#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/61/1506133.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_1506133
loop_
_publ_author_name
'Zhou, Zhiguo'
'Xiao, Shuzhang'
'Xu, Jia'
'Liu, Zhiqiang'
'Shi, Mei'
'Li, Fuyou'
'Yi, Tao'
'Huang, Chunhui'
_publ_section_title
;
 Modulation of the photochromic property in an organoboron-based
 diarylethene by a fluoride ion.
;
_journal_issue                   18
_journal_name_full               'Organic letters'
_journal_page_first              3911
_journal_page_last               3914
_journal_paper_doi               10.1021/ol061370g
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C51 H58 B2 S2'
_chemical_formula_weight         756.71
_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                 90.34(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.231(3)
_cell_length_b                   11.851(2)
_cell_length_c                   27.763(6)
_cell_measurement_temperature    293(2)
_cell_volume                     4682.2(16)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.0207
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            10178
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.24
_diffrn_standards_decay_%        5.44
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  0.9885
_exptl_absorpt_correction_T_min  0.9856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.073
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         4101
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0459
_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)+(0.0745P)²+2.3589P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1330
_refine_ls_wR_factor_ref         0.1468
_reflns_number_gt                2953
_reflns_number_total             4101
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol061370gsi20060605_095349.cif
_cod_data_source_block           51129a
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1506133
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
S1 S 0.20720(4) 0.75479(5) 0.19749(2) 0.0606(2) Uani 1 1 d .
B1 B 0.08793(19) 0.8484(2) 0.12343(8) 0.0543(6) Uani 1 1 d .
C1 C -0.3083(2) 0.9147(3) 0.05813(14) 0.1122(12) Uani 1 1 d .
H1A H -0.3473 0.9289 0.0856 0.168 Uiso 1 1 calc R
H1B H -0.3282 0.8463 0.0426 0.168 Uiso 1 1 calc R
H1C H -0.3137 0.9765 0.0359 0.168 Uiso 1 1 calc R
C2 C -0.20641(19) 0.9030(2) 0.07449(11) 0.0745(7) Uani 1 1 d .
C3 C -0.1348(2) 0.8820(2) 0.04194(10) 0.0744(7) Uani 1 1 d .
H3A H -0.1499 0.8770 0.0094 0.089 Uiso 1 1 calc R
C4 C -0.04071(18) 0.86817(19) 0.05596(8) 0.0619(6) Uani 1 1 d .
C5 C -0.01586(16) 0.87410(18) 0.10599(7) 0.0553(5) Uani 1 1 d .
C6 C -0.08895(17) 0.90038(19) 0.13924(8) 0.0616(6) Uani 1 1 d .
C7 C -0.18189(18) 0.9142(2) 0.12274(10) 0.0733(7) Uani 1 1 d .
H7A H -0.2285 0.9315 0.1449 0.088 Uiso 1 1 calc R
C8 C 0.0319(2) 0.8440(3) 0.01736(8) 0.0819(8) Uani 1 1 d .
H8A H 0.0018 0.8432 -0.0137 0.123 Uiso 1 1 calc R
H8B H 0.0604 0.7718 0.0234 0.123 Uiso 1 1 calc R
H8C H 0.0793 0.9015 0.0180 0.123 Uiso 1 1 calc R
C9 C -0.0696(2) 0.9221(3) 0.19248(9) 0.0861(8) Uani 1 1 d .
H9A H -0.0041 0.9099 0.1992 0.129 Uiso 1 1 calc R
H9B H -0.1066 0.8714 0.2116 0.129 Uiso 1 1 calc R
H9C H -0.0858 0.9985 0.2002 0.129 Uiso 1 1 calc R
C10 C 0.18028(16) 0.90683(17) 0.10275(7) 0.0529(5) Uani 1 1 d .
C11 C 0.19228(16) 1.02605(18) 0.10501(7) 0.0541(5) Uani 1 1 d .
C12 C 0.27868(17) 1.07479(19) 0.09170(8) 0.0618(6) Uani 1 1 d .
H12A H 0.2859 1.1526 0.0942 0.074 Uiso 1 1 calc R
C13 C 0.35360(17) 1.0104(2) 0.07492(8) 0.0635(6) Uani 1 1 d .
C14 C 0.34012(18) 0.8945(2) 0.07075(8) 0.0675(6) Uani 1 1 d .
H14A H 0.3888 0.8506 0.0588 0.081 Uiso 1 1 calc R
C15 C 0.25598(17) 0.84139(18) 0.08392(8) 0.0604(6) Uani 1 1 d .
C16 C 0.11377(18) 1.1031(2) 0.12264(9) 0.0729(7) Uani 1 1 d .
H16A H 0.1345 1.1802 0.1216 0.109 Uiso 1 1 calc R
H16B H 0.0979 1.0835 0.1551 0.109 Uiso 1 1 calc R
H16C H 0.0595 1.0942 0.1023 0.109 Uiso 1 1 calc R
C17 C 0.44608(19) 1.0642(3) 0.06079(11) 0.0886(9) Uani 1 1 d .
H17A H 0.4426 1.1443 0.0657 0.133 Uiso 1 1 calc R
H17B H 0.4583 1.0490 0.0275 0.133 Uiso 1 1 calc R
H17C H 0.4959 1.0335 0.0802 0.133 Uiso 1 1 calc R
C18 C 0.2485(2) 0.7141(2) 0.07516(10) 0.0826(8) Uani 1 1 d .
