#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:09:30 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179882 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/78/7017806.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_7017806
loop_
_publ_author_name
'Chen, Mao-Long'
'Gao, Song'
'Zhou, Zhao-Hui'
_publ_section_title
;
 Isolations and characterization of highly water-soluble dimeric
 lanthanide citrate and malate with ethylenediaminetetraacetate.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1202
_journal_page_last               1209
_journal_paper_doi               10.1039/c1dt11466b
_journal_volume                  41
_journal_year                    2012
_chemical_formula_sum            'C32 H84 La2 N12 O39'
_chemical_formula_weight         1538.93
_chemical_name_common
'Ammonium ethylenediaminietetraacetato lanthanum citrate'
_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_method           SHELXL-97
_cell_angle_alpha                102.744(2)
_cell_angle_beta                 90.147(2)
_cell_angle_gamma                91.855(2)
_cell_formula_units_Z            1
_cell_length_a                   9.4854(2)
_cell_length_b                   10.7110(2)
_cell_length_c                   14.5757(3)
_cell_measurement_temperature    446(2)
_cell_volume                     1443.55(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      446(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Oxford CCD diffractometer'
_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  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0180
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20662
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.85
_exptl_absorpt_coefficient_mu    1.574
_exptl_absorpt_correction_T_max  0.7437
_exptl_absorpt_correction_T_min  0.6088
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             786
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     466
_refine_ls_number_reflns         5055
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0201
_refine_ls_R_factor_gt           0.0183
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0287P)²+0.6940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0460
_refine_ls_wR_factor_ref         0.0465
_reflns_number_gt                4764
_reflns_number_total             5055
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt11466b.txt
_cod_data_source_block           sad1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7017806
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
La1 La 0.955254(11) 0.654947(10) 0.728752(7) 0.01244(5) Uani 1 1 d .
N1 N 1.13104(18) 0.75241(16) 0.88820(12) 0.0166(4) Uani 1 1 d .
N2 N 0.82737(18) 0.68499(16) 0.90379(12) 0.0164(4) Uani 1 1 d .
N3 N 0.87815(19) 0.73269(17) 0.26617(12) 0.0195(4) Uani 1 1 d D
N4 N 0.4523(2) 1.10264(19) 0.79051(14) 0.0268(4) Uani 1 1 d D
N5 N 1.3052(2) 0.43595(19) 0.56085(13) 0.0251(4) Uani 1 1 d D
N6 N 0.6608(2) -0.08130(19) 0.59802(14) 0.0248(4) Uani 1 1 d D
O1 O 1.14131(14) 0.70690(13) 0.60888(10) 0.0155(3) Uani 1 1 d D
O2 O 0.87454(14) 0.72601(14) 0.58524(10) 0.0178(3) Uani 1 1 d .
O3 O 0.89602(15) 0.80785(13) 0.45894(9) 0.0177(3) Uani 1 1 d .
O5 O 1.01965(15) 0.55033(14) 0.39891(10) 0.0191(3) Uani 1 1 d .
O4 O 1.23931(15) 0.52012(14) 0.35179(11) 0.0220(3) Uani 1 1 d .
O7 O 1.35834(16) 0.86383(15) 0.64688(11) 0.0243(3) Uani 1 1 d .
O6 O 1.37074(19) 1.03604(19) 0.58741(14) 0.0415(5) Uani 1 1 d .
O8 O 1.20184(15) 0.56820(14) 0.73955(10) 0.0189(3) Uani 1 1 d .
O9 O 1.34056(16) 0.46910(15) 0.82196(11) 0.0254(4) Uani 1 1 d .
O10 O 0.99497(15) 0.89943(14) 0.78704(10) 0.0190(3) Uani 1 1 d .
O11 O 1.15955(16) 1.05708(14) 0.82094(11) 0.0230(3) Uani 1 1 d .
O12 O 0.94464(15) 0.46593(14) 0.81252(10) 0.0191(3) Uani 1 1 d .
O13 O 0.78406(16) 0.34007(14) 0.86252(11) 0.0232(3) Uani 1 1 d .
O14 O 0.71330(15) 0.74745(16) 0.75094(10) 0.0239(3) Uani 1 1 d .
O15 O 0.5673(2) 0.8857(2) 0.83444(13) 0.0517(6) Uani 1 1 d .
