#------------------------------------------------------------------------------
#$Date: 2024-12-06 22:50:05 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296707 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/94/7249419.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_7249419
loop_
_publ_author_name
'Kumar, Sharvan'
'Mandal, Kalyanashis'
'M R, Ajayakumar'
'Hundal, Geeta'
'Mukhopadhyay, Pritam'
_publ_section_title
;
 Unravelling the intramolecular n → σ* interaction in
 ultra-electron deficient naphthalenediimides and their radical ions.
;
_journal_issue                   40
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              26076
_journal_page_last               26083
_journal_paper_doi               10.1039/d4cp02834a
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C68 H70 N2 O10 P2, 2(B F4)'
_chemical_formula_sum            'C68 H70 B2 F8 N2 O10 P2'
_chemical_formula_weight         1310.82
_chemical_name_common            Naphthalenediimide-bis-methoxyphenylphosphonium
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2015-02-21 deposited with the CCDC.	2024-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                92.111(5)
_cell_angle_beta                 94.947(7)
_cell_angle_gamma                92.151(5)
_cell_formula_units_Z            1
_cell_length_a                   10.2080(8)
_cell_length_b                   12.3079(5)
_cell_length_c                   13.6327(11)
_cell_measurement_reflns_used    14110
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29
_cell_measurement_theta_min      2
_cell_volume                     1703.8(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-92(Altomare et. al.,1993)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.849
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15341
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.302
_diffrn_reflns_theta_min         2.902
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction 
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       Block
_exptl_crystal_F_000             684
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_platon_squeeze_details
;
The sixteen electron recovered could be due to a methanol or 1.5 water
molecules. The volume of the void created matches well with the SAV of
99 A3 shown by PLATON.
;
_refine_diff_density_max         0.989
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     441
_refine_ls_number_reflns         7902
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1305
_refine_ls_R_factor_gt           0.0873
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2728
_refine_ls_wR_factor_ref         0.3127
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4725
_reflns_number_total             7902
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cp02834a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments          'Adding full bibliography for 7249419.cif.'
_cod_database_code               7249419
_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   0.971
_shelx_estimated_absorpt_t_max   0.984
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
C1 C 0.3557(3) 0.4668(2) 0.4083(2) 0.0383(7) Uani 1 1 d . . . . .
C2 C 0.4062(3) 0.3859(2) 0.3490(2) 0.0388(6) Uani 1 1 d . . . . .
C3 C 0.4628(3) 0.6433(3) 0.6286(2) 0.0422(7) Uani 1 1 d . . . . .
H3 H 0.4283 0.6968 0.6677 0.051 Uiso 1 1 calc R U . . .
C4 C 0.3841(3) 0.5948(2) 0.5507(2) 0.0391(7) Uani 1 1 d . . . . .
C5 C 0.4348(3) 0.5156(2) 0.4889(2) 0.0367(6) Uani 1 1 d . . . . .
C6 C 0.2195(3) 0.5027(3) 0.3875(2) 0.0415(7) Uani 1 1 d . . . . .
C7 C 0.2481(3) 0.6285(3) 0.5330(2) 0.0466(8) Uani 1 1 d . . . . .
C8 C 0.0391(3) 0.6214(3) 0.4275(3) 0.0558(9) Uani 1 1 d . . . . .
H8A H -0.0032 0.6279 0.4883 0.067 Uiso 1 1 calc R U . . .
H8B H -0.0114 0.5675 0.3846 0.067 Uiso 1 1 calc R U . . .
C9 C 0.0372(5) 0.7298(4) 0.3786(3) 0.0818(14) Uani 1 1 d . . . . .
H9A H -0.0529 0.7529 0.3721 0.098 Uiso 1 1 calc R U . . .
H9B H 0.0881 0.7830 0.4220 0.098 Uiso 1 1 calc R U . . .
C10 C 0.0889(6) 0.7321(4) 0.2799(4) 0.0980(16) Uani 1 1 d . . . . .
H10A H 0.0401 0.6780 0.2362 0.118 Uiso 1 1 calc R U . . .
