#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/77/7007712.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_7007712
loop_
_publ_author_name
'Farrer, Nicola J.'
'McDonald, Robert'
'McIndoe, J. Scott'
_publ_section_title
;
 Proton sponge phosphines: electrospray-active ligands.
;
_journal_issue                   38
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4570
_journal_page_last               4579
_journal_paper_doi               10.1039/b609561e
_journal_year                    2006
_chemical_formula_moiety         'C26 H27 N2 P, C2 H6 O, Br'
_chemical_formula_sum            'C28 H33 Br N2 O P'
_chemical_formula_weight         524.44
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.9630(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.0283(3)
_cell_length_b                   7.18140(10)
_cell_length_c                   22.5380(6)
_cell_measurement_reflns_used    22722
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     2562.57(9)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_sigmaI/netI    0.0603
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            23406
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         3.66
_exptl_absorpt_coefficient_mu    1.690
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1092
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.684
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5838
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0546
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0497P)²+3.7358P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1292
_reflns_number_gt                4225
_reflns_number_total             5838
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b609561e.txt
_cod_data_source_block           bj0310
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7007712
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.66994(2) 0.72554(5) 0.045551(19) 0.04037(14) Uani 1 1 d . . .
P1 P 0.81844(5) 0.12253(11) 0.28358(4) 0.02195(18) Uani 1 1 d . . .
N1 N 0.69418(16) 0.2637(3) 0.16806(11) 0.0199(5) Uani 1 1 d . . .
N2 N 0.55625(16) 0.2665(3) 0.09367(11) 0.0201(5) Uani 1 1 d . . .
O1 O 0.8648(3) 0.6770(8) 0.5987(2) 0.1062(15) Uani 1 1 d . . .
H1 H 0.8149 0.7169 0.5918 0.127 Uiso 1 1 calc R . .
C1 C 0.66537(18) 0.1075(4) 0.20101(13) 0.0176(6) Uani 1 1 d . . .
C2 C 0.71264(18) 0.0307(4) 0.25158(13) 0.0199(6) Uani 1 1 d . . .
C3 C 0.6785(2) -0.1231(4) 0.27973(14) 0.0248(7) Uani 1 1 d . . .
H3 H 0.7114 -0.1793 0.3137 0.030 Uiso 1 1 calc R . .
C4 C 0.6004(2) -0.1916(4) 0.25956(14) 0.0224(6) Uani 1 1 d . . .
H4 H 0.5794 -0.2927 0.2800 0.027 Uiso 1 1 calc R . .
C5 C 0.4685(2) -0.1870(4) 0.18737(14) 0.0238(7) Uani 1 1 d . . .
H5 H 0.4476 -0.2866 0.2085 0.029 Uiso 1 1 calc R . .
C6 C 0.4195(2) -0.1170(4) 0.13737(14) 0.0252(7) Uani 1 1 d . . .
H6 H 0.3655 -0.1691 0.1235 0.030 Uiso 1 1 calc R . .
C7 C 0.4496(2) 0.0327(4) 0.10648(14) 0.0241(7) Uani 1 1 d . . .
H7 H 0.4154 0.0829 0.0720 0.029 Uiso 1 1 calc R . .
C8 C 0.52776(19) 0.1066(4) 0.12579(13) 0.0198(6) Uani 1 1 d . . .
C9 C 0.58216(18) 0.0376(4) 0.17742(13) 0.0173(6) Uani 1 1 d . . .
C10 C 0.54974(19) -0.1145(4) 0.20831(13) 0.0206(6) Uani 1 1 d . . .
C11 C 0.7666(2) 0.2235(5) 0.13671(15) 0.0320(8) Uani 1 1 d . . .
H11C H 0.7572 0.1046 0.1154 0.048 Uiso 1 1 calc R . .
H11B H 0.8184 0.2161 0.1661 0.048 Uiso 1 1 calc R . .
H11A H 0.7721 0.3232 0.1079 0.048 Uiso 1 1 calc R . .
C12 C 0.7031(2) 0.4424(4) 0.20153(15) 0.0324(8) Uani 1 1 d . . .
