# 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 2021

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

data_BS112F2cyc_2
_database_code_depnum_ccdc_archive 'CCDC 2085922'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2021-05-26 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 24 fevrier 2020                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H15 N'
_chemical_formula_sum            'C25 H15 N'
_chemical_formula_weight         329.38
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                            UNIT CELL INFORMATION                             #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
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                   12.054(2)
_cell_length_b                   10.6413(10)
_cell_length_c                   13.5706(19)
_cell_angle_alpha                90
_cell_angle_beta                 114.096(9)
_cell_angle_gamma                90
_cell_volume                     1589.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    3831
_cell_measurement_theta_min      3.2907
_cell_measurement_theta_max      27.4637
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0814453
_diffrn_orient_matrix_UB_21      0.0042251
_diffrn_orient_matrix_UB_31      0.0402026
_diffrn_orient_matrix_UB_12      -0.0417409
_diffrn_orient_matrix_UB_22      0.0134027
_diffrn_orient_matrix_UB_32      0.0831533
_diffrn_orient_matrix_UB_13      0.0279659
_diffrn_orient_matrix_UB_23      -0.0713367
_diffrn_orient_matrix_UB_33      0.0255363


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.190
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             688
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.710
_exptl_absorpt_correction_T_max  0.985

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0328
_diffrn_reflns_av_uneti/neti     0.0466
_diffrn_reflns_number            7410
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.703
_diffrn_reflns_theta_max         27.470
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.971
_reflns_number_total             3521
_reflns_number_gt                2798
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3521
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0563
_refine_ls_wR_factor_ref         0.2336
_refine_ls_wR_factor_gt          0.2049
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.976
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.056

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'

