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_4033369
_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 H50 N2 S4'
_chemical_formula_sum            'C68 H50 N2 S4'
_chemical_formula_weight         1023.34
_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             2017-04-24
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_cell_angle_alpha                85.439(2)
_cell_angle_beta                 72.928(2)
_cell_angle_gamma                67.853(3)
_cell_formula_units_Z            2
_cell_length_a                   11.9912(4)
_cell_length_b                   15.1577(4)
_cell_length_c                   18.4186(4)
_cell_measurement_reflns_used    15751
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.2140
_cell_measurement_theta_min      1.9290
_cell_volume                     2962.28(16)
_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
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_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 0.998
_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   -110.00  25.00   0.50    8.00    --  -20.00   0.00-108.00  270
  2  \w   -110.00  10.00   0.50    8.00    --  -20.00 -72.00-108.00  240
  3  \w    -71.00   9.00   0.50    8.00    --  -20.00 -72.00  36.00  160
  4  \w    -53.50  -7.00   0.50    8.00    --  -20.00  72.00-180.00   93
  5  \w    -59.00 -28.50   0.50    8.00    --  -20.00  72.00  36.00   61
  6  \w    -59.00 -28.50   0.50    8.00    --  -20.00  72.00-108.00   61
  7  \w   -110.00 -55.50   0.50    8.00    --  -20.00   0.00-180.00  109
;
_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      0.0435157000
_diffrn_orient_matrix_UB_12      -0.0282817000
_diffrn_orient_matrix_UB_13      -0.0324986000
_diffrn_orient_matrix_UB_21      0.0504454000
_diffrn_orient_matrix_UB_22      -0.0016147000
_diffrn_orient_matrix_UB_23      0.0134099000
_diffrn_orient_matrix_UB_31      -0.0014796000
_diffrn_orient_matrix_UB_32      -0.0418711000
_diffrn_orient_matrix_UB_33      0.0197212000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27790
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.824
_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    0.201
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89001
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (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    1.147
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.246
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.790
_refine_diff_density_min         -0.736
_refine_diff_density_rms         0.213
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     671
_refine_ls_number_reflns         10418
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0738
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1697P)^2^+2.2758P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2256
_refine_ls_wR_factor_ref         0.2557
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8487
_reflns_number_total             10418
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b02851_si_002.cif
_cod_data_source_block           mr-sk-self-2
_cod_depositor_comments
'Adding full bibliography for 4033369--4033370.cif.'
_cod_original_cell_volume        2962.27(15)
_cod_database_code               4033369
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C68H50N2S4
_reflns_odcompleteness_completeness 88.22
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.14
_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 Ternary CH refined with riding coordinates:
 C39(H39), C51(H51)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C14(H14), C15(H15), C19(H19), C58(H58), C2(H2A), C66(H66), C12(H12),
 C24(H24), C32(H32), C20(H20), C7(H7), C11(H11), C26(H26), C30(H30), C37(H37),
 C27(H27), C23(H23), C60(H60), C8(H8), C34(H34), C57(H57), C65(H65), C68(H68),
 C36(H36), C54(H54), C49(H49), C48(H48), C31(H31), C53(H53), C64(H64), C41(H41),
  C61(H61), C46(H46), C42(H42), C45(H45)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C22(H22A,H22B,H22C), C56(H56A,H56B,H56C), C44(H44A,H44B,
 H44C)
;
_shelx_res_checksum              91499
_shelx_hkl_checksum              15841
_shelx_fab_checksum              75059
_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 1.602
_oxdiff_exptl_absorpt_empirical_full_min 0.788