#------------------------------------------------------------------------------ #$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $ #$Revision: 213973 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/05/01/7050150.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_7050150 loop_ _publ_author_name 'Bond, Andrew D.' _publ_section_title ; On the crystal structures and melting point alternation of the n-alkyl carboxylic acidsElectronic supplementary information (ESI) available: crystallographic data for C6?C15 in tabular and .cif format, full details of temperature calibration and density measurement, packing coefficients and lattice binding energies, formal definitions of the orthogonal cells, details of all projections and measurements of all geometric parameters referred to in the text. See http://www.rsc.org/suppdata/nj/b3/b307208h/ ; _journal_issue 1 _journal_name_full 'New Journal of Chemistry' _journal_page_first 104 _journal_paper_doi 10.1039/b307208h _journal_volume 28 _journal_year 2004 _chemical_formula_moiety 'C10 H20 O2' _chemical_formula_sum 'C10 H20 O2' _chemical_formula_weight 172.26 _chemical_melting_point 305 _chemical_name_common 'decanoic acid' _chemical_name_systematic 'decanoic acid' _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 93.559(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 22.8440(16) _cell_length_b 4.9612(3) _cell_length_c 9.3977(6) _cell_measurement_reflns_used 30834 _cell_measurement_temperature 170(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 2.91 _cell_volume 1063.02(12) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_collection 'Collect (Nonius, 1998)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor, 1997) ; _computing_publication_material 'SHELXTL v6.12 (Bruker AXS, 2001)' _computing_structure_refinement 'SHELXTL v6.12 (Bruker AXS, 2001)' _computing_structure_solution 'SIR-92 (Altomare et al., 1994)' _diffrn_ambient_temperature 170(2) _diffrn_measured_fraction_theta_full 0.914 _diffrn_measured_fraction_theta_max 0.914 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.1061 _diffrn_reflns_av_sigmaI/netI 0.0769 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 8141 _diffrn_reflns_theta_full 27.53 _diffrn_reflns_theta_max 27.53 _diffrn_reflns_theta_min 4.20 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_T_max 0.987 _exptl_absorpt_correction_T_min 0.753 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.076 _exptl_crystal_density_method 'not measured' _exptl_crystal_description cylinder _exptl_crystal_F_000 384 _exptl_crystal_size_length 0.35 _exptl_crystal_size_rad 0.15 _refine_diff_density_max 0.685 _refine_diff_density_min -0.359 _refine_diff_density_rms 0.069 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 113 _refine_ls_number_reflns 2242 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.091 _refine_ls_R_factor_all 0.1261 _refine_ls_R_factor_gt 0.0925 _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/[\s^2^(Fo^2^)+(0.1063P)^2^+0.6578P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2108 _refine_ls_wR_factor_ref 0.2350 _reflns_number_gt 1549 _reflns_number_total 2242 _reflns_threshold_expression I>2\s(I) _cod_data_source_file b307208h.txt _cod_data_source_block C10 _cod_original_sg_symbol_H-M P21/c _cod_database_code 7050150 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 O1 O 0.50744(8) 0.7376(4) 0.37148(19) 0.0430(5) Uani 1 1 d D . . H1 H 0.4875(12) 0.679(6) 0.438(3) 0.052 Uiso 1 1 d D . . O2 O 0.56454(8) 0.3878(4) 0.43117(18) 0.0413(5) Uani 1 1 d . . . C1 C 0.55189(11) 0.5867(5) 0.3551(3) 0.0333(6) Uani 1 1 d . . . C2 C 0.58850(11) 0.6667(5) 0.2349(2) 0.0345(6) Uani 1 1 d . . . H2A H 0.6005 0.8570 0.2490 0.041 Uiso 1 1 calc R . . H2B H 0.5636 0.6574 0.1449 0.041 Uiso 1 1 calc R . . C3 C 0.64314(11) 0.4993(5) 0.2171(2) 0.0330(6) Uani 1 1 d . . . H3A H 0.6696 0.5142 0.3043 0.040 Uiso 1 1 calc R . . H3B H 0.6320 0.3075 0.2046 0.040 Uiso 1 1 calc R . . C4 C 0.67523(11) 0.5924(5) 0.0895(3) 0.0389(6) Uani 1 1 d . . . H4A H 0.6493 0.5636 0.0025 0.047 Uiso 1 1 calc R . . H4B H 0.6823 0.7887 0.0986 0.047 Uiso 1 1 calc R . . C5 C 0.73296(12) 0.4560(6) 0.0691(3) 0.0412(7) Uani 1 1 d . . . H5A H 0.7262 0.2597 0.0586 0.049 Uiso 1 1 calc R . . H5B H 0.7592 0.4843 0.1556 