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
C1 C 0.09781(15) 0.40501(16) 0.43288(14) 0.0204(4) Uani 1 1 d . . . . .
C2 C 0.03926(17) 0.31127(16) 0.35403(16) 0.0253(4) Uani 1 1 d . . . . .
H2 H 0.009508 0.237226 0.374025 0.030 Uiso 1 1 calc R U . . .
C3 C 0.02548(17) 0.32684(17) 0.24982(16) 0.0278(5) Uani 1 1 d . . . . .
H3 H -0.013949 0.263536 0.197908 0.033 Uiso 1 1 calc R U . . .
C4 C 0.06961(16) 0.43708(17) 0.21802(15) 0.0264(4) Uani 1 1 d . . . . .
H4 H 0.060556 0.446180 0.145483 0.032 Uiso 1 1 calc R U . . .
C5 C 0.12460(15) 0.52925(17) 0.29115(14) 0.0228(4) Uani 1 1 d . . . . .
H5 H 0.153940 0.602319 0.269367 0.027 Uiso 1 1 calc R U . . .
C6 C 0.13864(14) 0.51714(15) 0.40042(14) 0.0196(4) Uani 1 1 d . . . . .
C7 C 0.19515(15) 0.60941(15) 0.47855(14) 0.0201(4) Uani 1 1 d . . . . .
H7 H 0.223708 0.684439 0.458853 0.024 Uiso 1 1 calc R U . . .
C8 C 0.20978(15) 0.59200(15) 0.58477(14) 0.0192(4) Uani 1 1 d . . . . .
C9 C 0.27064(14) 0.68140(15) 0.67141(14) 0.0192(4) Uani 1 1 d . . . . .
C10 C 0.28659(15) 0.81316(15) 0.65129(14) 0.0195(4) Uani 1 1 d . . . . .
C11 C 0.20606(16) 0.87609(16) 0.55714(15) 0.0233(4) Uani 1 1 d . . . . .
H11 H 0.140361 0.830951 0.504855 0.028 Uiso 1 1 calc R U . . .
C12 C 0.22105(18) 1.00107(16) 0.53991(16) 0.0275(5) Uani 1 1 d . . . . .
H12 H 0.165636 1.041432 0.476458 0.033 Uiso 1 1 calc R U . . .
C13 C 0.31761(19) 1.06887(17) 0.61551(17) 0.0298(5) Uani 1 1 d . . . . .
H13 H 0.330683 1.153901 0.601734 0.036 Uiso 1 1 calc R U . . .
C14 C 0.39384(18) 1.01168(16) 0.71024(16) 0.0270(4) Uani 1 1 d . . . . .
H14 H 0.458611 1.058683 0.761731 0.032 Uiso 1 1 calc R U . . .
C15 C 0.37793(16) 0.88512(16) 0.73251(15) 0.0218(4) Uani 1 1 d . . . . .
C16 C 0.44321(15) 0.83079(16) 0.83954(15) 0.0214(4) Uani 1 1 d . . . . .
C17 C 0.54010(17) 0.89363(18) 0.92174(16) 0.0276(5) Uani 1 1 d . . . . .
H17 H 0.572658 0.967615 0.904596 0.033 Uiso 1 1 calc R U . . .
C18 C 0.58838(17) 0.84976(19) 1.02634(16) 0.0294(5) Uani 1 1 d . . . . .
H18 H 0.654170 0.892987 1.080295 0.035 Uiso 1 1 calc R U . . .
C19 C 0.54106(17) 0.74238(18) 1.05317(15) 0.0280(5) Uani 1 1 d . . . . .
H19 H 0.570753 0.715464 1.126190 0.034 Uiso 1 1 calc R U . . .
C20 C 0.45098(16) 0.67503(17) 0.97363(15) 0.0247(4) Uani 1 1 d . . . . .
H20 H 0.421505 0.599894 0.992242 0.030 Uiso 1 1 calc R U . . .
C21 C 0.40159(15) 0.71550(16) 0.86496(14) 0.0209(4) Uani 1 1 d . . . . .
C22 C 0.31544(15) 0.63930(16) 0.77826(14) 0.0204(4) Uani 1 1 d . . . . .
C23 C 0.28004(17) 0.51766(17) 0.80073(15) 0.0252(4) Uani 1 1 d . . . . .
H23 H 0.307364 0.491163 0.873707 0.030 Uiso 1 1 calc R U . . .
C24 C 0.20915(17) 0.43943(16) 0.72162(15) 0.0251(4) Uani 1 1 d . . . . .
H24 H 0.181740 0.362825 0.739932 0.030 Uiso 1 1 calc R U . . .
C25 C 0.17500(15) 0.47096(16) 0.61052(14) 0.0213(4) Uani 1 1 d . . . . .
N1 N 0.11756(13) 0.38203(14) 0.53661(12) 0.0225(4) Uani 1 1 d . . . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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
C1 N1 1.351(2) . ?
C1 C2 1.422(2) . ?
C1 C6 1.427(2) . ?
C2 C3 1.365(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.426(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.360(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.428(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.401(2) . ?
C7 C8 1.391(2) . ?
C7 H7 0.9500 . ?
C8 C25 1.441(2) . ?
C8 C9 1.457(2) . ?
C9 C22 1.398(2) . ?
C9 C10 1.456(2) . ?
C10 C11 1.418(2) . ?
C10 C15 1.422(2) . ?
C11 C12 1.375(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.397(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.379(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.410(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.459(3) . ?
C16 C17 1.411(2) . ?
C16 C21 1.420(2) . ?
C17 C18 1.377(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.390(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.379(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.414(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.457(2) . ?
C22 C23 1.434(2) . ?
C23 C24 1.351(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.431(2) . ?
C24 H24 0.9500 . ?
C25 N1 1.347(2) . ?

