# Electronic Supplementary Material (ESI) for Chemical Communications
# 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.
#
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#  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 
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data_3aa

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
4-(1H-indol-3-yl)-2,5-diphenyloxazole
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H16 N2 O'
_chemical_formula_sum            'C23 H16 N2 O'
_chemical_formula_weight         336.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 2(1)/c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.0222(2)
_cell_length_b                   7.23960(10)
_cell_length_c                   20.9825(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.4820(10)
_cell_angle_gamma                90.00
_cell_volume                     1751.19(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    7545
_cell_measurement_theta_min      3.835
_cell_measurement_theta_max      70.570

_exptl_crystal_description       Rod
_exptl_crystal_colour            'Light Brown'
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             704
_exptl_absorpt_coefficient_mu    0.623
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8548
_exptl_absorpt_correction_T_max  0.9290
_exptl_absorpt_process_details   'SADABS V2.07 (Sheldrick, G.M., 2007)'

_exptl_special_details           
;
 SADABS was used to perform the Absorption correction
Parameter refinement on 8495 reflections reduced R(int) from 0.0966 to 0.0733
Ratio of minimum to maximum apparent transmission: 0.797292
The given Tmin and Tmax were generated using the SHELX SIZE command.
;


_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 6000'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11907
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_av_sigmaI/netI    0.0635
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         6.50
_diffrn_reflns_theta_max         66.58
_reflns_number_total             3042
_reflns_number_gt                2678
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'SMART V5.626 (Bruker, 1997)'
_computing_cell_refinement       'SAINT V6.28A (Bruker, 1997)'
_computing_data_reduction        'SAINT V6.28A (Bruker, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
;
OLEX2 (Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K,
& Puschmann, H., 2009)
;
_computing_publication_material  'WinGX (Farrugia, 1999)'