H10B H 0.1804 0.7125 0.2861 0.118 Uiso 1 1 calc R U . . .
C11 C 0.0794(9) 0.8417(6) 0.2344(5) 0.142(3) Uani 1 1 d D . . . .
H11A H 0.1416 0.8933 0.2705 0.171 Uiso 0.33(17) 1 calc R U P A 1
H11B H -0.0084 0.8680 0.2391 0.171 Uiso 0.33(17) 1 calc R U P A 1
H11C H 0.1062 0.8961 0.2863 0.171 Uiso 0.67(17) 1 calc R U P A 2
H11D H -0.0131 0.8516 0.2155 0.171 Uiso 0.67(17) 1 calc R U P A 2
C12 C 0.109(3) 0.8339(18) 0.1260(11) 0.156(8) Uani 0.519(9) 1 d D . P B 1
H12A H 0.2023 0.8257 0.1228 0.187 Uiso 0.519(9) 1 calc R U P B 1
H12B H 0.0633 0.7693 0.0948 0.187 Uiso 0.519(9) 1 calc R U P B 1
C12' C 0.154(3) 0.870(2) 0.1461(13) 0.156(8) Uani 0.481(9) 1 d D . P B 2
H12C H 0.1623 0.9477 0.1390 0.187 Uiso 0.481(9) 1 calc R U P B 2
H12D H 0.2412 0.8401 0.1512 0.187 Uiso 0.481(9) 1 calc R U P B 2
C13 C 0.0673(15) 0.9318(11) 0.0690(9) 0.126(3) Uani 0.519(9) 1 d D . P B 1
H13A H 0.1204 0.9396 0.0147 0.189 Uiso 0.519(9) 1 calc R U P B 1
H13B H 0.0788 0.9960 0.1116 0.189 Uiso 0.519(9) 1 calc R U P B 1
H13C H -0.0236 0.9221 0.0445 0.189 Uiso 0.519(9) 1 calc R U P B 1
C13' C 0.0681(16) 0.8156(13) 0.0630(12) 0.126(3) Uani 0.481(9) 1 d D . P B 2
H13D H 0.1195 0.8002 0.0088 0.189 Uiso 0.481(9) 1 calc R U P B 2
H13E H -0.0008 0.8630 0.0424 0.189 Uiso 0.481(9) 1 calc R U P B 2
H13F H 0.0300 0.7490 0.0843 0.189 Uiso 0.481(9) 1 calc R U P B 2
C14 C 0.1789(3) 0.2385(3) 0.2890(2) 0.0428(7) Uani 1 1 d . . . . .
C15 C 0.1971(4) 0.1945(3) 0.3820(3) 0.0554(9) Uani 1 1 d . . . . .
H15 H 0.2758 0.2082 0.4209 0.066 Uiso 1 1 calc R U . . .
C16 C 0.0978(4) 0.1307(3) 0.4158(3) 0.0605(10) Uani 1 1 d . . . . .
H16 H 0.1109 0.1002 0.4771 0.073 Uiso 1 1 calc R U . . .
C17 C -0.0195(4) 0.1116(3) 0.3606(3) 0.0522(8) Uani 1 1 d . . . . .
C18 C -0.0399(3) 0.1557(3) 0.2696(3) 0.0555(9) Uani 1 1 d . . . . .
H18 H -0.1199 0.1430 0.2322 0.067 Uiso 1 1 calc R U . . .
C19 C 0.0581(4) 0.2187(3) 0.2342(2) 0.0530(8) Uani 1 1 d . . . . .
H19 H 0.0437 0.2486 0.1727 0.064 Uiso 1 1 calc R U . . .
C20 C -0.2366(5) 0.0315(4) 0.3514(4) 0.0939(16) Uani 1 1 d . . . . .
H20A H -0.2904 -0.0132 0.3895 0.141 Uiso 1 1 calc R U . . .
H20B H -0.2281 -0.0046 0.2887 0.141 Uiso 1 1 calc R U . . .
