# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2013


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
#  of the CCDC or of third parties, and may not be copied or further 
#  disseminated in any form, whether machine-readable or not,  
#  except for the purpose of generating routine backup copies 
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and 
#  data retrieval see:
#                         www.ccdc.cam.ac.uk 
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively. 
#
####################################################################### 

data_bpf
_database_code_depnum_ccdc_archive 'CCDC 902842'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            'Benzimidazole salt of pimelic acid'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H24 N4 O4'
_chemical_formula_weight         396.44

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   'P 21/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                   5.8194(2)
_cell_length_b                   22.0856(7)
_cell_length_c                   16.1980(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.285(3)
_cell_angle_gamma                90.00
_cell_volume                     2081.84(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   NUMERICAL
_exptl_absorpt_correction_T_min  0.99116
_exptl_absorpt_correction_T_max  1.01423
_exptl_absorpt_process_details   'CRYSALISPRO v171.33.42'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ' XCALIBUR OXFORD DIFFRACTION'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24371
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0513
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.40
_diffrn_reflns_theta_max         28.70
_reflns_number_total             5219
_reflns_number_gt                2808
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CRYSALISPRO v171.33.42'
_computing_cell_refinement       'CRYSALISPRO v171.33.42'
_computing_data_reduction        'CRYSALISPRO v171.33.42'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND 3.2'
_computing_publication_material  ?

_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^)+(0.0250P)^2^+0.0250P] 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     SHELXL
_refine_ls_extinction_coef       0.00672(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         5219
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.0850
_refine_ls_wR_factor_gt          0.0780
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.080
_refine_ls_shift/su_mean         0.007

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
C1A C 0.15772(7) 0.51409(2) 0.08607(3) 0.04310(13) Uani 1 1 d . . .
C1B C 0.65828(7) 0.505948(19) 0.41167(2) 0.04047(13) Uani 1 1 d . . .
C1C C 0.24083(8) 0.76897(2) 0.12401(3) 0.05382(14) Uani 1 1 d . . .
C2A C 0.09363(9) 0.45683(2) 0.11280(3) 0.05847(16) Uani 1 1 d . . .
C2B C 0.62615(8) 0.56707(2) 0.39645(3) 0.05911(17) Uani 1 1 d . . .
C2C C 0.42131(8) 0.73745(2) 0.17480(3) 0.05774(15) Uani 1 1 d . . .
C3A C -0.10033(10) 0.45306(3) 0.16062(3) 0.0744(2) Uani 1 1 d . . .
C3B C 0.43527(9) 0.58281(2) 0.35175(4) 0.0750(2) Uani 1 1 d . . .
C3C C 0.56099(8) 0.77671(2) 0.23184(3) 0.05635(15) Uani 1 1 d . . .
C4A C -0.22768(9) 0.50402(3) 0.18177(3) 0.0776(2) Uani 1 1 d . . .
C4B C 0.28101(9) 0.53960(3) 0.32303(3) 0.07396(19) Uani 1 1 d . . .
C4C C 0.72178(8) 0.73960(2) 0.28438(3) 0.06086(15) Uani 1 1 d . . .
C5A C -0.16575(9) 0.56056(3) 0.15611(3) 0.06740(18) Uani 1 1 d . . .
C5B C 0.31121(8) 0.47940(2) 0.33761(3) 0.05713(16) Uani 1 1 d . . .
C5C C 0.87077(8) 0.77414(2) 0.34412(3) 0.05570(15) Uani 1 1 d . . .
C6A C 0.03083(8) 0.56493(2) 0.10805(3) 0.04752(14) Uani 1 1 d . . .
C6B C 0.50325(7) 0.46338(2) 0.38250(2) 0.04238(13) Uani 1 1 d . . .
C6C C 1.01329(8) 0.73185(2) 0.39562(3) 0.06605(16) Uani 1 1 d . . .
C7A C 0.32408(8) 0.59171(2) 0.03174(3) 0.05596(16) Uani 1 1 d . . .
C7B C 0.77396(8) 0.41801(2) 0.45098(3) 0.05755(16) Uani 1 1 d . . .
C7C C 1.18623(7) 0.75973(2) 0.45191(3) 0.04712(14) Uani 1 1 d . . .
N1A N 0.33969(6) 0.533042(17) 0.03774(2) 0.05062(12) Uani 1 1 d . . .
N1B N 0.82763(6) 0.475286(16) 0.45482(2) 0.04659(11) Uani 1 1 d . . .
N2A N 0.14343(7) 0.613126(17) 0.07246(2) 0.05771(13) Uani 1 1 d . . .
N2B N 0.58319(6) 0.408059(17) 0.40804(2) 0.05597(13) Uani 1 1 d . . .
O1C O 0.23285(6) 0.823832(16) 0.12240(3) 0.11106(14) Uani 1 1 d . . .
O2C O 0.10559(5) 0.735649(14) 0.08417(2) 0.07089(11) Uani 1 1 d . . .
O3C O 1.20465(6) 0.813005(14) 0.46364(2) 0.07107(12) Uani 1 1 d . . .
O4C O 1.31394(6) 0.719224(14) 0.48783(2) 0.07344(11) Uani 1 1 d . . .
H21C H 0.3430(9) 0.7040(2) 0.2050(3) 0.0917(17) Uiso 1 1 d . . .
H22C H 0.5162(8) 0.7132(2) 0.1387(3) 0.0832(16) Uiso 1 1 d . . .
H2A H 0.1843(7) 0.42286(19) 0.0962(3) 0.0656(14) Uiso 1 1 d . . .
H2B H 0.7322(7) 0.59534(18) 0.4185(2) 0.0587(13) Uiso 1 1 d . . .
H31C H 0.4713(8) 0.8019(2) 0.2641(3) 0.0798(16) Uiso 1 1 d . . .
H32C H 0.6528(9) 0.8092(2) 0.1994(3) 0.0937(17) Uiso 1 1 d . . .
H3A H -0.1475(8) 0.4143(2) 0.1786(3) 0.0810(15) Uiso 1 1 d . . .
