#------------------------------------------------------------------------------
#$Date: 2019-11-28 17:17:54 +0100 (jue 28 de nov de 2019) $
#$Revision: 244257 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/86/7238619.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_7238619
loop_
_publ_author_name
'Cao, Deng-Ke'
'Zhang, Yu-Hao'
'Huang, Jian'
'Liu, Bin'
'Zheng, Li-Min'
_publ_section_title
;
 Isostructural lanthanide oxalatophosphonates
 Ln(5pm8hqH3)(C2O4)1.5(H2O)·2H2O [Ln(iii) = Eu, Gd, Tb, Dy]
 (5pm8hqH3 = 5-phosphonomethyl-8-hydroxyquinoline): structures, magnetic
 and fluorescent properties
;
_journal_issue                   16
_journal_name_full               'RSC Advances'
_journal_page_first              6680
_journal_paper_doi               10.1039/c2ra20111a
_journal_volume                  2
_journal_year                    2012
_chemical_formula_sum            'C13 H16 Eu N O13 P'
_chemical_formula_weight         577.20
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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_method           SHELXL-97
_cell_angle_alpha                67.521(5)
_cell_angle_beta                 89.856(6)
_cell_angle_gamma                80.711(6)
_cell_formula_units_Z            2
_cell_length_a                   7.864(3)
_cell_length_b                   9.964(3)
_cell_length_c                   12.842(4)
_cell_measurement_reflns_used    2006
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.790
_cell_measurement_theta_min      2.239
_cell_volume                     915.7(5)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0181
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4581
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    3.585
_exptl_absorpt_correction_T_max  0.806
_exptl_absorpt_correction_T_min  0.747
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.094
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             566
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.335
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3154
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0317
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0473P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0793
_reflns_number_gt                2857
_reflns_number_total             3154
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ra20111a.txt
_cod_data_source_block           eu
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        915.6(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7238619
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
Eu1 Eu 0.71301(3) 0.67885(2) 0.58826(2) 0.02195(11) Uani 1 1 d .
P1 P 0.68226(18) 0.45713(14) 0.88803(11) 0.0284(3) Uani 1 1 d .
O1 O 0.6924(5) 0.5802(4) 0.7763(3) 0.0387(10) Uani 1 1 d .
O1W O 0.9264(5) 0.8089(4) 0.6236(4) 0.0420(10) Uani 1 1 d .
H1WB H 0.9356 0.7682 0.6953 0.050 Uiso 1 1 d R
H1WA H 0.8940 0.8984 0.6156 0.050 Uiso 1 1 d R
O2 O 0.7317(5) 0.5045(5) 0.9849(3) 0.0440(10) Uani 1 1 d .
H2A H 0.6438 0.5283 1.0128 0.066 Uiso 1 1 calc R
O2W O 0.8661(6) 0.1054(4) 0.5789(4) 0.0511(12) Uani 1 1 d .
H2WD H 0.8965 0.1853 0.5351 0.061 Uiso 1 1 d R
H2WC H 0.7580 0.1211 0.5868 0.077 Uiso 1 1 d R
O3 O 0.5096(5) 0.4080(4) 0.9059(3) 0.0385(9) Uani 1 1 d .
O3W O 0.2369(7) 0.6830(7) 0.7373(5) 0.0881(19) Uani 1 1 d .
H3WB H 0.2098 0.7764 0.7036 0.132 Uiso 1 1 d R
H3WA H 0.1979 0.6415 0.6978 0.132 Uiso 1 1 d R
O4 O 0.7211(5) -0.2488(4) 1.2059(3) 0.0408(10) Uani 1 1 d .
H4A H 0.7612 -0.2729 1.2706 0.061 Uiso 1 1 calc R
O5 O 0.6657(5) 0.4361(4) 0.6050(3) 0.0364(9) Uani 1 1 d .
O6 O 0.5392(5) 0.3132(4) 0.5230(3) 0.0330(9) Uani 1 1 d .
O7 O 0.8383(4) 0.6452(4) 0.4228(3) 0.0289(8) Uani 1 1 d .
O8 O 1.0106(5) 0.4866(4) 0.3691(3) 0.0308(8) Uani 1 1 d .
