#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/16/4321652.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_4321652
loop_
_publ_author_name
'A. Chandrasekaran'
'Roberta O. Day'
'Robert R. Holmes'
_publ_section_title
;
 Synthesis and Structure of Cyclic Phosphate, Phosphoramidate,
 Phosphonates, and Phosphonium Salts. Phosphatrane Formation1
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5683
_journal_page_last               5689
_journal_paper_doi               10.1021/ic000467a
_journal_volume                  39
_journal_year                    2000
_chemical_formula_sum            'C31 H42 N O4 P Si'
_chemical_formula_weight         551.72
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 102.55(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.998(4)
_cell_length_b                   8.487(2)
_cell_length_c                   25.352(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_volume                     3149.9(14)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       CAD4
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            3835
_diffrn_reflns_theta_max         21.98
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    0.159
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.50
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.0124(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.031
_refine_ls_goodness_of_fit_obs   1.070
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         3426
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_restrained_S_obs      1.070
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_obs          0.0421
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0673P)²+1.6590P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1394
_refine_ls_wR_factor_obs         0.1126
_reflns_number_observed          2722
_reflns_number_total             3835
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic000467a_6.cif
_cod_data_source_block           acp37
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0673P)^2^+1.6590P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0673P)^2^+1.6590P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3149.9(13)
_cod_database_code               4321652
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
P P 0.03618(6) 0.08214(9) 0.91842(4) 0.0573(3) Uani 1 d . .
Si Si 0.45224(7) 0.32604(14) 0.92471(5) 0.0821(4) Uani 1 d . .
N N 0.14461(15) 0.5152(3) 0.90231(9) 0.0470(6) Uani 1 d . .
O1 O 0.04406(15) 0.0988(2) 0.85729(9) 0.0625(6) Uani 1 d . .
O2 O 0.13461(14) 0.1394(2) 0.94894(9) 0.0584(6) Uani 1 d . .
O3 O 0.42414(14) 0.5129(3) 0.92873(9) 0.0699(7) Uani 1 d . .
O4 O -0.03935(14) 0.1666(2) 0.93275(9) 0.0617(6) Uani 1 d . .
C1 C 0.0072(2) 0.2271(4) 0.82450(13) 0.0564(8) Uani 1 d . .
C2 C -0.0775(2) 0.2045(4) 0.79019(14) 0.0671(9) Uani 1 d . .
C3 C -0.1124(3) 0.3264(5) 0.75635(14) 0.0731(10) Uani 1 d . .
H3 H -0.1688(3) 0.3130(5) 0.73277(14) 0.088 Uiso 1 calc R .
C4 C -0.0675(2) 0.4676(5) 0.75588(13) 0.0692(10) Uani 1 d . .
C5 C 0.0164(2) 0.4853(4) 0.79080(13) 0.0614(9) Uani 1 d . .
H5 H 0.0474(2) 0.5803(4) 0.79107(13) 0.074 Uiso 1 calc R .
C6 C 0.0562(2) 0.3657(4) 0.82561(12) 0.0523(8) Uani 1 d . .
C7 C 0.1484(2) 0.3926(4) 0.86192(12) 0.0523(8) Uani 1 d . .
H7A H 0.1701(2) 0.2951(4) 0.88018(12) 0.063 Uiso 1 calc R .
H7B H 0.1914(2) 0.4240(4) 0.84028(12) 0.063 Uiso 1 calc R .
C8 C 0.0866(2) 0.4764(3) 0.94046(11) 0.0463(7) Uani 1 d . .
H8A H 0.0365(2) 0.4116(3) 0.92152(11) 0.056 Uiso 1 calc R .
H8B H 0.0604(2) 0.5738(3) 0.95016(11) 0.056 Uiso 1 calc R .
C9 C 0.1307(2) 0.3922(3) 0.99229(12) 0.0475(8) Uani 1 d . .
C10 C 0.1516(2) 0.4779(4) 1.03995(13) 0.0587(9) Uani 1 d . .
H10 H 0.1350(2) 0.5835(4) 1.03912(13) 0.070 Uiso 1 calc R .
C11 C 0.1960(2) 0.4135(5) 1.08855(14) 0.0704(10) Uani 1 d . .
C12 C 0.2212(2) 0.2564(5) 1.0888(2) 0.0742(11) Uani 1 d . .
H12 H 0.2530(2) 0.2121(5) 1.1209(2) 0.089 Uiso 1 calc R .
C13 C 0.2007(2) 0.1632(4) 1.04315(15) 0.0611(9) Uani 1 d . .
C14 C 0.1535(2) 0.2334(4) 0.99587(13) 0.0519(8) Uani 1 d . .
C15 C 0.2357(2) 0.5699(4) 0.92934(12) 0.0537(8) Uani 1 d . .
H15A H 0.2714(2) 0.4808(4) 0.94620(12) 0.064 Uiso 1 calc R .
H15B H 0.2300(2) 0.6438(4) 0.95762(12) 0.064 Uiso 1 calc R .