H20C H -0.2769 0.0999 0.3412 0.141 Uiso 1 1 calc R U . . .
C21 C 0.2777(3) 0.3995(2) 0.1447(2) 0.0435(7) Uani 1 1 d . . . . .
C22 C 0.2177(4) 0.3550(3) 0.0556(2) 0.0554(9) Uani 1 1 d . . . . .
H22 H 0.1936 0.2812 0.0507 0.067 Uiso 1 1 calc R U . . .
C24 C 0.1935(4) 0.4170(3) -0.0248(3) 0.0611(10) Uani 1 1 d . . . . .
H24 H 0.1501 0.3864 -0.0826 0.073 Uiso 1 1 calc R U . . .
C25 C 0.2346(4) 0.5268(3) -0.0192(3) 0.0589(9) Uani 1 1 d . . . . .
C26 C 0.2984(5) 0.5710(3) 0.0673(3) 0.0704(12) Uani 1 1 d . . . . .
H26 H 0.3273 0.6437 0.0708 0.084 Uiso 1 1 calc R U . . .
C27 C 0.3197(4) 0.5082(3) 0.1490(3) 0.0620(10) Uani 1 1 d . . . . .
H27 H 0.3624 0.5390 0.2070 0.074 Uiso 1 1 calc R U . . .
C28 C 0.1568(7) 0.5537(4) -0.1871(3) 0.0985(17) Uani 1 1 d . . . . .
H28A H 0.1523 0.6110 -0.2330 0.148 Uiso 1 1 calc R U . . .
H28B H 0.0695 0.5257 -0.1790 0.148 Uiso 1 1 calc R U . . .
H28C H 0.2078 0.4964 -0.2117 0.148 Uiso 1 1 calc R U . . .
C29 C 0.4202(3) 0.2142(3) 0.1980(2) 0.0446(7) Uani 1 1 d . . . . .
C30 C 0.5230(4) 0.2499(3) 0.1429(3) 0.0547(9) Uani 1 1 d . . . . .
H30 H 0.5342 0.3234 0.1310 0.066 Uiso 1 1 calc R U . . .
C31 C 0.6066(4) 0.1764(3) 0.1068(3) 0.0638(10) Uani 1 1 d . . . . .
H31 H 0.6756 0.2006 0.0719 0.077 Uiso 1 1 calc R U . . .
C32 C 0.5888(4) 0.0668(3) 0.1220(3) 0.0618(10) Uani 1 1 d . . . . .
C33 C 0.4870(4) 0.0297(3) 0.1759(3) 0.0625(10) Uani 1 1 d . . . . .
H33 H 0.4748 -0.0441 0.1865 0.075 Uiso 1 1 calc R U . . .
C34 C 0.4050(4) 0.1044(3) 0.2129(3) 0.0537(8) Uani 1 1 d . . . . .
H34 H 0.3374 0.0800 0.2491 0.064 Uiso 1 1 calc R U . . .
C35 C 0.6610(6) -0.1139(4) 0.0938(4) 0.107(2) Uani 1 1 d . . . . .
H35A H 0.7295 -0.1501 0.0632 0.160 Uiso 1 1 calc R U . . .
H35B H 0.5770 -0.1389 0.0622 0.160 Uiso 1 1 calc R U . . .
H35C H 0.6653 -0.1300 0.1623 0.160 Uiso 1 1 calc R U . . .
O1 O 0.1496(2) 0.46407(19) 0.31667(16) 0.0526(6) Uani 1 1 d . . . . .
O2 O 0.1993(3) 0.6922(2) 0.58748(19) 0.0683(8) Uani 1 1 d . . . . .
O3 O -0.1111(3) 0.0498(2) 0.4021(2) 0.0746(8) Uani 1 1 d . . . . .
O4 O 0.2174(4) 0.5953(2) -0.0942(2) 0.0836(10) Uani 1 1 d . . . . .
O5 O 0.6777(3) 0.0024(3) 0.0841(2) 0.0892(10) Uani 1 1 d . . . . .
