Push-pull quinoidal porphyrins.
Smith, Martin J.; Blake, Iain M.; Clegg, William; Anderson, Harry L.; Organic & biomolecular chemistry 16 (2018) 3648–3654; doi:10.1039/c8ob00491a

data_7156222
_publ_section_title
;
 Push-pull quinoidal porphyrins.
;
_journal_issue                   19
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              3648
_journal_page_last               3654
_journal_paper_doi               10.1039/c8ob00491a
_journal_volume                  16
_journal_year                    2018
_chemical_formula_moiety         'C58 H56 N6 S2'
_chemical_formula_sum            'C58 H56 N6 S2'
_chemical_formula_weight         901.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2018-03-31 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.783(2)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   36.962(8)
_cell_length_b                   14.668(3)
_cell_length_c                   40.822(9)
_cell_measurement_reflns_used    21035
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.4
_cell_measurement_theta_min      4.6
_cell_volume                     22121(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL and local programs'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_device_type  'Bruker SMART 1K CCD diffractometer'
_diffrn_measurement_method       'thin-slice \w scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6932
_diffrn_reflns_av_unetI/netI     0.1235
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -2
_diffrn_reflns_number            42452
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        24.577
_diffrn_reflns_theta_max         25.787
_diffrn_reflns_theta_min         4.590
_diffrn_source                   'Daresbury SRS Station 9.8'
_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.082
_exptl_crystal_description       plate
_exptl_crystal_F_000             7648
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 1,2-dichloroethane, pentane'
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.010
_refine_diff_density_max         1.944
_refine_diff_density_min         -1.418
_refine_diff_density_rms         0.264
_refine_ls_extinction_coef       0.0293(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2575
_refine_ls_number_reflns         42452
_refine_ls_number_restraints     11126
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.2409
_refine_ls_R_factor_gt           0.2034
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1954P)^2^+264.5945P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4944
_refine_ls_wR_factor_ref         0.5174
_reflns_Friedel_coverage         0.000
_reflns_number_gt                28286
_reflns_number_total             42452
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ob00491a2.cif
_cod_data_source_block           oxdp26
_cod_depositor_comments
'Adding full bibliography for 7156219--7156223.cif.'
_cod_database_code               7156222
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_min   0.977
_shelx_estimated_absorpt_t_max   0.999
_shelx_res_checksum              5263
_shelx_fab_checksum              38020