#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/79/4317917.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_4317917
loop_
_publ_author_name
'Praveen Kommana'
'Sudha Kumaraswamy'
'J. J. Vittal'
'K. C. Kumara Swamy'
_publ_section_title
;
 Apical versus Equatorial Disposition of Substituents in
 Tetraoxyphosphoranes Bearing a 1,3,2-Dioxaphosphocin Ring: Implications
 on Apicophilicity in Trigonal Bipyramidal Phosphorus
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2356
_journal_page_last               2363
_journal_paper_doi               10.1021/ic010935w
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C35 H44 Cl4 N O4 P'
_chemical_formula_weight         715.48
_chemical_name_systematic
;

  ?

;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 114.5990(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.4934(11)
_cell_length_b                   16.9072(8)
_cell_length_c                   20.7734(10)
_cell_measurement_reflns_used    5222
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.3
_cell_volume                     7183.1(6)
_computing_cell_refinement       'Bruker AXS, SAINT'
_computing_data_collection       'Bruker AXS, SMART'
_computing_data_reduction        'Bruker AXS, SAINT'
_computing_molecular_graphics    'Bruker AXS, SHELXTL'
_computing_publication_material  'Bruker AXS, SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_method       'ω 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  0.0390
_diffrn_reflns_av_sigmaI/netI    0.0420
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            20613
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.412
_exptl_absorpt_correction_T_max  0.9145
_exptl_absorpt_correction_T_min  0.4952
_exptl_absorpt_correction_type   'sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular shape, cut'
_exptl_crystal_F_000             3008
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         6326
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0528
_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)+(0.0700P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1265
_refine_ls_wR_factor_ref         0.1345
_reflns_number_gt                4496
_reflns_number_total             6326
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010935w_2.cif
_cod_data_source_block           compd2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4317917
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Cl1 Cl 0.07095(4) 0.49805(6) 0.20402(5) 0.0778(3) Uani 1 1 d . . .
Cl2 Cl 0.05097(5) 0.41814(6) 0.05928(6) 0.0960(4) Uani 1 1 d . . .
Cl3 Cl 0.11134(5) 0.49600(6) -0.03561(5) 0.0922(3) Uani 1 1 d . . .
Cl4 Cl 0.19722(4) 0.65124(6) 0.01736(4) 0.0720(3) Uani 1 1 d . . .
P P 0.20576(3) 0.72436(4) 0.24482(3) 0.03886(19) Uani 1 1 d . . .
O1 O 0.28432(8) 0.72875(10) 0.27484(8) 0.0410(4) Uani 1 1 d . . .
O2 O 0.16878(8) 0.80604(10) 0.21468(8) 0.0423(4) Uani 1 1 d . . .
O3 O 0.16060(8) 0.64430(11) 0.23408(9) 0.0463(5) Uani 1 1 d . . .
O4 O 0.20520(8) 0.70224(10) 0.16067(8) 0.0419(4) Uani 1 1 d . . .
N N 0.20674(11) 0.73632(13) 0.32517(11) 0.0492(6) Uani 1 1 d . . .
C1 C 0.32402(11) 0.73725(16) 0.23737(12) 0.0395(6) Uani 1 1 d . . .
C2 C 0.36653(12) 0.67572(17) 0.23955(13) 0.0439(6) Uani 1 1 d . . .
C3 C 0.40646(13) 0.69076(18) 0.20440(14) 0.0513(7) Uani 1 1 d . . .
H3 H 0.4344 0.6508 0.2032 0.062 Uiso 1 1 calc R . .
C4 C 0.40689(12) 0.76160(19) 0.17132(14) 0.0514(7) Uani 1 1 d . . .
C5 C 0.36525(12) 0.82017(17) 0.17275(13) 0.0465(7) Uani 1 1 d . . .
H5 H 0.3651 0.8683 0.1510 0.056 Uiso 1 1 calc R . .
C6 C 0.32359(11) 0.80962(16) 0.20560(13) 0.0407(6) Uani 1 1 d . . .
C7 C 0.27908(12) 0.87677(16) 0.20543(14) 0.0440(6) Uani 1 1 d . . .
H7A H 0.3005 0.9264 0.2049 0.053 Uiso 1 1 calc R . .
H7B H 0.2734 0.8748 0.2492 0.053 Uiso 1 1 calc R . .
C8 C 0.21227(12) 0.87639(15) 0.14399(13) 0.0395(6) Uani 1 1 d . . .
