#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/66/2016672.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2016672
loop_
_publ_author_name
'Koner, Rajesh'
'Goldberg, Israel'
_publ_section_title
;
 The first coordination polymer of lanthanum(III) with a
 naphthalene-1,4,5,8-tetracarboxylic 1,8-anhydride derivative
;
_journal_coeditor_code           GD3220
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m264
_journal_page_last               m266
_journal_paper_doi               10.1107/S0108270108017691
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac
'[La (C14 H4 O7) (H2 O)7] (C14 H6 O8)0.5, 2H2 O'
_chemical_formula_moiety
'C14 H18 La1 O14 + , 0.5(C14 H6 O8 2-) , 4(H2 O)'
_chemical_formula_sum            'C21 H25 La O20'
_chemical_formula_weight         736.32
_chemical_name_systematic
;
catena-poly[[[heptaaqualanthanum(III)]-μ-1,3-dioxo-2-oxa-1H,3H-phenalene-
6,7-dicarboxylato-κ²O⁶:O⁷]
hemi(4,8-dicarboxynaphthalene-1,5-dicarboxylate) dihydrate]
;
_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           SHELXL97
_cell_angle_alpha                91.3625(9)
_cell_angle_beta                 98.9233(12)
_cell_angle_gamma                94.5506(14)
_cell_formula_units_Z            2
_cell_length_a                   6.6222(2)
_cell_length_b                   9.4831(2)
_cell_length_c                   20.5543(7)
_cell_measurement_reflns_used    4123
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.84
_cell_measurement_theta_min      1.00
_cell_volume                     1270.29(6)
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'DENZO (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;
ORTEPIII (Burnett & Johnson, 1996) and Mercury (Macrae et al.,
2006)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1994)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 12.8
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '1° φ and ω'
_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  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12656
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         27.84
_diffrn_reflns_theta_min         1.00
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.780
_exptl_absorpt_correction_T_max  0.8421
_exptl_absorpt_correction_T_min  0.6172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.925
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.335
_refine_diff_density_min         -1.266
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5821
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0253
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0101P)²+2.3943P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0558
_refine_ls_wR_factor_ref         0.0579
_reflns_number_gt                5404
_reflns_number_total             5821
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd3220.cif
_cod_data_source_block           III
_cod_original_formula_sum        'C21 H25 La1 O20'
_cod_database_code               2016672
_cod_database_fobs_code          2016672
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
La La1 0.350060(19) 0.626183(13) 0.260635(6) 0.00822(5) Uani d . 1
O O2 0.0077(3) 0.46884(18) 0.26311(9) 0.0137(3) Uani d . 1
H H2A -0.0852 0.4652 0.2261 0.016 Uiso d R 1
H H2B 0.0051 0.3803 0.2775 0.016 Uiso d R 1
O O3 0.2021(3) 0.53923(18) 0.13794(8) 0.0128(3) Uani d . 1
H H3A 0.2204 0.6059 0.1086 0.015 Uiso d R 1
