Electronic SUpplementary Material for CrystEngComm
This journal is © The Royal Society of Chemistry 2006

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Clara Vinas'
_publ_contact_author_address     
;
Inorganic Materials and Catalysis Laboratory
Insitute de Ciencia de Material De Barcelona
Campus de la UAB
Bellaterra
Barcelone
08193
SPAIN
;

_publ_contact_author_email       CLARA@ICMAB.ES

_publ_section_title              
;
Synthesis and solid state structure for a series of
poly(1-pyrrolylmethyl)benzene derivatives. Control of the interplaying
pai-pai and C-H...pi interactions?
;
loop_
_publ_author_name
'Clara Vinas'
'Jose Giner Planas'
'Raikko Kivekas'
'Carles Masalles'
'Reijo Sillanpaa'
'Francesc Teixidor'

data_compound_1
_database_code_depnum_ccdc_archive 'CCDC 286641'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C36 H36 N6'
_chemical_formula_sum            'C36 H36 N6'
_chemical_formula_weight         552.71

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   18.463(2)
_cell_length_b                   17.810(2)
_cell_length_c                   9.2040(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.491(8)
_cell_angle_gamma                90.00
_cell_volume                     2965.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      11.2
_cell_measurement_theta_max      28.7

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1176
_exptl_absorpt_coefficient_mu    0.580
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   
;
Sheldrick, G.M. (anon) SHELX97 Release 97-2 (1998)
;
_exptl_absorpt_correction_T_min  0.8229
_exptl_absorpt_correction_T_max  0.9285

_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      193(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  'Enraf Nonius CAD4'
_diffrn_measurement_method       \w--\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <1
_diffrn_reflns_number            6264
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_sigmaI/netI    0.0265
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         65.03
_reflns_number_total             5048
_reflns_number_gt                4192
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_cell_refinement       'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms, 1996)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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     
;
w=1/[\s^2^(Fo^2^)+(0.0949P)^2^+0.8839P] 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         5048
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1481
_refine_ls_wR_factor_gt          0.1376
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N8A N 0.81161(8) 0.48421(9) 0.25058(16) 0.0319(4) Uani 1 d . . .
N14A N 0.86316(7) 0.44389(9) 0.73179(16) 0.0305(3) Uani 1 d . . .
N20A N 0.97112(8) 0.62528(9) 0.81664(17) 0.0343(4) Uani 1 d . . .
C1A C 0.93487(9) 0.46978(10) 0.4163(2) 0.0308(4) Uani 1 d . . .
C2A C 0.93534(9) 0.49875(10) 0.5580(2) 0.0302(4) Uani 1 d . . .
C3A C 1.00101(9) 0.52748(10) 0.64337(19) 0.0301(4) Uani 1 d . . .
C7A C 0.86568(9) 0.43171(11) 0.3310(2) 0.0331(4) Uani 1 d . . .
H7A H 0.8800 0.3957 0.2596 0.040 Uiso 1 calc R . .
H7B H 0.8424 0.4028 0.4014 0.040 Uiso 1 calc R . .
C9A C 0.74015(10) 0.46492(12) 0.1875(2) 0.0375(4) Uani 1 d . . .
H9A H 0.7177 0.4175 0.1957 0.045 Uiso 1 calc R . .
C10A C 0.70712(12) 0.52551(13) 0.1112(2) 0.0469(5) Uani 1 d . . .
H10A H 0.6576 0.5281 0.0573 0.056 Uiso 1 calc R . .
C11A C 0.75954(13) 0.58310(13) 0.1268(2) 0.0507(6) Uani 1 d . . .
H11A H 0.7520 0.6320 0.0856 0.061 Uiso 1 calc R . .
C12A C 0.82330(12) 0.55651(11) 0.2119(2) 0.0420(5) Uani 1 d . . .
H12A H 0.8682 0.5837 0.2396 0.050 Uiso 1 calc R . .
C13A C 0.86491(9) 0.50113(11) 0.6185(2) 0.0332(4) Uani 1 d . . .
H13A H 0.8600 0.5513 0.6617 0.040 Uiso 1 calc R . .
H13B H 0.8221 0.4937 0.5359 0.040 Uiso 1 calc R . .
C15A C 0.89865(10) 0.37626(11) 0.7450(2) 0.0356(4) Uani 1 d . . .
H15A H 0.9305 0.3585 0.6832 0.043 Uiso 1 calc R . .
C16A C 0.88075(11) 0.33850(12) 0.8614(2) 0.0412(5) Uani 1 d . . .
H16A H 0.8980 0.2902 0.8959 0.049 Uiso 1 calc R . .
C17A C 0.83190(11) 0.38450(12) 0.9212(2) 0.0407(5) Uani 1 d . . .
H17A H 0.8098 0.3727 1.0032 0.049 Uiso 1 calc R . .
C18A C 0.82216(10) 0.44887(12) 0.8401(2) 0.0355(4) Uani 1 d . . .
H18A H 0.7921 0.4902 0.8559 0.043 Uiso 1 calc R . .
C19A C 1.00268(10) 0.55153(11) 0.8025(2) 0.0343(4) Uani 1 d . . .
H19A H 0.9753 0.5140 0.8499 0.041 Uiso 1 calc R . .
H19B H 1.0546 0.5514 0.8571 0.041 Uiso 1 calc R . .
C21A C 0.93037(12) 0.64390(14) 0.9192(2) 0.0474(5) Uani 1 d . . .
H21A H 0.9138 0.6101 0.9855 0.057 Uiso 1 calc R . .
C22A C 0.91734(12) 0.71903(15) 0.9109(3) 0.0548(6) Uani 1 d . . .
H22A H 0.8902 0.7470 0.9700 0.066 Uiso 1 calc R . .
C23A C 0.95119(12) 0.74758(13) 0.7995(3) 0.0528(6) Uani 1 d . . .
H23A H 0.9512 0.7985 0.7686 0.063 Uiso 1 calc R . .
C24A C 0.98412(11) 0.68875(12) 0.7433(3) 0.0452(5) Uani 1 d . . .
H24A H 1.0115 0.6916 0.6663 0.054 Uiso 1 calc R . .
N8B N 0.31598(8) 1.09757(8) -0.05173(17) 0.0300(3) Uani 1 d . . .
N14B N 0.46813(9) 1.13617(9) 0.29566(19) 0.0392(4) Uani 1 d . . .
N20B N 0.64794(8) 1.14454(8) 0.00982(18) 0.0337(4) Uani 1 d . . .
C1B C 0.42880(9) 1.01872(9) 0.01755(19) 0.0274(4) Uani 1 d . . .
C2B C 0.48811(9) 1.06724(9) 0.07170(19) 0.0275(4) Uani 1 d . . .
C3B C 0.55949(9) 1.04756(10) 0.05582(19) 0.0282(4) Uani 1 d . . .
C7B C 0.35271(9) 1.03792(10) 0.0455(2) 0.0323(4) Uani 1 d . . .
H7C H 0.3215 0.9923 0.0307 0.039 Uiso 1 calc R . .
H7D H 0.3574 1.0539 0.1500 0.039 Uiso 1 calc R . .
C9B C 0.32002(11) 1.11010(11) -0.1956(2) 0.0386(4) Uani 1 d . . .
H9B H 0.3497 1.0831 -0.2509 0.046 Uiso 1 calc R . .
C10B C 0.27388(12) 1.16835(12) -0.2464(2) 0.0476(5) Uani 1 d . . .
H10B H 0.2658 1.1893 -0.3432 0.057 Uiso 1 calc R . .
C11B C 0.24058(11) 1.19161(12) -0.1301(2) 0.0445(5) Uani 1 d . . .
H11B H 0.2058 1.2312 -0.1336 0.053 Uiso 1 calc R . .
C12B C 0.26710(10) 1.14724(11) -0.0109(2) 0.0369(4) Uani 1 d . . .
H12B H 0.2540 1.1502 0.0837 0.044 Uiso 1 calc R . .
C13B C 0.47320(10) 1.14176(10) 0.1402(2) 0.0333(4) Uani 1 d . . .
H13C H 0.5133 1.1773 0.1311 0.040 Uiso 1 calc R . .
H13D H 0.4263 1.1627 0.0836 0.040 Uiso 1 calc R . .
C15B C 0.42641(14) 1.18148(12) 0.3652(3) 0.0536(6) Uani 1 d . . .
H15B H 0.3928 1.2189 0.3193 0.064 Uiso 1 calc R . .
C16B C 0.44128(19) 1.16388(16) 0.5123(3) 0.0725(9) Uani 1 d . . .
H16B H 0.4202 1.1870 0.5871 0.087 Uiso 1 calc R . .
C17B C 0.49251(19) 1.10631(19) 0.5331(3) 0.0765(8) Uani 1 d . . .
H17B H 0.5126 1.0822 0.6244 0.092 Uiso 1 calc R . .
C18B C 0.50879(15) 1.09058(16) 0.3995(3) 0.0623(7) Uani 1 d . . .
H18B H 0.5430 1.0537 0.3811 0.075 Uiso 1 calc R . .
C19B C 0.62463(9) 1.09721(10) 0.1218(2) 0.0344(4) Uani 1 d . . .
H19C H 0.6108 1.1295 0.1994 0.041 Uiso 1 calc R . .
H19D H 0.6666 1.0652 0.1692 0.041 Uiso 1 calc R . .
C21B C 0.71742(10) 1.17367(11) 0.0209(3) 0.0433(5) Uani 1 d . . .
H21B H 0.7579 1.1666 0.1014 0.052 Uiso 1 calc R . .
C22B C 0.71846(12) 1.21454(12) -0.1036(3) 0.0533(6) Uani 1 d . . .
H22B H 0.7597 1.2411 -0.1252 0.064 Uiso 1 calc R . .
C23B C 0.64759(13) 1.21052(12) -0.1946(3) 0.0522(6) Uani 1 d . . .
H23B H 0.6321 1.2335 -0.2888 0.063 Uiso 1 calc R . .
C24B C 0.60550(11) 1.16734(11) -0.1216(3) 0.0442(5) Uani 1 d . . .
H24B H 0.5549 1.1551 -0.1564 0.053 Uiso 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
N8A 0.0239(7) 0.0387(9) 0.0308(8) -0.0008(6) 0.0000(6) -0.0006(6)
N14A 0.0181(7) 0.0381(8) 0.0352(8) -0.0007(6) 0.0047(6) -0.0012(6)
N20A 0.0259(8) 0.0447(9) 0.0314(8) -0.0017(7) 0.0034(6) -0.0037(7)
C1A 0.0213(9) 0.0348(9) 0.0334(9) 0.0030(8) -0.0017(7) -0.0030(7)
C2A 0.0209(8) 0.0354(9) 0.0331(9) 0.0042(7) 0.0026(7) -0.0016(7)
C3A 0.0233(9) 0.0347(9) 0.0302(9) 0.0033(7) 0.0000(7) -0.0016(7)
C7A 0.0216(9) 0.0368(10) 0.0377(10) 0.0021(8) -0.0018(7) -0.0025(7)
C9A 0.0207(9) 0.0509(12) 0.0387(10) -0.0064(9) 0.0006(7) 0.0003(8)
C10A 0.0362(11) 0.0640(14) 0.0370(11) 0.0003(10) -0.0014(9) 0.0154(10)
C11A 0.0591(14) 0.0507(13) 0.0395(12) 0.0113(10) 0.0027(10) 0.0128(11)
C12A 0.0444(11) 0.0400(11) 0.0394(11) 0.0063(9) 0.0027(9) -0.0051(9)
C13A 0.0205(8) 0.0396(10) 0.0383(10) 0.0037(8) 0.0030(7) 0.0017(7)
C15A 0.0208(9) 0.0412(10) 0.0449(11) 0.0016(8) 0.0064(8) 0.0047(7)
C16A 0.0311(10) 0.0442(11) 0.0460(11) 0.0081(9) 0.0026(8) -0.0020(8)
C17A 0.0342(10) 0.0556(12) 0.0325(10) -0.0014(9) 0.0070(8) -0.0140(9)
C18A 0.0228(9) 0.0459(11) 0.0387(10) -0.0104(8) 0.0085(8) -0.0055(8)
C19A 0.0273(9) 0.0425(10) 0.0304(9) 0.0044(8) -0.0005(7) -0.0050(8)
C21A 0.0354(11) 0.0711(15) 0.0365(11) -0.0043(10) 0.0087(9) 0.0002(10)
C22A 0.0360(12) 0.0731(16) 0.0516(13) -0.0223(12) -0.0003(10) 0.0104(11)
C23A 0.0317(11) 0.0458(12) 0.0764(16) -0.0063(11) -0.0004(10) -0.0008(9)
C24A 0.0319(11) 0.0460(12) 0.0589(13) 0.0062(10) 0.0117(10) -0.0032(9)
N8B 0.0190(7) 0.0338(8) 0.0357(8) -0.0005(6) 0.0022(6) 0.0018(6)
N14B 0.0351(9) 0.0385(9) 0.0424(9) -0.0075(7) 0.0041(7) -0.0016(7)
N20B 0.0194(7) 0.0289(8) 0.0509(10) 0.0004(7) 0.0025(7) -0.0052(6)
C1B 0.0190(8) 0.0299(9) 0.0317(9) 0.0048(7) 0.0016(7) -0.0006(7)
C2B 0.0210(8) 0.0274(9) 0.0325(9) 0.0027(7) 0.0014(7) -0.0003(7)
C3B 0.0201(8) 0.0286(9) 0.0338(9) 0.0033(7) 0.0002(7) -0.0034(7)
C7B 0.0202(9) 0.0364(10) 0.0399(10) 0.0057(8) 0.0054(7) 0.0002(7)
C9B 0.0365(10) 0.0429(11) 0.0352(10) -0.0013(8) 0.0042(8) 0.0058(9)
C10B 0.0495(13) 0.0469(12) 0.0404(11) 0.0041(9) -0.0054(9) 0.0094(10)
C11B 0.0318(10) 0.0419(11) 0.0546(13) -0.0046(9) -0.0039(9) 0.0115(9)
C12B 0.0238(9) 0.0421(11) 0.0438(11) -0.0070(9) 0.0044(8) 0.0037(8)
C13B 0.0274(9) 0.0298(9) 0.0403(10) -0.0010(8) 0.0013(7) 0.0007(7)
C15B 0.0605(15) 0.0366(11) 0.0707(16) -0.0149(11) 0.0303(13) -0.0081(10)
C16B 0.109(2) 0.0574(16) 0.0621(17) -0.0274(13) 0.0442(17) -0.0365(16)
C17B 0.097(2) 0.086(2) 0.0417(14) -0.0059(14) 0.0022(14) -0.0122(18)
C18B 0.0589(15) 0.0793(18) 0.0431(13) 0.0026(12) -0.0036(11) 0.0123(13)
C19B 0.0206(9) 0.0350(10) 0.0439(11) 0.0006(8) -0.0026(7) -0.0051(7)
C21B 0.0218(9) 0.0365(10) 0.0713(15) -0.0101(10) 0.0081(9) -0.0091(8)
C22B 0.0404(12) 0.0345(11) 0.0909(18) 0.0002(11) 0.0271(12) -0.0116(9)
C23B 0.0470(13) 0.0385(11) 0.0730(16) 0.0186(11) 0.0167(11) 0.0017(10)
C24B 0.0273(10) 0.0392(11) 0.0629(14) 0.0116(10) 0.0012(9) -0.0012(8)

