# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_name        'Tao Pang'
_publ_contact_author_email       leileitaotao6666@163.com
_publ_author_name                'Hua Jiang'

data_090713am
_database_code_depnum_ccdc_archive 'CCDC 832365'
#TrackingRef '- 832365.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H22 N2 O2'
_chemical_formula_weight         346.42

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           Tetragonal
_symmetry_space_group_name_H-M   I4(1)/a

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   27.9106(10)
_cell_length_b                   27.9106(10)
_cell_length_c                   9.8447(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7669.0(7)
_cell_formula_units_Z            16
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2675
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      22.46

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2944
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9772
_exptl_absorpt_correction_T_max  0.9969
_exptl_absorpt_process_details   ?

_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            43614
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_sigmaI/netI    0.0167
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         25.99
_reflns_number_total             3741
_reflns_number_gt                3353
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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.
Collected data were corrected for absorbance by using SADABS based upon
the Laue symmetry using equivalent reflections with the multi-scan method.
The crystal is too thin to give a better data sets, although we have tried
many times.

;

_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^)+(0.0565P)^2^+13.6163P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3741
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1018
_refine_ls_R_factor_gt           0.0938
_refine_ls_wR_factor_ref         0.2055
_refine_ls_wR_factor_gt          0.2019
_refine_ls_goodness_of_fit_ref   1.250
_refine_ls_restrained_S_all      1.250
_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 0.88830(11) 0.51969(10) -0.1964(3) 0.0532(8) Uani 1 1 d . . .
C2 C 0.84072(14) 0.53131(13) -0.2303(4) 0.0721(11) Uani 1 1 d . . .
H2 H 0.8292 0.5249 -0.3170 0.086 Uiso 1 1 calc R . .
C3 C 0.81182(12) 0.55183(14) -0.1367(5) 0.0728(11) Uani 1 1 d . . .
H3 H 0.7804 0.5592 -0.1601 0.087 Uiso 1 1 calc R . .
C4 C 0.82808(10) 0.56218(10) -0.0054(4) 0.0547(8) Uani 1 1 d . . .
C5 C 0.79912(12) 0.58407(13) 0.0939(5) 0.0740(11) Uani 1 1 d . . .
H5 H 0.7677 0.5921 0.0720 0.089 Uiso 1 1 calc R . .
C6 C 0.81550(12) 0.59370(13) 0.2196(5) 0.0696(11) Uani 1 1 d . . .
H6 H 0.7957 0.6087 0.2826 0.083 Uiso 1 1 calc R . .
C7 C 0.86247(11) 0.58109(10) 0.2554(3) 0.0533(8) Uani 1 1 d . . .
C8 C 0.89246(10) 0.56080(10) 0.1620(3) 0.0453(7) Uani 1 1 d . . .
H8 H 0.9239 0.5535 0.1859 0.054 Uiso 1 1 calc R . .
C9 C 0.87596(9) 0.55086(9) 0.0291(3) 0.0409(6) Uani 1 1 d . . .
C10 C 0.90553(10) 0.52919(10) -0.0702(3) 0.0443(7) Uani 1 1 d . . .
H10 H 0.9370 0.5214 -0.0488 0.053 Uiso 1 1 calc R . .
C11 C 0.91739(14) 0.57498(13) 0.4408(4) 0.0668(10) Uani 1 1 d . . .
H11A H 0.9222 0.5418 0.4147 0.080 Uiso 1 1 calc R . .
H11B H 0.9163 0.5763 0.5392 0.080 Uiso 1 1 calc R . .
C12 C 0.95785(14) 0.60303(13) 0.3940(3) 0.0596(9) Uani 1 1 d . . .
C13 C 0.99160(14) 0.62349(13) 0.3512(4) 0.0633(9) Uani 1 1 d . . .