P1 P 0.31334(8) 0.31295(6) 0.24506(5) 0.0403(3) Uani 1 1 d . . . . .
N1 N 0.1743(2) 0.5828(2) 0.44974(19) 0.0448(6) Uani 1 1 d . . . . .
B1 B 0.645(2) 0.6919(16) 0.3298(13) 0.452(15) Uani 0.617(5) 1 d D U P C 1
F1 F 0.6130(18) 0.7399(13) 0.4058(10) 0.300(7) Uani 0.617(5) 1 d D . P C 1
F2 F 0.7233(13) 0.6218(9) 0.3807(9) 0.245(5) Uani 0.617(5) 1 d D . P C 1
F3 F 0.7212(11) 0.7235(10) 0.2620(9) 0.230(5) Uani 0.617(5) 1 d D . P C 1
F4 F 0.5722(12) 0.6100(7) 0.2983(7) 0.189(4) Uani 0.617(5) 1 d D . P C 1
B1' B 0.580(2) 0.697(2) 0.3220(19) 0.452(15) Uani 0.383(5) 1 d D U P C 2
F1' F 0.503(2) 0.7504(17) 0.2484(14) 0.300(7) Uani 0.383(5) 1 d D . P C 2
F2' F 0.651(2) 0.7897(16) 0.3323(15) 0.245(5) Uani 0.383(5) 1 d D . P C 2
F3' F 0.6260(19) 0.6422(16) 0.2452(15) 0.230(5) Uani 0.383(5) 1 d D . P C 2
F4' F 0.4569(15) 0.6813(12) 0.3361(11) 0.189(4) Uani 0.383(5) 1 d D . P C 2
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'
O O 0.0106 0.0060 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
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
_geom_angle_publ_flag
C2 C1 C5 120.0(3) . . ?
C2 C1 C6 121.0(3) . . ?
C5 C1 C6 119.0(3) . . ?
C1 C2 C3 118.4(3) . 2_666 ?
C1 C2 P1 124.6(2) . . ?
C3 C2 P1 117.0(2) 2_666 . ?
C4 C3 C2 122.0(3) . 2_666 ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 2_666 . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 C7 118.7(3) . . ?
C5 C4 C7 121.1(3) . . ?
C4 C5 C1 120.6(3) . . ?
C4 C5 C5 118.5(3) . 2_666 ?
C1 C5 C5 120.9(3) . 2_666 ?
O1 C6 N1 121.0(3) . . ?
O1 C6 C1 120.6(3) . . ?
N1 C6 C1 118.4(3) . . ?
O2 C7 N1 120.2(3) . . ?
O2 C7 C4 122.8(3) . . ?
N1 C7 C4 117.0(3) . . ?
N1 C8 C9 113.0(3) . . ?
N1 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
N1 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C10 C9 C8 116.1(4) . . ?
C10 C9 H9A 108.3 . . ?
C8 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
C8 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C9 C10 C11 113.0(5) . . ?
C9 C10 H10A 109.0 . . ?
C11 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
C11 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C10 C11 C12' 121.4(13) . . ?
C10 C11 C12 110.7(9) . . ?
C10 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C10 C11 H11C 107.0 . . ?
C12' C11 H11C 107.0 . . ?
C10 C11 H11D 107.0 . . ?
C12' C11 H11D 107.0 . . ?
H11C C11 H11D 106.7 . . ?
C13 C12 C11 113.4(15) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C13' C12' C11 101.7(15) . . ?
C13' C12' H12C 111.4 . . ?
C11 C12' H12C 111.4 . . ?
C13' C12' H12D 111.4 . . ?
C11 C12' H12D 111.4 . . ?
H12C C12' H12D 109.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12' C13' H13D 109.5 . . ?
C12' C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
C12' C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
C19 C14 C15 118.4(3) . . ?
C19 C14 P1 123.4(2) . . ?
C15 C14 P1 118.2(3) . . ?
C16 C15 C14 119.7(3) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C17 C16 C15 121.0(3) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
O3 C17 C16 115.9(3) . . ?
O3 C17 C18 124.0(3) . . ?
