#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:12:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180416 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/85/7208558.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_7208558
loop_
_publ_author_name
'Ma, Jie'
'Jiang, Fei-Long'
'Chen, Lian'
'Wu, Ming-Yan'
'Zhang, Shu-Quan'
'Xiong, Ke-cai'
'Han, Dong'
'Hong, Mao-Chun'
_publ_section_title
;
 Structure and photoluminescent properties of lanthanide coordination
 polymers based on two isomers of iminodiacetic acid substituted
 isophthalate and terephthalate ligands
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              6055
_journal_paper_doi               10.1039/c2ce25655j
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C14 H17 Eu N2 O9'
_chemical_formula_sum            'C14 H17 Eu N2 O9'
_chemical_formula_weight         509.26
_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                106.576(2)
_cell_angle_beta                 107.444(3)
_cell_angle_gamma                110.660(4)
_cell_formula_units_Z            2
_cell_length_a                   9.6579(16)
_cell_length_b                   10.1549(18)
_cell_length_c                   10.6914(16)
_cell_measurement_reflns_used    2763
_cell_measurement_temperature    293.1500
_cell_measurement_theta_max      27.4835
_cell_measurement_theta_min      2.2211
_cell_volume                     841.4(2)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 1990)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293.1500
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Scxmini CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5398
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.50
_exptl_absorpt_coefficient_mu    3.780
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6223
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2000)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.010
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.504
_refine_diff_density_min         -1.300
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         2908
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0280
_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)+(0.0378P)²+0.0372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0677
_refine_ls_wR_factor_ref         0.0685
_reflns_number_gt                2806
_reflns_number_total             2908
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25655j.txt
_cod_data_source_block           complex1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' 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 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7208558
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 -0.164999(19) 0.060598(19) 0.885460(16) 0.02072(10) Uani 1 1 d .
O1 O 0.1571(4) 0.0710(4) 0.3173(3) 0.0490(9) Uani 1 1 d .
N1 N 0.2578(4) 0.3722(4) 0.9321(4) 0.0294(8) Uani 1 1 d .
C1 C 0.1354(5) 0.1510(5) 0.4136(4) 0.0317(10) Uani 1 1 d .
N2 N 0.6791(5) 0.2979(5) 0.4972(5) 0.0550(12) Uani 1 1 d .
O2 O 0.0547(5) 0.2206(5) 0.3940(4) 0.0563(10) Uani 1 1 d .
C2 C 0.5436(5) 0.0900(5) 0.7854(4) 0.0247(9) Uani 1 1 d .
O3 O 0.5682(3) 0.0079(3) 0.6879(3) 0.0292(6) Uani 1 1 d .
C3 C 0.2220(5) 0.1720(5) 0.5670(4) 0.0277(9) Uani 1 1 d .
O4 O 0.6307(4) 0.1325(4) 0.9170(3) 0.0368(7) Uani 1 1 d .
C4 C 0.3310(5) 0.1116(5) 0.5980(4) 0.0287(9) Uani 1 1 d .
H4 H 0.3472 0.0525 0.5225 0.034 Uiso 1 1 calc R
O5 O -0.0659(4) 0.4568(4) 0.7703(4) 0.0534(10) Uani 1 1 d .
C5 C 0.4160(5) 0.1400(5) 0.7429(4) 0.0250(8) Uani 1 1 d .
O6 O -0.0770(4) 0.2821(4) 0.8538(4) 0.0482(9) Uani 1 1 d .
C6 C 0.3898(5) 0.2241(4) 0.8519(4) 0.0257(8) Uani 1 1 d .
H6 H 0.4470 0.2406 0.9490 0.031 Uiso 1 1 calc R
O7 O 0.1236(3) 0.1127(3) 0.9920(3) 0.0279(6) Uani 1 1 d .
C7 C 0.2811(5) 0.2855(4) 0.8228(4) 0.0249(8) Uani 1 1 d .
O8 O 0.3659(3) 0.2040(3) 1.1707(3) 0.0393(8) Uani 1 1 d .
C8 C 0.1976(5) 0.2567(5) 0.6767(4) 0.0282(9) Uani 1 1 d .
H8 H 0.1229 0.2966 0.6534 0.034 Uiso 1 1 calc R
O9 O -0.0480(4) 0.2294(4) 1.1388(3) 0.0414(8) Uani 1 1 d .
C9 C 0.1895(5) 0.4758(5) 0.9112(4) 0.0296(9) Uani 1 1 d .
H9A H 0.2312 0.5223 0.8517 0.036 Uiso 1 1 calc R
H9B H 0.2318 0.5625 1.0076 0.036 Uiso 1 1 calc R
C10 C 0.0000(5) 0.3982(5) 0.8374(4) 0.0303(9) Uani 1 1 d .
C11 C 0.3264(5) 0.3804(5) 1.0765(4) 0.0266(9) Uani 1 1 d .