H H3B 0.0658 0.5181 0.1330 0.015 Uiso d R 1
O O4 0.7149(3) 0.62057(18) 0.33006(9) 0.0144(4) Uani d . 1
H H4A 0.7390 0.6036 0.3733 0.017 Uiso d R 1
H H4B 0.8015 0.5759 0.3089 0.017 Uiso d R 1
O O5 0.3574(3) 0.48964(18) 0.36443(8) 0.0131(3) Uani d . 1
H H5A 0.2509 0.4613 0.3846 0.016 Uiso d R 1
H H5B 0.4528 0.4317 0.3801 0.016 Uiso d R 1
O O6 0.5018(3) 0.87634(19) 0.27588(10) 0.0192(4) Uani d . 1
H H6A 0.6348 0.8892 0.2714 0.023 Uiso d R 1
H H6B 0.4537 0.9618 0.2795 0.023 Uiso d R 1
O O7 0.1858(3) 0.75198(19) 0.35132(9) 0.0158(4) Uani d . 1
H H7A 0.1665 0.7284 0.3922 0.019 Uiso d R 1
H H7B 0.0829 0.8045 0.3361 0.019 Uiso d R 1
O O8 0.4731(3) 0.38597(19) 0.23513(9) 0.0182(4) Uani d . 1
H H8A 0.4338 0.2984 0.2466 0.022 Uiso d R 1
H H8B 0.5322 0.3783 0.1988 0.022 Uiso d R 1
O O9 0.6125(3) 0.66463(18) 0.18586(8) 0.0124(3) Uani d . 1
O O10 0.7754(3) 0.48980(17) 0.14696(8) 0.0137(3) Uani d . 1
C C11 0.7121(3) 0.6128(2) 0.14540(12) 0.0102(4) Uani d . 1
C C12 0.7458(3) 0.7009(2) 0.08698(12) 0.0104(4) Uani d . 1
C C13 0.7107(4) 0.6315(3) 0.02621(12) 0.0133(5) Uani d . 1
H H13 0.6983 0.5310 0.0238 0.016 Uiso calc R 1
C C14 0.6929(4) 0.7062(3) -0.03237(12) 0.0137(5) Uani d . 1
H H14 0.6697 0.6568 -0.0739 0.016 Uiso calc R 1
C C15 0.7093(4) 0.8519(3) -0.02874(12) 0.0128(5) Uani d . 1
C C16 0.6766(4) 0.9289(3) -0.09014(12) 0.0152(5) Uani d . 1
O O17 0.6291(3) 0.8781(2) -0.14444(9) 0.0241(4) Uani d . 1
O O18 0.7046(3) 1.07743(19) -0.08489(9) 0.0166(4) Uani d . 1
C C19 0.7532(4) 1.1547(3) -0.02622(12) 0.0143(5) Uani d . 1
O O20 0.7687(3) 1.28135(19) -0.02948(9) 0.0182(4) Uani d . 1
C C21 0.7817(4) 1.0772(3) 0.03547(12) 0.0116(5) Uani d . 1
C C22 0.8325(4) 1.1514(3) 0.09482(12) 0.0135(5) Uani d . 1
H H22 0.8393 1.2519 0.0963 0.016 Uiso calc R 1
C C23 0.8742(4) 1.0775(3) 0.15338(12) 0.0134(5) Uani d . 1
H H23 0.9133 1.1293 0.1941 0.016 Uiso calc R 1
C C24 0.8593(3) 0.9311(2) 0.15282(12) 0.0106(4) Uani d . 1
C C25 0.7879(3) 0.8512(2) 0.09261(12) 0.0100(4) Uani d . 1
C C26 0.7595(3) 0.9268(2) 0.03309(12) 0.0105(5) Uani d . 1
C C27 0.9505(3) 0.8630(2) 0.21573(12) 0.0093(4) Uani d . 1
O O28 1.0630(3) 0.76474(17) 0.20851(8) 0.0118(3) Uani d . 1
O O29 0.9187(3) 0.91326(17) 0.27005(8) 0.0121(3) Uani d . 1
O O30 0.2382(3) 0.42421(17) 0.52858(8) 0.0123(3) Uani d . 1
H H30 0.2370 0.5091 0.5099 0.015 Uiso d R 1
O O31 0.0753(2) 0.34637(17) 0.42930(8) 0.0112(3) Uani d . 1
C C32 0.1451(3) 0.3257(2) 0.48718(12) 0.0097(4) Uani d . 1
C C33 0.1465(3) 0.1795(2) 0.51287(11) 0.0090(4) Uani d . 1
C C34 0.3282(4) 0.1463(2) 0.54886(12) 0.0104(4) Uani d . 1
H H34 0.4300 0.2197 0.5658 0.013 Uiso calc R 1
C C35 0.3643(4) 0.0049(2) 0.56082(12) 0.0106(4) Uani d . 1
H H35 0.4907 -0.0164 0.5857 0.013 Uiso calc R 1
C C36 0.2195(3) -0.1034(2) 0.53711(11) 0.0093(4) Uani d . 1
C C37 0.0188(3) -0.0722(2) 0.50627(11) 0.0088(4) Uani d . 1
C C38 0.2885(3) -0.2507(2) 0.53914(12) 0.0099(4) Uani d . 1
O O39 0.2324(2) -0.33054(17) 0.48753(8) 0.0110(3) Uani d . 1
O O40 0.4019(3) -0.28492(18) 0.58944(9) 0.0161(4) Uani d . 1
O O41 -0.0066(3) 0.19469(19) 0.31360(9) 0.0189(4) Uani d . 1
H H41A -0.0614 0.1053 0.3047 0.023 Uiso d R 1
H H41B -0.0046 0.2160 0.3565 0.023 Uiso d R 1
O O42 0.3950(3) 0.14493(19) 0.29958(9) 0.0192(4) Uani d . 1
H H42A 0.4738 0.1758 0.3376 0.023 Uiso d R 1
H H42B 0.2649 0.1544 0.3052 0.023 Uiso d R 1
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'
