#------------------------------------------------------------------------------
#$Date: 2019-06-14 03:10:49 +0300 (Fri, 14 Jun 2019) $
#$Revision: 215938 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/14/1551406.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1551406
loop_
_publ_author_name
'Gross, Zeev'
'Zhao, Jianzhang'
'Mahammed, Atif'
'Chen, Kepeng'
'Vestfrid, Jenya'
_publ_section_title
;
 Phosphorus Corrole Complexes: From Property Tuning to Applications in
 Photocatalysis and Triplet-Triplet Annihilation Upconversion
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C9SC01463B
_journal_year                    2019
_chemical_formula_moiety         'C37 H4 F17 I4 N4 P, 2(C Cl2)'
_chemical_formula_sum            'C39 H4 Cl4 F17 I4 N4 P'
_chemical_formula_weight         1531.83
_chemical_name_common            'Gross95 (Zhenya)'
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-01-03 deposited with the CCDC.    2019-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.42(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   17.2430(13)
_cell_length_b                   7.806(5)
_cell_length_c                   17.503(3)
_cell_measurement_reflns_used    3932
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      24.710
_cell_measurement_theta_min      2.055
_cell_volume                     2207.8(15)
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius, 2006)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Mercury 3.10.1'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 95
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0770
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3932
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        24.710
_diffrn_reflns_theta_max         24.710
_diffrn_reflns_theta_min         2.055
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.211
_exptl_absorpt_correction_T_max  0.678
_exptl_absorpt_correction_T_min  0.532
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1428
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_refine_diff_density_max         2.573
_refine_diff_density_min         -1.410
_refine_diff_density_rms         0.153
_refine_ls_extinction_coef       0.0036(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         3932
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.1284
_refine_ls_R_factor_gt           0.1059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0857P)²+30.3420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2335
_refine_ls_wR_factor_ref         0.2458
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3128
_reflns_number_total             3932
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9sc01463b2.cif
_cod_data_source_block           Gross95
_cod_original_cell_volume        2207.9(15)
_cod_database_code               1551406
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.552
_shelx_estimated_absorpt_t_max   0.699
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.43595(8) 0.2500 0.27367(10) 0.0809(6) Uani 1 2 d S T P . .
I2 I 0.36618(8) 0.2500 0.04596(11) 0.0891(7) Uani 1 2 d S T P . .
I3 I 0.4282(3) 0.2500 -0.1360(3) 0.078(4) Uani 0.53(4) 2 d S T P A 1
I3A I 0.4195(12) 0.2500 -0.115(2) 0.235(8) Uani 0.47(4) 2 d S T P A 2
I4A I 0.582(3) 0.2500 -0.2010(12) 0.116(4) Uani 0.53(10) 2 d S T P A 2
I4 I 0.5977(7) 0.2500 -0.2069(6) 0.074(5) Uani 0.47(10) 2 d S T P A 1
P1 P 0.7285(2) 0.2500 0.1610(3) 0.0472(11) Uani 1 2 d S T P . .
F1 F 0.7947(8) 0.5519 -0.0886(7) 0.123(4) Uani 1 1 d . . . . .
F2 F 0.8329(11) 0.554(2) -0.2229(8) 0.174(7) Uani 1 1 d . . . . .
F3 F 0.8521(16) 0.2500 -0.2890(12) 0.216(14) Uani 1 2 d S T P . .
F4 F 1.0188(5) -0.0485(12) 0.3311(7) 0.104(3) Uani 1 1 d . . . . .
F5 F 1.1804(6) -0.0474(14) 0.4236(7) 0.117(4) Uani 1 1 d . . . . .
F6 F 1.2606(6) 0.2500 0.4697(7) 0.087(4) Uani 1 2 d S T P . .
F7 F 0.6295(7) 0.5446 0.3921(7) 0.129(5) Uani 1 1 d . . . . .
F8 F 0.5879(7) 0.5645 0.5215(8) 0.182(8) Uani 1 1 d . . . . .
F9 F 0.5745(10) 0.2500 0.5984(10) 0.181(12) Uani 1 2 d S T P . .
F10 F 0.7314(4) 0.0442(11) 0.1629(5) 0.070(2) Uani 1 1 d . . . . .
N1 N 0.8243(8) 0.2500 0.1382(8) 0.044(3) Uani 1 2 d S T P . .
N2 N 0.7808(7) 0.2500 0.2712(7) 0.043(3) Uani 1 2 d S T P . .
N3 N 0.6275(9) 0.2500 0.1723(9) 0.058(4) Uani 1 2 d S T P . .