H3B H 0.4040(8) 0.6234(2) 0.3431(3) 0.0859(16) Uiso 1 1 d . . .
H41C H 0.6360(9) 0.7086(2) 0.3148(3) 0.1005(18) Uiso 1 1 d . . .
H42C H 0.8164(9) 0.7120(3) 0.2495(3) 0.1033(18) Uiso 1 1 d . . .
H4A H -0.3646(8) 0.4987(2) 0.2142(3) 0.0921(17) Uiso 1 1 d . . .
H4B H 0.1522(8) 0.5528(2) 0.2959(3) 0.0855(16) Uiso 1 1 d . . .
H4C H 1.4238(9) 0.7373(2) 0.5237(3) 0.0999(18) Uiso 1 1 d . . .
H51C H 0.7787(9) 0.8001(2) 0.3800(3) 0.0874(16) Uiso 1 1 d . . .
H52C H 0.9720(8) 0.8020(2) 0.3160(3) 0.0799(16) Uiso 1 1 d . . .
H5A H -0.2499(8) 0.5976(2) 0.1699(3) 0.0862(16) Uiso 1 1 d . . .
H5B H 0.2034(7) 0.45010(19) 0.3196(3) 0.0643(13) Uiso 1 1 d . . .
H61C H 0.9233(11) 0.7052(3) 0.4250(4) 0.134(2) Uiso 1 1 d . . .
H62C H 1.0849(8) 0.6988(2) 0.3621(3) 0.0841(16) Uiso 1 1 d . . .
H7A H 0.4327(7) 0.6180(2) 0.0013(3) 0.0711(14) Uiso 1 1 d . . .
H7B H 0.8608(7) 0.3872(2) 0.4741(2) 0.0719(14) Uiso 1 1 d . . .
HN1A H 0.4524(12) 0.5114(3) 0.0176(4) 0.041(2) Uiso 0.50 1 d P . .
HN1B H 0.9406(11) 0.4925(3) 0.4760(4) 0.040(2) Uiso 0.50 1 d P . .
HN2A H 0.1098(8) 0.6526(2) 0.0774(3) 0.0852(16) Uiso 1 1 d . . .
HN2B H 0.5009(9) 0.3733(2) 0.4014(3) 0.1039(18) Uiso 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
C1A 0.0452(2) 0.0418(2) 0.0422(2) -0.0011(2) -0.0108(2) 0.0000(2)
C1B 0.0361(2) 0.0433(3) 0.0419(2) 0.0014(2) -0.00201(19) -0.0073(2)
C1C 0.0572(3) 0.0391(3) 0.0649(3) -0.0049(2) -0.0322(2) 0.0120(2)
C2A 0.0685(3) 0.0488(3) 0.0580(3) 0.0029(2) -0.0120(3) 0.0000(3)
C2B 0.0541(3) 0.0464(3) 0.0769(3) 0.0025(3) -0.0039(3) -0.0082(2)
C2C 0.0626(3) 0.0427(3) 0.0675(3) -0.0060(2) -0.0395(2) 0.0110(2)
C3A 0.0849(4) 0.0761(4) 0.0622(3) 0.0132(3) -0.0094(3) -0.0236(3)
C3B 0.0655(3) 0.0614(3) 0.0982(4) 0.0217(3) -0.0002(3) 0.0112(3)
C3C 0.0562(3) 0.0470(3) 0.0654(3) -0.0034(2) -0.0349(2) 0.0068(2)
C4A 0.0639(3) 0.1138(5) 0.0550(3) 0.0009(3) 0.0017(3) -0.0068(3)
C4B 0.0473(3) 0.1030(4) 0.0715(3) 0.0193(3) -0.0105(3) 0.0087(3)
C4C 0.0625(3) 0.0493(3) 0.0704(3) -0.0019(2) -0.0422(2) 0.0055(2)
C5A 0.0649(3) 0.0837(4) 0.0535(3) -0.0126(3) -0.0051(3) 0.0147(3)
C5B 0.0454(3) 0.0799(4) 0.0460(3) 0.0014(3) -0.0083(2) -0.0118(3)
C5C 0.0547(3) 0.0488(3) 0.0633(3) -0.0023(2) -0.0327(2) 0.0036(2)
C6A 0.0523(3) 0.0469(3) 0.0432(2) -0.0040(2) -0.0110(2) 0.0038(2)
C6B 0.0416(2) 0.0486(3) 0.0369(2) -0.0031(2) -0.0019(2) -0.0091(2)
C6C 0.0748(3) 0.0447(3) 0.0782(3) -0.0029(2) -0.0506(2) 0.0035(2)
C7A 0.0569(3) 0.0478(3) 0.0631(3) 0.0039(2) -0.0083(2) -0.0058(2)
C7B 0.0547(3) 0.0462(3) 0.0716(3) 0.0028(3) -0.0186(2) -0.0061(2)
C7C 0.0479(2) 0.0373(2) 0.0559(3) -0.0010(2) -0.0220(2) 0.0007(2)
N1A 0.0483(2) 0.0451(2) 0.0584(2) -0.00054(19) -0.00442(19) 0.00444(19)
N1B 0.04043(19) 0.0432(2) 0.0560(2) -0.00074(18) -0.01290(17) -0.01214(17)
N2A 0.0709(3) 0.0371(2) 0.0650(2) -0.00516(19) -0.0162(2) 0.0082(2)
N2B 0.0588(2) 0.0431(2) 0.0658(2) -0.00419(19) -0.0179(2) -0.01632(19)
O1C 0.1170(2) 0.0392(2) 0.1759(3) -0.0107(2) -0.1065(2) 0.01832(19)
O2C 0.0787(2) 0.04512(19) 0.0883(2) -0.00791(17) -0.05825(16) 0.00737(17)
O3C 0.0779(2) 0.03798(18) 0.0968(2) -0.00678(17) -0.04534(18) 0.00448(17)
O4C 0.0833(2) 0.03948(18) 0.0969(2) 0.00169(17) -0.06457(16) 0.00072(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
C1A N1A 1.3848(6) . ?
