# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
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# Crystallographic Data Centre (CCDC).
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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data_mo_d8v1290_0ma
_database_code_depnum_ccdc_archive 'CCDC 1454795'
_audit_update_record             
;
2016-02-19 deposited with the CCDC.
2016-05-10 downloaded from the CCDC.
;
_audit_creation_date             2015-08-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014/6
_chemical_name_systematic        
'(1S,8aR or 1R,8aS)-1-cyano-2,3-diphenyl-1,8a-dihydroazulene-1-carboxamide'
_chemical_name_common            ?
_chemical_formula_moiety         'C24 H18 N2 O, C H2 Cl2'
_chemical_formula_sum            'C25 H20 Cl2 N2 O'
_chemical_formula_weight         435.33
_chemical_melting_point          192-195
_exptl_crystal_description       prism
_exptl_crystal_colour            Yellow
_diffrn_ambient_temperature      122
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'
Cl Cl 0.1484 0.1585 '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                   9.125(2)
_cell_length_b                   11.439(3)
_cell_length_c                   11.631(3)
_cell_angle_alpha                92.611(8)
_cell_angle_beta                 107.490(8)
_cell_angle_gamma                111.309(8)
_cell_volume                     1062.3(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9815
_cell_measurement_temperature    122(2)
_cell_measurement_theta_max      32.65
_cell_measurement_theta_min      2.45
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.325
_exptl_absorpt_correction_T_max  0.7401
_exptl_absorpt_correction_T_min  0.6799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1235 before and 0.0810 after correction.
The Ratio of minimum to maximum transmission is 0.9187.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.298
_exptl_crystal_size_min          0.160
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.893
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            20771
_diffrn_reflns_point_group_measured_fraction_full 0.893
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.446
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.893
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3368
_reflns_number_total             3739
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         3739
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0326
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0358P)²+0.5606P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0852
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_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
O3 O -0.16695(13) 0.41965(10) 0.36526(10) 0.0201(2) Uani 1 1 d . . . . .
N4 N -0.04998(16) 0.63263(13) 0.42782(13) 0.0167(3) Uani 1 1 d . . . . .
N5 N -0.38901(18) 0.35927(13) 0.05822(13) 0.0257(3) Uani 1 1 d . . . . .
C6 C -0.23825(17) 0.67480(13) 0.20329(13) 0.0127(3) Uani 1 1 d . . . . .
C7 C -0.34709(18) 0.43894(14) 0.13889(14) 0.0156(3) Uani 1 1 d . . . . .
C8 C -0.27808(18) 0.88195(13) 0.23940(14) 0.0140(3) Uani 1 1 d . . . . .
C9 C -0.42734(17) 0.67174(13) 0.30153(13) 0.0138(3) Uani 1 1 d . . . . .
C10 C -0.16051(17) 0.52681(13) 0.35041(13) 0.0125(3) Uani 1 1 d . . . . .
C11 C 0.0032(2) 0.83409(15) 0.00068(15) 0.0202(3) Uani 1 1 d . . . . .
C12 C -0.7361(2) 0.50911(16) 0.35839(16) 0.0216(3) Uani 1 1 d . . . . .
C13 C -0.31025(17) 0.74578(13) 0.24342(13) 0.0127(3) Uani 1 1 d . . . . .
C14 C -0.1237(2) 0.97691(15) 0.30773(16) 0.0213(3) Uani 1 1 d . . . . .
C15 C -0.61711(19) 0.45362(15) 0.20829(15) 0.0199(3) Uani 1 1 d . . . . .
C16 C -0.6312(2) 0.63096(16) 0.40962(15) 0.0208(3) Uani 1 1 d . . . . .
C17 C -0.7458(2) 0.43974(15) 0.24721(16) 0.0230(4) Uani 1 1 d . . . . .
C18 C -0.00685(19) 0.64842(15) 0.14693(14) 0.0174(3) Uani 1 1 d . . . . .
C19 C -0.50715(19) 0.71332(15) 0.36379(15) 0.0178(3) Uani 1 1 d . . . . .
C20 C 0.10883(19) 0.68144(15) 0.08668(15) 0.0201(3) Uani 1 1 d . . . . .
C21 C -0.11198(19) 0.80220(14) 0.06170(14) 0.0166(3) Uani 1 1 d . . . . .
C22 C 0.1148(2) 0.77473(15) 0.01414(15) 0.0205(3) Uani 1 1 d . . . . .
C23 C -0.4065(2) 0.91668(15) 0.17233(15) 0.0202(3) Uani 1 1 d . . . . .
C24 C -0.44152(18) 0.53620(13) 0.28933(14) 0.0138(3) Uani 1 1 d . . . . .
