# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2003

data_global
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_coden_Cambridge         ?
_publ_contact_author             
;
Maria Gdaniec
Faculty of Chemistry
A. Mickiewicz Unversity
60-780 Poznan
Poland
;
_publ_contact_author_email       magdan@amu.edu.pl

loop_
_publ_author_name
_publ_author_address
I.Bensemann
;
Department of Chemistry
Technical University
80-952 Gda\'nsk
Poland
;
M.Gdaniec
;
Faculty of Chemistry
A.Mickiewicz University
Grunwaldzka 6
60-780 Pozna\'n
Poland
;
K.Lakomecka
;
Faculty of Chemistry
A.Mickiewicz University
Grunwaldzka 6
60-780 Pozna\'n
Poland
;
M.J.Milewska
;
Department of Chemistry
Technical University
80-952 Gda\'nsk
Poland
;
T.Polonski
;
Department of Chemistry
Technical University
80-952 Gda\'nsk
Poland
;

data_1iso

_database_code_CSD 191434

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,3-diaminobenzene 1,3-benzenedicarboxylic acid  
;
_chemical_melting_point          211-212
_chemical_formula_moiety         'C16 H14 N4, C8H6O4'
_chemical_formula_sum            'C24 H20 N4 O4'
_chemical_formula_weight         428.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbcm

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

_cell_length_a                   9.1922(11)
_cell_length_b                   7.1341(11)
_cell_length_c                   31.750(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2082.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_absorpt_coefficient_mu    0.095
_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     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            10774
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         4.10
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1867
_reflns_number_gt                1766
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.157a, 1999'
_computing_cell_refinement       'KM4RED, Version 1.157a, 1999'
_computing_data_reduction        'KM4RED, Version 1.157a, 1999'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.0616P)^2^+1.3617P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap and geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0054(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         1867
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0666
_refine_ls_wR_factor_ref         0.1577
_refine_ls_wR_factor_gt          0.1534
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_restrained_S_all      1.170
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.003

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 1.1603(2) 0.0050(3) 0.62749(6) 0.0447(5) Uani 1 1 d . . .
N7 N 0.9793(2) 0.0944(3) 0.67283(6) 0.0437(5) Uani 1 1 d . . .
H7 H 0.9183 0.0706 0.6489 0.073(9) Uiso 1 1 d R . .
C2 C 1.1248(2) 0.0956(3) 0.66313(7) 0.0400(5) Uani 1 1 d . . .
C3 C 1.2324(3) 0.1869(3) 0.68681(7) 0.0450(6) Uani 1 1 d . . .
H3 H 1.2069 0.2579 0.7114 0.057(8) Uiso 1 1 d R . .
C4 C 1.3741(3) 0.1781(4) 0.67372(8) 0.0524(7) Uani 1 1 d . . .
H4 H 1.4454 0.2476 0.6894 0.066(8) Uiso 1 1 d R . .
C5 C 1.4113(3) 0.0784(4) 0.63769(8) 0.0567(7) Uani 1 1 d . . .
H5 H 1.5094 0.0748 0.6274 0.070(9) Uiso 1 1 d R . .
C6 C 1.3000(3) -0.0015(4) 0.61548(8) 0.0514(7) Uani 1 1 d . . .
H6 H 1.3155 -0.0628 0.5890 0.060(8) Uiso 1 1 d R . .
C8 C 0.9137(2) 0.1329(3) 0.71198(6) 0.0383(5) Uani 1 1 d . . .
C9 C 0.7703(3) 0.1954(3) 0.71202(7) 0.0443(6) Uani 1 1 d . . .
H9 H 0.7197 0.2173 0.6860 0.054(7) Uiso 1 1 d R . .
C10 C 0.7005(4) 0.2247(6) 0.7500 0.0491(9) Uani 1 2 d S . .
H10 H 0.6016 0.2683 0.7500 0.037(8) Uiso 1 2 d SR . .
C11 C 0.9845(3) 0.0961(4) 0.7500 0.0367(7) Uani 1 2 d S . .
H11 H 1.0818 0.0471 0.7500 0.039(9) Uiso 1 2 d SR . .
O2A O 0.7922(2) -0.0082(3) 0.59909(5) 0.0601(6) Uani 1 1 d . . .
O1A O 0.9906(2) -0.1305(3) 0.56933(6) 0.0655(6) Uani 1 1 d . . .
H1OA H 1.044(4) -0.074(5) 0.5955(11) 0.080(10) Uiso 1 1 d . . .
C1A C 0.7707(3) -0.1731(3) 0.53387(7) 0.0454(6) Uani 1 1 d . . .
C2A C 0.8453(4) -0.2500 0.5000 0.0479(8) Uani 1 2 d S . .
H2A H 0.9497 -0.2500 0.5000 0.052(10) Uiso 1 2 d SR . .
C3A C 0.5434(4) -0.2500 0.5000 0.0585(10) Uani 1 2 d S . .
H3A H 0.4389 -0.2500 0.5000 0.057(10) Uiso 1 2 d SR . .
C4A C 0.6191(3) -0.1726(4) 0.53342(8) 0.0533(7) Uani 1 1 d . . .
H4A H 0.5729 -0.1147 0.5572 0.056(7) Uiso 1 1 d R . .
C5A C 0.8509(3) -0.0946(4) 0.57065(7) 0.0498(6) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0444(11) 0.0581(12) 0.0315(10) -0.0044(8) 0.0037(8) 0.0026(10)
N7 0.0401(11) 0.0609(12) 0.0302(9) -0.0065(8) 0.0011(8) -0.0011(9)
C2 0.0415(12) 0.0483(12) 0.0303(10) 0.0019(9) 0.0007(9) 0.0020(10)
C3 0.0463(13) 0.0542(14) 0.0347(12) 0.0004(10) -0.0005(10) -0.0021(11)
C4 0.0437(14) 0.0694(17) 0.0440(13) 0.0051(12) -0.0038(11) -0.0079(12)
C5 0.0434(14) 0.0781(19) 0.0484(14) 0.0013(13) 0.0078(11) 0.0011(13)
C6 0.0477(14) 0.0687(16) 0.0380(13) -0.0033(12) 0.0051(10) 0.0059(12)
C8 0.0395(12) 0.0439(12) 0.0316(11) -0.0041(9) 0.0018(9) -0.0028(10)
C9 0.0390(12) 0.0593(15) 0.0346(12) 0.0029(10) -0.0015(9) -0.0012(11)
C10 0.0367(17) 0.071(2) 0.0395(17) 0.000 0.000 0.0055(16)
C11 0.0369(16) 0.0400(16) 0.0333(15) 0.000 0.000 0.0015(13)
O2A 0.0573(11) 0.0826(13) 0.0404(9) -0.0192(9) 0.0060(8) 0.0008(10)
O1A 0.0489(11) 0.0987(16) 0.0490(11) -0.0286(10) -0.0041(9) 0.0033(10)
C1A 0.0491(13) 0.0547(14) 0.0323(12) -0.0028(10) 0.0009(10) -0.0027(11)
C2A 0.0462(19) 0.063(2) 0.0349(16) -0.0050(15) 0.000 0.000
C3A 0.0433(19) 0.083(3) 0.049(2) -0.0085(19) 0.000 0.000
C4A 0.0495(14) 0.0697(17) 0.0409(13) -0.0060(12) 0.0054(11) 0.0055(12)
C5A 0.0513(14) 0.0613(15) 0.0367(12) -0.0046(11) 0.0032(11) -0.0009(12)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C6 1.341(3) . ?
N1 C2 1.343(3) . ?
N7 C2 1.373(3) . ?
N7 C8 1.409(3) . ?
N7 H7 0.9600 . ?
C2 C3 1.403(3) . ?
C3 C4 1.368(3) . ?
C3 H3 0.9601 . ?
C4 C5 1.390(4) . ?
C4 H4 0.9600 . ?
C5 C6 1.366(4) . ?
C5 H5 0.9600 . ?
C6 H6 0.9599 . ?
C8 C9 1.392(3) . ?
C8 C11 1.396(3) . ?
C9 C10 1.382(3) . ?
C9 H9 0.9600 . ?
C10 C9 1.382(3) 6_557 ?
C10 H10 0.9600 . ?
C11 C8 1.396(3) 6_557 ?
C11 H11 0.9600 . ?
O2A C5A 1.219(3) . ?
O1A C5A 1.310(3) . ?
O1A H1OA 1.05(4) . ?
C1A C2A 1.388(3) . ?
C1A C4A 1.394(4) . ?
C1A C5A 1.490(3) . ?
C2A C1A 1.388(3) 4_546 ?
C2A H2A 0.9600 . ?
C3A C4A 1.384(3) . ?
C3A C4A 1.384(3) 4_546 ?
C3A H3A 0.9600 . ?
C4A H4A 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
C6 N1 C2 119.2(2) . . ?
C2 N7 C8 127.88(19) . . ?
C2 N7 H7 113.1 . . ?
C8 N7 H7 118.9 . . ?
N1 C2 N7 115.0(2) . . ?
N1 C2 C3 120.3(2) . . ?
N7 C2 C3 124.7(2) . . ?
C4 C3 C2 119.1(2) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.6 . . ?
C3 C4 C5 120.5(2) . . ?
C3 C4 H4 117.9 . . ?
C5 C4 H4 121.5 . . ?
C6 C5 C4 117.0(2) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.7 . . ?
N1 C6 C5 123.8(2) . . ?
N1 C6 H6 114.0 . . ?
C5 C6 H6 122.1 . . ?
C9 C8 C11 120.1(2) . . ?
C9 C8 N7 117.97(19) . . ?
C11 C8 N7 121.8(2) . . ?
C10 C9 C8 119.3(2) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.7 . . ?
C9 C10 C9 121.5(3) 6_557 . ?
C9 C10 H10 119.2 6_557 . ?
C9 C10 H10 119.2 . . ?
C8 C11 C8 119.7(3) 6_557 . ?
C8 C11 H11 120.2 6_557 . ?
C8 C11 H11 120.2 . . ?
C5A O1A H1OA 111.1(18) . . ?
C2A C1A C4A 119.1(2) . . ?
C2A C1A C5A 120.8(2) . . ?
C4A C1A C5A 120.1(2) . . ?
C1A C2A C1A 120.8(3) 4_546 . ?
C1A C2A H2A 119.6 4_546 . ?
C1A C2A H2A 119.6 . . ?
C4A C3A C4A 119.6(3) . 4_546 ?
C4A C3A H3A 120.2 . . ?
C4A C3A H3A 120.2 4_546 . ?
C3A C4A C1A 120.7(2) . . ?
C3A C4A H4A 123.5 . . ?
C1A C4A H4A 115.8 . . ?
O2A C5A O1A 123.8(2) . . ?
O2A C5A C1A 123.5(2) . . ?
O1A C5A C1A 112.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.049

#===END

data_1obe

_database_code_CSD 191435

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,3-diaminobenzene 4,4'-oxybisbenzoic acid 
;
_chemical_name_common            ?
_chemical_melting_point          158-200
_chemical_formula_moiety         'C16H14N4, C14H10O5'
_chemical_formula_sum            'C30 H24 N4 O5'
_chemical_formula_weight         520.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Ama2

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

_cell_length_a                   35.743(7)
_cell_length_b                   9.285(2)
_cell_length_c                   7.3380(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2435.3(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?


_diffrn_ambient_temperature      100(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            3651
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_sigmaI/netI    0.0537
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.42
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1135
_reflns_number_gt                909
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.163, 2000'
_computing_cell_refinement       'KM4RED, Version 1.163, 2000'
_computing_data_reduction        'KM4RED, Version 1.163, 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 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^)+(0.0494P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap and geom'
_refine_ls_hydrogen_treatment    mixed
_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   0(2)
_refine_ls_number_reflns         1135
_refine_ls_number_parameters     196
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0836
_refine_ls_wR_factor_gt          0.0788
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.35603(7) 0.1951(3) 0.6846(4) 0.0210(7) Uani 1 1 d . . .
C2 C 0.32609(8) 0.1615(4) 0.7862(4) 0.0190(8) Uani 1 1 d . . .
C3 C 0.30585(9) 0.2671(4) 0.8791(5) 0.0225(9) Uani 1 1 d . . .
H3 H 0.2841 0.2458 0.9554 0.022(9) Uiso 1 1 d R . .
C4 C 0.31518(9) 0.4095(4) 0.8541(5) 0.0240(9) Uani 1 1 d . . .
H4 H 0.3010 0.4913 0.9241 0.037(10) Uiso 1 1 d R . .
C5 C 0.34495(9) 0.4461(4) 0.7387(5) 0.0246(9) Uani 1 1 d . . .
H5 H 0.3537 0.5520 0.7080 0.030(10) Uiso 1 1 d R . .
C6 C 0.36455(8) 0.3357(4) 0.6619(4) 0.0225(8) Uani 1 1 d . . .
H6 H 0.3859 0.3547 0.5793 0.040(11) Uiso 1 1 d R . .
N7 N 0.31838(7) 0.0166(3) 0.7964(4) 0.0211(7) Uani 1 1 d . . .
H7 H 0.3376 -0.0383 0.7846 0.027(10) Uiso 1 1 d R . .
C8 C 0.28377(8) -0.0489(4) 0.8260(4) 0.0187(8) Uani 1 1 d . . .
C9 C 0.28361(8) -0.1966(4) 0.8675(5) 0.0221(9) Uani 1 1 d . . .
H9 H 0.3067 -0.2446 0.8787 0.010(8) Uiso 1 1 d R . .
C10 C 0.2500 -0.2669(6) 0.8855(7) 0.0230(12) Uani 1 2 d S . .
H10 H 0.2500 -0.3719 0.9038 0.027(14) Uiso 1 2 d SR . .
C11 C 0.2500 0.0234(5) 0.8027(7) 0.0192(11) Uani 1 2 d S . .
H11 H 0.2500 0.1328 0.7652 0.010(11) Uiso 1 2 d SR . .
O1A O 0.40711(6) 0.0211(3) 0.5444(3) 0.0226(6) Uani 1 1 d . . .
H1OA H 0.3838(9) 0.085(4) 0.598(5) 0.030(10) Uiso 1 1 d . . .
O2A O 0.38230(6) -0.1573(3) 0.7106(4) 0.0283(6) Uani 1 1 d . . .
C1A C 0.43165(8) -0.2134(4) 0.5069(4) 0.0178(8) Uani 1 1 d . . .
C2A C 0.43115(8) -0.3590(4) 0.5518(5) 0.0235(9) Uani 1 1 d . . .
H2A H 0.4145 -0.3840 0.6398 0.038(11) Uiso 1 1 d R . .
C3A C 0.45421(8) -0.4551(4) 0.4627(5) 0.0226(8) Uani 1 1 d . . .
H3A H 0.4555 -0.5591 0.4915 0.020(9) Uiso 1 1 d R . .
C4A C 0.47817(8) -0.4045(4) 0.3290(5) 0.0214(8) Uani 1 1 d . . .
C5A C 0.47971(8) -0.2599(4) 0.2842(5) 0.0244(9) Uani 1 1 d . . .
H5A H 0.4984 -0.2287 0.1932 0.041(10) Uiso 1 1 d R . .
C6A C 0.45644(8) -0.1639(4) 0.3736(5) 0.0209(8) Uani 1 1 d . . .
H6A H 0.4573 -0.0577 0.3416 0.011(8) Uiso 1 1 d R . .
C7A C 0.40494(9) -0.1150(4) 0.5978(5) 0.0227(8) Uani 1 1 d . . .
O3A O 0.5000 -0.5000 0.2301(5) 0.0249(8) Uani 1 2 d S . .

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
N1 0.0190(13) 0.0206(18) 0.0235(15) 0.0025(15) -0.0013(13) -0.0007(13)
C2 0.0178(14) 0.020(2) 0.0193(17) 0.0011(17) -0.0026(15) -0.0010(14)
C3 0.0212(16) 0.027(2) 0.0198(18) -0.0025(18) 0.0015(16) 0.0017(15)
C4 0.0234(16) 0.023(2) 0.025(2) -0.0066(19) -0.0065(16) 0.0021(16)
C5 0.0249(16) 0.022(2) 0.0272(19) -0.0044(18) -0.0042(15) -0.0010(16)
C6 0.0199(16) 0.025(2) 0.0221(18) 0.0025(19) -0.0024(14) -0.0021(16)
N7 0.0201(13) 0.0163(18) 0.0270(15) 0.0000(15) 0.0018(13) 0.0025(12)
C8 0.0183(15) 0.024(2) 0.0144(17) -0.0024(16) 0.0001(14) 0.0000(14)
C9 0.0200(16) 0.022(2) 0.0244(19) -0.0028(19) -0.0015(14) 0.0040(15)
C10 0.028(2) 0.021(3) 0.020(2) 0.001(3) 0.000 0.000
C11 0.025(2) 0.014(3) 0.018(2) 0.001(2) 0.000 0.000
O1A 0.0223(11) 0.0190(16) 0.0266(13) 0.0006(12) 0.0028(11) 0.0018(10)
O2A 0.0249(11) 0.0272(16) 0.0328(14) 0.0032(13) 0.0090(12) 0.0039(11)
C1A 0.0153(14) 0.021(2) 0.0166(18) 0.0003(16) -0.0009(14) 0.0031(14)
C2A 0.0168(15) 0.032(3) 0.022(2) 0.0026(18) 0.0013(15) -0.0024(16)
C3A 0.0238(17) 0.019(2) 0.0255(19) 0.0005(18) -0.0014(15) 0.0011(16)
C4A 0.0194(15) 0.024(2) 0.0203(18) -0.0024(17) -0.0030(15) 0.0043(15)
C5A 0.0227(16) 0.029(3) 0.0218(19) 0.0058(18) 0.0024(16) 0.0045(15)
C6A 0.0238(16) 0.015(2) 0.0234(18) 0.0037(17) 0.0002(15) 0.0008(14)
C7A 0.0173(15) 0.027(2) 0.0238(18) 0.0020(18) -0.0032(15) -0.0004(15)
O3A 0.0287(16) 0.024(2) 0.0216(18) 0.000 0.000 0.0084(15)

_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 C2 1.341(4) . ?
N1 C6 1.350(4) . ?
C2 N7 1.375(4) . ?
C2 C3 1.396(5) . ?
C3 C4 1.376(5) . ?
C3 H3 0.9790 . ?
C4 C5 1.402(5) . ?
C4 H4 1.0479 . ?
C5 C6 1.363(5) . ?
C5 H5 1.0563 . ?
C6 H6 0.9891 . ?
N7 C8 1.396(4) . ?
N7 H7 0.8608 . ?
C8 C11 1.391(4) . ?
C8 C9 1.405(5) . ?
C9 C10 1.374(4) . ?
C9 H9 0.9399 . ?
C10 C9 1.374(4) 4 ?
C10 H10 0.9842 . ?
C11 C8 1.391(4) 4 ?
C11 H11 1.0528 . ?
O1A C7A 1.325(4) . ?
O1A H1OA 1.09(4) . ?
O2A C7A 1.223(4) . ?
C1A C2A 1.392(5) . ?
C1A C6A 1.398(4) . ?
C1A C7A 1.480(5) . ?
C2A C3A 1.379(5) . ?
C2A H2A 0.9070 . ?
C3A C4A 1.384(5) . ?
C3A H3A 0.9897 . ?
C4A C5A 1.383(5) . ?
C4A O3A 1.386(4) . ?
C5A C6A 1.384(5) . ?
C5A H5A 0.9882 . ?
C6A H6A 1.0139 . ?
O3A C4A 1.386(4) 2_645 ?

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
C2 N1 C6 118.3(3) . . ?
N1 C2 N7 114.7(3) . . ?
N1 C2 C3 121.4(3) . . ?
N7 C2 C3 123.8(3) . . ?
C4 C3 C2 119.0(3) . . ?
C4 C3 H3 117.6 . . ?
C2 C3 H3 123.3 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 117.2(3) . . ?
C6 C5 H5 117.4 . . ?
C4 C5 H5 125.4 . . ?
N1 C6 C5 124.0(3) . . ?
N1 C6 H6 114.9 . . ?
C5 C6 H6 121.0 . . ?
C2 N7 C8 127.7(3) . . ?
C2 N7 H7 114.4 . . ?
C8 N7 H7 117.8 . . ?
C11 C8 N7 122.7(3) . . ?
C11 C8 C9 119.6(3) . . ?
N7 C8 C9 117.5(3) . . ?
C10 C9 C8 119.2(3) . . ?
C10 C9 H9 122.2 . . ?
C8 C9 H9 118.6 . . ?
C9 C10 C9 122.0(5) 4 . ?
C9 C10 H10 118.9 4 . ?
C9 C10 H10 118.9 . . ?
C8 C11 C8 120.3(4) 4 . ?
C8 C11 H11 119.8 4 . ?
C8 C11 H11 119.8 . . ?
C7A O1A H1OA 111.4(19) . . ?
C2A C1A C6A 119.6(3) . . ?
C2A C1A C7A 119.0(3) . . ?
C6A C1A C7A 121.4(3) . . ?
C3A C2A C1A 120.5(3) . . ?
C3A C2A H2A 124.3 . . ?
C1A C2A H2A 115.2 . . ?
C2A C3A C4A 119.1(4) . . ?
C2A C3A H3A 123.9 . . ?
C4A C3A H3A 116.9 . . ?
C5A C4A C3A 121.5(3) . . ?
C5A C4A O3A 118.3(3) . . ?
C3A C4A O3A 120.2(3) . . ?
C4A C5A C6A 119.3(3) . . ?
C4A C5A H5A 118.2 . . ?
C6A C5A H5A 122.5 . . ?
C5A C6A C1A 120.0(3) . . ?
C5A C6A H6A 119.9 . . ?
C1A C6A H6A 120.0 . . ?
O2A C7A O1A 123.0(3) . . ?
O2A C7A C1A 122.2(3) . . ?
O1A C7A C1A 114.7(3) . . ?
C4A O3A C4A 116.9(4) . 2_645 ?

_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.963
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.049

#===END

data_1oxa

_database_code_CSD 191436

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,3-diaminobenzene oxalic acid 
;
_chemical_name_common            ?
_chemical_melting_point          198-199
_chemical_formula_moiety         'C16 H14 N4, C2H2O4'
_chemical_formula_sum            'C18 H16 N4 O4'
_chemical_formula_weight         352.35

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   7.281(3)
_cell_length_b                   24.097(6)
_cell_length_c                   8.919(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1564.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    33
_cell_measurement_theta_min      8
_cell_measurement_theta_max      30

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.904
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?