C9 C 0.20386(13) 0.91048(16) 0.08069(14) 0.0463(7) Uani 1 1 d . . .
H9 H 0.2399 0.9322 0.0760 0.056 Uiso 1 1 calc R . .
C10 C 0.14390(14) 0.91336(18) 0.02426(15) 0.0527(7) Uani 1 1 d . . .
C11 C 0.09106(14) 0.88338(18) 0.03369(15) 0.0561(8) Uani 1 1 d . . .
H11 H 0.0501 0.8868 -0.0040 0.067 Uiso 1 1 calc R . .
C12 C 0.09507(13) 0.84827(16) 0.09601(14) 0.0461(7) Uani 1 1 d . . .
C13 C 0.15808(12) 0.84295(15) 0.14954(13) 0.0399(6) Uani 1 1 d . . .
C14 C 0.37144(13) 0.59648(18) 0.27778(15) 0.0524(7) Uani 1 1 d . . .
C15 C 0.30708(15) 0.55163(19) 0.24730(19) 0.0691(9) Uani 1 1 d . . .
H15A H 0.2943 0.5427 0.1977 0.104 Uiso 1 1 calc R . .
H15B H 0.2740 0.5821 0.2538 0.104 Uiso 1 1 calc R . .
H15C H 0.3123 0.5017 0.2711 0.104 Uiso 1 1 calc R . .
C16 C 0.42232(17) 0.5415(2) 0.2703(2) 0.0885(12) Uani 1 1 d . . .
H16A H 0.4643 0.5669 0.2895 0.133 Uiso 1 1 calc R . .
H16B H 0.4099 0.5297 0.2212 0.133 Uiso 1 1 calc R . .
H16C H 0.4247 0.4932 0.2957 0.133 Uiso 1 1 calc R . .
C17 C 0.39174(16) 0.6111(2) 0.35651(17) 0.0800(11) Uani 1 1 d . . .
H17A H 0.4325 0.6392 0.3757 0.120 Uiso 1 1 calc R . .
H17B H 0.3968 0.5613 0.3805 0.120 Uiso 1 1 calc R . .
H17C H 0.3587 0.6418 0.3629 0.120 Uiso 1 1 calc R . .
C18 C 0.45254(16) 0.7736(2) 0.13521(19) 0.0779(11) Uani 1 1 d . . .
H18A H 0.4775 0.7262 0.1394 0.117 Uiso 1 1 calc R . .
H18B H 0.4817 0.8167 0.1573 0.117 Uiso 1 1 calc R . .
H18C H 0.4274 0.7853 0.0860 0.117 Uiso 1 1 calc R . .
C19 C 0.13572(17) 0.9492(2) -0.04571(17) 0.0808(11) Uani 1 1 d . . .
H19A H 0.0907 0.9456 -0.0788 0.121 Uiso 1 1 calc R . .
H19B H 0.1625 0.9210 -0.0639 0.121 Uiso 1 1 calc R . .
H19C H 0.1488 1.0037 -0.0388 0.121 Uiso 1 1 calc R . .
C20 C 0.03121(13) 0.81822(18) 0.09880(15) 0.0543(7) Uani 1 1 d . . .
C21 C 0.0120(2) 0.7430(3) 0.0587(3) 0.138(2) Uani 1 1 d . . .
H21A H 0.0090 0.7509 0.0117 0.207 Uiso 1 1 calc R . .
H21B H -0.0297 0.7263 0.0562 0.207 Uiso 1 1 calc R . .
H21C H 0.0441 0.7032 0.0823 0.207 Uiso 1 1 calc R . .
C22 C 0.03546(18) 0.8083(4) 0.1728(2) 0.129(2) Uani 1 1 d . . .
H22A H 0.0478 0.8577 0.1977 0.193 Uiso 1 1 calc R . .
H22B H 0.0676 0.7688 0.1974 0.193 Uiso 1 1 calc R . .
H22C H -0.0063 0.7922 0.1704 0.193 Uiso 1 1 calc R . .
C23 C -0.02181(18) 0.8800(3) 0.0649(2) 0.1099(16) Uani 1 1 d . . .
H23A H -0.0269 0.8901 0.0174 0.165 Uiso 1 1 calc R . .
H23B H -0.0096 0.9281 0.0919 0.165 Uiso 1 1 calc R . .
H23C H -0.0623 0.8609 0.0641 0.165 Uiso 1 1 calc R . .