_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
N8A C12A 1.365(3) . ?
N8A C9A 1.375(2) . ?
N8A C7A 1.458(2) . ?
N14A C15A 1.365(2) . ?
N14A C18A 1.370(2) . ?
N14A C13A 1.463(2) . ?
N20A C21A 1.360(3) . ?
N20A C24A 1.362(3) . ?
N20A C19A 1.453(2) . ?
C1A C2A 1.401(3) . ?
C1A C3A 1.402(2) 3_766 ?
C1A C7A 1.519(2) . ?
C2A C3A 1.403(2) . ?
C2A C13A 1.514(2) . ?
C3A C1A 1.402(2) 3_766 ?
C3A C19A 1.520(3) . ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
C9A C10A 1.363(3) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.398(3) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.362(3) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C15A C16A 1.361(3) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.409(3) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.360(3) . ?
C17A H17A 0.9500 . ?
C18A H18A 0.9500 . ?
C19A H19A 0.9900 . ?
C19A H19B 0.9900 . ?
C21A C22A 1.359(4) . ?
C21A H21A 0.9500 . ?
C22A C23A 1.399(4) . ?
C22A H22A 0.9500 . ?
C23A C24A 1.363(3) . ?
C23A H23A 0.9500 . ?
C24A H24A 0.9500 . ?
N8B C9B 1.359(2) . ?
N8B C12B 1.369(2) . ?
N8B C7B 1.466(2) . ?
N14B C18B 1.360(3) . ?
N14B C15B 1.360(3) . ?
N14B C13B 1.456(2) . ?
N20B C24B 1.366(3) . ?
N20B C21B 1.369(2) . ?
N20B C19B 1.461(2) . ?
C1B C3B 1.398(2) 3_675 ?
C1B C2B 1.406(2) . ?
C1B C7B 1.517(2) . ?
C2B C3B 1.399(2) . ?
C2B C13B 1.518(2) . ?
C3B C1B 1.398(2) 3_675 ?
C3B C19B 1.519(2) . ?
C7B H7C 0.9900 . ?
C7B H7D 0.9900 . ?
C9B C10B 1.365(3) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.400(3) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.361(3) . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?
C13B H13C 0.9900 . ?
C13B H13D 0.9900 . ?
C15B C16B 1.364(4) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.382(5) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.353(4) . ?
C17B H17B 0.9500 . ?
C18B H18B 0.9500 . ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?
C21B C22B 1.361(3) . ?
C21B H21B 0.9500 . ?
C22B C23B 1.408(3) . ?
C22B H22B 0.9500 . ?
C23B C24B 1.362(3) . ?
C23B H23B 0.9500 . ?
C24B H24B 0.9500 . ?

