#------------------------------------------------------------------------------
#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/75/7207551.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7207551
loop_
_publ_author_name
'Issa, Nizar'
'Barnett, Sarah A.'
'Mohamed, Sharmarke'
'Braun, Doris E.'
'Copley, Royston C. B.'
'Tocher, Derek A.'
'Price, Sarah L.'
_publ_section_title
;
 Screening for cocrystals of succinic acid and 4-aminobenzoic acid
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              2454
_journal_paper_doi               10.1039/c2ce06325e
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C11 H12 N2 O, C7 H7 N O2'
_chemical_formula_sum            'C18 H19 N3 O3'
_chemical_formula_weight         325.36
_chemical_name_common            '(Antipyrine)(4-Aminobenzoic acid)'
_chemical_name_systematic
;
Antipyrine 4-Aminobenzoic acid (1/1)
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.758(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5767(12)
_cell_length_b                   12.7646(17)
_cell_length_c                   13.9388(18)
_cell_measurement_reflns_used    2519
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.2314
_cell_measurement_theta_min      2.6590
_cell_volume                     1703.8(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART (Bruker, 2001)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
;
SHELXTL (Bruker, 2000) and Mercury (Macrae et al., 2006)
;
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker SMART APEX diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0538
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14769
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         1.46
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.867080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2.10'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         4240
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0482
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0645P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1191
_reflns_number_gt                3175
_reflns_number_total             4240
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06325e.txt
_cod_data_source_block           4-AminobenzoicAcid_Antipyrine
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7207551
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
C1 C 0.9899(3) 0.0851(3) 0.7004(2) 0.0420(8) Uani 1 1 d .
C2 C 0.8836(3) 0.1220(2) 0.7668(2) 0.0327(7) Uani 1 1 d .
C3 C 0.8221(3) 0.2205(3) 0.7531(2) 0.0369(7) Uani 1 1 d .
H2 H 0.8518 0.2627 0.7011 0.044 Uiso 1 1 calc R
C4 C 0.7201(3) 0.2580(3) 0.8124(2) 0.0381(8) Uani 1 1 d .
H3A H 0.6793 0.3246 0.8004 0.046 Uiso 1 1 calc R
C5 C 0.6763(3) 0.1981(2) 0.8904(2) 0.0319(7) Uani 1 1 d .
C6 C 0.7370(3) 0.0998(3) 0.9048(2) 0.0368(7) Uani 1 1 d .
H6 H 0.7081 0.0578 0.9572 0.044 Uiso 1 1 calc R
C7 C 0.8383(3) 0.0627(2) 0.8439(2) 0.0350(7) Uani 1 1 d .
H7 H 0.8777 -0.0046 0.8550 0.042 Uiso 1 1 calc R
C8 C 0.5914(3) 0.5925(3) 0.8059(2) 0.0331(7) Uani 1 1 d .
C9 C 0.6760(3) 0.6414(2) 0.7305(2) 0.0295(6) Uani 1 1 d .
C10 C 0.6759(3) 0.6047(3) 0.6367(2) 0.0355(7) Uani 1 1 d .
H9 H 0.6197 0.5459 0.6200 0.043 Uiso 1 1 calc R
C11 C 0.7562(3) 0.6520(3) 0.5674(2) 0.0372(7) Uani 1 1 d .
H10 H 0.7542 0.6260 0.5036 0.045 Uiso 1 1 calc R
C12 C 0.8402(3) 0.7377(2) 0.59051(19) 0.0284(6) Uani 1 1 d .
C13 C 0.8402(3) 0.7755(2) 0.6836(2) 0.0364(7) Uani 1 1 d .
H13 H 0.8963 0.8342 0.7004 0.044 Uiso 1 1 calc R
C14 C 0.7593(3) 0.7281(3) 0.7519(2) 0.0374(7) Uani 1 1 d .
H14 H 0.7603 0.7552 0.8154 0.045 Uiso 1 1 calc R
C15 C -0.0957(3) 0.4902(3) 0.9342(3) 0.0501(9) Uani 1 1 d .
H16 H -0.1804 0.4529 0.9532 0.075 Uiso 1 1 calc R
H17 H -0.1116 0.5240 0.8719 0.075 Uiso 1 1 calc R
H15 H -0.0725 0.5435 0.9825 0.075 Uiso 1 1 calc R
C16 C -0.0548(4) 0.2985(3) 1.0583(2) 0.0491(9) Uani 1 1 d .
