#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:44:53 +0100 (jue 24 de mar de 2016) $
#$Revision: 179594 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/58/4505874.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_4505874
loop_
_publ_author_name
'Su, Shengqun'
'Chen, Wan'
'Qin, Chao'
'Song, Shuyan'
'Guo, Zhiyong'
'Li, Guanghua'
'Song, Xuezhi'
'Zhu, Min'
'Wang, Song'
'Hao, Zhaomin'
'Zhang, Hongjie'
_publ_section_title
;
 Lanthanide Anionic Metal--Organic Frameworks Containing Semirigid
 Tetracarboxylate Ligands: Structure, Photoluminescence, and Magnetism
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1808
_journal_paper_doi               10.1021/cg201283a
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C19 H18 Eu N O9'
_chemical_formula_sum            'C19 H18 Eu N O9'
_chemical_formula_weight         556.30
_chemical_melting_point          ?
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 90.3540(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2390(5)
_cell_length_b                   13.5278(8)
_cell_length_c                   14.6379(8)
_cell_measurement_reflns_used    3635
_cell_measurement_temperature    185(2)
_cell_measurement_theta_max      26.12
_cell_measurement_theta_min      2.05
_cell_volume                     1829.46(18)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      185(2)
_diffrn_detector_area_resol_mean 9.00cm
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10018
_diffrn_reflns_theta_full        26.12
_diffrn_reflns_theta_max         26.12
_diffrn_reflns_theta_min         2.05
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    3.486
_exptl_absorpt_correction_T_max  0.6229
_exptl_absorpt_correction_T_min  0.5143
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.020
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.688
_refine_diff_density_min         -0.685
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3635
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0334
_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)+(0.0275P)²+1.2205P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0676
_refine_ls_wR_factor_ref         0.0735
_reflns_number_gt                2690
_reflns_number_total             3635
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201283a_si_002.cif
_cod_data_source_block           compound4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

'_symmetry_cell_setting' value
'Monoclinic' changed to 'monoclinic' 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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4505874
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Eu1 Eu -0.24883(2) 0.503095(18) -0.407351(15) 0.01072(8) Uani 1 1 d .
C1 C -0.0083(5) 0.3946(4) -0.1639(3) 0.0133(11) Uani 1 1 d .
C2 C -0.0360(5) 0.3006(4) -0.1285(3) 0.0143(11) Uani 1 1 d .
H2A H -0.1077 0.2594 -0.1556 0.017 Uiso 1 1 calc R
C3 C 0.0436(5) 0.2678(4) -0.0522(3) 0.0135(11) Uani 1 1 d .
C4 C 0.1440(5) 0.3321(4) -0.0110(3) 0.0151(11) Uani 1 1 d .
H4A H 0.1992 0.3096 0.0399 0.018 Uiso 1 1 calc R
C5 C 0.1645(5) 0.4277(4) -0.0427(3) 0.0129(10) Uani 1 1 d .
C6 C 0.0911(5) 0.4568(4) -0.1211(4) 0.0172(12) Uani 1 1 d .
H6A H 0.1091 0.5204 -0.1461 0.021 Uiso 1 1 calc R
C7 C 0.2618(6) 0.4968(4) 0.0087(3) 0.0207(11) Uani 1 1 d D
C8 C 0.3455(5) 0.5714(4) -0.0457(3) 0.0158(11) Uani 1 1 d .
C9 C 0.3658(5) 0.6665(4) -0.0125(3) 0.0156(11) Uani 1 1 d .
H9C H 0.3169 0.6861 0.0414 0.019 Uiso 1 1 calc R
C10 C 0.4557(5) 0.7338(4) -0.0559(3) 0.0135(11) Uani 1 1 d .
C11 C 0.5271(5) 0.7047(4) -0.1354(3) 0.0136(11) Uani 1 1 d .
H11A H 0.5922 0.7489 -0.1644 0.016 Uiso 1 1 calc R
C12 C 0.5033(5) 0.6109(3) -0.1722(3) 0.0131(11) Uani 1 1 d .
C13 C 0.4109(5) 0.5456(4) -0.1274(3) 0.0155(11) Uani 1 1 d .