C14 C 1.03432(14) 0.64226(16) 0.2832(4) 0.0767(11) Uani 1 1 d . . .
H14A H 1.0351 0.6769 0.2908 0.092 Uiso 1 1 calc R . .
H14B H 1.0629 0.6295 0.3259 0.092 Uiso 1 1 calc R . .
C15 C 1.00019(13) 0.65798(13) 0.0620(4) 0.0672(10) Uani 1 1 d . . .
H15A H 1.0121 0.6906 0.0586 0.081 Uiso 1 1 calc R . .
H15B H 0.9690 0.6584 0.1056 0.081 Uiso 1 1 calc R . .
C16 C 0.99551(12) 0.63875(13) -0.0788(4) 0.0659(10) Uani 1 1 d . . .
H16A H 0.9813 0.6070 -0.0754 0.079 Uiso 1 1 calc R . .
H16B H 0.9743 0.6593 -0.1309 0.079 Uiso 1 1 calc R . .
C17 C 1.07543(12) 0.60872(15) -0.0636(4) 0.0702(10) Uani 1 1 d . . .
H17A H 1.1067 0.6092 -0.1065 0.084 Uiso 1 1 calc R . .
H17B H 1.0649 0.5757 -0.0584 0.084 Uiso 1 1 calc R . .
C18 C 1.07926(12) 0.62898(15) 0.0768(4) 0.0722(11) Uani 1 1 d . . .
H18A H 1.1017 0.6101 0.1298 0.087 Uiso 1 1 calc R . .
H18B H 1.0911 0.6616 0.0724 0.087 Uiso 1 1 calc R . .
C19 C 1.03747(15) 0.61715(15) -0.2831(4) 0.0772(11) Uani 1 1 d . . .
H19A H 1.0692 0.6148 -0.3225 0.093 Uiso 1 1 calc R . .
H19B H 1.0192 0.6396 -0.3375 0.093 Uiso 1 1 calc R . .
C20 C 1.01406(13) 0.56929(16) -0.2907(4) 0.0687(10) Uani 1 1 d . . .
C21 C 0.99262(13) 0.53271(14) -0.2853(4) 0.0621(9) Uani 1 1 d . . .
C22 C 0.96352(14) 0.48927(13) -0.2837(4) 0.0687(10) Uani 1 1 d . . .
H22A H 0.9743 0.4682 -0.3559 0.082 Uiso 1 1 calc R . .
H22B H 0.9684 0.4728 -0.1981 0.082 Uiso 1 1 calc R . .
N1 N 1.03303(10) 0.62836(10) 0.1407(3) 0.0599(7) Uani 1 1 d . . .
N2 N 1.04172(10) 0.63607(11) -0.1458(3) 0.0639(8) Uani 1 1 d . . .
O1 O 0.91322(9) 0.49839(9) -0.3008(2) 0.0686(7) Uani 1 1 d . . .
O2 O 0.87317(9) 0.59078(9) 0.3888(2) 0.0687(7) 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 0.0588(19) 0.0360(15) 0.065(2) -0.0044(14) -0.0079(16) -0.0087(13)
C2 0.070(2) 0.064(2) 0.082(3) -0.006(2) -0.034(2) -0.0034(18)
C3 0.0436(18) 0.069(2) 0.106(3) 0.001(2) -0.025(2) 0.0075(16)
C4 0.0412(16) 0.0411(16) 0.082(2) 0.0065(15) -0.0043(16) 0.0040(12)
C5 0.0353(17) 0.068(2) 0.118(4) -0.001(2) 0.005(2) 0.0174(15)
C6 0.0512(19) 0.064(2) 0.094(3) -0.007(2) 0.026(2) 0.0132(16)
C7 0.0511(17) 0.0434(16) 0.066(2) -0.0001(15) 0.0188(15) 0.0003(13)
C8 0.0357(14) 0.0406(15) 0.0595(19) 0.0059(13) 0.0070(13) 0.0033(11)
C9 0.0354(13) 0.0280(12) 0.0592(18) 0.0053(12) 0.0020(12) -0.0028(10)
C10 0.0360(14) 0.0388(14) 0.0580(18) -0.0022(13) -0.0015(13) -0.0029(11)
C11 0.087(3) 0.065(2) 0.0484(19) -0.0004(16) 0.0126(18) 0.0106(19)
C12 0.069(2) 0.064(2) 0.0466(18) -0.0108(16) 0.0025(17) 0.0148(18)
C13 0.072(2) 0.066(2) 0.052(2) -0.0103(17) 0.0004(18) 0.0009(18)
C14 0.074(2) 0.084(3) 0.072(3) -0.009(2) -0.012(2) -0.019(2)
C15 0.066(2) 0.061(2) 0.075(3) 0.0027(18) 0.0020(19) 0.0102(17)
C16 0.0526(19) 0.069(2) 0.076(3) 0.0091(19) -0.0170(17) 0.0032(16)
C17 0.0438(18) 0.095(3) 0.071(2) 0.014(2) 0.0090(17) 0.0047(17)
C18 0.0466(19) 0.091(3) 0.079(3) 0.019(2) -0.0109(18) -0.0135(18)
C19 0.073(2) 0.091(3) 0.068(3) 0.014(2) 0.003(2) -0.019(2)
C20 0.062(2) 0.086(3) 0.058(2) -0.0024(19) 0.0040(17) 0.000(2)
C21 0.064(2) 0.069(2) 0.054(2) -0.0067(17) 0.0090(16) 0.0076(18)
C22 0.084(3) 0.060(2) 0.062(2) -0.0152(17) 0.0060(19) 0.0187(18)
N1 0.0505(15) 0.0704(18) 0.0587(17) 0.0030(14) -0.0078(13) -0.0063(13)
N2 0.0582(17) 0.0721(19) 0.0613(18) 0.0107(15) -0.0029(14) -0.0123(14)
O1 0.0773(17) 0.0663(15) 0.0624(15) -0.0210(12) -0.0060(13) -0.0076(12)
O2 0.0666(15) 0.0766(16) 0.0629(15) -0.0091(12) 0.0221(12) 0.0109(12)