_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'KM-4 four-circle diffractometer'
_diffrn_measurement_method       '\w/2\q scan'
_diffrn_standards_number         3
_diffrn_standards_interval_count 100
_diffrn_standards_decay_%        <1.5
_diffrn_reflns_number            2182
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0498
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.67
_diffrn_reflns_theta_max         62.58
_reflns_number_total             1274
_reflns_number_gt                838
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Kuma KM-4 sofware (Kuma Diffraction, 1991)'
_computing_cell_refinement       'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_data_reduction        'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0482P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap and geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0029(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         1274
_refine_ls_number_parameters     134
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0853
_refine_ls_wR_factor_gt          0.0785
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_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
N1 N 0.1045(2) 0.41126(6) 0.89322(16) 0.0328(4) Uani 1 1 d . . .
H1N H 0.038(6) 0.4466(14) 0.788(3) 0.146(13) Uiso 1 1 d . . .
N7 N 0.1959(2) 0.35142(6) 0.70766(15) 0.0327(4) Uani 1 1 d . . .
H7 H 0.1808 0.3822 0.6403 0.056(7) Uiso 1 1 d R . .
C2 C 0.1968(3) 0.36478(7) 0.85713(19) 0.0276(4) Uani 1 1 d . . .
C3 C 0.2909(3) 0.33502(8) 0.96704(19) 0.0333(5) Uani 1 1 d . . .
H3 H 0.3585 0.3023 0.9400 0.046(6) Uiso 1 1 d R . .
C4 C 0.2878(3) 0.35399(8) 1.1116(2) 0.0393(5) Uani 1 1 d . . .
H4 H 0.3609 0.3342 1.1835 0.049(6) Uiso 1 1 d R . .
C5 C 0.1894(3) 0.40100(8) 1.1497(2) 0.0436(6) Uani 1 1 d . . .
H5 H 0.1863 0.4162 1.2492 0.047(6) Uiso 1 1 d R . .
C6 C 0.1011(3) 0.42846(8) 1.0374(2) 0.0398(6) Uani 1 1 d . . .
H6 H 0.0246 0.4603 1.0552 0.050(6) Uiso 1 1 d R . .
C8 C 0.2397(3) 0.29985(7) 0.64454(19) 0.0277(5) Uani 1 1 d . . .
C9 C 0.3139(3) 0.29983(8) 0.5009(2) 0.0374(5) Uani 1 1 d . . .
H9 H 0.3336 0.3355 0.4558 0.050(6) Uiso 1 1 d R . .
C10 C 0.3492(5) 0.2500 0.4310(3) 0.0436(8) Uani 1 2 d S . .
H10 H 0.3999 0.2500 0.3317 0.058(10) Uiso 1 2 d SR . .
C11 C 0.1995(4) 0.2500 0.7142(3) 0.0273(6) Uani 1 2 d S . .
H11 H 0.1316 0.2500 0.8065 0.041(8) Uiso 1 2 d SR . .
C1A C 0.0346(3) 0.47757(7) 0.5557(2) 0.0335(5) Uani 1 1 d . . .
O1A O -0.0304(2) 0.48123(6) 0.68753(15) 0.0475(4) Uani 1 1 d . . .
O2A O 0.1447(2) 0.44235(6) 0.51267(14) 0.0481(4) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0470(10) 0.0219(8) 0.0296(9) -0.0019(7) 0.0012(8) 0.0011(8)
N7 0.0529(11) 0.0228(8) 0.0225(8) 0.0007(6) -0.0007(8) 0.0055(8)
C2 0.0358(11) 0.0210(9) 0.0260(9) 0.0000(7) 0.0027(9) -0.0014(9)
C3 0.0417(12) 0.0269(10) 0.0312(10) 0.0010(8) -0.0011(10) 0.0038(10)
C4 0.0530(14) 0.0361(11) 0.0288(11) 0.0046(9) -0.0062(11) 0.0020(11)
C5 0.0678(16) 0.0357(11) 0.0272(11) -0.0031(9) 0.0016(11) 0.0010(11)
C6 0.0581(15) 0.0293(11) 0.0320(12) -0.0042(9) 0.0074(11) 0.0053(10)
C8 0.0347(11) 0.0243(10) 0.0243(9) -0.0003(7) -0.0036(9) 0.0021(8)
C9 0.0576(15) 0.0282(10) 0.0265(10) 0.0034(8) 0.0045(10) -0.0030(10)
C10 0.075(2) 0.0325(15) 0.0231(14) 0.000 0.0104(15) 0.000
C11 0.0309(15) 0.0280(13) 0.0229(14) 0.000 0.0009(13) 0.000
C1A 0.0437(12) 0.0274(10) 0.0294(12) -0.0030(9) -0.0033(10) 0.0032(10)
O1A 0.0651(10) 0.0469(9) 0.0305(8) 0.0034(7) 0.0064(8) 0.0199(8)
O2A 0.0675(11) 0.0416(9) 0.0351(8) 0.0048(7) 0.0058(8) 0.0231(8)


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 C2 1.345(2) . ?
N1 C6 1.352(2) . ?
N7 C2 1.371(2) . ?
N7 C8 1.401(2) . ?
C2 C3 1.395(2) . ?
C3 C4 1.368(3) . ?
C4 C5 1.383(3) . ?
C5 C6 1.362(3) . ?
C8 C11 1.384(2) . ?
C8 C9 1.390(3) . ?
C9 C10 1.377(2) . ?
C10 C9 1.377(2) 7_565 ?
C11 C8 1.384(2) 7_565 ?
C1A O2A 1.229(2) . ?
C1A O1A 1.270(2) . ?
C1A C1A 1.553(4) 5_566 ?

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
C2 N1 C6 119.50(16) . . ?
C2 N7 C8 126.70(15) . . ?
N1 C2 N7 115.20(16) . . ?
N1 C2 C3 120.36(16) . . ?
N7 C2 C3 124.39(17) . . ?
C4 C3 C2 118.85(18) . . ?
C3 C4 C5 120.91(19) . . ?
C6 C5 C4 117.54(18) . . ?
N1 C6 C5 122.81(19) . . ?
C11 C8 C9 119.72(19) . . ?
C11 C8 N7 122.78(16) . . ?
C9 C8 N7 117.32(17) . . ?
C10 C9 C8 119.3(2) . . ?
C9 C10 C9 121.4(3) . 7_565 ?
C8 C11 C8 120.5(2) 7_565 . ?
O2A C1A O1A 125.47(17) . . ?
O2A C1A C1A 119.5(2) . 5_566 ?
O1A C1A C1A 115.0(2) . 5_566 ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        62.58
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.045

#===END

data_1seb

_database_code_CSD 191437

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,3-diaminobenzene sebacic acid 
;
_chemical_name_common            ?
_chemical_melting_point          138
_chemical_formula_moiety         'C16H14N4, C10H18O4'
_chemical_formula_sum            'C26 H32 N4 O4'
_chemical_formula_weight         464.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/m

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

_cell_length_a                   5.4920(10)
_cell_length_b                   34.585(2)
_cell_length_c                   6.3180(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.810(10)
_cell_angle_gamma                90.00
_cell_volume                     1170.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_exptl_absorpt_coefficient_mu    0.090
_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      130(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            6765
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_sigmaI/netI    0.0503
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         25.03
_reflns_number_total             2024
_reflns_number_gt                1561
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.163, 2000'
_computing_cell_refinement       'KM4RED, Version 1.163, 2000'
_computing_data_reduction        'KM4RED, Version 1.163, 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0468P)^2^+0.6292P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap and geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2024
_refine_ls_number_parameters     177
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0811
_refine_ls_R_factor_gt           0.0561
_refine_ls_wR_factor_ref         0.1293
_refine_ls_wR_factor_gt          0.1135
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_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
N1 N 0.4209(4) 0.13853(5) 0.1426(3) 0.0240(5) Uani 1 1 d . . .
C2 C 0.3444(4) 0.17062(7) 0.0255(4) 0.0228(6) Uani 1 1 d . . .
C3 C 0.1396(4) 0.19205(7) 0.0589(4) 0.0250(6) Uani 1 1 d . . .
H3 H 0.0794 0.2134 -0.0357 0.029(7) Uiso 1 1 d R . .
C4 C 0.0248(4) 0.18098(7) 0.2232(4) 0.0288(6) Uani 1 1 d . . .
H4 H -0.1177 0.1948 0.2485 0.035(7) Uiso 1 1 d R . .
C5 C 0.1086(5) 0.14897(7) 0.3497(4) 0.0297(6) Uani 1 1 d . . .
H5 H 0.0348 0.1409 0.4668 0.035(7) Uiso 1 1 d R . .
C6 C 0.3036(5) 0.12852(7) 0.3009(4) 0.0277(6) Uani 1 1 d . . .
H6 H 0.3673 0.1054 0.3780 0.030(7) Uiso 1 1 d R . .
N7 N 0.4753(4) 0.17876(6) -0.1324(3) 0.0254(5) Uani 1 1 d . . .
H7 H 0.5731 0.1576 -0.1662 0.038(7) Uiso 1 1 d R . .
C8 C 0.5100(4) 0.21503(7) -0.2226(4) 0.0226(6) Uani 1 1 d . . .
C9 C 0.6083(5) 0.21510(7) -0.4082(4) 0.0276(6) Uani 1 1 d . . .
H9 H 0.6395 0.1913 -0.4757 0.035(7) Uiso 1 1 d R . .
C10 C 0.6588(7) 0.2500 -0.4966(6) 0.0321(9) Uani 1 2 d S . .
H10 H 0.7342 0.2500 -0.6200 0.047(11) Uiso 1 2 d SR . .
C11 C 0.4676(6) 0.2500 -0.1275(5) 0.0207(7) Uani 1 2 d S . .
H11 H 0.4129 0.2500 0.0067 0.018(8) Uiso 1 2 d SR . .
O1A O 0.7291(3) 0.08318(5) 0.0764(3) 0.0294(5) Uani 1 1 d . . .
H1O H 0.624(6) 0.1054(11) 0.097(5) 0.078(11) Uiso 1 1 d . . .
O2A O 0.7918(3) 0.11415(5) -0.2185(3) 0.0318(5) Uani 1 1 d . . .
C1A C 0.8354(4) 0.08723(7) -0.0918(4) 0.0233(5) Uani 1 1 d . . .
C2A C 1.0130(5) 0.05489(7) -0.1062(4) 0.0259(6) Uani 1 1 d . . .
H2AA H 0.9169 0.0316 -0.1100 0.036(7) Uiso 1 1 d R . .
H2AB H 1.1340 0.0545 0.0292 0.028(7) Uiso 1 1 d R . .
C3A C 1.1407(5) 0.05623(7) -0.2970(4) 0.0256(6) Uani 1 1 d . . .
H3AA H 1.2411 0.0792 -0.2831 0.024(6) Uiso 1 1 d R . .
H3AB H 1.0177 0.0588 -0.4303 0.031(7) Uiso 1 1 d R . .
C4A C 1.3000(4) 0.02029(7) -0.3040(4) 0.0249(6) Uani 1 1 d . . .
H4AA H 1.2039 -0.0029 -0.3059 0.024(6) Uiso 1 1 d R . .
H4AB H 1.4257 0.0188 -0.1717 0.025(6) Uiso 1 1 d R . .
C5A C 1.4264(4) 0.01858(7) -0.4957(4) 0.0244(6) Uani 1 1 d . . .
H5AB H 1.5353 0.0404 -0.4910 0.017(6) Uiso 1 1 d R . .
H5AA H 1.2998 0.0206 -0.6271 0.028(7) Uiso 1 1 d 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
N1 0.0323(11) 0.0185(11) 0.0237(11) 0.0021(9) 0.0113(9) 0.0010(9)
C2 0.0266(13) 0.0180(12) 0.0246(13) -0.0015(10) 0.0075(11) -0.0034(10)
C3 0.0261(13) 0.0194(13) 0.0293(14) 0.0007(11) 0.0054(11) -0.0007(10)
C4 0.0292(14) 0.0234(13) 0.0371(15) -0.0042(12) 0.0141(12) -0.0005(11)
C5 0.0373(15) 0.0268(14) 0.0294(14) -0.0013(11) 0.0167(12) -0.0045(11)
C6 0.0355(14) 0.0216(13) 0.0279(15) 0.0048(11) 0.0112(12) 0.0015(11)
N7 0.0350(12) 0.0185(11) 0.0275(12) 0.0027(9) 0.0171(10) 0.0047(9)
C8 0.0257(13) 0.0203(13) 0.0221(13) 0.0012(10) 0.0058(11) 0.0016(10)
C9 0.0399(15) 0.0185(13) 0.0270(14) -0.0022(11) 0.0132(12) 0.0017(11)
C10 0.046(2) 0.026(2) 0.030(2) 0.000 0.0208(19) 0.000
C11 0.0266(18) 0.0226(18) 0.0137(17) 0.000 0.0056(14) 0.000
O1A 0.0394(10) 0.0228(10) 0.0309(10) 0.0028(8) 0.0182(8) 0.0059(8)
O2A 0.0434(11) 0.0261(10) 0.0299(10) 0.0065(8) 0.0170(9) 0.0108(8)
C1A 0.0255(13) 0.0202(13) 0.0249(13) -0.0024(11) 0.0069(11) -0.0024(10)
C2A 0.0335(14) 0.0201(13) 0.0250(15) 0.0015(10) 0.0082(12) 0.0056(11)
C3A 0.0311(14) 0.0227(14) 0.0236(14) 0.0002(11) 0.0070(12) 0.0034(11)
C4A 0.0299(13) 0.0207(13) 0.0254(14) 0.0006(11) 0.0086(12) 0.0023(11)
C5A 0.0289(13) 0.0209(13) 0.0240(14) 0.0012(10) 0.0073(11) 0.0040(11)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.348(3) . ?
N1 C6 1.350(3) . ?
C2 N7 1.382(3) . ?
C2 C3 1.402(3) . ?
C3 C4 1.383(3) . ?
C3 H3 0.9602 . ?
C4 C5 1.383(3) . ?
C4 H4 0.9600 . ?
C5 C6 1.374(3) . ?
C5 H5 0.9599 . ?
C6 H6 0.9598 . ?
N7 C8 1.408(3) . ?
N7 H7 0.9599 . ?
C8 C11 1.393(3) . ?
C8 C9 1.396(3) . ?
C9 C10 1.384(3) . ?
C9 H9 0.9600 . ?
C10 C9 1.384(3) 4_565 ?
C10 H10 0.9600 . ?
C11 C8 1.393(3) 4_565 ?
C11 H11 0.9600 . ?
O1A C1A 1.329(3) . ?
O1A H1O 0.99(4) . ?
O2A C1A 1.216(3) . ?
C1A C2A 1.500(3) . ?
C2A C3A 1.524(3) . ?
C2A H2AA 0.9600 . ?
C2A H2AB 0.9600 . ?
C3A C4A 1.526(3) . ?
C3A H3AA 0.9599 . ?
C3A H3AB 0.9600 . ?
C4A C5A 1.525(3) . ?
C4A H4AA 0.9601 . ?
C4A H4AB 0.9600 . ?
C5A C5A 1.525(4) 3_854 ?
C5A H5AB 0.9598 . ?
C5A H5AA 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
C2 N1 C6 118.41(19) . . ?
N1 C2 N7 114.52(19) . . ?
N1 C2 C3 121.1(2) . . ?
N7 C2 C3 124.4(2) . . ?
C4 C3 C2 118.8(2) . . ?
C4 C3 H3 121.9 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 120.4(2) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 118.8 . . ?
C6 C5 C4 117.3(2) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 122.3 . . ?
N1 C6 C5 123.9(2) . . ?
N1 C6 H6 114.2 . . ?
C5 C6 H6 121.9 . . ?
C2 N7 C8 127.76(19) . . ?
C2 N7 H7 114.3 . . ?
C8 N7 H7 117.2 . . ?
C11 C8 C9 119.6(2) . . ?
C11 C8 N7 123.3(2) . . ?
C9 C8 N7 117.0(2) . . ?
C10 C9 C8 119.3(2) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 120.8 . . ?
C9 C10 C9 121.5(3) 4_565 . ?
C9 C10 H10 119.3 4_565 . ?
C9 C10 H10 119.3 . . ?
C8 C11 C8 120.5(3) 4_565 . ?
C8 C11 H11 119.7 4_565 . ?
C8 C11 H11 119.7 . . ?
C1A O1A H1O 113(2) . . ?
O2A C1A O1A 123.4(2) . . ?
O2A C1A C2A 124.5(2) . . ?
O1A C1A C2A 112.1(2) . . ?
C1A C2A C3A 116.4(2) . . ?
C1A C2A H2AA 105.4 . . ?
C3A C2A H2AA 110.6 . . ?
C1A C2A H2AB 106.7 . . ?
C3A C2A H2AB 110.9 . . ?
H2AA C2A H2AB 106.2 . . ?
C2A C3A C4A 111.44(19) . . ?
C2A C3A H3AA 108.0 . . ?
C4A C3A H3AA 110.8 . . ?
C2A C3A H3AB 109.8 . . ?
C4A C3A H3AB 110.3 . . ?
H3AA C3A H3AB 106.4 . . ?
C5A C4A C3A 114.81(19) . . ?
C5A C4A H4AA 107.6 . . ?
C3A C4A H4AA 111.4 . . ?
C5A C4A H4AB 108.9 . . ?
C3A C4A H4AB 109.0 . . ?
H4AA C4A H4AB 104.6 . . ?
C4A C5A C5A 113.5(2) . 3_854 ?
C4A C5A H5AB 109.5 . . ?
C5A C5A H5AB 109.4 3_854 . ?
C4A C5A H5AA 108.3 . . ?
C5A C5A H5AA 108.6 3_854 . ?
H5AB C5A H5AA 107.2 . . ?

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.052

#===END

data_1sq

_database_code_CSD 191438

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,3-diaminobenzene squaric acid 
;
_chemical_name_common            ?
_chemical_melting_point          287-288
_chemical_formula_moiety         'C16H14N4, C4H2O4'
_chemical_formula_sum            'C20 H16 N4 O4'
_chemical_formula_weight         376.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   7.251(4)
_cell_length_b                   24.325(5)
_cell_length_c                   9.185(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1620.1(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    0.111
_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      100(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            7085
_diffrn_reflns_av_R_equivalents  0.1576
_diffrn_reflns_av_sigmaI/netI    0.1029
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.58
_diffrn_reflns_theta_max         23.81
_reflns_number_total             1281
_reflns_number_gt                893
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.163, 2000'
_computing_cell_refinement       'KM4RED, Version 1.163, 2000'
_computing_data_reduction        'KM4RED, Version 1.163, 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0815P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap and geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1281
_refine_ls_number_parameters     142
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1333
_refine_ls_R_factor_gt           0.0838
_refine_ls_wR_factor_ref         0.2047
_refine_ls_wR_factor_gt          0.1717
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.132
_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 0.1296(6) 0.40775(16) 0.8971(4) 0.0236(11) Uani 1 1 d . . .
H1N H 0.063(7) 0.433(2) 0.828(6) 0.041(16) Uiso 1 1 d . . .
N7 N 0.2167(6) 0.35085(17) 0.7086(4) 0.0240(11) Uani 1 1 d . . .
H7 H 0.2013 0.3798 0.6385 0.021(13) Uiso 1 1 d R . .
C2 C 0.2206(7) 0.3618(2) 0.8527(5) 0.0216(12) Uani 1 1 d . . .
C3 C 0.3168(7) 0.3312(2) 0.9574(5) 0.0243(13) Uani 1 1 d . . .
H3 H 0.3829 0.2987 0.9298 0.022(13) Uiso 1 1 d R . .
C4 C 0.3153(7) 0.3479(2) 1.1000(5) 0.0268(13) Uani 1 1 d . . .
H4 H 0.3807 0.3268 1.1716 0.055(18) Uiso 1 1 d R . .
C5 C 0.2184(7) 0.3947(2) 1.1441(6) 0.0280(13) Uani 1 1 d . . .
H5 H 0.2164 0.4061 1.2441 0.029(14) Uiso 1 1 d R . .
C6 C 0.1298(7) 0.4239(2) 1.0381(5) 0.0244(13) Uani 1 1 d . . .
H6 H 0.0653 0.4568 1.0648 0.011(12) Uiso 1 1 d R . .
C8 C 0.2621(6) 0.29989(19) 0.6434(5) 0.0188(12) Uani 1 1 d . . .
C9 C 0.3397(6) 0.2998(2) 0.5054(5) 0.0227(12) Uani 1 1 d . . .
H9 H 0.3530 0.3361 0.4657 0.036(15) Uiso 1 1 d R . .
C10 C 0.3747(10) 0.2500 0.4377(8) 0.0274(19) Uani 1 2 d S . .
H10 H 0.4496 0.2500 0.3517 0.020(18) Uiso 1 2 d SR . .
C11 C 0.2184(10) 0.2500 0.7119(8) 0.0257(18) Uani 1 2 d S . .
H11 H 0.1700 0.2500 0.8091 0.05(3) Uiso 1 2 d SR . .
O2A O 0.1937(5) 0.42588(14) 0.4878(4) 0.0296(10) Uani 1 1 d . . .
O1A O -0.0554(5) 0.47900(13) 0.7401(3) 0.0270(10) Uani 1 1 d . . .
C2A C -0.0238(7) 0.4908(2) 0.6082(5) 0.0237(13) Uani 1 1 d . . .
C1A C 0.0884(7) 0.4665(2) 0.4929(5) 0.0235(12) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.040(3) 0.013(2) 0.018(2) 0.0032(18) -0.001(2) 0.002(2)
N7 0.039(3) 0.017(2) 0.015(2) 0.0002(18) -0.006(2) 0.003(2)
C2 0.031(3) 0.021(3) 0.014(3) 0.002(2) 0.003(2) -0.005(2)
C3 0.032(3) 0.022(3) 0.018(3) -0.002(2) 0.002(2) 0.001(3)
C4 0.029(3) 0.030(3) 0.022(3) 0.006(2) 0.000(3) -0.002(2)
C5 0.040(3) 0.025(3) 0.019(3) -0.002(2) 0.006(3) -0.005(3)
C6 0.035(3) 0.020(3) 0.018(3) 0.000(2) 0.004(2) -0.003(2)
C8 0.029(3) 0.014(3) 0.014(3) -0.003(2) 0.000(2) -0.002(2)
C9 0.035(3) 0.011(3) 0.021(3) 0.001(2) -0.002(2) -0.002(2)
C10 0.039(5) 0.030(4) 0.014(4) 0.000 0.006(3) 0.000
C11 0.032(4) 0.025(4) 0.021(4) 0.000 -0.006(3) 0.000
O2A 0.044(2) 0.022(2) 0.023(2) 0.0017(15) -0.0034(18) 0.0076(18)
O1A 0.047(2) 0.021(2) 0.0129(19) 0.0013(15) 0.0015(16) 0.0011(17)
C2A 0.032(3) 0.020(3) 0.019(3) -0.003(2) 0.002(2) -0.004(2)
C1A 0.033(3) 0.015(3) 0.022(3) 0.001(2) -0.002(2) -0.004(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
N1 C6 1.354(6) . ?
N1 C2 1.360(6) . ?
N1 H1N 1.00(5) . ?
N7 C2 1.351(6) . ?
N7 C8 1.415(6) . ?
N7 H7 0.9595 . ?
C2 C3 1.402(7) . ?
C3 C4 1.372(7) . ?
C3 H3 0.9588 . ?
C4 C5 1.399(7) . ?
C4 H4 0.9589 . ?
C5 C6 1.366(7) . ?
C5 H5 0.9597 . ?
C6 H6 0.9589 . ?
C8 C9 1.386(6) . ?
C8 C11 1.403(6) . ?
C9 C10 1.385(6) . ?
C9 H9 0.9594 . ?
C10 C9 1.385(6) 7_565 ?
C10 H10 0.9587 . ?
C11 C8 1.403(6) 7_565 ?
C11 H11 0.9592 . ?
O2A C1A 1.250(6) . ?
O1A C2A 1.266(5) . ?
C2A C1A 1.460(7) . ?
C2A C1A 1.470(7) 5_566 ?
C1A C2A 1.470(7) 5_566 ?