0.049 Uiso 1 1 calc R . . C6 C 0.76333(12) 0.5573(6) -0.0593(3) 0.0415(7) Uani 1 1 d . . . H6A H 0.7377 0.5202 -0.1458 0.050 Uiso 1 1 calc R . . H6B H 0.7677 0.7553 -0.0510 0.050 Uiso 1 1 calc R . . C7 C 0.82299(12) 0.4367(6) -0.0796(3) 0.0455(7) Uani 1 1 d . . . H7A H 0.8486 0.4702 0.0075 0.055 Uiso 1 1 calc R . . H7B H 0.8187 0.2391 -0.0906 0.055 Uiso 1 1 calc R . . C8 C 0.85287(12) 0.5456(6) -0.2063(3) 0.0443(7) Uani 1 1 d . . . H8A H 0.8276 0.5080 -0.2935 0.053 Uiso 1 1 calc R . . H8B H 0.8561 0.7438 -0.1965 0.053 Uiso 1 1 calc R . . C9 C 0.91282(13) 0.4336(7) -0.2264(3) 0.0559(8) Uani 1 1 d . . . H9A H 0.9099 0.2350 -0.2341 0.067 Uiso 1 1 calc R . . H9B H 0.9385 0.4753 -0.1405 0.067 Uiso 1 1 calc R . . C10 C 0.94147(15) 0.5395(8) -0.3555(3) 0.0638(10) Uani 1 1 d . . . H10A H 0.9799 0.4536 -0.3620 0.096 Uiso 1 1 calc R . . H10B H 0.9466 0.7350 -0.3468 0.096 Uiso 1 1 calc R . . H10C H 0.9166 0.4985 -0.4415 0.096 Uiso 1 1 calc R . . 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 O1 0.0455(11) 0.0422(11) 0.0429(10) 0.0079(8) 0.0150(8) 0.0062(9) O2 0.0444(11) 0.0412(11) 0.0391(10) 0.0119(8) 0.0088(8) 0.0024(8) C1 0.0348(13) 0.0296(12) 0.0357(12) 0.0024(10) 0.0050(10) -0.0020(10) C2 0.0377(14) 0.0328(12) 0.0335(12) 0.0045(10) 0.0062(10) -0.0045(10) C3 0.0344(13) 0.0294(12) 0.0356(13) 0.0012(10) 0.0056(10) -0.0042(10) C4 0.0389(15) 0.0392(14) 0.0394(13) 0.0035(11) 0.0094(11) -0.0011(11) C5 0.0423(15) 0.0418(15) 0.0403(14) 0.0021(11) 0.0088(11) -0.0021(12) C6 0.0389(15) 0.0439(15) 0.0424(14) 0.0049(12) 0.0092(11) 0.0013(12) C7 0.0414(16) 0.0493(16) 0.0467(15) 0.0025(13) 0.0102(12) 0.0033(13) C8 0.0413(15) 0.0480(16) 0.0448(15) -0.0011(13) 0.0108(12) -0.0025(13) C9 0.0442(17) 0.069(2) 0.0565(18) 0.0016(16) 0.0156(14) 0.0070(15) C10 0.0504(19) 0.088(3) 0.0557(19) -0.0027(18) 0.0209(15) -0.0102(18) 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' 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 H1 111(2) . . ? O2 C1 O1 123.7(2) . . ? O2 C1 C2 121.5(2) . . ? O1 C1 C2 114.8(2) . . ? C1 C2 C3 116.0(2) . . ? C1 C2 H2A 108.3 . . ? C3 C2 H2A 108.3 . . ? C1 C2 H2B 108.3 . . ? C3 C2 H2B 108.3 . . ? H2A C2 H2B 107.4 . . ? C4 C3 C2 111.2(2) . . ? C4 C3 H3A 109.4 . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3B 109.4 . . ? C2 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C5 C4 C3 115.7(2) . . ? C5 C4 H4A 108.3 . . ? C3 C4 H4A 108.3 . . ? C5 C4 H4B 108.3 . . ? C3 C4 H4B 108.3 . . ? H4A C4 H4B 107.4 . . ? C4 C5 C6 113.6(2) . . ? C4 C5 H5A 108.8 . . ? C6 C5 H5A 108.8 . . ? C4 C5 H5B 108.8 . . ? C6 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? C7 C6 C5 115.5(2) . . ? C7 C6 H6A 108.4 . . ? C5 C6 H6A 108.4 . . ? C7 C6 H6B 108.4 . . ? C5 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? C8 C7 C6 114.5(2) . . ? C8 C7 H7A 108.6 . . ? C6 C7 H7A 108.6 . . ? C8 C7 H7B 108.6 . . ? C6 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? C9 C8 C7 115.3(2) . . ? C9 C8 H8A 108.4 . . ? C7 C8 H8A 108.4 . . ? C9 C8 H8B 108.4 . . ? C7 C8 H8B 108.4 . . ? H8A C8 H8B 107.5 . . ? C8 C9 C10 114.7(3) . . ? C8 C9 H9A 108.6 . . ? C10 C9 H9A 108.6 . . ? C8 C9 H9B 108.6 . . ? C10 C9 H9B 108.6 . . ? H9A C9 H9B 107.6 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? 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 O1 C1 1.278(3) . ? O1 H1 0.846(18) . ? O2 C1 1.242(3) . ? C1 C2 1.500(3) . ? C2 C3 1.517(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.516(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.505(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.514(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.511(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.509(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.501(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.508(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? 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_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 -3.0(3) . . . . ? O1 C1 C2 C3 177.2(2) . . . . ? C1 C2 C3 C4 178.0(2) . . . . ? C2 C3 C4 C5 174.9(2) . . . . ? C3 C4 C5 C6 -179.7(2) . . . . ? C4 C5 C6 C7 176.9(2) . . . . ? C5 C6 C7 C8 -178.7(2) . . . . ? C6 C7 C8 C9 178.5(2) . . . . ? C7 C8 C9 C10 178.6(3) . . . . ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 2863