_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^ > 2\s(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^)+(0.0896P)^2^+0.3860P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3042
_refine_ls_number_parameters     238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1537
_refine_ls_wR_factor_gt          0.1455
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
C1 C 0.53145(13) 0.7177(2) 0.06820(8) 0.0324(4) Uani 1 1 d . . .
C2 C 0.70364(13) 0.7332(2) 0.13810(7) 0.0282(4) Uani 1 1 d . . .
C3 C 0.62664(12) 0.6739(2) 0.17043(8) 0.0293(4) Uani 1 1 d . . .
C4 C 0.64165(12) 0.6113(2) 0.23866(8) 0.0313(4) Uani 1 1 d . . .
C5 C 0.58573(13) 0.4597(2) 0.25455(8) 0.0352(4) Uani 1 1 d . . .
H5 H 0.5315 0.3853 0.2233 0.042 Uiso 1 1 calc R . .
C6 C 0.69681(13) 0.5674(2) 0.35171(8) 0.0342(4) Uani 1 1 d . . .
C7 C 0.71214(13) 0.6848(2) 0.30079(8) 0.0319(4) Uani 1 1 d . . .
C8 C 0.78500(15) 0.8390(2) 0.31892(8) 0.0368(4) Uani 1 1 d . . .
H8 H 0.7961 0.9212 0.2860 0.044 Uiso 1 1 calc R . .
C9 C 0.84033(17) 0.8697(3) 0.38526(9) 0.0430(4) Uani 1 1 d . . .
H9 H 0.8900 0.9736 0.3977 0.052 Uiso 1 1 calc R . .
C10 C 0.82472(16) 0.7507(3) 0.43477(9) 0.0434(5) Uani 1 1 d . . .
H10 H 0.8640 0.7754 0.4800 0.052 Uiso 1 1 calc R . .
C11 C 0.75297(15) 0.5978(2) 0.41867(8) 0.0389(4) Uani 1 1 d . . .
H11 H 0.7425 0.5166 0.4521 0.047 Uiso 1 1 calc R . .
C12 C 0.44443(14) 0.7279(2) 0.00335(9) 0.0377(4) Uani 1 1 d . . .
C13 C 0.33315(16) 0.6609(3) -0.00264(10) 0.0475(5) Uani 1 1 d . . .
H13 H 0.3140 0.6119 0.0349 0.057 Uiso 1 1 calc R . .
C14 C 0.25053(18) 0.6669(3) -0.06443(12) 0.0597(6) Uani 1 1 d . . .
H14 H 0.1744 0.6221 -0.0690 0.072 Uiso 1 1 calc R . .
C15 C 0.2785(2) 0.7373(3) -0.11901(11) 0.0637(7) Uani 1 1 d . . .
H15 H 0.2216 0.7398 -0.1610 0.076 Uiso 1 1 calc R . .
C16 C 0.3882(2) 0.8039(3) -0.11314(10) 0.0553(6) Uani 1 1 d . . .
H16 H 0.4065 0.8533 -0.1509 0.066 Uiso 1 1 calc R . .
C17 C 0.47218(17) 0.7988(2) -0.05201(9) 0.0442(5) Uani 1 1 d . . .
H17 H 0.5482 0.8435 -0.0480 0.053 Uiso 1 1 calc R . .
C18 C 0.82941(13) 0.7547(2) 0.15407(8) 0.0280(4) Uani 1 1 d . . .
C19 C 0.87974(14) 0.8646(2) 0.11505(8) 0.0324(4) Uani 1 1 d . . .
H19 H 0.8317 0.9298 0.0782 0.039 Uiso 1 1 calc R . .
C20 C 0.99990(14) 0.8793(2) 0.12981(8) 0.0359(4) Uani 1 1 d . . .
H20 H 1.0334 0.9556 0.1033 0.043 Uiso 1 1 calc R . .
C21 C 1.07068(13) 0.7828(2) 0.18304(8) 0.0348(4) Uani 1 1 d . . .
H21 H 1.1526 0.7916 0.1928 0.042 Uiso 1 1 calc R . .
C22 C 1.02134(13) 0.6731(2) 0.22202(8) 0.0325(4) Uani 1 1 d . . .
H22 H 1.0698 0.6073 0.2586 0.039 Uiso 1 1 calc R . .
C23 C 0.90175(13) 0.6590(2) 0.20783(8) 0.0306(4) Uani 1 1 d . . .
H23 H 0.8688 0.5837 0.2348 0.037 Uiso 1 1 calc R . .
N1 N 0.51635(11) 0.66595(18) 0.12443(7) 0.0326(3) Uani 1 1 d . . .
N2 N 0.61932(12) 0.4315(2) 0.32158(7) 0.0380(4) Uani 1 1 d . . .
H2 H 0.5914(18) 0.340(3) 0.3424(10) 0.046 Uiso 1 1 d . . .
O1 O 0.64257(9) 0.76362(15) 0.07219(5) 0.0311(3) Uani 1 1 d . . .

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
C1 0.0317(8) 0.0274(8) 0.0364(9) -0.0063(6) 0.0072(7) 0.0059(6)
C2 0.0306(8) 0.0277(8) 0.0256(8) -0.0012(6) 0.0070(6) 0.0050(6)
C3 0.0273(7) 0.0274(8) 0.0334(9) -0.0041(6) 0.0087(6) 0.0027(6)
C4 0.0277(7) 0.0341(9) 0.0351(9) -0.0018(6) 0.0138(6) 0.0007(6)
C5 0.0306(8) 0.0411(9) 0.0372(9) -0.0044(7) 0.0149(6) -0.0035(6)
C6 0.0334(8) 0.0363(9) 0.0388(9) -0.0004(7) 0.0197(7) -0.0013(6)
C7 0.0325(8) 0.0348(9) 0.0318(9) -0.0010(6) 0.0149(6) 0.0017(6)
C8 0.0443(9) 0.0356(9) 0.0338(9) -0.0001(7) 0.0162(7) -0.0058(7)
C9 0.0530(10) 0.0418(10) 0.0364(10) -0.0067(7) 0.0160(8) -0.0113(8)
C10 0.0507(10) 0.0507(11) 0.0311(9) -0.0034(7) 0.0154(8) -0.0051(8)
C11 0.0435(9) 0.0464(10) 0.0330(9) 0.0029(7) 0.0208(7) -0.0007(7)
C12 0.0376(9) 0.0292(9) 0.0397(10) -0.0091(7) 0.0002(7) 0.0096(6)
C13 0.0403(9) 0.0358(10) 0.0569(12) -0.0117(8) -0.0013(8) 0.0047(7)
C14 0.0439(11) 0.0422(12) 0.0749(16) -0.0186(10) -0.0123(10) 0.0053(8)
C15 0.0711(15) 0.0426(11) 0.0529(13) -0.0156(9) -0.0219(11) 0.0213(10)
C16 0.0705(14) 0.0430(11) 0.0390(11) -0.0093(8) -0.0063(9) 0.0200(9)
C17 0.0539(11) 0.0361(10) 0.0366(10) -0.0066(7) 0.0033(8) 0.0136(8)
C18 0.0298(8) 0.0277(8) 0.0282(8) -0.0041(6) 0.0107(6) 0.0014(6)
C19 0.0365(8) 0.0325(9) 0.0305(8) 0.0006(6) 0.0129(6) 0.0051(6)
C20 0.0385(9) 0.0359(9) 0.0384(9) -0.0012(7) 0.0194(7) -0.0017(7)
C21 0.0290(8) 0.0370(9) 0.0405(9) -0.0070(7) 0.0131(7) -0.0010(6)
C22 0.0301(8) 0.0349(9) 0.0314(9) -0.0027(6) 0.0071(6) 0.0031(6)
C23 0.0318(8) 0.0303(8) 0.0311(8) 0.0001(6) 0.0112(6) 0.0006(6)
N1 0.0284(7) 0.0321(7) 0.0364(8) -0.0058(5) 0.0078(5) 0.0029(5)
N2 0.0379(7) 0.0413(8) 0.0406(8) 0.0006(6) 0.0207(6) -0.0080(6)
O1 0.0299(6) 0.0327(6) 0.0295(6) -0.0018(4) 0.0065(5) 0.0040(4)