O9 O 0.6668(4) 0.9228(4) 0.4402(3) 0.0289(8) Uani 1 1 d .
O10 O 0.5055(5) 1.1483(4) 0.3726(3) 0.0288(8) Uani 1 1 d .
N1 N 0.6421(6) -0.1618(5) 0.9883(4) 0.0350(11) Uani 1 1 d .
H1A H 0.6222 -0.2438 1.0378 0.042 Uiso 1 1 calc R
C1 C 0.5979(8) -0.1293(7) 0.8813(5) 0.0388(14) Uani 1 1 d .
H1C H 0.5488 -0.1948 0.8602 0.047 Uiso 1 1 calc R
C2 C 0.6261(8) 0.0045(7) 0.8004(5) 0.0415(15) Uani 1 1 d .
H2B H 0.5960 0.0283 0.7246 0.050 Uiso 1 1 calc R
C3 C 0.6965(7) 0.0996(6) 0.8309(5) 0.0357(14) Uani 1 1 d .
H3A H 0.7120 0.1894 0.7761 0.043 Uiso 1 1 calc R
C4 C 0.7470(7) 0.0650(6) 0.9445(4) 0.0295(12) Uani 1 1 d .
C5 C 0.8255(7) 0.1594(6) 0.9833(5) 0.0323(13) Uani 1 1 d .
C6 C 0.8653(7) 0.1110(6) 1.0965(5) 0.0364(13) Uani 1 1 d .
H6A H 0.9156 0.1711 1.1231 0.044 Uiso 1 1 calc R
C7 C 0.8339(7) -0.0264(6) 1.1756(5) 0.0354(13) Uani 1 1 d .
H7A H 0.8641 -0.0545 1.2519 0.043 Uiso 1 1 calc R
C8 C 0.7600(7) -0.1166(6) 1.1402(4) 0.0314(13) Uani 1 1 d .
C9 C 0.7180(7) -0.0719(6) 1.0247(4) 0.0279(12) Uani 1 1 d .
C10 C 0.8556(7) 0.3066(6) 0.9026(5) 0.0337(13) Uani 1 1 d .
H10A H 0.8725 0.3023 0.8290 0.040 Uiso 1 1 calc R
H10B H 0.9613 0.3271 0.9277 0.040 Uiso 1 1 calc R
C11 C 0.5602(6) 0.4263(5) 0.5376(4) 0.0262(11) Uani 1 1 d .
C12 C 0.9571(6) 0.5382(5) 0.4394(4) 0.0242(11) Uani 1 1 d .
C13 C 0.5513(6) 1.0207(5) 0.4461(4) 0.0235(11) Uani 1 1 d .
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'
Eu Eu -0.1578 3.6682 '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
O1 Eu1 O1W 86.98(15) . .
O1 Eu1 O9 136.93(13) . .
O1W Eu1 O9 72.80(13) . .
O1 Eu1 O6 114.94(14) . 2_666
O1W Eu1 O6 148.04(13) . 2_666
O9 Eu1 O6 75.40(12) . 2_666
O1 Eu1 O10 74.93(12) . 2_676
O1W Eu1 O10 87.75(13) . 2_676
O9 Eu1 O10 66.85(11) . 2_676
O6 Eu1 O10 76.86(12) 2_666 2_676
O1 Eu1 O7 146.68(12) . .
O1W Eu1 O7 97.26(14) . .
O9 Eu1 O7 74.96(11) . .
O6 Eu1 O7 77.35(13) 2_666 .
O10 Eu1 O7 138.05(11) 2_676 .
O1 Eu1 O8 83.99(13) . 2_766
O1W Eu1 O8 72.61(13) . 2_766
O9 Eu1 O8 122.94(12) . 2_766
O6 Eu1 O8 129.78(12) 2_666 2_766
O10 Eu1 O8 151.93(12) 2_676 2_766
O7 Eu1 O8 66.15(11) . 2_766
O1 Eu1 O5 81.99(14) . .
O1W Eu1 O5 143.01(13) . .
O9 Eu1 O5 135.51(13) . .
