#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:25:04 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179059 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/21/4302112.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_4302112
loop_
_publ_author_name
'Monika Plabst'
'Thomas Bein'
_publ_contact_author             'Bein, Thomas'
_publ_contact_author_email       tbein@cup.uni-muenchen.de
_publ_section_title
;
1,4-Phenylenebis(methylidyne)tetrakis(phosphonic acid): A New Building
Block in Metal Organic Framework Synthesis
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4331
_journal_page_last               4341
_journal_paper_doi               10.1021/ic802294e
_journal_volume                  48
_journal_year                    2009
_chemical_formula_moiety         La[(PO3H)2CH-C6H4-CH(PO3H)(PO3H2)].4H2O
_chemical_formula_sum            'C8 H19 La O16 P4'
_chemical_formula_weight         634.02
_chemical_name_common            'La(H5L) b'
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2008-10-04T00:21:31-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                106.223(2)
_cell_angle_beta                 100.6700(10)
_cell_angle_gamma                99.5930(10)
_cell_formula_units_Z            2
_cell_length_a                   5.49830(10)
_cell_length_b                   12.5695(3)
_cell_length_c                   14.6540(3)
_cell_measurement_reflns_used    14772
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      3.134
_cell_volume                     929.67(4)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      0.0085588
_diffrn_orient_matrix_UB_12      -0.0025145
_diffrn_orient_matrix_UB_13      0.0681061
_diffrn_orient_matrix_UB_21      0.1768604
_diffrn_orient_matrix_UB_22      -0.0118323
_diffrn_orient_matrix_UB_23      0.0055704
_diffrn_orient_matrix_UB_31      0.0695587
_diffrn_orient_matrix_UB_32      0.0843064
_diffrn_orient_matrix_UB_33      0.0265229
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.027
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8093
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         3.31
_exptl_absorpt_coefficient_mu    2.724
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.265
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.785
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.11
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4263
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0239
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0184P)²+0.5577P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0504
_refine_ls_wR_factor_ref         0.0526
_reflns_number_gt                3809
_reflns_number_total             4263
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic802294e_si_001.cif
_cod_data_source_block           ln246
_cod_original_cell_volume        929.67(3)
_cod_database_code               4302112
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
La1 La 0.23137(3) 0.207162(12) 0.716565(11) 0.01144(5) Uani 1 1 d . . .
P1 P 0.66547(13) 0.48177(6) 0.86518(5) 0.01303(15) Uani 1 1 d . . .
P2 P -0.26109(13) 0.38696(6) 0.66152(5) 0.01147(14) Uani 1 1 d . . .
P3 P 0.61582(13) -0.00961(6) 0.64741(5) 0.01309(15) Uani 1 1 d . . .
P4 P 0.54529(14) 0.02671(6) 0.85181(5) 0.01484(15) Uani 1 1 d . . .
O1 O 0.5948(4) 0.35469(16) 0.84406(13) 0.0171(4) Uani 1 1 d . . .
O2 O 0.8565(4) 0.54756(16) 0.96260(13) 0.0187(4) Uani 1 1 d . . .
O3 O 0.4179(4) 0.52701(19) 0.86456(15) 0.0197(4) Uani 1 1 d . . .
O4 O -0.2068(4) 0.43545(18) 0.57748(15) 0.0187(4) Uani 1 1 d . . .
O5 O -0.5401(3) 0.32857(15) 0.63520(13) 0.0138(4) Uani 1 1 d . . .
O6 O -0.0801(4) 0.31460(16) 0.68235(13) 0.0162(4) Uani 1 1 d . . .
O7 O 0.4653(4) 0.07692(17) 0.63284(16) 0.0242(5) Uani 1 1 d . . .
O8 O 0.8973(4) 0.03481(18) 0.68058(15) 0.0234(5) Uani 1 1 d . . .
O9 O 0.5398(4) -0.11362(18) 0.54987(15) 0.0243(5) Uani 1 1 d D . .
O10 O 0.4250(4) 0.12262(16) 0.84051(14) 0.0189(4) Uani 1 1 d . . .
O11 O 0.8359(4) 0.07145(19) 0.90134(15) 0.0219(5) Uani 1 1 d . . .
O12 O 0.4385(4) -0.04209(16) 0.91156(14) 0.0204(4) Uani 1 1 d . . .
O13 O 0.0152(7) 0.1258(2) 0.52520(18) 0.0311(6) Uani 1 1 d . . .