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
C12A N8A C9A 108.30(16) . . ?
C12A N8A C7A 127.58(16) . . ?
C9A N8A C7A 123.83(16) . . ?
C15A N14A C18A 108.52(16) . . ?
C15A N14A C13A 126.85(15) . . ?
C18A N14A C13A 124.59(16) . . ?
C21A N20A C24A 108.53(18) . . ?
C21A N20A C19A 124.72(17) . . ?
C24A N20A C19A 126.33(16) . . ?
C2A C1A C3A 120.18(16) . 3_766 ?
C2A C1A C7A 119.60(16) . . ?
C3A C1A C7A 120.14(16) 3_766 . ?
C1A C2A C3A 120.00(16) . . ?
C1A C2A C13A 120.41(16) . . ?
C3A C2A C13A 119.57(16) . . ?
C1A C3A C2A 119.76(17) 3_766 . ?
C1A C3A C19A 120.72(15) 3_766 . ?
C2A C3A C19A 119.45(16) . . ?
N8A C7A C1A 113.36(15) . . ?
N8A C7A H7A 108.9 . . ?
C1A C7A H7A 108.9 . . ?
N8A C7A H7B 108.9 . . ?
C1A C7A H7B 108.9 . . ?
H7A C7A H7B 107.7 . . ?
C10A C9A N8A 108.24(19) . . ?
C10A C9A H9A 125.9 . . ?
N8A C9A H9A 125.9 . . ?
C9A C10A C11A 107.35(18) . . ?
C9A C10A H10A 126.3 . . ?
C11A C10A H10A 126.3 . . ?
C12A C11A C10A 107.78(19) . . ?
C12A C11A H11A 126.1 . . ?
C10A C11A H11A 126.1 . . ?
C11A C12A N8A 108.33(19) . . ?
C11A C12A H12A 125.8 . . ?
N8A C12A H12A 125.8 . . ?
N14A C13A C2A 112.66(14) . . ?
N14A C13A H13A 109.1 . . ?
C2A C13A H13A 109.1 . . ?
N14A C13A H13B 109.1 . . ?
C2A C13A H13B 109.1 . . ?
H13A C13A H13B 107.8 . . ?
C16A C15A N14A 108.57(17) . . ?
C16A C15A H15A 125.7 . . ?
N14A C15A H15A 125.7 . . ?
C15A C16A C17A 107.15(18) . . ?
C15A C16A H16A 126.4 . . ?
C17A C16A H16A 126.4 . . ?
C18A C17A C16A 107.52(17) . . ?
C18A C17A H17A 126.2 . . ?
C16A C17A H17A 126.2 . . ?
C17A C18A N14A 108.24(18) . . ?
C17A C18A H18A 125.9 . . ?
N14A C18A H18A 125.9 . . ?
N20A C19A C3A 114.17(15) . . ?
N20A C19A H19A 108.7 . . ?
C3A C19A H19A 108.7 . . ?
N20A C19A H19B 108.7 . . ?
C3A C19A H19B 108.7 . . ?
H19A C19A H19B 107.6 . . ?
C22A C21A N20A 108.5(2) . . ?
C22A C21A H21A 125.8 . . ?
N20A C21A H21A 125.8 . . ?
C21A C22A C23A 107.4(2) . . ?
C21A C22A H22A 126.3 . . ?
C23A C22A H22A 126.3 . . ?
C24A C23A C22A 107.3(2) . . ?
C24A C23A H23A 126.4 . . ?
C22A C23A H23A 126.4 . . ?
N20A C24A C23A 108.32(19) . . ?
N20A C24A H24A 125.8 . . ?
C23A C24A H24A 125.8 . . ?
C9B N8B C12B 109.18(16) . . ?
C9B N8B C7B 127.25(15) . . ?
C12B N8B C7B 123.44(16) . . ?
C18B N14B C15B 108.0(2) . . ?
C18B N14B C13B 126.64(18) . . ?
C15B N14B C13B 125.10(18) . . ?
C24B N20B C21B 108.49(17) . . ?
C24B N20B C19B 126.78(15) . . ?
C21B N20B C19B 124.74(17) . . ?
C3B C1B C2B 120.38(15) 3_675 . ?
C3B C1B C7B 120.65(15) 3_675 . ?
C2B C1B C7B 118.92(16) . . ?
C3B C2B C1B 119.49(16) . . ?
C3B C2B C13B 120.99(15) . . ?
C1B C2B C13B 119.46(15) . . ?
C1B C3B C2B 120.10(16) 3_675 . ?
C1B C3B C19B 119.89(15) 3_675 . ?
C2B C3B C19B 119.99(16) . . ?
N8B C7B C1B 113.05(14) . . ?
N8B C7B H7C 109.0 . . ?
C1B C7B H7C 109.0 . . ?
N8B C7B H7D 109.0 . . ?
C1B C7B H7D 109.0 . . ?
H7C C7B H7D 107.8 . . ?
N8B C9B C10B 107.90(18) . . ?
N8B C9B H9B 126.1 . . ?
C10B C9B H9B 126.1 . . ?
C9B C10B C11B 107.56(19) . . ?
C9B C10B H10B 126.2 . . ?
C11B C10B H10B 126.2 . . ?
C12B C11B C10B 107.61(18) . . ?
C12B C11B H11B 126.2 . . ?
C10B C11B H11B 126.2 . . ?
C11B C12B N8B 107.74(18) . . ?
C11B C12B H12B 126.1 . . ?
N8B C12B H12B 126.1 . . ?
N14B C13B C2B 113.63(15) . . ?
N14B C13B H13C 108.8 . . ?
C2B C13B H13C 108.8 . . ?
N14B C13B H13D 108.8 . . ?
C2B C13B H13D 108.8 . . ?
H13C C13B H13D 107.7 . . ?
N14B C15B C16B 108.1(2) . . ?
N14B C15B H15B 126.0 . . ?
C16B C15B H15B 126.0 . . ?
C15B C16B C17B 107.8(2) . . ?
C15B C16B H16B 126.1 . . ?
C17B C16B H16B 126.1 . . ?
C18B C17B C16B 107.3(3) . . ?
C18B C17B H17B 126.3 . . ?
C16B C17B H17B 126.3 . . ?
C17B C18B N14B 108.9(3) . . ?
C17B C18B H18B 125.6 . . ?
N14B C18B H18B 125.6 . . ?
N20B C19B C3B 112.04(15) . . ?
N20B C19B H19C 109.2 . . ?
C3B C19B H19C 109.2 . . ?
N20B C19B H19D 109.2 . . ?
C3B C19B H19D 109.2 . . ?
H19C C19B H19D 107.9 . . ?
C22B C21B N20B 108.1(2) . . ?
C22B C21B H21B 126.0 . . ?
N20B C21B H21B 126.0 . . ?
C21B C22B C23B 107.84(18) . . ?
C21B C22B H22B 126.1 . . ?
C23B C22B H22B 126.1 . . ?
C24B C23B C22B 106.8(2) . . ?
C24B C23B H23B 126.6 . . ?
C22B C23B H23B 126.6 . . ?
C23B C24B N20B 108.77(18) . . ?
C23B C24B H24B 125.6 . . ?
N20B C24B H24B 125.6 . . ?

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
C3A C1A C2A C3A -2.9(3) 3_766 . . . ?
C7A C1A C2A C3A 173.86(16) . . . . ?
C3A C1A C2A C13A 175.52(16) 3_766 . . . ?
C7A C1A C2A C13A -7.7(3) . . . . ?
C1A C2A C3A C1A 2.9(3) . . . 3_766 ?
C13A C2A C3A C1A -175.54(16) . . . 3_766 ?
C1A C2A C3A C19A -173.92(16) . . . . ?
C13A C2A C3A C19A 7.6(3) . . . . ?
C12A N8A C7A C1A 18.8(3) . . . . ?
C9A N8A C7A C1A -168.11(17) . . . . ?
C2A C1A C7A N8A 84.1(2) . . . . ?
C3A C1A C7A N8A -99.1(2) 3_766 . . . ?
C12A N8A C9A C10A -0.8(2) . . . . ?
C7A N8A C9A C10A -174.97(17) . . . . ?
N8A C9A C10A C11A 0.4(2) . . . . ?
C9A C10A C11A C12A 0.1(3) . . . . ?
C10A C11A C12A N8A -0.6(3) . . . . ?
C9A N8A C12A C11A 0.8(2) . . . . ?
C7A N8A C12A C11A 174.76(18) . . . . ?
C15A N14A C13A C2A -27.4(2) . . . . ?
C18A N14A C13A C2A 155.41(16) . . . . ?
C1A C2A C13A N14A 105.66(19) . . . . ?
C3A C2A C13A N14A -75.9(2) . . . . ?
C18A N14A C15A C16A -0.3(2) . . . . ?
C13A N14A C15A C16A -177.85(17) . . . . ?
N14A C15A C16A C17A 0.5(2) . . . . ?
C15A C16A C17A C18A -0.5(2) . . . . ?
C16A C17A C18A N14A 0.3(2) . . . . ?
C15A N14A C18A C17A 0.0(2) . . . . ?
C13A N14A C18A C17A 177.61(16) . . . . ?
C21A N20A C19A C3A 142.65(18) . . . . ?
C24A N20A C19A C3A -45.6(2) . . . . ?
C1A C3A C19A N20A 103.23(19) 3_766 . . . ?
C2A C3A C19A N20A -79.9(2) . . . . ?
C24A N20A C21A C22A 0.1(2) . . . . ?
C19A N20A C21A C22A 173.11(17) . . . . ?
N20A C21A C22A C23A 0.0(2) . . . . ?
C21A C22A C23A C24A -0.2(3) . . . . ?
C21A N20A C24A C23A -0.2(2) . . . . ?
C19A N20A C24A C23A -173.08(17) . . . . ?
C22A C23A C24A N20A 0.3(2) . . . . ?
C3B C1B C2B C3B -2.0(3) 3_675 . . . ?
C7B C1B C2B C3B 175.55(16) . . . . ?
C3B C1B C2B C13B 175.22(16) 3_675 . . . ?
C7B C1B C2B C13B -7.2(2) . . . . ?
C1B C2B C3B C1B 2.0(3) . . . 3_675 ?
C13B C2B C3B C1B -175.18(16) . . . 3_675 ?
C1B C2B C3B C19B -176.42(16) . . . . ?
C13B C2B C3B C19B 6.4(3) . . . . ?
C9B N8B C7B C1B 35.3(3) . . . . ?
C12B N8B C7B C1B -149.29(16) . . . . ?
C3B C1B C7B N8B -105.75(19) 3_675 . . . ?
C2B C1B C7B N8B 76.7(2) . . . . ?
C12B N8B C9B C10B 0.4(2) . . . . ?
C7B N8B C9B C10B 176.30(17) . . . . ?
N8B C9B C10B C11B -0.3(2) . . . . ?
C9B C10B C11B C12B 0.1(3) . . . . ?
C10B C11B C12B N8B 0.2(2) . . . . ?
C9B N8B C12B C11B -0.4(2) . . . . ?
C7B N8B C12B C11B -176.45(16) . . . . ?
C18B N14B C13B C2B 36.7(3) . . . . ?
C15B N14B C13B C2B -150.15(18) . . . . ?
C3B C2B C13B N14B -99.2(2) . . . . ?
C1B C2B C13B N14B 83.6(2) . . . . ?
C18B N14B C15B C16B 0.0(3) . . . . ?
C13B N14B C15B C16B -174.27(19) . . . . ?
N14B C15B C16B C17B -0.5(3) . . . . ?
C15B C16B C17B C18B 0.9(3) . . . . ?
C16B C17B C18B N14B -0.9(3) . . . . ?
C15B N14B C18B C17B 0.6(3) . . . . ?
C13B N14B C18B C17B 174.7(2) . . . . ?
C24B N20B C19B C3B 24.7(3) . . . . ?
C21B N20B C19B C3B -155.40(17) . . . . ?
C1B C3B C19B N20B 80.2(2) 3_675 . . . ?
C2B C3B C19B N20B -101.31(19) . . . . ?
C24B N20B C21B C22B -0.1(2) . . . . ?
C19B N20B C21B C22B 179.97(17) . . . . ?
N20B C21B C22B C23B -0.1(2) . . . . ?
C21B C22B C23B C24B 0.3(3) . . . . ?
C22B C23B C24B N20B -0.3(3) . . . . ?
C21B N20B C24B C23B 0.3(2) . . . . ?
C19B N20B C24B C23B -179.79(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        65.03
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.066

