#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/43/2014351.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_2014351 loop_ _publ_author_name 'Stahl, Kenny' 'Oddershede, Jette' 'Preikschat, Herbert' 'Fischer, Erik' 'Bennekou, Jacob S.' _publ_section_title ; Ammonium 1-hydroxy-2-(2-pyridinio)ethane-1,1-diyldiphosphonate dihydrate and potassium 1-hydroxy-2-(2-pyridinio)ethane-1,1-diyldiphosphonate dihydrate ; _journal_coeditor_code GZ1022 _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m112 _journal_page_last m115 _journal_volume 62 _journal_year 2006 _chemical_formula_iupac 'K + , C7 H10 N O7 P2 - , 2H2 O' _chemical_formula_moiety 'K + , C7 H10 N O7 P2 - , 2H2 O' _chemical_formula_sum 'C7 H14 K N O9 P2' _chemical_formula_weight 357.23 _chemical_name_common 'potassium risedronate dihydrate' _chemical_name_systematic ; monopotassium [1-hydroxy-1-phosphono-2-(pyridinum-3-yl)ethyl]phosphonate dihydrate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90.00 _cell_angle_beta 95.9930(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.5356(4) _cell_length_b 28.1606(17) _cell_length_c 6.9636(4) _cell_measurement_reflns_used 4900 _cell_measurement_temperature 118(2) _cell_measurement_theta_max 28.02 _cell_measurement_theta_min 2.89 _cell_volume 1274.62(13) _computing_cell_refinement 'SAINT-Plus (Bruker, 1997--1999)' _computing_data_collection 'SMART (Bruker, 1997--1999)' _computing_data_reduction SAINT-Plus _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997) and ATOMS (Dowty, 2000)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 118(2) _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\w scan, frame data integration' _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 0.0636 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 9075 _diffrn_reflns_theta_full 28.02 _diffrn_reflns_theta_max 28.02 _diffrn_reflns_theta_min 1.45 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.713 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.862 _exptl_crystal_density_method 'not measured' _exptl_crystal_description tabular _exptl_crystal_F_000 736 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.759 _refine_diff_density_min -0.472 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 202 _refine_ls_number_reflns 3052 _refine_ls_number_restraints 7 _refine_ls_restrained_S_all 1.005 _refine_ls_R_factor_all 0.0397 _refine_ls_R_factor_gt 0.0341 _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^)+(0.0496P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0856 _refine_ls_wR_factor_ref 0.0880 _reflns_number_gt 2644 _reflns_number_total 3052 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gz1022.cif _[local]_cod_data_source_block II _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2014351 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_type_symbol _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_disorder_assembly _atom_site_disorder_group K K 0.69496(6) 0.239806(14) 0.88778(6) 0.01217(11) Uani d . 1 . . P P1 0.24087(7) 0.177225(16) 0.87208(6) 0.00835(12) Uani d . 1 . . P P2 -0.03296(7) 0.141948(16) 0.50669(6) 0.00838(12) Uani d . 1 . . O O1 0.42836(18) 0.16194(5) 1.00110(17) 0.0115(3) Uani d . 1 . . O O2 0.26947(19) 0.22005(5) 0.74986(17) 0.0113(3) Uani d . 