O14 O 1.0289(4) 0.26538(17) 0.86840(15) 0.0174(4) Uani 1 1 d . . .
O15 O 0.1264(4) 0.3575(2) 0.48671(18) 0.0250(5) Uani 1 1 d . . .
O16 O 0.5118(6) 0.7413(2) 0.9600(2) 0.0404(7) Uani 1 1 d . . .
C1 C -0.1974(5) 0.5130(2) 0.76830(19) 0.0133(5) Uani 1 1 d . . .
C2 C -0.2664(5) 0.6185(2) 0.74959(19) 0.0132(5) Uani 1 1 d . . .
C3 C -0.0968(6) 0.7232(2) 0.7942(2) 0.0192(6) Uani 1 1 d . . .
C7 C -0.5053(6) 0.6144(2) 0.6947(2) 0.0176(6) Uani 1 1 d . . .
C8 C 0.4995(5) -0.0752(2) 0.73154(19) 0.0134(5) Uani 1 1 d . . .
C6 C 0.4258(6) -0.2868(2) 0.6875(2) 0.0172(6) Uani 1 1 d . . .
C5 C 0.5921(5) -0.1816(2) 0.73449(19) 0.0143(6) Uani 1 1 d . . .
C4 C 0.8346(6) -0.1772(3) 0.7862(2) 0.0203(6) Uani 1 1 d . . .
HC1 H -0.026(6) 0.529(3) 0.793(2) 0.017(8) Uiso 1 1 d . . .
HC3 H 0.065(7) 0.729(3) 0.831(2) 0.033(9) Uiso 1 1 d . . .
HC4 H 0.950(6) -0.113(3) 0.816(2) 0.023(9) Uiso 1 1 d . . .
HC6 H 0.262(6) -0.293(3) 0.653(2) 0.025(9) Uiso 1 1 d . . .
HC7 H -0.626(6) 0.546(3) 0.665(2) 0.020(8) Uiso 1 1 d . . .
HC8 H 0.314(6) -0.096(3) 0.709(2) 0.023(8) Uiso 1 1 d . . .
H2 H 1 0.5 1 0.066(19) Uiso 1 2 d S . .
H3 H 0.445(8) 0.593(4) 0.894(3) 0.046(13) Uiso 1 1 d . . .
H4 H -0.110(6) 0.409(3) 0.556(2) 0.019(9) Uiso 1 1 d . . .
H11 H 0.906(8) 0.131(4) 0.890(3) 0.054(13) Uiso 1 1 d . . .
H14A H 1.115(8) 0.313(4) 0.917(3) 0.043(12) Uiso 1 1 d . . .
H14B H 0.895(9) 0.291(4) 0.859(3) 0.063(15) Uiso 1 1 d . . .
H15A H 0.181(8) 0.395(4) 0.456(3) 0.054(14) Uiso 1 1 d . . .
H15B H 0.238(9) 0.349(4) 0.521(3) 0.055(15) Uiso 1 1 d . . .
H16A H 0.515(9) 0.762(4) 1.011(4) 0.054(15) Uiso 1 1 d . . .
H16B H 0.560(10) 0.796(5) 0.940(4) 0.082(19) Uiso 1 1 d . . .
H9 H 0.582(12) -0.105(5) 0.501(3) 0.12(2) Uiso 1 1 d D . .
H13A H -0.061(13) 0.146(6) 0.501(5) 0.09(3) Uiso 1 1 d . . .
H13B H 0.092(16) 0.141(7) 0.488(6) 0.15(4) Uiso 1 1 d . . .
H12 H 0.5 0 1 0.13(3) Uiso 1 2 d S . .
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.01
0 0 -1 0.02
-5 2 3 0.04
5 -2 -3 0.03
0 2 -1 0.01
0 -2 1 0.02
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
O6 La1 O7 140.84(7) . . ?
O6 La1 O8 91.58(7) . 1_455 ?
O7 La1 O8 85.05(7) . 1_455 ?
O6 La1 O5 79.89(6) . 1_655 ?
O7 La1 O5 79.25(6) . 1_655 ?
O8 La1 O5 142.08(6) 1_455 1_655 ?
O6 La1 O10 143.43(6) . . ?
O7 La1 O10 74.19(6) . . ?
O8 La1 O10 79.60(7) 1_455 . ?
O5 La1 O10 127.37(6) 1_655 . ?
O6 La1 O1 103.68(6) . . ?