#===END

data_compound_2
_database_code_depnum_ccdc_archive 'CCDC 286642'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C26 H26 N4'
_chemical_formula_sum            'C26 H26 N4'
_chemical_formula_weight         394.51

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   5.7470(6)
_cell_length_b                   15.511(2)
_cell_length_c                   11.798(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.911(8)
_cell_angle_gamma                90.00
_cell_volume                     1050.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      10.3
_cell_measurement_theta_max      23.4

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             420
_exptl_absorpt_coefficient_mu    0.580
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   
;
Sheldrick, G.M. (anon) SHELX97 Release 97-2 (1998)
;
_exptl_absorpt_correction_T_min  0.8928
_exptl_absorpt_correction_T_max  0.9336

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      193(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  'Enraf Nonius CAD4'
_diffrn_measurement_method       \w--\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <1
_diffrn_reflns_number            2578
_diffrn_reflns_av_R_equivalents  0.0866
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.71
_diffrn_reflns_theta_max         64.96
_reflns_number_total             1782
_reflns_number_gt                1384
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_cell_refinement       'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms, 1996)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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     
;
w=1/[\s^2^(Fo^2^)+(0.0491P)^2^+0.4240P] 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         1782
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1202
_refine_ls_wR_factor_gt          0.1096
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N8 N 0.5499(3) 0.67462(10) 0.28253(13) 0.0277(4) Uani 1 d . . .
N14 N 0.1184(3) 0.61215(10) 0.70360(14) 0.0271(4) Uani 1 d . . .
C1 C 0.4791(3) 0.58101(12) 0.44858(16) 0.0247(5) Uani 1 d . . .
C2 C 0.3574(3) 0.56304(12) 0.54485(16) 0.0248(5) Uani 1 d . . .
C3 C 0.3796(3) 0.48207(12) 0.59548(16) 0.0248(5) Uani 1 d . . .
H3 H 0.2967 0.4698 0.6612 0.030 Uiso 1 calc R . .
C7 C 0.4520(4) 0.66903(13) 0.39254(18) 0.0365(5) Uani 1 d . . .
H7A H 0.2841 0.6833 0.3843 0.044 Uiso 1 calc R . .
H7B H 0.5278 0.7128 0.4431 0.044 Uiso 1 calc R . .
C9 C 0.4543(4) 0.63727(13) 0.18640(18) 0.0328(5) Uani 1 d . . .
H9 H 0.3067 0.6097 0.1794 0.039 Uiso 1 calc R . .
C10 C 0.6053(4) 0.64619(14) 0.10263(19) 0.0409(6) Uani 1 d . . .
H10 H 0.5829 0.6261 0.0268 0.049 Uiso 1 calc R . .
C11 C 0.7996(4) 0.69033(15) 0.1481(2) 0.0460(6) Uani 1 d . . .
H11 H 0.9334 0.7061 0.1088 0.055 Uiso 1 calc R . .
C12 C 0.7632(4) 0.70675(13) 0.2590(2) 0.0390(6) Uani 1 d . . .
H12 H 0.8679 0.7356 0.3110 0.047 Uiso 1 calc R . .
C13 C 0.2063(4) 0.63241(13) 0.59443(18) 0.0356(5) Uani 1 d . . .
H9A H 0.2983 0.6863 0.6016 0.043 Uiso 1 calc R . .
H9B H 0.0723 0.6436 0.5404 0.043 Uiso 1 calc R . .
C15 C 0.2361(4) 0.62448(13) 0.80578(18) 0.0331(5) Uani 1 d . . .
H15 H 0.3863 0.6495 0.8171 0.040 Uiso 1 calc R . .
C16 C 0.1008(4) 0.59470(15) 0.88851(19) 0.0423(6) Uani 1 d . . .
H16 H 0.1389 0.5956 0.9678 0.051 Uiso 1 calc R . .
C17 C -0.1049(4) 0.56252(14) 0.8356(2) 0.0425(6) Uani 1 d . . .
H17 H -0.2317 0.5374 0.8723 0.051 Uiso 1 calc R . .
C18 C -0.0890(4) 0.57395(13) 0.72246(19) 0.0360(5) Uani 1 d . . .
H18 H -0.2039 0.5579 0.6656 0.043 Uiso 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
N8 0.0322(10) 0.0216(8) 0.0283(9) 0.0026(7) -0.0097(7) 0.0004(7)
N14 0.0277(9) 0.0254(8) 0.0272(9) -0.0035(7) -0.0098(7) 0.0039(7)
C1 0.0306(11) 0.0206(9) 0.0215(10) -0.0001(7) -0.0127(8) 0.0017(8)
C2 0.0271(10) 0.0223(9) 0.0234(10) -0.0030(8) -0.0145(8) 0.0033(8)
C3 0.0266(10) 0.0257(10) 0.0207(10) -0.0011(8) -0.0115(8) 0.0018(8)
C7 0.0540(14) 0.0254(11) 0.0294(11) 0.0029(9) -0.0039(10) 0.0082(10)
C9 0.0353(12) 0.0294(10) 0.0320(12) 0.0031(9) -0.0154(9) -0.0029(9)
C10 0.0575(15) 0.0352(12) 0.0293(12) 0.0036(9) -0.0054(11) 0.0048(11)
C11 0.0453(14) 0.0415(13) 0.0521(16) 0.0103(11) 0.0113(11) -0.0006(11)
C12 0.0324(12) 0.0292(11) 0.0537(15) 0.0041(10) -0.0158(10) -0.0052(9)
C13 0.0462(13) 0.0301(11) 0.0304(12) 0.0039(9) -0.0008(10) 0.0127(10)
C15 0.0309(11) 0.0329(11) 0.0337(12) -0.0083(9) -0.0169(9) -0.0007(9)
C16 0.0589(16) 0.0403(13) 0.0268(12) -0.0014(9) -0.0075(11) 0.0059(11)
C17 0.0465(14) 0.0316(11) 0.0502(15) 0.0018(10) 0.0104(11) -0.0017(10)
C18 0.0278(11) 0.0335(11) 0.0454(14) -0.0099(10) -0.0110(10) -0.0019(9)

_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
N8 C9 1.364(3) . ?
N8 C12 1.364(3) . ?
N8 C7 1.443(3) . ?
N14 C18 1.360(3) . ?
N14 C15 1.365(2) . ?
N14 C13 1.442(3) . ?
C1 C3 1.389(3) 3_666 ?
C1 C2 1.392(3) . ?
C1 C7 1.521(3) . ?
C2 C3 1.394(3) . ?
C2 C13 1.518(3) . ?
C3 C1 1.389(3) 3_666 ?
C3 H3 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.355(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.359(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H9A 0.9900 . ?
C13 H9B 0.9900 . ?
C15 C16 1.359(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.400(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.354(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

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 N8 C12 108.29(18) . . ?
C9 N8 C7 124.26(18) . . ?
C12 N8 C7 126.91(18) . . ?
C18 N14 C15 108.40(18) . . ?
C18 N14 C13 126.24(18) . . ?
C15 N14 C13 125.29(18) . . ?
C3 C1 C2 119.45(17) 3_666 . ?
C3 C1 C7 121.21(18) 3_666 . ?
C2 C1 C7 119.33(17) . . ?
C1 C2 C3 119.43(18) . . ?
C1 C2 C13 119.56(17) . . ?
C3 C2 C13 121.01(18) . . ?
C1 C3 C2 121.12(19) 3_666 . ?
C1 C3 H3 119.4 3_666 . ?
C2 C3 H3 119.4 . . ?
N8 C7 C1 114.13(17) . . ?
N8 C7 H7A 108.7 . . ?
C1 C7 H7A 108.7 . . ?
N8 C7 H7B 108.7 . . ?
C1 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C10 C9 N8 108.48(19) . . ?
C10 C9 H9 125.8 . . ?
N8 C9 H9 125.8 . . ?
C9 C10 C11 107.4(2) . . ?
C9 C10 H10 126.3 . . ?
C11 C10 H10 126.3 . . ?
C12 C11 C10 107.6(2) . . ?
C12 C11 H11 126.2 . . ?
C10 C11 H11 126.2 . . ?
C11 C12 N8 108.2(2) . . ?
C11 C12 H12 125.9 . . ?
N8 C12 H12 125.9 . . ?
N14 C13 C2 115.01(16) . . ?
N14 C13 H9A 108.5 . . ?
C2 C13 H9A 108.5 . . ?
N14 C13 H9B 108.5 . . ?
C2 C13 H9B 108.5 . . ?
H9A C13 H9B 107.5 . . ?
C16 C15 N14 108.10(19) . . ?
C16 C15 H15 126.0 . . ?
N14 C15 H15 126.0 . . ?
C15 C16 C17 107.6(2) . . ?
C15 C16 H16 126.2 . . ?
C17 C16 H16 126.2 . . ?
C18 C17 C16 107.2(2) . . ?
C18 C17 H17 126.4 . . ?
C16 C17 H17 126.4 . . ?
C17 C18 N14 108.76(19) . . ?
C17 C18 H18 125.6 . . ?
N14 C18 H18 125.6 . . ?