1 . . O O3 0.05627(19) 0.18658(5) 0.99547(18) 0.0113(3) Uani d D 1 . . H H3 0.075(4) 0.1751(8) 1.100(2) 0.017 Uiso d D 1 . . O O4 -0.14134(19) 0.09669(4) 0.43510(18) 0.0125(3) Uani d . 1 . . O O5 0.07269(19) 0.16763(5) 0.35678(17) 0.0124(3) Uani d . 1 . . O O6 -0.18954(19) 0.17523(5) 0.60046(18) 0.0130(3) Uani d D 1 . . H H6A -0.285(3) 0.1836(8) 0.526(3) 0.019 Uiso d D 1 . . O O7 0.07289(19) 0.08995(4) 0.82602(18) 0.0108(3) Uani d D 1 . . H H7A -0.020(3) 0.1007(8) 0.882(3) 0.016 Uiso d D 1 . . O O8 -0.2488(2) 0.09762(5) 0.04058(19) 0.0143(3) Uani d D 1 . . H H8A -0.342(3) 0.1169(7) 0.034(3) 0.021 Uiso d D 1 . . H H8B -0.207(3) 0.0981(9) 0.155(2) 0.021 Uiso d D 1 . . O O9 0.54096(19) 0.20723(5) 1.33856(18) 0.0122(3) Uani d D 1 . . H H9A 0.604(3) 0.2306(7) 1.305(3) 0.018 Uiso d D 1 . . H H9B 0.513(4) 0.1913(8) 1.240(3) 0.018 Uiso d D 1 . . C C1 0.1551(3) 0.12665(6) 0.7137(2) 0.0081(3) Uani d . 1 . . C C2 0.3496(3) 0.10569(6) 0.6385(3) 0.0108(4) Uani d . 1 . . H H2A 0.4218 0.1313 0.5781 0.013 Uiso calc R 1 . . H H2B 0.4409 0.0942 0.7493 0.013 Uiso calc R 1 . . C C3 0.3134(3) 0.06566(6) 0.4951(3) 0.0104(3) Uani d . 1 . . C C4 0.2587(3) 0.02066(7) 0.5511(3) 0.0117(4) Uani d . 1 . . H H4 0.2412 0.0149 0.6799 0.014 Uiso calc R 1 . . C C5 0.2560(3) -0.00876(7) 0.2362(3) 0.0138(4) Uani d . 1 . . H H5 0.2368 -0.0341 0.1507 0.017 Uiso calc R 1 . . C C6 0.3108(3) 0.03519(7) 0.1713(3) 0.0144(4) Uani d . 1 . . H H6 0.3290 0.0398 0.0419 0.017 Uiso calc R 1 . . C C7 0.3385(3) 0.07252(7) 0.3011(3) 0.0124(4) Uani d . 1 . . H H7 0.3741 0.1024 0.2582 0.015 Uiso calc R 1 . . N N1 0.2307(2) -0.01481(5) 0.4229(2) 0.0109(3) Uani d . 1 . . H H1 0.1953 -0.0423 0.4617 0.013 Uiso calc R 1 . . 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 K 0.01021(19) 0.0124(2) 0.0141(2) -0.00048(13) 0.00189(15) -0.00141(14) P1 0.0079(2) 0.0083(2) 0.0087(2) -0.00003(16) 0.00014(17) -0.00057(16) P2 0.0083(2) 0.0089(2) 0.0078(2) -0.00024(16) 0.00011(17) 0.00022(15) O1 0.0098(6) 0.0125(6) 0.0116(6) 0.0014(5) -0.0015(5) -0.0017(5) O2 0.0123(6) 0.0112(6) 0.0105(6) -0.0010(5) 0.0020(5) -0.0002(5) O3 0.0108(6) 0.0147(7) 0.0083(6) 0.0025(5) 0.0014(5) 0.0013(5) O4 0.0126(6) 0.0126(6) 0.0114(6) -0.0026(5) -0.0024(5) 0.0003(5) O5 0.0139(6) 0.0138(6) 0.0095(6) -0.0018(5) 0.0010(5) 0.0009(5) O6 0.0098(6) 0.0165(7) 0.0120(6) 0.0048(5) -0.0018(5) -0.0004(5) O7 0.0114(6) 0.0096(6) 0.0118(6) 0.0005(5) 0.0034(5) 0.0023(5) O8 0.0128(6) 0.0175(7) 0.0123(6) 0.0030(5) 0.0006(5) -0.0016(5) O9 0.0126(6) 0.0111(6) 0.0124(7) -0.0017(5) -0.0011(5) -0.0017(5) C1 0.0086(8) 0.0089(8) 0.0070(8) -0.0007(6) 0.0014(6) 0.0000(6) C2 0.0080(8) 0.0114(9) 0.0129(9) 0.0002(6) 0.0010(7) -0.0018(7) C3 0.0062(8) 0.0122(9) 0.0129(8) 0.0021(6) 0.0011(7) -0.0006(7) C4 0.0072(8) 0.0157(9) 0.0123(9) 0.0018(7) 0.0014(6) -0.0001(7) C5 0.0119(8) 0.0138(9) 0.0151(9) 0.0004(7) -0.0008(7) -0.0044(7) C6 0.0134(9) 0.0185(10) 0.0114(9) 0.0018(7) 0.0020(7) 0.0002(7) C7 0.0118(8) 0.0120(9) 0.0134(9) 0.0000(7) 0.0018(7) 0.0013(7) N1 0.0082(7) 0.0096(7) 0.0150(8) -0.0005(5) 0.0022(6) 0.0008(6) 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 K O5 4_666 2.7283(13) y K O2 4_666 2.7598(13) y K O9 4_665 2.7599(14) y K O3 1_655 2.8311(13) y K O6 1_655 2.8627(14) y K O2 . 2.8996(13) y K O1 . 2.9588(13) y P1 O1 . 1.5048(12) y P1 O2 . 1.4989(13) y P1 O3 . 1.5747(13) y P2 O4 . 1.5168(13) y P2 O5 . 1.4967(13) y P2 O6 . 1.5785(14) y P1 C1 . 