C1A C2A 1.3882(6) . ?
C1A C6A 1.3912(6) . ?
C1B N1B 1.3826(5) . ?
C1B C2B 1.3848(6) . ?
C1B C6B 1.3845(6) . ?
C1C O1C 1.2128(6) . ?
C1C O2C 1.2539(5) . ?
C1C C2C 1.5020(6) . ?
C2A C3A 1.3747(7) . ?
C2A H2A 0.956(4) . ?
C2B C3B 1.3679(7) . ?
C2B H2B 0.947(4) . ?
C2C C3C 1.5029(6) . ?
C2C H21C 0.997(5) . ?
C2C H22C 0.968(5) . ?
C3A C4A 1.3914(8) . ?
C3A H3A 0.945(5) . ?
C3B C4B 1.3888(8) . ?
C3B H3B 0.924(5) . ?
C3C C4C 1.5046(6) . ?
C3C H31C 0.927(5) . ?
C3C H32C 1.039(5) . ?
C4A C5A 1.3651(8) . ?
C4A H4A 0.964(5) . ?
C4B C5B 1.3617(8) . ?
C4B H4B 0.915(5) . ?
C4C C5C 1.5039(6) . ?
C4C H41C 0.982(5) . ?
C4C H42C 0.998(6) . ?
C5A C6A 1.3903(7) . ?
C5A H5A 0.980(5) . ?
C5B C6B 1.3765(6) . ?
C5B H5B 0.946(4) . ?
C5C C6C 1.4998(7) . ?
C5C H51C 0.978(5) . ?
C5C H52C 0.967(5) . ?
C6A N2A 1.3779(6) . ?
C6B N2B 1.3706(6) . ?
C6C C7C 1.4880(6) . ?
C6C H61C 0.922(6) . ?
C6C H62C 1.002(5) . ?
C7A N1A 1.3025(6) . ?
C7A N2A 1.3306(6) . ?
C7A H7A 0.992(4) . ?
C7B N1B 1.3045(6) . ?
C7B N2B 1.3254(6) . ?
C7B H7B 0.926(4) . ?
C7C O3C 1.1965(5) . ?
C7C O4C 1.2988(5) . ?
N1A HN1A 0.875(7) . ?
N1B HN1B 0.832(7) . ?
N2A HN2A 0.896(5) . ?
N2B HN2B 0.910(5) . ?
O4C H4C 0.950(5) . ?

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
N1A C1A C2A 131.23(4) . . ?
N1A C1A C6A 108.00(4) . . ?
C2A C1A C6A 120.77(4) . . ?
N1B C1B C2B 131.51(4) . . ?
N1B C1B C6B 107.55(4) . . ?
C2B C1B C6B 120.93(4) . . ?
O1C C1C O2C 123.47(4) . . ?
O1C C1C C2C 120.09(4) . . ?
O2C C1C C2C 116.44(4) . . ?
C3A C2A C1A 116.97(5) . . ?
C3A C2A H2A 124.5(3) . . ?
C1A C2A H2A 118.5(3) . . ?
C3B C2B C1B 116.78(4) . . ?
C3B C2B H2B 124.0(2) . . ?
C1B C2B H2B 119.2(3) . . ?
C3C C2C C1C 116.35(4) . . ?
C3C C2C H21C 111.9(3) . . ?
C1C C2C H21C 107.0(3) . . ?
C3C C2C H22C 112.5(3) . . ?
C1C C2C H22C 108.9(3) . . ?
H21C C2C H22C 98.6(4) . . ?
C2A C3A C4A 121.97(5) . . ?
C2A C3A H3A 118.0(3) . . ?
C4A C3A H3A 120.0(3) . . ?
C2B C3B C4B 121.63(5) . . ?
C2B C3B H3B 119.0(3) . . ?
C4B C3B H3B 119.2(3) . . ?
C2C C3C C4C 111.49(4) . . ?
C2C C3C H31C 112.9(3) . . ?
C4C C3C H31C 111.0(3) . . ?
C2C C3C H32C 111.4(3) . . ?
C4C C3C H32C 110.0(3) . . ?
H31C C3C H32C 99.4(4) . . ?
C5A C4A C3A 121.55(5) . . ?
C5A C4A H4A 119.9(3) . . ?
C3A C4A H4A 118.6(3) . . ?
C5B C4B C3B 122.03(5) . . ?
C5B C4B H4B 119.9(3) . . ?
C3B C4B H4B 118.0(3) . . ?
C5C C4C C3C 116.26(4) . . ?
C5C C4C H41C 108.9(3) . . ?
C3C C4C H41C 110.4(3) . . ?
C5C C4C H42C 110.8(3) . . ?
C3C C4C H42C 110.8(3) . . ?
H41C C4C H42C 98.1(5) . . ?
C4A C5A C6A 116.95(5) . . ?
C4A C5A H5A 124.2(3) . . ?
C6A C5A H5A 118.9(3) . . ?
C4B C5B C6B 116.50(5) . . ?
C4B C5B H5B 122.0(3) . . ?
C6B C5B H5B 121.5(3) . . ?
C6C C5C C4C 110.94(4) . . ?
C6C C5C H51C 109.8(3) . . ?
C4C C5C H51C 111.4(3) . . ?
C6C C5C H52C 108.8(3) . . ?
C4C C5C H52C 111.7(3) . . ?
H51C C5C H52C 104.1(4) . . ?
N2A C6A C5A 133.02(4) . . ?
N2A C6A C1A 105.21(4) . . ?
C5A C6A C1A 121.77(4) . . ?
N2B C6B C5B 131.45(4) . . ?
N2B C6B C1B 106.42(4) . . ?
C5B C6B C1B 122.12(4) . . ?
C7C C6C C5C 116.97(4) . . ?
C7C C6C H61C 109.4(4) . . ?
C5C C6C H61C 111.8(4) . . ?
C7C C6C H62C 110.6(3) . . ?