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
N1 C1 C2 118.65(16) . . ?
N1 C1 C6 122.46(16) . . ?
C2 C1 C6 118.82(17) . . ?
C3 C2 C1 120.50(17) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.72(17) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 120.23(18) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.57(17) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C7 C6 C1 118.35(16) . . ?
C7 C6 C5 122.51(16) . . ?
C1 C6 C5 119.10(16) . . ?
C8 C7 C6 120.50(16) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C25 116.36(15) . . ?
C7 C8 C9 123.95(15) . . ?
C25 C8 C9 119.24(16) . . ?
C22 C9 C10 118.57(15) . . ?
C22 C9 C8 118.80(15) . . ?
C10 C9 C8 122.62(15) . . ?
C11 C10 C15 118.21(15) . . ?
C11 C10 C9 121.97(15) . . ?
C15 C10 C9 119.53(15) . . ?
C12 C11 C10 121.39(17) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C13 120.17(17) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 119.65(16) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 121.59(17) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C10 118.56(17) . . ?
C14 C15 C16 121.75(16) . . ?
C10 C15 C16 119.36(16) . . ?
C17 C16 C21 118.54(17) . . ?
C17 C16 C15 122.34(16) . . ?
C21 C16 C15 118.91(15) . . ?
C18 C17 C16 121.27(18) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 120.17(17) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C20 C19 C18 119.90(18) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 121.33(17) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C20 C21 C16 118.46(16) . . ?
C20 C21 C22 122.05(16) . . ?
C16 C21 C22 119.38(16) . . ?
C9 C22 C23 119.15(16) . . ?
C9 C22 C21 120.35(15) . . ?
C23 C22 C21 120.43(16) . . ?
C24 C23 C22 122.25(17) . . ?
C24 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
C23 C24 C25 120.60(16) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
N1 C25 C24 117.33(15) . . ?
N1 C25 C8 124.01(16) . . ?
C24 C25 C8 118.56(16) . . ?
C25 N1 C1 117.86(15) . . ?

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 -175.23(16) . . . . ?
C6 C1 C2 C3 1.8(3) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C3 C4 C5 -1.0(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
N1 C1 C6 C7 -3.7(3) . . . . ?
C2 C1 C6 C7 179.39(15) . . . . ?
N1 C1 C6 C5 174.04(15) . . . . ?
C2 C1 C6 C5 -2.9(2) . . . . ?
C4 C5 C6 C7 179.71(16) . . . . ?
C4 C5 C6 C1 2.1(3) . . . . ?
C1 C6 C7 C8 -0.6(2) . . . . ?
C5 C6 C7 C8 -178.22(15) . . . . ?
C6 C7 C8 C25 5.9(2) . . . . ?
C6 C7 C8 C9 178.09(15) . . . . ?
C7 C8 C9 C22 -159.27(17) . . . . ?
C25 C8 C9 C22 12.7(2) . . . . ?
C7 C8 C9 C10 20.8(3) . . . . ?
C25 C8 C9 C10 -167.17(15) . . . . ?
C22 C9 C10 C11 -153.19(18) . . . . ?
C8 C9 C10 C11 26.7(3) . . . . ?
C22 C9 C10 C15 20.5(2) . . . . ?
C8 C9 C10 C15 -159.64(16) . . . . ?
C15 C10 C11 C12 5.2(3) . . . . ?
C9 C10 C11 C12 178.97(18) . . . . ?
C10 C11 C12 C13 0.4(3) . . . . ?
C11 C12 C13 C14 -3.6(3) . . . . ?
C12 C13 C14 C15 0.9(3) . . . . ?
C13 C14 C15 C10 4.8(3) . . . . ?
C13 C14 C15 C16 -168.58(19) . . . . ?
C11 C10 C15 C14 -7.7(3) . . . . ?
C9 C10 C15 C14 178.41(16) . . . . ?
C11 C10 C15 C16 165.85(17) . . . . ?
C9 C10 C15 C16 -8.0(3) . . . . ?
C14 C15 C16 C17 -10.8(3) . . . . ?
C10 C15 C16 C17 175.83(17) . . . . ?
C14 C15 C16 C21 163.82(17) . . . . ?
C10 C15 C16 C21 -9.5(3) . . . . ?
C21 C16 C17 C18 -4.5(3) . . . . ?
C15 C16 C17 C18 170.18(18) . . . . ?
C16 C17 C18 C19 -0.7(3) . . . . ?
C17 C18 C19 C20 4.2(3) . . . . ?
C18 C19 C20 C21 -2.6(3) . . . . ?
C19 C20 C21 C16 -2.6(3) . . . . ?
C19 C20 C21 C22 173.65(17) . . . . ?
C17 C16 C21 C20 6.0(3) . . . . ?
C15 C16 C21 C20 -168.83(17) . . . . ?
C17 C16 C21 C22 -170.34(16) . . . . ?
C15 C16 C21 C22 14.8(3) . . . . ?
C10 C9 C22 C23 167.75(16) . . . . ?
C8 C9 C22 C23 -12.1(3) . . . . ?
C10 C9 C22 C21 -15.2(2) . . . . ?
C8 C9 C22 C21 164.89(16) . . . . ?
C20 C21 C22 C9 -178.59(17) . . . . ?
C16 C21 C22 C9 -2.4(3) . . . . ?
C20 C21 C22 C23 -1.6(3) . . . . ?
C16 C21 C22 C23 174.64(16) . . . . ?
C9 C22 C23 C24 3.1(3) . . . . ?
C21 C22 C23 C24 -173.88(17) . . . . ?
C22 C23 C24 C25 5.6(3) . . . . ?
C23 C24 C25 N1 171.73(18) . . . . ?
C23 C24 C25 C8 -4.8(3) . . . . ?
C7 C8 C25 N1 -8.0(3) . . . . ?
C9 C8 C25 N1 179.44(16) . . . . ?
C7 C8 C25 C24 168.30(16) . . . . ?
C9 C8 C25 C24 -4.3(2) . . . . ?
C24 C25 N1 C1 -172.27(16) . . . . ?
C8 C25 N1 C1 4.1(3) . . . . ?
C2 C1 N1 C25 178.88(16) . . . . ?
C6 C1 N1 C25 1.9(3) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_BS138
_database_code_depnum_ccdc_archive 'CCDC 2085923'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2021-05-26 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 06 juillet 2020                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C31 H19 N O'
_chemical_formula_sum            'C31 H19 N O'
_chemical_formula_weight         421.47
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                            UNIT CELL INFORMATION                             #
#------------------------------------------------------------------------------#