N4 N 0.6674(8) 0.2500 0.0543(9) 0.053(4) Uani 1 2 d S T P A .
C1 C 0.7667(11) 0.2500 -0.0106(12) 0.066(5) Uani 1 2 d S T P A .
C2 C 0.8320(11) 0.2500 0.0625(9) 0.054(4) Uani 1 2 d S T P . .
C3 C 0.9145(12) 0.2500 0.0725(14) 0.082(7) Uani 1 2 d S T P . .
H3 H 0.9361 0.2500 0.0294 0.098 Uiso 1 2 calc R U P . .
C4 C 0.9600(11) 0.2500 0.1522(10) 0.062(5) Uani 1 2 d S T P . .
H4 H 1.0187 0.2500 0.1749 0.074 Uiso 1 2 calc R U P . .
C5 C 0.9055(9) 0.2500 0.1965(10) 0.054(5) Uani 1 2 d S T P . .
C6 C 0.9238(9) 0.2500 0.2777(11) 0.047(4) Uani 1 2 d S T P . .
C7 C 0.8632(11) 0.2500 0.3119(11) 0.055(4) Uani 1 2 d S T P . .
C8 C 0.8793(10) 0.2500 0.3992(10) 0.067(6) Uani 1 2 d S T P . .
H8 H 0.9316 0.2500 0.4419 0.080 Uiso 1 2 calc R U P . .
C9 C 0.8057(13) 0.2500 0.4063(12) 0.083(7) Uani 1 2 d S T P . .
H9 H 0.7972 0.2500 0.4571 0.100 Uiso 1 2 calc R U P . .
C10 C 0.7415(10) 0.2500 0.3305(10) 0.057(5) Uani 1 2 d S T P . .
C11 C 0.6597(11) 0.2500 0.3180(11) 0.066(5) Uani 1 2 d S T P . .
C12 C 0.6007(11) 0.2500 0.2381(11) 0.057(5) Uani 1 2 d S T P . .
C13 C 0.5124(11) 0.2500 0.2077(15) 0.070(6) Uani 1 2 d S T P . .
C14 C 0.4864(11) 0.2500 0.1243(15) 0.066(5) Uani 1 2 d S T P . .
C15 C 0.5610(10) 0.2500 0.1019(10) 0.058(5) Uani 1 2 d S T P . .
C16 C 0.5822(10) 0.2500 0.0312(11) 0.051(4) Uani 1 2 d S T P A .
C17 C 0.5462(12) 0.2500 -0.0543(12) 0.065(5) Uani 1 2 d S T P . .
C18 C 0.6101(13) 0.2500 -0.0810(13) 0.068(5) Uani 1 2 d S T P A .
C19 C 0.6872(11) 0.2500 -0.0160(10) 0.054(4) Uani 1 2 d S T P . .
C20 C 0.7870(13) 0.2500 -0.0884(12) 0.082(7) Uani 1 2 d S T P . .
C21 C 0.7998(11) 0.404(3) -0.1222(10) 0.094(6) Uani 1 1 d . . . . .
C22 C 0.8214(16) 0.4067 -0.1891(12) 0.142(10) Uani 1 1 d . . . . .
C23 C 0.827(3) 0.2500 -0.227(2) 0.18(2) Uani 1 2 d S T P . .
C24 C 1.0121(10) 0.2500 0.3274(10) 0.048(4) Uani 1 2 d S T P . .
C25 C 1.0577(7) 0.099(2) 0.3549(8) 0.064(4) Uani 1 1 d . . . . .
C26 C 1.1394(7) 0.101(2) 0.4003(8) 0.064(4) Uani 1 1 d . . . . .
C27 C 1.1811(9) 0.2500 0.4239(9) 0.051(5) Uani 1 2 d S T P . .
C28 C 0.6358(11) 0.2500 0.3880(13) 0.076(6) Uani 1 2 d DS T P . .
C29 C 0.6228(9) 0.4000(17) 0.4257(11) 0.093(6) Uani 1 1 d D . . . .
C30 C 0.6022(9) 0.3986 0.4933(10) 0.116(7) Uani 1 1 d D . . . .
C31 C 0.5932(14) 0.2500 0.5331(11) 0.116(7) Uani 1 2 d DS T P . .
Cl2 Cl 1.2504(5) 0.2500 0.6786(6) 0.138(3) Uani 1 2 d DS T P . .
Cl1 Cl 1.0837(5) 0.2500 0.5705(4) 0.208(7) Uani 1 2 d DS T P . .
