First entry into nonmetal-centred porphycenes: synthesis of a phosphorus(v) complex of octaethylporphycene.
Abe, Masaaki; Mukotaka, Hiroto; Fujioka, Taro; Okawara, Toru; Umegaki, Kei; Ono, Toshikazu; Hisaeda, Yoshio; Dalton transactions (Cambridge, England : 2003) 47 (2018) 2487–2491; doi:10.1039/c7dt04471b

data_7701898
_publ_section_title
;
 First entry into nonmetal-centred porphycenes: synthesis of a
 phosphorus(v) complex of octaethylporphycene.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2487
_journal_page_last               2491
_journal_paper_doi               10.1039/c7dt04471b
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety
'F0.8 P0.44, F5.2 P0.56, 2(C38 H50 N4 O2 P), F6 P'
_chemical_formula_sum            'C76 H100 F12 N8 O4 P4'
_chemical_formula_weight         1541.51
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_audit_creation_date             2017-12-18
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2017-12-18 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;
_cell_angle_alpha                72.154(2)
_cell_angle_beta                 87.487(2)
_cell_angle_gamma                87.452(2)
_cell_formula_units_Z            2
_cell_length_a                   14.105(2)
_cell_length_b                   14.414(2)
_cell_length_c                   18.746(3)
_cell_measurement_reflns_used    6693
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.34
_cell_measurement_theta_min      2.19
_cell_volume                     3622.4(9)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS-1997 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_av_unetI/netI     0.0770
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            40215
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.684
_diffrn_reflns_theta_min         1.142
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_description       plate
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     986
_refine_ls_number_reflns         13669
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0482
_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=1/[\s^2^(Fo^2^)+(0.0431P)^2^+1.2785P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1098
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9136
_reflns_number_total             13669
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt04471b2.cif
_cod_data_source_block           mkt1_0m
_cod_original_cell_volume        3622.2(9)
_cod_database_code               7701898
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.861
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(P0AA) \\sim Ueq, Uanis(F0AA) \\sim Ueq, Uanis(F1AA) \\sim Ueq,
Uanis(F2AA) \\sim Ueq, Uanis(F3AA) \\sim Ueq, Uanis(F4AA) \\sim Ueq,
Uanis(F5AA) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(P0AA) = Uanis(F0AA) = Uanis(F1AA) = Uanis(F2AA) = Uanis(F3AA) =
Uanis(F4AA) = Uanis(F5AA)
3. Others
 Sof(F0AA)=Sof(F1AA)=Sof(F2AA)=Sof(F3AA)=Sof(F4AA)=Sof(F5AA)=1-FVAR(1)
 Sof(F2A)=Sof(F1A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=FVAR(1)
 Sof(P0AA)=1-FVAR(2)
 Sof(P2A)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C21A(H21A,H21B), C23A(H23A,H23B), C25A(H25A,H25B), C27A(H27A,H27B), C29A(H29A,
 H29B), C31A(H31A,H31B), C33A(H33A,H33B), C35A(H35A,H35B), C21B(H21C,H21D),
 C23B(H23C,H23D), C25B(H25C,H25D), C27B(H27C,H27D), C29B(H29C,H29D), C31B(H31C,
 H31D), C33B(H33C,H33D), C35B(H35C,H35D)
4.b Aromatic/amide H refined with riding coordinates:
 C9A(H9A), C10A(H10A), C19A(H19A), C20A(H20A), C9B(H9B), C10B(H10B),
 C19B(H19B), C20B(H20B)
4.c Idealised Me refined as rotating group:
 C22A(H22A,H22B,H22C), C24A(H24A,H24B,H24C), C26A(H26A,H26B,H26C), C28A(H28A,
 H28B,H28C), C30A(H30A,H30B,H30C), C32A(H32A,H32B,H32C), C34A(H34A,H34B,H34C),
 C36A(H36A,H36B,H36C), C37A(H37A,H37B,H37C), C38A(H38A,H38B,H38C), C22B(H22D,
 H22E,H22F), C24B(H24D,H24E,H24F), C26B(H26D,H26E,H26F), C28B(H28D,H28E,H28F),
 C30B(H30D,H30E,H30F), C32B(H32D,H32E,H32F), C34B(H34D,H34E,H34F), C36B(H36D,
 H36E,H36F), C37B(H37D,H37E,H37F), C38B(H38D,H38E,H38F)
;
_shelx_res_checksum              90319
_olex2_submission_special_instructions 'No special instructions were received'