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

_cell_length_a                   9.6301(9)
_cell_length_b                   10.5930(9)
_cell_length_c                   10.6467(11)
_cell_angle_alpha                100.520(4)
_cell_angle_beta                 91.593(4)
_cell_angle_gamma                95.892(3)
_cell_volume                     1060.99(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9799
_cell_measurement_theta_min      2.8164
_cell_measurement_theta_max      27.7243
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0861872
_diffrn_orient_matrix_UB_21      -0.0577403
_diffrn_orient_matrix_UB_31      -0.0126606
_diffrn_orient_matrix_UB_12      -0.0133230
_diffrn_orient_matrix_UB_22      -0.0560540
_diffrn_orient_matrix_UB_32      0.0775346
_diffrn_orient_matrix_UB_13      -0.0487994
_diffrn_orient_matrix_UB_23      -0.0726048
_diffrn_orient_matrix_UB_33      -0.0386539


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.590
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             440
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.895
_exptl_absorpt_correction_T_max  0.979

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        3                                        #
# Total number of frames [*] :      456                                        #
# Total length of scans  [*] :   456.00 (deg.)                                 #
# Rotation speed         [*] :     8.00 sec./deg.                              #
# Total exposition time  [*] :      1 h   0.8 min.                             #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       8.0   1.00     34.0     360   0.27 270.94 360.00  23.00 150.00  #
#  2 Omega     8.0   1.00     34.0      96   0.27   3.16  72.00 315.50 150.00  #
#  3 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0372
_diffrn_reflns_av_r_equivalents  0.0416
_diffrn_reflns_number            19927
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.497
_diffrn_reflns_theta_max         27.559
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_reflns_number_total             4864
_reflns_number_gt                3977
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0628P)²+0.5761P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4864
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1395
_refine_ls_wR_factor_gt          0.1270
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.052

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'

