# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_ysr013_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2294916'
loop_
_audit_author_name
_audit_author_address
'Mahesh Rathode'
;university of hyderabad
India
;
_audit_update_record             
;
2023-09-14 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-05
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H26 N2'
_chemical_formula_sum            'C31 H26 N2'
_chemical_formula_weight         426.54
_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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
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                   13.2329(18)
_cell_length_b                   9.3280(11)
_cell_length_c                   19.219(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.019(5)
_cell_angle_gamma                90
_cell_volume                     2320.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    296
_cell_measurement_theta_max      24.21
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1417 before and 0.0801 after correction.
The Ratio of minimum to maximum transmission is 0.8785.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0687
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_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            54774
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         1.714
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3299
_reflns_number_total             4254
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.993
_refine_diff_density_min         -0.529
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         4254
_refine_ls_number_restraints     285
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0794
_refine_ls_restrained_S_all      1.006
_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)+(0.1188P)²+1.7676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2235
_refine_ls_wR_factor_ref         0.2386
_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. Uiso/Uaniso restraints and constraints
Uanis(C31) = Uanis(C30) = Uanis(C29)
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Ternary CH refined with riding coordinates:
 C29(H29)
4.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C31(H31A,H31B)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C11(H11), C7(H7), C4(H4), C6(H6), C15(H15), C5(H5), C18(H18),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C25(H25), C24(H24)
4.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
N2 N 0.43179(18) 0.8090(2) 0.48166(12) 0.0497(6) Uani 1 1 d . U . . .
N1 N 0.44296(19) 0.4894(2) 0.28536(13) 0.0551(6) Uani 1 1 d . U . . .
C2 C 0.5231(2) 0.6934(3) 0.41232(14) 0.0475(6) Uani 1 1 d . U . . .
C20 C 0.5435(2) 0.4976(3) 0.32476(14) 0.0472(6) Uani 1 1 d . U . . .
C9 C 0.5847(2) 0.5846(3) 0.38343(14) 0.0480(6) Uani 1 1 d . U . . .
C3 C 0.4833(2) 0.8245(3) 0.37787(14) 0.0473(6) Uani 1 1 d . U . . .
C8 C 0.4278(2) 0.8933(3) 0.42250(14) 0.0461(6) Uani 1 1 d . U . . .
C13 C 0.6053(2) 0.4016(3) 0.29471(14) 0.0498(6) Uani 1 1 d . U . . .
C1 C 0.4906(2) 0.6910(3) 0.47460(15) 0.0509(7) Uani 1 1 d . U . . .
H1 H 0.506164 0.618478 0.508330 0.061 Uiso 1 1 calc R . . . .
C10 C 0.6900(2) 0.5669(3) 0.41215(15) 0.0518(7) Uani 1 1 d . U . . .
C14 C 0.5396(2) 0.3381(3) 0.23293(14) 0.0538(7) Uani 1 1 d . U . . .
C12 C 0.7082(2) 0.3802(3) 0.32642(16) 0.0573(7) Uani 1 1 d . U . . .
C19 C 0.4405(2) 0.3942(3) 0.23004(15) 0.0548(7) Uani 1 1 d . U . . .
C11 C 0.7487(2) 0.4642(3) 0.38473(16) 0.0579(7) Uani 1 1 d . U . . .
H11 H 0.817781 0.452233 0.406736 0.070 Uiso 1 1 calc R . . . .
C7 C 0.3799(2) 1.0255(3) 0.40596(17) 0.0565(7) Uani 1 1 d . U . . .
H7 H 0.344275 1.070690 0.436693 0.068 Uiso 1 1 calc R . . . .
C27 C 0.3790(3) 0.8359(4) 0.53894(16) 0.0615(8) Uani 1 1 d . U . . .
H27A H 0.392612 0.932318 0.555769 0.092 Uiso 1 1 calc GR . . . .
H27B H 0.403357 0.769969 0.577115 0.092 Uiso 1 1 calc GR . . . .
H27C H 0.306046 0.823269 0.522057 0.092 Uiso 1 1 calc GR . . . .
C26 C 0.7466(2) 0.6579(3) 0.47131(17) 0.0597(8) Uani 1 1 d . U . . .
C4 C 0.4893(3) 0.8894(3) 0.31353(16) 0.0605(8) Uani 1 1 d . U . . .
H4 H 0.525575 0.845932 0.282696 0.073 Uiso 1 1 calc R . . . .
C6 C 0.3878(3) 1.0860(3) 0.34243(19) 0.0665(8) Uani 1 1 d . U . . .
H6 H 0.356912 1.174444 0.329881 0.080 Uiso 1 1 calc R . . . .
C15 C 0.5549(3) 0.2444(4) 0.17933(17) 0.0704(9) Uani 1 1 d . U . . .
H15 H 0.620209 0.207525 0.179422 0.085 Uiso 1 1 calc R . . . .
C5 C 0.4404(3) 1.0192(4) 0.29635(18) 0.0702(9) Uani 1 1 d . U . . .
H5 H 0.442842 1.062408 0.253131 0.084 Uiso 1 1 calc R . . . .
