#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/91/4509176.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4509176
loop_
_publ_author_name
'Clegg, William'
'Russo, Luca'
_publ_section_title
;
 Synthesis and Structures of Alkali Metal Complexes of Isophthalic Acid:
 The Interplay of Organic Supramolecular Interactions and Flexible Metal
 Coordination As Structure-Directing Factors
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1158
_journal_paper_doi               10.1021/cg800991t
_journal_volume                  9
_journal_year                    2009
_chemical_formula_moiety         'Rb +, C8 H5 O4 -, C8 H6 O4'
_chemical_formula_sum            'C16 H11 O8 Rb'
_chemical_formula_weight         416.72
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.283(5)
_cell_angle_beta                 92.670(5)
_cell_angle_gamma                92.126(5)
_cell_formula_units_Z            1
_cell_length_a                   3.7761(2)
_cell_length_b                   5.7924(2)
_cell_length_c                   17.0879(12)
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.5
_cell_volume                     371.44(4)
_computing_cell_refinement       EvalCCD
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0499
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4646
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         4.80
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.379
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_correction_T_min  0.55
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.863
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             208
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.474
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1299
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0600
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0656P)²+5.5098P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1705
_refine_ls_wR_factor_ref         0.1790
_reflns_number_gt                1208
_reflns_number_total             1299
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg800991tsup1.cif
_cod_data_source_block           lr20_compound3
_cod_database_code               4509176
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
Rb Rb 0.5000 0.5000 0.5000 0.0201(4) Uani 1 2 d S
C1 C 0.171(2) 0.0387(14) 0.7006(5) 0.0118(17) Uani 1 1 d .
C2 C 0.104(2) 0.1919(14) 0.7650(5) 0.0128(17) Uani 1 1 d .
H2 H -0.0049 0.3338 0.7573 0.015 Uiso 1 1 calc R
C3 C 0.196(2) 0.1383(14) 0.8413(5) 0.0135(17) Uani 1 1 d .
C4 C 0.361(2) -0.0659(15) 0.8526(5) 0.0158(18) Uani 1 1 d .
H4 H 0.4314 -0.0996 0.9043 0.019 Uiso 1 1 calc R
C5 C 0.425(2) -0.2226(14) 0.7883(5) 0.0152(18) Uani 1 1 d .
H5 H 0.5368 -0.3631 0.7965 0.018 Uiso 1 1 calc R
C6 C 0.325(2) -0.1750(15) 0.7128(5) 0.0155(17) Uani 1 1 d .
H6 H 0.3599 -0.2849 0.6693 0.019 Uiso 1 1 calc R
C7 C 0.072(2) 0.0965(15) 0.6188(5) 0.0178(19) Uani 1 1 d .
C8 C 0.111(2) 0.3022(14) 0.9097(5) 0.0127(17) Uani 1 1 d .
O1 O 0.0798(18) -0.0728(11) 0.5635(3) 0.0236(15) Uani 1 1 d .
H1O H 0.0164 -0.0154 0.5134 0.035 Uiso 0.50 1 d PR
O2 O -0.0072(17) 0.2966(10) 0.6070(3) 0.0196(14) Uani 1 1 d .
O3 O 0.2355(17) 0.2455(11) 0.9785(3) 0.0223(15) Uani 1 1 d D
H3O H 0.17(3) 0.362(14) 1.019(5) 0.033 Uiso 1 1 d D
O4 O -0.0661(16) 0.4738(10) 0.9025(3) 0.0191(14) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Rb 0.0190(6) 0.0218(7) 0.0218(7) 0.0102(5) 0.0038(5) 0.0077(4)
C1 0.020(4) 0.008(4) 0.008(4) 0.001(3) 0.000(3) 0.000(3)
C2 0.018(4) 0.009(4) 0.011(4) 0.001(3) 0.000(3) 0.003(3)
C3 0.014(4) 0.016(4) 0.011(4) 0.004(3) -0.001(3) 0.001(3)
C4 0.015(4) 0.022(5) 0.011(4) 0.004(3) -0.004(3) -0.004(3)
C5 0.020(4) 0.011(4) 0.014(4) -0.002(3) -0.004(3) -0.002(3)
C6 0.021(4) 0.014(4) 0.013(4) 0.001(3) 0.008(3) 0.005(3)
C7 0.019(5) 0.021(5) 0.013(4) 0.002(4) 0.002(3) 0.003(4)
C8 0.016(4) 0.012(4) 0.010(4) 0.001(3) -0.002(3) -0.005(3)
O1 0.045(4) 0.019(3) 0.008(3) 0.001(2) -0.005(3) 0.013(3)
O2 0.031(4) 0.019(3) 0.010(3) 0.005(2) 0.000(3) 0.008(3)
O3 0.035(4) 0.024(3) 0.009(3) 0.000(2) 0.000(3) 0.014(3)
O4 0.026(3) 0.019(3) 0.013(3) 0.002(2) 0.002(2) 0.007(3)
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'
Rb Rb -0.9393 2.9676 '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
O1 Rb O1 180.0 2_656 1_565
O1 Rb O1 71.73(13) 2_656 2_556
O1 Rb O1 108.27(13) 1_565 2_556
O1 Rb O1 108.27(13) 2_656 1_665
O1 Rb O1 71.73(13) 1_565 1_665
O1 Rb O1 180.0 2_556 1_665
O1 Rb O2 118.83(16) 2_656 2_566
O1 Rb O2 61.17(16) 2_656 1_655
O1 Rb O2 103.27(17) 2_656 .