C25 C -0.2273(3) 1.13812(16) 0.24414(17) 0.0290(4) Uani 1 1 d . . . . .
C26 C -0.11786(18) 0.70963(13) 0.13723(13) 0.0135(3) Uani 1 1 d . . . . .
C27 C -0.29509(17) 0.54300(13) 0.24113(13) 0.0127(3) Uani 1 1 d . . . . .
C29 C -0.0987(2) 1.10437(16) 0.30958(17) 0.0281(4) Uani 1 1 d . . . . .
C30 C -0.3803(2) 1.04436(16) 0.17457(17) 0.0270(4) Uani 1 1 d . . . . .
Cl1 Cl -0.27520(5) 1.06591(4) 0.54297(4) 0.02830(13) Uani 1 1 d . . . . .
Cl2 Cl -0.32339(6) 0.86838(5) 0.69738(5) 0.04046(14) Uani 1 1 d . . . . .
C1 C -0.3052(3) 1.02479(18) 0.68193(17) 0.0297(4) Uani 1 1 d . . . . .
H23 H -0.512(2) 0.8498(17) 0.1233(17) 0.022(4) Uiso 1 1 d . . . . .
H24 H -0.425(2) 0.5073(15) 0.3687(16) 0.013(4) Uiso 1 1 d . . . . .
H14 H -0.035(2) 0.9544(17) 0.3552(17) 0.021(4) Uiso 1 1 d . . . . .
H11 H 0.004(2) 0.8962(17) -0.0510(17) 0.022(4) Uiso 1 1 d . . . . .
H18 H -0.008(2) 0.5842(17) 0.1964(17) 0.019(4) Uiso 1 1 d . . . . .
H19 H -0.480(2) 0.8043(17) 0.3799(16) 0.019(4) Uiso 1 1 d . . . . .
H16 H -0.643(2) 0.6704(17) 0.4782(18) 0.025(5) Uiso 1 1 d . . . . .
H4A H 0.025(3) 0.6266(18) 0.490(2) 0.027(5) Uiso 1 1 d . . . . .
H21 H -0.193(2) 0.8426(17) 0.0509(17) 0.022(4) Uiso 1 1 d . . . . .
H22 H 0.194(2) 0.7983(17) -0.0267(18) 0.027(5) Uiso 1 1 d . . . . .
H29 H 0.004(3) 1.168(2) 0.3528(19) 0.032(5) Uiso 1 1 d . . . . .
H20 H 0.187(2) 0.6393(17) 0.0968(18) 0.026(5) Uiso 1 1 d . . . . .
H12 H -0.822(2) 0.4670(17) 0.3922(17) 0.025(5) Uiso 1 1 d . . . . .
H1A H -0.405(3) 1.0310(19) 0.684(2) 0.037(5) Uiso 1 1 d . . . . .
H17 H -0.857(2) 0.3773(18) 0.1949(18) 0.028(5) Uiso 1 1 d . . . . .
H15 H -0.635(2) 0.4098(18) 0.1295(19) 0.030(5) Uiso 1 1 d . . . . .
H30 H -0.468(3) 1.0681(19) 0.127(2) 0.034(5) Uiso 1 1 d . . . . .
H25 H -0.210(2) 1.225(2) 0.2476(19) 0.034(5) Uiso 1 1 d . . . . .
H4B H -0.043(2) 0.706(2) 0.4106(19) 0.029(5) Uiso 1 1 d . . . . .
H1B H -0.206(3) 1.081(2) 0.749(3) 0.061(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C10 1.2284(18) . ?
N4 C10 1.327(2) . ?
N4 H4A 0.86(2) . ?
N4 H4B 0.86(2) . ?
N5 C7 1.145(2) . ?
C6 C13 1.359(2) . ?
C6 C26 1.474(2) . ?
C6 C27 1.5379(19) . ?
C7 C27 1.476(2) . ?
C8 C13 1.482(2) . ?
C8 C14 1.390(2) . ?
C8 C23 1.399(2) . ?
C9 C13 1.464(2) . ?
C9 C19 1.348(2) . ?
C9 C24 1.505(2) . ?
C10 C27 1.551(2) . ?
C11 C21 1.391(2) . ?
C11 C22 1.393(2) . ?
C11 H11 0.951(19) . ?
C12 C16 1.351(2) . ?
C12 C17 1.448(2) . ?
C12 H12 0.962(19) . ?
C14 C29 1.389(2) . ?
C14 H14 0.963(19) . ?
C15 C17 1.341(2) . ?
C15 C24 1.503(2) . ?
C15 H15 0.96(2) . ?
C16 C19 1.444(2) . ?
