# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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. 
# 
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data_sq1
_database_code_depnum_ccdc_archive 'CCDC 2079814'
loop_
_audit_author_name
_audit_author_address
'Nattamai S. P. Bhuvanesh'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2021-04-24 deposited with the CCDC.	2022-06-14 downloaded from the CCDC.
;
_audit_creation_date             2021-04-21
_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         'C23 H17 N O2'
_chemical_formula_sum            'C23 H17 N O2'
_chemical_formula_weight         339.38
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   9.4119(3)
_cell_length_b                   16.8978(5)
_cell_length_c                   10.9784(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.4160(10)
_cell_angle_gamma                90
_cell_volume                     1691.03(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      70.114
_cell_measurement_theta_min      4.851
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.799
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  0.4684
_exptl_absorpt_correction_T_min  0.3081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1241 before and 0.0781 after correction.
The Ratio of minimum to maximum transmission is 0.6578.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.347
_exptl_crystal_size_mid          0.321
_exptl_crystal_size_min          0.068
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23967
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.141
_diffrn_reflns_theta_min         4.851
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker VENTURE (PHOTON-III)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3039
_reflns_number_total             3214
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3214
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0557
_refine_ls_restrained_S_all      1.060
_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)+(0.0749P)²+1.2600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1414
_refine_ls_wR_factor_ref         0.1434
_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:
 C2(H2), C6(H6), C8(H8), C9(H9), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_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
O1 O 0.09293(15) 0.47198(8) 0.39842(12) 0.0327(3) Uani 1 1 d . . . . .
O2 O 0.20343(14) 0.41987(7) 0.58502(11) 0.0281(3) Uani 1 1 d . . . . .
N1 N 0.54114(15) 0.64418(8) 0.59889(13) 0.0215(3) Uani 1 1 d . . . . .
C1 C 0.50333(18) 0.59883(10) 0.68326(15) 0.0213(4) Uani 1 1 d . . . . .
C2 C 0.38785(18) 0.54239(10) 0.64960(15) 0.0217(4) Uani 1 1 d . . . . .
H2 H 0.364530 0.509975 0.712612 0.026 Uiso 1 1 calc R U . . .
C3 C 0.30980(18) 0.53453(9) 0.52631(16) 0.0211(4) Uani 1 1 d . . . . .
C4 C 0.34565(17) 0.58429(9) 0.43323(16) 0.0196(3) Uani 1 1 d . . . . .
C5 C 0.46389(17) 0.63816(9) 0.47572(16) 0.0201(4) Uani 1 1 d . . . . .
C6 C 0.27343(18) 0.58444(9) 0.30213(15) 0.0206(3) Uani 1 1 d . . . . .
H6 H 0.194893 0.548622 0.271367 0.025 Uiso 1 1 calc R U . . .
C7 C 0.31522(18) 0.63527(9) 0.21976(16) 0.0211(4) Uani 1 1 d . . . . .
C8 C 0.43447(18) 0.68853(10) 0.26559(15) 0.0217(4) Uani 1 1 d . . . . .
H8 H 0.463994 0.723654 0.208937 0.026 Uiso 1 1 calc R U . . .
C9 C 0.50621(18) 0.68942(10) 0.38969(16) 0.0223(4) Uani 1 1 d . . . . .
H9 H 0.585658 0.724962 0.418619 0.027 Uiso 1 1 calc R U . . .
C10 C 0.19033(18) 0.47333(9) 0.49368(15) 0.0209(3) Uani 1 1 d . . . . .
C11 C 0.0959(2) 0.35729(11) 0.55949(19) 0.0342(5) Uani 1 1 d . . . . .
H11A H 0.096864 0.331836 0.479493 0.051 Uiso 1 1 calc R U . . .
H11B H -0.001656 0.379445 0.554318 0.051 Uiso 1 1 calc R U . . .
H11C H 0.119407 0.318080 0.627310 0.051 Uiso 1 1 calc R U . . .
C12 C 0.58811(18) 0.60934(9) 0.81605(15) 0.0194(3) Uani 1 1 d . . . . .
C13 C 0.73225(18) 0.63769(9) 0.84353(16) 0.0213(4) Uani 1 1 d . . . . .
H13 H 0.776917 0.649110 0.776878 0.026 Uiso 1 1 calc R U . . .
C14 C 0.81040(18) 0.64928(10) 0.96672(17) 0.0234(4) Uani 1 1 d . . . . .
H14 H 0.908367 0.668330 0.984240 0.028 Uiso 1 1 calc R U . . .
C15 C 0.74578(19) 0.63307(10) 1.06512(16) 0.0240(4) Uani 1 1 d . . . . .
H15 H 0.799203 0.641257 1.149742 0.029 Uiso 1 1 calc R U . . .
C16 C 0.60294(19) 0.60490(10) 1.03882(15) 0.0236(4) Uani 1 1 d . . . . .
H16 H 0.558422 0.593884 1.105704 0.028 Uiso 1 1 calc R U . . .
C17 C 0.52490(18) 0.59276(10) 0.91557(16) 0.0218(4) Uani 1 1 d . . . . .
H17 H 0.427463 0.572976 0.898564 0.026 Uiso 1 1 calc R U . . .
C18 C 0.23912(17) 0.63604(10) 0.08345(15) 0.0201(4) Uani 1 1 d . . . . .
C19 C 0.18514(17) 0.56688(10) 0.01884(15) 0.0210(4) Uani 1 1 d . . . . .
H19 H 0.191966 0.518258 0.063366 0.025 Uiso 1 1 calc R U . . .
C20 C 0.12143(18) 0.56819(10) -0.10997(16) 0.0235(4) Uani 1 1 d . . . . .
H20 H 0.084823 0.520705 -0.152745 0.028 Uiso 1 1 calc R U . . .
C21 C 0.11142(18) 0.63899(11) -0.17597(16) 0.0254(4) Uani 1 1 d . . . . .
H21 H 0.069705 0.639778 -0.264160 0.030 Uiso 1 1 calc R U . . .
C22 C 0.16209(18) 0.70809(10) -0.11328(17) 0.0257(4) Uani 1 1 d . . . . .
H22 H 0.154274 0.756607 -0.158190 0.031 Uiso 1 1 calc R U . . .
C23 C 0.22492(18) 0.70686(10) 0.01616(16) 0.0230(4) Uani 1 1 d . . . . .
H23 H 0.258374 0.754825 0.058897 0.028 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.207(2) . ?
O2 C10 1.332(2) . ?
O2 C11 1.442(2) . ?
N1 C1 1.318(2) . ?
N1 C5 1.370(2) . ?
C1 C2 1.424(2) . ?
C1 C12 1.488(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.376(2) . ?
C3 C4 1.427(2) . ?
C3 C10 1.504(2) . ?
C4 C5 1.423(2) . ?
C4 C6 1.431(2) . ?
C5 C9 1.410(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.374(2) . ?
C7 C8 1.429(2) . ?
C7 C18 1.490(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.362(2) . ?
C9 H9 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.399(2) . ?
C12 C17 1.396(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.392(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.385(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.396(2) . ?
C18 C23 1.395(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.392(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.390(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.379(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.397(2) . ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O2 C11 114.96(13) . . ?
C1 N1 C5 118.73(14) . . ?
N1 C1 C2 121.96(15) . . ?
N1 C1 C12 116.52(15) . . ?
C2 C1 C12 121.52(15) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.40(15) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 C4 118.94(15) . . ?
C2 C3 C10 119.01(15) . . ?
C4 C3 C10 122.05(15) . . ?
C3 C4 C6 125.71(15) . . ?
C5 C4 C3 116.56(15) . . ?
C5 C4 C6 117.74(14) . . ?
N1 C5 C4 123.39(15) . . ?
N1 C5 C9 116.51(14) . . ?
C9 C5 C4 120.10(15) . . ?
C4 C6 H6 119.3 . . ?
C7 C6 C4 121.41(15) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C8 119.38(15) . . ?
C6 C7 C18 121.46(15) . . ?
C8 C7 C18 119.17(14) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.64(15) . . ?
C9 C8 H8 119.7 . . ?
C5 C9 H9 119.6 . . ?
C8 C9 C5 120.73(15) . . ?
C8 C9 H9 119.6 . . ?
O1 C10 O2 123.18(15) . . ?
O1 C10 C3 125.51(15) . . ?
O2 C10 C3 111.31(14) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C1 120.45(15) . . ?
C17 C12 C1 120.91(15) . . ?
C17 C12 C13 118.63(15) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.69(15) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.14(15) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.60(15) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.33(15) . . ?
C17 C16 H16 119.8 . . ?
C12 C17 H17 119.7 . . ?
C16 C17 C12 120.62(15) . . ?
C16 C17 H17 119.7 . . ?
C19 C18 C7 121.77(15) . . ?
C23 C18 C7 119.87(14) . . ?
C23 C18 C19 118.32(15) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.88(15) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 119.97(15) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 119.92(16) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.09(15) . . ?
C23 C22 H22 120.0 . . ?
C18 C23 C22 120.79(15) . . ?
C18 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?

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 C1 C2 C3 -1.1(2) . . . . ?
N1 C1 C12 C13 -26.4(2) . . . . ?
N1 C1 C12 C17 152.28(15) . . . . ?
N1 C5 C9 C8 -179.05(14) . . . . ?
C1 N1 C5 C4 -1.1(2) . . . . ?
C1 N1 C5 C9 178.40(14) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C1 C2 C3 C10 178.91(14) . . . . ?
C1 C12 C13 C14 178.52(14) . . . . ?
C1 C12 C17 C16 -178.07(15) . . . . ?
C2 C1 C12 C13 153.38(16) . . . . ?
C2 C1 C12 C17 -27.9(2) . . . . ?
C2 C3 C4 C5 1.3(2) . . . . ?
C2 C3 C4 C6 -178.76(15) . . . . ?
C2 C3 C10 O1 161.83(17) . . . . ?
C2 C3 C10 O2 -17.4(2) . . . . ?
C3 C4 C5 N1 -0.5(2) . . . . ?