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
C1 C 0.23819(15) 0.85891(14) 0.24658(14) 0.0253(3) Uani 1 1 d . . . . .
H1 H 0.297918 0.907443 0.314811 0.030 Uiso 1 1 calc R U . . .
C2 C 0.10049(17) 0.88381(17) 0.23289(17) 0.0355(4) Uani 1 1 d . . . . .
H2 H 0.066199 0.950863 0.291658 0.043 Uiso 1 1 calc R U . . .
C3 C 0.01229(18) 0.81214(19) 0.13460(18) 0.0390(4) Uani 1 1 d . . . . .
H3 H -0.081491 0.830661 0.125274 0.047 Uiso 1 1 calc R U . . .
C4 C 0.06207(17) 0.71321(17) 0.05003(16) 0.0341(4) Uani 1 1 d . . . . .
H4 H 0.001371 0.662695 -0.016382 0.041 Uiso 1 1 calc R U . . .
C5 C 0.19955(16) 0.68729(15) 0.06143(14) 0.0265(3) Uani 1 1 d . . . . .
H5 H 0.233580 0.619456 0.003434 0.032 Uiso 1 1 calc R U . . .
C6 C 0.28688(14) 0.76232(13) 0.15928(13) 0.0207(3) Uani 1 1 d . . . . .
O7 O 0.42522(10) 0.73682(10) 0.15916(9) 0.0229(2) Uani 1 1 d . . . . .
C8 C 0.51312(14) 0.79397(13) 0.26375(13) 0.0205(3) Uani 1 1 d . . . . .
C9 C 0.60895(15) 0.89786(13) 0.24602(14) 0.0225(3) Uani 1 1 d . . . . .
C10 C 0.61934(16) 0.94279(14) 0.12802(15) 0.0270(3) Uani 1 1 d . . . . .
H10 H 0.556668 0.904507 0.057736 0.032 Uiso 1 1 calc R U . . .
C11 C 0.71903(17) 1.04070(15) 0.11542(17) 0.0320(4) Uani 1 1 d . . . . .
H11 H 0.726842 1.068629 0.035788 0.038 Uiso 1 1 calc R U . . .
C12 C 0.81103(17) 1.10091(15) 0.22091(18) 0.0333(4) Uani 1 1 d . . . . .
H12 H 0.880568 1.168210 0.210764 0.040 Uiso 1 1 calc R U . . .
C13 C 0.80088(16) 1.06351(15) 0.33602(17) 0.0299(3) Uani 1 1 d . . . . .
H13 H 0.862182 1.105841 0.405899 0.036 Uiso 1 1 calc R U . . .
C14 C 0.69866(15) 0.96097(13) 0.35280(15) 0.0242(3) Uani 1 1 d . . . . .
N15 N 0.68496(13) 0.93232(12) 0.47069(12) 0.0254(3) Uani 1 1 d . . . . .
C16 C 0.59025(15) 0.83419(13) 0.48411(14) 0.0221(3) Uani 1 1 d . . . . .
C17 C 0.56244(16) 0.81781(14) 0.61171(14) 0.0256(3) Uani 1 1 d . . . . .
H17 H 0.618577 0.868394 0.681369 0.031 Uiso 1 1 calc R U . . .
C18 C 0.45777(16) 0.73166(14) 0.63450(14) 0.0253(3) Uani 1 1 d . . . . .
H18 H 0.433008 0.731486 0.720223 0.030 Uiso 1 1 calc R U . . .
C19 C 0.38212(14) 0.63965(13) 0.53271(13) 0.0213(3) Uani 1 1 d . . . . .
C20 C 0.27189(15) 0.54560(14) 0.56094(14) 0.0233(3) Uani 1 1 d . . . . .
C31 C 0.22352(17) 0.55104(16) 0.68609(16) 0.0317(3) Uani 1 1 d . . . . .
H31 H 0.267816 0.614173 0.754226 0.038 Uiso 1 1 calc R U . . .
C32 C 0.11384(19) 0.46687(18) 0.71093(18) 0.0389(4) Uani 1 1 d . . . . .
H32 H 0.083272 0.472061 0.795611 0.047 Uiso 1 1 calc R U . . .
C33 C 0.04740(19) 0.37390(19) 0.61199(19) 0.0412(4) Uani 1 1 d . . . . .
