De Novo Synthesis of Long-Wavelength Absorbing Chlorin-13,15-dicarboximides
Marcin Ptaszek; Dorothée Lahaye; Michael Krayer; Chinnasamy Muthiah; Jonathan S. Lindsey; Journal of Organic Chemistry 75 (2010) 1659–1673; doi:10.1021/jo902649d

data_4025279
_publ_contact_author_address
;Department of Chemistry 
North Carolina State University 
Raleigh, NC 27695-8204    
;
_publ_contact_author_email       jlindsey@ncsu.edu
_publ_contact_author_fax         919-513-2830
_publ_contact_author_name        'Jonathan S. Lindsey'
_publ_contact_author_phone       919-515-6406
_publ_section_title
;
 De Novo Synthesis of Long-Wavelength Absorbing
 Chlorin-13,15-dicarboximides
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1659
_journal_page_last               1673
_journal_paper_doi               10.1021/jo902649d
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C43 H39 N5 O3 Zn'
_chemical_formula_weight         739.16
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.001(2)
_cell_angle_beta                 114.6510(10)
_cell_angle_gamma                99.178(2)
_cell_formula_units_Z            2
_cell_length_a                   11.6918(3)
_cell_length_b                   12.5912(6)
_cell_length_c                   13.5930(3)
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    110
_cell_measurement_theta_max      36.08
_cell_measurement_theta_min      2.54
_cell_volume                     1729.89(11)
_computing_cell_refinement       SAINT
_computing_data_collection       Apex2
_computing_data_reduction        SAINT
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_computing_structure_refinement  XL
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'Bruker-Nonius Kappa Axis X8 Apex2'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            99385
_diffrn_reflns_theta_full        36.89
_diffrn_reflns_theta_max         40.35
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    0.760
_exptl_absorpt_correction_T_max  0.9017
_exptl_absorpt_correction_T_min  0.6924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.352
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         20514
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0765P)^2^+0.3377P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1239
_refine_ls_wR_factor_ref         0.1400
_reflns_number_gt                14414
_reflns_number_total             20514
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo902649d_si_004.cif
_cod_data_source_block           x10056
_cod_original_cell_volume        1729.89(10)
_cod_database_code               4025279