C3 C4 C5 C9 -179.98(14) . . . . ?
C3 C4 C6 C7 179.39(15) . . . . ?
C4 C3 C10 O1 -18.7(3) . . . . ?
C4 C3 C10 O2 162.10(14) . . . . ?
C4 C5 C9 C8 0.4(2) . . . . ?
C4 C6 C7 C8 0.8(2) . . . . ?
C4 C6 C7 C18 -179.38(14) . . . . ?
C5 N1 C1 C2 1.9(2) . . . . ?
C5 N1 C1 C12 -178.35(13) . . . . ?
C5 C4 C6 C7 -0.7(2) . . . . ?
C6 C4 C5 N1 179.52(14) . . . . ?
C6 C4 C5 C9 0.1(2) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
C6 C7 C18 C19 -35.4(2) . . . . ?
C6 C7 C18 C23 146.88(16) . . . . ?
C7 C8 C9 C5 -0.4(2) . . . . ?
C7 C18 C19 C20 -176.49(14) . . . . ?
C7 C18 C23 C22 176.01(14) . . . . ?
C8 C7 C18 C19 144.51(16) . . . . ?
C8 C7 C18 C23 -33.3(2) . . . . ?
C10 C3 C4 C5 -178.16(14) . . . . ?
C10 C3 C4 C6 1.8(2) . . . . ?
C11 O2 C10 O1 2.8(2) . . . . ?
C11 O2 C10 C3 -177.98(15) . . . . ?
C12 C1 C2 C3 179.14(14) . . . . ?
C12 C13 C14 C15 -0.3(2) . . . . ?
C13 C12 C17 C16 0.6(2) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C14 C15 C16 C17 0.1(2) . . . . ?
C15 C16 C17 C12 -0.6(2) . . . . ?
C17 C12 C13 C14 -0.2(2) . . . . ?
C18 C7 C8 C9 179.90(14) . . . . ?
C18 C19 C20 C21 0.2(2) . . . . ?
C19 C18 C23 C22 -1.8(2) . . . . ?
C19 C20 C21 C22 -1.2(2) . . . . ?
C20 C21 C22 C23 0.7(2) . . . . ?
C21 C22 C23 C18 0.8(2) . . . . ?
C23 C18 C19 C20 1.3(2) . . . . ?

_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_sq4
_database_code_depnum_ccdc_archive 'CCDC 2081459'
loop_
_audit_author_name
_audit_author_address
'Nattamai S. P. Bhuvanesh'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2021-05-03 deposited with the CCDC.	2022-06-14 downloaded from the CCDC.
;
_audit_creation_date             2021-04-30
_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         'C24 H18 F N O3'
_chemical_formula_sum            'C24 H18 F N O3'
_chemical_formula_weight         387.39
_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 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   9.7824(4)
_cell_length_b                   18.5157(7)
_cell_length_c                   11.0961(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.429(2)
_cell_angle_gamma                90
_cell_volume                     1844.11(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6201
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      52.872
_cell_measurement_theta_min      4.928
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.658
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  0.4684
_exptl_absorpt_correction_T_min  0.3827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1092 before and 0.0586 after correction.
The Ratio of minimum to maximum transmission is 0.8345.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.562
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.038
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14724
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.108
_diffrn_reflns_theta_min         4.776
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker VENTURE (PHOTON-III)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2883
_reflns_number_total             3471
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3471
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      1.056
_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)+(0.0630P)²+0.7265P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1208
_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:
 C2(H2), C6(H6), C8(H8), C9(H9), C13(H13), C14(H14), C16(H16), C17(H17),
 C20(H20), C21(H21), C23(H23), C24(H24)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C18(H18A,H18B,H18C)
;
_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
F1 F 0.17142(13) 0.64853(6) -0.29021(10) 0.0327(3) Uani 1 1 d . . . . .
O1 O 0.24686(14) 0.49464(7) 0.61070(12) 0.0270(3) Uani 1 1 d . . . . .
O2 O 0.22278(13) 0.50550(6) 0.40274(11) 0.0209(3) Uani 1 1 d . . . . .
O3 O 1.02416(14) 0.65409(7) 1.27897(11) 0.0263(3) Uani 1 1 d . . . . .
N1 N 0.67380(15) 0.65874(7) 0.66687(13) 0.0177(3) Uani 1 1 d . . . . .
C1 C 0.63205(18) 0.62080(8) 0.74738(15) 0.0167(3) Uani 1 1 d . . . . .
C2 C 0.50232(18) 0.57665(8) 0.69903(15) 0.0174(3) Uani 1 1 d . . . . .
H2 H 0.471829 0.551927 0.759189 0.021 Uiso 1 1 calc R U . . .
C3 C 0.42085(17) 0.56938(8) 0.56671(15) 0.0167(3) Uani 1 1 d . . . . .
C4 C 0.46503(17) 0.60813(8) 0.47572(15) 0.0160(3) Uani 1 1 d . . . . .
C5 C 0.59333(18) 0.65329(8) 0.53513(15) 0.0165(3) Uani 1 1 d . . . . .
C6 C 0.39471(18) 0.60701(8) 0.33623(15) 0.0173(3) Uani 1 1 d . . . . .
H6 H 0.310249 0.576955 0.294528 0.021 Uiso 1 1 calc R U . . .
C7 C 0.44651(18) 0.64862(8) 0.26019(15) 0.0174(3) Uani 1 1 d . . . . .
C8 C 0.57259(18) 0.69413(8) 0.32160(15) 0.0182(3) Uani 1 1 d . . . . .
H8 H 0.607443 0.723276 0.269247 0.022 Uiso 1 1 calc R U . . .
C9 C 0.64358(18) 0.69615(8) 0.45499(16) 0.0188(3) Uani 1 1 d . . . . .
H9 H 0.727756 0.726639 0.494747 0.023 Uiso 1 1 calc R U . . .
C10 C 0.28806(18) 0.51936(8) 0.53065(15) 0.0173(3) Uani 1 1 d . . . . .
C11 C 0.09056(18) 0.46075(9) 0.36103(16) 0.0225(3) Uani 1 1 d . . . . .
H11A H 0.048498 0.456103 0.265156 0.034 Uiso 1 1 calc R U . . .
H11B H 0.016876 0.483069 0.388689 0.034 Uiso 1 1 calc R U . . .
H11C H 0.116847 0.412808 0.401028 0.034 Uiso 1 1 calc R U . . .
C12 C 0.72949(18) 0.62647(8) 0.88903(15) 0.0180(3) Uani 1 1 d . . . . .
C13 C 0.87804(19) 0.64843(9) 0.92549(16) 0.0212(3) Uani 1 1 d . . . . .
H13 H 0.914151 0.657652 0.859150 0.025 Uiso 1 1 calc R U . . .
C14 C 0.97241(19) 0.65688(9) 1.05540(17) 0.0234(4) Uani 1 1 d . . . . .
H14 H 1.072500 0.671746 1.077829 0.028 Uiso 1 1 calc R U . . .
C15 C 0.92124(19) 0.64364(9) 1.15412(16) 0.0202(3) Uani 1 1 d . . . . .
C16 C 0.77408(18) 0.62185(8) 1.12106(15) 0.0194(3) Uani 1 1 d . . . . .
H16 H 0.738277 0.612970 1.187701 0.023 Uiso 1 1 calc R U . . .
C17 C 0.68028(18) 0.61329(8) 0.98896(16) 0.0190(3) Uani 1 1 d . . . . .
H17 H 0.580387 0.598103 0.966504 0.023 Uiso 1 1 calc R U . . .
C18 C 0.9734(2) 0.65464(10) 1.38235(16) 0.0270(4) Uani 1 1 d . . . . .
H18A H 0.899125 0.692935 1.366542 0.041 Uiso 1 1 calc R U . . .
H18B H 1.057770 0.663519 1.465999 0.041 Uiso 1 1 calc R U . . .
H18C H 0.928338 0.607846 1.385869 0.041 Uiso 1 1 calc R U . . .
C19 C 0.37239(17) 0.64786(8) 0.11472(15) 0.0169(3) Uani 1 1 d . . . . .
C20 C 0.32524(18) 0.58331(9) 0.04476(16) 0.0201(3) Uani 1 1 d . . . . .
H20 H 0.338917 0.539018 0.091342 0.024 Uiso 1 1 calc R U . . .
C21 C 0.25887(18) 0.58287(9) -0.09146(16) 0.0217(3) Uani 1 1 d . . . . .
H21 H 0.229021 0.538834 -0.138631 0.026 Uiso 1 1 calc R U . . .
C22 C 0.23734(19) 0.64819(10) -0.15666(16) 0.0229(4) Uani 1 1 d . . . . .
C23 C 0.27955(19) 0.71318(9) -0.09228(17) 0.0233(4) Uani 1 1 d . . . . .
H23 H 0.262335 0.757282 -0.139804 0.028 Uiso 1 1 calc R U . . .
C24 C 0.34795(18) 0.71262(9) 0.04395(16) 0.0200(3) Uani 1 1 d . . . . .
H24 H 0.378703 0.756940 0.089972 0.024 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
F1 C22 1.3608(19) . ?
O1 C10 1.202(2) . ?
O2 C10 1.3294(19) . ?
O2 C11 1.4483(19) . ?
O3 C15 1.364(2) . ?
O3 C18 1.420(2) . ?
N1 C1 1.322(2) . ?
N1 C5 1.361(2) . ?
C1 C2 1.423(2) . ?
C1 C12 1.483(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.371(2) . ?
C3 C4 1.438(2) . ?
C3 C10 1.514(2) . ?
C4 C5 1.432(2) . ?
C4 C6 1.422(2) . ?
C5 C9 1.418(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.379(2) . ?
C7 C8 1.424(2) . ?
C7 C19 1.484(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.363(2) . ?
C9 H9 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.405(2) . ?
C12 C17 1.395(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.377(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.395(2) . ?
C15 C16 1.396(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.395(2) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.400(2) . ?
C19 C24 1.401(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.388(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(2) . ?
C22 C23 1.376(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(2) . ?