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 121.7(4) . . ?
C6 N1 H1N 115(3) . . ?
C2 N1 H1N 123(3) . . ?
C2 N7 C8 125.7(4) . . ?
C2 N7 H7 121.0 . . ?
C8 N7 H7 112.7 . . ?
N7 C2 N1 116.5(4) . . ?
N7 C2 C3 125.2(5) . . ?
N1 C2 C3 118.2(4) . . ?
C4 C3 C2 119.6(5) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.4(5) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.0 . . ?
C6 C5 C4 117.0(5) . . ?
C6 C5 H5 121.7 . . ?
C4 C5 H5 121.3 . . ?
N1 C6 C5 122.1(5) . . ?
N1 C6 H6 119.1 . . ?
C5 C6 H6 118.8 . . ?
C9 C8 C11 120.0(5) . . ?
C9 C8 N7 118.8(4) . . ?
C11 C8 N7 121.0(5) . . ?
C10 C9 C8 119.1(5) . . ?
C10 C9 H9 127.9 . . ?
C8 C9 H9 112.8 . . ?
C9 C10 C9 122.0(7) . 7_565 ?
C9 C10 H10 118.3 . . ?
C9 C10 H10 118.3 7_565 . ?
C8 C11 C8 119.7(7) 7_565 . ?
C8 C11 H11 120.0 7_565 . ?
C8 C11 H11 120.0 . . ?
O1A C2A C1A 134.7(5) . . ?
O1A C2A C1A 135.0(5) . 5_566 ?
C1A C2A C1A 90.2(4) . 5_566 ?
O2A C1A C2A 133.4(5) . . ?
O2A C1A C2A 136.8(5) . 5_566 ?
C2A C1A C2A 89.8(4) . 5_566 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        23.81
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.082

#===END

data_1suc

_database_code_CSD 191439

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,3-diaminobenzene succinic acid 
;
_chemical_name_common            ?
_chemical_melting_point          187-188
_chemical_formula_moiety         'C16H14N4, C4H6O4'
_chemical_formula_sum            'C20 H20 N4 O4'
_chemical_formula_weight         380.40

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/m

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

_cell_length_a                   5.7015(5)
_cell_length_b                   26.821(3)
_cell_length_c                   6.1015(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.708(8)
_cell_angle_gamma                90.00
_cell_volume                     902.47(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      8
_cell_measurement_theta_max      28

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             400
_exptl_absorpt_coefficient_mu    0.824
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'KM-4 four-circle diffractometer'
_diffrn_measurement_method       '\w/2\q scan'
_diffrn_standards_number         3
_diffrn_standards_interval_count 100
_diffrn_standards_decay_%        <1.5
_diffrn_reflns_number            2346
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_sigmaI/netI    0.0159
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.30
_diffrn_reflns_theta_max         65.07
_reflns_number_total             1533
_reflns_number_gt                1330
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Kuma KM-4 sofware (Kuma Diffraction, 1991)'
_computing_cell_refinement       'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_data_reduction        'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0633P)^2^+0.2080P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap and geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0089(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         1533
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.1064
_refine_ls_wR_factor_gt          0.1011
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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
N1 N 0.6231(2) 0.60458(4) 0.1531(2) 0.0394(3) Uani 1 1 d . . .
C2 C 0.6890(3) 0.64708(5) 0.2683(2) 0.0349(4) Uani 1 1 d . . .
C3 C 0.8841(3) 0.67539(6) 0.2369(3) 0.0414(4) Uani 1 1 d . . .
H3 H 0.9361 0.7050 0.3238 0.049(5) Uiso 1 1 d R . .
C4 C 0.9972(3) 0.66070(6) 0.0747(3) 0.0474(4) Uani 1 1 d . . .
H4 H 1.1307 0.6802 0.0532 0.058(5) Uiso 1 1 d R . .
C5 C 0.9233(3) 0.61814(6) -0.0515(3) 0.0485(4) Uani 1 1 d . . .
H5 H 1.0035 0.6073 -0.1638 0.060(5) Uiso 1 1 d R . .
C6 C 0.7400(3) 0.59074(6) -0.0022(3) 0.0449(4) Uani 1 1 d . . .
H6 H 0.6893 0.5592 -0.0724 0.056(5) Uiso 1 1 d R . .
N7 N 0.5564(2) 0.65849(5) 0.4212(2) 0.0417(4) Uani 1 1 d . . .
H7 H 0.4640 0.6308 0.4541 0.057(5) Uiso 1 1 d R . .
C8 C 0.5191(3) 0.70488(5) 0.5119(2) 0.0338(3) Uani 1 1 d . . .
C9 C 0.4183(3) 0.70507(6) 0.6967(3) 0.0422(4) Uani 1 1 d . . .
H9 H 0.3848 0.6740 0.7604 0.052(5) Uiso 1 1 d R . .
C10 C 0.3659(5) 0.7500 0.7832(4) 0.0455(6) Uani 1 2 d S . .
H10 H 0.3007 0.7500 0.9137 0.054(7) Uiso 1 2 d SR . .
C11 C 0.5640(4) 0.7500 0.4167(3) 0.0342(5) Uani 1 2 d S . .
H11 H 0.6136 0.7500 0.2776 0.049(7) Uiso 1 2 d SR . .
O1A O 0.3357(2) 0.53192(4) 0.2214(2) 0.0536(4) Uani 1 1 d . . .
H1O H 0.426(5) 0.5635(10) 0.205(4) 0.091(8) Uiso 1 1 d . . .
O2A O 0.2608(2) 0.57491(4) 0.5083(2) 0.0548(4) Uani 1 1 d . . .
C1A C 0.2292(3) 0.53846(5) 0.3873(3) 0.0410(4) Uani 1 1 d . . .
C2A C 0.0657(3) 0.49604(6) 0.4085(3) 0.0442(4) Uani 1 1 d . . .
H22A H -0.0465 0.4914 0.2634 0.062(6) Uiso 1 1 d R . .
H21A H 0.1638 0.4665 0.4391 0.062(6) Uiso 1 1 d 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
N1 0.0494(7) 0.0275(7) 0.0466(7) -0.0035(5) 0.0223(6) -0.0034(5)
C2 0.0418(8) 0.0252(7) 0.0399(8) 0.0012(6) 0.0144(6) 0.0010(6)
C3 0.0416(8) 0.0291(8) 0.0563(9) -0.0034(6) 0.0179(7) -0.0024(6)
C4 0.0458(9) 0.0370(9) 0.0664(11) 0.0047(7) 0.0273(8) 0.0002(7)
C5 0.0566(10) 0.0421(9) 0.0559(10) -0.0016(8) 0.0312(8) 0.0026(7)
C6 0.0562(10) 0.0336(9) 0.0509(9) -0.0068(7) 0.0248(8) -0.0024(7)
N7 0.0564(8) 0.0256(7) 0.0518(8) -0.0048(5) 0.0300(7) -0.0067(5)
C8 0.0391(7) 0.0275(7) 0.0364(7) -0.0019(6) 0.0123(6) -0.0013(6)
C9 0.0591(10) 0.0317(8) 0.0412(8) 0.0033(6) 0.0227(7) -0.0016(7)
C10 0.0654(15) 0.0399(12) 0.0393(12) 0.000 0.0281(11) 0.000
C11 0.0431(11) 0.0297(11) 0.0328(10) 0.000 0.0152(9) 0.000
O1A 0.0700(8) 0.0347(6) 0.0696(8) -0.0106(5) 0.0429(7) -0.0128(5)
O2A 0.0775(9) 0.0373(7) 0.0598(7) -0.0116(5) 0.0362(7) -0.0208(6)
C1A 0.0487(9) 0.0280(8) 0.0499(9) 0.0008(6) 0.0194(7) -0.0032(6)
C2A 0.0548(10) 0.0306(8) 0.0531(10) -0.0043(7) 0.0243(8) -0.0080(7)

_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 1.3416(19) . ?
N1 C2 1.3416(19) . ?
C2 N7 1.3761(18) . ?
C2 C3 1.400(2) . ?
C3 C4 1.369(2) . ?
C3 H3 0.9600 . ?
C4 C5 1.381(2) . ?
C4 H4 0.9600 . ?
C5 C6 1.372(2) . ?
C5 H5 0.9600 . ?
C6 H6 0.9600 . ?
N7 C8 1.3996(18) . ?
N7 H7 0.9600 . ?
C8 C9 1.390(2) . ?
C8 C11 1.3938(17) . ?
C9 C10 1.3785(19) . ?
C9 H9 0.9599 . ?
C10 C9 1.3785(19) 4_575 ?
C10 H10 0.9601 . ?
C11 C8 1.3938(17) 4_575 ?
C11 H11 0.9600 . ?
O1A C1A 1.3175(19) . ?
O1A H1O 1.01(3) . ?
O2A C1A 1.2106(18) . ?
C1A C2A 1.497(2) . ?
C2A C2A 1.509(3) 3_566 ?
C2A H22A 0.9599 . ?
C2A H21A 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
C6 N1 C2 118.83(13) . . ?
N1 C2 N7 114.55(12) . . ?
N1 C2 C3 121.03(13) . . ?
N7 C2 C3 124.37(13) . . ?
C4 C3 C2 118.64(14) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 121.3 . . ?
C3 C4 C5 120.51(15) . . ?
C3 C4 H4 118.5 . . ?
C5 C4 H4 121.0 . . ?
C6 C5 C4 117.50(15) . . ?
C6 C5 H5 121.5 . . ?
C4 C5 H5 120.9 . . ?
N1 C6 C5 123.31(15) . . ?
N1 C6 H6 114.3 . . ?
C5 C6 H6 122.3 . . ?
C2 N7 C8 129.06(12) . . ?
C2 N7 H7 113.3 . . ?
C8 N7 H7 117.3 . . ?
C9 C8 C11 119.50(13) . . ?
C9 C8 N7 117.35(12) . . ?
C11 C8 N7 123.02(14) . . ?
C10 C9 C8 119.25(14) . . ?
C10 C9 H9 121.3 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C9 121.9(2) . 4_575 ?
C9 C10 H10 119.0 . . ?
C9 C10 H10 119.0 4_575 . ?
C8 C11 C8 120.51(18) . 4_575 ?
C8 C11 H11 119.6 . . ?
C8 C11 H11 119.6 4_575 . ?
C1A O1A H1O 108.1(14) . . ?
O2A C1A O1A 123.36(14) . . ?
O2A C1A C2A 124.07(14) . . ?
O1A C1A C2A 112.57(13) . . ?
C1A C2A C2A 113.21(16) . 3_566 ?
C1A C2A H22A 107.7 . . ?
C2A C2A H22A 111.1 3_566 . ?
C1A C2A H21A 107.4 . . ?
C2A C2A H21A 110.3 3_566 . ?
H22A C2A H21A 106.9 . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        65.07
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.166
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.039

#===END

data_1tere

_database_code_CSD 191440

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,3-diaminobenzene 1,4-benzeneicarboxylic acid 2:1
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H14 N4, C4H3O2'
_chemical_formula_sum            'C20 H17 N4 O2'
_chemical_formula_weight         345.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   10.268(2)
_cell_length_b                   15.529(3)
_cell_length_c                   11.158(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.47(3)
_cell_angle_gamma                90.00
_cell_volume                     1714.7(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             724
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

_diffrn_ambient_temperature      294(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            12805
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0146
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.55
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3016
_reflns_number_gt                2463
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.163, 2000'
_computing_cell_refinement       'KM4RED, Version 1.163, 2000'
_computing_data_reduction        'KM4RED, Version 1.163, 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0825P)^2^+0.0970P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap, geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.007(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3016
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.1235
_refine_ls_wR_factor_gt          0.1168
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_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 0.89699(11) 0.21848(7) 0.85277(11) 0.0403(3) Uani 1 1 d . . .
H1 H 0.920(2) 0.2677(13) 0.8084(18) 0.079(6) Uiso 1 1 d . . .
C2 C 0.76688(13) 0.19871(8) 0.84376(13) 0.0399(3) Uani 1 1 d . . .
C3 C 0.74041(15) 0.13407(10) 0.92272(15) 0.0511(4) Uani 1 1 d . . .
H3 H 0.6474 0.1205 0.9153 0.061(5) Uiso 1 1 d R . .
C4 C 0.84603(15) 0.09261(11) 1.00119(16) 0.0588(4) Uani 1 1 d . . .
H4 H 0.8313 0.0499 1.0584 0.080(6) Uiso 1 1 d R . .
C5 C 0.97959(15) 0.11311(10) 1.00524(15) 0.0520(4) Uani 1 1 d . . .
H5 H 1.0565 0.0851 1.0591 0.059(4) Uiso 1 1 d R . .
C6 C 1.00140(14) 0.17684(9) 0.93074(13) 0.0442(3) Uani 1 1 d . . .
H6 H 1.0892 0.1968 0.9286 0.045(4) Uiso 1 1 d R . .
N7 N 0.67252(11) 0.24230(8) 0.75990(12) 0.0511(3) Uani 1 1 d . . .
H7 H 0.7000 0.2774 0.7002 0.070(5) Uiso 1 1 d R . .
C8 C 0.52970(13) 0.23474(9) 0.74615(13) 0.0444(4) Uani 1 1 d . . .
C9 C 0.47165(14) 0.28585(9) 0.82038(13) 0.0447(4) Uani 1 1 d . . .
H9 H 0.5258 0.3222 0.8841 0.056(4) Uiso 1 1 d R . .
C10 C 0.33202(13) 0.28610(9) 0.80015(13) 0.0421(3) Uani 1 1 d . . .
C11 C 0.25378(14) 0.23393(9) 0.70652(14) 0.0481(4) Uani 1 1 d . . .
H11 H 0.1570 0.2346 0.6887 0.052(4) Uiso 1 1 d R . .
C12 C 0.31370(15) 0.18222(10) 0.63626(15) 0.0542(4) Uani 1 1 d . . .
H12 H 0.2561 0.1475 0.5725 0.065(5) Uiso 1 1 d R . .
C13 C 0.45244(15) 0.18206(10) 0.65531(15) 0.0523(4) Uani 1 1 d . . .
H13 H 0.4942 0.1456 0.6067 0.064(5) Uiso 1 1 d R . .
N14 N 0.26197(12) 0.33828(8) 0.86407(12) 0.0522(3) Uani 1 1 d . . .
H14 H 0.1677 0.3440 0.8221 0.065(5) Uiso 1 1 d R . .
C15 C 0.30797(15) 0.38809(9) 0.96940(14) 0.0492(4) Uani 1 1 d . . .
N16 N 0.43727(14) 0.38486(9) 1.03400(13) 0.0626(4) Uani 1 1 d . . .
C17 C 0.4749(2) 0.43557(13) 1.13446(16) 0.0757(6) Uani 1 1 d . . .
H17 H 0.5694 0.4344 1.1770 0.094(7) Uiso 1 1 d R . .
C18 C 0.3895(2) 0.48819(13) 1.17525(18) 0.0799(6) Uani 1 1 d . . .
H18 H 0.4256 0.5220 1.2486 0.095(7) Uiso 1 1 d R . .
C19 C 0.2551(2) 0.49051(12) 1.10903(18) 0.0769(6) Uani 1 1 d . . .
H19 H 0.1867 0.5246 1.1307 0.094(7) Uiso 1 1 d R . .
C20 C 0.21242(19) 0.44031(11) 1.00473(16) 0.0620(4) Uani 1 1 d . . .
H20 H 0.1200 0.4416 0.9559 0.077(6) Uiso 1 1 d R . .
O1A O 0.97557(10) 0.35588(7) 0.75380(10) 0.0535(3) Uani 1 1 d . . .
O2A O 0.78607(10) 0.34445(9) 0.60324(11) 0.0697(4) Uani 1 1 d . . .
C1A C 0.90024(12) 0.37460(9) 0.64719(13) 0.0421(3) Uani 1 1 d . . .
C2A C 0.95336(12) 0.43898(8) 0.57079(12) 0.0368(3) Uani 1 1 d . . .
C3A C 1.06059(13) 0.49334(8) 0.62635(13) 0.0395(3) Uani 1 1 d . . .
H3A H 1.0999 0.4901 0.7145 0.049(4) Uiso 1 1 d R . .
C4A C 0.89381(13) 0.44609(8) 0.44426(13) 0.0400(3) Uani 1 1 d . . .
H4A H 0.8224 0.4075 0.4043 0.053(4) Uiso 1 1 d 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
N1 0.0329(6) 0.0438(6) 0.0442(7) 0.0067(5) 0.0105(5) -0.0021(5)
C2 0.0334(7) 0.0423(7) 0.0447(8) 0.0027(6) 0.0118(6) -0.0014(5)
C3 0.0361(7) 0.0564(9) 0.0610(9) 0.0136(7) 0.0132(7) -0.0080(6)
C4 0.0491(9) 0.0593(9) 0.0648(10) 0.0239(8) 0.0096(8) -0.0081(7)
C5 0.0407(8) 0.0527(9) 0.0574(9) 0.0156(7) 0.0042(7) -0.0013(6)
C6 0.0348(7) 0.0478(8) 0.0483(8) 0.0046(6) 0.0083(6) -0.0012(6)
N7 0.0337(6) 0.0614(8) 0.0595(8) 0.0211(6) 0.0145(6) 0.0035(5)
C8 0.0339(7) 0.0490(8) 0.0497(8) 0.0137(6) 0.0098(6) 0.0021(6)
C9 0.0354(7) 0.0507(8) 0.0450(8) 0.0040(6) 0.0056(6) -0.0035(6)
C10 0.0354(7) 0.0462(8) 0.0434(8) 0.0046(6) 0.0083(6) 0.0010(6)
C11 0.0333(7) 0.0540(8) 0.0539(9) 0.0002(7) 0.0061(6) -0.0017(6)
C12 0.0456(8) 0.0582(9) 0.0550(9) -0.0087(7) 0.0069(7) -0.0047(7)
C13 0.0483(9) 0.0546(9) 0.0558(9) -0.0002(7) 0.0172(7) 0.0041(7)
N14 0.0360(7) 0.0656(8) 0.0530(7) -0.0076(6) 0.0085(6) 0.0020(6)
C15 0.0514(9) 0.0497(8) 0.0473(8) 0.0030(6) 0.0146(7) -0.0020(7)
N16 0.0559(9) 0.0713(9) 0.0540(8) -0.0082(7) 0.0034(7) -0.0014(7)
C17 0.0826(14) 0.0810(13) 0.0547(11) -0.0107(9) 0.0031(10) -0.0066(10)
C18 0.1113(18) 0.0737(13) 0.0521(11) -0.0122(9) 0.0171(11) -0.0063(12)
C19 0.1032(16) 0.0706(12) 0.0663(12) -0.0045(9) 0.0387(12) 0.0086(11)
C20 0.0674(11) 0.0642(10) 0.0595(10) 0.0011(8) 0.0256(9) 0.0066(8)
O1A 0.0372(6) 0.0643(7) 0.0558(6) 0.0230(5) 0.0069(5) -0.0068(4)
O2A 0.0369(6) 0.0951(9) 0.0702(8) 0.0352(7) 0.0024(5) -0.0200(5)
C1A 0.0286(7) 0.0465(7) 0.0513(8) 0.0129(6) 0.0111(6) 0.0026(5)
C2A 0.0286(6) 0.0377(7) 0.0460(8) 0.0066(6) 0.0135(5) 0.0048(5)
C3A 0.0341(7) 0.0446(7) 0.0393(7) 0.0057(6) 0.0092(5) 0.0019(5)
C4A 0.0323(7) 0.0402(7) 0.0469(8) 0.0027(6) 0.0094(6) -0.0016(5)

_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 C2 1.3483(16) . ?
N1 C6 1.3515(17) . ?
C2 N7 1.3376(18) . ?
C2 C3 1.4090(19) . ?
C3 C4 1.360(2) . ?
C4 C5 1.397(2) . ?
C5 C6 1.349(2) . ?
N7 C8 1.4380(17) . ?
C8 C13 1.377(2) . ?
C8 C9 1.391(2) . ?
C9 C10 1.3906(19) . ?
C10 C11 1.395(2) . ?
C10 N14 1.3987(18) . ?
C11 C12 1.377(2) . ?
C12 C13 1.383(2) . ?
N14 C15 1.3808(19) . ?
C15 N16 1.332(2) . ?
C15 C20 1.408(2) . ?
N16 C17 1.340(2) . ?
C17 C18 1.362(3) . ?
C18 C19 1.382(3) . ?
C19 C20 1.372(3) . ?
O1A C1A 1.2677(17) . ?
O2A C1A 1.2358(17) . ?
C1A C2A 1.5072(18) . ?
C2A C4A 1.3853(19) . ?
C2A C3A 1.3947(19) . ?
C3A C4A 1.3862(18) 3_766 ?
C4A C3A 1.3862(18) 3_766 ?

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
C2 N1 C6 122.62(12) . . ?
N7 C2 N1 117.09(12) . . ?
N7 C2 C3 125.00(12) . . ?
N1 C2 C3 117.92(13) . . ?
C4 C3 C2 119.08(13) . . ?
C3 C4 C5 121.34(14) . . ?
C6 C5 C4 118.05(14) . . ?
C5 C6 N1 120.93(13) . . ?
C2 N7 C8 124.13(11) . . ?
C13 C8 C9 121.53(13) . . ?
C13 C8 N7 119.86(13) . . ?
C9 C8 N7 118.47(13) . . ?
C10 C9 C8 119.47(13) . . ?
C9 C10 C11 118.88(13) . . ?
C9 C10 N14 124.54(13) . . ?
C11 C10 N14 116.52(12) . . ?
C12 C11 C10 120.64(13) . . ?
C11 C12 C13 120.79(14) . . ?
C8 C13 C12 118.65(14) . . ?
C15 N14 C10 130.76(13) . . ?
N16 C15 N14 120.31(14) . . ?
N16 C15 C20 122.60(15) . . ?
N14 C15 C20 117.08(14) . . ?
C15 N16 C17 116.99(16) . . ?
N16 C17 C18 124.4(2) . . ?
C17 C18 C19 118.49(18) . . ?
C20 C19 C18 119.09(19) . . ?
C19 C20 C15 118.44(18) . . ?
O2A C1A O1A 124.21(12) . . ?
O2A C1A C2A 118.36(12) . . ?
O1A C1A C2A 117.42(11) . . ?
C4A C2A C3A 119.10(12) . . ?
C4A C2A C1A 120.09(12) . . ?
C3A C2A C1A 120.79(12) . . ?
C4A C3A C2A 120.29(13) 3_766 . ?
C2A C4A C3A 120.61(12) . 3_766 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.035

#===END

data_2diph

_database_code_CSD 191441

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,4-diaminobenzene 2,2'-biphenyldicarboxylic acid co-crystal
;
_chemical_name_common            ?
_chemical_melting_point          216
_chemical_formula_moiety         'C16H14N4, C14H10O4'
_chemical_formula_sum            'C30 H24 N4 O4'
_chemical_formula_weight         504.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbcn

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

_cell_length_a                   9.117(2)
_cell_length_b                   14.433(4)
_cell_length_c                   19.312(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2541.2(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    34
_cell_measurement_theta_min      7
_cell_measurement_theta_max      14

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'KM-4 four-circle diffractometer'
_diffrn_measurement_method       '\w/2\q scan'
_diffrn_standards_number         3
_diffrn_standards_interval_count 100
_diffrn_standards_decay_%        <1.5
_diffrn_reflns_number            2258
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0571
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         25.06
_reflns_number_total             2258
_reflns_number_gt                1208
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Kuma KM-4 sofware (Kuma Diffraction, 1991)'
_computing_cell_refinement       'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_data_reduction        'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0586P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   dimap,geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0095(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2258
_refine_ls_number_parameters     197
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1369
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.0977
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_restrained_S_all      0.981
_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 -0.80616(18) -0.23704(12) 0.37850(10) 0.0550(5) Uani 1 1 d . . .
C2 C -0.7815(2) -0.16667(15) 0.42167(12) 0.0540(6) Uani 1 1 d . . .
C3 C -0.8981(2) -0.11778(17) 0.45110(14) 0.0679(7) Uani 1 1 d . . .
H3 H -0.8774 -0.0684 0.4829 0.098(9) Uiso 1 1 d R . .
C4 C -1.0374(3) -0.13947(18) 0.43109(16) 0.0788(8) Uani 1 1 d . . .
H4 H -1.1206 -0.1060 0.4485 0.115(10) Uiso 1 1 d R . .
C5 C -1.0625(3) -0.20971(17) 0.38504(16) 0.0793(8) Uani 1 1 d . . .
H5 H -1.1541 -0.2304 0.3660 0.086(8) Uiso 1 1 d R . .
C6 C -0.9453(3) -0.25735(17) 0.36129(14) 0.0684(7) Uani 1 1 d . . .
H6 H -0.9480 -0.3070 0.3283 0.089(9) Uiso 1 1 d R . .
C8 C -0.5737(2) -0.07363(14) 0.46874(11) 0.0475(5) Uani 1 1 d . . .
C10 C -0.6281(2) 0.01551(14) 0.46422(11) 0.0537(6) Uani 1 1 d . . .
H10 H -0.7146 0.0273 0.4373 0.077(7) Uiso 1 1 d R . .
C9 C -0.4442(2) -0.08785(15) 0.50460(10) 0.0508(5) Uani 1 1 d . . .
H9 H -0.4061 -0.1498 0.5069 0.045(5) Uiso 1 1 d R . .
N7 N -0.63698(17) -0.15036(12) 0.43526(10) 0.0605(5) Uani 1 1 d . . .
H7 H -0.5680 -0.1980 0.4233 0.072(7) Uiso 1 1 d R . .
O1A O -0.6227(2) -0.3623(3) 0.3370(2) 0.0784(13) Uani 0.898(10) 1 d P . .
H1OA H -0.681(3) -0.2970(19) 0.3504(14) 0.110(9) Uiso 1 1 d . . .
O2A O -0.4334(3) -0.2834(3) 0.3772(3) 0.0923(13) Uani 0.898(10) 1 d P . .
O1A' O -0.587(2) -0.3232(14) 0.3093(8) 0.038(6) Uiso 0.102(10) 1 d P . .
O2A' O -0.470(3) -0.3195(16) 0.4023(10) 0.057(7) Uiso 0.102(10) 1 d P . .
C1A C -0.42737(19) -0.48587(13) 0.26712(11) 0.0460(5) Uani 1 1 d . . .
C2A C -0.3860(2) -0.42437(13) 0.31985(11) 0.0475(5) Uani 1 1 d . . .
C3A C -0.2470(2) -0.43313(16) 0.34883(12) 0.0604(6) Uani 1 1 d . . .
H3A H -0.2237 -0.3913 0.3859 0.063(7) Uiso 1 1 d R . .
C4A C -0.1522(2) -0.50041(17) 0.32819(14) 0.0714(7) Uani 1 1 d . . .
H4A H -0.0528 -0.5045 0.3443 0.079(7) Uiso 1 1 d R . .
C5A C -0.1930(2) -0.56164(17) 0.27790(14) 0.0699(7) Uani 1 1 d . . .
H5A H -0.1296 -0.6104 0.2622 0.088(8) Uiso 1 1 d R . .
C6A C -0.3303(2) -0.55421(15) 0.24826(13) 0.0605(6) Uani 1 1 d . . .
H6A H -0.3596 -0.5980 0.2135 0.079(8) Uiso 1 1 d R . .
C7A C -0.4818(2) -0.35039(16) 0.34668(12) 0.0555(6) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0450(10) 0.0503(10) 0.0698(12) 0.0014(9) -0.0078(9) -0.0052(8)
C2 0.0450(13) 0.0515(12) 0.0655(14) 0.0061(12) 0.0002(10) -0.0022(10)
C3 0.0431(13) 0.0683(15) 0.0922(19) -0.0065(14) 0.0081(12) -0.0018(11)
C4 0.0476(14) 0.0702(17) 0.119(2) 0.0051(17) 0.0086(14) 0.0007(13)
C5 0.0436(14) 0.0666(16) 0.128(2) 0.0141(17) -0.0182(15) -0.0089(13)
C6 0.0542(15) 0.0599(15) 0.0910(19) 0.0060(14) -0.0163(13) -0.0112(12)
C8 0.0395(11) 0.0515(13) 0.0516(12) -0.0055(10) 0.0046(10) 0.0011(10)
C10 0.0408(11) 0.0632(14) 0.0570(13) -0.0019(11) -0.0025(10) 0.0054(11)
C9 0.0429(10) 0.0493(13) 0.0601(14) -0.0026(11) 0.0043(10) 0.0033(9)
N7 0.0372(10) 0.0596(11) 0.0848(14) -0.0191(11) -0.0048(9) -0.0004(9)
O1A 0.0420(11) 0.074(2) 0.120(3) -0.038(2) -0.0038(12) -0.0055(11)
O2A 0.0526(13) 0.083(2) 0.141(3) -0.053(2) -0.0044(15) -0.0118(12)
C1A 0.0374(10) 0.0463(10) 0.0544(12) 0.0052(10) -0.0066(10) -0.0013(9)
C2A 0.0411(11) 0.0496(12) 0.0520(12) 0.0026(10) -0.0073(9) -0.0043(9)
C3A 0.0500(12) 0.0654(14) 0.0659(15) -0.0001(13) -0.0179(11) -0.0052(12)
C4A 0.0406(12) 0.0824(17) 0.0912(19) 0.0104(15) -0.0230(13) 0.0018(13)
C5A 0.0420(12) 0.0697(15) 0.098(2) -0.0030(15) -0.0072(13) 0.0083(13)
C6A 0.0429(11) 0.0579(13) 0.0806(15) -0.0084(13) -0.0062(11) 0.0077(11)
C7A 0.0497(13) 0.0579(14) 0.0588(14) -0.0076(12) -0.0069(11) -0.0059(12)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.333(3) . ?
N1 C6 1.344(3) . ?
C2 N7 1.364(2) . ?
C2 C3 1.397(3) . ?
C3 C4 1.364(3) . ?
C4 C5 1.368(4) . ?
C5 C6 1.351(3) . ?
C8 C10 1.382(3) . ?
C8 C9 1.384(3) . ?
C8 N7 1.406(3) . ?
C10 C9 1.374(3) 5_456 ?
C9 C10 1.374(3) 5_456 ?
O1A O1A' 0.84(2) . ?
O1A C7A 1.310(3) . ?
O2A O2A' 0.78(2) . ?
O2A C7A 1.215(3) . ?
O1A' C7A 1.266(14) . ?
O2A' C7A 1.17(2) . ?
C1A C6A 1.374(3) . ?
C1A C2A 1.402(3) . ?
C1A C1A 1.480(4) 3_455 ?
C2A C3A 1.391(3) . ?
C2A C7A 1.473(3) . ?
C3A C4A 1.359(3) . ?
C4A C5A 1.365(3) . ?
C5A C6A 1.380(3) . ?

