#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:10:05 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179778 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/74/7007497.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_7007497
loop_
_publ_author_name
'Mondry, Anna'
'Janicki, Rafał'
_publ_section_title
;
 From structural properties of the EuIII complex with
 ethylenediaminetetra(methylenephosphonic acid) (H8EDTMP) towards
 biomedical applications.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4702
_journal_page_last               4710
_journal_paper_doi               10.1039/b606420e
_journal_year                    2006
_chemical_formula_sum            'C11 H24 Eu N5 O11'
_chemical_formula_weight         554.31
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     vecmap
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.07(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.269(5)
_cell_length_b                   8.646(4)
_cell_length_c                   18.718(9)
_cell_measurement_reflns_used    13521
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.5
_cell_measurement_theta_min      3.0
_cell_volume                     1823.7(15)
_computing_cell_refinement       'Kuma KM4 software (1999)'
_computing_data_collection       'Kuma KM4 software (1999)'
_computing_data_reduction        'Kuma KM4 software (2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.924
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'Kuma KM4 with a CCD counter'
_diffrn_measurement_method       'ω scan'
_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  0.0369
_diffrn_reflns_av_sigmaI/netI    0.0249
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11182
_diffrn_reflns_theta_full        28.40
_diffrn_reflns_theta_max         28.40
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    3.509
_exptl_absorpt_correction_T_max  0.713
_exptl_absorpt_correction_T_min  0.325
_exptl_absorpt_correction_type   'analytical, from the crystal shape'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.019
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.823
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4233
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.989
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0211
_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)+(0.0309P)²+4.0379P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0552
_refine_ls_wR_factor_ref         0.0565
_reflns_number_gt                4000
_reflns_number_total             4233
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b606420e.txt
_cod_data_source_block           raj2
_cod_original_sg_symbol_H-M      'P 1 2(1)/c 1'
_cod_database_code               7007497
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu Eu 0.249029(10) 0.315066(13) 0.117634(6) 0.00770(5) Uani 1 d . . .
O1 O 0.43910(16) 0.1995(2) 0.14699(10) 0.0138(4) Uani 1 d . . .
O2 O 0.56242(16) 0.0653(2) 0.21646(10) 0.0166(4) Uani 1 d . . .
O3 O 0.05384(16) 0.2163(2) 0.15426(10) 0.0134(4) Uani 1 d . . .
O4 O -0.06720(16) 0.1010(2) 0.23158(10) 0.0171(4) Uani 1 d . . .
O5 O 0.37405(16) 0.3567(2) 0.01626(10) 0.0125(4) Uani 1 d . . .
O6 O 0.4529(2) 0.2819(3) -0.08777(11) 0.0252(5) Uani 1 d . . .
O7 O 0.12574(16) 0.3369(2) 0.01464(10) 0.0116(3) Uani 1 d . . .
O8 O 0.02514(18) 0.2273(2) -0.07492(11) 0.0194(4) Uani 1 d . . .
OW1 O 0.11582(17) 0.5398(2) 0.12866(11) 0.0152(4) Uani 1 d . . .
OW2 O 0.38112(18) 0.5325(2) 0.14033(11) 0.0164(4) Uani 1 d . . .
OW3 O 0.24509(19) 0.3758(2) 0.24974(10) 0.0142(4) Uani 1 d . . .
N1 N 0.24238(18) 0.0467(3) 0.19406(11) 0.0112(4) Uani 1 d . . .
N2 N 0.25825(18) 0.0726(3) 0.03369(11) 0.0106(4) Uani 1 d . . .
N11 N 0.7507(2) 0.2159(3) 0.14548(13) 0.0141(4) Uani 1 d . . .
H11A H 0.6861 0.1722 0.1594 0.017 Uiso 1 calc R . .
H11B H 0.8175 0.1886 0.1637 0.017 Uiso 1 calc R . .
N12 N 0.84836(19) 0.3892(3) 0.07308(12) 0.0157(5) Uani 1 d . . .
H12A H 0.8473 0.4579 0.0399 0.019 Uiso 1 calc R . .
H12B H 0.9147 0.3611 0.0917 0.019 Uiso 1 calc R . .
N13 N 0.6429(2) 0.3669(3) 0.06799(13) 0.0165(5) Uani 1 d . . .
H13A H 0.5789 0.3224 0.0823 0.020 Uiso 1 calc R . .
