Noncovalent interactions in gold(iii) tetrakis(4-butoxyphenyl)porphyrinate structures
Bardina, Elena E.; Makotchenko, Eugeniya V.; Birin, Kirill P.; Baidina, Iraida A.; Sukhikh, Taisiya S.; Novikov, Alexander S.; Gorbunova, Yulia G.; Tsivadze, Aslan Yu.; Gushchin, Artem L.; CrystEngComm 25 (2023) 4755–4767; doi:10.1039/D3CE00428G

data_7247091
_publ_section_title
;
 Noncovalent interactions in gold(iii)
 tetrakis(4-butoxyphenyl)porphyrinate structures
;
_journal_issue                   33
_journal_name_full               CrystEngComm
_journal_page_first              4755
_journal_page_last               4767
_journal_paper_doi               10.1039/D3CE00428G
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety
'2(C60 H60 Au N4 O4), Au Cl2, Au Cl4, 2(C2 H4 O2)'
_chemical_formula_sum            'C124 H128 Au4 Cl6 N8 O12'
_chemical_formula_weight         2922.89
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2023-04-11
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-04-12 deposited with the CCDC.	2023-07-21 downloaded from the CCDC.
;
_cell_angle_alpha                82.428(2)
_cell_angle_beta                 79.383(2)
_cell_angle_gamma                77.623(2)
_cell_formula_units_Z            2
_cell_length_a                   14.4370(7)
_cell_length_b                   18.6296(9)
_cell_length_c                   22.2485(11)
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.75
_cell_measurement_theta_min      2.27
_cell_volume                     5718.1(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0546
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            78312
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         1.605
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    5.321
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0888 before and 0.0497 after correction.
The Ratio of minimum to maximum transmission is 0.7922.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2880
_exptl_crystal_size_max          0.165
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.989
_refine_diff_density_min         -3.718
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1467
_refine_ls_number_reflns         23303
_refine_ls_number_restraints     146
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0481P)^2^+2.4701P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0911
_refine_ls_wR_factor_ref         0.1006
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17100
_reflns_number_total             23303
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ce00428g7.cif
_cod_data_source_block           b_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7247089--7247091.cif.'
_cod_database_code               7247091
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.777
_shelx_estimated_absorpt_t_min   0.474
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, {H6BC,H6BD} of C6B2, {H7BE,H7BF} of C7B3, {H6BE,H6BF}
  of C6B3, {H8BE,H8BF} of C8B3, {H7BC,H7BD} of C7B2, {H8BA,H8BB} of C8B1, {H8BC,
  H8BD} of C8B2, {H7BA,H7BB} of C7B1, H16 of C16, H22 of C22, H15 of C15, H5C
  of C5C, H13 of C13, H8D of C8D, H25 of C25, H7C of C7C, H6D of C6D, H12 of
  C12, H7D of C7D, H8C of C8C, H26 of C26, H23 of C23, H6C of C6C, H5D of C5D,
  H76 of C76, H72 of C72, H56 of C56, H55 of C55, H42 of C42, H83 of C83, H85
  of C85, H66 of C66, H86 of C86, H65 of C65, H45 of C45, H73 of C73, {H1BA,
  H1BB} of C1B1, H46 of C46, H43 of C43, H53 of C53, H63 of C63, H52 of C52,
  H75 of C75, H62 of C62, H82 of C82, {H1BC,H1BD} of C1B2, {H2BE,H2BF} of C2B3,
  {H1BE,H1BF} of C1B3, {H2BA,H2BB} of C2B1, {H2BC,H2BD} of C2B2, {H4BC,H4BD} of
  C4B2, {H4BE,H4BF} of C4B3, {H5BA,H5BB} of C5B1, {H5BC,H5BD} of C5B2, {H5BE,
  H5BF} of C5B3, {H6BA,H6BB} of C6B1, {H4BA,H4BB} of C4B1, H3D of C3D, H4C of
  C4C, H2C of C2C, H4D of C4D, H2D of C2D, H3C of C3C, H1D of C1D, H1C of C1C
 At 1.2 times of:
