The crystal structure of dimethyl 4,4′-[10,20-bis(2,6-difluorophenyl)porphyrin-5,15-diyl]dibenzoate chloroform solvate, C50H32Cl6F4N4O4
Yang, Bingcui; Wang, Yuzhou; Cui, Hao; Zeitschrift für Kristallographie - New Crystal Structures 238 (2023) 881–883; doi:10.1515/ncrs-2023-0254

data_8107590
_publ_section_title
;
 The crystal structure of dimethyl
 4,4&#x2032;-[10,20-bis(2,6-difluorophenyl)porphyrin-5,15-diyl]dibenzoate
 chloroform solvate, C50H32Cl6F4N4O4
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              881
_journal_page_last               883
_journal_paper_doi               10.1515/ncrs-2023-0254
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         '2(C H Cl3), C48 H30 F4 N4 O4'
_chemical_formula_sum            'C50 H32 Cl6 F4 N4 O4'
_chemical_formula_weight         1041.49
_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     dual
_cell_angle_alpha                85.845(7)
_cell_angle_beta                 85.589(7)
_cell_angle_gamma                85.679(7)
_cell_formula_units_Z            1
_cell_length_a                   6.6447(6)
_cell_length_b                   12.5839(11)
_cell_length_c                   14.3335(11)
_cell_measurement_reflns_used    2352
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      73.4560
_cell_measurement_theta_min      3.5290
_cell_volume                     1188.89(18)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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_environment      N~2~
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6525
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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    -64.00  27.00   1.00    1.00    --  -41.14  38.00   0.00   91
  2  \w    -74.00  27.00   1.00    1.00    --  -41.14  77.00  90.00  101
  3  \w   -110.00 -17.00   1.00    1.00    --  -41.14 -38.00-180.00   93
  4  \w     87.00 127.00   1.00    1.00    --   41.14-178.00 -60.00   40
  5  \w     53.00 141.00   1.00    4.00    --  107.98 -77.00 -90.00   88
  6  \w    102.00 131.00   1.00    4.00    --  107.98  30.00-180.00   29
  7  \w    152.00 178.00   1.00    4.00    --  107.98  30.00-180.00   26
  8  \w     92.00 178.00   1.00    4.00    --  107.98  61.00   0.00   86
  9  \w     63.00 164.00   1.00    4.00    --  107.98  15.00 120.00  101
 10  \w     42.00 136.00   1.00    4.00    --  107.98 -61.00  30.00   94
 11  \w     46.00 121.00   1.00    4.00    --  107.98-125.00-120.00   75
 12  \w     36.00 133.00   1.00    4.00    --  107.98 -45.00-150.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0456448000
_diffrn_orient_matrix_UB_12      -0.0333005000
_diffrn_orient_matrix_UB_13      0.1021912000
_diffrn_orient_matrix_UB_21      -0.0547877000
_diffrn_orient_matrix_UB_22      0.1155025000
_diffrn_orient_matrix_UB_23      0.0268750000
_diffrn_orient_matrix_UB_31      -0.2219375000
_diffrn_orient_matrix_UB_32      -0.0262933000
_diffrn_orient_matrix_UB_33      0.0225351000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6205
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        65.986
_diffrn_reflns_theta_max         65.986
_diffrn_reflns_theta_min         3.530
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.857
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51421
_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            'metallic dark red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_description       block
_exptl_crystal_F_000             530
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4076
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0605
_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^)+(0.0800P)^2^+0.6994P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1544
_refine_ls_wR_factor_ref         0.1740
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3205
_reflns_number_total             4076
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2023-0254_suppl_001.cif
_cod_data_source_block           exp_1690
_cod_database_code               8107590
_shelx_estimated_absorpt_t_max   0.831
_shelx_estimated_absorpt_t_min   0.699
_reflns_odcompleteness_completeness 98.70
_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 Ternary CH refined with riding coordinates:
 C1S(H1S)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C18(H18), C2(H2A), C3(H3), C7(H7), C21(H21), C22(H22), C19(H19),
 C8(H8), C13(H13), C14(H14), C15(H15)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
;
_shelx_res_checksum              58932
_shelx_hkl_checksum              54712
_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 2.146
_oxdiff_exptl_absorpt_empirical_full_min 0.671