C5C C6C H62C 112.5(3) . . ?
H61C C6C H62C 93.1(5) . . ?
N1A C7A N2A 111.81(4) . . ?
N1A C7A H7A 125.2(3) . . ?
N2A C7A H7A 123.0(3) . . ?
N1B C7B N2B 112.68(4) . . ?
N1B C7B H7B 124.3(3) . . ?
N2B C7B H7B 123.0(3) . . ?
O3C C7C O4C 123.75(4) . . ?
O3C C7C C6C 124.34(4) . . ?
O4C C7C C6C 111.91(4) . . ?
C7A N1A C1A 106.84(4) . . ?
C7A N1A HN1A 124.5(5) . . ?
C1A N1A HN1A 128.5(5) . . ?
C7B N1B C1B 106.32(4) . . ?
C7B N1B HN1B 130.7(5) . . ?
C1B N1B HN1B 122.9(5) . . ?
C7A N2A C6A 108.14(4) . . ?
C7A N2A HN2A 124.2(3) . . ?
C6A N2A HN2A 127.5(3) . . ?
C7B N2B C6B 107.02(4) . . ?
C7B N2B HN2B 129.8(3) . . ?
C6B N2B HN2B 122.5(3) . . ?
C7C O4C H4C 111.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1A C1A C2A C3A -179.67(5) . . . . ?
C6A C1A C2A C3A 0.69(7) . . . . ?
N1B C1B C2B C3B -179.01(5) . . . . ?
C6B C1B C2B C3B 0.10(7) . . . . ?
O1C C1C C2C C3C 9.24(7) . . . . ?
O2C C1C C2C C3C -171.47(4) . . . . ?
C1A C2A C3A C4A -0.10(8) . . . . ?
C1B C2B C3B C4B 0.03(8) . . . . ?
C1C C2C C3C C4C 175.25(4) . . . . ?
C2A C3A C4A C5A -0.15(8) . . . . ?
C2B C3B C4B C5B -0.10(9) . . . . ?
C2C C3C C4C C5C -179.97(4) . . . . ?
C3A C4A C5A C6A -0.17(8) . . . . ?
C3B C4B C5B C6B 0.03(8) . . . . ?
C3C C4C C5C C6C 177.01(4) . . . . ?
C4A C5A C6A N2A -179.51(5) . . . . ?
C4A C5A C6A C1A 0.77(7) . . . . ?
N1A C1A C6A N2A -0.57(5) . . . . ?
C2A C1A C6A N2A 179.15(4) . . . . ?
N1A C1A C6A C5A 179.23(4) . . . . ?
C2A C1A C6A C5A -1.05(7) . . . . ?
C4B C5B C6B N2B 179.60(5) . . . . ?
C4B C5B C6B C1B 0.10(7) . . . . ?
N1B C1B C6B N2B -0.48(5) . . . . ?
C2B C1B C6B N2B -179.78(4) . . . . ?
N1B C1B C6B C5B 179.13(4) . . . . ?
C2B C1B C6B C5B -0.17(7) . . . . ?
C4C C5C C6C C7C 174.17(4) . . . . ?
C5C C6C C7C O3C 6.65(7) . . . . ?
C5C C6C C7C O4C -174.13(4) . . . . ?
N2A C7A N1A C1A -0.30(5) . . . . ?
C2A C1A N1A C7A -179.14(5) . . . . ?
C6A C1A N1A C7A 0.54(5) . . . . ?
N2B C7B N1B C1B 0.54(5) . . . . ?
C2B C1B N1B C7B 179.18(5) . . . . ?
C6B C1B N1B C7B -0.02(5) . . . . ?
N1A C7A N2A C6A -0.06(5) . . . . ?
C5A C6A N2A C7A -179.37(5) . . . . ?
C1A C6A N2A C7A 0.39(5) . . . . ?
N1B C7B N2B C6B -0.85(5) . . . . ?
C5B C6B N2B C7B -178.77(5) . . . . ?
C1B C6B N2B C7B 0.79(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2A HN2A O2C 0.896(5) 1.839(5) 2.7217(5) 168.0(5) .
N2B HN2B O1C 0.910(5) 1.786(5) 2.6603(5) 160.2(5) 2_545
O4C H4C O2C 0.950(5) 1.557(5) 2.5066(5) 177.7(5) 4_776
N1A HN1A N1A 0.875(7) 1.801(7) 2.6701(7) 171.5(7) 3_665
N1B HN1B N1B 0.832(7) 1.889(7) 2.7073(7) 167.7(7) 3_766

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        28.70
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.028




data_bgf
_database_code_depnum_ccdc_archive 'CCDC 902845'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            'Benzimidazole salt of glutaric acid'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H14 N2 O4'
_chemical_formula_weight         250.25

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   'P 21/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                   8.4176(12)
_cell_length_b                   14.7394(14)
_cell_length_c                   19.1141(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.120(12)
_cell_angle_gamma                90.00
_cell_volume                     2334.6(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       unshaped
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056
_exptl_absorpt_coefficient_mu    0.108
_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      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur-Oxford Diffraction'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24612
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         25.68
_reflns_number_total             4400
_reflns_number_gt                2547
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis v171.33.42'
_computing_cell_refinement       'CrysAlis v171.33.42'
_computing_data_reduction        'CrysAlis v171.33.42'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond 3.2'
_computing_publication_material  ?

_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^)+(0.0125P)^2^+1.7500P] 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         4400
_refine_ls_number_parameters     437
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1191
_refine_ls_R_factor_gt           0.0625
_refine_ls_wR_factor_ref         0.1041
_refine_ls_wR_factor_gt          0.0929
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.002
_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
C1A C -0.09622(18) 0.62579(9) -0.43389(7) 0.0336(4) Uani 1 1 d . . .
C1B C -0.40569(18) 0.15199(10) -0.56837(7) 0.0362(4) Uani 1 1 d . . .
C1C C -0.59596(18) 0.39004(9) -0.66111(7) 0.0361(4) Uani 1 1 d . . .