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
C2 N1 C6 118.7(2) . . ?
N1 C2 N7 114.52(19) . . ?
N1 C2 C3 120.72(19) . . ?
N7 C2 C3 124.7(2) . . ?
C4 C3 C2 118.5(2) . . ?
C3 C4 C5 120.7(2) . . ?
C6 C5 C4 117.8(2) . . ?
N1 C6 C5 123.5(2) . . ?
C10 C8 C9 118.41(19) . . ?
C10 C8 N7 123.86(19) . . ?
C9 C8 N7 117.59(18) . . ?
C9 C10 C8 120.5(2) 5_456 . ?
C10 C9 C8 121.1(2) 5_456 . ?
C2 N7 C8 128.36(18) . . ?
O1A' O1A C7A 68.1(10) . . ?
O2A' O2A C7A 67.6(16) . . ?
O1A O1A' C7A 73.8(11) . . ?
O2A O2A' C7A 74.0(15) . . ?
C6A C1A C2A 118.27(18) . . ?
C6A C1A C1A 117.23(18) . 3_455 ?
C2A C1A C1A 124.39(17) . 3_455 ?
C3A C2A C1A 118.65(19) . . ?
C3A C2A C7A 117.65(19) . . ?
C1A C2A C7A 123.70(17) . . ?
C4A C3A C2A 121.7(2) . . ?
C3A C4A C5A 119.9(2) . . ?
C4A C5A C6A 119.5(2) . . ?
C1A C6A C5A 122.0(2) . . ?
O2A' C7A O2A 38.4(11) . . ?
O2A' C7A O1A' 118.5(11) . . ?
O2A C7A O1A' 107.8(8) . . ?
O2A' C7A O1A 105.8(12) . . ?
O2A C7A O1A 121.9(2) . . ?
O1A' C7A O1A 38.1(10) . . ?
O2A' C7A C2A 123.0(9) . . ?
O2A C7A C2A 122.2(2) . . ?
O1A' C7A C2A 118.3(6) . . ?
O1A C7A C2A 115.9(2) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.06
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.142
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.037

#===END

data_2mal

_database_code_CSD 191442

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,4-diaminobenzene malonic acid co-crystal
;
_chemical_name_common            ?
_chemical_melting_point          198-199
_chemical_formula_moiety         'C16 H14 N4, C3H4O4'
_chemical_formula_sum            'C19 H18 N4 O4'
_chemical_formula_weight         366.37

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   17.290(2)
_cell_length_b                   4.0427(5)
_cell_length_c                   24.720(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.121(11)
_cell_angle_gamma                90.00
_cell_volume                     1725.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    27
_cell_measurement_theta_min      8
_cell_measurement_theta_max      25

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    0.841
_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     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'KM-4 four-circle diffractometer'
_diffrn_measurement_method       '\w/2\q scan'
_diffrn_standards_number         3
_diffrn_standards_interval_count 100
_diffrn_standards_decay_%        <1.5
_diffrn_reflns_number            2040
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.58
_diffrn_reflns_theta_max         64.97
_reflns_number_total             1374
_reflns_number_gt                987
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Kuma KM-4 sofware (Kuma Diffraction, 1991)'
_computing_cell_refinement       'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_data_reduction        'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0485P)^2^+0.8756P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap and geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0051(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         1374
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0986
_refine_ls_wR_factor_gt          0.0871
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.69105(9) 0.2358(5) 0.65532(6) 0.0430(5) Uani 1 1 d . . .
H1N H 0.6538(17) 0.375(8) 0.6835(12) 0.104(10) Uiso 1 1 d . . .
C2 C 0.66350(10) 0.1159(5) 0.60696(7) 0.0386(5) Uani 1 1 d . . .
C3 C 0.71266(11) -0.0657(6) 0.57507(8) 0.0465(5) Uani 1 1 d . . .
H3 H 0.6935 -0.1594 0.5413 0.064(7) Uiso 1 1 d R . .
C4 C 0.78782(12) -0.1184(6) 0.59354(9) 0.0542(6) Uani 1 1 d . . .
H4 H 0.8191 -0.2441 0.5700 0.062(7) Uiso 1 1 d R . .
C5 C 0.81508(12) 0.0074(7) 0.64317(10) 0.0584(7) Uani 1 1 d . . .
H5 H 0.8674 -0.0259 0.6572 0.073(7) Uiso 1 1 d R . .
C6 C 0.76508(11) 0.1792(6) 0.67268(9) 0.0524(6) Uani 1 1 d . . .
H6 H 0.7781 0.2796 0.7072 0.062(7) Uiso 1 1 d R . .
N7 N 0.58814(8) 0.1822(5) 0.59411(6) 0.0458(5) Uani 1 1 d . . .
H7 H 0.5598 0.2748 0.6228 0.061(7) Uiso 1 1 d R . .
C8 C 0.54527(10) 0.0841(5) 0.54616(7) 0.0377(5) Uani 1 1 d . . .
C9 C 0.47462(10) -0.0695(5) 0.55073(7) 0.0406(5) Uani 1 1 d . . .
H9 H 0.4584 -0.1185 0.5864 0.049(6) Uiso 1 1 d R . .
C10 C 0.57036(10) 0.1539(5) 0.49513(7) 0.0414(5) Uani 1 1 d . . .
H10 H 0.6183 0.2689 0.4913 0.051(6) Uiso 1 1 d R . .
C1A C 0.54187(11) 0.6301(5) 0.71090(7) 0.0408(5) Uani 1 1 d . . .
C2A C 0.5000 0.8433(8) 0.7500 0.0463(7) Uani 1 2 d S . .
O2A O 0.50602(8) 0.5051(4) 0.67170(6) 0.0562(5) Uani 1 1 d . . .
O1A O 0.61439(8) 0.5904(5) 0.72114(6) 0.0614(5) Uani 1 1 d . . .
H2A H 0.4614 0.9671 0.7292 0.061(7) Uiso 1 1 d 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
N1 0.0343(8) 0.0600(11) 0.0340(9) 0.0015(8) -0.0031(6) -0.0017(8)
C2 0.0314(9) 0.0509(13) 0.0331(10) 0.0051(9) -0.0012(8) -0.0031(9)
C3 0.0382(11) 0.0581(14) 0.0434(11) -0.0004(11) 0.0019(9) 0.0054(10)
C4 0.0412(11) 0.0645(15) 0.0571(14) 0.0071(12) 0.0069(10) 0.0091(11)
C5 0.0334(11) 0.0768(17) 0.0641(15) 0.0118(13) -0.0063(10) 0.0028(11)
C6 0.0379(11) 0.0714(16) 0.0466(13) 0.0062(12) -0.0091(9) -0.0045(11)
N7 0.0310(8) 0.0729(13) 0.0328(9) -0.0113(9) -0.0039(6) 0.0060(8)
C8 0.0295(9) 0.0489(12) 0.0345(10) -0.0047(9) -0.0020(7) 0.0068(8)
C9 0.0354(10) 0.0566(13) 0.0298(10) 0.0034(9) 0.0029(8) 0.0046(9)
C10 0.0299(10) 0.0543(13) 0.0401(11) 0.0008(10) 0.0018(8) -0.0033(9)
C1A 0.0414(11) 0.0496(12) 0.0313(10) 0.0058(9) 0.0007(8) -0.0070(9)
C2A 0.0537(17) 0.0435(17) 0.0420(16) 0.000 0.0040(13) 0.000
O2A 0.0395(8) 0.0856(12) 0.0432(8) -0.0143(8) -0.0010(6) 0.0025(8)
O1A 0.0404(8) 0.0912(13) 0.0517(9) -0.0172(9) -0.0070(6) 0.0015(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
N1 C6 1.347(2) . ?
N1 C2 1.352(2) . ?
N1 H1N 1.12(3) . ?
C2 N7 1.351(2) . ?
C2 C3 1.398(3) . ?
C3 C4 1.370(3) . ?
C3 H3 0.9599 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9599 . ?
C5 C6 1.353(3) . ?
C5 H5 0.9596 . ?
C6 H6 0.9598 . ?
N7 C8 1.420(2) . ?
N7 H7 0.9599 . ?
C8 C9 1.381(3) . ?
C8 C10 1.385(3) . ?
C9 C10 1.382(2) 5_656 ?
C9 H9 0.9599 . ?
C10 C9 1.382(2) 5_656 ?
C10 H10 0.9599 . ?
C1A O2A 1.230(2) . ?
C1A O1A 1.276(2) . ?
C1A C2A 1.509(3) . ?
C2A C1A 1.509(3) 2_656 ?
C2A H2A 0.9606 . ?
O1A H1N 1.47(3) . ?

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 120.23(19) . . ?
C6 N1 H1N 117.0(14) . . ?
C2 N1 H1N 122.7(14) . . ?
N7 C2 N1 115.18(17) . . ?
N7 C2 C3 125.43(17) . . ?
N1 C2 C3 119.39(17) . . ?
C4 C3 C2 119.2(2) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 120.5(2) . . ?
C3 C4 H4 115.8 . . ?
C5 C4 H4 123.6 . . ?
C6 C5 C4 117.97(19) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 122.4 . . ?
N1 C6 C5 122.6(2) . . ?
N1 C6 H6 112.6 . . ?
C5 C6 H6 124.7 . . ?
C2 N7 C8 126.42(17) . . ?
C2 N7 H7 115.4 . . ?
C8 N7 H7 117.5 . . ?
C9 C8 C10 119.24(17) . . ?
C9 C8 N7 118.78(17) . . ?
C10 C8 N7 121.89(17) . . ?
C8 C9 C10 120.32(18) . 5_656 ?
C8 C9 H9 118.1 . . ?
C10 C9 H9 121.5 5_656 . ?
C9 C10 C8 120.44(18) 5_656 . ?
C9 C10 H10 119.3 5_656 . ?
C8 C10 H10 120.2 . . ?
O2A C1A O1A 123.53(19) . . ?
O2A C1A C2A 120.02(15) . . ?
O1A C1A C2A 116.45(15) . . ?
C1A C2A C1A 110.3(2) 2_656 . ?
C1A C2A H2A 107.3 2_656 . ?
C1A C2A H2A 107.3 . . ?
C1A O1A H1N 115.7(11) . . ?

_diffrn_measured_fraction_theta_max 0.927
_diffrn_reflns_theta_full        64.97
_diffrn_measured_fraction_theta_full 0.927
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.044

#===END

data_2seb

_database_code_CSD 191443

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,4-diaminobenzene sebacic acid 
;
_chemical_name_common            ?
_chemical_melting_point          185-186
_chemical_formula_moiety         'C16H14N4, C10H18O4'
_chemical_formula_sum            'C26 H32 N4 O4'
_chemical_formula_weight         464.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4312(9)
_cell_length_b                   10.1438(12)
_cell_length_c                   15.0064(15)
_cell_angle_alpha                85.842(9)
_cell_angle_beta                 73.025(9)
_cell_angle_gamma                78.006(9)
_cell_volume                     1200.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
? 
;

_diffrn_ambient_temperature      294(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            9211
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_sigmaI/netI    0.1268
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.48
_diffrn_reflns_theta_max         25.03
_reflns_number_total             4194
_reflns_number_gt                1591
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.163, 2000'
_computing_cell_refinement       'KM4RED, Version 1.163, 2000'
_computing_data_reduction        'KM4RED, Version 1.163, 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0465P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap, geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4194
_refine_ls_number_parameters     315
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1829
_refine_ls_R_factor_gt           0.0565
_refine_ls_wR_factor_ref         0.1302
_refine_ls_wR_factor_gt          0.1004
_refine_ls_goodness_of_fit_ref   0.864
_refine_ls_restrained_S_all      0.864
_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
O1 O 0.4820(3) 0.2565(3) -0.66383(19) 0.0750(9) Uani 1 1 d . . .
H1O H 0.463(5) 0.328(5) -0.711(3) 0.139(18) Uiso 1 1 d . . .
O2 O 0.7585(3) 0.2264(2) -0.72865(16) 0.0631(8) Uani 1 1 d . . .
O3 O 1.5058(3) -0.7673(3) -0.34991(17) 0.0691(8) Uani 1 1 d . . .
H3O H 1.511(5) -0.849(5) -0.294(3) 0.141(17) Uiso 1 1 d . . .
O4 O 1.2364(3) -0.7112(2) -0.26785(16) 0.0622(7) Uani 1 1 d . . .
C1 C 0.6390(5) 0.1933(3) -0.6724(2) 0.0469(9) Uani 1 1 d . . .
C2 C 0.6479(4) 0.0796(3) -0.6030(2) 0.0521(10) Uani 1 1 d . . .
H2A H 0.6041 0.1168 -0.5416 0.063 Uiso 1 1 d R . .
H2B H 0.5757 0.0209 -0.6088 0.063 Uiso 1 1 d R . .
C3 C 0.8228(4) -0.0036(3) -0.6122(2) 0.0454(9) Uani 1 1 d . . .
H3A H 0.8636 -0.0477 -0.6714 0.054 Uiso 1 1 d R . .
H3B H 0.8977 0.0552 -0.6109 0.054 Uiso 1 1 d R . .
C4 C 0.8236(4) -0.1078(3) -0.5343(2) 0.0473(9) Uani 1 1 d . . .
H4A H 0.7488 -0.1663 -0.5364 0.057 Uiso 1 1 d R . .
H4B H 0.7799 -0.0629 -0.4754 0.057 Uiso 1 1 d R . .
C5 C 0.9960(4) -0.1939(3) -0.5391(2) 0.0470(9) Uani 1 1 d . . .
H5A H 1.0398 -0.2393 -0.5978 0.056 Uiso 1 1 d R . .
H5B H 1.0712 -0.1356 -0.5370 0.056 Uiso 1 1 d R . .
C6 C 0.9956(4) -0.2973(3) -0.4608(2) 0.0473(9) Uani 1 1 d . . .
H6A H 0.9553 -0.2520 -0.4021 0.057 Uiso 1 1 d R . .
H6B H 0.9183 -0.3543 -0.4618 0.057 Uiso 1 1 d R . .
C7 C 1.1680(4) -0.3847(3) -0.4676(2) 0.0483(9) Uani 1 1 d . . .
H7A H 1.2080 -0.4295 -0.5265 0.058 Uiso 1 1 d R . .
H7B H 1.2449 -0.3273 -0.4669 0.058 Uiso 1 1 d R . .
C8 C 1.1711(4) -0.4912(3) -0.3910(2) 0.0481(9) Uani 1 1 d . . .
H8A H 1.1317 -0.4469 -0.3319 0.058 Uiso 1 1 d R . .
H8B H 1.0946 -0.5491 -0.3916 0.058 Uiso 1 1 d R . .
C9 C 1.3452(4) -0.5758(3) -0.4004(2) 0.0520(10) Uani 1 1 d . . .
H9A H 1.3882 -0.6112 -0.4624 0.062 Uiso 1 1 d R . .
H9B H 1.4180 -0.5178 -0.3944 0.062 Uiso 1 1 d R . .
C10 C 1.3562(5) -0.6911(3) -0.3330(2) 0.0483(9) Uani 1 1 d . . .
N1A N 1.5561(3) -0.9638(3) -0.23232(18) 0.0463(7) Uani 1 1 d . . .
C2A C 1.4513(4) -1.0077(3) -0.1559(2) 0.0443(9) Uani 1 1 d . . .
C3A C 1.5144(5) -1.1015(3) -0.0959(2) 0.0654(11) Uani 1 1 d . . .
H3AA H 1.4394 -1.1321 -0.0406 0.079 Uiso 1 1 d R . .
C4A C 1.6835(5) -1.1479(4) -0.1171(3) 0.0752(12) Uani 1 1 d . . .
H4AA H 1.7269 -1.2133 -0.0762 0.090 Uiso 1 1 d R . .
C5A C 1.7937(5) -1.1061(4) -0.1962(3) 0.0676(11) Uani 1 1 d . . .
H5AA H 1.9135 -1.1391 -0.2110 0.081 Uiso 1 1 d R . .
C6A C 1.7224(5) -1.0138(3) -0.2502(2) 0.0593(10) Uani 1 1 d . . .
H6AA H 1.7957 -0.9827 -0.3060 0.071 Uiso 1 1 d R . .
N7A N 1.2839(3) -0.9481(3) -0.14201(18) 0.0526(8) Uani 1 1 d . . .
H7AN H 1.2596 -0.8671 -0.1768 0.063 Uiso 1 1 d R . .
C8A C 1.1442(4) -0.9767(3) -0.0697(2) 0.0427(9) Uani 1 1 d . . .
C9A C 1.0181(4) -0.8704(3) -0.0274(2) 0.0484(9) Uani 1 1 d . . .
H9A' H 1.0465 -0.7839 -0.0465 0.058 Uiso 1 1 d R . .
C10A C 1.1236(4) -1.1064(3) -0.0422(2) 0.0517(9) Uani 1 1 d . . .
H10A H 1.2049 -1.1853 -0.0678 0.062 Uiso 1 1 d R . .
N1B N 0.4368(4) 0.4654(3) -0.77645(19) 0.0489(7) Uani 1 1 d . . .
C2B C 0.5497(4) 0.5220(3) -0.8414(2) 0.0397(8) Uani 1 1 d . . .
C3B C 0.5007(4) 0.6456(3) -0.8828(2) 0.0546(10) Uani 1 1 d . . .
H3BA H 0.5828 0.6878 -0.9275 0.066 Uiso 1 1 d R . .
C4B C 0.3325(4) 0.7061(3) -0.8577(2) 0.0577(10) Uani 1 1 d . . .
H4BA H 0.2962 0.7905 -0.8860 0.069 Uiso 1 1 d R . .
C5B C 0.2149(4) 0.6454(4) -0.7926(2) 0.0567(10) Uani 1 1 d . . .
H5BA H 0.0972 0.6867 -0.7747 0.068 Uiso 1 1 d R . .
C6B C 0.2728(5) 0.5273(4) -0.7537(2) 0.0563(10) Uani 1 1 d . . .
H6BA H 0.1924 0.4839 -0.7088 0.068 Uiso 1 1 d R . .
N7B N 0.7133(3) 0.4527(2) -0.85924(17) 0.0487(8) Uani 1 1 d . . .
H7BN H 0.7304 0.3751 -0.8201 0.058 Uiso 1 1 d R . .
C8B C 0.8540(4) 0.4804(3) -0.9302(2) 0.0401(9) Uani 1 1 d . . .
C9B C 1.0071(4) 0.4684(3) -0.9109(2) 0.0483(9) Uani 1 1 d . . .
H9B' H 1.0110 0.4475 -0.8481 0.058 Uiso 1 1 d R . .
C10B C 0.8491(4) 0.5124(3) -1.0208(2) 0.0475(9) Uani 1 1 d . . .
H10B H 0.7420 0.5256 -1.0339 0.057 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0422(18) 0.0825(19) 0.084(2) 0.0467(17) -0.0103(15) -0.0038(14)
O2 0.0469(17) 0.0681(17) 0.0594(16) 0.0309(13) -0.0034(14) -0.0057(13)
O3 0.0415(17) 0.0773(18) 0.0646(18) 0.0328(15) 0.0014(13) 0.0061(14)
O4 0.0506(17) 0.0640(17) 0.0582(16) 0.0235(13) -0.0072(14) -0.0008(13)
C1 0.047(3) 0.045(2) 0.046(2) 0.0089(18) -0.015(2) -0.004(2)
C2 0.043(2) 0.056(2) 0.053(2) 0.0221(19) -0.0139(19) -0.0101(18)
C3 0.047(2) 0.045(2) 0.044(2) 0.0124(17) -0.0154(18) -0.0077(17)
C4 0.046(2) 0.050(2) 0.045(2) 0.0112(17) -0.0156(18) -0.0093(17)
C5 0.048(2) 0.049(2) 0.044(2) 0.0149(19) -0.0163(18) -0.0095(17)
C6 0.049(2) 0.044(2) 0.048(2) 0.0108(18) -0.0180(19) -0.0060(17)
C7 0.041(2) 0.051(2) 0.048(2) 0.0170(17) -0.0118(17) -0.0066(17)
C8 0.045(2) 0.050(2) 0.047(2) 0.0144(17) -0.0162(18) -0.0049(17)
C9 0.050(2) 0.051(2) 0.051(2) 0.0194(18) -0.0114(19) -0.0116(18)
C10 0.045(3) 0.057(2) 0.040(2) 0.0107(19) -0.009(2) -0.011(2)
N1A 0.0383(19) 0.0492(17) 0.0415(18) 0.0134(14) -0.0044(15) -0.0013(15)
C2A 0.037(2) 0.050(2) 0.043(2) 0.0096(18) -0.0113(19) -0.0039(17)
C3A 0.052(3) 0.075(3) 0.057(3) 0.038(2) -0.013(2) -0.003(2)
C4A 0.050(3) 0.089(3) 0.075(3) 0.036(2) -0.021(2) 0.003(2)
C5A 0.039(2) 0.078(3) 0.070(3) 0.023(2) -0.010(2) 0.005(2)
C6A 0.040(3) 0.071(3) 0.051(2) 0.013(2) -0.002(2) 0.004(2)
N7A 0.0360(19) 0.0542(18) 0.0543(19) 0.0247(14) -0.0046(16) 0.0001(15)
C8A 0.034(2) 0.047(2) 0.041(2) 0.0142(18) -0.0079(18) -0.0048(17)
C9A 0.044(2) 0.045(2) 0.051(2) 0.0094(17) -0.0094(18) -0.0050(17)
C10A 0.047(2) 0.042(2) 0.059(2) 0.0081(18) -0.0113(19) 0.0021(16)
N1B 0.037(2) 0.0573(18) 0.0468(19) 0.0141(15) -0.0079(16) -0.0077(15)
C2B 0.040(2) 0.040(2) 0.035(2) 0.0085(17) -0.0084(18) -0.0046(17)
C3B 0.042(2) 0.060(2) 0.049(2) 0.0136(19) -0.0027(18) -0.0035(18)
C4B 0.057(3) 0.058(2) 0.050(2) 0.0083(19) -0.015(2) 0.005(2)
C5B 0.040(2) 0.072(3) 0.046(2) 0.006(2) -0.0079(19) 0.0065(19)
C6B 0.038(2) 0.077(3) 0.047(2) 0.014(2) -0.0056(19) -0.010(2)
N7B 0.0348(18) 0.0494(17) 0.0481(18) 0.0228(14) -0.0022(15) 0.0005(14)
C8B 0.037(2) 0.038(2) 0.037(2) 0.0108(16) -0.0026(18) -0.0042(16)
C9B 0.046(2) 0.056(2) 0.038(2) 0.0101(16) -0.0099(18) -0.0044(17)
C10B 0.037(2) 0.054(2) 0.045(2) 0.0087(17) -0.0096(18) -0.0018(16)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.319(4) . ?
O1 H1O 0.99(5) . ?
O2 C1 1.201(4) . ?
O3 C10 1.300(4) . ?
O3 H3O 1.14(5) . ?
O4 C10 1.224(4) . ?
C1 C2 1.502(4) . ?
C2 C3 1.512(4) . ?
C2 H2A 0.9601 . ?
C2 H2B 0.9600 . ?
C3 C4 1.519(4) . ?
C3 H3A 0.9599 . ?
C3 H3B 0.9600 . ?
C4 C5 1.517(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C5 C6 1.517(4) . ?
C5 H5A 0.9601 . ?
C5 H5B 0.9601 . ?
C6 C7 1.516(4) . ?
C6 H6A 0.9601 . ?
C6 H6B 0.9600 . ?
C7 C8 1.522(4) . ?
C7 H7A 0.9599 . ?
C7 H7B 0.9601 . ?
C8 C9 1.512(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9601 . ?
C9 C10 1.496(4) . ?
C9 H9A 0.9601 . ?
C9 H9B 0.9600 . ?
N1A C2A 1.339(4) . ?
N1A C6A 1.341(4) . ?
N1A H3O 1.49(5) . ?
C2A N7A 1.375(4) . ?
C2A C3A 1.394(4) . ?
C3A C4A 1.354(4) . ?
C3A H3AA 0.9601 . ?
C4A C5A 1.377(5) . ?
C4A H4AA 0.9601 . ?
C5A C6A 1.356(4) . ?
C5A H5AA 0.9600 . ?
C6A H6AA 0.9600 . ?
N7A C8A 1.413(4) . ?
N7A H7AN 0.9599 . ?
C8A C10A 1.381(4) . ?
C8A C9A 1.387(4) . ?
C9A C10A 1.388(4) 2_735 ?
C9A H9A' 0.9600 . ?
C10A C9A 1.388(4) 2_735 ?
C10A H10A 0.9599 . ?
N1B C2B 1.338(4) . ?
N1B C6B 1.348(4) . ?
C2B N7B 1.370(4) . ?
C2B C3B 1.396(4) . ?
C3B C4B 1.375(4) . ?
C3B H3BA 0.9601 . ?
C4B C5B 1.384(4) . ?
C4B H4BA 0.9600 . ?
C5B C6B 1.355(4) . ?
C5B H5BA 0.9600 . ?
C6B H6BA 0.9601 . ?
N7B C8B 1.406(4) . ?
N7B H7BN 0.9600 . ?
C8B C9B 1.383(4) . ?
C8B C10B 1.386(4) . ?
C9B C10B 1.379(4) 2_763 ?
C9B H9B' 0.9600 . ?
C10B C9B 1.379(4) 2_763 ?
C10B H10B 0.9599 . ?

