#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:38:42 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179590 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/55/4505524.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_4505524
loop_
_publ_author_name
'Chen, Shuo'
'Fan, Rui-Qing'
'Sun, Cun-Fa'
'Wang, Ping'
'Yang, Yu-Lin'
'Su, Qing'
'Mu, Ying'
_publ_section_title
;
 Synthesis, Structure, and Luminescent Properties of Lanthanide-Based
 Two-Dimensional and Three-Dimensional Metal--Organic Frameworks with
 2,4′-Biphenyldicarboxylic Acid
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1337
_journal_paper_doi               10.1021/cg201411b
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C20 H22 N3 Nd O9'
_chemical_formula_weight         592.65
_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                 91.892(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.8455(3)
_cell_length_b                   12.1329(3)
_cell_length_c                   16.4482(4)
_cell_measurement_reflns_used    10878
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.14
_cell_measurement_theta_min      2.99
_cell_volume                     2362.65(10)
_computing_cell_refinement       'Bruker Smart'
_computing_data_collection       'Bruker Smart'
_computing_data_reduction        'Bruker Smart'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.861
_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  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10878
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.14
_diffrn_reflns_theta_min         2.99
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.251
_exptl_absorpt_correction_T_max  0.4663
_exptl_absorpt_correction_T_min  0.3602
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1180
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.55
_exptl_crystal_size_min          0.40
_refine_diff_density_max         1.331
_refine_diff_density_min         -0.742
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         5482
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0904P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1431
_reflns_number_gt                3590
_reflns_number_total             5482
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201411b_si_002.cif
_cod_data_source_block           6-833804
_cod_depositor_comments
;
The following automatic conversions were performed:

'_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 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4505524
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
Nd1 Nd 0.87912(2) 0.37893(2) 0.496098(16) 0.04284(14) Uani 1 1 d .
O1 O 0.6955(4) 0.4154(5) 0.4300(4) 0.0902(17) Uani 1 1 d .
O2 O 0.9325(4) 0.4375(4) 0.3646(2) 0.0635(12) Uani 1 1 d .
O3 O 0.9652(4) 0.4076(4) 0.6291(3) 0.0710(13) Uani 1 1 d .
O4 O 0.8279(5) 0.2173(4) 0.4153(3) 0.0849(16) Uani 1 1 d .
O5 O 1.0457(3) 0.2555(3) 0.4958(3) 0.0581(11) Uani 1 1 d .
O6 O 0.8846(3) 0.5769(4) 0.5037(2) 0.0554(11) Uani 1 1 d .
O7 O 0.7982(6) 0.2321(6) 0.5883(4) 0.1091(19) Uani 1 1 d U
O8 O 0.7282(6) 0.3896(6) 0.6067(5) 0.110(2) Uani 1 1 d U
O9 O 0.6794(7) 0.2532(7) 0.6814(5) 0.146(3) Uani 1 1 d U
N1 N 0.8263(7) 0.0455(5) 0.3690(4) 0.089(2) Uani 1 1 d .
N2 N 0.5448(5) 0.4080(7) 0.3448(4) 0.086(2) Uani 1 1 d .
N3 N 0.7353(6) 0.2866(7) 0.6189(5) 0.089(2) Uani 1 1 d U
C1 C 0.9640(6) 0.5307(6) 0.3373(3) 0.0570(16) Uani 1 1 d .
C2 C 0.9050(5) 0.5706(5) 0.2600(3) 0.0518(14) Uani 1 1 d .
C3 C 0.9087(6) 0.6822(5) 0.2393(3) 0.0567(15) Uani 1 1 d .
H3A H 0.9510 0.7311 0.2714 0.068 Uiso 1 1 calc R
C4 C 0.8499(6) 0.7197(5) 0.1715(4) 0.0551(15) Uani 1 1 d .
H4A H 0.8505 0.7946 0.1593 0.066 Uiso 1 1 calc R
C5 C 0.7894(6) 0.6476(5) 0.1207(4) 0.0548(15) Uani 1 1 d .
C6 C 0.7908(7) 0.5362(5) 0.1391(4) 0.068(2) Uani 1 1 d .
