Facile Supramolecular Engineering of Porphyrin cis Tautomers: The Case of β-Octabromo-<i>meso</i>-tetraarylporphyrins.
Thomas, Kolle E.; Slebodnick, Carla; Ghosh, Abhik; ACS omega 5 (2020) 8893–8901; doi:10.1021/acsomega.0c00517

data_4517540
_publ_section_title
;
 Facile Supramolecular Engineering of Porphyrin cis Tautomers: The Case of
 \b-Octabromo-<i>meso</i>-tetraarylporphyrins.
;
_journal_issue                   15
_journal_name_full               'ACS omega'
_journal_page_first              8893
_journal_page_last               8901
_journal_paper_doi               10.1021/acsomega.0c00517
_journal_volume                  5
_journal_year                    2020
_chemical_formula_moiety         'C44 H18 Br8 F4 N4, 2(C H4 O)'
_chemical_formula_sum            'C46 H26 Br8 F4 N4 O2'
_chemical_formula_weight         1381.99
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_Hall           '-I 4ad'
_space_group_name_H-M_alt        'I 41/a :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-03-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.8825(5)
_cell_length_b                   20.8825(5)
_cell_length_c                   10.1100(3)
_cell_measurement_reflns_used    3908
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.4040
_cell_measurement_theta_min      4.0330
_cell_volume                     4408.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0122
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_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    -24.00   6.00   1.00   20.00    --  -29.53 -82.00 161.39   30
  2  \w    -99.00  -6.00   1.00   20.00    --  -29.53 -57.00  60.00   93
  3  \w   -109.00 -35.00   1.00   20.00    --  -29.53-178.00-180.00   74
  4  \w   -100.00 -23.00   1.00   20.00    --  -29.53 -57.00 -30.00   77
  5  \w    -63.00 -37.00   1.00   20.00    --  -29.53  77.00  90.00   26
  6  \w     12.00  43.00   1.00   20.00    --  -29.53  77.00  90.00   31
  7  \w    -53.00  39.00   1.00   20.00    --  -29.53  57.00-150.00   92
  8  \w    -24.00   1.00   1.00   20.00    --  -29.53 -83.00 -52.48   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0091466000
_diffrn_orient_matrix_UB_12      -0.0019203000
_diffrn_orient_matrix_UB_13      0.0674363000
_diffrn_orient_matrix_UB_21      0.0283412000
_diffrn_orient_matrix_UB_22      0.0173820000
_diffrn_orient_matrix_UB_23      -0.0143154000
_diffrn_orient_matrix_UB_31      -0.0163355000
_diffrn_orient_matrix_UB_32      0.0291246000
_diffrn_orient_matrix_UB_33      0.0129594000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21857
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.495
_diffrn_reflns_theta_min         3.903
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    7.339
_exptl_absorpt_correction_T_max  0.446
_exptl_absorpt_correction_T_min  0.190
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.082
_exptl_crystal_description       rod
_exptl_crystal_F_000             2648
_exptl_crystal_size_max          0.443
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.122
_refine_diff_density_max         3.147
_refine_diff_density_min         -1.946
_refine_diff_density_rms         0.203
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         3361
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0990
_refine_ls_R_factor_gt           0.0703
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0915P)^2^+80.3174P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1878
_refine_ls_wR_factor_ref         0.2051
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2453
_reflns_number_total             3361
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ao0c00517_si_002.cif
_cod_data_source_block           cs2041
_cod_depositor_comments
'Adding full bibliography for 4517540--4517541.cif.'
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               4517540
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C44 H18 Br8 F4 N4 C H3 O H C H3 O H'
_chemical_oxdiff_usercomment     'Kolle/Abhik Ghosh (Br-F)'
_shelx_estimated_absorpt_t_max   0.468
_shelx_estimated_absorpt_t_min   0.139
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: H1(0.5) H1A(0.5) C12(0.5) H12A(0.5) H12B(0.5) H12C(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C8(H8), C10(H10), C11(H11)
3.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_shelx_res_checksum              84259
_shelx_hkl_checksum              36787
_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 1.075
_oxdiff_exptl_absorpt_empirical_full_min 0.914