C18 C 0.3567(3) 0.3540(3) 0.17760(18) 0.0701(9) Uani 1 1 d . U . . .
H18 H 0.290875 0.389447 0.177161 0.084 Uiso 1 1 calc R . . . .
C29 C 0.7713(4) 0.2692(6) 0.2987(3) 0.1108(10) Uani 1 1 d . U . . .
H29 H 0.781116 0.289525 0.250486 0.133 Uiso 1 1 calc R . . . .
C16 C 0.4723(4) 0.2075(4) 0.12666(18) 0.0836(11) Uani 1 1 d . U . . .
H16 H 0.482087 0.146129 0.090483 0.100 Uiso 1 1 calc R . . . .
C17 C 0.3740(4) 0.2606(4) 0.1266(2) 0.0839(11) Uani 1 1 d . U . . .
H17 H 0.318835 0.231877 0.091015 0.101 Uiso 1 1 calc R . . . .
C28 C 0.3505(3) 0.5521(4) 0.3013(2) 0.0797(11) Uani 1 1 d . U . . .
H28A H 0.360042 0.566873 0.351704 0.120 Uiso 1 1 calc GR . . . .
H28B H 0.293167 0.488657 0.285688 0.120 Uiso 1 1 calc GR . . . .
H28C H 0.336980 0.642351 0.277193 0.120 Uiso 1 1 calc GR . . . .
C21 C 0.7796(3) 0.7936(4) 0.4577(2) 0.0780(10) Uani 1 1 d . U . . .
H21 H 0.760288 0.831499 0.412158 0.094 Uiso 1 1 calc R . . . .
C22 C 0.8403(3) 0.8735(5) 0.5103(3) 0.1045(15) Uani 1 1 d . U . . .
H22 H 0.862299 0.964414 0.500292 0.125 Uiso 1 1 calc R . . . .
C23 C 0.8683(3) 0.8182(6) 0.5777(3) 0.123(2) Uani 1 1 d . U . . .
H23 H 0.909920 0.871326 0.613530 0.147 Uiso 1 1 calc R . . . .
C25 C 0.7735(4) 0.6059(5) 0.5390(2) 0.1061(16) Uani 1 1 d . U . . .
H25 H 0.750219 0.515938 0.549501 0.127 Uiso 1 1 calc R . . . .
C30 C 0.8571(4) 0.1969(5) 0.3420(3) 0.1108(10) Uani 1 1 d . U . . .
H30A H 0.872372 0.216856 0.392677 0.133 Uiso 1 1 calc R . . . .
H30B H 0.916870 0.177371 0.321666 0.133 Uiso 1 1 calc R . . . .
C24 C 0.8350(5) 0.6855(7) 0.5922(3) 0.136(2) Uani 1 1 d . U . . .
H24 H 0.853691 0.648282 0.637929 0.164 Uiso 1 1 calc R . . . .
C31 C 0.7595(4) 0.1206(6) 0.3118(3) 0.1108(10) Uani 1 1 d . U . . .
H31A H 0.759587 0.054244 0.272914 0.133 Uiso 1 1 calc R . . . .
H31B H 0.715103 0.093717 0.343903 0.133 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
N2 C8 1.374(3) . ?
N2 C1 1.371(4) . ?
N2 C27 1.443(4) . ?
N1 C20 1.389(4) . ?
N1 C19 1.381(4) . ?
N1 C28 1.445(4) . ?
C2 C9 1.480(4) . ?
C2 C3 1.437(4) . ?
C2 C1 1.354(4) . ?
C20 C9 1.404(4) . ?
C20 C13 1.414(4) . ?
C9 C10 1.398(4) . ?
C3 C8 1.396(4) . ?
C3 C4 1.394(4) . ?
C8 C7 1.393(4) . ?
C13 C14 1.444(4) . ?
C13 C12 1.386(4) . ?
C10 C11 1.403(4) . ?
C10 C26 1.490(4) . ?
C14 C19 1.402(4) . ?
C14 C15 1.398(4) . ?
C12 C11 1.381(4) . ?
C12 C29 1.496(5) . ?
C19 C18 1.386(4) . ?
C7 C6 1.368(5) . ?
C26 C21 1.381(5) . ?
C26 C25 1.365(5) . ?
C4 C5 1.380(5) . ?
C6 C5 1.383(5) . ?
C15 C16 1.370(5) . ?
C18 C17 1.366(5) . ?
C29 C30 1.430(7) . ?
C29 C31 1.423(8) . ?
C16 C17 1.392(6) . ?
C21 C22 1.372(6) . ?
C22 C23 1.372(8) . ?
C23 C24 1.362(9) . ?
C25 C24 1.382(6) . ?
C30 C31 1.483(7) . ?

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
C8 N2 C27 126.2(2) . . ?
C1 N2 C8 107.6(2) . . ?
C1 N2 C27 126.1(2) . . ?
C20 N1 C28 128.2(3) . . ?
C19 N1 C20 108.7(2) . . ?
C19 N1 C28 122.6(3) . . ?
C3 C2 C9 126.0(2) . . ?
C1 C2 C9 128.4(2) . . ?