_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 C10 1.358(4) . ?
C1 O1 1.377(4) . ?
C1 C2 1.407(5) . ?
C2 C3 1.352(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.400(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.408(5) . ?
C4 C9 1.414(4) . ?
C5 C6 1.346(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.403(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.366(4) . ?
C7 O2 1.374(4) . ?
C8 C9 1.415(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.415(4) . ?
C10 H10 0.9300 . ?
C11 O2 1.407(4) . ?
C11 C12 1.449(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.179(5) . ?
C13 C14 1.464(5) . ?
C14 N1 1.456(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N1 1.457(4) . ?
C15 C16 1.493(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N2 1.450(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 N2 1.457(4) . ?
C17 C18 1.497(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 N1 1.436(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 N2 1.456(5) . ?
C19 C20 1.489(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.185(5) . ?
C21 C22 1.459(5) . ?
C22 O1 1.437(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?

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 C1 O1 126.1(3) . . ?
C10 C1 C2 120.4(3) . . ?
O1 C1 C2 113.5(3) . . ?
C3 C2 C1 119.9(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C5 123.0(3) . . ?
C3 C4 C9 118.8(3) . . ?
C5 C4 C9 118.2(3) . . ?
C6 C5 C4 122.0(3) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 119.9(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C8 C7 O2 126.3(3) . . ?
C8 C7 C6 120.5(3) . . ?
O2 C7 C6 113.2(3) . . ?
C7 C8 C9 120.3(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C4 C9 C10 118.7(3) . . ?
C4 C9 C8 119.1(3) . . ?
C10 C9 C8 122.2(2) . . ?
C1 C10 C9 120.6(3) . . ?
C1 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
O2 C11 C12 113.5(3) . . ?
O2 C11 H11A 108.9 . . ?
C12 C11 H11A 108.9 . . ?
O2 C11 H11B 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C13 C12 C11 175.9(4) . . ?
C12 C13 C14 170.7(4) . . ?
N1 C14 C13 109.0(3) . . ?
N1 C14 H14A 109.9 . . ?
C13 C14 H14A 109.9 . . ?
N1 C14 H14B 109.9 . . ?
C13 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
N1 C15 C16 110.2(3) . . ?
N1 C15 H15A 109.6 . . ?
C16 C15 H15A 109.6 . . ?
N1 C15 H15B 109.6 . . ?
C16 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
N2 C16 C15 111.3(3) . . ?
N2 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
N2 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N2 C17 C18 111.2(3) . . ?
N2 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
N2 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
N1 C18 C17 109.6(3) . . ?
N1 C18 H18A 109.8 . . ?
C17 C18 H18A 109.8 . . ?
N1 C18 H18B 109.8 . . ?
C17 C18 H18B 109.8 . . ?
H18A C18 H18B 108.2 . . ?
N2 C19 C20 114.0(3) . . ?
N2 C19 H19A 108.7 . . ?
C20 C19 H19A 108.7 . . ?
N2 C19 H19B 108.7 . . ?
C20 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C21 C20 C19 173.1(4) . . ?
C20 C21 C22 176.0(4) . . ?
O1 C22 C21 113.3(3) . . ?
O1 C22 H22A 108.9 . . ?
C21 C22 H22A 108.9 . . ?
O1 C22 H22B 108.9 . . ?
C21 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C18 N1 C14 113.4(3) . . ?
C18 N1 C15 109.0(3) . . ?
C14 N1 C15 112.1(3) . . ?
C16 N2 C19 111.6(3) . . ?
C16 N2 C17 110.4(3) . . ?
C19 N2 C17 112.2(3) . . ?
C1 O1 C22 118.9(3) . . ?
C7 O2 C11 118.5(2) . . ?

