# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_121218b
#TrackingRef '121218B.cif'




_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

(2,3-Dihydro-1H-benzo[g]pyrimido[1,2-a][1,8]naphthyridin-5-yl)(phenyl)methanone

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C22 H17 N3 O'

_chemical_formula_weight         339.39



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'



_symmetry_cell_setting           Monoclinic

_symmetry_space_group_name_H-M   P2(1)/n



loop_

_symmetry_equiv_pos_as_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                   12.3869(16)

_cell_length_b                   5.4576(7)

_cell_length_c                   24.843(3)

_cell_angle_alpha                90.00

_cell_angle_beta                 101.217(2)

_cell_angle_gamma                90.00

_cell_volume                     1647.4(4)

_cell_formula_units_Z            4

_cell_measurement_temperature    298(2)

_cell_measurement_reflns_used    1628

_cell_measurement_theta_min      2.73

_cell_measurement_theta_max      26.91



_exptl_crystal_description       BLOCK

_exptl_crystal_colour            YELLOW

_exptl_crystal_size_max          0.27

_exptl_crystal_size_mid          0.20

_exptl_crystal_size_min          0.17

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.368

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             712

_exptl_absorpt_coefficient_mu    0.086

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.9771

_exptl_absorpt_correction_T_max  0.9855

_exptl_absorpt_process_details   sadabs



_exptl_special_details           
;

?

;



_diffrn_ambient_temperature      298(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         ?

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        ?

_diffrn_reflns_number            8916

_diffrn_reflns_av_R_equivalents  0.0321

_diffrn_reflns_av_sigmaI/netI    0.0366

_diffrn_reflns_limit_h_min       -14

_diffrn_reflns_limit_h_max       14

_diffrn_reflns_limit_k_min       -5

_diffrn_reflns_limit_k_max       6

_diffrn_reflns_limit_l_min       -25

_diffrn_reflns_limit_l_max       29

_diffrn_reflns_theta_min         1.72

_diffrn_reflns_theta_max         24.99

_reflns_number_total             2901

_reflns_number_gt                1992

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker apex II'

_computing_cell_refinement       'Bruker apex II'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

Refinement of F^2^ against ALL reflections. The weighted R-factor wR and

goodness of fit S are based on F^2^, conventional R-factors R are based

on F, with F set to zero for negative F^2^. The threshold expression of

F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is

not relevant to the choice of reflections for refinement. R-factors based

on F^2^ 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     
'calc w=1/[\s^2^(Fo^2^)+(0.0629P)^2^+0.2149P] where P=(Fo^2^+2Fc^2^)/3'

_atom_sites_solution_primary     direct

_atom_sites_solution_secondary   difmap

_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     SHELXL

_refine_ls_extinction_coef       0.0052(16)