C1 C2 C3 105.5(2) . . ?
N1 C20 C9 129.6(3) . . ?
N1 C20 C13 108.2(2) . . ?
C9 C20 C13 122.2(3) . . ?
C20 C9 C2 123.1(2) . . ?
C10 C9 C2 121.0(2) . . ?
C10 C9 C20 115.9(2) . . ?
C8 C3 C2 107.3(2) . . ?
C4 C3 C2 134.0(3) . . ?
C4 C3 C8 118.7(3) . . ?
N2 C8 C3 108.1(2) . . ?
N2 C8 C7 129.3(3) . . ?
C7 C8 C3 122.6(3) . . ?
C20 C13 C14 107.2(3) . . ?
C12 C13 C20 120.7(3) . . ?
C12 C13 C14 132.1(3) . . ?
C2 C1 N2 111.4(2) . . ?
C9 C10 C11 121.1(3) . . ?
C9 C10 C26 122.4(2) . . ?
C11 C10 C26 116.5(3) . . ?
C19 C14 C13 106.1(2) . . ?
C15 C14 C13 135.1(3) . . ?
C15 C14 C19 118.8(3) . . ?
C13 C12 C29 120.9(3) . . ?
C11 C12 C13 117.1(3) . . ?
C11 C12 C29 122.1(3) . . ?
N1 C19 C14 109.8(3) . . ?
N1 C19 C18 128.4(3) . . ?
C18 C19 C14 121.9(3) . . ?
C12 C11 C10 122.7(3) . . ?
C6 C7 C8 116.9(3) . . ?
C21 C26 C10 120.4(3) . . ?
C25 C26 C10 121.0(3) . . ?
C25 C26 C21 118.4(4) . . ?
C5 C4 C3 118.9(3) . . ?
C7 C6 C5 121.8(3) . . ?
C16 C15 C14 119.1(4) . . ?
C4 C5 C6 121.0(3) . . ?
C17 C18 C19 117.8(4) . . ?
C30 C29 C12 123.6(4) . . ?
C31 C29 C12 121.4(5) . . ?
C31 C29 C30 62.6(4) . . ?
C15 C16 C17 120.8(3) . . ?
C18 C17 C16 121.5(3) . . ?
C22 C21 C26 121.2(4) . . ?
C23 C22 C21 119.5(5) . . ?
C24 C23 C22 119.9(4) . . ?
C26 C25 C24 120.6(5) . . ?
C29 C30 C31 58.5(4) . . ?
C23 C24 C25 120.2(5) . . ?
C29 C31 C30 58.9(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_ysr014_0m
_database_code_depnum_ccdc_archive 'CCDC 2294918'
loop_
_audit_author_name
_audit_author_address
'Mahesh rathode'
;university of hyderabad
India
;
_audit_update_record             
;
2023-09-14 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-14
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H27 N'
_chemical_formula_sum            'C37 H27 N'
_chemical_formula_weight         485.59
_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'

_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                   9.6614(12)
_cell_length_b                   12.3016(17)
_cell_length_c                   12.4047(16)
_cell_angle_alpha                66.465(4)
_cell_angle_beta                 77.764(5)
_cell_angle_gamma                82.339(5)
_cell_volume                     1319.0(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7342
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      21.70
_cell_measurement_theta_min      2.57
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1798 before and 0.1053 after correction.
The Ratio of minimum to maximum transmission is 0.8163.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.231
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.114
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0938
_diffrn_reflns_av_unetI/netI     0.2231
_diffrn_reflns_Laue_measured_fraction_full 0.891
_diffrn_reflns_Laue_measured_fraction_max 0.892
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20603
_diffrn_reflns_point_group_measured_fraction_full 0.891
_diffrn_reflns_point_group_measured_fraction_max 0.892
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         1.808
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.891
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2010
_reflns_number_total             4319
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         4319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1829
_refine_ls_R_factor_gt           0.1040
_refine_ls_restrained_S_all      0.970
_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)+(0.0752P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2546
_refine_ls_wR_factor_ref         0.2919
_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:
 C5(H5), C12(H12), C11(H11), C26(H26), C23(H23), C9(H9), C29(H29), C27(H27),
 C8(H8), C36(H36), C10(H10), C30(H30), C14(H14), C35(H35), C20(H20), C15(H15),
 C16(H16), C18(H18), C21(H21), C34(H34), C22(H22), C32(H32), C17(H17), C33(H33)
2.b Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.1087(4) 0.1270(4) 0.7335(4) 0.0656(11) Uani 1 1 d . . . . .
C2 C 0.1771(4) 0.1148(4) 0.6274(4) 0.0510(10) Uani 1 1 d . . . . .
C5 C 0.3138(4) 0.1386(4) 0.4027(4) 0.0497(10) Uani 1 1 d . . . . .
H5 H 0.359255 0.145234 0.326505 0.060 Uiso 1 1 calc R . . . .
C25 C 0.3571(4) 0.3513(4) 0.3406(4) 0.0514(10) Uani 1 1 d . . . . .
C6 C 0.2677(4) 0.0290(4) 0.4827(4) 0.0477(10) Uani 1 1 d . . . . .