H11A H 0.2959 0.4448 1.1401 0.032 Uiso 1 1 calc R
H11B H 0.4485 0.4339 1.1177 0.032 Uiso 1 1 calc R
C12 C 0.2691(5) 0.2230(5) 1.0792(4) 0.0237(9) Uani 1 1 d .
C13 C 0.6037(7) 0.3998(7) 0.5198(6) 0.0613(15) Uani 1 1 d .
H13A H 0.6893 0.5096 0.5657 0.092 Uiso 1 1 calc R
H13B H 0.5512 0.3819 0.5832 0.092 Uiso 1 1 calc R
H13C H 0.5202 0.3761 0.4255 0.092 Uiso 1 1 calc R
C14 C 0.7648(8) 0.3186(8) 0.4064(8) 0.091(2) Uani 1 1 d .
H14A H 0.6842 0.2844 0.3069 0.136 Uiso 1 1 calc R
H14B H 0.8222 0.2559 0.4047 0.136 Uiso 1 1 calc R
H14C H 0.8454 0.4293 0.4469 0.136 Uiso 1 1 calc R
H9D H -0.0170 0.3297 1.1741 0.070(19) Uiso 1 1 d R
H9C H -0.0276 0.2109 1.2138 0.074(19) Uiso 1 1 d R
H1 H 0.6042 0.1987 0.4520 0.15(3) Uiso 1 1 d R
H13 H 0.7370 0.3137 0.5858 0.063(18) Uiso 1 1 d R
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'
Eu Eu -0.1578 3.6682 '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'
H H 0.0000 0.0000 '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 O6 90.51(14) 2_556 .
O1 Eu1 O9 154.54(13) 2_556 .
O6 Eu1 O9 86.40(12) . .
O1 Eu1 O4 130.67(11) 2_556 1_455
O6 Eu1 O4 81.95(12) . 1_455
O9 Eu1 O4 73.90(11) . 1_455
O1 Eu1 O8 82.02(12) 2_556 2_557
O6 Eu1 O8 155.05(11) . 2_557
O9 Eu1 O8 110.24(11) . 2_557
O4 Eu1 O8 84.99(11) 1_455 2_557
O1 Eu1 O7 80.76(11) 2_556 .
O6 Eu1 O7 88.81(10) . .
O9 Eu1 O7 73.91(11) . .
O4 Eu1 O7 146.96(10) 1_455 .
O8 Eu1 O7 113.17(9) 2_557 .
O1 Eu1 O7 95.86(11) 2_556 2_557
O6 Eu1 O7 153.20(11) . 2_557
O9 Eu1 O7 76.71(10) . 2_557
O4 Eu1 O7 112.32(10) 1_455 2_557
O8 Eu1 O7 51.71(9) 2_557 2_557
O7 Eu1 O7 66.72(10) . 2_557
O1 Eu1 O3 78.55(10) 2_556 1_455
O6 Eu1 O3 78.98(11) . 1_455
O9 Eu1 O3 125.34(10) . 1_455
O4 Eu1 O3 52.13(9) 1_455 1_455
O8 Eu1 O3 76.22(9) 2_557 1_455
O7 Eu1 O3 155.79(9) . 1_455
O7 Eu1 O3 127.79(9) 2_557 1_455
O1 Eu1 C2 105.06(12) 2_556 1_455
O6 Eu1 C2 76.71(12) . 1_455
O9 Eu1 C2 98.81(12) . 1_455
O4 Eu1 C2 25.78(10) 1_455 1_455
O8 Eu1 C2 82.29(11) 2_557 1_455
O7 Eu1 C2 164.31(11) . 1_455
O7 Eu1 C2 125.94(10) 2_557 1_455
O3 Eu1 C2 26.61(10) 1_455 1_455
O1 Eu1 C12 87.69(12) 2_556 2_557
O6 Eu1 C12 177.85(11) . 2_557
O9 Eu1 C12 94.72(11) . 2_557
O4 Eu1 C12 100.12(11) 1_455 2_557
O8 Eu1 C12 25.58(10) 2_557 2_557
O7 Eu1 C12 89.74(10) . 2_557
O7 Eu1 C12 26.17(10) 2_557 2_557
O3 Eu1 C12 101.80(10) 1_455 2_557
C2 Eu1 C12 104.89(11) 1_455 2_557
O1 Eu1 Eu1 88.14(8) 2_556 2_557
O6 Eu1 Eu1 122.07(8) . 2_557
O9 Eu1 Eu1 72.36(8) . 2_557
O4 Eu1 Eu1 136.44(7) 1_455 2_557
O8 Eu1 Eu1 81.64(7) 2_557 2_557
O7 Eu1 Eu1 33.98(6) . 2_557
O7 Eu1 Eu1 32.74(6) 2_557 2_557
O3 Eu1 Eu1 155.48(6) 1_455 2_557
C2 Eu1 Eu1 157.51(8) 1_455 2_557
C12 Eu1 Eu1 56.72(8) 2_557 2_557
C1 O1 Eu1 168.6(3) . 2_556
C7 N1 C11 119.5(3) . .
C7 N1 C9 120.5(3) . .
