# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sb6
_audit_block_doi                 10.5517/cc106sss
_database_code_depnum_ccdc_archive 'CCDC 930055'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.poly.2013.07.018 2013
_audit_update_record             
;
2013-03-19 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;
#TrackingRef 'sb6.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
N,N'-bis(pyridin-2-carboxylidene)-1,4-diaminobutane
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 N4'
_chemical_formula_sum            'C16 H18 N4'
_chemical_formula_weight         266.34

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                   9.2157(5)
_cell_length_b                   8.9944(5)
_cell_length_c                   9.3471(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.344(6)
_cell_angle_gamma                90.00
_cell_volume                     739.55(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4280
_cell_measurement_theta_min      3.5364
_cell_measurement_theta_max      29.0197


_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             284
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_min  0.92594
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.1049
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            11412
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.54
_diffrn_reflns_theta_max         26.00
_reflns_number_total             1448
_reflns_number_gt                993
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  PLATON(Spek,2009)

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0548P)²+0.0669P] where P=(Fo²+2Fc²)/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         1448
_refine_ls_number_parameters     91
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1214
_refine_ls_wR_factor_gt          0.1085
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.27104(15) -0.08335(17) 0.46985(16) 0.0633(4) Uani 1 1 d . . .
C2 C 0.22163(16) -0.03188(16) 0.32905(16) 0.0474(4) Uani 1 1 d . . .
C3 C 0.07333(18) -0.05187(18) 0.24092(18) 0.0572(5) Uani 1 1 d . . .
H3 H 0.0409 -0.0131 0.1443 0.069 Uiso 1 1 calc R . .
C4 C -0.02558(19) -0.1293(2) 0.2971(2) 0.0655(5) Uani 1 1 d . . .
H4 H -0.1254 -0.1449 0.2386 0.079 Uiso 1 1 calc R . .
C5 C 0.0239(2) -0.18311(19) 0.4393(2) 0.0650(5) Uani 1 1 d . . .
H5 H -0.0408 -0.2365 0.4799 0.078 Uiso 1 1 calc R . .
C6 C 0.1712(2) -0.1567(2) 0.5210(2) 0.0706(5) Uani 1 1 d . . .
H6 H 0.2039 -0.1924 0.6188 0.085 Uiso 1 1 calc R . .
C7 C 0.33608(17) 0.04471(17) 0.27541(18) 0.0518(4) Uani 1 1 d . . .
H7 H 0.4330 0.0588 0.3414 0.062 Uiso 1 1 calc R . .
N8 N 0.30751(15) 0.09208(16) 0.14299(16) 0.0595(4) Uani 1 1 d . . .
C9 C 0.4309(2) 0.1628(2) 0.1007(2) 0.0679(5) Uani 1 1 d . . .
H9A H 0.5204 0.1682 0.1874 0.082 Uiso 1 1 calc R . .
H9B H 0.4017 0.2635 0.0668 0.082 Uiso 1 1 calc R . .
C10 C 0.46835(19) 0.07630(19) -0.0234(2) 0.0631(5) Uani 1 1 d . . .
H10A H 0.3768 0.0667 -0.1074 0.076 Uiso 1 1 calc R . .
H10B H 0.5417 0.1324 -0.0574 0.076 Uiso 1 1 calc R . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C6 1.332(2) . ?
N1 C2 1.3403(19) . ?
C2 C3 1.381(2) . ?
C2 C7 1.468(2) . ?
C3 C4 1.370(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.359(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 N8 1.2604(19) . ?
C7 H7 0.9300 . ?
N8 C9 1.457(2) . ?
C9 C10 1.520(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C10 1.504(3) 3_655 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N1 C2 117.04(14) . . ?
N1 C2 C3 121.79(15) . . ?
N1 C2 C7 115.42(13) . . ?
C3 C2 C7 122.79(15) . . ?
C4 C3 C2 119.39(16) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 119.23(16) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 118.21(17) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
N1 C6 C5 124.33(17) . . ?
N1 C6 H6 117.8 . . ?
C5 C6 H6 117.8 . . ?
N8 C7 C2 122.22(15) . . ?
N8 C7 H7 118.9 . . ?
C2 C7 H7 118.9 . . ?
C7 N8 C9 117.57(15) . . ?
N8 C9 C10 110.90(15) . . ?
N8 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
N8 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.0 . . ?
C10 C10 C9 113.73(17) 3_655 . ?
C10 C10 H10A 108.8 3_655 . ?
C9 C10 H10A 108.8 . . ?
C10 C10 H10B 108.8 3_655 . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?

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 N1 C2 C3 0.9(2) . . . . ?
C6 N1 C2 C7 -178.36(15) . . . . ?
N1 C2 C3 C4 -1.5(2) . . . . ?
C7 C2 C3 C4 177.63(14) . . . . ?
C2 C3 C4 C5 0.9(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C2 N1 C6 C5 0.4(3) . . . . ?
C4 C5 C6 N1 -1.1(3) . . . . ?
N1 C2 C7 N8 176.35(14) . . . . ?
C3 C2 C7 N8 -2.9(2) . . . . ?
C2 C7 N8 C9 -178.35(14) . . . . ?
C7 N8 C9 C10 117.53(17) . . . . ?
N8 C9 C10 C10 -65.5(2) . . . 3_655 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.113
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.039


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_madhusb1are
_database_code_depnum_ccdc_archive 'CCDC 962823'
_audit_update_record             
;
2013-09-24 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
N,N'-bis(2-acetylpyridine)idene-1,2-diaminoethane
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 N4'
_chemical_formula_sum            'C16 H18 N4'
_chemical_formula_weight         266.34

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           orthorhombic
_symmetry_space_group_name_H-M   'P c a b'
_symmetry_space_group_name_Hall  '-P 2bc 2ac'

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

_cell_length_a                   19.379(5)
_cell_length_b                   24.584(5)
_cell_length_c                   12.300(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     5860(3)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3283
_cell_measurement_theta_min      3.8210
_cell_measurement_theta_max      28.5420

_exptl_crystal_description       block-shaped
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2272
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.90031
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Crys Alis RED'

_exptl_special_details           
;
        CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.1049
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            15872
_diffrn_reflns_av_R_equivalents  0.0690
_diffrn_reflns_av_sigmaI/netI    0.0834
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.65
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5740
_reflns_number_gt                2710
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'PLATON (Spek,2009)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0815P)²+1.0260P] where P=(Fo²+2Fc²)/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       0.0014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5740
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1571
_refine_ls_R_factor_gt           0.0813
_refine_ls_wR_factor_ref         0.2360
_refine_ls_wR_factor_gt          0.1901
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.040
_refine_ls_shift/su_mean         0.001