C1 C 0.2010(4) 0.0129(4) 0.5997(4) 0.0511(10) Uani 1 1 d . . . . .
C4 C 0.2964(4) 0.2396(4) 0.4292(4) 0.0492(10) Uani 1 1 d . . . . .
C7 C 0.2911(4) -0.0708(4) 0.4407(4) 0.0507(10) Uani 1 1 d . . . . .
C19 C 0.1729(4) 0.3128(4) 0.5985(4) 0.0543(11) Uani 1 1 d . . . . .
C12 C 0.4258(5) -0.0991(4) 0.3874(4) 0.0573(11) Uani 1 1 d . . . . .
H12 H 0.503470 -0.060568 0.385404 0.069 Uiso 1 1 calc R . . . .
C3 C 0.2219(4) 0.2272(4) 0.5432(4) 0.0497(10) Uani 1 1 d . . . . .
C11 C 0.4447(6) -0.1829(4) 0.3381(5) 0.0711(14) Uani 1 1 d . . . . .
H11 H 0.534641 -0.200034 0.301686 0.085 Uiso 1 1 calc R . . . .
C26 C 0.4551(5) 0.4070(4) 0.3653(4) 0.0616(12) Uani 1 1 d . . . . .
H26 H 0.482732 0.373855 0.439781 0.074 Uiso 1 1 calc R . . . .
C24 C 0.1022(4) 0.2467(5) 0.7150(5) 0.0642(13) Uani 1 1 d . . . . .
C31 C 0.5279(5) 0.6808(4) 0.0836(4) 0.0568(11) Uani 1 1 d . . . . .
C13 C 0.1666(4) -0.1083(4) 0.6892(4) 0.0538(11) Uani 1 1 d . . . . .
C23 C 0.0299(6) 0.2999(5) 0.7944(5) 0.0783(15) Uani 1 1 d . . . . .
H23 H -0.019044 0.255373 0.869442 0.094 Uiso 1 1 calc R . . . .
C9 C 0.1976(6) -0.2172(4) 0.3972(5) 0.0713(14) Uani 1 1 d . . . . .
H9 H 0.120810 -0.258055 0.401723 0.086 Uiso 1 1 calc R . . . .
C28 C 0.4743(4) 0.5653(4) 0.1699(4) 0.0531(10) Uani 1 1 d . . . . .
C29 C 0.3792(5) 0.5067(5) 0.1449(4) 0.0701(14) Uani 1 1 d . . . . .
H29 H 0.352019 0.539355 0.070347 0.084 Uiso 1 1 calc R . . . .
C27 C 0.5119(4) 0.5104(4) 0.2817(4) 0.0598(12) Uani 1 1 d . . . . .
H27 H 0.578164 0.544770 0.301031 0.072 Uiso 1 1 calc R . . . .
C8 C 0.1787(5) -0.1323(4) 0.4451(4) 0.0600(12) Uani 1 1 d . . . . .
H8 H 0.088396 -0.115574 0.481388 0.072 Uiso 1 1 calc R . . . .
C36 C 0.4440(6) 0.7650(5) 0.0074(5) 0.0789(15) Uani 1 1 d . . . . .
H36 H 0.352703 0.746719 0.009975 0.095 Uiso 1 1 calc R . . . .
C10 C 0.3303(7) -0.2419(5) 0.3425(5) 0.0793(16) Uani 1 1 d . . . . .
H10 H 0.343112 -0.298339 0.308489 0.095 Uiso 1 1 calc R . . . .
C30 C 0.3249(5) 0.4028(4) 0.2268(4) 0.0680(13) Uani 1 1 d . . . . .
H30 H 0.264118 0.365341 0.205313 0.082 Uiso 1 1 calc R . . . .
C14 C 0.2754(5) -0.1882(5) 0.7329(4) 0.0675(12) Uani 1 1 d . . . . .
H14 H 0.368114 -0.164489 0.705826 0.081 Uiso 1 1 calc R . . . .
C35 C 0.4912(7) 0.8739(5) -0.0713(6) 0.0897(17) Uani 1 1 d . . . . .
H35 H 0.432355 0.928002 -0.120927 0.108 Uiso 1 1 calc R . . . .
C20 C 0.1730(5) 0.4341(5) 0.5629(5) 0.0733(14) Uani 1 1 d . . . . .
H20 H 0.216425 0.481048 0.486584 0.088 Uiso 1 1 calc R . . . .
C15 C 0.2516(7) -0.3003(5) 0.8141(5) 0.0821(15) Uani 1 1 d . . . . .
H15 H 0.327769 -0.351308 0.841822 0.098 Uiso 1 1 calc R . . . .
C16 C 0.1193(9) -0.3384(6) 0.8548(6) 0.0954(19) Uani 1 1 d . . . . .
H16 H 0.103723 -0.415327 0.910045 0.115 Uiso 1 1 calc R . . . .
C18 C 0.0298(5) -0.1467(5) 0.7308(5) 0.0846(17) Uani 1 1 d . . . . .
H18 H -0.046847 -0.096023 0.703606 0.102 Uiso 1 1 calc R . . . .
