#------------------------------------------------------------------------------
#$Date: 2019-11-23 11:39:36 +0100 (Sat 23 de Nov de 2019) $
#$Revision: 233314 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/57/7235774.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_7235774
loop_
_publ_author_name
'Choi, Aram'
'Kim, Yun Kyeong'
'Kim, Tae Kyung'
'Kwon, Mi-Sook'
'Lee, Kyu Tae'
'Moon, Hoi Ri'
_publ_section_title
;
 4,4′-Biphenyldicarboxylate sodium coordination compounds as anodes
 for Na-ion batteries
;
_journal_issue                   36
_journal_name_full               'J. Mater. Chem. A'
_journal_page_first              14986
_journal_paper_doi               10.1039/C4TA02424A
_journal_volume                  2
_journal_year                    2014
_chemical_formula_sum            'C14 H9 N0 Na O4'
_chemical_formula_weight         264.2
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2013-06-12T15:50:48-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                89.55(3)
_cell_angle_beta                 84.39(3)
_cell_angle_gamma                88.78(3)
_cell_formula_units_Z            2
_cell_length_a                   3.6550(7)
_cell_length_b                   11.214(2)
_cell_length_c                   12.985(3)
_cell_measurement_temperature    100(2)
_cell_volume                     529.54(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.932
_diffrn_measured_fraction_theta_max 0.912
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_wavelength     0.69999
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5622
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         29.55
_diffrn_reflns_theta_min         1.55
_exptl_absorpt_coefficient_mu    0.156
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.887
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         2827
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0623
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1537P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.172
_refine_ls_wR_factor_ref         0.1859
_reflns_number_gt                2257
_reflns_number_total             2827
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ta02424a1.cif
_cod_data_source_block           NaMOF-HT
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        529.54(18)
_cod_database_code               7235774
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
H44 H -0.225(7) 0.2484(17) -0.0167(18) 0.067(10) Uiso 1 1 d .
Na1 Na 0 0 0 0.0197(2) Uani 1 2 d S
Na2 Na 0.5 -0.5 0 0.0360(3) Uani 1 2 d S
O3 O -0.4737(3) 0.08330(10) -0.10091(8) 0.0181(3) Uani 1 1 d .
O4 O -0.3400(3) 0.27614(10) -0.09216(8) 0.0191(3) Uani 1 1 d .
O2 O 0.0859(3) -0.20775(10) -0.06914(8) 0.0189(3) Uani 1 1 d .
O1 O 0.0345(3) -0.40457(10) -0.08431(8) 0.0198(3) Uani 1 1 d .
C13 C -0.4110(4) -0.33488(13) -0.60368(11) 0.0167(3) Uani 1 1 d .
H13 H -0.4441 -0.4109 -0.5717 0.02 Uiso 1 1 calc R
C10 C -0.6985(4) 0.11522(13) -0.30035(11) 0.0166(3) Uani 1 1 d .
H10 H -0.7414 0.0403 -0.2672 0.02 Uiso 1 1 calc R
C12 C -0.5163(4) 0.31964(13) -0.29364(11) 0.0164(3) Uani 1 1 d .
H12 H -0.433 0.3846 -0.2563 0.02 Uiso 1 1 calc R
C4 C -0.1078(4) -0.36629(13) -0.39827(11) 0.0164(3) Uani 1 1 d .
H4 H -0.0771 -0.4329 -0.4433 0.02 Uiso 1 1 calc R
C1 C 0.0158(4) -0.30087(13) -0.11970(11) 0.0154(3) Uani 1 1 d .
C2 C -0.0817(4) -0.28334(13) -0.22844(11) 0.0156(3) Uani 1 1 d .
C8 C -0.2907(4) -0.24083(13) -0.54704(11) 0.0149(3) Uani 1 1 d .
C6 C -0.2738(4) -0.16070(13) -0.36766(11) 0.0161(3) Uani 1 1 d .