C24 H24 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O2 C11 116.14(12) . . ?
C15 O3 C18 117.88(14) . . ?
C1 N1 C5 118.96(14) . . ?
N1 C1 C2 121.27(14) . . ?
N1 C1 C12 115.95(14) . . ?
C2 C1 C12 122.77(14) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.79(14) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 C4 119.60(14) . . ?
C2 C3 C10 114.56(14) . . ?
C4 C3 C10 125.84(14) . . ?
C5 C4 C3 114.91(14) . . ?
C6 C4 C3 127.34(14) . . ?
C6 C4 C5 117.75(14) . . ?
N1 C5 C4 124.37(14) . . ?
N1 C5 C9 115.82(14) . . ?
C9 C5 C4 119.81(14) . . ?
C4 C6 H6 119.3 . . ?
C7 C6 C4 121.42(15) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C8 119.79(15) . . ?
C6 C7 C19 121.39(14) . . ?
C8 C7 C19 118.81(14) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.43(14) . . ?
C9 C8 H8 119.8 . . ?
C5 C9 H9 119.6 . . ?
C8 C9 C5 120.79(15) . . ?
C8 C9 H9 119.6 . . ?
O1 C10 O2 123.74(15) . . ?
O1 C10 C3 122.82(15) . . ?
O2 C10 C3 113.44(13) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C1 118.76(14) . . ?
C17 C12 C1 123.42(15) . . ?
C17 C12 C13 117.79(15) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.37(15) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.09(16) . . ?
C15 C14 H14 120.0 . . ?
O3 C15 C14 114.96(15) . . ?
O3 C15 C16 125.12(15) . . ?
C14 C15 C16 119.92(15) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.18(14) . . ?
C17 C16 H16 120.4 . . ?
C12 C17 C16 121.65(15) . . ?
C12 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C7 121.48(14) . . ?
C20 C19 C24 118.36(15) . . ?
C24 C19 C7 120.16(14) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.15(15) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 120.9 . . ?
C22 C21 C20 118.23(15) . . ?
C22 C21 H21 120.9 . . ?
F1 C22 C21 118.81(15) . . ?
F1 C22 C23 118.39(15) . . ?
C23 C22 C21 122.80(15) . . ?
C22 C23 H23 120.9 . . ?
C22 C23 C24 118.27(15) . . ?
C24 C23 H23 120.9 . . ?
C19 C24 H24 119.4 . . ?
C23 C24 C19 121.17(15) . . ?
C23 C24 H24 119.4 . . ?

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
F1 C22 C23 C24 -179.46(15) . . . . ?
O3 C15 C16 C17 179.92(15) . . . . ?
N1 C1 C2 C3 3.3(2) . . . . ?
N1 C1 C12 C13 -21.8(2) . . . . ?
N1 C1 C12 C17 156.08(15) . . . . ?
N1 C5 C9 C8 179.06(14) . . . . ?
C1 N1 C5 C4 -0.6(2) . . . . ?
C1 N1 C5 C9 179.27(14) . . . . ?
C1 C2 C3 C4 -1.4(2) . . . . ?
C1 C2 C3 C10 178.71(13) . . . . ?
C1 C12 C13 C14 177.92(15) . . . . ?
C1 C12 C17 C16 -177.54(15) . . . . ?
C2 C1 C12 C13 157.25(15) . . . . ?
C2 C1 C12 C17 -24.8(2) . . . . ?
C2 C3 C4 C5 -1.2(2) . . . . ?
C2 C3 C4 C6 179.82(15) . . . . ?
C2 C3 C10 O1 8.3(2) . . . . ?
C2 C3 C10 O2 -171.45(13) . . . . ?
C3 C4 C5 N1 2.3(2) . . . . ?
C3 C4 C5 C9 -177.60(14) . . . . ?
C3 C4 C6 C7 178.13(15) . . . . ?
C4 C3 C10 O1 -171.55(16) . . . . ?
C4 C3 C10 O2 8.7(2) . . . . ?
C4 C5 C9 C8 -1.0(2) . . . . ?
C4 C6 C7 C8 -0.3(2) . . . . ?
C4 C6 C7 C19 -179.51(14) . . . . ?
C5 N1 C1 C2 -2.2(2) . . . . ?
C5 N1 C1 C12 176.89(13) . . . . ?
C5 C4 C6 C7 -0.9(2) . . . . ?
C6 C4 C5 N1 -178.57(14) . . . . ?
C6 C4 C5 C9 1.5(2) . . . . ?
C6 C7 C8 C9 0.8(2) . . . . ?
C6 C7 C19 C20 -43.3(2) . . . . ?
C6 C7 C19 C24 136.69(16) . . . . ?
C7 C8 C9 C5 -0.2(2) . . . . ?
C7 C19 C20 C21 -178.60(15) . . . . ?
C7 C19 C24 C23 179.63(15) . . . . ?
C8 C7 C19 C20 137.49(16) . . . . ?
C8 C7 C19 C24 -42.5(2) . . . . ?
C10 C3 C4 C5 178.68(14) . . . . ?
C10 C3 C4 C6 -0.4(2) . . . . ?
C11 O2 C10 O1 3.2(2) . . . . ?
C11 O2 C10 C3 -177.11(13) . . . . ?
C12 C1 C2 C3 -175.74(14) . . . . ?
C12 C13 C14 C15 -0.1(3) . . . . ?
C13 C12 C17 C16 0.4(2) . . . . ?
C13 C14 C15 O3 -179.69(15) . . . . ?
C13 C14 C15 C16 -0.1(3) . . . . ?
C14 C15 C16 C17 0.3(2) . . . . ?
C15 C16 C17 C12 -0.5(2) . . . . ?
C17 C12 C13 C14 -0.1(2) . . . . ?
C18 O3 C15 C14 168.65(15) . . . . ?
C18 O3 C15 C16 -11.0(2) . . . . ?
C19 C7 C8 C9 -179.92(14) . . . . ?
C19 C20 C21 C22 -1.4(2) . . . . ?
C20 C19 C24 C23 -0.4(2) . . . . ?
C20 C21 C22 F1 -179.55(15) . . . . ?
C20 C21 C22 C23 0.3(3) . . . . ?
C21 C22 C23 C24 0.7(3) . . . . ?
C22 C23 C24 C19 -0.6(2) . . . . ?
C24 C19 C20 C21 1.4(2) . . . . ?

_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_sq5
_database_code_depnum_ccdc_archive 'CCDC 2095117'
loop_
_audit_author_name
_audit_author_address
'Nattamai S. P. Bhuvanesh'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2021-07-07 deposited with the CCDC.	2022-06-14 downloaded from the CCDC.
;
_audit_creation_date             2021-06-28
_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         'C30 H23 N O3'
_chemical_formula_sum            'C30 H23 N O3'
_chemical_formula_weight         445.49
_chemical_absolute_configuration ad
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   13.8744(5)
_cell_length_b                   17.3267(6)
_cell_length_c                   27.3337(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6571.0(4)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    9856
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      69.996
_cell_measurement_theta_min      3.574
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.844
_exptl_absorpt_coefficient_mu    0.693
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.6478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1067 before and 0.0541 after correction.
The Ratio of minimum to maximum transmission is 0.8599.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2808
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.081
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            116183
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.050
_diffrn_reflns_theta_min         3.020
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker VENTURE (PHOTON-III)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.819
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                11939
_reflns_number_total             12432
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XM  (Sheldrick, 2008)'
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Flack x determined using 5265 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     925
_refine_ls_number_reflns         12432
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0289
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0454P)²+0.8750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0766
_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:
 C2(H2), C6(H6), C8(H8), C9(H9), C13(H13), C14(H14), C16(H16), C17(H17),
 C20(H20), C21(H21), C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29),
  C30(H30), C2B(H2B), C6B(H6B), C8B(H8B), C9B(H9B), C13B(H13B), C14B(H14B),
 C16B(H16B), C17B(H17B), C20B(H20B), C21B(H21B), C23B(H23B), C24B(H24B),
 C26B(H26B), C27B(H27B), C28B(H28B), C29B(H29B), C30B(H30B), C2C(H2C), C6C(H6C),
  C8C(H8C), C9C(H9C), C13C(H13C), C14C(H14C), C16C(H16C), C17C(H17C),
 C20C(H20C), C21C(H21C), C23C(H23C), C24C(H24C), C26C(H26C), C27C(H27C),
 C28C(H28C), C29C(H29C), C30C(H30C)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C18(H18A,H18B,H18C), C11B(H11D,H11E,H11F), C18B(H18D,
 H18E,H18F), C11C(H11G,H11H,H11I), C18C(H18G,H18H,H18I)
;
_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
O1 O 0.74439(12) 0.57855(9) 0.54899(5) 0.0361(3) Uani 1 1 d . . . . .
O2 O 0.64901(10) 0.56629(8) 0.48337(5) 0.0282(3) Uani 1 1 d . . . . .
O3 O 0.89731(10) 0.39968(8) 0.20565(5) 0.0268(3) Uani 1 1 d . . . . .
N1 N 0.90579(11) 0.38451(9) 0.43484(6) 0.0234(3) Uani 1 1 d . . . . .
C1 C 0.85525(13) 0.43618(10) 0.40999(7) 0.0218(4) Uani 1 1 d . . . . .
C2 C 0.79602(14) 0.49156(11) 0.43405(7) 0.0234(4) Uani 1 1 d . . . . .
H2 H 0.760484 0.528085 0.415430 0.028 Uiso 1 1 calc R U . . .
C3 C 0.79035(13) 0.49209(11) 0.48416(7) 0.0226(4) Uani 1 1 d . . . . .
C4 C 0.84300(13) 0.43646(10) 0.51208(7) 0.0216(4) Uani 1 1 d . . . . .
C5 C 0.90068(13) 0.38390(11) 0.48448(7) 0.0220(4) Uani 1 1 d . . . . .
C6 C 0.83929(13) 0.42810(11) 0.56347(7) 0.0230(4) Uani 1 1 d . . . . .
H6 H 0.799870 0.462041 0.582037 0.028 Uiso 1 1 calc R U . . .
