#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:16:05 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179053 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/15/4301565.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_4301565
loop_
_publ_author_name
'Ramaswamy Murugavel'
'Ganesan Prabusankar'
'Ashish Sharma'
'Raghavan B. Sunoj'
'Ray J. Butcher'
_publ_contact_author_address
;
Department of Chemistry
Indian Institute of Technology Bombay
Powai
Mumbai
Maharastra
400076
INDIA
;
_publ_contact_author_email       RMV@CHEM.IITB.AC.IN
_publ_contact_author_name        'Ramaswamy Murugavel'
_publ_section_title
;
Conformational and Isomeric Preferences of Six-Membered Inorganic
Heterocycles [EtNP(E)(OR)]3 (E = Lone Pair, O, S, or Se): A Synthetic,
Spectroscopic, Structural, and Computational Study
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2048
_journal_page_last               2059
_journal_paper_doi               10.1021/ic801945q
_journal_volume                  48
_journal_year                    2009
_chemical_formula_moiety         '[EtNP(OAr)]3 '
_chemical_formula_sum            'C30 H42 N3 O3 P3'
_chemical_formula_weight         585.58
_chemical_melting_point          166
_chemical_name_common            Cyclotriphosphazne
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 101.520(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5910(15)
_cell_length_b                   19.2723(19)
_cell_length_c                   20.150(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      11
_cell_volume                     3269.0(7)
_computing_cell_refinement       ARGUSS
_computing_data_collection       ARGUSS
_computing_data_reduction        OSCAIL
_computing_molecular_graphics    PLUTON/ORTEP
_computing_publication_material  CIFTAB
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  MACH3
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0070
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6544
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.48
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular blocks'
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5752
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0518
_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)+(0.0802P)²+0.6998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1445
_refine_ls_wR_factor_ref         0.1534
_reflns_number_gt                4015
_reflns_number_total             5752
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801945q_si_001_4.cif
_cod_data_source_block           rm043a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4301565
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, -z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.15393(9) 0.51552(4) 0.81102(4) 0.0590(2) Uani 1 1 d . . .
P2 P 0.01564(9) 0.66681(4) 0.79777(4) 0.0597(2) Uani 1 1 d . . .
P3 P 0.08416(9) 0.59123(4) 0.66979(3) 0.0563(2) Uani 1 1 d . . .
O1 O 0.3461(2) 0.53451(10) 0.84039(10) 0.0651(5) Uani 1 1 d . . .
O2 O 0.1827(2) 0.71331(11) 0.80805(9) 0.0675(5) Uani 1 1 d . . .
O3 O 0.2659(2) 0.62419(10) 0.67190(9) 0.0637(5) Uani 1 1 d . . .
N1 N 0.0722(3) 0.58953(14) 0.83399(12) 0.0737(7) Uani 1 1 d . . .
N2 N -0.0037(3) 0.64818(12) 0.71461(11) 0.0583(6) Uani 1 1 d . . .
N3 N 0.1268(3) 0.52502(12) 0.72582(11) 0.0581(6) Uani 1 1 d . . .
C1 C 0.0848(6) 0.6003(3) 0.9241(4) 0.168(3) Uani 1 1 d . . .
H1A H 0.1702 0.5746 0.9523 0.201 Uiso 1 1 calc R . .
H1B H 0.0822 0.6482 0.9388 0.201 Uiso 1 1 calc R . .
C2 C -0.0469(8) 0.5703(3) 0.9135(4) 0.183(3) Uani 1 1 d . . .
H2A H -0.1274 0.6014 0.8907 0.275 Uiso 1 1 calc R . .
H2B H -0.0720 0.5565 0.9560 0.275 Uiso 1 1 calc R . .
H2C H -0.0426 0.5301 0.8859 0.275 Uiso 1 1 calc R . .
C3 C -0.1078(3) 0.69852(17) 0.66944(16) 0.0707(8) Uani 1 1 d . . .