O7 La1 O1 100.35(7) . . ?
O8 La1 O1 146.25(6) 1_455 . ?
O5 La1 O1 71.11(6) 1_655 . ?
O10 La1 O1 70.17(6) . . ?
O6 La1 O14 70.79(7) . 1_455 ?
O7 La1 O14 145.35(7) . 1_455 ?
O8 La1 O14 79.26(7) 1_455 1_455 ?
O5 La1 O14 130.19(6) 1_655 1_455 ?
O10 La1 O14 72.70(6) . 1_455 ?
O1 La1 O14 77.75(7) . 1_455 ?
O6 La1 O13 72.34(9) . . ?
O7 La1 O13 69.85(9) . . ?
O8 La1 O13 70.14(8) 1_455 . ?
O5 La1 O13 72.06(7) 1_655 . ?
O10 La1 O13 134.26(8) . . ?
O1 La1 O13 143.07(8) . . ?
O14 La1 O13 130.66(9) 1_455 . ?
O1 P1 O2 114.89(11) . . ?
O1 P1 O3 108.24(12) . . ?
O2 P1 O3 108.34(11) . . ?
O1 P1 C1 109.33(11) . 1_655 ?
O2 P1 C1 107.42(12) . 1_655 ?
O3 P1 C1 108.45(12) . 1_655 ?
O6 P2 O5 115.14(11) . . ?
O6 P2 O4 110.94(11) . . ?
O5 P2 O4 108.47(11) . . ?
O6 P2 C1 108.56(12) . . ?
O5 P2 C1 108.98(12) . . ?
O4 P2 C1 104.17(12) . . ?
O8 P3 O7 115.23(12) . . ?
O8 P3 O9 111.16(13) . . ?
O7 P3 O9 108.51(13) . . ?
O8 P3 C8 110.65(12) . . ?
O7 P3 C8 108.93(12) . . ?
O9 P3 C8 101.44(12) . . ?
O10 P4 O12 116.65(12) . . ?
O10 P4 O11 110.95(12) . . ?
O12 P4 O11 105.82(12) . . ?
O10 P4 C8 108.57(12) . . ?
O12 P4 C8 105.03(12) . . ?
O11 P4 C8 109.53(12) . . ?
P1 O1 La1 129.56(11) . . ?
P1 O2 H2 119.60(14) . . ?
P1 O3 H3 113(3) . . ?
P2 O4 H4 110(3) . . ?
P2 O5 La1 128.82(10) . 1_455 ?
P2 O6 La1 176.65(12) . . ?
P3 O7 La1 141.75(12) . . ?
P3 O8 La1 142.04(12) . 1_655 ?
P3 O9 H9 119(5) . . ?
P4 O10 La1 143.32(11) . . ?
P4 O11 H11 114(3) . . ?
P4 O12 H12 117.49(14) . . ?
La1 O13 H13A 127(6) . . ?
La1 O13 H13B 119(6) . . ?
H13A O13 H13B 78(7) . . ?
La1 O14 H14A 118(3) 1_655 . ?
La1 O14 H14B 116(3) 1_655 . ?
H14A O14 H14B 101(4) . . ?
H15A O15 H15B 108(4) . . ?
H16A O16 H16B 109(5) . . ?
C2 C1 P2 116.43(19) . . ?
C2 C1 P1 110.54(18) . 1_455 ?
P2 C1 P1 111.67(14) . 1_455 ?
C2 C1 HC1 108.4(19) . . ?
P2 C1 HC1 104.2(19) . . ?
P1 C1 HC1 104.7(19) 1_455 . ?
C3 C2 C7 118.5(3) . . ?
C3 C2 C1 119.7(2) . . ?
C7 C2 C1 121.6(2) . . ?
C2 C3 C4 120.8(3) . 1_465 ?
C2 C3 HC3 121(2) . . ?
C4 C3 HC3 119(2) 1_465 . ?
C6 C7 C2 120.7(3) 1_465 . ?
C6 C7 HC7 118(2) 1_465 . ?
C2 C7 HC7 120.9(19) . . ?
C5 C8 P4 113.31(19) . . ?
C5 C8 P3 113.95(18) . . ?
P4 C8 P3 112.23(14) . . ?
C5 C8 HC8 108.9(19) . . ?
P4 C8 HC8 101.2(18) . . ?
P3 C8 HC8 106.2(18) . . ?
C7 C6 C5 121.0(3) 1_645 . ?