C1D C 0.08099(18) 0.39096(9) -0.33735(7) 0.0355(4) Uani 1 1 d . . .
C2A C 0.0211(2) 0.65914(11) -0.37930(8) 0.0459(5) Uani 1 1 d D . .
C2B C -0.5200(2) 0.11697(10) -0.62296(8) 0.0451(5) Uani 1 1 d D . .
C2C C -0.66960(18) 0.47526(9) -0.69804(7) 0.0337(4) Uani 1 1 d D . .
C2D C 0.14924(18) 0.30577(9) -0.29846(8) 0.0375(5) Uani 1 1 d D . .
C3A C 0.0292(2) 0.75219(11) -0.37198(9) 0.0504(5) Uani 1 1 d D . .
C3B C -0.5248(2) 0.02306(11) -0.62963(8) 0.0497(5) Uani 1 1 d D . .
C3C C -0.59549(18) 0.56306(9) -0.66578(8) 0.0368(4) Uani 1 1 d D . .
C3D C 0.08836(18) 0.21635(9) -0.33336(7) 0.0358(5) Uani 1 1 d D . .
C4A C -0.0744(2) 0.80978(10) -0.41624(9) 0.0506(5) Uani 1 1 d D . .
C4B C -0.4186(2) -0.03335(10) -0.58481(9) 0.0505(5) Uani 1 1 d D . .
C4C C -0.66183(18) 0.64756(9) -0.70798(8) 0.0364(4) Uani 1 1 d D . .
C4D C 0.16706(19) 0.13320(10) -0.29469(8) 0.0377(5) Uani 1 1 d D . .
C5A C -0.1902(2) 0.77701(10) -0.47071(8) 0.0459(5) Uani 1 1 d D . .
C5B C -0.3048(2) 0.00157(10) -0.53095(8) 0.0472(5) Uani 1 1 d D . .
C5C C -0.59604(18) 0.73548(9) -0.67406(7) 0.0358(5) Uani 1 1 d . . .
C5D C 0.09510(18) 0.04560(10) -0.32671(8) 0.0385(5) Uani 1 1 d . . .
C6A C -0.19859(18) 0.68351(9) -0.47851(7) 0.0334(4) Uani 1 1 d . . .
C6B C -0.30122(18) 0.09471(9) -0.52320(7) 0.0342(4) Uani 1 1 d . . .
C7A C -0.25960(19) 0.54322(9) -0.51076(8) 0.0386(5) Uani 1 1 d . . .
C7B C -0.2489(2) 0.23606(10) -0.48938(8) 0.0449(5) Uani 1 1 d . . .
N1A N -0.14026(15) 0.53710(8) -0.45585(6) 0.0386(4) Uani 1 1 d D . .
N1B N -0.36865(16) 0.23998(8) -0.54529(6) 0.0403(4) Uani 1 1 d D . .
N2A N -0.29847(15) 0.62872(8) -0.52605(6) 0.0400(4) Uani 1 1 d D . .
N2B N -0.20652(16) 0.15133(8) -0.47465(7) 0.0429(4) Uani 1 1 d D . .
O1C O -0.49322(13) 0.39692(7) -0.60534(5) 0.0474(3) Uani 1 1 d . . .
O1D O -0.02688(12) 0.38366(6) -0.39206(5) 0.0435(3) Uani 1 1 d . . .
O2C O -0.64030(13) 0.31317(6) -0.68886(5) 0.0486(3) Uani 1 1 d . . .
O2D O 0.13503(15) 0.46607(7) -0.31354(6) 0.0594(4) Uani 1 1 d . . .
O3C O -0.49298(14) 0.73591(7) -0.61963(6) 0.0546(4) Uani 1 1 d . . .
O3D O -0.01225(14) 0.04392(7) -0.37896(6) 0.0562(4) Uani 1 1 d . . .
O4C O -0.64706(14) 0.81108(7) -0.70382(6) 0.0552(4) Uani 1 1 d . . .
O4D O 0.14853(13) -0.03151(6) -0.29686(6) 0.0503(4) Uani 1 1 d . . .
H21C H -0.6558(15) 0.4711(9) -0.7512(6) 0.037(4) Uiso 1 1 d D . .
H21D H 0.1274(15) 0.3058(9) -0.2493(6) 0.043(4) Uiso 1 1 d D . .
H22C H -0.7877(14) 0.4748(9) -0.6980(7) 0.042(4) Uiso 1 1 d D . .
H22D H 0.2665(17) 0.3098(11) -0.2951(8) 0.071(5) Uiso 1 1 d D . .
H2A H 0.0957(17) 0.6232(10) -0.3452(7) 0.058(5) Uiso 1 1 d D . .
H2B H -0.5876(15) 0.1608(9) -0.6547(6) 0.039(4) Uiso 1 1 d D . .
H31C H -0.6084(15) 0.5678(9) -0.6172(6) 0.034(4) Uiso 1 1 d D . .
H31D H 0.1026(15) 0.2160(9) -0.3839(6) 0.034(4) Uiso 1 1 d D . .
H32C H -0.4793(15) 0.5608(10) -0.6597(7) 0.049(4) Uiso 1 1 d D . .
H32D H -0.0264(14) 0.2121(9) -0.3394(7) 0.039(4) Uiso 1 1 d D . .
H3A H 0.1090(15) 0.7769(9) -0.3312(6) 0.041(4) Uiso 1 1 d D . .
H3B H -0.5964(16) -0.0025(10) -0.6701(7) 0.055(5) Uiso 1 1 d D . .
H41C H -0.6357(17) 0.6467(10) -0.7553(7) 0.055(5) Uiso 1 1 d D . .
H41D H 0.1523(15) 0.1341(9) -0.2438(6) 0.040(4) Uiso 1 1 d D . .
H42C H -0.7812(14) 0.6522(9) -0.7146(7) 0.044(4) Uiso 1 1 d D . .
H42D H 0.2857(15) 0.1339(10) -0.2978(7) 0.056(5) Uiso 1 1 d D . .
