3-(Dialkoxyphosphoryl)-N-confused Phlorin and Porphyrin. Synthesis, Stereochemistry, and Coordination Properties
Bin Liu; Xiaofang Li; Xin Xu; Marcin Stępień; Piotr J. Chmielewski; Journal of Organic Chemistry 78 (2013) 1354–1364; doi:10.1021/jo302689d

data_4027965
_publ_section_title
;
 3-(Dialkoxyphosphoryl)-N-confused Phlorin and Porphyrin. Synthesis,
 Stereochemistry, and Coordination Properties
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1354
_journal_page_last               1364
_journal_paper_doi               10.1021/jo302689d
_journal_volume                  78
_journal_year                    2013
_chemical_formula_sum            'C53 H50 Cl3 N4 O3 P'
_chemical_formula_weight         928.29
_chemical_name_systematic
; 
 ? 
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_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                91.375(15)
_cell_angle_beta                 97.32(2)
_cell_angle_gamma                91.426(15)
_cell_formula_units_Z            2
_cell_length_a                   9.708(3)
_cell_length_b                   15.036(2)
_cell_length_c                   16.370(4)
_cell_measurement_reflns_used    1058
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      78.8872
_cell_measurement_theta_min      2.7202
_cell_volume                     2368.4(10)
_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) x-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.2104
_diffrn_reflns_av_sigmaI/netI    0.2562
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15769
_diffrn_reflns_theta_full        59.00
_diffrn_reflns_theta_max         59.00
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    2.449
_exptl_absorpt_correction_T_max  0.917
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_description       block
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.1503
_exptl_crystal_size_mid          0.1004
_exptl_crystal_size_min          0.0432
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.558
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     590
_refine_ls_number_reflns         6745
_refine_ls_number_restraints     44
_refine_ls_restrained_S_all      1.553
_refine_ls_R_factor_all          0.2518
_refine_ls_R_factor_gt           0.1156
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3018
_refine_ls_wR_factor_ref         0.3193
_reflns_number_gt                2232
_reflns_number_total             6745
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo302689d_si_002.cif
_cod_data_source_block           ctpoet3a
_cod_original_cell_volume        2368.3(9)
_cod_database_code               4027965