C7 C6 HC6 118(2) 1_645 . ?
C5 C6 HC6 121(2) . . ?
C6 C5 C4 118.6(3) . . ?
C6 C5 C8 118.9(2) . . ?
C4 C5 C8 122.4(3) . . ?
C5 C4 C3 120.3(3) . 1_645 ?
C5 C4 HC4 123(2) . . ?
C3 C4 HC4 117(2) 1_645 . ?
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
La1 O6 2.4165(18) . ?
La1 O7 2.4502(19) . ?
La1 O8 2.454(2) 1_455 ?
La1 O5 2.5024(18) 1_655 ?
La1 O10 2.5103(19) . ?
La1 O1 2.5237(19) . ?
La1 O14 2.647(2) 1_455 ?
La1 O13 2.661(3) . ?
P1 O1 1.507(2) . ?
P1 O2 1.5235(19) . ?
P1 O3 1.560(2) . ?
P1 C1 1.829(3) 1_655 ?
P2 O6 1.5016(19) . ?
P2 O5 1.5125(19) . ?
P2 O4 1.572(2) . ?
P2 C1 1.818(3) . ?
P3 O8 1.492(2) . ?
P3 O7 1.509(2) . ?
P3 O9 1.575(2) . ?
P3 C8 1.815(3) . ?
P4 O10 1.501(2) . ?
P4 O12 1.518(2) . ?
P4 O11 1.562(2) . ?
P4 C8 1.810(3) . ?
O2 H2 1.2084(19) . ?
O3 H3 0.79(4) . ?
O4 H4 0.75(3) . ?
O5 La1 2.5024(18) 1_455 ?
O8 La1 2.454(2) 1_655 ?
O9 H9 0.819(5) . ?
O11 H11 0.86(4) . ?
O12 H12 1.2119(19) . ?
O13 H13A 0.63(6) . ?
O13 H13B 0.79(9) . ?
O14 La1 2.647(2) 1_655 ?
O14 H14A 0.80(4) . ?
O14 H14B 0.85(5) . ?
O15 H15A 0.79(5) . ?
O15 H15B 0.76(5) . ?
O16 H16A 0.72(5) . ?
O16 H16B 0.84(6) . ?
C1 C2 1.520(4) . ?
C1 P1 1.829(3) 1_455 ?
C1 HC1 0.91(3) . ?
C2 C3 1.384(4) . ?
C2 C7 1.392(4) . ?
C3 C4 1.394(4) 1_465 ?
C3 HC3 0.93(4) . ?
C7 C6 1.382(4) 1_465 ?
C7 HC7 0.93(3) . ?
C8 C5 1.516(4) . ?
C8 HC8 0.98(3) . ?
C6 C7 1.382(4) 1_645 ?
C6 C5 1.384(4) . ?
C6 HC6 0.93(3) . ?
C5 C4 1.391(4) . ?
C4 C3 1.394(4) 1_645 ?
C4 HC4 0.88(3) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O2 1.2084(19) 1.2084(19) 2.417(4) 180.000(2) 2_767
O3 H3 O16 0.79(4) 1.79(4) 2.577(3) 179(4) .
O4 H4 O15 0.75(3) 1.88(3) 2.618(3) 170(4) .
O11 H11 O14 0.86(4) 1.84(4) 2.699(3) 174(4) .
O14 H14A O2 0.80(4) 2.06(4) 2.781(3) 149(4) 2_767
O14 H14B O1 0.85(5) 1.95(5) 2.808(3) 178(4) .
O15 H15A O4 0.79(5) 2.31(5) 2.998(3) 146(4) 2_566
O15 H15B O5 0.76(5) 1.98(5) 2.724(3) 164(5) 1_655
O16 H16A O10 0.72(5) 2.18(5) 2.869(3) 161(5) 2_667
O16 H16B O12 0.84(6) 2.36(6) 3.069(4) 142(5) 1_565
O9 H9 O7 0.819(5) 2.07(3) 2.837(3) 156(6) 2_656
O9 H9 O13 0.819(5) 2.36(6) 2.872(4) 121(5) 2_656
O13 H13A O9 0.63(6) 2.53(7) 3.009(4) 135(7) 2_556
O13 H13B O9 0.79(9) 2.25(8) 2.872(4) 136(8) 2_656
O12 H12 O12 1.2119(19) 1.2119(19) 2.424(4) 180.0000(10) 2_657
