Synthesis, structure and properties of coordination polymers formed from bridging 4-hydroxybenzoic acid anions
Abrahams, Brendan F.; Commons, Christopher J.; Dharma, A. David; Hudson, Timothy A.; Robson, Richard; Sanchez Arlt, Robin W.; Stewart, Thomas C.; White, Keith F.; CrystEngComm  (2022) –; doi:10.1039/D2CE00163B

data_7244471
_publ_section_title
;
 Synthesis, structure and properties of coordination polymers formed from
 bridging 4-hydroxybenzoic acid anions
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00163B
_journal_year                    2022
_chemical_formula_moiety         'C20 H22 Cu3 O11, 0.5(C4 H8 O2)'
_chemical_formula_sum            'C22 H26 Cu3 O12'
_chemical_formula_weight         673.05
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-14
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2021-12-14 deposited with the CCDC.	2022-02-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.0140(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.5458(2)
_cell_length_b                   8.30020(10)
_cell_length_c                   18.1756(2)
_cell_measurement_reflns_used    11082
_cell_measurement_temperature    256(1)
_cell_measurement_theta_max      75.9820
_cell_measurement_theta_min      2.4740
_cell_volume                     2589.00(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      256(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     49.00  74.00   0.50    0.05    --   47.45  47.00  56.00   50
  2  \w     95.00 172.00   0.50    0.06    --  105.86  47.00  56.00  154
  3  \w    146.00 172.00   0.50    0.06    --  105.86  45.00 -30.00   52
  4  \w     96.00 128.00   0.50    0.06    --  105.86  45.00 -30.00   64
  5  \w     95.00 168.00   0.50    0.06    --  105.86  30.00-180.00  146
  6  \w     -8.00  28.00   0.50    0.05    --   47.45 -47.00 -92.00   72
  7  \w     45.00  70.00   0.50    0.06    --  105.86 -61.00 -30.00   50
  8  \w     33.00  84.00   0.50    0.06    --  105.86 -77.00 -30.00  102
  9  \w     44.00  70.00   0.50    0.06    --  105.86 -61.00   0.00   52
 10  \w     45.00  70.00   0.50    0.06    --  105.86 -61.00  30.00   50
 11  \w     41.00  71.00   0.50    0.06    --  105.86 -61.00  90.00   60
 12  \w     40.00  67.00   0.50    0.06    --  105.86 -61.00 150.00   54
 13  \w     37.00  68.00   0.50    0.06    --  105.86 -61.00 120.00   62
 14  \w     39.00  65.00   0.50    0.06    --  105.86 -61.00  60.00   52
 15  \w     34.00  67.00   0.50    0.06    --  105.86 -61.00-120.00   66
 16  \w     74.00 101.00   0.50    0.06    --  105.86 -94.00-120.00   54
 17  \w     33.00 103.00   0.50    0.06    --  105.86 -94.00 -60.00  140
 18  \w     38.00  78.00   0.50    0.06    --  105.86 -94.00-150.00   80
 19  \w   -120.00 -34.00   0.50    0.05    --  -47.45 -47.00 -92.00  172
 20  \w   -140.00-115.00   0.50    0.06    --  -86.25 -47.00 -92.00   50
 21  \w    -46.00 -15.00   0.50    0.06    --  -86.25  61.00-120.00   62
 22  \w    -37.00 -12.00   0.50    0.06    --  -86.25  30.00-120.00   50
 23  \w    -37.00 -12.00   0.50    0.06    --  -86.25  30.00-180.00   50
 24  \w    -30.00  18.00   0.50    0.05    --  -47.45  19.00-150.00   96
 25  \w    -53.00 -28.00   0.50    0.06    --  -86.25  47.00  56.00   50
 26  \w    -52.00  25.00   0.50    0.05    --  -47.45  47.00  56.00  154
 27  \w    -37.00 -12.00   0.50    0.06    --  -86.25  30.00 150.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0193507000
_diffrn_orient_matrix_UB_12      -0.1025056000
_diffrn_orient_matrix_UB_13      -0.0721201000
_diffrn_orient_matrix_UB_21      -0.0875591000
_diffrn_orient_matrix_UB_22      0.0317557000
_diffrn_orient_matrix_UB_23      -0.0054094000
_diffrn_orient_matrix_UB_31      0.0052288000
_diffrn_orient_matrix_UB_32      0.1512280000
_diffrn_orient_matrix_UB_33      -0.0477814000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18538
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.490
_diffrn_reflns_theta_min         3.185
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.407