C16 H16 0.95(2) . ?
C17 H17 0.99(2) . ?
C18 C20 1.388(2) . ?
C18 C26 1.408(2) . ?
C18 H18 0.952(19) . ?
C19 H19 0.972(18) . ?
C20 C22 1.386(2) . ?
C20 H20 0.979(19) . ?
C21 C26 1.403(2) . ?
C21 H21 0.988(18) . ?
C22 H22 0.948(19) . ?
C23 C30 1.389(2) . ?
C23 H23 0.966(19) . ?
C24 C27 1.5762(19) . ?
C24 H24 0.982(18) . ?
C25 C29 1.387(3) . ?
C25 C30 1.381(3) . ?
C25 H25 0.94(2) . ?
C29 H29 0.92(2) . ?
C30 H30 0.96(2) . ?
Cl1 C1 1.7748(19) . ?
Cl2 C1 1.759(2) . ?
C1 H1A 0.95(2) . ?
C1 H1B 0.97(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
C10 N4 H4A 118.3(13) . . ?
C10 N4 H4B 120.9(14) . . ?
H4A N4 H4B 120.1(19) . . ?
C13 C6 C26 129.41(13) . . ?
C13 C6 C27 109.85(12) . . ?
C26 C6 C27 120.70(12) . . ?
N5 C7 C27 178.75(17) . . ?
C14 C8 C13 120.66(14) . . ?
C14 C8 C23 119.09(14) . . ?
C23 C8 C13 120.13(13) . . ?
C13 C9 C24 109.53(12) . . ?
C19 C9 C13 128.13(14) . . ?
C19 C9 C24 122.24(13) . . ?
O3 C10 N4 123.86(14) . . ?
O3 C10 C27 119.85(12) . . ?
N4 C10 C27 116.12(12) . . ?
C21 C11 C22 120.37(15) . . ?
C21 C11 H11 119.4(11) . . ?
C22 C11 H11 120.2(11) . . ?
C16 C12 C17 125.95(15) . . ?
C16 C12 H12 117.8(11) . . ?
C17 C12 H12 115.8(11) . . ?
C6 C13 C8 128.49(13) . . ?
C6 C13 C9 111.19(13) . . ?
C9 C13 C8 120.26(12) . . ?
C8 C14 H14 120.0(11) . . ?
C29 C14 C8 120.12(16) . . ?
C29 C14 H14 119.9(11) . . ?
C17 C15 C24 119.98(15) . . ?
C17 C15 H15 120.9(11) . . ?
C24 C15 H15 119.1(11) . . ?
C12 C16 C19 125.63(15) . . ?
C12 C16 H16 119.0(11) . . ?
C19 C16 H16 115.2(11) . . ?
C12 C17 H17 117.3(11) . . ?
C15 C17 C12 125.81(15) . . ?
C15 C17 H17 116.9(11) . . ?
C20 C18 C26 121.07(15) . . ?
C20 C18 H18 118.2(10) . . ?
C26 C18 H18 120.8(10) . . ?
C9 C19 C16 124.07(14) . . ?
C9 C19 H19 118.5(10) . . ?
C16 C19 H19 117.4(10) . . ?
C18 C20 H20 119.5(11) . . ?
C22 C20 C18 120.03(15) . . ?
C22 C20 H20 120.4(11) . . ?
C11 C21 C26 120.57(14) . . ?
C11 C21 H21 120.6(10) . . ?
C26 C21 H21 118.8(10) . . ?
C11 C22 H22 119.7(11) . . ?
C20 C22 C11 119.84(14) . . ?
C20 C22 H22 120.5(11) . . ?
C8 C23 H23 118.2(11) . . ?
C30 C23 C8 120.43(16) . . ?
C30 C23 H23 121.3(11) . . ?
C9 C24 C27 103.13(11) . . ?
C9 C24 H24 111.4(9) . . ?
C15 C24 C9 107.52(12) . . ?
C15 C24 C27 117.51(13) . . ?
C15 C24 H24 106.9(9) . . ?
C27 C24 H24 110.4(9) . . ?
C29 C25 H25 119.7(13) . . ?
C30 C25 C29 119.76(15) . . ?
C30 C25 H25 120.5(13) . . ?
C18 C26 C6 120.39(13) . . ?
C21 C26 C6 121.51(13) . . ?
C21 C26 C18 118.09(13) . . ?
C6 C27 C10 113.89(11) . . ?
C6 C27 C24 104.69(11) . . ?
C7 C27 C6 112.07(12) . . ?
C7 C27 C10 107.68(11) . . ?
C7 C27 C24 112.84(12) . . ?
C10 C27 C24 105.58(11) . . ?
