# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Wu Xiaoyu'
_publ_contact_author_email       WUXY@SHU.EDU.CN

_publ_section_title              
;
Organocatalyzed enantioselective one-pot three-component access to
indoloquinolizidines by a Michael addition-Pictect-Spengler sequence
;
loop_
_publ_author_name
'Wu Xiaoyu'
'Weiguo Cao'
'Jie Chen'
'Xiaoyang Dai'
'Huihui Fang'
;
Linlin Nie
;
'Zhongjiao Ren'
'Gang Zhao'

# Attachment 'gd.cif'

data_gd
_database_code_depnum_ccdc_archive 'CCDC 763310'
#TrackingRef 'gd.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H25 N2 O2'
_chemical_formula_sum            'C25 H25 N2 O2'
_chemical_formula_weight         385.47
_chemical_absolute_configuration rm

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)

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

_cell_length_a                   8.356(3)
_cell_length_b                   7.930(2)
_cell_length_c                   15.722(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.369(4)
_cell_angle_gamma                90.00
_cell_volume                     1013.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1298
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      21.00

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             410
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9786
_exptl_absorpt_correction_T_max  0.9880
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5268
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0595
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         25.25
_reflns_number_total             3536
_reflns_number_gt                2735
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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^)+(0.0573P)^2^+0.0061P] 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     SHELXL
_refine_ls_extinction_coef       0.009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1.2(18)
_refine_ls_number_reflns         3536
_refine_ls_number_parameters     265
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1222
_refine_ls_wR_factor_gt          0.1095
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
O1 O 1.1824(3) 0.9104(4) 0.15163(14) 0.0738(8) Uani 1 1 d . . .
O2 O 0.9396(2) 0.9581(3) 0.06077(12) 0.0559(6) Uani 1 1 d . . .
N1 N 0.5992(3) 0.9397(3) 0.44162(14) 0.0409(6) Uani 1 1 d . . .
N2 N 0.9628(2) 1.0766(3) 0.35815(14) 0.0386(5) Uani 1 1 d . . .
C1 C 0.5831(3) 0.9865(4) 0.52436(17) 0.0421(7) Uani 1 1 d . . .
C2 C 0.4607(4) 0.9472(4) 0.5689(2) 0.0520(8) Uani 1 1 d . . .
H2 H 0.3728 0.8775 0.5439 0.062 Uiso 1 1 calc R . .
C3 C 0.4749(4) 1.0148(5) 0.6502(2) 0.0584(9) Uani 1 1 d . . .
H3 H 0.3947 0.9900 0.6806 0.070 Uiso 1 1 calc R . .
C4 C 0.6050(4) 1.1192(4) 0.68933(19) 0.0520(8) Uani 1 1 d . . .
H4 H 0.6107 1.1620 0.7450 0.062 Uiso 1 1 calc R . .
C5 C 0.7263(4) 1.1598(4) 0.64571(17) 0.0450(7) Uani 1 1 d . . .
H5 H 0.8126 1.2307 0.6715 0.054 Uiso 1 1 calc R . .
C6 C 0.7170(3) 1.0926(3) 0.56212(16) 0.0367(6) Uani 1 1 d . . .
C7 C 0.8149(3) 1.1077(3) 0.49943(16) 0.0353(6) Uani 1 1 d . . .
C8 C 0.9666(3) 1.2072(4) 0.50070(19) 0.0461(7) Uani 1 1 d . . .
H8A H 1.0623 1.1469 0.5333 0.055 Uiso 1 1 calc R . .
H8B H 0.9608 1.3150 0.5290 0.055 Uiso 1 1 calc R . .
C9 C 0.9815(4) 1.2346(4) 0.40803(18) 0.0466(7) Uani 1 1 d . . .
H9A H 0.8978 1.3139 0.3794 0.056 Uiso 1 1 calc R . .
H9B H 1.0881 1.2835 0.4086 0.056 Uiso 1 1 calc R . .
