#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/43/4024377.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_4024377
loop_
_publ_author_name
'Paromita Debroy'
'Sergey V. Lindeman'
'Rajendra Rathore'
_publ_section_title
;
A Versatile Synthesis of Electroactive Stilbenoprismands for Effective
Binding of Metal Cations
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2080
_journal_page_last               2087
_journal_paper_doi               10.1021/jo802579f
_journal_volume                  74
_journal_year                    2009
_chemical_formula_sum            'C17 H25 B O3'
_chemical_formula_weight         288.18
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.840(2)
_cell_angle_beta                 92.7750(10)
_cell_angle_gamma                93.205(2)
_cell_formula_units_Z            2
_cell_length_a                   6.6500(2)
_cell_length_b                   11.3864(3)
_cell_length_c                   11.6666(3)
_cell_measurement_reflns_used    3403
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66
_cell_measurement_theta_min      4
_cell_volume                     804.31(4)
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 v2.0-2 (Bruker, 2005)'
_computing_data_reduction        'SADABS-2004/1 (Bruker, 2005)'
_computing_molecular_graphics    'XP v5.1 (Bruker, 1998)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)'
_computing_structure_solution    'XS/SHELXTL v6.12 (Bruker, 2001)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0149
_diffrn_reflns_av_sigmaI/netI    0.0150
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6584
_diffrn_reflns_theta_full        66.50
_diffrn_reflns_theta_max         66.87
_diffrn_reflns_theta_min         4.16
_exptl_absorpt_coefficient_mu    0.621
_exptl_absorpt_correction_T_max  0.9756
_exptl_absorpt_correction_T_min  0.7892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS. Program for empirical absorption correction of
 area-detector data. University of Goetingen. Germany. 
 Sheldrick, G. M. 1996
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.0014(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   1.011
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         2616
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0316
_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)+(0.0549P)²+0.1351P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0885
_reflns_number_gt                2240
_reflns_number_total             2616
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo802579f_si_009.cif
_cod_data_source_block           raj7q
_cod_database_code               4024377
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.97701(12) 0.71788(8) -0.31868(8) 0.0258(2) Uani 1 1 d . . .
O2 O 0.13321(11) 0.89910(7) 0.04787(7) 0.0201(2) Uani 1 1 d . . .
O3 O 0.16489(11) 0.72043(7) 0.10532(7) 0.0217(2) Uani 1 1 d . . .
B1 B 0.22364(19) 0.79313(12) 0.04255(11) 0.0182(3) Uani 1 1 d . . .
C1 C 0.91990(16) 0.65013(11) -0.26643(10) 0.0185(3) Uani 1 1 d . . .
C2 C 1.02401(17) 0.53063(11) -0.27981(11) 0.0195(3) Uani 1 1 d . . .
C3 C 1.20313(17) 0.50740(11) -0.35975(11) 0.0194(3) Uani 1 1 d . . .
C4 C 1.29848(17) 0.38349(11) -0.37568(11) 0.0204(3) Uani 1 1 d . . .
C5 C 1.48248(17) 0.36242(11) -0.45215(11) 0.0219(3) Uani 1 1 d . . .
C6 C 1.59292(19) 0.24664(12) -0.45784(13) 0.0299(3) Uani 1 1 d . . .
C7 C 0.74187(16) 0.68263(10) -0.18783(10) 0.0181(3) Uani 1 1 d . . .
C8 C 0.67547(17) 0.61143(11) -0.12150(10) 0.0202(3) Uani 1 1 d . . .
C9 C 0.51156(17) 0.64691(11) -0.04913(11) 0.0205(3) Uani 1 1 d . . .
C10 C 0.40781(16) 0.75345(10) -0.04070(10) 0.0181(3) Uani 1 1 d . . .
C11 C 0.47472(16) 0.82310(11) -0.10870(10) 0.0184(3) Uani 1 1 d . . .
C12 C 0.63853(16) 0.78876(11) -0.18072(10) 0.0181(3) Uani 1 1 d . . .
C13 C -0.03405(16) 0.89871(11) 0.23174(10) 0.0190(3) Uani 1 1 d . . .
C14 C -0.03982(17) 0.93731(11) 0.12089(10) 0.0189(3) Uani 1 1 d . . .
C15 C -0.00509(17) 0.75490(11) 0.18123(11) 0.0207(3) Uani 1 1 d . . .
C16 C -0.23736(18) 0.92225(13) 0.28930(12) 0.0245(3) Uani 1 1 d . . .
C17 C 0.13732(18) 0.97672(12) 0.33015(11) 0.0232(3) Uani 1 1 d . . .
H2A H 0.9204(19) 0.4578(13) -0.3152(12) 0.025(3) Uiso 1 1 d . . .
H2B H 1.0630(19) 0.5384(13) -0.1962(13) 0.025(3) Uiso 1 1 d . . .
H3A H 1.1593(19) 0.5035(13) -0.4435(13) 0.026(3) Uiso 1 1 d . . .
H3B H 1.3061(19) 0.5812(12) -0.3189(12) 0.021(3) Uiso 1 1 d . . .
