#------------------------------------------------------------------------------
#$Date: 2018-09-09 06:31:52 +0300 (Sun, 09 Sep 2018) $
#$Revision: 210626 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/40/7104044.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_7104044
loop_
_publ_author_name
'García-López, Jesús'
'Peralta-Pérez, Emma'
'Forcén-Acebal, Angela'
'García-Granda, Santiago'
'López-Ortiz, Fernando'
_publ_section_title
;
 Dilithiated phosphazenes: scaffolds for the synthesis of olefins through
 a new class of bicyclic 1,2-oxaphosphetanes
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   7
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              856
_journal_page_last               857
_journal_paper_doi               10.1039/b212708c
_journal_year                    2003
_chemical_formula_moiety         'C20 H24 N O2 P'
_chemical_formula_sum            'C20 H24 N O2 P'
_chemical_formula_weight         341.37
_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                 108.4215(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.6367(3)
_cell_length_b                   15.4090(3)
_cell_length_c                   18.5552(3)
_cell_measurement_reflns_used    13413
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      70.1
_cell_measurement_theta_min      2.21
_cell_volume                     3699.17(12)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2000)'
_computing_publication_material  'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
'Patterson methods using DIRDIF (Beurskens et al., 1996)'
;
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.475
_diffrn_measured_fraction_theta_max 0.475
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.069
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            28833
_diffrn_reflns_theta_full        69.95
_diffrn_reflns_theta_max         69.95
_diffrn_reflns_theta_min         4.46
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.400
_exptl_absorpt_correction_T_max  0.895
_exptl_absorpt_correction_T_min  0.839
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'XABS2 (PARKIN et al., 1995)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prismatic
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3462
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0484
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0654P)²+0.7015P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1199
_refine_ls_wR_factor_ref         0.1353
_reflns_number_gt                2486
_reflns_number_total             3462
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b212708c.txt
_cod_data_source_block           3a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7104044
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P2 P 0.22611(4) 0.07303(4) 0.21458(3) 0.0419(2) Uani 1 d . . .
O1 O 0.11045(11) 0.12848(10) 0.19147(8) 0.0501(4) Uani 1 d . . .
O24 O 0.50536(11) 0.02412(11) 0.34998(9) 0.0565(4) Uani 1 d . . .
N5 N 0.36077(13) 0.04072(13) 0.24519(10) 0.0489(5) Uani 1 d . . .
H5 H 0.3908 0.0263 0.2126 0.059 Uiso 1 calc R . .
C3 C 0.24190(17) 0.15705(15) 0.14700(12) 0.0475(6) Uani 1 d . . .
C4 C 0.12774(17) 0.18239(14) 0.13370(12) 0.0460(5) Uani 1 d . . .
H4 H 0.0860 0.1603 0.0840 0.055 Uiso 1 calc R . .
C6 C 0.41267(16) 0.03982(15) 0.31997(12) 0.0455(5) Uani 1 d . . .
C7 C 0.34012(16) 0.06081(13) 0.36235(12) 0.0417(5) Uani 1 d . . .
C8 C 0.24081(16) 0.07737(13) 0.31571(12) 0.0401(5) Uani 1 d . . .
C9 C 0.16324(18) 0.09469(15) 0.34728(13) 0.0492(6) Uani 1 d . . .
H9 H 0.0960 0.1056 0.3164 0.059 Uiso 1 calc R . .
C10 C 0.1882(2) 0.09537(17) 0.42637(14) 0.0561(6) Uani 1 d . . .
H10 H 0.1368 0.1056 0.4484 0.067 Uiso 1 calc R . .
C11 C 0.2884(2) 0.08099(15) 0.47207(14) 0.0547(6) Uani 1 d . . .
H11 H 0.3041 0.0830 0.5246 0.066 Uiso 1 calc R . .
C12 C 0.36536(19) 0.06376(15) 0.44086(13) 0.0496(6) Uani 1 d . . .
H12 H 0.4329 0.0543 0.4717 0.060 Uiso 1 calc R . .
C13 C 0.17417(17) -0.03095(15) 0.17106(12) 0.0461(5) Uani 1 d . . .
C14 C 0.2367(2) -0.09906(16) 0.16226(14) 0.0555(6) Uani 1 d . . .
H14 H 0.3081 -0.0927 0.1792 0.067 Uiso 1 calc R . .
C15 C 0.1933(2) -0.17617(18) 0.12848(15) 0.0689(7) Uani 1 d . . .
H15 H 0.2361 -0.2210 0.1229 0.083 Uiso 1 calc R . .
