#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/94/2009427.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2009427
loop_
_publ_author_name
'Llamas-Saiz, A.L.'
'Foces-Foces, C.'
_publ_section_title
;
 Substitution effects on the structure of
 o-aryliminophosphoranes
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              255
_journal_page_last               259
_journal_paper_doi               10.1107/S0108270193006146
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C26 H25 N2 P'
_chemical_formula_weight         396.5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 90.798(9)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   12.5702(9)
_cell_length_b                   9.1053(6)
_cell_length_c                   19.1700(14)
_cell_measurement_reflns_used    78
_cell_measurement_temperature    295
_cell_measurement_theta_max      45
_cell_measurement_theta_min      2
_cell_volume                     2193.9(3)
_diffrn_measurement_device       'Seifert XRD3000-S four-circle'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            3186
_diffrn_reflns_theta_max         65
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.187
_exptl_absorpt_correction_T_max  1.198
_exptl_absorpt_correction_T_min  0.739
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.18
_refine_diff_density_min         -0.18
_refine_ls_goodness_of_fit_obs   1.11
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     362
_refine_ls_number_reflns         2519
_refine_ls_R_factor_obs          0.047
_refine_ls_shift/esd_max         0.18
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
;empirical as to give no trends in <w\D^2^F> vs. <|F~obs~|>
and <sin\q/\l>
;
_refine_ls_wR_factor_obs         0.050
_reflns_number_observed          2519
_reflns_number_total             3104
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            al1048.cif
_cod_data_source_block           al1048_structure_1_of_1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2009427
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C1 .3790(2) .4055(3) .34402(11) .0334(7)
C2 .4257(2) .4831(3) .28769(11) .0340(7)
C3 .5296(2) .5360(3) .29557(15) .0463(9)
C4 .5876(2) .5165(3) .35700(15) .0504(9)
C5 .5433(2) .4421(3) .41172(14) .0458(9)
C6 .4405(2) .3879(3) .40496(13) .0405(8)
N11 .2754(2) .3549(2) .33584(10) .0395(7)
P12 .21272(4) .25406(7) .38698(3) .0322(2)
C13 .0862(2) .2160(3) .34498(12) .0388(7)
C14 .0581(2) .2852(4) .28371(13) .0499(9)
C15 -.0409(2) .2587(4) .25311(16) .0652(11)
C16 -.1118(2) .1634(4) .28380(19) .0684(12)
C17 -.0844(3) .0965(4) .3540(2) .0747(13)
C18 .0144(2) .1207(4) .37549(17) .0606(11)
C19 .2711(2) .0751(3) .40501(12) .0382(8)
C20 .2690(2) -.0275(3) .35121(14) .0500(9)
C21 .3199(3) -.1612(4) .35811(17) .0594(11)
C22 .3737(3) -.1949(4) .41903(18) .0603(11)
C23 .3777(3) -.0946(4) .47291(16) .0590(11)
C24 .3267(2) .0407(3) .46606(14) .0486(9)
C25 .1782(2) .3379(3) .46933(13) .0445(9)
C26 .1383(3) .2612(5) .52612(15) .0660(12)
C27 .1060(3) .3368(7) .58486(18) .0903(19)
C28 .1128(3) .4874(7) .5870(2) .096(2)
C29 .1533(3) .5631(6) .5323(3) .0893(17)
C30 .1867(3) .4897(4) .47273(18) .0627(12)
N31 .3645(2) .5094(2) .22600(10) .0380(6)
C32 .3392(2) .3781(3) .18617(14) .0462(9)
C33 .4052(3) .6229(4) .17955(16) .0582(11)
H3 .559(3) .595(4) .259(2) .0043(9)
H4 .664(3) .561(4) .360(2) .0043(9)
H5 .582(2) .427(3) .458(2) .0031(8)
H6 .410(2) .336(3) .445(2) .0026(7)
H14 .109(3) .357(4) .265(2) .0040(9)
H15 -.062(3) .307(4) .211(2) .0041(9)
H16 -.175(3) .147(5) .260(2) .0066(12)
H17 -.138(4) .027(5) .370(2) .0079(14)
H18 .038(3) .076(4) .423(2) .0052(10)
H20 .232(2) -.001(3) .307(2) .0024(7)
H21 .316(3) -.233(4) .318(2) .0046(9)
H22 .412(3) -.288(4) .426(2) .0040(9)
H23 .417(3) -.113(4) .518(2) .0048(10)
H24 .328(2) .115(4) .505(2) .0026(7)
H26 .130(3) .150(5) .524(2) .0053(11)
H27 .077(4) .274(5) .621(3) .0078(14)
H28 .089(4) .536(6) .629(3) .0105(17)
H29 .157(4) .674(6) .533(3) .0085(16)
H30 .209(4) .545(6) .430(3) .0085(15)
H321 .284(3) .399(4) .146(2) .0039(8)
H322 .410(3) .335(4) .163(2) .0048(10)
H323 .312(2) .298(4) .216(2) .0031(8)
H331 .474(3) .585(4) .153(2) .0057(11)
H332 .346(3) .647(4) .142(2) .0049(10)
H333 .416(3) .714(5) .206(2) .0050(11)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 117.4(2) yes
C1 C2 C3 118.9(2) yes
C2 C3 C4 121.8(2) yes
C3 C4 C5 119.9(3) yes
C4 C5 C6 119.4(2) yes
C1 C6 C5 122.7(2) yes
C1 N11 P12 127.2(2) yes
N11 P12 C25 115.30(10) yes
N11 P12 C19 116.10(10) yes
N11 P12 C13 106.40(10) yes
C6 C1 N11 124.2(2) yes
C2 C1 N11 118.3(2) yes
C1 C2 N31 119.4(2) yes
C3 C2 N31 121.7(2) yes
C2 N31 C32 114.3(2) yes
C2 N31 C33 115.8(2) yes
C32 N31 C33 109.8(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.424(3) yes
C1 C6 1.401(3) yes
C2 C3 1.398(3) yes
C3 C4 1.388(4) yes
C4 C5 1.373(4) yes
C5 C6 1.387(4) yes
C1 N11 1.388(3) yes
N11 P12 1.564(2) yes
P12 C13 1.806(2) yes
P12 C19 1.818(3) yes
P12 C25 1.812(3) yes
C2 N31 1.422(3) yes
N31 C32 1.452(4) yes
N31 C33 1.461(4) 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_publ_flag
C6 C1 N11 P12 -8.3(3) yes
C1 N11 P12 C13 -176.0(2) yes
C1 N11 P12 C19 -59.3(2) yes
C1 N11 P12 C25 68.8(2) yes
N11 P12 C25 C30 15.1(3) yes
N11 P12 C19 C20 -70.5(2) yes
N11 P12 C13 C14 -6.6(2) yes
N11 C1 C2 N31 1.6(3) yes
C1 C2 N31 C32 -67.7(3) yes
C1 C2 N31 C33 163.2(2) yes
