#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:37:18 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179453 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/50/4335039.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_4335039
loop_
_publ_author_name
'Jin-Ji Wu'
'Yu-Xin Ye'
'Ying-Yu Qiu'
'Zheng-Ping Qiao'
'Man-Li Cao'
'Bao-Hui Ye'
_publ_section_title
;
 Solvent-Mediated Crystal-to-Crystal Interconversion between Discrete
 Lanthanide Complexes and One-Dimensional Coordination Polymers and
 Selective Sensing for Small Molecules
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6450
_journal_page_last               6456
_journal_paper_doi               10.1021/ic400340y
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C17 H22 Eu N5 O9'
_chemical_formula_weight         592.36
_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                81.7780(10)
_cell_angle_beta                 85.1860(10)
_cell_angle_gamma                87.5320(10)
_cell_formula_units_Z            2
_cell_length_a                   8.4942(5)
_cell_length_b                   9.8122(6)
_cell_length_c                   12.9285(8)
_cell_measurement_reflns_used    3622
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.60
_cell_volume                     1062.18(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0187
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7461
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.60
_diffrn_standards_decay_%        negligible
_exptl_absorpt_coefficient_mu    3.013
_exptl_absorpt_correction_T_max  0.8399
_exptl_absorpt_correction_T_min  0.7946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.852
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.438
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3622
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.162
_refine_ls_R_factor_all          0.0235
_refine_ls_R_factor_gt           0.0221
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0270P)²+1.2385P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0579
_refine_ls_wR_factor_ref         0.0599
_reflns_number_gt                3434
_reflns_number_total             3622
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic400340y_si_001.cif
_cod_data_source_block           2
_cod_database_code               4335039
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 0.751990(18) 0.246808(17) 0.729193(12) 0.01284(7) Uani 1 1 d .
O4 O 0.8375(3) 0.0240(3) 0.83230(19) 0.0222(6) Uani 1 1 d .
N1 N 1.6346(3) 0.4592(3) 0.8092(2) 0.0143(6) Uani 1 1 d .
O2 O 0.8432(3) 0.4574(3) 0.61046(18) 0.0183(5) Uani 1 1 d .
O6 O 0.9511(3) 0.1508(3) 0.61017(18) 0.0176(5) Uani 1 1 d .
H6C H 1.0317 0.1590 0.6433 0.026 Uiso 1 1 d R
H6B H 0.9901 0.1841 0.5496 0.026 Uiso 1 1 d R
O3 O 0.6506(3) 0.3417(3) 0.56422(18) 0.0188(5) Uani 1 1 d .
C14 C 0.7450(4) 0.4402(4) 0.5453(3) 0.0171(8) Uani 1 1 d .
N2 N 1.4536(3) 0.2609(3) 0.7646(2) 0.0128(6) Uani 1 1 d .
N5 N 1.5948(3) 0.0521(3) 0.6754(2) 0.0160(6) Uani 1 1 d .
C16 C 0.7767(4) 0.0594(4) 0.9175(3) 0.0181(8) Uani 1 1 d .
O1 O 0.9863(3) 0.3040(3) 0.79736(19) 0.0182(5) Uani 1 1 d .
N3 N 1.2237(3) 0.3803(3) 0.8256(2) 0.0162(6) Uani 1 1 d .
O5 O 0.7076(3) 0.1745(3) 0.9194(2) 0.0287(6) Uani 1 1 d .
C1 C 1.7274(4) 0.5582(4) 0.8289(3) 0.0180(8) Uani 1 1 d .
H1A H 1.8378 0.5500 0.8109 0.022 Uiso 1 1 calc R
N4 N 1.2014(3) 0.1859(3) 0.7359(2) 0.0150(6) Uani 1 1 d .
C5 C 1.4783(4) 0.4722(4) 0.8358(3) 0.0134(7) Uani 1 1 d .
C8 C 1.3586(4) 0.1734(4) 0.7307(2) 0.0136(7) Uani 1 1 d .
C7 C 1.1340(4) 0.2903(4) 0.7865(3) 0.0151(7) Uani 1 1 d .
C9 C 1.4346(4) 0.0552(4) 0.6842(2) 0.0135(7) Uani 1 1 d .
C6 C 1.3788(4) 0.3637(4) 0.8086(2) 0.0136(7) Uani 1 1 d .
C15 C 0.7390(5) 0.5359(4) 0.4446(3) 0.0231(8) Uani 1 1 d .
H15A H 0.6355 0.5839 0.4427 0.035 Uiso 1 1 calc R
H15B H 0.7557 0.4830 0.3856 0.035 Uiso 1 1 calc R
H15C H 0.8220 0.6034 0.4396 0.035 Uiso 1 1 calc R
C12 C 1.5891(5) -0.1594(4) 0.6036(3) 0.0246(8) Uani 1 1 d .