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
N2B N 0.12184(13) 0.25371(9) 0.9062(2) 0.0488(7) Uani 1 1 d . . .
C1B C 0.18533(14) 0.17196(11) 0.9015(2) 0.0400(7) Uani 1 1 d . . .
N4B N -0.09729(14) 0.48862(10) 0.9438(2) 0.0549(7) Uani 1 1 d . . .
C6B C 0.14563(16) 0.21619(11) 0.8468(2) 0.0436(7) Uani 1 1 d . . .
C1A C 0.06290(15) 0.30094(11) 1.3916(3) 0.0463(8) Uani 1 1 d . . .
C10B C -0.02622(16) 0.40838(11) 0.9454(3) 0.0467(7) Uani 1 1 d . . .
N1B N 0.21548(14) 0.13461(10) 0.8385(2) 0.0547(7) Uani 1 1 d . . .
C12B C -0.06523(15) 0.45044(11) 0.8850(3) 0.0461(7) Uani 1 1 d . . .
C12A C -0.18351(15) 0.58188(11) 1.3837(3) 0.0455(7) Uani 1 1 d . . .
N3A N -0.11110(13) 0.50486(10) 1.3971(2) 0.0519(7) Uani 1 1 d . . .
N2A N -0.00136(14) 0.38178(9) 1.3898(2) 0.0556(7) Uani 1 1 d . . .
N4A N -0.21190(15) 0.61759(11) 1.3163(2) 0.0642(8) Uani 1 1 d . . .
C6A C 0.02418(16) 0.34484(11) 1.4489(3) 0.0467(8) Uani 1 1 d . . .
C9B C 0.05177(18) 0.33413(12) 0.9420(3) 0.0582(9) Uani 1 1 d . . .
H9B1 H 0.0218 0.3130 0.9890 0.070 Uiso 1 1 calc R . .
H9B2 H 0.0881 0.3500 0.9862 0.070 Uiso 1 1 calc R . .
N3B N 0.01230(14) 0.37708(10) 0.8890(2) 0.0560(7) Uani 1 1 d . . .
C8B C 0.08274(18) 0.29795(12) 0.8565(3) 0.0539(8) Uani 1 1 d . . .
H8B1 H 0.0463 0.2829 0.8115 0.065 Uiso 1 1 calc R . .
H8B2 H 0.1130 0.3192 0.8102 0.065 Uiso 1 1 calc R . .
N1A N 0.09041(15) 0.26181(11) 1.4527(2) 0.0595(8) Uani 1 1 d . . .
C2A C 0.06983(17) 0.30157(12) 1.2797(3) 0.0568(9) Uani 1 1 d . . .
H2A1 H 0.0508 0.3298 1.2392 0.068 Uiso 1 1 calc R . .
C10A C -0.14560(16) 0.53526(12) 1.3334(3) 0.0486(8) Uani 1 1 d . . .
C2B C 0.19126(18) 0.16976(13) 1.0133(3) 0.0579(9) Uani 1 1 d . . .
H2B1 H 0.1709 0.1965 1.0562 0.069 Uiso 1 1 calc R . .
C13B C -0.06905(18) 0.45010(13) 0.7723(3) 0.0627(10) Uani 1 1 d . . .
H13C H -0.0473 0.4228 0.7326 0.075 Uiso 1 1 calc R . .
C9A C -0.07320(17) 0.45924(12) 1.3510(3) 0.0551(9) Uani 1 1 d . . .
H9A1 H -0.0383 0.4727 1.3012 0.066 Uiso 1 1 calc R . .
H9A2 H -0.1046 0.4362 1.3104 0.066 Uiso 1 1 calc R . .
C3A C 0.12566(19) 0.22271(14) 1.4007(3) 0.0685(10) Uani 1 1 d . . .
H3A H 0.1461 0.1956 1.4424 0.082 Uiso 1 1 calc R . .
C8A C -0.03928(18) 0.42654(12) 1.4397(3) 0.0587(9) Uani 1 1 d . . .
H8A1 H -0.0080 0.4494 1.4809 0.070 Uiso 1 1 calc R . .
H8A2 H -0.0740 0.4124 1.4890 0.070 Uiso 1 1 calc R . .
C14B C -0.13222(18) 0.52693(13) 0.8907(3) 0.0635(10) Uani 1 1 d . . .
H14B H -0.1546 0.5535 0.9313 0.076 Uiso 1 1 calc R . .
C5B C 0.2277(2) 0.12766(13) 1.0613(3) 0.0665(10) Uani 1 1 d . . .
H5B H 0.2320 0.1258 1.1365 0.080 Uiso 1 1 calc R . .
C4B C 0.25678(18) 0.08937(13) 0.9973(3) 0.0616(9) Uani 1 1 d . . .
H4B H 0.2806 0.0602 1.0274 0.074 Uiso 1 1 calc R . .
C4A C 0.1335(2) 0.22028(14) 1.2904(3) 0.0718(11) Uani 1 1 d . . .
H4A H 0.1577 0.1919 1.2581 0.086 Uiso 1 1 calc R . .
C3B C 0.25025(19) 0.09467(13) 0.8869(3) 0.0633(10) Uani 1 1 d . . .
H3B H 0.2714 0.0688 0.8430 0.076 Uiso 1 1 calc R . .
C16B C -0.10517(19) 0.49029(15) 0.7201(3) 0.0721(11) Uani 1 1 d . . .
H16B H -0.1078 0.4907 0.6446 0.086 Uiso 1 1 calc R . .
C15A C -0.25207(19) 0.66734(14) 1.4702(3) 0.0689(10) Uani 1 1 d . . .
H15A H -0.2755 0.6975 1.4970 0.083 Uiso 1 1 calc R . .
C14A C -0.2444(2) 0.65949(14) 1.3611(3) 0.0745(11) Uani 1 1 d . . .
H14A H -0.2632 0.6854 1.3147 0.089 Uiso 1 1 calc R . .
C15B C -0.13715(19) 0.52958(14) 0.7795(3) 0.0707(11) Uani 1 1 d . . .
H15B H -0.1616 0.5574 0.7458 0.085 Uiso 1 1 calc R . .
C16A C -0.2247(2) 0.62998(15) 1.5379(3) 0.0743(11) Uani 1 1 d . . .
H16A H -0.2295 0.6335 1.6128 0.089 Uiso 1 1 calc R . .
C13A C -0.18951(19) 0.58655(14) 1.4946(3) 0.0669(10) Uani 1 1 d . . .
H13D H -0.1699 0.5605 1.5399 0.080 Uiso 1 1 calc R . .
C5A C 0.1047(2) 0.26066(14) 1.2291(3) 0.0663(10) Uani 1 1 d . . .
H5A H 0.1088 0.2602 1.1537 0.080 Uiso 1 1 calc R . .
C7B C 0.1358(2) 0.21171(14) 0.7259(3) 0.0790(12) Uani 1 1 d . . .
H7B1 H 0.0912 0.2258 0.7065 0.118 Uiso 1 1 calc R . .
H7B2 H 0.1389 0.1742 0.7045 0.118 Uiso 1 1 calc R . .
H7B3 H 0.1710 0.2323 0.6894 0.118 Uiso 1 1 calc R . .
C11B C -0.0359(2) 0.40491(15) 1.0655(3) 0.0716(11) Uani 1 1 d . . .
H11A H -0.0756 0.3829 1.0812 0.107 Uiso 1 1 calc R . .
H11B H -0.0427 0.4408 1.0945 0.107 Uiso 1 1 calc R . .
H11C H 0.0042 0.3889 1.0980 0.107 Uiso 1 1 calc R . .
C7A C 0.0183(2) 0.34129(15) 1.5697(3) 0.0850(13) Uani 1 1 d . . .
H7A1 H 0.0227 0.3770 1.6006 0.127 Uiso 1 1 calc R . .
H7A2 H 0.0544 0.3184 1.5975 0.127 Uiso 1 1 calc R . .
H7A3 H -0.0257 0.3262 1.5888 0.127 Uiso 1 1 calc R . .
C11A C -0.1515(2) 0.52822(16) 1.2125(3) 0.0832(13) Uani 1 1 d . . .
H11D H -0.1085 0.5379 1.1788 0.125 Uiso 1 1 calc R . .
H11E H -0.1875 0.5513 1.1853 0.125 Uiso 1 1 calc R . .
H11F H -0.1622 0.4910 1.1962 0.125 Uiso 1 1 calc R . .