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
C10 C1 C2 C3 -0.4(5) . . . . ?
O1 C1 C2 C3 179.1(3) . . . . ?
C1 C2 C3 C4 0.3(6) . . . . ?
C2 C3 C4 C5 179.2(4) . . . . ?
C2 C3 C4 C9 0.1(5) . . . . ?
C3 C4 C5 C6 180.0(4) . . . . ?
C9 C4 C5 C6 -1.0(5) . . . . ?
C4 C5 C6 C7 -1.1(6) . . . . ?
C5 C6 C7 C8 2.6(5) . . . . ?
C5 C6 C7 O2 -176.7(3) . . . . ?
O2 C7 C8 C9 177.2(3) . . . . ?
C6 C7 C8 C9 -2.0(4) . . . . ?
C3 C4 C9 C10 -0.4(4) . . . . ?
C5 C4 C9 C10 -179.5(3) . . . . ?
C3 C4 C9 C8 -179.4(3) . . . . ?
C5 C4 C9 C8 1.5(4) . . . . ?
C7 C8 C9 C4 -0.1(4) . . . . ?
C7 C8 C9 C10 -179.0(3) . . . . ?
O1 C1 C10 C9 -179.3(3) . . . . ?
C2 C1 C10 C9 0.0(4) . . . . ?
C4 C9 C10 C1 0.4(4) . . . . ?
C8 C9 C10 C1 179.3(3) . . . . ?
O2 C11 C12 C13 -109(6) . . . . ?
C11 C12 C13 C14 9(8) . . . . ?
C12 C13 C14 N1 35(3) . . . . ?
N1 C15 C16 N2 -57.3(4) . . . . ?
N2 C17 C18 N1 59.0(4) . . . . ?
N2 C19 C20 C21 33(4) . . . . ?
C19 C20 C21 C22 81(7) . . . . ?
C20 C21 C22 O1 -22(6) . . . . ?
C17 C18 N1 C14 173.3(3) . . . . ?
C17 C18 N1 C15 -61.1(4) . . . . ?
C13 C14 N1 C18 -158.5(3) . . . . ?
C13 C14 N1 C15 77.6(4) . . . . ?
C16 C15 N1 C18 60.6(4) . . . . ?
C16 C15 N1 C14 -173.1(3) . . . . ?
C15 C16 N2 C19 179.8(3) . . . . ?
C15 C16 N2 C17 54.2(4) . . . . ?
C20 C19 N2 C16 -56.3(4) . . . . ?
C20 C19 N2 C17 68.3(4) . . . . ?
C18 C17 N2 C16 -55.0(4) . . . . ?
C18 C17 N2 C19 179.8(3) . . . . ?
C10 C1 O1 C22 -6.9(5) . . . . ?
C2 C1 O1 C22 173.7(3) . . . . ?
C21 C22 O1 C1 -71.1(4) . . . . ?
C8 C7 O2 C11 -6.1(5) . . . . ?
C6 C7 O2 C11 173.2(3) . . . . ?
C12 C11 O2 C7 74.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.050