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
C3 C1 C2 C3 0.1(3) 3_666 . . . ?
C7 C1 C2 C3 179.18(17) . . . . ?
C3 C1 C2 C13 178.89(17) 3_666 . . . ?
C7 C1 C2 C13 -2.0(3) . . . . ?
C1 C2 C3 C1 -0.1(3) . . . 3_666 ?
C13 C2 C3 C1 -178.87(18) . . . 3_666 ?
C9 N8 C7 C1 72.9(2) . . . . ?
C12 N8 C7 C1 -97.7(2) . . . . ?
C3 C1 C7 N8 10.3(3) 3_666 . . . ?
C2 C1 C7 N8 -168.86(17) . . . . ?
C12 N8 C9 C10 -0.3(2) . . . . ?
C7 N8 C9 C10 -172.43(18) . . . . ?
N8 C9 C10 C11 -0.1(2) . . . . ?
C9 C10 C11 C12 0.4(3) . . . . ?
C10 C11 C12 N8 -0.6(3) . . . . ?
C9 N8 C12 C11 0.6(2) . . . . ?
C7 N8 C12 C11 172.44(19) . . . . ?
C18 N14 C13 C2 -92.2(2) . . . . ?
C15 N14 C13 C2 84.4(2) . . . . ?
C1 C2 C13 N14 -170.45(17) . . . . ?
C3 C2 C13 N14 8.4(3) . . . . ?
C18 N14 C15 C16 -0.6(2) . . . . ?
C13 N14 C15 C16 -177.67(18) . . . . ?
N14 C15 C16 C17 0.5(2) . . . . ?
C15 C16 C17 C18 -0.2(3) . . . . ?
C16 C17 C18 N14 -0.1(2) . . . . ?
C15 N14 C18 C17 0.5(2) . . . . ?
C13 N14 C18 C17 177.50(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        64.96
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.045

#===END

data_compound_3
_database_code_depnum_ccdc_archive 'CCDC 286643'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H16 N2'
_chemical_formula_sum            'C16 H16 N2'
_chemical_formula_weight         236.31

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   5.815(3)
_cell_length_b                   8.493(3)
_cell_length_c                   27.344(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.48(3)
_cell_angle_gamma                90.00
_cell_volume                     1350.4(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    17
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      7.5

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'Rigaku AFC5S'
_diffrn_measurement_method       \w/2\q
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        2.7
_diffrn_reflns_number            2617
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_sigmaI/netI    0.1016
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2365
_reflns_number_gt                1009
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       
;
MSC/AFC5S Diffractometer Control Software (Molecular Structure
Corporation, 1995)
;
_computing_cell_refinement       
;
MSC/AFC5S Diffractometer Control Software (Molecular Structure
Corporation, 1995)
;
_computing_data_reduction        'teXsan for Windows (MSC, 1997)'
_computing_structure_solution    'SIR92 (Altomare, et. al. 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.0463P)^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         2365
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1762
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1436
_refine_ls_wR_factor_gt          0.1102
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_restrained_S_all      0.985
_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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N8 N 0.1720(4) 0.3603(3) 0.88676(8) 0.0633(7) Uani 1 d . . .
N14 N 0.4105(4) 0.7436(3) 0.78374(9) 0.0616(7) Uani 1 d . . .
C1 C 0.4032(5) 0.6078(3) 0.89093(10) 0.0584(8) Uani 1 d . . .
C2 C 0.5658(5) 0.7022(4) 0.86813(10) 0.0602(8) Uani 1 d . . .
C3 C 0.7029(6) 0.7993(4) 0.89701(13) 0.0866(11) Uani 1 d . . .
H3 H 0.8095 0.8648 0.8821 0.104 Uiso 1 calc R . .
C4 C 0.6849(7) 0.8008(4) 0.94708(14) 0.0953(12) Uani 1 d . . .
H4 H 0.7821 0.8644 0.9657 0.114 Uiso 1 calc R . .
C5 C 0.5253(6) 0.7095(4) 0.96939(12) 0.0840(11) Uani 1 d . . .
H5 H 0.5110 0.7114 1.0032 0.101 Uiso 1 calc R . .
C6 C 0.3846(5) 0.6140(4) 0.94134(11) 0.0740(10) Uani 1 d . . .
H6 H 0.2745 0.5522 0.9567 0.089 Uiso 1 calc R . .
C7 C 0.2502(6) 0.4997(4) 0.86085(11) 0.0793(10) Uani 1 d . . .
H7A H 0.1167 0.5588 0.8498 0.095 Uiso 1 calc R . .
H7B H 0.3337 0.4666 0.8321 0.095 Uiso 1 calc R . .
C9 C 0.2942(6) 0.2249(4) 0.89144(11) 0.0710(9) Uani 1 d . . .
H9 H 0.4382 0.2052 0.8782 0.085 Uiso 1 calc R . .
C10 C 0.1687(7) 0.1231(4) 0.91900(12) 0.0777(10) Uani 1 d . . .
H10 H 0.2107 0.0212 0.9278 0.093 Uiso 1 calc R . .
C11 C -0.0344(6) 0.1999(5) 0.93158(13) 0.0828(11) Uani 1 d . . .
H11 H -0.1529 0.1587 0.9503 0.099 Uiso 1 calc R . .
C12 C -0.0273(6) 0.3449(4) 0.91167(12) 0.0774(10) Uani 1 d . . .
H12 H -0.1404 0.4217 0.9145 0.093 Uiso 1 calc R . .
C13 C 0.6070(5) 0.6967(4) 0.81406(11) 0.0803(10) Uani 1 d . . .
H13A H 0.7357 0.7650 0.8066 0.096 Uiso 1 calc R . .
H13B H 0.6506 0.5902 0.8052 0.096 Uiso 1 calc R . .
C15 C 0.3703(6) 0.6900(4) 0.73772(12) 0.0806(10) Uani 1 d . . .
H15 H 0.4558 0.6134 0.7217 0.097 Uiso 1 calc R . .
C16 C 0.1854(7) 0.7663(5) 0.71892(13) 0.0942(12) Uani 1 d . . .
H16 H 0.1213 0.7514 0.6880 0.113 Uiso 1 calc R . .
C17 C 0.1095(6) 0.8703(5) 0.75412(15) 0.0873(11) Uani 1 d . . .
H17 H -0.0153 0.9382 0.7511 0.105 Uiso 1 calc R . .
C18 C 0.2502(6) 0.8555(4) 0.79404(13) 0.0754(10) Uani 1 d . . .
H18 H 0.2387 0.9117 0.8231 0.090 Uiso 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
N8 0.0627(18) 0.0674(19) 0.0598(16) 0.0038(14) -0.0114(14) -0.0167(17)
N14 0.0605(16) 0.0697(18) 0.0547(15) 0.0100(14) 0.0074(13) 0.0014(15)
C1 0.064(2) 0.059(2) 0.0522(18) 0.0076(16) -0.0108(16) -0.0084(17)
C2 0.0556(18) 0.071(2) 0.0545(18) 0.0058(17) -0.0013(16) -0.0015(18)
C3 0.084(2) 0.091(3) 0.085(3) 0.015(2) -0.016(2) -0.034(2)
C4 0.121(3) 0.082(3) 0.083(3) 0.002(2) -0.028(2) -0.034(3)
C5 0.115(3) 0.079(3) 0.058(2) -0.001(2) -0.013(2) -0.016(2)
C6 0.082(2) 0.079(2) 0.061(2) 0.0124(19) -0.0026(18) -0.020(2)
C7 0.089(2) 0.080(2) 0.069(2) 0.0154(19) -0.0188(19) -0.026(2)
C9 0.069(2) 0.077(2) 0.067(2) -0.014(2) -0.0079(18) -0.002(2)
C10 0.101(3) 0.054(2) 0.078(2) 0.0012(19) -0.015(2) -0.006(2)
C11 0.081(3) 0.080(3) 0.088(3) 0.004(2) 0.009(2) -0.020(2)
C12 0.060(2) 0.075(3) 0.097(3) -0.003(2) -0.003(2) -0.001(2)
C13 0.059(2) 0.112(3) 0.071(2) 0.010(2) 0.0042(18) 0.000(2)
C15 0.100(3) 0.088(3) 0.054(2) 0.0007(19) 0.002(2) 0.000(2)
C16 0.106(3) 0.109(3) 0.068(2) 0.022(2) -0.015(2) 0.002(3)
C17 0.076(2) 0.098(3) 0.088(3) 0.033(3) 0.008(2) 0.012(2)
C18 0.078(2) 0.077(2) 0.071(2) 0.009(2) 0.018(2) -0.002(2)

