##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
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##############################################################################
data_global
_audit_creation_method     'from SHELXL-97 with Word-Perfect Macro PRPKAPPA'
_journal_date_recd_electronic     2003-11-25
_journal_date_accepted     2003-12-03
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2004
_journal_volume     60
_journal_issue      2
_journal_page_first     o120
_journal_page_last     o124
_journal_paper_category     FO
_publ_contact_author_name     'Dr Christopher Glidewell'
_publ_contact_author_address
;
School of Chemistry
University of St Andrews
St Andrews
Fife KY16 9ST
Scotland
;
_publ_contact_author_email     'cg@st-andrews.ac.uk'
_publ_contact_author_fax     '01334-483808'
_publ_contact_author_phone     '01334-463839'
_publ_section_title
;
π-Stacked hydrogen-bonded dimers in 2-(2-nitrophenylaminocarbonyl)benzoic
acid, and hydrogen-bonded sheets in orthorhombic and monoclinic polymorphs of
2-(4-nitrophenylaminocarbonyl)benzoic acid
;
loop_
    _publ_author_name
    _publ_author_address
    'Glidewell, Christopher'
;
School of Chemistry
University of St Andrews
St Andrews
Fife KY16 9ST
Scotland
;
    'Low, John N.'
;
Department of Chemistry
University of Aberdeen
Meston Walk
Old Aberdeen AB24 3UE
Scotland
;
    'Skakle, Janet M. S.'
;
Department of Chemistry
University of Aberdeen
Meston Walk
Old Aberdeen AB24 3UE
Scotland
;
    'Wardell, James L.'
;
Departamento de Química Inorgânica
Instituto de Química
Universidade Federal do Rio de Janeiro
21945-970 Rio de Janeiro-RJ
Brazil
;
data_I
_chemical_name_systematic
;
2-(2-nitrophenylaminocarbonyl)benzoic acid
;
_chemical_name_common     'N-(2-Nitrophenyl)benzamide-2-carboxylic acid'
_chemical_formula_moiety     'C14 H10 N2 O5'
_chemical_formula_sum     'C14 H10 N2 O5'
_chemical_formula_iupac     'C14 H10 N2 O5'
_chemical_formula_weight     286.24
_chemical_melting_point     ?
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'P b c a'
_symmetry_space_group_name_Hall     '-P 2ac 2ab'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    'x+1/2, -y+1/2, -z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x+1/2, y, -z+1/2'
    '-x+1/2, y+1/2, z'
    'x, -y+1/2, z+1/2'
_cell_length_a     7.2761(2)
_cell_length_b     14.8881(5)
_cell_length_c     23.0407(6)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     2495.94(13)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     2848
_cell_measurement_theta_min     3.24
_cell_measurement_theta_max     27.48
_cell_measurement_temperature     120(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.36
_exptl_crystal_size_mid     0.36
_exptl_crystal_size_min     0.22
_exptl_crystal_density_diffrn     1.523
_exptl_crystal_density_meas     'not measured'
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1184
_exptl_absorpt_coefficient_mu     0.118
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SORTAV; Blessing, 1995, 1997)'
_exptl_absorpt_correction_T_min     0.955
_exptl_absorpt_correction_T_max     0.975
_exptl_special_details
;
?
;
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'rotating anode'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Nonius KappaCCD area-detector'
_diffrn_measurement_method     'φ scans, and ω scans with κ offsets'
_diffrn_reflns_number     15224
_diffrn_reflns_av_R_equivalents     0.072
_diffrn_reflns_av_sigmaI/netI     0.069
_diffrn_reflns_theta_min     3.24
_diffrn_reflns_theta_max     27.48
_diffrn_reflns_theta_full     27.48
_diffrn_measured_fraction_theta_max     0.997
_diffrn_measured_fraction_theta_full     0.997
_diffrn_reflns_limit_h_min     -7
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -19
_diffrn_reflns_limit_k_max     19
_diffrn_reflns_limit_l_min     -27
_diffrn_reflns_limit_l_max     29
_diffrn_standards_decay_%     negligible
_reflns_number_total     2848
_reflns_number_gt     1876
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.093
_refine_ls_R_factor_gt     0.049
_refine_ls_wR_factor_gt     0.100
_refine_ls_wR_factor_ref     0.115
_refine_ls_goodness_of_fit_ref     0.982
_refine_ls_restrained_S_all     0.982
_refine_ls_number_reflns     2848
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                    'w = 1/[σ²(Fo²)+(0.0595P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.24
