#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:41:24 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178438 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/59/4025948.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_4025948
loop_
_publ_author_name
'Moorthy Suresh'
'Amal Kumar Mandal'
'Manoj K. Kesharwani'
'N. N. Adarsh'
'Bishwajit Ganguly'
'Ravi Kumar Kanaparthi'
'Anunay Samanta'
'Amitava Das'
_publ_section_title
;
 Folding and Unfolding Movements in a [2]Pseudorotaxane
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              138
_journal_page_last               144
_journal_paper_doi               10.1021/jo101762k
_journal_volume                  76
_journal_year                    2011
_chemical_formula_sum            'C39 H44 F6 N2 O10 P'
_chemical_formula_weight         845.73
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 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                 104.996(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   32.186(4)
_cell_length_b                   11.5459(13)
_cell_length_c                   12.7286(15)
_cell_measurement_temperature    298(2)
_cell_volume                     4569.1(9)
_computing_cell_refinement       'Bruker Apex II'
_computing_data_collection       'Bruker Apex II'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Mercury 2.3'
_computing_publication_material  Shelxl-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 3
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       'Phi-Omega scan'
_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  0.0852
_diffrn_reflns_av_sigmaI/netI    0.1152
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11533
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.31
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.9973
_exptl_absorpt_correction_T_min  0.9811
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_description       plate
_exptl_crystal_F_000             1764
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.909
_refine_diff_density_min         -1.068
_refine_diff_density_rms         0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.493
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4223
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.493
_refine_ls_R_factor_all          0.2370
_refine_ls_R_factor_gt           0.1828
_refine_ls_shift/su_max          1.068
_refine_ls_shift/su_mean         0.019
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4525
_refine_ls_wR_factor_ref         0.4747
_reflns_number_gt                2412
_reflns_number_total             4223
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo101762k_si_002.cif
_cod_data_source_block           40msbm
_cod_database_code               4025948
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'
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
P1 P 0.15533(11) 0.5000 0.1547(3) 0.0351(10) Uani 1 2 d S
F1 F 0.1560(3) 0.5000 0.2795(6) 0.057(2) Uani 1 2 d S
F2 F 0.11895(18) 0.4042(5) 0.1251(4) 0.0543(17) Uani 1 1 d .
F3 F 0.1901(2) 0.4022(5) 0.1767(6) 0.068(2) Uani 1 1 d .
F4 F 0.1575(3) 0.5000 0.0312(8) 0.074(3) Uani 1 2 d S
C1 C 0.2439(3) 0.0613(7) 0.0326(7) 0.027(2) Uani 1 1 d .
H1 H 0.2582 0.1008 -0.0113 0.033 Uiso 1 1 calc R
C2 C 0.2241(3) 0.1200(8) 0.0932(7) 0.032(2) Uani 1 1 d .
H2 H 0.2261 0.2004 0.0954 0.038 Uiso 1 1 calc R
C3 C 0.1992(3) 0.0613(7) 0.1568(7) 0.032(2) Uani 1 1 d .
C4 C 0.1766(3) 0.1205(8) 0.2212(7) 0.034(2) Uani 1 1 d .
H4 H 0.1780 0.2009 0.2254 0.041 Uiso 1 1 calc R
C5 C 0.1519(3) 0.0600(7) 0.2792(7) 0.029(2) Uani 1 1 d .
O6 O 0.1297(2) 0.1100(5) 0.3425(5) 0.0381(17) Uani 1 1 d .
C7 C 0.1239(3) 0.2334(9) 0.3348(7) 0.044(3) Uani 1 1 d .
H7A H 0.1128 0.2558 0.2593 0.052 Uiso 1 1 calc R
H7B H 0.1513 0.2720 0.3633 0.052 Uiso 1 1 calc R
C8 C 0.0919(4) 0.2698(11) 0.4006(9) 0.060(3) Uani 1 1 d .
H8A H 0.0827 0.3493 0.3843 0.072 Uiso 1 1 calc R
H8B H 0.0668 0.2202 0.3834 0.072 Uiso 1 1 calc R
O9 O 0.1154(3) 0.2578(8) 0.5161(6) 0.079(3) Uani 1 1 d .
C10A C 0.0902(7) 0.3202(18) 0.5739(17) 0.008(4) Uiso 0.30 1 d P
C10B C 0.1366(7) 0.3359(18) 0.5601(17) 0.077(5) Uiso 0.70 1 d P
C11A C 0.1138(7) 0.3359(19) 0.6953(19) 0.065(6) Uiso 0.61 1 d P
C11B C 0.1636(7) 0.3169(18) 0.6826(17) 0.027(5) Uiso 0.39 1 d P
O12 O 0.1311(3) 0.2647(10) 0.7409(6) 0.080(3) Uani 1 1 d .