H3A H -0.1055 0.7429 0.6924 0.085 Uiso 1 1 calc R . .
H3B H -0.0660 0.7055 0.6286 0.085 Uiso 1 1 calc R . .
C4 C -0.2752(4) 0.6740(3) 0.6505(2) 0.1299(18) Uani 1 1 d . . .
H4A H -0.2767 0.6267 0.6353 0.195 Uiso 1 1 calc R . .
H4B H -0.3324 0.7026 0.6148 0.195 Uiso 1 1 calc R . .
H4C H -0.3245 0.6768 0.6892 0.195 Uiso 1 1 calc R . .
C5 C 0.1345(4) 0.45611(16) 0.69231(17) 0.0736(9) Uani 1 1 d . . .
H5A H 0.1831 0.4623 0.6532 0.088 Uiso 1 1 calc R . .
H5B H 0.2025 0.4255 0.7236 0.088 Uiso 1 1 calc R . .
C6 C -0.0220(6) 0.4224(2) 0.6701(2) 0.1219(16) Uani 1 1 d . . .
H6A H -0.0697 0.4146 0.7087 0.183 Uiso 1 1 calc R . .
H6B H -0.0082 0.3788 0.6490 0.183 Uiso 1 1 calc R . .
H6C H -0.0896 0.4519 0.6384 0.183 Uiso 1 1 calc R . .
C11 C 0.4604(4) 0.48088(15) 0.85314(16) 0.0652(8) Uani 1 1 d . . .
C12 C 0.4600(4) 0.43506(16) 0.90674(18) 0.0765(9) Uani 1 1 d . . .
C13 C 0.5787(5) 0.38503(19) 0.9188(2) 0.0970(13) Uani 1 1 d . . .
H13 H 0.5809 0.3532 0.9536 0.116 Uiso 1 1 calc R . .
C14 C 0.6930(6) 0.3819(2) 0.8797(3) 0.1068(15) Uani 1 1 d . . .
H14 H 0.7707 0.3477 0.8882 0.128 Uiso 1 1 calc R . .
C15 C 0.6935(4) 0.4288(2) 0.8285(2) 0.0960(12) Uani 1 1 d . . .
H15 H 0.7731 0.4265 0.8033 0.115 Uiso 1 1 calc R . .
C16 C 0.5766(4) 0.47994(18) 0.81357(17) 0.0751(9) Uani 1 1 d . . .
C17 C 0.3434(5) 0.4406(2) 0.95366(19) 0.0997(13) Uani 1 1 d . . .
H17A H 0.3634 0.4042 0.9867 0.150 Uiso 1 1 calc R . .
H17B H 0.2371 0.4365 0.9279 0.150 Uiso 1 1 calc R . .
H17C H 0.3558 0.4848 0.9762 0.150 Uiso 1 1 calc R . .
C18 C 0.5779(5) 0.5321(2) 0.7596(2) 0.1037(13) Uani 1 1 d . . .
H18A H 0.4774 0.5316 0.7285 0.156 Uiso 1 1 calc R . .
H18B H 0.6609 0.5211 0.7357 0.156 Uiso 1 1 calc R . .
H18C H 0.5963 0.5773 0.7795 0.156 Uiso 1 1 calc R . .
C21 C 0.2281(3) 0.75721(16) 0.86368(13) 0.0596(7) Uani 1 1 d . . .
C22 C 0.3764(3) 0.74449(16) 0.90534(14) 0.0646(7) Uani 1 1 d . . .
C23 C 0.4253(4) 0.78707(19) 0.96092(16) 0.0772(9) Uani 1 1 d . . .
H23 H 0.5223 0.7786 0.9897 0.093 Uiso 1 1 calc R . .
C24 C 0.3332(5) 0.8418(2) 0.97443(17) 0.0828(10) Uani 1 1 d . . .
H24 H 0.3661 0.8692 1.0126 0.099 Uiso 1 1 calc R . .