C7 C 0.89159(13) 0.37180(11) 0.58729(7) 0.0230(4) Uani 1 1 d . . . . .
C8 C 0.95127(14) 0.32165(11) 0.55946(7) 0.0242(4) Uani 1 1 d . . . . .
H8 H 0.989212 0.283898 0.575722 0.029 Uiso 1 1 calc R U . . .
C9 C 0.95481(14) 0.32703(11) 0.50958(7) 0.0252(4) Uani 1 1 d . . . . .
H9 H 0.994021 0.292220 0.491552 0.030 Uiso 1 1 calc R U . . .
C10 C 0.72716(14) 0.55003(11) 0.50957(7) 0.0239(4) Uani 1 1 d . . . . .
C11 C 0.58017(17) 0.61689(14) 0.50721(8) 0.0359(5) Uani 1 1 d . . . . .
H11A H 0.556368 0.592250 0.537135 0.054 Uiso 1 1 calc R U . . .
H11B H 0.526005 0.626799 0.485070 0.054 Uiso 1 1 calc R U . . .
H11C H 0.611636 0.665802 0.515523 0.054 Uiso 1 1 calc R U . . .
C12 C 0.86377(13) 0.43146(10) 0.35593(7) 0.0215(4) Uani 1 1 d . . . . .
C13 C 0.93636(13) 0.38472(11) 0.33582(7) 0.0221(4) Uani 1 1 d . . . . .
H13 H 0.979254 0.358245 0.357092 0.026 Uiso 1 1 calc R U . . .
C14 C 0.94684(14) 0.37635(10) 0.28604(7) 0.0233(4) Uani 1 1 d . . . . .
H14 H 0.997265 0.345208 0.273264 0.028 Uiso 1 1 calc R U . . .
C15 C 0.88309(14) 0.41380(11) 0.25430(7) 0.0224(4) Uani 1 1 d . . . . .
C16 C 0.81124(14) 0.46084(11) 0.27329(7) 0.0253(4) Uani 1 1 d . . . . .
H16 H 0.768093 0.486847 0.251926 0.030 Uiso 1 1 calc R U . . .
C17 C 0.80251(14) 0.46985(11) 0.32389(7) 0.0246(4) Uani 1 1 d . . . . .
H17 H 0.753850 0.502793 0.336614 0.030 Uiso 1 1 calc R U . . .
C18 C 0.82912(16) 0.43084(12) 0.17190(7) 0.0307(4) Uani 1 1 d . . . . .
H18A H 0.764528 0.411819 0.179972 0.046 Uiso 1 1 calc R U . . .
H18B H 0.846093 0.414785 0.138617 0.046 Uiso 1 1 calc R U . . .
H18C H 0.829922 0.487304 0.173934 0.046 Uiso 1 1 calc R U . . .
C19 C 0.88543(14) 0.36290(10) 0.64115(7) 0.0223(4) Uani 1 1 d . . . . .
C20 C 0.79926(14) 0.37735(11) 0.66619(7) 0.0231(4) Uani 1 1 d . . . . .
H20 H 0.744411 0.394709 0.648533 0.028 Uiso 1 1 calc R U . . .
C21 C 0.79274(14) 0.36673(11) 0.71641(7) 0.0230(4) Uani 1 1 d . . . . .
H21 H 0.733302 0.376987 0.732390 0.028 Uiso 1 1 calc R U . . .
C22 C 0.87148(13) 0.34127(10) 0.74419(7) 0.0225(4) Uani 1 1 d . . . . .
C23 C 0.95757(14) 0.32812(11) 0.71903(7) 0.0258(4) Uani 1 1 d . . . . .
H23 H 1.012905 0.311942 0.736750 0.031 Uiso 1 1 calc R U . . .
C24 C 0.96420(13) 0.33813(11) 0.66874(7) 0.0256(4) Uani 1 1 d . . . . .
H24 H 1.023655 0.327889 0.652765 0.031 Uiso 1 1 calc R U . . .
C25 C 0.86242(14) 0.32624(10) 0.79747(7) 0.0238(4) Uani 1 1 d . . . . .
C26 C 0.77222(14) 0.31507(11) 0.81909(7) 0.0270(4) Uani 1 1 d . . . . .
H26 H 0.715968 0.317428 0.799327 0.032 Uiso 1 1 calc R U . . .
C27 C 0.76308(15) 0.30061(12) 0.86875(7) 0.0292(4) Uani 1 1 d . . . . .
H27 H 0.700936 0.294066 0.882743 0.035 Uiso 1 1 calc R U . . .
C28 C 0.84473(17) 0.29567(13) 0.89816(8) 0.0319(4) Uani 1 1 d . . . . .
H28 H 0.838769 0.284877 0.932097 0.038 Uiso 1 1 calc R U . . .
C29 C 0.93545(16) 0.30672(13) 0.87726(8) 0.0319(4) Uani 1 1 d . . . . .
H29 H 0.991570 0.303954 0.897103 0.038 Uiso 1 1 calc R U . . .
C30 C 0.94387(15) 0.32168(12) 0.82780(8) 0.0287(4) Uani 1 1 d . . . . .
H30 H 1.006062 0.329042 0.814024 0.034 Uiso 1 1 calc R U . . .
O1B O 0.08786(12) 0.54519(9) 0.67021(5) 0.0374(4) Uani 1 1 d . . . . .
O2B O 0.01515(10) 0.54597(8) 0.59730(5) 0.0286(3) Uani 1 1 d . . . . .
O3B O 0.25067(10) 0.38675(8) 0.32999(5) 0.0250(3) Uani 1 1 d . . . . .
N1B N 0.25890(11) 0.34529(9) 0.56244(6) 0.0222(3) Uani 1 1 d . . . . .
C1B C 0.20663(13) 0.39329(11) 0.53575(7) 0.0219(4) Uani 1 1 d . . . . .
C2B C 0.14719(13) 0.45061(11) 0.55762(7) 0.0228(4) Uani 1 1 d . . . . .
H2B H 0.110254 0.483999 0.537404 0.027 Uiso 1 1 calc R U . . .
C3B C 0.14251(13) 0.45827(11) 0.60743(7) 0.0218(4) Uani 1 1 d . . . . .
C4B C 0.19694(13) 0.40612(10) 0.63754(7) 0.0207(4) Uani 1 1 d . . . . .
C5B C 0.25394(13) 0.35038(11) 0.61215(7) 0.0210(3) Uani 1 1 d . . . . .
C6B C 0.19348(13) 0.40422(11) 0.68903(7) 0.0216(4) Uani 1 1 d . . . . .
H6B H 0.155535 0.441374 0.705833 0.026 Uiso 1 1 calc R U . . .
C7B C 0.24376(13) 0.34981(11) 0.71576(7) 0.0223(4) Uani 1 1 d . . . . .
C8B C 0.30196(13) 0.29579(11) 0.69005(7) 0.0232(4) Uani 1 1 d . . . . .
H8B H 0.337917 0.258626 0.707941 0.028 Uiso 1 1 calc R U . . .
C9B C 0.30721(13) 0.29626(11) 0.64014(7) 0.0236(4) Uani 1 1 d . . . . .
H9B H 0.347152 0.259785 0.623944 0.028 Uiso 1 1 calc R U . . .
C10B C 0.08080(14) 0.52010(11) 0.62939(7) 0.0234(4) Uani 1 1 d . . . . .
C11B C -0.05149(16) 0.60222(13) 0.61676(8) 0.0343(5) Uani 1 1 d . . . . .
H11D H -0.086293 0.579818 0.644535 0.051 Uiso 1 1 calc R U . . .
H11E H -0.097572 0.617104 0.591276 0.051 Uiso 1 1 calc R U . . .
H11F H -0.015796 0.647901 0.627659 0.051 Uiso 1 1 calc R U . . .
C12B C 0.21479(13) 0.38740(10) 0.48164(7) 0.0209(4) Uani 1 1 d . . . . .
C13B C 0.28984(14) 0.34525(11) 0.46081(7) 0.0232(4) Uani 1 1 d . . . . .
H13B H 0.332531 0.317563 0.481559 0.028 Uiso 1 1 calc R U . . .
C14B C 0.30393(14) 0.34262(11) 0.41044(7) 0.0236(4) Uani 1 1 d . . . . .
H14B H 0.355562 0.313406 0.397091 0.028 Uiso 1 1 calc R U . . .
C15B C 0.24185(14) 0.38308(11) 0.37974(6) 0.0213(3) Uani 1 1 d . . . . .
C16B C 0.16429(14) 0.42307(11) 0.39978(7) 0.0229(4) Uani 1 1 d . . . . .
H16B H 0.120247 0.449150 0.378928 0.028 Uiso 1 1 calc R U . . .
C17B C 0.15113(13) 0.42497(11) 0.44982(7) 0.0236(4) Uani 1 1 d . . . . .
H17B H 0.097748 0.452352 0.462952 0.028 Uiso 1 1 calc R U . . .
C18B C 0.33070(15) 0.34671(13) 0.30876(7) 0.0295(4) Uani 1 1 d . . . . .
H18D H 0.390599 0.364210 0.324188 0.044 Uiso 1 1 calc R U . . .
H18E H 0.333214 0.357430 0.273582 0.044 Uiso 1 1 calc R U . . .
H18F H 0.323050 0.291091 0.313991 0.044 Uiso 1 1 calc R U . . .
C19B C 0.23577(13) 0.34880(11) 0.77002(7) 0.0220(4) Uani 1 1 d . . . . .
C20B C 0.20999(14) 0.41481(11) 0.79638(7) 0.0252(4) Uani 1 1 d . . . . .
H20B H 0.200099 0.461893 0.779289 0.030 Uiso 1 1 calc R U . . .
C21B C 0.19849(15) 0.41349(11) 0.84660(7) 0.0254(4) Uani 1 1 d . . . . .
H21B H 0.179689 0.459348 0.863092 0.031 Uiso 1 1 calc R U . . .
C22B C 0.21398(13) 0.34584(11) 0.87376(7) 0.0219(4) Uani 1 1 d . . . . .