C32 C 1.1489(4) 0.2500 0.6692(5) 0.208(7) Uani 1 2 d DS T P . .
Cl3 Cl 0.8370(6) 0.6787(14) 0.1192(7) 0.118(3) Uiso 0.5 1 d D . P . .
Cl4 Cl 0.9642(12) 0.7500 0.0664(10) 0.252(8) Uiso 1 2 d DS . P . .
C33 C 0.9363(7) 0.7500 0.1505(11) 0.34(4) Uiso 1 2 d DS . P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
I3A I3A C17 0(10) 4_565 .
F10 P1 F10 176.5(6) 4_565 .
F10 P1 N4 91.4(3) 4_565 .
F10 P1 N4 91.3(3) . .
F10 P1 N2 88.8(3) 4_565 .
F10 P1 N2 88.8(3) . .
N4 P1 N2 174.3(6) . .
F10 P1 N3 91.2(3) 4_565 .
F10 P1 N3 91.3(3) . .
N4 P1 N3 82.9(7) . .
N2 P1 N3 91.4(6) . .
F10 P1 N1 88.9(3) 4_565 .
F10 P1 N1 88.9(3) . .
N4 P1 N1 91.2(6) . .
N2 P1 N1 94.6(6) . .
N3 P1 N1 174.0(7) . .
C2 N1 C5 106.8(13) . .
C2 N1 P1 127.4(11) . .
C5 N1 P1 125.8(11) . .
C7 N2 C10 107.2(12) . .
C7 N2 P1 126.9(11) . .
C10 N2 P1 125.8(10) . .
C15 N3 C12 109.6(14) . .
C15 N3 P1 116.0(12) . .
C12 N3 P1 134.5(12) . .
C16 N4 C19 107.8(14) . .
C16 N4 P1 118.9(12) . .
C19 N4 P1 133.2(12) . .
C19 C1 C2 123.3(18) . .
C19 C1 C20 119.1(17) . .
C2 C1 C20 117.6(17) . .
C3 C2 N1 108.8(15) . .
C3 C2 C1 126.4(17) . .
N1 C2 C1 124.8(16) . .
C4 C3 C2 109.7(18) . .
C3 C4 C5 108.1(16) . .
C6 C5 C4 128.7(14) . .
C6 C5 N1 124.7(14) . .
C4 C5 N1 106.6(14) . .
C5 C6 C7 121.8(15) . .
C5 C6 C24 116.0(13) . .
C7 C6 C24 122.2(16) . .
N2 C7 C6 126.2(16) . .
N2 C7 C8 109.6(14) . .
C6 C7 C8 124.2(16) . .
C9 C8 C7 105.2(15) . .
C8 C9 C10 112.3(16) . .
C11 C10 C9 126.1(16) . .
C11 C10 N2 128.2(16) . .
C9 C10 N2 105.7(14) . .
C10 C11 C12 120.7(17) . .
C10 C11 C28 117.5(17) . .
C12 C11 C28 121.8(17) . .
N3 C12 C11 119.3(15) . .
N3 C12 C13 108.2(16) . .
C11 C12 C13 132.5(18) . .
C14 C13 C12 107.9(18) . .
C14 C13 I1 124.6(14) . .
C12 C13 I1 127.4(17) . .
C13 C14 C15 107.0(17) . .
C13 C14 I2 126.4(13) . .
C15 C14 I2 126.7(16) . .
N3 C15 C16 113.7(14) . .
N3 C15 C14 107.3(16) . .
C16 C15 C14 138.9(17) . .
N4 C16 C17 110.0(16) . .
N4 C16 C15 108.5(15) . .
C17 C16 C15 141.5(17) . .
C18 C17 C16 105.1(17) . .
C18 C17 I3 119.7(15) . .
C16 C17 I3 135.2(16) . .
C18 C17 I3A 132(2) . 4_565
C16 C17 I3A 123(2) . 4_565
C18 C17 I3A 132(2) . .
C16 C17 I3A 123(2) . .
I3A C17 I3A 0(2) 4_565 .
C17 C18 C19 112.1(19) . .
C17 C18 I4A 116(2) . .
C19 C18 I4A 132(2) . .
C17 C18 I4 124.2(15) . .
C19 C18 I4 123.8(16) . .
C1 C19 N4 120.0(16) . .
C1 C19 C18 135.0(19) . .
N4 C19 C18 105.0(16) . .
C21 C20 C21 120(2) 4_565 .
C21 C20 C1 120.1(11) 4_565 .
C21 C20 C1 120.1(11) . .
F1 C21 C22 117.4(17) . .