H4A H -0.0619(18) 0.8697(9) -0.4077(8) 0.064(5) Uiso 1 1 d D . .
H4B H -0.4308(19) -0.1047(10) -0.5901(8) 0.075(5) Uiso 1 1 d D . .
H4C H -0.742(2) 0.8062(13) -0.7536(10) 0.105(7) Uiso 1 1 d . . .
H4D H 0.237(2) -0.0283(12) -0.2530(9) 0.087(6) Uiso 1 1 d . . .
H5A H -0.2606(18) 0.8160(10) -0.5004(8) 0.062(5) Uiso 1 1 d D . .
H5B H -0.2281(16) -0.0299(9) -0.4981(7) 0.042(4) Uiso 1 1 d D . .
H7A H -0.3158(15) 0.4959(9) -0.5352(7) 0.037(4) Uiso 1 1 d . . .
H7B H -0.1977(16) 0.2843(9) -0.4646(7) 0.046(4) Uiso 1 1 d . . .
HN1A H -0.085(2) 0.4827(11) -0.4274(9) 0.101(7) Uiso 1 1 d D . .
HN1B H -0.4060(19) 0.2925(10) -0.5667(8) 0.073(6) Uiso 1 1 d D . .
HN2A H -0.3748(15) 0.6501(9) -0.5622(6) 0.034(4) Uiso 1 1 d D . .
HN2B H -0.1272(19) 0.1190(11) -0.4388(8) 0.078(6) Uiso 1 1 d 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
C1A 0.0419(9) 0.0240(7) 0.0324(7) 0.0018(6) -0.0007(7) 0.0003(7)
C1B 0.0435(9) 0.0256(8) 0.0359(8) 0.0014(6) -0.0027(7) 0.0024(7)
C1C 0.0417(9) 0.0243(7) 0.0380(8) -0.0003(6) -0.0053(7) -0.0011(7)
C1D 0.0448(9) 0.0206(7) 0.0382(8) 0.0007(6) -0.0011(7) 0.0027(7)
C2A 0.0474(10) 0.0385(9) 0.0447(9) 0.0021(8) -0.0115(8) -0.0021(8)
C2B 0.0511(10) 0.0410(9) 0.0361(8) 0.0040(7) -0.0120(8) 0.0027(8)
C2C 0.0400(9) 0.0236(7) 0.0329(8) 0.0031(6) -0.0063(7) 0.0036(7)
C2D 0.0408(9) 0.0259(7) 0.0410(8) 0.0001(7) -0.0066(7) 0.0016(7)
C3A 0.0548(11) 0.0406(9) 0.0473(9) -0.0068(8) -0.0147(8) -0.0073(8)
C3B 0.0618(11) 0.0363(9) 0.0435(9) -0.0034(8) -0.0116(8) -0.0029(9)
C3C 0.0446(9) 0.0226(7) 0.0385(8) 0.0009(6) -0.0056(7) 0.0000(7)
C3D 0.0461(10) 0.0191(7) 0.0358(8) 0.0018(6) -0.0108(7) 0.0019(7)
C4A 0.0670(11) 0.0275(8) 0.0527(10) -0.0008(8) -0.0017(9) 0.0009(8)
C4B 0.0665(11) 0.0249(8) 0.0551(10) -0.0023(8) -0.0030(9) -0.0039(8)
C4C 0.0424(9) 0.0254(7) 0.0351(8) 0.0035(7) -0.0102(7) 0.0019(7)
C4D 0.0431(9) 0.0289(8) 0.0368(8) 0.0017(7) -0.0043(7) 0.0026(7)
C5A 0.0580(11) 0.0262(8) 0.0467(9) 0.0012(7) -0.0099(8) 0.0027(8)
C5B 0.0569(11) 0.0294(8) 0.0497(9) 0.0056(8) -0.0061(8) 0.0061(8)
C5C 0.0439(9) 0.0222(7) 0.0369(8) 0.0034(6) -0.0049(7) 0.0022(7)
C5D 0.0435(9) 0.0240(7) 0.0421(9) 0.0020(7) -0.0088(8) 0.0042(7)
C6A 0.0396(8) 0.0251(7) 0.0315(7) -0.0004(7) -0.0051(7) -0.0007(7)
C6B 0.0377(8) 0.0294(7) 0.0312(7) 0.0020(7) -0.0052(6) 0.0008(7)
C7A 0.0493(10) 0.0229(7) 0.0390(8) -0.0003(7) -0.0053(8) -0.0011(7)
C7B 0.0593(11) 0.0265(8) 0.0423(9) -0.0031(7) -0.0090(8) -0.0069(8)
N1A 0.0465(8) 0.0237(6) 0.0396(7) -0.0013(6) -0.0086(6) 0.0013(6)
N1B 0.0520(8) 0.0215(6) 0.0412(7) 0.0026(6) -0.0092(6) 0.0006(6)
N2A 0.0468(8) 0.0317(7) 0.0353(6) 0.0023(6) -0.0102(6) -0.0007(6)
N2B 0.0472(8) 0.0285(6) 0.0446(7) 0.0024(6) -0.0148(6) 0.0001(6)
O1C 0.0579(7) 0.0266(5) 0.0477(6) 0.0032(5) -0.0184(5) 0.0019(5)
O1D 0.0531(7) 0.0246(5) 0.0423(6) 0.0006(5) -0.0203(5) 0.0023(5)
O2C 0.0617(7) 0.0242(5) 0.0501(6) -0.0035(5) -0.0177(6) -0.0016(5)
O2D 0.0780(8) 0.0251(5) 0.0591(7) -0.0031(5) -0.0318(6) -0.0045(6)
O3C 0.0688(8) 0.0276(6) 0.0533(7) 0.0014(5) -0.0287(6) 0.0034(6)
O3D 0.0660(8) 0.0271(6) 0.0603(7) 0.0008(5) -0.0311(6) 0.0013(6)
O4C 0.0742(8) 0.0243(5) 0.0539(6) 0.0042(5) -0.0257(6) 0.0035(6)
O4D 0.0606(7) 0.0226(5) 0.0562(7) 0.0058(5) -0.0213(6) -0.0008(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
C1A C6A 1.3912(19) . ?