C24 C 0.14395(12) 0.60398(16) 0.17217(14) 0.0444(6) Uani 1 1 d . . .
C25 C 0.10593(13) 0.53698(18) 0.15176(16) 0.0533(7) Uani 1 1 d . . .
C26 C 0.09667(14) 0.50348(18) 0.08682(18) 0.0600(8) Uani 1 1 d . . .
C27 C 0.12390(14) 0.53772(19) 0.04488(16) 0.0611(8) Uani 1 1 d . . .
C28 C 0.16169(12) 0.60646(18) 0.06628(14) 0.0492(7) Uani 1 1 d . . .
C29 C 0.17061(11) 0.63855(16) 0.13064(13) 0.0407(6) Uani 1 1 d . . .
C30 C 0.23961(17) 0.8083(2) 0.36517(16) 0.0670(9) Uani 1 1 d . . .
H30 H 0.2523 0.8397 0.3333 0.080 Uiso 1 1 calc R . .
C31 C 0.1929(2) 0.8596(2) 0.3832(2) 0.0926(12) Uani 1 1 d . . .
H31A H 0.1543 0.8699 0.3410 0.139 Uiso 1 1 calc R . .
H31B H 0.2140 0.9086 0.4033 0.139 Uiso 1 1 calc R . .
H31C H 0.1812 0.8324 0.4168 0.139 Uiso 1 1 calc R . .
C32 C 0.30254(19) 0.7902(2) 0.43020(17) 0.0887(12) Uani 1 1 d . . .
H32A H 0.3309 0.7588 0.4165 0.133 Uiso 1 1 calc R . .
H32B H 0.2923 0.7617 0.4642 0.133 Uiso 1 1 calc R . .
H32C H 0.3240 0.8389 0.4508 0.133 Uiso 1 1 calc R . .
C33 C 0.18580(15) 0.68120(18) 0.36704(15) 0.0561(8) Uani 1 1 d . . .
H33 H 0.1991 0.7069 0.4132 0.067 Uiso 1 1 calc R . .
C34 C 0.11155(16) 0.6721(2) 0.33928(19) 0.0802(11) Uani 1 1 d . . .
H34A H 0.0915 0.7234 0.3304 0.120 Uiso 1 1 calc R . .
H34B H 0.1012 0.6450 0.3739 0.120 Uiso 1 1 calc R . .
H34C H 0.0954 0.6421 0.2961 0.120 Uiso 1 1 calc R . .
C35 C 0.22064(16) 0.60242(19) 0.38328(17) 0.0687(9) Uani 1 1 d . . .
H35A H 0.2670 0.6109 0.4012 0.103 Uiso 1 1 calc R . .
H35B H 0.2063 0.5713 0.3408 0.103 Uiso 1 1 calc R . .
H35C H 0.2108 0.5750 0.4181 0.103 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'
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 P O1 114.81(9) . . ?
O2 P O3 117.68(9) . . ?
O1 P O3 127.13(9) . . ?
O2 P N 94.29(10) . . ?
O1 P N 92.95(10) . . ?
O3 P N 89.17(10) . . ?
O2 P O4 90.41(8) . . ?
O1 P O4 87.03(8) . . ?
O3 P O4 86.72(8) . . ?
N P O4 174.82(11) . . ?
C1 O1 P 129.26(15) . . ?
C13 O2 P 127.45(15) . . ?
C24 O3 P 116.71(15) . . ?
C29 O4 P 113.32(15) . . ?
C33 N C30 113.2(2) . . ?
C33 N P 129.47(19) . . ?
C30 N P 117.01(17) . . ?
C6 C1 C2 122.6(2) . . ?
C6 C1 O1 118.0(2) . . ?
C2 C1 O1 119.0(2) . . ?
C3 C2 C1 115.3(2) . . ?
C3 C2 C14 120.3(2) . . ?
C1 C2 C14 124.4(2) . . ?
C4 C3 C2 123.8(3) . . ?
C5 C4 C3 117.9(2) . . ?
C5 C4 C18 121.6(3) . . ?
C3 C4 C18 120.5(3) . . ?
C4 C5 C6 121.8(3) . . ?
C5 C6 C1 118.5(2) . . ?
C5 C6 C7 119.1(2) . . ?
C1 C6 C7 122.4(2) . . ?
C6 C7 C8 115.0(2) . . ?
C9 C8 C13 118.2(2) . . ?