_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^

_refine_ls_number_reflns         2901

_refine_ls_number_parameters     236

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0699

_refine_ls_R_factor_gt           0.0436

_refine_ls_wR_factor_ref         0.1325

_refine_ls_wR_factor_gt          0.1190

_refine_ls_goodness_of_fit_ref   1.062

_refine_ls_restrained_S_all      1.062

_refine_ls_shift/su_max          0.000

_refine_ls_shift/su_mean         0.000



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_symmetry_multiplicity

_atom_site_calc_flag

_atom_site_refinement_flags

_atom_site_disorder_assembly

_atom_site_disorder_group











































N1 N 0.68996(12) 0.5086(3) 0.05552(7) 0.0423(4) Uani 1 1 d . . .
N2 N 0.75147(12) 0.2080(3) 0.11982(7) 0.0403(4) Uani 1 1 d . . .
N3 N 0.81375(13) -0.1238(3) 0.18091(8) 0.0508(5) Uani 1 1 d . . .
O1 O 1.08497(12) -0.1916(3) 0.13917(6) 0.0551(5) Uani 1 1 d . . .
C1 C 0.83451(17) 0.9394(4) -0.02196(8) 0.0457(6) Uani 1 1 d . . .
H1 H 0.9051 0.9771 -0.0270 0.055 Uiso 1 1 calc R . .
C2 C 0.74754(18) 1.0705(4) -0.04904(9) 0.0493(6) Uani 1 1 d . . .
H2 H 0.7587 1.1985 -0.0721 0.059 Uiso 1 1 calc R . .
C3 C 0.64096(18) 1.0122(4) -0.04213(9) 0.0516(6) Uani 1 1 d . . .
H3 H 0.5817 1.1033 -0.0605 0.062 Uiso 1 1 calc R . .
C4 C 0.62274(17) 0.8242(4) -0.00896(9) 0.0484(6) Uani 1 1 d . . .
H4 H 0.5512 0.7851 -0.0058 0.058 Uiso 1 1 calc R . .
C5 C 0.71145(15) 0.6889(4) 0.02058(8) 0.0398(5) Uani 1 1 d . . .
C6 C 0.81936(16) 0.7468(4) 0.01372(8) 0.0393(5) Uani 1 1 d . . .
C7 C 0.90614(16) 0.6075(4) 0.04406(8) 0.0412(5) Uani 1 1 d . . .
H7 H 0.9781 0.6389 0.0404 0.049 Uiso 1 1 calc R . .
C8 C 0.88576(15) 0.4264(4) 0.07892(8) 0.0371(5) Uani 1 1 d . . .
C9 C 0.77402(15) 0.3871(4) 0.08349(8) 0.0367(5) Uani 1 1 d . . .
C10 C 0.63610(15) 0.1666(4) 0.12400(9) 0.0493(6) Uani 1 1 d . . .
H10A H 0.6019 0.0553 0.0953 0.059 Uiso 1 1 calc R . .
H10B H 0.5962 0.3205 0.1191 0.059 Uiso 1 1 calc R . .
C11 C 0.63022(17) 0.0604(4) 0.17882(9) 0.0539(6) Uani 1 1 d . . .
H11A H 0.5547 0.0176 0.1799 0.065 Uiso 1 1 calc R . .
H11B H 0.6549 0.1809 0.2073 0.065 Uiso 1 1 calc R . .
C12 C 0.70128(17) -0.1632(5) 0.18909(11) 0.0636(7) Uani 1 1 d . . .
H12A H 0.7039 -0.2179 0.2265 0.076 Uiso 1 1 calc R . .
H12B H 0.6679 -0.2929 0.1647 0.076 Uiso 1 1 calc R . .
C13 C 0.83183(15) 0.0518(4) 0.14972(8) 0.0389(5) Uani 1 1 d . . .
C14 C 0.94564(15) 0.0938(4) 0.14269(8) 0.0383(5) Uani 1 1 d . . .
C15 C 0.96944(15) 0.2720(4) 0.10954(9) 0.0419(5) Uani 1 1 d . . .
H15 H 1.0423 0.2958 0.1064 0.050 Uiso 1 1 calc R . .
C16 C 1.03546(15) -0.0788(4) 0.16943(9) 0.0394(5) Uani 1 1 d . . .
C17 C 1.07053(14) -0.0955(3) 0.22979(8) 0.0368(5) Uani 1 1 d . . .
C18 C 1.04182(16) 0.0807(4) 0.26432(9) 0.0460(6) Uani 1 1 d . . .
H18 H 0.9943 0.2070 0.2502 0.055 Uiso 1 1 calc R . .
C19 C 1.08389(19) 0.0685(4) 0.31995(9) 0.0564(6) Uani 1 1 d . . .
H19 H 1.0652 0.1885 0.3431 0.068 Uiso 1 1 calc R . .
C20 C 1.15296(18) -0.1188(4) 0.34145(10) 0.0545(6) Uani 1 1 d . . .
H20 H 1.1810 -0.1256 0.3790 0.065 Uiso 1 1 calc R . .
C21 C 1.18056(17) -0.2970(4) 0.30701(10) 0.0528(6) Uani 1 1 d . . .
H21 H 1.2263 -0.4259 0.3214 0.063 Uiso 1 1 calc R . .
C22 C 1.14066(16) -0.2842(4) 0.25155(9) 0.0464(6) Uani 1 1 d . . .
H22 H 1.1607 -0.4026 0.2284 0.056 Uiso 1 1 calc R . .



