31B 109.5 . . ?
O15 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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
N1 C5 C9 C8 -178.7(3) . . . . ?
N1 C5 C17 C22 178.7(3) . . . . ?
N1 C13 C14 C3 -1.1(3) . . . . ?
N1 C13 C14 C26 175.4(2) . . . . ?
N1 C13 C23 C25 -176.2(3) . . . . ?
O2 C6 C7 C11 179.6(3) . . . . ?
O2 C6 C12 C18 -178.3(3) . . . . ?
C3 C14 C26 C28 177.4(3) . . . . ?
C3 C16 C18 C12 -179.3(3) . . . . ?
C4 C10 C19 N1 49.7(4) . . . . ?
C4 C10 C19 C3 -126.5(3) . . . . ?
C4 C10 C20 C27 0.1(4) . . . . ?
C4 C24 C29 C27 1.2(5) . . . . ?
C5 N1 C13 C14 176.4(3) . . . . ?
C5 N1 C13 C23 -4.9(5) . . . . ?
C5 N1 C19 C3 -175.7(3) . . . . ?
C5 N1 C19 C10 7.6(4) . . . . ?
C5 C17 C22 C21 0.1(5) . . . . ?
C6 C7 C11 C16 -1.5(4) . . . . ?
C6 C12 C18 C16 -1.3(5) . . . . ?
C7 C6 C12 C18 1.3(5) . . . . ?
C7 C11 C16 C3 -179.3(3) . . . . ?
C7 C11 C16 C18 1.5(4) . . . . ?
C8 C21 C22 C17 0.1(5) . . . . ?
C9 C5 C17 C22 -0.2(4) . . . . ?
C9 C8 C21 O15 -179.0(3) . . . . ?
C9 C8 C21 C22 -0.1(5) . . . . ?
C10 C4 C24 C29 0.4(5) . . . . ?
C10 C20 C27 C29 1.5(5) . . . . ?
C11 C16 C18 C12 -0.1(4) . . . . ?
C12 C6 C7 C11 0.0(4) . . . . ?
C13 N1 C5 C9 60.1(4) . . . . ?
C13 N1 C5 C17 -118.7(3) . . . . ?
C13 N1 C19 C3 -0.3(3) . . . . ?
C13 N1 C19 C10 -177.1(2) . . . . ?
C13 C14 C26 C28 1.9(4) . . . . ?
C13 C23 C25 C28 0.2(5) . . . . ?
C14 C3 C16 C11 -130.4(3) . . . . ?
C14 C3 C16 C18 48.8(4) . . . . ?
C14 C3 C19 N1 -0.4(3) . . . . ?
C14 C3 C19 C10 176.2(3) . . . . ?
C14 C13 C23 C25 2.2(5) . . . . ?
C14 C26 C28 C25 0.5(5) . . . . ?
O15 C21 C22 C17 178.9(3) . . . . ?
C16 C3 C14 C13 177.2(3) . . . . ?
C16 C3 C14 C26 1.3(5) . . . . ?
C16 C3 C19 N1 -176.5(3) . . . . ?
C16 C3 C19 C10 0.1(5) . . . . ?
C17 C5 C9 C8 0.2(4) . . . . ?
C19 N1 C5 C9 -125.2(3) . . . . ?
C19 N1 C5 C17 55.9(4) . . . . ?
C19 N1 C13 C14 0.9(3) . . . . ?
C19 N1 C13 C23 179.5(3) . . . . ?
C19 C3 C14 C13 0.9(3) . . . . ?
C19 C3 C14 C26 -174.9(3) . . . . ?
C19 C3 C16 C11 45.1(4) . . . . ?
C19 C3 C16 C18 -135.7(3) . . . . ?
C19 C10 C20 C27 -177.6(3) . . . . ?
C20 C10 C19 N1 -132.7(3) . . . . ?
C20 C10 C19 C3 51.2(4) . . . . ?
C20 C27 C29 C24 -2.2(5) . . . . ?
C21 C8 C9 C5 0.0(5) . . . . ?
C23 C13 C14 C3 -179.9(3) . . . . ?
C23 C13 C14 C26 -3.3(4) . . . . ?
C23 C25 C28 C26 -1.6(5) . . . . ?
C24 C4 C10 C19 176.6(3) . . . . ?
C24 C4 C10 C20 -1.1(4) . . . . ?
C30 O2 C6 C7 -4.4(4) . . . . ?
C30 O2 C6 C12 175.2(3) . . . . ?
C31 O15 C21 C8 -180.0(3) . . . . ?
C31 O15 C21 C22 1.2(5) . . . . ?

# start Validation Reply Form
_vrf_PLAT029_2                   
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.936 Why?  
RESPONSE: Due to geometrical limitations of the goniometer 
(one-circle), we were not able to cover full data set.
;
# end Validation Reply Form
_olex2_submission_special_instructions 'No special instructions were received'
