#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:42:11 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179985 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/79/7027980.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7027980
loop_
_publ_author_name
'Bookham, Jonathan L.'
'Smithies, Darren M.'
'Wright, Anna'
'Thornton-Pett, Mark'
'McFarlane, William'
_publ_section_title
;
 Stereoselective addition of diphenylphosphine to substituted
 diphenylethynes: synthetic, NMR and X-ray crystallographic studies
;
_journal_issue                   5
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              811
_journal_paper_doi               10.1039/a707210d
_journal_year                    1998
_chemical_formula_sum            'C26 H21 P'
_chemical_formula_weight         364.40
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             97-07-18
_audit_creation_method           'STADI4, X-RED'
_cell_angle_alpha                90.00
_cell_angle_beta                 100.484(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.2602(6)
_cell_length_b                   6.0689(3)
_cell_length_c                   27.289(2)
_cell_measurement_reflns_used    80
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      40.0
_cell_measurement_theta_min      35.0
_cell_volume                     1996.6(2)
_computing_cell_refinement       'DIF4 (STOE, 1989)'
_computing_data_collection       'DIF4 (STOE, 1989)'
_computing_data_reduction        'X-RED  (STOE, 1996)'
_computing_molecular_graphics    'ORTEX (McArdle, 1996)'
_computing_publication_material  'local program'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'STOE STADI4 4-circle-diffractometer'
_diffrn_measurement_method
;
   Scan width (omega) = 1.23 - 1.50, scan ratio 2theta:omega = 1.00
;
_diffrn_radiation_collimation    '0.8 mm'
_diffrn_radiation_detector       'NaI(Tl) scintillation counter'
_diffrn_radiation_monochromator  'planar graphite'
_diffrn_radiation_polarisn_norm  90
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0219
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            6513
_diffrn_reflns_theta_full        64.61
_diffrn_reflns_theta_max         64.61
_diffrn_reflns_theta_min         3.29
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.248
_exptl_absorpt_correction_T_max  0.7884
_exptl_absorpt_correction_T_min  0.6222
_exptl_absorpt_process_details
;
    Psi Scan Reflections used    Mu * R = 0.02  

    H   K   L   2Theta   Chi   Imin/Imax
    1   3   0    45.5   -84.2    0.910
   -1  -3   0    45.5    84.2    0.904
    2   6   0   101.2   -84.2    0.913
   -2  -6   0   101.2    84.2    0.852
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.027
_refine_ls_extinction_coef       0.0060(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3297
_refine_ls_number_restraints     67
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0308
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0397P)²+0.4537P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0874
_reflns_number_gt                2800
_reflns_number_total             3297
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d707210sup1.cif
_cod_data_source_block           JLB3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0397P)^2^+0.4537P] 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^)+(0.0397P)^2^+0.4537P] 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/c
_cod_database_code               7027980
#BEGIN Tags that were not found in dictionaries:
_audit_contact_author            'J. Richter'
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
P1 P 0.22288(3) 0.50202(7) 0.162434(14) 0.04394(14) Uani 1 d D
C111 C 0.07998(12) 0.4423(3) 0.16994(5) 0.0434(4) Uani 1 d D
C112 C 0.00135(13) 0.6065(3) 0.15639(6) 0.0560(4) Uani 1 d D
H112 H 0.0213 0.7357 0.1419 0.067 Uiso 1 calc R
C113 C -0.10656(14) 0.5800(4) 0.16418(7) 0.0669(5) Uani 1 d D
H113 H -0.1586 0.6906 0.1547 0.080 Uiso 1 calc R