H12A H 1.6461 -0.2330 0.5757 0.030 Uiso 1 1 calc R
C17 C 0.7868(5) -0.0363(4) 1.0180(3) 0.0294(9) Uani 1 1 d .
H17A H 0.6843 -0.0784 1.0387 0.044 Uiso 1 1 calc R
H17B H 0.8150 0.0154 1.0729 0.044 Uiso 1 1 calc R
H17C H 0.8678 -0.1085 1.0082 0.044 Uiso 1 1 calc R
C10 C 1.3472(4) -0.0472(4) 0.6553(3) 0.0195(8) Uani 1 1 d .
H10A H 1.2351 -0.0432 0.6644 0.023 Uiso 1 1 calc R
C4 C 1.4121(4) 0.5822(4) 0.8819(3) 0.0213(8) Uani 1 1 d .
H4A H 1.3015 0.5883 0.8998 0.026 Uiso 1 1 calc R
C2 C 1.6699(4) 0.6714(4) 0.8740(3) 0.0219(8) Uani 1 1 d .
H2A H 1.7393 0.7399 0.8860 0.026 Uiso 1 1 calc R
C3 C 1.5099(4) 0.6834(4) 0.9015(3) 0.0242(8) Uani 1 1 d .
H3A H 1.4676 0.7598 0.9334 0.029 Uiso 1 1 calc R
C11 C 1.4255(5) -0.1554(4) 0.6129(3) 0.0252(9) Uani 1 1 d .
H11A H 1.3681 -0.2255 0.5906 0.030 Uiso 1 1 calc R
C13 C 1.6683(4) -0.0545(4) 0.6356(3) 0.0207(8) Uani 1 1 d .
H13A H 1.7806 -0.0582 0.6289 0.025 Uiso 1 1 calc R
O7 O 1.0298(3) -0.1973(3) 0.7790(2) 0.0275(6) Uani 1 1 d .
H7B H 1.0685 -0.2430 0.8324 0.041 Uiso 1 1 d R
H7C H 0.9946 -0.1221 0.7990 0.041 Uiso 1 1 d R
O9 O 1.0136(3) 0.2832(3) 0.4139(2) 0.0275(6) Uani 1 1 d .
H9B H 1.0390 0.3670 0.3991 0.041 Uiso 1 1 d R
H9C H 0.9817 0.2621 0.3578 0.041 Uiso 1 1 d R
O8 O 0.0452(3) 0.6490(3) 0.9842(2) 0.0366(7) Uani 1 1 d .
H8B H -0.0270 0.6077 1.0248 0.055 Uiso 1 1 d R
H8C H 0.0993 0.6703 1.0316 0.055 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'
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
O1 Eu1 O3 127.65(8) . .
O1 Eu1 O6 79.34(8) . .
O3 Eu1 O6 80.80(8) . .
O1 Eu1 O5 75.68(9) . .
O3 Eu1 O5 149.78(9) . .
O6 Eu1 O5 126.41(8) . .
O1 Eu1 O2 75.48(8) . .
O3 Eu1 O2 53.13(8) . .
O6 Eu1 O2 77.92(8) . .
O5 Eu1 O2 136.93(9) . .
O1 Eu1 O4 77.01(8) . .
O3 Eu1 O4 142.15(8) . .
O6 Eu1 O4 76.32(8) . .
O5 Eu1 O4 52.30(8) . .
O2 Eu1 O4 145.15(8) . .
O1 Eu1 N2 141.11(9) . 1_455
O3 Eu1 N2 74.20(8) . 1_455
O6 Eu1 N2 139.44(8) . 1_455
O5 Eu1 N2 75.91(9) . 1_455
O2 Eu1 N2 109.67(8) . 1_455
O4 Eu1 N2 105.16(9) . 1_455
O1 Eu1 N5 145.83(9) . 1_455
O3 Eu1 N5 74.65(9) . 1_455
O6 Eu1 N5 79.81(8) . 1_455
O5 Eu1 N5 95.72(9) . 1_455
O2 Eu1 N5 125.55(8) . 1_455
O4 Eu1 N5 71.93(9) . 1_455
N2 Eu1 N5 63.17(9) 1_455 1_455
O1 Eu1 N1 83.46(8) . 1_455
O3 Eu1 N1 89.25(8) . 1_455
O6 Eu1 N1 148.46(8) . 1_455
O5 Eu1 N1 73.30(9) . 1_455
O2 Eu1 N1 72.24(8) . 1_455
O4 Eu1 N1 125.06(8) . 1_455
N2 Eu1 N1 63.22(9) 1_455 1_455
N5 Eu1 N1 126.34(9) 1_455 1_455
O1 Eu1 C14 101.58(9) . .
O3 Eu1 C14 26.51(9) . .
O6 Eu1 C14 77.58(9) . .
