Preparation of Six Isomeric Bis-acylporphyrins with Chromophores Reaching the Near-Infrared via Intramolecular Friedel-Crafts Reaction
Sébastien Richeter; Christophe Jeandon; Nathalie Kyritsakas; Romain Ruppert; Henry J. Callot; Journal of Organic Chemistry 68 (2003) 9200–9208; doi:10.1021/jo035108m

data_4022556
_publ_section_title
;
 Preparation of Six Isomeric Bis-acylporphyrins
 with Chromophores Reaching the Near-Infrared
 via Intramolecular Friedel-Crafts Reaction
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9200
_journal_page_last               9208
_journal_paper_doi               10.1021/jo035108m
_journal_volume                  68
_journal_year                    2003
_chemical_formula_moiety         'C132 H127 Cl N8 Ni2 O7'
_chemical_formula_sum            'C132 H127 Cl N8 Ni2 O7'
_chemical_formula_weight         2090.41
_chemical_name_systematic        ' ?'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             19-03-01
_cell_angle_alpha                91.986(5)
_cell_angle_beta                 95.875(5)
_cell_angle_gamma                98.608(5)
_cell_formula_units_Z            2
_cell_length_a                   16.3155(3)
_cell_length_b                   17.4682(3)
_cell_length_c                   21.2009(5)
_cell_measurement_reflns_used    25819
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      1.4
_cell_volume                     5935.2(2)
_computing_publication_material  CIFGEN_IN_OpenMoleN_(_1997)
_computing_structure_refinement  LSFM_OpenMoleN_(_1997)
_computing_structure_solution    Direct_methods_(SIR,_Burla_et_al.,_1989)
_diffrn_ambient_temperature      173
_diffrn_measurement_details
;
  25819 reflections were collected using program Collect
 ("Collect" Data collection software, Nonius B.V., 1998)
 The conditions were as follow : crystal to detector distance =  36. mm.
 Scan angle =  1.6 deg 1 scans of   90 sec per frame.
 Data collection was divided into  2 set(s)
 with the following starting angles and number of frames :
 Set 1 Theta =    6.30 Omega =    0.00 Kappa =    0.00  114 frames
 Set 2 Theta =   -3.70 Kappa = -172.00 Phi   =    0.00   28 frames
 Friedel pairs were averaged. Internal R = 0.06
;
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       '\p scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.060
_diffrn_reflns_av_sigmaI/netI    0.333
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            25819
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         2.5
_diffrn_source                   xray_tube
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.398
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.17
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.728
_refine_diff_density_min         -0.170
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   6.950
_refine_ls_goodness_of_fit_ref   1.263
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    62
_refine_ls_number_parameters     1250
_refine_ls_number_reflns         13173
_refine_ls_number_restraints     -1
_refine_ls_R_factor_all          0.192
_refine_ls_R_factor_gt           0.101
_refine_ls_shift/esd_mean        0.002
_refine_ls_shift/su_max          0.022
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.568
_refine_ls_wR_factor_ref         0.134
_reflns_number_gt                13173
_reflns_number_total             25819
_reflns_threshold_expression     >3.0\s(I)
_cod_data_source_file            jo035108msi20030729_090948.cif
_cod_data_source_block           st844
_cod_database_code               4022556