H6 H -0.3591 -0.0858 -0.3916 0.019 Uiso 1 1 calc R
C3 C -0.0379(4) -0.37946(13) -0.29534(11) 0.0168(3) Uani 1 1 d .
H3 H 0.0405 -0.4549 -0.2707 0.02 Uiso 1 1 calc R
C7 C -0.2020(4) -0.17303(13) -0.26450(11) 0.0156(3) Uani 1 1 d .
H7 H -0.2348 -0.1068 -0.2191 0.019 Uiso 1 1 calc R
C9 C -0.2312(4) -0.13053(13) -0.59700(11) 0.0157(3) Uani 1 1 d .
H9 H -0.1424 -0.0659 -0.5604 0.019 Uiso 1 1 calc R
C14 C -0.4594(4) 0.18534(13) -0.13883(11) 0.0158(3) Uani 1 1 d .
C5 C -0.2231(4) -0.25588(13) -0.43632(11) 0.0153(3) Uani 1 1 d .
C11 C -0.5664(4) 0.20844(13) -0.24581(10) 0.0150(3) 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 0 '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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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 Na1 O3 180.00(6) 1_655 2_455
O3 Na1 O3 97.61(4) 1_655 .
O3 Na1 O3 82.39(4) 2_455 .
O3 Na1 O3 82.39(4) 1_655 2
O3 Na1 O3 97.61(4) 2_455 2
O3 Na1 O3 180.00(6) . 2
O3 Na1 O2 83.60(5) 1_655 2
O3 Na1 O2 96.40(5) 2_455 2
O3 Na1 O2 77.49(4) . 2
O3 Na1 O2 102.51(4) 2 2
O3 Na1 O2 96.40(5) 1_655 .
O3 Na1 O2 83.60(5) 2_455 .
O3 Na1 O2 102.51(4) . .
O3 Na1 O2 77.49(4) 2 .
O2 Na1 O2 180.00(5) 2 .
O3 Na1 Na1 138.62(3) 1_655 1_455
O3 Na1 Na1 41.38(3) 2_455 1_455
O3 Na1 Na1 41.01(3) . 1_455
O3 Na1 Na1 138.99(3) 2 1_455
O2 Na1 Na1 85.95(4) 2 1_455
O2 Na1 Na1 94.05(4) . 1_455
O3 Na1 Na1 41.38(3) 1_655 1_655
O3 Na1 Na1 138.62(3) 2_455 1_655
O3 Na1 Na1 138.99(3) . 1_655
O3 Na1 Na1 41.01(3) 2 1_655
O2 Na1 Na1 94.05(4) 2 1_655
O2 Na1 Na1 85.95(4) . 1_655
Na1 Na1 Na1 180 1_455 1_655
O1 Na2 O1 180.00(6) 2_645 .
O1 Na2 O1 100.38(4) 2_645 2_545
O1 Na2 O1 79.62(4) . 2_545
O1 Na2 O1 79.62(4) 2_645 1_655
O1 Na2 O1 100.38(4) . 1_655
O1 Na2 O1 180 2_545 1_655
O1 Na2 O4 71.28(4) 2_645 1_645
O1 Na2 O4 108.72(4) . 1_645
O1 Na2 O4 84.89(4) 2_545 1_645
O1 Na2 O4 95.11(4) 1_655 1_645
O1 Na2 O4 108.72(4) 2_645 2
O1 Na2 O4 71.28(4) . 2
O1 Na2 O4 95.11(4) 2_545 2
O1 Na2 O4 84.89(4) 1_655 2
O4 Na2 O4 180 1_645 2
O1 Na2 Na2 139.54(3) 2_645 1_455
O1 Na2 Na2 40.46(3) . 1_455
O1 Na2 Na2 39.16(3) 2_545 1_455
O1 Na2 Na2 140.84(3) 1_655 1_455
O4 Na2 Na2 98.47(4) 1_645 1_455
O4 Na2 Na2 81.53(4) 2 1_455
O1 Na2 Na2 40.46(3) 2_645 1_655
O1 Na2 Na2 139.54(3) . 1_655
O1 Na2 Na2 140.84(3) 2_545 1_655
O1 Na2 Na2 39.16(3) 1_655 1_655
O4 Na2 Na2 81.53(4) 1_645 1_655
O4 Na2 Na2 98.47(4) 2 1_655
Na2 Na2 Na2 180 1_455 1_655
C14 O3 Na1 125.56(10) . 1_455
C14 O3 Na1 122.87(10) . .