O1W O 1.50642(19) 0.33880(18) 0.67772(13) 0.0351(4) Uani 1 1 d D
O2W O 1.51274(17) 0.64125(17) 0.60233(12) 0.0321(4) Uani 1 1 d D
O3W O 0.50656(17) 0.33232(16) 0.92394(12) 0.0264(4) Uani 1 1 d D
O4W O 0.8241(2) 0.09634(17) 0.73603(13) 0.0378(4) Uani 1 1 d D
O5W O 0.5445(7) 1.0624(6) 0.9816(4) 0.0815(17) Uani 0.50 1 d PD
C1 C 1.1080(2) 0.77710(19) 0.53868(13) 0.0142(4) Uani 1 1 d .
C2 C 0.9474(2) 0.76721(18) 0.52476(14) 0.0141(4) Uani 1 1 d .
C3 C 1.1867(2) 0.7244(2) 0.44780(14) 0.0171(4) Uani 1 1 d .
H3A H 1.1716 0.7803 0.4048 0.020 Uiso 1 1 calc R
H3B H 1.2869 0.7283 0.4622 0.020 Uiso 1 1 calc R
C4 C 1.1458(2) 0.58875(19) 0.39769(13) 0.0153(4) Uani 1 1 d .
C5 C 1.1500(2) 0.91916(19) 0.57474(14) 0.0164(4) Uani 1 1 d .
H5A H 1.1306 0.9647 0.5257 0.020 Uiso 1 1 calc R
H5B H 1.0918 0.9544 0.6283 0.020 Uiso 1 1 calc R
C6 C 1.3043(2) 0.9422(2) 0.60385(15) 0.0203(5) Uani 1 1 d .
C7 C 1.2309(2) 0.6562(2) 0.90382(14) 0.0188(4) Uani 1 1 d .
H7A H 1.1922 0.6125 0.9502 0.023 Uiso 1 1 calc R
H7B H 1.3187 0.6994 0.9290 0.023 Uiso 1 1 calc R
C8 C 1.2614(2) 0.5578(2) 0.81451(14) 0.0171(4) Uani 1 1 d .
C9 C 1.2080(2) 0.8613(2) 0.86373(15) 0.0195(4) Uani 1 1 d .
H9A H 1.2810 0.8294 0.8190 0.023 Uiso 1 1 calc R
H9B H 1.2537 0.9123 0.9199 0.023 Uiso 1 1 calc R
C10 C 1.1131(2) 0.9465(2) 0.82151(14) 0.0177(4) Uani 1 1 d .
C11 C 0.7455(2) 0.5636(2) 0.89538(15) 0.0197(4) Uani 1 1 d .
H11A H 0.6634 0.5642 0.8556 0.024 Uiso 1 1 calc R
H11B H 0.7125 0.5571 0.9571 0.024 Uiso 1 1 calc R
C12 C 0.8315(2) 0.4467(2) 0.85400(14) 0.0172(4) Uani 1 1 d .
C13 C 0.7303(2) 0.7919(2) 0.91841(15) 0.0205(5) Uani 1 1 d .
H13A H 0.7814 0.8702 0.9484 0.025 Uiso 1 1 calc R
H13B H 0.6561 0.7765 0.9606 0.025 Uiso 1 1 calc R
C14 C 0.6640(2) 0.8097(2) 0.82701(16) 0.0241(5) Uani 1 1 d .
C15 C 1.0469(2) 0.7977(2) 0.97405(14) 0.0190(4) Uani 1 1 d .
H15A H 1.0070 0.8792 0.9718 0.023 Uiso 1 1 calc R
H15B H 1.1081 0.8108 1.0290 0.023 Uiso 1 1 calc R
C16 C 0.9292(2) 0.7025(2) 0.98293(14) 0.0193(4) Uani 1 1 d .
