#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:09:30 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179882 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/78/7017807.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_7017807
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 Ce2 N12 O39'
_chemical_formula_weight         1541.35
_chemical_name_common
'Ammonium ethylenediaminietetraacetato cerium 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                102.722(4)
_cell_angle_beta                 90.144(3)
_cell_angle_gamma                91.800(3)
_cell_formula_units_Z            1
_cell_length_a                   9.4887(3)
_cell_length_b                   10.6793(4)
_cell_length_c                   14.5334(6)
_cell_measurement_temperature    173(2)
_cell_volume                     1435.78(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0407
_diffrn_reflns_av_sigmaI/netI    0.0586
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13326
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.86
_exptl_absorpt_coefficient_mu    1.680
_exptl_absorpt_correction_T_max  0.7867
_exptl_absorpt_correction_T_min  0.5909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.600
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     466
_refine_ls_number_reflns         6582
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      2.042
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0312
_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/[σ²(Fo²)+(0.0224P)²+0.2297P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0630
_refine_ls_wR_factor_ref         0.0659
_reflns_number_gt                5902
_reflns_number_total             6582
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt11466b.txt
_cod_data_source_block           sad3
_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               7017807
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
Ce1 Ce 0.04471(3) 0.34523(3) 0.27084(2) 0.01020(10) Uani 1 1 d .
C1 C 0.1077(5) 0.7762(5) 0.5392(4) 0.0110(11) Uani 1 1 d .
C2 C -0.0534(6) 0.7659(5) 0.5252(4) 0.0123(11) Uani 1 1 d .
C3 C 0.1862(6) 0.7230(6) 0.4480(4) 0.0147(12) Uani 1 1 d .
H04A H 0.1712 0.7806 0.4042 0.018 Uiso 1 1 calc R
H04B H 0.2883 0.7266 0.4628 0.018 Uiso 1 1 calc R
C4 C 0.1458(6) 0.5878(6) 0.3971(4) 0.0143(12) Uani 1 1 d .
C5 C 0.1491(5) 0.9178(5) 0.5749(4) 0.0141(12) Uani 1 1 d .
H03K H 0.0901 0.9538 0.6299 0.017 Uiso 1 1 calc R
H03L H 0.1286 0.9644 0.5248 0.017 Uiso 1 1 calc R
C6 C 0.3043(6) 0.9416(6) 0.6037(4) 0.0176(12) Uani 1 1 d .
C7 C -0.2073(6) 0.1402(6) 0.1365(4) 0.0163(12) Uani 1 1 d .
H03E H -0.2540 0.0881 0.0791 0.020 Uiso 1 1 calc R
H03F H -0.2817 0.1731 0.1823 0.020 Uiso 1 1 calc R
C8 C -0.1119(6) 0.0551(6) 0.1788(4) 0.0157(12) Uani 1 1 d .
C9 C -0.2293(6) 0.3460(6) 0.0961(4) 0.0166(12) Uani 1 1 d .
H02A H -0.3190 0.3020 0.0703 0.020 Uiso 1 1 calc R
H02B H -0.1897 0.3907 0.0487 0.020 Uiso 1 1 calc R
C10 C -0.2592(6) 0.4437(6) 0.1852(4) 0.0156(12) Uani 1 1 d .
C11 C 0.2698(6) 0.2076(6) 0.0825(4) 0.0181(13) Uani 1 1 d .
H03A H 0.3461 0.2233 0.0397 0.022 Uiso 1 1 calc R
H03B H 0.2178 0.1274 0.0517 0.022 Uiso 1 1 calc R
C12 C 0.3344(6) 0.1901(6) 0.1739(4) 0.0213(14) Uani 1 1 d .
C13 C 0.2551(6) 0.4362(6) 0.1057(4) 0.0182(13) Uani 1 1 d .
H03I H 0.2894 0.4432 0.0427 0.022 Uiso 1 1 calc R
H03J H 0.3384 0.4353 0.1467 0.022 Uiso 1 1 calc R
C14 C 0.1687(6) 0.5532(6) 0.1471(4) 0.0150(12) Uani 1 1 d .
C15 C -0.0459(6) 0.2033(6) 0.0255(4) 0.0166(12) Uani 1 1 d .
H03C H -0.1084 0.1905 -0.0307 0.020 Uiso 1 1 calc R
H03D H -0.0057 0.1196 0.0276 0.020 Uiso 1 1 calc R
C16 C 0.0722(6) 0.2984(6) 0.0168(4) 0.0178(12) Uani 1 1 d .