_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
N2B C6B 1.264(3) . ?
N2B C8B 1.460(4) . ?
C1B N1B 1.336(3) . ?
C1B C2B 1.381(4) . ?
C1B C6B 1.492(4) . ?
N4B C14B 1.331(4) . ?
N4B C12B 1.338(3) . ?
C6B C7B 1.504(4) . ?
C1A N1A 1.332(4) . ?
C1A C2A 1.384(4) . ?
C1A C6A 1.491(4) . ?
C10B N3B 1.277(4) . ?
C10B C12B 1.481(4) . ?
C10B C11B 1.491(4) . ?
N1B C3B 1.331(4) . ?
C12B C13B 1.388(4) . ?
C12A N4A 1.327(4) . ?
C12A C13A 1.373(4) . ?
C12A C10A 1.495(4) . ?
N3A C10A 1.273(4) . ?
N3A C9A 1.456(4) . ?
N2A C6A 1.264(3) . ?
N2A C8A 1.459(4) . ?
N4A C14A 1.327(4) . ?
C6A C7A 1.494(4) . ?
C9B N3B 1.457(4) . ?
C9B C8B 1.503(4) . ?
C9B H9B1 0.9700 . ?
C9B H9B2 0.9700 . ?
C8B H8B1 0.9700 . ?
C8B H8B2 0.9700 . ?
N1A C3A 1.341(4) . ?
C2A C5A 1.362(4) . ?
C2A H2A1 0.9300 . ?
C10A C11A 1.501(4) . ?
C2B C5B 1.384(4) . ?
C2B H2B1 0.9300 . ?
C13B C16B 1.371(4) . ?
C13B H13C 0.9300 . ?
C9A C8A 1.506(4) . ?
C9A H9A1 0.9700 . ?
C9A H9A2 0.9700 . ?
C3A C4A 1.366(5) . ?
C3A H3A 0.9300 . ?
C8A H8A1 0.9700 . ?
C8A H8A2 0.9700 . ?
C14B C15B 1.372(5) . ?
C14B H14B 0.9300 . ?
C5B C4B 1.350(4) . ?
C5B H5B 0.9300 . ?
C4B C3B 1.371(5) . ?
C4B H4B 0.9300 . ?
C4A C5A 1.366(4) . ?
C4A H4A 0.9300 . ?
C3B H3B 0.9300 . ?
C16B C15B 1.361(4) . ?
C16B H16B 0.9300 . ?
C15A C16A 1.349(5) . ?
C15A C14A 1.364(5) . ?
C15A H15A 0.9300 . ?
C14A H14A 0.9300 . ?
C15B H15B 0.9300 . ?
C16A C13A 1.375(4) . ?
C16A H16A 0.9300 . ?
C13A H13D 0.9300 . ?
C5A H5A 0.9300 . ?
C7B H7B1 0.9600 . ?
C7B H7B2 0.9600 . ?
C7B H7B3 0.9600 . ?
C11B H11A 0.9600 . ?
C11B H11B 0.9600 . ?
C11B H11C 0.9600 . ?
C7A H7A1 0.9600 . ?
C7A H7A2 0.9600 . ?
C7A H7A3 0.9600 . ?
C11A H11D 0.9600 . ?
C11A H11E 0.9600 . ?
C11A H11F 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
C6B N2B C8B 119.4(2) . . ?
N1B C1B C2B 120.9(3) . . ?
N1B C1B C6B 117.7(3) . . ?
C2B C1B C6B 121.4(3) . . ?
C14B N4B C12B 117.8(3) . . ?
N2B C6B C1B 117.3(3) . . ?
N2B C6B C7B 125.4(3) . . ?
C1B C6B C7B 117.3(3) . . ?
N1A C1A C2A 122.0(3) . . ?
N1A C1A C6A 117.3(3) . . ?
C2A C1A C6A 120.7(3) . . ?
N3B C10B C12B 116.5(3) . . ?
N3B C10B C11B 125.3(3) . . ?
C12B C10B C11B 118.2(3) . . ?
C3B N1B C1B 118.0(3) . . ?
N4B C12B C13B 121.3(3) . . ?
N4B C12B C10B 117.1(3) . . ?
C13B C12B C10B 121.6(3) . . ?
N4A C12A C13A 122.0(3) . . ?
N4A C12A C10A 116.9(3) . . ?
C13A C12A C10A 121.1(3) . . ?
C10A N3A C9A 118.5(3) . . ?
C6A N2A C8A 119.8(3) . . ?
C14A N4A C12A 116.8(3) . . ?
N2A C6A C1A 116.5(3) . . ?
N2A C6A C7A 125.8(3) . . ?
C1A C6A C7A 117.8(3) . . ?
N3B C9B C8B 109.0(3) . . ?
N3B C9B H9B1 109.9 . . ?
C8B C9B H9B1 109.9 . . ?
N3B C9B H9B2 109.9 . . ?
C8B C9B H9B2 109.9 . . ?
H9B1 C9B H9B2 108.3 . . ?
C10B N3B C9B 120.0(3) . . ?
N2B C8B C9B 110.8(2) . . ?
N2B C8B H8B1 109.5 . . ?
C9B C8B H8B1 109.5 . . ?
N2B C8B H8B2 109.5 . . ?
C9B C8B H8B2 109.5 . . ?
H8B1 C8B H8B2 108.1 . . ?
C1A N1A C3A 116.9(3) . . ?
C5A C2A C1A 119.6(3) . . ?
C5A C2A H2A1 120.2 . . ?
C1A C2A H2A1 120.2 . . ?
N3A C10A C12A 117.0(3) . . ?
N3A C10A C11A 125.6(3) . . ?
C12A C10A C11A 117.4(3) . . ?
C1B C2B C5B 119.7(3) . . ?
C1B C2B H2B1 120.1 . . ?
C5B C2B H2B1 120.1 . . ?
C16B C13B C12B 119.4(3) . . ?
C16B C13B H13C 120.3 . . ?
C12B C13B H13C 120.3 . . ?
N3A C9A C8A 110.4(2) . . ?
N3A C9A H9A1 109.6 . . ?
C8A C9A H9A1 109.6 . . ?
N3A C9A H9A2 109.6 . . ?
C8A C9A H9A2 109.6 . . ?
H9A1 C9A H9A2 108.1 . . ?
N1A C3A C4A 124.1(3) . . ?
N1A C3A H3A 117.9 . . ?
C4A C3A H3A 117.9 . . ?
N2A C8A C9A 108.5(3) . . ?
N2A C8A H8A1 110.0 . . ?
C9A C8A H8A1 110.0 . . ?
N2A C8A H8A2 110.0 . . ?
C9A C8A H8A2 110.0 . . ?
H8A1 C8A H8A2 108.4 . . ?
N4B C14B C15B 123.9(3) . . ?
N4B C14B H14B 118.0 . . ?
C15B C14B H14B 118.0 . . ?
C4B C5B C2B 119.1(3) . . ?
C4B C5B H5B 120.5 . . ?
C2B C5B H5B 120.5 . . ?
C5B C4B C3B 118.2(3) . . ?
C5B C4B H4B 120.9 . . ?
C3B C4B H4B 120.9 . . ?
C3A C4A C5A 118.1(3) . . ?
C3A C4A H4A 120.9 . . ?
C5A C4A H4A 120.9 . . ?
N1B C3B C4B 124.0(3) . . ?
N1B C3B H3B 118.0 . . ?
C4B C3B H3B 118.0 . . ?