C114 C -0.13665(14) 0.3912(4) 0.18576(7) 0.0666(5) Uani 1 d D
H114 H -0.2090 0.3738 0.1910 0.080 Uiso 1 calc R
C115 C -0.06004(14) 0.2278(4) 0.19961(6) 0.0640(5) Uani 1 d D
H115 H -0.0804 0.1000 0.2145 0.077 Uiso 1 calc R
C116 C 0.04749(13) 0.2524(3) 0.19158(6) 0.0533(4) Uani 1 d D
H116 H 0.0987 0.1400 0.2008 0.064 Uiso 1 calc R
C121 C 0.30039(11) 0.3440(3) 0.21464(5) 0.0435(4) Uani 1 d D
C122 C 0.31787(13) 0.4461(3) 0.26143(6) 0.0570(4) Uani 1 d D
H122 H 0.2917 0.5882 0.2646 0.068 Uiso 1 calc R
C123 C 0.37413(15) 0.3358(4) 0.30310(6) 0.0715(6) Uani 1 d D
H123 H 0.3835 0.4033 0.3342 0.086 Uiso 1 calc R
C124 C 0.41594(14) 0.1288(4) 0.29892(6) 0.0687(6) Uani 1 d D
H124 H 0.4548 0.0574 0.3269 0.082 Uiso 1 calc R
C125 C 0.40022(13) 0.0279(3) 0.25342(6) 0.0588(5) Uani 1 d D
H125 H 0.4289 -0.1122 0.2504 0.071 Uiso 1 calc R
C126 C 0.34153(12) 0.1337(3) 0.21166(6) 0.0492(4) Uani 1 d D
H126 H 0.3297 0.0614 0.1811 0.059 Uiso 1 calc R
C1 C 0.24421(11) 0.3375(3) 0.10848(5) 0.0400(3) Uani 1 d D
C11 C 0.35397(11) 0.3841(3) 0.09368(5) 0.0398(3) Uani 1 d D
C12 C 0.43282(12) 0.2192(3) 0.09572(6) 0.0514(4) Uani 1 d D
H12 H 0.4177 0.0791 0.1065 0.062 Uiso 1 calc R
C13 C 0.53413(13) 0.2616(3) 0.08177(6) 0.0607(5) Uani 1 d D
H13 H 0.5864 0.1495 0.0834 0.073 Uiso 1 calc R
C14 C 0.55783(13) 0.4669(3) 0.06556(6) 0.0581(5) Uani 1 d D
H14 H 0.6257 0.4941 0.0561 0.070 Uiso 1 calc R
C15 C 0.48044(14) 0.6324(3) 0.06338(6) 0.0564(4) Uani 1 d D
H15 H 0.4956 0.7718 0.0521 0.068 Uiso 1 calc R
C16 C 0.37955(12) 0.5912(3) 0.07803(5) 0.0480(4) Uani 1 d D
H16 H 0.3284 0.7049 0.0773 0.058 Uiso 1 calc R
C2 C 0.16884(11) 0.1990(3) 0.08400(5) 0.0440(4) Uani 1 d D
H2 H 0.1066 0.1765 0.0984 0.053 Uiso 1 calc R
C21 C 0.17010(11) 0.0766(3) 0.03739(5) 0.0433(4) Uani 1 d D
C22 C 0.11693(13) -0.1258(3) 0.03031(6) 0.0546(4) Uani 1 d D
H22 H 0.0825 -0.1824 0.0553 0.066 Uiso 1 calc R
C23 C 0.11412(14) -0.2451(3) -0.01309(7) 0.0678(5) Uani 1 d D
H23 H 0.0798 -0.3823 -0.0167 0.081 Uiso 1 calc R
C24 C 0.16187(15) -0.1617(4) -0.05080(7) 0.0741(6) Uani 1 d D
H24 H 0.1595 -0.2412 -0.0801 0.089 Uiso 1 calc R
C25 C 0.21318(16) 0.0400(4) -0.04507(6) 0.0706(6) Uani 1 d D
H25 H 0.2449 0.0975 -0.0708 0.085 Uiso 1 calc R
C26 C 0.21828(13) 0.1591(3) -0.00138(5) 0.0558(4) Uani 1 d D
H26 H 0.2540 0.2949 0.0021 0.067 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'
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
C121 P1 C1 102.09(7)
C121 P1 C111 100.39(6)
C1 P1 C111 105.08(6)
C116 C111 C112 118.08(14)
C116 C111 P1 124.42(11)
C112 C111 P1 117.31(12)
C113 C112 C111 120.74(17)
C114 C113 C112 120.15(17)
C113 C114 C115 119.94(16)
C114 C115 C116 120.23(18)
C115 C116 C111 120.86(16)
C126 C121 C122 117.76(15)
C126 C121 P1 125.54(11)
C122 C121 P1 116.70(13)
C123 C122 C121 120.27(18)
C124 C123 C122 120.74(17)
C125 C124 C123 119.59(18)
C124 C125 C126 120.31(18)
C121 C126 C125 121.28(15)
C2 C1 C11 123.84(13)
C2 C1 P1 123.84(10)
C11 C1 P1 112.26(10)
C16 C11 C12 118.26(13)
C16 C11 C1 121.31(13)
C12 C11 C1 120.43(14)
C11 C12 C13 120.54(16)
C14 C13 C12 120.63(16)
C13 C14 C15 119.52(15)
C14 C15 C16 119.93(17)
C11 C16 C15 121.10(15)
C1 C2 C21 129.32(13)
C22 C21 C26 117.71(15)
C22 C21 C2 119.18(14)
C26 C21 C2 123.05(15)
C23 C22 C21 121.38(17)
C24 C23 C22 120.13(19)
C23 C24 C25 119.60(17)
C24 C25 C26 120.75(18)
C25 C26 C21 120.42(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P1 C121 1.8329(16)
P1 C1 1.8366(14)
P1 C111 1.8366(15)
C111 C116 1.386(2)
C111 C112 1.389(2)
C112 C113 1.387(2)
C113 C114 1.369(3)
C114 C115 1.371(3)
C115 C116 1.383(2)
C121 C126 1.380(2)
C121 C122 1.400(2)
C122 C123 1.390(3)
C123 C124 1.369(3)
C124 C125 1.366(3)
C125 C126 1.389(2)
C1 C2 1.335(2)
C1 C11 1.5006(18)
C11 C16 1.382(2)
C11 C12 1.385(2)
C12 C13 1.388(2)
C13 C14 1.371(3)
C14 C15 1.376(2)
C15 C16 1.390(2)
C2 C21 1.475(2)
C21 C22 1.388(2)
C21 C26 1.395(2)
C22 C23 1.383(2)
C23 C24 1.370(3)
C24 C25 1.372(3)
C25 C26 1.386(2)