H4A H 1.1955(19) 0.3090(13) -0.4186(12) 0.025(3) Uiso 1 1 d . . .
H4B H 1.3385(19) 0.3871(12) -0.2915(13) 0.023(3) Uiso 1 1 d . . .
H5A H 1.578(2) 0.4399(13) -0.4128(12) 0.026(3) Uiso 1 1 d . . .
H5B H 1.440(2) 0.3520(13) -0.5387(13) 0.031(4) Uiso 1 1 d . . .
H6A H 1.716(2) 0.2395(14) -0.5040(13) 0.038(4) Uiso 1 1 d . . .
H6B H 1.502(2) 0.1655(15) -0.5025(14) 0.040(4) Uiso 1 1 d . . .
H6C H 1.636(2) 0.2552(15) -0.3720(15) 0.041(4) Uiso 1 1 d . . .
H8 H 0.7435(19) 0.5364(13) -0.1230(11) 0.024(3) Uiso 1 1 d . . .
H9 H 0.4682(19) 0.5970(13) -0.0046(12) 0.027(3) Uiso 1 1 d . . .
H11 H 0.4055(19) 0.8986(13) -0.1046(11) 0.023(3) Uiso 1 1 d . . .
H12 H 0.6828(19) 0.8363(13) -0.2268(12) 0.023(3) Uiso 1 1 d . . .
H14A H -0.1653(18) 0.8955(11) 0.0629(11) 0.015(3) Uiso 1 1 d . . .
H14B H -0.0350(17) 1.0312(12) 0.1500(11) 0.017(3) Uiso 1 1 d . . .
H15A H 0.0202(19) 0.7269(13) 0.2515(12) 0.026(3) Uiso 1 1 d . . .
H15B H -0.1294(18) 0.7046(11) 0.1285(11) 0.015(3) Uiso 1 1 d . . .
H16B H -0.261(2) 1.0144(15) 0.3170(14) 0.038(4) Uiso 1 1 d . . .
H16C H -0.350(2) 0.8700(13) 0.2276(13) 0.029(3) Uiso 1 1 d . . .
H16A H -0.242(2) 0.9026(15) 0.3637(15) 0.042(4) Uiso 1 1 d . . .
H17A H 0.274(2) 0.9660(12) 0.2931(12) 0.025(3) Uiso 1 1 d . . .
H17B H 0.1395(18) 0.9530(12) 0.4021(12) 0.024(3) Uiso 1 1 d . . .
H17C H 0.119(2) 1.0699(14) 0.3610(13) 0.029(3) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
B1 O2 C14 119.39(9) . . ?
B1 O3 C15 119.18(9) . . ?
O2 B1 O3 123.96(10) . . ?
O2 B1 C10 117.53(10) . . ?
O3 B1 C10 118.51(10) . . ?
O1 C1 C7 120.43(10) . . ?
O1 C1 C2 121.20(10) . . ?
C7 C1 C2 118.36(10) . . ?
C1 C2 C3 114.16(10) . . ?
C2 C3 C4 112.69(10) . . ?
C5 C4 C3 112.73(10) . . ?
C4 C5 C6 113.58(11) . . ?
C8 C7 C12 118.64(10) . . ?
C8 C7 C1 122.77(10) . . ?
C12 C7 C1 118.58(10) . . ?
C9 C8 C7 120.25(10) . . ?
C8 C9 C10 121.58(11) . . ?
C9 C10 C11 117.54(10) . . ?
C9 C10 B1 120.99(10) . . ?
C11 C10 B1 121.47(10) . . ?
C12 C11 C10 121.30(10) . . ?
C11 C12 C7 120.68(11) . . ?
C14 C13 C15 107.85(9) . . ?
C14 C13 C16 108.21(9) . . ?
C15 C13 C16 108.97(10) . . ?
C14 C13 C17 110.86(9) . . ?
C15 C13 C17 110.63(9) . . ?
C16 C13 C17 110.24(9) . . ?
O2 C14 C13 112.17(9) . . ?
O3 C15 C13 112.72(9) . . ?
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
O1 C1 1.2169(14) . ?
O2 B1 1.3585(15) . ?
O2 C14 1.4458(13) . ?
O3 B1 1.3623(15) . ?
O3 C15 1.4428(13) . ?
B1 C10 1.5716(16) . ?
C1 C7 1.5030(15) . ?
C1 C2 1.5164(16) . ?
C2 C3 1.5172(15) . ?
C3 C4 1.5254(16) . ?
C4 C5 1.5219(15) . ?
C5 C6 1.5245(17) . ?
C7 C8 1.3969(16) . ?
C7 C12 1.3989(16) . ?
C8 C9 1.3881(16) . ?
C9 C10 1.4003(16) . ?
C10 C11 1.3998(16) . ?
C11 C12 1.3843(16) . ?
C13 C14 1.5243(15) . ?
C13 C15 1.5271(16) . ?
C13 C16 1.5276(15) . ?
C13 C17 1.5302(16) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658906