C21 C 0.1061(6) 0.4845(6) 0.6448(6) 0.0895(17) Uani 1 1 d . . . . .
H21 H 0.109595 0.565803 0.623259 0.107 Uiso 1 1 calc R . . . .
C34 C 0.6253(7) 0.9022(6) -0.0764(6) 0.0905(17) Uani 1 1 d . . . . .
H34 H 0.658880 0.975310 -0.130060 0.109 Uiso 1 1 calc R . . . .
C22 C 0.0353(7) 0.4180(6) 0.7562(6) 0.0930(18) Uani 1 1 d . . . . .
H22 H -0.010215 0.456088 0.806478 0.112 Uiso 1 1 calc R . . . .
C32 C 0.6612(6) 0.7124(5) 0.0745(5) 0.0848(16) Uani 1 1 d . . . . .
H32 H 0.722115 0.657826 0.121653 0.102 Uiso 1 1 calc R . . . .
C17 C 0.0083(7) -0.2630(6) 0.8142(6) 0.103(2) Uani 1 1 d . . . . .
H17 H -0.083412 -0.289057 0.842384 0.124 Uiso 1 1 calc R . . . .
C33 C 0.7088(7) 0.8224(6) -0.0022(7) 0.103(2) Uani 1 1 d . . . . .
H33 H 0.798741 0.842111 -0.003065 0.123 Uiso 1 1 calc R . . . .
C37 C 0.0448(9) 0.0401(7) 0.8437(6) 0.122(3) Uani 1 1 d . . . . .
H37A H -0.020473 -0.002246 0.828396 0.184 Uiso 1 1 calc GR . . . .
H37B H -0.005221 0.078801 0.895341 0.184 Uiso 1 1 calc GR . . . .
H37C H 0.117075 -0.014649 0.881392 0.184 Uiso 1 1 calc GR . . . .


_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 1.397(5) . ?
N1 C24 1.392(6) . ?
N1 C37 1.430(8) . ?
C2 C1 1.406(6) . ?
C2 C3 1.416(6) . ?
C5 C6 1.380(6) . ?
C5 C4 1.388(5) . ?
C25 C4 1.475(6) . ?
C25 C26 1.387(5) . ?
C25 C30 1.382(6) . ?
C6 C1 1.403(6) . ?
C6 C7 1.489(6) . ?
C1 C13 1.490(6) . ?
C4 C3 1.402(6) . ?
C7 C12 1.396(6) . ?
C7 C8 1.384(6) . ?
C19 C3 1.452(6) . ?
C19 C24 1.417(7) . ?
C19 C20 1.376(7) . ?
C12 C11 1.370(6) . ?
C11 C10 1.382(8) . ?
C26 C27 1.373(7) . ?
C24 C23 1.410(7) . ?
C31 C28 1.477(6) . ?
C31 C36 1.393(7) . ?
C31 C32 1.364(7) . ?
C13 C14 1.380(7) . ?
C13 C18 1.386(6) . ?
C23 C22 1.341(9) . ?
C9 C8 1.370(6) . ?
C9 C10 1.374(8) . ?
C28 C29 1.390(6) . ?
C28 C27 1.383(6) . ?
C29 C30 1.362(7) . ?
C36 C35 1.373(8) . ?
C14 C15 1.359(7) . ?
C35 C34 1.369(8) . ?
C20 C21 1.398(7) . ?
C15 C16 1.343(9) . ?
C16 C17 1.362(9) . ?
C18 C17 1.402(9) . ?
C21 C22 1.376(10) . ?
C34 C33 1.358(9) . ?
C32 C33 1.378(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C37 130.1(4) . . ?
C24 N1 C2 108.1(4) . . ?
C24 N1 C37 121.8(4) . . ?
N1 C2 C1 129.3(4) . . ?
N1 C2 C3 108.8(3) . . ?
C1 C2 C3 122.0(4) . . ?
C6 C5 C4 123.9(4) . . ?
C26 C25 C4 121.6(4) . . ?
C30 C25 C4 121.9(3) . . ?
C30 C25 C26 116.5(4) . . ?
C5 C6 C1 120.7(4) . . ?
C5 C6 C7 117.9(4) . . ?
C1 C6 C7 121.4(4) . . ?
C2 C1 C13 123.2(4) . . ?
C6 C1 C2 116.4(4) . . ?
C6 C1 C13 120.2(4) . . ?
C5 C4 C25 120.1(4) . . ?
C5 C4 C3 116.3(4) . . ?
C3 C4 C25 123.5(3) . . ?
C12 C7 C6 120.7(3) . . ?
C8 C7 C6 121.0(4) . . ?
C8 C7 C12 118.1(4) . . ?
C24 C19 C3 105.6(4) . . ?
C20 C19 C3 136.1(5) . . ?
C20 C19 C24 118.2(4) . . ?
C11 C12 C7 120.7(4) . . ?
C2 C3 C19 107.4(4) . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 C19 132.1(4) . . ?
C12 C11 C10 120.1(5) . . ?
C27 C26 C25 121.0(4) . . ?
N1 C24 C19 110.0(4) . . ?