H19 H -0.0805 0.3527 1.1047 0.074 Uiso 1 1 calc R
H20 H -0.0167 0.2376 1.0926 0.074 Uiso 1 1 calc R
H18 H -0.1377 0.2775 1.0211 0.074 Uiso 1 1 calc R
C17 C 0.0528(3) 0.3410(2) 0.9921(2) 0.0341(7) Uani 1 1 d .
C18 C 0.1922(3) 0.3184(2) 0.9871(2) 0.0312(7) Uani 1 1 d .
H21 H 0.2401 0.2656 1.0225 0.037 Uiso 1 1 calc R
C19 C 0.2524(3) 0.3877(2) 0.91992(19) 0.0292(6) Uani 1 1 d .
C20 C 0.1449(3) 0.5089(2) 0.7997(2) 0.0334(7) Uani 1 1 d .
C21 C 0.2181(3) 0.6017(3) 0.7953(2) 0.0407(8) Uani 1 1 d .
H22 H 0.2660 0.6281 0.8503 0.049 Uiso 1 1 calc R
C22 C 0.2205(4) 0.6557(3) 0.7091(3) 0.0567(11) Uani 1 1 d .
H23 H 0.2718 0.7192 0.7049 0.068 Uiso 1 1 calc R
C23 C 0.1503(4) 0.6190(3) 0.6302(3) 0.0580(11) Uani 1 1 d .
H24 H 0.1535 0.6570 0.5717 0.070 Uiso 1 1 calc R
C24 C 0.0755(5) 0.5279(4) 0.6348(3) 0.0616(11) Uani 1 1 d .
H25 H 0.0257 0.5033 0.5799 0.074 Uiso 1 1 calc R
C25 C 0.0725(4) 0.4716(3) 0.7200(2) 0.0492(9) Uani 1 1 d .
H26 H 0.0213 0.4080 0.7236 0.059 Uiso 1 1 calc R
C26 C 0.6497(3) 0.9936(3) 0.5615(3) 0.0466(9) Uani 1 1 d .
H28 H 0.7319 0.9617 0.5322 0.070 Uiso 1 1 calc R
H27 H 0.6683 1.0051 0.6300 0.070 Uiso 1 1 calc R
H29 H 0.6294 1.0607 0.5303 0.070 Uiso 1 1 calc R
C27 C 0.5991(4) 0.8448(4) 0.3949(2) 0.0528(10) Uani 1 1 d .
H32 H 0.6257 0.9096 0.3622 0.079 Uiso 1 1 calc R
H31 H 0.5583 0.7958 0.3483 0.079 Uiso 1 1 calc R
H30 H 0.6820 0.8131 0.4250 0.079 Uiso 1 1 calc R
C28 C 0.4944(3) 0.8691(3) 0.4702(2) 0.0354(7) Uani 1 1 d .
C29 C 0.3551(3) 0.8483(3) 0.4706(2) 0.0372(7) Uani 1 1 d .
H33 H 0.3056 0.8079 0.4242 0.045 Uiso 1 1 calc R
C30 C 0.2963(3) 0.8971(2) 0.5518(2) 0.0312(6) Uani 1 1 d .
C31 C 0.4100(3) 0.9708(2) 0.6972(2) 0.0306(6) Uani 1 1 d .
C32 C 0.3511(4) 1.0607(3) 0.7314(3) 0.0476(9) Uani 1 1 d .
H34 H 0.3136 1.1116 0.6885 0.057 Uiso 1 1 calc R
C33 C 0.3471(4) 1.0764(4) 0.8298(3) 0.0728(15) Uani 1 1 d .
H35 H 0.3048 1.1378 0.8547 0.087 Uiso 1 1 calc R
C34 C 0.4039(5) 1.0036(6) 0.8913(3) 0.0814(18) Uani 1 1 d .
H36 H 0.4018 1.0150 0.9586 0.098 Uiso 1 1 calc R
C35 C 0.4635(5) 0.9147(4) 0.8559(3) 0.0734(14) Uani 1 1 d .
H37 H 0.5032 0.8647 0.8987 0.088 Uiso 1 1 calc R
C36 C 0.4664(4) 0.8973(3) 0.7593(2) 0.0486(9) Uani 1 1 d .