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.299(2) . ?
C1 O1 1.3559(19) . ?
C1 C12 1.464(2) . ?
C2 C3 1.363(2) . ?
C2 O1 1.3871(18) . ?
C2 C18 1.461(2) . ?
C3 N1 1.4025(19) . ?
C3 C4 1.463(2) . ?
C4 C5 1.377(2) . ?
C4 C7 1.440(2) . ?
C5 N2 1.364(2) . ?
C5 H5 0.9500 . ?
C6 N2 1.378(2) . ?
C6 C11 1.393(2) . ?
C6 C7 1.418(2) . ?
C7 C8 1.403(2) . ?
C8 C9 1.380(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.402(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C17 1.394(3) . ?
C12 C13 1.395(3) . ?
C13 C14 1.392(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.379(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.377(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.389(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.396(2) . ?
C18 C23 1.397(2) . ?
C19 C20 1.393(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.386(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.387(2) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
N2 H2 0.91(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 O1 113.81(13) . . ?
N1 C1 C12 127.70(15) . . ?
O1 C1 C12 118.47(15) . . ?
C3 C2 O1 107.71(13) . . ?
C3 C2 C18 136.39(14) . . ?
O1 C2 C18 115.62(13) . . ?
C2 C3 N1 108.26(14) . . ?
C2 C3 C4 132.22(14) . . ?
N1 C3 C4 119.38(14) . . ?
C5 C4 C7 106.13(14) . . ?
C5 C4 C3 123.44(15) . . ?
C7 C4 C3 130.42(15) . . ?
N2 C5 C4 110.29(15) . . ?
N2 C5 H5 124.9 . . ?
C4 C5 H5 124.9 . . ?
N2 C6 C11 130.27(15) . . ?
N2 C6 C7 107.32(14) . . ?
C11 C6 C7 122.41(15) . . ?
C8 C7 C6 118.51(15) . . ?
C8 C7 C4 134.53(15) . . ?
C6 C7 C4 106.94(14) . . ?
C9 C8 C7 119.14(15) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 121.38(16) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C11 C10 C9 121.02(16) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C6 117.53(15) . . ?
C10 C11 H11 121.2 . . ?
C6 C11 H11 121.2 . . ?
C17 C12 C13 120.20(17) . . ?
C17 C12 C1 121.07(17) . . ?
C13 C12 C1 118.71(18) . . ?
C14 C13 C12 119.1(2) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C16 C15 C14 120.55(18) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C17 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C12 119.7(2) . . ?
C16 C17 H17 120.1 . . ?
C12 C17 H17 120.1 . . ?
C19 C18 C23 118.81(14) . . ?
C19 C18 C2 121.22(14) . . ?
C23 C18 C2 119.93(14) . . ?
C20 C19 C18 120.51(15) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C21 C20 C19 120.10(15) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 119.74(15) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 120.39(15) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C18 120.45(15) . . ?
C22 C23 H23 119.8 . . ?
C18 C23 H23 119.8 . . ?
C1 N1 C3 105.36(13) . . ?
C5 N2 C6 109.28(14) . . ?
C5 N2 H2 124.3(12) . . ?
C6 N2 H2 126.4(12) . . ?
C1 O1 C2 104.85(12) . . ?