La La -0.2871 2.4523 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O6 La1 O9 . . 71.21(6)
O6 La1 O28 . 1_455 76.77(6)
O9 La1 O28 . 1_455 102.95(5)
O6 La1 O5 . . 115.52(6)
O9 La1 O5 . . 130.79(6)
O28 La1 O5 1_455 . 126.24(5)
O6 La1 O8 . . 136.76(6)
O9 La1 O8 . . 72.32(6)
O28 La1 O8 1_455 . 134.23(6)
O5 La1 O8 . . 73.74(6)
O6 La1 O7 . . 71.37(6)
O9 La1 O7 . . 142.55(6)
O28 La1 O7 1_455 . 69.73(5)
O5 La1 O7 . . 66.64(5)
O8 La1 O7 . . 139.56(6)
O6 La1 O4 . . 73.26(6)
O9 La1 O4 . . 71.28(5)
O28 La1 O4 1_455 . 149.74(5)
O5 La1 O4 . . 65.63(5)
O8 La1 O4 . . 73.66(6)
O7 La1 O4 . . 96.40(5)
O6 La1 O2 . . 141.89(6)
O9 La1 O2 . . 138.29(5)
O28 La1 O2 1_455 . 73.20(5)
O5 La1 O2 . . 67.45(5)
O8 La1 O2 . . 81.35(6)
O7 La1 O2 . . 76.52(6)
O4 La1 O2 . . 131.23(5)
O6 La1 O3 . . 115.97(6)
O9 La1 O3 . . 68.28(5)
O28 La1 O3 1_455 . 66.90(5)
O5 La1 O3 . . 128.51(5)
O8 La1 O3 . . 69.43(6)
O7 La1 O3 . . 132.11(5)
O4 La1 O3 . . 131.47(5)
O2 La1 O3 . . 72.45(5)
La1 O2 H2A . . 116.2
La1 O2 H2B . . 122.7
H2A O2 H2B . . 105.5
La1 O3 H3A . . 112.7
La1 O3 H3B . . 110.9
H3A O3 H3B . . 105.2
La1 O4 H4A . . 124.5
La1 O4 H4B . . 113.1
H4A O4 H4B . . 110.0
La1 O5 H5A . . 127.7
La1 O5 H5B . . 125.9
H5A O5 H5B . . 102.8
La1 O6 H6A . . 114.9
La1 O6 H6B . . 136.0
H6A O6 H6B . . 108.4
La1 O7 H7A . . 132.8
La1 O7 H7B . . 115.0
H7A O7 H7B . . 106.0
La1 O8 H8A . . 131.4
La1 O8 H8B . . 116.9
H8A O8 H8B . . 108.1
C11 O9 La1 . . 148.13(15)
O9 C11 O10 . . 125.7(2)
O9 C11 C12 . . 116.8(2)
O10 C11 C12 . . 117.4(2)
C13 C12 C25 . . 120.7(2)
C13 C12 C11 . . 116.6(2)
C25 C12 C11 . . 122.3(2)
C12 C13 C14 . . 121.4(2)
C12 C13 H13 . . 119.3
C14 C13 H13 . . 119.3
C15 C14 C13 . . 119.2(2)
C15 C14 H14 . . 120.4
C13 C14 H14 . . 120.4
C14 C15 C26 . . 120.8(2)
C14 C15 C16 . . 118.8(2)
C26 C15 C16 . . 120.4(2)
O17 C16 O18 . . 116.2(2)
O17 C16 C15 . . 126.5(2)
O18 C16 C15 . . 117.3(2)
C19 O18 C16 . . 124.4(2)
O20 C19 O18 . . 116.8(2)
O20 C19 C21 . . 125.0(2)
O18 C19 C21 . . 118.2(2)
C22 C21 C26 . . 120.6(2)
C22 C21 C19 . . 119.5(2)
C26 C21 C19 . . 119.9(2)
C21 C22 C23 . . 119.6(2)
C21 C22 H22 . . 120.2
C23 C22 H22 . . 120.2
C24 C23 C22 . . 121.4(2)
C24 C23 H23 . . 119.3
C22 C23 H23 . . 119.3
C23 C24 C25 . . 120.1(2)
C23 C24 C27 . . 116.7(2)
C25 C24 C27 . . 122.5(2)
C26 C25 C12 . . 117.1(2)
C26 C25 C24 . . 117.7(2)
C12 C25 C24 . . 125.2(2)
C15 C26 C21 . . 119.8(2)
C15 C26 C25 . . 120.1(2)
C21 C26 C25 . . 120.1(2)
O29 C27 O28 . . 125.5(2)
O29 C27 C24 . . 118.6(2)
O28 C27 C24 . . 115.8(2)
C27 O28 La1 . 1_655 146.54(15)
C32 O30 H30 . . 110.6
O31 C32 O30 . . 123.9(2)
O31 C32 C33 . . 121.2(2)
O30 C32 C33 . . 114.6(2)
C34 C33 C37 . 2_556 120.6(2)
C34 C33 C32 . . 116.0(2)
C37 C33 C32 2_556 . 122.8(2)
C33 C34 C35 . . 120.5(2)
C33 C34 H34 . . 119.7
C35 C34 H34 . . 119.7
C36 C35 C34 . . 121.0(2)
C36 C35 H35 . . 119.5
C34 C35 H35 . . 119.5
C35 C36 C37 . . 120.0(2)
C35 C36 C38 . . 116.8(2)
C37 C36 C38 . . 122.9(2)
C37 C37 C33 2_556 2_556 118.2(3)
C37 C37 C36 2_556 . 118.9(3)
C33 C37 C36 2_556 . 122.9(2)
O40 C38 O39 . . 124.5(2)
O40 C38 C36 . . 118.4(2)
O39 C38 C36 . . 117.1(2)
H41A O41 H41B . . 108.9
H42A O42 H42B . . 106.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
La1 O6 . 2.4948(17) yes
La1 O9 . 2.5039(16) yes
La1 O28 1_455 2.5138(16) yes
La1 O5 . 2.5180(17) yes
La1 O8 . 2.5491(18) yes
La1 O7 . 2.6094(17) yes
La1 O4 . 2.6136(17) yes
La1 O2 . 2.6212(16) yes
La1 O3 . 2.6470(17) yes
O2 H2A . 0.8990 ?