# Attachment '- 832866.cif'

data_t
_database_code_depnum_ccdc_archive 'CCDC 832366'
#TrackingRef '- 832866.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H22 N2 O2'
_chemical_formula_weight         346.42

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                   11.4965(14)
_cell_length_b                   9.5446(12)
_cell_length_c                   17.128(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.203(2)
_cell_angle_gamma                90.00
_cell_volume                     1871.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1400
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      20.57

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.971
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   'SHELXL-97 (Sheldrick, 1997)'

_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            8415
_diffrn_reflns_av_R_equivalents  0.1177
_diffrn_reflns_av_sigmaI/netI    0.0991
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3460
_reflns_number_gt                2069
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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^)+(0.0628P)^2^+0.0000P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3460
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0692
_refine_ls_wR_factor_ref         0.1747
_refine_ls_wR_factor_gt          0.1543
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_restrained_S_all      0.975
_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 0.7104(3) 0.3440(3) 0.97513(16) 0.0717(8) Uani 1 1 d . . .
C2 C 0.7831(3) 0.4481(4) 1.00895(19) 0.0947(10) Uani 1 1 d . . .
H2 H 0.7808 0.4697 1.0617 0.114 Uiso 1 1 calc R . .
C3 C 0.8570(3) 0.5184(3) 0.9661(2) 0.0940(10) Uani 1 1 d . . .
H3 H 0.9048 0.5879 0.9897 0.113 Uiso 1 1 calc R . .
C4 C 0.8628(2) 0.4878(3) 0.88548(17) 0.0651(7) Uani 1 1 d . . .
C5 C 0.9401(3) 0.5554(3) 0.8390(2) 0.0827(9) Uani 1 1 d . . .
H5 H 0.9910 0.6225 0.8618 0.099 Uiso 1 1 calc R . .
C6 C 0.9426(2) 0.5257(3) 0.76141(19) 0.0738(8) Uani 1 1 d . . .
H6 H 0.9944 0.5720 0.7316 0.089 Uiso 1 1 calc R . .
C7 C 0.8666(2) 0.4249(3) 0.72732(15) 0.0602(7) Uani 1 1 d . . .
C8 C 0.79112(19) 0.3547(3) 0.77031(14) 0.0552(6) Uani 1 1 d . . .
H8 H 0.7419 0.2868 0.7466 0.066 Uiso 1 1 calc R . .
C9 C 0.78743(19) 0.3850(2) 0.85107(14) 0.0520(6) Uani 1 1 d . . .
C10 C 0.7115(2) 0.3131(3) 0.89781(14) 0.0592(7) Uani 1 1 d . . .
H10 H 0.6619 0.2441 0.8754 0.071 Uiso 1 1 calc R . .
C11 C 0.7813(2) 0.3384(4) 0.60439(16) 0.0840(9) Uani 1 1 d . . .
H11A H 0.7629 0.2502 0.6285 0.101 Uiso 1 1 calc R . .
H11B H 0.8027 0.3185 0.5520 0.101 Uiso 1 1 calc R . .
C12 C 0.6781(3) 0.4281(4) 0.59892(15) 0.0766(9) Uani 1 1 d . . .
C13 C 0.5987(3) 0.5067(4) 0.59793(16) 0.0798(9) Uani 1 1 d . . .
C14 C 0.4969(3) 0.5993(3) 0.60662(17) 0.0842(9) Uani 1 1 d . . .
H14A H 0.5250 0.6926 0.6207 0.101 Uiso 1 1 calc R . .
H14B H 0.4505 0.6058 0.5566 0.101 Uiso 1 1 calc R . .
C15 C 0.4895(2) 0.5371(3) 0.74255(15) 0.0658(7) Uani 1 1 d . . .
H15A H 0.5192 0.6284 0.7593 0.079 Uiso 1 1 calc R . .
H15B H 0.5559 0.4758 0.7379 0.079 Uiso 1 1 calc R . .