H33 H -0.029198 0.316485 0.629021 0.049 Uiso 1 1 calc R U . . .
C34 C 0.09284(18) 0.36535(16) 0.48972(17) 0.0346(4) Uani 1 1 d . . . . .
H34 H 0.047227 0.301297 0.423069 0.041 Uiso 1 1 calc R U . . .
C35 C 0.20584(15) 0.44975(14) 0.46109(15) 0.0251(3) Uani 1 1 d . . . . .
C36 C 0.26078(15) 0.43687(14) 0.33386(14) 0.0236(3) Uani 1 1 d . . . . .
C37 C 0.21441(16) 0.33039(15) 0.23593(16) 0.0298(3) Uani 1 1 d . . . . .
H37 H 0.135880 0.272981 0.248849 0.036 Uiso 1 1 calc R U . . .
C38 C 0.28041(17) 0.30818(16) 0.12259(16) 0.0320(4) Uani 1 1 d . . . . .
H38 H 0.245399 0.237826 0.056954 0.038 Uiso 1 1 calc R U . . .
C39 C 0.39891(17) 0.38888(15) 0.10372(15) 0.0292(3) Uani 1 1 d . . . . .
H39 H 0.448561 0.370069 0.027879 0.035 Uiso 1 1 calc R U . . .
C40 C 0.44363(15) 0.49612(14) 0.19572(14) 0.0242(3) Uani 1 1 d . . . . .
H40 H 0.524505 0.550570 0.182528 0.029 Uiso 1 1 calc R U . . .
C41 C 0.37130(14) 0.52649(13) 0.30931(13) 0.0216(3) Uani 1 1 d . . . . .
C42 C 0.41823(14) 0.64005(13) 0.40688(13) 0.0202(3) Uani 1 1 d . . . . .
C43 C 0.50861(14) 0.75057(13) 0.37988(13) 0.0204(3) Uani 1 1 d . . . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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
C1 C6 1.381(2) . ?
C1 C2 1.387(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.386(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3914(19) . ?
C5 H5 0.9500 . ?
C6 O7 1.3862(17) . ?
O7 C8 1.3853(16) . ?
C8 C43 1.396(2) . ?
C8 C9 1.406(2) . ?
C9 C10 1.425(2) . ?
C9 C14 1.427(2) . ?
C10 C11 1.367(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.421(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.358(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.429(2) . ?
C13 H13 0.9500 . ?
C14 N15 1.351(2) . ?
N15 C16 1.3415(19) . ?
C16 C17 1.430(2) . ?
C16 C43 1.4435(18) . ?
C17 C18 1.347(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.4421(19) . ?
C18 H18 0.9500 . ?
C19 C42 1.394(2) . ?
C19 C20 1.456(2) . ?
C20 C35 1.415(2) . ?
C20 C31 1.417(2) . ?
C31 C32 1.374(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.394(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.375(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.412(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.456(2) . ?
C36 C37 1.414(2) . ?
C36 C41 1.415(2) . ?
C37 C38 1.373(2) . ?
C37 H37 0.9500 . ?
C38 C39 1.396(2) . ?
C38 H38 0.9500 . ?
C39 C40 1.380(2) . ?
C39 H39 0.9500 . ?
C40 C41 1.415(2) . ?
C40 H40 0.9500 . ?
C41 C42 1.4617(19) . ?
C42 C43 1.4623(19) . ?

