Core-modified 48π and 42π decaphyrins: syntheses, properties and structures
Ghosh, Arindam; Dash, Syamasrit; Srinivasan, A.; Suresh, C. H.; Peruncheralathan, S.; Chandrashekar, Tavarekere K.; Organic Chemistry Frontiers 6 (2019) 3746–; doi:10.1039/C9QO01162E

data_1555210
_publ_section_title
;
 Core-modified 48\p and 42\p decaphyrins: syntheses, properties and
 structures
;
_journal_issue                   22
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              3746
_journal_paper_doi               10.1039/C9QO01162E
_journal_volume                  6
_journal_year                    2019
_chemical_formula_moiety         'C42 H34 N4 S3'
_chemical_formula_sum            'C42 H34 N4 S3'
_chemical_formula_weight         690.91
_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             2018-05-20
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2016.02.24 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2019-01-05 deposited with the CCDC.	2019-09-30 downloaded from the CCDC.
;
_cell_angle_alpha                84.0758(17)
_cell_angle_beta                 88.6243(18)
_cell_angle_gamma                67.6514(18)
_cell_formula_units_Z            2
_cell_length_a                   8.69725(17)
_cell_length_b                   10.9283(2)
_cell_length_c                   20.5323(5)
_cell_measurement_reflns_used    15287
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      77.1820
_cell_measurement_theta_min      4.2900
_cell_volume                     1795.05(7)
_computing_cell_refinement       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_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_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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    -92.00  -5.00   0.50    4.48    --  -38.50 129.00 -20.00  174
  2  \w    -99.00 -11.00   0.50    4.48    --  -38.50 141.00 151.00  176
  3  \w     33.00 110.00   0.50    4.48    --   49.31-141.00  93.00  154
  4  \w     27.00 103.00   0.50    4.48    --   49.31-129.00 -94.00  152
  5  \w     42.00 120.00   0.50   26.33    --  106.38-129.00 -94.00  156
  6  \w     85.00 170.00   0.50   26.33    --  106.38 141.00 151.00  170
  7  \w     91.00 171.00   0.50   26.33    --  106.38 129.00 -20.00  160
  8  \w     43.00 129.00   0.50   26.33    --  106.38-141.00  93.00  172
  9  \w   -108.00 -33.00   0.50    4.48    --  -38.50 -19.00 -90.00  150
 10  \w   -103.00 -15.00   0.50    4.48    --  -38.50 -77.00  90.00  176
 11  \w    -42.00  28.00   0.50    4.48    --  -38.50  37.00-120.00  140
 12  \w     38.00 112.00   0.50    4.48    --   49.31  57.00-150.00  148
 13  \w     46.00 116.00   0.50    4.48    --   49.31  37.00 -30.00  140
 14  \w     42.00 130.00   0.50   26.33    --  106.38 -77.00  90.00  176
 15  \w     44.00 120.00   0.50   26.33    --  106.38 -61.00-150.00  152
 16  \w    102.00 171.00   0.50   26.33    --  106.38  45.00  60.00  138
 17  \w     42.00 118.00   0.50   26.33    --  106.38-125.00-180.00  152
 18  \w     38.00 110.00   0.50   26.33    --  106.38 -94.00 -90.00  144
 19  \w     38.00 110.00   0.50   26.33    --  106.38 -94.00-120.00  144
 20  \w     44.00 120.00   0.50   26.33    --  106.38 -61.00 -60.00  152
 21  \w     94.00 171.00   0.50   26.33    --  106.38 125.00 120.00  154
 22  \w     38.00 110.00   0.50   26.33    --  106.38 -30.00  90.00  144
 23  \w     42.00 118.00   0.50   26.33    --  106.38-125.00  90.00  152
 24  \w     42.00 111.00   0.50   26.33    --  106.38 -45.00-180.00  138
 25  \w     98.00 175.00   0.50   26.33    --  106.38  15.00-120.00  154
 26  \w     83.00 171.00   0.50   26.33    --  106.38  77.00-120.00  176
 27  \w     40.00 114.00   0.50   26.33    --  106.38 -15.00  90.00  148
 28  \w     38.00 102.00   0.50   26.33    --  106.38 -15.00 -60.00  128
 29  \w     39.00 109.00   0.50   26.33    --  106.38 -30.00-120.00  140
 30  \w     44.00 119.00   0.50   26.33    --  106.38 -61.00  30.00  150
 31  \w     98.00 170.00   0.50   26.33    --  106.38  15.00 120.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1628274000
_diffrn_orient_matrix_UB_12      0.0558102000
_diffrn_orient_matrix_UB_13      -0.0407831000
_diffrn_orient_matrix_UB_21      -0.1003924000
_diffrn_orient_matrix_UB_22      0.0065077000
_diffrn_orient_matrix_UB_23      0.0632872000
_diffrn_orient_matrix_UB_31      -0.0098799000
_diffrn_orient_matrix_UB_32      0.1425394000
_diffrn_orient_matrix_UB_33      0.0048273000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0934
_diffrn_reflns_av_unetI/netI     0.0607
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25727
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_min         4.330
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.162
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40929
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         6570
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0779
_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^)+(0.1190P)^2^+2.3830P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2323
_refine_ls_wR_factor_ref         0.2367
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5582
_reflns_number_total             6570
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9qo01162e2.cif
_cod_data_source_block           tkc_nona_ter
_cod_depositor_comments
;

2025-06-17
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C28 H22.67 N2.67 S2'
_cod_original_formula_weight         460.61
_cod_original_formula_moiety         '0.67(C42 H34 N4 S3)'
_cod_original_formula_units_Z            3
_cod_database_code               1555210
_chemical_oxdiff_formula         C30N3S6H40
_diffrn_oxdiff_ac3_digest_frames
;
01533c12ff13aaf36cc2ffedbca90deed6000278ba8
;
_diffrn_oxdiff_ac3_digest_hkl
;
0141c2e32178546909159dffeb561ae583b5bb
;
_reflns_odcompleteness_completeness 99.98
_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 N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C8(H8), C9(H9), C12(H12), C17(H17), C4(H4), C3(H3), C13(H13),
 C38(H38), C16(H16), C36(H36), C29(H29), C27(H27), C21(H21), C22(H22)
2.b Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C32(H32A,H32B,
 H32C), C31(H31A,H31B,H31C), C33(H33A,H33B,H33C)
;
_shelx_res_checksum              30515
_shelx_hkl_checksum              10888
_shelx_shelxl_version_number     2016/4
_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 3.368
_oxdiff_exptl_absorpt_empirical_full_min 0.209