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#$Date: 2025-08-21 01:40:30 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301839 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/33/98/4339887.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_4339887
loop_
_publ_author_name
'Benson, Mark A.'
'Zacchini, Stefano'
'Boomishankar, Ramamoorthy'
'Chan, Yuri'
'Steiner, Alexander'
_publ_section_title
;
 Alkylation and acylation of cyclotriphosphazenes.
;
_journal_issue                   17
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7097
_journal_page_last               7108
_journal_paper_doi               10.1021/ic7009463
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C17 H43 Cl2 I N7 P3'
_chemical_formula_weight         636.29
_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                92.9610(10)
_cell_angle_beta                 104.9310(10)
_cell_angle_gamma                100.0170(10)
_cell_formula_units_Z            2
_cell_length_a                   9.0159(6)
_cell_length_b                   11.4296(7)
_cell_length_c                   14.5537(10)
_cell_measurement_temperature    100(2)
_cell_volume                     1419.65(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker Smart Apex'
_diffrn_measurement_method       omega-scans
_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  0.0205
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7426
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         4.11
_exptl_absorpt_coefficient_mu    1.504
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.586
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.516
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         4918
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0282
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0495P)²+0.4198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0742
_refine_ls_wR_factor_ref         0.0760
_reflns_number_gt                4572
_reflns_number_total             4918
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic7009463-file003.cif
_cod_data_source_block           '[8Me]I'
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4339887
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
I1 I 0.331132(18) 0.693981(14) 0.920528(10) 0.01974(8) Uani 1 1 d .
P1 P 0.46632(7) 0.36357(5) 0.74771(4) 0.01159(14) Uani 1 1 d .
P2 P 0.43630(7) 0.10530(5) 0.76912(4) 0.01145(14) Uani 1 1 d .
P3 P 0.53261(7) 0.20512(5) 0.61804(4) 0.01307(14) Uani 1 1 d .
N1 N 0.3805(2) 0.23647(17) 0.78376(13) 0.0120(4) Uani 1 1 d .
N2 N 0.4804(2) 0.09594(18) 0.67022(14) 0.0163(4) Uani 1 1 d .
N3 N 0.5123(2) 0.33178(18) 0.65188(14) 0.0156(4) Uani 1 1 d .
N4 N 0.3475(2) 0.45555(18) 0.72635(14) 0.0141(4) Uani 1 1 d D
H4 H 0.353(3) 0.502(2) 0.7691(17) 0.017 Uiso 1 1 d D
N5 N 0.6091(2) 0.42238(19) 0.83919(15) 0.0156(4) Uani 1 1 d D
H5 H 0.618(3) 0.393(2) 0.8866(16) 0.019 Uiso 1 1 d D
N6 N 0.2931(2) -0.00290(18) 0.76888(14) 0.0131(4) Uani 1 1 d D
H6 H 0.309(3) -0.043(2) 0.8102(17) 0.016 Uiso 1 1 d D
N7 N 0.5775(2) 0.09971(19) 0.86261(15) 0.0159(4) Uani 1 1 d D
H7 H 0.592(3) 0.149(2) 0.9040(18) 0.019 Uiso 1 1 d D
Cl1 Cl 0.42316(8) 0.16719(6) 0.47781(4) 0.02319(15) Uani 1 1 d .
Cl2 Cl 0.75611(7) 0.21317(6) 0.61425(5) 0.02177(14) Uani 1 1 d .
C1 C 0.2862(3) 0.2508(2) 0.85268(17) 0.0155(5) Uani 1 1 d .
H1A H 0.2213 0.1736 0.8556 0.023 Uiso 1 1 calc R
H1B H 0.2188 0.3084 0.8315 0.023 Uiso 1 1 calc R
H1C H 0.3565 0.2799 0.9162 0.023 Uiso 1 1 calc R
C41 C 0.2291(3) 0.4681(2) 0.63602(17) 0.0145(5) Uani 1 1 d .
C42 C 0.3101(3) 0.5451(2) 0.57312(19) 0.0235(6) Uani 1 1 d .