C23B C 0.24204(14) 0.28039(11) 0.84767(7) 0.0257(4) Uani 1 1 d . . . . .
H23B H 0.254395 0.233807 0.864897 0.031 Uiso 1 1 calc R U . . .
C24B C 0.25237(14) 0.28162(11) 0.79711(7) 0.0252(4) Uani 1 1 d . . . . .
H24B H 0.271129 0.235798 0.780569 0.030 Uiso 1 1 calc R U . . .
C25B C 0.20134(13) 0.34461(12) 0.92807(7) 0.0237(4) Uani 1 1 d . . . . .
C26B C 0.19359(15) 0.27476(12) 0.95367(7) 0.0285(4) Uani 1 1 d . . . . .
H26B H 0.197121 0.227524 0.936108 0.034 Uiso 1 1 calc R U . . .
C27B C 0.18092(15) 0.27291(12) 1.00391(7) 0.0309(4) Uani 1 1 d . . . . .
H27B H 0.175841 0.224726 1.020296 0.037 Uiso 1 1 calc R U . . .
C28B C 0.17556(14) 0.34145(13) 1.03061(7) 0.0294(4) Uani 1 1 d . . . . .
H28B H 0.166498 0.340461 1.065050 0.035 Uiso 1 1 calc R U . . .
C29B C 0.18375(14) 0.41133(12) 1.00575(7) 0.0266(4) Uani 1 1 d . . . . .
H29B H 0.180627 0.458465 1.023439 0.032 Uiso 1 1 calc R U . . .
C30B C 0.19641(14) 0.41275(12) 0.95550(7) 0.0258(4) Uani 1 1 d . . . . .
H30B H 0.201876 0.461038 0.939269 0.031 Uiso 1 1 calc R U . . .
O1C O 0.41777(16) 0.54766(10) 0.63215(5) 0.0495(5) Uani 1 1 d . . . . .
O2C O 0.36752(11) 0.56046(8) 0.70906(5) 0.0312(3) Uani 1 1 d . . . . .
O3C O 0.47044(11) 0.29137(8) 0.96049(5) 0.0277(3) Uani 1 1 d . . . . .
N1C N 0.54355(11) 0.31556(9) 0.73125(6) 0.0204(3) Uani 1 1 d . . . . .
C1C C 0.50097(13) 0.36674(10) 0.75991(6) 0.0199(4) Uani 1 1 d . . . . .
C2C C 0.45907(13) 0.43583(10) 0.74132(7) 0.0212(4) Uani 1 1 d . . . . .
H2C H 0.427538 0.470438 0.763017 0.025 Uiso 1 1 calc R U . . .
C3C C 0.46386(13) 0.45279(11) 0.69242(7) 0.0216(4) Uani 1 1 d . . . . .
C4C C 0.51184(13) 0.39965(10) 0.66036(7) 0.0198(4) Uani 1 1 d . . . . .
C5C C 0.54861(13) 0.33097(10) 0.68225(6) 0.0198(3) Uani 1 1 d . . . . .
C6C C 0.52319(13) 0.40980(11) 0.60929(7) 0.0221(4) Uani 1 1 d . . . . .
H6C H 0.501736 0.456475 0.594662 0.027 Uiso 1 1 calc R U . . .
C7C C 0.56453(13) 0.35385(11) 0.58018(7) 0.0207(4) Uani 1 1 d . . . . .
C8C C 0.59896(13) 0.28495(11) 0.60236(7) 0.0219(4) Uani 1 1 d . . . . .
H8C H 0.626794 0.245699 0.582632 0.026 Uiso 1 1 calc R U . . .
C9C C 0.59237(13) 0.27466(11) 0.65191(7) 0.0211(4) Uani 1 1 d . . . . .
H9C H 0.617596 0.228951 0.666215 0.025 Uiso 1 1 calc R U . . .
C10C C 0.41502(14) 0.52449(11) 0.67342(7) 0.0243(4) Uani 1 1 d . . . . .
C11C C 0.31680(16) 0.63009(12) 0.69531(8) 0.0327(5) Uani 1 1 d . . . . .
H11G H 0.309384 0.663354 0.724066 0.049 Uiso 1 1 calc R U . . .
H11H H 0.253066 0.616604 0.682443 0.049 Uiso 1 1 calc R U . . .
H11I H 0.353596 0.657500 0.670117 0.049 Uiso 1 1 calc R U . . .
C12C C 0.49489(13) 0.34890(11) 0.81292(6) 0.0202(3) Uani 1 1 d . . . . .
C13C C 0.49570(14) 0.27229(11) 0.82945(7) 0.0232(4) Uani 1 1 d . . . . .
H13C H 0.501743 0.231531 0.806402 0.028 Uiso 1 1 calc R U . . .
C14C C 0.48790(14) 0.25503(11) 0.87847(7) 0.0241(4) Uani 1 1 d . . . . .
H14C H 0.488537 0.202749 0.888944 0.029 Uiso 1 1 calc R U . . .
C15C C 0.47906(13) 0.31426(11) 0.91277(7) 0.0222(4) Uani 1 1 d . . . . .
C16C C 0.47961(14) 0.39067(11) 0.89742(7) 0.0245(4) Uani 1 1 d . . . . .
H16C H 0.475061 0.431352 0.920611 0.029 Uiso 1 1 calc R U . . .
C17C C 0.48689(14) 0.40699(11) 0.84779(7) 0.0229(4) Uani 1 1 d . . . . .
H17C H 0.486385 0.459298 0.837376 0.027 Uiso 1 1 calc R U . . .
C18C C 0.45739(17) 0.35001(13) 0.99653(7) 0.0318(4) Uani 1 1 d . . . . .
H18G H 0.449757 0.326062 1.028784 0.048 Uiso 1 1 calc R U . . .
H18H H 0.399657 0.380182 0.988731 0.048 Uiso 1 1 calc R U . . .
H18I H 0.513785 0.384058 0.996846 0.048 Uiso 1 1 calc R U . . .
C19C C 0.57054(13) 0.36545(10) 0.52632(7) 0.0210(4) Uani 1 1 d . . . . .
C20C C 0.50480(14) 0.41379(11) 0.50259(7) 0.0243(4) Uani 1 1 d . . . . .
H20C H 0.456378 0.439120 0.521197 0.029 Uiso 1 1 calc R U . . .
C21C C 0.50881(14) 0.42545(11) 0.45278(7) 0.0245(4) Uani 1 1 d . . . . .
H21C H 0.463984 0.459602 0.437883 0.029 Uiso 1 1 calc R U . . .
C22C C 0.57726(13) 0.38822(11) 0.42365(7) 0.0213(4) Uani 1 1 d . . . . .
C23C C 0.64288(13) 0.33928(11) 0.44713(7) 0.0215(4) Uani 1 1 d . . . . .
H23C H 0.690238 0.313050 0.428329 0.026 Uiso 1 1 calc R U . . .
C24C C 0.63992(13) 0.32843(10) 0.49738(7) 0.0216(4) Uani 1 1 d . . . . .
H24C H 0.685727 0.295326 0.512438 0.026 Uiso 1 1 calc R U . . .
C25C C 0.57664(13) 0.39948(11) 0.36966(7) 0.0222(4) Uani 1 1 d . . . . .
C26C C 0.54475(15) 0.46895(12) 0.34892(7) 0.0267(4) Uani 1 1 d . . . . .
H26C H 0.527251 0.510718 0.369611 0.032 Uiso 1 1 calc R U . . .
C27C C 0.53846(15) 0.47741(12) 0.29864(8) 0.0304(4) Uani 1 1 d . . . . .
H27C H 0.516131 0.524670 0.285140 0.037 Uiso 1 1 calc R U . . .
C28C C 0.56459(15) 0.41727(14) 0.26787(7) 0.0313(4) Uani 1 1 d . . . . .
H28C H 0.558757 0.422741 0.233415 0.038 Uiso 1 1 calc R U . . .
C29C C 0.59921(15) 0.34926(13) 0.28775(7) 0.0299(4) Uani 1 1 d . . . . .
H29C H 0.619192 0.308549 0.266795 0.036 Uiso 1 1 calc R U . . .
C30C C 0.60495(14) 0.34012(12) 0.33820(7) 0.0255(4) Uani 1 1 d . . . . .
H30C H 0.628375 0.293004 0.351420 0.031 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.209(2) . ?
O2 C10 1.330(2) . ?
O2 C11 1.451(2) . ?
O3 C15 1.366(2) . ?
O3 C18 1.427(2) . ?
N1 C1 1.325(2) . ?
N1 C5 1.359(2) . ?
C1 C2 1.424(3) . ?
C1 C12 1.484(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.372(3) . ?
C3 C4 1.430(3) . ?
C3 C10 1.503(2) . ?
C4 C5 1.428(3) . ?
C4 C6 1.413(3) . ?
C5 C9 1.416(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.379(3) . ?
C7 C8 1.421(3) . ?
C7 C19 1.483(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.368(3) . ?
C9 H9 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.405(3) . ?
C12 C17 1.390(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.376(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.399(3) . ?
C15 C16 1.388(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.397(3) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.400(3) . ?
C19 C24 1.396(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.388(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.402(3) . ?
C22 C23 1.397(3) . ?
C22 C25 1.485(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.397(3) . ?
C25 C30 1.404(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.386(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.392(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.395(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.382(3) . ?
C30 H30 0.9500 . ?
O1B C10B 1.201(2) . ?
O2B C10B 1.342(2) . ?
O2B C11B 1.445(2) . ?
O3B C15B 1.367(2) . ?
O3B C18B 1.432(2) . ?
N1B C1B 1.323(2) . ?
N1B C5B 1.363(2) . ?
C1B C2B 1.423(3) . ?
C1B C12B 1.487(2) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.370(2) . ?
C3B C4B 1.437(3) . ?
C3B C10B 1.497(3) . ?
C4B C5B 1.428(3) . ?
C4B C6B 1.409(2) . ?
C5B C9B 1.418(3) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.382(3) . ?
C7B C8B 1.422(3) . ?
C7B C19B 1.487(2) . ?