C10 C 0.8039(3) 0.9889(3) 0.34690(15) 0.0352(6) Uani 1 1 d . . .
H10 H 0.8256 0.8680 0.3431 0.042 Uiso 1 1 calc R . .
C11 C 0.7422(3) 1.0154(3) 0.42820(16) 0.0353(6) Uani 1 1 d . . .
C12 C 0.6906(3) 1.0405(4) 0.26061(16) 0.0423(7) Uani 1 1 d . . .
H12A H 0.6795 1.1623 0.2576 0.051 Uiso 1 1 calc R . .
H12B H 0.5823 0.9917 0.2553 0.051 Uiso 1 1 calc R . .
C13 C 0.7670(3) 0.9762(4) 0.18664(16) 0.0381(6) Uani 1 1 d . . .
H13 H 0.7235 1.0471 0.1355 0.046 Uiso 1 1 calc R . .
C14 C 0.7125(3) 0.7952(4) 0.16101(17) 0.0414(7) Uani 1 1 d . . .
C15 C 0.5586(4) 0.7681(4) 0.10611(19) 0.0553(9) Uani 1 1 d . . .
H15 H 0.4910 0.8596 0.0856 0.066 Uiso 1 1 calc R . .
C16 C 0.5049(5) 0.6063(6) 0.0817(2) 0.0735(12) Uani 1 1 d . . .
H16 H 0.4024 0.5905 0.0440 0.088 Uiso 1 1 calc R . .
C17 C 0.6011(5) 0.4685(5) 0.1125(2) 0.0683(10) Uani 1 1 d . . .
H17 H 0.5637 0.3601 0.0964 0.082 Uiso 1 1 calc R . .
C18 C 0.7532(4) 0.4934(5) 0.1673(2) 0.0616(9) Uani 1 1 d . . .
H18 H 0.8193 0.4013 0.1884 0.074 Uiso 1 1 calc R . .
C19 C 0.8084(4) 0.6556(4) 0.19117(19) 0.0476(7) Uani 1 1 d . . .
H19 H 0.9117 0.6707 0.2281 0.057 Uiso 1 1 calc R . .
C20 C 0.9534(3) 0.9991(3) 0.20954(17) 0.0382(6) Uani 1 1 d . . .
C21 C 1.0365(3) 1.0637(4) 0.28716(18) 0.0410(7) Uani 1 1 d . . .
C22 C 1.2128(3) 1.1247(5) 0.3056(2) 0.0568(9) Uani 1 1 d . . .
H22A H 1.2680 1.0734 0.2650 0.085 Uiso 1 1 calc R . .
H22B H 1.2680 1.0943 0.3641 0.085 Uiso 1 1 calc R . .
H22C H 1.2143 1.2451 0.2993 0.085 Uiso 1 1 calc R . .
C23 C 1.0404(4) 0.9527(4) 0.14100(19) 0.0477(7) Uani 1 1 d . . .
C24 C 1.0109(5) 0.9022(6) -0.0105(2) 0.0702(10) Uani 1 1 d . . .
H24A H 1.0654 0.7945 0.0038 0.084 Uiso 1 1 calc R . .
H24B H 1.0914 0.9835 -0.0203 0.084 Uiso 1 1 calc R . .
C25 C 0.8768(5) 0.8859(7) -0.0897(2) 0.0912(14) Uani 1 1 d . . .
H25A H 0.7927 0.8134 -0.0776 0.137 Uiso 1 1 calc R . .
H25B H 0.9194 0.8384 -0.1361 0.137 Uiso 1 1 calc R . .