H13B H 0.6395 0.4378 0.0358 0.020 Uiso 1 calc R . .
C1 C 0.4601(2) 0.1013(3) 0.19523(13) 0.0125(5) Uani 1 d . . .
C2 C 0.3552(2) 0.0269(3) 0.23338(14) 0.0134(5) Uani 1 d . . .
H2A H 0.3707 -0.0827 0.2394 0.016 Uiso 1 calc R . .
H2B H 0.3473 0.0723 0.2805 0.016 Uiso 1 calc R . .
C3 C 0.0349(2) 0.1275(3) 0.20682(14) 0.0124(5) Uani 1 d . . .
C4 C 0.1403(2) 0.0528(3) 0.24368(14) 0.0140(5) Uani 1 d . . .
H4A H 0.1615 0.1120 0.2858 0.017 Uiso 1 calc R . .
H4B H 0.1195 -0.0511 0.2587 0.017 Uiso 1 calc R . .
C5 C 0.2200(2) -0.0834(3) 0.14389(14) 0.0142(5) Uani 1 d . . .
H5A H 0.1358 -0.0875 0.1333 0.017 Uiso 1 calc R . .
H5B H 0.2414 -0.1796 0.1673 0.017 Uiso 1 calc R . .
C6 C 0.2878(2) -0.0711(3) 0.07438(14) 0.0136(5) Uani 1 d . . .
H6A H 0.3723 -0.0723 0.0845 0.016 Uiso 1 calc R . .
H6B H 0.2699 -0.1605 0.0450 0.016 Uiso 1 calc R . .
C7 C 0.3449(3) 0.0954(3) -0.02518(16) 0.0201(6) Uani 1 d . . .
H7A H 0.3071 0.0664 -0.0698 0.024 Uiso 1 calc R . .
H7B H 0.4110 0.0254 -0.0177 0.024 Uiso 1 calc R . .
C8 C 0.3937(2) 0.2589(3) -0.03300(14) 0.0137(5) Uani 1 d . . .
C9 C 0.1381(2) 0.0626(3) 0.00205(14) 0.0129(5) Uani 1 d . . .
H9A H 0.0838 0.0205 0.0371 0.016 Uiso 1 calc R . .
H9B H 0.1399 -0.0075 -0.0384 0.016 Uiso 1 calc R . .
C10 C 0.0927(2) 0.2209(3) -0.02269(13) 0.0118(5) Uani 1 d . . .
C11 C 0.7471(2) 0.3261(3) 0.09568(14) 0.0115(5) Uani 1 d . . .
HW31 H 0.302(4) 0.399(6) 0.266(2) 0.040(13) Uiso 1 d . . .
HW32 H 0.197(5) 0.429(7) 0.265(3) 0.066(17) Uiso 1 d . . .
HW21 H 0.423(4) 0.582(6) 0.121(3) 0.053(15) Uiso 1 d . . .
HW22 H 0.397(3) 0.549(5) 0.181(2) 0.027(10) Uiso 1 d . . .
HW11 H 0.078(4) 0.597(5) 0.103(2) 0.029(10) Uiso 1 d . . .