_refine_diff_density_min     -0.29
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'KappaCCD Server Software (Nonius, 1997)'
_computing_cell_refinement     'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction     'DENZO-SMN'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'SHELXL97 and PRPKAPPA (Ferguson, 1999)'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    N1 0.3912(2) 0.66212(10) 0.68329(6) 0.0184(4) Uani d . 1 . . N
    C11 0.3660(2) 0.73886(12) 0.59102(7) 0.0178(4) Uani d . 1 . . C
    C12 0.4161(2) 0.71745(12) 0.53395(7) 0.0181(4) Uani d . 1 . . C
    C13 0.4467(3) 0.78557(13) 0.49395(8) 0.0218(4) Uani d . 1 . . C
    C14 0.4313(3) 0.87494(13) 0.51080(8) 0.0251(5) Uani d . 1 . . C
    C15 0.3856(3) 0.89625(13) 0.56740(8) 0.0263(5) Uani d . 1 . . C
    C16 0.3511(3) 0.82848(13) 0.60725(8) 0.0237(4) Uani d . 1 . . C
    C17 0.3014(3) 0.66598(12) 0.63142(7) 0.0188(4) Uani d . 1 . . C
    C18 0.4502(3) 0.62202(12) 0.51827(7) 0.0196(4) Uani d . 1 . . C
    O11 0.4224(2) 0.60281(9) 0.46339(5) 0.0280(3) Uani d . 1 . . O
    O12 0.50338(18) 0.56741(8) 0.55444(5) 0.0260(3) Uani d . 1 . . O
    O17 0.17176(18) 0.61778(9) 0.61845(5) 0.0247(3) Uani d . 1 . . O
    C21 0.3487(2) 0.60095(12) 0.72837(7) 0.0174(4) Uani d . 1 . . C
    C22 0.3474(2) 0.62663(12) 0.78658(7) 0.0178(4) Uani d . 1 . . C
    C23 0.3015(2) 0.56789(13) 0.83106(8) 0.0214(4) Uani d . 1 . . C
    C24 0.2588(3) 0.48019(12) 0.81765(8) 0.0230(4) Uani d . 1 . . C
    C25 0.2599(3) 0.45285(13) 0.76019(8) 0.0231(4) Uani d . 1 . . C
    C26 0.3027(2) 0.51244(12) 0.71581(8) 0.0215(4) Uani d . 1 . . C
    N22 0.3928(2) 0.71871(10) 0.80312(7) 0.0216(4) Uani d . 1 . . N
    O21 0.3086(2) 0.75267(9) 0.84359(6) 0.0332(4) Uani d . 1 . . O
    O22 0.51459(18) 0.75869(8) 0.77559(5) 0.0249(3) Uani d . 1 . . O
    H1 0.4708 0.7052 0.6904 0.022 Uiso d R 1 . . H
    H13 0.4781 0.7711 0.4550 0.026 Uiso calc R 1 . . H
    H14 0.4523 0.9215 0.4834 0.030 Uiso calc R 1 . . H
    H15 0.3779 0.9574 0.5790 0.032 Uiso calc R 1 . . H
    H16 0.3171 0.8434 0.6459 0.028 Uiso calc R 1 . . H
    H11 0.4481 0.5486 0.4574 0.042 Uiso calc R 1 . . H
    H23 0.2995 0.5879 0.8702 0.026 Uiso calc R 1 . . H
    H24 0.2288 0.4388 0.8476 0.028 Uiso calc R 1 . . H
    H25 0.2309 0.3923 0.7510 0.028 Uiso calc R 1 . . H
    H26 0.3005 0.4926 0.6766 0.026 Uiso calc R 1 . . H
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    N1 C17 . 1.363(2) no
    N1 C21 . 1.416(2) no
    N1 H1 . 0.88 no
    C17 O17 . 1.222(2) no
    C17 C11 . 1.505(2) no
    C11 C16 . 1.390(3) no
    C11 C12 . 1.401(2) no
    C12 C13 . 1.388(3) no
    C12 C18 . 1.487(2) no
    C13 C14 . 1.390(3) no
    C13 H13 . 0.95 no
    C14 C15 . 1.383(3) no
    C14 H14 . 0.95 no
    C15 C16 . 1.387(3) no
    C15 H15 . 0.95 no
    C16 H16 . 0.95 no
    C18 O11 . 1.312(2) y
    C18 O12 . 1.227(2) y
    O11 H11 . 0.84 no
    C21 C26 . 1.390(3) no
    C21 C22 . 1.395(2) no
    C22 C23 . 1.388(2) no
    C22 N22 . 1.461(2) no
    C23 C24 . 1.377(3) no
    C23 H23 . 0.95 no
    C24 C25 . 1.385(3) no
    C24 H24 . 0.95 no
    C25 C26 . 1.389(3) no
    C25 H25 . 0.95 no
    C26 H26 . 0.95 no
    N22 O21 . 1.2248(19) no
    N22 O22 . 1.2417(19) no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C17 N1 C21 . . 124.45(15) no
    C17 N1 H1 . . 116.7 no
    C21 N1 H1 . . 118.4 no
    O17 C17 N1 . . 124.01(16) no
    O17 C17 C11 . . 120.89(16) no
    N1 C17 C11 . . 115.01(16) no
    C16 C11 C12 . . 119.41(16) no
    C16 C11 C17 . . 120.08(15) no
    C12 C11 C17 . . 119.85(16) no
    C13 C12 C11 . . 119.90(17) no
    C13 C12 C18 . . 120.67(16) no
    C11 C12 C18 . . 119.26(15) no
    C12 C13 C14 . . 120.06(17) no
    C12 C13 H13 . . 120.0 no
    C14 C13 H13 . . 120.0 no
    C15 C14 C13 . . 120.14(17) no
    C15 C14 H14 . . 119.9 no
    C13 C14 H14 . . 119.9 no
    C14 C15 C16 . . 120.07(18) no
    C14 C15 H15 . . 120.0 no
    C16 C15 H15 . . 120.0 no
    C15 C16 C11 . . 120.39(17) no
    C15 C16 H16 . . 119.8 no
    C11 C16 H16 . . 119.8 no
    O12 C18 O11 . . 123.97(16) no
    O12 C18 C12 . . 121.38(15) no
    O11 C18 C12 . . 114.63(15) no
    C18 O11 H11 . . 109.5 no
    C26 C21 C22 . . 117.30(16) no
    C26 C21 N1 . . 120.64(15) no
    C22 C21 N1 . . 122.05(16) no
    C23 C22 C21 . . 122.61(17) no
