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#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/39/4503938.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.
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data_4503938
loop_
_publ_author_name
'Chandrasekhar, Vadapalli'
'Thilagar, Pakkirisamy'
'Krishnan, Venkatasubbaiah'
'Bickley, James. F.'
'Steiner, Alexander'
_publ_section_title
;
 Click Synthesis of Fluorine-Rich Cyclotriphosphazene Hydrazones.
 Synthesis and Supramolecular Structures of
 N3P3(N(Me)NCHC6F5)6,spiro-N3P3(C12H8O2)(N(Me)NCHC6F5)4,
 anddispiro-N3P3(C12H8O2)2(N(Me)NCHC6F5)2
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              668
_journal_paper_doi               10.1021/cg060496h
_journal_volume                  7
_journal_year                    2007
_chemical_formula_sum            'C48 H24 F30 N15 P3'
_chemical_formula_weight         1473.73
_space_group_IT_number           148
_symmetry_cell_setting           rhombohedral
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   25.1148(14)
_cell_length_b                   25.1148(14)
_cell_length_c                   15.2765(17)
_cell_measurement_temperature    100(2)
_cell_volume                     8344.8(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0291
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16910
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.261
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.794
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             4392
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4364
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0388
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0435P)²+14.1129P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0967
_reflns_number_gt                3551
_reflns_number_total             4364
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg060496hsi20070102_062547.cif
_cod_data_source_block           compound4
_cod_original_sg_symbol_H-M      R-3
_cod_database_code               4503938
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.09625(8) 0.97279(9) 0.08742(10) 0.0236(4) Uani 1 1 d .
H1A H 0.1137 1.0052 0.0429 0.035 Uiso 1 1 calc R
H1B H 0.0513 0.9505 0.0829 0.035 Uiso 1 1 calc R
H1C H 0.1116 0.9442 0.0781 0.035 Uiso 1 1 calc R
C2 C 0.21622(8) 1.04029(8) 0.14402(11) 0.0214(3) Uani 1 1 d .
H2 H 0.2055 1.0242 0.0864 0.026 Uiso 1 1 calc R
C3 C 0.28073(8) 1.07274(9) 0.17167(12) 0.0243(4) Uani 1 1 d .
C4 C 0.32716(9) 1.09789(9) 0.10898(12) 0.0285(4) Uani 1 1 d .
C5 C 0.38870(9) 1.12905(10) 0.12918(13) 0.0333(5) Uani 1 1 d .
C6 C 0.40682(8) 1.13634(10) 0.21522(14) 0.0328(5) Uani 1 1 d .
C7 C 0.36246(9) 1.11145(10) 0.27964(13) 0.0330(5) Uani 1 1 d .
C8 C 0.30100(8) 1.08037(10) 0.25795(12) 0.0298(4) Uani 1 1 d .
C9 C 0.13217(8) 1.06384(8) 0.39000(11) 0.0231(4) Uani 1 1 d .
H9A H 0.1226 1.0567 0.4526 0.035 Uiso 1 1 calc R
H9B H 0.1221 1.0946 0.3687 0.035 Uiso 1 1 calc R
H9C H 0.1760 1.0788 0.3809 0.035 Uiso 1 1 calc R
C10 C 0.13956(8) 0.95874(9) 0.41661(10) 0.0214(4) Uani 1 1 d .
H10 H 0.1622 0.9948 0.4508 0.026 Uiso 1 1 calc R
C11 C 0.14645(8) 0.90492(9) 0.43120(10) 0.0247(4) Uani 1 1 d .
C12 C 0.10196(9) 0.84478(9) 0.41191(12) 0.0289(4) Uani 1 1 d .
C13 C 0.11204(10) 0.79583(10) 0.42355(14) 0.0375(5) Uani 1 1 d .
C14 C 0.16727(12) 0.80621(12) 0.45635(13) 0.0428(6) Uani 1 1 d .
C15 C 0.21205(11) 0.86484(13) 0.47786(13) 0.0427(6) Uani 1 1 d .
C16 C 0.20141(10) 0.91296(11) 0.46548(12) 0.0341(5) Uani 1 1 d .
F1 F 0.31126(5) 1.09274(6) 0.02393(7) 0.0383(3) Uani 1 1 d .
F2 F 0.43076(5) 1.15320(7) 0.06584(8) 0.0486(4) Uani 1 1 d .
F3 F 0.46625(5) 1.16718(6) 0.23717(8) 0.0412(3) Uani 1 1 d .
F4 F 0.37975(6) 1.11767(7) 0.36378(8) 0.0473(4) Uani 1 1 d .
F5 F 0.26100(5) 1.05636(7) 0.32445(7) 0.0441(3) Uani 1 1 d .
F6 F 0.04680(5) 0.83172(5) 0.38140(9) 0.0387(3) Uani 1 1 d .