H42A H 0.3595 0.6237 0.6079 0.035 Uiso 1 1 calc R
H42B H 0.2324 0.5545 0.5143 0.035 Uiso 1 1 calc R
H42C H 0.3900 0.5062 0.5569 0.035 Uiso 1 1 calc R
C43 C 0.1076(3) 0.5280(2) 0.66550(19) 0.0215(6) Uani 1 1 d .
H43A H 0.0556 0.4763 0.7042 0.032 Uiso 1 1 calc R
H43B H 0.0298 0.5416 0.6082 0.032 Uiso 1 1 calc R
H43C H 0.1594 0.6047 0.7030 0.032 Uiso 1 1 calc R
C44 C 0.1472(3) 0.3459(2) 0.58267(18) 0.0214(5) Uani 1 1 d .
H44A H 0.2212 0.3098 0.5572 0.032 Uiso 1 1 calc R
H44B H 0.0587 0.3552 0.5299 0.032 Uiso 1 1 calc R
H44C H 0.1090 0.2941 0.6267 0.032 Uiso 1 1 calc R
C51 C 0.7502(3) 0.5171(2) 0.84624(18) 0.0168(5) Uani 1 1 d .
C52 C 0.7689(3) 0.6061(2) 0.9327(2) 0.0258(6) Uani 1 1 d .
H52A H 0.6771 0.6439 0.9225 0.039 Uiso 1 1 calc R
H52B H 0.8631 0.6674 0.9408 0.039 Uiso 1 1 calc R
H52C H 0.7782 0.5639 0.9903 0.039 Uiso 1 1 calc R
C53 C 0.7317(3) 0.5815(3) 0.7561(2) 0.0291(7) Uani 1 1 d .
H53A H 0.7216 0.5245 0.7011 0.044 Uiso 1 1 calc R
H53B H 0.8238 0.6447 0.7634 0.044 Uiso 1 1 calc R
H53C H 0.6379 0.6168 0.7456 0.044 Uiso 1 1 calc R
C54 C 0.8903(3) 0.4559(2) 0.8619(2) 0.0227(6) Uani 1 1 d .
H54A H 0.8999 0.4151 0.9201 0.034 Uiso 1 1 calc R
H54B H 0.9856 0.5157 0.8685 0.034 Uiso 1 1 calc R
H54C H 0.8757 0.3975 0.8070 0.034 Uiso 1 1 calc R
C61 C 0.1537(3) -0.0584(2) 0.68859(17) 0.0153(5) Uani 1 1 d .
C62 C 0.2023(3) -0.1386(2) 0.6191(2) 0.0257(6) Uani 1 1 d .
H62A H 0.2731 -0.0897 0.5887 0.038 Uiso 1 1 calc R
H62B H 0.1092 -0.1803 0.5699 0.038 Uiso 1 1 calc R
H62C H 0.2559 -0.1972 0.6539 0.038 Uiso 1 1 calc R
C63 C 0.0378(3) -0.1322(2) 0.7338(2) 0.0219(6) Uani 1 1 d .
H63A H 0.0879 -0.1914 0.7701 0.033 Uiso 1 1 calc R
H63B H -0.0542 -0.1732 0.6835 0.033 Uiso 1 1 calc R
H63C H 0.0054 -0.0793 0.7769 0.033 Uiso 1 1 calc R
C64 C 0.0791(3) 0.0389(2) 0.63730(19) 0.0224(6) Uani 1 1 d .
H64A H 0.0531 0.0918 0.6835 0.034 Uiso 1 1 calc R
H64B H -0.0165 0.0020 0.5879 0.034 Uiso 1 1 calc R
H64C H 0.1528 0.0855 0.6076 0.034 Uiso 1 1 calc R
C71 C 0.7002(3) 0.0243(2) 0.87702(18) 0.0162(5) Uani 1 1 d .
C72 C 0.8533(3) 0.1031(2) 0.8741(2) 0.0234(6) Uani 1 1 d .
H72A H 0.8429 0.1291 0.8100 0.035 Uiso 1 1 calc R
H72B H 0.9377 0.0577 0.8893 0.035 Uiso 1 1 calc R
H72C H 0.8776 0.1731 0.9210 0.035 Uiso 1 1 calc R
C73 C 0.7163(3) -0.0199(3) 0.97601(19) 0.0243(6) Uani 1 1 d .