C8B H8B 0.9500 . ?
C8B C9B 1.366(3) . ?
C9B H9B 0.9500 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12B C13B 1.393(3) . ?
C12B C17B 1.400(3) . ?
C13B H13B 0.9500 . ?
C13B C14B 1.391(2) . ?
C14B H14B 0.9500 . ?
C14B C15B 1.392(3) . ?
C15B C16B 1.392(3) . ?
C16B H16B 0.9500 . ?
C16B C17B 1.380(3) . ?
C17B H17B 0.9500 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C19B C20B 1.398(3) . ?
C19B C24B 1.399(3) . ?
C20B H20B 0.9500 . ?
C20B C21B 1.382(3) . ?
C21B H21B 0.9500 . ?
C21B C22B 1.404(3) . ?
C22B C23B 1.395(3) . ?
C22B C25B 1.495(2) . ?
C23B H23B 0.9500 . ?
C23B C24B 1.390(3) . ?
C24B H24B 0.9500 . ?
C25B C26B 1.402(3) . ?
C25B C30B 1.400(3) . ?
C26B H26B 0.9500 . ?
C26B C27B 1.385(3) . ?
C27B H27B 0.9500 . ?
C27B C28B 1.396(3) . ?
C28B H28B 0.9500 . ?
C28B C29B 1.393(3) . ?
C29B H29B 0.9500 . ?
C29B C30B 1.385(3) . ?
C30B H30B 0.9500 . ?
O1C C10C 1.198(2) . ?
O2C C10C 1.331(2) . ?
O2C C11C 1.446(2) . ?
O3C C15C 1.369(2) . ?
O3C C18C 1.427(2) . ?
N1C C1C 1.323(2) . ?
N1C C5C 1.367(2) . ?
C1C C2C 1.424(3) . ?
C1C C12C 1.484(2) . ?
C2C H2C 0.9500 . ?
C2C C3C 1.370(2) . ?
C3C C4C 1.435(3) . ?
C3C C10C 1.507(3) . ?
C4C C5C 1.426(2) . ?
C4C C6C 1.416(2) . ?
C5C C9C 1.417(3) . ?
C6C H6C 0.9500 . ?
C6C C7C 1.379(3) . ?
C7C C8C 1.422(3) . ?
C7C C19C 1.488(2) . ?
C8C H8C 0.9500 . ?
C8C C9C 1.369(2) . ?
C9C H9C 0.9500 . ?
C11C H11G 0.9800 . ?
C11C H11H 0.9800 . ?
C11C H11I 0.9800 . ?
C12C C13C 1.402(3) . ?
C12C C17C 1.391(3) . ?
C13C H13C 0.9500 . ?
C13C C14C 1.377(3) . ?
C14C H14C 0.9500 . ?
C14C C15C 1.396(3) . ?
C15C C16C 1.389(3) . ?
C16C H16C 0.9500 . ?
C16C C17C 1.390(3) . ?
C17C H17C 0.9500 . ?
C18C H18G 0.9800 . ?
C18C H18H 0.9800 . ?
C18C H18I 0.9800 . ?
C19C C20C 1.398(3) . ?
C19C C24C 1.401(3) . ?
C20C H20C 0.9500 . ?
C20C C21C 1.378(3) . ?
C21C H21C 0.9500 . ?
C21C C22C 1.397(3) . ?
C22C C23C 1.400(3) . ?
C22C C25C 1.489(2) . ?
C23C H23C 0.9500 . ?
C23C C24C 1.387(2) . ?
C24C H24C 0.9500 . ?
C25C C26C 1.402(3) . ?
C25C C30C 1.397(3) . ?
C26C H26C 0.9500 . ?
C26C C27C 1.385(3) . ?
C27C H27C 0.9500 . ?
C27C C28C 1.387(3) . ?
C28C H28C 0.9500 . ?
C28C C29C 1.384(3) . ?
C29C H29C 0.9500 . ?
C29C C30C 1.390(3) . ?
C30C H30C 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O2 C11 115.03(16) . . ?
C15 O3 C18 117.75(16) . . ?
C1 N1 C5 119.32(16) . . ?
N1 C1 C2 121.59(17) . . ?
N1 C1 C12 115.53(16) . . ?
C2 C1 C12 122.87(17) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 119.91(17) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 119.93(17) . . ?
C2 C3 C10 119.95(17) . . ?
C4 C3 C10 120.10(16) . . ?
C5 C4 C3 115.74(16) . . ?
C6 C4 C3 125.51(17) . . ?
C6 C4 C5 118.71(17) . . ?
N1 C5 C4 123.50(17) . . ?
N1 C5 C9 117.48(17) . . ?
C9 C5 C4 119.02(17) . . ?
C4 C6 H6 119.2 . . ?
C7 C6 C4 121.51(17) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C8 119.10(18) . . ?
C6 C7 C19 120.80(17) . . ?
C8 C7 C19 120.10(17) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.86(18) . . ?
C9 C8 H8 119.6 . . ?
C5 C9 H9 119.6 . . ?
C8 C9 C5 120.75(17) . . ?
C8 C9 H9 119.6 . . ?
O1 C10 O2 123.67(18) . . ?
O1 C10 C3 124.71(18) . . ?
O2 C10 C3 111.61(16) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C1 118.58(17) . . ?
C17 C12 C1 123.52(17) . . ?
C17 C12 C13 117.89(17) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.57(17) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.84(17) . . ?
C15 C14 H14 120.1 . . ?
O3 C15 C14 115.42(17) . . ?
O3 C15 C16 124.94(17) . . ?
C16 C15 C14 119.64(17) . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.87(17) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 C16 121.15(18) . . ?
C12 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C7 121.06(17) . . ?
C24 C19 C7 121.56(17) . . ?
C24 C19 C20 117.36(17) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.02(17) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 119.1 . . ?
C20 C21 C22 121.78(17) . . ?
C22 C21 H21 119.1 . . ?
C21 C22 C25 121.37(17) . . ?
C23 C22 C21 116.82(17) . . ?
C23 C22 C25 121.77(17) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 C22 121.57(18) . . ?
C24 C23 H23 119.2 . . ?
C19 C24 H24 119.3 . . ?
C23 C24 C19 121.43(17) . . ?
C23 C24 H24 119.3 . . ?
C26 C25 C22 120.98(18) . . ?
C26 C25 C30 117.61(18) . . ?
C30 C25 C22 121.40(18) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 C25 121.40(19) . . ?
C27 C26 H26 119.3 . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.15(19) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 120.3 . . ?
C27 C28 C29 119.31(19) . . ?
C29 C28 H28 120.3 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.16(19) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 119.3 . . ?
C29 C30 C25 121.36(19) . . ?
C29 C30 H30 119.3 . . ?
C10B O2B C11B 114.78(15) . . ?
C15B O3B C18B 116.74(15) . . ?
C1B N1B C5B 118.77(16) . . ?
N1B C1B C2B 121.68(17) . . ?
N1B C1B C12B 117.62(17) . . ?
C2B C1B C12B 120.66(16) . . ?
C1B C2B H2B 119.6 . . ?
C3B C2B C1B 120.85(17) . . ?
C3B C2B H2B 119.6 . . ?
C2B C3B C4B 118.92(17) . . ?
C2B C3B C10B 119.67(16) . . ?
C4B C3B C10B 121.41(16) . . ?
C5B C4B C3B 115.98(16) . . ?
C6B C4B C3B 124.68(17) . . ?
C6B C4B C5B 119.25(16) . . ?
N1B C5B C4B 123.78(16) . . ?
N1B C5B C9B 117.94(16) . . ?
C9B C5B C4B 118.27(16) . . ?
C4B C6B H6B 119.1 . . ?
C7B C6B C4B 121.81(17) . . ?
C7B C6B H6B 119.1 . . ?
C6B C7B C8B 118.32(17) . . ?
C6B C7B C19B 119.85(17) . . ?
C8B C7B C19B 121.82(17) . . ?
C7B C8B H8B 119.3 . . ?
C9B C8B C7B 121.32(17) . . ?
C9B C8B H8B 119.3 . . ?
C5B C9B H9B 119.5 . . ?
C8B C9B C5B 120.99(17) . . ?
C8B C9B H9B 119.5 . . ?
O1B C10B O2B 122.80(18) . . ?
O1B C10B C3B 125.78(17) . . ?
O2B C10B C3B 111.42(15) . . ?
O2B C11B H11D 109.5 . . ?
O2B C11B H11E 109.5 . . ?
O2B C11B H11F 109.5 . . ?
H11D C11B H11E 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C13B C12B C1B 119.95(17) . . ?
C13B C12B C17B 117.47(17) . . ?
C17B C12B C1B 122.54(17) . . ?
C12B C13B H13B 119.1 . . ?
C14B C13B C12B 121.76(17) . . ?
C14B C13B H13B 119.1 . . ?
C13B C14B H14B 120.2 . . ?
C13B C14B C15B 119.55(17) . . ?
C15B C14B H14B 120.2 . . ?
O3B C15B C14B 124.60(17) . . ?
O3B C15B C16B 115.94(16) . . ?
C14B C15B C16B 119.45(17) . . ?
C15B C16B H16B 119.9 . . ?
C17B C16B C15B 120.27(17) . . ?
C17B C16B H16B 119.9 . . ?
C12B C17B H17B 119.3 . . ?
C16B C17B C12B 121.40(17) . . ?
C16B C17B H17B 119.3 . . ?
O3B C18B H18D 109.5 . . ?
O3B C18B H18E 109.5 . . ?
O3B C18B H18F 109.5 . . ?
H18D C18B H18E 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C20B C19B C7B 121.55(17) . . ?
C20B C19B C24B 116.75(17) . . ?
C24B C19B C7B 121.70(17) . . ?
C19B C20B H20B 119.1 . . ?
C21B C20B C19B 121.86(17) . . ?
C21B C20B H20B 119.1 . . ?
C20B C21B H21B 119.3 . . ?
C20B C21B C22B 121.42(18) . . ?
C22B C21B H21B 119.3 . . ?