N1 C24 C23 126.9(5) . . ?
C23 C24 C19 122.9(5) . . ?
C36 C31 C28 121.7(4) . . ?
C32 C31 C28 122.3(5) . . ?
C32 C31 C36 116.0(5) . . ?
C14 C13 C1 119.2(4) . . ?
C14 C13 C18 117.4(5) . . ?
C18 C13 C1 123.4(4) . . ?
C22 C23 C24 116.5(6) . . ?
C8 C9 C10 119.8(4) . . ?
C29 C28 C31 121.9(4) . . ?
C27 C28 C31 122.2(3) . . ?
C27 C28 C29 115.8(4) . . ?
C30 C29 C28 121.8(4) . . ?
C26 C27 C28 122.5(4) . . ?
C9 C8 C7 121.4(5) . . ?
C35 C36 C31 122.4(5) . . ?
C9 C10 C11 120.0(4) . . ?
C29 C30 C25 122.2(4) . . ?
C15 C14 C13 122.3(5) . . ?
C34 C35 C36 119.6(6) . . ?
C19 C20 C21 118.0(5) . . ?
C16 C15 C14 120.7(6) . . ?
C15 C16 C17 119.3(6) . . ?
C13 C18 C17 119.1(6) . . ?
C22 C21 C20 122.3(6) . . ?
C33 C34 C35 119.2(6) . . ?
C23 C22 C21 122.0(5) . . ?
C31 C32 C33 122.2(6) . . ?
C16 C17 C18 121.2(5) . . ?
C34 C33 C32 120.6(6) . . ?

_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_ysr032_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2294921'
loop_
_audit_author_name
_audit_author_address
'Mahesh Rathode'
;University of Hyderabad
India
;
_audit_update_record             
;
2023-09-14 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-14
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H28 N2'
_chemical_formula_sum            'C35 H28 N2'
_chemical_formula_weight         476.59
_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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
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                   10.7077(8)
_cell_length_b                   9.2729(7)
_cell_length_c                   25.954(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.298(3)
_cell_angle_gamma                90
_cell_volume                     2550.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9251
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.11
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1429 before and 0.0730 after correction.
The Ratio of minimum to maximum transmission is 0.6736.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            50346
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.539
_diffrn_reflns_theta_min         1.586
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4500
_reflns_number_total             5871
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5871
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0514
_refine_ls_restrained_S_all      1.064
_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)+(0.0703P)²+0.6734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1382
_refine_ls_wR_factor_ref         0.1462
_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:
 C3(H3), C25(H25), C24(H24), C14(H14), C20(H20), C11(H11), C18(H18), C23(H23),
 C8(H8), C31(H31), C21(H21), C15(H15), C9(H9), C10(H10), C28(H28), C17(H17),
 C30(H30), C16(H16), C29(H29)
2.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C35(H35A,H35B,H35C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.63433(13) 0.59776(15) 0.68510(5) 0.0436(3) Uani 1 1 d . . . . .
N2 N 0.42948(12) 0.31462(15) 0.53623(5) 0.0417(3) Uani 1 1 d . . . . .
C5 C 0.58172(14) 0.22142(15) 0.49280(5) 0.0351(3) Uani 1 1 d . . . . .
C2 C 0.78037(14) 0.33629(16) 0.56246(5) 0.0364(3) Uani 1 1 d . . . . .
C6 C 0.55931(14) 0.30333(16) 0.53677(6) 0.0352(3) Uani 1 1 d . . . . .
C27 C 0.59524(14) 0.36320(17) 0.66759(6) 0.0395(3) Uani 1 1 d . . . . .
C12 C 0.45958(15) 0.17391(16) 0.46712(6) 0.0378(3) Uani 1 1 d . . . . .
C1 C 0.65752(14) 0.35693(16) 0.57378(5) 0.0357(3) Uani 1 1 d . . . . .
C19 C 0.89354(14) 0.38713(16) 0.59801(6) 0.0370(3) Uani 1 1 d . . . . .
C26 C 0.63624(14) 0.42892(17) 0.62301(6) 0.0375(3) Uani 1 1 d . . . . .
C32 C 0.59562(14) 0.47193(18) 0.70568(6) 0.0394(3) Uani 1 1 d . . . . .
C13 C 0.73833(15) 0.12872(17) 0.43530(6) 0.0383(3) Uani 1 1 d . . . . .
C4 C 0.70611(15) 0.20455(16) 0.48216(5) 0.0364(3) Uani 1 1 d . . . . .
C7 C 0.36956(15) 0.23819(17) 0.49412(6) 0.0414(4) Uani 1 1 d . . . . .
C3 C 0.80175(15) 0.26435(17) 0.51701(6) 0.0388(3) Uani 1 1 d . . . . .
H3 H 0.884243 0.256541 0.510008 0.047 Uiso 1 1 calc R . . . .
C25 C 0.65910(15) 0.56980(17) 0.63567(6) 0.0407(3) Uani 1 1 d . . . . .
H25 H 0.687637 0.637889 0.613784 0.049 Uiso 1 1 calc R . . . .