O5 Eu1 C14 153.57(10) . .
O2 Eu1 C14 26.63(9) . .
O4 Eu1 C14 153.66(9) . .
N2 Eu1 C14 92.40(9) 1_455 .
N5 Eu1 C14 99.99(10) 1_455 .
N1 Eu1 C14 80.27(9) 1_455 .
O1 Eu1 C16 74.82(9) . .
O3 Eu1 C16 157.06(9) . .
O6 Eu1 C16 101.66(9) . .
O5 Eu1 C16 25.97(10) . .
O2 Eu1 C16 149.81(9) . .
O4 Eu1 C16 26.33(9) . .
N2 Eu1 C16 90.42(9) 1_455 .
N5 Eu1 C16 83.29(10) 1_455 .
N1 Eu1 C16 99.04(10) 1_455 .
C14 Eu1 C16 176.40(10) . .
C16 O4 Eu1 92.2(2) . .
C1 N1 C5 117.7(3) . .
C1 N1 Eu1 121.2(2) . 1_655
C5 N1 Eu1 121.1(2) . 1_655
C14 O2 Eu1 91.1(2) . .
C14 O3 Eu1 95.1(2) . .
O3 C14 O2 120.6(3) . .
O3 C14 C15 118.9(3) . .
O2 C14 C15 120.4(3) . .
O3 C14 Eu1 58.36(18) . .
O2 C14 Eu1 62.31(18) . .
C15 C14 Eu1 176.7(3) . .
C6 N2 C8 115.1(3) . .
C6 N2 Eu1 122.5(2) . 1_655
C8 N2 Eu1 122.1(2) . 1_655
C13 N5 C9 117.3(3) . .
C13 N5 Eu1 121.3(2) . 1_655
C9 N5 Eu1 121.4(2) . 1_655
O5 C16 O4 120.8(3) . .
O5 C16 C17 119.0(3) . .
O4 C16 C17 120.1(3) . .
O5 C16 Eu1 59.39(18) . .
O4 C16 Eu1 61.44(19) . .
C17 C16 Eu1 178.4(3) . .
C7 O1 Eu1 142.7(2) . .
C6 N3 C7 116.1(3) . .
C16 O5 Eu1 94.6(2) . .
N1 C1 C2 123.0(3) . .
C8 N4 C7 116.5(3) . .
N1 C5 C4 122.6(3) . .
N1 C5 C6 116.0(3) . .
C4 C5 C6 121.4(3) . .
N4 C8 N2 124.6(3) . .
N4 C8 C9 118.0(3) . .
N2 C8 C9 117.4(3) . .
O1 C7 N3 118.8(3) . .
O1 C7 N4 119.5(3) . .
N3 C7 N4 121.7(3) . .
N5 C9 C10 122.6(3) . .
N5 C9 C8 115.4(3) . .
C10 C9 C8 121.9(3) . .
N3 C6 N2 125.7(3) . .
N3 C6 C5 117.2(3) . .
N2 C6 C5 117.0(3) . .
C13 C12 C11 119.0(4) . .
C11 C10 C9 119.1(3) . .
C5 C4 C3 118.8(3) . .
C1 C2 C3 118.9(3) . .
C2 C3 C4 119.0(3) . .
C10 C11 C12 118.6(3) . .
N5 C13 C12 123.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O1 2.363(2) .
Eu1 O3 2.414(2) .
Eu1 O6 2.441(2) .
Eu1 O5 2.461(3) .
Eu1 O2 2.502(2) .
Eu1 O4 2.506(3) .
Eu1 N2 2.539(3) 1_455
Eu1 N5 2.583(3) 1_455
Eu1 N1 2.583(3) 1_455
Eu1 C14 2.825(4) .
Eu1 C16 2.850(4) .
O4 C16 1.265(4) .
N1 C1 1.342(4) .
N1 C5 1.348(4) .
N1 Eu1 2.583(3) 1_655
O2 C14 1.266(4) .
O3 C14 1.266(4) .
C14 C15 1.496(5) .
N2 C6 1.339(4) .
N2 C8 1.345(4) .
N2 Eu1 2.539(3) 1_655
N5 C13 1.339(5) .
N5 C9 1.355(4) .
N5 Eu1 2.583(3) 1_655
C16 O5 1.252(5) .
C16 C17 1.497(5) .
O1 C7 1.254(4) .
N3 C6 1.324(4) .
N3 C7 1.366(5) .
C1 C2 1.379(5) .
N4 C8 1.332(4) .
N4 C7 1.372(5) .
C5 C4 1.383(5) .
C5 C6 1.485(5) .
C8 C9 1.480(5) .
C9 C10 1.386(5) .
C12 C13 1.382(5) .
C12 C11 1.385(6) .
C10 C11 1.383(5) .
C4 C3 1.385(5) .
C2 C3 1.380(5) .