H25C H 0.8310 0.9951 -0.1068 0.137 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
O1 0.0510(13) 0.107(2) 0.0672(16) -0.0070(15) 0.0213(12) 0.0231(13)
O2 0.0569(12) 0.0737(16) 0.0423(11) -0.0028(11) 0.0222(10) 0.0013(11)
N1 0.0437(13) 0.0459(15) 0.0365(12) -0.0072(10) 0.0160(10) -0.0085(11)
N2 0.0368(12) 0.0402(13) 0.0404(12) -0.0007(10) 0.0119(10) -0.0053(10)
C1 0.0474(15) 0.0380(17) 0.0436(16) -0.0022(13) 0.0159(13) -0.0043(13)
C2 0.0532(17) 0.053(2) 0.0558(18) -0.0064(15) 0.0252(15) -0.0176(15)
C3 0.068(2) 0.062(2) 0.0526(19) 0.0012(17) 0.0306(16) -0.0016(18)
C4 0.066(2) 0.054(2) 0.0386(15) -0.0010(15) 0.0163(15) 0.0067(17)
C5 0.0503(16) 0.0441(17) 0.0386(16) -0.0025(13) 0.0064(13) 0.0027(14)
C6 0.0386(14) 0.0366(16) 0.0351(14) -0.0017(12) 0.0086(11) 0.0027(12)
C7 0.0341(14) 0.0366(15) 0.0349(14) -0.0016(12) 0.0078(11) -0.0007(11)
C8 0.0453(17) 0.0434(18) 0.0502(17) -0.0103(14) 0.0121(14) -0.0050(14)
C9 0.0501(16) 0.0367(16) 0.0544(18) -0.0056(14) 0.0149(14) -0.0100(14)
C10 0.0349(13) 0.0368(16) 0.0357(14) -0.0028(12) 0.0121(11) -0.0029(12)
C11 0.0326(13) 0.0361(15) 0.0372(14) 0.0003(12) 0.0079(11) 0.0006(11)
C12 0.0363(14) 0.0485(18) 0.0416(15) -0.0030(13) 0.0079(12) 0.0011(13)
C13 0.0392(14) 0.0447(17) 0.0310(14) 0.0028(12) 0.0092(11) 0.0004(13)
C14 0.0434(16) 0.0516(19) 0.0328(14) -0.0020(13) 0.0161(13) -0.0034(14)
C15 0.0516(18) 0.070(2) 0.0434(17) -0.0038(16) 0.0086(15) -0.0089(17)
C16 0.073(2) 0.095(4) 0.052(2) -0.009(2) 0.0122(17) -0.034(2)
C17 0.092(3) 0.063(3) 0.059(2) -0.0124(18) 0.033(2) -0.025(2)
C18 0.079(2) 0.052(2) 0.063(2) -0.0031(17) 0.0340(19) -0.0055(18)
C19 0.0516(17) 0.0460(19) 0.0490(17) -0.0034(14) 0.0194(14) -0.0067(15)
C20 0.0422(15) 0.0375(16) 0.0376(15) 0.0053(12) 0.0148(12) 0.0032(12)
C21 0.0373(15) 0.0434(17) 0.0457(16) 0.0062(13) 0.0168(12) 0.0010(13)
C22 0.0422(16) 0.071(2) 0.0597(19) 0.0008(17) 0.0167(14) -0.0069(16)
C23 0.0503(18) 0.0491(19) 0.0478(18) 0.0046(14) 0.0199(14) 0.0013(15)
C24 0.078(2) 0.092(3) 0.053(2) -0.0079(19) 0.0386(18) 0.004(2)
C25 0.081(3) 0.129(4) 0.066(2) -0.032(3) 0.022(2) 0.007(3)

_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 C23 1.207(3) . ?
O2 C23 1.346(3) . ?
O2 C24 1.455(4) . ?
N1 C1 1.389(3) . ?
N1 C11 1.396(3) . ?
N2 C21 1.398(3) . ?
N2 C9 1.467(4) . ?
N2 C10 1.473(3) . ?
C1 C2 1.402(4) . ?
C1 C6 1.416(4) . ?
C2 C3 1.367(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.404(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.424(3) . ?
C7 C11 1.358(3) . ?
C7 C8 1.489(4) . ?
C8 C9 1.506(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.499(3) . ?
C10 C12 1.520(3) . ?
C10 H10 0.9800 . ?
C12 C13 1.537(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C20 1.526(3) . ?