C16 C17 C18 120.1(3) . . ?
C19 C18 C17 119.9(3) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C14 121.0(3) . . ?
C18 C19 H19 119.5 . . ?
C14 C19 H19 119.5 . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C27 C21 C22 118.3(3) . . ?
C27 C21 P1 121.8(3) . . ?
C22 C21 P1 119.5(2) . . ?
C24 C22 C21 121.7(3) . . ?
C24 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C24 C25 119.4(3) . . ?
C22 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
O4 C25 C26 116.0(3) . . ?
O4 C25 C24 124.5(3) . . ?
C26 C25 C24 119.5(3) . . ?
C25 C26 C27 120.7(4) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C21 C27 C26 120.3(3) . . ?
C21 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C34 C29 C30 118.4(3) . . ?
C34 C29 P1 122.7(3) . . ?
C30 C29 P1 118.9(3) . . ?
C31 C30 C29 120.1(3) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C32 120.4(4) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 H31 119.8 . . ?
O5 C32 C31 115.2(4) . . ?
O5 C32 C33 124.5(4) . . ?
C31 C32 C33 120.3(3) . . ?
C34 C33 C32 118.7(4) . . ?
C34 C33 H33 120.6 . . ?
C32 C33 H33 120.6 . . ?
C33 C34 C29 122.0(4) . . ?
C33 C34 H34 119.0 . . ?
C29 C34 H34 119.0 . . ?
O5 C35 H35A 109.5 . . ?
O5 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O5 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C17 O3 C20 118.9(3) . . ?
C25 O4 C28 118.9(3) . . ?
C32 O5 C35 117.9(4) . . ?
C14 P1 C21 117.48(15) . . ?
C14 P1 C29 106.68(15) . . ?
C21 P1 C29 104.43(14) . . ?
C14 P1 C2 108.86(14) . . ?
C21 P1 C2 111.76(14) . . ?
C29 P1 C2 106.93(14) . . ?
C6 N1 C7 123.8(2) . . ?
C6 N1 C8 118.6(3) . . ?
C7 N1 C8 117.6(3) . . ?
F1 B1 F4 116.0(17) . . ?
F1 B1 F3 131.2(18) . . ?
F4 B1 F3 110.7(15) . . ?
F1 B1 F2 93.8(13) . . ?
F4 B1 F2 87.7(14) . . ?
F3 B1 F2 101.6(15) . . ?
F4' B1' F2' 128(2) . . ?
F4' B1' F3' 117.6(19) . . ?
F2' B1' F3' 105.1(19) . . ?
F4' B1' F1' 71.8(14) . . ?
F2' B1' F1' 85.1(17) . . ?
F3' B1' F1' 84.6(16) . . ?
B1' F1' F4' 50.7(9) . . ?
B1' F4' F1' 57.5(11) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.400(4) . ?
C1 C5 1.407(4) . ?
C1 C6 1.482(4) . ?
C2 C3 1.408(4) 2_666 ?
C2 P1 1.823(3) . ?
C3 C4 1.378(4) . ?
C3 C2 1.408(4) 2_666 ?
C3 H3 0.9300 . ?
C4 C5 1.407(4) . ?
C4 C7 1.467(4) . ?
C5 C5 1.411(6) 2_666 ?
C6 O1 1.220(4) . ?
C6 N1 1.395(4) . ?
C7 O2 1.210(4) . ?
C7 N1 1.396(4) . ?
C8 N1 1.486(4) . ?
C8 C9 1.514(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.488(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.508(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12' 1.523(18) . ?
C11 C12 1.534(16) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C11 H11D 0.9700 . ?
C12 C13 1.512(19) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12' C13' 1.493(18) . ?
C12' H12C 0.9700 . ?
C12' H12D 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13' H13D 0.9600 . ?
C13' H13E 0.9600 . ?
C13' H13F 0.9600 . ?
C14 C19 1.394(5) . ?
C14 C15 1.397(5) . ?
C14 P1 1.781(3) . ?
C15 C16 1.380(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.365(5) . ?
