#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:15:50 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180384 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/53/7205381.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_7205381
loop_
_publ_author_name
'Karmakar, Anirban'
'Goldberg, Israel'
_publ_section_title
;
 Coordination polymers of flexible tetracarboxylic acids with metal
 ions. I. Synthesis of CH2- and (CH2)2-spaced bis(oxy)isophthalic acid
 ligands, and structural characterization of their polymeric adducts
 with lanthanoid ions
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              339
_journal_paper_doi               10.1039/c0ce00474j
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C17 H13 Eu O12, 3(H2 O)'
_chemical_formula_sum            'C17 H19 Eu O15'
_chemical_formula_weight         615.28
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.6300(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.8422(3)
_cell_length_b                   20.2605(3)
_cell_length_c                   7.22730(10)
_cell_measurement_reflns_used    4826
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.87
_cell_measurement_theta_min      2.01
_cell_volume                     2112.12(6)
_computing_cell_refinement       Denzo
_computing_data_collection       'Collect, Nonius B.V.'
_computing_data_reduction        'Denzo & Scalepack'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 12.8
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '1 deg. φ and ω 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  0.0410
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            18767
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         2.01
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.048
_exptl_absorpt_correction_T_max  0.8625
_exptl_absorpt_correction_T_min  0.5808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.935
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.448
_refine_diff_density_min         -1.449
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.913
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4992
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.913
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0329
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0831P)²+2.4905P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0858
_refine_ls_wR_factor_ref         0.0953
_reflns_number_gt                4076
_reflns_number_total             4992
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00474J.TXT
_cod_data_source_block           7
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7205381
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu Eu 0.864849(12) 0.141278(8) 0.19196(2) 0.01043(8) Uani 1 1 d . . .
O1 O 0.70856(19) 0.12725(13) 0.2539(4) 0.0159(5) Uani 1 1 d . . .
O2 O 0.74590(18) 0.22706(12) 0.1787(3) 0.0143(5) Uani 1 1 d . . .
C3 C 0.6879(2) 0.18816(17) 0.2233(5) 0.0123(7) Uani 1 1 d . . .
C4 C 0.5958(3) 0.21324(18) 0.2400(5) 0.0142(7) Uani 1 1 d . . .
C5 C 0.5803(3) 0.28117(18) 0.2359(5) 0.0142(7) Uani 1 1 d . . .
H5 H 0.6271 0.3109 0.2181 0.017 Uiso 1 1 calc R . .
C6 C 0.4948(3) 0.30501(19) 0.2584(5) 0.0155(7) Uani 1 1 d . . .
C7 C 0.4819(3) 0.3776(2) 0.2651(5) 0.0181(8) Uani 1 1 d . . .
O8 O 0.4016(2) 0.39465(15) 0.2972(5) 0.0272(7) Uani 1 1 d . . .
H8 H 0.4007 0.4356 0.3143 0.041 Uiso 1 1 calc R . .
O9 O 0.5414(2) 0.41759(14) 0.2479(4) 0.0245(6) Uani 1 1 d . . .
C10 C 0.4251(3) 0.26199(19) 0.2775(5) 0.0154(7) Uani 1 1 d . . .
H10 H 0.3673 0.2786 0.2916 0.018 Uiso 1 1 calc R . .
C11 C 0.4404(3) 0.19408(19) 0.2760(5) 0.0158(7) Uani 1 1 d . . .
C12 C 0.5257(3) 0.16962(19) 0.2601(5) 0.0161(7) Uani 1 1 d . . .
H12 H 0.5364 0.1234 0.2629 0.019 Uiso 1 1 calc R . .
O13 O 0.37549(19) 0.14758(12) 0.2940(4) 0.0174(6) Uani 1 1 d . . .
C14 C 0.2886(3) 0.1711(2) 0.3195(5) 0.0191(8) Uani 1 1 d . . .
H14A H 0.2996 0.2005 0.4320 0.023 Uiso 1 1 calc R . .
H14B H 0.2513 0.1331 0.3449 0.023 Uiso 1 1 calc R . .
O15 O 0.23791(18) 0.20595(13) 0.1586(4) 0.0174(6) Uani 1 1 d . . .
C16 C 0.1853(3) 0.16997(19) 0.0092(5) 0.0152(7) Uani 1 1 d . . .
C17 C 0.2006(3) 0.10375(18) -0.0211(5) 0.0136(7) Uani 1 1 d . . .
H17 H 0.2507 0.0809 0.0596 0.016 Uiso 1 1 calc R . .