C16 C 0.4160(2) 0.4793(3) 0.80313(16) 0.0650(7) Uani 1 1 d . . .
H16A H 0.4632 0.4685 0.8527 0.078 Uiso 1 1 calc R . .
H16B H 0.3528 0.5437 0.8110 0.078 Uiso 1 1 calc R . .
C17 C 0.2935(2) 0.3637(3) 0.70453(18) 0.0760(8) Uani 1 1 d . . .
H17A H 0.2317 0.4297 0.7129 0.091 Uiso 1 1 calc R . .
H17B H 0.2580 0.2751 0.6880 0.091 Uiso 1 1 calc R . .
C18 C 0.3663(2) 0.4184(3) 0.64204(17) 0.0742(8) Uani 1 1 d . . .
H18A H 0.4254 0.3498 0.6321 0.089 Uiso 1 1 calc R . .
H18B H 0.3168 0.4325 0.5937 0.089 Uiso 1 1 calc R . .
C19 C 0.3089(2) 0.2763(3) 0.83775(18) 0.0763(8) Uani 1 1 d . . .
H19A H 0.2662 0.1955 0.8160 0.092 Uiso 1 1 calc R . .
H19B H 0.2534 0.3405 0.8578 0.092 Uiso 1 1 calc R . .
C20 C 0.3945(3) 0.2319(3) 0.90138(19) 0.0722(8) Uani 1 1 d . . .
C21 C 0.4720(3) 0.2005(3) 0.94635(18) 0.0740(8) Uani 1 1 d . . .
C22 C 0.5733(3) 0.1627(3) 1.00111(18) 0.0875(10) Uani 1 1 d . . .
H22A H 0.5458 0.1160 1.0463 0.105 Uiso 1 1 calc R . .
H22B H 0.6217 0.0969 0.9755 0.105 Uiso 1 1 calc R . .
N1 N 0.42233(17) 0.5499(2) 0.66603(13) 0.0652(6) Uani 1 1 d . . .
N2 N 0.36860(16) 0.3445(2) 0.77720(13) 0.0613(6) Uani 1 1 d . . .
O1 O 0.64299(19) 0.2807(2) 1.02740(10) 0.0891(7) Uani 1 1 d . . .
O2 O 0.87794(15) 0.4019(2) 0.64911(11) 0.0804(6) 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 0.092(2) 0.0749(19) 0.0492(17) -0.0013(15) 0.0103(15) 0.0036(16)
C2 0.136(3) 0.092(2) 0.056(2) -0.0152(18) 0.010(2) -0.009(2)
C3 0.123(3) 0.083(2) 0.073(2) -0.0215(19) -0.006(2) -0.018(2)
C4 0.0745(17) 0.0546(17) 0.0653(19) -0.0022(14) 0.0014(14) -0.0019(13)
C5 0.082(2) 0.073(2) 0.091(2) 0.0008(18) -0.0014(17) -0.0212(16)
C6 0.0588(16) 0.075(2) 0.089(2) 0.0150(17) 0.0127(15) -0.0070(14)
C7 0.0491(14) 0.0751(19) 0.0581(17) 0.0077(14) 0.0147(12) 0.0049(13)
C8 0.0504(14) 0.0664(17) 0.0497(16) -0.0015(13) 0.0098(11) -0.0052(12)
C9 0.0508(13) 0.0510(15) 0.0544(16) -0.0002(12) 0.0054(11) 0.0076(11)
C10 0.0666(16) 0.0638(17) 0.0480(16) -0.0015(13) 0.0099(12) -0.0042(13)
C11 0.085(2) 0.120(3) 0.0520(18) -0.0097(17) 0.0342(15) -0.0132(19)
C12 0.073(2) 0.118(3) 0.0403(16) 0.0067(16) 0.0136(14) -0.0170(19)
C13 0.079(2) 0.116(3) 0.0443(17) 0.0160(17) 0.0052(15) -0.0151(19)
C14 0.086(2) 0.098(2) 0.064(2) 0.0256(17) -0.0119(16) -0.0163(18)
C15 0.0649(16) 0.0667(18) 0.0645(18) 0.0036(14) -0.0006(13) -0.0141(13)
C16 0.0666(16) 0.0611(17) 0.0683(19) -0.0014(14) 0.0119(13) -0.0029(13)
C17 0.0621(17) 0.0677(19) 0.096(2) 0.0032(16) -0.0056(16) -0.0081(13)
C18 0.0682(17) 0.076(2) 0.076(2) 0.0065(16) -0.0107(15) -0.0070(15)
C19 0.0706(18) 0.0682(19) 0.094(2) 0.0033(16) 0.0291(16) -0.0059(14)
C20 0.081(2) 0.070(2) 0.072(2) 0.0057(16) 0.0381(17) -0.0047(16)
C21 0.088(2) 0.079(2) 0.060(2) 0.0105(16) 0.0348(16) -0.0013(17)
C22 0.115(3) 0.089(2) 0.064(2) 0.0133(17) 0.0389(18) -0.007(2)
N1 0.0597(13) 0.0655(15) 0.0679(16) 0.0117(11) -0.0084(11) -0.0034(11)
N2 0.0576(12) 0.0550(13) 0.0721(15) 0.0044(11) 0.0106(11) -0.0064(10)
O1 0.1204(16) 0.1082(17) 0.0416(11) 0.0048(11) 0.0237(11) -0.0072(13)
O2 0.0633(11) 0.1181(16) 0.0639(13) 0.0021(11) 0.0281(9) -0.0100(11)