H13A H 0.3924 0.4824 -0.1533 0.019 Uiso 1 1 calc R
C14 C -0.0872(6) 0.4325(4) -0.2474(3) 0.0156(11) Uani 1 1 d .
C15 C 0.0235(5) 0.1653(4) -0.0138(3) 0.0137(11) Uani 1 1 d .
C16 C 0.4752(5) 0.8346(4) -0.0158(3) 0.0123(11) Uani 1 1 d .
C17 C 0.5829(6) 0.5748(4) -0.2555(3) 0.0165(11) Uani 1 1 d .
C18 C 0.6772(7) 0.7834(6) 0.1911(5) 0.061(2) Uani 1 1 d D
H18A H 0.6995 0.8243 0.1378 0.092 Uiso 1 1 calc R
H18B H 0.6923 0.7136 0.1760 0.092 Uiso 1 1 calc R
H18C H 0.7410 0.8019 0.2420 0.092 Uiso 1 1 calc R
C19 C 0.4851(7) 0.7425(5) 0.2967(4) 0.0423(17) Uani 1 1 d D
H19A H 0.3839 0.7562 0.3119 0.063 Uiso 1 1 calc R
H19B H 0.5474 0.7610 0.3483 0.063 Uiso 1 1 calc R
H19C H 0.4966 0.6719 0.2838 0.063 Uiso 1 1 calc R
N1 N 0.5252(6) 0.7989(4) 0.2176(3) 0.0333(12) Uani 1 1 d D
O1 O -0.0294(4) 0.5024(3) -0.2927(2) 0.0191(8) Uani 1 1 d .
O2 O -0.2069(4) 0.3956(3) -0.2694(2) 0.0184(8) Uani 1 1 d .
O3 O -0.0835(4) 0.1171(3) -0.0379(3) 0.0264(9) Uani 1 1 d .
O4 O 0.1191(4) 0.1348(3) 0.0402(2) 0.0212(9) Uani 1 1 d .
O5 O 0.4006(4) 0.8571(2) 0.0539(2) 0.0178(8) Uani 1 1 d .
O6 O 0.5640(4) 0.8923(3) -0.0512(2) 0.0207(9) Uani 1 1 d .
O7 O 0.7051(4) 0.6127(2) -0.2737(2) 0.0174(8) Uani 1 1 d .
O8 O 0.5256(4) 0.5080(3) -0.3041(2) 0.0201(8) Uani 1 1 d .
O9 O -0.2391(4) 0.5061(3) -0.5844(3) 0.0281(9) Uani 1 1 d D
H9B H -0.325(3) 0.502(4) -0.613(4) 0.042 Uiso 1 1 d D
H9A H -0.170(5) 0.515(4) -0.625(3) 0.042 Uiso 1 1 d D
H7B H 0.210(6) 0.533(4) 0.055(3) 0.042 Uiso 1 1 d D
H7A H 0.326(5) 0.456(4) 0.045(3) 0.042 Uiso 1 1 d D
H1A H 0.505(6) 0.860(2) 0.240(4) 0.042 Uiso 1 1 d D
H1B H 0.4646(14) 0.788(2) 0.1685(9) 0.042 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'
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
O3 Eu1 O6 144.70(13) 2_454 2_544
O3 Eu1 O4 94.04(13) 2_454 4_565
O6 Eu1 O4 77.70(13) 2_544 4_565
O3 Eu1 O5 77.28(13) 2_454 4_575
O6 Eu1 O5 91.23(12) 2_544 4_575
O4 Eu1 O5 147.26(12) 4_565 4_575
O3 Eu1 O7 76.08(12) 2_454 1_455
O6 Eu1 O7 135.11(12) 2_544 1_455
O4 Eu1 O7 129.49(11) 4_565 1_455
O5 Eu1 O7 79.55(11) 4_575 1_455
O3 Eu1 O2 139.37(12) 2_454 .
O6 Eu1 O2 74.39(11) 2_544 .
O4 Eu1 O2 83.14(12) 4_565 .
O5 Eu1 O2 123.80(11) 4_575 .
O7 Eu1 O2 74.94(11) 1_455 .