H18A H 0.3071 0.6863 0.0630 0.124 Uiso 1 1 calc R
H18B H 0.1995 0.6995 0.0521 0.124 Uiso 1 1 calc R
H18C H 0.2341 0.6767 0.1049 0.124 Uiso 1 1 calc R
C19 C 0.10341(15) 0.75916(18) 0.16401(7) 0.0548(5) Uani 1 1 d .
C20 C 0.04599(15) 0.67079(19) 0.17884(7) 0.0534(5) Uani 1 1 d .
H20A H -0.0135 0.6588 0.1658 0.064 Uiso 1 1 calc R
C21 C 0.08463(14) 0.59996(17) 0.21537(7) 0.0492(5) Uani 1 1 d .
C22 C 0.17294(15) 0.63803(19) 0.23005(7) 0.0556(5) Uani 1 1 d .
C23 C 0.23312(19) 0.5923(3) 0.27093(10) 0.0831(8) Uani 1 1 d .
H23A H 0.2028 0.5278 0.2849 0.125 Uiso 1 1 calc R
H23B H 0.2412 0.6496 0.2950 0.125 Uiso 1 1 calc R
H23C H 0.2934 0.5705 0.2587 0.125 Uiso 1 1 calc R
C24 C 0.03747(15) 0.49812(17) 0.23533(7) 0.0520(5) Uani 1 1 d .
C25 C 0.0683(2) 0.3779(2) 0.22309(10) 0.0793(8) Uani 1 1 d .
H25A H 0.0642 0.3645 0.1887 0.095 Uiso 1 1 calc R
H25B H 0.1323 0.3643 0.2338 0.095 Uiso 1 1 calc R
C26 C 0.0000 0.3035(4) 0.2500 0.147(3) Uani 1 2 d SD
H26A H 0.029(3) 0.239(2) 0.2653(15) 0.177 Uiso 1 1 d D
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
C22 S1 C19 93.57(10) . .
C19 B1 C5 118.6(2) . .
C19 B1 C10 116.2(2) . .
C5 B1 C10 125.19(18) . .
C7 C2 C3 117.6(2) . .
C7 C2 C1 120.8(3) . .
C3 C2 C1 121.6(3) . .
C2 C3 C4 123.0(2) . .
C3 C4 C5 119.6(2) . .
C3 C4 C8 118.6(2) . .
C5 C4 C8 121.8(2) . .
C6 C5 C4 117.4(2) . .
C6 C5 B1 121.75(19) . .
C4 C5 B1 120.8(2) . .
C7 C6 C5 120.1(2) . .
C7 C6 C9 117.4(2) . .
C5 C6 C9 122.4(2) . .
C2 C7 C6 122.2(2) . .
C11 C10 C15 117.6(2) . .
C11 C10 B1 120.89(19) . .
C15 C10 B1 121.37(19) . .
C12 C11 C10 120.0(2) . .
C12 C11 C16 118.7(2) . .
C10 C11 C16 121.3(2) . .
C13 C12 C11 122.2(2) . .
C14 C13 C12 117.6(2) . .
C14 C13 C17 120.9(2) . .
C12 C13 C17 121.5(2) . .
C13 C14 C15 122.6(2) . .
C14 C15 C10 119.9(2) . .
C14 C15 C18 117.4(2) . .
C10 C15 C18 122.7(2) . .
C20 C19 B1 130.0(2) . .
C20 C19 S1 108.50(15) . .
B1 C19 S1 121.42(17) . .
C19 C20 C21 115.41(19) . .
C22 C21 C20 111.17(19) . .
C22 C21 C24 124.12(18) . .
C20 C21 C24 124.72(19) . .
C21 C22 C23 127.4(2) . .
C21 C22 S1 111.31(15) . .
C23 C22 S1 121.23(18) . .
C24 C24 C21 125.84(11) 2 .
C24 C24 C25 111.32(13) 2 .
C21 C24 C25 122.81(18) . .
C26 C25 C24 104.3(2) . .
C25 C26 C25 108.7(3) . 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C22 1.725(2) .
S1 C19 1.741(2) .
B1 C19 1.560(3) .
B1 C5 1.581(3) .
B1 C10 1.595(3) .
C1 C2 1.524(4) .
C2 C7 1.389(4) .
C2 C3 1.389(4) .
C3 C4 1.401(3) .
C4 C5 1.433(3) .
C4 C8 1.520(3) .
C5 C6 1.429(3) .
C6 C7 1.407(3) .
C6 C9 1.524(3) .
C10 C11 1.425(3) .
C10 C15 1.429(3) .
C11 C12 1.410(3) .
C11 C16 1.526(3) .
C12 C13 1.394(3) .
C13 C14 1.391(3) .
C13 C17 1.516(3) .
C14 C15 1.403(3) .
C15 C18 1.531(3) .
C19 C20 1.392(3) .
C20 C21 1.424(3) .
C21 C22 1.394(3) .
C21 C24 1.489(3) .
C22 C23 1.518(3) .
C24 C24 1.346(4) 2
C24 C25 1.529(3) .
C25 C26 1.513(4) .
C26 C25 1.513(4) 2