C1A C2A 1.394(2) . ?
C1A N1A 1.4029(17) . ?
C1B C2B 1.389(2) . ?
C1B N1B 1.3876(18) . ?
C1B C6B 1.4017(19) . ?
C1C O1C 1.2533(16) . ?
C1C O2C 1.2786(16) . ?
C1C C2C 1.5186(19) . ?
C1D O2D 1.2518(17) . ?
C1D O1D 1.2632(16) . ?
C1D C2D 1.5196(19) . ?
C2A C3A 1.379(2) . ?
C2A H2A 0.978(13) . ?
C2B C3B 1.390(2) . ?
C2B H2B 0.994(12) . ?
C2C C3C 1.5195(19) . ?
C2C H21C 1.045(12) . ?
C2C H22C 0.994(12) . ?
C2D C3D 1.5247(19) . ?
C2D H21D 0.989(12) . ?
C2D H22D 0.979(14) . ?
C3A C4A 1.392(2) . ?
C3A H3A 1.003(12) . ?
C3B C4B 1.399(2) . ?
C3B H3B 0.969(13) . ?
C3C C4C 1.5348(19) . ?
C3C H31C 0.956(12) . ?
C3C H32C 0.965(12) . ?
C3D C4D 1.5215(19) . ?
C3D H31D 0.994(12) . ?
C3D H32D 0.954(12) . ?
C4A C5A 1.382(2) . ?
C4A H4A 0.901(14) . ?
C4B C5B 1.377(2) . ?
C4B H4B 1.060(14) . ?
C4C C5C 1.5100(19) . ?
C4C H41C 0.968(13) . ?
C4C H42C 0.993(12) . ?
C4D C5D 1.509(2) . ?
C4D H41D 1.002(12) . ?
C4D H42D 1.011(13) . ?
C5A C6A 1.3866(19) . ?
C5A H5A 0.941(14) . ?
C5B C6B 1.381(2) . ?
C5B H5B 0.940(12) . ?
C5C O3C 1.2321(16) . ?
C5C O4C 1.2899(17) . ?
C5D O3D 1.2237(17) . ?
C5D O4D 1.3150(17) . ?
C6A N2A 1.3844(17) . ?
C6B N2B 1.3904(17) . ?
C7A N1A 1.3222(18) . ?
C7A N2A 1.3217(18) . ?
C7A H7A 0.922(12) . ?
C7B N2B 1.3156(19) . ?
C7B N1B 1.3353(19) . ?
C7B H7B 0.919(13) . ?
N1A HN1A 1.034(16) . ?
N1B HN1B 0.906(14) . ?
N2A HN2A 0.912(11) . ?
N2B HN2B 0.991(15) . ?
O4C H4C 1.132(18) . ?
O4D H4D 1.018(16) . ?

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
C6A C1A C2A 121.61(13) . . ?
C6A C1A N1A 106.48(11) . . ?
C2A C1A N1A 131.90(13) . . ?
C2B C1B N1B 132.35(13) . . ?
C2B C1B C6B 121.06(13) . . ?
N1B C1B C6B 106.59(12) . . ?
O1C C1C O2C 122.14(13) . . ?
O1C C1C C2C 119.52(12) . . ?
O2C C1C C2C 118.33(12) . . ?
O2D C1D O1D 122.60(13) . . ?
O2D C1D C2D 118.10(12) . . ?
O1D C1D C2D 119.31(12) . . ?
C3A C2A C1A 116.26(14) . . ?
C3A C2A H2A 117.2(8) . . ?
C1A C2A H2A 126.5(8) . . ?
C1B C2B C3B 116.37(14) . . ?
C1B C2B H2B 117.7(7) . . ?
C3B C2B H2B 125.9(7) . . ?
C3C C2C C1C 114.26(11) . . ?
C3C C2C H21C 109.7(7) . . ?
C1C C2C H21C 107.3(7) . . ?
C3C C2C H22C 110.2(8) . . ?
C1C C2C H22C 108.7(8) . . ?
H21C C2C H22C 106.4(10) . . ?
C1D C2D C3D 115.54(11) . . ?
C1D C2D H21D 110.3(8) . . ?
C3D C2D H21D 108.2(8) . . ?
C1D C2D H22D 105.8(10) . . ?
C3D C2D H22D 109.8(10) . . ?
H21D C2D H22D 106.9(12) . . ?
C2A C3A C4A 122.04(14) . . ?
C2A C3A H3A 117.0(8) . . ?
C4A C3A H3A 120.9(8) . . ?
C2B C3B C4B 122.05(14) . . ?
C2B C3B H3B 117.6(9) . . ?
C4B C3B H3B 119.9(9) . . ?
C2C C3C C4C 113.10(11) . . ?
C2C C3C H31C 110.4(8) . . ?
C4C C3C H31C 111.0(8) . . ?
C2C C3C H32C 110.8(9) . . ?
C4C C3C H32C 111.0(9) . . ?
H31C C3C H32C 99.9(11) . . ?
C2D C3D C4D 113.55(11) . . ?
C2D C3D H31D 110.0(7) . . ?
C4D C3D H31D 110.5(7) . . ?
C2D C3D H32D 111.4(8) . . ?
C4D C3D H32D 110.6(8) . . ?
H31D C3D H32D 100.0(10) . . ?
C5A C4A C3A 121.88(14) . . ?
C5A C4A H4A 121.6(9) . . ?
C3A C4A H4A 116.6(9) . . ?
C5B C4B C3B 121.46(14) . . ?
C5B C4B H4B 119.0(8) . . ?
C3B C4B H4B 119.4(8) . . ?
C5C C4C C3C 113.50(11) . . ?
C5C C4C H41C 106.6(9) . . ?
C3C C4C H41C 111.1(9) . . ?
C5C C4C H42C 106.4(8) . . ?
