#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:06:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180374 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/43/7204372.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_7204372
loop_
_publ_author_name
'Feeder, Neil'
'Fox, David J.'
'Medlock, Jonathan A.'
'Warren, Stuart'
_publ_section_title
;
 Synthesis, X-ray crystal structures and Horner--Wittig addition
 reactions of some protected β-aminophosphine oxides
;
_journal_issue                   9
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              1175
_journal_paper_doi               10.1039/b201680j
_journal_year                    2002
_chemical_formula_sum            'C33 H34 N O3 P'
_chemical_formula_weight         523.58
_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                 93.820(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.1746(7)
_cell_length_b                   10.3826(5)
_cell_length_c                   17.3450(9)
_cell_measurement_reflns_used    22575
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      1.02
_cell_volume                     2726.7(2)
_computing_cell_refinement       maXus
_computing_data_collection       maXus
_computing_data_reduction        maXus
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    teXsan
_diffrn_ambient_temperature      180(2)
_diffrn_measurement_device       NoniusKappaCCD
_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  0.0631
_diffrn_reflns_av_sigmaI/netI    0.0627
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13304
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.041
_refine_ls_goodness_of_fit_obs   1.094
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         4761
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.243
_refine_ls_restrained_S_obs      1.094
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_obs          0.0454
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0534P)²+0.6474P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1451
_refine_ls_wR_factor_obs         0.1083
_reflns_number_observed          3511
_reflns_number_total             4774
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b201680j.txt
_cod_data_source_block           sw0003
_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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+0.6474P] 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^)+(0.0534P)^2^+0.6474P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7204372
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
P1 P 0.01425(3) 0.21099(5) 0.72019(3) 0.0316(2) Uani 1 d . .
O1 O -0.05693(8) 0.12200(13) 0.68952(8) 0.0384(4) Uani 1 d . .
O2 O 0.25294(9) 0.05861(15) 0.66002(9) 0.0415(4) Uani 1 d . .
H2O H 0.2837(15) 0.1209(23) 0.6682(13) 0.050 Uiso 1 d . .
O3 O 0.11204(9) -0.24357(13) 0.81788(10) 0.0473(4) Uani 1 d . .
N1 N 0.04963(10) -0.0614(2) 0.76897(10) 0.0336(4) Uani 1 d . .
H1N H 0.00139(10) -0.0258(2) 0.74748(10) 0.040 Uiso 1 calc R .
C1 C 0.12464(12) 0.1359(2) 0.72093(11) 0.0313(5) Uani 1 d . .
H1 H 0.16587(12) 0.2006(2) 0.74628(11) 0.038 Uiso 1 calc R .
C2 C 0.13042(12) 0.0154(2) 0.77606(12) 0.0318(5) Uani 1 d . .
H2 H 0.17875(12) -0.0405(2) 0.75828(12) 0.038 Uiso 1 calc R .
C3 C 0.15657(13) 0.0513(2) 0.86013(12) 0.0341(5) Uani 1 d . .
C4 C 0.10573(14) 0.0243(2) 0.92090(13) 0.0409(5) Uani 1 d . .
H4 H 0.05214(14) -0.0223(2) 0.91198(13) 0.049 Uiso 1 calc R .
C5 C 0.1322(2) 0.0648(2) 0.99530(14) 0.0500(6) Uani 1 d . .
H5 H 0.0961(2) 0.0470(2) 1.03672(14) 0.060 Uiso 1 calc R .
C6 C 0.2103(2) 0.1305(2) 1.00922(15) 0.0556(7) Uani 1 d . .
H6 H 0.2276(2) 0.1601(2) 1.05980(15) 0.067 Uiso 1 calc R .
C7 C 0.2635(2) 0.1531(2) 0.94887(14) 0.0529(6) Uani 1 d . .
H7 H 0.3187(2) 0.1952(2) 0.95836(14) 0.064 Uiso 1 calc R .
C8 C 0.23646(14) 0.1146(2) 0.87508(13) 0.0431(6) Uani 1 d . .
H8 H 0.27297(14) 0.1316(2) 0.83385(13) 0.052 Uiso 1 calc R .
C9 C 0.16415(12) 0.1046(2) 0.64171(12) 0.0349(5) Uani 1 d . .
C10 C 0.11559(14) -0.0050(2) 0.59822(12) 0.0406(5) Uani 1 d . .
H10A H 0.05218(14) 0.0172(2) 0.59040(12) 0.049 Uiso 1 calc R .
H10B H 0.12047(14) -0.0841(2) 0.63012(12) 0.049 Uiso 1 calc R .
C11 C 0.1520(2) -0.0323(2) 0.51968(14) 0.0541(6) Uani 1 d . .
H11A H 0.2126(2) -0.0673(2) 0.52774(14) 0.065 Uiso 1 calc R .