H16A H 0.9691 0.6208 0.9845 0.023 Uiso 1 1 calc R
H16B H 0.8803 0.7324 1.0416 0.023 Uiso 1 1 calc R
H1 H 1.2196(15) 0.741(2) 0.6297(16) 0.023 Uiso 1 1 d D
H2 H 0.883(2) 0.7976(12) 0.2427(12) 0.023 Uiso 1 1 d D
H3 H 0.9431(15) 0.6810(15) 0.2452(12) 0.023 Uiso 1 1 d D
H4 H 0.7980(12) 0.6932(16) 0.2532(13) 0.023 Uiso 1 1 d D
H5 H 0.8868(19) 0.7548(17) 0.3262(6) 0.023 Uiso 1 1 d D
H6 H 0.3657(10) 1.0842(18) 0.8006(13) 0.023 Uiso 1 1 d D
H7 H 0.5039(17) 1.0421(13) 0.7965(13) 0.023 Uiso 1 1 d D
H8 H 0.4762(19) 1.1706(12) 0.8314(10) 0.023 Uiso 1 1 d D
H9 H 0.4599(19) 1.1171(18) 0.7358(7) 0.023 Uiso 1 1 d D
H10 H 1.3503(18) 0.3806(14) 0.5829(12) 0.023 Uiso 1 1 d D
H11 H 1.2662(18) 0.4014(17) 0.5090(8) 0.023 Uiso 1 1 d D
H12 H 1.3623(16) 0.4962(13) 0.5554(13) 0.023 Uiso 1 1 d D
H13 H 1.2413(15) 0.4648(17) 0.6007(10) 0.023 Uiso 1 1 d D
H14 H 0.5750(10) -0.0852(18) 0.6155(12) 0.023 Uiso 1 1 d D
H15 H 0.7035(17) -0.0179(13) 0.6344(11) 0.023 Uiso 1 1 d D
H16 H 0.7008(18) -0.1500(12) 0.6017(13) 0.023 Uiso 1 1 d D
H17 H 0.6620(19) -0.0719(18) 0.5417(7) 0.023 Uiso 1 1 d D
H1W1 H 1.4581(19) 0.3857(19) 0.7208(13) 0.023 Uiso 1 1 d D
H1W2 H 1.5788(17) 0.3831(19) 0.6675(16) 0.023 Uiso 1 1 d D
H2W1 H 1.575(2) 0.637(2) 0.6431(13) 0.023 Uiso 1 1 d D
H2W2 H 1.469(2) 0.7103(15) 0.6196(15) 0.023 Uiso 1 1 d D
H3W1 H 0.5917(11) 0.341(2) 0.9096(17) 0.023 Uiso 1 1 d D
H3W2 H 0.4586(18) 0.3907(18) 0.9099(17) 0.023 Uiso 1 1 d D
H4W1 H 0.870(2) 0.0435(16) 0.7570(15) 0.023 Uiso 1 1 d D
H4W2 H 0.814(2) 0.1648(13) 0.7760(13) 0.023 Uiso 1 1 d D
H5W1 H 0.555(3) 0.9871(15) 0.9451(15) 0.023 Uiso 1 1 d 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'
La La -0.2871 2.4523 '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
O2 La1 O14 68.58(5) . .
O2 La1 O8 121.48(5) . .
O14 La1 O8 169.36(5) . .
O2 La1 O5 78.59(5) . 2_766
O14 La1 O5 117.07(5) . 2_766
O8 La1 O5 70.57(4) . 2_766
O2 La1 O10 80.64(5) . .
O14 La1 O10 73.79(5) . .
O8 La1 O10 103.34(5) . .
O5 La1 O10 150.23(5) 2_766 .
O2 La1 O12 143.50(5) . .
O14 La1 O12 104.59(5) . .
O8 La1 O12 69.65(5) . .
O5 La1 O12 73.13(5) 2_766 .
O10 La1 O12 133.51(5) . .
O2 La1 O1 60.26(4) . .
O14 La1 O1 124.57(5) . .
O8 La1 O1 63.64(4) . .
O5 La1 O1 73.05(5) 2_766 .
O10 La1 O1 78.19(5) . .
O12 La1 O1 128.97(4) . .
O2 La1 O4 74.70(5) . 2_766
O14 La1 O4 69.95(5) . 2_766
O8 La1 O4 114.60(5) . 2_766
O5 La1 O4 49.88(4) 2_766 2_766
O10 La1 O4 141.55(4) . 2_766
O12 La1 O4 69.52(5) . 2_766
O1 La1 O4 112.69(4) . 2_766
O2 La1 N2 129.16(5) . .
O14 La1 N2 60.82(5) . .
O8 La1 N2 108.79(5) . .
O5 La1 N2 128.70(5) 2_766 .
O10 La1 N2 81.06(5) . .
O12 La1 N2 60.33(5) . .
O1 La1 N2 155.17(5) . .
O4 La1 N2 92.06(5) 2_766 .
O2 La1 N1 137.60(5) . .
O14 La1 N1 111.16(5) . .
O8 La1 N1 59.51(5) . .
O5 La1 N1 128.63(5) 2_766 .
O10 La1 N1 60.28(5) . .
O12 La1 N1 78.84(5) . .
O1 La1 N1 93.95(5) . .
O4 La1 N1 147.09(5) 2_766 .
N2 La1 N1 63.67(5) . .
O2 La1 C4 77.14(5) . 2_766
O14 La1 C4 94.34(5) . 2_766
O8 La1 C4 91.60(5) . 2_766
O5 La1 C4 24.80(5) 2_766 2_766
O10 La1 C4 157.44(5) . 2_766
O12 La1 C4 67.48(5) . 2_766
O1 La1 C4 93.93(5) . 2_766
O4 La1 C4 25.21(5) 2_766 2_766
N2 La1 C4 110.29(5) . 2_766
N1 La1 C4 142.04(5) . 2_766
C9 N1 C7 110.07(16) . .