O6 Eu1 O5 66.65(12) 2_666 .
O10 Eu1 O5 122.55(13) 2_676 .
O7 Eu1 O5 74.83(13) . .
O8 Eu1 O5 71.19(13) 2_766 .
O1 Eu1 C12 100.82(13) . 2_766
O1W Eu1 C12 84.11(13) . 2_766
O9 Eu1 C12 113.96(12) . 2_766
O6 Eu1 C12 112.10(12) 2_666 2_766
O10 Eu1 C12 171.03(12) 2_676 2_766
O7 Eu1 C12 47.35(11) . 2_766
O8 Eu1 C12 19.86(12) 2_766 2_766
O5 Eu1 C12 63.73(13) . 2_766
O1 Eu1 C11 110.44(14) . 2_666
O1W Eu1 C11 162.29(14) . 2_666
O9 Eu1 C11 91.49(13) . 2_666
O6 Eu1 C11 19.76(12) 2_666 2_666
O10 Eu1 C11 93.61(13) 2_676 2_666
O7 Eu1 C11 70.13(13) . 2_666
O8 Eu1 C11 111.24(12) 2_766 2_666
O5 Eu1 C11 47.49(12) . 2_666
C12 Eu1 C11 95.29(13) 2_766 2_666
O1 Eu1 C13 93.94(13) . 2_676
O1W Eu1 C13 83.66(13) . 2_676
O9 Eu1 C13 47.28(11) . 2_676
O6 Eu1 C13 72.41(12) 2_666 2_676
O10 Eu1 C13 19.67(11) 2_676 2_676
O7 Eu1 C13 119.35(11) . 2_676
O8 Eu1 C13 156.25(13) 2_766 2_676
O5 Eu1 C13 132.09(13) . 2_676
C12 Eu1 C13 160.26(13) 2_766 2_676
C11 Eu1 C13 91.70(13) 2_666 2_676
O1 Eu1 H1WB 68.9 . .
O1W Eu1 H1WB 18.3 . .
O9 Eu1 H1WB 88.5 . .
O6 Eu1 H1WB 159.6 2_666 .
O10 Eu1 H1WB 85.3 2_676 .
O7 Eu1 H1WB 111.0 . .
O8 Eu1 H1WB 69.7 2_766 .
O5 Eu1 H1WB 132.9 . .
C12 Eu1 H1WB 85.7 2_766 .
C11 Eu1 H1WB 178.9 2_666 .
C13 Eu1 H1WB 87.5 2_676 .
O1 P1 O3 114.4(2) . .
O1 P1 O2 109.1(2) . .
O3 P1 O2 110.0(2) . .
O1 P1 C10 108.1(2) . .
O3 P1 C10 112.0(2) . .
O2 P1 C10 102.5(3) . .
P1 O1 Eu1 154.8(3) . .
Eu1 O1W H1WB 98.7 . .
Eu1 O1W H1WA 118.1 . .
H1WB O1W H1WA 99.4 . .
P1 O2 H2A 109.5 . .
H2WD O2W H2WC 109.4 . .
H3WB O3W H3WA 109.6 . .
C8 O4 H4A 109.5 . .
C11 O5 Eu1 119.3(3) . .
C11 O6 Eu1 119.3(3) . 2_666
C12 O7 Eu1 118.0(3) . .
C12 O8 Eu1 118.4(3) . 2_766
C13 O9 Eu1 120.1(3) . .
C13 O10 Eu1 119.8(3) . 2_676
C1 N1 C9 123.4(5) . .
C1 N1 H1A 118.3 . .
C9 N1 H1A 118.3 . .
N1 C1 C2 119.0(6) . .
N1 C1 H1C 120.5 . .
C2 C1 H1C 120.5 . .
C3 C2 C1 120.6(5) . .
C3 C2 H2B 119.7 . .
C1 C2 H2B 119.7 . .
C2 C3 C4 121.0(5) . .
C2 C3 H3A 119.5 . .
C4 C3 H3A 119.5 . .
C3 C4 C9 117.3(5) . .
C3 C4 C5 124.2(5) . .
C9 C4 C5 118.5(5) . .
C6 C5 C4 117.3(5) . .