C15B C16B C13B 119.5(3) . . ?
C15B C16B H16B 120.2 . . ?
C13B C16B H16B 120.2 . . ?
C16A C15A C14A 117.9(3) . . ?
C16A C15A H15A 121.0 . . ?
C14A C15A H15A 121.0 . . ?
N4A C14A C15A 124.7(3) . . ?
N4A C14A H14A 117.6 . . ?
C15A C14A H14A 117.6 . . ?
C16B C15B C14B 118.0(3) . . ?
C16B C15B H15B 121.0 . . ?
C14B C15B H15B 121.0 . . ?
C15A C16A C13A 119.0(3) . . ?
C15A C16A H16A 120.5 . . ?
C13A C16A H16A 120.5 . . ?
C12A C13A C16A 119.5(3) . . ?
C12A C13A H13D 120.3 . . ?
C16A C13A H13D 120.3 . . ?
C2A C5A C4A 119.1(3) . . ?
C2A C5A H5A 120.4 . . ?
C4A C5A H5A 120.4 . . ?
C6B C7B H7B1 109.5 . . ?
C6B C7B H7B2 109.5 . . ?
H7B1 C7B H7B2 109.5 . . ?
C6B C7B H7B3 109.5 . . ?
H7B1 C7B H7B3 109.5 . . ?
H7B2 C7B H7B3 109.5 . . ?
C10B C11B H11A 109.5 . . ?
C10B C11B H11B 109.5 . . ?
H11A C11B H11B 109.5 . . ?
C10B C11B H11C 109.5 . . ?
H11A C11B H11C 109.5 . . ?
H11B C11B H11C 109.5 . . ?
C6A C7A H7A1 109.5 . . ?
C6A C7A H7A2 109.5 . . ?
H7A1 C7A H7A2 109.5 . . ?
C6A C7A H7A3 109.5 . . ?
H7A1 C7A H7A3 109.5 . . ?
H7A2 C7A H7A3 109.5 . . ?
C10A C11A H11D 109.5 . . ?
C10A C11A H11E 109.5 . . ?
H11D C11A H11E 109.5 . . ?
C10A C11A H11F 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 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
C8B N2B C6B C1B 179.9(3) . . . . ?
C8B N2B C6B C7B -1.7(5) . . . . ?
N1B C1B C6B N2B -174.6(3) . . . . ?
C2B C1B C6B N2B 5.0(4) . . . . ?
N1B C1B C6B C7B 6.9(4) . . . . ?
C2B C1B C6B C7B -173.6(3) . . . . ?
C2B C1B N1B C3B 1.3(4) . . . . ?
C6B C1B N1B C3B -179.2(3) . . . . ?
C14B N4B C12B C13B -1.0(5) . . . . ?
C14B N4B C12B C10B 179.6(3) . . . . ?
N3B C10B C12B N4B -170.0(3) . . . . ?
C11B C10B C12B N4B 11.4(4) . . . . ?
N3B C10B C12B C13B 10.6(4) . . . . ?
C11B C10B C12B C13B -168.0(3) . . . . ?
C13A C12A N4A C14A 2.5(5) . . . . ?
C10A C12A N4A C14A -178.7(3) . . . . ?
C8A N2A C6A C1A -179.3(3) . . . . ?
C8A N2A C6A C7A 1.3(5) . . . . ?
N1A C1A C6A N2A 179.7(3) . . . . ?
C2A C1A C6A N2A 0.1(4) . . . . ?
N1A C1A C6A C7A -0.8(4) . . . . ?
C2A C1A C6A C7A 179.6(3) . . . . ?
C12B C10B N3B C9B -179.2(3) . . . . ?
C11B C10B N3B C9B -0.7(5) . . . . ?
C8B C9B N3B C10B 170.6(3) . . . . ?
C6B N2B C8B C9B 172.9(3) . . . . ?
N3B C9B C8B N2B -179.0(3) . . . . ?
C2A C1A N1A C3A 0.2(5) . . . . ?
C6A C1A N1A C3A -179.5(3) . . . . ?
N1A C1A C2A C5A 1.2(5) . . . . ?
C6A C1A C2A C5A -179.2(3) . . . . ?
C9A N3A C10A C12A -179.7(2) . . . . ?
C9A N3A C10A C11A 0.4(5) . . . . ?
N4A C12A C10A N3A 171.4(3) . . . . ?
C13A C12A C10A N3A -9.8(5) . . . . ?
N4A C12A C10A C11A -8.7(4) . . . . ?
C13A C12A C10A C11A 170.1(3) . . . . ?
N1B C1B C2B C5B -1.4(5) . . . . ?
C6B C1B C2B C5B 179.0(3) . . . . ?
N4B C12B C13B C16B 1.4(5) . . . . ?
C10B C12B C13B C16B -179.3(3) . . . . ?
C10A N3A C9A C8A -176.7(3) . . . . ?
C1A N1A C3A C4A -1.4(6) . . . . ?
C6A N2A C8A C9A -171.1(3) . . . . ?
N3A C9A C8A N2A -179.3(2) . . . . ?
C12B N4B C14B C15B -0.1(5) . . . . ?
C1B C2B C5B C4B 0.0(5) . . . . ?
C2B C5B C4B C3B 1.5(5) . . . . ?
N1A C3A C4A C5A 1.2(6) . . . . ?
C1B N1B C3B C4B 0.3(5) . . . . ?
C5B C4B C3B N1B -1.7(6) . . . . ?
C12B C13B C16B C15B -0.5(6) . . . . ?
C12A N4A C14A C15A -1.9(6) . . . . ?
C16A C15A C14A N4A 0.1(6) . . . . ?
C13B C16B C15B C14B -0.5(6) . . . . ?
N4B C14B C15B C16B 0.9(6) . . . . ?
C14A C15A C16A C13A 1.1(6) . . . . ?
N4A C12A C13A C16A -1.3(6) . . . . ?
C10A C12A C13A C16A 179.9(3) . . . . ?
C15A C16A C13A C12A -0.6(6) . . . . ?
C1A C2A C5A C4A -1.4(6) . . . . ?
C3A C4A C5A C2A 0.2(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.042
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_madhusbase2re
_database_code_depnum_ccdc_archive 'CCDC 963345'
_audit_update_record             
;
2013-09-26 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 1,2-Bis(1-(pyrid-2-yl)ethylidene)hydrazine
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H14 N4'
_chemical_formula_sum            'C14 H14 N4'
_chemical_formula_weight         238.29

