#------------------------------------------------------------------------------ #$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $ #$Revision: 176435 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/17/2011704.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2011704 loop_ _publ_author_name 'Novoa de Armas, H\'ector' 'Peeters, Oswald M.' 'Blaton, Norbert M.' 'De Ranter, Camiel J. ' 'Xu\'arez Marill, Lisbet' _publ_section_title ; p-Formamidobenzoic acid ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 86 _journal_page_last 87 _journal_paper_doi 10.1107/S0108270100013615 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C8 H7 N1 O3' _chemical_formula_moiety 'C8 H7 N1 O3' _chemical_formula_sum 'C8 H7 N O3' _chemical_formula_weight 165.15 _chemical_name_systematic ; p-Formamidebenzoic acid ; _space_group_IT_number 7 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P -2yc' _symmetry_space_group_name_H-M 'P 1 c 1' _cell_angle_alpha 90.00 _cell_angle_beta 90.160(8) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 8.0595(7) _cell_length_b 3.8631(2) _cell_length_c 11.8120(10) _cell_measurement_reflns_used 58 _cell_measurement_temperature 293 _cell_measurement_theta_max 27.64 _cell_measurement_theta_min 7.50 _cell_volume 367.76(5) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1996)' _computing_data_reduction XSCANS _computing_molecular_graphics 'DIAMOND (Bergerhoff, 1996)' _computing_publication_material ;PLATON (Spek, 1990), PARST (Nardelli, 1983, 1995) and PARSTCIF (Nardelli, 1991) ; _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_measurement_device_type 'Siemens P4 four-circle' _diffrn_measurement_method \w/2\q _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents .080 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 1166 _diffrn_reflns_theta_max 69.07 _diffrn_standards_decay_% .0 _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .980 _exptl_absorpt_correction_T_max .943 _exptl_absorpt_correction_T_min .609 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour pale-yellow _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 172 _exptl_crystal_size_max .48 _exptl_crystal_size_mid .36 _exptl_crystal_size_min .06 _refine_diff_density_max .21 _refine_diff_density_min -.22 _refine_ls_extinction_coef .066(8) _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_all 1.134 _refine_ls_goodness_of_fit_ref 1.134 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 111 _refine_ls_number_reflns 789 _refine_ls_R_factor_all .046 _refine_ls_R_factor_gt .046 _refine_ls_shift/su_max .001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w = 1/[\s^2^(Fo^2^)+(0.0921P)^2^ + 0.0348P] where P = (Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all .129 _refine_ls_wR_factor_ref .129 _reflns_number_gt 769 _reflns_number_total 789 _reflns_threshold_expression F^2^>2\s(F^2^) _cod_data_source_file da1154.cif _cod_data_source_block I _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_enum 1527 2010-12-29 10:47:43Z saulius 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_cell_volume 367.77(5) _cod_original_sg_symbol_H-M 'P c' _cod_original_formula_sum 'C8 H7 N1 O3' _cod_database_code 2011704 _cod_database_fobs_code 2011704 loop_ _symmetry_equiv_pos_as_xyz x,y,z x,-y,1/2+z 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_calc_attached_atom _atom_site_refinement_flags _atom_site_type_symbol C1 -.2422(4) .1414(8) .9069(3) .0292(8) aniso . . . C O11 -.0396(3) .1018(7) 1.0496(2) .0490(8) aniso . . . O C11 -.0762(3) .0236(8) .9427(2) .0317(8) iso . . . C O12 .0174(3) -.1352(6) .8820(2) .0455(7) aniso . . . O C2 -.2933(3) .0814(9) .7959(3) .0309(9) aniso . . . C C3 -.4501(4) .1755(9) .7587(3) .0332(8) aniso . . . C O4 -.7670(3) .1527(6) .6374(2) .0447(7) iso . . . O N4 -.7195(3) .4428(7) .8037(2) .0345(8) aniso . . . N C4 -.5580(4) .3352(7) .8342(3) .0284(9) iso . . . C C41 -.8105(4) .3455(9) .7144(3) .0360(10) aniso . . . C C5 -.5078(4) .4029(8) .9450(2) .0333(9) aniso . . . C C6 -.3508(4) .3066(9) .9804(2) .0325(9) iso . . . C H11 .04078 -.01225 1.07031 .0220(10) aniso calc O11 R H H2 -.22056 -.02422 .74558 .025(2) aniso calc C2 R H H3 -.4828 .1327 .6844 .045 iso calc C3 R H H4 -.76522 .59015 .84833 .030(2) aniso calc N4 R H H41 -.9179 .4328 .7102 .042 iso calc C41 R H H5 -.57975 .51235 .99498 .0290(10) aniso calc C5 R H H6 -.3174 .3530 1.0543 .041 iso calc C6 R H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O4 .0323(12) .0586(15) .0431(11) -.0025(11) -.0128(10) -.0065(11) O11 .0379(13) .0708(17) .0383(11) .0174(13) -.0154(11) -.0042(11) O12 .0298(11) .0614(15) .0453(12) .0136(11) -.0045(10) -.0084(11) N4 .0256(13) .0341(13) .0438(15) .0050(11) -.0061(11) -.0027(11) C1 .0243(15) .0307(13) .0326(14) -.0008(12) -.0049(13) -.0001(12) C2 .0250(16) .0367(16) .0311(14) .0021(13) -.0050(12) -.0019(13) C3 .0308(15) .0383(16) .0304(13) .0015(14) -.0058(13) -.0040(12) C4 .0221(14) .0264(13) .0367(15) .0009(13) -.0077(12) .0026(13) C5 .0302(15) .0378(16) .0319(15) .0047(13) -.0020(13) -.0056(12) C6 .0285(14) .0387(16) .0302(13) .0036(14) -.0069(12) -.0039(12) C11 .0252(13) .0343(14) .0355(15) .0014(13) -.0095(12) .0015(13) C41 .0251(16) .0421(17) .0414(16) -.0016(13) -.0071(13) .0056(13) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .0181 .0091 ; International Tables for Crystallography (Vol. C) ; H .0000 .0000 ; International Tables for Crystallography (Vol. C) ; N .0311 .0180 ; International Tables for Crystallography (Vol. C) ; O .0492 .0322 ; International Tables for Crystallography (Vol. C) ; loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C11 C1 C2 119.0(3) no C11 C1 C6 122.4(3) no C2 C1 C6 118.7(3) no H11 O11 C11 109.5 no C1 C11 O11 113.6(3) yes C1 C11 O12 123.6(3) yes O11 C11 O12 122.8(3) yes C1 C2 H2 119.3 no C1 C2 C3 121.5(3) no H2 C2 C3 119.3 no C2 C3 H3 120.5 no C2 C3 C4 118.9(3) no H3 C3 C4 120.5 no H4 N4 C4 115.8 no H4 N4 C41 115.8 no C4 N4 C41 128.5(3) yes C3 C4 N4 123.0(3) yes C3 C4 C5 120.3(3) no N4 C4 C5 116.7(3) yes O4 C41 N4 126.7(3) yes O4 C41 H41 116.7 no N4 C41 H41 116.7 no C4 C5 H5 120.1 no C4 C5 C6 119.7(3) no H5 C5 C6 120.1 no C1 C6 C5 120.8(3) no C1 C6 H6 119.6 no C5 C6 H6 119.6 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C11 1.474(4) no C1 C2 1.393(4) no C1 C6 1.389(4) no O11 H11 .820 no O11 C11 1.331(4) yes C11 O12 1.209(4) yes C2 H2 .930 no C2 C3 1.385(4) no C3 H3 .930 no C3 C4 1.391(4) no O4 C41 1.227(4) yes N4 H4 .860 no N4 C4 1.412(4) yes N4 C41 1.337(4) yes C4 C5 1.394(4) no C41 H41 .930 no C5 H5 .930 no C5 C6 1.383(4) no C6 H6 .930 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 N4 H4 O12 1_465 .86 2.09 2.832(3) 145 yes O11 H11 O4 2_655 .82 1.82 2.618(3) 164 yes C3 H3 O4 . .93 2.36 2.926(4) 119 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 _geom_torsion_publ_flag C2 C1 C11 O11 178.6(3) no C2 C1 C11 O12 -2.8(5) no C6 C1 C11 O11 -2.2(4) no C6 C1 C11 O12 176.3(3) no C11 C1 C2 H2 -2.3 no C11 C1 C2 C3 177.7(3) no C6 C1 C2 H2 178.5 no C6 C1 C2 C3 -1.5(5) no C11 C1 C6 C5 -177.7(3) no C11 C1 C6 H6 2.3 no C2 C1 C6 C5 1.4(5) no C2 C1 C6 H6 -178.6 no H11 O11 C11 C1 164.8 no H11 O11 C11 O12 -13.8 no C1 C2 C3 H3 -179.6 no C1 C2 C3 C4 .4(5) no H2 C2 C3 H3 .4 no H2 C2 C3 C4 -179.6 no C2 C3 C4 N4 179.5(3) no C2 C3 C4 C5 .8(4) no H3 C3 C4 N4 -.5 no H3 C3 C4 C5 -179.2 no H4 N4 C4 C3 -162.4 no H4 N4 C4 C5 16.4 no C41 N4 C4 C3 17.6(5) no C41 N4 C4 C5 -163.6(3) no H4 N4 C41 O4 176.1 no H4 N4 C41 H41 -3.9 no C4 N4 C41 O4 -3.9(5) no C4 N4 C41 H41 176.1 no C3 C4 C5 H5 179.2 no C3 C4 C5 C6 -.8(4) no N4 C4 C5 H5 .4 no N4 C4 C5 C6 -179.6(3) no C4 C5 C6 C1 -.3(5) no C4 C5 C6 H6 179.7 no H5 C5 C6 C1 179.7 no H5 C5 C6 H6 -.3 no