C25 C 0.1919(4) 0.85528(18) 0.93065(17) 0.0764(9) Uani 1 1 d . . .
H25 H 0.1315 0.8931 0.9390 0.092 Uiso 1 1 calc R . .
C26 C 0.1367(4) 0.81413(16) 0.87431(15) 0.0654(8) Uani 1 1 d . . .
C27 C 0.4821(4) 0.68720(19) 0.8884(2) 0.0945(12) Uani 1 1 d . . .
H27A H 0.5816 0.6880 0.9202 0.142 Uiso 1 1 calc R . .
H27B H 0.5007 0.6940 0.8435 0.142 Uiso 1 1 calc R . .
H27C H 0.4313 0.6432 0.8909 0.142 Uiso 1 1 calc R . .
C28 C -0.0151(4) 0.83410(19) 0.82525(19) 0.0915(11) Uani 1 1 d . . .
H28A H -0.0995 0.8036 0.8313 0.137 Uiso 1 1 calc R . .
H28B H 0.0012 0.8303 0.7796 0.137 Uiso 1 1 calc R . .
H28C H -0.0429 0.8810 0.8338 0.137 Uiso 1 1 calc R . .
C31 C 0.2948(3) 0.65965(17) 0.61456(14) 0.0618(8) Uani 1 1 d . . .
C32 C 0.3211(3) 0.73079(17) 0.61914(16) 0.0688(8) Uani 1 1 d . . .
C33 C 0.3603(4) 0.76438(19) 0.5634(2) 0.0824(10) Uani 1 1 d . . .
H33 H 0.3802 0.8118 0.5657 0.099 Uiso 1 1 calc R . .
C34 C 0.3703(4) 0.7290(2) 0.5049(2) 0.0899(11) Uani 1 1 d . . .
H34 H 0.3953 0.7525 0.4681 0.108 Uiso 1 1 calc R . .
C35 C 0.3432(4) 0.6593(2) 0.50158(18) 0.0862(10) Uani 1 1 d . . .
H35 H 0.3483 0.6356 0.4619 0.103 Uiso 1 1 calc R . .
C36 C 0.3080(4) 0.62306(18) 0.55623(17) 0.0743(9) Uani 1 1 d . . .
C37 C 0.3169(5) 0.7702(2) 0.6824(2) 0.0970(11) Uani 1 1 d . . .
H37A H 0.2091 0.7740 0.6883 0.145 Uiso 1 1 calc R . .
H37B H 0.3601 0.8158 0.6792 0.145 Uiso 1 1 calc R . .
H37C H 0.3789 0.7463 0.7204 0.145 Uiso 1 1 calc R . .
C38 C 0.2905(6) 0.5451(2) 0.5517(2) 0.1110(14) Uani 1 1 d . . .
H38A H 0.1799 0.5330 0.5438 0.166 Uiso 1 1 calc R . .
H38B H 0.3442 0.5245 0.5935 0.166 Uiso 1 1 calc R . .
H38C H 0.3364 0.5281 0.5152 0.166 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'
O O 0.0106 0.0060 '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
_geom_angle_publ_flag
O1 P1 N1 98.76(13) . . ?
O1 P1 N3 105.08(11) . . ?
N1 P1 N3 101.83(12) . . ?
O2 P2 N1 104.72(13) . . ?
O2 P2 N2 98.57(11) . . ?
N1 P2 N2 101.79(12) . . ?
O3 P3 N2 104.65(11) . . ?
O3 P3 N3 101.07(11) . . ?
N2 P3 N3 101.13(11) . . ?
C11 O1 P1 120.21(17) . . ?
C21 O2 P2 121.33(17) . . ?
C31 O3 P3 118.62(16) . . ?
P2 N1 P1 136.40(15) . . ?
P2 N1 C1 106.7(2) . . ?
P1 N1 C1 115.2(2) . . ?
C3 N2 P2 113.18(19) . . ?
