# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2020

####################################################################### 
# 
# 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_ikb_psmart
_database_code_depnum_ccdc_archive 'CCDC 1949980'
loop_
_audit_author_name
_audit_author_address
'Piotr A. Gunka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2019-08-28 deposited with the CCDC.	2020-03-26 downloaded from the CCDC.
;
_audit_creation_date             2019-08-26
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H28 N2 O2'
_chemical_formula_sum            'C31 H28 N2 O2'
_chemical_formula_weight         460.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 N2 O2 H28'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   7.9995(3)
_cell_length_b                   14.2069(6)
_cell_length_c                   21.3942(9)
_cell_angle_alpha                90
_cell_angle_beta                 100.552(4)
_cell_angle_gamma                90
_cell_volume                     2390.29(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5342
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      28.6640
_cell_measurement_theta_min      3.7940
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81004
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             976
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 -5 0.1744
-1 5 -3 0.3260
1 -5 1 0.2299
0 4 5 0.2213
0 0 1 0.3530
5 2 -1 0.0535
-5 -2 1 0.0395

_exptl_crystal_size_max          0.757
_exptl_crystal_size_mid          0.506
_exptl_crystal_size_min          0.093
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0005 -0.9992 -4.9952 -0.0342 0.1571 -0.0708
-0.9988 4.9966 -2.9965 -0.0008 -0.0791 -0.2786
0.9990 -4.9966 0.9983 -0.0171 0.1283 0.2363
-0.0007 3.9966 4.9950 0.0026 -0.2589 -0.0343
-0.0001 0.0000 0.9991 0.0090 -0.0246 0.0212
4.9937 1.9941 -1.0049 -0.4246 -0.1268 0.1092
-4.9937 -1.9941 1.0049 0.4246 0.1268 -0.1092

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            25561
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.868
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3347
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  11.00   1.00  300.00    --  -11.40 -38.00  60.00   55
  2  ω    -24.00  52.00   1.00  300.00    --  -11.40  38.00-180.00   76
  3  ω    -77.00  13.00   1.00  300.00    --  -11.40 -38.00 -30.00   90
  4  ω    -72.00 -43.00   1.00  300.00    --   11.71 179.00 -90.00   29
  5  ω     56.00  81.00   1.00  300.00    --   11.71 179.00  90.00   25
  6  ω     10.00  52.00   1.00  300.00    --   11.71 -99.00 -90.00   42
  7  ω    -40.00  51.00   1.00  300.00    --   11.71 -19.00 -30.00   91
  8  ω    -27.00  -2.00   1.00  300.00    --   11.71  93.00-165.00   25
  9  ω     56.00  81.00   1.00  300.00    --   11.71 179.00  60.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0790030000
_diffrn_orient_matrix_UB_12      -0.0105730000
_diffrn_orient_matrix_UB_13      0.0089628000
_diffrn_orient_matrix_UB_21      -0.0167840000
_diffrn_orient_matrix_UB_22      -0.0339658000
_diffrn_orient_matrix_UB_23      -0.0246601000
_diffrn_orient_matrix_UB_31      0.0401142000
_diffrn_orient_matrix_UB_32      -0.0350393000
_diffrn_orient_matrix_UB_33      0.0211841000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3313
_reflns_number_total             4692
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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 2018/3 (Sheldrick, 2015)'
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4692
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0762
_refine_ls_R_factor_gt           0.0494
_refine_ls_restrained_S_all      1.023
_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)+(0.0705P)²+0.4988P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1452
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B), C29(H29A,H29B), C28(H28A,H28B), C30(H30A,H30B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C4(H4), C12(H12), C15(H15), C24(H24), C18(H18), C9(H9),
 C11(H11), C21(H21), C16(H16), C10(H10), C17(H17), C23(H23), C22(H22)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.62315(16) 0.35612(10) 0.55269(6) 0.0387(3) Uani 1 1 d . . . . .
O1 O 0.17495(15) 0.38920(12) 0.61818(7) 0.0681(4) Uani 1 1 d . . . . .
O2 O 1.25832(19) 0.36988(9) 0.85003(7) 0.0717(5) Uani 1 1 d . . . . .
N2 N 0.9398(2) 0.36538(10) 0.76930(8) 0.0584(5) Uani 1 1 d . . . . .
C7 C 0.6259(2) 0.36165(10) 0.61757(8) 0.0368(4) Uani 1 1 d . . . . .
C2 C 0.4732(2) 0.37142(11) 0.64143(8) 0.0388(4) Uani 1 1 d . . . . .
C8 C 0.4730(2) 0.37297(11) 0.50985(8) 0.0385(4) Uani 1 1 d . . . . .
C13 C 0.31964(19) 0.38866(11) 0.53129(8) 0.0403(4) Uani 1 1 d . . . . .
C1 C 0.3106(2) 0.38279(12) 0.59854(9) 0.0442(4) Uani 1 1 d . . . . .
C6 C 0.7802(2) 0.35966(11) 0.66203(8) 0.0425(4) Uani 1 1 d . . . . .
H6 H 0.883015 0.355182 0.647812 0.051 Uiso 1 1 calc R . . . .
C5 C 0.7792(2) 0.36427(12) 0.72589(9) 0.0468(4) Uani 1 1 d . . . . .
C14 C 1.0355(2) 0.28308(12) 0.78141(8) 0.0445(4) Uani 1 1 d . . . . .
C3 C 0.4782(2) 0.37309(12) 0.70720(8) 0.0469(4) Uani 1 1 d . . . . .
H3 H 0.376822 0.377126 0.722507 0.056 Uiso 1 1 calc R . . . .
C25 C 1.0094(2) 0.45112(12) 0.79339(8) 0.0427(4) Uani 1 1 d . . . . .
C19 C 1.1932(2) 0.28663(12) 0.82210(8) 0.0470(4) Uani 1 1 d . . . . .
C4 C 0.6284(3) 0.36892(13) 0.74937(9) 0.0525(5) Uani 1 1 d . . . . .
H4 H 0.629824 0.369184 0.792939 0.063 Uiso 1 1 calc R . . . .
C20 C 1.1673(2) 0.45160(12) 0.83405(8) 0.0473(4) Uani 1 1 d . . . . .
C12 C 0.1729(2) 0.41170(13) 0.48720(10) 0.0529(5) Uani 1 1 d . . . . .
H12 H 0.071790 0.422733 0.501606 0.064 Uiso 1 1 calc R . . . .
C15 C 0.9810(2) 0.19676(13) 0.75569(9) 0.0537(5) Uani 1 1 d . . . . .
H15 H 0.877285 0.192530 0.727870 0.064 Uiso 1 1 calc R . . . .
C24 C 0.9300(2) 0.53715(13) 0.77908(9) 0.0518(5) Uani 1 1 d . . . . .
H24 H 0.826035 0.539312 0.751262 0.062 Uiso 1 1 calc R . . . .
C26 C 0.7767(2) 0.33033(14) 0.52769(9) 0.0505(5) Uani 1 1 d . . . . .
H26A H 0.875810 0.340345 0.560617 0.061 Uiso 1 1 calc R . . . .
H26B H 0.786500 0.371468 0.492364 0.061 Uiso 1 1 calc R . . . .
C18 C 1.2894(3) 0.20738(14) 0.83656(9) 0.0557(5) Uani 1 1 d . . . . .