C21B C22B C25B 121.27(17) . . ?
C23B C22B C21B 116.81(17) . . ?
C23B C22B C25B 121.92(17) . . ?
C22B C23B H23B 119.2 . . ?
C24B C23B C22B 121.65(17) . . ?
C24B C23B H23B 119.2 . . ?
C19B C24B H24B 119.3 . . ?
C23B C24B C19B 121.49(18) . . ?
C23B C24B H24B 119.3 . . ?
C26B C25B C22B 121.12(18) . . ?
C30B C25B C22B 121.68(17) . . ?
C30B C25B C26B 117.20(17) . . ?
C25B C26B H26B 119.2 . . ?
C27B C26B C25B 121.63(19) . . ?
C27B C26B H26B 119.2 . . ?
C26B C27B H27B 119.8 . . ?
C26B C27B C28B 120.36(19) . . ?
C28B C27B H27B 119.8 . . ?
C27B C28B H28B 120.6 . . ?
C29B C28B C27B 118.70(18) . . ?
C29B C28B H28B 120.6 . . ?
C28B C29B H29B 119.7 . . ?
C30B C29B C28B 120.62(19) . . ?
C30B C29B H29B 119.7 . . ?
C25B C30B H30B 119.3 . . ?
C29B C30B C25B 121.48(18) . . ?
C29B C30B H30B 119.3 . . ?
C10C O2C C11C 116.19(15) . . ?
C15C O3C C18C 117.57(15) . . ?
C1C N1C C5C 118.18(15) . . ?
N1C C1C C2C 122.31(16) . . ?
N1C C1C C12C 117.65(16) . . ?
C2C C1C C12C 120.01(16) . . ?
C1C C2C H2C 119.7 . . ?
C3C C2C C1C 120.55(17) . . ?
C3C C2C H2C 119.7 . . ?
C2C C3C C4C 118.73(17) . . ?
C2C C3C C10C 119.42(17) . . ?
C4C C3C C10C 121.80(16) . . ?
C5C C4C C3C 116.44(16) . . ?
C6C C4C C3C 125.03(17) . . ?
C6C C4C C5C 118.52(16) . . ?
N1C C5C C4C 123.73(16) . . ?
N1C C5C C9C 117.43(16) . . ?
C9C C5C C4C 118.84(16) . . ?
C4C C6C H6C 119.1 . . ?
C7C C6C C4C 121.85(17) . . ?
C7C C6C H6C 119.1 . . ?
C6C C7C C8C 118.95(16) . . ?
C6C C7C C19C 119.94(16) . . ?
C8C C7C C19C 121.10(16) . . ?
C7C C8C H8C 119.7 . . ?
C9C C8C C7C 120.59(17) . . ?
C9C C8C H8C 119.7 . . ?
C5C C9C H9C 119.4 . . ?
C8C C9C C5C 121.18(17) . . ?
C8C C9C H9C 119.4 . . ?
O1C C10C O2C 123.23(18) . . ?
O1C C10C C3C 125.90(18) . . ?
O2C C10C C3C 110.87(16) . . ?
O2C C11C H11G 109.5 . . ?
O2C C11C H11H 109.5 . . ?
O2C C11C H11I 109.5 . . ?
H11G C11C H11H 109.5 . . ?
H11G C11C H11I 109.5 . . ?
H11H C11C H11I 109.5 . . ?
C13C C12C C1C 120.75(16) . . ?
C17C C12C C1C 121.53(17) . . ?
C17C C12C C13C 117.71(17) . . ?
C12C C13C H13C 119.4 . . ?
C14C C13C C12C 121.23(17) . . ?
C14C C13C H13C 119.4 . . ?
C13C C14C H14C 120.0 . . ?
C13C C14C C15C 120.06(17) . . ?
C15C C14C H14C 120.0 . . ?
O3C C15C C14C 115.77(17) . . ?
O3C C15C C16C 124.38(17) . . ?
C16C C15C C14C 119.85(17) . . ?
C15C C16C H16C 120.4 . . ?
C15C C16C C17C 119.29(17) . . ?
C17C C16C H16C 120.4 . . ?
C12C C17C H17C 119.1 . . ?
C16C C17C C12C 121.85(17) . . ?
C16C C17C H17C 119.1 . . ?
O3C C18C H18G 109.5 . . ?
O3C C18C H18H 109.5 . . ?
O3C C18C H18I 109.5 . . ?
H18G C18C H18H 109.5 . . ?
H18G C18C H18I 109.5 . . ?
H18H C18C H18I 109.5 . . ?
C20C C19C C7C 120.22(17) . . ?
C20C C19C C24C 117.42(17) . . ?
C24C C19C C7C 122.35(17) . . ?
C19C C20C H20C 119.3 . . ?
C21C C20C C19C 121.34(18) . . ?
C21C C20C H20C 119.3 . . ?
C20C C21C H21C 119.2 . . ?
C20C C21C C22C 121.53(17) . . ?
C22C C21C H21C 119.2 . . ?
C21C C22C C23C 117.42(17) . . ?
C21C C22C C25C 120.03(17) . . ?
C23C C22C C25C 122.53(17) . . ?
C22C C23C H23C 119.4 . . ?
C24C C23C C22C 121.12(17) . . ?
C24C C23C H23C 119.4 . . ?
C19C C24C H24C 119.4 . . ?
C23C C24C C19C 121.16(17) . . ?
C23C C24C H24C 119.4 . . ?
C26C C25C C22C 121.00(17) . . ?
C30C C25C C22C 120.80(17) . . ?
C30C C25C C26C 118.16(17) . . ?
C25C C26C H26C 119.6 . . ?
C27C C26C C25C 120.80(19) . . ?
C27C C26C H26C 119.6 . . ?
C26C C27C H27C 119.8 . . ?
C26C C27C C28C 120.37(19) . . ?
C28C C27C H27C 119.8 . . ?
C27C C28C H28C 120.3 . . ?
C29C C28C C27C 119.50(18) . . ?
C29C C28C H28C 120.3 . . ?
C28C C29C H29C 119.8 . . ?
C28C C29C C30C 120.43(19) . . ?
C30C C29C H29C 119.8 . . ?
C25C C30C H30C 119.7 . . ?
C29C C30C C25C 120.70(19) . . ?
C29C C30C H30C 119.7 . . ?

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
O3 C15 C16 C17 178.79(17) . . . . ?
N1 C1 C2 C3 -0.1(3) . . . . ?
N1 C1 C12 C13 -12.1(2) . . . . ?
N1 C1 C12 C17 166.75(17) . . . . ?
N1 C5 C9 C8 -178.33(17) . . . . ?
C1 N1 C5 C4 0.1(3) . . . . ?
C1 N1 C5 C9 179.14(17) . . . . ?
C1 C2 C3 C4 -0.8(3) . . . . ?
C1 C2 C3 C10 -179.43(17) . . . . ?
C1 C12 C13 C14 178.48(16) . . . . ?
C1 C12 C17 C16 -177.29(17) . . . . ?
C2 C1 C12 C13 168.73(17) . . . . ?
C2 C1 C12 C17 -12.5(3) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C2 C3 C4 C6 -176.34(17) . . . . ?
C2 C3 C10 O1 -146.9(2) . . . . ?
C2 C3 C10 O2 33.3(2) . . . . ?
C3 C4 C5 N1 -0.9(3) . . . . ?
C3 C4 C5 C9 -179.90(17) . . . . ?
C3 C4 C6 C7 178.94(18) . . . . ?
C4 C3 C10 O1 34.4(3) . . . . ?
C4 C3 C10 O2 -145.41(17) . . . . ?
C4 C5 C9 C8 0.8(3) . . . . ?
C4 C6 C7 C8 0.7(3) . . . . ?
C4 C6 C7 C19 -178.84(17) . . . . ?
C5 N1 C1 C2 0.4(3) . . . . ?
C5 N1 C1 C12 -178.81(16) . . . . ?
C5 C4 C6 C7 1.5(3) . . . . ?
C6 C4 C5 N1 176.83(16) . . . . ?
C6 C4 C5 C9 -2.2(3) . . . . ?
C6 C7 C8 C9 -2.2(3) . . . . ?
C6 C7 C19 C20 34.1(3) . . . . ?
C6 C7 C19 C24 -147.42(19) . . . . ?
C7 C8 C9 C5 1.4(3) . . . . ?
C7 C19 C20 C21 178.00(17) . . . . ?
C7 C19 C24 C23 -178.48(17) . . . . ?
C8 C7 C19 C20 -145.38(18) . . . . ?
C8 C7 C19 C24 33.1(3) . . . . ?
C10 C3 C4 C5 179.84(16) . . . . ?
C10 C3 C4 C6 2.3(3) . . . . ?
C11 O2 C10 O1 -4.8(3) . . . . ?
C11 O2 C10 C3 175.04(17) . . . . ?
C12 C1 C2 C3 179.09(17) . . . . ?
C12 C13 C14 C15 -1.2(3) . . . . ?
C13 C12 C17 C16 1.5(3) . . . . ?
C13 C14 C15 O3 -177.74(16) . . . . ?
C13 C14 C15 C16 1.7(3) . . . . ?
C14 C15 C16 C17 -0.6(3) . . . . ?
C15 C16 C17 C12 -1.0(3) . . . . ?
C17 C12 C13 C14 -0.4(3) . . . . ?
C18 O3 C15 C14 174.52(17) . . . . ?
C18 O3 C15 C16 -4.9(3) . . . . ?
C19 C7 C8 C9 177.34(17) . . . . ?
C19 C20 C21 C22 0.0(3) . . . . ?
C20 C19 C24 C23 0.0(3) . . . . ?
C20 C21 C22 C23 0.9(3) . . . . ?
C20 C21 C22 C25 -176.83(17) . . . . ?
C21 C22 C23 C24 -1.4(3) . . . . ?
C21 C22 C25 C26 18.7(3) . . . . ?
C21 C22 C25 C30 -162.18(18) . . . . ?
C22 C23 C24 C19 1.0(3) . . . . ?
C22 C25 C26 C27 179.67(18) . . . . ?