C18 C 0.1410(2) 0.07112(19) -0.1726(5) 0.0131(7) Uani 1 1 d . . .
C19 C 0.1506(3) -0.00243(18) -0.1907(5) 0.0129(7) Uani 1 1 d . . .
O20 O 0.11676(19) -0.03153(13) -0.3471(4) 0.0165(6) Uani 1 1 d . . .
O21 O 0.1905(2) -0.03476(13) -0.0445(4) 0.0203(6) Uani 1 1 d . . .
C22 C 0.0678(3) 0.10404(18) -0.2916(5) 0.0143(7) Uani 1 1 d . . .
H22 H 0.0287 0.0816 -0.3956 0.017 Uiso 1 1 calc R . .
C23 C 0.0521(2) 0.17055(18) -0.2571(5) 0.0123(7) Uani 1 1 d . . .
C24 C -0.0324(3) 0.20547(17) -0.3709(5) 0.0128(7) Uani 1 1 d . . .
O25 O -0.04515(19) 0.26470(13) -0.3320(4) 0.0178(6) Uani 1 1 d . . .
O26 O -0.08694(19) 0.17245(13) -0.4968(4) 0.0165(5) Uani 1 1 d . . .
C27 C 0.1113(3) 0.20345(19) -0.1072(5) 0.0156(7) Uani 1 1 d . . .
H27 H 0.1013 0.2487 -0.0845 0.019 Uiso 1 1 calc R . .
O28 O 0.8151(2) 0.15779(14) -0.1403(4) 0.0191(6) Uani 1 1 d . . .
H28A H 0.7898 0.1314 -0.2334 0.029 Uiso 1 1 d R . .
H28B H 0.8025 0.2059 -0.1984 0.029 Uiso 1 1 d R . .
O29 O 1.0046(3) 0.0984(2) 0.1348(7) 0.0421(15) Uani 1 1 d . . .
H29A H 1.0452 0.0699 0.1874 0.050 Uiso 1 1 d R . .
H29B H 0.9518 0.0794 0.1050 0.050 Uiso 1 1 d R . .
O30 O 0.3985(2) -0.01551(15) 0.9009(4) 0.0275(7) Uani 1 1 d . . .
H30A H 0.3642 -0.0512 0.8501 0.041 Uiso 1 1 d R . .
H30B H 0.4184 -0.0374 1.0106 0.041 Uiso 1 1 d R . .
O31 O 0.29002(19) -0.07023(14) 1.3827(4) 0.0227(6) Uani 1 1 d . . .
H31A H 0.2900 -0.0862 1.4922 0.034 Uiso 1 1 d R . .
H31B H 0.3397 -0.0732 1.3433 0.034 Uiso 1 1 d R . .
O32 O 0.1030(5) -0.0050(5) 1.2645(10) 0.0284(19) Uani 0.50 1 d P A 1
O32A O 0.1382(4) 0.0285(3) 1.3202(8) 0.0216(14) Uani 0.50 1 d P A 1
H32A H 0.1039 -0.0076 1.3775 0.042 Uiso 1 1 d R A 1
H32B H 0.1534 -0.0034 1.2463 0.042 Uiso 1 1 d R A 1
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'
Er Er -0.2586 4.9576 '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'
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
O26 Eu O25 78.30(9) 1_656 4_666 ?
O26 Eu O28 155.80(10) 1_656 . ?
O25 Eu O28 81.82(9) 4_666 . ?
O26 Eu O29 100.89(15) 1_656 . ?
O25 Eu O29 75.47(12) 4_666 . ?
O28 Eu O29 87.22(14) . . ?
O26 Eu O21 131.64(9) 1_656 3_655 ?
O25 Eu O21 144.52(9) 4_666 3_655 ?
O28 Eu O21 72.04(9) . 3_655 ?
O29 Eu O21 79.61(14) . 3_655 ?
O26 Eu O2 84.17(9) 1_656 . ?
O25 Eu O2 80.81(9) 4_666 . ?
O28 Eu O2 79.12(9) . . ?
O29 Eu O2 154.08(11) . . ?
O21 Eu O2 116.04(9) 3_655 . ?
O26 Eu O1 86.74(9) 1_656 . ?
O25 Eu O1 132.56(9) 4_666 . ?
O28 Eu O1 96.79(10) . . ?
O29 Eu O1 151.95(12) . . ?
O21 Eu O1 75.34(9) 3_655 . ?
O2 Eu O1 52.81(8) . . ?