C16 C 0.0893(3) -0.1871(2) 0.10340(16) 0.0788(9) Uani 1 d . . .
H16 H 0.0609 -0.2392 0.0811 0.095 Uiso 1 calc R . .
C17 C 0.0266(2) -0.1212(2) 0.1111(2) 0.0946(11) Uani 1 d . . .
H17 H -0.0448 -0.1284 0.0939 0.114 Uiso 1 calc R . .
C18 C 0.0685(2) -0.04359(19) 0.14444(18) 0.0785(9) Uani 1 d . . .
H18 H 0.0248 0.0009 0.1490 0.094 Uiso 1 calc R . .
C19 C 0.09929(19) 0.27664(15) 0.13994(13) 0.0518(6) Uani 1 d . . .
H19 H 0.1451 0.2998 0.1880 0.062 Uiso 1 calc R . .
C20 C -0.0110(2) 0.28600(18) 0.13984(16) 0.0671(7) Uani 1 d . . .
H20A H -0.0263 0.3463 0.1439 0.101 Uiso 1 calc R . .
H20B H -0.0199 0.2548 0.1821 0.101 Uiso 1 calc R . .
H20C H -0.0570 0.2629 0.0934 0.101 Uiso 1 calc R . .
C21 C 0.1154(2) 0.32945(17) 0.07514(15) 0.0693(8) Uani 1 d . . .
H21A H 0.1856 0.3234 0.0756 0.104 Uiso 1 calc R . .
H21B H 0.1011 0.3895 0.0814 0.104 Uiso 1 calc R . .
H21C H 0.0695 0.3088 0.0276 0.104 Uiso 1 calc R . .
C22 C 0.2620(2) 0.1212(2) 0.07620(14) 0.0689(8) Uani 1 d . . .
H22A H 0.2097 0.0793 0.0522 0.103 Uiso 1 calc R . .
H22B H 0.3286 0.0939 0.0904 0.103 Uiso 1 calc R . .
H22C H 0.2601 0.1678 0.0415 0.103 Uiso 1 calc R . .
C23 C 0.3240(2) 0.22392(18) 0.18646(16) 0.0685(8) Uani 1 d . . .
H23A H 0.3102 0.2457 0.2307 0.103 Uiso 1 calc R . .
H23B H 0.3225 0.2710 0.1522 0.103 Uiso 1 calc R . .
H23C H 0.3910 0.1971 0.2012 0.103 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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 P2 N5 166.09(9) . . yes
O1 P2 C8 91.85(8) . . yes
N5 P2 C8 85.21(8) . . yes
O1 P2 C13 97.34(9) . . yes
N5 P2 C13 96.33(10) . . yes
C8 P2 C13 112.76(10) . . yes
O1 P2 C3 77.25(9) . . yes
N5 P2 C3 94.63(9) . . yes
C8 P2 C3 131.98(10) . . yes
C13 P2 C3 114.96(10) . . yes
C4 O1 P2 96.86(12) . . yes
C6 N5 P2 118.53(15) . . yes
C6 N5 H5 120.7 . . yes
P2 N5 H5 120.7 . . yes
C22 C3 C23 110.7(2) . . yes
C22 C3 C4 113.51(18) . . yes
C23 C3 C4 117.0(2) . . yes
C22 C3 P2 114.70(17) . . yes
C23 C3 P2 111.69(16) . . yes
C4 C3 P2 87.60(13) . . yes
O1 C4 C19 113.04(18) . . yes
O1 C4 C3 97.44(15) . . yes
C19 C4 C3 119.87(19) . . yes
O1 C4 H4 108.6 . . yes
C19 C4 H4 108.6 . . yes
C3 C4 H4 108.6 . . yes
O24 C6 N5 126.8(2) . . yes
O24 C6 C7 124.35(19) . . yes
N5 C6 C7 108.88(18) . . yes
C8 C7 C12 121.4(2) . . yes
C8 C7 C6 113.26(18) . . yes
C12 C7 C6 125.4(2) . . yes
C7 C8 C9 119.9(2) . . yes
C7 C8 P2 113.89(16) . . yes
C9 C8 P2 126.21(17) . . yes
C8 C9 C10 118.6(2) . . yes
C8 C9 H9 120.7 . . yes
C10 C9 H9 120.7 . . yes
C11 C10 C9 120.6(2) . . yes
C11 C10 H10 119.7 . . yes
C9 C10 H10 119.7 . . yes
C12 C11 C10 120.8(2) . . yes
C12 C11 H11 119.6 . . yes