    C23 C22 N22 . . 116.94(15) no
    C21 C22 N22 . . 120.44(15) no
    C24 C23 C22 . . 119.07(17) no
    C24 C23 H23 . . 120.5 no
    C22 C23 H23 . . 120.5 no
    C23 C24 C25 . . 119.46(17) no
    C23 C24 H24 . . 120.3 no
    C25 C24 H24 . . 120.3 no
    C24 C25 C26 . . 121.14(18) no
    C24 C25 H25 . . 119.4 no
    C26 C25 H25 . . 119.4 no
    C25 C26 C21 . . 120.40(17) no
    C25 C26 H26 . . 119.8 no
    C21 C26 H26 . . 119.8 no
    O21 N22 O22 . . 123.22(15) no
    O21 N22 C22 . . 118.22(15) no
    O22 N22 C22 . . 118.56(14) no
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C12 C11 C17 N1 . . . . 127.5(2) y
    C11 C17 N1 C21 . . . . 177.8(2) y
    C17 N1 C21 C22 . . . . -139.1(2) y
    C11 C12 C18 O11 . . . . 153.6(2) y
    C21 C22 N22 O21 . . . . 143.3(2) y
    C21 N1 C17 O17 . . . . 1.2(3) no
    O17 C17 C11 C16 . . . . 114.8(2) no
    N1 C17 C11 C16 . . . . -61.8(2) no
    O17 C17 C11 C12 . . . . -55.9(2) no
    C16 C11 C12 C13 . . . . -1.3(3) no
    C17 C11 C12 C13 . . . . 169.45(17) no
    C16 C11 C12 C18 . . . . 173.92(17) no
    C17 C11 C12 C18 . . . . -15.3(3) no
    C11 C12 C13 C14 . . . . 1.4(3) no
    C18 C12 C13 C14 . . . . -173.82(18) no
    C12 C13 C14 C15 . . . . 0.0(3) no
    C13 C14 C15 C16 . . . . -1.4(3) no
    C14 C15 C16 C11 . . . . 1.4(3) no
    C12 C11 C16 C15 . . . . 0.0(3) no
    C17 C11 C16 C15 . . . . -170.79(18) no
    C13 C12 C18 O12 . . . . 147.44(19) no
    C11 C12 C18 O12 . . . . -27.8(3) no
    C13 C12 C18 O11 . . . . -31.2(2) no
    C17 N1 C21 C26 . . . . 39.6(3) no
    C26 C21 C22 C23 . . . . -0.4(3) no
    N1 C21 C22 C23 . . . . 178.34(17) no
    C26 C21 C22 N22 . . . . -179.53(16) no
    N1 C21 C22 N22 . . . . -0.8(3) no
    C21 C22 C23 C24 . . . . 1.3(3) no
    N22 C22 C23 C24 . . . . -179.56(16) no
    C22 C23 C24 C25 . . . . -1.0(3) no
    C23 C24 C25 C26 . . . . -0.2(3) no
    C24 C25 C26 C21 . . . . 1.1(3) no
    C22 C21 C26 C25 . . . . -0.8(3) no
    N1 C21 C26 C25 . . . . -179.56(16) no
    C23 C22 N22 O21 . . . . -35.9(2) no
    C23 C22 N22 O22 . . . . 144.11(16) no
    C21 C22 N22 O22 . . . . -36.7(2) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    N1 H1 O22 . 0.88 2.14 2.719(2) 123 y
    O11 H11 O12 5_666 0.84 1.78 2.623(2) 178 y
data_II
_chemical_name_systematic
;
2-(4-nitrophenylaminocarbonyl)benzoic acid
;
_chemical_name_common
;
N-(4-Nitrophenyl)benzamide-2-carboxylic acid, orthorhombic polymorph
;
_chemical_formula_moiety     'C14 H10 N2 O5'
_chemical_formula_sum     'C14 H10 N2 O5'
_chemical_formula_iupac     'C14 H10 N2 O5'
_chemical_formula_weight     286.24
_chemical_melting_point     ?
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'P 21 21 21'
_symmetry_space_group_name_Hall     'P 2ac 2ab'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x, y+1/2, -z+1/2'
    'x+1/2, -y+1/2, -z'
_cell_length_a     3.9188(2)
_cell_length_b     12.6896(6)
_cell_length_c     27.7029(16)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     1377.61(12)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     1820
_cell_measurement_theta_min     3.21
_cell_measurement_theta_max     27.45
_cell_measurement_temperature     120(2)
_exptl_crystal_description     needle
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.25
_exptl_crystal_size_mid     0.08
_exptl_crystal_size_min     0.04
_exptl_crystal_density_diffrn     1.380
_exptl_crystal_density_meas     'not measured'
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     592
_exptl_absorpt_coefficient_mu     0.107
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SORTAV; Blessing, 1995, 1997)'
_exptl_absorpt_correction_T_min     0.969
_exptl_absorpt_correction_T_max     0.996
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'rotating anode'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Nonius KappaCCD area-detector'
_diffrn_measurement_method     'φ scans, and ω scans with κ offsets'
_diffrn_reflns_number     4875
_diffrn_reflns_av_R_equivalents     0.052
_diffrn_reflns_av_sigmaI/netI     0.069
_diffrn_reflns_theta_min     3.21
_diffrn_reflns_theta_max     27.45
_diffrn_reflns_theta_full     25.50
_diffrn_measured_fraction_theta_max     0.962
_diffrn_measured_fraction_theta_full     0.997
_diffrn_reflns_limit_h_min     -5
_diffrn_reflns_limit_h_max     5
_diffrn_reflns_limit_k_min     -16
_diffrn_reflns_limit_k_max     16