H38 H 0.5069 0.8350 0.7349 0.058 Uiso 1 1 calc R
H4 H 0.532(4) 0.284(3) 0.933(2) 0.043(11) Uiso 1 1 d .
H5 H 0.550(4) 0.195(3) 1.003(3) 0.044(11) Uiso 1 1 d .
H11 H 0.935(3) 0.749(2) 0.472(2) 0.021(8) Uiso 1 1 d .
H12 H 0.990(3) 0.825(3) 0.540(2) 0.030(8) Uiso 1 1 d .
N1 N 0.5808(3) 0.2367(3) 0.9534(2) 0.0439(7) Uani 1 1 d .
N2 N 0.9181(3) 0.7864(2) 0.5206(2) 0.0350(6) Uani 1 1 d .
N3 N 0.1452(2) 0.4511(2) 0.88751(17) 0.0323(6) Uani 1 1 d .
N4 N 0.0200(3) 0.4158(2) 0.92697(18) 0.0366(6) Uani 1 1 d .
N5 N 0.4059(2) 0.9497(2) 0.59673(17) 0.0312(6) Uani 1 1 d .
N6 N 0.5295(3) 0.9235(2) 0.54974(17) 0.0344(6) Uani 1 1 d .
O1 O 1.0357(2) -0.01050(18) 0.71891(17) 0.0421(5) Uani 1 1 d D
H1 H 1.087(3) -0.036(3) 0.6753(19) 0.051(11) Uiso 1 1 d D
O2 O 1.0332(3) 0.1362(3) 0.6337(2) 0.0759(10) Uani 1 1 d .
O3 O 0.5788(3) 0.6274(2) 0.88587(15) 0.0522(7) Uani 1 1 d .
O4 O 0.5297(2) 0.50490(17) 0.77685(16) 0.0381(5) Uani 1 1 d .
H8 H 0.479(3) 0.480(3) 0.820(2) 0.038(10) Uiso 1 1 d .
O5 O 0.3753(2) 0.39525(19) 0.89114(15) 0.0398(5) Uani 1 1 d .
O6 O 0.1752(2) 0.8986(2) 0.58371(15) 0.0437(6) Uani 1 1 d .
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'
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
O2 C1 O1 122.0(3) . .
O2 C1 C2 124.0(3) . .
O1 C1 C2 114.0(3) . .
C7 C2 C3 117.4(3) . .
C7 C2 C1 122.8(3) . .
C3 C2 C1 119.8(3) . .
C4 C3 C2 122.1(3) . .
C4 C3 H2 119.0 . .
C2 C3 H2 119.0 . .
C3 C4 C5 120.1(3) . .
C3 C4 H3A 120.0 . .
C5 C4 H3A 120.0 . .
N1 C5 C6 120.8(3) . .
N1 C5 C4 120.8(3) . .
C6 C5 C4 118.3(3) . .
C7 C6 C5 121.0(3) . .
C7 C6 H6 119.5 . .
C5 C6 H6 119.5 . .
C6 C7 C2 121.1(3) . .
C6 C7 H7 119.4 . .
C2 C7 H7 119.4 . .
O3 C8 O4 122.9(3) . .
O3 C8 C9 124.3(3) . .
O4 C8 C9 112.8(2) . .
C10 C9 C14 117.5(3) . .
C10 C9 C8 122.3(3) . .
C14 C9 C8 120.2(3) . .
C11 C10 C9 121.1(3) . .
C11 C10 H9 119.4 . .
C9 C10 H9 119.4 . .
C10 C11 C12 120.5(3) . .
C10 C11 H10 119.8 . .
C12 C11 H10 119.8 . .
N2 C12 C13 120.8(3) . .
N2 C12 C11 120.3(3) . .
C13 C12 C11 118.9(3) . .
C14 C13 C12 120.2(3) . .
C14 C13 H13 119.9 . .
C12 C13 H13 119.9 . .
C13 C14 C9 121.8(3) . .
C13 C14 H14 119.1 . .
C9 C14 H14 119.1 . .
N4 C15 H16 109.5 . .
N4 C15 H17 109.5 . .
H16 C15 H17 109.5 . .
N4 C15 H15 109.5 . .
H16 C15 H15 109.5 . .
H17 C15 H15 109.5 . .
C17 C16 H19 109.5 . .
C17 C16 H20 109.5 . .
H19 C16 H20 109.5 . .
C17 C16 H18 109.5 . .