H11B H 0.1148(2) -0.0984(2) 0.49221(14) 0.065 Uiso 1 calc R .
C12 C 0.1539(2) 0.0876(3) 0.47015(15) 0.0652(8) Uani 1 d . .
H12A H 0.1817(2) 0.0675(3) 0.42151(15) 0.078 Uiso 1 calc R .
H12B H 0.0928(2) 0.1172(3) 0.45676(15) 0.078 Uiso 1 calc R .
C13 C 0.2054(2) 0.1935(2) 0.51278(15) 0.0582(7) Uani 1 d . .
H13A H 0.2040(2) 0.2721(2) 0.48044(15) 0.070 Uiso 1 calc R .
H13B H 0.2678(2) 0.1665(2) 0.52200(15) 0.070 Uiso 1 calc R .
C14 C 0.16725(14) 0.2239(2) 0.59000(13) 0.0430(6) Uani 1 d . .
H14A H 0.10676(14) 0.2586(2) 0.58037(13) 0.052 Uiso 1 calc R .
H14B H 0.20380(14) 0.2910(2) 0.61712(13) 0.052 Uiso 1 calc R .
C15 C 0.04555(13) -0.1839(2) 0.79380(12) 0.0340(5) Uani 1 d . .
C16 C -0.04530(13) -0.2414(2) 0.79372(12) 0.0338(5) Uani 1 d . .
C17 C -0.05355(15) -0.3641(2) 0.82323(13) 0.0431(6) Uani 1 d . .
H17 H -0.00207(15) -0.4104(2) 0.84087(13) 0.052 Uiso 1 calc R .
C18 C -0.1357(2) -0.4207(2) 0.82748(15) 0.0529(6) Uani 1 d . .
H18 H -0.1400(2) -0.5048(2) 0.84841(15) 0.064 Uiso 1 calc R .
C19 C -0.2108(2) -0.3562(2) 0.80172(14) 0.0528(6) Uani 1 d . .
H19 H -0.2671(2) -0.3950(2) 0.80489(14) 0.063 Uiso 1 calc R .
C20 C -0.2036(2) -0.2340(2) 0.7711(2) 0.0567(7) Uani 1 d . .
H20 H -0.2552(2) -0.1887(2) 0.7528(2) 0.068 Uiso 1 calc R .
C21 C -0.12172(14) -0.1773(2) 0.76685(14) 0.0477(6) Uani 1 d . .
H21 H -0.11757(14) -0.0935(2) 0.74537(14) 0.057 Uiso 1 calc R .
C22 C 0.00067(14) 0.2533(2) 0.81993(12) 0.0351(5) Uani 1 d . .
C23 C -0.07489(15) 0.2070(2) 0.85181(14) 0.0450(6) Uani 1 d . .
H23 H -0.11579(15) 0.1557(2) 0.82142(14) 0.054 Uiso 1 calc R .
C24 C -0.0907(2) 0.2353(3) 0.9277(2) 0.0602(7) Uani 1 d . .
H24 H -0.1423(2) 0.2033(3) 0.9492(2) 0.072 Uiso 1 calc R .
C25 C -0.0324(2) 0.3089(3) 0.9717(2) 0.0647(8) Uani 1 d . .
H25 H -0.0436(2) 0.3279(3) 1.0237(2) 0.078 Uiso 1 calc R .
C26 C 0.0432(2) 0.3561(2) 0.94086(14) 0.0572(7) Uani 1 d . .
H26 H 0.0835(2) 0.4075(2) 0.97173(14) 0.069 Uiso 1 calc R .
C27 C 0.0601(2) 0.3282(2) 0.86493(12) 0.0427(6) Uani 1 d . .
H27 H 0.1120(2) 0.3601(2) 0.84383(12) 0.051 Uiso 1 calc R .
C28 C 0.00651(12) 0.3639(2) 0.67036(11) 0.0316(5) Uani 1 d . .
C29 C -0.0655(2) 0.3790(2) 0.61773(14) 0.0541(7) Uani 1 d . .
H29 H -0.1042(2) 0.3086(2) 0.60619(14) 0.065 Uiso 1 calc R .
C30 C -0.0811(2) 0.4970(3) 0.5819(2) 0.0768(9) Uani 1 d . .
H30 H -0.1303(2) 0.5070(3) 0.5457(2) 0.092 Uiso 1 calc R .
C31 C -0.0259(2) 0.5990(2) 0.5985(2) 0.0612(7) Uani 1 d . .
H31 H -0.0368(2) 0.6794(2) 0.5735(2) 0.073 Uiso 1 calc R .
C32 C 0.04469(14) 0.5854(2) 0.65080(13) 0.0425(5) Uani 1 d . .
H32 H 0.08227(14) 0.6568(2) 0.66272(13) 0.051 Uiso 1 calc R .