  H36A of C36A, H33A of C33A, H35A of C35A, {H17A,H17B} of C17, {H9A,H9B} of
  C9, {H10A,H10B} of C10, H32A of C32A, H35 of C35, H33 of C33, H36 of C36, H32
  of C32, {H3BC,H3BD} of C3B2, {H3BE,H3BF} of C3B3, {H3BA,H3BB} of C3B1
2. Restrained distances
 C34-C3B1 \\sim C34A-C9
 with sigma of 0.04
 C34-O3 \\sim C34A-O3A
 with sigma of 0.02
 C3-C31 \\sim C3-C31A
 with sigma of 0.02
 O3-C3B2 \\sim O3A-C10
 with sigma of 0.04
 C31-C32 \\sim C31A-C32A
 with sigma of 0.02
 C3B2-C3B4 \\sim C10-C18
 with sigma of 0.04
 C33-C35 \\sim C33A-C35A
 with sigma of 0.04
 O3-C3B1 \\sim O3A-C9
 with sigma of 0.02
 C31-C36 \\sim C31A-C36A
 with sigma of 0.02
 C33-O3 \\sim C33A-O3A
 with sigma of 0.04
 C32-C33 \\sim C32A-C33A
 with sigma of 0.02
 C3B2-C3B3 \\sim C10-C17
 with sigma of 0.02
 C33-C34 \\sim C33A-C34A
 with sigma of 0.02
 C35-O3 \\sim C35A-O3A
 with sigma of 0.04
 C3B3-C3B4 \\sim C17-C18
 with sigma of 0.02
 C3B1-C3B3 \\sim C9-C17
 with sigma of 0.04
 C34-C35 \\sim C34A-C35A
 with sigma of 0.02
 C3B1-C3B2 \\sim C9-C10
 with sigma of 0.02
 C35-C36 \\sim C35A-C36A
 with sigma of 0.02
 C34-C36 \\sim C34A-C36A
 with sigma of 0.04
 C3-C32 \\sim C3-C32A
 with sigma of 0.04
 C3-C36 \\sim C3-C36A
 with sigma of 0.04
 C31-C33 \\sim C31A-C33A
 with sigma of 0.04
 C31-C35 \\sim C31A-C35A
 with sigma of 0.04
 C32-C34 \\sim C32A-C34A
 with sigma of 0.04
 C32-C36 \\sim C32A-C36A
 with sigma of 0.04
3. Restrained planarity
 C33A, C34A, C35A, C36A, C31A, C32A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C36A) \\sim Ueq, Uanis(C35A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uiso(O3A) = Uiso(C9) = Uiso(C10) = Uiso(C17) = Uiso(C18)
5. Rigid body (RIGU) restrains
 C31, C32, C33, C34, C35, C36, O3, C3B1, C3B2, C3B3, C3B4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C33A, C34A, C35A, C36A, C31A, C32A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C33A)=Sof(H33A)=Sof(C34A)=Sof(C35A)=Sof(H35A)=Sof(C36A)=Sof(H36A)=
 Sof(O3A)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C17)=
 Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(C31A)=Sof(C32A)=
 Sof(H32A)=1-FVAR(1)
 Sof(C31)=Sof(C32)=Sof(H32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(C35)=Sof(H35)=
 Sof(C36)=Sof(H36)=Sof(O3)=Sof(C3B1)=Sof(H3BA)=Sof(H3BB)=Sof(C3B2)=Sof(H3BC)=
 Sof(H3BD)=Sof(C3B3)=Sof(H3BE)=Sof(H3BF)=Sof(C3B4)=Sof(H3BG)=Sof(H3BH)=
 Sof(H3BI)=FVAR(1)
7.a Secondary CH2 refined with riding coordinates:
 C1B1(H1BA,H1BB), C1B2(H1BC,H1BD), C1B3(H1BE,H1BF), C2B1(H2BA,H2BB), C2B2(H2BC,
 H2BD), C2B3(H2BE,H2BF), C3B1(H3BA,H3BB), C3B2(H3BC,H3BD), C3B3(H3BE,H3BF),
 C4B1(H4BA,H4BB), C4B2(H4BC,H4BD), C4B3(H4BE,H4BF), C5B1(H5BA,H5BB), C5B2(H5BC,
 H5BD), C5B3(H5BE,H5BF), C6B1(H6BA,H6BB), C6B2(H6BC,H6BD), C6B3(H6BE,H6BF),
 C7B1(H7BA,H7BB), C7B2(H7BC,H7BD), C7B3(H7BE,H7BF), C8B1(H8BA,H8BB), C8B2(H8BC,
 H8BD), C8B3(H8BE,H8BF), C9(H9A,H9B), C10(H10A,H10B), C17(H17A,H17B)
7.b Me refined with riding coordinates:
 C3B4(H3BG,H3BH,H3BI), C18(H18A,H18B,H18C)
7.c Aromatic/amide H refined with riding coordinates:
 C1D(H1D), C1C(H1C), C2C(H2C), C2D(H2D), C3C(H3C), C3D(H3D), C4C(H4C),
 C4D(H4D), C5C(H5C), C5D(H5D), C6C(H6C), C6D(H6D), C7C(H7C), C7D(H7D), C8C(H8C),
  C8D(H8D), C12(H12), C13(H13), C15(H15), C16(H16), C22(H22), C23(H23),
 C25(H25), C26(H26), C32(H32), C33(H33), C35(H35), C36(H36), C42(H42), C43(H43),
  C45(H45), C46(H46), C52(H52), C53(H53), C55(H55), C56(H56), C62(H62),
 C63(H63), C65(H65), C66(H66), C72(H72), C73(H73), C75(H75), C76(H76), C82(H82),
  C83(H83), C85(H85), C86(H86), C33A(H33A), C35A(H35A), C36A(H36A), C32A(H32A)
7.d Idealised Me refined as rotating group:
 C1B4(H1BG,H1BH,H1BI), C2B4(H2BG,H2BH,H2BI), C4B4(H4BG,H4BH,H4BI), C5B4(H5BG,
 H5BH,H5BI), C6B4(H6BG,H6BH,H6BI), C7B4(H7BG,H7BH,H7BI), C8B4(H8BG,H8BH,H8BI),
 C2U(H2UA,H2UB,H2UC), C4U(H4UA,H4UB,H4UC)
;
_shelx_res_checksum              20252
_olex2_submission_special_instructions 'No special instructions were received'