#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:10:02 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179616 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/80/4508088.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_4508088
loop_
_publ_author_name
'Liu, Yi-Fu'
'Hou, Guang-Feng'
'Yu, Ying-Hui'
'Yan, Peng-Fei'
'Li, Jian-Yue'
'Li, Guang-Ming'
'Gao, Jin-Sheng'
_publ_section_title
;
 pH-Dependent Syntheses, Luminescent, and Magnetic Properties of
 Two-Dimensional Framework Lanthanide Carboxyarylphosphonate Complexes
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3816
_journal_paper_doi               10.1021/cg400877g
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C16 H17 Eu O11 P2'
_chemical_formula_sum            'C16 H17 Eu O11 P2'
_chemical_formula_weight         599.20
_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                104.31(3)
_cell_angle_beta                 92.64(3)
_cell_angle_gamma                97.22(3)
_cell_formula_units_Z            2
_cell_length_a                   5.6768(11)
_cell_length_b                   9.3899(19)
_cell_length_c                   18.342(4)
_cell_measurement_reflns_used    8660
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.68
_cell_measurement_theta_min      3.45
_cell_volume                     936.8(4)
_computing_cell_refinement       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_collection       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_reduction
'CrystalClear (Rigaku/MSC and Rigaku Corporation, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_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  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9286
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.45
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.581
_exptl_absorpt_correction_T_max  0.7049
_exptl_absorpt_correction_T_min  0.4609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.124
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.666
_refine_diff_density_min         -0.690
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4260
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0218
_refine_ls_R_factor_gt           0.0198
_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)+(0.0181P)²+0.8897P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0440
_refine_ls_wR_factor_ref         0.0446
_reflns_number_gt                4022
_reflns_number_total             4260
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400877g_si_002.cif
_cod_data_source_block           6
_cod_original_cell_volume        936.8(3)
_cod_database_code               4508088
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
C1 C 0.2697(5) 1.0972(3) 0.25342(14) 0.0191(5) Uani 1 1 d .
C2 C 0.4308(5) 1.0857(3) 0.31038(17) 0.0292(6) Uani 1 1 d .
H2 H 0.5874 1.1313 0.3133 0.035 Uiso 1 1 calc R
C3 C 0.3637(6) 1.0081(3) 0.36272(18) 0.0321(7) Uani 1 1 d .
H3 H 0.4748 1.0018 0.4003 0.039 Uiso 1 1 calc R
C4 C 0.1322(5) 0.9398(3) 0.35944(15) 0.0234(6) Uani 1 1 d .
C5 C -0.0311(5) 0.9478(3) 0.30185(16) 0.0257(6) Uani 1 1 d .
H5 H -0.1865 0.8998 0.2982 0.031 Uiso 1 1 calc R
C6 C 0.0377(5) 1.0270(3) 0.25003(16) 0.0251(6) Uani 1 1 d .
H6 H -0.0733 1.0332 0.2124 0.030 Uiso 1 1 calc R
C7 C 0.3494(5) 1.1913(3) 0.20140(14) 0.0221(6) Uani 1 1 d .
H7A H 0.4999 1.2507 0.2233 0.027 Uiso 1 1 calc R
H7B H 0.2347 1.2594 0.2008 0.027 Uiso 1 1 calc R
C8 C 0.0617(6) 0.8599(3) 0.41731(16) 0.0267(6) Uani 1 1 d .
C9 C 0.1848(5) 0.5765(3) 0.25878(14) 0.0195(5) Uani 1 1 d .
C10 C 0.3708(5) 0.5821(3) 0.31212(16) 0.0261(6) Uani 1 1 d .
H10 H 0.5188 0.6350 0.3096 0.031 Uiso 1 1 calc R
C11 C 0.3372(5) 0.5096(3) 0.36898(16) 0.0286(6) Uani 1 1 d .
H11 H 0.4629 0.5135 0.4041 0.034 Uiso 1 1 calc R
C12 C 0.1175(5) 0.4315(3) 0.37368(15) 0.0229(6) Uani 1 1 d .
C13 C -0.0680(5) 0.4273(3) 0.32095(17) 0.0289(6) Uani 1 1 d .
H13 H -0.2168 0.3758 0.3239 0.035 Uiso 1 1 calc R
C14 C -0.0341(5) 0.4984(3) 0.26425(16) 0.0270(6) Uani 1 1 d .
H14 H -0.1602 0.4940 0.2292 0.032 Uiso 1 1 calc R
C15 C 0.2162(5) 0.6535(3) 0.19621(15) 0.0213(5) Uani 1 1 d .
H15A H 0.3526 0.7307 0.2109 0.026 Uiso 1 1 calc R
H15B H 0.0770 0.7015 0.1909 0.026 Uiso 1 1 calc R
C16 C 0.0750(6) 0.3515(3) 0.43315(16) 0.0277(6) Uani 1 1 d .
Eu1 Eu 0.12069(2) 0.805466(12) 0.000985(6) 0.01108(4) Uani 1 1 d .
