#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:15:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179834 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/30/7013028.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_7013028
loop_
_publ_author_name
'Fei, Zhaofu'
'Scopelliti, Rosario'
'Dyson, Paul J.'
_publ_section_title
;
 Influence of the functional group on the synthesis of aminophosphines,
 diphosphinoamines and iminobiphosphines
;
_journal_issue                   13
_journal_name_full               'Dalton Transactions'
_journal_page_first              2772
_journal_paper_doi               10.1039/b303645f
_journal_year                    2003
_chemical_formula_sum            'C30 H25 N P2'
_chemical_formula_weight         461.45
_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                 100.092(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.5448(16)
_cell_length_b                   12.7369(11)
_cell_length_c                   10.4063(8)
_cell_measurement_reflns_used    3389
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      28.3701
_cell_measurement_theta_min      2.26535
_cell_volume                     2420.0(4)
_computing_cell_refinement       'Oxford Diffraction CrysAlis RED'
_computing_data_collection       'Oxford Diffraction CrysAlis CCD'
_computing_data_reduction        'Oxford Diffraction CrysAlis RED'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'Oxford Diffraction KM4/Sapphire CCD'
_diffrn_measurement_method       'phi and omega 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  0.0297
_diffrn_reflns_av_sigmaI/netI    0.0262
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6712
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.71
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_T_max  0.8990
_exptl_absorpt_correction_T_min  0.6550
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
; 
(See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166) 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2017
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.147
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0229P)²+5.3918P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0934
_refine_ls_wR_factor_ref         0.0959
_reflns_number_gt                1745
_reflns_number_total             2017
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b303645f.txt
_cod_data_source_block           5
_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_cell_volume        2420.0(3)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7013028
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
P1 P 0.07026(3) 0.09634(4) 0.20760(6) 0.01766(17) Uani 1 1 d . . .
N1 N 0.0000 0.1710(2) 0.2500 0.0189(6) Uani 1 2 d S . .
C1 C 0.0000 0.2853(2) 0.2500 0.0194(7) Uani 1 2 d S . .
C2 C 0.03288(12) 0.34045(18) 0.3602(2) 0.0256(6) Uani 1 1 d . . .
H2 H 0.0552 0.3034 0.4361 0.031 Uiso 1 1 calc R . .
C3 C 0.03322(13) 0.45020(19) 0.3595(3) 0.0325(6) Uani 1 1 d . . .
H3 H 0.0563 0.4876 0.4346 0.039 Uiso 1 1 calc R . .
C4 C 0.0000 0.5044(3) 0.2500 0.0350(9) Uani 1 2 d S . .
H4 H 0.0000 0.5790 0.2500 0.042 Uiso 1 2 calc SR . .
C5 C 0.09935(11) 0.17501(17) 0.0782(2) 0.0196(5) Uani 1 1 d . . .
C6 C 0.14563(12) 0.26276(18) 0.0995(2) 0.0244(5) Uani 1 1 d . . .
H6 H 0.1640 0.2850 0.1862 0.029 Uiso 1 1 calc R . .
C7 C 0.16484(13) 0.3174(2) -0.0047(3) 0.0312(6) Uani 1 1 d . . .
H7 H 0.1965 0.3764 0.0108 0.037 Uiso 1 1 calc R . .
C8 C 0.13784(13) 0.2860(2) -0.1315(3) 0.0335(6) Uani 1 1 d . . .
H8 H 0.1508 0.3238 -0.2028 0.040 Uiso 1 1 calc R . .
C9 C 0.09187(13) 0.1995(2) -0.1545(3) 0.0309(6) Uani 1 1 d . . .
H9 H 0.0733 0.1782 -0.2415 0.037 Uiso 1 1 calc R . .
C10 C 0.07312(12) 0.14418(19) -0.0504(2) 0.0237(5) Uani 1 1 d . . .
H10 H 0.0421 0.0846 -0.0667 0.028 Uiso 1 1 calc R . .
C11 C 0.14780(11) 0.11144(16) 0.3434(2) 0.0179(5) Uani 1 1 d . . .
C12 C 0.13695(12) 0.11830(17) 0.4722(2) 0.0227(5) Uani 1 1 d . . .
H12 H 0.0886 0.1258 0.4897 0.027 Uiso 1 1 calc R . .
C13 C 0.19584(13) 0.11436(18) 0.5760(2) 0.0246(5) Uani 1 1 d . . .
H13 H 0.1875 0.1199 0.6633 0.030 Uiso 1 1 calc R . .
C14 C 0.26654(12) 0.10242(18) 0.5516(2) 0.0265(6) Uani 1 1 d . . .
H14 H 0.3067 0.0999 0.6221 0.032 Uiso 1 1 calc R . .