C3C C4C H42C 112.9(8) . . ?
H41C C4C H42C 105.9(11) . . ?
C5D C4D C3D 112.50(11) . . ?
C5D C4D H41D 107.2(8) . . ?
C3D C4D H41D 110.1(8) . . ?
C5D C4D H42D 108.3(8) . . ?
C3D C4D H42D 108.3(8) . . ?
H41D C4D H42D 110.5(11) . . ?
C4A C5A C6A 116.38(13) . . ?
C4A C5A H5A 121.8(9) . . ?
C6A C5A H5A 121.8(9) . . ?
C4B C5B C6B 116.82(14) . . ?
C4B C5B H5B 128.3(8) . . ?
C6B C5B H5B 114.8(8) . . ?
O3C C5C O4C 119.89(13) . . ?
O3C C5C C4C 121.18(12) . . ?
O4C C5C C4C 118.91(12) . . ?
O3D C5D O4D 118.93(13) . . ?
O3D C5D C4D 122.30(13) . . ?
O4D C5D C4D 118.76(12) . . ?
C5A C6A N2A 131.62(13) . . ?
C5A C6A C1A 121.82(13) . . ?
N2A C6A C1A 106.56(11) . . ?
C5B C6B N2B 131.89(13) . . ?
C5B C6B C1B 122.23(13) . . ?
N2B C6B C1B 105.88(12) . . ?
N1A C7A N2A 111.39(12) . . ?
N1A C7A H7A 126.9(8) . . ?
N2A C7A H7A 121.6(8) . . ?
N2B C7B N1B 110.52(13) . . ?
N2B C7B H7B 122.7(8) . . ?
N1B C7B H7B 126.8(8) . . ?
C7A N1A C1A 107.33(11) . . ?
C7A N1A HN1A 132.9(10) . . ?
C1A N1A HN1A 119.6(9) . . ?
C7B N1B C1B 108.06(12) . . ?
C7B N1B HN1B 123.5(10) . . ?
C1B N1B HN1B 127.9(10) . . ?
C7A N2A C6A 108.23(11) . . ?
C7A N2A HN2A 127.6(8) . . ?
C6A N2A HN2A 124.1(8) . . ?
C7B N2B C6B 108.96(12) . . ?
C7B N2B HN2B 136.8(9) . . ?
C6B N2B HN2B 114.3(9) . . ?
C5C O4C H4C 116.5(10) . . ?
C5D O4D H4D 117.5(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A C3A 0.3(2) . . . . ?
N1A C1A C2A C3A -178.80(17) . . . . ?
N1B C1B C2B C3B -178.59(17) . . . . ?
C6B C1B C2B C3B 0.3(2) . . . . ?
O1C C1C C2C C3C 5.8(2) . . . . ?
O2C C1C C2C C3C -173.39(14) . . . . ?
O2D C1D C2D C3D -175.31(15) . . . . ?
O1D C1D C2D C3D 4.5(2) . . . . ?
C1A C2A C3A C4A 0.4(3) . . . . ?
C1B C2B C3B C4B -1.2(3) . . . . ?
C1C C2C C3C C4C 174.98(13) . . . . ?
C1D C2D C3D C4D 176.79(14) . . . . ?
C2A C3A C4A C5A -0.8(3) . . . . ?
C2B C3B C4B C5B 0.9(3) . . . . ?
C2C C3C C4C C5C 176.68(13) . . . . ?
C2D C3D C4D C5D 175.28(14) . . . . ?
C3A C4A C5A C6A 0.6(3) . . . . ?
C3B C4B C5B C6B 0.3(3) . . . . ?
C3C C4C C5C O3C 3.4(2) . . . . ?
C3C C4C C5C O4C -177.97(14) . . . . ?
C3D C4D C5D O3D 1.5(2) . . . . ?
C3D C4D C5D O4D -177.76(14) . . . . ?
C4A C5A C6A N2A 179.55(17) . . . . ?
C4A C5A C6A C1A 0.1(3) . . . . ?
C2A C1A C6A C5A -0.5(3) . . . . ?
N1A C1A C6A C5A 178.78(15) . . . . ?
C2A C1A C6A N2A 179.92(15) . . . . ?
N1A C1A C6A N2A -0.81(17) . . . . ?
C4B C5B C6B N2B 178.47(17) . . . . ?
C4B C5B C6B C1B -1.1(3) . . . . ?
C2B C1B C6B C5B 0.8(3) . . . . ?
N1B C1B C6B C5B 180.00(15) . . . . ?
C2B C1B C6B N2B -178.85(15) . . . . ?
N1B C1B C6B N2B 0.32(17) . . . . ?
N2A C7A N1A C1A -0.69(19) . . . . ?
C6A C1A N1A C7A 0.92(17) . . . . ?
C2A C1A N1A C7A -179.91(18) . . . . ?
N2B C7B N1B C1B -0.2(2) . . . . ?
C2B C1B N1B C7B 178.97(18) . . . . ?
C6B C1B N1B C7B -0.06(18) . . . . ?
N1A C7A N2A C6A 0.18(19) . . . . ?
C5A C6A N2A C7A -179.12(18) . . . . ?
C1A C6A N2A C7A 0.42(18) . . . . ?
N1B C7B N2B C6B 0.5(2) . . . . ?
C5B C6B N2B C7B 179.88(18) . . . . ?
C1B C6B N2B C7B -0.47(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2A HN2A O3C 0.912(11) 1.847(12) 2.7106(15) 157.0(12) .
N2B HN2B O3D 0.991(15) 1.755(15) 2.7340(16) 168.9(14) .
O4D H4D O2D 1.018(16) 1.520(16) 2.5342(15) 174.1(16) 2_544
O4C H4C O2C 1.132(18) 1.349(18) 2.4743(14) 171.6(18) 2_353
N1A HN1A O1D 1.034(16) 1.645(16) 2.6653(15) 168.0(15) .
N1B HN1B O1C 0.906(14) 1.806(14) 2.7102(15) 175.5(16) .

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.042