C13 C14 1.531(4) . ?
C13 H13 0.9800 . ?
C14 C19 1.385(4) . ?
C14 C15 1.390(4) . ?
C15 C16 1.384(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.377(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.375(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.388(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.357(4) . ?
C20 C23 1.479(4) . ?
C21 C22 1.513(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C24 C25 1.475(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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
C23 O2 C24 115.7(2) . . ?
C1 N1 C11 107.3(2) . . ?
C21 N2 C9 118.5(2) . . ?
C21 N2 C10 114.9(2) . . ?
C9 N2 C10 116.7(2) . . ?
N1 C1 C2 130.4(3) . . ?
N1 C1 C6 108.3(2) . . ?
C2 C1 C6 121.4(2) . . ?
C3 C2 C1 117.6(3) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C2 C3 C4 122.5(3) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 119.1(3) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C1 119.0(2) . . ?
C5 C6 C7 134.4(3) . . ?
C1 C6 C7 106.5(2) . . ?
C11 C7 C6 107.8(2) . . ?
C11 C7 C8 120.9(2) . . ?
C6 C7 C8 131.2(2) . . ?
C7 C8 C9 108.9(2) . . ?
C7 C8 H8A 109.9 . . ?
C9 C8 H8A 109.9 . . ?
C7 C8 H8B 109.9 . . ?
C9 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
N2 C9 C8 111.8(2) . . ?
N2 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 . . ?
N2 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 107.9 . . ?
N2 C10 C11 108.0(2) . . ?
N2 C10 C12 109.8(2) . . ?
C11 C10 C12 117.2(2) . . ?
N2 C10 H10 107.1 . . ?
C11 C10 H10 107.1 . . ?
C12 C10 H10 107.1 . . ?
C7 C11 N1 110.0(2) . . ?
C7 C11 C10 127.0(2) . . ?
N1 C11 C10 122.9(2) . . ?
C10 C12 C13 107.7(2) . . ?
C10 C12 H12A 110.2 . . ?
C13 C12 H12A 110.2 . . ?
C10 C12 H12B 110.2 . . ?
C13 C12 H12B 110.2 . . ?
H12A C12 H12B 108.5 . . ?
C20 C13 C14 113.5(2) . . ?
C20 C13 C12 111.2(2) . . ?
C14 C13 C12 111.1(2) . . ?
C20 C13 H13 106.9 . . ?
C14 C13 H13 106.9 . . ?
C12 C13 H13 106.9 . . ?
C19 C14 C15 117.9(3) . . ?
C19 C14 C13 123.1(2) . . ?
C15 C14 C13 119.0(3) . . ?
C16 C15 C14 120.7(3) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C17 C16 C15 120.8(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C18 C17 C16 119.1(3) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C17 C18 C19 120.2(3) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C14 C19 C18 121.2(3) . . ?
C14 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C21 C20 C23 120.9(2) . . ?
C21 C20 C13 122.6(2) . . ?
C23 C20 C13 116.4(2) . . ?
C20 C21 N2 121.1(2) . . ?
C20 C21 C22 124.4(2) . . ?
N2 C21 C22 114.4(2) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O1 C23 O2 121.4(3) . . ?
O1 C23 C20 127.0(3) . . ?
O2 C23 C20 111.6(2) . . ?
O2 C24 C25 108.1(3) . . ?
O2 C24 H24A 110.1 . . ?
C25 C24 H24A 110.1 . . ?
O2 C24 H24B 110.1 . . ?
C25 C24 H24B 110.1 . . ?
H24A C24 H24B 108.4 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
C11 N1 C1 C2 179.0(3) . . . . ?
C11 N1 C1 C6 0.2(3) . . . . ?
N1 C1 C2 C3 -178.6(3) . . . . ?
C6 C1 C2 C3 0.0(5) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C2 C3 C4 C5 0.5(5) . . . . ?
C3 C4 C5 C6 -0.7(4) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
C4 C5 C6 C7 179.1(3) . . . . ?
