Chiral crystals from porphyrinoids possessing a very low racemization barrier
Śniechowska, Justyna; Paluch, Piotr; Bujacz, Grzegorz; Górecki, Marcin; Frelek, Jadwiga; Gryko, Daniel T.; Potrzebowski, Marek J.; CrystEngComm 18 (2016) 3561–; doi:10.1039/C6CE00530F

data_7224952
_publ_section_title
;
 Chiral crystals from porphyrinoids possessing a very low racemization
 barrier
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              3561
_journal_paper_doi               10.1039/C6CE00530F
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C37 H11 F15 N4, 2(C H2 Cl2)'
_chemical_formula_sum            'C39 H15 Cl4 F15 N4'
_chemical_formula_weight         966.35
_chemical_name_common            korol
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2015-11-26 deposited with the CCDC.
2016-04-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   7.2006(1)
_cell_length_b                   16.7077(1)
_cell_length_c                   30.1005(3)
_cell_measurement_reflns_used    20686
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.8380
_cell_measurement_theta_min      3.9510
_cell_volume                     3621.25(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 4.1685
_diffrn_detector_type            TitanS2
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_measured_fraction_theta_max 0.9767
_diffrn_measurement_details
;
  1 omega  -49.00   28.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274   37.0000 -120.0000 77

  2 omega  -69.00   26.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274   57.0000 -180.0000 95

  3 omega -125.00  -79.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274  -99.0000  -60.0000 46

  4 omega   34.00   91.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -30.0000 -120.0000 57

  5 omega   24.00  109.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -94.0000  150.0000 85

  6 omega   80.00  178.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   30.0000   60.0000 98

  7 omega   24.00  109.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -94.0000 -180.0000 85

  8 omega   94.00  178.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  125.0000   30.0000 84

  9 omega   34.00   91.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -30.0000 -180.0000 57

 10 omega   36.00   98.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -45.0000  150.0000 62

 11 omega -113.00  -18.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274  -57.0000  150.0000 95

 12 omega -113.00  -18.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274  -57.0000   60.0000 95

 13 omega -113.00  -18.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274  -57.0000  -60.0000 95

 14 omega   81.00  109.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   45.0000 -120.0000 28

;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, TitanS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0137616000
_diffrn_orient_matrix_UB_12      -0.0390989000
_diffrn_orient_matrix_UB_13      0.0462179000
_diffrn_orient_matrix_UB_21      0.0072943000
_diffrn_orient_matrix_UB_22      0.0834382000
_diffrn_orient_matrix_UB_23      0.0216626000
_diffrn_orient_matrix_UB_31      -0.2135444000
_diffrn_orient_matrix_UB_32      0.0002924000
_diffrn_orient_matrix_UB_33      0.0037444000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            24512
_diffrn_reflns_theta_full        66.9682
_diffrn_reflns_theta_max         75.1007
_diffrn_reflns_theta_min         3.9532
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.050
_exptl_absorpt_correction_T_max  0.702
_exptl_absorpt_correction_T_min  0.239
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.773
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1920.0
_exptl_crystal_size_max          0.7960
_exptl_crystal_size_mid          0.2002
_exptl_crystal_size_min          0.0950
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.007(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         7275
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0246
_refine_ls_R_factor_gt           0.0244
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0352P)^2^+1.2356P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0629
_refine_ls_wR_factor_ref         0.0631
_reflns_number_gt                7215
_reflns_number_total             7275
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ce00530f2.cif
_cod_data_source_block           korol_P212121
_cod_depositor_comments
'Adding full bibliography for 7224951--7224952.cif.'
_cod_original_cell_volume        3621.26(7)
_cod_database_code               7224952
_cell_oxdiff_length_a            7.19513(15)
_cell_oxdiff_length_b            16.7188(3)
_cell_oxdiff_length_c            30.1009(6)
_cell_oxdiff_angle_alpha         90.0184(16)
_cell_oxdiff_angle_beta          89.9710(16)
_cell_oxdiff_angle_gamma         90.0236(17)
_cell_oxdiff_volume              3620.97(13)
_cell_oxdiff_measurement_reflns_used 20686
_exptl_crystal_f_000'            1933.3
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_theta     66.97
_reflns_odcompleteness_iscentric 1
_chemical_oxdiff_formula         C39H15N4F15Cl4