HW12 H 0.104(3) 0.569(4) 0.166(2) 0.017(9) Uiso 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'
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
_geom_angle_publ_flag
O7 Eu O5 71.92(7) . . no
O7 Eu OW2 115.83(7) . . no
O5 Eu OW2 70.23(7) . . no
O7 Eu O1 136.87(7) . . no
O5 Eu O1 73.79(7) . . no
OW2 Eu O1 74.88(7) . . no
O7 Eu O3 74.46(7) . . no
O5 Eu O3 143.30(7) . . no
OW2 Eu O3 140.05(7) . . no
O1 Eu O3 125.74(7) . . no
O7 Eu OW1 69.55(7) . . no
O5 Eu OW1 107.89(7) . . no
OW2 Eu OW1 75.45(8) . . no
O1 Eu OW1 147.52(7) . . no
O3 Eu OW1 72.84(7) . . no
O7 Eu OW3 139.82(7) . . no
O5 Eu OW3 139.08(7) . . no
OW2 Eu OW3 71.36(7) . . no
O1 Eu OW3 83.14(8) . . no
O3 Eu OW3 77.44(7) . . no
OW1 Eu OW3 75.10(7) . . no
O7 Eu N2 66.55(7) . . no
O5 Eu N2 67.74(7) . . no
OW2 Eu N2 134.21(7) . . no
O1 Eu N2 76.75(7) . . no
O3 Eu N2 85.73(7) . . no
OW1 Eu N2 134.85(7) . . no
OW3 Eu N2 138.84(7) . . no
O7 Eu N1 118.40(6) . . no
O5 Eu N1 124.11(7) . . no
OW2 Eu N1 125.63(7) . . no
O1 Eu N1 63.61(6) . . no
O3 Eu N1 62.16(6) . . no
OW1 Eu N1 127.58(7) . . no
OW3 Eu N1 70.31(7) . . no
N2 Eu N1 68.60(8) . . no
O7 Eu C10 19.10(7) . . no
O5 Eu C10 73.56(7) . . no
OW2 Eu C10 131.47(7) . . no
O1 Eu C10 123.70(7) . . no
O3 Eu C10 69.85(7) . . no
OW1 Eu C10 86.33(7) . . no
OW3 Eu C10 145.97(7) . . no
N2 Eu C10 48.70(7) . . no
N1 Eu C10 101.23(7) . . no
C1 O1 Eu 127.18(16) . . no
C3 O3 Eu 125.40(16) . . no
C8 O5 Eu 125.39(17) . . no
C10 O7 Eu 123.31(17) . . no
C2 N1 C5 111.8(2) . . no
C2 N1 C4 111.1(2) . . no
C5 N1 C4 106.9(2) . . no
C2 N1 Eu 109.63(15) . . no
C5 N1 Eu 108.50(15) . . no
C4 N1 Eu 108.73(15) . . no
C9 N2 C6 111.0(2) . . no
C9 N2 C7 108.2(2) . . no
C6 N2 C7 110.0(2) . . no
C9 N2 Eu 104.45(15) . . no
C6 N2 Eu 111.60(15) . . no
C7 N2 Eu 111.38(16) . . no
O2 C1 O1 124.3(2) . . no
O2 C1 C2 117.3(2) . . no
O1 C1 C2 118.3(2) . . no
N1 C2 C1 112.6(2) . . no
O3 C3 O4 123.4(2) . . no
O3 C3 C4 118.6(2) . . no
O4 C3 C4 118.0(2) . . no
N1 C4 C3 109.8(2) . . no
N1 C5 C6 113.8(2) . . no
N2 C6 C5 112.6(2) . . no
N2 C7 C8 115.6(2) . . no
O6 C8 O5 126.0(3) . . no
O6 C8 C7 115.0(2) . . no
O5 C8 C7 118.9(2) . . no
N2 C9 C10 112.0(2) . . no
O8 C10 O7 125.0(3) . . no
O8 C10 C9 118.9(2) . . no
O7 C10 C9 116.1(2) . . no
O8 C10 Eu 162.5(2) . . no
O7 C10 Eu 37.59(12) . . no
C9 C10 Eu 78.47(14) . . no
N13 C11 N11 119.2(2) . . no
N13 C11 N12 121.5(2) . . no
N11 C11 N12 119.2(3) . . no
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
Eu O7 2.383(2) . yes
Eu O5 2.392(2) . yes
Eu OW2 2.435(2) . yes
Eu O1 2.426(2) . yes
Eu O3 2.458(2) . yes
Eu OW1 2.464(2) . yes
Eu OW3 2.528(2) . yes
Eu N2 2.622(2) . yes
Eu N1 2.727(2) . yes
Eu C10 3.264(3) . no
O1 C1 1.262(3) . no
O2 C1 1.258(3) . no
O3 C3 1.266(3) . no
O4 C3 1.262(3) . no
O5 C8 1.271(3) . no
O6 C8 1.240(3) . no
O7 C10 1.278(3) . no
O8 C10 1.240(3) . no
N1 C2 1.478(3) . no
N1 C5 1.487(3) . no
N1 C4 1.480(3) . no
N2 C9 1.479(3) . no
N2 C6 1.495(3) . no
N2 C7 1.487(3) . no
N11 C11 1.333(3) . no
N12 C11 1.335(3) . no
N13 C11 1.331(4) . no
C1 C2 1.525(3) . no
C3 C4 1.517(4) . no
C5 C6 1.514(4) . no
C7 C8 1.524(4) . no
C9 C10 1.532(4) . no