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'
_symmetry_space_group_name_Hall  'P 2yb'

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

_cell_length_a                   8.6694(4)
_cell_length_b                   17.8009(8)
_cell_length_c                   12.8064(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.394(4)
_cell_angle_gamma                90.00
_cell_volume                     1955.15(16)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5800
_cell_measurement_theta_min      3.6870
_cell_measurement_theta_max      25.8260


_exptl_crystal_description       block-shaped
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             756
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84313
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Crys Alis RED'

_exptl_special_details           
;
         CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.1049
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            23912
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0504
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.51
_diffrn_reflns_theta_max         25.99
_reflns_number_total             7598
_reflns_number_gt                4636
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'PLATON (Spek,2009)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.1025P)²+0.0000P] where P=(Fo²+2Fc²)/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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -2(3)
_refine_ls_number_reflns         7598
_refine_ls_number_parameters     493
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.1900
_refine_ls_wR_factor_gt          0.1609
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N3B N 0.8949(3) 0.14305(17) -0.0081(2) 0.0543(7) Uani 1 1 d . . .
C10B C 1.0507(4) 0.0416(2) -0.0410(2) 0.0487(8) Uani 1 1 d . . .
C1B C 0.5989(4) 0.25239(18) 0.0964(3) 0.0482(8) Uani 1 1 d . . .
C6B C 0.7464(3) 0.21356(19) 0.0836(3) 0.0476(8) Uani 1 1 d . . .
N2B N 0.7483(3) 0.17378(16) 0.0017(2) 0.0542(7) Uani 1 1 d . . .
C8B C 0.8965(3) 0.0742(2) -0.0314(2) 0.0479(8) Uani 1 1 d . . .
N4B N 1.0523(3) -0.02830(18) -0.0771(2) 0.0642(8) Uani 1 1 d . . .
N1B N 0.5985(3) 0.29151(17) 0.1854(2) 0.0617(8) Uani 1 1 d . . .
C2B C 0.4677(4) 0.2478(2) 0.0199(3) 0.0577(9) Uani 1 1 d . . .
H2B H 0.4707 0.2208 -0.0419 0.069 Uiso 1 1 calc R . .
C11B C 1.1867(4) 0.0822(2) -0.0118(3) 0.0687(11) Uani 1 1 d . . .
H11B H 1.1828 0.1308 0.0142 0.082 Uiso 1 1 calc R . .
C4B C 0.3326(5) 0.3241(2) 0.1281(4) 0.0719(11) Uani 1 1 d . . .
H4B H 0.2435 0.3496 0.1408 0.086 Uiso 1 1 calc R . .
C5B C 0.4669(5) 0.3257(2) 0.2000(4) 0.0750(11) Uani 1 1 d . . .
H5B H 0.4656 0.3522 0.2625 0.090 Uiso 1 1 calc R . .
C14B C 1.1921(5) -0.0585(2) -0.0840(3) 0.0790(12) Uani 1 1 d . . .
H14B H 1.1944 -0.1077 -0.1082 0.095 Uiso 1 1 calc R . .
C9B C 0.7563(4) 0.0237(2) -0.0460(3) 0.0683(10) Uani 1 1 d . . .
H9B1 H 0.7220 0.0153 0.0211 0.102 Uiso 1 1 calc R . .
H9B2 H 0.7831 -0.0234 -0.0750 0.102 Uiso 1 1 calc R . .
H9B3 H 0.6740 0.0470 -0.0933 0.102 Uiso 1 1 calc R . .
C12B C 1.3279(4) 0.0493(3) -0.0219(4) 0.0842(13) Uani 1 1 d . . .
H12B H 1.4203 0.0759 -0.0041 0.101 Uiso 1 1 calc R . .
C7B C 0.8851(4) 0.2227(2) 0.1676(3) 0.0732(11) Uani 1 1 d . . .
H7B1 H 0.9431 0.1766 0.1753 0.110 Uiso 1 1 calc R . .
H7B2 H 0.8506 0.2352 0.2333 0.110 Uiso 1 1 calc R . .
H7B3 H 0.9505 0.2623 0.1479 0.110 Uiso 1 1 calc R . .
C13B C 1.3306(4) -0.0227(3) -0.0582(4) 0.0762(12) Uani 1 1 d . . .
H13B H 1.4242 -0.0464 -0.0650 0.091 Uiso 1 1 calc R . .
C3B C 0.3342(4) 0.2837(2) 0.0370(3) 0.0713(11) Uani 1 1 d . . .
H3B H 0.2450 0.2807 -0.0129 0.086 Uiso 1 1 calc R . .
N2C N 0.3153(3) 0.48161(18) 0.3463(2) 0.0636(8) Uani 1 1 d . . .