O2 H2B . 0.8969 ?
O3 H3A . 0.8984 ?
O3 H3B . 0.8981 ?
O4 H4A . 0.8982 ?
O4 H4B . 0.8976 ?
O5 H5A . 0.8983 ?
O5 H5B . 0.8978 ?
O6 H6A . 0.8995 ?
O6 H6B . 0.8991 ?
O7 H7A . 0.8993 ?
O7 H7B . 0.8977 ?
O8 H8A . 0.8982 ?
O8 H8B . 0.8989 ?
O9 C11 . 1.253(3) ?
O10 C11 . 1.270(3) ?
C11 C12 . 1.513(3) ?
C12 C13 . 1.376(3) ?
C12 C25 . 1.430(3) ?
C13 C14 . 1.406(3) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.376(4) ?
C14 H14 . 0.9500 ?
C15 C26 . 1.421(3) ?
C15 C16 . 1.469(3) ?
C16 O17 . 1.191(3) ?
C16 O18 . 1.406(3) ?
O18 C19 . 1.377(3) ?
C19 O20 . 1.201(3) ?
C19 C21 . 1.475(3) ?
C21 C22 . 1.375(3) ?
C21 C26 . 1.421(3) ?
C22 C23 . 1.409(3) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.384(3) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.430(3) ?
C24 C27 . 1.521(3) ?
C25 C26 . 1.427(3) ?
C27 O29 . 1.258(3) ?
C27 O28 . 1.258(3) ?
O28 La1 1_655 2.5138(16) ?
O30 C32 . 1.298(3) ?
O30 H30 . 0.9005 ?
O31 C32 . 1.234(3) ?
C32 C33 . 1.496(3) ?
C33 C34 . 1.374(3) ?
C33 C37 2_556 1.435(3) ?
C34 C35 . 1.402(3) ?
C34 H34 . 0.9500 ?
C35 C36 . 1.373(3) ?
C35 H35 . 0.9500 ?
C36 C37 . 1.437(3) ?
C36 C38 . 1.504(3) ?
C37 C37 2_556 1.433(4) ?
C37 C33 2_556 1.435(3) ?
C38 O40 . 1.246(3) ?
C38 O39 . 1.277(3) ?
O41 H41A . 0.8983 ?
O41 H41B . 0.8983 ?
O42 H42A . 0.8982 ?
O42 H42B . 0.8979 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O2 H2B O41 . 0.90 1.93 2.822(2) 176.3
O2 H2A O10 1_455 0.90 1.77 2.653(2) 165.8
O3 H3A O20 2_675 0.90 1.97 2.857(2) 167.0
O3 H3B O10 1_455 0.90 1.99 2.862(2) 164.7
O4 H4A O30 2_666 0.90 2.02 2.919(2) 173.2
O4 H4B O2 1_655 0.90 2.09 2.984(2) 177.8
O5 H5A O31 . 0.90 1.89 2.751(2) 160.7
O5 H5B O40 2_656 0.90 1.82 2.705(2) 167.3
O6 H6A O29 . 0.90 1.88 2.777(2) 174.9
O6 H6B O42 1_565 0.90 1.86 2.749(3) 169.3
O7 H7A O39 1_565 0.90 2.04 2.902(2) 159.5
O7 H7B O29 1_455 0.90 1.97 2.810(2) 155.4
O8 H8A O42 . 0.90 1.86 2.723(3) 159.5
O8 H8B O10 . 0.90 2.27 3.027(3) 141.2
O30 H30 O39 1_565 0.90 1.60 2.494(2) 171.3
O41 H41A O29 1_445 0.90 1.93 2.776(2) 157.1
O41 H41B O31 . 0.90 1.90 2.708(2) 148.7
O42 H42A O40 2_656 0.90 1.85 2.720(3) 163.7
O42 H42B O41 . 0.90 1.90 2.795(3) 173.7