H03G H 0.1226 0.2677 -0.0431 0.021 Uiso 1 1 calc R
H03H H 0.0321 0.3823 0.0152 0.021 Uiso 1 1 calc R
N1 N -0.1298(5) 0.2492(5) 0.1119(3) 0.0142(10) Uani 1 1 d .
N2 N 0.1730(5) 0.3148(5) 0.0968(3) 0.0144(10) Uani 1 1 d .
O1 O 0.1407(4) 0.7051(4) 0.6094(3) 0.0130(8) Uani 1 1 d .
H1A H 0.215(6) 0.741(6) 0.631(4) 0.016 Uiso 1 1 d .
O2 O -0.1049(4) 0.8073(4) 0.4597(3) 0.0157(9) Uani 1 1 d .
O3 O -0.1250(4) 0.7243(4) 0.5863(3) 0.0162(9) Uani 1 1 d .
O5 O 0.0193(4) 0.5485(4) 0.3977(3) 0.0172(9) Uani 1 1 d .
O4 O 0.2394(4) 0.5186(4) 0.3509(3) 0.0188(9) Uani 1 1 d .
O6 O 0.3693(5) 1.0358(5) 0.5876(4) 0.0394(14) Uani 1 1 d .
O7 O 0.3573(4) 0.8628(4) 0.6473(3) 0.0223(10) Uani 1 1 d .
O8 O -0.1580(4) -0.0559(4) 0.1792(3) 0.0216(9) Uani 1 1 d .
O9 O 0.0055(4) 0.1026(4) 0.2132(3) 0.0162(9) Uani 1 1 d .
O10 O -0.3392(4) 0.5331(4) 0.1790(3) 0.0229(10) Uani 1 1 d .
O11 O -0.1997(4) 0.4336(4) 0.2608(3) 0.0161(9) Uani 1 1 d .
O12 O 0.4332(5) 0.1146(6) 0.1670(4) 0.0497(17) Uani 1 1 d .
O13 O 0.2844(4) 0.2516(4) 0.2499(3) 0.0208(9) Uani 1 1 d .
O14 O 0.2159(4) 0.6604(4) 0.1384(3) 0.0211(9) Uani 1 1 d .
O15 O 0.0557(4) 0.5337(4) 0.1880(3) 0.0168(9) Uani 1 1 d .
N3 N -0.1210(6) 0.7338(5) 0.2670(4) 0.0176(11) Uani 1 1 d .
H1 H -0.043(6) 0.681(6) 0.244(4) 0.021 Uiso 1 1 d .
H2 H -0.116(6) 0.798(7) 0.236(5) 0.021 Uiso 1 1 d .
H3 H -0.196(7) 0.690(7) 0.251(5) 0.021 Uiso 1 1 d .
H4 H -0.107(6) 0.758(6) 0.334(5) 0.021 Uiso 1 1 d .
N4 N 0.5494(6) -0.1025(6) 0.2095(5) 0.0265(13) Uani 1 1 d .
H5 H 0.540(7) -0.124(7) 0.264(5) 0.032 Uiso 1 1 d .
H6 H 0.648(7) -0.085(7) 0.193(5) 0.032 Uiso 1 1 d .
H7 H 0.517(7) -0.180(7) 0.163(5) 0.032 Uiso 1 1 d .
H8 H 0.499(7) -0.037(7) 0.203(5) 0.032 Uiso 1 1 d .
N5 N 0.3384(6) 1.0819(6) 0.4022(4) 0.0226(12) Uani 1 1 d .
H9 H 0.291(7) 1.012(7) 0.353(5) 0.027 Uiso 1 1 d .
H10 H 0.328(6) 1.076(6) 0.477(5) 0.027 Uiso 1 1 d .
H11 H 0.296(7) 1.160(7) 0.397(5) 0.027 Uiso 1 1 d .
H12 H 0.415(7) 1.078(7) 0.388(5) 0.027 Uiso 1 1 d .
N6 N -0.3053(6) 0.5637(6) 0.4392(4) 0.0230(12) Uani 1 1 d .
H13 H -0.367(7) 0.624(7) 0.414(5) 0.028 Uiso 1 1 d .
H14 H -0.381(7) 0.515(7) 0.451(5) 0.028 Uiso 1 1 d .
H15 H -0.259(7) 0.605(7) 0.489(5) 0.028 Uiso 1 1 d .
H16 H -0.239(7) 0.539(7) 0.402(5) 0.028 Uiso 1 1 d .