C6 C5 C10 122.0(5) . .
C4 C5 C10 120.7(5) . .
C5 C6 C7 123.3(6) . .
C5 C6 H6A 118.3 . .
C7 C6 H6A 118.3 . .
C8 C7 C6 120.1(5) . .
C8 C7 H7A 119.9 . .
C6 C7 H7A 119.9 . .
O4 C8 C7 126.5(5) . .
O4 C8 C9 115.0(5) . .
C7 C8 C9 118.6(5) . .
N1 C9 C4 118.8(5) . .
N1 C9 C8 118.9(5) . .
C4 C9 C8 122.2(5) . .
C5 C10 P1 114.3(4) . .
C5 C10 H10A 108.7 . .
P1 C10 H10A 108.7 . .
C5 C10 H10B 108.7 . .
P1 C10 H10B 108.7 . .
H10A C10 H10B 107.6 . .
O5 C11 O6 127.5(5) . .
O5 C11 C11 115.9(6) . 2_666
O6 C11 C11 116.6(6) . 2_666
O5 C11 Eu1 165.7(4) . 2_666
O6 C11 Eu1 41.0(2) . 2_666
C11 C11 Eu1 76.3(4) 2_666 2_666
O8 C12 O7 126.6(5) . .
O8 C12 C12 117.4(5) . 2_766
O7 C12 C12 116.1(6) . 2_766
O8 C12 Eu1 41.7(2) . 2_766
O7 C12 Eu1 163.8(4) . 2_766
C12 C12 Eu1 77.1(4) 2_766 2_766
O9 C13 O10 127.0(5) . .
O9 C13 C13 116.7(5) . 2_676
O10 C13 C13 116.3(5) . 2_676
O9 C13 Eu1 167.3(3) . 2_676
O10 C13 Eu1 40.6(2) . 2_676
C13 C13 Eu1 75.9(3) 2_676 2_676
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O1 2.250(4) .
Eu1 O1W 2.420(4) .
Eu1 O9 2.417(3) .
Eu1 O6 2.420(4) 2_666
Eu1 O10 2.423(3) 2_676
Eu1 O7 2.455(3) .
Eu1 O8 2.429(3) 2_766
Eu1 O5 2.435(4) .
Eu1 C12 3.209(5) 2_766
Eu1 C11 3.219(5) 2_666
Eu1 C13 3.234(5) 2_676
Eu1 H1WB 2.6825 .
P1 O1 1.501(4) .
P1 O3 1.504(4) .
P1 O2 1.559(4) .
P1 C10 1.808(5) .
O1W H1WB 0.8499 .
O1W H1WA 0.8531 .
O2 H2A 0.8200 .
O2W H2WD 0.8511 .
O2W H2WC 0.8524 .
O3W H3WB 0.8526 .
O3W H3WA 0.8514 .
O4 C8 1.349(6) .
O4 H4A 0.8200 .
O5 C11 1.242(6) .
O6 C11 1.247(6) .
O6 Eu1 2.420(4) 2_666
O7 C12 1.249(6) .
O8 C12 1.240(6) .
O8 Eu1 2.429(3) 2_766
O9 C13 1.246(6) .
O10 C13 1.254(6) .
O10 Eu1 2.423(3) 2_676
N1 C1 1.320(7) .
N1 C9 1.368(7) .
N1 H1A 0.8600 .
C1 C2 1.393(8) .
C1 H1C 0.9300 .
C2 C3 1.346(8) .
C2 H2B 0.9300 .
C3 C4 1.407(8) .
C3 H3A 0.9300 .
C4 C9 1.414(7) .
C4 C5 1.436(8) .
C5 C6 1.363(8) .
C5 C10 1.493(7) .
C6 C7 1.418(8) .
C6 H6A 0.9300 .
C7 C8 1.355(8) .
C7 H7A 0.9300 .
C8 C9 1.400(7) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C11 1.567(10) 2_666
C11 Eu1 3.219(5) 2_666
C12 C12 1.547(10) 2_766
C12 Eu1 3.209(5) 2_766
C13 C13 1.551(10) 2_676
C13 Eu1 3.234(5) 2_676