H73A H 0.7443 0.0488 1.0245 0.036 Uiso 1 1 calc R
H73B H 0.7982 -0.0678 0.9891 0.036 Uiso 1 1 calc R
H73C H 0.6166 -0.0690 0.9778 0.036 Uiso 1 1 calc R
C74 C 0.6542(3) -0.0831(2) 0.8016(2) 0.0234(6) Uani 1 1 d .
H74A H 0.5529 -0.1300 0.8029 0.035 Uiso 1 1 calc R
H74B H 0.7338 -0.1329 0.8153 0.035 Uiso 1 1 calc R
H74C H 0.6462 -0.0552 0.7383 0.035 Uiso 1 1 calc R
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'
P P 0.1023 0.0942 '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'
Cl Cl 0.1484 0.1585 '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
N3 P1 N4 108.52(11)
N3 P1 N5 116.29(11)
N4 P1 N5 107.60(11)
N3 P1 N1 109.36(10)
N4 P1 N1 110.50(10)
N5 P1 N1 104.49(10)
N2 P2 N7 114.81(11)
N2 P2 N6 110.02(11)
N7 P2 N6 107.01(11)
N2 P2 N1 109.09(10)
N7 P2 N1 106.69(10)
N6 P2 N1 109.06(10)
N2 P3 N3 119.45(11)
N2 P3 Cl1 107.87(8)
N3 P3 Cl1 109.04(8)
N2 P3 Cl2 109.85(8)
N3 P3 Cl2 108.99(8)
Cl1 P3 Cl2 99.85(4)
C1 N1 P2 119.08(15)
C1 N1 P1 116.73(15)
P2 N1 P1 122.06(12)
P3 N2 P2 124.59(13)
P3 N3 P1 124.46(13)
C41 N4 P1 129.96(17)
C51 N5 P1 130.27(17)
C61 N6 P2 129.15(16)
C71 N7 P2 129.94(17)
N4 C41 C43 106.51(19)
N4 C41 C44 110.87(19)
C43 C41 C44 108.4(2)
N4 C41 C42 109.3(2)
C43 C41 C42 110.9(2)
C44 C41 C42 110.7(2)
N5 C51 C54 107.2(2)
N5 C51 C53 111.1(2)
C54 C51 C53 110.9(2)
N5 C51 C52 107.6(2)
C54 C51 C52 110.1(2)
C53 C51 C52 109.8(2)
N6 C61 C62 109.9(2)
N6 C61 C64 109.97(19)
C62 C61 C64 110.6(2)
N6 C61 C63 106.46(19)
C62 C61 C63 110.4(2)
C64 C61 C63 109.5(2)
N7 C71 C72 107.9(2)
N7 C71 C74 111.61(19)
C72 C71 C74 111.1(2)
N7 C71 C73 106.9(2)
C72 C71 C73 110.0(2)
C74 C71 C73 109.2(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P1 N3 1.596(2)
P1 N4 1.614(2)
P1 N5 1.614(2)
P1 N1 1.697(2)
P2 N2 1.592(2)
P2 N7 1.619(2)
P2 N6 1.624(2)
P2 N1 1.683(2)
P3 N2 1.560(2)
P3 N3 1.561(2)
P3 Cl1 2.0122(8)
P3 Cl2 2.0162(9)
N1 C1 1.492(3)
N4 C41 1.496(3)
N5 C51 1.498(3)
N6 C61 1.495(3)
N7 C71 1.498(3)
C41 C43 1.525(3)
C41 C44 1.528(3)
C41 C42 1.532(3)
C51 C54 1.521(4)
C51 C53 1.524(4)
C51 C52 1.532(4)
C61 C62 1.526(3)
C61 C64 1.528(3)
C61 C63 1.531(3)
C71 C72 1.523(3)
C71 C74 1.526(4)
C71 C73 1.531(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4 I1 0.781(19) 3.10(2) 3.872(2) 172(3) .
N5 H5 I1 0.774(19) 2.98(2) 3.748(2) 174(3) 2_667
N7 H7 I1 0.77(2) 2.90(2) 3.663(2) 170(3) 2_667
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139141741