N1 C1 C6 C5 178.6(2) . . . . ?
C2 C1 C6 C5 -0.2(4) . . . . ?
N1 C1 C6 C7 -0.2(3) . . . . ?
C2 C1 C6 C7 -179.1(3) . . . . ?
C5 C6 C7 C11 -178.5(3) . . . . ?
C1 C6 C7 C11 0.1(3) . . . . ?
C5 C6 C7 C8 -1.2(5) . . . . ?
C1 C6 C7 C8 177.4(3) . . . . ?
C11 C7 C8 C9 19.6(4) . . . . ?
C6 C7 C8 C9 -157.4(3) . . . . ?
C21 N2 C9 C8 -154.2(2) . . . . ?
C10 N2 C9 C8 61.8(3) . . . . ?
C7 C8 C9 N2 -50.0(3) . . . . ?
C21 N2 C10 C11 -180.0(2) . . . . ?
C9 N2 C10 C11 -34.6(3) . . . . ?
C21 N2 C10 C12 -51.0(3) . . . . ?
C9 N2 C10 C12 94.3(3) . . . . ?
C6 C7 C11 N1 0.1(3) . . . . ?
C8 C7 C11 N1 -177.6(2) . . . . ?
C6 C7 C11 C10 -177.8(2) . . . . ?
C8 C7 C11 C10 4.5(4) . . . . ?
C1 N1 C11 C7 -0.2(3) . . . . ?
C1 N1 C11 C10 177.8(2) . . . . ?
N2 C10 C11 C7 2.0(4) . . . . ?
C12 C10 C11 C7 -122.6(3) . . . . ?
N2 C10 C11 N1 -175.7(2) . . . . ?
C12 C10 C11 N1 59.8(3) . . . . ?
N2 C10 C12 C13 65.2(3) . . . . ?
C11 C10 C12 C13 -171.1(2) . . . . ?
C10 C12 C13 C20 -40.1(3) . . . . ?
C10 C12 C13 C14 87.3(3) . . . . ?
C20 C13 C14 C19 27.5(4) . . . . ?
C12 C13 C14 C19 -98.7(3) . . . . ?
C20 C13 C14 C15 -153.7(2) . . . . ?
C12 C13 C14 C15 80.1(3) . . . . ?
C19 C14 C15 C16 -0.9(4) . . . . ?
C13 C14 C15 C16 -179.8(3) . . . . ?
C14 C15 C16 C17 1.3(5) . . . . ?
C15 C16 C17 C18 -0.8(5) . . . . ?
C16 C17 C18 C19 0.1(5) . . . . ?
C15 C14 C19 C18 0.2(4) . . . . ?
C13 C14 C19 C18 179.0(3) . . . . ?
C17 C18 C19 C14 0.2(4) . . . . ?
C14 C13 C20 C21 -124.3(3) . . . . ?
C12 C13 C20 C21 1.9(4) . . . . ?
C14 C13 C20 C23 57.9(3) . . . . ?
C12 C13 C20 C23 -175.9(2) . . . . ?
C23 C20 C21 N2 -167.2(3) . . . . ?
C13 C20 C21 N2 15.1(4) . . . . ?
C23 C20 C21 C22 11.9(4) . . . . ?
C13 C20 C21 C22 -165.8(3) . . . . ?
C9 N2 C21 C20 -134.3(3) . . . . ?
C10 N2 C21 C20 10.3(4) . . . . ?
C9 N2 C21 C22 46.5(3) . . . . ?
C10 N2 C21 C22 -168.9(2) . . . . ?
C24 O2 C23 O1 2.8(4) . . . . ?
C24 O2 C23 C20 -175.6(3) . . . . ?
C21 C20 C23 O1 27.1(5) . . . . ?
C13 C20 C23 O1 -155.1(3) . . . . ?
C21 C20 C23 O2 -154.6(3) . . . . ?
C13 C20 C23 O2 23.2(3) . . . . ?
C23 O2 C24 C25 169.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.034