1.8522(17) y P2 C1 . 1.8447(16) y O3 H3 . 0.792(15) n O6 H6A . 0.803(16) n C1 O7 . 1.434(2) y O7 H7A . 0.810(15) n C1 C2 . 1.542(2) y C2 H2A . 0.9800 n C2 H2B . 0.9800 n C2 C3 . 1.508(2) y C3 C4 . 1.384(3) y C4 H4 . 0.9300 n C4 N1 . 1.339(2) y N1 H1 . 0.8600 n N1 C5 . 1.338(2) y C5 H5 . 0.9300 n C5 C6 . 1.378(3) y C6 H6 . 0.9300 n C6 C7 . 1.386(3) y C7 H7 . 0.9300 n C3 C7 . 1.391(2) y O8 H8A . 0.813(16) n O8 H8B . 0.817(16) n O9 H9A . 0.824(16) n O9 H9B . 0.825(16) n 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 '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 O5 K O2 4_666 4_666 72.73(4) no O5 K O9 4_666 4_665 73.20(4) no O2 K O9 4_666 4_665 79.83(4) no O5 K O3 4_666 1_655 139.12(4) no O2 K O3 4_666 1_655 84.96(4) no O9 K O3 4_665 1_655 69.36(4) no O5 K O6 4_666 1_655 130.39(4) no O2 K O6 4_666 1_655 149.83(4) no O9 K O6 4_665 1_655 88.69(4) no O3 K O6 1_655 1_655 64.87(4) no O5 K O2 4_666 . 83.93(4) no O2 K O2 4_666 . 116.93(5) no O9 K O2 4_665 . 146.35(4) no O3 K O2 1_655 . 136.94(4) no O6 K O2 1_655 . 87.73(4) no O5 K O1 4_666 . 123.60(4) no O2 K O1 4_666 . 96.47(4) no O9 K O1 4_665 . 161.18(4) no O3 K O1 1_655 . 92.01(4) no O6 K O1 1_655 . 85.48(4) no O2 K O1 . . 51.32(3) no O5 K H9A 4_666 . 94.2(4) no O2 K H9A 4_666 . 36.3(3) no O9 K H9A 4_665 . 114.1(4) no O3 K H9A 1_655 . 86.7(4) no O6 K H9A 1_655 . 134.9(4) no O2 K H9A . . 91.4(4) no O1 K H9A . . 60.2(3) no O2 P1 O1 . . 115.29(7) no O2 P1 O3 . . 108.86(7) no O1 P1 O3 . . 110.16(7) no O2 P1 C1 . . 109.17(7) no O1 P1 C1 . . 108.22(7) no O3 P1 C1 . . 104.60(7) no P1 O1 K . . 95.41(6) no P1 O2 K . . 97.96(6) no P1 O3 H3 . . 112.0(17) no O5 P2 O4 . . 114.23(7) no O5 P2 O6 . . 111.58(8) no O4 P2 O6 . . 109.52(7) no O5 P2 C1 . . 109.85(7) no O4 P2 C1 . . 108.10(7) no O6 P2 C1 . . 102.90(7) no P2 O6 H6A . . 113.7(17) no O7 C1 C2 . . 106.16(14) no O7 C1 P2 . . 109.74(11) no C2 C1 P2 . . 109.26(11) no O7 C1 P1 . . 109.67(11) no C2 C1 P1 . . 106.70(11) no P2 C1 P1 . . 114.92(9) no C3 C2 C1 . . 115.64(14) no C3 C2 H2A . . 108.4 no C1 C2 H2A . . 108.4 no C3 C2 H2B . . 108.4 no C1 C2 H2B . . 108.4 no H2A C2 H2B . . 107.4 no C4 C3 C7 . . 117.46(16) no C4 C3 C2 . . 121.69(16) no C7 C3 C2 . . 120.84(16) no N1 C4 C3 . . 121.09(17) no N1 C4 H4 . . 119.5 no C3 C4 H4 . . 119.5 no C5 N1 C4 . . 122.02(16) no C5 N1 H1 . . 119.0 no C4 N1 H1 . . 119.0 no N1 C5 C6 . . 119.73(17) no N1 C5 H5 . . 120.1 no C6 C5 H5 . . 120.1 no C5 C6 C7 . . 119.22(17) no C5 C6 H6 . . 120.4 no C7 C6 H6 . . 120.4 no C6 C7 C3 . . 120.48(17) no C6 C7 H7 . . 119.8 no C3 C7 H7 . . 119.8 no C1 O7 H7A . . 109.3(16) no H8A O8 H8B . . 103(2) no H9A O9 H9B . . 106(2) 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 N1 H1 O4 3_556 0.86 1.74 2.599(2) 173 O3 H3 O5 1_556 0.792(15) 1.805(17) 2.5633(17) 160(2) O6 H6A O9 1_454 0.803(16) 1.770(16) 2.5631(17) 169(2) O7 H7A O8 1_556 0.810(15) 1.955(17) 2.712(2) 155(2) O8 H8A O1 1_454 0.813(16) 1.960(17) 2.7725(18) 176(2) O8 H8B O4 . 0.817(16) 1.952(16) 2.7638(18) 173(2) O9 H9A O2 4_666 0.824(16) 1.825(17) 2.6454(19) 174(2) O9 H9B O1 . 0.825(16) 1.887(16) 2.7074(17) 172(2) 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 O7 C1 C2 C3 66.90(18) no P1 C1 C2 C3 -176.18(12) no P2 C1 C2 C3 -51.38(18) no C1 C2 C3 C4 -73.4(2) no C1 C2 C3 C7 108.02(19) no _cod_database_fobs_code 2014351 _journal_paper_doi 10.1107/S0108270106002782