C14 C29 H29 120.8(13) . . ?
C25 C29 C14 120.49(17) . . ?
C25 C29 H29 118.7(13) . . ?
C23 C30 H30 120.3(12) . . ?
C25 C30 C23 120.11(17) . . ?
C25 C30 H30 119.6(12) . . ?
Cl1 C1 H1A 108.8(13) . . ?
Cl1 C1 H1B 107.5(15) . . ?
Cl2 C1 Cl1 112.65(10) . . ?
Cl2 C1 H1A 107.8(13) . . ?
Cl2 C1 H1B 106.8(15) . . ?
H1A C1 H1B 113.3(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C10 C27 C6 -157.26(13) . . . . ?
O3 C10 C27 C7 -32.33(17) . . . . ?
O3 C10 C27 C24 88.45(15) . . . . ?
N4 C10 C27 C6 27.15(17) . . . . ?
N4 C10 C27 C7 152.08(13) . . . . ?
N4 C10 C27 C24 -87.14(14) . . . . ?
C8 C14 C29 C25 0.4(2) . . . . ?
C8 C23 C30 C25 -0.6(2) . . . . ?
C9 C24 C27 C6 -12.44(14) . . . . ?
C9 C24 C27 C7 -134.58(13) . . . . ?
C9 C24 C27 C10 108.07(12) . . . . ?
C11 C21 C26 C6 179.67(14) . . . . ?
C11 C21 C26 C18 -1.4(2) . . . . ?
C12 C16 C19 C9 -30.4(3) . . . . ?
C13 C6 C26 C18 153.57(15) . . . . ?
C13 C6 C26 C21 -27.6(2) . . . . ?
C13 C6 C27 C7 133.24(13) . . . . ?
C13 C6 C27 C10 -104.21(14) . . . . ?
C13 C6 C27 C24 10.60(15) . . . . ?
C13 C8 C14 C29 -175.72(14) . . . . ?
C13 C8 C23 C30 175.81(14) . . . . ?
C13 C9 C19 C16 174.79(15) . . . . ?
C13 C9 C24 C15 -114.15(14) . . . . ?
C13 C9 C24 C27 10.67(15) . . . . ?
C14 C8 C13 C6 -65.8(2) . . . . ?
C14 C8 C13 C9 111.05(16) . . . . ?
C14 C8 C23 C30 -0.4(2) . . . . ?
C15 C24 C27 C6 105.59(14) . . . . ?
C15 C24 C27 C7 -16.54(18) . . . . ?
C15 C24 C27 C10 -133.90(13) . . . . ?
C16 C12 C17 C15 33.4(3) . . . . ?
C17 C12 C16 C19 -1.3(3) . . . . ?
C17 C15 C24 C9 -67.42(19) . . . . ?
C17 C15 C24 C27 176.93(14) . . . . ?
C18 C20 C22 C11 -0.8(2) . . . . ?
C19 C9 C13 C6 171.89(15) . . . . ?
C19 C9 C13 C8 -5.5(2) . . . . ?
C19 C9 C24 C15 69.16(18) . . . . ?
C19 C9 C24 C27 -166.02(14) . . . . ?
C20 C18 C26 C6 -179.07(14) . . . . ?
C20 C18 C26 C21 2.0(2) . . . . ?
C21 C11 C22 C20 1.4(2) . . . . ?
C22 C11 C21 C26 -0.2(2) . . . . ?
C23 C8 C13 C6 118.09(17) . . . . ?
C23 C8 C13 C9 -65.06(19) . . . . ?
C23 C8 C14 C29 0.4(2) . . . . ?
C24 C9 C13 C6 -4.56(17) . . . . ?
C24 C9 C13 C8 178.08(13) . . . . ?
C24 C9 C19 C16 -9.2(2) . . . . ?
C24 C15 C17 C12 7.3(3) . . . . ?
C26 C6 C13 C8 -4.8(3) . . . . ?
C26 C6 C13 C9 178.13(14) . . . . ?
C26 C6 C27 C7 -48.77(17) . . . . ?
C26 C6 C27 C10 73.78(16) . . . . ?
C26 C6 C27 C24 -171.41(13) . . . . ?
C26 C18 C20 C22 -0.9(2) . . . . ?
C27 C6 C13 C8 172.98(14) . . . . ?
C27 C6 C13 C9 -4.11(17) . . . . ?
C27 C6 C26 C18 -24.0(2) . . . . ?
C27 C6 C26 C21 154.89(14) . . . . ?
C29 C25 C30 C23 1.4(2) . . . . ?
C30 C25 C29 C14 -1.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_mo_d8v1282_0ma
_database_code_depnum_ccdc_archive 'CCDC 1454796'
_audit_update_record             
;
2016-02-19 deposited with the CCDC.