F7 F 0.06842(7) 0.73862(6) 0.40195(11) 0.0553(4) Uani 1 1 d .
F8 F 0.17782(8) 0.75939(8) 0.46591(9) 0.0609(5) Uani 1 1 d .
F9 F 0.26610(7) 0.87502(9) 0.50900(9) 0.0655(5) Uani 1 1 d .
F10 F 0.24655(6) 0.96981(7) 0.48518(9) 0.0497(4) Uani 1 1 d .
N1 N 0.00231(6) 0.93888(6) 0.23186(9) 0.0160(3) Uani 1 1 d .
N2 N 0.11432(6) 1.00008(6) 0.17370(9) 0.0172(3) Uani 1 1 d .
N3 N 0.17424(6) 1.03370(7) 0.19815(9) 0.0203(3) Uani 1 1 d .
N4 N 0.09613(6) 1.00665(6) 0.34224(8) 0.0171(3) Uani 1 1 d .
N5 N 0.10257(6) 0.95648(6) 0.35702(9) 0.0182(3) Uani 1 1 d .
P1 P 0.064182(18) 1.002241(18) 0.24413(3) 0.01391(10) Uani 1 1 d .
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'
N N 0.0061 0.0033 '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'
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
N3 C2 C3 119.62(15) . .
C8 C3 C4 115.05(16) . .
C8 C3 C2 125.20(16) . .
C4 C3 C2 119.74(16) . .
F1 C4 C5 117.82(16) . .
F1 C4 C3 118.64(16) . .
C5 C4 C3 123.52(17) . .
F2 C5 C6 119.97(17) . .
F2 C5 C4 120.38(18) . .
C6 C5 C4 119.64(17) . .
F3 C6 C5 121.16(18) . .
F3 C6 C7 119.91(18) . .
C5 C6 C7 118.92(17) . .
F4 C7 C8 120.18(18) . .
F4 C7 C6 119.33(17) . .
C8 C7 C6 120.49(18) . .
F5 C8 C7 116.60(17) . .
F5 C8 C3 121.03(16) . .
C7 C8 C3 122.36(17) . .
N5 C10 C11 119.04(16) . .
C12 C11 C16 115.93(18) . .
C12 C11 C10 124.74(16) . .
C16 C11 C10 119.32(18) . .
F6 C12 C13 116.97(19) . .
F6 C12 C11 120.79(16) . .
C13 C12 C11 122.24(19) . .
F7 C13 C14 120.0(2) . .
F7 C13 C12 120.4(2) . .
C14 C13 C12 119.6(2) . .
F8 C14 C13 119.9(3) . .
F8 C14 C15 120.1(2) . .
C13 C14 C15 120.0(2) . .
F9 C15 C14 119.9(2) . .
F9 C15 C16 120.4(2) . .
C14 C15 C16 119.7(2) . .
F10 C16 C15 118.23(19) . .
F10 C16 C11 119.19(19) . .
C15 C16 C11 122.6(2) . .
P1 N1 P1 119.83(9) . 3_465
N3 N2 C1 122.09(13) . .
N3 N2 P1 114.81(10) . .
C1 N2 P1 122.40(11) . .
C2 N3 N2 119.08(14) . .
N5 N4 C9 121.70(13) . .
N5 N4 P1 111.10(10) . .
C9 N4 P1 123.67(11) . .
C10 N5 N4 119.59(14) . .
N1 P1 N1 117.42(9) . 2_675
N1 P1 N4 111.63(7) . .
N1 P1 N4 107.14(7) 2_675 .
N1 P1 N2 105.47(7) . .
N1 P1 N2 110.86(7) 2_675 .
N4 P1 N2 103.49(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.450(2) .
C2 N3 1.284(2) .
C2 C3 1.465(2) .
C3 C8 1.391(3) .
C3 C4 1.393(3) .
C4 F1 1.346(2) .
C4 C5 1.374(3) .
C5 F2 1.334(2) .
C5 C6 1.373(3) .
C6 F3 1.336(2) .
C6 C7 1.380(3) .
C7 F4 1.341(2) .
C7 C8 1.377(3) .
C8 F5 1.341(2) .
C9 N4 1.454(2) .
C10 N5 1.281(2) .
C10 C11 1.463(3) .
C11 C12 1.389(3) .
C11 C16 1.393(3) .
C12 F6 1.338(2) .
C12 C13 1.385(3) .
C13 F7 1.341(3) .
C13 C14 1.372(3) .
C14 F8 1.336(2) .
C14 C15 1.373(4) .
C15 F9 1.337(2) .
C15 C16 1.375(3) .
C16 F10 1.340(3) .
N1 P1 1.5841(13) .
N1 P1 1.5877(14) 3_465
N2 N3 1.3590(19) .
N2 P1 1.6776(14) .
N4 N5 1.3670(19) .
N4 P1 1.6774(13) .
P1 N1 1.5877(14) 2_675
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139145367