C1C C 0.1593(4) 0.40639(19) 0.4395(2) 0.0506(8) Uani 1 1 d . . .
N3C N 0.4605(3) 0.51104(18) 0.3364(2) 0.0592(8) Uani 1 1 d . . .
C6C C 0.3110(4) 0.44220(19) 0.4287(3) 0.0509(8) Uani 1 1 d . . .
C8C C 0.4643(4) 0.5797(2) 0.3086(3) 0.0516(8) Uani 1 1 d . . .
C10C C 0.6215(4) 0.6092(2) 0.2971(3) 0.0536(8) Uani 1 1 d . . .
N4C N 0.6275(3) 0.67926(18) 0.2592(3) 0.0661(8) Uani 1 1 d . . .
C11C C 0.7540(4) 0.5667(2) 0.3239(3) 0.0690(11) Uani 1 1 d . . .
H11C H 0.7471 0.5179 0.3487 0.083 Uiso 1 1 calc R . .
N1C N 0.0374(4) 0.4050(2) 0.3544(3) 0.0864(11) Uani 1 1 d . . .
C5C C 0.0158(5) 0.3419(3) 0.5443(3) 0.0800(12) Uani 1 1 d . . .
H5C H 0.0078 0.3198 0.6091 0.096 Uiso 1 1 calc R . .
C2C C 0.1480(4) 0.3746(2) 0.5321(2) 0.0539(9) Uani 1 1 d . . .
H2C H 0.2314 0.3755 0.5867 0.065 Uiso 1 1 calc R . .
C7C C 0.4451(4) 0.4339(3) 0.5135(3) 0.0782(12) Uani 1 1 d . . .
H7C1 H 0.5395 0.4300 0.4829 0.117 Uiso 1 1 calc R . .
H7C2 H 0.4320 0.3893 0.5535 0.117 Uiso 1 1 calc R . .
H7C3 H 0.4510 0.4769 0.5591 0.117 Uiso 1 1 calc R . .
C12C C 0.8965(4) 0.5971(3) 0.3138(3) 0.0784(12) Uani 1 1 d . . .
H12C H 0.9875 0.5698 0.3336 0.094 Uiso 1 1 calc R . .
C14C C 0.7686(4) 0.7056(2) 0.2493(3) 0.0751(11) Uani 1 1 d . . .
H14C H 0.7748 0.7540 0.2229 0.090 Uiso 1 1 calc R . .
C3C C -0.1017(4) 0.3692(2) 0.3715(3) 0.0703(11) Uani 1 1 d . . .
H3C H -0.1858 0.3668 0.3174 0.084 Uiso 1 1 calc R . .
C13C C 0.9029(5) 0.6674(3) 0.2747(4) 0.0747(12) Uani 1 1 d . . .
H13C H 0.9978 0.6888 0.2655 0.090 Uiso 1 1 calc R . .
C9C C 0.3279(4) 0.6314(2) 0.2908(3) 0.0654(10) Uani 1 1 d . . .
H9C1 H 0.2338 0.6033 0.2930 0.098 Uiso 1 1 calc R . .
H9C2 H 0.3237 0.6550 0.2231 0.098 Uiso 1 1 calc R . .
H9C3 H 0.3383 0.6691 0.3449 0.098 Uiso 1 1 calc R . .
C4C C -0.1127(5) 0.3386(2) 0.4654(3) 0.0724(11) Uani 1 1 d . . .
H4C H -0.2046 0.3156 0.4778 0.087 Uiso 1 1 calc R . .
N3A N 0.8398(3) 0.03109(19) 0.2505(2) 0.0639(8) Uani 1 1 d . . .
C8A C 0.8303(4) -0.0366(2) 0.2173(3) 0.0533(9) Uani 1 1 d . . .
N2A N 0.6973(3) 0.06407(18) 0.2615(2) 0.0654(8) Uani 1 1 d . . .
C1A C 0.5467(4) 0.1403(2) 0.3567(3) 0.0595(9) Uani 1 1 d . . .
C11A C 0.9696(3) -0.13959(19) 0.1569(2) 0.0471(8) Uani 1 1 d . . .
H11A H 0.8733 -0.1611 0.1323 0.057 Uiso 1 1 calc R . .
N1A N 0.5457(4) 0.1821(2) 0.4427(3) 0.0801(10) Uani 1 1 d . . .
C10A C 0.9778(4) -0.0743(2) 0.2033(3) 0.0548(9) Uani 1 1 d . . .
C6A C 0.6963(4) 0.1037(2) 0.3443(3) 0.0569(9) Uani 1 1 d . . .
C9A C 0.6837(4) -0.0807(2) 0.1964(3) 0.0651(10) Uani 1 1 d . . .
H9A1 H 0.6697 -0.1086 0.2585 0.098 Uiso 1 1 calc R . .
H9A2 H 0.6895 -0.1148 0.1391 0.098 Uiso 1 1 calc R . .
H9A3 H 0.5971 -0.0473 0.1783 0.098 Uiso 1 1 calc R . .
C2A C 0.4145(5) 0.1297(2) 0.2833(4) 0.0826(13) Uani 1 1 d . . .
H2A H 0.4184 0.1013 0.2228 0.099 Uiso 1 1 calc R . .
C4A C 0.2740(7) 0.2048(3) 0.3891(5) 0.0985(16) Uani 1 1 d . . .
H4A H 0.1823 0.2278 0.4021 0.118 Uiso 1 1 calc R . .
N4A N 1.1217(4) -0.0393(3) 0.2400(4) 0.1092(14) Uani 1 1 d . . .
C7A C 0.8327(4) 0.1134(3) 0.4292(3) 0.0789(12) Uani 1 1 d . . .
H7A1 H 0.8083 0.0924 0.4940 0.118 Uiso 1 1 calc R . .
H7A2 H 0.8557 0.1659 0.4390 0.118 Uiso 1 1 calc R . .
H7A3 H 0.9216 0.0880 0.4093 0.118 Uiso 1 1 calc R . .
C13A C 1.2461(5) -0.1470(3) 0.1795(4) 0.0904(15) Uani 1 1 d . . .
H13A H 1.3351 -0.1740 0.1708 0.109 Uiso 1 1 calc R . .
C14A C 1.1013(5) -0.1752(3) 0.1451(3) 0.0794(12) Uani 1 1 d . . .
H14A H 1.0940 -0.2217 0.1116 0.095 Uiso 1 1 calc R . .
C5A C 0.4081(6) 0.2131(3) 0.4569(4) 0.0915(14) Uani 1 1 d . . .
H5A H 0.4054 0.2419 0.5171 0.110 Uiso 1 1 calc R . .
C12A C 1.2569(5) -0.0792(4) 0.2264(4) 0.1014(17) Uani 1 1 d . . .
H12A H 1.3545 -0.0587 0.2500 0.122 Uiso 1 1 calc R . .
C3A C 0.2772(5) 0.1622(3) 0.3021(5) 0.1029(16) Uani 1 1 d . . .
H3A H 0.1863 0.1548 0.2548 0.123 Uiso 1 1 calc R . .