2016-05-10 downloaded from the CCDC.
;
_audit_creation_date             2016-02-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.16 svn.r3265 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2014/6
_chemical_name_systematic        
'(1S,8aR or 1R,8aS)-1-cyano-2,3-diphenyl-1,8a-dihydroazulene-1-carboxamide'
_chemical_name_common            ?
_chemical_formula_moiety         'C24 H18 N2 O, C3 H6 O'
_chemical_formula_sum            'C27 H24 N2 O2'
_chemical_formula_weight         408.4988
_chemical_melting_point          192-195
_exptl_crystal_description       prism
_exptl_crystal_colour            Yellow
_diffrn_ambient_temperature      122
_exptl_crystal_size_max          0.670
_exptl_crystal_size_mid          0.346
_exptl_crystal_size_min          0.189
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                   9.0724(7)
_cell_length_b                   11.2010(8)
_cell_length_c                   11.4779(8)
_cell_angle_alpha                99.022(3)
_cell_angle_beta                 106.294(3)
_cell_angle_gamma                98.866(3)
_cell_volume                     1081.27(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9989
_cell_measurement_temperature    122
_cell_measurement_theta_max      32.81
_cell_measurement_theta_min      2.54
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_correction_T_min  0.6959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0934 before and 0.0578 after correction.
The Ratio of minimum to maximum transmission is 0.9321.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             432
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.899
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21261
_diffrn_reflns_point_group_measured_fraction_full 0.899
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.370
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.899
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3319
_reflns_number_total             3826
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         3826
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.034
_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)+(0.0469P)²+0.4398P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.0969
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.36418(11) 0.42749(8) 0.34374(9) 0.0220(2) Uani 1 1 d . . . . .
N2 N 0.41778(13) 0.62893(11) 0.43833(11) 0.0180(2) Uani 1 1 d . . . . .
N4 N 0.13765(15) 0.38267(11) 0.04411(11) 0.0260(3) Uani 1 1 d . . . . .
C5 C 0.13933(15) 0.75571(12) 0.24859(12) 0.0162(3) Uani 1 1 d . . . . .
C6 C 0.16888(15) 0.45775(12) 0.13211(12) 0.0172(3) Uani 1 1 d . . . . .
C7 C 0.20274(15) 0.55699(11) 0.24301(11) 0.0152(3) Uani 1 1 d . . . . .
C8 C 0.04060(15) 0.68906(12) 0.30764(12) 0.0175(3) Uani 1 1 d . . . . .
C9 C 0.46611(16) 0.65182(13) 0.14441(13) 0.0216(3) Uani 1 1 d . . . . .
C10 C 0.12773(16) 0.88423(12) 0.23433(12) 0.0179(3) Uani 1 1 d . . . . .
C11 C 0.33966(14) 0.53269(11) 0.34693(12) 0.0146(3) Uani 1 1 d . . . . .
C12 C 0.34151(15) 0.71285(12) 0.13959(12) 0.0171(3) Uani 1 1 d . . . . .
C13 C 0.23143(15) 0.68467(11) 0.20954(11) 0.0152(3) Uani 1 1 d . . . . .
C14 C 0.55338(17) 0.76674(14) 0.00755(13) 0.0267(3) Uani 1 1 d . . . . .
C15 C 0.05902(15) 0.55683(12) 0.29425(12) 0.0169(3) Uani 1 1 d . . . . .
C16 C 0.57030(17) 0.67837(14) 0.07957(14) 0.0259(3) Uani 1 1 d . . . . .
C17 C 0.42958(18) 0.82728(14) 0.00068(14) 0.0270(3) Uani 1 1 d . . . . .
C18 C -0.01381(18) 0.90442(14) 0.16237(14) 0.0242(3) Uani 1 1 d . . . . .
C19 C 0.32413(17) 0.80037(13) 0.06445(13) 0.0228(3) Uani 1 1 d . . . . .
C20 C -0.09674(16) 0.47794(13) 0.21301(14) 0.0224(3) Uani 1 1 d . . . . .
C21 C 0.25276(18) 0.98438(13) 0.29118(15) 0.0278(3) Uani 1 1 d . . . . .
C22 C -0.0283(2) 1.02261(15) 0.14596(16) 0.0340(4) Uani 1 1 d . . . . .
C23 C -0.22230(17) 0.47039(14) 0.25267(15) 0.0277(3) Uani 1 1 d . . . . .
C24 C -0.15521(18) 0.65998(15) 0.41865(15) 0.0295(4) Uani 1 1 d . . . . .
