Stable Core-Modified Doubly N-Fused Expanded Dibenziporphyrinoids.
Kumar, Sunit; Rajeswara Rao, Malakalapalli; Ravikanth, Mangalampalli; The Journal of organic chemistry 83 (2018) 1584–1590; doi:10.1021/acs.joc.7b02851

data_4033370
_publ_section_title
;
 Stable Core-Modified Doubly N-Fused Expanded Dibenziporphyrinoids.
;
_journal_issue                   3
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1584
_journal_page_last               1590
_journal_paper_doi               10.1021/acs.joc.7b02851
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C68 H46 N2 S4'
_chemical_formula_sum            'C68 H46 N2 S4'
_chemical_formula_weight         1019.31
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-04-25
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_cell_angle_alpha                110.130(5)
_cell_angle_beta                 95.529(5)
_cell_angle_gamma                96.180(4)
_cell_formula_units_Z            2
_cell_length_a                   12.7437(7)
_cell_length_b                   13.6334(6)
_cell_length_c                   17.2038(10)
_cell_measurement_reflns_used    7609
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.2980
_cell_measurement_theta_min      2.7800
_cell_volume                     2761.5(3)
_computing_cell_refinement
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7b (Rigaku OD, 2015)'
_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      100
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_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   -191.00 -11.00   1.00    8.00    -- -101.00   0.00-180.00  180
  2  \w   -122.00  58.00   1.00    8.00    --  -32.00   0.00  36.00  180
  3  \w   -135.00 -11.00   1.00    8.00    -- -101.00  72.00-108.00  124
  4  \w   -115.00 -11.00   1.00    8.00    -- -101.00  72.00  36.00  104
  5  \w   -135.00 -13.00   1.00    8.00    -- -101.00  72.00-180.00  122
  6  \w   -109.00 -14.00   1.00    8.00    -- -101.00  72.00 -36.00   95
  7  \w   -106.00 -16.00   1.00    8.00    -- -101.00  72.00 108.00   90
  8  \w    -60.00 -17.00   1.00    8.00    --  -32.00  72.00 108.00   43
  9  \w    -60.00 -17.00   1.00    8.00    --  -32.00  72.00 -36.00   43
 10  \w   -189.00 -76.00   1.00    8.00    -- -101.00 -72.00-108.00  113
 11  \w   -191.00 -76.00   1.00    8.00    -- -101.00 -72.00-180.00  115
 12  \w    -59.00 -26.00   1.00    8.00    --  -32.00  72.00-108.00   33
 13  \w   -190.00 -79.00   1.00    8.00    -- -101.00 -72.00 108.00  111
 14  \w   -185.00 -80.00   1.00    8.00    -- -101.00 -72.00 -36.00  105
 15  \w   -191.00-166.00   1.00    8.00    -- -101.00 -72.00  36.00   25
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0009676000
_diffrn_orient_matrix_UB_12      0.0392234000
_diffrn_orient_matrix_UB_13      0.0952510000
_diffrn_orient_matrix_UB_21      0.1174073000
_diffrn_orient_matrix_UB_22      0.0513945000
_diffrn_orient_matrix_UB_23      0.0143926000
_diffrn_orient_matrix_UB_31      -0.0362643000
_diffrn_orient_matrix_UB_32      0.1031309000
_diffrn_orient_matrix_UB_33      -0.0026658000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1302
_diffrn_reflns_av_unetI/netI     0.1035
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26134
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        64.988
_diffrn_reflns_theta_max         64.988
_diffrn_reflns_theta_min         2.764
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.910
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56418
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.7b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.056
_refine_diff_density_max         0.854
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     671
_refine_ls_number_reflns         9211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0766
_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^)+(0.1255P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1990
_refine_ls_wR_factor_ref         0.2306
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6511
_reflns_number_total             9211
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b02851_si_003.cif
_cod_data_source_block           mr-sk-di-3
_cod_depositor_comments
'Adding full bibliography for 4033369--4033370.cif.'
_cod_database_code               4033370
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C60H46N2S4
_reflns_odcompleteness_completeness 95.22
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.85
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C32(H32), C58(H58), C36(H36), C60(H60), C2(H2), C61(H61), C57(H57), C48(H48),
 C27(H27), C15(H15), C34(H34), C49(H49), C54(H54), C7(H7), C68(H68), C14(H14),
 C31(H31), C42(H42), C20(H20), C11(H11), C45(H45), C30(H30), C41(H41), C19(H19),
  C23(H23), C53(H53), C24(H24), C3(H3), C12(H12), C46(H46), C8(H8), C66(H66),
 C64(H64), C65(H65)
2.b Idealised Me refined as rotating group:
 C44(H44A,H44B,H44C), C22(H22A,H22B,H22C), C56(H56A,H56B,H56C), C10(H10A,H10B,
 H10C)
;
_shelx_res_checksum              75332
_shelx_hkl_checksum              12035
_shelx_fab_checksum              80500
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.089
_oxdiff_exptl_absorpt_empirical_full_min 0.414