_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 C10 1.358(3) . ?
C1 O1 1.376(3) . ?
C1 C2 1.391(4) . ?
C2 C3 1.351(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.419(4) . ?
C3 H3 0.9300 . ?
C4 C9 1.403(3) . ?
C4 C5 1.403(4) . ?
C5 C6 1.362(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.392(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.364(3) . ?
C7 O2 1.375(3) . ?
C8 C9 1.418(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.415(3) . ?
C10 H10 0.9300 . ?
C11 O2 1.426(3) . ?
C11 C12 1.460(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.180(4) . ?
C13 C14 1.485(4) . ?
C14 N1 1.467(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N1 1.465(3) . ?
C15 C16 1.501(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N2 1.451(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 N2 1.460(3) . ?
C17 C18 1.510(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 N1 1.453(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 N2 1.449(3) . ?
C19 C20 1.464(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.163(4) . ?
C21 C22 1.472(4) . ?
C22 O1 1.431(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?

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 C1 O1 126.5(3) . . ?
C10 C1 C2 120.2(3) . . ?
O1 C1 C2 113.3(3) . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 120.9(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C9 C4 C5 118.8(3) . . ?
C9 C4 C3 118.1(3) . . ?
C5 C4 C3 123.1(3) . . ?
C6 C5 C4 121.9(3) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 119.0(3) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C8 C7 O2 124.6(2) . . ?
C8 C7 C6 121.3(3) . . ?
O2 C7 C6 114.1(2) . . ?
C7 C8 C9 120.2(2) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C4 C9 C10 119.4(2) . . ?
C4 C9 C8 118.7(2) . . ?
C10 C9 C8 121.9(2) . . ?
C1 C10 C9 120.5(2) . . ?
C1 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
O2 C11 C12 112.0(3) . . ?
O2 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
O2 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C13 C12 C11 175.5(3) . . ?
C12 C13 C14 172.9(3) . . ?
N1 C14 C13 113.2(2) . . ?
N1 C14 H14A 108.9 . . ?
C13 C14 H14A 108.9 . . ?
N1 C14 H14B 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
N1 C15 C16 111.4(2) . . ?
N1 C15 H15A 109.3 . . ?
C16 C15 H15A 109.3 . . ?
N1 C15 H15B 109.3 . . ?
C16 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
N2 C16 C15 109.5(2) . . ?
N2 C16 H16A 109.8 . . ?
C15 C16 H16A 109.8 . . ?
N2 C16 H16B 109.8 . . ?
C15 C16 H16B 109.8 . . ?
