#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012583.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_2012583 loop_ _publ_author_name 'Merz, Klaus' 'Kn\"ufer, Annegret' _publ_section_title ; Cyclohexylphosphonic acid ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o187 _journal_page_last o188 _journal_volume 58 _journal_year 2002 _chemical_formula_moiety 'C6 H13 O3 P' _chemical_formula_sum 'C6 H13 O3 P' _chemical_formula_weight 164.13 _chemical_name_systematic ; Cyclohexylphosphonic acid ; _space_group_IT_number 11 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yb' _symmetry_space_group_name_H-M 'P 1 21/m 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 104.72(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 6.8193(14) _cell_length_b 6.7291(13) _cell_length_c 9.0902(18) _cell_measurement_reflns_used 75 _cell_measurement_temperature 203(2) _cell_measurement_theta_max 19.5 _cell_measurement_theta_min 3.4 _cell_volume 403.44(15) _computing_cell_refinement 'SMART Query or SAINT?' _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction 'SAINT (Siemens, 1996)' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material 'SHELXL97 Query or SHELXTL?' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997) Query or SHELXTL?' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990) Query or SHELXTL?' _diffrn_ambient_temperature 203(2) _diffrn_measured_fraction_theta_full .984 _diffrn_measured_fraction_theta_max .984 _diffrn_measurement_device_type 'Bruker SMART CCD 1000 area-detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .024 _diffrn_reflns_av_sigmaI/netI .027 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 1901 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 3.09 _exptl_absorpt_coefficient_mu .290 _exptl_absorpt_correction_T_max .971 _exptl_absorpt_correction_T_min .890 _exptl_absorpt_correction_type 'empirical (Blessing, 1995)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.351 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 176 _exptl_crystal_size_max .4 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .1 _refine_diff_density_max .58 _refine_diff_density_min -.35 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.156 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 56 _refine_ls_number_reflns 762 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.156 _refine_ls_R_factor_all .040 _refine_ls_R_factor_gt .037 _refine_ls_shift/su_max .001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0556P)^2^+0.1287P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt .100 _refine_ls_wR_factor_ref .103 _reflns_number_gt 697 _reflns_number_total 762 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file jz1491.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/m' _cod_original_cell_volume 403.43(14) _cod_database_code 2012583 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-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_refinement_flags _atom_site_occupancy _atom_site_type_symbol P1 .67983(9) .7500 .49921(7) .0247(3) Uani d S 1 P C1 .7825(4) .7500 .3359(3) .0271(6) Uani d S 1 C H1 .9321 .7500 .3728 .033 Uiso calc SR 1 H O1 .4511(3) .7500 .45263(19) .0284(5) Uani d S 1 O O2 .7690(2) .5687(2) .60038(14) .0321(4) Uani d . 1 O C2 .7202(3) .5615(3) .2398(2) .0341(5) Uani d . 1 C H2 .7706 .4442 .3017 .041 Uiso calc R 1 H H3 .5720 .5531 .2076 .041 Uiso calc R 1 H C4 .7431(5) .7500 .0045(3) .0390(7) Uani d S 1 C H6 .8075 .7500 -.0803 .047 Uiso calc SR 1 H H7 .5958 .7500 -.0380 .047 Uiso calc SR 1 H C3 .8051(3) .5631(3) .0998(2) .0394(5) Uani d . 1 C H4 .9533 .5555 .1322 .047 Uiso calc R 1 H H5 .7557 .4459 .0374 .047 Uiso calc R 1 H H8 .700(4) .473(4) .584(3) .053(7) Uiso d . 1 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 P1 .0279(4) .0167(4) .0280(4) .000 .0042(3) .000 C1 .0294(13) .0203(13) .0311(13) .000 .0066(11) .000 O1 .0296(10) .0181(9) .0367(10) .000 .0071(7) .000 O2 .0341(8) .0226(8) .0359(7) -.0007(6) .0020(6) .0064(5) C2 .0465(12) .0195(10) .0365(10) .0003(8) .0108(8) -.0023(7) C4 .0449(17) .0408(17) .0321(14) .000 .0114(12) .000 C3 .0494(12) .0328(12) .0367(10) .0050(9) .0124(9) -.0065(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 P1 O2 . 4_575 112.76(7) no O1 P1 O2 . . 112.76(7) yes O2 P1 O2 4_575 . 103.32(11) no O1 P1 C1 . . 111.13(11) yes O2 P1 C1 4_575 . 108.23(7) no O2 P1 C1 . . 108.23(7) yes C2 C1 C2 . 4_575 111.2(2) no C2 C1 P1 . . 111.14(12) yes C2 C1 P1 4_575 . 111.14(12) no C2 C1 H1 . . 107.7 no C2 C1 H1 4_575 . 107.7 no P1 C1 H1 . . 107.7 no P1 O2 H8 . . 113.8(19) yes C3 C2 C1 . . 111.08(17) no C3 C2 H2 . . 109.4 no C1 C2 H2 . . 109.4 no C3 C2 H3 . . 109.4 no C1 C2 H3 . . 109.4 no H2 C2 H3 . . 108.0 no C3 C4 C3 4_575 . 111.1(2) no C3 C4 H6 4_575 . 109.4 no C3 C4 H6 . . 109.4 no C3 C4 H7 4_575 . 109.4 no C3 C4 H7 . . 109.4 no H6 C4 H7 . . 108.0 no C4 C3 C2 . . 111.74(17) no C4 C3 H4 . . 109.3 no C2 C3 H4 . . 109.3 no C4 C3 H5 . . 109.3 no C2 C3 H5 . . 109.3 no H4 C3 H5 . . 107.9 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag P1 O1 . 1.5089(18) yes P1 O2 4_575 1.5557(13) no P1 O2 . 1.5557(13) yes P1 C1 . 1.795(3) yes C1 C2 . 1.537(2) no C1 C2 4_575 1.537(2) no C1 H1 . .9900 no O2 H8 . .79(3) no C2 C3 . 1.526(3) no C2 H2 . .9800 no C2 H3 . .9800 no C4 C3 4_575 1.525(3) no C4 C3 . 1.525(3) no C4 H6 . .9800 no C4 H7 . .9800 no C3 H4 . .9800 no C3 H5 . .9800 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 O2 H8 O1 3_666 .79(3) 1.80(3) 2.5915(17) 178(3) yes 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_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag H8 O2 P1 O2 4_575 151.6(19) no