H19 C16 H18 109.5 . .
H20 C16 H18 109.5 . .
N4 C17 C18 109.4(3) . .
N4 C17 C16 121.0(3) . .
C18 C17 C16 129.5(3) . .
C17 C18 C19 108.0(3) . .
C17 C18 H21 126.0 . .
C19 C18 H21 126.0 . .
O5 C19 O5 0.00(18) 1 1
O5 C19 O5 0.00(18) 1 .
O5 C19 O5 0.00(18) 1 .
O5 C19 N3 123.3(3) 1 .
O5 C19 N3 123.3(3) 1 .
O5 C19 N3 123.3(3) . .
O5 C19 C18 130.7(3) 1 .
O5 C19 C18 130.7(3) 1 .
O5 C19 C18 130.7(3) . .
N3 C19 C18 106.0(2) . .
C21 C20 C25 120.6(3) . .
C21 C20 N3 119.1(3) . .
C25 C20 N3 120.3(3) . .
C20 C21 C22 118.7(3) . .
C20 C21 H22 120.6 . .
C22 C21 H22 120.6 . .
C23 C22 C21 121.0(4) . .
C23 C22 H23 119.5 . .
C21 C22 H23 119.5 . .
C22 C23 C24 120.4(4) . .
C22 C23 H24 119.8 . .
C24 C23 H24 119.8 . .
C23 C24 C25 119.8(4) . .
C23 C24 H25 120.1 . .
C25 C24 H25 120.1 . .
C20 C25 C24 119.5(4) . .
C20 C25 H26 120.3 . .
C24 C25 H26 120.3 . .
N6 C26 H28 109.5 . .
N6 C26 H27 109.5 . .
H28 C26 H27 109.5 . .
N6 C26 H29 109.5 . .
H28 C26 H29 109.5 . .
H27 C26 H29 109.5 . .
C28 C27 H32 109.5 . .
C28 C27 H31 109.5 . .
H32 C27 H31 109.5 . .
C28 C27 H30 109.5 . .
H32 C27 H30 109.5 . .
H31 C27 H30 109.5 . .
N6 C28 C29 109.3(3) . .
N6 C28 C27 121.5(3) . .
C29 C28 C27 129.1(3) . .
C28 C29 C30 108.6(3) . .
C28 C29 H33 125.7 . .
C30 C29 H33 125.7 . .
O6 C30 N5 122.1(3) . .
O6 C30 C29 132.4(3) . .
N5 C30 C29 105.5(3) . .
C32 C31 C36 120.7(3) . .
C32 C31 N5 119.6(3) . .
C36 C31 N5 119.5(3) . .
C31 C32 C33 118.9(4) . .
C31 C32 H34 120.5 . .
C33 C32 H34 120.5 . .
C34 C33 C32 120.2(4) . .
C34 C33 H35 119.9 . .
C32 C33 H35 119.9 . .
C35 C34 C33 120.1(4) . .
C35 C34 H36 120.0 . .
C33 C34 H36 120.0 . .
C36 C35 C34 120.4(5) . .
C36 C35 H37 119.8 . .
C34 C35 H37 119.8 . .
C35 C36 C31 119.7(4) . .
C35 C36 H38 120.2 . .
C31 C36 H38 120.2 . .
C5 N1 H4 115(2) . .
C5 N1 H5 120(2) . .
H4 N1 H5 120(3) . .
C12 N2 H11 115(2) . .
C12 N2 H12 117.3(19) . .
H11 N2 H12 114(3) . .
C19 N3 N4 108.7(2) . .
C19 N3 C20 125.2(2) . .
N4 N3 C20 120.7(2) . .
C17 N4 N3 107.3(2) . .
C17 N4 C15 125.6(3) . .
N3 N4 C15 118.1(3) . .
C30 N5 N6 108.1(2) . .
C30 N5 C31 123.0(2) . .
N6 N5 C31 119.4(2) . .
C28 N6 N5 107.8(2) . .
C28 N6 C26 126.4(3) . .
N5 N6 C26 117.9(3) . .
C1 O1 H1 114(3) . .
C8 O4 H8 111(2) . .
O5 O5 O5 0(10) 1 1
O5 O5 C19 0(10) 1 .
O5 O5 C19 0(10) 1 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O2 1.213(4) .
C1 O1 1.321(4) .
C1 C2 1.463(4) .