_diffrn_reflns_limit_l_min     -35
_diffrn_reflns_limit_l_max     35
_diffrn_standards_decay_%     negligible
_reflns_number_total     1820
_reflns_number_gt     1237
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.087
_refine_ls_R_factor_gt     0.055
_refine_ls_wR_factor_gt     0.114
_refine_ls_wR_factor_ref     0.123
_refine_ls_goodness_of_fit_ref     1.088
_refine_ls_restrained_S_all     1.087
_refine_ls_number_reflns     1820
_refine_ls_number_parameters     191
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                    'w = 1/[σ²(Fo²)+(0.0583P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.21
_refine_diff_density_min     -0.21
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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 0.0000
                         '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 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'KappaCCD Server Software (Nonius, 1997)'
_computing_cell_refinement     'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction     'DENZO-SMN'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'SHELXL97 and PRPKAPPA (Ferguson, 1999)'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    N1 0.4342(8) 0.5589(2) 0.70323(8) 0.0303(7) Uani d D 1 . . N
    C11 0.5423(9) 0.5098(2) 0.78643(10) 0.0269(8) Uani d . 1 . . C
    C12 0.6198(10) 0.6014(2) 0.81186(10) 0.0270(8) Uani d . 1 . . C
    C13 0.5374(10) 0.6055(3) 0.86087(11) 0.0348(9) Uani d . 1 . . C
    C14 0.3895(10) 0.5198(3) 0.88373(11) 0.0394(9) Uani d . 1 . . C
    C15 0.3207(11) 0.4297(3) 0.85830(11) 0.0407(9) Uani d . 1 . . C
    C16 0.3992(10) 0.4238(2) 0.80935(11) 0.0335(8) Uani d . 1 . . C
    C17 0.6123(10) 0.4948(3) 0.73279(11) 0.0320(9) Uani d . 1 . . C
    C18 0.8051(9) 0.6899(2) 0.78949(10) 0.0270(8) Uani d . 1 . . C
    O11 0.8145(7) 0.77547(16) 0.81683(7) 0.0388(7) Uani d . 1 . . O
    O12 0.9420(6) 0.68670(16) 0.74998(7) 0.0303(6) Uani d . 1 . . O
    O17 0.8074(7) 0.42565(17) 0.71936(7) 0.0408(6) Uani d . 1 . . O
    C21 0.4494(9) 0.5637(2) 0.65252(10) 0.0294(8) Uani d . 1 . . C
    C22 0.5861(10) 0.4840(3) 0.62427(11) 0.0348(9) Uani d . 1 . . C
    C23 0.5869(10) 0.4974(3) 0.57478(11) 0.0408(10) Uani d . 1 . . C
    C24 0.4558(10) 0.5856(3) 0.55435(11) 0.0380(9) Uani d . 1 . . C
    C25 0.3161(10) 0.6659(3) 0.58184(10) 0.0384(9) Uani d . 1 . . C
    C26 0.3130(10) 0.6534(3) 0.63148(10) 0.0326(8) Uani d . 1 . . C
    N24 0.4617(9) 0.5952(3) 0.50187(10) 0.0490(9) Uani d . 1 . . N
    O41 0.2980(9) 0.6661(3) 0.48315(8) 0.0670(9) Uani d . 1 . . O
    O42 0.6302(9) 0.5322(3) 0.47881(9) 0.0713(10) Uani d . 1 . . O
    H1 0.3011 0.6027 0.7191 0.036 Uiso d RD 1 . . H
    H13 0.5833 0.6678 0.8787 0.042 Uiso calc R 1 . . H
    H14 0.3357 0.5236 0.9171 0.047 Uiso calc R 1 . . H
    H15 0.2191 0.3711 0.8741 0.049 Uiso calc R 1 . . H
    H16 0.3546 0.3609 0.7918 0.040 Uiso calc R 1 . . H
    H11 0.9303 0.8223 0.8030 0.058 Uiso calc R 1 . . H
    H22 0.6768 0.4220 0.6385 0.042 Uiso calc R 1 . . H
    H23 0.6807 0.4440 0.5548 0.049 Uiso calc R 1 . . H
    H25 0.2254 0.7274 0.5671 0.046 Uiso calc R 1 . . H
    H26 0.2166 0.7068 0.6513 0.039 Uiso calc R 1 . . H
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    N1 C17 . 1.349(4) no
    N1 C21 . 1.408(4) no
    N1 H1 . 0.88 no
    C17 O17 . 1.222(4) no
    C17 C11 . 1.523(4) no
    C11 C16 . 1.382(4) no
    C11 C12 . 1.393(4) no
    C12 C13 . 1.397(4) no
    C12 C18 . 1.474(4) no
    C13 C14 . 1.386(5) no
    C13 H13 . 0.95 no
    C14 C15 . 1.370(4) no
    C14 H14 . 0.95 no
    C15 C16 . 1.393(5) no
    C15 H15 . 0.95 no
    C16 H16 . 0.95 no
    C18 O11 . 1.324(3) y
    C18 O12 . 1.219(3) y
    O11 H11 . 0.84 no
    C21 C22 . 1.386(4) no
    C21 C26 . 1.386(4) no
    C22 C23 . 1.381(4) no
    C22 H22 . 0.95 no
    C23 C24 . 1.355(5) no
    C23 H23 . 0.95 no
    C24 C25 . 1.385(5) no
    C24 N24 . 1.459(4) no
    C25 C26 . 1.384(4) no
    C25 H25 . 0.95 no
    C26 H26 . 0.95 no
    N24 O42 . 1.218(4) no
    N24 O41 . 1.220(4) no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C17 N1 C21 . . 127.6(3) no
    C17 N1 H1 . . 112.6 no
    C21 N1 H1 . . 119.8 no
    O17 C17 N1 . . 124.9(3) no
    O17 C17 C11 . . 120.0(3) no
    N1 C17 C11 . . 115.1(3) no
    C16 C11 C12 . . 121.0(3) no
    C16 C11 C17 . . 115.0(3) no
    C12 C11 C17 . . 124.0(3) no
