Synthesis of a helicene-fused porphyrin leading to a π-extended chiral chromophore
Silber, Vincent; Kyritsakas, Nathalie; Jean, Marion; Vanthuyne, Nicolas; Ruppert, Romain; Chemical Communications  (2022) –; doi:10.1039/D2CC01475K

data_7130028
_publ_section_title
;
 Synthesis of a helicene-fused porphyrin leading to a \p-extended chiral
 chromophore
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01475K
_journal_year                    2022
_chemical_formula_moiety         'C84 H80 N4 O2, solvent'
_chemical_formula_sum            'C84 H80 N4 O2 en lv so t'
_chemical_formula_weight         1177.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-03-07 deposited with the CCDC.	2022-04-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.347(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.2857(5)
_cell_length_b                   15.5135(6)
_cell_length_c                   35.8022(15)
_cell_measurement_reflns_used    9191
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      66.33
_cell_measurement_theta_min      2.48
_cell_volume                     7347.0(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            86405
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        66.731
_diffrn_reflns_theta_max         66.731
_diffrn_reflns_theta_min         2.479
_exptl_absorpt_coefficient_mu    0.485
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   none
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.065
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.217
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     859
_refine_ls_number_reflns         12979
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.217
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0649
_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=exp[0.0801(sin\q/\l)^2^)]/[\s^2^(Fo^2^)+(0.1522P)^2^+0.0379P-0.0014+0.0292sin\q/\l] where P=(0.0193Fo^2^+0.9807Fc^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2214
_refine_ls_wR_factor_ref         0.2271
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10278
_reflns_number_total             12979
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc01475k2.cif
_cod_data_source_block           ea
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'none' was changed to
'?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C84 H80 N4 O2, solvent'
_cod_database_code               7130028
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.918
_shelx_estimated_absorpt_t_max   0.953
_shelx_res_checksum              72929
_shelx_fab_checksum              40058