C24 C 0.92405(17) 0.3330(2) 0.64807(6) 0.0467(4) Uani 1 1 d . . . . .
H24 H 0.869766 0.268209 0.660886 0.056 Uiso 1 1 calc R . . . .
C14 C 0.67655(17) 0.1601(2) 0.38573(6) 0.0482(4) Uani 1 1 d . . . . .
H14 H 0.612940 0.229239 0.381456 0.058 Uiso 1 1 calc R . . . .
C20 C 0.97645(16) 0.48514(19) 0.58099(6) 0.0468(4) Uani 1 1 d . . . . .
H20 H 0.958681 0.522886 0.547540 0.056 Uiso 1 1 calc R . . . .
C11 C 0.41790(17) 0.08007(18) 0.42600(6) 0.0462(4) Uani 1 1 d . . . . .
H11 H 0.475741 0.031277 0.408889 0.055 Uiso 1 1 calc R . . . .
C18 C 0.83501(17) 0.02755(19) 0.43995(7) 0.0478(4) Uani 1 1 d . . . . .
H18 H 0.879514 0.007550 0.472645 0.057 Uiso 1 1 calc R . . . .
C22 C 1.11640(15) 0.4723(2) 0.66217(6) 0.0478(4) Uani 1 1 d . . . . .
C23 C 1.03408(17) 0.3741(2) 0.67914(6) 0.0509(4) Uani 1 1 d . . . . .
H23 H 1.053264 0.334666 0.712292 0.061 Uiso 1 1 calc R . . . .
C8 C 0.24049(16) 0.2220(2) 0.47814(7) 0.0525(4) Uani 1 1 d . . . . .
H8 H 0.181772 0.269213 0.495268 0.063 Uiso 1 1 calc R . . . .
C31 C 0.56051(17) 0.4450(2) 0.75441(6) 0.0515(4) Uani 1 1 d . . . . .
H31 H 0.560929 0.517952 0.779013 0.062 Uiso 1 1 calc R . . . .
C21 C 1.08469(17) 0.5278(2) 0.61266(7) 0.0530(4) Uani 1 1 d . . . . .
H21 H 1.137475 0.595320 0.600406 0.064 Uiso 1 1 calc R . . . .
C15 C 0.7092(2) 0.0892(2) 0.34273(7) 0.0615(5) Uani 1 1 d . . . . .
H15 H 0.667094 0.110906 0.309752 0.074 Uiso 1 1 calc R . . . .
C9 C 0.20274(18) 0.1336(2) 0.43601(8) 0.0590(5) Uani 1 1 d . . . . .
H9 H 0.117133 0.122639 0.424041 0.071 Uiso 1 1 calc R . . . .
C10 C 0.29040(18) 0.0608(2) 0.41118(7) 0.0552(5) Uani 1 1 d . . . . .
H10 H 0.262442 -0.002089 0.384047 0.066 Uiso 1 1 calc R . . . .
C28 C 0.5586(2) 0.2242(2) 0.67958(7) 0.0594(5) Uani 1 1 d . . . . .
H28 H 0.557304 0.150282 0.655273 0.071 Uiso 1 1 calc R . . . .
C33 C 0.6436(2) 0.7375(2) 0.71036(8) 0.0615(5) Uani 1 1 d . . . . .
H33A H 0.560507 0.772368 0.713295 0.092 Uiso 1 1 calc GR . . . .
H33B H 0.684959 0.804036 0.690062 0.092 Uiso 1 1 calc GR . . . .
H33C H 0.691481 0.728671 0.744453 0.092 Uiso 1 1 calc GR . . . .
C17 C 0.8663(2) -0.0439(2) 0.39684(8) 0.0614(5) Uani 1 1 d . . . . .
H17 H 0.929995 -0.112874 0.400792 0.074 Uiso 1 1 calc R . . . .
C35 C 0.36070(18) 0.4063(2) 0.56770(8) 0.0592(5) Uani 1 1 d . . . . .
H35A H 0.324131 0.348240 0.592247 0.089 Uiso 1 1 calc GR . . . .
H35B H 0.295011 0.456211 0.545579 0.089 Uiso 1 1 calc GR . . . .
H35C H 0.417472 0.475239 0.586080 0.089 Uiso 1 1 calc GR . . . .
C30 C 0.5253(2) 0.3071(3) 0.76483(8) 0.0661(6) Uani 1 1 d . . . . .
H30 H 0.501617 0.286124 0.797098 0.079 Uiso 1 1 calc R . . . .
C16 C 0.8033(2) -0.0132(2) 0.34822(8) 0.0658(6) Uani 1 1 d . . . . .
H16 H 0.824017 -0.061235 0.319164 0.079 Uiso 1 1 calc R . . . .
C34 C 1.23676(19) 0.5146(3) 0.69608(8) 0.0741(7) Uani 1 1 d . . . . .
H34A H 1.219956 0.591537 0.718870 0.111 Uiso 1 1 calc GR . . . .
H34B H 1.297313 0.546233 0.674597 0.111 Uiso 1 1 calc GR . . . .
H34C H 1.269839 0.433100 0.716422 0.111 Uiso 1 1 calc GR . . . .