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
C1 O1 H1O 117(2) . . ?
C10 O3 H3O 111(2) . . ?
O2 C1 O1 122.8(3) . . ?
O2 C1 C2 125.3(3) . . ?
O1 C1 C2 111.9(3) . . ?
C1 C2 C3 115.2(3) . . ?
C1 C2 H2A 108.2 . . ?
C3 C2 H2A 108.4 . . ?
C1 C2 H2B 108.7 . . ?
C3 C2 H2B 108.5 . . ?
H2A C2 H2B 107.6 . . ?
C2 C3 C4 111.9(3) . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3A 109.8 . . ?
C2 C3 H3B 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 108.0 . . ?
C5 C4 C3 114.5(3) . . ?
C5 C4 H4A 108.3 . . ?
C3 C4 H4A 108.4 . . ?
C5 C4 H4B 108.8 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.6 . . ?
C6 C5 C4 114.1(2) . . ?
C6 C5 H5A 109.1 . . ?
C4 C5 H5A 109.0 . . ?
C6 C5 H5B 108.3 . . ?
C4 C5 H5B 108.4 . . ?
H5A C5 H5B 107.7 . . ?
C7 C6 C5 113.6(2) . . ?
C7 C6 H6A 108.7 . . ?
C5 C6 H6A 109.3 . . ?
C7 C6 H6B 108.8 . . ?
C5 C6 H6B 108.5 . . ?
H6A C6 H6B 107.8 . . ?
C6 C7 C8 114.8(3) . . ?
C6 C7 H7A 108.4 . . ?
C8 C7 H7A 108.3 . . ?
C6 C7 H7B 108.5 . . ?
C8 C7 H7B 109.0 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 C7 113.0(3) . . ?
C9 C8 H8A 108.8 . . ?
C7 C8 H8A 108.6 . . ?
C9 C8 H8B 109.2 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 107.8 . . ?
C10 C9 C8 116.3(3) . . ?
C10 C9 H9A 108.2 . . ?
C8 C9 H9A 107.9 . . ?
C10 C9 H9B 108.6 . . ?
C8 C9 H9B 108.2 . . ?
H9A C9 H9B 107.3 . . ?
O4 C10 O3 123.2(3) . . ?
O4 C10 C9 123.4(3) . . ?
O3 C10 C9 113.4(3) . . ?
C2A N1A C6A 118.3(3) . . ?
C2A N1A H3O 126.3(16) . . ?
C6A N1A H3O 114.7(15) . . ?
N1A C2A N7A 114.1(3) . . ?
N1A C2A C3A 120.6(3) . . ?
N7A C2A C3A 125.2(3) . . ?
C4A C3A C2A 118.6(3) . . ?
C4A C3A H3AA 120.8 . . ?
C2A C3A H3AA 120.6 . . ?
C3A C4A C5A 122.0(3) . . ?
C3A C4A H4AA 118.6 . . ?
C5A C4A H4AA 119.4 . . ?
C6A C5A C4A 115.8(3) . . ?
C6A C5A H5AA 122.4 . . ?
C4A C5A H5AA 121.8 . . ?
N1A C6A C5A 124.8(3) . . ?
N1A C6A H6AA 117.4 . . ?
C5A C6A H6AA 117.9 . . ?
C2A N7A C8A 127.2(3) . . ?
C2A N7A H7AN 117.2 . . ?
C8A N7A H7AN 114.5 . . ?
C10A C8A C9A 118.3(3) . . ?
C10A C8A N7A 122.8(3) . . ?
C9A C8A N7A 118.9(3) . . ?
C8A C9A C10A 121.0(3) . 2_735 ?
C8A C9A H9A' 113.0 . . ?
C10A C9A H9A' 125.7 2_735 . ?
C8A C10A C9A 120.7(3) . 2_735 ?
C8A C10A H10A 123.5 . . ?
C9A C10A H10A 115.7 2_735 . ?
C2B N1B C6B 118.9(3) . . ?
N1B C2B N7B 114.7(3) . . ?
N1B C2B C3B 121.0(3) . . ?
N7B C2B C3B 124.2(3) . . ?
C4B C3B C2B 118.5(3) . . ?
C4B C3B H3BA 120.7 . . ?
C2B C3B H3BA 120.7 . . ?
C3B C4B C5B 120.5(3) . . ?
C3B C4B H4BA 119.7 . . ?
C5B C4B H4BA 119.8 . . ?
C6B C5B C4B 117.5(3) . . ?
C6B C5B H5BA 121.3 . . ?
C4B C5B H5BA 121.1 . . ?
N1B C6B C5B 123.6(3) . . ?
N1B C6B H6BA 118.0 . . ?
C5B C6B H6BA 118.4 . . ?
C2B N7B C8B 126.9(3) . . ?
C2B N7B H7BN 115.2 . . ?
C8B N7B H7BN 117.8 . . ?
C9B C8B C10B 117.8(3) . . ?
C9B C8B N7B 119.2(3) . . ?
C10B C8B N7B 122.8(3) . . ?
C10B C9B C8B 121.5(3) 2_763 . ?
C10B C9B H9B' 120.3 2_763 . ?
C8B C9B H9B' 118.2 . . ?
C9B C10B C8B 120.7(3) 2_763 . ?
C9B C10B H10B 121.1 2_763 . ?
C8B C10B H10B 118.2 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.040

#===END

data_2sq

_database_code_CSD 191444

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-1,4-diaminobenzene squaric acid co-crystal 
;
_chemical_name_common            ?
_chemical_melting_point          284-285
_chemical_formula_moiety         'C16H14N4, C4H2O4'
_chemical_formula_sum            'C20 H16 N4 O4'
_chemical_formula_weight         376.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   3.8420(10)
_cell_length_b                   9.062(2)
_cell_length_c                   12.098(2)
_cell_angle_alpha                87.23(3)
_cell_angle_beta                 81.25(3)
_cell_angle_gamma                78.18(3)
_cell_volume                     407.41(15)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             196
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

_diffrn_ambient_temperature      100(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            3082
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1442
_reflns_number_gt                1154
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.163, 2000'
_computing_cell_refinement       'KM4RED, Version 1.163, 2000'
_computing_data_reduction        'KM4RED, Version 1.163, 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.0250P)^2^+0.4316P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1442
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0510
_refine_ls_wR_factor_ref         0.1074
_refine_ls_wR_factor_gt          0.0960
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.127
_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 0.1283(5) 0.6425(2) 0.18366(16) 0.0174(5) Uani 1 1 d . . .
H1 H -0.019(9) 0.706(4) 0.125(3) 0.049(9) Uiso 1 1 d . . .
C2 C 0.1701(6) 0.6981(3) 0.28216(19) 0.0161(5) Uani 1 1 d . . .
C3 C 0.3773(6) 0.6006(3) 0.3539(2) 0.0196(5) Uani 1 1 d . . .
H3 H 0.4233 0.6411 0.4209 0.012(6) Uiso 1 1 d R . .
C4 C 0.5269(6) 0.4551(3) 0.3229(2) 0.0213(6) Uani 1 1 d . . .
H4 H 0.6696 0.3902 0.3713 0.033(8) Uiso 1 1 d R . .
C5 C 0.4757(6) 0.4004(3) 0.2212(2) 0.0212(6) Uani 1 1 d . . .
H5 H 0.5836 0.2990 0.1991 0.022(7) Uiso 1 1 d R . .
C6 C 0.2771(7) 0.4982(3) 0.1536(2) 0.0211(6) Uani 1 1 d . . .
H6 H 0.2203 0.4707 0.0838 0.012(6) Uiso 1 1 d R . .
N7 N 0.0129(5) 0.8434(2) 0.30282(16) 0.0185(5) Uani 1 1 d . . .
H7 H -0.1021 0.9046 0.2465 0.038(8) Uiso 1 1 d R . .
C8 C 0.0121(6) 0.9186(3) 0.40398(19) 0.0161(5) Uani 1 1 d . . .
C9 C 0.1027(6) 1.0613(3) 0.3951(2) 0.0182(5) Uani 1 1 d . . .
H9 H 0.1726 1.1004 0.3217 0.032(8) Uiso 1 1 d R . .
C10 C -0.0908(6) 0.8592(3) 0.50871(19) 0.0186(5) Uani 1 1 d . . .
H10 H -0.1583 0.7626 0.5121 0.038(8) Uiso 1 1 d R . .
O1A O -0.2319(5) 0.75152(18) 0.02221(14) 0.0232(4) Uani 1 1 d . . .
O2A O -0.3227(4) 1.04898(18) 0.16546(13) 0.0211(4) Uani 1 1 d . . .
C1A C -0.3802(6) 0.8886(3) 0.00897(19) 0.0180(5) Uani 1 1 d . . .
C2A C -0.4218(6) 1.0232(3) 0.07447(19) 0.0182(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0208(10) 0.0154(10) 0.0166(11) -0.0009(8) -0.0032(9) -0.0045(8)
C2 0.0165(11) 0.0175(12) 0.0140(12) -0.0017(10) -0.0009(9) -0.0037(10)
C3 0.0204(12) 0.0224(13) 0.0167(12) -0.0023(10) -0.0039(10) -0.0044(10)
C4 0.0221(13) 0.0183(13) 0.0224(13) 0.0016(10) -0.0033(11) -0.0021(10)
C5 0.0230(13) 0.0162(12) 0.0226(13) -0.0024(10) 0.0003(10) -0.0021(10)
C6 0.0249(13) 0.0222(13) 0.0171(13) -0.0028(10) -0.0026(10) -0.0066(11)
N7 0.0241(11) 0.0160(10) 0.0150(10) -0.0020(8) -0.0067(9) 0.0003(8)
C8 0.0181(12) 0.0166(12) 0.0132(12) -0.0011(9) -0.0052(9) 0.0001(9)
C9 0.0196(12) 0.0186(12) 0.0154(12) 0.0009(10) -0.0028(10) -0.0014(10)
C10 0.0178(12) 0.0197(13) 0.0180(13) -0.0016(10) -0.0037(10) -0.0020(10)
O1A 0.0316(10) 0.0176(9) 0.0201(9) -0.0006(7) -0.0088(8) -0.0006(7)
O2A 0.0275(9) 0.0202(9) 0.0154(9) -0.0014(7) -0.0051(7) -0.0024(7)
C1A 0.0201(12) 0.0175(12) 0.0161(12) -0.0019(10) 0.0007(10) -0.0051(10)
C2A 0.0190(12) 0.0207(13) 0.0153(12) 0.0003(10) -0.0014(10) -0.0060(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
N1 C6 1.358(3) . ?
N1 C2 1.360(3) . ?
N1 H1 1.05(3) . ?
C2 N7 1.349(3) . ?
C2 C3 1.420(3) . ?
C3 C4 1.372(3) . ?
C3 H3 0.9600 . ?
C4 C5 1.404(3) . ?
C4 H4 0.9600 . ?
C5 C6 1.371(3) . ?
C5 H5 0.9600 . ?
C6 H6 0.9600 . ?
N7 C8 1.428(3) . ?
N7 H7 0.9600 . ?
C8 C10 1.386(3) . ?
C8 C9 1.401(3) . ?
C9 C10 1.389(3) 2_576 ?
C9 H9 0.9600 . ?
C10 C9 1.389(3) 2_576 ?
C10 H10 0.9600 . ?
O1A C1A 1.270(3) . ?
O2A C2A 1.265(3) . ?
C1A C2A 1.455(3) . ?
C1A C2A 1.464(3) 2_475 ?
C2A C1A 1.464(3) 2_475 ?

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 121.8(2) . . ?
C6 N1 H1 114.7(17) . . ?
C2 N1 H1 123.5(17) . . ?
N7 C2 N1 116.7(2) . . ?
N7 C2 C3 125.3(2) . . ?
N1 C2 C3 118.0(2) . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3 121.5 . . ?
C2 C3 H3 118.5 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 117.6(2) . . ?
C6 C5 H5 121.5 . . ?
C4 C5 H5 120.8 . . ?
N1 C6 C5 121.9(2) . . ?
N1 C6 H6 114.2 . . ?
C5 C6 H6 123.9 . . ?
C2 N7 C8 124.57(19) . . ?
C2 N7 H7 120.1 . . ?
C8 N7 H7 115.3 . . ?
C10 C8 C9 119.5(2) . . ?
C10 C8 N7 122.6(2) . . ?
C9 C8 N7 117.8(2) . . ?
C10 C9 C8 119.6(2) 2_576 . ?
C10 C9 H9 122.2 2_576 . ?
C8 C9 H9 118.2 . . ?
C8 C10 C9 120.8(2) . 2_576 ?
C8 C10 H10 117.7 . . ?
C9 C10 H10 121.5 2_576 . ?
O1A C1A C2A 133.4(2) . . ?
O1A C1A C2A 136.1(2) . 2_475 ?
C2A C1A C2A 90.43(19) . 2_475 ?
O2A C2A C1A 133.9(2) . . ?
O2A C2A C1A 136.5(2) . 2_475 ?
C1A C2A C1A 89.57(19) . 2_475 ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.057

#===END

data_2tere

_database_code_CSD 191445

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 

N,N'-bis(2-pyridyl)-1,4-diaminobenzene 1,4-benzenedicarboxylic acid 
;
_chemical_name_common            ?
_chemical_melting_point          259
_chemical_formula_moiety         'C16H14N4, C8H6O4'
_chemical_formula_sum            'C24 H20 N4 O4'
_chemical_formula_weight         428.44

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7670(13)
_cell_length_b                   8.8044(17)
_cell_length_c                   9.1959(17)
_cell_angle_alpha                62.048(19)
_cell_angle_beta                 71.921(17)
_cell_angle_gamma                70.707(16)
_cell_volume                     515.10(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    35
_cell_measurement_theta_min      8
_cell_measurement_theta_max      27

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             224
_exptl_absorpt_coefficient_mu    0.792
_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      294(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'KM-4 four-circle diffractometer'
_diffrn_measurement_method       '\w/2\q scan'
_diffrn_standards_number         3
_diffrn_standards_interval_count 100
_diffrn_standards_decay_%        <1.5
_diffrn_reflns_number            1621
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0144
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         5.54
_diffrn_reflns_theta_max         65.07
_reflns_number_total             1621
_reflns_number_gt                1415
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Kuma KM-4 sofware (Kuma Diffraction, 1991)'
_computing_cell_refinement       'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_data_reduction        'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0918P)^2^+0.0634P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap and geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1621
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1275
_refine_ls_wR_factor_gt          0.1237
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_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
N1 N 0.2296(2) -0.17270(18) 1.01075(16) 0.0412(4) Uani 1 1 d . . .
H1N H 0.294(4) -0.053(3) 0.916(3) 0.090(8) Uiso 1 1 d . . .
N7 N 0.1487(2) -0.05094(18) 1.20070(16) 0.0412(4) Uani 1 1 d . . .
H7 H 0.2232 0.0304 1.1167 0.071(6) Uiso 1 1 d R . .
C2 C 0.1460(2) -0.1840(2) 1.16658(19) 0.0365(4) Uani 1 1 d . . .
C3 C 0.06823(19) -0.33187(16) 1.27861(16) 0.0458(4) Uani 1 1 d . . .
H3 H 0.0078 -0.3345 1.3878 0.065 Uiso 1 1 d R . .
C4 C 0.08228(19) -0.45841(16) 1.22709(16) 0.0523(5) Uani 1 1 d R . .
H4 H 0.0261 -0.5577 1.2982 0.066(6) Uiso 1 1 d R . .
C5 C 0.1730(3) -0.4457(2) 1.0668(2) 0.0556(5) Uani 1 1 d . . .
H5 H 0.1912 -0.5302 1.0223 0.070(6) Uiso 1 1 d R . .
C6 C 0.2429(3) -0.2993(2) 0.9634(2) 0.0516(5) Uani 1 1 d . . .
H6 H 0.3127 -0.2819 0.8526 0.070(6) Uiso 1 1 d R . .
C8 C 0.0721(2) -0.02897(19) 1.35276(19) 0.0357(4) Uani 1 1 d . . .
C9 C -0.1046(2) -0.0550(2) 1.4433(2) 0.0403(4) Uani 1 1 d . . .
H9 H -0.1785 -0.0880 1.4010 0.052(5) Uiso 1 1 d R . .
C10 C 0.1741(2) 0.0270(2) 1.4108(2) 0.0407(4) Uani 1 1 d . . .
H10 H 0.2979 0.0403 1.3525 0.059(5) Uiso 1 1 d R . .
O1A O 0.36807(16) 0.07816(14) 0.76824(13) 0.0452(4) Uani 1 1 d . . .
O2A O 0.34087(18) 0.20881(15) 0.93421(14) 0.0511(4) Uani 1 1 d . . .
C1A C 0.4429(2) 0.35727(18) 0.64104(18) 0.0353(4) Uani 1 1 d . . .
C2A C 0.4770(2) 0.4920(2) 0.6583(2) 0.0424(4) Uani 1 1 d . . .
H2A H 0.4645 0.4847 0.7685 0.059(6) Uiso 1 1 d R . .
C3A C 0.4669(2) 0.3649(2) 0.4821(2) 0.0425(4) Uani 1 1 d . . .
H3A H 0.4415 0.2744 0.4666 0.054(5) Uiso 1 1 d R . .
C4A C 0.3788(2) 0.2043(2) 0.79538(19) 0.0366(4) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0569(8) 0.0407(7) 0.0258(8) -0.0144(6) 0.0035(6) -0.0196(6)
N7 0.0608(8) 0.0397(7) 0.0252(8) -0.0152(6) 0.0065(6) -0.0238(6)
C2 0.0455(8) 0.0370(8) 0.0253(9) -0.0120(7) -0.0004(6) -0.0136(6)
C3 0.0608(10) 0.0413(9) 0.0299(9) -0.0125(7) 0.0066(7) -0.0215(8)
C4 0.0694(11) 0.0401(9) 0.0442(11) -0.0130(8) 0.0017(8) -0.0260(8)
C5 0.0781(13) 0.0490(11) 0.0483(12) -0.0274(9) 0.0030(9) -0.0267(9)
C6 0.0760(12) 0.0482(10) 0.0331(10) -0.0217(8) 0.0066(8) -0.0245(9)
C8 0.0497(9) 0.0303(7) 0.0240(8) -0.0100(6) 0.0007(6) -0.0136(6)
C9 0.0496(9) 0.0458(9) 0.0321(9) -0.0196(7) 0.0002(7) -0.0199(7)
C10 0.0450(9) 0.0438(9) 0.0358(9) -0.0200(7) 0.0041(6) -0.0180(7)
O1A 0.0664(8) 0.0421(7) 0.0285(7) -0.0120(5) 0.0042(5) -0.0296(5)
O2A 0.0833(9) 0.0471(7) 0.0239(7) -0.0119(5) 0.0053(6) -0.0337(6)
C1A 0.0413(8) 0.0341(8) 0.0259(9) -0.0086(7) -0.0005(6) -0.0136(6)
C2A 0.0614(10) 0.0422(9) 0.0229(9) -0.0104(7) 0.0006(7) -0.0229(7)
C3A 0.0633(10) 0.0379(9) 0.0283(9) -0.0117(7) 0.0003(7) -0.0245(7)
C4A 0.0442(8) 0.0358(8) 0.0271(9) -0.0107(7) -0.0011(6) -0.0143(6)

_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 1.339(2) . ?
N1 C2 1.348(2) . ?
N1 H1N 1.16(3) . ?
N7 C2 1.355(2) . ?
N7 C8 1.417(2) . ?
N7 H7 0.9600 . ?
C2 C3 1.413(2) . ?
C3 C4 1.3638 . ?
C3 H3 0.9600 . ?
C4 C5 1.391(2) . ?
C4 H4 0.9600 . ?
C5 C6 1.361(3) . ?
C5 H5 0.9600 . ?
C6 H6 0.9600 . ?
C8 C10 1.387(2) . ?
C8 C9 1.396(2) . ?
C9 C10 1.387(2) 2_558 ?
C9 H9 0.9600 . ?
C10 C9 1.387(2) 2_558 ?
C10 H10 0.9600 . ?
O1A C4A 1.2790(18) . ?
O1A H1N 1.41(3) . ?
O2A C4A 1.2349(19) . ?
C1A C2A 1.383(2) . ?
C1A C3A 1.387(2) . ?
C1A C4A 1.513(2) . ?
C2A C3A 1.390(2) 2_666 ?
C2A H2A 0.9600 . ?
C3A C2A 1.390(2) 2_666 ?
C3A H3A 0.9601 . ?

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 121.37(14) . . ?
C6 N1 H1N 118.8(13) . . ?
C2 N1 H1N 119.9(13) . . ?
C2 N7 C8 127.59(13) . . ?
C2 N7 H7 116.0 . . ?
C8 N7 H7 116.0 . . ?
N1 C2 N7 115.51(14) . . ?
N1 C2 C3 118.11(13) . . ?
N7 C2 C3 126.37(13) . . ?
C4 C3 C2 119.43(8) . . ?
C4 C3 H3 124.7 . . ?
C2 C3 H3 115.9 . . ?
C3 C4 C5 121.33(9) . . ?
C3 C4 H4 121.5 . . ?
C5 C4 H4 117.1 . . ?
C6 C5 C4 116.74(15) . . ?
C6 C5 H5 117.0 . . ?
C4 C5 H5 126.3 . . ?
N1 C6 C5 122.99(16) . . ?
N1 C6 H6 114.3 . . ?
C5 C6 H6 122.6 . . ?
C10 C8 C9 118.60(14) . . ?
C10 C8 N7 118.59(14) . . ?
C9 C8 N7 122.76(14) . . ?
C10 C9 C8 120.14(15) 2_558 . ?
C10 C9 H9 120.7 2_558 . ?
C8 C9 H9 119.1 . . ?
C8 C10 C9 121.26(15) . 2_558 ?
C8 C10 H10 119.4 . . ?
C9 C10 H10 119.2 2_558 . ?
C4A O1A H1N 111.9(10) . . ?
C2A C1A C3A 119.44(14) . . ?
C2A C1A C4A 119.71(14) . . ?
C3A C1A C4A 120.85(13) . . ?
C1A C2A C3A 120.59(15) . 2_666 ?
C1A C2A H2A 119.4 . . ?
C3A C2A H2A 120.0 2_666 . ?
C1A C3A C2A 119.97(15) . 2_666 ?
C1A C3A H3A 121.1 . . ?
C2A C3A H3A 118.9 2_666 . ?
O2A C4A O1A 125.21(13) . . ?
O2A C4A C1A 119.60(13) . . ?
O1A C4A C1A 115.19(13) . . ?