C22 C25 C30 C29 -179.17(18) . . . . ?
C23 C22 C25 C26 -158.96(18) . . . . ?
C23 C22 C25 C30 20.2(3) . . . . ?
C24 C19 C20 C21 -0.5(3) . . . . ?
C25 C22 C23 C24 176.34(17) . . . . ?
C25 C26 C27 C28 -1.1(3) . . . . ?
C26 C25 C30 C29 0.0(3) . . . . ?
C26 C27 C28 C29 1.1(3) . . . . ?
C27 C28 C29 C30 -0.6(3) . . . . ?
C28 C29 C30 C25 0.1(3) . . . . ?
C30 C25 C26 C27 0.5(3) . . . . ?
O3B C15B C16B C17B -177.83(16) . . . . ?
N1B C1B C2B C3B 0.4(3) . . . . ?
N1B C1B C12B C13B -13.8(3) . . . . ?
N1B C1B C12B C17B 168.28(17) . . . . ?
N1B C5B C9B C8B -176.92(17) . . . . ?
C1B N1B C5B C4B -1.5(3) . . . . ?
C1B N1B C5B C9B 177.30(17) . . . . ?
C1B C2B C3B C4B -1.5(3) . . . . ?
C1B C2B C3B C10B 178.83(17) . . . . ?
C1B C12B C13B C14B -175.54(17) . . . . ?
C1B C12B C17B C16B 175.33(17) . . . . ?
C2B C1B C12B C13B 163.92(17) . . . . ?
C2B C1B C12B C17B -14.0(3) . . . . ?
C2B C3B C4B C5B 1.1(2) . . . . ?
C2B C3B C4B C6B -175.44(17) . . . . ?
C2B C3B C10B O1B -160.6(2) . . . . ?
C2B C3B C10B O2B 18.7(2) . . . . ?
C3B C4B C5B N1B 0.4(3) . . . . ?
C3B C4B C5B C9B -178.46(16) . . . . ?
C3B C4B C6B C7B 176.45(18) . . . . ?
C4B C3B C10B O1B 19.7(3) . . . . ?
C4B C3B C10B O2B -160.98(17) . . . . ?
C4B C5B C9B C8B 2.0(3) . . . . ?
C4B C6B C7B C8B 1.5(3) . . . . ?
C4B C6B C7B C19B -178.36(16) . . . . ?
C5B N1B C1B C2B 1.2(3) . . . . ?
C5B N1B C1B C12B 178.91(15) . . . . ?
C5B C4B C6B C7B 0.0(3) . . . . ?
C6B C4B C5B N1B 177.16(16) . . . . ?
C6B C4B C5B C9B -1.7(3) . . . . ?
C6B C7B C8B C9B -1.2(3) . . . . ?
C6B C7B C19B C20B -24.0(3) . . . . ?
C6B C7B C19B C24B 155.10(18) . . . . ?
C7B C8B C9B C5B -0.6(3) . . . . ?
C7B C19B C20B C21B 177.23(17) . . . . ?
C7B C19B C24B C23B -178.06(18) . . . . ?
C8B C7B C19B C20B 156.18(18) . . . . ?
C8B C7B C19B C24B -24.7(3) . . . . ?
C10B C3B C4B C5B -179.22(16) . . . . ?
C10B C3B C4B C6B 4.2(3) . . . . ?
C11B O2B C10B O1B -4.6(3) . . . . ?
C11B O2B C10B C3B 176.08(17) . . . . ?
C12B C1B C2B C3B -177.31(16) . . . . ?
C12B C13B C14B C15B 0.1(3) . . . . ?
C13B C12B C17B C16B -2.6(3) . . . . ?
C13B C14B C15B O3B 177.71(17) . . . . ?
C13B C14B C15B C16B -2.6(3) . . . . ?
C14B C15B C16B C17B 2.4(3) . . . . ?
C15B C16B C17B C12B 0.2(3) . . . . ?
C17B C12B C13B C14B 2.4(3) . . . . ?
C18B O3B C15B C14B -1.0(3) . . . . ?
C18B O3B C15B C16B 179.29(17) . . . . ?
C19B C7B C8B C9B 178.65(17) . . . . ?
C19B C20B C21B C22B 1.2(3) . . . . ?
C20B C19B C24B C23B 1.1(3) . . . . ?
C20B C21B C22B C23B 0.4(3) . . . . ?
C20B C21B C22B C25B -179.91(18) . . . . ?
C21B C22B C23B C24B -1.2(3) . . . . ?
C21B C22B C25B C26B 164.31(19) . . . . ?
C21B C22B C25B C30B -15.5(3) . . . . ?
C22B C23B C24B C19B 0.5(3) . . . . ?
C22B C25B C26B C27B -179.36(18) . . . . ?
C22B C25B C30B C29B 179.36(17) . . . . ?
C23B C22B C25B C26B -16.0(3) . . . . ?
C23B C22B C25B C30B 164.21(19) . . . . ?
C24B C19B C20B C21B -1.9(3) . . . . ?
C25B C22B C23B C24B 179.09(17) . . . . ?
C25B C26B C27B C28B 0.0(3) . . . . ?
C26B C25B C30B C29B -0.4(3) . . . . ?
C26B C27B C28B C29B -0.4(3) . . . . ?
C27B C28B C29B C30B 0.4(3) . . . . ?
C28B C29B C30B C25B 0.0(3) . . . . ?
C30B C25B C26B C27B 0.4(3) . . . . ?
O3C C15C C16C C17C -178.74(17) . . . . ?
N1C C1C C2C C3C -1.8(3) . . . . ?
N1C C1C C12C C13C -25.9(2) . . . . ?
N1C C1C C12C C17C 155.00(18) . . . . ?
N1C C5C C9C C8C 178.92(16) . . . . ?
C1C N1C C5C C4C 1.0(3) . . . . ?
C1C N1C C5C C9C -178.50(16) . . . . ?
C1C C2C C3C C4C 0.0(3) . . . . ?
C1C C2C C3C C10C 177.25(16) . . . . ?
C1C C12C C13C C14C -178.51(17) . . . . ?
C1C C12C C17C C16C 178.95(18) . . . . ?
C2C C1C C12C C13C 152.15(18) . . . . ?
C2C C1C C12C C17C -27.0(3) . . . . ?
C2C C3C C4C C5C 2.0(2) . . . . ?
C2C C3C C4C C6C -179.36(17) . . . . ?
C2C C3C C10C O1C 176.1(2) . . . . ?
C2C C3C C10C O2C -3.4(2) . . . . ?
C3C C4C C5C N1C -2.6(3) . . . . ?
C3C C4C C5C C9C 176.87(16) . . . . ?
C3C C4C C6C C7C -175.58(17) . . . . ?
C4C C3C C10C O1C -6.7(3) . . . . ?
C4C C3C C10C O2C 173.74(17) . . . . ?
C4C C5C C9C C8C -0.6(3) . . . . ?
C4C C6C C7C C8C -1.7(3) . . . . ?
C4C C6C C7C C19C 176.97(16) . . . . ?
C5C N1C C1C C2C 1.3(3) . . . . ?
C5C N1C C1C C12C 179.27(15) . . . . ?
C5C C4C C6C C7C 3.0(3) . . . . ?
C6C C4C C5C N1C 178.67(16) . . . . ?
C6C C4C C5C C9C -1.9(3) . . . . ?
C6C C7C C8C C9C -0.8(3) . . . . ?
C6C C7C C19C C20C -25.5(3) . . . . ?
C6C C7C C19C C24C 155.48(18) . . . . ?
C7C C8C C9C C5C 2.0(3) . . . . ?
C7C C19C C20C C21C -179.96(17) . . . . ?
C7C C19C C24C C23C 178.90(16) . . . . ?
C8C C7C C19C C20C 153.18(18) . . . . ?
C8C C7C C19C C24C -25.9(3) . . . . ?
C10C C3C C4C C5C -175.18(16) . . . . ?
C10C C3C C4C C6C 3.5(3) . . . . ?
C11C O2C C10C O1C 0.9(3) . . . . ?
C11C O2C C10C C3C -179.56(16) . . . . ?
C12C C1C C2C C3C -179.73(16) . . . . ?
C12C C13C C14C C15C -0.1(3) . . . . ?
C13C C12C C17C C16C -0.2(3) . . . . ?
C13C C14C C15C O3C 179.16(17) . . . . ?
C13C C14C C15C C16C -1.0(3) . . . . ?
C14C C15C C16C C17C 1.4(3) . . . . ?
C15C C16C C17C C12C -0.8(3) . . . . ?
C17C C12C C13C C14C 0.6(3) . . . . ?
C18C O3C C15C C14C -177.57(18) . . . . ?
C18C O3C C15C C16C 2.6(3) . . . . ?
C19C C7C C8C C9C -179.49(17) . . . . ?
C19C C20C C21C C22C 1.4(3) . . . . ?
C20C C19C C24C C23C -0.2(3) . . . . ?
C20C C21C C22C C23C -0.9(3) . . . . ?
C20C C21C C22C C25C 177.25(17) . . . . ?
C21C C22C C23C C24C -0.1(3) . . . . ?
C21C C22C C25C C26C 30.7(3) . . . . ?
C21C C22C C25C C30C -147.27(19) . . . . ?
C22C C23C C24C C19C 0.7(3) . . . . ?
C22C C25C C26C C27C -175.83(18) . . . . ?
C22C C25C C30C C29C 176.39(17) . . . . ?
C23C C22C C25C C26C -151.25(19) . . . . ?
C23C C22C C25C C30C 30.8(3) . . . . ?
C24C C19C C20C C21C -0.9(3) . . . . ?
C25C C22C C23C C24C -178.25(16) . . . . ?
C25C C26C C27C C28C -0.6(3) . . . . ?
C26C C25C C30C C29C -1.6(3) . . . . ?
C26C C27C C28C C29C -1.5(3) . . . . ?
C27C C28C C29C C30C 2.1(3) . . . . ?
C28C C29C C30C C25C -0.5(3) . . . . ?
C30C C25C C26C C27C 2.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
