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_7244472
_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         'C40 H44 Cu6 O22, C4 H8 O2'
_chemical_formula_sum            'C44 H52 Cu6 O24'
_chemical_formula_weight         1346.09
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 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                 92.3540(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.4440(2)
_cell_length_b                   8.06390(10)
_cell_length_c                   27.9872(3)
_cell_measurement_reflns_used    22660
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      75.9020
_cell_measurement_theta_min      2.5970
_cell_volume                     5061.02(9)
_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      100(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.955
_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     52.00  93.00   0.50    0.05    --   47.45  48.00  61.00   82
  2  \w    143.00 178.00   0.50    0.08    --  105.86  45.00 150.00   70
  3  \w    105.00 176.00   0.50    0.08    --  105.86  45.00 120.00  142
  4  \w     98.00 137.00   0.50    0.08    --  105.86  45.00 150.00   78
  5  \w     92.00 177.00   0.50    0.08    --  105.86  48.00  61.00  170
  6  \w     -9.00  21.00   0.50    0.05    --   47.45 -48.00 -86.00   60
  7  \w     36.00  66.00   0.50    0.08    --  105.86 -77.00-180.00   60
  8  \w     75.00 100.00   0.50    0.08    --  105.86 -77.00   0.00   50
  9  \w     72.00 101.00   0.50    0.08    --  105.86 -77.00  90.00   58
 10  \w     34.00  65.00   0.50    0.08    --  105.86 -77.00  90.00   62
 11  \w     33.00  58.00   0.50    0.08    --  105.86 -61.00  60.00   50
 12  \w     40.00  66.00   0.50    0.08    --  105.86 -77.00   0.00   52
 13  \w     33.00  58.00   0.50    0.08    --  105.86 -61.00 150.00   50
 14  \w     42.00  67.00   0.50    0.08    --  105.86 -61.00   0.00   50
 15  \w     43.00  69.00   0.50    0.08    --  105.86 -61.00 -60.00   52
 16  \w     43.00  68.00   0.50    0.08    --  105.86 -61.00 -90.00   50
 17  \w     34.00  69.00   0.50    0.08    --  105.86 -61.00-180.00   70
 18  \w     39.00  64.00   0.50    0.08    --  105.86 -94.00 -60.00   50
 19  \w    -50.00  24.00   0.50    0.05    --  -47.45  48.00  61.00  148
 20  \w    -26.00  27.00   0.50    0.05    --  -47.45  19.00-150.00  106
 21  \w     81.00 106.00   0.50    0.08    --  105.86 -94.00 -60.00   50
 22  \w    -37.00 -11.00   0.50    0.08    --  -86.25  30.00-150.00   52
 23  \w    -51.00 -26.00   0.50    0.08    --  -86.25  45.00-180.00   50
 24  \w    -51.00 -19.00   0.50    0.08    --  -86.25  45.00-120.00   64
 25  \w    -50.00 -16.00   0.50    0.08    --  -86.25  45.00 -90.00   68
 26  \w    -55.00 -30.00   0.50    0.08    --  -86.25  48.00  61.00   50
 27  \w    -51.00 -26.00   0.50    0.08    --  -86.25  45.00  30.00   50
 28  \w   -120.00 -46.00   0.50    0.05    --  -47.45 -48.00 -86.00  148
 29  \w   -140.00-115.00   0.50    0.08    --  -86.25 -48.00 -86.00   50
 30  \w   -117.00 -75.00   0.50    0.05    --  -47.45-125.00-150.00   84
;
_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      0.0419697000
_diffrn_orient_matrix_UB_12      0.1103834000
_diffrn_orient_matrix_UB_13      -0.0284130000
_diffrn_orient_matrix_UB_21      0.0495938000
_diffrn_orient_matrix_UB_22      -0.0242576000
_diffrn_orient_matrix_UB_23      0.0390741000
_diffrn_orient_matrix_UB_31      0.0222979000
_diffrn_orient_matrix_UB_32      -0.1540702000
_diffrn_orient_matrix_UB_33      -0.0264721000
_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  0.0298
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            37599
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.533
_diffrn_reflns_theta_min         3.161
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.486
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69528
_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    1.767
_exptl_crystal_description       block
_exptl_crystal_F_000             2728
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 1,4-dioxane'
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_refine_diff_density_max         1.000
_refine_diff_density_min         -0.736
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       0.000060(13)