C11 N1 C9 119.2(3) . .
O2 C1 O1 124.5(4) . .
O2 C1 C3 117.9(4) . .
O1 C1 C3 117.5(4) . .
C14 N2 C13 113.8(5) . .
C14 N2 H1 105.1 . .
C13 N2 H1 111.3 . .
C14 N2 H13 117.6 . .
C13 N2 H13 103.5 . .
H1 N2 H13 105.2 . .
O4 C2 O3 119.7(4) . .
O4 C2 C5 120.1(4) . .
O3 C2 C5 120.2(4) . .
O4 C2 Eu1 57.1(2) . 1_655
O3 C2 Eu1 63.5(2) . 1_655
C5 C2 Eu1 168.0(3) . 1_655
C2 O3 Eu1 89.9(2) . 1_655
C8 C3 C4 120.5(4) . .
C8 C3 C1 119.3(4) . .
C4 C3 C1 120.1(4) . .
C2 O4 Eu1 97.1(2) . 1_655
C3 C4 C5 118.8(4) . .
C3 C4 H4 120.6 . .
C5 C4 H4 120.6 . .
C6 C5 C4 120.3(4) . .
C6 C5 C2 118.1(3) . .
C4 C5 C2 121.5(4) . .
C10 O6 Eu1 166.2(3) . .
C5 C6 C7 121.7(4) . .
C5 C6 H6 119.1 . .
C7 C6 H6 119.1 . .
C12 O7 Eu1 141.5(3) . .
C12 O7 Eu1 91.6(2) . 2_557
Eu1 O7 Eu1 113.28(10) . 2_557
N1 C7 C6 121.6(3) . .
N1 C7 C8 121.2(4) . .
C6 C7 C8 117.2(4) . .
C12 O8 Eu1 96.1(2) . 2_557
C3 C8 C7 121.5(4) . .
C3 C8 H8 119.3 . .
C7 C8 H8 119.3 . .
Eu1 O9 H9D 124.2 . .
Eu1 O9 H9C 131.3 . .
H9D O9 H9C 104.5 . .
N1 C9 C10 115.3(3) . .
N1 C9 H9A 108.4 . .
C10 C9 H9A 108.4 . .
N1 C9 H9B 108.4 . .
C10 C9 H9B 108.4 . .
H9A C9 H9B 107.5 . .
O5 C10 O6 124.2(4) . .
O5 C10 C9 118.4(4) . .
O6 C10 C9 117.3(4) . .
N1 C11 C12 114.0(3) . .
N1 C11 H11A 108.8 . .
C12 C11 H11A 108.8 . .
N1 C11 H11B 108.8 . .
C12 C11 H11B 108.8 . .
H11A C11 H11B 107.7 . .
O8 C12 O7 120.4(4) . .
O8 C12 C11 119.0(3) . .
O7 C12 C11 120.6(4) . .
O8 C12 Eu1 58.3(2) . 2_557
O7 C12 Eu1 62.3(2) . 2_557
C11 C12 Eu1 174.1(3) . 2_557
N2 C13 H13A 109.5 . .
N2 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
N2 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
N2 C14 H14A 109.5 . .
N2 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
N2 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O1 2.239(3) 2_556
Eu1 O6 2.270(3) .
Eu1 O9 2.388(3) .
Eu1 O4 2.411(3) 1_455
Eu1 O8 2.459(3) 2_557
Eu1 O7 2.461(3) .
Eu1 O7 2.544(3) 2_557
Eu1 O3 2.551(3) 1_455
Eu1 C2 2.850(4) 1_455
Eu1 C12 2.873(4) 2_557
Eu1 Eu1 4.1807(5) 2_557
O1 C1 1.239(5) .
O1 Eu1 2.239(3) 2_556
N1 C7 1.379(5) .
N1 C11 1.450(5) .
N1 C9 1.459(5) .
C1 O2 1.235(5) .
C1 C3 1.513(5) .
N2 C14 1.465(8) .
N2 C13 1.468(7) .
N2 H1 0.8778 .
N2 H13 0.8769 .
C2 O4 1.249(5) .
C2 O3 1.277(5) .
C2 C5 1.490(6) .
C2 Eu1 2.850(4) 1_655
O3 Eu1 2.551(3) 1_655
C3 C8 1.380(6) .
C3 C4 1.399(6) .
O4 Eu1 2.411(3) 1_655
C4 C5 1.404(5) .
C4 H4 0.9500 .
O5 C10 1.229(5) .
C5 C6 1.382(5) .
O6 C10 1.246(5) .
C6 C7 1.403(6) .
C6 H6 0.9500 .
O7 C12 1.268(5) .
O7 Eu1 2.544(3) 2_557
C7 C8 1.412(5) .
O8 C12 1.248(5) .
O8 Eu1 2.459(3) 2_557
C8 H8 0.9500 .
O9 H9D 0.8765 .
O9 H9C 0.8563 .
C9 C10 1.534(6) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C11 C12 1.507(5) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 Eu1 2.873(4) 2_557
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