C2 C7 1.389(4) .
C2 C3 1.400(4) .
C3 C4 1.375(5) .
C3 H2 0.9500 .
C4 C5 1.397(4) .
C4 H3A 0.9500 .
C5 N1 1.367(4) .
C5 C6 1.396(4) .
C6 C7 1.381(4) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 O3 1.208(4) .
C8 O4 1.325(4) .
C8 C9 1.473(4) .
C9 C10 1.389(4) .
C9 C14 1.394(4) .
C10 C11 1.382(4) .
C10 H9 0.9500 .
C11 C12 1.393(4) .
C11 H10 0.9500 .
C12 N2 1.383(4) .
C12 C13 1.384(4) .
C13 C14 1.375(4) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 N4 1.464(4) .
C15 H16 0.9800 .
C15 H17 0.9800 .
C15 H15 0.9800 .
C16 C17 1.494(4) .
C16 H19 0.9800 .
C16 H20 0.9800 .
C16 H18 0.9800 .
C17 N4 1.352(4) .
C17 C18 1.367(4) .
C18 C19 1.417(4) .
C18 H21 0.9500 .
C19 O5 1.252(3) 1
C19 O5 1.252(3) 1
C19 O5 1.252(3) .
C19 N3 1.378(4) .
C20 C21 1.379(5) .
C20 C25 1.386(5) .
C20 N3 1.429(4) .
C21 C22 1.386(5) .
C21 H22 0.9500 .
C22 C23 1.364(6) .
C22 H23 0.9500 .
C23 C24 1.368(7) .
C23 H24 0.9500 .
C24 C25 1.389(6) .
C24 H25 0.9500 .
C25 H26 0.9500 .
C26 N6 1.466(4) .
C26 H28 0.9800 .
C26 H27 0.9800 .
C26 H29 0.9800 .
C27 C28 1.492(4) .
C27 H32 0.9800 .
C27 H31 0.9800 .
C27 H30 0.9800 .
C28 N6 1.348(4) .
C28 C29 1.360(5) .
C29 C30 1.415(4) .
C29 H33 0.9500 .
C30 O6 1.248(4) .
C30 N5 1.388(4) .
C31 C32 1.368(5) .
C31 C36 1.381(5) .
C31 N5 1.426(4) .
C32 C33 1.386(6) .
C32 H34 0.9500 .
C33 C34 1.373(8) .
C33 H35 0.9500 .
C34 C35 1.365(8) .
C34 H36 0.9500 .
C35 C36 1.365(5) .
C35 H37 0.9500 .
C36 H38 0.9500 .
N1 H4 0.81(4) .
N1 H5 0.92(4) .
N2 H11 0.85(3) .
N2 H12 0.89(4) .
N3 N4 1.401(3) .
N5 N6 1.402(3) .
O1 H1 0.852(10) .
O4 H8 0.84(3) .
O5 O5 0.0000 1
O5 O5 0.0000 1
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
N1 H4 O5 0.81(4) 2.14(4) 2.946(4) 170(3) 1
N1 H5 O3 0.92(4) 2.18(4) 3.065(4) 163(3) 2_647
N2 H11 O2 0.85(3) 2.08(3) 2.923(4) 171(3) 2_756
N2 H12 O6 0.89(4) 2.09(4) 2.971(4) 173(3) 1_655
O1 H1 O6 0.852(10) 1.752(12) 2.598(3) 172(4) 1_645
O4 H8 O5 0.84(3) 1.78(4) 2.597(3) 164(4) 1
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O2 C1 C2 C7 -178.4(4) . .
O1 C1 C2 C7 1.7(4) . .
O2 C1 C2 C3 2.4(5) . .
O1 C1 C2 C3 -177.5(3) . .
C7 C2 C3 C4 -0.4(5) . .
C1 C2 C3 C4 178.8(3) . .
C2 C3 C4 C5 1.1(5) . .
C3 C4 C5 N1 176.2(3) . .
C3 C4 C5 C6 -1.1(4) . .
N1 C5 C6 C7 -176.9(3) . .
C4 C5 C6 C7 0.4(5) . .
C5 C6 C7 C2 0.3(5) . .
C3 C2 C7 C6 -0.3(4) . .
C1 C2 C7 C6 -179.5(3) . .
O3 C8 C9 C10 -173.1(3) . .
O4 C8 C9 C10 7.0(4) . .