Na1 O3 Na1 97.61(4) 1_455 .
C14 O4 Na2 147.56(9) . 1_465
C1 O2 Na1 157.62(9) . .
C1 O1 Na2 130.12(10) . .
C1 O1 Na2 121.32(10) . 1_455
Na2 O1 Na2 100.38(4) . 1_455
C12 C13 C8 121.28(13) 2_454 .
C11 C10 C9 120.61(13) . 2_454
C13 C12 C11 119.73(14) 2_454 .
C3 C4 C5 120.74(14) . .
O1 C1 O2 123.59(13) . .
O1 C1 C2 118.85(14) . .
O2 C1 C2 117.53(13) . .
C3 C2 C7 119.63(13) . .
C3 C2 C1 118.27(12) . .
C7 C2 C1 122.07(14) . .
C13 C8 C9 118.36(12) . .
C13 C8 C5 121.42(14) . .
C9 C8 C5 120.21(14) . .
C5 C6 C7 121.41(13) . .
C2 C3 C4 120.48(13) . .
C6 C7 C2 119.56(14) . .
C10 C9 C8 120.47(14) 2_454 .
O3 C14 O4 123.40(13) . .
O3 C14 C11 120.64(14) . .
O4 C14 C11 115.90(13) . .
C6 C5 C4 118.16(12) . .
C6 C5 C8 120.95(13) . .
C4 C5 C8 120.89(14) . .
C10 C11 C12 119.49(12) . .
C10 C11 C14 119.05(13) . .
C12 C11 C14 121.36(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Na1 O3 2.4195(14) 1_655
Na1 O3 2.4195(14) 2_455
Na1 O3 2.4378(13) .
Na1 O3 2.4378(13) 2
Na1 O2 2.5057(13) 2
Na1 O2 2.5057(13) .
Na1 Na1 3.6550(7) 1_455
Na1 Na1 3.6550(7) 1_655
Na2 O1 2.3465(13) 2_645
Na2 O1 2.3465(13) .
Na2 O1 2.4111(14) 2_545
Na2 O1 2.4111(14) 1_655
Na2 O4 2.8150(14) 1_645
Na2 O4 2.8150(14) 2
Na2 Na2 3.6550(7) 1_455
Na2 Na2 3.6550(7) 1_655
O3 C14 1.2422(17) .
O3 Na1 2.4195(14) 1_455
O4 C14 1.2941(19) .
O4 Na2 2.8150(14) 1_465
O2 C1 1.2816(19) .
O1 C1 1.2500(17) .
O1 Na2 2.4111(14) 1_455
C13 C12 1.3932(18) 2_454
C13 C8 1.393(2) .
C10 C11 1.388(2) .
C10 C9 1.3905(18) 2_454
C12 C13 1.3932(18) 2_454
C12 C11 1.3963(19) .
C4 C3 1.3913(18) .
C4 C5 1.4012(19) .
C1 C2 1.5002(18) .
C2 C3 1.386(2) .
C2 C7 1.3967(18) .
C8 C9 1.403(2) .
C8 C5 1.4902(19) .
C6 C5 1.394(2) .
C6 C7 1.3952(17) .
C9 C10 1.3905(18) 2_454
C14 C11 1.4987(18) .