H18 H 1.394174 0.211331 0.863719 0.067 Uiso 1 1 calc R . . . .
C9 C 0.4705(2) 0.37630(13) 0.44373(9) 0.0513(5) Uani 1 1 d . . . . .
H9 H 0.568949 0.362808 0.428093 0.062 Uiso 1 1 calc R . . . .
C11 C 0.1749(3) 0.41832(14) 0.42367(10) 0.0622(6) Uani 1 1 d . . . . .
H11 H 0.077385 0.435361 0.395141 0.075 Uiso 1 1 calc R . . . .
C21 C 1.2380(3) 0.53346(14) 0.86013(10) 0.0597(5) Uani 1 1 d . . . . .
H21 H 1.342369 0.532030 0.887679 0.072 Uiso 1 1 calc R . . . .
C16 C 1.0778(3) 0.11677(14) 0.77058(11) 0.0614(5) Uani 1 1 d . . . . .
H16 H 1.038428 0.059193 0.753101 0.074 Uiso 1 1 calc R . . . .
C10 C 0.3247(3) 0.39920(15) 0.40257(10) 0.0605(5) Uani 1 1 d . . . . .
H10 H 0.326259 0.401992 0.359253 0.073 Uiso 1 1 calc R . . . .
C17 C 1.2321(3) 0.12176(15) 0.81114(11) 0.0640(6) Uani 1 1 d . . . . .
H17 H 1.297134 0.067777 0.821311 0.077 Uiso 1 1 calc R . . . .
C23 C 1.0019(3) 0.61942(14) 0.80524(11) 0.0634(6) Uani 1 1 d . . . . .
H23 H 0.945857 0.676311 0.795270 0.076 Uiso 1 1 calc R . . . .
C22 C 1.1557(3) 0.61806(15) 0.84590(11) 0.0683(6) Uani 1 1 d . . . . .
H22 H 1.203962 0.673689 0.863706 0.082 Uiso 1 1 calc R . . . .
C27 C 0.7753(3) 0.22878(16) 0.50544(10) 0.0696(6) Uani 1 1 d . . . . .
H27A H 0.678695 0.220273 0.471201 0.084 Uiso 1 1 calc R . . . .
H27B H 0.877284 0.217883 0.487972 0.084 Uiso 1 1 calc R . . . .
C29 C 0.7708(3) 0.05602(16) 0.53141(11) 0.0711(6) Uani 1 1 d . . . . .
H29A H 0.683538 0.049515 0.493695 0.085 Uiso 1 1 calc R . . . .
H29B H 0.879615 0.045935 0.518575 0.085 Uiso 1 1 calc R . . . .
C28 C 0.7665(3) 0.15580(16) 0.55485(10) 0.0701(6) Uani 1 1 d . . . . .
H28A H 0.662564 0.164913 0.571373 0.084 Uiso 1 1 calc R . . . .
H28B H 0.861224 0.164979 0.589731 0.084 Uiso 1 1 calc R . . . .
C30 C 0.7461(4) -0.01990(19) 0.57643(13) 0.0908(8) Uani 1 1 d . . . . .
H30A H 0.637257 -0.010323 0.589328 0.109 Uiso 1 1 calc R . . . .
H30B H 0.833632 -0.014068 0.614132 0.109 Uiso 1 1 calc R . . . .
C31 C 0.7509(4) -0.11890(19) 0.55106(16) 0.1103(10) Uani 1 1 d . . . . .
H31A H 0.680385 -0.122645 0.509695 0.165 Uiso 1 1 calc GR . . . .
H31B H 0.709755 -0.161999 0.579307 0.165 Uiso 1 1 calc GR . . . .
H31C H 0.865766 -0.134978 0.548054 0.165 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 C7 1.386(2) . ?
N1 C8 1.392(2) . ?
N1 C26 1.473(2) . ?
O1 C1 1.236(2) . ?
O2 C19 1.383(2) . ?
O2 C20 1.380(2) . ?
N2 C5 1.441(2) . ?
N2 C14 1.396(2) . ?
N2 C25 1.398(2) . ?
C7 C2 1.414(2) . ?
C7 C6 1.414(2) . ?
C2 C1 1.457(2) . ?
C2 C3 1.401(2) . ?
C8 C13 1.404(2) . ?
C8 C9 1.412(3) . ?
C13 C1 1.456(3) . ?
C13 C12 1.403(2) . ?
C6 C5 1.369(3) . ?
C5 C4 1.391(3) . ?
C14 C19 1.396(2) . ?
C14 C15 1.382(2) . ?
C3 C4 1.365(3) . ?
C25 C20 1.396(2) . ?
C25 C24 1.386(2) . ?
C19 C18 1.367(2) . ?
C20 C21 1.367(3) . ?
C12 C11 1.366(3) . ?
C15 C16 1.379(3) . ?
C24 C23 1.376(3) . ?
C26 C27 1.519(3) . ?
C18 C17 1.376(3) . ?
C9 C10 1.366(3) . ?
C11 C10 1.383(3) . ?
C21 C22 1.377(3) . ?
C16 C17 1.375(3) . ?
C23 C22 1.371(3) . ?
C27 C28 1.492(3) . ?
C29 C28 1.506(3) . ?
C29 C30 1.483(3) . ?
C30 C31 1.511(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C8 120.21(14) . . ?
C7 N1 C26 121.08(13) . . ?
C8 N1 C26 118.70(14) . . ?
C20 O2 C19 118.20(14) . . ?
C14 N2 C5 120.30(14) . . ?
C14 N2 C25 119.57(14) . . ?
C25 N2 C5 119.68(14) . . ?
N1 C7 C2 120.69(14) . . ?
N1 C7 C6 121.63(15) . . ?
C6 C7 C2 117.67(15) . . ?
C7 C2 C1 120.95(15) . . ?
C3 C2 C7 119.79(15) . . ?
C3 C2 C1 119.24(16) . . ?
N1 C8 C13 120.83(15) . . ?
N1 C8 C9 121.16(16) . . ?
C13 C8 C9 118.00(15) . . ?
C8 C13 C1 121.23(14) . . ?
C12 C13 C8 119.39(16) . . ?
C12 C13 C1 119.38(16) . . ?
O1 C1 C2 122.14(17) . . ?
O1 C1 C13 122.49(16) . . ?
C13 C1 C2 115.35(15) . . ?
C5 C6 C7 120.44(17) . . ?
C6 C5 N2 118.45(18) . . ?
C6 C5 C4 121.77(16) . . ?
C4 C5 N2 119.77(17) . . ?
N2 C14 C19 119.19(15) . . ?
C15 C14 N2 123.17(16) . . ?
C15 C14 C19 117.63(16) . . ?
C4 C3 C2 121.51(17) . . ?
C20 C25 N2 119.20(15) . . ?
C24 C25 N2 123.45(16) . . ?
C24 C25 C20 117.35(16) . . ?
O2 C19 C14 121.74(15) . . ?
C18 C19 O2 117.05(16) . . ?
C18 C19 C14 121.21(17) . . ?
C3 C4 C5 118.69(17) . . ?
O2 C20 C25 121.77(15) . . ?
C21 C20 O2 117.04(16) . . ?
C21 C20 C25 121.19(17) . . ?
C11 C12 C13 121.63(19) . . ?
C16 C15 C14 121.09(18) . . ?
C23 C24 C25 121.23(17) . . ?