    C11 C12 C13 . . 118.2(3) no
    C11 C12 C18 . . 122.1(3) no
    C13 C12 C18 . . 119.6(3) no
    C14 C13 C12 . . 120.8(3) no
    C14 C13 H13 . . 119.6 no
    C12 C13 H13 . . 119.6 no
    C15 C14 C13 . . 120.2(3) no
    C15 C14 H14 . . 119.9 no
    C13 C14 H14 . . 119.9 no
    C14 C15 C16 . . 120.2(3) no
    C14 C15 H15 . . 119.9 no
    C16 C15 H15 . . 119.9 no
    C11 C16 C15 . . 119.6(3) no
    C11 C16 H16 . . 120.2 no
    C15 C16 H16 . . 120.2 no
    O12 C18 O11 . . 121.9(3) no
    O12 C18 C12 . . 124.6(3) no
    O11 C18 C12 . . 113.4(2) no
    C18 O11 H11 . . 109.5 no
    C22 C21 C26 . . 120.7(3) no
    C22 C21 N1 . . 123.3(3) no
    C26 C21 N1 . . 116.0(3) no
    C23 C22 C21 . . 118.1(3) no
    C23 C22 H22 . . 120.9 no
    C21 C22 H22 . . 120.9 no
    C24 C23 C22 . . 121.0(3) no
    C24 C23 H23 . . 119.5 no
    C22 C23 H23 . . 119.5 no
    C23 C24 C25 . . 121.8(3) no
    C23 C24 N24 . . 118.6(3) no
    C25 C24 N24 . . 119.5(3) no
    C26 C25 C24 . . 117.8(3) no
    C26 C25 H25 . . 121.1 no
    C24 C25 H25 . . 121.1 no
    C25 C26 C21 . . 120.5(3) no
    C25 C26 H26 . . 119.7 no
    C21 C26 H26 . . 119.7 no
    O42 N24 O41 . . 123.1(3) no
    O42 N24 C24 . . 118.4(4) no
    O41 N24 C24 . . 118.5(3) no
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C12 C11 C17 N1 . . . . -64.8(5) y
    C11 C17 N1 C21 . . . . 179.1(3) y
    C17 N1 C21 C22 . . . . 17.7(6) y
    C11 C12 C18 O11 . . . . 171.2(3) y
    C23 C24 N24 O41 . . . . 168.8(4) y
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    N1 H1 O12 1_455 0.88 1.96 2.833(3) 171 y
    O11 H11 O17 3_756 0.84 1.78 2.614(3) 173 y
data_III
_chemical_name_systematic
;
2-(4-nitrophenylaminocarbonyl)benzoic acid
;
_chemical_name_common
;
N-(4-Nitrophenyl)benzamide-2-carboxylic acid, monoclinic polymorph
;
_chemical_formula_moiety     'C14 H10 N2 O5'
_chemical_formula_sum     'C14 H10 N2 O5'
_chemical_formula_iupac     'C14 H10 N2 O5'
_chemical_formula_weight     286.24
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/n'
_symmetry_space_group_name_Hall     '-P 2yn'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x+1/2, -y+1/2, z+1/2'
_cell_length_a     10.2098(10)
_cell_length_b     9.3749(8)
_cell_length_c     27.409(2)
_cell_angle_alpha     90
_cell_angle_beta     100.578(4)
_cell_angle_gamma     90
_cell_volume     2578.9(4)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     5503
_cell_measurement_theta_min     2.97
_cell_measurement_theta_max     27.43
_cell_measurement_temperature     120(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.22
_exptl_crystal_size_mid     0.18
_exptl_crystal_size_min     0.10
_exptl_crystal_density_diffrn     1.474
_exptl_crystal_density_meas     'not measured'
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1184
_exptl_absorpt_coefficient_mu     0.114
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SORTAV; Blessing, 1995, 1997)'
_exptl_absorpt_correction_T_min     0.965
_exptl_absorpt_correction_T_max     0.989
_exptl_special_details
;
?
;
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'rotating anode'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Nonius KappaCCD area-detector'
_diffrn_measurement_method     'φ scans, and ω scans with κ offsets'
_diffrn_reflns_number     19240
_diffrn_reflns_av_R_equivalents     0.095
_diffrn_reflns_av_sigmaI/netI     0.122
_diffrn_reflns_theta_min     2.97
_diffrn_reflns_theta_max     27.43
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.938
_diffrn_measured_fraction_theta_full     0.996
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -35
_diffrn_reflns_limit_l_max     35
_diffrn_standards_decay_%     negligible
_reflns_number_total     5503
_reflns_number_gt     2662
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.165
_refine_ls_R_factor_gt     0.069
_refine_ls_wR_factor_gt     0.133
_refine_ls_wR_factor_ref     0.166
_refine_ls_goodness_of_fit_ref     0.989
_refine_ls_restrained_S_all     0.989
_refine_ls_number_reflns     5503
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                    'w = 1/[σ²(Fo²)+(0.0716P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.30
_refine_diff_density_min     -0.26
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'KappaCCD Server Software (Nonius, 1997)'
_computing_cell_refinement     'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction     'DENZO-SMN'