C16 C 0.2854(2) 0.6487(4) 0.89075(12) 0.0521(8) Uani 1 d . .
C17 C 0.2404(2) 0.7592(4) 0.85421(13) 0.0594(8) Uani 1 d . .
H17 H 0.1796(2) 0.7816(4) 0.85385(13) 0.071 Uiso 1 calc R .
C18 C 0.2822(3) 0.8376(4) 0.81830(13) 0.0670(9) Uani 1 d . .
C19 C 0.3720(3) 0.8015(5) 0.8204(2) 0.0814(12) Uani 1 d . .
H19 H 0.4015(3) 0.8521(5) 0.7964(2) 0.098 Uiso 1 calc R .
C20 C 0.4208(2) 0.6940(5) 0.8561(2) 0.0751(11) Uani 1 d . .
C21 C 0.3763(2) 0.6167(4) 0.89146(13) 0.0592(8) Uani 1 d . .
C22 C -0.1278(3) 0.0503(5) 0.7908(2) 0.1030(14) Uani 1 d . .
H22A H -0.0921(3) -0.0192(5) 0.8170(2) 0.155 Uiso 1 calc R .
H22B H -0.1377(3) 0.0025(5) 0.7556(2) 0.155 Uiso 1 calc R .
H22C H -0.1856(3) 0.0696(5) 0.8000(2) 0.155 Uiso 1 calc R .
C23 C -0.1071(3) 0.6009(6) 0.7176(2) 0.1045(14) Uani 1 d . .
H23A H -0.0658(3) 0.6889(6) 0.7233(2) 0.157 Uiso 1 calc R .
H23B H -0.1648(3) 0.6327(6) 0.7246(2) 0.157 Uiso 1 calc R .
H23C H -0.1155(3) 0.5653(6) 0.6810(2) 0.157 Uiso 1 calc R .
C24 C 0.2181(3) 0.5124(6) 1.1393(2) 0.114(2) Uani 1 d . .
H24A H 0.1956(3) 0.6176(6) 1.1312(2) 0.170 Uiso 1 calc R .
H24B H 0.2830(3) 0.5153(6) 1.1527(2) 0.170 Uiso 1 calc R .
H24C H 0.1895(3) 0.4672(6) 1.1662(2) 0.170 Uiso 1 calc R .
C25 C 0.2303(3) -0.0075(4) 1.0443(2) 0.0868(12) Uani 1 d . .
H25A H 0.2619(3) -0.0350(4) 1.0803(2) 0.130 Uiso 1 calc R .
H25B H 0.2702(3) -0.0222(4) 1.0198(2) 0.130 Uiso 1 calc R .
H25C H 0.1775(3) -0.0736(4) 1.0336(2) 0.130 Uiso 1 calc R .
C26 C 0.2303(3) 0.9584(5) 0.7795(2) 0.0970(14) Uani 1 d . .
H26A H 0.1687(3) 0.9657(5) 0.7843(2) 0.146 Uiso 1 calc R .
H26B H 0.2298(3) 0.9271(5) 0.7430(2) 0.146 Uiso 1 calc R .
H26C H 0.2596(3) 1.0592(5) 0.7865(2) 0.146 Uiso 1 calc R .
C27 C 0.5207(3) 0.6615(7) 0.8572(2) 0.131(2) Uani 1 d . .
H27A H 0.5433(3) 0.5834(7) 0.8842(2) 0.196 Uiso 1 calc R .
H27B H 0.5553(3) 0.7569(7) 0.8657(2) 0.196 Uiso 1 calc R .
H27C H 0.5268(3) 0.6236(7) 0.8225(2) 0.196 Uiso 1 calc R .
C28 C 0.0357(3) -0.1240(4) 0.9270(2) 0.0814(12) Uani 1 d . .
H28A H 0.0880(3) -0.1688(4) 0.9165(2) 0.122 Uiso 1 calc R .
H28B H -0.0190(3) -0.1673(4) 0.9050(2) 0.122 Uiso 1 calc R .
H28C H 0.0380(3) -0.1482(4) 0.9643(2) 0.122 Uiso 1 calc R .
C29 C 0.5778(3) 0.3091(6) 0.9434(2) 0.118(2) Uani 1 d . .
H29A H 0.5995(3) 0.3472(6) 0.9796(2) 0.178 Uiso 1 calc R .
H29B H 0.6042(3) 0.3706(6) 0.9189(2) 0.178 Uiso 1 calc R .
H29C H 0.5951(3) 0.2007(6) 0.9414(2) 0.178 Uiso 1 calc R .
C30 C 0.4034(4) 0.2146(6) 0.9741(3) 0.144(2) Uani 1 d . .
H30A H 0.3380(4) 0.2223(6) 0.9648(3) 0.217 Uiso 1 calc R .
H30B H 0.4257(4) 0.2574(6) 1.0096(3) 0.217 Uiso 1 calc R .
H30C H 0.4211(4) 0.1060(6) 0.9737(3) 0.217 Uiso 1 calc R .
C31 C 0.4068(3) 0.2542(6) 0.8555(2) 0.130(2) Uani 1 d . .