C15 C 0.27848(12) 0.09425(18) 0.4246(2) 0.0251(5) Uani 1 1 d . . .
H15 H 0.3269 0.0858 0.4080 0.030 Uiso 1 1 calc R . .
C16 C 0.21979(11) 0.09827(17) 0.3205(2) 0.0217(5) Uani 1 1 d . . .
H16 H 0.2285 0.0921 0.2336 0.026 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'
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
N1 P1 C5 102.62(9) . . ?
N1 P1 C11 105.56(8) . . ?
C5 P1 C11 102.48(10) . . ?
C1 N1 P1 123.31(7) . 2 ?
C1 N1 P1 123.31(7) . . ?
P1 N1 P1 113.37(14) 2 . ?
C2 C1 C2 119.3(3) . 2 ?
C2 C1 N1 120.34(15) . . ?
C2 C1 N1 120.34(15) 2 . ?
C1 C2 C3 120.2(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C3 120.0(3) 2 . ?
C3 C4 H4 120.0 2 . ?
C3 C4 H4 120.0 . . ?
C10 C5 C6 118.4(2) . . ?
C10 C5 P1 116.86(17) . . ?
C6 C5 P1 124.72(18) . . ?
C7 C6 C5 120.7(2) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C6 120.0(2) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 120.1(2) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C10 C9 C8 119.9(2) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C5 120.8(2) . . ?
C9 C10 H10 119.6 . . ?
C5 C10 H10 119.6 . . ?
C12 C11 C16 118.2(2) . . ?
C12 C11 P1 121.36(16) . . ?
C16 C11 P1 119.61(18) . . ?
C11 C12 C13 121.2(2) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 119.9(2) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C15 C14 C13 119.9(2) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 120.5(2) . . ?
C15 C16 H16 119.8 . . ?
C11 C16 H16 119.8 . . ?
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 N1 1.7315(15) . ?
P1 C5 1.834(2) . ?
P1 C11 1.841(2) . ?
N1 C1 1.455(4) . ?
N1 P1 1.7315(15) 2 ?
C1 C2 1.391(3) . ?
C1 C2 1.391(3) 2 ?
C2 C3 1.398(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(3) . ?
C3 H3 0.9500 . ?
C4 C3 1.382(3) 2 ?
C4 H4 0.9500 . ?
C5 C10 1.398(3) . ?
C5 C6 1.403(3) . ?
C6 C7 1.387(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.386(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.387(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.392(3) . ?
C11 C16 1.407(3) . ?
C12 C13 1.396(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
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
C5 P1 N1 C1 -35.21(8) . . . . ?
C11 P1 N1 C1 71.77(8) . . . . ?
C5 P1 N1 P1 144.79(8) . . . 2 ?
C11 P1 N1 P1 -108.23(8) . . . 2 ?
P1 N1 C1 C2 92.44(11) 2 . . . ?
P1 N1 C1 C2 -87.56(11) . . . . ?
P1 N1 C1 C2 -87.56(11) 2 . . 2 ?
P1 N1 C1 C2 92.44(11) . . . 2 ?
C2 C1 C2 C3 -0.44(17) 2 . . . ?
N1 C1 C2 C3 179.56(17) . . . . ?
C1 C2 C3 C4 0.9(3) . . . . ?
C2 C3 C4 C3 -0.44(17) . . . 2 ?
N1 P1 C5 C10 -99.82(17) . . . . ?
C11 P1 C5 C10 150.85(17) . . . . ?
N1 P1 C5 C6 80.27(19) . . . . ?
C11 P1 C5 C6 -29.1(2) . . . . ?
C10 C5 C6 C7 0.0(3) . . . . ?
P1 C5 C6 C7 179.86(18) . . . . ?
C5 C6 C7 C8 0.5(4) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
C7 C8 C9 C10 -0.2(4) . . . . ?
C8 C9 C10 C5 0.7(4) . . . . ?
C6 C5 C10 C9 -0.5(3) . . . . ?
P1 C5 C10 C9 179.54(18) . . . . ?
N1 P1 C11 C12 36.5(2) . . . . ?
C5 P1 C11 C12 143.57(18) . . . . ?
N1 P1 C11 C16 -154.35(17) . . . . ?
C5 P1 C11 C16 -47.26(19) . . . . ?
C16 C11 C12 C13 1.3(3) . . . . ?
P1 C11 C12 C13 170.58(17) . . . . ?
C11 C12 C13 C14 -0.6(3) . . . . ?
C12 C13 C14 C15 -0.1(4) . . . . ?
C13 C14 C15 C16 0.2(4) . . . . ?
C14 C15 C16 C11 0.5(4) . . . . ?
C12 C11 C16 C15 -1.2(3) . . . . ?
P1 C11 C16 C15 -170.69(17) . . . . ?