O1 Rb O2 76.73(17) 2_656 2_666
O1 Rb O2 61.17(16) 1_565 2_566
O1 Rb O2 118.83(16) 1_565 1_655
O1 Rb O2 76.73(17) 1_565 .
O1 Rb O2 103.27(17) 1_565 2_666
O1 Rb O2 75.01(16) 2_556 2_566
O1 Rb O2 104.99(16) 2_556 1_655
O1 Rb O2 58.10(16) 2_556 .
O1 Rb O2 121.90(16) 2_556 2_666
O1 Rb O2 104.99(16) 1_665 2_566
O1 Rb O2 75.01(16) 1_665 1_655
O1 Rb O2 121.90(16) 1_665 .
O1 Rb O2 58.10(16) 1_665 2_666
O2 Rb O2 180.0 2_566 1_655
O2 Rb O2 100.39(14) . 2_566
O2 Rb O2 79.61(14) . 1_655
O2 Rb O2 79.61(14) 2_566 2_666
O2 Rb O2 100.39(14) 1_655 2_666
O2 Rb O2 180.0 . 2_666
C2 C1 C6 119.5(7) . .
C2 C1 C7 120.2(7) . .
C6 C1 C7 120.2(7) . .
C1 C2 H2 119.9 . .
C1 C2 C3 120.3(7) . .
H2 C2 C3 119.9 . .
C2 C3 C4 120.0(8) . .
C2 C3 C8 119.3(7) . .
C4 C3 C8 120.7(7) . .
C3 C4 H4 119.9 . .
C3 C4 C5 120.1(8) . .
H4 C4 C5 119.9 . .
C4 C5 H5 119.8 . .
C4 C5 C6 120.5(8) . .
H5 C5 C6 119.8 . .
C1 C6 C5 119.6(8) . .
C1 C6 H6 120.2 . .
C5 C6 H6 120.2 . .
Rb C7 C1 129.6(5) . .
Rb C7 O1 92.2(5) . .
Rb C7 O2 50.8(4) . .
C1 C7 O1 116.0(7) . .
C1 C7 O2 120.0(8) . .
O1 C7 O2 123.9(8) . .
C3 C8 O3 114.5(7) . .
C3 C8 O4 122.5(7) . .
O3 C8 O4 123.0(8) . .
Rb O1 Rb 71.73(13) 1_545 1_445
Rb O1 C7 144.7(5) 1_545 .
Rb O1 C7 132.4(6) 1_445 .
Rb O1 H1O 98.1 1_545 .
Rb O1 H1O 83.3 1_445 .
C7 O1 H1O 108.9 . .
Rb O2 Rb 79.61(14) . 1_455
Rb O2 C7 110.5(5) . .
Rb O2 C7 135.2(6) 1_455 .
C8 O3 H3O 109(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Rb O1 3.127(6) 2_656
Rb O1 3.127(6) 1_565
Rb O1 3.313(7) 2_556
Rb O1 3.313(7) 1_665
Rb O2 2.993(6) .
Rb O2 2.905(6) 2_566
Rb O2 2.905(6) 1_655
Rb O2 2.993(6) 2_666
C1 C2 1.387(11) .
C1 C6 1.416(12) .
C1 C7 1.502(11) .
C2 H2 0.950 .
C2 C3 1.399(11) .
C3 C4 1.382(12) .
C3 C8 1.492(12) .
C4 H4 0.950 .
C4 C5 1.395(12) .
C5 H5 0.950 .
C5 C6 1.382(12) .
C6 H6 0.950 .
C7 O1 1.299(11) .
C7 O2 1.239(11) .
C8 O3 1.318(10) .
C8 O4 1.232(10) .
O1 Rb 3.127(6) 1_545
O1 Rb 3.313(7) 1_445
O1 H1O 0.9701 .
O2 Rb 2.905(6) 1_455
O3 H3O 0.969(11) .
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
O1 H1O O1 0.97 1.49 2.458(11) 179.9 2_556
O3 H3O O4 0.969(11) 1.64(2) 2.604(8) 171(11) 2_567
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139146862