_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
N3B C8B 1.262(4) . ?
N3B N2B 1.406(3) . ?
C10B N4B 1.328(4) . ?
C10B C11B 1.387(5) . ?
C10B C8B 1.479(4) . ?
C1B N1B 1.336(4) . ?
C1B C2B 1.391(4) . ?
C1B C6B 1.484(4) . ?
C6B N2B 1.268(4) . ?
C6B C7B 1.500(5) . ?
C8B C9B 1.501(5) . ?
N4B C14B 1.341(4) . ?
N1B C5B 1.331(4) . ?
C2B C3B 1.367(5) . ?
C2B H2B 0.9300 . ?
C11B C12B 1.380(5) . ?
C11B H11B 0.9300 . ?
C4B C3B 1.373(6) . ?
C4B C5B 1.375(5) . ?
C4B H4B 0.9300 . ?
C5B H5B 0.9300 . ?
C14B C13B 1.357(5) . ?
C14B H14B 0.9300 . ?
C9B H9B1 0.9600 . ?
C9B H9B2 0.9600 . ?
C9B H9B3 0.9600 . ?
C12B C13B 1.365(6) . ?
C12B H12B 0.9300 . ?
C7B H7B1 0.9600 . ?
C7B H7B2 0.9600 . ?
C7B H7B3 0.9600 . ?
C13B H13B 0.9300 . ?
C3B H3B 0.9300 . ?
N2C C6C 1.272(4) . ?
N2C N3C 1.386(4) . ?
C1C C2C 1.330(4) . ?
C1C N1C 1.403(4) . ?
C1C C6C 1.486(4) . ?
N3C C8C 1.274(4) . ?
C6C C7C 1.478(5) . ?
C8C C10C 1.488(4) . ?
C8C C9C 1.490(5) . ?
C10C N4C 1.342(5) . ?
C10C C11C 1.377(5) . ?
N4C C14C 1.333(4) . ?
C11C C12C 1.372(5) . ?
C11C H11C 0.9300 . ?
N1C C3C 1.409(5) . ?
C5C C2C 1.315(5) . ?
C5C C4C 1.392(6) . ?
C5C H5C 0.9300 . ?
C2C H2C 0.9300 . ?
C7C H7C1 0.9600 . ?
C7C H7C2 0.9600 . ?
C7C H7C3 0.9600 . ?
C12C C13C 1.351(6) . ?
C12C H12C 0.9300 . ?
C14C C13C 1.346(5) . ?
C14C H14C 0.9300 . ?
C3C C4C 1.335(5) . ?
C3C H3C 0.9300 . ?
C13C H13C 0.9300 . ?
C9C H9C1 0.9600 . ?
C9C H9C2 0.9600 . ?
C9C H9C3 0.9600 . ?
C4C H4C 0.9300 . ?
N3A C8A 1.276(4) . ?
N3A N2A 1.394(4) . ?
C8A C10A 1.478(5) . ?
C8A C9A 1.485(5) . ?
N2A C6A 1.275(4) . ?
C1A N1A 1.330(5) . ?
C1A C2A 1.385(5) . ?
C1A C6A 1.480(5) . ?
C11A C10A 1.304(4) . ?
C11A C14A 1.333(5) . ?
C11A H11A 0.9300 . ?
N1A C5A 1.350(5) . ?
C10A N4A 1.412(5) . ?
C6A C7A 1.495(5) . ?
C9A H9A1 0.9600 . ?
C9A H9A2 0.9600 . ?
C9A H9A3 0.9600 . ?
C2A C3A 1.376(6) . ?
C2A H2A 0.9300 . ?
C4A C3A 1.353(7) . ?
C4A C5A 1.354(7) . ?
C4A H4A 0.9300 . ?
N4A C12A 1.402(6) . ?
C7A H7A1 0.9600 . ?
C7A H7A2 0.9600 . ?
C7A H7A3 0.9600 . ?
C13A C12A 1.346(7) . ?
C13A C14A 1.364(6) . ?
C13A H13A 0.9300 . ?
C14A H14A 0.9300 . ?
C5A H5A 0.9300 . ?
C12A H12A 0.9300 . ?
C3A H3A 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
C8B N3B N2B 116.1(3) . . ?
N4B C10B C11B 122.0(3) . . ?
N4B C10B C8B 116.9(3) . . ?
C11B C10B C8B 121.1(3) . . ?
N1B C1B C2B 121.8(3) . . ?
N1B C1B C6B 116.5(3) . . ?
C2B C1B C6B 121.6(3) . . ?
N2B C6B C1B 117.8(3) . . ?
N2B C6B C7B 123.2(3) . . ?
C1B C6B C7B 118.9(3) . . ?
C6B N2B N3B 114.4(3) . . ?
N3B C8B C10B 116.2(3) . . ?
N3B C8B C9B 125.0(3) . . ?
C10B C8B C9B 118.7(3) . . ?
C10B N4B C14B 117.0(3) . . ?
C5B N1B C1B 117.9(3) . . ?
C3B C2B C1B 118.9(3) . . ?
C3B C2B H2B 120.5 . . ?
C1B C2B H2B 120.5 . . ?
C12B C11B C10B 119.0(4) . . ?
C12B C11B H11B 120.5 . . ?
C10B C11B H11B 120.5 . . ?
C3B C4B C5B 117.8(4) . . ?
C3B C4B H4B 121.1 . . ?
C5B C4B H4B 121.1 . . ?
N1B C5B C4B 123.8(4) . . ?
N1B C5B H5B 118.1 . . ?
C4B C5B H5B 118.1 . . ?
N4B C14B C13B 124.9(4) . . ?
N4B C14B H14B 117.6 . . ?
C13B C14B H14B 117.6 . . ?
C8B C9B H9B1 109.5 . . ?
C8B C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
C8B C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
C13B C12B C11B 119.3(4) . . ?
C13B C12B H12B 120.3 . . ?
C11B C12B H12B 120.3 . . ?
C6B C7B H7B1 109.5 . . ?
C6B C7B H7B2 109.5 . . ?
H7B1 C7B H7B2 109.5 . . ?
C6B C7B H7B3 109.5 . . ?
H7B1 C7B H7B3 109.5 . . ?
H7B2 C7B H7B3 109.5 . . ?
C14B C13B C12B 117.7(4) . . ?
C14B C13B H13B 121.1 . . ?
C12B C13B H13B 121.1 . . ?
C2B C3B C4B 119.7(4) . . ?
C2B C3B H3B 120.1 . . ?
C4B C3B H3B 120.1 . . ?
C6C N2C N3C 114.9(3) . . ?
C2C C1C N1C 122.7(3) . . ?
C2C C1C C6C 116.5(3) . . ?
N1C C1C C6C 120.8(3) . . ?
C8C N3C N2C 116.7(3) . . ?
N2C C6C C7C 123.3(3) . . ?
N2C C6C C1C 116.6(3) . . ?
C7C C6C C1C 120.0(3) . . ?
N3C C8C C10C 115.4(3) . . ?
N3C C8C C9C 125.6(3) . . ?
C10C C8C C9C 119.0(3) . . ?
N4C C10C C11C 121.7(3) . . ?
N4C C10C C8C 116.7(3) . . ?
C11C C10C C8C 121.6(3) . . ?
C14C N4C C10C 116.4(3) . . ?
C12C C11C C10C 119.3(4) . . ?
C12C C11C H11C 120.3 . . ?
C10C C11C H11C 120.3 . . ?
C1C N1C C3C 116.9(3) . . ?
C2C C5C C4C 123.5(4) . . ?
C2C C5C H5C 118.3 . . ?
C4C C5C H5C 118.3 . . ?
C5C C2C C1C 118.2(3) . . ?
C5C C2C H2C 120.9 . . ?
C1C C2C H2C 120.9 . . ?
C6C C7C H7C1 109.5 . . ?
C6C C7C H7C2 109.5 . . ?
H7C1 C7C H7C2 109.5 . . ?
C6C C7C H7C3 109.5 . . ?
H7C1 C7C H7C3 109.5 . . ?
H7C2 C7C H7C3 109.5 . . ?
C13C C12C C11C 119.1(4) . . ?
C13C C12C H12C 120.5 . . ?
C11C C12C H12C 120.5 . . ?
N4C C14C C13C 124.9(4) . . ?
N4C C14C H14C 117.5 . . ?
C13C C14C H14C 117.5 . . ?
C4C C3C N1C 120.0(4) . . ?
C4C C3C H3C 120.0 . . ?
N1C C3C H3C 120.0 . . ?
C14C C13C C12C 118.5(4) . . ?
C14C C13C H13C 120.8 . . ?
C12C C13C H13C 120.8 . . ?
C8C C9C H9C1 109.5 . . ?
C8C C9C H9C2 109.5 . . ?
H9C1 C9C H9C2 109.5 . . ?
C8C C9C H9C3 109.5 . . ?
H9C1 C9C H9C3 109.5 . . ?
H9C2 C9C H9C3 109.5 . . ?
C3C C4C C5C 118.8(4) . . ?
C3C C4C H4C 120.6 . . ?
C5C C4C H4C 120.6 . . ?
C8A N3A N2A 114.6(3) . . ?
N3A C8A C10A 117.0(3) . . ?
N3A C8A C9A 124.9(3) . . ?
C10A C8A C9A 118.1(3) . . ?
C6A N2A N3A 115.5(3) . . ?
N1A C1A C2A 122.3(4) . . ?
N1A C1A C6A 116.5(3) . . ?
C2A C1A C6A 121.2(3) . . ?
C10A C11A C14A 119.0(3) . . ?
C10A C11A H11A 120.5 . . ?
C14A C11A H11A 120.5 . . ?
C1A N1A C5A 116.9(4) . . ?
C11A C10A N4A 122.1(3) . . ?
C11A C10A C8A 118.0(3) . . ?
N4A C10A C8A 119.9(3) . . ?
N2A C6A C1A 116.4(3) . . ?
N2A C6A C7A 124.6(3) . . ?
C1A C6A C7A 119.0(3) . . ?
C8A C9A H9A1 109.5 . . ?
C8A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C8A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
C3A C2A C1A 118.4(4) . . ?
C3A C2A H2A 120.8 . . ?
C1A C2A H2A 120.8 . . ?
C3A C4A C5A 118.1(5) . . ?
C3A C4A H4A 121.0 . . ?
C5A C4A H4A 121.0 . . ?
C12A N4A C10A 116.7(4) . . ?
C6A C7A H7A1 109.5 . . ?
C6A C7A H7A2 109.5 . . ?
H7A1 C7A H7A2 109.5 . . ?
C6A C7A H7A3 109.5 . . ?
H7A1 C7A H7A3 109.5 . . ?
H7A2 C7A H7A3 109.5 . . ?
C12A C13A C14A 118.4(4) . . ?
C12A C13A H13A 120.8 . . ?
C14A C13A H13A 120.8 . . ?
C11A C14A C13A 123.4(4) . . ?
C11A C14A H14A 118.3 . . ?
C13A C14A H14A 118.3 . . ?
N1A C5A C4A 124.2(5) . . ?
N1A C5A H5A 117.9 . . ?
C4A C5A H5A 117.9 . . ?
C13A C12A N4A 120.3(4) . . ?
C13A C12A H12A 119.9 . . ?
N4A C12A H12A 119.9 . . ?
C4A C3A C2A 120.2(5) . . ?
C4A C3A H3A 119.9 . . ?
C2A C3A H3A 119.9 . . ?