loop_

_atom_site_aniso_label

_atom_site_aniso_U_11

_atom_site_aniso_U_22

_atom_site_aniso_U_33

_atom_site_aniso_U_23

_atom_site_aniso_U_13

_atom_site_aniso_U_12


























N1 0.0336(9) 0.0543(11) 0.0386(10) 0.0054(9) 0.0065(8) 0.0011(8)
N2 0.0283(8) 0.0504(10) 0.0423(10) 0.0060(8) 0.0070(7) -0.0015(7)
N3 0.0357(9) 0.0565(12) 0.0593(13) 0.0151(10) 0.0073(9) -0.0033(8)
O1 0.0474(9) 0.0665(10) 0.0513(10) -0.0082(8) 0.0095(7) 0.0115(8)
C1 0.0453(12) 0.0508(13) 0.0405(13) 0.0002(11) 0.0076(10) -0.0087(10)
C2 0.0584(14) 0.0478(13) 0.0397(13) 0.0056(10) 0.0045(11) -0.0036(11)
C3 0.0501(13) 0.0593(14) 0.0440(13) 0.0083(12) 0.0054(10) 0.0081(11)
C4 0.0395(12) 0.0638(15) 0.0418(13) 0.0060(11) 0.0076(10) 0.0050(11)
C5 0.0388(11) 0.0473(12) 0.0332(11) -0.0035(10) 0.0064(9) -0.0007(9)
C6 0.0389(11) 0.0457(12) 0.0326(11) -0.0045(9) 0.0054(9) -0.0049(9)
C7 0.0322(10) 0.0502(13) 0.0418(12) -0.0019(10) 0.0083(9) -0.0063(9)
C8 0.0316(10) 0.0430(12) 0.0363(12) -0.0035(9) 0.0052(9) -0.0032(9)
C9 0.0332(10) 0.0428(11) 0.0338(11) -0.0030(9) 0.0059(9) -0.0028(9)
C10 0.0309(11) 0.0604(14) 0.0569(15) 0.0097(12) 0.0095(10) -0.0021(10)
C11 0.0382(12) 0.0703(16) 0.0545(15) 0.0088(12) 0.0125(10) -0.0064(11)
C12 0.0407(12) 0.0743(17) 0.0758(19) 0.0279(14) 0.0111(12) -0.0041(12)
C13 0.0319(10) 0.0456(12) 0.0383(12) -0.0007(10) 0.0040(9) -0.0019(9)
C14 0.0306(10) 0.0451(12) 0.0376(12) -0.0039(9) 0.0029(9) -0.0020(9)
C15 0.0276(10) 0.0514(13) 0.0466(13) -0.0037(10) 0.0075(9) -0.0038(9)
C16 0.0293(10) 0.0410(12) 0.0477(13) -0.0035(10) 0.0069(9) -0.0036(9)
C17 0.0287(10) 0.0380(11) 0.0431(12) 0.0023(9) 0.0053(9) -0.0007(8)
C18 0.0441(12) 0.0449(13) 0.0471(14) -0.0001(10) 0.0042(10) 0.0085(10)
C19 0.0662(15) 0.0549(15) 0.0458(15) -0.0063(12) 0.0050(12) 0.0085(12)
C20 0.0510(13) 0.0623(15) 0.0463(14) 0.0090(12) -0.0001(11) -0.0015(12)
C21 0.0437(12) 0.0524(14) 0.0599(16) 0.0147(12) 0.0045(11) 0.0086(11)
C22 0.0420(12) 0.0441(12) 0.0537(14) 0.0021(11) 0.0103(10) 0.0060(10)