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
C6 C1 C2 118.81(14) . . ?
C6 C1 H1 120.6 . . ?
C2 C1 H1 120.6 . . ?
C3 C2 C1 120.87(16) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 119.44(15) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 120.62(15) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 118.86(14) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C6 O7 123.04(12) . . ?
C1 C6 C5 121.35(13) . . ?
O7 C6 C5 115.56(12) . . ?
C8 O7 C6 118.53(11) . . ?
O7 C8 C43 122.31(12) . . ?
O7 C8 C9 116.12(12) . . ?
C43 C8 C9 121.57(12) . . ?
C8 C9 C10 123.26(13) . . ?
C8 C9 C14 117.55(13) . . ?
C10 C9 C14 119.18(13) . . ?
C11 C10 C9 120.35(14) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 120.30(15) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C13 C12 C11 120.89(14) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 120.49(15) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
N15 C14 C9 122.30(13) . . ?
N15 C14 C13 118.88(13) . . ?
C9 C14 C13 118.70(14) . . ?
C16 N15 C14 118.01(12) . . ?
N15 C16 C17 117.03(12) . . ?
N15 C16 C43 124.61(13) . . ?
C17 C16 C43 118.21(13) . . ?
C18 C17 C16 120.90(13) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 122.00(14) . . ?
C17 C18 H18 119.0 . . ?
C19 C18 H18 119.0 . . ?
C42 C19 C18 119.02(13) . . ?
C42 C19 C20 120.38(12) . . ?
C18 C19 C20 120.59(13) . . ?
C35 C20 C31 118.47(14) . . ?
C35 C20 C19 119.93(13) . . ?
C31 C20 C19 121.52(13) . . ?
C32 C31 C20 121.36(15) . . ?
C32 C31 H31 119.3 . . ?
C20 C31 H31 119.3 . . ?
C31 C32 C33 120.07(16) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C34 C33 C32 119.95(16) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 121.42(16) . . ?
C33 C34 H34 119.3 . . ?
C35 C34 H34 119.3 . . ?
C34 C35 C20 118.73(14) . . ?
C34 C35 C36 122.08(14) . . ?
C20 C35 C36 119.12(13) . . ?
C37 C36 C41 118.43(14) . . ?
C37 C36 C35 121.58(14) . . ?
C41 C36 C35 119.78(12) . . ?
C38 C37 C36 121.43(14) . . ?
C38 C37 H37 119.3 . . ?
C36 C37 H37 119.3 . . ?
C37 C38 C39 120.06(14) . . ?
C37 C38 H38 120.0 . . ?
C39 C38 H38 120.0 . . ?
C40 C39 C38 119.71(15) . . ?
C40 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
C39 C40 C41 121.25(14) . . ?
C39 C40 H40 119.4 . . ?
C41 C40 H40 119.4 . . ?
C36 C41 C40 118.48(13) . . ?
C36 C41 C42 119.76(13) . . ?
C40 C41 C42 121.41(13) . . ?
C19 C42 C43 118.49(12) . . ?
C19 C42 C41 118.50(13) . . ?
C43 C42 C41 122.90(13) . . ?
C8 C43 C16 114.61(12) . . ?
C8 C43 C42 126.14(12) . . ?
C16 C43 C42 118.82(13) . . ?