C25 C -0.05013(17) 0.73432(14) 0.37128(14) 0.0246(3) Uani 1 1 d . . . . .
C26 C -0.23043(17) 0.54200(15) 0.36626(15) 0.0294(4) Uani 1 1 d . . . . .
C27 C 0.2367(2) 1.10246(14) 0.27427(17) 0.0361(4) Uani 1 1 d . . . . .
C28 C 0.0972(2) 1.12159(14) 0.20163(16) 0.0364(4) Uani 1 1 d . . . . .
O3 O 0.38680(13) 0.87411(10) 0.52707(11) 0.0360(3) Uani 1 1 d . . . . .
C29 C 0.3183(2) 0.90294(15) 0.60054(15) 0.0348(4) Uani 1 1 d . . . . .
C30 C 0.3080(3) 1.0345(2) 0.6373(3) 0.0682(7) Uani 1 1 d . . . . .
H30A H 0.3682 1.0661 0.7230 0.102 Uiso 1 1 calc GR . . . .
H30B H 0.2003 1.0394 0.6256 0.102 Uiso 1 1 calc GR . . . .
H30C H 0.3490 1.0826 0.5868 0.102 Uiso 1 1 calc GR . . . .
C31 C 0.2468(4) 0.8087(2) 0.6568(2) 0.0706(7) Uani 1 1 d . . . . .
H31A H 0.2293 0.7282 0.6055 0.106 Uiso 1 1 calc GR . . . .
H31B H 0.1484 0.8254 0.6634 0.106 Uiso 1 1 calc GR . . . .
H31C H 0.3161 0.8113 0.7380 0.106 Uiso 1 1 calc GR . . . .
H15 H 0.0812(18) 0.5305(14) 0.3755(15) 0.021(4) Uiso 1 1 d . . . . .
H20 H -0.103(2) 0.4314(16) 0.1305(17) 0.032(4) Uiso 1 1 d . . . . .
H9 H 0.4829(19) 0.5910(15) 0.1962(15) 0.026(4) Uiso 1 1 d . . . . .
H18 H -0.098(2) 0.8364(16) 0.1244(15) 0.030(4) Uiso 1 1 d . . . . .
H19 H 0.2327(19) 0.8400(14) 0.0538(14) 0.024(4) Uiso 1 1 d . . . . .
H17 H 0.414(2) 0.8890(16) -0.0483(16) 0.032(4) Uiso 1 1 d . . . . .
H21 H 0.352(2) 0.9712(17) 0.3447(17) 0.042(5) Uiso 1 1 d . . . . .
H25 H -0.0474(19) 0.8225(16) 0.3836(15) 0.028(4) Uiso 1 1 d . . . . .
H14 H 0.626(2) 0.7834(15) -0.0390(15) 0.030(4) Uiso 1 1 d . . . . .
H16 H 0.653(2) 0.6333(17) 0.0835(17) 0.040(5) Uiso 1 1 d . . . . .
H2A H 0.3939(19) 0.7009(16) 0.4403(15) 0.026(4) Uiso 1 1 d . . . . .
H2B H 0.488(2) 0.6151(15) 0.5029(16) 0.026(4) Uiso 1 1 d . . . . .
H23 H -0.320(2) 0.4120(16) 0.1999(16) 0.036(5) Uiso 1 1 d . . . . .
H24 H -0.181(2) 0.7027(17) 0.4905(18) 0.040(5) Uiso 1 1 d . . . . .
H28 H 0.087(2) 1.2024(18) 0.1903(18) 0.046(5) Uiso 1 1 d . . . . .
H22 H -0.130(2) 1.0329(18) 0.0942(19) 0.048(5) Uiso 1 1 d . . . . .
H26 H -0.308(2) 0.5060(16) 0.3999(16) 0.037(5) Uiso 1 1 d . . . . .
H27 H 0.326(3) 1.171(2) 0.3129(19) 0.054(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.2292(15) . ?
N2 C11 1.3258(17) . ?
N2 H2A 0.865(18) . ?
N2 H2B 0.885(18) . ?
N4 C6 1.1433(18) . ?
C5 C8 1.4533(18) . ?
C5 C10 1.4904(17) . ?
C5 C13 1.3547(18) . ?
C6 C7 1.4771(18) . ?
C7 C11 1.5539(17) . ?
C7 C13 1.5409(17) . ?
C7 C15 1.5736(18) . ?
C8 C15 1.5049(18) . ?
C8 C25 1.348(2) . ?
C9 C12 1.4011(19) . ?
C9 C16 1.383(2) . ?
C9 H9 0.974(16) . ?
C10 C18 1.391(2) . ?
C10 C21 1.391(2) . ?
C12 C13 1.4744(18) . ?