_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 C9 1.314(2) . ?
N1 C5 1.372(3) . ?
N2 C9 1.395(2) . ?
N2 C13 1.408(2) . ?
N2 C10 1.470(2) . ?
N3 C13 1.279(2) . ?
N3 C12 1.462(3) . ?
O1 C16 1.225(2) . ?
C1 C2 1.358(3) . ?
C1 C6 1.411(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.401(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.362(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.406(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.416(3) . ?
C6 C7 1.409(3) . ?
C7 C8 1.370(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.427(3) . ?
C8 C15 1.434(3) . ?
C10 C11 1.495(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.497(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.472(3) . ?
C14 C15 1.344(3) . ?
C14 C16 1.509(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.481(3) . ?
C17 C18 1.380(3) . ?
C17 C22 1.388(3) . ?
C18 C19 1.380(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.373(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.382(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.372(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?



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
















































































C9 N1 C5 117.73(16) . . ?
C9 N2 C13 123.76(16) . . ?
C9 N2 C10 118.24(16) . . ?
C13 N2 C10 117.82(16) . . ?
C13 N3 C12 118.56(18) . . ?
C2 C1 C6 121.0(2) . . ?
C2 C1 H1 119.5 . . ?
C6 C1 H1 119.5 . . ?
C1 C2 C3 119.7(2) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 121.1(2) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.5(2) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
N1 C5 C4 118.61(18) . . ?
N1 C5 C6 122.69(18) . . ?
C4 C5 C6 118.69(19) . . ?
C1 C6 C7 123.84(18) . . ?
C1 C6 C5 119.08(19) . . ?
C7 C6 C5 117.07(18) . . ?
C8 C7 C6 120.81(18) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 C9 117.38(18) . . ?
C7 C8 C15 123.81(18) . . ?
C9 C8 C15 118.79(18) . . ?
N1 C9 N2 117.26(16) . . ?
N1 C9 C8 124.29(18) . . ?
N2 C9 C8 118.45(17) . . ?
N2 C10 C11 110.14(17) . . ?
N2 C10 H10A 109.6 . . ?
C11 C10 H10A 109.6 . . ?
N2 C10 H10B 109.6 . . ?
C11 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C10 C11 C12 109.88(19) . . ?
C10 C11 H11A 109.7 . . ?
C12 C11 H11A 109.7 . . ?
C10 C11 H11B 109.7 . . ?
C12 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
N3 C12 C11 113.62(19) . . ?
N3 C12 H12A 108.8 . . ?
C11 C12 H12A 108.8 . . ?
N3 C12 H12B 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
N3 C13 N2 125.75(17) . . ?
N3 C13 C14 118.23(18) . . ?
N2 C13 C14 116.00(17) . . ?
C15 C14 C13 120.98(18) . . ?
C15 C14 C16 119.37(17) . . ?
C13 C14 C16 119.45(17) . . ?
C14 C15 C8 121.90(18) . . ?
C14 C15 H15 119.1 . . ?
C8 C15 H15 119.1 . . ?
O1 C16 C17 120.50(18) . . ?
O1 C16 C14 117.25(19) . . ?
C17 C16 C14 122.00(17) . . ?
C18 C17 C22 119.49(19) . . ?
C18 C17 C16 121.76(18) . . ?
C22 C17 C16 118.58(18) . . ?
C19 C18 C17 119.7(2) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C20 C19 C18 120.7(2) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C19 C20 C21 119.6(2) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C17 120.3(2) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?