_diffrn_measured_fraction_theta_max 0.926
_diffrn_reflns_theta_full        65.07
_diffrn_measured_fraction_theta_full 0.926
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.064

#===END


data_3tere
_database_code_CSD 191446

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-4,4'-methylenebis(aminobenzene) 
1,4-benzenedicarboxylic acid ethanol 2:1:2 
;
_chemical_name_common            ?
_chemical_melting_point          'clouds at 76C, begins to melt at 176C'
_chemical_formula_moiety         'C23H20N4, 0.5(C8H6O4), C2H6O'
_chemical_formula_sum            'C29 H29 N4 O3'
_chemical_formula_weight         481.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7830(11)
_cell_length_b                   10.6035(11)
_cell_length_c                   13.8087(15)
_cell_angle_alpha                88.060(9)
_cell_angle_beta                 87.645(9)
_cell_angle_gamma                86.861(9)
_cell_volume                     1282.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             510
_exptl_absorpt_coefficient_mu    0.082
_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      294(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            9437
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_sigmaI/netI    0.0619
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         24.41
_reflns_number_total             4179
_reflns_number_gt                2203
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.163, 2000'
_computing_cell_refinement       'KM4RED, Version 1.163, 2000'
_computing_data_reduction        'KM4RED, Version 1.163, 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.0887P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap,geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4179
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1515
_refine_ls_R_factor_gt           0.0713
_refine_ls_wR_factor_ref         0.1934
_refine_ls_wR_factor_gt          0.1562
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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 0.5055(3) 0.5987(3) 0.3991(2) 0.0626(8) Uani 1 1 d . . .
H1N H 0.420(4) 0.670(4) 0.425(3) 0.097(12) Uiso 1 1 d . . .
C2 C 0.4653(4) 0.4962(3) 0.3526(2) 0.0574(9) Uani 1 1 d . . .
C3 C 0.5807(4) 0.4071(3) 0.3259(3) 0.0782(11) Uani 1 1 d . . .
H3 H 0.5540 0.3341 0.2925 0.099(13) Uiso 1 1 d R . .
C4 C 0.7280(5) 0.4264(4) 0.3472(3) 0.0918(13) Uani 1 1 d . . .
H4 H 0.8073 0.3641 0.3304 0.115(15) Uiso 1 1 d R . .
C5 C 0.7656(5) 0.5328(4) 0.3946(3) 0.0873(12) Uani 1 1 d . . .
H5 H 0.8687 0.5486 0.4090 0.096(12) Uiso 1 1 d R . .
C6 C 0.6502(4) 0.6172(4) 0.4187(3) 0.0763(11) Uani 1 1 d . . .
H6 H 0.6755 0.6917 0.4508 0.091(12) Uiso 1 1 d R . .
N7 N 0.3158(3) 0.4878(2) 0.3383(2) 0.0644(8) Uani 1 1 d . . .
H7 H 0.2439 0.5496 0.3655 0.074(10) Uiso 1 1 d R . .
C8 C 0.2542(4) 0.3888(3) 0.2869(3) 0.0565(9) Uani 1 1 d . . .
C9 C 0.2943(4) 0.3721(3) 0.1906(3) 0.0781(11) Uani 1 1 d . . .
H9 H 0.3648 0.4271 0.1584 0.087(11) Uiso 1 1 d R . .
C10 C 0.2326(5) 0.2781(3) 0.1412(3) 0.0790(11) Uani 1 1 d . . .
H10 H 0.2623 0.2663 0.0743 0.090(12) Uiso 1 1 d R . .
C11 C 0.1297(4) 0.1979(3) 0.1852(3) 0.0614(9) Uani 1 1 d . . .
C12 C 0.0905(4) 0.2168(3) 0.2815(3) 0.0680(10) Uani 1 1 d . . .
H12 H 0.0185 0.1622 0.3127 0.094(12) Uiso 1 1 d R . .
C13 C 0.1516(4) 0.3115(3) 0.3326(3) 0.0651(10) Uani 1 1 d . . .
H13 H 0.1225 0.3232 0.3996 0.061(10) Uiso 1 1 d R . .
C14 C 0.0639(4) 0.0954(3) 0.1298(3) 0.0830(12) Uani 1 1 d . . .
H14B H 0.0399 0.1293 0.0666 0.087(13) Uiso 1 1 d R . .
H14A H -0.0287 0.0689 0.1617 0.093(13) Uiso 1 1 d R . .
C15 C 0.1694(4) -0.0201(3) 0.1162(3) 0.0619(9) Uani 1 1 d . . .
C16 C 0.2571(6) -0.0364(4) 0.0344(3) 0.1065(15) Uani 1 1 d . . .
H16 H 0.2563 0.0290 -0.0154 0.151(19) Uiso 1 1 d R . .
C17 C 0.3535(6) -0.1433(4) 0.0209(3) 0.1073(16) Uani 1 1 d . . .
H17 H 0.4125 -0.1516 -0.0389 0.117(15) Uiso 1 1 d R . .
C18 C 0.3634(4) -0.2370(3) 0.0894(3) 0.0650(10) Uani 1 1 d . . .
C19 C 0.2771(6) -0.2221(4) 0.1726(4) 0.1088(16) Uani 1 1 d . . .
H19 H 0.2802 -0.2871 0.2227 0.128(16) Uiso 1 1 d R . .
C20 C 0.1809(6) -0.1143(4) 0.1851(4) 0.1092(16) Uani 1 1 d . . .
H20 H 0.1217 -0.1072 0.2449 0.107(14) Uiso 1 1 d R . .
N21 N 0.4562(4) -0.3497(3) 0.0725(2) 0.0789(9) Uani 1 1 d . . .
H21 H 0.4098 -0.4157 0.0403 0.138(17) Uiso 1 1 d R . .
C22 C 0.6036(4) -0.3706(3) 0.0994(3) 0.0690(10) Uani 1 1 d G . .
N23 N 0.6708(4) -0.4777(2) 0.0665(2) 0.0812(9) Uani 1 1 d G . .
C24 C 0.8168(4) -0.5005(4) 0.0876(3) 0.1032(14) Uani 1 1 d G . .
H24 H 0.8644 -0.5771 0.0630 0.112(14) Uiso 1 1 d R . .
C25 C 0.9001(6) -0.4261(5) 0.1394(4) 0.1225(18) Uani 1 1 d . . .
H25 H 1.0053 -0.4470 0.1518 0.145(19) Uiso 1 1 d R . .
C26 C 0.8271(6) -0.3157(5) 0.1738(4) 0.1140(16) Uani 1 1 d . . .
H26 H 0.8825 -0.2599 0.2109 0.119(15) Uiso 1 1 d R . .
C27 C 0.6774(5) -0.2881(4) 0.1549(3) 0.0873(12) Uani 1 1 d . . .
H27 H 0.6244 -0.2135 0.1795 0.099(13) Uiso 1 1 d R . .
C4A C 0.0848(4) 0.8922(3) 0.4714(2) 0.0556(9) Uani 1 1 d . . .
C2A C -0.0686(4) 0.9056(3) 0.4550(3) 0.0628(9) Uani 1 1 d . . .
H2A H -0.1121 0.8346 0.4274 0.071(10) Uiso 1 1 d R . .
C3A C 0.1539(4) 0.9882(3) 0.5162(3) 0.0630(9) Uani 1 1 d . . .
H3A H 0.2561 0.9802 0.5386 0.059(9) Uiso 1 1 d R . .
C1A C 0.1774(4) 0.7754(3) 0.4425(3) 0.0632(9) Uani 1 1 d . . .
O1A O 0.3213(3) 0.7793(2) 0.4491(2) 0.0876(9) Uani 1 1 d . . .
O2A O 0.1140(3) 0.6834(2) 0.4132(2) 0.0837(8) Uani 1 1 d . . .
O1E O 0.5459(4) -0.0734(3) 0.3639(3) 0.1439(14) Uani 1 1 d . . .
H1E H 0.4566 -0.1132 0.3894 0.173 Uiso 1 1 d R . .
C2E C 0.5032(7) 0.0399(5) 0.3172(6) 0.145(2) Uani 1 1 d . . .
H2EA H 0.4950 0.1059 0.3632 0.174 Uiso 1 1 d R . .
H2EB H 0.4073 0.0333 0.2873 0.174 Uiso 1 1 d R . .
C3E C 0.6198(11) 0.0701(6) 0.2459(5) 0.194(3) Uani 1 1 d . . .
H3EA H 0.5965 0.1490 0.2121 0.233 Uiso 1 1 d R . .
H3EB H 0.7150 0.0764 0.2767 0.233 Uiso 1 1 d R . .
H3EC H 0.6267 0.0034 0.2004 0.233 Uiso 1 1 d 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
N1 0.0541(18) 0.0541(17) 0.081(2) -0.0135(15) -0.0021(15) -0.0046(15)
C2 0.056(2) 0.0481(19) 0.067(2) -0.0028(17) 0.0006(17) 0.0001(17)
C3 0.071(3) 0.063(2) 0.101(3) -0.016(2) -0.004(2) 0.005(2)
C4 0.065(3) 0.084(3) 0.125(4) -0.009(3) -0.003(2) 0.017(2)
C5 0.060(3) 0.091(3) 0.112(4) -0.007(3) -0.009(2) -0.004(2)
C6 0.067(3) 0.073(3) 0.091(3) -0.009(2) -0.009(2) -0.012(2)
N7 0.0546(18) 0.0493(16) 0.090(2) -0.0209(15) 0.0025(15) -0.0010(14)
C8 0.053(2) 0.0428(18) 0.074(3) -0.0123(18) -0.0006(18) 0.0023(16)
C9 0.093(3) 0.062(2) 0.080(3) -0.011(2) 0.014(2) -0.023(2)
C10 0.094(3) 0.077(3) 0.066(3) -0.018(2) 0.012(2) -0.009(2)
C11 0.050(2) 0.053(2) 0.081(3) -0.0179(19) -0.0051(18) 0.0067(16)
C12 0.055(2) 0.064(2) 0.086(3) -0.008(2) 0.000(2) -0.0107(18)
C13 0.060(2) 0.065(2) 0.070(3) -0.0137(19) 0.0024(19) -0.0059(19)
C14 0.069(3) 0.073(2) 0.109(4) -0.036(2) -0.020(2) 0.004(2)
C15 0.059(2) 0.055(2) 0.074(3) -0.022(2) -0.0087(19) -0.0017(17)
C16 0.157(4) 0.085(3) 0.070(3) 0.006(3) 0.010(3) 0.039(3)
C17 0.154(4) 0.088(3) 0.071(3) 0.003(3) 0.035(3) 0.042(3)
C18 0.077(2) 0.052(2) 0.067(3) -0.015(2) -0.003(2) -0.0010(18)
C19 0.159(5) 0.066(3) 0.094(4) 0.012(3) 0.040(3) 0.015(3)
C20 0.137(4) 0.070(3) 0.113(4) -0.008(3) 0.062(3) 0.010(3)
N21 0.086(2) 0.0520(17) 0.100(3) -0.0253(17) -0.0083(19) 0.0053(17)
C22 0.078(3) 0.061(2) 0.067(3) -0.0127(19) 0.003(2) 0.004(2)
N23 0.089(2) 0.074(2) 0.080(2) -0.0167(18) -0.0033(18) 0.0168(18)
C24 0.101(4) 0.118(4) 0.089(4) -0.032(3) -0.009(3) 0.027(3)
C25 0.091(4) 0.151(5) 0.125(5) -0.047(4) -0.020(3) 0.029(4)
C26 0.098(4) 0.133(4) 0.115(4) -0.042(3) -0.021(3) -0.005(3)
C27 0.093(3) 0.076(3) 0.095(3) -0.025(2) -0.004(2) -0.002(2)
C4A 0.058(2) 0.0451(18) 0.064(2) -0.0081(16) 0.0097(17) -0.0050(16)
C2A 0.063(2) 0.050(2) 0.076(3) -0.0177(18) 0.0070(18) -0.0127(18)
C3A 0.056(2) 0.058(2) 0.076(3) -0.0144(19) -0.0046(18) -0.0060(18)
C1A 0.061(2) 0.053(2) 0.076(3) -0.0071(18) 0.0070(19) -0.0088(18)
O1A 0.0611(17) 0.0634(15) 0.140(3) -0.0309(15) 0.0057(15) -0.0051(13)
O2A 0.0707(16) 0.0550(14) 0.127(2) -0.0318(15) 0.0047(14) -0.0080(12)
O1E 0.100(2) 0.114(3) 0.219(4) 0.028(3) -0.023(2) -0.023(2)
C2E 0.135(5) 0.082(3) 0.219(7) 0.039(4) -0.046(5) -0.002(3)
C3E 0.336(11) 0.117(5) 0.127(6) -0.005(4) 0.044(6) -0.020(6)

_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 1.337(4) . ?
N1 C2 1.351(4) . ?
N1 H1N 1.09(4) . ?
C2 N7 1.344(4) . ?
C2 C3 1.394(5) . ?
C3 C4 1.366(5) . ?
C3 H3 0.9600 . ?
C4 C5 1.385(5) . ?
C4 H4 0.9601 . ?
C5 C6 1.353(5) . ?
C5 H5 0.9600 . ?
C6 H6 0.9601 . ?
N7 C8 1.430(4) . ?
N7 H7 0.9600 . ?
C8 C13 1.371(4) . ?
C8 C9 1.376(5) . ?
C9 C10 1.374(5) . ?
C9 H9 0.9600 . ?
C10 C11 1.383(5) . ?
C10 H10 0.9599 . ?
C11 C12 1.378(5) . ?
C11 C14 1.505(4) . ?
C12 C13 1.390(4) . ?
C12 H12 0.9599 . ?
C13 H13 0.9599 . ?
C14 C15 1.507(4) . ?
C14 H14B 0.9600 . ?
C14 H14A 0.9600 . ?
C15 C16 1.351(5) . ?
C15 C20 1.358(5) . ?
C16 C17 1.391(5) . ?
C16 H16 0.9600 . ?
C17 C18 1.350(5) . ?
C17 H17 0.9601 . ?
C18 C19 1.359(5) . ?
C18 N21 1.429(4) . ?
C19 C20 1.396(6) . ?
C19 H19 0.9599 . ?
C20 H20 0.9601 . ?
N21 C22 1.365(4) . ?
N21 H21 0.9600 . ?
C22 N23 1.3353 . ?
C22 C27 1.387(5) . ?
N23 C24 1.3336 . ?
C24 C25 1.346(6) . ?
C24 H24 0.9599 . ?
C25 C26 1.392(6) . ?
C25 H25 0.9599 . ?
C26 C27 1.365(6) . ?
C26 H26 0.9600 . ?
C27 H27 0.9600 . ?
C4A C2A 1.374(4) . ?
C4A C3A 1.388(4) . ?
C4A C1A 1.500(4) . ?
C2A C3A 1.379(4) 2_576 ?
C2A H2A 0.9601 . ?
C3A C2A 1.379(4) 2_576 ?
C3A H3A 0.9600 . ?
C1A O2A 1.237(4) . ?
C1A O1A 1.274(4) . ?
O1A H1N 1.45(4) . ?
O1E C2E 1.384(5) . ?
O1E H1E 0.9600 . ?
C2E C3E 1.432(8) . ?
C2E H2EA 0.9599 . ?
C2E H2EB 0.9600 . ?
C3E H3EA 0.9600 . ?
C3E H3EB 0.9600 . ?
C3E H3EC 0.9599 . ?

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 122.3(3) . . ?
C6 N1 H1N 116.4(18) . . ?
C2 N1 H1N 121.2(18) . . ?
N7 C2 N1 116.6(3) . . ?
N7 C2 C3 125.6(3) . . ?
N1 C2 C3 117.7(3) . . ?
C4 C3 C2 119.4(4) . . ?
C4 C3 H3 121.9 . . ?
C2 C3 H3 118.7 . . ?
C3 C4 C5 121.5(4) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.0 . . ?
C6 C5 C4 117.2(4) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 122.6 . . ?
N1 C6 C5 121.8(4) . . ?
N1 C6 H6 120.5 . . ?
C5 C6 H6 117.7 . . ?
C2 N7 C8 124.0(3) . . ?
C2 N7 H7 119.3 . . ?
C8 N7 H7 116.7 . . ?
C13 C8 C9 119.4(3) . . ?
C13 C8 N7 120.2(3) . . ?
C9 C8 N7 120.4(3) . . ?
C10 C9 C8 120.1(4) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 122.0(4) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 118.4 . . ?
C12 C11 C10 116.9(3) . . ?
C12 C11 C14 121.9(4) . . ?
C10 C11 C14 121.2(4) . . ?
C11 C12 C13 121.8(3) . . ?
C11 C12 H12 117.7 . . ?
C13 C12 H12 120.4 . . ?
C8 C13 C12 119.7(4) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 120.4 . . ?
C11 C14 C15 114.4(3) . . ?
C11 C14 H14B 108.1 . . ?
C15 C14 H14B 107.7 . . ?
C11 C14 H14A 110.3 . . ?
C15 C14 H14A 107.9 . . ?
H14B C14 H14A 108.2 . . ?
C16 C15 C20 116.2(4) . . ?
C16 C15 C14 121.9(4) . . ?
C20 C15 C14 121.9(4) . . ?
C15 C16 C17 122.2(4) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 118.3 . . ?
C18 C17 C16 121.2(4) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 117.5(4) . . ?
C17 C18 N21 120.8(4) . . ?
C19 C18 N21 121.6(4) . . ?
C18 C19 C20 120.6(4) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 119.4 . . ?
C15 C20 C19 122.2(4) . . ?
C15 C20 H20 119.6 . . ?
C19 C20 H20 118.1 . . ?
C22 N21 C18 125.3(3) . . ?
C22 N21 H21 118.0 . . ?
C18 N21 H21 116.7 . . ?
N23 C22 N21 113.8(3) . . ?
N23 C22 C27 122.9(3) . . ?
N21 C22 C27 123.3(3) . . ?
C24 N23 C22 116.2 . . ?
N23 C24 C25 125.8(3) . . ?
N23 C24 H24 115.6 . . ?
C25 C24 H24 118.6 . . ?
C24 C25 C26 116.9(5) . . ?
C24 C25 H25 122.1 . . ?
C26 C25 H25 120.9 . . ?
C27 C26 C25 119.8(5) . . ?
C27 C26 H26 120.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C22 118.3(4) . . ?
C26 C27 H27 120.9 . . ?
C22 C27 H27 120.7 . . ?
C2A C4A C3A 119.1(3) . . ?
C2A C4A C1A 121.0(3) . . ?
C3A C4A C1A 119.9(3) . . ?
C4A C2A C3A 120.7(3) . 2_576 ?
C4A C2A H2A 115.8 . . ?
C3A C2A H2A 123.2 2_576 . ?
C2A C3A C4A 120.1(3) 2_576 . ?
C2A C3A H3A 115.5 2_576 . ?
C4A C3A H3A 123.6 . . ?
O2A C1A O1A 123.8(3) . . ?
O2A C1A C4A 120.3(3) . . ?
O1A C1A C4A 115.9(3) . . ?
C1A O1A H1N 119.8(14) . . ?
C2E O1E H1E 109.6 . . ?
O1E C2E C3E 108.8(6) . . ?
O1E C2E H2EA 109.4 . . ?
C3E C2E H2EA 108.0 . . ?
O1E C2E H2EB 110.1 . . ?
C3E C2E H2EB 110.6 . . ?
H2EA C2E H2EB 109.9 . . ?
C2E C3E H3EA 112.1 . . ?
C2E C3E H3EB 109.7 . . ?
H3EA C3E H3EB 108.0 . . ?
C2E C3E H3EC 107.1 . . ?
H3EA C3E H3EC 109.2 . . ?
H3EB C3E H3EC 110.8 . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        24.41
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.140
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.033


#===END



data_4tere

_database_code_CSD 191447

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-4,4'-oxybis(aminobenzene) 
1,4-benzenedicarboxylic acid  hydrate 1:1:1
;
_chemical_name_common            ?
_chemical_melting_point          176
_chemical_formula_moiety         'C22H18N4O, C8H6O4, H2O'
_chemical_formula_sum            'C30 H26 N4 O6'
_chemical_formula_weight         538.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3442(7)
_cell_length_b                   11.7028(9)
_cell_length_c                   12.6687(9)
_cell_angle_alpha                78.461(6)
_cell_angle_beta                 65.910(6)
_cell_angle_gamma                73.925(6)
_cell_volume                     1338.68(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