H6A H 0.7536 0.4862 0.1048 0.082 Uiso 1 1 calc R
C7 C 0.8483(6) 0.4992(5) 0.2092(4) 0.0649(18) Uani 1 1 d .
H7A H 0.8479 0.4245 0.2217 0.078 Uiso 1 1 calc R
C8 C 0.7210(6) 0.6886(5) 0.0485(4) 0.0568(15) Uani 1 1 d .
C9 C 0.6112(7) 0.6462(7) 0.0334(6) 0.089(2) Uani 1 1 d .
H9A H 0.5837 0.5928 0.0681 0.107 Uiso 1 1 calc R
C10 C 0.5432(8) 0.6817(8) -0.0316(6) 0.096(3) Uani 1 1 d .
H10A H 0.4724 0.6504 -0.0414 0.116 Uiso 1 1 calc R
C11 C 0.5803(7) 0.7616(7) -0.0801(5) 0.085(2) Uani 1 1 d .
H11A H 0.5344 0.7859 -0.1234 0.101 Uiso 1 1 calc R
C12 C 0.6861(6) 0.8086(6) -0.0668(4) 0.0642(17) Uani 1 1 d .
H12A H 0.7098 0.8652 -0.1004 0.077 Uiso 1 1 calc R
C13 C 0.7569(5) 0.7711(4) -0.0032(3) 0.0473(13) Uani 1 1 d .
C14 C 1.1267(5) 0.3206(5) 0.4963(3) 0.0433(13) Uani 1 1 d .
C15 C 0.6412(11) 0.3900(9) 0.3783(8) 0.132(5) Uani 1 1 d .
H15A H 0.6392 0.3116 0.3862 0.159 Uiso 1 1 d R
C16 C 0.4654(13) 0.4470(15) 0.3986(10) 0.185(7) Uani 1 1 d .
H16A H 0.5036 0.4824 0.4439 0.277 Uiso 1 1 calc R
H16B H 0.4215 0.3864 0.4178 0.277 Uiso 1 1 calc R
H16C H 0.4165 0.4990 0.3711 0.277 Uiso 1 1 calc R
C17 C 0.467(2) 0.358(2) 0.2977(18) 0.311(14) Uani 1 1 d U
H17A H 0.5023 0.3261 0.2516 0.467 Uiso 1 1 calc R
H17B H 0.4118 0.4113 0.2792 0.467 Uiso 1 1 calc R
H17C H 0.4308 0.3016 0.3281 0.467 Uiso 1 1 calc R
C18 C 0.8610(11) 0.1285(9) 0.4038(9) 0.133(5) Uani 1 1 d .
H18A H 0.8821 0.1028 0.4574 0.160 Uiso 1 1 d R
C19 C 0.727(3) 0.054(3) 0.337(2) 0.359(16) Uani 1 1 d U
H19B H 0.6967 0.1254 0.3480 0.538 Uiso 1 1 calc R
H19C H 0.6789 -0.0016 0.3594 0.538 Uiso 1 1 calc R
H19A H 0.7298 0.0434 0.2791 0.538 Uiso 1 1 calc R
C20 C 0.8578(13) -0.0540(13) 0.3519(10) 0.173(6) Uani 1 1 d U
H20A H 0.7972 -0.0917 0.3234 0.259 Uiso 1 1 calc R
H20B H 0.8771 -0.0926 0.4013 0.259 Uiso 1 1 calc R
H20C H 0.9224 -0.0512 0.3182 0.259 Uiso 1 1 calc 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'
Nd Nd -0.1943 3.0179 '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
O2 Nd1 O6 75.05(14) . .
O2 Nd1 O3 131.67(16) . .
O6 Nd1 O3 78.37(15) . .
O2 Nd1 O4 79.25(18) . .
O6 Nd1 O4 146.98(16) . .
O3 Nd1 O4 134.65(19) . .
O2 Nd1 O1 78.49(19) . .
O6 Nd1 O1 82.19(17) . .
O3 Nd1 O1 136.30(19) . .
O4 Nd1 O1 72.56(19) . .
O2 Nd1 O5 86.74(16) . .