H31A H 0.3416(3) 0.2647(6) 0.8469(2) 0.195 Uiso 1 calc R .
H31B H 0.4230(3) 0.1454(6) 0.8530(2) 0.195 Uiso 1 calc R .
H31C H 0.4324(3) 0.3152(6) 0.8304(2) 0.195 Uiso 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'
Si Si 0.0817 0.0704 '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
O4 P O2 114.88(13) . . ?
O4 P O1 115.36(13) . . ?
O2 P O1 100.96(12) . . ?
O4 P C28 115.8(2) . . ?
O2 P C28 105.8(2) . . ?
O1 P C28 102.2(2) . . ?
O3 Si C29 108.6(2) . . ?
O3 Si C31 109.3(2) . . ?
C29 Si C31 111.3(2) . . ?
O3 Si C30 107.9(2) . . ?
C29 Si C30 108.7(3) . . ?
C31 Si C30 111.0(3) . . ?
C15 N C7 112.2(2) . . ?
C15 N C8 112.8(2) . . ?
C7 N C8 114.7(2) . . ?
C1 O1 P 122.9(2) . . ?
C14 O2 P 125.5(2) . . ?
C21 O3 Si 132.5(2) . . ?
C6 C1 C2 122.7(3) . . ?
C6 C1 O1 120.5(3) . . ?
C2 C1 O1 116.8(3) . . ?
C3 C2 C1 117.4(3) . . ?
C3 C2 C22 122.3(4) . . ?
C1 C2 C22 120.3(4) . . ?
C2 C3 C4 122.7(3) . . ?
C3 C4 C5 118.0(3) . . ?
C3 C4 C23 121.9(4) . . ?
C5 C4 C23 120.1(4) . . ?
C4 C5 C6 122.2(3) . . ?
C1 C6 C5 117.1(3) . . ?
C1 C6 C7 123.7(3) . . ?
C5 C6 C7 119.2(3) . . ?
N C7 C6 111.4(2) . . ?
N C8 C9 117.8(2) . . ?
C14 C9 C10 116.5(3) . . ?
C14 C9 C8 124.7(3) . . ?
C10 C9 C8 118.8(3) . . ?
C11 C10 C9 123.0(3) . . ?
C12 C11 C10 117.6(3) . . ?
C12 C11 C24 121.5(4) . . ?
C10 C11 C24 120.9(4) . . ?
C11 C12 C13 122.5(3) . . ?
C14 C13 C12 117.2(3) . . ?
C14 C13 C25 121.3(4) . . ?
C12 C13 C25 121.4(3) . . ?
C13 C14 C9 123.0(3) . . ?
C13 C14 O2 117.3(3) . . ?
C9 C14 O2 119.5(3) . . ?
N C15 C16 112.3(2) . . ?
C21 C16 C17 118.4(3) . . ?
C21 C16 C15 121.9(3) . . ?
C17 C16 C15 119.7(3) . . ?
C18 C17 C16 122.7(3) . . ?
C19 C18 C17 116.7(3) . . ?
C19 C18 C26 122.5(3) . . ?
C17 C18 C26 120.8(4) . . ?
C18 C19 C20 123.3(3) . . ?
C19 C20 C21 118.3(3) . . ?
C19 C20 C27 120.9(3) . . ?
C21 C20 C27 120.8(4) . . ?
O3 C21 C16 120.0(3) . . ?
O3 C21 C20 119.5(3) . . ?
C16 C21 C20 120.5(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
P O4 1.452(2) . ?
P O2 1.587(2) . ?
P O1 1.586(2) . ?
P C28 1.763(3) . ?
Si O3 1.649(3) . ?
Si C29 1.845(4) . ?
Si C31 1.843(5) . ?
Si C30 1.843(5) . ?
N C15 1.465(4) . ?
N C7 1.469(4) . ?
N C8 1.471(3) . ?
O1 C1 1.408(4) . ?
O2 C14 1.409(4) . ?
O3 C21 1.375(4) . ?
C1 C6 1.384(4) . ?
C1 C2 1.388(5) . ?
C2 C3 1.373(5) . ?
C2 C22 1.513(5) . ?
C3 C4 1.376(5) . ?
C4 C5 1.380(5) . ?
C4 C23 1.524(5) . ?
C5 C6 1.391(4) . ?
C6 C7 1.503(4) . ?
C8 C9 1.516(4) . ?
C9 C14 1.388(4) . ?
C9 C10 1.386(4) . ?
C10 C11 1.380(5) . ?
C11 C12 1.385(5) . ?
C11 C24 1.512(5) . ?
C12 C13 1.380(5) . ?
C13 C14 1.387(4) . ?
C13 C25 1.514(5) . ?
C15 C16 1.509(4) . ?
C16 C21 1.386(4) . ?
C16 C17 1.387(4) . ?
C17 C18 1.382(4) . ?
C18 C19 1.372(5) . ?
C18 C26 1.514(5) . ?
C19 C20 1.379(5) . ?
C20 C21 1.393(5) . ?
C20 C27 1.518(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30661124