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
C6 C1 C2 C3 0.9(3) . . . . ?
C1 C2 C3 C4 0.9(3) . . . . ?
C2 C3 C4 C5 -1.3(3) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
C2 C1 C6 O7 174.96(14) . . . . ?
C2 C1 C6 C5 -2.3(2) . . . . ?
C4 C5 C6 C1 1.8(2) . . . . ?
C4 C5 C6 O7 -175.59(13) . . . . ?
C1 C6 O7 C8 12.02(19) . . . . ?
C5 C6 O7 C8 -170.60(12) . . . . ?
C6 O7 C8 C43 75.80(17) . . . . ?
C6 O7 C8 C9 -104.93(14) . . . . ?
O7 C8 C9 C10 -1.0(2) . . . . ?
C43 C8 C9 C10 178.27(13) . . . . ?
O7 C8 C9 C14 178.48(11) . . . . ?
C43 C8 C9 C14 -2.3(2) . . . . ?
C8 C9 C10 C11 -177.10(14) . . . . ?
C14 C9 C10 C11 3.4(2) . . . . ?
C9 C10 C11 C12 -1.6(2) . . . . ?
C10 C11 C12 C13 -0.7(2) . . . . ?
C11 C12 C13 C14 1.1(2) . . . . ?
C8 C9 C14 N15 -6.4(2) . . . . ?
C10 C9 C14 N15 173.07(13) . . . . ?
C8 C9 C14 C13 177.52(13) . . . . ?
C10 C9 C14 C13 -3.0(2) . . . . ?
C12 C13 C14 N15 -175.43(14) . . . . ?
C12 C13 C14 C9 0.8(2) . . . . ?
C9 C14 N15 C16 5.2(2) . . . . ?
C13 C14 N15 C16 -178.79(13) . . . . ?
C14 N15 C16 C17 -170.84(13) . . . . ?
C14 N15 C16 C43 4.7(2) . . . . ?
N15 C16 C17 C18 172.22(13) . . . . ?
C43 C16 C17 C18 -3.6(2) . . . . ?
C16 C17 C18 C19 9.0(2) . . . . ?
C17 C18 C19 C42 -0.1(2) . . . . ?
C17 C18 C19 C20 178.40(13) . . . . ?
C42 C19 C20 C35 3.3(2) . . . . ?
C18 C19 C20 C35 -175.22(13) . . . . ?
C42 C19 C20 C31 -173.60(14) . . . . ?
C18 C19 C20 C31 7.9(2) . . . . ?
C35 C20 C31 C32 -0.9(2) . . . . ?
C19 C20 C31 C32 176.06(15) . . . . ?
C20 C31 C32 C33 -0.2(3) . . . . ?
C31 C32 C33 C34 0.8(3) . . . . ?
C32 C33 C34 C35 -0.4(3) . . . . ?
C33 C34 C35 C20 -0.7(2) . . . . ?
C33 C34 C35 C36 176.11(16) . . . . ?
C31 C20 C35 C34 1.3(2) . . . . ?
C19 C20 C35 C34 -175.70(13) . . . . ?
C31 C20 C35 C36 -175.60(14) . . . . ?
C19 C20 C35 C36 7.4(2) . . . . ?
C34 C35 C36 C37 -7.3(2) . . . . ?
C20 C35 C36 C37 169.46(13) . . . . ?
C34 C35 C36 C41 178.02(14) . . . . ?
C20 C35 C36 C41 -5.2(2) . . . . ?
C41 C36 C37 C38 4.6(2) . . . . ?
C35 C36 C37 C38 -170.17(14) . . . . ?
C36 C37 C38 C39 2.3(2) . . . . ?
C37 C38 C39 C40 -4.5(2) . . . . ?
C38 C39 C40 C41 -0.2(2) . . . . ?
C37 C36 C41 C40 -9.0(2) . . . . ?
C35 C36 C41 C40 165.84(13) . . . . ?
C37 C36 C41 C42 177.79(13) . . . . ?
C35 C36 C41 C42 -7.4(2) . . . . ?
C39 C40 C41 C36 7.0(2) . . . . ?
C39 C40 C41 C42 -179.92(13) . . . . ?
C18 C19 C42 C43 -13.50(19) . . . . ?
C20 C19 C42 C43 167.97(12) . . . . ?
C18 C19 C42 C41 162.73(12) . . . . ?
C20 C19 C42 C41 -15.81(19) . . . . ?
C36 C41 C42 C19 17.94(19) . . . . ?
C40 C41 C42 C19 -155.07(13) . . . . ?
C36 C41 C42 C43 -166.01(13) . . . . ?
C40 C41 C42 C43 21.0(2) . . . . ?
O7 C8 C43 C16 -169.99(12) . . . . ?
C9 C8 C43 C16 10.78(19) . . . . ?
O7 C8 C43 C42 2.3(2) . . . . ?
C9 C8 C43 C42 -176.90(13) . . . . ?
N15 C16 C43 C8 -12.6(2) . . . . ?
C17 C16 C43 C8 162.98(13) . . . . ?
N15 C16 C43 C42 174.52(13) . . . . ?
C17 C16 C43 C42 -9.95(19) . . . . ?
C19 C42 C43 C8 -153.55(14) . . . . ?
C41 C42 C43 C8 30.4(2) . . . . ?
C19 C42 C43 C16 18.48(19) . . . . ?
C41 C42 C43 C16 -157.57(13) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