_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
N8 C12 1.356(4) . ?
N8 C9 1.357(4) . ?
N8 C7 1.455(4) . ?
N14 C15 1.357(3) . ?
N14 C18 1.362(4) . ?
N14 C13 1.461(4) . ?
C1 C6 1.385(4) . ?
C1 C2 1.391(4) . ?
C1 C7 1.516(4) . ?
C2 C3 1.389(4) . ?
C2 C13 1.501(4) . ?
C3 C4 1.374(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.358(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 C10 1.363(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.395(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.347(4) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C15 C16 1.353(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.365(4) . ?
C17 H17 0.9300 . ?
C18 H18 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
C12 N8 C9 108.7(3) . . ?
C12 N8 C7 126.5(3) . . ?
C9 N8 C7 124.7(3) . . ?
C15 N14 C18 108.3(3) . . ?
C15 N14 C13 124.2(3) . . ?
C18 N14 C13 127.3(3) . . ?
C6 C1 C2 118.9(3) . . ?
C6 C1 C7 120.8(3) . . ?
C2 C1 C7 120.3(3) . . ?
C3 C2 C1 118.5(3) . . ?
C3 C2 C13 118.9(3) . . ?
C1 C2 C13 122.6(3) . . ?
C4 C3 C2 121.6(3) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 119.4(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 121.6(3) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
N8 C7 C1 114.4(2) . . ?
N8 C7 H7A 108.7 . . ?
C1 C7 H7A 108.7 . . ?
N8 C7 H7B 108.7 . . ?
C1 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N8 C9 C10 107.9(3) . . ?
N8 C9 H9 126.1 . . ?
C10 C9 H9 126.1 . . ?
C9 C10 C11 107.3(3) . . ?
C9 C10 H10 126.3 . . ?
C11 C10 H10 126.3 . . ?
C12 C11 C10 107.4(3) . . ?
C12 C11 H11 126.3 . . ?
C10 C11 H11 126.3 . . ?
C11 C12 N8 108.7(3) . . ?
C11 C12 H12 125.7 . . ?
N8 C12 H12 125.7 . . ?
N14 C13 C2 114.8(3) . . ?
N14 C13 H13A 108.6 . . ?
C2 C13 H13A 108.6 . . ?
N14 C13 H13B 108.6 . . ?
C2 C13 H13B 108.6 . . ?
H13A C13 H13B 107.5 . . ?
C16 C15 N14 108.8(3) . . ?
C16 C15 H15 125.6 . . ?
N14 C15 H15 125.6 . . ?
C15 C16 C17 107.4(3) . . ?
C15 C16 H16 126.3 . . ?
C17 C16 H16 126.3 . . ?
C18 C17 C16 107.8(3) . . ?
C18 C17 H17 126.1 . . ?
C16 C17 H17 126.1 . . ?
N14 C18 C17 107.8(3) . . ?
N14 C18 H18 126.1 . . ?
C17 C18 H18 126.1 . . ?

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 -0.1(4) . . . . ?
C7 C1 C2 C3 -179.8(3) . . . . ?
C6 C1 C2 C13 176.5(3) . . . . ?
C7 C1 C2 C13 -3.2(4) . . . . ?
C1 C2 C3 C4 1.6(5) . . . . ?
C13 C2 C3 C4 -175.2(3) . . . . ?
C2 C3 C4 C5 -2.0(6) . . . . ?
C3 C4 C5 C6 1.0(6) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C2 C1 C6 C5 -1.0(5) . . . . ?
C7 C1 C6 C5 178.8(3) . . . . ?
C12 N8 C7 C1 93.1(4) . . . . ?
C9 N8 C7 C1 -84.0(4) . . . . ?
C6 C1 C7 N8 -27.6(4) . . . . ?
C2 C1 C7 N8 152.2(3) . . . . ?
C12 N8 C9 C10 0.8(3) . . . . ?
C7 N8 C9 C10 178.4(3) . . . . ?
N8 C9 C10 C11 -0.5(4) . . . . ?
C9 C10 C11 C12 -0.1(4) . . . . ?
C10 C11 C12 N8 0.6(4) . . . . ?
C9 N8 C12 C11 -0.9(4) . . . . ?
C7 N8 C12 C11 -178.4(3) . . . . ?
C15 N14 C13 C2 -151.7(3) . . . . ?
C18 N14 C13 C2 34.4(4) . . . . ?
C3 C2 C13 N14 -120.2(3) . . . . ?
C1 C2 C13 N14 63.2(4) . . . . ?
C18 N14 C15 C16 -0.3(4) . . . . ?
C13 N14 C15 C16 -175.2(3) . . . . ?
N14 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 C18 0.0(4) . . . . ?
C15 N14 C18 C17 0.3(3) . . . . ?
C13 N14 C18 C17 175.0(3) . . . . ?
C16 C17 C18 N14 -0.2(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.132
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.034

#===END

data_compound_4
_database_code_depnum_ccdc_archive 'CCDC 286644'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C16 H16 N2'
_chemical_formula_sum            'C16 H16 N2'
_chemical_formula_weight         236.31

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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                   9.2058(9)
_cell_length_b                   5.6582(12)
_cell_length_c                   25.114(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.875(8)
_cell_angle_gamma                90.00
_cell_volume                     1298.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      10.5
_cell_measurement_theta_max      17.1

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.553
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   
;
Sheldrick, G.M. (anon) SHELX97 Release 97-2 (1998)
;
_exptl_absorpt_correction_T_min  0.8300
_exptl_absorpt_correction_T_max  0.9623

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      193(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  'Enraf Nonius CAD4'
_diffrn_measurement_method       \w--\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <1
_diffrn_reflns_number            2352
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_theta_min         3.55
_diffrn_reflns_theta_max         66.86
_reflns_number_total             2299
_reflns_number_gt                1528
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_cell_refinement       'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms, 1996)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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     
;
w=1/[\s^2^(Fo^2^)+(0.0886P)^2^+0.1102P] 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         2299
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1021
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1555
_refine_ls_wR_factor_gt          0.1351
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N8 N 0.3835(2) 0.0971(4) 0.21629(7) 0.0263(5) Uani 1 d . . .
N14 N 0.1711(2) 0.8967(4) -0.00939(7) 0.0248(5) Uani 1 d . . .
C1 C 0.3164(3) 0.3486(4) 0.13621(8) 0.0239(6) Uani 1 d . . .
C2 C 0.2229(2) 0.5185(5) 0.11155(8) 0.0234(6) Uani 1 d . . .
H2 H 0.1279 0.5354 0.1223 0.028 Uiso 1 calc R . .
C3 C 0.2643(3) 0.6650(4) 0.07153(8) 0.0228(5) Uani 1 d . . .
C4 C 0.4042(3) 0.6367(5) 0.05618(9) 0.0283(6) Uani 1 d . . .
H4 H 0.4350 0.7350 0.0290 0.034 Uiso 1 calc R . .
C5 C 0.4974(3) 0.4682(5) 0.07999(9) 0.0346(7) Uani 1 d . . .
H5 H 0.5919 0.4504 0.0689 0.042 Uiso 1 calc R . .
C6 C 0.4556(3) 0.3237(5) 0.11994(9) 0.0295(6) Uani 1 d . . .
H6 H 0.5212 0.2079 0.1362 0.035 Uiso 1 calc R . .
C7 C 0.2653(3) 0.1921(5) 0.17918(9) 0.0321(6) Uani 1 d . . .
H7A H 0.1994 0.2845 0.1996 0.038 Uiso 1 calc R . .
H7B H 0.2081 0.0592 0.1617 0.038 Uiso 1 calc R . .
C9 C 0.4568(3) 0.2191(5) 0.25786(9) 0.0351(7) Uani 1 d . . .
H9 H 0.4319 0.3717 0.2697 0.042 Uiso 1 calc R . .
C10 C 0.5710(3) 0.0862(6) 0.27946(10) 0.0431(8) Uani 1 d . . .
H10 H 0.6395 0.1282 0.3093 0.052 Uiso 1 calc R . .
C11 C 0.5702(3) -0.1244(6) 0.25004(10) 0.0406(7) Uani 1 d . . .
H11 H 0.6379 -0.2512 0.2560 0.049 Uiso 1 calc R . .
C12 C 0.4539(3) -0.1120(5) 0.21136(9) 0.0331(6) Uani 1 d . . .
H12 H 0.4261 -0.2299 0.1852 0.040 Uiso 1 calc R . .
C13 C 0.1630(3) 0.8561(5) 0.04773(8) 0.0294(6) Uani 1 d . . .
H13A H 0.0613 0.8129 0.0527 0.035 Uiso 1 calc R . .
H13B H 0.1870 1.0052 0.0675 0.035 Uiso 1 calc R . .
C15 C 0.1175(3) 0.7493(5) -0.04982(9) 0.0307(6) Uani 1 d . . .
H15 H 0.0675 0.6046 -0.0459 0.037 Uiso 1 calc R . .
C16 C 0.1480(3) 0.8458(6) -0.09700(9) 0.0386(7) Uani 1 d . . .
H16 H 0.1221 0.7819 -0.1318 0.046 Uiso 1 calc R . .
C17 C 0.2244(3) 1.0554(6) -0.08464(10) 0.0421(8) Uani 1 d . . .
H17 H 0.2610 1.1596 -0.1095 0.051 Uiso 1 calc R . .
C18 C 0.2369(3) 1.0839(5) -0.03040(10) 0.0336(6) Uani 1 d . . .
H18 H 0.2834 1.2121 -0.0108 0.040 Uiso 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
N8 0.0404(12) 0.0326(12) 0.0072(8) 0.0023(8) 0.0089(8) -0.0023(10)
N14 0.0289(10) 0.0346(12) 0.0112(9) 0.0017(9) 0.0032(7) 0.0000(10)
C1 0.0302(12) 0.0359(14) 0.0061(10) 0.0002(10) 0.0048(9) -0.0021(11)
C2 0.0255(12) 0.0391(15) 0.0069(9) -0.0043(10) 0.0075(8) -0.0016(11)
C3 0.0270(11) 0.0359(14) 0.0062(9) -0.0038(10) 0.0051(8) -0.0004(11)
C4 0.0304(13) 0.0427(15) 0.0140(11) 0.0107(11) 0.0111(9) 0.0019(12)
C5 0.0289(13) 0.0566(18) 0.0209(12) 0.0103(13) 0.0140(10) 0.0052(14)
C6 0.0313(12) 0.0440(16) 0.0146(11) 0.0062(11) 0.0086(10) 0.0085(12)
C7 0.0362(13) 0.0452(17) 0.0169(11) 0.0087(12) 0.0120(10) -0.0005(13)
C9 0.0570(17) 0.0394(15) 0.0104(11) -0.0049(11) 0.0102(11) -0.0058(14)
C10 0.0467(16) 0.065(2) 0.0162(12) 0.0042(14) -0.0001(12) -0.0140(16)
C11 0.0442(16) 0.0523(19) 0.0271(13) 0.0136(14) 0.0122(12) 0.0079(15)
C12 0.0510(16) 0.0346(15) 0.0157(11) -0.0007(11) 0.0127(11) -0.0001(13)
C13 0.0369(13) 0.0440(16) 0.0086(10) 0.0019(11) 0.0077(9) 0.0053(12)
C15 0.0366(13) 0.0372(15) 0.0175(12) -0.0039(11) 0.0003(10) -0.0003(12)
C16 0.0417(15) 0.063(2) 0.0113(11) -0.0062(12) 0.0019(10) 0.0112(15)
C17 0.0410(15) 0.064(2) 0.0231(13) 0.0193(14) 0.0100(11) 0.0030(15)
C18 0.0334(13) 0.0403(16) 0.0267(13) 0.0077(12) 0.0015(11) -0.0059(13)