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 -0.6(3) . . . . ?
C2 C3 C4 C5 2.0(3) . . . . ?
C9 N1 C5 C4 -178.82(18) . . . . ?
C9 N1 C5 C6 0.2(3) . . . . ?
C3 C4 C5 N1 177.0(2) . . . . ?
C3 C4 C5 C6 -2.1(3) . . . . ?
C2 C1 C6 C7 -178.4(2) . . . . ?
C2 C1 C6 C5 0.8(3) . . . . ?
N1 C5 C6 C1 -178.31(19) . . . . ?
C4 C5 C6 C1 0.7(3) . . . . ?
N1 C5 C6 C7 0.9(3) . . . . ?
C4 C5 C6 C7 179.91(18) . . . . ?
C1 C6 C7 C8 178.53(19) . . . . ?
C5 C6 C7 C8 -0.7(3) . . . . ?
C6 C7 C8 C9 -0.6(3) . . . . ?
C6 C7 C8 C15 177.71(18) . . . . ?
C5 N1 C9 N2 178.57(17) . . . . ?
C5 N1 C9 C8 -1.6(3) . . . . ?
C13 N2 C9 N1 175.48(17) . . . . ?
C10 N2 C9 N1 0.4(3) . . . . ?
C13 N2 C9 C8 -4.4(3) . . . . ?
C10 N2 C9 C8 -179.44(18) . . . . ?
C7 C8 C9 N1 1.8(3) . . . . ?
C15 C8 C9 N1 -176.57(19) . . . . ?
C7 C8 C9 N2 -178.35(18) . . . . ?
C15 C8 C9 N2 3.3(3) . . . . ?
C9 N2 C10 C11 -154.99(19) . . . . ?
C13 N2 C10 C11 29.7(3) . . . . ?
N2 C10 C11 C12 -53.4(2) . . . . ?
C13 N3 C12 C11 -23.3(3) . . . . ?
C10 C11 C12 N3 51.5(3) . . . . ?
C12 N3 C13 N2 -3.1(3) . . . . ?
C12 N3 C13 C14 178.6(2) . . . . ?
C9 N2 C13 N3 -175.6(2) . . . . ?
C10 N2 C13 N3 -0.6(3) . . . . ?
C9 N2 C13 C14 2.7(3) . . . . ?
C10 N2 C13 C14 177.75(17) . . . . ?
N3 C13 C14 C15 178.5(2) . . . . ?
N2 C13 C14 C15 0.1(3) . . . . ?
N3 C13 C14 C16 3.6(3) . . . . ?
N2 C13 C14 C16 -174.85(17) . . . . ?
C13 C14 C15 C8 -1.0(3) . . . . ?
C16 C14 C15 C8 173.94(17) . . . . ?
C7 C8 C15 C14 -179.0(2) . . . . ?
C9 C8 C15 C14 -0.7(3) . . . . ?
C15 C14 C16 O1 -56.0(3) . . . . ?
C13 C14 C16 O1 119.0(2) . . . . ?
C15 C14 C16 C17 118.2(2) . . . . ?
C13 C14 C16 C17 -66.8(2) . . . . ?
O1 C16 C17 C18 159.20(19) . . . . ?
C14 C16 C17 C18 -14.9(3) . . . . ?
O1 C16 C17 C22 -16.0(3) . . . . ?
C14 C16 C17 C22 169.89(17) . . . . ?
C22 C17 C18 C19 0.6(3) . . . . ?
C16 C17 C18 C19 -174.61(19) . . . . ?
C17 C18 C19 C20 -0.8(3) . . . . ?
C18 C19 C20 C21 -0.1(3) . . . . ?
C19 C20 C21 C22 1.2(3) . . . . ?
C20 C21 C22 C17 -1.4(3) . . . . ?
C18 C17 C22 C21 0.5(3) . . . . ?
C16 C17 C22 C21 175.86(19) . . . . ?



_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        24.99

_diffrn_measured_fraction_theta_full 0.999

_refine_diff_density_max         0.160

_refine_diff_density_min         -0.157

_refine_diff_density_rms         0.041



_database_code_depnum_ccdc_archive 'CCDC 932894'