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.104a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark green'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.727
_exptl_crystal_description       block
_exptl_crystal_F_000             1364
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 1,4-dioxane'
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.069
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.00046(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         5243
_refine_ls_number_restraints     216
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0602P)^2^+3.8144P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1219
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4744
_reflns_number_total             5243
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00163b2.cif
_cod_data_source_block           cc1_10c_2021
_cod_database_code               7244471
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C44 H52 Cu6 O24'
_shelx_estimated_absorpt_t_max   0.483
_shelx_estimated_absorpt_t_min   0.438
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C16-C15 = C17-C18
 1.51 with sigma of 0.02
 O14-C25 = O14-C28 = O15-C26 = O15-C27
 1.43 with sigma of 0.02
 O12-C20 = O12-C21 = O11-C19 = O11-C22
 1.43 with sigma of 0.02
 C24-C23_$1 = C24_$1-C23
 1.51 with sigma of 0.01
 C25-C26 = C27-C28
 1.51 with sigma of 0.02
 O10-C16 = O10-C17
 1.43 with sigma of 0.02
 C20-C19 = C22-C21
 1.51 with sigma of 0.02
 O8-H8 = O4-H4
 0.85 with sigma of 0.02
 C24_$1-C23 = C24-C23_$1
 1.51 with sigma of 0.01
 O14-C27 = O15-C25
 2.42 with sigma of 0.04
 O12-C19 = O11-C21
 2.42 with sigma of 0.04
 O14-C26 = O15-C28
 2.42 with sigma of 0.04
 C28-C25
 2.34 with sigma of 0.01
 O12-C22 = O11-C20
 2.42 with sigma of 0.04
 O14-C26 \\sim O14-C27 \\sim O15-C25 \\sim O15-C28
 with sigma of 0.04
 O14-C25 \\sim O14-C28 \\sim O15-C26 \\sim O15-C27
 with sigma of 0.02
 O12-C20 \\sim O12-C21 \\sim O11-C19 \\sim O11-C22
 with sigma of 0.02
 C25-C26 \\sim C27-C28
 with sigma of 0.02
 C25-C27 \\sim C26-C28
 with sigma of 0.04
 O12-C19 \\sim O12-C22 \\sim O11-C20 \\sim O11-C21
 with sigma of 0.04
 O15-C27 \\sim O15-C26
 with sigma of 0.02
 C20-C19 \\sim C22-C21
 with sigma of 0.02
 C20-C22 \\sim C19-C21
 with sigma of 0.04
 C23-C23_$1 \\sim C24-C24_$1
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O15 \\sim O14 \\sim C26 \\sim C28 \\sim C27 \\sim C25: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
O13 \\sim O13 \\sim C24 \\sim C24 \\sim C23 \\sim C23: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
O11 \\sim O12 \\sim C22 \\sim C21 \\sim C19 \\sim C20: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 O15, O14, C26, C28, C27, C25
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O11, O12, C22, C21, C19, C20
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(O11)=Sof(O12)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(C21)=Sof(H21A)=Sof(H21B)=
 Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(C20)=Sof(H20A)=Sof(H20B)=1-FVAR(1)
 Sof(O10)=Sof(O9)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C17)=Sof(H17A)=Sof(H17B)=
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C16)=Sof(H16A)=Sof(H16B)=FVAR(1)
 Fixed Sof: O15(0.5) O14(0.5) C26(0.5) H26A(0.5) H26B(0.5) C28(0.5) H28A(0.5)
 H28B(0.5) C27(0.5) H27A(0.5) H27B(0.5) C25(0.5) H25A(0.5) H25B(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C23(H23A,H23B), C15(H15A,H15B), C17(H17A,H17B), C18(H18A,
 H18B), C16(H16A,H16B), C22(H22A,H22B), C26(H26A,H26B), C21(H21A,H21B),
 C28(H28A,H28B), C27(H27A,H27B), C19(H19A,H19B), C25(H25A,H25B), C20(H20A,H20B)
6.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C10(H10), C3(H3), C13(H13), C14(H14), C4(H4A), C11(H11)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              88406
_shelx_hkl_checksum              23808
_olex2_submission_original_sample_id CC1_10C_2021_255K
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.222
_oxdiff_exptl_absorpt_empirical_full_min 0.868