F1 C21 C20 121.6(14) . .
C22 C21 C20 120.9(19) . .
F2 C22 C21 121.5(14) . .
F2 C22 C23 119.5(17) . .
C21 C22 C23 118.8(16) . .
F3 C23 C22 119.3(14) . 4_565
F3 C23 C22 119.3(14) . .
C22 C23 C22 120(2) 4_565 .
C25 C24 C25 114.0(16) . 4_565
C25 C24 C6 123.0(8) . .
C25 C24 C6 123.0(8) 4_565 .
F4 C25 C26 120.0(14) . .
F4 C25 C24 117.4(11) . .
C26 C25 C24 122.5(15) . .
F5 C26 C25 120.1(14) . .
F5 C26 C27 118.7(10) . .
C25 C26 C27 121.2(14) . .
F6 C27 C26 120.7(7) . .
F6 C27 C26 120.7(7) . 4_565
C26 C27 C26 118.6(15) . 4_565
C29 C28 C29 113(2) . 4_565
C29 C28 C11 123.3(10) . .
C29 C28 C11 123.3(10) 4_565 .
F7 C29 C30 119.9(9) . .
F7 C29 C28 117.3(11) . .
C30 C29 C28 122.8(16) . .
C29 C30 C31 123.8(6) . .
C29 C30 F8 115.1(9) . .
C31 C30 F8 121.1(6) . .
F9 C31 C30 123.38(12) . 4_565
F9 C31 C30 123.38(12) . .
C30 C31 C30 113.16(14) 4_565 .
Cl2 C32 Cl1 113.2(7) . .
Cl3 Cl3 C33 70.9(4) 4_575 .
Cl3 C33 Cl3 38.2(8) 4_575 .
Cl3 C33 Cl4 106.1(12) 4_575 .
Cl3 C33 Cl4 106.1(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C13 2.03(2) .
I2 C14 2.05(2) .
I3 C17 2.038(19) .
I3A I3A 0.00(4) 4_565
I3A C17 2.07(2) .
I4A C18 1.98(3) .
I4 C18 2.14(3) .
P1 F10 1.607(8) 4_565
P1 F10 1.607(8) .
P1 N4 1.797(15) .
P1 N2 1.821(12) .
P1 N3 1.821(14) .
P1 N1 1.829(12) .
F1 C21 1.31(2) .
F2 C22 1.342(18) .
F3 C23 1.30(3) .
F4 C25 1.325(17) .
F5 C26 1.341(17) .
F6 C27 1.324(18) .
F7 C29 1.297(16) .
F8 C30 1.438(7) .
F9 C31 1.29(2) .
N1 C2 1.377(19) .
N1 C5 1.416(19) .
N2 C7 1.35(2) .
N2 C10 1.42(2) .
N3 C15 1.36(2) .
N3 C12 1.38(2) .
N4 C16 1.38(2) .
N4 C19 1.39(2) .
C1 C19 1.34(3) .
C1 C2 1.38(2) .
C1 C20 1.52(3) .
C2 C3 1.37(3) .
C3 C4 1.34(3) .
C4 C5 1.41(2) .
C5 C6 1.35(2) .
C6 C7 1.37(2) .
C6 C24 1.47(2) .
C7 C8 1.45(2) .
C8 C9 1.32(3) .
C9 C10 1.40(3) .
C10 C11 1.35(2) .
C11 C12 1.41(3) .
C11 C28 1.42(3) .
C12 C13 1.43(3) .
C13 C14 1.37(3) .
C14 C15 1.47(2) .
C15 C16 1.41(2) .
C16 C17 1.40(3) .
C17 C18 1.34(3) .
C17 I3A 2.07(2) 4_565
C18 C19 1.42(3) .
C20 C21 1.39(2) 4_565
C20 C21 1.39(2) .
C21 C22 1.35(3) .
C22 C23 1.412(16) .
C23 C22 1.412(16) 4_565
C24 C25 1.404(17) .
C24 C25 1.404(17) 4_565
C25 C26 1.355(17) .
C26 C27 1.357(17) .
C27 C26 1.357(17) 4_565
C28 C29 1.3999(12) .
C28 C29 1.4000(12) 4_565
C29 C30 1.35(2) .
C30 C31 1.3898(12) .
C31 C30 1.3897(12) 4_565
Cl2 C32 1.7000(11) .
Cl1 C32 1.7001(12) .
Cl3 Cl3 1.11(2) 4_575
Cl3 C33 1.7000(11) .
Cl4 C33 1.7000(11) .
C33 Cl3 1.7000(11) 4_575