N1 C26 C27 113.06(16) . . ?
C19 C18 C17 120.37(18) . . ?
C10 C9 C8 120.49(19) . . ?
C12 C11 C10 118.69(17) . . ?
C20 C21 C22 120.46(18) . . ?
C17 C16 C15 120.31(19) . . ?
C9 C10 C11 121.69(19) . . ?
C16 C17 C18 119.39(18) . . ?
C22 C23 C24 120.42(18) . . ?
C23 C22 C21 119.31(18) . . ?
C28 C27 C26 115.90(18) . . ?
C30 C29 C28 117.0(2) . . ?
C27 C28 C29 114.30(19) . . ?
C29 C30 C31 115.4(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.154
_oxdiff_exptl_absorpt_empirical_full_min 0.853
####################################################################### 
# 
# 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_ikb_osmart
_database_code_depnum_ccdc_archive 'CCDC 1949982'
loop_
_audit_author_name
_audit_author_address
'Piotr A. Gunka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2019-08-28 deposited with the CCDC.	2020-03-26 downloaded from the CCDC.
;
_audit_creation_date             2019-07-22
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H28 N2 O2'
_chemical_formula_sum            'C31 H28 N2 O2'
_chemical_formula_weight         460.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H28 N2 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3283(7)
_cell_length_b                   10.2674(8)
_cell_length_c                   13.0289(9)
_cell_angle_alpha                79.338(6)
_cell_angle_beta                 87.728(6)
_cell_angle_gamma                73.749(7)
_cell_volume                     1177.24(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3304
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.7730
_cell_measurement_theta_min      3.8620
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.944
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             488
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 -1 0.3561
0 1 1 0.3561
1 1 -1 0.0667
-1 -1 1 0.0667
4 -2 5 0.1856
-4 2 -5 0.1856
-1 -2 -5 0.2984
1 2 5 0.2984

_exptl_crystal_size_max          0.72
_exptl_crystal_size_mid          0.399
_exptl_crystal_size_min          0.133
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0002 -0.9995 -0.9995 0.0557 -0.0475 -0.0399
-0.0002 0.9995 0.9995 -0.0557 0.0475 0.0399
0.9997 0.9998 -0.9995 -0.0724 -0.0851 0.0187
-0.9997 -0.9998 0.9995 0.0724 0.0851 -0.0187
3.9988 -1.9991 4.9987 -0.1433 0.1318 -0.4507
-3.9988 1.9991 -4.9987 0.1433 -0.1318 0.4507
-0.9991 -1.9989 -4.9978 0.1906 -0.2147 0.0366
0.9991 1.9989 4.9978 -0.1906 0.2147 -0.0366

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16699
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         2.793
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3347
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -87.00  14.00   1.00   80.00    --  -11.40 -38.00 120.00  101
  2  ω    -62.00  21.00   1.00   80.00    --  -11.40 -77.00  30.00   83
  3  ω    -78.00  12.00   1.00   80.00    --  -11.40 -38.00-120.00   90
  4  ω    -41.00  42.00   1.00   80.00    --  -11.40  57.00 -60.00   83
  5  ω      2.00  60.00   1.00   80.00    --  -11.40  57.00  60.00   58
  6  ω    -90.00 -52.00   1.00   80.00    --  -11.40 156.00  -1.08   38
  7  ω    -45.00  57.00   1.00   80.00    --  -11.40  77.00-180.00  102
  8  ω    -69.00  -7.00   1.00   80.00    --  -11.40 125.00 -45.03   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0417538000
_diffrn_orient_matrix_UB_12      -0.0431564000
_diffrn_orient_matrix_UB_13      -0.0125312000
_diffrn_orient_matrix_UB_21      -0.0316618000
_diffrn_orient_matrix_UB_22      -0.0029967000
_diffrn_orient_matrix_UB_23      0.0504900000
_diffrn_orient_matrix_UB_31      -0.0593985000
_diffrn_orient_matrix_UB_32      0.0590120000
_diffrn_orient_matrix_UB_33      -0.0190544000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2780
_reflns_number_total             4629
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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         0.224
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4629
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.011
_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)+(0.0786P)²+0.0367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1261
_refine_ls_wR_factor_ref         0.1545
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C26(H26A,H26B), C29(H29A,H29B), C27(H27A,H27B), C30(H30A,H30B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C18(H18), C5(H5), C4(H4), C12(H12), C15(H15), C21(H21), C24(H24),
 C16(H16), C17(H17), C9(H9), C23(H23), C22(H22), C11(H11), C10(H10)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_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
O2 O 1.20831(14) -0.08548(14) 0.66920(10) 0.0606(4) Uani 1 1 d . . . . .
N2 N 0.97165(16) 0.07568(15) 0.77085(11) 0.0512(4) Uani 1 1 d . . . . .
N1 N 0.55639(16) 0.49812(16) 0.74668(12) 0.0513(4) Uani 1 1 d . . . . .
O1 O 0.95471(16) 0.30858(16) 0.62801(11) 0.0804(5) Uani 1 1 d . . . . .
C25 C 1.11824(19) 0.07672(18) 0.78672(13) 0.0461(4) Uani 1 1 d . . . . .
C19 C 1.0608(2) -0.07874(19) 0.64897(13) 0.0481(5) Uani 1 1 d . . . . .
C2 C 0.77285(19) 0.29728(18) 0.75914(13) 0.0457(4) Uani 1 1 d . . . . .
C14 C 0.94231(19) 0.00163(18) 0.69711(13) 0.0461(5) Uani 1 1 d . . . . .
C20 C 1.2339(2) -0.00409(19) 0.73632(13) 0.0485(5) Uani 1 1 d . . . . .
C13 C 0.72716(19) 0.48158(18) 0.60182(13) 0.0486(5) Uani 1 1 d . . . . .
C7 C 0.64153(19) 0.37300(19) 0.80152(13) 0.0459(4) Uani 1 1 d . . . . .
C3 C 0.84915(19) 0.16559(19) 0.81570(14) 0.0484(5) Uani 1 1 d . . . . .
C8 C 0.5937(2) 0.54713(19) 0.64492(14) 0.0505(5) Uani 1 1 d . . . . .
C1 C 0.8298(2) 0.3574(2) 0.66037(14) 0.0524(5) Uani 1 1 d . . . . .
C6 C 0.5971(2) 0.3194(2) 0.90159(14) 0.0529(5) Uani 1 1 d . . . . .
H6 H 0.511522 0.369174 0.930951 0.063 Uiso 1 1 calc R . . . .
C18 C 1.0382(2) -0.1558(2) 0.57944(14) 0.0541(5) Uani 1 1 d . . . . .
H18 H 1.119410 -0.208826 0.548033 0.065 Uiso 1 1 calc R . . . .
C5 C 0.6783(2) 0.1956(2) 0.95566(15) 0.0568(5) Uani 1 1 d . . . . .
H5 H 0.649463 0.163518 1.022537 0.068 Uiso 1 1 calc R . . . .
C4 C 0.8034(2) 0.1168(2) 0.91217(14) 0.0553(5) Uani 1 1 d . . . . .
H4 H 0.855818 0.031012 0.948757 0.066 Uiso 1 1 calc R . . . .
C12 C 0.7664(2) 0.5354(2) 0.50129(14) 0.0587(5) Uani 1 1 d . . . . .
H12 H 0.857137 0.492351 0.473764 0.070 Uiso 1 1 calc R . . . .