O1W O 0.5125(5) 0.6407(5) 0.6027(4) 0.0310(11) Uani 1 1 d D
H1W2 H 0.571(6) 0.630(7) 0.644(4) 0.037 Uiso 1 1 d D
O2W O -0.5073(5) 0.6628(5) 0.3227(4) 0.0325(11) Uani 1 1 d D
H2W1 H -0.465(7) 0.617(6) 0.277(4) 0.039 Uiso 1 1 d D
H2W2 H -0.577(5) 0.619(6) 0.336(5) 0.039 Uiso 1 1 d D
O3W O 0.4935(4) 0.6677(4) 0.0761(3) 0.0246(10) Uani 1 1 d D
H3W1 H 0.542(5) 0.613(5) 0.095(5) 0.030 Uiso 1 1 d D
H3W2 H 0.408(3) 0.661(6) 0.092(5) 0.030 Uiso 1 1 d D
O4W O 0.1749(6) 0.9045(5) 0.2648(4) 0.0359(12) Uani 1 1 d D
H4W1 H 0.128(7) 0.953(5) 0.238(4) 0.043 Uiso 1 1 d D
H4W2 H 0.187(7) 0.834(4) 0.225(4) 0.043 Uiso 1 1 d D
O5W O 0.4528(18) -0.058(2) 0.0204(13) 0.093(5) Uani 0.50 1 d PD
H5W1 H 0.495(12) -0.084(13) -0.033(5) 0.112 Uiso 1 1 d D
H1W1 H 0.468(9) 0.709(6) 0.624(6) 0.112 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'
Ce Ce -0.2486 2.6331 '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
O3 Ce1 O13 68.10(13) 2_566 .
O3 Ce1 O5 78.24(13) 2_566 .
O13 Ce1 O5 117.14(13) . .
O3 Ce1 O11 121.38(12) 2_566 .
O13 Ce1 O11 170.00(13) . .
O5 Ce1 O11 70.10(12) . .
O3 Ce1 O9 80.86(13) 2_566 .
O13 Ce1 O9 73.48(13) . .
O5 Ce1 O9 150.01(13) . .
O11 Ce1 O9 103.80(12) . .
O3 Ce1 O15 143.02(13) 2_566 .
O13 Ce1 O15 105.11(13) . .
O5 Ce1 O15 73.12(13) . .
O11 Ce1 O15 69.53(12) . .
O9 Ce1 O15 133.75(13) . .
O3 Ce1 O1 60.48(12) 2_566 2_566
O13 Ce1 O1 124.25(13) . 2_566
O5 Ce1 O1 72.60(13) . 2_566
O11 Ce1 O1 63.46(12) . 2_566
O9 Ce1 O1 78.46(13) . 2_566
O15 Ce1 O1 128.66(12) . 2_566
O3 Ce1 O4 74.28(13) 2_566 .
O13 Ce1 O4 69.75(13) . .
O5 Ce1 O4 50.34(12) . .
O11 Ce1 O4 114.54(13) . .
O9 Ce1 O4 141.15(12) . .
O15 Ce1 O4 69.53(13) . .
O1 Ce1 O4 112.68(12) 2_566 .
O3 Ce1 N2 128.93(13) 2_566 .
O13 Ce1 N2 61.02(13) . .
O5 Ce1 N2 128.92(14) . .
O11 Ce1 N2 109.22(13) . .
O9 Ce1 N2 81.05(13) . .
O15 Ce1 N2 60.60(13) . .
O1 Ce1 N2 155.46(14) 2_566 .
O4 Ce1 N2 91.77(13) . .
O3 Ce1 N1 138.08(13) 2_566 .
O13 Ce1 N1 111.42(13) . .
O5 Ce1 N1 128.47(13) . .
O11 Ce1 N1 59.79(13) . .
O9 Ce1 N1 60.54(13) . .
O15 Ce1 N1 78.83(13) . .
O1 Ce1 N1 94.10(13) 2_566 .
O4 Ce1 N1 147.01(13) . .
N2 Ce1 N1 63.84(13) . .
O3 Ce1 C4 76.72(14) 2_566 .
O13 Ce1 C4 94.29(15) . .
O5 Ce1 C4 25.05(13) . .
O11 Ce1 C4 91.33(14) . .
O9 Ce1 C4 157.24(14) . .
O15 Ce1 C4 67.39(14) . .
O1 Ce1 C4 93.72(14) 2_566 .
O4 Ce1 C4 25.43(13) . .