C16 H16 0.9300 . ?
C17 O3 1.358(4) . ?
C17 C18 1.375(5) . ?
C18 C19 1.374(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O3 1.409(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C27 1.387(5) . ?
C21 C22 1.396(4) . ?
C21 P1 1.786(3) . ?
C22 C24 1.369(5) . ?
C22 H22 0.9300 . ?
C24 C25 1.397(5) . ?
C24 H24 0.9300 . ?
C25 O4 1.352(4) . ?
C25 C26 1.380(5) . ?
C26 C27 1.387(5) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 O4 1.430(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C34 1.379(5) . ?
C29 C30 1.408(5) . ?
C29 P1 1.801(3) . ?
C30 C31 1.374(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.379(6) . ?
C31 H31 0.9300 . ?
C32 O5 1.350(4) . ?
C32 C33 1.395(6) . ?
C33 C34 1.378(5) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 O5 1.448(6) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
B1 F1 1.248(16) . ?
B1 F4 1.268(17) . ?
B1 F3 1.319(16) . ?
B1 F2 1.366(18) . ?
B1' F4' 1.293(18) . ?
B1' F2' 1.323(18) . ?
B1' F3' 1.356(19) . ?
B1' F1' 1.410(19) . ?
F1' F4' 1.59(2) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 -0.9(4) . . . 2_666 ?
C6 C1 C2 C3 178.8(3) . . . 2_666 ?
C5 C1 C2 P1 178.0(2) . . . . ?
C6 C1 C2 P1 -2.3(4) . . . . ?
C2 C3 C4 C5 -1.7(5) 2_666 . . . ?
C2 C3 C4 C7 179.1(3) 2_666 . . . ?
C3 C4 C5 C1 -179.2(3) . . . . ?
C7 C4 C5 C1 0.0(5) . . . . ?
C3 C4 C5 C5 2.5(5) . . . 2_666 ?
C7 C4 C5 C5 -178.3(3) . . . 2_666 ?
C2 C1 C5 C4 -178.2(3) . . . . ?
C6 C1 C5 C4 2.1(4) . . . . ?
C2 C1 C5 C5 0.0(5) . . . 2_666 ?
C6 C1 C5 C5 -179.7(3) . . . 2_666 ?
C2 C1 C6 O1 -1.7(5) . . . . ?
C5 C1 C6 O1 178.0(3) . . . . ?
C2 C1 C6 N1 179.4(3) . . . . ?
C5 C1 C6 N1 -0.9(4) . . . . ?
C3 C4 C7 O2 -4.6(5) . . . . ?
C5 C4 C7 O2 176.2(3) . . . . ?
C3 C4 C7 N1 175.9(3) . . . . ?
C5 C4 C7 N1 -3.3(5) . . . . ?
N1 C8 C9 C10 63.4(5) . . . . ?
C8 C9 C10 C11 178.0(5) . . . . ?
C9 C10 C11 C12' 165.6(12) . . . . ?
C9 C10 C11 C12 -169.1(14) . . . . ?
C10 C11 C12 C13 165.1(15) . . . . ?
C12' C11 C12 C13 -74(4) . . . . ?
C10 C11 C12' C13' 80(2) . . . . ?
C12 C11 C12' C13' 9(3) . . . . ?
C19 C14 C15 C16 1.9(5) . . . . ?
P1 C14 C15 C16 -176.0(3) . . . . ?
C14 C15 C16 C17 -1.4(6) . . . . ?
C15 C16 C17 O3 -178.5(3) . . . . ?
C15 C16 C17 C18 0.3(6) . . . . ?
O3 C17 C18 C19 179.0(3) . . . . ?
C16 C17 C18 C19 0.3(6) . . . . ?
C17 C18 C19 C14 0.2(6) . . . . ?
C15 C14 C19 C18 -1.3(5) . . . . ?
P1 C14 C19 C18 176.4(3) . . . . ?
C27 C21 C22 C24 -3.6(6) . . . . ?
P1 C21 C22 C24 -177.2(3) . . . . ?