H12C H 0.6534 0.4623 0.2211 0.049 Uiso 1 1 calc R . .
H12B H 0.7081 0.5449 0.1736 0.049 Uiso 1 1 calc R . .
H12A H 0.7539 0.4382 0.2320 0.049 Uiso 1 1 calc R . .
C13 C 0.5658(2) 0.2224(4) 0.03073(14) 0.0263(7) Uani 1 1 d . . .
H13C H 0.6019 0.1124 0.0302 0.039 Uiso 1 1 calc R . .
H13B H 0.5917 0.3284 0.0132 0.039 Uiso 1 1 calc R . .
H13A H 0.5102 0.1971 0.0073 0.039 Uiso 1 1 calc R . .
C14 C 0.5017(2) 0.4330(4) 0.09703(16) 0.0316(8) Uani 1 1 d . . .
H14C H 0.4967 0.4580 0.1391 0.047 Uiso 1 1 calc R . .
H14B H 0.4455 0.4095 0.0742 0.047 Uiso 1 1 calc R . .
H14A H 0.5270 0.5410 0.0801 0.047 Uiso 1 1 calc R . .
C21 C 0.87770(19) -0.0950(4) 0.29945(14) 0.0245(7) Uani 1 1 d . . .
C22 C 0.8801(2) -0.2203(4) 0.25213(16) 0.0295(7) Uani 1 1 d . . .
H22 H 0.8433 -0.2033 0.2152 0.035 Uiso 1 1 calc R . .
C23 C 0.9360(2) -0.3695(5) 0.25905(18) 0.0373(9) Uani 1 1 d . . .
H23 H 0.9373 -0.4539 0.2268 0.045 Uiso 1 1 calc R . .
C24 C 0.9898(2) -0.3958(5) 0.31254(18) 0.0399(9) Uani 1 1 d . . .
H24 H 1.0282 -0.4975 0.3170 0.048 Uiso 1 1 calc R . .
C25 C 0.9875(2) -0.2733(5) 0.35951(18) 0.0378(8) Uani 1 1 d . . .
H25 H 1.0243 -0.2910 0.3964 0.045 Uiso 1 1 calc R . .
C26 C 0.9316(2) -0.1245(5) 0.35305(15) 0.0308(7) Uani 1 1 d . . .
H26 H 0.9301 -0.0418 0.3858 0.037 Uiso 1 1 calc R . .
C31 C 0.80009(19) 0.2063(4) 0.35757(14) 0.0229(6) Uani 1 1 d . . .
C32 C 0.7788(2) 0.0964(5) 0.40444(14) 0.0278(7) Uani 1 1 d . . .
H32 H 0.7716 -0.0341 0.3988 0.033 Uiso 1 1 calc R . .
C33 C 0.7680(2) 0.1756(5) 0.45874(15) 0.0326(8) Uani 1 1 d . . .
H33 H 0.7534 0.0996 0.4901 0.039 Uiso 1 1 calc R . .
C34 C 0.7783(2) 0.3651(5) 0.46735(15) 0.0359(8) Uani 1 1 d . . .
H34 H 0.7707 0.4193 0.5046 0.043 Uiso 1 1 calc R . .
C35 C 0.7998(2) 0.4760(5) 0.42191(16) 0.0380(9) Uani 1 1 d . . .
H35 H 0.8067 0.6064 0.4278 0.046 Uiso 1 1 calc R . .
C36 C 0.8111(2) 0.3963(4) 0.36761(15) 0.0292(7) Uani 1 1 d . . .
H36 H 0.8267 0.4730 0.3368 0.035 Uiso 1 1 calc R . .
C101 C 0.9152(5) 0.7946(11) 0.5767(6) 0.159(5) Uani 1 1 d . . .
H101A H 0.9546 0.8434 0.6114 0.191 Uiso 1 1 calc R . .
H101B H 0.8795 0.9008 0.5602 0.191 Uiso 1 1 calc R . .
C102 C 0.9624(6) 0.7483(11) 0.5348(3) 0.125(3) Uani 1 1 d . . .