O6 Nd1 O5 125.71(13) . .
O3 Nd1 O5 77.08(16) . .
O4 Nd1 O5 72.30(17) . .
O1 Nd1 O5 143.80(16) . .
O2 Nd1 O7 149.97(19) . .
O6 Nd1 O7 132.61(19) . .
O3 Nd1 O7 73.52(19) . .
O4 Nd1 O7 70.7(2) . .
O1 Nd1 O7 92.6(2) . .
O5 Nd1 O7 83.9(2) . .
O2 Nd1 O8 146.2(2) . .
O6 Nd1 O8 86.09(19) . .
O3 Nd1 O8 68.7(2) . .
O4 Nd1 O8 104.9(2) . .
O1 Nd1 O8 71.3(2) . .
O5 Nd1 O8 126.77(19) . .
O7 Nd1 O8 48.4(2) . .
O2 Nd1 O6 69.80(14) . 3_766
O6 Nd1 O6 77.73(14) . 3_766
O3 Nd1 O6 65.52(13) . 3_766
O4 Nd1 O6 112.29(17) . 3_766
O1 Nd1 O6 145.83(18) . 3_766
O5 Nd1 O6 48.05(13) . 3_766
O7 Nd1 O6 121.32(18) . 3_766
O8 Nd1 O6 133.56(19) . 3_766
O2 Nd1 N3 157.58(19) . .
O6 Nd1 N3 111.3(2) . .
O3 Nd1 N3 70.41(18) . .
O4 Nd1 N3 85.8(2) . .
O1 Nd1 N3 81.1(2) . .
O5 Nd1 N3 104.7(2) . .
O7 Nd1 N3 22.60(19) . .
O8 Nd1 N3 25.83(19) . .
O6 Nd1 N3 132.01(17) 3_766 .
O2 Nd1 Nd1 66.97(11) . 3_766
O6 Nd1 Nd1 42.76(10) . 3_766
O3 Nd1 Nd1 66.04(11) . 3_766
O4 Nd1 Nd1 139.05(15) . 3_766
O1 Nd1 Nd1 119.68(15) . 3_766
O5 Nd1 Nd1 82.99(9) . 3_766
O7 Nd1 Nd1 139.31(16) . 3_766
O8 Nd1 Nd1 116.02(17) . 3_766
O6 Nd1 Nd1 34.97(9) 3_766 3_766
N3 Nd1 Nd1 132.71(16) . 3_766
C15 O1 Nd1 142.1(8) . .
C1 O2 Nd1 132.3(4) . .
C1 O3 Nd1 138.7(4) 3_766 .
C18 O4 Nd1 139.0(8) . .
C14 O5 Nd1 103.3(3) . .
C14 O6 Nd1 171.9(4) 3_766 .
C14 O6 Nd1 85.3(3) 3_766 3_766
Nd1 O6 Nd1 102.27(14) . 3_766
N3 O7 Nd1 97.1(6) . .
N3 O8 Nd1 91.1(5) . .
C18 N1 C19 114.9(18) . .
C18 N1 C20 140.6(13) . .
C19 N1 C20 104.5(17) . .
C15 N2 C17 140.5(15) . .
C15 N2 C16 113.4(11) . .
C17 N2 C16 93.1(14) . .
O7 N3 O8 123.3(8) . .
O7 N3 O9 122.0(9) . .
O8 N3 O9 113.4(8) . .
O7 N3 Nd1 60.3(5) . .
O8 N3 Nd1 63.1(4) . .
O9 N3 Nd1 172.0(6) . .
O3 C1 O2 125.4(6) 3_766 .
O3 C1 C2 118.0(6) 3_766 .
O2 C1 C2 116.5(5) . .
C7 C2 C3 119.0(5) . .
C7 C2 C1 121.1(6) . .
C3 C2 C1 119.9(5) . .
C4 C3 C2 120.0(5) . .
C4 C3 H3A 120.0 . .
C2 C3 H3A 120.0 . .
C3 C4 C5 121.1(6) . .
C3 C4 H4A 119.5 . .
C5 C4 H4A 119.5 . .