_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
N8 C9 1.361(3) . ?
N8 C12 1.362(3) . ?
N8 C7 1.449(3) . ?
N14 C18 1.358(3) . ?
N14 C15 1.360(3) . ?
N14 C13 1.463(3) . ?
C1 C2 1.386(3) . ?
C1 C6 1.398(3) . ?
C1 C7 1.514(3) . ?
C2 C3 1.391(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.397(3) . ?
C3 C13 1.504(3) . ?
C4 C5 1.371(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.352(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.402(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.359(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C15 C16 1.364(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.395(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.363(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

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 N8 C12 108.2(2) . . ?
C9 N8 C7 124.8(2) . . ?
C12 N8 C7 126.3(2) . . ?
C18 N14 C15 109.1(2) . . ?
C18 N14 C13 125.5(2) . . ?
C15 N14 C13 125.4(2) . . ?
C2 C1 C6 118.8(2) . . ?
C2 C1 C7 119.7(2) . . ?
C6 C1 C7 121.5(2) . . ?
C1 C2 C3 121.8(2) . . ?
C1 C2 H2 119.1 . . ?
C3 C2 H2 119.1 . . ?
C2 C3 C4 118.2(2) . . ?
C2 C3 C13 120.3(2) . . ?
C4 C3 C13 121.4(2) . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.9(2) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 119.8(2) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
N8 C7 C1 113.7(2) . . ?
N8 C7 H7A 108.8 . . ?
C1 C7 H7A 108.8 . . ?
N8 C7 H7B 108.8 . . ?
C1 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C10 C9 N8 108.4(3) . . ?
C10 C9 H9 125.8 . . ?
N8 C9 H9 125.8 . . ?
C9 C10 C11 107.9(2) . . ?
C9 C10 H10 126.1 . . ?
C11 C10 H10 126.1 . . ?
C12 C11 C10 106.6(3) . . ?
C12 C11 H11 126.7 . . ?
C10 C11 H11 126.7 . . ?
C11 C12 N8 108.8(2) . . ?
C11 C12 H12 125.6 . . ?
N8 C12 H12 125.6 . . ?
N14 C13 C3 113.62(19) . . ?
N14 C13 H13A 108.8 . . ?
C3 C13 H13A 108.8 . . ?
N14 C13 H13B 108.8 . . ?
C3 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
N14 C15 C16 108.0(2) . . ?
N14 C15 H15 126.0 . . ?
C16 C15 H15 126.0 . . ?
C15 C16 C17 107.3(2) . . ?
C15 C16 H16 126.3 . . ?
C17 C16 H16 126.3 . . ?
C18 C17 C16 107.7(2) . . ?
C18 C17 H17 126.2 . . ?
C16 C17 H17 126.2 . . ?
N14 C18 C17 107.9(3) . . ?
N14 C18 H18 126.0 . . ?
C17 C18 H18 126.0 . . ?

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 -0.5(3) . . . . ?
C7 C1 C2 C3 -179.4(2) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C1 C2 C3 C13 -176.7(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C13 C3 C4 C5 177.1(2) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
C2 C1 C6 C5 0.2(4) . . . . ?
C7 C1 C6 C5 179.1(2) . . . . ?
C9 N8 C7 C1 78.7(3) . . . . ?
C12 N8 C7 C1 -91.1(3) . . . . ?
C2 C1 C7 N8 -155.5(2) . . . . ?
C6 C1 C7 N8 25.6(3) . . . . ?
C12 N8 C9 C10 -0.9(3) . . . . ?
C7 N8 C9 C10 -172.3(2) . . . . ?
N8 C9 C10 C11 0.8(3) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 N8 -0.3(3) . . . . ?
C9 N8 C12 C11 0.8(3) . . . . ?
C7 N8 C12 C11 172.0(2) . . . . ?
C18 N14 C13 C3 -105.4(3) . . . . ?
C15 N14 C13 C3 72.6(3) . . . . ?
C2 C3 C13 N14 -145.3(2) . . . . ?
C4 C3 C13 N14 37.8(3) . . . . ?
C18 N14 C15 C16 -0.8(3) . . . . ?
C13 N14 C15 C16 -179.0(2) . . . . ?
N14 C15 C16 C17 1.0(3) . . . . ?
C15 C16 C17 C18 -0.8(3) . . . . ?
C15 N14 C18 C17 0.2(3) . . . . ?
C13 N14 C18 C17 178.5(2) . . . . ?
C16 C17 C18 N14 0.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        66.86
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.058

#===END

data_compound_5
_database_code_depnum_ccdc_archive 'CCDC 286645'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C16 H16 N2'
_chemical_formula_sum            'C16 H16 N2'
_chemical_formula_weight         236.31

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   14.7475(13)
_cell_length_b                   5.6746(4)
_cell_length_c                   16.6394(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.980(7)
_cell_angle_gamma                90.00
_cell_volume                     1272.30(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      12.8
_cell_measurement_theta_max      20.0

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.564
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   
;
Sheldrick, G.M. (anon) SHELX97 Release 97-2 (1998)
;
_exptl_absorpt_correction_T_min  0.8141
_exptl_absorpt_correction_T_max  0.9354