H102A H 0.9955 0.8565 0.5258 0.187 Uiso 1 1 calc R . .
H102B H 0.9256 0.7081 0.4982 0.187 Uiso 1 1 calc R . .
H102C H 1.0007 0.6466 0.5498 0.187 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'
Br Br -0.2901 2.4595 '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'
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
C21 P1 C31 104.64(14) . . ?
C21 P1 C2 100.79(13) . . ?
C31 P1 C2 101.70(14) . . ?
C1 N1 C11 115.3(2) . . ?
C1 N1 C12 114.8(2) . . ?
C11 N1 C12 113.0(3) . . ?
C8 N2 C13 113.0(2) . . ?
C8 N2 C14 111.9(2) . . ?
C13 N2 C14 111.7(2) . . ?
C2 C1 C9 121.4(3) . . ?
C2 C1 N1 123.4(3) . . ?
C9 C1 N1 115.2(2) . . ?
C1 C2 C3 118.5(3) . . ?
C1 C2 P1 121.9(2) . . ?
C3 C2 P1 119.6(2) . . ?
C4 C3 C2 122.1(3) . . ?
C3 C4 C10 120.9(3) . . ?
C6 C5 C10 121.5(3) . . ?
C5 C6 C7 119.5(3) . . ?
C8 C7 C6 120.4(3) . . ?
C7 C8 C9 122.5(3) . . ?
C7 C8 N2 119.1(3) . . ?
C9 C8 N2 118.4(3) . . ?
C8 C9 C10 115.9(3) . . ?
C8 C9 C1 126.1(3) . . ?
C10 C9 C1 117.9(3) . . ?
C5 C10 C4 120.6(3) . . ?
C5 C10 C9 120.2(3) . . ?
C4 C10 C9 119.2(3) . . ?
C26 C21 C22 118.5(3) . . ?
C26 C21 P1 122.2(2) . . ?
C22 C21 P1 118.3(3) . . ?
C23 C22 C21 120.2(3) . . ?
C24 C23 C22 120.5(3) . . ?
C25 C24 C23 119.6(3) . . ?
C24 C25 C26 120.3(4) . . ?
C21 C26 C25 120.9(3) . . ?
C36 C31 C32 118.0(3) . . ?
C36 C31 P1 115.8(2) . . ?
C32 C31 P1 126.2(2) . . ?
C33 C32 C31 120.9(3) . . ?
C34 C33 C32 120.0(3) . . ?
C33 C34 C35 120.1(3) . . ?
C34 C35 C36 119.8(3) . . ?
C35 C36 C31 121.2(3) . . ?
O1 C101 C102 123.5(7) . . ?
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 C21 1.834(3) . ?
P1 C31 1.839(3) . ?
P1 C2 1.857(3) . ?
N1 C1 1.459(3) . ?
N1 C11 1.478(4) . ?
N1 C12 1.485(4) . ?
N2 C8 1.468(4) . ?
N2 C13 1.485(4) . ?
N2 C14 1.490(4) . ?
O1 C101 1.317(8) . ?
C1 C2 1.381(4) . ?
C1 C9 1.447(4) . ?
C2 C3 1.425(4) . ?
C3 C4 1.355(4) . ?
C4 C10 1.417(4) . ?
C5 C6 1.365(4) . ?
C5 C10 1.413(4) . ?
C6 C7 1.406(4) . ?
C7 C8 1.368(4) . ?
C8 C9 1.430(4) . ?
C9 C10 1.435(4) . ?
C21 C26 1.387(5) . ?
C21 C22 1.401(4) . ?
C22 C23 1.390(5) . ?
C23 C24 1.381(5) . ?
C24 C25 1.381(5) . ?
C25 C26 1.388(5) . ?
C31 C36 1.390(4) . ?
C31 C32 1.403(4) . ?
C32 C33 1.384(5) . ?
C33 C34 1.381(5) . ?
C34 C35 1.382(5) . ?
C35 C36 1.388(5) . ?
C101 C102 1.342(10) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652705