C15 C 0.7995(2) 0.0019(2) 0.67234(15) 0.0582(5) Uani 1 1 d . . . . .
H15 H 0.718147 0.055112 0.703502 0.070 Uiso 1 1 calc R . . . .
C21 C 1.3797(2) -0.0081(2) 0.75190(16) 0.0589(5) Uani 1 1 d . . . . .
H21 H 1.455397 -0.062374 0.716939 0.071 Uiso 1 1 calc R . . . .
C28 C 0.1611(2) 0.6218(2) 0.85201(15) 0.0574(5) Uani 1 1 d . . . . .
H28A H 0.188297 0.586513 0.925030 0.069 Uiso 1 1 calc R . . . .
H28B H 0.155753 0.719181 0.838210 0.069 Uiso 1 1 calc R . . . .
C26 C 0.4285(2) 0.5814(2) 0.79722(16) 0.0562(5) Uani 1 1 d . . . . .
H26A H 0.415689 0.678057 0.768012 0.067 Uiso 1 1 calc R . . . .
H26B H 0.451232 0.568197 0.871070 0.067 Uiso 1 1 calc R . . . .
C24 C 1.1552(2) 0.1534(2) 0.85290(15) 0.0575(5) Uani 1 1 d . . . . .
H24 H 1.079838 0.209520 0.886893 0.069 Uiso 1 1 calc R . . . .
C29 C 0.0088(2) 0.6060(2) 0.83313(15) 0.0601(5) Uani 1 1 d . . . . .
H29A H 0.012653 0.509078 0.850511 0.072 Uiso 1 1 calc R . . . .
H29B H -0.016378 0.636921 0.759438 0.072 Uiso 1 1 calc R . . . .
C16 C 0.7758(2) -0.0758(2) 0.60183(15) 0.0625(6) Uani 1 1 d . . . . .
H16 H 0.679055 -0.074204 0.585732 0.075 Uiso 1 1 calc R . . . .
C27 C 0.2828(2) 0.5478(2) 0.78532(16) 0.0597(5) Uani 1 1 d . . . . .
H27A H 0.298127 0.449016 0.805397 0.072 Uiso 1 1 calc R . . . .
H27B H 0.251086 0.574408 0.712607 0.072 Uiso 1 1 calc R . . . .
C30 C -0.1136(2) 0.6864(2) 0.89612(16) 0.0644(6) Uani 1 1 d . . . . .
H30A H -0.091511 0.651853 0.969895 0.077 Uiso 1 1 calc R . . . .
H30B H -0.113702 0.782617 0.881821 0.077 Uiso 1 1 calc R . . . .
C17 C 0.8949(2) -0.1551(2) 0.55565(15) 0.0604(5) Uani 1 1 d . . . . .
H17 H 0.879321 -0.208057 0.508697 0.072 Uiso 1 1 calc R . . . .
C9 C 0.4986(2) 0.6647(2) 0.58385(17) 0.0644(6) Uani 1 1 d . . . . .
H9 H 0.407948 0.709601 0.610460 0.077 Uiso 1 1 calc R . . . .
C23 C 1.3016(2) 0.1480(2) 0.86925(16) 0.0656(6) Uani 1 1 d . . . . .
H23 H 1.324082 0.199377 0.914978 0.079 Uiso 1 1 calc R . . . .
C22 C 1.4149(2) 0.0679(2) 0.81904(17) 0.0665(6) Uani 1 1 d . . . . .
H22 H 1.513734 0.064922 0.830072 0.080 Uiso 1 1 calc R . . . .
C11 C 0.6733(3) 0.6503(2) 0.44308(17) 0.0696(6) Uani 1 1 d . . . . .
H11 H 0.699721 0.685391 0.376290 0.084 Uiso 1 1 calc R . . . .
C10 C 0.5396(3) 0.7132(2) 0.48501(18) 0.0731(6) Uani 1 1 d . . . . .
H10 H 0.475333 0.790597 0.445248 0.088 Uiso 1 1 calc R . . . .
C31 C -0.2663(2) 0.6770(3) 0.87243(19) 0.0832(7) Uani 1 1 d . . . . .
H31A H -0.286159 0.704827 0.798706 0.125 Uiso 1 1 calc GR . . . .
H31B H -0.339730 0.736454 0.909325 0.125 Uiso 1 1 calc GR . . . .
H31C H -0.270604 0.583559 0.894137 0.125 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
O2 C19 1.391(2) . ?
O2 C20 1.385(2) . ?
N2 C25 1.394(2) . ?
N2 C14 1.408(2) . ?
N2 C3 1.434(2) . ?
N1 C7 1.388(2) . ?
N1 C8 1.395(2) . ?
N1 C26 1.471(2) . ?
O1 C1 1.224(2) . ?
C25 C20 1.389(2) . ?
C25 C24 1.381(3) . ?
C19 C14 1.386(2) . ?
C19 C18 1.366(3) . ?
C2 C7 1.408(2) . ?
C2 C3 1.418(2) . ?
C2 C1 1.468(2) . ?
C14 C15 1.382(2) . ?
C20 C21 1.371(3) . ?
C13 C8 1.390(2) . ?
C13 C1 1.463(2) . ?
C13 C12 1.401(2) . ?
C7 C6 1.412(2) . ?
C3 C4 1.363(2) . ?
C8 C9 1.407(3) . ?
C6 C5 1.363(3) . ?
C18 C17 1.382(3) . ?
C5 C4 1.388(3) . ?
C12 C11 1.368(3) . ?
C15 C16 1.384(3) . ?
C21 C22 1.378(3) . ?
C28 C29 1.509(3) . ?
C28 C27 1.518(3) . ?
C26 C27 1.513(3) . ?
C24 C23 1.375(3) . ?
C29 C30 1.519(3) . ?
C16 C17 1.371(3) . ?
C30 C31 1.503(3) . ?
C9 C10 1.372(3) . ?
C23 C22 1.371(3) . ?
C11 C10 1.377(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
C20 O2 C19 117.78(14) . . ?
C25 N2 C14 119.20(14) . . ?
C25 N2 C3 120.79(15) . . ?
C14 N2 C3 119.27(14) . . ?
C7 N1 C8 120.43(14) . . ?
C7 N1 C26 119.76(15) . . ?
C8 N1 C26 119.78(15) . . ?
C20 C25 N2 119.61(17) . . ?
C24 C25 N2 122.72(16) . . ?
C24 C25 C20 117.65(18) . . ?
C14 C19 O2 121.88(17) . . ?
C18 C19 O2 116.69(16) . . ?
C18 C19 C14 121.44(18) . . ?
C7 C2 C3 118.41(16) . . ?
C7 C2 C1 119.76(16) . . ?
C3 C2 C1 121.80(15) . . ?
C19 C14 N2 119.28(16) . . ?
C15 C14 N2 122.81(16) . . ?
C15 C14 C19 117.88(18) . . ?
O2 C20 C25 121.93(17) . . ?
C21 C20 O2 116.84(17) . . ?
C21 C20 C25 121.22(19) . . ?
C8 C13 C1 121.12(16) . . ?
C8 C13 C12 120.08(17) . . ?
C12 C13 C1 118.80(16) . . ?
N1 C7 C2 121.11(16) . . ?
N1 C7 C6 120.11(15) . . ?
C2 C7 C6 118.78(16) . . ?