_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   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     794
_refine_ls_number_reflns         10168
_refine_ls_number_restraints     263
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0394
_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^)+(0.0659P)^2^+6.9778P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1156
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9508
_reflns_number_total             10168
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00163b2.cif
_cod_data_source_block           new_run
_cod_database_code               7244472
_shelx_shelxl_version_number     2018/3
_publ_section_exptl
;
Any special experimental details
;
_chemical_oxdiff_formula         'C22 H26 Cu3 O12'
_shelx_estimated_absorpt_t_max   0.501
_shelx_estimated_absorpt_t_min   0.431
_reflns_odcompleteness_completeness 99.67
_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
 O4-H4 = O13-H13 = O9-H9 = O5-H5
 0.85 with sigma of 0.02
 O21-C37_$1 = O21-C36_$1 = O20-C38 = O20-C35
 1.43 with sigma of 0.02
 C41-C42
 1.51 with sigma of 0.02
 C38-C37 = C35-C36 = C40-C39
 1.51 with sigma of 0.02
 C49-O26 = C49-C50 = O23-C40 = O23-C41
 1.43 with sigma of 0.02
 O23-C40 = O23-C41 = O22_$1-C39 = O22_$1-C42
 1.43 with sigma of 0.02
 C51-C52 = C50-C49
 1.51 with sigma of 0.02
 O24-C48 = O24-C45 = O25-C46 = O25-C47
 1.43 with sigma of 0.02
 C47-C48 = C45-C46
 1.51 with sigma of 0.02
 C42-C41 \\sim C40-C39
 with sigma of 0.02
 O24-C48 \\sim O26-C52
 with sigma of 0.02
 O25-C48 \\sim O27-C52
 with sigma of 0.04
 O24-C45 \\sim O26-C49
 with sigma of 0.02
 O25-C46 \\sim O25-C47 \\sim O27-C50 \\sim O27-C51
 with sigma of 0.02
 C48-C45 \\sim C52-C49
 with sigma of 0.04
 C48-C47 \\sim C52-C51
 with sigma of 0.02
 O24-C46 \\sim O26-C50
 with sigma of 0.04
 O24-C47 \\sim O26-C51
 with sigma of 0.04
 O25-C45 \\sim O27-C49
 with sigma of 0.04
 C46-C45 \\sim C50-C49
 with sigma of 0.02
 C46-C47 \\sim C50-C51
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C37 \\sim C41: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.01 within 2A
O26 \\sim C39 \\sim C40: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.01 within 2A
O21 \\sim O23 \\sim C39 \\sim C40 \\sim C41 \\sim C42: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C51 \\sim C52: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
4. Rigid body (RIGU) restrains
 O22, O23, C37, C39, C40, C41
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O23, C39, C40, C41
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O20, O22, C35, C36, C37, C38
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O21, O23, C39, C40, C41, C42
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O26, O27, C49, C50, C51, C52
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.001
 O24, O25, C45, C46, C47, C48
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O17, O18, C29, C30, C31, C32
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(O26)=Sof(O27)=Sof(C49)=Sof(H49A)=Sof(H49B)=Sof(C50)=Sof(H50A)=Sof(H50B)=
 Sof(C51)=Sof(H51A)=Sof(H51B)=Sof(C52)=Sof(H52A)=Sof(H52B)=1-FVAR(1)
 Sof(O24)=Sof(O25)=Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(C46)=Sof(H46A)=Sof(H46B)=
 Sof(C47)=Sof(H47A)=Sof(H47B)=Sof(C48)=Sof(H48A)=Sof(H48B)=FVAR(1)
 Sof(O21)=Sof(O23)=Sof(C39)=Sof(H39A)=Sof(H39B)=Sof(C40)=Sof(H40A)=Sof(H40B)=
 Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(C42)=Sof(H42A)=Sof(H42B)=1-FVAR(2)
 Sof(O20)=Sof(O22)=Sof(C35)=Sof(H35A)=Sof(H35B)=Sof(C36)=Sof(H36A)=Sof(H36B)=
 Sof(C37)=Sof(H37A)=Sof(H37B)=Sof(C38)=Sof(H38A)=Sof(H38B)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B), C33(H33A,
 H33B), C34(H34A,H34B), C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B),
 C38(H38A,H38B), C39(H39A,H39B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B),
  C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,
 H47B), C48(H48A,H48B), C49(H49A,H49B), C50(H50A,H50B), C51(H51A,H51B),
 C52(H52A,H52B)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4A), C6(H6), C7(H7), C10(H10), C13(H13A), C14(H14), C17(H17),
 C18(H18), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C27(H27), C28(H28)
;
_shelx_res_checksum              7786
_shelx_hkl_checksum              20498
_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 1.464
_oxdiff_exptl_absorpt_empirical_full_min 0.804