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
N1B C1B C6B N2B 177.5(3) . . . . ?
C2B C1B C6B N2B -2.1(5) . . . . ?
N1B C1B C6B C7B -2.3(5) . . . . ?
C2B C1B C6B C7B 178.1(3) . . . . ?
C1B C6B N2B N3B 175.9(3) . . . . ?
C7B C6B N2B N3B -4.4(5) . . . . ?
C8B N3B N2B C6B 133.0(3) . . . . ?
N2B N3B C8B C10B -179.5(3) . . . . ?
N2B N3B C8B C9B -1.8(5) . . . . ?
N4B C10B C8B N3B -172.5(3) . . . . ?
C11B C10B C8B N3B 8.5(5) . . . . ?
N4B C10B C8B C9B 9.6(4) . . . . ?
C11B C10B C8B C9B -169.5(3) . . . . ?
C11B C10B N4B C14B 0.3(5) . . . . ?
C8B C10B N4B C14B -178.7(3) . . . . ?
C2B C1B N1B C5B 0.9(5) . . . . ?
C6B C1B N1B C5B -178.7(3) . . . . ?
N1B C1B C2B C3B -0.8(5) . . . . ?
C6B C1B C2B C3B 178.8(3) . . . . ?
N4B C10B C11B C12B 0.8(6) . . . . ?
C8B C10B C11B C12B 179.8(3) . . . . ?
C1B N1B C5B C4B -1.2(6) . . . . ?
C3B C4B C5B N1B 1.2(6) . . . . ?
C10B N4B C14B C13B -1.0(6) . . . . ?
C10B C11B C12B C13B -1.3(6) . . . . ?
N4B C14B C13B C12B 0.5(7) . . . . ?
C11B C12B C13B C14B 0.7(7) . . . . ?
C1B C2B C3B C4B 0.8(5) . . . . ?
C5B C4B C3B C2B -1.0(6) . . . . ?
C6C N2C N3C C8C -135.4(3) . . . . ?
N3C N2C C6C C7C 5.8(5) . . . . ?
N3C N2C C6C C1C -177.0(3) . . . . ?
C2C C1C C6C N2C -170.4(3) . . . . ?
N1C C1C C6C N2C 11.3(5) . . . . ?
C2C C1C C6C C7C 7.0(5) . . . . ?
N1C C1C C6C C7C -171.4(3) . . . . ?
N2C N3C C8C C10C -179.1(3) . . . . ?
N2C N3C C8C C9C 3.0(5) . . . . ?
N3C C8C C10C N4C 174.5(3) . . . . ?
C9C C8C C10C N4C -7.5(4) . . . . ?
N3C C8C C10C C11C -5.5(5) . . . . ?
C9C C8C C10C C11C 172.6(3) . . . . ?
C11C C10C N4C C14C -0.3(5) . . . . ?
C8C C10C N4C C14C 179.8(3) . . . . ?
N4C C10C C11C C12C 1.4(6) . . . . ?
C8C C10C C11C C12C -178.7(3) . . . . ?
C2C C1C N1C C3C 1.1(5) . . . . ?
C6C C1C N1C C3C 179.3(3) . . . . ?
C4C C5C C2C C1C 0.2(6) . . . . ?
N1C C1C C2C C5C -1.2(5) . . . . ?
C6C C1C C2C C5C -179.5(3) . . . . ?
C10C C11C C12C C13C -2.0(6) . . . . ?
C10C N4C C14C C13C -0.2(6) . . . . ?
C1C N1C C3C C4C 0.1(6) . . . . ?
N4C C14C C13C C12C -0.4(7) . . . . ?
C11C C12C C13C C14C 1.5(7) . . . . ?
N1C C3C C4C C5C -1.1(6) . . . . ?
C2C C5C C4C C3C 1.0(7) . . . . ?
N2A N3A C8A C10A 179.6(3) . . . . ?
N2A N3A C8A C9A -3.2(5) . . . . ?
C8A N3A N2A C6A 138.3(3) . . . . ?
C2A C1A N1A C5A 1.2(6) . . . . ?
C6A C1A N1A C5A -177.3(4) . . . . ?
C14A C11A C10A N4A 1.1(5) . . . . ?
C14A C11A C10A C8A -178.8(3) . . . . ?
N3A C8A C10A C11A -171.3(3) . . . . ?
C9A C8A C10A C11A 11.3(5) . . . . ?
N3A C8A C10A N4A 8.7(5) . . . . ?
C9A C8A C10A N4A -168.6(3) . . . . ?
N3A N2A C6A C1A 179.0(3) . . . . ?
N3A N2A C6A C7A -2.9(5) . . . . ?
N1A C1A C6A N2A -179.6(3) . . . . ?
C2A C1A C6A N2A 1.9(5) . . . . ?
N1A C1A C6A C7A 2.2(5) . . . . ?
C2A C1A C6A C7A -176.3(4) . . . . ?
N1A C1A C2A C3A -1.7(7) . . . . ?
C6A C1A C2A C3A 176.8(4) . . . . ?
C11A C10A N4A C12A -1.5(6) . . . . ?
C8A C10A N4A C12A 178.4(4) . . . . ?
C10A C11A C14A C13A 0.2(6) . . . . ?
C12A C13A C14A C11A -1.0(7) . . . . ?
C1A N1A C5A C4A -0.7(7) . . . . ?
C3A C4A C5A N1A 0.7(8) . . . . ?
C14A C13A C12A N4A 0.6(8) . . . . ?
C10A N4A C12A C13A 0.6(7) . . . . ?
C5A C4A C3A C2A -1.1(8) . . . . ?
C1A C2A C3A C4A 1.6(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.041