O26 Eu O20 80.03(9) 1_656 3_655 ?
O25 Eu O20 139.05(9) 4_666 3_655 ?
O28 Eu O20 124.18(9) . 3_655 ?
O29 Eu O20 75.08(11) . 3_655 ?
O21 Eu O20 53.02(9) 3_655 3_655 ?
O2 Eu O20 130.75(9) . 3_655 ?
O1 Eu O20 79.83(9) . 3_655 ?
O26 Eu C19 106.58(9) 1_656 3_655 ?
O25 Eu C19 148.50(10) 4_666 3_655 ?
O28 Eu C19 97.59(10) . 3_655 ?
O29 Eu C19 73.04(13) . 3_655 ?
O21 Eu C19 26.60(9) 3_655 3_655 ?
O2 Eu C19 130.26(9) . 3_655 ?
O1 Eu C19 78.91(10) . 3_655 ?
O20 Eu C19 26.70(9) 3_655 3_655 ?
O26 Eu C3 84.85(9) 1_656 . ?
O25 Eu C3 106.57(10) 4_666 . ?
O28 Eu C3 87.75(10) . . ?
O29 Eu C3 174.23(15) . . ?
O21 Eu C3 96.15(10) 3_655 . ?
O2 Eu C3 26.22(9) . . ?
O1 Eu C3 26.59(9) . . ?
O20 Eu C3 105.57(10) 3_655 . ?
C19 Eu C3 104.87(10) 3_655 . ?
O26 Eu H29B 114.0 1_656 . ?
O25 Eu H29B 93.7 4_666 . ?
O28 Eu H29B 80.8 . . ?
O29 Eu H29B 20.3 . . ?
O21 Eu H29B 59.3 3_655 . ?
O2 Eu H29B 159.7 . . ?
O1 Eu H29B 133.2 . . ?
O20 Eu H29B 64.5 3_655 . ?
C19 Eu H29B 55.5 3_655 . ?
C3 Eu H29B 155.1 . . ?
C3 O1 Eu 93.1(2) . . ?
C3 O2 Eu 94.3(2) . . ?
O2 C3 O1 119.7(3) . . ?
O2 C3 C4 120.1(3) . . ?
O1 C3 C4 120.2(3) . . ?
O2 C3 Eu 59.46(19) . . ?
O1 C3 Eu 60.28(19) . . ?
C4 C3 Eu 179.5(3) . . ?
C5 C4 C12 120.2(3) . . ?
C5 C4 C3 119.0(3) . . ?
C12 C4 C3 120.8(3) . . ?
C4 C5 C6 119.1(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C10 C6 C5 120.8(4) . . ?
C10 C6 C7 121.0(3) . . ?
C5 C6 C7 118.1(3) . . ?
O9 C7 O8 123.4(4) . . ?
O9 C7 C6 123.3(4) . . ?
O8 C7 C6 113.3(4) . . ?
C7 O8 H8 109.5 . . ?
C6 C10 C11 119.6(4) . . ?
C6 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
O13 C11 C12 115.8(3) . . ?
O13 C11 C10 123.8(3) . . ?
C12 C11 C10 120.4(4) . . ?
C11 C12 C4 119.8(4) . . ?
C11 C12 H12 120.1 . . ?
C4 C12 H12 120.1 . . ?
C11 O13 C14 117.3(3) . . ?
O13 C14 O15 112.4(3) . . ?
O13 C14 H14A 109.1 . . ?
O15 C14 H14A 109.1 . . ?
O13 C14 H14B 109.1 . . ?
O15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C16 O15 C14 118.1(3) . . ?
O15 C16 C17 123.3(3) . . ?
O15 C16 C27 115.8(3) . . ?
C17 C16 C27 120.8(3) . . ?
C16 C17 C18 118.9(3) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C22 C18 C17 121.1(3) . . ?
C22 C18 C19 119.9(3) . . ?
C17 C18 C19 118.7(3) . . ?
O20 C19 O21 120.8(3) . . ?
O20 C19 C18 120.8(3) . . ?
O21 C19 C18 118.4(3) . . ?
O20 C19 Eu 61.26(19) . 3_655 ?
O21 C19 Eu 60.55(19) . 3_655 ?
C18 C19 Eu 167.8(2) . 3_655 ?
C19 O20 Eu 92.0(2) . 3_655 ?
C19 O21 Eu 92.9(2) . 3_655 ?
C18 C22 C23 119.5(3) . . ?
C18 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C27 C23 C22 119.8(3) . . ?