C21 C22 C24 C25 2.7(6) . . . . ?
C22 C24 C25 O4 179.1(4) . . . . ?
C22 C24 C25 C26 -0.3(6) . . . . ?
O4 C25 C26 C27 179.3(4) . . . . ?
C24 C25 C26 C27 -1.2(7) . . . . ?
C22 C21 C27 C26 2.0(6) . . . . ?
P1 C21 C27 C26 175.5(3) . . . . ?
C25 C26 C27 C21 0.4(7) . . . . ?
C34 C29 C30 C31 -1.1(5) . . . . ?
P1 C29 C30 C31 179.5(3) . . . . ?
C29 C30 C31 C32 1.6(6) . . . . ?
C30 C31 C32 O5 -179.4(3) . . . . ?
C30 C31 C32 C33 -1.2(6) . . . . ?
O5 C32 C33 C34 178.2(4) . . . . ?
C31 C32 C33 C34 0.2(6) . . . . ?
C32 C33 C34 C29 0.3(6) . . . . ?
C30 C29 C34 C33 0.1(5) . . . . ?
P1 C29 C34 C33 179.5(3) . . . . ?
C16 C17 O3 C20 176.8(4) . . . . ?
C18 C17 O3 C20 -2.0(6) . . . . ?
C26 C25 O4 C28 177.5(4) . . . . ?
C24 C25 O4 C28 -1.9(7) . . . . ?
C31 C32 O5 C35 -177.3(4) . . . . ?
C33 C32 O5 C35 4.5(6) . . . . ?
C19 C14 P1 C21 19.3(3) . . . . ?
C15 C14 P1 C21 -162.9(3) . . . . ?
C19 C14 P1 C29 -97.3(3) . . . . ?
C15 C14 P1 C29 80.4(3) . . . . ?
C19 C14 P1 C2 147.6(3) . . . . ?
C15 C14 P1 C2 -34.7(3) . . . . ?
C27 C21 P1 C14 127.6(3) . . . . ?
C22 C21 P1 C14 -59.0(3) . . . . ?
C27 C21 P1 C29 -114.5(3) . . . . ?
C22 C21 P1 C29 58.9(3) . . . . ?
C27 C21 P1 C2 0.8(4) . . . . ?
C22 C21 P1 C2 174.2(3) . . . . ?
C34 C29 P1 C14 -10.4(3) . . . . ?
C30 C29 P1 C14 169.0(3) . . . . ?
C34 C29 P1 C21 -135.4(3) . . . . ?
C30 C29 P1 C21 44.0(3) . . . . ?
C34 C29 P1 C2 106.0(3) . . . . ?
C30 C29 P1 C2 -74.6(3) . . . . ?
C1 C2 P1 C14 -62.4(3) . . . . ?
C3 C2 P1 C14 116.5(2) 2_666 . . . ?
C1 C2 P1 C21 69.0(3) . . . . ?
C3 C2 P1 C21 -112.1(2) 2_666 . . . ?
C1 C2 P1 C29 -177.3(3) . . . . ?
C3 C2 P1 C29 1.6(3) 2_666 . . . ?
O1 C6 N1 C7 178.5(3) . . . . ?
C1 C6 N1 C7 -2.6(5) . . . . ?
O1 C6 N1 C8 -0.6(5) . . . . ?
C1 C6 N1 C8 178.3(3) . . . . ?
O2 C7 N1 C6 -174.9(3) . . . . ?
C4 C7 N1 C6 4.6(5) . . . . ?
O2 C7 N1 C8 4.3(5) . . . . ?
C4 C7 N1 C8 -176.3(3) . . . . ?
C9 C8 N1 C6 -101.7(4) . . . . ?
C9 C8 N1 C7 79.1(4) . . . . ?
F2' B1' F1' F4' -133(2) . . . . ?
F3' B1' F1' F4' 121.4(18) . . . . ?
F2' B1' F4' F1' 68(2) . . . . ?
F3' B1' F4' F1' -74(2) . . . . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 1.000 0.500 99 16 ' '