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      193(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  'Enraf Nonius CAD4'
_diffrn_measurement_method       \w--\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <1
_diffrn_reflns_number            2552
_diffrn_reflns_av_R_equivalents  0.0799
_diffrn_reflns_av_sigmaI/netI    0.0418
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.28
_diffrn_reflns_theta_max         64.96
_reflns_number_total             2172
_reflns_number_gt                1601
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_cell_refinement       'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms, 1996)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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     
;
w=1/[\s^2^(Fo^2^)+(0.0615P)^2^+0.2115P] 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         2172
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.1169
_refine_ls_wR_factor_gt          0.1040
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N8A N 0.05987(11) 0.0910(2) 0.85147(10) 0.0277(4) Uani 1 d . . .
C1A C -0.01394(12) 0.3392(3) 0.93190(12) 0.0255(4) Uani 1 d . . .
C2A C -0.08525(13) 0.5088(3) 0.92320(12) 0.0268(4) Uani 1 d . . .
H2A H -0.1440 0.5164 0.8706 0.032 Uiso 1 calc R . .
C3A C -0.07138(13) 0.6670(3) 0.99066(12) 0.0282(4) Uani 1 d . . .
H3A H -0.1210 0.7814 0.9838 0.034 Uiso 1 calc R . .
C7A C -0.03137(13) 0.1658(3) 0.85834(13) 0.0322(4) Uani 1 d . . .
H4A H -0.0655 0.0253 0.8679 0.039 Uiso 1 calc R . .
H4B H -0.0758 0.2387 0.8020 0.039 Uiso 1 calc R . .
C9A C 0.10819(14) -0.1174(3) 0.88077(13) 0.0327(4) Uani 1 d . . .
H9A H 0.0865 -0.2428 0.9065 0.039 Uiso 1 calc R . .
C10A C 0.19345(15) -0.1144(4) 0.86667(14) 0.0382(5) Uani 1 d . . .
H10A H 0.2412 -0.2371 0.8803 0.046 Uiso 1 calc R . .
C11A C 0.19715(14) 0.1036(4) 0.82837(13) 0.0378(5) Uani 1 d . . .
H11A H 0.2479 0.1559 0.8113 0.045 Uiso 1 calc R . .
C12A C 0.11470(14) 0.2264(3) 0.82020(12) 0.0341(5) Uani 1 d . . .
H12A H 0.0981 0.3807 0.7966 0.041 Uiso 1 calc R . .
N8B N 0.65695(12) 0.4206(3) 0.86973(11) 0.0361(4) Uani 1 d . . .
C1B C 0.57513(13) 0.5323(3) 0.96976(12) 0.0298(4) Uani 1 d . . .
C2B C 0.51699(14) 0.3309(3) 0.94819(13) 0.0356(5) Uani 1 d . . .
H2B H 0.5281 0.2132 0.9126 0.043 Uiso 1 calc R . .
C3B C 0.44280(14) 0.2996(3) 0.97809(13) 0.0337(5) Uani 1 d . . .
H3B H 0.4036 0.1606 0.9626 0.040 Uiso 1 calc R . .
C7B C 0.65820(16) 0.5743(4) 0.93976(15) 0.0414(5) Uani 1 d . . .
H7B1 H 0.6544 0.7397 0.9196 0.050 Uiso 1 calc R . .
H7B2 H 0.7225 0.5545 0.9909 0.050 Uiso 1 calc R . .
C9B C 0.70346(16) 0.2081(4) 0.88099(16) 0.0443(5) Uani 1 d . . .
H9B H 0.7428 0.1367 0.9358 0.053 Uiso 1 calc R . .
C10B C 0.68388(18) 0.1161(4) 0.80043(18) 0.0531(6) Uani 1 d . . .
H10B H 0.7069 -0.0307 0.7886 0.064 Uiso 1 calc R . .
C11B C 0.62326(18) 0.2779(5) 0.73755(17) 0.0549(6) Uani 1 d . . .
H11B H 0.5977 0.2608 0.6755 0.066 Uiso 1 calc R . .
C12B C 0.60800(16) 0.4632(4) 0.78216(14) 0.0454(5) Uani 1 d . . .
H12B H 0.5697 0.5994 0.7566 0.055 Uiso 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
N8A 0.0364(8) 0.0192(7) 0.0364(9) -0.0012(6) 0.0240(7) -0.0014(6)
C1A 0.0299(9) 0.0204(9) 0.0362(10) 0.0011(8) 0.0237(8) -0.0032(7)
C2A 0.0287(9) 0.0241(9) 0.0338(9) 0.0013(8) 0.0190(8) -0.0004(7)
C3A 0.0331(9) 0.0219(9) 0.0403(10) 0.0013(8) 0.0260(8) 0.0038(8)
C7A 0.0330(10) 0.0283(10) 0.0431(11) -0.0067(8) 0.0233(9) -0.0007(8)
C9A 0.0449(11) 0.0191(9) 0.0432(11) 0.0020(8) 0.0273(9) 0.0003(8)
C10A 0.0402(11) 0.0353(11) 0.0473(12) 0.0010(9) 0.0262(10) 0.0088(9)
C11A 0.0411(11) 0.0420(12) 0.0435(11) -0.0038(9) 0.0306(10) -0.0076(9)
C12A 0.0515(12) 0.0239(10) 0.0375(11) 0.0023(8) 0.0290(10) -0.0034(8)
N8B 0.0405(9) 0.0309(9) 0.0511(10) -0.0023(8) 0.0334(8) -0.0048(7)
C1B 0.0343(10) 0.0246(10) 0.0369(10) 0.0021(8) 0.0210(8) -0.0028(8)
C2B 0.0422(11) 0.0267(10) 0.0490(12) -0.0075(9) 0.0299(10) -0.0055(9)
C3B 0.0382(10) 0.0227(10) 0.0464(11) -0.0042(8) 0.0237(9) -0.0089(8)
C7B 0.0490(12) 0.0306(11) 0.0611(14) -0.0082(10) 0.0391(11) -0.0112(9)
C9B 0.0450(12) 0.0290(11) 0.0702(15) -0.0001(10) 0.0352(11) -0.0029(9)
C10B 0.0572(14) 0.0391(13) 0.0859(18) -0.0222(13) 0.0524(14) -0.0165(11)
C11B 0.0575(14) 0.0675(17) 0.0554(14) -0.0156(13) 0.0391(12) -0.0242(13)
C12B 0.0452(12) 0.0525(14) 0.0501(13) 0.0066(11) 0.0312(11) -0.0029(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
N8A C12A 1.363(2) . ?
N8A C9A 1.364(2) . ?
N8A C7A 1.459(2) . ?
C1A C3A 1.388(3) 3_567 ?
C1A C2A 1.389(2) . ?
C1A C7A 1.509(2) . ?
C2A C3A 1.386(2) . ?
C2A H2A 0.9500 . ?
C3A C1A 1.388(3) 3_567 ?
C3A H3A 0.9500 . ?
C7A H4A 0.9900 . ?
C7A H4B 0.9900 . ?
C9A C10A 1.370(3) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.403(3) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.359(3) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
N8B C12B 1.359(3) . ?
N8B C9B 1.362(3) . ?
N8B C7B 1.450(2) . ?
C1B C3B 1.385(3) 3_667 ?
C1B C2B 1.386(2) . ?
C1B C7B 1.518(2) . ?
C2B C3B 1.385(2) . ?
C2B H2B 0.9500 . ?
C3B C1B 1.385(3) 3_667 ?
C3B H3B 0.9500 . ?
C7B H7B1 0.9900 . ?
C7B H7B2 0.9900 . ?
C9B C10B 1.356(3) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.406(4) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.357(3) . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?

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
C12A N8A C9A 108.69(15) . . ?
C12A N8A C7A 125.10(15) . . ?
C9A N8A C7A 126.06(15) . . ?
C3A C1A C2A 118.45(16) 3_567 . ?
C3A C1A C7A 121.85(15) 3_567 . ?
C2A C1A C7A 119.69(16) . . ?
C3A C2A C1A 120.54(17) . . ?
C3A C2A H2A 119.7 . . ?
C1A C2A H2A 119.7 . . ?
C2A C3A C1A 121.01(16) . 3_567 ?
C2A C3A H3A 119.5 . . ?
C1A C3A H3A 119.5 3_567 . ?
N8A C7A C1A 113.26(14) . . ?
N8A C7A H4A 108.9 . . ?
C1A C7A H4A 108.9 . . ?
N8A C7A H4B 108.9 . . ?
C1A C7A H4B 108.9 . . ?
H4A C7A H4B 107.7 . . ?
N8A C9A C10A 108.08(17) . . ?
N8A C9A H9A 126.0 . . ?
C10A C9A H9A 126.0 . . ?
C9A C10A C11A 107.27(17) . . ?
C9A C10A H10A 126.4 . . ?
C11A C10A H10A 126.4 . . ?
C12A C11A C10A 107.40(16) . . ?
C12A C11A H11A 126.3 . . ?
C10A C11A H11A 126.3 . . ?
C11A C12A N8A 108.56(17) . . ?
C11A C12A H12A 125.7 . . ?
N8A C12A H12A 125.7 . . ?
C12B N8B C9B 108.87(19) . . ?
C12B N8B C7B 125.60(18) . . ?
C9B N8B C7B 125.52(19) . . ?
C3B C1B C2B 118.34(16) 3_667 . ?
C3B C1B C7B 118.86(16) 3_667 . ?
C2B C1B C7B 122.80(17) . . ?
C3B C2B C1B 120.57(17) . . ?
C3B C2B H2B 119.7 . . ?
C1B C2B H2B 119.7 . . ?
C2B C3B C1B 121.09(17) . 3_667 ?
C2B C3B H3B 119.5 . . ?
C1B C3B H3B 119.5 3_667 . ?
N8B C7B C1B 114.91(16) . . ?
N8B C7B H7B1 108.5 . . ?
C1B C7B H7B1 108.5 . . ?
N8B C7B H7B2 108.5 . . ?
C1B C7B H7B2 108.5 . . ?
H7B1 C7B H7B2 107.5 . . ?
C10B C9B N8B 108.2(2) . . ?
C10B C9B H9B 125.9 . . ?
N8B C9B H9B 125.9 . . ?
C9B C10B C11B 107.5(2) . . ?
C9B C10B H10B 126.3 . . ?
C11B C10B H10B 126.3 . . ?
C12B C11B C10B 107.2(2) . . ?
C12B C11B H11B 126.4 . . ?
C10B C11B H11B 126.4 . . ?
C11B C12B N8B 108.3(2) . . ?
C11B C12B H12B 125.8 . . ?
N8B C12B H12B 125.8 . . ?

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
C3A C1A C2A C3A -0.3(3) 3_567 . . . ?
C7A C1A C2A C3A 178.86(15) . . . . ?
C1A C2A C3A C1A 0.3(3) . . . 3_567 ?
C12A N8A C7A C1A -73.2(2) . . . . ?
C9A N8A C7A C1A 101.7(2) . . . . ?
C3A C1A C7A N8A -32.3(2) 3_567 . . . ?
C2A C1A C7A N8A 148.59(16) . . . . ?
C12A N8A C9A C10A -0.8(2) . . . . ?
C7A N8A C9A C10A -176.49(17) . . . . ?
N8A C9A C10A C11A 0.5(2) . . . . ?
C9A C10A C11A C12A 0.0(2) . . . . ?
C10A C11A C12A N8A -0.5(2) . . . . ?
C9A N8A C12A C11A 0.8(2) . . . . ?
C7A N8A C12A C11A 176.51(17) . . . . ?
C3B C1B C2B C3B 0.1(3) 3_667 . . . ?
C7B C1B C2B C3B 179.2(2) . . . . ?
C1B C2B C3B C1B -0.1(3) . . . 3_667 ?
C12B N8B C7B C1B 89.0(2) . . . . ?
C9B N8B C7B C1B -90.0(2) . . . . ?
C3B C1B C7B N8B -166.12(18) 3_667 . . . ?
C2B C1B C7B N8B 14.8(3) . . . . ?
C12B N8B C9B C10B 0.0(2) . . . . ?
C7B N8B C9B C10B 179.09(17) . . . . ?
N8B C9B C10B C11B 0.0(2) . . . . ?
C9B C10B C11B C12B 0.0(2) . . . . ?
C10B C11B C12B N8B 0.0(2) . . . . ?
C9B N8B C12B C11B 0.0(2) . . . . ?
C7B N8B C12B C11B -179.10(17) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        64.96
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.041

#===END