C13 C 0.1520(4) 0.2722(11) 0.8511(9) 0.062(3) Uani 1 1 d .
H13A H 0.1604 0.3517 0.8703 0.074 Uiso 1 1 calc R
H13B H 0.1776 0.2243 0.8676 0.074 Uiso 1 1 calc R
C14 C 0.1216(5) 0.2316(14) 0.9137(11) 0.083(4) Uani 1 1 d .
H14A H 0.1322 0.2554 0.9890 0.099 Uiso 1 1 calc R
H14B H 0.0938 0.2680 0.8847 0.099 Uiso 1 1 calc R
O15 O 0.1164(2) 0.1121(7) 0.9094(5) 0.052(2) Uani 1 1 d .
C16 C 0.0921(3) 0.0624(11) 0.9746(8) 0.059(3) Uani 1 1 d .
C17 C 0.0708(3) 0.1260(16) 1.0346(8) 0.081(4) Uani 1 1 d .
H17 H 0.0710 0.2066 1.0350 0.097 Uiso 1 1 calc R
C18 C 0.0485(4) 0.0609(4) 1.0958(10) 0.074(4) Uiso 1 1 d D
C19 C 0.0273(3) 0.1275(13) 1.1597(8) 0.113(5) Uani 0.50 1 d PD
H19 H 0.0285 0.2080 1.1623 0.135 Uiso 0.50 1 calc PR
O19 O 0.0273(3) 0.1275(13) 1.1597(8) 0.113(5) Uani 0.50 1 d PD
C20 C 0.0040(8) 0.0611(4) 1.220(2) 0.069(7) Uiso 0.50 1 d PD
O21 O -0.0088(6) 0.1458(16) 1.2569(19) 0.137(10) Uani 0.50 1 d PD
C22 C 0.0944(5) 0.0000 0.6556(10) 0.052(4) Uani 1 2 d S
H22A H 0.0785 -0.0258 0.5850 0.078 Uiso 0.50 1 calc PR
H22B H 0.0855 0.0770 0.6682 0.078 Uiso 0.50 1 calc PR
H22C H 0.0890 -0.0512 0.7101 0.078 Uiso 0.50 1 calc PR
N23 N 0.1412(3) 0.0000 0.6614(7) 0.019(2) Uani 1 2 d S
C24 C 0.1742(3) 0.0000 0.7611(10) 0.030(3) Uani 1 2 d S
C25 C 0.2127(3) 0.0000 0.7332(9) 0.018(2) Uani 1 2 d S
N26 N 0.2017(3) 0.0000 0.6242(8) 0.025(2) Uani 1 2 d S
C27 C 0.1589(3) 0.0000 0.5815(8) 0.012(2) Uiso 1 2 d S
C28 C 0.2344(5) 0.0000 0.5579(11) 0.040(3) Uani 1 2 d S
C29 C 0.2426(5) 0.1082(14) 0.5138(13) 0.026(4) Uiso 0.50 1 d P
C30 C 0.2719(5) 0.0849(12) 0.4300(12) 0.019(3) Uiso 0.50 1 d P
C31 C 0.2769(7) 0.1944(19) 0.3711(18) 0.053(6) Uiso 0.50 1 d P
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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.0060 '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'
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
F3 P1 F3 92.4(5) 6_565 .
F3 P1 F1 89.8(4) 6_565 .
F3 P1 F1 89.8(4) . .
F3 P1 F2 176.5(4) 6_565 .
F3 P1 F2 89.4(3) . .
F1 P1 F2 93.2(3) . .
F3 P1 F2 89.4(3) 6_565 6_565
F3 P1 F2 176.5(4) . 6_565
F1 P1 F2 93.2(3) . 6_565
F2 P1 F2 88.6(5) . 6_565
F3 P1 F4 88.0(4) 6_565 .
F3 P1 F4 88.0(4) . .
F1 P1 F4 176.8(5) . .
F2 P1 F4 89.1(4) . .
F2 P1 F4 89.1(4) 6_565 .
C2 C1 C1 121.2(5) . 6
C1 C2 C3 120.7(8) . .
C4 C3 C3 119.1(5) . 6
C4 C3 C2 122.9(8) . .
C3 C3 C2 118.0(5) 6 .
C5 C4 C3 120.9(8) . .
O6 C5 C5 115.6(5) . 6
O6 C5 C4 124.4(8) . .
C5 C5 C4 119.9(5) 6 .
C5 O6 C7 117.9(7) . .