C2 C3 N2 121.14(15) . . ?
C4 C3 N2 117.55(16) . . ?
C4 C3 C2 121.20(16) . . ?
N1 C8 C9 121.02(17) . . ?
C13 C8 N1 120.64(16) . . ?
C13 C8 C9 118.34(18) . . ?
O1 C1 C2 123.14(16) . . ?
O1 C1 C13 121.31(17) . . ?
C13 C1 C2 115.55(15) . . ?
C5 C6 C7 120.77(17) . . ?
C19 C18 C17 120.15(18) . . ?
C6 C5 C4 120.83(17) . . ?
C3 C4 C5 119.82(17) . . ?
C11 C12 C13 120.90(19) . . ?
C14 C15 C16 120.96(18) . . ?
C20 C21 C22 120.44(19) . . ?
C29 C28 C27 113.88(18) . . ?
N1 C26 C27 114.39(16) . . ?
C23 C24 C25 120.99(19) . . ?
C28 C29 C30 113.46(18) . . ?
C17 C16 C15 120.10(19) . . ?
C26 C27 C28 111.70(17) . . ?
C31 C30 C29 113.22(19) . . ?
C16 C17 C18 119.47(19) . . ?
C10 C9 C8 119.95(19) . . ?
C22 C23 C24 120.9(2) . . ?
C23 C22 C21 118.9(2) . . ?
C12 C11 C10 118.9(2) . . ?
C9 C10 C11 121.79(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.289
_oxdiff_exptl_absorpt_empirical_full_min 0.698
####################################################################### 
# 
# 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_ikb_msmart_sq
_database_code_depnum_ccdc_archive 'CCDC 1949981'
loop_
_audit_author_name
_audit_author_address
'Piotr A. Gunka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2019-08-28 deposited with the CCDC.	2020-03-26 downloaded from the CCDC.
;
_audit_creation_date             2019-07-22
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H28 N2 O2'
_chemical_formula_sum            'C31 H28 N2 O2'
_chemical_formula_weight         460.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 N2 O2 H28'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   12.0942(9)
_cell_length_b                   14.5020(9)
_cell_length_c                   28.554(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.589(7)
_cell_angle_gamma                90
_cell_volume                     5007.8(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4715
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7410
_cell_measurement_theta_min      3.1440
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1952
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0139
0 5 -2 0.1341
5 1 0 0.1746
-2 -5 2 0.1193
0 0 -1 0.0139
-5 5 -2 0.1923

_exptl_crystal_size_max          0.533
_exptl_crystal_size_mid          0.316
_exptl_crystal_size_min          0.028
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 -0.0002 1.0000 -0.0239 0.0047 -0.0049
0.0019 5.0015 -2.0006 0.0021 0.0067 0.2495
4.9992 0.9987 0.0013 -0.0707 -0.2834 0.0555
-2.0014 -5.0009 2.0000 0.0226 0.1080 -0.2525
0.0000 0.0002 -1.0000 0.0239 -0.0047 0.0049
-4.9970 5.0030 -2.0020 0.0637 0.2933 0.2419

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0958
_diffrn_reflns_av_unetI/netI     0.0867
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            52508
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.809
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3347
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -84.00  11.00   1.00  500.00    --  -11.40 -38.00-180.00   95
  2  ω    -38.00  50.00   1.00  500.00    --  -11.40  57.00 120.00   88
  3  ω     21.00  58.00   1.00  500.00    --  -11.40  38.00-180.00   37
  4  ω    -80.00  -2.00   1.00  500.00    --  -11.40 -57.00 -60.00   78
  5  ω    -67.00 -39.00   1.00  500.00    --   11.71 179.00 -30.00   28
  6  ω     56.00  81.00   1.00  500.00    --   11.71 179.00-180.00   25
  7  ω     58.00 101.00   1.00  500.00    --   11.71 179.00 -60.00   43
  8  ω     26.00  54.00   1.00  500.00    --   11.71 -99.00 150.00   28
  9  ω     16.00  43.00   1.00  500.00    --   11.71 -99.00 120.00   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0123157000
_diffrn_orient_matrix_UB_12      -0.0091383000
_diffrn_orient_matrix_UB_13      -0.0238978000
_diffrn_orient_matrix_UB_21      -0.0573402000
_diffrn_orient_matrix_UB_22      0.0032436000
_diffrn_orient_matrix_UB_23      0.0047198000
_diffrn_orient_matrix_UB_31      0.0015214000
_diffrn_orient_matrix_UB_32      0.0479255000
_diffrn_orient_matrix_UB_33      -0.0048755000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4104
_reflns_number_total             9828
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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         0.509
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         9828
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.1862
_refine_ls_R_factor_gt           0.0883
_refine_ls_restrained_S_all      1.005
_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)+(0.1698P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2589
_refine_ls_wR_factor_ref         0.3318
_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. Restrained distances
 C27-C26 = C28-C27 = C29-C28 = C30-C29 = C31-C30 = C67-C66 = C68-C67 = C69-C68
 = C70-C69 = C71-C70
 1.54 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
C29 \\sim C30 \\sim C31: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002
C71 \\sim C70 \\sim C69: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002
4.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C66(H66A,H66B), C27(H27A,H27B), C67(H67A,H67B), C68(H68A,
 H68B), C28(H28A,H28B), C29(H29A,H29B), C69(H69A,H69B), C70(H70A,H70B),
 C30(H30A,H30B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C43(H43), C9(H9), C45(H45), C6(H6), C46(H46), C5(H5), C10(H10),
 C12(H12), C49(H49), C24(H24), C64(H64), C11(H11), C15(H15), C18(H18), C50(H50),
  C52(H52), C51(H51), C55(H55), C61(H61), C58(H58), C17(H17), C16(H16),
 C57(H57), C23(H23), C21(H21), C63(H63), C56(H56), C62(H62), C22(H22)
4.c Idealised Me refined as rotating group:
 C71(H71A,H71B,H71C), C31(H31A,H31B,H31C)
;
_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 0.8181(2) 0.31163(18) 0.76551(10) 0.0725(8) Uani 1 1 d . . . . .
O41 O 0.6866(2) 0.4737(2) 0.71698(11) 0.0831(9) Uani 1 1 d . . . . .
N1 N 0.5071(3) 0.2446(2) 0.81099(11) 0.0620(9) Uani 1 1 d . . . . .
O2 O 0.7503(3) -0.0423(2) 0.57656(11) 0.0954(10) Uani 1 1 d . . . . .
O42 O 0.7225(3) 0.7770(2) 0.91313(12) 0.0949(10) Uani 1 1 d . . . . .
N42 N 0.8322(3) 0.7115(2) 0.83325(12) 0.0654(9) Uani 1 1 d . . . . .
N41 N 1.0114(3) 0.5167(2) 0.68053(12) 0.0663(9) Uani 1 1 d . . . . .
N2 N 0.6844(3) 0.0566(2) 0.65597(12) 0.0712(9) Uani 1 1 d . . . . .
C13 C 0.6709(3) 0.3421(2) 0.81693(13) 0.0560(9) Uani 1 1 d . . . . .
C2 C 0.6576(3) 0.2212(2) 0.75658(12) 0.0525(9) Uani 1 1 d . . . . .
C7 C 0.5538(3) 0.1959(2) 0.77395(13) 0.0548(9) Uani 1 1 d . . . . .