C27 C23 C24 119.5(3) . . ?
C22 C23 C24 120.6(3) . . ?
O25 C24 O26 124.4(3) . . ?
O25 C24 C23 118.5(3) . . ?
O26 C24 C23 117.1(3) . . ?
C24 O25 Eu 154.9(3) . 4_465 ?
C24 O26 Eu 149.1(2) . 1_454 ?
C23 C27 C16 120.0(3) . . ?
C23 C27 H27 120.0 . . ?
C16 C27 H27 120.0 . . ?
Eu O28 H28A 132.2 . . ?
Eu O28 H28B 121.1 . . ?
H28A O28 H28B 104.7 . . ?
Eu O29 H29A 136.2 . . ?
Eu O29 H29B 54.7 . . ?
H29A O29 H29B 108.4 . . ?
H30A O30 H30B 90.1 . . ?
H31A O31 H31B 118.1 . . ?
H32A O32 H32B 112.2 . . ?
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 O26 2.283(2) 1_656 ?
Eu O25 2.356(3) 4_666 ?
Eu O28 2.364(3) . ?
Eu O29 2.372(3) . ?
Eu O21 2.461(3) 3_655 ?
Eu O2 2.463(3) . ?
Eu O1 2.480(3) . ?
Eu O20 2.476(3) 3_655 ?
Eu C19 2.822(4) 3_655 ?
Eu C3 2.852(4) . ?
Eu H29B 2.0035 . ?
O1 C3 1.278(4) . ?
O2 C3 1.264(4) . ?
C3 C4 1.490(5) . ?
C4 C5 1.394(5) . ?
C4 C12 1.398(5) . ?
C5 C6 1.403(5) . ?
C5 H5 0.9500 . ?
C6 C10 1.384(6) . ?
C6 C7 1.486(5) . ?
C7 O9 1.226(5) . ?
C7 O8 1.312(5) . ?
O8 H8 0.8400 . ?
C10 C11 1.395(5) . ?
C10 H10 0.9500 . ?
C11 O13 1.376(5) . ?
C11 C12 1.389(5) . ?
C12 H12 0.9500 . ?
O13 C14 1.427(5) . ?
C14 O15 1.416(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
O15 C16 1.382(4) . ?
C16 C17 1.387(5) . ?
C16 C27 1.391(5) . ?
C17 C18 1.401(5) . ?
C17 H17 0.9500 . ?
C18 C22 1.387(5) . ?
C18 C19 1.506(5) . ?
C19 O20 1.269(4) . ?
C19 O21 1.265(4) . ?
C19 Eu 2.822(4) 3_655 ?
O20 Eu 2.476(3) 3_655 ?
O21 Eu 2.461(3) 3_655 ?
C22 C23 1.400(5) . ?
C22 H22 0.9500 . ?
C23 C27 1.394(5) . ?
C23 C24 1.504(5) . ?
C24 O25 1.257(4) . ?
C24 O26 1.258(4) . ?
O25 Eu 2.356(3) 4_465 ?
O26 Eu 2.283(2) 1_454 ?
C27 H27 0.9500 . ?
O28 H28A 0.8727 . ?
O28 H28B 1.0600 . ?
O29 H29A 0.8574 . ?
O29 H29B 0.8529 . ?
O30 H30A 0.9097 . ?
O30 H30B 0.8954 . ?
O31 H31A 0.8549 . ?
O31 H31B 0.8530 . ?
O32 O32A 0.893(10) . ?
O32 H32A 0.8149 . ?
O32 H32B 0.7902 . ?
O32A H32A 1.0331 . ?
O32A H32B 0.9013 . ?
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
O8 H8 O30 0.84 1.74 2.564(4) 167 4_565
O28 H28A O31 0.87 1.87 2.713(4) 162 3_656
O28 H28B O2 1.06 1.73 2.753(4) 161 4_565
O29 H29A O32A 0.86 1.70 2.546(7) 167 1_654
O29 H29B O21 0.85 2.24 3.095(5) 175 3_655
O30 H30A O1 0.91 1.93 2.840(4) 179 3_656
O30 H30B O9 0.90 1.94 2.830(4) 178 2_646
O31 H31A O1 0.85 2.01 2.865(4) 178 3_657
O31 H31B O9 0.85 2.03 2.885(4) 179 2_646
O32 H32B O21 0.79 2.38 2.899(7) 124 1_556
O32 H32A O20 0.81 2.01 2.817(7) 169 1_557
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 O13 O15 C16 123.3(3) . . . . ?