O6 C7 C8 109.0(9) . .
O9 C8 C7 105.9(9) . .
C10B O9 C10A 73.0(13) . .
C10B O9 C8 119.0(14) . .
C10A O9 C8 104.7(11) . .
O9 C10A C11A 112.1(16) . .
O9 C10A C10B 46.4(10) . .
C11A C10A C10B 82.0(15) . .
O9 C10B C10A 60.7(13) . .
O9 C10B C11B 117.4(17) . .
C10A C10B C11B 99.7(16) . .
O9 C10B C11A 96.2(14) . .
C10A C10B C11A 48.7(11) . .
C11B C10B C11A 52.9(12) . .
O12 C11A C10A 120.2(19) . .
O12 C11A C11B 65.0(14) . .
C10A C11A C11B 97.2(16) . .
O12 C11A C10B 102.0(16) . .
C10A C11A C10B 49.4(12) . .
C11B C11A C10B 49.6(11) . .
O12 C11B C10B 104.9(15) . .
O12 C11B C11A 38.8(9) . .
C10B C11B C11A 77.4(14) . .
C11A O12 C13 123.0(16) . .
C11A O12 C11B 76.3(15) . .
C13 O12 C11B 104.3(11) . .
O12 C13 C14 107.8(10) . .
O15 C14 C13 112.3(11) . .
C14 O15 C16 117.5(9) . .
C17 C16 O15 123.3(12) . .
C17 C16 C16 122.5(9) . 6
O15 C16 C16 114.2(6) . 6
C16 C17 C18 115.2(14) . .
C17 C18 C18 122.3(7) . 6
C17 C18 C19 114.8(10) . .
C18 C18 C19 122.9(7) 6 .
C18 C19 C20 114.4(14) . .
C18 C19 O21 153.3(14) . .
C20 C19 O21 38.9(5) . .
O21 C20 C20 144.3(13) . 6
O21 C20 C19 93.1(11) . .
C20 C20 C19 122.6(7) 6 .
C20 O21 C19 47.9(7) . .
C27 N23 C24 108.8(9) . .
C27 N23 C22 127.6(9) . .
C24 N23 C22 123.6(9) . .
C25 C24 N23 106.5(10) . .
N26 C25 C24 104.7(10) . .
C25 N26 C27 112.7(8) . .
C25 N26 C28 123.0(10) . .
C27 N26 C28 124.3(10) . .
N23 C27 N26 107.3(9) . .
C29 C28 C29 122.8(16) . 6
C29 C28 N26 116.7(8) . .
C29 C28 N26 116.7(8) 6 .
C28 C29 C30 108.3(12) . .
C31 C30 C29 110.2(13) . .
C31 C30 C30 147.5(10) . 6
C29 C30 C30 99.6(8) . 6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 F3 1.563(7) 6_565
P1 F3 1.563(7) .
P1 F1 1.583(8) .
P1 F2 1.584(6) .
P1 F2 1.584(6) 6_565
P1 F4 1.591(10) .
C1 C2 1.310(11) .
C1 C1 1.415(16) 6
C2 C3 1.445(12) .
C3 C4 1.407(11) .
C3 C3 1.416(17) 6
C4 C5 1.404(12) .
C5 O6 1.337(10) .
C5 C5 1.385(17) 6
O6 C7 1.437(11) .
C7 C8 1.544(13) .
C8 O9 1.476(13) .
O9 C10B 1.18(2) .
O9 C10A 1.42(2) .
C10A C11A 1.55(3) .
C10A C10B 1.56(3) .
C10B C11B 1.59(3) .
C10B C11A 2.04(3) .
C11A O12 1.07(2) .
C11A C11B 1.67(3) .
C11B O12 1.55(2) .
O12 C13 1.392(13) .
C13 C14 1.489(17) .
C14 O15 1.388(16) .
O15 C16 1.403(12) .
C16 C17 1.366(16) .
C16 C16 1.44(3) 6
C17 C18 1.406(16) .
C18 C18 1.407(9) 6
C18 C19 1.415(7) .
C19 C20 1.425(7) .
C19 O21 1.917(18) .
C20 O21 1.206(10) .
C20 C20 1.410(10) 6
C22 N23 1.487(16) .
N23 C27 1.288(13) .
N23 C24 1.428(15) .
C24 C25 1.375(15) .
C25 N26 1.339(14) .
N26 C27 1.345(13) .
N26 C28 1.508(15) .
C28 C29 1.422(17) .
C28 C29 1.422(17) 6
C29 C30 1.62(2) .
C30 C31 1.50(3) .
C30 C30 1.96(3) 6