C3 N2 P3 111.82(18) . . ?
P2 N2 P3 134.54(13) . . ?
C5 N3 P3 113.00(18) . . ?
C5 N3 P1 110.56(18) . . ?
P3 N3 P1 136.34(14) . . ?
C2 C1 N1 84.6(6) . . ?
C4 C3 N2 112.2(3) . . ?
C6 C5 N3 114.0(3) . . ?
C12 C11 C16 123.1(3) . . ?
C12 C11 O1 119.7(3) . . ?
C16 C11 O1 117.1(3) . . ?
C13 C12 C11 117.4(4) . . ?
C13 C12 C17 119.7(4) . . ?
C11 C12 C17 122.9(3) . . ?
C14 C13 C12 120.9(4) . . ?
C15 C14 C13 120.7(4) . . ?
C14 C15 C16 121.1(4) . . ?
C15 C16 C11 116.9(4) . . ?
C15 C16 C18 121.7(4) . . ?
C11 C16 C18 121.4(3) . . ?
C26 C21 O2 121.7(2) . . ?
C26 C21 C22 121.3(3) . . ?
O2 C21 C22 116.7(3) . . ?
C23 C22 C21 118.3(3) . . ?
C23 C22 C27 121.1(3) . . ?
C21 C22 C27 120.6(3) . . ?
C24 C23 C22 121.4(3) . . ?
C25 C24 C23 119.1(3) . . ?
C24 C25 C26 122.0(3) . . ?
C25 C26 C21 117.7(3) . . ?
C25 C26 C28 119.7(3) . . ?
C21 C26 C28 122.5(3) . . ?
C32 C31 C36 121.0(3) . . ?
C32 C31 O3 118.5(3) . . ?
C36 C31 O3 120.3(3) . . ?
C31 C32 C33 117.8(3) . . ?
C31 C32 C37 121.9(3) . . ?
C33 C32 C37 120.2(3) . . ?
C34 C33 C32 121.7(3) . . ?
C35 C34 C33 119.4(3) . . ?
C34 C35 C36 121.3(4) . . ?
C35 C36 C31 118.8(3) . . ?
C35 C36 C38 119.2(3) . . ?
C31 C36 C38 122.0(3) . . ?
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
P1 O1 1.679(2) . ?
P1 N1 1.695(3) . ?
P1 N3 1.696(2) . ?
P2 O2 1.670(2) . ?
P2 N1 1.687(3) . ?
P2 N2 1.689(2) . ?
P3 O3 1.678(2) . ?
P3 N2 1.692(2) . ?
P3 N3 1.695(2) . ?
O1 C11 1.413(3) . ?
O2 C21 1.396(3) . ?
O3 C31 1.407(3) . ?
N1 C1 1.809(8) . ?
N2 C3 1.498(3) . ?
N3 C5 1.497(4) . ?
C1 C2 1.251(7) . ?
C3 C4 1.490(5) . ?
C5 C6 1.480(5) . ?
C11 C12 1.395(4) . ?
C11 C16 1.397(5) . ?
C12 C13 1.389(5) . ?
C12 C17 1.512(5) . ?
C13 C14 1.377(6) . ?
C14 C15 1.373(6) . ?
C15 C16 1.396(5) . ?
C16 C18 1.483(5) . ?
C21 C26 1.390(4) . ?
C21 C22 1.400(4) . ?
C22 C23 1.384(4) . ?
C22 C27 1.511(4) . ?
C23 C24 1.378(5) . ?
C24 C25 1.375(5) . ?
C25 C26 1.388(4) . ?
C26 C28 1.520(4) . ?
C31 C32 1.390(4) . ?
C31 C36 1.394(4) . ?
C32 C33 1.394(4) . ?
C32 C37 1.490(5) . ?
C33 C34 1.378(5) . ?
C34 C35 1.363(5) . ?
C35 C36 1.388(4) . ?
C36 C38 1.512(5) . ?
