#------------------------------------------------------------------------------
#$Date: 2025-08-18 16:30:32 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301775 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/75/1507559.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_1507559
loop_
_publ_author_name
'Schmuck, Carsten'
'Lex, Johann'
_publ_section_title
;
 Acetate Binding within a Supramolecular Network Formed by a
 Guanidiniocarbonyl Pyrrole Cation in the Solid State
;
_journal_issue                   11
_journal_name_full               'Organic Letters'
_journal_page_first              1779
_journal_paper_doi               10.1021/ol9910621
_journal_volume                  1
_journal_year                    1999
_chemical_formula_moiety         'C8 H12 N4 O3'
_chemical_formula_sum            'C8 H14 N4 O4'
_chemical_formula_weight         230.23
_chemical_name_systematic
;
 Guanidiniocarbonyl-1H-pyrrole acetate hydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.18(1)
_cell_angle_beta                 105.09(1)
_cell_angle_gamma                93.46(1)
_cell_formula_units_Z            2
_cell_length_a                   8.360(1)
_cell_length_b                   8.462(1)
_cell_length_c                   8.558(1)
_cell_measurement_temperature    293(2)
_cell_volume                     564.51(12)
_computing_cell_refinement       'nonius denzo'
_computing_data_collection       'nonius collect'
_computing_data_reduction        'nonius denzo'
_computing_molecular_graphics    ortep
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'nonius kappa-ccd diffractometer'
_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  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4483
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.55
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             244
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2504
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.251
_refine_ls_shift/su_mean         0.041
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0510P)²+0.0800P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1027
_reflns_number_gt                2069
_reflns_number_total             2504
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol9910621.cif
_cod_data_source_block           Guanidiniocarbonyl-1H-pyrrole_acetate
_cod_depositor_comments
;
 Correcting the _chemical_name_systematic data value by changing it from
 'Guanidiniocarbonyl-1H-pyrrole acetate ?' to
 'Guanidiniocarbonyl-1H-pyrrole acetate hydrate'.

 Antanas Vaitkus,
 2018-08-28
;
_cod_database_code               1507559
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
N1 N -0.31698(13) 0.49771(14) -0.53764(13) 0.0436(3) Uani 1 1 d
C2 C -0.17420(14) 0.52763(14) -0.40734(14) 0.0379(3) Uani 1 1 d
C3 C -0.10861(17) 0.68826(16) -0.37900(17) 0.0452(3) Uani 1 1 d
C4 C -0.21545(18) 0.75606(18) -0.49493(18) 0.0514(3) Uani 1 1 d
C5 C -0.34157(18) 0.63556(18) -0.59036(17) 0.0502(3) Uani 1 1 d
C6 C -0.12201(14) 0.39898(15) -0.32580(15) 0.0387(3) Uani 1 1 d
N7 N 0.02972(12) 0.44211(12) -0.20226(12) 0.0384(2) Uani 1 1 d
C8 C 0.11064(14) 0.34504(14) -0.10757(15) 0.0373(3) Uani 1 1 d
N9 N 0.25793(13) 0.40884(15) -0.00271(14) 0.0457(3) Uani 1 1 d
N10 N 0.04572(15) 0.19692(14) -0.11803(16) 0.0505(3) Uani 1 1 d
O11 O -0.20403(12) 0.26461(12) -0.36039(13) 0.0570(3) Uani 1 1 d
O12 O 0.45423(11) 0.24392(10) 0.20140(11) 0.0453(2) Uani 1 1 d
O13 O 0.25983(11) 0.02829(10) 0.08603(12) 0.0490(3) Uani 1 1 d
C14 C 0.40000(14) 0.09615(14) 0.18128(15) 0.0384(3) Uani 1 1 d
C15 C 0.5128(2) -0.0044(2) 0.2746(2) 0.0593(4) Uani 1 1 d
O16 O 0.27102(13) -0.28203(12) -0.08134(14) 0.0536(3) Uani 1 1 d
H1 H -0.384(2) 0.403(2) -0.586(2) 0.056(4) Uiso 1 1 d
H3 H -0.012(2) 0.747(2) -0.295(2) 0.060(4) Uiso 1 1 d
H4 H -0.203(2) 0.866(2) -0.509(2) 0.071(5) Uiso 1 1 d
H5 H -0.438(2) 0.641(2) -0.679(2) 0.063(4) Uiso 1 1 d
H7 H 0.0895(19) 0.5421(19) -0.1850(19) 0.051(4) Uiso 1 1 d
H9A H 0.2900(19) 0.510(2) -0.0003(19) 0.053(4) Uiso 1 1 d
H9B H 0.317(2) 0.347(2) 0.065(2) 0.070(5) Uiso 1 1 d
H10A H -0.052(2) 0.162(2) -0.189(2) 0.065(5) Uiso 1 1 d
H10B H 0.110(2) 0.138(2) -0.053(2) 0.071(5) Uiso 1 1 d
H15A H 0.451(3) -0.093(3) 0.306(3) 0.094(6) Uiso 1 1 d
H15B H 0.587(3) 0.063(3) 0.373(3) 0.092(6) Uiso 1 1 d
H15C H 0.573(3) -0.062(4) 0.209(4) 0.132(10) Uiso 1 1 d
H16A H 0.261(2) -0.183(3) -0.023(2) 0.074(5) Uiso 1 1 d
H16B H 0.645(3) 0.266(2) 0.125(2) 0.086(6) Uiso 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 0.0016 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C5 N1 C2 109.08(11)
N1 C2 C3 107.55(11)
N1 C2 C6 119.81(11)
C3 C2 C6 132.62(11)
C2 C3 C4 107.37(12)
C5 C4 C3 107.08(13)
N1 C5 C4 108.92(12)
O11 C6 N7 122.38(11)
O11 C6 C2 123.58(11)
N7 C6 C2 114.04(10)
C8 N7 C6 126.82(10)
N10 C8 N9 121.10(11)
N10 C8 N7 122.35(11)
N9 C8 N7 116.55(11)
O13 C14 O12 123.85(11)
O13 C14 C15 118.61(11)
O12 C14 C15 117.53(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C5 1.3517(18)
N1 C2 1.3689(15)
C2 C3 1.3775(17)
C2 C6 1.4519(17)
C3 C4 1.4041(19)
C4 C5 1.364(2)
C6 O11 1.2237(15)
C6 N7 1.3892(15)
N7 C8 1.3690(16)
C8 N10 1.3096(16)
C8 N9 1.3177(16)
O12 C14 1.2615(14)
O13 C14 1.2551(14)
C14 C15 1.5056(18)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30651845
2 PubChem 139040123