C12 C19 1.4021(19) . ?
C14 C16 1.385(2) . ?
C14 C17 1.389(2) . ?
C14 H14 0.975(18) . ?
C15 C20 1.5048(19) . ?
C15 H15 0.998(16) . ?
C16 H16 0.964(19) . ?
C17 C19 1.384(2) . ?
C17 H17 0.959(17) . ?
C18 C22 1.387(2) . ?
C18 H18 0.938(18) . ?
C19 H19 0.986(16) . ?
C20 C23 1.336(2) . ?
C20 H20 0.989(18) . ?
C21 C27 1.390(2) . ?
C21 H21 0.98(2) . ?
C22 C28 1.383(3) . ?
C22 H22 0.98(2) . ?
C23 C26 1.447(2) . ?
C23 H23 0.987(19) . ?
C24 C25 1.444(2) . ?
C24 C26 1.348(2) . ?
C24 H24 0.991(19) . ?
C25 H25 0.971(17) . ?
C26 H26 0.958(19) . ?
C27 C28 1.375(3) . ?
C27 H27 0.97(2) . ?
C28 H28 0.95(2) . ?
O3 C29 1.213(2) . ?
C29 C30 1.492(2) . ?
C29 C31 1.480(3) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 N2 H2A 122.1(11) . . ?
C11 N2 H2B 117.4(10) . . ?
H2A N2 H2B 120.1(15) . . ?
C8 C5 C10 120.46(11) . . ?
C13 C5 C8 111.18(11) . . ?
C13 C5 C10 128.34(12) . . ?
N4 C6 C7 177.33(14) . . ?
C6 C7 C11 107.69(10) . . ?
C6 C7 C13 110.31(10) . . ?
C6 C7 C15 112.31(10) . . ?
C11 C7 C15 107.01(10) . . ?
C13 C7 C11 115.33(10) . . ?
C13 C7 C15 104.23(10) . . ?
C5 C8 C15 109.66(11) . . ?
C25 C8 C5 127.80(12) . . ?
C25 C8 C15 122.48(12) . . ?
C12 C9 H9 120.1(9) . . ?
C16 C9 C12 121.44(13) . . ?
C16 C9 H9 118.5(9) . . ?
C18 C10 C5 118.63(12) . . ?
C21 C10 C5 122.32(12) . . ?
C21 C10 C18 119.05(13) . . ?
O1 C11 N2 124.26(12) . . ?
O1 C11 C7 119.67(11) . . ?
N2 C11 C7 115.96(11) . . ?
C9 C12 C13 121.17(12) . . ?
C9 C12 C19 117.55(12) . . ?
C19 C12 C13 121.28(12) . . ?
C5 C13 C7 110.33(11) . . ?
C5 C13 C12 129.14(12) . . ?
C12 C13 C7 120.48(11) . . ?
C16 C14 C17 118.99(14) . . ?
C16 C14 H14 119.5(10) . . ?
C17 C14 H14 121.5(10) . . ?
C7 C15 H15 111.0(9) . . ?
C8 C15 C7 103.44(10) . . ?
C8 C15 H15 111.7(9) . . ?
C20 C15 C7 117.43(11) . . ?
C20 C15 C8 106.97(10) . . ?
C20 C15 H15 106.3(9) . . ?
C9 C16 C14 120.36(14) . . ?
C9 C16 H16 119.2(11) . . ?
C14 C16 H16 120.4(11) . . ?
C14 C17 H17 121.3(10) . . ?
C19 C17 C14 120.93(13) . . ?
C19 C17 H17 117.8(10) . . ?
C10 C18 H18 118.5(10) . . ?
C22 C18 C10 120.19(14) . . ?
C22 C18 H18 121.3(10) . . ?
C12 C19 H19 119.4(9) . . ?
C17 C19 C12 120.71(13) . . ?
C17 C19 H19 119.8(9) . . ?
C15 C20 H20 118.2(10) . . ?
C23 C20 C15 120.47(14) . . ?
C23 C20 H20 121.3(10) . . ?
C10 C21 H21 119.4(11) . . ?
C27 C21 C10 120.23(15) . . ?
C27 C21 H21 120.3(11) . . ?
C18 C22 H22 117.6(11) . . ?
C28 C22 C18 120.43(15) . . ?
C28 C22 H22 122.0(11) . . ?
C20 C23 C26 125.98(14) . . ?
C20 C23 H23 118.0(10) . . ?
C26 C23 H23 116.0(10) . . ?
C25 C24 H24 116.3(11) . . ?
C26 C24 C25 125.12(15) . . ?
C26 C24 H24 118.3(11) . . ?
C8 C25 C24 124.45(14) . . ?