C9 N1 C15 109.64(16) . .
C7 N1 C15 110.17(16) . .
C9 N1 La1 103.89(11) . .
C7 N1 La1 111.35(12) . .
C15 N1 La1 111.55(12) . .
C13 N2 C11 109.32(16) . .
C13 N2 C16 110.35(16) . .
C11 N2 C16 110.18(16) . .
C13 N2 La1 110.42(12) . .
C11 N2 La1 102.85(11) . .
C16 N2 La1 113.44(12) . .
C1 O1 La1 122.63(11) . .
C2 O2 La1 129.03(12) . .
C4 O5 La1 96.05(12) . 2_766
C4 O4 La1 91.17(12) . 2_766
C8 O8 La1 124.92(13) . .
C10 O10 La1 120.83(12) . .
C12 O12 La1 117.72(12) . .
C14 O14 La1 126.11(13) . .
O1 C1 C3 110.37(16) . .
O1 C1 C2 107.19(16) . .
C3 C1 C2 112.48(16) . .
O1 C1 C5 109.70(15) . .
C3 C1 C5 109.32(17) . .
C2 C1 C5 107.70(16) . .
O3 C2 O2 123.84(18) . .
O3 C2 C1 118.34(18) . .
O2 C2 C1 117.63(17) . .
C4 C3 C1 115.90(17) . .
O5 C4 O4 122.26(18) . .
O5 C4 C3 119.19(17) . .
O4 C4 C3 118.45(18) . .
O5 C4 La1 59.15(10) . 2_766
O4 C4 La1 63.62(10) . 2_766
C3 C4 La1 169.23(14) . 2_766
C6 C5 C1 113.57(17) . .
O6 C6 O7 122.9(2) . .
O6 C6 C5 119.8(2) . .
O7 C6 C5 117.27(19) . .
N1 C7 C8 112.73(16) . .
O9 C8 O8 124.77(19) . .
O9 C8 C7 117.10(18) . .
O8 C8 C7 118.08(17) . .
N1 C9 C10 112.92(17) . .
O11 C10 O10 124.73(19) . .
O11 C10 C9 117.29(18) . .
O10 C10 C9 117.94(19) . .
N2 C11 C12 112.56(17) . .
O13 C12 O12 125.24(19) . .
O13 C12 C11 117.58(18) . .
O12 C12 C11 117.17(19) . .
N2 C13 C14 112.75(17) . .
O15 C14 O14 125.8(2) . .
O15 C14 C13 116.58(19) . .
O14 C14 C13 117.59(18) . .
N1 C15 C16 111.47(17) . .
N2 C16 C15 111.64(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
La1 O2 2.5045(14) .
La1 O14 2.5225(14) .
La1 O8 2.5617(14) .
La1 O5 2.5660(14) 2_766
La1 O10 2.5834(14) .
La1 O12 2.5841(15) .
La1 O1 2.6188(14) .
La1 O4 2.6634(15) 2_766
La1 N2 2.7862(17) .
La1 N1 2.8404(17) .
La1 C4 2.972(2) 2_766
N1 C9 1.467(3) .
N1 C7 1.475(3) .
N1 C15 1.483(3) .
N2 C13 1.471(3) .
N2 C11 1.474(3) .
N2 C16 1.479(3) .
O1 C1 1.437(2) .
O2 C2 1.267(3) .
O3 C2 1.242(2) .
O5 C4 1.254(3) .
O5 La1 2.5660(14) 2_766
O4 C4 1.266(2) .
O4 La1 2.6634(15) 2_766
O7 C6 1.272(3) .
O6 C6 1.237(3) .
O8 C8 1.257(2) .
O9 C8 1.253(3) .
O10 C10 1.270(3) .
O11 C10 1.252(3) .
O12 C12 1.266(3) .
O13 C12 1.246(3) .
O14 C14 1.261(3) .
O15 C14 1.235(3) .
O5W O5W 1.741(13) 2_677
C1 C3 1.528(3) .
C1 C2 1.533(3) .
C1 C5 1.535(3) .
C3 C4 1.513(3) .
C4 La1 2.972(2) 2_766
C5 C6 1.520(3) .
C7 C8 1.518(3) .
C9 C10 1.523(3) .
C11 C12 1.528(3) .
C13 C14 1.524(3) .
C15 C16 1.512(3) .