_computing_structure_solution
                         'OSCAIL (McArdle, 2003) and SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'OSCAIL and SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'SHELXL97 and PRPKAPPA (Ferguson, 1999)'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    C11A 0.2819(3) 0.0940(3) 0.30113(9) 0.0268(7) Uani d . 1 . . C
    C12A 0.3602(3) 0.2060(3) 0.32469(9) 0.0239(7) Uani d . 1 . . C
    C13A 0.3627(3) 0.2318(3) 0.37481(10) 0.0288(8) Uani d . 1 . . C
    C14A 0.2898(3) 0.1477(3) 0.40118(10) 0.0346(8) Uani d . 1 . . C
    C15A 0.2168(3) 0.0352(3) 0.37854(10) 0.0366(9) Uani d . 1 . . C
    C16A 0.2114(3) 0.0083(3) 0.32880(10) 0.0307(8) Uani d . 1 . . C
    C18A 0.4469(3) 0.2866(3) 0.29669(10) 0.0273(7) Uani d . 1 . . C
    O11A 0.5270(2) 0.3773(2) 0.32449(7) 0.0356(6) Uani d . 1 . . O
    O12A 0.4477(2) 0.2687(2) 0.25270(6) 0.0298(5) Uani d . 1 . . O
    C17A 0.2761(3) 0.0595(3) 0.24733(10) 0.0272(7) Uani d . 1 . . C
    O17A 0.3441(2) -0.0374(2) 0.23465(6) 0.0335(6) Uani d . 1 . . O
    N1A 0.1865(3) 0.1368(2) 0.21587(8) 0.0281(6) Uani d . 1 . . N
    C21A 0.1682(3) 0.1401(3) 0.16406(10) 0.0267(8) Uani d . 1 . . C
    C22A 0.2701(3) 0.1091(3) 0.13835(10) 0.0310(8) Uani d . 1 . . C
    C23A 0.2456(4) 0.1155(3) 0.08729(11) 0.0402(9) Uani d . 1 . . C
    C24A 0.1199(4) 0.1527(3) 0.06263(11) 0.0415(10) Uani d . 1 . . C
    C25A 0.0178(4) 0.1843(3) 0.08723(10) 0.0386(9) Uani d . 1 . . C
    C26A 0.0425(3) 0.1794(3) 0.13827(10) 0.0329(8) Uani d . 1 . . C
    N24A 0.0929(5) 0.1578(3) 0.00837(11) 0.0626(12) Uani d . 1 . . N
    O41A 0.1897(4) 0.1542(3) -0.01303(9) 0.0869(12) Uani d . 1 . . O
    O42A -0.0234(4) 0.1652(3) -0.01317(9) 0.0812(12) Uani d . 1 . . O
    C11B 0.7592(3) 0.5837(3) 0.20613(10) 0.0252(7) Uani d . 1 . . C
    C12B 0.6580(3) 0.6660(3) 0.17796(9) 0.0250(7) Uani d . 1 . . C
    C13B 0.6527(3) 0.6808(3) 0.12706(10) 0.0283(8) Uani d . 1 . . C
    C14B 0.7479(3) 0.6161(3) 0.10455(10) 0.0303(8) Uani d . 1 . . C
    C15B 0.8471(3) 0.5355(3) 0.13237(10) 0.0305(8) Uani d . 1 . . C
    C16B 0.8537(3) 0.5177(3) 0.18256(10) 0.0290(8) Uani d . 1 . . C
    C18B 0.5577(3) 0.7361(3) 0.20288(10) 0.0265(7) Uani d . 1 . . C
    O11B 0.4810(2) 0.8287(2) 0.17438(6) 0.0335(6) Uani d . 1 . . O
    O12B 0.5477(2) 0.7108(2) 0.24543(7) 0.0306(5) Uani d . 1 . . O
    C17B 0.7660(3) 0.5572(3) 0.26046(10) 0.0257(7) Uani d . 1 . . C
    O17B 0.7182(2) 0.4479(2) 0.27463(6) 0.0308(5) Uani d . 1 . . O
    N1B 0.8348(3) 0.6565(2) 0.29067(8) 0.0278(6) Uani d . 1 . . N
    C21B 0.8544(3) 0.6668(3) 0.34262(9) 0.0243(7) Uani d . 1 . . C
    C22B 0.8215(3) 0.5588(3) 0.37331(10) 0.0282(7) Uani d . 1 . . C
    C23B 0.8455(3) 0.5783(3) 0.42414(10) 0.0322(8) Uani d . 1 . . C
    C24B 0.9009(3) 0.7043(3) 0.44392(10) 0.0327(8) Uani d . 1 . . C
    C25B 0.9350(3) 0.8112(3) 0.41438(10) 0.0314(8) Uani d . 1 . . C
    C26B 0.9125(3) 0.7919(3) 0.36378(10) 0.0287(8) Uani d . 1 . . C
    N24B 0.9234(3) 0.7250(3) 0.49769(9) 0.0428(8) Uani d . 1 . . N
    O41B 0.9035(3) 0.6260(3) 0.52431(8) 0.0567(8) Uani d . 1 . . O
    O42B 0.9610(3) 0.8420(3) 0.51405(8) 0.0732(10) Uani d . 1 . . O
    H13A 0.4151 0.3079 0.3909 0.035 Uiso calc R 1 . . H
    H14A 0.2899 0.1677 0.4352 0.042 Uiso calc R 1 . . H
    H15A 0.1697 -0.0247 0.3973 0.044 Uiso calc R 1 . . H
    H16A 0.1594 -0.0689 0.3133 0.037 Uiso calc R 1 . . H
    H11A 0.5804 0.4124 0.3078 0.043 Uiso calc R 1 . . H
    H1A 0.1332 0.1916 0.2295 0.034 Uiso calc R 1 . . H
    H22A 0.3560 0.0837 0.1559 0.037 Uiso calc R 1 . . H
    H23A 0.3143 0.0946 0.0693 0.048 Uiso calc R 1 . . H
    H25A -0.0680 0.2089 0.0694 0.046 Uiso calc R 1 . . H
    H26A -0.0262 0.2029 0.1560 0.039 Uiso calc R 1 . . H
    H13B 0.5835 0.7353 0.1078 0.034 Uiso calc R 1 . . H
    H14B 0.7448 0.6274 0.0699 0.036 Uiso calc R 1 . . H
    H15B 0.9121 0.4914 0.1166 0.037 Uiso calc R 1 . . H
    H16B 0.9222 0.4608 0.2012 0.035 Uiso calc R 1 . . H
    H11B 0.4355 0.8748 0.1916 0.040 Uiso calc R 1 . . H
    H1B 0.8725 0.7240 0.2757 0.033 Uiso calc R 1 . . H
    H22B 0.7829 0.4724 0.3593 0.034 Uiso calc R 1 . . H
    H23B 0.8238 0.5053 0.4453 0.039 Uiso calc R 1 . . H
    H25B 0.9736 0.8972 0.4287 0.038 Uiso calc R 1 . . H
    H26B 0.9368 0.8648 0.3430 0.034 Uiso calc R 1 . . H