O1 O 0.4523(3) 0.94509(18) 0.09509(10) 0.0197(4) Uani 1 1 d .
O2 O 0.1463(3) 1.07478(18) 0.05782(10) 0.0166(4) Uani 1 1 d .
O3 O 0.5748(3) 1.20532(19) 0.07942(10) 0.0198(4) Uani 1 1 d .
O4 O 0.2223(5) 0.8612(3) 0.46782(15) 0.0535(7) Uani 1 1 d .
H4 H 0.1671 0.8148 0.4971 0.080 Uiso 1 1 calc R
O5 O -0.1480(4) 0.7954(3) 0.41418(14) 0.0439(6) Uani 1 1 d .
O6 O 0.2487(3) 0.62541(19) 0.04888(10) 0.0205(4) Uani 1 1 d .
O7 O 0.5236(3) 0.5023(2) 0.11475(11) 0.0228(4) Uani 1 1 d .
H7 H 0.5241 0.4123 0.1056 0.034 Uiso 1 1 calc R
O8 O 0.0891(3) 0.39309(18) 0.08834(10) 0.0194(4) Uani 1 1 d .
O9 O 0.2445(5) 0.3504(3) 0.47968(15) 0.0495(7) Uani 1 1 d .
H9 H 0.1978 0.3004 0.5084 0.074 Uiso 1 1 calc R
O10 O -0.1317(5) 0.2865(3) 0.43410(15) 0.0535(7) Uani 1 1 d .
O11 O -0.2013(3) 0.7724(2) 0.07939(12) 0.0250(4) Uani 1 1 d .
H111 H -0.2718 0.6886 0.0824 0.038 Uiso 1 1 d R
H112 H -0.3142 0.8248 0.0841 0.038 Uiso 1 1 d R
P1 P 0.38777(11) 1.10041(6) 0.10483(3) 0.01156(12) Uani 1 1 d .
P2 P 0.25836(11) 0.53548(6) 0.10583(3) 0.01284(12) Uani 1 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
C6 C1 C2 118.0(3) . .
C6 C1 C7 123.0(2) . .
C2 C1 C7 119.0(3) . .
C3 C2 C1 121.5(3) . .
C3 C2 H2 119.2 . .
C1 C2 H2 119.2 . .
C4 C3 C2 120.2(3) . .
C4 C3 H3 119.9 . .
C2 C3 H3 119.9 . .
C3 C4 C5 119.2(3) . .
C3 C4 C8 119.4(3) . .
C5 C4 C8 121.4(3) . .
C6 C5 C4 120.1(3) . .
C6 C5 H5 119.9 . .
C4 C5 H5 119.9 . .
C5 C6 C1 121.0(3) . .
C5 C6 H6 119.5 . .
C1 C6 H6 119.5 . .
C1 C7 P1 118.52(18) . .
C1 C7 H7A 107.7 . .
P1 C7 H7A 107.7 . .
C1 C7 H7B 107.7 . .
P1 C7 H7B 107.7 . .
H7A C7 H7B 107.1 . .
O5 C8 O4 123.6(3) . .
O5 C8 C4 119.9(3) . .
O4 C8 C4 116.5(3) . .
C14 C9 C10 118.6(3) . .
C14 C9 C15 119.7(2) . .
C10 C9 C15 121.8(3) . .
C11 C10 C9 120.6(3) . .
C11 C10 H10 119.7 . .
C9 C10 H10 119.7 . .
C12 C11 C10 120.3(3) . .
C12 C11 H11 119.9 . .
C10 C11 H11 119.9 . .
C11 C12 C13 119.0(3) . .
C11 C12 C16 121.9(3) . .
C13 C12 C16 119.1(3) . .
C14 C13 C12 120.7(3) . .
C14 C13 H13 119.6 . .
C12 C13 H13 119.6 . .
C13 C14 C9 120.9(3) . .
C13 C14 H14 119.6 . .
C9 C14 H14 119.6 . .
C9 C15 P2 115.26(17) . .
C9 C15 H15A 108.5 . .
P2 C15 H15A 108.5 . .
C9 C15 H15B 108.5 . .
P2 C15 H15B 108.5 . .
H15A C15 H15B 107.5 . .
O10 C16 O9 123.0(3) . .
O10 C16 C12 117.5(3) . .
O9 C16 C12 119.6(3) . .
O6 Eu1 O8 83.55(7) . 2_565
O6 Eu1 O3 91.16(7) . 2_675
O8 Eu1 O3 87.15(7) 2_565 2_675
O6 Eu1 O2 157.88(6) . 2_575
O8 Eu1 O2 78.68(6) 2_565 2_575
O3 Eu1 O2 100.93(7) 2_675 2_575
O6 Eu1 O11 81.67(7) . .
O8 Eu1 O11 85.87(7) 2_565 .
O3 Eu1 O11 170.50(6) 2_675 .
O2 Eu1 O11 84.00(7) 2_575 .
O6 Eu1 O2 130.14(6) . .
O8 Eu1 O2 144.00(6) 2_565 .
O3 Eu1 O2 102.26(7) 2_675 .