O3 C8 C9 C14 6.5(5) . .
O4 C8 C9 C14 -173.4(3) . .
C14 C9 C10 C11 0.3(5) . .
C8 C9 C10 C11 180.0(3) . .
C9 C10 C11 C12 0.5(5) . .
C10 C11 C12 N2 -178.6(3) . .
C10 C11 C12 C13 -0.9(5) . .
N2 C12 C13 C14 178.3(3) . .
C11 C12 C13 C14 0.5(5) . .
C12 C13 C14 C9 0.3(5) . .
C10 C9 C14 C13 -0.7(5) . .
C8 C9 C14 C13 179.6(3) . .
N4 C17 C18 C19 4.2(3) . .
C16 C17 C18 C19 -173.3(3) . .
C17 C18 C19 O5 -178.9(3) . 1
C17 C18 C19 O5 -178.9(3) . 1
C17 C18 C19 O5 -178.9(3) . .
C17 C18 C19 N3 0.7(3) . .
C25 C20 C21 C22 -1.4(5) . .
N3 C20 C21 C22 178.2(3) . .
C20 C21 C22 C23 1.0(5) . .
C21 C22 C23 C24 0.2(6) . .
C22 C23 C24 C25 -1.0(6) . .
C21 C20 C25 C24 0.8(5) . .
N3 C20 C25 C24 -178.9(3) . .
C23 C24 C25 C20 0.5(6) . .
N6 C28 C29 C30 3.5(4) . .
C27 C28 C29 C30 -173.0(3) . .
C28 C29 C30 O6 -178.2(3) . .
C28 C29 C30 N5 1.9(3) . .
C36 C31 C32 C33 -0.9(5) . .
N5 C31 C32 C33 175.4(3) . .
C31 C32 C33 C34 1.3(6) . .
C32 C33 C34 C35 -0.7(7) . .
C33 C34 C35 C36 -0.3(7) . .
C34 C35 C36 C31 0.7(6) . .
C32 C31 C36 C35 -0.1(5) . .
N5 C31 C36 C35 -176.4(3) . .
O5 C19 N3 N4 174.5(3) 1 .
O5 C19 N3 N4 174.5(3) 1 .
O5 C19 N3 N4 174.5(3) . .
C18 C19 N3 N4 -5.2(3) . .
O5 C19 N3 C20 20.5(5) 1 .
O5 C19 N3 C20 20.5(5) 1 .
O5 C19 N3 C20 20.5(5) . .
C18 C19 N3 C20 -159.1(3) . .
C21 C20 N3 C19 -78.8(4) . .
C25 C20 N3 C19 100.8(4) . .
C21 C20 N3 N4 130.2(3) . .
C25 C20 N3 N4 -50.2(4) . .
C18 C17 N4 N3 -7.3(3) . .
C16 C17 N4 N3 170.4(3) . .
C18 C17 N4 C15 -153.4(3) . .
C16 C17 N4 C15 24.3(5) . .
C19 N3 N4 C17 7.8(3) . .
C20 N3 N4 C17 163.1(3) . .
C19 N3 N4 C15 156.8(3) . .
C20 N3 N4 C15 -47.8(4) . .
O6 C30 N5 N6 173.7(3) . .
C29 C30 N5 N6 -6.4(3) . .
O6 C30 N5 C31 27.6(4) . .
C29 C30 N5 C31 -152.5(3) . .
C32 C31 N5 C30 -88.6(4) . .
C36 C31 N5 C30 87.8(4) . .
C32 C31 N5 N6 128.9(3) . .
C36 C31 N5 N6 -54.7(4) . .
C29 C28 N6 N5 -7.5(3) . .
C27 C28 N6 N5 169.4(3) . .
C29 C28 N6 C26 -155.5(3) . .
C27 C28 N6 C26 21.4(5) . .
C30 N5 N6 C28 8.7(3) . .
C31 N5 N6 C28 156.2(3) . .
C30 N5 N6 C26 159.9(3) . .
C31 N5 N6 C26 -52.6(4) . .
O5 C19 O5 O5 0.0(7) 1 1
N3 C19 O5 O5 0.0(7) . 1
C18 C19 O5 O5 0.0(7) . 1
O5 C19 O5 O5 0.0(7) 1 1
N3 C19 O5 O5 0.0(7) . 1
C18 C19 O5 O5 0.0(7) . 1
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139196269
