
# ol9910621.cif
 
data_Guanidiniocarbonyl-1H-pyrrole acetate 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic         Guanidiniocarbonyl-1H-pyrrole acetate
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          C8 H12 N4 O3 
_chemical_formula_sum 
 'C8 H14 N4 O4' 
_chemical_formula_weight          230.23 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            triclinic 
_symmetry_space_group_name_H-M    'P -1' 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    8.360(1) 
_cell_length_b                    8.462(1) 
_cell_length_c                    8.558(1) 
_cell_angle_alpha                 103.18(1) 
_cell_angle_beta                  105.09(1) 
_cell_angle_gamma                 93.46(1) 
_cell_volume                      564.51(12) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
 
_exptl_crystal_description        prism 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.25 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.15 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.354 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              244 
_exptl_absorpt_coefficient_mu     0.110 
_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   'nonius kappa-ccd diffractometer'
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             4483 
_diffrn_reflns_av_R_equivalents   0.0210 
_diffrn_reflns_av_sigmaI/netI     0.0325 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        -11 
_diffrn_reflns_limit_l_max        11 
_diffrn_reflns_theta_min          2.55 
_diffrn_reflns_theta_max          27.50 
_reflns_number_total              2504 
_reflns_number_gt                 2069 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'nonius collect'  
_computing_cell_refinement        'nonius denzo' 
_computing_data_reduction         'nonius denzo'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'ortep' 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0510P)²+0.0800P] where P=(Fo²+2Fc²)/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          2504 
_refine_ls_number_parameters      201 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0464 
_refine_ls_R_factor_gt            0.0366 
_refine_ls_wR_factor_ref          0.1027 
_refine_ls_wR_factor_gt           0.0960 
_refine_ls_goodness_of_fit_ref    1.031 
_refine_ls_restrained_S_all       1.031 
_refine_ls_shift/su_max           0.251 
_refine_ls_shift/su_mean          0.041 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
N1 N -0.31698(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_site_aniso_label 
 _atom_site_aniso_U_11 
 _atom_site_aniso_U_22 
 _atom_site_aniso_U_33 
 _atom_site_aniso_U_23 
 _atom_site_aniso_U_13 
 _atom_site_aniso_U_12 
N1 0.0371(5) 0.0463(6) 0.0420(6) 0.0129(5) 0.0008(4) 0.0038(4) 
C2 0.0334(6) 0.0408(6) 0.0381(6) 0.0103(5) 0.0073(5) 0.0064(5) 
C3 0.0437(7) 0.0403(7) 0.0468(7) 0.0110(5) 0.0043(6) 0.0052(5) 
C4 0.0568(8) 0.0447(7) 0.0540(8) 0.0208(6) 0.0093(6) 0.0115(6) 
C5 0.0491(7) 0.0540(8) 0.0472(7) 0.0207(6) 0.0048(6) 0.0135(6) 
C6 0.0337(6) 0.0388(6) 0.0411(6) 0.0110(5) 0.0058(5) 0.0024(4) 
N7 0.0333(5) 0.0336(5) 0.0446(6) 0.0133(4) 0.0020(4) 0.0020(4) 
C8 0.0337(6) 0.0370(6) 0.0407(6) 0.0119(5) 0.0077(5) 0.0056(4) 
N9 0.0388(6) 0.0412(6) 0.0520(6) 0.0187(5) -0.0010(5) 0.0013(4) 
N10 0.0428(6) 0.0401(6) 0.0629(7) 0.0223(5) -0.0016(5) -0.0006(5) 
O11 0.0468(5) 0.0469(5) 0.0651(6) 0.0221(5) -0.0087(5) -0.0103(4) 
O12 0.0411(5) 0.0353(5) 0.0540(5) 0.0158(4) 0.0013(4) -0.0002(3) 
O13 0.0418(5) 0.0363(5) 0.0580(6) 0.0109(4) -0.0025(4) -0.0004(3) 
C14 0.0379(6) 0.0349(6) 0.0401(6) 0.0112(5) 0.0060(5) 0.0024(5) 
C15 0.0587(9) 0.0468(8) 0.0622(9) 0.0242(7) -0.0087(8) 0.0036(7) 
O16 0.0505(6) 0.0355(5) 0.0688(7) 0.0054(4) 0.0162(5) -0.0066(4) 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
N1 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_ 
 _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 
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) . . ? 
 
_diffrn_measured_fraction_theta_max    0.969 
_diffrn_reflns_theta_full              27.50 
_diffrn_measured_fraction_theta_full   0.969 
_refine_diff_density_max    0.177 
_refine_diff_density_min   -0.173 
_refine_diff_density_rms    0.031 
 