O2 Eu1 O2 65.48(7) 2_575 .
O11 Eu1 O2 87.15(7) . .
O6 Eu1 O1 77.21(6) . .
O8 Eu1 O1 157.52(6) 2_565 .
O3 Eu1 O1 81.78(7) 2_675 .
O2 Eu1 O1 122.56(6) 2_575 .
O11 Eu1 O1 102.52(7) . .
O2 Eu1 O1 58.12(6) . .
O6 Eu1 P1 104.53(5) . .
O8 Eu1 P1 171.60(5) 2_565 .
O3 Eu1 P1 90.34(5) 2_675 .
O2 Eu1 P1 93.95(5) 2_575 .
O11 Eu1 P1 97.45(6) . .
O2 Eu1 P1 29.39(4) . .
O1 Eu1 P1 28.85(4) . .
O6 Eu1 Eu1 158.48(5) . 2_575
O8 Eu1 Eu1 112.13(5) 2_565 2_575
O3 Eu1 Eu1 103.84(5) 2_675 2_575
O2 Eu1 Eu1 33.51(4) 2_575 2_575
O11 Eu1 Eu1 84.78(5) . 2_575
O2 Eu1 Eu1 31.97(4) . 2_575
O1 Eu1 Eu1 89.58(5) . 2_575
P1 Eu1 Eu1 60.75(2) . 2_575
P1 O1 Eu1 98.81(9) . .
P1 O2 Eu1 143.32(10) . 2_575
P1 O2 Eu1 98.96(9) . .
Eu1 O2 Eu1 114.52(7) 2_575 .
P1 O3 Eu1 139.26(11) . 2_675
C8 O4 H4 109.5 . .
P2 O6 Eu1 153.99(12) . .
P2 O7 H7 109.5 . .
P2 O8 Eu1 148.65(12) . 2_565
C16 O9 H9 109.5 . .
Eu1 O11 H111 124.7 . .
Eu1 O11 H112 122.8 . .
H111 O11 H112 102.0 . .
O1 P1 O3 113.50(11) . .
O1 P1 O2 103.71(10) . .
O3 P1 O2 112.30(11) . .
O1 P1 C7 113.15(12) . .
O3 P1 C7 105.35(12) . .
O2 P1 C7 108.93(13) . .
O1 P1 Eu1 52.34(7) . .
O3 P1 Eu1 124.53(7) . .
O2 P1 Eu1 51.65(7) . .
C7 P1 Eu1 129.99(9) . .
O6 P2 O8 115.64(11) . .
O6 P2 O7 107.65(11) . .
O8 P2 O7 109.88(10) . .
O6 P2 C15 107.64(11) . .
O8 P2 C15 111.41(12) . .
O7 P2 C15 103.91(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.388(4) .
C1 C2 1.390(4) .
C1 C7 1.500(4) .
C2 C3 1.381(4) .
C2 H2 0.9300 .
C3 C4 1.380(4) .
C3 H3 0.9300 .
C4 C5 1.395(4) .
C4 C8 1.486(4) .
C5 C6 1.386(4) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 P1 1.802(3) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 O5 1.258(4) .
C8 O4 1.266(4) .
C9 C14 1.382(4) .
C9 C10 1.393(4) .
C9 C15 1.506(4) .
C10 C11 1.388(4) .
C10 H10 0.9300 .
C11 C12 1.383(4) .
C11 H11 0.9300 .
C12 C13 1.386(4) .
C12 C16 1.481(4) .
C13 C14 1.377(4) .
C13 H13 0.9300 .
C14 H14 0.9300 .
C15 P2 1.797(3) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 O10 1.256(4) .
C16 O9 1.259(4) .
Eu1 O6 2.2677(18) .
Eu1 O8 2.3087(19) 2_565
Eu1 O3 2.3192(19) 2_675
Eu1 O2 2.3670(18) 2_575
Eu1 O11 2.414(2) .
Eu1 O2 2.4685(17) .
Eu1 O1 2.491(2) .
Eu1 P1 3.1092(14) .
Eu1 Eu1 4.0676(10) 2_575
O1 P1 1.5182(18) .
O2 P1 1.5447(18) .
O2 Eu1 2.3670(18) 2_575
O3 P1 1.5246(19) .
O3 Eu1 2.3192(19) 2_675
O4 H4 0.8200 .
O6 P2 1.4999(18) .
O7 P2 1.5850(19) .
O7 H7 0.8200 .
O8 P2 1.5002(18) .
O8 Eu1 2.3087(19) 2_565
O9 H9 0.8200 .
O11 H111 0.8527 .
O11 H112 0.8506 .
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
O4 H4 O10 0.82 1.76 2.561(3) 164.3 2_566
O7 H7 O3 0.82 1.94 2.758(3) 171.2 1_545
O9 H9 O5 0.82 1.87 2.682(3) 168.5 2_566
O11 H111 O7 0.85 2.20 3.034(3) 166.9 1_455
O11 H112 O1 0.85 1.83 2.683(3) 177.5 1_455