C33 C 0.06181(13) 0.4683(2) 0.68651(12) 0.0380(5) Uani 1 d . .
H33 H 0.11163(13) 0.4592(2) 0.72226(12) 0.046 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'
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 C28 110.54(8) . . ?
O1 P1 C22 111.43(9) . . ?
C28 P1 C22 103.64(9) . . ?
O1 P1 C1 112.06(9) . . ?
C28 P1 C1 113.84(9) . . ?
C22 P1 C1 104.88(9) . . ?
C15 N1 C2 123.0(2) . . ?
C9 C1 C2 111.0(2) . . ?
C9 C1 P1 118.71(13) . . ?
C2 C1 P1 110.72(13) . . ?
N1 C2 C3 112.1(2) . . ?
N1 C2 C1 111.72(15) . . ?
C3 C2 C1 112.7(2) . . ?
C4 C3 C8 118.7(2) . . ?
C4 C3 C2 123.8(2) . . ?
C8 C3 C2 117.4(2) . . ?
C3 C4 C5 120.5(2) . . ?
C6 C5 C4 120.3(2) . . ?
C5 C6 C7 119.4(2) . . ?
C8 C7 C6 120.1(2) . . ?
C7 C8 C3 120.9(2) . . ?
O2 C9 C10 105.9(2) . . ?
O2 C9 C14 109.4(2) . . ?
C10 C9 C14 110.2(2) . . ?
O2 C9 C1 106.3(2) . . ?
C10 C9 C1 112.7(2) . . ?
C14 C9 C1 112.0(2) . . ?
C9 C10 C11 112.7(2) . . ?
C12 C11 C10 112.0(2) . . ?
C13 C12 C11 110.4(2) . . ?
C12 C13 C14 111.4(2) . . ?
C13 C14 C9 112.0(2) . . ?
O3 C15 N1 121.9(2) . . ?
O3 C15 C16 122.1(2) . . ?
N1 C15 C16 115.9(2) . . ?
C17 C16 C21 118.1(2) . . ?
C17 C16 C15 118.1(2) . . ?
C21 C16 C15 123.7(2) . . ?
C16 C17 C18 121.0(2) . . ?
C19 C18 C17 120.5(2) . . ?
C18 C19 C20 119.2(2) . . ?
C21 C20 C19 120.4(2) . . ?
C20 C21 C16 120.7(2) . . ?
C27 C22 C23 119.4(2) . . ?
C27 C22 P1 124.2(2) . . ?
C23 C22 P1 116.4(2) . . ?
C24 C23 C22 120.2(2) . . ?
C25 C24 C23 120.3(3) . . ?
C24 C25 C26 120.3(2) . . ?
C25 C26 C27 120.0(3) . . ?
C26 C27 C22 119.7(2) . . ?
C29 C28 C33 119.0(2) . . ?
C29 C28 P1 115.9(2) . . ?
C33 C28 P1 124.77(15) . . ?
C28 C29 C30 119.9(2) . . ?
C31 C30 C29 120.5(2) . . ?
C32 C31 C30 120.1(2) . . ?
C31 C32 C33 120.4(2) . . ?
C32 C33 C28 120.2(2) . . ?
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 1.4923(14) . ?
P1 C28 1.808(2) . ?
P1 C22 1.810(2) . ?
P1 C1 1.847(2) . ?
O2 C9 1.445(2) . ?
O3 C15 1.233(2) . ?
N1 C15 1.346(2) . ?
N1 C2 1.460(2) . ?
C1 C9 1.569(3) . ?
C1 C2 1.574(3) . ?
C2 C3 1.532(3) . ?
C3 C4 1.376(3) . ?
C3 C8 1.388(3) . ?
C4 C5 1.391(3) . ?
C5 C6 1.375(3) . ?
C6 C7 1.383(4) . ?
C7 C8 1.377(3) . ?
C9 C10 1.528(3) . ?
C9 C14 1.531(3) . ?
C10 C11 1.530(3) . ?
C11 C12 1.514(3) . ?
C12 C13 1.513(4) . ?
C13 C14 1.527(3) . ?
C15 C16 1.502(3) . ?
C16 C17 1.382(3) . ?
C16 C21 1.391(3) . ?
C17 C18 1.384(3) . ?
C18 C19 1.371(3) . ?
C19 C20 1.383(3) . ?
C20 C21 1.381(3) . ?
C22 C27 1.390(3) . ?
C22 C23 1.392(3) . ?
C23 C24 1.385(3) . ?
C24 C25 1.363(4) . ?
C25 C26 1.387(4) . ?
C26 C27 1.389(3) . ?
C28 C29 1.386(3) . ?
C28 C33 1.388(3) . ?
C29 C30 1.386(3) . ?
C30 C31 1.369(3) . ?
C31 C32 1.365(3) . ?
C32 C33 1.381(3) . ?