_diffrn_ambient_temperature      294(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            10143
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0218
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.46
_diffrn_reflns_theta_max         25.03
_reflns_number_total             4640
_reflns_number_gt                3523
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.163, 2000'
_computing_cell_refinement       'KM4RED, Version 1.163, 2000'
_computing_data_reduction        'KM4RED, Version 1.163, 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0879P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap,geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.009(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         4689
_refine_ls_number_parameters     394
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1289
_refine_ls_wR_factor_gt          0.1193
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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
N1 N 0.28595(14) 0.17859(12) 0.47572(11) 0.0450(3) Uani 1 1 d . . .
H1 H 0.2654(19) 0.2649(18) 0.4441(16) 0.067(5) Uiso 1 1 d . . .
C2 C 0.30355(15) 0.14868(13) 0.57853(13) 0.0386(3) Uani 1 1 d . . .
C3 C 0.32488(16) 0.02713(13) 0.62099(14) 0.0445(4) Uani 1 1 d . . .
H3 H 0.3408 0.0050 0.6940 0.055(5) Uiso 1 1 d R . .
C4 C 0.32899(18) -0.05630(15) 0.55746(15) 0.0519(4) Uani 1 1 d . . .
H4 H 0.3433 -0.1404 0.5918 0.058(5) Uiso 1 1 d R . .
C5 C 0.31253(19) -0.02215(16) 0.45099(16) 0.0562(5) Uani 1 1 d . . .
H5 H 0.3209 -0.0780 0.4041 0.069(6) Uiso 1 1 d R . .
C6 C 0.28975(19) 0.09547(16) 0.41302(15) 0.0532(4) Uani 1 1 d . . .
H6 H 0.2764 0.1292 0.3394 0.061(5) Uiso 1 1 d R . .
N7 N 0.30196(16) 0.23924(12) 0.63028(11) 0.0474(3) Uani 1 1 d . . .
H7 H 0.2937 0.3198 0.5860 0.068(5) Uiso 1 1 d R . .
C8 C 0.31592(17) 0.22595(13) 0.73970(13) 0.0408(4) Uani 1 1 d . . .
C9 C 0.21810(16) 0.17858(13) 0.84010(13) 0.0418(4) Uani 1 1 d . . .
H9 H 0.1451 0.1474 0.8343 0.057(5) Uiso 1 1 d R . .
C10 C 0.23077(16) 0.17157(13) 0.94585(13) 0.0400(4) Uani 1 1 d . . .
H10 H 0.1637 0.1369 1.0181 0.048(4) Uiso 1 1 d R . .
C11 C 0.34022(16) 0.21353(14) 0.95173(13) 0.0417(4) Uani 1 1 d . . .
C12 C 0.43815(17) 0.26194(15) 0.85233(14) 0.0485(4) Uani 1 1 d . . .
H12 H 0.5115 0.2938 0.8568 0.071(6) Uiso 1 1 d R . .
C13 C 0.42554(17) 0.26756(14) 0.74641(14) 0.0467(4) Uani 1 1 d . . .
H13 H 0.4964 0.3001 0.6756 0.060(5) Uiso 1 1 d R . .
O14 O 0.33910(12) 0.20799(12) 1.06209(9) 0.0573(3) Uani 1 1 d . . .
C15 C 0.46392(17) 0.21176(15) 1.07688(13) 0.0437(4) Uani 1 1 d . . .
C16 C 0.59270(18) 0.12957(15) 1.03295(14) 0.0502(4) Uani 1 1 d . . .
H16 H 0.5991 0.0737 0.9869 0.071(6) Uiso 1 1 d R . .
C17 C 0.71034(17) 0.13120(13) 1.05732(13) 0.0444(4) Uani 1 1 d . . .
H17 H 0.7990 0.0771 1.0249 0.057(5) Uiso 1 1 d R . .
C18 C 0.70040(16) 0.21257(13) 1.12736(13) 0.0399(4) Uani 1 1 d . . .
C19 C 0.56895(18) 0.29216(15) 1.17399(15) 0.0514(4) Uani 1 1 d . . .
H19 H 0.5615 0.3443 1.2241 0.057(5) Uiso 1 1 d R . .
C20 C 0.45235(18) 0.29297(15) 1.14674(14) 0.0511(4) Uani 1 1 d . . .
H20 H 0.3636 0.3486 1.1753 0.067(5) Uiso 1 1 d R . .
N21 N 0.82080(14) 0.20568(11) 1.15588(12) 0.0460(3) Uani 1 1 d . . .
H21 H 0.8855 0.1293 1.1598 0.068(5) Uiso 1 1 d R . .
C22 C 0.86560(16) 0.29929(13) 1.16726(13) 0.0389(3) Uani 1 1 d . . .
N23 N 0.96147(13) 0.27254(12) 1.22018(11) 0.0424(3) Uani 1 1 d . . .
H23 H 0.997(2) 0.174(2) 1.2563(17) 0.082(6) Uiso 1 1 d . . .
C24 C 1.01467(18) 0.35906(16) 1.23457(15) 0.0530(4) Uani 1 1 d . . .
H24 H 1.0826 0.3283 1.2739 0.066(5) Uiso 1 1 d R . .
C25 C 0.9737(2) 0.47540(16) 1.19716(18) 0.0638(5) Uani 1 1 d . . .
H25 H 1.0107 0.5338 1.2120 0.082(6) Uiso 1 1 d R . .
C26 C 0.87861(19) 0.50388(15) 1.13975(17) 0.0589(5) Uani 1 1 d . . .
H26 H 0.8496 0.5868 1.1081 0.080(6) Uiso 1 1 d R . .
C27 C 0.82348(18) 0.41784(14) 1.12501(15) 0.0505(4) Uani 1 1 d . . .
H27 H 0.7573 0.4343 1.0849 0.065(5) Uiso 1 1 d R . .
O1A O 0.22610(14) 0.40338(10) 0.38886(10) 0.0605(4) Uani 1 1 d . . .
O2A O 0.28452(14) 0.46957(10) 0.51298(11) 0.0602(4) Uani 1 1 d . . .
O3A O 0.03997(14) 1.05681(10) 0.30815(10) 0.0559(3) Uani 1 1 d . . .
O4A O 0.00957(12) 0.98855(9) 0.16949(9) 0.0489(3) Uani 1 1 d . . .
C1A C 0.18449(16) 0.61244(13) 0.38898(13) 0.0403(4) Uani 1 1 d . . .
C2A C 0.17869(18) 0.63719(14) 0.27916(14) 0.0457(4) Uani 1 1 d . . .
H2A H 0.2058 0.5773 0.2311 0.057(5) Uiso 1 1 d R . .
C3A C 0.13171(18) 0.75283(14) 0.23718(14) 0.0457(4) Uani 1 1 d . . .
H3A H 0.1284 0.7686 0.1599 0.063(5) Uiso 1 1 d R . .
C4A C 0.09000(15) 0.84709(13) 0.30425(13) 0.0390(4) Uani 1 1 d . . .
C5A C 0.09478(17) 0.82267(14) 0.41456(13) 0.0435(4) Uani 1 1 d . . .
H5A H 0.0652 0.8841 0.4614 0.053(5) Uiso 1 1 d R . .
C6A C 0.14235(18) 0.70691(14) 0.45591(14) 0.0474(4) Uani 1 1 d . . .
H6A H 0.1479 0.6912 0.5325 0.062(5) Uiso 1 1 d R . .
C7A C 0.23485(18) 0.48606(14) 0.43395(14) 0.0454(4) Uani 1 1 d . . .
C8A C 0.04325(16) 0.97253(13) 0.25631(13) 0.0406(4) Uani 1 1 d . . .
O1W O 0.39947(18) 0.63030(14) 0.58228(14) 0.0873(5) Uani 1 1 d . . .
H1WB H 0.3599 0.5762 0.5640 0.142(11) Uiso 1 1 d R . .
H1WA H 0.4978 0.5881 0.5584 0.151(12) Uiso 1 1 d 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
N1 0.0525(8) 0.0399(8) 0.0480(8) -0.0031(6) -0.0255(6) -0.0089(6)
C2 0.0384(8) 0.0366(8) 0.0429(8) -0.0012(6) -0.0174(6) -0.0097(6)
C3 0.0466(9) 0.0377(9) 0.0469(9) 0.0000(7) -0.0156(7) -0.0114(7)
C4 0.0495(9) 0.0384(9) 0.0616(11) -0.0062(8) -0.0117(8) -0.0135(7)
C5 0.0566(11) 0.0523(11) 0.0654(11) -0.0197(9) -0.0192(9) -0.0163(8)
C6 0.0572(10) 0.0580(11) 0.0540(10) -0.0111(8) -0.0275(8) -0.0129(8)
N7 0.0703(9) 0.0334(7) 0.0481(8) 0.0018(6) -0.0330(7) -0.0135(6)
C8 0.0525(9) 0.0301(8) 0.0449(8) -0.0015(6) -0.0260(7) -0.0062(7)
C9 0.0472(9) 0.0330(8) 0.0523(9) -0.0037(7) -0.0248(7) -0.0104(7)
C10 0.0418(8) 0.0322(8) 0.0462(9) -0.0034(6) -0.0171(7) -0.0076(6)
C11 0.0419(8) 0.0425(9) 0.0436(8) -0.0070(7) -0.0209(7) -0.0044(7)
C12 0.0456(9) 0.0557(10) 0.0529(9) -0.0040(8) -0.0235(7) -0.0179(8)
C13 0.0469(9) 0.0468(9) 0.0486(9) -0.0010(7) -0.0187(7) -0.0150(7)
O14 0.0464(7) 0.0888(9) 0.0441(6) -0.0108(6) -0.0194(5) -0.0194(6)
C15 0.0440(9) 0.0520(9) 0.0397(8) -0.0028(7) -0.0197(7) -0.0125(7)
C16 0.0579(10) 0.0477(9) 0.0532(10) -0.0149(8) -0.0275(8) -0.0066(8)
C17 0.0474(9) 0.0365(8) 0.0503(9) -0.0075(7) -0.0219(7) -0.0025(7)
C18 0.0461(9) 0.0335(8) 0.0432(8) 0.0008(6) -0.0228(7) -0.0077(6)
C19 0.0515(10) 0.0526(10) 0.0565(10) -0.0224(8) -0.0231(8) -0.0050(8)
C20 0.0427(9) 0.0572(10) 0.0532(10) -0.0175(8) -0.0183(8) -0.0018(8)
N21 0.0492(8) 0.0327(7) 0.0637(9) -0.0044(6) -0.0325(7) -0.0035(6)
C22 0.0381(8) 0.0343(8) 0.0426(8) -0.0052(6) -0.0151(6) -0.0039(6)
N23 0.0423(7) 0.0402(7) 0.0473(7) -0.0056(6) -0.0198(6) -0.0076(6)
C24 0.0474(9) 0.0558(11) 0.0624(10) -0.0125(8) -0.0234(8) -0.0125(8)
C25 0.0613(11) 0.0450(10) 0.0897(14) -0.0162(9) -0.0249(10) -0.0170(9)
C26 0.0576(11) 0.0360(9) 0.0783(12) -0.0057(8) -0.0223(9) -0.0078(8)
C27 0.0532(10) 0.0376(9) 0.0609(10) -0.0021(7) -0.0255(8) -0.0056(7)
O1A 0.0929(10) 0.0363(6) 0.0612(7) -0.0045(5) -0.0431(7) -0.0060(6)
O2A 0.0867(9) 0.0403(7) 0.0694(8) 0.0049(6) -0.0512(7) -0.0114(6)
O3A 0.0794(9) 0.0359(6) 0.0697(8) -0.0018(5) -0.0477(7) -0.0108(6)
O4A 0.0590(7) 0.0404(6) 0.0495(6) -0.0021(5) -0.0292(6) -0.0021(5)
C1A 0.0423(8) 0.0358(8) 0.0445(8) 0.0003(7) -0.0205(7) -0.0076(6)
C2A 0.0576(10) 0.0369(8) 0.0482(9) -0.0067(7) -0.0262(8) -0.0074(7)
C3A 0.0569(10) 0.0428(9) 0.0431(9) 0.0003(7) -0.0276(7) -0.0093(7)
C4A 0.0372(8) 0.0361(8) 0.0466(9) -0.0011(7) -0.0198(7) -0.0083(6)
C5A 0.0491(9) 0.0370(8) 0.0458(9) -0.0069(7) -0.0209(7) -0.0045(7)
C6A 0.0589(10) 0.0430(9) 0.0409(9) -0.0009(7) -0.0245(7) -0.0054(7)
C7A 0.0536(9) 0.0376(9) 0.0451(9) -0.0008(7) -0.0214(7) -0.0076(7)
C8A 0.0387(8) 0.0389(8) 0.0462(9) -0.0007(7) -0.0197(7) -0.0078(6)
O1W 0.0812(11) 0.0754(10) 0.1146(12) -0.0374(9) -0.0373(9) -0.0105(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
N1 C2 1.3520(19) . ?
N1 C6 1.357(2) . ?
N1 H1 1.01(2) . ?
C2 N7 1.3464(19) . ?
C2 C3 1.407(2) . ?
C3 C4 1.366(2) . ?
C3 H3 0.9767 . ?
C4 C5 1.394(2) . ?
C4 H4 0.9898 . ?
C5 C6 1.353(2) . ?
C5 H5 0.9322 . ?
C6 H6 0.9856 . ?
N7 C8 1.4252(18) . ?
N7 H7 0.9967 . ?
C8 C9 1.388(2) . ?
C8 C13 1.390(2) . ?
C9 C10 1.383(2) . ?
C9 H9 0.9582 . ?
C10 C11 1.386(2) . ?
C10 H10 0.9858 . ?
C11 O14 1.3821(18) . ?
C11 C12 1.387(2) . ?
C12 C13 1.387(2) . ?
C12 H12 0.9585 . ?
C13 H13 0.9839 . ?
O14 C15 1.3915(18) . ?
C15 C20 1.374(2) . ?
C15 C16 1.382(2) . ?
C16 C17 1.378(2) . ?
C16 H16 0.9325 . ?
C17 C18 1.384(2) . ?
C17 H17 0.9413 . ?
C18 C19 1.389(2) . ?
C18 N21 1.4100(19) . ?
C19 C20 1.381(2) . ?
C19 H19 0.9322 . ?
C20 H20 0.9432 . ?
N21 C22 1.3545(19) . ?
N21 H21 0.9631 . ?
C22 N23 1.3482(18) . ?
C22 C27 1.400(2) . ?
N23 C24 1.351(2) . ?
N23 H23 1.17(2) . ?
C24 C25 1.358(3) . ?
C24 H24 0.9727 . ?
C25 C26 1.383(3) . ?
C25 H25 0.9510 . ?
C26 C27 1.362(2) . ?
C26 H26 0.9871 . ?
C27 H27 0.9669 . ?
O1A C7A 1.2580(18) . ?
O2A C7A 1.2615(18) . ?
O3A C8A 1.2758(17) . ?
O4A C8A 1.2491(17) . ?
C1A C2A 1.386(2) . ?
C1A C6A 1.392(2) . ?
C1A C7A 1.504(2) . ?
C2A C3A 1.382(2) . ?
C2A H2A 0.9293 . ?
C3A C4A 1.392(2) . ?
C3A H3A 0.9727 . ?
C4A C5A 1.388(2) . ?
C4A C8A 1.499(2) . ?
C5A C6A 1.382(2) . ?
C5A H5A 0.9294 . ?
C6A H6A 0.9725 . ?
O1W H1WB 0.9496 . ?
O1W H1WA 0.9493 . ?

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
C2 N1 C6 122.14(14) . . ?
C2 N1 H1 120.6(10) . . ?
C6 N1 H1 117.2(10) . . ?
N7 C2 N1 116.25(13) . . ?
N7 C2 C3 125.67(14) . . ?
N1 C2 C3 118.06(14) . . ?
C4 C3 C2 119.62(15) . . ?
C4 C3 H3 122.1 . . ?
C2 C3 H3 118.2 . . ?
C3 C4 C5 120.65(16) . . ?
C3 C4 H4 116.2 . . ?
C5 C4 H4 123.1 . . ?
C6 C5 C4 118.57(16) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 122.0 . . ?
C5 C6 N1 120.96(16) . . ?
C5 C6 H6 125.2 . . ?
N1 C6 H6 113.9 . . ?
C2 N7 C8 124.52(13) . . ?
C2 N7 H7 116.1 . . ?
C8 N7 H7 119.4 . . ?
C9 C8 C13 119.56(14) . . ?
C9 C8 N7 121.51(13) . . ?
C13 C8 N7 118.85(14) . . ?
C10 C9 C8 120.19(14) . . ?
C10 C9 H9 120.7 . . ?
C8 C9 H9 119.0 . . ?
C9 C10 C11 119.84(14) . . ?
C9 C10 H10 121.6 . . ?
C11 C10 H10 118.5 . . ?
O14 C11 C10 115.33(14) . . ?
O14 C11 C12 123.94(14) . . ?
C10 C11 C12 120.67(14) . . ?
C11 C12 C13 119.12(14) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C8 120.62(15) . . ?
C12 C13 H13 119.1 . . ?
C8 C13 H13 120.2 . . ?
C11 O14 C15 120.18(12) . . ?
C20 C15 C16 120.07(14) . . ?
C20 C15 O14 117.82(14) . . ?
C16 C15 O14 121.81(14) . . ?
C17 C16 C15 119.72(14) . . ?
C17 C16 H16 120.7 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 120.84(14) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C19 118.83(14) . . ?
C17 C18 N21 118.70(13) . . ?
C19 C18 N21 122.29(14) . . ?
C20 C19 C18 120.32(14) . . ?
C20 C19 H19 121.2 . . ?
C18 C19 H19 118.5 . . ?
C15 C20 C19 120.14(15) . . ?
C15 C20 H20 118.6 . . ?
C19 C20 H20 121.3 . . ?
C22 N21 C18 126.15(13) . . ?
C22 N21 H21 114.4 . . ?
C18 N21 H21 119.1 . . ?
N23 C22 N21 115.87(13) . . ?
N23 C22 C27 119.27(14) . . ?
N21 C22 C27 124.81(14) . . ?
C22 N23 C24 120.70(14) . . ?
C22 N23 H23 120.1(10) . . ?
C24 N23 H23 119.2(10) . . ?
N23 C24 C25 121.67(16) . . ?
N23 C24 H24 112.7 . . ?
C25 C24 H24 125.6 . . ?
C24 C25 C26 118.34(16) . . ?
C24 C25 H25 118.9 . . ?
C26 C25 H25 122.8 . . ?
C27 C26 C25 120.69(16) . . ?
C27 C26 H26 118.4 . . ?
C25 C26 H26 120.9 . . ?
C26 C27 C22 119.28(16) . . ?
C26 C27 H27 123.0 . . ?
C22 C27 H27 117.7 . . ?
C2A C1A C6A 118.43(13) . . ?
C2A C1A C7A 120.28(13) . . ?
C6A C1A C7A 121.28(13) . . ?
C3A C2A C1A 120.82(14) . . ?
C3A C2A H2A 117.4 . . ?
C1A C2A H2A 121.8 . . ?
C2A C3A C4A 120.58(14) . . ?
C2A C3A H3A 119.7 . . ?
C4A C3A H3A 119.7 . . ?
C5A C4A C3A 118.81(13) . . ?
C5A C4A C8A 121.17(13) . . ?
C3A C4A C8A 120.01(13) . . ?
C6A C5A C4A 120.34(14) . . ?
C6A C5A H5A 119.5 . . ?
C4A C5A H5A 120.2 . . ?
C5A C6A C1A 121.01(14) . . ?
C5A C6A H6A 119.6 . . ?
C1A C6A H6A 119.4 . . ?
O1A C7A O2A 124.25(14) . . ?
O1A C7A C1A 117.45(14) . . ?
O2A C7A C1A 118.30(13) . . ?
O4A C8A O3A 124.08(14) . . ?
O4A C8A C4A 118.82(13) . . ?
O3A C8A C4A 117.10(13) . . ?
H1WB O1W H1WA 99.0 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.038

#===END


data_5fum

_database_code_CSD 191448

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-2,2'-oxybis(aminobenzene) fumaric acid co-crystal  
;
_chemical_name_common            ?
_chemical_melting_point          160-161
_chemical_formula_moiety         'C22H18N4O, 0.5(C4H4O4)'
_chemical_formula_sum            'C24 H20 N4 O3'
_chemical_formula_weight         412.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   28.8097(18)
_cell_length_b                   7.8866(6)
_cell_length_c                   18.5925(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.004(5)
_cell_angle_gamma                90.00
_cell_volume                     4183.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1728
_exptl_absorpt_coefficient_mu    0.089
_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      294(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            9500
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3656
_reflns_number_gt                2935
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.168, 2001'
_computing_cell_refinement       'KM4RED, Version 1.168, 2001'
_computing_data_reduction        'KM4RED, Version 1.168, 2001'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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^)+(0.0775P)^2^+1.6715P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap and geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0016(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3656
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1452
_refine_ls_wR_factor_gt          0.1331
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.004
_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
N1 N 0.05008(5) 0.9582(2) 0.19885(9) 0.0513(4) Uani 1 1 d . . .
H1N H 0.0332(10) 0.862(4) 0.1534(16) 0.103(9) Uiso 1 1 d . . .
C2 C 0.07640(6) 0.8992(2) 0.25890(9) 0.0436(4) Uani 1 1 d . . .
C3 C 0.09325(7) 1.0121(2) 0.31460(11) 0.0511(5) Uani 1 1 d . . .
H3 H 0.1123 0.9667 0.3566 0.063(6) Uiso 1 1 d R . .
C4 C 0.08428(8) 1.1818(3) 0.30500(13) 0.0627(6) Uani 1 1 d . . .
H4 H 0.0962 1.2628 0.3415 0.082(8) Uiso 1 1 d R . .
C5 C 0.05860(8) 1.2406(3) 0.24221(14) 0.0677(6) Uani 1 1 d . . .
H5 H 0.0524 1.3589 0.2331 0.092(8) Uiso 1 1 d R . .
C6 C 0.04177(7) 1.1259(3) 0.19058(13) 0.0621(6) Uani 1 1 d . . .
H6 H 0.0230 1.1553 0.1456 0.065(6) Uiso 1 1 d R . .
N7 N 0.08522(5) 0.7289(2) 0.25988(8) 0.0502(4) Uani 1 1 d . . .
H7 H 0.0775 0.6766 0.2131 0.082(7) Uiso 1 1 d R . .
C8 C 0.11667(6) 0.6463(2) 0.31351(10) 0.0442(4) Uani 1 1 d . . .
C9 C 0.15484(6) 0.5606(2) 0.29238(10) 0.0441(4) Uani 1 1 d . . .
C10 C 0.18600(7) 0.4748(2) 0.34261(11) 0.0533(5) Uani 1 1 d . . .
H10 H 0.2113 0.4136 0.3262 0.077(7) Uiso 1 1 d R . .
C11 C 0.17947(8) 0.4753(3) 0.41493(12) 0.0619(6) Uani 1 1 d . . .
H11 H 0.2031 0.4203 0.4485 0.079(7) Uiso 1 1 d R . .
C12 C 0.14188(8) 0.5588(3) 0.43683(11) 0.0614(6) Uani 1 1 d . . .
H12 H 0.1383 0.5588 0.4874 0.065(6) Uiso 1 1 d R . .
C13 C 0.11019(7) 0.6424(3) 0.38610(11) 0.0548(5) Uani 1 1 d . . .
H13 H 0.0835 0.7005 0.3999 0.062(6) Uiso 1 1 d R . .
O14 O 0.15734(5) 0.56612(19) 0.21886(7) 0.0576(4) Uani 1 1 d . . .
C15 C 0.19749(6) 0.5108(2) 0.19229(10) 0.0473(5) Uani 1 1 d . . .
C16 C 0.19131(6) 0.3827(2) 0.14026(10) 0.0464(4) Uani 1 1 d . . .
C17 C 0.23021(7) 0.3387(3) 0.10713(11) 0.0573(5) Uani 1 1 d . . .
H17 H 0.2258 0.2553 0.0692 0.073(7) Uiso 1 1 d R . .
C18 C 0.27305(7) 0.4151(3) 0.12719(13) 0.0643(6) Uani 1 1 d . . .
H18 H 0.2982 0.3847 0.1009 0.083(7) Uiso 1 1 d R . .
C19 C 0.27829(8) 0.5395(3) 0.17956(14) 0.0680(6) Uani 1 1 d . . .
H19 H 0.3088 0.5875 0.1935 0.083(8) Uiso 1 1 d R . .
C20 C 0.23987(7) 0.5898(3) 0.21125(12) 0.0614(6) Uani 1 1 d . . .
H20 H 0.2433 0.6797 0.2464 0.070(7) Uiso 1 1 d R . .
N21 N 0.14713(6) 0.3104(2) 0.12226(9) 0.0552(4) Uani 1 1 d . . .
H21 H 0.1211 0.3836 0.1267 0.062(6) Uiso 1 1 d R . .
C22 C 0.13739(7) 0.1544(3) 0.08876(10) 0.0533(5) Uani 1 1 d . . .
N23 N 0.09610(6) 0.1452(2) 0.04679(9) 0.0553(4) Uani 1 1 d . . .
C24 C 0.08405(9) -0.0019(3) 0.01398(12) 0.0636(6) Uani 1 1 d . . .
H24 H 0.0532 -0.0019 -0.0133 0.049(5) Uiso 1 1 d R . .
C25 C 0.11205(10) -0.1435(3) 0.02061(14) 0.0759(7) Uani 1 1 d . . .
H25 H 0.1009 -0.2471 -0.0028 0.097(9) Uiso 1 1 d R . .
C26 C 0.15398(10) -0.1343(3) 0.06483(16) 0.0847(8) Uani 1 1 d . . .
H26 H 0.1745 -0.2308 0.0710 0.114(10) Uiso 1 1 d R . .
C27 C 0.16714(9) 0.0150(3) 0.10030(15) 0.0772(7) Uani 1 1 d . . .
H27 H 0.1956 0.0223 0.1338 0.101(9) Uiso 1 1 d R . .
O1A O 0.00698(6) 0.7755(3) 0.09673(10) 0.0866(6) Uani 1 1 d . . .
O2A O 0.05795(8) 0.5657(2) 0.12150(10) 0.0895(6) Uani 1 1 d . . .
C1A C 0.02336(12) 0.6348(5) 0.08294(13) 0.0860(9) Uani 1 1 d . . .
C2A C 0.01607(19) 0.4820(11) 0.0229(4) 0.0679(13) Uani 0.50 1 d P . .
C2'A C -0.00585(18) 0.5764(5) 0.0148(3) 0.0365(8) Uani 0.50 1 d P . .
H2A H -0.0324 0.6353 -0.0107 0.077(7) Uiso 1 1 d 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
N1 0.0469(8) 0.0630(11) 0.0442(9) -0.0016(8) 0.0069(7) 0.0033(7)
C2 0.0375(9) 0.0513(11) 0.0429(10) -0.0051(8) 0.0095(7) -0.0010(8)
C3 0.0483(10) 0.0501(12) 0.0540(11) -0.0071(9) 0.0042(9) -0.0035(8)
C4 0.0624(13) 0.0514(12) 0.0758(15) -0.0090(11) 0.0150(11) -0.0083(10)
C5 0.0706(14) 0.0519(13) 0.0836(17) 0.0058(12) 0.0211(12) 0.0017(11)
C6 0.0571(12) 0.0702(15) 0.0612(13) 0.0155(11) 0.0164(10) 0.0112(11)
N7 0.0569(9) 0.0493(9) 0.0422(9) -0.0134(7) -0.0005(7) 0.0057(7)
C8 0.0504(10) 0.0388(10) 0.0431(10) -0.0090(7) 0.0052(8) -0.0039(8)
C9 0.0486(10) 0.0409(10) 0.0427(10) -0.0089(8) 0.0055(8) -0.0063(8)
C10 0.0565(11) 0.0453(11) 0.0579(12) -0.0047(9) 0.0067(9) 0.0005(9)
C11 0.0726(14) 0.0527(12) 0.0576(13) 0.0074(10) -0.0012(11) -0.0001(10)
C12 0.0857(15) 0.0561(13) 0.0437(12) 0.0013(9) 0.0131(10) -0.0042(11)
C13 0.0649(12) 0.0526(12) 0.0489(11) -0.0077(9) 0.0149(9) -0.0003(10)
O14 0.0504(8) 0.0799(10) 0.0423(7) -0.0145(7) 0.0063(6) 0.0094(7)
C15 0.0462(10) 0.0523(11) 0.0439(10) -0.0038(8) 0.0078(8) 0.0038(8)
C16 0.0487(10) 0.0489(11) 0.0412(10) 0.0002(8) 0.0045(8) 0.0042(8)
C17 0.0581(12) 0.0630(13) 0.0523(12) -0.0075(10) 0.0130(9) 0.0073(10)
C18 0.0539(12) 0.0686(14) 0.0743(15) 0.0059(12) 0.0226(10) 0.0069(10)
C19 0.0487(12) 0.0633(14) 0.0931(18) -0.0016(13) 0.0135(11) -0.0063(10)
C20 0.0568(12) 0.0548(13) 0.0721(14) -0.0146(11) 0.0072(10) -0.0022(10)
N21 0.0476(9) 0.0579(10) 0.0591(10) -0.0195(8) 0.0038(7) 0.0012(8)
C22 0.0571(11) 0.0563(12) 0.0467(11) -0.0011(9) 0.0076(9) 0.0012(9)
N23 0.0557(10) 0.0569(10) 0.0526(10) -0.0048(8) 0.0053(8) -0.0032(8)
C24 0.0698(14) 0.0614(14) 0.0588(13) -0.0048(10) 0.0063(11) -0.0109(11)
C25 0.0956(18) 0.0530(14) 0.0784(17) -0.0078(12) 0.0100(14) -0.0067(13)
C26 0.0975(19) 0.0496(14) 0.103(2) 0.0018(13) 0.0012(16) 0.0145(13)
C27 0.0789(16) 0.0611(15) 0.0846(17) 0.0001(12) -0.0130(14) 0.0141(12)
O1A 0.0757(11) 0.1160(16) 0.0620(11) -0.0170(11) -0.0122(8) -0.0158(11)
O2A 0.1349(17) 0.0640(11) 0.0711(12) -0.0291(9) 0.0192(12) -0.0138(11)
C1A 0.099(2) 0.119(3) 0.0388(13) -0.0120(14) 0.0059(13) -0.059(2)
C2A 0.063(3) 0.074(4) 0.067(4) 0.001(4) 0.010(3) -0.002(4)
C2'A 0.038(2) 0.034(2) 0.034(2) -0.0089(18) -0.0089(17) 0.0111(19)

_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 C2 1.342(2) . ?
N1 C6 1.349(3) . ?
N1 H1N 1.19(3) . ?
C2 N7 1.367(2) . ?
C2 C3 1.400(3) . ?
C3 C4 1.370(3) . ?
C3 H3 0.9600 . ?
C4 C5 1.373(3) . ?
C4 H4 0.9601 . ?
C5 C6 1.358(3) . ?
C5 H5 0.9600 . ?
C6 H6 0.9600 . ?
N7 C8 1.410(2) . ?
N7 H7 0.9600 . ?
C8 C13 1.388(3) . ?
C8 C9 1.393(3) . ?
C9 C10 1.379(3) . ?
C9 O14 1.380(2) . ?
C10 C11 1.383(3) . ?
C10 H10 0.9602 . ?
C11 C12 1.377(3) . ?
C11 H11 0.9600 . ?
C12 C13 1.385(3) . ?
C12 H12 0.9600 . ?
C13 H13 0.9600 . ?
O14 C15 1.390(2) . ?
C15 C20 1.372(3) . ?
C15 C16 1.393(3) . ?
C16 N21 1.392(2) . ?
C16 C17 1.396(3) . ?
C17 C18 1.377(3) . ?
C17 H17 0.9601 . ?
C18 C19 1.376(3) . ?
C18 H18 0.9598 . ?
C19 C20 1.382(3) . ?
C19 H19 0.9601 . ?
C20 H20 0.9601 . ?
N21 C22 1.390(3) . ?
N21 H21 0.9600 . ?
C22 N23 1.331(3) . ?
C22 C27 1.393(3) . ?
N23 C24 1.334(3) . ?
C24 C25 1.373(3) . ?
C24 H24 0.9600 . ?
C25 C26 1.365(4) . ?
C25 H25 0.9600 . ?
C26 C27 1.377(4) . ?
C26 H26 0.9601 . ?
C27 H27 0.9600 . ?
O1A C1A 1.247(4) . ?
O1A H1N 1.39(3) . ?
O2A C1A 1.267(4) . ?
C1A C2'A 1.493(6) . ?
C1A C2A 1.636(10) . ?
C2A C2'A 0.855(6) 5_565 ?
C2A C2'A 0.975(6) . ?
C2A C2A 1.201(11) 5_565 ?
C2'A C2A 0.855(6) 5_565 ?
C2'A C2'A 1.385(8) 5_565 ?
C2'A H2A 0.9601 . ?