C9 C8 C7 119.9(2) . . ?
C13 C8 C7 121.9(2) . . ?
C10 C9 C8 121.8(3) . . ?
C9 C10 C11 117.7(3) . . ?
C9 C10 C19 121.2(3) . . ?
C11 C10 C19 121.1(3) . . ?
C10 C11 C12 124.2(3) . . ?
C11 C12 C13 114.9(2) . . ?
C11 C12 C20 118.2(2) . . ?
C13 C12 C20 126.9(2) . . ?
C8 C13 C12 122.9(2) . . ?
C8 C13 O2 116.9(2) . . ?
C12 C13 O2 120.2(2) . . ?
C15 C14 C17 109.6(2) . . ?
C15 C14 C16 106.1(3) . . ?
C17 C14 C16 107.7(3) . . ?
C15 C14 C2 111.6(2) . . ?
C17 C14 C2 109.8(3) . . ?
C16 C14 C2 111.9(2) . . ?
C21 C20 C22 110.9(4) . . ?
C21 C20 C23 109.9(3) . . ?
C22 C20 C23 104.6(3) . . ?
C21 C20 C12 108.6(3) . . ?
C22 C20 C12 114.1(2) . . ?
C23 C20 C12 108.6(3) . . ?
O4 C29 C24 112.1(2) . . ?
O4 C29 C28 126.7(2) . . ?
C24 C29 C28 121.2(3) . . ?
O3 C24 C29 111.1(2) . . ?
O3 C24 C25 126.4(2) . . ?
C29 C24 C25 122.4(3) . . ?
C24 C25 C26 117.1(3) . . ?
C24 C25 Cl1 120.7(2) . . ?
C26 C25 Cl1 122.2(2) . . ?
C27 C26 C25 120.8(3) . . ?
C27 C26 Cl2 120.0(2) . . ?
C25 C26 Cl2 119.2(3) . . ?
C26 C27 C28 121.1(3) . . ?
C26 C27 Cl3 120.1(2) . . ?
C28 C27 Cl3 118.7(3) . . ?
C29 C28 C27 117.3(3) . . ?
C29 C28 Cl4 119.2(2) . . ?
C27 C28 Cl4 123.5(2) . . ?
N C30 C31 111.7(3) . . ?
N C30 C32 113.2(3) . . ?
C31 C30 C32 112.1(3) . . ?
N C33 C35 115.1(2) . . ?
N C33 C34 114.0(2) . . ?
C35 C33 C34 112.2(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
Cl1 C25 1.715(3) . ?
Cl2 C26 1.725(3) . ?
Cl3 C27 1.726(3) . ?
Cl4 C28 1.709(3) . ?
P O2 1.5992(18) . ?
P O1 1.6122(17) . ?
P O3 1.6509(18) . ?
P N 1.672(2) . ?
P O4 1.7826(17) . ?
O1 C1 1.415(3) . ?
O2 C13 1.417(3) . ?
O3 C24 1.363(3) . ?
O4 C29 1.323(3) . ?
N C33 1.479(3) . ?
N C30 1.485(4) . ?
C1 C6 1.388(4) . ?
C1 C2 1.401(4) . ?
C2 C3 1.397(4) . ?
C2 C14 1.538(4) . ?
C3 C4 1.383(4) . ?
C4 C5 1.372(4) . ?
C4 C18 1.516(4) . ?
C5 C6 1.381(3) . ?
C6 C7 1.513(4) . ?
C7 C8 1.513(4) . ?
C8 C9 1.375(3) . ?
C8 C13 1.391(3) . ?
C9 C10 1.371(4) . ?
C10 C11 1.379(4) . ?
C10 C19 1.514(4) . ?
C11 C12 1.392(4) . ?
C12 C13 1.393(4) . ?
C12 C20 1.547(4) . ?
C14 C15 1.519(4) . ?
C14 C17 1.524(4) . ?
C14 C16 1.532(4) . ?
C20 C21 1.483(5) . ?
C20 C22 1.510(5) . ?
C20 C23 1.520(5) . ?
C24 C25 1.376(4) . ?
C24 C29 1.370(3) . ?
C25 C26 1.396(4) . ?
C26 C27 1.384(4) . ?
C27 C28 1.399(4) . ?
C28 C29 1.378(4) . ?
C30 C31 1.524(5) . ?
C30 C32 1.526(5) . ?
C33 C35 1.511(4) . ?
C33 C34 1.531(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30661054