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    C11A C16A . 1.393(4) no
    C11A C12A . 1.403(4) no
    C11A C17A . 1.500(4) no
    C12A C13A . 1.391(4) no
    C12A C18A . 1.481(4) no
    C13A C14A . 1.377(4) no
    C13A H13A . 0.95 no
    C14A C15A . 1.372(4) no
    C14A H14A . 0.95 no
    C15A C16A . 1.377(4) no
    C15A H15A . 0.95 no
    C16A H16A . 0.95 no
    C18A O11A . 1.321(3) y
    C18A O12A . 1.219(3) y
    O11A H11A . 0.84 no
    C17A O17A . 1.231(3) no
    C17A N1A . 1.348(4) no
    N1A C21A . 1.398(3) no
    N1A H1A . 0.88 no
    C21A C22A . 1.389(4) no
    C21A C26A . 1.396(4) no
    C22A C23A . 1.377(4) no
    C22A H22A . 0.95 no
    C23A C24A . 1.381(5) no
    C23A H23A . 0.95 no
    C24A C25A . 1.373(5) no
    C24A N24A . 1.462(4) no
    C25A C26A . 1.376(4) no
    C25A H25A . 0.95 no
    C26A H26A . 0.95 no
    N24A O42A . 1.227(5) no
    N24A O41A . 1.238(4) no
    C11B C16B . 1.400(4) no
    C11B C12B . 1.402(4) no
    C11B C17B . 1.499(4) no
    C12B C13B . 1.393(3) no
    C12B C18B . 1.485(4) no
    C13B C14B . 1.383(4) no
    C13B H13B . 0.95 no
    C14B C15B . 1.377(4) no
    C14B H14B . 0.95 no
    C15B C16B . 1.375(4) no
    C15B H15B . 0.95 no
    C16B H16B . 0.95 no
    C18B O11B . 1.324(3) y
    C18B O12B . 1.213(3) y
    O11B H11B . 0.84 no
    C17B O17B . 1.229(3) no
    C17B N1B . 1.353(4) no
    N1B C21B . 1.404(3) no
    N1B H1B . 0.88 no
    C21B C26B . 1.392(4) no
    C21B C22B . 1.396(4) no
    C22B C23B . 1.382(4) no
    C22B H22B . 0.95 no
    C23B C24B . 1.377(4) no
    C23B H23B . 0.95 no
    C24B C25B . 1.373(4) no
    C24B N24B . 1.462(4) no
    C25B C26B . 1.376(4) no
    C25B H25B . 0.95 no
    C26B H26B . 0.95 no
    N24B O41B . 1.220(3) no
    N24B O42B . 1.220(3) no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C16A C11A C12A . . 119.3(2) no
    C16A C11A C17A . . 118.7(3) no
    C12A C11A C17A . . 122.0(3) no
    C13A C12A C11A . . 119.4(3) no
    C13A C12A C18A . . 121.2(3) no
    C11A C12A C18A . . 119.2(2) no
    C14A C13A C12A . . 120.3(3) no
    C14A C13A H13A . . 119.8 no
    C12A C13A H13A . . 119.8 no
    C15A C14A C13A . . 120.3(3) no
    C15A C14A H14A . . 119.9 no
    C13A C14A H14A . . 119.9 no
    C14A C15A C16A . . 120.5(3) no
    C14A C15A H15A . . 119.7 no
    C16A C15A H15A . . 119.7 no
    C15A C16A C11A . . 120.2(3) no
    C15A C16A H16A . . 119.9 no
    C11A C16A H16A . . 119.9 no
    O12A C18A O11A . . 122.9(3) no
    O12A C18A C12A . . 123.7(3) no
    O11A C18A C12A . . 113.3(2) no
    C18A O11A H11A . . 109.5 no
    O17A C17A N1A . . 124.6(2) no
    O17A C17A C11A . . 121.0(3) no
    N1A C17A C11A . . 114.3(3) no
    C17A N1A C21A . . 127.6(2) no
    C17A N1A H1A . . 116.2 no
    C21A N1A H1A . . 116.2 no
    C22A C21A C26A . . 120.1(3) no
    C22A C21A N1A . . 122.5(3) no
    C26A C21A N1A . . 117.3(3) no
    C23A C22A C21A . . 119.5(3) no
    C23A C22A H22A . . 120.2 no
    C21A C22A H22A . . 120.2 no
    C22A C23A C24A . . 119.2(3) no
    C22A C23A H23A . . 120.4 no
    C24A C23A H23A . . 120.4 no
    C25A C24A C23A . . 122.3(3) no
    C25A C24A N24A . . 118.3(4) no
    C23A C24A N24A . . 119.4(3) no
    C24A C25A C26A . . 118.6(3) no
    C24A C25A H25A . . 120.7 no
    C26A C25A H25A . . 120.7 no
    C25A C26A C21A . . 120.2(3) no
    C25A C26A H26A . . 119.9 no
    C21A C26A H26A . . 119.9 no
    O42A N24A O41A . . 124.0(3) no
    O42A N24A C24A . . 118.4(4) no
    O41A N24A C24A . . 117.6(4) no
    C16B C11B C12B . . 119.3(2) no
    C16B C11B C17B . . 118.3(3) no
    C12B C11B C17B . . 122.2(3) no
    C13B C12B C11B . . 119.7(3) no
    C13B C12B C18B . . 120.9(3) no
    C11B C12B C18B . . 119.4(2) no
    C14B C13B C12B . . 120.1(3) no
    C14B C13B H13B . . 119.9 no
    C12B C13B H13B . . 119.9 no
    C15B C14B C13B . . 120.0(3) no
    C15B C14B H14B . . 120.0 no
    C13B C14B H14B . . 120.0 no
    C16B C15B C14B . . 121.1(3) no
    C16B C15B H15B . . 119.5 no
    C14B C15B H15B . . 119.5 no
    C15B C16B C11B . . 119.8(3) no
    C15B C16B H16B . . 120.1 no
    C11B C16B H16B . . 120.1 no
    O12B C18B O11B . . 123.5(3) no
    O12B C18B C12B . . 122.8(3) no
    O11B C18B C12B . . 113.7(2) no
    C18B O11B H11B . . 109.5 no
    O17B C17B N1B . . 124.9(2) no
    O17B C17B C11B . . 120.3(2) no
    N1B C17B C11B . . 114.7(2) no
    C17B N1B C21B . . 129.0(2) no
    C17B N1B H1B . . 115.5 no