C29 C 0.5244(2) 0.1978(3) 0.72791(8) 0.0733(6) Uani 1 1 d . . . . .
H29 H 0.500275 0.105210 0.736057 0.088 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 C32 1.372(2) . ?
N1 C25 1.372(2) . ?
N1 C33 1.449(2) . ?
N2 C6 1.3922(19) . ?
N2 C7 1.381(2) . ?
N2 C35 1.451(2) . ?
C5 C6 1.420(2) . ?
C5 C12 1.448(2) . ?
C5 C4 1.407(2) . ?
C2 C1 1.402(2) . ?
C2 C19 1.490(2) . ?
C2 C3 1.402(2) . ?
C6 C1 1.408(2) . ?
C27 C26 1.431(2) . ?
C27 C32 1.412(2) . ?
C27 C28 1.396(2) . ?
C12 C7 1.404(2) . ?
C12 C11 1.399(2) . ?
C1 C26 1.488(2) . ?
C19 C24 1.387(2) . ?
C19 C20 1.387(2) . ?
C26 C25 1.361(2) . ?
C32 C31 1.393(2) . ?
C13 C4 1.488(2) . ?
C13 C14 1.390(2) . ?
C13 C18 1.389(2) . ?
C4 C3 1.381(2) . ?
C7 C8 1.393(2) . ?
C24 C23 1.382(2) . ?
C14 C15 1.383(2) . ?
C20 C21 1.378(2) . ?
C11 C10 1.376(3) . ?
C18 C17 1.382(2) . ?
C22 C23 1.383(3) . ?
C22 C21 1.380(2) . ?
C22 C34 1.504(2) . ?
C8 C9 1.380(3) . ?
C31 C30 1.371(3) . ?
C15 C16 1.377(3) . ?
C9 C10 1.388(3) . ?
C28 C29 1.378(3) . ?
C17 C16 1.372(3) . ?
C30 C29 1.394(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
C32 N1 C33 126.10(14) . . ?
C25 N1 C32 108.26(13) . . ?
C25 N1 C33 125.61(15) . . ?
C6 N2 C35 128.71(14) . . ?
C7 N2 C6 108.58(13) . . ?
C7 N2 C35 122.06(14) . . ?
C6 C5 C12 106.66(13) . . ?
C4 C5 C6 119.45(13) . . ?
C4 C5 C12 133.88(14) . . ?
C1 C2 C19 122.08(13) . . ?
C1 C2 C3 120.88(14) . . ?
C3 C2 C19 117.04(13) . . ?
N2 C6 C5 108.45(13) . . ?
N2 C6 C1 128.80(13) . . ?
C1 C6 C5 122.73(13) . . ?
C32 C27 C26 106.96(14) . . ?
C28 C27 C26 134.61(15) . . ?
C28 C27 C32 118.43(15) . . ?
C7 C12 C5 106.29(13) . . ?
C11 C12 C5 135.05(15) . . ?
C11 C12 C7 118.58(15) . . ?
C2 C1 C6 116.09(13) . . ?
C2 C1 C26 120.38(13) . . ?
C6 C1 C26 123.51(13) . . ?
C24 C19 C2 121.74(14) . . ?
C20 C19 C2 120.74(14) . . ?
C20 C19 C24 117.42(15) . . ?
C27 C26 C1 127.29(14) . . ?
C25 C26 C27 106.20(13) . . ?
C25 C26 C1 126.41(14) . . ?
N1 C32 C27 107.77(13) . . ?
N1 C32 C31 129.97(15) . . ?
C31 C32 C27 122.26(16) . . ?
C14 C13 C4 121.47(14) . . ?
C18 C13 C4 120.40(14) . . ?
C18 C13 C14 118.09(15) . . ?
C5 C4 C13 123.40(13) . . ?
C3 C4 C5 117.40(13) . . ?
C3 C4 C13 119.18(14) . . ?
N2 C7 C12 109.82(14) . . ?
N2 C7 C8 128.23(16) . . ?
C8 C7 C12 121.95(15) . . ?
C4 C3 C2 123.11(14) . . ?
C26 C25 N1 110.80(14) . . ?
C23 C24 C19 120.83(16) . . ?
C15 C14 C13 120.35(17) . . ?
C21 C20 C19 121.33(15) . . ?
C10 C11 C12 119.24(17) . . ?
C17 C18 C13 121.19(16) . . ?
C23 C22 C34 121.15(17) . . ?
C21 C22 C23 117.35(16) . . ?
C21 C22 C34 121.50(18) . . ?
C24 C23 C22 121.65(16) . . ?
C9 C8 C7 117.68(18) . . ?
C30 C31 C32 117.67(17) . . ?
C20 C21 C22 121.40(17) . . ?
C16 C15 C14 120.72(18) . . ?
C8 C9 C10 121.10(17) . . ?
C11 C10 C9 121.16(17) . . ?
C29 C28 C27 119.12(18) . . ?
C16 C17 C18 120.03(18) . . ?
C31 C30 C29 121.15(18) . . ?
C17 C16 C15 119.58(17) . . ?
C28 C29 C30 121.4(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