O3 Eu1 O8 69.28(12) 2_454 1_455
O6 Eu1 O8 139.16(11) 2_544 1_455
O4 Eu1 O8 78.04(11) 4_565 1_455
O5 Eu1 O8 125.62(11) 4_575 1_455
O7 Eu1 O8 51.92(11) 1_455 1_455
O2 Eu1 O8 70.50(11) . 1_455
O3 Eu1 O9 70.88(13) 2_454 .
O6 Eu1 O9 73.89(12) 2_544 .
O4 Eu1 O9 73.02(13) 4_565 .
O5 Eu1 O9 74.32(12) 4_575 .
O7 Eu1 O9 141.43(13) 1_455 .
O2 Eu1 O9 143.57(12) . .
O8 Eu1 O9 128.11(11) 1_455 .
O3 Eu1 O1 137.15(12) 2_454 .
O6 Eu1 O1 66.69(12) 2_544 .
O4 Eu1 O1 127.04(12) 4_565 .
O5 Eu1 O1 73.25(11) 4_575 .
O7 Eu1 O1 68.59(11) 1_455 .
O2 Eu1 O1 50.96(11) . .
O8 Eu1 O1 104.40(11) 1_455 .
O9 Eu1 O1 127.44(11) . .
O3 Eu1 C17 71.44(14) 2_454 1_455
O6 Eu1 C17 143.81(13) 2_544 1_455
O4 Eu1 C17 103.66(13) 4_565 1_455
O5 Eu1 C17 103.25(13) 4_575 1_455
O7 Eu1 C17 26.00(12) 1_455 1_455
O2 Eu1 C17 69.97(12) . 1_455
O8 Eu1 C17 25.94(12) 1_455 1_455
O9 Eu1 C17 141.79(13) . 1_455
O1 Eu1 C17 85.77(13) . 1_455
O3 Eu1 C14 145.79(13) 2_454 .
O6 Eu1 C14 68.40(13) 2_544 .
O4 Eu1 C14 105.23(13) 4_565 .
O5 Eu1 C14 98.84(13) 4_575 .
O7 Eu1 C14 69.83(12) 1_455 .
O2 Eu1 C14 25.18(12) . .
O8 Eu1 C14 87.12(13) 1_455 .
O9 Eu1 C14 141.54(13) . .
O1 Eu1 C14 25.78(12) . .
C17 Eu1 C14 76.61(14) 1_455 .
C6 C1 C2 120.3(5) . .
C6 C1 C14 118.3(4) . .
C2 C1 C14 121.4(4) . .
C1 C2 C3 119.0(5) . .
C1 C2 H2A 120.5 . .
C3 C2 H2A 120.5 . .
C2 C3 C4 119.1(5) . .
C2 C3 C15 121.4(4) . .
C4 C3 C15 119.5(4) . .
C5 C4 C3 121.6(5) . .
C5 C4 H4A 119.2 . .
C3 C4 H4A 119.2 . .
C6 C5 C4 118.4(5) . .
C6 C5 C7 121.9(5) . .
C4 C5 C7 119.7(5) . .
C5 C6 C1 121.3(5) . .
C5 C6 H6A 119.4 . .
C1 C6 H6A 119.4 . .
C5 C7 C8 117.5(4) . .
C5 C7 H7B 112(4) . .
C8 C7 H7B 107(4) . .
C5 C7 H7A 106(4) . .
C8 C7 H7A 111(4) . .
H7B C7 H7A 102(5) . .
C9 C8 C13 118.4(5) . .
C9 C8 C7 120.4(5) . .
C13 C8 C7 121.1(5) . .
C8 C9 C10 121.9(5) . .
C8 C9 H9C 119.0 . .
C10 C9 H9C 119.0 . .
C9 C10 C11 118.9(5) . .
C9 C10 C16 119.3(4) . .
C11 C10 C16 121.8(4) . .
C12 C11 C10 120.2(4) . .
C12 C11 H11A 119.9 . .
C10 C11 H11A 119.9 . .
C13 C12 C11 119.4(4) . .
C13 C12 C17 118.5(4) . .
C11 C12 C17 122.0(4) . .
C8 C13 C12 121.1(5) . .