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
C2 N1 C6 120.35(18) . . ?
C2 N1 H1N 119.8(14) . . ?
C6 N1 H1N 119.9(14) . . ?
N1 C2 N7 115.73(16) . . ?
N1 C2 C3 119.49(18) . . ?
N7 C2 C3 124.77(17) . . ?
C4 C3 C2 119.0(2) . . ?
C4 C3 H3 123.1 . . ?
C2 C3 H3 117.8 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4 121.0 . . ?
C5 C4 H4 118.3 . . ?
C6 C5 C4 118.2(2) . . ?
C6 C5 H5 118.9 . . ?
C4 C5 H5 122.8 . . ?
N1 C6 C5 122.2(2) . . ?
N1 C6 H6 113.9 . . ?
C5 C6 H6 123.9 . . ?
C2 N7 C8 124.30(15) . . ?
C2 N7 H7 113.0 . . ?
C8 N7 H7 119.1 . . ?
C13 C8 C9 118.78(18) . . ?
C13 C8 N7 122.52(17) . . ?
C9 C8 N7 118.66(16) . . ?
C10 C9 O14 124.59(17) . . ?
C10 C9 C8 120.80(17) . . ?
O14 C9 C8 114.59(16) . . ?
C9 C10 C11 119.54(19) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 121.6 . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 H11 122.6 . . ?
C10 C11 H11 116.8 . . ?
C11 C12 C13 119.83(19) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 121.1 . . ?
C12 C13 C8 120.50(19) . . ?
C12 C13 H13 121.5 . . ?
C8 C13 H13 118.0 . . ?
C9 O14 C15 120.21(14) . . ?
C20 C15 O14 121.41(17) . . ?
C20 C15 C16 122.05(18) . . ?
O14 C15 C16 116.25(16) . . ?
N21 C16 C15 119.21(16) . . ?
N21 C16 C17 123.75(18) . . ?
C15 C16 C17 117.00(18) . . ?
C18 C17 C16 121.1(2) . . ?
C18 C17 H17 121.4 . . ?
C16 C17 H17 117.5 . . ?
C19 C18 C17 120.6(2) . . ?
C19 C18 H18 121.5 . . ?
C17 C18 H18 117.7 . . ?
C18 C19 C20 119.4(2) . . ?
C18 C19 H19 118.5 . . ?
C20 C19 H19 122.0 . . ?
C15 C20 C19 119.8(2) . . ?
C15 C20 H20 120.9 . . ?
C19 C20 H20 119.3 . . ?
C22 N21 C16 126.23(16) . . ?
C22 N21 H21 117.3 . . ?
C16 N21 H21 115.7 . . ?
N23 C22 N21 114.83(17) . . ?
N23 C22 C27 121.8(2) . . ?
N21 C22 C27 123.3(2) . . ?
C22 N23 C24 118.07(19) . . ?
N23 C24 C25 123.6(2) . . ?
N23 C24 H24 113.9 . . ?
C25 C24 H24 122.5 . . ?
C26 C25 C24 118.1(2) . . ?
C26 C25 H25 122.1 . . ?
C24 C25 H25 119.7 . . ?
C25 C26 C27 119.7(2) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 119.8 . . ?
C26 C27 C22 118.6(2) . . ?
C26 C27 H27 121.0 . . ?
C22 C27 H27 120.3 . . ?
C1A O1A H1N 114.3(11) . . ?
O1A C1A O2A 123.8(2) . . ?
O1A C1A C2'A 105.3(3) . . ?
O2A C1A C2'A 130.9(4) . . ?
O1A C1A C2A 141.2(4) . . ?
O2A C1A C2A 94.9(4) . . ?
C2'A C1A C2A 35.93(19) . . ?
C2'A C2A C2'A 98.2(7) 5_565 . ?
C2'A C2A C2A 53.4(6) 5_565 5_565 ?
C2'A C2A C2A 44.8(5) . 5_565 ?
C2'A C2A C1A 162.2(10) 5_565 . ?
C2'A C2A C1A 64.0(8) . . ?
C2A C2A C1A 108.8(11) 5_565 . ?
C2A C2'A C2A 81.8(7) 5_565 . ?
C2A C2'A C2'A 44.1(5) 5_565 5_565 ?
C2A C2'A C2'A 37.6(4) . 5_565 ?
C2A C2'A C1A 161.8(10) 5_565 . ?
C2A C2'A C1A 80.1(8) . . ?
C2'A C2'A C1A 117.7(6) 5_565 . ?
C2A C2'A H2A 72.4 5_565 . ?
C2A C2'A H2A 154.1 . . ?
C2'A C2'A H2A 116.5 5_565 . ?
C1A C2'A H2A 125.8 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.035


#===END


data_5tere

_database_code_CSD 191449

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N,N'-bis(2-pyridyl)-2,2'-oxybis(aminobenzene) 1,4-benzenedicarboxylic acid
co-crystal 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22H18N4O, 0.5(C8H6O4)'
_chemical_formula_sum            'C26 H21 N4 O3'
_chemical_formula_weight         437.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2875(6)
_cell_length_b                   10.1511(8)
_cell_length_c                   13.3739(10)
_cell_angle_alpha                78.828(7)
_cell_angle_beta                 87.705(6)
_cell_angle_gamma                84.019(6)
_cell_volume                     1097.55(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    'not relevant with the CCD data'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             458
_exptl_absorpt_coefficient_mu    0.089
_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      294(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  'Kuma KM4CCD diffractometer'
_diffrn_measurement_method       '\o scan'
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        <2
_diffrn_reflns_number            7973
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.56
_diffrn_reflns_theta_max         25.03
_reflns_number_total             3798
_reflns_number_gt                2684
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'KM4CCD, Version 1.168, 2001'
_computing_cell_refinement       'KM4RED, Version 1.168, 2001'
_computing_data_reduction        'KM4RED, Version 1.168, 2001'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.0606P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'difmap, geom'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3798
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1204
_refine_ls_wR_factor_gt          0.1036
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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
N1 N -0.08881(18) 0.86793(16) 0.60671(12) 0.0471(4) Uani 1 1 d . . .
H1 H 0.022(3) 0.783(3) 0.5867(18) 0.101(8) Uiso 1 1 d . . .
C2 C -0.0622(2) 0.97714(19) 0.64440(13) 0.0434(5) Uani 1 1 d . . .
C3 C -0.1940(2) 1.0697(2) 0.65947(16) 0.0567(6) Uani 1 1 d . . .
H3 H -0.1705 1.1459 0.6871 0.070(7) Uiso 1 1 d R . .
C4 C -0.3464(3) 1.0453(3) 0.63748(18) 0.0680(6) Uani 1 1 d . . .
H4 H -0.4357 1.1088 0.6497 0.073(7) Uiso 1 1 d R . .
C5 C -0.3718(3) 0.9310(3) 0.60220(18) 0.0677(6) Uani 1 1 d . . .
H5 H -0.4769 0.9082 0.5879 0.085(7) Uiso 1 1 d R . .
C6 C -0.2410(2) 0.8454(2) 0.58702(16) 0.0592(6) Uani 1 1 d . . .
H6 H -0.2415 0.7634 0.5614 0.071(7) Uiso 1 1 d R . .
N7 N 0.09501(18) 0.98532(16) 0.66664(13) 0.0511(4) Uani 1 1 d . . .
H7 H 0.1632 0.9019 0.6724 0.083(7) Uiso 1 1 d R . .
C8 C 0.1557(2) 1.09425(19) 0.69834(14) 0.0429(5) Uani 1 1 d . . .
C9 C 0.2739(2) 1.06818(19) 0.77151(14) 0.0450(5) Uani 1 1 d . . .
C10 C 0.3435(3) 1.1704(2) 0.80290(16) 0.0590(6) Uani 1 1 d . . .
H10 H 0.4302 1.1469 0.8505 0.070(6) Uiso 1 1 d R . .
C11 C 0.2928(3) 1.3028(2) 0.76176(19) 0.0683(6) Uani 1 1 d . . .
H11 H 0.3458 1.3711 0.7844 0.092(8) Uiso 1 1 d R . .
C12 C 0.1773(3) 1.3308(2) 0.68818(18) 0.0638(6) Uani 1 1 d . . .
H12 H 0.1425 1.4221 0.6568 0.076(7) Uiso 1 1 d R . .
C13 C 0.1093(2) 1.2288(2) 0.65540(16) 0.0545(5) Uani 1 1 d . . .
H13 H 0.0314 1.2475 0.6020 0.056(6) Uiso 1 1 d R . .
O14 O 0.33100(16) 0.93414(13) 0.80537(10) 0.0536(4) Uani 1 1 d . . .
C15 C 0.3107(2) 0.87581(19) 0.90675(14) 0.0438(5) Uani 1 1 d . . .
C16 C 0.3935(2) 0.74879(19) 0.93581(15) 0.0475(5) Uani 1 1 d . . .
C17 C 0.3752(3) 0.6817(2) 1.03516(16) 0.0606(6) Uani 1 1 d . . .
H17 H 0.4333 0.5940 1.0542 0.077(7) Uiso 1 1 d R . .
C18 C 0.2796(3) 0.7408(2) 1.10457(17) 0.0661(6) Uani 1 1 d . . .
H18 H 0.2757 0.6907 1.1732 0.096(8) Uiso 1 1 d R . .
C19 C 0.2001(3) 0.8664(2) 1.07505(17) 0.0638(6) Uani 1 1 d . . .
H19 H 0.1341 0.9108 1.1217 0.075(7) Uiso 1 1 d R . .
C20 C 0.2140(2) 0.9348(2) 0.97571(15) 0.0553(5) Uani 1 1 d . . .
H20 H 0.1626 1.0241 0.9522 0.060(6) Uiso 1 1 d R . .
N21 N 0.49028(19) 0.68901(16) 0.86352(13) 0.0551(5) Uani 1 1 d . . .
H21 H 0.4473 0.7043 0.7962 0.064(6) Uiso 1 1 d R . .
C22 C 0.6590(2) 0.67073(19) 0.86711(15) 0.0492(5) Uani 1 1 d . . .
N23 N 0.7299(2) 0.61778(18) 0.79107(13) 0.0622(5) Uani 1 1 d . . .
C24 C 0.8919(3) 0.5970(3) 0.7913(2) 0.0770(7) Uani 1 1 d . . .
H24 H 0.9397 0.5588 0.7354 0.101(9) Uiso 1 1 d R . .
C25 C 0.9877(3) 0.6249(3) 0.8622(2) 0.0874(8) Uani 1 1 d . . .
H25 H 1.1036 0.6067 0.8600 0.106(9) Uiso 1 1 d R . .
C26 C 0.9112(3) 0.6781(3) 0.9408(2) 0.0932(9) Uani 1 1 d . . .
H26 H 0.9723 0.6972 0.9950 0.108(9) Uiso 1 1 d R . .
C27 C 0.7464(3) 0.7019(3) 0.94373(19) 0.0734(7) Uani 1 1 d . . .
H27 H 0.6914 0.7362 0.9993 0.074(7) Uiso 1 1 d R . .
O1A O 0.12251(16) 0.69318(14) 0.55286(10) 0.0570(4) Uani 1 1 d . . .
O2A O 0.30530(16) 0.73778(15) 0.65442(11) 0.0634(4) Uani 1 1 d . . .
C1A C 0.3509(2) 0.53813(19) 0.45616(14) 0.0472(5) Uani 1 1 d . . .
H1A H 0.2478 0.5653 0.4243 0.050(5) Uiso 1 1 d R . .
C2A C 0.3873(2) 0.58730(17) 0.54185(13) 0.0409(4) Uani 1 1 d . . .
C3A C 0.5379(2) 0.54788(18) 0.58545(14) 0.0460(5) Uani 1 1 d . . .
H3A H 0.5651 0.5777 0.6460 0.057(6) Uiso 1 1 d R . .
C4A C 0.2655(2) 0.67985(18) 0.58761(14) 0.0438(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0449(9) 0.0495(10) 0.0486(10) -0.0127(8) -0.0013(7) -0.0063(7)
C2 0.0447(11) 0.0476(11) 0.0370(11) -0.0085(9) -0.0008(8) 0.0002(9)
C3 0.0502(12) 0.0603(14) 0.0599(14) -0.0180(11) 0.0049(10) 0.0034(10)
C4 0.0469(13) 0.0793(17) 0.0731(16) -0.0111(13) 0.0094(11) 0.0057(12)
C5 0.0430(13) 0.0815(17) 0.0754(17) -0.0030(14) -0.0024(11) -0.0131(12)
C6 0.0537(13) 0.0643(15) 0.0615(14) -0.0106(12) -0.0030(10) -0.0166(11)
N7 0.0441(9) 0.0448(10) 0.0682(12) -0.0227(9) -0.0115(8) 0.0039(8)
C8 0.0436(10) 0.0434(11) 0.0427(11) -0.0129(9) 0.0004(8) -0.0001(8)
C9 0.0490(11) 0.0456(11) 0.0412(11) -0.0135(9) 0.0023(8) 0.0011(9)
C10 0.0590(13) 0.0648(15) 0.0592(14) -0.0267(12) -0.0070(11) -0.0037(11)
C11 0.0786(16) 0.0581(15) 0.0767(17) -0.0283(13) 0.0028(13) -0.0181(12)
C12 0.0795(16) 0.0445(13) 0.0653(15) -0.0083(12) 0.0078(12) -0.0038(11)
C13 0.0618(13) 0.0507(13) 0.0504(13) -0.0108(10) -0.0045(10) 0.0003(10)
O14 0.0664(9) 0.0511(8) 0.0423(8) -0.0156(7) -0.0067(6) 0.0134(7)
C15 0.0414(10) 0.0521(12) 0.0407(11) -0.0157(9) -0.0077(8) -0.0021(9)
C16 0.0509(11) 0.0472(11) 0.0474(12) -0.0181(10) -0.0072(9) 0.0016(9)
C17 0.0754(15) 0.0500(13) 0.0552(14) -0.0093(11) -0.0068(11) 0.0008(11)
C18 0.0767(15) 0.0732(16) 0.0482(14) -0.0100(12) 0.0019(11) -0.0100(13)
C19 0.0603(13) 0.0798(16) 0.0521(14) -0.0207(13) 0.0072(10) 0.0022(12)
C20 0.0523(12) 0.0618(14) 0.0515(13) -0.0184(11) -0.0037(9) 0.0112(10)
N21 0.0576(10) 0.0604(11) 0.0490(11) -0.0232(9) -0.0117(8) 0.0141(8)
C22 0.0584(12) 0.0390(11) 0.0491(12) -0.0087(9) -0.0045(9) 0.0022(9)
N23 0.0657(12) 0.0684(12) 0.0505(11) -0.0168(9) -0.0027(8) 0.0131(9)
C24 0.0703(17) 0.0857(18) 0.0706(17) -0.0149(14) 0.0072(13) 0.0089(14)
C25 0.0527(15) 0.109(2) 0.099(2) -0.0185(18) -0.0019(14) -0.0013(14)
C26 0.0715(18) 0.122(2) 0.095(2) -0.0348(19) -0.0211(16) -0.0156(16)
C27 0.0662(15) 0.0903(18) 0.0733(17) -0.0399(14) -0.0084(12) -0.0040(13)
O1A 0.0477(8) 0.0631(9) 0.0664(10) -0.0314(8) -0.0112(7) 0.0049(7)
O2A 0.0549(8) 0.0747(10) 0.0718(10) -0.0465(9) -0.0096(7) 0.0051(7)
C1A 0.0454(11) 0.0524(12) 0.0471(12) -0.0179(9) -0.0080(8) -0.0011(9)
C2A 0.0465(10) 0.0388(10) 0.0403(11) -0.0132(8) 0.0010(8) -0.0075(8)
C3A 0.0493(11) 0.0501(12) 0.0435(12) -0.0208(9) -0.0039(8) -0.0044(9)
C4A 0.0495(11) 0.0413(11) 0.0429(11) -0.0134(9) -0.0013(9) -0.0053(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
N1 C2 1.345(2) . ?
N1 C6 1.350(2) . ?
N1 H1 1.25(2) . ?
C2 N7 1.363(2) . ?
C2 C3 1.400(2) . ?
C3 C4 1.366(3) . ?
C3 H3 0.9601 . ?
C4 C5 1.373(3) . ?
C4 H4 0.9600 . ?
C5 C6 1.350(3) . ?
C5 H5 0.9600 . ?
C6 H6 0.9600 . ?
N7 C8 1.404(2) . ?
N7 H7 0.9599 . ?
C8 C9 1.382(3) . ?
C8 C13 1.396(3) . ?
C9 C10 1.378(3) . ?
C9 O14 1.387(2) . ?
C10 C11 1.379(3) . ?
C10 H10 0.9600 . ?
C11 C12 1.369(3) . ?
C11 H11 0.9601 . ?
C12 C13 1.378(3) . ?
C12 H12 0.9600 . ?
C13 H13 0.9601 . ?
O14 C15 1.382(2) . ?
C15 C20 1.380(2) . ?
C15 C16 1.388(3) . ?
C16 C17 1.381(3) . ?
C16 N21 1.418(2) . ?
C17 C18 1.381(3) . ?
C17 H17 0.9600 . ?
C18 C19 1.367(3) . ?
C18 H18 0.9600 . ?
C19 C20 1.381(3) . ?
C19 H19 0.9600 . ?
C20 H20 0.9600 . ?
N21 C22 1.393(2) . ?
N21 H21 0.9601 . ?
C22 N23 1.329(2) . ?
C22 C27 1.381(3) . ?
N23 C24 1.337(3) . ?
C24 C25 1.350(4) . ?
C24 H24 0.9600 . ?
C25 C26 1.376(4) . ?
C25 H25 0.9599 . ?
C26 C27 1.363(3) . ?
C26 H26 0.9600 . ?
C27 H27 0.9599 . ?
O1A C4A 1.275(2) . ?
O1A H1 1.31(2) . ?
O2A C4A 1.233(2) . ?
C1A C3A 1.379(2) 2_666 ?
C1A C2A 1.391(2) . ?
C1A H1A 0.9600 . ?
C2A C3A 1.386(2) . ?
C2A C4A 1.501(2) . ?
C3A C1A 1.379(2) 2_666 ?
C3A H3A 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
C2 N1 C6 120.51(17) . . ?
C2 N1 H1 123.4(11) . . ?
C6 N1 H1 116.1(11) . . ?
N1 C2 N7 115.28(15) . . ?
N1 C2 C3 119.02(18) . . ?
N7 C2 C3 125.69(18) . . ?
C4 C3 C2 119.2(2) . . ?
C4 C3 H3 124.2 . . ?
C2 C3 H3 116.6 . . ?
C3 C4 C5 121.0(2) . . ?
C3 C4 H4 118.1 . . ?
C5 C4 H4 121.0 . . ?
C6 C5 C4 118.0(2) . . ?
C6 C5 H5 118.2 . . ?
C4 C5 H5 123.8 . . ?
C5 C6 N1 122.3(2) . . ?
C5 C6 H6 126.5 . . ?
N1 C6 H6 111.2 . . ?
C2 N7 C8 126.08(15) . . ?
C2 N7 H7 114.5 . . ?
C8 N7 H7 118.4 . . ?
C9 C8 C13 117.79(18) . . ?
C9 C8 N7 118.93(17) . . ?
C13 C8 N7 123.18(18) . . ?
C10 C9 C8 121.88(18) . . ?
C10 C9 O14 120.85(18) . . ?
C8 C9 O14 116.99(17) . . ?
C9 C10 C11 119.5(2) . . ?
C9 C10 H10 118.6 . . ?
C11 C10 H10 121.8 . . ?
C12 C11 C10 119.5(2) . . ?
C12 C11 H11 123.4 . . ?
C10 C11 H11 117.0 . . ?
C11 C12 C13 121.2(2) . . ?
C11 C12 H12 121.1 . . ?
C13 C12 H12 117.7 . . ?
C12 C13 C8 120.1(2) . . ?
C12 C13 H13 121.6 . . ?
C8 C13 H13 118.2 . . ?
C15 O14 C9 119.63(13) . . ?
C20 C15 O14 124.19(17) . . ?
C20 C15 C16 120.93(18) . . ?
O14 C15 C16 114.87(15) . . ?
C17 C16 C15 118.47(17) . . ?
C17 C16 N21 121.38(17) . . ?
C15 C16 N21 120.12(18) . . ?
C16 C17 C18 120.7(2) . . ?
C16 C17 H17 117.6 . . ?
C18 C17 H17 121.7 . . ?
C19 C18 C17 120.1(2) . . ?
C19 C18 H18 123.1 . . ?
C17 C18 H18 116.8 . . ?
C18 C19 C20 120.32(19) . . ?
C18 C19 H19 122.1 . . ?
C20 C19 H19 117.6 . . ?
C15 C20 C19 119.43(19) . . ?
C15 C20 H20 117.5 . . ?
C19 C20 H20 123.1 . . ?
C22 N21 C16 122.49(16) . . ?
C22 N21 H21 114.7 . . ?
C16 N21 H21 115.6 . . ?
N23 C22 C27 122.34(19) . . ?
N23 C22 N21 114.20(18) . . ?
C27 C22 N21 123.45(17) . . ?
C22 N23 C24 116.7(2) . . ?
N23 C24 C25 125.3(2) . . ?
N23 C24 H24 114.8 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C26 116.9(2) . . ?
C24 C25 H25 122.4 . . ?
C26 C25 H25 120.6 . . ?
C27 C26 C25 120.0(2) . . ?
C27 C26 H26 119.0 . . ?
C25 C26 H26 120.9 . . ?
C26 C27 C22 118.7(2) . . ?
C26 C27 H27 120.8 . . ?
C22 C27 H27 120.4 . . ?
C4A O1A H1 114.9(10) . . ?
C3A C1A C2A 120.96(17) 2_666 . ?
C3A C1A H1A 119.0 2_666 . ?
C2A C1A H1A 120.0 . . ?
C3A C2A C1A 118.83(16) . . ?
C3A C2A C4A 120.28(16) . . ?
C1A C2A C4A 120.88(16) . . ?
C1A C3A C2A 120.21(17) 2_666 . ?
C1A C3A H3A 119.1 2_666 . ?
C2A C3A H3A 120.7 . . ?
O2A C4A O1A 123.71(16) . . ?
O2A C4A C2A 120.58(16) . . ?
O1A C4A C2A 115.71(16) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.115
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.036


#===END