C8 C 0.5648(3) 0.3165(2) 0.83258(13) 0.0572(10) Uani 1 1 d . . . . .
C1 C 0.7234(3) 0.2942(2) 0.77817(13) 0.0559(9) Uani 1 1 d . . . . .
C47 C 0.9636(3) 0.5687(2) 0.71624(13) 0.0592(10) Uani 1 1 d . . . . .
C42 C 0.8565(3) 0.5509(2) 0.73113(14) 0.0582(10) Uani 1 1 d . . . . .
C4 C 0.6425(3) 0.1023(2) 0.69674(14) 0.0623(10) Uani 1 1 d . . . . .
C25 C 0.6434(3) 0.0813(3) 0.61154(14) 0.0622(10) Uani 1 1 d . . . . .
C44 C 0.8744(3) 0.6658(3) 0.79223(13) 0.0597(10) Uani 1 1 d . . . . .
C3 C 0.6990(3) 0.1738(2) 0.71671(14) 0.0619(10) Uani 1 1 d . . . . .
H3 H 0.766101 0.191970 0.704030 0.074 Uiso 1 1 calc R . . . .
C54 C 0.7437(3) 0.7725(2) 0.82878(15) 0.0632(10) Uani 1 1 d . . . . .
C19 C 0.8021(3) -0.0558(3) 0.61935(16) 0.0683(11) Uani 1 1 d . . . . .
C43 C 0.8137(3) 0.5985(2) 0.77030(14) 0.0622(10) Uani 1 1 d . . . . .
H43 H 0.743657 0.583904 0.781215 0.075 Uiso 1 1 calc R . . . .
C9 C 0.5194(3) 0.3644(3) 0.87085(14) 0.0636(10) Uani 1 1 d . . . . .
H9 H 0.450147 0.348151 0.882065 0.076 Uiso 1 1 calc R . . . .
C45 C 0.9777(3) 0.6898(3) 0.77501(14) 0.0663(11) Uani 1 1 d . . . . .
H45 H 1.016904 0.738156 0.788635 0.080 Uiso 1 1 calc R . . . .
C65 C 0.8535(3) 0.6728(2) 0.87744(14) 0.0607(10) Uani 1 1 d . . . . .
C41 C 0.7864(3) 0.4838(3) 0.70741(14) 0.0626(10) Uani 1 1 d . . . . .
C6 C 0.4984(3) 0.1197(2) 0.75323(14) 0.0645(10) Uani 1 1 d . . . . .
H6 H 0.431266 0.099920 0.765246 0.077 Uiso 1 1 calc R . . . .
C14 C 0.7703(3) -0.0092(2) 0.65918(15) 0.0629(10) Uani 1 1 d . . . . .
C46 C 1.0222(3) 0.6424(3) 0.73799(14) 0.0649(11) Uani 1 1 d . . . . .
H46 H 1.091626 0.658788 0.727029 0.078 Uiso 1 1 calc R . . . .
C48 C 0.9496(3) 0.4490(3) 0.65784(14) 0.0642(10) Uani 1 1 d . . . . .
C5 C 0.5430(3) 0.0753(3) 0.71572(14) 0.0663(11) Uani 1 1 d . . . . .
H5 H 0.505443 0.025533 0.702597 0.080 Uiso 1 1 calc R . . . .
C10 C 0.5777(4) 0.4350(3) 0.89150(14) 0.0699(11) Uani 1 1 d . . . . .
H10 H 0.546064 0.467130 0.916141 0.084 Uiso 1 1 calc R . . . .
C53 C 0.8392(3) 0.4314(3) 0.66963(14) 0.0658(11) Uani 1 1 d . . . . .
C59 C 0.6895(4) 0.8039(3) 0.86834(17) 0.0727(12) Uani 1 1 d . . . . .
C12 C 0.7279(4) 0.4138(2) 0.83925(14) 0.0671(11) Uani 1 1 d . . . . .
H12 H 0.797513 0.430933 0.828770 0.080 Uiso 1 1 calc R . . . .
C60 C 0.7958(3) 0.7036(3) 0.91661(16) 0.0701(11) Uani 1 1 d . . . . .
C49 C 0.9955(4) 0.3968(3) 0.62111(16) 0.0783(12) Uani 1 1 d . . . . .
H49 H 1.068107 0.407240 0.612088 0.094 Uiso 1 1 calc R . . . .
C24 C 0.5693(4) 0.1527(3) 0.60459(15) 0.0724(11) Uani 1 1 d . . . . .
H24 H 0.546385 0.187845 0.629951 0.087 Uiso 1 1 calc R . . . .
C20 C 0.6776(4) 0.0309(3) 0.57247(15) 0.0719(12) Uani 1 1 d . . . . .
C64 C 0.9304(4) 0.6026(3) 0.88478(16) 0.0741(12) Uani 1 1 d . . . . .
H64 H 0.971008 0.580513 0.859651 0.089 Uiso 1 1 calc R . . . .
C26 C 0.3952(3) 0.2220(3) 0.82714(14) 0.0762(12) Uani 1 1 d D . . . .
H26A H 0.354150 0.192293 0.801984 0.091 Uiso 1 1 calc R . . . .
H26B H 0.356776 0.278334 0.835339 0.091 Uiso 1 1 calc R . . . .
C11 C 0.6816(4) 0.4596(3) 0.87684(16) 0.0767(12) Uani 1 1 d . . . . .
H11 H 0.720403 0.506408 0.892006 0.092 Uiso 1 1 calc R . . . .
C15 C 0.8245(4) -0.0293(3) 0.70045(17) 0.0805(13) Uani 1 1 d . . . . .
H15 H 0.804269 0.001137 0.727720 0.097 Uiso 1 1 calc R . . . .
C18 C 0.8869(4) -0.1200(3) 0.62111(19) 0.0855(14) Uani 1 1 d . . . . .
H18 H 0.907787 -0.150351 0.593926 0.103 Uiso 1 1 calc R . . . .
C50 C 0.9332(5) 0.3303(3) 0.59851(17) 0.0916(15) Uani 1 1 d . . . . .
H50 H 0.964864 0.296557 0.574412 0.110 Uiso 1 1 calc R . . . .
C52 C 0.7779(4) 0.3641(3) 0.64612(17) 0.0807(13) Uani 1 1 d . . . . .
H52 H 0.704684 0.353754 0.654250 0.097 Uiso 1 1 calc R . . . .
C51 C 0.8253(5) 0.3125(3) 0.61064(17) 0.0888(14) Uani 1 1 d . . . . .
H51 H 0.785017 0.266690 0.595351 0.107 Uiso 1 1 calc R . . . .
C55 C 0.7095(4) 0.8081(3) 0.78565(17) 0.0820(13) Uani 1 1 d . . . . .
H55 H 0.747051 0.791356 0.758682 0.098 Uiso 1 1 calc R . . . .
C66 C 1.1268(3) 0.5340(3) 0.66736(15) 0.0782(12) Uani 1 1 d D . . . .
H66A H 1.161484 0.476984 0.657480 0.094 Uiso 1 1 calc R . . . .
H66B H 1.168067 0.558151 0.693973 0.094 Uiso 1 1 calc R . . . .
C61 C 0.8112(4) 0.6660(3) 0.95986(16) 0.0842(13) Uani 1 1 d . . . . .
H61 H 0.770587 0.687590 0.985077 0.101 Uiso 1 1 calc R . . . .