C6 C5 C4 118.7(6) . .
C6 C5 C8 119.9(5) . .
C4 C5 C8 121.4(6) . .
C5 C6 C7 119.8(6) . .
C5 C6 H6A 120.1 . .
C7 C6 H6A 120.1 . .
C2 C7 C6 121.3(6) . .
C2 C7 H7A 119.4 . .
C6 C7 H7A 119.4 . .
C13 C8 C9 116.9(6) . .
C13 C8 C5 123.7(5) . .
C9 C8 C5 119.3(6) . .
C10 C9 C8 122.1(8) . .
C10 C9 H9A 119.0 . .
C8 C9 H9A 119.0 . .
C11 C10 C9 119.4(8) . .
C11 C10 H10A 120.3 . .
C9 C10 H10A 120.3 . .
C10 C11 C12 121.1(7) . .
C10 C11 H11A 119.4 . .
C12 C11 H11A 119.4 . .
C11 C12 C13 120.0(7) . .
C11 C12 H12A 120.0 . .
C13 C12 H12A 120.0 . .
C8 C13 C12 120.4(6) . .
C8 C13 C14 122.7(5) . 2_755
C12 C13 C14 116.9(5) . 2_755
O5 C14 O6 123.4(5) . 3_766
O5 C14 C13 116.9(5) . 2_745
O6 C14 C13 119.6(5) 3_766 2_745
O1 C15 N2 141.9(14) . .
O1 C15 H15A 101.0 . .
N2 C15 H15A 101.7 . .
N2 C16 H16A 109.5 . .
N2 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
N2 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
N2 C17 H17A 109.5 . .
N2 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
N2 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
O4 C18 N1 136.7(15) . .
O4 C18 H18A 103.2 . .
N1 C18 H18A 103.6 . .
N1 C19 H19B 109.5 . .
N1 C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
N1 C19 H19A 109.5 . .
H19B C19 H19A 109.5 . .
H19C C19 H19A 109.5 . .
N1 C20 H20A 109.5 . .
N1 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
N1 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Nd1 O2 2.382(4) .
Nd1 O6 2.406(5) .
Nd1 O3 2.409(4) .
Nd1 O4 2.434(5) .
Nd1 O1 2.439(5) .
Nd1 O5 2.477(4) .
Nd1 O7 2.548(6) .
Nd1 O8 2.596(7) .
Nd1 O6 2.850(4) 3_766
Nd1 N3 2.910(7) .
Nd1 Nd1 4.1017(5) 3_766
O1 C15 1.093(11) .
O2 C1 1.277(8) .
O3 C1 1.239(7) 3_766
O4 C18 1.165(11) .
O5 C14 1.242(7) .
O6 C14 1.251(8) 3_766
O6 Nd1 2.850(4) 3_766
O7 N3 1.127(9) .
O8 N3 1.268(9) .
O9 N3 1.305(10) .
N1 C18 1.222(11) .
N1 C19 1.28(3) .
N1 C20 1.297(15) .
N2 C15 1.270(12) .
N2 C17 1.33(3) .
N2 C16 1.395(16) .
C1 O3 1.239(7) 3_766
C1 C2 1.511(8) .
C2 C7 1.364(8) .
C2 C3 1.398(9) .
C3 C4 1.372(9) .
C3 H3A 0.9300 .
C4 C5 1.392(8) .
C4 H4A 0.9300 .
C5 C6 1.385(8) .
C5 C8 1.500(9) .
C6 C7 1.393(9) .
C6 H6A 0.9300 .
C7 H7A 0.9300 .
C8 C13 1.389(8) .
C8 C9 1.414(9) .
C9 C10 1.386(11) .
C9 H9A 0.9300 .
C10 C11 1.338(12) .
C10 H10A 0.9300 .
C11 C12 1.388(10) .
C11 H11A 0.9300 .
C12 C13 1.397(8) .
C12 H12A 0.9300 .
C13 C14 1.505(8) 2_755
C14 O6 1.251(8) 3_766
C14 C13 1.505(8) 2_745
C15 H15A 0.9600 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 H18A 0.9601 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C19 H19A 0.9600 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