N2 Ce1 C4 110.24(15) . .
N1 Ce1 C4 141.99(14) . .
O1 C1 C5 110.1(4) . .
O1 C1 C3 110.2(4) . .
C5 C1 C3 109.4(4) . .
O1 C1 C2 106.9(4) . .
C5 C1 C2 107.7(4) . .
C3 C1 C2 112.3(4) . .
O2 C2 O3 124.4(5) . .
O2 C2 C1 118.3(5) . .
O3 C2 C1 117.1(5) . .
C4 C3 C1 116.5(5) . .
O5 C4 O4 121.7(5) . .
O5 C4 C3 119.4(5) . .
O4 C4 C3 118.8(5) . .
O5 C4 Ce1 58.6(3) . .
O4 C4 Ce1 63.7(3) . .
C3 C4 Ce1 169.5(4) . .
C1 C5 C6 113.7(5) . .
O6 C6 O7 123.7(5) . .
O6 C6 C5 119.9(5) . .
O7 C6 C5 116.4(5) . .
N1 C7 C8 112.4(4) . .
O8 C8 O9 124.9(5) . .
O8 C8 C7 117.1(5) . .
O9 C8 C7 117.9(5) . .
N1 C9 C10 112.4(4) . .
O10 C10 O11 123.8(5) . .
O10 C10 C9 117.6(5) . .
O11 C10 C9 118.6(5) . .
N2 C11 C12 112.6(5) . .
O12 C12 O13 125.4(6) . .
O12 C12 C11 116.6(6) . .
O13 C12 C11 117.9(5) . .
N2 C13 C14 112.3(5) . .
O14 C14 O15 125.3(5) . .
O14 C14 C13 117.5(5) . .
O15 C14 C13 117.2(5) . .
N1 C15 C16 111.2(5) . .
N2 C16 C15 111.2(5) . .
C7 N1 C9 110.0(4) . .
C7 N1 C15 109.6(4) . .
C9 N1 C15 110.1(4) . .
C7 N1 Ce1 103.8(3) . .
C9 N1 Ce1 111.5(3) . .
C15 N1 Ce1 111.7(3) . .
C11 N2 C13 109.2(4) . .
C11 N2 C16 110.6(4) . .
C13 N2 C16 109.9(4) . .
C11 N2 Ce1 110.5(3) . .
C13 N2 Ce1 102.7(3) . .
C16 N2 Ce1 113.7(3) . .
C1 O1 Ce1 122.5(3) . 2_566
C2 O3 Ce1 129.6(3) . 2_566
C4 O5 Ce1 96.4(3) . .
C4 O4 Ce1 90.9(3) . .
C8 O9 Ce1 121.1(4) . .
C10 O11 Ce1 124.5(3) . .
C12 O13 Ce1 126.1(4) . .
C14 O15 Ce1 117.7(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ce1 O3 2.480(4) 2_566
Ce1 O13 2.506(4) .
Ce1 O5 2.538(4) .
Ce1 O11 2.547(4) .
Ce1 O9 2.557(4) .
Ce1 O15 2.562(4) .
Ce1 O1 2.604(4) 2_566
Ce1 O4 2.649(4) .
Ce1 N2 2.768(5) .
Ce1 N1 2.821(5) .
Ce1 C4 2.956(6) .
C1 O1 1.438(6) .
C1 C5 1.526(8) .
C1 C3 1.528(7) .
C1 C2 1.538(7) .
C2 O2 1.239(6) .
C2 O3 1.267(6) .
C3 C4 1.507(8) .
C4 O5 1.259(7) .
C4 O4 1.270(7) .
C5 C6 1.528(7) .
C6 O6 1.229(7) .
C6 O7 1.275(7) .
C7 N1 1.468(7) .
C7 C8 1.522(8) .
C8 O8 1.253(7) .
C8 O9 1.264(7) .
C9 N1 1.476(7) .
C9 C10 1.507(8) .
C10 O10 1.257(7) .
C10 O11 1.261(6) .
C11 N2 1.470(7) .
C11 C12 1.512(8) .
C12 O12 1.245(7) .
C12 O13 1.257(7) .
C13 N2 1.472(7) .
C13 C14 1.527(8) .
C14 O14 1.249(7) .
C14 O15 1.260(7) .
C15 N1 1.487(7) .
C15 C16 1.512(8) .
C16 N2 1.480(7) .
O1 Ce1 2.604(4) 2_566
O3 Ce1 2.480(4) 2_566
O5W O5W 1.71(4) 2_655