C10 C11 H11 119.6 . . yes
C11 C12 C7 118.6(2) . . yes
C11 C12 H12 120.7 . . yes
C7 C12 H12 120.7 . . yes
C18 C13 C14 117.3(2) . . yes
C18 C13 P2 119.67(19) . . yes
C14 C13 P2 122.99(18) . . yes
C15 C14 C13 120.7(2) . . yes
C15 C14 H14 119.7 . . yes
C13 C14 H14 119.7 . . yes
C16 C15 C14 120.8(3) . . yes
C16 C15 H15 119.6 . . yes
C14 C15 H15 119.6 . . yes
C15 C16 C17 119.6(3) . . yes
C15 C16 H16 120.2 . . yes
C17 C16 H16 120.2 . . yes
C16 C17 C18 120.4(3) . . yes
C16 C17 H17 119.8 . . yes
C18 C17 H17 119.8 . . yes
C13 C18 C17 121.3(3) . . yes
C13 C18 H18 119.4 . . yes
C17 C18 H18 119.4 . . yes
C20 C19 C4 111.7(2) . . yes
C20 C19 C21 109.8(2) . . yes
C4 C19 C21 110.3(2) . . yes
C20 C19 H19 108.3 . . yes
C4 C19 H19 108.3 . . yes
C21 C19 H19 108.3 . . yes
C19 C20 H20A 109.5 . . yes
C19 C20 H20B 109.5 . . yes
H20A C20 H20B 109.5 . . yes
C19 C20 H20C 109.5 . . yes
H20A C20 H20C 109.5 . . yes
H20B C20 H20C 109.5 . . yes
C19 C21 H21A 109.5 . . yes
C19 C21 H21B 109.5 . . yes
H21A C21 H21B 109.5 . . yes
C19 C21 H21C 109.5 . . yes
H21A C21 H21C 109.5 . . yes
H21B C21 H21C 109.5 . . yes
C3 C22 H22A 109.5 . . yes
C3 C22 H22B 109.5 . . yes
H22A C22 H22B 109.5 . . yes
C3 C22 H22C 109.5 . . yes
H22A C22 H22C 109.5 . . yes
H22B C22 H22C 109.5 . . yes
C3 C23 H23A 109.5 . . yes
C3 C23 H23B 109.5 . . yes
H23A C23 H23B 109.5 . . yes
C3 C23 H23C 109.5 . . yes
H23A C23 H23C 109.5 . . yes
H23B C23 H23C 109.5 . . yes
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
P2 O1 1.7245(15) . yes
P2 N5 1.8120(18) . yes
P2 C8 1.824(2) . yes
P2 C13 1.833(2) . yes
P2 C3 1.862(2) . yes
O1 C4 1.433(3) . yes
O24 C6 1.233(2) . yes
N5 C6 1.344(3) . yes
N5 H5 0.8600 . yes
C3 C22 1.527(3) . yes
C3 C23 1.528(3) . yes
C3 C4 1.547(3) . yes
C4 C19 1.517(3) . yes
C4 H4 0.9800 . yes
C6 C7 1.481(3) . yes
C7 C8 1.381(3) . yes
C7 C12 1.388(3) . yes
C8 C9 1.387(3) . yes
C9 C10 1.398(3) . yes
C9 H9 0.9300 . yes
C10 C11 1.379(3) . yes
C10 H10 0.9300 . yes
C11 C12 1.375(3) . yes
C11 H11 0.9300 . yes
C12 H12 0.9300 . yes
C13 C18 1.381(3) . yes
C13 C14 1.394(3) . yes
C14 C15 1.385(4) . yes
C14 H14 0.9300 . yes
C15 C16 1.357(4) . yes
C15 H15 0.9300 . yes
C16 C17 1.364(4) . yes
C16 H16 0.9300 . yes
C17 C18 1.384(4) . yes
C17 H17 0.9300 . yes
C18 H18 0.9300 . yes
C19 C20 1.511(3) . yes
C19 C21 1.524(3) . yes
C19 H19 0.9800 . yes
C20 H20A 0.9600 . yes
C20 H20B 0.9600 . yes
C20 H20C 0.9600 . yes
C21 H21A 0.9600 . yes
C21 H21B 0.9600 . yes
C21 H21C 0.9600 . yes
C22 H22A 0.9600 . yes
C22 H22B 0.9600 . yes
C22 H22C 0.9600 . yes
C23 H23A 0.9600 . yes
C23 H23B 0.9600 . yes