H16A C16 H16B 108.2 . . ?
N2 C17 C18 109.0(2) . . ?
N2 C17 H17A 109.9 . . ?
C18 C17 H17A 109.9 . . ?
N2 C17 H17B 109.9 . . ?
C18 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
N1 C18 C17 111.0(3) . . ?
N1 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
N1 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
N2 C19 C20 109.4(2) . . ?
N2 C19 H19A 109.8 . . ?
C20 C19 H19A 109.8 . . ?
N2 C19 H19B 109.8 . . ?
C20 C19 H19B 109.8 . . ?
H19A C19 H19B 108.2 . . ?
C21 C20 C19 172.4(3) . . ?
C20 C21 C22 177.7(3) . . ?
O1 C22 C21 113.3(2) . . ?
O1 C22 H22A 108.9 . . ?
C21 C22 H22A 108.9 . . ?
O1 C22 H22B 108.9 . . ?
C21 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C18 N1 C15 111.4(2) . . ?
C18 N1 C14 110.7(2) . . ?
C15 N1 C14 110.7(2) . . ?
C19 N2 C16 111.6(2) . . ?
C19 N2 C17 112.6(2) . . ?
C16 N2 C17 109.0(2) . . ?
C1 O1 C22 118.2(2) . . ?
C7 O2 C11 116.95(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
C10 C1 C2 C3 -1.0(5) . . . . ?
O1 C1 C2 C3 178.4(3) . . . . ?
C1 C2 C3 C4 -0.2(5) . . . . ?
C2 C3 C4 C9 1.6(5) . . . . ?
C2 C3 C4 C5 -178.4(3) . . . . ?
C9 C4 C5 C6 1.1(4) . . . . ?
C3 C4 C5 C6 -178.9(3) . . . . ?
C4 C5 C6 C7 -0.2(4) . . . . ?
C5 C6 C7 C8 -0.8(4) . . . . ?
C5 C6 C7 O2 -179.1(2) . . . . ?
O2 C7 C8 C9 179.0(2) . . . . ?
C6 C7 C8 C9 1.0(4) . . . . ?
C5 C4 C9 C10 178.2(2) . . . . ?
C3 C4 C9 C10 -1.8(4) . . . . ?
C5 C4 C9 C8 -0.9(4) . . . . ?
C3 C4 C9 C8 179.1(2) . . . . ?
C7 C8 C9 C4 -0.1(3) . . . . ?
C7 C8 C9 C10 -179.1(2) . . . . ?
O1 C1 C10 C9 -178.6(2) . . . . ?
C2 C1 C10 C9 0.8(4) . . . . ?
C4 C9 C10 C1 0.7(4) . . . . ?
C8 C9 C10 C1 179.7(2) . . . . ?
O2 C11 C12 C13 -6(4) . . . . ?
C11 C12 C13 C14 -73(5) . . . . ?
C12 C13 C14 N1 -22(3) . . . . ?
N1 C15 C16 N2 57.3(3) . . . . ?
N2 C17 C18 N1 -58.5(3) . . . . ?
N2 C19 C20 C21 -10(3) . . . . ?
C19 C20 C21 C22 4(11) . . . . ?
C20 C21 C22 O1 63(9) . . . . ?
C17 C18 N1 C15 53.8(3) . . . . ?
C17 C18 N1 C14 177.5(2) . . . . ?
C16 C15 N1 C18 -53.3(3) . . . . ?
C16 C15 N1 C14 -176.9(2) . . . . ?
C13 C14 N1 C18 -66.1(3) . . . . ?
C13 C14 N1 C15 58.0(3) . . . . ?
C20 C19 N2 C16 -69.8(3) . . . . ?
C20 C19 N2 C17 167.1(2) . . . . ?
C15 C16 N2 C19 172.9(2) . . . . ?
C15 C16 N2 C17 -62.0(3) . . . . ?
C18 C17 N2 C19 -173.0(2) . . . . ?
C18 C17 N2 C16 62.5(3) . . . . ?
C10 C1 O1 C22 5.5(4) . . . . ?
C2 C1 O1 C22 -173.9(3) . . . . ?
C21 C22 O1 C1 -72.0(3) . . . . ?
C8 C7 O2 C11 22.2(4) . . . . ?
C6 C7 O2 C11 -159.6(2) . . . . ?
C12 C11 O2 C7 65.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.048