    C21B N1B H1B . . 115.5 no
    C26B C21B C22B . . 119.4(2) no
    C26B C21B N1B . . 116.8(2) no
    C22B C21B N1B . . 123.8(3) no
    C23B C22B C21B . . 119.6(3) no
    C23B C22B H22B . . 120.2 no
    C21B C22B H22B . . 120.2 no
    C24B C23B C22B . . 119.6(3) no
    C24B C23B H23B . . 120.2 no
    C22B C23B H23B . . 120.2 no
    C25B C24B C23B . . 121.6(3) no
    C25B C24B N24B . . 119.2(3) no
    C23B C24B N24B . . 119.2(3) no
    C24B C25B C26B . . 119.0(3) no
    C24B C25B H25B . . 120.5 no
    C26B C25B H25B . . 120.5 no
    C25B C26B C21B . . 120.7(3) no
    C25B C26B H26B . . 119.7 no
    C21B C26B H26B . . 119.7 no
    O41B N24B O42B . . 122.7(3) no
    O41B N24B C24B . . 119.3(3) no
    O42B N24B C24B . . 118.1(3) no
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C16A C11A C12A C13A . . . . -2.0(4) no
    C17A C11A C12A C13A . . . . -179.2(3) no
    C16A C11A C12A C18A . . . . 173.2(3) no
    C17A C11A C12A C18A . . . . -4.1(4) no
    C11A C12A C13A C14A . . . . 0.5(4) no
    C18A C12A C13A C14A . . . . -174.6(3) no
    C12A C13A C14A C15A . . . . 1.8(5) no
    C13A C14A C15A C16A . . . . -2.6(5) no
    C14A C15A C16A C11A . . . . 1.1(5) no
    C12A C11A C16A C15A . . . . 1.2(5) no
    C17A C11A C16A C15A . . . . 178.6(3) no
    C13A C12A C18A O12A . . . . -179.5(3) no
    C11A C12A C18A O12A . . . . 5.5(4) no
    C13A C12A C18A O11A . . . . 2.7(4) no
    C11A C12A C18A O11A . . . . -172.4(3) no
    C16A C11A C17A O17A . . . . -79.0(4) no
    C12A C11A C17A O17A . . . . 98.3(4) no
    C16A C11A C17A N1A . . . . 97.4(3) no
    C12A C11A C17A N1A . . . . -85.3(4) y
    O17A C17A N1A C21A . . . . -11.3(5) no
    C11A C17A N1A C21A . . . . 172.5(3) y
    C17A N1A C21A C22A . . . . -26.3(4) y
    C17A N1A C21A C26A . . . . 155.2(3) no
    C26A C21A C22A C23A . . . . -0.9(4) no
    N1A C21A C22A C23A . . . . -179.5(3) no
    C21A C22A C23A C24A . . . . 0.0(4) no
    C22A C23A C24A C25A . . . . 0.2(5) no
    C22A C23A C24A N24A . . . . -179.2(3) no
    C23A C24A C25A C26A . . . . 0.5(5) no
    N24A C24A C25A C26A . . . . 179.9(3) no
    C24A C25A C26A C21A . . . . -1.4(4) no
    C22A C21A C26A C25A . . . . 1.6(4) no
    N1A C21A C26A C25A . . . . -179.7(3) no
    C25A C24A N24A O42A . . . . -12.5(5) no
    C23A C24A N24A O42A . . . . 166.9(3) no
    C25A C24A N24A O41A . . . . 167.6(3) no
    C23A C24A N24A O41A . . . . -13.0(5) no
    C16B C11B C12B C13B . . . . 0.1(4) no
    C17B C11B C12B C13B . . . . -176.6(3) no
    C16B C11B C12B C18B . . . . 180.0(3) no
    C17B C11B C12B C18B . . . . 3.3(4) no
    C11B C12B C13B C14B . . . . -0.9(4) no
    C18B C12B C13B C14B . . . . 179.2(3) no
    C12B C13B C14B C15B . . . . 0.9(4) no
    C13B C14B C15B C16B . . . . 0.0(5) no
    C14B C15B C16B C11B . . . . -0.8(4) no
    C12B C11B C16B C15B . . . . 0.7(4) no
    C17B C11B C16B C15B . . . . 177.5(3) no
    C13B C12B C18B O12B . . . . 169.7(3) no
    C11B C12B C18B O12B . . . . -10.2(4) no
    C13B C12B C18B O11B . . . . -10.5(4) no
    C11B C12B C18B O11B . . . . 169.6(3) no
    C16B C11B C17B O17B . . . . -81.3(4) no
    C12B C11B C17B O17B . . . . 95.4(3) no
    C16B C11B C17B N1B . . . . 94.6(3) no
    C12B C11B C17B N1B . . . . -88.7(4) y
    O17B C17B N1B C21B . . . . -7.6(5) no
    C11B C17B N1B C21B . . . . 176.7(3) y
    C17B N1B C21B C26B . . . . -170.5(3) no
    C17B N1B C21B C22B . . . . 10.8(5) y
    C26B C21B C22B C23B . . . . 0.8(4) no
    N1B C21B C22B C23B . . . . 179.5(3) no
    C21B C22B C23B C24B . . . . 0.3(5) no
    C22B C23B C24B C25B . . . . -0.9(5) no
    C22B C23B C24B N24B . . . . 178.8(3) no
    C23B C24B C25B C26B . . . . 0.3(5) no
    N24B C24B C25B C26B . . . . -179.4(3) no
    C24B C25B C26B C21B . . . . 0.8(5) no
    C22B C21B C26B C25B . . . . -1.4(5) no
    N1B C21B C26B C25B . . . . 179.8(3) no
    C25B C24B N24B O41B . . . . -174.0(3) no
    C23B C24B N24B O41B . . . . 6.3(5) no
    C25B C24B N24B O42B . . . . 6.3(5) no
    C23B C24B N24B O42B . . . . -173.3(3) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    N1A H1A O12B 2_545 0.88 2.09 2.873(4) 147 y
    N1B H1B O12A 2_655 0.88 2.16 2.902(3) 141 y
    O11A H11A O17B . 0.84 1.84 2.664(3) 166 y
    O11B H11B O17A 1_565 0.84 1.83 2.666(3) 174 y
    C16A H16A O12A 2_545 0.95 2.46 3.368(3) 159 n
    C23B H23B O41A 4_555 0.95 2.45 3.355(4) 160 y
