A novel synthetic route to fused propenochlorin and benzochlorin photodynamic therapy probes
Li, Guolin; Mehta, Ricky; Srikrishnan, Thamarapu; Nurco, Daniel J.; Tabaczynski, Walter A.; Alderfer, James L.; Smith, Kevin M.; Dougherty, Thomas J.; Pandey, Ravindra K.; Chemical Communications  (2002) 1172–; doi:10.1039/b202280j

data_7111213
_publ_section_title
;
 A novel synthetic route to fused propenochlorin and benzochlorin
 photodynamic therapy probes
;
_journal_issue                   11
_journal_name_full               'Chemical Communications'
_journal_page_first              1172
_journal_paper_doi               10.1039/b202280j
_journal_year                    2002
_chemical_formula_moiety         'C40 H45 N5 Ni O'
_chemical_formula_sum            'C40 H45 N5 Ni O'
_chemical_formula_weight         670.54
_chemical_name_common            9
_chemical_name_systematic
;
Ni(II)-7-cyano-2,3,7,8,12,13,17,18-octaethyl 10^3^-keto-benzochlorin
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.93(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.447(3)
_cell_length_b                   20.780(4)
_cell_length_c                   13.685(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      10
_cell_volume                     3495.3(15)
_computing_cell_refinement       'least-squares CAD4 program'
_computing_data_collection       CAD4
_computing_data_reduction        XCAD4
_computing_molecular_graphics    'SHELXTL 5, XP (Sheldrick, 1994)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  CAD-4
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13788
_diffrn_reflns_theta_full        74.96
_diffrn_reflns_theta_max         74.96
_diffrn_reflns_theta_min         3.60
_diffrn_standards_decay_%        3.5
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'plate-like prisms'
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       0.0034(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         7187
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0530
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0733P)^2^+1.5093P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1455
_refine_ls_wR_factor_ref         0.1618
_reflns_number_gt                5464
_reflns_number_total             7187
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b202280jsup1.cif
_cod_data_source_block           new9n
_cod_original_cell_volume        3495.3(12)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7111213