C23 H23C 0.9600 . yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N5 P2 O1 C4 62.0(4) . . . . yes
C8 P2 O1 C4 139.41(13) . . . . yes
C13 P2 O1 C4 -107.37(13) . . . . yes
C3 P2 O1 C4 6.66(13) . . . . yes
O1 P2 N5 C6 73.6(4) . . . . yes
C8 P2 N5 C6 -4.66(17) . . . . yes
C13 P2 N5 C6 -117.07(18) . . . . yes
C3 P2 N5 C6 127.15(18) . . . . yes
O1 P2 C3 C22 -120.97(18) . . . . yes
N5 P2 C3 C22 70.47(18) . . . . yes
C8 P2 C3 C22 158.19(16) . . . . yes
C13 P2 C3 C22 -28.7(2) . . . . yes
O1 P2 C3 C23 112.10(19) . . . . yes
N5 P2 C3 C23 -56.47(19) . . . . yes
C8 P2 C3 C23 31.3(2) . . . . yes
C13 P2 C3 C23 -155.66(17) . . . . yes
O1 P2 C3 C4 -6.13(12) . . . . yes
N5 P2 C3 C4 -174.69(13) . . . . yes
C8 P2 C3 C4 -86.97(16) . . . . yes
C13 P2 C3 C4 86.12(14) . . . . yes
P2 O1 C4 C19 -134.85(16) . . . . yes
P2 O1 C4 C3 -7.89(15) . . . . yes
C22 C3 C4 O1 123.2(2) . . . . yes
C23 C3 C4 O1 -105.9(2) . . . . yes
P2 C3 C4 O1 7.26(14) . . . . yes
C22 C3 C4 C19 -114.8(2) . . . . yes
C23 C3 C4 C19 16.1(3) . . . . yes
P2 C3 C4 C19 129.28(18) . . . . yes
P2 N5 C6 O24 -175.83(19) . . . . yes
P2 N5 C6 C7 4.3(2) . . . . yes
O24 C6 C7 C8 178.9(2) . . . . yes
N5 C6 C7 C8 -1.3(3) . . . . yes
O24 C6 C7 C12 -1.6(4) . . . . yes
N5 C6 C7 C12 178.3(2) . . . . yes
C12 C7 C8 C9 -2.1(3) . . . . yes
C6 C7 C8 C9 177.49(19) . . . . yes
C12 C7 C8 P2 178.29(17) . . . . yes
C6 C7 C8 P2 -2.1(2) . . . . yes
O1 P2 C8 C7 -162.81(16) . . . . yes
N5 P2 C8 C7 3.58(16) . . . . yes
C13 P2 C8 C7 98.44(17) . . . . yes
C3 P2 C8 C7 -88.35(19) . . . . yes
O1 P2 C8 C9 17.6(2) . . . . yes
N5 P2 C8 C9 -176.0(2) . . . . yes
C13 P2 C8 C9 -81.2(2) . . . . yes
C3 P2 C8 C9 92.0(2) . . . . yes
C7 C8 C9 C10 0.4(3) . . . . yes
P2 C8 C9 C10 179.93(17) . . . . yes
C8 C9 C10 C11 1.4(4) . . . . yes
C9 C10 C11 C12 -1.5(4) . . . . yes
C10 C11 C12 C7 -0.2(4) . . . . yes
C8 C7 C12 C11 2.0(3) . . . . yes
C6 C7 C12 C11 -177.5(2) . . . . yes
O1 P2 C13 C18 -9.1(2) . . . . yes
N5 P2 C13 C18 173.5(2) . . . . yes
C8 P2 C13 C18 86.0(2) . . . . yes
C3 P2 C13 C18 -88.4(2) . . . . yes
O1 P2 C13 C14 170.06(19) . . . . yes
N5 P2 C13 C14 -7.4(2) . . . . yes
C8 P2 C13 C14 -94.8(2) . . . . yes
C3 P2 C13 C14 90.7(2) . . . . yes
C18 C13 C14 C15 -0.4(4) . . . . yes
P2 C13 C14 C15 -179.57(19) . . . . yes
C13 C14 C15 C16 -0.1(4) . . . . yes
C14 C15 C16 C17 0.4(4) . . . . yes
C15 C16 C17 C18 -0.1(5) . . . . yes
C14 C13 C18 C17 0.7(4) . . . . yes
P2 C13 C18 C17 179.9(3) . . . . yes
C16 C17 C18 C13 -0.4(6) . . . . yes
O1 C4 C19 C20 -55.2(3) . . . . yes
C3 C4 C19 C20 -169.2(2) . . . . yes
O1 C4 C19 C21 -177.70(19) . . . . yes
C3 C4 C19 C21 68.3(3) . . . . yes