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
O1 C2 C3 N1 0.32(16) . . . . ?
C18 C2 C3 N1 -172.94(16) . . . . ?
O1 C2 C3 C4 175.93(15) . . . . ?
C18 C2 C3 C4 2.7(3) . . . . ?
C2 C3 C4 C5 -136.57(18) . . . . ?
N1 C3 C4 C5 38.7(2) . . . . ?
C2 C3 C4 C7 43.3(3) . . . . ?
N1 C3 C4 C7 -141.44(16) . . . . ?
C7 C4 C5 N2 -1.82(18) . . . . ?
C3 C4 C5 N2 178.10(13) . . . . ?
N2 C6 C7 C8 178.03(14) . . . . ?
C11 C6 C7 C8 -1.2(2) . . . . ?
N2 C6 C7 C4 -0.90(17) . . . . ?
C11 C6 C7 C4 179.86(14) . . . . ?
C5 C4 C7 C8 -177.03(18) . . . . ?
C3 C4 C7 C8 3.0(3) . . . . ?
C5 C4 C7 C6 1.65(17) . . . . ?
C3 C4 C7 C6 -178.27(15) . . . . ?
C6 C7 C8 C9 0.9(2) . . . . ?
C4 C7 C8 C9 179.47(17) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 C6 -0.3(3) . . . . ?
N2 C6 C11 C10 -178.17(17) . . . . ?
C7 C6 C11 C10 0.9(2) . . . . ?
N1 C1 C12 C17 175.48(15) . . . . ?
O1 C1 C12 C17 -5.7(2) . . . . ?
N1 C1 C12 C13 -6.1(2) . . . . ?
O1 C1 C12 C13 172.69(14) . . . . ?
C17 C12 C13 C14 -0.4(3) . . . . ?
C1 C12 C13 C14 -178.78(15) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
C13 C14 C15 C16 -0.4(3) . . . . ?
C14 C15 C16 C17 0.6(3) . . . . ?
C15 C16 C17 C12 -0.7(3) . . . . ?
C13 C12 C17 C16 0.5(2) . . . . ?
C1 C12 C17 C16 178.93(15) . . . . ?
C3 C2 C18 C19 -163.07(17) . . . . ?
O1 C2 C18 C19 24.1(2) . . . . ?
C3 C2 C18 C23 19.3(3) . . . . ?
O1 C2 C18 C23 -153.61(14) . . . . ?
C23 C18 C19 C20 -0.4(2) . . . . ?
C2 C18 C19 C20 -178.10(14) . . . . ?
C18 C19 C20 C21 0.8(2) . . . . ?
C19 C20 C21 C22 -0.7(2) . . . . ?
C20 C21 C22 C23 0.3(2) . . . . ?
C21 C22 C23 C18 0.1(2) . . . . ?
C19 C18 C23 C22 0.0(2) . . . . ?
C2 C18 C23 C22 177.68(14) . . . . ?
O1 C1 N1 C3 -1.11(17) . . . . ?
C12 C1 N1 C3 177.74(15) . . . . ?
C2 C3 N1 C1 0.45(16) . . . . ?
C4 C3 N1 C1 -175.82(14) . . . . ?
C4 C5 N2 C6 1.30(18) . . . . ?
C11 C6 N2 C5 178.95(16) . . . . ?
C7 C6 N2 C5 -0.20(18) . . . . ?
N1 C1 O1 C2 1.30(16) . . . . ?
C12 C1 O1 C2 -177.66(13) . . . . ?
C3 C2 O1 C1 -0.93(15) . . . . ?
C18 C2 O1 C1 173.92(12) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 N1 0.91(2) 2.07(2) 2.9478(19) 163.7(18) 2_645

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        66.58
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.051
_database_code_depnum_ccdc_archive 'CCDC 950268'