C8 C13 H13A 119.5 . .
C12 C13 H13A 119.5 . .
O2 C14 O1 122.3(5) . .
O2 C14 C1 119.6(4) . .
O1 C14 C1 118.1(4) . .
O2 C14 Eu1 58.7(3) . .
O1 C14 Eu1 63.6(3) . .
C1 C14 Eu1 178.2(4) . .
O3 C15 O4 124.6(5) . .
O3 C15 C3 118.7(5) . .
O4 C15 C3 116.7(4) . .
O6 C16 O5 122.9(5) . .
O6 C16 C10 119.1(4) . .
O5 C16 C10 118.0(4) . .
O8 C17 O7 122.7(5) . .
O8 C17 C12 118.8(4) . .
O7 C17 C12 118.5(4) . .
O8 C17 Eu1 63.4(3) . 1_655
O7 C17 Eu1 59.4(2) . 1_655
C12 C17 Eu1 176.3(4) . 1_655
N1 C18 H18A 109.5 . .
N1 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
N1 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N1 C19 H19A 109.5 . .
N1 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
N1 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C19 N1 C18 112.7(5) . .
C19 N1 H1A 97(4) . .
C18 N1 H1A 115(4) . .
C19 N1 H1B 112.8(13) . .
C18 N1 H1B 110.4(12) . .
H1A N1 H1B 108(5) . .
C14 O1 Eu1 90.6(3) . .
C14 O2 Eu1 96.1(3) . .
C15 O3 Eu1 168.5(4) . 2_444
C15 O4 Eu1 145.9(3) . 4_666
C16 O5 Eu1 133.6(3) . 4_676
C16 O6 Eu1 170.2(3) . 2_554
C17 O7 Eu1 94.6(3) . 1_655
C17 O8 Eu1 90.6(3) . 1_655
Eu1 O9 H9B 115(4) . .
Eu1 O9 H9A 135(4) . .
H9B O9 H9A 110(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O3 2.326(4) 2_454
Eu1 O6 2.354(3) 2_544
Eu1 O4 2.355(3) 4_565
Eu1 O5 2.411(3) 4_575
Eu1 O7 2.494(3) 1_455
Eu1 O2 2.517(3) .
Eu1 O8 2.582(3) 1_455
Eu1 O9 2.594(4) .
Eu1 O1 2.624(3) .
Eu1 C17 2.888(5) 1_455
Eu1 C14 2.930(5) .
C1 C6 1.392(7) .
C1 C2 1.398(7) .
C1 C14 1.508(7) .
C2 C3 1.406(7) .
C2 H2A 0.9500 .
C3 C4 1.406(7) .
C3 C15 1.508(7) .
C4 C5 1.387(7) .
C4 H4A 0.9500 .
C5 C6 1.386(7) .
C5 C7 1.497(7) .
C6 H6A 0.9500 .
C7 C8 1.503(7) .
C7 H7B 0.965(10) .
C7 H7A 0.961(10) .
C8 C9 1.387(7) .
C8 C13 1.388(7) .
C9 C10 1.389(6) .
C9 H9C 0.9500 .
C10 C11 1.397(6) .
C10 C16 1.495(7) .
C11 C12 1.396(7) .
C11 H11A 0.9500 .
C12 C13 1.395(7) .
C12 C17 1.510(7) .
C13 H13A 0.9500 .
C14 O2 1.254(6) .
C14 O1 1.274(6) .
C15 O3 1.233(6) .
C15 O4 1.252(6) .
C16 O6 1.248(5) .
C16 O5 1.273(5) .
C17 O8 1.263(6) .
C17 O7 1.270(6) .
C17 Eu1 2.888(5) 1_655
C18 N1 1.475(8) .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 N1 1.437(7) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
N1 H1A 0.906(10) .
N1 H1B 0.919(10) .
O3 Eu1 2.326(4) 2_444
O4 Eu1 2.355(3) 4_666
O5 Eu1 2.411(3) 4_676
O6 Eu1 2.354(3) 2_554
O7 Eu1 2.494(3) 1_655
O8 Eu1 2.582(3) 1_655
O9 H9B 0.890(10) .
O9 H9A 0.886(10) .