C8 C25 H25 117.8(10) . . ?
C24 C25 H25 117.8(10) . . ?
C23 C26 H26 116.2(11) . . ?
C24 C26 C23 125.83(14) . . ?
C24 C26 H26 117.3(11) . . ?
C21 C27 H27 119.1(12) . . ?
C28 C27 C21 120.44(15) . . ?
C28 C27 H27 120.4(12) . . ?
C22 C28 H28 120.5(12) . . ?
C27 C28 C22 119.64(14) . . ?
C27 C28 H28 119.9(12) . . ?
O3 C29 C30 120.34(18) . . ?
O3 C29 C31 120.50(17) . . ?
C31 C29 C30 119.15(19) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C8 C15 C7 10.25(13) . . . . ?
C5 C8 C15 C20 -114.38(12) . . . . ?
C5 C8 C25 C24 174.63(13) . . . . ?
C5 C10 C18 C22 -179.29(13) . . . . ?
C5 C10 C21 C27 179.45(14) . . . . ?
C6 C7 C11 O1 -23.52(16) . . . . ?
C6 C7 C11 N2 160.07(11) . . . . ?
C6 C7 C13 C5 128.07(12) . . . . ?
C6 C7 C13 C12 -49.45(15) . . . . ?
C6 C7 C15 C8 -129.68(11) . . . . ?
C6 C7 C15 C20 -12.15(15) . . . . ?
C7 C15 C20 C23 177.75(12) . . . . ?
C8 C5 C10 C18 -62.26(17) . . . . ?
C8 C5 C10 C21 117.19(15) . . . . ?
C8 C5 C13 C7 -1.00(14) . . . . ?
C8 C5 C13 C12 176.24(12) . . . . ?
C8 C15 C20 C23 -66.64(16) . . . . ?
C9 C12 C13 C5 156.84(13) . . . . ?
C9 C12 C13 C7 -26.16(18) . . . . ?
C9 C12 C19 C17 -1.8(2) . . . . ?
C10 C5 C8 C15 172.14(11) . . . . ?
C10 C5 C8 C25 -10.9(2) . . . . ?
C10 C5 C13 C7 -179.19(12) . . . . ?
C10 C5 C13 C12 -1.9(2) . . . . ?
C10 C18 C22 C28 -0.5(2) . . . . ?
C10 C21 C27 C28 0.2(3) . . . . ?
C11 C7 C13 C5 -109.67(12) . . . . ?
C11 C7 C13 C12 72.80(14) . . . . ?
C11 C7 C15 C8 112.36(11) . . . . ?
C11 C7 C15 C20 -130.12(11) . . . . ?
C12 C9 C16 C14 -0.1(2) . . . . ?
C13 C5 C8 C15 -6.21(15) . . . . ?
C13 C5 C8 C25 170.71(14) . . . . ?
C13 C5 C10 C18 115.78(16) . . . . ?
C13 C5 C10 C21 -64.8(2) . . . . ?
C13 C7 C11 O1 -147.16(12) . . . . ?
C13 C7 C11 N2 36.42(16) . . . . ?
C13 C7 C15 C8 -10.26(12) . . . . ?
C13 C7 C15 C20 107.27(12) . . . . ?
C13 C12 C19 C17 179.06(12) . . . . ?
C14 C17 C19 C12 1.2(2) . . . . ?
C15 C7 C11 O1 97.43(13) . . . . ?
C15 C7 C11 N2 -78.99(13) . . . . ?
C15 C7 C13 C5 7.31(13) . . . . ?
C15 C7 C13 C12 -170.21(11) . . . . ?
C15 C8 C25 C24 -8.8(2) . . . . ?
C15 C20 C23 C26 6.5(2) . . . . ?
C16 C9 C12 C13 -179.62(13) . . . . ?
C16 C9 C12 C19 1.3(2) . . . . ?
C16 C14 C17 C19 0.0(2) . . . . ?
C17 C14 C16 C9 -0.6(2) . . . . ?
C18 C10 C21 C27 -1.1(2) . . . . ?
C18 C22 C28 C27 -0.4(3) . . . . ?
C19 C12 C13 C5 -24.1(2) . . . . ?
C19 C12 C13 C7 152.94(12) . . . . ?
C20 C23 C26 C24 34.4(2) . . . . ?
C21 C10 C18 C22 1.2(2) . . . . ?
C21 C27 C28 C22 0.5(3) . . . . ?
C25 C8 C15 C7 -166.87(13) . . . . ?
C25 C8 C15 C20 68.50(17) . . . . ?
C25 C24 C26 C23 -1.5(2) . . . . ?
C26 C24 C25 C8 -30.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?