C58 C 0.6019(4) 0.8637(3) 0.8661(2) 0.0902(14) Uani 1 1 d . . . . .
H58 H 0.566592 0.882752 0.893164 0.108 Uiso 1 1 calc R . . . .
C17 C 0.9401(4) -0.1390(3) 0.6625(2) 0.0966(16) Uani 1 1 d . . . . .
H17 H 0.997099 -0.182053 0.663668 0.116 Uiso 1 1 calc R . . . .
C16 C 0.9084(4) -0.0937(3) 0.70227(19) 0.0928(15) Uani 1 1 d . . . . .
H16 H 0.943517 -0.106483 0.730658 0.111 Uiso 1 1 calc R . . . .
C57 C 0.5669(4) 0.8952(3) 0.8225(3) 0.1032(18) Uani 1 1 d . . . . .
H57 H 0.506797 0.935030 0.820428 0.124 Uiso 1 1 calc R . . . .
C23 C 0.5293(4) 0.1720(3) 0.56060(18) 0.0910(14) Uani 1 1 d . . . . .
H23 H 0.479191 0.220015 0.556349 0.109 Uiso 1 1 calc R . . . .
C21 C 0.6377(4) 0.0508(4) 0.52836(18) 0.0941(15) Uani 1 1 d . . . . .
H21 H 0.661308 0.016913 0.502672 0.113 Uiso 1 1 calc R . . . .
C27 C 0.3998(4) 0.1576(3) 0.86995(15) 0.0984(16) Uani 1 1 d D . . . .
H27A H 0.452008 0.181143 0.893039 0.118 Uiso 1 1 calc R . . . .
H27B H 0.423512 0.096475 0.860602 0.118 Uiso 1 1 calc R . . . .
C63 C 0.9474(4) 0.5652(4) 0.92874(18) 0.0933(15) Uani 1 1 d . . . . .
H63 H 0.999888 0.519002 0.933029 0.112 Uiso 1 1 calc R . . . .
C56 C 0.6199(5) 0.8684(3) 0.7823(2) 0.0993(16) Uani 1 1 d . . . . .
H56 H 0.596241 0.890221 0.753305 0.119 Uiso 1 1 calc R . . . .
C62 C 0.8870(5) 0.5960(4) 0.96630(19) 0.1050(17) Uani 1 1 d . . . . .
H62 H 0.897326 0.569763 0.995750 0.126 Uiso 1 1 calc R . . . .
C22 C 0.5628(5) 0.1209(4) 0.52259(18) 0.1081(18) Uani 1 1 d . . . . .
H22 H 0.534502 0.134001 0.492925 0.130 Uiso 1 1 calc R . . . .
C67 C 1.1269(4) 0.6043(4) 0.62697(17) 0.1089(17) Uani 1 1 d D . . . .
H67A H 1.080064 0.581848 0.601673 0.131 Uiso 1 1 calc R . . . .
H67B H 1.096376 0.662239 0.637864 0.131 Uiso 1 1 calc R . . . .
C68 C 1.2443(4) 0.6209(4) 0.6084(2) 0.136(2) Uani 1 1 d D . . . .
H68A H 1.270307 0.563562 0.595020 0.164 Uiso 1 1 calc R . . . .
H68B H 1.291924 0.634833 0.635044 0.164 Uiso 1 1 calc R . . . .
C28 C 0.2830(4) 0.1534(5) 0.8908(2) 0.137(2) Uani 1 1 d D . . . .
H28A H 0.258836 0.215778 0.897354 0.164 Uiso 1 1 calc R . . . .
H28B H 0.232986 0.127945 0.867366 0.164 Uiso 1 1 calc R . . . .
C29 C 0.2731(6) 0.0959(6) 0.9358(2) 0.213(3) Uani 1 1 d D U . . .
H29A H 0.325576 0.116725 0.959497 0.256 Uiso 1 1 calc R . . . .
H29B H 0.285866 0.031057 0.929613 0.256 Uiso 1 1 calc R . . . .
C69 C 1.2602(9) 0.6974(7) 0.5717(4) 0.282(4) Uani 1 1 d D U . . .
H69A H 1.286691 0.752347 0.587690 0.339 Uiso 1 1 calc R . . . .
H69B H 1.317519 0.678034 0.550347 0.339 Uiso 1 1 calc R . . . .
C71 C 1.1525(11) 0.8143(7) 0.5151(4) 0.285(4) Uani 1 1 d D U . . .
H71A H 1.082577 0.819254 0.499123 0.428 Uiso 1 1 calc GR . . . .
H71B H 1.211052 0.815142 0.492677 0.428 Uiso 1 1 calc GR . . . .
H71C H 1.161292 0.865213 0.536317 0.428 Uiso 1 1 calc GR . . . .
C70 C 1.1567(8) 0.7233(7) 0.5428(4) 0.283(4) Uani 1 1 d D U . . .
H70A H 1.094661 0.723521 0.564052 0.340 Uiso 1 1 calc R . . . .
H70B H 1.143720 0.673681 0.520625 0.340 Uiso 1 1 calc R . . . .
C30 C 0.1533(6) 0.1127(7) 0.9516(3) 0.214(3) Uani 1 1 d D U . . .
H30A H 0.139681 0.178112 0.955460 0.256 Uiso 1 1 calc R . . . .
H30B H 0.101433 0.088613 0.928528 0.256 Uiso 1 1 calc R . . . .
C31 C 0.1402(8) 0.0620(7) 0.9986(3) 0.216(3) Uani 1 1 d D U . . .
H31A H 0.149048 -0.003061 0.993808 0.325 Uiso 1 1 calc GR . . . .
H31B H 0.067979 0.074062 1.010807 0.325 Uiso 1 1 calc GR . . . .
H31C H 0.195343 0.083544 1.020375 0.325 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
O1 C1 1.231(4) . ?
O41 C41 1.249(4) . ?
N1 C7 1.396(4) . ?
N1 C8 1.395(4) . ?
N1 C26 1.470(5) . ?
O2 C19 1.381(5) . ?
O2 C20 1.382(5) . ?
O42 C59 1.391(5) . ?
O42 C60 1.388(5) . ?
N42 C44 1.444(5) . ?
N42 C54 1.393(5) . ?
N42 C65 1.403(5) . ?
N41 C47 1.398(5) . ?
N41 C48 1.390(5) . ?
N41 C66 1.472(5) . ?
N2 C4 1.437(5) . ?
N2 C25 1.404(5) . ?
N2 C14 1.412(5) . ?
C13 C8 1.412(5) . ?
C13 C1 1.458(5) . ?
C13 C12 1.398(5) . ?
C2 C7 1.404(5) . ?
C2 C1 1.457(5) . ?
C2 C3 1.425(5) . ?
C7 C6 1.418(5) . ?
C8 C9 1.411(5) . ?
C47 C42 1.392(5) . ?
C47 C46 1.421(5) . ?
C42 C43 1.417(5) . ?
C42 C41 1.453(5) . ?
C4 C3 1.363(5) . ?
C4 C5 1.381(5) . ?
C25 C24 1.383(5) . ?
C25 C20 1.400(5) . ?
C44 C43 1.369(5) . ?
C44 C45 1.391(5) . ?
C54 C59 1.388(6) . ?
C54 C55 1.394(6) . ?
C19 C14 1.381(5) . ?
C19 C18 1.385(6) . ?
C9 C10 1.373(5) . ?
C45 C46 1.375(5) . ?
C65 C60 1.397(6) . ?
C65 C64 1.394(5) . ?
C41 C53 1.471(6) . ?
C6 C5 1.366(5) . ?
C14 C15 1.374(6) . ?
C48 C53 1.404(5) . ?
C48 C49 1.412(6) . ?
C10 C11 1.376(6) . ?
C53 C52 1.394(6) . ?
C59 C58 1.370(6) . ?
C12 C11 1.385(6) . ?
C60 C61 1.361(6) . ?
C49 C50 1.380(6) . ?
C24 C23 1.370(6) . ?
C20 C21 1.375(6) . ?
C64 C63 1.381(6) . ?
C26 C27 1.5388(10) . ?
C15 C16 1.379(6) . ?
C18 C17 1.369(6) . ?
C50 C51 1.377(7) . ?
C52 C51 1.389(6) . ?
C55 C56 1.395(6) . ?
C66 C67 1.5397(10) . ?
C61 C62 1.380(6) . ?
C58 C57 1.387(7) . ?
C17 C16 1.369(7) . ?
C57 C56 1.375(7) . ?
C23 C22 1.379(7) . ?
C21 C22 1.371(7) . ?
C27 C28 1.5397(10) . ?
C63 C62 1.378(7) . ?
C67 C68 1.5388(10) . ?
C68 C69 1.5396(10) . ?
C28 C29 1.5385(10) . ?
C29 C30 1.5408(10) . ?
C69 C70 1.5388(10) . ?
C71 C70 1.5392(10) . ?
C30 C31 1.5382(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C26 120.3(3) . . ?
C8 N1 C7 120.5(3) . . ?
C8 N1 C26 119.1(3) . . ?
C19 O2 C20 117.8(3) . . ?
C60 O42 C59 117.2(3) . . ?
C54 N42 C44 119.7(3) . . ?
C54 N42 C65 118.1(3) . . ?
C65 N42 C44 118.8(3) . . ?
C47 N41 C66 119.6(3) . . ?
C48 N41 C47 119.8(3) . . ?
C48 N41 C66 120.5(3) . . ?
C25 N2 C4 119.4(3) . . ?
C25 N2 C14 118.9(3) . . ?
C14 N2 C4 121.6(3) . . ?
C8 C13 C1 121.3(3) . . ?
C12 C13 C8 119.8(3) . . ?
C12 C13 C1 118.9(3) . . ?
C7 C2 C1 121.8(3) . . ?
C7 C2 C3 118.6(3) . . ?
C3 C2 C1 119.6(3) . . ?
N1 C7 C2 120.4(3) . . ?
N1 C7 C6 121.2(3) . . ?
C2 C7 C6 118.5(3) . . ?
N1 C8 C13 120.6(3) . . ?
N1 C8 C9 120.8(4) . . ?
C9 C8 C13 118.5(3) . . ?
O1 C1 C13 122.6(3) . . ?
O1 C1 C2 122.0(3) . . ?
C2 C1 C13 115.3(3) . . ?
N41 C47 C46 121.1(3) . . ?
C42 C47 N41 121.0(3) . . ?
C42 C47 C46 117.9(4) . . ?
C47 C42 C43 119.9(3) . . ?
C47 C42 C41 121.5(4) . . ?
C43 C42 C41 118.6(4) . . ?
C3 C4 N2 120.7(4) . . ?
C3 C4 C5 119.1(3) . . ?
C5 C4 N2 120.2(4) . . ?
C24 C25 N2 122.9(3) . . ?
C24 C25 C20 118.2(4) . . ?
C20 C25 N2 118.9(4) . . ?
C43 C44 N42 120.4(4) . . ?
C43 C44 C45 119.7(4) . . ?
C45 C44 N42 119.9(4) . . ?
C4 C3 C2 121.5(4) . . ?
N42 C54 C55 122.4(4) . . ?
C59 C54 N42 120.1(4) . . ?
C59 C54 C55 117.4(4) . . ?
O2 C19 C14 122.1(4) . . ?
O2 C19 C18 117.1(4) . . ?
C14 C19 C18 120.7(4) . . ?
C44 C43 C42 120.7(4) . . ?
C10 C9 C8 119.8(4) . . ?
C46 C45 C44 120.4(4) . . ?
C60 C65 N42 120.2(4) . . ?
C64 C65 N42 123.0(4) . . ?
C64 C65 C60 116.8(4) . . ?
O41 C41 C42 122.5(4) . . ?
O41 C41 C53 121.9(4) . . ?
C42 C41 C53 115.6(4) . . ?
C5 C6 C7 120.4(4) . . ?
C19 C14 N2 119.2(4) . . ?
C15 C14 N2 122.9(4) . . ?
C15 C14 C19 117.9(4) . . ?
C45 C46 C47 120.9(4) . . ?
N41 C48 C53 121.6(4) . . ?
N41 C48 C49 120.8(4) . . ?
C53 C48 C49 117.6(4) . . ?
C6 C5 C4 121.8(4) . . ?
C9 C10 C11 122.0(4) . . ?
C48 C53 C41 120.2(4) . . ?
C52 C53 C41 118.8(4) . . ?
C52 C53 C48 120.9(4) . . ?
C54 C59 O42 121.5(4) . . ?
C58 C59 O42 115.8(4) . . ?
C58 C59 C54 122.7(5) . . ?
C11 C12 C13 120.5(4) . . ?
O42 C60 C65 120.8(4) . . ?
C61 C60 O42 116.9(4) . . ?
C61 C60 C65 122.2(4) . . ?
C50 C49 C48 120.3(4) . . ?
C23 C24 C25 120.5(4) . . ?
O2 C20 C25 121.8(4) . . ?
C21 C20 O2 117.1(4) . . ?
C21 C20 C25 121.1(4) . . ?
C63 C64 C65 121.1(4) . . ?
N1 C26 C27 111.0(3) . . ?
C10 C11 C12 119.3(4) . . ?
C14 C15 C16 121.4(4) . . ?
C17 C18 C19 120.6(5) . . ?
C51 C50 C49 121.8(4) . . ?
C51 C52 C53 120.5(5) . . ?
C50 C51 C52 118.8(5) . . ?
C54 C55 C56 121.0(5) . . ?
N41 C66 C67 108.2(3) . . ?
C60 C61 C62 120.0(4) . . ?
C59 C58 C57 118.7(5) . . ?
C16 C17 C18 119.0(5) . . ?
C17 C16 C15 120.4(5) . . ?
C56 C57 C58 120.9(5) . . ?
C24 C23 C22 120.5(5) . . ?
C22 C21 C20 119.4(5) . . ?
C26 C27 C28 107.8(4) . . ?
C62 C63 C64 120.4(5) . . ?
C57 C56 C55 119.3(5) . . ?
C63 C62 C61 119.4(5) . . ?
C21 C22 C23 120.2(5) . . ?
C68 C67 C66 111.7(4) . . ?
C67 C68 C69 118.0(6) . . ?
C29 C28 C27 115.1(5) . . ?
C28 C29 C30 103.9(5) . . ?
C70 C69 C68 115.7(7) . . ?
C69 C70 C71 120.5(9) . . ?
C31 C30 C29 106.6(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.735
_oxdiff_exptl_absorpt_empirical_full_min 0.795
